title: 2,12-Dichloro-10,20-diphenyl-5,7,15,17-tetrahydro-6H,16H-dibenzo[d,l][1,9,2,6,10,14]dioxotetraazacyclohexadecine-6,16-dione dioxane solvate as a potential macrocyclic hexadentate ligand.
abstract: The macrocyclic title compound crystallizes as a dioxane solvate, C(30)H(22)Cl(2)N(4)O(4) x C(4)H(8)O(2), with two independent formula units in the unit cell. The observed syn conformation is controlled by both intramolecular N-H...O hydrogen bonds and intermolecular C-H...pi interactions. The relative macrocyclic inner bore is estimated to be 4.19 Angstrom. In the crystal structure, molecules form dimers via intermolecular C-H...pi interactions, and these dimers are, in turn, linked to form columns along the a axis by intermolecular C-H...O hydrogen bonds. Both X-ray diffraction analysis and density functional theory (DFT) calculations reveal that the macrocycle possesses very high flexibility. This property, as well as the presence of six donor atoms accessible for coordination, makes the title macrocycle a very promising ligand for complexation with the majority of transition metals.
authors.affiliation: X-Ray Structural Centre, A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Street B-334, Moscow 119991, Russian Federation. vkh@xray.ineos.ac.ru
authors.forename: Victor N
authors.initials: VN
authors.lastname: Khrustalev
authors.forename: Eugene A
authors.initials: EA
authors.lastname: Komissarov
authors.forename: Oleg V
authors.initials: OV
authors.lastname: Kulikov
mesh_terms: D018360:Crystallography, X-Ray; D019281:Dimerization; D006575:Heterocyclic Compounds, 3-Ring / Q000737:chemistry*; D006860:Hydrogen Bonding; D008024:Ligands; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: C523135:2,12-dichloro-10,20-diphenyl-5,7,15,17-tetrahydro-6H,16H-dibenzo(d,l)(1,9,2,6,10,14)dioxotetraazacyclohexadecine-6,16-dione; D006575:Heterocyclic Compounds, 3-Ring; D008024:Ligands; D047028:Macrocyclic Compounds