On Jul 8, 2009, at 2:16 PM, New Old Stk wrote:

Looks like I spoke to early about tricky Cisco router. Just had our modem/router equipment replaced, hoping it would fix the problem but to no avail! I give up.

in the cisco box , did you remove any "  fixup smtp "protocols / ports ?


On Wed, Jul 8, 2009 at 6:03 PM, New Old Stk <[email protected]> wrote: Guys thanks a lot for helping out with my problem. I just tried sending mail from friend's mail server (SBS 2003) and same problem occured. Looks like Cisco box in our office messing up.

Appreciate all the input and many many thanks!

George

On Wed, Jul 8, 2009 at 4:34 PM, Victor Duchovni <[email protected] > wrote:
On Wed, Jul 08, 2009 at 04:25:43PM +0100, New Old Stk wrote:

> Noel, connecting to server remotely didn't work. I wonder what's the reason
> as no ports seem to be blocked.
>
>
> g2$ openssl s_client -starttls smtp -crlf -connect one.mailexpeditor.com:25
> CONNECTED(00000003)
> 157:error:140770FC:SSL routines:SSL23_GET_SERVER_HELLO:unknown
> protocol:s23_clnt.c:601:

This server supports "starttls" (sorry have not released smtp-finger yet...)

   smtp-finger: Connected to one.mailexpeditor.com[92.60.109.90]:25
   smtp-finger: < 220 one.mailexpeditor.com ESMTP Postfix
   smtp-finger: > EHLO hqmtaext01.ms.com
   smtp-finger: < 250-one.mailexpeditor.com
smtp-finger: < 250- PIPELINING smtp- finger: < 250-SIZE 10240000
   smtp-finger: < 250-VRFY
   smtp-finger: < 250-ETRN
   smtp-finger: < 250-STARTTLS
smtp-finger: < 250- ENHANCEDSTATUSCODES smtp- finger: < 250-8BITMIME
   smtp-finger: < 250 DSN
   smtp-finger: > STARTTLS
   smtp-finger: < 220 2.0.0 Ready to start TLS
smtp-finger: Untrusted TLS connection established to one.mailexpeditor.com[92.60.109.90]:25: TLSv1 with cipher ADH-AES256- SHA (256/256 bits)
   smtp-finger: Server is anonymous

Also works with s_client:

   $ openssl s_client -starttls smtp -connect one.mailexpeditor.com:25
   CONNECTED(00000003)
   depth=1 /C=GB/ST=Buckinghamshire/O=Mail 
Expeditor/CN=one.mailexpeditor.com/[email protected]
   verify error:num=19:self signed certificate in certificate chain
   verify return:0
   ---
   Certificate chain
    0 s:/C=GB/ST=Buckinghamshire/L=Milton Keynes/O=Mail 
Expeditor/CN=one.mailexpeditor.com/[email protected]
      i:/C=GB/ST=Buckinghamshire/O=Mail 
Expeditor/CN=one.mailexpeditor.com/[email protected]
    1 s:/C=GB/ST=Buckinghamshire/O=Mail 
Expeditor/CN=one.mailexpeditor.com/[email protected]
      i:/C=GB/ST=Buckinghamshire/O=Mail 
Expeditor/CN=one.mailexpeditor.com/[email protected]
   ---
   Server certificate
   -----BEGIN CERTIFICATE-----
   ...
   -----END CERTIFICATE-----
   subject=/C=GB/ST=Buckinghamshire/L=Milton Keynes/O=Mail 
Expeditor/CN=one.mailexpeditor.com/[email protected]
   issuer=/C=GB/ST=Buckinghamshire/O=Mail 
Expeditor/CN=one.mailexpeditor.com/[email protected]
   ---
   No client certificate CA names sent
   ---
   SSL handshake has read 2505 bytes and written 351 bytes
   ---
   New, TLSv1/SSLv3, Cipher is DHE-RSA-AES256-SHA
   Server public key is 1024 bit
   Compression: NONE
   Expansion: NONE
   SSL-Session:
       Protocol  : TLSv1
       Cipher    : DHE-RSA-AES256-SHA
       ...
Verify return code: 19 (self signed certificate in certificate chain)
   ---
   250 DSN
   quit
   221 2.0.0 Bye

--
       Viktor.

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