Synthesis, X-Ray diffraction, theoretical and anti-bacterial studies of bis-thiourea secondary amine

Imran Fakhar, Nasry Jassim Hussien, Suhaila Sapari, Anmar Hameed Bloh, Siti Fairus Mohd Yusoff, Siti Aishah Hasbullah, Bohari Mohd. Yamin, Sahilah Abd. Mutalib, Mehdi Salih Shihab, Emad Yousif

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

N1,N4-Bis{(2-hydroxyethyl)(methyl)carbamothioyl}terephthalamide (1A) was synthesized by reacting terephthaloyl chloride and ammonium thiocyanate and the product was reacted with 2-Methyl amino ethanol to afford the final product. The product was characterized by Infra Red, Nuclear Magnetic Resonance and Electrospray Ionization mass Spectrometric techniques. The crystal was obtained by recrystallization from DMSO by slow evaporation technique. The X-ray studies reveal that (1A) is crystallized in monoclinic system with space group P 21/n, a = 6.9727(9), b = 17.649(2), c = 8.2629(11), α = 90, β = 112.329(4), γ = 90. Z = 2 and V = 940.6(2). In the crystal structure, the molecules are linked by O(1) … H(1) … S(1), and O(1) … H(1) … O(2) intermolecular H-bonds forming a 3-D network. In addition, the antibacterial activities against four different strains of bacteria and theoretical evaluation for the stable geometries for (1A) has been performed using semi-empirical calculations of PM3 method.

Original languageEnglish
Pages (from-to)96-102
Number of pages7
JournalJournal of Molecular Structure
Volume1159
DOIs
Publication statusPublished - 5 May 2018

Fingerprint

Electrospray ionization
Thiourea
Dimethyl Sulfoxide
Amines
Bacteria
Evaporation
Ethanol
Crystal structure
Crystallization
Nuclear magnetic resonance
Infrared radiation
X ray diffraction
X rays
Crystals
Molecules
Geometry
terephthaloyl chloride
thiocyanic acid

Keywords

  • Anti-bacterial
  • Bis-thiourea
  • Crystallographic study
  • PM3

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Synthesis, X-Ray diffraction, theoretical and anti-bacterial studies of bis-thiourea secondary amine. / Fakhar, Imran; Hussien, Nasry Jassim; Sapari, Suhaila; Bloh, Anmar Hameed; Mohd Yusoff, Siti Fairus; Hasbullah, Siti Aishah; Mohd. Yamin, Bohari; Abd. Mutalib, Sahilah; Shihab, Mehdi Salih; Yousif, Emad.

In: Journal of Molecular Structure, Vol. 1159, 05.05.2018, p. 96-102.

Research output: Contribution to journalArticle

Fakhar, Imran ; Hussien, Nasry Jassim ; Sapari, Suhaila ; Bloh, Anmar Hameed ; Mohd Yusoff, Siti Fairus ; Hasbullah, Siti Aishah ; Mohd. Yamin, Bohari ; Abd. Mutalib, Sahilah ; Shihab, Mehdi Salih ; Yousif, Emad. / Synthesis, X-Ray diffraction, theoretical and anti-bacterial studies of bis-thiourea secondary amine. In: Journal of Molecular Structure. 2018 ; Vol. 1159. pp. 96-102.
@article{5dce5bc8be974e61848c413267d53eff,
title = "Synthesis, X-Ray diffraction, theoretical and anti-bacterial studies of bis-thiourea secondary amine",
abstract = "N1,N4-Bis{(2-hydroxyethyl)(methyl)carbamothioyl}terephthalamide (1A) was synthesized by reacting terephthaloyl chloride and ammonium thiocyanate and the product was reacted with 2-Methyl amino ethanol to afford the final product. The product was characterized by Infra Red, Nuclear Magnetic Resonance and Electrospray Ionization mass Spectrometric techniques. The crystal was obtained by recrystallization from DMSO by slow evaporation technique. The X-ray studies reveal that (1A) is crystallized in monoclinic system with space group P 21/n, a = 6.9727(9), b = 17.649(2), c = 8.2629(11), α = 90, β = 112.329(4), γ = 90. Z = 2 and V = 940.6(2). In the crystal structure, the molecules are linked by O(1) … H(1) … S(1), and O(1) … H(1) … O(2) intermolecular H-bonds forming a 3-D network. In addition, the antibacterial activities against four different strains of bacteria and theoretical evaluation for the stable geometries for (1A) has been performed using semi-empirical calculations of PM3 method.",
keywords = "Anti-bacterial, Bis-thiourea, Crystallographic study, PM3",
author = "Imran Fakhar and Hussien, {Nasry Jassim} and Suhaila Sapari and Bloh, {Anmar Hameed} and {Mohd Yusoff}, {Siti Fairus} and Hasbullah, {Siti Aishah} and {Mohd. Yamin}, Bohari and {Abd. Mutalib}, Sahilah and Shihab, {Mehdi Salih} and Emad Yousif",
year = "2018",
month = "5",
day = "5",
doi = "10.1016/j.molstruc.2018.01.032",
language = "English",
volume = "1159",
pages = "96--102",
journal = "Journal of Molecular Structure",
issn = "0022-2860",
publisher = "Elsevier",

}

TY - JOUR

T1 - Synthesis, X-Ray diffraction, theoretical and anti-bacterial studies of bis-thiourea secondary amine

AU - Fakhar, Imran

AU - Hussien, Nasry Jassim

AU - Sapari, Suhaila

AU - Bloh, Anmar Hameed

AU - Mohd Yusoff, Siti Fairus

AU - Hasbullah, Siti Aishah

AU - Mohd. Yamin, Bohari

AU - Abd. Mutalib, Sahilah

AU - Shihab, Mehdi Salih

AU - Yousif, Emad

PY - 2018/5/5

Y1 - 2018/5/5

N2 - N1,N4-Bis{(2-hydroxyethyl)(methyl)carbamothioyl}terephthalamide (1A) was synthesized by reacting terephthaloyl chloride and ammonium thiocyanate and the product was reacted with 2-Methyl amino ethanol to afford the final product. The product was characterized by Infra Red, Nuclear Magnetic Resonance and Electrospray Ionization mass Spectrometric techniques. The crystal was obtained by recrystallization from DMSO by slow evaporation technique. The X-ray studies reveal that (1A) is crystallized in monoclinic system with space group P 21/n, a = 6.9727(9), b = 17.649(2), c = 8.2629(11), α = 90, β = 112.329(4), γ = 90. Z = 2 and V = 940.6(2). In the crystal structure, the molecules are linked by O(1) … H(1) … S(1), and O(1) … H(1) … O(2) intermolecular H-bonds forming a 3-D network. In addition, the antibacterial activities against four different strains of bacteria and theoretical evaluation for the stable geometries for (1A) has been performed using semi-empirical calculations of PM3 method.

AB - N1,N4-Bis{(2-hydroxyethyl)(methyl)carbamothioyl}terephthalamide (1A) was synthesized by reacting terephthaloyl chloride and ammonium thiocyanate and the product was reacted with 2-Methyl amino ethanol to afford the final product. The product was characterized by Infra Red, Nuclear Magnetic Resonance and Electrospray Ionization mass Spectrometric techniques. The crystal was obtained by recrystallization from DMSO by slow evaporation technique. The X-ray studies reveal that (1A) is crystallized in monoclinic system with space group P 21/n, a = 6.9727(9), b = 17.649(2), c = 8.2629(11), α = 90, β = 112.329(4), γ = 90. Z = 2 and V = 940.6(2). In the crystal structure, the molecules are linked by O(1) … H(1) … S(1), and O(1) … H(1) … O(2) intermolecular H-bonds forming a 3-D network. In addition, the antibacterial activities against four different strains of bacteria and theoretical evaluation for the stable geometries for (1A) has been performed using semi-empirical calculations of PM3 method.

KW - Anti-bacterial

KW - Bis-thiourea

KW - Crystallographic study

KW - PM3

UR - http://www.scopus.com/inward/record.url?scp=85041489401&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85041489401&partnerID=8YFLogxK

U2 - 10.1016/j.molstruc.2018.01.032

DO - 10.1016/j.molstruc.2018.01.032

M3 - Article

VL - 1159

SP - 96

EP - 102

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

ER -