apps/smime.c

   1 /*
   2  * Copyright 1999-2023 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_RESIGN    (6 | SMIME_IP | SMIME_OP | SMIME_SIGNERS)
  32 #define SMIME_VERIFY    (4 | SMIME_IP)
  33 #define SMIME_PK7OUT    (5 | SMIME_IP | SMIME_OP)
  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     {"pk7out", OPT_PK7OUT, '-', "Output PKCS#7 structure"},
  79
  80     OPT_SECTION("Signing/Encryption"),
  81     {"passin", OPT_PASSIN, 's', "Input file pass phrase source"},
  82     {"md", OPT_MD, 's', "Digest algorithm to use when signing or resigning"},
  83     {"", OPT_CIPHER, '-', "Any supported cipher"},
  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 static const char *operation_name(int operation)
 133 {
 134     switch (operation) {
 135     case SMIME_ENCRYPT:
 136         return "encrypt";
 137     case SMIME_DECRYPT:
 138         return "decrypt";
 139     case SMIME_SIGN:
 140         return "sign";
 141     case SMIME_RESIGN:
 142         return "resign";
 143     case SMIME_VERIFY:
 144         return "verify";
 145     case SMIME_PK7OUT:
 146         return "pk7out";
 147     default:
 148         return "(invalid operation)";
 149     }
 150 }
 151
 152 #define SET_OPERATION(op) \
 153     ((operation != 0 && (operation != (op))) \
 154      ? 0 * BIO_printf(bio_err, "%s: Cannot use -%s together with -%s\n", \
 155                       prog, operation_name(op), operation_name(operation)) \
 156      : (operation = (op)))
 157
 158 int smime_main(int argc, char **argv)
 159 {
 160     CONF *conf = NULL;
 161     BIO *in = NULL, *out = NULL, *indata = NULL;
 162     EVP_PKEY *key = NULL;
 163     PKCS7 *p7 = NULL;
 164     STACK_OF(OPENSSL_STRING) *sksigners = NULL, *skkeys = NULL;
 165     STACK_OF(X509) *encerts = NULL, *other = NULL;
 166     X509 *cert = NULL, *recip = NULL, *signer = NULL;
 167     X509_STORE *store = NULL;
 168     X509_VERIFY_PARAM *vpm = NULL;
 169     EVP_CIPHER *cipher = NULL;
 170     EVP_MD *sign_md = NULL;
 171     const char *CAfile = NULL, *CApath = NULL, *CAstore = NULL, *prog = NULL;
 172     char *certfile = NULL, *keyfile = NULL, *contfile = NULL;
 173     char *infile = NULL, *outfile = NULL, *signerfile = NULL, *recipfile = NULL;
 174     char *passinarg = NULL, *passin = NULL, *to = NULL, *from = NULL;
 175     char *subject = NULL, *digestname = NULL, *ciphername = NULL;
 176     OPTION_CHOICE o;
 177     int noCApath = 0, noCAfile = 0, noCAstore = 0;
 178     int flags = PKCS7_DETACHED, operation = 0, ret = 0, indef = 0;
 179     int informat = FORMAT_SMIME, outformat = FORMAT_SMIME, keyform =
 180         FORMAT_UNDEF;
 181     int vpmtouched = 0, rv = 0;
 182     ENGINE *e = NULL;
 183     const char *mime_eol = "\n";
 184     OSSL_LIB_CTX *libctx = app_get0_libctx();
 185
 186     if ((vpm = X509_VERIFY_PARAM_new()) == NULL)
 187         return 1;
 188
 189     opt_set_unknown_name("cipher");
 190     prog = opt_init(argc, argv, smime_options);
 191     while ((o = opt_next()) != OPT_EOF) {
 192         switch (o) {
 193         case OPT_EOF:
 194         case OPT_ERR:
 195  opthelp:
 196             BIO_printf(bio_err, "%s: Use -help for summary.\n", prog);
 197             goto end;
 198         case OPT_HELP:
 199             opt_help(smime_options);
 200             ret = 0;
 201             goto end;
 202         case OPT_INFORM:
 203             if (!opt_format(opt_arg(), OPT_FMT_PDS, &informat))
 204                 goto opthelp;
 205             break;
 206         case OPT_IN:
 207             infile = opt_arg();
 208             break;
 209         case OPT_OUTFORM:
 210             if (!opt_format(opt_arg(), OPT_FMT_PDS, &outformat))
 211                 goto opthelp;
 212             break;
 213         case OPT_OUT:
 214             outfile = opt_arg();
 215             break;
 216         case OPT_ENCRYPT:
 217             if (!SET_OPERATION(SMIME_ENCRYPT))
 218                 goto end;
 219             break;
 220         case OPT_DECRYPT:
 221             if (!SET_OPERATION(SMIME_DECRYPT))
 222                 goto end;
 223             break;
 224         case OPT_SIGN:
 225             if (!SET_OPERATION(SMIME_SIGN))
 226                 goto end;
 227             break;
 228         case OPT_RESIGN:
 229             if (!SET_OPERATION(SMIME_RESIGN))
 230                 goto end;
 231             break;
 232         case OPT_VERIFY:
 233             if (!SET_OPERATION(SMIME_VERIFY))
 234                 goto end;
 235             break;
 236         case OPT_PK7OUT:
 237             if (!SET_OPERATION(SMIME_PK7OUT))
 238                 goto end;
 239             break;
 240         case OPT_TEXT:
 241             flags |= PKCS7_TEXT;
 242             break;
 243         case OPT_NOINTERN:
 244             flags |= PKCS7_NOINTERN;
 245             break;
 246         case OPT_NOVERIFY:
 247             flags |= PKCS7_NOVERIFY;
 248             break;
 249         case OPT_NOCHAIN:
 250             flags |= PKCS7_NOCHAIN;
 251             break;
 252         case OPT_NOCERTS:
 253             flags |= PKCS7_NOCERTS;
 254             break;
 255         case OPT_NOATTR:
 256             flags |= PKCS7_NOATTR;
 257             break;
 258         case OPT_NODETACH:
 259             flags &= ~PKCS7_DETACHED;
 260             break;
 261         case OPT_NOSMIMECAP:
 262             flags |= PKCS7_NOSMIMECAP;
 263             break;
 264         case OPT_BINARY:
 265             flags |= PKCS7_BINARY;
 266             break;
 267         case OPT_NOSIGS:
 268             flags |= PKCS7_NOSIGS;
 269             break;
 270         case OPT_STREAM:
 271         case OPT_INDEF:
 272             indef = 1;
 273             break;
 274         case OPT_NOINDEF:
 275             indef = 0;
 276             break;
 277         case OPT_CRLFEOL:
 278             flags |= PKCS7_CRLFEOL;
 279             mime_eol = "\r\n";
 280             break;
 281         case OPT_R_CASES:
 282             if (!opt_rand(o))
 283                 goto end;
 284             break;
 285         case OPT_PROV_CASES:
 286             if (!opt_provider(o))
 287                 goto end;
 288             break;
 289         case OPT_CONFIG:
 290             conf = app_load_config_modules(opt_arg());
 291             if (conf == NULL)
 292                 goto end;
 293             break;
 294         case OPT_ENGINE:
 295             e = setup_engine(opt_arg(), 0);
 296             break;
 297         case OPT_PASSIN:
 298             passinarg = opt_arg();
 299             break;
 300         case OPT_TO:
 301             to = opt_arg();
 302             break;
 303         case OPT_FROM:
 304             from = opt_arg();
 305             break;
 306         case OPT_SUBJECT:
 307             subject = opt_arg();
 308             break;
 309         case OPT_SIGNER:
 310             /* If previous -signer argument add signer to list */
 311             if (signerfile != NULL) {
 312                 if (sksigners == NULL
 313                     && (sksigners = sk_OPENSSL_STRING_new_null()) == NULL)
 314                     goto end;
 315                 sk_OPENSSL_STRING_push(sksigners, signerfile);
 316                 if (keyfile == NULL)
 317                     keyfile = signerfile;
 318                 if (skkeys == NULL
 319                     && (skkeys = sk_OPENSSL_STRING_new_null()) == NULL)
 320                     goto end;
 321                 sk_OPENSSL_STRING_push(skkeys, keyfile);
 322                 keyfile = NULL;
 323             }
 324             signerfile = opt_arg();
 325             break;
 326         case OPT_RECIP:
 327             recipfile = opt_arg();
 328             break;
 329         case OPT_MD:
 330             digestname = opt_arg();
 331             break;
 332         case OPT_CIPHER:
 333             ciphername = opt_unknown();
 334             break;
 335         case OPT_INKEY:
 336             /* If previous -inkey argument add signer to list */
 337             if (keyfile != NULL) {
 338                 if (signerfile == NULL) {
 339                     BIO_printf(bio_err,
 340                                "%s: Must have -signer before -inkey\n", prog);
 341                     goto opthelp;
 342                 }
 343                 if (sksigners == NULL
 344                     && (sksigners = sk_OPENSSL_STRING_new_null()) == NULL)
 345                     goto end;
 346                 sk_OPENSSL_STRING_push(sksigners, signerfile);
 347                 signerfile = NULL;
 348                 if (skkeys == NULL
 349                     && (skkeys = sk_OPENSSL_STRING_new_null()) == NULL)
 350                     goto end;
 351                 sk_OPENSSL_STRING_push(skkeys, keyfile);
 352             }
 353             keyfile = opt_arg();
 354             break;
 355         case OPT_KEYFORM:
 356             if (!opt_format(opt_arg(), OPT_FMT_ANY, &keyform))
 357                 goto opthelp;
 358             break;
 359         case OPT_CERTFILE:
 360             certfile = opt_arg();
 361             break;
 362         case OPT_CAFILE:
 363             CAfile = opt_arg();
 364             break;
 365         case OPT_CAPATH:
 366             CApath = opt_arg();
 367             break;
 368         case OPT_CASTORE:
 369             CAstore = opt_arg();
 370             break;
 371         case OPT_NOCAFILE:
 372             noCAfile = 1;
 373             break;
 374         case OPT_NOCAPATH:
 375             noCApath = 1;
 376             break;
 377         case OPT_NOCASTORE:
 378             noCAstore = 1;
 379             break;
 380         case OPT_CONTENT:
 381             contfile = opt_arg();
 382             break;
 383         case OPT_V_CASES:
 384             if (!opt_verify(o, vpm))
 385                 goto opthelp;
 386             vpmtouched++;
 387             break;
 388         }
 389     }
 390
 391     /* Extra arguments are files with recipient keys. */
 392     argc = opt_num_rest();
 393     argv = opt_rest();
 394
 395     if (!app_RAND_load())
 396         goto end;
 397
 398     if (digestname != NULL) {
 399         if (!opt_md(digestname, &sign_md))
 400             goto opthelp;
 401     }
 402     if (!opt_cipher_any(ciphername, &cipher))
 403             goto opthelp;
 404     if (!(operation & SMIME_SIGNERS) && (skkeys != NULL || sksigners != NULL)) {
 405         BIO_puts(bio_err, "Multiple signers or keys not allowed\n");
 406         goto opthelp;
 407     }
 408     if (!operation) {
 409         BIO_puts(bio_err,
 410                 "No operation (-encrypt|-sign|...) specified\n");
 411         goto opthelp;
 412     }
 413
 414     if (operation & SMIME_SIGNERS) {
 415         /* Check to see if any final signer needs to be appended */
 416         if (keyfile && !signerfile) {
 417             BIO_puts(bio_err, "Illegal -inkey without -signer\n");
 418             goto opthelp;
 419         }
 420         if (signerfile != NULL) {
 421             if (sksigners == NULL
 422                 && (sksigners = sk_OPENSSL_STRING_new_null()) == NULL)
 423                 goto end;
 424             sk_OPENSSL_STRING_push(sksigners, signerfile);
 425             if (!skkeys && (skkeys = sk_OPENSSL_STRING_new_null()) == NULL)
 426                 goto end;
 427             if (!keyfile)
 428                 keyfile = signerfile;
 429             sk_OPENSSL_STRING_push(skkeys, keyfile);
 430         }
 431         if (sksigners == NULL) {
 432             BIO_printf(bio_err, "No signer certificate specified\n");
 433             goto opthelp;
 434         }
 435         signerfile = NULL;
 436         keyfile = NULL;
 437     } else if (operation == SMIME_DECRYPT) {
 438         if (recipfile == NULL && keyfile == NULL) {
 439             BIO_printf(bio_err,
 440                        "No recipient certificate or key specified\n");
 441             goto opthelp;
 442         }
 443     } else if (operation == SMIME_ENCRYPT) {
 444         if (argc == 0) {
 445             BIO_printf(bio_err, "No recipient(s) certificate(s) specified\n");
 446             goto opthelp;
 447         }
 448     }
 449
 450     if (!app_passwd(passinarg, NULL, &passin, NULL)) {
 451         BIO_printf(bio_err, "Error getting password\n");
 452         goto end;
 453     }
 454
 455     ret = 2;
 456
 457     if (!(operation & SMIME_SIGNERS))
 458         flags &= ~PKCS7_DETACHED;
 459
 460     if (!(operation & SMIME_OP)) {
 461         if (flags & PKCS7_BINARY)
 462             outformat = FORMAT_BINARY;
 463     }
 464
 465     if (!(operation & SMIME_IP)) {
 466         if (flags & PKCS7_BINARY)
 467             informat = FORMAT_BINARY;
 468     }
 469
 470     if (operation == SMIME_ENCRYPT) {
 471         if (cipher == NULL) {
 472 #ifndef OPENSSL_NO_DES
 473             cipher = (EVP_CIPHER *)EVP_des_ede3_cbc();
 474 #else
 475             BIO_printf(bio_err, "No cipher selected\n");
 476             goto end;
 477 #endif
 478         }
 479         encerts = sk_X509_new_null();
 480         if (encerts == NULL)
 481             goto end;
 482         while (*argv != NULL) {
 483             cert = load_cert(*argv, FORMAT_UNDEF,
 484                              "recipient certificate file");
 485             if (cert == NULL)
 486                 goto end;
 487             sk_X509_push(encerts, cert);
 488             cert = NULL;
 489             argv++;
 490         }
 491     }
 492
 493     if (certfile != NULL) {
 494         if (!load_certs(certfile, 0, &other, NULL, "certificates")) {
 495             ERR_print_errors(bio_err);
 496             goto end;
 497         }
 498     }
 499
 500     if (recipfile != NULL && (operation == SMIME_DECRYPT)) {
 501         if ((recip = load_cert(recipfile, FORMAT_UNDEF,
 502                                "recipient certificate file")) == NULL) {
 503             ERR_print_errors(bio_err);
 504             goto end;
 505         }
 506     }
 507
 508     if (operation == SMIME_DECRYPT) {
 509         if (keyfile == NULL)
 510             keyfile = recipfile;
 511     } else if (operation == SMIME_SIGN) {
 512         if (keyfile == NULL)
 513             keyfile = signerfile;
 514     } else {
 515         keyfile = NULL;
 516     }
 517
 518     if (keyfile != NULL) {
 519         key = load_key(keyfile, keyform, 0, passin, e, "signing key");
 520         if (key == NULL)
 521             goto end;
 522     }
 523
 524     in = bio_open_default(infile, 'r', informat);
 525     if (in == NULL)
 526         goto end;
 527
 528     if (operation & SMIME_IP) {
 529         PKCS7 *p7_in = NULL;
 530
 531         p7 = PKCS7_new_ex(libctx, app_get0_propq());
 532         if (p7 == NULL) {
 533             BIO_printf(bio_err, "Error allocating PKCS7 object\n");
 534             goto end;
 535         }
 536         if (informat == FORMAT_SMIME) {
 537             p7_in = SMIME_read_PKCS7_ex(in, &indata, &p7);
 538         } else if (informat == FORMAT_PEM) {
 539             p7_in = PEM_read_bio_PKCS7(in, &p7, NULL, NULL);
 540         } else if (informat == FORMAT_ASN1) {
 541             p7_in = d2i_PKCS7_bio(in, &p7);
 542         } else {
 543             BIO_printf(bio_err, "Bad input format for PKCS#7 file\n");
 544             goto end;
 545         }
 546
 547         if (p7_in == NULL) {
 548             BIO_printf(bio_err, "Error reading S/MIME message\n");
 549             goto end;
 550         }
 551         if (contfile != NULL) {
 552             BIO_free(indata);
 553             if ((indata = BIO_new_file(contfile, "rb")) == NULL) {
 554                 BIO_printf(bio_err, "Can't read content file %s\n", contfile);
 555                 goto end;
 556             }
 557         }
 558     }
 559
 560     out = bio_open_default(outfile, 'w', outformat);
 561     if (out == NULL)
 562         goto end;
 563
 564     if (operation == SMIME_VERIFY) {
 565         if ((store = setup_verify(CAfile, noCAfile, CApath, noCApath,
 566                                   CAstore, noCAstore)) == NULL)
 567             goto end;
 568         X509_STORE_set_verify_cb(store, smime_cb);
 569         if (vpmtouched)
 570             X509_STORE_set1_param(store, vpm);
 571     }
 572
 573     ret = 3;
 574
 575     if (operation == SMIME_ENCRYPT) {
 576         if (indef)
 577             flags |= PKCS7_STREAM;
 578         p7 = PKCS7_encrypt_ex(encerts, in, cipher, flags, libctx, app_get0_propq());
 579     } else if (operation & SMIME_SIGNERS) {
 580         int i;
 581         /*
 582          * If detached data content we only enable streaming if S/MIME output
 583          * format.
 584          */
 585         if (operation == SMIME_SIGN) {
 586             if (flags & PKCS7_DETACHED) {
 587                 if (outformat == FORMAT_SMIME)
 588                     flags |= PKCS7_STREAM;
 589             } else if (indef) {
 590                 flags |= PKCS7_STREAM;
 591             }
 592             flags |= PKCS7_PARTIAL;
 593             p7 = PKCS7_sign_ex(NULL, NULL, other, in, flags, libctx, app_get0_propq());
 594             if (p7 == NULL)
 595                 goto end;
 596             if (flags & PKCS7_NOCERTS) {
 597                 for (i = 0; i < sk_X509_num(other); i++) {
 598                     X509 *x = sk_X509_value(other, i);
 599                     PKCS7_add_certificate(p7, x);
 600                 }
 601             }
 602         } else {
 603             flags |= PKCS7_REUSE_DIGEST;
 604         }
 605         for (i = 0; i < sk_OPENSSL_STRING_num(sksigners); i++) {
 606             signerfile = sk_OPENSSL_STRING_value(sksigners, i);
 607             keyfile = sk_OPENSSL_STRING_value(skkeys, i);
 608             signer = load_cert(signerfile, FORMAT_UNDEF, "signer certificate");
 609             if (signer == NULL)
 610                 goto end;
 611             key = load_key(keyfile, keyform, 0, passin, e, "signing key");
 612             if (key == NULL)
 613                 goto end;
 614
 615             if (!PKCS7_sign_add_signer(p7, signer, key, sign_md, flags))
 616                 goto end;
 617             X509_free(signer);
 618             signer = NULL;
 619             EVP_PKEY_free(key);
 620             key = NULL;
 621         }
 622         /* If not streaming or resigning finalize structure */
 623         if ((operation == SMIME_SIGN) && !(flags & PKCS7_STREAM)) {
 624             if (!PKCS7_final(p7, in, flags))
 625                 goto end;
 626         }
 627     }
 628
 629     if (p7 == NULL) {
 630         BIO_printf(bio_err, "Error creating PKCS#7 structure\n");
 631         goto end;
 632     }
 633
 634     ret = 4;
 635     if (operation == SMIME_DECRYPT) {
 636         if (!PKCS7_decrypt(p7, key, recip, out, flags)) {
 637             BIO_printf(bio_err, "Error decrypting PKCS#7 structure\n");
 638             goto end;
 639         }
 640     } else if (operation == SMIME_VERIFY) {
 641         STACK_OF(X509) *signers;
 642         if (PKCS7_verify(p7, other, store, indata, out, flags))
 643             BIO_printf(bio_err, "Verification successful\n");
 644         else {
 645             BIO_printf(bio_err, "Verification failure\n");
 646             goto end;
 647         }
 648         signers = PKCS7_get0_signers(p7, other, flags);
 649         if (!save_certs(signerfile, signers)) {
 650             BIO_printf(bio_err, "Error writing signers to %s\n", signerfile);
 651             ret = 5;
 652             goto end;
 653         }
 654         sk_X509_free(signers);
 655     } else if (operation == SMIME_PK7OUT) {
 656         PEM_write_bio_PKCS7(out, p7);
 657     } else {
 658         if (to)
 659             BIO_printf(out, "To: %s%s", to, mime_eol);
 660         if (from)
 661             BIO_printf(out, "From: %s%s", from, mime_eol);
 662         if (subject)
 663             BIO_printf(out, "Subject: %s%s", subject, mime_eol);
 664         if (outformat == FORMAT_SMIME) {
 665             if (operation == SMIME_RESIGN)
 666                 rv = SMIME_write_PKCS7(out, p7, indata, flags);
 667             else
 668                 rv = SMIME_write_PKCS7(out, p7, in, flags);
 669         } else if (outformat == FORMAT_PEM) {
 670             rv = PEM_write_bio_PKCS7_stream(out, p7, in, flags);
 671         } else if (outformat == FORMAT_ASN1) {
 672             rv = i2d_PKCS7_bio_stream(out, p7, in, flags);
 673         } else {
 674             BIO_printf(bio_err, "Bad output format for PKCS#7 file\n");
 675             goto end;
 676         }
 677         if (rv == 0) {
 678             BIO_printf(bio_err, "Error writing output\n");
 679             ret = 3;
 680             goto end;
 681         }
 682     }
 683     ret = 0;
 684  end:
 685     if (ret)
 686         ERR_print_errors(bio_err);
 687     OSSL_STACK_OF_X509_free(encerts);
 688     OSSL_STACK_OF_X509_free(other);
 689     X509_VERIFY_PARAM_free(vpm);
 690     sk_OPENSSL_STRING_free(sksigners);
 691     sk_OPENSSL_STRING_free(skkeys);
 692     X509_STORE_free(store);
 693     X509_free(cert);
 694     X509_free(recip);
 695     X509_free(signer);
 696     EVP_PKEY_free(key);
 697     EVP_MD_free(sign_md);
 698     EVP_CIPHER_free(cipher);
 699     PKCS7_free(p7);
 700     release_engine(e);
 701     BIO_free(in);
 702     BIO_free(indata);
 703     BIO_free_all(out);
 704     OPENSSL_free(passin);
 705     NCONF_free(conf);
 706     return ret;
 707 }
 708
 709 static int save_certs(char *signerfile, STACK_OF(X509) *signers)
 710 {
 711     int i;
 712     BIO *tmp;
 713
 714     if (signerfile == NULL)
 715         return 1;
 716     tmp = BIO_new_file(signerfile, "w");
 717     if (tmp == NULL)
 718         return 0;
 719     for (i = 0; i < sk_X509_num(signers); i++)
 720         PEM_write_bio_X509(tmp, sk_X509_value(signers, i));
 721     BIO_free(tmp);
 722     return 1;
 723 }
 724
 725 /* Minimal callback just to output policy info (if any) */
 726
 727 static int smime_cb(int ok, X509_STORE_CTX *ctx)
 728 {
 729     int error;
 730
 731     error = X509_STORE_CTX_get_error(ctx);
 732
 733     if ((error != X509_V_ERR_NO_EXPLICIT_POLICY)
 734         && ((error != X509_V_OK) || (ok != 2)))
 735         return ok;
 736
 737     policies_print(ctx);
 738
 739     return ok;
 740 }