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Acliff
Modern shimano calipers will have better crown clearance than long drop calipers. See if you can borrow a 105 5800 to check for fit
EDIT: with zoom and enhance it looks like the pads are right at the top of the caliper, definitely try something modern and shimano for better tyre clearance, I'm 99% sure its something they improved with their last couple of generations. Others might know more than me though