A below-par Tottenham Hotspur lost the first leg of their Europa League round-of-32 game against Gent 1-0 in Belgium.
Jeremy Perbet scored shortly before the hour mark to punish a sloppy performance from the Premier League side, who had failed to create many notable openings despite enjoying the majority of possession.
The closest Spurs came was three minutes into the second half when Harry Kane struck the outside of the post from close range.
Mauricio Pochettino named a strong side for the tie that included Hugo Lloris, Kyle Walker, Toby Alderweireld, Dele Alli and Kane.
But they were unable to prevent defeat when Danijel Milicevic broke down the left before setting up Perbet to shoot across Lloris and into the bottom right-hand corner of the goal after 59 minutes.