apple-mail-mcp 2.20.0 → 2.20.2

package/build/cli.js

@@ -48,7 +48,7 @@ var __toESM = (mod, isNodeMode, target) => (target = mod != null ? __create(__ge
   mod
 ));
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/punycode/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/punycode/index.js
 function error(type) {
   throw new RangeError(errors[type]);
 }
@@ -94,7 +94,7 @@ function ucs2decode(string) {
 }
 var maxInt, base, tMin, tMax, skew, damp, initialBias, initialN, delimiter, regexPunycode, regexNonASCII, regexSeparators, errors, baseMinusTMin, floor, stringFromCharCode, basicToDigit, digitToBasic, adapt, decode, encode, toUnicode, toASCII;
 var init_punycode = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/punycode/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/punycode/index.js"() {
     maxInt = 2147483647;
     base = 36;
     tMin = 1;
@@ -265,7 +265,7 @@ var init_punycode = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/shared/url.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/shared/url.js
 import net from "node:net";
 import urllib from "node:url";
 function invalidUrl(input) {
@@ -318,7 +318,7 @@ function normalizeHostname(raw, href) {
 }
 var SLASHLESS_AUTHORITY, SURROUNDING_WHITESPACE, LEGACY_TRIM, AUTHORITY, FORBIDDEN_HOST_CHARS, CONTROL_CHARS, parse, resolve;
 var init_url = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/shared/url.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/shared/url.js"() {
     init_punycode();
     SLASHLESS_AUTHORITY = /^([a-zA-Z][a-zA-Z0-9+.-]*:)(?!\/\/)([\s\S]+)$/;
     SURROUNDING_WHITESPACE = /^[\x00-\x20]+|[\x00-\x20]+$/g;
@@ -394,11 +394,11 @@ var init_url = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/fetch/cookies.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/fetch/cookies.js
 import net2 from "node:net";
-var SESSION_TIMEOUT, Cookies;
+var SESSION_TIMEOUT, Cookies, cookies_default;
 var init_cookies = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/fetch/cookies.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/fetch/cookies.js"() {
     init_url();
     SESSION_TIMEOUT = 1800;
     Cookies = class {
@@ -604,24 +604,25 @@ var init_cookies = __esm({
         return path3;
       }
     };
+    cookies_default = Cookies;
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/package-info.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/package-info.js
 var name, version, homepage;
 var init_package_info = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/package-info.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/package-info.js"() {
     name = "nodemailer";
-    version = "10.0.10";
+    version = "10.0.13";
     homepage = "https://nodemailer.com/";
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/errors.js
-var ETLS, ENOAUTH, EOAUTH2, EMAXLIMIT, EMAXRECIPIENTS, ESENDMAIL, ESES, ECONFIG, EPROXY, EFILEACCESS, EURLACCESS, EFETCH;
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/errors.js
+var ECONNECTION, ENOAUTH, EOAUTH2, EMAXLIMIT, EMAXRECIPIENTS, ESENDMAIL, ESES, ECONFIG, EPROXY, EFILEACCESS, EURLACCESS, EFETCH;
 var init_errors = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/errors.js"() {
-    ETLS = "ETLS";
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/errors.js"() {
+    ECONNECTION = "ECONNECTION";
     ENOAUTH = "ENOAUTH";
     EOAUTH2 = "EOAUTH2";
     EMAXLIMIT = "EMAXLIMIT";
@@ -636,10 +637,10 @@ var init_errors = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/shared/objects.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/shared/objects.js
 var isProtoKey, copyOwnKeys;
 var init_objects = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/shared/objects.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/shared/objects.js"() {
     isProtoKey = (key) => key === "__proto__";
     copyOwnKeys = (target, source, skip) => {
       Object.keys(source || {}).forEach((key) => {
@@ -653,7 +654,7 @@ var init_objects = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/fetch/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/fetch/index.js
 import http from "node:http";
 import https from "node:https";
 import zlib from "node:zlib";
@@ -674,7 +675,7 @@ function parseFetchUrl(url) {
 function nmfetch(url, options) {
   options = options || {};
   options.fetchRes = options.fetchRes || new PassThrough();
-  options.cookies = options.cookies || new Cookies();
+  options.cookies = options.cookies || new cookies_default();
   options.redirects = options.redirects || 0;
   options.maxRedirects = isNaN(options.maxRedirects) ? MAX_REDIRECTS : options.maxRedirects;
   const fetchRes = options.fetchRes;
@@ -748,14 +749,11 @@ function nmfetch(url, options) {
             return encodeURIComponent(key) + "=" + encodeURIComponent(value);
           }).join("&"));
         } catch (E) {
-          if (finished) {
-            return void 0;
-          }
           finished = true;
           E.code = EFETCH;
           E.sourceUrl = url;
-          fetchRes.emit("error", E);
-          return void 0;
+          setImmediate(() => fetchRes.emit("error", E));
+          return fetchRes;
         }
       } else {
         body = Buffer.from(options.body.toString().trim());
@@ -799,28 +797,21 @@ function nmfetch(url, options) {
     });
     return fetchRes;
   }
-  if (options.timeout) {
-    req.setTimeout(options.timeout, () => {
-      if (finished) {
-        return;
-      }
-      finished = true;
-      req.abort();
-      const err = new Error("Request Timeout");
-      err.code = EFETCH;
-      err.sourceUrl = url;
-      fetchRes.emit("error", err);
-    });
-  }
-  req.on("error", (err) => {
+  const fail = (err, sourceUrl = url) => {
     if (finished) {
       return;
     }
     finished = true;
     err.code = EFETCH;
-    err.sourceUrl = url;
+    err.sourceUrl = sourceUrl;
     fetchRes.emit("error", err);
-  });
+    req.abort();
+  };
+  const timeout = typeof options.timeout === "number" && options.timeout >= 0 ? options.timeout : DEFAULT_TIMEOUT;
+  if (timeout) {
+    req.setTimeout(timeout, () => fail(new Error("Request Timeout")));
+  }
+  req.on("error", (err) => fail(err));
   req.on("response", (res) => {
     let inflate;
     if (finished) {
@@ -840,13 +831,7 @@ function nmfetch(url, options) {
     if ([301, 302, 303, 307, 308].includes(res.statusCode) && res.headers.location) {
       options.redirects++;
       if (options.redirects > options.maxRedirects) {
-        finished = true;
-        const err = new Error("Maximum redirect count exceeded");
-        err.code = EFETCH;
-        err.sourceUrl = url;
-        fetchRes.emit("error", err);
-        req.abort();
-        return;
+        return fail(new Error("Maximum redirect count exceeded"));
       }
       options.method = "GET";
       options.body = false;
@@ -858,13 +843,7 @@ function nmfetch(url, options) {
       }
       const redirectParsed = parseFetchUrl(redirectUrl);
       if (!redirectParsed) {
-        finished = true;
-        const err = new Error("Unsupported protocol for URL " + redirectUrl);
-        err.code = EFETCH;
-        err.sourceUrl = redirectUrl;
-        fetchRes.emit("error", err);
-        req.abort();
-        return;
+        return fail(new Error("Unsupported protocol for URL " + redirectUrl), redirectUrl);
       }
       const crossHost = redirectParsed.hostname !== parsed.hostname;
       const downgrade = parsed.protocol === "https:" && redirectParsed.protocol === "http:";
@@ -876,41 +855,31 @@ function nmfetch(url, options) {
           }
         });
       }
+      finished = true;
+      res.resume();
+      req.abort();
       return nmfetch(redirectUrl, options);
     }
     fetchRes.statusCode = res.statusCode;
     fetchRes.headers = res.headers;
     if (res.statusCode >= 300 && !options.allowErrorResponse) {
-      finished = true;
-      const err = new Error("Invalid status code " + res.statusCode);
-      err.code = EFETCH;
-      err.sourceUrl = url;
-      fetchRes.emit("error", err);
-      req.abort();
-      return;
-    }
-    res.on("error", (err) => {
-      if (finished) {
+      return fail(new Error("Invalid status code " + res.statusCode));
+    }
+    res.on("error", (err) => fail(err));
+    const maxBytes = typeof options.maxBytes === "number" && options.maxBytes > 0 ? options.maxBytes : DEFAULT_MAX_BYTES;
+    const source = inflate || res;
+    let received = 0;
+    source.on("data", (chunk) => {
+      received += chunk.length;
+      if (received <= maxBytes || finished) {
         return;
       }
-      finished = true;
-      err.code = EFETCH;
-      err.sourceUrl = url;
-      fetchRes.emit("error", err);
-      req.abort();
+      source.unpipe(fetchRes);
+      fail(new Error("Response size exceeds the allowed " + maxBytes + " bytes"));
     });
     if (inflate) {
       res.pipe(inflate).pipe(fetchRes);
-      inflate.on("error", (err) => {
-        if (finished) {
-          return;
-        }
-        finished = true;
-        err.code = EFETCH;
-        err.sourceUrl = url;
-        fetchRes.emit("error", err);
-        req.abort();
-      });
+      inflate.on("error", (err) => fail(err));
     } else {
       res.pipe(fetchRes);
     }
@@ -923,26 +892,24 @@ function nmfetch(url, options) {
         }
         req.write(body);
       } catch (err) {
-        finished = true;
-        err.code = EFETCH;
-        err.sourceUrl = url;
-        fetchRes.emit("error", err);
-        return;
+        return fail(err);
       }
     }
     req.end();
   });
   return fetchRes;
 }
-var MAX_REDIRECTS, TLS_OPTION_KEYS, fetch_default;
+var MAX_REDIRECTS, DEFAULT_TIMEOUT, DEFAULT_MAX_BYTES, TLS_OPTION_KEYS, fetch_default;
 var init_fetch = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/fetch/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/fetch/index.js"() {
     init_url();
     init_cookies();
     init_package_info();
     init_errors();
     init_objects();
     MAX_REDIRECTS = 5;
+    DEFAULT_TIMEOUT = 60 * 1e3;
+    DEFAULT_MAX_BYTES = 64 * 1024 * 1024;
     TLS_OPTION_KEYS = [
       "ALPNProtocols",
       "ca",
@@ -966,12 +933,13 @@ var init_fetch = __esm({
       "sessionIdContext",
       "sigalgs"
     ];
-    nmfetch.Cookies = Cookies;
+    nmfetch.Cookies = cookies_default;
+    nmfetch.DEFAULT_TIMEOUT = DEFAULT_TIMEOUT;
     fetch_default = nmfetch;
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/shared/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/shared/index.js
 import util from "node:util";
 import fs from "node:fs";
 import dns from "node:dns";
@@ -1112,7 +1080,7 @@ function createDefaultLogger(levels) {
 }
 var DNS_TTL, CACHE_CLEANUP_INTERVAL, MAX_CACHE_SIZE, lastCacheCleanup, networkInterfaces, isFamilySupported, resolve2, dnsCache, formatDNSValue, resolveHostname, parseConnectionUrl, _logFunc, getLogger, callbackPromise, parseDataURI, assign, encodeXText;
 var init_shared = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/shared/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/shared/index.js"() {
     init_url();
     init_fetch();
     init_errors();
@@ -1386,8 +1354,9 @@ var init_shared = __esm({
       }
       const logger = options.logger === true ? createDefaultLogger(levels) : options.logger;
       levels.forEach((level) => {
-        response[level] = (data, message, ...args) => {
-          _logFunc(logger, level, defaults, data, message, ...args);
+        response[level] = (...args) => {
+          const data = typeof args[0] === "string" ? void 0 : args.shift();
+          _logFunc(logger, level, defaults, data, ...args);
         };
       });
       return response;
@@ -1491,7 +1460,7 @@ var init_shared = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-funcs/mime-types.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-funcs/mime-types.js
 import path from "node:path";
 function detectMimeType(filename) {
   if (!filename) {
@@ -1528,7 +1497,7 @@ function detectExtension(mimeType) {
 }
 var defaultMimeType, defaultExtension, mimeTypes, extensions;
 var init_mime_types = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-funcs/mime-types.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-funcs/mime-types.js"() {
     defaultMimeType = "application/octet-stream";
     defaultExtension = "bin";
     mimeTypes = /* @__PURE__ */ new Map([
@@ -3593,7 +3562,7 @@ var init_mime_types = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/base64/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/base64/index.js
 var base64_exports = {};
 __export(base64_exports, {
   Encoder: () => Encoder,
@@ -3609,7 +3578,7 @@ function encode2(buffer) {
 }
 function wrap(str2, lineLength) {
   str2 = (str2 || "").toString();
-  lineLength = lineLength || 76;
+  lineLength = Math.max(Number(lineLength) || 76, 1);
   if (str2.length <= lineLength) {
     return str2;
   }
@@ -3626,7 +3595,7 @@ function wrap(str2, lineLength) {
 }
 var Encoder;
 var init_base64 = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/base64/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/base64/index.js"() {
     Encoder = class extends Transform {
       constructor(options) {
         super();
@@ -3694,7 +3663,7 @@ var init_base64 = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/qp/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/qp/index.js
 var qp_exports = {};
 __export(qp_exports, {
   Encoder: () => Encoder2,
@@ -3720,7 +3689,7 @@ function encode3(buffer) {
 }
 function wrap2(str2, lineLength) {
   str2 = (str2 || "").toString();
-  lineLength = lineLength || 76;
+  lineLength = Math.max(Number(lineLength) || 76, MIN_LINE_LENGTH);
   if (str2.length <= lineLength) {
     return str2;
   }
@@ -3765,6 +3734,9 @@ function wrap2(str2, lineLength) {
         }
       }
     }
+    if (!line.length) {
+      line = str2.substr(pos, lineLength);
+    }
     if (pos + line.length < len && line.substr(-1) !== "\n") {
       if (line.length === lineLength && line.match(/[=][\da-f]{2}$/i)) {
         line = line.substr(0, line.length - 3);
@@ -3795,9 +3767,10 @@ function checkRanges(nr, ranges) {
   }
   return false;
 }
-var QP_RANGES, Encoder2;
+var MIN_LINE_LENGTH, QP_RANGES, Encoder2;
 var init_qp = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/qp/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/qp/index.js"() {
+    MIN_LINE_LENGTH = 4;
     QP_RANGES = [
       [9],
       // <TAB>
@@ -3861,7 +3834,7 @@ var init_qp = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-funcs/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-funcs/index.js
 function isPlainText(value, isParam) {
   const re = isParam ? /[\x00-\x1f\x7f"\u0080-\uFFFF]/ : /[\x00-\x08\x0b\x0c\x0e-\x1f\u0080-\uFFFF]/;
   return typeof value === "string" && !re.test(value);
@@ -4069,7 +4042,7 @@ function buildHeaderParam(key, data, maxLength) {
 }
 function parseHeaderValue(str2) {
   const response = {
-    value: false,
+    value: "",
     params: {}
   };
   const setParam = (name2, value2) => {
@@ -4260,7 +4233,7 @@ function safeEncodeURIComponent(str2) {
   return str2.replace(/[\x00-\x1F *'()<>@,;:\\"[\]?=\u007F-\uFFFF]/g, (chr) => encodeURICharComponent(chr));
 }
 var init_mime_funcs = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-funcs/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-funcs/index.js"() {
     init_base64();
     init_qp();
     init_mime_types();
@@ -4268,7 +4241,7 @@ var init_mime_funcs = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/addressparser/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/addressparser/index.js
 function _quoteLocalPart(address) {
   const lastAt = address.lastIndexOf("@");
   if (lastAt < 0) {
@@ -4376,6 +4349,58 @@ function _recoverAddrSpec(data) {
   data.address = address;
   data.text = [data.text].concat(rest).filter((part) => part).join(" ");
 }
+function _stripAddressComments(address) {
+  const comments = [];
+  let result = "";
+  let comment = "";
+  let depth = 0;
+  let closer = "";
+  let lastChar = "";
+  for (let i = 0, len = address.length; i < len; i++) {
+    const chr = address.charAt(i);
+    if (depth) {
+      if (chr === "\\" && i < len - 1) {
+        comment += address.charAt(++i);
+      } else if (chr === "(") {
+        depth++;
+        comment += chr;
+      } else if (chr === ")" && !--depth) {
+        comments.push(comment.trim());
+        comment = "";
+        if (lastChar !== "@" && address.charAt(i + 1) !== "@") {
+          result += " ";
+          lastChar = " ";
+        }
+      } else {
+        comment += chr;
+      }
+      continue;
+    }
+    if (closer) {
+      if (chr === "\\" && closer === '"' && i < len - 1) {
+        result += chr + address.charAt(++i);
+        lastChar = address.charAt(i);
+        continue;
+      }
+      if (chr === closer) {
+        closer = "";
+      }
+    } else if (chr === '"') {
+      closer = '"';
+    } else if (chr === "[") {
+      closer = "]";
+    } else if (chr === "(") {
+      depth = 1;
+      continue;
+    }
+    result += chr;
+    lastChar = chr;
+  }
+  if (depth) {
+    comments.push(comment.trim());
+  }
+  return { address: result.trim(), comments: comments.filter((text) => text) };
+}
 function _handleAddress(tokens, depth) {
   let isGroup = false;
   let state = "text";
@@ -4463,6 +4488,22 @@ function _handleAddress(tokens, depth) {
       group: groupMembers
     });
   } else {
+    const addressComments = [];
+    const addressParts = [];
+    for (const part of data.address) {
+      if (part.indexOf("(") < 0) {
+        addressParts.push(part);
+        continue;
+      }
+      const stripped = _stripAddressComments(part);
+      for (const comment of stripped.comments) {
+        addressComments.push(comment);
+      }
+      if (stripped.address) {
+        addressParts.push(stripped.address);
+      }
+    }
+    data.address = addressParts;
     if (!data.address.length && data.text.length) {
       for (let i = data.text.length - 1; i >= 0; i--) {
         if (!data.textWasQuoted[i] && ADDR_SPEC.test(data.text[i])) {
@@ -4510,6 +4551,9 @@ function _handleAddress(tokens, depth) {
       data.text = "";
     }
     _recoverAddrSpec(data);
+    if (!data.text && addressComments.length) {
+      data.text = addressComments.join(" ");
+    }
     const address = {
       address: data.address || data.text || "",
       name: data.text || data.address || ""
@@ -4582,9 +4626,9 @@ function addressparser(str2, options) {
   }
   return parsedAddresses;
 }
-var HAS_WHITESPACE, QUOTED_LOCAL_ADDR, ADDR_SPEC, LOOSE_ADDR_SPEC, LOOSE_TEXT_ADDR, Tokenizer, MAX_NESTED_GROUP_DEPTH;
+var HAS_WHITESPACE, QUOTED_LOCAL_ADDR, ADDR_SPEC, LOOSE_ADDR_SPEC, LOOSE_TEXT_ADDR, Tokenizer, MAX_NESTED_GROUP_DEPTH, addressparser_default;
 var init_addressparser = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/addressparser/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/addressparser/index.js"() {
     HAS_WHITESPACE = /\s/;
     QUOTED_LOCAL_ADDR = /^("(?:[^"\\]|\\[\s\S])*"@\S+)(?:\s+([\s\S]+))?$/;
     ADDR_SPEC = /^[^@\s]+@[^@\s]+$/;
@@ -4692,14 +4736,15 @@ var init_addressparser = __esm({
       }
     };
     MAX_NESTED_GROUP_DEPTH = 50;
+    addressparser_default = addressparser;
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-node/last-newline.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-node/last-newline.js
 import { Transform as Transform3 } from "node:stream";
 var LastNewline;
 var init_last_newline = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-node/last-newline.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-node/last-newline.js"() {
     LastNewline = class extends Transform3 {
       constructor() {
         super();
@@ -4729,11 +4774,11 @@ var init_last_newline = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-node/le-windows.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-node/le-windows.js
 import { Transform as Transform4 } from "node:stream";
 var LeWindows;
 var init_le_windows = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-node/le-windows.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-node/le-windows.js"() {
     LeWindows = class extends Transform4 {
       constructor(options) {
         super(options);
@@ -4771,11 +4816,11 @@ var init_le_windows = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-node/le-unix.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-node/le-unix.js
 import { Transform as Transform5 } from "node:stream";
 var LeUnix;
 var init_le_unix = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-node/le-unix.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-node/le-unix.js"() {
     LeUnix = class extends Transform5 {
       constructor(options) {
         super(options);
@@ -4806,7 +4851,7 @@ var init_le_unix = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-node/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-node/index.js
 import crypto from "node:crypto";
 import fs2 from "node:fs";
 import { PassThrough as PassThrough2 } from "node:stream";
@@ -4826,7 +4871,7 @@ function _stripBoundaryControls(value) {
 }
 var FORMATTED_HEADERS, ATEXT, DOT_ATOM, QUOTED_STRING, PLAIN_ADDRESS, URL_PARSER_UNSAFE, MimeNode, mime_node_default;
 var init_mime_node = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mime-node/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mime-node/index.js"() {
     init_punycode();
     init_shared();
     init_mime_funcs();
@@ -5643,7 +5688,7 @@ var init_mime_node = __esm({
             flattened.push(copy);
             continue;
           }
-          const parsed = this._normalizeParsedAddresses(addressparser(address));
+          const parsed = this._normalizeParsedAddresses(addressparser_default(address));
           for (let i = 0; i < parsed.length; i++) {
             flattened.push(parsed[i]);
           }
@@ -5953,14 +5998,14 @@ var init_mime_node = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mail-composer/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mail-composer/index.js
 function isContentObject(value) {
   const content = value;
   return typeof value === "object" && !!(content.content || content.path || content.href || content.raw);
 }
 var MailComposer, mail_composer_default;
 var init_mail_composer = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mail-composer/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mail-composer/index.js"() {
     init_mime_node();
     init_mime_funcs();
     init_shared();
@@ -6447,11 +6492,11 @@ var init_mail_composer = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/dkim/message-parser.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/dkim/message-parser.js
 import { Transform as Transform6 } from "node:stream";
-var MessageParser;
+var MessageParser, message_parser_default;
 var init_message_parser = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/dkim/message-parser.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/dkim/message-parser.js"() {
     MessageParser = class extends Transform6 {
       constructor(options) {
         super(options);
@@ -6575,15 +6620,16 @@ var init_message_parser = __esm({
         }));
       }
     };
+    message_parser_default = MessageParser;
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/dkim/relaxed-body.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/dkim/relaxed-body.js
 import { Transform as Transform7 } from "node:stream";
 import crypto2 from "node:crypto";
-var CHAR_CR, CHAR_LF, CHAR_SPACE, CHAR_TAB, CRLF, EMPTY_LINES, RelaxedBody;
+var CHAR_CR, CHAR_LF, CHAR_SPACE, CHAR_TAB, CRLF, EMPTY_LINES, RelaxedBody, relaxed_body_default;
 var init_relaxed_body = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/dkim/relaxed-body.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/dkim/relaxed-body.js"() {
     CHAR_CR = 13;
     CHAR_LF = 10;
     CHAR_SPACE = 32;
@@ -6701,11 +6747,17 @@ var init_relaxed_body = __esm({
         callback();
       }
     };
+    relaxed_body_default = RelaxedBody;
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/dkim/sign.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/dkim/sign.js
 import crypto3 from "node:crypto";
+function unsupportedHashAlgoError(hashAlgo) {
+  const err = new Error('Unsupported DKIM hash algorithm "' + hashAlgo + '"');
+  err.code = ECONFIG;
+  return err;
+}
 function sign(headers, hashAlgo, bodyHash, options) {
   options = options || {};
   const defaultFieldNames = "From:Sender:Reply-To:Subject:Date:Message-ID:To:Cc:MIME-Version:Content-Type:Content-Transfer-Encoding:Content-ID:Content-Description:Resent-Date:Resent-From:Resent-Sender:Resent-To:Resent-Cc:Resent-Message-ID:In-Reply-To:References:List-Id:List-Help:List-Unsubscribe:List-Subscribe:List-Post:List-Owner:List-Archive";
@@ -6713,7 +6765,12 @@ function sign(headers, hashAlgo, bodyHash, options) {
   const canonicalizedHeaderData = relaxedHeaders(headers, fieldNames, options.skipFields);
   const dkimHeader = generateDKIMHeader(options.domainName, options.keySelector, canonicalizedHeaderData.fieldNames, hashAlgo, bodyHash);
   canonicalizedHeaderData.headers += "dkim-signature:" + relaxedHeaderLine(dkimHeader);
-  const signer = crypto3.createSign(("rsa-" + hashAlgo).toUpperCase());
+  let signer;
+  try {
+    signer = crypto3.createSign(("rsa-" + hashAlgo).toUpperCase());
+  } catch (_E) {
+    throw unsupportedHashAlgoError(hashAlgo);
+  }
   signer.update(canonicalizedHeaderData.headers, "latin1");
   let signature;
   try {
@@ -6771,22 +6828,24 @@ function relaxedHeaderLine(line) {
 }
 var sign_default;
 var init_sign = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/dkim/sign.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/dkim/sign.js"() {
     init_punycode();
     init_mime_funcs();
+    init_errors();
     sign.relaxedHeaders = relaxedHeaders;
+    sign.unsupportedHashAlgoError = unsupportedHashAlgoError;
     sign_default = sign;
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/dkim/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/dkim/index.js
 import { PassThrough as PassThrough3 } from "node:stream";
 import fs3 from "node:fs";
 import path2 from "node:path";
 import crypto4 from "node:crypto";
 var DKIM_ALGO, MAX_MESSAGE_SIZE, DKIMSigner, DKIM, dkim_default;
 var init_dkim = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/dkim/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/dkim/index.js"() {
     init_message_parser();
     init_relaxed_body();
     init_sign();
@@ -6865,13 +6924,21 @@ var init_dkim = __esm({
             return;
           }
           const key = this.keys[keyPos++];
-          const dkimField = sign_default(this.headers, this.hashAlgo, this.bodyHash, {
-            domainName: key.domainName,
-            keySelector: key.keySelector,
-            privateKey: key.privateKey,
-            headerFieldNames: this.options.headerFieldNames,
-            skipFields: this.options.skipFields
-          });
+          let dkimField;
+          try {
+            dkimField = sign_default(this.headers, this.hashAlgo, this.bodyHash, {
+              domainName: key.domainName,
+              keySelector: key.keySelector,
+              privateKey: key.privateKey,
+              headerFieldNames: this.options.headerFieldNames,
+              skipFields: this.options.skipFields
+            });
+          } catch (err) {
+            this.hasErrored = true;
+            this.cleanup();
+            this.output.emit("error", err);
+            return;
+          }
           if (dkimField) {
             this.output.write(Buffer.from(dkimField + "\r\n"));
           }
@@ -6903,8 +6970,8 @@ var init_dkim = __esm({
         this.relaxedBody.pipe(this.cache);
       }
       signStream() {
-        this.parser = new MessageParser();
-        this.relaxedBody = new RelaxedBody({
+        this.parser = new message_parser_default();
+        this.relaxedBody = new relaxed_body_default({
           hashAlgo: this.hashAlgo
         });
         this.parser.on("headers", (value) => {
@@ -6963,7 +7030,12 @@ var init_dkim = __esm({
         }
         const signer = new DKIMSigner(options, this.keys, inputStream, output);
         setImmediate(() => {
-          signer.signStream();
+          try {
+            signer.signStream();
+          } catch (_E) {
+            output.emit("error", sign_default.unsupportedHashAlgoError(signer.hashAlgo));
+            return;
+          }
           if (writeValue) {
             setImmediate(() => {
               inputStream.end(writeValue);
@@ -6977,7 +7049,7 @@ var init_dkim = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-connection/http-proxy-client.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-connection/http-proxy-client.js
 import net5 from "node:net";
 import tls from "node:tls";
 function httpProxyClient(proxyUrl, destinationPort, destinationHost, tlsOptions, callback) {
@@ -6986,11 +7058,12 @@ function httpProxyClient(proxyUrl, destinationPort, destinationHost, tlsOptions,
     tlsOptions = {};
   }
   tlsOptions = tlsOptions || {};
+  const done = callback;
   destinationPort = Number(destinationPort) || 0;
   if (!destinationPort || /[\r\n]/.test(destinationHost)) {
     const err = new Error("Invalid proxy destination");
     err.code = EPROXY;
-    setImmediate(() => callback(err));
+    setImmediate(() => done(err));
     return;
   }
   const proxy = parse(proxyUrl);
@@ -7016,7 +7089,7 @@ function httpProxyClient(proxyUrl, destinationPort, destinationHost, tlsOptions,
       socket.destroy();
     } catch (_E) {
     }
-    callback(err);
+    done(err);
   };
   const timeoutErr = () => {
     const err = new Error("Proxy socket timed out");
@@ -7064,12 +7137,12 @@ function httpProxyClient(proxyUrl, destinationPort, destinationHost, tlsOptions,
           }
           const err = new Error("Invalid response from proxy" + (match && ": " + match[1] || ""));
           err.code = EPROXY;
-          return callback(err);
+          return done(err);
         }
         socket.removeListener("error", tempSocketErr);
         socket.removeListener("timeout", timeoutErr);
         socket.setTimeout(0);
-        return callback(null, socket);
+        return done(null, socket);
       }
       if (headers.length > MAX_RESPONSE_HEADER_BYTES) {
         socket.removeListener("data", onSocketData);
@@ -7086,7 +7159,7 @@ function httpProxyClient(proxyUrl, destinationPort, destinationHost, tlsOptions,
 }
 var MAX_RESPONSE_HEADER_BYTES, http_proxy_client_default;
 var init_http_proxy_client = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-connection/http-proxy-client.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-connection/http-proxy-client.js"() {
     init_url();
     init_errors();
     MAX_RESPONSE_HEADER_BYTES = 64 * 1024;
@@ -7094,10 +7167,10 @@ var init_http_proxy_client = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mailer/mail-message.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mailer/mail-message.js
 var hasOwn, MailMessage;
 var init_mail_message = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mailer/mail-message.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mailer/mail-message.js"() {
     init_shared();
     init_mime_node();
     init_mime_funcs();
@@ -7354,7 +7427,7 @@ var init_mail_message = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mailer/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mailer/index.js
 import { EventEmitter } from "node:events";
 import util2 from "node:util";
 import net6 from "node:net";
@@ -7362,7 +7435,7 @@ import dns2 from "node:dns";
 import crypto5 from "node:crypto";
 var DEFAULT_MAX_RECIPIENTS, Mail, mailer_default;
 var init_mailer = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/mailer/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/mailer/index.js"() {
     init_shared();
     init_mime_types();
     init_mail_composer();
@@ -7707,11 +7780,15 @@ var init_mailer = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-connection/data-stream.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-connection/data-stream.js
 import { Transform as Transform8 } from "node:stream";
-var DataStream;
+var INSERT_LF, INSERT_LF_DOT, INSERT_CR, INSERT_DOT, DataStream;
 var init_data_stream = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-connection/data-stream.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-connection/data-stream.js"() {
+    INSERT_LF = Buffer.from("\n");
+    INSERT_LF_DOT = Buffer.from("\n.");
+    INSERT_CR = Buffer.from("\r");
+    INSERT_DOT = Buffer.from(".");
     DataStream = class extends Transform8 {
       constructor(options) {
         super(options);
@@ -7737,29 +7814,28 @@ var init_data_stream = __esm({
         }
         this.inByteCount += chunk.length;
         for (i = 0, len = chunk.length; i < len; i++) {
-          if (chunk[i] === 46) {
-            if (i && chunk[i - 1] === 10 || !i && (!this.lastByte || this.lastByte === 10)) {
-              buf = chunk.slice(lastPos, i + 1);
+          const byte = chunk[i];
+          const prev = i ? chunk[i - 1] : this.lastByte;
+          let insert = false;
+          if (prev === 13 && byte !== 10) {
+            insert = byte === 46 ? INSERT_LF_DOT : INSERT_LF;
+          } else if (byte === 10 && prev !== 13) {
+            insert = INSERT_CR;
+          } else if (byte === 46 && (prev === 10 || prev === false)) {
+            insert = INSERT_DOT;
+          }
+          if (insert) {
+            if (i > lastPos) {
+              buf = chunk.slice(lastPos, i);
               chunks.push(buf);
-              chunks.push(Buffer.from("."));
-              chunklen += buf.length + 1;
-              lastPos = i + 1;
-            }
-          } else if (chunk[i] === 10) {
-            if (i && chunk[i - 1] !== 13 || !i && this.lastByte !== 13) {
-              if (i > lastPos) {
-                buf = chunk.slice(lastPos, i);
-                chunks.push(buf);
-                chunklen += buf.length + 2;
-              } else {
-                chunklen += 2;
-              }
-              chunks.push(Buffer.from("\r\n"));
-              lastPos = i + 1;
+              chunklen += buf.length;
             }
+            chunks.push(insert);
+            chunklen += insert.length;
+            lastPos = i;
           }
         }
-        if (chunklen) {
+        if (chunks.length) {
           if (lastPos < chunk.length) {
             buf = chunk.slice(lastPos);
             chunks.push(buf);
@@ -7795,7 +7871,7 @@ var init_data_stream = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-connection/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-connection/index.js
 import { EventEmitter as EventEmitter2 } from "node:events";
 import net7 from "node:net";
 import tls2 from "node:tls";
@@ -7817,7 +7893,7 @@ function isPartialLine(line) {
 }
 var CONNECTION_TIMEOUT, SOCKET_TIMEOUT, GREETING_TIMEOUT, DNS_TIMEOUT, TEARDOWN_NOOP, MAX_RESPONSE_SIZE, SMTPConnection, smtp_connection_default;
 var init_smtp_connection = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-connection/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-connection/index.js"() {
     init_package_info();
     init_data_stream();
     init_shared();
@@ -7834,6 +7910,9 @@ var init_smtp_connection = __esm({
         this.id = crypto6.randomBytes(8).toString("base64").replace(/\W/g, "");
         this.stage = "init";
         this.options = options || {};
+        if (this.options.requireTLS && (this.options.ignoreTLS || this.options.opportunisticTLS)) {
+          this.options = Object.assign({}, this.options, { ignoreTLS: false, opportunisticTLS: false });
+        }
         this.secureConnection = !!this.options.secure;
         this.alreadySecured = !!this.options.secured;
         this.port = Number(this.options.port) || (this.secureConnection ? 465 : 587);
@@ -7876,6 +7955,8 @@ var init_smtp_connection = __esm({
         this._destroyed = false;
         this._closing = false;
         this._currentDataStream = false;
+        this._pendingSend = false;
+        this._connectCallback = false;
         this._onSocketData = (chunk) => this._onData(chunk);
         this._onSocketError = (error2) => this._onError(error2, "ESOCKET", false, "CONN");
         this._onSocketClose = () => this._onClose();
@@ -7890,7 +7971,9 @@ var init_smtp_connection = __esm({
        */
       connect(connectCallback) {
         if (typeof connectCallback === "function") {
+          this._connectCallback = connectCallback;
           this.once("connect", () => {
+            this._connectCallback = false;
             this.logger.debug({
               tnx: "smtp"
             }, "SMTP handshake finished");
@@ -8090,6 +8173,14 @@ var init_smtp_connection = __esm({
           }
           this._currentDataStream = false;
         }
+        if (this._pendingSend) {
+          const { stream, onStreamError } = this._pendingSend;
+          if (stream) {
+            stream.removeListener("error", onStreamError);
+            stream.on("error", TEARDOWN_NOOP);
+          }
+          this._pendingSend = false;
+        }
         if (socket && !socket.destroyed) {
           try {
             socket.setTimeout(0);
@@ -8116,12 +8207,14 @@ var init_smtp_connection = __esm({
         }
         this._auth = authData || {};
         this._authMethod = (this._auth.method || "").toString().trim().toUpperCase() || false;
+        const canUseXOAuth2 = !!this._auth.oauth2 || this.customAuth.has("XOAUTH2");
         if (!this._authMethod && this._auth.oauth2 && !this._auth.credentials) {
           this._authMethod = "XOAUTH2";
         } else if (!this._authMethod || this._authMethod === "XOAUTH2" && !this._auth.oauth2) {
-          this._authMethod = (this._supportedAuth[0] || "PLAIN").toUpperCase().trim();
+          const supported = this._supportedAuth.find((method) => method !== "XOAUTH2" || canUseXOAuth2);
+          this._authMethod = (supported || "PLAIN").toUpperCase().trim();
         }
-        if (this._authMethod !== "XOAUTH2" && (!this._auth.credentials || !this._auth.credentials.user || !this._auth.credentials.pass)) {
+        if ((this._authMethod !== "XOAUTH2" || this.customAuth.has("XOAUTH2")) && (!this._auth.credentials || !this._auth.credentials.user || !this._auth.credentials.pass)) {
           if (this._auth.user && this._auth.pass || this.customAuth.has(this._authMethod)) {
             this._auth.credentials = {
               user: this._auth.user,
@@ -8157,41 +8250,42 @@ var init_smtp_connection = __esm({
             returned = true;
             callback(this._formatError(err, "EAUTH", lastResponse, "AUTH " + this._authMethod));
           };
+          const sendCommand = (cmd, done) => {
+            let promise;
+            if (!done) {
+              promise = new Promise((resolve5, reject2) => {
+                done = callbackPromise(resolve5, reject2);
+              });
+            }
+            this._responseActions.push((str2) => {
+              lastResponse = str2;
+              let codes = str2.match(/^(\d+)(?:\s(\d+\.\d+\.\d+))?\s/);
+              let data = {
+                command: cmd,
+                response: str2
+              };
+              if (codes) {
+                data.status = Number(codes[1]) || 0;
+                if (codes[2]) {
+                  data.code = codes[2];
+                }
+                data.text = str2.substr(codes[0].length);
+              } else {
+                data.text = str2;
+                data.status = 0;
+              }
+              done(null, data);
+            });
+            setImmediate(() => this._sendCommand(cmd));
+            return promise;
+          };
           const handlerResponse = handler({
             auth: this._auth,
             method: this._authMethod,
             extensions: [].concat(this._supportedExtensions),
             authMethods: [].concat(this._supportedAuth),
             maxAllowedSize: this._maxAllowedSize || false,
-            sendCommand: (cmd, done) => {
-              let promise;
-              if (!done) {
-                promise = new Promise((resolve5, reject2) => {
-                  done = callbackPromise(resolve5, reject2);
-                });
-              }
-              this._responseActions.push((str2) => {
-                lastResponse = str2;
-                let codes = str2.match(/^(\d+)(?:\s(\d+\.\d+\.\d+))?\s/);
-                let data = {
-                  command: cmd,
-                  response: str2
-                };
-                if (codes) {
-                  data.status = Number(codes[1]) || 0;
-                  if (codes[2]) {
-                    data.code = codes[2];
-                  }
-                  data.text = str2.substr(codes[0].length);
-                } else {
-                  data.text = str2;
-                  data.status = 0;
-                }
-                done(null, data);
-              });
-              setImmediate(() => this._sendCommand(cmd));
-              return promise;
-            },
+            sendCommand,
             resolve: resolve4,
             reject
           });
@@ -8247,30 +8341,40 @@ var init_smtp_connection = __esm({
        * @param callback Callback to return once sending is completed
        */
       send(envelope, message, done) {
+        let returned = false;
+        const callback = (err, info) => {
+          if (returned) {
+            return;
+          }
+          returned = true;
+          if (this._pendingSend && this._pendingSend.callback === callback) {
+            this._pendingSend = false;
+          }
+          done(err, info);
+        };
         if (!message) {
-          return done(this._formatError("Empty message", "EMESSAGE", false, "API"));
+          return callback(this._formatError("Empty message", "EMESSAGE", false, "API"));
         }
         const isDestroyedMessage = this._isDestroyedMessage("send message");
         if (isDestroyedMessage) {
-          return done(this._formatError(isDestroyedMessage, "ECONNECTION", false, "API"));
+          return callback(this._formatError(isDestroyedMessage, "ECONNECTION", false, "API"));
         }
         if (this._maxAllowedSize && envelope.size > this._maxAllowedSize) {
           setImmediate(() => {
-            done(this._formatError("Message size larger than allowed " + this._maxAllowedSize, "EMESSAGE", false, "MAIL FROM"));
+            callback(this._formatError("Message size larger than allowed " + this._maxAllowedSize, "EMESSAGE", false, "MAIL FROM"));
           });
           return;
         }
-        let returned = false;
-        const callback = function(...args) {
-          if (returned) {
-            return;
-          }
-          returned = true;
-          done(...args);
+        const pendingSend = {
+          callback,
+          stream: false,
+          onStreamError: (err) => callback(this._formatError(err, "ESTREAM", false, "API"))
         };
         if (typeof message.on === "function") {
-          message.on("error", (err) => callback(this._formatError(err, "ESTREAM", false, "API")));
+          pendingSend.stream = message;
+          pendingSend.stream.on("error", pendingSend.onStreamError);
         }
+        this._pendingSend = pendingSend;
         const startTime = Date.now();
         this._setEnvelope(envelope, (err, info) => {
           if (err) {
@@ -8288,11 +8392,12 @@ var init_smtp_connection = __esm({
             if (err2) {
               return callback(err2);
             }
-            info.envelopeTime = envelopeTime - startTime;
-            info.messageTime = Date.now() - envelopeTime;
-            info.messageSize = stream.outByteCount;
-            info.response = str2;
-            return callback(null, info);
+            const result = info;
+            result.envelopeTime = envelopeTime - startTime;
+            result.messageTime = Date.now() - envelopeTime;
+            result.messageSize = stream.outByteCount;
+            result.response = str2;
+            return callback(null, result);
           });
           if (typeof message.pipe === "function") {
             message.pipe(stream);
@@ -8436,8 +8541,12 @@ var init_smtp_connection = __esm({
         } else {
           this.logger.error(data, err.message);
         }
+        const pendingSend = this._pendingSend;
         this.emit("error", err);
         this.close();
+        if (pendingSend) {
+          pendingSend.callback(err);
+        }
       }
       /** @internal */
       _formatError(message, type, response, command) {
@@ -8482,12 +8591,21 @@ var init_smtp_connection = __esm({
         this.logger.info({
           tnx: "network"
         }, "Connection closed");
+        const failureResponse = typeof serverResponse === "string" && /^[45]\d{2}[ -]/.test(serverResponse) ? serverResponse : false;
         if (this.upgrading && !this._destroyed) {
-          return this._onError(new Error("Connection closed unexpectedly"), "ETLS", serverResponse, "CONN");
-        } else if (![this._actionGreeting, this.close].includes(this._responseActions[0]) && !this._destroyed) {
-          return this._onError(new Error("Connection closed unexpectedly"), "ECONNECTION", serverResponse, "CONN");
-        } else if (/^[45]\d{2}\b/.test(serverResponse)) {
-          return this._onError(new Error("Connection closed unexpectedly"), "ECONNECTION", serverResponse, "CONN");
+          return this._onError(new Error("Connection closed unexpectedly"), "ETLS", failureResponse, "CONN");
+        }
+        if (!failureResponse && this._responseActions[0] === this._actionGreeting && this._connectCallback && !this._destroyed) {
+          const connectCallback = this._connectCallback;
+          this._connectCallback = false;
+          const err = this._formatError(new Error("Connection closed unexpectedly"), "ECONNECTION", false, "CONN");
+          this.logger.warn({ tnx: "network" }, err.message);
+          connectCallback(err);
+          this.close();
+          return;
+        }
+        if (failureResponse || this._responseActions[0] !== this.close && !this._destroyed) {
+          return this._onError(new Error("Connection closed unexpectedly"), "ECONNECTION", failureResponse, "CONN");
         }
         this._destroy();
       }
@@ -8895,17 +9013,19 @@ var init_smtp_connection = __esm({
         if (/[ -]AUTH\b/i.test(str2)) {
           this.allowsAuth = true;
         }
-        if (/[ -]AUTH(?:(\s+|=)[^\n]*\s+|\s+|=)PLAIN/i.test(str2)) {
-          this._supportedAuth.push("PLAIN");
-        }
-        if (/[ -]AUTH(?:(\s+|=)[^\n]*\s+|\s+|=)LOGIN/i.test(str2)) {
-          this._supportedAuth.push("LOGIN");
-        }
-        if (/[ -]AUTH(?:(\s+|=)[^\n]*\s+|\s+|=)CRAM-MD5/i.test(str2)) {
-          this._supportedAuth.push("CRAM-MD5");
+        const authMechanisms = /* @__PURE__ */ new Set();
+        for (const line of this._ehloLines) {
+          const authMatch = /^AUTH[\s=](.*)/i.exec(line);
+          if (authMatch) {
+            for (const mechanism of authMatch[1].split(/[\s=]+/)) {
+              authMechanisms.add(mechanism.toUpperCase());
+            }
+          }
         }
-        if (/[ -]AUTH(?:(\s+|=)[^\n]*\s+|\s+|=)XOAUTH2/i.test(str2)) {
-          this._supportedAuth.push("XOAUTH2");
+        for (const mechanism of ["PLAIN", "LOGIN", "CRAM-MD5", "XOAUTH2"]) {
+          if (authMechanisms.has(mechanism)) {
+            this._supportedAuth.push(mechanism);
+          }
         }
         if (match = str2.match(/[ -]SIZE(?:[ \t]+(\d+))?/im)) {
           this._supportedExtensions.push("SIZE");
@@ -9151,7 +9271,9 @@ var init_smtp_connection = __esm({
             });
             this._sendCommand("DATA");
           } else {
-            err = this._formatError("Can't send mail - all recipients were rejected", "EENVELOPE", str2, "RCPT TO");
+            const deferred = envelope.rejectedErrors.find((rejectedErr) => rejectedErr.responseCode && rejectedErr.responseCode < 500);
+            const reply = deferred?.response ?? str2;
+            err = this._formatError("Can't send mail - all recipients were rejected", "EENVELOPE", reply, "RCPT TO");
             err.rejected = envelope.rejected;
             err.rejectedErrors = envelope.rejectedErrors;
             return callback(err);
@@ -9290,12 +9412,12 @@ var init_smtp_connection = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/xoauth2/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/xoauth2/index.js
 import { Stream } from "node:stream";
 import crypto7 from "node:crypto";
 var XOAuth2, xoauth2_default;
 var init_xoauth2 = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/xoauth2/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/xoauth2/index.js"() {
     init_fetch();
     init_shared();
     init_errors();
@@ -9303,12 +9425,12 @@ var init_xoauth2 = __esm({
       constructor(options, logger) {
         super();
         this.options = options || {};
+        this.configError = false;
         if (options && options.serviceClient) {
           if (!options.privateKey || !options.user) {
             const err = new Error('Options "privateKey" and "user" are required for service account!');
             err.code = EOAUTH2;
-            setImmediate(() => this.emit("error", err));
-            return;
+            this.configError = err;
           }
           const serviceRequestTimeout = Math.min(Math.max(Number(this.options.serviceRequestTimeout) || 0, 0), 3600);
           this.options.serviceRequestTimeout = serviceRequestTimeout || 5 * 60;
@@ -9339,6 +9461,10 @@ var init_xoauth2 = __esm({
        * @param callback Callback function with error object and token string
        */
       getToken(renew, callback) {
+        const done = callback;
+        if (this.configError) {
+          return done(this.configError);
+        }
         if (!renew && this.accessToken && (!this.expires || this.expires > Date.now())) {
           this.logger.debug({
             tnx: "OAUTH2",
@@ -9363,10 +9489,10 @@ var init_xoauth2 = __esm({
           }, "Cannot renew access token for %s: No refresh mechanism available", this.options.user);
           const err = new Error("Can't create new access token for user");
           err.code = EOAUTH2;
-          return callback(err);
+          return done(err);
         }
         if (this.renewing) {
-          this.renewalQueue.push({ renew, callback });
+          this.renewalQueue.push({ renew, callback: done });
           return;
         }
         this.renewing = true;
@@ -9388,7 +9514,7 @@ var init_xoauth2 = __esm({
               action: "renew"
             }, "Generated new Access Token for %s", this.options.user);
           }
-          callback(err, accessToken);
+          done(err, accessToken);
         };
         if (this.provisionCallback) {
           this.provisionCallback(this.options.user, !!renew, (err, accessToken, expires) => {
@@ -9426,6 +9552,7 @@ var init_xoauth2 = __esm({
        * @param callback Callback function with error object and token string
        */
       generateToken(callback) {
+        const done = callback;
         let urlOptions;
         let loggedUrlOptions;
         if (this.options.serviceClient) {
@@ -9444,7 +9571,7 @@ var init_xoauth2 = __esm({
           } catch (_err) {
             const err = new Error("Can't generate token. Check your auth options");
             err.code = EOAUTH2;
-            return callback(err);
+            return done(err);
           }
           urlOptions = {
             grant_type: "urn:ietf:params:oauth:grant-type:jwt-bearer",
@@ -9458,7 +9585,7 @@ var init_xoauth2 = __esm({
           if (!this.options.refreshToken) {
             const err = new Error("Can't create new access token for user");
             err.code = EOAUTH2;
-            return callback(err);
+            return done(err);
           }
           urlOptions = {
             client_id: this.options.clientId || "",
@@ -9483,12 +9610,12 @@ var init_xoauth2 = __esm({
         this.postRequest(this.options.accessUrl, urlOptions, this.options, (error2, body) => {
           let data;
           if (error2) {
-            return callback(error2);
+            return done(error2);
           }
           try {
             data = JSON.parse(body.toString());
           } catch (E) {
-            return callback(E);
+            return done(E);
           }
           if (!data || typeof data !== "object") {
             this.logger.debug({
@@ -9498,7 +9625,7 @@ var init_xoauth2 = __esm({
             }, "Response: %s", (body || "").toString());
             const err2 = new Error("Invalid authentication response");
             err2.code = EOAUTH2;
-            return callback(err2);
+            return done(err2);
           }
           const logData = Object.assign({}, data);
           if (logData.access_token) {
@@ -9519,7 +9646,7 @@ var init_xoauth2 = __esm({
             }
             const err2 = new Error(errorMessage);
             err2.code = EOAUTH2;
-            return callback(err2);
+            return done(err2);
           }
           if (data.access_token) {
             this.updateToken(data.access_token, data.expires_in);
@@ -9527,7 +9654,7 @@ var init_xoauth2 = __esm({
           }
           const err = new Error("No access token");
           err.code = EOAUTH2;
-          return callback(err);
+          return done(err);
         });
       }
       /**
@@ -9561,7 +9688,10 @@ var init_xoauth2 = __esm({
           method: "post",
           headers: params.customHeaders,
           body: payload,
-          allowErrorResponse: true
+          allowErrorResponse: true,
+          // unset falls back to the fetch default, a stalled token endpoint would otherwise keep
+          // `renewing` set and queue every later request
+          timeout: params.requestTimeout
         };
         if (/^https:/i.test(url)) {
           fetchOptions.tls = Object.assign({ rejectUnauthorized: true }, params.tls || {});
@@ -9617,11 +9747,11 @@ var init_xoauth2 = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-pool/pool-resource.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-pool/pool-resource.js
 import { EventEmitter as EventEmitter3 } from "node:events";
 var PoolResource;
 var init_pool_resource = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-pool/pool-resource.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-pool/pool-resource.js"() {
     init_smtp_connection();
     init_shared();
     init_xoauth2();
@@ -9644,7 +9774,7 @@ var init_pool_resource = __esm({
                 method: "XOAUTH2"
               };
               oauth2.on("token", (token) => this.pool.mailer.emit("token", token));
-              oauth2.on("error", (err) => this.emit("error", err));
+              oauth2.on("error", (err) => this._fail(err));
               break;
             }
             default:
@@ -9667,6 +9797,19 @@ var init_pool_resource = __esm({
         this._connected = false;
         this.messages = 0;
         this.available = true;
+        this._failed = false;
+      }
+      /**
+       * Emits 'error' for the first failure only. A dead resource can report the same failure more
+       * than once (the connection error, then the send callback), the pool handles it once
+       * @internal
+       */
+      _fail(err) {
+        if (this._failed) {
+          return;
+        }
+        this._failed = true;
+        this.emit("error", err);
       }
       /**
        * Initiates a connection to the SMTP server
@@ -9676,7 +9819,7 @@ var init_pool_resource = __esm({
       connect(callback) {
         this.pool.getSocket(this.options, (err, socketOptions) => {
           if (err) {
-            this.emit("error", err);
+            this._fail(err);
             return callback(err);
           }
           let returned = false;
@@ -9693,8 +9836,8 @@ var init_pool_resource = __esm({
             options = Object.assign(assign(false, options), socketOptions);
           }
           this.connection = new smtp_connection_default(options);
-          this.connection.once("error", (err2) => {
-            this.emit("error", err2);
+          this.connection.on("error", (err2) => {
+            this._fail(err2);
             if (returned) {
               return;
             }
@@ -9703,39 +9846,26 @@ var init_pool_resource = __esm({
           });
           this.connection.once("end", () => {
             this.close();
-            if (returned) {
-              return;
-            }
             returned = true;
-            const timer = setTimeout(() => {
-              if (returned) {
-                return;
-              }
-              const err2 = new Error("Unexpected socket close");
-              if (this.connection && this.connection._socket && this.connection._socket.upgrading) {
-                err2.code = ETLS;
-              }
-              callback(err2);
-            }, 1e3);
-            try {
-              timer.unref();
-            } catch (_E) {
-            }
           });
-          this.connection.connect(() => {
+          this.connection.connect((err2) => {
             if (returned) {
               return;
             }
+            if (err2) {
+              returned = true;
+              return;
+            }
             if (this.auth && (this.connection.allowsAuth || options.forceAuth)) {
-              this.connection.login(this.auth, (err2) => {
+              this.connection.login(this.auth, (err3) => {
                 if (returned) {
                   return;
                 }
                 returned = true;
-                if (err2) {
+                if (err3) {
                   this.connection.close();
-                  this.emit("error", err2);
-                  return callback(err2);
+                  this._fail(err3);
+                  return callback(err3);
                 }
                 this._connected = true;
                 callback(null, true);
@@ -9784,7 +9914,7 @@ var init_pool_resource = __esm({
           this.messages++;
           if (err) {
             this.connection.close();
-            this.emit("error", err);
+            this._fail(err);
             return callback(err);
           }
           info.envelope = {
@@ -9797,7 +9927,7 @@ var init_pool_resource = __esm({
               const err2 = new Error("Resource exhausted");
               err2.code = EMAXLIMIT;
               this.connection.close();
-              this.emit("error", err2);
+              this._fail(err2);
             } else {
               this.pool._checkRateLimit(() => {
                 this.available = true;
@@ -9825,10 +9955,10 @@ var init_pool_resource = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/well-known/services.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/well-known/services.js
 var services;
 var init_services = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/well-known/services.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/well-known/services.js"() {
     services = {
       "126": {
         "description": "126 Mail (NetEase)",
@@ -10496,7 +10626,7 @@ var init_services = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/well-known/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/well-known/index.js
 function normalizeKey(key) {
   return key.replace(/[^a-zA-Z0-9.-]/g, "").toLowerCase();
 }
@@ -10515,7 +10645,7 @@ function wellKnown(key) {
 }
 var normalized;
 var init_well_known = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/well-known/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/well-known/index.js"() {
     init_services();
     normalized = {};
     Object.keys(services).forEach((key) => {
@@ -10532,17 +10662,19 @@ var init_well_known = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-pool/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-pool/index.js
 import { EventEmitter as EventEmitter4 } from "node:events";
-var SMTPPool, smtp_pool_default;
+var REQUEUE_BASE_DELAY, REQUEUE_MAX_DELAY, SMTPPool, smtp_pool_default;
 var init_smtp_pool = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-pool/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-pool/index.js"() {
     init_pool_resource();
     init_smtp_connection();
     init_well_known();
     init_shared();
     init_errors();
     init_package_info();
+    REQUEUE_BASE_DELAY = 50;
+    REQUEUE_MAX_DELAY = 2e3;
     SMTPPool = class extends EventEmitter4 {
       constructor(options) {
         super();
@@ -10573,6 +10705,7 @@ var init_smtp_pool = __esm({
         );
         this.options.maxConnections = this.options.maxConnections || 5;
         this.options.maxMessages = this.options.maxMessages || 100;
+        this.options.maxRequeues = typeof this.options.maxRequeues === "number" ? this.options.maxRequeues : 5;
         this.logger = getLogger(this.options, {
           component: this.options.component || "smtp-pool"
         });
@@ -10615,6 +10748,9 @@ var init_smtp_pool = __esm({
        */
       send(mail, callback) {
         if (this._closed) {
+          const err = new Error("Connection pool was closed");
+          err.code = ECONNECTION;
+          setImmediate(() => callback(err));
           return false;
         }
         this._queue.push({
@@ -10801,14 +10937,19 @@ var init_smtp_pool = __esm({
           this._removeConnection(connection);
           if (connection.queueEntry) {
             setTimeout(() => {
+              let delay = 0;
               if (connection.queueEntry) {
                 if (this._shouldRequeuOnConnectionClose(connection.queueEntry)) {
-                  this._requeueEntryOnConnectionClose(connection);
+                  delay = this._requeueEntryOnConnectionClose(connection);
                 } else {
                   this._failDeliveryOnConnectionClose(connection);
                 }
               }
-              this._continueProcessing();
+              if (delay) {
+                setTimeout(() => this._continueProcessing(), delay);
+              } else {
+                this._continueProcessing();
+              }
             }, 50);
           } else {
             if (!this._closed && this.idling && !this._connections.length) {
@@ -10822,7 +10963,7 @@ var init_smtp_pool = __esm({
       }
       /** @internal */
       _shouldRequeuOnConnectionClose(queueEntry) {
-        if (this.options.maxRequeues === void 0 || this.options.maxRequeues < 0) {
+        if (this.options.maxRequeues < 0) {
           return true;
         }
         return queueEntry.requeueAttempts < this.options.maxRequeues;
@@ -10831,7 +10972,9 @@ var init_smtp_pool = __esm({
       _failDeliveryOnConnectionClose(connection) {
         if (connection.queueEntry && connection.queueEntry.callback) {
           try {
-            connection.queueEntry.callback(new Error("Reached maximum number of retries after connection was closed"));
+            const err = new Error("Reached maximum number of retries after connection was closed");
+            err.code = ECONNECTION;
+            connection.queueEntry.callback(err);
           } catch (E) {
             this.logger.error({
               err: E,
@@ -10845,6 +10988,7 @@ var init_smtp_pool = __esm({
       }
       /** @internal */
       _requeueEntryOnConnectionClose(connection) {
+        const delay = Math.min(REQUEUE_BASE_DELAY * 2 ** connection.queueEntry.requeueAttempts, REQUEUE_MAX_DELAY);
         connection.queueEntry.requeueAttempts += 1;
         this.logger.debug({
           tnx: "pool",
@@ -10854,6 +10998,7 @@ var init_smtp_pool = __esm({
         }, "Re-queued message <%s> for #%s. Attempt: #%s", connection.queueEntry.messageId, connection.id, connection.queueEntry.requeueAttempts);
         this._queue.unshift(connection.queueEntry);
         connection.queueEntry = false;
+        return delay;
       }
       /**
        * Continue to process message if the pool hasn't closed
@@ -10928,10 +11073,11 @@ var init_smtp_pool = __esm({
             callback = callbackPromise(resolve4, reject);
           });
         }
+        const done = callback;
         const auth = new PoolResource(this).auth;
         this.getSocket(this.options, (err, socketOptions) => {
           if (err) {
-            return callback(err);
+            return done(err);
           }
           let options = this.options;
           if (socketOptions && socketOptions.connection) {
@@ -10953,14 +11099,14 @@ var init_smtp_pool = __esm({
             }
             returned = true;
             connection.close();
-            return callback(err2);
+            return done(err2);
           });
           connection.once("end", () => {
             if (returned) {
               return;
             }
             returned = true;
-            return callback(new Error("Connection closed"));
+            return done(new Error("Connection closed"));
           });
           const finalize = () => {
             if (returned) {
@@ -10968,30 +11114,35 @@ var init_smtp_pool = __esm({
             }
             returned = true;
             connection.quit();
-            return callback(null, true);
+            return done(null, true);
           };
-          connection.connect(() => {
+          connection.connect((err2) => {
             if (returned) {
               return;
             }
+            if (err2) {
+              returned = true;
+              connection.close();
+              return done(err2);
+            }
             if (auth && (connection.allowsAuth || options.forceAuth)) {
-              connection.login(auth, (err2) => {
+              connection.login(auth, (err3) => {
                 if (returned) {
                   return;
                 }
-                if (err2) {
+                if (err3) {
                   returned = true;
                   connection.close();
-                  return callback(err2);
+                  return done(err3);
                 }
                 finalize();
               });
             } else if (!auth && connection.allowsAuth && options.forceAuth) {
-              const err2 = new Error("Authentication info was not provided");
-              err2.code = ENOAUTH;
+              const err3 = new Error("Authentication info was not provided");
+              err3.code = ENOAUTH;
               returned = true;
               connection.close();
-              return callback(err2);
+              return done(err3);
             } else {
               finalize();
             }
@@ -11004,11 +11155,11 @@ var init_smtp_pool = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-transport/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-transport/index.js
 import { EventEmitter as EventEmitter5 } from "node:events";
 var SMTPTransport, smtp_transport_default;
 var init_smtp_transport = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/smtp-transport/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/smtp-transport/index.js"() {
     init_smtp_connection();
     init_well_known();
     init_shared();
@@ -11143,27 +11294,6 @@ var init_smtp_transport = __esm({
             connection.close();
             return callback(err2);
           });
-          connection.once("end", () => {
-            if (returned) {
-              return;
-            }
-            const timer = setTimeout(() => {
-              if (returned) {
-                return;
-              }
-              returned = true;
-              cleanupPerCallAuth();
-              const err2 = new Error("Unexpected socket close");
-              if (connection && connection._socket && connection._socket.upgrading) {
-                err2.code = ETLS;
-              }
-              callback(err2);
-            }, 1e3);
-            try {
-              timer.unref();
-            } catch (_E) {
-            }
-          });
           const sendMessage = () => {
             const envelope = mail.message.getEnvelope();
             const messageId = mail.message.messageId();
@@ -11182,6 +11312,9 @@ var init_smtp_transport = __esm({
               messageId
             }, "Sending message %s to <%s>", messageId, recipients.join(", "));
             connection.send(envelope, mail.message.createReadStream(), (err2, info) => {
+              if (returned) {
+                return;
+              }
               returned = true;
               cleanupPerCallAuth();
               connection.close();
@@ -11207,21 +11340,26 @@ var init_smtp_transport = __esm({
               }
             });
           };
-          connection.connect(() => {
+          connection.connect((err2) => {
             if (returned) {
               return;
             }
+            if (err2) {
+              returned = true;
+              connection.close();
+              return callback(err2);
+            }
             perCallAuth = this.getAuth(mail.data.auth);
             if (perCallAuth && (connection.allowsAuth || options.forceAuth)) {
-              connection.login(perCallAuth, (err2) => {
+              connection.login(perCallAuth, (err3) => {
                 cleanupPerCallAuth();
                 if (returned) {
                   return;
                 }
-                if (err2) {
+                if (err3) {
                   returned = true;
                   connection.close();
-                  return callback(err2);
+                  return callback(err3);
                 }
                 sendMessage();
               });
@@ -11238,9 +11376,10 @@ var init_smtp_transport = __esm({
             callback = callbackPromise(resolve4, reject);
           });
         }
+        const done = callback;
         this.getSocket(this.options, (err, socketOptions) => {
           if (err) {
-            return callback(err);
+            return done(err);
           }
           let options = this.options;
           if (socketOptions && socketOptions.connection) {
@@ -11270,7 +11409,7 @@ var init_smtp_transport = __esm({
             returned = true;
             cleanupPerCallAuth();
             connection.close();
-            return callback(err2);
+            return done(err2);
           });
           connection.once("end", () => {
             if (returned) {
@@ -11278,7 +11417,7 @@ var init_smtp_transport = __esm({
             }
             returned = true;
             cleanupPerCallAuth();
-            return callback(new Error("Connection closed"));
+            return done(new Error("Connection closed"));
           });
           const finalize = () => {
             if (returned) {
@@ -11287,33 +11426,38 @@ var init_smtp_transport = __esm({
             returned = true;
             cleanupPerCallAuth();
             connection.quit();
-            return callback(null, true);
+            return done(null, true);
           };
-          connection.connect(() => {
+          connection.connect((err2) => {
             if (returned) {
               return;
             }
+            if (err2) {
+              returned = true;
+              connection.close();
+              return done(err2);
+            }
             perCallAuth = this.getAuth({});
             if (perCallAuth && (connection.allowsAuth || options.forceAuth)) {
-              connection.login(perCallAuth, (err2) => {
+              connection.login(perCallAuth, (err3) => {
                 cleanupPerCallAuth();
                 if (returned) {
                   return;
                 }
-                if (err2) {
+                if (err3) {
                   returned = true;
                   connection.close();
-                  return callback(err2);
+                  return done(err3);
                 }
                 finalize();
               });
             } else if (!perCallAuth && connection.allowsAuth && options.forceAuth) {
-              const err2 = new Error("Authentication info was not provided");
-              err2.code = ENOAUTH;
+              const err3 = new Error("Authentication info was not provided");
+              err3.code = ENOAUTH;
               returned = true;
               cleanupPerCallAuth();
               connection.close();
-              return callback(err2);
+              return done(err3);
             } else {
               finalize();
             }
@@ -11335,11 +11479,11 @@ var init_smtp_transport = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/sendmail-transport/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/sendmail-transport/index.js
 import { spawn } from "node:child_process";
 var SendmailTransport, sendmail_transport_default;
 var init_sendmail_transport = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/sendmail-transport/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/sendmail-transport/index.js"() {
     init_package_info();
     init_shared();
     init_errors();
@@ -11480,10 +11624,10 @@ var init_sendmail_transport = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/stream-transport/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/stream-transport/index.js
 var StreamTransport, stream_transport_default;
 var init_stream_transport = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/stream-transport/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/stream-transport/index.js"() {
     init_package_info();
     init_shared();
     init_le_windows();
@@ -11577,10 +11721,10 @@ var init_stream_transport = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/json-transport/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/json-transport/index.js
 var JSONTransport, json_transport_default;
 var init_json_transport = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/json-transport/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/json-transport/index.js"() {
     init_package_info();
     init_shared();
     JSONTransport = class {
@@ -11636,7 +11780,7 @@ var init_json_transport = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/ses-transport/index.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/ses-transport/index.js
 import EventEmitter6 from "node:events";
 function tagSesError(err) {
   if (err && typeof err === "object" && !err.code) {
@@ -11646,7 +11790,7 @@ function tagSesError(err) {
 }
 var SESTransport, ses_transport_default;
 var init_ses_transport = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/ses-transport/index.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/ses-transport/index.js"() {
     init_package_info();
     init_shared();
     init_errors();
@@ -11828,7 +11972,7 @@ var init_ses_transport = __esm({
   }
 });
 
-// node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/nodemailer.js
+// node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/nodemailer.js
 function createTransport(transporter, defaults) {
   let options;
   if (
@@ -11950,7 +12094,7 @@ function getTestMessageUrl(info) {
 }
 var ETHEREAL_API, ETHEREAL_WEB, ETHEREAL_API_KEY, ETHEREAL_CACHE, testAccount, nodemailer, nodemailer_default;
 var init_nodemailer = __esm({
-  "node_modules/.pnpm/nodemailer@10.0.10/node_modules/nodemailer/dist/esm/nodemailer.js"() {
+  "node_modules/.pnpm/nodemailer@10.0.13/node_modules/nodemailer/dist/esm/nodemailer.js"() {
     init_mailer();
     init_shared();
     init_smtp_pool();
@@ -45015,8 +45159,8 @@ var require_constants2 = __commonJS({
     "use strict";
     Object.defineProperty(exports, "__esModule", { value: true });
     exports.SOCKS5_NO_ACCEPTABLE_AUTH = exports.SOCKS5_CUSTOM_AUTH_END = exports.SOCKS5_CUSTOM_AUTH_START = exports.SOCKS_INCOMING_PACKET_SIZES = exports.SocksClientState = exports.Socks5Response = exports.Socks5HostType = exports.Socks5Auth = exports.Socks4Response = exports.SocksCommand = exports.ERRORS = exports.DEFAULT_TIMEOUT = void 0;
-    var DEFAULT_TIMEOUT = 3e4;
-    exports.DEFAULT_TIMEOUT = DEFAULT_TIMEOUT;
+    var DEFAULT_TIMEOUT2 = 3e4;
+    exports.DEFAULT_TIMEOUT = DEFAULT_TIMEOUT2;
     var ERRORS = {
       InvalidSocksCommand: "An invalid SOCKS command was provided. Valid options are connect, bind, and associate.",
       InvalidSocksCommandForOperation: "An invalid SOCKS command was provided. Only a subset of commands are supported for this operation.",
@@ -57841,9 +57985,12 @@ __export(imapClient_exports, {
   MAX_UNSCOPED_SEARCH_DEPTH: () => MAX_UNSCOPED_SEARCH_DEPTH,
   __resetPool: () => __resetPool,
   __setPoolConnect: () => __setPoolConnect,
+  base64DecodedLength: () => base64DecodedLength,
+  base64DecodedSizeFromTail: () => base64DecodedSizeFromTail,
   bodyStructureHasAttachments: () => bodyStructureHasAttachments,
   buildImapConnectionOptions: () => buildImapConnectionOptions,
   decodeImapId: () => decodeImapId,
+  decodedSizeWithoutBody: () => decodedSizeWithoutBody,
   dropAllPools: () => dropAllPools,
   encodeImapId: () => encodeImapId,
   imapAppendDraft: () => imapAppendDraft,
@@ -57884,6 +58031,7 @@ __export(imapClient_exports, {
   matchMailbox: () => matchMailbox,
   normalizeMessageId: () => normalizeMessageId,
   omittedNote: () => omittedNote,
+  quotedPrintableDecodedLength: () => quotedPrintableDecodedLength,
   resolveDraftImapAccount: () => resolveDraftImapAccount,
   resolveImapConfig: () => resolveImapConfig,
   resolveImapConfigs: () => resolveImapConfigs,
@@ -59344,6 +59492,56 @@ async function imapDeleteMessageById(id, deps = {}) {
     }
   });
 }
+function dispositionSize(params) {
+  const raw = params?.size?.trim();
+  return raw && /^\d+$/.test(raw) ? Number(raw) : void 0;
+}
+function base64DecodedLength(body) {
+  const s = typeof body === "string" ? body : body.toString("latin1");
+  const n = s.replace(/[^A-Za-z0-9+/]/g, "").length;
+  return Math.floor(n * 3 / 4);
+}
+function base64DecodedSizeFromTail(total, tail) {
+  if (tail.length >= total) return base64DecodedLength(tail);
+  const s = tail.toString("latin1");
+  const term = s.includes("\r\n") ? "\r\n" : "\n";
+  const segs = s.split(term);
+  if (segs.length < 3) return void 0;
+  let trailing = 0;
+  while (segs.length > 1 && segs[segs.length - 1] === "") {
+    segs.pop();
+    trailing++;
+  }
+  const last = segs[segs.length - 1];
+  const full = segs.slice(1, -1);
+  if (full.length === 0 || !last) return void 0;
+  const L = full[0].length;
+  const alphabet = /^[A-Za-z0-9+/]+$/;
+  if (L === 0 || L % 4 !== 0 || !full.every((l) => l.length === L && alphabet.test(l))) {
+    return void 0;
+  }
+  const m = /^([A-Za-z0-9+/]*)(=*)$/.exec(last);
+  if (!m || m[2].length > 2 || last.length > L) return void 0;
+  const before = total - trailing * term.length - last.length;
+  if (before < 0 || before % (L + term.length) !== 0) return void 0;
+  const chars = before / (L + term.length) * L + last.length;
+  if (chars % 4 !== 0) return void 0;
+  return chars / 4 * 3 - m[2].length;
+}
+function quotedPrintableDecodedLength(body) {
+  const s = (typeof body === "string" ? body : body.toString("latin1")).replace(/=\r?\n/g, "");
+  const escapes = s.match(/=[0-9A-Fa-f]{2}/g)?.length ?? 0;
+  return s.length - escapes * 2;
+}
+function decodedSizeWithoutBody(a) {
+  if (a.declaredSize !== void 0) return { size: a.declaredSize, exact: true };
+  if (a.encoding === "base64") {
+    const chars = a.encodedSize - 2 * Math.floor(a.encodedSize / 78);
+    return { size: Math.floor(chars * 3 / 4), exact: false };
+  }
+  if (a.encoding === "quoted-printable") return { size: a.encodedSize, exact: false };
+  return { size: a.encodedSize, exact: true };
+}
 function collectAttachments(node, out = []) {
   if (!node) return out;
   const filename = node.dispositionParameters?.filename || node.parameters?.name;
@@ -59355,7 +59553,9 @@ function collectAttachments(node, out = []) {
       part: node.part,
       filename: filename || `part-${node.part}`,
       mimeType: node.type || "application/octet-stream",
-      size: node.size ?? 0
+      encodedSize: node.size ?? 0,
+      encoding: (node.encoding || "").toLowerCase().trim(),
+      declaredSize: dispositionSize(node.dispositionParameters)
     });
   }
   for (const child of node.childNodes ?? []) collectAttachments(child, out);
@@ -59376,6 +59576,52 @@ async function streamToBuffer(content, maxBytes) {
   }
   return Buffer.concat(chunks);
 }
+async function resolveDecodedSizes(client, uid, atts) {
+  const out = atts.map(decodedSizeWithoutBody);
+  const probes = [];
+  atts.forEach((a, i) => {
+    if (a.declaredSize !== void 0 || a.encodedSize <= 0) return;
+    if (a.encoding === "base64") {
+      probes.push({ i, start: Math.max(0, a.encodedSize - BASE64_TAIL_WINDOW), kind: "b64" });
+    } else if (a.encoding === "quoted-printable" && a.encodedSize <= QP_EXACT_MAX_BYTES) {
+      probes.push({ i, start: 0, kind: "qp" });
+    }
+  });
+  if (probes.length === 0) return out;
+  let parts;
+  try {
+    const msg = await client.fetchOne(
+      String(uid),
+      {
+        uid: true,
+        bodyParts: probes.map((p) => ({
+          key: atts[p.i].part,
+          start: p.start,
+          maxLength: atts[p.i].encodedSize - p.start
+        }))
+      },
+      { uid: true }
+    );
+    parts = msg ? msg.bodyParts : void 0;
+  } catch {
+    return out;
+  }
+  for (const p of probes) {
+    const a = atts[p.i];
+    const buf = parts?.get(a.part.toLowerCase());
+    if (!buf) continue;
+    let exact;
+    if (p.kind === "qp") {
+      exact = quotedPrintableDecodedLength(buf);
+    } else {
+      const requested = a.encodedSize - p.start;
+      const total = buf.length < requested ? p.start + buf.length : a.encodedSize;
+      exact = base64DecodedSizeFromTail(total, buf);
+    }
+    if (exact !== void 0) out[p.i] = { size: exact, exact: true };
+  }
+  return out;
+}
 async function imapListAttachments(id, deps = {}) {
   const ref = decodeImapId(id);
   if (!ref) return { success: false, error: `Not an IMAP message id: "${id}".` };
@@ -59384,12 +59630,18 @@ async function imapListAttachments(id, deps = {}) {
     if (!msg || !msg.bodyStructure) {
       return { success: false, error: `IMAP message UID ${ref.uid} not found in "${ref.path}".` };
     }
-    const attachments = collectAttachments(msg.bodyStructure).map((a) => ({
-      id: `${id}#${a.part}`,
-      name: a.filename,
-      mimeType: a.mimeType,
-      size: a.size
-    }));
+    const atts = collectAttachments(msg.bodyStructure);
+    const sizes = await resolveDecodedSizes(client, ref.uid, atts);
+    const attachments = atts.map((a, i) => {
+      const info = {
+        id: `${id}#${a.part}`,
+        name: a.filename,
+        mimeType: a.mimeType,
+        size: sizes[i].size
+      };
+      if (!sizes[i].exact) info.sizeApproximate = true;
+      return info;
+    });
     return { success: true, attachments };
   });
 }
@@ -59410,10 +59662,11 @@ async function imapFetchAttachment(id, attachmentName, deps = {}) {
         error: `Attachment "${attachmentName}" not found on UID ${ref.uid}. Available: ${names}.`
       };
     }
-    if (match.size > MAX_IMAP_ATTACHMENT_BYTES) {
+    const expected = decodedSizeWithoutBody(match).size;
+    if (expected > MAX_IMAP_ATTACHMENT_BYTES) {
       return {
         success: false,
-        error: `IMAP attachment "${attachmentName}" is ${match.size} bytes; the maximum is ${MAX_IMAP_ATTACHMENT_BYTES} bytes (25 MiB).`
+        error: `IMAP attachment "${attachmentName}" is ${expected} bytes; the maximum is ${MAX_IMAP_ATTACHMENT_BYTES} bytes (25 MiB).`
       };
     }
     try {
@@ -59601,7 +59854,7 @@ async function imapThread(id, deps = {}, limit = 50) {
     true
   );
 }
-var import_imapflow, IMAP_ENV, defaultConnect, SPECIAL_USE_ALIASES, NOT_DELETED, LARGE_MAILBOX_MESSAGES, FIRST_SEARCH_WINDOW, MAX_WINDOW, MAX_UNSCOPED_SEARCH_DEPTH, ROW_QUERY, ROW_QUERY_NO_STRUCTURE, ROW_QUERY_HEADERS_ONLY, DELETED_MARGIN, poolConnect, pools, connecting, MAX_COMPOSE_SOURCE_BYTES, MAX_RFC822_INLINE_BYTES, MAX_RFC822_FILE_BYTES, HEADER_WINDOW_BYTES, MAIL_FLAG_BITS, imapMarkRead, imapMarkUnread, FALLBACK_TRASH_PATH, imapBatchMarkRead, imapBatchMarkUnread, imapBatchFlag, imapBatchUnflag, imapBatchDelete;
+var import_imapflow, IMAP_ENV, defaultConnect, SPECIAL_USE_ALIASES, NOT_DELETED, LARGE_MAILBOX_MESSAGES, FIRST_SEARCH_WINDOW, MAX_WINDOW, MAX_UNSCOPED_SEARCH_DEPTH, ROW_QUERY, ROW_QUERY_NO_STRUCTURE, ROW_QUERY_HEADERS_ONLY, DELETED_MARGIN, poolConnect, pools, connecting, MAX_COMPOSE_SOURCE_BYTES, MAX_RFC822_INLINE_BYTES, MAX_RFC822_FILE_BYTES, HEADER_WINDOW_BYTES, MAIL_FLAG_BITS, imapMarkRead, imapMarkUnread, FALLBACK_TRASH_PATH, BASE64_TAIL_WINDOW, QP_EXACT_MAX_BYTES, imapBatchMarkRead, imapBatchMarkUnread, imapBatchFlag, imapBatchUnflag, imapBatchDelete;
 var init_imapClient = __esm({
   "src/services/imapClient.ts"() {
     "use strict";
@@ -59706,6 +59959,8 @@ var init_imapClient = __esm({
     imapMarkRead = (id, deps = {}) => flagOp(id, "\\Seen", true, deps);
     imapMarkUnread = (id, deps = {}) => flagOp(id, "\\Seen", false, deps);
     FALLBACK_TRASH_PATH = "Trash";
+    BASE64_TAIL_WINDOW = 1024;
+    QP_EXACT_MAX_BYTES = 64 * 1024;
     imapBatchMarkRead = (ids, deps = {}) => imapBatch(ids, deps, async (c, uids) => {
       assertMutated(
         await c.messageFlagsAdd(uids, ["\\Seen"], { uid: true }),