mirror of
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e53ad1d8f2
No longer needed after rewrite of cmd-nits Reviewed-by: David von Oheimb <david.von.oheimb@siemens.com> Reviewed-by: Paul Dale <pauli@openssl.org> (Merged from https://github.com/openssl/openssl/pull/15311)
493 lines
15 KiB
Plaintext
493 lines
15 KiB
Plaintext
=pod
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{- OpenSSL::safe::output_do_not_edit_headers(); -}
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=head1 NAME
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openssl-smime - S/MIME command
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=head1 SYNOPSIS
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B<openssl> B<smime>
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[B<-help>]
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[B<-encrypt>]
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[B<-decrypt>]
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[B<-sign>]
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[B<-resign>]
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[B<-verify>]
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[B<-pk7out>]
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[B<-binary>]
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[B<-crlfeol>]
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[B<-I<cipher>>]
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[B<-in> I<file>]
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[B<-certfile> I<file>]
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[B<-signer> I<file>]
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[B<-nointern>]
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[B<-noverify>]
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[B<-nochain>]
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[B<-nosigs>]
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[B<-nocerts>]
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[B<-noattr>]
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[B<-nodetach>]
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[B<-nosmimecap>]
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[B<-recip> I< file>]
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[B<-inform> B<DER>|B<PEM>|B<SMIME>]
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[B<-outform> B<DER>|B<PEM>|B<SMIME>]
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[B<-keyform> B<DER>|B<PEM>|B<P12>|B<ENGINE>]
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[B<-passin> I<arg>]
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[B<-inkey> I<filename>|I<uri>]
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[B<-out> I<file>]
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[B<-content> I<file>]
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[B<-to> I<addr>]
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[B<-from> I<ad>]
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[B<-subject> I<s>]
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[B<-text>]
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[B<-indef>]
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[B<-noindef>]
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[B<-stream>]
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[B<-md> I<digest>]
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{- $OpenSSL::safe::opt_trust_synopsis -}
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{- $OpenSSL::safe::opt_engine_synopsis -}{- $OpenSSL::safe::opt_r_synopsis -}
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{- $OpenSSL::safe::opt_v_synopsis -}
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{- $OpenSSL::safe::opt_provider_synopsis -}
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{- $OpenSSL::safe::opt_config_synopsis -}
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I<recipcert> ...
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=head1 DESCRIPTION
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This command handles S/MIME mail. It can encrypt, decrypt, sign
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and verify S/MIME messages.
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=head1 OPTIONS
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There are six operation options that set the type of operation to be performed.
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The meaning of the other options varies according to the operation type.
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=over 4
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=item B<-help>
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Print out a usage message.
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=item B<-encrypt>
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Encrypt mail for the given recipient certificates. Input file is the message
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to be encrypted. The output file is the encrypted mail in MIME format.
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Note that no revocation check is done for the recipient cert, so if that
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key has been compromised, others may be able to decrypt the text.
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=item B<-decrypt>
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Decrypt mail using the supplied certificate and private key. Expects an
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encrypted mail message in MIME format for the input file. The decrypted mail
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is written to the output file.
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=item B<-sign>
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Sign mail using the supplied certificate and private key. Input file is
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the message to be signed. The signed message in MIME format is written
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to the output file.
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=item B<-verify>
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Verify signed mail. Expects a signed mail message on input and outputs
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the signed data. Both clear text and opaque signing is supported.
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=item B<-pk7out>
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Takes an input message and writes out a PEM encoded PKCS#7 structure.
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=item B<-resign>
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Resign a message: take an existing message and one or more new signers.
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=item B<-in> I<filename>
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The input message to be encrypted or signed or the MIME message to
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be decrypted or verified.
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=item B<-out> I<filename>
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The message text that has been decrypted or verified or the output MIME
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format message that has been signed or verified.
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=item B<-inform> B<DER>|B<PEM>|B<SMIME>
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The input format of the PKCS#7 (S/MIME) structure (if one is being read);
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the default is B<SMIME>.
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See L<openssl-format-options(1)> for details.
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=item B<-outform> B<DER>|B<PEM>|B<SMIME>
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The output format of the PKCS#7 (S/MIME) structure (if one is being written);
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the default is B<SMIME>.
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See L<openssl-format-options(1)> for details.
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=item B<-keyform> B<DER>|B<PEM>|B<P12>|B<ENGINE>
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The key format; unspecified by default.
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See L<openssl-format-options(1)> for details.
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=item B<-stream>, B<-indef>, B<-noindef>
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The B<-stream> and B<-indef> options are equivalent and enable streaming I/O
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for encoding operations. This permits single pass processing of data without
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the need to hold the entire contents in memory, potentially supporting very
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large files. Streaming is automatically set for S/MIME signing with detached
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data if the output format is B<SMIME> it is currently off by default for all
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other operations.
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=item B<-noindef>
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Disable streaming I/O where it would produce and indefinite length constructed
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encoding. This option currently has no effect. In future streaming will be
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enabled by default on all relevant operations and this option will disable it.
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=item B<-content> I<filename>
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This specifies a file containing the detached content, this is only
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useful with the B<-verify> command. This is only usable if the PKCS#7
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structure is using the detached signature form where the content is
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not included. This option will override any content if the input format
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is S/MIME and it uses the multipart/signed MIME content type.
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=item B<-text>
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This option adds plain text (text/plain) MIME headers to the supplied
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message if encrypting or signing. If decrypting or verifying it strips
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off text headers: if the decrypted or verified message is not of MIME
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type text/plain then an error occurs.
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=item B<-md> I<digest>
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Digest algorithm to use when signing or resigning. If not present then the
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default digest algorithm for the signing key will be used (usually SHA1).
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=item B<-I<cipher>>
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The encryption algorithm to use. For example DES (56 bits) - B<-des>,
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triple DES (168 bits) - B<-des3>,
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EVP_get_cipherbyname() function) can also be used preceded by a dash, for
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example B<-aes-128-cbc>. See L<openssl-enc(1)> for list of ciphers
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supported by your version of OpenSSL.
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If not specified triple DES is used. Only used with B<-encrypt>.
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=item B<-nointern>
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When verifying a message normally certificates (if any) included in
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the message are searched for the signing certificate. With this option
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only the certificates specified in the B<-certfile> option are used.
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The supplied certificates can still be used as untrusted CAs however.
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=item B<-noverify>
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Do not verify the signers certificate of a signed message.
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=item B<-nochain>
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Do not do chain verification of signers certificates; that is, do not
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use the certificates in the signed message as untrusted CAs.
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=item B<-nosigs>
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Don't try to verify the signatures on the message.
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=item B<-nocerts>
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When signing a message the signer's certificate is normally included
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with this option it is excluded. This will reduce the size of the
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signed message but the verifier must have a copy of the signers certificate
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available locally (passed using the B<-certfile> option for example).
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=item B<-noattr>
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Normally when a message is signed a set of attributes are included which
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include the signing time and supported symmetric algorithms. With this
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option they are not included.
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=item B<-nodetach>
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When signing a message use opaque signing. This form is more resistant
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to translation by mail relays but it cannot be read by mail agents that
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do not support S/MIME. Without this option cleartext signing with
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the MIME type multipart/signed is used.
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=item B<-nosmimecap>
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When signing a message, do not include the B<SMIMECapabilities> attribute.
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=item B<-binary>
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Normally the input message is converted to "canonical" format which is
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effectively using CR and LF as end of line: as required by the S/MIME
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specification. When this option is present no translation occurs. This
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is useful when handling binary data which may not be in MIME format.
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=item B<-crlfeol>
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Normally the output file uses a single B<LF> as end of line. When this
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option is present B<CRLF> is used instead.
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=item B<-certfile> I<file>
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Allows additional certificates to be specified. When signing these will
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be included with the message. When verifying these will be searched for
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the signers certificates.
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The input can be in PEM, DER, or PKCS#12 format.
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=item B<-signer> I<file>
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A signing certificate when signing or resigning a message, this option can be
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used multiple times if more than one signer is required. If a message is being
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verified then the signers certificates will be written to this file if the
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verification was successful.
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=item B<-nocerts>
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Don't include signers certificate when signing.
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=item B<-noattr>
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Don't include any signed attributes when signing.
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=item B<-recip> I<file>
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The recipients certificate when decrypting a message. This certificate
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must match one of the recipients of the message or an error occurs.
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=item B<-inkey> I<filename>|I<uri>
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The private key to use when signing or decrypting. This must match the
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corresponding certificate. If this option is not specified then the
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private key must be included in the certificate file specified with
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the B<-recip> or B<-signer> file. When signing this option can be used
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multiple times to specify successive keys.
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=item B<-passin> I<arg>
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The private key password source. For more information about the format of I<arg>
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see L<openssl-passphrase-options(1)>.
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=item B<-to>, B<-from>, B<-subject>
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The relevant mail headers. These are included outside the signed
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portion of a message so they may be included manually. If signing
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then many S/MIME mail clients check the signers certificate's email
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address matches that specified in the From: address.
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{- $OpenSSL::safe::opt_v_item -}
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Any verification errors cause the command to exit.
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{- $OpenSSL::safe::opt_trust_item -}
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{- $OpenSSL::safe::opt_engine_item -}
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{- $OpenSSL::safe::opt_r_item -}
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{- $OpenSSL::safe::opt_provider_item -}
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{- $OpenSSL::safe::opt_config_item -}
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=item I<recipcert> ...
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One or more certificates of message recipients, used when encrypting
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a message.
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=back
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=head1 NOTES
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The MIME message must be sent without any blank lines between the
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headers and the output. Some mail programs will automatically add
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a blank line. Piping the mail directly to sendmail is one way to
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achieve the correct format.
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The supplied message to be signed or encrypted must include the
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necessary MIME headers or many S/MIME clients won't display it
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properly (if at all). You can use the B<-text> option to automatically
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add plain text headers.
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A "signed and encrypted" message is one where a signed message is
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then encrypted. This can be produced by encrypting an already signed
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message: see the examples section.
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This version of the program only allows one signer per message but it
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will verify multiple signers on received messages. Some S/MIME clients
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choke if a message contains multiple signers. It is possible to sign
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messages "in parallel" by signing an already signed message.
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The options B<-encrypt> and B<-decrypt> reflect common usage in S/MIME
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clients. Strictly speaking these process PKCS#7 enveloped data: PKCS#7
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encrypted data is used for other purposes.
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The B<-resign> option uses an existing message digest when adding a new
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signer. This means that attributes must be present in at least one existing
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signer using the same message digest or this operation will fail.
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The B<-stream> and B<-indef> options enable streaming I/O support.
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As a result the encoding is BER using indefinite length constructed encoding
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and no longer DER. Streaming is supported for the B<-encrypt> operation and the
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B<-sign> operation if the content is not detached.
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Streaming is always used for the B<-sign> operation with detached data but
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since the content is no longer part of the PKCS#7 structure the encoding
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remains DER.
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=head1 EXIT CODES
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=over 4
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=item Z<>0
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The operation was completely successfully.
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=item Z<>1
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An error occurred parsing the command options.
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=item Z<>2
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One of the input files could not be read.
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=item Z<>3
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An error occurred creating the PKCS#7 file or when reading the MIME
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message.
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=item Z<>4
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An error occurred decrypting or verifying the message.
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=item Z<>5
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The message was verified correctly but an error occurred writing out
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the signers certificates.
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=back
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=head1 EXAMPLES
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Create a cleartext signed message:
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openssl smime -sign -in message.txt -text -out mail.msg \
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-signer mycert.pem
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Create an opaque signed message:
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openssl smime -sign -in message.txt -text -out mail.msg -nodetach \
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-signer mycert.pem
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Create a signed message, include some additional certificates and
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read the private key from another file:
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openssl smime -sign -in in.txt -text -out mail.msg \
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-signer mycert.pem -inkey mykey.pem -certfile mycerts.pem
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Create a signed message with two signers:
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openssl smime -sign -in message.txt -text -out mail.msg \
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-signer mycert.pem -signer othercert.pem
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Send a signed message under Unix directly to sendmail, including headers:
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openssl smime -sign -in in.txt -text -signer mycert.pem \
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-from steve@openssl.org -to someone@somewhere \
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-subject "Signed message" | sendmail someone@somewhere
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Verify a message and extract the signer's certificate if successful:
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openssl smime -verify -in mail.msg -signer user.pem -out signedtext.txt
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Send encrypted mail using triple DES:
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openssl smime -encrypt -in in.txt -from steve@openssl.org \
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-to someone@somewhere -subject "Encrypted message" \
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-des3 user.pem -out mail.msg
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Sign and encrypt mail:
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openssl smime -sign -in ml.txt -signer my.pem -text \
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| openssl smime -encrypt -out mail.msg \
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-from steve@openssl.org -to someone@somewhere \
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-subject "Signed and Encrypted message" -des3 user.pem
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Note: the encryption command does not include the B<-text> option because the
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message being encrypted already has MIME headers.
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Decrypt mail:
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openssl smime -decrypt -in mail.msg -recip mycert.pem -inkey key.pem
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The output from Netscape form signing is a PKCS#7 structure with the
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detached signature format. You can use this program to verify the
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signature by line wrapping the base64 encoded structure and surrounding
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it with:
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-----BEGIN PKCS7-----
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-----END PKCS7-----
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and using the command:
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openssl smime -verify -inform PEM -in signature.pem -content content.txt
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Alternatively you can base64 decode the signature and use:
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openssl smime -verify -inform DER -in signature.der -content content.txt
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Create an encrypted message using 128 bit Camellia:
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openssl smime -encrypt -in plain.txt -camellia128 -out mail.msg cert.pem
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Add a signer to an existing message:
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openssl smime -resign -in mail.msg -signer newsign.pem -out mail2.msg
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=head1 BUGS
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The MIME parser isn't very clever: it seems to handle most messages that I've
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thrown at it but it may choke on others.
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The code currently will only write out the signer's certificate to a file: if
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the signer has a separate encryption certificate this must be manually
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extracted. There should be some heuristic that determines the correct
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encryption certificate.
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Ideally a database should be maintained of a certificates for each email
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address.
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The code doesn't currently take note of the permitted symmetric encryption
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algorithms as supplied in the SMIMECapabilities signed attribute. This means the
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user has to manually include the correct encryption algorithm. It should store
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the list of permitted ciphers in a database and only use those.
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No revocation checking is done on the signer's certificate.
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The current code can only handle S/MIME v2 messages, the more complex S/MIME v3
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structures may cause parsing errors.
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=head1 SEE ALSO
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L<ossl_store-file(7)>
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=head1 HISTORY
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The use of multiple B<-signer> options and the B<-resign> command were first
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added in OpenSSL 1.0.0
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The -no_alt_chains option was added in OpenSSL 1.1.0.
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The B<-engine> option was deprecated in OpenSSL 3.0.
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=head1 COPYRIGHT
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Copyright 2000-2021 The OpenSSL Project Authors. All Rights Reserved.
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Licensed under the Apache License 2.0 (the "License"). You may not use
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this file except in compliance with the License. You can obtain a copy
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in the file LICENSE in the source distribution or at
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L<https://www.openssl.org/source/license.html>.
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=cut
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