An injury-time equaliser from Bruno Duarte sealed a 1-1 draw for Vitoria SC against Arsenal on Tuesday and stopped the Gunners from qualifying for the last 32 of the Europa League.

The visitors looked set to claim a win that would have guaranteed their place in the knockouts when Shkodran Mustafi headed in Nicolas Pepe’s free kick 10 minutes from time.

However, Duarte’s acrobatic finish denied Unai Emery’s side from a fourth win in as many European games this season and means they must wait a little longer to secure a place in the next round.

It was nearly much worse for Arsenal, who saw Mustafi deflect a cross on to the post before Rochinha rifled a half-volley wide in the closing moments of a rain-soaked encounter in Guimaraes.