Crystal structure of 2-amino-5,6,7,8-tetra-hydro-7,7-dimethyl-4-(naphthalen-2-yl)-5-oxo-4H-chromene-3-carbo-nitrile.

In the title compound, C22H20N2O2, both six-membered rings of the fused heterocyclic system display envelope conformations; the two carbon atoms bearing the methyl groups and the naphthyl substituent both lie outside the planes of the other atoms of each ring. In the crystal, the amino group forms hydrogen bonds of the types N-H⋯O=C and N-H⋯N≡C, leading to the formation of a double layer structure propagating parallel to the bc plane. Weak C-H⋯O and C-H⋯π inter-actions may reinforce the layers.

1,7,7-Trimethyl-3-(naphthalen-2-ylcarbon-yl)bi-cyclo-[2.2.1]heptan-2-one.

The title compound, C21H22O2, crystallizes in its keto form. The mol-ecules are connected via weak C-H⋯O inter-actions, forming infinite chains perpendic-ular to the [001] axis.

Crystal structures of [µ2-(Ra ,Sa ,3aR,7aR)-1,3-bis-(2,7-di-cyclo-hexyl-naphthalen-1-yl)octa-hydro-1H-benzo[d]imidazolidin-2-yl-idene]chlorido-(η4-1,5-cyclo-octa-diene)iridium di-chloro-methane monosolvate and [µ2-(Sa ,Sa ,3aR,7aR)-1,3-bis-(2,7-di-cyclo-hexyl-naphthalen-1-yl)octa-hydro-1H-benzo[d]imidazolidin-2-yl-idene]chlorido-(η4-1,5-cyclo-octa-diene)iridium.

The title compounds, [Ir(C51H64N2)Cl(C8H12)]·CH2Cl2, (I), and [Ir(C51H64N2)Cl(C8H12)], (II), represent the first two examples of hexa-hydro-benzo-imidazole-based N-heterocyclic carbene (NHC) iridium complexes. The diastereomeric complexes differing only in their axial chirality, which could be separated via column chromatography, show noticeable differences in their 1H NMR spectra. Compound (I) crystallizes in the monoclinic system (P21) with two independent complexes and two half-occupied di-chloro-methane mol-ecules in the asymmetric unit, while compound (II) crystallizes in the ortho-rhom-bic system (P212121) with one complex in the asymmetric unit. The fused five-membered N-heterocycles of NHCs show unusually high backbone torsion angles of -34.1 (5) and -30.9 (5)° for (I) and -31.5 (7)° for (II), but the Ir-Ccarbene bond lengths of 2.046 (6) and 2.021 (6) Šfor (I) and 2.045 (8) Šfor (II) present typical NHC-Ir bond lengths. The solvent mol-ecule in the crystal of (I) was found to be highly disordered and its contribution to the scattering was masked using the solvent-masking routine smtbx.mask in OLEX2 [Dolomanov et al. (2009 ▸). J. Appl. Cryst. 42, 339-341]. The solvent contribution is not included in the reported chemical formula and other crystal data.

Crystal structures of ten enanti-opure Schiff bases bearing a naphthyl group.

Using a general solvent-free procedure for the synthesis of chiral Schiff bases, the following compounds were synthesized and their crystal structures determined: (S)-(+)-2-{[(1-phenyl-eth-yl)imino]-meth-yl}naphthalene, C19H17N, (1), (S)-(+)-2-({[(4-methyl-phen-yl)eth-yl]imino}-meth-yl)naphthalene, C20H19N, (2), (R)-(-)-2-({[(4-meth-oxy-lphen-yl)eth-yl]imino}-meth-yl)naphthalene, C20H19NO, (3), (R)-(-)-2-({[(4-fluoro-phen-yl)eth-yl]imino}-meth-yl)naphthalene, C19H16FN, (4), (S)-(+)-2-({[(4-chloro-phen-yl)eth-yl]imino}-meth-yl)naphthalene, C19H16ClN, (5), (S)-(+)-2-({[(4-bromo-phen-yl)eth-yl]imino}-meth-yl)naphthalene, C19H16BrN, (6), (S)-(+)-2-({[1-(naphthalen-1-yl)eth-yl]imino}-meth-yl)naph-thalene, C23H19N, (7), (S)-(+)-2-{[(1-cyclo-hexyl-eth-yl)imino]-meth-yl}naph-tha-lene, C19H23N, (8), (S)-(-)-2-{[(1,2,3,4-tetra-hydro-naphthalen-1-yl)imino]meth-yl}naphthalene, C21H19N, (9), and (+)-2-({[(1S,2S,3S,5R)-2,6,6-tri-methylbi-cyclo-[3.1.1]hept-3-yl]imino}-meth-yl}naphthalene, C21H25N, (10). The moiety provided by the amine generates conformational flexibility for these imines. In the crystals, no strong inter-molecular contacts are observed, in spite of the presence of aromatic groups.