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Exchange on SBS 2003...email to specific recipients are being queued by SMTP.

Posted on 2005-05-13
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I have a SBS 2003 server running Exchange.  Emails sent to a specific recepient (omegams.com) is being queued by the SmallBusiness SMTP Connector.  The emails to the specific recepient worked fine previously.  And I can email to the persons from other accounts through different email servers.

In Exchange System Manager I can see that a SmallBusiness SMTP Connector - omegams.com (SMTP connector) is created and holding the emails to be sent out.  Of course after several hours, the emails are rejected by Exchange since it took to long to try and send them.

I assume is must have to be caused by some DNS problem.  Would it help to remove and recreate the SmallBusiness SMTP Connector within Exchange System Manager to resolve the problem?
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Question by:createdig
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Author Comment

by:createdig
ID: 13997815
When I go through telnet to test tne SMTP connection to omegams.com I receive an error with the command "rcpt to:doug@omegams.com" of: "Relaying denied: You must check for new mail before sending mail."

Plus the SmallBusiness SMTP Connector-omegams.com (SMTP Connector) in Exchange System Manager shows in the Additional queue information area at the bottom of the screen that "The remote server did not respond to a connection attempt".
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Expert Comment

by:Sembee
ID: 14000404
This sounds like a problem at the remote end - someone has changed their SMTP settings and no one can send email to their server.

Couple of things to try.
Go to dnsreport.com and enter that remote domain and see what the results are.
You could also try this web site: http://www.zmailer.org/mxverify.html
Enter the email address and see what results it comes back with. If both of those are coming back with the same result then the problem is at the other end.

Simon.
Exchange MVP.
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Author Comment

by:createdig
ID: 14011177
I ran the the recipient's name trough dnsreport.com, which came back with an interesting result involving their mail server:

WARNING: One or more of your mailservers does not accept mail in the domain literal format (user@[0.0.0.0]). Mailservers are technically required RFC1123 5.2.17 to accept mail to domain literals for any of its IP addresses. Not accepting domain literals can make it more difficult to test your mailserver, and can prevent you from receiving E-mail from people reporting problems with your mailserver. However, it is unlikely that any problems will occur if the domain literals are not accepted (mailservers at many common large domains have this problem).

mail.omegams.com's postmaster@[216.185.175.66] response:
    >>> RCPT TO:<postmaster@[216.185.175.66]>
    <<< 550 5.7.1 ... Relaying denied

I am not too familiar with domain literals, but it seems to be the culprit.  I'll need to contact the ISP that hosts their mail server.
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Expert Comment

by:Sembee
ID: 14013906
Exchange doesn't support domain literals. So that is none issue. I get that error on most dnsreports that I run and ignore it.

Simon.
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Author Comment

by:createdig
ID: 14014078
The recepient's mail server seems to be running since I can smtp query and send emails to them from multiple other mail servers.  Just 1 specific mail server going to them is unable to send emails.  

One of the employees working at the company trying to send emails informed me that the recepient's ISP use to be the same as theirs.  The ISP is Electric Lightwave.  But the recepient's switched to a different ISP.  So I wonder if that may have anything to do with the problem.  
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Accepted Solution

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Sembee earned 1000 total points
ID: 14023260
That might be key.
You need to do manual DNS tests from that site. See if the ISP has hung on to the domain in their internal servers.
The only other thing I can suggest, if this is just a single domain with the problem is to create an SMTP Connector for this one domain and point it directly at the mail server for the other domain.

Simon.
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Author Comment

by:createdig
ID: 14047276
Looks like it was a DNS record problem from the recipient's ISP.  They fixed their DNS records and now email are successfully sent to them.

Thanks for all your help.
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