IPod and iTunes not syncing properly

When I swipe a song to the right on my iPod and tap delete, a cloud appears with a down arrow. The song never leaves my iPod and I am still able to play it with the cloud/arrow showing. The cloud symbol remains after syncing and the song will still play. In fact the cloud symbol never goes away until I tap it. If I tap the cloud I get the circle/square symbol indicating it has been downloaded/added to my iPod. Conversely, when I drag music on iTunes to my iPod I see the green plus sign but the song does not appear on my iPod after syncing nor on iTunes. I also have unchecked music on iTunes listed for my iPod and they still don't go away after syncing.
iPod touch 5g, refurbished
iTunes 11.1.3 (8)

As a last ditch attempt I unchecked all the albums, artists and manually loaded songs on my iPod via iTunes and synced my iPod. After syncing there were 3 songs left on my iPod which I was able to delete in the normal fashion (sliding left and touching the red "Delete" prompt). I synced my iPod again. Now iPod was empty. I then loaded the songs I wanted by clicking and dragging the albums I wanted to my iPod via iTunes. I synced again and now my iPod has the songs that I currently want on it.

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Since the computer crash, have you re-authorized it?
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Authorization FAQ.

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I have a similar problem, all since the ios update i think, my podcasts do not seem to sync, I have a song purchase via the ipod which no longer plays (just sits on the screen) this also doesnt sync back to itunes.
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It might be worth checking if your mobile device service is running. I had a similar problem to this and found out my mobile device service had not started properly. I found the following apple link http://support.apple.com/kb/TS1567 for restarting the service useful and my problem now seems to have disappeared.

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Jason,
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Try:
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http://www.apple.com/support/ipodnano/4th_5th_generation/
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ha! nevermind. I followed another threads advice and downloaded the quicktime standalone. Works fine for now at least. Regardless, would it still be a good idea to reformat? Thanks...

IPod and iTunes not syncing properly

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