ITunes8.2 might not sync contacts, calendar and notes with Outlook 2007

Question

My ipod touch has been synching on a Windows XP machine with Outlook 2003 and iTunes 8.2 nicely for a few weeks. Now I need to move to a different computer.
That one had Outlook 2000 this morning. The sync that was intended to move the contacts and calendar information from the ipod touch to this machine failed.
From http://support.apple.com/kb/TS2051 I learned that I can't use Outlook 2000.
So I actually bought Outlook 2007 and used that.
Bummer - no luck!
After trying out a few things:
http://www.zolved.com/synapse/viewcontent/30722/Microsoft_Outlook_Contacts_and_Calendars_are_not_Syncingwit
did this - doesn't help
http://support.apple.com/kb/TS1347
empty file?
http://support.apple.com/kb/TS1324
Unicode!
http://support.apple.com/kb/HT1692
tried out all four tipps ... no change
http://nickvt.blogspot.com/2009/01/iphone-outlook-calendar-and.html
I did a few experiments.
On another PC syncing works another ipod and the same software Outlook 2007 + ITunes 8.2
On another PC syncing works with my ipod and the same software Outlook 2007 + iTunes 8.2
On my PC using another user's windows account syncing does not work with my iPod and the same software Outlook 2.7 and iTunes 8.2
On my PC syncing does work with Windows Address book
On my PC accessing Outlook via COM via software does work with another application.
So again none of the tipps in
http://support.apple.com/kb/HT1692
1) Reset Sync history
2) Disable third party addins
3) Attempt to sync content in a new Windows user
4) Reinstall the itunes software
helped. The best I can get is a very long sync session that "feels" as
if the synching went on but in the end there is no result at all.
Copying the outlook.pst file from the machine where things worked and trying
to override the ipod's contact content also failed. It looks like there is
some kind of interfacing problem that does not openly lead to an error message
but still makes sure the whole synching procedure fails. Unfortunately I didn't find any clue on how to setup debugging or logging options to better catch what is going on.
At this point I'm out of options and hoping for help via this forum.

Answer 1

I've had this problem for 3 months! Here are things I've tried which didn't work (my Outlook 2003 calendar still won't sync with my iPhone so my iPhone essentially does not have a working calendar)...but they might work for you:
delete everything off the calendar on your iPhone & check the "override your calendar the next time you sync" button & sync
try setting up a new user on your computer and syncing to that (make sure you've unchecked that "override everything on the iPhone at next sync" button) to see if things will move from the iPhone to the computer