The pure lack of Spike from Cowboy Bebop on your list is disturbing.

I adore Spike. He is pretty much the epitome of cool and Bad ass. At the same time, he's never portrayed as perfect or supremely wise. He is very deep and inciteful, yet still can't always understand those around him or the troubles they go through (See the episode Symphany for the Devil for a great example). Arguably one of the best characters in just about any kind of fiction, anime or otherwise.

Though I think my favorite character is WolfGang Grimmer from Monster. I can't really explain why without spoiling it, but he was probably the most legitimately depressing character ever. More then once during his story in Monster did my heart just break a little. Not once, but twice I came close to crying I was so sad. They eyes had definitely gotten misty on me.