X-ray diffraction and quantum-chemical analysis of a single crystal of 2,5-dimethyl-3,4-dihydro-2h-pyran-2-carboxylic acid

Kovalskyi, Ya. P.; Kinzhybalo, Vasyl; Karpiak, N. M.; Marshalok, G. A.

doi:10.1007/s10593-011-0689-0

Cited by 2 publications

(2 citation statements)

References 4 publications

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“…The molecule, C 7 H 14 O 6 , consisting of 27 atoms including a six-membered heterocyclic pyran ring, and those atoms were bonded via C-C, C-O, and C-H single bonds. In the structure, the C-C, C-O and C-H single bond distances (Table 1) are in the range of 1.5539-1.5728Å, 1.4248-1.4365Å and 0.9609-1.101Å, respectively, and these values are in good agreement with the experimental values [20]. Negligibly small deviation observed between the experimental and theoretical bond geometries may be because the X-ray diffraction data were collected using a sample in the solid-state whereas theoretical computations were performed in the gaseous state of the material.…”

Section: Optimized Molecular Geometrysupporting

confidence: 80%

Spectroscopic and Theoretical Explorations on 6-Hydromethyl-4-Methoxy-4- Methoxytetrahydro-Pyran-2, 3, 5-Triol-A Biomolecule

Priya

Krithika

Shirmila

et al. 2021

AJOCS

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The chemical compound 6-hydromethyl-4-methoxy-4- methoxytetrahydro-pyran-2, 3, 5-triol (C7H14O6), was derived from the ethanol extract of Senna auriculata flower via GC-MS. FT-IR and NMR characterization of the compound support covalent bonding information and degree of degeneracy, respectively. 3D molecular structure was optimized to enhance the accuracy of computations. MEP, NBO, HOMO-LUMO, and Mulliken charge distribution studies provide details like reactive sites, electron density dislocation, and molecular interactions, charge transfer within the molecule and frontier orbital energies, electron density on the individual atom, and these were computed using hybrid B3-LYP quantum level with 6-311++G(d, p) basis set. Thermodynamic properties such as heat capacity, entropy, enthalpy, and their relation with temperature changes for the title molecule were also analyzed using THERMO.PL software. Non-linear optical properties namely polarizability, first-order hyperpolarizability, and electronic dipole moment have also been computed at B3-LYP level with 6-311++G (d, p) basis set. Docking simulation was initiated on the title molecule using Autodock 4.2 software and found to be an excellent inhibitor of ALR2, an enzyme.

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Section: Optimized Molecular Geometrysupporting

confidence: 80%

Spectroscopic and Theoretical Explorations on 6-Hydromethyl-4-Methoxy-4- Methoxytetrahydro-Pyran-2, 3, 5-Triol-A Biomolecule

Priya

Krithika

Shirmila

et al. 2021

AJOCS

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“…Structures of several organic molecules obtained by X-ray crystallography 65,78,82,84,91 have been compared with RM1 predicted geometries, these include thiazolylhydrazone, 84 1 -c y a n o a c e t y l -5 -t r i f l u o r o m e t h y l -5 -h y d r o x y -4,5-dihydro-1H-pyrazoles, 82 2,5-dimethyl-3,4-dihydro-2H-pyran-2-carboxylic acid, 78 4-butyloxyphenyl 4'-decyloxybenzoate, 65 and 2,2-bis(4-cyanatophenyl) propane. 91 As Havlík et al 88 describes for some compounds that are not easy to obtain in the form of a single crystal, computational methods, such as RM1, constitute a very important tool.…”

Section: Structural and Spectroscopic Propertiesmentioning

confidence: 99%

RM1 Semiempirical Model: Chemistry, Pharmaceutical Research, Molecular Biology and Materials Science

Lima¹,

Rocha²,

Freire³

et al. 2018

J. Braz. Chem. Soc.

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In this review, we show improvements to the semiempirical quantum chemical method RM1 and present a wide range of its applications as reported by researchers of various areas, such as theoretical, organic, physical, analytical, and inorganic chemistry, as well as their interfaces with medicinal chemistry, biology, and materials science. Success of RM1 is seemingly due to its ability to predict structural, energetic, electronic and wave function dependent properties of the investigated systems, coupled with its low computational demand required to perform calculations when compared to ab initio and density functional methods. Moreover, RM1 is widely available in several computational chemistry softwares, such as MOPAC, GAMESS, Amber, Spartan, HyperChem, and AMPAC. This review describes various case studies that perhaps can be of interest to researchers who might need a more solid basis from which to expand the frontier of applicability of RM1 to even more complex problems on larger systems.

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X-ray diffraction and quantum-chemical analysis of a single crystal of 2,5-dimethyl-3,4-dihydro-2h-pyran-2-carboxylic acid

Cited by 2 publications

References 4 publications

Spectroscopic and Theoretical Explorations on 6-Hydromethyl-4-Methoxy-4- Methoxytetrahydro-Pyran-2, 3, 5-Triol-A Biomolecule

Spectroscopic and Theoretical Explorations on 6-Hydromethyl-4-Methoxy-4- Methoxytetrahydro-Pyran-2, 3, 5-Triol-A Biomolecule

RM1 Semiempirical Model: Chemistry, Pharmaceutical Research, Molecular Biology and Materials Science

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