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He was about 31 years old, and a [[private (rank)|private]] in the 1st Battalion, [[The Rifle Brigade (Prince Consort's Own)]], [[British Army]] during the [[Crimean War]] when the following deed took place for which he was awarded the VC.
In July 1855 at the Quarries, [[Crimea]], a bandsman going to fetch water from a well in front of the advanced trench, was killed. A number of men at once rushed out determined to drive the Russian riflemen from the pits which they occupied. Private McGregor and two others were the first to reach the Russians, whom they drove out, killing some. Private McGregor was employed as a sharpshooter in the advance trenches before [[Siege of Sevastopol (1854–1855)|Sebastopol]]. He crossed an open space under fire and, taking cover under a rock, dislodged two Russians who were occupying a rifle-pit.
The official citation was as follows:
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