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N-(2-Formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph

The title compound, C(14)H(13)NO(3)S, (I), is a second monoclinic polymorph. The original polymorph, (II), was reported by Mahía et al. [Acta Cryst. (1999), C55, 2158–2160]. Polymorph (II) crystalllized in the space group P2(1)/c (Z = 4), whereas the title polymorph (I) occurs in the space group P2(...

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Autores principales: Murugavel, S., Manikandan, N., Kannan, D., Bakthadoss, M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3343975/
https://www.ncbi.nlm.nih.gov/pubmed/22589884
http://dx.doi.org/10.1107/S1600536812009403
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author Murugavel, S.
Manikandan, N.
Kannan, D.
Bakthadoss, M.
author_facet Murugavel, S.
Manikandan, N.
Kannan, D.
Bakthadoss, M.
author_sort Murugavel, S.
collection PubMed
description The title compound, C(14)H(13)NO(3)S, (I), is a second monoclinic polymorph. The original polymorph, (II), was reported by Mahía et al. [Acta Cryst. (1999), C55, 2158–2160]. Polymorph (II) crystalllized in the space group P2(1)/c (Z = 4), whereas the title polymorph (I) occurs in the space group P2(1)/n (Z = 4). The dihedral angle between the two aromatic rings is 75.9 (1)° in (I) compared to 81.9 (1)° for (II). In both polymorphs, two S(6) rings are generated by intra­molecular N—H⋯O and C—H⋯O hydrogen bonds, resulting in similar mol­ecular geometries. However, the two polymorphs differ concerning their crystal packing. In (I), mol­ecules are linked into C(8) zigzag chains along the b axis by C—H⋯O hydrogen bonds, whereas in (II) mol­ecules are linked by C—H⋯O hydrogen bonds, forming C(7) chains along the b axis. The title polymorph is further stabilized by inter­molecular C—H⋯π and π–π inter­actions [centroid–centroid distance = 3.814 (1) Å]. These inter­actions are not evident in polymorph (II).
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spelling pubmed-33439752012-05-15 N-(2-Formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph Murugavel, S. Manikandan, N. Kannan, D. Bakthadoss, M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(13)NO(3)S, (I), is a second monoclinic polymorph. The original polymorph, (II), was reported by Mahía et al. [Acta Cryst. (1999), C55, 2158–2160]. Polymorph (II) crystalllized in the space group P2(1)/c (Z = 4), whereas the title polymorph (I) occurs in the space group P2(1)/n (Z = 4). The dihedral angle between the two aromatic rings is 75.9 (1)° in (I) compared to 81.9 (1)° for (II). In both polymorphs, two S(6) rings are generated by intra­molecular N—H⋯O and C—H⋯O hydrogen bonds, resulting in similar mol­ecular geometries. However, the two polymorphs differ concerning their crystal packing. In (I), mol­ecules are linked into C(8) zigzag chains along the b axis by C—H⋯O hydrogen bonds, whereas in (II) mol­ecules are linked by C—H⋯O hydrogen bonds, forming C(7) chains along the b axis. The title polymorph is further stabilized by inter­molecular C—H⋯π and π–π inter­actions [centroid–centroid distance = 3.814 (1) Å]. These inter­actions are not evident in polymorph (II). International Union of Crystallography 2012-03-10 /pmc/articles/PMC3343975/ /pubmed/22589884 http://dx.doi.org/10.1107/S1600536812009403 Text en © Murugavel et al. 2012 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
Murugavel, S.
Manikandan, N.
Kannan, D.
Bakthadoss, M.
N-(2-Formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph
title N-(2-Formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph
title_full N-(2-Formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph
title_fullStr N-(2-Formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph
title_full_unstemmed N-(2-Formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph
title_short N-(2-Formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph
title_sort n-(2-formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3343975/
https://www.ncbi.nlm.nih.gov/pubmed/22589884
http://dx.doi.org/10.1107/S1600536812009403
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