On the culture side, I don't know of any major films that capture computing culture. Charles Stross's Laundry series does a better job than most (You can still read The Atrocity Archives without a backround in computing, but you'll get this nagging feeling you're missing something), seeing as Stross is up to his eyeballs in computing. It's also the first piece of fiction I know of to reference Symbolics. And of course, the protagonist's name is Bob Oliver Francis Howard. Because that book just couldn't get any more in-jokey. But, you know, in a good way.

"You" and "Daemon" also capture bits of computing fairly well.