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Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro-benz-yl)-6-oxo-3-phenyl-1,6-di-hydro-pyridazin-1-yl]acetate.

ABSTRACT: The title pyridazinone derivative, C21H19ClN2O3, is not planar. The unsubstituted phenyl ring and the pyridazine ring are inclined to each other, making a dihedral angle of 17.41?(13)° whereas the Cl-substituted phenyl ring is nearly orthogonal to the pyridazine ring [88.19?(13)°]. In the crystal, C-H?O hydrogen bonds generate dimers with R 2 2(10) and R 2 2(24) ring motifs which are linked by C-H?O inter-actions, forming chains extending parallel to the c-axis direction. The inter-molecular inter-actions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most significant contributions to the crystal packing are from H?H (44.5%), C?H/H?C (18.5%), H?O/H?O (15.6%), Cl?H/H?Cl (10.6%) and C?C (2.8%) contacts.

SUBMITTER: El Kalai F

PROVIDER: S-EPMC6658951 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro-benz-yl)-6-oxo-3-phenyl-1,6-di-hydro-pyridazin-1-yl]acetate.

El Kalai Fouad F Baydere Cemile C Daoui Said S Saddik Rafik R Dege Necmi N Karrouchi Khalid K Benchat Noureddine N

Acta crystallographica. Section E, Crystallographic communications 20190524 Pt 6

The title pyridazinone derivative, C21H19ClN2O3, is not planar. The unsubstituted phenyl ring and the pyridazine ring are inclined to each other, making a dihedral angle of 17.41 (13)° whereas the Cl-substituted phenyl ring is nearly orthogonal to the pyridazine ring [88.19 (13)°]. In the crystal, C-H⋯O hydrogen bonds generate dimers with R 2 2(10) and R 2 2(24) ring motifs which are linked by C ...[more]

PMID: 31391989

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Crystal structure, Hirshfeld surface analysis and DFT studies of 2-[5-(4-methyl-benz-yl)-6-oxo-3-phenyl-1,6-di-hydro-pyridazin-1-yl]acetic acid.

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