Tottenham endured an embarrassing night in Slovenia as they were beaten 2-1 by the lowest-ranked team in the Europa Conference League, going down 2-1 to NS Mura in Maribor.
New boss Antonio Conte will have watched on with horror as his side lost at the death to a team with a UEFA coefficient ranking of 341.
Even though they were reduced to 10 men just after the half-hour when Ryan Sessegnon was sent off, Spurs should still have had enough to see off opposition who had lost their previous four games in the competition and are mid-table in the Slovenian league.
Instead they lost to Amadej Marosa’s stoppage-time goal after Harry Kane had earlier cancelled out Tomi Horvat’s shock opener.
The defeat means Spurs will likely have to beat Rennes in their final game to be assured of qualification for the knockout stages and they can no longer qualify as group winners, meaning they will have to play an extra round.
More to follow.
Tottenham travel to Burnley in the Premier League on Sunday at 2pm.