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email stuck in local delivery queue

I have an exchange 2000 server. I receive emails into the local queue that get stuck and the queue goes in to a retry mode. It only happens to a few customers that email us. One customer it only happens to email that he replies back to us with. I can see the email in the queue and the only message is that is in going to retry... after 16 hours the sender will receive a undeliverable message. I send and receive other email with out problem.

I have tried to telent to their email server on port 25 without issue.
If the customer with the reply issue emails me a new message I receive it without issues.

Any help would be appreciated.
Thanks
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Tyler Tech
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Tyler Tech
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1 Solution
 
BNettles73Commented:

Is your AV software scanning exchange or IIS? Unless the AV software is specifically for Exchange then you should not be using it to scan exchange and IIS components ...
http://support.microsoft.com/default.aspx?scid=KB;EN-US;Q245822&ID=KB (for 5.5 and 2000)
http://support.microsoft.com/?kbid=823166 (for 2003 but relevant)


Have you turned up logging on MSExchangeTranport (SMTP) to max and monitored the event logs?

Do you have the latest Service Packs applied to Exchange and patches for IIS?

There could also be issues with the consistency of the database if you have mailboxes on it ... Do you know how to check the integrity of the database?
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Tyler TechAuthor Commented:
There is no A/V on the exchange server.
All service packs are loaded.
I will turn up logging and check it out.
Also I do not know how to check the integrity of the database.
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Tyler TechAuthor Commented:
I checked th smtp logs and the emails are being logged and queued. They are not being delivered to the mailbox however.
Also in the log the mail that seems to get stuck shows it coming from the localhost ip of 127.0.0.1 on port 0.

Any ideas??
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BNettles73Commented:
Do you have an errors in the application logs after turning up logging? Have you verified the DNS settings/connectivity on the server?
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Tyler TechAuthor Commented:
DNS setting are correct and no error in the event viewer.

This problem only happens on a reply email from an outlook client. If the client uses web based email to reply it gets through.
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Tyler TechAuthor Commented:
Problem solved - I had to remove the information store and rebuild it. i exported all the mailboxes and rebuilt the store then imported the mailboxes. All is better. Please forward the points to BNettles73 for his assistance.
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