Phytochemical, Crystal Structure, Spectroscopic, DFT Based Non Covalent Interactions and Non-linear Optical Studies of Neurada procumbens.

Muhammad Ibrahim; Mazhar Abbas; Muhammad Khalid; Muhammad Nawaz Tahir; Muhammad Usman Khan; Ajaz Hussain; Asmat Ullah; Amjad Hussain

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Phytochemical, Crystal Structure, Spectroscopic, DFT Based Non Covalent Interactions and Non-linear Optical Studies of Neurada procumbens.

Author(s)

Muhammad Ibrahim Department of Applied Chemistry, Government College University, Faisalabad, Punjab, Pakistan

Mazhar Abbas Department of Applied Chemistry, Government College University, Faisalabad, Punjab, Pakistan

Muhammad Khalid Department of Chemistry, Khwaja Fareed University of Engineering & Information Technology, Rahim Yar Khan, Punjab, Pakistan

Muhammad Nawaz Tahir Department of Physics, University of Sargodha, Sargodha, Punjab, Pakistan

Muhammad Usman Khan Department of Applied Chemistry, Government College University, Faisalabad, Punjab, Pakistan

Ajaz Hussain Institute of Chemical Sciences, Bahauddin Zakariya University, Multan, Punjab, Pakistan

Asmat Ullah Department of Chemistry, Khwaja Fareed University of Engineering & Information Technology, Rahim Yar Khan, Punjab, Pakistan

Amjad Hussain Department of Applied Chemistry, Government College University, Faisalabad, Punjab, Pakistan

Abstract

Summary: In this study, two compounds: 4-(3-bromopropoxy)-3-methoxy phenyl methanol (1) and 4-(3-bromopropoxy)-3-methoxybenzaldehyde (2) have been isolated from Neurada procumbens for the first time. Their structures have been elucidated by EI-MS, HR-EI-MS, HR-FAB-MS, 1H and 13C-NMR and XRD crystallographic techniques. These compounds have been further investigated using density functional theory (DFT) at M06-2X level of theory with 6-311+G(d,p) basis set combination to obtain optimized geometry. The optimized geometrical parameters were found in good agreement with the XRD results. Natural bond orbital (NBO) analysis have been executed using M06-2X/6-311+G(d, p) level of theory which predicted the hydrogen bonding and hyperconjugative interaction of both crystals. Frontier molecular orbital (FMOs) analysis and molecular electrostatic potential (MEP) surface studies were carried out using B3LYP/6-311+G(d,p) level to calculate EHOMO-ELUMO gap, possible sites and relative reactivities towards nucleophilic and electrophilic attack. Finally, nonlinear optical (NLO) properties of the title molecules were computed with B3LYP/6-311+G (d,p) method which is found greater as compared to the reference molecule (urea) demonstrating that the molecules might have convincingly good NLO properties.

Publication Details

Page(s) 749-760

DOI DOI not available

Published Journal: Journal of Chemical Society of Pakistan, Volume: 40, Issue: 4, Year: 2018

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