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But the Italian retained her composure to hit two aces and another drop shot winner to win the tiebreaker.

Oprandi again broke Clijsters in the second game of the second set and held her serve to record her biggest career win.

Jelena Dokic of Australia overpowered Alla Kudryavtseva 6-0, 6-4, while Kimiko Date-Krumm beat Lourdes Dominguez Lino 7-6 (3), 6-0 to set up a quarterfinal with Oprandi.

Clijsters‘ defeat means the top seeds in the men’s and women’s draw have both been knocked out. Michel Berrer of Germany beat Spaniard Nicolas Almagro 3-6, 7-6 (5), 6-4 in a first-round match on Monday.

Huta Galung edged Julian Reister of Germany 6-2, 3-6, 7-5. Also, fifth-seeded Jarkko Nieminen beat Maximo Gonzalez 7-5, 6-1.