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Bouncy Castle Crypto APIs is a lightweight cryptography API for Java and CSharp. It has provider for the Java Cryptography Extension and the Java Cryptography Architecture. It supports TLS, PKCS7, PKCS12, OpenPGP, S/MIME, OCSP, TSP, CMP, Extended Access Control, ASN and lot more.
OpenSSH encrypts all traffic (including passwords) to effectively eliminate eavesdropping, connection hijacking, and other attacks. Additionally, OpenSSH provides secure tunneling capabilities and several authentication methods, and supports all SSH protocol versions.
The OpenSSL Project is a collaborative effort to develop 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.
Gpg4win (GNU Privacy Guard for Windows) is encryption software for files and emails. Gpg4win supports both relevant cryptography standards, OpenPGP and S/MIME (X.509), and is the official GnuPG distribution for Windows. It is maintained by the developers of GnuPG.
cryptlib is a powerful security toolkit that allows even inexperienced crypto programmers to easily add encryption and authentication services to their software. It provides support for S/MIME and PGP/OpenPGP secure enveloping, SSL/TLS and SSH secure sessions, CA services such as CMP, SCEP, RTCS, and OCSP, and other security operations such as secure timestamping.
Citadel is a collaboration suite (messaging and groupware). It provides support for Email, Calendaring/Scheduling, Address books, Bulletin boards, Mailing List Server, Instant Messaging, Wiki, Multiple domain support.
WinSCP is an open source free SFTP client, SCP client, FTPS client and FTP client for Windows. Its main function is file transfer between a local and a remote computer. Beyond this, WinSCP offers scripting and basic file manager functionality.