Getting delay notifications for outbound email

Posted on 2009-03-30
Last Modified: 2013-11-30
We recently replaced a drive in our Exchange server and since then we have been getting numerous delay notifcations for outbound email.  We eventually get undeliverables for those messages and are not able to send outbound email through our SmartHost.  Although, we are able to receive inbound email w/o any problems.  No problems sending/receiving internally.

We are using Xwall for Exchange server 3.4.2 running on Windows Server 2003 SP2.  
Exchange is version 6.5 SP2 also running on Windows Server 2003.
Question by:NKC_USER
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Expert Comment

ID: 24021764
The first thing I would check, maybe you have already, is that the smarthost does or does not require authentication. Also check your that your server can communicate with the smarthost. You can do that by opening a command prompt on your server and typing: telnet smarthosturl 25

Good Luck,

Author Comment

ID: 24022067
Out smarthost does not require authentication.  We are able to communicate with our smarthost over telnet.


Expert Comment

ID: 24022345
can you post the undeliverable error message.  That will provide more info as to what is failing.
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Expert Comment

ID: 24022393
From our experience when we see the delay messages it is because of a DNS problem or a reverse DNS entry.  Double check all of your DNS settings.

Author Comment

ID: 24022577
LinkNJ, I've attached the text from one of the undeliverable messages.

geohix, we have DNS records for our email (i.e., our Xwall box, and our Exchange server.  What settings specifically are you referring to when you say "all"?

Your message did not reach some or all of the intended recipients.
      Subject:	 Letter of Compliance
      Sent:	3/25/2009 3:11 PM
The following recipient(s) could not be reached:
      'Joe Hawkinson' on 3/27/2009 3:28 PM
            Could not deliver the message in the time limit specified.  Please retry or contact your administrator.
            < #4.4.7>

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Expert Comment

ID: 24024108
Hello, that is the failure message and not the delayed message, yes?  You are having this problem with all outbound email, correct?  I ask this because when I do a nslookup I don't see the domain answer with any mx records.  Thanks.

Author Comment

ID: 24029849
Yes, that is the failure message.  We were having problems w/ all outbound email.  We have removed our Smarthost so that we can send mail, but are having other issues.  We need to get the Smarthost method working again.  Here's my nslookup from an outside non-Exchange box:

> nslookup
> type=mx
Non-authoritative answer:

You should be getting something back for mx lookup.  How are you checking?

Expert Comment

ID: 24033266
I did a nslookup and I do get back a mx record today.  I didn't yesterday but I was at a client's location so perhaps there was a different issue there, sorry for the confusion.  Are you using your ISP for the Smarthost.  That is the best choice in my experience.  If you are not going to use the smarthost, then you need to make sure your domain DNS records and reverse DNS record for your IP address are setup.

Accepted Solution

NKC_USER earned 0 total points
ID: 24100354
After troubleshooting this for 2 weeks we have found that our anti-virus software was causing the problem. Although, it was working correctly before we rebooted the server due to a drive failure.  I'm guessing there was some virus def update that was not enforced until that reboot which triggered the problem.  We are using Sunbelt Software's VIPRE Enterprise.

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