I've always wondered that myself in Bethesda games. I'm guessing you can physically kill off everyone in the guild, but I doubt that it will have any effect in the story. I always wished they would- some kind of reaction in the game world, even if small, would be nice. It's an rpg, so someone playing a lawful character would definitely find wiping out a diametrically opposed faction desirable. With the way your decisions affect Skyrim, you'd think it wouldn't be too difficult to have the game support a move like that. It wouldn't even have to be a major quest- just something that kicks in after it's done. Maybe something that could open up new quests?