I managed to fix it for a second and SketchUp crashed! (Correct me if I’m wrong but) you’re experiencing this: Face Won’t Intersect with Edges
Also, you have an unconnected edge here:
This is in the following part of the drawing, have a look so you can find it quickly:
Also, run a “Fix Problems” command from the Statistics tab in Model Info window. It detects 1 problem for me: