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Mail Continually Bounces to one domain, can't figure it out, Exchange 2007 Server

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Last Modified: 2013-11-30
We get the following NDR:

Delivery has failed to these recipients or distribution lists:

user@domain.com
Microsoft Exchange has been trying to deliver this message without success and has stopped trying. Please try sending this message again, or provide the following diagnostic text to your system administrator.

#550 4.4.7 QUEUE.Expired; message expired ##

Please help!  Which diagnostics can i use in Exchange 2007 to see where this message is stopping and what the hold up is.
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Expert of the Quarter 2009
Expert of the Year 2009
Commented:
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Commented:
Thanks Simon, but unfortunately I got the following:

220 Postini ESMTP 260 y6_19_2c0 ready.  CA Business and Professions Code Section
 17538.45 forbids use of this system for unsolicited electronic mail advertiseme
nts.

Author

Commented:
So apparently they're blocking us somehow by IP address?
Expert of the Quarter 2009
Expert of the Year 2009

Commented:
That is just the standard Postini banner.
Did you do the test from the Exchange server?

If they were blocking your email you wouldn't get an expired message - expired means Exchange was unable to connect, not that the connection was rejected.

Simon.

Author

Commented:
i didn't do the test from the exchange server.  will do so now.  Here is what i get:

220 ***************************************************************************************************************************************************************************************************************************************************************************************************************************************************************
Expert of the Quarter 2009
Expert of the Year 2009

Commented:
You have a PIX, or something like that.
Disable fixup SMTP or whatever it is called on the ASA.

Simon.

Author

Commented:
Simon, we actually have two exchange 2007 servers (transitioning from the old box to the newer one).  The mailboxes are all on the new server, but the old server is actually the one that talks to our PIX, and routes mail for the new server.  Could this be part of the problem?
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The fix for this was strange, and I'm listing it here in hopes that it helps someone else in the future.  Like I mentioned, we had two exchange 2007 servers.  On the newer of the two servers, (but not the one through which mail was making it to the outside world, this was filtered through the older E2k7 server), I had to go to Organization Configuration > Hub Transport > Global Settings > Message Delivery Tab > And here I entered in the IP address of the other E2k7 server.  Then it worked like a charm.  The text related to the IP entry was "Enter the IP addresses of internal SMTP server.  These addressed will be ignored by the Sender ID and connection Filtering:"

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