Troubleshooting – Google Outbound Services Configuration Guide User Manual

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Microsoft Exchange 2000/2003 Single Server (Smarthost method)

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Troubleshooting

Because Microsoft Exchange is a third-party product, this document cannot
include complete troubleshooting steps. For further troubleshooting information,
see the Microsoft website:

http://support.microsoft.com/kb/284204

In MS Exchange 2000 and 2003, the smarthost is configured in the Default
Virtual Server, however mail traffic is still being sent via the Internet.

A connector may be directing traffic to the Internet directly. On an MS Exchange
2000 server, connectors such as the Internet Mail Service Connector override
Virtual Server settings.

Modify the connector so it will not affect outbound traffic.

1.

Select the Start Menu -> Programs -> Microsoft Exchange -> System
Manager.

2.

Expand the top level -> Connectors.

3.

Right-click Default SMTP Connector & select Properties.

4.

Click the Address Space tab.

5.

If the SMTP address space is “*” or otherwise includes outgoing mail traffic,
then click the “Modify” button and limit the connector to just traffic which
should not be sent to Outbound Services.

6.

Click OK as necessary to save changes and then restart the MS Exchange
2000 service.

Why does Microsoft Exchange 2000/2003 defer all outbound mail when
configured to use TLS?

This can happen when Outbound Services is not configured to accept outbound
mail connections using TLS. You can resolve this by configuring Outbound
Services to accept outbound mail connections using TLS.

If the Exchange server is attempting to use TLS but the TLS option for outbound
mail is turned off in the Administration Console, Exchange will defer all mail until it
can successfully send the mail using TLS.

For instructions on configuring Outbound Services to use TLS for outbound mail,
see the following page in the Message Security Administration Guide:

http://www.google.com/support/enterprise/static/postini/docs/admin/en/
admin_ee_cu/ob_tls.html

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