Old computer and ipod play files but new computer and iphone4 will not! why

Well I just found out I have a problem. About a year or so ago I converted an audio tape to AAC by running a line into my iMac G5 and recording the files. Now on my new mac mini snow leopard server I cannot get the files to play, but when trying to play it on my old iMac G5 there is no problem. I have it set as an audiobook since it's some tapes that go along with a textbook I use for teaching.
If I sync the files on my iPhone 4, they will not play. If I sync them on my old ipod with clickwheel (40GB) they play fine (synced from my new computer), and they play fine on a Windows 7 machine running iTunes. So I cannot figure out what is my problem.
I have tried converting the files a million different ways on the old machine and the new machine without any luck.
Does it have something to do with the new quicktime integration with Snow Leopard?

may have to restore as new http://support.apple.com/kb/ht1212

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Old computer and ipod play files but new computer and iphone4 will not! why

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