Is this boy in therapy or anything? If not, I think it would be good for both of you to start. You are locked into some sort of cycle with him.
I am not exactly sure what the answer to the school situation is. If he is so depressed that he cannot or will not work in the school setting then he may need to be placed into a self contained class. Something needs to change so that his schoolwork is between him and the school. Does he have an IEP? If not maybe you should request one.
