A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packing
- Autores
- Alcívar León, Christian David; Echeverría, Gustavo Alberto; Piro, Oscar Enrique; Ulic, Sonia Elizabeth; Jios, Jorge Luis
- Año de publicación
- 2015
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- The new 3-methyl-2-trifluoromethylchromone (1) and 3-bromomethyl-2-trifluoromethylchromone (2) compounds were synthesized and characterized by vibrational (IR, Raman), UV–Vis and NMR (1H, 13C and 19F) spectroscopy and MS spectrometry. The crystal structures of 1 and 2 were determined by X-ray diffraction methods. Both compounds crystallize in the monoclinic P21/c space group with Z = 4 molecules per unit cell. The structures were solved from 1423 (1) and 1856 (2) reflections with I > 2σ (I) and refined by full-matrix least-squares to agreement R1-values of 0.0403 (1) and 0.0554 (2). Because of π-bonding delocalization, the organic molecular skeletons are planar and the molecular bonding structures can be described by formally single, double and resonant bonds. In 2, the single bond CF3 group revealed a strong rotational disorder around the C single bond CF3 bond, which could be explained in terms of four split positions with about uniform angular distribution. The vibrational, electronic and NMR, spectra were discussed and assigned with the assistance of DFT calculations.
Centro de Química Inorgánica
Instituto de Física La Plata
Facultad de Ciencias Exactas - Materia
-
Ciencias Exactas
2-Trifluoromethy
lchromones
Quantum chemical calculations
Spectroscopic properties
Single crystal
X-ray diffraction - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- http://creativecommons.org/licenses/by-nc-sa/4.0/
- Repositorio
- Institución
- Universidad Nacional de La Plata
- OAI Identificador
- oai:sedici.unlp.edu.ar:10915/108445
Ver los metadatos del registro completo
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A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packingAlcívar León, Christian DavidEcheverría, Gustavo AlbertoPiro, Oscar EnriqueUlic, Sonia ElizabethJios, Jorge LuisCiencias Exactas2-TrifluoromethylchromonesQuantum chemical calculationsSpectroscopic propertiesSingle crystalX-ray diffractionThe new 3-methyl-2-trifluoromethylchromone (1) and 3-bromomethyl-2-trifluoromethylchromone (2) compounds were synthesized and characterized by vibrational (IR, Raman), UV–Vis and NMR (<sup>1</sup>H, <sup>13</sup>C and <sup>19</sup>F) spectroscopy and MS spectrometry. The crystal structures of 1 and 2 were determined by X-ray diffraction methods. Both compounds crystallize in the monoclinic P2<sub>1</sub>/c space group with Z = 4 molecules per unit cell. The structures were solved from 1423 (1) and 1856 (2) reflections with I > 2σ (I) and refined by full-matrix least-squares to agreement R1-values of 0.0403 (1) and 0.0554 (2). Because of π-bonding delocalization, the organic molecular skeletons are planar and the molecular bonding structures can be described by formally single, double and resonant bonds. In 2, the single bond CF<sub>3</sub> group revealed a strong rotational disorder around the C single bond CF<sub>3</sub> bond, which could be explained in terms of four split positions with about uniform angular distribution. The vibrational, electronic and NMR, spectra were discussed and assigned with the assistance of DFT calculations.Centro de Química InorgánicaInstituto de Física La PlataFacultad de Ciencias Exactas2015info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf1358-1370http://sedici.unlp.edu.ar/handle/10915/108445enginfo:eu-repo/semantics/altIdentifier/issn/1386-1425info:eu-repo/semantics/altIdentifier/doi/10.1016/j.saa.2014.10.022info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:24:36Zoai:sedici.unlp.edu.ar:10915/108445Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:24:37.005SEDICI (UNLP) - Universidad Nacional de La Platafalse |
dc.title.none.fl_str_mv |
A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packing |
title |
A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packing |
spellingShingle |
A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packing Alcívar León, Christian David Ciencias Exactas 2-Trifluoromethy lchromones Quantum chemical calculations Spectroscopic properties Single crystal X-ray diffraction |
title_short |
A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packing |
title_full |
A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packing |
title_fullStr |
A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packing |
title_full_unstemmed |
A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packing |
title_sort |
A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones : The influence of the bulky bromine atom on the crystal packing |
dc.creator.none.fl_str_mv |
Alcívar León, Christian David Echeverría, Gustavo Alberto Piro, Oscar Enrique Ulic, Sonia Elizabeth Jios, Jorge Luis |
author |
Alcívar León, Christian David |
author_facet |
Alcívar León, Christian David Echeverría, Gustavo Alberto Piro, Oscar Enrique Ulic, Sonia Elizabeth Jios, Jorge Luis |
author_role |
author |
author2 |
Echeverría, Gustavo Alberto Piro, Oscar Enrique Ulic, Sonia Elizabeth Jios, Jorge Luis |
author2_role |
author author author author |
dc.subject.none.fl_str_mv |
Ciencias Exactas 2-Trifluoromethy lchromones Quantum chemical calculations Spectroscopic properties Single crystal X-ray diffraction |
topic |
Ciencias Exactas 2-Trifluoromethy lchromones Quantum chemical calculations Spectroscopic properties Single crystal X-ray diffraction |
dc.description.none.fl_txt_mv |
The new 3-methyl-2-trifluoromethylchromone (1) and 3-bromomethyl-2-trifluoromethylchromone (2) compounds were synthesized and characterized by vibrational (IR, Raman), UV–Vis and NMR (<sup>1</sup>H, <sup>13</sup>C and <sup>19</sup>F) spectroscopy and MS spectrometry. The crystal structures of 1 and 2 were determined by X-ray diffraction methods. Both compounds crystallize in the monoclinic P2<sub>1</sub>/c space group with Z = 4 molecules per unit cell. The structures were solved from 1423 (1) and 1856 (2) reflections with I > 2σ (I) and refined by full-matrix least-squares to agreement R1-values of 0.0403 (1) and 0.0554 (2). Because of π-bonding delocalization, the organic molecular skeletons are planar and the molecular bonding structures can be described by formally single, double and resonant bonds. In 2, the single bond CF<sub>3</sub> group revealed a strong rotational disorder around the C single bond CF<sub>3</sub> bond, which could be explained in terms of four split positions with about uniform angular distribution. The vibrational, electronic and NMR, spectra were discussed and assigned with the assistance of DFT calculations. Centro de Química Inorgánica Instituto de Física La Plata Facultad de Ciencias Exactas |
description |
The new 3-methyl-2-trifluoromethylchromone (1) and 3-bromomethyl-2-trifluoromethylchromone (2) compounds were synthesized and characterized by vibrational (IR, Raman), UV–Vis and NMR (<sup>1</sup>H, <sup>13</sup>C and <sup>19</sup>F) spectroscopy and MS spectrometry. The crystal structures of 1 and 2 were determined by X-ray diffraction methods. Both compounds crystallize in the monoclinic P2<sub>1</sub>/c space group with Z = 4 molecules per unit cell. The structures were solved from 1423 (1) and 1856 (2) reflections with I > 2σ (I) and refined by full-matrix least-squares to agreement R1-values of 0.0403 (1) and 0.0554 (2). Because of π-bonding delocalization, the organic molecular skeletons are planar and the molecular bonding structures can be described by formally single, double and resonant bonds. In 2, the single bond CF<sub>3</sub> group revealed a strong rotational disorder around the C single bond CF<sub>3</sub> bond, which could be explained in terms of four split positions with about uniform angular distribution. The vibrational, electronic and NMR, spectra were discussed and assigned with the assistance of DFT calculations. |
publishDate |
2015 |
dc.date.none.fl_str_mv |
2015 |
dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Articulo http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo |
format |
article |
status_str |
publishedVersion |
dc.identifier.none.fl_str_mv |
http://sedici.unlp.edu.ar/handle/10915/108445 |
url |
http://sedici.unlp.edu.ar/handle/10915/108445 |
dc.language.none.fl_str_mv |
eng |
language |
eng |
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info:eu-repo/semantics/altIdentifier/issn/1386-1425 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.saa.2014.10.022 |
dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by-nc-sa/4.0/ Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0) |
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openAccess |
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http://creativecommons.org/licenses/by-nc-sa/4.0/ Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0) |
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