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5-Hydr­oxy-8-nitro-1,4-naphthoquinone

The title compound, C(10)H(5)NO(5), features an intra­molecular O—H⋯O hydrogen bond, forming a six-membered ring with an S(6) ring motif. The nitro group makes a dihedral angle of 71.66 (5)° with the plane of the benzene ring to which it is bound. The two rings are almost coplanar, with a dihedral a...

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Detalles Bibliográficos
Autores principales: Tan, Daniel Teoh-Chuan, Osman, Hasnah, Kamaruddin, Azlina Harun, Kia, Reza, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2962149/
https://www.ncbi.nlm.nih.gov/pubmed/21203231
http://dx.doi.org/10.1107/S1600536808021594
Descripción
Sumario:The title compound, C(10)H(5)NO(5), features an intra­molecular O—H⋯O hydrogen bond, forming a six-membered ring with an S(6) ring motif. The nitro group makes a dihedral angle of 71.66 (5)° with the plane of the benzene ring to which it is bound. The two rings are almost coplanar, with a dihedral angle of 4.44 (5)°. Short inter­molecular distances between the centroids of the six-membered rings [3.7188 (6)–3.8299 (6) Å] indicate the existence of π–π inter­actions. The inter­esting features of the crystal structure are the short inter­molecular O⋯O and O⋯N inter­actions. The crystal packing is stabilized by intra­molecular O—H⋯O and inter­molecular C—H⋯O (×3) hydrogen bonds, and C—H⋯π inter­actions.