If you provide a sufficient lip on the hole such that the minimum side is larger than any of the four diagonals it would work.
However, if this were the only consideration, you could get a wider-diameter manhole with a smaller cover by making it in the form of an equilateral triangle, as evidently Nashua, NH, does: https://en.wikipedia.org/wiki/Manhole_cover#Other. Indeed, you don't need to stop there; if you curve the sides of the triangle in toward the center, you can get a manhole with an even smaller surface area for a given diameter, although at some point the extra "diameter" will be too curved to be useful.