Question

Cannot Get iPhone To Sync With Exchange 2003 ActiveSync

Asked by: artisit

When I try to connect my iPhone to a new Windows 2003 Small Business Server, I am getting the message:

"Cannot Get Mail"
The connection to the server failed

I have purchased a SSL certificate and installed in on the Default Web Server.  I have read several posts on Basic versus Forms based authentication and IIS.

Can someone point me to the right settings for configuring IIS, Exchange and iPhone for ActiveSync on Windows SBS 2003?

The info below shows that my iPhone is connecting, but I am not getting a valid response.

2009-08-18 19:41:43 W3SVC1 192.168.1.3 POST /Microsoft-Server-ActiveSync User=jdoe&DeviceId=Appl88849DS81R4&DeviceType=iPhone&Cmd=FolderSync&Log=VNATNASNC:0A0C0D0FS:0A0C0D0SP:0C0I0S0R 443 dom\jdoe 192.168.1.148 Apple-iPhone/701.400 400 0 0 293 468
2009-08-18 19:41:43 W3SVC1 192.168.1.3 OPTIONS /Microsoft-Server-ActiveSync &Log=VNATNASNC:0A0C0D0FS:0A0C0D0SP:0C0I0S0R 443 dom\jdoe 192.168.1.148 Apple-iPhone/701.400 200 0 0 530 307

                                  
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Asked On
2009-08-18 at 12:46:32ID24662700
Topics

Windows 2003 Server

,

iPhone

,

Exchange Email Server

Participating Experts
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Answers

 

by: ikshf143Posted on 2009-08-18 at 13:36:13ID: 25127400

First from an External Client try browsing https://mail.domain.com/Microsoft-Server-ActiveSync and see what is the response. The expected response should be http 501/505 - Not Implemented. If you are getting this then on the server Disable FBA and uncheck require SSL under Properties of Exchange-->Directory Security-->Edit(Secure Communication). Make sure the authentication on the Exchange Virtual directory is Integrated Windows and Basic and also we are able to browse OWA without any issues. The above settings worked and you want to use ActiveSync with FBA and SSL then follow Method 2 of KB article http://support.microsoft.com/kb/817379.

Note: Delete the registry key for ExchangeVDir mentioned in the KB article if already present before following the above steps.

 

by: MesthaPosted on 2009-08-18 at 13:42:45ID: 25127462

Before you do anything, I would suggest that you use a test account and run it through the Microsoft's test site. That will tell you if anything is wrong.

https://testexchangeconnectivity.com/

Simon.

 

by: artisitPosted on 2009-08-18 at 13:55:53ID: 25127586

Upon executing these steps, I still receive the same message on the iPhone "Cannot Get Mail  The connection to the server failed."

 

by: artisitPosted on 2009-08-18 at 14:00:48ID: 25127630

Per the suggestion to use the MS testing tool, I submitted the second test (ActiveSync not using AutoDiscover) and the results were successful.  I tried the AutoDiscover test and it failed.  Is it possible that the iPhone will only work with AutoDiscover?

 

by: ikshf143Posted on 2009-08-18 at 14:14:28ID: 25127757

iPhone do work without Autodiscover. Autodiscover is a feature present in Exchange 2007. If the test passed then you should be able to sync. Have we tried with any other device? What is the certificate on the server(Internal or Third Party). If it is an Internal Certificate then is the certificate installed on the Mobile Device.

 

by: lastlostlastPosted on 2009-08-18 at 15:01:26ID: 25128086

If you were able to pass the tests at testexchangeconnectivity.com, then you need to check the device settings.

Try with any other Mobile Device apart from iPhone and see if you are able to sync with the Exchange Server.

To configure your iPhone check these articles. They should help you configure a profile correctly.
http://blog.fosketts.net/2008/07/10/how-to-set-up-iphone-exchange-activesync/

http://www.5limes.com.au/blog/index.php/microsoft-exchange-2003-direct-push-and-the-apple-iphone-3g.html

Let us know how it goes.

 

by: schemamasterPosted on 2009-08-18 at 18:32:03ID: 25129044

I had this problem with my company's Exchange server.  If the autodiscover fails the IPhone will say the connection failed.  Wait for it to fail and there should be a field to enter your server manually.  Enter your server's hostname mail.yourdomain.com, domain name, username, and password, then save.  It should connect after that.  Let me know if it works.

 

by: alanhardistyPosted on 2009-08-20 at 06:10:43ID: 25142015

Here is my Activesync troubleshooting guide:

You need to make sure that you have Exchange Server 2003 Service Pack 2 Installed - http://www.microsoft.com/downloads/details.aspx?FamilyID=535BEF85-3096-45F8-AA43-60F1F58B3C40&displaylang=en

Open Up Exchange System Manager - Start, Programs, Microsoft Exchange, System Manager.  Expand Servers, Right-Click your server and choose properties.  This will display whether you have SP2 installed or not.

If you have installed SP2, check on https://testexchangeconnectivity.com running the Exchange Activesync check.  You may need to tick the Ignore Trust for SSL check box if you have a self-signed certificate as these always fail.

Ensure that port 443 is open and forwarded on your firewall to your Exchange server.

Please check and mirror the settings below - Open up IIS and expand the default website then Click on the Directory Security Tab:
 
Exchange Virtual Directory
·         Authentication = Integrated & Basic  
·         Default Domain = NETBIOS domain name - e.g., yourcompany  
·         Realm = yourcompany.com  
·         IP Address Restrictions = Granted Access  
·         Secure Communications = Require SSL NOT ticked  

Microsoft-Server-Activesync Virtual Directory
·         Authentication = Basic  
·         Default Domain = NETBIOS domain name - e.g., yourcompany  
·         Realm = NETBIOS name  
·         IP Address Restrictions = Granted Access  
·         Secure Communications = Require SSL NOT ticked  

Then issue IISRESET from Start, Run

Make sure that the name on the certificate that you are using matches the FQDN that you are connecting to e.g., mail.microsoft.com.  If it does not match, either re-issue the certificate if you created it yourself, or re-key the certificate from your SSL certificate provider.

Ensure that the IP for the Default Website is set to All Unassigned

Ensure that Forms Based Authentication is NOT turned on under HTTP Virtual Server under Exchange Protocols.  If it is  read http://support.microsoft.com/kb/817379

ASP.NET should be set to version 1.1 for all virtual directories listed above.

 

by: DAWRPosted on 2009-08-20 at 22:40:31ID: 25149319

you dont need to use active sync to get the iphone to work with exchange. you will need SP2 on the SBS box and exchange though. tick all the boxes in mobile services (see pic) then just foward port 443 through to your exchange box. make sure imap is running.i often get that message when uPnP knock off port 443 out of my router. iphone has a fully functional exchange client. works great. i have it running on my sbs 2003 box. works a dream. it even get mail before the outlook clients on the local network strangely enough.

 

by: artisitPosted on 2009-08-31 at 18:47:36ID: 31617283

The enabling and disabling of forms based authentication was the critical step.  However, the test utility suggested by Mestha was a big help as well.

20120131-EE-VQP-002

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