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

• Main Authors: Cardoso, Laura N. F., Nogueira, Thais C. M., Wardell, James L., Wardell, Solange M. S. V., Souza, Marcus V. N. de, Jotani, Mukesh M., Tiekink, Edward R. T. *
• Format: Article
• Language: English
• Published: International Union of Crystallography 2016
• Subjects: QD Chemistry
• Online Access: http://eprints.sunway.edu.my/644/1/Acta%20E_RC%202016%2072%201025.pdf; http://eprints.sunway.edu.my/644/; http://dx.doi.org/10.1107/S2056989016009968

In the title carbohydrazide, C10H7N3O4S, 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 CN2C(=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 41 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 [pi]-[pi] 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...[pi](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.