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The number of digits per file name should be the same-- 001.jpg to 100.jpg, for instance (I don't know if the 01.jpg to 100.jpg you mentioned was a typo or not.)
To me, Calibre does a totally unsatisfactory job of converting comics. I use the command line "comictolrf" program-- all I need to do is open a DOS prompt on the folder containing the comics I want to convert and type "comiclrf *.cb*"
Of course those LRF files can be used only on Sony readers, but that is what you have.
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