The 3-chloro-2,6-bis(4-chlorophenyl)-3-methylpiperidin-4-one (CCMP) compound have been characterized by FT-IR, 1H-NMR, 13C-NMR, 1H-1H NOESY spectroscopy and single-crystal X-ray diffraction. The title compound crystallizes in the orthorhombic space group Pna21. The single crystal measurements reveal a distorted chair conformation [puckering parameter Q = 0.557 (3) A°; θ = 167.8 (3)° and Ψ = 206.8 (13)°]. The optimized geometric parameters and frequency values were theoretically calculated using DFT/B3LYP method with B3LYP/6–31+G(d,p) basis set. The XRD single crystal measurement parameters are good agreed with the optimized parameters. The spectral and optimized parameters showed that the piperidine-4-one ring adopts normal chair conformation with equatorial orientations of all the substituents except chlorine. The frontier molecular orbitals HOMO and LUMO were computed to know the chemical reactivity and kinetic stability of the molecular compound. Hirshfeld surface analysis was also performed. Hirshfeld surface analysis (dnorm surface, two-dimensional fingerprint plots and molecular electrostatic potantials) revealed the nature of intermolecular interactions. The most important contributions for the crystal packing are from H···H (35%), Cl···H/H···Cl (32.3%), C···H/H···C (15%) and O···H/H···O (7.5%) interactions. In this study, spectroscopic properties of a new piperidine-4-one crystal compound and it’s DFT structural investigation compared with experimental were gained to literature.

中文翻译：

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3-Chloro-2,6-Bis(4-Chlorophenyl)-3-Methylpiperidin-4-One 的合成、晶体结构、DFT 计算和 Hirshfeld 表面分析

3-氯-2,6-双(4-氯苯基)-3-甲基哌啶-4-酮(CCMP)化合物已通过FT-IR、1H-NMR、13C-NMR、1H-1H NOESY光谱和单-晶体X射线衍射。标题化合物在正交空间群 Pna21 中结晶。单晶测量显示扭曲的椅子构象 [起皱参数 Q = 0.557 (3) A°; θ = 167.8 (3)° 和 Ψ = 206.8 (13)°]。优化的几何参数和频率值使用 DFT/B3LYP 方法与 B3LYP/6–31+G(d,p) 基组进行理论计算。XRD单晶测量参数与优化参数吻合良好。光谱和优化参数表明，哌啶-4-一环采用正常椅式构象，除氯外所有取代基均呈赤道取向。计算前沿分子轨道HOMO和LUMO以了解分子化合物的化学反应性和动力学稳定性。还进行了 Hirshfeld 表面分析。Hirshfeld 表面分析（dnorm 表面、二维指纹图和分子静电电位）揭示了分子间相互作用的性质。对晶体堆积最重要的贡献来自 H...H (35%), Cl...H/H...Cl (32.3%), C...H/H...C (15%) ) 和 O···H/H···O (7.5%) 相互作用。本研究从文献中获得了一种新的哌啶-4-一晶体化合物的光谱性质及其DFT结构研究与实验对比。Hirshfeld 表面分析（dnorm 表面、二维指纹图和分子静电电位）揭示了分子间相互作用的性质。对晶体堆积最重要的贡献来自 H...H (35%), Cl...H/H...Cl (32.3%), C...H/H...C (15%) ) 和 O···H/H···O (7.5%) 相互作用。本研究从文献中获得了一种新的哌啶-4-一晶体化合物的光谱性质及其DFT结构研究与实验对比。Hirshfeld 表面分析（dnorm 表面、二维指纹图和分子静电电位）揭示了分子间相互作用的性质。对晶体堆积最重要的贡献来自 H...H (35%), Cl...H/H...Cl (32.3%), C...H/H...C (15%) ) 和 O···H/H···O (7.5%) 相互作用。本研究从文献中获得了一种新的哌啶-4-一晶体化合物的光谱性质及其DFT结构研究与实验对比。