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. 2014 Mar 29;70(Pt 4):o501-2.
doi: 10.1107/S1600536814006345. eCollection 2014 Apr 1.

{2-[(1H-Indol-3-yl-methyl-idene)amino]-4,5,6,7-tetra-hydro-benzo[b]thio-phen-3-yl}(phen-yl)methanone

Manpreet Kaur  1 , Jerry P Jasinski  2 , Thammarse S Yamuna  1 , H S Yathirajan  1 , K Byrappa  3
Affiliations

{2-[(1H-Indol-3-yl-methyl-idene)amino]-4,5,6,7-tetra-hydro-benzo[b]thio-phen-3-yl}(phen-yl)methanone

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

Abstract

The title compound, C24H20N2OS, crystallizes with two independent mol-ecules (A and B) in the asymmetric unit, in each of which the cyclo-hexene rings adopt half-chair conformations. The mean plane of the indole ring is twisted from those of the phenyl and thio-phene rings by 69.0 (7) and 8.3 (5)°, respectively, in mol-ecule A and by 65.4 (9) and 6.7 (5)°, respectively, in mol-ecule B. The dihedral angles between the mean planes of the phenyl and thio-phene rings are 63.0 (4) and 58.8 (9)° in mol-ecules A and B, respectively. In the crystal, N-H⋯O hydrogen bonds lead to the formation of an infinite chain along [101]. In addition, π-π stacking inter-actions are observed involving the thio-phene and pyrrole rings of the two mol-ecules, with a shortest inter-centroid distance of 3.468 (2) Å.

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Figures

Fig. 1.
Fig. 1.
ORTEP drawing of the title compound showing the labeling scheme of the two molecules (A and B) within the asymmetric unit with 30% probability displacement ellipsoids.
Fig. 2.
Fig. 2.
Molecular packing of the title compound viewed along the b axis. Dashed lines indicate N—H···O intermolecular hydrogen bonds forming an infinite 1D-chain along [1 0 1]. H atoms not involved in hydrogen bonding have been removed for clarity.
See this image and copyright information in PMC

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