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2-Bromo-1-(3-nitro­phen­yl)ethanone

In the title compound, C(8)H(6)BrNO(3), there are two mol­ecules, A and B, in the asymmetric unit. The nitro and ethanone groups lie close to the plane of the benzene ring and the bromine atom is twisted slightly: the dihedral angles between the mean planes of the nitro and ethanone groups and the b...

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Autores principales: Jasinski, Jerry P., Butcher, Ray J., Praveen, A. S., Yathirajan, H. S., Narayana, B.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050415/
https://www.ncbi.nlm.nih.gov/pubmed/21522741
http://dx.doi.org/10.1107/S1600536810049585
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author Jasinski, Jerry P.
Butcher, Ray J.
Praveen, A. S.
Yathirajan, H. S.
Narayana, B.
author_facet Jasinski, Jerry P.
Butcher, Ray J.
Praveen, A. S.
Yathirajan, H. S.
Narayana, B.
author_sort Jasinski, Jerry P.
collection PubMed
description In the title compound, C(8)H(6)BrNO(3), there are two mol­ecules, A and B, in the asymmetric unit. The nitro and ethanone groups lie close to the plane of the benzene ring and the bromine atom is twisted slightly: the dihedral angles between the mean planes of the nitro and ethanone groups and the benzene ring are 4.6 (4) (A) and 2.8 (3) (B), and 0.8 (8) (A) and 5.5 (8)° (B), respectively. An extensive array of weak C—H⋯O hydrogen bonds, π–π ring stacking [centroid–centroid distances = 3.710 (5) and 3.677 (5) Å] and short non-hydrogen Br⋯O and O⋯Br inter­molecular inter­actions [3.16 (6)and 3.06 (8) Å] contribute to the crystal stability, forming a supermolecular three-dimensional network structure along 110. These inter­actions give rise to a variety of cyclic graph-set motifs and form inter­connected sheets in the three-dimensional structure.
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spelling pubmed-30504152011-04-26 2-Bromo-1-(3-nitro­phen­yl)ethanone Jasinski, Jerry P. Butcher, Ray J. Praveen, A. S. Yathirajan, H. S. Narayana, B. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(8)H(6)BrNO(3), there are two mol­ecules, A and B, in the asymmetric unit. The nitro and ethanone groups lie close to the plane of the benzene ring and the bromine atom is twisted slightly: the dihedral angles between the mean planes of the nitro and ethanone groups and the benzene ring are 4.6 (4) (A) and 2.8 (3) (B), and 0.8 (8) (A) and 5.5 (8)° (B), respectively. An extensive array of weak C—H⋯O hydrogen bonds, π–π ring stacking [centroid–centroid distances = 3.710 (5) and 3.677 (5) Å] and short non-hydrogen Br⋯O and O⋯Br inter­molecular inter­actions [3.16 (6)and 3.06 (8) Å] contribute to the crystal stability, forming a supermolecular three-dimensional network structure along 110. These inter­actions give rise to a variety of cyclic graph-set motifs and form inter­connected sheets in the three-dimensional structure. International Union of Crystallography 2010-12-04 /pmc/articles/PMC3050415/ /pubmed/21522741 http://dx.doi.org/10.1107/S1600536810049585 Text en © Jasinski et al. 2011 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
Jasinski, Jerry P.
Butcher, Ray J.
Praveen, A. S.
Yathirajan, H. S.
Narayana, B.
2-Bromo-1-(3-nitro­phen­yl)ethanone
title 2-Bromo-1-(3-nitro­phen­yl)ethanone
title_full 2-Bromo-1-(3-nitro­phen­yl)ethanone
title_fullStr 2-Bromo-1-(3-nitro­phen­yl)ethanone
title_full_unstemmed 2-Bromo-1-(3-nitro­phen­yl)ethanone
title_short 2-Bromo-1-(3-nitro­phen­yl)ethanone
title_sort 2-bromo-1-(3-nitro­phen­yl)ethanone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050415/
https://www.ncbi.nlm.nih.gov/pubmed/21522741
http://dx.doi.org/10.1107/S1600536810049585
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