Exchange 2013 Certificate Question

Hi,
I have an Exchange 2013 and AD servers running on server 2008 R2. When you go to create an outlook account you are prompted that a certificate for mydomain.com.au has expired. When you click to view this certificate, it is referring to "www.mydomain.com.au".
Once you accept the message it goes away, the outlook account sets up OK and the message does not show again unless you set up another account.
The internal domain name is internal.mydomain.com.au. The Exchange server has a valid purchased SSL certificate that applies to autodiscover.mydomain.com.au, mail.mydomain.com.au, mydomain.com.au and the exchange servers internal name until 2015. The "www."
cert and website for this domain is separate to the internal servers and mail. The cert for the website has indeed expired but my question is even though it is the same domain why would this internal exchange server be querying the www. certificate when creating
an outlook account.
Bit of a tricky question hope I have explained it OK.
Thanks Robbie

Hi Robbie,
Your certificate expired issue may occur when using the Autodiscover service and Outlook Anywhere service. Please follow these steps to have a check:
1. verify the FQDN that the client users to access the resource from Outlook:
a. Start Microsoft Outlook.
b. Click File > Account Settings, click Account Settings.
c. Click the E-mail tab, click the Exchange account, and then click Change.
d. Click More Settings, and then click the Connection tab.
e. “Connect to Microsoft Exchange using HTTP” should be checked, then click Exchange Proxy Settings.
f. Note the FQDN that is listed in the Only connect to proxy servers that have this principal name in their certificate box. For example, mail.contoso.com.
2. Run the following command in Exchange to determine the value for the CertPrincipalName attribute for EXPR name:
Get-OutlookProvider
For example, the command returns the following: 
msstd:server1.contoso.com
3. Modify the CertPrincipalName attribute to match the FQDN that Outlook uses to access the resource:
Set-OutlookProvider EXPR -CertPrincipalName:"msstd:<FQDN the certificate is issued to>"
For the Autodiscover service checking, please open outlook - press CTRL key - right click on the Outlook icon from right bottom corner taskbar - Test Email AutoConfiguration. Put your email address - uncheck use guessmart and secure guessmart authentication
- click Test to check your Autodiscover service. If possible, please post the Results tab here for more troubleshooting.
Thanks,
Winnie Liang
TechNet Community Support

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    Twitter:   LinkedIn:
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    with the remote connectivity analyzer website we get a very peculiar error that says SSL certificate not valid, now it provides the name of the certificate it found and is not ours, we found that the hosting company is listening in port 443, therefore, it
    is pulling their self signed certificate also, does anyone have a fix for this, I have done this same setup before for other companies and this is the first time a situation like this happens. I REALLY NEED HELP !!!!!</p>

    Hi,
    According to your description, there is a certificate error when you test Outlook Anywhere connection by ExRCA.
    If I misunderstand your meaning, please feel free to let me know.
    And to understand more about the issue, I’d like to confirm the following information:
    What’s detail error page?
    Check the Outlook Anywhere configuration: get-outlookanywhere |fl
    Check the certificate : get-exchangecertificate |fl
    If you have any question, please feel free to let me know.
    Thanks,
    Angela Shi
    TechNet Community Support

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