France's Gael Monfils ended the hopes of British number two Kyle Edmund with a straight-set win on Centre Court.
Monfils, the 15th seed, won 7-6 (7-1) 6-4 6-4 to reach the third round - and leave Britain with four players in the last 32 of the singles.
Andy Murray, Johanna Konta, Aljaz Bedene and Heather Watson will all play third-round matches on Friday.
Jamie Murray and Brazil's Bruno Soares beat Roman Jebavy and Jiri Vesely 7-6 (9-7) 6-2 6-4 in the doubles.
Monfils, 30, goes on to face compatriot Adrian Mannarino or Japan's Yuichi Sugita in round three.