Crystal structure of two <i>N</i>'-(1-phenyl-benzyl-idene)-2-(thio-phen-3-yl)acetohydrazides.



Vu Quoc, Trung, Nguyen Ngoc, Linh, Tran Thi Thuy, Duong, Vu Quoc, Manh, Vuong Nguyen, Thien, Oanh Doan Thi, Yen and Van Meervelt, Luc ORCID: 0000-0003-2186-5209
(2019) Crystal structure of two <i>N</i>'-(1-phenyl-benzyl-idene)-2-(thio-phen-3-yl)acetohydrazides. Acta crystallographica. Section E, Crystallographic communications, 75 (Pt 8). pp. 1090-1095.

Access the full-text of this item by clicking on the Open Access link.
[img] Text
Crystal structure of two N'-(1-phenyl-benzyl-idene)-2-(thio-phen-3-yl)acetohydrazides.pdf - Published version

Download (1MB) | Preview

Abstract

The synthesis, spectroscopic data, crystal and mol-ecular structures of two <i>N</i>'-(1-phenyl-benzyl-idene)-2-(thio-phen-3-yl)acetohydrazides, namely <i>N</i>'-[1-(4-hy-droxy-phen-yl)benzyl-idene]-2-(thio-phen-3-yl)acetohydrazide, C<sub>13</sub>H<sub>10</sub>N<sub>2</sub>O<sub>2</sub>S, (3a), and <i>N</i>'-[1-(4-meth-oxy-phen-yl)benzyl-idene]-2-(thio-phen-3-yl)acetohydrazide, C<sub>14</sub>H<sub>14</sub>N<sub>2</sub>O<sub>2</sub>S, (3b), are described. Both compounds differ in the substituent at the <i>para</i> position of the phenyl ring: -OH for (3a) and -OCH<sub>3</sub> for (3b). In (3a), the thio-phene ring is disordered over two orientations with occupancies of 0.762 (3) and 0.238 (3). The configuration about the C=N bond is <i>E</i>. The thio-phene 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 -<i>ac</i> for (3a) and -<i>sc</i> for (3b), while the C6-C7-N9-N10 torsion angle is +<i>ap</i> for (3a) and -<i>sp</i> 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 mol-ecules running along the <i>b</i>-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.

Item Type: Article
Uncontrolled Keywords: Hirshfeld analysis, acetohydrazides, crystal structure, thio­phene
Depositing User: Symplectic Admin
Date Deposited: 02 Oct 2019 09:57
Last Modified: 19 Jan 2023 00:24
DOI: 10.1107/s2056989019008892
Open Access URL: https://doi.org/10.1107/S2056989019008892
Related URLs:
URI: https://livrepository.liverpool.ac.uk/id/eprint/3056689