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Troubleshooting SMTP NDR Issues

Issues or Symptoms Article Title & Link Description or Resolution  
       
SMTP messages stay in the Outgoing Messages Awaiting delivery queue until they receive a NDR for certain domains SMTP Messages
Not Being Delivered
to Certain Domains
The site which the message is destined for is possibly using reverse zone lookups for security purposes. The Fully Qualified Domain Name (FQDN) of the Exchange Server computer does not match its InterNic-registered IP address; hence, the telnet session to the destination mail server is refused.  
How to test for relay SMTP relay behavior
in Windows 2000,
Windows XP, and
Exchange Server
You can test your SMTP server to determine if it is configured to relay e-mail messages.  
Receiving 5.5.0 non-delivery reports only from specific domains Receiving 5.5.0
non-delivery reports
only from specific
domains in
Exchange2000
Server, in
Exchange 2003,
and in SBS 2003
This behavior occurs if the destination server cannot resolve the domain that you are using as your return address. For example, if your server's domain is "nonexistentdomain.com," and you are trying to deliver a message to a domain called "destinationdomain.com," and this domain has Reverse Lookup enabled on its SMTP server, mail delivery will fail. This occurs because the destination server will perform a reverse lookup on "nonexistentdomain.com," and then it will stop the SMTP conversation.  
"The destination server for this recipient could not be found in Domain Name Service (DNS). Please verify the email address and retry. If that fails, contact your administrator. < Host.Domain.tld #5.4.0>" You receive an NDR
#5.4.0 when you
send an e-mail
message by using
the SMTP connector
in Exchange Server
2003

The SMTP connector is configured to forward e-mail messages to a smart host, and the SMTP connector has the Queue mail for remote triggered delivery option turned on.

The bridgehead server for the SMTP connector is moved to a different server.

 

 
A configuration error in the e-mail system caused the message to bounce between two servers or to be forwarded between two recipients. Contact your administrator. You Receive a
NDR
When Exchange

2000 Server
Attempts to
Send SMTP Mail
This issue occurs when loop-back is detected for DNS resolution. In the loop-back mode, the server is configured to loop back on itself.  
Some Domains Send NDRs to an Exchange 2000 Server That Runs Watchguard Firebox Firewall Some Domains
Send NDRs to an
Exchange 2000
Server That Runs
Watchguard
Firebox Firewall

 

To work around this behavior, disable the Watchguard Firebox SMTP Proxy service. Watchguard also has a software update to correct this behavior. To obtain the update, contact Watchguard support.  
"5.0.0" NDR Occurs When You Send Push Notifications to an SMTP Carrier "5.0.0" NDR Occurs
When You Send
Push
Notifications to an
SMTP Carrier
This issue can occur if the network adapter that is located on the intranet is bound before the network adapter on the Internet. In this case, the name resolution service fails for the SMTP service as the service tries to resolve an Internet domain name on the intranet DNS server.  
This article explains how to configure the SMTP connector. How to configure
the SMTP connector
in Exchange 200x
Exchange 2000 and Exchange 2003 work differently than Exchange Server 5.5. SMTP is an add-on to Exchange Server 5.5 through Internet Mail Service. SMTP is native to Exchange 2000 and Exchange 2003. Everything is SMTP-based. The default SMTP virtual server (by itself) can handle all Internet traffic (inbound and outbound).  

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