Synthesis and antimycobacterial activity of novel 1,3-dimethylisocyanurate derivatives

Shulaeva, M. M.; Фаттахов, С. Г.; Saifina, L. F.; Честнова, Р. В.; Valijev, R.Sh.; Mingaleev, D.N.; Voloshina, Alexandra D.; Резник, В. С.

doi:10.1016/j.ejmech.2012.04.014

Cited by 9 publications

(2 citation statements)

References 14 publications

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“…The preparation of the starting sulfide, 1-{2-[2-(methoxycarbonylmethylthio)ethoxy]ethyl}-3,5-dimethylisocyanurate, was described previously (Shulaeva et al, 2012). The desired sulfone, 1-{2-[2-(methoxycarbonylmethylsulfonyl)ethoxy]-ethyl}-3,5-dimethylisocyanurate, was synthesized by the oxidation of the corresponding sulfide in acetonitrile using the H 2 O 2 /NaHCO 3 /MnSO 4 system (Saifina et al, 2008).…”

Section: Sample Preparationmentioning

confidence: 99%

“…The studied compound was methyl 1-{2-[2-(methoxycarbonylmethylsulfonyl)ethoxy]ethyl}-3,5-dimethylisocyanurate, which is a structural precursor to a group of compounds featuring antimycobacterial activity (Shulaeva et al, 2012). The studied molecule includes various functional groups in its structure, namely, amide, ester and sulfonyl ones.…”

Section: Molecular and Crystal Structurementioning

confidence: 99%

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On the transfer of theoretical multipole parameters for restoring static electron density and revealing and treating atomic anharmonic motion. Features of chemical bonding in crystals of an isocyanuric acid derivative

Shteingolts¹,

Voronina²,

Saifina³

et al. 2021

Acta Crystallogr B Struct Sci Cryst Eng Mater

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The crystal and electronic structure of an isocyanuric acid derivative was studied by high-resolution single-crystal X-ray diffraction within the Hansen–Coppens multipole formalism. The observed deformation electron density shows signs of thermal smearing. The experimental picture meaningfully assigned to the consequences of unmodelled anharmonic atomic motion. Straightforward simultaneous refinement of all parameters, including Gram–Charlier coefficients, resulted in more significant distortion of apparent static electron density, even though the residual density became significantly flatter and more featureless. Further, the method of transferring multipole parameters from the model refined against theoretical structure factors as an initial guess was employed, followed by the subsequent block refinement of Gram–Charlier coefficients and the other parameters. This procedure allowed us to appropriately distinguish static electron density from the contaminant smearing effects of insufficiently accounted atomic motion. In particular, some covalent bonds and the weak π...π interaction between isocyanurate moieties were studied via the mutual penetration of atomic-like kinetic and electrostatic potential φ-basins with complementary atomic ρ-basins. Further, local electronic temperature was applied as an advanced descriptor for both covalent bonds and noncovalent interactions. Total probability density function (PDF) of nuclear displacement showed virtually no negative regions close to and around the atomic nuclei. The distribution of anharmonic PDF to a certain extent matched the residual electron density from the multipole model before anharmonic refinement. No signs of disordering of the sulfonyl group hidden in the modelled anharmonic motion were found in the PDF.

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Section: Sample Preparationmentioning

confidence: 99%

Section: Molecular and Crystal Structurementioning

confidence: 99%