title: Synthesis and characterization of (6-{[2-(pyridin-2-yl)hydrazinylidene]methyl}pyridin-2-yl)methanol: a supramolecular and topological study.
abstract: Hydrazones exhibit a versatile chemistry and are of interest for their potential use as functional molecular systems capable of undergoing reversible changes of configuration, i.e. E/Z isomerization. The title compound, C12H12N4O, has an E configuration with respect to the hydrazone C=N bond. The crystal packing is formed by N-H...N and O-H...N hydrogen bonds that give a two-dimensional layer structure and C-H...C interactions associated with layer stacking to produce the three-dimensional supramolecular structure. These intermolecular interactions were analyzed and quantified by the Hirshfeld surface method and the two-dimensional supramolecular arrangement was topologically simplified as a hcb network.
authors.affiliation: Instituto de Química de São Carlos, Universidade de São Paulo, Av. Trabalhador São-carlense 400, São Carlos, SP 13566-590, Brazil.
authors.forename: Monica
authors.initials: M
authors.lastname: Soto-Monsalve
authors.affiliation: Departamento de Química, Facultad de Ciencias Naturales y Exactas, Universidad del Valle, AA-25360 Cali, Colombia.
authors.forename: Andrea
authors.initials: A
authors.lastname: Cabrera-Espinoza
authors.affiliation: Programa de Ingeniería Agroindustrial, Universidad San Buenaventura, AA 7154 Cali, Colombia.
authors.forename: Carlos D
authors.initials: CD
authors.lastname: Grande
authors.affiliation: Instituto de Física de São Carlos, Universidade de São Paulo, Av. Trabalhador São-carlense 400, São Carlos, SP 13566-590, Brazil.
authors.forename: Richard F
authors.initials: RF
authors.lastname: D'Vries
authors.affiliation: Departamento de Química, Facultad de Ciencias Naturales y Exactas, Universidad del Valle, AA-25360 Cali, Colombia.
authors.forename: Manuel N
authors.initials: MN
authors.lastname: Chaur
keywords: Hirshfeld surface; crystal structure; dynamic combinatorial chemistry; hcb network; hydrazinylidene; hydrogen bonding; methanol; reversible photo-induced E/Z isomerization; topology