Y after restoring Ipod do I get message saying "meomory capacity is full"?

Help me Please!!! I have tried everything..I put a bunch of new music in my ITunes but my ipod only holds 1000 songs I had to move some of it to a different place... when I put the music on my ipod I got a message saying " Your ipod does not have enough space for all of these songs would you like iTunes to randomly select songs to put in a playlist on the ipod". So instead I restored my ipod and tried to put my music on again but everytime and eveyrthing I try (like 5 R's)that same message appears" HELP
Ps: my itunes capacity bar shows 3.75GB free space and only 20.1 MB taken up

It's because you have more songs in iTunes than will fit onto your iPod.
songs I had to move some of it to a different place.
You don't have to move/remove anything from your library.
Simply click Yes when it asks you this.
It will create a playlist & select songs at random, that fit onto your iPod.
Add or remove songs from this playlist to put them on or remove them from the iPod.

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