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Synthesis, spectroscopic and X-ray crystallographic analysis of N-(2-(2-(4-chlorophenoxy)acetamido)phenyl)-1H-indole-2-carboxamide Al-Ostoot, Fares Hezam Stondus, Jigmat Anthal, Sumati Venkatesh, Geetha Doddenahally Mohammed, Yasser Hussein Eissa Sridhar, Mandayam Anandalwar Khanum, Shaukath Ara Kant, Rajni Amide Single crystal X-ray diffraction Indole analogues H-bonded interactions Spectroscopic analysis Medicinal chemistry of indole analogs constitutes important therapeutic agents with anti-oxidant, anti-HIV and anti-cancer activities. Indole nucleus is frequently found in synthetic and natural products, pharmaceuticals, functional materials, agrochemicals, etc. The title compound, N-(2-(2-(4-chlorophenoxy)acetamido)phenyl)-1H-indole-2-carboxamide (5), has been synthesized in good yield by stirring the compound N-(2-aminophenyl)-2-(4-chlorophenoxy)acetamide (3) with 1H-indole-2-carboxylic acid (4), in dry dichloromethane followed by the addition of 2,6-lutidine, and o-(benzotriazol-1-yl)-N,N,N',N'-tetramethyl uraniumtetrafluoroborate in cooled condition. Compound 5 was synthesized and characterized by the conventional spectroscopic techniques (1H NMR, 13C NMR and LC-MS) and the three-dimensional structure was elucidated by using single crystal X-ray diffraction methods. It crystallizes in the monoclinic crystal system with space group P21/c. The structure was solved by direct methods and refined by full matrix least square procedure to a final R value of 0.043 for 2490 observed reflections. Three intra-molecular interactions of the type N-H···N and C-H···N were observed. The packing of molecules in the unit cell is governed by N-H···O and C-H···O intermolecular H-boned interactions which leads to the formation of infinite staking chain along [001] direction. In addition, two weak C-H···π interactions also contribute to molecular packing. Atlanta Publishing House LLC 2019-09-30 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf text/x-fortran https://www.eurjchem.com/index.php/eurjchem/article/view/1874 10.5155/eurjchem.10.3.234-238.1874 European Journal of Chemistry; Vol. 10 No. 3 (2019): September 2019; 234-238 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/1874/pdf_1874 https://www.eurjchem.com/index.php/eurjchem/article/view/1874/2625 Copyright (c) 2019 Authors