Structural patterns in clathrates and crystalline complexes of zinc-tetra(4-chlorophenyl)porphyrin and zinc-tetra(4-fluorophenyl)porphyrin

Microporous Porphyrin and Metalloporphyrin Materials

“…The intermolecular Cl2Cl distance de-"nes the width of the guest cavities. The Cl2Cl separation of 3.63 A > reported for Zn(T(p-Cl)PP) ) C H O is typical of the 1:1 inclusion complexes; values for 1:2 inclusion compounds such as Zn(T(p-Cl)PP) ) 2C H OS (3.90 A > ) were higher (7). Slightly o!set stacking of the porphyrin macrocycles in subsequent layers de"ned the depth of the cavities.…”

“…The p-xylene clathrate of Zn(T(p-F)PP) featured a linear chain structure similar to that noted in the chloro-and bromo-derivatives. However, the nonbonding F2F contact distances have increased to 4.1 and 4.2 A > , respectively, characteristic of a repulsive interaction rather than attractive force as observed in other halogenated porphyrin materials (7).…”

C–H···O and C–H···N Hydrogen Bond Networks in the Crystal Structures of Some 1,2-Dihydro-N-aryl-4,6-dimethylpyrimidin-2-ones

“…interaction. The ability of chlorophenyl (and in general halophenyl) groups to engage in polarization-induced electrophile}nucleophile C}Cl))) contacts has only been appreciated recently (25,26). Studies of C}H))) hydrogen bonding are also relatively new (11).…”

Synthesis and Crystal Structure of 5,10,15,20-Tetrakis(3,5-dinitrophenyl)porphyrin

“…The structural motifs of the crystal structure of these materials are dramatically controlled by the position of the substituents, size of the solvates and choice of the coordinated metal ion. Incorporation of halogen substituents (Cl or Br) at the meso-phenyl positions of the porphyrin can also produce unusual intermolecular interactions [15,16].…”

“…Furthermore, the peripheral phenyl rings can be used to provide three-dimensional orientations of a variety of functional groups. For example, tetraphenylporphyrins are capable of forming clathrate-like host/guest complexes [6][7][8]. An extensive crystallographic examination of solid state structures of porphyrins and metalloporphyrins reveals a wide range of interesting intermolecular interactions [9].…”