When in doubt, I often just telnet into the SMTP server (port 25) and try the commands manually:
HELO domain.com
MAIL FROM: user@domain.com
RCPT TO: user@destination.com
DATA
..<blah blah>
Some SMTP servers are very lenient and some are very strict. Try your best to stick to the RFC and I think you'll be safe in any case:
http://www.ietf.org/rfc/rfc0821.txt
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