I would consider anyone who did this to be no more than a dangerous maniac. That you were doing it to make a point would never occur to me. As a general rule, doing something illegal never makes a point except a bad one about yourself.
AskNott, Washington was certainly laid out with a deliberate plan. The diagonals were not so much for efficiency, though, as to create sightways and display areas for the proposed major buildings and grand monuments that a proper capital city should have.
Angled grids are far more efficient. That’s why New York City has a jumble of small streets at the southern end of Manhattan and the grid imposed above 14th St. Broadway was an existing merchant road and was integrated into the design.
I’m not as familiar with Indianapolis, but I’ll note that as far back as 1940 Norman Bel Geddes was using the huge central monument with the multitude of streets entering into that traffic circle as a prime example of how older cities were inefficiently laid out for the age of the automobile.
Radially laid-out cities, such as Rochester and Buffalo, make it extremely difficult to get from one side of the city to the other. While they made some sense back in the days when downtown was king they are hopelessly inefficient today with dispersed centers of trade and industry. And the odd angles at which streets meet make both for bad traffic movement and bad real estate. Washington had to redo all those weird intersections with over- and underpasses to allow traffic to move.
Few cities ever get laid out from scratch, although the exception are usually for newly created capitals, as with Washington, Canberra, Brasilia, Chandigarh, New Delhi and others. Older central cities either need to have huge parts torn up to create boulevards, as with Paris, or freeways, as with Philadelphia. Robert Moses almost drove an expressway across lower Manhattan but a coalition of neighborhood groups stood up to him and forced him to abandon that plan.
There really aren’t any good solutions to city design in a world of too many automobiles. The western cities with huge amounts of available land and the ability to make all their streets eight lanes or so have the easiest time, but all traffic designers know that the more lanes you put down the more cars you attract. I’d still rather drive down the wide roads of California than the three lane avenues of Philadelphia, though.