Syncing "Playlist Folders"

Hello all,
I have a 16gb 4g iPod Nano. My iTunes library is 29gb and so therefore I cannot copy all of my music onto the Nano. I purchased the Nano for use in the gym, while I have another iPod to store my music library. I need to be able to maintain the folder structure of my dozens of playlists when I copy them onto the iPod. At the moment I cannot get this to work...
When I drag and drop a playlist folder onto the iPod it turns automatically into simply a flat playlist, encompassing all the songs from all the playlists within the folder. If I go onto the Music tab on the iPod I can get it to copy all the folders, but that is at the expense of music not on playlists on the iPod.
Also, I have tried going to File > New Playlist Folder while selected on the iPod, however, the folder just appears on the iTunes window rather than directly onto the iPod.
So if anyone would be able to help me I would be very appreciative!
Thanks,
Ryan

When I drag and drop a playlist folder onto the iPod it turns automatically into simply a flat playlist
That is because playlist folders can only be added to the iPod via automatic syncing and not by manual transfer (i.e. drag and drop).

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