Error when updating! Help please!!

I've been having a problem with the artwork updating on my 5th iPod. I kept getting an error when updating in iTunes whenever I added artwork to songs. So I was told to go into iTunes and go under iPod options and UNCHECK the box to display the artwork on my iPod. Then click okay. Then, go back into it and CHECK the box TO display the artwork and I get an error; "..Unknown Error occurred (-50)". Same error. And yes I have pressed the center button on my iPod to scroll through the different things. And I have restarted the program and computer. Tried disconnecting hte iPod, closing the program, restarting computer, restarting iTunes and reconnecting iPod and every combination of the steps (I've done many searches on this subject here) and same result. I've tried other different things but it all ends up to this error. Can some one please help me
  Windows XP Pro  

Hi Melophage,
I managed to do a OS X Recovery Reboot by restarting my computer and holding down Command and 'R'. I reinstalled OS X, and now my computer is working again.
However I'm going to take my computer into the Genius bar for review.
I have a Macbook Pro from 2012 (with a 2.6 GHz Intel Core i7 Processor) and was attempting to update OS X (I think Version 10.8.5).
Many thanks for your message.

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