ITunes filesharing and usage of folders

I'm having several applications on iPad which allow filesharing under iTunes with my Windows or Mac. But it doesn't work adding a full directory structure under iTunes to get it imported on iPad. It only works adding document by document, single file by single file or in the best case a selection of files (made via left-click-shift-left-click). Why? is there a way to select folder including all document on the subfolders?
thanks a lot for a suggestion on this.
Gabriele

It appears to be limited to one address. The text says, "If you have multiple contacts, enter a group email address." That is exactly what we've done here -- we have a shared address for our iTU contact.
j

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