Crystal structure of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides
The synthesis, spectroscopic data, crystal and molecular structures of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides, namely N′-[1-(4-hydroxyphenyl)benzylidene]-2-(thiophen-3-yl)acetohydrazide, C13H10N2O2S, (3a), and N′-[1-(4-methoxyphenyl)benzylidene]-2-(thiophen-3-yl)acetohydrazide...
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International Union of Crystallography
2019-08-01
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doaj-288c1211cad94c58a5261293020f17ae2020-11-24T21:53:25ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902019-08-017581090109510.1107/S2056989019008892rz5260Crystal structure of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazidesTrung Vu Quoc0Linh Nguyen Ngoc1Duong Tran Thi Thuy2Manh Vu Quoc3Thien Vuong Nguyen4Yen Oanh Doan Thi5Luc Van Meervelt6Faculty of Chemistry, Hanoi National University of Education, 136 Xuan Thuy, Cau Giay, Hanoi, VietnamFaculty of Chemistry, Hanoi National University of Education, 136 Xuan Thuy, Cau Giay, Hanoi, VietnamFaculty of Chemistry, Hanoi National University of Education, 136 Xuan Thuy, Cau Giay, Hanoi, VietnamFaculty of Foundation Science, College of Printing Industry, Phuc Dien, Bac Tu Liem, Hanoi, VietnamInstitute for Tropical Technology, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, VietnamPublishing House for Science and Technology, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, VietnamDepartment of Chemistry, KU Leuven, Biomolecular Architecture, Celestijnenlaan 200F, Leuven (Heverlee), B-3001, BelgiumThe synthesis, spectroscopic data, crystal and molecular structures of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides, namely N′-[1-(4-hydroxyphenyl)benzylidene]-2-(thiophen-3-yl)acetohydrazide, C13H10N2O2S, (3a), and N′-[1-(4-methoxyphenyl)benzylidene]-2-(thiophen-3-yl)acetohydrazide, C14H14N2O2S, (3b), are described. Both compounds differ in the substituent at the para position of the phenyl ring: –OH for (3a) and –OCH3 for (3b). In (3a), the thiophene ring is disordered over two orientations with occupancies of 0.762 (3) and 0.238 (3). The configuration about the C=N bond is E. The thiophene and phenyl rings are inclined by 84.0 (3) and 87.0 (9)° for the major- and minor-occupancy disorder components in (3a), and by 85.89 (12)° in (3b). Although these dihedral angles are similar, the conformation of the linker between the two rings is different [the C—C—C—N torsion angle is −ac for (3a) and −sc for (3b), while the C6—C7—N9—N10 torsion angle is +ap for (3a) and −sp for (3b)]. A common feature in the crystal packing of (3a) and (3b) is the presence of N—H...O hydrogen bonds, resulting in the formation of chains of molecules running along the b-axis direction in the case of (3a), or inversion dimers for (3b). The most prominent contributions to the surface contacts are those in which H atoms are involved, as confirmed by an analysis of the Hirshfeld surface.http://scripts.iucr.org/cgi-bin/paper?S2056989019008892crystal structureacetohydrazidesthiopheneHirshfeld analysis |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Trung Vu Quoc Linh Nguyen Ngoc Duong Tran Thi Thuy Manh Vu Quoc Thien Vuong Nguyen Yen Oanh Doan Thi Luc Van Meervelt |
spellingShingle |
Trung Vu Quoc Linh Nguyen Ngoc Duong Tran Thi Thuy Manh Vu Quoc Thien Vuong Nguyen Yen Oanh Doan Thi Luc Van Meervelt Crystal structure of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides Acta Crystallographica Section E: Crystallographic Communications crystal structure acetohydrazides thiophene Hirshfeld analysis |
author_facet |
Trung Vu Quoc Linh Nguyen Ngoc Duong Tran Thi Thuy Manh Vu Quoc Thien Vuong Nguyen Yen Oanh Doan Thi Luc Van Meervelt |
author_sort |
Trung Vu Quoc |
title |
Crystal structure of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides |
title_short |
Crystal structure of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides |
title_full |
Crystal structure of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides |
title_fullStr |
Crystal structure of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides |
title_full_unstemmed |
Crystal structure of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides |
title_sort |
crystal structure of two n′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides |
publisher |
International Union of Crystallography |
series |
Acta Crystallographica Section E: Crystallographic Communications |
issn |
2056-9890 |
publishDate |
2019-08-01 |
description |
The synthesis, spectroscopic data, crystal and molecular structures of two N′-(1-phenylbenzylidene)-2-(thiophen-3-yl)acetohydrazides, namely N′-[1-(4-hydroxyphenyl)benzylidene]-2-(thiophen-3-yl)acetohydrazide, C13H10N2O2S, (3a), and N′-[1-(4-methoxyphenyl)benzylidene]-2-(thiophen-3-yl)acetohydrazide, C14H14N2O2S, (3b), are described. Both compounds differ in the substituent at the para position of the phenyl ring: –OH for (3a) and –OCH3 for (3b). In (3a), the thiophene ring is disordered over two orientations with occupancies of 0.762 (3) and 0.238 (3). The configuration about the C=N bond is E. The thiophene and phenyl rings are inclined by 84.0 (3) and 87.0 (9)° for the major- and minor-occupancy disorder components in (3a), and by 85.89 (12)° in (3b). Although these dihedral angles are similar, the conformation of the linker between the two rings is different [the C—C—C—N torsion angle is −ac for (3a) and −sc for (3b), while the C6—C7—N9—N10 torsion angle is +ap for (3a) and −sp for (3b)]. A common feature in the crystal packing of (3a) and (3b) is the presence of N—H...O hydrogen bonds, resulting in the formation of chains of molecules running along the b-axis direction in the case of (3a), or inversion dimers for (3b). The most prominent contributions to the surface contacts are those in which H atoms are involved, as confirmed by an analysis of the Hirshfeld surface. |
topic |
crystal structure acetohydrazides thiophene Hirshfeld analysis |
url |
http://scripts.iucr.org/cgi-bin/paper?S2056989019008892 |
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