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Cannot send email over xxx size via google smtp. I get SMTP timeout error

  • 20 replies
  • 3 have this problem
  • 5 views
  • Last reply by nkemp

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Emails, via the Gmail account, over a certain size, will not send via either of Google's SMTP servers. I get the SMTP timeout error. If I change the Gmail account to use the Hotmail SMTP server (instead of Gmail's SMTP server) it works fine. Yahoo's SMTP also worked for a while (I think they cut me off).

Details:

At first I thought it was a problem with attachments, but it is all emails over a certain size. I have three Gmail accounts configured and they all have the same problem. I did a test. A 945 character text delivered. A 946 character text failed. These were sent plain text. My email body text was: 123456789012345678901234567890123456789012345678901234567890123456789012345678901234567890123456789a repeated 10 times and trimmed to 945 & 946 characters.

FYI: two other threads I started. Note that etchman in these threads has a similar problem: + Google support: https://productforums.google.com/forum/?utm_medium=email&utm_source=footer#!msg/gmail/imG0upVkDeI/5DGXkxQgDQAJ

But Google cannot find or replicate the problem. I think it is dead there until they get more complaints. I did learn from the Google thread that I would get a message if I was being blocked (and I am not).

+ Mozilla: http://forums.mozillazine.org/viewtopic.php?f=39&t=2979635&sid=4a8427876d98a9c055532b2a4efe17c5 Note that etchman in those threads has a similar problem.

- I'm running the latest W10 Home version 1511, OS build 10586.63 - I'm running the latest Thunderbird (38.5.1) as of today. - Charter is my ISP provider - I've installed other email programs that work fine. (But TB is more feature rich) - Thunderbird worked great (perfect), until it didn't. The problem seemed to start after the large W10 upgrade ( can't say for sure). It worked fine after the initial W10 install. - I've reinstalled TB multiple times - I created a new profile and tried using but it would not send - I've doublechecked and doublechecked the configurations (note that nothing was changed by me between working and not) - I tried running TB with all addons disabled and no happiness - I have another notebook PC that works fine. It is only this PC that fails - My Gmail works fine from the GMAIL webpage - I've used three deep virus scans (one scan found "obfuskator.ha" and was removed) and Malwarebytes and they did not resolve the problem

The situation goes as follows: - I create, forward or reply to an email - It goes into my OUTBOX ( configured to send in background so that I don't have to wait & watch emails send) - At timeout seconds later (30 or more?) I get the message that it timed out - The email sits in the OUTBOX and blocks all subsequent emails from being sent until it is deleted. (changing the account SMTP server after sending does not allow for it to be delivered)

That's all I have for now, Nick

Emails, via the Gmail account, over a certain size, will not send via either of Google's SMTP servers. I get the SMTP timeout error. If I change the Gmail account to use the Hotmail SMTP server (instead of Gmail's SMTP server) it works fine. Yahoo's SMTP also worked for a while (I think they cut me off). Details: At first I thought it was a problem with attachments, but it is all emails over a certain size. I have three Gmail accounts configured and they all have the same problem. I did a test. A 945 character text delivered. A 946 character text failed. These were sent plain text. My email body text was: 123456789012345678901234567890123456789012345678901234567890123456789012345678901234567890123456789a repeated 10 times and trimmed to 945 & 946 characters. FYI: two other threads I started. Note that etchman in these threads has a similar problem: + Google support: https://productforums.google.com/forum/?utm_medium=email&utm_source=footer#!msg/gmail/imG0upVkDeI/5DGXkxQgDQAJ But Google cannot find or replicate the problem. I think it is dead there until they get more complaints. I did learn from the Google thread that I would get a message if I was being blocked (and I am not). + Mozilla: http://forums.mozillazine.org/viewtopic.php?f=39&t=2979635&sid=4a8427876d98a9c055532b2a4efe17c5 Note that etchman in those threads has a similar problem. - I'm running the latest W10 Home version 1511, OS build 10586.63 - I'm running the latest Thunderbird (38.5.1) as of today. - Charter is my ISP provider - I've installed other email programs that work fine. (But TB is more feature rich) - Thunderbird worked great (perfect), until it didn't. The problem seemed to start after the large W10 upgrade ( can't say for sure). It worked fine after the initial W10 install. - I've reinstalled TB multiple times - I created a new profile and tried using but it would not send - I've doublechecked and doublechecked the configurations (note that nothing was changed by me between working and not) - I tried running TB with all addons disabled and no happiness - I have another notebook PC that works fine. It is only this PC that fails - My Gmail works fine from the GMAIL webpage - I've used three deep virus scans (one scan found "obfuskator.ha" and was removed) and Malwarebytes and they did not resolve the problem The situation goes as follows: - I create, forward or reply to an email - It goes into my OUTBOX ( configured to send in background so that I don't have to wait & watch emails send) - At timeout seconds later (30 or more?) I get the message that it timed out - The email sits in the OUTBOX and blocks all subsequent emails from being sent until it is deleted. (changing the account SMTP server after sending does not allow for it to be delivered) That's all I have for now, Nick

All Replies (20)

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FYI ...since the above post, I deleted the TB installation folder, reinstalled W10 and reinstalled TB. No improvement. SMTP still times out and fails to send.

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turn off background sending. The reason it is not on by default is send failure messages sometimes don't get through. SO for diagnostic purposes leave it on while looking into the issue.

Open the error console. It is on the tools menu. clear it. Send your mail that fails.

Anything appear in the console? Particularly anything about SHA-1, but anything really.

if your using Defender, exclude the Thunderbird process from it's attentions Others have reported it helping them. But I have no personal experience..

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I set mailnews.sendInBackground to no longer send in background (default setting) ... but no happiness. The bar gets to 82%, hangs and fails: "The message could not be sent because the connection to Outgoing server (SMTP) smtp.googlemail.com timed out. Try again."

The only message in the activity manager is that the message failed and then listed the msg subject text.

In the error console I get: Timestamp: 1/26/2016 4:29:31 PM Error: uncaught exception: 2147746065

I get a number of warnings about font problems like: Timestamp: 1/26/2016 4:26:44 PM Warning: Expected declaration but found '*'. Skipped to next declaration. Source File: about:blank Line: 236, Column: 4 Source Code:

   *font-size:100%;

Some look like this: Timestamp: 1/26/2016 4:26:42 PM Warning: Expected declaration but found '*'. Skipped to next declaration. Source File: imap://abcdef%40gmail%2Ecom@imap.googlemail.com:993/fetch%3EUID%3E/INBOX%1234567 Line: 461, Column: 4 Source Code:

   *font-size: small;

Where abcdef is a replacement for my email name for privacy Where 1234567 is a replacement for a code for privacy ( I'm not sure should be posted (if you need I can send directly))

And I have three of these: Timestamp: 1/26/2016 4:26:39 PM Warning: Expected declaration but found '*'. Skipped to next declaration. Source File: mailbox:///C:/Users/AMD%20Sunroom/AppData/Roaming/Thunderbird/Profiles/a1.default/Mail/Local%20Folders/Unsent%20Messages?number=78186 Line: 488, Column: 4 Source Code:

   *font: x-small;

Where A1 replaces my profile number for privacy

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I turned off W Defender and tried and still it failed.

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I just tried running TB in W& compatibility mode and it still fails to send via Google SMTP server.

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Restart the operating system in safe mode with Networking. This loads only the very basics needed to start your computer while enabling an Internet connection. Click on your operating system for instructions on how to start in safe mode: Windows 10, Windows 8, Windows 7, Windows Vista, Windows XP, OSX

If safe mode for the operating system fixes the issue, there's other software in your computer that's causing problems. Possibilities include but not limited to: AV scanning, virus/malware, background downloads such as program updates.
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It did not solve the problem. I restarted in safe mode with networking, sent an email and got the same error message. I'm not sure that is good or bad news :-)

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I think bad news,,, but moving on. Is there a difference between how the two connect to the internet... one on cable the other wifi or such.

Please copy and paste the account setting from the troubleshooting information on the help menu. just to be sure we are not overlooking the obvious.

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The working TB is on a laptop on WiFi The non-working TB is a desktop with a wired connection

Accounts 10, 11 & 12 are giving the troubles. I deleted some of the printer info at bottom to fit the posting limit. The settings bewtween the two PC's seem to be the same.

 Application Basics
   Name: Thunderbird
   Version: 38.5.1
   User Agent: Mozilla/5.0 (Windows NT 6.1; WOW64; rv:38.0) Gecko/20100101 Thunderbird/38.5.1
   Profile Folder: Show Folder
             (Local drive)
   Application Build ID: 20151228123010
   Enabled Plugins: about:plugins
   Build Configuration: about:buildconfig
   Memory Use: about:memory
 Mail and News Accounts
   account1:
     INCOMING: account1, , (none) Local Folders, plain, passwordCleartext
   account7:
     INCOMING: account7, , (pop3) mail.bwig.net:110, plain, passwordCleartext
     OUTGOING: smtp.googlemail.com:465, SSL, passwordCleartext, true
   account10:
     INCOMING: account10, , (imap) imap.googlemail.com:993, SSL, passwordCleartext
     OUTGOING: smtp.googlemail.com:465, SSL, passwordCleartext, true
   account11:
     INCOMING: account11, , (imap) imap.googlemail.com:993, SSL, passwordCleartext
     OUTGOING: smtp.googlemail.com:465, SSL, passwordCleartext, true
   account12:
     INCOMING: account12, , (imap) imap.googlemail.com:993, SSL, passwordCleartext
     OUTGOING: smtp.googlemail.com:465, SSL, passwordCleartext, true
   account14:
     INCOMING: account14, , (imap) imap-mail.outlook.com:993, SSL, passwordCleartext
     OUTGOING: smtp-mail.outlook.com:587, alwaysSTARTTLS, passwordCleartext, true
   account15:
     INCOMING: account15, , (imap) mobile.charter.net:993, SSL, passwordCleartext
     OUTGOING: mobile.charter.net:587, SSL, passwordCleartext, true
   account16:
     INCOMING: account16, , (imap) imap-mail.outlook.com:993, SSL, passwordCleartext
     OUTGOING: smtp-mail.outlook.com:587, alwaysSTARTTLS, passwordCleartext, true
 Crash Reports
   http://crash-stats.mozilla.com/report/index/bp-43534739-9e8f-463c-bc7a-53a3b2150730 (7/30/2015)
   http://crash-stats.mozilla.com/report/index/bp-0a03a893-5144-42b5-83d8-4c47a2150719 (7/19/2015)
   http://crash-stats.mozilla.com/report/index/bp-e7656ff7-38d6-4f7e-921a-466d12150707 (7/7/2015)
   http://crash-stats.mozilla.com/report/index/bp-1e824a69-1bc7-4e51-93fd-b44462150706 (7/6/2015)
   http://crash-stats.mozilla.com/report/index/bp-8a68c1fc-e822-4172-a467-d092f2150608 (6/8/2015)
 Extensions
   Account Colors, 9.2, true, accountcolors@DW-dev
   Google Calendar Tab, 3.9, true, googlecalendartab@momo
   Manually sort folders, 1.1, true, tbsortfolders@xulforum.org
   Theme Font & Size Changer, 43.10, true, {f69e22c7-bc50-414a-9269-0f5c344cd94c}
   Themes Menu, 1.24, true, {84625510-7e5d-11e0-a411-0800200c9a66}
 Important Modified Preferences
   Name: Value
     accessibility.accesskeycausesactivation: false
     accessibility.typeaheadfind.flashBar: 0
     browser.cache.disk.capacity: 358400
     browser.cache.disk.filesystem_reported: 1
     browser.cache.disk.smart_size_cached_value: 358400
     browser.cache.disk.smart_size.first_run: false
     browser.cache.disk.smart_size.use_old_max: false
     dom.apps.reset-permissions: true
     extensions.lastAppVersion: 38.5.1
     font.internaluseonly.changed: true
     font.name.monospace.el: Consolas
     font.name.monospace.tr: Consolas
     font.name.monospace.x-baltic: Consolas
     font.name.monospace.x-central-euro: Consolas
     font.name.monospace.x-cyrillic: Consolas
     font.name.sans-serif.el: Calibri
     font.name.sans-serif.tr: Calibri
     font.name.sans-serif.x-baltic: Calibri
     font.name.sans-serif.x-central-euro: Calibri
     font.name.sans-serif.x-cyrillic: Calibri
     font.name.serif.el: Cambria
     font.name.serif.tr: Cambria
     font.name.serif.x-baltic: Cambria
     font.name.serif.x-central-euro: Cambria
     font.name.serif.x-cyrillic: Cambria
     font.size.fixed.el: 14
     font.size.fixed.tr: 14
     font.size.fixed.x-baltic: 14
     font.size.fixed.x-central-euro: 14
     font.size.fixed.x-cyrillic: 14
     font.size.variable.el: 17
     font.size.variable.tr: 17
     font.size.variable.x-baltic: 17
     font.size.variable.x-central-euro: 17
     font.size.variable.x-cyrillic: 17
     font.size.variable.x-unicode: 17
     font.size.variable.x-western: 17
     gfx.blacklist.suggested-driver-version: 10.6
     gfx.direct3d.last_used_feature_level_idx: 0
     gfx.driver-init.appVersion: 42.0
     gfx.driver-init.deviceID: 0x1288
     gfx.driver-init.driverVersion: 10.18.13.5582
     gfx.driver-init.feature-d2d: true
     gfx.driver-init.feature-d3d11: true
     gfx.driver-init.status: 2
     mail.openMessageBehavior.version: 1
     mail.winsearch.firstRunDone: true
     mailnews.database.global.datastore.id: 15a3372c-6ee1-48f9-a2dc-d559c7239e7
     mailnews.database.global.views.conversation.columns: {"threadCol":{"visible":true,"ordinal":"3"},"flaggedCol":{"visible":true,"ordinal":"5"},"attachmentCol":{"visible":false…
     network.cookie.prefsMigrated: true
     network.predictor.cleaned-up: true
     places.database.lastMaintenance: 1453826380
     places.history.expiration.transient_current_max_pages: 104858
     places.history.expiration.transient_optimal_database_size: 167772160
     plugin.importedState: true
     plugin.state.npgeplugin: 0
     plugin.state.npnv3dv: 0
     plugin.state.npnv3dvstreaming: 0
     plugin.state.nppdf: 0
     plugin.state.npqtplugin: 0
     plugin.state.npwlpg: 0
     print.print_printer: Furnace Rm HP LaserJet 4 Plus
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_bgcolor: false
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_bgimages: false
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_colorspace:
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_command:
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_downloadfonts: false
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_duplex: 7602275
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_edge_bottom: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_edge_left: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_edge_right: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_edge_top: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_evenpages: true
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_footercenter:
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_footerleft: &PT
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_footerright: &D
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_headercenter:
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_headerleft: &T
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_headerright: &U
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_in_color: true
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_margin_bottom: 0.5
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_margin_left: 0.5
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_margin_right: 0.5
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_margin_top: 0.5
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_oddpages: true
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_orientation: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_page_delay: 50
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_pagedelay: 500
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_paper_data: 1
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_paper_height: 11.00
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_paper_name:
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_paper_size_type: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_paper_size_unit: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_paper_width: 8.50
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_plex_name:
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_resolution: 7667812
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_resolution_name:
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_reversed: false
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_scaling: 0.80
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_shrink_to_fit: false
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_to_file: false
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_unwriteable_margin_bottom: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_unwriteable_margin_left: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_unwriteable_margin_right: 0
     print.printer_Furnace_Rm_HP_LaserJet_4_Plus.print_unwriteable_margin_top: 0
     print.printer_LaserJet_4_Plus_Furnace_Rm.print_bgcolor: false
     print.printer_LaserJet_4_Plus_Furnace_Rm.print_bgimages: false
     print.printer_LaserJet_4_Plus_Furnace_Rm.print_command:
     print.printer_LaserJet_4_Plus_Furnace_Rm.print_downloadfonts: false
     print.printer_LaserJet_4_Plus_Furnace_Rm.print_edge_bottom: 0
     print.printer_LaserJet_4_Plus_Furnace_Rm.print_edge_left: 0
     print.printer_LaserJet_4_Plus_Furnace_Rm.print_edge_right: 0
     print.printer_LaserJet_4_Plus_Furnace_Rm.print_edge_top: 0
     print.printer_LaserJet_4_Plus_Furnace_Rm.print_evenpages: true
     print.printer_Las
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I thank you for cropping that printer rubbish. I have never seen it as usefu anyway.

Try changing the server names to gmail from googlemail. Both are supposed to map to the same location. But this is Google we are dealing with. nothing is ever sure.

Modified by Matt

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In the past I've tried both and both work the same. I just tried again to be sure and it did not work.

An interesting tidbit which may be noise is that I just tried two different emails, one showed 82% and the other showed 89% but it could just be the size of the email. In other words, it get through xxx bits and stops and the % is calculated from that point.

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I wonder if we have dodgy Wifi. Try this.http://thunderbirdtweaks.blogspot.com.au/2010/10/i-cant-sent-mail-networktcpsendbuffer.html

It is a bit of a long shot as hardware issues of this kind are not common any longer. but the do occasionally occur.

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No happiness. I tried once before and once after restarting TB. I then tried again after I reset it to its default setting.

Also, the problematic PC is wired, not WiFi.

Another observation... the progress initially jumps to 100% then backs off to 82% (in this case). The time at 100% is very quick.

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As Nick said in his first post, I have exactly the same problem. I've tried many of the experiments he has, with no success. My workaround is to use a combination of email client (TB) and Gmail webmail in Chrome. I also often get an error message: "Oops... the system encountered a problem (#007) - Retrying in nn s...", and my suspicion is that this is connected with the TB timeout problem,

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So maybe this adds to the debugging... maybe not.

I sent an email via the Gmail account using the Hotmail SMTP server and then the google SMTP server

Both jump to a point, hang a bit and then the hotmail proceeds and the Google one fails. Hot mail went to 52% and then finishe and Gmail went to 67%. and failed on timeout.

FYI,

Nick

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Another bug ... that maybe is related or maybe should be in a separate thread.

I used to be able to drag an email from one account to another. That does not work. I get a message something like follows where xxx@gmail.com is the destination email address: "The server at xxx@gmail.com has disconnected. The server may have disconnected or has gone down."

I then tried using the drop down menu to copy that email to xxx@gmail.com. I cannot copy to that email address either.

But I can send an email to that address and it instantly arrived.

Thoughts?

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Might it be worth installing an older version of Thunderbird? If so, where can it be found?

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http://ftp.mozilla.org/pub/thunderbird/releases/

Pick your version, then the operating system, followed by the language.

Note some very early versions only have English versions.

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I tried version 31 but it performed the same... didn't work.

I hesitate going back too much farther. I don't want to mess up the profile and lose email I have stored on the PC in local folders and the like. How far back can I go without damaging the profile? Since V31 failed, is it worth going back further to test?

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FWIW with Version 31 ... When it sent the passwords, Gmail & Hotmail and my ISP email all indicated that the password failed. When I reentered the password ( which was identical to what was in there) it worked. FYI ...