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Hi GRiker - many thanks for the extraordinary work you have done with this.
One thing I have observed is that if there are multiple authors in the Author field in Calibre, the book gets sent to iBooks happily, but Calibre fails to detect that it is there.
For instance I sent "Swords and Dark Magic" by "Anders, Lou & Strahan, Jonathan" to iBooks. It shows up in iTunes just by "Anders, Lou". Calibre then doesn't match it when it does its check and so no tick is put by the book in Calibre to show it is already in iTunes. I got a few duplicates before I got wise to that!
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