Arsenal and the Champions League: Six years of last 16 exits

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Arsenal are already through to the next round of the Champions League with two games to go, but victory against Paris Saint-Germain this week could ensure Arsenal's last 16 fixture is considerably easier than it might be should they finish second.

The Gunners have plenty of form when it comes to round of 16 exits, and often the damage is done before the knockout rounds even begin, with second-place teams playing those who have finished top of their group.

Here's a recent history of the north London side's last 16 woe.

2010/11 - Barcelona

Arsenal's Robin van Persie is sent off against Barcelona - (Manu Fernandez/AP)
(Manu Fernandez/AP)

Arsenal's campaign saw them finish second in their group behind Shakhtar Donetsk, but no matter; they were through to the knockout stage again and would have to play the big teams at some point.

That big team arrived immediately however, in the form of European behemoth Barcelona. The best side in the world rocked up at the Emirates and piled the pressure on the Gunners, who somehow withstood it and countered towards the end of the second half to seal an unlikely 2-1 win.

Arsenal's task proved beyond them however in the return leg in Spain, where Robin van Persie was controversially sent off for a second yellow card after kicking the ball away, and Arsenal crashed out 4-3 on aggregate.

2011/12 - AC Milan

Arsenal's Wojciech Szczesny is beaten by a goal from AC Milan's Kevin Prince Boateng - (Antonio Calanni/AP)
(Antonio Calanni/AP)

Evidence here perhaps that finishing top of the group isn't all it's cracked up to be. Arsenal won a group that Borussia Dortmund finished bottom of, and were drawn against AC Milan in the next round.

But the Gunners were unprepared, and lost 4-0 at the San Siro. The result all but confirmed they would not reach the next round.

Arsenal responded in the second leg, and had cruised to a 3-0 lead by half time at the Emirates. They were unable to add a crucial fourth goal to level the tie in the second half however, and exited the tournament.

2012/13 - Bayern Munich

Arsenal's Per Mertesacker applauds the Arsenal fans - (Kerstin Joensson/AP)
(Kerstin Joensson/AP)

This was something of a botched group stage for the Gunners. They managed to lose and draw against Schalke, and were it not for a loss against Olympiacos in the final group game, could still have ended on top of the group.

The punishment was to face Bayern Munich, and the Germans duly took Arsenal to the cleaners, scoring three away goals in a 3-1 win for the Germans.

Arsenal's task looked beyond them once again, but as against AC Milan the year before, the Gunners finished just one goal short of a miraculous comeback, winning 2-0 in Munich through Olivier Giroud and Laurent Koscielny, and going out on away goals.

2013/14 - Bayern Munich

Arsenal's Alex Oxlade-Chamberlain is tripped against Bayern Munich - (Matthias Schrader/AP)
(Matthias Schrader/AP)

Arsene Wenger's men were given a tough draw for the 2013/14 campaign, up against 2013 runners-up Dortmund, as well as Napoli and Marseille.

After trading wins with Jurgen Klopp's Dortmund, Arsenal very nearly managed to snatch defeat from the jaws of victory, losing 2-0 in their final group game against Napoli, when a third goal for the Italian side would have put them through at the Gunners' expense.

As it was, Arsenal qualified, met Bayern again, and lost 3-1 on aggregate. You didn't miss much, Napoli.

2014/15 - Monaco

Monaco's Dimitar Berbatov scores against Arsenal - (Matt Dunham/AP)
(Matt Dunham/AP)

Who knows what Arsenal were up to this season. Swapping wins with Dortmund again, Arsenal snatched a victory with two 90th minute goals against Anderlecht, before drawing 3-3 at home against the Belgian side having been 3-0 up.

Still, the north London side looked to have gotten away with it, after drawing Monaco in the next round; Gunners fans fancied their chances of breaking the last 16 curse.

Inexplicably Arsenal turned in one of their worst performances of the season, losing 3-1 at home in the first leg with some of the most abysmal defending. Wenger's men won 2-0 in Monaco, but once again it proved not enough. The Arsenal faithful were getting sick of heroic failures.

2015/16 - Barcelona

Barcelona's Luis Suarez heads the ball towards Arsenal's goal - (Frank Augstein/AP)
(Frank Augstein/AP)

There was nothing heroic about their failure in the 2015/16 season however. Drawn in a group with Bayern, Arsenal lost their first two games, traded wins with Bayern and then had to beat Olympiacos in Greece in their last game. An Olivier Giroud hat-trick sent them through in second place, again.

And guess who they drew in the next round? For the third time in seven seasons, it was Barcelona for Arsenal, and the Catalan pass masters wasted no time in showing who was boss.

A 2-0 first leg defeat in London pretty much ended Arsenal's chances of a quarter final spot, and a 3-1 defeat in Spain confirmed their sixth last 16 exit in as many years.

Will 2016 be any different? Victory in their penultimate group game against Paris Saint-Germain could determine that.