How to use the Itunes to transfer files to my device? by the way it is The worst., how to use the Itunes to transfer files to my device? by the way it is The worst.

my Opinion is that the Itunes is unfriendly it is the worst program to deal with, why can't it be easy to transfer files to and from my device by drag and drop or by a simple way like copy to device. even a trained monky can do a better program to do this.

Hi. If you are really lucky the folder containing your media is protected by Volume Shadow Copy and it might be possible to restore the structure. That said 100Gb of data is a pretty big chunk so the change may have been ignored as too big to bother archiving. I'm sorry I don't have any tips to offer on this Windows feature.
iTunes only reorganizes data inside the designated media folder. And then only if you let it. The default install of iTunes will create a new empty folder for media to go to and if you had kept your media separate in some other location to import to iTunes then iTunes would have created fresh copies leaving the originals in their folder layouts. iTunes does not record the paths files were at when they were imported, unless they are outside the media folder and iTunes is not making copies, or they are inside the media folder but iTunes is not organizing them. There is no way within iTunes to undo such reorganization. Normally restoring a backup would take care of the problem but it seems clear that you don't have one.
iTunes has specific rules for structuring media, generally along the lines of <Media Folder>\<Media Kind>\<Artist>\<Album>\## <Name>.<Ext>. I have scripts that can be used/modified to impose a different structure, but that only works if the data to drive the organization is present in the tags. From the sound of things you have lost selections of media (effectively Playlists) that were identified by the location rather than the metadata. I can't offhand think of a way to retrieve that information.
tt2

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