Some purchased songs not playing after moving to new computer

I migrated my music library to a new computer by moving the entire iTunes folder from the old computer to an external hard drive then to the new computer. When I synced my iPhone using the new computer, everything synced fine the first time except for an error saying three songs could not be converted properly. When I try to play the songs in iTunes, it tells me they are not authorized to play on the new computer then asks me to login to authorize (even though I already had logged in beforehand). Even after logging in again they won't play. The tracks won't play on the iPhone either.
The three tracks are part of a full album which I purchased via the music store on my iPhone. They synced to my old computer with no problem. They show up in my purchases section in iTunes. And the other 8 tracks from the same album work just fine. And I just double checked, and the tracks no longer play on the old machine either. The only weird thing was that when I synced it appeared as though iTunes downloaded the songs again even though they were already in the existing library. Any idea what's going on here and how to fix it?

Assuming you are in a region where you are allowed to redownload your past music purchases, delete the broken tracks from your iTunes library (but do not hide from iCloud), close and then reopen iTunes, go to the iTunes Store home page, click the Purchased link from the Quick Links section in the right-hand column, then select Music and Not in My Library. You should find download links for your tracks there.
While downloading click the small download activity widget near the search box and make sure Allow Simultaneous Downloads is unticked. This may improve the reliability of subsequent downloads.
If the problem persists, or that facility is not yet available in your region, contact the iTunes Store support staff through the "Report a problem" links in your account history, or via Contact Support.
See also:
Backup your iTunes for Windows library with SyncToy
HT5085: iTunes in the Cloud and iTunes Match Availability
HT2519: Downloading past purchases from the App Store, iBookstore, and iTunes Store
tt2

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