Crystal structure of N-(4-fluorophenyl)-2-{[(1E)-(4-methoxyphenyl) methylene] amino} -4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide

Department of Physics, Bangalore University* Department of Physics, M S Ramaiah College of Arts, Science & Commerce, Bangalore, India** PES College of Pharmacy, Bangalore, India***
○M K Kokila* Dr. Puttaraja* G.N. Anilkumar** S. Mohan*** J. Saravanan***

The title compound, is one of the series of Schiff bases of 2-amino-3-(N-chlorophenyl-carboxamido)-4,5,6,7-tetrahydro-benzothiophenes and was found to exhibit antibacterial and antifungal activities. Various derivatives of thiophenes and Schiff bases are known to possess different biological activities, such as antitubercular, bacteriostatic and antifungal activities. Sulfur containing Schiff bases are the most effective. The crystal structure of the compound has been determined in order to study the role of organic fluorine in crystal engineering.

The compound C23 H21 F N2 O2 S, crystallizes under Triclinic system, P-1 space group, a = 8.6363(1) Å, b= 11.0660(14) Å, and c = 11.8153(15) Å α =67.874(3), β = 81.656(2), γ = 70.473(2) o V= 985.62(15) Å3, Z= 2, μ= 0.196 mm-1, & D= 1.38 gcm-1. The three dimensional intensity data were collected using Bruker Smart CCD diffractometer using graphite monochromated MoKα radiation.

The structure was solved by direct methods using SIR92 program and refined using full-matrix least squares on F2 to an R value of 0.07 using SHELXL-97 Program for 2256 reflections with I>2σ(I). The molecules are packed in layers along b-axis and are stabilized by intermolecular C-H…O interactions.