(Acetylacetonato-κ2 O,O′)(phthalocyaninato-κ4 N)(phenanthroline-κ2 N,N′)erbium(III)

The title complex, [Er(C32H16N8)(C5H7O2)(C12H8N2)], possesses a mirror plane and the asymmetric unit is half of the molecule. The ErIII cation, lying on the mirror plane, is eight-coordinated by two O atoms from acetylacetone, two N (Nphen) atoms from 1,10-phenanthroline and four isoindole N (Niso) atoms from the phthalocyanine ligand in an antiprismatic geometry. The Er—N distances are in the range 2.376 (5)–2.529 (4) Å and the Er—O distance is 2.272 (3) Å. Notably, the Er—Niso bonds are shorter than the Er—Nphen bonds, but longer than the Er—O bonds.

The title complex, [Er(C 32 H 16 N 8 )(C 5 H 7 O 2 )(C 12 H 8 N 2 )], possesses a mirror plane and the asymmetric unit is half of the molecule. The Er III cation, lying on the mirror plane, is eight-coordinated by two O atoms from acetylacetone, two N (N phen ) atoms from 1,10-phenanthroline and four isoindole N (N iso ) atoms from the phthalocyanine ligand in an antiprismatic geometry. The Er-N distances are in the range 2.376 (5)-2.529 (4) Å and the Er-O distance is 2.272 (3) Å . Notably, the Er-N iso bonds are shorter than the Er-N phen bonds, but longer than the Er-O bonds.

Hong-Feng Li and Peng-Fei Yan Comment
In recent years, lanthanide complexes with organic ligands have been widely used in areas such as fluorescent materials, electroluminescence and as fluorescence probes. Phthalocyanines (Pc) are of the most famous macrocyclic compounds that possess interesting physical and chemical properties (Kuznetsova et al., 2002;Kalashnikova et al., 2007;Zugle et al., 2011). Therefore, synthesis and characterization of novel phthalocyanine complexes of lanthanides remain attractive to researchers, where diverse ratio of Pc/Ln could be expected. These lanthanide phthalocyanine derivatives have high intrinsic conductivity and interesting electrochemical behavior. Herein, we present the synthesis and structure of a phthalocyaninato erbium complex Er(C 32 H 16 N 8 )(C 12 H 8 N 2 )(C 5 H 7 O 2 ). The complex is mirror-related and the central Er III ion is located on the mirror plane. The Er III ion is eight-coordinated to two O atoms from acetylacetone, two N (N phen ) atoms from 1,10-phenanthroline and four isoindole N (N iso ) atoms from the phthalocyanine ligand (Fig. 1). The Er-N distances are in the range of 2.376 (5)-2.529 (4) Å, and the Er-O distance is 2.272 (3) Å. The Er-N iso bond distances are shorter than the Er-N phen bond distances, but longer than the Er-O bond distances. The symmetry-related Pc 2units are not parallel. The positive charge of the Er III ion is balanced by the Pc 2and acacgroups. Strong π-π interactions ( Fig. 2) could be found between the pyrrolyl group of Pc and the aromatic ring of 1,10-phenanthroline with a Cg1 ii ···Cg2 distance of 3.424 (3) Å and between the aromatic ring of the isoindole of Pc and the 1,10-phenanthroline with a Cg2···Cg3 ii distance of 3.657 (3) Å (Cg1, Cg2 and Cg3 are the centroids of the rings with atoms N5, C13, C14, C13 i ,C14 i , atoms C17, C18, C22, C17 i , C18 i , C22 i , and atoms C14-C16, C14 i -C16 i , respectively; symmetry codes: (i) x, -y + 3/2, z, (ii) 1 + x, y,z).

Refinement
H atoms bound to C atoms were placed in calculated positions and treated as riding on their parent atoms, with C-H = 0.93 Å (aromatic C), C-H = 0.96 Å (methyl C) and with U iso (H) = 1.5U eq (C).

Figure 1
The molecular structure of the title compound, showing 50% probability displacement ellipsoids [symmetry code A: x, -y  π-π interaction between the phthalocyanine isoindole group and the adjacent 1,10-phenanthroline ring as shown by the red dashed line [symmetry code: 1 + x, y, z].

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.