Hi,
I am sorry about the difficult situation. in my humble opinion I feel maybe a young mentor , buddy, buddy-tutor who will have fun with him , will be able to reach out to him. When you have a friend you trust, not a therapist , you open up , he becomes your confidant and then you can honestly explore the things getting in your way
Maybe he needs the structure and nurturing of a Residential Treatment Center (RTC) ( not the behavior mod types )
check http://strugglingteens.com
I hope this helps
Allan