Different N—H⋯π inter­actions in two indole derivatives

Kerr J.R.; Trembleau L.; Storey J.M.D.; Wardell J.L.; Harrison W.T.A.

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Different N—H⋯π interactions in two indole derivatives

机译：两个吲哚衍生物中不同的N-H⋯π相互作用

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We describe the syntheses and crystal structures of two indole derivatives, namely 6-isopropyl-3-(2-nitro-1-phenylethyl)-1H-indole, C19H20N2O2, (I), and 2-(4-methoxyphenyl)-3-(2-nitro-1-phenylethyl)-1H-indole, C23H20N2O3, (II); the latter crystallizes with two molecules (A and B) with similar conformations (r.m.s. overlay fit = 0.139 Å) in the asymmetric unit. Despite the presence of O atoms as potential acceptors for classical hydrogen bonds, the dominant intermolecular interaction in each crystal is an N—H⋯π bond, which generates chains in (I) and A+A and B+B inversion dimers in (II). A different aromatic ring acts as the acceptor in each case. The packing is consolidated by C—H⋯π interactions in each case but aromatic π–π stacking interactions are absent.

机译：我们描述了两种吲哚衍生物的合成和晶体结构，即6-异丙基-3-（2-硝基-1-苯基乙基）-1H-吲哚，C19H20N2O2，（I）和2-（4-甲氧基苯基）-3- （2-硝基-1-苯基乙基）-1H-吲哚，C23H20N2O3，（II）;后者在不对称单元中由具有相似构型（r.m.s.重叠拟合= 0.139Å）的两个分子（A和B）结晶。尽管存在O原子作为经典氢键的潜在受体，但每个晶体中主要的分子间相互作用是N-H⋯π键，该键在（I）中产生链，在（II）中产生A + A和B + B反转二聚体）。在每种情况下，不同的芳环充当受体。在每种情况下，填充都是通过C–H⋯π相互作用来巩固的，但不存在芳族π–π堆积相互作用。

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《Acta Crystallographica Section E: Crystallographic Communications》 |2016年第5期|共5页
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Kerr J.R.; Trembleau L.; Storey J.M.D.; Wardell J.L.; Harrison W.T.A.;
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中图分类晶体学;
关键词
CRYSTAL STRUCTUREINDOLEN-H...PI INTERACTIONCHAINSINVERSION DIMERS;

机译：晶体结构吲哚... [PI]相互作用链反型;

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1. Different N—H⋯π interactions in two indole derivatives [J] . Kerr J.R., Trembleau L., Storey J.M.D., Acta Crystallographica Section E: Crystallographic Communications . 2016,第5期

机译：两个吲哚衍生物中不同的N-H⋯π相互作用
2. Crystal structures of four indole derivatives with a phenyl substituent at the 2-position and a carbonyl group at the 3-position: the C(6) N—H⋯O chain remains the same, but the weak reinforcing interactions are different [J] . Kerr J.R., Trembleau L., Storey J.M.D., Acta Crystallographica Section E: Crystallographic Communications . 2016,第3期

机译：四个吲哚衍生物的晶体结构在2位带有苯基取代基，在3位带有羰基：C（6）N-H⋯O链保持相同，但弱增强相互作用不同
3. Crystal structures of four indole derivatives with a phenyl substituent at the 2-position and a carbonyl group at the 3-position: the C(6) N—H⋯O chain remains the same, but the weak reinforcing interactions are different [J] . Kerr J.R., Trembleau L., Storey J.M.D., Acta Crystallographica Section E: Crystallographic Communications . 2016,第3期

机译：四个吲哚衍生物的晶体结构在2位带有苯基取代基，在3位带有羰基：C（6）N-H⋯O链保持相同，但弱增强相互作用不同
4. Evidences for Picosecond Excited State Reactions of Indole Derivatives in Alcoholic Solvents, Reverse Micelles and Proteins [C] . Jacques GALLAY, Nikolai VEKSHIN, Jana SOPKOVA, Fluorescence Science and Technology . 2000

机译：吲哚衍生物在酒精溶剂，反向胶束和蛋白质中的吲哚衍生物的兴奋状态反应的证据
5. I. Structure-based molecular modeling and synthesis of indole derivatives as non-phenolic analogues of mycophenolic acid. II. 3D-QSAR studies using CoMFA on homotropane and tropane derivatives as dopamine transporter and serotonin transporter ligands. [D] . El-Araby, Moustafa El-Sayed. 2001

机译：I.基于结构的分子模型和吲哚衍生物作为霉酚酸的非酚类似物的合成。二。 3D-QSAR研究使用CoMFA对高碘烷和托烷衍生物作为多巴胺转运蛋白和5-羟色胺转运蛋白配体的研究。
6. Crystal structures of four indole derivatives with a phenyl substituent at the 2-position and a carbonyl group at the 3-position: the C(6) N—H⋯O chain remains the same but the weak reinforcing interactions are different [O] . Jamie R. Kerr, Laurent Trembleau, John M. D. Storey, 2016

机译：四个吲哚衍生物的晶体结构在2位带有苯基取代基在3位带有羰基：C（6）N-H⋯O链保持相同但弱的增强相互作用不同
7. Studies on Indole Derivatives. XVII. The Synthesis of Indoxyl Derivatives. (3) The Reactions of 3-Hydroxy-2-(1-methylthiovinyl)-indole Derivatives with Amines [O] . GORO KOBAYASHI, YOSHIRO MATSUDA, REIKO NATSUKI, 1973

机译：吲哚衍生物的研究。十八。吲哚基衍生物的合成。（3）3-羟基-2-（1-甲基硫基） - 吲哚衍生物与胺的反应

Different N—H⋯π inter­actions in two indole derivatives

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Different N—H⋯π interactions in two indole derivatives