Some Syrians viewed the match as a rare chance to put war to one side and just enjoy a good game. For others, those tensions were inescapable, prompting one Istanbul cafe to advertise its screening as a politics-free zone.
According to Anas Ammo, a Syrian sportswriter, at least 13 league football players are currently missing or in government detention. Almost 50 have been killed by government forces.
The game also featured unusual geopolitical undertones, with Syria facing a team backed by an Iranian state that has bankrolled and militarily supported Assad's brutal conflict against opposition forces. This prize was a spot in a World Cup championship held in Russia, Assad's other main backer.
"For me, it's like seeing Iran's A team against its B team," said Ali Haddad, a civil engineer who built major football stadiums back in Syria, before fleeing the war and taking up residence in southern Turkey.
As the match wore on and the slicker Iranian team pulled ahead with two goals, fans in the Beirut suburb of Hamra veered between hope and resignation.
"No one expected us to achieve like this. Not even me, but here we are just a match away from the big one," said Ahmed Mohamed, an English-language student in Beirut who counts himself as the team's "most optimistic fan."
Not everyone saw the fairy tale. Critics accused Assad of using sports - especially football - to boost the Government's legitimacy as his armed forces remain locked in one of the century's most devastating wars. Almost six million refugees have poured out of Syria since 2011. Monitoring groups say government forces are responsible for the overwhelming majority of the conflict's almost half a million dead.
"My heart still loves Syria and will always want the team to do well. Then my head tells me what this regime has done to its people, and I realise the game is just another step toward Assad turning a page on the destruction of his country," said Haddad.
Dejection also set in among supporters as the match crossed into stoppage time with Iran ahead 2-1. Syrian state television showed hordes of supporters sitting glumly by a statue of Assad's late father and longtime president, Hafez Assad. In Beirut, men and women slumped with heads in hands.
And then came Syria's equaliser, sending the crowds into paroxysms of delight and disbelief. The scorer was 28-year-old Omar Somah, a striker who only recently returned to the team after four years in exile. In Tehran's Azadi Stadium, cameras caught a member of the Syrian team's coaching staff sliding down on his knees and screaming joyfully with tears in his eyes.
A draw in a parallel match between Uzbekistan and South Korea had guaranteed Syria a place in the playoff rounds and another shot at World Cup qualification.
In Beirut, Majd Sarsar, a student from Damascus, described the final whistle as a moment of unity for a nation sorely lacking in hope. "This wasn't about politics for me; it was just about sport. But tonight I feel together with my countrymen. I do. And we needed that."