Manchester City bowed out of the Champions League at the group stage for the second consecutive year after they failed to beat Real Madrid.

Angel di María crossed for Karim Benzema to open the scoring after 10 minutes when he was left unattended by the dithering Maicon, but Madrid failed to build on their lead despite several openings with Sami Khedira most culpable.

City were offered a route back into the match when Alvaro Arbeloa was harshly adjudged to have fouled Sergio Agüero to concede a penalty and earn his second yellow card. Agüero dispatched the spotkick with 17 minutes remaining but City could not breach José Mourinho's men for a second time.

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  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Manchester City fans react to Cristiano Ronaldo of Real Madrid during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Real Madrid Head Coach Jose Mourinho signs an autograph prior to the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Karim Benzema of Real Madrid celebrates scoring the opening goal with team-mates Angel Di Maria (L) and Sami Khedira (R) during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Shaun Botterill/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's French forward Karim Benzema celebrates after scoring during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium, in Manchester, north-west England on November 21, 2012. AFP PHOTO / PIERRE-PHILIPPE MARCOU (Photo credit should read PIERRE-PHILIPPE MARCOU,PIERRE-PHILIPPE MARCOU/AFP/Getty Images)

  • CORRECTION-FBL-EUR-C1-MAN CITY-REAL MADRID

    CORRECTING BYLINE IN CAPTION Manchester City's Argentinian defender Pablo Zabaleta (L) jumps with Real Madrid's Portuguese forward Cristiano Ronaldo (R) during the UEFA Champions League Group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Yaya Toure of Manchester City reacts after being booked by Referee Gianluca Rocchi during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Shaun Botterill/Getty Images)

  • CORRECTION-FBL-EUR-C1-MAN CITY-REAL MADRID

    CORRECTING BYLINE IN CAPTION Manchester City's Argentinian defender Pablo Zabaleta (L) jumps with Real Madrid's Portuguese forward Cristiano Ronaldo (R) during the UEFA Champions League Group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Manchester City's Argentinian defender Pablo Zabaleta (L) jumps with Real Madrid's Portuguese forward Cristiano Ronaldo (R) during the UEFA Champions League Group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Manchester City's Spanish midfielder David Silva (R) is tackled by Real Madrid's Spanish midfielder Xabi Alonso (L) during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium, in Manchester, north-west England on November 21, 2012. AFP PHOTO / ANDREW YATES (Photo credit should read ANDREW YATES/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Portuguese forward Cristiano Ronaldo (L) goes down under a tackle from Manchester City's Spanish midfielder Francisco Javi Garcia (R) during the UEFA Champions League Group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PIERRE-PHILIPPE MARCOU (Photo credit should read PIERRE-PHILIPPE MARCOU/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Manchester City's Bosnian forward Edin Dzeko gestures during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium, in Manchester, north-west England on November 21, 2012. AFP PHOTO / PIERRE-PHILIPPE MARCOU (Photo credit should read PIERRE-PHILIPPE MARCOU/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Portuguese forward Cristiano Ronaldo appeals from the ground during the UEFA Champions League Group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PIERRE-PHILIPPE MARCOU (Photo credit should read PIERRE-PHILIPPE MARCOU/AFP/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Sergio Aguero of Manchester City celebrates scoring his team's first goal, from a penalty, to make the score 1-1 during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Shaun Botterill/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Iker Casillas of Real Madrid saves the attempt on goal of Sergio Aguero of Manchester City at close range during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Shaun Botterill/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Cristiano Ronaldo of Real Madrid reacts during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Manchester City fans react to Cristiano Ronaldo of Real Madrid during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Samir Nasri of Manchester City and his team-mates look dejected after conceding the opening goal during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Cristiano Ronaldo of Real Madrid battles for the ball with Maicon of Manchester City during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Cristiano Ronaldo of Real Madrid challenges Matija Nastasic of Manchester City during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Portuguese defender Pepe aplaudes the fans at the end of the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PIERRE-PHILIPPE MARCOU (Photo credit should read PIERRE-PHILIPPE MARCOU/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Portuguese manager Jose Mourinho (L) looks towards Manchester City's Italian manager Roberto Mancini (R) during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / ANDREW YATES (Photo credit should read ANDREW YATES/AFP/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Cristiano Ronaldo of Real Madrid battles for the ball with Matija Nastasic of Manchester City during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Manchester City's English goalkeeper Joe Hart waves as he leaves the pitch at the final whistle during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / ANDREW YATES (Photo credit should read ANDREW YATES/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Portuguese defender Pepe aplaudes the fans at the end of the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PIERRE-PHILIPPE MARCOU (Photo credit should read PIERRE-PHILIPPE MARCOU/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Portuguese manager Jose Mourinho reacts during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / ANDREW YATES (Photo credit should read ANDREW YATES/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Spanish goalkeeper and captain Iker Casillas waves at the end of the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PIERRE-PHILIPPE MARCOU (Photo credit should read PIERRE-PHILIPPE MARCOU/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Manchester City's Argentinian forward Carlos Tevez eyes the ball during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / ANDREW YATES (Photo credit should read ANDREW YATES/AFP/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Joe Hart of Manchester City and Iker Casillas of Real Madrid shake hands at the end of the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Portuguese forward Cristiano Ronaldo (L) vies with Manchester City's Serbian defender Matija Nastasic (C) as Manchester City's English goalkeeper Joe Hart (R) catches the ball during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PIERRE-PHILIPPE MARCOU (Photo credit should read PIERRE-PHILIPPE MARCOU/AFP/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: David Silva of Manchester City looks dejected during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Sergio Aguero of Manchester City scores his team's first goal, from a penalty, to make the score 1-1 during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Shaun Botterill/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Maicon of Manchester City reacts during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Manchester City's Bosnian forward Edin Dzeko takes a free kick during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Cristiano Ronaldo of Real Madrid challenges Matija Nastasic of Manchester City during the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Michael Regan/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Spanish goalkeeper Iker Casillas punches the ball away during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Manchester City's Argentinian forward Carlos Tevez (R) has his shot saved by Real Madrid's Spanish goalkeeper Iker Casillas (L) during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / ANDREW YATES (Photo credit should read ANDREW YATES/AFP/Getty Images)

  • Manchester City FC v Real Madrid CF - UEFA Champions League

    MANCHESTER, ENGLAND - NOVEMBER 21: Vincent Kompany of Manchester City protests to Referee Gianluca Rocchi at the end of the UEFA Champions League Group D match between Manchester City FC and Real Madrid CF at the Etihad Stadium on November 21, 2012 in Manchester, England. (Photo by Shaun Botterill/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Portuguese forward Cristiano Ronaldo (R) and Manchester City's Argentian defender Pablo Zabaleta (L) shake hands at the end of the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Portuguese forward Cristiano Ronaldo reacts to being beaten by Manchester City's English goalkeeper Joe Hart during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Real Madrid's Spanish defender Alvaro Arbeloa leaves the pitch after being sent off during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP/Getty Images)

  • FBL-EUR-C1-MAN CITY-REAL MADRID

    Manchester City's Argentinian forward Sergio Aguero scores a penalty during the UEFA Champions League group D football match between Manchester City and Real Madrid at The Etihad Stadium in Manchester, north-west England, on November 21, 2012. AFP PHOTO / PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP/Getty Images)