Once upon a time I had the privilege of being able to cherry pick cylinder and pistons for a particular circuit.
For relatively slow circuits we'd use the smallest cylinder with the biggest piston. High compression and ignition advance.
Fast and "flat out forever" tracks, we'd choose a loose setup. Low comp and maybe a wee bit of retard so that we could get into top and hold it flat with no fears of over heating or nipping.
These days, especially for street use, as Andy says there's very little difference, so I wouldn't worry about it too much. As long as you have the clearances within spec, good two stroke oil and a reliable carb set up then you should be OK.