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Unable to send emails to a particular domain

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Last Modified: 2013-11-30
Hi,

In brief - we are having some trouble sending emails to a particular domain, and the messages remain in the queue with specific error messages.

The bounce message we get via email contains some generic info and the main message is:
#550 4.4.7 QUEUE.Expired; message expired ##

In the Exchange message queues - the messages appear with the following error message:

'421 4.4.1 Connection timed out. Attempted failover to alternate host, but that did not succeed. Either there are no alternate hosts, or delivery failed to all alternate hosts.

What I have checked so far:

- Our firewall is open and not set to block SMTP traffic
- I can successfully telnet to the recipient domains mail server on port 25 and nslookup returns the normal information
- I have checked configs in Exchange 07 and don't really see any discrepancies but may have missed something of course
- We are not on any blacklists and MX records are ok - I can also resolve recipient MX record
- Have checked with the recipient end about their configuration and they say we are the only ones having an issue sending to them.
- We don't experience this issue with other recipients
- Attempted to add the recipient domain name to Accepted domains in EMC - no success

If anyone could shed some light on this that would be great - Thanks!

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Philip ElderTechnical Architect - HA/Compute/Storage
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Commented:
All telnet tests were indeed performed from the Exchange server.

This is the bounce message we get via email:

Diagnostic information for administrators:
 
Generating server: A*****-EXCHANGE.****.local
 
h*****@*****.com
#550 4.4.7 QUEUE.Expired; message expired ##
 
Original message headers:
 
Received: from A****-******* ([192.168.10.222]) by  A*****-******** ([192.168.10.222]) with mapi; Tue, 22 Jul 2008
 10:43:52 +1000
From: Amber ****
To: "h*****@******.com"
Date: Tue, 22 Jul 2008 10:43:50 +1000
Subject: Test
Thread-Topic: Test
Thread-Index: AcjrlAJ/Ag2y/F3rRVKH8oigZ7I2RA==
Message-ID:
Accept-Language: en-US, en-AU
Content-Language: en-US
X-MS-Has-Attach: yes
X-MS-TNEF-Correlator:
acceptlanguage: en-US, en-AU
Content-Type: multipart/related;
        boundary="_005_AA6A24406CE6E84AAD5B2865B2814AC80F20C75BA7A***EXCHANGE_";
        type="multipart/alternative"
MIME-Version: 1.0

And in queue in EMC - I can see the message stuck there with error message:

421 4.4.1 Connection timed out. Attempted failover to alternate host, but that did not succeed. Either there are no alternate hosts, or delivery failed to all alternate hosts.

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