Nowak Patryk, Sikorski Artur
Faculty of Chemistry, University of Gdańsk, W. Stwosza 63, 80-308 Gdańsk, Poland.
Materials (Basel). 2025 Mar 27;18(7):1492. doi: 10.3390/ma18071492.
A cocrystal of acridine with 2,4-dihydroxybenzaldehyde (2:1 stoichiometric ratio) was synthesized, spectrally and structurally characterized using TG, DSC, ATR-FTIR and Single-Crystal XRD methods and Hirshfeld surface analysis, and its nonlinear optical properties were investigated by DFT at the B3LYP/6-311++Glevel. The obtained compound crystallizes in the noncentrosymmetric 2 monoclinic space group, with two molecules of acridine and one molecule of 2,4-dihydroxybenzaldehyde in the asymmetric unit. The strong O-H⋯N and weak C-H⋯O and C-H⋯O hydrogen bonds, as well as π-π and C-H⋯π interactions, are present in the crystal lattice of the title compound. The calculated energy gap (ΔE) between the HOMO-LUMO surfaces shows charge transfer interactions due to the π-π* transitions among the molecules. The calculated first and second hyperpolarizability values indicate that obtained cocrystal is a promising candidate for nonlinear optical applications.
合成了吖啶与2,4 - 二羟基苯甲醛的共晶体（化学计量比为2:1），采用热重分析（TG）、差示扫描量热法（DSC）、衰减全反射傅里叶变换红外光谱（ATR - FTIR）和单晶X射线衍射（Single - Crystal XRD）方法以及 Hirshfeld表面分析对其进行了光谱和结构表征，并通过密度泛函理论（DFT）在B3LYP/6 - 311++G水平上研究了其非线性光学性质。所得到的化合物结晶于非中心对称的单斜晶系空间群中，不对称单元中有两个吖啶分子和一个2,4 - 二羟基苯甲醛分子。在标题化合物的晶格中存在强的O - H⋯N氢键以及弱的C - H⋯O和C - H⋯O氢键，还有π - π和C - H⋯π相互作用。最高占据分子轨道（HOMO） - 最低未占据分子轨道（LUMO）表面之间计算得到的能隙（ΔE）显示出由于分子间π - π*跃迁导致的电荷转移相互作用。计算得到的第一和第二超极化率值表明所得到的共晶体是一种有前途的非线性光学应用候选材料。
