What is the HTTP server IP set too?
Does the phone get the IP for the call server and HTTP server?
When you manually setup the phone what did you assign for the HTTP server and call server?
Have you tried defaulting the phone(s) and setting it up again from scratch?
Is H323 gatekeeper enabled under LAN1>VOIP?
You should see the phone grab files in monitor IF you have the proper filters setup (needs more then H323 filters to see this). It sounds like either the DHCP is not setup proper and you might not be giving the phone the correct IPs, or something network related causing the phones not to see the IPO, or we are missing some information you are leaving out. The more information you can provide the easier it is for people to help. It should not be like pulling teeth getting info when you are asking us for help...
The truth is just an excuse for lack of imagination.