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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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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]. |
format | Online Article Text |
id | pubmed-3247469 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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