SMTP sending fails (timed out)

Post by **tanstaafl** » July 7th, 2016, 6:34 pm

Dob502 wrote:After more searching on the web, what I did find, is a 2008 thread from https://bugzilla.mozilla.org which dealt with a problem that was identical to what I (and others) are recently experiencing.
https://bugzilla.mozzilla.org/show_bug.cgi?id-459716
the above brings up a screen, where you have to again enter the bug number of 459716

"Bug 457916 - NPN_PostURL custom headers require "Content-Length", but that's not documented" is unrelated. Its about problems when loading urls from a browser plugin. Nothing to do with Thunderbird.

Post by **tanstaafl** » July 7th, 2016, 7:05 pm

debitaber wrote:Finally weighing in on this issue after months of problems across several users' setups, several offices/subnets on our backbone. We have multiple flavors and versions of Linux and from Windows XP through 10 running on our users' desktops. So far, I have not had one report from a Linux-based installation of TBird. In Windows - the version, in combination with the TBird version are all over the place so we cannot nail it down to versions of anything. In some offices I have ONE person out of 25 with the SMTP error. In other offices, I have 4 out of 15. In a couple of offices using VPN to get in, I have 2 out of 10 users experiencing this.

Several of our System Administrators and Tech Support folks have wasted HOURS trying to piece the common denominator(s) together, in the hopes of finding the "cure", to no avail. Typing "Thunderbird" and "SMTP" in any search engine returns countless responses. We all wade through as many as we can, making changes to settings in both Thunderbird and security settings that were not changed and have worked for years, but now suddenly don't. Very frustrating and time-consuming restarting TBird and Computers...

https://bugzilla.mozilla.org/buglist.cg ... tp+timeout doesn't appear to list anything recent. I also searched on just "smtp" and then again on just "send" and looked at bug reports for the last 6 months - nothing seems to match. Did you submit a bug report at https://bugzilla.mozilla.org ? It would help if you submitted one that had a smtp log file as an attachment, and identified what smtp server (for example, Postfix 3.1.1) you were using.

http://kb.mozillazine.org/Session_logging_for_mail/news

debitaber · Post by **debitaber** » July 8th, 2016, 12:34 pm

Did you submit a bug report at https://bugzilla.mozilla.org ? It would help if you submitted one that had a smtp log file as an attachment, and identified what smtp server (for example, Postfix 3.1.1) you were using.

http://kb.mozillazine.org/Session_logging_for_mail/news

I did not file a bug report. We will do our best to gather log files from some who are having the problem and send along with server information.

fdisk2k · Post by **fdisk2k** » July 11th, 2016, 6:06 pm

Hello,

I reported this some time ago, I'm a Mac user and sometimes I have this issue as well.

I have the same account (Hotmail or Outlook) in Mail (the default OSX mail client) and never gives up, I don't know which formula uses but Mail always can send the mail.

I've noticed that some days Microsoft servers works flawlessly in Thunderbird, other days can't sent any mail and have to use the other email client.

Malygris · Post by **Malygris** » November 3rd, 2016, 7:39 am

Having the same issue here, on TB 45.4.0. It's fortunately rare, but attempts to send some emails end in SMTP timeout errors - but writing and sending a new email, from and to the same addresses, will go through fine. I've been working on the assumption that it was somehow related to Gmail, since in my case it's the smtp.gmail.com that's timing out, but what's odd (or maybe this is normal, but it seems odd to me) is that if I edit the draft of an email that refuses to send to change both the destination address and the account I'm sending it from - in this case, from Gmail to Hotmail, and then to my ISP's domain - it still refuses to send. So it seems to be a TB bug that impacts individual emails and then "hangs on" once it's in place - forgive the non-technical descriptions. Has anyone made any progress in figuring out why this is happening, or what to do about it?

Post by **tanstaafl** » November 3rd, 2016, 8:53 am

Changing the recipient and the From: address doesn't effect what SMTP server is used to send the message. If you moved a draft message to another accounts drafts folder, and then edited and sent it, that would be a different story.

I wouldn't expect anybody to try to do anything about this problem without a bug report being filed that has a SMTP log file attached.

FCEL · Post by **FCEL** » November 23rd, 2016, 4:53 am

Hi

I have the same issue linked to SMTP timeout in Thunderbird since 2 years now.
This happens when sending emails with attachment(s) and via Ethernet connection.
When sending the same email with attachments via WIFI, it is OK

I use Windows 10 & Thunderbird 45
My SMTP settings (Yahoo):
• Port 465
• Password normal
• Security SSL/TLS

Additional remarks
- Sending email without attachment via Ethernet + Thunderbird → OK
- Sending email with attachment via Ethernet + Thunderbird → NOK
- Sending email with attachment via WIFI + Thunderbird → OK

To sum up:
- My SMTP settings seems correct because sending an email with an attachment via WIFI works
- This seems not to be linked to the antivirus because it is working via WIFI
- This seems not to be linked to local network because with another machine on the same network it is working
- Getting also this error ssl_error_bad_mac_alert when browsing on https websites leads me to an issue with SSL using Ethernet connection only

Extra testing: I have enabled logging for SMTP on Thunderbird. When I send an email with 4 pictures attached (total size 1 Mo), I have noticed some differences between Ethernet / WIFI

Thunderbird SMTP log via Ethernet (issue -> stopping in state 8)

Code: Select all

0[2311140]: SMTP Connecting to: smtp.mail.yahoo.com
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 220 smtp.mail.yahoo.com ESMTP ready
0[2311140]: SMTP entering state: 14
0[2311140]: SMTP Send: EHLO [192.168.1.39]
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 250-smtp.mail.yahoo.com
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 250-PIPELINING
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 250-SIZE 41697280
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 250-8 BITMIME
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 250 AUTH PLAIN LOGIN XOAUTH2 XYMCOOKIE
0[2311140]: SMTP entering state: 4
0[2311140]: SMTP entering state: 21
0[2311140]: SMTP auth: server caps 0x30310, pref 0x300, failed 0x0, avail caps 
0x300
0[2311140]: (GSSAPI = 0x800, CRAM = 0x2000, NTLM = 0x4000, MSN =  0x8000, PLAIN 
= 0x200, LOGIN = 0x100, EXTERNAL = 0x400)
0[2311140]: trying auth method 0x200
0[2311140]: SMTP entering state: 16
0[2311140]: SMTP AuthLoginStep1() for XXX.YYY@yahoo.fr@¼¯Âi,°Âi
0[2311140]: PLAIN auth
0[2311140]: Logging suppressed for this command (it probably contained 
authentication information)
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 235 2.0.0 OK
0[2311140]: SMTP entering state: 18
0[2311140]: SMTP Login response, code 235
0[2311140]: SMTP entering state: 3
0[2311140]: SMTP Send: MAIL FROM:<XXX.YYY@yahoo.fr> SIZE=966839
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 250 OK , completed
0[2311140]: SMTP entering state: 5
0[2311140]: SMTP Send: RCPT TO:<ZZZ@yahoo.fr>
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 250 OK , completed
0[2311140]: SMTP entering state: 6
0[2311140]: SMTP Send: DATA
0[2311140]: SMTP entering state: 0
0[2311140]: SMTP Response: 354 Start Mail. End with CRLF.CRLF
0[2311140]: SMTP entering state: 7
0[2311140]: SMTP entering state: 8
0[2311140]: SMTP Send: .

Thunderbird SMTP log via Wifi (OK, reaching state 12)

Code: Select all

0[2d11140]: SMTP Connecting to: smtp.mail.yahoo.com
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 220 smtp.mail.yahoo.com ESMTP ready
0[2d11140]: SMTP entering state: 14
0[2d11140]: SMTP Send: EHLO [192.168.1.2]
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 250-smtp.mail.yahoo.com
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 250-PIPELINING
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 250-SIZE 41697280
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 250-8 BITMIME
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 250 AUTH PLAIN LOGIN XOAUTH2 XYMCOOKIE
0[2d11140]: SMTP entering state: 4
0[2d11140]: SMTP entering state: 21
0[2d11140]: SMTP auth: server caps 0x30310, pref 0x300, failed 0x0, avail caps 
0x300
0[2d11140]: (GSSAPI = 0x800, CRAM = 0x2000, NTLM = 0x4000, MSN =  0x8000, PLAIN 
= 0x200, LOGIN = 0x100, EXTERNAL = 0x400)
0[2d11140]: trying auth method 0x200
0[2d11140]: SMTP entering state: 16
0[2d11140]: SMTP AuthLoginStep1() for XXX.YYY@yahoo.fr@¼¯Âi,°Âi
0[2d11140]: PLAIN auth
0[2d11140]: Logging suppressed for this command (it probably contained 
authentication information)
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 235 2.0.0 OK
0[2d11140]: SMTP entering state: 18
0[2d11140]: SMTP Login response, code 235
0[2d11140]: SMTP entering state: 3
0[2d11140]: SMTP Send: MAIL FROM:<XXX.YYY@yahoo.fr> SIZE=966839
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 250 OK , completed
0[2d11140]: SMTP entering state: 5
0[2d11140]: SMTP Send: RCPT TO:<ZZZ@yahoo.fr>
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 250 OK , completed
0[2d11140]: SMTP entering state: 6
0[2d11140]: SMTP Send: DATA
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 354 Start Mail. End with CRLF.CRLF
0[2d11140]: SMTP entering state: 7
0[2d11140]: SMTP entering state: 8
0[2d11140]: SMTP Send: .
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 250 OK , completed
0[2d11140]: SMTP entering state: 9
0[2d11140]: SMTP Send: QUIT
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP entering state: 0
0[2d11140]: SMTP Response: 221 Service Closing transmission
0[2d11140]: SMTP entering state: 10
0[2d11140]: SMTP entering state: 12

Why sending an email with ethernet is stopped at this point:
- SMTP entering state: 8
- SMTP Send: .

In Thunderbird console, I can see this when I get the timeout message
<a id="errorCode" title="SSL_ERROR_BAD_MAC_ALERT">SSL_ERROR_BAD_MAC_ALERT</a>

Do I have a timeout linked to SSL that happens only with Ethernet connection ?
How can I avoid the error SSL_ERROR_BAD_MAC_ALERT ?

Thanks for reading

Any help is welcome

FCEL

fdisk2k · Post by **fdisk2k** » November 23rd, 2016, 8:51 am

Hello again,

Sorry to hijack the above topic, but some months ago (july) I reported an issue with Hotmail SMTP protocol (sending mails), I've been having the same errors using Thunderbird but not in Mail (default email program)

Finally I decided to search more for clue and generate a log file in Thunderbird and Mail (OSX default mail program), Mail always get the work done sending mails I don't know why

, my default email program is Thunderbird.

Here are the results:

Sending the mail from Hotmail to a Gmail with 3 small attachments (.png images)

After some seconds I got this screen error alert

The log file:

Code: Select all

2107323136[1003cc370]: SMTP Connecting to: smtp-mail.outlook.com

---------

Now sending the same email using Mail program (successfully)

Log file:

Code: Select all

Nov 23 10:16:01 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x618000164c80] << 220  (126 additional bytes)
Nov 23 10:16:01 Jorges-Mac-Pro.local Mail[2182] <Debug>: Connected: <MFSMTPConnection: 0x618000164c80> (Connected) account: A{Hotmail SMTP - 7DE0BBA7-5C0F-4BC0-B110-47F6F8199036}
	hostname: smtp-mail.outlook.com, port: 587, security layer: kCFStreamSocketSecurityLevelNone
Nov 23 10:16:01 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x618000164c80] >> EHLO  (14 additional bytes) 
Nov 23 10:16:01 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x618000164c80] << 250-BLU437-SMTP2.smtp.hotmail.com Hello [190.222.xxx.xxx]
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-TURN
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-SIZE 41943040
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-ETRN
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-PIPELINING
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-DSN
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-ENHANCEDSTATUSCODES
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-8bitmime
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-BINARYMIME
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-CHUNKING
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-VRFY
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250-AUTH LOGIN PLAIN XOAUTH2
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250 OK
	
Nov 23 10:20:24 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] >> AUTH  (94 additional bytes) 
Nov 23 10:20:25 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 235 2.7.0  (24 additional bytes)
Nov 23 10:20:25 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] >> MAIL FROM:< (27 additional bytes) >
Nov 23 10:20:25 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250 2.1.0  (40 additional bytes)
Nov 23 10:20:25 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] >> RCPT TO:< (18 additional bytes) >
Nov 23 10:20:25 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250 2.1.5  (19 additional bytes)
Nov 23 10:20:25 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] >> DATA (0 additional bytes) 
Nov 23 10:20:25 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 354  (40 additional bytes)
Nov 23 10:20:26 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] >> (232318 bytes of message data)
Nov 23 10:20:29 Jorges-Mac-Pro.local Mail[2182] <Debug>: [0x608000369600] << 250 2.6.0   (75 additional bytes)

I don't know if an another email program log helps, but the mail command are the same, hope this logs would help to find what happens.

fdisk2k · Post by **fdisk2k** » December 25th, 2016, 7:18 pm

Just for the records.
Tested the previous version (45.2.0) and works flawlessly sending my Hotmail or Outlook mails

Where can I report this issue to be fixed in the next release?

Post by **tanstaafl** » December 25th, 2016, 8:30 pm

File a bug report at https://bugzilla.mozilla.org/ . If you do that please post a link to it (or the bug report number).

I suggest you include what security.tls.version.fallback-limit is set to (find this using the config editor) when submitting the bug report. See http://kb.mozillazine.org/Security.tls.version.* A SSL_ERROR_BAD_MAC_ALERT error can occur if both sides don't support the same ciphers.

fdisk2k · Post by **fdisk2k** » December 25th, 2016, 8:51 pm

Hello tanstaafl

The security.tls.version.fallback-limit in the 45.2.0 version is set to 3

I have no idea what's the value in the latest Thunderbird version, could you please verify for me (so I don't have to update and then downgrade?)

Thanks

Post by **tanstaafl** » December 26th, 2016, 8:29 am

It is 3 in version 45.5.1. If you change it to 1 using the config editor it will enable using TLS version 1.0 (an older version of TLS). If using a newer version of TLS fails (for example the server doesn't support TLS version 1.2) it will try to use that version.

fdisk2k · Post by **fdisk2k** » December 26th, 2016, 8:47 am

Thanks tanstaafl

Tested with values 1 ~ 3 no effect it behaves equal

Reporting this issue now

fdisk2k · Post by **fdisk2k** » December 26th, 2016, 10:37 am

Filed the bug:

https://bugzilla.mozilla.org/show_bug.cgi?id=1325866

BDS1959 · Post by **BDS1959** » January 6th, 2017, 12:05 pm

Does ANYONE have a solution? I am a tech at a small I.T. company, and I just got a call yesterday from one of my clients. He is having this exact same issue - using gmail - even can send a very small message, but, as soon as there's an attachment or anything - no-go! We upgraded T-bird yesterday from 38.x to the latest (and greatest?) - did not appear to make a difference - HOWEVER, he called me this morning and told me that now it was working! So... ??? - This is bound to happen again. I see this thread has been going on for a year! And no solution? What's going on?

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