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.


Manchester United rescue dramatic 4-4 draw with Aston Villa
Norris wins in Brazil as Mercedes take constructors' title
Arwa Ali wins 100m silver for UAE at Dakar Youth Olympics
Pollock doubles as England outclass Australia with record win
Alcaraz beats error-prone Shelton to win Paris Masters
