iPod won't synchronise completely

As noted, the stats are quite bad, and they only represent the known issues. As the drive fills up you may run into new problem areas that have yet to be identified. Check the stats again. It may take several rounds of restore and reload to get all the media on without errors. See also the advice on breaking up large transfers, this can sometimes help when the drive is OK, but iTunes trips over itself as it transfers content.

tt2

See Restore your iPhone, iPad, or iPod to factory settings - Apple Support. Restoring wipes all existing content on the device, which will normally release the pending sectors for automatic reallocation. See also the DFU Restore and Reformat Drive sections of my user tip. Try one of the methods, check the stats, and in particular that pending is now zero, then try to reload the media.

tt2

I'm referring to the headings in Corrupt iPod Classic - Apple Community:

DFU Restore

If the device still won't restore normally try this method. Connect the device to the USB cable, press MENU+SELECT like a standard reset but keep holding for 12 seconds. The device should reboot as normal and then the screen should go blank. Now open iTunes and try to restore again.

Reformat Drive

If all else fails try Erase your iPod - The Super Fix for most iPod Problems. Basically a low level format of the iPod’s hard drive to get around whatever problems are stopping iTunes from restoring it properly.

Another approach for a Windows formatted iPod is to get a Mac owning friend to restore the device and then return it to you for restoring again on Windows, or have a Mac formatted iPod restored by a Windows user and then restore it again on a Mac.

tt2

Max. temp has gone over the recommended 50C, but I don't think that is significant. The 16 pending sectors are areas of the drive that won't read reliably. They need to be converted into reallocations by restoring or reformatting the iPod and then attempting to reload content to it. 12,160 reallocations is quite a high count, though there should still be some room for more. As you clear and the repopulate the device you may find further areas that need mapping out. Rinse and repeat until it is done, or you lose patience.

tt2

You're welcome. 🙂

If the artwork starts in sync with the albums and then goes awry then there are likely some inconsistencies in your tagging. See Grouping Tracks Into Albums for some advice on fixing this type of issue. Every value that is supposed to be the same should be, and with consistent casing, no random trailing spaces, etc.. Sort values should not be used to try to merge different things together.

tt2

See Corrupt iPod Classic - Apple Community. What are your HDD stats?

tt2