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N′-[(1E)-(5-Nitro­furan-2-yl)methyl­idene]thio­phene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis

In the title carbohydrazide, C(10)H(7)N(3)O(4)S, the dihedral angle between the terminal five-membered rings is 27.4 (2)°, with these lying to the same side of the plane through the central CN(2)C(=O) atoms (r.m.s. deviation = 0.0403 Å), leading to a curved mol­ecule. The conformation about the C=N...

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Detalles Bibliográficos
Autores principales: Cardoso, Laura N. F., Nogueira, Thais C. M., Wardell, James L., Wardell, Solange M. S. V., de Souza, Marcus V. N., Jotani, Mukesh M., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4992931/
https://www.ncbi.nlm.nih.gov/pubmed/27555956
http://dx.doi.org/10.1107/S2056989016009968
Descripción
Sumario:In the title carbohydrazide, C(10)H(7)N(3)O(4)S, the dihedral angle between the terminal five-membered rings is 27.4 (2)°, with these lying to the same side of the plane through the central CN(2)C(=O) atoms (r.m.s. deviation = 0.0403 Å), leading to a curved mol­ecule. The conformation about the C=N imine bond [1.281 (5) Å] is E, and the carbonyl O and amide H atoms are anti. In the crystal, N—H⋯O hydrogen bonds lead to supra­molecular chains, generated by a 4(1) screw-axis along the c direction. A three-dimensional architecture is consolidated by thienyl-C—H⋯O(nitro) and furanyl-C—H⋯O(nitro) inter­actions, as well as π–π inter­actions between the thienyl and furanyl rings [inter-centroid distance = 3.515 (2) Å]. These, and other, weak inter­molecular inter­actions, e.g. nitro-N—O⋯π(thien­yl), have been investigated by Hirshfeld surface analysis, which confirms the dominance of the conventional N—H⋯O hydrogen bonding to the overall mol­ecular packing.