Wine’s Limitations
Wine is still in development, and as long as there are new versions of Windows, it probably always will be, so there are known issues with the application. Although the majority of Windows software will run correctly with it, there are some programs that you may have problems with or that will simply refuse to work. Among these are various versions of iTunes, some games that rely on obscure Windows features, and so on.
The only way of knowing for certain whether a particular Windows program will work with Wine is to install it and test it for yourself. If it doesn’t run correctly, maybe a future release of Wine will fix the problem. Just try another program instead, and consider that it’s pretty amazing that Wine can run the number of programs it does.