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If you want to search the content of books, you may be better off using 3rd party index based search tool - e.g Windows Search, Spotlight, Docfetcher, Recoll, X1 etc.
The list of files from the Windows based tools can be dropped into the Drop Search Results plugin and from there its easy to create reading lists, do bulk edits to add a tag etc. I'm not sure of DSR works with file lists from MACOS and Linux search tools.
Content search for calibre is on Kovid Goyal's To Do list
BR
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