title: Solvatomorphism in (E)-2-(2,6-dichloro-4-hydroxybenzylidene)hydrazinecarboximidamide.
abstract: The structures of orthorhombic (E)-4-(2-{[amino(iminio)methyl]amino}vinyl)-3,5-dichlorophenolate dihydrate, C(8)H(8)Cl(2)N(4)O·2H(2)O, (I), triclinic (E)-4-(2-{[amino(iminio)methyl]amino}vinyl)-3,5-dichlorophenolate methanol disolvate, C(8)H(8)Cl(2)N(4)O·2CH(4)O, (II), and orthorhombic (E)-amino[(2,6-dichloro-4-hydroxystyryl)amino]methaniminium acetate, C(8)H(9)Cl(2)N(4)O(+)·C(2)H(3)O(2)(-), (III), all crystallize with one formula unit in the asymmetric unit, with the molecule in an E configuration and the phenol H atom transferred to the guanidine N atom. Although the molecules of the title compounds form extended chains via hydrogen bonding in all three forms, owing to the presence of different solvent molecules, those chains are connected differently in the individual forms. In (II), the molecules are all coplanar, while in (I) and (III), adjacent molecules are tilted relative to one another to varying degrees. Also, because of the variation in hydrogen-bond-formation ability of the solvents, the hydrogen-bonding arrangements vary in the three forms.
authors.affiliation: Maxwell H. Gluck Equine Center, University of Kentucky, Lexington, KY 40546, USA.
authors.forename: Julio
authors.initials: J
authors.lastname: Gutierrez
authors.forename: Rodney
authors.initials: R
authors.lastname: Eisenberg
authors.forename: Gabrielle
authors.initials: G
authors.lastname: Herrensmith
authors.forename: Thomas
authors.initials: T
authors.lastname: Tobin
authors.forename: Tonglei
authors.initials: T
authors.lastname: Li
authors.forename: Sihui
authors.initials: S
authors.lastname: Long
mesh_terms: D001597:Benzylidene Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006146:Guanidines / Q000737:chemistry*; D006834:Hydrazines / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D012997:Solvents / Q000737:chemistry*
chemical_list: C561507:(E)-2-(2,6-dichloro-4-hydroxybenzylidene)hydrazinecarboximidamide; D001597:Benzylidene Compounds; D006146:Guanidines; D006834:Hydrazines; D012997:Solvents