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No it won't. Calibre hasn't talked to an iPad for years.
I'm not sure why this community is so rabid about this subject. I use it to convert books from one format to another, period. There is absolutely nothing to be lost by Calibre providing choices on the structure (which is, again, not the same as me trying to specify a structure that Calibre has to work within), just as it does with saving files. It not doing so forces me to do things with, e.g., author, that I don't want to do.
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