test/recipes/80-test_cms.t

   1 #! /usr/bin/env perl
   2 # Copyright 2015-2022 The OpenSSL Project Authors. All Rights Reserved.
   3 #
   4 # Licensed under the Apache License 2.0 (the "License").  You may not use
   5 # this file except in compliance with the License.  You can obtain a copy
   6 # in the file LICENSE in the source distribution or at
   7 # https://www.openssl.org/source/license.html
   8
   9
  10 use strict;
  11 use warnings;
  12
  13 use POSIX;
  14 use File::Spec::Functions qw/catfile/;
  15 use File::Compare qw/compare_text compare/;
  16 use OpenSSL::Test qw/:DEFAULT srctop_dir srctop_file bldtop_dir bldtop_file/;
  17
  18 use OpenSSL::Test::Utils;
  19
  20 BEGIN {
  21     setup("test_cms");
  22 }
  23
  24 use lib srctop_dir('Configurations');
  25 use lib bldtop_dir('.');
  26
  27 my $no_fips = disabled('fips') || ($ENV{NO_FIPS} // 0);
  28
  29 plan skip_all => "CMS is not supported by this OpenSSL build"
  30     if disabled("cms");
  31
  32 my $provpath = bldtop_dir("providers");
  33
  34 # Some tests require legacy algorithms to be included.
  35 my @legacyprov = ("-provider-path", $provpath,
  36                   "-provider", "default",
  37                   "-provider", "legacy" );
  38 my @defaultprov = ("-provider-path", $provpath,
  39                    "-provider", "default");
  40
  41 my @config = ( );
  42 my $provname = 'default';
  43
  44 my $datadir = srctop_dir("test", "recipes", "80-test_cms_data");
  45 my $smdir    = srctop_dir("test", "smime-certs");
  46 my $smcont   = srctop_file("test", "smcont.txt");
  47 my $smcont_zero = srctop_file("test", "smcont_zero.txt");
  48 my ($no_des, $no_dh, $no_dsa, $no_ec, $no_ec2m, $no_rc2, $no_zlib)
  49     = disabled qw/des dh dsa ec ec2m rc2 zlib/;
  50
  51 $no_rc2 = 1 if disabled("legacy");
  52
  53 plan tests => 14;
  54
  55 ok(run(test(["pkcs7_test"])), "test pkcs7");
  56
  57 unless ($no_fips) {
  58     @config = ( "-config", srctop_file("test", "fips-and-base.cnf") );
  59     $provname = 'fips';
  60 }
  61
  62 $ENV{OPENSSL_TEST_LIBCTX} = "1";
  63 my @prov = ("-provider-path", $provpath,
  64             @config,
  65             "-provider", $provname);
  66
  67 my $smrsa1 = catfile($smdir, "smrsa1.pem");
  68 my $smroot = catfile($smdir, "smroot.pem");
  69
  70 my @smime_pkcs7_tests = (
  71
  72     [ "signed content DER format, RSA key",
  73       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
  74         "-certfile", $smroot, "-signer", $smrsa1, "-out", "{output}.cms" ],
  75       [ "{cmd2}",  @prov, "-verify", "-in", "{output}.cms", "-inform", "DER",
  76         "-CAfile", $smroot, "-out", "{output}.txt" ],
  77       \&final_compare
  78     ],
  79
  80     [ "signed detached content DER format, RSA key",
  81       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER",
  82         "-signer", $smrsa1, "-out", "{output}.cms" ],
  83       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "DER",
  84         "-CAfile", $smroot, "-out", "{output}.txt",
  85         "-content", $smcont ],
  86       \&final_compare
  87     ],
  88
  89     [ "signed content test streaming BER format, RSA",
  90       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
  91         "-stream",
  92         "-signer", $smrsa1, "-out", "{output}.cms" ],
  93       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "DER",
  94         "-CAfile", $smroot, "-out", "{output}.txt" ],
  95       \&final_compare
  96     ],
  97
  98     [ "signed content DER format, DSA key",
  99       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
 100         "-signer", catfile($smdir, "smdsa1.pem"), "-out", "{output}.cms" ],
 101       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "DER",
 102         "-CAfile", $smroot, "-out", "{output}.txt" ],
 103       \&final_compare
 104     ],
 105
 106     [ "signed detached content DER format, DSA key",
 107       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER",
 108         "-signer", catfile($smdir, "smdsa1.pem"), "-out", "{output}.cms" ],
 109       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "DER",
 110         "-CAfile", $smroot, "-out", "{output}.txt",
 111         "-content", $smcont ],
 112       \&final_compare
 113     ],
 114
 115     [ "signed detached content DER format, add RSA signer (with DSA existing)",
 116       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER",
 117         "-signer", catfile($smdir, "smdsa1.pem"), "-out", "{output}.cms" ],
 118       [ "{cmd1}", @prov, "-resign", "-in", "{output}.cms", "-inform", "DER", "-outform", "DER",
 119         "-signer", $smrsa1, "-out", "{output}2.cms" ],
 120       [ "{cmd2}", @prov, "-verify", "-in", "{output}2.cms", "-inform", "DER",
 121         "-CAfile", $smroot, "-out", "{output}.txt",
 122         "-content", $smcont ],
 123       \&final_compare
 124     ],
 125
 126     [ "signed content test streaming BER format, DSA key",
 127       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER",
 128         "-nodetach", "-stream",
 129         "-signer", catfile($smdir, "smdsa1.pem"), "-out", "{output}.cms" ],
 130       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "DER",
 131         "-CAfile", $smroot, "-out", "{output}.txt" ],
 132       \&final_compare
 133     ],
 134
 135     [ "signed content test streaming BER format, 2 DSA and 2 RSA keys",
 136       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER",
 137         "-nodetach", "-stream",
 138         "-signer", $smrsa1,
 139         "-signer", catfile($smdir, "smrsa2.pem"),
 140         "-signer", catfile($smdir, "smdsa1.pem"),
 141         "-signer", catfile($smdir, "smdsa2.pem"),
 142         "-out", "{output}.cms" ],
 143       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "DER",
 144         "-CAfile", $smroot, "-out", "{output}.txt" ],
 145       \&final_compare
 146     ],
 147
 148     [ "signed content test streaming BER format, 2 DSA and 2 RSA keys, no attributes",
 149       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER",
 150         "-noattr", "-nodetach", "-stream",
 151         "-signer", $smrsa1,
 152         "-signer", catfile($smdir, "smrsa2.pem"),
 153         "-signer", catfile($smdir, "smdsa1.pem"),
 154         "-signer", catfile($smdir, "smdsa2.pem"),
 155         "-out", "{output}.cms" ],
 156       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "DER",
 157         "-CAfile", $smroot, "-out", "{output}.txt" ],
 158       \&final_compare
 159     ],
 160
 161     [ "signed content S/MIME format, RSA key SHA1",
 162       [ "{cmd1}", @defaultprov, "-sign", "-in", $smcont, "-md", "sha1",
 163         "-certfile", $smroot,
 164         "-signer", $smrsa1, "-out", "{output}.cms" ],
 165       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms",
 166         "-CAfile", $smroot, "-out", "{output}.txt" ],
 167       \&final_compare
 168     ],
 169
 170     [ "signed zero-length content S/MIME format, RSA key SHA1",
 171       [ "{cmd1}", @defaultprov, "-sign", "-in", $smcont_zero, "-md", "sha1",
 172         "-certfile", $smroot, "-signer", $smrsa1, "-out", "{output}.cms" ],
 173       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms",
 174         "-CAfile", $smroot, "-out", "{output}.txt" ],
 175       \&zero_compare
 176     ],
 177
 178     [ "signed content test streaming S/MIME format, 2 DSA and 2 RSA keys",
 179       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-nodetach",
 180         "-signer", $smrsa1,
 181         "-signer", catfile($smdir, "smrsa2.pem"),
 182         "-signer", catfile($smdir, "smdsa1.pem"),
 183         "-signer", catfile($smdir, "smdsa2.pem"),
 184         "-stream", "-out", "{output}.cms" ],
 185       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms",
 186         "-CAfile", $smroot, "-out", "{output}.txt" ],
 187       \&final_compare
 188     ],
 189
 190     [ "signed content test streaming multipart S/MIME format, 2 DSA and 2 RSA keys",
 191       [ "{cmd1}", @prov, "-sign", "-in", $smcont,
 192         "-signer", $smrsa1,
 193         "-signer", catfile($smdir, "smrsa2.pem"),
 194         "-signer", catfile($smdir, "smdsa1.pem"),
 195         "-signer", catfile($smdir, "smdsa2.pem"),
 196         "-stream", "-out", "{output}.cms" ],
 197       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms",
 198         "-CAfile", $smroot, "-out", "{output}.txt" ],
 199       \&final_compare
 200     ],
 201
 202     [ "enveloped content test streaming S/MIME format, DES, 3 recipients",
 203       [ "{cmd1}", @defaultprov, "-encrypt", "-in", $smcont,
 204         "-stream", "-out", "{output}.cms",
 205         $smrsa1,
 206         catfile($smdir, "smrsa2.pem"),
 207         catfile($smdir, "smrsa3.pem") ],
 208       [ "{cmd2}", @defaultprov, "-decrypt", "-recip", $smrsa1,
 209         "-in", "{output}.cms", "-out", "{output}.txt" ],
 210       \&final_compare
 211     ],
 212
 213     [ "enveloped content test streaming S/MIME format, DES, 3 recipients, 3rd used",
 214       [ "{cmd1}", @defaultprov, "-encrypt", "-in", $smcont,
 215         "-stream", "-out", "{output}.cms",
 216         $smrsa1,
 217         catfile($smdir, "smrsa2.pem"),
 218         catfile($smdir, "smrsa3.pem") ],
 219       [ "{cmd2}", @defaultprov, "-decrypt", "-recip", catfile($smdir, "smrsa3.pem"),
 220         "-in", "{output}.cms", "-out", "{output}.txt" ],
 221       \&final_compare
 222     ],
 223
 224     [ "enveloped content test streaming S/MIME format, DES, 3 recipients, key only used",
 225       [ "{cmd1}", @defaultprov, "-encrypt", "-in", $smcont,
 226         "-stream", "-out", "{output}.cms",
 227         $smrsa1,
 228         catfile($smdir, "smrsa2.pem"),
 229         catfile($smdir, "smrsa3.pem") ],
 230       [ "{cmd2}", @defaultprov, "-decrypt", "-inkey", catfile($smdir, "smrsa3.pem"),
 231         "-in", "{output}.cms", "-out", "{output}.txt" ],
 232       \&final_compare
 233     ],
 234
 235     [ "enveloped content test streaming S/MIME format, AES-256 cipher, 3 recipients",
 236       [ "{cmd1}", @prov, "-encrypt", "-in", $smcont,
 237         "-aes256", "-stream", "-out", "{output}.cms",
 238         $smrsa1,
 239         catfile($smdir, "smrsa2.pem"),
 240         catfile($smdir, "smrsa3.pem") ],
 241       [ "{cmd2}", @prov, "-decrypt", "-recip", $smrsa1,
 242         "-in", "{output}.cms", "-out", "{output}.txt" ],
 243       \&final_compare
 244     ],
 245
 246 );
 247
 248 my @smime_cms_tests = (
 249
 250     [ "signed content test streaming BER format, 2 DSA and 2 RSA keys, keyid",
 251       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "DER",
 252         "-nodetach", "-keyid",
 253         "-signer", $smrsa1,
 254         "-signer", catfile($smdir, "smrsa2.pem"),
 255         "-signer", catfile($smdir, "smdsa1.pem"),
 256         "-signer", catfile($smdir, "smdsa2.pem"),
 257         "-stream", "-out", "{output}.cms" ],
 258       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "DER",
 259         "-CAfile", $smroot, "-out", "{output}.txt" ],
 260       \&final_compare
 261     ],
 262
 263     [ "signed content test streaming PEM format, 2 DSA and 2 RSA keys",
 264       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
 265         "-signer", $smrsa1,
 266         "-signer", catfile($smdir, "smrsa2.pem"),
 267         "-signer", catfile($smdir, "smdsa1.pem"),
 268         "-signer", catfile($smdir, "smdsa2.pem"),
 269         "-stream", "-out", "{output}.cms" ],
 270       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "PEM",
 271         "-CAfile", $smroot, "-out", "{output}.txt" ],
 272       \&final_compare
 273     ],
 274
 275     [ "signed content MIME format, RSA key, signed receipt request",
 276       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-nodetach",
 277         "-signer", $smrsa1,
 278         "-receipt_request_to", "test\@openssl.org", "-receipt_request_all",
 279         "-out", "{output}.cms" ],
 280       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms",
 281         "-CAfile", $smroot, "-out", "{output}.txt" ],
 282       \&final_compare
 283     ],
 284
 285     [ "signed receipt MIME format, RSA key",
 286       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-nodetach",
 287         "-signer", $smrsa1,
 288         "-receipt_request_to", "test\@openssl.org", "-receipt_request_all",
 289         "-out", "{output}.cms" ],
 290       [ "{cmd1}", @prov, "-sign_receipt", "-in", "{output}.cms",
 291         "-signer", catfile($smdir, "smrsa2.pem"), "-out", "{output}2.cms" ],
 292       [ "{cmd2}", @prov, "-verify_receipt", "{output}2.cms", "-in", "{output}.cms",
 293         "-CAfile", $smroot ]
 294     ],
 295
 296     [ "enveloped content test streaming S/MIME format, DES, 3 recipients, keyid",
 297       [ "{cmd1}", @defaultprov, "-encrypt", "-in", $smcont,
 298         "-stream", "-out", "{output}.cms", "-keyid",
 299         $smrsa1,
 300         catfile($smdir, "smrsa2.pem"),
 301         catfile($smdir, "smrsa3.pem") ],
 302       [ "{cmd2}", @defaultprov, "-decrypt", "-recip", $smrsa1,
 303         "-in", "{output}.cms", "-out", "{output}.txt" ],
 304       \&final_compare
 305     ],
 306
 307     [ "enveloped content test streaming PEM format, AES-256-CBC cipher, KEK",
 308       [ "{cmd1}", @prov, "-encrypt", "-in", $smcont, "-outform", "PEM", "-aes128",
 309         "-stream", "-out", "{output}.cms",
 310         "-secretkey", "000102030405060708090A0B0C0D0E0F",
 311         "-secretkeyid", "C0FEE0" ],
 312       [ "{cmd2}", @prov, "-decrypt", "-in", "{output}.cms", "-out", "{output}.txt",
 313         "-inform", "PEM",
 314         "-secretkey", "000102030405060708090A0B0C0D0E0F",
 315         "-secretkeyid", "C0FEE0" ],
 316       \&final_compare
 317     ],
 318
 319     [ "enveloped content test streaming PEM format, AES-256-GCM cipher, KEK",
 320       [ "{cmd1}", @prov, "-encrypt", "-in", $smcont, "-outform", "PEM", "-aes-128-gcm",
 321         "-stream", "-out", "{output}.cms",
 322         "-secretkey", "000102030405060708090A0B0C0D0E0F",
 323         "-secretkeyid", "C0FEE0" ],
 324       [ "{cmd2}", "-decrypt", "-in", "{output}.cms", "-out", "{output}.txt",
 325         "-inform", "PEM",
 326         "-secretkey", "000102030405060708090A0B0C0D0E0F",
 327         "-secretkeyid", "C0FEE0" ],
 328       \&final_compare
 329     ],
 330
 331     [ "enveloped content test streaming PEM format, KEK, key only",
 332       [ "{cmd1}", @prov, "-encrypt", "-in", $smcont, "-outform", "PEM", "-aes128",
 333         "-stream", "-out", "{output}.cms",
 334         "-secretkey", "000102030405060708090A0B0C0D0E0F",
 335         "-secretkeyid", "C0FEE0" ],
 336       [ "{cmd2}", @prov, "-decrypt", "-in", "{output}.cms", "-out", "{output}.txt",
 337         "-inform", "PEM",
 338         "-secretkey", "000102030405060708090A0B0C0D0E0F" ],
 339       \&final_compare
 340     ],
 341
 342     [ "data content test streaming PEM format",
 343       [ "{cmd1}", @prov, "-data_create", "-in", $smcont, "-outform", "PEM",
 344         "-nodetach", "-stream", "-out", "{output}.cms" ],
 345       [ "{cmd2}", @prov, "-data_out", "-in", "{output}.cms", "-inform", "PEM",
 346         "-out", "{output}.txt" ],
 347       \&final_compare
 348     ],
 349
 350     [ "encrypted content test streaming PEM format, 128 bit RC2 key",
 351       [ "{cmd1}", @legacyprov, "-EncryptedData_encrypt",
 352         "-in", $smcont, "-outform", "PEM",
 353         "-rc2", "-secretkey", "000102030405060708090A0B0C0D0E0F",
 354         "-stream", "-out", "{output}.cms" ],
 355       [ "{cmd2}", @legacyprov, "-EncryptedData_decrypt", "-in", "{output}.cms",
 356         "-inform", "PEM",
 357         "-secretkey", "000102030405060708090A0B0C0D0E0F",
 358         "-out", "{output}.txt" ],
 359       \&final_compare
 360     ],
 361
 362     [ "encrypted content test streaming PEM format, 40 bit RC2 key",
 363       [ "{cmd1}", @legacyprov, "-EncryptedData_encrypt",
 364         "-in", $smcont, "-outform", "PEM",
 365         "-rc2", "-secretkey", "0001020304",
 366         "-stream", "-out", "{output}.cms" ],
 367       [ "{cmd2}", @legacyprov, "-EncryptedData_decrypt", "-in", "{output}.cms",
 368         "-inform", "PEM",
 369         "-secretkey", "0001020304", "-out", "{output}.txt" ],
 370       \&final_compare
 371     ],
 372
 373     [ "encrypted content test streaming PEM format, triple DES key",
 374       [ "{cmd1}", @prov, "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
 375         "-des3", "-secretkey", "000102030405060708090A0B0C0D0E0F1011121314151617",
 376         "-stream", "-out", "{output}.cms" ],
 377       [ "{cmd2}", @prov, "-EncryptedData_decrypt", "-in", "{output}.cms",
 378         "-inform", "PEM",
 379         "-secretkey", "000102030405060708090A0B0C0D0E0F1011121314151617",
 380         "-out", "{output}.txt" ],
 381       \&final_compare
 382     ],
 383
 384     [ "encrypted content test streaming PEM format, 128 bit AES key",
 385       [ "{cmd1}", @prov, "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
 386         "-aes128", "-secretkey", "000102030405060708090A0B0C0D0E0F",
 387         "-stream", "-out", "{output}.cms" ],
 388       [ "{cmd2}", @prov, "-EncryptedData_decrypt", "-in", "{output}.cms",
 389         "-inform", "PEM",
 390         "-secretkey", "000102030405060708090A0B0C0D0E0F",
 391         "-out", "{output}.txt" ],
 392       \&final_compare
 393     ],
 394 );
 395
 396 my @smime_cms_cades_tests = (
 397
 398     [ "signed content DER format, RSA key, CAdES-BES compatible",
 399       [ "{cmd1}", @prov, "-sign", "-cades", "-in", $smcont, "-outform", "DER",
 400          "-nodetach",
 401         "-certfile", $smroot, "-signer", $smrsa1, "-out", "{output}.cms" ],
 402       [ "{cmd2}", @prov, "-verify", "-cades", "-in", "{output}.cms", "-inform", "DER",
 403         "-CAfile", $smroot, "-out", "{output}.txt" ],
 404       \&final_compare
 405     ],
 406
 407     [ "signed content DER format, RSA key, SHA256 md, CAdES-BES compatible",
 408       [ "{cmd1}", @prov, "-sign", "-cades", "-md", "sha256", "-in", $smcont, "-outform",
 409         "DER", "-nodetach", "-certfile", $smroot,
 410         "-signer", $smrsa1, "-out", "{output}.cms" ],
 411       [ "{cmd2}", @prov, "-verify", "-cades", "-in", "{output}.cms", "-inform", "DER",
 412         "-CAfile", $smroot, "-out", "{output}.txt" ],
 413       \&final_compare
 414     ],
 415
 416     [ "signed content DER format, RSA key, SHA512 md, CAdES-BES compatible",
 417       [ "{cmd1}", @prov, "-sign", "-cades", "-md", "sha512", "-in", $smcont, "-outform",
 418         "DER", "-nodetach", "-certfile", $smroot,
 419         "-signer", $smrsa1, "-out", "{output}.cms" ],
 420       [ "{cmd2}", @prov, "-verify", "-cades", "-in", "{output}.cms", "-inform", "DER",
 421         "-CAfile", $smroot, "-out", "{output}.txt" ],
 422       \&final_compare
 423     ],
 424
 425     [ "signed content DER format, RSA key, SHA256 md, CAdES-BES compatible",
 426       [ "{cmd1}", @prov, "-sign", "-cades", "-binary",  "-nodetach", "-nosmimecap", "-md", "sha256",
 427         "-in", $smcont, "-outform", "DER",
 428         "-certfile", $smroot, "-signer", $smrsa1,
 429         "-outform", "DER", "-out", "{output}.cms"  ],
 430       [ "{cmd2}", @prov, "-verify", "-cades", "-in", "{output}.cms", "-inform", "DER",
 431         "-CAfile", $smroot, "-out", "{output}.txt" ],
 432       \&final_compare
 433     ],
 434
 435     [ "resigned content DER format, RSA key, SHA256 md, CAdES-BES compatible",
 436       [ "{cmd1}", @prov, "-sign", "-cades", "-binary",  "-nodetach", "-nosmimecap", "-md", "sha256",
 437         "-in", $smcont, "-outform", "DER",
 438         "-certfile", $smroot, "-signer", $smrsa1,
 439         "-outform", "DER", "-out", "{output}.cms"  ],
 440       [ "{cmd1}", @prov, "-resign", "-cades", "-binary", "-nodetach", "-nosmimecap", "-md", "sha256",
 441         "-inform", "DER", "-in", "{output}.cms",
 442         "-certfile", $smroot, "-signer", catfile($smdir, "smrsa2.pem"),
 443         "-outform", "DER", "-out", "{output}2.cms" ],
 444
 445       [ "{cmd2}", @prov, "-verify", "-cades", "-in", "{output}2.cms", "-inform", "DER",
 446         "-CAfile", $smroot, "-out", "{output}.txt" ],
 447       \&final_compare
 448     ],
 449 );
 450
 451 my @smime_cms_cades_ko_tests = (
 452     [ "sign content DER format, RSA key, not CAdES-BES compatible",
 453       [ @prov, "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
 454         "-certfile", $smroot, "-signer", $smrsa1, "-out", "{output}.cms" ],
 455       "fail to verify token since requiring CAdES-BES compatibility",
 456       [ @prov, "-verify", "-cades", "-in", "{output}.cms", "-inform", "DER",
 457         "-CAfile", $smroot, "-out", "{output}.txt" ],
 458       \&final_compare
 459     ]
 460 );
 461
 462 # cades options test - check that some combinations are rejected
 463 my @smime_cms_cades_invalid_option_tests = (
 464     [
 465         [ "-cades", "-noattr" ],
 466     ],[
 467         [ "-verify", "-cades", "-noattr" ],
 468     ],[
 469         [ "-verify", "-cades", "-noverify" ],
 470     ],
 471 );
 472
 473 my @smime_cms_comp_tests = (
 474
 475     [ "compressed content test streaming PEM format",
 476       [ "{cmd1}", @prov, "-compress", "-in", $smcont, "-outform", "PEM", "-nodetach",
 477         "-stream", "-out", "{output}.cms" ],
 478       [ "{cmd2}", @prov, "-uncompress", "-in", "{output}.cms", "-inform", "PEM",
 479         "-out", "{output}.txt" ],
 480       \&final_compare
 481     ]
 482
 483 );
 484
 485 my @smime_cms_param_tests = (
 486     [ "signed content test streaming PEM format, RSA keys, PSS signature",
 487       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
 488         "-signer", $smrsa1,
 489         "-keyopt", "rsa_padding_mode:pss",
 490         "-out", "{output}.cms" ],
 491       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "PEM",
 492         "-CAfile", $smroot, "-out", "{output}.txt" ],
 493       \&final_compare
 494     ],
 495
 496     [ "signed content test streaming PEM format, RSA keys, PSS signature, saltlen=max",
 497       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
 498         "-signer", $smrsa1,
 499         "-keyopt", "rsa_padding_mode:pss", "-keyopt", "rsa_pss_saltlen:max",
 500         "-out", "{output}.cms" ],
 501       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "PEM",
 502         "-CAfile", $smroot, "-out", "{output}.txt" ],
 503       \&final_compare
 504     ],
 505
 506     [ "signed content test streaming PEM format, RSA keys, PSS signature, no attributes",
 507       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
 508         "-noattr", "-signer", $smrsa1,
 509         "-keyopt", "rsa_padding_mode:pss",
 510         "-out", "{output}.cms" ],
 511       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "PEM",
 512         "-CAfile", $smroot, "-out", "{output}.txt" ],
 513       \&final_compare
 514     ],
 515
 516     [ "signed content test streaming PEM format, RSA keys, PSS signature, SHA384 MGF1",
 517       [ "{cmd1}", @prov, "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
 518         "-signer", $smrsa1,
 519         "-keyopt", "rsa_padding_mode:pss", "-keyopt", "rsa_mgf1_md:sha384",
 520         "-out", "{output}.cms" ],
 521       [ "{cmd2}", @prov, "-verify", "-in", "{output}.cms", "-inform", "PEM",
 522         "-CAfile", $smroot, "-out", "{output}.txt" ],
 523       \&final_compare
 524     ],
 525
 526     [ "enveloped content test streaming S/MIME format, DES, OAEP default parameters",
 527       [ "{cmd1}", @defaultprov, "-encrypt", "-in", $smcont,
 528         "-stream", "-out", "{output}.cms",
 529         "-recip", $smrsa1,
 530         "-keyopt", "rsa_padding_mode:oaep" ],
 531       [ "{cmd2}", @defaultprov, "-decrypt", "-recip", $smrsa1,
 532         "-in", "{output}.cms", "-out", "{output}.txt" ],
 533       \&final_compare
 534     ],
 535
 536     [ "enveloped content test streaming S/MIME format, DES, OAEP SHA256",
 537       [ "{cmd1}", @defaultprov, "-encrypt", "-in", $smcont,
 538         "-stream", "-out", "{output}.cms",
 539         "-recip", $smrsa1,
 540         "-keyopt", "rsa_padding_mode:oaep",
 541         "-keyopt", "rsa_oaep_md:sha256" ],
 542       [ "{cmd2}", @defaultprov, "-decrypt", "-recip", $smrsa1,
 543         "-in", "{output}.cms", "-out", "{output}.txt" ],
 544       \&final_compare
 545     ],
 546
 547     [ "enveloped content test streaming S/MIME format, DES, ECDH",
 548       [ "{cmd1}", @defaultprov, "-encrypt", "-in", $smcont,
 549         "-stream", "-out", "{output}.cms",
 550         "-recip", catfile($smdir, "smec1.pem") ],
 551       [ "{cmd2}", @defaultprov, "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
 552         "-in", "{output}.cms", "-out", "{output}.txt" ],
 553       \&final_compare
 554     ],
 555
 556     [ "enveloped content test streaming S/MIME format, DES, ECDH, 2 recipients, key only used",
 557       [ "{cmd1}", @defaultprov, "-encrypt", "-in", $smcont,
 558         "-stream", "-out", "{output}.cms",
 559         catfile($smdir, "smec1.pem"),
 560         catfile($smdir, "smec3.pem") ],
 561       [ "{cmd2}", @defaultprov, "-decrypt", "-inkey", catfile($smdir, "smec3.pem"),
 562         "-in", "{output}.cms", "-out", "{output}.txt" ],
 563       \&final_compare
 564     ],
 565
 566     [ "enveloped content test streaming S/MIME format, ECDH, DES, key identifier",
 567       [ "{cmd1}", @defaultprov, "-encrypt", "-keyid", "-in", $smcont,
 568         "-stream", "-out", "{output}.cms",
 569         "-recip", catfile($smdir, "smec1.pem") ],
 570       [ "{cmd2}", @defaultprov, "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
 571         "-in", "{output}.cms", "-out", "{output}.txt" ],
 572       \&final_compare
 573     ],
 574
 575     [ "enveloped content test streaming S/MIME format, ECDH, AES-128-CBC, SHA256 KDF",
 576       [ "{cmd1}", @prov, "-encrypt", "-in", $smcont,
 577         "-stream", "-out", "{output}.cms",
 578         "-recip", catfile($smdir, "smec1.pem"), "-aes128",
 579         "-keyopt", "ecdh_kdf_md:sha256" ],
 580       [ "{cmd2}", @prov, "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
 581         "-in", "{output}.cms", "-out", "{output}.txt" ],
 582       \&final_compare
 583     ],
 584
 585     [ "enveloped content test streaming S/MIME format, ECDH, AES-128-GCM cipher, SHA256 KDF",
 586       [ "{cmd1}", @prov, "-encrypt", "-in", $smcont,
 587         "-stream", "-out", "{output}.cms",
 588         "-recip", catfile($smdir, "smec1.pem"), "-aes-128-gcm", "-keyopt", "ecdh_kdf_md:sha256" ],
 589       [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
 590         "-in", "{output}.cms", "-out", "{output}.txt" ],
 591       \&final_compare
 592     ],
 593
 594     [ "enveloped content test streaming S/MIME format, ECDH, K-283, cofactor DH",
 595       [ "{cmd1}", @prov, "-encrypt", "-in", $smcont,
 596         "-stream", "-out", "{output}.cms",
 597         "-recip", catfile($smdir, "smec2.pem"), "-aes128",
 598         "-keyopt", "ecdh_kdf_md:sha256", "-keyopt", "ecdh_cofactor_mode:1" ],
 599       [ "{cmd2}", @prov, "-decrypt", "-recip", catfile($smdir, "smec2.pem"),
 600         "-in", "{output}.cms", "-out", "{output}.txt" ],
 601       \&final_compare
 602     ],
 603
 604     [ "enveloped content test streaming S/MIME format, X9.42 DH",
 605       [ "{cmd1}", @prov, "-encrypt", "-in", $smcont,
 606         "-stream", "-out", "{output}.cms",
 607         "-recip", catfile($smdir, "smdh.pem"), "-aes128" ],
 608       [ "{cmd2}", @prov, "-decrypt", "-recip", catfile($smdir, "smdh.pem"),
 609         "-in", "{output}.cms", "-out", "{output}.txt" ],
 610       \&final_compare
 611     ]
 612 );
 613
 614 my @contenttype_cms_test = (
 615     [ "signed content test - check that content type is added to additional signerinfo, RSA keys",
 616       [ "{cmd1}", @prov, "-sign", "-binary", "-nodetach", "-stream", "-in", $smcont,
 617         "-outform", "DER", "-signer", $smrsa1, "-md", "SHA256",
 618         "-out", "{output}.cms" ],
 619       [ "{cmd1}", @prov, "-resign", "-binary", "-nodetach", "-in", "{output}.cms",
 620         "-inform", "DER", "-outform", "DER",
 621         "-signer", catfile($smdir, "smrsa2.pem"), "-md", "SHA256",
 622         "-out", "{output}2.cms" ],
 623       sub { my %opts = @_; contentType_matches("$opts{output}2.cms") == 2; },
 624       [ "{cmd2}", @prov, "-verify", "-in", "{output}2.cms", "-inform", "DER",
 625         "-CAfile", $smroot, "-out", "{output}.txt" ]
 626     ],
 627 );
 628
 629 my @incorrect_attribute_cms_test = (
 630     "bad_signtime_attr.cms",
 631     "no_ct_attr.cms",
 632     "no_md_attr.cms",
 633     "ct_multiple_attr.cms"
 634 );
 635
 636 # Runs a standard loop on the input array
 637 sub runner_loop {
 638     my %opts = ( @_ );
 639     my $cnt1 = 0;
 640
 641     foreach (@{$opts{tests}}) {
 642         $cnt1++;
 643         $opts{output} = "$opts{prefix}-$cnt1";
 644       SKIP: {
 645           my $skip_reason = check_availability($$_[0]);
 646           skip $skip_reason, 1 if $skip_reason;
 647           my $ok = 1;
 648           1 while unlink "$opts{output}.txt";
 649
 650           foreach (@$_[1..$#$_]) {
 651               if (ref $_ eq 'CODE') {
 652                   $ok &&= $_->(%opts);
 653               } else {
 654                   my @cmd = map {
 655                       my $x = $_;
 656                       while ($x =~ /\{([^\}]+)\}/) {
 657                           $x = $`.$opts{$1}.$' if exists $opts{$1};
 658                       }
 659                       $x;
 660                   } @$_;
 661
 662                   diag "CMD: openssl ", join(" ", @cmd);
 663                   $ok &&= run(app(["openssl", @cmd]));
 664                   $opts{input} = $opts{output};
 665               }
 666           }
 667
 668           ok($ok, $$_[0]);
 669         }
 670     }
 671 }
 672
 673 sub final_compare {
 674     my %opts = @_;
 675
 676     diag "Comparing $smcont with $opts{output}.txt";
 677     return compare_text($smcont, "$opts{output}.txt") == 0;
 678 }
 679
 680 sub zero_compare {
 681     my %opts = @_;
 682
 683     diag "Checking for zero-length file";
 684     return (-e "$opts{output}.txt" && -z "$opts{output}.txt");
 685 }
 686
 687 subtest "CMS => PKCS#7 compatibility tests\n" => sub {
 688     plan tests => scalar @smime_pkcs7_tests;
 689
 690     runner_loop(prefix => 'cms2pkcs7', cmd1 => 'cms', cmd2 => 'smime',
 691                 tests => [ @smime_pkcs7_tests ]);
 692 };
 693 subtest "CMS <= PKCS#7 compatibility tests\n" => sub {
 694     plan tests => scalar @smime_pkcs7_tests;
 695
 696     runner_loop(prefix => 'pkcs72cms', cmd1 => 'smime', cmd2 => 'cms',
 697                 tests => [ @smime_pkcs7_tests ]);
 698 };
 699
 700 subtest "CMS <=> CMS consistency tests\n" => sub {
 701     plan tests => (scalar @smime_pkcs7_tests) + (scalar @smime_cms_tests);
 702
 703     runner_loop(prefix => 'cms2cms-1', cmd1 => 'cms', cmd2 => 'cms',
 704                 tests => [ @smime_pkcs7_tests ]);
 705     runner_loop(prefix => 'cms2cms-2', cmd1 => 'cms', cmd2 => 'cms',
 706                 tests => [ @smime_cms_tests ]);
 707 };
 708
 709 subtest "CMS <=> CMS consistency tests, modified key parameters\n" => sub {
 710     plan tests =>
 711         (scalar @smime_cms_param_tests) + (scalar @smime_cms_comp_tests);
 712
 713     runner_loop(prefix => 'cms2cms-mod', cmd1 => 'cms', cmd2 => 'cms',
 714                 tests => [ @smime_cms_param_tests ]);
 715   SKIP: {
 716       skip("Zlib not supported: compression tests skipped",
 717            scalar @smime_cms_comp_tests)
 718           if $no_zlib;
 719
 720       runner_loop(prefix => 'cms2cms-comp', cmd1 => 'cms', cmd2 => 'cms',
 721                   tests => [ @smime_cms_comp_tests ]);
 722     }
 723 };
 724
 725 # Returns the number of matches of a Content Type Attribute in a binary file.
 726 sub contentType_matches {
 727   # Read in a binary file
 728   my ($in) = @_;
 729   open (HEX_IN, "$in") or die("open failed for $in : $!");
 730   binmode(HEX_IN);
 731   local $/;
 732   my $str = <HEX_IN>;
 733
 734   # Find ASN1 data for a Content Type Attribute (with a OID of PKCS7 data)
 735   my @c = $str =~ /\x30\x18\x06\x09\x2A\x86\x48\x86\xF7\x0D\x01\x09\x03\x31\x0B\x06\x09\x2A\x86\x48\x86\xF7\x0D\x01\x07\x01/gs;
 736
 737   close(HEX_IN);
 738   return scalar(@c);
 739 }
 740
 741 subtest "CMS Check the content type attribute is added for additional signers\n" => sub {
 742     plan tests => (scalar @contenttype_cms_test);
 743
 744     runner_loop(prefix => 'cms2cms-added', cmd1 => 'cms', cmd2 => 'cms',
 745                 tests => [ @contenttype_cms_test ]);
 746 };
 747
 748 subtest "CMS Check that bad attributes fail when verifying signers\n" => sub {
 749     plan tests =>
 750         (scalar @incorrect_attribute_cms_test);
 751
 752     my $cnt = 0;
 753     foreach my $name (@incorrect_attribute_cms_test) {
 754         my $out = "incorrect-$cnt.txt";
 755
 756         ok(!run(app(["openssl", "cms", @prov, "-verify", "-in",
 757                      catfile($datadir, $name), "-inform", "DER", "-CAfile",
 758                      $smroot, "-out", $out ])),
 759             $name);
 760     }
 761 };
 762
 763 subtest "CMS Decrypt message encrypted with OpenSSL 1.1.1\n" => sub {
 764     plan tests => 1;
 765
 766     SKIP: {
 767         skip "EC or DES isn't supported in this build", 1
 768             if disabled("ec") || disabled("des");
 769
 770         my $out = "smtst.txt";
 771
 772         ok(run(app(["openssl", "cms", @defaultprov, "-decrypt",
 773                     "-inkey", catfile($smdir, "smec3.pem"),
 774                     "-in", catfile($datadir, "ciphertext_from_1_1_1.cms"),
 775                     "-out", $out ]))
 776            && compare_text($smcont, $out) == 0,
 777            "Decrypt message from OpenSSL 1.1.1");
 778     }
 779 };
 780
 781 subtest "CAdES <=> CAdES consistency tests\n" => sub {
 782     plan tests => (scalar @smime_cms_cades_tests);
 783
 784     runner_loop(prefix => 'cms-cades', cmd1 => 'cms', cmd2 => 'cms',
 785                 tests => [ @smime_cms_cades_tests ]);
 786 };
 787
 788 subtest "CAdES; cms incompatible arguments tests\n" => sub {
 789     plan tests => (scalar @smime_cms_cades_invalid_option_tests);
 790
 791     foreach (@smime_cms_cades_invalid_option_tests) {
 792         ok(!run(app(["openssl", "cms", @{$$_[0]} ] )));
 793     }
 794 };
 795
 796 subtest "CAdES ko tests\n" => sub {
 797     plan tests => 2 * scalar @smime_cms_cades_ko_tests;
 798
 799     foreach (@smime_cms_cades_ko_tests) {
 800       SKIP: {
 801         my $skip_reason = check_availability($$_[0]);
 802         skip $skip_reason, 1 if $skip_reason;
 803
 804         ok(run(app(["openssl", "cms", @{$$_[1]}])), $$_[0]);
 805         ok(!run(app(["openssl", "cms", @{$$_[3]}])), $$_[2]);
 806         }
 807     }
 808 };
 809
 810 subtest "CMS binary input tests\n" => sub {
 811     my $input = srctop_file("test", "smcont.bin");
 812     my $signed = "smcont.signed";
 813     my $verified = "smcont.verified";
 814
 815     plan tests => 11;
 816
 817     ok(run(app(["openssl", "cms", "-sign", "-md", "sha256", "-signer", $smrsa1,
 818                 "-binary", "-in", $input, "-out", $signed])),
 819        "sign binary input with -binary");
 820     ok(run(app(["openssl", "cms", "-verify", "-CAfile", $smroot,
 821                 "-binary", "-in", $signed, "-out", $verified])),
 822        "verify binary input with -binary");
 823     is(compare($input, $verified), 0, "binary input retained with -binary");
 824
 825     ok(run(app(["openssl", "cms", "-sign", "-md", "sha256", "-signer", $smrsa1,
 826                 "-in", $input, "-out", $signed.".nobin"])),
 827        "sign binary input without -binary");
 828     ok(run(app(["openssl", "cms", "-verify", "-CAfile", $smroot,
 829                 "-in", $signed.".nobin", "-out", $verified.".nobin"])),
 830        "verify binary input without -binary");
 831     is(compare($input, $verified.".nobin"), 1, "binary input not retained without -binary");
 832     ok(!run(app(["openssl", "cms", "-verify", "-CAfile", $smroot, "-crlfeol",
 833                 "-binary", "-in", $signed, "-out", $verified.".crlfeol"])),
 834        "verify binary input wrong crlfeol");
 835
 836     ok(run(app(["openssl", "cms", "-sign", "-md", "sha256", "-signer", $smrsa1,
 837                 "-crlfeol",
 838                 "-binary", "-in", $input, "-out", $signed.".crlf"])),
 839        "sign binary input with -binary -crlfeol");
 840     ok(run(app(["openssl", "cms", "-verify", "-CAfile", $smroot, "-crlfeol",
 841                 "-binary", "-in", $signed.".crlf", "-out", $verified.".crlf"])),
 842        "verify binary input with -binary -crlfeol");
 843     is(compare($input, $verified.".crlf"), 0,
 844        "binary input retained with -binary -crlfeol");
 845     ok(!run(app(["openssl", "cms", "-verify", "-CAfile", $smroot,
 846                 "-binary", "-in", $signed.".crlf", "-out", $verified.".crlf2"])),
 847        "verify binary input with -binary missing -crlfeol");
 848 };
 849
 850 subtest "CMS signed digest, DER format" => sub {
 851     plan tests => 2;
 852
 853     # Pre-computed SHA256 digest of $smcont in hexadecimal form
 854     my $digest = "ff236ef61b396355f75a4cc6e1c306d4c309084ae271a9e2ad6888f10a101b32";
 855
 856     my $sig_file = "signature.der";
 857     ok(run(app(["openssl", "cms", @prov, "-sign", "-digest", $digest,
 858                     "-outform", "DER",
 859                     "-certfile", catfile($smdir, "smroot.pem"),
 860                     "-signer", catfile($smdir, "smrsa1.pem"),
 861                     "-out", $sig_file])),
 862         "CMS sign pre-computed digest, DER format");
 863
 864     ok(run(app(["openssl", "cms", @prov, "-verify", "-in", $sig_file,
 865                     "-inform", "DER",
 866                     "-CAfile", catfile($smdir, "smroot.pem"),
 867                     "-content", $smcont])),
 868        "Verify CMS signed digest, DER format");
 869 };
 870
 871 subtest "CMS signed digest, S/MIME format" => sub {
 872     plan tests => 2;
 873
 874     # Pre-computed SHA256 digest of $smcont in hexadecimal form
 875     my $digest = "ff236ef61b396355f75a4cc6e1c306d4c309084ae271a9e2ad6888f10a101b32";
 876
 877     my $sig_file = "signature.smime";
 878     ok(run(app(["openssl", "cms", @prov, "-sign", "-digest", $digest,
 879                     "-outform", "SMIME",
 880                     "-certfile", catfile($smdir, "smroot.pem"),
 881                     "-signer", catfile($smdir, "smrsa1.pem"),
 882                     "-out", $sig_file])),
 883         "CMS sign pre-computed digest, S/MIME format");
 884
 885     ok(run(app(["openssl", "cms", @prov, "-verify", "-in", $sig_file,
 886                     "-inform", "SMIME",
 887                     "-CAfile", catfile($smdir, "smroot.pem"),
 888                     "-content", $smcont])),
 889        "Verify CMS signed digest, S/MIME format");
 890 };
 891
 892 sub check_availability {
 893     my $tnam = shift;
 894
 895     return "$tnam: skipped, EC disabled\n"
 896         if ($no_ec && $tnam =~ /ECDH/);
 897     return "$tnam: skipped, ECDH disabled\n"
 898         if ($no_ec && $tnam =~ /ECDH/);
 899     return "$tnam: skipped, EC2M disabled\n"
 900         if ($no_ec2m && $tnam =~ /K-283/);
 901     return "$tnam: skipped, DH disabled\n"
 902         if ($no_dh && $tnam =~ /X9\.42/);
 903     return "$tnam: skipped, RC2 disabled\n"
 904         if ($no_rc2 && $tnam =~ /RC2/);
 905     return "$tnam: skipped, DES disabled\n"
 906         if ($no_des && $tnam =~ /DES/);
 907     return "$tnam: skipped, DSA disabled\n"
 908         if ($no_dsa && $tnam =~ / DSA/);
 909
 910     return "";
 911 }