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. 2014 Aug 16;70(Pt 9):o1011-2.
doi: 10.1107/S1600536814018224. eCollection 2014 Sep 1.

Crystal structure of N-[3-(2-chloro-benzo-yl)-5-ethyl-thio-phen-2-yl]-2-[(E)-(2-hy-droxy-benzyl-idene)amino]-acetamide

Manpreet Kaur  1 , Jerry P Jasinski  2 , Channappa N Kavitha  1 , Hemmige S Yathirajan  1 , K Byrappa  3
Affiliations

Crystal structure of N-[3-(2-chloro-benzo-yl)-5-ethyl-thio-phen-2-yl]-2-[(E)-(2-hy-droxy-benzyl-idene)amino]-acetamide

Manpreet Kaur et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C22H19ClN2O3S, the dihedral angle between the mean planes of the thio-phene ring and the chloro-phenyl and hy-droxy-phenyl rings are 70.1 (1) and 40.2 (4)°, respectively. The benzene rings are twisted with respect to each other by 88.9 (3)°. The imine bond lies in an E conformation. Intra-molecular O-H⋯N and N-H⋯O hydrogen bonds each generate S(6) ring motifs. In the crystal, weak C-H⋯O inter-actions link the mol-ecules, forming chains along the c axis and zigzag chains along the b axis, generating sheets lying parallel to (100).

Keywords: Schiff bases; crystal structure; hydrogen bonding; thio­phene derivatives.

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Figures

Fig. 1.
Fig. 1.
ORTEP drawing of C22H19N2O3SCl showing the labeling scheme of the molecule with 30% probability displacement ellipsoids. Dashed lines inidicate O—H···N and N—H···O intramolecular hydrogen bonds.
Fig. 2.
Fig. 2.
Molecular packing for C22H19ClN2O3S in the unit cell viewed along the a axis. Dashed lines indicate weak C—H···O intermolecular interactions which interlink the molecules forming chains along the b and c axes. H atoms not involved in hydrogen- bonding have been removed for clarity.
See this image and copyright information in PMC

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