Posted by NIGEL pearson 1 on 24/09/2017 17:23:41:
do i measure the small diameter and use this help please.
Generally yes, but you can allow for how far the pin will stick through. Shown below are two fitted 1/16" taper pins. For the one in the bevel gear I drilled 1.2mm as it doesn't stick through very far. However, for the pulley where the boss is a smaller diameter, and hence the pin sticks through further, I drilled 1.3mm:

The bigger the drill diameter the less likely you are to break it. 
Andrew