Andy Murray tie. At the Masters, Murray lost in the first round in Miami, Monte Carlo and Rome. Murray went out of the tournaments in Indian Wells and Hamburg in the second round. Murray reached his first Masters semi-final in Toronto at the Rogers Cup, losing to Richard Gasquet. At Cincinnati, Murray became only one of two players, alongside Rafael Nadal, to defeat Roger Federer in 2006, breaking the Swiss star's 55 match winning streak on hard courts. He lost two rounds later to Andy Roddick, but broke into the top 20 for the first time. In the final two Masters events
The Championships, Wimbledon rain did not stop play for a lengthy time on Centre Court. The Club tested the new roof at an event called "A Centre Court Celebration" on Sunday, 17 May 2009, which featured exhibition matches involving Andre Agassi, Steffi Graf, Kim Clijsters and Tim Henman. The first Championship match to take place under the roof was the completion of the fourth round women's singles match between Dinara Safina and Amélie Mauresmo. The first match to be played in its entirety under the new roof took place between Andy Murray and Stanislas Wawrinka on 29 June 2009. Murray was also involved