corrupted iPod Classic data recovery? In need of a guru.

So, I have an iPod classic, and it seems to work almost entirely fine - it occasionally doesn't respond, but it has 11,000+ songs on it, and is a couple years old.

My issue here is that there is plenty (read: more than $10,000 worth) of store-bought CD music on there (some of it awfully rare) and I am going to lose it all if I can't figure out how to rescue it.

iTunes calls the iPod corrupted, Disk Drill and Drive Genius (free versions of both) don't seem to be doing much good.

The only thing that MAY have been progress that I did was copying the drive to a dmg file, but the dmg won't mount ("no mountable file systems" error).

I feel so close to being able to fix this issue, and the music is there to listen to, so why is it so hard to get to it??!!

I have done the following things to try to fix the issue:

Charged iPod fully before connecting

Connected in Disk Mode

Ran Diagnostic Mode

(HDD Smart test returned the following:

Retracts: 55

Reallocs: 56

Pending Sectors: 744

PorweOn Hours: 93

Start/Stops: 29303

Teamp: Current 34C

Temp: Min 10c

Temp: Max 50c)

At this point, I don't know what to do to either the .dmg on the computer or the ipod itself so I can have my music again.

I wouldn't be freaking out, but again, 10 grand is on the line.

Please help!!!

-Sam