Hello, At work, we've set up a small Linux server with postfix on it, and configured postfix to use an external SMTP mail server. The related settings in main.cf:
myhostname = scm1.ourdomain.commydestination = scm1.ourdomain.com, localhostrelayhost = [externalmailer.ourdomain.com] The external mail server is set up to trust internal connections, so there are no authentication or authorization constraints to worry about. On the Linux server, if I use "telnet externalmailer.ourdomain.com 25", and then manually enter in a small email message to send email to an *EXTERNAL* email address (e.g. "b...@gmail.com") all the way from "HELO..." to "...QUIT", this works. The email is successfully received over at gmail.com. However, if I (as user "s...@scm1.ourdomain.com") try to use "mail b...@gmail.com" from the Linux server, then this goes through the Postfix installation which in turn is configured to relay. However, this does not work ultimately. What happens: 1. The message is successfully delivered to the "externalmailer.ourdomain.com". I see this recorded in /var/log/mail.log.2. But a few seconds later, a message is delivered back to the sender on our Linux machine, and the relevant part of the error message is as follows: Final-Recipient: rfc822;bob@gmail.comAction: failedStatus: 5.0.0Remote-MTA: smtp;MAILGW1.OURDOMAIN.COMDiagnostic-Code: X-Notes; Error transferring to MAILGW1.OURDOMAIN.COM; Maximum hop count exceeded. Message probably in a routing loop. What I would like to ask is what is Postfix doing differently from me when I do a simple telnet to the external mail server? Why am I - by hand - able to send email via the relay, but Postfix is not? I know that I have misconfigured *something* ... but I can't figure out what. I am attaching the full email message below. Any help would be greatly appreciated! Ahmed. Return-Path: <>X-Original-To: scm@scm1.ourdomain.comDelivered-To: scm@scm1.ourdomain.comReceived: from mailgw.ourdomain.com (mailgw1.ourdomain.com [10.221.2.109]) by scm1.ourdomain.com (Postfix) with ESMTP id A7D1D440196 for <s...@scm1.ourdomain.com>; Fri, 17 Feb 2012 22:09:52 +0300 (AST)X-AuditID: c74b5969-b7b85ae000001be8-92-4f3ea1446f3bReceived: from mail1.ourdomain.com (mail1.internal.ourdomain.com [10.221.2.110]) by mailgw.ourdomain.com (Symantec Messaging Gateway) with SMTP id 88.F0.07144.441AE3F4; Fri, 17 Feb 2012 21:49:40 +0300 (AST)To: s...@scm1.ourdomain.com (SCM User)Subject: DELIVERY FAILURE: Error transferring to MAILGW1.OURDOMAIN.COM; Maximum hop count exceeded. Message probably in a routing loop.X-Mailer: mail (GNU Mailutils 2.2)Date: Fri, 17 Feb 2012 22:09:46 +0300 (AST)From: postmas...@ourdomain.comx-MIMETrack: Itemize by SMTP Server on EXTERNALMAILER/OURDOMAIN(Release 7.0.3|September 26, 2007) at 02/17/2012 10:09:34 PM, Serialize b y Router on mail1/OURDOMAIN(Release 8.0.1|February 07, 2008) at 02/17/2012 10:07:17 PM, Serialize complete at 02/17/2012 10:07:17 PMMessage-ID: <of6dfeeb1b.0e59d703-on432579a7.00693efb-432579a7.00690...@ourdomain.com>MIME-Version: 1.0Content-Type: multipart/report; report-type=delivery-status; boundary="==IFJRGLKFGIR14727182UHRUHIHD"X-Brightmail-Tracker: H4sIAAAAAAAAA+NgFnrFLMWRmVeSWpSXmKPExsXCdZcpT9dloZ2/waZd5hZ7W7uYHBg9Gr+8 ZA5gjOKySUnNySxLJdK3S+DKuLTsGmvBed6KCT8PsjYwPuPuYuTjkBAwkWg5vY0FwhaTuHBv PVsXIxeHkMAFRok1v54xgSREBFQljnzaxAqSEBboZpSY8mwzI0SHkkTPvq9gNouAtsSxiSvY QWw2ATmJ5zevM4M0SAh0MklcfP0TyOHg4BUIldg/RQGkhldAUOLkzCdgm5kFUiVWTuhhm8DI MwtJahaS1CygbmYBdYn184QgwooSU7ofskPYqhKzdjWwQdgyEpundjKC2EIC1xglHu70hrCL Jc6cW846C+wdUYk3rTPAbGEBAYm751aAzYH5ZhaSb0DWsgGtPb3KcBayZ2YhPLOAkX8Vo0hu YmZOerledlpxRlGyXmpKqV5x4iZGYPwc947M3MHYdF37EKMAB6MSD++LTjt/IdbEsuLK3EOM EhzMSiK833KBQrwZVVqUX58UWlOanFhxiZODilGhj1mfpfLDH+z5K18ICQWtmVtLe 7hC4E fnGcP1PL5NQU7SgVs4WR871Xq7xjnfHteyLX/ejlcyZc6vssbyUyceblJrae1FmyIs9/1d5z 3r5y51qvpU2RazYs/PZo44eDs/+X+bh97Uq/G+nJeNpxZvDqC/ZTZ+45tt5zcdH0qqj7ByK/ 837f0GgjqsRSnJFoqMVcVJwIAFdMkpJ9AgAA --==IFJRGLKFGIR14727182UHRUHIHDContent-Type: text/plain; charset=UTF-8Content-Transfer-Encoding: base64 WW91ciBtZXNzYWlDQoNCiAgU3ViamVjdDogVGVzdGluZw0KDQp3YXMgbm90IGRlbGl2ZXJlZCB0bzoNCg0KICBhaG1lZBzeXNjcy5jb20NCg0KYmVjYXVzZToNCg0KICBFcnJvciB0cmFuc2ZlcnJpbmcgdG8gTUFJTEdXM5LRlNIUkMuRURVLlNBOyBNYXhpbXVtIGhvcCBjb3VudCBleGNlZWRlZC4gIE1lc3NhZ2UgcHJvYmFibHkgaW4gYSByb3V0aW5nIGxvb3AuIA0KDQo= --==IFJRGLKFGIR14727182UHRUHIHDContent-Type: message/delivery-status Reporting-MTA: dns;mail1.ourdomain.com Final-Recipient: rfc822;bob@gmail.comAction: failedStatus: 5.0.0Remote-MTA: smtp;MAILGW1.OURDOMAIN.COMDiagnostic-Code: X-Notes; Error transferring to MAILGW1.OURDOMAIN.COM Maximum hop count exceeded. Message probably in a routing loop. --==IFJRGLKFGIR14727182UHRUHIHDContent-Type: message/rfc822 Received: from scm1.ourdomain.com ([10.248.200.233]) by externalmailer.ourdomain.com (Lotus Domino Release 7.0.3) with ESMTP id 2012021722093403-158141 ; Fri, 17 Feb 2012 22:09:34 +0300Received: by scm1.ourdomain.com (Postfix, from userid 1000) id 42E45441F3B; Fri, 17 Feb 2012 22:09:46 +0300 (AST)To: <b...@gmail.com>Subject: TestingX-Mailer: mail (GNU Mailutils 2.2)Date: Fri, 17 Feb 2012 22:09:46 +0300 (AST)From: s...@scm1.ourdomain.com (SCM User)X-MIMETrack: Itemize by SMTP Server on externalmailer/OURDOMAIN(Release 7.0.3|September 26, 2007) at 02/17/2012 10:09:34 PM, Serialize by Router on mail1/OURDOMAIN(Release 8.0.1|February 07, 2008) at 02/17/2012 10:07:17 PM, Serialize complete at 02/17/2012 10:07:17 PMMessage-ID: <of6dfeeb1b.0e59d703-on432579a7.00693efb-432579a7.00690...@ourdomain.com> Testing --==IFJRGLKFGIR14727182UHRUHIHD--