Roger Federer will look to clinch his 1200th match win on Thursday when he faces off against Gael Monfils at the Mutua Madrid Open. Federer, a three-time champion at this ATP Masters 1000 tournament, goes head to head with Monfils for the first time in four years. 

All singles players feature in Round of 16 action Thursday in Madrid, with World No. 1 Novak Djokovic and five-time Madrid champion Rafael Nadal leading the charge. Djokovic will play Frenchman Jeremy Chardy, while Nadal meets American Frances Tiafoe. 

More to come…

ORDER OF PLAY – THURSDAY, 9 MAY, 2019

MANOLO SANTANA start 12:00 noon
WTA match
Not Before 2:00 pm
ATP – [1] Novak Djokovic (SRB) vs Jeremy Chardy (FRA) 
Not Before 4:00 pm
ATP – [4] Roger Federer (SUI) vs [15] Gael Monfils (FRA) 
Not Before 8:00 pm
ATP – Frances Tiafoe (USA) vs [2] Rafael Nadal (ESP) 
Not Before 9:30 pm
WTA match

ARANTXA SANCHEZ start 12:00 noon
ATP – [9] Marin Cilic (CRO) vs Laslo Djere (SRB) 
Not Before 2:00 pm
WTA match
Not Before 4:00 pm
WTA match
ATP – Possible court change – [Q] Hubert Hurkacz (POL) vs [WC] David Ferrer (ESP) or [3] Alexander Zverev (GER) 

STADIUM 3 start 12:00 noon
ATP – [WC] Roberto Carballes Baena (ESP) / Jaume Munar (ESP) vs Marcelo Demoliner (BRA) / Daniil Medvedev (RUS) 
ATP – [10] Fabio Fognini (ITA) vs [5] Dominic Thiem (AUT) 
ATP – [6] Kei Nishikori (JPN) vs Stan Wawrinka (SUI) 
ATP – Possible court change – [8] Stefanos Tsitsipas (GRE) vs Fernando Verdasco (ESP) or [11] Karen Khachanov (RUS) 

COURT 4 start 3:00 pm
ATP – Guido Pella (ARG) / Joao Sousa (POR) vs [2] Lukasz Kubot (POL) / Marcelo Melo (BRA) 
ATP – [6] Oliver Marach (AUT) / Mate Pavic (CRO) or Maximo Gonzalez (ARG) / Horacio Zeballos (ARG) vs Diego Schwartzman (ARG) / Dominic Thiem (AUT) 
ATP – [3] Jamie Murray (GBR) / Bruno Soares (BRA) vs Wesley Koolhof (NED) / Stefanos Tsitsipas (GRE)

Eighteen-year-old Felix Auger-Aliassime wasn’t intimidated by the moment, but Rafael Nadal doesn’t need much to grab hold of a match at the Mutua Madrid Open.

The five-time champion took advantage of a loose service game from Auger-Aliassime at 3-4, which included five forehand unforced errors, and the Spaniard served out the set to take the opener 6-3 in their much-anticipated generational clash at La Caja Magica.

The second-seeded Spaniard used his defence well in the opener as Auger-Aliassime came out attacking and showed he has the shots to compete with Nadal on his beloved clay. But Nadal was solid from both sides, and seemed to be playing more comfortable as he served out the set.

The Spaniard had a stomach virus on Sunday but had been practising for at least 90 minutes a day since then. Auger-Aliassime is going for the biggest win of his career after beating countryman and friend Denis Shapovalov, 20, in his opening match in Madrid.

The winner will meet American Frances Tiafoe, who knocked out Germany’s Philipp Kohlschreiber 6-4, 3-6, 6-3.

Roger Federer played his first clay-court match in nearly three years on Tuesday at the Mutua Madrid Open. The fourth seed routed France’s Richard Gasquet 6-2, 6-3 for his 18^th victory in their 20-match FedEx ATP Head2Head series.

But did Federer, who skipped the clay-court season the past two years, truly miss playing and sliding on the red dirt? Well, it’s complicated. On the one hand, no.

“Look, not too much, to be quite honest with you. I’d love to tell you, I miss it so much,” Federer said.

But on the other hand, yes. “I missed it in ’16 because I was in Paris. I was really trying everything to get in shape and that was a very frustrating period for me.

“When I came here I had to pull out because my knee was swollen and I played Rome because I had a bad back and a bad knee because I broke my back here on top of all things, so that’s maybe when I missed playing [Roland Garros] the most,” Federer said.

The next year, in 2017, Federer skipped the entire clay-court season for the first time. The prior season, he had missed the last five months of the year to give his knee more time to recuperate.

“It was a decision for my longevity, for my health, for my family,” Federer said. “Last year, I just felt like, you know what, it worked so well in ’17, let’s do the same thing again in ’18. And I didn’t really miss it because I was enjoying myself at home and having a good time and again, looking at the longevity.”

But, Federer said, if he hadn’t played on clay this year, he would have been full of regrets.

“If I would have skipped the clay again, I think I would have felt like that’s not the right decision. I would have always felt regrets not being on the clay in 2019 because my knee problem is far enough away now because that was still playing a little bit part of our decision in ’17, to be quite honest, not from my side but more from the team,” he said.

“So it feels good to be back on the clay now, and I enjoy it to be honest. Some of these rallies where you get pushed to the side, you slide, you hit the ball, you slide, you hit the ball, you come back into it, then you can defend in a different manner than you do on the hard courts, or on the grass.”

The 37-year-old Swiss will face Hungary’s Marton Fucsovics or France’s Gael Monfils in the third round, but the fourth seed also would welcome a 39^th FedEx ATP Head2Head matchup with Nadal. The Spaniard leads their rivalry 23-15, including 13-2 on clay.

Asked if he’d like to play Nadal, the second seed, in the final, Federer said: “Yeah, that means I’m in the final. And I didn’t have many chances to beat him the last three years on clay, so years go by quickly,” Federer said.

The two have met three times in Madrid. Nadal won two of them, but Federer’s victory came in the 2009 final, a 6-4, 6-4 win.

“I remember back to the final here in Madrid as one of my good matches on clay, no doubt about it. I think he was pretty tired as well. I played solid. Of course, I would love to play on clay against him again, even though I know it’s a tough challenge and all that,” Federer said.

“But again it would be nice to have played him at the beginning of his career on clay and also at the very end and see how it all plays out. And if I said I don’t want to play him on clay, I think then I would have made a mistake to be on the clay in the first place because he is the measuring stick for all us players.”

Grigor Dimitrov announced Tuesday that he has parted ways with coach Dani Vallverdu, whom he has worked with since July 2016.

Dimitrov wrote in a statement on Twitter: “After my match yesterday Dani Vallverdu my long time coach and I sat down together. After three great years, we will be going our separate ways. We had some career highlights and amazing moments on court. I want to thank Dani for everything he has done for me and I wish him nothing but the best in his next endeavors.”

Vallverdu helped guide Dimitrov to a career-best season in 2017, highlighted by triumph at the season-ending Nitto ATP Finals, the ATP Masters 1000 title at the Western & Southern Open and a career-high No. 3 ATP Ranking.

Dimitrov struggled to maintain his momentum in 2018, with his best result a runner-up finish in Rotterdam. The 27-year-old Bulgarian entered Madrid at No. 46 in the ATP Rankings, and is in danger of falling outside the Top 50 for the first time since 2012. He lost to Taylor Fritz in his opening match on Monday to drop to a 9-6 season record.

pic.twitter.com/FKzimMLkzg

— Grigor Dimitrov (@GrigorDimitrov) May 7, 2019