I like city view with jagged angle buildings too. More organic...
I recall from a user-made CiM2 video, an entire plopped residential lot with trees could be rotated infinitely, and hotkey to fixed angular increments. But it was within the context of a map editor.
In C:SL case, there's manipulation at the Lot Design stage, and I presume, a Map editor stage, and of course In Game.
I expect custom content modellers to be free to place the building model in various angles at the Lot design stage. This should suffice for the goal of randomising skylines. But if users could plop the entire lot in game and at any angle, that would be awesome. The more on the fly tweak-ability, the sexier it is to typical sim mayors.
I definitely want to be able to plop individual lots in game, instead of just zoning. I'm still not sure if that's possible. If it is, then there's probably hope for the popular Wall-to-Wall buildings feature workaround, which has to do with angles and probably how Unity speak LOD or collision. As usual I'm hyper-extrapolating in the dark...