Yes to 1 & 2. This is running on a Wineskin Wrapper. As far as location, I have a directory I named Silent Hunter Fall of the Rising Sun, which contains three folders: Contents, drive_c, and Wineskin.
The folder "drive_c" contains the Ubisoft SH4 files, buried under a couple layers.
The "Contents" folder contains some Wine files, including a Wineskin launcher and Unix executable called winetricks.
In the "Wineskin" folder, where I ran Terminal, this is what I could find so far: Wineskin 2.9.0.2, Engine: WS10WineCX64Bit18.5.0.
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