Movie not copying to iPod

For the last week or so I have been exporting a bunch of MPEG-4 movies of Futurama to the iPod format within QuickTime Pro. So far I haven’t run into any trouble until today. The movies I'm working with are MPEG-4 640 x 480, Millions, ACC Stereo 25 FPS before I export them. Using the iPod preset to export those files in QuickTime, the output file appears to be H.264 320 x 240 ACC Stereo 25 FPS. I've exported about 5 of these episodes and every one of them has worked fine and copied automatically over to my iPod and plays. Every one except this one file that I exported today. Itunes refuses to copy it to my iPod saying that its not compatible, even though I exported the file using the iPod preset in QuickTime.
I've checked movie info on the file and it seems to be identical (in terms of file format and size) to the other movies that successfully copy over to my iPod.
I've also tried re-exporting the movie which didn’t do anything to solve the problem.
Any info on why this is happening? This problem seems isolated to this file as I have exported other files from the same collection since this one.
Any sugestions would be great

iPod nano (5th generation) - User Guide

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