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Freezes after a couple minutes each time; how to debug?

This is the first wineskin wrapper I've used, for Sins of a Solar Empire. Everything starts up fine, but it freezes after a few minutes each time. Inside the Wineskin.app I tried both XQuartz and WineskinX11... same effect. I'm completely new to Wineskin so I have absolutely no idea what to try... any suggestions would be greatly appreciated!

Running 'Test Run', the logs I get before crashes are (full log attached)

Sins of a Solar Empire Trinity74388738Wine(43053,0x48325000) malloc: *** mach_vm_map(size=1048576) failed (error code=3)

      • error: can't allocate region
      • set a breakpoint in malloc_error_break to debug

Assertion failed: (content != nullptr), function bool CGSDatagramReadStream::dispatch_next_datagram(), file Services/PortStreams/CGSDatagramReadStream.cc, line 328.

Some system info:

Model Identifier: MacBookPro9,1
Processor Name: Intel Core i7
Processor Speed: 2.6 GHz
Chipset Model: NVIDIA GeForce GT 650M

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