Serene Squall hijacking of the Enterprise

Pirate seizure led by Captain Angel

The capture of the USS Enterprise in 2259 by the pirate crew of the Serene Squall, whose captain, Angel, hoped to exchange Spock for a Vulcan prisoner.

A former Starfleet counsellor calling herself Doctor Aspen persuaded Captain Pike to take the Enterprise beyond Federation space to rescue stranded colonists. It was a trap. Pike and most of the crew were captured aboard the pirate ship Serene Squall, and Aspen revealed herself as its captain, Angel.
Angel demanded that T'Pring, who worked at a Vulcan rehabilitation centre, release a prisoner named Xaverius in return for Spock. Spock and Christine Chapel staged a romance so that T'Pring would have cause to break their bond and refuse. Pike meanwhile stirred up a mutiny on the pirate ship and retook his own.
The episode, The Serene Squall, ends with Spock realising that the prisoner is his half-brother Sybok.