1,4,5,8-Naphthalenetetrone
Abstract
<h2>Acta Crystallographica Section B</h2><h3>Structural Crystallography and Crystal Chemistry</h3><h3>0567-7408</h3> <h2>short structural papers</h2> Volume 38 Part 12 Pages 3123-3125 December 1982 <h2>1,4,5,8-Naphthalenetetrone</h2> F. H. Herbstein and M. Kapon Acta Cryst. (1982). B38, 3123-3125 1,4,5,8-Naphthalenetetrone BY F. H. HERBSTEIN AND M. KAPON Department of Chemistry, Technion-Israel Institute of Technology, Haifa, Israel (Received 20 April 1982; accepted 21 June 1982) Abstract. C10H404, monoclinic, P21/n, a = 6.510 (4), b = 13.220 (5), c = 4.855 (4)/k, fl= 110.0 (5)°, Ox = 1.592 g cm-3 for Z = 2. The compound crystallizes as yellow needles. The structure was refined to Re --- 0.07, using 1102 I measured on a four-circle diffractom- 0567-7408/82/123123-03501.00 eter (MoK~t). The molecules have (almost exactly) 2/m symmetry, with the twofold axis along C(9)-C(10); the carbonyl oxygens are displaced by +0.265/k from the plane through the central six C atoms. The molecular shape differs overall from that of © 1982 International Union of Crystallography 3124 1,4,5,8-NAPHTHALENETETRONE the nitrogen analogue pyridazino[1,2-a]pyridazine- 1,4,5,8-tetrone [Laing, Sommerville & Piacenza (1977), Acta Cryst. B33, 2464-2471], which has approximate symmetry 222 (D2). Introduction. 1,4,5,8-Naphthalenetetrone, synthesized from naphthazarin by oxidation with lead tetraacetate (Zahn & Ochwat, 1928), is a very powerful oxidizing agent and Lewis acid. It