Manchester City have been dumped out of the Champions League for a second successive season following tonight's 1-1 draw with Real Madrid.
The Premier League champions required a victory at home against the Spanish title-holders but things started poorly when Karim Benzema put the visitors ahead in the 10th minute.
City were given late hope when Sergio Aguero converted from the spot following a questionable penalty but it wasn't enough as Roberto Mancini's men failed to record maximum points to sit at the foot of the Group D table.
Borussia Dortmund went to the top of the group thanks to a 4-1 away win over Ajax whose progression chances were also extinguished. Robert Lewandowski netted a brace whilst Marco Reus and Mario Gotze were also among the goals.
In Group B, Arsenal moved through to the next phase courtesy of a 2-0 home win over Montpellier courtesy of second-half goals from Jack Wilshere and Lukas Podolski as Schalke also secured their path into the Round of 16 with a 1-0 victory over Olympiakos at home.
Group A saw Paris Saint-Germain ease past Dynamo Kiev with a 2-0 victory in Ukraine thanks to an Ezequiel Lavezzi double whiulst group leaders Porto saw off Dinamo Zagreb 3-0 to continue the Croatian side's run of no points in five matches in the competition.
And finally, Malaga and AC Milan both moved through in Group C with the Spaniards drawing 2-2 at Zenit St Petersburg and the Italians beating Anderlecht 3-1 in Belgium.
2012/13 UEFA Champions League scores - Match Day 5
Group A
Dynamo Kiev (UKR): 0 Paris Saint-Germain (FRA): 2 (Ezequiel Lavezzi 45'/52') Olimpiysky National Stadium, Kiev, Ukraine - 36,712
FC Porto (POR): 3 (Lucho Gonzalez 20', Joao Moutinho 67', Silvestre Varela 85') Dinamo Zagreb (CRO): 0 Estadio do Dragao, Porto, Portugal - 27,603
Group B
Arsenal (ENG): 2 (Jack Wilshere 49', Lukas Podolski 63') Montpellier (FRA): 0 Emirates Stadium, London, England - 59,760
Schalke 04 (GER): 1 (Christian Fuchs 77') Olympiakos (GRE): 0 Veltins-Arena, Gelsenkirchen, Germany - 52,254
Group C
Zenit St Petersburg (RUS): 2 (Danny 49', Viktor Fayzulin 87') Malaga (SPN): 2 (Diego Buonanotte 8', Sebastian Fernandez 9') Petrovsky Stadium, St Petersburg, Russia - 18,347
Anderlecht (BEL): 1 (Tom de Sutter 79', red card: Bram Nuytinck 70') AC Milan (ITA): 3 (Stephan El Shaarawy 47', Philippe Mexes 72', Alexandre Pato 90') Constant Vanden Stock Stadium, Brussels, Belgium - 19,803
Group D
Ajax (NED): 1 (Danny Hoesen 86') Borussia Dortmund (GER): 4 (Marco Reus 8', Mario Gotze 36', Robert Lewandowski 41'/67') Amsterdam ArenA, Amsterdam, Holland - 47,500
Manchester City (ENG): 1 (Sergio Aguero (p) 74') Real Madrid (SPN): 1 (Karim Benzema 10', red card: Alvaro Arbeloa 73') Etihad Stadium, Manchester, England - 45,740
