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iTunes Cannot Synch contacts

tigerdg

iPF Noob
I am having a lot of difficulty synching my contacts between my iPhone, iPad, and desktop computer (running Outlook from MS Office 365). I tried using iCloud, but that was a disaster as it would duplicate contact entries and screw up calendar items. I'm using iTunes now, and it not working right, either. The most recent hiccup is when trying to sync my iPad to Outlook using iTunes, I get a message from iTunes that it cannot do it because "an error occurred remapping record identifiers." I don't know what this means. The message also tells me to retry (which I did) and if the problem persists, to "replace the contacts on the iPad from the Info tab in the iPad preferences" (see attached screen shot). This makes even less sense to me. I looked for something called "iPad preferences" and found that it doesn't exist. Can anyone help with this? It's got me baffled. Also if anyone knows the relationship between Outlook contacts (on my desktop computer), iPhone contacts, iPad contacts, and Outlook contacts on the web, and can explain it to me, I'd be most grateful. Right now, the number of contacts I have in each of these places is slightly different (except for Outlook web, which is way less than any of the others). Thanks for any help.
 

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