Inside stroke disappearing at certain angles

I have a crescent shape I've repeated around a circle, with an interior line, but one of the crescent objects strokes dissapears when rotated between about 270-279°. The stroke is still applied throughout, it just *poofs* when its rotated. Any thoughts on how to fix this? Outlining the stroke does not work (as it just outlines the small visible portion). 

I've attached a screen recording of the interaction.