Hydrazinium 2-amino-4-nitro-benzoate dihydrate: crystal structure and Hirshfeld surface analysis.

ABSTRACT: In the anion of the title salt hydrate, H₅N₂⁺·C₇H₅N₂O₄^-·2H₂O, the carboxyl-ate 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 intra-molecular amino-N-H?O(carboxyl-ate) hydrogen bond is noted. The main feature of the crystal packing is the formation of a supra-molecular chain along the b axis, with a zigzag topology, sustained by charge-assisted water-O-H?O(carboxyl-ate) 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 mol-ecule and, in addition, one of these forms a hydrogen bond with a nitro-O atom. The amine-N-H atoms form hydrogen bonds to carboxyl-ate-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%).

SUBMITTER: Wardell JL 

PROVIDER: S-EPMC5382626 | biostudies-literature | 2017 Apr

REPOSITORIES: biostudies-literature