Alright, I'll post the derivation I did. I'm almost 100% sure there's a mistake in here, so please try to help.
Let's say that n is the number of times a white "corner" touches the black circle in one of it's quadrants. See previous image above for a guide. For simplicity's sake, let's only focus on one quadrant for now. We can multiply it by 4 to get the total area lost later.
Now, to get the area lost (in each quadrant) by having n number of touches (in each quadrant).
I THINK we can break the whiteness up into even squares. The amount of squares along the top row is simply n, and the amount of squares along the outside column is also n. This means (I THINK) we can get the total number of squares for touches n by using the triangular number formula (but I could be wrong because the circle being a curved surface might change this).
\frac{n^2+n}{2}
So that is the total number of squares lost in each quadrant. Now, let's get the area of each of those squares. Let's focus now on the corner-to-circle touch on the edge of the quadrant. (in quadrant 1, it would be the farthest right touch).
First, we should simply get the angle on the circle where this touch is. cos(theta) gives us the distance from that touch to where the top edge of the original square was (if n=0 and there were no touches). sin(theta) gives us the distance from that touch to the right edge of the original square was (in quadrant 1, but that's all we have to worry about for now). That means, to get theta, all we have to do is:
n(sin(\theta)) = cos(\theta)
Now, let's get the distance from where theta lies on the outside of the circle to the edge of where the original square would be. This will give us the length of each side of each square. This equation is:
L = \frac{1}{2} - \frac{cos(\theta)}{2}
After some simplifying and combining the previous two equations, we get
L = \frac{1}{2} - \frac{n}{2\sqrt{n^2-1}}
The original area with just the original square and circle is just 1- pi/4. Let's square the L in the equation above to get the area of each square, then multiply it by the triangular number formula (giving us the total area subtracted from each quadrant), then multiply that by 4 to get the resulting area subtracted from the entire figure. After all this, we get this:
WolframAlpha equation
I'm almost certain my math is correct, it's just the concept. I'm not sure if we can count every square as having the same area, and I'm not sure if we can simply use the triangular number equation due to the nature of the circle being curved.
If someone could take a look at this that would be great, because I'm stuck, and not to mention kind of sick of working on this problem myself.
Thanks.