Bug 280245 - Kmail create an unnecessary line in mail header with s/mime sign
Summary: Kmail create an unnecessary line in mail header with s/mime sign
Status: RESOLVED WORKSFORME
Alias: None
Product: kmail2
Classification: Applications
Component: crypto (show other bugs)
Version: 2.1.1
Platform: Mandriva RPMs Linux
: NOR normal
Target Milestone: ---
Assignee: kdepim bugs
URL:
Keywords:
Depends on:
Blocks:
 
Reported: 2011-08-17 07:57 UTC by Gergely Lónyai
Modified: 2013-03-26 14:44 UTC (History)
3 users (show)

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Description Gergely Lónyai 2011-08-17 07:57:49 UTC
Version:           2.1.1 (using KDE 4.6.5) 
OS:                Linux

If I create a new mail with S/MIME sign, the the mail is not readable some email client (example on iphone). The problem is a smime.p7m attachment. Is the p7m the S/MIME encrypted mail? Or not?

If I remove out this line (on my IMAP server):
Content-Disposition: attachment; filename="smime.p7m"
...then the mail is readable on iphone

Reproducible: Always

Steps to Reproduce:
1. Create a new mail with "any body"
2. sign the mail with smime
3. send
4. read the mail on iphone:
 - Not see the "any body"
 - see a smime.p7m


Expected Results:  
The Thunderbird and Claws-mail are working right.
Comment 1 Nicholas Sushkin 2011-12-21 02:35:36 UTC
My iPad and some Outlook-Web recipients are experiencing the same problem.  A signed but not encrypted email has Content-Disposition: smime.p7m header, which seems to confuse them. I looked at email S/MIME signed by other clients, they don't have Content-Disposition header in the main body. It seems though that KMail is creating a correctly enveloped S/MIME message. Per RFC 2633, S/MIME message doesn't have to be encrypted. 
http://tools.ietf.org/html/rfc2633#section-3.3

Not sure what to do. Fat chance changing Apple or Microsoft. 

**** My email (KMail)

…
User-Agent: KMail/4.6.1 (Linux/2.6.37.6-smp; KDE/4.6.5; i686; ; )
MIME-Version: 1.0
Content-Type: multipart/signed; boundary="nextPart2611496.STdDYbFXGI"; micalg="sha1"; protocol="application/pkcs7-signature"
Content-Disposition: attachment; filename="smime.p7m"
Content-Transfer-Encoding: 7Bit
…


--nextPart2611496.STdDYbFXGI
Content-Type: multipart/alternative; boundary="nextPart1735059.Y8m6fQfRX9"
Content-Transfer-Encoding: 7Bit


--nextPart1735059.Y8m6fQfRX9
Content-Transfer-Encoding: 7Bit
Content-Type: text/plain; charset="us-ascii"
…


**** S/MIME signed email that works (Outlook)

X-Mailer: Microsoft Office Outlook 11
Content-Type: multipart/signed;
	boundary="----=_NextPart_000_0031_01CCBBD2.D648E710";
	micalg=SHA1;
	protocol="application/x-pkcs7-signature"
…

This is a multi-part message in MIME format.

------=_NextPart_000_0031_01CCBBD2.D648E710


**** Another signed only message that works (Apple)

…
Content-Type: multipart/signed; boundary="Apple-Mail=_C326CAAF-0EAF-4005-8DCC-325090799426"; protocol="application/pkcs7-signature"; micalg=sha1
…

--Apple-Mail=_C326CAAF-0EAF-4005-8DCC-325090799426
Content-Type: multipart/alternative;
	boundary="Apple-Mail=_F5D2039F-FF8C-4312-AD04-6F811B8119B7"


--Apple-Mail=_F5D2039F-FF8C-4312-AD04-6F811B8119B7
Content-Transfer-Encoding: quoted-printable
Content-Type: text/plain;
	charset=utf-8
…

--Apple-Mail=_F5D2039F-FF8C-4312-AD04-6F811B8119B7--

--Apple-Mail=_C326CAAF-0EAF-4005-8DCC-325090799426
Content-Disposition: attachment;
	filename=smime.p7s
Content-Type: application/pkcs7-signature;
	name=smime.p7s
Content-Transfer-Encoding: base64

**** Yet another S/MIME signed (Thunderbird) ****

Content-Type: multipart/signed; protocol="application/x-pkcs7-signature"; micalg=sha1; boundary="------------ms070706070308090400050105"

This is a cryptographically signed message in MIME format.

--------------ms070706070308090400050105
Content-Type: text/plain; charset=ISO-8859-1; format=flowed
Content-Transfer-Encoding: 7bit
…

--------------ms070706070308090400050105
Content-Type: application/x-pkcs7-signature; name="smime.p7s"
Content-Transfer-Encoding: base64
Content-Disposition: attachment; filename="smime.p7s"
Content-Description: S/MIME Cryptographic Signature
Comment 2 Nicholas Sushkin 2011-12-21 02:50:23 UTC
Actually this newer RFC (http://tools.ietf.org/html/rfc3851#section-3.4) says it better.

3.4. Creating a Signed-only Message


   There are two formats for signed messages defined for S/MIME:
   application/pkcs7-mime with SignedData, and multipart/signed.  In
   general, the multipart/signed form is preferred for sending, and
   receiving agents MUST be able to handle both.

3.4.1. Choosing a Format for Signed-only Messages


   There are no hard-and-fast rules when a particular signed-only format
   is chosen because it depends on the capabilities of all the receivers
   and the relative importance of receivers with S/MIME facilities being
   able to verify the signature versus the importance of receivers
   without S/MIME software being able to view the message.

   Messages signed using the multipart/signed format can always be
   viewed by the receiver whether they have S/MIME software or not.
   They can also be viewed whether they are using a MIME-native user
   agent or they have messages translated by a gateway.  In this
   context, "be viewed" means the ability to process the message
   essentially as if it were not a signed message, including any other
   MIME structure the message might have.

   Messages signed using the SignedData format cannot be viewed by a
   recipient unless they have S/MIME facilities.  However, the
   SignedData format protects the message content from being changed by
   benign intermediate agents.  Such agents might do line wrapping or
   content-transfer encoding changes which would break the signature.

It seems that KMail is sending signed messages as "multipart/signed", but using SignedData, which is incorrect.
Comment 3 Sandro Knauß 2013-03-26 14:44:44 UTC
kmail creates corrent SMIME messages in both formats based on the RFC3851:
SMIME and SMIME Opaque.

tested with kmail 4.10.1