how do I sync music to my ipod classic

The 160Gb iPod classic is able to reallocate up to 16,384 unreadable sectors. You've used up about half the capacity, but the fact that none show as pending is a positive sign. Max. temp has gone over the nominal limit of 50c at some point. Try the DFU Restore method in the user tip. iPod classic is classified as an obsolete product by Apple so their staff are unlikely to be able to provide much in the way of assistance.

tt2

iPod classic is classed as obsolete (see Vintage and obsolete products - Apple Support) but that doesn't mean that macOS 10.15 Catalina isn't able to connect to and update an iPod classic. My own experience has been that it doesn't like the device in Windows (FAT32) format, which previously hasn't been an issue for iTunes on Mac. I've currently got 7,625 songs on my Classic that were loaded through Finder in Catalina.

tt2

See Sync your iPhone, iPad, or iPod using your computer - Apple Support.

tt2

Disk Utility may be trying to silently scan and repair the drive. See Corrupt iPod Classic - Apple Community. What are your HDD stats?

tt2

Again, see Corrupt iPod Classic - Apple Community and let me know what the HDD stats are. I may be able to tell you if the trip is worthwhile.

tt2

In Catalina it should show up in Finder rather than Music. You may want to try another cable and/or check for fluff in the docking port. Reset the device and try again if you haven't already.

tt2

ummmm, Apple no longer supports iPod Classic and iTunes will not sync with the Classic.

You're welcome. 🙂

tt2