TY - JOUR
T1 - The effect of Cl⋯π interactions on the conformations of 4-chloro-5-(2-phenoxyethoxy)phthalonitrile and 4-chloro-5-[2- (pentafluorophenoxy)ethoxy]phthalonitrile
AU - Hori, Akiko
AU - Inoue, Yuta
AU - Yuge, Hidetaka
PY - 2011/5/1
Y1 - 2011/5/1
N2 - 4-Chloro-5-(2-phen-oxy-eth-oxy)phthalonitrile, C16H 11ClN2O2, (I), and 4-chloro-5-[2-(penta-fluoro- phen-oxy)eth-oxy]phthalo-nitrile, C16H6ClF5N 2O2, (II), show different types of electrostatic inter-action. In (I), the phen-oxy and phthalonitrile (benzene-1,2- dicarbonitrile) moieties are well separated in an open conformation and inter-molecular C - H⋯π inter-actions are observed in the crystal packing. On the other hand, in (II), the penta-fluoro-phen-oxy moiety inter-acts closely with the Cl atom to form a folded conformation containing an intra-molecular halogen-π inter-action.
AB - 4-Chloro-5-(2-phen-oxy-eth-oxy)phthalonitrile, C16H 11ClN2O2, (I), and 4-chloro-5-[2-(penta-fluoro- phen-oxy)eth-oxy]phthalo-nitrile, C16H6ClF5N 2O2, (II), show different types of electrostatic inter-action. In (I), the phen-oxy and phthalonitrile (benzene-1,2- dicarbonitrile) moieties are well separated in an open conformation and inter-molecular C - H⋯π inter-actions are observed in the crystal packing. On the other hand, in (II), the penta-fluoro-phen-oxy moiety inter-acts closely with the Cl atom to form a folded conformation containing an intra-molecular halogen-π inter-action.
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U2 - 10.1107/S0108270111008675
DO - 10.1107/S0108270111008675
M3 - Article
C2 - 21540539
AN - SCOPUS:79955593599
SN - 0108-2701
VL - 67
SP - o154-o156
JO - Acta Crystallographica Section C: Crystal Structure Communications
JF - Acta Crystallographica Section C: Crystal Structure Communications
IS - 5
ER -