smime: Pass PKCS#7 envelopedData to node_decrypt_and_verify
[notmuch] / test / T356-protected-headers.sh
1 #!/usr/bin/env bash
2
3 test_description='Message decryption with protected headers'
4 . $(dirname "$0")/test-lib.sh || exit 1
5
6 ##################################################
7
8 test_require_external_prereq gpgsm
9
10 add_gnupg_home
11 add_gpgsm_home
12
13 add_email_corpus protected-headers
14
15 test_begin_subtest "verify protected header is not visible without decryption"
16 output=$(notmuch show --format=json id:protected-header@crypto.notmuchmail.org)
17 test_json_nodes <<<"$output" \
18                 'no_crypto_info:[0][0][0]["crypto"]={}' \
19                 'subject:[0][0][0]["headers"]["Subject"]="Subject Unavailable"'
20
21 test_begin_subtest "verify protected header is visible with decryption"
22 output=$(notmuch show --decrypt=true --format=json id:protected-header@crypto.notmuchmail.org)
23 test_json_nodes <<<"$output" \
24                 'crypto:[0][0][0]["crypto"]={"decrypted": {"status": "full", "header-mask": {"Subject": "Subject Unavailable"}}}' \
25                 'subject:[0][0][0]["headers"]["Subject"]="This is a protected header"'
26
27 test_begin_subtest "when no external header is present, show masked subject as null"
28 output=$(notmuch show --decrypt=true --format=json id:subjectless-protected-header@crypto.notmuchmail.org)
29 test_json_nodes <<<"$output" \
30                 'crypto:[0][0][0]["crypto"]={"decrypted": {"status": "full", "header-mask": {"Subject": null}}}' \
31                 'subject:[0][0][0]["headers"]["Subject"]="This is a protected header"'
32
33 test_begin_subtest "misplaced protected headers should not be made visible during decryption"
34 output=$(notmuch show --decrypt=true --format=json id:misplaced-protected-header@crypto.notmuchmail.org)
35 test_json_nodes <<<"$output" \
36                 'crypto:[0][0][0]["crypto"]={"decrypted": {"status": "full"}}' \
37                 'subject:[0][0][0]["headers"]["Subject"]="Subject Unavailable"'
38
39 test_begin_subtest "verify double-wrapped phony protected header is not visible when inner decryption fails"
40 output=$(notmuch show --decrypt=true --format=json id:double-wrapped-with-phony-protected-header@crypto.notmuchmail.org)
41 test_json_nodes <<<"$output" \
42                 'crypto:[0][0][0]["crypto"]={"decrypted": {"status": "full"}}' \
43                 'subject:[0][0][0]["headers"]["Subject"]="Subject Unavailable"'
44
45 test_begin_subtest "cleartext phony protected headers should not be made visible when decryption fails"
46 output=$(notmuch show --decrypt=true --format=json id:phony-protected-header-bad-encryption@crypto.notmuchmail.org)
47 test_json_nodes <<<"$output" \
48                 'no_crypto_info:[0][0][0]["crypto"]={}' \
49                 'subject:[0][0][0]["headers"]["Subject"]="Subject Unavailable"'
50
51 test_begin_subtest "wrapped protected headers should not be made visible during decryption"
52 output=$(notmuch show --decrypt=true --format=json id:wrapped-protected-header@crypto.notmuchmail.org)
53 test_json_nodes <<<"$output" \
54                 'crypto:[0][0][0]["crypto"]={"decrypted": {"status": "partial"}}' \
55                 'subject:[0][0][0]["headers"]["Subject"]="[mailing-list] Subject Unavailable"'
56
57 test_begin_subtest "internal headers without protected-header attribute should be skipped"
58 output=$(notmuch show --decrypt=true --format=json id:no-protected-header-attribute@crypto.notmuchmail.org)
59 test_json_nodes <<<"$output" \
60                 'crypto:[0][0][0]["crypto"]={"decrypted": {"status": "full"}}' \
61                 'subject:[0][0][0]["headers"]["Subject"]="Subject Unavailable"'
62
63 test_begin_subtest "verify nested message/rfc822 protected header is visible"
64 output=$(notmuch show --decrypt=true --format=json id:nested-rfc822-message@crypto.notmuchmail.org)
65 test_json_nodes <<<"$output" \
66                 'crypto:[0][0][0]["crypto"]={"decrypted": {"status": "full", "header-mask": {"Subject": "Subject Unavailable"}}}' \
67                 'subject:[0][0][0]["headers"]["Subject"]="This is a message using draft-melnikov-smime-header-signing"'
68
69 test_begin_subtest "show cryptographic envelope on signed mail"
70 output=$(notmuch show --verify --format=json id:simple-signed-mail@crypto.notmuchmail.org)
71 test_json_nodes <<<"$output" \
72                 'crypto:[0][0][0]["crypto"]={"signed": {"status": [{"created": 1525609971, "fingerprint": "'$FINGERPRINT'", "userid": "'"$SELF_USERID"'", "status": "good"}]}}'
73
74 test_begin_subtest "verify signed protected header"
75 output=$(notmuch show --verify --format=json id:signed-protected-header@crypto.notmuchmail.org)
76 test_json_nodes <<<"$output" \
77                 'crypto:[0][0][0]["crypto"]={"signed": {"status": [{"created": 1525350527, "fingerprint": "'$FINGERPRINT'", "userid": "'"$SELF_USERID"'", "status": "good"}], "headers": ["Subject"]}}'
78
79 test_begin_subtest "protected subject does not leak by default in replies"
80 output=$(notmuch reply --decrypt=true --format=json id:protected-header@crypto.notmuchmail.org)
81 test_json_nodes <<<"$output" \
82                 'crypto:["original"]["crypto"]={"decrypted": {"status": "full", "header-mask": {"Subject": "Subject Unavailable"}}}' \
83                 'subject:["original"]["headers"]["Subject"]="This is a protected header"' \
84                 'reply-subject:["reply-headers"]["Subject"]="Re: Subject Unavailable"'
85
86 test_begin_subtest "protected subject is not indexed by default"
87 output=$(notmuch search --output=messages 'subject:"This is a protected header"')
88 test_expect_equal "$output" ''
89
90 test_begin_subtest "reindex message with protected header"
91 test_expect_success 'notmuch reindex --decrypt=true id:protected-header@crypto.notmuchmail.org'
92
93 test_begin_subtest "protected subject is indexed when cleartext is indexed"
94 output=$(notmuch search --output=messages 'subject:"This is a protected header"')
95 test_expect_equal "$output" 'id:protected-header@crypto.notmuchmail.org'
96
97 test_begin_subtest "indexed protected subject is visible in search"
98 output=$(notmuch search --format=json 'id:protected-header@crypto.notmuchmail.org')
99 test_json_nodes <<<"$output" \
100                 'subject:[0]["subject"]="This is a protected header"'
101
102 test_begin_subtest "indexed protected subject is not visible in reply header"
103 output=$(notmuch reply --format=json 'id:protected-header@crypto.notmuchmail.org')
104 test_json_nodes <<<"$output" \
105                 'subject:["original"]["headers"]["Subject"]="This is a protected header"' \
106                 'reply-subject:["reply-headers"]["Subject"]="Re: Subject Unavailable"'
107
108 test_begin_subtest "verify correct protected header when submessage exists"
109 output=$(notmuch show --decrypt=true --format=json id:encrypted-message-with-forwarded-attachment@crypto.notmuchmail.org)
110 test_json_nodes <<<"$output" \
111                 'crypto:[0][0][0]["crypto"]={"decrypted": {"status": "full", "header-mask": {"Subject": "Subject Unavailable"}}}' \
112                 'subject:[0][0][0]["headers"]["Subject"]="This is the cryptographic envelope subject"'
113
114 test_begin_subtest "verify protected header is both signed and encrypted"
115 output=$(notmuch show --decrypt=true --format=json id:encrypted-signed@crypto.notmuchmail.org)
116 test_json_nodes <<<"$output" \
117                 'crypto:[0][0][0]["crypto"]={
118                    "signed":{"status": [{"status": "good", "fingerprint": "'$FINGERPRINT'", "userid": "'"$SELF_USERID"'", "created": 1525812676}],
119                    "encrypted": true, "headers": ["Subject"]},"decrypted": {"status": "full", "header-mask": {"Subject": "Subject Unavailable"}}}' \
120                 'subject:[0][0][0]["headers"]["Subject"]="Rhinoceros dinner"'
121
122 test_begin_subtest "verify protected header is signed even when not masked"
123 output=$(notmuch show --decrypt=true --format=json id:encrypted-signed-not-masked@crypto.notmuchmail.org)
124 test_json_nodes <<<"$output" \
125                 'crypto:[0][0][0]["crypto"]={
126                    "signed":{"status": [{"status": "good", "fingerprint": "'$FINGERPRINT'", "userid": "'"$SELF_USERID"'", "created": 1525812676}],
127                    "encrypted": true, "headers": ["Subject"]},"decrypted": {"status": "full"}}' \
128                 'subject:[0][0][0]["headers"]["Subject"]="Rhinoceros dinner"'
129
130 test_begin_subtest "reindex everything, ensure headers are as expected"
131 notmuch reindex --decrypt=true from:test_suite@notmuchmail.org
132 output=$(notmuch search --output=messages 'subject:"protected header" or subject:"Rhinoceros" or subject:"draft-melnikov-smime-header-signing" or subject:"valid"' | sort)
133 test_expect_equal "$output" 'id:encrypted-signed-not-masked@crypto.notmuchmail.org
134 id:encrypted-signed@crypto.notmuchmail.org
135 id:nested-rfc822-message@crypto.notmuchmail.org
136 id:protected-header@crypto.notmuchmail.org
137 id:subjectless-protected-header@crypto.notmuchmail.org'
138
139 test_begin_subtest "when rendering protected headers, avoid rendering legacy-display part"
140 output=$(notmuch show --format=json id:protected-with-legacy-display@crypto.notmuchmail.org)
141 test_json_nodes <<<"$output" \
142                 'subject:[0][0][0]["headers"]["Subject"]="Interrupting Cow"' \
143                 'no_legacy_display:[0][0][0]["body"][0]["content"][1]["content-type"]="text/plain"'
144
145 test_begin_subtest "when replying, avoid rendering legacy-display part"
146 output=$(notmuch reply --format=json id:protected-with-legacy-display@crypto.notmuchmail.org)
147 test_json_nodes <<<"$output" \
148                 'no_legacy_display:["original"]["body"][0]["content"][1]["content-type"]="text/plain"'
149
150 test_begin_subtest "do not treat legacy-display part as body when indexing"
151 output=$(notmuch search --output=messages body:interrupting)
152 test_expect_equal "$output" ''
153
154 test_begin_subtest "identify message that had a legacy display part skipped during indexing"
155 output=$(notmuch search --output=messages property:index.repaired=skip-protected-headers-legacy-display)
156 test_expect_equal "$output" id:protected-with-legacy-display@crypto.notmuchmail.org
157
158 for variant in multipart-signed onepart-signed; do
159     test_begin_subtest "verify signed PKCS#7 subject ($variant)"
160     output=$(notmuch show --verify --format=json "id:smime-${variant}@protected-headers.example")
161     test_json_nodes <<<"$output" \
162                     'signed_subject:[0][0][0]["crypto"]["signed"]["headers"]=["Subject"]' \
163                     'sig_good:[0][0][0]["crypto"]["signed"]["status"][0]["status"]="good"' \
164                     'sig_fpr:[0][0][0]["crypto"]["signed"]["status"][0]["fingerprint"]="702BA4B157F1E2B7D16B0C6A5FFC8A7DE2057DEB"' \
165                     'not_encrypted:[0][0][0]["crypto"]!"decrypted"'
166     test_begin_subtest "verify signed PKCS#7 subject ($variant) signer User ID"
167     if [ $NOTMUCH_GMIME_X509_CERT_VALIDITY -ne 1 ]; then
168         test_subtest_known_broken
169     fi
170     test_json_nodes <<<"$output" \
171                     'sig_uid:[0][0][0]["crypto"]["signed"]["status"][0]["userid"]="CN=Alice Lovelace"'
172 done
173
174 for variant in sign+enc sign+enc+legacy-disp; do
175     test_begin_subtest "confirm signed and encrypted PKCS#7 subject ($variant)"
176     output=$(notmuch show --decrypt=true --format=json "id:smime-${variant}@protected-headers.example")
177     test_json_nodes <<<"$output" \
178                     'signed_subject:[0][0][0]["crypto"]["signed"]["headers"]=["Subject"]' \
179                     'sig_good:[0][0][0]["crypto"]["signed"]["status"][0]["status"]="good"' \
180                     'sig_fpr:[0][0][0]["crypto"]["signed"]["status"][0]["fingerprint"]="702BA4B157F1E2B7D16B0C6A5FFC8A7DE2057DEB"' \
181                     'encrypted:[0][0][0]["crypto"]["decrypted"]={"status":"full","header-mask":{"Subject":"..."}}'
182     test_begin_subtest "confirm signed and encrypted PKCS#7 subject ($variant) signer User ID"
183     if [ $NOTMUCH_GMIME_X509_CERT_VALIDITY -ne 1 ]; then
184         test_subtest_known_broken
185     fi
186     test_json_nodes <<<"$output" \
187                     'sig_uid:[0][0][0]["crypto"]["signed"]["status"][0]["userid"]="CN=Alice Lovelace"'
188
189 done
190
191 test_begin_subtest "confirm encryption-protected PKCS#7 subject (enc+legacy-disp)"
192 output=$(notmuch show --decrypt=true --format=json "id:smime-enc+legacy-disp@protected-headers.example")
193 test_json_nodes <<<"$output" \
194                 'encrypted:[0][0][0]["crypto"]["decrypted"]={"status":"full","header-mask":{"Subject":"..."}}' \
195                 'no_sig:[0][0][0]["crypto"]!"signed"'
196
197
198 # TODO: test that a part that looks like a legacy-display in
199 # multipart/signed, but not encrypted, is indexed and not stripped.
200
201 # TODO: test that a legacy-display in a decrypted subpart (not in the
202 # cryptographic payload) is indexed and not stripped.
203
204 # TODO: test that a legacy-display inside multiple MIME layers that
205 # include an encryption layer (e.g. multipart/encrypted around
206 # multipart/signed) is stripped and not indexed.
207
208 test_done