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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...

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Autores principales: Khan, Islam Ullah, Mubashar-ur-Rehman, Hafiz, Aziz, Salman, Harrison, William T. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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