What is in $wgSMTP?

Could you patch UserMailer.php using r95547 to see if that fixes your problem?

sephren wrote:

I patched UserMailer.php with the follow up revision, but it didn't fix the problem: [SMTP: Invalid response code received from server (code: 501, response: 5.1.7 Invalid address)]

$wgSMTP leads to a SSL tunnel and contains:

$wgSMTP = array(
'host' => "localhost",
'IDHost' => "wiki.company.local",
'localhost' => "wiki.company.local",
'port' => 15000,
'auth' => false,
);

Mail Header used to look like this before the upgrade:

Received: from wiki.company.local (10.41.8.235) by VAVP1E1A.exchangeserver.de
(10.41.0.27) with Microsoft SMTP Server id 8.3.137.0; Thu, 10 Nov 2011
14:10:02 +0100
From: MediaWiki Mail <wiki@company.org>

Postfix Server on the same machine which uses the same tunnel/relay:

Received: from wiki.company.local (10.41.8.235) by VAVP1E1C.exchangeserver.de
(10.41.0.5) with Microsoft SMTP Server id 8.3.137.0; Sat, 1 Oct 2011 23:30:34
+0200
From: root <wiki@company.org>

Unfortunately i can't tell how mail headers look like now...

I am not sure the solution proposed above is indeed the correct one. Please also check this report on mediawiki discussion page:

http://www.mediawiki.org/w/index.php?title=Manual_talk:$wgSMTP&diff=0&oldid=429164

This looks to me like it is the source of this problem. We are using 1.18 behind and SMTP sender authentication verifying University Firewall and when switching to 1.18 all emails were blocked. We found a config: From must be ONLY an email, but not: "name" <emailname@organisation.org>. We were not sure whether this is a mediawiki bug or a problem with our mail infrastructure, so we did not report it, but I now think it is the first.

I confirm that in todays 1.18 SVN the code is still
164: $headers['Return-Path'] = $from->toString();
whereas in 1.19 it is fixed in r99950 but not backported to 1.18 or 1.18wmf1.

Please tag for backporting the trunk to the 1.18 versions.

Sounds like the Return-Path is the cause. The patch was merged in 1.18:

• $headers['Return-Path'] = $from->toString();

+ $headers['Return-Path'] = $from->address;

The former add the name, the later just the address. I have added a note (r111538à about this bug being fixed for the next 1.18.

It is unlikely we are going to release a 1.18.2 so you will have to add a hack meanwhile.

1.19 will have the patch (release note added with r111539).