3,6-二苯基-1,2-二氢-1,2,4,5-四嗪-1,2-二甲酸乙酯的合成和晶体结构

Synthesis and Crystal Structure of Diethyl 3,6-Diphenyl-1,2-dihydro- 1,2,4,5-tetrazine-1,2-dicarboxylate

氯甲酸乙酯和 3 ,6 二苯基 1,2 二氢 1,2 ,4,5 四嗪反应生成的是标题化合物 3 ,6 二苯基 1,2 二氢 1,2 ,4,5 四嗪 1,2 二甲酸乙酯 ,而不是预期的 3 ,6 二苯基 1,4 二氢 1,2 ,4,5 四嗪 1,4 二甲酸乙酯 ,其结构通过X射线单晶结构分析得以证实 .此晶体属三斜晶系 ,P 1空间群 ,晶胞参数分别为 :a =0 8915 (2 )nm ,b =1 0 44 4(2 )nm ,c =1 15 0 9(3 )nm ,α =10 3 2 68(3 )° ,β =10 2 844 (3 )° ,γ =10 0 765 (3 )° ,Z =2 ,R1=0 0 5 93和wR2 =0 1691.结果表明该化合物中心六元环的 2 ,3 二氮杂丁二烯基团不共平面 ,没有很好地共轭 .且该化合物中心六元环呈扭式构象 ,N(1)和N(2 )原子分别偏离环平面 -0 0 3 611(4 1)和 0 0 2 944 (4 0 )nm .

The reaction of ethyl chloroformate with 3, 6-diphenyl-1, 2-dihydro-1, 2, 4, 5-tetrazine gave the tide compound, diethyl 3,6-diphenyl-1, 2-dihydro-1, 2,4,5-tetrazine-1, 2-dicarboxylate, rather than the expected diethyl 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine-1,4-dicarboxylate. The structure of the title compound was determined by X-ray diffraction analysis. The tide compound crystallized in triclinic system with space group P-1, a = 0.8915 (2) nm, b = 1.0444(2) nm, c = 1. 1509(3) nm, a = 103.268(3)degrees, beta = 102.844(3)degrees, gamma = 100.765 (3)degrees, Z = 2, R-1 = 0.0593, and omegaR(2) = 0.1691. The 2, 3-diazabutadiene group in the central six-membered ring is not coplanar, indicating a lack of conjugation. The ring has a twisted conformation, in which adjacent atoms N(1) and N (2) deviate from the plane of the ring by - 0.03611(41) and 0.02944(40) nm, respectively.