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Cannot Send Email to isolated user. Can send to others in same domain.

I'm using Exchange 2000 and Outlook 2003.  I keep getting a message saying that an email cannot be delivered to one user in a domain.

This is an automatically generated Delivery Status Notification.
THIS IS A WARNING MESSAGE ONLY. YOU DO NOT NEED TO RESEND YOUR MESSAGE. Delivery to the following recipients has been delayed.  recipient@domain.com.

I can send to others in the same domain with no problem.  Here's an interesting twist.  I was able to send an email to this user successfully through a telnet session their email server.  When trying to send normally through Outlook, I get the above message.  Any help would be greatly appreciated.
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Bruce_Stratten
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Bruce_Stratten
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1 Solution
 
SembeeCommented:
The message that you are getting is an SMTP warning. If the recipient and the sender are both connected to the same Exchange server, then you shouldn't get that warning because SMTP is not used.

Also, that message you have posted is close to useless, as it just indicates a delay, nothing more. It doesn't give a reason for the delay.

Is the message sat in the queue?
If you login to OWA and select the user from the GAL, does the message get delivered then?

What happens with external email? Does it get delivered to this user correctly?
I presume this is occurring when any user in your domain sends to this particular user?

Simon.
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Bruce_StrattenAuthor Commented:
The message is going to a user in another domain. The same resut happens with anyone from the sender domain that tries to reach this user.  The message sits in the queue and never gets delivered to this particular user.  The message below eventually gets returned.

Your message did not reach some or all of the intended recipients.

      Subject:      Test please reply
      Sent:      4/13/2006 3:53 PM

The following recipient(s) could not be reached:

      John Smith on 4/15/2006 3:54 PM
            Could not deliver the message in the time limit specified.  Please retry or contact your administrator.
            <server.domain.COM #4.4.7>

As stated earlier, other recipients in that domain can recieve email normally from the same source.
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SembeeCommented:
That is either DNS or connectivity.

You can test both of these very easily.

For example... 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.
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Bruce_StrattenAuthor Commented:
Did all that and was successful.  I can send to all users in the domain except for this one user.  This user can be reached however via a hotmail account and my other personal email account.
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SembeeCommented:
If you can email all other users in this domain, then I would have to suspect that the problem is at the remote end.
Try a telnet test from your Exchange server to this user.
http://www.amset.info/exchange/telnet-test.asp

You haven't created a contact for this email address on your domain somewhere? Or routed it back on yourself or anything like that?

Simon.
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Bruce_StrattenAuthor Commented:
You know what?  I was testing the possibility of using contacts for this domain.  That may be it.  Great idea.  There may be a contact for this person in my system somewhere.  That is very possible.
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Bruce_StrattenAuthor Commented:
That was it!  I had somehow mistakenly created a mailbox on the system for this user.  I have deleted it and can now send a successful email to that person. Thank you very much for your input Simon.  Problem resolved.
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SembeeCommented:
Excellent.
Don't forget to close the question.

Simon.
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Bruce_StrattenAuthor Commented:
How do I close the question?
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SembeeCommented:
You have a number of options.
See this page: http://www.experts-exchange.com/help.jsp#hs5

Simon.
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