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Cristiano Ronaldo scored his 700th career goal as Portugal fell to a 2-1 defeat to Ukraine, who became the fifth team to qualify for Euro 2020 .
Roman Yaremchuk gave the home side an early lead before West Ham’s Andriy Yarmolenko added a second before the half-hour mark.
In the second half, Portugal were awarded a penalty and Ronaldo stepped up to take it, reaching the milestone with a drive into the top right corner.
The Portugese forward scored his first goal almost exactly 17 years ago and became the sixth player in history to reach 700 goals.
The result leaves Portugal and Serbia to contend for the second qualifying spot.
Show all 7 1 /7Cristiano Ronaldo's finest European performances Cristiano Ronaldo's finest European performances Cristiano Ronaldo's finest European performances Here are the moments at Real Madrid when he has bent the biggest European nights his way.
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Cristiano Ronaldo's finest European performances 29 April 2014 vs Bayern Munich It feels strange looking back four years on but Real Madrid had a desperate quest for their 10th Champions League title – la Decima – and many backed Pep Guardiola’s Bayern Munich to knock them out in the 2014 semis. But Real won 1-0 at home and when the teams returned to the Allianz Arena, Guardiola made a fatal miscalculation, leaving his team too open. So Ronaldo destroyed them on the break, scoring twice in a 4-0 win to send Real through to the Lisbon final.
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Cristiano Ronaldo's finest European performances 24 May 2014 vs Atletico Madrid It was not his best performance as Real Madrid struggled to break down a tenacious Atletico Madrid side who came within seconds of winning. But even then Ronaldo was there at the end, scoring the confirming fourth goal from the penalty spot, running away with his shirt off. By winning the European Cup in his homeland, and providing the defiing image, he had made it his night.
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Cristiano Ronaldo's finest European performances 12 April 2016 vs Wolfsburg It was not his best performance as Real Madrid struggled to break down a tenacious Atletico Madrid side who came within seconds of winning. But even then Ronaldo was there at the end, scoring the confirming fourth goal from the penalty spot, running away with his shirt off. By winning the European Cup in his homeland, and providing the defiing image, he had made it his night.
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Cristiano Ronaldo's finest European performances 28 May 2016 vs Atletico Madrid Just as he had in 2014, Ronaldo ensured that he provided the defining moment of Real's 2016 Champions League final win, putting away the decisive penalty at the end of the shootout in Milan after Juanfran had missed for Atletico. Ronaldo did not have the best game, bur no one remembers that now.
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Cristiano Ronaldo's finest European performances 12 April 2017 vs Bayern Munich Away at Bayern Munich in the 2017 quarters, Real were struggling and up against it, and only a missed penalty stopped them from going 2-0 down. But the game turned when Ronaldo received Carvajal's cross, swivelled and volleyed the ball into the bottom corner, a masterful finish. He scored another that night and three more in the thrilling second leg to make sure.
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Cristiano Ronaldo's finest European performances 3 June 2017 vs Juventus Retaining the Champions League was meant to be impossible but Real Madrid did it in 2017 and Ronaldo, of course, was front and centre of the Cardiff final. He scored Real's first and third goals and while they were not his best - or even the best of the game - he now had back to back winners medals, and not many can say that.
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England thrashed Bulgaria 6-0 in Sofia during a game which was halted twice for racist abuse directed against some Three Lions players.
The visitors bounced back from Friday’s surprise defeat to the Czech Republic to move closer to qualification for Euro 2020.
Marcus Rashford and Harry Kane scored and Ross Barkley and Raheem Sterling each bagged a brace.
France let an advantage slip as they were held to a 1-1 draw at home to Turkey.
The hosts had to wait until the 76th minute to break the deadlock, with Olivier Giroud coming on just four minutes before he headed home.
The lead lasted only five minutes before Kaan Ayhan nodded the ball into the back of the net to level, as the two sides remain tied on 19 points at the top of Group H.
Elsewhere in Group H, Iceland returned to winning ways after back-to-back defeats with a 2-0 win over Andorra, while Albania stormed to a 4-0 victory in Moldova.
In Group B, Fulham’s Aleksandar Mitrovic scored twice as Serbia kept their qualification hopes alive with a 2-1 win in Lithuania, while in Group A, Kosovo beat Montenegro 2-0.
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