Crowley wasn't particularly comfortable with his new found role of care taker. This was most definitely not what he signed on for. But no one else was around, no one had tended to Anna's wounds, and she was in bad shape. With her Grace ripped out, death was a possibility, and as far as Crowley could tell, she was barely hanging on. So he set about cleaning her up, leaving the comforting to Johan.
All the while, the demon muttered to himself about how miserable he wa, how she better appreciate what he was doing for her, and what not. And when he was done, though she looked marginally better than she had before, she still looked like death. Crowley sighed and discarded her clothing. He didn't bother to dress her in anything else, but left her naked under the sheets.