With the release of Mac OSX 10.7.5 and 10.8.2, Apple has made some changes to the X11/XQuartz implementation, effectively breaking OpenGL support in applications that use it. In particular, Wine, Crossover, and all other derivates (accept Cider).
Apple and the Wine development team are currently working on fixing the issue, but it's unlikely that the fix will come from Apple. Luckily, certain patches were already made available in the last few days, fixing the issue for at least a few versions of the Wine engine.
Wineskin has released version 2.5.8, fixing the issue as well. Download it through the Wineskin Winery application, then patch your wrappers.