https://bugs.winehq.org/show_bug.cgi?id=37238
--- Comment #7 from Andrew Fan andrewsuicune@gmail.com --- (In reply to Ken Thomases from comment #6)
The only concern I have is whether the Mac driver is failing to recognize some of the display modes supported by your system. The game tries these resolutions and the Mac driver reports that they are unsupported:
960x720 1152x864 1280x960 1280x1024 1600x1024 1600x1200 1920x1080 1920x1200
Do you have reason to believe that those resolutions should be supported by your system? If you open the Displays pane of System Preferences and select "Resolution: Scaled", are any of the resolutions listed above available?
When choosing "scaled," none of them are available.
Also, thanks for the information about attempting each display. At the very least, I know what the issue is.