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It should play those files eventually (unless you explicitly excluded them from the random folder list and you have Auto-Change Directory set to "Random"). The puzzle here seems to be in the ordering, not that they are played at all.
H:\Music\AlbumA\1.mp3 - Plays FirstH:\iPod_Control\Music\F00(Random folder name)\1.mp3 - Plays SecondThe album in the tags of this is AlbumBH:\Music\AlbumC\1.mp3 - Plays Third
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