couple of answers: the speculation about shortest clearview moview ever is not in wikipedia, it must have been in other links when I googles clearview.
title info is somewhere in video_ts.ifo and I know that dvdfab alters this file when it rips.
I am not an ifo expert but there are programs that let you view/edit ifo files and by comparing original & decrypted versions you'd probably figure out what changes.
I recall that fab inserts it's program name into the ifo somewhere & maybe that is what confuses clearview.
not sure where all that would get you though, unless you want to maually want to edit each rip, and in theory none of the above should apply to clone as it's an exact copy. be sure to tick the clone non video data box though, otherwise it will not copy addition files folder like those titles & jacket examples that you mention.

there is also a volume name stored elsewhere in the Dvd - that is what windows displays when you insert the Dvd, but fab does not change that AFAIK.

have you asked the guys at clearplay - it's their product so they should help you ?
meantime open that jacket folder with notepad & see what is in it.