[CMS] Test decryption of a ciphertext encrypted from 1.1.1

[openssl.git] / test / recipes / 80-test_cms.t

diff --git a/test/recipes/80-test_cms.t b/test/recipes/80-test_cms.t
index d0ee2da6c0404451f142d63b9cd853746eba186f..fd66557616904d9a434b234a2dc0583951a1c4e5 100644 (file)
--- a/test/recipes/80-test_cms.t
+++ b/test/recipes/80-test_cms.t
@@ -21,160 +21,181 @@ setup("test_cms");
 plan skip_all => "CMS is not supported by this OpenSSL build"
     if disabled("cms");
 
 plan skip_all => "CMS is not supported by this OpenSSL build"
     if disabled("cms");
 

+my $datadir = srctop_dir("test", "recipes", "80-test_cms_data");

 my $smdir    = srctop_dir("test", "smime-certs");
 my $smcont   = srctop_file("test", "smcont.txt");
 my ($no_des, $no_dh, $no_dsa, $no_ec, $no_ec2m, $no_rc2, $no_zlib)
     = disabled qw/des dh dsa ec ec2m rc2 zlib/;
 
 my $smdir    = srctop_dir("test", "smime-certs");
 my $smcont   = srctop_file("test", "smcont.txt");
 my ($no_des, $no_dh, $no_dsa, $no_ec, $no_ec2m, $no_rc2, $no_zlib)
     = disabled qw/des dh dsa ec ec2m rc2 zlib/;
 

-plan tests => 4;
+plan tests => 7;

 
 my @smime_pkcs7_tests = (
 
     [ "signed content DER format, RSA key",
 
 my @smime_pkcs7_tests = (
 
     [ "signed content DER format, RSA key",

-      [ "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
-       "-certfile", catfile($smdir, "smroot.pem"),
-       "-signer", catfile($smdir, "smrsa1.pem"), "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
+        "-certfile", catfile($smdir, "smroot.pem"),
+        "-signer", catfile($smdir, "smrsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed detached content DER format, RSA key",
     ],
 
     [ "signed detached content DER format, RSA key",

-      [ "-sign", "-in", $smcont, "-outform", "DER",
-       "-signer", catfile($smdir, "smrsa1.pem"), "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt",
-       "-content", $smcont ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER",
+        "-signer", catfile($smdir, "smrsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt",
+        "-content", $smcont ],
+      \&final_compare

     ],
 
     [ "signed content test streaming BER format, RSA",
     ],
 
     [ "signed content test streaming BER format, RSA",

-      [ "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
-       "-stream",
-       "-signer", catfile($smdir, "smrsa1.pem"), "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
+        "-stream",
+        "-signer", catfile($smdir, "smrsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content DER format, DSA key",
     ],
 
     [ "signed content DER format, DSA key",

-      [ "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
-       "-signer", catfile($smdir, "smdsa1.pem"), "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
+        "-signer", catfile($smdir, "smdsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed detached content DER format, DSA key",
     ],
 
     [ "signed detached content DER format, DSA key",

-      [ "-sign", "-in", $smcont, "-outform", "DER",
-       "-signer", catfile($smdir, "smdsa1.pem"), "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt",
-       "-content", $smcont ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER",
+        "-signer", catfile($smdir, "smdsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt",
+        "-content", $smcont ],
+      \&final_compare

     ],
 
     [ "signed detached content DER format, add RSA signer (with DSA existing)",
     ],
 
     [ "signed detached content DER format, add RSA signer (with DSA existing)",

-      [ "-resign", "-inform", "DER", "-in", "test.cms", "-outform", "DER",
-       "-signer", catfile($smdir, "smrsa1.pem"), "-out", "test2.cms" ],
-      [ "-verify", "-in", "test2.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt",
-       "-content", $smcont ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER",
+        "-signer", catfile($smdir, "smdsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd1}", "-resign", "-in", "{output}.cms", "-inform", "DER", "-outform", "DER",
+        "-signer", catfile($smdir, "smrsa1.pem"), "-out", "{output}2.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}2.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt",
+        "-content", $smcont ],
+      \&final_compare

     ],
 
     [ "signed content test streaming BER format, DSA key",
     ],
 
     [ "signed content test streaming BER format, DSA key",

-      [ "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
-       "-stream",
-       "-signer", catfile($smdir, "smdsa1.pem"), "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER",
+        "-nodetach", "-stream",
+        "-signer", catfile($smdir, "smdsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content test streaming BER format, 2 DSA and 2 RSA keys",
     ],
 
     [ "signed content test streaming BER format, 2 DSA and 2 RSA keys",

-      [ "-sign", "-in", $smcont, "-outform", "DER", "-nodetach",
-       "-signer", catfile($smdir, "smrsa1.pem"),
-       "-signer", catfile($smdir, "smrsa2.pem"),
-       "-signer", catfile($smdir, "smdsa1.pem"),
-       "-signer", catfile($smdir, "smdsa2.pem"),
-       "-stream", "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER",
+        "-nodetach", "-stream",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-signer", catfile($smdir, "smrsa2.pem"),
+        "-signer", catfile($smdir, "smdsa1.pem"),
+        "-signer", catfile($smdir, "smdsa2.pem"),
+        "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content test streaming BER format, 2 DSA and 2 RSA keys, no attributes",
     ],
 
     [ "signed content test streaming BER format, 2 DSA and 2 RSA keys, no attributes",

-      [ "-sign", "-in", $smcont, "-outform", "DER", "-noattr", "-nodetach",
-       "-signer", catfile($smdir, "smrsa1.pem"),
-       "-signer", catfile($smdir, "smrsa2.pem"),
-       "-signer", catfile($smdir, "smdsa1.pem"),
-       "-signer", catfile($smdir, "smdsa2.pem"),
-       "-stream", "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER",
+        "-noattr", "-nodetach", "-stream",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-signer", catfile($smdir, "smrsa2.pem"),
+        "-signer", catfile($smdir, "smdsa1.pem"),
+        "-signer", catfile($smdir, "smdsa2.pem"),
+        "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content S/MIME format, RSA key SHA1",
     ],
 
     [ "signed content S/MIME format, RSA key SHA1",

-      [ "-sign", "-in", $smcont, "-md", "sha1",
-       "-certfile", catfile($smdir, "smroot.pem"),
-       "-signer", catfile($smdir, "smrsa1.pem"), "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-md", "sha1",
+        "-certfile", catfile($smdir, "smroot.pem"),
+        "-signer", catfile($smdir, "smrsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content test streaming S/MIME format, 2 DSA and 2 RSA keys",
     ],
 
     [ "signed content test streaming S/MIME format, 2 DSA and 2 RSA keys",

-      [ "-sign", "-in", $smcont, "-nodetach",
-       "-signer", catfile($smdir, "smrsa1.pem"),
-       "-signer", catfile($smdir, "smrsa2.pem"),
-       "-signer", catfile($smdir, "smdsa1.pem"),
-       "-signer", catfile($smdir, "smdsa2.pem"),
-       "-stream", "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-nodetach",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-signer", catfile($smdir, "smrsa2.pem"),
+        "-signer", catfile($smdir, "smdsa1.pem"),
+        "-signer", catfile($smdir, "smdsa2.pem"),
+        "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content test streaming multipart S/MIME format, 2 DSA and 2 RSA keys",
     ],
 
     [ "signed content test streaming multipart S/MIME format, 2 DSA and 2 RSA keys",

-      [ "-sign", "-in", $smcont,
-       "-signer", catfile($smdir, "smrsa1.pem"),
-       "-signer", catfile($smdir, "smrsa2.pem"),
-       "-signer", catfile($smdir, "smdsa1.pem"),
-       "-signer", catfile($smdir, "smdsa2.pem"),
-       "-stream", "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont,
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-signer", catfile($smdir, "smrsa2.pem"),
+        "-signer", catfile($smdir, "smdsa1.pem"),
+        "-signer", catfile($smdir, "smdsa2.pem"),
+        "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, DES, 3 recipients",
     ],
 
     [ "enveloped content test streaming S/MIME format, DES, 3 recipients",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       catfile($smdir, "smrsa1.pem"),
-       catfile($smdir, "smrsa2.pem"),
-       catfile($smdir, "smrsa3.pem") ],
-      [ "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        catfile($smdir, "smrsa1.pem"),
+        catfile($smdir, "smrsa2.pem"),
+        catfile($smdir, "smrsa3.pem") ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, DES, 3 recipients, 3rd used",
     ],
 
     [ "enveloped content test streaming S/MIME format, DES, 3 recipients, 3rd used",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       catfile($smdir, "smrsa1.pem"),
-       catfile($smdir, "smrsa2.pem"),
-       catfile($smdir, "smrsa3.pem") ],
-      [ "-decrypt", "-recip", catfile($smdir, "smrsa3.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        catfile($smdir, "smrsa1.pem"),
+        catfile($smdir, "smrsa2.pem"),
+        catfile($smdir, "smrsa3.pem") ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smrsa3.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, DES, 3 recipients, key only used",
     ],
 
     [ "enveloped content test streaming S/MIME format, DES, 3 recipients, key only used",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       catfile($smdir, "smrsa1.pem"),
-       catfile($smdir, "smrsa2.pem"),
-       catfile($smdir, "smrsa3.pem") ],
-      [ "-decrypt", "-inkey", catfile($smdir, "smrsa3.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        catfile($smdir, "smrsa1.pem"),
+        catfile($smdir, "smrsa2.pem"),
+        catfile($smdir, "smrsa3.pem") ],
+      [ "{cmd2}", "-decrypt", "-inkey", catfile($smdir, "smrsa3.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, AES-256 cipher, 3 recipients",
     ],
 
     [ "enveloped content test streaming S/MIME format, AES-256 cipher, 3 recipients",

-      [ "-encrypt", "-in", $smcont,
-       "-aes256", "-stream", "-out", "test.cms",
-       catfile($smdir, "smrsa1.pem"),
-       catfile($smdir, "smrsa2.pem"),
-       catfile($smdir, "smrsa3.pem") ],
-      [ "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-aes256", "-stream", "-out", "{output}.cms",
+        catfile($smdir, "smrsa1.pem"),
+        catfile($smdir, "smrsa2.pem"),
+        catfile($smdir, "smrsa3.pem") ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
 );
     ],
 
 );


@@ -182,109 +203,154 @@ my @smime_pkcs7_tests = (
 my @smime_cms_tests = (
 
     [ "signed content test streaming BER format, 2 DSA and 2 RSA keys, keyid",
 my @smime_cms_tests = (
 
     [ "signed content test streaming BER format, 2 DSA and 2 RSA keys, keyid",

-      [ "-sign", "-in", $smcont, "-outform", "DER", "-nodetach", "-keyid",
-       "-signer", catfile($smdir, "smrsa1.pem"),
-       "-signer", catfile($smdir, "smrsa2.pem"),
-       "-signer", catfile($smdir, "smdsa1.pem"),
-       "-signer", catfile($smdir, "smdsa2.pem"),
-       "-stream", "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "DER",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "DER",
+        "-nodetach", "-keyid",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-signer", catfile($smdir, "smrsa2.pem"),
+        "-signer", catfile($smdir, "smdsa1.pem"),
+        "-signer", catfile($smdir, "smdsa2.pem"),
+        "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content test streaming PEM format, 2 DSA and 2 RSA keys",
     ],
 
     [ "signed content test streaming PEM format, 2 DSA and 2 RSA keys",

-      [ "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
-       "-signer", catfile($smdir, "smrsa1.pem"),
-       "-signer", catfile($smdir, "smrsa2.pem"),
-       "-signer", catfile($smdir, "smdsa1.pem"),
-       "-signer", catfile($smdir, "smdsa2.pem"),
-       "-stream", "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "PEM",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-signer", catfile($smdir, "smrsa2.pem"),
+        "-signer", catfile($smdir, "smdsa1.pem"),
+        "-signer", catfile($smdir, "smdsa2.pem"),
+        "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "PEM",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content MIME format, RSA key, signed receipt request",
     ],
 
     [ "signed content MIME format, RSA key, signed receipt request",

-      [ "-sign", "-in", $smcont, "-signer", catfile($smdir, "smrsa1.pem"), "-nodetach",
-       "-receipt_request_to", "test\@openssl.org", "-receipt_request_all",
-       "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-nodetach",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-receipt_request_to", "test\@openssl.org", "-receipt_request_all",
+        "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed receipt MIME format, RSA key",
     ],
 
     [ "signed receipt MIME format, RSA key",

-      [ "-sign_receipt", "-in", "test.cms",
-       "-signer", catfile($smdir, "smrsa2.pem"),
-       "-out", "test2.cms" ],
-      [ "-verify_receipt", "test2.cms", "-in", "test.cms",
-       "-CAfile", catfile($smdir, "smroot.pem") ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-nodetach",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-receipt_request_to", "test\@openssl.org", "-receipt_request_all",
+        "-out", "{output}.cms" ],
+      [ "{cmd1}", "-sign_receipt", "-in", "{output}.cms",
+        "-signer", catfile($smdir, "smrsa2.pem"), "-out", "{output}2.cms" ],
+      [ "{cmd2}", "-verify_receipt", "{output}2.cms", "-in", "{output}.cms",
+        "-CAfile", catfile($smdir, "smroot.pem") ]
+    ],
+
+    [ "signed content DER format, RSA key, CAdES-BES compatible",
+      [ "{cmd1}", "-sign", "-cades", "-in", $smcont, "-outform", "DER",
+        "-nodetach",
+        "-certfile", catfile($smdir, "smroot.pem"),
+        "-signer", catfile($smdir, "smrsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare
+    ],
+
+    [ "signed content DER format, RSA key, SHA256 md, CAdES-BES compatible",
+      [ "{cmd1}", "-sign", "-cades", "-md", "sha256", "-in", $smcont,
+        "-outform", "DER", "-nodetach",
+        "-certfile", catfile($smdir, "smroot.pem"),
+        "-signer", catfile($smdir, "smrsa1.pem"), "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, DES, 3 recipients, keyid",
     ],
 
     [ "enveloped content test streaming S/MIME format, DES, 3 recipients, keyid",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms", "-keyid",
-       catfile($smdir, "smrsa1.pem"),
-       catfile($smdir, "smrsa2.pem"),
-       catfile($smdir, "smrsa3.pem") ],
-      [ "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms", "-keyid",
+        catfile($smdir, "smrsa1.pem"),
+        catfile($smdir, "smrsa2.pem"),
+        catfile($smdir, "smrsa3.pem") ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming PEM format, KEK",
     ],
 
     [ "enveloped content test streaming PEM format, KEK",

-      [ "-encrypt", "-in", $smcont, "-outform", "PEM", "-aes128",
-       "-stream", "-out", "test.cms",
-       "-secretkey", "000102030405060708090A0B0C0D0E0F",
-       "-secretkeyid", "C0FEE0" ],
-      [ "-decrypt", "-in", "test.cms", "-out", "smtst.txt", "-inform", "PEM",
-       "-secretkey", "000102030405060708090A0B0C0D0E0F",
-       "-secretkeyid", "C0FEE0" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont, "-outform", "PEM", "-aes128",
+        "-stream", "-out", "{output}.cms",
+        "-secretkey", "000102030405060708090A0B0C0D0E0F",
+        "-secretkeyid", "C0FEE0" ],
+      [ "{cmd2}", "-decrypt", "-in", "{output}.cms", "-out", "{output}.txt",
+        "-inform", "PEM",
+        "-secretkey", "000102030405060708090A0B0C0D0E0F",
+        "-secretkeyid", "C0FEE0" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming PEM format, KEK, key only",
     ],
 
     [ "enveloped content test streaming PEM format, KEK, key only",

-      [ "-encrypt", "-in", $smcont, "-outform", "PEM", "-aes128",
-       "-stream", "-out", "test.cms",
-       "-secretkey", "000102030405060708090A0B0C0D0E0F",
-       "-secretkeyid", "C0FEE0" ],
-      [ "-decrypt", "-in", "test.cms", "-out", "smtst.txt", "-inform", "PEM",
-       "-secretkey", "000102030405060708090A0B0C0D0E0F" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont, "-outform", "PEM", "-aes128",
+        "-stream", "-out", "{output}.cms",
+        "-secretkey", "000102030405060708090A0B0C0D0E0F",
+        "-secretkeyid", "C0FEE0" ],
+      [ "{cmd2}", "-decrypt", "-in", "{output}.cms", "-out", "{output}.txt",
+        "-inform", "PEM",
+        "-secretkey", "000102030405060708090A0B0C0D0E0F" ],
+      \&final_compare

     ],
 
     [ "data content test streaming PEM format",
     ],
 
     [ "data content test streaming PEM format",

-      [ "-data_create", "-in", $smcont, "-outform", "PEM", "-nodetach",
-       "-stream", "-out", "test.cms" ],
-      [ "-data_out", "-in", "test.cms", "-inform", "PEM", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-data_create", "-in", $smcont, "-outform", "PEM",
+        "-nodetach", "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-data_out", "-in", "{output}.cms", "-inform", "PEM",
+        "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "encrypted content test streaming PEM format, 128 bit RC2 key",
     ],
 
     [ "encrypted content test streaming PEM format, 128 bit RC2 key",

-      [ "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
-       "-rc2", "-secretkey", "000102030405060708090A0B0C0D0E0F",
-       "-stream", "-out", "test.cms" ],
-      [ "-EncryptedData_decrypt", "-in", "test.cms", "-inform", "PEM",
-       "-secretkey", "000102030405060708090A0B0C0D0E0F", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
+        "-rc2", "-secretkey", "000102030405060708090A0B0C0D0E0F",
+        "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-EncryptedData_decrypt", "-in", "{output}.cms",
+        "-inform", "PEM",
+        "-secretkey", "000102030405060708090A0B0C0D0E0F",
+        "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "encrypted content test streaming PEM format, 40 bit RC2 key",
     ],
 
     [ "encrypted content test streaming PEM format, 40 bit RC2 key",

-      [ "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
-       "-rc2", "-secretkey", "0001020304",
-       "-stream", "-out", "test.cms" ],
-      [ "-EncryptedData_decrypt", "-in", "test.cms", "-inform", "PEM",
-       "-secretkey", "0001020304", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
+        "-rc2", "-secretkey", "0001020304",
+        "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-EncryptedData_decrypt", "-in", "{output}.cms",
+        "-inform", "PEM",
+        "-secretkey", "0001020304", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "encrypted content test streaming PEM format, triple DES key",
     ],
 
     [ "encrypted content test streaming PEM format, triple DES key",

-      [ "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
-       "-des3", "-secretkey", "000102030405060708090A0B0C0D0E0F1011121314151617",
-       "-stream", "-out", "test.cms" ],
-      [ "-EncryptedData_decrypt", "-in", "test.cms", "-inform", "PEM",
-       "-secretkey", "000102030405060708090A0B0C0D0E0F1011121314151617",
-       "-out", "smtst.txt" ]
+      [ "{cmd1}", "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
+        "-des3", "-secretkey", "000102030405060708090A0B0C0D0E0F1011121314151617",
+        "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-EncryptedData_decrypt", "-in", "{output}.cms",
+        "-inform", "PEM",
+        "-secretkey", "000102030405060708090A0B0C0D0E0F1011121314151617",
+        "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "encrypted content test streaming PEM format, 128 bit AES key",
     ],
 
     [ "encrypted content test streaming PEM format, 128 bit AES key",

-      [ "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
-       "-aes128", "-secretkey", "000102030405060708090A0B0C0D0E0F",
-       "-stream", "-out", "test.cms" ],
-      [ "-EncryptedData_decrypt", "-in", "test.cms", "-inform", "PEM",
-       "-secretkey", "000102030405060708090A0B0C0D0E0F", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-EncryptedData_encrypt", "-in", $smcont, "-outform", "PEM",
+        "-aes128", "-secretkey", "000102030405060708090A0B0C0D0E0F",
+        "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-EncryptedData_decrypt", "-in", "{output}.cms",
+        "-inform", "PEM",
+        "-secretkey", "000102030405060708090A0B0C0D0E0F",
+        "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
 );
     ],
 
 );


@@ -292,202 +358,296 @@ my @smime_cms_tests = (
 my @smime_cms_comp_tests = (
 
     [ "compressed content test streaming PEM format",
 my @smime_cms_comp_tests = (
 
     [ "compressed content test streaming PEM format",

-      [ "-compress", "-in", $smcont, "-outform", "PEM", "-nodetach",
-       "-stream", "-out", "test.cms" ],
-      [ "-uncompress", "-in", "test.cms", "-inform", "PEM", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-compress", "-in", $smcont, "-outform", "PEM", "-nodetach",
+        "-stream", "-out", "{output}.cms" ],
+      [ "{cmd2}", "-uncompress", "-in", "{output}.cms", "-inform", "PEM",
+        "-out", "{output}.txt" ],
+      \&final_compare

     ]
 
 );
 
 my @smime_cms_param_tests = (
     [ "signed content test streaming PEM format, RSA keys, PSS signature",
     ]
 
 );
 
 my @smime_cms_param_tests = (
     [ "signed content test streaming PEM format, RSA keys, PSS signature",

-      [ "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
-       "-signer", catfile($smdir, "smrsa1.pem"), "-keyopt", "rsa_padding_mode:pss",
-       "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "PEM",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-keyopt", "rsa_padding_mode:pss",
+        "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "PEM",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare
+    ],
+
+    [ "signed content test streaming PEM format, RSA keys, PSS signature, saltlen=max",
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-keyopt", "rsa_padding_mode:pss", "-keyopt", "rsa_pss_saltlen:max",
+        "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "PEM",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content test streaming PEM format, RSA keys, PSS signature, no attributes",
     ],
 
     [ "signed content test streaming PEM format, RSA keys, PSS signature, no attributes",

-      [ "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach", "-noattr",
-       "-signer", catfile($smdir, "smrsa1.pem"), "-keyopt", "rsa_padding_mode:pss",
-       "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "PEM",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
+        "-noattr",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-keyopt", "rsa_padding_mode:pss",
+        "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "PEM",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "signed content test streaming PEM format, RSA keys, PSS signature, SHA384 MGF1",
     ],
 
     [ "signed content test streaming PEM format, RSA keys, PSS signature, SHA384 MGF1",

-      [ "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
-       "-signer", catfile($smdir, "smrsa1.pem"), "-keyopt", "rsa_padding_mode:pss",
-       "-keyopt", "rsa_mgf1_md:sha384", "-out", "test.cms" ],
-      [ "-verify", "-in", "test.cms", "-inform", "PEM",
-       "-CAfile", catfile($smdir, "smroot.pem"), "-out", "smtst.txt" ]
+      [ "{cmd1}", "-sign", "-in", $smcont, "-outform", "PEM", "-nodetach",
+        "-signer", catfile($smdir, "smrsa1.pem"),
+        "-keyopt", "rsa_padding_mode:pss", "-keyopt", "rsa_mgf1_md:sha384",
+        "-out", "{output}.cms" ],
+      [ "{cmd2}", "-verify", "-in", "{output}.cms", "-inform", "PEM",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, DES, OAEP default parameters",
     ],
 
     [ "enveloped content test streaming S/MIME format, DES, OAEP default parameters",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       "-recip", catfile($smdir, "smrsa1.pem"), "-keyopt", "rsa_padding_mode:oaep" ],
-      [ "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        "-recip", catfile($smdir, "smrsa1.pem"),
+        "-keyopt", "rsa_padding_mode:oaep" ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, DES, OAEP SHA256",
     ],
 
     [ "enveloped content test streaming S/MIME format, DES, OAEP SHA256",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       "-recip", catfile($smdir, "smrsa1.pem"), "-keyopt", "rsa_padding_mode:oaep",
-       "-keyopt", "rsa_oaep_md:sha256" ],
-      [ "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        "-recip", catfile($smdir, "smrsa1.pem"),
+        "-keyopt", "rsa_padding_mode:oaep",
+        "-keyopt", "rsa_oaep_md:sha256" ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smrsa1.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, DES, ECDH",
     ],
 
     [ "enveloped content test streaming S/MIME format, DES, ECDH",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       "-recip", catfile($smdir, "smec1.pem") ],
-      [ "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        "-recip", catfile($smdir, "smec1.pem") ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, DES, ECDH, 2 recipients, key only used",
     ],
 
     [ "enveloped content test streaming S/MIME format, DES, ECDH, 2 recipients, key only used",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       catfile($smdir, "smec1.pem"),
-       catfile($smdir, "smec3.pem") ],
-      [ "-decrypt", "-inkey", catfile($smdir, "smec3.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        catfile($smdir, "smec1.pem"),
+        catfile($smdir, "smec3.pem") ],
+      [ "{cmd2}", "-decrypt", "-inkey", catfile($smdir, "smec3.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, ECDH, DES, key identifier",
     ],
 
     [ "enveloped content test streaming S/MIME format, ECDH, DES, key identifier",

-      [ "-encrypt", "-keyid", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       "-recip", catfile($smdir, "smec1.pem") ],
-      [ "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-keyid", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        "-recip", catfile($smdir, "smec1.pem") ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, ECDH, AES128, SHA256 KDF",
     ],
 
     [ "enveloped content test streaming S/MIME format, ECDH, AES128, SHA256 KDF",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       "-recip", catfile($smdir, "smec1.pem"), "-aes128", "-keyopt", "ecdh_kdf_md:sha256" ],
-      [ "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        "-recip", catfile($smdir, "smec1.pem"), "-aes128",
+        "-keyopt", "ecdh_kdf_md:sha256" ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smec1.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, ECDH, K-283, cofactor DH",
     ],
 
     [ "enveloped content test streaming S/MIME format, ECDH, K-283, cofactor DH",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       "-recip", catfile($smdir, "smec2.pem"), "-aes128",
-       "-keyopt", "ecdh_kdf_md:sha256", "-keyopt", "ecdh_cofactor_mode:1" ],
-      [ "-decrypt", "-recip", catfile($smdir, "smec2.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        "-recip", catfile($smdir, "smec2.pem"), "-aes128",
+        "-keyopt", "ecdh_kdf_md:sha256", "-keyopt", "ecdh_cofactor_mode:1" ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smec2.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ],
 
     [ "enveloped content test streaming S/MIME format, X9.42 DH",
     ],
 
     [ "enveloped content test streaming S/MIME format, X9.42 DH",

-      [ "-encrypt", "-in", $smcont,
-       "-stream", "-out", "test.cms",
-       "-recip", catfile($smdir, "smdh.pem"), "-aes128" ],
-      [ "-decrypt", "-recip", catfile($smdir, "smdh.pem"),
-       "-in", "test.cms", "-out", "smtst.txt" ]
+      [ "{cmd1}", "-encrypt", "-in", $smcont,
+        "-stream", "-out", "{output}.cms",
+        "-recip", catfile($smdir, "smdh.pem"), "-aes128" ],
+      [ "{cmd2}", "-decrypt", "-recip", catfile($smdir, "smdh.pem"),
+        "-in", "{output}.cms", "-out", "{output}.txt" ],
+      \&final_compare

     ]
     );
 
     ]
     );
 

-subtest "CMS => PKCS#7 compatibility tests\n" => sub {
-    plan tests => scalar @smime_pkcs7_tests;
+my @contenttype_cms_test = (
+    [ "signed content test - check that content type is added to additional signerinfo, RSA keys",
+      [ "{cmd1}", "-sign", "-binary", "-nodetach", "-stream", "-in", $smcont,
+        "-outform", "DER",
+        "-signer", catfile($smdir, "smrsa1.pem"), "-md", "SHA256",
+        "-out", "{output}.cms" ],
+      [ "{cmd1}", "-resign", "-binary", "-nodetach", "-in", "{output}.cms",
+        "-inform", "DER", "-outform", "DER",
+        "-signer", catfile($smdir, "smrsa2.pem"), "-md", "SHA256",
+        "-out", "{output}2.cms" ],
+      sub { my %opts = @_; contentType_matches("$opts{output}2.cms") == 2; },
+      [ "{cmd2}", "-verify", "-in", "{output}2.cms", "-inform", "DER",
+        "-CAfile", catfile($smdir, "smroot.pem"), "-out", "{output}.txt" ]
+    ],
+);

 
 

-    foreach (@smime_pkcs7_tests) {
+my @incorrect_attribute_cms_test = (
+    "bad_signtime_attr.cms",
+    "no_ct_attr.cms",
+    "no_md_attr.cms",
+    "ct_multiple_attr.cms"
+);
+
+# Runs a standard loop on the input array
+sub runner_loop {
+    my %opts = ( @_ );
+    my $cnt1 = 0;
+
+    foreach (@{$opts{tests}}) {
+        $cnt1++;
+        $opts{output} = "$opts{prefix}-$cnt1";

       SKIP: {
       SKIP: {

-         my $skip_reason = check_availability($$_[0]);
-         skip $skip_reason, 1 if $skip_reason;
-
-         ok(run(app(["openssl", "cms", @{$$_[1]}]))
-            && run(app(["openssl", "smime", @{$$_[2]}]))
-            && compare_text($smcont, "smtst.txt") == 0,
-            $$_[0]);
-       }
+          my $skip_reason = check_availability($$_[0]);
+          skip $skip_reason, 1 if $skip_reason;
+          my $ok = 1;
+          1 while unlink "$opts{output}.txt";
+
+          foreach (@$_[1..$#$_]) {
+              if (ref $_ eq 'CODE') {
+                  $ok &&= $_->(%opts);
+              } else {
+                  my @cmd = map {
+                      my $x = $_;
+                      while ($x =~ /\{([^\}]+)\}/) {
+                          $x = $`.$opts{$1}.$' if exists $opts{$1};
+                      }
+                      $x;
+                  } @$_;
+
+                  diag "CMD: openssl", join(" ", @cmd);
+                  $ok &&= run(app(["openssl", @cmd]));
+                  $opts{input} = $opts{output};
+              }
+          }
+
+          ok($ok, $$_[0]);
+        }

     }
     }

+}
+
+sub final_compare {
+    my %opts = @_;
+
+    diag "Comparing $smcont with $opts{output}.txt";
+    return compare_text($smcont, "$opts{output}.txt") == 0;
+}
+
+subtest "CMS => PKCS#7 compatibility tests\n" => sub {
+    plan tests => scalar @smime_pkcs7_tests;
+
+    runner_loop(prefix => 'cms2pkcs7', cmd1 => 'cms', cmd2 => 'smime',
+                tests => [ @smime_pkcs7_tests ]);

 };
 subtest "CMS <= PKCS#7 compatibility tests\n" => sub {
     plan tests => scalar @smime_pkcs7_tests;
 
 };
 subtest "CMS <= PKCS#7 compatibility tests\n" => sub {
     plan tests => scalar @smime_pkcs7_tests;
 

-    foreach (@smime_pkcs7_tests) {
-      SKIP: {
-         my $skip_reason = check_availability($$_[0]);
-         skip $skip_reason, 1 if $skip_reason;
-
-         ok(run(app(["openssl", "smime", @{$$_[1]}]))
-            && run(app(["openssl", "cms", @{$$_[2]}]))
-            && compare_text($smcont, "smtst.txt") == 0,
-            $$_[0]);
-       }
-    }
+    runner_loop(prefix => 'pkcs72cms', cmd1 => 'smime', cmd2 => 'cms',
+                tests => [ @smime_pkcs7_tests ]);

 };
 
 subtest "CMS <=> CMS consistency tests\n" => sub {
     plan tests => (scalar @smime_pkcs7_tests) + (scalar @smime_cms_tests);
 
 };
 
 subtest "CMS <=> CMS consistency tests\n" => sub {
     plan tests => (scalar @smime_pkcs7_tests) + (scalar @smime_cms_tests);
 

-    foreach (@smime_pkcs7_tests) {
-      SKIP: {
-         my $skip_reason = check_availability($$_[0]);
-         skip $skip_reason, 1 if $skip_reason;
-
-         ok(run(app(["openssl", "cms", @{$$_[1]}]))
-            && run(app(["openssl", "cms", @{$$_[2]}]))
-            && compare_text($smcont, "smtst.txt") == 0,
-            $$_[0]);
-       }
-    }
-    foreach (@smime_cms_tests) {
-      SKIP: {
-         my $skip_reason = check_availability($$_[0]);
-         skip $skip_reason, 1 if $skip_reason;
-
-         ok(run(app(["openssl", "cms", @{$$_[1]}]))
-            && run(app(["openssl", "cms", @{$$_[2]}]))
-            && compare_text($smcont, "smtst.txt") == 0,
-            $$_[0]);
-       }
-    }
+    runner_loop(prefix => 'cms2cms-1', cmd1 => 'cms', cmd2 => 'cms',
+                tests => [ @smime_pkcs7_tests ]);
+    runner_loop(prefix => 'cms2cms-2', cmd1 => 'cms', cmd2 => 'cms',
+                tests => [ @smime_cms_tests ]);

 };
 
 subtest "CMS <=> CMS consistency tests, modified key parameters\n" => sub {
     plan tests =>
 };
 
 subtest "CMS <=> CMS consistency tests, modified key parameters\n" => sub {
     plan tests =>

-       (scalar @smime_cms_param_tests) + (scalar @smime_cms_comp_tests);
-
-    foreach (@smime_cms_param_tests) {
-      SKIP: {
-         my $skip_reason = check_availability($$_[0]);
-         skip $skip_reason, 1 if $skip_reason;
-
-         ok(run(app(["openssl", "cms", @{$$_[1]}]))
-            && run(app(["openssl", "cms", @{$$_[2]}]))
-            && compare_text($smcont, "smtst.txt") == 0,
-            $$_[0]);
-       }
-    }
+        (scalar @smime_cms_param_tests) + (scalar @smime_cms_comp_tests);

 
 

+    runner_loop(prefix => 'cms2cms-mod', cmd1 => 'cms', cmd2 => 'cms',
+                tests => [ @smime_cms_param_tests ]);

   SKIP: {
       skip("Zlib not supported: compression tests skipped",
   SKIP: {
       skip("Zlib not supported: compression tests skipped",

-          scalar @smime_cms_comp_tests)
-         if $no_zlib;
-
-      foreach (@smime_cms_comp_tests) {
-       SKIP: {
-           my $skip_reason = check_availability($$_[0]);
-           skip $skip_reason, 1 if $skip_reason;
-
-           ok(run(app(["openssl", "cms", @{$$_[1]}]))
-              && run(app(["openssl", "cms", @{$$_[2]}]))
-              && compare_text($smcont, "smtst.txt") == 0,
-              $$_[0]);
-         }
-      }
+           scalar @smime_cms_comp_tests)
+          if $no_zlib;
+
+      runner_loop(prefix => 'cms2cms-comp', cmd1 => 'cms', cmd2 => 'cms',
+                  tests => [ @smime_cms_comp_tests ]);
+    }
+};
+
+# Returns the number of matches of a Content Type Attribute in a binary file.
+sub contentType_matches {
+  # Read in a binary file
+  my ($in) = @_;
+  open (HEX_IN, "$in") or die("open failed for $in : $!");
+  binmode(HEX_IN);
+  local $/;
+  my $str = <HEX_IN>;
+
+  # Find ASN1 data for a Content Type Attribute (with a OID of PKCS7 data)
+  my @c = $str =~ /\x30\x18\x06\x09\x2A\x86\x48\x86\xF7\x0D\x01\x09\x03\x31\x0B\x06\x09\x2A\x86\x48\x86\xF7\x0D\x01\x07\x01/gs;
+
+  close(HEX_IN);
+  return scalar(@c);
+}
+
+subtest "CMS Check the content type attribute is added for additional signers\n" => sub {
+    plan tests => (scalar @contenttype_cms_test);
+
+    runner_loop(prefix => 'cms2cms-added', cmd1 => 'cms', cmd2 => 'cms',
+                tests => [ @contenttype_cms_test ]);
+};
+
+subtest "CMS Check that bad attributes fail when verifying signers\n" => sub {
+    plan tests =>
+        (scalar @incorrect_attribute_cms_test);
+
+    my $cnt = 0;
+    foreach my $name (@incorrect_attribute_cms_test) {
+        my $out = "incorrect-$cnt.txt";
+
+        ok(!run(app(["openssl", "cms", "-verify", "-in",
+                     catfile($datadir, $name), "-inform", "DER", "-CAfile",
+                     catfile($smdir, "smroot.pem"), "-out", $out ])),
+            $name);

     }
 };
 
     }
 };
 

-unlink "test.cms";
-unlink "test2.cms";
-unlink "smtst.txt";
+subtest "CMS Decrypt message encrypted with OpenSSL 1.1.1\n" => sub {
+    plan tests => 1;
+
+    SKIP: {
+        skip "EC isn't supported in this build", 1
+            if disabled("ec");
+
+        my $out = "smtst.txt";
+
+        ok(run(app(["openssl", "cms", "-decrypt",
+                    "-inkey", catfile($smdir, "smec3.pem"),
+                    "-in", catfile($datadir, "ciphertext_from_1_1_1.cms"),
+                    "-out", $out ]))
+           && compare_text($smcont, $out) == 0,
+           "Decrypt message from OpenSSL 1.1.1");
+    }
+};

 
 sub check_availability {
     my $tnam = shift;
 
 sub check_availability {
     my $tnam = shift;