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It turns out I had one file in the directory that was DRM'd. And this time, starting with a fresh library, I got an error message (below)
Without the DRM'd file, all the files added successfully into a new library.
Here's the error when the directory included a .prc with DRM:
[Error 123] The filename, directory name, or volume label syntax is incorrect: u'C:\\calibre\\library\\Unknown\\\xd0\x12\xdd\xe0I \xec\xc1i\x1e\xd5\u2019g\x14\xcc\xb9\x03\xe2\xe8\x cc\xc9f0E_p\xca\xcc\x01h\xa5T\u203a (8)'
Detailed traceback:
Traceback (most recent call last):
File "main.py", line 636, in add_recursive_multiple
File "main.py", line 608, in add_recursive
File "calibre\library\database.pyo", line 1567, in recursive_import
File "calibre\library\database.pyo", line 1520, in import_book_directory_multiple
File "calibre\library\database2.pyo", line 1168, in import_book
File "calibre\library\database2.pyo", line 515, in set_path
File "os.pyo", line 157, in makedirs
WindowsError: [Error 123] The filename, directory name, or volume label syntax is incorrect: u'C:\\calibre\\library\\Unknown\\\xd0\x12\xdd\xe0I \xec\xc1i\x1e\xd5\u2019g\x14\xcc\xb9\x03\xe2\xe8\x cc\xc9f0E_p\xca\xcc\x01h\xa5T\u203a (8)'
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