Dimitrov, seeded 12th, lost 6:3, 3:6, 6:7 to American Jack Sock.
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In the third set, the Bulgarian had three consecutive match balls at 5:4 and 40:0 but suddenly collapsed. In the tiebreak that followed, he had another match ball but did not take his chance again.
After nearly 2.30 hours of play, the player from Haskovo ended up with his third loss to Sock out of four head-to-head matches.
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