Andy Murray fumed at his own mentality and "poor" attitude after falling to a straight-sets defeat to Diego Schwartzman at the European Open.

Two days on from beating Frances Tiafoe in a three-set epic, Murray fell to a 6-4 7-6 (8-6) loss to the second-seeded Argentine in Antwerp.

The three-time grand slam winner, who in January 2019 underwent hip resurfacing surgery, was 4-1 up in the first set but was reeled back in and lost out in a hard-fought contest.

Following the defeat, a frustrated Murray said: "I didn't make as many good decisions as I would have liked in the second set dealing with adversity.

"Mentally I was poor, and my attitude was poor on the court."

Murray is still slated to play in Austria and Stockholm before the season is out, while he could also enter the Paris Masters either via a wildcard entry or going through the qualifiers.

"There'll be a decision on the final Paris wildcard on Monday, but I might even play the qualis there," Murray added. 

"Sport is a results business. Play well or poorly doesn't really matter if you lose matches. You need to be winning. 

"That's what I want in the last few tournaments. They are really strong tournaments and there are no guarantees the results will come, but I want to win more matches."

Andrey Rublev's hopes of retaining the Kremlin Cup on home soil in Moscow are over after he suffered a surprise defeat to Adrian Mannarino.

Mannarino ultimately came out on top 5-7 7-6 (7-4) 6-3 but he had to do it the hard way, coming back from match point down to set up a meeting with Ricardas Berankis, who lost only tree games in a 6-2 6-1 win over Federico Coria.

Rublev was never cruising, however, as Mannarino only just fell short in the first set and then took the second to a tiebreak, which he eventually won to turn the tide.

The 33-year-old, who lost to Rublev in the final two years ago, took things up a notch in the decider and did not face a single break point as he got the job done despite the home support.

"The crowd was cheering for Andrey but that is normal," he said after reaching the quarter-finals. "I was happy to play with such a nice atmosphere.

"We have been playing for a long time without fans, so it is nice to enjoy a stadium with crowds now."

Second-seed Aslan Karatsev is now the favourite in Moscow, and the Russian had few issues in a 6-4 6-3 defeat of Egor Gerasimov.

Karatsev will face Gilles Simon next following his 6-3 6-2 win over Mackenzie McDonald, while Pedro Martinez won 6-3 6-4 over Filip Krajinovic to book his passage.

At the European Open in Antwerp, Andy Murray's hopes of winning a first ATP Tour title in two years were ended by number two seed Diego Schwartzman.

The Argentinian trailed 4-1 in the first set but fought back to win 6-4 7-6 (8-6) in his first ever match against the Scot, whose last tour triumph was in Antwerp.

In his on-court interview, Schwartzman said: "It was a pleasure to play against Andy. We had not played before and he is coming back and every week he is playing better and moving better.

"I have a lot of respect because when I grew up playing tennis, I was watching Roger [Federer], Rafa [Nadal], Andy and Novak [Djokovic] and right now playing against him is a pleasure for me."

Seventh seed Lloyd Harris is also into the quarter-finals after a straightforward 6-2 6-3 victory over Jan-Lennard Struff in just 72 minutes, Marton Fucsovics came through 6-7 (5-7) 6-3 6-1 against Roberto Bautista Agut and Brandon Nakashima edged past Henri Laaksonen 7-6 (7-5) 6-7 (5-7) 6-3 to earn the right to face Schwartzman.

Karen Khachanov revealed he felt the nerves of playing in front of a home crowd as he marked his return to Moscow with a comeback victory in the Kremlin Cup.

Handed a bye for the opening round, third seed Khachanov made home advantage count in his first match as the Russian defeated Australian world number 50 James Duckworth 3-6 6-3 6-1 to reach the quarter-finals on Wednesday.

Khachanov – Olympic Games silver medallist, who triumphed in Moscow three years ago – will face another Australian, John Millman after he defeated Illya Marchenko 6-1 5-7 6-4 at the ATP 250 tournament.

"It always feel great to be back in your hometown, in a tournament where everything started for me as a professional tennis player," world number 31 Khachanov said.

"[This is] where I won my first matches, I got my first points. Since then, it's always great to come back home to see a crowd, [get] home support. It's also little bit more nervous, of course. But I always enjoy playing at home."

Khachanov was joined in going through to the last eight by sixth seed Marin Cilic – a two-time Kremlin Cup champion who overcame Tommy Paul 7-5 6-3.

At the European Open in Antwerp, top seed Jannik Sinner downed fellow Italian youngster Lorenzo Musetti 7-5 6-2 in the duo's first meeting as professionals.

"We never practice together, so it was kind of a new match," Sinner said post-match.

"He's an incredible player. He's a very great talent, so I hope we will have a couple of more matches on the pro tour, and obviously I'm very happy about my level today."

Arthur Rinderknech upstaged eighth seed Dusan Lajovic 6-3 4-6 6-2 to set up a quarter-final tie with Sinner, who is in the hunt for a fourth title of the season and a place at next month's ATP Finals in Turin.

Another emerging talent, qualifier Jenson Brooksby, bettered US Open quarter-finalist Botic van de Zandschulp 6-2 6-0, with Alejandro Davidovich Fokina sending third seed Cristian Garin packing 4-6 6-3 6-3.

Andy Murray says he will never forget his memorable clash with Frances Tiafoe at the European Open in Antwerp.

The former world number one saved two match points in the first round match and eventually triumphed 7-6 (7-2) 6-7 (7-9) 7-6 (10-8) in three hours and 45 minutes.

Murray's victory in an epic clash was the longest three-set match of the 2021 ATP season.

The battle had so many twists and turns that Murray, a veteran of 897 matches on tour, ended up having a long debrief with Tiafoe in the locker room afterwards.

Murray revealed it was the first conversation of that nature he had been involved in for more than a decade.

Indeed, the Briton only remembered going back over a match with one of his opponents twice before.

"I spent probably 30 minutes in the locker room afterwards just chatting to Frances," Murray said. "I had a long chat with Frances afterwards so I'll probably remember that and then the embrace at the end. 

"I guess so much went into it that I don't remember loads of points in the match, but obviously the end was special. 

"I've never played a match like that on the tour really. In the locker room we had a much more in-depth chat about tennis - that was kind of rare I would say. 

"I think maybe twice I've had that conversation in the locker room.

"Once was with [Jurgen] Melzer at the US Open after I beat him in five sets [in 2008] and we chatted a bit about the match.

"And then once after playing Jarkko Nieminen [at Wimbledon in 2010] because we were waiting to speak to the Queen after we played." 

Murray faces a tough test in the last 16 as he is due to do battle with second seed Diego Schwartzman.

He hit 21 aces against Tiafoe and totalled 46 winners to just 21 unforced errors, but Tiafoe was also in form with 51 winners to 25 unforced errors.

"The margins were so fine," added Murray. "I served particularly well at the end, which helped, and when he missed his first serve on that match point I was able to capitalise on that.

"There's obviously so much that goes into a match like that."

Schwartzman will go into the next match fresher than Murray as the Argentine received a first-round bye due to his seeding.

Andy Murray saved two match points before winning an epic encounter with Frances Tiafoe at the European Open in Antwerp.

The former world number one emerged triumphant from a gruelling contest lasting three hours and 45 minutes, the longest three-set match of the 2021 ATP season.

Having warded off two match points in the decisive tie-break, Murray clinched a 7-6 (7-2) 6-7 (7-9) 7-6 (10-8) victory with a drop shot that landed just out of Tiafoe's reach.

"I think that's the first time in my career I've played a 7-6, 6-7, 7-6 [match]. I don't think I've ever played a match like that," said Murray, who next faces second seed Diego Schwartzman. "I think it's the longest three-set match I've played by quite a distance. I'm tired right now, obviously it was an unbelievable battle.

"Nowadays obviously my body is old now. I've played a lot of matches on the tour. I don't mind playing long matches, but that was taking it to another level.

"Brilliant match, amazing atmosphere, thanks to everyone who came and supported. It's just so nice to be back and playing in front of crowds again."

American prospect Jenson Brooksby left his compatriot Reilly Opelka flummoxed as the fifth seed was beaten 6-4 6-4.

Opelka was heard proclaiming Brooksby was the "best player I've played in my whole life" during the second set as he struggled to interpret the 20-year-old's service game. Brooksby will face Botic van de Zandschulp in the next round.

There was another upset when sixth seed Alex de Minaur lost 6-4 6-0 to Brandon Nakashima, who has twice reached ATP-level finals this year and will next face Henri Laaksonen, victorious over Benoit Paire.

Lorenzo Musetti needed two tie-breaks to defeat fellow Italian Gianluca Mager, while Alejandro Davidovich Fokina – quarter-finalist at the French Open this year – eased past Jordan Thompson 6-3 6-3.

At the Kremlin Cup, fifth seed Alexander Bublik suffered a surprise straight-sets defeat to Illya Marchenko, the world number 164 winning by a 6-4 6-3 scoreline.

Adrian Mannarino battled through against wildcard Roman Safiullin, but Laslo Djere lost in three sets to Gilles Simon.

Ricardas Berankis and Egor Gerasimov also progressed, while Guido Pella retired from his match with Pedro Martinez.

Arthur Rinderknech continued his fantastic season by defeating Federico Delbonis at the European Open, while Marin Cilic battled through in the Kremlin Cup.

Rinderknech, who sits 65th in the world rankings, had not recorded a Tour-level victory before 2021 but has now triumphed 15 times after cruising past Delbonis 6-4 6-4.

The Frenchman will meet eighth seed Dusan Lajovic in the second round in Antwerp, after the Serbian downed Richard Gasquet 7-6 (7-3) 6-1 on Monday.

The other first-round clash in Belgium saw Alexei Popyrin capitulate in the third set as he succumbed to a 4-6 6-3 0-6 defeat against world number 62 Botic van de Zandschulp.

Americans Jenson Brooksby and Brandon Nakashima also booked their places in the main draw. Brooksby defeated Norbert Gombos 6-4 6-2, while Nakashima overcame Pierre-Hugues Herbert 6-2 6-4.

Meanwhile in Russia, Cilic – who has claimed the crown in Moscow twice previously – recovered from a first-set scare in his round-of-32 tie with qualifier Damir Dzumhur, eventually triumphing 6-7 (4-7) 6-1 6-1.

John Millman experienced similar difficulties, with Benjamin Bonzi claiming the first set before the Australian succeeded 6-7 (5-7) 6-4 6-3 to set up a potential second-round match against fifth seed Alexander Bublik.

Casper Ruud rolled past Cameron Norrie at the San Diego Open for this fifth ATP Tour title of the season.

Ruud – the second seed – was too strong for Brit Norrie, winning 6-0 6-2 in Sunday's ATP 250 final.

Norway's Ruud earned his first hard-court trophy at the expense of Norrie and Tour-leading fifth title of 2021, ahead of world number one Novak Djokovic, US Open champion Daniil Medvedev and Olympic Games gold medallist Alexander Zverev (all four).

Ruud broke serve five times to boost his chances of qualifying for next month's ATP Finals in Turin.

"Special thanks to Rod, obviously the legend. I think you need to come to all my matches now because I'm playing really good when you come and watch," Ruud said after receiving the trophy from Rod Laver.

"I hope you will come to Indian Wells next week to watch, so let's see [what happens there]!"

Jannik Sinner eased to another Sofia Open title with a 6-3 6-4 final win over Gael Monfils in a battle of the top two seeds.

Sinner's first ATP Tour final had come at this event in 2020, where he opened his account by beating Vasek Pospisil in three sets – a sterner test than he was given by Monfils.

The Italian had since tasted victory twice more, while Monfils' previous final had been in February 2020, although his success this week extended a run of seasons with final appearances to 17 in a row.

The most recent three of the Frenchman's prior 31 had ended in glory, but he was no match for defending champion Sinner.

The 20-year-old had already passed up a break point before consecutive superb forehand winners brought the breakthrough, the second clipping the net on its way through.

A marathon rally saved the second of two break points Sinner faced in the seventh game, yet that was as close as he came to being stopped.

After Sinner served out the opener, Monfils paid the price for losing his focus at the start of the second, adamant he had landed the first point of the set inside the line as a narrow call went against him.

Monfils' wild backhand then went long to give Sinner the lead in the second, one he never relinquished as he coasted through to serve out the match to love.

"I'm happy to be one more time the winner here in Sofia," Sinner said. "I think it's a very, very nice tournament.

"For sure it was the best match [he played in the tournament], because I had to. It's never easy to play against him. We've had very tough matches, I think everyone knows that.

"Today, in the [key] moments, I was a little bit luckier than him, so that helped a lot."

Cameron Norrie and Casper Ruud will meet in the San Diego Open final after top seed Andrey Rublev and Grigor Dimitrov were beaten.

There was an upset at the ATP 250 tournament, where Russian star Rublev fell to Norrie 3-6 6-3 6-4 in San Diego on Saturday.

Norrie clinched his third career top-10 win as the Brit looks to secure his second ATP Tour-level title on Sunday.

"It's nice to get some revenge. He beat me easily last time, so it's good to see I've improved a little bit," said Norrie, who lost to Rublev in St Petersburg last year.

Standing in Norrie's way is second seed Ruud, who saw off former world number three Dimitrov 6-4 4-6 6-4.

Norway's Ruud – ranked 10th in the world – has the chance to win his fifth title of the season, the most of any player on the ATP circuit.

Norrie holds a 41-19 win-loss record in 2021 and the 26-year-old added ahead of Sunday's decider: "I'm just trying to enjoy today and then I'll try to rest up and get ready for [the final].

"I've been watching both of them this week and they've been playing some of their top level. I'm looking forward to that one tomorrow."

Andrey Rublev needed almost two hours but his punishing forehand helped him to victory over Diego Schwartzman in the San Diego Open quarter-finals on Friday.

Top seed Rublev won 6-1 7-5 in one hour and 52 minutes over the Argentine, who kept on coming throughout the contest.

The Russian world number five's victory books his spot in the last four where he will face Briton Cameron Norrie, who upset fourth seed Denis Shapovalov 6-3 6-1.

Rublev is featuring in his eighth semi-final of the calendar year and chasing his first title since winning in Rotterdam in February.

He had been a break up in the second set after dominating the first, but Schwartzman broke back.

The second set appeared destined for a tie-break with Schwartzman up 40-0 on serve at 5-6, before Rublev won the next five points to claim victory.

"The second set was very tough and enjoyable for the spectators to watch," Rublev said. "Every game was really tough with amazing points and the set could have gone either way."

Second seed Casper Ruud defeated Lorenzo Sonego 6-1 6-4 to book his semi-final spot where he will meet Grigor Dimitrov who beat Aslan Karatsev in three sets.

Ruud's win improved his 2021 record to 45-12, with the 22-year-old Norwegian rising to a ranking of 10.

Andrey Rublev needed almost two hours but his punishing forehand helped him to victory over Diego Schwartzman in the San Diego Open quarter-finals on Friday.

Top seed Rublev won 6-1 7-5 in one hour and 52 minutes over the Argentine, who kept on coming throughout the contest.

The Russian world number five's victory books his spot in the last four where he will face Briton Cameron Norrie, who upset fourth seed Denis Shapovalov 6-3 6-1.

Rublev is featuring in his eighth semi-final of the calendar year and chasing his first title since winning in Rotterdam in February.

He had been a break up in the second set after dominating the first, but Schwartzman broke back.

The second set appeared destined for a tie-break with Schwartzman up 40-0 on serve at 5-6, before Rublev won the next five points to claim victory.

"The second set was very tough and enjoyable for the spectators to watch," Rublev said. "Every game was really tough with amazing points and the set could have gone either way."

Second seed Casper Ruud defeated Lorenzo Sonego 6-1 6-4 to book his semi-final spot where he will meet Grigor Dimitrov who beat Aslan Karatsev in three sets.

Ruud's win improved his 2021 record to 45-12, with the 22-year-old Norwegian rising to a ranking of 10.

Andy Murray's stay in San Diego was short-lived, as the veteran fell to second seed Casper Ruud in straight sets Thursday. 

World number 10 Ruud prevailed 7-5 6-4 over the three-time grand slam winner, rolling to victory after a shaky start. 

Murray broke Ruud in the 22-year-old's second service game of the match, but could not maintain the advantage as Ruud converted five of six break points in the match. 

Ruud will face ninth seed Lorenzo Sonego, who defeated Sebastian Korda 6-4 6-3, saving six of seven break points against his own serve while converting all three of his chances on Korda's. 

Fourth seed Denis Shapovalov defeated Taylor Fritz 7-6 (9-7) 6-2, saving six set points in the process. 

The Canadian moves on to a quarter-final meeting with Cameron Norrie, who downed Daniel Evans 7-6 (7-3) 6-3. 

Grigor Dimitrov dominated August Holmgren 6-1 6-1 in 56 minutes, winning 83 per cent of his service points.

Dimitrov next faces Aslan Karatsev, who rallied to upset fifth seed Hubert Hurkacz 5-7 6-4 6-2. 

Alex de Minaur was again stunned by Marcos Giron as the third seed crashed out of the Sofia Open in the second round. 

Following his success over De Minaur at the Moselle Open last week, Giron beat the world number 26 once more as he battled to a 7-6 (7-5) 7-6 (7-2) victory in two hours. 

The unseeded American, appearing for the first time in Sofia, rallied from a break down in the second set to reach an ATP Tour quarter-final - where he will meet John Millman - for the fourth time this season. 

Millman, who is seeded eighth, lost the first set against qualifier Illya Marchenko but recovered well to comfortably triumph 5-7 7-6 (7-0) 6-3. 

However, it was far more straightforward for the other favourites, with top seed Jannik Sinner avoiding a second-set blip to defeat Egor Gerasimov 6-2 7-6 (7-3) and Gael Monfils getting a walkover against Ilya Ivashka. 

Number five seed Filip Krajinovic coasted past fellow Serbian Laslo Djere 6-3 6-0 in just over an hour to set up a quarter-final tie with Kamil Majchrzak. 

In Thursday's other match, world number 56 James Duckworth smashed Benoit Paire 6-4 6-4 in just an hour and 15 minutes to collect his 11th win in his past 12 outings. 

Duckworth, who reached his first ATP Tour final in Nur-Sultan last week, will now challenge defending champion Sinner in the next round. 

Top seed Andrey Rublev brushed aside Brandon Nakashima in just over an hour to clinch a spot in the San Diego Open quarter-finals.

Rublev – the world number five – won 6-2 6-1 over local 20-year-old Nakashima at the ATP 250 tournament on Wednesday.

Nakashima claimed only two of 18 second serve points for the match, with Rublev breaking him six times and triumphing in one hour, two minutes midweek.

The result improves 2021 Australian Open quarter-finalist Rublev's record to 45-15 this calendar year.

Rublev will take on sixth seed Diego Schwartzman, who rallied to defeat Lloyd Harris 4-6 6-3 6-2 in San Diego.

Fifth seed Hubert Hurkacz moved into the next round with a 7-6 (7-2) 6-1 victory over Australian qualifier Alex Bolt.

Hurkacz will face Russian and 2021 Australian Open semi-finalist Aslan Karatsev in the round of 16.

Daniel Evans – the eighth seed – overcame former Wimbledon and US Open runner-up Kevin Anderson 7-6 (13-11) 7-5 after more than two hours on court.

Evans will meet countryman Cam Norrie next.

Fifth seed Filip Krajinovic made a comfortable start to his Sofia Open campaign on Wednesday, defeating Alexandar Lazarov 6-0 6-3.

Krajinovic was the only seeded player in action and he was dominant against home hope Lazarov, who is ranked 462 in the world.

The Serbian swept the first set without conceding a break point and finished the job by claiming the last four games in the second despite Lazarov putting up more of a fight.

Elsewhere, Krajinovic's compatriot Miomir Kecmanovic crashed out to Italian Gianluca Mager, who fired down 11 aces and forced 10 break-point opportunities to earn an impressive 7-6 (7-3) 6-3 win.

Australian James Duckworth, meanwhile, had to launch a comeback before ultimately prevailing 3-6 6-4 6-4 against Finland's Emil Ruusuvuori to book a round two match with Benoit Paire.

The number one seed and defending champion Jannik Sinner will begin his campaign on Thursday with a last-16 contest against Egor Gerasimov.

Second seed Gael Monfils will play Ilya Ivashka, who defeated Pablo Andujar in straight sets, with the winner to face Mager, who is the first man in the quarter-finals.

Alex de Minaur will also be in action against American Marcos Giron.