First, I'm not a Mac guy, so I don't have firsthand experience there. However, per others' experiences (and Linux/wine experience with other software), it should get along okay with emulator software (not sure what the Mac equivalent of Wine is).
Second, what part of the settings are you having problems with? In the software, I tend to program the basic frequency info (Rx, tx) on the main screen, then hit the carets >> over to the right side of the line to do the rest..ctcss/dcs, channel naming, and scan behavior (and disable tx on monitor only stuff). I'll.try to get on the other computer I used for programming later this evening for some screenshots if someone doesn't beat me to it.
I honestly havent tried much manual programming, it seems less difficult to just use the software,though I do have a dedicated Windows laptop for radio work ($150 refurbished Dell from woot.com).