[EMAIL PROTECTED] wrote:
> On Fri, 11 Apr 2008, Tim Mancour wrote:
> 
>> Rather a mystery - have you try the submission port (587)? I would attempt
>> to watch the SMTP conversation between these clients and your toaster using
>> Ethereal or similar application. I've found the following useful for
>> debugging SMTP_AUTH issues http://qmail.jms1.net/test-auth.shtml, although
>> it seems like something (perhaps a firewall?) is obstructing the AUTH
>> command.
> 
> OK, I've managed to do several tests, and set up wireshark to watch the 
> SMTP converstation between our client's outlook/thunderbird and my toaster
> 
> What baffles me here is that while both outlook (fully patched, all 
> service packs), and thunderbird are set up to use SMTP-AUTH, neither ever 
> seem to make the attempt.
> 
> For example, here's a transcript of when thunderbird tries to send a 
> test email (courtesy of wireshark):
> 
> -----------------------------------
> 
> 220 *************************************************************************
> 
> EHLO [127.0.0.1]
> 
> 502 unimplemented (#5.5.1)
> 
> HELO [127.0.0.1]
> 
> 250 my.toaster.com - Welcome to Qmail Toaster Ver. 1.3 SMTP Server
> 
> MAIL FROM:<[EMAIL PROTECTED]>
> 
> 250 ok
> 
> RCPT TO:<[EMAIL PROTECTED]>
> 
> 553 sorry, that domain isn't in my list of allowed rcpthosts (#5.5.3 - 
> chkuser)
> 
> QUIT
> 
> 221 my.toaster.com - Welcome to Qmail Toaster Ver. 1.3 SMTP Server
> 
> -------------------------
> 
> And here's outlook's transcript (also courtesy of wireshark):
> 
> ------------------------
> 
> 220 *************************************************************************
> 
> EHLO MYWINDOWSHOSTNAME
> 
> 502 unimplemented (#5.5.1)
> 
> HELO MYWINDOWSHOSTNAME
> 
> 250 my.toaster.com - Welcome to Qmail Toaster Ver. 1.3 SMTP Server
> 
> MAIL FROM: <[EMAIL PROTECTED]>
> 
> 250 ok
> 
> RCPT TO: <[EMAIL PROTECTED]>
> 
> 553 sorry, that domain isn't in my list of allowed rcpthosts (#5.5.3 - 
> chkuser)
> 
> QUIT
> 
> 221 my.toaster.com - Welcome to Qmail Toaster Ver. 1.3 SMTP Server
> 
> --------------------------
> 
> Again, if I connect from outside the client's LAN with either Tbird or 
> Outlook, all is well and I can relay mail.
> 
> If I telnet to my toaster from the client's LAN and do a manual SMPT-AUTH 
> test, I can relay, no problem.
> 
> If I look at the client's LAN's outward facing router, I see:
> 
> --------------------------
> 
> PORT     STATE    SERVICE
> 21/tcp   filtered ftp
> 22/tcp   open     ssh
> 25/tcp   filtered smtp
> 53/tcp   filtered domain
> 80/tcp   filtered http
> 110/tcp  filtered pop3
> 123/tcp  filtered ntp
> 143/tcp  filtered imap
> 220/tcp  filtered imap3
> 443/tcp  filtered https
> 993/tcp  filtered imaps
> 1984/tcp filtered bigbrother
> 3306/tcp filtered mysql
> 
> ----------------------
> 
> Is there something here that should be open that isn't?
> 
> And why in heck are both outlook and tbird seemingly skipping the AUTH 
> step in the SMTP conversation?
> 
> Any suggestions/theories, etc., would be greatly appreciated...
> 
> --Duncan
> 

We might have covered this already, but are you using the stock toaster
firewall? It would block (entirely, I believe) traffic from local IPs. That
doesn't explain what we're seeing though.

-- 
-Eric 'shubes'

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