I am getting the exact same error string in Calibre as others are reporting. I downloaded the CC app last night and I updated Calibre itself to 0.8.64. I tried sending just one book at a time and only was only able to to get the cover transferred. My Calibre library is about 260 books.
I am running Mac 10.6 on a 2.4 wireless network. I am connecting to a Nexus 7 running Jelly Bean. Let me know of there's more data I can supply. I've got wireless syncing of music working flawlessly & would love to do books the same way.
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