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A much-changed Tottenham Hotspur lost to Pacos de Ferreira in the Europa Conference League play-off first leg.
Nuno Espirito Santo left the entire starting XI from Sunday's 1-0 win over Manchester City - and Harry Kane - at home and were poor in Portugal.
Lucas Silva ran in behind Cristian Romero too easily to latch on to Nuno Santos' through ball and slot into the bottom corner for the only goal.
Spurs failed to have a single shot on target.
Their European campaign - in the new third-tier tournament - will be over in August unless they win next Thursday's second leg at Tottenham Hotspur Stadium.
Spurs boss Nuno started three summer signings - defender Romero, winger Bryan Gil and goalkeeper Pierluigi Gollini.
Teenagers Nile John and Dane Scarlett also made their first starts for the club - and J'Neil Bennett and Maksim Paskotsi came on for debuts - but there were no real standout performances.
Line-ups
Paços de Ferreira
Formation 4-2-3-1
- 13Magalhães Ribeiro Ferreira
- 29Ferreira Fonseca
- 32da Silva Ramos
- 2Costa Baixinho
- 5Pacheco Antunes
- 46Eustáquio
- 22Martins MoreiraBooked at 66mins
- 7Castro FerreiraBooked at 34minsSubstituted forSilva de Jesusat 72'minutes
- 77Valente SantosSubstituted forBobó Djalóat 62'minutes
- 23da Silva de JesusSubstituted forDelgadoat 72'minutesBooked at 74mins
- 10Pereira JuniorSubstituted forSousa Silvaat 88'minutes
Substitutes
- 3Reis Lima
- 8Ibrahim
- 9Silva de Jesus
- 12Menezes de Almeida
- 15Delgado
- 16Bobó Djaló
- 20Alves Bastos
- 21dos Santos Silva
- 25Ferreira de Oliveira
- 26Guerra Pires
- 45Sousa Silva
- 99Da Silva Souza
Tottenham
Formation 3-4-2-1
- 22Gollini
- 38Carter-VickersSubstituted forPaskotsiat 87'minutes
- 4Romero
- 33DaviesBooked at 31mins
- 2Doherty
- 18Lo Celso
- 8Winks
- 19R SessegnonSubstituted forBennettat 81'minutes
- 43JohnSubstituted forClarkeat 45'minutes
- 11GilBooked at 90mins
- 44Scarlett
Substitutes
- 40Austin
- 42White
- 47Clarke
- 48Paskotsi
- 50Cesay
- 51Craig
- 52Craig
- 53Lyons-Foster
- 55Mundle
- 56Bennett
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