Polymorphism of 2-(5-benzyl-6-oxo-3-phenyl-1,6-di-hydro-pyridazin-1-yl)acetic acid with two monoclinic modifications: crystal structures and Hirshfeld surface analyses

Acta Crystallographica. Section E, Crystallographic Communications
Said DaouiNoureddine Benchat

Abstract

Two polymorphs of the title compound, C19H16N2O3, were obtained from ethano-lic (polymorph I) and methano-lic solutions (polymorph II), respectively. Both polymorphs crystallize in the monoclinic system with four formula units per cell and a complete mol-ecule in the asymmetric unit. The main difference between the mol-ecules of (I) and (II) is the reversed position of the hy-droxy group of the carb-oxy-lic function. All other conformational features are found to be similar in the two mol-ecules. The different orientation of the OH group results in different hydrogen-bonding schemes in the crystal structures of (I) and (II). Whereas in (I) inter-molecular O-H⋯O hydrogen bonds with the pyridazinone carbonyl O atom as acceptor generate chains with a C(7) motif extending parallel to the b-axis direction, in the crystal of (II) pairs of inversion-related O-H⋯O hydrogen bonds with an R22(8) ring motif between two carb-oxy-lic functions are found. The inter-molecular inter-actions in both crystal structures were analysed using Hirshfeld surface analysis and two-dimensional fingerprint plots.

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Aug 9, 2019·Acta Crystallographica. Section E, Crystallographic Communications·Fouad El KalaiNoureddine Benchat
Dec 25, 2019·Acta Crystallographica. Section E, Crystallographic Communications·Said DaouiNoureddine Benchat
Dec 25, 2019·Acta Crystallographica. Section E, Crystallographic Communications·Said DaouiNoureddine Benchat
Jan 11, 2020·Acta Crystallographica. Section E, Crystallographic Communications·Anthony L Spek
Feb 13, 2020·Journal of Applied Crystallography·Clare F MacraePeter A Wood

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Citations

Feb 2, 2021·Acta Crystallographica. Section E, Crystallographic Communications·Said DaouiNoureddine Benchat

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