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The game is 32-bit and can't be played natively.
Now IDK if half life 2 got recompile for 64bit OS, if not then that be a problem as Apple drops the whole 32bit support so any app that were complie to work for 32bit will not work on Apple OS that 64bit as they drop 32bit support within the OS past 2 years I believe. But I believe Rosetta suppose to be the replacement support, but again IDK exactly if it will fix your problem, or not.
You can try asking for help here.
https://steamcommunity.com/app/220/discussions/
And here.
https://steamcommunity.com/discussions/forum/2/
But like said not much else to tell you beyond this.
I really wish Valve would update all of the 32 bit titles and perhaps optimise a wine binary or something that would be great