Re: Re: Authentication unsuccessful relaying from Postfix to Microsoft ESMTP MAIL Service

2010-05-13 Thread Clive Standbridge
(I'm sending this from a different account after several previous attempts to reply vanished). The TLS part seems to be sorted now (see my reply to Sven). But the authentication still fails. Then, put the full Postfix log again so we can check where (and why) it stops now :-) Ahem, good

Re: Authentication unsuccessful relaying from Postfix to Microsoft ESMTP MAIL Service

2010-05-13 Thread Camaleón
On Thu, 13 May 2010 11:59:20 +0100, Clive Standbridge wrote: The attachments contain the lines written to /var/log/auth.log and /var/log/mail.log when the attempt to mail via NEWSERVER:587 failed, also my /etc/postfix/main.cf (without comments). I see nothing about the failure. All seems to

Authentication unsuccessful relaying from Postfix to Microsoft ESMTP MAIL Service

2010-05-09 Thread Clive Standbridge
Hi, I'm trying in vain to relay external mail from postfix on a Debian lenny machine to a Microsoft SMTP server on the Internet. I've been reading and searching for days. I've tried numerous combinations of settings although I'm note certain what they all do and am experiencing information

Re: Authentication unsuccessful relaying from Postfix to Microsoft ESMTP MAIL Service

2010-05-09 Thread Celejar
On Sun, 9 May 2010 17:06:52 +0100 Clive Standbridge clive.standbri...@myriadgroup.com wrote: Hi, I'm trying in vain to relay external mail from postfix on a Debian lenny machine to a Microsoft SMTP server on the Internet. I've been reading and searching for days. I've tried numerous

Re: Authentication unsuccessful relaying from Postfix to Microsoft ESMTP MAIL Service

2010-05-09 Thread Camaleón
On Sun, 09 May 2010 17:06:52 +0100, Clive Standbridge wrote: I'm trying in vain to relay external mail from postfix on a Debian lenny machine to a Microsoft SMTP server on the Internet. I've been reading and searching for days. I've tried numerous combinations of settings although I'm note

Re: Authentication unsuccessful relaying from Postfix to Microsoft ESMTP MAIL Service

2010-05-09 Thread Sven Joachim
On 2010-05-09 19:43 +0200, Camaleón wrote: (...) May 9 16:30:01 rimmer postfix/smtp[10643]: certificate verification failed for NEWSERVER[NEWSERVER-IPADDR]:587: untrusted issuer /L=ValiCert Validation Network/O=ValiCert, Inc./OU=ValiCert Class 2 Policy Validation

Re: Re: Authentication unsuccessful relaying from Postfix to Microsoft ESMTP MAIL Service

2010-05-09 Thread Clive Standbridge
The problem with postfix is that it runs chrooted and the CA certificates are not copied into the chroot. See #287795¹. Sven ¹ http://bugs.debian.org/cgi-bin/bugreport.cgi?bug=287795 Hi Sven, Thanks for that suggestion. I had seen that bug and discounted it because the patch is only

Re: Re: Authentication unsuccessful relaying from Postfix to Microsoft ESMTP MAIL Service

2010-05-09 Thread Clive Standbridge
I don't have a solution, just one possibly helpful bit of advice: swaks is the tool for troubleshooting this sort of thing. You have gotten lots of useful information from Postfix and telnet, but I'd try using swaks to communicate with the server with and without TLS, and you'll see, for any