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Synthesis, Crystal Structure, Hirshfeld Surface Analysis and DFT Studies of (Z)-1-(2-(4-Nitrophenyl)Hydrazineylidene)Naphthalen-2(1H)-One

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Abstract

A new Schiff base compound, (Z)-1-(2-(4-nitrophenyl)hydrazineylidene)naphthalen-2(1H)-one, was prepared and structurally characterized by single-crystal X-ray diffraction. The compound crystallizes in the P2/n monoclinic space group with a = 15.9421(6) Å, b = 7.7607(3) Å, c = 21.8052(9) Å, and β = 92.946(3)°. The molecular geometry of the compound was optimized using density functional theory calculation at HSEH1PBE/cc-pvdz level. Hirshfeld surface analyses for the compound were presented and discussed. The computational findings show that theoretical geometric parameters are consistent with experimental ones. The calculated and experimental results show the title compound tends to the hydrazone (NH) form. Stabilization of the crystal structure was achieved by means of intramolecular N–H⋯O and intermolecular C–H⋯O interactions.

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  1. Department of Radiotherapy, Vocational School, Biruni University, Istanbul, Turkey

    I. Yildirim Gümüşhan

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Text © The Author(s), 2023, published in Zhurnal Strukturnoi Khimii, 2023, Vol. 64, No. 8, 114403.https://doi.org/10.26902/JSC_id114403

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Yildirim Gümüşhan, I. Synthesis, Crystal Structure, Hirshfeld Surface Analysis and DFT Studies of (Z)-1-(2-(4-Nitrophenyl)Hydrazineylidene)Naphthalen-2(1H)-One. J Struct Chem 64, 1435–1447 (2023). https://doi.org/10.1134/S0022476623080085

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