Pour 1/4 cup extra virgin olive oil into a large sauté pan and add 2 teaspoons red pepper flakes. Warm over medium-low heat and cook gently for 3 minutes to infuse the oil.
Remove the pan from heat, add the 5 crushed or minced garlic cloves, and stir into the warm oil for about 20 seconds, taking care not to brown the garlic.
Stir in the 28 oz can of crushed Italian tomatoes with all the juice, then add 1 teaspoon sugar and 1/2 teaspoon salt. Return the pan to low heat and simmer the sauce gently for 20 minutes.
Meanwhile, bring a large pot of salted water to a boil. Add 1 tablespoon salt and the 12 oz rigatoni. Cook the pasta until 1 minute less than the package instructions recommend.
Reserve 1 cup of the pasta cooking water, then drain the rigatoni in a colander.
Add the drained pasta to the simmering sauce along with 1/4 cup of the reserved pasta water. Toss the pasta in the sauce over low heat so it is fully coated; cook 1 more minute and add extra pasta water if the sauce becomes too dry.
Taste and adjust seasoning with salt and pepper. Serve topped with chopped fresh parsley, grated Parmesan, and a drizzle of extra virgin olive oil.