Abstract
The title compound [systematic name: 2-(N-hy-droxy-imino)-1,2-di-phenyl-ethanol], C14H13NO2, consists of hy-droxy phenyl-aceto-phenone and oxime units, in which the phenyl rings are oriented at a dihedral angle of 80.54 (7)°. In the crystal, inter-molecular O-HOxm⋯NOxm, O-HHydr⋯OHydr, O-H'Hydr⋯OHydr and O-HOxm⋯OHydr hydrogen bonds link the mol-ecules into infinite chains along the c-axis direction. π-π contacts between inversion-related of the phenyl ring adjacent to the oxime group have a centroid-centroid separation of 3.904 (3) Å and a weak C-H⋯π(ring) inter-action is also observed. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (58.4%) and H⋯C/C⋯H (26.4%) contacts. Hydrogen bonding and van der Waals contacts are the dominant inter-actions in the crystal packing.
Highlights
The title compound [systematic name: 2-(N-hydroxyimino)-1,2-diphenylethanol], C14H13NO2, consists of hydroxy phenylacetophenone and oxime units, in which the phenyl rings are oriented at a dihedral angle of 80.54 (7)
Intermolecular O—HOxmÁ Á ÁNOxm, O—HHydrÁ Á ÁOHydr, O—H0HydrÁ Á Á OHydr and O—HOxmÁ Á ÁOHydr hydrogen bonds link the molecules into infinite chains along the c-axis direction. – contacts between inversion-related of the phenyl ring adjacent to the oxime group have a centroid–centroid separation of 3.904 (3) Aand a weak C—HÁ Á Á(ring) interaction is observed
A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from HÁ Á ÁH (58.4%) and HÁ Á ÁC/CÁ Á ÁH (26.4%) contacts
Summary
Intermolecular hydrogen bonding has received considerable attention among the directional non-covalent intermolecular interactions (Etter et al, 1990). The oxime (–C N—OH) moiety, which is similar to carboxylic acid in that it contains one hydrogen-bond donor and two acceptor atoms, is a functional group that has not been extensively explored in crystal engineering. Oxime and dioxime derivatives are very important in the chemical industry, photography, agriculture, textiles, technological improvement, dye chemistry, semiconductor manufacturing and medicine (Sevagapandian et al, 2000; Schrauzer et al, 1965; Thomas & Underhill, 1972; Underhill et al, 1973; Chakravorty, 1974; Kurita, 1998; Mathur & Narang, 1990; Ravi Kumar, 2000). Symmetry codes: (i) Àx; y; Àz þ 12; (iii) Àx; y; Àz þ 32; (iv) Àx; Ày þ 1; Àz þ 1; (vi) Àx þ 12; Ày þ 12; Àz
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