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
2009 Wimbledon Championships the match. The 30-game fifth set in the men's final was the longest set in Wimbledon finals history. The 2009 Championships took place during an extended period of hot, dry weather in southeast England, meaning that it was not until day seven of the tournament (29 June) that the newly-constructed Centre Court roof was closed for the first time due to rain, delaying a fourth round match between Amélie Mauresmo and Dinara Safina. The following match between Andy Murray and Stan Wawrinka was the first full match to be played under the new roof; owing to the new floodlights, the