Spaghetti Squash That Fancies Itself Baked Ziti

Name: Spaghetti Squash That Fancies Itself Baked Ziti
Ingredients: 1 small spaghetti squash (about 2½ lb.), halved crosswise, seeds removed; ¼ cup extra-virgin olive oil, plus more for drizzling; ¼ tsp. kosher salt, plus more; Freshly ground black pepper; 1 28-oz. can whole peeled tomatoes; 4 large garlic cloves, smashed; A big pinch of sugar; ¼ tsp. crushed red pepper flakes, plus more for serving; 1½ oz. Parmesan, finely grated; 6 oz. mozzarella, coarsely grated; 1 handful of basil leaves, torn if large