OpenSSL version 1.0.0n has been ported (2014/08/07) to OS/2.
"This is a robust, commercial-grade, full-featured, and Open Source toolkit implementing the Secure Sockets Layer (SSL v2/v3) and Transport Layer Security (TLS v1) protocols, as well as a full-strength general purpose cryptography library."
Port URL: http://bauxite.sakura.ne.jp/software/os2/#openssl