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Quinoline-2-sulfonamide
In the title compound, C(9)H(8)N(2)O(2)S, the sulfamoyl –NH(2) group is involved in intermolecular hydrogen bonding with the sulfonamide O and quinoline N atoms. In the crystal, molecules are linked into dimers via pairs of N—H⋯N hydrogen bonds, forming an R (2) (2)(10) motif. The dimers are furth...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793834/ https://www.ncbi.nlm.nih.gov/pubmed/24109421 http://dx.doi.org/10.1107/S160053681302062X |
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author | Marciniec, Krzysztof Maślankiewicz, Andrzej Kusz, Joachim Nowak, Maria |
author_facet | Marciniec, Krzysztof Maślankiewicz, Andrzej Kusz, Joachim Nowak, Maria |
author_sort | Marciniec, Krzysztof |
collection | PubMed |
description | In the title compound, C(9)H(8)N(2)O(2)S, the sulfamoyl –NH(2) group is involved in intermolecular hydrogen bonding with the sulfonamide O and quinoline N atoms. In the crystal, molecules are linked into dimers via pairs of N—H⋯N hydrogen bonds, forming an R (2) (2)(10) motif. The dimers are further assembled into chains parallel to the b axis through N—H⋯O hydrogen bonds, generating a C(4) motif. The crystal packing is additionally stabilized by intermolecular C—H⋯O interactions. The crystal studied was a non-merohedral twin with a domain ratio of 0.938 (2):0.062 (2). Density functional theory (DFT) calculations, at the B3LYP/6–31 G(d,p) level of theory, were used to optimize the molecular structure and to determine interaction energies for the title compound. The resulting interaction energy is ∼4.4 kcal mol(−1) per bridge for the C(4) chain and ∼5.9 kcal mol(−1) per bridge for the R (2) (2)(10) motif. |
format | Online Article Text |
id | pubmed-3793834 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37938342013-10-09 Quinoline-2-sulfonamide Marciniec, Krzysztof Maślankiewicz, Andrzej Kusz, Joachim Nowak, Maria Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(9)H(8)N(2)O(2)S, the sulfamoyl –NH(2) group is involved in intermolecular hydrogen bonding with the sulfonamide O and quinoline N atoms. In the crystal, molecules are linked into dimers via pairs of N—H⋯N hydrogen bonds, forming an R (2) (2)(10) motif. The dimers are further assembled into chains parallel to the b axis through N—H⋯O hydrogen bonds, generating a C(4) motif. The crystal packing is additionally stabilized by intermolecular C—H⋯O interactions. The crystal studied was a non-merohedral twin with a domain ratio of 0.938 (2):0.062 (2). Density functional theory (DFT) calculations, at the B3LYP/6–31 G(d,p) level of theory, were used to optimize the molecular structure and to determine interaction energies for the title compound. The resulting interaction energy is ∼4.4 kcal mol(−1) per bridge for the C(4) chain and ∼5.9 kcal mol(−1) per bridge for the R (2) (2)(10) motif. International Union of Crystallography 2013-07-31 /pmc/articles/PMC3793834/ /pubmed/24109421 http://dx.doi.org/10.1107/S160053681302062X Text en © Marciniec et al. 2013 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 Marciniec, Krzysztof Maślankiewicz, Andrzej Kusz, Joachim Nowak, Maria Quinoline-2-sulfonamide |
title | Quinoline-2-sulfonamide |
title_full | Quinoline-2-sulfonamide |
title_fullStr | Quinoline-2-sulfonamide |
title_full_unstemmed | Quinoline-2-sulfonamide |
title_short | Quinoline-2-sulfonamide |
title_sort | quinoline-2-sulfonamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793834/ https://www.ncbi.nlm.nih.gov/pubmed/24109421 http://dx.doi.org/10.1107/S160053681302062X |
work_keys_str_mv | AT marcinieckrzysztof quinoline2sulfonamide AT maslankiewiczandrzej quinoline2sulfonamide AT kuszjoachim quinoline2sulfonamide AT nowakmaria quinoline2sulfonamide |