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两性离子4-溴-6-甲氧基-2-{[三(羟甲基)甲基]亚胺基甲基}苯酚盐:晶体结构与 Hirshfeld 表面分析

Zwitterionic 4-bromo-6-meth-oxy-2-{[tris-(hy-droxy-meth-yl)methyl]-iminiumyl-meth-yl}phenolate: crystal structure and Hirshfeld surface analysis.

作者信息

Lee See Mun, Lo Kong Mun, Tan Sang Loon, Tiekink Edward R T

机构信息

Research Centre for Crystalline Materials, Faculty of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia.

出版信息

Acta Crystallogr E Crystallogr Commun. 2016 Jul 29;72(Pt 8):1223-7. doi: 10.1107/S2056989016012159. eCollection 2016 Aug 1.

Abstract

In the solid state, the title compound, C12H16BrNO5 [systematic name: 4-bromo-2-((1E)-{[1,3-dihy-droxy-2-(hy-droxy-meth-yl)propan-2-yl]iminium-yl}meth-yl)-6-meth-oxy-benzen-1-olate], C12H16BrNO5, is found in the keto-amine tautomeric form, with an intra-molecular iminium-N-H⋯O(phenolate) hydrogen bond and an E conformation about the C=N bond. Both gauche (two) and anti relationships are found for the methyl-hydroxy groups. In the crystal, a supra-molecular layer in the bc plane is formed via hy-droxy-O-H⋯O(hy-droxy) and charge-assisted hy-droxy-O-H⋯O(phenolate) hydrogen-bonding inter-actions; various C-H⋯O inter-actions provide additional cohesion to the layers, which stack along the a axis with no directional inter-actions between them. A Hirshfeld surface analysis confirms the lack of specific inter-actions in the inter-layer region.

摘要

在固态下,标题化合物C₁₂H₁₆BrNO₅[系统名称:4-溴-2-((1E)-{[1,3-二羟基-2-(羟甲基)丙烷-2-基]亚胺基}甲基)-6-甲氧基苯-1-醇盐],C₁₂H₁₆BrNO₅,以酮胺互变异构形式存在,具有分子内亚胺鎓-N-H⋯O(酚盐)氢键以及C=N键周围的E构型。甲基-羟基存在顺式(两个)和反式关系。在晶体中,通过羟基-O-H⋯O(羟基)和电荷辅助的羟基-O-H⋯O(酚盐)氢键相互作用在bc平面形成超分子层;各种C-H⋯O相互作用为这些层提供了额外的内聚力,这些层沿a轴堆叠,它们之间没有定向相互作用。 Hirshfeld表面分析证实层间区域缺乏特定相互作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a964/4971878/b382850d4e88/e-72-01223-fig1.jpg

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