Federer crashes out in Toronto

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Top seed Federer won the opening set against Gilles Simon but the unseeded Frenchman turned things around to record a 2-6 7-5 6-4 success.

Nadal, meanwhile, claimed a comfortable 6-4 6-2 victory over American qualifier Jesse Levine.

Fourth seed Nikolay Davydenko defeated Tommy Haas 6-3 7-6 (8/6), while fifth-seeded Spaniard David Ferrer moved into the third round with a 6-4 6-4 victory over Robby Ginepri.

James Blake overcame a slow start to clinch a 1-6 6-1 6-2 triumph over Jonas Bjorkman, but 12th seed Tommy Robredo suffered a 6-3 6-4 defeat against Marin Cilic.

Stanislas Wawrinka, the world number 10, was a 6-3 6-4 second-round winner against Russia's former world number one Marat Safin.

Richard Gasquet, Igor Andreev, Robin Soderling, Dimitry Tursunov, Jose Acasuso and Nicolas Kiefer also progressed on Wednesday.