@langchain/google 0.2.5 → 0.2.6

package/dist/converters/messages.js.map

@@ -1 +1 @@
-{"version":3,"file":"messages.js","names":["uuidv4"],"sources":["../../src/converters/messages.ts"],"sourcesContent":["import {\n  BaseMessage,\n  AIMessage,\n  isDataContentBlock,\n  ContentBlock,\n  parseBase64DataUrl,\n  SystemMessage,\n  HumanMessage,\n  ToolMessage,\n  ChatMessage,\n  StandardContentBlockConverter,\n  convertToProviderContentBlock,\n  type Data,\n  UsageMetadata,\n  InputTokenDetails,\n  OutputTokenDetails,\n  ModalitiesTokenDetails,\n  MessageContentImageUrl,\n  MessageContentComplex,\n  MessageContentText,\n} from \"@langchain/core/messages\";\nimport { v4 as uuidv4 } from \"@langchain/core/utils/uuid\";\nimport { Converter } from \"@langchain/core/utils/format\";\nimport type { Gemini } from \"../chat_models/types.js\";\nimport { iife } from \"../utils/misc.js\";\nimport { InvalidInputError, ToolCallNotFoundError } from \"../utils/errors.js\";\n\n/**\n * Standard content block converter for Google Gemini API.\n * Converts deprecated Data content blocks to Gemini Part format.\n *\n * @deprecated This converter is for backward compatibility with older message formats.\n * Use ContentBlock.Multimodal.Standard instead.\n */\nexport const geminiContentBlockConverter: StandardContentBlockConverter<{\n  text: Gemini.Part;\n  image: Gemini.Part;\n  audio: Gemini.Part;\n  file: Gemini.Part;\n}> = {\n  providerName: \"ChatGoogle\",\n\n  fromStandardTextBlock(block: Data.StandardTextBlock): Gemini.Part {\n    return { text: block.text };\n  },\n\n  fromStandardImageBlock(block: Data.StandardImageBlock): Gemini.Part {\n    if (isDataContentBlock(block)) {\n      if (block.source_type === \"base64\") {\n        if (!block.mime_type) {\n          throw new InvalidInputError(\n            \"mime_type is required for base64 image blocks\"\n          );\n        }\n        const dataStr =\n          typeof block.data === \"string\"\n            ? block.data\n            : typeof block.data === \"object\" && block.data !== null\n              ? // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(block.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                )\n              : String(block.data);\n        return {\n          inlineData: {\n            mimeType: block.mime_type,\n            data: dataStr,\n          },\n        };\n      }\n\n      if (block.source_type === \"url\") {\n        // Check if it's a data URL\n        const parsed = parseBase64DataUrl({ dataUrl: block.url });\n        if (parsed) {\n          const dataStr =\n            typeof parsed.data === \"string\"\n              ? parsed.data\n              : // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(parsed.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                );\n          return {\n            inlineData: {\n              mimeType: parsed.mime_type || block.mime_type || \"image/jpeg\",\n              data: dataStr,\n            },\n          };\n        }\n        // Otherwise, treat as file URI\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"image/jpeg\",\n            fileUri: block.url,\n          },\n        };\n      }\n\n      if (block.source_type === \"id\") {\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"image/jpeg\",\n            fileUri: block.id,\n          },\n        };\n      }\n    }\n\n    throw new InvalidInputError(\n      `Image content blocks with source_type \"${\n        (block as Data.DataContentBlock).source_type\n      }\" are not supported for ChatGoogle. Supported source types are: \"base64\", \"url\", \"id\".`\n    );\n  },\n\n  fromStandardAudioBlock(block: Data.StandardAudioBlock): Gemini.Part {\n    if (isDataContentBlock(block)) {\n      if (block.source_type === \"base64\") {\n        if (!block.mime_type) {\n          throw new InvalidInputError(\n            \"mime_type is required for base64 audio blocks\"\n          );\n        }\n        const dataStr =\n          typeof block.data === \"string\"\n            ? block.data\n            : typeof block.data === \"object\" && block.data !== null\n              ? // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(block.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                )\n              : String(block.data);\n        return {\n          inlineData: {\n            mimeType: block.mime_type,\n            data: dataStr,\n          },\n        };\n      }\n\n      if (block.source_type === \"url\") {\n        // Check if it's a data URL\n        const parsed = parseBase64DataUrl({ dataUrl: block.url });\n        if (parsed) {\n          const dataStr =\n            typeof parsed.data === \"string\"\n              ? parsed.data\n              : // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(parsed.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                );\n          return {\n            inlineData: {\n              mimeType: parsed.mime_type || block.mime_type || \"audio/mpeg\",\n              data: dataStr,\n            },\n          };\n        }\n        // Otherwise, treat as file URI\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"audio/mpeg\",\n            fileUri: block.url,\n          },\n        };\n      }\n\n      if (block.source_type === \"id\") {\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"audio/mpeg\",\n            fileUri: block.id,\n          },\n        };\n      }\n    }\n\n    throw new InvalidInputError(\n      `Audio content blocks with source_type \"${\n        (block as Data.DataContentBlock).source_type\n      }\" are not supported for ChatGoogle. Supported source types are: \"base64\", \"url\", \"id\".`\n    );\n  },\n\n  fromStandardFileBlock(block: Data.StandardFileBlock): Gemini.Part {\n    if (isDataContentBlock(block)) {\n      if (block.source_type === \"base64\") {\n        if (!block.mime_type) {\n          throw new InvalidInputError(\n            \"mime_type is required for base64 file blocks\"\n          );\n        }\n        const dataStr =\n          typeof block.data === \"string\"\n            ? block.data\n            : typeof block.data === \"object\" && block.data !== null\n              ? // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(block.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                )\n              : String(block.data);\n        return {\n          inlineData: {\n            mimeType: block.mime_type,\n            data: dataStr,\n          },\n        };\n      }\n\n      if (block.source_type === \"url\") {\n        // Check if it's a data URL\n        const parsed = parseBase64DataUrl({ dataUrl: block.url });\n        if (parsed) {\n          const dataStr =\n            typeof parsed.data === \"string\"\n              ? parsed.data\n              : // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(parsed.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                );\n          return {\n            inlineData: {\n              mimeType:\n                parsed.mime_type ||\n                block.mime_type ||\n                \"application/octet-stream\",\n              data: dataStr,\n            },\n          };\n        }\n        // Otherwise, treat as file URI\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"application/octet-stream\",\n            fileUri: block.url,\n          },\n        };\n      }\n\n      if (block.source_type === \"id\") {\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"application/octet-stream\",\n            fileUri: block.id,\n          },\n        };\n      }\n    }\n\n    // Handle text source type (for plain text file blocks)\n    if (\n      \"source_type\" in block &&\n      block.source_type === \"text\" &&\n      \"text\" in block\n    ) {\n      return {\n        text: block.text,\n      };\n    }\n\n    throw new InvalidInputError(\n      `File content blocks with source_type \"${\n        (block as Data.DataContentBlock).source_type\n      }\" are not supported for ChatGoogle. Supported source types are: \"base64\", \"url\", \"id\", \"text\".`\n    );\n  },\n};\n\nconst MEDIA_BLOCK_TYPES = new Set([\n  \"media\",\n  \"image\",\n  \"audio\",\n  \"video\",\n  \"file\",\n  \"text-plain\",\n]);\n\nfunction isMediaContentBlock(item: unknown): boolean {\n  if (typeof item !== \"object\" || item === null) {\n    return false;\n  }\n  if (isDataContentBlock(item)) {\n    return item.source_type !== \"text\";\n  }\n  if (\"image_url\" in item || \"inlineData\" in item || \"fileData\" in item) {\n    return true;\n  }\n  return MEDIA_BLOCK_TYPES.has((item as { type?: unknown }).type as string);\n}\n\nfunction stripMediaBlocksForFunctionResponse(content: unknown): unknown {\n  if (!Array.isArray(content)) {\n    return content;\n  }\n  return content.filter((item) => !isMediaContentBlock(item));\n}\n\nfunction convertStandardDataContentBlockToGeminiPart(\n  block: ContentBlock.Multimodal.Data\n): Gemini.Part | null {\n  function uint8arrayToString(data: Uint8Array): string {\n    return btoa(\n      Array.from(data as Uint8Array)\n        .map((byte) => String.fromCharCode(byte))\n        .join(\"\")\n    );\n  }\n\n  function extractMimeType(str: string): {\n    mimeType: string | null;\n    data: string | null;\n  } {\n    if (str.startsWith(\"data:\")) {\n      return {\n        mimeType: str.split(\":\")[1].split(\";\")[0],\n        data: str.split(\",\")[1],\n      };\n    }\n    return {\n      mimeType: null,\n      data: null,\n    };\n  }\n\n  if (\"mimeType\" in block && \"data\" in block) {\n    const mimeType = block.mimeType!;\n    const data: string =\n      typeof block.data === \"string\"\n        ? block.data\n        : uint8arrayToString(block.data!);\n    return {\n      inlineData: {\n        mimeType,\n        data,\n      },\n    };\n  } else if (\"mimeType\" in block && \"url\" in block) {\n    const mimeType = block.mimeType!;\n    const fileUri = block.url!;\n    return {\n      fileData: {\n        mimeType,\n        fileUri,\n      },\n    };\n  } else if (\"url\" in block && block.url?.startsWith(\"data:\")) {\n    const { mimeType, data } = extractMimeType(block.url!);\n    if (mimeType && data) {\n      return {\n        inlineData: {\n          mimeType,\n          data,\n        },\n      };\n    }\n  }\n  // FIXME - report this somehow?\n  return null;\n}\n\nfunction convertStandardVideoContentBlockToGeminiPart(\n  block: ContentBlock.Multimodal.Video\n): Gemini.Part | null {\n  const ret: Gemini.Part | null =\n    convertStandardDataContentBlockToGeminiPart(block);\n  if (ret && block.metadata && \"videoMetadata\" in block.metadata) {\n    (ret as Gemini.Part.FileData).videoMetadata = block.metadata.videoMetadata!;\n  }\n  return ret;\n}\n\nfunction convertStandardReasoningBlockToGeminiPart(\n  block: ContentBlock.Reasoning\n): Gemini.Part | null {\n  // Reasoning blocks created from Gemini should contain the base\n  // standard block they would be if \"thought\" wasn't set to true.\n  // If it exists, we'll use that. Otherwise, we'll assume it was\n  // originally a text block.\n  const ret =\n    \"reasoningContentBlock\" in block && block.reasoningContentBlock\n      ? convertStandardContentBlockToGeminiPart(\n          block.reasoningContentBlock as ContentBlock.Standard\n        )\n      : { text: block.reasoning };\n\n  // Then add that this came from the thinking process\n  if (ret) {\n    ret.thought = true;\n  }\n\n  return ret;\n}\n\n/**\n * Converts a single LangChain standard content block (v1 format)\n * into a Gemini.Part.\n *\n * This is intended to be called from `convertStandardContentMessageToGeminiContent`\n */\nfunction convertStandardContentBlockToGeminiPart(\n  block: ContentBlock.Standard\n): Gemini.Part | null {\n  function baseGeminiPart(): Gemini.Part | null {\n    switch (block.type) {\n      case \"text\":\n        return { text: block.text };\n      case \"reasoning\":\n        return convertStandardReasoningBlockToGeminiPart(block);\n      case \"image\":\n      case \"audio\":\n      case \"text-plain\":\n      case \"file\":\n        return convertStandardDataContentBlockToGeminiPart(block);\n      case \"video\":\n        return convertStandardVideoContentBlockToGeminiPart(block);\n      default:\n        return null;\n    }\n  }\n\n  const ret: Gemini.Part | null = baseGeminiPart();\n  if (ret) {\n    if (\"thoughtSignature\" in block) {\n      ret.thoughtSignature = block.thoughtSignature! as string;\n    }\n  }\n  return ret;\n}\n\n/**\n * Converts a single LangChain message with standard content blocks (v1 format) to Gemini Content.\n * This handles messages that have `response_metadata.output_version === \"v1\"`.\n *\n * This is intended to be called from `convertMessagesToGeminiContent`\n */\nfunction convertStandardContentMessageToGeminiContent(\n  message: BaseMessage,\n  messages: BaseMessage[]\n): Gemini.Content | null {\n  // Skip system messages - they're handled separately\n  if (SystemMessage.isInstance(message)) {\n    return null;\n  }\n\n  let role: Gemini.Role;\n  if (HumanMessage.isInstance(message)) {\n    role = \"user\";\n  } else if (AIMessage.isInstance(message)) {\n    role = \"model\";\n  } else if (ToolMessage.isInstance(message)) {\n    // Tool messages in Gemini were represented as function responses, but now are \"user\"\n    role = \"user\";\n  } else if (ChatMessage.isInstance(message)) {\n    // Map ChatMessage roles to Gemini roles\n    const msgRole = message.role.toLowerCase();\n    if (msgRole === \"user\" || msgRole === \"human\") {\n      role = \"user\";\n    } else if (\n      msgRole === \"assistant\" ||\n      msgRole === \"ai\" ||\n      msgRole === \"model\"\n    ) {\n      role = \"model\";\n    } else if (msgRole === \"function\" || msgRole === \"tool\") {\n      role = \"user\";\n    } else {\n      // Default to user for unknown roles\n      role = \"user\";\n    }\n  } else {\n    // Unknown message type - default to user\n    role = \"user\";\n  }\n\n  let parts: Gemini.Part[] = [];\n\n  // Process standard content blocks\n  const contentBlocks = Array.isArray(message.contentBlocks)\n    ? message.contentBlocks\n    : [];\n  contentBlocks.forEach((block: ContentBlock.Standard) => {\n    const contentBlock =\n      (message.additional_kwargs\n        .originalTextContentBlock as ContentBlock.Standard) || block;\n    const part: Gemini.Part | null =\n      convertStandardContentBlockToGeminiPart(contentBlock);\n    if (part) {\n      parts.push(part);\n    }\n  });\n\n  // Convert AIMessage tool_calls to functionCall parts\n  if (AIMessage.isInstance(message) && message.tool_calls?.length) {\n    for (const toolCall of message.tool_calls) {\n      const part = {\n        functionCall: {\n          name: toolCall.name,\n          args: toolCall.args ?? {},\n        },\n      } as Gemini.Part.FunctionCall;\n      if (\"thoughtSignature\" in toolCall) {\n        part.thoughtSignature = toolCall.thoughtSignature as string;\n      }\n      parts.push(part);\n    }\n  }\n\n  // Handle tool messages as function responses\n  if (ToolMessage.isInstance(message) && message.tool_call_id) {\n    const responseContent = stripMediaBlocksForFunctionResponse(\n      message.content\n    );\n    // Find the matching tool call in a preceding AIMessage to get the function name\n    const aiMsg = messages\n      .filter(AIMessage.isInstance)\n      .find((msg) =>\n        msg.tool_calls?.find((tc) => tc.id === message.tool_call_id)\n      );\n    const matchedToolCall = aiMsg?.tool_calls?.find(\n      (tc) => tc.id === message.tool_call_id\n    );\n    const isGeneratedId = message.tool_call_id.startsWith(\"lc-tool-call-\");\n    parts.push({\n      functionResponse: {\n        ...(isGeneratedId ? {} : { id: message.tool_call_id }),\n        name: matchedToolCall?.name ?? message.name ?? \"unknown\",\n        response: { result: responseContent },\n      },\n    });\n\n    // For tool messages, keep only the functionResponse part(s): any text is\n    // already included in functionResponse.response.result, and a `user`\n    // content mixing a functionResponse with text is rejected or corrupted\n    // by the API. Mirrors the legacy-path filter.\n    parts = parts.filter((part) => \"functionResponse\" in part);\n  }\n\n  // Only return content if we have parts\n  if (parts.length === 0) {\n    return null;\n  }\n\n  return { role, parts };\n}\n\nfunction convertLegacyPartToGeminiPart(\n  item: string | ContentBlock | Text\n): Gemini.Part {\n  /**\n   * @deprecated - This is for use by `convertLegacyContentMessageToGeminiContent` only\n   */\n  function isMessageContentText(\n    content: object\n  ): content is MessageContentText {\n    return typeof content === \"object\" && content !== null && \"text\" in content;\n  }\n\n  /**\n   * @deprecated - This is for use by `convertLegacyContentMessageToGeminiContent` only\n   */\n  function isMessageContentImageUrl(\n    content: object\n  ): content is MessageContentImageUrl {\n    return (\n      typeof content === \"object\" && content !== null && \"image_url\" in content\n    );\n  }\n\n  /**\n   * @deprecated - This is for use by `convertLegacyContentMessageToGeminiContent` only\n   */\n  function isMessageContentMedia(\n    content: object\n  ): content is MessageContentComplex {\n    return (\n      typeof content === \"object\" &&\n      content !== null &&\n      \"type\" in content &&\n      content.type === \"media\"\n    );\n  }\n\n  /**\n   * Infers the MIME type from a URL based on its file extension.\n   * This is used as a fallback when the MIME type is not provided.\n   *\n   * @param url - The URL to infer the MIME type from\n   * @returns The inferred MIME type or a generic type if it cannot be determined\n   */\n  function inferMimeTypeFromUrl(url: string): string {\n    const mimeTypeMap: Record<string, string> = {\n      jpg: \"image/jpeg\",\n      jpeg: \"image/jpeg\",\n      png: \"image/png\",\n      gif: \"image/gif\",\n      webp: \"image/webp\",\n      bmp: \"image/bmp\",\n      svg: \"image/svg+xml\",\n      ico: \"image/x-icon\",\n      tiff: \"image/tiff\",\n      tif: \"image/tiff\",\n    };\n\n    try {\n      // Extract the pathname from the URL\n      const pathname = new URL(url).pathname;\n      // Get the file extension (handle query params and fragments)\n      const extension = pathname\n        .split(\".\")\n        .pop()\n        ?.toLowerCase()\n        .split(/[?#]/)[0];\n      return extension ? mimeTypeMap[extension] : \"application/octet-stream\";\n    } catch {\n      // If URL parsing fails, try a simple extension extraction\n      const match = url.match(/\\.([a-zA-Z0-9]+)(?:[?#]|$)/);\n      if (match) {\n        const extension = match[1].toLowerCase();\n        return mimeTypeMap[extension];\n      }\n      return \"application/octet-stream\";\n    }\n  }\n\n  function messageContentImageUrlData(\n    content: MessageContentImageUrl\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    const url: string =\n      typeof content.image_url === \"string\"\n        ? content.image_url\n        : content.image_url.url;\n    if (!url) {\n      throw new InvalidInputError(\n        \"Missing image URL in image_url content block.\"\n      );\n    }\n\n    const dataUrl = parseBase64DataUrl({ dataUrl: url });\n    if (dataUrl?.data && dataUrl?.mime_type) {\n      return {\n        inlineData: {\n          data: dataUrl.data,\n          mimeType: dataUrl.mime_type,\n        },\n      };\n    } else {\n      // Infer MIME type from URL extension\n      const mimeType = inferMimeTypeFromUrl(url) || \"image/png\";\n      return {\n        fileData: {\n          mimeType,\n          fileUri: url,\n        },\n      };\n    }\n  }\n\n  function messageContentImageUrl(\n    content: MessageContentImageUrl\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    const ret = messageContentImageUrlData(content);\n    supplementVideoMetadata(content, ret);\n    return ret;\n  }\n\n  function messageContentMediaData(\n    // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n    content: Record<string, any>\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    if (\"mimeType\" in content && \"data\" in content) {\n      return {\n        inlineData: {\n          mimeType: content.mimeType,\n          data: content.data,\n        },\n      };\n    } else if (\"mimeType\" in content && \"fileUri\" in content) {\n      return {\n        fileData: {\n          mimeType: content.mimeType,\n          fileUri: content.fileUri,\n        },\n      };\n    } else {\n      // The old version would attempt to read the URL, but we're\n      // not in an async function, so we can't do that.\n    }\n\n    throw new InvalidInputError(\n      `Invalid media content: ${JSON.stringify(\n        content,\n        null,\n        1\n      )}. Expected either { mimeType, data } for inline data or { mimeType, fileUri } for file references.`\n    );\n  }\n\n  function supplementVideoMetadata(\n    // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n    content: MessageContentImageUrl | Record<string, any>,\n    ret: Gemini.Part.InlineData | Gemini.Part.FileData\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    // Add videoMetadata if defined\n    if (\"videoMetadata\" in content && typeof ret === \"object\") {\n      ret.videoMetadata = content.videoMetadata;\n    }\n    return ret;\n  }\n\n  function messageContentMedia(\n    // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n    content: Record<string, any>\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    const ret = messageContentMediaData(content);\n    supplementVideoMetadata(content, ret);\n    return ret;\n  }\n\n  function baseGeminiPart(): Gemini.Part {\n    if (typeof item === \"string\") {\n      return { text: item };\n    } else if (typeof item === \"object\" && item !== null) {\n      if (isMessageContentText(item)) {\n        return { text: item.text };\n      } else if (isDataContentBlock(item)) {\n        return convertToProviderContentBlock(item, geminiContentBlockConverter);\n      } else if (\"type\" in item && item?.type === \"functionCall\") {\n        const { type, functionCall, ...etc } = item;\n        return {\n          ...etc,\n          functionCall,\n        } as Gemini.Part.FunctionCall;\n      } else if (\"type\" in item && item?.type === \"executableCode\") {\n        const { type, executableCode, ...etc } = item;\n        return {\n          ...etc,\n          executableCode,\n        } as Gemini.Part.ExecutableCode;\n      } else if (\"type\" in item && item?.type === \"codeExecutionResult\") {\n        const { type, codeExecutionResult, ...etc } = item;\n        return {\n          ...etc,\n          codeExecutionResult,\n        } as Gemini.Part.CodeExecutionResult;\n      } else if (isMessageContentImageUrl(item)) {\n        return messageContentImageUrl(item);\n      } else if (isMessageContentMedia(item)) {\n        return messageContentMedia(item);\n      }\n    }\n    return item as Gemini.Part;\n  }\n\n  const ret = baseGeminiPart();\n  const itemRecord = item as Record<string, unknown>;\n  if (\"thought\" in itemRecord) {\n    ret.thought = itemRecord.thought as boolean;\n  }\n  if (\"thoughtSignature\" in itemRecord) {\n    ret.thoughtSignature = itemRecord.thoughtSignature as string;\n  }\n  return ret;\n}\n\n/**\n * Converts a single LangChain message with legacy content blocks (v0 format) to Gemini Content.\n * This handles messages that have `response_metadata.output_version === \"v0\"`.\n *\n * This is intended to be called from `convertMessagesToGeminiContent`\n */\nfunction convertLegacyContentMessageToGeminiContent(\n  message: BaseMessage,\n  messages: BaseMessage[]\n): Gemini.Content | null {\n  // Skip system messages - they're handled separately\n  if (SystemMessage.isInstance(message)) {\n    return null;\n  }\n\n  const role: Gemini.Role = iife(() => {\n    if (HumanMessage.isInstance(message)) {\n      return \"user\";\n    } else if (AIMessage.isInstance(message)) {\n      return \"model\";\n    } else if (ToolMessage.isInstance(message)) {\n      // Tool messages in Gemini were represented as function responses, but now are \"user\"\n      return \"user\";\n    } else if (ChatMessage.isInstance(message)) {\n      // Map ChatMessage roles to Gemini roles\n      const msgRole = message.role.toLowerCase();\n      if (msgRole === \"user\" || msgRole === \"human\") {\n        return \"user\";\n      } else if (\n        msgRole === \"assistant\" ||\n        msgRole === \"ai\" ||\n        msgRole === \"model\"\n      ) {\n        return \"model\";\n      } else if (msgRole === \"function\" || msgRole === \"tool\") {\n        return \"user\";\n      } else {\n        // Default to user for unknown roles\n        return \"user\";\n      }\n    } else {\n      // Unknown message type - skip or default to user\n      return \"user\";\n    }\n  });\n\n  let parts: Gemini.Part[] = [];\n\n  // Handle legacy content formats\n  if (typeof message.content === \"string\") {\n    // Simple string content\n    if (message.content.trim()) {\n      parts.push({ text: message.content });\n    }\n  } else if (Array.isArray(message.content)) {\n    // Array of content blocks (legacy format)\n    for (const item of message.content) {\n      const part = convertLegacyPartToGeminiPart(item);\n      parts.push(part);\n    }\n  }\n\n  // Handle tool messages as function responses\n  if (ToolMessage.isInstance(message) && message.tool_call_id) {\n    const responseContent = stripMediaBlocksForFunctionResponse(\n      message.content\n    );\n    // Find the matching tool call in a preceding AIMessage to get the function name\n    const aiMsg = messages\n      .filter(AIMessage.isInstance)\n      .find((msg) =>\n        msg.tool_calls?.find((tc) => tc.id === message.tool_call_id)\n      );\n    if (!aiMsg) {\n      throw new ToolCallNotFoundError(message.tool_call_id);\n    }\n    const isGeneratedId = message.tool_call_id.startsWith(\"lc-tool-call-\");\n    const matchedToolCall = aiMsg.tool_calls?.find(\n      (tc) => tc.id === message.tool_call_id\n    );\n    parts.push({\n      functionResponse: {\n        ...(isGeneratedId ? {} : { id: message.tool_call_id }),\n        name: matchedToolCall?.name ?? message.name ?? \"unknown\",\n        response: { result: responseContent },\n      },\n    });\n\n    // For tool messages, drop the redundant text parts - their content is\n    // already folded into functionResponse.response.result above - but keep\n    // any media parts (inlineData/fileData) as siblings so images/audio/video\n    // reach Gemini as real parts instead of being lost inside the JSON string.\n    parts = parts.filter(\n      (part) =>\n        \"functionResponse\" in part || \"inlineData\" in part || \"fileData\" in part\n    );\n  }\n\n  // Only add content if we have parts\n  if (parts.length > 0) {\n    return { role, parts };\n  }\n\n  return null;\n}\n\n/**\n * Converts an array of LangChain messages to Gemini API content format.\n *\n * This converter transforms LangChain's message types into the content structure\n * expected by Google's Gemini API.\n *\n * @remarks\n * The converter processes messages in two distinct ways based on their format:\n *\n * **V1 Standard Content Format**:\n * Messages with `output_version: \"v1\"` in their response metadata use the\n * standardized content block format. These are processed through\n * `convertStandardContentMessageToGeminiContent`, which extracts text blocks\n * from the `contentBlocks` array and maps message roles appropriately.\n *\n * **Google Format**:\n * Messages without the v1 marker are processed using generic logic that handles:\n * - String content: Simple text strings are converted to text parts\n * - Array content: Arrays of strings or content blocks are processed individually\n * - Tool messages: Converted to function response parts with tool call metadata\n *\n * @example\n * ```typescript\n * // Simple conversation with text messages\n * const messages = [\n *   new HumanMessage(\"What is the weather?\"),\n *   new AIMessage(\"I'll check that for you.\")\n * ];\n * const contents = convertMessagesToGeminiContents(messages);\n * // Returns: [\n * //   { role: \"user\", parts: [{ text: \"What is the weather?\" }] },\n * //   { role: \"model\", parts: [{ text: \"I'll check that for you.\" }] }\n * // ]\n * ```\n */\nexport const convertMessagesToGeminiContents: Converter<\n  BaseMessage[],\n  Gemini.GenerateContentRequest[\"contents\"]\n> = (messages) => {\n  const contents: Gemini.Content[] = [];\n\n  for (const message of messages) {\n    // const content: Gemini.Content | null = convertContentMessageToGeminiContent(message, messages);\n    const content: Gemini.Content | null = iife(() => {\n      const outputVersion =\n        \"output_version\" in message.response_metadata\n          ? (message.response_metadata?.output_version as string)\n          : \"v0\";\n      switch (outputVersion) {\n        case \"v1\":\n          return convertStandardContentMessageToGeminiContent(\n            message,\n            messages\n          );\n        case \"v0\":\n        default:\n          return convertLegacyContentMessageToGeminiContent(message, messages);\n      }\n    });\n    if (content) {\n      const prev = contents[contents.length - 1];\n      if (canMergeInto(prev, content) && content.parts) {\n        prev.parts ??= [];\n        prev.parts.push(...content.parts);\n      } else {\n        contents.push(content);\n      }\n    }\n  }\n\n  return contents;\n};\n\n/**\n * Returns true if any part of the given content is a functionResponse part\n * (i.e. it was produced from a ToolMessage).\n */\nfunction hasFunctionResponse(content: Gemini.Content): boolean {\n  return content.parts?.some((part) => \"functionResponse\" in part) === true;\n}\n\n/**\n * Adjacent same-role contents merge only when they are the same kind of\n * turn:\n *\n * - Both carry functionResponse parts (a run of tool responses answering\n *   one model turn's parallel calls): the API requires those to share a\n *   single `user` content whose part count matches the call count.\n * - Neither does (plain text turns): coalesced as before #11444.\n *\n * A functionResponse turn never merges with a plain one: a `user` content\n * mixing the two is rejected by newer Gemini models and corrupts\n * generation on older ones.\n */\nfunction canMergeInto(\n  prev: Gemini.Content | undefined,\n  content: Gemini.Content\n): boolean {\n  return (\n    prev !== undefined &&\n    prev.role === content.role &&\n    hasFunctionResponse(prev) === hasFunctionResponse(content)\n  );\n}\n\n/**\n * Converts LangChain system messages to Gemini API system instruction format.\n *\n * This converter extracts system messages from a message array and transforms them\n * into the format expected by Google's Gemini API for system instructions. System\n * instructions provide context and guidelines that influence the model's behavior\n * throughout the conversation.\n *\n * @remarks\n * The converter handles two distinct message formats:\n *\n * 1. **V1 Standard Content Format**: Messages with `output_version: \"v1\"` in their\n *    response metadata use the standardized content block format. Only text blocks\n *    are extracted from the `contentBlocks` array.\n *\n * 2. **Legacy Google Format**: Messages without the v1 marker use the legacy format\n *    where content can be:\n *    - A simple string (trimmed and converted to a text part)\n *    - An array of strings or objects with `type: \"text\"` and a `text` property\n *\n * The converter filters out non-SystemMessage instances and only processes text\n * content, ignoring other content types like images or tool calls that may be\n * present in the message array.\n *\n * @example\n * ```typescript\n * // Simple string system message\n * const messages = [\n *   new SystemMessage(\"You are a helpful assistant.\")\n * ];\n * const instruction = convertMessagesToGeminiSystemInstruction(messages);\n * // Returns: { parts: [{ text: \"You are a helpful assistant.\" }] }\n * ```\n *\n * @param messages - Array of LangChain messages to extract system instructions from\n * @returns A Gemini system instruction object with text parts, or undefined if no\n *          system messages with text content are found\n */\nexport const convertMessagesToGeminiSystemInstruction: Converter<\n  BaseMessage[],\n  Gemini.GenerateContentRequest[\"systemInstruction\"]\n> = (messages) => {\n  const systemParts: Gemini.Part[] = [];\n\n  for (const message of messages) {\n    if (SystemMessage.isInstance(message)) {\n      if (message.text.trim()) {\n        systemParts.push({ text: message.text });\n      }\n    }\n  }\n\n  if (systemParts.length === 0) {\n    return undefined;\n  }\n\n  return { parts: systemParts };\n};\n\n/**\n * Converts an array of Gemini API parts into an array of LangChain tool calls.\n *\n * This function iterates through a given array of `Gemini.Part` objects,\n * identifies parts that represent a function call, and transforms them into\n * LangChain's standardized `ToolCall` format. Each resulting tool call is\n * assigned a unique, sequential ID.\n *\n * @param parts - An array of `Gemini.Part` objects, which may or may not\n *   contain function calls.\n * @returns An array of `ContentBlock.Tools.ToolCall` objects. If no function\n *   call parts are found, an empty array is returned.\n *\n * @remarks\n * The `id` for each tool call is generated sequentially in the format `call_0`,\n * `call_1`, and so on, based on its order of appearance in the input array.\n *\n * @example\n * ```typescript\n * const geminiParts: Gemini.Part[] = [\n *   { text: \"Thinking about what to do...\" },\n *   {\n *     functionCall: {\n *       name: \"search_web\",\n *       args: { query: \"latest AI news\" }\n *     }\n *   },\n *   {\n *     functionCall: {\n *       name: \"calculator\",\n *       args: { expression: \"2 + 2\" }\n *     }\n *   }\n * ];\n *\n * const toolCalls = convertGeminiPartsToToolCalls(geminiParts);\n * // toolCalls will be:\n * // [\n * //   { type: \"tool_call\", id: \"call_0\", name: \"search_web\", args: { query: \"latest AI news\" } },\n * //   { type: \"tool_call\", id: \"call_1\", name: \"calculator\", args: { expression: \"2 + 2\" } }\n * // ]\n * ```\n */\nexport const convertGeminiPartsToToolCalls: Converter<\n  Gemini.Part[],\n  ContentBlock.Tools.ToolCall<string, Record<string, unknown>>[]\n> = (\n  parts: Gemini.Part[]\n): ContentBlock.Tools.ToolCall<string, Record<string, unknown>>[] => {\n  const toolCalls: ContentBlock.Tools.ToolCall<\n    string,\n    Record<string, unknown>\n  >[] = [];\n\n  for (let i = 0; i < parts.length; i++) {\n    const part = parts[i];\n    if (\"functionCall\" in part && part.functionCall) {\n      const functionCallPart = part as Gemini.Part.FunctionCall;\n      toolCalls.push({\n        type: \"tool_call\",\n        id:\n          functionCallPart.functionCall.id ??\n          `lc-tool-call-${uuidv4().replace(/-/g, \"\")}`,\n        name: functionCallPart.functionCall.name,\n        args: functionCallPart.functionCall.args ?? {},\n        thoughtSignature: functionCallPart.thoughtSignature,\n      });\n    }\n  }\n\n  return toolCalls;\n};\n\nexport const convertGeminiPartToContentBlock: Converter<\n  Gemini.Part,\n  ContentBlock\n> = (part: Gemini.Part): ContentBlock => {\n  const block: ContentBlock = iife(() => {\n    if (\"text\" in part && typeof part.text === \"string\") {\n      return {\n        type: \"text\",\n        text: part.text,\n      };\n    } else if (\"inlineData\" in part && part.inlineData) {\n      return {\n        type: \"inlineData\",\n        inlineData: part.inlineData,\n      };\n    } else if (\"fileData\" in part && part.fileData) {\n      return {\n        type: \"fileData\",\n        fileData: part.fileData,\n      };\n    } else if (\"functionCall\" in part && part.functionCall) {\n      return {\n        type: \"functionCall\",\n        functionCall: part.functionCall,\n      };\n    } else if (\"functionResponse\" in part && part.functionResponse) {\n      return {\n        type: \"functionResponse\",\n        functionResponse: part.functionResponse,\n      };\n    } else if (\"executableCode\" in part && part.executableCode) {\n      return {\n        type: \"executableCode\",\n        executableCode: part.executableCode,\n      };\n    } else if (\"codeExecutionResult\" in part && part.codeExecutionResult) {\n      return {\n        type: \"codeExecutionResult\",\n        codeExecutionResult: part.codeExecutionResult,\n      };\n    }\n    return part as unknown as ContentBlock;\n  });\n  const ret: ContentBlock = {\n    thought: part.thought,\n    thoughtSignature: part.thoughtSignature,\n    partMetadata: part.partMetadata,\n    ...block,\n  };\n  for (const attribute in ret) {\n    if (ret[attribute] === undefined) {\n      delete ret[attribute];\n    }\n  }\n\n  return ret;\n};\n\n/**\n * Converts a Gemini API candidate response to a LangChain AIMessage.\n *\n * This converter transforms the response from Google's Gemini API into a standardized\n * AIMessage format that can be used throughout the LangChain ecosystem. It handles\n * various types of content including text, inline data, file data, function calls,\n * and code execution results.\n *\n * @remarks\n * The converter performs the following transformations:\n * - Extracts tool calls from function call parts and assigns sequential IDs\n * - Converts single text responses to string format for simplicity\n * - Converts multi-part responses to ContentBlock array format\n * - Preserves metadata including finish reason, safety ratings, and citations\n * - Handles various Gemini part types (text, inlineData, fileData, functionCall, etc.)\n *\n * @example\n * ```typescript\n * const candidate: Gemini.Candidate = {\n *   content: {\n *     parts: [\n *       { text: \"Hello, how can I help you?\" }\n *     ]\n *   },\n *   finishReason: \"STOP\",\n *   safetyRatings: [...]\n * };\n *\n * const aiMessage = convertGeminiCandidateToAIMessage(candidate);\n * // Returns: AIMessage with content \"Hello, how can I help you?\"\n * ```\n *\n * @param candidate - The Gemini API candidate response containing content parts and metadata\n * @returns An AIMessage instance with converted content, tool calls, and metadata\n */\nexport const convertGeminiCandidateToAIMessage: Converter<\n  Gemini.Candidate,\n  AIMessage\n> = (candidate) => {\n  function groundingSupportByPart(\n    groundingSupports?: Gemini.GroundingSupport[]\n  ): Gemini.GroundingSupport[][] {\n    const ret: Gemini.GroundingSupport[][] = [];\n\n    if (!groundingSupports || groundingSupports.length === 0) {\n      return [[]];\n    }\n\n    groundingSupports?.forEach((groundingSupport) => {\n      const segment = groundingSupport?.segment;\n      const partIndex = segment?.partIndex ?? 0;\n      if (ret[partIndex]) {\n        ret[partIndex].push(groundingSupport);\n      } else {\n        ret[partIndex] = [groundingSupport];\n      }\n    });\n\n    return ret;\n  }\n\n  const parts = candidate.content?.parts || [];\n\n  // Extract tool calls from function call parts\n  const toolCalls = convertGeminiPartsToToolCalls(parts);\n\n  // Convert parts to content format that the translator understands\n  // Format: array of objects with type field matching the part type\n  let content: string | ContentBlock[];\n  let originalTextContentBlock: ContentBlock | undefined = undefined;\n\n  const groundingMetadata = candidate?.groundingMetadata;\n  const citationMetadata = candidate?.citationMetadata;\n  const groundingParts = groundingSupportByPart(\n    groundingMetadata?.groundingSupports\n  );\n\n  // Determine if a part carries actual content vs. just metadata.\n  // Metadata-only parts (e.g. empty text with only thoughtSignature) should not\n  // prevent collapsing a single-text response into a string.\n  const hasContentPayload = (p: Gemini.Part): boolean =>\n    !!p.text ||\n    !!p.thought ||\n    !!p.inlineData ||\n    !!p.fileData ||\n    !!p.functionCall ||\n    !!p.functionResponse ||\n    !!p.executableCode ||\n    !!p.codeExecutionResult;\n\n  const contentParts = parts.filter(hasContentPayload);\n\n  if (contentParts.length === 0) {\n    // No content-bearing parts (may still have metadata-only parts)\n    content = \"\";\n    if (parts.length > 0) {\n      originalTextContentBlock = convertGeminiPartToContentBlock(parts[0]);\n    }\n  } else if (\n    contentParts.length === 1 &&\n    \"text\" in contentParts[0] &&\n    !(\"thought\" in contentParts[0])\n  ) {\n    // Single text content part (possibly alongside metadata-only parts like\n    // thoughtSignature) - store as string\n    content = contentParts[0].text ?? \"\";\n    // Merge metadata from any metadata-only parts into the content block\n    const mergedPart: Gemini.Part = { ...contentParts[0] };\n    for (const p of parts) {\n      if (p !== contentParts[0] && p.thoughtSignature) {\n        mergedPart.thoughtSignature = p.thoughtSignature;\n      }\n    }\n    originalTextContentBlock = convertGeminiPartToContentBlock(mergedPart);\n  } else {\n    // Multiple content parts - convert to array format with type fields\n    content = parts.map((p: Gemini.Part) => convertGeminiPartToContentBlock(p));\n  }\n\n  const additional_kwargs: Record<string, unknown> = {\n    finishReason: candidate.finishReason,\n    finishMessage: candidate.finishMessage,\n    safetyRatings: candidate.safetyRatings,\n    tokenCount: candidate.tokenCount,\n    citationMetadata: candidate.citationMetadata,\n    groundingMetadata: candidate.groundingMetadata,\n    groundingAttributions: candidate.groundingAttributions,\n    urlRetrievalMetadata: candidate.urlRetrievalMetadata,\n    urlContextMetadata: candidate.urlContextMetadata,\n    avgLogprobs: candidate.avgLogprobs,\n    logprobsResult: candidate.logprobsResult,\n    originalTextContentBlock,\n  };\n\n  const response_metadata: Record<string, unknown> = {\n    model_provider: \"google\",\n    finish_reason: candidate.finishReason,\n    safety_ratings: candidate.safetyRatings,\n    citation_metadata: candidate.citationMetadata,\n    grounding_metadata: candidate.groundingMetadata,\n    grounding_attributions: candidate.groundingAttributions,\n    url_retrieval_metadata: candidate.urlRetrievalMetadata,\n    url_context_metadata: candidate.urlContextMetadata,\n    avg_logprobs: candidate.avgLogprobs,\n    logprobs_result: candidate.logprobsResult,\n\n    // Backwards compatibility\n    citationMetadata,\n    groundingMetadata,\n    groundingSupport: groundingParts[0],\n  };\n  // Remove any undefined properties, so we don't include them\n  for (const attribute in additional_kwargs) {\n    if (additional_kwargs[attribute] === undefined) {\n      delete additional_kwargs[attribute];\n    }\n  }\n  for (const attribute in response_metadata) {\n    if (response_metadata[attribute] === undefined) {\n      delete response_metadata[attribute];\n    }\n  }\n\n  return new AIMessage({\n    content,\n    tool_calls: toolCalls.length > 0 ? toolCalls : undefined,\n    additional_kwargs,\n    response_metadata,\n  });\n};\n\nexport const convertAIMessageToText: Converter<AIMessage, string> = (\n  message: AIMessage\n): string => {\n  if (typeof message.content === \"string\") {\n    return message.content;\n  } else if (Array.isArray(message.content)) {\n    return message.content\n      .filter(\n        (c) => typeof c === \"string\" || (c as { type?: string }).type === \"text\"\n      )\n      .map((c) =>\n        typeof c === \"string\" ? c : (c as { text?: string }).text || \"\"\n      )\n      .join(\"\");\n  } else {\n    return \"\";\n  }\n};\n\nexport const convertGeminiGenerateContentResponseToUsageMetadata: Converter<\n  Gemini.GenerateContentResponse,\n  UsageMetadata\n> = (data: Gemini.GenerateContentResponse): UsageMetadata => {\n  function addModalityCounts(\n    modalityTokenCounts: Gemini.ModalityTokenCount[] | undefined,\n    details: InputTokenDetails | OutputTokenDetails\n  ): void {\n    modalityTokenCounts?.forEach((modalityTokenCount) => {\n      const { modality, tokenCount } = modalityTokenCount;\n      if (\n        typeof modality === \"undefined\" ||\n        typeof tokenCount === \"undefined\"\n      ) {\n        return;\n      }\n      const modalityLc: keyof ModalitiesTokenDetails =\n        modality.toLowerCase() as keyof ModalitiesTokenDetails;\n      const currentCount = details[modalityLc] ?? 0;\n      details[modalityLc] = currentCount + tokenCount;\n    });\n  }\n\n  const usageMetadata: Gemini.UsageMetadata | undefined = data.usageMetadata;\n\n  const inputTokenCount = usageMetadata?.promptTokenCount ?? 0;\n  const candidatesTokenCount = usageMetadata?.candidatesTokenCount ?? 0;\n  const thoughtsTokenCount = usageMetadata?.thoughtsTokenCount ?? 0;\n  const outputTokenCount = candidatesTokenCount + thoughtsTokenCount;\n  const totalTokens =\n    usageMetadata?.totalTokenCount ?? inputTokenCount + outputTokenCount;\n\n  const input_token_details: InputTokenDetails = {};\n  addModalityCounts(usageMetadata?.promptTokensDetails, input_token_details);\n  input_token_details.cache_read = usageMetadata?.cachedContentTokenCount ?? 0;\n\n  const output_token_details: OutputTokenDetails = {};\n  addModalityCounts(\n    usageMetadata?.candidatesTokensDetails,\n    output_token_details\n  );\n  output_token_details.reasoning = usageMetadata?.thoughtsTokenCount ?? 0;\n\n  return {\n    input_tokens: inputTokenCount,\n    output_tokens: outputTokenCount,\n    total_tokens: totalTokens,\n    input_token_details,\n    output_token_details,\n  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+{"version":3,"file":"messages.js","names":["uuidv4"],"sources":["../../src/converters/messages.ts"],"sourcesContent":["import {\n  BaseMessage,\n  AIMessage,\n  isDataContentBlock,\n  ContentBlock,\n  parseBase64DataUrl,\n  SystemMessage,\n  HumanMessage,\n  ToolMessage,\n  ChatMessage,\n  StandardContentBlockConverter,\n  convertToProviderContentBlock,\n  type Data,\n  UsageMetadata,\n  InputTokenDetails,\n  OutputTokenDetails,\n  ModalitiesTokenDetails,\n  MessageContentImageUrl,\n  MessageContentComplex,\n  MessageContentText,\n} from \"@langchain/core/messages\";\nimport { v4 as uuidv4 } from \"@langchain/core/utils/uuid\";\nimport { Converter } from \"@langchain/core/utils/format\";\nimport type { Gemini } from \"../chat_models/types.js\";\nimport { iife } from \"../utils/misc.js\";\nimport { InvalidInputError, ToolCallNotFoundError } from \"../utils/errors.js\";\n\n/**\n * Standard content block converter for Google Gemini API.\n * Converts deprecated Data content blocks to Gemini Part format.\n *\n * @deprecated This converter is for backward compatibility with older message formats.\n * Use ContentBlock.Multimodal.Standard instead.\n */\nexport const geminiContentBlockConverter: StandardContentBlockConverter<{\n  text: Gemini.Part;\n  image: Gemini.Part;\n  audio: Gemini.Part;\n  file: Gemini.Part;\n}> = {\n  providerName: \"ChatGoogle\",\n\n  fromStandardTextBlock(block: Data.StandardTextBlock): Gemini.Part {\n    return { text: block.text };\n  },\n\n  fromStandardImageBlock(block: Data.StandardImageBlock): Gemini.Part {\n    if (isDataContentBlock(block)) {\n      if (block.source_type === \"base64\") {\n        if (!block.mime_type) {\n          throw new InvalidInputError(\n            \"mime_type is required for base64 image blocks\"\n          );\n        }\n        const dataStr =\n          typeof block.data === \"string\"\n            ? block.data\n            : typeof block.data === \"object\" && block.data !== null\n              ? // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(block.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                )\n              : String(block.data);\n        return {\n          inlineData: {\n            mimeType: block.mime_type,\n            data: dataStr,\n          },\n        };\n      }\n\n      if (block.source_type === \"url\") {\n        // Check if it's a data URL\n        const parsed = parseBase64DataUrl({ dataUrl: block.url });\n        if (parsed) {\n          const dataStr =\n            typeof parsed.data === \"string\"\n              ? parsed.data\n              : // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(parsed.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                );\n          return {\n            inlineData: {\n              mimeType: parsed.mime_type || block.mime_type || \"image/jpeg\",\n              data: dataStr,\n            },\n          };\n        }\n        // Otherwise, treat as file URI\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"image/jpeg\",\n            fileUri: block.url,\n          },\n        };\n      }\n\n      if (block.source_type === \"id\") {\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"image/jpeg\",\n            fileUri: block.id,\n          },\n        };\n      }\n    }\n\n    throw new InvalidInputError(\n      `Image content blocks with source_type \"${\n        (block as Data.DataContentBlock).source_type\n      }\" are not supported for ChatGoogle. Supported source types are: \"base64\", \"url\", \"id\".`\n    );\n  },\n\n  fromStandardAudioBlock(block: Data.StandardAudioBlock): Gemini.Part {\n    if (isDataContentBlock(block)) {\n      if (block.source_type === \"base64\") {\n        if (!block.mime_type) {\n          throw new InvalidInputError(\n            \"mime_type is required for base64 audio blocks\"\n          );\n        }\n        const dataStr =\n          typeof block.data === \"string\"\n            ? block.data\n            : typeof block.data === \"object\" && block.data !== null\n              ? // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(block.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                )\n              : String(block.data);\n        return {\n          inlineData: {\n            mimeType: block.mime_type,\n            data: dataStr,\n          },\n        };\n      }\n\n      if (block.source_type === \"url\") {\n        // Check if it's a data URL\n        const parsed = parseBase64DataUrl({ dataUrl: block.url });\n        if (parsed) {\n          const dataStr =\n            typeof parsed.data === \"string\"\n              ? parsed.data\n              : // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(parsed.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                );\n          return {\n            inlineData: {\n              mimeType: parsed.mime_type || block.mime_type || \"audio/mpeg\",\n              data: dataStr,\n            },\n          };\n        }\n        // Otherwise, treat as file URI\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"audio/mpeg\",\n            fileUri: block.url,\n          },\n        };\n      }\n\n      if (block.source_type === \"id\") {\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"audio/mpeg\",\n            fileUri: block.id,\n          },\n        };\n      }\n    }\n\n    throw new InvalidInputError(\n      `Audio content blocks with source_type \"${\n        (block as Data.DataContentBlock).source_type\n      }\" are not supported for ChatGoogle. Supported source types are: \"base64\", \"url\", \"id\".`\n    );\n  },\n\n  fromStandardFileBlock(block: Data.StandardFileBlock): Gemini.Part {\n    if (isDataContentBlock(block)) {\n      if (block.source_type === \"base64\") {\n        if (!block.mime_type) {\n          throw new InvalidInputError(\n            \"mime_type is required for base64 file blocks\"\n          );\n        }\n        const dataStr =\n          typeof block.data === \"string\"\n            ? block.data\n            : typeof block.data === \"object\" && block.data !== null\n              ? // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(block.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                )\n              : String(block.data);\n        return {\n          inlineData: {\n            mimeType: block.mime_type,\n            data: dataStr,\n          },\n        };\n      }\n\n      if (block.source_type === \"url\") {\n        // Check if it's a data URL\n        const parsed = parseBase64DataUrl({ dataUrl: block.url });\n        if (parsed) {\n          const dataStr =\n            typeof parsed.data === \"string\"\n              ? parsed.data\n              : // Convert Uint8Array to base64 string\n                btoa(\n                  Array.from(parsed.data as Uint8Array)\n                    .map((byte) => String.fromCharCode(byte))\n                    .join(\"\")\n                );\n          return {\n            inlineData: {\n              mimeType:\n                parsed.mime_type ||\n                block.mime_type ||\n                \"application/octet-stream\",\n              data: dataStr,\n            },\n          };\n        }\n        // Otherwise, treat as file URI\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"application/octet-stream\",\n            fileUri: block.url,\n          },\n        };\n      }\n\n      if (block.source_type === \"id\") {\n        return {\n          fileData: {\n            mimeType: block.mime_type || \"application/octet-stream\",\n            fileUri: block.id,\n          },\n        };\n      }\n    }\n\n    // Handle text source type (for plain text file blocks)\n    if (\n      \"source_type\" in block &&\n      block.source_type === \"text\" &&\n      \"text\" in block\n    ) {\n      return {\n        text: block.text,\n      };\n    }\n\n    throw new InvalidInputError(\n      `File content blocks with source_type \"${\n        (block as Data.DataContentBlock).source_type\n      }\" are not supported for ChatGoogle. Supported source types are: \"base64\", \"url\", \"id\", \"text\".`\n    );\n  },\n};\n\nconst MEDIA_BLOCK_TYPES = new Set([\n  \"media\",\n  \"image\",\n  \"audio\",\n  \"video\",\n  \"file\",\n  \"text-plain\",\n]);\n\nfunction isMediaContentBlock(item: unknown): boolean {\n  if (typeof item !== \"object\" || item === null) {\n    return false;\n  }\n  if (isDataContentBlock(item)) {\n    return item.source_type !== \"text\";\n  }\n  if (\"image_url\" in item || \"inlineData\" in item || \"fileData\" in item) {\n    return true;\n  }\n  return MEDIA_BLOCK_TYPES.has((item as { type?: unknown }).type as string);\n}\n\nfunction stripMediaBlocksForFunctionResponse(content: unknown): unknown {\n  if (!Array.isArray(content)) {\n    return content;\n  }\n  return content.filter((item) => !isMediaContentBlock(item));\n}\n\nfunction convertStandardDataContentBlockToGeminiPart(\n  block: ContentBlock.Multimodal.Data\n): Gemini.Part | null {\n  function uint8arrayToString(data: Uint8Array): string {\n    return btoa(\n      Array.from(data as Uint8Array)\n        .map((byte) => String.fromCharCode(byte))\n        .join(\"\")\n    );\n  }\n\n  function extractMimeType(str: string): {\n    mimeType: string | null;\n    data: string | null;\n  } {\n    if (str.startsWith(\"data:\")) {\n      return {\n        mimeType: str.split(\":\")[1].split(\";\")[0],\n        data: str.split(\",\")[1],\n      };\n    }\n    return {\n      mimeType: null,\n      data: null,\n    };\n  }\n\n  if (\"mimeType\" in block && \"data\" in block) {\n    const mimeType = block.mimeType!;\n    const data: string =\n      typeof block.data === \"string\"\n        ? block.data\n        : uint8arrayToString(block.data!);\n    return {\n      inlineData: {\n        mimeType,\n        data,\n      },\n    };\n  } else if (\"mimeType\" in block && \"url\" in block) {\n    const mimeType = block.mimeType!;\n    const fileUri = block.url!;\n    return {\n      fileData: {\n        mimeType,\n        fileUri,\n      },\n    };\n  } else if (\"url\" in block && block.url?.startsWith(\"data:\")) {\n    const { mimeType, data } = extractMimeType(block.url!);\n    if (mimeType && data) {\n      return {\n        inlineData: {\n          mimeType,\n          data,\n        },\n      };\n    }\n  }\n  // FIXME - report this somehow?\n  return null;\n}\n\nfunction convertStandardVideoContentBlockToGeminiPart(\n  block: ContentBlock.Multimodal.Video\n): Gemini.Part | null {\n  const ret: Gemini.Part | null =\n    convertStandardDataContentBlockToGeminiPart(block);\n  if (ret && block.metadata && \"videoMetadata\" in block.metadata) {\n    (ret as Gemini.Part.FileData).videoMetadata = block.metadata.videoMetadata!;\n  }\n  return ret;\n}\n\nfunction convertStandardReasoningBlockToGeminiPart(\n  block: ContentBlock.Reasoning\n): Gemini.Part | null {\n  // Reasoning blocks created from Gemini should contain the base\n  // standard block they would be if \"thought\" wasn't set to true.\n  // If it exists, we'll use that. Otherwise, we'll assume it was\n  // originally a text block.\n  const ret =\n    \"reasoningContentBlock\" in block && block.reasoningContentBlock\n      ? convertStandardContentBlockToGeminiPart(\n          block.reasoningContentBlock as ContentBlock.Standard\n        )\n      : { text: block.reasoning };\n\n  // Then add that this came from the thinking process\n  if (ret) {\n    ret.thought = true;\n  }\n\n  return ret;\n}\n\n/**\n * Converts a single LangChain standard content block (v1 format)\n * into a Gemini.Part.\n *\n * This is intended to be called from `convertStandardContentMessageToGeminiContent`\n */\nfunction convertStandardContentBlockToGeminiPart(\n  block: ContentBlock.Standard\n): Gemini.Part | null {\n  function baseGeminiPart(): Gemini.Part | null {\n    switch (block.type) {\n      case \"text\":\n        return { text: block.text };\n      case \"reasoning\":\n        return convertStandardReasoningBlockToGeminiPart(block);\n      case \"image\":\n      case \"audio\":\n      case \"text-plain\":\n      case \"file\":\n        return convertStandardDataContentBlockToGeminiPart(block);\n      case \"video\":\n        return convertStandardVideoContentBlockToGeminiPart(block);\n      default:\n        return null;\n    }\n  }\n\n  const ret: Gemini.Part | null = baseGeminiPart();\n  if (ret) {\n    if (\"thoughtSignature\" in block) {\n      ret.thoughtSignature = block.thoughtSignature! as string;\n    }\n  }\n  return ret;\n}\n\n/**\n * Converts a single LangChain message with standard content blocks (v1 format) to Gemini Content.\n * This handles messages that have `response_metadata.output_version === \"v1\"`.\n *\n * This is intended to be called from `convertMessagesToGeminiContent`\n */\nfunction convertStandardContentMessageToGeminiContent(\n  message: BaseMessage,\n  messages: BaseMessage[]\n): Gemini.Content | null {\n  // Skip system messages - they're handled separately\n  if (SystemMessage.isInstance(message)) {\n    return null;\n  }\n\n  let role: Gemini.Role;\n  if (HumanMessage.isInstance(message)) {\n    role = \"user\";\n  } else if (AIMessage.isInstance(message)) {\n    role = \"model\";\n  } else if (ToolMessage.isInstance(message)) {\n    // Tool messages in Gemini were represented as function responses, but now are \"user\"\n    role = \"user\";\n  } else if (ChatMessage.isInstance(message)) {\n    // Map ChatMessage roles to Gemini roles\n    const msgRole = message.role.toLowerCase();\n    if (msgRole === \"user\" || msgRole === \"human\") {\n      role = \"user\";\n    } else if (\n      msgRole === \"assistant\" ||\n      msgRole === \"ai\" ||\n      msgRole === \"model\"\n    ) {\n      role = \"model\";\n    } else if (msgRole === \"function\" || msgRole === \"tool\") {\n      role = \"user\";\n    } else {\n      // Default to user for unknown roles\n      role = \"user\";\n    }\n  } else {\n    // Unknown message type - default to user\n    role = \"user\";\n  }\n\n  let parts: Gemini.Part[] = [];\n\n  // Process standard content blocks\n  const contentBlocks = Array.isArray(message.contentBlocks)\n    ? message.contentBlocks\n    : [];\n  contentBlocks.forEach((block: ContentBlock.Standard) => {\n    const contentBlock =\n      (message.additional_kwargs\n        .originalTextContentBlock as ContentBlock.Standard) || block;\n    const part: Gemini.Part | null =\n      convertStandardContentBlockToGeminiPart(contentBlock);\n    if (part) {\n      parts.push(part);\n    }\n  });\n\n  // Convert tool_calls to functionCall parts, reading thoughtSignature from the matching content block, falling back to the tool_call itself.\n  if (AIMessage.isInstance(message) && message.tool_calls?.length) {\n    const signaturesById: Record<string, string> = {};\n    for (const block of contentBlocks) {\n      if (\n        block.type === \"tool_call\" &&\n        block.id &&\n        \"thoughtSignature\" in block &&\n        typeof block.thoughtSignature === \"string\"\n      ) {\n        signaturesById[block.id] = block.thoughtSignature;\n      }\n    }\n    for (const toolCall of message.tool_calls) {\n      const part = {\n        functionCall: {\n          name: toolCall.name,\n          args: toolCall.args ?? {},\n        },\n      } as Gemini.Part.FunctionCall;\n      const thoughtSignature =\n        (toolCall.id && signaturesById[toolCall.id]) ??\n        (\"thoughtSignature\" in toolCall\n          ? (toolCall.thoughtSignature as string)\n          : undefined);\n      if (thoughtSignature) {\n        part.thoughtSignature = thoughtSignature;\n      }\n      parts.push(part);\n    }\n  }\n\n  // Handle tool messages as function responses\n  if (ToolMessage.isInstance(message) && message.tool_call_id) {\n    const responseContent = stripMediaBlocksForFunctionResponse(\n      message.content\n    );\n    // Find the matching tool call in a preceding AIMessage to get the function name\n    const aiMsg = messages\n      .filter(AIMessage.isInstance)\n      .find((msg) =>\n        msg.tool_calls?.find((tc) => tc.id === message.tool_call_id)\n      );\n    const matchedToolCall = aiMsg?.tool_calls?.find(\n      (tc) => tc.id === message.tool_call_id\n    );\n    const isGeneratedId = message.tool_call_id.startsWith(\"lc-tool-call-\");\n    parts.push({\n      functionResponse: {\n        ...(isGeneratedId ? {} : { id: message.tool_call_id }),\n        name: matchedToolCall?.name ?? message.name ?? \"unknown\",\n        response: { result: responseContent },\n      },\n    });\n\n    // For tool messages, keep only the functionResponse part(s): any text is\n    // already included in functionResponse.response.result, and a `user`\n    // content mixing a functionResponse with text is rejected or corrupted\n    // by the API. Mirrors the legacy-path filter.\n    parts = parts.filter((part) => \"functionResponse\" in part);\n  }\n\n  // Only return content if we have parts\n  if (parts.length === 0) {\n    return null;\n  }\n\n  return { role, parts };\n}\n\nfunction convertLegacyPartToGeminiPart(\n  item: string | ContentBlock | Text\n): Gemini.Part {\n  /**\n   * @deprecated - This is for use by `convertLegacyContentMessageToGeminiContent` only\n   */\n  function isMessageContentText(\n    content: object\n  ): content is MessageContentText {\n    return typeof content === \"object\" && content !== null && \"text\" in content;\n  }\n\n  /**\n   * @deprecated - This is for use by `convertLegacyContentMessageToGeminiContent` only\n   */\n  function isMessageContentImageUrl(\n    content: object\n  ): content is MessageContentImageUrl {\n    return (\n      typeof content === \"object\" && content !== null && \"image_url\" in content\n    );\n  }\n\n  /**\n   * @deprecated - This is for use by `convertLegacyContentMessageToGeminiContent` only\n   */\n  function isMessageContentMedia(\n    content: object\n  ): content is MessageContentComplex {\n    return (\n      typeof content === \"object\" &&\n      content !== null &&\n      \"type\" in content &&\n      content.type === \"media\"\n    );\n  }\n\n  /**\n   * Infers the MIME type from a URL based on its file extension.\n   * This is used as a fallback when the MIME type is not provided.\n   *\n   * @param url - The URL to infer the MIME type from\n   * @returns The inferred MIME type or a generic type if it cannot be determined\n   */\n  function inferMimeTypeFromUrl(url: string): string {\n    const mimeTypeMap: Record<string, string> = {\n      jpg: \"image/jpeg\",\n      jpeg: \"image/jpeg\",\n      png: \"image/png\",\n      gif: \"image/gif\",\n      webp: \"image/webp\",\n      bmp: \"image/bmp\",\n      svg: \"image/svg+xml\",\n      ico: \"image/x-icon\",\n      tiff: \"image/tiff\",\n      tif: \"image/tiff\",\n    };\n\n    try {\n      // Extract the pathname from the URL\n      const pathname = new URL(url).pathname;\n      // Get the file extension (handle query params and fragments)\n      const extension = pathname\n        .split(\".\")\n        .pop()\n        ?.toLowerCase()\n        .split(/[?#]/)[0];\n      return extension ? mimeTypeMap[extension] : \"application/octet-stream\";\n    } catch {\n      // If URL parsing fails, try a simple extension extraction\n      const match = url.match(/\\.([a-zA-Z0-9]+)(?:[?#]|$)/);\n      if (match) {\n        const extension = match[1].toLowerCase();\n        return mimeTypeMap[extension];\n      }\n      return \"application/octet-stream\";\n    }\n  }\n\n  function messageContentImageUrlData(\n    content: MessageContentImageUrl\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    const url: string =\n      typeof content.image_url === \"string\"\n        ? content.image_url\n        : content.image_url.url;\n    if (!url) {\n      throw new InvalidInputError(\n        \"Missing image URL in image_url content block.\"\n      );\n    }\n\n    const dataUrl = parseBase64DataUrl({ dataUrl: url });\n    if (dataUrl?.data && dataUrl?.mime_type) {\n      return {\n        inlineData: {\n          data: dataUrl.data,\n          mimeType: dataUrl.mime_type,\n        },\n      };\n    } else {\n      // Infer MIME type from URL extension\n      const mimeType = inferMimeTypeFromUrl(url) || \"image/png\";\n      return {\n        fileData: {\n          mimeType,\n          fileUri: url,\n        },\n      };\n    }\n  }\n\n  function messageContentImageUrl(\n    content: MessageContentImageUrl\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    const ret = messageContentImageUrlData(content);\n    supplementVideoMetadata(content, ret);\n    return ret;\n  }\n\n  function messageContentMediaData(\n    // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n    content: Record<string, any>\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    if (\"mimeType\" in content && \"data\" in content) {\n      return {\n        inlineData: {\n          mimeType: content.mimeType,\n          data: content.data,\n        },\n      };\n    } else if (\"mimeType\" in content && \"fileUri\" in content) {\n      return {\n        fileData: {\n          mimeType: content.mimeType,\n          fileUri: content.fileUri,\n        },\n      };\n    } else {\n      // The old version would attempt to read the URL, but we're\n      // not in an async function, so we can't do that.\n    }\n\n    throw new InvalidInputError(\n      `Invalid media content: ${JSON.stringify(\n        content,\n        null,\n        1\n      )}. Expected either { mimeType, data } for inline data or { mimeType, fileUri } for file references.`\n    );\n  }\n\n  function supplementVideoMetadata(\n    // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n    content: MessageContentImageUrl | Record<string, any>,\n    ret: Gemini.Part.InlineData | Gemini.Part.FileData\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    // Add videoMetadata if defined\n    if (\"videoMetadata\" in content && typeof ret === \"object\") {\n      ret.videoMetadata = content.videoMetadata;\n    }\n    return ret;\n  }\n\n  function messageContentMedia(\n    // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n    content: Record<string, any>\n  ): Gemini.Part.InlineData | Gemini.Part.FileData {\n    const ret = messageContentMediaData(content);\n    supplementVideoMetadata(content, ret);\n    return ret;\n  }\n\n  function baseGeminiPart(): Gemini.Part {\n    if (typeof item === \"string\") {\n      return { text: item };\n    } else if (typeof item === \"object\" && item !== null) {\n      if (isMessageContentText(item)) {\n        return { text: item.text };\n      } else if (isDataContentBlock(item)) {\n        return convertToProviderContentBlock(item, geminiContentBlockConverter);\n      } else if (\"type\" in item && item?.type === \"functionCall\") {\n        const { type, functionCall, ...etc } = item;\n        return {\n          ...etc,\n          functionCall,\n        } as Gemini.Part.FunctionCall;\n      } else if (\"type\" in item && item?.type === \"executableCode\") {\n        const { type, executableCode, ...etc } = item;\n        return {\n          ...etc,\n          executableCode,\n        } as Gemini.Part.ExecutableCode;\n      } else if (\"type\" in item && item?.type === \"codeExecutionResult\") {\n        const { type, codeExecutionResult, ...etc } = item;\n        return {\n          ...etc,\n          codeExecutionResult,\n        } as Gemini.Part.CodeExecutionResult;\n      } else if (isMessageContentImageUrl(item)) {\n        return messageContentImageUrl(item);\n      } else if (isMessageContentMedia(item)) {\n        return messageContentMedia(item);\n      }\n    }\n    return item as Gemini.Part;\n  }\n\n  const ret = baseGeminiPart();\n  const itemRecord = item as Record<string, unknown>;\n  if (\"thought\" in itemRecord) {\n    ret.thought = itemRecord.thought as boolean;\n  }\n  if (\"thoughtSignature\" in itemRecord) {\n    ret.thoughtSignature = itemRecord.thoughtSignature as string;\n  }\n  return ret;\n}\n\n/**\n * Converts a single LangChain message with legacy content blocks (v0 format) to Gemini Content.\n * This handles messages that have `response_metadata.output_version === \"v0\"`.\n *\n * This is intended to be called from `convertMessagesToGeminiContent`\n */\nfunction convertLegacyContentMessageToGeminiContent(\n  message: BaseMessage,\n  messages: BaseMessage[]\n): Gemini.Content | null {\n  // Skip system messages - they're handled separately\n  if (SystemMessage.isInstance(message)) {\n    return null;\n  }\n\n  const role: Gemini.Role = iife(() => {\n    if (HumanMessage.isInstance(message)) {\n      return \"user\";\n    } else if (AIMessage.isInstance(message)) {\n      return \"model\";\n    } else if (ToolMessage.isInstance(message)) {\n      // Tool messages in Gemini were represented as function responses, but now are \"user\"\n      return \"user\";\n    } else if (ChatMessage.isInstance(message)) {\n      // Map ChatMessage roles to Gemini roles\n      const msgRole = message.role.toLowerCase();\n      if (msgRole === \"user\" || msgRole === \"human\") {\n        return \"user\";\n      } else if (\n        msgRole === \"assistant\" ||\n        msgRole === \"ai\" ||\n        msgRole === \"model\"\n      ) {\n        return \"model\";\n      } else if (msgRole === \"function\" || msgRole === \"tool\") {\n        return \"user\";\n      } else {\n        // Default to user for unknown roles\n        return \"user\";\n      }\n    } else {\n      // Unknown message type - skip or default to user\n      return \"user\";\n    }\n  });\n\n  let parts: Gemini.Part[] = [];\n\n  // Handle legacy content formats\n  if (typeof message.content === \"string\") {\n    // Simple string content\n    if (message.content.trim()) {\n      parts.push({ text: message.content });\n    }\n  } else if (Array.isArray(message.content)) {\n    // Array of content blocks (legacy format)\n    for (const item of message.content) {\n      const part = convertLegacyPartToGeminiPart(item);\n      parts.push(part);\n    }\n  }\n\n  // Handle tool messages as function responses\n  if (ToolMessage.isInstance(message) && message.tool_call_id) {\n    const responseContent = stripMediaBlocksForFunctionResponse(\n      message.content\n    );\n    // Find the matching tool call in a preceding AIMessage to get the function name\n    const aiMsg = messages\n      .filter(AIMessage.isInstance)\n      .find((msg) =>\n        msg.tool_calls?.find((tc) => tc.id === message.tool_call_id)\n      );\n    if (!aiMsg) {\n      throw new ToolCallNotFoundError(message.tool_call_id);\n    }\n    const isGeneratedId = message.tool_call_id.startsWith(\"lc-tool-call-\");\n    const matchedToolCall = aiMsg.tool_calls?.find(\n      (tc) => tc.id === message.tool_call_id\n    );\n    parts.push({\n      functionResponse: {\n        ...(isGeneratedId ? {} : { id: message.tool_call_id }),\n        name: matchedToolCall?.name ?? message.name ?? \"unknown\",\n        response: { result: responseContent },\n      },\n    });\n\n    // For tool messages, drop the redundant text parts - their content is\n    // already folded into functionResponse.response.result above - but keep\n    // any media parts (inlineData/fileData) as siblings so images/audio/video\n    // reach Gemini as real parts instead of being lost inside the JSON string.\n    parts = parts.filter(\n      (part) =>\n        \"functionResponse\" in part || \"inlineData\" in part || \"fileData\" in part\n    );\n  }\n\n  // Only add content if we have parts\n  if (parts.length > 0) {\n    return { role, parts };\n  }\n\n  return null;\n}\n\n/**\n * Converts an array of LangChain messages to Gemini API content format.\n *\n * This converter transforms LangChain's message types into the content structure\n * expected by Google's Gemini API.\n *\n * @remarks\n * The converter processes messages in two distinct ways based on their format:\n *\n * **V1 Standard Content Format**:\n * Messages with `output_version: \"v1\"` in their response metadata use the\n * standardized content block format. These are processed through\n * `convertStandardContentMessageToGeminiContent`, which extracts text blocks\n * from the `contentBlocks` array and maps message roles appropriately.\n *\n * **Google Format**:\n * Messages without the v1 marker are processed using generic logic that handles:\n * - String content: Simple text strings are converted to text parts\n * - Array content: Arrays of strings or content blocks are processed individually\n * - Tool messages: Converted to function response parts with tool call metadata\n *\n * @example\n * ```typescript\n * // Simple conversation with text messages\n * const messages = [\n *   new HumanMessage(\"What is the weather?\"),\n *   new AIMessage(\"I'll check that for you.\")\n * ];\n * const contents = convertMessagesToGeminiContents(messages);\n * // Returns: [\n * //   { role: \"user\", parts: [{ text: \"What is the weather?\" }] },\n * //   { role: \"model\", parts: [{ text: \"I'll check that for you.\" }] }\n * // ]\n * ```\n */\nexport const convertMessagesToGeminiContents: Converter<\n  BaseMessage[],\n  Gemini.GenerateContentRequest[\"contents\"]\n> = (messages) => {\n  const contents: Gemini.Content[] = [];\n\n  for (const message of messages) {\n    // const content: Gemini.Content | null = convertContentMessageToGeminiContent(message, messages);\n    const content: Gemini.Content | null = iife(() => {\n      const outputVersion =\n        \"output_version\" in message.response_metadata\n          ? (message.response_metadata?.output_version as string)\n          : \"v0\";\n      switch (outputVersion) {\n        case \"v1\":\n          return convertStandardContentMessageToGeminiContent(\n            message,\n            messages\n          );\n        case \"v0\":\n        default:\n          return convertLegacyContentMessageToGeminiContent(message, messages);\n      }\n    });\n    if (content) {\n      const prev = contents[contents.length - 1];\n      if (canMergeInto(prev, content) && content.parts) {\n        prev.parts ??= [];\n        prev.parts.push(...content.parts);\n      } else {\n        contents.push(content);\n      }\n    }\n  }\n\n  return contents;\n};\n\n/**\n * Returns true if any part of the given content is a functionResponse part\n * (i.e. it was produced from a ToolMessage).\n */\nfunction hasFunctionResponse(content: Gemini.Content): boolean {\n  return content.parts?.some((part) => \"functionResponse\" in part) === true;\n}\n\n/**\n * Adjacent same-role contents merge only when they are the same kind of\n * turn:\n *\n * - Both carry functionResponse parts (a run of tool responses answering\n *   one model turn's parallel calls): the API requires those to share a\n *   single `user` content whose part count matches the call count.\n * - Neither does (plain text turns): coalesced as before #11444.\n *\n * A functionResponse turn never merges with a plain one: a `user` content\n * mixing the two is rejected by newer Gemini models and corrupts\n * generation on older ones.\n */\nfunction canMergeInto(\n  prev: Gemini.Content | undefined,\n  content: Gemini.Content\n): boolean {\n  return (\n    prev !== undefined &&\n    prev.role === content.role &&\n    hasFunctionResponse(prev) === hasFunctionResponse(content)\n  );\n}\n\n/**\n * Converts LangChain system messages to Gemini API system instruction format.\n *\n * This converter extracts system messages from a message array and transforms them\n * into the format expected by Google's Gemini API for system instructions. System\n * instructions provide context and guidelines that influence the model's behavior\n * throughout the conversation.\n *\n * @remarks\n * The converter handles two distinct message formats:\n *\n * 1. **V1 Standard Content Format**: Messages with `output_version: \"v1\"` in their\n *    response metadata use the standardized content block format. Only text blocks\n *    are extracted from the `contentBlocks` array.\n *\n * 2. **Legacy Google Format**: Messages without the v1 marker use the legacy format\n *    where content can be:\n *    - A simple string (trimmed and converted to a text part)\n *    - An array of strings or objects with `type: \"text\"` and a `text` property\n *\n * The converter filters out non-SystemMessage instances and only processes text\n * content, ignoring other content types like images or tool calls that may be\n * present in the message array.\n *\n * @example\n * ```typescript\n * // Simple string system message\n * const messages = [\n *   new SystemMessage(\"You are a helpful assistant.\")\n * ];\n * const instruction = convertMessagesToGeminiSystemInstruction(messages);\n * // Returns: { parts: [{ text: \"You are a helpful assistant.\" }] }\n * ```\n *\n * @param messages - Array of LangChain messages to extract system instructions from\n * @returns A Gemini system instruction object with text parts, or undefined if no\n *          system messages with text content are found\n */\nexport const convertMessagesToGeminiSystemInstruction: Converter<\n  BaseMessage[],\n  Gemini.GenerateContentRequest[\"systemInstruction\"]\n> = (messages) => {\n  const systemParts: Gemini.Part[] = [];\n\n  for (const message of messages) {\n    if (SystemMessage.isInstance(message)) {\n      if (message.text.trim()) {\n        systemParts.push({ text: message.text });\n      }\n    }\n  }\n\n  if (systemParts.length === 0) {\n    return undefined;\n  }\n\n  return { parts: systemParts };\n};\n\n/**\n * Converts an array of Gemini API parts into an array of LangChain tool calls.\n *\n * This function iterates through a given array of `Gemini.Part` objects,\n * identifies parts that represent a function call, and transforms them into\n * LangChain's standardized `ToolCall` format. Each resulting tool call is\n * assigned a unique, sequential ID.\n *\n * @param parts - An array of `Gemini.Part` objects, which may or may not\n *   contain function calls.\n * @returns An array of `ContentBlock.Tools.ToolCall` objects. If no function\n *   call parts are found, an empty array is returned.\n *\n * @remarks\n * The `id` for each tool call is generated sequentially in the format `call_0`,\n * `call_1`, and so on, based on its order of appearance in the input array.\n *\n * @example\n * ```typescript\n * const geminiParts: Gemini.Part[] = [\n *   { text: \"Thinking about what to do...\" },\n *   {\n *     functionCall: {\n *       name: \"search_web\",\n *       args: { query: \"latest AI news\" }\n *     }\n *   },\n *   {\n *     functionCall: {\n *       name: \"calculator\",\n *       args: { expression: \"2 + 2\" }\n *     }\n *   }\n * ];\n *\n * const toolCalls = convertGeminiPartsToToolCalls(geminiParts);\n * // toolCalls will be:\n * // [\n * //   { type: \"tool_call\", id: \"call_0\", name: \"search_web\", args: { query: \"latest AI news\" } },\n * //   { type: \"tool_call\", id: \"call_1\", name: \"calculator\", args: { expression: \"2 + 2\" } }\n * // ]\n * ```\n */\nexport const convertGeminiPartsToToolCalls: Converter<\n  Gemini.Part[],\n  ContentBlock.Tools.ToolCall<string, Record<string, unknown>>[]\n> = (\n  parts: Gemini.Part[]\n): ContentBlock.Tools.ToolCall<string, Record<string, unknown>>[] => {\n  const toolCalls: ContentBlock.Tools.ToolCall<\n    string,\n    Record<string, unknown>\n  >[] = [];\n\n  for (let i = 0; i < parts.length; i++) {\n    const part = parts[i];\n    if (\"functionCall\" in part && part.functionCall) {\n      const functionCallPart = part as Gemini.Part.FunctionCall;\n      toolCalls.push({\n        type: \"tool_call\",\n        id:\n          functionCallPart.functionCall.id ??\n          `lc-tool-call-${uuidv4().replace(/-/g, \"\")}`,\n        name: functionCallPart.functionCall.name,\n        args: functionCallPart.functionCall.args ?? {},\n        thoughtSignature: functionCallPart.thoughtSignature,\n      });\n    }\n  }\n\n  return toolCalls;\n};\n\nexport const convertGeminiPartToContentBlock: Converter<\n  Gemini.Part,\n  ContentBlock\n> = (part: Gemini.Part): ContentBlock => {\n  const block: ContentBlock = iife(() => {\n    if (\"text\" in part && typeof part.text === \"string\") {\n      return {\n        type: \"text\",\n        text: part.text,\n      };\n    } else if (\"inlineData\" in part && part.inlineData) {\n      return {\n        type: \"inlineData\",\n        inlineData: part.inlineData,\n      };\n    } else if (\"fileData\" in part && part.fileData) {\n      return {\n        type: \"fileData\",\n        fileData: part.fileData,\n      };\n    } else if (\"functionCall\" in part && part.functionCall) {\n      return {\n        type: \"functionCall\",\n        functionCall: part.functionCall,\n      };\n    } else if (\"functionResponse\" in part && part.functionResponse) {\n      return {\n        type: \"functionResponse\",\n        functionResponse: part.functionResponse,\n      };\n    } else if (\"executableCode\" in part && part.executableCode) {\n      return {\n        type: \"executableCode\",\n        executableCode: part.executableCode,\n      };\n    } else if (\"codeExecutionResult\" in part && part.codeExecutionResult) {\n      return {\n        type: \"codeExecutionResult\",\n        codeExecutionResult: part.codeExecutionResult,\n      };\n    }\n    return part as unknown as ContentBlock;\n  });\n  const ret: ContentBlock = {\n    thought: part.thought,\n    thoughtSignature: part.thoughtSignature,\n    partMetadata: part.partMetadata,\n    ...block,\n  };\n  for (const attribute in ret) {\n    if (ret[attribute] === undefined) {\n      delete ret[attribute];\n    }\n  }\n\n  return ret;\n};\n\n/**\n * Converts a Gemini API candidate response to a LangChain AIMessage.\n *\n * This converter transforms the response from Google's Gemini API into a standardized\n * AIMessage format that can be used throughout the LangChain ecosystem. It handles\n * various types of content including text, inline data, file data, function calls,\n * and code execution results.\n *\n * @remarks\n * The converter performs the following transformations:\n * - Extracts tool calls from function call parts and assigns sequential IDs\n * - Converts single text responses to string format for simplicity\n * - Converts multi-part responses to ContentBlock array format\n * - Preserves metadata including finish reason, safety ratings, and citations\n * - Handles various Gemini part types (text, inlineData, fileData, functionCall, etc.)\n *\n * @example\n * ```typescript\n * const candidate: Gemini.Candidate = {\n *   content: {\n *     parts: [\n *       { text: \"Hello, how can I help you?\" }\n *     ]\n *   },\n *   finishReason: \"STOP\",\n *   safetyRatings: [...]\n * };\n *\n * const aiMessage = convertGeminiCandidateToAIMessage(candidate);\n * // Returns: AIMessage with content \"Hello, how can I help you?\"\n * ```\n *\n * @param candidate - The Gemini API candidate response containing content parts and metadata\n * @returns An AIMessage instance with converted content, tool calls, and metadata\n */\nexport const convertGeminiCandidateToAIMessage: Converter<\n  Gemini.Candidate,\n  AIMessage\n> = (candidate) => {\n  function groundingSupportByPart(\n    groundingSupports?: Gemini.GroundingSupport[]\n  ): Gemini.GroundingSupport[][] {\n    const ret: Gemini.GroundingSupport[][] = [];\n\n    if (!groundingSupports || groundingSupports.length === 0) {\n      return [[]];\n    }\n\n    groundingSupports?.forEach((groundingSupport) => {\n      const segment = groundingSupport?.segment;\n      const partIndex = segment?.partIndex ?? 0;\n      if (ret[partIndex]) {\n        ret[partIndex].push(groundingSupport);\n      } else {\n        ret[partIndex] = [groundingSupport];\n      }\n    });\n\n    return ret;\n  }\n\n  const parts = candidate.content?.parts || [];\n\n  // Extract tool calls from function call parts\n  const toolCalls = convertGeminiPartsToToolCalls(parts);\n\n  // Convert parts to content format that the translator understands\n  // Format: array of objects with type field matching the part type\n  let content: string | ContentBlock[];\n  let originalTextContentBlock: ContentBlock | undefined = undefined;\n\n  const groundingMetadata = candidate?.groundingMetadata;\n  const citationMetadata = candidate?.citationMetadata;\n  const groundingParts = groundingSupportByPart(\n    groundingMetadata?.groundingSupports\n  );\n\n  // Determine if a part carries actual content vs. just metadata.\n  // Metadata-only parts (e.g. empty text with only thoughtSignature) should not\n  // prevent collapsing a single-text response into a string.\n  const hasContentPayload = (p: Gemini.Part): boolean =>\n    !!p.text ||\n    !!p.thought ||\n    !!p.inlineData ||\n    !!p.fileData ||\n    !!p.functionCall ||\n    !!p.functionResponse ||\n    !!p.executableCode ||\n    !!p.codeExecutionResult;\n\n  const contentParts = parts.filter(hasContentPayload);\n\n  if (contentParts.length === 0) {\n    // No content-bearing parts (may still have metadata-only parts)\n    content = \"\";\n    if (parts.length > 0) {\n      originalTextContentBlock = convertGeminiPartToContentBlock(parts[0]);\n    }\n  } else if (\n    contentParts.length === 1 &&\n    \"text\" in contentParts[0] &&\n    !(\"thought\" in contentParts[0])\n  ) {\n    // Single text content part (possibly alongside metadata-only parts like\n    // thoughtSignature) - store as string\n    content = contentParts[0].text ?? \"\";\n    // Merge metadata from any metadata-only parts into the content block\n    const mergedPart: Gemini.Part = { ...contentParts[0] };\n    for (const p of parts) {\n      if (p !== contentParts[0] && p.thoughtSignature) {\n        mergedPart.thoughtSignature = p.thoughtSignature;\n      }\n    }\n    originalTextContentBlock = convertGeminiPartToContentBlock(mergedPart);\n  } else {\n    // Multiple content parts - convert to array format with type fields\n    content = parts.map((p: Gemini.Part) => convertGeminiPartToContentBlock(p));\n  }\n\n  const additional_kwargs: Record<string, unknown> = {\n    finishReason: candidate.finishReason,\n    finishMessage: candidate.finishMessage,\n    safetyRatings: candidate.safetyRatings,\n    tokenCount: candidate.tokenCount,\n    citationMetadata: candidate.citationMetadata,\n    groundingMetadata: candidate.groundingMetadata,\n    groundingAttributions: candidate.groundingAttributions,\n    urlRetrievalMetadata: candidate.urlRetrievalMetadata,\n    urlContextMetadata: candidate.urlContextMetadata,\n    avgLogprobs: candidate.avgLogprobs,\n    logprobsResult: candidate.logprobsResult,\n    originalTextContentBlock,\n  };\n\n  const response_metadata: Record<string, unknown> = {\n    model_provider: \"google\",\n    finish_reason: candidate.finishReason,\n    safety_ratings: candidate.safetyRatings,\n    citation_metadata: candidate.citationMetadata,\n    grounding_metadata: candidate.groundingMetadata,\n    grounding_attributions: candidate.groundingAttributions,\n    url_retrieval_metadata: candidate.urlRetrievalMetadata,\n    url_context_metadata: candidate.urlContextMetadata,\n    avg_logprobs: candidate.avgLogprobs,\n    logprobs_result: candidate.logprobsResult,\n\n    // Backwards compatibility\n    citationMetadata,\n    groundingMetadata,\n    groundingSupport: groundingParts[0],\n  };\n  // Remove any undefined properties, so we don't include them\n  for (const attribute in additional_kwargs) {\n    if (additional_kwargs[attribute] === undefined) {\n      delete additional_kwargs[attribute];\n    }\n  }\n  for (const attribute in response_metadata) {\n    if (response_metadata[attribute] === undefined) {\n      delete response_metadata[attribute];\n    }\n  }\n\n  return new AIMessage({\n    content,\n    tool_calls: toolCalls.length > 0 ? toolCalls : undefined,\n    additional_kwargs,\n    response_metadata,\n  });\n};\n\nexport const convertAIMessageToText: Converter<AIMessage, string> = (\n  message: AIMessage\n): string => {\n  if (typeof message.content === \"string\") {\n    return message.content;\n  } else if (Array.isArray(message.content)) {\n    return message.content\n      .filter(\n        (c) => typeof c === \"string\" || (c as { type?: string }).type === \"text\"\n      )\n      .map((c) =>\n        typeof c === \"string\" ? c : (c as { text?: string }).text || \"\"\n      )\n      .join(\"\");\n  } else {\n    return \"\";\n  }\n};\n\nexport const convertGeminiGenerateContentResponseToUsageMetadata: Converter<\n  Gemini.GenerateContentResponse,\n  UsageMetadata\n> = (data: Gemini.GenerateContentResponse): UsageMetadata => {\n  function addModalityCounts(\n    modalityTokenCounts: Gemini.ModalityTokenCount[] | undefined,\n    details: InputTokenDetails | OutputTokenDetails\n  ): void {\n    modalityTokenCounts?.forEach((modalityTokenCount) => {\n      const { modality, tokenCount } = modalityTokenCount;\n      if (\n        typeof modality === \"undefined\" ||\n        typeof tokenCount === \"undefined\"\n      ) {\n        return;\n      }\n      const modalityLc: keyof ModalitiesTokenDetails =\n        modality.toLowerCase() as keyof ModalitiesTokenDetails;\n      const currentCount = details[modalityLc] ?? 0;\n      details[modalityLc] = currentCount + tokenCount;\n    });\n  }\n\n  const usageMetadata: Gemini.UsageMetadata | undefined = data.usageMetadata;\n\n  const inputTokenCount = usageMetadata?.promptTokenCount ?? 0;\n  const candidatesTokenCount = usageMetadata?.candidatesTokenCount ?? 0;\n  const thoughtsTokenCount = usageMetadata?.thoughtsTokenCount ?? 0;\n  const outputTokenCount = candidatesTokenCount + thoughtsTokenCount;\n  const totalTokens =\n    usageMetadata?.totalTokenCount ?? inputTokenCount + outputTokenCount;\n\n  const input_token_details: InputTokenDetails = {};\n  addModalityCounts(usageMetadata?.promptTokensDetails, input_token_details);\n  input_token_details.cache_read = usageMetadata?.cachedContentTokenCount ?? 0;\n\n  const output_token_details: OutputTokenDetails = {};\n  addModalityCounts(\n    usageMetadata?.candidatesTokensDetails,\n    output_token_details\n  );\n  output_token_details.reasoning = usageMetadata?.thoughtsTokenCount ?? 0;\n\n  return {\n    input_tokens: inputTokenCount,\n    output_tokens: outputTokenCount,\n    total_tokens: totalTokens,\n    input_token_details,\n    output_token_details,\n  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package/dist/converters/tools.cjs

@@ -33,32 +33,42 @@ function adjustObjectType(obj) {
 	else throw new require_errors.InvalidInputError("Gemini does not support union types in function schemas. Use a single type instead.");
 	return obj;
 }
-/**
-* Recursively removes unsupported properties from a JSON Schema object to make it
-* compatible with Gemini's function schema format.
-*
-* Gemini's function schema format does not support:
-* - `additionalProperties` property
-* - Array types (must be converted to string types with nullable flag)
-* - Union types
-*
-* @param obj - The JSON Schema object to clean
-* @returns A cleaned GeminiFunctionSchema object
-*
-* @internal
-*/
-function removeAdditionalProperties(obj) {
-	if (typeof obj === "object" && obj !== null) {
-		const newObj = { ...obj };
-		if ("additionalProperties" in newObj) delete newObj.additionalProperties;
-		adjustObjectType(newObj);
-		for (const key in newObj) if (key in newObj) {
-			if (Array.isArray(newObj[key])) newObj[key] = newObj[key].map(removeAdditionalProperties);
-			else if (typeof newObj[key] === "object" && newObj[key] !== null) newObj[key] = removeAdditionalProperties(newObj[key]);
-		}
-		return newObj;
-	}
-	return obj;
+const GEMINI_SCHEMA_KEYS = /* @__PURE__ */ new Set([
+	"anyOf",
+	"default",
+	"description",
+	"enum",
+	"example",
+	"format",
+	"items",
+	"maxItems",
+	"maxLength",
+	"maxProperties",
+	"maximum",
+	"minItems",
+	"minLength",
+	"minProperties",
+	"minimum",
+	"nullable",
+	"pattern",
+	"properties",
+	"propertyOrdering",
+	"required",
+	"title",
+	"type"
+]);
+function sanitizeGeminiSchema(node) {
+	if (Array.isArray(node)) return node.map(sanitizeGeminiSchema);
+	if (typeof node !== "object" || node === null) return node;
+	if ("$ref" in node) throw new require_errors.InvalidInputError("Gemini does not support recursive or referenced ($ref) schemas in function or response schemas. Inline the schema instead.");
+	const source = node;
+	const schema = {};
+	for (const key of Object.keys(source)) if (GEMINI_SCHEMA_KEYS.has(key)) schema[key] = source[key];
+	adjustObjectType(schema);
+	if (schema.properties && typeof schema.properties === "object") schema.properties = Object.fromEntries(Object.entries(schema.properties).map(([name, value]) => [name, sanitizeGeminiSchema(value)]));
+	if (schema.items !== void 0) schema.items = sanitizeGeminiSchema(schema.items);
+	if (Array.isArray(schema.anyOf)) schema.anyOf = schema.anyOf.map(sanitizeGeminiSchema);
+	return schema;
 }
 /**
 * Converts a Zod schema or JSON Schema to Gemini function parameters format.
@@ -73,8 +83,7 @@ function removeAdditionalProperties(obj) {
 * @internal
 */
 function schemaToGeminiParameters(schema) {
-	const { $schema, ...rest } = removeAdditionalProperties((0, _langchain_core_utils_types.isInteropZodSchema)(schema) || (0, _langchain_core_utils_standard_schema.isSerializableSchema)(schema) ? (0, _langchain_core_utils_json_schema.toJsonSchema)(schema) : schema);
-	return rest;
+	return sanitizeGeminiSchema((0, _langchain_core_utils_types.isInteropZodSchema)(schema) || (0, _langchain_core_utils_standard_schema.isSerializableSchema)(schema) ? (0, _langchain_core_utils_json_schema.toJsonSchema)(schema) : schema);
 }
 /**
 * Converts a JSON Schema object to Gemini function parameters format.
@@ -85,8 +94,7 @@ function schemaToGeminiParameters(schema) {
 * @internal
 */
 function jsonSchemaToGeminiParameters(schema) {
-	const { $schema, ...rest } = removeAdditionalProperties(schema);
-	return rest;
+	return sanitizeGeminiSchema(schema);
 }
 /**
 * Type guard to check if a tool is already in Gemini's native format.
@@ -345,10 +353,23 @@ function convertToolChoiceToGeminiConfig(toolChoice, hasTools) {
 	if (mode) functionCallingConfig.mode = mode;
 	return { functionCallingConfig };
 }
+/**
+* Checks whether a tools array mixes server-side built-in tools (e.g.
+* `googleSearch`, `codeExecution`) with function-declaration tools.
+*
+* Gemini rejects such a mix with a 400 unless
+* `toolConfig.includeServerSideToolInvocations` is set.
+* See https://ai.google.dev/gemini-api/docs/tool-combination
+*/
+function mixesBuiltinAndFunctionTools(tools) {
+	const isFunctionDeclarationTool = (tool) => "functionDeclarations" in tool && !!tool.functionDeclarations?.length;
+	return tools.some(isFunctionDeclarationTool) && tools.some((tool) => !isFunctionDeclarationTool(tool));
+}
 //#endregion
 exports.convertToolChoiceToGeminiConfig = convertToolChoiceToGeminiConfig;
 exports.convertToolsToGeminiFunctionDeclarations = convertToolsToGeminiFunctionDeclarations;
 exports.convertToolsToGeminiTools = convertToolsToGeminiTools;
+exports.mixesBuiltinAndFunctionTools = mixesBuiltinAndFunctionTools;
 exports.schemaToGeminiParameters = schemaToGeminiParameters;
 
 //# sourceMappingURL=tools.cjs.map

package/dist/converters/tools.cjs.map

@@ -1 +1 @@
-{"version":3,"file":"tools.cjs","names":["InvalidInputError","isInteropZodSchema","isSerializableSchema","toJsonSchema","isLangChainTool","isOpenAITool","InvalidToolError"],"sources":["../../src/converters/tools.ts"],"sourcesContent":["import { isLangChainTool } from \"@langchain/core/utils/function_calling\";\nimport { isOpenAITool } from \"@langchain/core/language_models/base\";\nimport {\n  InteropZodType,\n  isInteropZodSchema,\n} from \"@langchain/core/utils/types\";\nimport {\n  type JsonSchema7Type,\n  toJsonSchema,\n} from \"@langchain/core/utils/json_schema\";\nimport { Converter } from \"@langchain/core/utils/format\";\nimport type {\n  BindToolsInput,\n  ToolChoice,\n} from \"@langchain/core/language_models/chat_models\";\nimport type { Gemini } from \"../chat_models/types.js\";\nimport { InvalidInputError, InvalidToolError } from \"../utils/errors.js\";\nimport {\n  isSerializableSchema,\n  SerializableSchema,\n} from \"@langchain/core/utils/standard_schema\";\n\n/**\n * Adjusts a JSON Schema object type to be compatible with Gemini's function schema format.\n *\n * Gemini's function schema format has specific requirements:\n * - Type must be a string, not an array\n * - Nullable types should use the `nullable` property instead of including \"null\" in a type array\n * - Union types are not supported\n *\n * @param obj - The JSON Schema object to adjust\n * @returns The adjusted object with type converted to Gemini-compatible format\n * @throws {Error} If the type is a union type or null-only type, which Gemini cannot handle\n *\n * @internal\n */\nfunction adjustObjectType(\n  // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n  obj: Record<string, any>\n  // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n): Record<string, any> {\n  if (!Array.isArray(obj.type)) {\n    return obj;\n  }\n\n  const len = obj.type.length;\n  const nullIndex = obj.type.indexOf(\"null\");\n  if (len === 2 && nullIndex >= 0) {\n    // There are only two values set for the type, and one of them is \"null\".\n    // Set the type to the other one and set nullable to true.\n    const typeIndex = nullIndex === 0 ? 1 : 0;\n    obj.type = obj.type[typeIndex];\n    obj.nullable = true;\n  } else if (len === 1 && nullIndex === 0) {\n    // This is nullable only without a type, which doesn't make sense for Gemini\n    throw new InvalidInputError(\n      \"Gemini does not support null-only types in function schemas. Provide a non-null type alongside nullable.\"\n    );\n  } else if (len === 1) {\n    // Although an array, it has only one value.\n    // So set it to the string to match what Gemini expects.\n    obj.type = obj?.type[0];\n  } else if (len === 0) {\n    // Empty type array is invalid\n    throw new InvalidInputError(\n      \"Gemini does not support empty type arrays in function schemas. Provide at least one type.\"\n    );\n  } else {\n    // Anything else could be a union type, so reject it.\n    throw new InvalidInputError(\n      \"Gemini does not support union types in function schemas. Use a single type instead.\"\n    );\n  }\n  return obj;\n}\n\n/**\n * Recursively removes unsupported properties from a JSON Schema object to make it\n * compatible with Gemini's function schema format.\n *\n * Gemini's function schema format does not support:\n * - `additionalProperties` property\n * - Array types (must be converted to string types with nullable flag)\n * - Union types\n *\n * @param obj - The JSON Schema object to clean\n * @returns A cleaned GeminiFunctionSchema object\n *\n * @internal\n */\nfunction removeAdditionalProperties(\n  // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n  obj: Record<string, any>\n): Gemini.Tools.Schema & { $schema?: string } {\n  if (typeof obj === \"object\" && obj !== null) {\n    const newObj = { ...obj };\n\n    if (\"additionalProperties\" in newObj) {\n      delete newObj.additionalProperties;\n    }\n\n    adjustObjectType(newObj);\n\n    for (const key in newObj) {\n      if (key in newObj) {\n        if (Array.isArray(newObj[key])) {\n          newObj[key] = newObj[key].map(removeAdditionalProperties);\n        } else if (typeof newObj[key] === \"object\" && newObj[key] !== null) {\n          newObj[key] = removeAdditionalProperties(newObj[key]);\n        }\n      }\n    }\n\n    return newObj as Gemini.Tools.Schema;\n  }\n\n  return obj as Gemini.Tools.Schema;\n}\n\n/**\n * Converts a Zod schema or JSON Schema to Gemini function parameters format.\n *\n * This function handles the conversion of schema definitions from various formats\n * (Zod schemas, JSON Schema 7) to Gemini's function schema format. It removes\n * unsupported properties and adjusts type definitions to be compatible with Gemini.\n *\n * @param schema - The schema to convert (Zod schema or JSON Schema 7)\n * @returns A schema object compatible with Gemini's API\n *\n * @internal\n */\nexport function schemaToGeminiParameters<\n  // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n  RunOutput extends Record<string, any> = Record<string, any>,\n>(\n  schema:\n    | SerializableSchema<RunOutput>\n    | InteropZodType<RunOutput>\n    | JsonSchema7Type\n): Gemini.Tools.Schema {\n  // Gemini doesn't accept either the $schema or additionalProperties\n  // attributes, so we need to explicitly remove them.\n  // Zod sometimes also makes an array of type (because of .nullish()),\n  // which needs cleaning up.\n  const jsonSchema = removeAdditionalProperties(\n    isInteropZodSchema(schema) || isSerializableSchema(schema)\n      ? toJsonSchema(schema)\n      : schema\n  );\n  const { $schema, ...rest } = jsonSchema;\n  return rest;\n}\n\n/**\n * Converts a JSON Schema object to Gemini function parameters format.\n *\n * @param schema - The JSON Schema object to convert\n * @returns A schema object compatible with Gemini's API\n *\n * @internal\n */\nfunction jsonSchemaToGeminiParameters(\n  // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n  schema: Record<string, any>\n): Gemini.Tools.Schema {\n  const jsonSchema = removeAdditionalProperties(schema);\n  const { $schema, ...rest } = jsonSchema;\n\n  return rest;\n}\n\n/**\n * Type guard to check if a tool is already in Gemini's native format.\n *\n * Gemini tools can be:\n * - Function declarations (`functionDeclarations`)\n * - Code execution tools (`codeExecution`)\n * - Google Search retrieval tools (`googleSearchRetrieval` or `googleSearch`)\n *\n * The full list of tool types are those defined by the `Gemini.Tool` type.\n * Updating that list requires a change to the `geminiToolAttributes` below.\n *\n * @param tool - The tool to check\n * @returns `true` if the tool is already in Gemini format, `false` otherwise\n *\n * @internal\n */\nfunction isGeminiTool(tool: BindToolsInput): tool is Gemini.Tool {\n  if (typeof tool !== \"object\" || tool === null) {\n    return false;\n  }\n\n  const geminiToolAttributes = [\n    \"functionDeclarations\",\n    \"codeExecution\",\n    \"googleSearch\",\n    \"urlContext\",\n    \"googleMaps\",\n    \"fileSearch\",\n    \"computerUse\",\n    \"mcpServers\",\n  ];\n\n  return geminiToolAttributes.some((attr) => attr in tool);\n}\n\n/**\n * Converts an array of LangChain tools to Gemini function declarations.\n *\n * This converter transforms various tool formats into Gemini's function declaration\n * format. It supports:\n * - LangChain structured tools (with Zod schemas)\n * - OpenAI format tools (with JSON Schema)\n * - Gemini-native function declarations (passed through)\n * - Raw function declaration objects\n *\n * @remarks\n * The converter handles each tool type differently:\n * - **LangChain tools**: Extracts name, description, and schema, converting the schema\n *   to Gemini-compatible format\n * - **OpenAI tools**: Extracts function name, description, and parameters from the\n *   OpenAI tool format\n * - **Gemini tools**: If the tool contains `functionDeclarations`, extracts and returns\n *   them directly. Non-function Gemini tools (like `codeExecution`) are skipped.\n * - **Raw objects**: Assumes the object is a function declaration and validates it has\n *   a `name` property\n *\n * @example\n * ```typescript\n * import { StructuredTool } from \"@langchain/core/tools\";\n * import { z } from \"zod\";\n *\n * const weatherTool = new StructuredTool({\n *   name: \"get_weather\",\n *   description: \"Get the weather for a location\",\n *   schema: z.object({\n *     location: z.string().describe(\"The city name\"),\n *     unit: z.enum([\"celsius\", \"fahrenheit\"]).optional()\n *   }),\n *   func: async (args) => { /* ... *\\/ }\n * });\n *\n * const declarations = convertToolsToGeminiFunctionDeclarations([weatherTool]);\n * // Returns: [{\n * //   name: \"get_weather\",\n * //   description: \"Get the weather for a location\",\n * //   parameters: {\n * //     type: \"object\",\n * //     properties: {\n * //       location: { type: \"string\", description: \"The city name\" },\n * //       unit: { type: \"string\", enum: [\"celsius\", \"fahrenheit\"], nullable: true }\n * //     },\n * //     required: [\"location\"]\n * //   }\n * // }]\n * ```\n *\n * @param tools - Array of tools in various formats (LangChain, OpenAI, or Gemini)\n * @returns Array of Gemini function declarations ready for API submission\n * @throws {Error} If a tool cannot be converted (invalid format)\n */\nexport const convertToolsToGeminiFunctionDeclarations: Converter<\n  BindToolsInput[],\n  Gemini.Tools.FunctionDeclaration[]\n> = (tools) => {\n  const functionDeclarations: Gemini.Tools.FunctionDeclaration[] = [];\n\n  for (const tool of tools) {\n    // Skip if already in Gemini format (non-function tools)\n    if (isGeminiTool(tool) && !(\"functionDeclarations\" in tool)) {\n      continue;\n    }\n\n    // Handle Gemini format with functionDeclarations\n    if (\n      isGeminiTool(tool) &&\n      \"functionDeclarations\" in tool &&\n      Array.isArray(tool.functionDeclarations)\n    ) {\n      functionDeclarations.push(...tool.functionDeclarations);\n      continue;\n    }\n\n    // Handle LangChain structured tools\n    if (isLangChainTool(tool)) {\n      const jsonSchema = schemaToGeminiParameters(tool.schema);\n      functionDeclarations.push({\n        name: tool.name,\n        description: tool.description ?? `A function available to call.`,\n        parameters: jsonSchema,\n      });\n      continue;\n    }\n\n    // Handle OpenAI format tools\n    if (isOpenAITool(tool)) {\n      functionDeclarations.push({\n        name: tool.function.name,\n        description:\n          tool.function.description ?? `A function available to call.`,\n        parameters: jsonSchemaToGeminiParameters(tool.function.parameters),\n      });\n      continue;\n    }\n\n    // Handle raw function declaration objects\n    if (\n      typeof tool === \"object\" &&\n      tool !== null &&\n      \"name\" in tool &&\n      typeof tool.name === \"string\"\n    ) {\n      const funcDecl = tool as Partial<Gemini.Tools.FunctionDeclaration>;\n      functionDeclarations.push({\n        name: funcDecl.name!,\n        description: funcDecl.description ?? `A function available to call.`,\n        parameters: funcDecl.parameters,\n      });\n      continue;\n    }\n\n    throw new InvalidToolError(tool);\n  }\n\n  return functionDeclarations;\n};\n\n/**\n * Converts an array of tools to Gemini's Tools array format.\n *\n * This converter groups function declarations into a single tool object while\n * preserving Gemini-native tools (like code execution and Google Search retrieval)\n * as separate tool objects. This matches Gemini's API structure where:\n * - Function declarations are grouped together in a single tool\n * - Non-function tools (codeExecution, googleSearchRetrieval) are separate tools\n *\n * @remarks\n * The conversion process:\n * 1. Separates Gemini-native tools from function declarations\n * 2. Converts LangChain/OpenAI tools to function declarations\n * 3. Groups all function declarations into a single Tool object\n * 4. Returns an array with the grouped function declarations tool plus any\n *    non-function Gemini tools\n *\n * @example\n * ```typescript\n * import { StructuredTool } from \"@langchain/core/tools\";\n * import { z } from \"zod\";\n *\n * const weatherTool = new StructuredTool({\n *   name: \"get_weather\",\n *   description: \"Get the weather\",\n *   schema: z.object({ location: z.string() }),\n *   func: async () => {}\n * });\n *\n * const geminiCodeTool: Gemini.Tool = {\n *   codeExecution: { enabled: true }\n * };\n *\n * const tools = convertToolsToGeminiTools([weatherTool, geminiCodeTool]);\n * // Returns: [\n * //   { functionDeclarations: [{ name: \"get_weather\", ... }] },\n * //   { codeExecution: { enabled: true } }\n * // ]\n * ```\n *\n * @param tools - Array of tools in various formats (LangChain, OpenAI, or Gemini)\n * @returns Array of Tool objects ready for API submission\n */\nexport const convertToolsToGeminiTools: Converter<\n  BindToolsInput[],\n  Gemini.Tool[]\n> = (tools) => {\n  if (tools.length === 0) {\n    return [];\n  }\n\n  const geminiTools: Gemini.Tool[] = [];\n  const functionDeclarations: Gemini.Tools.FunctionDeclaration[] = [];\n\n  // Separate Gemini-native tools from function declarations\n  for (const tool of tools) {\n    if (isGeminiTool(tool)) {\n      if (\"functionDeclarations\" in tool) {\n        // Already a Gemini tool with function declarations\n        geminiTools.push(tool);\n      } else {\n        // Non-function Gemini tool (codeExecution, googleSearch, etc.)\n        geminiTools.push(tool);\n      }\n    } else if (\"googleSearchRetrieval\" in tool) {\n      // Convert the obsolete search into the modern one\n      const searchTool: Gemini.Tool = {\n        googleSearch: {},\n      };\n      geminiTools.push(searchTool);\n    } else {\n      // Convert to function declaration\n      const funcDecls = convertToolsToGeminiFunctionDeclarations([tool]);\n      functionDeclarations.push(...funcDecls);\n    }\n  }\n\n  // Add function declarations as a single tool if we have any\n  if (functionDeclarations.length > 0) {\n    geminiTools.push({\n      functionDeclarations,\n    });\n  }\n\n  return geminiTools;\n};\n\n/**\n * Converts tool choice to Gemini's function calling configuration.\n *\n * This converter transforms LangChain's tool choice format into Gemini's\n * `toolConfig.functionCallingConfig` format. The configuration is only\n * created when tools are present (`hasTools` is true).\n *\n * @remarks\n * The conversion logic:\n * - If `hasTools` is `false`, returns `undefined` (no config needed)\n * - If `toolChoice` is provided, converts it to a Gemini mode:\n *   - `\"auto\"` → `\"AUTO\"` - Model decides whether to call functions\n *   - `\"any\"` or `\"required\"` → `\"ANY\"` - Model must call at least one function\n *   - `\"none\"` → `\"NONE\"` - Model cannot call functions\n *   - Function name string → `\"ANY\"` - Forces function use\n *   - Object with `mode` → Maps the mode string to Gemini format\n *   - Object with `function` → `\"ANY\"` - Forces function use\n * - If `toolChoice` is not provided but tools exist, defaults to `\"AUTO\"`\n *\n * Gemini's function calling modes:\n * - **AUTO**: The model can choose whether to call functions based on the conversation\n * - **ANY**: The model must call at least one function before responding\n * - **NONE**: The model cannot call any functions\n *\n * When a specific function is requested (via function name string or `{ function: { name } }`),\n * the converter uses `\"ANY\"` mode to force function usage, as Gemini doesn't support\n * specifying individual functions in the mode.\n *\n * @example\n * ```typescript\n * // With explicit tool choice\n * convertToolChoiceToGeminiConfig(\"auto\", true);\n * // Returns: { functionCallingConfig: { mode: \"AUTO\" } }\n *\n * // Required mode - must call a function\n * convertToolChoiceToGeminiConfig(\"any\", true);\n * // Returns: { functionCallingConfig: { mode: \"ANY\" } }\n *\n * // Without tool choice (defaults to AUTO when tools exist)\n * convertToolChoiceToGeminiConfig(undefined, true);\n * // Returns: { functionCallingConfig: { mode: \"AUTO\" } }\n *\n * // No tools - returns undefined\n * convertToolChoiceToGeminiConfig(\"auto\", false);\n * // Returns: undefined\n * ```\n *\n * @param toolChoice - The tool choice option from LangChain (string, object, or undefined)\n * @param hasTools - Whether tools are present. 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+{"version":3,"file":"tools.cjs","names":["InvalidInputError","isInteropZodSchema","isSerializableSchema","toJsonSchema","isLangChainTool","isOpenAITool","InvalidToolError"],"sources":["../../src/converters/tools.ts"],"sourcesContent":["import { isLangChainTool } from \"@langchain/core/utils/function_calling\";\nimport { isOpenAITool } from \"@langchain/core/language_models/base\";\nimport {\n  InteropZodType,\n  isInteropZodSchema,\n} from \"@langchain/core/utils/types\";\nimport {\n  type JsonSchema7Type,\n  toJsonSchema,\n} from \"@langchain/core/utils/json_schema\";\nimport { Converter } from \"@langchain/core/utils/format\";\nimport type {\n  BindToolsInput,\n  ToolChoice,\n} from \"@langchain/core/language_models/chat_models\";\nimport type { Gemini } from \"../chat_models/types.js\";\nimport { InvalidInputError, InvalidToolError } from \"../utils/errors.js\";\nimport {\n  isSerializableSchema,\n  SerializableSchema,\n} from \"@langchain/core/utils/standard_schema\";\n\n/**\n * Adjusts a JSON Schema object type to be compatible with Gemini's function schema format.\n *\n * Gemini's function schema format has specific requirements:\n * - Type must be a string, not an array\n * - Nullable types should use the `nullable` property instead of including \"null\" in a type array\n * - Union types are not supported\n *\n * @param obj - The JSON Schema object to adjust\n * @returns The adjusted object with type converted to Gemini-compatible format\n * @throws {Error} If the type is a union type or null-only type, which Gemini cannot handle\n *\n * @internal\n */\nfunction adjustObjectType(\n  // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n  obj: Record<string, any>\n  // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n): Record<string, any> {\n  if (!Array.isArray(obj.type)) {\n    return obj;\n  }\n\n  const len = obj.type.length;\n  const nullIndex = obj.type.indexOf(\"null\");\n  if (len === 2 && nullIndex >= 0) {\n    // There are only two values set for the type, and one of them is \"null\".\n    // Set the type to the other one and set nullable to true.\n    const typeIndex = nullIndex === 0 ? 1 : 0;\n    obj.type = obj.type[typeIndex];\n    obj.nullable = true;\n  } else if (len === 1 && nullIndex === 0) {\n    // This is nullable only without a type, which doesn't make sense for Gemini\n    throw new InvalidInputError(\n      \"Gemini does not support null-only types in function schemas. Provide a non-null type alongside nullable.\"\n    );\n  } else if (len === 1) {\n    // Although an array, it has only one value.\n    // So set it to the string to match what Gemini expects.\n    obj.type = obj?.type[0];\n  } else if (len === 0) {\n    // Empty type array is invalid\n    throw new InvalidInputError(\n      \"Gemini does not support empty type arrays in function schemas. Provide at least one type.\"\n    );\n  } else {\n    // Anything else could be a union type, so reject it.\n    throw new InvalidInputError(\n      \"Gemini does not support union types in function schemas. Use a single type instead.\"\n    );\n  }\n  return obj;\n}\n\n// Keywords Gemini's function schema accepts. Keep in sync with Gemini.Tools.Schema (api-types.ts); anything else 400s (#8584).\nconst GEMINI_SCHEMA_KEYS = new Set([\n  \"anyOf\",\n  \"default\",\n  \"description\",\n  \"enum\",\n  \"example\",\n  \"format\",\n  \"items\",\n  \"maxItems\",\n  \"maxLength\",\n  \"maxProperties\",\n  \"maximum\",\n  \"minItems\",\n  \"minLength\",\n  \"minProperties\",\n  \"minimum\",\n  \"nullable\",\n  \"pattern\",\n  \"properties\",\n  \"propertyOrdering\",\n  \"required\",\n  \"title\",\n  \"type\",\n]);\n\n// Recursively allowlist-filters a schema node; `properties`' own keys are user field names, not schema keywords, so only its values recurse.\nfunction sanitizeGeminiSchema(node: unknown): unknown {\n  if (Array.isArray(node)) {\n    return node.map(sanitizeGeminiSchema);\n  }\n  if (typeof node !== \"object\" || node === null) {\n    return node;\n  }\n\n  if (\"$ref\" in node) {\n    throw new InvalidInputError(\n      \"Gemini does not support recursive or referenced ($ref) schemas in function or response schemas. Inline the schema instead.\"\n    );\n  }\n\n  const source = node as Record<string, unknown>;\n  const schema: Record<string, unknown> = {};\n  for (const key of Object.keys(source)) {\n    if (GEMINI_SCHEMA_KEYS.has(key)) {\n      schema[key] = source[key];\n    }\n  }\n\n  adjustObjectType(schema);\n\n  if (schema.properties && typeof schema.properties === \"object\") {\n    // fromEntries defines properties (safe for a field literally named \"__proto__\"), unlike bracket assignment on a plain {}.\n    schema.properties = Object.fromEntries(\n      Object.entries(schema.properties).map(([name, value]) => [\n        name,\n        sanitizeGeminiSchema(value),\n      ])\n    );\n  }\n  if (schema.items !== undefined) {\n    schema.items = sanitizeGeminiSchema(schema.items);\n  }\n  if (Array.isArray(schema.anyOf)) {\n    schema.anyOf = schema.anyOf.map(sanitizeGeminiSchema);\n  }\n\n  return schema;\n}\n\n/**\n * Converts a Zod schema or JSON Schema to Gemini function parameters format.\n *\n * This function handles the conversion of schema definitions from various formats\n * (Zod schemas, JSON Schema 7) to Gemini's function schema format. It removes\n * unsupported properties and adjusts type definitions to be compatible with Gemini.\n *\n * @param schema - The schema to convert (Zod schema or JSON Schema 7)\n * @returns A schema object compatible with Gemini's API\n *\n * @internal\n */\nexport function schemaToGeminiParameters<\n  // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n  RunOutput extends Record<string, any> = Record<string, any>,\n>(\n  schema:\n    | SerializableSchema<RunOutput>\n    | InteropZodType<RunOutput>\n    | JsonSchema7Type\n): Gemini.Tools.Schema {\n  return sanitizeGeminiSchema(\n    isInteropZodSchema(schema) || isSerializableSchema(schema)\n      ? toJsonSchema(schema)\n      : schema\n  ) as Gemini.Tools.Schema;\n}\n\n/**\n * Converts a JSON Schema object to Gemini function parameters format.\n *\n * @param schema - The JSON Schema object to convert\n * @returns A schema object compatible with Gemini's API\n *\n * @internal\n */\nfunction jsonSchemaToGeminiParameters(\n  // oxlint-disable-next-line @typescript-eslint/no-explicit-any\n  schema: Record<string, any>\n): Gemini.Tools.Schema {\n  return sanitizeGeminiSchema(schema) as Gemini.Tools.Schema;\n}\n\n/**\n * Type guard to check if a tool is already in Gemini's native format.\n *\n * Gemini tools can be:\n * - Function declarations (`functionDeclarations`)\n * - Code execution tools (`codeExecution`)\n * - Google Search retrieval tools (`googleSearchRetrieval` or `googleSearch`)\n *\n * The full list of tool types are those defined by the `Gemini.Tool` type.\n * Updating that list requires a change to the `geminiToolAttributes` below.\n *\n * @param tool - The tool to check\n * @returns `true` if the tool is already in Gemini format, `false` otherwise\n *\n * @internal\n */\nfunction isGeminiTool(tool: BindToolsInput): tool is Gemini.Tool {\n  if (typeof tool !== \"object\" || tool === null) {\n    return false;\n  }\n\n  const geminiToolAttributes = [\n    \"functionDeclarations\",\n    \"codeExecution\",\n    \"googleSearch\",\n    \"urlContext\",\n    \"googleMaps\",\n    \"fileSearch\",\n    \"computerUse\",\n    \"mcpServers\",\n  ];\n\n  return geminiToolAttributes.some((attr) => attr in tool);\n}\n\n/**\n * Converts an array of LangChain tools to Gemini function declarations.\n *\n * This converter transforms various tool formats into Gemini's function declaration\n * format. It supports:\n * - LangChain structured tools (with Zod schemas)\n * - OpenAI format tools (with JSON Schema)\n * - Gemini-native function declarations (passed through)\n * - Raw function declaration objects\n *\n * @remarks\n * The converter handles each tool type differently:\n * - **LangChain tools**: Extracts name, description, and schema, converting the schema\n *   to Gemini-compatible format\n * - **OpenAI tools**: Extracts function name, description, and parameters from the\n *   OpenAI tool format\n * - **Gemini tools**: If the tool contains `functionDeclarations`, extracts and returns\n *   them directly. Non-function Gemini tools (like `codeExecution`) are skipped.\n * - **Raw objects**: Assumes the object is a function declaration and validates it has\n *   a `name` property\n *\n * @example\n * ```typescript\n * import { StructuredTool } from \"@langchain/core/tools\";\n * import { z } from \"zod\";\n *\n * const weatherTool = new StructuredTool({\n *   name: \"get_weather\",\n *   description: \"Get the weather for a location\",\n *   schema: z.object({\n *     location: z.string().describe(\"The city name\"),\n *     unit: z.enum([\"celsius\", \"fahrenheit\"]).optional()\n *   }),\n *   func: async (args) => { /* ... *\\/ }\n * });\n *\n * const declarations = convertToolsToGeminiFunctionDeclarations([weatherTool]);\n * // Returns: [{\n * //   name: \"get_weather\",\n * //   description: \"Get the weather for a location\",\n * //   parameters: {\n * //     type: \"object\",\n * //     properties: {\n * //       location: { type: \"string\", description: \"The city name\" },\n * //       unit: { type: \"string\", enum: [\"celsius\", \"fahrenheit\"], nullable: true }\n * //     },\n * //     required: [\"location\"]\n * //   }\n * // }]\n * ```\n *\n * @param tools - Array of tools in various formats (LangChain, OpenAI, or Gemini)\n * @returns Array of Gemini function declarations ready for API submission\n * @throws {Error} If a tool cannot be converted (invalid format)\n */\nexport const convertToolsToGeminiFunctionDeclarations: Converter<\n  BindToolsInput[],\n  Gemini.Tools.FunctionDeclaration[]\n> = (tools) => {\n  const functionDeclarations: Gemini.Tools.FunctionDeclaration[] = [];\n\n  for (const tool of tools) {\n    // Skip if already in Gemini format (non-function tools)\n    if (isGeminiTool(tool) && !(\"functionDeclarations\" in tool)) {\n      continue;\n    }\n\n    // Handle Gemini format with functionDeclarations\n    if (\n      isGeminiTool(tool) &&\n      \"functionDeclarations\" in tool &&\n      Array.isArray(tool.functionDeclarations)\n    ) {\n      functionDeclarations.push(...tool.functionDeclarations);\n      continue;\n    }\n\n    // Handle LangChain structured tools\n    if (isLangChainTool(tool)) {\n      const jsonSchema = schemaToGeminiParameters(tool.schema);\n      functionDeclarations.push({\n        name: tool.name,\n        description: tool.description ?? `A function available to call.`,\n        parameters: jsonSchema,\n      });\n      continue;\n    }\n\n    // Handle OpenAI format tools\n    if (isOpenAITool(tool)) {\n      functionDeclarations.push({\n        name: tool.function.name,\n        description:\n          tool.function.description ?? `A function available to call.`,\n        parameters: jsonSchemaToGeminiParameters(tool.function.parameters),\n      });\n      continue;\n    }\n\n    // Handle raw function declaration objects\n    if (\n      typeof tool === \"object\" &&\n      tool !== null &&\n      \"name\" in tool &&\n      typeof tool.name === \"string\"\n    ) {\n      const funcDecl = tool as Partial<Gemini.Tools.FunctionDeclaration>;\n      functionDeclarations.push({\n        name: funcDecl.name!,\n        description: funcDecl.description ?? `A function available to call.`,\n        parameters: funcDecl.parameters,\n      });\n      continue;\n    }\n\n    throw new InvalidToolError(tool);\n  }\n\n  return functionDeclarations;\n};\n\n/**\n * Converts an array of tools to Gemini's Tools array format.\n *\n * This converter groups function declarations into a single tool object while\n * preserving Gemini-native tools (like code execution and Google Search retrieval)\n * as separate tool objects. This matches Gemini's API structure where:\n * - Function declarations are grouped together in a single tool\n * - Non-function tools (codeExecution, googleSearchRetrieval) are separate tools\n *\n * @remarks\n * The conversion process:\n * 1. Separates Gemini-native tools from function declarations\n * 2. Converts LangChain/OpenAI tools to function declarations\n * 3. Groups all function declarations into a single Tool object\n * 4. Returns an array with the grouped function declarations tool plus any\n *    non-function Gemini tools\n *\n * @example\n * ```typescript\n * import { StructuredTool } from \"@langchain/core/tools\";\n * import { z } from \"zod\";\n *\n * const weatherTool = new StructuredTool({\n *   name: \"get_weather\",\n *   description: \"Get the weather\",\n *   schema: z.object({ location: z.string() }),\n *   func: async () => {}\n * });\n *\n * const geminiCodeTool: Gemini.Tool = {\n *   codeExecution: { enabled: true }\n * };\n *\n * const tools = convertToolsToGeminiTools([weatherTool, geminiCodeTool]);\n * // Returns: [\n * //   { functionDeclarations: [{ name: \"get_weather\", ... }] },\n * //   { codeExecution: { enabled: true } }\n * // ]\n * ```\n *\n * @param tools - Array of tools in various formats (LangChain, OpenAI, or Gemini)\n * @returns Array of Tool objects ready for API submission\n */\nexport const convertToolsToGeminiTools: Converter<\n  BindToolsInput[],\n  Gemini.Tool[]\n> = (tools) => {\n  if (tools.length === 0) {\n    return [];\n  }\n\n  const geminiTools: Gemini.Tool[] = [];\n  const functionDeclarations: Gemini.Tools.FunctionDeclaration[] = [];\n\n  // Separate Gemini-native tools from function declarations\n  for (const tool of tools) {\n    if (isGeminiTool(tool)) {\n      if (\"functionDeclarations\" in tool) {\n        // Already a Gemini tool with function declarations\n        geminiTools.push(tool);\n      } else {\n        // Non-function Gemini tool (codeExecution, googleSearch, etc.)\n        geminiTools.push(tool);\n      }\n    } else if (\"googleSearchRetrieval\" in tool) {\n      // Convert the obsolete search into the modern one\n      const searchTool: Gemini.Tool = {\n        googleSearch: {},\n      };\n      geminiTools.push(searchTool);\n    } else {\n      // Convert to function declaration\n      const funcDecls = convertToolsToGeminiFunctionDeclarations([tool]);\n      functionDeclarations.push(...funcDecls);\n    }\n  }\n\n  // Add function declarations as a single tool if we have any\n  if (functionDeclarations.length > 0) {\n    geminiTools.push({\n      functionDeclarations,\n    });\n  }\n\n  return geminiTools;\n};\n\n/**\n * Converts tool choice to Gemini's function calling configuration.\n *\n * This converter transforms LangChain's tool choice format into Gemini's\n * `toolConfig.functionCallingConfig` format. The configuration is only\n * created when tools are present (`hasTools` is true).\n *\n * @remarks\n * The conversion logic:\n * - If `hasTools` is `false`, returns `undefined` (no config needed)\n * - If `toolChoice` is provided, converts it to a Gemini mode:\n *   - `\"auto\"` → `\"AUTO\"` - Model decides whether to call functions\n *   - `\"any\"` or `\"required\"` → `\"ANY\"` - Model must call at least one function\n *   - `\"none\"` → `\"NONE\"` - Model cannot call functions\n *   - Function name string → `\"ANY\"` - Forces function use\n *   - Object with `mode` → Maps the mode string to Gemini format\n *   - Object with `function` → `\"ANY\"` - Forces function use\n * - If `toolChoice` is not provided but tools exist, defaults to `\"AUTO\"`\n *\n * Gemini's function calling modes:\n * - **AUTO**: The model can choose whether to call functions based on the conversation\n * - **ANY**: The model must call at least one function before responding\n * - **NONE**: The model cannot call any functions\n *\n * When a specific function is requested (via function name string or `{ function: { name } }`),\n * the converter uses `\"ANY\"` mode to force function usage, as Gemini doesn't support\n * specifying individual functions in the mode.\n *\n * @example\n * ```typescript\n * // With explicit tool choice\n * convertToolChoiceToGeminiConfig(\"auto\", true);\n * // Returns: { functionCallingConfig: { mode: \"AUTO\" } }\n *\n * // Required mode - must call a function\n * convertToolChoiceToGeminiConfig(\"any\", true);\n * // Returns: { functionCallingConfig: { mode: \"ANY\" } }\n *\n * // Without tool choice (defaults to AUTO when tools exist)\n * convertToolChoiceToGeminiConfig(undefined, true);\n * // Returns: { functionCallingConfig: { mode: \"AUTO\" } }\n *\n * // No tools - returns undefined\n * convertToolChoiceToGeminiConfig(\"auto\", false);\n * // Returns: undefined\n * ```\n *\n * @param toolChoice - The tool choice option from LangChain (string, object, or undefined)\n * @param hasTools - Whether tools are present. If false, returns undefined\n * @returns The Gemini tool configuration object, or undefined if no tools are present\n */\nexport function convertToolChoiceToGeminiConfig(\n  toolChoice: ToolChoice | undefined,\n  hasTools: boolean\n): Gemini.Tools.ToolConfig | undefined {\n  if (!hasTools || toolChoice === undefined) {\n    return undefined;\n  }\n\n  let mode: Gemini.Tools.FunctionCallingConfigMode | undefined;\n  let allowedFunctionNames: string[] | undefined;\n\n  let toolChoiceMode: string | undefined;\n  let toolChoiceFunction: string | string[] | undefined;\n  if (typeof toolChoice === \"object\") {\n    toolChoiceMode = toolChoice.mode;\n    toolChoiceFunction = toolChoice.function?.name;\n  } else {\n    toolChoiceMode = toolChoice;\n  }\n\n  if (toolChoiceMode === \"auto\") {\n    mode = \"AUTO\";\n  } else if (toolChoiceMode === \"any\" || toolChoiceMode === \"required\") {\n    mode = \"ANY\";\n  } else if (toolChoiceMode === \"none\") {\n    mode = \"NONE\";\n  } else if (typeof toolChoiceMode === \"string\") {\n    mode = \"ANY\";\n    toolChoiceFunction = toolChoiceMode;\n  }\n\n  if (toolChoiceFunction) {\n    if (Array.isArray(toolChoiceFunction)) {\n      allowedFunctionNames = toolChoiceFunction;\n    } else {\n      allowedFunctionNames = [toolChoiceFunction];\n    }\n  }\n\n  const functionCallingConfig: Gemini.Tools.FunctionCallingConfig = {};\n  if (allowedFunctionNames?.length) {\n    functionCallingConfig.allowedFunctionNames = allowedFunctionNames;\n  }\n  if (mode) {\n    functionCallingConfig.mode = mode;\n  }\n  return {\n    functionCallingConfig,\n  };\n}\n\n/**\n * Checks whether a tools array mixes server-side built-in tools (e.g.\n * `googleSearch`, `codeExecution`) with function-declaration tools.\n *\n * Gemini rejects such a mix with a 400 unless\n * `toolConfig.includeServerSideToolInvocations` is set.\n * See https://ai.google.dev/gemini-api/docs/tool-combination\n */\nexport function mixesBuiltinAndFunctionTools(tools: 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);\n}\n"],"mappings":";;;;;;;;;;;;;;;;;;;;;AAoCA,SAAS,iBAEP,KAEqB;CACrB,IAAI,CAAC,MAAM,QAAQ,IAAI,IAAI,GACzB,OAAO;CAGT,MAAM,MAAM,IAAI,KAAK;CACrB,MAAM,YAAY,IAAI,KAAK,QAAQ,MAAM;CACzC,IAAI,QAAQ,KAAK,aAAa,GAAG;EAG/B,MAAM,YAAY,cAAc,IAAI,IAAI;EACxC,IAAI,OAAO,IAAI,KAAK;EACpB,IAAI,WAAW;CACjB,OAAO,IAAI,QAAQ,KAAK,cAAc,GAEpC,MAAM,IAAIA,eAAAA,kBACR,0GACF;MACK,IAAI,QAAQ,GAGjB,IAAI,OAAO,KAAK,KAAK;MAChB,IAAI,QAAQ,GAEjB,MAAM,IAAIA,eAAAA,kBACR,2FACF;MAGA,MAAM,IAAIA,eAAAA,kBACR,qFACF;CAEF,OAAO;AACT;AAGA,MAAM,qCAAqB,IAAI,IAAI;CACjC;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;CACA;AACF,CAAC;AAGD,SAAS,qBAAqB,MAAwB;CACpD,IAAI,MAAM,QAAQ,IAAI,GACpB,OAAO,KAAK,IAAI,oBAAoB;CAEtC,IAAI,OAAO,SAAS,YAAY,SAAS,MACvC,OAAO;CAGT,IAAI,UAAU,MACZ,MAAM,IAAIA,eAAAA,kBACR,4HACF;CAGF,MAAM,SAAS;CACf,MAAM,SAAkC,CAAC;CACzC,KAAK,MAAM,OAAO,OAAO,KAAK,MAAM,GAClC,IAAI,mBAAmB,IAAI,GAAG,GAC5B,OAAO,OAAO,OAAO;CAIzB,iBAAiB,MAAM;CAEvB,IAAI,OAAO,cAAc,OAAO,OAAO,eAAe,UAEpD,OAAO,aAAa,OAAO,YACzB,OAAO,QAAQ,OAAO,UAAU,CAAC,CAAC,KAAK,CAAC,MAAM,WAAW,CACvD,MACA,qBAAqB,KAAK,CAC5B,CAAC,CACH;CAEF,IAAI,OAAO,UAAU,KAAA,GACnB,OAAO,QAAQ,qBAAqB,OAAO,KAAK;CAElD,IAAI,MAAM,QAAQ,OAAO,KAAK,GAC5B,OAAO,QAAQ,OAAO,MAAM,IAAI,oBAAoB;CAGtD,OAAO;AACT;;;;;;;;;;;;;AAcA,SAAgB,yBAId,QAIqB;CACrB,OAAO,sBAAA,GACLC,4BAAAA,mBAAAA,CAAmB,MAAM,MAAA,GAAKC,sCAAAA,qBAAAA,CAAqB,MAAM,KAAA,GACrDC,kCAAAA,aAAAA,CAAa,MAAM,IACnB,MACN;AACF;;;;;;;;;AAUA,SAAS,6BAEP,QACqB;CACrB,OAAO,qBAAqB,MAAM;AACpC;;;;;;;;;;;;;;;;;AAkBA,SAAS,aAAa,MAA2C;CAC/D,IAAI,OAAO,SAAS,YAAY,SAAS,MACvC,OAAO;CAcT,OAAO;EAVL;EACA;EACA;EACA;EACA;EACA;EACA;EACA;CAGwB,CAAC,CAAC,MAAM,SAAS,QAAQ,IAAI;AACzD;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;AAyDA,MAAa,4CAGR,UAAU;CACb,MAAM,uBAA2D,CAAC;CAElE,KAAK,MAAM,QAAQ,OAAO;EAExB,IAAI,aAAa,IAAI,KAAK,EAAE,0BAA0B,OACpD;EAIF,IACE,aAAa,IAAI,KACjB,0BAA0B,QAC1B,MAAM,QAAQ,KAAK,oBAAoB,GACvC;GACA,qBAAqB,KAAK,GAAG,KAAK,oBAAoB;GACtD;EACF;EAGA,KAAA,GAAIC,uCAAAA,gBAAAA,CAAgB,IAAI,GAAG;GACzB,MAAM,aAAa,yBAAyB,KAAK,MAAM;GACvD,qBAAqB,KAAK;IACxB,MAAM,KAAK;IACX,aAAa,KAAK,eAAe;IACjC,YAAY;GACd,CAAC;GACD;EACF;EAGA,KAAA,GAAIC,qCAAAA,aAAAA,CAAa,IAAI,GAAG;GACtB,qBAAqB,KAAK;IACxB,MAAM,KAAK,SAAS;IACpB,aACE,KAAK,SAAS,eAAe;IAC/B,YAAY,6BAA6B,KAAK,SAAS,UAAU;GACnE,CAAC;GACD;EACF;EAGA,IACE,OAAO,SAAS,YAChB,SAAS,QACT,UAAU,QACV,OAAO,KAAK,SAAS,UACrB;GACA,MAAM,WAAW;GACjB,qBAAqB,KAAK;IACxB,MAAM,SAAS;IACf,aAAa,SAAS,eAAe;IACrC,YAAY,SAAS;GACvB,CAAC;GACD;EACF;EAEA,MAAM,IAAIC,eAAAA,iBAAiB,IAAI;CACjC;CAEA,OAAO;AACT;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;AA6CA,MAAa,6BAGR,UAAU;CACb,IAAI,MAAM,WAAW,GACnB,OAAO,CAAC;CAGV,MAAM,cAA6B,CAAC;CACpC,MAAM,uBAA2D,CAAC;CAGlE,KAAK,MAAM,QAAQ,OACjB,IAAI,aAAa,IAAI,GAAG;EACtB,IAAI,0BAA0B,MAE5B,YAAY,KAAK,IAAI;OAGrB,YAAY,KAAK,IAAI;CAEzB,OAAO,IAAI,2BAA2B,MAKpC,YAAY,KAAK,EAFf,cAAc,CAAC,EAES,CAAC;MACtB;EAEL,MAAM,YAAY,yCAAyC,CAAC,IAAI,CAAC;EACjE,qBAAqB,KAAK,GAAG,SAAS;CACxC;CAIF,IAAI,qBAAqB,SAAS,GAChC,YAAY,KAAK,EACf,qBACF,CAAC;CAGH,OAAO;AACT;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;AAqDA,SAAgB,gCACd,YACA,UACqC;CACrC,IAAI,CAAC,YAAY,eAAe,KAAA,GAC9B;CAGF,IAAI;CACJ,IAAI;CAEJ,IAAI;CACJ,IAAI;CACJ,IAAI,OAAO,eAAe,UAAU;EAClC,iBAAiB,WAAW;EAC5B,qBAAqB,WAAW,UAAU;CAC5C,OACE,iBAAiB;CAGnB,IAAI,mBAAmB,QACrB,OAAO;MACF,IAAI,mBAAmB,SAAS,mBAAmB,YACxD,OAAO;MACF,IAAI,mBAAmB,QAC5B,OAAO;MACF,IAAI,OAAO,mBAAmB,UAAU;EAC7C,OAAO;EACP,qBAAqB;CACvB;CAEA,IAAI,oBAAoB;EACtB,IAAI,MAAM,QAAQ,kBAAkB,GAClC,uBAAuB;OAEvB,uBAAuB,CAAC,kBAAkB;CAE9C;CAEA,MAAM,wBAA4D,CAAC;CACnE,IAAI,sBAAsB,QACxB,sBAAsB,uBAAuB;CAE/C,IAAI,MACF,sBAAsB,OAAO;CAE/B,OAAO,EACL,sBACF;AACF;;;;;;;;;AAUA,SAAgB,6BAA6B,OAA+B;CAC1E,MAAM,6BAA6B,SACjC,0BAA0B,QAAQ,CAAC,CAAC,KAAK,sBAAsB;CACjE,OACE,MAAM,KAAK,yBAAyB,KACpC,MAAM,MAAM,SAAS,CAAC,0BAA0B,IAAI,CAAC;AAEzD"}