Outlook won't connect to CAS server in another site

Hey guys, so heres my scenario, we were testing a primary site
dag outage, and not for all the tea in China would outlook connect to the DR sites CAS server. When I look at outlook its still trying to connect to the
cas server in my primary site, when I run the
autodiscover test from the clients outlook, within the output, I see it fails on the primary and goes to DR CAS as it should, I even did a repair and that didn't work.
i had to edit the host files on the client and point it directly
to the DR server and then it connected, and by that
i mean, it kept trying to connect to EX01 instead of DR01, so
i edited the host file to make the client go to DR01 as EX01, which
worked, so I'm not sure what's going on. All of this is internally btw.
Current design:
Exchange 2010 SP2 - 1DAG (3 members)
"Primary site": 2 DC's, 2 DAG members, 2 Hub/CAS
"DRSite"; 1DC (Alternatewitness), 1 DAG member running all roles
Testing server blackout scenario at the primary site, was able to get mailboxes mounted on DR site, OWA works, able to receive mail, outlook only works if DNS is reworked.
Thanks in advance for any suggestions.

Hey guys, finally got around to testing this, it
didn't work :(.
i built a lab with same versions and it worked automatically, the clients just connected
on their own.
anythingelse
I can check?
SIDENOTE: Not sure if related... i remember once
we had a problem where users could could not login to their mailbox using SITEA CAS servers when the databases were hosted in SITEB and in ADSIEDIT was made to allow this to happen, the change had us edit the CAS server's site so that instead of being in DRSITE
it was to SITEA. (Hopefully that makes sense can't remember exactly where that change was made in ADSI).

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Hi All,
I've had this problem pretty since deployment a couple of weeks ago, so I'm hoping some one can point me in the right direction. I'm running Exchange 2013 on a Server 2012 Standard box with the DC running on a different box, every thing up to date.
Mac clients running Outlook 2011 (14.4.2).
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Hi,
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while I can do it fine with the Mac native aplication "Mail".
Here after the Exchange Server Connectivity Test (in italian) which has been passed:
Altri dettagli Impostazioni account del servizio di individuazione automatica Risposta XML: <?xml version="1.0"?>
<Autodiscover xmlns:xsd="http://www.w3.org/2001/XMLSchema" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xmlns="http://schemas.microsoft.com/exchange/autodiscover/responseschema/2006"> <Response xmlns="http://schemas.microsoft.com/exchange/autodiscover/outlook/responseschema/2006a">
<User> <DisplayName>GGGGG GIAMBERTO</DisplayName> <LegacyDN>/o=Messaging/ou=Exchange Administrative Group (FYDIBOHF23SPDLT)/cn=Recipients/cn=U333</LegacyDN> <DeploymentId>4e25f968-2a52-4b3e-a495-85893d549218</DeploymentId>
</User> <Account> <AccountType>email</AccountType> <Action>settings</Action> <Protocol> <Type>EXCH</Type> <Server>outlook-to.sede.corp.NN.com</Server> <ServerDN>/o=Messaging/ou=Exchange
Administrative Group (FYDIBOHF23SPDLT)/cn=Configuration/cn=Servers/cn=outlook-to.sede.corp.NN.com</ServerDN> <ServerVersion>7383807B</ServerVersion> <MdbDN>/o=Messaging/ou=Exchange Administrative Group (FYDIBOHF23SPDLT)/cn=Configuration/cn=Servers/cn=outlook-to.sede.corp.NN.com/cn=Microsoft
Private MDB</MdbDN> <ASUrl>https://webmail-01.XX.com/ews/exchange.asmx</ASUrl> <OOFUrl>https://webmail-01.XX.com/ews/exchange.asmx</OOFUrl> <OABUrl>https://webmail-01.XX.com/OAB/8b29a335-91f9-459d-8226-af3af35a0f11/</OABUrl>
<UMUrl>https://webmail-01.XX.com/ews/UM2007Legacy.asmx</UMUrl> <Port>0</Port> <DirectoryPort>0</DirectoryPort> <ReferralPort>0</ReferralPort> <PublicFolderServer>EXC10TSPPF00.sede.corp.NN.com</PublicFolderServer>
<AD>RSDCFTS008.filiali.corp.NN.com</AD> <EwsUrl>https://webmail-01.XX.com/ews/exchange.asmx</EwsUrl> <EcpUrl>https://webmail-01.XX.com/ecp/</EcpUrl> <EcpUrl-um>?p=customize/voicemail.aspx&exsvurl=1</EcpUrl-um>
<EcpUrl-aggr>?p=personalsettings/EmailSubscriptions.slab&exsvurl=1</EcpUrl-aggr> <EcpUrl-mt>PersonalSettings/DeliveryReport.aspx?exsvurl=1&IsOWA=<IsOWA>&MsgID=<MsgID>&Mbx=<Mbx></EcpUrl-mt> <EcpUrl-ret>?p=organize/retentionpolicytags.slab&exsvurl=1</EcpUrl-ret>
</Protocol> <Protocol> <Type>EXPR</Type> <Server>webmail.XX.com</Server> <ASUrl>https://webmail-01.XX.com/ews/exchange.asmx</ASUrl> <OOFUrl>https://webmail-01.XX.com/ews/exchange.asmx</OOFUrl> <OABUrl>https://webmail-01.XX.com/OAB/8b29a335-91f9-459d-8226-af3af35a0f11/</OABUrl>
<UMUrl>https://webmail-01.XX.com/ews/UM2007Legacy.asmx</UMUrl> <Port>0</Port> <DirectoryPort>0</DirectoryPort> <ReferralPort>0</ReferralPort> <SSL>On</SSL> <AuthPackage>Ntlm</AuthPackage>
<CertPrincipalName>msstd:webmail.XX.com</CertPrincipalName> <EwsUrl>https://webmail-01.XX.com/ews/exchange.asmx</EwsUrl> <EcpUrl>https://webmail-01.XX.com/ecp/</EcpUrl> <EcpUrl-um>?p=customize/voicemail.aspx&exsvurl=1</EcpUrl-um>
<EcpUrl-aggr>?p=personalsettings/EmailSubscriptions.slab&exsvurl=1</EcpUrl-aggr> <EcpUrl-mt>PersonalSettings/DeliveryReport.aspx?exsvurl=1&IsOWA=<IsOWA>&MsgID=<MsgID>&Mbx=<Mbx></EcpUrl-mt> <EcpUrl-ret>?p=organize/retentionpolicytags.slab&exsvurl=1</EcpUrl-ret>
</Protocol> <Protocol> <Type>WEB</Type> <Port>0</Port> <DirectoryPort>0</DirectoryPort> <ReferralPort>0</ReferralPort> <Internal> <OWAUrl AuthenticationMethod="Basic, Ntlm, Fba, WindowsIntegrated">https://webmail-01.XX.com/owa/</OWAUrl>
<OWAUrl AuthenticationMethod="Ntlm, WindowsIntegrated">https://webmailint-01.XX.com/owa/</OWAUrl> <OWAUrl AuthenticationMethod="Basic, Ntlm, WindowsIntegrated">https://webmailint-01.XX.com/owa/</OWAUrl> <Protocol>
<Type>EXCH</Type> <ASUrl>https://webmail-01.XX.com/ews/exchange.asmx</ASUrl> </Protocol> </Internal> <External> <OWAUrl AuthenticationMethod="Fba">https://webmail-01.XX.com/owa/</OWAUrl> <Protocol>
<Type>EXPR</Type> <ASUrl>https://webmail-01.XX.com/ews/exchange.asmx</ASUrl> </Protocol> </External> </Protocol> </Account> </Response> </Autodiscover> Intestazioni risposte HTTP: Connection: Keep-Alive
Transfer-Encoding: chunked Persistent-Auth: true Cache-Control: private Content-Type: text/xml; charset=utf-8 Date: Wed, 11 Feb 2015 05:31:48 GMT Server: Microsoft-IIS/7.5 X-AspNet-Version: 2.0.50727 X-Powered-By: ASP.NET Tempo trascorso: 1894 ms.
And hereafter the Trouble shooting log of Outlook 2011:
Outlook Exchange Auto Configure,Verbose,=== Performing autodiscover for [email protected]
Outlook Exchange Auto Configure,Verbose,--- HTTPS endpoints
Outlook Exchange Auto Configure,Verbose,Querying https://xx.com/autodiscover/autodiscover.xml
Outlook Exchange Web Services,Verbose,"EWS: Request data on thread=0x7a2bf264, XML data=
<?xml version=""1.0"" encoding=""UTF-8""?><soap:Envelope xmlns:soap=""http://schemas.xmlsoap.org/soap/envelope/"" xmlns:t=""http://schemas.microsoft.com/exchange/services/2006/types""
xmlns:m=""http://schemas.microsoft.com/exchange/services/2006/messages""><soap:Header><t:RequestServerVersion Version=""Exchange2007_SP1"" /><t:MailboxCulture>it-IT</t:MailboxCulture><t:TimeZoneContext><t:TimeZoneDefinition
Id=""XXX Standard Time""/></t:TimeZoneContext></soap:Header><soap:Body><GetFolder xmlns=""http://schemas.microsoft.com/exchange/services/2006/messages""><FolderShape><t:BaseShape>IdOnly</t:BaseShape></FolderShape><FolderIds><t:DistinguishedFolderId
Id=""inbox""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId Id=""outbox""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId
Id=""contacts""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId Id=""calendar""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId
Id=""notes""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId Id=""tasks""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId
Id=""journal""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId Id=""sentitems""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId
Id=""deleteditems""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId Id=""drafts""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId
Id=""junkemail""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId><t:DistinguishedFolderId Id=""root""><t:Mailbox><t:EmailAddress>[email protected]</t:EmailAddress></t:Mailbox></t:DistinguishedFolderId></FolderIds></GetFolder>"
2015-02-28 11:44:10.075,0xFFFFFFFF,Outlook Exchange Web Services,Info,"EWS: Sending request on connection=0x7a399eb8, URL=/ews/Exchange.asmx, SoapAction=""http://schemas.microsoft.com/exchange/services/2006/messages/GetFolder"""
Outlook Exchange Auto Configure,Error, Error code: -3259
Outlook Exchange Auto Configure,Verbose,Querying https://autodiscover.xx.com/autodiscover/autodiscover.xml
Outlook Exchange Auto Configure,Error, Error code: -39
Outlook Exchange Auto Configure,Verbose,--- HTTP redirect endpoint
Outlook Exchange Auto Configure,Info, Error code: -3259
Outlook Exchange Auto Configure,Verbose,--- DNS SRV method
Outlook Exchange Auto Configure,Error, Error code: -3176
Outlook Exchange Auto Configure,Verbose,No _autodiscover._tcp.xx.com service found
Outlook Exchange Auto Configure,Verbose,--- HTTPS endpoints
Outlook Exchange Auto Configure,Verbose,Querying https://webmail.xx.com/autodiscover/autodiscover.xml
Outlook Exchange Auto Configure,Error, Error code: -39
Outlook Exchange Auto Configure,Verbose,Querying https://autodiscover.webmail.xx.com/autodiscover/autodiscover.xml
Outlook Exchange Auto Configure,Error, Error code: -3259
Outlook Exchange Auto Configure,Verbose,=== Failed to retrieve autodiscover settings for [email protected]
Outlook Exchange Web Services,Verbose,"EWS: Request data on thread=0x7c20cee4, XML data=
Can somebody help?
Thank you in advance

Hi,
The connection in Outlook 2011 for Mac is difference from the Exchange connection in Outlook for Windows. The Outlook for Mac is using EWS for Exchange connection.
According to your original posting, there seems to be some issue with your autodiscover service. And some Exchange services (such as OAB, OOF, OWA etc.) are using webmail-01.xx.com namespace in the URL. Please double confirm the configuration in your Exchange
server.
Additionally, please check the autodiscover service on Outlook for Windows machine. If all configurations in server side are correct but the issue persists, I suggest we can ask a question in Outlook 2011 for Mac forum for more help:
http://answers.microsoft.com/en-us/mac/forum/macoutlook?tab=Threads
Regards,
Winnie Liang
TechNet Community Support

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