Good luck with Smootwhall. But number of patches tells you one thing: There is a lot’s of problem with product - that's why needs patches to secure it.
Smootwhall is great product or use to be. but now all goodies are in commercial version.
Never mind support. This problem of yours would be solved in matter of hours on ipcop mailing list, ipcop FAQ or ipcop support website at
http://ipcop.hopto.org. As matter of fact they will help you with Smootwall as well (without calling your names.

). And yes, I've been using Smootwall, almost from day 1. I discovered bug in VPN implementation of smoothwall and instead of offering solution I was banned from mailing list. Nice eh:) As for "the way that ip-cop was aquired", SW was built using GPL community and it was suppose to stay that way. Mr. Morrell isn't the only one who worked on the SM project. He is the one who made a mess and this individual can't create one simple sentence without calling someone year a**, f**** p*** and so on.
Back to your problem.
Can you ping any ips on internet?
Your Esmith server is on orange net right? If this is true, you have name resolution problem - Specify DNS server of your ISP instead of SM box. I've setup 5 systems using IPCop and Esmith server on orange net - for web and mail serving and had no problem at all.
Good luck,
Tom