13 HAL 9000 – 2001: A Space Odyssey (1968) – 63 points
Sad Factor: High. Yea, HAL wanted to kill everyone but it was only because he felt threatened and his survival instincts kicked in. You try to make machines human and you have to deal with the consequences
Eh, not quite. Kubrick's interpretation of what was going on was that HAL realized that he was fallible, had a breakdown and started killing everyone.
But Asimov disagreed with him there. There were elements in the script and novel that indicated that HAL knew the mission was all about the monolith and couldn't tell the crew about it and that's what caused the issues. In 2010, this is pretty explicitly spelled out in both the novel and film.