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The battle involved 188 Texans, held in the old Alamo mission surrounded by two thousand Mexican troops, lead by General Santa Anna. The Texans were led by Colonels Jim Bowie, William B. Travis, and Davy Crockett. Although the Texans inflicted proportionately heavy Mexican casualties, Santa Anna ultimately prevailed; all 188 defenders of the outpost were killed.
In 1960, the movie known as The Alamo was filmed depicting the Battle of the Alamo. It starred John Wayne, Richard Widmark and Laurence Harvey. Vic Fontaine was familiar with it, stating that it had great battle scenes and nice sets but that it was way too long. (DS9: "Badda-Bing, Badda-Bang")
By 2374, a holoprogram recreating the battle was designed by Miles O'Brien and Julian Bashir of Deep Space 9. O'Brien later built a scale model of the mission, which was later used to study their battle plan. One of Bashir's suggestions included building a moat around the mission. (DS9: "Wrongs Darker Than Death or Night", "The Changing Face of Evil")
O'Brien and Bashir invited Vic Fontaine to join them, but he refused until after the jack-in-the-box had been defeated, at which point he agreed, "coonskin cap and all". (DS9: "Badda-Bing, Badda-Bang")