Synthesis, characterization and crystal structure of 2-chloroethyl(methylsulfonyl)methanesulfonateElectronic supplementary information (ESI) available: Crystal data and structure refinement results for 2-chloro (methylsulfonyl)methanesulfonate (Table S1); atomic coordinates (×104) and equivalent isotropic displacement parameters (Å2 × 103) for 2-chloro(methylsulfonyl)methanesulfonate. To be deposited (Table S2); anisotropic displacement parameters (Å2 × 103) for 2-chloro(methylsulfonyl)methanesu
The aim of this study was to evaluate the structural and vibrational properties and biological activity of 2-chloroethyl(methylsulfonyl)methanesulfonate, CH 3 SO 2 CH 2 SO 2 OCH 2 CH 2 Cl (clomesone). The solid-state molecular structure has been isolated and characterized using experimental (X-ray d...
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| Main Authors | , , , , , , , , |
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| Format | Journal Article |
| Language | English |
| Published |
25.06.2018
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| Online Access | Get full text |
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| Abstract | The aim of this study was to evaluate the structural and vibrational properties and biological activity of 2-chloroethyl(methylsulfonyl)methanesulfonate, CH
3
SO
2
CH
2
SO
2
OCH
2
CH
2
Cl (clomesone). The solid-state molecular structure has been isolated and characterized using experimental (X-ray diffraction) and theoretical (DFT method) methodologies. The molecules are packed through C-H O bifurcated interactions and Cl Cl interactions. The experimental investigations are supplemented by quantum chemical calculations and Hirshfeld surface calculations. Furthermore, the infrared and Raman spectra of the solid phase have been obtained, and the observed bands are assigned to the vibrational normal modes. This study is completed using the atoms-in-molecules (AIM) theory and natural bond orbital (NBO) analysis. Finally, we studied the function of clomesone in biofilm formation and investigated a methanesulfonate complex with respect to QS activity.
This is a study of structure - reactivity relationship of clomesone. |
|---|---|
| AbstractList | The aim of this study was to evaluate the structural and vibrational properties and biological activity of 2-chloroethyl(methylsulfonyl)methanesulfonate, CH
3
SO
2
CH
2
SO
2
OCH
2
CH
2
Cl (clomesone). The solid-state molecular structure has been isolated and characterized using experimental (X-ray diffraction) and theoretical (DFT method) methodologies. The molecules are packed through C-H O bifurcated interactions and Cl Cl interactions. The experimental investigations are supplemented by quantum chemical calculations and Hirshfeld surface calculations. Furthermore, the infrared and Raman spectra of the solid phase have been obtained, and the observed bands are assigned to the vibrational normal modes. This study is completed using the atoms-in-molecules (AIM) theory and natural bond orbital (NBO) analysis. Finally, we studied the function of clomesone in biofilm formation and investigated a methanesulfonate complex with respect to QS activity.
This is a study of structure - reactivity relationship of clomesone. |
| Author | Ulic, S. E Tuttolomondo, M. E Defonsi Lestard, M. E Piro, O. E Echeverria, G Ben Altabef, A Galván, J. E Arena, M. E Molina, R. D. I |
| AuthorAffiliation | Química y Farmacia Facultad de Bioquímica Universidad Nacional de La Plata and Institute IFLP (CONICET, CCT-La Plata) Facultad de Ciencias Exactas Departamento de Ciencias Básicas INQUINOA-CONICET Departamento de Física Universidad Nacional de La Plata Universidad Nacional de Lujan Instituto de Química Física INBIOFAL-CONICET (Instituto de Biotecnología Farmacéutica y Alimentaria) CEQUINOR (CONICET-UNLP) Universidad Nacional de Tucumán |
| AuthorAffiliation_xml | – name: Instituto de Química Física – name: Universidad Nacional de La Plata and Institute IFLP (CONICET, CCT-La Plata) – name: Universidad Nacional de Tucumán – name: INQUINOA-CONICET – name: CEQUINOR (CONICET-UNLP) – name: Universidad Nacional de La Plata – name: Química y Farmacia – name: Facultad de Ciencias Exactas – name: INBIOFAL-CONICET (Instituto de Biotecnología Farmacéutica y Alimentaria) – name: Universidad Nacional de Lujan – name: Departamento de Ciencias Básicas – name: Facultad de Bioquímica – name: Departamento de Física |
| Author_xml | – sequence: 1 givenname: J. E surname: Galván fullname: Galván, J. E – sequence: 2 givenname: M. E surname: Defonsi Lestard fullname: Defonsi Lestard, M. E – sequence: 3 givenname: O. E surname: Piro fullname: Piro, O. E – sequence: 4 givenname: G surname: Echeverria fullname: Echeverria, G – sequence: 5 givenname: R. D. I surname: Molina fullname: Molina, R. D. I – sequence: 6 givenname: M. E surname: Arena fullname: Arena, M. E – sequence: 7 givenname: S. E surname: Ulic fullname: Ulic, S. E – sequence: 8 givenname: M. E surname: Tuttolomondo fullname: Tuttolomondo, M. E – sequence: 9 givenname: A surname: Ben Altabef fullname: Ben Altabef, A |
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| ContentType | Journal Article |
| DOI | 10.1039/c7nj05138g |
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| Notes | and isotropic displacement parameters (Å 1542642 CH for 2-chloro(methylsulfonyl)methanesulfonate. To be deposited (Table S2); anisotropic displacement parameters (Å hexanoyl- l and colistin methansulfonate (CMS) (Fig. S2). CCDC N O for 2-chloro(methylsulfonyl)methanesulfonate. To be deposited (Table S3); hydrogen coordinates (×10 For ESI and crystallographic data in CIF or other electronic format see DOI 10.1039/c7nj05138g 2 − 3 for 2-chloro(methylsulfonyl)methanesulfonate. To be deposited (Table S4); theoretical and experimental geometric parameter of clomesone (Table S5); theoretical inter/intramolecular hydrogen bonds of the dimer form of clomesone, calculated at the B3LYP/6-311(3df) level (Table S6); observed and calculated frequencies, and infrared and Raman intensities for clomesone (Table S7); topological properties of clomesone calculated at the B3LYP/6-311G(3df) level (Table S8); infrared and Raman spectra of clomesone in the solid state (Fig. S1). View of clomesone 4 and equivalent isotropic displacement parameters (Å SO Electronic supplementary information (ESI) available: Crystal data and structure refinement results for 2-chloro (methylsulfonyl)methanesulfonate (Table S1); atomic coordinates (×10 10 homoserine lactone, CH |
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| Title | Synthesis, characterization and crystal structure of 2-chloroethyl(methylsulfonyl)methanesulfonateElectronic supplementary information (ESI) available: Crystal data and structure refinement results for 2-chloro (methylsulfonyl)methanesulfonate (Table S1); atomic coordinates (×104) and equivalent isotropic displacement parameters (Å2 × 103) for 2-chloro(methylsulfonyl)methanesulfonate. To be deposited (Table S2); anisotropic displacement parameters (Å2 × 103) for 2-chloro(methylsulfonyl)methanesu |
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