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Andy Murray's five most painful Grand Slam defeats revisited

Andy Murray

Andy Murray crashed out of Wimbledon as Roger Federer sealed a straight-sets win over the Scot to go through to Sunday's final.

Playing the kind of untouchable tennis that has brought him 17 Grand Slam titles, Federer dismantled Murray to reach his 10th Wimbledon final and put him within one victory of a record eighth championship at the All England Club.

Murray has now lost four semi-finals at the All England Club. It was also an unlucky 13th career defeat to Federer for Murray, who has beaten the Swiss player 11 times, as his wait for a second Wimbledon title continues.

Here, we delve into the archives and look at Murray's five most painful Grand Slam defeats.

2011: Australian Open final, lost to Novak Djokovic 6-4 6-2 6-3

Andy Murray reacts during his men's final match against Novak Djokovic at the Australian Open on January 30, 2011
Image: Murray suffered a chastening defeat to Djokovic in 2011

Murray's troubles at the crunch end of major tournaments continued as he was blown away in a chastening defeat to Djokovic. It was a particularly poor performance from the British No 1, and one which meant he had failed to take a set from his first three Grand Slam finals.

2012: Wimbledon final, lost to Roger Federer 4-6 7-5 6-3 6-4

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Roger Federer shakes hands with  Andy Murray after victory in 2012 Wimbledon final
Image: Federer beats Murray in the 2012 Wimbledon final

Murray's tearful speech after losing in four sets to Federer will be forever remembered as the Scot laid bare his heartache at failing to end Britain's 76-year wait for a men's Wimbledon champion. It was Murray's fourth consecutive Grand Slam final defeat.

2013: US Open quarter-final, lost to Stan Wawrinka 6-4 6-3 6-2

Andy Murray of Great Britian sits on the sideline as he plays against Stanislas Wawrinka of Switzerland during their 2013 US Open men's singles quarterfina match at the USTA Billie Jean King National Tennis Center in New York on September 5, 2013.
Image: Stan Wawrinka ends Murray's hopes at the US Open in 2013

Riding high after his memorable Wimbledon triumph, Murray was brought crashing down to earth by Wawrinka, who blasted the Briton off the court in a convincing victory at Flushing Meadows. Murray's loss marked a bitterly disappointing end to the defence of the first major title he had won 12 months before.

2014: Wimbledon quarter-final, lost to Grigor Dimitrov 6-1 7-6 (7-4) 6-2

LONDON, ENGLAND - JULY 02:  Andy Murray of Great Britain and Grigor Dimitrov of Bulgaria after their Gentlemen's Singles quarter-final match on day nine of
Image: Grigor Dimitrov sends defending champion Murray out

A difficult year since being crowned champion at the All England Club ended in a shock straight-sets loss to the talented Dimitrov. Murray had undergone back surgery and changed coach since his 2013 triumph on Centre Court, but the margin of defeat was a huge surprise as the Scot went out with a whimper.

2015: Wimbledon semi-final: lost to Roger Federer 7-5 7-5 6-4

Andy Murray looks dejected after his semi-final defeat against Roger Federer at Wimbledon
Image: Murray is dejected after a masterful display by Federer

Murray entered the match as slight favourite after a superb first half of the year but the 28-year-old was blown away by a sublime Federer performance. In the pair's first match-up on Centre Court since the 2012 Olympic final, Federer offered his opponent just one break point as he sealed an emphatic win to move one step away from a record eighth Wimbledon title.