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4-(5-Chloro-2-methylphenyl)-1-[2-oxo-5-(trifluoromethoxy)indolin-3-ylidene]thiosemicarbazide
The asymmetric unit of the title compound, C(17)H(12)ClF(3)N(4)O(2)S, contains two molecules, which differ in their planarity and hydrogen bonding. In one molecule, the 2-oxoindolin (C(8)/N/O A), thiosemicarbazide (N(3)/C/S B) and 5-chloro-2-methylphenyl (C(7)/Cl C) units are planar with r.m.s....
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979057/ https://www.ncbi.nlm.nih.gov/pubmed/21579211 http://dx.doi.org/10.1107/S1600536810014650 |
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author | Pervez, Humayun Iqbal, Mohammad S. Saira, Naveeda Yaqub, Muhammad Tahir, M. Nawaz |
author_facet | Pervez, Humayun Iqbal, Mohammad S. Saira, Naveeda Yaqub, Muhammad Tahir, M. Nawaz |
author_sort | Pervez, Humayun |
collection | PubMed |
description | The asymmetric unit of the title compound, C(17)H(12)ClF(3)N(4)O(2)S, contains two molecules, which differ in their planarity and hydrogen bonding. In one molecule, the 2-oxoindolin (C(8)/N/O A), thiosemicarbazide (N(3)/C/S B) and 5-chloro-2-methylphenyl (C(7)/Cl C) units are planar with r.m.s. deviations of 0.0110, 0.0173 and 0.0259 Å, respectively. The dihedral angles A/B, B/C and A/C are 1.74 (15), 40.70 (13) and 41.00 (11)°, respectively. In the other molecule the deviations are 0.0455, 0.0007 and 0.0143 Å, respectively, and the dihedral angles are 5.01 (14), 4.53 (16) and 3.38 (13)°, respectively. In both molecules, intramolecular N—H⋯N and N—H⋯O hydrogen bonds form S(5) and S(6) ring motifs, respectively and C—H⋯S interactions occur. In one of the molecules, an intramolecular C—H⋯F interaction is also present. In the crystal, the molecules are linked by N—H⋯O, C—H⋯F, C—H⋯O and N—H⋯S hydrogen bonding, forming a polymeric network. |
format | Text |
id | pubmed-2979057 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29790572010-12-30 4-(5-Chloro-2-methylphenyl)-1-[2-oxo-5-(trifluoromethoxy)indolin-3-ylidene]thiosemicarbazide Pervez, Humayun Iqbal, Mohammad S. Saira, Naveeda Yaqub, Muhammad Tahir, M. Nawaz Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(17)H(12)ClF(3)N(4)O(2)S, contains two molecules, which differ in their planarity and hydrogen bonding. In one molecule, the 2-oxoindolin (C(8)/N/O A), thiosemicarbazide (N(3)/C/S B) and 5-chloro-2-methylphenyl (C(7)/Cl C) units are planar with r.m.s. deviations of 0.0110, 0.0173 and 0.0259 Å, respectively. The dihedral angles A/B, B/C and A/C are 1.74 (15), 40.70 (13) and 41.00 (11)°, respectively. In the other molecule the deviations are 0.0455, 0.0007 and 0.0143 Å, respectively, and the dihedral angles are 5.01 (14), 4.53 (16) and 3.38 (13)°, respectively. In both molecules, intramolecular N—H⋯N and N—H⋯O hydrogen bonds form S(5) and S(6) ring motifs, respectively and C—H⋯S interactions occur. In one of the molecules, an intramolecular C—H⋯F interaction is also present. In the crystal, the molecules are linked by N—H⋯O, C—H⋯F, C—H⋯O and N—H⋯S hydrogen bonding, forming a polymeric network. International Union of Crystallography 2010-04-24 /pmc/articles/PMC2979057/ /pubmed/21579211 http://dx.doi.org/10.1107/S1600536810014650 Text en © Pervez et al. 2010 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 Pervez, Humayun Iqbal, Mohammad S. Saira, Naveeda Yaqub, Muhammad Tahir, M. Nawaz 4-(5-Chloro-2-methylphenyl)-1-[2-oxo-5-(trifluoromethoxy)indolin-3-ylidene]thiosemicarbazide |
title | 4-(5-Chloro-2-methylphenyl)-1-[2-oxo-5-(trifluoromethoxy)indolin-3-ylidene]thiosemicarbazide |
title_full | 4-(5-Chloro-2-methylphenyl)-1-[2-oxo-5-(trifluoromethoxy)indolin-3-ylidene]thiosemicarbazide |
title_fullStr | 4-(5-Chloro-2-methylphenyl)-1-[2-oxo-5-(trifluoromethoxy)indolin-3-ylidene]thiosemicarbazide |
title_full_unstemmed | 4-(5-Chloro-2-methylphenyl)-1-[2-oxo-5-(trifluoromethoxy)indolin-3-ylidene]thiosemicarbazide |
title_short | 4-(5-Chloro-2-methylphenyl)-1-[2-oxo-5-(trifluoromethoxy)indolin-3-ylidene]thiosemicarbazide |
title_sort | 4-(5-chloro-2-methylphenyl)-1-[2-oxo-5-(trifluoromethoxy)indolin-3-ylidene]thiosemicarbazide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979057/ https://www.ncbi.nlm.nih.gov/pubmed/21579211 http://dx.doi.org/10.1107/S1600536810014650 |
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