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1-[4-(Difluoromethoxy)phenyl]-N-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide
Two crystallographically independent molecules, A and B, with similar conformations are present in the asymmetric unit of the title compound, C(18)H(16)F(2)N(4)O(4). In molecule A, the plane of the 1,2,4-triazole ring is tilted relative of the 4-difluoromethoxy-substituted and the 3,4-dimethoxy...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007844/ https://www.ncbi.nlm.nih.gov/pubmed/21588626 http://dx.doi.org/10.1107/S1600536810029661 |
Sumario: | Two crystallographically independent molecules, A and B, with similar conformations are present in the asymmetric unit of the title compound, C(18)H(16)F(2)N(4)O(4). In molecule A, the plane of the 1,2,4-triazole ring is tilted relative of the 4-difluoromethoxy-substituted and the 3,4-dimethoxy-substituted benzene rings by 6.5 (2) and 16.4 (1)°, respectively. The –CHF(2) group is twisted away from the plane of the benzene ring, with a dihedral angle between the O—C bond of the OCHF(2) group and the plane of the adjacent phenyl ring of 38.6 (3)°. The corresponding parameters for molecule B are 7.7 (1), 9.5 (2) and 25.2 (2)°. In both molecules, the conformations are stabilized by intramolecular N—H⋯N and C—H⋯O hydrogen bonds. There are also C—H⋯π contacts between the methyl groups and the benzene rings, and π–π stacking interactions between the benzene rings of adjacent parallel A molecules [centroid–centroid distance = 3.8942 (17) Å]. π–π interactions are also observed between the triazole ring and one of the benzene rings of parallel B molecules [centroid–centroid distance = 3.7055 (16) Å]. |
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