Hi Tony,
You said you have logged into Outlook.com successfully but it has no data or history, could you please capture a screenshot of the Outlook.com you have successfully logged into and send it to us? Also, could you please capture a screenshot of Outlook for Mac 2011 in which you cannot see the calendar or contact entries?
To upload a screenshot, please refer to the steps below:
1. Click Use rich formatting.
2. Click Insert/Edit Media.
Thanks,
Mouran