Marcos Senna's brilliant free-kick consigned Celtic to yet another defeat on their Champions League travels as they lost 1-0 to Villarreal.
Celtic striker Georgios Samaras squandered a great chance just before the interval when he fired straight at Diego Lopez.
And the visitors were made to pay for that miss after Paul Hartley fouled Joseba Llorente 25 yards from goal as Senna curled the ball past Artur Boruc who had yet another busy evening.
Celtic manager Gordon Strachan's bold line-up, packed with attack-minded players, promised a more open game than perhaps the Scots had indulged in during their recent barren seasons away in Europe.
But when the final whistle sounded, after 90 minutes of mostly chasing a slick-moving Spanish side, their future in this season's competition was left in tatters.
After drawing 0-0 with Danish side Aalborg in their first game, they will need to find something special if they are to get past Manchester United or Villarreal to reach the last 16 for the third season in succession.
The Hoops had taken one point from a possible 45 away from Parkhead in this stage of the competition before their second Group E game of this campaign. Make that one from 48 now.
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