Kumar M Harish, Vinduvahini M, Srinivasa H T, Devarajegowda H C, Palakshamurthy B S
Department of Physics Yuvaraja's College University of Mysore,Mysore 570005 Karnataka India.
Department of Physics, Maharani's Science College for Women (Autonomous) Mysore, Karnataka, 570005, India.
Acta Crystallogr E Crystallogr Commun. 2025 Feb 11;81(Pt 3):208-213. doi: 10.1107/S2056989025001021. eCollection 2025 Mar 1.
In the title compound, CHO, intra-molecular C- H⋯O hydrogen bonds are observed. The dihedral angles between the aromatic benzoic acid ring and the two adjacent aromatic rings are 26.09 (4) and 69.93 (8)°, while the dihedral angle between the aromatic rings connected by the C-O-C-C [torsion angle = -175.9 (2)°] link is 89.11 (3)°. In the crystal, inversion dimers linked by pairs of O-H⋯O hydrogen bonds generate (8) ring motifs. These dimers are further linked by C-H⋯π inter-actions, forming mol-ecular sheets along (010). The mol-ecular structure was optimized by density functional theory (DFT) at the B3LYP/6-311+ G(d,p) level and the bond lengths, angles and torsion angles were compared with experimental values obtained by X-ray diffraction. The HOMO and LUMO were calculated, the energy gap between them being 4.3337 eV. Further, the inter-molecular inter-actions were qu-anti-fied using Hirshfeld surface analysis and fingerprint plots and energy frameworks were generated. The two-dimensional fingerprint plots indicate that the major contributions to the crystal packing are from H⋯H (39.7%), H⋯C (39.0%) and H⋯O (18.0%) inter-actions. The energy framework calculations reveal that the dispersion energy ( = 201.0 kJ mol) dominates the other energies. Mol-ecular docking studies were carried out for the title compound as a ligand and the SARS-Covid-2 (PDB ID:8BEC) protein, specifically the Omicron variant, was used as a receptor giving a binding affinity of -7.6 kcal mol.
在标题化合物CHO中，观察到分子内C-H⋯O氢键。芳香族苯甲酸环与两个相邻芳香环之间的二面角分别为26.09 (4)°和69.93 (8)°，而通过C-O-C-C连接（扭转角 = -175.9 (2)°）的芳香环之间的二面角为89.11 (3)°。在晶体中，通过O-H⋯O氢键对连接的反演二聚体产生 (8) 环基序。这些二聚体通过C-H⋯π相互作用进一步连接，沿(010)形成分子片层。分子结构在B3LYP/6-311+G(d,p)水平上通过密度泛函理论(DFT)进行了优化，并将键长、键角和扭转角与通过X射线衍射获得的实验值进行了比较。计算了最高占据分子轨道(HOMO)和最低未占据分子轨道(LUMO)，它们之间的能隙为4.3337 eV。此外，使用 Hirshfeld 表面分析和指纹图谱对分子间相互作用进行了量化，并生成了能量框架。二维指纹图谱表明，对晶体堆积的主要贡献来自H⋯H(39.7%)、H⋯C(39.0%)和H⋯O(18.0%)相互作用。能量框架计算表明，色散能( = 201.0 kJ mol)占主导地位。对标题化合物作为配体进行了分子对接研究，并使用SARS-CoV-2(PDB ID:8BEC)蛋白，特别是奥密克戎变体作为受体，结合亲和力为-7.6 kcal mol。
