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Synthesis, Characterization and Crystal Structure of (S)-2-(2-Hydroxynaphthalen-6-yl)-N-((pyridin-4-yl)methyl) Propanamide

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Abstract

The synthesis, characterization and crystal structure of the title compound, (S)-2-(2-hydroxynaphthalen-6-yl)-N-((pyridin-4-yl)methyl) propanamide, is described. The salt is enantiomerically pure and crystallize in the orthorhombic P212121 chiral space group with a = 7.9174(13) Å, b = 11.1583(18) Å, c = 11.2600(18) Å. Each molecule is linked to four neighboring molecules through the O–H···O and N–H···N hydrogen bonds into a supramolecular helical chain. The O–H···O and N–H···N hydrogen bonds lead to 24-membered open rings. Chains are further connected into layers via extensive interchain H···O and H···C short contacts.

Graphical Abstract

The structure of (S)-2-(2-hydroxynaphthalen-6-yl)-N-((pyridin-4-yl) methyl) propanamide, is described and prominent intermolecular O–H···O and N–H···N hydrogen bonds are present in the structure.

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Acknowledgments

This work was supported by Natural Science Foundations of China (Grant 20901042), Jiangsu Province (Grant BK2010527) and in part by ‘National Basic Research Program of China’ (2009CB930601).

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Authors and Affiliations

  1. Key Laboratory for Organic Electronics and Information Displays (KLOEID) and Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, 9 Wenyuan Road, Nanjing, 210046, People’s Republic of China

    Shi Wang & Wenrui He

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  1. Shi Wang
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  2. Wenrui He
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Correspondence to Shi Wang.

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Wang, S., He, W. Synthesis, Characterization and Crystal Structure of (S)-2-(2-Hydroxynaphthalen-6-yl)-N-((pyridin-4-yl)methyl) Propanamide. J Chem Crystallogr 41, 783–786 (2011). https://doi.org/10.1007/s10870-010-9974-5

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  • DOI: https://doi.org/10.1007/s10870-010-9974-5

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