If it's any consolation, one of the things I'm planning on adding to ISBoxer 39 (by popular demand) is a way to view keystrokes getting sent to each window. So if you don't figure it out by the time that feature is added, at least that will verify whether the keystroke is or is not, in fact, passing as you have intended.
Your ISBoxer config looks right and I see no reason why they wouldn't get the keystrokes, so at the moment I am still pointing at the conflicting key bindings (in this case the game's pet hotkeys)
Edit: I just noticed in your post on here you are saying you're "clicking" when you do it manually, am I reading that right? This is why I want your ISBoxer hotkey to be different than the game's hotkey, so it is possible to test which part between the two isn't working

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