World Championship Winning Computer Chess Software Program & Downloads for Chess Databases, Analysis and Play on PC, Mac, iPad and iPhone — Visit: Hiarcs.com
CM2000 works good on MAC. You can use the mouse and drop down menu's unlike the DOS version.
MAC Psion Chess
Also works well. Playing Classic Mac on my I7 emulator seems very fast so will probably test Classic Mac Psion against DOSBox Psion sometime soon. Got high expectations for Classic Mac Psion.