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4-(4-Bromo­phen­yl)-7,7-dimethyl-2-methyl­amino-3-nitro-7,8-di­hydro-4H-chromen-5(6H)-one including an unknown solvate

In the title compound, C(18)H(19)BrN(2)O(4), the chromene unit is not quite planar (r.m.s. deviation = 0.199 Å), with the methyl C atoms lying 0.027 (4) and 1.929 (4) Å from the mean plane of the chromene unit. The six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation,...

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Autores principales: Inglebert, S. Antony, Kamalraja, Jayabal, Sethusankar, K., Vasuki, Gnanasambandam
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011266/
https://www.ncbi.nlm.nih.gov/pubmed/24860381
http://dx.doi.org/10.1107/S1600536814007983
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author Inglebert, S. Antony
Kamalraja, Jayabal
Sethusankar, K.
Vasuki, Gnanasambandam
author_facet Inglebert, S. Antony
Kamalraja, Jayabal
Sethusankar, K.
Vasuki, Gnanasambandam
author_sort Inglebert, S. Antony
collection PubMed
description In the title compound, C(18)H(19)BrN(2)O(4), the chromene unit is not quite planar (r.m.s. deviation = 0.199 Å), with the methyl C atoms lying 0.027 (4) and 1.929 (4) Å from the mean plane of the chromene unit. The six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation, with the dimethyl-substituted C atom as the flap. The methyl­amine and nitro groups are slightly twisted from the chromene moiety, with C—N—C—O and O—N—C—C torsion angles of 2.7 (4) and −0.4 (4)°, respectively. The dihedral angle between the mean plane of the chromene unit and the benzene ring is 85.61 (13)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif, which stabilizes the mol­ecular conformation. In the crystal, mol­ecules are linked via N—H⋯O hydrogen bonds, forming hexa­gonal rings lying parallel to the ab plane. A region of disordered electron density, most probably disordered ethanol solvent mol­ecules, occupying voids of ca 432 Å(3) for an electron count of 158, was treated using the SQUEEZE routine in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155]. Their formula mass and unit-cell characteristics were not taken into account during refinement.
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spelling pubmed-40112662014-05-23 4-(4-Bromo­phen­yl)-7,7-dimethyl-2-methyl­amino-3-nitro-7,8-di­hydro-4H-chromen-5(6H)-one including an unknown solvate Inglebert, S. Antony Kamalraja, Jayabal Sethusankar, K. Vasuki, Gnanasambandam Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(18)H(19)BrN(2)O(4), the chromene unit is not quite planar (r.m.s. deviation = 0.199 Å), with the methyl C atoms lying 0.027 (4) and 1.929 (4) Å from the mean plane of the chromene unit. The six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation, with the dimethyl-substituted C atom as the flap. The methyl­amine and nitro groups are slightly twisted from the chromene moiety, with C—N—C—O and O—N—C—C torsion angles of 2.7 (4) and −0.4 (4)°, respectively. The dihedral angle between the mean plane of the chromene unit and the benzene ring is 85.61 (13)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif, which stabilizes the mol­ecular conformation. In the crystal, mol­ecules are linked via N—H⋯O hydrogen bonds, forming hexa­gonal rings lying parallel to the ab plane. A region of disordered electron density, most probably disordered ethanol solvent mol­ecules, occupying voids of ca 432 Å(3) for an electron count of 158, was treated using the SQUEEZE routine in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155]. Their formula mass and unit-cell characteristics were not taken into account during refinement. International Union of Crystallography 2014-04-18 /pmc/articles/PMC4011266/ /pubmed/24860381 http://dx.doi.org/10.1107/S1600536814007983 Text en © Inglebert et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Inglebert, S. Antony
Kamalraja, Jayabal
Sethusankar, K.
Vasuki, Gnanasambandam
4-(4-Bromo­phen­yl)-7,7-dimethyl-2-methyl­amino-3-nitro-7,8-di­hydro-4H-chromen-5(6H)-one including an unknown solvate
title 4-(4-Bromo­phen­yl)-7,7-dimethyl-2-methyl­amino-3-nitro-7,8-di­hydro-4H-chromen-5(6H)-one including an unknown solvate
title_full 4-(4-Bromo­phen­yl)-7,7-dimethyl-2-methyl­amino-3-nitro-7,8-di­hydro-4H-chromen-5(6H)-one including an unknown solvate
title_fullStr 4-(4-Bromo­phen­yl)-7,7-dimethyl-2-methyl­amino-3-nitro-7,8-di­hydro-4H-chromen-5(6H)-one including an unknown solvate
title_full_unstemmed 4-(4-Bromo­phen­yl)-7,7-dimethyl-2-methyl­amino-3-nitro-7,8-di­hydro-4H-chromen-5(6H)-one including an unknown solvate
title_short 4-(4-Bromo­phen­yl)-7,7-dimethyl-2-methyl­amino-3-nitro-7,8-di­hydro-4H-chromen-5(6H)-one including an unknown solvate
title_sort 4-(4-bromo­phen­yl)-7,7-dimethyl-2-methyl­amino-3-nitro-7,8-di­hydro-4h-chromen-5(6h)-one including an unknown solvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011266/
https://www.ncbi.nlm.nih.gov/pubmed/24860381
http://dx.doi.org/10.1107/S1600536814007983
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