git.notmuchmail.org Git - notmuch/blob - test/T350-crypto.sh

   1 #!/usr/bin/env bash
   2
   3 # TODO:
   4 # - decryption/verification with signer key not available
   5 # - verification of signatures from expired/revoked keys
   6
   7 test_description='PGP/MIME signature verification and decryption'
   8 . $(dirname "$0")/test-lib.sh || exit 1
   9
  10 ##################################################
  11
  12 add_gnupg_home
  13 # Change this if we ship a new test key
  14 FINGERPRINT="5AEAB11F5E33DCE875DDB75B6D92612D94E46381"
  15
  16 test_begin_subtest "emacs delivery of signed message"
  17 test_expect_success \
  18 'emacs_fcc_message \
  19     "test signed message 001" \
  20     "This is a test signed message." \
  21     "(mml-secure-message-sign)"'
  22
  23 test_begin_subtest "signed part content-type indexing"
  24 output=$(notmuch search mimetype:multipart/signed and mimetype:application/pgp-signature | notmuch_search_sanitize)
  25 test_expect_equal "$output" "thread:XXX   2000-01-01 [1/1] Notmuch Test Suite; test signed message 001 (inbox signed)"
  26
  27 test_begin_subtest "signature verification"
  28 output=$(notmuch show --format=json --verify subject:"test signed message 001" \
  29     | notmuch_json_show_sanitize \
  30     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
  31 expected='[[[{"id": "XXXXX",
  32  "match": true,
  33  "excluded": false,
  34  "filename": ["YYYYY"],
  35  "timestamp": 946728000,
  36  "date_relative": "2000-01-01",
  37  "tags": ["inbox","signed"],
  38  "headers": {"Subject": "test signed message 001",
  39  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
  40  "To": "test_suite@notmuchmail.org",
  41  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
  42  "body": [{"id": 1,
  43  "sigstatus": [{"status": "good",
  44  "fingerprint": "'$FINGERPRINT'",
  45  "created": 946728000}],
  46  "content-type": "multipart/signed",
  47  "content": [{"id": 2,
  48  "content-type": "text/plain",
  49  "content": "This is a test signed message.\n"},
  50  {"id": 3,
  51  "content-type": "application/pgp-signature",
  52  "content-length": "NONZERO"}]}]},
  53  []]]]'
  54 test_expect_equal_json \
  55     "$output" \
  56     "$expected"
  57
  58 test_begin_subtest "detection of modified signed contents"
  59 emacs_fcc_message \
  60     "bad signed message 001" \
  61     "Incriminating stuff. This is a test signed message." \
  62     "(mml-secure-message-sign)"
  63
  64 file=$(notmuch search --output=files subject:"bad signed message 001")
  65
  66 sed -i 's/Incriminating stuff. //' ${file}
  67
  68 output=$(notmuch show --format=json --verify subject:"bad signed message 001" \
  69     | notmuch_json_show_sanitize \
  70     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
  71 expected='[[[{"id": "XXXXX",
  72  "match": true,
  73  "excluded": false,
  74  "filename": ["YYYYY"],
  75  "timestamp": 946728000,
  76  "date_relative": "2000-01-01",
  77  "tags": ["inbox","signed"],
  78  "headers": {"Subject": "bad signed message 001",
  79  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
  80  "To": "test_suite@notmuchmail.org",
  81  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
  82  "body": [{"id": 1,
  83  "sigstatus": [{"status": "bad",
  84  "keyid": "'$(echo $FINGERPRINT | cut -c 25-)'"}],
  85  "content-type": "multipart/signed",
  86  "content": [{"id": 2,
  87  "content-type": "text/plain",
  88  "content": "This is a test signed message.\n"},
  89  {"id": 3,
  90  "content-type": "application/pgp-signature",
  91  "content-length": "NONZERO"}]}]},
  92  []]]]'
  93 test_expect_equal_json \
  94     "$output" \
  95     "$expected"
  96
  97 test_begin_subtest "corrupted pgp/mime signature"
  98 emacs_fcc_message \
  99     "bad signed message 002" \
 100     "Incriminating stuff. This is a test signed message." \
 101     "(mml-secure-message-sign)"
 102
 103 file=$(notmuch search --output=files subject:"bad signed message 002")
 104
 105 awk '/-----BEGIN PGP SIGNATURE-----/{flag=1;print;next} \
 106      /-----END PGP SIGNATURE-----/{flag=0;print;next} \
 107      flag{gsub(/[A-Za-z]/,"0");print}!flag{print}' $file > $file.new
 108
 109 rm $file
 110 mv $file.new $file
 111
 112 output=$(notmuch show --format=json --verify subject:"bad signed message 002" \
 113     | notmuch_json_show_sanitize \
 114     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
 115 expected='[[[{"id": "XXXXX",
 116  "match": true,
 117  "excluded": false,
 118  "filename": ["YYYYY"],
 119  "timestamp": 946728000,
 120  "date_relative": "2000-01-01",
 121  "tags": ["inbox","signed"],
 122  "headers": {"Subject": "bad signed message 002",
 123  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
 124  "To": "test_suite@notmuchmail.org",
 125  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
 126  "body": [{"id": 1,
 127  "sigstatus": [],
 128  "content-type": "multipart/signed",
 129  "content": [{"id": 2,
 130  "content-type": "text/plain",
 131  "content": "Incriminating stuff. This is a test signed message.\n"},
 132  {"id": 3,
 133  "content-type": "application/pgp-signature",
 134  "content-length": "NONZERO"}]}]},
 135  []]]]'
 136 test_expect_equal_json \
 137     "$output" \
 138     "$expected"
 139
 140 test_begin_subtest "signature verification with full owner trust"
 141 test_subtest_broken_gmime_2
 142 # give the key full owner trust
 143 echo "${FINGERPRINT}:6:" | gpg --no-tty --import-ownertrust >>"$GNUPGHOME"/trust.log 2>&1
 144 gpg --no-tty --check-trustdb >>"$GNUPGHOME"/trust.log 2>&1
 145 output=$(notmuch show --format=json --verify subject:"test signed message 001" \
 146     | notmuch_json_show_sanitize \
 147     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
 148 expected='[[[{"id": "XXXXX",
 149  "match": true,
 150  "excluded": false,
 151  "filename": ["YYYYY"],
 152  "timestamp": 946728000,
 153  "date_relative": "2000-01-01",
 154  "tags": ["inbox","signed"],
 155  "headers": {"Subject": "test signed message 001",
 156  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
 157  "To": "test_suite@notmuchmail.org",
 158  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
 159  "body": [{"id": 1,
 160  "sigstatus": [{"status": "good",
 161  "fingerprint": "'$FINGERPRINT'",
 162  "created": 946728000,
 163  "userid": "Notmuch Test Suite <test_suite@notmuchmail.org> (INSECURE!)"}],
 164  "content-type": "multipart/signed",
 165  "content": [{"id": 2,
 166  "content-type": "text/plain",
 167  "content": "This is a test signed message.\n"},
 168  {"id": 3,
 169  "content-type": "application/pgp-signature",
 170  "content-length": "NONZERO"}]}]},
 171  []]]]'
 172 test_expect_equal_json \
 173     "$output" \
 174     "$expected"
 175
 176 test_begin_subtest "signature verification with signer key unavailable"
 177 # move the gnupghome temporarily out of the way
 178 mv "${GNUPGHOME}"{,.bak}
 179 output=$(notmuch show --format=json --verify subject:"test signed message 001" \
 180     | notmuch_json_show_sanitize \
 181     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
 182 expected='[[[{"id": "XXXXX",
 183  "match": true,
 184  "excluded": false,
 185  "filename": ["YYYYY"],
 186  "timestamp": 946728000,
 187  "date_relative": "2000-01-01",
 188  "tags": ["inbox","signed"],
 189  "headers": {"Subject": "test signed message 001",
 190  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
 191  "To": "test_suite@notmuchmail.org",
 192  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
 193  "body": [{"id": 1,
 194  "sigstatus": [{"status": "error",
 195  "keyid": "'$(echo $FINGERPRINT | cut -c 25-)'",
 196  "errors": {"key-missing": true}}],
 197  "content-type": "multipart/signed",
 198  "content": [{"id": 2,
 199  "content-type": "text/plain",
 200  "content": "This is a test signed message.\n"},
 201  {"id": 3,
 202  "content-type": "application/pgp-signature",
 203  "content-length": "NONZERO"}]}]},
 204  []]]]'
 205 test_expect_equal_json \
 206     "$output" \
 207     "$expected"
 208 mv "${GNUPGHOME}"{.bak,}
 209
 210 test_begin_subtest "emacs delivery of encrypted message with attachment"
 211 # create a test encrypted message with attachment
 212 cat <<EOF >TESTATTACHMENT
 213 This is a test file.
 214 EOF
 215 test_expect_success \
 216 'emacs_fcc_message \
 217     "test encrypted message 001" \
 218     "This is a test encrypted message.\n" \
 219     "(mml-attach-file \"TESTATTACHMENT\") (mml-secure-message-encrypt)"'
 220
 221 test_begin_subtest "encrypted part content-type indexing"
 222 output=$(notmuch search mimetype:multipart/encrypted and mimetype:application/pgp-encrypted and mimetype:application/octet-stream | notmuch_search_sanitize)
 223 test_expect_equal "$output" "thread:XXX   2000-01-01 [1/1] Notmuch Test Suite; test encrypted message 001 (encrypted inbox)"
 224
 225 test_begin_subtest "decryption, --format=text"
 226 output=$(notmuch show --format=text --decrypt=true subject:"test encrypted message 001" \
 227     | notmuch_show_sanitize_all \
 228     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
 229 expected='\fmessage{ id:XXXXX depth:0 match:1 excluded:0 filename:XXXXX
 230 \fheader{
 231 Notmuch Test Suite <test_suite@notmuchmail.org> (2000-01-01) (encrypted inbox)
 232 Subject: test encrypted message 001
 233 From: Notmuch Test Suite <test_suite@notmuchmail.org>
 234 To: test_suite@notmuchmail.org
 235 Date: Sat, 01 Jan 2000 12:00:00 +0000
 236 \fheader}
 237 \fbody{
 238 \fpart{ ID: 1, Content-type: multipart/encrypted
 239 \fpart{ ID: 2, Content-type: application/pgp-encrypted
 240 Non-text part: application/pgp-encrypted
 241 \fpart}
 242 \fpart{ ID: 3, Content-type: multipart/mixed
 243 \fpart{ ID: 4, Content-type: text/plain
 244 This is a test encrypted message.
 245 \fpart}
 246 \fattachment{ ID: 5, Filename: TESTATTACHMENT, Content-type: application/octet-stream
 247 Non-text part: application/octet-stream
 248 \fattachment}
 249 \fpart}
 250 \fpart}
 251 \fbody}
 252 \fmessage}'
 253 test_expect_equal \
 254     "$output" \
 255     "$expected"
 256
 257 test_begin_subtest "decryption, --format=json"
 258 output=$(notmuch show --format=json --decrypt=true subject:"test encrypted message 001" \
 259     | notmuch_json_show_sanitize \
 260     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
 261 expected='[[[{"id": "XXXXX",
 262  "match": true,
 263  "excluded": false,
 264  "filename": ["YYYYY"],
 265  "timestamp": 946728000,
 266  "date_relative": "2000-01-01",
 267  "tags": ["encrypted","inbox"],
 268  "headers": {"Subject": "test encrypted message 001",
 269  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
 270  "To": "test_suite@notmuchmail.org",
 271  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
 272  "body": [{"id": 1,
 273  "encstatus": [{"status": "good"}],
 274  "sigstatus": [],
 275  "content-type": "multipart/encrypted",
 276  "content": [{"id": 2,
 277  "content-type": "application/pgp-encrypted",
 278  "content-length": "NONZERO"},
 279  {"id": 3,
 280  "content-type": "multipart/mixed",
 281  "content": [{"id": 4,
 282  "content-type": "text/plain",
 283  "content": "This is a test encrypted message.\n"},
 284  {"id": 5,
 285  "content-type": "application/octet-stream",
 286  "content-disposition": "attachment",
 287  "content-length": "NONZERO",
 288  "content-transfer-encoding": "base64",
 289  "filename": "TESTATTACHMENT"}]}]}]},
 290  []]]]'
 291 test_expect_equal_json \
 292     "$output" \
 293     "$expected"
 294
 295 test_begin_subtest "decryption, --format=json, --part=4"
 296 output=$(notmuch show --format=json --part=4 --decrypt=true subject:"test encrypted message 001" \
 297     | notmuch_json_show_sanitize \
 298     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
 299 expected='{"id": 4,
 300  "content-type": "text/plain",
 301  "content": "This is a test encrypted message.\n"}'
 302 test_expect_equal_json \
 303     "$output" \
 304     "$expected"
 305
 306 test_begin_subtest "decrypt attachment (--part=5 --format=raw)"
 307 notmuch show \
 308     --format=raw \
 309     --part=5 \
 310     --decrypt=true \
 311     subject:"test encrypted message 001" >OUTPUT
 312 test_expect_equal_file TESTATTACHMENT OUTPUT
 313
 314 test_begin_subtest "decryption failure with missing key"
 315 mv "${GNUPGHOME}"{,.bak}
 316 output=$(notmuch show --format=json --decrypt=true subject:"test encrypted message 001" \
 317     | notmuch_json_show_sanitize \
 318     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
 319 expected='[[[{"id": "XXXXX",
 320  "match": true,
 321  "excluded": false,
 322  "filename": ["YYYYY"],
 323  "timestamp": 946728000,
 324  "date_relative": "2000-01-01",
 325  "tags": ["encrypted","inbox"],
 326  "headers": {"Subject": "test encrypted message 001",
 327  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
 328  "To": "test_suite@notmuchmail.org",
 329  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
 330  "body": [{"id": 1,
 331  "encstatus": [{"status": "bad"}],
 332  "content-type": "multipart/encrypted",
 333  "content": [{"id": 2,
 334  "content-type": "application/pgp-encrypted",
 335  "content-length": "NONZERO"},
 336  {"id": 3,
 337  "content-type": "application/octet-stream",
 338  "content-length": "NONZERO"}]}]},
 339  []]]]'
 340 test_expect_equal_json \
 341     "$output" \
 342     "$expected"
 343 mv "${GNUPGHOME}"{.bak,}
 344
 345 test_begin_subtest "emacs delivery of encrypted + signed message"
 346 test_expect_success \
 347 'emacs_fcc_message \
 348     "test encrypted message 002" \
 349     "This is another test encrypted message.\n" \
 350     "(mml-secure-message-sign-encrypt)"'
 351
 352 test_begin_subtest "decryption + signature verification"
 353 test_subtest_broken_gmime_2
 354 output=$(notmuch show --format=json --decrypt=true subject:"test encrypted message 002" \
 355     | notmuch_json_show_sanitize \
 356     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
 357 expected='[[[{"id": "XXXXX",
 358  "match": true,
 359  "excluded": false,
 360  "filename": ["YYYYY"],
 361  "timestamp": 946728000,
 362  "date_relative": "2000-01-01",
 363  "tags": ["encrypted","inbox"],
 364  "headers": {"Subject": "test encrypted message 002",
 365  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
 366  "To": "test_suite@notmuchmail.org",
 367  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
 368  "body": [{"id": 1,
 369  "encstatus": [{"status": "good"}],
 370  "sigstatus": [{"status": "good",
 371  "fingerprint": "'$FINGERPRINT'",
 372  "created": 946728000,
 373  "userid": "Notmuch Test Suite <test_suite@notmuchmail.org> (INSECURE!)"}],
 374  "content-type": "multipart/encrypted",
 375  "content": [{"id": 2,
 376  "content-type": "application/pgp-encrypted",
 377  "content-length": "NONZERO"},
 378  {"id": 3,
 379  "content-type": "text/plain",
 380  "content": "This is another test encrypted message.\n"}]}]},
 381  []]]]'
 382 test_expect_equal_json \
 383     "$output" \
 384     "$expected"
 385
 386 test_begin_subtest "reply to encrypted message"
 387 output=$(notmuch reply --decrypt=true subject:"test encrypted message 002" \
 388     | notmuch_drop_mail_headers In-Reply-To References)
 389 expected='From: Notmuch Test Suite <test_suite@notmuchmail.org>
 390 Subject: Re: test encrypted message 002
 391
 392 On 01 Jan 2000 12:00:00 -0000, Notmuch Test Suite <test_suite@notmuchmail.org> wrote:
 393 > This is another test encrypted message.'
 394 test_expect_equal \
 395     "$output" \
 396     "$expected"
 397
 398 test_begin_subtest "Reply within emacs to an encrypted message"
 399 test_emacs "(let ((message-hidden-headers '())
 400       (notmuch-crypto-process-mime 't))
 401   (notmuch-show \"subject:test.encrypted.message.002\")
 402   (notmuch-show-reply)
 403   (test-output))"
 404 # the empty To: is probably a bug, but it's not to do with encryption
 405 grep -v -e '^In-Reply-To:' -e '^References:' -e '^Fcc:' -e 'To:' < OUTPUT > OUTPUT.clean
 406 cat <<EOF >EXPECTED
 407 From: Notmuch Test Suite <test_suite@notmuchmail.org>
 408 Subject: Re: test encrypted message 002
 409 --text follows this line--
 410 <#secure method=pgpmime mode=signencrypt>
 411 Notmuch Test Suite <test_suite@notmuchmail.org> writes:
 412
 413 > This is another test encrypted message.
 414 EOF
 415 test_expect_equal_file EXPECTED OUTPUT.clean
 416
 417 test_begin_subtest "signature verification with revoked key"
 418 # generate revocation certificate and load it to revoke key
 419 echo "y
 420 1
 421 Notmuch Test Suite key revocation (automated) $(date '+%F_%T%z')
 422
 423 y
 424
 425 " \
 426     | gpg --no-tty --quiet --command-fd 0 --armor --gen-revoke "0x${FINGERPRINT}!" 2>/dev/null \
 427     | gpg --no-tty --quiet --import
 428 output=$(notmuch show --format=json --verify subject:"test signed message 001" \
 429     | notmuch_json_show_sanitize \
 430     | sed -e 's|"created": [1234567890]*|"created": 946728000|')
 431 expected='[[[{"id": "XXXXX",
 432  "match": true,
 433  "excluded": false,
 434  "filename": ["YYYYY"],
 435  "timestamp": 946728000,
 436  "date_relative": "2000-01-01",
 437  "tags": ["inbox","signed"],
 438  "headers": {"Subject": "test signed message 001",
 439  "From": "Notmuch Test Suite <test_suite@notmuchmail.org>",
 440  "To": "test_suite@notmuchmail.org",
 441  "Date": "Sat, 01 Jan 2000 12:00:00 +0000"},
 442  "body": [{"id": 1,
 443  "sigstatus": [{"status": "error",
 444  "keyid": "6D92612D94E46381",
 445  "errors": {"key-revoked": true}}],
 446  "content-type": "multipart/signed",
 447  "content": [{"id": 2,
 448  "content-type": "text/plain",
 449  "content": "This is a test signed message.\n"},
 450  {"id": 3,
 451  "content-type": "application/pgp-signature",
 452  "content-length": "NONZERO"}]}]},
 453  []]]]'
 454 test_expect_equal_json \
 455     "$output" \
 456     "$expected"
 457
 458 test_done