HD problem, do I gotta take it in?

For some reason, cant import some songs from a folder to the itunes library "attempting to write to the Macintosh HD failed. Disk cannot be read from or written to." Also, some files have lost their icons, and when i click on them the file name also dissapears. I cannot install the OS X update because the disk cant be read from or written to. And, the repair disk in disk utility, is unclickable, but i am also unfamiliar with using that... It all started when one day i quit iphoto and i got a black box saying OS X failed and i need to restart. So how deep am i?

As I am in the UK it was almost 1.30am when I posted my last reply so I had to get some sleep before going to work.
Anyway before you erase the internal drive you should test the backup by restarting from it. SuperDuper! should have had an option to automatically do that for you.
If that did not happen then you need to restart, with the FireWire backup drive still plugged in, and keep the 'alt' key pressed. Eventually you should see a few icons on a plain background, one of those icons should be the FW drive. Select that icon and then click on the right arrow icon to restart from the FW drive.
Once restarted you need to test the backup and check that your everything is alright by running the apps and accessing your data. When you are satisfied everything is fine, launch Disk Utility and erase your internal drive in preparation for a new OS installation.
15" 1.25GHz/12" 1GHz PBs, PPC Mac minis, 12" iBooks G3/G4,   Mac OS X (10.4.5)   Cube, TAMs, iPods 2G/4G, iPs, AEBS, AX

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