My ipod cannot be updated because there is not enough space... (Please help

Hello,
I was updating my playlists and I see that I still have
4.84 GB left on my ipod to fill. Even if I try to add 1 song to my ipod it states: "My ipod cannot be updated because there is not enough free space to hold all of the items in the selected playlists."
Shouldn't I have enough room for more songs with 4.84GB left? I thank you in advance for anyone's time & help.
Sunny regards,
William

Auto update playlist and music. I tried waht you sugested earlier, and it gave me a diferent message. I have it working, I moved one of the folders out of the iPosd_Control and I am able to see the list in iTunes. One of the songs in the folder could have been corrupted. I thank you for your help. I still do not understand the multi folders. This is a good one for anyone else who gets that message.

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