Cargando…
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: | , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
|
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 |
_version_ | 1782194441217376256 |
---|---|
author | Wang, Yu-Guang Huang, Guo-Bo Zhu, Bing-Chun |
author_facet | Wang, Yu-Guang Huang, Guo-Bo Zhu, Bing-Chun |
author_sort | Wang, Yu-Guang |
collection | PubMed |
description | 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]. |
format | Text |
id | pubmed-3007844 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30078442010-12-30 1-[4-(Difluoromethoxy)phenyl]-N-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide Wang, Yu-Guang Huang, Guo-Bo Zhu, Bing-Chun Acta Crystallogr Sect E Struct Rep Online Organic Papers 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]. International Union of Crystallography 2010-08-11 /pmc/articles/PMC3007844/ /pubmed/21588626 http://dx.doi.org/10.1107/S1600536810029661 Text en © Wang et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Wang, Yu-Guang Huang, Guo-Bo Zhu, Bing-Chun 1-[4-(Difluoromethoxy)phenyl]-N-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide |
title | 1-[4-(Difluoromethoxy)phenyl]-N-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide |
title_full | 1-[4-(Difluoromethoxy)phenyl]-N-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide |
title_fullStr | 1-[4-(Difluoromethoxy)phenyl]-N-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide |
title_full_unstemmed | 1-[4-(Difluoromethoxy)phenyl]-N-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide |
title_short | 1-[4-(Difluoromethoxy)phenyl]-N-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide |
title_sort | 1-[4-(difluoromethoxy)phenyl]-n-(3,4-dimethoxyphenyl)-1h-1,2,4-triazole-3-carboxamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007844/ https://www.ncbi.nlm.nih.gov/pubmed/21588626 http://dx.doi.org/10.1107/S1600536810029661 |
work_keys_str_mv | AT wangyuguang 14difluoromethoxyphenyln34dimethoxyphenyl1h124triazole3carboxamide AT huangguobo 14difluoromethoxyphenyln34dimethoxyphenyl1h124triazole3carboxamide AT zhubingchun 14difluoromethoxyphenyln34dimethoxyphenyl1h124triazole3carboxamide |