1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
61
62
63
64
65
66
67
68
69
70
71
72
73
74
75
76
77
78
79
80
81
82
83
84
85
86
87
88
89
90
91
92
93
94
95
96
97
98
99
100
101
102
103
104
105
106
107
108
109
110
111
112
113
114
115
116
117
118
119
120
121
122
123
124
125
126
127
128
129
130
131
132
133
134
135
136
137
138
139
140
141
142
143
144
145
146
147
148
149
150
151
152
153
154
155
156
157
158
159
160
161
162
163
164
165
166
167
168
169
170
171
172
173
174
175
176
177
178
179
180
181
182
183
184
185
186
187
188
189
190
191
192
193
194
195
196
197
198
199
200
201
202
203
204
205
206
207
208
209
210
211
212
213
214
215
216
217
218
219
220
221
222
223
224
225
226
227
228
229
230
231
232
233
234
235
236
237
238
239
240
241
242
243
244
245
246
247
248
249
250
251
252
253
254
255
256
257
258
259
260
261
262
263
264
265
266
267
268
269
270
271
272
273
274
275
276
277
278
279
280
281
282
283
284
285
286
287
288
289
290
291
292
293
294
295
296
297
298
299
300
301
302
303
304
305
306
307
308
309
310
311
312
313
314
315
316
317
318
319
320
321
322
323
324
325
326
327
328
329
330
331
332
333
334
335
336
337
338
339
340
341
342
343
344
345
346
347
348
349
350
351
352
353
354
355
356
357
358
359
360
361
362
363
364
365
366
367
368
369
370
371
372
373
374
375
376
377
378
379
380
381
382
383
384
385
386
387
388
389
390
391
392
393
394
395
396
397
398
399
400
401
402
403
404
405
406
407
408
409
410
411
412
413
414
415
416
417
418
419
420
421
422
423
424
425
426
427
428
429
430
431
432
433
434
435
436
437
438
439
440
441
442
443
444
445
446
447
448
449
450
451
452
453
454
455
456
457
458
459
460
461
462
463
464
465
466
467
468
469
470
471
472
473
474
475
476
477
478
479
480
481
482
483
484
485
486
//! SMIME implementation using CMS
//!
//! CMS (PKCS#7) is an encryption standard.  It allows signing and encrypting data using
//! X.509 certificates.  The OpenSSL implementation of CMS is used in email encryption
//! generated from a `Vec` of bytes.  This `Vec` follows the smime protocol standards.
//! Data accepted by this module will be smime type `enveloped-data`.

use bitflags::bitflags;
use foreign_types::{ForeignType, ForeignTypeRef};
use libc::c_uint;
use std::ptr;

use crate::bio::{MemBio, MemBioSlice};
use crate::error::ErrorStack;
use crate::pkey::{HasPrivate, PKeyRef};
use crate::stack::StackRef;
use crate::symm::Cipher;
use crate::x509::{store::X509StoreRef, X509Ref, X509};
use crate::{cvt, cvt_p};
use openssl_macros::corresponds;

bitflags! {
    pub struct CMSOptions : c_uint {
        const TEXT = ffi::CMS_TEXT;
        const CMS_NOCERTS = ffi::CMS_NOCERTS;
        const NO_CONTENT_VERIFY = ffi::CMS_NO_CONTENT_VERIFY;
        const NO_ATTR_VERIFY = ffi::CMS_NO_ATTR_VERIFY;
        const NOSIGS = ffi::CMS_NOSIGS;
        const NOINTERN = ffi::CMS_NOINTERN;
        const NO_SIGNER_CERT_VERIFY = ffi::CMS_NO_SIGNER_CERT_VERIFY;
        const NOVERIFY = ffi::CMS_NOVERIFY;
        const DETACHED = ffi::CMS_DETACHED;
        const BINARY = ffi::CMS_BINARY;
        const NOATTR = ffi::CMS_NOATTR;
        const NOSMIMECAP = ffi::CMS_NOSMIMECAP;
        const NOOLDMIMETYPE = ffi::CMS_NOOLDMIMETYPE;
        const CRLFEOL = ffi::CMS_CRLFEOL;
        const STREAM = ffi::CMS_STREAM;
        const NOCRL = ffi::CMS_NOCRL;
        const PARTIAL = ffi::CMS_PARTIAL;
        const REUSE_DIGEST = ffi::CMS_REUSE_DIGEST;
        const USE_KEYID = ffi::CMS_USE_KEYID;
        const DEBUG_DECRYPT = ffi::CMS_DEBUG_DECRYPT;
        #[cfg(all(not(libressl), not(ossl101)))]
        const KEY_PARAM = ffi::CMS_KEY_PARAM;
        #[cfg(all(not(libressl), not(ossl101), not(ossl102)))]
        const ASCIICRLF = ffi::CMS_ASCIICRLF;
    }
}

foreign_type_and_impl_send_sync! {
    type CType = ffi::CMS_ContentInfo;
    fn drop = ffi::CMS_ContentInfo_free;

    /// High level CMS wrapper
    ///
    /// CMS supports nesting various types of data, including signatures, certificates,
    /// encrypted data, smime messages (encrypted email), and data digest.  The ContentInfo
    /// content type is the encapsulation of all those content types.  [`RFC 5652`] describes
    /// CMS and OpenSSL follows this RFC's implementation.
    ///
    /// [`RFC 5652`]: https://tools.ietf.org/html/rfc5652#page-6
    pub struct CmsContentInfo;
    /// Reference to [`CMSContentInfo`]
    ///
    /// [`CMSContentInfo`]:struct.CmsContentInfo.html
    pub struct CmsContentInfoRef;
}

impl CmsContentInfoRef {
    /// Given the sender's private key, `pkey` and the recipient's certificate, `cert`,
    /// decrypt the data in `self`.
    #[corresponds(CMS_decrypt)]
    pub fn decrypt<T>(&self, pkey: &PKeyRef<T>, cert: &X509) -> Result<Vec<u8>, ErrorStack>
    where
        T: HasPrivate,
    {
        unsafe {
            let pkey = pkey.as_ptr();
            let cert = cert.as_ptr();
            let out = MemBio::new()?;

            cvt(ffi::CMS_decrypt(
                self.as_ptr(),
                pkey,
                cert,
                ptr::null_mut(),
                out.as_ptr(),
                0,
            ))?;

            Ok(out.get_buf().to_owned())
        }
    }

    /// Given the sender's private key, `pkey`,
    /// decrypt the data in `self` without validating the recipient certificate.
    ///
    /// *Warning*: Not checking the recipient certificate may leave you vulnerable to Bleichenbacher's attack on PKCS#1 v1.5 RSA padding.
    #[corresponds(CMS_decrypt)]
    // FIXME merge into decrypt
    pub fn decrypt_without_cert_check<T>(&self, pkey: &PKeyRef<T>) -> Result<Vec<u8>, ErrorStack>
    where
        T: HasPrivate,
    {
        unsafe {
            let pkey = pkey.as_ptr();
            let out = MemBio::new()?;

            cvt(ffi::CMS_decrypt(
                self.as_ptr(),
                pkey,
                ptr::null_mut(),
                ptr::null_mut(),
                out.as_ptr(),
                0,
            ))?;

            Ok(out.get_buf().to_owned())
        }
    }

    to_der! {
        /// Serializes this CmsContentInfo using DER.
        #[corresponds(i2d_CMS_ContentInfo)]
        to_der,
        ffi::i2d_CMS_ContentInfo
    }

    to_pem! {
        /// Serializes this CmsContentInfo using DER.
        #[corresponds(PEM_write_bio_CMS)]
        to_pem,
        ffi::PEM_write_bio_CMS
    }
}

impl CmsContentInfo {
    /// Parses a smime formatted `vec` of bytes into a `CmsContentInfo`.
    #[corresponds(SMIME_read_CMS)]
    pub fn smime_read_cms(smime: &[u8]) -> Result<CmsContentInfo, ErrorStack> {
        unsafe {
            let bio = MemBioSlice::new(smime)?;

            let cms = cvt_p(ffi::SMIME_read_CMS(bio.as_ptr(), ptr::null_mut()))?;

            Ok(CmsContentInfo::from_ptr(cms))
        }
    }

    from_der! {
        /// Deserializes a DER-encoded ContentInfo structure.
        #[corresponds(d2i_CMS_ContentInfo)]
        from_der,
        CmsContentInfo,
        ffi::d2i_CMS_ContentInfo
    }

    from_pem! {
        /// Deserializes a PEM-encoded ContentInfo structure.
        #[corresponds(PEM_read_bio_CMS)]
        from_pem,
        CmsContentInfo,
        ffi::PEM_read_bio_CMS
    }

    /// Given a signing cert `signcert`, private key `pkey`, a certificate stack `certs`,
    /// data `data` and flags `flags`, create a CmsContentInfo struct.
    ///
    /// All arguments are optional.
    #[corresponds(CMS_sign)]
    pub fn sign<T>(
        signcert: Option<&X509Ref>,
        pkey: Option<&PKeyRef<T>>,
        certs: Option<&StackRef<X509>>,
        data: Option<&[u8]>,
        flags: CMSOptions,
    ) -> Result<CmsContentInfo, ErrorStack>
    where
        T: HasPrivate,
    {
        unsafe {
            let signcert = signcert.map_or(ptr::null_mut(), |p| p.as_ptr());
            let pkey = pkey.map_or(ptr::null_mut(), |p| p.as_ptr());
            let data_bio = match data {
                Some(data) => Some(MemBioSlice::new(data)?),
                None => None,
            };
            let data_bio_ptr = data_bio.as_ref().map_or(ptr::null_mut(), |p| p.as_ptr());
            let certs = certs.map_or(ptr::null_mut(), |p| p.as_ptr());

            let cms = cvt_p(ffi::CMS_sign(
                signcert,
                pkey,
                certs,
                data_bio_ptr,
                flags.bits(),
            ))?;

            Ok(CmsContentInfo::from_ptr(cms))
        }
    }

    /// Given a certificate stack `certs`, data `data`, cipher `cipher` and flags `flags`,
    /// create a CmsContentInfo struct.
    ///
    /// OpenSSL documentation at [`CMS_encrypt`]
    ///
    /// [`CMS_encrypt`]: https://www.openssl.org/docs/manmaster/man3/CMS_encrypt.html
    #[corresponds(CMS_encrypt)]
    pub fn encrypt(
        certs: &StackRef<X509>,
        data: &[u8],
        cipher: Cipher,
        flags: CMSOptions,
    ) -> Result<CmsContentInfo, ErrorStack> {
        unsafe {
            let data_bio = MemBioSlice::new(data)?;

            let cms = cvt_p(ffi::CMS_encrypt(
                certs.as_ptr(),
                data_bio.as_ptr(),
                cipher.as_ptr(),
                flags.bits(),
            ))?;

            Ok(CmsContentInfo::from_ptr(cms))
        }
    }

    /// Verify this CmsContentInfo's signature,
    /// This will search the 'certs' list for the signing certificate.      
    /// Additional certificates, needed for building the certificate chain, may be
    /// given in 'store' as well as additional CRLs.
    /// A detached signature may be passed in `detached_data`. The signed content
    /// without signature, will be copied into output_data if it is present.
    ///
    #[corresponds(CMS_verify)]
    pub fn verify(
        &mut self,
        certs: Option<&StackRef<X509>>,
        store: Option<&X509StoreRef>,
        detached_data: Option<&[u8]>,
        output_data: Option<&mut Vec<u8>>,
        flags: CMSOptions,
    ) -> Result<(), ErrorStack> {
        unsafe {
            let certs_ptr = certs.map_or(ptr::null_mut(), |p| p.as_ptr());
            let store_ptr = store.map_or(ptr::null_mut(), |p| p.as_ptr());
            let detached_data_bio = match detached_data {
                Some(data) => Some(MemBioSlice::new(data)?),
                None => None,
            };
            let detached_data_bio_ptr = detached_data_bio
                .as_ref()
                .map_or(ptr::null_mut(), |p| p.as_ptr());
            let out_bio = MemBio::new()?;

            cvt(ffi::CMS_verify(
                self.as_ptr(),
                certs_ptr,
                store_ptr,
                detached_data_bio_ptr,
                out_bio.as_ptr(),
                flags.bits(),
            ))?;

            if let Some(data) = output_data {
                data.clear();
                data.extend_from_slice(out_bio.get_buf());
            };

            Ok(())
        }
    }
}

#[cfg(test)]
mod test {
    use super::*;

    use crate::pkcs12::Pkcs12;
    use crate::pkey::PKey;
    use crate::stack::Stack;
    use crate::x509::{
        store::{X509Store, X509StoreBuilder},
        X509,
    };

    #[test]
    fn cms_encrypt_decrypt() {
        #[cfg(ossl300)]
        let _provider = crate::provider::Provider::try_load(None, "legacy", true).unwrap();

        // load cert with public key only
        let pub_cert_bytes = include_bytes!("../test/cms_pubkey.der");
        let pub_cert = X509::from_der(pub_cert_bytes).expect("failed to load pub cert");

        // load cert with private key
        let priv_cert_bytes = include_bytes!("../test/cms.p12");
        let priv_cert = Pkcs12::from_der(priv_cert_bytes).expect("failed to load priv cert");
        let priv_cert = priv_cert
            .parse2("mypass")
            .expect("failed to parse priv cert");

        // encrypt cms message using public key cert
        let input = String::from("My Message");
        let mut cert_stack = Stack::new().expect("failed to create stack");
        cert_stack
            .push(pub_cert)
            .expect("failed to add pub cert to stack");

        let encrypt = CmsContentInfo::encrypt(
            &cert_stack,
            input.as_bytes(),
            Cipher::des_ede3_cbc(),
            CMSOptions::empty(),
        )
        .expect("failed create encrypted cms");

        // decrypt cms message using private key cert (DER)
        {
            let encrypted_der = encrypt.to_der().expect("failed to create der from cms");
            let decrypt =
                CmsContentInfo::from_der(&encrypted_der).expect("failed read cms from der");

            let decrypt_with_cert_check = decrypt
                .decrypt(
                    priv_cert.pkey.as_ref().unwrap(),
                    priv_cert.cert.as_ref().unwrap(),
                )
                .expect("failed to decrypt cms");
            let decrypt_with_cert_check = String::from_utf8(decrypt_with_cert_check)
                .expect("failed to create string from cms content");

            let decrypt_without_cert_check = decrypt
                .decrypt_without_cert_check(priv_cert.pkey.as_ref().unwrap())
                .expect("failed to decrypt cms");
            let decrypt_without_cert_check = String::from_utf8(decrypt_without_cert_check)
                .expect("failed to create string from cms content");

            assert_eq!(input, decrypt_with_cert_check);
            assert_eq!(input, decrypt_without_cert_check);
        }

        // decrypt cms message using private key cert (PEM)
        {
            let encrypted_pem = encrypt.to_pem().expect("failed to create pem from cms");
            let decrypt =
                CmsContentInfo::from_pem(&encrypted_pem).expect("failed read cms from pem");

            let decrypt_with_cert_check = decrypt
                .decrypt(
                    priv_cert.pkey.as_ref().unwrap(),
                    priv_cert.cert.as_ref().unwrap(),
                )
                .expect("failed to decrypt cms");
            let decrypt_with_cert_check = String::from_utf8(decrypt_with_cert_check)
                .expect("failed to create string from cms content");

            let decrypt_without_cert_check = decrypt
                .decrypt_without_cert_check(priv_cert.pkey.as_ref().unwrap())
                .expect("failed to decrypt cms");
            let decrypt_without_cert_check = String::from_utf8(decrypt_without_cert_check)
                .expect("failed to create string from cms content");

            assert_eq!(input, decrypt_with_cert_check);
            assert_eq!(input, decrypt_without_cert_check);
        }
    }

    fn cms_sign_verify_generic_helper(is_detached: bool) {
        // load cert with private key
        let cert_bytes = include_bytes!("../test/cert.pem");
        let cert = X509::from_pem(cert_bytes).expect("failed to load cert.pem");

        let key_bytes = include_bytes!("../test/key.pem");
        let key = PKey::private_key_from_pem(key_bytes).expect("failed to load key.pem");

        let root_bytes = include_bytes!("../test/root-ca.pem");
        let root = X509::from_pem(root_bytes).expect("failed to load root-ca.pem");

        // sign cms message using public key cert
        let data = b"Hello world!";

        let (opt, ext_data): (CMSOptions, Option<&[u8]>) = if is_detached {
            (CMSOptions::DETACHED | CMSOptions::BINARY, Some(data))
        } else {
            (CMSOptions::empty(), None)
        };

        let mut cms = CmsContentInfo::sign(Some(&cert), Some(&key), None, Some(data), opt)
            .expect("failed to CMS sign a message");

        // check CMS signature length
        let pem_cms = cms
            .to_pem()
            .expect("failed to pack CmsContentInfo into PEM");
        assert!(!pem_cms.is_empty());

        // verify CMS signature
        let mut builder = X509StoreBuilder::new().expect("failed to create X509StoreBuilder");
        builder
            .add_cert(root)
            .expect("failed to add root-ca into X509StoreBuilder");
        let store: X509Store = builder.build();
        let mut out_data: Vec<u8> = Vec::new();
        let res = cms.verify(
            None,
            Some(&store),
            ext_data,
            Some(&mut out_data),
            CMSOptions::empty(),
        );

        // check verification result -  valid signature
        res.unwrap();
        assert_eq!(data.to_vec(), out_data);
    }

    #[test]
    fn cms_sign_verify_ok() {
        cms_sign_verify_generic_helper(false);
    }

    #[test]
    fn cms_sign_verify_detached_ok() {
        cms_sign_verify_generic_helper(true);
    }

    #[test]
    fn cms_sign_verify_error() {
        #[cfg(ossl300)]
        let _provider = crate::provider::Provider::try_load(None, "legacy", true).unwrap();

        // load cert with private key
        let priv_cert_bytes = include_bytes!("../test/cms.p12");
        let priv_cert = Pkcs12::from_der(priv_cert_bytes).expect("failed to load priv cert");
        let priv_cert = priv_cert
            .parse2("mypass")
            .expect("failed to parse priv cert");

        // sign cms message using public key cert
        let data = b"Hello world!";
        let mut cms = CmsContentInfo::sign(
            Some(&priv_cert.cert.unwrap()),
            Some(&priv_cert.pkey.unwrap()),
            None,
            Some(data),
            CMSOptions::empty(),
        )
        .expect("failed to CMS sign a message");

        // check CMS signature length
        let pem_cms = cms
            .to_pem()
            .expect("failed to pack CmsContentInfo into PEM");
        assert!(!pem_cms.is_empty());

        let empty_store = X509StoreBuilder::new()
            .expect("failed to create X509StoreBuilder")
            .build();

        // verify CMS signature
        let res = cms.verify(
            None,
            Some(&empty_store),
            Some(data),
            None,
            CMSOptions::empty(),
        );

        // check verification result - this is an invalid signature
        // defined in openssl crypto/cms/cms.h
        const CMS_R_CERTIFICATE_VERIFY_ERROR: i32 = 100;
        match res {
            Err(es) => {
                let error_array = es.errors();
                assert_eq!(1, error_array.len());
                let code = error_array[0].code();
                assert_eq!(ffi::ERR_GET_REASON(code), CMS_R_CERTIFICATE_VERIFY_ERROR);
            }
            _ => panic!("expected CMS verification error, got Ok()"),
        }
    }
}