I'm trying to sync iCal to my 5th gen, 80 GB iPod. I'm running OS X 10.4. 8 with all avaialble updates installed and iTunes 7.02.

I can happily sync videos, songs, games, address book to my iPod but whenever I enable calendar sync the iPod goes into a rebooting loop that is very hard to get out of (while rebooting I press Play and select to go to some special iPod mode and then I have to restore the iPod).

Is this is a known problem and is there a solution?

To recap the problem...

1. You open iTunes and connect your iPod to your computer.
2. You click on the iPod icon in the left pane of iTunes.
3. You click the Contacts tab.
4. You enable the: Sync iCal calendars checkbox.... and then your iPod reboots ?

And are you restoring each time, so in effect, you're erasing everything on your iPod each time you try to sync with iCal ?

cw

Yep - but not just one reboot of the iPod - it just continually cycles. It's a bugger to interupt so that I can do a restore.

I'm running the latest iTines, iPod firmware, OS X, etc.

Troubleshoot the problem - try the following:

Click on blue Apple Menu and scroll down to: System Preferences...
In System Preferences, select Accounts.

In Accounts window, at the bottom-left, click on the Padlock icon, to key in your Password - if need be, in order to gain access to Accounts.

Then click on the [+] button, just above it, to add a new Account. Name it: Test.

Don't give it a Password, but put a Tick in the Allow user to administor this computer check box. Then click once on the: Create Account button. It will tell you / warn you that you did not enter a Password. Ignore this message and click the OK button. It will then prompt you again, and at this next prompt, click once on: Keep Automatic Login.

Quit System Preferences, click once on your blue Apple Menu and scroll down to: Log Out Your Name.

Your Apple Mac will Log out of your Original Account, and present you with a new screen that now shows two Accounts: Your Account - and the new Test Account.

Click once on: Test

Now that you are in a whole new untainted Account, create a bunch of quasi iCal Dates, rip a few tracks of music in iTunes, and hook up your iPod Video 5G again - to sync music and iCal.

If it stuffs up again on iCal - I'd begin thinking there was either a problem with the iPod or the way it's being formatted each time you do, or the possibility that some form of media in iTunes was corrupt.

If it doesn't stuff up on iCal syncing, then at least we can know it's a fault in the User Preferences of your Original Account.

Post back your findings.

cw