[BetterRed]

Originally Posted by DMcCunney

Recently I discovered that new books I add to Calibre aren't being placed in existing sub-directories, and new directories aren't being created. All books are winding up in the top level eBooks directory.

When you send a book to a device or save it to disk the output directory and file names are specified by a template in the relevant preference settings, viz:



It would appear that you've lost some of the template you had - make sure you check the device configuration template, it overrides the one in Send To Device preferences.

Originally Posted by DMcCunney

I looked at the Calibre docs, and unless I am misunderstanding them, the default action Calibre takes when transferring books to device should replicate the directory structure Calibre maintains on the desktop.

You are misunderstanding doco. Here's why:

To cope with the vagaries of the different operating and file systems that calibre supports, the author and book directories, and the format file names within the library are ascii-ized and they may be truncated. These names are computed algorithmically - and the algorithm is subject to change.

For Latin alphabets, diacritics such as acute and umlauts etc are discarded, other 'alphabets' are 'latin-ized', so the author iʁɛn nemiʁɔfski directory name will be iRen nemiRofski and the book 辛識平：習近平向世界展示“中國名片” directory name will be Pi Lu Ma Jia , Gan Hei Gou Dang _We.

It's probably 'safer' to test a template with Save to Disk.

BR