Novak Djokovic fell agonisingly short of a clean sweep of this year's majors as Daniil Medvedev scored a sensational victory in the US Open final.
After scooping the Australian Open, French Open and Wimbledon titles, Djokovic arrived in New York in pursuit of the full set, but a 6-4 6-4 6-4 defeat meant the calendar Grand Slam dream died.
Rod Laver, the last man to achieve that feat in singles, back in 1969, was in the crowd to witness what most anticipated would be a momentous moment in tennis history. Instead, it was momentous for Medvedev, the Russian finally a champion at the highest level.
It means Djokovic remains tied with Roger Federer and Rafael Nadal on 20 slam titles, the 34-year-old being served notice here that a new generation is rising, headed by world number two Medvedev.
It was a sizzling afternoon in New York, the temperature taking a leap a day on from Emma Raducanu's triumph in the women's final, and Djokovic was feeling the heat from the early moments.
Medvedev broke in the first game against a nervy and erratic opponent. Djokovic had said before stepping on court that he hoped to bring the "best version of myself" and promised he was "ready for the battle", but he was running on close to empty at times here.
Djokovic had dropped the opening set in the previous four rounds in this US Open run, winning three times in four sets and once in five during that sequence. He came into this match having spent five hours and 35 minutes longer on court than Medvedev, an unusually scenic route through the rounds for the top seed. And those extra miles in his legs showed, Medvedev swiftly a set ahead, sealing the opener with an ace.
Djokovic had won 10 of 10 matches in slams this year after losing the opening set. No man has ever won a slam after losing five first sets in the same tournament, the ATP said. That still holds true.
The Serbian had 0-40 on the Medvedev serve in the second game of the second set, but five points in a row from the man from Moscow felt like a bodyblow, and in the fourth game Djokovic's frustration spilled over, brutally smashing his racket three times against the ground.
Djokovic was landing only 50 per of first serves in court, and when he hit a feeble backhand into the net, Medvedev had two break points. He took the second of those when Djokovic looped a volley long, then held to love to lead 4-2.
On his third set point, Medvedev gave Djokovic a chance to make a passing shot, but the 34-year-old went wide. At two sets up, Medvedev may have had thoughts of Stefanos Tsitsipas losing from such a lead against Djokovic in the Roland Garros final, but this time Djokovic was fried.
He raced out to a double break and a 4-0 lead in the third set, yet double-faulted twice in succession when his first championship point arrived and gave back one of those breaks. Djokovic closed to 5-4, the New York crowd roared and the man who rarely feels loved by tennis crowds began to well up. Medvedev came out to serve again and again served a double on a championship point, but he had another in store and Djokovic netted on the backhand.
For the first time since 1990, when Pete Sampras and Gabriela Sabatini reigned over the rest, the US Open has a pair of first-time grand slam winners as its singles champion, with rookie Raducanu joined by the finished article in Medvedev.
In an extraordinary year for Djokovic, this was a lousy day.
Rangers 5-2 Dundee: Cantwell and Wright keep Celtic's title party on hold
Rangers kept Celtic's Scottish Premiership celebrations on ice after Todd Cantwell and Scott Wright inspired a remarkable turnaround to hammer Dundee 5-2 at Ibrox Stadium on Tuesday.
Philippe Clement's side could not afford to drop points in this clash and seemed set to do so after Jordan McGhee bundled home before Antonio Portales headed past Jack Butland in the first half.
Ross McCausland managed to slice the deficit on the stroke of half-time for the hosts, sliding in to convert from Leon King's cross and teeing up a monumental comeback.
The Ibrox crowd were offered further inspiration to keep the title race alive when Cyriel Dessers glanced in from Cantwell's delivery after 52 minutes.
Former Norwich City midfielder Cantwell's fortuitous cross then dipped over Jon McCracken as Rangers hit the front for the first time, before Wright's pair of late finishes sealed the much-needed three points.
Yet this Rangers salvaging act could still matter for little, with Celtic requiring just a point away to Kilmarnock on Wednesday to seal a third successive top-flight trophy.
Data Debrief: Attacking barrage pays dividends
Clement may apportion this victory to Rangers' unrelenting desire to keep the title race ongoing, blasting 31 shots – and 13 of those on target – at the Dundee target for their 3.34 expected goals (xG) tally.
A plethora of attacking opportunities must be credited to star man Cantwell, who created a game-leading six chances – four more than any other Rangers team-mate.
Medvedev's Italian Open title defence ended by Paul in Rome
Tommy Paul stunned defending champion Daniil Medvedev at the Italian Open on Tuesday.
Paul needed just one hour and 13 minutes to down Medvedev 6-1 6-4 to secure his first victory over a top-20 opponent and reach the quarter-finals.
Medvedev could not get going from the start, and was broken in all three of his service games in the opening set as Paul cruised into the lead.
And even after a brief resurgence at the start of the second set, Medvedev could not prevent his opponent from reeling off four successive games to pave the way for a memorable win.
Paul, who is into his first ATP Masters 1000 quarter-final on clay, will face Hubert Hurkacz for a place in the last four.
Data Debrief: Zverev brings up 10th Masters QF
While Medvedev crashed out, Alexander Zverev had no such trouble, as he claimed a straight sets win over Nuno Borges.
Zverev has now equalled Michael Chang in 10th place for the most quarter-finals made (28) in ATP Masters 1000 events since the format's introduction in 1990.
Former US Open champion Thiem misses out on Roland Garros wild-card invitation
Former US Open champion Dominic Thiem will have to fight for his place at the French Open after missing out on Tuesday's wild-card invitations.
Thiem will retire later this year due to a persistent wrist injury that has derailed his career but will likely need to battle through the qualifying rounds to appear at Roland Garros for a final time.
The two-time French Open semi-finalist is currently six places away from a main-draw spot for the upcoming major, with Richard Gasquet among the eight male players to secure a wild-card invitation.
Frenchman Gasquet will equal Feliciano Lopez's 21 tournaments at Roland Garros, the joint-most appearances of any player in the Open Era.
In the women's tournament, world number 99 Alize Cornet was also invited on a wild-card pick and will appear in a women's singles grand slam main draw for the 72nd time in her career.
That is the third most in the Open Era for major appearances, behind only Venus Williams (93) and Serena Williams (81).
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