apps/smime.c

   1 /*
   2  * Copyright 1999-2021 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 /* S/MIME utility function */
  11
  12 #include <stdio.h>
  13 #include <string.h>
  14 #include "apps.h"
  15 #include "progs.h"
  16 #include <openssl/crypto.h>
  17 #include <openssl/pem.h>
  18 #include <openssl/err.h>
  19 #include <openssl/x509_vfy.h>
  20 #include <openssl/x509v3.h>
  21
  22 static int save_certs(char *signerfile, STACK_OF(X509) *signers);
  23 static int smime_cb(int ok, X509_STORE_CTX *ctx);
  24
  25 #define SMIME_OP        0x10
  26 #define SMIME_IP        0x20
  27 #define SMIME_SIGNERS   0x40
  28 #define SMIME_ENCRYPT   (1 | SMIME_OP)
  29 #define SMIME_DECRYPT   (2 | SMIME_IP)
  30 #define SMIME_SIGN      (3 | SMIME_OP | SMIME_SIGNERS)
  31 #define SMIME_VERIFY    (4 | SMIME_IP)
  32 #define SMIME_PK7OUT    (5 | SMIME_IP | SMIME_OP)
  33 #define SMIME_RESIGN    (6 | SMIME_IP | SMIME_OP | SMIME_SIGNERS)
  34
  35 typedef enum OPTION_choice {
  36     OPT_COMMON,
  37     OPT_ENCRYPT, OPT_DECRYPT, OPT_SIGN, OPT_RESIGN, OPT_VERIFY,
  38     OPT_PK7OUT, OPT_TEXT, OPT_NOINTERN, OPT_NOVERIFY, OPT_NOCHAIN,
  39     OPT_NOCERTS, OPT_NOATTR, OPT_NODETACH, OPT_NOSMIMECAP,
  40     OPT_BINARY, OPT_NOSIGS, OPT_STREAM, OPT_INDEF, OPT_NOINDEF,
  41     OPT_CRLFEOL, OPT_ENGINE, OPT_PASSIN,
  42     OPT_TO, OPT_FROM, OPT_SUBJECT, OPT_SIGNER, OPT_RECIP, OPT_MD,
  43     OPT_CIPHER, OPT_INKEY, OPT_KEYFORM, OPT_CERTFILE, OPT_CAFILE,
  44     OPT_CAPATH, OPT_CASTORE, OPT_NOCAFILE, OPT_NOCAPATH, OPT_NOCASTORE,
  45     OPT_R_ENUM, OPT_PROV_ENUM, OPT_CONFIG,
  46     OPT_V_ENUM,
  47     OPT_IN, OPT_INFORM, OPT_OUT,
  48     OPT_OUTFORM, OPT_CONTENT
  49 } OPTION_CHOICE;
  50
  51 const OPTIONS smime_options[] = {
  52     {OPT_HELP_STR, 1, '-', "Usage: %s [options] [cert...]\n"},
  53
  54     OPT_SECTION("General"),
  55     {"help", OPT_HELP, '-', "Display this summary"},
  56     {"in", OPT_IN, '<', "Input file"},
  57     {"inform", OPT_INFORM, 'c', "Input format SMIME (default), PEM or DER"},
  58     {"out", OPT_OUT, '>', "Output file"},
  59     {"outform", OPT_OUTFORM, 'c',
  60      "Output format SMIME (default), PEM or DER"},
  61     {"inkey", OPT_INKEY, 's',
  62      "Input private key (if not signer or recipient)"},
  63     {"keyform", OPT_KEYFORM, 'f', "Input private key format (ENGINE, other values ignored)"},
  64 #ifndef OPENSSL_NO_ENGINE
  65     {"engine", OPT_ENGINE, 's', "Use engine, possibly a hardware device"},
  66 #endif
  67     {"stream", OPT_STREAM, '-', "Enable CMS streaming" },
  68     {"indef", OPT_INDEF, '-', "Same as -stream" },
  69     {"noindef", OPT_NOINDEF, '-', "Disable CMS streaming"},
  70     OPT_CONFIG_OPTION,
  71
  72     OPT_SECTION("Action"),
  73     {"encrypt", OPT_ENCRYPT, '-', "Encrypt message"},
  74     {"decrypt", OPT_DECRYPT, '-', "Decrypt encrypted message"},
  75     {"sign", OPT_SIGN, '-', "Sign message"},
  76     {"resign", OPT_RESIGN, '-', "Resign a signed message"},
  77     {"verify", OPT_VERIFY, '-', "Verify signed message"},
  78
  79     OPT_SECTION("Signing/Encryption"),
  80     {"passin", OPT_PASSIN, 's', "Input file pass phrase source"},
  81     {"md", OPT_MD, 's', "Digest algorithm to use when signing or resigning"},
  82     {"", OPT_CIPHER, '-', "Any supported cipher"},
  83     {"pk7out", OPT_PK7OUT, '-', "Output PKCS#7 structure"},
  84     {"nointern", OPT_NOINTERN, '-',
  85      "Don't search certificates in message for signer"},
  86     {"nodetach", OPT_NODETACH, '-', "Use opaque signing"},
  87     {"noattr", OPT_NOATTR, '-', "Don't include any signed attributes"},
  88     {"binary", OPT_BINARY, '-', "Don't translate message to text"},
  89     {"signer", OPT_SIGNER, 's', "Signer certificate file"},
  90     {"content", OPT_CONTENT, '<',
  91      "Supply or override content for detached signature"},
  92     {"nocerts", OPT_NOCERTS, '-',
  93      "Don't include signers certificate when signing"},
  94
  95     OPT_SECTION("Verification/Decryption"),
  96     {"nosigs", OPT_NOSIGS, '-', "Don't verify message signature"},
  97     {"noverify", OPT_NOVERIFY, '-', "Don't verify signers certificate"},
  98
  99     {"certfile", OPT_CERTFILE, '<', "Other certificates file"},
 100     {"recip", OPT_RECIP, '<', "Recipient certificate file for decryption"},
 101
 102     OPT_SECTION("Email"),
 103     {"to", OPT_TO, 's', "To address"},
 104     {"from", OPT_FROM, 's', "From address"},
 105     {"subject", OPT_SUBJECT, 's', "Subject"},
 106     {"text", OPT_TEXT, '-', "Include or delete text MIME headers"},
 107     {"nosmimecap", OPT_NOSMIMECAP, '-', "Omit the SMIMECapabilities attribute"},
 108
 109     OPT_SECTION("Certificate chain"),
 110     {"CApath", OPT_CAPATH, '/', "Trusted certificates directory"},
 111     {"CAfile", OPT_CAFILE, '<', "Trusted certificates file"},
 112     {"CAstore", OPT_CASTORE, ':', "Trusted certificates store URI"},
 113     {"no-CAfile", OPT_NOCAFILE, '-',
 114      "Do not load the default certificates file"},
 115     {"no-CApath", OPT_NOCAPATH, '-',
 116      "Do not load certificates from the default certificates directory"},
 117     {"no-CAstore", OPT_NOCASTORE, '-',
 118      "Do not load certificates from the default certificates store"},
 119     {"nochain", OPT_NOCHAIN, '-',
 120      "set PKCS7_NOCHAIN so certificates contained in the message are not used as untrusted CAs" },
 121     {"crlfeol", OPT_CRLFEOL, '-', "Use CRLF as EOL termination instead of CR only"},
 122
 123     OPT_R_OPTIONS,
 124     OPT_V_OPTIONS,
 125     OPT_PROV_OPTIONS,
 126
 127     OPT_PARAMETERS(),
 128     {"cert", 0, 0, "Recipient certs, used when encrypting"},
 129     {NULL}
 130 };
 131
 132 int smime_main(int argc, char **argv)
 133 {
 134     CONF *conf = NULL;
 135     BIO *in = NULL, *out = NULL, *indata = NULL;
 136     EVP_PKEY *key = NULL;
 137     PKCS7 *p7 = NULL;
 138     STACK_OF(OPENSSL_STRING) *sksigners = NULL, *skkeys = NULL;
 139     STACK_OF(X509) *encerts = NULL, *other = NULL;
 140     X509 *cert = NULL, *recip = NULL, *signer = NULL;
 141     X509_STORE *store = NULL;
 142     X509_VERIFY_PARAM *vpm = NULL;
 143     EVP_CIPHER *cipher = NULL;
 144     EVP_MD *sign_md = NULL;
 145     const char *CAfile = NULL, *CApath = NULL, *CAstore = NULL, *prog = NULL;
 146     char *certfile = NULL, *keyfile = NULL, *contfile = NULL;
 147     char *infile = NULL, *outfile = NULL, *signerfile = NULL, *recipfile = NULL;
 148     char *passinarg = NULL, *passin = NULL, *to = NULL, *from = NULL;
 149     char *subject = NULL, *digestname = NULL, *ciphername = NULL;
 150     OPTION_CHOICE o;
 151     int noCApath = 0, noCAfile = 0, noCAstore = 0;
 152     int flags = PKCS7_DETACHED, operation = 0, ret = 0, indef = 0;
 153     int informat = FORMAT_SMIME, outformat = FORMAT_SMIME, keyform =
 154         FORMAT_UNDEF;
 155     int vpmtouched = 0, rv = 0;
 156     ENGINE *e = NULL;
 157     const char *mime_eol = "\n";
 158     OSSL_LIB_CTX *libctx = app_get0_libctx();
 159
 160     if ((vpm = X509_VERIFY_PARAM_new()) == NULL)
 161         return 1;
 162
 163     opt_set_unknown_name("cipher");
 164     prog = opt_init(argc, argv, smime_options);
 165     while ((o = opt_next()) != OPT_EOF) {
 166         switch (o) {
 167         case OPT_EOF:
 168         case OPT_ERR:
 169  opthelp:
 170             BIO_printf(bio_err, "%s: Use -help for summary.\n", prog);
 171             goto end;
 172         case OPT_HELP:
 173             opt_help(smime_options);
 174             ret = 0;
 175             goto end;
 176         case OPT_INFORM:
 177             if (!opt_format(opt_arg(), OPT_FMT_PDS, &informat))
 178                 goto opthelp;
 179             break;
 180         case OPT_IN:
 181             infile = opt_arg();
 182             break;
 183         case OPT_OUTFORM:
 184             if (!opt_format(opt_arg(), OPT_FMT_PDS, &outformat))
 185                 goto opthelp;
 186             break;
 187         case OPT_OUT:
 188             outfile = opt_arg();
 189             break;
 190         case OPT_ENCRYPT:
 191             operation = SMIME_ENCRYPT;
 192             break;
 193         case OPT_DECRYPT:
 194             operation = SMIME_DECRYPT;
 195             break;
 196         case OPT_SIGN:
 197             operation = SMIME_SIGN;
 198             break;
 199         case OPT_RESIGN:
 200             operation = SMIME_RESIGN;
 201             break;
 202         case OPT_VERIFY:
 203             operation = SMIME_VERIFY;
 204             break;
 205         case OPT_PK7OUT:
 206             operation = SMIME_PK7OUT;
 207             break;
 208         case OPT_TEXT:
 209             flags |= PKCS7_TEXT;
 210             break;
 211         case OPT_NOINTERN:
 212             flags |= PKCS7_NOINTERN;
 213             break;
 214         case OPT_NOVERIFY:
 215             flags |= PKCS7_NOVERIFY;
 216             break;
 217         case OPT_NOCHAIN:
 218             flags |= PKCS7_NOCHAIN;
 219             break;
 220         case OPT_NOCERTS:
 221             flags |= PKCS7_NOCERTS;
 222             break;
 223         case OPT_NOATTR:
 224             flags |= PKCS7_NOATTR;
 225             break;
 226         case OPT_NODETACH:
 227             flags &= ~PKCS7_DETACHED;
 228             break;
 229         case OPT_NOSMIMECAP:
 230             flags |= PKCS7_NOSMIMECAP;
 231             break;
 232         case OPT_BINARY:
 233             flags |= PKCS7_BINARY;
 234             break;
 235         case OPT_NOSIGS:
 236             flags |= PKCS7_NOSIGS;
 237             break;
 238         case OPT_STREAM:
 239         case OPT_INDEF:
 240             indef = 1;
 241             break;
 242         case OPT_NOINDEF:
 243             indef = 0;
 244             break;
 245         case OPT_CRLFEOL:
 246             flags |= PKCS7_CRLFEOL;
 247             mime_eol = "\r\n";
 248             break;
 249         case OPT_R_CASES:
 250             if (!opt_rand(o))
 251                 goto end;
 252             break;
 253         case OPT_PROV_CASES:
 254             if (!opt_provider(o))
 255                 goto end;
 256             break;
 257         case OPT_CONFIG:
 258             conf = app_load_config_modules(opt_arg());
 259             if (conf == NULL)
 260                 goto end;
 261             break;
 262         case OPT_ENGINE:
 263             e = setup_engine(opt_arg(), 0);
 264             break;
 265         case OPT_PASSIN:
 266             passinarg = opt_arg();
 267             break;
 268         case OPT_TO:
 269             to = opt_arg();
 270             break;
 271         case OPT_FROM:
 272             from = opt_arg();
 273             break;
 274         case OPT_SUBJECT:
 275             subject = opt_arg();
 276             break;
 277         case OPT_SIGNER:
 278             /* If previous -signer argument add signer to list */
 279             if (signerfile != NULL) {
 280                 if (sksigners == NULL
 281                     && (sksigners = sk_OPENSSL_STRING_new_null()) == NULL)
 282                     goto end;
 283                 sk_OPENSSL_STRING_push(sksigners, signerfile);
 284                 if (keyfile == NULL)
 285                     keyfile = signerfile;
 286                 if (skkeys == NULL
 287                     && (skkeys = sk_OPENSSL_STRING_new_null()) == NULL)
 288                     goto end;
 289                 sk_OPENSSL_STRING_push(skkeys, keyfile);
 290                 keyfile = NULL;
 291             }
 292             signerfile = opt_arg();
 293             break;
 294         case OPT_RECIP:
 295             recipfile = opt_arg();
 296             break;
 297         case OPT_MD:
 298             digestname = opt_arg();
 299             break;
 300         case OPT_CIPHER:
 301             ciphername = opt_unknown();
 302             break;
 303         case OPT_INKEY:
 304             /* If previous -inkey argument add signer to list */
 305             if (keyfile != NULL) {
 306                 if (signerfile == NULL) {
 307                     BIO_printf(bio_err,
 308                                "%s: Must have -signer before -inkey\n", prog);
 309                     goto opthelp;
 310                 }
 311                 if (sksigners == NULL
 312                     && (sksigners = sk_OPENSSL_STRING_new_null()) == NULL)
 313                     goto end;
 314                 sk_OPENSSL_STRING_push(sksigners, signerfile);
 315                 signerfile = NULL;
 316                 if (skkeys == NULL
 317                     && (skkeys = sk_OPENSSL_STRING_new_null()) == NULL)
 318                     goto end;
 319                 sk_OPENSSL_STRING_push(skkeys, keyfile);
 320             }
 321             keyfile = opt_arg();
 322             break;
 323         case OPT_KEYFORM:
 324             if (!opt_format(opt_arg(), OPT_FMT_ANY, &keyform))
 325                 goto opthelp;
 326             break;
 327         case OPT_CERTFILE:
 328             certfile = opt_arg();
 329             break;
 330         case OPT_CAFILE:
 331             CAfile = opt_arg();
 332             break;
 333         case OPT_CAPATH:
 334             CApath = opt_arg();
 335             break;
 336         case OPT_CASTORE:
 337             CAstore = opt_arg();
 338             break;
 339         case OPT_NOCAFILE:
 340             noCAfile = 1;
 341             break;
 342         case OPT_NOCAPATH:
 343             noCApath = 1;
 344             break;
 345         case OPT_NOCASTORE:
 346             noCAstore = 1;
 347             break;
 348         case OPT_CONTENT:
 349             contfile = opt_arg();
 350             break;
 351         case OPT_V_CASES:
 352             if (!opt_verify(o, vpm))
 353                 goto opthelp;
 354             vpmtouched++;
 355             break;
 356         }
 357     }
 358
 359     /* Extra arguments are files with recipient keys. */
 360     argc = opt_num_rest();
 361     argv = opt_rest();
 362
 363     if (!app_RAND_load())
 364         goto end;
 365
 366     if (digestname != NULL) {
 367         if (!opt_md(digestname, &sign_md))
 368             goto opthelp;
 369     }
 370     if (!opt_cipher_any(ciphername, &cipher))
 371             goto opthelp;
 372     if (!(operation & SMIME_SIGNERS) && (skkeys != NULL || sksigners != NULL)) {
 373         BIO_puts(bio_err, "Multiple signers or keys not allowed\n");
 374         goto opthelp;
 375     }
 376     if (!operation) {
 377         BIO_puts(bio_err,
 378                 "No operation (-encrypt|-sign|...) specified\n");
 379         goto opthelp;
 380     }
 381
 382     if (operation & SMIME_SIGNERS) {
 383         /* Check to see if any final signer needs to be appended */
 384         if (keyfile && !signerfile) {
 385             BIO_puts(bio_err, "Illegal -inkey without -signer\n");
 386             goto opthelp;
 387         }
 388         if (signerfile != NULL) {
 389             if (sksigners == NULL
 390                 && (sksigners = sk_OPENSSL_STRING_new_null()) == NULL)
 391                 goto end;
 392             sk_OPENSSL_STRING_push(sksigners, signerfile);
 393             if (!skkeys && (skkeys = sk_OPENSSL_STRING_new_null()) == NULL)
 394                 goto end;
 395             if (!keyfile)
 396                 keyfile = signerfile;
 397             sk_OPENSSL_STRING_push(skkeys, keyfile);
 398         }
 399         if (sksigners == NULL) {
 400             BIO_printf(bio_err, "No signer certificate specified\n");
 401             goto opthelp;
 402         }
 403         signerfile = NULL;
 404         keyfile = NULL;
 405     } else if (operation == SMIME_DECRYPT) {
 406         if (recipfile == NULL && keyfile == NULL) {
 407             BIO_printf(bio_err,
 408                        "No recipient certificate or key specified\n");
 409             goto opthelp;
 410         }
 411     } else if (operation == SMIME_ENCRYPT) {
 412         if (argc == 0) {
 413             BIO_printf(bio_err, "No recipient(s) certificate(s) specified\n");
 414             goto opthelp;
 415         }
 416     }
 417
 418     if (!app_passwd(passinarg, NULL, &passin, NULL)) {
 419         BIO_printf(bio_err, "Error getting password\n");
 420         goto end;
 421     }
 422
 423     ret = 2;
 424
 425     if (!(operation & SMIME_SIGNERS))
 426         flags &= ~PKCS7_DETACHED;
 427
 428     if (!(operation & SMIME_OP)) {
 429         if (flags & PKCS7_BINARY)
 430             outformat = FORMAT_BINARY;
 431     }
 432
 433     if (!(operation & SMIME_IP)) {
 434         if (flags & PKCS7_BINARY)
 435             informat = FORMAT_BINARY;
 436     }
 437
 438     if (operation == SMIME_ENCRYPT) {
 439         if (cipher == NULL) {
 440 #ifndef OPENSSL_NO_DES
 441             cipher = (EVP_CIPHER *)EVP_des_ede3_cbc();
 442 #else
 443             BIO_printf(bio_err, "No cipher selected\n");
 444             goto end;
 445 #endif
 446         }
 447         encerts = sk_X509_new_null();
 448         if (encerts == NULL)
 449             goto end;
 450         while (*argv != NULL) {
 451             cert = load_cert(*argv, FORMAT_UNDEF,
 452                              "recipient certificate file");
 453             if (cert == NULL)
 454                 goto end;
 455             sk_X509_push(encerts, cert);
 456             cert = NULL;
 457             argv++;
 458         }
 459     }
 460
 461     if (certfile != NULL) {
 462         if (!load_certs(certfile, 0, &other, NULL, "certificates")) {
 463             ERR_print_errors(bio_err);
 464             goto end;
 465         }
 466     }
 467
 468     if (recipfile != NULL && (operation == SMIME_DECRYPT)) {
 469         if ((recip = load_cert(recipfile, FORMAT_UNDEF,
 470                                "recipient certificate file")) == NULL) {
 471             ERR_print_errors(bio_err);
 472             goto end;
 473         }
 474     }
 475
 476     if (operation == SMIME_DECRYPT) {
 477         if (keyfile == NULL)
 478             keyfile = recipfile;
 479     } else if (operation == SMIME_SIGN) {
 480         if (keyfile == NULL)
 481             keyfile = signerfile;
 482     } else {
 483         keyfile = NULL;
 484     }
 485
 486     if (keyfile != NULL) {
 487         key = load_key(keyfile, keyform, 0, passin, e, "signing key");
 488         if (key == NULL)
 489             goto end;
 490     }
 491
 492     in = bio_open_default(infile, 'r', informat);
 493     if (in == NULL)
 494         goto end;
 495
 496     if (operation & SMIME_IP) {
 497         PKCS7 *p7_in = NULL;
 498
 499         p7 = PKCS7_new_ex(libctx, app_get0_propq());
 500         if (p7 == NULL) {
 501             BIO_printf(bio_err, "Error allocating PKCS7 object\n");
 502             goto end;
 503         }
 504         if (informat == FORMAT_SMIME) {
 505             p7_in = SMIME_read_PKCS7_ex(in, &indata, &p7);
 506         } else if (informat == FORMAT_PEM) {
 507             p7_in = PEM_read_bio_PKCS7(in, &p7, NULL, NULL);
 508         } else if (informat == FORMAT_ASN1) {
 509             p7_in = d2i_PKCS7_bio(in, &p7);
 510         } else {
 511             BIO_printf(bio_err, "Bad input format for PKCS#7 file\n");
 512             goto end;
 513         }
 514
 515         if (p7_in == NULL) {
 516             BIO_printf(bio_err, "Error reading S/MIME message\n");
 517             goto end;
 518         }
 519         if (contfile != NULL) {
 520             BIO_free(indata);
 521             if ((indata = BIO_new_file(contfile, "rb")) == NULL) {
 522                 BIO_printf(bio_err, "Can't read content file %s\n", contfile);
 523                 goto end;
 524             }
 525         }
 526     }
 527
 528     out = bio_open_default(outfile, 'w', outformat);
 529     if (out == NULL)
 530         goto end;
 531
 532     if (operation == SMIME_VERIFY) {
 533         if ((store = setup_verify(CAfile, noCAfile, CApath, noCApath,
 534                                   CAstore, noCAstore)) == NULL)
 535             goto end;
 536         X509_STORE_set_verify_cb(store, smime_cb);
 537         if (vpmtouched)
 538             X509_STORE_set1_param(store, vpm);
 539     }
 540
 541     ret = 3;
 542
 543     if (operation == SMIME_ENCRYPT) {
 544         if (indef)
 545             flags |= PKCS7_STREAM;
 546         p7 = PKCS7_encrypt_ex(encerts, in, cipher, flags, libctx, app_get0_propq());
 547     } else if (operation & SMIME_SIGNERS) {
 548         int i;
 549         /*
 550          * If detached data content we only enable streaming if S/MIME output
 551          * format.
 552          */
 553         if (operation == SMIME_SIGN) {
 554             if (flags & PKCS7_DETACHED) {
 555                 if (outformat == FORMAT_SMIME)
 556                     flags |= PKCS7_STREAM;
 557             } else if (indef) {
 558                 flags |= PKCS7_STREAM;
 559             }
 560             flags |= PKCS7_PARTIAL;
 561             p7 = PKCS7_sign_ex(NULL, NULL, other, in, flags, libctx, app_get0_propq());
 562             if (p7 == NULL)
 563                 goto end;
 564             if (flags & PKCS7_NOCERTS) {
 565                 for (i = 0; i < sk_X509_num(other); i++) {
 566                     X509 *x = sk_X509_value(other, i);
 567                     PKCS7_add_certificate(p7, x);
 568                 }
 569             }
 570         } else {
 571             flags |= PKCS7_REUSE_DIGEST;
 572         }
 573         for (i = 0; i < sk_OPENSSL_STRING_num(sksigners); i++) {
 574             signerfile = sk_OPENSSL_STRING_value(sksigners, i);
 575             keyfile = sk_OPENSSL_STRING_value(skkeys, i);
 576             signer = load_cert(signerfile, FORMAT_UNDEF, "signer certificate");
 577             if (signer == NULL)
 578                 goto end;
 579             key = load_key(keyfile, keyform, 0, passin, e, "signing key");
 580             if (key == NULL)
 581                 goto end;
 582
 583             if (!PKCS7_sign_add_signer(p7, signer, key, sign_md, flags))
 584                 goto end;
 585             X509_free(signer);
 586             signer = NULL;
 587             EVP_PKEY_free(key);
 588             key = NULL;
 589         }
 590         /* If not streaming or resigning finalize structure */
 591         if ((operation == SMIME_SIGN) && !(flags & PKCS7_STREAM)) {
 592             if (!PKCS7_final(p7, in, flags))
 593                 goto end;
 594         }
 595     }
 596
 597     if (p7 == NULL) {
 598         BIO_printf(bio_err, "Error creating PKCS#7 structure\n");
 599         goto end;
 600     }
 601
 602     ret = 4;
 603     if (operation == SMIME_DECRYPT) {
 604         if (!PKCS7_decrypt(p7, key, recip, out, flags)) {
 605             BIO_printf(bio_err, "Error decrypting PKCS#7 structure\n");
 606             goto end;
 607         }
 608     } else if (operation == SMIME_VERIFY) {
 609         STACK_OF(X509) *signers;
 610         if (PKCS7_verify(p7, other, store, indata, out, flags))
 611             BIO_printf(bio_err, "Verification successful\n");
 612         else {
 613             BIO_printf(bio_err, "Verification failure\n");
 614             goto end;
 615         }
 616         signers = PKCS7_get0_signers(p7, other, flags);
 617         if (!save_certs(signerfile, signers)) {
 618             BIO_printf(bio_err, "Error writing signers to %s\n", signerfile);
 619             ret = 5;
 620             goto end;
 621         }
 622         sk_X509_free(signers);
 623     } else if (operation == SMIME_PK7OUT) {
 624         PEM_write_bio_PKCS7(out, p7);
 625     } else {
 626         if (to)
 627             BIO_printf(out, "To: %s%s", to, mime_eol);
 628         if (from)
 629             BIO_printf(out, "From: %s%s", from, mime_eol);
 630         if (subject)
 631             BIO_printf(out, "Subject: %s%s", subject, mime_eol);
 632         if (outformat == FORMAT_SMIME) {
 633             if (operation == SMIME_RESIGN)
 634                 rv = SMIME_write_PKCS7(out, p7, indata, flags);
 635             else
 636                 rv = SMIME_write_PKCS7(out, p7, in, flags);
 637         } else if (outformat == FORMAT_PEM) {
 638             rv = PEM_write_bio_PKCS7_stream(out, p7, in, flags);
 639         } else if (outformat == FORMAT_ASN1) {
 640             rv = i2d_PKCS7_bio_stream(out, p7, in, flags);
 641         } else {
 642             BIO_printf(bio_err, "Bad output format for PKCS#7 file\n");
 643             goto end;
 644         }
 645         if (rv == 0) {
 646             BIO_printf(bio_err, "Error writing output\n");
 647             ret = 3;
 648             goto end;
 649         }
 650     }
 651     ret = 0;
 652  end:
 653     if (ret)
 654         ERR_print_errors(bio_err);
 655     OSSL_STACK_OF_X509_free(encerts);
 656     OSSL_STACK_OF_X509_free(other);
 657     X509_VERIFY_PARAM_free(vpm);
 658     sk_OPENSSL_STRING_free(sksigners);
 659     sk_OPENSSL_STRING_free(skkeys);
 660     X509_STORE_free(store);
 661     X509_free(cert);
 662     X509_free(recip);
 663     X509_free(signer);
 664     EVP_PKEY_free(key);
 665     EVP_MD_free(sign_md);
 666     EVP_CIPHER_free(cipher);
 667     PKCS7_free(p7);
 668     release_engine(e);
 669     BIO_free(in);
 670     BIO_free(indata);
 671     BIO_free_all(out);
 672     OPENSSL_free(passin);
 673     NCONF_free(conf);
 674     return ret;
 675 }
 676
 677 static int save_certs(char *signerfile, STACK_OF(X509) *signers)
 678 {
 679     int i;
 680     BIO *tmp;
 681
 682     if (signerfile == NULL)
 683         return 1;
 684     tmp = BIO_new_file(signerfile, "w");
 685     if (tmp == NULL)
 686         return 0;
 687     for (i = 0; i < sk_X509_num(signers); i++)
 688         PEM_write_bio_X509(tmp, sk_X509_value(signers, i));
 689     BIO_free(tmp);
 690     return 1;
 691 }
 692
 693 /* Minimal callback just to output policy info (if any) */
 694
 695 static int smime_cb(int ok, X509_STORE_CTX *ctx)
 696 {
 697     int error;
 698
 699     error = X509_STORE_CTX_get_error(ctx);
 700
 701     if ((error != X509_V_ERR_NO_EXPLICIT_POLICY)
 702         && ((error != X509_V_OK) || (ok != 2)))
 703         return ok;
 704
 705     policies_print(ctx);
 706
 707     return ok;
 708 }