Hi Christian,

On 05/07/2018 04:06 PM, Christian Schmitz wrote:
>>> 2018-05-07T09:38:23.969642-03:00 schweb postfix/smtp[26859]:
>>>     Untrusted TLS connection established to
>>>     gmail-smtp-in.l.google.com[64.233.190.27]:25:
>>>     TLSv1.2 with cipher ECDHE-RSA-AES128-GCM-SHA256 (128/128 bits)
>>> 2018-05-07T09:38:26.022482-03:00 schweb postfix/smtp[26859]:
>>>     343BF39998: to=<***my_friend***@gmail.com>,
>>>     relay=gmail-smtp-in.l.google.com[64.233.190.27]:25, delay=3.8,
>>>     delays=0.46/0.03/1.4/1.9, dsn=2.0.0, status=sent (250 2.0.0 OK
>>> 1525696705 b191si705526qkg.318 - gsmtp)
The Mail has been overgiven to gmail without an error. So if the mail
does not get into the inbox of your friend, this is not the fault of
your mailserver but of gmail.

You can not do anything at all here.

BUT

I had a similar issue a few weeks ago where a client wanted to forward
some mails through our mailserver to his gmail account. He did a lot of
testings but no email came to his gmail inbox.

I could just explain the very same as above, that our server did
everything it should and that the problem resides on gmails side.

He did not believe this so i did some testings with GMX and with my
private mail server. And there everything worked like a charm. But he
still believed, that the fault had to be on our side.

It turned out, that gmail silently discarded all emails coming from mail
accounts that where configured to be "sent as" by gmail. So when he had
set (i just translate this from german, so it could be they are named
differently) Gmail -> Settings -> Accounts and Import -> Send as: with
some email addresses (not gmail, they where all from other providers)
and then sent a testmail from one of these (other providers) accounts
through our server (i know, who does such things?) they got silently
discarded.

Maybe something like this is the same problem here?

Best regards
Matthias

-- 
Matthias Egger
ETH Zurich
Department of Information Technology          maeg...@ee.ethz.ch
and Electrical Engineering
IT Support Group (ISG.EE), ETF/D/102          Phone +41 (0)44 632 03 90
Sternwartstrasse 7, CH-8092 Zurich            Fax   +41 (0)44 632 11 95

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