IIS and SMTP - Does Outlook not send Auth?

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Author Does Outlook not send Auth?
tdempsey@wanisoft.com

2005-02-09, 5:56 pm

Hello,

I have been fighting with an smtp server for a couple days now. It is
the simple smtp server that comes with IIS 6.0. We have a weird
problem. In Outlook Express, Everything works fine. Receiving and
Sending. In Outlook(2000/xp/2003), whenever the clients try to send an
email they get a return email saying Unable to relay for the email
address. I know this is usually returned when the smtp authentication
is not set up right(on client or server). Well, everything is set
right on both, but I noticed something weird while looking at the smtp
log. It appears that outlook does not send an Auth to the server. The
log looks like the following from Outlook:

0 EHLO
0 MAIL
0 RCPT
0 QUIT

As y ou can see it never tried to auth(note: i do have the box checked
that says my smtp server requires authentication in outlook)

now with outlook express the log looks a little different:

0 EHLO
0 AUTH
0 MAIL
0 RCPT
0 DATA
0 QUIT

All is well.

If anyone has a clue as to why this is happening or if im off on the
wrong track totally... any help would be appreciated, as I have been
messing with this for way too long.

Thanks,

Tommy

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