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Journal of Structural Chemistry

2011 year, number 3

STRUCTURAL STUDIES OF 3-CHLORO-N-(8′-QUINOLYL)BENZO[b]THIOPHENE-2-CARBOXAMIDE

A. Abbasi, S. Zamanian, S. Tarighi, A. Badiei
School of chemistry, College of Science, University of Tehran
aabbasi@khayam.ut.ac.ir
Keywords: benzothiophene, carboxamide, crystal structure, hydrogen bonding, CH-ПЂ interaction, ПЂ-ПЂ interaction
Pages: 653-656

Abstract

3-chloro-N-(8′-quinolyl)benzo[b]thiophene-2-carboxamide was synthesized from 3-chlorobenzo[b] thiophene -2-carboxyl chloride and 8-aminoquinoline in the presence of triethylamine. The single crystal X-ray structure determination confirmed the earlier proposed structure and also characterized by 1HNMR, and Mass spectroscopy. Crystallographic study reveals that the structure crystallizes in monoclinic system, a = 14.878(4), b = 8.4292(15), c = 25.461(7) Å, β = 112.022(18)°, Z = 8, V = 2960.20(12) Å3 with space group C2/c (No. 15). In the structure packing, three kinds of interactions are responsible for the stability of the structure. Infinite two-dimensional stair-like layered chains are formed by relatively strong intermolecular hydrogen bonds [C14-H14…O1]. These parallel chains are connected by several
π-π and CH-π interactions, alternatively. There are two such parallel chains with 70.53°, which are in contact by van der Waals interactions.