ANGE POSTECOGLOU NIGHTMARE AS HORTOW OWN GOAL SEES TOTTENHAM FALL TO AZ ALKAMAAR IN EUROPA LEAGUE

Tottenham will go into the second leg of their Europa League round of 16 tie against AZ Alkmaar down 1-0 after a first half own goal by Lucas Bergvall proved costly for Spurs.

Ange Postecoglou's men had a chance in the late stages of added on time to grab an equaliser but Wilson Odobert's header went over the bar on Friday morning.

Tottenham was lucky to walk away with a one-goal deficit as AZ Alkmaar was the better team and applied pressure more often.

Tottenham only had one shot on target all night and will now look to pile on the pressure with their attacking style to overcome the 1-0 deficit next week in the second leg at home, which will be played at 7am AEDT next Friday.

The own goal from Bergvall occurred during the first corner of the match as he tried to clear it but instead shanked it high catching his gloveman off guard.

Lucas Bergvall's own goal. Getty

Tottenham had beaten the Dutch team 1-0 in the league phase at home in October.

Elsewhere, Manchester United settled for a 1-1 draw with Real Sociedad.

United led on Joshua Zirkzee's goal in the 58th minute but the hosts equalised 12 minutes later after Bruno Fernandez's hand ball. Mikel Oyarzabal sent Andre Onana the wrong way from the penalty spot.

The Europa League could be a way for United to finish the season with a trophy after crashing out of the FA Cup.

Tottenham's Djed Spence did his best to stop the floater. Getty

Rangers took a big step toward the quarter-finals by stunning José Mourinho's Fenerbahce 3-1 in Istanbul.

Mourinho won the Europa League with Man United in 2017.

Czech forward Václav Černý scored twice and Cyriel Dessers had a goal and an assist for Rangers.

Dessers gave them a dream start putting them ahead six minutes into the game.

Substitute Alexander Djiku equalised in the 30th off a corner kick after half an hour. Djiku came on early to replace injured Çağlar Söyüncü in the 16th.

Černý restored a one-goal advantage for Rangers late in the first half from a tight angle on a counter with Dessers setting him up and added another one nine minutes from time.

- Sacha Mirzabegian, with AP