Seems to me, if I got the question correct, you want a birds-eye view of simulating a car going down a street and make 45 degree turns and 90 degree turns. I would position the rotation key at the rear of the rectangle, not the front. In real cars the front tires direct the car about the rear wheels. And I would use the position directed from the rear as well, but only to make it easier to conceive the result. The rear wheels push a vehicle and the front is rotating about the rear.
I just tried it out and it works real well.