Anna Kalinskaya vs Diana Shnaider — R32 — Canadian Open

Every break Kalinskaya landed came back within a game. That was the separator: Shnaider converted five of 10 break points and held seven of her nine service games, while Kalinskaya held just four of nine behind a 50 percent first-serve rate and five double faults. The 17th seed led 2-0 in the second and was broken back in game 3, then again in game 7 for 4-3. One match point saved delayed it; 1 hour, 50 minutes settled it, with Jessica Pegula (No. 3) next and no prior meetings on record between these two.