Heat 1/4 cup extra virgin olive oil in a large skillet over medium-low heat; add 2 teaspoons red pepper flakes 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 oil for about 20 seconds, taking care not to brown the garlic.
Stir in the entire 28 oz can of crushed tomatoes with their 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, stirring occasionally.
While the sauce simmers, bring a large pot of water to a boil and add 1 tablespoon salt. Cook 12 oz rigatoni until 1 minute less than package directions recommend.
Reserve 1 cup of the pasta cooking water, then drain the rigatoni.
Add the drained rigatoni to the sauce along with 1/4 cup of the reserved pasta water and toss to coat.
Cook the pasta and sauce together over low heat for about 1 minute, adding more reserved pasta water if the sauce becomes too thick; season with salt and pepper to taste.
Serve topped with chopped fresh parsley, freshly grated parmesan, and a drizzle of extra virgin olive oil.