Gotoh Kazuma, Ishida Hiroyuki
Department of Chemistry, Faculty of Science, Okayama University, Okayama 700-8530, Japan.
Acta Crystallogr E Crystallogr Commun. 2015 Jan 1;71(Pt 1):31-4. doi: 10.1107/S2056989014026152.
In each of the title isomeric compounds, C9H7.3N·C7H3.7ClNO4, (I), and C9H8N·C7H3ClNO4, (II), of iso-quinoline with 3-chloro-2-nitro-benzoic acid and 4-chloro-2-nitro-benzoic acid, the two components are linked by a short hydrogen bond between a base N atom and a carb-oxy O atom. In the hydrogen-bonded unit of (I), the H atom is disordered over two positions with N and O site occupancies of 0.30 (3) and 0.70 (3), respectively, while in (II), an acid-base inter-action involving H-atom transfer occurs and the H atom is located at the N site. In the crystal of (I), the acid-base units are connected through C-H⋯O hydrogen bonds into a tape structure along the b-axis direction. Inversion-related adjacent tapes are further linked through π-π inter-actions [centroid-centroid distances = 3.6389 (7)-3.7501 (7) Å], forming a layer parallel to (001). In the crystal of (II), the acid-base units are connected through C-H⋯O hydrogen bonds into a ladder structure along the a-axis direction. The ladders are further linked by another C-H⋯O hydrogen bond into a layer parallel to (001).
在异喹啉与3-氯-2-硝基苯甲酸和4-氯-2-硝基苯甲酸形成的每种标题异构化合物C₉H₇.₃N·C₇H₃.₇ClNO₄（I）和C₉H₈N·C₇H₃ClNO₄（II）中，两种组分通过碱N原子与羧基O原子之间的短氢键相连。在（I）的氢键单元中，H原子在两个位置上无序分布，N和O的占位分别为0.30（3）和0.70（3），而在（II）中，发生了涉及H原子转移的酸碱相互作用，H原子位于N位点。在（I）的晶体中，酸碱单元通过C—H⋯O氢键沿b轴方向连接成带状结构。相关的相邻带通过π-π相互作用[质心-质心距离 = 3.6389（7）-3.7501（7）Å]进一步相连，形成平行于（001）的层。在（II）的晶体中，酸碱单元通过C—H⋯O氢键沿a轴方向连接成阶梯状结构。这些阶梯通过另一个C—H⋯O氢键进一步相连，形成平行于（001）的层。
