Problem transfering video to ipod

I bought some video files (tv episodes) from the iTunes store and for some reason some of them will not transfer onto my iPod. The first few files worked fine and play on my iPod fine too (it's a season's worth of a TV show I'm discussing here). But the last few downloads refuse to transfer. They will play on the computer but when I drag them onto my iPod - a new 160G classic - it tells me "XX was not copied to the iPod because it cannot be played on this iPod."
Incidentally, I am running the latest iTunes version (7.4.2 (4)) and iPod OS.
It's especially strange because only some of the video files have this problem, not all of them. And as I said they play fine on iTunes on the computer.
I checked and made sure my computer is authorized for my account. Rebooting, ejecting and replugging the iPod, or restarting iTunes doesn't help. Any advice?

I had a similar problem once and solved it by coping the items to another folder. I then removed the items using the iTunes interface and said "Yes" to the "remove video and delete file" question. I then closed iTunes. After opening it again I used the File > Add To Library menu option and added the items again. It worked for me, maybe it wil work for you as well. You may end up needing to do all that, only to find out you need to re-download the titles from the iTunes Store again. Good luck.

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I have had this problem, and it deals with the amount of data. It is the Average Bitrate, it should be below 500 kbps. Also try using handbrake or DVD2Pod. I use MacTheRipper to rip the DVD and DVD2oneX to size the DVD to under 4.3 Gig. Also a program that helps is DVDxDV which truns a VOB file to a movie.

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I just bought a 5th gen and cannot transfer videos.
The videos are a computer format (could not play on TV) and I converted them to play on Ipod like help file stated. It stated that I can drag and drop to Ipod icon that shows when I connect the Ipod and use ITunes. Well no can do! It transfered to ITunes and will play in ITunes but cannot get to Ipod. My Ipod has a video section so I know I can have them on it. I tried with manual and automatic update selected.
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Problems transferring video to ipod

So, i just upgraded to itunes 6.02 and now i can't transfer videos onto my ipod. It tells me they aren't in the correct format or a format the ipod can play. Before i upgraded i had absolutely no problems. I have tried taking off files that uploaded fine with the previous version of itunes and uploading them with the newer version and they don't work either. I've got the latest updater software and that's made no difference.
I've used both Videora and Apollo ipod convertors and neither make any difference. I've tried both mpeg4 and h.264 formats, but that doesn't work either.
Why do apple bring out software that creates new bugs?!

Can you please give me a little more info on your situation... (that's not much to go on...) thanks...

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Welcome to Apple Discussions!
What you are trying to do is illegal. You cannot take your friend's music. That is one of the reasons for the message.
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I can't transfer video from iTunes to iPod. DVD movies converted to MP4 using Cucusoft software and a TV show purchased from iTunes Music Store won't transfer. The only video that has tranferred successfully is a video podcast called "Tiki Bar". It did ok.
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sileni wrote:
I am trying to sync a video (.mp4) to my iPod Touch and it will not sync.
All of a sudden having same problem. Thought it was because updated to OS4 on Itouch yesterday. Tried everything I could think of still won't sync properly. Everything else sync's okay, maybe Itunes glitch today something to do with new OS ?
George in NY
Message was edited by: georgeny

Problem transfering video to ipod

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