The crystal and molecular structures of isoperezone, aminoperezone, and isoaminoperezone: a comparative study of their crystal packing

The crystal structures of isoperezone (1), aminoperezone (2), and isoaminop erezone (3) have been determined by single-crystal X-ray diffraction. Compo und (1) yields orange crystals, orthorhombic space group P2(1)2(1)2(1) with unit cell dimensions a = 6.271(6), b = 30.373(7), c = 7.257(1) Angstrom, a nd Z = 4; compound (2) yields purple crystals, orthorhombic space group P21 2121 With unit cell dimensions a = 6.498(3), b = 7.500(1) c = 29.200(6) Ang strom, and Z = 4; compound (3) yields purple crystals, monoclinic space gro up P2(1) with unit cell dimensions a = 7.354(1), b = 7.511(1), c = 13.283(1 ) Angstrom, beta = 102,07(1)degrees, and Z = 2. The side chains in (1)-(3) are oriented out of the plane of the quinone ring at an angle of 124, 144, and 97 degrees, respectively. The molecules in the crystal are held togethe r by hydrogen-bonding networks and van der Waals interactions.