Crystal structure and infrared spectra of an inclusion compound of cyclotriveratrylene and water

Abstract

. Can J. Chem. 63, 3258 (1985). A crystal grown by slow evaporation from a solution of cyclotriveratrylene (CTV) in toluene was found to be an inclusion compound with water as the only encaged guest. Its stoichiometry is C27H3006b~HZO (X = 0.16) and it belongs to the monoclinic space group C2/c, with a = 24.216(21), b = 9.636(2), c = 23.1 17(4) A, P = 118.08(5)", Z = 8. X-ray intensity data were measured with a diffractometer and the structure was solved by direct methods. Least-squares refinement, which included all hydrogen atoms of the host molecule, converged at R = 0.046 for 3986 observed reflections. The geometry of the host molecule is compared to that of analogous structures and to cyclononatriene. Significant differences are ascribed to the effects of homoaromaticity and steric strain. Both the X-ray analysis and an FTIR study of the OH stretching show that the water molecules are weakly bound to the methoxy oxygen atoms of CTV. The molecular packing of CTV clathrates is discussed on the basis of crystallographic and spectroscopic evidence.

The influence of water on the spectroscopic properties of a liposoluble magnesium porphyrin

“…A more intense v band compared to v3 band has also been observed in a crystal of cyclotriveratrylene with water included to form a clathrate (18). In this case the crystal field and the inclusion cavities orient the water molecules.…”

Inclusion of Neutral and Anionic Guests within the Cavity of π-Metalated Cyclotriveratrylenes

“…The structure of the cation is shown in Figure along with the included molecule of diethyl ether. The structure consists of the expected CTV unit with the cyclononatriene ring in the usual crown conformation, capped on one face by the “Ru(4-MeC 6 H 4 CHMe 2 ) 2+ ” moiety. Inter-ring centroid separations within the macrocycle fall in the range 4.75−4.83 Å, similar to those found in the free ligand (4.70−4.96 Å), although the conformation of the CTV moiety is somewhat closer to the ideal C 3 v symmetry.…”

“…We now report the extension of these studies to related species based upon the trimeric macrocycle cyclotriveratrylene (2,3,7,8,12,13-hexamethoxy-5,10-dihydro-15 H -tribenzo[ a , d , g ]cyclononene, CTV) which also possesses a shallow bowl- or saucer-shaped molecular cavity. CTV is known to form a wide variety of inclusion complexes in the solid state with guest molecules occupying extensive channels on either side of the host macrocycle …”

The Dimeric “Hand‐Shake” Motif in Complexes and Metallo–Supramolecular Assemblies of Cyclotriveratrylene‐Based Ligands

“…Details of data collections and structure refinements are given in Table 1. CCDC 692569 (7), 692570 (8), 692571 (9), 692572 (10), 692573 (11), 692574 (12), 692575 (13), and 692576 (14) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.…”

“…[8][9][10][11][12] Like all molecular hosts, CTV contains an intrinsic molecular cavity that can bind other molecular species to form host-guest complexes. In general, clathrate complexes of CTV with small organic guests form homomeric mis-aligned stacking motifs [13] and the intra-cavity complexation of a small organic guest molecule is somewhat rarer. [14] Both CTV and its chiral analogue cyclotriguaiacylene (CTG) can be converted into extendedarm host molecules through functionalisation at the upper rim.…”