Why won't some of my songs, that used to sync, sync to my iPhone 5 now? There is an empty circle appearing to the left of the check marks for each of the songs that were not successfully synced.

Why won't some of my songs, that used to sync, sync to my iPhone5 now? There is an empty circle appearing to the left of the check mark in iTunes for the songs that are not properly syncing.

I've continued tests on different films, and tried my entire collection. I've found about two dozen that will play fine on the PC, but will not cooperate when streamed to either Apple TV or my iPad. I tried several more tests with the audio, and that turned out not to be a factor -- I could not replicate that on another test.
I wonder if something in the header of these files is corrupted or a flag is set incorrectly or something along those lines, as the data appears to be fine -- it's just not "handshaking" with my streaming hardware and/or the Apple Home Sharing code that powers it.
Is there any way for me to "scrub" these files and amend their headers, or get into the file and tinker with that info by hand?

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