Coco Gauff failed to smash through her grass ceiling as she failed to reach the Wimbledon quarter-finals again.
The second seed was beaten in straight sets, 6-4 6-3, by fellow American Emma Navarro on Centre Court.
Wimbledon remains the only grand slam at which Gauff, the reigning champion on the hard courts at the US Open and a runner-up on the Roland Garros clay, has not reached the last eight.
She had previously reached the fourth round on the lawns of SW19 twice, including on her debut in 2019 when, as a precocious 15-year-old, she beat former champion Venus Williams.
Gauff looked like a genuine contender for the title this year with the draw having opened up nicely, not least with Saturday's defeat of her nemesis, the world number one Iga Swiatek.
But now it is Navarro, the 23-year-old New Yorker who knocked out Naomi Osaka in round two, who can take advantage.
She will face Italian seventh seed Jasmine Paolini on Tuesday with a potential semi-final against either qualifier Lulu Sun or Croatian world number 37 Donna Vekic.
"I’m just really grateful to be out here on Centre Court at a tournament of great tradition and great history. I can’t wait to play again," said Navarro.
"I played aggressively. Coco is an amazing player and I have a ton of respect for her. I wanted to push back on her game and I think I was able to do that."
Gauff looked comfortable in her game when she forced an early break but Navarro hit straight back,
The 19th seed then forced two set points on the Gauff serve and took the second with a flashing winner down the line.
The Gauff forehand was leaking badly and she cut a dejected figure, gesturing to her team, as Navarro grabbed another break for 3-1 in the second set.
Gauff saved two match points as Navarro served for the set but fell to a third, plopping another forehand tamely into the net.
Emma Raducanu was stunned by qualifier Lulu Sun as her encouraging Wimbledon run came to a disappointing end in the fourth round.
The 21-year-old had inspired hopes of more US Open-style heroics by coming through her opening three matches without dropping a set.
But she looked nervous against powerful New Zealander Sun, the first qualifier to make the women's singles quarter-finals in 14 years, and, despite battling to force a deciding set, slumped to a 6-2 5-7 6-2 defeat.
Left-hander Sun, who had never won a grand slam main-draw match before this week and is now on a seven-match winning streak, racked up 52 winners compared with just 19 from Raducanu and will now face Donna Vekic for a place in the semi-finals.
It has not been a comfortable 24 hours for Raducanu, with the positive vibes from her three impressive wins given a hammering by her decision to deny Andy Murray a Wimbledon swansong by pulling out of their mixed doubles opener citing a stiff wrist.
She found herself the subject of unwanted headlines, with the social media contribution of Judy Murray – albeit subsequently claimed not to be a criticism of Raducanu – adding fuel to the fire.
The strapping on her right wrist that had been present in practice on Saturday was nowhere to be seen, and Raducanu looked happy and relaxed hitting with fellow British player Liam Broady ahead of the match.
But, from the start of the contest on centre court, the former US Open champion, who knows all too well what qualifiers can achieve, seemed anything but comfortable.
Having swung freely through her last two matches against much-higher-ranked opponents, here all the pressure was on Raducanu, and it showed.
Her serve, which has been a key strength all tournament, was off and her groundstrokes lacked their usual fizz.
Sun, on the other hand, looked like playing on centre court was something she had been doing all her life, the 23-year-old crunching the ball and breaking the Raducanu serve – which the Briton had not dropped since the first round – twice to go 3-0 up.
Like Raducanu, Sun comes from a cosmopolitan background, with a Chinese mother and Croatian father – as well as a British-German stepfather – while she recently switched back to representing New Zealand having previously played under the flag of Switzerland, where she grew up.
Raducanu retrieved one of the breaks but her comeback was short-lived as Sun, who defeated eighth seed Zheng Qinwen in round one, powered her way to another break and then the set.
Raducanu was under pressure again at the start of the second but this time managed to hold on to her serve, with Sun, ranked 123, putting a simple forehand volley long on break point at 1-1.
Raducanu then had two break points in the next game but was unable to change the momentum, missing two backhand returns off second serves.
She hung on again in the seventh game but at least produced some of her best tennis to save two more break points.
Raducanu’s efforts in keeping her nose in front on serve were rewarded at 5-6 when Sun tightened up a little, missing an overhead and then going long on the second set point.
However, the mood changed in the opening game of the third set when Raducanu slipped while hitting a forehand, sitting on the ground shaking her head before calling the trainer, who worked on her left hip, leg and back, which she had been periodically holding during the second set.
Raducanu underwent surgery on her left ankle last year, as well as both wrists, after slipping at a tournament in Auckland.
She restarted in confident fashion with an ace but looked a little uncertain in her movement and dropped serve. The crowd tried to inspire Raducanu into another fightback but a double fault cost her a second break at 2-4 and Sun clinched a deserved victory.
Serving at 5-2 up and deuce in the deciding set, all Madison Keys needed were two more measly points to secure her place in the Wimbledon quarter-finals for the second year in a row as she stood on the verge of ending the incredible run of Jasmine Paolini (above).
Unfortunately for Keys, however, it was a case of "so close but yet so far" as within two points, French Open runner-up Paolini had broken back and the American 12th seed was left clutching a painful groin.
A few minutes later a distraught Keys was left in floods of tears as she realised it was game over and shaking her head, she gingerly limped over to the net to hug Paolini.
It handed Paolini, who hails from the small picturesque town of Castelnuovo di Garfagnana in Tuscany, a 6-3 6-7(6) 5-5 victory.
"I'm so sorry for her. To end the match like this it's sad," seventh seed Paolini, who had produced a stirring comeback from 5-1 down in the second set to force a tiebreak, told the crowd in a courtside interview.
"We played a really good match. It was really tough, lots of up and downs. I feel sad for her because it's not easy to win like that. I hope she recovers soon."
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