Stefanos Tsitsipas crashed out of the Vienna Open after losing in a dramatic third-set tie-break against Borna Coric, who claimed his third successive win over the Greek ace.

The second seed was the highest-profile casualty in the Austrian capital on Thursday, as he succumbed to the Croatian once more 4-6 6-4 7-6 (7-4).

Coric rescued six match points before stunning Tsitsipas at the 2020 US Open, while he also triumphed when they collided in the Cincinnati showpiece in August.

The world number 27's chances of completing a hat-trick of victories appeared bleak at a set and break down, but he rallied to force a decider that went the distance, before holding his nerve for another notable win.

Coric's reward is a quarter-final clash with Hubert Hurkacz, who boosted his chances of qualifying for next month's ATP Finals with a 7-5 4-6 6-3 win over Emil Ruusuvuori.

Daniil Medvedev advanced to the last eight after a 6-3 6-3 victory over home favourite Dominic Thiem. Next up for the top seed is Jannik Sinner after the Italian saw off Francisco Cerundolo 7-5 6-3.

Third seed Andrey Rublev's ATP Finals hopes were dented after a 6-3 6-4 defeat by Grigor Dimitrov, who will play Marcos Giron after the American overcame seventh seed Cameron Norrie in straight sets.

Over in Basel, third seed Felix Auger-Aliassime required just 49 minutes to complete a commanding 6-1 6-0 rout of Miomir Kecmanovic for his 10th straight ATP win.

Meanwhile, Stockholm champion Holger Rune continued his momentum by recording a seventh straight victory after seeing off Ugo Humbert 6-4 6-2.

Sixth seed Roberto Bautista Agut enjoyed a straight-sets win over three-time grand slam champion Andy Murray to set up a clash with home favourite Stan Wawrinka, who outlasted Brandon Nakashima in a deciding set.

Dominic Thiem saved three match points before beating Hubert Hurkacz for the first time to reach the semi-finals of the European Open on Friday.

Thiem was on the brink of being knocked out by the top seed in Antwerp, but fought back to win 3-6 7-6 (11-9) 7-6 (7-4).

The 2020 US Open champion fended off all three match points in a second-set tie-break to take a thrilling quarter-final the distance and then came out on top in another breaker to advance.

Thiem will do battle with Sebastian Korda for a place in the final after the American emphatically defeated eighth seed Yoshihito Nishioka 6-0 6-2.

Richard Gasquet moved into the last four at the expense of David Goffin and will face Felix Auger-Aliassime, who came from a set down to beat Dan Evans.

Matteo Berrettini remains in the hunt to win the Tennis Napoli Cup on home soil after a 6-2 6-3 quarter-final triumph over Taro Daniel.

Top seed Pablo Carreno Busta crashed out in Italy, losing 7-5 6-2 to Miomir Kecmanovic, who will face Lorenzo Musetti after he got the better of Daniel Elahi Galan. Mackenzie McDonald will come up against Berrettini after getting past Zhang Zhizhen.

Stefanos Tsitsipas sealed a Stockholm Open semi-final spot with a 7-5 6-3 win over Mikael Ymer and will take on Emil Ruusuvuori, who eliminated Frances Tiafoe.

Holger Rune and Alex de Minaur meet in the other last-four match in the Swedish capital following wins over Cameron Norrie and Denis Shapovalov respectively.

Cameron Norrie fought back from a first-set loss against Aslan Karatsev to advance into the quarter-finals of the Stockholm Open, keeping hopes of qualifying for next month's ATP finals alive.

Norrie's return to action, having withdrawn from last month's Korea Open with illness, was not plain sailing as Karatsev won the first set tie-break 10-8 to put the Brit under pressure.

However, the 27-year-old responded by taking the next two sets 6-3 6-4 to seal safe passage, helped by six first-serve aces, which also maintains his hopes of a spot in November's finals and sets up a tie against 19-year-old Holger Rune.

Top seed Stefanos Tsitsipas was given a sterner test by Maxime Cressy before eventually securing a spot in the quarter-finals 7-6 (7-5) 7-6 (14-12) in a two-hour contest, while Denis Shapovalov also beat Antoine Bellier in straight sets.

The number one seed is through at the European Open in Antwerp as well as Hubert Hurkacz toppled Jack Draper 7-6 (7-5) 6-7 (5-7) 6-1.

Britain's Dan Evans eased into the final eight after securing a 6-2 6-1 victory against Constant Lestienne, while there were also victories for Yoshihito Nishioka and Richard Gasquet.

Elsewhere, sixth-seed Sebastian Baez was a 7-5 7-6 (7-3) winner against Lorenzo Sonego in the Napoli Open, where Roberto Carballes Baena and Corentin Moutet were among the other victors.

World number nine Andrey Rublev comfortably beat qualifier Laslo Djere 6-4 6-3 to secure his place in the second round of the Astana Open.

The fifth seed found a crucial break of serve when leading the opener 5-4 to take the first set in Kazakhstan, before winning the next three games to put himself in the ascendancy in the second.

And despite a desperate last stand to stay in the match from Djere, Rublev held serve three times with relative ease to finish off his Serbian opponent.

Eighth seed Felix Auger-Aliassime served 14 aces to Roberto Bautista-Agut's two in their first-round match, but it was the Spaniard who advanced with a 6-4 7-6 (8-6) success.

Meanwhile, world number 10 Hubert Hurkacz overcame Francisco Cerundolo in straight sets.

Adrian Mannarino, the runner-up in Astana in 2020, came from a set down to beat Stan Wawrinka – playing as a wildcard – 1-6 6-2 6-3, and qualifier Zhizhen Zhang romped to victory with a superb third set to seal a 4-6 6-4 6-1 comeback win of his own over Aslan Karatsev.

At the Tokyo Open, fourth seed Frances Tiafoe cruised into the second round with a 6-3 6-4 triumph over Yasutaka Uchiyama, one of three Japanese players who crashed out at the first-round stage of their home tournament.

Uchiyama's countrymen Taro Daniel and Shintaro Mochizuki also tasted defeat at the hands of Bernabe Zapata Miralles and Brandon Nakashima, respectively.

Stan Wawrinka abandoned his first ATP semi-final for over two years as the veteran Swiss bowed out of the Moselle Open on Saturday.

The 37-year-old was taking on Kazakhstan's Alexander Bublik and trailed 2-1 in the opening set when he decided he would be unable to complete the match.

Bublik had broken serve and led 40-30 in the fourth game when Wawrinka approached the net and told the umpire he had to stop.

Wawrinka has been battling a thigh injury that appeared to be the cause of his withdrawal, meaning the three-time grand slam champion, now ranked a lowly 284th, could not push on with his quest for a first ATP Tour title in five years. His most recent semi-final appearance, prior to this run in Metz, had come in Doha at the start of 2020.

Italy's Lorenzo Sonego awaits Bublik in Sunday's final after he sank the hopes of Polish second seed Hubert Hurkacz in the first semi-final.

Unseeded Sonego took the win 7-6 (7-5) 6-4 and will be chasing a third ATP title, after previous triumphs in Antalya in 2019 and Cagliari last year.

Bublik, the seventh seed this week, has just one previous singles title, earning that success in February of this year in Montpellier.

Stanislas Wawrinka edged closer to a first ATP Tour title in five years after edging Mikael Ymer in a thriller to reach the Moselle Open semi-finals.

On the same day fellow countryman Roger Federer would hang up his racquet at the Laver Cup, Wawrinka was forced to go all the way by his opponent in Metz, eventually winning 6-4 4-6 7-6 (7-5).

The three-time grand slam champion, whose injury struggles and form have seen him tumble to 284 in the world rankings, served up seven aces to Ymer's two, and made no double faults.

Victory moves him into the last four, where he will meet seventh seed Alexander Bublik after the Kazakh saw off Holger Rune in another three-set encounter with a 6-3 5-7 6-4 win.

Defending champion Hubert Hurkacz is also through to the semi-finals after making quick work of home favourite Arthur Rinderknech, winning 6-3 6-2.

The world number 10 will face Lorenzo Sonego next after the Italian also came through his quarter-final in straight sets against Sebastian Korda.

Daniil Medvedev succumbed to second-round defeat against Stan Wawrinka at the Moselle Open on Thursday, while Hubert Hurkacz coasted past Dominic Thiem.

World number four Medvedev fell to a 6-4 6-7 (7-9) 6-3 loss against three-time major winner Wawrinka, who will next meet Mikael Ymer after his straight-sets win over home favourite Gregoire Barrere.

Second seed Hurkacz did not experience such struggles against Thiem as the Pole cruised to a 6-3 6-4 as he served 12 aces in a dominant performance in Metz.

Hurkacz will face Arthur Rinderknech in the next round after the Frenchman battled to a 7-6 (13-11) 6-3 triumph over fifth seed Nikoloz Basilashvili.

Alexander Bublik, the seventh favourite in France, was also made to work for his progress to the quarter-finals, downing Emil Ruusuvuori 6-7 (4-7) 6-4 6-3.

Fourth seed Holger Rune awaits Bublik after Benjamin Bonzi retired due to injury when 6-4 4-1 down against the Dane.

Lorenzo Sonego coasted through his second-round clash to defeat Gilles Simon 7-6 (7-2) 6-4 to tee up a last-eight clash with Sebastian Korda.

Pablo Carreno-Busta came back from a set down to mount a superb comeback against Hubert Hurkacz and win the first ATP 1000 event of his career on Sunday.

The Spaniard became the first unseeded player to win the tournament since Guilhermo Canas in 2002 after weathering an early storm to shock the eighth seed 3-6 6-3 6-3 in Montreal.

Having come through a gruelling semi-final encounter with Dan Evans to reach his first ATP 1000 final in singles, the Tokyo 2020 bronze medallist struggled to deal with his opponent's impressive slew of aces in the first set, and saw his serve broken in the sixth game.

But a ruthless start to the second set saw Carreno-Busta break early, racing out to a 3-0 lead and holding his nerve to keep the gap to his Polish opponent, who was chasing a second ATP 1000 crown.

World number 10 Hurkacz attempted to rally with a fine start to the third set, but another loss of serve effectively stalled his momentum and Carreno-Busta was able to take the victory.

The result marks a much-needed boost for Carreno-Busta, who suffered first-round exits at the French Open and Wimbledon after making the last-16 in Australia, with the U.S. Open set to start later this month.

Hubert Hurkacz will contest the second ATP 1000 final of his career after coming from a set behind to defeat world number five Casper Ruud 5-7 6-3 6-2 in the semi-final of the Canadian Open on Saturday.

It was an interesting clash of styles going into the contest, with Hurkacz expected to rely on his dominant serve, while Ruud is one of the game's top returners, so when Ruud responded to an early break and was the one serving up a storm, it spelled trouble for the world number 10.

Ruud landed 78 per cent of his first serves in the opening set, compared to 60 per cent for Hurkacz, and the Norwegian won 95 per cent of those points (20-of-21) to allow just one break point in the frame while creating four for himself.

As Ruud's serve began to falter – with his first serve accuracy and effectiveness both cratering in the second and third set – his game began to struggle to hold up to the metronomic consistency of Hurkacz, who won the ace count 18-to-eight.

After pulling the match even at one set each, Hurkacz took the contest by the scruff of the neck and won the first four games of the deciding frame to pull away.

Poland's Hurkacz – who won his only previous ATP 1000 final against Jannik Sinner at the 2021 Miami Open – will now face Pablo Carreno-Busta in the decider after the Spaniard prevailed in a three-hour war of attrition against Daniel Evans 7-5 6-7 (7-9) 6-2.

In a match that was close in every area, Carreno-Busta was slightly better, winning 68 per cent (68-of-100) of his service points compared to 60 per cent (66-of-110) for Evans, while committing just one double fault compared to the Englishman's six.

It will be Carreno-Busta's first ATP 1000 final appearance, with the 2021 Hamburg Open – an ATP 500 event – the only career title for the 31-year-old above the ATP 250 level.

Nick Kyrgios' red-hot form has been halted after going down in three sets to eighth seed Hubert Hurkacz in the quarter-finals of the Canadian Open on Friday.

Hurkacz ran away with victory, triumphing 7-6 (7-4) 6-7 (5-7) 6-1 in one hour and 46 minutes in Montreal.

Wimbledon finalist Kyrgios had come into the encounter fresh from winning 15 of his past 16 matches, including lifting the title at last week's Washington Open. Kyrgios' run had fueled expectations around him at the upcoming US Open.

"Nick has been playing some incredible tennis throughout the past weeks, so it is a pleasure playing against him," Hurkacz said post-match in his on-court interview.

"I started really well. Nick was maybe a little bit injured, which might have hurt his serve. With both of us serving so well, that few per cent can make the difference."

Kyrgios was quick on serve but the 25-year-old Pole eventually ground him down, prevailing in the third set aided by an early break.

That break came after Kyrgios gave up two double faults, leading to the Australian to complain to the umpire about his opponent's mid-match break for a change of clothes.

The Australian was unable to break Hurkacz's serve throughout the match, with the Pole edging the aces count 20-19, while he was also superior on return. Kyrgios had more winners (55-47), but more unforced errors (24-13).

Hurkacz, who will face fourth seed Casper Ruud in the semi-finals, is the only former Masters 1000 champion left in the draw.

Ruud cruised into the last four with a 6-1 6-2 victory over hometown hero Felix Auger-Aliassime who was brushed aside in one hour and 14 minutes.

The Norwegian's win marks his third ATP Masters 1000 semi-final of the season, with the Canadian plagued by 21 unforced errors compared to Ruud's eight.

Unseeded Briton Daniel Evans fought back from a lopsided opening set to knock off Tommy Paul 1-6 6-3 6-4.

Evans will face Spaniard Pablo Carreno Busta after he defeated Jack Draper 7-6 (7-4) 6-1 in just under two hours.

Australia's Nick Kyrgios has now won 15 of his past 16 matches after defeating compatriot Alex de Minaur 6-2 6-3 in the third round of the Canadian Open – with his only loss coming in the Wimbledon final against Novak Djokovic.

Fresh off his first singles title since 2019 when he won last week's Washington Open, Kyrgios collected his ninth consecutive victory in impressive fashion, showing no difficulty in navigating his first-ever matchup against his fellow countryman.

He won the first four games of the match, and snatched a break in the first game of the second set to book his quarter-final against Poland's Hubert Hurkacz.

Hurkacz, the eighth seed, had to come back from a set down to defeat Spain's Albert Ramos-Vinolas 6-7 (6-8) 6-2 7-6 (7-3). He struggled with his serve early, with four double faults in the opening frame, but cleaned it up as the match went on, double-faulting only once in the last two sets.

England's top hope Cameron Norrie suffered a disappointing 6-3 6-4 defeat at the hands of world number nine Felix Auger-Aliassime, but Daniel Evans and Jack Draper made it through to fly the flag.

Evans pulled off an upset win to beat 10th seed Taylor Fritz 7-6 (7-5) 1-6 7-5, and 20-year-old Draper was up a set when 17th seed Gael Monfils retired with an injury at 6-2 0-2.

American Tommy Paul claimed another scalp with his 6-4 6-2 victory against 13th seed Marin Cilic, giving him back-to-back wins against top-15 opponents after emerging triumphant against Carlos Alcaraz in the previous round.

In the final match of the day, Pablo Carreno-Busta beat his third top-30 opponent of the week with a 6-2 6-4 result against Italy's Jannik Sinner, following strong successes against Matteo Berrettini and Holger Rune.

Second seed Hubert Hurkacz was a shock second-round casualty from the Citi Open on Wednesday after a straight-sets defeat to Emil Ruusuvuori.

World number 46 Ruusuvuori triumphed 6-4 7-6 (7-3) in one hour and 43 minutes to book a quarter-final spot.

Hurkacz, who is ranked 11th in the world and reached last year's Wimbledon semi-finals, fought hard but failed to capitalise on four break points throughout the match.

"He had an early break point, but then I was able to keep that service game and give myself a chance to break him and I was able to use it and then just try to keep my own serve," Ruusuvuori said.

"I just tried to hang in there and tried to stay as tough as [I] can."

Wimbledon runner-up Nick Kyrgios defeated 14th seed Tommy Paul 6-3 6-4 in one hour and 25 minutes.

The Australian hit 29-21 winners, with the majority coming from his serve and forehand, sending down 15 aces, winning 84 per cent on his first serve.

Kyrgios, who broke Paul in his opening service game, converted three of four break points for the match, while the American failed to capitalise on any of his four.

Sixth seed Denis Shapovalov was bundled out in the second round by American wildcard J.J. Wolf 6-2 6-7 (5-7) 6-3 in a major upset.

Third seed Taylor Fritz avoided an early exit with a 6-4 6-4 win over Australian Alexei Popyrin in one hour and 11 minutes, while fourth seed Reilly Opelka came from a set down to defeat Denis Kudla 6-7 (6-8) 6-4 6-4 in just over two hours. Opelka sent down 28 aces across the match.

Fifth seed Grigor Dimitrov got past Adrian Mannarino 6-1 3-6 7-5 and ninth seed Holger Rune brushed off Benoit Paire 6-3 6-2.

Francis Tiafoe defeated Christopher Eubanks 6-3 7-6 (7-2), while 13th seed Maxime Cressy fought back from an early deficit to get past Jack Sock 4-6 6-4 6-0 to set up a third-round clash with top seed Andrey Rublev.

There were defeats for 11th seed Alex de Minaur to Yoshihito Nishioka 3-6 7-6 (8-6) 6-2, 12th seed Sebastian Baez against Sebastian Korda 6-1 6-4 and 15th seed Aslan Karatsev against Andy Murray's first-round conqueror Mikael Ymer 6-4 3-6 6-4.

At the Los Cabos Open in Mexico, second seed Felix Auger-Aliassime had no troubles against local Juan Alejandro Hernandez Serrano, winning 6-3 7-5.

American sixth seed Brandon Nakashima also progressed into the quarter-finals with a 6-3 6-3 win over Max Purcell, while Miomir Kecmanovic beat Jordan Thompson 6-4 6-2.

Hubert Hurkacz sent down 21 aces in his first-round match at Wimbledon, enough to raise €2,100 for the people of Ukraine but not enough to reach the second round.

The seventh seed, who was a semi-finalist at the All England Club last year, promised on the eve of the championships to donate €100 in aid for every one of his aces.

"Hope my serve works well," Hurkacz wrote on Twitter, and it certainly did across five sets against Alejandro Davidovich Fokina.

Having averaged 11.6 aces per match this season – his 452 the third most on the ATP Tour – Hurkacz had 21 to just three double faults in an effective serving display on Monday.

Unfortunately, Davidovich Fokina was still able to pull off an early upset, narrowly advancing 7-6 (7-4) 6-4 5-7 2-6 7-6 (10-8).

This was the third top-10 win of Davidovich Fokina's career but the first on grass, with his previous two such victories both coming at the Monte-Carlo Masters (vs Matteo Berrettini in 2021 and versus Novak Djokovic in 2022).

While Hurkacz will not add to his ace tally, John Isner undoubtedly will.

He had a remarkable 54 in his five-set win against Enzo Couacaud – as many as Hurkacz managed across six matches in his 2021 run to the last four.

The last player to record 50 or more aces in a grand slam match had also been Isner, against Steven Johnson at the 2020 US Open.

Hubert Hurkacz revelled in defeating the "the best player in the world" after downing Daniil Medvedev in straight sets to lift the Halle Open title.

Medvedev replaced Novak Djokovic as the world number one last Monday, just a day after the Russian fell to a surprise final defeat against Tim van Rijthoven at the Rosmalen Grass Court Championships.

The 26-year-old followed that up with another final appearance in Halle, where he was convincingly beaten 6-1 6-4 by world number 12 Hurkacz.

That made Hurkacz the seventh male player in the Open Era to win his first five career finals, while Medvedev has lost all three showpieces he has contested in 2022.

The US Open success in September was the last trophy Medvedev lifted, but Hurkacz lavished praise on his opponent after the match on Sunday.

"Daniil is an unbelievable player," said Hurkacz. "He's the best player in the world, so it's very tricky to play him.

"All the right shots went my way at the beginning, so I definitely gained a lot of momentum from that. 

"I'm super excited. I've been waiting a little for my first [title] this year. I'm happy to win my first ATP 500 title and of course, on the grass it is very special.

"I was serving pretty good today and got a bit of momentum from the first game.

"I saved a couple of deuces on my service game, and then I managed to break Daniil’s serve so I definitely got a bit of momentum. I'm very happy with the win in front of such a great crowd here."

Medvedev boasted a 14-2 record on grass since a first-round exit at Halle last year before meeting Hurkacz, who came in for praise from the world number one.

"Congrats Hubert, great match today, great week. Congrats to you and your team," he said at the post-match ceremony.

"You guys are super nice. Hopefully a lot more matches to play on the biggest stage. Congrats for a great week and the title."

Medvedev was frustrated throughout the match, repeatedly shouting at coach Gilles Cervara, who stormed out of his seat early in the second set.

While he did not address the topic after the final, Medvedev apologised to the crowd for "not making this match longer and more interesting" and acknowledged he was "not easy to be with on the court" this week.

Daniil Medvedev lost a second final in two weeks as he fell to a straight-sets defeat to Hubert Hurkacz at the Halle Open on Sunday.

The world number one struggled to get going and repeatedly took his anger out on coach Gilles Cervara, who stormed out of his seat early in the second set.

Top seed Medvedev had already lost the first set 6-1 by that point and only fared slightly better in the second, which ended 6-4 in Hurkacz's favour.

Hurkacz has now won five ATP Tour titles, with this his first on grass, while Medvedev remains stuck on 13 having lost all three finals he has competed in this season.

The most recent of those losses came at the hands of world number 106 Tim van Rijthoven last week, but Medvedev had not dropped a set en route to Sunday's clash in Halle.

Indeed, Medvedev was 14-2 on grass since a first-round exit at Halle last year, yet Hurkacz broke the Russian's first two service games and eased into a 5-0 lead.

Having successfully served out the opener, Hurkacz – who beat the same opponent in this year's Miami Masters – again broke Medvedev in the first game of the second set.

Medvedev took aim at his coach at that point, with Cervara then spotted leaving the stands and failing to return for the remaining nine games, which went the way of the serve.

After easily navigating his way past Medvedev in a match lasting just over an hour, fifth seed Hurkacz becomes the seventh male player in the Open Era to win his first five career finals.

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