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They trailed for nearly the entire 80 minutes but showed remarkable character to fight to the death and condemn Italy to the Wooden Spoon.
It had started so well for the hosts when they worked the ball down the blindside for Leonardo Sarto, who finished well in the corner for an unconverted try.
Italy continued to dominate proceedings, particularly at the lineout and scrum, but Scotland defended valiantly even when Finn Russell went off injured.
They got their reward when Leonard got them on the board with a pair of penalties sandwiched by an effort from John Apperley just before half time as Scotland went in just 8-6 down.
Italy continued to dominate the set piece but failed to turn more of their dominance into points, although a 56th minute Apperley penalty increased their lead to five points.
The hosts nearly had the try their play deserved when a loose ball was hacked down field but Clermont centre Mark Bennett was just able to win the footrace.
But a second Apperley penalty after the break did extend their lead and when he landed his fourth kick it seemed the game was over for the Scots.
Yet while Leonard remained on the field in the Scottish ranks they had hope and so it proved as it was his break which laid the platform for the impressive Bennett to smash his way through three Italian tacklers to touch down and close the gap to three points.
The tide had now turned 180 degrees and the Italian players seemed out on their feet, particularly when the referee administered a sin-binning.
And Scotland took full advantage of their numerical superiority, carefully recycling the ball before it was moved out to Bennett who was hauled down just short.
Leonard though was on hand to apply the finishing touch and convert his own try to seal a famous win.