Two of the Indian Wells Masters' top-three seeds have failed to reach the final 16 after Casper Ruud fell 6-4 7-6 (7-2) at the hands of Cristian Garin on Sunday.
Ruud, the third seed, joined second seed Stefanos Tsitsipas with an early exit after a timid display, with just 17 winners to go with 17 unforced errors against Chile's Garin.
Meanwhile, Garin took his opportunity against the world number four with both hands, rattling off 39 winners with 24 unforced errors as he made the decision to take the match on and not die wondering.
Garin, who already defeated 29th seed Yoshihito Nishioka in the second round, will meet his third seeded opponent in a row in the quarter-final when he takes on Spain's 23rd seed Alejandro Davidovich Fokina.
Davidovich Fokina eliminated 13th seed Karen Khachanov 6-3 1-6 6-4, but it was still a strong day for the Russians as top hopefuls Daniil Medvedev and Andrey Rublev advanced.
Medvedev, the fifth seed, was tested in his 6-2 3-6 6-1 victory over Belarus' Ilya Ivashka, while sixth seed Rublev saw off France's Ugo Humbert 7-5 6-3 without much issue.
Waiting for Rublev in the quarter-final is Briton Cameron Norrie after his 6-7 (5-7) 7-5 6-2 battle against Taro Daniel, while Alexander Zverev beat Emil Ruusuvuori 7-5 1-6 7-5 to book a tantalising clash with Medvedev.
In a poor day for the Australians, Jason Kubler went down 6-3 6-2 against 14th seed Frances Tiafoe, and Jordan Thompson could not follow up his incredible upset against Tsitsipas, falling 6-3 7-6 (8-6) to Chile's Alejandro Tabilo.
Osaka eliminated by Samsonova in Madrid
Naomi Osaka was knocked out of the Madrid Open by Liudmila Samsonova after an entertaining second-round battle on Thursday.
Having won her first match on clay for two years against Greet Minnen a day earlier, Osaka was able to force a final set against 15th seed Samsonova but ultimately fell to defeat.
Samsonova won a close encounter 6-2 4-6 7-5 to book a clash with American Madison Keys – who defeated Irina-Camelia Begu in straight sets – in the next round.
Osaka had beaten Samsonova at Indian Wells last month and came close to securing another victory as she recovered well from losing the opening set.
But the Japanese star was broken to fall 5-6 behind in the final set, and the Russian made no mistake in ruthlessly closing out the victory.
Data Debrief: Samsonova ends losing streak
This was a crucial win for Samsonova, who came into the match having lost four consecutive contests, including that Indian Wells defeat to Osaka on March 9.
Samsonova did apply plenty of pressure in the final set – forcing five break points compared to just one for Osaka – and was ultimately rewarded in the closing stages of a contest that lasted two hours and 22 minutes.
Azarenka makes history with 200th WTA 1000 win
Victoria Azarenka made light work of progressing into the round of 32 at the Madrid Open and she made history in the progress.
Azarenka, a two-time finalist in Madrid, despatched Tatjana Maria 6-3 6-1 on Thursday.
It brought up her 200th victory at WTA 1000 events, which makes her the first woman to hit that milestone since the format was introduced in 2009.
The former world number one needed just 81 minutes on court to get the job done, and will face Sara Sorribes Tormo in the next round.
Data Debrief
This was Azarenka's first meeting with Maria, and her service game was excellent, with the Belarusian winning 63.2 per cent of her first-serve points. She also saved five break points, having offered up seven, and converted six going the other way.
Azarenka, who has won 10 WTA 1000 events, is 14 clear of next-best Simona Halep (186) on the list of women with the most WTA 1000 match wins.
Raducanu stunned by qualifier Carle in Madrid
Maria Lourdes Carle made a splash at the Madrid Open on Wednesday, as the qualifier sent Emma Raducanu packing.
World number 82 Carle stepped into the void to fill in for Karolina Pliskova, who withdrew prior to the end of the qualifying rounds, to face 2021 US Open champion Raducanu.
It is just the second time Carle has reached the main draw of a WTA 1000 event, and she ensured it would be a memorable campaign after a 6-2 6-2 victory over Raducanu, who is now ranked at world number 221, though has enjoyed something of a return to form this season.
Raducanu reached the quarter-finals of the Stuttgart Grand Prix last week, going down to world number one Iga Swiatek, but has recently enjoyed victories over the likes of Angelique Kerber and Caroline Garcia.
Data Debrief
Carle is the first player from Argentina to defeat a former women's singles grand slam Champion since Nadia Podoroska overcame Serena Williams in Rome in 2021.
The 24-year-old is making just her sixth WTA main draw appearance, with her first WTA 1000 appearance having come in Miami in March.
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