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Group A: Paris Saint-Germain 2-0 Shakhtar Donetsk, Real Madrid 8-0 Malmo FF

Group B: PSV Eindhoven 2-1 CSKA Moscow, VFL Wolfsburg 3-2 Manchester United

Group C: Benfica 1-2 Atletico Madrid, Galatasaray 1-1 FC Astana

Group D: Manchester City 4-2 Borussia Monchengladbach, Sevilla 1-0 Juventus

Manchester United
Manchester United crash out of the Champions League before the first knockout phaseAFP
21:59

That is all from us on a truly dramatic night of vintage Champions League action. Stay tuned to IBTimes UK for all the latest post-match reaction and fallout from Manchester United's disappointing exit.

We will be back tomorrow evening to bring you live coverage of the final round of group stage games as Arsenal and Chelsea look to secure their passage through to the last 16 with victories against Olympiacos and Porto respectively. Until then, goodnight.

21:52

An overwhelming victory for Real Madrid over Malmo, but it changes nothing at the top of Group A as they go through along with PSG. Shakhtar come in third as a result of their superior goal difference.

In Group C, Atletico finish first due to their narrow win against Benfica. Galatasaray will enter the Europa League after avoiding defeat to FC Astana.

21:48

No shortage of entertainment at the Etihad either, although admittedly the stakes were somewhat lower given that City had already booked their place in the first knockout round.

Pellegrini's side have topped Group D as a result of their rousing comeback against Monchengladbach and Juventus' narrow defeat to Sevilla. The Spaniards finish third and will have a chance to compete for their third Europa League crown in succession.

21:44

A thrilling evening at Volkswagen Arena and a breathless second half during which the momentum shifted on several occasions. Unfortunately for Van Gaal, however, tonight's effort proved in vain and they have been made to pay the price for an underwhelming campaign.

Wolfsburg progress to the last 16 as Group B winners, with PSV also through. United finish third and will head into the Europa League.

21:41

Manchester United are out of the Champions League

21:40

Full-time

Group A: Paris Saint-Germain 2-0 Shakhtar Donetsk, Real Madrid 8-0 Malmo FF

Group B: PSV Eindhoven 2-1 CSKA Moscow, VFL Wolfsburg 3-2 Manchester United

Group C: Benfica 1-2 Atletico Madrid, Galatasaray 1-1 FC Astana

Group D: Manchester City 4-2 Borussia Monchengladbach, Sevilla 1-0 Juventus

21:38

Goal: Paris Saint-Germain 2-0 Shakhtar Donetsk (Zlatan Ibrahimovic)

21:37

Goal: Manchester City 4-2 Borussia Monchengladbach (Wilfried Bony)

21:35

To twist the knife further still, PSV now lead against CSKA courtesy of Dutch midfielder Propper. United need to score twice in three minutes of second-half stoppage time.

21:34

Goal: PSV Eindhoven 2-1 CSKA Moscow (Davy Propper)

21:32

Astonishing drama involving United's Champions League fate. They looked to be heading through as a result of Ignashevich's penalty in Eindhoven, but PSV swiftly equalise through De Jong.

United then help themselves by grabbing an equaliser as a Fellaini header is flicked inexplicably into his own net by Guilavogui, but Wolfsburg re-take the lead just moments later as Naldo heads home his second of the night despite Blind's efforts on the line. Crazy.

21:29

Goal: Wolfsburg 3-2 Manchester United (Naldo)

21:29

Goal: Wolfsburg 2-2 Manchester United (Josuha Guilavogui OG)

21:27

We have not had time to draw breath here at IBT Towers as the goals fly in thick and fast across the continent. We'll update you on everything in just a moment, but there have been two more pivotal goals in Wolfsburg...

21:26

Goal: Manchester City 3-2 Borussia Monchengladbach (Raheem Sterling)

21:25

Goal: Benfica 1-2 Atletico Madrid (Kostas Mitroglou)

21:24

Goal: Sevilla 1-0 Juventus (Fernando Llorente)

21:23

Goal: PSV Eindhoven 1-1 CSKA Moscow (Luuk de Jong)

21:23

Goal: Manchester City 2-2 Borussia Monchengladbach (Raheem Sterling)

21:22

Goal: PSV Eindhoven 0-1 CSKA Moscow (Sergei Ignashevich)

21:20

Goal: Real Madrid 8-0 Malmo (Karim Benzema)

21:20

Goal: Real Madrid 7-0 Malmo (Mateo Kovacic)

21:18

Martial has given the Wolfsburg defence a real headache with his trickery and searing pace, and he wins a free-kick on the edge of the box as he is hauled down by Naldo.

Memphis steps up to take and dispatches a curled effort inches wide of the goal. So close.

21:16

Two changes from Van Gaal as Carrick and Powell are sent on in place of Bastian Schweinsteiger and Mata.