Ethyl 1-phenyl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylate

Abstract

The non-H atoms of the title molecule, C 19 H 16 N 2 O 2 , are almost coplanar (r.m.s. deviation = 0.019 Å ), apart from the phenyl group, which is disordered with two components of almost equal occupancy: the dihedral angle between them is 78.9 (3) . In the crystal, weak C-HÁ Á ÁN hydrogen bonds link the molecules into [001] chains and aromatic -stacking interactions [shortest centroid-centroid separation = 3.747 (2) Å ] form columns parallel to the c-axis direction. Structure descriptionPyrazole-3-carboylates can be synthesized using various efficient procedures (e.g. Khidre et al., 2016;Radwan et al., 2014). As part of our studies in this area, we now describe the synthesis and structure of the title compound.The title molecule is almost planar (r.m.s. deviation = 0.017 Å ) apart from the phenyl ring (Fig. 1), which is disordered with two components of almost equal occupancy [50.5 (4)% and 49.5 (4)%]. The components of the disordered phenyl rings are twisted by 54.6 (2) and 46.9 (2) away from the least-squares plane of the rest of the molecule and the angle between the disorder components is 78.9 (3) .In the crystal, weak C-HÁ Á ÁN hydrogen bonds (Table 1) link the molecules into [001] chains and aromatic -stacking interactions [shortest centroid-centroid separation = 3.747 (2) Å ] generate columns parallel to the c-axis direction (Fig. 2).