title: Crystal structures of three new N-halo-methyl-ated quaternary ammonium salts.
abstract: In the crystals of the title N-halo-methyl-ated quaternary ammonium salts, C19H23IN(+)·I(-), (I) [systematic name: N-(4,4-di-phenyl-but-3-en-1-yl)-N-iodo-methyl-N,N-di-methyl-ammonium iodide], C20H25IN(+)·I(-), (II) [systematic name: N-(5,5-di-phenyl-pent-4-en-1-yl)-N-iodo-methyl-N,N-di-methyl-ammonium iodide], and C21H27IN(+)·I(-), (III) [systematic name: N-(6,6-di-phenyl-hex-5-en-1-yl)-N-iodo-methyl-N,N-di-methyl-ammonium iodide], there are short I⋯I(-) inter-actions of 3.564 (4), 3.506 (1) and 3.557 (1) Å for compounds (I), (II) and (III), respectively. Compound (I) crystallizes in the Sohncke group P21 as an 'enanti-opure' compound and is therefore a potential material for NLO properties. In the crystal of compound (I), mol-ecules are linked by C-H⋯I(-) and C-H⋯π inter-actions which, together with the I⋯I(-) inter-actions, lead to the formation of ribbons along [100]. In (II), there are only C-H⋯I(-) inter-actions which, together with the I⋯I(-) inter-actions, lead to the formation of helices along [010]. In (III), apart from the I⋯I(-) inter-actions, there are no significant inter-molecular inter-actions present.
authors.affiliation: Departamento de Química, Universidad de Caldas, Manizales, Caldas, Colombia.
authors.forename: Carolina
authors.initials: C
authors.lastname: Múnera-Orozco
authors.affiliation: Departamento de Química, Universidad de Caldas, Manizales, Caldas, Colombia.
authors.forename: Rogelio
authors.initials: R
authors.lastname: Ocampo-Cardona
authors.affiliation: Department of Chemistry, Illinois State University, Normal, Illinois, USA.
authors.forename: David L
authors.initials: DL
authors.lastname: Cedeño
authors.affiliation: Instituto de Química, UNAM, Circuito Exterior, Ciudad Universitaria, Delegación Coyoacán, C.P. 04510, México, D.F., Mexico.
authors.forename: Rubén A
authors.initials: RA
authors.lastname: Toscano
authors.affiliation: Departamento de Química, Universidad de Caldas, Manizales, Caldas, Colombia.
authors.forename: Luz Amalia
authors.initials: LA
authors.lastname: Ríos-Vásquez
keywords: N-halo­methyl­ated quaternary ammonium salts; cation–π inter­action; crystal structure; halogen bond; hydrogen bonding