A tearful Roger Federer bid goodbye to a 25-year career with defeat at the Laver Cup in a doubles contest that went past midnight in London.

Federer teamed with long-time rival Rafael Nadal against American duo Frances Tiafoe and Jack Sock as Team Europe face Team World at the O2 Arena.

After winning the first set, the Swiss and the Spaniard were faced with a spirited fightback from Tiafoe and Sock, who won a second-set tie-break before also clinching the match tie-break to seal victory 4-6 7-6 (7-2) 11-9.

There had been a great atmosphere in London on Friday for the fifth edition of the three-day competition.

Federer, 41, had not played a match since he was knocked out of Wimbledon by Hubert Hurkacz at the quarter-final stage last year due to knee injury.

There were huge cheers when Federer and Nadal came onto the court and loud roars for the Swiss great when he came up with his first winner.

There was a sensational moment in the first set when Federer appeared to have won a point after his shot hit the top of the net and bounced in, only for a replay to show the ball had somehow been hit through a small hole between the net and the post, meaning Team Europe lost the point, despite the remarkably unlikely event of the ball passing through such a gap.

Novak Djokovic and Andy Murray were among Federer and Nadal's team-mates offering some tactical input between games, and the legendary duo had to save a first break point of the match before the Spaniard held to put them 5-4 up.

It was two of the all-time greats that took a tight opening set when Sock put a volley into the net, prompting Team World captain John McEnroe to tell his doubles pair they appeared to be getting "caught up in the hoopla." 

A determined Team World managed to level it up after a back-and-forth second set went to a tie-break, with Tiafoe and Sock coming out on top with their superior power and pace.

That took it to a dramatic deciding match tie-break, with every point keeping fans holding their breath, including some trademark Federer magic at 6-7 when he diverted a Sock shot across court for a crowd-pleasing winner.

It looked like the dream script was being followed as Federer served at match point for himself and Nadal, but the former could only hit a shot into the net, before Sock and Tiafoe won the next two points to secure the win for Team World.

It was then hugs all round as respect was paid to the 20-time grand slam winner at the conclusion of a phenomenal career. 

Earlier in the day, Casper Ruud drew first blood for the Team Europe, beating Sock 6-4 5-7 10-7, before Stefanos Tsitsipas doubled their advantage with an emphatic 6-2 6-1 defeat of Diego Schwartzman.

There was drama after the first set of that second singles match when a protester, wearing a T-shirt with the message, "END UK PRIVATE JETS" on, set their arm alight on court before being escorted out by security. 

Alex de Minaur then got Team World on the board with a 5-7 6-3 10-7 success over home favourite Murray before the late-night main event under the lights.

Rafael Nadal is "definitely the next on the list" to retire as middle age catches up with the 'Big Three' of men's tennis, according to Marion Bartoli.

Former Wimbledon champion Bartoli expects Nadal to call it a day in 2023, following the lead of Roger Federer who has chosen the Laver Cup as his farewell tournament.

This weekend's showpiece in London is marking the end of the Swiss great's stellar career, after complications with a knee injury left the 41-year-old resigned to his fate.

Amid the attention on Federer, conversation is turning to how long his great rivals might have left at the top, with Nadal's ongoing foot trouble seemingly making him a prime candidate to step off the tour and give his body a rest.

Speaking to Stats Perform, Bartoli said: "I think he's very much definitely thinking about retirement. His wife is also about to give birth to his first child; that's a huge change in life for anybody.

"And he very much has his fair amount of injuries as well over the years, and especially lately with his foot which is really something that can stop him at any moment from now on.

"I think he will give it another chance at Roland Garros next year, but I don't see him going further than 2023. I think that would be probably about it. I think Rafa is closer to retirement than Novak.

"I think Novak has been able, with being vegan and taking care of his body and obviously because of COVID reasons, he hasn't played that much for the last three years really."

Nadal and Djokovic have inched ahead of Federer on the list of men's all-time grand slam singles champions. Federer was the first to reach 20, but Djokovic has 21 now and Nadal leads the way with a haul of 22 majors.

Bartoli, who was a shock Wimbledon winner in 2013, pointed out that Djokovic, who at 35 is a year younger than Nadal, could have several years left to push the slam record ever higher.

"He monitors those records so badly that I think he will be probably more looking to 2024, maybe 2025 [for his retirement]," Bartoli said of the Serbian. "I think Rafa is definitely the next one on the list."

Bartoli expects Djokovic to finish top of the pile in the men's game, providing he is allowed to compete at future editions of the Australian Open and US Open, having been barred from both in 2022 because of his refusal to accept a COVID-19 vaccination.

"From a tennis analytics point of view, and looking obviously at the strengths of Novak on hardcourts and at the Australian Open and at Wimbledon, it looks like he will end up at the top," said the Frenchwoman.

"But then the problem is about the vaccine, and this is something I just can't reply on. Because if he keeps on having only two chances out of four every single year, that's a totally different story.

"So there is that question mark on such an important thing. If he plays four out of four every single year, yes, I think he will finish on top of everybody. If he can play a full schedule because everything reopened normally then I sincerely think he's going to end up on the top."

Djokovic is hopeful he will be allowed into Australia in January of next year, having been deported from Melbourne at the beginning on this season amid high controversy.

There was previously considered to be a 'Big Four' at the peak of the men's game, but Andy Murray could not keep pace with the slam-winning feats of his rivals.

Bartoli said she remembered how "the whole country exploded" in Britain when Murray won in 2013 at Wimbledon, a first home champion in the men's singles for 77 years.

She was "so happy" Murray could carry on his career after undergoing hip surgery, having at one point planned to retire after Wimbledon in the 2019 season.

Now Bartoli suspects three-time slam champion Murray, 35, could last longer than Nadal on the ATP Tour.

"His fitness level has really improved, so I think he looks to retire for me further than Rafa," Bartoli said. "I think Rafa will be the first one, and probably Andy and then Novak."

Roger Federer looks set to play the final match of his tennis career on Friday after opting to only take part in doubles at the Laver Cup, and has described his great rival Rafael Nadal as his "dream" partner.

Federer is set to join the likes of Nadal, Novak Djokovic and Andy Murray – the other members of tennis' 'Big Four' – in representing Team Europe at the O2 Arena in London, but his fitness issues have led to doubts over the extent of his involvement.

On Sunday, fitness coach Pierre Paganini said Federer would make "a last-minute decision" regarding the nature of his participation in the Laver Cup.

Paganini added: "His aim is to play something, though whether it's singles or doubles we'll have to see," and Federer appears to have opted for the latter option.

On Tuesday, Federer told the Swiss press he would only be appearing in doubles at the event, though his partner is yet to be revealed.

"I'm happy and surprised at how good my shots are. But I won't be able to play singles, that was pretty clear beforehand," he told NZZ.

"That's why it was no longer an option to compete at the Swiss Indoors at the end of October. I guess I'll play doubles here on Friday night and that's it."

Nadal, one of just two men's players to have won more grand slam titles than the Swiss maestro (22, also Novak Djokovic with 21) appears the most obvious candidate, with Federer telling SRF: "Maybe I can play doubles with Rafa, that would be an absolute dream."

Asked whether he had any regrets at the end of his career, Federer added: "Of course, there are smaller things, but I can't think of any examples. I see it as an absolute dream career.

"I had a relaxed childhood. If I had been a bit more professional when I was younger, I might have been more successful. 

"But then I might have burned out earlier because it would have been too serious for me." 

The Swiss great, who has won 20 grand slam singles titles, announced last week that he was to retire from tennis after battling knee injuries.

When revealing the end of his career was imminent, Federer said: "I've worked hard to return to full competitive form. But I also know my body's capacities and limits, and its message to me lately has been clear".

 

Casper Ruud expects to be "a bit nervous" when he features alongside childhood heroes Novak Djokovic, Rafael Nadal, Andy Murray and the retiring Roger Federer at the Laver Cup.

Ruud is the world number two heading into the tournament, which sees Team Europe take on Team World in London, after his efforts at the US Open.

The Norwegian fell just short against Spanish teenage superstar Carlos Alcaraz in the final at Flushing Meadows.

Ruud featured at last year's Laver Cup, held in Boston, and this year is due to join up with the 'Big Four' of Djokovic, Nadal, Murray and Federer, who has announced his impending retirement at the age of 41. The quartet have won 66 grand slam titles between them.

While there are some doubts over whether Federer will be fit enough to play in his farewell tournament, with the action starting on Friday, Ruud is "honoured" to have the opportunity to play alongside his idols.

"It's going to be so special this year, having the biggest four tennis players in my childhood," Ruud said in an interview on the Laver Cup's official website.

"It's going to be an honour. [I'm] probably going to be a bit nervous when I'm out there playing in front of them, but I'll do my best and I'm very happy to be able to represent Europe in front of a crowd full of cheerful fans, and a European bench of legends."

 

Ruud has played six matches against the illustrious quartet who will now be team-mates, winning only once – against Murray in San Diego last year.

The 23-year-old has lost three times to Djokovic and once to Nadal – in the final of the French Open this season – while his sole meeting with Federer, back in 2019 at Roland Garros, went the way of the 20-time major champion.

Federer helped to create the Laver Cup but did not play in the 2021 edition due to injury. He was, however, present to support Team Europe from the stands in Boston.

"I was playing the first match of the whole [2021] Laver Cup against [Reilly] Opelka," Ruud said. "It was the first time they showed Roger on the big screen in TD Garden in Boston, and the whole crowd erupted like I never heard before.

"I can only imagine what it will be like when he's on the team and when he will enter the court."

Federer announced the decision to bring the curtain down on his 24-year playing career on Thursday, having not competed since making the quarter-finals at Wimbledon last year.

Andy Murray said it would be "really special" to get one last chance to share a tennis court with Roger Federer after the Swiss star announced his retirement.

The upcoming Laver Cup in London will be Federer's farewell event after he admitted defeat in his battle to overcome a knee problem.

Even Murray is unsure how much of an active part Federer will be able to play in London next week, but he would love to form a doubles alliance with the 20-time grand slam winner.

For many years, Murray was considered a part of a 'Big Four' in men's tennis alongside Federer, Novak Djokovic and Rafael Nadal. They were the quartet who dominated the latter stages of the grand slams and the most prestigious regular tour events.

It latterly became known as a 'Big Three' as Murray fell away due to injury, also proving unable to keep pace with the extraordinary major-winning standards set by Federer, Nadal and Djokovic.

Federer led the head-to-head 14-11 against Murray, with the Scot getting his biggest win over the Swiss in the 2012 Olympic Games final at Wimbledon.

Three-time slam champion Murray said of Federer: "Obviously he was an amazing player. I was lucky to get to compete against him in some of the bigger matches, in the biggest tournaments, on the biggest stages in our sport.

"At the time I probably didn't appreciate it as much but looking back it's pretty amazing. It's incredible what he achieved and also what Rafa and Novak have done as well."

Federer announced his retirement on Thursday, and while Murray said that marked "a sad, sad day for the sport", he was keen to celebrate "an unbelievable career".

There is an irony about Murray wishing Federer well in retirement, given Federer did likewise with Murray in January 2019, when it seemed the former Wimbledon and US Open champion was destined to hang up his racket. A new hip has allowed Murray to unexpectedly continue on tour.

Murray said of Federer: "The longevity he's had and what he did, the way that he played the game, conducted himself, all of those things. All of the players respected him for that.

"I don't know how much he'll be able to play [at the Laver Cup], I haven't spoken to him about that, but maybe I get to share a court with him in doubles or something like that, and that would be really special."

Caroline Garcia has dialled up the aggression and is reaping the rewards as the Frenchwoman emerges as a serious title contender at the US Open.

On Sunday, Garcia moved through to the quarter-finals by beating Alison Riske-Amritraj 6-4 6-1 on Louis Armstrong Stadium.

She has won four matches without dropping a set in the first week of the grand slam in Queens, New York, but that is just the continuation of a sensational hot streak.

Garcia, now 28, has won 30 of her last 34 matches, landing titles in Bad Homburg, Warsaw and Cincinnati along the way.

At the 2011 French Open, ATP superstar Andy Murray was so taken by the 17-year-old Garcia's performance against Maria Sharapova that he predicted: "The girl Sharapova is playing is going to be number one in the world one day."

Perhaps Murray will turn out to be right after all, with that forecast having long hung over Garcia, as well intended as it was at the time.

She reached a peak of number four in 2018 but was down at 79th on the WTA list in late May of this year.

Now she sits 17th and will keep climbing after reaching the last eight at the US Open for the first time.

On a 12-match winning streak at present, Garcia said after sinking the hopes of American Riske-Amritraj: "I'm so excited to be in the quarters of the US Open. It's been a great couple of weeks for me."

She came through qualifying to win the Western and Southern Open in Cincinnati, beating Petra Kvitova in that final after felling three seeds along the way.

Recent wins over Iga Swiatek in Poland and Emma Raducanu at Wimbledon, beating home favourites, have showed Garcia is suddenly fearless.

"I'm really trying to play aggressive, go for my shots, even when I'm tight or even when I don't feel it," she said.

"It's how I improved so much in the last couple of months and I really enjoy playing like that, moving forward, and I'm having fun."

Garcia was not at her most fluent in the first set of Sunday's fourth-round match but improved and finished the contest having hit 30 winners.

She has only played one grand slam quarter-final before, losing to Karolina Pliskova at that stage in the 2017 French Open.

Suddenly, though, she is playing top-five standard tennis again, and Garcia will take some stopping.

"I want to enjoy every single win I have," Garcia said in an on-court interview.

"When you don't have them, you miss them, so I want to enjoy this one and recover and get ready for the big match in the quarter.

"I'm really having fun here in the US. I got a lot of confidence from Cincinnati, really enjoy the good energy in New York."

Andy Murray has admitted he is "surprised" to still be able to compete against top-level opponents given his injury history.

The 2012 US Open champion exited this year's competition following a third-round defeat to 13th seed Matteo Berrettini, though he did take the tie to four sets.

Having lost the first two sets, Murray fought back to win the tiebreaker in the third but his valiant attempts were ended by the Italian in the fourth, who sets up a round of 16 clash against Alejandro Davidovich Fokina.

Despite the loss, Murray was pleased with his performance at the tournament and encouraged by his ability to still go toe-to-toe with the likes of Berrettini.

"I've got a metal hip. It's not easy playing with that. It's really difficult. I'm surprised I'm still able to compete with guys that are right up at the top of the game," he said after the match.

"Matches like this, you know, I'm really proud that I have worked myself into a position where I'm able to do that. I'm really disappointed that I didn't get over the line today. 

"But I get reminded like 'this is the first time you've made the third round here since 2016'. It's been six years. It's been a difficult six years for me. It's been really hard.

"Although it's the first time I've only made the third round here, I'm really proud of that effort that I put in to get myself back into these positions. So, I'm hoping that in the future I can go further, but considering, I did all right."

Murray went on to explain how things feel differently for him on the court, identifying he cannot move in the same way Rafael Nadal and Novak Djokovic still can.

"A lot of the things feel the same, but obviously I'm just not quite capable of the sort of movement and physicality that I was five, six years ago. I mean, that's pretty obvious. You know, I shouldn't expect to be," he said.

"I think if you watch Rafa and Novak moving around the court now who are similar age, I think they're moving pretty similar to how they were five, six years ago, whereas for me there's obviously been a bit of a drop-off there.

"That can affect you in terms of how you have to play the points. Maybe you just don't track as many balls down as before. Maybe the reach isn't just quite as much as it was.

"But in terms of the shots and everything, there is nothing that is stopping me from hitting the same shots as I did before."

Andy Murray is a "legend" of the sport who Matteo Berrettini knows he must play his best tennis against in the US Open third round.

Berrettini had to come from behind to beat Hugo Grenier on Wednesday at Flushing Meadows, setting up a fourth career meeting with Murray.

Like Berrettini, former world number one Murray came from a set down to defeat Emilio Nava 5-7 6-3 6-1 6-0.

Berrettini holds a 2-1 lead in his head-to-head series with Murray, who won the first match between the pair in Beijing in 2019.

Murray lost to Berrettini as the Italian went on to win at Queen's Club in 2021, with the Scot going down to the 26-year-old again in the final in Stuttgart earlier this year.

"We played in different conditions. We played 2019 in Beijing, so was hard, but best-of-three. Then twice on grass. All the matches were great fights," Berrettini said in a press conference.

"I think obviously Andy now is in way better shape than he used to be, especially last year. He's a legend of the sport. I think it's going to be a great match, a tough match for me, but feeling confident. I always like to play here, especially in big stages, big matches like the one I'm about to play. Yeah, I think it's going to be a tough one, but I'm ready."

Berrettini also revealed he and Murray have practiced together, though he does not think that will help much in Friday's tie.

He said: "We're friends, but we're not like best friends. A good relationship.

"He had a crazy hip surgery. Everybody saw it. It's not easy to come back, especially when he was number one in the world. Mentally it must have been, like, really tough for him. But I think it's inspiring the will that he has, the love that he has for this sport. I always admired that.

"We often practice together, as well. When I was a kid I was watching him on TV, for me it's still a dream coming true playing against this kind of player.

"I remember 2016 he played against Paolo Lorenzi here. My brother, he played quallies here, the juniors. I was like, Wow, you're playing next to Andy, and now I'm playing against him. It's something that I really appreciate. That's why I'm even happier for the match now I'm going to play.

"But it doesn't matter. When you play Andy Murray, you're playing Andy Murray. You have to play your best tennis."

Andy Murray believes he is in his best physical shape for years after he made the third round of the US Open for the first time since 2016 on Wednesday.

Murray dropped the first set against American wildcard Emilio Nava, but the Scot powered back to win 5-7 6-3 6-1 6-0 in New York.

He will face 13th seed Matteo Berrettini in the last 32 on Friday, and the 35-year-old has his sights set on a lengthy run at Flushing Meadows.

"Physically this is the best I've felt in the last few years," he said. "My movement is by far the best it's been in a long time.

"I'm getting closer to where I want to be and hopefully I can have a deep run here."

Murray reunited with coach Ivan Lendl for the third time earlier this year – a decision he cites for his improved form.

"There's a lot of belief in the relationship because of results we've had in the past," he added.

"I trust that if I play with a game style he wants me to that will bring me success.

"It gives me confidence. He knows what it takes to win and perform well at this tournament. It's great to have him back."

Speaking about his next opponent, Berrettini, Murray said: "He's had a bit of an unlucky year.

"I know he got Covid at the beginning of Wimbledon. When he has been on the court he's done really well.

"We played a tough three-set match in Stuttgart. I'm expecting it to be really difficult but if I play well and my return's on point then I've got a good chance."

Andy Murray equalled Lleyton Hewitt by claiming his 47th main-draw win at the US Open as he came through a tricky first-round clash with Francisco Cerundolo.

Just under 10 years on from his maiden grand slam triumph at Flushing Meadows, where he famously beat Novak Djokovic in a near five-hour final, Murray overcame 24th seed Cerundolo in relatively short order.

The world number 51 produced one of the more impressive performances since his return from hip surgery to win 7-5 6-3 6-3 in two hours and 42 minutes on the Louis Armstrong Stadium court.

It is a success that moved him level with Australian great Hewitt, with whom he now shares ninth place on the all-time list for the most main-draw wins in New York.

Additionally, it marked Murray's first straight-sets win at a grand slam since his fourth-round victory over Benoit Paire at Wimbledon in 2017.

Cerundolo, meanwhile, is still awaiting his first main-draw win at a major.

He has enjoyed a breakthrough year, winning his first ATP title at the Swedish Open in July and reaching a career-high ranking of 24, but fell at the first hurdle for the third successive major having failed to qualify for the Australian Open at the start of the year.

Murray will play John Millman or Emilio Nava in the second round.

Serena Williams' former coach Rick Macci does not foresee a dream US Open triumph for the retiring legend, but believes the Flushing Meadows crowd could help her enjoy a strong run.

Williams, who announced she was "evolving away" from tennis earlier this month, will begin her final US Open campaign against Danka Kovinic on Monday.

While the 40-year-old's tally of 23 grand slam titles is the most of any player in the Open Era (since 1968), she remains one victory short of Margaret Court's all-time record of 24. 

But Macci, who coached both Williams and older sister Venus at the beginning of their trophy-laden careers, struggles to see her adding one final title before signing off.

"They asked me can Serena Williams win the US Open and I said she already has, six times," Macci told Stats Perform. 

"Can she? It's highly unlikely simply because people aren't afraid of her, the movement and confidence aren't like it was because she hasn't played, she hasn't played that much in the last year and you need to play to get your footwork and stamina. 

"The fighting spirit, the Compton street fight and the heart is there. If she gets a good draw, she could beat some people. I like how she played against [Emma] Raducanu [a 6-4 6-0 loss in Cincinnati earlier in August], I like that she's more aggressive, but this takes time. 

"If she can win a few matches who knows what could happen? That crowd in New York is going to take her down memory lane and make her even more competitive, who knows what's going to happen to the person on the other side of the net?

 

"That's why I was so impressed with Raducanu, the way she handled that moment, she played the best match she had in a year. 

"It cuts both ways but it's highly unlikely she can win the Open. 

"She's not even looking at it like that, she's letting everyone savour the moment and going out on her terms and it's going to be must-see tv."

Asked who he thought would emerge victorious at Flushing Meadows, Macci tipped another American to win on home soil, adding: "I'd love to see Coco Gauff because I know the family and I think she has wonderful potential.

"Iga [Swiatek] is vulnerable now because when you win 35 in a row, you feel like you just show up you're going to win. 

"Now that she's lost a few there's a little doubt there. It's wide open, I'm going to go out on a limb and I'm taking Coco Gauff."

As for the men's draw, which appears balanced after Novak Djokovic's non-vaccinated status prevented him from travelling to New York, Macci thinks third seed Carlos Alcaraz could be set for a maiden grand slam win.

"I've already gone out there and talked about this, Carlos Alcaraz is a generational player, he's going to transcend the game," Macci added.

"I've already had people blow back on me like, 'why isn't he winning?' Trust me, he just turned 19 and is [number] four or five in the world, I think he'll win multiple grand slams and he's the next real deal and he's my favourite to win the US Open on the men's side."

Djokovic is not alone in missing the US Open, with Roger Federer also absent as he continues his recovery from knee surgery, while Rafael Nadal is making his first appearance at the slam since triumphing in 2019.

Four different men have tasted success at Flushing Meadows in the last four years, while each of the last three editions have featured different women's singles champions, and Macci believes the issues endured by several ageing greats have made tennis more competitive.

 

"I think a lot of people are heading toward exit stage left and they're not quite at the top, [such as] Federer, or maybe there's the vaccination and maybe Nadal you're not quite where you were and [Andy] Murray," he added.

"Then you've got Serena, you've got these people who are household names that are out of the equation, more people are coming in and it changes everything when you don't have those roadblocks at the round of 16. 

"You're looking at the semis when before, Federer, Nadal, Djokovic and Murray just dominated. There was a time when those four were always in the semis. The women's you could almost predict, now you can't.

"It has nothing to do with the US Open because the young lady that won Wimbledon [Elena Rybakina], you never heard of her. It's just wide open and it's going to take a while to stabilise everything." 

Nick Kyrgios set up a mouth-watering second-round showdown against world number one Daniil Medvedev after defeating Argentina's Sebastian Baez 6-4 6-4 in his opening match of the Canadian Open on Tuesday.

The in-form Kyrgios is coming off his first ATP singles title since 2019 after winning the Washington Open this past week, where he also won the doubles partnered with Jack Sock. 

Against Baez, he served all six of the match's aces to make it through unscathed, and he will now play the top-ranked Russian – who Kyrgios has beaten twice – although he dropped their third meeting at the Australian Open this year.

Dating back to the start of his Wimbledon run, where Kyrgios made his first grand slam final, the Australian has now won 13 of his past 14 matches, with the only loss coming in the Wimbledon final to Novak Djokovic.

Earlier on, 11th seed Matteo Berrettini was the first upset of the day as he went down 6-3 6-2 against Spain's Pablo Carreno-Busta, while fellow Spaniard Pedro Martinez had less success, getting bounced by France's Gael Monfils 7-6 (7-4) 3-6 6-2.

America's Tommy Paul delivered a gut-punch to his neighbours in the Great White North by eliminating Canada's own Vasek Pospisil 6-4 6-4, and his Canadian compatriot Alexis Galarneau also struggled in his 6-4 7-5 loss to Bulgaria's Grigor Dimitrov.

Marin Cilic showed why he is the 13th seed with a strong 6-3 6-2 win in his all-Croatian battle against Borna Coric, and American Maxim Cressy had similar success against Russia's Aslan Karatsev 6-4 6-4.

In a battle of the French it was Adrian Mannarino prevailing 6-3 6-3 against Arthur Rinderknech, and a pair of Englishmen made their way through unscathed as Daniel Evans won a back-and-forth contest against Filip Krajinovic 6-2 1-6 6-0, while Jack Draper returned to his rain-interrupted fixture against Hugo Gaston to finish the job 6-2 6-3.

Alex de Minaur ensured it would be a grim day for the Canadian fans as he eliminated Denis Shapovalov 7-5 7-6 (7-4), before Holger Rune fought off the challenge of Fabio Fognini to emerge a 6-3 7-5 winner.

In the late session, Roberto Bautista-Agut defeated Marcos Giron 7-6 (7-5) 6-3, ninth seed Cameron Norrie needed just over an hour for his straight sets 6-4 6-4 win over Brandon Nakashima, and Andy Murray had no answer for Taylor Fritz as he went down 6-1 6-3.

Yoshihito Nishioka's strong form held up after his runner-up finish at the Washington Open, cruising past Benoit Paire 6-2 6-3, while 25-year-old Botic van de Zanschulp continued his rise up the rankings with a 6-1 7-5 victory over Miomir Kecmanovic.

12th seed Diego Schwartzman needed three sets to navigate the challenge of Alejandro Davidovich Fokina 1-6 6-3 6-4, and Albert Ramos-Vinolas got the better of Belgium's David Goffin 7-6 (7-2) 6-2.

In the final match of the night, world number 10 Hubert Hurkacz responded to adversity in the second set to pull out a 6-3 6-7 (4-7) 6-2 win against Finland's Emil Ruusuvuori.

Former world number one Andy Murray was left frustrated after physically fading on his way to a first-round exit at the Citi Open with a 7-6 (10-8) 4-6 6-1 loss to Mikael Ymer on Tuesday.

The three-time Grand Slam winner failed to convert four set points in the first set before the Swede triumphed in two hours and 50 minutes.

The match was full of momentum swings, with the 35-year-old capitalising on Ymer's own physical issues, appearing to cramp in the second set, to level it up after winning five of the final six games of the set.

But 23-year-old Ymer regained his composure and physical state to race away with the third set for victory, rounding out 37 winners for the match, leaving Murray frustrated.

"It was disappointing obviously," Murray told reporters. "I thought there was some good tennis in the first set. After that, both of us were struggling a bit physically. The level of the tennis was not great.

 "Obviously [I] had chances in the first set to close that out. I had set point at 6-5, then... three in the tie-break and didn't get it.

"I think he seemed like maybe he was cramping a little bit in the second set, but recovered absolutely fine after the break at the end of the [second] set.

"Went off to change and cool off a little bit, and he recovered well for the third, whereas I didn't really. Yeah, just frustrating."

The first-round exit comes after Murray lost in the Hall of Fame Open quarter-finals in Newport to Alexander Bublik when he cramped up in hot and humid conditions.

"Struggled a little bit the past two tournaments with that," he said. "I need to have a little look at that with my team and maybe see why that is, make a few changes."

French veteran Adrian Mannarino took care of Bradley Klahn 6-2 6-4, while Jack Draper beat Stefan Kozlov 7-5 6-2 to set up a second-round date with top seed Andrey Rublev.

World number 112 Benoit Paire also triumphed in the first round on Tuesday, getting past Peter Gojowczyk 7-5 6-4.

Kyle Edmund, Jack Draper, Borna Gojo, Dominik Koepfer, J.J Wolf and Denis Kudla also were victorious, with Alexei Popyrin progressing after a walkover against Wu Tung-lin.

Andy Murray set his sights on a deep run at the Citi Open to bolster his fundraising for war-hit Ukrainian children, as Hollywood actor Ben Stiller sent a message of support.

Three-time grand slam winner Murray has a 19-11 win-loss record in 2022 and wants to improve that substantially before the year is out.

In March, the Scot pledged to donate the rest of his season's winnings to UNICEF's Ukraine mission, as the country endures a heavy toll of death and destruction during Russia's invasion.

A disappointing second-round loss to John Isner at Wimbledon was followed by a quarter-final exit to Alexander Bublik at the Hall of Fame Open in Newport, with those results not meeting Murray's expectations.

He is being driven by his own hunger for better results, but also an eagerness to put together a big pot of money for UNICEF's appeal.

Citi Open chairman Mark Ein announced his foundation would match Murray's winnings this week and commit that sum to the effort in Ukraine.

"You can't just forget about this," Murray said of the war. "It's still going on. People are still getting killed, children are still having to flee their homes, and are in really, really tragic situations.

"I think it's important that the media continues to shine a light on it, keep talking about it. Hopefully what the tournament is doing here can help a little bit with that.

"I just want to try and win as many matches as possible and raise as much money as I can. It will be a significant amount hopefully by the end of the year. Hopefully it makes a difference."

Stiller is a big tennis fan and has often been seen in front-row seats at the sport's top events.

He tweeted: "So much respect for ⁦@andy_murray⁩ shining a light on the millions of people - and children - still affected by this senseless war in #Ukraine."

The Reality Bites, Zoolander and There's Something About Mary actor has been a long-time Murray fan, meeting him at the 2013 US Open, a year after the British star took the Flushing Meadows title.

Murray, 35, begins his challenge at the Citi Open, staged in Washington, DC, against Sweden's Mikael Ymer on Monday.

He hailed Ein's Ukraine pledge as "brilliant", adding: "I think it really helps. It shows when the players and the tournaments work together, that really good things can happen." week.”

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