Defending champions Manchester City remain 22 points behind Premier League leaders Liverpool.
Pep Guardiola's men missed a penalty and had a player sent off in a 2-0 defeat to Tottenham.
Both the goals came after City defender Oleksandr Zinchenko was sent off in the 60th minute for a second bookable offence.
Newly signed Dutch winger Steven Bergwijn (63') scored on his debut, while Son Heung-min doubled the lead just eight minutes later.
Spurs have moved up to fifth in the table, four points behind fourth-placed Chelsea.
Elsewhere, Arsenal have now drawn their last four top-flight games after their match with Burnley finished goalless.


F1 confirms Abu Dhabi Grand Prix will close 2026 season
Norris wins Dutch GP as Antonelli stretches his F1 lead
Salah scores twice as Trabzonspor beat Basaksehir
Late Gvardiol strike earns Maresca winning start, Liverpool snatch last-gasp draw
Dutch GP re-starts after Verstappen crashes on opening lap
