Abstract Single crystal of (E)-1-(4-ethylphenyl)-3-(4-(heptyloxy)phenyl)prop-2-en-1-one (4EPC) was grown in acetonitrile via slow evaporation solution technique. The molecular structure of 4EPC was then confirmed by single crystal X-ray diffraction analysis and the crystal exhibited monoclinic with centrosymmetric space group of C2/c. The synthesised molecule of 4EPC was fully characterized using spectroscopic techniques by Fourier-Transform infrared (FT-IR) spectroscopy, Nuclear Magnetic Resonance (1H and 13C NMR), thermal stability analysis via Thermogravimetric analysis (TGA) and electronic transitions through UV–visible analysis. In addition, the theoretical investigations on its electronic properties via UV–vis analysis of 4EPC was calculated using time-dependent TD-DFT B3LYP/6-31G (d, p) level of theory. As predicted, the experimental results were complimentary to the theoretical findings. The Hirshfeld surface analysis contributes to the study in the aspect of the nature of intermolecular interactions as well as fingerprint plots which gave the information on the percentage contribution from each individual contact. Molecular electrostatic potential (MEP) analysis provides an initial information on the charge concentration throughout the molecule 4EPC which designated the possible interaction site to occur. Moreover, the nonlinear optical (NLO) properties of 4EPC was calculated to gain further understanding on the possibility of developing this compound as NLO material. Calculated NLO results found that the polarizability and 1st order hyperpolarizability of 4EPC is −2.13 × 10−23 esu and 1.27 × 10−30 esu respectively which is greater than the value of 1st order hyperpolarizability of urea (β = 0.372 × 10−30 esu). The high values obtained from the calculated NLO were due to the dipole, molecular alignment and also from the non-covalent interaction within crystal of 4EPC which can be developed further as potential organic light emitting diode application.

中文翻译：

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(E)-1-(4-乙基苯基)-3-(4-(庚氧基)苯基)prop-2-en-1-one的合成、光谱、结构解析、NLO特征和Hirshfeld表面分析：一种双重方法实验和 DFT 计算

摘要 (E)-1-(4-乙基苯基)-3-(4-(庚氧基)苯基)prop-2-en-1-one (4EPC) 单晶通过缓慢蒸发溶液技术在乙腈中生长。然后通过单晶X射线衍射分析证实了4EPC的分子结构，晶体呈单斜晶系，中心对称空间群为C2/c。4EPC 的合成分子使用光谱技术通过傅里叶变换红外 (FT-IR) 光谱、核磁共振 (1H 和 13C NMR)、通过热重分析 (TGA) 进行的热稳定性分析和通过紫外-可见光分析的电子跃迁进行全面表征. 此外，使用时间相关的 TD-DFT B3LYP/6-31G (d, p) 理论水平计算了通过 4EPC 的 UV-vis 分析对其电子特性的理论研究。正如预测的那样，实验结果与理论结果相辅相成。Hirshfeld 表面分析有助于研究分子间相互作用的性质以及指纹图，这些图提供了每个单独接触的百分比贡献信息。分子静电势 (MEP) 分析提供了有关整个分子 4EPC 的电荷浓度的初始信息，该信息指定了可能发生的相互作用位点。此外，还计算了 4EPC 的非线性光学 (NLO) 特性，以进一步了解将该化合物开发为 NLO 材料的可能性。计算的 NLO 结果发现 4EPC 的极化率和一阶超极化率为 -2.13 × 10-23 esu 和 1。分别为 27 × 10−30 esu，大于尿素的一阶超极化值（β = 0.372 × 10−30 esu）。从计算的 NLO 获得的高值是由于偶极子、分子排列以及 4EPC 晶体内的非共价相互作用，这可以进一步发展为潜在的有机发光二极管应用。