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If you delete the book on your 505, it will still be on the Sony Connect software.
If sync is turned on (it is by default), it will be added back to the 505 each time the software recognizes the device.
I don't use the Sony software that often but I have disabled 'sync'. My preference is to choose which books are copied to the device. I like to delete most books after reading and only keep a few read books on the device for reference.
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