José Morales buried the winner in the seventh round of penalty kicks to propel Guatemala over Canada and into the semifinals of the Concacaf Gold Cup on Sunday in Minneapolis.

Following a 1-1 draw, Canada and Guatemala went goal for goal through the first four rounds of the shootout. Both their players missed in the fifth round, with Guatemala goalkeeper Kenderson Navarro saving Cyle Larin‘s attempt before José Pinto missed high.

The two sides made another round of shots before Canada’s Luc De Fougerolles hit the post. Morales responded by delivering a shot right down the middle with goalie Dayne St. Clair diving too far to his left, for the final 6-5 edge.

The result gives Guatemala its first semifinal appearance at a Gold Cup since 1996.

Canada played the second half with 10 men as Jacob Shaffelburg was shown a red card four minutes into first-half stoppage time for a foul on Stheven Robles.

Ex-United States player Rubio Rubín delivered the equalizer in the 69th minute for Guatemala, which will face the United States in the semifinals after the Americans beat Costa Rica later on Sunday.

Jonathan David had put the favored Canadians in front on a 30th-minute penalty kick goal into the bottom right corner of the net. It’s the second straight Gold Cup that Canada failed to reach the semis.

Information from Reuters was used in this recap.