Heres your problem, by attaching it to a single cloak bone only its only going to move with that one bone. Thats why its been lifted slighty and why the hood doesn't move with the head. You need to add a skin modifier to the cloak and weight each vertex to one of 5 different bones in this case (the head, torso, cloak_top, cloak_mid, cloak_bottom). You should read up on the skin modifier tutorials here on the org. This way you tell the vertices on the head to move with the head, the ones on the torso to move with the torso etc.
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