(E)-2-Benzoyl-3-[1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl]acrylonitrile

Abstract

The asymmetric unit of the title compound, C 23 H 15 N 3 OS, consists of two crystallographically independent molecules, which are related by a pseudoinversion centre. In one molecule, the pyrazolyl ring makes dihedral angles of 35.7 (4), 19.1 (1) and 47.3 (1) , respectively, with the thiophenyl ring, the attached phenyl ring and the phenyl ring of the benzoyl group. In the second molecule, the corresponding values are 37.4 (1), 16.1 (1) and 48.2 (1) , respectively. In the crystal, the two independent molecules are linked to each other via a -interaction between the pyrazolyl rings [centroid-centroid distance = 3.578 (12) Å ]. Weak intermolecular C-HÁ Á ÁO interactions are also observed. The thiophenyl ring of one molecule is disordered over two orientations, with a refined occupancy ratio of 0.768 (3):0.232 (3). Structure description3-(2 0 -Thienyl)pyrazole-based heterocycles show various biological applications with antimicrobial, antioxidant, anti-inflammatory and analgesic activities (Abdel-Wahab et al., 2011, 2012Naim et al., 2016). Various synthetic approaches have been reported for the formation of heterocycles containing thiophene and pyrazole moieties (Abdel-Wahab et al., 2010;Bratenko et al., 2005).The asymmetric unit consists of two unique molecules, which are related to each other by a pseudo-inversion centre (Fig. 1). The N1/N2/C7-C9 pyrazolyl ring makes dihedral