While the photo is intriguing, I believe the lack of detail in the shadows is your downfall in this image. There is also a sense of raccoon eyes on the model which could be aleviated by using either a fill flash or reflector close to the model from below, probably just below the chin. No knocks on the model, but I would try to improve the skin in post. I would also try shifting the eye to one of the RoT's intersect points, ever so slightly to the upper right.
Have you ever seen the opening credits from the US TV show "The Good Wife"? I am trying to emulate the two shots that speak to me, but as of yet, have not found the right model. Your shot is similar, but not quite there yet. Please keep trying, you are very close.