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Molecules 2011, 16(2), 1192-1200;

Crystal Structure and Hydrogen Bonding Study of (10E)-2,2-Dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione 10-Oxime Derived From a-Lapachone

Departamento de Química, Universidade Federal Rural do Rio de Janeiro, BR 465, km 47, Seropédica, RJ, 23890-000, Brazil
Instituto de Química, Universidade Federal do Rio de Janeiro, Avenida Athos da Silveira Ramos, 149, Bloco A, 7° andar, Cidade Universitária, Rio de Janeiro, RJ, 21941-909, Brazil
Authors to whom correspondence should be addressed.
Received: 15 October 2010 / Revised: 25 January 2011 / Accepted: 26 January 2011 / Published: 27 January 2011
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The compound (10E)-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione-10-oxime (1) was synthesized from a-lapachone and hydroxylamine chloride in alkaline medium. Single-crystals suitable for X-ray diffraction measurements were grown from an ethanol solution, and the crystal structure of the title molecule is reported for the first time. The title molecule was also characterized by 1H- and 13C-NMR in CDCl3 solution, FTIR and MS. The crystal structure of 1 shows an E stereochemistry and dimers formed through classical hydrogen bonds.
Keywords: oxime; crystal structure; hydrogen bond   oxime; crystal structure; hydrogen bond  

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Da Silva, A.R.; Herbst, M.H.; Ferreira, A.B.B.; Da Silva, A.M.; Visentin, L.C. Crystal Structure and Hydrogen Bonding Study of (10E)-2,2-Dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione 10-Oxime Derived From a-Lapachone. Molecules 2011, 16, 1192-1200.

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