Music not downloading from itunes

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I have tried syncing all music, removing everything, restoring, and nothing works. Question 2: iTunes syncs fine with my iPod with no issues. No matter what I try about of the songs I am trying to sync are actually on my iPhone, yet all of them are on the iPod just fine. To the point, I bought two of them a second time.
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If songs are missing from your music library after you turn on Sync Library

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iTunes won't sync songs to iPhone or iPod

A new song from that artist you love has just come out and you try to download it onto your device. Annoyingly, you find that Apple Music is not downloading songs! What is keeping you from listening to music on the go? Various Apple users have complained about getting a message that reads "Unable to Download Songs".
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How to Sync Your iTunes Music Library to an iPhone

After you buy a song, album, movie, or TV show from the iTunes Store, your download might stop unexpectedly because of one of these issues:. If you rented a movie, learn more about streaming and downloading rentals. On an iPhone, iPad, or iPod touch. On a Mac or PC. Information about products not manufactured by Apple, or independent websites not controlled or tested by Apple, is provided without recommendation or endorsement.
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Christian Zibreg on April 3, To automatically download new music purchases made from other devices, be sure to turn on Automatic Downloads on your new computer. To download every single song, album or music video you previously purchased from iTunes Store via a specific Apple ID account, follow the steps outlined below. Choose Sign In from the Account menu.
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