@acdaless,
OCD controls relationships (if you let it).
You will feel disconnected as something that we may view as "mild" situation you will view as a "real problem" situation.
It sounds as if his schooling and study is also depressing him to the extent he doesn't want to do anything much and is always tired. Maybe you can help him with some homework.
You haven't said much about what either of your lives are like with college and homework, studying, part time jobs.
If one is doing a lot and the other isn't for instance, one will over think and want to do things and the other will not want to think and just relax.
Can you give us more information.