Lyon sealed their place in the last 16 of the Champions League as Liverpool's rocky season continued with a 1-1 draw at the Stade Gerland.

The much-maligned Ryan Babel scored a wonderful goal with just seven minutes left and if Liverpool could have hung on to that lead they would still have had a realistic chance of reaching the last 16.

But when Lisandro Lopez struck an equaliser in the final seconds for Lyon, Liverpool knew their own hopes were left hanging by a thread.

Fiorentina's 5-2 win over Debrecen keeps them firmly in second spot in Group E and Rafael Benitez's Liverpool will need a miracle after this devastating blow.

Two goals in the last five minutes spared Jose Mourinho's blushes at Dynamo Kiev and reignited Inter Milan's campaign in Group F with a 2-1 win.

Andrey Shevchenko, a legend at Inter's city rivals AC Milan, scored the only goal of the first half after 21 minutes, but Inter piled on the pressure in the second period and it paid off as the in-form Diego Milito equalised in the 86th minute and Wesley Sneijder won it a minute from time.

Even a draw would have kept the Italians bottom of Group F, but as it was they went top - a point ahead of Rubin Kazan and Barcelona, who played out a 0-0 draw earlier.

Sevilla booked their spot in the last 16 by holding on for a 1-1 draw against battling Stuttgart at the Ramon Sanchez-Pizjuan, while Rangers' hopes were left in the balance when a late equaliser from Unirea Urziceni denied them a first victory in the tournament this season.

Lee McCulloch thought he had secured the win with a superb strike with just 11 minutes to go but Unirea hit back to claim a 1-1 draw when substitute Marius Onofras grabbed a last-gasp leveller.

Arsenal all but secured their place in the last 16 after taking apart AZ Alkmaar 4-1 at Emirates Stadium, while Standard Liege's 2-0 win over Olympiacos means, mathematically, Arsene Wenger's side could yet be overtaken for the top two places in Group H.