WOLFSBURG, Germany (AP):
Three-time winners Manchester United crashed out of the Champions League yesterday losing 3-2 to Wolfsburg who advanced to the round of 16 for the first time.
Anthony Martial put United ahead in the 10th, but Naldo volleyed in the equaliser in the 14th. Vieirinha regained the lead for Wolfsburg in the 29th, before an own goal by Joshua Guilavogui in the 82nd tied the score. But two minutes later, Naldo scored his second with a header to seal Wolfsburg's victory.
The loss, coupled with PSV Eindhoven's 2-1 home victory over CSKA Moscow, dropped United to third place in Group B, meaning that they will now play in the Europa League.
Wolfsburg won the group with 12 points and PSV also advanced with 10 points, two more than United.
Manchester United's neighbours, Manchester, advanced as winners of their group with a 4-2 win over Borussia Moenchengladbach.
Raheem Sterling netted in the 80th and 81st minutes and Wilfried Bony scored in the 85th to spark City's turnaround after a listless first-half performance at Etihad Stadium, where 'Gladbach recovered from conceding early to David Silva.
To qualify in first place, City also needed Juventus to lose in Sevilla. The Italian champions obliged for City, losing 1-0 in Group D.
In Madrid, Cristiano Ronaldo became the first player to score 10 goals or more in the group stage of the Champions League, claiming four. Real Madrid whipped Malmo 8-0.
The Portuguese striker reached 11 goals in six games, surpassing nine scored by Luiz Adriano with Shakhtar Donetsk last season. Ronaldo also scored nine times in the 2013-14 season.
Ronaldo also set up two goals by Karim Benzema, who scored a hat-trick at the Santiago Bernabeu Stadium.
The game meant little for Madrid because they had already secured first place in Group A.
Other results: Benfica 1 Atletico Madrid 2; Paris Saint-Germain 2 Shakhtar Donetsk 0; Galatasaray 1 FC Astana 1; PSV Eindhoven 2 CSKA Moscow 1.