Your client (or your client's recipient) has a  Cisco PIX with its
MailGuard feature enabled. Basically rejects any attempt at talking ESMTP.

Either force communication with this recipient to use plain SMTP, or
convince them to fix their config :)

A couple of references:
http://archives.neohapsis.com/archives/postfix/2000-02/1045.html
http://support.microsoft.com/default.aspx?scid=kb;en-us;q320027

You can find many more by googling for ESMTP pix mailguard fixup.

Hope this helps,
Jad Mouracad�
[EMAIL PROTECTED]

<much snippage>
> One of our clients running Exchange 2003 on a Win 2003 SBS is having
> issues in sending to one domain.
> 
> The Outlook error message is:
> 
> Your message did not reach some or all of the intended recipients.=20
> The following recipient(s) could not be reached:=20
> 
>   [EMAIL PROTECTED] on 4/5/2004 7:25 PM
>   There was a SMTP communication problem with the recipient's email
> server. Please contact your system administrator.
>   <mail.sendingdomain.com #5.5.0 smtp;500 Non RFC-compliant response
> received>=20

> 220
> **************************************************************0*2*******
> ******************200******2**0 *0*00
> EHLO mail.domainname.com
> 500 Syntax error, command "XXXX mail.sendingdomain.com" unrecognized
> QUIT
> 
> Since it appeared the recipient's server was having trouble with the
> EHLO command and no HELO command was ever issued as a result, I created
> an SMTP connector for their domain, using their IP address as the
> smarthost and giving their domain name of type SMTP in address space a
> cost of 1.
> 
> When trying afterwards, the email again fails.  In MailMonitor, the log
> is below:
> 
> 220
> **************************************************************0*2*******
> ****************

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