Thanks for the response. I suspected that but given that the actual content in 
this case is confidential I was a bit hesitant. 

Heres the leading part of the [MSG] section. Can you see anything triggering 
this?


<<< [MSG] From: My Name <[email protected]>
<<< [MSG] Content-Type: multipart/signed; 
boundary="Apple-Mail=_72DA7FD1-7F93-4028-B624-1213C11481BD"; 
protocol="application/pkcs7-signature"; micalg=sha1
<<< [MSG] Message-Id: <[email protected]>
<<< [MSG] Mime-Version: 1.0 (Mac OS X Mail 9.0 \(3067\))
<<< [MSG] Subject: =?utf-8?Q?Re=3A_M=C3=B6tet_imorgon?=
<<< [MSG] Date: Sat, 11 Jul 2015 22:16:19 +0200
<<< [MSG] References: 
<CAA-Q+[REDACTED][email protected]> 
<[email protected]> 
<CAA-Q+[REDACTED][email protected]> 
<[email protected]> 
<CAA-Q+[REDACTED][email protected]> 
<[email protected]> 
<CAA-Q+[REDACTED][email protected]> 
<[email protected]> 
<CAA-Q+[REDACTED][email protected]> 
<[email protected]> 
<CAA-Q+[REDACTED][email protected]> 
<[email protected]> 
<CAA-Q+[REDACTED][email protected]> 
<[email protected]> 
<CAA-Q+[REDACTED][email protected]> 
<[email protected]> 
<CAA-Q+[REDACTED][email protected]> 
<CAA-Q+[REDACTED][email protected]>
<<< [MSG] To: [email protected]
<<< [MSG] In-Reply-To: <CAA-Q+[REDACTED][email protected]>
<<< [MSG] X-Mailer: Apple Mail (2.3067)
<<< [MSG] 
<<< [MSG] 
<<< [MSG] --Apple-Mail=_72DA7FD1-7F93-4028-B624-1213C11481BD
<<< [MSG] Content-Type: multipart/alternative;
<<< [MSG]   boundary="Apple-Mail=_1D1CF9DB-435D-4B6D-B041-4150C3143099"
<<< [MSG] 
<<< [MSG] 
<<< [MSG] --Apple-Mail=_1D1CF9DB-435D-4B6D-B041-4150C3143099
<<< [MSG] Content-Transfer-Encoding: quoted-printable
<<< [MSG] Content-Type: text/plain;
<<< [MSG]   charset=utf-8
<<< [MSG] 
.....
..... actual content
.....
<<< [MSG] --Apple-Mail=_72DA7FD1-7F93-4028-B624-1213C11481BD--
<<< [EOM]


> On 2015-07-11, at 14:34, Gilles Chehade <[email protected]> wrote:
> 
> On Sat, Jul 11, 2015 at 01:28:29PM +0200, Eric Ripa wrote:
>> Hi,
>> 
>> I occasionally have an issue with outgoing mails not being accepted by 
>> OpenSMTPD due to "Message is not RFC 2822 compliant". It's also a recurring 
>> problem of a client of mine were I've setup OpenSMTPD. Both systems are 
>> running 5.7.1, one on OpenBSD 5.6 and this one on OpenBSD 5.8-beta (snapshot 
>> from 2015-07-10).
>> 
>> I believe this message in the log is a bit strange: received invalid 
>> command: "DATA"
>> 
>> In this particular case the mail is a fairly long conversation with 10+ 
>> replies in HTML. In the past the only remedy has been to remove large parts 
>> of the email history. I've also seen this occur in a single reply-to 
>> instance.
>> 
>> In all cases so far the MUA has been various versions of Apple Mail, ranging 
>> from default version in 10.9 to this example with latest 10.11 beta.
>> 
>> Any way to debug this behaviour it further?
>> 
>> Thanks
>> Eric Ripa
>> 
>> 
>> smtp: 0x147357517000: connected to listener 0x147414db5000 
>> [hostname=mail.domain.com, port=587, tag=]
>> smtp: 0x147357517000: STATE_NEW -> STATE_CONNECTED
>> smtp-in: session 8917f8161d62f58a: connection from host client.isp.com 
>> [1.2.3.4] established
>> smtp: 0x147357517000: >>> 220 mail.domain.com ESMTP OpenSMTPD
>> smtp: 0x147357517000: <<< EHLO [192.168.1.2]
>> smtp: 0x147357517000: STATE_CONNECTED -> STATE_HELO
>> smtp: 0x147357517000: >>> 250-mail.domain.com Hello [192.168.1.2] [1.2.3.4], 
>> pleased to meet you
>> smtp: 0x147357517000: >>> 250-8BITMIME
>> smtp: 0x147357517000: >>> 250-ENHANCEDSTATUSCODES
>> smtp: 0x147357517000: >>> 250-SIZE 36700160
>> smtp: 0x147357517000: >>> 250-DSN
>> smtp: 0x147357517000: >>> 250-STARTTLS
>> smtp: 0x147357517000: >>> 250 HELP
>> smtp: 0x147357517000: <<< STARTTLS
>> smtp: 0x147357517000: >>> 220 2.0.0: Ready to start TLS
>> smtp: 0x147357517000: STATE_HELO -> STATE_TLS
>> smtp-in: session 8917f8161d62f58a: TLS started version=TLSv1/SSLv3 (), 
>> cipher=ECDHE-RSA-AES256-SHA, bits=256
>> smtp: 0x147357517000: STATE_TLS -> STATE_HELO
>> smtp: 0x147357517000: <<< EHLO [192.168.1.2]
>> smtp: 0x147357517000: STATE_HELO -> STATE_HELO
>> smtp: 0x147357517000: >>> 250-mail.domain.com Hello [192.168.1.2] [1.2.3.4], 
>> pleased to meet you
>> smtp: 0x147357517000: >>> 250-8BITMIME
>> smtp: 0x147357517000: >>> 250-ENHANCEDSTATUSCODES
>> smtp: 0x147357517000: >>> 250-SIZE 36700160
>> smtp: 0x147357517000: >>> 250-DSN
>> smtp: 0x147357517000: >>> 250-AUTH PLAIN LOGIN
>> smtp: 0x147357517000: >>> 250 HELP
>> smtp: 0x147357517000: <<< AUTH PLAIN 
>> ZXJpY0dkfoskdofKOKFODSfkODKfoSDkfodskfOSDFZmVZcSxrLHBMeGE5OVFSeUFuSFVDWF1KQg==
>> smtp: 0x147357517000: STATE_HELO -> STATE_AUTH_INIT
>> smtp-in: session 8917f8161d62f58a: authentication successful for user 
>> [email protected]
>> smtp: 0x147357517000: >>> 235 2.0.0: Authentication succeeded
>> smtp: 0x147357517000: STATE_AUTH_INIT -> STATE_HELO
>> smtp: 0x147357517000: <<< MAIL FROM:<[email protected]>
>> smtp: 0x147357517000: >>> 250 2.0.0: Ok
>> smtp: 0x147357517000: <<< RCPT TO:<[email protected]>
>> smtp: 0x147357517000: >>> 250 2.1.5 Destination address valid: Recipient ok  
>>                                                               [1101/1838]
>> smtp: 0x147357517000: <<< RCPT TO:<[email protected]>
>> smtp: 0x147357517000: >>> 250 2.1.5 Destination address valid: Recipient ok
>> smtp: 0x147357517000: <<< DATA
>> smtp: 0x147357517000: STATE_HELO -> STATE_BODY
>> smtp: 0x147357517000: >>> 354 Enter mail, end with "." on a line by itself
>> 
>> ...lots of <<< [MSG]...
>> 
> 
> Problem lies precisely in the [MSG] you have obfuscated ;-)
> 
> I'm fairly confident that your mail does not have headers + body
> 
> 
>> smtp: 0x147357517000: >>> 550 5.7.1 Delivery not authorized, message 
>> refused: Message is not RFC 2822 compliant
>> smtp-in: session 8917f8161d62f58a: received invalid command: "DATA"
>> smtp: 0x147357517000: STATE_BODY -> STATE_HELO
>> smtp: 0x147357517000: <<< QUIT
>> smtp: 0x147357517000: >>> 221 2.0.0: Bye
>> smtp: 0x147357517000: STATE_HELO -> STATE_QUIT
>> smtp-in: session 8917f8161d62f58a: connection from host client.isp.com 
>> [1.2.3.4] closed (client sent QUIT)
>> 
> 
> 
> -- 
> Gilles Chehade
> 
> https://www.poolp.org                                          @poolpOrg
> 
> -- 
> You received this mail because you are subscribed to [email protected]
> To unsubscribe, send a mail to: [email protected]


--
You received this mail because you are subscribed to [email protected]
To unsubscribe, send a mail to: [email protected]

Reply via email to