6-Chloro-1-(3,5-dimethyl­phenyl­sulfon­yl)-1H-benzimidazol-2(3H)-one

The title compound, C(15)H(13)ClN(2)O(3)S, is one of a series of N (1)-benzyl-1,3-dihydro-2H-benzimidazol-2-one derivatives, a new class of non-nucleoside HIV-1 reverse transcriptase inhibitors. The dihedral angle between the two pharmacophoric groups, the dimethyl­benzene ring and the benzimidazolo...

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Detalles Bibliográficos
Autores principales: Meneghetti, Fiorella, Bombieri, Gabriella, Logoteta, Patrizia, De Luca, Laura
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968072/
https://www.ncbi.nlm.nih.gov/pubmed/21581616
http://dx.doi.org/10.1107/S1600536808042694
Descripción
Sumario:The title compound, C(15)H(13)ClN(2)O(3)S, is one of a series of N (1)-benzyl-1,3-dihydro-2H-benzimidazol-2-one derivatives, a new class of non-nucleoside HIV-1 reverse transcriptase inhibitors. The dihedral angle between the two pharmacophoric groups, the dimethyl­benzene ring and the benzimidazolone ring system, is 88 (1)°, giving a butterfly-like conformation to the mol­ecule. The mol­ecular packing is characterized by a bifurcated N—H⋯(O,O) hydrogen bond and short Cl⋯O contacts of 3.122 (2) Å. In addition, π–π stacking of the benzimidazolone rings is also present, with inter­planar separations of 3.95 (1) Å.

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