So this isn't really a problem per se, just wondering if I'm understanding this condition correctly. The way I took it, if angle X is closer to angle Y measuring clockwise, then it's true. Consequently, the inverse of this condition tests if angle X is closer counterclockwise. Manual seemingly confirms this.
Anyway, I was using these conditions to make a sprite play different animations when it's clockwise/counterclockwise from another object, and it basically did what I wanted it to except that the conditions registered as exact opposites to what I expected. In other words, when the Sprite was facing upward and had the Object at around its 3 o'clock, it registered it as counterclockwise. When it had it around 9 o'clock, it registered it as clockwise.
Of course the solution was to simply switch the conditions, but now I'm wondering if I'm understanding these conditions correctly.