EaZiE,
The standard of interest is probably ASME B18.3.
Typically the head is controlled by an angle tolerance, a maximum theoretical sharp diameter, and a minimum actual material diameter. If the standard provides the .251 dimension at all, it is likely for reference only.
The McMaster drawing shows the dimension to the line of tangency between the conical surface and the fillet, but I doubt that's correct. It should probably be to the intersection of the conical surface with the basic major diameter as 3DDave mentioned.
What exactly are you measuring? Perhaps more to the point, why measure this at all?
pylfrm