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In the first round proper, he dismantled Kazakhstan's Andrey Golubev, ranked 38th in the world, without dropping serve once in a match that lasted just more than an hour and a half.
Simon, a former world number six, was supposed to be Murray's first test this year but he could not recover after after dropping serve to love in the opening game.
Serving for the match in game 10 of the second set, the German blew a 40-0 lead, saved two break-back points and wasted a fourth match point before finally dropping serve.
Venus had also made a dire start, immediately dropping serve and nearly slipping two breaks down.
5 seed hit back, storming into a 4-0 lead in the decider and held her nerve after dropping serve again in the fifth game to eventually wrap up victory after two and a half hours.