MPEG-4 video file won't sync with iPod

Hi,
I ripped a home made DVD (19 mins) using Handbrake to MPEG-4 and dragged the file over into the Movies area of iTunes. It's ticked in the left hand column.
Problem is I cannot make it copy over to my 30 gig 5G iPod Video. All of my music and photos sync just fine - iTunes set to automatically update.
Any help greatly appreciated.
Mr Blue Sky
iMac G5 20" 2.0GHz 1Gb RAM black MacBook Core2Duo 2GHz 1Gb RAM   Mac OS X (10.4.9)   eMac 1GHz 512Mb RAM 10.3.9 black 30Gb iPod Video 5G

How did you convert the .M4v to an .MP4 file with the program? I've been trying and it wont. It's odd that you can download the .M4v file, but it wont automatically add to the video ipod.
Steve

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