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iphone4 synch problem with outlook calendar

Just a few days ago, I got a weired problem. My iphone suddenly can not synch with outlook calendar (previouly it worked fine). The contact and note can synch correctly with outlook. But iphone calendar can not update change from outlook calendar, and outlook calendar can not change from iphone calendar either. I tried everything I can think of, such as "Reset Synch History" in iTune, checking "replace calendar" box in Advanced option in iTune, reinstall iTune, etc, neither works. The most weired is that even I restored iphone to factory setting (calendar should be wipe out), but in iphone calendar still remains same as before after synch with outlook even if outlook calendar has changed.
Right now I feel devastated as this apparently simple problem becomes so hard to fix. I don't know how iphone calender is designed. But it should have option to delete everything then replaced by outlook calendar as othe phone does. Please help me if you can.

pc, Windows Vista

Posted on Nov 16, 2010 2:42 AM

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65 replies

Dec 9, 2010 8:13 PM in response to yuezhang448

Well, I can tell you something else NOT to try. I went to the Info tab on iTunes and in the Advanced box checked Calendars. It made sense that it would replace the information on my iPhone 4 with the Calendar information in Outlook. Well, I have NO calendar information on my iPhone now.

Okay, I have to update. I had my calendar opened to Dec, when I went back a month to Nov all of a sudden I was able to see my calendar information, and back to Dec and it is all there now??? Problem is still not syncing, I have 107 calendar conflicts and 1 contact conflict.

why are there so many iPhone issues these days that Apple is not resolving???

Message was edited by: Miam185

Jan 7, 2011 7:56 AM in response to yuezhang448

The following seems to have cleared up this issue.
1. Plug in Iphone and let sync process go to completion.
2. In left-hand margin, left click on Iphone under DEVICES.
3. Click on "Info" to open menu. Pull right-hand slider down to bottom so you can see "Advanced" menu. It will offer "Replace information on this iPhone" and five options.
4. Click the "Calendars" option and then press the "Apply" button below that.

This will force a one-time sync of the calendar information. After that was done, I disconnected my Iphone and changed a calendar entry in my Outlook calendar. I re-connected the Iphone and the change was sync'd normally. I hope this fix holds...

Jan 13, 2011 6:24 PM in response to utilajeff

The precise same syncing problem returned on Friday. New and changed calendar items quit moving from phone to Outlook and from Outlook to phone. I'd put myself in the habit of backing up outlook.pst. As before, I copied the current outlook.pst and then put the backup from two weeks prior in its place. Then I imported from the copy of the corrupted(?) outlook.pst, ignoring duplicates. My calendar syncs are working again.

This is quite the annoying problem.

Jan 18, 2011 11:24 AM in response to yuezhang448

I am also having a problem with my Outlook 2007 calendar syncing with my iphone 4. Contacts and everything else sync perfectly. The calendar also used to sync perfectly, but now does not sync in either direction at all. Strangely, it is almost like Outlook has an old ghost of a calendar somewhere that syncs with my phone, because the same, old, incorrect stuff keeps appearing. Stuff I changed a couple of weeks ago. No newer changes reflected, no new appts transfer in either direction. Problem is, I can't be sure when the problem started. Reason I think it may have to do with Outlook is that I wiped my phone clean and set it up as a new phone, and that same old calendar keeps appearing. What the heck! I have spent so many hours clicking and unclicking the different options, trying to troubleshoot Outlook/iphone/itunes, I can't even count. I desperately need to fix this problem because the whole reason I bought the phone was to have my calendar and tasks (I use Toodledo) with me at all times outside the office. This is affecting my work! HELP!!! Anyone else with the same problem??? Thanks!

Jan 18, 2011 12:30 PM in response to Cheetaah

Hi all, same problem here. I re-created PST files, un-installed reinstalled iTunes. The only thing that I did not do was to allow my pc calendar to over write my iPhone calendar as this is from three different sources.

The only thing that I was able to do as to create a calendar item on my PC and have that sync to my iPhone, but from my iPhone to my pc no way Jose. It does not work. If anybody has any suggestion I would like to hear (see) them.

Jan 24, 2011 6:02 PM in response to utilajeff

The precise same syncing problem is back today. (See also my posts of Nov 24 and Jan 13.) New and changed calendar items quit moving from phone to Outlook and from Outlook to phone. I'd put myself in the habit of backing up outlook.pst. As before, I copied the current outlook.pst and then put the backup from two weeks prior in its place. Then I imported from the copy of the corrupted(?) outlook.pst, ignoring duplicates. My calendar syncs are working again.

What is causing this? I didn't even go two weeks this time without the problem resurfacing... Though I loathe the idea, maybe I need to switch to Google calendar. Or get a Blackberry.

Jan 25, 2011 1:42 AM in response to yuezhang448

I have the same problem. MacBook transfers iCalendar content to iPhone. Not vice versa. I checked with a couple of friends. They have the same problem. I then spent an hour on the phone with a helpful iTunes expert who could not work out the cause. At the end his best suggestion was to remove iTunes from the laptop and reload it or to put the iPhone settings back to the original and start again. Either solution would take an hour and success is not guaranteed.

This seems to be a generic technical fault. Why is Apple not doing something about it ?

HELLO APPLE CAN YOU HEAR ME ? ANYBODY ELSE GOT ANY GOOD IDEAS ?

Jan 26, 2011 4:02 AM in response to peeeeeeeeeedoff

I have intermittant problems with the Calendar sync as well.
To me the most annoying part of it is that iTunes ALWAYS claims a successful sync. even when no data at all is transferred in either direction.

I am using Windows Vista, Outlook 2007 (stand-alone no Exchange server).

In my case at least my latest problem with calendar sync. was the recently introduced iPhone "Birthdays" calendar.

After doing the following my calendar is again sync-ing normally (for now...)

1) HIDE the birthdays calendar on the iPhone:
From the calendar page touch calendars in the upper left corner
and UNcheck "Birthdays"


2) Go into Outlook and delete the "extra" birthdays it has populated on your calendar or edit the end dates to be something specific (say 5 or 10 years out).
You may find this easier to do if in Calendar you change the view to "all appointments" then sort on the field "Recurrence Range End" look for those that have "*No End*" ...

3) While you are at it get rid of any other events that repeat forever (no end).
From past messing around it seems there is some unpublished limit to the total number of events that iTunes can sync. If you exceed this ... you are hosed.

"Try it now"

Jan 26, 2011 7:14 AM in response to jimbob5941

Hallelujah! jimbob5941's 1/26/2011 fix works for me.

I was once again in the same unsuccessful sync situation I've reported multiple time in earlier posts. As jimbob prescribes, I'd previously hidden "Birthdays" on the iPhone. But a few days ago I had imported my church's database (I do this a couple of times a year) and for whatever reason, this time I was looking at a couple of hundred birthdays on my calendar instead of the dozen or so family & friends previously calendared.

Per jimbob's instruction, in Outlook I deleted the excess birthdays (making most calendar views much more usable, by the way) and deleted perhaps a half-dozen other events at the same time. Then I did a sync. The sync took longer than usual but this time it actually worked, transferring events in both directions. (Subsequent syncs have been speedy, as well as successful.)

Kudos to jimbob5941. I was wondering if I'd have to dump my iPhone, despite really liking it, in favor of a Blackberry or some other platform. Or I'd have to begin syncing between Outlook and Google Calendar and access my calendar from Safari. Hopefully we're all out of the woods on this now.

I wonder if jimbob isn't right, that there is an unpublished limit to the total number of events that iTunes can sync. That would be poor, though not as bad as reporting a successful calendar sync when nothing was actually synchronized. Bad, Apple, bad.

Thank you, jimbob5941.

Jan 26, 2011 11:52 AM in response to TheOnlyTazman

I just read your posts on the other thread.

Two questions.

(1) On the iPhone calendar app, if you click Calendars do you see that Birthdays is unchecked? (My thinking is that you want to make sure it's the Outlook birthday entries you're seeing and not the iPhone-created entries.)

(2) I'm wondering whether reducing the number of appointments you have in Outlook might allow sync to begin working. An earlier post by jimbob theorizes that iTunes has an unpublished limit on calendar entries that will sync. Totaling the 5 or so groupings found in Outlook with "view > all appointments" puts me at 4,384 calendar entries. Within iTunes I have marked "info > sync calendars with Outlook > Do not sync events older than 30 days" so I don't know that all of mine count against the supposed unpublished limit.

If you're not already doing it, maybe one easy thing to try is to within iTunes set events older than 30 (or however many) days to not sync.

If that doesn't work, you might from within Outlook export your calendar to a .pst file. Then (for redundancy's sake) backup Outlook.pst. Then delete a bunch of calendar entries (which you can later import or just put the old Outlook.pst back in place). A successful sync would lend credence to the jimbob theory that there's an unpublished limit to calendar entries that will allow for a successful sync.


It's a shame that users have to debug a company's product, but if we can get specific enough on the cause of the problem, maybe Apple (given that iTunes is the culprit) will put an engineer on it to fix it.

iphone4 synch problem with outlook calendar

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