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Try not using Calibre; you should just be able to copy your pdf file to the device. The device shows up as a removable disk. Copy and paste works. You can browse to the directory that contains your other documents to do the paste.
If you have problems using the external memory card try the internal memory. It shows up as a different removable disk.
If the Sony Library is running at the same time as Calibre nothing will work right.
Robert
I doubt if your problem is related to Calibre; more likely a usb issue or bad external memory card.
Robert
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