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This technique works well only for epub books.
What you are doing is depending on CC's "scan for new books" feature to find the books that came out of the sky (so to say). It does that. However, CC must then negotiate with calibre to associate the books it found with the books in calibre's library. For epubs, CC opens the book file, extracts the metadata from the embedded OPF, then passes that up to calibre for analysis and matching. For any other format, CC passes the entire book up to calibre for analysis. Because of this, it is actually faster to send non-epub books over a wireless connection than to copy them to the sd card and have CC send them back. Also, there are cases where the metadata in the book cannot be matched with the metadata in calibre, meaning the books must be hand-matched. This is particularly true when metadata plugboards are used to change the metadata in the book.
CC reading calibre's database isn't going to happen soon, if at all. There is an app, leger calibre, that claims to do this. I haven't ever tried to run it.
I have looked at whether I could make CC compatible with information sent over a cabled connection by calibre. In theory the file "metadata.calibre" contains all the information CC needs. The problem is that calibre and CC probably don't agree on exactly where the books are stored and how they are named, especially if one uses different folders for different book extensions in CC. There have been too many other more useful (more demanded) things for me to do than to fight with this one. It remains on the "wish list."
BTW: there are lots of people who keep their entire calibre library on CC. I know of two who have more than 10,000 books, and many more with in excess of 4,000 books.
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