Champions League review:Arsenal surrendered top spot in Group B after a 2-1 defeat to Olympiacos in Greece, but Manchester City exited Europe outright thanks to a 1-0 loss to Group D winners Borussia Dortmund.
The knockout stages of the competition were already out of reach for the Premier League champions after a second successive Champions League campaign but victory over a weakened German side would have secured a place in the Europa League.
That never looked likely tonight as the homeside struggled to create clear cut chances and ultimately lost to a second half Julian Schieber strike.
The result at the Westfalenstadion left City bottom of their group with just three points and without a win, one of the worst performances by an English side at this stage of the competition.
Ajaxtook that Europa League spot despite a crushing 4-1 defeat to Real Madridat the Bernabeu.
Cristiano Ronaldo opened the scoring after 12 minutes for Real, who had already qualified, and Jose Callejon doubled the lead in the 28th with the first of two goals.
Kaka brought the Bernabeu to its feet with a run and shot that curled into the top corner just after the restart and Real eased off the gas. Ajax pulled a goal back through Derk Boerigter in the 59th minute as the game fizzled out before Callejon bagged his second near the end.
Arsenal'swinless run continued as they missed out on seeding for the knockout stage of the Champions League. With qualification already secure, manager Arsene Wenger had elected to leave several first team regulars behind as 20-year-old defender Jernade Meade made his European debut.
Although Czech midfielder Tomas Rosicky fired the English side ahead after 38 minutes, the Greeks fought back through a somewhat controversial effort by Giannis Maniatis and a well-taken strike from substitute Kostas Mitroglou to leave Wenger facing more questions about the direction of his team - who have now not won in the last four games and plummeted down the Premier League table.
A 1-1 draw for Schalke 04at Montpellierwas enough for the German side to leapfrog the Gunners and claim the group win.
Zenit St Petersburgbooked a Europa League place with a 1-0 win away to a depleted AC Milanthanks to a first-half goal by their captain Danny.
Massimiliano Allegri's Milan, already in the last 16, made eight changes to the side that won 3-1 at Catania in Serie A on Friday.
They still dominated the match but, apart from a penalty appeal after four minutes when Giampaolo Pazzini seemed to be fouled by Bruno Alves, Milan created few chances until they brought on their first choice strikers late in the game.
Zenit scored after 33 minutes when Danny was quick enough to recover the ball from his own blocked shot and stroke it into the net to ensure his side finished above Anderlecht, who finished bottom after a 2-2 draw at the home of group winners Malaga.
Ezequiel Lavezzi benefited from a second-half blunder by goalkeeper Helton to clinch Paris St Germaina 2-1 home win over Portoand top spot in Group A.
Argentine forward Lavezzi's low shot slipped under Helton's body in the 61st minute as PSG ousted their opponents from the lead with 15 points from six games, two ahead of the 2004 champions. Both teams had already secured their places in the knockout stages of the competition.
PSG went ahead in the 29th minute when Thiago Silva nodded in a Maxwell free kick and Porto levelled four minutes later with a far-post header from Jackson Martinez following a cross by Danilo.
The group's other match between Dinamo Zagreband Dynamo Kievin the Croatian capital was suspended for around 15 minutes early in the first half because of heavy snowfall. When it eventually got underway the homeside registered their first point of the campaign when a last-minute Ivan Krstanovic penalty equalised Andriy Yarmolenko's 45th minute opener.
Kiev finished third on seven points.
The draw for the last 16, in which the eight group winners are paired with the eight runners-up, will take place on December 20th.
