Letterman was a jerk. He basically made fun of Craig in the dialogue and had him as the second guest after some old lady from a documentary that no one heard of. He spent more time talking about Paul Newman and Tom Hanks in Road To Perdition than he did about CR. I really think it was a mistake not putting him on Leno, who would of treated Daniel Craig much better and it would of been a much more memorable interview, IMO.
You realize they do pre-show interviews right? Nothing in that interview was a surprise to Craig. In fact, he probably told Letterman it was ok to discuss "Road to Perdition" Letterman probably would have told him about the Bond pictures, and the Trebek joke. All this stuff is planned out to the T, there are no surprises (there are a few exceptions though).