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Internet User can't connect to Outlook (Exchange 2010)

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  • Internet User can't connect to Outlook (Exchange 2010)



    Hi,

    Using Exchange 2010

    I've set all virtual directories to be mail.domain.com and I have setup AutoDiscover as a A record to point to mail.domain.com address.

    Everything I can think to configure is pointing at mail.domain.com.

    When internet user connect to Exchange using Autodiscover it find exchange server route and add account successfully but after restarting the outlook it prompt "can't start microsoft outlook. can't open the outlook window. The set of folder can't be opened.The File c:\user\appdata\m\o\ .ost is not outlook data file (.ost)

    When trying to add email account manually it can't find the server (mail.domain.com) neither in exchange , pop3, imap

    i can ping the mail.domain.server but still it's not working in outlook.

    Am I missing something?

    PLEASE HELP!!! THANKS




  • #2
    From the error, it is an outlook profile issue, so try a new profile on the client.
    Also go to www.testexchangeconnectivity.com and run the wizards - they will notify you of any issues with your CAS configuration
    Tom Jones
    MCT, MCSE (2000:Security & 2003), MCSA:Security & Messaging, MCDBA, MCDST, MCITP(EA, EMA, SA, EDA, ES, CS), MCTS, MCP, Sec+
    PhD, MSc, FIAP, MIITT
    IT Trainer / Consultant
    Ossian Ltd
    Scotland

    ** Remember to give credit where credit is due and leave reputation points where appropriate **

    Comment


    • #3
      ttempting to contact the Autodiscover service using the HTTP redirect method.
      The attempt to contact Autodiscover using the HTTP Redirect method failed.

      Additional Details

      Elapsed Time: 875 ms.

      Test Steps

      Attempting to resolve the host name autodiscover..com in DNS.
      The host name resolved successfully.

      Additional Details

      IP addresses returned:
      Elapsed Time: 19 ms.
      Testing TCP port 80 on host autodiscover. to ensure it's listening and open.
      The port was opened successfully.

      Additional Details

      Elapsed Time: 269 ms.
      The Microsoft Connectivity Analyzer is checking the host autodiscover. for an HTTP redirect to the Autodiscover service.
      The Microsoft Connectivity Analyzer failed to get an HTTP redirect response for Autodiscover.

      Additional Details

      An HTTP 403 forbidden response was received. The response appears to have come from Unknown. Body of the response: You do not have permission to view this directory or page.
      HTTP Response Headers:
      Content-Length: 58
      Content-Type: text/html
      Date: Fri, 23 Jun 2017 07:13:02 GMT
      Server: Microsoft-IIS/7.5
      X-Powered-By: ASP.NET
      Elapsed Time: 586 ms.
      Attempting to contact the Autodiscover service using the DNS SRV redirect method.
      The Microsoft Connectivity Analyzer failed to contact the Autodiscover service using the DNS SRV redirect method.

      Additional Details

      Elapsed Time: 259 ms.

      Test Steps

      Attempting to locate SRV record _autodiscover._tcp. in DNS.
      The Autodiscover SRV record wasn't found in DNS.
      Tell me more about this issue and how to resolve it

      Additional Details

      Elapsed Time: 259 ms.
      Checking if there is an autodiscover CNAME record in DNS for your domain '.com' for Office 365.
      Failed to validate autodiscover CNAME record in DNS. If your mailbox isn't in Office 365, you can ignore this warning.
      Tell me more about this issue and how to resolve it

      Additional Details

      There is no Autodiscover CNAME record for your domain '.com'.
      Elapsed Time: 214 ms.

      Comment


      • #4
        Attempting to test potential Autodiscover URL https://autodiscover..com:443/Autodi...todiscover.xml
        Testing of this potential Autodiscover URL failed.

        Additional Details

        Elapsed Time: 1976 ms.

        Test Steps

        Attempting to resolve the host name autodiscover..com in DNS.
        The host name resolved successfully.

        Additional Details

        IP addresses returned:
        Elapsed Time: 497 ms.
        Testing TCP port 443 on host autodiscover..com to ensure it's listening and open.
        The port was opened successfully.

        Additional Details

        Elapsed Time: 506 ms.
        Testing the SSL certificate to make sure it's valid.
        The SSL certificate failed one or more certificate validation checks.

        Additional Details

        Elapsed Time: 971 ms.

        Test Steps

        The Microsoft Connectivity Analyzer is attempting to obtain the SSL certificate from remote server autodiscover..com on port 443.
        The Microsoft Connectivity Analyzer successfully obtained the remote SSL certificate.

        Additional Details

        Remote Certificate Subject: CN=..com, OU=BUSINESS, O= 001, L=Karachi, S=, C=, Issuer: CN=--CA, DC=, DC=COM.
        Elapsed Time: 926 ms.
        Validating the certificate name.
        The certificate name was validated successfully.

        Additional Details

        Host name autodiscover..com was found in the Certificate Subject Alternative Name entry.
        Elapsed Time: 0 ms.
        Certificate trust is being validated.
        Certificate trust validation failed.

        Test Steps

        The Microsoft Connectivity Analyzer is attempting to build certificate chains for certificate CN=..com, OU=BUSINESS, O= 001, L=Karachi, S=, C=.
        A certificate chain couldn't be constructed for the certificate.

        Additional Details

        The certificate chain couldn't be built. You may be missing required intermediate certificates.
        Elapsed Time: 15 ms.

        Comment


        • #5
          Do you have a public certificate?
          Who is it from?
          Tom Jones
          MCT, MCSE (2000:Security & 2003), MCSA:Security & Messaging, MCDBA, MCDST, MCITP(EA, EMA, SA, EDA, ES, CS), MCTS, MCP, Sec+
          PhD, MSc, FIAP, MIITT
          IT Trainer / Consultant
          Ossian Ltd
          Scotland

          ** Remember to give credit where credit is due and leave reputation points where appropriate **

          Comment


          • #6
            SSL certificate is generated using Local Certificate authority (CERTSVR) and all name are on certificate as mention on virtual directory

            Comment


            • #7
              you will need a trusted certificate bought from a CA. Various providers from the expensive to the cheap. I use CheapSSL - get a SAN certificate with autodiscover.domain.com and mail.domain.com

              Basically Exchange wont like the outside world with a local CA
              Tom Jones
              MCT, MCSE (2000:Security & 2003), MCSA:Security & Messaging, MCDBA, MCDST, MCITP(EA, EMA, SA, EDA, ES, CS), MCTS, MCP, Sec+
              PhD, MSc, FIAP, MIITT
              IT Trainer / Consultant
              Ossian Ltd
              Scotland

              ** Remember to give credit where credit is due and leave reputation points where appropriate **

              Comment

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