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The Sheriff of Nottingham was the enemy of the outlaw Robin Hood.
He captured Maid Marion and imprisoned her in his dungeon. He thought he had captured Robin trying to rescue Marion, but it was actually Ian Chesterton, who looked just like Robin.
He arranged to have Ian executed, but the First Doctor offered to show him the secrets of alchemy in exchange for Ian's release.
Nottingham later arranged for Susan to be executed, but fled in fear when Robin Hood's men and the villagers attacked. (PROSE: The Thief of Sherwood)
The Sheriff was later surgically transformed into a cyborg, after an altercation with extraterrestrial robots. He led a plot to take control of the English throne, but was defeated by Robin Hood, who during a sword fight, nudged him into a vat of molten gold. (TV: Robot of Sherwood)