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Thread: IIS SMTP - I'm Stuck

Last post 10-08-2008 6:09 PM by Sweeperq. 2 replies.

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  • 10-06-2008, 5:52 PM

    • Sweeperq
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    • Joined on 01-04-2006, 4:58 PM
    • Madison
    • Posts 5

    IIS SMTP - I'm Stuck

    We have an ASP.net website that needs to send emails in response to client interactions.  We've done this before and have had minimal problems.  This time, for whatever reason, the emails just wont send, and keep getting stuck in the Queue folder.

    After a while the messages are replaced with another message with the original and a .dat file attached.  The contents of that message are "This is an automatically generated Delivery Status Notification. Unable to deliver message to the following recipients, due to being unable to connect successfully to the destination mail server."  The contents of the .dat file are:

    ==========================================
    Reporting-MTA: dns;127.0.0.1
    Received-From-MTA: dns;servername
    Arrival-Date: Mon, 6 Oct 2008 13:01:58 -0500

    Final-Recipient: rfc822;myemail@mydomain.com
    Action: failed
    Status: 4.4.7
    ==========================================

    Note: The email on the final-recipient line has been replaced.

    What is required to relay an email message from an ASP.net script besides having the SMTP service up and running?  I've tried restarting the service, setting up alias domains within the virtual server for the site I.P. addresses, opening and closing the relay restrictions...nothing seems to work.

    Any ideas?

    Thanks,
    Sam

  • 10-07-2008, 2:03 PM In reply to

    • Sweeperq
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    • Joined on 01-04-2006, 4:58 PM
    • Madison
    • Posts 5

    Re: IIS SMTP - I'm Stuck

    I did a lot more digging and still have not found the issue.  I used WireShark to watch port 25 to make sure it is not an issue with the service.  As I suspected, the SMTP service is attempting to communicate outbound on port 25.

    Does this mean that the ISP hosting our dedicated server is blocking outbound port 25? Are there other possibilities?

  • 10-08-2008, 6:09 PM In reply to

    • Sweeperq
    • Not Ranked
    • Joined on 01-04-2006, 4:58 PM
    • Madison
    • Posts 5

    Re: IIS SMTP - I'm Stuck

    Issue was either DNS or FQDN related.  Changed both and now it works.

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