P: Content aware tool not working

It just happened to me again. What happens is you check the box, and as soon as you manipulate the crop frame, it unchecks itself. If you don't notice that happening, you get the above results. If you check it again just before you commit, it unchecks itself. Sometimes the check box is greyed out.

It's intermittent and I don't know what causes it. Once it starts I can't stop it by changing tools and changing back to the crop tool, only turning the background layer into layer 0 makes it work again.

I have tried to replicate your issue with no success...but I DID notice that the Content Aware box is NOT checked in your screen capture here...?

The Content Aware checkbox is not activated in your screenshot...

Not sure if this is the same issue, but I've caught it misbehaving like that until I changed the Background layer to a regular layer. Only happens sometimes; maybe that's worth a try?