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https://issues.apache.org/jira/browse/JAMES-1824?page=com.atlassian.jira.plugin.system.issuetabpanels:all-tabpanel
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Alex updated JAMES-1824:
------------------------
    Description: 
I use v3-beta5 version andI have the following problem. I have james server and 
two users on it us...@example.com and us...@example.com

Messages in Cyrillic (UTF-8) from userA go to userB and from userB go to userA 
without any encoding problems.

However, when I send messages in Cyrillic to external smtp server, for example 
us...@gmail.com I have ????? ???? in body. I compared messages.

When from userA to userB (no external smtp server) I have:
Content-Type: text/plain; charset=utf-8; format=flowed
Content-Transfer-Encoding: 8bit

When from userA to userC (external smpty server) I have
Content-Type: text/plain; charset=UTF-8
Content-Transfer-Encoding: 8bit
X-MIME-Autoconverted: from 8bit to quoted-printable by Apache JAMES

This is the full message from userB to userC (I only changed email addresses 
and IPs for security reasons)
{code}
########### START ##############
Delivered-To: us...@gmail.com
Received: by 0.0.0.0 with SMTP id y71csp60203ivf;
        Sat, 17 Sep 2016 01:02:11 -0700 (PDT)
X-Received: by 0.0.0.0 with SMTP id p187mr6881075lfe.48.1474099331684;
        Sat, 17 Sep 2016 01:02:11 -0700 (PDT)
Return-Path: <us...@example.com>
Received: from mail.example.com ([0.0.0.0])
        by mx.google.com with ESMTP id f144si273780lfd.145.2016.09.17.01.02.11
        for <us...@gmail.com>;
        Sat, 17 Sep 2016 01:02:11 -0700 (PDT)
Received-SPF: neutral (google.com: 0.0.0.0 is neither permitted nor denied by 
best guess record for domain of us...@example.com) client-ip=0.0.0.0;
Authentication-Results: mx.google.com;
       spf=neutral (google.com: 0.0.0.0 is neither permitted nor denied by best 
guess record for domain of us...@example.com) smtp.mailfrom=us...@example.com
MIME-Version: 1.0
Content-Type: text/plain; charset=UTF-8
Content-Transfer-Encoding: 8bit
X-MIME-Autoconverted: from 8bit to quoted-printable by Apache JAMES
Return-Path: <us...@example.com>
X-UserIsAuth: true
Received: from 0.0.0.0 (EHLO [0.0.0.0]) ([0.0.0.0])
          by server1 (JAMES SMTP Server ) with ESMTPA ID 1844125562
          for <us...@gmail.com>;
          Sat, 17 Sep 2016 11:02:42 +0300 (MSK)
To: UserC <us...@gmail.com>
From: UserA <us...@example.com>
Subject: =?UTF-8?B?0KHQvNC+0YLRgNC10Lsg0LLRh9C10YDQsCDRhNGD0YLQsdC+0Ls/?=
Message-ID: <57dcf882.50...@example.com>
Date: Sat, 17 Sep 2016 11:02:10 +0300
User-Agent: Mozilla/5.0 (X11; Linux x86_64; rv:38.0) Gecko/20100101
 Thunderbird/38.8.0

???????? ????. ??? ????? ??????????
########### END ##############
{code}

  was:
I use v3-beta5 version andI have the following problem. I have james server and 
two users on it us...@example.com and us...@example.com

Messages in Cyrillic (UTF-8) from userA go to userB and from userB go to userA 
without any encoding problems.

However, when I send messages in Cyrillic to external smtp server, for example 
us...@gmail.com I have ????? ???? in body. I compared messages.

When from userA to userB (no external smtp server) I have:
Content-Type: text/plain; charset=utf-8; format=flowed
Content-Transfer-Encoding: 8bit

When from userA to userC (external smpty server) I have
Content-Type: text/plain; charset=UTF-8
Content-Transfer-Encoding: 8bit
X-MIME-Autoconverted: from 8bit to quoted-printable by Apache JAMES

This is the full message from userB to userC (I only changed email addresses 
and IPs for security reasons)

########### START ##############
Delivered-To: us...@gmail.com
Received: by 0.0.0.0 with SMTP id y71csp60203ivf;
        Sat, 17 Sep 2016 01:02:11 -0700 (PDT)
X-Received: by 0.0.0.0 with SMTP id p187mr6881075lfe.48.1474099331684;
        Sat, 17 Sep 2016 01:02:11 -0700 (PDT)
Return-Path: <us...@example.com>
Received: from mail.example.com ([0.0.0.0])
        by mx.google.com with ESMTP id f144si273780lfd.145.2016.09.17.01.02.11
        for <us...@gmail.com>;
        Sat, 17 Sep 2016 01:02:11 -0700 (PDT)
Received-SPF: neutral (google.com: 0.0.0.0 is neither permitted nor denied by 
best guess record for domain of us...@example.com) client-ip=0.0.0.0;
Authentication-Results: mx.google.com;
       spf=neutral (google.com: 0.0.0.0 is neither permitted nor denied by best 
guess record for domain of us...@example.com) smtp.mailfrom=us...@example.com
MIME-Version: 1.0
Content-Type: text/plain; charset=UTF-8
Content-Transfer-Encoding: 8bit
X-MIME-Autoconverted: from 8bit to quoted-printable by Apache JAMES
Return-Path: <us...@example.com>
X-UserIsAuth: true
Received: from 0.0.0.0 (EHLO [0.0.0.0]) ([0.0.0.0])
          by server1 (JAMES SMTP Server ) with ESMTPA ID 1844125562
          for <us...@gmail.com>;
          Sat, 17 Sep 2016 11:02:42 +0300 (MSK)
To: UserC <us...@gmail.com>
From: UserA <us...@example.com>
Subject: =?UTF-8?B?0KHQvNC+0YLRgNC10Lsg0LLRh9C10YDQsCDRhNGD0YLQsdC+0Ls/?=
Message-ID: <57dcf882.50...@example.com>
Date: Sat, 17 Sep 2016 11:02:10 +0300
User-Agent: Mozilla/5.0 (X11; Linux x86_64; rv:38.0) Gecko/20100101
 Thunderbird/38.8.0

???????? ????. ??? ????? ??????????
########### END ##############


> Problem with encoding
> ---------------------
>
>                 Key: JAMES-1824
>                 URL: https://issues.apache.org/jira/browse/JAMES-1824
>             Project: James Server
>          Issue Type: Bug
>    Affects Versions: 3.0.0-beta5
>         Environment: Debian 8.5
>            Reporter: Alex
>
> I use v3-beta5 version andI have the following problem. I have james server 
> and two users on it us...@example.com and us...@example.com
> Messages in Cyrillic (UTF-8) from userA go to userB and from userB go to 
> userA without any encoding problems.
> However, when I send messages in Cyrillic to external smtp server, for 
> example us...@gmail.com I have ????? ???? in body. I compared messages.
> When from userA to userB (no external smtp server) I have:
> Content-Type: text/plain; charset=utf-8; format=flowed
> Content-Transfer-Encoding: 8bit
> When from userA to userC (external smpty server) I have
> Content-Type: text/plain; charset=UTF-8
> Content-Transfer-Encoding: 8bit
> X-MIME-Autoconverted: from 8bit to quoted-printable by Apache JAMES
> This is the full message from userB to userC (I only changed email addresses 
> and IPs for security reasons)
> {code}
> ########### START ##############
> Delivered-To: us...@gmail.com
> Received: by 0.0.0.0 with SMTP id y71csp60203ivf;
>         Sat, 17 Sep 2016 01:02:11 -0700 (PDT)
> X-Received: by 0.0.0.0 with SMTP id p187mr6881075lfe.48.1474099331684;
>         Sat, 17 Sep 2016 01:02:11 -0700 (PDT)
> Return-Path: <us...@example.com>
> Received: from mail.example.com ([0.0.0.0])
>         by mx.google.com with ESMTP id f144si273780lfd.145.2016.09.17.01.02.11
>         for <us...@gmail.com>;
>         Sat, 17 Sep 2016 01:02:11 -0700 (PDT)
> Received-SPF: neutral (google.com: 0.0.0.0 is neither permitted nor denied by 
> best guess record for domain of us...@example.com) client-ip=0.0.0.0;
> Authentication-Results: mx.google.com;
>        spf=neutral (google.com: 0.0.0.0 is neither permitted nor denied by 
> best guess record for domain of us...@example.com) 
> smtp.mailfrom=us...@example.com
> MIME-Version: 1.0
> Content-Type: text/plain; charset=UTF-8
> Content-Transfer-Encoding: 8bit
> X-MIME-Autoconverted: from 8bit to quoted-printable by Apache JAMES
> Return-Path: <us...@example.com>
> X-UserIsAuth: true
> Received: from 0.0.0.0 (EHLO [0.0.0.0]) ([0.0.0.0])
>           by server1 (JAMES SMTP Server ) with ESMTPA ID 1844125562
>           for <us...@gmail.com>;
>           Sat, 17 Sep 2016 11:02:42 +0300 (MSK)
> To: UserC <us...@gmail.com>
> From: UserA <us...@example.com>
> Subject: =?UTF-8?B?0KHQvNC+0YLRgNC10Lsg0LLRh9C10YDQsCDRhNGD0YLQsdC+0Ls/?=
> Message-ID: <57dcf882.50...@example.com>
> Date: Sat, 17 Sep 2016 11:02:10 +0300
> User-Agent: Mozilla/5.0 (X11; Linux x86_64; rv:38.0) Gecko/20100101
>  Thunderbird/38.8.0
> ???????? ????. ??? ????? ??????????
> ########### END ##############
> {code}



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