The world number one was beaten 3-6, 6-4, 6-4 by Germany's Tommy Haas at the invitational Kooyong Classic.
The 39-year-old German, awarded a wildcard for his 16th and final appearance at the All England Club, had to accept his body was "not cooperating anymore" as he slumped to a 6-2, 3-6, 6-3, 7-5 first-round defeat by Belgian qualifier Ruben Bemelmans.
Andy Murray's hopes of a first Grand Slam quarter-final ended in disappointment when he was beaten 6-1, 5-7, 6-3, 6-0 by seventh seed Nikolay Davydenko of Russia.\n\n
The 10th seed reached his first grand slam final in which he will play world number one Roger Federer on Sunday.
Roger Federer will be chasing a sixth Halle Open title after setting up a final showdown with fellow 30-something Tommy Haas on Saturday.
Russian Nikolay Davydenko saw off Tommy Haas in the U.S. Open quarter-finals for the second successive year, beating the German 6-3 6-3 6-4 on Wednesday to reach the last four without dropping a set.
Sam Querrey reached his third consecutive ATP final by upsetting top-seeded German Tommy Haas 6-3 7-5 at the LA Open on Saturday.
In the semi-finals, the 13th seeded Murray will meet 12th seed Novak Djokovic of Serbia, who overpowered 14th seed David Ferrer of Spain 6-3 6-4.
Tommy Haas showed he was still capable of springing a surprise at the age of 34 by ending a three-year title drought and beating second seed Roger Federer 7-6, 6-4 in the Halle Open final on Sunday.
Roger Federer slumped to a shock 2-6, 7-6(8), 6-4 loss to German veteran Tommy Haas at the Stuttgart Open on Wednesday in a disappointing comeback after the 18-times grand-slam champion missed the entire claycourt season.
Sumit Nagal got the big break as he was the highest ranked player in that draw.
Rafael Nadal withdrew from Indian Wells on Wednesday on the eve of his first-round match.
The American secured the eighth and last spot at the season-ending tournament Tommy Haas pulled out of his Paris Masters semi-final against Slovak Dominik Hrbaty.
Tommy Haas will take on Nicolas Kiefer in the final of the Mercedes-Benz Cup.
Indian tennis star Somdev Devvarman's first-round jinx continued as he lost in straight sets to German wild card Tommy Haas to bow out of the Stockholm Open.
Roger Federer is one match away from a record 15th Grand Slam title after easily beating Germany's Tommy Haas in the semi-finals.
World number one Roger Federer reached the last four of the Pacific Life Open without hitting a shot on Friday when his quarter-final opponent Tommy Haas pulled out with a sinus infection. Swiss Federer, three times champion at Indian Wells and seeking his first ATP title of the year, will next meet unseeded American Mardy Fish, who scraped past seventh-seeded David Nalbandian of Argentina 6-3, 6-7, 7-6.
German veteran Tommy Haas provided a reminder of his claycourt skills to beat Stanislas Wawrinka on Thursday and reach the quarter-finals of the Rome Masters where Rafael Nadal and Andy Murray will resume their rivalry.
His opponent Tommy Haas withdrew on Sunday with an abdominal muscle strain.
Tommy Haas became the oldest man to reach a Grand Slam quarter-final since 2005 with a 6-1, 6-1, 6-3 thrashing of Russia Mikhail Youzhny at the French Open on Monday.
The Spaniard lost 6-4, 7-6 to France's Marc Gicquel in the first round of the Lyon tournament.
Mario Ancic's defeat left only two players, American James Blake and German Tommy Haas, in contention for the last remaining slot at the season-ending Masters Cup.
Novak Djokovic, one of the most high-profile unvaccinated athletes in the world, has applied for special permission to enter the United States to play at the Indian Wells and Miami Open.
The top seed stormed into the Qatar Open final with a 6-3, 6-3 win over Germany's Tommy Haas.
World No 2 Roger Federer rediscovered his touch in time to down Germany's Tommy Haas 6-7, 5-7, 6-4, 6-0, 6-2 and reach the quarter-finals of the French Open on Monday. The 27-year-old Swiss, chasing the only Grand Slam title to have eluded him, was two sets and 3-4 down facing a break point when he recovered to hold serve and went on to win eight games in a row.
Roger Federer eased through to the Halle Open final with a 6-4, 7-6 win over Germany's Tommy Haas.
Tommy Haas and Alexander Waske rallied the Germans to a 2-1 win over favourites Argentina.
Roger Federer cruised into the quarter-finals of the PNB Paribas Open at Indian Wells on Wednesday after Wimbledon champion Andy Murray and Australian Open winner Stanislas Wawrinka both fell in the fourth round.
Lleyton Hewitt breezed into the last four of the Tennis Channel Open with a 6-2, 6-0 win over Philip Kohlschrieber
In the semi-finals, Agassi beat German fourth seed Tommy Haas, while Johansson beat fellow-Swede Michael Ryderstedt.
Both scored straight-set victories in Friday's semi-finals.
Novak Djokovic believes he has left his recent poor form behind and will be in top shape when he leads Serbia in this weekend's Davis Cup quarter-final tie against the United States.
Defending champion Novak Djokovic, playing his second match in four hours, stormed into the semis of the Toronto Masters on Friday while Canadian Milos Raonic failed to deliver a similar outcome for the home crowd.
Marat Safin paid the price for his later-than-scheduled arrival at the Hopman Cup as top seeds Russia suffered a shock defeat to Germany.
Aiming to win their third French Open crown together, Indian veterans Leander Paes and Mahesh Bhupathi have been seeded third in the clay-court Grand Slam. They open their campaign against the German pair of Tommy Haas and Philipp Petzschner.
The first and third seeds were beaten by Tommy Haas and Cyril Saulnier respectively in the quarter-finals of the Mercedes-Benz Cup.