10.5.8 Server Software Update Server and 10.6.4 clients getting error

I’m running Software Update Server on an Intel XServe 10.5.8 OS.
When I try to run software update from 10.6.4 client I get the following error:
+The Software Update Server (su.MYSERVERNAME.org) is not responding.+
+Check to make sure your network connection is operating normally. If there are no issues with your connection, contact your network administrator for assistance.+
In Workgroup Manager I’ve set up 3 groups: Tiger Clients, Leopard Clients, and Snow Leopard Clients.
In Workgroup manager I’ve set each groups SUS to the corresponding sucatalog.
Tiger Clients
'http://su.MYSERVERNAME.org:8088/index.sucatalog'
Leopard Clients
'http://su.biggerhammer.org:8088/index-leopard.merged-1.sucatalog'
Snow Leopard Clients
'http://su.MYSERVERNAME.org:8088/index-leopard-snowleopard.merged-1.sucatalog'
I’ve read multiple threads trying to sort this out.
I’ve set each group up according to the managed clients instructions in this article. I’m led to believe this should work with 10.5.8 as well.
http://support.apple.com/kb/HT4069
Any ideas where this is going wrong?
Or are there any additional steps needed to tell the 10.5.8 server how to serve to 10.6.4 SU clients?
Thanks!

I have seen this behavior when trying to modify the default certificate. It will not allow the key length to changed from 1024 to 2048. However, when creating a completely new certificate I have never had this issue.

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