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The effect of Cl···π interactions on the conformations of 4-chloro-5-(2-phenoxyethoxy)phthalonitrile and
Akiko Hori1, Yuta Inoue, Hidetaka Yuge
1School of Science, Kitasato University, Kitasato 1-15-1, Sagamihara, Kanagawa 252-0373, Japan. hori@kitasato-u.ac.jp
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.
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