Moon Suk-Hee, Park Ki-Min, Kim Jinho, Kang Youngjin
Department of Food and Nutrition, Kyungnam College of Information and Technology, Busan 47011, Republic of Korea.
Research Institute of Natural Science, Gyeongsang National University, Jinju 52828, Republic of Korea.
Acta Crystallogr E Crystallogr Commun. 2019 Oct 22;75(Pt 11):1646-1649. doi: 10.1107/S2056989019013549. eCollection 2019 Nov 1.
In the title com-pound, CHNO, the carbazole system forms a dihedral angle of 68.45 (3)° with the mean plane of the bi-pyridine ring system. The bi-pyridine ring system, with two meth-oxy substituents, is approximately planar (r.m.s. deviation = 0.0670 Å), with a dihedral angle of 7.91 (13)° between the planes of the two pyridine rings. Intra-molecular C-H⋯O/N hydrogen bonds may promote the planarity of the bipyridyl ring system. In the pyridyl-substituted carbazole fragment, the pyridine ring is tilted by 56.65 (4)° with respect to the mean plane of the carbazole system (r.m.s. deviation = 0.0191 Å). In the crystal, adjacent mol-ecules are connected C-H⋯O/N hydrogen bonds and C-H⋯π inter-actions, resulting in the formation of a three-dimensional (3D) supra-molecular network. In addition, the 3D structure contains inter-molecular π-π stacking inter-actions, with centroid-centroid distances of 3.5634 (12) Å between pyridine rings. The title com-pound exhibits a high energy gap (3.48 eV) and triplet energy (2.64 eV), indicating that it could be a suitable host material in organic light-emitting diode (OLED) applications.
在标题化合物CHNO中,咔唑体系与联吡啶环体系的平均平面形成68.45 (3)°的二面角。带有两个甲氧基取代基的联吡啶环体系近似平面(均方根偏差 = 0.0670 Å),两个吡啶环平面之间的二面角为7.91 (13)°。分子内C-H⋯O/N氢键可能促进联吡啶环体系的平面性。在吡啶取代的咔唑片段中,吡啶环相对于咔唑体系的平均平面倾斜56.65 (4)°(均方根偏差 = 0.0191 Å)。在晶体中,相邻分子通过C-H⋯O/N氢键和C-H⋯π相互作用相连,形成三维(3D)超分子网络。此外,3D结构包含分子间π-π堆积相互作用,吡啶环之间的质心-质心距离为3.5634 (12) Å。标题化合物表现出高的能隙(3.48 eV)和三线态能量(2.64 eV),表明它可能是有机发光二极管(OLED)应用中的合适主体材料。