IPad and .mov file issue

I am trying to play some .mov files on my iPad. I was able to drag and drop one of the files from my hard drive to the Movies folder in iTunes.  The drag and drop worked and the file plays fine.  I then go on to do the second file but get an error message when I try to drop it into iTunes: "[file name.mov] was not copied to the iPad '[iPad name]' because it cannot be played on this iPad."  Both files are .mov.  Why am I able to drag and drop one file into iTunes but not the other?  (I am able to drag and drop it into "Movies" in my regular iTunes account, just not to the iPad device).

Not all mov videos are friendly to iPad, but only H.264 / MPEG-4 encoding video in mov format is compatible with iPad. And the most important step is to convert MOV to the right MOV (mpeg-4), mov (h.264) for ipad. I haven't tried it, but this free software for Mac/Windows may convert it.
http://www.mirovideoconverter.com/
 Cheers, Tom

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