Solved

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

Posted on 2009-07-08
9
321 Views
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.
0
Comment
Question by:LB1234
  • 5
  • 4
9 Comments
 
LVL 65

Assisted Solution

by:Mestha
Mestha earned 500 total points
ID: 24808383
The message means what it says - it has expired. Could be any number of reasons for that, the bulk of which is outside of your control.

You need to do an nslookup on the domain to get the MX records and then see if you can connect to the MX record host nme using telnet to port 25.


For example... and old lookup for microsoft.com:

C:\>nslookup
Default Server:  server.domain.co.uk
Address:  192.168.1.1

> set type=mx
> microsoft.com
Server:  server.domain.co.uk
Address:  192.168.1.1

Non-authoritative answer:

microsoft.com   MX preference = 10, mail exchanger = mailc.microsoft.com
microsoft.com   MX preference = 10, mail exchanger = maila.microsoft.com
microsoft.com   MX preference = 10, mail exchanger = mailb.microsoft.com

maila.microsoft.com     internet address = 131.107.1.7
maila.microsoft.com     internet address = 131.107.1.6
mailb.microsoft.com     internet address = 131.107.3.123
mailb.microsoft.com     internet address = 205.248.102.77
mailc.microsoft.com     internet address = 205.248.102.78
mailc.microsoft.com     internet address = 205.248.102.79
>

When you have the MX server information, see if you can telnet to port 25 of the remote server.

For example (using the above information)
telnet maila.microsoft.com 25



Simon.
0
 
LVL 1

Author Comment

by:LB1234
ID: 24808498
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.
0
 
LVL 1

Author Comment

by:LB1234
ID: 24808554
So apparently they're blocking us somehow by IP address?
0
Simplifying Server Workload Migrations

This use case outlines the migration challenges that organizations face and how the Acronis AnyData Engine supports physical-to-physical (P2P), physical-to-virtual (P2V), virtual to physical (V2P), and cross-virtual (V2V) migration scenarios to address these challenges.

 
LVL 65

Expert Comment

by:Mestha
ID: 24808629
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.
0
 
LVL 1

Author Comment

by:LB1234
ID: 24808724
i didn't do the test from the exchange server.  will do so now.  Here is what i get:

220 ***************************************************************************************************************************************************************************************************************************************************************************************************************************************************************
0
 
LVL 65

Expert Comment

by:Mestha
ID: 24808866
You have a PIX, or something like that.
Disable fixup SMTP or whatever it is called on the ASA.

Simon.
0
 
LVL 1

Author Comment

by:LB1234
ID: 24853006
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?
0
 
LVL 65

Accepted Solution

by:
Mestha earned 500 total points
ID: 24854842
As long as the server receiving the email has the hub transport role installed, then it will be fine. Exchange doesn't care which server the email is delivered to. Once it hits Exchange, Exchange deals with the delivery of the message between the servers.

Simon.
0
 
LVL 1

Author Comment

by:LB1234
ID: 24861752
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:"

0

Featured Post

The Eight Noble Truths of Backup and Recovery

How can IT departments tackle the challenges of a Big Data world? This white paper provides a roadmap to success and helps companies ensure that all their data is safe and secure, no matter if it resides on-premise with physical or virtual machines or in the cloud.

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

Find out what you should include to make the best professional email signature for your organization.
As cyber crime continues to grow in both numbers and sophistication, a troubling trend of optimization has emerged over the last year.
This video discusses moving either the default database or any database to a new volume.
This video shows how to quickly and easily add an email signature for all users on Exchange 2016. The resulting signature is applied on a server level by Exchange Online. The email signature template has been downloaded from: www.mail-signatures…

840 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question