Title of article :
Crystal structure, Hirshfeld surface analysis and DFT studies of 6-[(E)-2-(thiophen-2-yl)ethenyl]-4,5-dihydropyridazin-3(2H)-one
Author/Authors :
Daoui, Said Laboratory of Applied Chemistry and Environment (LCAE) - Faculty of Sciences - Mohamed I University, Morocco , Berrin Çınar, Emine Department of Physics - Faculty of Arts and Sciences - Ondokuz Mayıs - University, Samsun, Turkey , Kalai, Fouad El Laboratory of Applied Chemistry and Environment (LCAE) - Faculty of Sciences - Mohamed I University, Morocco , Saddik, Rafik Laboratory of Organic Synthesis - Extraction and Valorization - Faculty of Sciences - Ain Chok - University Hassan II - Casablanca, Rabat, Morocco , Dege, Necmi Department of Physics - Faculty of Arts and Sciences - Ondokuz Mayıs - University, Samsun, Turkey , Karrouchi, Khalid Laboratory of Plant Chemistry - Organic and Bioorganic Synthesis - URAC23, Faculty of Science - BP 1014, GEOPAC Research Center - Mohammed V University, Rabat, Morocco , Benchat, Noureddine Laboratory of Applied Chemistry and Environment (LCAE) - Faculty of Sciences - Mohamed I University, Morocco
Abstract :
In the title compound, C10H10N2OS, the five atoms of the thiophene ring are essentially coplanar (r.m.s. deviation = 0.0037 Å) and the pyridazine ring is non-planar. In the crystal, pairs of N—H⋯O hydrogen bonds link the molecules into dimers with an R22(8) ring motif. The dimers are linked by C—H⋯O interactions, forming layers parallel to the bc plane. The theoretical geometric parameters are in good agreement with XRD results. The intermolecular interactions were investigated using a Hirshfeld surface analysis and two-dimensional fingerprint plots. The Hirshfeld surface analysis of the title compound suggests that the most significant contributions to the crystal packing are by H⋯H (39.7%), C⋯H/H⋯C (17.3%) and O⋯H/H⋯O (16.8%) contacts.
Keywords :
crystal structure , dihydropyridazine , molecular electrostatic potential , pyridazine , thiophen
