I'm trying to debug a problem with an iOS app going through a tunnel to a home router for file sharing. I can't get connectivity to file sharing, but I can get connectivity to a dummy web server on the same box. I've used Wireshark on the destination pc and can see the SYN packets and the SYN/ACK going back, but that's as far as it gets (then there are retry SYNs), so I think I'm down to the iOS application (which has a trace capability and shows nothing), the router (which would seem to be working since I can get to the dummy website and see SYNs), iOS itself or OpenVPN.
It's not a Windows firewall issue, because I've turned that off. It's not a WINS issue because I'm trying to get a share by IP (which seems to be getting routed correctly).
I tried turning up verbosity (to verb 5) on the iOS OpenVPN client but it doesn't seem to be tracing any packets. Is this allowed?
The client is an iPhone 4s with iOS 6.
Looking for other ideas.
Diagram:
iOS VPN client (iPhone iOS 6) => OpenVPN server (Asus router) => Windows 7 PC (not VPNed)