Re: Wine-Itunes problem
The link below is to the WineHQ page for iTunes:
As you can see, most of the ratings are either Garbage (won't work, no matter what), or Bronze (barely works, some functions don't).
You can read through the page, looking for the version of iTunes you're using, and if it's there, read through the testing results on the right side of the page.
But in general, iTunes does not work well with Wine.
Ubuntu 16.04 Mate, Mint 18 Mate; MS Win 8.1, MS Win10 Pro.
Will not respond to PM requests for support -- use the forums.