Complex sentence: On 22 June, his side drew 2--2 against Portugal in the second group match, after leading 2--1 until the final seconds of stoppage time where Cristiano Ronaldo sent a cross in that was headed past U.S. goalkeeper Tim Howard by Silvestre Varela.
Split into simpler sentences: On 22 June, his side drew 2--2 against Portugal in the second group match. The score stayed that way until the final seconds of stoppage time where Cristiano Ronaldo sent a cross in that was headed past U.S. goalkeeper Tim Howard by Silvestre Varela.