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cant email from one exchange server to another (new server on same domain)

Posted on 2006-11-27
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Last Modified: 2010-03-06
Weve just put a new server onto a site and linked it up over VPN. The main site is running an SBS server with exchange etc and the second site is running server2003 with exchange. Weve yet to perform the transition (using packs anyone know whats its like?) on the sbs server to make it server standard so we can do dcpromo etc. The second sites server is running as a member server and has exchange as part of the same global group. We have migrated some mailboxes from the old serverto the new server and that worked fine. The problem is that although external mail works for both servers and the old server can email people on the new server for some reason the people on the new server cant email those on the old server. Things ive done:
Ive checked dns is working correctly
ive checked the advanced button in virtual servers and that field is empty
ive checked telnet but for some reason the old server cant telnet to the new server although it cant telnet to anyone but then machines on the domain can telnet to the new server (im thinking antivirus is stopping this)
ive logged in over telnet and sent a test email and that doesnt work

Basically all the emails are being queued up and not being delivered. help!
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Question by:b2bitservices
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by:Sembee
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If you cannot telnet to the old server on port 25 then you have a problem. If you think the antivirus is stopping it then you need to remove or reconfigure the AV software.

Ensure that there are no connection restrictions on the SMTP virtual server of the old server.
You have said that a telnet test failed. Failed in what way?

Simon.
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by:b2bitservices
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The old server cant telnet to the new server which is a bit weird because the old server can email people on the new server so exchange must still be working in that way, and in addition to that the old server cant telnet to any server on 25 so its not an exchange issue.
When i say its failed the message was sent but then just sits in the queue
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by:Sembee
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If you click on the queue, what does it say is the reason for the failure?

Simon.
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by:b2bitservices
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it just says its retrying and then after the timeout period it bounces the emails back to the user with a NDR which has no usefull information bar "timeout reached" etc
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by:Sembee
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That usually means it cannot connect.
If the server was able to connect then the message was rejected you would get a different NDR.

Have you checked that there are no restrictions on the SMTP virtual server?

Simon.
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by:b2bitservices
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ive opened all restrictions on ip and authenication etc on the virtual server (how do you get it to choose this over the smtp connector etc?)
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by:Sembee
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The SMTP Connector is only for outbound email. It plays no part in the inter-server traffic. Exchange works that out for itself. Ensure that there is no smart host on the SMTP virtual server, as that can get in the way as well.

Can you confirm - can you telnet to the old server from the new server and send an email?

Simon.
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by:b2bitservices
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there is no smart host on the virtual server ive checked that.

Telneting from the old server to the new server doesnt work as it seems any outgoing connections on port 25 are blocked. However any machine on the network can telnet to either server. On the new server it can telnet to itself and it can telnet to the old server. Ive logged onto the new server and sent an email to a mailbox on the old server and each time the mails just sit in the "messages waiting with unreachable destination" along with any other emails that have been sent to the old server
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by:b2bitservices
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right the virus software is definately blocking outgoing connections on port 25 from the old server to the new server. If it was the other way around i could understand why the new server couldnt email the old server but this way around is just weird. Unfortunately this is a site we have just taken over and no one knows the Mcaffe epolicy login password.... doh!
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Sembee earned 500 total points
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You will have to remove McAfee then. If the AV is getting in the way, then it is not doing its job.
Breaking in to ePO is quite easy - there is a document on the McAfee web site.

Simon.
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by:b2bitservices
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by:Sembee
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I haven't got access to a site with ePO at the moment, but I know I have broken in to ePO in the past. From what I recall (it has been some time) I made a change to the SQL database. McAfee may have removed the document from their web site now.

Simon.
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