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Calendar Not Syncing - Windows XP and Outlook

My calendar has been syncing fine since the last time it crashed a couple months ago. Now it doesn't sync at all; no events move in either direction. I've done everything suggested on the support pages:

Hard Reset
Reset Sync History
Disable third-party Outlook add-ins (there were/are none)
Reinstalled iTunes

I even restored the iPhone to the factory settings and am ONLY sync'ing the calendar. When I hit the sync button, iTunes claims it's syncing my calendar...and it says that for about two minutes. But nothing changes.

What else can I do? I'm at a loss. Thanks in advance User uploaded file

iPhone, iPhone 2.1

Posted on Oct 15, 2008 12:55 PM

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Posted on Oct 15, 2008 1:43 PM

Here is an article from the apple support website that might help out.
http://support.apple.com/kb/HT1692

Most of the article you have done.
However, try syncing in a new login account.
If it syncs in a new login account, you might need to repair your .pst file.

Hope this helps.
18 replies

Oct 15, 2008 8:42 PM in response to Damon M.

Okay, so that was helpful. First, I attempted to repair my PST files with the Windows scanpst.exe utility. That ran, but I still couldn't sync. So I created a new user, created a calendar, setup iTunes, took a nap, and when I woke-up, the test calendar had sync'd. 🙂

So I switched back to my regular user account and tried every iteration I could find of exporting, copying, or moving calendar items...none of them would sync.

Ultimately what I did was use Google Calendar. I sync my Outlook calendar with Google, so I created a new calendar that would sync with iTunes, then sync'd the Google calendar back down to that one. Now I'm back in action. The only thing I lost were the "categories" and "labels" that I had assigned to events. While I'm ticked to have to lose that, at least I can see my appointments again!

Oct 16, 2008 3:10 PM in response to BigBen1861

I was having very intermittent success syncing to my work PC the first few days I've had my iPhone. But it has worked flawlessly today after I removed some programs that were associated with Outlook. The thing is that these app's did not appear in the 3rd party list that you see within Outlook when you follow Apple's instructions.

These are what I removed/disabled:
* Nortel Call Pilot
* WebEx
* CardScan

Hope this helps.

Oct 16, 2008 10:41 PM in response to EDG55

I have about had it. I have tried everything recommended. "outlooksyncclient" runs away even if I sync "nothing" - no calendar or contacts. Also, my calendar won't sync at all (contacts seems to be fine).

If this is really supposed to be supported (itunes 8.0.1.11 / Outlook 2003 / itouch 2.1.1) then Apple has some serious problems.

Has anyone from Apple Support responded? Is this working for anyone?

If I can't get this to work reliably I am going to return the touch 2.

Sorry about rambling but I am very frustrated and I have wasted hours.

Oct 17, 2008 7:38 AM in response to SteveG

Agreed. Apple loves to pat themselves on the back about how thing just work so well. This has been the worst PDA I've ever owned (about 5 in 15 years). My others were mostly Palm, which was ROCK SOLID in every way. Even my Axim was very good. But with the iPhone, I've had to have it replaced (under warranty) for a broken speaker, and I've had to completely wipe the phone clean twice (losing favorite contacts and a significant amount of calendar data) in only 7 months. They're not making an Apple fan out of me.

Oct 17, 2008 9:04 AM in response to Tracey AppleNewbie

0) Backup your PST file
0.1) Make sure your PST file is backed-up
0.2) I'm serious...are you sure you have the file in case it gets whacked?
1) Download and run Google Calendar Sync. This gets your Outlook data up to Google (minus any categories, labels, etc)
1.5) Close Google Calendar Sync so that you don't sync till you're ready
2) Create a new Outlook PST file and make that the default PST file [Tools-Email accounts - View or change - New Outlook Data File]
3) Create a test event in the new calendar and be sure it syncs
4) Run Google Calendar Sync again.

Hope that helps. Backup, backup, backup. 🙂

Oct 21, 2008 3:39 PM in response to SteveG

I have the same problem.

Ever since I upgraded to iTunes 8 my Airport Express has disappeared from the screen and was not detected ever since. Also my Outlook 2003 calendar stopped syncing. The stupid self help steps on the apple support site did (of course) not help. Are there actually any Apple programmers or support staff reading all these complaints? I haven't seen a single helpful post for this problem - nothing, nada, nix! And there are quite some complaints about this problem out there!

With the previous versions of iTunes everything worked fine and I regularly synced my iPhone 3G and played music through Airtunes. Now I spend hours on the net looking for help.

Is it a problem of the itunesoutlookaddin.dll file??? I don't know. The only thing I know is that iTunes does not find the calendar anymore. In the iTunes synchronisation window it does not show my calendar anymore. You can choose the option "Outlook" but it doesn't show my specific calendar. I can only click the option "All Calendars" - but without any result. At the same time it shows my Outlook mail account correctly.

It's very frustrating, especially because my Nokia syncs without a single hickup - it just works...

Oct 21, 2008 6:16 PM in response to I thought Aople was perfect

On Saturday, I went to the Apple store in Palo Alto. I was able to speak with one of the Geniuses. Unfortunately, he was only a “genius” in job title. He gave me a new iTouch to see if it was a hardware problem. He also told me to bring in my desktop xp machine and he would help troubleshoot the issue. I was gracious and thanked him.

I spent a bunch of time looking at every recurring appointment in my calendar for errors. Found and corrected a few and it still didn’t sink. If I can’t get it to work by this weekend, I am going to return it. There are others people where I work having the same or similar issues. Due to these issues, we will not be supporting iPhones or iTouch devices since they are NOT business ready.

IMO, it is a nice toy and good for music, photos, podcasts, youtube, etc. but not for any real business needs or work. My old Palm never failed me but finally wore out (Tungsten f). My guess is next that week, I will be looking at new Palms.

The only advice I have is try not to waste too much time not getting it to work …life it too short.

Oct 22, 2008 5:57 AM in response to SteveG

Steve, did you consider taking the Apple guy up on his offer to troubleshoot your desktop PC? Might be worth the hassle.

I too was an unhappy iPhone owner for the first 2 days when I couldn't get the thing to sync consistently with my work PC. But I kept seeing mention of application conflicts from Apple & others. After removing a few non-critical Outlook-related apps. things have worked 100% reliably for the last week. (Hopefully this statement doesn't jinx me. :-))

As a previous Windows Mobile user I can tell you that even an all-Microsoft solution isn't without it's problems. My old Palm Pilot was a different story. Now those were the days.....

Oct 22, 2008 7:52 PM in response to EDG55

After another 3 hours, I got it to work! I am not really sure which one of the things did the magic.

1. I synced my calendar and contacts on Plaxo.
2. I deleted all the appointments and contacts
3. I ran scanpst.exe a few times until there were no errors
4. Tried syncing one appointment to make sure it works
5. I downloaded my contacts and calendar from Plaxo
6. I ran scanpst.exe (again) a few times until there were no errors

All seems to be working. Outlooksyncclient winds itself back down; appointments and contacts sync.

I won't really declare victory until it works consistently for a couple of weeks.

Calendar Not Syncing - Windows XP and Outlook

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