My Audio Books wont play

I purchased an audio book from Itunes. I manually dragged the newly downloaded file to my Ipod nano. The ipod updates. While the nano is connected, I can see the new audio book under the audio book play list in the nano, but when I discionnect the nano, the audio book does not appear for me to play. My other audio books appear and play with no problem

Are you disconnecting the iPod without ejecting it?
For more info, see this: Safely Disconnect iPod
Also, new conetnet is sometimes not synced to an iPod if it is being confused with other network devices. You might want to see this:
Windows confuses iPod with network drive or hard drive
-Kylene

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