That is a great update Spikey. I was going to mention the circular center but you beat me to it. What an elegant design choice. If I were trying to tackle these fasteners on your chart I would work from the center out and the add a circle to the outside and scroll the number of sides until the optimal option becomes available for an all-quad topology.
Interestingly enough there is even engineering behind the design of screw heads such as the Phillips.
The Cross with the circle in the center actually helps the “driver” tool disengage when appropriate torque has been applied (i.e. the fastener has touched down and should not turn anymore).
That is often why when you tighten a Phillips fastener your screw driver pulls out without you intending it to when you get it tight. It’s meant to prevent you over-torquing the head and breaking it off. Unfortunately with dirty/old screws this becomes a pain point as it gets tight or cross threaded and you end up fighting the fastener all the way down until there is not much of the head left. (especially with drills that re-engage on the head multiple times and wear away the contact surfaces haha.)