Zainuri Dian Alwani, Razak Ibrahim Abdul, Arshad Suhana
X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.
Acta Crystallogr E Crystallogr Commun. 2018 May 4;74(Pt 6):780-785. doi: 10.1107/S2056989018006527. eCollection 2018 Jun 1.
The mol-ecular and crystal structure of two new chalcone derivatives, ()-1-(anthracen-9-yl)-3-[4-(piperidin-1-yl)phen-yl]prop-2-en-1-one, CHNO, (I), and ()-1-(anthracen-9-yl)-3-[4-(di-phenyl-amino)-phen-yl]prop-2-en-1-one, CHNO, (II), with the fused-ring system at the same position are described. In the crystals of (I) and (II), the mol-ecules are linked C-H⋯O hydrogen bonds into inversion dimers, forming (22) and (14) ring motifs, respectively. Weak inter-molecular C-H⋯π inter-actions further help to stabilize the crystal structure, forming a two-dimensional architecture. The mol-ecular structures are optimized using density functional theory (DFT) at B3LYP/6-311 G++(d,p) level and compared with the experimental results. The smallest HOMO-LUMO energy gaps of (I) (exp . 2.76 eV and DFT 3.40 eV) and (II) (exp . 2.70 eV and DFT 3.28 eV) indicates the suitability of these crystals in optoelectronic applications. All inter-molecular contacts and weaker contributions involved in the supra-molecular stabilization are investigated using Hirshfeld surface analysis. The mol-ecular electrostatic potential (MEP) further identifies the positive, negative and neutral electrostatic potential regions of the mol-ecules.
描述了两种新的查尔酮衍生物，（）-1-（蒽-9-基）-3-[4-（哌啶-1-基）苯基]丙-2-烯-1-酮，C₂₅H₂₃NO，（I），和（）-1-（蒽-9-基）-3-[4-（二苯基氨基）苯基]丙-2-烯-1-酮，C₃₁H₂₅NO，（II），在相同位置具有稠环体系的分子和晶体结构。在（I）和（II）的晶体中，分子通过C-H⋯O氢键连接成反演二聚体，分别形成（22）和（14）环基序。弱分子间C-H⋯π相互作用进一步有助于稳定晶体结构，形成二维结构。使用密度泛函理论（DFT）在B3LYP/6-311 G++(d,p)水平对分子结构进行了优化，并与实验结果进行了比较。（I）（实验值2.76 eV和DFT 3.40 eV）和（II）（实验值2.70 eV和DFT 3.28 eV）的最小HOMO-LUMO能隙表明这些晶体适用于光电应用。使用Hirshfeld表面分析研究了超分子稳定化中涉及的所有分子间接触和较弱贡献。分子静电势（MEP）进一步确定了分子的正、负和中性静电势区域。
