Despite playing the final 74 minutes with a man advantage, the Colorado Rapids could manage just a 1-0 win over Guatemalan side Comunicaciones on Wednesday in Commerce City, Colo., and the visitors won a penalty shootout to advance to the quarterfinals of the CONCACAF Champions League.

Comunicaciones won the first leg 1-0 in Guatemala City on Feb. 17, so the two-leg, total-goal series finished tied 1-1.

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In the shootout, which lasted seven rounds, Comunicaciones emerged with a 4-3 win. Nicolas Samayoa delivered the winning shot after the Rapids missed each of their final three attempts and four overall.

Comunicaciones’ Stheven Robles received a straight red card in the 16th minute for a tackle that caught Colorado’s Auston Trusty above the knee. Max Alves scored for the Rapids in the 29th minute.