Email messages sent from Crowd don't have a sent date - I believe this is the RFC 822 "Date" header field - see SMTPMessage.setSentDate() in the JavaMail API docs. Unfortunately JavaMail doesn't default this field when it is not set, as qmail-inject does.

The result of the missing date is that user messages are often not seen because they are buried at the bottom of a mailbox that is sorted by date sent.

Mail messages originating from Jira are sent on port 465 - these messages don't have this problem. In Crowd, we can't specify a port. I tried appending it to the name of the smtp server, but it didn't seem to work.
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Nick Waanders - [23/May/07 08:31 PM ] Mail messages originating from Jira are sent on port 465 - these messages don't have this problem. In Crowd, we can't specify a port. I tried appending it to the name of the smtp server, but it didn't seem to work.