Crystal structure of (Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-N-phenylhydrazine-1-carbothioamide
The title compound, C22H18N4OS, crystallized with four independent molecules (A, B, C and D) in the asymmetric unit. All four molecules have a Z conformation about the C=N bond with the benzyl ring being inclined to the indoline ring mean planes by 73.4 (2), 77.9 (2), 73.2 (2) and 77.2 (2)° in molec...
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doaj-65ed84de919a49968142239e8ada4a7f2020-11-25T00:01:23ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902015-03-01713o160o16110.1107/S2056989015002248su5069Crystal structure of (Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-N-phenylhydrazine-1-carbothioamideG. Vimala0J. Haribabu1R. Karvembu2B. V. N. Phani Kumar3A. SubbiahPandi4Department of Physics, Presidency College (Autonomous), Chennai 600 005, IndiaDepartment of Chemistry, National Institute of Technology, Trichy 620 015, IndiaDepartment of Chemistry, National Institute of Technology, Trichy 620 015, IndiaChemical Physics Laboratory, Central Leather Research Institute, Adyar, Chennai 600 020, IndiaDepartment of Physics, Presidency College (Autonomous), Chennai 600 005, IndiaThe title compound, C22H18N4OS, crystallized with four independent molecules (A, B, C and D) in the asymmetric unit. All four molecules have a Z conformation about the C=N bond with the benzyl ring being inclined to the indoline ring mean planes by 73.4 (2), 77.9 (2), 73.2 (2) and 77.2 (2)° in molecules A, B, C and D, respectively. In molecules A and B, the phenyl ring is inclined to the mean plane of the indoline ring mean plane by 12.0 (2) and 12.2 (2)°, respectively. However, in molecules C and D, the same dihedral angles are larger, viz. 37.3 (2) and 36.4 (2)°, respectively. Consequently, the benzyl and phenyl rings are almost normal to one another in molecules A and B [dihedral angles = 80.3 (3) and 87.1 (3)°, respectively], while in molecules C and D, the same dihedral angles are only 48.8 (2) and 43.8 (3)°, respectively. There is an intramolecular N—H...O hydrogen bond in each molecule with an S(6) ring motif. There are also short intramolecular N—H...N and C—H...S contacts in each molecule. In the crystal, molecules are linked via C—H...S hydrogen bonds and C—H...π interactions, forming a three-dimensional structure. The crystal was refined as a non-merohedral twin with a final BASF value of 0.110 (1).http://scripts.iucr.org/cgi-bin/paper?S2056989015002248crystal structurethiosemicarbazoneshydrazinecarbothioamide2-oxoindolin-3-ylidenehydrogen bondingC—H...π interactions |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
G. Vimala J. Haribabu R. Karvembu B. V. N. Phani Kumar A. SubbiahPandi |
spellingShingle |
G. Vimala J. Haribabu R. Karvembu B. V. N. Phani Kumar A. SubbiahPandi Crystal structure of (Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-N-phenylhydrazine-1-carbothioamide Acta Crystallographica Section E: Crystallographic Communications crystal structure thiosemicarbazones hydrazine carbothioamide 2-oxoindolin-3-ylidene hydrogen bonding C—H...π interactions |
author_facet |
G. Vimala J. Haribabu R. Karvembu B. V. N. Phani Kumar A. SubbiahPandi |
author_sort |
G. Vimala |
title |
Crystal structure of (Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-N-phenylhydrazine-1-carbothioamide |
title_short |
Crystal structure of (Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-N-phenylhydrazine-1-carbothioamide |
title_full |
Crystal structure of (Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-N-phenylhydrazine-1-carbothioamide |
title_fullStr |
Crystal structure of (Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-N-phenylhydrazine-1-carbothioamide |
title_full_unstemmed |
Crystal structure of (Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-N-phenylhydrazine-1-carbothioamide |
title_sort |
crystal structure of (z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-n-phenylhydrazine-1-carbothioamide |
publisher |
International Union of Crystallography |
series |
Acta Crystallographica Section E: Crystallographic Communications |
issn |
2056-9890 |
publishDate |
2015-03-01 |
description |
The title compound, C22H18N4OS, crystallized with four independent molecules (A, B, C and D) in the asymmetric unit. All four molecules have a Z conformation about the C=N bond with the benzyl ring being inclined to the indoline ring mean planes by 73.4 (2), 77.9 (2), 73.2 (2) and 77.2 (2)° in molecules A, B, C and D, respectively. In molecules A and B, the phenyl ring is inclined to the mean plane of the indoline ring mean plane by 12.0 (2) and 12.2 (2)°, respectively. However, in molecules C and D, the same dihedral angles are larger, viz. 37.3 (2) and 36.4 (2)°, respectively. Consequently, the benzyl and phenyl rings are almost normal to one another in molecules A and B [dihedral angles = 80.3 (3) and 87.1 (3)°, respectively], while in molecules C and D, the same dihedral angles are only 48.8 (2) and 43.8 (3)°, respectively. There is an intramolecular N—H...O hydrogen bond in each molecule with an S(6) ring motif. There are also short intramolecular N—H...N and C—H...S contacts in each molecule. In the crystal, molecules are linked via C—H...S hydrogen bonds and C—H...π interactions, forming a three-dimensional structure. The crystal was refined as a non-merohedral twin with a final BASF value of 0.110 (1). |
topic |
crystal structure thiosemicarbazones hydrazine carbothioamide 2-oxoindolin-3-ylidene hydrogen bonding C—H...π interactions |
url |
http://scripts.iucr.org/cgi-bin/paper?S2056989015002248 |
work_keys_str_mv |
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