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Plugboards do not affect file names. They affect metadata stored inside the book.
Check the send-to-device template in both Preferences -> Sending books to devices and in the device plugin (see this by right-clicking on the device icon when your device is connected). I strongly suspect that you will see exactly the text that you provided above. If so, then this also explains why you can send only one book, as every book will have the same file name.
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