[PATCH 06/14] tests/smime: add tests for S/MIME SignedData

Subject: [PATCH 06/14] tests/smime: add tests for S/MIME SignedData

Date: Wed, 4 Dec 2019 00:51:54 -0500

To: Notmuch Mail

Cc:

From: Daniel Kahn Gillmor


Add a simple S/MIME SignedData message, taken from an upcoming draft
of
https://datatracker.ietf.org/doc/draft-autocrypt-lamps-protected-headers/

RFC 8551 describes a SignedData, a one-part clearsigned object that is
more resistant to common patterns of MTA message munging than
multipart/signed (but has the downside that it is only readable by
clients that implement S/MIME).

To make sure sure notmuch can handle this kind of object, we want to
know a few things:

Already working:

 - Is the content of the SignedData object indexed?  It actually is
   right now because of dumb luck -- i think we're indexing the raw
   CMS object and it happens to contain the cleartext of the message
   in a way that we can consume it before passing it on to Xapian.
 - Are we accidentally indexing the embedded PKCS#7 certificates? We
   don't want to, and for some reason I don't understand, our indexing
   is actually skipping the embedded certificates already.  That's
   good!

Still need fixing:
 - do we know the MIME type of the embedded part?
 - do we know that the message is signed?
 - can notmuch-show read its content?
 - can notmuch-show indicate the signature validity?
 - can notmuch-reply properly quote and attribute content?

Signed-off-by: Daniel Kahn Gillmor <dkg@fifthhorseman.net>
---
 test/T355-smime.sh                          | 76 +++++++++++++++++++++
 test/corpora/pkcs7/smime-onepart-signed.eml | 51 ++++++++++++++
 2 files changed, 127 insertions(+)
 create mode 100644 test/corpora/pkcs7/smime-onepart-signed.eml

diff --git a/test/T355-smime.sh b/test/T355-smime.sh
index cbd3e5a6..9055e589 100755
--- a/test/T355-smime.sh
+++ b/test/T355-smime.sh
@@ -96,4 +96,80 @@ Verification successful
 EOF
 test_expect_equal_file EXPECTED OUTPUT
 
+add_email_corpus pkcs7
+
+test_begin_subtest "index PKCS#7 SignedData message"
+output=$(notmuch search --output=messages Thanks)
+expected=id:smime-onepart-signed@protected-headers.example
+test_expect_equal "$expected" "$output"
+
+test_begin_subtest "do not index embedded certificates from PKCS#7 SignedData"
+output=$(notmuch search --output=messages 'LAMPS Certificate')
+expected=''
+test_expect_equal "$expected" "$output"
+
+test_begin_subtest "know the MIME type of the embedded part in PKCS#7 SignedData"
+test_subtest_known_broken
+output=$(notmuch search --output=messages 'mimetype:text/plain')
+expected=id:smime-onepart-signed@protected-headers.example
+test_expect_equal "$expected" "$output"
+
+test_begin_subtest "PKCS#7 SignedData message is tagged 'signed'"
+test_subtest_known_broken
+output=$(notmuch dump id:smime-onepart-signed@protected-headers.example)
+expected='#notmuch-dump batch-tag:3 config,properties,tags
++inbox +signed +unread -- id:smime-onepart-signed@protected-headers.example'
+test_expect_equal "$expected" "$output"
+
+test_begin_subtest "show contents of PKCS#7 SignedData message"
+test_subtest_known_broken
+output=$(notmuch show --format=raw --part=2 id:smime-onepart-signed@protected-headers.example)
+whitespace=' '
+expected="Bob, we need to cancel this contract.
+
+Please start the necessary processes to make that happen today.
+
+Thanks, Alice
+--${whitespace}
+Alice Lovelace
+President
+OpenPGP Example Corp"
+test_expect_equal "$expected" "$output"
+
+test_begin_subtest "reply to PKCS#7 SignedData message with proper quoting and attribution"
+test_subtest_known_broken
+output=$(notmuch reply id:smime-onepart-signed@protected-headers.example)
+expected="From: Notmuch Test Suite <test_suite@notmuchmail.org>
+Subject: Re: The FooCorp contract
+To: Alice Lovelace <alice@smime.example>, Bob Babbage <bob@smime.example>
+In-Reply-To: <smime-onepart-signed@protected-headers.example>
+References: <smime-onepart-signed@protected-headers.example>
+
+On Tue, 26 Nov 2019 20:11:29 -0400, Alice Lovelace <alice@smime.example> wrote:
+> Bob, we need to cancel this contract.
+>${whitespace}
+> Please start the necessary processes to make that happen today.
+>${whitespace}
+> Thanks, Alice
+> --${whitespace}
+> Alice Lovelace
+> President
+> OpenPGP Example Corp"
+test_expect_equal "$expected" "$output"
+
+test_begin_subtest "show PKCS#7 SignedData outputs valid JSON"
+output=$(notmuch show --format=json id:smime-onepart-signed@protected-headers.example)
+test_valid_json "$output"
+
+test_begin_subtest "Verify signature on PKCS#7 SignedData message"
+test_subtest_known_broken
+output=$(notmuch show --format=json id:smime-onepart-signed@protected-headers.example)
+test_json_nodes <<<"$output" \
+                'crypto:[0][0][0]["crypto"]["signed"]["status"][0]={
+                        "created" : 1574813489,
+                        "expires" : 2611032858,
+                        "fingerprint" : "702BA4B157F1E2B7D16B0C6A5FFC8A7DE2057DEB",
+                        "status" : "good"
+                     }'
+
 test_done
diff --git a/test/corpora/pkcs7/smime-onepart-signed.eml b/test/corpora/pkcs7/smime-onepart-signed.eml
new file mode 100644
index 00000000..070303b7
--- /dev/null
+++ b/test/corpora/pkcs7/smime-onepart-signed.eml
@@ -0,0 +1,51 @@
+Received: from localhost (localhost [127.0.0.1]); Tue, 26 Nov 2019
+ 20:11:46 -0400 (UTC-04:00)
+Content-Transfer-Encoding: base64
+Content-Type: application/pkcs7-mime; name="smime.p7m";
+ smime-type="signed-data"
+MIME-Version: 1.0
+From: Alice Lovelace <alice@smime.example>
+To: Bob Babbage <bob@smime.example>
+Date: Tue, 26 Nov 2019 20:11:29 -0400
+Subject: The FooCorp contract
+Message-ID: <smime-onepart-signed@protected-headers.example>
+
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-- 
2.24.0

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