Currently Being ModeratedOct 26, 2012 7:56 AM (in response to hiker1)
After you disconnected the iPod from the iMac, did the iMac boot up okay?
It could be an indication or a damaged or dying hard drive. I would recommend doing a disk diagnostic on the iPod's HD using the instructions given by turingtest2 in this older thread. He also covers what the resulting numbers indicate.
If necessary, post the resultings numbers and we can verify what the next steps to take.
Currently Being ModeratedOct 26, 2012 1:01 PM (in response to planb77)
The mac booted OK. will try the above link.
Currently Being ModeratedOct 26, 2012 1:30 PM (in response to planb77)
Tried all the above.
Pending sectors --7
Start Stops -- 1941
Disk Repair found no problems.
I have movies,videos,music,audio books and podcasts all loaded on now and no pictures with 45.2GB free space. I'm going to leave things as they are and see how it all works during the next week.
The iPod Nano and iPod Touch have had no issues and work fine using the same computer and iTunes and iPhoto.
Currently Being ModeratedOct 29, 2012 7:13 PM (in response to hiker1)
Sounds like a solid plan. Let us know if you run into any more issues.
Currently Being ModeratedOct 31, 2012 4:50 PM (in response to hiker1)
Had to restore the iPod Classic this evening. It has been slow ejecting the past couple of times it was unplugged.
So it's not the pictures that is causing the problem. Guess it is the hard drive going bad which is a big disappointment. This iPod is not even 3 years old but it does get alot of use all week long. Maybe it's time for a new iPod. Wish Apple would update the iPod Classic before I get a new one.
Currently Being ModeratedNov 1, 2012 5:53 AM (in response to hiker1)
Sorry to hear that. If you haven't already, you can try a low level reformat of the iPod's HDD using the instructions in this article.
Currently Being ModeratedNov 1, 2012 5:32 PM (in response to planb77)
Thanks. I may give it a try.
Currently Being ModeratedNov 2, 2012 12:46 AM (in response to hiker1)
Tried the low level format. After following the instructions then syncing the ipod I disconnected it and got a check mark on the screen. Reconnected it and had to restore it. Started the restore and the computer shut down. Restarted everything and finished the sync with podcasts only. Everything was OK then except now I can hear the ipod hard drive clicking. Adding the music onto the iPod now.
Currently Being ModeratedNov 2, 2012 6:23 AM (in response to hiker1)
Everything was OK then except now I can hear the ipod hard drive clicking.
Probably not a good sign.
Currently Being ModeratedNov 14, 2012 5:10 PM (in response to hiker1)
So I gave up on the old iPod classic & bought a new one. Had it about 10 days now and it has crashed 5 times when I start to sync it. Restart and then it syncs fine.
Maybe it is something with iTunes. Maybe it's time to give up on Apple.
Currently Being ModeratedNov 14, 2012 5:13 PM (in response to hiker1)
The word amp in the previous post is a typo.
Currently Being ModeratedNov 15, 2012 5:25 AM (in response to hiker1)
What exactly are you trying to sync over to it? Music, movies, photos, etc.?
How much content exactly are you trying to sync over to it at once?
Currently Being ModeratedNov 17, 2012 11:24 AM (in response to planb77)
Usually just a few podcasts. As an example I just plugged it in and synced it and it starts to sync then it crashes and I have to restart it. Movies, music, pictures are already on it.
Currently Being ModeratedNov 18, 2012 3:45 PM (in response to hiker1)
Here is part of the crash report from the iPod I just tried to sync.
Process: iTunes 
Version: 10.7 (10.7)
Build Info: iTunes-10702101~1
Code Type: X86 (Native)
Parent Process: launchd 
Date/Time: 2012-11-18 18:39:31.025 -0500
OS Version: Mac OS X 10.6.8 (10K549)
Report Version: 6
Interval Since Last Report: 249500 sec
Crashes Since Last Report: 6
Per-App Interval Since Last Report: 460340 sec
Per-App Crashes Since Last Report: 6
Anonymous UUID: 36BFD4AA-BABA-4FA9-87DE-819C4CB07FCC
Exception Type: EXC_BAD_ACCESS (SIGBUS)
Exception Codes: KERN_PROTECTION_FAILURE at 0x00