Exchange 2007 Autodiscover Not Working
Hi, Please be patient with me as I know this is a subject which there is a lot of stuff on the net to read about it and i've tried to work through it, honestly i've tried.... We get the "Your Out Of Office settings cannot be displayed because the server is currently unavailable" message when attempting to configure OOF in outlook (2007 & 2010) I've tried adding an A record to DNS for Autodiscover.... I've tried testing the email autoconfiguration via Outlook which fails as "Autoconfiguration was unable to determine my settings". I've also checked our Security certifcates and none seem to mention any address associated with AutoDiscover We're currently running Exchange 2007 on a W2K3 box. Any help would be appreciated. Thanks Ayjay80
August 23rd, 2011 6:52am

Further info, I'm trying to amend the autodiscover internal url, but when I use the Set-Autodiscover command in EMS, the change isn't being made. There's no error message, it just doesn't do anything...?? Thanks Ash
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August 23rd, 2011 12:11pm

Hello, this behaviour is normal. After the "Set-" you won't see any output. You can verify the settings with Get-AutodiscoverVirtualDirectory | fl. Has the change of the internal URL solved the problem? You can also execute the Exchange Remote Connectivity Analyzer to check if there's a problem: https://www.testexchangeconnectivity.com/ Greetings, Toni
August 23rd, 2011 2:41pm

Hi Toni, Thanks for the reply, i'll double check tomorrow, but i'm almost certain that the url isn't being amended after I've used the Set- command. Just to check, the AutoDiscover internal URL which Exchange is currently set to "https://mail.domain.com/AutoDiscover/AutoDiscover.xml". The URL i'm trying to amend it to is https://mailbox.guest.motors/AutoDiscover/AutoDiscover.xml (mailbox.guest.motors is the FQDN name for our Exchange server). If I go to the "mailbox.guest.motors" URL in internet explorer, I arrive at a page of XML code, the "mail.domain.com" URL returns a "page cannot be displayed" error message. Taking that into consideration, I assume that the correct Internal AutoDiscover URL for us is https://mailbox.guest.motors/AutoDiscover/AutoDiscover.xml? I'll try the Exchange Remote Connectivity Analyzer tomorrow also. Thanks Ash
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August 23rd, 2011 4:14pm

Hello, the XML code page should be correct. Is mail.domain.com your external domain (from which Exchange is accessable from outside your network) and mailbox,guest.motors your internal domain? If yes your InternalURI should point to mailbox.guest.motors and your ExternalURI to mail.domain.com. Greetings, Toni
August 23rd, 2011 5:13pm

Morning Toni, FYI our external name is guests.co.uk We're heading in the right direction now, I've successfully amended the InternalURI to "mailbox.guest.motors" which has now enabled me to run the "Test Email AutoConfiguration" tool in outlook. However, I still have the OOF error and a security alert now pops up when opening Outlook explaining that the name on the certificate doesn't match. We currently have 5 security certificates, should we only have one containing all of our domain names? This is the results from Exchange Remote Connectivity Analyzer Exchange Web Services synchronization, notification, availability, and Automatic Replies (OOF). Not all of the tests of Exchange Web Services tasks completed. Test Steps ExRCA is attempting to test Autodiscover for xxxxx.xxxxxx@guests.co.uk. Testing Autodiscover failed. Test Steps Attempting each method of contacting the Autodiscover service. The Autodiscover service couldn't be contacted successfully by any method. Test Steps Attempting to test potential Autodiscover URL https://guests.co.uk/AutoDiscover/AutoDiscover.xml Testing of this potential Autodiscover URL failed. Test Steps Attempting to resolve the host name guests.co.uk in DNS. The host name resolved successfully. Additional Details IP addresses returned: 217.68.241.160 Testing TCP port 443 on host guests.co.uk to ensure it's listening and open. The port was opened successfully. Testing the SSL certificate to make sure it's valid. The SSL certificate failed one or more certificate validation checks. Test Steps ExRCA is attempting to obtain the SSL certificate from remote server guests.co.uk on port 443. ExRCA successfully obtained the remote SSL certificate. Additional Details Remote Certificate Subject: CN=secure7.eliteukserve.net, OU=Secure Services, O=Elite Limited, L=Portsmouth, S=Hampshire, C=GB, Issuer: E=premium-server@thawte.com, CN=Thawte Premium Server CA, OU=Certification Services Division, O=Thawte Consulting cc, L=Cape Town, S=Western Cape, C=ZA. Validating the certificate name. Certificate name validation failed. Tell me more about this issue and how to resolve it Additional Details Host name guests.co.uk doesn't match any name found on the server certificate CN=secure7.eliteukserve.net, OU=Secure Services, O=Elite Limited, L=Portsmouth, S=Hampshire, C=GB. Attempting to test potential Autodiscover URL https://autodiscover.guests.co.uk/AutoDiscover/AutoDiscover.xml Testing of this potential Autodiscover URL failed. Test Steps Attempting to resolve the host name autodiscover.guests.co.uk in DNS. The host name couldn't be resolved. Tell me more about this issue and how to resolve it Additional Details Host autodiscover.guests.co.uk couldn't be resolved in DNS InfoDomainNonexistent. Attempting to contact the Autodiscover service using the HTTP redirect method. The attempt to contact Autodiscover using the HTTP Redirect method failed. Test Steps Attempting to resolve the host name autodiscover.guests.co.uk in DNS. The host name couldn't be resolved. Tell me more about this issue and how to resolve it Additional Details Host autodiscover.guests.co.uk couldn't be resolved in DNS InfoDomainNonexistent. Attempting to contact the Autodiscover service using the DNS SRV redirect method. ExRCA failed to contact the Autodiscover service using the DNS SRV redirect method. Test Steps Attempting to locate SRV record _autodiscover._tcp.guests.co.uk in DNS. The Autodiscover SRV record wasn't found in DNS. Tell me more about this issue and how to resolve it In DNS, I have set Autodiscover.guests.co.uk to resolve to the IP address of our Exchange server.... Thanks Ash
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August 24th, 2011 3:39am

Hello, your internal clients get a certificate with your external domain name. You have to obtain a certificate with following SAN names on it: - the internal DNS name of your Exchange Server - the external DNS name of your Exchange Server - the internal domain with host autodiscover (e.g. autodiscover.guest.motors) - the external domain with host autodiscover (e.g. autodiscover.guests.co.uk) Enable this certificate in Exchange at least for IIS service (you can also enable it for the other services as needed). Greetings, Toni
August 24th, 2011 4:35am

Thanks Toni, Across all of the Certifcates we've got, they cover IIS, IMAP, SMTP, POP. If I obtain one new certificate with all of the info you've listed above and add all of the services i've listed to that new certificate, can I then delete the rest of the old certificates?? Old certificates are for domain names mailbox.guests.co.uk, www.mailbox.guests.co.uk, mailbox, mailbox.guest.motors Do you think that will solve the OOF error aswell? Thanks Ash
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August 24th, 2011 5:00am

Hello, do you use one of these certificates for a webserver as well? (because of "www."?) If yes you have to add the www host as well in the SAN names. I'd prefer to add the NetBIOS ("mailbox") too. Just don't forget to add the "autodiscover" hosts. You said you've added a DNS entry for autodiscover. When you want autodiscover to work from outside your network you should add an autodiscover entry in your external DNS as well. With autodiscover working correctly your OOF should work as well. Greetings, Toni
August 24th, 2011 5:20am

Hi Toni, Yes, I've set autodiscover.guests.motors in DNS (in DNS\Mailbox\Forward Lookup Zones\guest.motors) which points to the IP address of our exchange server... My plan is a certificate for - the internal DNS name of your Exchange Server (mailbox.guest.motors, mailbox) - the external DNS name of your Exchange Server (mailbox.guests.co.uk, www.mailbox.guests.co.uk) - the internal domain with host autodiscover (autodiscover.guest.motors) - the external domain with host autodiscover (autodiscover.guests.co.uk) Enable this certificate in Exchange for IIS, POP, SMTP, IMAP And remove the old certificates... I'm going to find out about the www. domain name. Thanks Ash
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August 24th, 2011 5:35am

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