Manchester United had a bad night in Europe on Thursday night.
Their hopes of winning the Europa League ended with a 3-0 quarter-final second leg loss to Sevilla in Spain.
Here, the PA news agency looks at five other nights to forget for United in Europe.
Sporting Lisbon 5 Man Utd 0 (Sporting won 6-4 on aggregate) – Cup Winners’ Cup quarter-final, March 18 1964
Man Utd 0 Fenerbahce 1 – Champions League group stage, October 30 1996
Zalaegerszeg 1 Man Utd 0 – Champions League preliminary round first leg, August 14 2002
In 2001/02, United failed to finish in the top two for the first time in the Premier League. That forced them into the Champions League qualifiers, and they were handed a scare when they travelled to Hungary and suffered a shock to defeat to their little known hosts thanks to Bela Koplarovic’s last-minute goal. United would win the second leg 5-0 but this was still a humbling night in the club’s history.
Basel 2 Man Utd 1 – Champions League group stage, December 7 2011