My nano won't sync with new music added to my playlist & it won't reset

I have the nano (6th generation) & from time to time I have had to reset it to download new music.  About 3 months ago I transferred my Itunes to a new computer & had to reset my nano.  I tried to add new music to my playlist & it will not sync.  I have tried to reset my nano with all the suggestions given & still nothing. 

Did you find an answer for your issue?
I have an iPhone 6 and there are 5,059 songs on my phone but only 2,171 are actually playable, the rest are grey'd out as though they are about to sync up. When I first added them to the phone (a group of a few hundred at a time) since it glitched when I tried to add too many at once they all played fine but then a week later a weird sync notice showed up and suddenly half my library is inaccessible.

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