The Structure of N-(Chloromethyl)Strychninium Chloride, a Spontaneously Crystallized Product Relevant to Analytical Chemistry, Bioprospecting, and Chiral Separations

IF 0.4 4区化学 Q4 CRYSTALLOGRAPHY

Journal of Chemical Crystallography Pub Date : 2023-01-05 DOI:10.1007/s10870-022-00977-7

Chloe M. Taylor, Nathan L. Kilah

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Abstract

Strychnine is well known as a highly toxic alkaloid derived from the plant Strychnos nux-vomica. It has been applied for chiral separations as a resolving agent for co-crystallizations, as a standard for chromatographic separations, as a rodenticide, as a natural therapy and stimulant, and as a poisonous plot device in works of fiction. Dissolving strychnine into the common organic solvent dichloromethane results in the spontaneous crystallization of the title compound N-(chloromethyl)strychninium chloride. Crystals of the compound were isolated in the orthorhombic space group P2₁2₁2₁ with a = 7.6819(2) Å, b = 7.9621(2) Å, c = 30.7170(9) Å, α = 90°, β = 90°, γ = 90°. The crystal structure has bilayers of N-(chloromethyl)strychninium cations with corresponding bilayers of chloride ions interacting to the cations through C–H hydrogen bonds.

Graphical Abstract

Abstract Image

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一种与分析化学、生物勘探和手性分离相关的自发结晶产物N-(氯甲基)士的结构

马钱子碱是一种从马钱子植物中提取的剧毒生物碱。它已被应用于手性分离，作为共结晶的溶解剂，作为色谱分离的标准，作为灭鼠剂，作为自然疗法和兴奋剂，并在小说作品中作为一个有毒的情节装置。将士的宁溶解到常见的有机溶剂二氯甲烷中，结果是标题化合物N-(氯甲基)士的宁氯的自发结晶。化合物的晶体在正交空间群P212121中分离得到，a = 7.6819(2) Å， b = 7.9621(2) Å， c = 30.7170(9) Å， α = 90°，β = 90°，γ = 90°。晶体结构具有双层N-(氯甲基)士的宁阳离子，相应的双层氯离子通过C-H氢键与阳离子相互作用。图形抽象

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来源期刊

Journal of Chemical Crystallography 化学-光谱学

CiteScore

1.50

自引率

12.50%

发文量

审稿时长

6.3 months

期刊介绍： Journal of Chemical Crystallography is an international and interdisciplinary publication dedicated to the rapid dissemination of research results in the general areas of crystallography and spectroscopy. Timely research reports detail topics in crystal chemistry and physics and their relation to problems of molecular structure; structural studies of solids, liquids, gases, and solutions involving spectroscopic, spectrometric, X-ray, and electron and neutron diffraction; and theoretical studies.