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Sync conversion failure

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Today, we noticed that one of my son's movies hadn't synced. When I got home, I looked into it, and it was showing a conversion error. It said "This media was unable to be analyzed."

I am running PMS 0.9.14.3 on a Mid-2010 iMac
His client is an iPhone 4 running version 3.5.3
The video streams to his phone without any issues.

I tested syncing the same video to my iPhone 6 with version 4.0.8, and it synced without any issues.

File info:
Ripped in MakeMKV, then run through Handbrake to .m4v
Container: MP4
Codec: H264
Codec: AC3

Is there a reason that this isn't syncing? Anything I can do to make it sync?

Any advice is appreciated.
Mike


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