Ismael Kone sent Canada to their first Copa America semi-final as they overcame Venezuela 4-3 in a penalty shootout to edge a classic encounter.
Jacob Shaffelburg opened the scoring for Canada, only for Salomon Rondon to net a stunning long-range equaliser to take the quarter-final the distance.
With 32 shots shared between the two sides, penalties would decide who would face Argentina at the MetLife Stadium next week.
The decisive miss came from Wilker Angel, with Kone's stuttering run up allowing him to coolly slot the ball beyond Rafael Romo to secure the victory.
Despite the nerves of playing in their first-ever knockout fixture at the Copa America, it was Canada who would strike the decisive blow early on in Texas.
Having seen appeals for a penalty waved away moments earlier, Shaffelburg dusted himself down to open the scoring, squeezing home Jonathan David's cross at the near post in the 13th minute.
Jesse Marsch's side had opportunities to double their advantage, as Shaffelburg saw his effort saved while David fluffed his lines with only Romo to beat as a pulsating first half came to a close.
Canada's dominance continued after the break but Cyle Larin was unable to hit the target, and their wastefulness in front of goal was punished spectacularly.
A long ball up front saw Rondon win a tussle with Moise Bombito, taking aim from just inside the Canada half to lob Maxime Crepeau for a goal of the tournament contender.
David continued to threaten for Canada, chipping the ball in behind for Tani Oluwaseyi who could only find the roof of the net in the final chance of normal time.
Both sides would miss two spot-kicks as the encounter reached sudden death, but Angel saw his effort saved by Crepeau, handing the responsibility over to Kone, who clinched a landmark victory for Marsch's side.
Venezuela's young guns can be proud of their efforts
Fernando Batista can count his team unlucky following their gut-wrenching exit from the tournament, but his young squad can take pride in their performances at the tournament.
Venezuela battled an onslaught of Canada pressure, but fought back with their own attacking talents, with Rondon's strike their fourth consecutive goal at the Copa America, their longest run of games with a goal in the competition since a run of five games in June 2015.
However, hopes of reaching a first semi-final since 2011 were dashed.
Nevertheless, Venezuela can leave the tournament with their heads held high, having equalled their highest goal tally (seven) in a single edition of the tournament.
Canada through, but must improve in front of goal
Marsch said he wanted to build something special with Canada, and his side's run in the Copa America has been nothing short of sensational.
Canada started brightly through Shaffelburg's early strike, with all three of his international strikes coming in knockout matches. However, it should have been more.
From their 16 shots on goal, only seven were on target, with 12 of their efforts coming inside the box. Marsch's side underperformed their expected goals (xG) by 0.84, and had four total big chances compared to Venezuela's 0.
Despite those underlying statistics, Canada will be hopeful of keeping their fairytale run in the competition alive against Argentina, who they lost to in the group stage of the competition.
Havertz out of Germany squad with knee injury
Kai Havertz has pulled out of Germany's squad for their upcoming Nations League matches due to a knee injury.
The Arsenal forward played a full 90 minutes in their comeback win over Southampton in the Premier League on Saturday, netting their first goal.
He became the first player to score in seven consecutive home appearances for the Gunners in all competitions since Robin van Persie between December 2011 and March 2012 (also a run of seven).
Havertz has made a stellar start to the campaign, netting six goals in all competitions so far, also getting one assist.
However, he will not be available to face Bosnia-Herzegovina and the Netherlands due to his injury, and it is not yet clear if it will keep him sidelined for Arsenal after the international break.
"Kai Havertz will miss the upcoming international matches against Bosnia and Herzegovina and the Netherlands due to knee problems," Germany announced on X.
"National team coach Julian Nagelsmann has nominated Jonathan Burkardt in Havertz's place. Get well soon Kai."
Liverpool edge Tottenham in thriller as injury-hit Everton hold Arsenal
Arsenal missed the chance to keep pace with Women's Super League leaders Manchester City on Sunday, but Liverpool grabbed the standout result.
Liverpool edged Tottenham 3-2 thanks to Marie-Therese Hobinger's last-gasp penalty.
Having netted her first goal of the season in the 75th minute, Hobinger doubled up to win it for the Reds deep in stoppage time.
Ashleigh Neville fouled Sophie Roman Haug, and Hobinger made no mistake to seal Liverpool's first win of the season.
Neville had turned provider for Tottenham's second equaliser of the game at Gaughan Group Stadium, when she crossed for Clare Hunt to score in the 83rd minute.
Liverpool took the lead early on through Cornelia Kapocs, before Taylor Hinds' own goal handed Spurs a leveller.
The Reds' Merseyside rivals Everton, meanwhile, frustrated Arsenal by holding the Gunners to a 0-0 draw.
Everton have been hit by serious knee injuries to Inma Gabarro and Aurora Galli this season, but the Toffees showed plenty of resilience to pick up their first point of the campaign at Emirates Stadium.
Emily Fox went closest for Arsenal when she hit the post early in the first half, but in spite of having 21 shots, the Gunners accumulated only 0.74 expected goals (xG).
Annabel Blanchard, meanwhile, netted twice to propel Crystal Palace to their first victory of the season, as they beat Leicester City 2-0.
Earlier in the day, Man City defeated West Ham 2-0.
Emery: Villa 'missed some energy' in Man Utd stalemate
Unai Emery believes Aston Villa "missed some energy" during their goalless draw with Manchester United on Sunday.
The spoils were shared following an underwhelming 90 minutes at Villa Park, where the hosts recorded their second stalemate in as many Premier League games after last weekend's 2-2 draw at Ipswich Town.
Villa were aiming to build on their memorable Champions League victory over Bayern Munich on Wednesday but only registered a single shot on target courtesy of Youri Tielemans' second-half attempt.
And Emery believes his side's midweek exploits in Europe took their toll on Sunday.
"It is not the best result, but it's not the worst," the Villa boss said. "I think a draw is fair.
"We played the second half much better than the first and, at the end, we were close to winning the match [when Diogo Dalot blocked Jaden Philogene's stoppage-time shot]. We tried to score, but couldn't.
"We missed some energy. Maybe it's because we have some players injured, some other players are also still improving."
It was the first 0-0 draw Villa have played out under Emery at Villa Park since he took over in November 2022. Although they could not achieve the three points, they remain fifth in the Premier League table with 14 points after their opening seven games.
After opening their Champions League campaign with successive wins, and a Carabao Cup last-16 clash with Crystal Palace coming up later this month, Emery is pleased with the shape his side are in.
"We are in the process of building a team," he added. "We are managing things better. I am happy. We could be higher in the table, but we are more or less in the top six. I am happy with what we are doing.
"We are happy in the Champions League and happy, of course, in the Carabao Cup. We're going to play seven matches in the next month. We have to stay competitive like we are now and be demanding."
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