Jose Mourinho's Tottenham were dumped out of the Europa League by a resurgent Dinamo Zagreb after extra time on a night of high drama in Croatia.
Beaten by fierce rivals Arsenal in the north London derby on Sunday, but taking a two-goal lead onto the European mainland following their first-leg win, Spurs eventually succumbed to a hat-trick from Mislav Orsic.
And their European exit will only serve to increase the pressure on under-fire Portuguese boss Mourinho, despite the upcoming Carabao Cup final against Manchester City.
Mourinho made seven changes from the weekend but saw Orsic curl home a superb opening goal just past the hour mark to give the hosts hope.
And he swept home a second eight minutes from time to level the aggregate score and force the extra period, with Harry Kane denied a last-gasp winner by a superb save from Dominik Livakovic.
Orsic fired home the winner at the start of the second period of extra time, with Kane denied a decisive away goal again by Livakovic in the final stages.
Tottenham: Lloris, Aurier (Bergwijn 108), D Sanchez, Dier, Davies (Reguilon 90), SIssoko, Winks (Ndombele 68), Lamela (Bale 60), Alli (Lo Celso 68), Lucas Moura (Vinicius 85), Kane.
Unused subs: Doherty, Alderweireld, Hart, Tanganga, Scarlett, Lavinier.
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