Hmm i dunno what youre talking about with the vertical_measuring thing. However, if what youre trying to do is make a flag capture a capture point, which I am doing in one of my maps, I think the simple inclusion of a team_control_point_master will change how the scoring is done.
If you are using a teamflag with the CTF setting however, that might override the team_control_point_master.
So in conclusion, try adding a team_control_point_master and see if the scoring changes, if you already have one of those try a different gameplay style for your item_teamflag.