All, I know I sent this out during the time when a lot of people were not looking, so I thought I'd try again, and cross-post to the NT Sysadmin list as well, since I haven't seen any responses.
This is really frustrating me, because I'm pretty darn sure my setup should work, and I just can't figure out why some domains don't like my new relay box. If anyone needs more info, I'd certainly be willing to provide it. -----Original Message----- I have a little problem I'm trying to troubleshoot, and am having difficulty finding info on it. I have set up IIS5 on a Win2kPro (SP2, fully patched) box that's destined to sit in my DMZ, and act as a relay box for our Exchange server. I'm currently testing it before deploying it, and have run into problems getting it to talk with several domains, including msn.com and attbi.com. Other domains have no problems. It's not a reverse DNS lookup issue, since switching my outbound SMTP server to the linux/sendmail box that I'm about to decomnission uses the same IP address and has no problems. I'm testing with a friend at another company, and I get a delivery status notifcation (failure) message, with an attachment that reads as follows: ___________________________________ Reporting-MTA: dns;mycompany.com Arrival-Date: Thu, 20 Dec 2001 13:03:31 -0800 Final-Recipient: rfc822;[EMAIL PROTECTED] Action: failed Status: 5.0.0 Diagnostic-Code: smtp;500 Syntax error, command unrecognized er OK 0-TURN 250-ATRN 250-SIZE 250-ETRN 250-PIPELINING 250-DSN 250-ENHANCEDSTATUSCODES 250-8bitmime 250-BINARYMIME 250-CHUNKING 250-VRFY 250-X-LINK2STATE 250-XEXCH50 250 OK ___________________________________________ The logs from his Exchange 2000 server are appended to the end of the message. I'm using my personal laptop with a personal offsite account, using Outlook2000 to send the message, and the outbound SMTP is the new relay server. I've set the domain in the default virtual server on IIS5 so that it's supposed to be using HELO instead of EHLO, but the logs on the Exchange 2000 server at his end (hiscompany.com) indicate that the SMTP service on my end is still using EHLO. I've googled and searched support.microsoft.com for clues, to no avail. Has anyone run into this issue? Kurt Stupidity is not a sin, the victim can't help being stupid. But stupidity is the only universal crime; the sentence is death, there is no appeal, and execution is carried out automatically and without pity. --Robert A. Heinlein LOGS FROM MY NEW RELAY SERVER: #Software: Microsoft Internet Information Services 5.0 #Version: 1.0 #Date: 2001-12-21 21:00:46 #Fields: date time c-ip cs-username s-sitename s-computername s-ip s-port cs-method cs-uri-stem cs-uri-query sc-status sc-win32-status sc-bytes cs-bytes time-taken cs-version cs-host cs(User-Agent) cs(Cookie) cs(Referer) 2001-12-21 21:00:47 - OutboundConnectionResponse SMTPSVC1 myMAIL2 - 25 - - 220+mercury.hisco.com+Microsoft+ESMTP+MAIL+Service,+Version:+5.0.2195.2966+ready+at++Fri,+21+Dec+2001+12:58:58+-0800+ 0 0 118 0 1252 SMTP - - - - 2001-12-21 21:00:47 mercury.hisco.com OutboundConnectionCommand SMTPSVC1 myMAIL2 - 25 EHLO - mymail2 0 0 4 0 1252 SMTP - - - - 2001-12-21 21:00:50 mercury.hisco.com OutboundConnectionResponse SMTPSVC1 myMAIL2 - 25 - - 250-mercury.hisco.com+Hello+[216.202.x.x] 0 0 43 0 3585 SMTP - - - - 2001-12-21 21:00:50 mercury.hisco.com OutboundConnectionCommand SMTPSVC1 myMAIL2 - 25 MAIL - FROM:<[EMAIL PROTECTED]> 0 0 4 0 3585 SMTP - - - - 2001-12-21 21:00:50 mercury.hisco.com OutboundConnectionResponse SMTPSVC1 myMAIL2 - 25 - - [EMAIL PROTECTED]+OK 0 0 45 0 3655 SMTP - - - - 2001-12-21 21:00:50 mercury.hisco.com OutboundConnectionCommand SMTPSVC1 myMAIL2 - 25 RCPT - TO:<[EMAIL PROTECTED]> 0 0 4 0 3655 SMTP - - - - 2001-12-21 21:00:50 mercury.hisco.com OutboundConnectionResponse SMTPSVC1 myMAIL2 - 25 - - [EMAIL PROTECTED]+ 0 0 26 0 3715 SMTP - - - - 2001-12-21 21:00:50 mercury.hisco.com OutboundConnectionCommand SMTPSVC1 myMAIL2 - 25 BDAT - 1002+LAST 0 0 4 0 3715 SMTP - - - - 2001-12-21 21:00:50 mercury.hisco.com OutboundConnectionResponse SMTPSVC1 myMAIL2 - 25 - - 500+Syntax+error,+command+unrecognized 0 0 38 0 3725 SMTP - - - - 2001-12-21 21:00:50 mercury.hisco.com OutboundConnectionCommand SMTPSVC1 myMAIL2 - 25 QUIT - - 0 0 4 0 3856 SMTP - - - - 2001-12-21 21:00:50 mercury.hisco.com OutboundConnectionResponse SMTPSVC1 myMAIL2 - 25 - - 500+Syntax+error,+command+unrecognized 0 0 38 0 3856 SMTP - - - - LOGS FROM THE EXCHANGE 2000 SERVER AT THE OTHER END: #Software: Microsoft Internet Information Services 5.0 #Version: 1.0 #Date: 2001-12-21 08:00:56 #Fields: date time c-ip cs-username s-sitename s-computername s-ip s-port cs-method cs-uri-stem cs-uri-query sc-status sc-win32-status sc-bytes cs-bytes time-taken cs-version cs-host cs(User-Agent) cs(Cookie) cs(Referer) 2001-12-21 21:11:37 216.202.x.x mymail2.myco.com SMTPSVC1 MERCURY 192.168.11.2 0 EHLO - +mymail2.myco.com 250 0 228 24 844 SMTP - - - - 2001-12-21 21:11:37 216.202.x.x mymail2.myco.com SMTPSVC1 MERCURY 192.168.11.2 0 MAIL - +FROM:<[EMAIL PROTECTED]> 250 0 47 34 0 SMTP - - - - 2001-12-21 21:11:37 216.202.x.x mymail2.myco.com SMTPSVC1 MERCURY 192.168.11.2 0 RCPT - +TO:<[EMAIL PROTECTED]> 250 0 28 25 0 SMTP - - - - 2001-12-21 21:11:37 216.202.x.x mymail2.myco.com SMTPSVC1 MERCURY 192.168.11.2 0 QUIT - mymail2.myco.com 0 1235 67 4 0 SMTP - - - - List Charter and FAQ at: http://www.sunbelt-software.com/exchange_list_charter.htm
