When you're harvesting logs you can estimate what size timber will come from them by first figuring out the needed diameter per size of timber.
In the above drawing you can see that it will take a 8 1/2" diameter log or larger to make a 6x6 timber.
I create a log list by first getting a timber list, with this list showing the actual sizes (6x6 for example) and adding another column and label it diameter and insert the diagonal dimension (8.5") in that column.
An easy way to get the diagonal dimension is to measure across your framing square from one dimension (width) on one leg to the other dimension (depth) on the other leg.
Then when the logs are stacked you can measure the narrow end of the log (usually the end towards the top of the tree), inside the bark, the shortest distance across to see if it will meet the needs of the log list. If it is larger then you'll gain extra boards or planks as it is milled.
Hope this helps.
Jim Rogers