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Try this over again -- delete the book from your Kindle, and delete the .sdr folder as well. Then resend the book.
Is a .sdr folder created? Only reading the book creates those other files, and hopefully also the .apnx sending.
I know when opening a book, the annotations file seems to eat the .apnx and hold the pagenumbers itself, but maybe it doesn't know how to update itself? Worth a try...
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