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.