Trouble synching movies to new iPad

I recently migrated my Itunes library to an external drive. I can connect to it from either my iMac (to which it is tethered) or MacBook Pro via my wireless router (Time Capsulte). So far good. I only open one library at a time, which I understand is a limitation of this approach and that's fine with me. I synched my iPhone successfully to my MacBook Pro with no problems.
However, I replaced my iPad (ate the restocking fee in order to get the Wifi + 3G 64GB version. In synching this new iPad to my MacBook Pro, for some reason, if I check my movies (I am set to manually organize my musics and videos), then click Apply, my older movies will not synch. I see these movies in my Library, so I cannot figure out what is wrong. I have the most recent updates to Snow Leopard, iTunes, etc.
My TV shows synch fine, books, i.e., when I check them, they get copied --it's only the movies. I seem to have at least 40GB available and the movies in question don't total more than 10GB.
Help! Can't figure out where the glitch is.

Onag wrote:
my older movies will not synch.
give this a try:
select one of the problem files in iTunes and, from the advanced menu, select +create iPad or Apple TV version+.
try syncing the newly created file.
JGG

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