Diesen Veronica, Lousada Cláudio, Fischer Andreas
Division of Applied Physical Chemistry, School of Chemical Science and Engineering, Royal Institute of Technology (KTH), 100 44 Stockholm, Sweden.
Acta Crystallogr Sect E Struct Rep Online. 2012 Jul 1;68(Pt 7):o2091-2. doi: 10.1107/S1600536812024920. Epub 2012 Jun 13.
CRYSTALS OF THE HYDROGEN SULFATE SALT OF CHLORDIAZEPOXIDE (SYSTEMATIC NAME: 7-chloro-N-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-iminium 4-oxide hydrogen sulfate), C(16)H(15)ClN(3)O(+)·HSO(4) (-), were obtained from a solution of chlordiazepoxide and sulfuric acid in methanol. The structure features chlordiazepoxide mol-ecules that are protonated at the imine N atom. The seven-membered ring adopts a boat conformation with the CH(2) group as the prow and the two aryl C atoms as the stern. The dihedral angle between the benzene rings is 72.41 (6)°. In the crystal, the HSO(4) (-) anion acts as a bridging group between two chlordiazepoxide cations. The H atom of the protonated imino N forms an N-H⋯O hydrogen bond with a hydrogen sulfate ion. The anion in turn forms two hydrogen bonds, O-H⋯O with the anion as donor and N-H⋯O with the anion as acceptor, to generate an R(2) (2)(10) loop. Each HSO(4) (-) anion connects two chlordiazepoxide moieties of the same chirality.
氯氮䓬硫酸氢盐（系统命名：7-氯-N-甲基-5-苯基-2,3-二氢-1H-1,4-苯并二氮杂䓬-2-亚胺鎓 4-氧化物硫酸氢盐），化学式为 C(16)H(15)ClN(3)O(+)·HSO(4) (-)，是从氯氮䓬与硫酸在甲醇中的溶液中获得的。该结构的特征是氯氮䓬分子在亚胺 N 原子处质子化。七元环呈船式构象，以 CH(2) 基团为船头，两个芳基 C 原子为船尾。苯环之间的二面角为 72.41 (6)°。在晶体中，HSO(4) (-) 阴离子充当两个氯氮䓬阳离子之间的桥连基团。质子化亚氨基 N 的 H 原子与硫酸氢根离子形成 N-H⋯O 氢键。该阴离子又形成两个氢键，以阴离子为供体的 O-H⋯O 氢键和以阴离子为受体的 N-H⋯O 氢键，形成一个 R(2) (2)(10) 环。每个 HSO(4) (-) 阴离子连接两个相同手性的氯氮䓬部分。
