Mail stopped sending messages.

Question

CAVUdesign Author

Level 1

5 points

Mail stopped sending messages.

Equipment: iMac 27", Mid 2011; 3.4 GHz Intel Core i7; 8 GB Ram 1333 MHz DDR3. Internet/email provider: AT&T

Mail suddenly stopped sending messages. I am still receiving messages. So far I have:

Confirmed the outing (SMTP) settings are correct (port,"Use SSL" is checked)
Set up a new account in mail with the same email address
Deleted the SMTP server from the list and created a new one
Updated the OS to 10.10.5
Deleted password from Keychain

I am able to send messages from my iPhone.

I don't know what else to do. Any suggestions?

iMac, Mac OS X (10.4.1)

Posted on Sep 2, 2015 8:50 PM

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Answer 1

Linc Davis

Level 10

209,535 points

Sep 2, 2015 9:20 PM in response to CAVUdesign

From the Mail menu bar, select

Window ▹ Connection Doctor

Click the Show Detail button. A drawer opens. Try to send a test message and post the text that appears.

Anonymize any private information before posting. That means names, email addresses, contents of messages, and anything else that you don't want to make public.

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Answer 2

CAVUdesign Author

Level 1

5 points

Sep 2, 2015 9:28 PM in response to Linc Davis

Here's the text…

INITIATING CONNECTION Sep 02 23:03:13.728 host:imap.mail.att.net -- port:993 -- socket:0x0 -- thread:0x610000069480

INITIATING CONNECTION Sep 02 23:03:13.729 host:smtp.mail.att.net / -- port:465 -- socket:0x0 -- thread:0x610000670cc0

INITIATING CONNECTION Sep 02 23:03:13.740 host:p08-imap.mail.me.com -- port:993 -- socket:0x0 -- thread:0x61800087fd00

CONNECTED Sep 02 23:03:13.994 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x610000069480

READ Sep 02 23:03:14.042 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x610000069480

* OK [CAPABILITY IMAP4rev1 ID NAMESPACE X-ID-ACLID UIDPLUS LITERAL+ CHILDREN XAPPLEPUSHSERVICE XYMHIGHESTMODSEQ AUTH=PLAIN AUTH=LOGIN AUTH=XOAUTH2 AUTH=XYMCOOKIE AUTH=XYMECOOKIE AUTH=XYMCOOKIEB64 AUTH=XYMPKI] IMAP4rev1 imapgate-1.8.1_01.20166 imap1006.mail.bf1.yahoo.com

WROTE Sep 02 23:03:14.044 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x610000670cc0

1.45 ID ("name" "Mac OS X Mail" "version" "8.2 (2104)" "os" "Mac OS X" "os-version" "10.10.5 (14F27)" "vendor" "Apple Inc.")

READ Sep 02 23:03:14.092 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x610000670cc0

* ID ("name" "imapgate" "version" "1.8.1_01.20166" "support-url" "http://help.yahoo.com/")

1.45 OK completed

WROTE Sep 02 23:03:14.094 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x60800067e200

2.45 AUTHENTICATE PLAIN

CONNECTED Sep 02 23:03:14.102 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p08-imap.mail.me.com -- port:993 -- socket:0x6080006a71a0 -- thread:0x61800087fd00

READ Sep 02 23:03:14.142 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x60800067e200

+

WROTE Sep 02 23:03:14.143 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x60800067e200

****************************************************************

READ Sep 02 23:03:14.179 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p08-imap.mail.me.com -- port:993 -- socket:0x6080006a71a0 -- thread:0x61800087fd00

* OK [CAPABILITY nk11p08mm-iscream003 15E43 XAPPLEPUSHSERVICE IMAP4 IMAP4rev1 SASL-IR AUTH=ATOKEN AUTH=PLAIN] iSCREAM ready to rumble (15E43-20056:12724) nk11p08mm-iscream003 [38:6379:04:03:14:00]

WROTE Sep 02 23:03:14.180 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p08-imap.mail.me.com -- port:993 -- socket:0x6080006a71a0 -- thread:0x610000670cc0

1.49 AUTHENTICATE ATOKEN (*** 80 bytes hidden ***)

READ Sep 02 23:03:14.272 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p08-imap.mail.me.com -- port:993 -- socket:0x6080006a71a0 -- thread:0x610000670cc0

1.49 OK [CAPABILITY XAPPLEPUSHSERVICE IMAP4 IMAP4rev1 ACL QUOTA LITERAL+ NAMESPACE UIDPLUS CHILDREN BINARY UNSELECT SORT CATENATE URLAUTH LANGUAGE ESEARCH ESORT THREAD=ORDEREDSUBJECT THREAD=REFERENCES CONDSTORE ENABLE CONTEXT=SEARCH CONTEXT=SORT WITHIN SASL-IR SEARCHRES XSENDER X-NETSCAPE XSERVERINFO X-SUN-SORT ANNOTATE-EXPERIMENT-1 X-UNAUTHENTICATE X-SUN-IMAP X-ANNOTATEMORE XUM1 ID IDLE] User cavudesign logged in

WROTE Sep 02 23:03:14.275 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p08-imap.mail.me.com -- port:993 -- socket:0x6080006a71a0 -- thread:0x600000e61800

2.49 ID ("name" "Mac OS X Mail" "version" "8.2 (2104)" "os" "Mac OS X" "os-version" "10.10.5 (14F27)" "vendor" "Apple Inc.")

READ Sep 02 23:03:14.354 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p08-imap.mail.me.com -- port:993 -- socket:0x6080006a71a0 -- thread:0x600000e61800

* ID NIL

2.49 OK Completed

WROTE Sep 02 23:03:14.354 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p08-imap.mail.me.com -- port:993 -- socket:0x6080006a71a0 -- thread:0x610000670cc0

3.49 LIST "" ""

READ Sep 02 23:03:14.433 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p08-imap.mail.me.com -- port:993 -- socket:0x6080006a71a0 -- thread:0x610000670cc0

* LIST (\Noselect) "/" ""

3.49 OK Completed

WROTE Sep 02 23:03:14.433 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p08-imap.mail.me.com -- port:993 -- socket:0x6080006a71a0 -- thread:0x610000670cc0

4.49 LOGOUT

READ Sep 02 23:03:14.525 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x60800067e200

2.45 OK AUTHENTICATE completed - Mailbox size in bytes is 1364556662

WROTE Sep 02 23:03:14.527 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x60800067e200

3.45 CAPABILITY

READ Sep 02 23:03:14.669 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x60800067e200

* CAPABILITY IMAP4rev1 ID NAMESPACE X-ID-ACLID UIDPLUS LITERAL+ XAPPLEPUSHSERVICE XYMHIGHESTMODSEQ

3.45 OK CAPABILITY completed

WROTE Sep 02 23:03:14.670 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x60800067e200

4.45 LIST "" ""

READ Sep 02 23:03:14.812 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x60800067e200

* LIST (\Noselect) "/" ""

4.45 OK LIST completed

WROTE Sep 02 23:03:14.813 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.mail.att.net -- port:993 -- socket:0x6080006a9fc0 -- thread:0x60800067e200

5.45 LOGOUT

INITIATING CONNECTION Sep 02 23:23:27.212 host:smtp.mail.att.net / -- port:465 -- socket:0x0 -- thread:0x61000066c2c0

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Answer 3

Linc Davis

Level 10

209,535 points

Sep 2, 2015 9:46 PM in response to CAVUdesign

The connection attempts were ignored by the server. Try changing the port number from 465 to 587. If that doesn't work, I suggest you use some other mail service. AT&T fobs you off on Yahoo's mail system, which is about as bad as it gets.

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Answer 4

CAVUdesign Author

Level 1

5 points

Sep 2, 2015 9:50 PM in response to Linc Davis

Linc -

Thanks for the advice. Changing the port number didn't work. Any other suggestions other than changing email providers. That's not an option at this point.

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Answer 5

Linc Davis

Level 10

209,535 points

Sep 2, 2015 9:56 PM in response to CAVUdesign

Triple-click the word "telnet" in the line below on this page to select the whole line:

telnet smtp.mail.att.net 587

Copy the selected text to the Clipboard by pressing the key combination command-C.

Launch the built-in Terminal application in any of the following ways:

☞ Enter the first few letters of its name into a Spotlight search. Select it in the results (it should be at the top.)

☞ In the Finder, select Go ▹ Utilities from the menu bar, or press the key combination shift-command-U. The application is in the folder that opens.

☞ Open LaunchPad and start typing the name.

Paste into the Terminal window by pressing command-V. I've tested these instructions only with the Safari web browser. If you use another browser, you may have to press the return key after pasting.

You should almost instantly get three or more lines of output below what you entered, one of which is this:

Escape character is '^]'.

If there's no output within ten seconds, consider that a failure. If you get something different from the above, please post it in a reply. You can then quit Terminal.

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Answer 6

CAVUdesign Author

Level 1

5 points

Sep 2, 2015 10:01 PM in response to Linc Davis

Linc - here's what came up:

Trying 67.195.15.5...

Connected to smtp.att.mail.fy4.b.yahoo.com.

Escape character is '^]'.

220 smtp.mail.att.net ESMTP ready

Connection closed by foreign host.

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Answer 7

Linc Davis

Level 10

209,535 points

Sep 2, 2015 10:07 PM in response to CAVUdesign

The server is kicking you off. Are you connecting from inside AT&T's network, or from some other network?

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Answer 8

CAVUdesign Author

Level 1

5 points

Sep 2, 2015 10:19 PM in response to Linc Davis

My internet connection is AT&T. I can send and receive mail using the same network connection (WiFi) from my Laptop (MBP) and iPhone 5S. I haven't tried a hard connection to my laptop. - Laptop works via ethernet too.

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Answer 9

Linc Davis

Level 10

209,535 points

Sep 2, 2015 10:46 PM in response to CAVUdesign

Please read this whole message before doing anything.

This procedure is a diagnostic test. It’s unlikely to solve your problem. Don’t be disappointed when you find that nothing has changed after you complete it.

The purpose of the test is to determine whether the problem is caused by third-party software that loads automatically at startup or login, by a peripheral device, by a font conflict, or by corruption of the file system or of certain system caches.

Disconnect all wired peripherals except those needed for the test, and remove all aftermarket expansion cards, if applicable. Start up in safe mode and log in to the account with the problem.

Note: If FileVault is enabled in OS X 10.9 or earlier, or if a firmware password is set, or if the startup volume is a software RAID, you can’t do this. Ask for further instructions.

Safe mode is much slower to start up and run than normal, with limited graphics performance, and some things won’t work at all, including sound output and Wi-Fi on certain models. The next normal startup may also be somewhat slow.

The login screen appears even if you usually login automatically. You must know your login password in order to log in. If you’ve forgotten the password, you will need to reset it before you begin.

Test while in safe mode. Same problem?

After testing, restart as usual (not in safe mode) and verify that you still have the problem. Post the results of the test.

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Answer 10

CAVUdesign Author

Level 1

5 points

Sep 2, 2015 11:04 PM in response to Linc Davis

While in Safe Mode, and after restarting the computer did not send emails.

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Answer 11

CAVUdesign Author

Level 1

5 points

Sep 3, 2015 6:12 AM in response to CAVUdesign

After looking at the AT&T community forum I noticed other people had the same issue last night, but their email started working again after a few hours. This morning, mine had not. Decided to double check the settings on my iMac (which wasn't sending email) and my MPB which was able to send email. I found a small difference in the name of the Outgoing Mail Server (SMTP).

My iMac (not working) had " smtp.mail.att.net / " as the server name.
NOTE: I COPIED & PASTED THIS FROM A LIST OF SETTINGS PROVIDED BY AT&T during my trouble-shooting of the account. In going back and looking at the table from which I copied the information now realize it was meant as a separator between the server name and the port number
My MBP (working) had " smtp.mail.att.net " as the server name.

After I removed the " / " from the server name I was able to send email again.

I still don't know why my email wouldn't send last night. It was a most likely combination of the "outage" other folks had last night and me mistakenly copying & pasting the " / " from the table on AT&Ts site. I did go back and left a comment suggesting the change the table so the server name and port # are in separate columns.

Linc - Thanks again for your help! :-)

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