The Champion League winner 2005 Liverpool Crying after were sent tumbling out of the Champions League on Tuesday night after Fiorentina secured their progress to the knockout stage. But in Nou Camp Barcelona Come Back to revived after win 2-0 against Inter Milan.
David Ngog scored for Liverpool battled to a 1-0 win over Group E minnows Debrecen, but the result was academic as a Juan Vargas penalty in Florence took the three points Fiorentina needed as they beat Lyon to reach the last 16 for the first time.
The Reds, who conclude their Champions League campaign against Fiorentina at Anfield next month, must now content themselves with a place in the Europa League.
Barcelona moved two points clear at the top of Group F after producing a classy display to defeat Inter Milan at Camp Nou. Barca could have found themselves out of the competition if results had gone against them but Pep Guardiola's side are now within touching distance of a place in the last 16 after brushing aside Inter thanks to early goals from Gerard Pique and Pedro Rodriguez. The result leaves Barca on eight points after five games, two clear of Inter and Rubin Kazan and three above Dynamo Kiev - who played out a goalless draw with Rubin in Tuesday's other Group F contest.
Arsenal secured a place in the last 16 with a 2-0 win over Standard Liege at Emirates Stadium. First-half goals from Samir Nasri and Denilson, smashing in a 30-yard strike, set the Gunners on their way to the knockout stages for the tenth campaign in succession as they won Group H with a match to spare. In the group's other game, AZ Alkmaar slipped meekly out of the competition with a goalless draw at home to Olympiakos. Ronald Koeman's side needed a win to keep alive any hope of progressing after taking just two points from their opening four games, but they were unable to find a way past visiting goalkeeper Antonis Nikopolidis as Olympiakos moved three points clear of third-placed Standard with one game remaining.
Rangers crashed out of Europe with a dispiriting home defeat to Stuttgart in their penultimate Group G match. There will not even be the consolation of a Europa League spot for Walter Smith's side after a routine dismantling by the German side, who scored either side of the break through midfielders Sebastian Rudy and Zdravko Kuzmanovic. A calamitous Ivica Dragutinovic headed own goal inflicted Sevilla's first defeat in the tournament this season as Unirea Urziceni remained on course for a place in the next round with a 1-0 win. Despite a host of further chances, the second-placed Romanians had to be content with the solitary goal and meet Stuttgart in their final Group G game next month as they bid to join Sevilla in the knockout stages.