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Quantitative investigation of C–H⋯π and other intermolecular interactions in a series of crystalline N-(substituted phenyl)-2-naphthamide derivatives
CrystEngComm ( IF 3.1 ) Pub Date : 2017-08-08 00:00:00 , DOI: 10.1039/c7ce01310h
Rahul Shukla 1, 2, 3, 4, 5 , Aamer Saeed 2, 6, 7, 8 , Jim Simpson 2, 9, 10, 11 , Deepak Chopra 1, 2, 3, 4, 5
Affiliation  

In this study, we have investigated the nature and characteristics of different intermolecular interactions present in a series of seven N-(substituted phenyl)-2-naphthamides. The seven structures comprise 2-naphthyl ring systems linked by amide bridges to N-bound phenyl 1, or substituted benzene rings 3–7, or in the case of 2, a cyclohexane ring. A common feature of the crystal packing for all but the o-nitro derivative 7 is the presence of a strong intermolecular N–H⋯O interaction. In the case of 7, the possibility of such an interaction is obviated by the formation of an intramolecular N–H⋯O hydrogen bond. An additional feature of the crystal packing for 1–6 is the significant roles that C–H⋯π contacts play in generating three-dimensional networks. In contrast for 7, the intramolecular N–H⋯O hydrogen bond precludes the formation of molecular chains but the planar nature of this molecule allows significant π⋯π stacking interactions to stabilize the packing.

中文翻译:

一系列结晶N-(取代苯基)-2-萘酰胺衍生物中C–H⋯π和其他分子间相互作用的定量研究

在这项研究中,我们调查了一系列七个N-(取代的苯基)-2-萘酰胺中存在的不同分子间相互作用的性质和特征。这七个结构包括通过酰胺桥与N结合苯基1或取代的苯环3-7或在2的情况下为环己烷环相连的2-萘环系统。除硝基衍生物7以外,所有其他化合物的晶体堆积的一个共同特征是存在强烈的分子间N–H⋯O相互作用。在7的情况下,分子内N–H⋯O氢键的形成消除了这种相互作用的可能性。1–6晶体堆积的另一个特征是C–H⋯π接触在生成三维网络中所起的重要作用。相比之下,对于7,分子内N–H–O氢键排除了分子链的形成,但是该分子的平面性质允许显着的π⋯π堆积相互作用来稳定堆积。
更新日期:2017-09-18
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