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3-(1H-Indol-3-yl)-2-(2-nitrobenzenesulfonamido)propanoic acid including an unknown solvate
In the title compound, C(17)H(15)N(3)O(6)S, which crystallized with highly disordered methanol and/or water solvent molecules, the dihedral angle between the the indole and benzene ring systems is 5.3 (2)°, which allows for the formation of intramolecular π–π stacking interactions [centroid–centr...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393288/ https://www.ncbi.nlm.nih.gov/pubmed/22807845 http://dx.doi.org/10.1107/S1600536812023446 |
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author | Khan, Islam Ullah Mubashar-ur-Rehman, Hafiz Aziz, Salman Harrison, William T. A. |
author_facet | Khan, Islam Ullah Mubashar-ur-Rehman, Hafiz Aziz, Salman Harrison, William T. A. |
author_sort | Khan, Islam Ullah |
collection | PubMed |
description | In the title compound, C(17)H(15)N(3)O(6)S, which crystallized with highly disordered methanol and/or water solvent molecules, the dihedral angle between the the indole and benzene ring systems is 5.3 (2)°, which allows for the formation of intramolecular π–π stacking interactions [centroid–centroid separations = 3.641 (3) and 3.694 (3) Å] and an approximate overall U-shape for the molecule. In the crystal, dimers linked by pairs of N(s)—H⋯O(c) (s = sulfonamide and c = carboxylate) hydrogen bonds generate R (2) (2)(10) loops, whereas N(i)—H⋯π (i = indole) interactions lead to chains propagating in [100] or [010]. Together, these lead to a three-dimensional network in which the solvent voids are present as intersecting (two-dimensional) systems of [100] and [010] channels. The title compound was found to contain a heavily disordered solvent molecule, which could be methanol or water or a mixture of the two. Due to its uncertain nature and the unresolvable disorder, the data were processed with the SQUEEZE option in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155], which revealed 877.8 Å(3) of solvent-accessible volume per unit cell and 126 electron-units of scattering density or 109.7 Å(3) (16 electron units) per organic molecule.. This was not included in the calculations of overall formula weight, density and absorption coefficient. |
format | Online Article Text |
id | pubmed-3393288 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33932882012-07-17 3-(1H-Indol-3-yl)-2-(2-nitrobenzenesulfonamido)propanoic acid including an unknown solvate Khan, Islam Ullah Mubashar-ur-Rehman, Hafiz Aziz, Salman Harrison, William T. A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(17)H(15)N(3)O(6)S, which crystallized with highly disordered methanol and/or water solvent molecules, the dihedral angle between the the indole and benzene ring systems is 5.3 (2)°, which allows for the formation of intramolecular π–π stacking interactions [centroid–centroid separations = 3.641 (3) and 3.694 (3) Å] and an approximate overall U-shape for the molecule. In the crystal, dimers linked by pairs of N(s)—H⋯O(c) (s = sulfonamide and c = carboxylate) hydrogen bonds generate R (2) (2)(10) loops, whereas N(i)—H⋯π (i = indole) interactions lead to chains propagating in [100] or [010]. Together, these lead to a three-dimensional network in which the solvent voids are present as intersecting (two-dimensional) systems of [100] and [010] channels. The title compound was found to contain a heavily disordered solvent molecule, which could be methanol or water or a mixture of the two. Due to its uncertain nature and the unresolvable disorder, the data were processed with the SQUEEZE option in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155], which revealed 877.8 Å(3) of solvent-accessible volume per unit cell and 126 electron-units of scattering density or 109.7 Å(3) (16 electron units) per organic molecule.. This was not included in the calculations of overall formula weight, density and absorption coefficient. International Union of Crystallography 2012-06-13 /pmc/articles/PMC3393288/ /pubmed/22807845 http://dx.doi.org/10.1107/S1600536812023446 Text en © Khan 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 Khan, Islam Ullah Mubashar-ur-Rehman, Hafiz Aziz, Salman Harrison, William T. A. 3-(1H-Indol-3-yl)-2-(2-nitrobenzenesulfonamido)propanoic acid including an unknown solvate |
title | 3-(1H-Indol-3-yl)-2-(2-nitrobenzenesulfonamido)propanoic acid including an unknown solvate |
title_full | 3-(1H-Indol-3-yl)-2-(2-nitrobenzenesulfonamido)propanoic acid including an unknown solvate |
title_fullStr | 3-(1H-Indol-3-yl)-2-(2-nitrobenzenesulfonamido)propanoic acid including an unknown solvate |
title_full_unstemmed | 3-(1H-Indol-3-yl)-2-(2-nitrobenzenesulfonamido)propanoic acid including an unknown solvate |
title_short | 3-(1H-Indol-3-yl)-2-(2-nitrobenzenesulfonamido)propanoic acid including an unknown solvate |
title_sort | 3-(1h-indol-3-yl)-2-(2-nitrobenzenesulfonamido)propanoic acid including an unknown solvate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393288/ https://www.ncbi.nlm.nih.gov/pubmed/22807845 http://dx.doi.org/10.1107/S1600536812023446 |
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