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The Big Goodbye

Star Trek: The Next Generation episode (season 1, episode 12)
7.2/10 ˇ IMDb
The captain and three crew members are trapped in San Francisco in 1941 due to a holodeck malfunction, where they are held hostage by murderous gangsters.
Initial release: January 9, 1988
Air date: January 11, 1988
Writer: Tracy Tormé
Distributed by: Netflix