Crystal structure and Hirshfeld surface analysis of ethyl 4-hy­droxy-1-methyl-5-oxo-2-(thio­phen-2-yl)-2,5-di­hydro-1H-pyrrole-3-carboxyl­ate

Abstract

The mol-ecular and crystal structure of the title com-pound, C12H13NO4S, has been determined via single-crystal X-ray diffraction. As the com-pound crystallizes in the centrosymmetric space group P21/c, the crystal is racemic and contains equal numbers of R and S enanti-omers related by inversion symmetry. The thio-phene substituent is positionally disordered over two orientations arising from rotation about the C4-C5 bond, with refined site occupancies of 0.929 (2) and 0.071 (2) for the major and minor com-ponents, respectively. The major thio-phene ring is essentially planar and adopts a nearly orthogonal orientation with respect to the conjugated enaminone fragment. In the crystal packing, the title mol-ecules are linked by inter-molecular O-H⋯O hy-dro-gen bonds to form one-dimensional chains, which are further supported by weak C-H⋯O inter-actions, giving rise to a three-dimensional supra-molecular architecture. Hirshfeld surface analysis qu-anti-tatively revealed that the crystal packing is predominantly governed by H⋯H (41.5%) and H⋯O/O⋯H (31.0%) contacts, with smaller contributions from other inter-molecular inter-actions.

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