title: The effect of Cl···π interactions on the conformations of 4-chloro-5-(2-phenoxyethoxy)phthalonitrile and 4-chloro-5-[2-(pentafluorophenoxy)ethoxy]phthalonitrile.
abstract: 4-Chloro-5-(2-phenoxyethoxy)phthalonitrile, C(16)H(11)ClN(2)O(2), (I), and 4-chloro-5-[2-(pentafluorophenoxy)ethoxy]phthalonitrile, C(16)H(6)ClF(5)N(2)O(2), (II), show different types of electrostatic interaction. In (I), the phenoxy and phthalonitrile (benzene-1,2-dicarbonitrile) moieties are well separated in an open conformation and intermolecular C-H···π interactions are observed in the crystal packing. On the other hand, in (II), the pentafluorophenoxy moiety interacts closely with the Cl atom to form a folded conformation containing an intramolecular halogen-π interaction.
authors.affiliation: School of Science, Kitasato University, Kitasato 1-15-1, Sagamihara, Kanagawa 252-0373, Japan. hori@kitasato-u.ac.jp
authors.forename: Akiko
authors.initials: A
authors.lastname: Hori
authors.forename: Yuta
authors.initials: Y
authors.lastname: Inoue
authors.forename: Hidetaka
authors.initials: H
authors.lastname: Yuge