Title of article :
Hydrazinium 2-amino-4-nitro­benzoate dihydrate: crystal structure and Hirshfeld surface analysis
Author/Authors :
Wardell, James L. Fundaçaö Oswaldo Cruz - Instituto de Tecnologia em Fármacos-Far Manguinhos 21041-250 Rio de Janeiro, RJ, Brazil , Jotani, Mukesh M. Department of Physics - Bhavan's Sheth R. A. College of Science, India , Tiekink, Edward R. T. Research Centre for Chemical Crystallography - School of Science and Technology - Sunway University, Malaysia
Pages :
11
From page :
1
To page :
11
Abstract :
In the anion of the title salt hydrate, H5N2+·C7H5N2O4−·2H2O, the carboxyl­ate and nitro groups lie out of the plane of the benzene ring to which they are bound [dihedral angles = 18.80 (10) and 8.04 (9)°, respectively], and as these groups are conrotatory, the dihedral angle between them is 26.73 (15)°. An intra­molecular amino-N—H⋯O(carboxyl­ate) hydrogen bond is noted. The main feature of the crystal packing is the formation of a supra­molecular chain along the b axis, with a zigzag topology, sustained by charge-assisted water-O—H⋯O(carboxyl­ate) hydrogen bonds and comprising alternating twelve-membered {⋯OCO⋯HOH}2 and eight-membered {⋯O⋯HOH}2 synthons. Each ammonium-N—H atom forms a charge-assisted hydrogen bond to a water mol­ecule and, in addition, one of these forms a hydrogen bond with a nitro-O atom. The amine-N—H atoms form hydrogen bonds to carboxyl­ate-O and water-O atoms, and the amine N atom accepts a hydrogen bond from an amino-H atom. The hydrogen bonds lead to a three-dimensional architecture. An analysis of the Hirshfeld surface highlights the major contribution of O⋯H/H⋯O hydrogen bonding to the overall surface, i.e. 46.8%, compared with H⋯H contacts (32.4%).
Keywords :
crystal structure , Hirshfeld surface analysis , hydrogen bonding , salt , carboxyl­ate
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
Serial Year :
2017
Full Text URL :
Record number :
2621592
Link To Document :
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