Burnley had Ben Gibson sent off as they suffered a 3-1 loss at Olympiakos in the first leg of their Europa League qualifying play-off.
After Chris Wood's 33rd-minute penalty cancelled out a free-kick from the hosts' captain Kostas Fortounis, Olympiakos regained the lead through an Andreas Bouchalakis header in the 49th minute.
And Fortounis then converted a penalty of his own on the hour mark to extend the Greek side's advantage.
That spot-kick had been given for a handball by Gibson, who was shown a second yellow card - having also been booked for giving away the free-kick that led to Bouchalakis' goal.
Burnley - wearing black armbands as a mark of respect for club great Jimmy McIlroy, who died on Monday aged 86 - had a starting line-up featuring six changes from Sunday's 3-1 Premier League home loss to Watford.
Sean Dyche's men looked comfortable enough in the early stages but they fell behind in the 19th minute when play was allowed to continue after a collision between Jeff Hendrick and Lazaros Christodoulopoulos and Phil Bardsley brought down Daniel Podence just outside the visitors' box, with Fortounis curling the resulting fee-kick past Heaton in fine style.
Gibson and Wood then sent efforts off target, before Slovenian referee Slavko Vincic waved away Olympiakos penalty appeals after Podence went down in the box under the attention of Kevin Long.
Moments later, Vincic did point to the spot, in the other box, with Wood having gone to ground when challenged by Mohamed Camara. The former Leeds striker kept his cool to convert from 12 yards and Burnley were level.
There were more calls from the hosts for a penalty just before the interval as Fortounis' cross struck Stephen Ward's arm, but it was not given and Christodoulopoulos was booked for his protests to Vincic's assistant.
Vincic produced another yellow card shortly after the interval after Gibson gave away a free-kick with a foul on Fortounis, whose subsequent delivery was headed in by former Nottingham Forest midfielder Bouchalakis.
And a nightmare few minutes for Gibson then continued as Vincic judged he was guilty of a handball in the box and booked him again. Gibson trudged off and Fortounis slotted the penalty past Heaton.
Sam Vokes, who had come on for Johnann Berg Gudmudsson, thought he had netted another away goal in the closing stages but after he bundled the ball over the line the flag was raised for offside.
Celtic moved a step closer to the group stage with a 1-1 draw against Suduva in the first leg of their play-off in Lithuania although defensive concerns continue.
Midfielder Olivier Ntcham got the visitors off to a perfect start in the ARVI Football Arena when he headed in a Mikey Johnston cross in the third minute.
However, Ovidijus Verbickas levelled in the 13th minute with a headed goal which would have frustrated Brendan Rodgers, the Hoops boss having lamented poor defending in the Champions League qualifying exit at AEK Athens last week.
Connor Goldson kept Rangers on track for the Europa League group stages as his goal handed Steven Gerrard's side a 1-0 win over Ufa.
The former Brighton defender's close-range header ensures Rangers head to the Russian Republic of Bashkortostan next Thursday packing a slender first-leg lead.
The result saw Gerrard rack up his 10th game without defeat since taking over in the summer but the Gers boss will be frustrated his side did not put the tie to bed.
Kyle Lafferty was back in blue a day after completing his Rangers return from Hearts but he could not cap off a dream second debut with a goal.
Cork City's conquerors Rosenborg beat Macedonian side KF Shkendija 3-1 at home. Former Arsenal striker Nicklas Bendtner was on the scoresheet.
