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I tried the debug tool again and was able to start it with the iPad plugged in, but it failed with the following error:
calibre, version 2.3.0
ERROR: Debugging failed: Running debug device detection failed. Click Show Details for more information.
Unable to connect to iDevice
Traceback (most recent call last):
File "site-packages\calibre\gui2\device.py", line 87, in run
File "site-packages\calibre\gui2\device.py", line 451, in _debug_detection
File "site-packages\calibre\devices\__init__.py", line 139, in debug
File "site-packages\calibre\devices\scanner.py", line 330, in is_device_connected
File "calibre_plugins.ios_reader_apps.__init__", line 921, in is_usb_connected
File "site-packages\calibre\devices\interface.py", line 200, in is_usb_connected
File "calibre_plugins.ios_reader_apps.__init__", line 940, in is_usb_connected_windows
File "calibre_plugins.ios_reader_apps.__init__", line 1236, in _get_connected_device_info
InitialConnectionError: Unable to connect to iDevice
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