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More detailed log to track email delivery problem?

Hello!

I am trying to troubleshoot an email delivery problem. Since last weekend we are not able to send email to AOL.com. All emails to that domain get stuck in the queue with the error: "Conversation with mailin-04.mx.aol.com [64.12.138.89] timed out while receiving the initial SMTP greeting." The mail server name and IP address change depending on the message and what server it is trying to hit. I am able to connect to any number of aol's email servers via telnet, go through the negotiation and send mail. I have not been able to identify any DNS problems. It all looks good. I have not made any changes that I can think of to affect email.

So my question is, is there a way to see a more detailed log of the SMTP negotiation? I want to see the actual handshake, so I can see where it is failing. I have contacted AOL about this. They are less than responsive. I have the log level set to Debug on my mail server. But it does not provide the level of detail I am looking for. I used to work on Exchange, and was able to see the fine grained SMTP handshake with logging set to Maximum. Is there anything in OS X that will show me such detail?

Any help is appreciated!

Mac Book Pro Mac OS X (10.4.7)

Mac Book Pro Mac OS X (10.4.7)

Mac Book Pro, Mac OS X (10.4.7)

Posted on Sep 28, 2006 8:29 AM

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Posted on Sep 28, 2006 9:05 AM

Edit /etc/postfix/master.cf with a text editor and
change:
smtp inet n - n - - smtpd
to
smtp inet n - n - - smtpd -vv

Save and issue:
sudo postfix reload

This should give you more verbose logging.

For more debugging options, see here:
http://www.postfix.org/DEBUGREADME.html#debugpeer
5 replies

Sep 28, 2006 11:17 AM in response to pterobyte

That is great info for me also! Thanks pterobyte! I have had tons of help from both you and David and you guys have helped me through many a bind!

I was lost since my xserves were set up and installed by Michael Bartosh. In honor I am stepping up to learn more and more about the servers and become certified. Thanks for all your posts. I have been a huge post hawk lately reading them all learning.

Thanks again!

More detailed log to track email delivery problem?

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