itunes could not copy song to ipod because unknown error occurred (-5000)

I found a similar question from a few years ago but no answers, and this started happening to me a few days a go after maybe a month of not syncing my ipod.


any ideas?


160gb ipod classic on windows 10 with latest versions of both windows and itunes.

iPod classic 160GB (Late 2009), Windows 10

Posted on May 13, 2016 2:58 PM

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22 replies

May 14, 2016 2:00 AM in response to wringblue

It's not stated what you have already tried, so... Shut down (power off) computer and disconnect all USB devices. You can leave standard USB keyboard/mouse connected, if used. If your computer is a laptop, connect its power adapter so that it's not running on battery power. Do this to Reset (restart) your iPod


Learn how to reset your iPod - Apple Support (see section iPod with a click wheel)


Start up computer, run iTunes, and connect iPod to a direct USB port on computer, by itself. Then try to sync it again.


If that does not help, do a Restore on the iPod using iTunes. This erases the iPod, reinstalls its software, and sets it to default settings.


Use iTunes on your Mac or PC to restore your iPhone, iPad, or iPod to factory settings - Apple Support


Then, connect iPod to a direct USB port on computer, still by itself, and try syncing again.

May 15, 2016 9:24 PM in response to Kenichi Watanabe

what i have tried up to this point.


i have restored the ipod several times

uninstalled and reinstalled itunes

restarted the computer and the ipod, with only the ipod connected via usb

messed around in permissions

checked for disk errors

tried the large transfer method mentioned above but am still having the same problem where there is half of my library that will sync effortlessly and the second half that will keep returning the "unknown error (-5000)" for specific songs and than say i do not have permissions to update.


any other ideas?

May 16, 2016 12:32 AM in response to wringblue

One possibility is that your iPod's hard drive is becoming unreliable. That is why the iPod does Restore fine and initial syncing works. But part of the hard drive's storage media is faulty, and when a large transfer (like a full library sync) gets to that certain point on the hard drive's storage media, errors occur.

uninstalled and reinstalled itunes

If you did this already, you probably did not completely remove iTunes and related software components. This Apple document lists the components of an iTunes installation, and the precise order to uninstall them.


Remove and reinstall iTunes and related software components for Windows 7 and later - Apple Support


After reinstalling the latest version of iTunes from here


https://www.apple.com/itunes/


try doing a Restore and syncing again.


If you still have a problem, here's a test that takes iTunes syncing out "out of the picture." Do another Restore. In iTunes, on the iPod's Summary settings screen, Enable disk use (and Apply) if it's not already. The iPod's "disk" appears in Windows as a USB storage device. Quit iTunes. Use Windows to copy a large amount of data to the iPod. You can create a folder on the iPod called Test and copy large files (or folders with large files) to that folder. It doesn't matter what data you use; you can even use your iTunes Media folder, or maybe a folder that has video files. Keep going until you fill up the iPod. At some point, do you encounter similar problems with copying the data to the iPod, or does it work smoothly without stalling or errors?

May 17, 2016 11:02 AM in response to Kenichi Watanabe

i did the full uninstall last night and restored and the problem persists!

i am working on the second part and will report when i see how that goes.


it seems more and more that it has to do with the permissions things, since even when i have nothing on the ipod and move the speficif albums it has been rejecting that they are rejected regardless, even when manually managed.


what more permissions can i check?

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itunes could not copy song to ipod because unknown error occurred (-5000)

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