xref: /freebsd/crypto/openssl/apps/smime.c (revision b2d48be1bc7df45ddd13b143a160d0acb5a383c5)
1 /* smime.c */
2 /*
3  * Written by Dr Stephen N Henson (steve@openssl.org) for the OpenSSL
4  * project.
5  */
6 /* ====================================================================
7  * Copyright (c) 1999-2004 The OpenSSL Project.  All rights reserved.
8  *
9  * Redistribution and use in source and binary forms, with or without
10  * modification, are permitted provided that the following conditions
11  * are met:
12  *
13  * 1. Redistributions of source code must retain the above copyright
14  *    notice, this list of conditions and the following disclaimer.
15  *
16  * 2. Redistributions in binary form must reproduce the above copyright
17  *    notice, this list of conditions and the following disclaimer in
18  *    the documentation and/or other materials provided with the
19  *    distribution.
20  *
21  * 3. All advertising materials mentioning features or use of this
22  *    software must display the following acknowledgment:
23  *    "This product includes software developed by the OpenSSL Project
24  *    for use in the OpenSSL Toolkit. (http://www.OpenSSL.org/)"
25  *
26  * 4. The names "OpenSSL Toolkit" and "OpenSSL Project" must not be used to
27  *    endorse or promote products derived from this software without
28  *    prior written permission. For written permission, please contact
29  *    licensing@OpenSSL.org.
30  *
31  * 5. Products derived from this software may not be called "OpenSSL"
32  *    nor may "OpenSSL" appear in their names without prior written
33  *    permission of the OpenSSL Project.
34  *
35  * 6. Redistributions of any form whatsoever must retain the following
36  *    acknowledgment:
37  *    "This product includes software developed by the OpenSSL Project
38  *    for use in the OpenSSL Toolkit (http://www.OpenSSL.org/)"
39  *
40  * THIS SOFTWARE IS PROVIDED BY THE OpenSSL PROJECT ``AS IS'' AND ANY
41  * EXPRESSED OR IMPLIED WARRANTIES, INCLUDING, BUT NOT LIMITED TO, THE
42  * IMPLIED WARRANTIES OF MERCHANTABILITY AND FITNESS FOR A PARTICULAR
43  * PURPOSE ARE DISCLAIMED.  IN NO EVENT SHALL THE OpenSSL PROJECT OR
44  * ITS CONTRIBUTORS BE LIABLE FOR ANY DIRECT, INDIRECT, INCIDENTAL,
45  * SPECIAL, EXEMPLARY, OR CONSEQUENTIAL DAMAGES (INCLUDING, BUT
46  * NOT LIMITED TO, PROCUREMENT OF SUBSTITUTE GOODS OR SERVICES;
47  * LOSS OF USE, DATA, OR PROFITS; OR BUSINESS INTERRUPTION)
48  * HOWEVER CAUSED AND ON ANY THEORY OF LIABILITY, WHETHER IN CONTRACT,
49  * STRICT LIABILITY, OR TORT (INCLUDING NEGLIGENCE OR OTHERWISE)
50  * ARISING IN ANY WAY OUT OF THE USE OF THIS SOFTWARE, EVEN IF ADVISED
51  * OF THE POSSIBILITY OF SUCH DAMAGE.
52  * ====================================================================
53  *
54  * This product includes cryptographic software written by Eric Young
55  * (eay@cryptsoft.com).  This product includes software written by Tim
56  * Hudson (tjh@cryptsoft.com).
57  *
58  */
59 
60 /* S/MIME utility function */
61 
62 #include <stdio.h>
63 #include <string.h>
64 #include "apps.h"
65 #include <openssl/crypto.h>
66 #include <openssl/pem.h>
67 #include <openssl/err.h>
68 #include <openssl/x509_vfy.h>
69 #include <openssl/x509v3.h>
70 
71 #undef PROG
72 #define PROG smime_main
73 static int save_certs(char *signerfile, STACK_OF(X509) *signers);
74 static int smime_cb(int ok, X509_STORE_CTX *ctx);
75 
76 #define SMIME_OP        0x10
77 #define SMIME_IP        0x20
78 #define SMIME_SIGNERS   0x40
79 #define SMIME_ENCRYPT   (1 | SMIME_OP)
80 #define SMIME_DECRYPT   (2 | SMIME_IP)
81 #define SMIME_SIGN      (3 | SMIME_OP | SMIME_SIGNERS)
82 #define SMIME_VERIFY    (4 | SMIME_IP)
83 #define SMIME_PK7OUT    (5 | SMIME_IP | SMIME_OP)
84 #define SMIME_RESIGN    (6 | SMIME_IP | SMIME_OP | SMIME_SIGNERS)
85 
86 int MAIN(int, char **);
87 
88 int MAIN(int argc, char **argv)
89 {
90     ENGINE *e = NULL;
91     int operation = 0;
92     int ret = 0;
93     char **args;
94     const char *inmode = "r", *outmode = "w";
95     char *infile = NULL, *outfile = NULL;
96     char *signerfile = NULL, *recipfile = NULL;
97     STACK_OF(OPENSSL_STRING) *sksigners = NULL, *skkeys = NULL;
98     char *certfile = NULL, *keyfile = NULL, *contfile = NULL;
99     const EVP_CIPHER *cipher = NULL;
100     PKCS7 *p7 = NULL;
101     X509_STORE *store = NULL;
102     X509 *cert = NULL, *recip = NULL, *signer = NULL;
103     EVP_PKEY *key = NULL;
104     STACK_OF(X509) *encerts = NULL, *other = NULL;
105     BIO *in = NULL, *out = NULL, *indata = NULL;
106     int badarg = 0;
107     int flags = PKCS7_DETACHED;
108     char *to = NULL, *from = NULL, *subject = NULL;
109     char *CAfile = NULL, *CApath = NULL;
110     char *passargin = NULL, *passin = NULL;
111     char *inrand = NULL;
112     int need_rand = 0;
113     int indef = 0;
114     const EVP_MD *sign_md = NULL;
115     int informat = FORMAT_SMIME, outformat = FORMAT_SMIME;
116     int keyform = FORMAT_PEM;
117 #ifndef OPENSSL_NO_ENGINE
118     char *engine = NULL;
119 #endif
120 
121     X509_VERIFY_PARAM *vpm = NULL;
122 
123     args = argv + 1;
124     ret = 1;
125 
126     apps_startup();
127 
128     if (bio_err == NULL) {
129         if ((bio_err = BIO_new(BIO_s_file())) != NULL)
130             BIO_set_fp(bio_err, stderr, BIO_NOCLOSE | BIO_FP_TEXT);
131     }
132 
133     if (!load_config(bio_err, NULL))
134         goto end;
135 
136     while (!badarg && *args && *args[0] == '-') {
137         if (!strcmp(*args, "-encrypt"))
138             operation = SMIME_ENCRYPT;
139         else if (!strcmp(*args, "-decrypt"))
140             operation = SMIME_DECRYPT;
141         else if (!strcmp(*args, "-sign"))
142             operation = SMIME_SIGN;
143         else if (!strcmp(*args, "-resign"))
144             operation = SMIME_RESIGN;
145         else if (!strcmp(*args, "-verify"))
146             operation = SMIME_VERIFY;
147         else if (!strcmp(*args, "-pk7out"))
148             operation = SMIME_PK7OUT;
149 #ifndef OPENSSL_NO_DES
150         else if (!strcmp(*args, "-des3"))
151             cipher = EVP_des_ede3_cbc();
152         else if (!strcmp(*args, "-des"))
153             cipher = EVP_des_cbc();
154 #endif
155 #ifndef OPENSSL_NO_SEED
156         else if (!strcmp(*args, "-seed"))
157             cipher = EVP_seed_cbc();
158 #endif
159 #ifndef OPENSSL_NO_RC2
160         else if (!strcmp(*args, "-rc2-40"))
161             cipher = EVP_rc2_40_cbc();
162         else if (!strcmp(*args, "-rc2-128"))
163             cipher = EVP_rc2_cbc();
164         else if (!strcmp(*args, "-rc2-64"))
165             cipher = EVP_rc2_64_cbc();
166 #endif
167 #ifndef OPENSSL_NO_AES
168         else if (!strcmp(*args, "-aes128"))
169             cipher = EVP_aes_128_cbc();
170         else if (!strcmp(*args, "-aes192"))
171             cipher = EVP_aes_192_cbc();
172         else if (!strcmp(*args, "-aes256"))
173             cipher = EVP_aes_256_cbc();
174 #endif
175 #ifndef OPENSSL_NO_CAMELLIA
176         else if (!strcmp(*args, "-camellia128"))
177             cipher = EVP_camellia_128_cbc();
178         else if (!strcmp(*args, "-camellia192"))
179             cipher = EVP_camellia_192_cbc();
180         else if (!strcmp(*args, "-camellia256"))
181             cipher = EVP_camellia_256_cbc();
182 #endif
183         else if (!strcmp(*args, "-text"))
184             flags |= PKCS7_TEXT;
185         else if (!strcmp(*args, "-nointern"))
186             flags |= PKCS7_NOINTERN;
187         else if (!strcmp(*args, "-noverify"))
188             flags |= PKCS7_NOVERIFY;
189         else if (!strcmp(*args, "-nochain"))
190             flags |= PKCS7_NOCHAIN;
191         else if (!strcmp(*args, "-nocerts"))
192             flags |= PKCS7_NOCERTS;
193         else if (!strcmp(*args, "-noattr"))
194             flags |= PKCS7_NOATTR;
195         else if (!strcmp(*args, "-nodetach"))
196             flags &= ~PKCS7_DETACHED;
197         else if (!strcmp(*args, "-nosmimecap"))
198             flags |= PKCS7_NOSMIMECAP;
199         else if (!strcmp(*args, "-binary"))
200             flags |= PKCS7_BINARY;
201         else if (!strcmp(*args, "-nosigs"))
202             flags |= PKCS7_NOSIGS;
203         else if (!strcmp(*args, "-stream"))
204             indef = 1;
205         else if (!strcmp(*args, "-indef"))
206             indef = 1;
207         else if (!strcmp(*args, "-noindef"))
208             indef = 0;
209         else if (!strcmp(*args, "-nooldmime"))
210             flags |= PKCS7_NOOLDMIMETYPE;
211         else if (!strcmp(*args, "-crlfeol"))
212             flags |= PKCS7_CRLFEOL;
213         else if (!strcmp(*args, "-rand")) {
214             if (!args[1])
215                 goto argerr;
216             args++;
217             inrand = *args;
218             need_rand = 1;
219         }
220 #ifndef OPENSSL_NO_ENGINE
221         else if (!strcmp(*args, "-engine")) {
222             if (!args[1])
223                 goto argerr;
224             engine = *++args;
225         }
226 #endif
227         else if (!strcmp(*args, "-passin")) {
228             if (!args[1])
229                 goto argerr;
230             passargin = *++args;
231         } else if (!strcmp(*args, "-to")) {
232             if (!args[1])
233                 goto argerr;
234             to = *++args;
235         } else if (!strcmp(*args, "-from")) {
236             if (!args[1])
237                 goto argerr;
238             from = *++args;
239         } else if (!strcmp(*args, "-subject")) {
240             if (!args[1])
241                 goto argerr;
242             subject = *++args;
243         } else if (!strcmp(*args, "-signer")) {
244             if (!args[1])
245                 goto argerr;
246             /* If previous -signer argument add signer to list */
247 
248             if (signerfile) {
249                 if (!sksigners)
250                     sksigners = sk_OPENSSL_STRING_new_null();
251                 sk_OPENSSL_STRING_push(sksigners, signerfile);
252                 if (!keyfile)
253                     keyfile = signerfile;
254                 if (!skkeys)
255                     skkeys = sk_OPENSSL_STRING_new_null();
256                 sk_OPENSSL_STRING_push(skkeys, keyfile);
257                 keyfile = NULL;
258             }
259             signerfile = *++args;
260         } else if (!strcmp(*args, "-recip")) {
261             if (!args[1])
262                 goto argerr;
263             recipfile = *++args;
264         } else if (!strcmp(*args, "-md")) {
265             if (!args[1])
266                 goto argerr;
267             sign_md = EVP_get_digestbyname(*++args);
268             if (sign_md == NULL) {
269                 BIO_printf(bio_err, "Unknown digest %s\n", *args);
270                 goto argerr;
271             }
272         } else if (!strcmp(*args, "-inkey")) {
273             if (!args[1])
274                 goto argerr;
275             /* If previous -inkey arument add signer to list */
276             if (keyfile) {
277                 if (!signerfile) {
278                     BIO_puts(bio_err, "Illegal -inkey without -signer\n");
279                     goto argerr;
280                 }
281                 if (!sksigners)
282                     sksigners = sk_OPENSSL_STRING_new_null();
283                 sk_OPENSSL_STRING_push(sksigners, signerfile);
284                 signerfile = NULL;
285                 if (!skkeys)
286                     skkeys = sk_OPENSSL_STRING_new_null();
287                 sk_OPENSSL_STRING_push(skkeys, keyfile);
288             }
289             keyfile = *++args;
290         } else if (!strcmp(*args, "-keyform")) {
291             if (!args[1])
292                 goto argerr;
293             keyform = str2fmt(*++args);
294         } else if (!strcmp(*args, "-certfile")) {
295             if (!args[1])
296                 goto argerr;
297             certfile = *++args;
298         } else if (!strcmp(*args, "-CAfile")) {
299             if (!args[1])
300                 goto argerr;
301             CAfile = *++args;
302         } else if (!strcmp(*args, "-CApath")) {
303             if (!args[1])
304                 goto argerr;
305             CApath = *++args;
306         } else if (!strcmp(*args, "-in")) {
307             if (!args[1])
308                 goto argerr;
309             infile = *++args;
310         } else if (!strcmp(*args, "-inform")) {
311             if (!args[1])
312                 goto argerr;
313             informat = str2fmt(*++args);
314         } else if (!strcmp(*args, "-outform")) {
315             if (!args[1])
316                 goto argerr;
317             outformat = str2fmt(*++args);
318         } else if (!strcmp(*args, "-out")) {
319             if (!args[1])
320                 goto argerr;
321             outfile = *++args;
322         } else if (!strcmp(*args, "-content")) {
323             if (!args[1])
324                 goto argerr;
325             contfile = *++args;
326         } else if (args_verify(&args, NULL, &badarg, bio_err, &vpm))
327             continue;
328         else if ((cipher = EVP_get_cipherbyname(*args + 1)) == NULL)
329             badarg = 1;
330         args++;
331     }
332 
333     if (!(operation & SMIME_SIGNERS) && (skkeys || sksigners)) {
334         BIO_puts(bio_err, "Multiple signers or keys not allowed\n");
335         goto argerr;
336     }
337 
338     if (operation & SMIME_SIGNERS) {
339         /* Check to see if any final signer needs to be appended */
340         if (keyfile && !signerfile) {
341             BIO_puts(bio_err, "Illegal -inkey without -signer\n");
342             goto argerr;
343         }
344         if (signerfile) {
345             if (!sksigners)
346                 sksigners = sk_OPENSSL_STRING_new_null();
347             sk_OPENSSL_STRING_push(sksigners, signerfile);
348             if (!skkeys)
349                 skkeys = sk_OPENSSL_STRING_new_null();
350             if (!keyfile)
351                 keyfile = signerfile;
352             sk_OPENSSL_STRING_push(skkeys, keyfile);
353         }
354         if (!sksigners) {
355             BIO_printf(bio_err, "No signer certificate specified\n");
356             badarg = 1;
357         }
358         signerfile = NULL;
359         keyfile = NULL;
360         need_rand = 1;
361     } else if (operation == SMIME_DECRYPT) {
362         if (!recipfile && !keyfile) {
363             BIO_printf(bio_err,
364                        "No recipient certificate or key specified\n");
365             badarg = 1;
366         }
367     } else if (operation == SMIME_ENCRYPT) {
368         if (!*args) {
369             BIO_printf(bio_err, "No recipient(s) certificate(s) specified\n");
370             badarg = 1;
371         }
372         need_rand = 1;
373     } else if (!operation)
374         badarg = 1;
375 
376     if (badarg) {
377  argerr:
378         BIO_printf(bio_err, "Usage smime [options] cert.pem ...\n");
379         BIO_printf(bio_err, "where options are\n");
380         BIO_printf(bio_err, "-encrypt       encrypt message\n");
381         BIO_printf(bio_err, "-decrypt       decrypt encrypted message\n");
382         BIO_printf(bio_err, "-sign          sign message\n");
383         BIO_printf(bio_err, "-verify        verify signed message\n");
384         BIO_printf(bio_err, "-pk7out        output PKCS#7 structure\n");
385 #ifndef OPENSSL_NO_DES
386         BIO_printf(bio_err, "-des3          encrypt with triple DES\n");
387         BIO_printf(bio_err, "-des           encrypt with DES\n");
388 #endif
389 #ifndef OPENSSL_NO_SEED
390         BIO_printf(bio_err, "-seed          encrypt with SEED\n");
391 #endif
392 #ifndef OPENSSL_NO_RC2
393         BIO_printf(bio_err, "-rc2-40        encrypt with RC2-40 (default)\n");
394         BIO_printf(bio_err, "-rc2-64        encrypt with RC2-64\n");
395         BIO_printf(bio_err, "-rc2-128       encrypt with RC2-128\n");
396 #endif
397 #ifndef OPENSSL_NO_AES
398         BIO_printf(bio_err, "-aes128, -aes192, -aes256\n");
399         BIO_printf(bio_err,
400                    "               encrypt PEM output with cbc aes\n");
401 #endif
402 #ifndef OPENSSL_NO_CAMELLIA
403         BIO_printf(bio_err, "-camellia128, -camellia192, -camellia256\n");
404         BIO_printf(bio_err,
405                    "               encrypt PEM output with cbc camellia\n");
406 #endif
407         BIO_printf(bio_err,
408                    "-nointern      don't search certificates in message for signer\n");
409         BIO_printf(bio_err,
410                    "-nosigs        don't verify message signature\n");
411         BIO_printf(bio_err,
412                    "-noverify      don't verify signers certificate\n");
413         BIO_printf(bio_err,
414                    "-nocerts       don't include signers certificate when signing\n");
415         BIO_printf(bio_err, "-nodetach      use opaque signing\n");
416         BIO_printf(bio_err,
417                    "-noattr        don't include any signed attributes\n");
418         BIO_printf(bio_err,
419                    "-binary        don't translate message to text\n");
420         BIO_printf(bio_err, "-certfile file other certificates file\n");
421         BIO_printf(bio_err, "-signer file   signer certificate file\n");
422         BIO_printf(bio_err,
423                    "-recip  file   recipient certificate file for decryption\n");
424         BIO_printf(bio_err, "-in file       input file\n");
425         BIO_printf(bio_err,
426                    "-inform arg    input format SMIME (default), PEM or DER\n");
427         BIO_printf(bio_err,
428                    "-inkey file    input private key (if not signer or recipient)\n");
429         BIO_printf(bio_err,
430                    "-keyform arg   input private key format (PEM or ENGINE)\n");
431         BIO_printf(bio_err, "-out file      output file\n");
432         BIO_printf(bio_err,
433                    "-outform arg   output format SMIME (default), PEM or DER\n");
434         BIO_printf(bio_err,
435                    "-content file  supply or override content for detached signature\n");
436         BIO_printf(bio_err, "-to addr       to address\n");
437         BIO_printf(bio_err, "-from ad       from address\n");
438         BIO_printf(bio_err, "-subject s     subject\n");
439         BIO_printf(bio_err,
440                    "-text          include or delete text MIME headers\n");
441         BIO_printf(bio_err,
442                    "-CApath dir    trusted certificates directory\n");
443         BIO_printf(bio_err, "-CAfile file   trusted certificates file\n");
444         BIO_printf(bio_err,
445                    "-no_alt_chains only ever use the first certificate chain found\n");
446         BIO_printf(bio_err,
447                    "-crl_check     check revocation status of signer's certificate using CRLs\n");
448         BIO_printf(bio_err,
449                    "-crl_check_all check revocation status of signer's certificate chain using CRLs\n");
450 #ifndef OPENSSL_NO_ENGINE
451         BIO_printf(bio_err,
452                    "-engine e      use engine e, possibly a hardware device.\n");
453 #endif
454         BIO_printf(bio_err, "-passin arg    input file pass phrase source\n");
455         BIO_printf(bio_err, "-rand file%cfile%c...\n", LIST_SEPARATOR_CHAR,
456                    LIST_SEPARATOR_CHAR);
457         BIO_printf(bio_err,
458                    "               load the file (or the files in the directory) into\n");
459         BIO_printf(bio_err, "               the random number generator\n");
460         BIO_printf(bio_err,
461                    "cert.pem       recipient certificate(s) for encryption\n");
462         goto end;
463     }
464 #ifndef OPENSSL_NO_ENGINE
465     e = setup_engine(bio_err, engine, 0);
466 #endif
467 
468     if (!app_passwd(bio_err, passargin, NULL, &passin, NULL)) {
469         BIO_printf(bio_err, "Error getting password\n");
470         goto end;
471     }
472 
473     if (need_rand) {
474         app_RAND_load_file(NULL, bio_err, (inrand != NULL));
475         if (inrand != NULL)
476             BIO_printf(bio_err, "%ld semi-random bytes loaded\n",
477                        app_RAND_load_files(inrand));
478     }
479 
480     ret = 2;
481 
482     if (!(operation & SMIME_SIGNERS))
483         flags &= ~PKCS7_DETACHED;
484 
485     if (operation & SMIME_OP) {
486         if (outformat == FORMAT_ASN1)
487             outmode = "wb";
488     } else {
489         if (flags & PKCS7_BINARY)
490             outmode = "wb";
491     }
492 
493     if (operation & SMIME_IP) {
494         if (informat == FORMAT_ASN1)
495             inmode = "rb";
496     } else {
497         if (flags & PKCS7_BINARY)
498             inmode = "rb";
499     }
500 
501     if (operation == SMIME_ENCRYPT) {
502         if (!cipher) {
503 #ifndef OPENSSL_NO_DES
504             cipher = EVP_des_ede3_cbc();
505 #else
506             BIO_printf(bio_err, "No cipher selected\n");
507             goto end;
508 #endif
509         }
510         encerts = sk_X509_new_null();
511         while (*args) {
512             if (!(cert = load_cert(bio_err, *args, FORMAT_PEM,
513                                    NULL, e, "recipient certificate file"))) {
514 #if 0                           /* An appropriate message is already printed */
515                 BIO_printf(bio_err,
516                            "Can't read recipient certificate file %s\n",
517                            *args);
518 #endif
519                 goto end;
520             }
521             sk_X509_push(encerts, cert);
522             cert = NULL;
523             args++;
524         }
525     }
526 
527     if (certfile) {
528         if (!(other = load_certs(bio_err, certfile, FORMAT_PEM, NULL,
529                                  e, "certificate file"))) {
530             ERR_print_errors(bio_err);
531             goto end;
532         }
533     }
534 
535     if (recipfile && (operation == SMIME_DECRYPT)) {
536         if (!(recip = load_cert(bio_err, recipfile, FORMAT_PEM, NULL,
537                                 e, "recipient certificate file"))) {
538             ERR_print_errors(bio_err);
539             goto end;
540         }
541     }
542 
543     if (operation == SMIME_DECRYPT) {
544         if (!keyfile)
545             keyfile = recipfile;
546     } else if (operation == SMIME_SIGN) {
547         if (!keyfile)
548             keyfile = signerfile;
549     } else
550         keyfile = NULL;
551 
552     if (keyfile) {
553         key = load_key(bio_err, keyfile, keyform, 0, passin, e,
554                        "signing key file");
555         if (!key)
556             goto end;
557     }
558 
559     if (infile) {
560         if (!(in = BIO_new_file(infile, inmode))) {
561             BIO_printf(bio_err, "Can't open input file %s\n", infile);
562             goto end;
563         }
564     } else
565         in = BIO_new_fp(stdin, BIO_NOCLOSE);
566 
567     if (operation & SMIME_IP) {
568         if (informat == FORMAT_SMIME)
569             p7 = SMIME_read_PKCS7(in, &indata);
570         else if (informat == FORMAT_PEM)
571             p7 = PEM_read_bio_PKCS7(in, NULL, NULL, NULL);
572         else if (informat == FORMAT_ASN1)
573             p7 = d2i_PKCS7_bio(in, NULL);
574         else {
575             BIO_printf(bio_err, "Bad input format for PKCS#7 file\n");
576             goto end;
577         }
578 
579         if (!p7) {
580             BIO_printf(bio_err, "Error reading S/MIME message\n");
581             goto end;
582         }
583         if (contfile) {
584             BIO_free(indata);
585             if (!(indata = BIO_new_file(contfile, "rb"))) {
586                 BIO_printf(bio_err, "Can't read content file %s\n", contfile);
587                 goto end;
588             }
589         }
590     }
591 
592     if (outfile) {
593         if (!(out = BIO_new_file(outfile, outmode))) {
594             BIO_printf(bio_err, "Can't open output file %s\n", outfile);
595             goto end;
596         }
597     } else {
598         out = BIO_new_fp(stdout, BIO_NOCLOSE);
599 #ifdef OPENSSL_SYS_VMS
600         {
601             BIO *tmpbio = BIO_new(BIO_f_linebuffer());
602             out = BIO_push(tmpbio, out);
603         }
604 #endif
605     }
606 
607     if (operation == SMIME_VERIFY) {
608         if (!(store = setup_verify(bio_err, CAfile, CApath)))
609             goto end;
610         X509_STORE_set_verify_cb(store, smime_cb);
611         if (vpm)
612             X509_STORE_set1_param(store, vpm);
613     }
614 
615     ret = 3;
616 
617     if (operation == SMIME_ENCRYPT) {
618         if (indef)
619             flags |= PKCS7_STREAM;
620         p7 = PKCS7_encrypt(encerts, in, cipher, flags);
621     } else if (operation & SMIME_SIGNERS) {
622         int i;
623         /*
624          * If detached data content we only enable streaming if S/MIME output
625          * format.
626          */
627         if (operation == SMIME_SIGN) {
628             if (flags & PKCS7_DETACHED) {
629                 if (outformat == FORMAT_SMIME)
630                     flags |= PKCS7_STREAM;
631             } else if (indef)
632                 flags |= PKCS7_STREAM;
633             flags |= PKCS7_PARTIAL;
634             p7 = PKCS7_sign(NULL, NULL, other, in, flags);
635             if (!p7)
636                 goto end;
637         } else
638             flags |= PKCS7_REUSE_DIGEST;
639         for (i = 0; i < sk_OPENSSL_STRING_num(sksigners); i++) {
640             signerfile = sk_OPENSSL_STRING_value(sksigners, i);
641             keyfile = sk_OPENSSL_STRING_value(skkeys, i);
642             signer = load_cert(bio_err, signerfile, FORMAT_PEM, NULL,
643                                e, "signer certificate");
644             if (!signer)
645                 goto end;
646             key = load_key(bio_err, keyfile, keyform, 0, passin, e,
647                            "signing key file");
648             if (!key)
649                 goto end;
650             if (!PKCS7_sign_add_signer(p7, signer, key, sign_md, flags))
651                 goto end;
652             X509_free(signer);
653             signer = NULL;
654             EVP_PKEY_free(key);
655             key = NULL;
656         }
657         /* If not streaming or resigning finalize structure */
658         if ((operation == SMIME_SIGN) && !(flags & PKCS7_STREAM)) {
659             if (!PKCS7_final(p7, in, flags))
660                 goto end;
661         }
662     }
663 
664     if (!p7) {
665         BIO_printf(bio_err, "Error creating PKCS#7 structure\n");
666         goto end;
667     }
668 
669     ret = 4;
670     if (operation == SMIME_DECRYPT) {
671         if (!PKCS7_decrypt(p7, key, recip, out, flags)) {
672             BIO_printf(bio_err, "Error decrypting PKCS#7 structure\n");
673             goto end;
674         }
675     } else if (operation == SMIME_VERIFY) {
676         STACK_OF(X509) *signers;
677         if (PKCS7_verify(p7, other, store, indata, out, flags))
678             BIO_printf(bio_err, "Verification successful\n");
679         else {
680             BIO_printf(bio_err, "Verification failure\n");
681             goto end;
682         }
683         signers = PKCS7_get0_signers(p7, other, flags);
684         if (!save_certs(signerfile, signers)) {
685             BIO_printf(bio_err, "Error writing signers to %s\n", signerfile);
686             ret = 5;
687             goto end;
688         }
689         sk_X509_free(signers);
690     } else if (operation == SMIME_PK7OUT)
691         PEM_write_bio_PKCS7(out, p7);
692     else {
693         if (to)
694             BIO_printf(out, "To: %s\n", to);
695         if (from)
696             BIO_printf(out, "From: %s\n", from);
697         if (subject)
698             BIO_printf(out, "Subject: %s\n", subject);
699         if (outformat == FORMAT_SMIME) {
700             if (operation == SMIME_RESIGN)
701                 SMIME_write_PKCS7(out, p7, indata, flags);
702             else
703                 SMIME_write_PKCS7(out, p7, in, flags);
704         } else if (outformat == FORMAT_PEM)
705             PEM_write_bio_PKCS7_stream(out, p7, in, flags);
706         else if (outformat == FORMAT_ASN1)
707             i2d_PKCS7_bio_stream(out, p7, in, flags);
708         else {
709             BIO_printf(bio_err, "Bad output format for PKCS#7 file\n");
710             goto end;
711         }
712     }
713     ret = 0;
714  end:
715     if (need_rand)
716         app_RAND_write_file(NULL, bio_err);
717     if (ret)
718         ERR_print_errors(bio_err);
719     sk_X509_pop_free(encerts, X509_free);
720     sk_X509_pop_free(other, X509_free);
721     if (vpm)
722         X509_VERIFY_PARAM_free(vpm);
723     if (sksigners)
724         sk_OPENSSL_STRING_free(sksigners);
725     if (skkeys)
726         sk_OPENSSL_STRING_free(skkeys);
727     X509_STORE_free(store);
728     X509_free(cert);
729     X509_free(recip);
730     X509_free(signer);
731     EVP_PKEY_free(key);
732     PKCS7_free(p7);
733     BIO_free(in);
734     BIO_free(indata);
735     BIO_free_all(out);
736     if (passin)
737         OPENSSL_free(passin);
738     return (ret);
739 }
740 
741 static int save_certs(char *signerfile, STACK_OF(X509) *signers)
742 {
743     int i;
744     BIO *tmp;
745     if (!signerfile)
746         return 1;
747     tmp = BIO_new_file(signerfile, "w");
748     if (!tmp)
749         return 0;
750     for (i = 0; i < sk_X509_num(signers); i++)
751         PEM_write_bio_X509(tmp, sk_X509_value(signers, i));
752     BIO_free(tmp);
753     return 1;
754 }
755 
756 /* Minimal callback just to output policy info (if any) */
757 
758 static int smime_cb(int ok, X509_STORE_CTX *ctx)
759 {
760     int error;
761 
762     error = X509_STORE_CTX_get_error(ctx);
763 
764     if ((error != X509_V_ERR_NO_EXPLICIT_POLICY)
765         && ((error != X509_V_OK) || (ok != 2)))
766         return ok;
767 
768     policies_print(NULL, ctx);
769 
770     return ok;
771 
772 }
773