Deleted items from Ipod Nano to make room for new. Emptied trash. Still getting error message when I try to copy items from ITunes to Ipod. What should I do now?

Deleted items from Ipod Nano to make room for new. Emptied trash. Still getting error message when I try to copy items from ITunes to Ipod. What should I do now?

If you delete songs (and other items) from the main iTunes library, yes, you need to empty the Trash because iTunes puts the song files into the Trash.  When deleting items from an iPod, the items are not being deleted from the main iTunes library, so nothing should end up in the Trash.
Hopefully, you are not deleting items from your main iTunes library, just to sync those deletions from the iPod.  If you are, there is a better way.  You can post back if you want more info...

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