Outlook rejecting messages because not RFC 5322 Compliant

Outlook rejecting messages because not RFC 5322 Compliant

[Naim, Halim.]

Hey everybody, I tried to send an email message to an outlook address
and it was rejected comalaining that the message is not compliant with
RFC 5322. 
After reading around, It was rejecting it because my address in the
`From:' header is not surrounded by angle brackets. 
After setting `user-mail-address' <my-mail@host.com> everything worked
correctly.

Here is the Delivery Status Notification:

Technical details of permanent failure: 
Google tried to deliver your message, but it was rejected by the server for the recipient domain outlook.com by mx4.hotmail.com. [207.46.8.199].

The error that the other server returned was:
550 5.7.0 (BAY004-MC6F36) Message could not be delivered. Please ensure the message is RFC 5322 compliant.

Re: Outlook rejecting messages because not RFC 5322 Compliant

[Steinar Bang]

>>>>> <halimsrama@gmail.com> (Naim, Halim.):

> Hey everybody, I tried to send an email message to an outlook address
> and it was rejected comalaining that the message is not compliant with
> RFC 5322. 
> After reading around, It was rejecting it because my address in the
> `From:' header is not surrounded by angle brackets. 
> After setting `user-mail-address' <my-mail@host.com> everything worked
> correctly.

Well... look at the bright side: at least Lookout wasn't demanding
single quotes around the real name...

Re: Outlook rejecting messages because not RFC 5322 Compliant

[Adam Sjøgren]

halimsrama@gmail.com writes:

> After reading around, It was rejecting it because my address in the
> `From:' header is not surrounded by angle brackets.

Take a look at the variable message-from-style:

,----[ C-h v message-from-style RET ]
| message-from-style is a variable defined in `message.el'.
| Its value is default
| 
| Documentation:
| Specifies how "From" headers look.
| 
| If nil, they contain just the return address like:
| 	king@grassland.com
| If `parens', they look like:
| 	king@grassland.com (Elvis Parsley)
| If `angles', they look like:
| 	Elvis Parsley <king@grassland.com>
| 
| Otherwise, most addresses look like `angles', but they look like
| `parens' if `angles' would need quoting and `parens' would not.
`----

[...]

> The error that the other server returned was:

> 550 5.7.0 (BAY004-MC6F36) Message could not be delivered. Please
> ensure the message is RFC 5322 compliant.

How did your From: line look in that email?


  Best regards,

    Adam

-- 
 "Jeg har læst alt hvad google kan finde."                    Adam Sjøgren
                                                         asjo@koldfront.dk

Re: Outlook rejecting messages because not RFC 5322 Compliant

[Naim, Halim.]

M-: message-from-style RET
gave `default'.

The "From:" In the message buffer was in `parens' style.

From: mail@host.com (John, Miller)

Setting it to `angles' also solves the problem. Which I a better solution than my
workaround. 

Re: Outlook rejecting messages because not RFC 5322 Compliant

[Adam Sjøgren]

Halim. writes:

> From: mail@host.com (John, Miller)

Maybe the punctuation within the name confuses Microsoft Exchange...

(I'm too lazy to check the RFCs, but I would expect that Gnus generates
compliant headers...)


  :-),

   Adam

-- 
 "People who post screen shots of text are jerks."            Adam Sjøgren
                                                         asjo@koldfront.dk

Re: Outlook rejecting messages because not RFC 5322 Compliant

[Sven Joachim]

On 2016-05-16 14:06 +0200, Adam Sjøgren wrote:

> Halim. writes:
>
>> From: mail@host.com (John, Miller)
>
> Maybe the punctuation within the name confuses Microsoft Exchange...
>
> (I'm too lazy to check the RFCs, but I would expect that Gnus generates
> compliant headers...)

Well, the ‘parens’ message-from-style seems to be discouraged in RFC
5322 section 3.4:

,----
|       Note: Some legacy implementations used the simple form where the
|       addr-spec appears without the angle brackets, but included the
|       name of the recipient in parentheses as a comment following the
|       addr-spec.  Since the meaning of the information in a comment is
|       unspecified, implementations SHOULD use the full name-addr form of
|       the mailbox, instead of the legacy form, to specify the display
|       name associated with a mailbox.  Also, because some legacy
|       implementations interpret the comment, comments generally SHOULD
|       NOT be used in address fields to avoid confusing such
|       implementations.
`----

Cheers,
       Sven

Re: Outlook rejecting messages because not RFC 5322 Compliant

[Naim, Halim.]

I think this is the relevan section (3.4) of the RFC:

----
|3.4.  Address Specification
|
|   Addresses occur in several message header fields to indicate senders
|   and recipients of messages.  An address may either be an individual
|   mailbox, or a group of mailboxes.
|
|   address         =   mailbox / group
|
|   mailbox         =   name-addr / addr-spec
|
|   name-addr       =   [display-name] angle-addr
|
|   angle-addr      =   [CFWS] "<" addr-spec ">" [CFWS] /
|                       obs-angle-addr
|
|   group           =   display-name ":" [group-list] ";" [CFWS]
|
|   display-name    =   phrase
|
|   mailbox-list    =   (mailbox *("," mailbox)) / obs-mbox-list
|
|   address-list    =   (address *("," address)) / obs-addr-list
|
|   group-list      =   mailbox-list / CFWS / obs-group-list
---

In the same section, there is a note:

----
|     Note: Some legacy implementations used the simple form where the
|      addr-spec appears without the angle brackets, but included the
|      name of the recipient in parentheses as a comment following the
|      addr-spec.  Since the meaning of the information in a comment is
|      unspecified, implementations SHOULD use the full name-addr form of
|      the mailbox, instead of the legacy form, to specify the display
|      name associated with a mailbox.  Also, because some legacy
|      implementations interpret the comment, comments generally SHOULD
|      NOT be used in address fields to avoid confusing such
|      implementations.
----

I believe the header being rejected does not conform to this syntax. I
may be wrong as I have no experience with reading RFCs.
The Note seems to describe this case.

Re: Outlook rejecting messages because not RFC 5322 Compliant

[Andreas Schwab]

"Naim, Halim." <halimsrama@gmail.com> writes:

> I believe the header being rejected does not conform to this syntax.

It matches addr-spec.

Andreas.

-- 
Andreas Schwab, schwab@linux-m68k.org
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"And now for something completely different."

Re: Outlook rejecting messages because not RFC 5322 Compliant

[Adam Sjøgren]

Sven writes:

> On 2016-05-16 14:06 +0200, Adam Sjøgren wrote:

>> (I'm too lazy to check the RFCs, but I would expect that Gnus generates
>> compliant headers...)

> Well, the ‘parens’ message-from-style seems to be discouraged in RFC
> 5322 section 3.4:

Yes, Halim quoted that as well, and Andreas provided the answer to where
the format nevertheless is (still) allowed.

I think the mail server in question is acting on the note prematurely,
but maybe Gnus' default should be changed to "angles", anyway.


  Best regards,

    Adam

-- 
 "Your father traded the tools for M&Ms again"                Adam Sjøgren
                                                         asjo@koldfront.dk