Manchester City's Champions League campaign ended in disappointment as they beat Bayern Munich but finished behind Napoli, who secured the win they needed against Villarreal.
The odds were always against City after their defeat in Napoli - but they were offered brief hope of reaching the knockout phase as goals either side of the interval from David Silva and Yaya Toure put them in command against Bayern.
For a few tantalising moments City looked set to claim the precious qualifying place as Napoli struggled to break down Villarreal, but Etihad Stadium was plunged into eerie silence as news of the Italians' goals in Spain filtered through.
And on a black night for Manchester, City must now take their place alongside neighbours United - who also went out after losing 2-1 away to Basel - in the Europa League after learning harsh lessons of life in the Champions League during their first campaign.
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Manchester City F.C. FC Bayern Munich football uefa champions league leaders Association Football UEFA Champions League Soccer Chelsea United Chelsea F.C. Manchester United F.C. Goal Arsenal Highlights Goals Liverpool Cup Match city 2-0 Bayern europa shock failure