the way they put it in "easy game" (note the author of that book typically favors betting over checking) concerning situations when only better is going to call and worse fold, ask yourself "how likely am i to get sucked out on" and i think on this board the answer is very likely as he is going to have a bunch of gutshots (87s/76s/86s/54s) fds (most diamond combos) and a ton of bricked overs such that you are going to hate almost any card in the deck. Force him to forfeit a solid equity share imo. Also i'm firing 1 and then done assuming we do not magic a set.