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installed calibres with kindle-unpacking plugin. the installed DeDRM plugin. restarted calibres in debugging mode and found that DRM was not removed. i received this feed back from debugging.

calibre Debug log

calibre 3.39.1  embedded-python: True is64bit: True

Linux-4.15.0-45-generic-x86_64-with-debian-buster-sid Linux ('64bit', 'ELF')

('Linux', '4.15.0-45-generic', '#48-Ubuntu SMP Tue Jan 29 16:28:13 UTC 2019')

Python 2.7.15

Linux: ('debian', 'buster/sid', '')

Interface language: None

Successfully initialized third party plugins: DeDRM (6, 6, 1) && KindleUnpack - The Plugin (0, 81, 5)

calibre 3.39.1  embedded-python: True is64bit: True

Linux-4.15.0-45-generic-x86_64-with-debian-buster-sid Linux ('64bit', 'ELF')

('Linux', '4.15.0-45-generic', '#48-Ubuntu SMP Tue Jan 29 16:28:13 UTC 2019')

Python 2.7.15

Linux: ('debian', 'buster/sid', '')

Interface language: None

Successfully initialized third party plugins: DeDRM (6, 6, 1) && KindleUnpack - The Plugin (0, 81, 5)

Turning on automatic hidpi scaling

QGtkStyle could not resolve GTK. Make sure you have installed the proper libraries.

devicePixelRatio: 1.0

logicalDpi: 96.0 x 96.0

physicalDpi: 118.41774744 x 118.946341463

Using calibre Qt style: True

QGtkStyle could not resolve GTK. Make sure you have installed the proper libraries.

[0.00] Starting up...

[0.01] Showing splash screen...

[0.30] splash screen shown

[0.30] Initializing db...

[0.35] db initialized

[0.35] Constructing main UI...

Looking for desktop notifier support from: org.freedesktop.Notifications

org.freedesktop.Notifications found in 0.0 seconds

[1.93] main UI initialized...

[1.93] Hiding splash screen

[11.22] splash screen hidden

[11.22] Started up in 11.22 seconds with 1 books

['zenity', '--modal', '--file-selection', '--title=Select books', '--separator=n', '--attach=52428814', '--filename=/home/aubrey/Downloads/.fgdfg.gdfhjdhf*&^839', '--file-filter=Books | *.lrf *.rar *.zip *.rtf *.lit *.txt *.txtz *.text *.htm *.xhtm *.html *.htmlz *.xhtml *.pdf *.pdb *.updb *.pdr *.prc *.mobi *.azw *.doc *.epub *.fb2 *.fbz *.djv *.djvu *.lrx *.cbr *.cbz *.cbc *.oebzip *.rb *.imp *.odt *.chm *.tpz *.azw1 *.pml *.pmlz *.mbp *.tan *.snb *.xps *.oxps *.azw4 *.book *.zbf *.pobi *.docx *.docm *.md *.textile *.markdown *.ibook *.ibooks *.iba *.azw3 *.ps *.kepub *.kfx', '--file-filter=EPUB books | *.epub *.kepub', '--file-filter=Kindle books | *.mobi *.prc *.azw *.azw3 *.kfx *.tpz *.azw1 *.azw4', '--file-filter=PDF books | *.pdf *.azw4', '--file-filter=HTML books | *.htm *.html *.xhtm *.xhtml', '--file-filter=LIT books | *.lit', '--file-filter=Text books | *.txt *.text *.rtf *.md *.markdown *.textile *.txtz', '--file-filter=Comics | *.cbz *.cbr *.cbc', '--file-filter=Archives | *.zip *.rar', '--file-filter=Wordprocessor files | *.odt *.doc *.docx', '--file-filter=All files | *', '--multiple']

DeDRM v6.6.1: Trying to decrypt Today's Technician_ Automotive Heating & Air Conditioning Classroom Manual and Shop Manual, Spiral bound Version.azw4

Using Library AlfCrypto DLL/DYLIB/SO

MobiDeDrm v0.42.

Copyright © 2008-2017 The Dark Reverser, Apprentice Harper et al.

Decrypting Mobipocket 4 ebook: Today's Technician: Automotive Heating & Air Conditioning Classroom Manual and Shop Manual, Spiral bound Version

Found 0 keys to try after 0.6 seconds

Crypto Type is: 2

DeDRM v6.6.1: Failed to decrypt with error: No key found in 0 keys tried.

DeDRM v6.6.1: Looking for new default Kindle Key after 0.6 seconds

DeDRM v6.6.1: Running kindlekey.py under Wine

DeDRM v6.6.1: Command line: 'WINEPREFIX="/home/aubrey" wine python.exe "/home/aubrey/.config/calibre/plugins/DeDRM/libraryfiles/kindlekey.py" "/home/aubrey/.config/calibre/plugins/DeDRM/libraryfiles/winekeysdir"'

/bin/sh: 1: wine: not found

DeDRM v6.6.1: Found and decrypted 0 key files

DeDRM v6.6.1: Ultimately failed to decrypt after 0.6 seconds. Read the FAQs at Harper's repository: https://github.com/apprenticeharper/DeDRM_tools/blob/master/FAQs.md

Running file type plugin DeDRM failed with traceback:

Traceback (most recent call last):

  File "site-packages/calibre/customize/ui.py", line 172, in _run_filetype_plugins

  File "calibre_plugins.dedrm.__init__", line 621, in run

  File "calibre_plugins.dedrm.__init__", line 571, in KindleMobiDecrypt

DeDRMError: DeDRM v6.6.1: Ultimately failed to decrypt after 0.6 seconds. Read the FAQs at Harper's repository: https://github.com/apprenticeharper/DeDRM_tools/blob/master/FAQs.md

Added Today's Technician: Automotive Heating & Air Conditioning Classroom Manual and Shop Manual, Spiral bound Version to db in: 1.8

Added 1 books in 3.3 seconds