Warren Zaire-Emery’s second-half strike salvaged a 1-1 draw for Paris St Germain at Borussia Dortmund to ensure his side advanced to the Champions League last 16 as Group F runners-up.

A wild first half at Signal Iduna Park, where the hosts secured top spot in the group, somehow ended goalless after what felt like an unending stream of missed chances for both sides.

Dortmund, who had already qualified, finally took the lead via Karim Adeyemi after the break, when results elsewhere also began to swing in PSG’s favour.

It was not long before 17-year-old Zaire-Emery opened his Champions League account just when it mattered most to book PSG a trip to the knockouts, becoming the youngest French goalscorer in the history of the competition.

The missed opportunities started early, Zaire-Emery scuffing a close-range effort and Vitinha missing from 25 yards after Marco Reus had tested his luck from a similar distance for the hosts moments earlier.

Marius Wolf was in a good position to open the scoring but instead succumbed to pressure from Lucas Hernandez’s well-timed tackle, and the Germans were fortunate when Kang-In Lee missed a golden opportunity from six yards, though Randal Kolo Muani might have been offside in the build-up.

PSG looked certain to take the lead when Kylian Mbappe rounded Gregor Kobel and found himself facing an open net, but Niklas Sule scrambled in for an incredible clearance on the goal-line to preserve the deadlock, which remained intact after Bradley Barcola curled an effort off the post and Kolo Muani poked wide despite finding himself through on goal.

Gianluigi Donnarumma was also kept busy, denying Reus and Salih Ozcan as the half somehow marched to a close without a goal after Kobel denied Kolo Muani and Mats Hummels headed into the side-netting with the final touch before the break.

Lee fired directly into Kobel’s awaiting arms after the restart as PSG desperately looked for a way to avoid an unceremonious exit, but instead gave the ball away at the edge of their own area, with Dortmund eventually working it to Adeyemi, who slotted the opener past the keeper after 51 minutes.

It took just five minutes for Zaire-Emery to issue a reply via a slight deflection through Adeyemi’s legs and over the hand of an outstretched Kobel, while Donnarumma denied Donyell Malen just after the hour mark.

PSG were hungry for another but instead saw Ramy Bensebaini first clear away Kolo Muani’s chance to head home, then Mbappe fired just wide of the right post.

He thought he had turned the contest on its head when he put the ball in the back of the net in the 76th minute, but referee Glenn Nyberg turned to VAR Dennis Higler and, with semi-automated offside tech in play, ruled out the would-be winner.

Soon word seemed to spread amongst the visitors that a draw would be enough to see them through, and while Dortmund at times looked keen to challenge for another both sides were satisfied to split the points.

Barcelona finished on top of Champions League Group H despite slipping to a shock 3-2 defeat to Royal Antwerp in a dramatic contest at the Bosuilstadion.

After the first half had seen Arthur Vermeeren’s early effort for the hosts cancelled out by Ferran Torres, former Tottenham striker Vincent Janssen restored the lead for Mark van Bommel’s Antwerp 11 minutes after the break.

Barcelona then hit back via Marc Guiu in stoppage time, only for George Ilenikhena to reply moments later to wrap up a historic win for the Belgians, who had lost each of their previous five games in what was their debut Champions League group campaign.

Barca had gone into the match with qualification for the last 16 secure, and retained top spot ahead of Porto – who beat Shakhtar Donetsk 5-3 – thanks to a superior head to head record.

It was the second time in four days that Xavi’s men were beaten, following Sunday’s 4-2 LaLiga loss at home to Girona.

With a starting XI showing seven changes from that game, Barcelona found themselves a goal down in the second minute when a mistake at the back was punished by 18-year-old midfielder Vermeeren.

Receiving a pass from goalkeeper Inaki Pena in the Barca box, Oriel Romeu inadvertently diverted the ball to Vermeeren, who fired into the net.

Janssen then saw his shot on the turn comfortably dealt with by Pena, and sent a further effort off target.

Having struggled for rhythm, Barca were then back on level terms in the 35th minute via a counter-attack that ended with Lamine Yamal playing a fine pass and Torres sweeping the ball past Jean Butez.

Antwerp had the ball in the net again five minutes into the second half but Janssen’s finish was disallowed for handball, and Yamal struck the bar at the other end moments later.

A dramatic few minutes then continued with Barca’s Sergi Roberto being shown a red card for a challenge on Mandela Keita before the decision was overturned via VAR, before Antwerp did regain the lead.

Romeu was again guilty of sloppiness, being dispossessed near his box by Alhassan Yusuf, and he laid the ball to Janssen, who struck into the corner of the net.

Xavi responded with a triple substitution on the hour as Ilkay Gundogan, replacing Romeu, Joao Cancelo and Pedri came on.

Further Antwerp pressure saw Chidera Ejuke put a shot from distance over and Soumaila Coulibaly head wide, either side of a Pedri attempt being blocked.

Barca pushed to hit back late on and equalised in the first minute of stoppage time when Guiu, who had come on for Robert Lewandowski, headed in a Gundogan free-kick.

But one of Antwerp’s substitutes then had the final say as Ilenikhena – Guiu’s fellow 17-year-old – beat Pena a minute later to seal a famous result.

Gustaf Lagerbielke was the unlikely hero as Celtic finally ended their long wait for a Champions League win amid late drama in their dead rubber against Feyenoord at Parkhead.

Luis Palma’s 33rd-minute penalty put the home side on track after the impressive Liam Scales had been brought down, but the Dutch champions levelled through Yankuba Minteh in the 82nd minute.

However, substitute Lagerbielke headed home his first Celtic goal in stoppage time on his first appearance since September to earn a 2-1 victory. The Sweden centre-back nodded in from close range following Matt O’Riley’s exquisite cross as Celtic maintained pressure following a corner.

It was Celtic’s first Champions League group stage win in 16 matches since they beat Anderlecht six years ago during Brendan Rodgers’ first spell in charge and their first at home since defeating Ajax in October 2013.

The dramatic finale livened up a previously flat home support and ensured Group E bottom side Celtic doubled last year’s two-point tally.

Stephen Welsh was in the Celtic line-up for the first time since he suffered an ankle injury four months ago, while Kyogo Furuhashi started after two substitute appearances.

Mikey Johnston and Tomoki Iwata were handed their third starts in a row, but the Japanese midfielder only lasted 19 minutes before injury forced him off for Paulo Bernardo.

Feyenoord could not finish above third place and they made five changes. Their supporters were out in full force with several pockets of away fans evident in home sections.

With the vocal Green Brigade group still banned by Celtic and nothing at stake, the visitors from Rotterdam highlighted the lack of atmosphere among their hosts with chants including ‘Shall we sing a song for you?’

Both sides got in behind in the opening quarter. Furuhashi was denied by a good stop from Justin Biljow after being played through by Scales. Santiago Jimenez was then flagged offside after rounding Joe Hart and netting, before the goalkeeper produced a diving save after the Mexico striker burst on to a long ball.

Celtic got the breakthrough when Ramiz Zerrouki pulled down Scales as Feyenoord defended a corner. The visitors protested vehemently, but French referee Benoit Batien had not needed VAR to spot the offence and replays backed his decision. Palma kept his cool to convert after the furore.

Celtic survived several scares before the break. Hart made another excellent save just before Callum McGregor cleared off the line, and Lutsharel Geertruida hit a post from close range after Feyenoord cut the Hoops defence open.

Palma had an excellent opportunity to double his tally early in the second half after Alistair Johnston’s low cross found its way to the back post, but Biljow saved with his foot.

Hart made another two decent stops before Celtic got greater control on proceedings.

Rodgers brought on summer signing Lagerbielke for Welsh and 17-year-old left-back Mitchel Frame made his debut on the wing after Palma suffered a facial knock and went off in the 75th minute.

The visitors levelled when the ball broke for Minteh in the left channel and the substitute had time and space to fire home from 10 yards.

Two Hart saves and a Scales block prevented Celtic from falling behind before McGregor struck the crossbar from 30 yards.

It looked like another late hard luck story for Celtic until Lagerbielke’s winner sparked jubilation with several supporters running on to the pitch to celebrate. One sparked an angry response from Rodgers as the manager ran up the touchline to berate the fan as he was led away by stewards.

A Hart save and a Johnston block maintained Celtic’s lead before another goalmouth scramble preceded the final whistle.

Samuel Chukwueze came off the bench to end Newcastle’s Champions League adventure as AC Milan fought back from a goal down to win at St James’ Park.

On a night when both sides needed to win to stand any chance of progressing, goals from Christian Pulisic and Chukwueze handed the Serie A side a 2-1 victory which was not enough to prolong their involvement in the competition following a 1-1 draw between Borussia Dortmund and Paris St Germain in Germany.

Seven-time winners Milan at least have the consolation of a Europa League berth while Eddie Howe’s men, who took a 33rd-minute lead through Joelinton’s piledriver in front of a crowd of 52,037, slipped out of Europe all together after finishing bottom of Group F in their first campaign since 2002-03.

Goalkeeper Martin Dubravka shook off a bout of illness which had threatened his participation to retain his place in the team with striker Callum Wilson making his first start since damaging a hamstring during the 2-0 defeat at Dortmund on November 7.

Such have been head coach Howe’s selection problems that only four of the men who started the reverse fixture in September – Kieran Trippier, Fabian Schar, Bruno Guimaraes and Anthony Gordon – did so on Tyneside.

St James’ reverberated as an expectant home crowd played its part, and Gordon’s early challenge on full-back Davide Calabria was cheered almost as appreciatively as a goal on a night when the stakes could hardly have been higher.

Trippier curled a sixth-minute free-kick over Mike Maignan’s crossbar after Pulisic had bundled Gordon to the ground as the Magpies maintained their early intensity, although the visitors with experienced striker Olivier Giroud providing a focal point, gradually eased their way into the game.

For all their dominance, Newcastle were struggling to create meaningful chances and Schar’s speculative 18th-minute strike from distance, which sailed high over Maignan’s crossbar, had a touch of impatience about it.

However, Fikayo Tomori had to make a superbly-timed intervention on his own line to prevent Miguel Almiron from converting Joelinton’s cross two minutes later.

Rafael Leao whipped a shot wide of Dubravka’s left post after Yunus Musah had surged deep into enemy territory to feed him as the visitors responded, but Maignan had to pluck Almiron’s goal-bound header from under his crossbar after he had met Joelinton’s inviting cross.

But it was the Brazilian who broke the deadlock when he ran on to Lewis Miley’s lay-off and smashed a right-footed shot past the helpless Maignan and into the top corner before sprinting to the sideline to celebrate with Howe and assistant Jason Tindall as the stadium erupted.

The game descended into a scrappy affair with both sides struggling to retain possession as the half-time whistle approached, and it was the Magpies who ultimately headed for the dressing rooms much the happier.

Wilson picked out the keeper with two attempts and Gordon fired over from another with Newcastle looking to kill the game off as news that Dortmund had scored rippled around the stadium.

PSG’s equaliser minutes later did little to quell the atmosphere, but spirits dropped with 59 minutes gone when the home defence failed to deal with Leao’s left-wing cross and Giroud teed up former Chelsea midfielder Pulisic to level from close range.

A much-improved Milan were causing significantly more problems with Leao in particular a persistent threat, but substitute Alexander Isak sent a dipping shot over with 23 minutes remaining and Maignan had to make a superb save to tip Guimaraes’ drive on to his crossbar two minutes later.

The woodwork came to Newcastle’s rescue 11 minutes from time when Leao’s shot came back off the post after Tino Livramento’s error had sparked a pacy counter-attack, but there was no escape five minutes later when Noah Okafor and Luka Jovic combined to set up fellow substitute Chukwueze to win it.

Former ballboy Micah Hamilton and fellow youngster Oscar Bobb struck as a much-changed Manchester City ended the Champions League group stage with a 3-2 win at Red Star Belgrade.

Kalvin Phillips also joined the two 20-year-olds on the scoresheet with a late penalty after manager Pep Guardiola rotated his squad for the Group G dead rubber at the Rajko Mitic Stadium.

Manchester-born academy product Hamilton marked his debut with a superb strike in the 19th minute before Norwegian Bobb, filling in for compatriot Erling Haaland up front, added the second after 62 minutes.

Hwang In-beom pulled one back but Phillips gave City breathing space with his first goal for the club after a foul on Hamilton before Aleksandar Katai headed a late home consolation.

The result meant holders City, who had already secured top spot, finished the group phase with a maximum haul of 18 points while winless Red Star ended bottom.

With City facing Crystal Palace before travelling to Saudi Arabia for the Club World Cup next week, Guardiola not only gave chances to Hamilton and Bobb but brought in fringe players such as Stefan Ortega and Phillips.

In all he made nine changes and, initially, intensity was lacking as Red Star carved out the first opportunity with Osman Bukari’s shot being blocked by John Stones.

Yet City still controlled most of the possession and Hamilton took full advantage of their first serious attack.

Jack Grealish picked out Matheus Nunes and the Portuguese prodded on for Hamilton, cutting inside from the right, to take up the attack.

Hamilton raced into the area and beat Red Star captain Aleksandar Dragovic on the outside before lashing a shot into the top corner from a tight angle.

The hosts responded with Kosta Nedeljkovic turning inside the box and curling narrowly over but City threatened again as Bobb had an effort blocked.

Hamilton almost created another goal for Bobb when he fired in a dangerous low ball from the right but the latter could not make contact at the far post. Phillips, making a rare start, then shot wide.

Hamilton went close again early in the second half when he curled a low effort just wide but City needed Ortega to keep them level.

The German first produced a good reaction save to keep out a Cherif Ndiaye volley at close range and then pushed away a firm strike from distance from Guelor Kanga.

Bobb then took centre stage as he doubled City’s lead just after the hour. He picked up possession from Rico Lewis and opted against the return pass, instead wrong-footing the defenders with a weaving run and sliding a low finish inside the far post.

Red Star rallied and, after Jovan Mijatovic hit the post, Hwang beat Ortega with a low strike to reduce the deficit after linking up with Bukari.

Yet Phillips made no mistake from the spot five minutes from time after Hamilton was brought down by Nasser Djiga and that proved decisive as Katai headed a second Red Star goal in stoppage time.

Jonny Evans was left to reflect on what might have been for Erik ten Hag’s stumbling Manchester United at the end of a miserable European campaign, with a “massive day” against rivals Liverpool now looming large.

Boos echoed around Old Trafford for a second straight match as Saturday’s 3-0 Premier League humbling at the hands of Bournemouth was followed by a meek 1-0 loss to Bayern Munich.

Tuesday’s lifeless defeat confirmed United’s place at the bottom of a Champions League group many expected them to progress from, meaning they also missed out on a Europa League spot.

The manner of the Red Devils’ European exit increases the spotlight on underfire boss Ten Hag and leaves the side kicking themselves over the mistakes that cost them dearly in Group A.

“You expect to get out of every group being Man United,” deflated defender Evans said after the match.

“I think we made it difficult for ourselves and to go into the last game needing to win and a result to go your way in the other side, the probability of that’s very small.

“Obviously tonight playing against a good Bayern side and once they got the goal it was it was difficult then.”

A paltry four points from five Group A games meant United needed to beat Bayern and hope there was a draw between Copenhagen and Galatasaray to progress in the Champions League.

Asked if it was any consolation that the Danes’ 1-0 victory meant United would only have been able to reach the Europa League had they won anyway, Evans told beIN SPORTS: “I suppose because, I mean, if the result had gone the other way you can kick yourself.

“But, you know, on the flip side of that, I felt like we give absolutely everything tonight. It wasn’t a case of, you know, we could look back…

“Not many chances for either side. They got their one chance and took it.

“It was a very even game but probably whoever got the first goal (was key) and they got it and that’s the way it went.”

United managed the game well in the early stages, restricting Bayern to half-chances in an opening period that ended with Harry Maguire and Luke Shaw picking up injuries.

Evans came on as part of the enforced defensive reshuffle and did a solid enough job, but there was barely anything in terms of threat at the other end.

United managed just one shot on target in what was a must-win match, having blown leads in the 4-3 defeat at Copenhagen and 3-3 draw away to Galatasaray.

Asked if United could have done more in the previous games to avoid facing such a predicament in the group finale, Evans said: “Of course.

“There’s six games. To be able to get down to the last game, we’re sitting bottom of the group going into the match.

“The two away games, especially Copenhagen and Galatasaray, were big moments in the group where we felt like we probably slipped up a little bit and made it more difficult for ourselves tonight.”

United players looked drained as they left Old Trafford, where no players stopped to speak to non-rights holders in the mixed zone and face questions about their 12th loss in all competitions of the campaign.

Some took a shortcut to avoid walking through the interview area. Even in-house broadcaster MUTV did not get to speak to a player.

United fans will be hoping their players instead do their talking on the pitch against bitter foes Liverpool this Sunday as they return to Anfield for the first time since March’s 7-0 annihilation.

Skipper Bruno Fernandes is suspended for a match that Ten Hag’s side head into without a string of injured players, increasing the incline on what already looked to be an uphill battle.

“Massive day for the club, you know, away at Anfield,” homegrown defender Evans said.

“We’ve got a couple of days now between the game and you’ve got to dust ourselves down. We’ve got a big match, a huge match.

“I’m sure in the next day or two once the feeling of this match sort of passes by, we’ll only be excited leading up to that game.”

Eddie Nketiah feels Arsenal should head into the knockout stage of the Champions League with nothing to fear.

A much-changed Gunners’ side drew 1-1 at PSV Eindhoven on Tuesday night in their final game in Group B.

Both sides were already assured of their place in the last 16 before kick-off at the Philips Stadion, where Nketiah’s first Champions League goal put Arsenal ahead just before half-time. Yorbe Vertessen equalised with a smart finish soon after the restart.

Having won the group, Mikel Arteta’s side will be seeded in the draw for the last 16 on Monday.

And Nketiah sees no reason why Arsenal should not be confident of making a deep run into the competition.

“We are relishing the next round of games,” Nketiah told reporters.

“Playing in this competition, you are always going to get tough draws. Every team in this competition is good and earned the right to play here.

“There is no point being in a competition if you don’t dream to win. We have the quality to do so and we are pushing every day to win every tournament that we enter and play in – that’s our aim and that’s the aim of Arsenal Football Club.

“That’s what the fans want and we are working every day to try and achieve that dream. My dream is to win all of it.

“It (Champions League) is a great competition to be in. We have worked so hard to get there, so we are going to keep pushing every day to deliver and, hopefully, achieve our dreams.”

Nketiah who was one of eight changes for the European tie from the 1-0 defeat at Aston Villa.

The 24-year-old intends to make the most of any chances which come his way.

“Every kid dreams of scoring in the Champions League. It was a nice finish and it was good to get some minutes in the tank,” he said.

“Every game has got a meaning. Although we were through, we wanted to keep winning. We are obsessed with winning, we want to keep pushing.

“For those of us who maybe haven’t played in the last couple of weeks as much as we would have liked, it was a good opportunity to show ourselves and get some sharpness.”

Nketiah added: “I think we are all good players, so we all strive to play at the highest level. I think we have taken to this competition really well.

“We have had a good start and the most important thing is we qualified top and are through. We have enjoyed it and are looking forward to the next round.”

Arsenal host Brighton on Sunday looking to keep up the pressure at the top of the table, now trailing a point behind leaders Liverpool.

Nketiah said: “There are going to be a lot of games, hopefully a lot of minutes to go around. You have just got to be ready.”

Mohamed Elneny and Reiss Nelson both sustained injuries against PSV, so will be assessed ahead of the weekend.

Manchester United are out of Europe after they lost to Bayern Munich in their final Champions League group game on Tuesday.

It is the sixth time they have failed to qualify for the knockout stages and just the second they have finished bottom of the group, the other being in 2005-06.

Here, the PA news agency compares United’s struggles this season to one 18 years ago.

Results

United had to qualify for the group stage in 2005-06 after finishing third in the Premier League the previous season, but did so with ease. They were drawn in, what looked to be on paper, a favourable group alongside Villarreal, Lille and Benfica.

An opening draw against the Spanish side was followed by victory over Benfica, but then things went wrong. They took one point from a double-header against Lille, drew again with Villarreal before crashing out by losing to the Portuguese side.

The current crop of United flops were up against it from the beginning as they lost their opening two games to Bayern and Galatasaray. A home victory over Copenhagen was undone by defeat in the reverse fixture and when they squandered a lead in Turkey the writing was on the wall.

Harry Kane’s Bayern then delivered a knockout blow in the final group game to ensure United did not even drop into the Europa League.

Squad

The 2005-06 United squad was one in transition but they still had some heavyweight names, especially in attack where they had a front three of Ruud van Nistelrooy, Wayne Rooney and Cristiano Ronaldo. Ryan Giggs was still in his prime while in Rio Ferdinand they had one of the best defenders in Europe.

It was a squad that should not have been going out in the group stages.

The recruitment that has seen the 2023-24 United group put together has been heavily criticised, with several underperformers and average players. Andre Onana’s wayward form in goal has arguably been crucial in their demise while Marcus Rashford’s displays have not matched last year’s.

Antony appears not to have justified his hefty price tag while Scott McTominay, Diogo Dalot and Viktor Lindelof may not be up to the standard required.

League form

United were hanging on the coat-tails of Jose Mourhinho’s Chelsea and Arsenal, with their utter domination of English football a thing of the past.

But they were still consistent and ended up being the second best team in the league that year, behind the Blues. United lost just five games all season, four of them away, and finished with 83 points.

This season’s side have already lost seven of their 16 games so far, four of them at Old Trafford, which is no longer the fortress it once was. The fact they have not drawn any games has helped them into a position where they could mount a top-four challenge in the second half of the season but consistency would have to improve immeasuarably.

Manager

Alex Ferguson remained in total control at Old Trafford, even with the disappointing European campaign. He was in the process of rebuilding a squad that would win the Premier League and Champions League again in the coming years. He was still respected and feared by his players and opponents and was very much the boss.

Erik ten Hag has some similar traits to Ferguson, especially surrounding discipline, but he is being undermined by poorly performing players. A promising start to his reign last season has capitulated this time around and he now appears to be in a fight to save his job.

Erik ten Hag told his Manchester United players to make sure they get straight back into the Champions League next season after a dismal European campaign ended in an early exit at the hands of Bayern Munich on Tuesday night.

Kingsley Coman’s 70th-minute goal, laid on by Harry Kane, gave the Germans a 1-0 win and ensured United finished bottom of Group A – beaten to second place by FC Copenhagen, operating on a fraction of their budget, and to third and the consolation of Europa League football by Galatasaray.

The final whistle was greeted with boos at Old Trafford, where United lost for the seventh time this season – having now lost more games in all competitions, 12, than they have won, 11.

Ten Hag’s side are out of Europe, out of the League Cup, and sixth in the Premier League going into Sunday’s visit to leaders Liverpool. Defeat also came at a cost, with both Harry Maguire and Luke Shaw picking up injuries before half-time.

“There are still many things to play for now, we can focus on the Premier League,” Ten Hag said.

“This is the level we want to play, the Champions League, so we have to give every effort to get into the top four so next year we are back in the Champions League – and of course there is the FA Cup so there are still many things to play for.”

In a match they needed to win, United mustered only one shot on target, a Shaw effort that never really troubled Manuel Neuer. A much better chance fell to Bruno Fernandes early in the second half but the captain blazed over.

Bayern, already assured of top spot in the group, barely needed to get out of second gear but Ten Hag insisted his side performed well.

“I think the game was like this, both sides had less chances but I think there was a good intensity from our side,” the Dutchman said.

“We brought Bayern out of their rhythm, the defending organisation we did quite well if not very well, especially the first part of second half. Also we had a very good chance from Bruno, so we had our moments but didn’t take them.”

Bayern boss Thomas Tuchel, who bounced back from Saturday’s 5-1 humbling away to Eintracht Frankfurt, admitted he had expected United to progress from Group A and had sympathy for Ten Hag’s position – pointing to United’s long list of absentees.

“I think you could see it’s not an easy time for them. I’m pretty sure he knows what to do next, how to influence his team and he doesn’t need any advice from me,” Tuchel said. “He is experienced enough to go through it.”

Kane set up Coman’s goal with a perfectly placed pass with the outside of his boot and the man United coveted for so long was a constant menace as he linked up Bayern’s attacking play and sent a late header narrowly wide.

“Harry is a difference maker, 100 per cent,” Tuchel said of the England captain. “His personality, his calmness.

“The team knows anything can happen any minute with Harry up front. He can always assist, he can always score.”

Manchester United manager Erik ten Hag accepts he has to make the team better but he also called on the players to shoulder more responsibility.

A 1-0 defeat to Bayern Munich saw United’s European football ended by a bottom-place finish in their group with their lowest points return and highest number of defeats – both four.

“We know we want to be more consistent; me as a manager I have to improve the team and guide them and the players have to take the responsibility,” he told TNT Sports.

Asked whether he looked back on the European campaign with regret he added: “Not with regret. We want to be in it and the target was always to be in it over winter.

“We didn’t make it and we have to accept it and learn from it.

“But we played good football in the Champions League: Rasmus Hojlund scored five times and he has to take that belief into the Premier League.

“That counts for the whole team, to take some good performances in the Premier League as we want to be back in the Champions League again and so we have to qualify from the League.”

Dani Ceballos’ 89th-minute goal ensured Real Madrid finished their Champions League group stage with a perfect record after they beat Union Berlin 3-2.

Ceballos’ deflected strike settled a topsy-turvy battle in the German capital, with Union heading out of Europe for the season.

They had taken the lead in the first half through Kevin Volland’s opener, but Joselu scored twice in 11 second-half minutes to put Real in front.

Alex Kral levelled for the hosts in the 85th minute as Union looked set for a point before former Arsenal loanee Ceballos won it for the 14-time champions.

It might have been a more serene night for Carlos Ancelotti’s side had they taken some early chances, with Jude Bellingham going close from distance and Joselu missing a good chance that he should have put away.

A golden chance came their way just before half-time when Diogo Leite made a rash challenge in the box and the referee pointed to the spot.

Luka Modric stepped up and he went down the middle, but Union goalkeeper Frederik Ronnow was waiting and saved.

It kicked off a dramatic two minutes as the hosts went down the other end and when David Alaba missed his kick, Volland stormed through and converted.

Real were in control in the second half and Ronnow made another fine save as he kept out Rodrygo’s header from close range.

But there was nothing the Danish goalkeeper could do to prevent the leveller in the 61st minute as Joselu nodded in Rodrygo’s cross.

It was a clinical finish by Joselu which gave the visitors the lead 11 minutes later as he superbly turned in Fran Garcia’s cross at the near post.

Kral looked to have earned Berlin an unlikely point when he slammed home from the edge of the area as the hosts suddenly had hopes of finding another goal that would have sent them through to the Europa League.

However, Ceballos broke their hearts in the 89th minute when his deflected effort nestled in the bottom corner as Real Madrid ended with a perfect record.

Former Manchester United defender Rio Ferdinand criticised some “kamikaze football” after their embarrassing exit from European competition.

A 1-0 defeat at home to Bayern Munich, their 15th goal conceded in six matches, ensured Erik ten Hag’s side finished bottom of Group A even without Copenhagen’s win over Galatasaray.

“To score three goals in each of their away games and not come away with much points it’s criminal. It is kamikaze football almost,” Ferdinand told TNT Sports.

“You get what you deserve. If you are not clinical and you can’t close matches out you don’t deserve to progress to the knockout phase.

“I think it’s the best worst-case scenario. I would rather Man United go out and concentrate on the league than go into the Europa League and exert themselves more.”

Ex-United midfielder Paul Scholes was disappointed with the team’s lack of a goal threat in a match they needed to win after scoring 12 times in their previous five matches.

“In some games they looked very good, they were getting leads in games, but they couldn’t manage to see the games out,” said Scholes.

“Tonight you never really felt Mancester United were going to score goals. It’s all about getting the balance right and it’s been a struggle from the off.”

Inter Milan were forced to settle for second place in Champions League Group D after a 0-0 draw with leaders Real Sociedad at San Siro.

Last year’s runners-up needed a win to clinch a place among the top seeds heading into the knockout stage but could not break down their impressive Spanish opponents.

A second draw between the sides in the group stage left them locked together with 12 points, but La Real – who conceded just twice in their six matches – topped the pool on goal difference.

The draw did mean both teams kept up their impressive recent runs, with Inter having now gone 14 games without defeat.

Real Sociedad are now unbeaten in eight and have still only lost to Real Madrid, Barcelona and Atletico Madrid in all competitions this season.

And it was the visitors who dominated possession early on but, other than a couple of promising runs from Take Kubo, they failed to seriously test the visiting defence.

Inter were happy to hit on the break and they came closest to scoring in a first half of few chances.

The lively Marcus Thuram caused problems, and his surging run created an opening for Henrikh Mkhitaryan, but his goalbound effort was brilliantly cleared by Sociedad defender Hamari Traore.

Federico Dimarco then forced a save out of visiting goalkeeper Alex Remiro just before the interval.

Davide Frattesi fired over 10 minutes into the second half after La Real did not deal with a long throw, before Juan Cuadrado drove narrowly wide.

Simone Inzaghi brought on top-scorer Lautaro Martinez, midfielder Nicolo Barella and Marko Arnautovic with 25 minutes to go as Inter chased a winner which would have clinched top spot.

But they were forced into some defending five minutes later, with former Manchester United defender Matteo Darmian blocking an effort from Arsen Zakharyan before Inter goalkeeper Yann Sommer smothered Mikel Oyarzabal’s shot.

Real Sociedad thought they had a penalty with 15 minutes left when Kubo went down in the area but a VAR review led to referee Sandro Scharer overturning his decision.

Sommer had to save from Oyarzabal again to keep Inter’s hopes alive.

Inter poured forward as they looked for a late winner and they created a stoppage-time chance for Martinez. But the Argentina World Cup winner opted to go for goal himself from a tight angle instead of looking for a team-mate and and he could only lash his shot high over the crossbar.

Manchester United’s European campaign is over after Kingsley Coman fired already-qualified Bayern Munich to a victory that meant Erik ten Hag’s men finished bottom of their Champions League group.

A wild, error-strewn continental group stage left the Red Devils’ last-16 hopes hanging by a thread, with progress only possible if they beat the German champions at Old Trafford and Copenhagen and Galatasaray drew.

But the Danes’ victory and Coman’s finish from a smart Harry Kane pass in a 1-0 Bayern win saw toothless United’s hopes of a Champions League miracle go up in smoke as the curtain came down on Group A.

The loss also meant Ten Hag’s side missed out on the consolation prize of Europa League qualification, with this just the fourth time a Premier League side has finished bottom of their Champions League group.

United had restricted Thomas Tuchel’s men to half-chances during the opening period at Old Trafford, where the hosts’ injury list increased as Harry Maguire and Luke Shaw picked up issues just before the break.

The reshuffled backline looked far more solid than during Saturday’s 3-0 humiliation at home to Bournemouth but still could not stop Bayern from running out victorious.

Coman was a livewire throughout his time on the pitch and Kane, a long-term United target, brilliantly played him in to beat Andre Onana as the hosts bowed out of Europe before Christmas.

United mustered just one shot on target in a must-win match that is followed by Sunday’s Premier League trip to rivals Liverpool. There were boos at the final whistle once again.

Mikel Arteta believes his Arsenal side have shown enough in the group stage to prove they can compete back in the Champions League.

The Gunners drew 1-1 at PSV Eindhoven on Tuesday night in the final game of Group B – with both sides already assured of their place in the last 16 before kick-off in the Netherlands.

Arteta made eight changes for the game and Eddie Nketiah’s first Champions League goal put them ahead only for Yorbe Vertessen’s smart finish to seal a share of the spoils.

Arsenal had already secured safe passage as group winners on their return to the elite level of European football following a seven-year absence – and Arteta feels his team have proven they belong at the top table.

“Overall, I think, very positive,” he said in his press conference when asked how Arsenal’s return to the Champions League had gone.

“Having not been in the competition for six or seven years and having a team that hasn’t got that much experience, I think we’ve competed really well.

“I really liked the approach of the team in every single game, the way we’ve tried to play. We had some big results and big experiences, like the one we had in Seville or Lens, or even today looking at how the team can act and how fair it is to give certain players that exposure when you make so many changes.

“Overall finishing first with a game to play we have to be really happy. Now we have to now close that chapter until February and make sure that when that chapter opens up again that we’re in the best place to compete against another top side.”

Arteta had taken three young players to the Netherlands but none of them made it onto the pitch, instead Declan Rice was a second-half substitute into the defensive line.

Normally operating in midfield, Arteta admitted he wanted to see how Rice fared at centre-back, adding: “He has played there before.

“We have to try as if we have an emergency, we have to understand and to be sure that we can fill that gap in the right way. He has a lot of composure on the ball, he wins a lot of duels for a player of his size and he has done it in the past. He is a good option.”

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