Cinsinnati Masters second seed suffered a 0-6, 6-7 (7) loss to top-seeded Roger Federer in the finals of the Western & Southern Open on Sunday afternoon.
Second-seeded Novak charged into the Western & Southern Open semi-finals with a convincing 6-3, 6-2 victory over Marin Cilic and moved within one win of back-to-back ATP World Tour Masters 1000 finals.
No.2 seed claimed the first set 6-0 in 31 minutes when no. 50-ranked Nikolay Davydenko retired. Novak will meet no.12 seed Croat Marin Cilic for a place in the ATP World Tour Masters 1000 event semi-finals.