Wardell James L, Wardell Solange M S V, Jotani Mukesh M, Tiekink Edward R T
Fundaçaö Oswaldo Cruz, Instituto de Tecnologia em Fármacos-Far Manguinhos, 21041-250 Rio de Janeiro, RJ, Brazil.
CHEMSOL, 1 Harcourt Road, Aberdeen AB15 5NY, Scotland.
Acta Crystallogr E Crystallogr Commun. 2018 Jun 5;74(Pt 7):895-900. doi: 10.1107/S2056989018007703. eCollection 2018 Jul 1.
In the racemic title mol-ecular salt, CHFNO·CClFO (systematic name: 2-{2,8-bis-(tri-fluoro-meth-yl)quinolin-4-ylmeth-yl}piperidin-1-ium chloro-difluoro-acetate), the cation, which is protonated at the piperidine N atom, has the shape of the letter, , with the piperidin-1-ium group being approximately orthogonal to the quinolinyl residue [the C-C-C-N (q = quinolinyl; m = methine; a = ammonium) torsion angle is 177.79 (18)°]. An intra-molecular, charge-assisted ammonium--⋯(hydrox-yl) hydrogen bond ensures the hy-droxy-O and ammonium-N atoms lie to the same side of the mol-ecule [O-C-C-N (h = hydrox-yl) = -59.7 (2)°]. In the crystal, charge-assisted hydroxyl-O-H⋯O(carboxyl-ate) and ammonium-N-H⋯O(carboxyl-ate) hydrogen bonds generate a supra-molecular chain along [010]; the chain is consolidated by C-H⋯O inter-actions. Links between chains to form supra-molecular layers are of the type C-Cl⋯π(quinolinyl-C) and the layers thus formed stack along the -axis direction without directional inter-actions between them. The analysis of the calculated Hirshfeld surface points to the dominance of F⋯H contacts to the surface (40.8%) with significant contributions from F⋯F (10.5%) and C⋯F (7.0%) contacts.
在消旋的标题分子盐CHFNO·CClFO（系统名称：2-{[2,8-双（三氟甲基）喹啉-4-基]（羟基）甲基}哌啶-1-鎓氯二氟乙酸盐）中，在哌啶N原子处质子化的阳离子呈字母“L”形，哌啶-1-鎓基团与喹啉基残基大致正交[C-C-C-N（q =喹啉基；m =次甲基；a =铵）扭转角为177.79 (18)°]。分子内电荷辅助的铵- - -⋯（羟基）氢键确保羟基-O和铵-N原子位于分子的同一侧[O-C-C-N（h =羟基）=-59.7 (2)°]。在晶体中，电荷辅助的羟基-O-H⋯O（羧酸盐）和铵-N-H⋯O（羧酸盐）氢键沿[010]方向生成超分子链；该链通过C-H⋯O相互作用得以巩固。链之间形成超分子层的连接类型为C-Cl⋯π（喹啉基-C），如此形成的层沿z轴方向堆叠，它们之间没有定向相互作用。对计算得到的 Hirshfeld 表面的分析表明，F⋯H与表面的接触占主导（40.8%），F⋯F（10.5%）和C⋯F（7.0%）接触也有显著贡献。
