Err, from your posts I guess you're using Octopus? I know nothing about it, but from the sounds of your posts, it seems that you are not passing the combined keys. IE it's passing 1 or shift, but won't pass shift+1. If you were using Keyclone I'd tell you to make sure your whitelist isn't set to "strict". Is shift+# whitelisted in Octopus?

You also may want to check that shift+1 isn't still bound to something in your slave window {via the keybindings menu}. Other than that, I'm out of uninformed guesses.