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Well, it sort of depends on what you're trying to do.
1. If you're talking about taking books you bought in iBooks and transfer them to something else, you're pretty much out of luck unless you know how / are willing to strip the DRM out of the books. At least, thats the impression I've gotten from the forums here.
2. If you are trying to transfer things you put into iBooks yourself that were acquired elsewhere, then the books SHOULD be somewhere on your hard drive in their epub format. I'm not sure how it works on the mac side, as its been several years since I owned a mac desktop/laptop, but the books on my iPhone's version of iBooks are stored on my Desktop in the iTunes folder under iTunes / Books. In the iTunes interface I can right click on a given title and have it bring up a window to the location of the file. Those can be dragged directly into Calibre. I'd suggest checking iTunes and/or iBooks and see if you can select a title and then find its location. (Usually with right click or control/cmd- click, if you don't have a two button mouse)
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