Andy Murray’s final warm-up for Wimbledon ended in a straight sets defeat to world number six Holger Rune at the Hurlingham Club.
The two-time Wimbledon champion, who opted for some extra match play following his first-round exit at Queen’s Club last week, was beaten 6-4 6-4 at the Giorgio Armani Tennis Classic.
Murray moved well on court against his 20-year-old opponent but could not capitalise on his chances, notably four break points in the sixth game of a tight opening set.
A double fault from the 36-year-old gifted Rune the first break of the contest and he was ultimately unable to battle back after dropping serve in the first game of the second.
Murray had won 10 successive matches in claiming back-to-back grass-court titles in Surbiton and Nottingham before suffering an early exit at Queen’s at the hands of Alex De Minaur.
“It’s great obviously to play these sorts of matches a few days out from Wimbledon,” Murray said in his on-court interview after his defeat.
“He’s one of the top players in the world, so you get to see exactly where your game is at. There are things to work on but it keeps you very sharp.
“I would have liked to have done a little bit better but I can start from here and build on this.”
Two days before discovering his fate as an unseeded player in the Wimbledon draw, the Scot was given a serious workout on a warm afternoon in west London.
A fashion show provided the pre-match entertainment on the north bank of the river Thames and it was the energetic Rune who proved to be the more stylish on court.
Like many of the catwalk models, the Dane had his baseball cap on backwards and he exuded the confidence of a player who has recently won four ATP titles, including defeating Novak Djokovic in the 2022 Paris Masters final.
Former world number one Murray grew into the encounter and showed glimpses of his grand-slam winning best throughout with soft hands at the net, powerful groundstrokes and some delightful lobs.
However, Rune often had the edge when it mattered in an exhibition match lasting around an hour and 40 minutes.
Murray, currently ranked 39 by the ATP, was finally broken in the ninth game following one of a handful of double faults across the high-profile exhibition match.
Rune wasted little time in wrapping up the set and then swiftly backed it up with a further break en route to another impressive victory of his fledgling career which underlines his credentials as an outsider for glory at SW19 in the coming fortnight.
Sinner avoids O'Connell upset at US Open
Jannik Sinner beat Australia's Christopher O'Connell in straight sets to reach the fourth round of the US Open on Saturday, avoiding a similar fate to Carlos Alcaraz and Novak Djokovic.
The men's draw at Flushing Meadows has been blown wide open by early exits for Alcaraz and Djokovic, but the top seed remains in the hunt after a composed performance.
He reached the fourth round for a fourth consecutive year with a routine 6-1 6-4 6-2 victory, setting the tone with several huge groundstrokes in the opening set.
O'Connell never looked likely to fight back as Sinner smashed 46 winners in a ruthless performance, wrapping up his win in one hour and 56 minutes.
The Australian Open champion will face either Tommy Paul or Gabriel Diallo for a place in the last eight, and he was relieved to survive an opening week full of surprises.
"Everything can happen in this sport, so I try to stay on my side of the net and I'm trying to take the tournament day by day," Sinner said in his on-court interview after the win.
"Each opponent is a very tough challenge and [I am] also enjoying every moment on the court. There have been already a couple of upsets, so let's see what's coming.
"But I'm very happy to still be here and hopefully I can play as many matches as possible. But as I said, we go day by day and then we'll see how it goes."
Data Debrief: Sinner heating up
Sinner lost his first set of the tournament to Mackenzie McDonald but has been largely untouchable since then.
He has only lost 18 games across his last nine sets of tennis, an average of two per set.
The Italian's winning streak now stands at seven straight matches, meanwhile, following his triumphant Cincinnati Open run.
US Open: Sabalenka overcomes first set scare to progress in late start
Aryna Sabalenka came from a set down to keep her US Open dream alive as she beat Ekaterina Alexandrova in the early hours at Flushing Meadows.
Sabalenka emerged on court at the Arthur Ashe Stadium at seven minutes past midnight following Novak Djokovic's shock exit from the tournament, and consecutive upsets looked to be on the cards.
However, the Belarusian responded from a disappointing opening set as she looks to avenge her defeat in the showpiece match against Coco Gauff a year ago.
The world number two set up a meeting with Belgium's Elise Mertens as she emerged a 2-6 6-1 6-2 victor in one hour and 40 minutes in New York.
"I don't know what I did, I was just trying to stay low, put as many balls as I can back on that side," Sabalenka said.
"She played incredible tennis in the first set. It was really tough to change it."
"I'm really happy I was able to turn around this match and get this really difficult win. Thanks so much for staying that late."
Data Debrief: Sabalenka survives late, late show
Sabalenka's encounter with Alexandrova was the latest starting match at the US Open, beating Gabriela Sabatini and Beverley Bowes' meeting in 1987 that started at midnight.
The Belarusian, however, will be hoping for a much improved performance in the next round, having produced 27 unforced errors throughout the contest and serving four double faults.
US Open: Djokovic played 'worst tennis ever' in Popyrin loss
Defending US Open champion Novak Djokovic suffered a shock exit at Flushing Meadows as he lost in four sets to Alexei Popyrin.
Djokovic arrived at the tournament with confidence following his gold medal triumph at the Paris Olympics, and was tipped to lift a record-extending 25th grand slam title.
However, the Serbian's hopes of a fifth success in New York were dashed as he followed fellow favourite Carlos Alcaraz out of the competition in the third round.
Popyrin emerged victorious in three hours and 18 minutes, prevailing 6-4 6-4 2-6 6-4 to confirm Djokovic's earliest exit from the tournament in 18 years.
"I have played some of the worst tennis I have ever played," Djokovic said.
"Honestly, the way I felt and the way I played from the beginning of this tournament, third round is a success."
"I tried my best, I didn't have any physical issues. I just felt out of gas, and you could see that. From the first match, I just didn't find myself on this court.
"Life moves on. I'll try to recalibrate and look forward to what's next."
Data Debrief: Another one bites the dust
Djokovic was far from his clinical best, serving a career-high 14 double faults in a grand slam match and committing 49 unforced errors.
The Serbian will also end the year without winning a grand slam title, the first time he has done so since 2017.
But the day belonged to Popyrin, saving 12 of the 16 break points he faced against the world number two, finding particular success with his forehand as 31 of his 49 winners came from that shot.
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