Followup... Changing zimbraSmtpHostname to any other relay server also results in failure. However, setting up port forwarding on a remote server to go back to the Zimbra server works.
So something in the SMTP transaction with these other relays is the problem; it *can* do SMTP to a remote host and not just LMTP to localhost.
Also, the telling line in the error is com.zimbra.cs.mailclient.CommandFailedException: DATA failed: 250 2.1.5 ... Recipient ok This is the line that it fails on, not the subsequent 354 return code.
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Christopher Lindsey, Technical Program Manager
National Center for Supercomputing Applications
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