Title of article :
N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis
Author/Authors :
Cardoso, Laura N. F. Fundaçaö Oswaldo Cruz - Instituto de Tecnologia em Fármacos-Far Manguinhos, Brazil , Nogueira,Thais C. M. Fundaçaö Oswaldo Cruz - Instituto de Tecnologia em Fármacos-Far Manguinhos, Brazil , Wardell, James L. Fundaçaö Oswaldo Cruz - Instituto de Tecnologia em Fármacos-Far Manguinhos, Brazil , Wardell, Solange M. S. V. CHEMSOL, Scotland , de Souza, Marcus V. N. Fundaçaö Oswaldo Cruz - Instituto de Tecnologia em Fármacos-Far Manguinhos, Brazil , Jotanid, Mukesh M. Department of Physics - Bhavan's Sheth R. A. College of Science, Ahmedabad, India , Tiekink, Edward R. T. Research Centre for Crystalline Materials - Faculty of Science and Technology, Sunway University, Malaysia
Abstract :
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 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.
Keywords :
crystal structure , Hirshfeld surface analysis , conformation , hydrogen bonding , carbohydrazide
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
