MacOS Snow Leopard connection to Exchange 2007

Posted on 2010-01-04
Last Modified: 2013-11-24
I have just deployed a new SBS2008 box, but I cannot get the Mac to use Mail with a Exchange 2007 account.
I get the error password rejected, altough OWA works fine.

When I run test-outlookwebservices  | fl I get the following error

Id      : 1003
Type    : Information
Message : About to test AutoDiscover with the e-mail address

Id      : 1007
Type    : Information
Message : Testing server SERVER.domain.local with the published name https://rem

Id      : 1019
Type    : Information
Message : Found a valid AutoDiscover service connection point. The AutoDiscover
           URL on this object is

Id      : 1013
Type    : Error
Message : When contacting
          l received the error The remote server returned an error: (401) Unaut

Id      : 1006
Type    : Error
Message : The Autodiscover service could not be contacted.
Question by:djrc
    LVL 18

    Expert Comment

    Do you have imap enabled on the exchange server?  Mail 2.0 uses IMAP when connecting to exchange.

    Author Comment

    I have already enabled IMAP for the moment to enable the Macs to access their mail, it's the same setup as SBS2003.
    But Mac Mail 4.2 (Snow Leopard) can use EWS to connect to an Exchange 2007 server, which is what I'm trying to achieve.
    I'm reading about the autodiscover service but it's not straightforward and it's my first SBS2008 box.
    Any other suggestions ?
    LVL 18

    Expert Comment

    Maybe this post points you in the right direction.

    Author Comment

    Didn't really ubderstand what the post meant with  :

    "Adding an SRV record of the new exchange server to the DNS made thing work."

    SRV as in a Host record or what? I already have one resolving to local IP on LAN

    This is an extract from the system log on the mac :

    Jan  4 18:32:38 Ludos-Mac-Pro Mail[834]: EWSAutodiscover: operation started synchronously
    an  4 18:32:38 Ludos-Mac-Pro Mail[834]: EWSAutodiscover: new request
    Jan  4 18:32:40 Ludos-Mac-Pro Mail[834]: EWSAutodiscover: connection failed with error NSURLErrorDomain (-1003)
    Jan  4 18:32:40 Ludos-Mac-Pro Mail[834]: EWSAutodiscover: new request
    Jan  4 18:32:41 Ludos-Mac-Pro Mail[834]: EWSAutodiscover: response with status code 404
    Jan  4 18:32:41 Ludos-Mac-Pro Mail[834]: EWSAutodiscover: new request
    Jan  4 18:32:43 Ludos-Mac-Pro Mail[834]: EWSAutodiscover: connection failed with error NSURLErrorDomain (-1003)
    Jan  4 18:32:45 Ludos-Mac-Pro Mail[834]: EWSAutodiscover: operation failed with error NSURLErrorDomain (-1003)

    Accepted Solution

    Got it to work by creating a Host Record in the FQDN zone for autodiscover
    the Mac needs to resolve

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