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4-Nitro­benzoic acid–N-(pyrimidin-2-yl)aniline (1/1)

Four independent mol­ecules comprise the asymmetric unit of the title co-crystal, C(10)H(9)N(3)·C(7)H(5)NO(4), two for each component. Small conformational differences are noted for the benzoic acid derivatives, notably in the twists of the carb­oxy­lic acid residue out of the plane of the benzene r...

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Autores principales: Aznan, Aina Mardia Akhmad, Abdullah, Zanariah, Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247469/
https://www.ncbi.nlm.nih.gov/pubmed/22220087
http://dx.doi.org/10.1107/S1600536811044175
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author Aznan, Aina Mardia Akhmad
Abdullah, Zanariah
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet Aznan, Aina Mardia Akhmad
Abdullah, Zanariah
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort Aznan, Aina Mardia Akhmad
collection PubMed
description Four independent mol­ecules comprise the asymmetric unit of the title co-crystal, C(10)H(9)N(3)·C(7)H(5)NO(4), two for each component. Small conformational differences are noted for the benzoic acid derivatives, notably in the twists of the carb­oxy­lic acid residue out of the plane of the benzene ring to which it is connected [torsion angles = 167.62 (17) and 174.54 (17)°]. In the aniline derivative, the major difference is observed in the dihedral angles formed between the CN(3) and phenyl least-squares planes [1.51 (5) and 6.25 (6)°]. Pairs of mol­ecules associate via O—H⋯N and N—H⋯O hydrogen bonds leading to eight-membered {⋯HOCO⋯HNCN} hetero-synthons. The two-mol­ecule aggregates are consolidated in the crystal structure by C—H⋯O(nitro) and π–π inter­actions [shortest centroid–centroid distance between benzene rings = 3.6242 (10) Å].
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spelling pubmed-32474692012-01-04 4-Nitro­benzoic acid–N-(pyrimidin-2-yl)aniline (1/1) Aznan, Aina Mardia Akhmad Abdullah, Zanariah Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers Four independent mol­ecules comprise the asymmetric unit of the title co-crystal, C(10)H(9)N(3)·C(7)H(5)NO(4), two for each component. Small conformational differences are noted for the benzoic acid derivatives, notably in the twists of the carb­oxy­lic acid residue out of the plane of the benzene ring to which it is connected [torsion angles = 167.62 (17) and 174.54 (17)°]. In the aniline derivative, the major difference is observed in the dihedral angles formed between the CN(3) and phenyl least-squares planes [1.51 (5) and 6.25 (6)°]. Pairs of mol­ecules associate via O—H⋯N and N—H⋯O hydrogen bonds leading to eight-membered {⋯HOCO⋯HNCN} hetero-synthons. The two-mol­ecule aggregates are consolidated in the crystal structure by C—H⋯O(nitro) and π–π inter­actions [shortest centroid–centroid distance between benzene rings = 3.6242 (10) Å]. International Union of Crystallography 2011-10-29 /pmc/articles/PMC3247469/ /pubmed/22220087 http://dx.doi.org/10.1107/S1600536811044175 Text en © Aznan 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
Aznan, Aina Mardia Akhmad
Abdullah, Zanariah
Ng, Seik Weng
Tiekink, Edward R. T.
4-Nitro­benzoic acid–N-(pyrimidin-2-yl)aniline (1/1)
title 4-Nitro­benzoic acid–N-(pyrimidin-2-yl)aniline (1/1)
title_full 4-Nitro­benzoic acid–N-(pyrimidin-2-yl)aniline (1/1)
title_fullStr 4-Nitro­benzoic acid–N-(pyrimidin-2-yl)aniline (1/1)
title_full_unstemmed 4-Nitro­benzoic acid–N-(pyrimidin-2-yl)aniline (1/1)
title_short 4-Nitro­benzoic acid–N-(pyrimidin-2-yl)aniline (1/1)
title_sort 4-nitro­benzoic acid–n-(pyrimidin-2-yl)aniline (1/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247469/
https://www.ncbi.nlm.nih.gov/pubmed/22220087
http://dx.doi.org/10.1107/S1600536811044175
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