This is similar to The Oval at Ohio State University. Instead of planning walkways across a field of grass, they looked where students actually walked and then paved those routes.
I think this applies to so many things. Centrally planned things rarely work exactly as planned, especially if the people doing the planning are separate from those executing the plan.
Much of the time, it's better to observe what's working in practice (even if in a messy way) and systemize it rather than have a perfect concept that disintegrates upon contact with reality.