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IIS Virtual SMTP server not sending. Mail stuck in mailroot\queue folder.

Posted on 2004-03-22
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Last Modified: 2011-08-18
Hi Experts,

     About my setup. Only one Server runs Windows 2000 Adv Server, MS DNS, IIS(web/ftp), MS SMTP(iis). I do not have any other email server software installed.

     The error message: Message delivery to the remote domain 'yahoo.com' failed for the following reason: The remote server did not respond to a connection attempt.

     This happens on all domains with all email, not just Yahoo.com.

     I have tested DNS at www.DNSReport.com and it seems to be fine. I can do NSLookups and they seem to be fine as well.

     This same server has worked for about a year solid now. No other software has been recently installed. All the correct ports are open. I can also telnet into port 25 and send HELO.

     WHen i telnet in and try to send an email from postmaster@mydomain, i get sender ok.
Then when i say RCPT TO: whatever@yahoo.com it says 'Unable to relay'.

Thanks in advance experts.

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Question by:Goosey1313
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9 Comments
 
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Author Comment

by:Goosey1313
ID: 10650930
I just enabled Open Relay,  just for testing.

I telneted into the mail server and sent a test message.
I did not get a  'unable to relay' message this time.
It said that the message was sent to the queue.
I went into my mailroot/queue folder and its sitting in there now.

And I closed the open relay after testing.
Also, I am not on any spam/open relay lists.
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Expert Comment

by:kristinaw
ID: 10651478
have you tried stopping and restarting the virtual servers?

Do you have an internet connector or do your virtual servers route straight to the internet?

Under your SMTP virtual server properties, under 'outbound security', do you have 'Anonymous Access' checked (which is what should be checked).

kris.
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Author Comment

by:Goosey1313
ID: 10651840
Yes I have tried restarting SMTP service many times.

I am not possitive on what you mean by having an internet connector. The box has 1 NIC, static IP and no internal addresses, i.e. there is no 192.168, etc.
Also, 'Anonymous Access' is checked in the Outbound security tab.

If I open my SMTP to full Anonymous access, i can telnet in and send and email, it just doesnt want to come out of the mailroot\queue folder.


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Expert Comment

by:kristinaw
ID: 10651955
so, you're using JUST the ms IIS SMTP, not Exchange?
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Author Comment

by:Goosey1313
ID: 10662761
Yes, or at least I was.

I just installed a third party email server and all email works great back and forth. But now I have another problem which I need to post in a different forum.

Thanks for the help.
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by:kristinaw
ID: 10667384
No objections.
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modulo earned 0 total points
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PAQ-ing the question and refunding 75 points

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by:Scott659
ID: 11685248
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