Intermolecular pi-stacking and F...F interactions of fluorine-substituted meso-alkynylporphyrin.
Two C2-symmetric meso-alkynylporphyrins, namely 5,15-bis[(4-butyl-2,3,5,6-tetrafluorophenyl)ethynyl]-10,20-dipropylporphyrin, C(50)H(42)F(8)N(4), (I), and 5,15-bis[(4-butylphenyl)ethynyl]-10,20-dipropylporphyrin, C(50)H(50)N(4), (II), show remarkable pi-pi stacking that forms columns of porphyrin centers. The tetrafluorophenylene moieties in (I) show intermolecular interactions with each other through the F atoms, forming one-dimensional ribbons. No significant pi-pi interactions are observed in the plane of the phenylene and tetrafluorophenylene moieties in either (I) or (II). The molecules of both compounds lie about inversion centers.
Marushima
Yuta
Y
School of Science, Kitasato University, Kitasato 1-15-1, Minami-ku, Sagamihara, Kanagawa 252-0373, Japan.
Uchiumi
Yuri
Y
Ogu
Kenichi
K
Hori
Akiko
A
D018360:Crystallography, X-Ray; D005461:Fluorine / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011166:Porphyrins / Q000737:chemistry*
C552268:5,15-bis((4-butyl-2,3,5,6-tetrafluorophenyl)ethynyl)-10,20-dipropylporphyrin; C552269:5,15-bis((4-butylphenyl)ethynyl)-10,20-dipropylporphyrin; D006845:Hydrocarbons, Fluorinated; D011166:Porphyrins; D005461:Fluorine