Rusli Aqilah Fasihah, Kwong Huey Chong, Crouse Karen A, Jotani Mukesh M, Tiekink Edward R T
Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, UPM, Serdang 43400, Malaysia.
Department of Physics, Bhavan's Sheth R. A. College of Science, Ahmedabad, Gujarat 380001, India.
Acta Crystallogr E Crystallogr Commun. 2020 Jan 17;76(Pt 2):208-213. doi: 10.1107/S2056989020000328. eCollection 2020 Feb 1.
The title hydrazine carbodi-thio-ate, CHNOS, is constructed about a central and almost planar CNS chromophore (r.m.s. deviation = 0.0263 Å); the terminal meth-oxy-benzene group is close to coplanar with this plane [dihedral angle = 3.92 (11)°]. The -butyl group has an extended all- conformation [torsion angles S-C-C-C = -173.2 (3)° and C-C-C-C = 180.0 (4)°; m = methyl-ene and me = meth-yl]. The most prominent feature of the mol-ecular packing is the formation of centrosymmetric eight-membered {⋯HNCS} synthons, as a result of thio-amide-N-H⋯S(thio-amide) hydrogen bonds; these are linked meth-oxy-C-H⋯π(meth-oxy-benzene) inter-actions to form a linear supra-molecular chain propagating along the -axis direction. An analysis of the calculated Hirshfeld surfaces and two-dimensional fingerprint plots point to the significance of H⋯H (58.4%), S⋯H/H⋯S (17.1%), C⋯H/H⋯C (8.2%) and O⋯H/H⋯O (4.9%) contacts in the packing. The energies of the most significant inter-actions, . the N-H⋯S and C-H⋯π inter-actions have their most significant contributions from electrostatic and dispersive components, respectively. The energies of two other identified close contacts at close to van der Waals distances, . a thione-sulfur and meth-oxy-benzene-hydrogen contact (occurring within the chains along the axis) and between methyl-ene-H atoms (occurring between chains to consolidate the three-dimensional architecture), are largely dispersive in nature.
标题为肼基二硫代甲酸酯,化学式为CHNOS,其结构围绕一个中心且近乎平面的CNS发色团构建(均方根偏差 = 0.0263 Å);末端甲氧基苯基团与该平面近乎共面[二面角 = 3.92 (11)°]。丁基具有伸展的全反式构象[扭转角S - C - C - C = -173.2 (3)°和C - C - C - C = 180.0 (4)°;m = 亚甲基,me = 甲基]。分子堆积的最显著特征是由于硫代酰胺 - N - H⋯S(硫代酰胺)氢键形成了中心对称的八元{⋯HNCS}合成子;这些通过甲氧基 - C - H⋯π(甲氧基苯)相互作用相连,形成沿 - 轴方向传播的线性超分子链。对计算得到的Hirshfeld表面和二维指纹图谱的分析表明,H⋯H(58.4%)、S⋯H/H⋯S(17.1%)、C⋯H/H⋯C(8.2%)和O⋯H/H⋯O(4.9%)接触在堆积中具有重要意义。最显著相互作用的能量,即N - H⋯S和C - H⋯π相互作用,分别主要来自静电和色散成分。另外两个确定的接近范德华距离的紧密接触的能量,即硫酮硫和甲氧基苯 - 氢接触(沿 轴在链内发生)以及亚甲基 - H原子之间的接触(在链间发生以巩固三维结构),在本质上主要是色散性的。