Crystal structure and Hirshfeld surface analysis of (E)-N-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine

The title compound, C17H16N2OS, was synthesized by a condensation reaction between 2-amino benzothiazole and 4-N-propoxybenzaldehyde. The benzo[d]thiazole ring system is nearly planar (r.m.s. deviation 0.0088 Å) and makes a dihedral angle of 3.804 (12)° with the phenyl ring. The configuration about...

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Bibliographic Details
Main Authors: Ropak A. Sheakh Mohamad, Wali M. Hamad, Hashim J. Aziz, Necmi Dege
Format: Article
Language:English
Published: International Union of Crystallography 2020-10-01
Series:Acta Crystallographica Section E: Crystallographic Communications
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Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989020012128
Description
Summary:The title compound, C17H16N2OS, was synthesized by a condensation reaction between 2-amino benzothiazole and 4-N-propoxybenzaldehyde. The benzo[d]thiazole ring system is nearly planar (r.m.s. deviation 0.0088 Å) and makes a dihedral angle of 3.804 (12)° with the phenyl ring. The configuration about the C=N double bond is E. In the crystal structure, pairs of C—H...N hydrogen bonds and C—H...π interactions link the molecules into inversion dimers with an R22(16) ring motif. These dimers are additionally linked by weak π–π stacking interactions between the phenyl rings, leading to a layered arrangement parallel to (010). Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are from H...H (47.9%) and C...H/H...C (25.6%) interactions.
ISSN:2056-9890