Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Marciniec, Krzysztof, Maślankiewicz, Andrzej, Kusz, Joachim, Nowak, Maria
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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
_version_ 1782287129294929920
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