Structural relationships in the solid state of the anti-chagas agent (E)-phenylethenylbenzofuroxan.
Mol Divers
; 14(4): 643-52, 2010 Nov.
Article
en En
| MEDLINE
| ID: mdl-19902372
ABSTRACT
The crystal structure and the vibrational spectrum of a potential drug for Chagas's disease treatment, the (E)-isomer of phenylethenylbenzofuroxan 1 (5(6)(E)-[(2-phenylethenyl)]benzo[1,2-c]1,2,5-oxadiazole N-oxide), are reported. In order to provide insights into structural relationships, quantum mechanical calculations were employed starting from crystal structure. These results have given theoretical support to state interesting structural features, such as the effect of some intermolecular contacts on the molecule conformation and the electronic delocalization decreasing through atoms of the benzofuroxan moiety. Furthermore, the MOGUL comparative analysis in the Cambridge Structural Database provided additional evidences on these structural behaviors of compound 1. Intermolecular contacts interfere on the intramolecular geometry, as, for instance, on the phenyl group orientation, which is twisted by 12.32(6)° from the ethenylbenzofuroxan plane. The experimental Raman spectrum of compound 1 presents unexpected frequency shift and also anomalous Raman activities. At last, the molecule skeleton deformation and the characteristic vibrational modes were correlated by matching the experimental Raman spectrum to the calculated one.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Contexto en salud:
3_ND
Problema de salud:
3_chagas_disease
/
3_neglected_diseases
Asunto principal:
Oxadiazoles
/
Benzoxazoles
/
Enfermedad de Chagas
/
Óxidos N-Cíclicos
/
Antiprotozoarios
Tipo de estudio:
Evaluation_studies
/
Prognostic_studies
Límite:
Humans
Idioma:
En
Revista:
Mol Divers
Asunto de la revista:
BIOLOGIA MOLECULAR
Año:
2010
Tipo del documento:
Article
País de afiliación:
Brasil