mcrypt_encrypt to openssl_encrypt, and OPENSSL_ZERO_PADDING problems

Question

I have this mcrypt_encrypt call, for a given $key, $message and $iv:

$string = mcrypt_encrypt(MCRYPT_3DES, $key, $message, MCRYPT_MODE_CBC, $iv);

I'd like to change the mcrypt_encrypt call to an openssl_encrypt one, to future-proof this.

By having $mode = 'des-ede3-cbc' or $mode = '3DES'; and $options = true I get the more similar response, but not identical. Is there other way to call it to get a perfect match?

I'm getting this (base64_encoded) for a lorem-ipsum $message+$key combinations, so I'm starting to believe one function or the other are padding somewhat the message before encrypting...

for mcrypt

"Y+JgMBdfI7ZYY3M9lJXCtb5Vgu+rWvLBfjug2GLX7uo="

for for openssl

"Y+JgMBdfI7ZYY3M9lJXCtb5Vgu+rWvLBvte4swdttHY="

Tried using $options to pass OPENSSL_ZERO_PADDING, but passing anything but 1 (OPENSSL_RAW_DATA, or true) results in an empty string...

Neither using OPENSSL_ZERO_PADDING nor OPENSSL_RAW_DATA | OPENSSL_ZERO_PADDING work... :( I'm using "OpenSSL 1.0.2g 1 Mar 2016".

Already read this q&a, but it doesn't help me. Not the only one with padding troubles, but no solution in sight so far. (Second answer talks about adding padding to mcrypt call, I would really want to remove padding from openssl encryption call...

Answer 1

mcrypt_encrypt zero-pads input data if it's not a multiple of the blocksize. This leads to ambiguous results if the data itself has trailing zeroes. Apparently OpenSSL doesn't allow you to use zero padding in this case, which explains the false return value.

You can circumvent this by adding the padding manually.

$message = "Lorem ipsum";
$key = "123456789012345678901234";
$iv = "12345678";

$message_padded = $message;
if (strlen($message_padded) % 8) {
    $message_padded = str_pad($message_padded,
        strlen($message_padded) + 8 - strlen($message_padded) % 8, "\0");
}
$encrypted_mcrypt = mcrypt_encrypt(MCRYPT_3DES, $key,
    $message, MCRYPT_MODE_CBC, $iv);
$encrypted_openssl = openssl_encrypt($message_padded, "DES-EDE3-CBC", 
    $key, OPENSSL_RAW_DATA | OPENSSL_NO_PADDING, $iv);

printf("%s => %s\n", bin2hex($message), bin2hex($encrypted_mcrypt));
printf("%s => %s\n", bin2hex($message_padded), bin2hex($encrypted_openssl));

This prints both as equal.

4c6f72656d20697073756d => c6fed0af15d494e485af3597ad628cec
4c6f72656d20697073756d0000000000 => c6fed0af15d494e485af3597ad628cec