IPod Classic Freezes when fully 'loaded'

I am not able, to synch more than ~ 23,300 songs to any of my two 160 Gb iPod classics.
When synching more than 23,300 songs, my iPods are no longer able to play any songs. In the 'About' menu, the iPod shows the wrong number of songs (i.e. 17,300 instead of 24,000) and a huge amount of 'disk space used' is flagged as 'other' (in orange). When clicking on 'Album' or 'Songs', the iPod shows the message 'No songs found'.
When synching less than 23,300, I am able to resolve this issue by restarting the iPods after synching. However, even when synching less than 23,300 titles, the iPods show the wrong number of songs, right after synching, and the huge amount of 'disk space used' for 'other'. Therefore, I have to restart my iPods every time I synch them.
So I have talked to every level at Apple's iPod support, and to list all the things they made me do would exceed the size limit of this message board. They even made me send back my original iPod Classic, and I had to wait for almost 1 month to receive my replacement. Here is a summary of my problem, that they (Apple support) have not been able to solve :
I have a very extensive iTunes collection - over 200,000 songs. All of them were ripped, using iTunes.
I use the ID tags extensively - i.e. every field is used, and the comments are filled to the maximum allowed characters.
The same problem occurs when using my old Power Book G4 (OS X 10.4.10), and on my new 2.4 GHz MacBook Pro (OS X 10.5.1).
I am using an external HD to hold my music files, which is directly connected to my USB2 port on either Laptop.
I have uninstalled and re-installed iTunes and all the firmware and software is up-to-date.
I have rebuilt my iTunes Library from scratch several times.
I have no problem, playing any of the songs in iTunes.
Thank you very much for your help.!

Perhaps?
I have the same problem, with my ipod (80gb classic) freezing quite alot), I did some research and the solution is to hold both the menu button and the middle button down together, untill the screen goes black and restarts with the apple logo. It should be fine after this. Spread the word, this was too hard to find out (it's frozen like 4 or 5 times now and I only just discovered this) - http://www.topix.com/forum/gadgets/ipod/TFCD7RF74RF71UUJ5

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