An odd circumstance–your Clip is not showing files transferred in the most common way, MSC drag and drop. I can’t figure why that would be the case, as MSC drag and drop usually is the method that people will default to when all else fails (and that many of us use as the standard and reliable solution).
One thought: do you get the same result if instead of dragging and dropping, you select the tunes and then copy (right click on them and choose copy; or ctrl + c) and then paste (right click and choose past; or ctrl + v)?
Otherwise, at least you know the transfer methods that will work for you, and you can adopt one as your “universal” method.
