Fulham defender Luc de Fougerolles missed a sudden-death spot-kick as ten-man Canada were knocked out of the Gold Cup on penalties by Guatemala at the quarter final stage tonight.

The Guatemalans progressed to the last four when, after a 1-1 draw, de Fougerolles rattled the crossbar with his effort from twelve yards before Jose Morales stroked home his penalty to send the underdogs to their first semi-final for 29 years. Canada had taken the lead on the half hour mark through Jonathan David’s penalty, but the complexion of an edgy quarter-final completely changed when winger Jacob Schaffelburg was sent off in first half stoppage time.

Guatemala were galvanised by their numerical advantage and equalised through a bullet header from Rubio Rubin. Jesse Marsch’s side struggled after that equaliser and the eventual penalty shoot-out was full of drama. Cyril Larin saw his effort saved for Canada before Jose Pinto missed. de Fougerolles, who had missed a paneka earlier this summer, went for power this time but his spot-kick cannoned off the crossbar, allowing Pinto to make history.