Outlook 2013 connection to Office365 - SCP error

Baiju M 26 Reputation points


I am trying to connect Outlook 2013 ( hosted in Server 2008r2) to O365 and unable to connect.

When run SARA tool
Getiting autodiscover error - We couldn't authenticate your client certificate
. WintHttpSendRequest, error code :0
Attempting to retrieve SCP URLs and could not find any SCP URLs.

But we have other Windows server 2016 and office2013 and able to connect without any issues.

Can someone guide me to resolve the issue.

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  1. Jelle 11 Reputation points


    We are having the exact same issue on a Windows Server 2008R2 with Outlook 2016 since a few days.
    We tried to enable TLS 1.2 but unfortunately without any luck.

    It is indeed working on a different server from within the same domain. (SBS 2011, same build as the 2008R2)
    Last year we migrated the On Premise Exchange to M365 with success and this was all functioning well untill a week or so.
    Autodiscover is not the problem because it works on different servers from within the same domain with the same DNS configured.
    Also, it fails when trying to add an e-mailaccount from a different domain.

    It indeed looks like it has something to do with the client certificate. I have the same error as OP. "We couldn't authenticate your client certificate"

    I have downloaded the updated certificate list and imported this in our certificate store, without any luck.

    certutil.exe -generateSSTFromWU C:\PS\roots.sst
    After executing this commando I imported the list MMC > Certificates (local computer) > Trusted Root Certifiations > Right Click Certificates > Import > roots.sst

    (We do have Modern Authentication enabled on M365 & Server side)

    Best Regards,


    1 person found this answer helpful.
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  2. Kael Yao-MSFT 37,576 Reputation points Microsoft Vendor

    Hi @Baiju M

    Have you enabled TLS 1.2 on Windows Server 2008 R2?
    Update to enable TLS 1.1 and TLS 1.2 as default secure protocols in WinHTTP in Windows

    If haven't yet, please enable it and see if it can help with this issue.

    If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have extra questions about this answer, please click "Comment".
    Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.

  3. Limitless Technology 39,436 Reputation points

    Hi @Baiju M

    To help with your query the below-mentioned instructions will give guidance to setup your outlook 2013 with Office 365.

    1. Open Control Panel >> Mail >> Email Accounts >> New
      Note – If the ‘Mail’ option does not appear then, alter the ‘View by’ settings either to Large icons or Small icons.
    2. An Auto Account Setup screen gets opened in which you have to enable the radio button of ‘Manual setup or….’ option. Click Next to continue with manually configuring of Outlook 2013 to connect to office365.
    3. From the list of service options, select Microsoft Exchange Server… and hit on Next button to manually configure outlook 2010 for office 365.
    4. Fill the fields, appearing on the current screen with following details
      Server – outlook.office365.com
      User Name – CULoginName
      Click on More Settings button when you are finished with entering of required information.
      Caution – At this stage, do not hit on Check Name button because this can lead to failure in Setup of Outlook 2013 in Office 365 procedure.
    5. After clicking on the ‘More Settings’ button, a Microsoft Exchange window appears. In this window, click on Security tab to configure outlook for office 365 without autodiscover.
    6. Uncheck the checkbox of Encrypt data between…… and click on the drop-down menu button of Logon network security. A list of options display in which you have to choose Anonymous Authentication.
    7. In the same window, click on Connection tab and enable the checkbox of Connect to Microsoft Exchange…. Now click on Exchange Proxy Settings button to continue with setup Office 365 in Outlook2013.
    8. Enter outlook.office365.com in the text field of Use this URL.
    9. Check the checkbox of Only connect to…… and enter msstd:outlook.com in recently activated text field.
    10. Enable the ‘On fast network,……’ checkbox and choose Basic Authentication option from drop-down menu of Use this Authentication.
    11. Click on OK >> OK and you will be back to the Server Settings window. Now it is the correct time to click on Check Name button to proceed for manually configuring outlook 2010 for office365.
    12. This opens an authentication prompt window in which you have to enter credentials of Office 365 account. This tenant will be the which you desire to connect with Outlook 2013 / 2016 for Windows.
    13. Click on Next >> Finish to end up with the procedure to configure Outlook for Office 365 without autodiscover.

    If the reply is helpful, please Upvote and Accept as answer.

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  4. Baiju M 26 Reputation points

    I tried given steps still getting error pop-up

    outlooks cannot log on .
    Verify you are connected to the network and are using the proper server and mail box name.
    The connection Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action


  5. Baiju M 26 Reputation points

    @ KaelYao-MSFT , Thank you
    I will try the options and let you know that