Gauchat Eric, Nazarenko Alexander Y
Chemistry Department, SUNY Buffalo State, 1300 Elmwood Ave, Buffalo, NY 14222, USA.
Acta Crystallogr E Crystallogr Commun. 2017 Jan 1;73(Pt 1):63-67. doi: 10.1107/S2056989016019939.
(9,13,14)-3-Meth-oxy-17-methyl-morphinan (dextromethorphan) forms two isostructural salts with () tetra-chlorido-cobaltate, namely bis-[(9,13,14)-3-meth-oxy-17-methyl-morphinanium] tetra-chlorido-cobaltate, (CHNO)[CoCl], and () tetra-chlorido-cuprate, namely bis-[(9,13,14)-3-meth-oxy-17-methyl-morphinanium] tetra-chlorido-cuprate, (CHNO)[CuCl]. The distorted tetra-hedral anions are located on twofold rotational axes. The dextromethorphan cation can be described as being composed of two ring systems, a tetra-hydro-naphthalene system + and a deca-hydro-isoquinolinium subunit +, that are nearly perpendicular to one another: the angle between mean planes of the + and + moieties is 78.8 (1)° for () and 79.0 (1)° for (). Two symmetry-related cations of protonated dextromethorphan are connected to the tetra-chlorido-cobaltate (or tetra-chlorido-cuprate) anions strong N-H⋯Cl hydrogen bonds, forming neutral ion associates. These associates are packed in the (001) plane with no strong attractive bonding between them. Both compounds are attractive crystalline forms for unambiguous identification of the dextromethorphan and, presumably, of its optical isomer, levomethorphan.
(9,13,14)-3-甲氧基-17-甲基吗啡喃（右美沙芬）与（）四氯合钴酸盐形成两种同构盐，即双[（9,13,14）-3-甲氧基-17-甲基吗啡鎓]四氯合钴酸盐，(C₁₈H₂₅NO)[CoCl₄]，以及与（）四氯合铜酸盐，即双[（9,13,14）-3-甲氧基-17-甲基吗啡鎓]四氯合铜酸盐，(C₁₈H₂₅NO)[CuCl₄]。畸变的四面体阴离子位于二次旋转轴上。右美沙芬阳离子可描述为由两个环系组成，一个四氢萘系 + 和一个十氢异喹啉鎓亚基 +，它们彼此几乎垂直：对于（），+ 和 + 部分平均平面之间的夹角为 78.8 (1)°，对于（）为 79.0 (1)°。两个对称相关的质子化右美沙芬阳离子通过强 N-H⋯Cl 氢键与四氯合钴酸盐（或四氯合铜酸盐）阴离子相连，形成中性离子缔合体。这些缔合体堆积在（001）平面中，它们之间没有强的吸引键。这两种化合物都是用于明确鉴定右美沙芬及其光学异构体左美沙芬的有吸引力的晶体形式。
