notmuch/test/T355-smime.sh
Daniel Kahn Gillmor 4cb789aa09 cli/show: emit new whole-message crypto status output
This allows MUAs that don't want to think about per-mime-part
cryptographic status to have a simple high-level overview of the
message's cryptographic state.

Sensibly structured encrypted and/or signed messages will work fine
with this.  The only requirement for the simplest encryption + signing
is that the message have all of its encryption and signing protection
(the "cryptographic envelope") in a contiguous set of MIME layers at
the very outside of the message itself.

This is because messages with some subparts signed or encrypted, but
with other subparts with no cryptographic protection is very difficult
to reason about, and even harder for the user to make sense of or work
with.

For further characterization of the Cryptographic Envelope and some of
the usability tradeoffs, see here:

   https://dkg.fifthhorseman.net/blog/e-mail-cryptography.html#cryptographic-envelope
2019-05-26 08:20:23 -03:00

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Executable file

#!/usr/bin/env bash
test_description='S/MIME signature verification and decryption'
. $(dirname "$0")/test-lib.sh || exit 1
add_gpgsm_home ()
{
local fpr
[ -d ${GNUPGHOME} ] && return
_gnupg_exit () { gpgconf --kill all 2>/dev/null || true; }
at_exit_function _gnupg_exit
mkdir -m 0700 "$GNUPGHOME"
gpgsm --no-tty --no-common-certs-import --disable-dirmngr --import < $NOTMUCH_SRCDIR/test/smime/test.crt >"$GNUPGHOME"/import.log 2>&1
fpr=$(gpgsm --list-key test_suite@notmuchmail.org | sed -n 's/.*fingerprint: //p')
echo "$fpr S relax" >> $GNUPGHOME/trustlist.txt
test_debug "cat $GNUPGHOME/import.log"
}
test_require_external_prereq openssl
test_require_external_prereq gpgsm
cp $NOTMUCH_SRCDIR/test/smime/key+cert.pem test_suite.pem
FINGERPRINT=$(openssl x509 -fingerprint -in test_suite.pem -noout | sed -e 's/^.*=//' -e s/://g)
add_gpgsm_home
test_begin_subtest "emacs delivery of S/MIME signed message"
test_expect_success \
'emacs_fcc_message \
"test signed message 001" \
"This is a test signed message." \
"(mml-secure-message-sign \"smime\")"'
test_begin_subtest "emacs delivery of S/MIME encrypted + signed message"
# Hard code the MML to avoid several interactive questions
test_expect_success \
'emacs_fcc_message \
"test encrypted message 001" \
"<#secure method=smime mode=signencrypt keyfile=\\\"test_suite.pem\\\" certfile=\\\"test_suite.pem\\\">\nThis is a test encrypted message.\n"'
test_begin_subtest "Signature verification (openssl)"
notmuch show --format=raw subject:"test signed message 001" |\
openssl smime -verify -CAfile $NOTMUCH_SRCDIR/test/smime/test.crt 2>OUTPUT
cat <<EOF > EXPECTED
Verification successful
EOF
test_expect_equal_file EXPECTED OUTPUT
test_begin_subtest "signature verification (notmuch CLI)"
output=$(notmuch show --format=json --verify subject:"test signed message 001" \
| notmuch_json_show_sanitize \
| sed -e 's|"created": [-1234567890]*|"created": 946728000|g' \
-e 's|"expires": [-1234567890]*|"expires": 424242424|g' )
expected='[[[{"id": "XXXXX",
"match": true,
"excluded": false,
"filename": ["YYYYY"],
"timestamp": 946728000,
"date_relative": "2000-01-01",
"tags": ["inbox","signed"],
"crypto": {"signed": {"status": [{"fingerprint": "'$FINGERPRINT'", "status": "good","userid": "CN=Notmuch Test Suite","expires": 424242424, "created": 946728000}]}},
"headers": {"Subject": "test signed message 001",
"From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
"To": "test_suite@notmuchmail.org",
"Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
"body": [{"id": 1,
"sigstatus": [{"fingerprint": "'$FINGERPRINT'",
"status": "good",
"userid": "CN=Notmuch Test Suite",
"expires": 424242424,
"created": 946728000}],
"content-type": "multipart/signed",
"content": [{"id": 2,
"content-type": "text/plain",
"content": "This is a test signed message.\n"},
{"id": 3,
"content-disposition": "attachment",
"content-length": "NONZERO",
"content-transfer-encoding": "base64",
"content-type": "application/x-pkcs7-signature",
"filename": "smime.p7s"}]}]},
[]]]]'
test_expect_equal_json \
"$output" \
"$expected"
test_begin_subtest "Decryption and signature verification (openssl)"
notmuch show --format=raw subject:"test encrypted message 001" |\
openssl smime -decrypt -recip test_suite.pem |\
openssl smime -verify -CAfile $NOTMUCH_SRCDIR/test/smime/test.crt 2>OUTPUT
cat <<EOF > EXPECTED
Verification successful
EOF
test_expect_equal_file EXPECTED OUTPUT
test_done