Windows used to be half operating system, half preconfigured compatibility tweaks for all kinds of applications. That's how it kept its backwards compatibility.

More a case of DirectX radically changing how it worked [0].

[0] https://learn.microsoft.com/en-us/windows/win32/direct3darti...

It's because wine OS selector actually tries to match bug for bug the OS version you set but Window's one gave up after Windows 7.