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()-5-(2,3-二氢-苯并[]噻唑-2-亚基)-2,6-二氧代-4-苯基-1,2,5,6-四氢吡啶-3-甲腈与哌啶盐哌啶()-5-(苯并[]噻唑-2-基)-3-氰基-6-氧代-4-苯基-1,6-二氢吡啶-2-醇1:1加合物的晶体结构

Crystal structure of the 1:1 adduct of ()-5-(2,3-di-hydro-benzo[]thia-zol-2-yl-idene)-2,6-dioxo-4-phenyl-1,2,5,6-tetra-hydro-pyridine-3-carbo-nitrile and its piperidinium salt, piperidinium ()-5-(benzo[]thia-zol-2-yl)-3-cyano-6-oxo-4-phenyl-1,6-di-hydro-pyridin-2-olate.

作者信息

Elgemeie Galal H, Metwally Nadia H, Abd Al-Latif El-Shimaa S M, Jones Peter G

机构信息

Chemistry Department, Faculty of Science, Helwan University, Cairo, Egypt.

Chemistry Department, Faculty of Science, Cairo University, Giza, Egypt.

出版信息

Acta Crystallogr E Crystallogr Commun. 2025 Aug 12;81(Pt 9):827-831. doi: 10.1107/S2056989025006991. eCollection 2025 Sep 1.

Abstract

In the structure of the title compound, CHN·CHNOS·CHNOS, the central pyridinic rings are approximately coplanar to the benzo-thia-zole moieties. The phenyl groups are appreciably angled to the central rings [inter-planar angles of 57.30 (3)° for the anion and 79.01 (4)° for the neutral mol-ecule]. Bond lengths and angles correspond to considerable delocalization of the π bonding, especially for the anion; all four C=O bond lengths are similar [1.2365 (13)-1.2591 (13) Å]. The two main residues display different configurations about the formally double C-C bonds between the benzo-thia-zole and pyridinic ring systems; the neutral mol-ecule is , facilitating an intra-molecular N-H⋯O hydrogen bond, but the anion is , allowing a short intra-molecular S⋯O contact of 2.5794 (10) Å. Within the asymmetric unit, the piperidinium cation is hydrogen bonded to an oxygen atom of the anion; the anion and the neutral mol-ecule are connected by two N-H⋯O hydrogen bonds, forming a ring of graph-set (8). Asymmetric units are linked to form inversion-symmetric dimers by an H⋯O hydrogen bond. These are further linked by a C-H⋯O hydrogen bond to form a broad ribbon of residues parallel to the axis.

摘要

在标题化合物CHN·CHNOS·CHNOS的结构中,中心吡啶环与苯并噻唑部分大致共面。苯基与中心环明显成一定角度[阴离子的面间角为57.30 (3)°,中性分子的面间角为79.01 (4)°]。键长和键角对应于π键的显著离域,特别是对于阴离子;所有四个C=O键长相似[1.2365 (13) - 1.2591 (13) Å]。两个主要残基在苯并噻唑和吡啶环系统之间形式上的双键C-C键周围显示出不同的构型;中性分子是 ,有利于分子内N-H⋯O氢键的形成,但阴离子是 ,允许2.5794 (10) Å的短分子内S⋯O接触。在不对称单元内,哌啶鎓阳离子通过氢键与阴离子的一个氧原子相连;阴离子和中性分子通过两个N-H⋯O氢键相连,形成一个图式为 (8)的环。不对称单元通过H⋯O氢键连接形成反演对称二聚体。这些二聚体通过C-H⋯O氢键进一步连接,形成一条平行于 轴的宽残基带。

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