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

Cardoso, Laura N. F. and Nogueira, Thais C. M. and Wardell, James L. and Wardell, Solange M. S. V. and Souza, Marcus V. N. de and Jotani, Mukesh M. and Tiekink, Edward R. T. * (2016) N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis. Acta Crystallographica Section E Crystallographic Communications, 72 (7). pp. 1025-1031. ISSN 2056-9890

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Official URL: http://dx.doi.org/10.1107/S2056989016009968

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 [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.

Item Type: Article
Additional Information: First and 2nd authors are with Fundac¸ao¨ Oswaldo Cruz, Instituto de Tecnologia em Fa´rmacos-Far Manguinhos, Rio de Janeiro; 3rd author is with aFundac¸ao¨ Oswaldo Cruz, Instituto de Tecnologia em Fa´rmacos-Far Manguinhos, Rio de Janeiro and Department of Chemistry, University of Aberdeen; 4th author is with CHEMSOL; 5th & 6th authors are with Department of Physics, Bhavan’s Sheth R. A. College of Science, Ahmedabad; 7th author is with Research Centre for Crystalline Materials, Faculty of Science and Technology, Sunway University
Uncontrolled Keywords: crystal structure; carbohydrazide; hydrogen bonding; conformation; Hirshfeld surface analysis
Subjects: Q Science > QD Chemistry
Divisions: Others > Non Sunway Academics
Sunway University > School of Science and Technology > Research Centre for Crystalline Materials
Depositing User: Ms. Molly Chuah
Date Deposited: 31 Oct 2017 04:01
Last Modified: 14 Feb 2018 02:30
URI: http://eprints.sunway.edu.my/id/eprint/644

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