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If you drag drop a folder into a book details panel all the files therein will be added or used to replace existing files in the book
That may or may not be a good thing - e.g. if the folder contained a .PNG it would probably overwrite the existing cover,jpg. Probably best to open the folder and drag drop the files you want to add or overwrite existing files.
Or, select the relevant file(s) in explorer, press Ctrl+C to copy to the clipboard, select the book(s) in the calibre book list, and use the Add-Books->Add files to selected book records from clipboard option (which I have assigned to to Alt+Shift+V).
BR
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