Alexander Zverev saved two match points and battled back to salvage a dramatic victory over Jenson Brooksby at the Mexican Open in what was the latest finish in tennis history.
Second seed Zverev – the defending champion in Acapulco - wrapped up a dramatic win at 04:55 local time after his own lengthy contest had followed two other epic three-setters earlier on the schedule.
Zverev at one stage looked like he was on the way out but ultimately triumphed 3-6 7-6 (12-10) 6-2 to book a second-round tie against Peter Gojowczyk.
The German had beaten Brooksby in a match that also went to a decider when they clashed at Indian Wells in October and he was pushed to the limit again in a battle lasting 200 minutes.
Having dropped the first set, Zverev had to fend off three break points at 3-3 in the second and saved match points at 6-5 and 10-9 down as part of an epic tie-break that went in his favour.
Zverev was then more comfortable as he broke twice in the decider to seal victory, his American opponent paying the price for converting just one of his seven break-point opportunities in a match that made history for its late finish.
The previous latest ATP finish time was Lleyton Hewitt's 2008 Australian Open clash with Marcos Baghdatis, which ended at 04:34 local time.
Elsewhere, Stefan Kozlov overcame cramps in the second set to outlast Bulgarian Grigor Dimitrov 7-6 (10-8) 5-7 6-3, with that match lasting three hours and 21 minutes.
John Isner sent down 29 aces and saved a match point as he trailed 5-2 in the third set, ultimately winning 7-5 6-7 (4-7) 7-6 (7-3) over veteran Fernando Verdasco in another epic topping the three-hour mark that helped to push back the start time for Zverev and Brooksby.
Seventh seed Taylor Fritz got past Frenchman Adrian Mannarino 6-3 6-3, while Dusan Lajovic knocked off Sebastian Korda 6-4 4-6 7-5 and eighth seed Pablo Carreno Busta beat Oscar Otte in straight sets.
At the Chile Open in Santiago, eighth seed Facundo Bagnis won 6-3 6-0 over Bernabe Zapata Miralles in the round of 32.
Brazilian Thiago Monteiro got past local Nicolas Jarry 7-6 (11-9) 6-4, while qualifier Juan Ignacio Londero and wildcard Thiago Seyboth Wild also progressed.
Rafael Nadal eases past Flavio Cobolli on return to action in Barcelona
Rafael Nadal made a triumphant return to the match court with victory over Flavio Cobolli in the first round of the Barcelona Open.
The 37-year-old was playing just his second tournament in 15 months after suffering another injury problem in his hip muscle at his comeback event in Brisbane in January.
Nadal only committed to playing at the tournament he has won 12 times on Monday but there was not much rust on display as he eased to a 6-2 6-3 victory over 21-year-old Italian Cobolli in his first match on clay since he won his 14th French Open title in 2022.
Nadal received a hero’s welcome as he strode out onto the court that bears his name and, although there were a few loose forehands in the early stages, the former world number one was too solid for Cobolli.
Cobolli understandably looked nervous and contributed to the scoreline with far too many errors, but a big factor in that was the pressure being exerted from the other end of the court.
A blip came when Nadal, who is set to retire at some point this season, played a poor game to drop serve for the first time in the third game of the second set but he had already broken Cobolli and quickly restored his advantage.
There were some vintage forehands from Nadal in the final stages and he clinched victory when Cobolli netted a final backhand, thrusting his fist into the air.
The home favourite faces a real test next, though, when he takes on in-form fourth seed Alex De Minaur.
Meanwhile, second seed Andrey Rublev destroyed his racket at the end of a 6-4 7-6 (6) defeat by Brandon Nakashima that continued his poor run of form.
Andy Murray will not have surgery on ankle injury but return date unknown
Andy Murray will not have surgery on an ankle injury and his rehabilitation is progressing enough for him to think about a return to practice again soon.
The 36-year-old ruptured ligaments at last month’s Miami Open but he is now out of his protective boot.
A spokesperson from Murray’s team said the former world number one’s “rehab is going well and he is hoping to start hitting again on court soon” but added that “he doesn’t have a date yet for returning to competition”.
Murray was injured late on in his third-round defeat by Tomas Machac at the Miami Open on March 24.
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After crying out in pain and falling to the floor, he was able to complete the match following on-court treatment but revealed in an Instagram post that he had seriously damaged two ligaments in his left ankle.
The timing was cruel for the three-time grand slam champion, who had won back-to-back matches for the first time this year in Miami.
Murray has said he is unlikely to play beyond this summer as retirement looms ever nearer.
It is unclear if he will be fit for Wimbledon, which gets under way on July 1, while the Olympic Games in Paris – which the two-time gold medallist said he would like to play at – starts on July 26.
Dan Evans’ poor clay-court season continues with defeat to Brandon Nakashima
Dan Evans’ poor clay-court season continued with a third consecutive defeat as he went down in straight sets to Brandon Nakashima in Barcelona.
Evans has endured a difficult 2024 as a whole, suffering a first-round exit at the Australian Open, and has now failed to make the quarter-finals in any of his nine tournaments this year.
After early exits on clay in Marrakesh and Monte Carlo, British number three Evans lost 6-7 (5) 2-6 to Nakashima in the Barcelona Open first round.
The contest lasted two hours and 10 minutes but after a closely-fought first set, where the pair exchanged two breaks each, American youngster Nakashima took control in the second to inflict another loss on world number 49 Evans.
Jack Draper fared better in Munich as he beat Vit Kopriva in three sets to reach the last 16 of the BMW Open and claim his 50th ATP Tour victory in the process.
Draper had lost narrowly to Hubert Hurkacz at the Monte-Carlo Masters last week, but bounced back to claim his first win of the season on clay.
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Sixth seed Draper breezed through the opening set in 28 minutes before he let a 3-1 lead slip in the second as Kopriva of the Czech Republic forced a decider after he decisively broke his opponent in the 12th game of the set.
After the British number two rediscovered his composure, Draper was able to claim two breaks at the start of the third set before he registered another in a 6-1 5-7 6-4 success.
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