When I ad enabled the additional debugging I had restarted and attempted to send the same 4 books again which sent all 4 bug crashed on the 4th. The 4th shows as being there but is empty. The time that it crashed on sending the first book it showed as still sending the first book. When the application restarted the book APPEARED to be there but was empty besides cover. When it syncs back up with Calibre it will show that the book book that was stuck on screen as Syncing... as synched in Calibre but the contents of the file will be empty on the tablet besides showing the cover as stated above.
The tablet has yet do go to sleep during any of the transfers.
I'll recreate a lighter debug log for you now and send you the larger debug log created yesterday to your email.