Dimitrov was playing fantastic tennis, running Sinner around the court and delivering booming serves. Dimitrov won the first set 6-3 and survived a hard-charging comeback attempt from the Italian in the second to take the set 7-5 and put the world No. 1 in a desperate position.

Jannik Sinner, the No. 1 player in the world, technically advanced in the Round of 16 at Wimbledon on Monday. But it was hardly a win to be proud of. Sinner, who lost to Carlos Alcaraz in the final of the French Open last month,

Grigor Dimitrov heartbreakingly retired from his Round of 16 Wimbledon match vs. World No. 1 Jannik Sinner due to injuring a pectoral muscle on a volley during the third set. Dimitrov held a 2–0 lead through two sets against Sinner.