That type of issue might have been fixed in the past by resetting the iTunesPrefs.xml file. iTunes 12.5.1.21 introduced a change with the way preferences are saved. It seems that what used to be stored in:
C:\Users\<User>\AppData\Roaming\Apple Computer\iTunes\iTunesPrefs.xml
is now stored in a number of files spread amongst these folders:
C:\Users\<User>\AppData\Roaming\Apple Computer\iTunes\Cookies
C:\Users\<User>\AppData\Roaming\Apple Computer\Preferences
C:\Users\<User>\AppData\Roaming\Apple Computer\Preferences\ByHost
(There could be others I haven't found.)
Try deleting the three first two which will also delete the third. Type %appdata%<return> in Explorer's address bar to reach the Roaming folder without having to display hidden folders. You'll need to set up any preferences in iTunes again, reconnect to your library if it is on a non-standard path, set options for Keep... and Copy... etc.
tt2