2 // System.Net.Mail.SmtpClient.cs
5 // Tim Coleman (tim@timcoleman.com)
7 // Copyright (C) Tim Coleman, 2004
11 // Permission is hereby granted, free of charge, to any person obtaining
12 // a copy of this software and associated documentation files (the
13 // "Software"), to deal in the Software without restriction, including
14 // without limitation the rights to use, copy, modify, merge, publish,
15 // distribute, sublicense, and/or sell copies of the Software, and to
16 // permit persons to whom the Software is furnished to do so, subject to
17 // the following conditions:
19 // The above copyright notice and this permission notice shall be
20 // included in all copies or substantial portions of the Software.
22 // THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND,
23 // EXPRESS OR IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF
24 // MERCHANTABILITY, FITNESS FOR A PARTICULAR PURPOSE AND
25 // NONINFRINGEMENT. IN NO EVENT SHALL THE AUTHORS OR COPYRIGHT HOLDERS BE
26 // LIABLE FOR ANY CLAIM, DAMAGES OR OTHER LIABILITY, WHETHER IN AN ACTION
27 // OF CONTRACT, TORT OR OTHERWISE, ARISING FROM, OUT OF OR IN CONNECTION
28 // WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN THE SOFTWARE.
32 #if MONO_SECURITY_ALIAS
33 extern alias MonoSecurity;
36 extern alias PrebuiltSystem;
39 #if MONO_SECURITY_ALIAS
40 using MSI = MonoSecurity::Mono.Security.Interface;
42 using MSI = Mono.Security.Interface;
45 using X509CertificateCollection = PrebuiltSystem::System.Security.Cryptography.X509Certificates.X509CertificateCollection;
47 using X509CertificateCollection = System.Security.Cryptography.X509Certificates.X509CertificateCollection;
49 using System.Security.Cryptography.X509Certificates;
53 using System.Collections.Generic;
54 using System.ComponentModel;
55 using System.Globalization;
58 using System.Net.Mime;
59 using System.Net.Sockets;
61 using System.Threading;
62 using System.Net.Configuration;
63 using System.Configuration;
64 using System.Net.Security;
65 using System.Security.Authentication;
66 using System.Threading.Tasks;
67 using Mono.Net.Security;
69 namespace System.Net.Mail {
70 [Obsolete ("SmtpClient and its network of types are poorly designed, we strongly recommend you use https://github.com/jstedfast/MailKit and https://github.com/jstedfast/MimeKit instead")]
71 public class SmtpClient
79 ICredentialsByHost credentials;
80 string pickupDirectoryLocation;
81 SmtpDeliveryMethod deliveryMethod;
84 X509CertificateCollection clientCertificates;
92 MailAddress defaultFrom;
94 MailMessage messageInProcess;
96 BackgroundWorker worker;
97 object user_async_state;
106 class CancellationException : Exception
111 Mutex mutex = new Mutex ();
122 public SmtpClient (string host)
127 public SmtpClient (string host, int port) {
128 #if CONFIGURATION_DEP
129 SmtpSection cfg = (SmtpSection) ConfigurationManager.GetSection ("system.net/mailSettings/smtp");
132 this.host = cfg.Network.Host;
133 this.port = cfg.Network.Port;
134 this.enableSsl = cfg.Network.EnableSsl;
135 TargetName = cfg.Network.TargetName;
136 if (this.TargetName == null)
137 TargetName = "SMTPSVC/" + (host != null ? host : "");
140 if (cfg.Network.UserName != null) {
141 string password = String.Empty;
143 if (cfg.Network.Password != null)
144 password = cfg.Network.Password;
146 Credentials = new CCredentialsByHost (cfg.Network.UserName, password);
149 if (!String.IsNullOrEmpty (cfg.From))
150 defaultFrom = new MailAddress (cfg.From);
153 // Just to eliminate the warning, this codepath does not end up in production.
157 if (!String.IsNullOrEmpty (host))
162 else if (this.port == 0)
166 #endregion // Constructors
171 [MonoTODO("Client certificates not used")]
172 public X509CertificateCollection ClientCertificates {
174 if (clientCertificates == null)
175 clientCertificates = new X509CertificateCollection ();
176 return clientCertificates;
182 string TargetName { get; set; }
184 public ICredentialsByHost Credentials {
185 get { return credentials; }
192 public SmtpDeliveryMethod DeliveryMethod {
193 get { return deliveryMethod; }
196 deliveryMethod = value;
200 public bool EnableSsl {
201 get { return enableSsl; }
212 throw new ArgumentNullException ("value");
213 if (value.Length == 0)
214 throw new ArgumentException ("An empty string is not allowed.", "value");
220 public string PickupDirectoryLocation {
221 get { return pickupDirectoryLocation; }
222 set { pickupDirectoryLocation = value; }
229 throw new ArgumentOutOfRangeException ("value");
236 public ServicePoint ServicePoint {
237 get { throw new NotImplementedException (); }
241 get { return timeout; }
244 throw new ArgumentOutOfRangeException ("value");
250 public bool UseDefaultCredentials {
251 get { return false; }
252 [MonoNotSupported ("no DefaultCredential support in Mono")]
255 throw new NotImplementedException ("Default credentials are not supported");
260 #endregion // Properties
264 public event SendCompletedEventHandler SendCompleted;
269 public void Dispose ()
274 [MonoTODO ("Does nothing at the moment.")]
275 protected virtual void Dispose (bool disposing)
277 // TODO: We should close all the connections and abort any async operations here
279 private void CheckState ()
281 if (messageInProcess != null)
282 throw new InvalidOperationException ("Cannot set Timeout while Sending a message");
285 private static string EncodeAddress(MailAddress address)
287 if (!String.IsNullOrEmpty (address.DisplayName)) {
288 string encodedDisplayName = MailMessage.EncodeSubjectRFC2047 (address.DisplayName, Encoding.UTF8);
289 return "\"" + encodedDisplayName + "\" <" + address.Address + ">";
291 return address.ToString ();
294 private static string EncodeAddresses(MailAddressCollection addresses)
296 StringBuilder sb = new StringBuilder();
298 foreach (MailAddress address in addresses) {
302 sb.Append(EncodeAddress(address));
305 return sb.ToString();
308 private string EncodeSubjectRFC2047 (MailMessage message)
310 return MailMessage.EncodeSubjectRFC2047 (message.Subject, message.SubjectEncoding);
313 private string EncodeBody (MailMessage message)
315 string body = message.Body;
316 Encoding encoding = message.BodyEncoding;
318 switch (message.ContentTransferEncoding) {
319 case TransferEncoding.SevenBit:
321 case TransferEncoding.Base64:
322 return Convert.ToBase64String (encoding.GetBytes (body), Base64FormattingOptions.InsertLineBreaks);
324 return ToQuotedPrintable (body, encoding);
328 private string EncodeBody (AlternateView av)
330 //Encoding encoding = av.ContentType.CharSet != null ? Encoding.GetEncoding (av.ContentType.CharSet) : Encoding.UTF8;
332 byte [] bytes = new byte [av.ContentStream.Length];
333 av.ContentStream.Read (bytes, 0, bytes.Length);
336 switch (av.TransferEncoding) {
337 case TransferEncoding.SevenBit:
338 return Encoding.ASCII.GetString (bytes);
339 case TransferEncoding.Base64:
340 return Convert.ToBase64String (bytes, Base64FormattingOptions.InsertLineBreaks);
342 return ToQuotedPrintable (bytes);
347 private void EndSection (string section)
349 SendData (String.Format ("--{0}--", section));
350 SendData (string.Empty);
353 private string GenerateBoundary ()
355 string output = GenerateBoundary (boundaryIndex);
360 private static string GenerateBoundary (int index)
362 return String.Format ("--boundary_{0}_{1}", index, Guid.NewGuid ().ToString ("D"));
365 private bool IsError (SmtpResponse status)
367 return ((int) status.StatusCode) >= 400;
370 protected void OnSendCompleted (AsyncCompletedEventArgs e)
373 if (SendCompleted != null)
374 SendCompleted (this, e);
377 user_async_state = null;
381 private void CheckCancellation ()
383 if (worker != null && worker.CancellationPending)
384 throw new CancellationException ();
387 private SmtpResponse Read () {
388 byte [] buffer = new byte [512];
390 bool lastLine = false;
393 CheckCancellation ();
395 int readLength = stream.Read (buffer, position, buffer.Length - position);
396 if (readLength > 0) {
397 int available = position + readLength - 1;
398 if (available > 4 && (buffer [available] == '\n' || buffer [available] == '\r'))
399 for (int index = available - 3; ; index--) {
400 if (index < 0 || buffer [index] == '\n' || buffer [index] == '\r') {
401 lastLine = buffer [index + 4] == ' ';
407 position += readLength;
409 // check if buffer is full
410 if (position == buffer.Length) {
411 byte [] newBuffer = new byte [buffer.Length * 2];
412 Array.Copy (buffer, 0, newBuffer, 0, buffer.Length);
422 Encoding encoding = new ASCIIEncoding ();
424 string line = encoding.GetString (buffer, 0, position - 1);
426 // parse the line to the lastResponse object
427 SmtpResponse response = SmtpResponse.Parse (line);
431 throw new System.IO.IOException ("Connection closed");
435 void ResetExtensions()
437 authMechs = AuthMechs.None;
440 void ParseExtensions (string extens)
442 string[] parts = extens.Split ('\n');
444 foreach (string part in parts) {
448 string start = part.Substring (4);
449 if (start.StartsWith ("AUTH ", StringComparison.Ordinal)) {
450 string[] options = start.Split (' ');
451 for (int k = 1; k < options.Length; k++) {
452 string option = options[k].Trim();
453 // GSSAPI, KERBEROS_V4, NTLM not supported
457 authMechs |= AuthMechs.CramMD5;
460 authMechs |= AuthMechs.DigestMD5;
464 authMechs |= AuthMechs.Login;
467 authMechs |= AuthMechs.Plain;
475 public void Send (MailMessage message)
478 throw new ArgumentNullException ("message");
480 if (deliveryMethod == SmtpDeliveryMethod.Network && (Host == null || Host.Trim ().Length == 0))
481 throw new InvalidOperationException ("The SMTP host was not specified");
482 else if (deliveryMethod == SmtpDeliveryMethod.PickupDirectoryFromIis)
483 throw new NotSupportedException("IIS delivery is not supported");
488 // Block while sending
491 messageInProcess = message;
492 if (deliveryMethod == SmtpDeliveryMethod.SpecifiedPickupDirectory)
493 SendToFile (message);
495 SendInternal (message);
496 } catch (CancellationException) {
497 // This exception is introduced for convenient cancellation process.
498 } catch (SmtpException) {
500 } catch (Exception ex) {
501 throw new SmtpException ("Message could not be sent.", ex);
503 // Release the mutex to allow other threads access
504 mutex.ReleaseMutex ();
505 messageInProcess = null;
509 private void SendInternal (MailMessage message)
511 CheckCancellation ();
514 client = new TcpClient (host, port);
515 stream = client.GetStream ();
516 // FIXME: this StreamWriter creation is bogus.
517 // It expects as if a Stream were able to switch to SSL
518 // mode (such behavior is only in Mainsoft Socket API).
519 writer = new StreamWriter (stream);
520 reader = new StreamReader (stream);
535 // FIXME: simple implementation, could be brushed up.
536 private void SendToFile (MailMessage message)
538 if (!Path.IsPathRooted (pickupDirectoryLocation))
539 throw new SmtpException("Only absolute directories are allowed for pickup directory.");
541 string filename = Path.Combine (pickupDirectoryLocation,
542 Guid.NewGuid() + ".eml");
545 writer = new StreamWriter(filename);
547 // FIXME: See how Microsoft fixed the bug about envelope senders, and how it actually represents the info in .eml file headers
548 // For all we know, defaultFrom may be the envelope sender
549 // For now, we are no worse than some versions of .NET
550 MailAddress from = message.From;
554 string dt = DateTime.Now.ToString("ddd, dd MMM yyyy HH':'mm':'ss zzz", DateTimeFormatInfo.InvariantInfo);
555 // remove ':' from time zone offset (e.g. from "+01:00")
556 dt = dt.Remove(dt.Length - 3, 1);
557 SendHeader(HeaderName.Date, dt);
559 SendHeader (HeaderName.From, EncodeAddress(from));
560 SendHeader (HeaderName.To, EncodeAddresses(message.To));
561 if (message.CC.Count > 0)
562 SendHeader (HeaderName.Cc, EncodeAddresses(message.CC));
563 SendHeader (HeaderName.Subject, EncodeSubjectRFC2047 (message));
565 foreach (string s in message.Headers.AllKeys)
566 SendHeader (s, message.Headers [s]);
568 AddPriorityHeader (message);
571 if (message.Attachments.Count > 0)
572 SendWithAttachments (message);
574 SendWithoutAttachments (message, null, false);
578 if (writer != null) writer.Close(); writer = null;
582 private void SendCore (MailMessage message)
587 if (IsError (status))
588 throw new SmtpException (status.StatusCode, status.Description);
592 // FIXME: parse the list of extensions so we don't bother wasting
593 // our time trying commands if they aren't supported.
595 // get the host name (not fully qualified)
596 string fqdn = Dns.GetHostName ();
598 // we'll try for the fully qualified name - ref: bug #33551
599 fqdn = Dns.GetHostEntry (fqdn).HostName;
601 catch (SocketException) {
602 // we could not resolve our name but will continue with the partial name
603 // IOW we won't fail to send email because of this - ref: bug #37246
605 status = SendCommand ("EHLO " + fqdn);
607 if (IsError (status)) {
608 status = SendCommand ("HELO " + fqdn);
610 if (IsError (status))
611 throw new SmtpException (status.StatusCode, status.Description);
613 // Parse ESMTP extensions
614 string extens = status.Description;
617 ParseExtensions (extens);
621 InitiateSecureConnection ();
623 writer = new StreamWriter (stream);
624 reader = new StreamReader (stream);
625 status = SendCommand ("EHLO " + fqdn);
627 if (IsError (status)) {
628 status = SendCommand ("HELO " + fqdn);
630 if (IsError (status))
631 throw new SmtpException (status.StatusCode, status.Description);
633 // Parse ESMTP extensions
634 string extens = status.Description;
636 ParseExtensions (extens);
640 if (authMechs != AuthMechs.None)
643 // The envelope sender: use 'Sender:' in preference of 'From:'
644 MailAddress sender = message.Sender;
646 sender = message.From;
648 sender = defaultFrom;
651 status = SendCommand ("MAIL FROM:<" + sender.Address + '>');
652 if (IsError (status)) {
653 throw new SmtpException (status.StatusCode, status.Description);
656 // Send RCPT TO: for all recipients
657 List<SmtpFailedRecipientException> sfre = new List<SmtpFailedRecipientException> ();
659 for (int i = 0; i < message.To.Count; i ++) {
660 status = SendCommand ("RCPT TO:<" + message.To [i].Address + '>');
661 if (IsError (status))
662 sfre.Add (new SmtpFailedRecipientException (status.StatusCode, message.To [i].Address));
664 for (int i = 0; i < message.CC.Count; i ++) {
665 status = SendCommand ("RCPT TO:<" + message.CC [i].Address + '>');
666 if (IsError (status))
667 sfre.Add (new SmtpFailedRecipientException (status.StatusCode, message.CC [i].Address));
669 for (int i = 0; i < message.Bcc.Count; i ++) {
670 status = SendCommand ("RCPT TO:<" + message.Bcc [i].Address + '>');
671 if (IsError (status))
672 sfre.Add (new SmtpFailedRecipientException (status.StatusCode, message.Bcc [i].Address));
676 throw new SmtpFailedRecipientsException ("failed recipients", sfre.ToArray ());
679 status = SendCommand ("DATA");
680 if (IsError (status))
681 throw new SmtpException (status.StatusCode, status.Description);
683 // Send message headers
684 string dt = DateTime.Now.ToString ("ddd, dd MMM yyyy HH':'mm':'ss zzz", DateTimeFormatInfo.InvariantInfo);
685 // remove ':' from time zone offset (e.g. from "+01:00")
686 dt = dt.Remove (dt.Length - 3, 1);
687 SendHeader (HeaderName.Date, dt);
689 MailAddress from = message.From;
693 SendHeader (HeaderName.From, EncodeAddress (from));
694 SendHeader (HeaderName.To, EncodeAddresses (message.To));
695 if (message.CC.Count > 0)
696 SendHeader (HeaderName.Cc, EncodeAddresses (message.CC));
697 SendHeader (HeaderName.Subject, EncodeSubjectRFC2047 (message));
701 switch (message.Priority){
702 case MailPriority.Normal:
706 case MailPriority.Low:
710 case MailPriority.High:
714 SendHeader ("Priority", v);
715 if (message.Sender != null)
716 SendHeader ("Sender", EncodeAddress (message.Sender));
717 if (message.ReplyToList.Count > 0)
718 SendHeader ("Reply-To", EncodeAddresses (message.ReplyToList));
720 foreach (string s in message.Headers.AllKeys)
721 SendHeader (s, MailMessage.EncodeSubjectRFC2047 (message.Headers [s], message.HeadersEncoding));
723 AddPriorityHeader (message);
726 if (message.Attachments.Count > 0)
727 SendWithAttachments (message);
729 SendWithoutAttachments (message, null, false);
734 if (IsError (status))
735 throw new SmtpException (status.StatusCode, status.Description);
738 status = SendCommand ("QUIT");
739 } catch (System.IO.IOException) {
740 // We excuse server for the rude connection closing as a response to QUIT
744 public void Send (string from, string to, string subject, string body)
746 Send (new MailMessage (from, to, subject, body));
749 public Task SendMailAsync (MailMessage message)
751 var tcs = new TaskCompletionSource<object> ();
752 SendCompletedEventHandler handler = null;
753 handler = (s, e) => SendMailAsyncCompletedHandler (tcs, e, handler, this);
754 SendCompleted += handler;
755 SendAsync (message, tcs);
759 public Task SendMailAsync (string from, string recipients, string subject, string body)
761 return SendMailAsync (new MailMessage (from, recipients, subject, body));
764 static void SendMailAsyncCompletedHandler (TaskCompletionSource<object> source, AsyncCompletedEventArgs e, SendCompletedEventHandler handler, SmtpClient client)
766 if (source != e.UserState)
769 client.SendCompleted -= handler;
771 if (e.Error != null) {
772 source.SetException (e.Error);
777 source.SetCanceled ();
781 source.SetResult (null);
784 private void SendDot()
786 writer.Write(".\r\n");
790 private void SendData (string data)
792 if (String.IsNullOrEmpty (data)) {
793 writer.Write("\r\n");
798 StringReader sr = new StringReader (data);
800 bool escapeDots = deliveryMethod == SmtpDeliveryMethod.Network;
801 while ((line = sr.ReadLine ()) != null) {
802 CheckCancellation ();
805 if (line.Length > 0 && line[0] == '.') {
810 writer.Write ("\r\n");
815 public void SendAsync (MailMessage message, object userToken)
818 throw new InvalidOperationException ("Another SendAsync operation is in progress");
820 worker = new BackgroundWorker ();
821 worker.DoWork += delegate (object o, DoWorkEventArgs ea) {
823 user_async_state = ea.Argument;
825 } catch (Exception ex) {
830 worker.WorkerSupportsCancellation = true;
831 worker.RunWorkerCompleted += delegate (object o, RunWorkerCompletedEventArgs ea) {
832 // Note that RunWorkerCompletedEventArgs.UserState cannot be used (LAMESPEC)
833 OnSendCompleted (new AsyncCompletedEventArgs (ea.Error, ea.Cancelled, user_async_state));
835 worker.RunWorkerAsync (userToken);
838 public void SendAsync (string from, string to, string subject, string body, object userToken)
840 SendAsync (new MailMessage (from, to, subject, body), userToken);
843 public void SendAsyncCancel ()
846 throw new InvalidOperationException ("SendAsync operation is not in progress");
847 worker.CancelAsync ();
850 private void AddPriorityHeader (MailMessage message) {
851 switch (message.Priority) {
852 case MailPriority.High:
853 SendHeader (HeaderName.Priority, "Urgent");
854 SendHeader (HeaderName.Importance, "high");
855 SendHeader (HeaderName.XPriority, "1");
857 case MailPriority.Low:
858 SendHeader (HeaderName.Priority, "Non-Urgent");
859 SendHeader (HeaderName.Importance, "low");
860 SendHeader (HeaderName.XPriority, "5");
865 private void SendSimpleBody (MailMessage message) {
866 SendHeader (HeaderName.ContentType, message.BodyContentType.ToString ());
867 if (message.ContentTransferEncoding != TransferEncoding.SevenBit)
868 SendHeader (HeaderName.ContentTransferEncoding, GetTransferEncodingName (message.ContentTransferEncoding));
869 SendData (string.Empty);
871 SendData (EncodeBody (message));
874 private void SendBodylessSingleAlternate (AlternateView av) {
875 SendHeader (HeaderName.ContentType, av.ContentType.ToString ());
876 if (av.TransferEncoding != TransferEncoding.SevenBit)
877 SendHeader (HeaderName.ContentTransferEncoding, GetTransferEncodingName (av.TransferEncoding));
878 SendData (string.Empty);
880 SendData (EncodeBody (av));
883 private void SendWithoutAttachments (MailMessage message, string boundary, bool attachmentExists)
885 if (message.Body == null && message.AlternateViews.Count == 1)
886 SendBodylessSingleAlternate (message.AlternateViews [0]);
887 else if (message.AlternateViews.Count > 0)
888 SendBodyWithAlternateViews (message, boundary, attachmentExists);
890 SendSimpleBody (message);
894 private void SendWithAttachments (MailMessage message) {
895 string boundary = GenerateBoundary ();
897 // first "multipart/mixed"
898 ContentType messageContentType = new ContentType ();
899 messageContentType.Boundary = boundary;
900 messageContentType.MediaType = "multipart/mixed";
901 messageContentType.CharSet = null;
903 SendHeader (HeaderName.ContentType, messageContentType.ToString ());
904 SendData (String.Empty);
907 Attachment body = null;
909 if (message.AlternateViews.Count > 0)
910 SendWithoutAttachments (message, boundary, true);
912 body = Attachment.CreateAttachmentFromString (message.Body, null, message.BodyEncoding, message.IsBodyHtml ? "text/html" : "text/plain");
913 message.Attachments.Insert (0, body);
917 SendAttachments (message, body, boundary);
920 message.Attachments.Remove (body);
923 EndSection (boundary);
926 private void SendBodyWithAlternateViews (MailMessage message, string boundary, bool attachmentExists)
928 AlternateViewCollection alternateViews = message.AlternateViews;
930 string inner_boundary = GenerateBoundary ();
932 ContentType messageContentType = new ContentType ();
933 messageContentType.Boundary = inner_boundary;
934 messageContentType.MediaType = "multipart/alternative";
936 if (!attachmentExists) {
937 SendHeader (HeaderName.ContentType, messageContentType.ToString ());
938 SendData (String.Empty);
942 AlternateView body = null;
943 if (message.Body != null) {
944 body = AlternateView.CreateAlternateViewFromString (message.Body, message.BodyEncoding, message.IsBodyHtml ? "text/html" : "text/plain");
945 alternateViews.Insert (0, body);
946 StartSection (boundary, messageContentType);
950 // alternate view sections
951 foreach (AlternateView av in alternateViews) {
953 string alt_boundary = null;
954 ContentType contentType;
955 if (av.LinkedResources.Count > 0) {
956 alt_boundary = GenerateBoundary ();
957 contentType = new ContentType ("multipart/related");
958 contentType.Boundary = alt_boundary;
960 contentType.Parameters ["type"] = av.ContentType.ToString ();
961 StartSection (inner_boundary, contentType);
962 StartSection (alt_boundary, av.ContentType, av);
964 contentType = new ContentType (av.ContentType.ToString ());
965 StartSection (inner_boundary, contentType, av);
968 switch (av.TransferEncoding) {
969 case TransferEncoding.Base64:
970 byte [] content = new byte [av.ContentStream.Length];
971 av.ContentStream.Read (content, 0, content.Length);
972 SendData (Convert.ToBase64String (content, Base64FormattingOptions.InsertLineBreaks));
974 case TransferEncoding.QuotedPrintable:
975 byte [] bytes = new byte [av.ContentStream.Length];
976 av.ContentStream.Read (bytes, 0, bytes.Length);
977 SendData (ToQuotedPrintable (bytes));
979 case TransferEncoding.SevenBit:
980 case TransferEncoding.Unknown:
981 content = new byte [av.ContentStream.Length];
982 av.ContentStream.Read (content, 0, content.Length);
983 SendData (Encoding.ASCII.GetString (content));
987 if (av.LinkedResources.Count > 0) {
988 SendLinkedResources (message, av.LinkedResources, alt_boundary);
989 EndSection (alt_boundary);
992 if (!attachmentExists)
993 SendData (string.Empty);
998 alternateViews.Remove (body);
1000 EndSection (inner_boundary);
1003 private void SendLinkedResources (MailMessage message, LinkedResourceCollection resources, string boundary)
1005 foreach (LinkedResource lr in resources) {
1006 StartSection (boundary, lr.ContentType, lr);
1008 switch (lr.TransferEncoding) {
1009 case TransferEncoding.Base64:
1010 byte [] content = new byte [lr.ContentStream.Length];
1011 lr.ContentStream.Read (content, 0, content.Length);
1012 SendData (Convert.ToBase64String (content, Base64FormattingOptions.InsertLineBreaks));
1014 case TransferEncoding.QuotedPrintable:
1015 byte [] bytes = new byte [lr.ContentStream.Length];
1016 lr.ContentStream.Read (bytes, 0, bytes.Length);
1017 SendData (ToQuotedPrintable (bytes));
1019 case TransferEncoding.SevenBit:
1020 case TransferEncoding.Unknown:
1021 content = new byte [lr.ContentStream.Length];
1022 lr.ContentStream.Read (content, 0, content.Length);
1023 SendData (Encoding.ASCII.GetString (content));
1029 private void SendAttachments (MailMessage message, Attachment body, string boundary) {
1030 foreach (Attachment att in message.Attachments) {
1031 ContentType contentType = new ContentType (att.ContentType.ToString ());
1032 if (att.Name != null) {
1033 contentType.Name = att.Name;
1034 if (att.NameEncoding != null)
1035 contentType.CharSet = att.NameEncoding.HeaderName;
1036 att.ContentDisposition.FileName = att.Name;
1038 StartSection (boundary, contentType, att, att != body);
1040 byte [] content = new byte [att.ContentStream.Length];
1041 att.ContentStream.Read (content, 0, content.Length);
1042 switch (att.TransferEncoding) {
1043 case TransferEncoding.Base64:
1044 SendData (Convert.ToBase64String (content, Base64FormattingOptions.InsertLineBreaks));
1046 case TransferEncoding.QuotedPrintable:
1047 SendData (ToQuotedPrintable (content));
1049 case TransferEncoding.SevenBit:
1050 case TransferEncoding.Unknown:
1051 SendData (Encoding.ASCII.GetString (content));
1055 SendData (string.Empty);
1059 private SmtpResponse SendCommand (string command)
1061 writer.Write (command);
1062 // Certain SMTP servers will reject mail sent with unix line-endings; see http://cr.yp.to/docs/smtplf.html
1063 writer.Write ("\r\n");
1068 private void SendHeader (string name, string value)
1070 SendData (String.Format ("{0}: {1}", name, value));
1073 private void StartSection (string section, ContentType sectionContentType)
1075 SendData (String.Format ("--{0}", section));
1076 SendHeader ("content-type", sectionContentType.ToString ());
1077 SendData (string.Empty);
1080 private void StartSection (string section, ContentType sectionContentType, AttachmentBase att)
1082 SendData (String.Format ("--{0}", section));
1083 SendHeader ("content-type", sectionContentType.ToString ());
1084 SendHeader ("content-transfer-encoding", GetTransferEncodingName (att.TransferEncoding));
1085 if (!string.IsNullOrEmpty (att.ContentId))
1086 SendHeader("content-ID", "<" + att.ContentId + ">");
1087 SendData (string.Empty);
1090 private void StartSection (string section, ContentType sectionContentType, Attachment att, bool sendDisposition) {
1091 SendData (String.Format ("--{0}", section));
1092 if (!string.IsNullOrEmpty (att.ContentId))
1093 SendHeader("content-ID", "<" + att.ContentId + ">");
1094 SendHeader ("content-type", sectionContentType.ToString ());
1095 SendHeader ("content-transfer-encoding", GetTransferEncodingName (att.TransferEncoding));
1096 if (sendDisposition)
1097 SendHeader ("content-disposition", att.ContentDisposition.ToString ());
1098 SendData (string.Empty);
1101 // use proper encoding to escape input
1102 private string ToQuotedPrintable (string input, Encoding enc)
1104 byte [] bytes = enc.GetBytes (input);
1105 return ToQuotedPrintable (bytes);
1108 private string ToQuotedPrintable (byte [] bytes)
1110 StringWriter writer = new StringWriter ();
1111 int charsInLine = 0;
1113 StringBuilder sb = new StringBuilder("=", 3);
1114 byte equalSign = (byte)'=';
1117 foreach (byte i in bytes) {
1118 if (i > 127 || i == equalSign) {
1120 sb.Append(Convert.ToString (i, 16).ToUpperInvariant ());
1123 c = Convert.ToChar (i);
1124 if (c == '\r' || c == '\n') {
1132 charsInLine += curLen;
1133 if (charsInLine > 75) {
1134 writer.Write ("=\r\n");
1135 charsInLine = curLen;
1140 writer.Write (sb.ToString ());
1143 return writer.ToString ();
1145 private static string GetTransferEncodingName (TransferEncoding encoding)
1148 case TransferEncoding.QuotedPrintable:
1149 return "quoted-printable";
1150 case TransferEncoding.SevenBit:
1152 case TransferEncoding.Base64:
1158 private void InitiateSecureConnection () {
1159 SmtpResponse response = SendCommand ("STARTTLS");
1161 if (IsError (response)) {
1162 throw new SmtpException (SmtpStatusCode.GeneralFailure, "Server does not support secure connections.");
1166 var tlsProvider = MonoTlsProviderFactory.GetProviderInternal ();
1167 var settings = MSI.MonoTlsSettings.CopyDefaultSettings ();
1168 settings.UseServicePointManagerCallback = true;
1169 var sslStream = tlsProvider.CreateSslStream (stream, false, settings);
1170 CheckCancellation ();
1171 sslStream.AuthenticateAsClient (Host, this.ClientCertificates, SslProtocols.Default, false);
1172 stream = sslStream.AuthenticatedStream;
1175 throw new SystemException ("You are using an incomplete System.dll build");
1179 void Authenticate ()
1181 string user = null, pass = null;
1183 if (UseDefaultCredentials) {
1184 user = CredentialCache.DefaultCredentials.GetCredential (new System.Uri ("smtp://" + host), "basic").UserName;
1185 pass = CredentialCache.DefaultCredentials.GetCredential (new System.Uri ("smtp://" + host), "basic").Password;
1186 } else if (Credentials != null) {
1187 user = Credentials.GetCredential (host, port, "smtp").UserName;
1188 pass = Credentials.GetCredential (host, port, "smtp").Password;
1193 Authenticate (user, pass);
1196 void CheckStatus (SmtpResponse status, int i)
1198 if (((int) status.StatusCode) != i)
1199 throw new SmtpException (status.StatusCode, status.Description);
1202 void ThrowIfError (SmtpResponse status)
1204 if (IsError (status))
1205 throw new SmtpException (status.StatusCode, status.Description);
1208 void Authenticate (string user, string password)
1210 if (authMechs == AuthMechs.None)
1213 SmtpResponse status;
1215 if ((authMechs & AuthMechs.DigestMD5) != 0) {
1216 status = SendCommand ("AUTH DIGEST-MD5");
1217 CheckStatus (status, 334);
1218 string challenge = Encoding.ASCII.GetString (Convert.FromBase64String (status.Description.Substring (4)));
1219 Console.WriteLine ("CHALLENGE: {0}", challenge);
1220 DigestSession session = new DigestSession ();
1221 session.Parse (false, challenge);
1222 string response = session.Authenticate (this, user, password);
1223 status = SendCommand (Convert.ToBase64String (Encoding.UTF8.GetBytes (response)));
1224 CheckStatus (status, 235);
1226 if ((authMechs & AuthMechs.Login) != 0) {
1227 status = SendCommand ("AUTH LOGIN");
1228 CheckStatus (status, 334);
1229 status = SendCommand (Convert.ToBase64String (Encoding.UTF8.GetBytes (user)));
1230 CheckStatus (status, 334);
1231 status = SendCommand (Convert.ToBase64String (Encoding.UTF8.GetBytes (password)));
1232 CheckStatus (status, 235);
1233 } else if ((authMechs & AuthMechs.Plain) != 0) {
1234 string s = String.Format ("\0{0}\0{1}", user, password);
1235 s = Convert.ToBase64String (Encoding.UTF8.GetBytes (s));
1236 status = SendCommand ("AUTH PLAIN " + s);
1237 CheckStatus (status, 235);
1239 throw new SmtpException ("AUTH types PLAIN, LOGIN not supported by the server");
1243 #endregion // Methods
1245 // The HeaderName struct is used to store constant string values representing mail headers.
1246 private struct HeaderName {
1247 public const string ContentTransferEncoding = "Content-Transfer-Encoding";
1248 public const string ContentType = "Content-Type";
1249 public const string Bcc = "Bcc";
1250 public const string Cc = "Cc";
1251 public const string From = "From";
1252 public const string Subject = "Subject";
1253 public const string To = "To";
1254 public const string MimeVersion = "MIME-Version";
1255 public const string MessageId = "Message-ID";
1256 public const string Priority = "Priority";
1257 public const string Importance = "Importance";
1258 public const string XPriority = "X-Priority";
1259 public const string Date = "Date";
1262 // This object encapsulates the status code and description of an SMTP response.
1263 private struct SmtpResponse {
1264 public SmtpStatusCode StatusCode;
1265 public string Description;
1267 public static SmtpResponse Parse (string line) {
1268 SmtpResponse response = new SmtpResponse ();
1270 if (line.Length < 4)
1271 throw new SmtpException ("Response is to short " +
1274 if ((line [3] != ' ') && (line [3] != '-'))
1275 throw new SmtpException ("Response format is wrong.(" +
1278 // parse the response code
1279 response.StatusCode = (SmtpStatusCode) Int32.Parse (line.Substring (0, 3));
1281 // set the raw response
1282 response.Description = line;
1289 class CCredentialsByHost : ICredentialsByHost
1291 public CCredentialsByHost (string userName, string password) {
1292 this.userName = userName;
1293 this.password = password;
1296 public NetworkCredential GetCredential (string host, int port, string authenticationType) {
1297 return new NetworkCredential (userName, password);
1300 private string userName;
1301 private string password;