Zaini Muhamad Fikri, Razak Ibrahim Abdul, Anis Mohamad Zahid, Arshad Suhana
X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.
Acta Crystallogr E Crystallogr Commun. 2019 Jan 1;75(Pt 1):58-63. doi: 10.1107/S2056989018017371.
The asymmetric unit of the title halogenated chalcone derivative, CHBrFO, contains two independent mol-ecules, both adopting an configuration with respect to the C=O and C=C bonds. In the crystal, centrosymmetrically related mol-ecules are linked into dimers inter-molecular hydrogen bonds, forming rings with (6), (10) and (14) graph-set motifs. The dimers are further connected by C-H⋯O inter-actions into chains parallel to [001]. A Hirshfeld surface analysis suggests that the most significant contribution to the crystal packing is by H⋯H contacts (26.3%). Calculations performed on the optimized structure obtained using density functional theory (DFT) at B3LYP with the 6-311 G++(d,p) basis set reveal that the HOMO-LUMO energy gap is 4.12 eV, indicating the suitability of this crystal for optoelectronic and biological applications. The nucleophilic and electrophilic binding site regions are elucidated using the mol-ecular electrostatic potential (MEP).
标题卤代查尔酮衍生物CHBrFO的不对称单元包含两个独立分子，二者相对于C=O和C=C键均采用反式构型。在晶体中，通过分子间氢键以中心对称方式相关的分子连接成二聚体，形成具有R⁶⁶(6)、R⁴⁴(10)和R⁴⁴(14)图集 motif的环。二聚体通过C—H⋯O相互作用进一步连接成平行于[001]的链。 Hirshfeld表面分析表明，对晶体堆积贡献最大的是H⋯H接触(26.3%)。使用密度泛函理论(DFT)在B3LYP水平上结合6-311 G++(d,p)基组对优化结构进行的计算表明，最高占据分子轨道-最低未占据分子轨道(HOMO-LUMO)能隙为4.12 eV，表明该晶体适用于光电子和生物应用。使用分子静电势(MEP)阐明亲核和亲电结合位点区域。
