I have a sad face and it says go to apple.com/support/iPod.
I have a sad face on my iPod. It posted to go to apple.com/support/iPod. Nothing happened.
iPod 5th Generation (Late 2006)
See here: iPod displays a sad iPod icon
Note that it's often a good sign of a hardware issue with the iPod's hard drive meaning the iPod will need to be serviced or replaced.
B-rock