Aromatic C–H⋯π, C–H⋯O and parallel aromatic–aromatic interactions in the crystal structure of meso-tetrakis[4-(benzyloxy)phenyl]porphyrin

• Published in: Journal of chemical crystallography Vol. 50; no. 1; pp. 21 - 27
• Main Authors: Kuś, Piotr, Kusz, Joachim, Książek, Maria
• Format: Journal Article
• Language: English
• Published: New York Springer US 01.03.2020; Springer Nature B.V
• Subjects: Bonding strength; Chemical bonds; Chemistry; Chemistry and Materials Science; Crystal structure; Crystallography and Scattering Methods; Hydrogen bonds; Inorganic Chemistry; Molecular structure; Organometallic Chemistry; Original Paper; Physical Chemistry; Single crystals; Unit cell; C–H⋯π interactions; Aromatic–aromatic interactions; Porphyrin; Non-covalent interactions; Crystal structure
• ISSN: 1074-1542; 1572-8854
• DOI: 10.1007/s10870-018-0752-0

Analysis of the crystal packing of the title porphyrin derivative (C 72 H 54 N 4 O 4 ) suggests no classical hydrogen bonds between neighbor molecules. X-ray crystal structure shows that all benzyl units of this porphyrin have close C–H⋯π weak contacts with phenyl or porphyrinyl units forming a network of porphyrin rings. Also C–H⋯O and parallel aromatic–aromatic weak interactions play an important role in structure extension. All of these interactions control the crystal packing of molecules. X-ray diffraction was used to perform single crystal analysis. The structure was solved in the triclinic space group P-1, with unit cell parameters: a = 8.0597(3) Å, b = 11.6862(4) Å, c = 14.2572(5) Å, α = 96.173(3)°, β = 93.150(4)°, and γ = 93.679(3)°, V = 1329.72(8) Å 3 , Z = 1. Graphical abstract The lack of strong intermolecular hydrogen bonds and presence of numerous weak hydrogen bonds are decisive factors in crystal structure of the examined meso -tetrakis[4-(benzyloxy)-phenyl]porphyrin.