Papandreou Nikolaos C, Makedonopoulou Stella, Antoniadou-Vyza Ekaterini A, Mavridis Irene M, Hamodrakas Stavros J
Department of Cell Biology and Biophysics, Faculty of Biology, University of Athens, Panepistimiopolis 157 01, Athens, Greece.
Acta Crystallogr C. 2002 Dec;58(Pt 12):o730-2. doi: 10.1107/s0108270102019108. Epub 2002 Nov 26.
The title salt, C(18)H(22)N(5)(+).Cl(-), is a member of a new series of lipophilic 4,6-diamino spiro-s-triazines which are potent inhibitors of dihydrofolate reductase. The protonated triazine ring deviates from planarity, whereas the cyclohexane ring adopts a chair conformation. A rather unusual hydrogen-bonding scheme exists in the crystal. There is a centrosymmetric arrangement involving two amino groups and two triazine ring N atoms, with graph-set R(2)(2)(8) and an N.N distance of 3.098 (3) A, flanked by two additional R(3)(2)(8) systems, involving two amino groups, a triazine ring N atom and a Cl(-) anion, with N.Cl distances in the range 3.179 (2)-3.278 (2) A. Furthermore, the Cl(-) anion, the protonated triazine ring N atom and an amino group form a hydrogen-bonding system with graph-set R(2)(1)(6).
标题盐C(18)H(22)N(5)(+)·Cl(-)是一系列新型亲脂性4,6 - 二氨基螺三嗪的成员，这些螺三嗪是二氢叶酸还原酶的有效抑制剂。质子化的三嗪环偏离平面，而环己烷环呈椅式构象。晶体中存在一种相当不寻常的氢键模式。存在一种中心对称排列，涉及两个氨基和两个三嗪环N原子，具有R(2)(2)(8)图形集，N…N距离为3.098(3) Å，两侧还有另外两个R(3)(2)(8)体系，涉及两个氨基、一个三嗪环N原子和一个Cl(-)阴离子，N…Cl距离在3.179(2) - 3.278(2) Å范围内。此外，Cl(-)阴离子、质子化的三嗪环N原子和一个氨基形成了具有R(2)(1)(6)图形集的氢键体系。
