X-ray crystallographic and theoretical study of 4-cyclohexyl-5-(2-furyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione

Arzu Karayel; Süheyla Özbey; Gültaze Çapan

doi:10.1016/j.molstruc.2006.11.072

X-ray crystallographic and theoretical study of 4-cyclohexyl-5-(2-furyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione

Arzu Karayel
, Süheyla Özbey
, Gültaze Çapan

Hacettepe University

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

In order to investigate the molecular geometry, structural analysis of the title compound (4a) was carried out by single crystal X-ray diffraction. Tautomeric properties and conformations were investigated by semi-empirical (AM1) and ab initio quantum mechanical (RHF/6-31G) calculations. The compound prefers thione tautomer in the solid state. On the other hand, semiempirical calculations show that in the gas phase the thiol tautomer is energetically favored in most cases.

Original language	English
Pages (from-to)	118-124
Number of pages	7
Journal	Journal of Molecular Structure
Volume	841
Issue number	1-3
DOIs	https://doi.org/10.1016/j.molstruc.2006.11.072
Publication status	Published - 30 Sept 2007

Keywords

1,2,4-Triazole derivatives
Ab initio
AM1
MNDO
PM3
Relative stabilities
Tautomerism
Thione-thiol
X-ray diffraction

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10.1016/j.molstruc.2006.11.072

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title = "X-ray crystallographic and theoretical study of 4-cyclohexyl-5-(2-furyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione",

abstract = "In order to investigate the molecular geometry, structural analysis of the title compound (4a) was carried out by single crystal X-ray diffraction. Tautomeric properties and conformations were investigated by semi-empirical (AM1) and ab initio quantum mechanical (RHF/6-31G) calculations. The compound prefers thione tautomer in the solid state. On the other hand, semiempirical calculations show that in the gas phase the thiol tautomer is energetically favored in most cases.",

keywords = "1,2,4-Triazole derivatives, Ab initio, AM1, MNDO, PM3, Relative stabilities, Tautomerism, Thione-thiol, X-ray diffraction",

author = "Arzu Karayel and S{\"u}heyla {\"O}zbey and G{\"u}ltaze {\c C}apan",

year = "2007",

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TY - JOUR

T1 - X-ray crystallographic and theoretical study of 4-cyclohexyl-5-(2-furyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione

AU - Karayel, Arzu

AU - Özbey, Süheyla

AU - Çapan, Gültaze

PY - 2007/9/30

Y1 - 2007/9/30

N2 - In order to investigate the molecular geometry, structural analysis of the title compound (4a) was carried out by single crystal X-ray diffraction. Tautomeric properties and conformations were investigated by semi-empirical (AM1) and ab initio quantum mechanical (RHF/6-31G) calculations. The compound prefers thione tautomer in the solid state. On the other hand, semiempirical calculations show that in the gas phase the thiol tautomer is energetically favored in most cases.

AB - In order to investigate the molecular geometry, structural analysis of the title compound (4a) was carried out by single crystal X-ray diffraction. Tautomeric properties and conformations were investigated by semi-empirical (AM1) and ab initio quantum mechanical (RHF/6-31G) calculations. The compound prefers thione tautomer in the solid state. On the other hand, semiempirical calculations show that in the gas phase the thiol tautomer is energetically favored in most cases.

KW - 1,2,4-Triazole derivatives

KW - Ab initio

KW - AM1

KW - MNDO

KW - PM3

KW - Relative stabilities

KW - Tautomerism

KW - Thione-thiol

KW - X-ray diffraction

UR - https://www.scopus.com/pages/publications/34548276047

U2 - 10.1016/j.molstruc.2006.11.072

DO - 10.1016/j.molstruc.2006.11.072

M3 - Article

AN - SCOPUS:34548276047

SN - 0022-2860

VL - 841

SP - 118

EP - 124

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

IS - 1-3

ER -

X-ray crystallographic and theoretical study of 4-cyclohexyl-5-(2-furyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione

Abstract

Keywords

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