In the Europa League, Spurs beat AZ 1-0 at home in the league phase and must now attempt to outdo the Eredivisie’s fifth-placed side over two legs, the second of which will be played at home.
Those earlier meetings were in Europa League and Champions League group-stage ties, Mikel Arteta’s side winning two and losing once before most recently drawing 1-1 in December 2023.
Nonetheless, Liverpool can point to a league phase in which they dismissed the likes of Real Madrid, Bayer Leverkusen and AC Milan.
The Eredivisie side are buoyant after completing a comeback win over Juventus in the playoffs and also beat an under-strength Liverpool on matchday eight of the league phase.
Liverpool will face Paris Saint-Germain in a Champions League round of 16 tie that provides a significant hurdle in their attempt to lift the trophy for the first time since 2019.