Multiple Exchange 2003 Servers Unable to Send Mail to Each Other

Posted on 2007-08-08
Last Modified: 2013-11-30
In my setup there are 3 exchange servers, 1 for disaster recovery, 1 for journaling, and 1 for production.

My production server works fine. I can send in and out externally as well as internally (within the same mailbox).

The problem stems from my other 2 exchange servers not being able to receive mail internally. They can send internally to my Production exchange server; but when I attempt to reply it just stacks up in Queues "Message Queued for Deferred Delivery".

I have attempted to run "Exchange Best Practices Analyzer Tool" and it can only run on my production server. I am running it with administrator access on the other 2 servers but it says that it "can't connect to the exchange server".
Question by:slimslo

    Author Comment

    Another weird thing, the disaster recovery and the journaling server can send mail to each other; but both can't receive from the production server.
    LVL 23

    Expert Comment

    I think you need to create and configure SMTP connectors between your other 2 servers.

    Author Comment

    i'm not completely sure exactly how to do that. lets say i have 1 server on (production), another on (journal), and (disaster recovery). Is there a way to walk me through this?
    LVL 104

    Expert Comment

    SMTP Connectors are not required. They are for outbound to servers outside of Exchange only. They play no part in the delivery of email between the servers.

    Are the servers on the same LAN? Are they in the same routing group?
    Ensure that AV software is not getting in the way. As you are trying to deliver to a local IP address they can cause problems. McAfee and Symantec I have seen do that.

    Can you telnet to port 25 of each of the other servers from all of the servers?


    Author Comment

    Yes I can telnet from the other servers on port 25. Maybe this will clear it up.

    1 = Production
    2 = Journal
    3 = Disaster Recovery

    Server 1 Cannot Send to 2, or 3. It is the main exchange server.
    Server 1 Can Receive From All

    2 Can Send to 1 and 3.
    2 Can Receive from 3; but not 1.

    3 Can Send to 1 and 2.
    3 Can receive from 2; but not 1.

    The servers are on the same Lan. they are in the same OU.

    These 2 servers were added recently so I was unsure if any special setting needed to be in place.

    When I create a new user; i can create them on a new mail store on another exchange server. I can access the mail from outlook web access, that works fine.

    I cannot send mail (or foward) from a user on one mailstore to a user onto another mailstore; which I need to do with Journaling.

    This problem is only with server 1 sending to server 2 and 3. No special rules are set; there is no firewall between the 3 servers.


    Author Comment

    I was able to recover an error message

    Event Type:      Error
    Event Source:      MSExchangeTransport
    Event Category:      SMTP Protocol
    Event ID:      7010
    Date:            8/8/2007
    Time:            2:22:15 PM
    User:            N/A
    Computer:      ExchangeServer2
    This is an SMTP protocol log for virtual server ID 1, connection #1. The client at "" sent a "helo" command, and the SMTP server responded with "501 5.5.4 Invalid Address  ". The full command sent was "helo user dummy".  This will probably cause the connection to fail.

    Author Comment

    Nevermind; I know what that is. I had telnetted into the server a while ago and punched in a bogus command.

    Author Comment

    so it turns out; someone on their side decided to enable outbound smarthost without telling us. problem solved. thanks for all your help!
    LVL 1

    Accepted Solution

    PAQed with points refunded (500)

    EE Admin

    Featured Post

    How does your email signature look on mobiles?

    Do your employees use mobile devices to reply to emails? With mobile becoming increasingly important to the business world, it is in your best interest to make sure that your email signature looks great across all types of devices.

    Join & Write a Comment

    Resolve Outlook connectivity issues after moving mailbox to new Exchange 2016 server
    "Migrate" an SMTP relay receive connector to a new server using info from an old server.
    The video tutorial explains the basics of the Exchange server Database Availability groups. The components of this video include: 1. Automatic Failover 2. Failover Clustering 3. Active Manager
    This video discusses moving either the default database or any database to a new volume.

    746 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

    Need Help in Real-Time?

    Connect with top rated Experts

    14 Experts available now in Live!

    Get 1:1 Help Now