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Exchange return message: A configuration error in the e-mail system caused the message to bounce between two servers or to be forwarded between two recipients."

Posted on 2012-03-15
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Last Modified: 2012-10-18
I have an exchange 2003 without problems, but after installing a brand new exchange 2010 in the same forest Im getting those errors:

A non-delivery report with a status code of 5.3.5 was generated for recipient rfc822;User@domain.com (Message-ID <DAAEA583454F0145AE3D3CD522D9293703E8E40C@AFG-NET-EXC.riyadh.afg.com>).  

Causes: A looping condition was detected. (The server is configured to route mail back to itself). If you have multiple SMTP Virtual Servers configured on your Exchange server, make sure they are defined by a unique incoming port and that the outgoing SMTP port configuration is valid to avoid looping between local virtual servers.
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Question by:tbsoares
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Expert Comment

by:Michael Ian Claridge
ID: 37725185
Lookup the SMTP address within your Exchange Organization.
Are you hosting email for the same domain?
Do you have any MX backup for the same domain?

Cheers

MC
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Author Comment

by:tbsoares
ID: 37725337
I do not have any MX backup server (dig cdts.fiocruz.br)

My Exchange 2010 installation is to migrate the 2003 to him. But I didn't this yet. Only one mailbox was migrated.

I'm only hosting this domain (and his email).

This error occurs when I'm trying to send an email to an external domain.
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Michael Ian Claridge earned 2000 total points
ID: 37725394
Sounds like your Exchange 2010 Setup is also receiving email...in turn causing a loop.
Can you confirm that this is not the case and that only your old exchange 2003 setup os receiving email?
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Author Comment

by:tbsoares
ID: 37725506
this is my setup:

A frontend(linux+spamassassin, etc) that manages ONLY incoming emails. In this frontend I setup to delivery to my exchange 2003 (that have a connector to exchange 2010).

When I'm sending (OUTGOING) emails, they are send directly, not passing thru anything... But it's true, both of them are fully functional.
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Expert Comment

by:Michael Ian Claridge
ID: 37726648
Thanks for that, on your front ends have you configured any kind of routing to your internal mail servers? These are typically allowed my domain name. If this exists for the domain the sender is trying to email this will cause a loop.

Is this a likely scenario for you?
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