Can't send mail to one recipient

I can't send an email to one of my addresses. The box marked 'Cannot send message using the server' flashed up. I have run the Connection Doctor and all is well. My email is working fine aside from this. I can send emails to the recipient's colleagues, and he is receiving mail from other people. I can reply to email messages the intended receipient sends me, but I cannot initiate a message to him. I have tried retyping his address in a new message, rather than using the predictive text, but the message still doesn't send. I have also tried various test messages of varying sizes, with without attachments. Any suggestions as to what to do?

Looks like we could fix it on our end: it was a problem with the Address Book. I won't discuss how to backup and recover the address book data, as I don't know how and didn't need to as our Addresses are in the Exchange server. If you need to do that, just do a web search.
What we did was erase all Address Book related data, and that corrected it:
1. Quit Address Book
2. Delete the following folders
Library/Application Support/AddressBook
Library/AddressBook
Library/Caches/com.apple.AddressBook
Library/Caches/com.apple.AddressBookSouceSync
Library/Saved Application State/com.apple.AddressBook.savedState
3. Delete the following files
in Library/Preferences
all starting with com.apple.AddressBook.
com.apple.AddressBookSourceSynk.plist
4. Reboot
5. Try Mail, it should be good now
6. Reconfigure your address book, re-import addressses, etc. hopefully without bringing the problem back (in our case reconfiguring the Exchange Server Account brought the problem back, so we're still working on removing the address there.
P.S.: Seems like a more straightforward approach is to delete all instances of the questionable address from the address book but we haven't gotten success with that approach - trying.

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