Study of solid state structural and bonding features of (E)-1-(4-bromophenyl)-3-(1-H-indol-3-yl)-prop-2-en-1-one

Wazalwar, Sachin Sudhakar; Banpurkar, Anita R; Perdih, Franc

Abstract

Single-crystal study of indolyl chalcone (E)-1-(4-bromophenyl)-3-(1-H-indol-3-yl)-prop-2-en-1-one is reported here. It has been synthesized by microwave assisted method from indole-3-carbaldehyde and 4-bromo acetophenone by Claisen-Schmidt reaction. IR,1H NMR and HRMS data is reported here. The crystalline structure of this compound is described within the sp. gr. I -4; its unit cell parameters are a = 23.9636(17)Å,b = 23.9636(17)Å,c = 5.1428(5)Å. Crystallographic study shows formation of hydrogen-bonded cyclic tetramer around a 2-fold axis and 4-fold roto-inversion axis through
N1–H1···O1 interactions between the indolic NH group as a hydrogen-bond donor and the carbonyl O atom as a hydrogen-bond acceptor.

 


Keyword(s)

Indolyl chalcone, indole-3-carbaldehyde, 4-bromoacetophenone, microwave assisted, X-ray diffraction,
cyclic tetramer



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