Solved

SMTP Virtual Server - delayed delivery to certain domains

Posted on 2006-06-23
5
2,067 Views
Last Modified: 2013-11-15
When sending mail to certain domains (mostly yahoo.com), the message may be delayed for an hour or more (sometimes alot more).

The messages show up in the smtp que immediately and the que folder state is "active".  If  I do a find on the messages in the folder, their state is "queued".  They will eventually be delivered.

This seems to be an intermittent problem so I suspect external problems but have had   a few other domains recently with the same problem.

I have done the telnet test from the Mail Front-End server to the problem domains mx servers and it works fine.

Searches for solutions has taken me to antivirus (Trendmicro), EDNS (turned off), reverse dns entries, etc...

I did a packet sniff on the server segment and it doesn't seem to be trying to send out the messages even though everything looks like it should be (que active and messages queued).

Thanks for any help you can give.
0
Comment
Question by:swosuweb
[X]
Welcome to Experts Exchange

Add your voice to the tech community where 5M+ people just like you are talking about what matters.

  • Help others & share knowledge
  • Earn cash & points
  • Learn & ask questions
5 Comments
 

Expert Comment

by:metaljoe_xp
ID: 16973029
I'm having the same problems on a 2 week old install of Exchange 2003, as well as this error: There was a SMTP communication problem with the recipient's email
server.  Please contact your system administrator.
    <mail.domain.com #5.5.0 smtp;550 No such user - psmtp>

I think they are somehow related, other posts claim that masquerade domains seem to resolve it, but I don't get it.  Again other posts claim that "Send HELO instead of EHLO" fixes this problem, but still no luck for me...  I'd love to know what to do to fix this and will reward all of my 525 points to the one who resolves our problems.

Joe
0
 
LVL 32

Accepted Solution

by:
r-k earned 63 total points
ID: 16973653
Does Message Tracking help?

I am not sure, but this could be due to certain sites delaying accepting delivery from you if they think you may have sent them spam in the past. A legit server will try again after some time, so they reject the first atempts.
0
 
LVL 104

Assisted Solution

by:Sembee
Sembee earned 62 total points
ID: 16974834
Greylisting seems to be causing some of these problems. The implementation of greylisting seems to vary in its effectiveness, with some sites not getting it right. The idea of greylisting is, as already said, to weed out legitimate email from spam. Spammers will try once and not again, legitimate email will try again. However it does depend on the SMTP message that is returned to the sending server and how it interprets that message.

Masquerade domain will not do anything to resolve the problem. That just indicates another domain for the NDR messages. Click Help on that screen and it will explain it all.

If you are having problems with certain domains, then after checking your DNS, reverse DNS and server banner is correct, you may end up having to use an SMTP Connector to route email through your ISPs SMTP Server.
http://www.amset.info/exchange/smtp-connector.asp

Simon.
0

Featured Post

Free Tool: Site Down Detector

Helpful to verify reports of your own downtime, or to double check a downed website you are trying to access.

One of a set of tools we are providing to everyone as a way of saying thank you for being a part of the community.

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

Suggested Solutions

This article aims to explain the working of CircularLogArchiver. This tool was designed to solve the buildup of log file in cases where systems do not support circular logging or where circular logging is not enabled
This article explains how to install and use the NTBackup utility that comes with Windows Server.
The viewer will learn how to successfully create a multiboot device using the SARDU utility on Windows 7. Start the SARDU utility: Change the image directory to wherever you store your ISOs, this will prevent you from having 2 copies of an ISO wit…
XMind Plus helps organize all details/aspects of any project from large to small in an orderly and concise manner. If you are working on a complex project, use this micro tutorial to show you how to make a basic flow chart. The software is free when…

730 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question