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chimera -> RE: SMTP 550 5.7.1 (25.Mar.2008 11:50:48 PM)
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I realise this post is old, but figured i'll throw my 2 cents worth as we were getting a similar issue and I found a resolution. We also got SMTP 550 message refused errors (however did not get the "Requested action not taken" bit) but the message was never delivered to the final destination either. Tried recreating the mailbox and everything - turns out the problem was with the persons signature. Leaving the signature in the message we get the NDR, taking it out it worked a treat. Something weird under Outlook, possibly ActiveX code in the HTML signature or something being blocked by IMF??? Anyways, try removing the users signature and see if that helps.
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