DFT investigation on the differences in the geometrical parameters of trans-cis and cis-trans conformations of methyl substituted benzoyl pyridylthiourea

Rafie Draman, Maisara Abdul Kadir, Bohari Mohd. Yamin, Mohd Sukeri Mohd Yusof

Research output: Contribution to journalArticle

Abstract

Five single molecules of pyridylthiourea compounds, benzoylpyridylthiourea derivatives were theoretically studied in order to understand their conformational preference, flexibility and stability. The calculation is made by Gaussian 09W at B3LYP/6-311G(d,p). The positional of methyl substituent group brought major effect to the conformations of the molecule that prone to form cis-trans conformation. In cis-trans conformation, N-benzoyl-N'-(6-methyl-2-pyridyl)thiourea, the positional of methyl substituent indicates that this molecule has relatively high intermolecular hydrogen bonding compared to the other studied molecules. Nevertheless, hyperconjugation of methyl with pseudo six-membered ring has been observed in cis-trans conformation.

Original languageEnglish
Pages (from-to)86-91
Number of pages6
JournalJournal of Sustainability Science and Management
Volume2017
Issue numberSpecial Issue 2
Publication statusPublished - 1 Jan 2017

Fingerprint

Discrete Fourier transforms
Conformations
flexibility
hydrogen
Molecules
Group
Thioureas
Hydrogen bonds
Derivatives
parameter
effect
calculation

Keywords

  • Cis-trans
  • Conformational
  • DFT
  • Hyperconjugation
  • Pyridylthiourea

ASJC Scopus subject areas

  • Geography, Planning and Development
  • Pollution
  • Management, Monitoring, Policy and Law

Cite this

DFT investigation on the differences in the geometrical parameters of trans-cis and cis-trans conformations of methyl substituted benzoyl pyridylthiourea. / Draman, Rafie; Kadir, Maisara Abdul; Mohd. Yamin, Bohari; Yusof, Mohd Sukeri Mohd.

In: Journal of Sustainability Science and Management, Vol. 2017, No. Special Issue 2, 01.01.2017, p. 86-91.

Research output: Contribution to journalArticle

@article{34baf443dc6247a4b002a87bac5e5c7f,
title = "DFT investigation on the differences in the geometrical parameters of trans-cis and cis-trans conformations of methyl substituted benzoyl pyridylthiourea",
abstract = "Five single molecules of pyridylthiourea compounds, benzoylpyridylthiourea derivatives were theoretically studied in order to understand their conformational preference, flexibility and stability. The calculation is made by Gaussian 09W at B3LYP/6-311G(d,p). The positional of methyl substituent group brought major effect to the conformations of the molecule that prone to form cis-trans conformation. In cis-trans conformation, N-benzoyl-N'-(6-methyl-2-pyridyl)thiourea, the positional of methyl substituent indicates that this molecule has relatively high intermolecular hydrogen bonding compared to the other studied molecules. Nevertheless, hyperconjugation of methyl with pseudo six-membered ring has been observed in cis-trans conformation.",
keywords = "Cis-trans, Conformational, DFT, Hyperconjugation, Pyridylthiourea",
author = "Rafie Draman and Kadir, {Maisara Abdul} and {Mohd. Yamin}, Bohari and Yusof, {Mohd Sukeri Mohd}",
year = "2017",
month = "1",
day = "1",
language = "English",
volume = "2017",
pages = "86--91",
journal = "Journal of Sustainability Science and Management",
issn = "1823-8556",
publisher = "Universiti Malaysia Terengganu",
number = "Special Issue 2",

}

TY - JOUR

T1 - DFT investigation on the differences in the geometrical parameters of trans-cis and cis-trans conformations of methyl substituted benzoyl pyridylthiourea

AU - Draman, Rafie

AU - Kadir, Maisara Abdul

AU - Mohd. Yamin, Bohari

AU - Yusof, Mohd Sukeri Mohd

PY - 2017/1/1

Y1 - 2017/1/1

N2 - Five single molecules of pyridylthiourea compounds, benzoylpyridylthiourea derivatives were theoretically studied in order to understand their conformational preference, flexibility and stability. The calculation is made by Gaussian 09W at B3LYP/6-311G(d,p). The positional of methyl substituent group brought major effect to the conformations of the molecule that prone to form cis-trans conformation. In cis-trans conformation, N-benzoyl-N'-(6-methyl-2-pyridyl)thiourea, the positional of methyl substituent indicates that this molecule has relatively high intermolecular hydrogen bonding compared to the other studied molecules. Nevertheless, hyperconjugation of methyl with pseudo six-membered ring has been observed in cis-trans conformation.

AB - Five single molecules of pyridylthiourea compounds, benzoylpyridylthiourea derivatives were theoretically studied in order to understand their conformational preference, flexibility and stability. The calculation is made by Gaussian 09W at B3LYP/6-311G(d,p). The positional of methyl substituent group brought major effect to the conformations of the molecule that prone to form cis-trans conformation. In cis-trans conformation, N-benzoyl-N'-(6-methyl-2-pyridyl)thiourea, the positional of methyl substituent indicates that this molecule has relatively high intermolecular hydrogen bonding compared to the other studied molecules. Nevertheless, hyperconjugation of methyl with pseudo six-membered ring has been observed in cis-trans conformation.

KW - Cis-trans

KW - Conformational

KW - DFT

KW - Hyperconjugation

KW - Pyridylthiourea

UR - http://www.scopus.com/inward/record.url?scp=85040669894&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85040669894&partnerID=8YFLogxK

M3 - Article

VL - 2017

SP - 86

EP - 91

JO - Journal of Sustainability Science and Management

JF - Journal of Sustainability Science and Management

SN - 1823-8556

IS - Special Issue 2

ER -