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1=pod
2
3=head1 NAME
4
5openssl-cms,
6cms - CMS utility
7
8=head1 SYNOPSIS
9
10B<openssl> B<cms>
11[B<-help>]
12[B<-encrypt>]
13[B<-decrypt>]
14[B<-sign>]
15[B<-verify>]
16[B<-cmsout>]
17[B<-resign>]
18[B<-data_create>]
19[B<-data_out>]
20[B<-digest_create>]
21[B<-digest_verify>]
22[B<-compress>]
23[B<-uncompress>]
24[B<-EncryptedData_encrypt>]
25[B<-sign_receipt>]
26[B<-verify_receipt receipt>]
27[B<-in filename>]
28[B<-inform SMIME|PEM|DER>]
29[B<-rctform SMIME|PEM|DER>]
30[B<-out filename>]
31[B<-outform SMIME|PEM|DER>]
32[B<-stream -indef -noindef>]
33[B<-noindef>]
34[B<-content filename>]
35[B<-text>]
36[B<-noout>]
37[B<-print>]
38[B<-CAfile file>]
39[B<-CApath dir>]
40[B<-no-CAfile>]
41[B<-no-CApath>]
42[B<-attime timestamp>]
43[B<-check_ss_sig>]
44[B<-crl_check>]
45[B<-crl_check_all>]
46[B<-explicit_policy>]
47[B<-extended_crl>]
48[B<-ignore_critical>]
49[B<-inhibit_any>]
50[B<-inhibit_map>]
51[B<-no_check_time>]
52[B<-partial_chain>]
53[B<-policy arg>]
54[B<-policy_check>]
55[B<-policy_print>]
56[B<-purpose purpose>]
57[B<-suiteB_128>]
58[B<-suiteB_128_only>]
59[B<-suiteB_192>]
60[B<-trusted_first>]
61[B<-no_alt_chains>]
62[B<-use_deltas>]
63[B<-auth_level num>]
64[B<-verify_depth num>]
65[B<-verify_email email>]
66[B<-verify_hostname hostname>]
67[B<-verify_ip ip>]
68[B<-verify_name name>]
69[B<-x509_strict>]
70[B<-md digest>]
71[B<-I<cipher>>]
72[B<-nointern>]
73[B<-noverify>]
74[B<-nocerts>]
75[B<-noattr>]
76[B<-nosmimecap>]
77[B<-binary>]
78[B<-crlfeol>]
79[B<-asciicrlf>]
80[B<-nodetach>]
81[B<-certfile file>]
82[B<-certsout file>]
83[B<-signer file>]
84[B<-recip file>]
85[B<-keyid>]
86[B<-receipt_request_all>]
87[B<-receipt_request_first>]
88[B<-receipt_request_from emailaddress>]
89[B<-receipt_request_to emailaddress>]
90[B<-receipt_request_print>]
91[B<-secretkey key>]
92[B<-secretkeyid id>]
93[B<-econtent_type type>]
94[B<-inkey file>]
95[B<-keyopt name:parameter>]
96[B<-passin arg>]
97[B<-rand file...>]
98[B<-writerand file>]
99[B<cert.pem...>]
100[B<-to addr>]
101[B<-from addr>]
102[B<-subject subj>]
103[cert.pem]...
104
105=head1 DESCRIPTION
106
107The B<cms> command handles S/MIME v3.1 mail. It can encrypt, decrypt, sign and
108verify, compress and uncompress S/MIME messages.
109
110=head1 OPTIONS
111
112There are fourteen operation options that set the type of operation to be
113performed. The meaning of the other options varies according to the operation
114type.
115
116=over 4
117
118=item B<-help>
119
120Print out a usage message.
121
122=item B<-encrypt>
123
124Encrypt mail for the given recipient certificates. Input file is the message
125to be encrypted. The output file is the encrypted mail in MIME format. The
126actual CMS type is <B>EnvelopedData<B>.
127
128Note that no revocation check is done for the recipient cert, so if that
129key has been compromised, others may be able to decrypt the text.
130
131=item B<-decrypt>
132
133Decrypt mail using the supplied certificate and private key. Expects an
134encrypted mail message in MIME format for the input file. The decrypted mail
135is written to the output file.
136
137=item B<-debug_decrypt>
138
139This option sets the B<CMS_DEBUG_DECRYPT> flag. This option should be used
140with caution: see the notes section below.
141
142=item B<-sign>
143
144Sign mail using the supplied certificate and private key. Input file is
145the message to be signed. The signed message in MIME format is written
146to the output file.
147
148=item B<-verify>
149
150Verify signed mail. Expects a signed mail message on input and outputs
151the signed data. Both clear text and opaque signing is supported.
152
153=item B<-cmsout>
154
155Takes an input message and writes out a PEM encoded CMS structure.
156
157=item B<-resign>
158
159Resign a message: take an existing message and one or more new signers.
160
161=item B<-data_create>
162
163Create a CMS B<Data> type.
164
165=item B<-data_out>
166
167B<Data> type and output the content.
168
169=item B<-digest_create>
170
171Create a CMS B<DigestedData> type.
172
173=item B<-digest_verify>
174
175Verify a CMS B<DigestedData> type and output the content.
176
177=item B<-compress>
178
179Create a CMS B<CompressedData> type. OpenSSL must be compiled with B<zlib>
180support for this option to work, otherwise it will output an error.
181
182=item B<-uncompress>
183
184Uncompress a CMS B<CompressedData> type and output the content. OpenSSL must be
185compiled with B<zlib> support for this option to work, otherwise it will
186output an error.
187
188=item B<-EncryptedData_encrypt>
189
190Encrypt content using supplied symmetric key and algorithm using a CMS
191B<EncryptedData> type and output the content.
192
193=item B<-sign_receipt>
194
195Generate and output a signed receipt for the supplied message. The input
196message B<must> contain a signed receipt request. Functionality is otherwise
197similar to the B<-sign> operation.
198
199=item B<-verify_receipt receipt>
200
201Verify a signed receipt in filename B<receipt>. The input message B<must>
202contain the original receipt request. Functionality is otherwise similar
203to the B<-verify> operation.
204
205=item B<-in filename>
206
207The input message to be encrypted or signed or the message to be decrypted
208or verified.
209
210=item B<-inform SMIME|PEM|DER>
211
212This specifies the input format for the CMS structure. The default
213is B<SMIME> which reads an S/MIME format message. B<PEM> and B<DER>
214format change this to expect PEM and DER format CMS structures
215instead. This currently only affects the input format of the CMS
216structure, if no CMS structure is being input (for example with
217B<-encrypt> or B<-sign>) this option has no effect.
218
219=item B<-rctform SMIME|PEM|DER>
220
221Specify the format for a signed receipt for use with the B<-receipt_verify>
222operation.
223
224=item B<-out filename>
225
226The message text that has been decrypted or verified or the output MIME
227format message that has been signed or verified.
228
229=item B<-outform SMIME|PEM|DER>
230
231This specifies the output format for the CMS structure. The default
232is B<SMIME> which writes an S/MIME format message. B<PEM> and B<DER>
233format change this to write PEM and DER format CMS structures
234instead. This currently only affects the output format of the CMS
235structure, if no CMS structure is being output (for example with
236B<-verify> or B<-decrypt>) this option has no effect.
237
238=item B<-stream -indef -noindef>
239
240The B<-stream> and B<-indef> options are equivalent and enable streaming I/O
241for encoding operations. This permits single pass processing of data without
242the need to hold the entire contents in memory, potentially supporting very
243large files. Streaming is automatically set for S/MIME signing with detached
244data if the output format is B<SMIME> it is currently off by default for all
245other operations.
246
247=item B<-noindef>
248
249Disable streaming I/O where it would produce and indefinite length constructed
250encoding. This option currently has no effect. In future streaming will be
251enabled by default on all relevant operations and this option will disable it.
252
253=item B<-content filename>
254
255This specifies a file containing the detached content, this is only
256useful with the B<-verify> command. This is only usable if the CMS
257structure is using the detached signature form where the content is
258not included. This option will override any content if the input format
259is S/MIME and it uses the multipart/signed MIME content type.
260
261=item B<-text>
262
263This option adds plain text (text/plain) MIME headers to the supplied
264message if encrypting or signing. If decrypting or verifying it strips
265off text headers: if the decrypted or verified message is not of MIME
266type text/plain then an error occurs.
267
268=item B<-noout>
269
270For the B<-cmsout> operation do not output the parsed CMS structure. This
271is useful when combined with the B<-print> option or if the syntax of the CMS
272structure is being checked.
273
274=item B<-print>
275
276For the B<-cmsout> operation print out all fields of the CMS structure. This
277is mainly useful for testing purposes.
278
279=item B<-CAfile file>
280
281A file containing trusted CA certificates, only used with B<-verify>.
282
283=item B<-CApath dir>
284
285A directory containing trusted CA certificates, only used with
286B<-verify>. This directory must be a standard certificate directory: that
287is a hash of each subject name (using B<x509 -hash>) should be linked
288to each certificate.
289
290=item B<-no-CAfile>
291
292Do not load the trusted CA certificates from the default file location
293
294=item B<-no-CApath>
295
296Do not load the trusted CA certificates from the default directory location
297
298=item B<-md digest>
299
300Digest algorithm to use when signing or resigning. If not present then the
301default digest algorithm for the signing key will be used (usually SHA1).
302
303=item B<-I<cipher>>
304
305The encryption algorithm to use. For example triple DES (168 bits) - B<-des3>
306or 256 bit AES - B<-aes256>. Any standard algorithm name (as used by the
307EVP_get_cipherbyname() function) can also be used preceded by a dash, for
308example B<-aes-128-cbc>. See L<enc(1)> for a list of ciphers
309supported by your version of OpenSSL.
310
311If not specified triple DES is used. Only used with B<-encrypt> and
312B<-EncryptedData_create> commands.
313
314=item B<-nointern>
315
316When verifying a message normally certificates (if any) included in
317the message are searched for the signing certificate. With this option
318only the certificates specified in the B<-certfile> option are used.
319The supplied certificates can still be used as untrusted CAs however.
320
321=item B<-noverify>
322
323Do not verify the signers certificate of a signed message.
324
325=item B<-nocerts>
326
327When signing a message the signer's certificate is normally included
328with this option it is excluded. This will reduce the size of the
329signed message but the verifier must have a copy of the signers certificate
330available locally (passed using the B<-certfile> option for example).
331
332=item B<-noattr>
333
334Normally when a message is signed a set of attributes are included which
335include the signing time and supported symmetric algorithms. With this
336option they are not included.
337
338=item B<-nosmimecap>
339
340Exclude the list of supported algorithms from signed attributes, other options
341such as signing time and content type are still included.
342
343=item B<-binary>
344
345Normally the input message is converted to "canonical" format which is
346effectively using CR and LF as end of line: as required by the S/MIME
347specification. When this option is present no translation occurs. This
348is useful when handling binary data which may not be in MIME format.
349
350=item B<-crlfeol>
351
352Normally the output file uses a single B<LF> as end of line. When this
353option is present B<CRLF> is used instead.
354
355=item B<-asciicrlf>
356
357When signing use ASCII CRLF format canonicalisation. This strips trailing
358whitespace from all lines, deletes trailing blank lines at EOF and sets
359the encapsulated content type. This option is normally used with detached
360content and an output signature format of DER. This option is not normally
361needed when verifying as it is enabled automatically if the encapsulated
362content format is detected.
363
364=item B<-nodetach>
365
366When signing a message use opaque signing: this form is more resistant
367to translation by mail relays but it cannot be read by mail agents that
368do not support S/MIME. Without this option cleartext signing with
369the MIME type multipart/signed is used.
370
371=item B<-certfile file>
372
373Allows additional certificates to be specified. When signing these will
374be included with the message. When verifying these will be searched for
375the signers certificates. The certificates should be in PEM format.
376
377=item B<-certsout file>
378
379Any certificates contained in the message are written to B<file>.
380
381=item B<-signer file>
382
383A signing certificate when signing or resigning a message, this option can be
384used multiple times if more than one signer is required. If a message is being
385verified then the signers certificates will be written to this file if the
386verification was successful.
387
388=item B<-recip file>
389
390When decrypting a message this specifies the recipients certificate. The
391certificate must match one of the recipients of the message or an error
392occurs.
393
394When encrypting a message this option may be used multiple times to specify
395each recipient. This form B<must> be used if customised parameters are
396required (for example to specify RSA-OAEP).
397
398Only certificates carrying RSA, Diffie-Hellman or EC keys are supported by this
399option.
400
401=item B<-keyid>
402
403Use subject key identifier to identify certificates instead of issuer name and
404serial number. The supplied certificate B<must> include a subject key
405identifier extension. Supported by B<-sign> and B<-encrypt> options.
406
407=item B<-receipt_request_all>, B<-receipt_request_first>
408
409For B<-sign> option include a signed receipt request. Indicate requests should
410be provided by all recipient or first tier recipients (those mailed directly
411and not from a mailing list). Ignored it B<-receipt_request_from> is included.
412
413=item B<-receipt_request_from emailaddress>
414
415For B<-sign> option include a signed receipt request. Add an explicit email
416address where receipts should be supplied.
417
418=item B<-receipt_request_to emailaddress>
419
420Add an explicit email address where signed receipts should be sent to. This
421option B<must> but supplied if a signed receipt it requested.
422
423=item B<-receipt_request_print>
424
425For the B<-verify> operation print out the contents of any signed receipt
426requests.
427
428=item B<-secretkey key>
429
430Specify symmetric key to use. The key must be supplied in hex format and be
431consistent with the algorithm used. Supported by the B<-EncryptedData_encrypt>
432B<-EncryptedData_decrypt>, B<-encrypt> and B<-decrypt> options. When used
433with B<-encrypt> or B<-decrypt> the supplied key is used to wrap or unwrap the
434content encryption key using an AES key in the B<KEKRecipientInfo> type.
435
436=item B<-secretkeyid id>
437
438The key identifier for the supplied symmetric key for B<KEKRecipientInfo> type.
439This option B<must> be present if the B<-secretkey> option is used with
440B<-encrypt>. With B<-decrypt> operations the B<id> is used to locate the
441relevant key if it is not supplied then an attempt is used to decrypt any
442B<KEKRecipientInfo> structures.
443
444=item B<-econtent_type type>
445
446Set the encapsulated content type to B<type> if not supplied the B<Data> type
447is used. The B<type> argument can be any valid OID name in either text or
448numerical format.
449
450=item B<-inkey file>
451
452The private key to use when signing or decrypting. This must match the
453corresponding certificate. If this option is not specified then the
454private key must be included in the certificate file specified with
455the B<-recip> or B<-signer> file. When signing this option can be used
456multiple times to specify successive keys.
457
458=item B<-keyopt name:opt>
459
460For signing and encryption this option can be used multiple times to
461set customised parameters for the preceding key or certificate. It can
462currently be used to set RSA-PSS for signing, RSA-OAEP for encryption
463or to modify default parameters for ECDH.
464
465=item B<-passin arg>
466
467The private key password source. For more information about the format of B<arg>
468see the B<PASS PHRASE ARGUMENTS> section in L<openssl(1)>.
469
470=item B<-rand file...>
471
472A file or files containing random data used to seed the random number
473generator.
474Multiple files can be specified separated by an OS-dependent character.
475The separator is B<;> for MS-Windows, B<,> for OpenVMS, and B<:> for
476all others.
477
478=item [B<-writerand file>]
479
480Writes random data to the specified I<file> upon exit.
481This can be used with a subsequent B<-rand> flag.
482
483=item B<cert.pem...>
484
485One or more certificates of message recipients: used when encrypting
486a message.
487
488=item B<-to, -from, -subject>
489
490The relevant mail headers. These are included outside the signed
491portion of a message so they may be included manually. If signing
492then many S/MIME mail clients check the signers certificate's email
493address matches that specified in the From: address.
494
495=item B<-attime>, B<-check_ss_sig>, B<-crl_check>, B<-crl_check_all>,
496B<-explicit_policy>, B<-extended_crl>, B<-ignore_critical>, B<-inhibit_any>,
497B<-inhibit_map>, B<-no_alt_chains>, B<-no_check_time>, B<-partial_chain>, B<-policy>,
498B<-policy_check>, B<-policy_print>, B<-purpose>, B<-suiteB_128>,
499B<-suiteB_128_only>, B<-suiteB_192>, B<-trusted_first>, B<-use_deltas>,
500B<-auth_level>, B<-verify_depth>, B<-verify_email>, B<-verify_hostname>,
501B<-verify_ip>, B<-verify_name>, B<-x509_strict>
502
503Set various certificate chain validation options. See the
504L<verify(1)> manual page for details.
505
506=back
507
508=head1 NOTES
509
510The MIME message must be sent without any blank lines between the
511headers and the output. Some mail programs will automatically add
512a blank line. Piping the mail directly to sendmail is one way to
513achieve the correct format.
514
515The supplied message to be signed or encrypted must include the
516necessary MIME headers or many S/MIME clients won't display it
517properly (if at all). You can use the B<-text> option to automatically
518add plain text headers.
519
520A "signed and encrypted" message is one where a signed message is
521then encrypted. This can be produced by encrypting an already signed
522message: see the examples section.
523
524This version of the program only allows one signer per message but it
525will verify multiple signers on received messages. Some S/MIME clients
526choke if a message contains multiple signers. It is possible to sign
527messages "in parallel" by signing an already signed message.
528
529The options B<-encrypt> and B<-decrypt> reflect common usage in S/MIME
530clients. Strictly speaking these process CMS enveloped data: CMS
531encrypted data is used for other purposes.
532
533The B<-resign> option uses an existing message digest when adding a new
534signer. This means that attributes must be present in at least one existing
535signer using the same message digest or this operation will fail.
536
537The B<-stream> and B<-indef> options enable streaming I/O support.
538As a result the encoding is BER using indefinite length constructed encoding
539and no longer DER. Streaming is supported for the B<-encrypt> operation and the
540B<-sign> operation if the content is not detached.
541
542Streaming is always used for the B<-sign> operation with detached data but
543since the content is no longer part of the CMS structure the encoding
544remains DER.
545
546If the B<-decrypt> option is used without a recipient certificate then an
547attempt is made to locate the recipient by trying each potential recipient
548in turn using the supplied private key. To thwart the MMA attack
549(Bleichenbacher's attack on PKCS #1 v1.5 RSA padding) all recipients are
550tried whether they succeed or not and if no recipients match the message
551is "decrypted" using a random key which will typically output garbage.
552The B<-debug_decrypt> option can be used to disable the MMA attack protection
553and return an error if no recipient can be found: this option should be used
554with caution. For a fuller description see L<CMS_decrypt(3)>).
555
556=head1 EXIT CODES
557
558=over 4
559
560=item Z<>0
561
562The operation was completely successfully.
563
564=item Z<>1
565
566An error occurred parsing the command options.
567
568=item Z<>2
569
570One of the input files could not be read.
571
572=item Z<>3
573
574An error occurred creating the CMS file or when reading the MIME
575message.
576
577=item Z<>4
578
579An error occurred decrypting or verifying the message.
580
581=item Z<>5
582
583The message was verified correctly but an error occurred writing out
584the signers certificates.
585
586=back
587
588=head1 COMPATIBILITY WITH PKCS#7 format.
589
590The B<smime> utility can only process the older B<PKCS#7> format. The B<cms>
591utility supports Cryptographic Message Syntax format. Use of some features
592will result in messages which cannot be processed by applications which only
593support the older format. These are detailed below.
594
595The use of the B<-keyid> option with B<-sign> or B<-encrypt>.
596
597The B<-outform PEM> option uses different headers.
598
599The B<-compress> option.
600
601The B<-secretkey> option when used with B<-encrypt>.
602
603The use of PSS with B<-sign>.
604
605The use of OAEP or non-RSA keys with B<-encrypt>.
606
607Additionally the B<-EncryptedData_create> and B<-data_create> type cannot
608be processed by the older B<smime> command.
609
610=head1 EXAMPLES
611
612Create a cleartext signed message:
613
614 openssl cms -sign -in message.txt -text -out mail.msg \
615 -signer mycert.pem
616
617Create an opaque signed message
618
619 openssl cms -sign -in message.txt -text -out mail.msg -nodetach \
620 -signer mycert.pem
621
622Create a signed message, include some additional certificates and
623read the private key from another file:
624
625 openssl cms -sign -in in.txt -text -out mail.msg \
626 -signer mycert.pem -inkey mykey.pem -certfile mycerts.pem
627
628Create a signed message with two signers, use key identifier:
629
630 openssl cms -sign -in message.txt -text -out mail.msg \
631 -signer mycert.pem -signer othercert.pem -keyid
632
633Send a signed message under Unix directly to sendmail, including headers:
634
635 openssl cms -sign -in in.txt -text -signer mycert.pem \
636 -from [email protected] -to someone@somewhere \
637 -subject "Signed message" | sendmail someone@somewhere
638
639Verify a message and extract the signer's certificate if successful:
640
641 openssl cms -verify -in mail.msg -signer user.pem -out signedtext.txt
642
643Send encrypted mail using triple DES:
644
645 openssl cms -encrypt -in in.txt -from [email protected] \
646 -to someone@somewhere -subject "Encrypted message" \
647 -des3 user.pem -out mail.msg
648
649Sign and encrypt mail:
650
651 openssl cms -sign -in ml.txt -signer my.pem -text \
652 | openssl cms -encrypt -out mail.msg \
653 -from [email protected] -to someone@somewhere \
654 -subject "Signed and Encrypted message" -des3 user.pem
655
656Note: the encryption command does not include the B<-text> option because the
657message being encrypted already has MIME headers.
658
659Decrypt mail:
660
661 openssl cms -decrypt -in mail.msg -recip mycert.pem -inkey key.pem
662
663The output from Netscape form signing is a PKCS#7 structure with the
664detached signature format. You can use this program to verify the
665signature by line wrapping the base64 encoded structure and surrounding
666it with:
667
668 -----BEGIN PKCS7-----
669 -----END PKCS7-----
670
671and using the command,
672
673 openssl cms -verify -inform PEM -in signature.pem -content content.txt
674
675alternatively you can base64 decode the signature and use
676
677 openssl cms -verify -inform DER -in signature.der -content content.txt
678
679Create an encrypted message using 128 bit Camellia:
680
681 openssl cms -encrypt -in plain.txt -camellia128 -out mail.msg cert.pem
682
683Add a signer to an existing message:
684
685 openssl cms -resign -in mail.msg -signer newsign.pem -out mail2.msg
686
687Sign mail using RSA-PSS:
688
689 openssl cms -sign -in message.txt -text -out mail.msg \
690 -signer mycert.pem -keyopt rsa_padding_mode:pss
691
692Create encrypted mail using RSA-OAEP:
693
694 openssl cms -encrypt -in plain.txt -out mail.msg \
695 -recip cert.pem -keyopt rsa_padding_mode:oaep
696
697Use SHA256 KDF with an ECDH certificate:
698
699 openssl cms -encrypt -in plain.txt -out mail.msg \
700 -recip ecdhcert.pem -keyopt ecdh_kdf_md:sha256
701
702=head1 BUGS
703
704The MIME parser isn't very clever: it seems to handle most messages that I've
705thrown at it but it may choke on others.
706
707The code currently will only write out the signer's certificate to a file: if
708the signer has a separate encryption certificate this must be manually
709extracted. There should be some heuristic that determines the correct
710encryption certificate.
711
712Ideally a database should be maintained of a certificates for each email
713address.
714
715The code doesn't currently take note of the permitted symmetric encryption
716algorithms as supplied in the SMIMECapabilities signed attribute. this means the
717user has to manually include the correct encryption algorithm. It should store
718the list of permitted ciphers in a database and only use those.
719
720No revocation checking is done on the signer's certificate.
721
722=head1 HISTORY
723
724The use of multiple B<-signer> options and the B<-resign> command were first
725added in OpenSSL 1.0.0.
726
727The B<keyopt> option was added in OpenSSL 1.0.2.
728
729Support for RSA-OAEP and RSA-PSS was added in OpenSSL 1.0.2.
730
731The use of non-RSA keys with B<-encrypt> and B<-decrypt>
732was added in OpenSSL 1.0.2.
733
734The -no_alt_chains option was added in OpenSSL 1.0.2b.
735
736=head1 COPYRIGHT
737
738Copyright 2008-2018 The OpenSSL Project Authors. All Rights Reserved.
739
740Licensed under the OpenSSL license (the "License"). You may not use
741this file except in compliance with the License. You can obtain a copy
742in the file LICENSE in the source distribution or at
743L<https://www.openssl.org/source/license.html>.
744
745=cut
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