If it works in linux, it works in mac. Unless Gog did something with their wine engine. I always update the engine in every wrapper anyway as the mac quartz driver is always improving and I usually want to get the latest and greatest.
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Have people download wineskin winery
http://wineskin.urgesoftware.com/tiki-index.php

open up wineskin winery and dl the latest engine,

Right click on the System Shock 2 package and open contents.

then click on the wineskin.app and go to Advanced

Then under Tools tab click update wrapper, (always good to make sure you are at the latest here)
Wait a min while it works,

Open wineskin again and open tools, then click "change engine used" and update it to the one you downloaded.

If they want, they can switch from the standard X11 driver to Quartz by going to Set Screen Options in wineskin.app and checking use Mac Driver instead of X11. It works fine in SS2.
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If it works, great. But if not then, it's most likely a bug in System Shock 2 (what a shock) that must be produced under very special circumstances. In wine, things tend to either work or they don't. I've never seen subtle scripting errors in a program as a result of running in wine, where the program runs fine but but has a very minor bug like this. When something fails, it's rather obvious from the start, and you will see it in the winelog.

Don't get me wrong there are issues related to mac wine compared to linux but these all really obvious in nature due to something not being fully developed yet. Joysticks and graphical flickering in some DirectDraw apps come to mind. But save the joystick thing, there are workarounds.