Outlook can't connect with Exchange 2013 after migration from Exchange 2007

Question

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Hello,
recently we've done a Exchange 2007 sp3 to 2013 sp1. Users can conect perfectly with OWA and with his iphone clients.
But the problem is they can't connect from his Outlook clients (2010, 2013), both internaly and externaly. Always fails with the message: The Connection to Exchange it is not avaliable.... Can't resolve the name of Exchange server.
To try to resolve it we've done:
- Check Outlook anywhere configuration en EAC: it is configure with and external url mail.company.com and internal server.domain.local. The security is the default Negociation, but we've tried all.
- Check the internal dns, there are records for mail.company.com and exchangeserverdomain.local pointing to the exchange local ip. Also there is a public zone company.com with the record mail.caompany.com pointing to the exchange local ip. Also we've made
records autodiscover.company.com and autodiscover.domain.local pointing to the exchange local ip.
- In the public dns from our domain there is the record A and MX pointing our public ip. There aren't any record Autodiscover but we think that the manial conection should work.
Check certificates: we've made a new self-signed certificate including all this internal and external domains and for all services.
- Check Outlook Anywhere block: we've cheked.
Currently server state:
- Old Exchange 07 server can't start, it was in very bad state and we achieved migrate the mailbox to the new server, after that we tried to uninstall, but it crashes with a public folder replication error. We got uninstall all the roles
unless the mailbox. After a restart it can't start.
-The new Exchange 2013 looks great, there isn't any trail of the old server, or we haven't seen anything in the EAC or shell.
I paste below the result of Microsoft Remote conectivity analaizer, with Outlook anywhere test. It is clear that there is a problem with that.
Sorry because the test is in spanish and I translated it with google, from here I only can access the tool in spanish.
We continue to try to resolve the problem.
Thanks to all in advance!
Testing RPC / HTTP connectivity.
Error in testing RPC / HTTP.
additional Details
Elapsed time: 24295 ms.
Test steps
Connectivity Analyzer Microsoft is trying to test Autodiscover for [email protected] .
Error in automatic detection test .
additional Details
Elapsed time: 24294 ms.
Test steps
Attempting each method of contacting the Autodiscover service .
Failed to properly contact the Autodiscover service using all methods.
additional Details
Elapsed time: 24294 ms.
Test steps
Trying to prove possible Autodiscover URL https://empresa.com/AutoDiscover/AutoDiscover.xml
Error in testing this potential Autodiscover URL .
additional Details
Elapsed time: 1509 ms.
Test steps
Attempting to resolve the host name in DNS empresa.com .
The host name is resolved correctly .
additional Details
IP addresses returned : 80.36.252.194
Elapsed time: 507 ms.
Testing TCP port 443 on the host to ensure empresa.com listening or is open.
The port was opened successfully.
additional Details
Elapsed time: 464 ms.
Testing the SSL certificate to make sure it is valid.
The SSL certificate is not exceeded one or more certificate validation checks .
additional Details
Elapsed time: 537 ms.
Test steps
Connectivity Analyzer Microsoft is attempting to obtain the SSL certificate from remote server on port 443 empresa.com .
Connectivity Analyzer Microsoft successfully obtained the remote SSL certificate.
additional Details
Remote Certificate Subject : CN = mail.empresa.com , issuer : CN = mail.empresa.com .
Elapsed time: 454 ms.
Validating the certificate name .
The certificate name was validated successfully .
additional Details
Hostname empresa.com was found at the entrance of the alternative subject name of the certificate.
Elapsed time: 1 ms.
Is validating the trusted certificate .
Validation Error trusted certificate.
Test steps
Connectivity Analyzer Microsoft is trying to build certificate chains for certificate CN = ​​mail.empresa.com .
Could not build a certificate chain for the certificate.
Tell me more about this issue and how to resolve
additional Details
The certificate chain did not end in a trusted root . Root = CN = mail.empresa.com
Elapsed time: 31 ms.
Trying to prove possible Autodiscover URL https://autodiscover.empresa.com/AutoDiscover/AutoDiscover.xml
Error in testing this potential Autodiscover URL .
additional Details
Elapsed time: 21723 ms.
Test steps
Attempting to resolve the host name in DNS autodiscover.empresa.com .
The host name is resolved correctly .
additional Details
IP addresses returned : 46.16.56.40
Elapsed time: 498 ms.
Testing TCP port 443 on the host to ensure autodiscover.empresa.com listening or is open.
The specified port is blocked , not listening or does not generate the expected response .
Tell me more about this issue and how to resolve
additional Details
Network Error communicating with the remote host.
Elapsed time: 21224 ms.
Attempting to contact the Autodiscover service with the HTTP redirect method .
Error when trying to contact the Autodiscover HTTP redirect method .
additional Details
Elapsed time: 606 ms.
Test steps
Attempting to resolve the host name in DNS autodiscover.empresa.com .
The host name is resolved correctly .
additional Details
IP addresses returned : 46.16.56.40
Elapsed time: 14 ms .
Testing TCP port 80 on the host to ensure autodiscover.empresa.com listening or is open.
The port was opened successfully.
additional Details
Elapsed time: 202 ms.
Connectivity Analyzer Microsoft is checking the automatic detection of host empresa.com for an HTTP redirect to the Autodiscover service.
Connectivity Analyzer Microsoft could not get a HTTP redirect response for Autodiscover .
additional Details
Web exception occurred because an HTTP 404 response was received - Unknown NotFound . Headers received: Connection : close Content- Length: 1209 Content- Type: text / html Date: Wed, 12 Mar 2014 15:27:58 GMT Server : Apache/2.2.9 (Debian ) PHP/5.2.6-1 +
lenny3 with Suhosin -Patch X -Powered -By : PHP/5.2.6-1 + lenny3 HTTP Response Headers : Connection : close Content- Length: 1209 Content- Type: text / html Date: Wed, 12 Mar 2014 15:27: 58 GMT Server : Apache/2.2.9 (Debian ) PHP/5.2.6-1 + lenny3 with
Suhosin -Patch X -Powered -By : PHP/5.2.6-1 + lenny3
Elapsed time: 388 ms.
Attempting to contact the Autodiscover service using the method of DNS SRV redirect server.
Connectivity Analyzer Microsoft could not contact the Autodiscover service using the DNS SRV redirect method .
additional Details
Elapsed time: 186 ms.
Test steps
Trying to find the SRV record in DNS _autodiscover._tcp.empresa.com .
Not the Autodiscover SRV record in DNS found .
Tell me more about this issue and how to resolve
additional Details
Elapsed time: 186 ms.
Checking for a CNAME record for Autodiscover in DNS for your domain " empresa.com " to Office 365.
Could not validate the Autodiscover CNAME record in DNS. If your mailbox is not in Office 365 , you can ignore this warning.
Tell me more about this issue and how to resolve
additional Details
No Autodiscover CNAME record for your domain ' empresa.com ' .
Elapsed time: 268 ms.
jspt

Answer 1

Hello,
We have the Self-signed certificate that comes with Exchange, and we've created a new self-signed including all our domains mail.company.com, domain.local, exchange13.domain.local, autodiscover.company.com, autodiscover.domain.local.
below I print you the result os the comand Get-ClientAccesServer | fl . Now we've configured a SPC objetct folow the instructions of Wizard
Exchange Server Deployment from Microsoft. We've executed the commands in our new Exchange 13, but can't did it in the old Exchange:
$AutodiscoverHostName = "autodiscover.contoso.com"Get-ExchangeServer | Where {($_.AdminDisplayVersion -Like "Version 8*") -And ($_.ServerRole -Like "*ClientAccess*")} | Set-ClientAccessServer -AutoDiscoverServiceInternalUri https://$AutodiscoverHostName/Autodiscover/Autodiscover.xmlThis is the result of
RunspaceId                           : 89c86f8e-d156-4480-b31d-59215976879b
Name                                 : EXCHANGE13
Fqdn                                 : EXCHANGE13.domain.local
ClientAccessArray                    :
OutlookAnywhereEnabled               : True
AutoDiscoverServiceCN                : EXCHANGE13
AutoDiscoverServiceClassName         : ms-Exchange-AutoDiscover-Service
AutoDiscoverServiceInternalUri       : https://autodiscover.company.com/Autodiscover/Autodiscover.xml
AutoDiscoverServiceGuid              : 77378f46-2c66-4aa9-a6a6-3e7a48b19596
AutoDiscoverSiteScope                : {Nombre-predeterminado-primer-sitio}
AlternateServiceAccountConfiguration :
IsOutOfService                       : False
WorkloadManagementPolicy             : DefaultWorkloadManagementPolicy_15.0.825.0
Identity                             : EXCHANGE13
IsValid                              : True
ExchangeVersion                      : 0.1 (8.0.535.0)
DistinguishedName                    : CN=EXCHANGE13,CN=Servers,CN=Exchange Administrative Group
                                       (FYDIBOHF23SPDLT),CN=Administrative
Groups,CN=First Organization,CN=Microsoft
                                       Exchange,CN=Services,CN=Configuration,DC=domain,DC=local
Guid                                 : e83055fe-217b-4ed6-9cd0-7711097baf99
ObjectCategory                       : domain.local/Configuration/Schema/ms-Exch-Exchange-Server
ObjectClass                          : {top, server, msExchExchangeServer}
WhenChanged                          : 09/03/2014 12:46:07
WhenCreated                          : 08/03/2014 19:15:54
WhenChangedUTC                       : 09/03/2014 11:46:07
WhenCreatedUTC                       : 08/03/2014 18:15:54
OrganizationId                       :
OriginatingServer                    : severdc.domain.local
ObjectState                          : Unchanged
I hope this stuff can help you.
Thanks!!
jspt