Wannapaiboon Suttipong, Hanlumyuang Yuranan, Chansaenpak Kantapat, Pinyou Piyanut, Veranitisagul Chatchai, Laobuthee Apirat, Wattanathana Worawat
Synchrotron Light Research Institute, 111 University Avenue, Suranaree, Muang, Nakhon Ratchasima 30000, Thailand.
Department of Materials Engineering, Faculty of Engineering, Kasetsart University 10900, Thailand.
Acta Crystallogr E Crystallogr Commun. 2020 Jul 10;76(Pt 8):1239-1244. doi: 10.1107/S2056989020009184. eCollection 2020 Aug 1.
In the title unsymmetrical tertiary amine, CHNO, which arose from the ring-opening reaction of a di-hydro-benzoxazine, two 2,4-di-methyl-phenol moieties are linked by a 6,6'-(cyclo-hexyl-aza-nedi-yl)-bis-(methyl-ene) bridge: the dihedral angle between the dimethyl-phenol rings is 72.45 (7)°. The cyclo-hexyl ring adopts a chair conformation with the exocyclic C-N bond in an equatorial orientation. One of the phenol OH groups forms an intra-molecular O-H⋯N hydrogen bond, generating an (6) ring, and a short intra-molecular C-H⋯O contact is also present. In the crystal, O-H⋯O hydrogen bonds link the mol-ecules into (10) chains propagating along the [100] direction. The Hirshfeld surface analysis of the title compound confirms the presence of these intra- and inter-molecular inter-actions. The corresponding fingerprint plots indicate that the most significant contacts in the crystal packing are H⋯H (76.4%), H⋯C/C⋯H (16.3%), and H⋯O/O⋯H (7.2%).
在标题化合物不对称叔胺（CHNO）中，它由二氢苯并恶嗪的开环反应产生，两个2,4 - 二甲基苯酚部分通过一个6,6'-（环己基偶氮二亚基）-双-（亚甲基）桥相连：二甲基苯酚环之间的二面角为72.45 (7)°。环己基环呈椅式构象，环外C-N键处于平伏取向。其中一个酚羟基形成分子内O-H⋯N氢键，生成一个（6）环，并且还存在一个短的分子内C-H⋯O接触。在晶体中，O-H⋯O氢键将分子连接成沿[100]方向延伸的（10）链。标题化合物的 Hirshfeld 表面分析证实了这些分子内和分子间相互作用的存在。相应的指纹图谱表明，晶体堆积中最显著的接触是H⋯H（76.4%）、H⋯C/C⋯H（16.3%）和H⋯O/O⋯H（7.2%）。
