Hi
Thanks for the reply. There is certainly a possibility that its the client, although there appears to be an issue in the server as well.
I realised late this afternoon that I had setup the server as I normally do as 'server.domain.local' and then added the live domain name as a virtual domain. Part of the problem was then self-inflicted as I initiated the 'use internal mail server' option. This meant that any mail generated by the sme server to a domain.local address was also passed to the exchange server and was then rejected and bounced back to the sme server in a growing loop of emails.
That said, the interesting issue was that each of these emails started with a 'To' address from the sme server, but (at least appeared to) arrived at the exchange queue as <> which was then passed back as malformed 553.
Now I am trying to work out the sequence of processing of the mail and where the addresses are being 'nulled'.
We'll test alternate mail clients tomorrow, but it also appears that email addresses are being converted from first.last to first_last in the processing. I don't have any accounts on the sme server, but we also do not have any processing of email addresses in that format on the exchange box.
I am suspicious that clam or spamassassin or smtpfront or something on the sme server is incorrectly making assumptions about email addresses and as a result subsituting what might be a valid sme pseudonym instead of the valid internal email address.
Can anybody shed some light on this it was only after adding clam and spamassassin about 2 months ago that email went pear-shaped. It's taken us this long to work out that email receipts were failing, and that some emails were looping out between the servers.
cheers
Tony
http://www.marblebay.com.au