our company (only 4 employees) has one SBS 2008 and on it Exchange 2007. When we send mail to one contact, exchange does not deliver the mail.
When looking at Message Tracking Results I see that the mail is received from the local user with an EVENTID of RECEIVED and the correct email address is in the Recipients field, but when the same message is in the EXPAND eventid then the Recipients field is empty and the email address that is being sent to is in the RelatedRecipientAddress field, and there it stops and disappears (nothing in Queue). No SEND eventid appears for this email address.
Sending mail to other email addresses works fine, this email address that is causing problems is a gmail address but sending to other gmail addresses works fine.
I think a previous admin here tried to do some magic with this address so there might be some rule that is causing this but I don't know Exchange well enough to debug this. Any pointers towards debugging this?