Trust me, jail is the best place for him. I speak from my own experience. Jail isnt supposed to be all "warm and fuzzy" Its not a nice place at all, and that is what I needed to realize that the way I was living was no good. I have been bailed out more times than I can remember. Not one time did it do me any good. Accountibility is key here. Good luck.
Ps. All those "violations" you mentioned are typical of every institution I have been in. Its jail not a bed and breakfeast. Every time I complained the response was "dont come to jail if you dont like the accomodations".