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. 2012 Jan;68(Pt 1):o56-7.
doi: 10.1107/S160053681105241X. Epub 2011 Dec 14.

(Z)-3-(4-Chloro-phen-yl)-2-{[N-(2-formyl-phen-yl)-4-methyl-benzene-sulfonamido]-meth-yl}prop-2-ene-nitrile

(Z)-3-(4-Chloro-phen-yl)-2-{[N-(2-formyl-phen-yl)-4-methyl-benzene-sulfonamido]-meth-yl}prop-2-ene-nitrile

R Madhanraj et al. Acta Crystallogr Sect E Struct Rep Online. 2012 Jan.

Abstract

In the title compound, C(24)H(19)ClN(2)O(3)S, the sulfonyl-bound benzene ring forms dihedral angles of 38.1 (2) and 81.2 (1)°, respectively, with the formyl benzene and benzene rings. The mol-ecular conformation is stabilized by a weak intra-molecular C-H⋯O hydrogen bond, which generates an S(5) ring motif. The crystal packing is stabilized by C-H⋯O hydrogen bonds, which generate C(7) zigzag chains along [010] and R(3) (3)(19) ring motifs along [010]. The crystal packing is further stabilized by C-Cl⋯π inter-actions [Cl⋯centroid = 3.456 (2) Å and C-Cl⋯centroid = 173.4 (2)°].

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Figures

Fig. 1.
Fig. 1.
The molecular structure of the title compound with the atom numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms are presented as a small cycles of arbitrary radius.
Fig. 2.
Fig. 2.
Part of the crystal structure of (I) showing C—H···O hydrogen bonds (dotted lines), with the formation of C(7) zig zag chains along [010]. [Symmetry codes: (i)2-x, 1/2+y, 1/2-z; (ii)x, 1+y, z; (iii) 2-x, 3/2+y, 1/2-z].
Fig. 3.
Fig. 3.
Part of the crystal structure of (I) showing C—H···O hydrogen bonds (dotted lines), with the formation of R33(19) ring motifs along [010] [Symmetry codes: (i)1-x, -1/2+y, 1/2-z; (ii)1-x, 1/2+y, 1/2-z; (iii)x, 1+y, z; (iv)1-x, 3/2+y, 1/2-z].
Fig. 4.
Fig. 4.
A view of the C—Cl···π and π—π interactions (dotted lines) in the crystal structure of the title compound. Cg1, Cg2 and Cg3 denotes centroids of the C1–C6 benzene ring, C8–C13 benzene ring and C18–C23 benzene ring, respectively. [Symmetry codes: (i)-1/2+x, 3/2-y, 1-z; (ii)1-x, -1/2+y, 1/2-z; (iii)1-x, 1/2+y, 1/2-z].

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