Trouble getting all songs onto Ipod from computer

I am attempting to put all 8000 songs from my Itunes library onto my Ipod, but only half will sync. I am getting the following error, "attempting to copy to the disk "Vanessas Ipod" failed. An unknown error occured (-69)" Can anyone help me? I had to restore my Ipod after my computer crashed, all songs are still there, but won't go to the Ipod.

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    I hate to do this, but since i have no idea how to start a post, I'm just trailing with an unrelated one (about the alarm.)
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