]> git.notmuchmail.org Git - notmuch/blobdiff - test/T355-smime.sh
smime: Pass PKCS#7 envelopedData to node_decrypt_and_verify
[notmuch] / test / T355-smime.sh
index d942412510cbaeb71821b4f1e897267cc2994191..1f11725f76129b96268427de7c6e9575a72ffca5 100755 (executable)
@@ -1,43 +1,32 @@
 #!/usr/bin/env bash
 
 test_description='S/MIME signature verification and decryption'
-. ./test-lib.sh || exit 1
-
-add_gpgsm_home ()
-{
-    local fpr
-    [ -d ${GNUPGHOME} ] && return
-    mkdir -m 0700 "$GNUPGHOME"
-    gpgsm --no-tty --no-common-certs-import --disable-dirmngr --import < $TEST_DIRECTORY/smime/test.crt >"$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"
-}
+. $(dirname "$0")/test-lib.sh || exit 1
 
 test_require_external_prereq openssl
 test_require_external_prereq gpgsm
 
-cp $TEST_DIRECTORY/smime/key+cert.pem test_suite.pem
-
-FINGERPRINT=$(openssl x509 -fingerprint -in test_suite.pem -noout | sed -e 's/^.*=//' -e s/://g)
+FINGERPRINT=$(openssl x509 -fingerprint -in "$NOTMUCH_SRCDIR/test/smime/key+cert.pem" -noout | sed -e 's/^.*=//' -e s/://g)
 
 add_gpgsm_home
 
-test_expect_success 'emacs delivery of S/MIME signed message' \
+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 delivery of S/MIME encrypted + signed message' \
+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"'
+    "<#secure method=smime mode=signencrypt>\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 $TEST_DIRECTORY/smime/test.crt 2>OUTPUT
+    openssl smime -verify -CAfile $NOTMUCH_SRCDIR/test/smime/test.crt 2>OUTPUT
 cat <<EOF > EXPECTED
 Verification successful
 EOF
@@ -46,22 +35,24 @@ test_expect_equal_file EXPECTED OUTPUT
 test_begin_subtest "signature verification (notmuch CLI)"
 output=$(notmuch show --format=json --verify subject:"test signed message 001" \
     | notmuch_json_show_sanitize \
-    | sed -e 's|"created": [-1234567890]*|"created": 946728000|' \
-         -e 's|"expires": [-1234567890]*|"expires": 424242424|' )
+    | sed -e 's|"created": [-1234567890]*|"created": 946728000|g' \
+         -e 's|"expires": [-1234567890]*|"expires": 424242424|g' )
 expected='[[[{"id": "XXXXX",
  "match": true,
  "excluded": false,
- "filename": "YYYYY",
+ "filename": ["YYYYY"],
  "timestamp": 946728000,
  "date_relative": "2000-01-01",
  "tags": ["inbox","signed"],
+ "crypto": {"signed": {"status": [{"fingerprint": "'$FINGERPRINT'", "status": "good","userid": "CN=Notmuch Test Suite","expires": 424242424, "created": 946728000}]}},
  "headers": {"Subject": "test signed message 001",
  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
  "To": "test_suite@notmuchmail.org",
  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
  "body": [{"id": 1,
- "sigstatus": [{"status": "good",
- "fingerprint": "'$FINGERPRINT'",
+ "sigstatus": [{"fingerprint": "'$FINGERPRINT'",
+ "status": "good",
+ "userid": "CN=Notmuch Test Suite",
  "expires": 424242424,
  "created": 946728000}],
  "content-type": "multipart/signed",
@@ -69,9 +60,10 @@ expected='[[[{"id": "XXXXX",
  "content-type": "text/plain",
  "content": "This is a test signed message.\n"},
  {"id": 3,
-  "content-length": 1922,
+  "content-disposition": "attachment",
+  "content-length": "NONZERO",
   "content-transfer-encoding": "base64",
-  "content-type": "application/x-pkcs7-signature",
+  "content-type": "application/pkcs7-signature",
   "filename": "smime.p7s"}]}]},
  []]]]'
 test_expect_equal_json \
@@ -80,11 +72,125 @@ test_expect_equal_json \
 
 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 $TEST_DIRECTORY/smime/test.crt 2>OUTPUT
+    openssl smime -decrypt -recip $NOTMUCH_SRCDIR/test/smime/key+cert.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_begin_subtest "Decryption (notmuch CLI)"
+notmuch show --decrypt=true subject:"test encrypted message 001" |\
+    grep "^This is a" > OUTPUT
+cat <<EOF > EXPECTED
+This is a test encrypted message.
+EOF
+test_expect_equal_file EXPECTED OUTPUT
+
+test_begin_subtest "Cryptographic message status (encrypted+signed)"
+output=$(notmuch show --format=json --decrypt=true subject:"test encrypted message 001")
+test_json_nodes <<<"$output" \
+                'crypto_encrypted:[0][0][0]["crypto"]["decrypted"]["status"]="full"' \
+                'crypto_sigok:[0][0][0]["crypto"]["signed"]["status"][0]["status"]="good"' \
+                'crypto_fpr:[0][0][0]["crypto"]["signed"]["status"][0]["fingerprint"]="616F46CD73834C63847756AF0DFB64A6E0972A47"' \
+                'crypto_uid:[0][0][0]["crypto"]["signed"]["status"][0]["userid"]="CN=Notmuch Test Suite"'
+
+test_begin_subtest "encrypted+signed message is known to be encrypted, but signature is unknown"
+output=$(notmuch search subject:"test encrypted message 001")
+test_expect_equal "$output" "thread:0000000000000002   2000-01-01 [1/1] Notmuch Test Suite; test encrypted message 001 (encrypted inbox)"
+
+test_begin_subtest "Encrypted body is not indexed"
+output=$(notmuch search 'this is a test encrypted message')
+test_expect_equal "$output" ""
+
+test_begin_subtest "Reindex cleartext"
+test_expect_success "notmuch reindex --decrypt=true subject:'test encrypted message 001'"
+
+test_begin_subtest "signature is now known"
+test_subtest_known_broken
+output=$(notmuch search subject:"test encrypted message 001")
+test_expect_equal "$output" "thread:0000000000000002   2000-01-01 [1/1] Notmuch Test Suite; test encrypted message 001 (encrypted inbox signed)"
+
+test_begin_subtest "Encrypted body is indexed"
+test_subtest_known_broken
+output=$(notmuch search 'this is a test encrypted message')
+test_expect_equal "$output" "thread:0000000000000002   2000-01-01 [1/1] Notmuch Test Suite; test encrypted message 001 (encrypted inbox signed)"
+
+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"
+output=$(notmuch search --output=messages 'mimetype:text/plain')
+expected=id:smime-onepart-signed@protected-headers.example
+test_expect_equal "$expected" "$output"
+
+test_begin_subtest "PKCS#7 SignedData message is tagged 'signed'"
+output=$(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"
+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"
+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"
+output=$(notmuch show --format=json id:smime-onepart-signed@protected-headers.example)
+
+test_json_nodes <<<"$output" \
+                'created:[0][0][0]["crypto"]["signed"]["status"][0]["created"]=1574813489' \
+                'expires:[0][0][0]["crypto"]["signed"]["status"][0]["expires"]=2611032858' \
+                'fingerprint:[0][0][0]["crypto"]["signed"]["status"][0]["fingerprint"]="702BA4B157F1E2B7D16B0C6A5FFC8A7DE2057DEB"' \
+                'status:[0][0][0]["crypto"]["signed"]["status"][0]["status"]="good"'
+
+test_begin_subtest "Verify signature on PKCS#7 SignedData message signer User ID"
+if [ $NOTMUCH_GMIME_X509_CERT_VALIDITY -ne 1 ]; then
+    test_subtest_known_broken
+fi
+test_json_nodes <<<"$output" \
+                'userid:[0][0][0]["crypto"]["signed"]["status"][0]["userid"]="CN=Alice Lovelace"'
+
 test_done