Cannot sync iPod nano 6th gen

I created playlists on my computer, dropped them onto my iPod nano 6th generation, and they appear on the left side of my computer screen.  When I disconnect the nano, the playlists are not on it. Problem seems reklated to not being able to sync. I get "unknown error"-cannot sync. 

What is the full wording  of the error message you are receviving? 
Is the playlist configured to sync to your iPod from under its Music configuration tab in iTunes or do you manually manage the iPod's contents?
B-rock

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