Grymm - I believe you mentioned that you'd gotten a copy of John McKay's book on the Victory for Christmas. Unless I'm much mistaken (certainly a possibility), that work contains a table showing the sizes of all the lines in the ship's rigging.
The math involved in determining the scale sizes of rigging lines doesn't need to be intmidating. It's nothing but simple arithmetic. The problem has two stages.
1. As George mentioned, rope sizes are usually expressed in terms of circumference. When we're dealing with thread, circumference isn't very useful; the diameter of the thread is a more helpful measurement. To find the diameter of a line, divide the circumference by pi, which is 3.1416. For model-building purposes, if you figure the diameter is 1/3 of the circumference, you'll be more than close enough.
2. The model is on 1/100 scale, so to get the diameter of thread to use on the model, divide the actual diameter by 100.
In practical terms, just take the dimension in Mr. McKay's book and divide it by 300. That will give you the diameter of the thread you need.
One extremely useful model building tool is a calculator that measures in feet, inches, and fractions of an inch. Such gadgets used to be hard to find, but nowadays you can pick one up at Lowe's or Sears for less than $20.00 - and it probably will have keys to convert between the English and metric systems too. The math involved in ship modeling is actually quite simple (if it wasn't, I couldn't do it), but a calculator is invaluable in reducing the number of potential mistakes.
A simple for measuring the diameter of thread: make two fine marks on a piece of wood (dowel, basswood strip, or whatever) exactly an inch apart. Wrap a piece of the thread around the stick, lining it up exactly on one of the marks. Continue winding the thread around the stick, shoving each "layer" gently against the adjacent one. Count how many times you have to wind the thread around the stick before you reach the second mark. If it takes 100 turns, the thread is 1/100" (or .01") in diameter. If it takes 500 turns, it's 1/500" (or .002") in diameter. Etc.