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Molecules 2011, 16(2), 1192-1200; doi:10.3390/molecules16021192
Article

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

1, 1,* , 1, 1 and 2,*
1 Departamento de Química, Universidade Federal Rural do Rio de Janeiro, BR 465, km 47, Seropédica, RJ, 23890-000, Brazil 2 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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Abstract

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  
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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