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The effect of Cl...π interactions on the conformations of 4‐chloro‐5‐(2‐phenoxyethoxy)phthalonitrile and 4‐chloro‐5‐[2‐(pentafluorophenoxy)ethoxy]phthalonitrile
Authors:Akiko Hori  Yuta Inoue  Hidetaka Yuge
Abstract:4‐Chloro‐5‐(2‐phenoxyethoxy)phthalonitrile, C16H11ClN2O2, (I), and 4‐chloro‐5‐2‐(pentafluorophenoxy)ethoxy]phthalonitrile, C16H6ClF5N2O2, (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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