All window tiling apps I've seen are designed to make windows snap to preset screen areas, such as "the left half of the screen" or even "this size of rectangle specified with a grid." Is there one that would let me do, say, this:
Ask Different is a question and answer site for power users of Apple hardware and software. It only takes a minute to sign up.Sign up to join this community
Cinch provides the snap to edges you are looking for, but I don't think it's good enough to do the total window arrangement you are looking for.
SizeUp by the same provider as Cinch provides the ability to quadrant your screen, but these are more precise full quarter, rather than the different sized windows you have.
Just like BetterTouchTool this app by Andreas Hegenberg is a very feature rich and highly customizable windows management tool.
You can either snap or use shortcuts for predefined areas.
Window snapping can be customized for each corner and and side (except bottom).