1. Chemical context
Although the amide ligand, NR2, is widely used in rare-earth metal chemistry, most studies involve the bis(trimethylsilyl)amide ligand originally introduced by Bradley, N(SiMe3)2 (Alyea et al., 1972; Bradley et al., 1972, 1973), and the dimethylsilyl analog, N(SiHMe2)2 (Anwander et al., 1998; Bienfait et al., 2014; Meermann et al., 2008), developed by Anwander. The neutral homoleptic complexes, Ln[N(SiMe3)2]3 and Ln[N(SiHMe2)2]3(THF)2, are heavily used in the rare-earth field.
In comparison, the NPh2 ligand has not been as extensively explored. The only neutral crystallographically characterized NPh2 rare-earth metal complexes in the literature are Yb(NPh2)3(THF)2 (1-Yb) (Yao et al., 2001), Yb(NPh2)3[OP(NMe2)3]2 (Xu et al., 2007), and [(Ph2N)2Ce(μ-NPh2)]2 (2-Ce) (Coles et al., 2010). Many of the rare-earth NPh2 species are complex anions such as [Ln(NPh2)4]1− (Yao et al., 2004; Wong et al., 1997a,b; Yu et al., 2016), [Ln(NPh2)4]2− (Minhas et al., 1996), and [(C5H4R)Ln(NPh2)3]1− (R = Me, tBu) (Mao et al., 1994).
To remedy the dearth of structural information on this class, we report the structures shown in the Scheme of the THF-solvated monometallic complexes Ln(NPh2)3(THF)2, 1-Ln (Ln = Y, Er), the unsolvated bimetallic complexes [(Ph2N)2Ln(μ-NPh2)]2, 2-Ln (Ln = Y, Dy), and the tetrametallic hydrolysis product {[(Ph2N)Er(μ-NPh2)]4(μ-O)2}·(C6H6)2, 3-Er.
2. Structural commentary
Monometallic Complexes. The metrical parameters of the Ln(NPh2)3(THF)2 complexes, 1-Ln (Ln = Y, Er), are shown in Table 1 and the displacement ellipsoid plot of 1-Er is shown in Fig. 1. The 1-Ln complexes are not isomorphous; complex 1-Y crystallizes in the P21/c space group and 1-Er in P21/n. They contain five-coordinate LnIII ions with three amide and two neutral THF ligands arranged in a distorted trigonal–bipyramidal geometry. The divergence from perfect trigonal bipyramidal is evident by the three N(amide)—Ln1—N(amide) bond angles [1-Y: 130.61 (5), 122.03 (5), and 106.77 (5)°; 1-Er: 130.04 (6), 119.13 (5), and 110.83 (6)°] that deviate from 120° and the O1—Ln1—O2 bond angles [1-Y: 160.31 (4)°; 1-Er: 167.72 (4)°] that deviate from linearity. Complex 1-Y has a τ5 parameter (Addison et al., 1984) of 0.50 indicating a geometry halfway between ideal square-pyramidal (τ5 = 0) and trigonal–bipyramidal (τ5 = 1). The τ5 value of 1-Er is 0.63 suggesting a geometry closer to trigonal–bipyramidal. The Ln—N(amide)avg bond distances are 2.26 (2) Å for 1-Y [Y1—N1 = 2.2612 (14), Y1—N2 = 2.2399 (14), Y1—N3 = 2.2870 (14) Å] and 2.25 (2) Å for 1-Er [Er1—N1 = 2.2733 (15), Er1—N2 = 2.2524 (15), Er1—N3 = 2.2344 (15) Å], which reflects the similar size of these two ions [six-coordinate ionic radii: Y(III), 0.9 Å; Er(III), 0.89 Å] (Shannon, 1976). The Ln—O(THF)avg bond lengths are 2.37 (2) Å for 1-Y [Y1—O1 = 2.3526 (11), Y1—O2 = 2.3838 (12) Å] and 2.342 (6) Å for 1-Er [Er1—O1 = 2.3475 (12), Er2—O2 = 2.3353 (11) Å].
Parameter | 1-Y | 1-Er | Ln1—N1 | 2.2612 (14) | 2.2733 (15) | Ln1—N2 | 2.2399 (14) | 2.2524 (15) | Ln1—N3 | 2.2870 (14) | 2.2344 (15) | Ln1—N(amide)avg | 2.26 (2) | 2.25 (2) | Ln1—O1 | 2.3526 (11) | 2.3475 (12) | Ln1—O2 | 2.3838 (12) | 2.3353 (11) | Ln1—O(THF)avg | 2.37 (2) | 2.342 (6) | N1—Ln1—N2 | 106.77 (5) | 130.04 (6) | N1—Ln1—N3 | 130.61 (5) | 119.13 (5) | N2—Ln1—N3 | 122.03 (5) | 110.83 (6) | O1—Ln1—O2 | 160.31 (4) | 167.72 (4) | | |
| Figure 1 Displacement ellipsoid plot of Er(NPh2)3(THF)2, 1-Er, drawn at the 50% probability level. Hydrogen atoms and co-crystallized solvent molecules are omitted for clarity. |
Bimetallic Complexes. The metrical parameters of [(Ph2N)2Ln(μ-NPh2)]2, 2-Ln (Ln = Y, Dy), are presented in Table 2 and the displacement ellipsoid plot of 2-Dy is in Fig. 2. The two 2-Ln complexes (Ln = Y and Dy) are isomorphous and crystallize in the monoclinic P21/c space group. Each molecule of 2-Ln is a dimer comprised of two (Ph2N)2Ln(μ-NPh2) units that are related by an inversion center. The (μ-NPh2) ligand involving atom N1 binds to one lanthanide center through the nitrogen atom and links to the other lanthanide center via η6 coordination of one of the phenyl rings. The terminal NPh2 ligand involving N2 binds just through the nitrogen donor atom. The other terminal NPh2 ligand containing N3 attaches to the Ln atom through the nitrogen, but it also has a phenyl ring oriented toward the metal with Ln—C(ipso) and Ln—C(ortho) distances of 2.8235 (17) and 3.0169 (18) Å for Y and 2.836 (2) and 3.033 Å for Dy. These distances can be compared with the Ln1—N3 distances in these complexes: 2.2340 (15) Å for Y and 2.240 (2) Å for Dy. The bond distances of 2-Y and 2-Dy are close, which is consistent with their similar Shannon (1976) ionic radii [six-coordinate ionic radii: Y(III), 0.9 Å; Dy(III), 0.912 Å].
Parameter | 2-Y | 2-Dy | Ln1—N1′ | 2.3039 (15) | 2.309 (2) | Ln1—N2 | 2.2294 (15) | 2.228 (2) | Ln1—N3 | 2.2340 (15) | 2.240 (2) | Ln1—N(amide)avg | 2.25 (3) | 2.26 (4) | Ln1—C1 | 3.1300 (18) | 3.151 (2) | Ln1—C2 | 2.9498 (18) | 2.967 (2) | Ln1—C3 | 2.8400 (18) | 2.858 (2) | Ln1—C4 | 2.8129 (19) | 2.833 (2) | Ln1—C5 | 2.8898 (18) | 2.904 (3) | Ln1—C6 | 3.0125 (19) | 3.032 (3) | Ln1—Centroid(phenyl) | 2.584 | 2.605 | Ln1—C31 | 2.8235 (17) | 2.836 (2) | Ln1—C32 | 3.0169 (18) | 3.033 | Symmetry code: (′) −x + 1, −y + 1, −z + 1. | |
| Figure 2 Displacement ellipsoid plot of [(Ph2N)2Dy(μ-NPh2)]2, 2-Dy, drawn at the 50% probability level. Hydrogen atoms are omitted for clarity. The dashed lines represent the Ln—C(ortho) and Ln—C(ipso) distances discussed in the text. Symmetry code: (′) −x + 1, −y + 1, −z + 1. |
The 2.228 (2)–2.240 (2) Å range of terminal Ln—N(amide) bond distances in 2-Ln is at the lower end of the 2.2343 (15)–2.2870 (14) Å range of distances in 1-Ln and slightly shorter than the Ln—N1 distances of the bridging NPh2 [Y1—N1′ = 2.3039 (15) and Dy1—N1′ = 2.309 (2) Å], as is typical for terminal vs bridging ligands. The Ln—N2 distances [Y, 2.2294 (15) Å; Dy 2.228 (2) Å] are similar and comparable to the Ln—N1 bond lengths. The Ln—(phenyl ring centroid distances are also similar [Y, 2.584 Å; Dy, 2.605 Å] with similar Ln—C(phenyl) bond distance ranges [Y, 2.8129 (19)–3.1300 (18) Å; Dy, 2.833 (2)–3.151 (3) Å].
A Tetrametallic Complex. The displacement ellipsoid plot and metrical parameters of {[(Ph2N)Er(μ-NPh2)]4(μ-O)2}·(C6H6)2, 3-Er, are shown below in Figs. 3 and 4 and Table 3. Complex 3-Er crystallizes in the triclinic P space group and is a tetrametallic complex of ErIII comprised of two symmetrical {[(Ph2N)Er(μ-NPh2)]2(μ-O)}·(C6H6) units. The coordination environments of the two ErIII ions in this unit are different, as are all four NPh2 ligands. Er2 is five-coordinate with two μ-O bonds and three Er—N bonds. The bonding to Er1 is more complicated. It is bound to one μ-O ligand and one terminal NPh2 ligand through N3 with a short distance to ipso carbon C25. Er1 is also bound η6 to a phenyl group of one μ-NPh2 ligand and to another μ-NPh2 ligand through the N2 atom that also bridges to Er2. In addition, C13 and C18 of this μ-NPh2 ligand are oriented toward Er1. The differences in the coordination environments of Er1 and Er2 lead to inequivalent Er—O bond distances [Er1—O1 = 2.095 (3), Er2—O1 = 2.190 (3) Å, Er2—O1′ = 2.245 (3) Å]. The Er–O–Er angle is bent [Er1—O1—Er2 = 133.25 (14)°]. The closest distances between the ErIII ions are Er1⋯Er2′ = 3.5734 (3) Å and Er2⋯Er2′ = 3.4836 (4) Å.
Parameter | 3-Er | Er1—O1 | 2.095 (3) | Er2—O1 | 2.190 (3) | Er2—O1′ | 2.245 (3) | Er1—N2 | 2.367 (4) | Er1—N3 | 2.222 (3) | Er2—N1 | 2.303 (3) | Er2—N4 | 2.313 (4) | Er1—C1 | 2.871 (4) | Er1—C2 | 2.988 (4) | Er1—C3 | 2.989 (4) | Er1—C4 | 2.884 (4) | Er1—C5 | 2.784 (4) | Er1—C6 | 2.761 (4) | Er1—Centroid(phenyl) | 2.516 | Er1—C13 | 2.812 (4) | Er1—C18 | 2.805 (4) | Er1—C25 | 2.904 (4) | Er2—C19′ | 2.903 (4) | Er1—O1—Er2 | 133.25 (14) | Er1—O1—Er2′ | 110.82 (12) | Er2—O1—Er2′ | 103.54 (11) | Er1⋯Er2′ | 3.5734 (3) | Er2⋯Er2′ | 3.4836 (4) | Symmetry code: (′) −x + 1, −y + 1, −z + 1. | |
| Figure 3 Displacement ellipsoid plots drawn at the 50% probability level of the asymmetric unit of {[(Ph2N)Er(μ-NPh2)]4(μ-O)2}·(C6H6)2, 3-Er, with atoms Er1′, Er2′, O1′, N2′ added for clarity (left) and the Er4O2 core of 3-Er (right). Hydrogen atoms and a molecule of benzene in the asymmetric unit are omitted for clarity. Symmetry code: (′) −x + 1, −y + 1, −z + 1. |
| Figure 4 Unit-cell contents of {[(Ph2N)Er(μ-NPh2)]4(μ-O)2}·(C6H6)2, 3-Er, with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are omitted for clarity. Symmetry code: (′) −x + 1, −y + 1, −z + 1. |
5. Synthesis and crystallization
General Considerations. All manipulations and syntheses described below were conducted with rigorous exclusion of air and water using standard Schlenk line and glovebox techniques under an argon atmosphere. Solvents were sparged with UHP argon (Airgas) and dried by passage through columns containing Q-5 and molecular sieves prior to use. LnCl3 was prepared from the previously reported literature procedure (Meyer et al., 1982). The compounds Ln[N(SiMe3)2]3 were prepared from their literature procedures (Bradley et al., 1972). HNPh2 was purchased from commercial suppliers and used as received. NaNPh2 and KNPh2 were prepared by reaction of HNPh2 with NaH or KH in THF.
Synthesis and Crystallization of Y(NPh2)3(THF)2, 1-Y. In a glovebox, YCl3 (0.63 g, 3.2 mmol) was stirred for two days in THF (30 mL) in a Schlenk flask to ensure complete solvation. Under positive pressure of N2 on a Schlenk line, a solution of KNPh2 (1.9 g, 9.1 mmol) in THF (30 mL) was added dropwise to the YCl3 suspension in THF at 273 K over 15 min. The reaction vessel was allowed to warm to room temperature, and after 1 h, the solvent was removed under reduced pressure to yield a colorless solid. In a glovebox, the product was extracted with toluene and evaporated to dryness. The resulting solids were washed with hexane to yield 1-Y as a colorless solid (2.2 g, 90%). The colorless solid was dissolved in diethyl ether and stored at 245 K for three days to yield colorless crystals of 1-Y.
Synthesis and Crystallization of Er(NPh2)3(THF)2, 1-Er. In a glovebox, ErCl3 (243 mg, 0.887 mmol) was stirred in THF (10 mL), which gave a pink slurry. To the stirred suspension was added NaPh2 (500 mg, 2.62 mmol) in THF (10 mL) at 238 K dropwise over 5 min, and a color change to green–yellow and then pink was observed. After the addition, the resultant pink slurry was allowed to warm to room temperature and left to stir overnight. The volatiles were then removed under reduced pressure, which gave a pink gel. The gel was triturated with hexane several times to yield pink solids that were then dissolved in Et2O (17 mL) and stirred for several hours to ensure complete dissolution. Pink and colorless solids, presumably unreacted ErCl3 and NaNPh2, were centrifuged, and the volatiles of the supernatant were evaporated until supersaturation. As the concentrated pink solution warmed to room temperature, large pink hexagon-shaped crystals of Er(NPh2)3(THF)2, 1-Er, suitable for X-ray diffraction grew within minutes (260 mg, 36%).
Synthesis and Crystallization of [(NPh2)2Y(μ-NPh2)]2, 2-Y. In a glovebox free of coordinating solvents, Y[N(SiMe3)2]3 (300 mg, 0.526 mmol) was dissolved in toluene (10 mL). To the stirred solution was added HNPh2 (272 mg, 1.61 mmol) in toluene (10 mL). The resultant colorless solution was left to stir for 48 h. The color of the solution slowly changed to yellow and a yellow precipitate was observed. The volatiles were removed under vacuum, and the resultant yellow solids were washed with hexane. The solids were stirred in benzene for 48 h, and the resultant yellow slurry was then centrifuged to remove the insoluble material. Toluene (4 mL) was added to the supernatant and the solution was concentrated to 4 mL before it was layered with hexane (15 mL). After 48 h at room temperature, yellow rectangular blocks of [(Ph2N)2Y(μ-NPh2)]2, 2-Y, suitable for X-ray diffraction had formed.
Synthesis and Crystallization of [(Ph2N)2Dy(μ-NPh2)]2, 2-Dy. In a glovebox free of coordinating solvents, Dy[N(SiMe3)2]3 (300 mg, 0.466 mmol) was dissolved in toluene (10 mL). To the stirred solution was added HNPh2 (240 mg, 1.42 mmol) in toluene (10 mL). The resultant colorless solution was left to stir for 48 h and the color of the solution slowly turned to yellow and precipitated a yellow solid. The volatiles were removed, and the resultant yellow solids were washed with hexane. The solids were then stirred in benzene for 48 h, and the resultant yellow slurry was centrifuged to remove insoluble material. Toluene (4 mL) was added to the supernatant, and the solution was concentrated to 4 mL before it was layered with hexane (15 mL). After 48 h at room temperature, yellow rectangular blocks of [(Ph2N)2Dy(μ-NPh2)]2, 2-Dy, suitable for X-ray diffraction had formed.
Synthesis and Crystallization of {[(Ph2N)Er(μ-NPh2)]4(μ-O)2}·(C6H6)2, 3-Er. In a glovebox free of coordinating solvents, Er[N(SiMe3)2]3 (300 mg, 0.463 mmol) was dissolved in toluene (10 mL). To the stirred solution was added HNPh2 (240 mg, 1.41 mmol) in toluene (10 mL). The resultant colorless solution was left to stir for 48 h, and the solution slowly changed color to yellow. The volatiles were removed, and the resultant yellow solids were washed with hexane. The solids were then stirred in benzene for 48 h, and the resultant yellow slurry was centrifuged to remove insoluble material. Toluene (4 mL) was added to the supernatant, and the solution was concentrated to 4 mL before it was layered with hexane (15 mL). After 48 h at room temperature, yellow rectangular blocks of {[(Ph2N)Er(μ-NPh2)]4(μ-O)2}·(C6H6)2, 3-Er, suitable for X-ray diffraction had formed. Compound 3-Er is a minor product of a formal hydrolysis of 2-Er, presumably from adventitious water.
6. Refinement
Refinement Details. The molecules of 2-Ln and 3-Er are located about an inversion center. There were two molecules of benzene solvent present per empirical formula unit in 3-Er. Crystal data, data collection and structure refinement details are summarized in Table 8. H atoms in all five structures were placed in calculated positions and C—H bond distances were constrained to 0.95 Å for aromatic and to 0.99 Å CH2 groups, respectively. Uiso(H) values were set to 1.2Ueq(C).
| 1-Y | 1-Er | 2-Y | 2-Dy | 3-Er | Crystal data | Chemical formula | [Y(C12H10N)3(C4H8O)2] | [Er(C12H10N)3(C4H8O)2] | [Y2(C12H10N)6] | [Dy2(C12H10N)6] | [Er4(C12H10N)8O2]·2C6H6 | Mr | 737.75 | 816.10 | 1187.08 | 1334.26 | 2202.93 | Crystal system, space group | Monoclinic, P21/c | Monoclinic, P21/n | Monoclinic, P21/c | Monoclinic, P21/c | Triclinic, P | Temperature (K) | 143 | 173 | 88 | 88 | 88 | a, b, c (Å) | 15.3539 (9), 12.5259 (7), 20.2511 (12) | 12.0946 (5), 19.1086 (8), 16.3609 (7) | 9.2776 (5), 22.5591 (13), 13.4791 (8) | 9.3068 (15), 22.475 (4), 13.513 (2) | 12.8857 (8), 13.6846 (9), 13.7411 (9) | α, β, γ (°) | 90, 107.207 (1), 90 | 90, 91.3697 (5), 90 | 90, 91.4966 (9), 90 | 90, 91.266 (2), 90 | 61.3447 (8), 82.7796 (10), 83.0804 (10) | V (Å3) | 3720.4 (4) | 3780.1 (3) | 2820.1 (3) | 2825.8 (8) | 2104.4 (2) | Z | 4 | 4 | 2 | 2 | 1 | Radiation type | Mo Kα | Mo Kα | Mo Kα | Mo Kα | Mo Kα | μ (mm−1) | 1.61 | 2.26 | 2.10 | 2.67 | 4.01 | Crystal size (mm) | 0.52 × 0.38 × 0.37 | 0.48 × 0.39 × 0.33 | 0.28 × 0.24 × 0.15 | 0.20 × 0.12 × 0.11 | 0.35 × 0.28 × 0.11 | | Data collection | Diffractometer | Bruker SMART APEXII CCD | Bruker SMART APEXII CCD | Bruker SMART APEXII CCD | Bruker SMART APEXII CCD | Bruker SMART APEXII CCD | Absorption correction | Numerical (SADABS; Krause et al, 2015) | Multi-scan (SADABS; Sheldrick, 2014b) | Multi-scan (SADABS; Krause et al, 2015) | Multi-scan (SADABS; Krause et al, 2015) | Multi-scan (TWINABS; Sheldrick, 2012) | Tmin, Tmax | 0.537, 0.683 | 0.557, 0.695 | 0.622, 0.746 | 0.637, 0.746 | 0.254, 0.432 | No. of measured, independent and observed [I > 2σ(I)] reflections | 42053, 8829, 7562 | 46529, 9687, 8834 | 22940, 6851, 5604 | 34856, 7264, 6207 | 51658, 10308, 9209 | Rint | 0.025 | 0.018 | 0.037 | 0.037 | 0.052 | | Refinement | R[F2 > 2σ(F2)], wR(F2), S | 0.031, 0.081, 1.04 | 0.019, 0.050, 1.04 | 0.032, 0.070, 1.03 | 0.026, 0.065, 1.05 | 0.027, 0.062, 0.96 | No. of reflections | 8829 | 9687 | 6851 | 7264 | 10308 | No. of parameters | 451 | 462 | 361 | 361 | 552 | No. of restraints | 0 | 28 | 0 | 0 | 0 | H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained | Δρmax, Δρmin (e Å−3) | 0.81, −0.47 | 0.70, −0.42 | 0.39, −0.35 | 2.65, −0.81 | 1.62, −1.10 | Computer programs: APEX2 (Bruker, 2011, 2014), SAINT (Bruker, 2009, 2013), SHELXS (Sheldrick, 2008b), SHELXT (Sheldrick, 2015a), SHELXL2014/7 (Sheldrick, 2015b) and SHELXTL (Sheldrick, 2008b). | |
The two tetrahydrofuran ligands in 1-Er were modeled with disorder across two positions. For the ring of O1, two methylene groups were included in the disorder, as well as the H atoms of the remaining CH2 groups. O—C bond distances were restrained to a target value of 1.47 (1) Å, C—C bond distances to a target value of 1.53 (1) Å. 1,3 distances between the oxygen atom and C38 and 39, and between C38B and C39B (e.g. the O—C—C angles) were restrained to be pairwise similar (with an esd of 0.02 Å). ADPs of the disordered carbon atoms (C38, C39, C38B, C39B) were constrained to be identical. Uij components of ADPs of atoms C39 and C40 were restrained to be similar with an esd of 0.01 Å2 and a distance cutoff of 4.0 Å. Subject to these conditions occupancies refined to 0.627 (12)/0.323 (12). For the ring involving O2, disorder was limited to one methylene C atom and the H atoms of the two adjacent CH2 groups. No restraints were applied and occupancies refined to 0.633 (7)/0.367 (7).
The 3-Er structure was found to be multi-component and was refined as a three-component twin. The orientation matrices for the three components were identified using the program CELL_NOW (Sheldrick, 2008a). The second component is related to the first by no obvious twin law. The third component is related to the first by non-merohedry by a 180° rotation around [01]. The three components were integrated using SAINT (Bruker, 2013) and corrected for absorption using TWINABS (Sheldrick, 2012). The structure was solved using direct methods (Sheldrick 2008b) with only the non-overlapping reflections of main component 1. The structure was refined using all reflections of component 1 (including the overlapping reflections), resulting in minor component occupancies of 0.0615 (6) and 0.2010 (4).
Supporting information
Data collection: APEX2 (Bruker, 2011) for 1-Y; APEX2 (Bruker, 2014) for 1-Er, 2-Y, 2-Dy, 3-Er. For all structures, cell refinement: SAINT (Bruker, 2009). Data reduction: SAINT (Bruker, 2009) for 1-Y; SAINT (Bruker, 2013) for 1-Er, 2-Y, 2-Dy, 3-Er. Program(s) used to solve structure: SHELXS2008/4 (Sheldrick, 2008c) for 1-Y; SHELXT (Sheldrick, 2015a) for 1-Er, 2-Y, 2-Dy; SHELXS (Sheldrick, 2008c) for 3-Er. For all structures, program(s) used to refine structure: SHELXL2014/7 (Sheldrick, 2015b); molecular graphics: SHELXTL (Sheldrick, 2008d); software used to prepare material for publication: SHELXTL (Sheldrick, 2008d).
Tris(diphenylamido-
κN)bis(tetrahydrofuran-
κO)yttrium(III) (1-Y)
top Crystal data top [Y(C12H10N)3(C4H8O)2] | F(000) = 1544 |
Mr = 737.75 | Dx = 1.317 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.3539 (9) Å | Cell parameters from 9981 reflections |
b = 12.5259 (7) Å | θ = 2.2–28.2° |
c = 20.2511 (12) Å | µ = 1.61 mm−1 |
β = 107.207 (1)° | T = 143 K |
V = 3720.4 (4) Å3 | Irregular, colorless |
Z = 4 | 0.52 × 0.38 × 0.37 mm |
Data collection top Bruker SMART APEXII CCD diffractometer | 7562 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.025 |
φ and ω scans | θmax = 28.5°, θmin = 1.4° |
Absorption correction: numerical (SADABS; Krause et al., 2015) | h = −20→19 |
Tmin = 0.537, Tmax = 0.683 | k = −16→16 |
42053 measured reflections | l = −25→26 |
8829 independent reflections | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.031 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.081 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.044P)2 + 1.6736P] where P = (Fo2 + 2Fc2)/3 |
8829 reflections | (Δ/σ)max = 0.001 |
451 parameters | Δρmax = 0.81 e Å−3 |
0 restraints | Δρmin = −0.46 e Å−3 |
Special details top Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. A colorless crystal of approximate dimensions 0.373 x 0.377 x 0.520 mm was mounted on a glass fiber and transferred to a Bruker SMART APEX II diffractometer. The APEX2 program package was used to determine the unit-cell parameters and for data collection (15 sec/frame scan time for a sphere of diffraction data). The raw frame data was processed using SAINT and SADABS to yield the reflection data file. Subsequent calculations were carried out using the SHELXTL program. The diffraction symmetry was 2/m and the systematic absences were consistent with the monoclinic space group P21/c that was later determined to be correct. The structure was solved by direct methods and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. Least-squares analysis yielded wR2 = 0.0812 and Goof = 1.035 for 451 variables refined against 8829 data (0.75Å), R1 = 0.0313 for those 7562 data with I > 2.0sigma(I). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Y1 | 0.25279 (2) | 0.20035 (2) | 0.12211 (2) | 0.01710 (5) | |
O1 | 0.20503 (8) | 0.07834 (9) | 0.19266 (6) | 0.0202 (2) | |
O2 | 0.26567 (8) | 0.36154 (9) | 0.06312 (6) | 0.0246 (3) | |
N1 | 0.30919 (10) | 0.28942 (11) | 0.22288 (7) | 0.0218 (3) | |
N2 | 0.37155 (9) | 0.12258 (11) | 0.09853 (7) | 0.0221 (3) | |
N3 | 0.11008 (9) | 0.20102 (11) | 0.04461 (7) | 0.0211 (3) | |
C1 | 0.36370 (11) | 0.24655 (14) | 0.28472 (9) | 0.0219 (3) | |
C2 | 0.40627 (12) | 0.14663 (14) | 0.28461 (9) | 0.0258 (4) | |
H2A | 0.4010 | 0.1121 | 0.2418 | 0.031* | |
C3 | 0.45564 (12) | 0.09783 (15) | 0.34571 (10) | 0.0308 (4) | |
H3A | 0.4824 | 0.0299 | 0.3441 | 0.037* | |
C4 | 0.46648 (14) | 0.14671 (18) | 0.40897 (10) | 0.0363 (5) | |
H4A | 0.4997 | 0.1127 | 0.4507 | 0.044* | |
C5 | 0.42786 (13) | 0.24610 (18) | 0.41004 (10) | 0.0340 (4) | |
H5A | 0.4363 | 0.2811 | 0.4531 | 0.041* | |
C6 | 0.37708 (12) | 0.29590 (15) | 0.34973 (9) | 0.0261 (4) | |
H6A | 0.3510 | 0.3640 | 0.3522 | 0.031* | |
C7 | 0.28589 (12) | 0.39899 (13) | 0.22410 (8) | 0.0219 (3) | |
C8 | 0.35150 (12) | 0.47838 (14) | 0.22855 (9) | 0.0258 (4) | |
H8A | 0.4126 | 0.4583 | 0.2330 | 0.031* | |
C9 | 0.32903 (14) | 0.58517 (15) | 0.22662 (10) | 0.0326 (4) | |
H9A | 0.3747 | 0.6379 | 0.2304 | 0.039* | |
C10 | 0.23979 (15) | 0.61557 (16) | 0.21918 (11) | 0.0364 (4) | |
H10A | 0.2240 | 0.6891 | 0.2175 | 0.044* | |
C11 | 0.17374 (14) | 0.53803 (16) | 0.21426 (11) | 0.0344 (4) | |
H11A | 0.1125 | 0.5585 | 0.2090 | 0.041* | |
C12 | 0.19682 (12) | 0.43051 (15) | 0.21696 (9) | 0.0260 (4) | |
H12A | 0.1512 | 0.3780 | 0.2139 | 0.031* | |
C13 | 0.46178 (11) | 0.15543 (14) | 0.10648 (8) | 0.0223 (3) | |
C14 | 0.49507 (12) | 0.24840 (15) | 0.14365 (10) | 0.0280 (4) | |
H14A | 0.4591 | 0.2842 | 0.1677 | 0.034* | |
C15 | 0.58011 (13) | 0.28907 (15) | 0.14586 (12) | 0.0345 (4) | |
H15A | 0.6012 | 0.3528 | 0.1709 | 0.041* | |
C16 | 0.63410 (13) | 0.23818 (17) | 0.11216 (11) | 0.0356 (4) | |
H16A | 0.6915 | 0.2674 | 0.1129 | 0.043* | |
C17 | 0.60379 (13) | 0.14390 (18) | 0.07720 (10) | 0.0353 (4) | |
H17A | 0.6413 | 0.1074 | 0.0547 | 0.042* | |
C18 | 0.51904 (12) | 0.10234 (16) | 0.07473 (9) | 0.0295 (4) | |
H18A | 0.4996 | 0.0370 | 0.0512 | 0.035* | |
C19 | 0.35113 (11) | 0.01295 (14) | 0.09203 (8) | 0.0214 (3) | |
C20 | 0.40967 (12) | −0.06562 (15) | 0.13115 (9) | 0.0260 (4) | |
H20A | 0.4685 | −0.0457 | 0.1596 | 0.031* | |
C21 | 0.38309 (13) | −0.17088 (16) | 0.12880 (10) | 0.0301 (4) | |
H21A | 0.4238 | −0.2225 | 0.1556 | 0.036* | |
C22 | 0.29726 (13) | −0.20271 (15) | 0.08766 (10) | 0.0303 (4) | |
H22A | 0.2790 | −0.2753 | 0.0867 | 0.036* | |
C23 | 0.23913 (12) | −0.12732 (15) | 0.04830 (9) | 0.0270 (4) | |
H23A | 0.1806 | −0.1484 | 0.0199 | 0.032* | |
C24 | 0.26538 (11) | −0.02058 (14) | 0.04980 (8) | 0.0230 (3) | |
H24A | 0.2248 | 0.0301 | 0.0219 | 0.028* | |
C25 | 0.03547 (11) | 0.18946 (14) | 0.07233 (8) | 0.0206 (3) | |
C26 | 0.00257 (11) | 0.08786 (14) | 0.08106 (9) | 0.0243 (3) | |
H26A | 0.0271 | 0.0269 | 0.0650 | 0.029* | |
C27 | −0.06539 (12) | 0.07479 (16) | 0.11287 (9) | 0.0292 (4) | |
H27A | −0.0867 | 0.0052 | 0.1187 | 0.035* | |
C28 | −0.10230 (12) | 0.16307 (18) | 0.13626 (9) | 0.0313 (4) | |
H28A | −0.1485 | 0.1542 | 0.1583 | 0.038* | |
C29 | −0.07127 (13) | 0.26385 (17) | 0.12718 (9) | 0.0308 (4) | |
H29A | −0.0967 | 0.3245 | 0.1428 | 0.037* | |
C30 | −0.00299 (12) | 0.27746 (15) | 0.09538 (9) | 0.0253 (4) | |
H30A | 0.0175 | 0.3473 | 0.0893 | 0.030* | |
C31 | 0.08840 (11) | 0.20715 (13) | −0.02667 (8) | 0.0205 (3) | |
C32 | 0.15870 (12) | 0.20298 (13) | −0.05869 (9) | 0.0225 (3) | |
H32A | 0.2202 | 0.1972 | −0.0306 | 0.027* | |
C33 | 0.14032 (13) | 0.20708 (14) | −0.12980 (9) | 0.0266 (4) | |
H33A | 0.1891 | 0.2032 | −0.1497 | 0.032* | |
C34 | 0.05132 (13) | 0.21681 (15) | −0.17243 (9) | 0.0297 (4) | |
H34A | 0.0386 | 0.2191 | −0.2213 | 0.036* | |
C35 | −0.01811 (12) | 0.22302 (16) | −0.14231 (9) | 0.0293 (4) | |
H35A | −0.0791 | 0.2309 | −0.1710 | 0.035* | |
C36 | −0.00112 (12) | 0.21802 (14) | −0.07121 (9) | 0.0251 (4) | |
H36A | −0.0506 | 0.2220 | −0.0522 | 0.030* | |
C37 | 0.22126 (13) | −0.03600 (14) | 0.20410 (9) | 0.0269 (4) | |
H37A | 0.2846 | −0.0545 | 0.2059 | 0.032* | |
H37B | 0.1787 | −0.0778 | 0.1667 | 0.032* | |
C38 | 0.20468 (13) | −0.05804 (15) | 0.27300 (9) | 0.0279 (4) | |
H38A | 0.2596 | −0.0425 | 0.3121 | 0.033* | |
H38B | 0.1859 | −0.1330 | 0.2762 | 0.033* | |
C39 | 0.12761 (12) | 0.01922 (14) | 0.27130 (9) | 0.0255 (4) | |
H39A | 0.0683 | −0.0080 | 0.2418 | 0.031* | |
H39B | 0.1232 | 0.0332 | 0.3183 | 0.031* | |
C40 | 0.15694 (12) | 0.11810 (14) | 0.24052 (9) | 0.0228 (3) | |
H40A | 0.1033 | 0.1613 | 0.2156 | 0.027* | |
H40B | 0.1979 | 0.1627 | 0.2771 | 0.027* | |
C41 | 0.33694 (14) | 0.39496 (18) | 0.03414 (11) | 0.0395 (5) | |
H41A | 0.3666 | 0.3323 | 0.0202 | 0.047* | |
H41B | 0.3838 | 0.4372 | 0.0682 | 0.047* | |
C42 | 0.28975 (18) | 0.4624 (3) | −0.02798 (16) | 0.0653 (8) | |
H42A | 0.3265 | 0.5265 | −0.0302 | 0.078* | |
H42B | 0.2804 | 0.4210 | −0.0712 | 0.078* | |
C43 | 0.1999 (2) | 0.4936 (2) | −0.01854 (13) | 0.0580 (7) | |
H43A | 0.1946 | 0.5723 | −0.0171 | 0.070* | |
H43B | 0.1490 | 0.4659 | −0.0571 | 0.070* | |
C44 | 0.19771 (14) | 0.44599 (15) | 0.04797 (11) | 0.0348 (4) | |
H44A | 0.2126 | 0.5004 | 0.0851 | 0.042* | |
H44B | 0.1365 | 0.4165 | 0.0439 | 0.042* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Y1 | 0.01599 (8) | 0.01943 (8) | 0.01551 (8) | 0.00072 (6) | 0.00409 (6) | 0.00039 (6) |
O1 | 0.0236 (6) | 0.0206 (6) | 0.0189 (5) | 0.0012 (5) | 0.0100 (5) | −0.0002 (4) |
O2 | 0.0274 (6) | 0.0235 (6) | 0.0228 (6) | 0.0006 (5) | 0.0076 (5) | 0.0042 (5) |
N1 | 0.0236 (7) | 0.0207 (7) | 0.0197 (7) | 0.0000 (6) | 0.0040 (6) | −0.0010 (5) |
N2 | 0.0190 (7) | 0.0238 (7) | 0.0221 (7) | 0.0019 (6) | 0.0041 (6) | −0.0032 (6) |
N3 | 0.0174 (6) | 0.0275 (7) | 0.0187 (7) | 0.0003 (6) | 0.0059 (5) | 0.0004 (6) |
C1 | 0.0192 (8) | 0.0244 (9) | 0.0218 (8) | −0.0053 (7) | 0.0055 (6) | −0.0004 (7) |
C2 | 0.0236 (8) | 0.0245 (9) | 0.0274 (9) | −0.0025 (7) | 0.0044 (7) | −0.0004 (7) |
C3 | 0.0243 (9) | 0.0282 (9) | 0.0368 (10) | −0.0006 (7) | 0.0044 (8) | 0.0083 (8) |
C4 | 0.0318 (10) | 0.0459 (12) | 0.0276 (10) | −0.0007 (9) | 0.0030 (8) | 0.0133 (9) |
C5 | 0.0334 (10) | 0.0484 (12) | 0.0207 (9) | −0.0068 (9) | 0.0088 (8) | 0.0006 (8) |
C6 | 0.0250 (9) | 0.0312 (9) | 0.0228 (8) | −0.0042 (7) | 0.0082 (7) | −0.0002 (7) |
C7 | 0.0270 (8) | 0.0225 (8) | 0.0149 (7) | 0.0001 (7) | 0.0043 (6) | −0.0022 (6) |
C8 | 0.0247 (8) | 0.0261 (9) | 0.0241 (8) | −0.0012 (7) | 0.0034 (7) | −0.0017 (7) |
C9 | 0.0369 (10) | 0.0240 (9) | 0.0338 (10) | −0.0061 (8) | 0.0057 (8) | −0.0016 (8) |
C10 | 0.0471 (12) | 0.0221 (9) | 0.0401 (11) | 0.0054 (8) | 0.0129 (9) | −0.0034 (8) |
C11 | 0.0329 (10) | 0.0356 (10) | 0.0362 (10) | 0.0084 (8) | 0.0127 (8) | −0.0027 (8) |
C12 | 0.0267 (9) | 0.0278 (9) | 0.0242 (9) | −0.0013 (7) | 0.0087 (7) | −0.0013 (7) |
C13 | 0.0192 (8) | 0.0280 (8) | 0.0192 (8) | 0.0031 (7) | 0.0046 (6) | 0.0025 (7) |
C14 | 0.0226 (8) | 0.0264 (9) | 0.0340 (10) | 0.0041 (7) | 0.0070 (7) | −0.0011 (8) |
C15 | 0.0254 (9) | 0.0272 (10) | 0.0477 (12) | −0.0003 (7) | 0.0058 (9) | 0.0023 (8) |
C16 | 0.0225 (9) | 0.0398 (11) | 0.0455 (12) | −0.0020 (8) | 0.0115 (8) | 0.0089 (9) |
C17 | 0.0280 (9) | 0.0478 (12) | 0.0342 (10) | 0.0036 (9) | 0.0155 (8) | 0.0013 (9) |
C18 | 0.0276 (9) | 0.0384 (10) | 0.0241 (9) | −0.0007 (8) | 0.0101 (7) | −0.0045 (8) |
C19 | 0.0210 (8) | 0.0270 (8) | 0.0183 (7) | 0.0022 (7) | 0.0091 (6) | −0.0027 (6) |
C20 | 0.0205 (8) | 0.0322 (9) | 0.0250 (9) | 0.0050 (7) | 0.0062 (7) | −0.0006 (7) |
C21 | 0.0290 (9) | 0.0309 (9) | 0.0314 (10) | 0.0087 (8) | 0.0106 (8) | 0.0037 (8) |
C22 | 0.0341 (10) | 0.0268 (9) | 0.0335 (10) | −0.0009 (8) | 0.0154 (8) | −0.0013 (8) |
C23 | 0.0245 (8) | 0.0358 (10) | 0.0224 (8) | −0.0056 (7) | 0.0094 (7) | −0.0040 (7) |
C24 | 0.0203 (8) | 0.0311 (9) | 0.0182 (8) | 0.0028 (7) | 0.0065 (6) | 0.0000 (7) |
C25 | 0.0157 (7) | 0.0289 (9) | 0.0158 (7) | 0.0015 (6) | 0.0024 (6) | 0.0006 (6) |
C26 | 0.0216 (8) | 0.0270 (9) | 0.0227 (8) | 0.0012 (7) | 0.0041 (7) | 0.0002 (7) |
C27 | 0.0240 (9) | 0.0353 (10) | 0.0263 (9) | −0.0050 (7) | 0.0044 (7) | 0.0059 (8) |
C28 | 0.0218 (8) | 0.0517 (12) | 0.0217 (9) | 0.0024 (8) | 0.0084 (7) | 0.0080 (8) |
C29 | 0.0296 (9) | 0.0387 (10) | 0.0263 (9) | 0.0105 (8) | 0.0116 (8) | 0.0008 (8) |
C30 | 0.0252 (8) | 0.0268 (9) | 0.0240 (8) | 0.0036 (7) | 0.0077 (7) | 0.0025 (7) |
C31 | 0.0209 (8) | 0.0201 (8) | 0.0197 (8) | −0.0004 (6) | 0.0046 (6) | 0.0021 (6) |
C32 | 0.0193 (8) | 0.0254 (8) | 0.0223 (8) | −0.0013 (7) | 0.0053 (6) | 0.0015 (7) |
C33 | 0.0276 (9) | 0.0309 (9) | 0.0231 (8) | −0.0045 (7) | 0.0102 (7) | 0.0022 (7) |
C34 | 0.0339 (10) | 0.0354 (10) | 0.0178 (8) | −0.0076 (8) | 0.0043 (7) | 0.0058 (7) |
C35 | 0.0229 (8) | 0.0358 (10) | 0.0242 (9) | −0.0045 (7) | −0.0007 (7) | 0.0077 (7) |
C36 | 0.0189 (8) | 0.0308 (9) | 0.0252 (9) | −0.0014 (7) | 0.0059 (7) | 0.0050 (7) |
C37 | 0.0379 (10) | 0.0193 (8) | 0.0288 (9) | 0.0014 (7) | 0.0177 (8) | 0.0011 (7) |
C38 | 0.0338 (9) | 0.0285 (9) | 0.0249 (9) | 0.0053 (8) | 0.0141 (8) | 0.0060 (7) |
C39 | 0.0279 (9) | 0.0295 (9) | 0.0223 (8) | 0.0007 (7) | 0.0125 (7) | 0.0026 (7) |
C40 | 0.0271 (8) | 0.0245 (8) | 0.0203 (8) | 0.0019 (7) | 0.0124 (7) | −0.0028 (7) |
C41 | 0.0285 (10) | 0.0456 (12) | 0.0454 (12) | −0.0038 (9) | 0.0126 (9) | 0.0200 (10) |
C42 | 0.0558 (15) | 0.0785 (19) | 0.0701 (18) | 0.0182 (14) | 0.0319 (14) | 0.0487 (16) |
C43 | 0.0764 (18) | 0.0595 (16) | 0.0433 (13) | 0.0318 (14) | 0.0260 (13) | 0.0228 (12) |
C44 | 0.0399 (11) | 0.0259 (9) | 0.0412 (11) | 0.0095 (8) | 0.0161 (9) | 0.0088 (8) |
Geometric parameters (Å, º) top Y1—N2 | 2.2399 (14) | C21—C22 | 1.393 (3) |
Y1—N1 | 2.2612 (14) | C21—H21A | 0.9500 |
Y1—N3 | 2.2870 (14) | C22—C23 | 1.379 (3) |
Y1—O1 | 2.3526 (11) | C22—H22A | 0.9500 |
Y1—O2 | 2.3838 (12) | C23—C24 | 1.394 (3) |
O1—C37 | 1.460 (2) | C23—H23A | 0.9500 |
O1—C40 | 1.4682 (18) | C24—H24A | 0.9500 |
O2—C41 | 1.448 (2) | C25—C30 | 1.394 (2) |
O2—C44 | 1.453 (2) | C25—C26 | 1.400 (2) |
N1—C1 | 1.392 (2) | C26—C27 | 1.389 (2) |
N1—C7 | 1.420 (2) | C26—H26A | 0.9500 |
N2—C19 | 1.406 (2) | C27—C28 | 1.388 (3) |
N2—C13 | 1.408 (2) | C27—H27A | 0.9500 |
N3—C31 | 1.384 (2) | C28—C29 | 1.381 (3) |
N3—C25 | 1.425 (2) | C28—H28A | 0.9500 |
C1—C2 | 1.412 (2) | C29—C30 | 1.394 (3) |
C1—C6 | 1.413 (2) | C29—H29A | 0.9500 |
C2—C3 | 1.387 (3) | C30—H30A | 0.9500 |
C2—H2A | 0.9500 | C31—C36 | 1.410 (2) |
C3—C4 | 1.385 (3) | C31—C32 | 1.415 (2) |
C3—H3A | 0.9500 | C32—C33 | 1.384 (2) |
C4—C5 | 1.382 (3) | C32—H32A | 0.9500 |
C4—H4A | 0.9500 | C33—C34 | 1.389 (3) |
C5—C6 | 1.388 (3) | C33—H33A | 0.9500 |
C5—H5A | 0.9500 | C34—C35 | 1.378 (3) |
C6—H6A | 0.9500 | C34—H34A | 0.9500 |
C7—C12 | 1.389 (2) | C35—C36 | 1.387 (2) |
C7—C8 | 1.399 (2) | C35—H35A | 0.9500 |
C8—C9 | 1.379 (3) | C36—H36A | 0.9500 |
C8—H8A | 0.9500 | C37—C38 | 1.516 (2) |
C9—C10 | 1.387 (3) | C37—H37A | 0.9900 |
C9—H9A | 0.9500 | C37—H37B | 0.9900 |
C10—C11 | 1.386 (3) | C38—C39 | 1.521 (2) |
C10—H10A | 0.9500 | C38—H38A | 0.9900 |
C11—C12 | 1.390 (3) | C38—H38B | 0.9900 |
C11—H11A | 0.9500 | C39—C40 | 1.514 (2) |
C12—H12A | 0.9500 | C39—H39A | 0.9900 |
C13—C14 | 1.399 (3) | C39—H39B | 0.9900 |
C13—C18 | 1.401 (2) | C40—H40A | 0.9900 |
C14—C15 | 1.390 (3) | C40—H40B | 0.9900 |
C14—H14A | 0.9500 | C41—C42 | 1.510 (3) |
C15—C16 | 1.376 (3) | C41—H41A | 0.9900 |
C15—H15A | 0.9500 | C41—H41B | 0.9900 |
C16—C17 | 1.385 (3) | C42—C43 | 1.499 (4) |
C16—H16A | 0.9500 | C42—H42A | 0.9900 |
C17—C18 | 1.389 (3) | C42—H42B | 0.9900 |
C17—H17A | 0.9500 | C43—C44 | 1.483 (3) |
C18—H18A | 0.9500 | C43—H43A | 0.9900 |
C19—C24 | 1.405 (2) | C43—H43B | 0.9900 |
C19—C20 | 1.408 (2) | C44—H44A | 0.9900 |
C20—C21 | 1.377 (3) | C44—H44B | 0.9900 |
C20—H20A | 0.9500 | | |
| | | |
N2—Y1—N1 | 106.77 (5) | C23—C22—H22A | 120.5 |
N2—Y1—N3 | 122.03 (5) | C21—C22—H22A | 120.5 |
N1—Y1—N3 | 130.61 (5) | C22—C23—C24 | 120.69 (17) |
N2—Y1—O1 | 105.47 (5) | C22—C23—H23A | 119.7 |
N1—Y1—O1 | 82.96 (5) | C24—C23—H23A | 119.7 |
N3—Y1—O1 | 90.67 (5) | C23—C24—C19 | 120.84 (16) |
N2—Y1—O2 | 93.90 (5) | C23—C24—H24A | 119.6 |
N1—Y1—O2 | 88.17 (5) | C19—C24—H24A | 119.6 |
N3—Y1—O2 | 81.81 (5) | C30—C25—C26 | 118.17 (16) |
O1—Y1—O2 | 160.31 (4) | C30—C25—N3 | 121.41 (15) |
C37—O1—C40 | 108.88 (12) | C26—C25—N3 | 120.30 (15) |
C37—O1—Y1 | 131.62 (9) | C27—C26—C25 | 120.97 (17) |
C40—O1—Y1 | 119.24 (9) | C27—C26—H26A | 119.5 |
C41—O2—C44 | 106.58 (14) | C25—C26—H26A | 119.5 |
C41—O2—Y1 | 129.24 (11) | C28—C27—C26 | 120.20 (18) |
C44—O2—Y1 | 124.16 (10) | C28—C27—H27A | 119.9 |
C1—N1—C7 | 116.41 (13) | C26—C27—H27A | 119.9 |
C1—N1—Y1 | 126.11 (11) | C29—C28—C27 | 119.41 (17) |
C7—N1—Y1 | 117.47 (10) | C29—C28—H28A | 120.3 |
C19—N2—C13 | 118.74 (14) | C27—C28—H28A | 120.3 |
C19—N2—Y1 | 105.76 (10) | C28—C29—C30 | 120.65 (18) |
C13—N2—Y1 | 133.16 (11) | C28—C29—H29A | 119.7 |
C31—N3—C25 | 116.31 (13) | C30—C29—H29A | 119.7 |
C31—N3—Y1 | 127.01 (11) | C29—C30—C25 | 120.59 (17) |
C25—N3—Y1 | 116.62 (10) | C29—C30—H30A | 119.7 |
N1—C1—C2 | 119.73 (15) | C25—C30—H30A | 119.7 |
N1—C1—C6 | 123.53 (16) | N3—C31—C36 | 124.10 (15) |
C2—C1—C6 | 116.70 (16) | N3—C31—C32 | 119.68 (15) |
C3—C2—C1 | 121.34 (17) | C36—C31—C32 | 116.22 (15) |
C3—C2—H2A | 119.3 | C33—C32—C31 | 121.81 (16) |
C1—C2—H2A | 119.3 | C33—C32—H32A | 119.1 |
C4—C3—C2 | 120.98 (18) | C31—C32—H32A | 119.1 |
C4—C3—H3A | 119.5 | C32—C33—C34 | 120.68 (17) |
C2—C3—H3A | 119.5 | C32—C33—H33A | 119.7 |
C5—C4—C3 | 118.57 (17) | C34—C33—H33A | 119.7 |
C5—C4—H4A | 120.7 | C35—C34—C33 | 118.52 (16) |
C3—C4—H4A | 120.7 | C35—C34—H34A | 120.7 |
C4—C5—C6 | 121.55 (18) | C33—C34—H34A | 120.7 |
C4—C5—H5A | 119.2 | C34—C35—C36 | 121.63 (17) |
C6—C5—H5A | 119.2 | C34—C35—H35A | 119.2 |
C5—C6—C1 | 120.81 (18) | C36—C35—H35A | 119.2 |
C5—C6—H6A | 119.6 | C35—C36—C31 | 121.13 (16) |
C1—C6—H6A | 119.6 | C35—C36—H36A | 119.4 |
C12—C7—C8 | 118.20 (16) | C31—C36—H36A | 119.4 |
C12—C7—N1 | 121.20 (15) | O1—C37—C38 | 104.91 (13) |
C8—C7—N1 | 120.50 (15) | O1—C37—H37A | 110.8 |
C9—C8—C7 | 121.21 (17) | C38—C37—H37A | 110.8 |
C9—C8—H8A | 119.4 | O1—C37—H37B | 110.8 |
C7—C8—H8A | 119.4 | C38—C37—H37B | 110.8 |
C8—C9—C10 | 120.01 (18) | H37A—C37—H37B | 108.8 |
C8—C9—H9A | 120.0 | C37—C38—C39 | 101.81 (14) |
C10—C9—H9A | 120.0 | C37—C38—H38A | 111.4 |
C11—C10—C9 | 119.59 (18) | C39—C38—H38A | 111.4 |
C11—C10—H10A | 120.2 | C37—C38—H38B | 111.4 |
C9—C10—H10A | 120.2 | C39—C38—H38B | 111.4 |
C10—C11—C12 | 120.23 (18) | H38A—C38—H38B | 109.3 |
C10—C11—H11A | 119.9 | C40—C39—C38 | 101.86 (14) |
C12—C11—H11A | 119.9 | C40—C39—H39A | 111.4 |
C7—C12—C11 | 120.75 (17) | C38—C39—H39A | 111.4 |
C7—C12—H12A | 119.6 | C40—C39—H39B | 111.4 |
C11—C12—H12A | 119.6 | C38—C39—H39B | 111.4 |
C14—C13—C18 | 117.60 (16) | H39A—C39—H39B | 109.3 |
C14—C13—N2 | 119.69 (15) | O1—C40—C39 | 105.26 (13) |
C18—C13—N2 | 122.58 (16) | O1—C40—H40A | 110.7 |
C15—C14—C13 | 120.84 (17) | C39—C40—H40A | 110.7 |
C15—C14—H14A | 119.6 | O1—C40—H40B | 110.7 |
C13—C14—H14A | 119.6 | C39—C40—H40B | 110.7 |
C16—C15—C14 | 120.81 (19) | H40A—C40—H40B | 108.8 |
C16—C15—H15A | 119.6 | O2—C41—C42 | 105.39 (16) |
C14—C15—H15A | 119.6 | O2—C41—H41A | 110.7 |
C15—C16—C17 | 119.20 (18) | C42—C41—H41A | 110.7 |
C15—C16—H16A | 120.4 | O2—C41—H41B | 110.7 |
C17—C16—H16A | 120.4 | C42—C41—H41B | 110.7 |
C16—C17—C18 | 120.52 (18) | H41A—C41—H41B | 108.8 |
C16—C17—H17A | 119.7 | C43—C42—C41 | 105.81 (19) |
C18—C17—H17A | 119.7 | C43—C42—H42A | 110.6 |
C17—C18—C13 | 120.93 (18) | C41—C42—H42A | 110.6 |
C17—C18—H18A | 119.5 | C43—C42—H42B | 110.6 |
C13—C18—H18A | 119.5 | C41—C42—H42B | 110.6 |
C24—C19—N2 | 119.45 (15) | H42A—C42—H42B | 108.7 |
C24—C19—C20 | 117.43 (16) | C44—C43—C42 | 106.26 (19) |
N2—C19—C20 | 122.85 (15) | C44—C43—H43A | 110.5 |
C24—C19—Y1 | 85.35 (10) | C42—C43—H43A | 110.5 |
N2—C19—Y1 | 46.94 (7) | C44—C43—H43B | 110.5 |
C20—C19—Y1 | 136.08 (11) | C42—C43—H43B | 110.5 |
C21—C20—C19 | 121.10 (17) | H43A—C43—H43B | 108.7 |
C21—C20—H20A | 119.4 | O2—C44—C43 | 106.06 (16) |
C19—C20—H20A | 119.4 | O2—C44—H44A | 110.5 |
C20—C21—C22 | 120.87 (17) | C43—C44—H44A | 110.5 |
C20—C21—H21A | 119.6 | O2—C44—H44B | 110.5 |
C22—C21—H21A | 119.6 | C43—C44—H44B | 110.5 |
C23—C22—C21 | 119.05 (17) | H44A—C44—H44B | 108.7 |
| | | |
C7—N1—C1—C2 | −166.06 (15) | C20—C21—C22—C23 | 0.8 (3) |
Y1—N1—C1—C2 | 15.1 (2) | C21—C22—C23—C24 | −0.4 (3) |
C7—N1—C1—C6 | 16.3 (2) | C22—C23—C24—C19 | −0.8 (3) |
Y1—N1—C1—C6 | −162.48 (13) | N2—C19—C24—C23 | −172.72 (15) |
N1—C1—C2—C3 | −175.27 (16) | C20—C19—C24—C23 | 1.4 (2) |
C6—C1—C2—C3 | 2.5 (2) | Y1—C19—C24—C23 | −139.09 (15) |
C1—C2—C3—C4 | −1.4 (3) | C31—N3—C25—C30 | −95.94 (19) |
C2—C3—C4—C5 | −0.7 (3) | Y1—N3—C25—C30 | 86.57 (17) |
C3—C4—C5—C6 | 1.7 (3) | C31—N3—C25—C26 | 88.07 (19) |
C4—C5—C6—C1 | −0.5 (3) | Y1—N3—C25—C26 | −89.42 (16) |
N1—C1—C6—C5 | 176.11 (16) | C30—C25—C26—C27 | −1.1 (2) |
C2—C1—C6—C5 | −1.6 (2) | N3—C25—C26—C27 | 175.01 (15) |
C1—N1—C7—C12 | −111.78 (18) | C25—C26—C27—C28 | 0.4 (3) |
Y1—N1—C7—C12 | 67.13 (18) | C26—C27—C28—C29 | 0.4 (3) |
C1—N1—C7—C8 | 71.9 (2) | C27—C28—C29—C30 | −0.5 (3) |
Y1—N1—C7—C8 | −109.15 (15) | C28—C29—C30—C25 | −0.2 (3) |
C12—C7—C8—C9 | 0.6 (3) | C26—C25—C30—C29 | 1.0 (3) |
N1—C7—C8—C9 | 177.01 (16) | N3—C25—C30—C29 | −175.06 (16) |
C7—C8—C9—C10 | −0.9 (3) | C25—N3—C31—C36 | 9.5 (2) |
C8—C9—C10—C11 | 0.5 (3) | Y1—N3—C31—C36 | −173.32 (12) |
C9—C10—C11—C12 | 0.2 (3) | C25—N3—C31—C32 | −170.81 (15) |
C8—C7—C12—C11 | 0.1 (3) | Y1—N3—C31—C32 | 6.4 (2) |
N1—C7—C12—C11 | −176.30 (16) | N3—C31—C32—C33 | 178.94 (16) |
C10—C11—C12—C7 | −0.5 (3) | C36—C31—C32—C33 | −1.3 (2) |
C19—N2—C13—C14 | −150.24 (16) | C31—C32—C33—C34 | 0.8 (3) |
Y1—N2—C13—C14 | 9.6 (2) | C32—C33—C34—C35 | 0.4 (3) |
C19—N2—C13—C18 | 34.0 (2) | C33—C34—C35—C36 | −1.1 (3) |
Y1—N2—C13—C18 | −166.16 (13) | C34—C35—C36—C31 | 0.5 (3) |
C18—C13—C14—C15 | 3.1 (3) | N3—C31—C36—C35 | −179.59 (16) |
N2—C13—C14—C15 | −172.83 (17) | C32—C31—C36—C35 | 0.7 (3) |
C13—C14—C15—C16 | −0.7 (3) | C40—O1—C37—C38 | −15.01 (18) |
C14—C15—C16—C17 | −1.6 (3) | Y1—O1—C37—C38 | 158.85 (11) |
C15—C16—C17—C18 | 1.5 (3) | O1—C37—C38—C39 | 34.95 (18) |
C16—C17—C18—C13 | 1.0 (3) | C37—C38—C39—C40 | −41.13 (17) |
C14—C13—C18—C17 | −3.3 (3) | C37—O1—C40—C39 | −11.27 (17) |
N2—C13—C18—C17 | 172.56 (17) | Y1—O1—C40—C39 | 173.99 (10) |
C13—N2—C19—C24 | −146.07 (15) | C38—C39—C40—O1 | 32.67 (17) |
Y1—N2—C19—C24 | 49.07 (17) | C44—O2—C41—C42 | −30.5 (2) |
C13—N2—C19—C20 | 40.1 (2) | Y1—O2—C41—C42 | 147.90 (17) |
Y1—N2—C19—C20 | −124.76 (14) | O2—C41—C42—C43 | 18.0 (3) |
C13—N2—C19—Y1 | 164.86 (18) | C41—C42—C43—C44 | 0.8 (3) |
C24—C19—C20—C21 | −1.0 (2) | C41—O2—C44—C43 | 31.4 (2) |
N2—C19—C20—C21 | 172.96 (16) | Y1—O2—C44—C43 | −147.18 (16) |
Y1—C19—C20—C21 | 113.04 (19) | C42—C43—C44—O2 | −19.3 (3) |
C19—C20—C21—C22 | −0.1 (3) | | |
Tris(diphenylamido-
κN)bis(tetrahydrofuran-
κO)erbium(III) (1-Er)
top Crystal data top [Er(C12H10N)3(C4H8O)2] | F(000) = 1660 |
Mr = 816.10 | Dx = 1.434 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 12.0946 (5) Å | Cell parameters from 9998 reflections |
b = 19.1086 (8) Å | θ = 2.5–29.0° |
c = 16.3609 (7) Å | µ = 2.26 mm−1 |
β = 91.3697 (5)° | T = 173 K |
V = 3780.1 (3) Å3 | Irregular, pink |
Z = 4 | 0.48 × 0.39 × 0.33 mm |
Data collection top Bruker SMART APEXII CCD diffractometer | 8834 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.018 |
φ and ω scans | θmax = 29.2°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Krause et al., 2015) | h = −16→16 |
Tmin = 0.557, Tmax = 0.695 | k = −25→24 |
46529 measured reflections | l = −22→22 |
9687 independent reflections | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.019 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.050 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0257P)2 + 1.7012P] where P = (Fo2 + 2Fc2)/3 |
9687 reflections | (Δ/σ)max = 0.004 |
462 parameters | Δρmax = 0.70 e Å−3 |
28 restraints | Δρmin = −0.42 e Å−3 |
Special details top Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. A pink crystal of approximate dimensions 0.332 x 0.389 x 0.482 mm was mounted on a glass fiber and transferred to a Bruker SMART APEX II diffractometer. The APEX2 program package was used to determine the unit-cell parameters and for data collection (15 sec/frame scan time for a sphere of diffraction data). The raw frame data was processed using SAINT and SADABS to yield the reflection data file. Subsequent calculations were carried out using the SHELXTL program. The diffraction symmetry was 2/m and the systematic absences were consistent with the monoclinic space group P21/n that was later determined to be correct. The structure was solved by direct methods and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. The tetrahydrofuran ligands were disordered and were included using multiple components with partial site-occupancy-factors. Least-squares analysis yielded wR2 = 0.0504 and Goof = 1.041 for 462 variables refined against 9687 data (0.73 Å), R1 = 0.0194 for those 8834 data with I > 2.0sigma(I). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Er1 | 0.46777 (2) | 0.72342 (2) | 0.36679 (2) | 0.02729 (3) | |
O1 | 0.41457 (11) | 0.78132 (6) | 0.48614 (8) | 0.0377 (3) | |
O2 | 0.49661 (10) | 0.64664 (6) | 0.25832 (7) | 0.0342 (3) | |
N1 | 0.28353 (12) | 0.71121 (8) | 0.33981 (9) | 0.0327 (3) | |
N2 | 0.58473 (13) | 0.65462 (8) | 0.43975 (9) | 0.0369 (3) | |
N3 | 0.55625 (12) | 0.81628 (8) | 0.31723 (10) | 0.0382 (3) | |
C1 | 0.24325 (13) | 0.64570 (9) | 0.30972 (11) | 0.0316 (3) | |
C2 | 0.23877 (18) | 0.58668 (11) | 0.35926 (13) | 0.0454 (5) | |
H2 | 0.2603 | 0.5902 | 0.4153 | 0.054* | |
C3 | 0.20326 (19) | 0.52253 (11) | 0.32804 (15) | 0.0533 (5) | |
H3 | 0.2010 | 0.4829 | 0.3629 | 0.064* | |
C4 | 0.17145 (18) | 0.51609 (11) | 0.24715 (14) | 0.0496 (5) | |
H4 | 0.1481 | 0.4721 | 0.2258 | 0.060* | |
C5 | 0.17397 (19) | 0.57433 (12) | 0.19752 (13) | 0.0503 (5) | |
H5 | 0.1515 | 0.5705 | 0.1417 | 0.060* | |
C6 | 0.20901 (16) | 0.63846 (10) | 0.22831 (11) | 0.0401 (4) | |
H6 | 0.2097 | 0.6781 | 0.1933 | 0.048* | |
C7 | 0.20194 (15) | 0.76085 (9) | 0.35533 (10) | 0.0325 (3) | |
C8 | 0.09037 (16) | 0.74366 (11) | 0.36552 (12) | 0.0388 (4) | |
H8 | 0.0669 | 0.6966 | 0.3583 | 0.047* | |
C9 | 0.01340 (19) | 0.79475 (13) | 0.38613 (14) | 0.0505 (5) | |
H9 | −0.0616 | 0.7819 | 0.3932 | 0.061* | |
C10 | 0.0446 (2) | 0.86363 (13) | 0.39638 (13) | 0.0541 (6) | |
H10 | −0.0081 | 0.8981 | 0.4106 | 0.065* | |
C11 | 0.1541 (2) | 0.88162 (11) | 0.38556 (12) | 0.0496 (5) | |
H11 | 0.1764 | 0.9290 | 0.3923 | 0.059* | |
C12 | 0.23129 (17) | 0.83184 (10) | 0.36517 (11) | 0.0401 (4) | |
H12 | 0.3058 | 0.8457 | 0.3576 | 0.048* | |
C13 | 0.68712 (15) | 0.62707 (11) | 0.41862 (11) | 0.0396 (4) | |
C14 | 0.73872 (17) | 0.57185 (11) | 0.46194 (14) | 0.0473 (5) | |
H14 | 0.7053 | 0.5538 | 0.5095 | 0.057* | |
C15 | 0.8377 (2) | 0.54336 (13) | 0.43620 (18) | 0.0636 (7) | |
H15 | 0.8710 | 0.5062 | 0.4664 | 0.076* | |
C16 | 0.8879 (2) | 0.56814 (17) | 0.36780 (18) | 0.0743 (9) | |
H16 | 0.9547 | 0.5476 | 0.3500 | 0.089* | |
C17 | 0.8405 (2) | 0.62298 (18) | 0.32529 (15) | 0.0707 (8) | |
H17 | 0.8758 | 0.6408 | 0.2784 | 0.085* | |
C18 | 0.74103 (17) | 0.65291 (14) | 0.35007 (13) | 0.0538 (6) | |
H18 | 0.7099 | 0.6910 | 0.3202 | 0.065* | |
C19 | 0.54807 (15) | 0.63758 (9) | 0.51950 (10) | 0.0341 (4) | |
C20 | 0.46354 (16) | 0.58936 (10) | 0.53102 (12) | 0.0398 (4) | |
H20 | 0.4344 | 0.5639 | 0.4855 | 0.048* | |
C21 | 0.42101 (19) | 0.57793 (11) | 0.60840 (13) | 0.0475 (5) | |
H21 | 0.3624 | 0.5455 | 0.6150 | 0.057* | |
C22 | 0.4635 (2) | 0.61339 (12) | 0.67505 (13) | 0.0526 (5) | |
H22 | 0.4338 | 0.6059 | 0.7276 | 0.063* | |
C23 | 0.5498 (2) | 0.65999 (12) | 0.66552 (12) | 0.0507 (5) | |
H23 | 0.5806 | 0.6836 | 0.7118 | 0.061* | |
C24 | 0.59134 (16) | 0.67236 (11) | 0.58859 (11) | 0.0415 (4) | |
H24 | 0.6500 | 0.7049 | 0.5826 | 0.050* | |
C25 | 0.63270 (15) | 0.85741 (11) | 0.36236 (12) | 0.0416 (4) | |
C26 | 0.69543 (17) | 0.82757 (13) | 0.42630 (13) | 0.0482 (5) | |
H26 | 0.6919 | 0.7785 | 0.4353 | 0.058* | |
C27 | 0.7629 (2) | 0.86864 (16) | 0.47698 (16) | 0.0645 (7) | |
H27 | 0.8037 | 0.8472 | 0.5205 | 0.077* | |
C28 | 0.7714 (2) | 0.93895 (17) | 0.4653 (2) | 0.0823 (10) | |
H28 | 0.8172 | 0.9668 | 0.5003 | 0.099* | |
C29 | 0.7123 (3) | 0.96868 (15) | 0.4017 (2) | 0.0867 (10) | |
H29 | 0.7185 | 1.0176 | 0.3924 | 0.104* | |
C30 | 0.6437 (2) | 0.92913 (13) | 0.35027 (18) | 0.0632 (7) | |
H30 | 0.6040 | 0.9512 | 0.3066 | 0.076* | |
C31 | 0.54035 (15) | 0.83254 (9) | 0.23354 (11) | 0.0350 (4) | |
C32 | 0.62980 (18) | 0.84668 (11) | 0.18308 (13) | 0.0462 (5) | |
H32 | 0.7025 | 0.8494 | 0.2061 | 0.055* | |
C33 | 0.6130 (2) | 0.85670 (13) | 0.10019 (15) | 0.0608 (7) | |
H33 | 0.6743 | 0.8668 | 0.0670 | 0.073* | |
C34 | 0.5090 (2) | 0.85236 (13) | 0.06487 (14) | 0.0627 (7) | |
H34 | 0.4985 | 0.8586 | 0.0076 | 0.075* | |
C35 | 0.4203 (2) | 0.83897 (12) | 0.11336 (14) | 0.0528 (5) | |
H35 | 0.3482 | 0.8360 | 0.0893 | 0.063* | |
C36 | 0.43466 (16) | 0.82969 (10) | 0.19732 (12) | 0.0406 (4) | |
H36 | 0.3723 | 0.8214 | 0.2302 | 0.049* | |
C37 | 0.32888 (16) | 0.75422 (11) | 0.53980 (11) | 0.0399 (4) | |
H37A | 0.3413 | 0.7040 | 0.5519 | 0.048* | 0.373 (12) |
H37B | 0.2544 | 0.7600 | 0.5142 | 0.048* | 0.373 (12) |
H37C | 0.3558 | 0.7122 | 0.5695 | 0.048* | 0.627 (12) |
H37D | 0.2615 | 0.7416 | 0.5075 | 0.048* | 0.627 (12) |
C38 | 0.3404 (9) | 0.7980 (6) | 0.6171 (5) | 0.0594 (9) | 0.373 (12) |
H38A | 0.2728 | 0.8262 | 0.6249 | 0.071* | 0.373 (12) |
H38B | 0.3515 | 0.7673 | 0.6654 | 0.071* | 0.373 (12) |
C39 | 0.4396 (9) | 0.8454 (7) | 0.6074 (5) | 0.0594 (9) | 0.373 (12) |
H39A | 0.4255 | 0.8925 | 0.6302 | 0.071* | 0.373 (12) |
H39B | 0.5063 | 0.8254 | 0.6347 | 0.071* | 0.373 (12) |
C38B | 0.3045 (6) | 0.8127 (3) | 0.5990 (4) | 0.0594 (9) | 0.627 (12) |
H38C | 0.2464 | 0.8443 | 0.5767 | 0.071* | 0.627 (12) |
H38D | 0.2810 | 0.7940 | 0.6523 | 0.071* | 0.627 (12) |
C39B | 0.4123 (6) | 0.8488 (4) | 0.6068 (3) | 0.0594 (9) | 0.627 (12) |
H39C | 0.4640 | 0.8231 | 0.6437 | 0.071* | 0.627 (12) |
H39D | 0.4035 | 0.8972 | 0.6273 | 0.071* | 0.627 (12) |
C40 | 0.4521 (2) | 0.84841 (14) | 0.51903 (15) | 0.0667 (7) | |
H40A | 0.5305 | 0.8565 | 0.5057 | 0.080* | 0.373 (12) |
H40B | 0.4070 | 0.8870 | 0.4954 | 0.080* | 0.373 (12) |
H40C | 0.4191 | 0.8877 | 0.4874 | 0.080* | 0.627 (12) |
H40D | 0.5337 | 0.8521 | 0.5178 | 0.080* | 0.627 (12) |
C41 | 0.4980 (2) | 0.66225 (11) | 0.17130 (12) | 0.0475 (5) | |
H41A | 0.5565 | 0.6968 | 0.1595 | 0.057* | |
H41B | 0.4258 | 0.6814 | 0.1523 | 0.057* | |
C42 | 0.5211 (2) | 0.59331 (14) | 0.12968 (13) | 0.0617 (7) | |
H42A | 0.5757 | 0.5994 | 0.0861 | 0.074* | 0.633 (7) |
H42B | 0.4524 | 0.5732 | 0.1054 | 0.074* | 0.633 (7) |
H42C | 0.4789 | 0.5896 | 0.0773 | 0.074* | 0.367 (7) |
H42D | 0.6009 | 0.5885 | 0.1188 | 0.074* | 0.367 (7) |
C43 | 0.5677 (4) | 0.54620 (19) | 0.1983 (2) | 0.0532 (12) | 0.633 (7) |
H43A | 0.5525 | 0.4962 | 0.1868 | 0.064* | 0.633 (7) |
H43B | 0.6483 | 0.5530 | 0.2064 | 0.064* | 0.633 (7) |
C44 | 0.4865 (6) | 0.5413 (3) | 0.1856 (4) | 0.0460 (18) | 0.367 (7) |
H44A | 0.5295 | 0.4977 | 0.1786 | 0.055* | 0.367 (7) |
H44B | 0.4070 | 0.5306 | 0.1767 | 0.055* | 0.367 (7) |
C45 | 0.50666 (19) | 0.57083 (10) | 0.26924 (12) | 0.0441 (4) | |
H45A | 0.4327 | 0.5487 | 0.2707 | 0.053* | 0.633 (7) |
H45B | 0.5477 | 0.5598 | 0.3207 | 0.053* | 0.633 (7) |
H45C | 0.4511 | 0.5533 | 0.3077 | 0.053* | 0.367 (7) |
H45D | 0.5814 | 0.5582 | 0.2904 | 0.053* | 0.367 (7) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Er1 | 0.02622 (4) | 0.02886 (4) | 0.02674 (4) | −0.00102 (3) | −0.00015 (3) | −0.00231 (3) |
O1 | 0.0382 (7) | 0.0401 (7) | 0.0350 (7) | −0.0038 (5) | 0.0066 (5) | −0.0073 (5) |
O2 | 0.0407 (7) | 0.0316 (6) | 0.0301 (6) | 0.0045 (5) | −0.0021 (5) | −0.0037 (5) |
N1 | 0.0295 (7) | 0.0319 (7) | 0.0367 (8) | −0.0009 (6) | −0.0021 (6) | −0.0008 (6) |
N2 | 0.0357 (8) | 0.0464 (9) | 0.0285 (7) | 0.0050 (6) | −0.0036 (6) | −0.0013 (6) |
N3 | 0.0328 (7) | 0.0422 (9) | 0.0394 (8) | −0.0051 (6) | −0.0015 (6) | 0.0072 (7) |
C1 | 0.0250 (7) | 0.0334 (8) | 0.0362 (8) | −0.0011 (6) | −0.0011 (6) | 0.0017 (7) |
C2 | 0.0500 (11) | 0.0440 (11) | 0.0418 (10) | −0.0053 (9) | −0.0082 (8) | 0.0104 (8) |
C3 | 0.0587 (13) | 0.0350 (10) | 0.0659 (14) | −0.0065 (9) | −0.0044 (11) | 0.0123 (9) |
C4 | 0.0469 (11) | 0.0359 (10) | 0.0662 (14) | −0.0064 (8) | 0.0029 (10) | −0.0103 (9) |
C5 | 0.0549 (12) | 0.0534 (12) | 0.0425 (10) | −0.0082 (10) | −0.0047 (9) | −0.0092 (9) |
C6 | 0.0443 (10) | 0.0398 (10) | 0.0358 (9) | −0.0042 (8) | −0.0045 (8) | 0.0035 (7) |
C7 | 0.0345 (9) | 0.0367 (9) | 0.0264 (8) | 0.0025 (7) | −0.0009 (6) | 0.0046 (6) |
C8 | 0.0348 (9) | 0.0443 (10) | 0.0374 (9) | 0.0033 (8) | 0.0039 (7) | 0.0067 (8) |
C9 | 0.0431 (11) | 0.0627 (13) | 0.0464 (11) | 0.0127 (10) | 0.0121 (9) | 0.0114 (10) |
C10 | 0.0650 (14) | 0.0575 (13) | 0.0405 (11) | 0.0269 (11) | 0.0134 (10) | 0.0082 (9) |
C11 | 0.0699 (14) | 0.0387 (10) | 0.0403 (10) | 0.0111 (10) | 0.0043 (10) | 0.0035 (8) |
C12 | 0.0454 (10) | 0.0373 (9) | 0.0377 (9) | 0.0016 (8) | 0.0003 (8) | 0.0044 (8) |
C13 | 0.0338 (9) | 0.0497 (11) | 0.0347 (9) | 0.0011 (8) | −0.0077 (7) | −0.0150 (8) |
C14 | 0.0397 (10) | 0.0408 (10) | 0.0609 (13) | 0.0020 (8) | −0.0114 (9) | −0.0137 (9) |
C15 | 0.0453 (12) | 0.0548 (14) | 0.0901 (19) | 0.0108 (10) | −0.0134 (12) | −0.0271 (13) |
C16 | 0.0393 (12) | 0.103 (2) | 0.0801 (18) | 0.0149 (13) | −0.0079 (12) | −0.0497 (17) |
C17 | 0.0423 (12) | 0.125 (3) | 0.0446 (12) | −0.0021 (14) | 0.0014 (10) | −0.0286 (14) |
C18 | 0.0394 (10) | 0.0857 (17) | 0.0360 (10) | 0.0026 (11) | −0.0037 (8) | −0.0104 (10) |
C19 | 0.0356 (9) | 0.0353 (9) | 0.0309 (8) | 0.0057 (7) | −0.0072 (7) | 0.0001 (7) |
C20 | 0.0461 (10) | 0.0345 (9) | 0.0382 (9) | 0.0004 (8) | −0.0106 (8) | −0.0009 (7) |
C21 | 0.0547 (12) | 0.0418 (10) | 0.0456 (11) | −0.0086 (9) | −0.0053 (9) | 0.0122 (9) |
C22 | 0.0676 (14) | 0.0561 (13) | 0.0339 (10) | −0.0034 (11) | −0.0033 (9) | 0.0129 (9) |
C23 | 0.0630 (13) | 0.0591 (13) | 0.0293 (9) | −0.0054 (10) | −0.0123 (9) | −0.0014 (9) |
C24 | 0.0430 (10) | 0.0463 (10) | 0.0348 (9) | −0.0060 (8) | −0.0082 (7) | −0.0006 (8) |
C25 | 0.0308 (9) | 0.0470 (11) | 0.0470 (10) | −0.0017 (8) | 0.0044 (8) | −0.0029 (8) |
C26 | 0.0381 (10) | 0.0634 (13) | 0.0430 (10) | −0.0030 (9) | 0.0003 (8) | −0.0025 (10) |
C27 | 0.0450 (12) | 0.093 (2) | 0.0548 (13) | 0.0044 (12) | −0.0061 (10) | −0.0214 (13) |
C28 | 0.0579 (15) | 0.078 (2) | 0.110 (2) | 0.0052 (14) | −0.0187 (16) | −0.0500 (18) |
C29 | 0.0721 (19) | 0.0491 (15) | 0.138 (3) | −0.0003 (13) | −0.0213 (19) | −0.0267 (17) |
C30 | 0.0524 (13) | 0.0446 (12) | 0.0916 (19) | 0.0017 (10) | −0.0148 (13) | −0.0063 (12) |
C31 | 0.0378 (9) | 0.0261 (8) | 0.0412 (9) | 0.0024 (7) | 0.0025 (7) | 0.0058 (7) |
C32 | 0.0426 (10) | 0.0432 (11) | 0.0532 (12) | 0.0085 (8) | 0.0112 (9) | 0.0118 (9) |
C33 | 0.0713 (16) | 0.0592 (14) | 0.0531 (13) | 0.0253 (12) | 0.0263 (12) | 0.0169 (11) |
C34 | 0.0902 (19) | 0.0606 (14) | 0.0376 (11) | 0.0326 (13) | 0.0059 (11) | 0.0067 (10) |
C35 | 0.0610 (13) | 0.0484 (12) | 0.0483 (12) | 0.0173 (10) | −0.0119 (10) | 0.0027 (9) |
C36 | 0.0396 (10) | 0.0369 (9) | 0.0452 (10) | 0.0051 (8) | −0.0004 (8) | 0.0058 (8) |
C37 | 0.0408 (10) | 0.0448 (10) | 0.0345 (9) | −0.0017 (8) | 0.0079 (7) | 0.0003 (8) |
C38 | 0.051 (3) | 0.0699 (15) | 0.0579 (12) | −0.0018 (16) | 0.0153 (13) | −0.0210 (11) |
C39 | 0.051 (3) | 0.0699 (15) | 0.0579 (12) | −0.0018 (16) | 0.0153 (13) | −0.0210 (11) |
C38B | 0.051 (3) | 0.0699 (15) | 0.0579 (12) | −0.0018 (16) | 0.0153 (13) | −0.0210 (11) |
C39B | 0.051 (3) | 0.0699 (15) | 0.0579 (12) | −0.0018 (16) | 0.0153 (13) | −0.0210 (11) |
C40 | 0.0775 (17) | 0.0637 (15) | 0.0602 (14) | −0.0287 (13) | 0.0271 (12) | −0.0318 (12) |
C41 | 0.0675 (14) | 0.0425 (11) | 0.0326 (9) | 0.0046 (10) | 0.0028 (9) | −0.0012 (8) |
C42 | 0.094 (2) | 0.0530 (14) | 0.0379 (11) | 0.0079 (12) | 0.0039 (12) | −0.0103 (9) |
C43 | 0.067 (3) | 0.0430 (18) | 0.050 (2) | 0.0125 (17) | 0.0045 (18) | −0.0118 (15) |
C44 | 0.053 (4) | 0.035 (3) | 0.049 (3) | 0.004 (2) | −0.013 (3) | −0.013 (2) |
C45 | 0.0623 (13) | 0.0312 (9) | 0.0384 (10) | 0.0047 (8) | −0.0038 (9) | −0.0036 (7) |
Geometric parameters (Å, º) top Er1—N3 | 2.2344 (15) | C26—C27 | 1.392 (3) |
Er1—N2 | 2.2524 (15) | C26—H26 | 0.9500 |
Er1—N1 | 2.2733 (15) | C27—C28 | 1.361 (4) |
Er1—O2 | 2.3353 (11) | C27—H27 | 0.9500 |
Er1—O1 | 2.3475 (12) | C28—C29 | 1.371 (5) |
O1—C40 | 1.458 (2) | C28—H28 | 0.9500 |
O1—C37 | 1.469 (2) | C29—C30 | 1.391 (4) |
O2—C41 | 1.455 (2) | C29—H29 | 0.9500 |
O2—C45 | 1.464 (2) | C30—H30 | 0.9500 |
N1—C7 | 1.396 (2) | C31—C36 | 1.397 (3) |
N1—C1 | 1.427 (2) | C31—C32 | 1.403 (3) |
N2—C13 | 1.397 (2) | C32—C33 | 1.380 (3) |
N2—C19 | 1.426 (2) | C32—H32 | 0.9500 |
N3—C25 | 1.409 (2) | C33—C34 | 1.374 (4) |
N3—C31 | 1.413 (2) | C33—H33 | 0.9500 |
C1—C2 | 1.391 (3) | C34—C35 | 1.373 (4) |
C1—C6 | 1.392 (2) | C34—H34 | 0.9500 |
C2—C3 | 1.392 (3) | C35—C36 | 1.392 (3) |
C2—H2 | 0.9500 | C35—H35 | 0.9500 |
C3—C4 | 1.375 (3) | C36—H36 | 0.9500 |
C3—H3 | 0.9500 | C37—C38B | 1.512 (4) |
C4—C5 | 1.378 (3) | C37—C38 | 1.520 (7) |
C4—H4 | 0.9500 | C37—H37A | 0.9900 |
C5—C6 | 1.387 (3) | C37—H37B | 0.9900 |
C5—H5 | 0.9500 | C37—H37C | 0.9900 |
C6—H6 | 0.9500 | C37—H37D | 0.9900 |
C7—C8 | 1.403 (3) | C38—C39 | 1.515 (8) |
C7—C12 | 1.410 (3) | C38—H38A | 0.9900 |
C8—C9 | 1.396 (3) | C38—H38B | 0.9900 |
C8—H8 | 0.9500 | C39—C40 | 1.458 (8) |
C9—C10 | 1.379 (4) | C39—H39A | 0.9900 |
C9—H9 | 0.9500 | C39—H39B | 0.9900 |
C10—C11 | 1.383 (3) | C38B—C39B | 1.479 (5) |
C10—H10 | 0.9500 | C38B—H38C | 0.9900 |
C11—C12 | 1.380 (3) | C38B—H38D | 0.9900 |
C11—H11 | 0.9500 | C39B—C40 | 1.525 (5) |
C12—H12 | 0.9500 | C39B—H39C | 0.9900 |
C13—C18 | 1.401 (3) | C39B—H39D | 0.9900 |
C13—C14 | 1.408 (3) | C40—H40A | 0.9900 |
C14—C15 | 1.389 (3) | C40—H40B | 0.9900 |
C14—H14 | 0.9500 | C40—H40C | 0.9900 |
C15—C16 | 1.370 (4) | C40—H40D | 0.9900 |
C15—H15 | 0.9500 | C41—C42 | 1.512 (3) |
C16—C17 | 1.375 (4) | C41—H41A | 0.9900 |
C16—H16 | 0.9500 | C41—H41B | 0.9900 |
C17—C18 | 1.401 (3) | C42—C44 | 1.421 (7) |
C17—H17 | 0.9500 | C42—C43 | 1.535 (5) |
C18—H18 | 0.9500 | C42—H42A | 0.9900 |
C19—C20 | 1.392 (3) | C42—H42B | 0.9900 |
C19—C24 | 1.402 (2) | C42—H42C | 0.9900 |
C20—C21 | 1.395 (3) | C42—H42D | 0.9900 |
C20—H20 | 0.9500 | C43—C45 | 1.468 (4) |
C21—C22 | 1.373 (3) | C43—H43A | 0.9900 |
C21—H21 | 0.9500 | C43—H43B | 0.9900 |
C22—C23 | 1.383 (3) | C44—C45 | 1.495 (6) |
C22—H22 | 0.9500 | C44—H44A | 0.9900 |
C23—C24 | 1.387 (3) | C44—H44B | 0.9900 |
C23—H23 | 0.9500 | C45—H45A | 0.9900 |
C24—H24 | 0.9500 | C45—H45B | 0.9900 |
C25—C30 | 1.391 (3) | C45—H45C | 0.9900 |
C25—C26 | 1.399 (3) | C45—H45D | 0.9900 |
| | | |
N3—Er1—N2 | 110.83 (6) | C29—C30—C25 | 120.5 (3) |
N3—Er1—N1 | 119.13 (5) | C29—C30—H30 | 119.8 |
N2—Er1—N1 | 130.04 (6) | C25—C30—H30 | 119.8 |
N3—Er1—O2 | 98.14 (5) | C36—C31—C32 | 117.94 (18) |
N2—Er1—O2 | 86.14 (5) | C36—C31—N3 | 120.30 (16) |
N1—Er1—O2 | 87.22 (5) | C32—C31—N3 | 121.59 (17) |
N3—Er1—O1 | 94.06 (5) | C33—C32—C31 | 120.5 (2) |
N2—Er1—O1 | 90.89 (5) | C33—C32—H32 | 119.8 |
N1—Er1—O1 | 85.59 (5) | C31—C32—H32 | 119.8 |
O2—Er1—O1 | 167.72 (4) | C34—C33—C32 | 121.1 (2) |
C40—O1—C37 | 107.88 (14) | C34—C33—H33 | 119.4 |
C40—O1—Er1 | 129.21 (12) | C32—C33—H33 | 119.4 |
C37—O1—Er1 | 122.85 (10) | C35—C34—C33 | 119.2 (2) |
C41—O2—C45 | 108.63 (13) | C35—C34—H34 | 120.4 |
C41—O2—Er1 | 128.32 (11) | C33—C34—H34 | 120.4 |
C45—O2—Er1 | 122.84 (10) | C34—C35—C36 | 120.9 (2) |
C7—N1—C1 | 114.95 (14) | C34—C35—H35 | 119.6 |
C7—N1—Er1 | 126.06 (11) | C36—C35—H35 | 119.6 |
C1—N1—Er1 | 118.82 (11) | C35—C36—C31 | 120.33 (19) |
C13—N2—C19 | 115.94 (15) | C35—C36—H36 | 119.8 |
C13—N2—Er1 | 129.66 (12) | C31—C36—H36 | 119.8 |
C19—N2—Er1 | 114.40 (11) | O1—C37—C38B | 105.9 (2) |
C25—N3—C31 | 117.24 (15) | O1—C37—C38 | 104.6 (3) |
C25—N3—Er1 | 124.53 (12) | O1—C37—H37A | 110.8 |
C31—N3—Er1 | 118.10 (11) | C38—C37—H37A | 110.8 |
C2—C1—C6 | 117.53 (17) | O1—C37—H37B | 110.8 |
C2—C1—N1 | 121.89 (16) | C38—C37—H37B | 110.8 |
C6—C1—N1 | 120.57 (16) | H37A—C37—H37B | 108.9 |
C1—C2—C3 | 121.08 (19) | O1—C37—H37C | 110.6 |
C1—C2—H2 | 119.5 | C38B—C37—H37C | 110.6 |
C3—C2—H2 | 119.5 | O1—C37—H37D | 110.6 |
C4—C3—C2 | 120.58 (19) | C38B—C37—H37D | 110.6 |
C4—C3—H3 | 119.7 | H37C—C37—H37D | 108.7 |
C2—C3—H3 | 119.7 | C39—C38—C37 | 107.4 (5) |
C3—C4—C5 | 119.03 (19) | C39—C38—H38A | 110.2 |
C3—C4—H4 | 120.5 | C37—C38—H38A | 110.2 |
C5—C4—H4 | 120.5 | C39—C38—H38B | 110.2 |
C4—C5—C6 | 120.66 (19) | C37—C38—H38B | 110.2 |
C4—C5—H5 | 119.7 | H38A—C38—H38B | 108.5 |
C6—C5—H5 | 119.7 | C40—C39—C38 | 103.3 (6) |
C5—C6—C1 | 121.10 (18) | C40—C39—H39A | 111.1 |
C5—C6—H6 | 119.5 | C38—C39—H39A | 111.1 |
C1—C6—H6 | 119.5 | C40—C39—H39B | 111.1 |
N1—C7—C8 | 123.27 (17) | C38—C39—H39B | 111.1 |
N1—C7—C12 | 119.81 (16) | H39A—C39—H39B | 109.1 |
C8—C7—C12 | 116.86 (17) | C39B—C38B—C37 | 102.4 (3) |
C9—C8—C7 | 120.9 (2) | C39B—C38B—H38C | 111.3 |
C9—C8—H8 | 119.5 | C37—C38B—H38C | 111.3 |
C7—C8—H8 | 119.5 | C39B—C38B—H38D | 111.3 |
C10—C9—C8 | 121.0 (2) | C37—C38B—H38D | 111.3 |
C10—C9—H9 | 119.5 | H38C—C38B—H38D | 109.2 |
C8—C9—H9 | 119.5 | C38B—C39B—C40 | 102.4 (4) |
C9—C10—C11 | 118.8 (2) | C38B—C39B—H39C | 111.3 |
C9—C10—H10 | 120.6 | C40—C39B—H39C | 111.3 |
C11—C10—H10 | 120.6 | C38B—C39B—H39D | 111.3 |
C12—C11—C10 | 121.0 (2) | C40—C39B—H39D | 111.3 |
C12—C11—H11 | 119.5 | H39C—C39B—H39D | 109.2 |
C10—C11—H11 | 119.5 | C39—C40—O1 | 107.0 (5) |
C11—C12—C7 | 121.4 (2) | O1—C40—C39B | 104.5 (3) |
C11—C12—H12 | 119.3 | C39—C40—H40A | 110.3 |
C7—C12—H12 | 119.3 | O1—C40—H40A | 110.3 |
N2—C13—C18 | 119.85 (19) | C39—C40—H40B | 110.3 |
N2—C13—C14 | 122.87 (19) | O1—C40—H40B | 110.3 |
C18—C13—C14 | 117.25 (19) | H40A—C40—H40B | 108.6 |
C15—C14—C13 | 121.0 (2) | O1—C40—H40C | 110.9 |
C15—C14—H14 | 119.5 | C39B—C40—H40C | 110.9 |
C13—C14—H14 | 119.5 | O1—C40—H40D | 110.9 |
C16—C15—C14 | 120.9 (3) | C39B—C40—H40D | 110.9 |
C16—C15—H15 | 119.5 | H40C—C40—H40D | 108.9 |
C14—C15—H15 | 119.5 | O2—C41—C42 | 105.57 (16) |
C15—C16—C17 | 119.3 (2) | O2—C41—H41A | 110.6 |
C15—C16—H16 | 120.4 | C42—C41—H41A | 110.6 |
C17—C16—H16 | 120.4 | O2—C41—H41B | 110.6 |
C16—C17—C18 | 121.0 (3) | C42—C41—H41B | 110.6 |
C16—C17—H17 | 119.5 | H41A—C41—H41B | 108.8 |
C18—C17—H17 | 119.5 | C44—C42—C41 | 105.0 (3) |
C13—C18—C17 | 120.5 (2) | C41—C42—C43 | 104.49 (19) |
C13—C18—H18 | 119.8 | C41—C42—H42A | 110.9 |
C17—C18—H18 | 119.8 | C43—C42—H42A | 110.9 |
C20—C19—C24 | 117.75 (17) | C41—C42—H42B | 110.9 |
C20—C19—N2 | 121.36 (16) | C43—C42—H42B | 110.9 |
C24—C19—N2 | 120.76 (17) | H42A—C42—H42B | 108.9 |
C19—C20—C21 | 120.95 (17) | C44—C42—H42C | 110.7 |
C19—C20—H20 | 119.5 | C41—C42—H42C | 110.7 |
C21—C20—H20 | 119.5 | C44—C42—H42D | 110.7 |
C22—C21—C20 | 120.3 (2) | C41—C42—H42D | 110.7 |
C22—C21—H21 | 119.9 | H42C—C42—H42D | 108.8 |
C20—C21—H21 | 119.9 | C45—C43—C42 | 102.0 (3) |
C21—C22—C23 | 119.8 (2) | C45—C43—H43A | 111.4 |
C21—C22—H22 | 120.1 | C42—C43—H43A | 111.4 |
C23—C22—H22 | 120.1 | C45—C43—H43B | 111.4 |
C22—C23—C24 | 120.18 (19) | C42—C43—H43B | 111.4 |
C22—C23—H23 | 119.9 | H43A—C43—H43B | 109.2 |
C24—C23—H23 | 119.9 | C42—C44—C45 | 106.3 (4) |
C23—C24—C19 | 120.98 (19) | C42—C44—H44A | 110.5 |
C23—C24—H24 | 119.5 | C45—C44—H44A | 110.5 |
C19—C24—H24 | 119.5 | C42—C44—H44B | 110.5 |
C30—C25—C26 | 117.1 (2) | C45—C44—H44B | 110.5 |
C30—C25—N3 | 122.6 (2) | H44A—C44—H44B | 108.7 |
C26—C25—N3 | 120.13 (19) | O2—C45—C43 | 105.2 (2) |
C27—C26—C25 | 121.0 (2) | O2—C45—C44 | 104.5 (3) |
C27—C26—H26 | 119.5 | O2—C45—H45A | 110.7 |
C25—C26—H26 | 119.5 | C43—C45—H45A | 110.7 |
C28—C27—C26 | 121.2 (3) | O2—C45—H45B | 110.7 |
C28—C27—H27 | 119.4 | C43—C45—H45B | 110.7 |
C26—C27—H27 | 119.4 | H45A—C45—H45B | 108.8 |
C27—C28—C29 | 118.4 (3) | O2—C45—H45C | 110.8 |
C27—C28—H28 | 120.8 | C44—C45—H45C | 110.8 |
C29—C28—H28 | 120.8 | O2—C45—H45D | 110.8 |
C28—C29—C30 | 121.8 (3) | C44—C45—H45D | 110.8 |
C28—C29—H29 | 119.1 | H45C—C45—H45D | 108.9 |
C30—C29—H29 | 119.1 | | |
| | | |
C7—N1—C1—C2 | −103.9 (2) | Er1—N3—C25—C30 | −146.15 (19) |
Er1—N1—C1—C2 | 71.7 (2) | C31—N3—C25—C26 | −146.81 (18) |
C7—N1—C1—C6 | 77.5 (2) | Er1—N3—C25—C26 | 28.9 (2) |
Er1—N1—C1—C6 | −106.84 (17) | C30—C25—C26—C27 | 2.0 (3) |
C6—C1—C2—C3 | 1.2 (3) | N3—C25—C26—C27 | −173.3 (2) |
N1—C1—C2—C3 | −177.48 (19) | C25—C26—C27—C28 | −1.0 (4) |
C1—C2—C3—C4 | −0.1 (4) | C26—C27—C28—C29 | −0.5 (5) |
C2—C3—C4—C5 | −0.8 (4) | C27—C28—C29—C30 | 0.9 (5) |
C3—C4—C5—C6 | 0.6 (3) | C28—C29—C30—C25 | 0.2 (5) |
C4—C5—C6—C1 | 0.5 (3) | C26—C25—C30—C29 | −1.6 (4) |
C2—C1—C6—C5 | −1.3 (3) | N3—C25—C30—C29 | 173.6 (2) |
N1—C1—C6—C5 | 177.33 (18) | C25—N3—C31—C36 | −140.86 (18) |
C1—N1—C7—C8 | 18.8 (2) | Er1—N3—C31—C36 | 43.1 (2) |
Er1—N1—C7—C8 | −156.41 (14) | C25—N3—C31—C32 | 44.0 (3) |
C1—N1—C7—C12 | −164.08 (16) | Er1—N3—C31—C32 | −131.98 (16) |
Er1—N1—C7—C12 | 20.7 (2) | C36—C31—C32—C33 | −0.6 (3) |
N1—C7—C8—C9 | 175.84 (18) | N3—C31—C32—C33 | 174.59 (19) |
C12—C7—C8—C9 | −1.3 (3) | C31—C32—C33—C34 | −0.7 (3) |
C7—C8—C9—C10 | 0.6 (3) | C32—C33—C34—C35 | 1.1 (4) |
C8—C9—C10—C11 | 0.3 (3) | C33—C34—C35—C36 | −0.1 (4) |
C9—C10—C11—C12 | −0.2 (3) | C34—C35—C36—C31 | −1.2 (3) |
C10—C11—C12—C7 | −0.6 (3) | C32—C31—C36—C35 | 1.6 (3) |
N1—C7—C12—C11 | −175.93 (17) | N3—C31—C36—C35 | −173.69 (18) |
C8—C7—C12—C11 | 1.3 (3) | C40—O1—C37—C38B | 8.2 (4) |
C19—N2—C13—C18 | −165.92 (17) | Er1—O1—C37—C38B | −169.3 (4) |
Er1—N2—C13—C18 | 13.5 (3) | C40—O1—C37—C38 | −15.1 (6) |
C19—N2—C13—C14 | 16.3 (3) | Er1—O1—C37—C38 | 167.4 (5) |
Er1—N2—C13—C14 | −164.33 (14) | O1—C37—C38—C39 | −4.4 (9) |
N2—C13—C14—C15 | 176.38 (18) | C37—C38—C39—C40 | 21.8 (10) |
C18—C13—C14—C15 | −1.5 (3) | O1—C37—C38B—C39B | −30.9 (5) |
C13—C14—C15—C16 | −0.1 (3) | C37—C38B—C39B—C40 | 40.7 (5) |
C14—C15—C16—C17 | 1.4 (4) | C38—C39—C40—O1 | −31.4 (8) |
C15—C16—C17—C18 | −1.1 (4) | C37—O1—C40—C39 | 30.0 (5) |
N2—C13—C18—C17 | −176.2 (2) | Er1—O1—C40—C39 | −152.7 (5) |
C14—C13—C18—C17 | 1.8 (3) | C37—O1—C40—C39B | 17.1 (4) |
C16—C17—C18—C13 | −0.5 (4) | Er1—O1—C40—C39B | −165.6 (3) |
C13—N2—C19—C20 | −106.2 (2) | C38B—C39B—C40—O1 | −36.4 (5) |
Er1—N2—C19—C20 | 74.27 (19) | C45—O2—C41—C42 | −5.6 (2) |
C13—N2—C19—C24 | 77.9 (2) | Er1—O2—C41—C42 | 179.56 (14) |
Er1—N2—C19—C24 | −101.57 (17) | O2—C41—C42—C44 | 23.5 (4) |
C24—C19—C20—C21 | 2.1 (3) | O2—C41—C42—C43 | −17.4 (3) |
N2—C19—C20—C21 | −173.83 (18) | C41—C42—C43—C45 | 33.5 (3) |
C19—C20—C21—C22 | −1.2 (3) | C41—C42—C44—C45 | −32.0 (5) |
C20—C21—C22—C23 | −0.8 (3) | C41—O2—C45—C43 | 27.7 (3) |
C21—C22—C23—C24 | 1.7 (4) | Er1—O2—C45—C43 | −157.2 (2) |
C22—C23—C24—C19 | −0.7 (3) | C41—O2—C45—C44 | −13.3 (4) |
C20—C19—C24—C23 | −1.2 (3) | Er1—O2—C45—C44 | 161.9 (3) |
N2—C19—C24—C23 | 174.82 (18) | C42—C43—C45—O2 | −37.2 (3) |
C31—N3—C25—C30 | 38.1 (3) | C42—C44—C45—O2 | 28.5 (5) |
Bis[µ-1
κN:2(
η6)-diphenylamido]bis[bis(diphenylamido-
κN)yttrium(III)] (2-Y)
top Crystal data top [Y2(C12H10N)6] | F(000) = 1224 |
Mr = 1187.08 | Dx = 1.398 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 9.2776 (5) Å | Cell parameters from 8538 reflections |
b = 22.5591 (13) Å | θ = 2.2–28.5° |
c = 13.4791 (8) Å | µ = 2.10 mm−1 |
β = 91.4966 (9)° | T = 88 K |
V = 2820.1 (3) Å3 | Irregular, colorless |
Z = 2 | 0.28 × 0.24 × 0.15 mm |
Data collection top Bruker SMART APEXII CCD diffractometer | 5604 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.037 |
φ and ω scans | θmax = 29.0°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Krause et al., 2015) | h = −12→11 |
Tmin = 0.622, Tmax = 0.746 | k = −29→29 |
22940 measured reflections | l = −18→18 |
6851 independent reflections | |
Refinement top Refinement on F2 | Primary atom site location: isomorphous structure methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.070 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0256P)2 + 1.5469P] where P = (Fo2 + 2Fc2)/3 |
6851 reflections | (Δ/σ)max = 0.005 |
361 parameters | Δρmax = 0.39 e Å−3 |
0 restraints | Δρmin = −0.35 e Å−3 |
Special details top Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. A colorless crystal of approximate dimensions 0.146 x 0.239 x 0.284 mm was mounted in a cryoloop and transferred to a Bruker SMART APEX II diffractometer. The APEX2 program package was used to determine the unit-cell parameters and for data collection (30 sec/frame scan time for a hemisphere of diffraction data). The raw frame data was processed using SAINT and SADABS to yield the reflection data file. Subsequent calculations were carried out using the SHELXTL4 program. The diffraction symmetry was 2/m and the systematic absences were consistent with the monoclinic space group P21/c that was later determined to be correct. The structure was solved using the coordinates of the dysprosium analogue and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. The molecule was located about an inversion center. Least-squares analysis yielded wR2 = 0.0697 and Goof = 1.030 for 361 variables refined against 6851 data (0.73 Å), R1 = 0.0315 for those 5604 data with I > 2.0sigma(I). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Y1 | 0.54944 (2) | 0.53325 (2) | 0.68672 (2) | 0.01043 (5) | |
N1 | 0.31265 (16) | 0.46134 (6) | 0.45267 (11) | 0.0129 (3) | |
N2 | 0.64877 (16) | 0.59961 (6) | 0.79024 (11) | 0.0132 (3) | |
N3 | 0.62857 (16) | 0.44684 (6) | 0.74806 (11) | 0.0123 (3) | |
C1 | 0.30672 (19) | 0.49921 (8) | 0.53141 (13) | 0.0120 (4) | |
C2 | 0.3512 (2) | 0.55933 (8) | 0.51771 (13) | 0.0129 (4) | |
H2A | 0.3950 | 0.5701 | 0.4574 | 0.016* | |
C3 | 0.3323 (2) | 0.60236 (8) | 0.58964 (14) | 0.0153 (4) | |
H3A | 0.3573 | 0.6423 | 0.5760 | 0.018* | |
C4 | 0.2766 (2) | 0.58774 (8) | 0.68228 (14) | 0.0165 (4) | |
H4A | 0.2649 | 0.6171 | 0.7320 | 0.020* | |
C5 | 0.23913 (19) | 0.52870 (8) | 0.69904 (14) | 0.0156 (4) | |
H5A | 0.2004 | 0.5180 | 0.7611 | 0.019* | |
C6 | 0.2570 (2) | 0.48498 (8) | 0.62716 (13) | 0.0139 (4) | |
H6A | 0.2356 | 0.4449 | 0.6427 | 0.017* | |
C7 | 0.2581 (2) | 0.40201 (8) | 0.46423 (13) | 0.0130 (4) | |
C8 | 0.3273 (2) | 0.35982 (8) | 0.52516 (14) | 0.0152 (4) | |
H8A | 0.4088 | 0.3710 | 0.5650 | 0.018* | |
C9 | 0.2776 (2) | 0.30176 (8) | 0.52768 (15) | 0.0185 (4) | |
H9A | 0.3250 | 0.2735 | 0.5694 | 0.022* | |
C10 | 0.1594 (2) | 0.28487 (8) | 0.46973 (15) | 0.0208 (4) | |
H10A | 0.1266 | 0.2450 | 0.4708 | 0.025* | |
C11 | 0.0890 (2) | 0.32637 (9) | 0.41005 (15) | 0.0209 (4) | |
H11A | 0.0073 | 0.3149 | 0.3706 | 0.025* | |
C12 | 0.1375 (2) | 0.38481 (8) | 0.40774 (14) | 0.0160 (4) | |
H12A | 0.0879 | 0.4131 | 0.3673 | 0.019* | |
C13 | 0.5619 (2) | 0.65051 (8) | 0.80710 (14) | 0.0130 (4) | |
C14 | 0.5344 (2) | 0.69157 (8) | 0.73156 (14) | 0.0154 (4) | |
H14A | 0.5840 | 0.6885 | 0.6710 | 0.019* | |
C15 | 0.4350 (2) | 0.73698 (8) | 0.74429 (15) | 0.0188 (4) | |
H15A | 0.4140 | 0.7635 | 0.6911 | 0.023* | |
C16 | 0.3665 (2) | 0.74394 (8) | 0.83363 (15) | 0.0197 (4) | |
H16A | 0.2990 | 0.7751 | 0.8421 | 0.024* | |
C17 | 0.3979 (2) | 0.70446 (8) | 0.91100 (15) | 0.0179 (4) | |
H17A | 0.3532 | 0.7093 | 0.9731 | 0.021* | |
C18 | 0.4940 (2) | 0.65819 (8) | 0.89794 (14) | 0.0154 (4) | |
H18A | 0.5140 | 0.6315 | 0.9510 | 0.019* | |
C19 | 0.7884 (2) | 0.60107 (8) | 0.83245 (13) | 0.0130 (4) | |
C20 | 0.8629 (2) | 0.54780 (8) | 0.85134 (13) | 0.0141 (4) | |
H20A | 0.8173 | 0.5111 | 0.8358 | 0.017* | |
C21 | 1.0012 (2) | 0.54779 (9) | 0.89210 (14) | 0.0170 (4) | |
H21A | 1.0484 | 0.5112 | 0.9055 | 0.020* | |
C22 | 1.0721 (2) | 0.60080 (9) | 0.91365 (14) | 0.0189 (4) | |
H22A | 1.1672 | 0.6007 | 0.9415 | 0.023* | |
C23 | 1.0012 (2) | 0.65389 (9) | 0.89366 (14) | 0.0190 (4) | |
H23A | 1.0492 | 0.6904 | 0.9069 | 0.023* | |
C24 | 0.8614 (2) | 0.65436 (8) | 0.85456 (13) | 0.0155 (4) | |
H24A | 0.8143 | 0.6912 | 0.8425 | 0.019* | |
C25 | 0.7441 (2) | 0.40688 (8) | 0.74930 (13) | 0.0124 (4) | |
C26 | 0.8493 (2) | 0.40999 (8) | 0.67643 (14) | 0.0152 (4) | |
H26A | 0.8444 | 0.4409 | 0.6285 | 0.018* | |
C27 | 0.9602 (2) | 0.36881 (9) | 0.67311 (15) | 0.0190 (4) | |
H27A | 1.0283 | 0.3712 | 0.6218 | 0.023* | |
C28 | 0.9729 (2) | 0.32415 (8) | 0.74394 (16) | 0.0202 (4) | |
H28A | 1.0460 | 0.2948 | 0.7396 | 0.024* | |
C29 | 0.8770 (2) | 0.32330 (8) | 0.82083 (15) | 0.0192 (4) | |
H29A | 0.8884 | 0.2947 | 0.8722 | 0.023* | |
C30 | 0.7640 (2) | 0.36378 (8) | 0.82387 (14) | 0.0149 (4) | |
H30A | 0.6993 | 0.3623 | 0.8772 | 0.018* | |
C31 | 0.5091 (2) | 0.43248 (8) | 0.80708 (13) | 0.0121 (4) | |
C32 | 0.4588 (2) | 0.47383 (8) | 0.87565 (13) | 0.0140 (4) | |
H32A | 0.5116 | 0.5093 | 0.8880 | 0.017* | |
C33 | 0.3312 (2) | 0.46328 (9) | 0.92599 (13) | 0.0169 (4) | |
H33A | 0.2969 | 0.4921 | 0.9710 | 0.020* | |
C34 | 0.2549 (2) | 0.41164 (9) | 0.91104 (14) | 0.0186 (4) | |
H34A | 0.1683 | 0.4048 | 0.9452 | 0.022* | |
C35 | 0.3065 (2) | 0.36940 (9) | 0.84486 (14) | 0.0185 (4) | |
H35A | 0.2560 | 0.3331 | 0.8356 | 0.022* | |
C36 | 0.4298 (2) | 0.37982 (8) | 0.79293 (13) | 0.0144 (4) | |
H36A | 0.4617 | 0.3511 | 0.7469 | 0.017* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Y1 | 0.01069 (9) | 0.00997 (8) | 0.01062 (9) | 0.00022 (7) | 0.00014 (6) | −0.00005 (7) |
N1 | 0.0126 (8) | 0.0122 (7) | 0.0139 (7) | −0.0011 (6) | 0.0014 (6) | 0.0014 (6) |
N2 | 0.0136 (8) | 0.0108 (7) | 0.0150 (8) | 0.0010 (6) | −0.0008 (6) | −0.0003 (6) |
N3 | 0.0114 (8) | 0.0124 (7) | 0.0131 (8) | 0.0013 (6) | 0.0025 (6) | 0.0009 (6) |
C1 | 0.0085 (9) | 0.0150 (9) | 0.0125 (9) | 0.0019 (7) | −0.0012 (7) | 0.0005 (7) |
C2 | 0.0117 (9) | 0.0148 (9) | 0.0124 (9) | 0.0011 (7) | 0.0013 (7) | 0.0017 (7) |
C3 | 0.0133 (10) | 0.0145 (9) | 0.0179 (9) | 0.0018 (7) | −0.0030 (8) | 0.0004 (7) |
C4 | 0.0129 (10) | 0.0202 (9) | 0.0161 (9) | 0.0056 (8) | −0.0025 (8) | −0.0057 (7) |
C5 | 0.0090 (9) | 0.0245 (10) | 0.0134 (9) | 0.0024 (8) | 0.0007 (7) | −0.0001 (8) |
C6 | 0.0115 (9) | 0.0164 (9) | 0.0137 (9) | 0.0002 (7) | 0.0012 (7) | 0.0019 (7) |
C7 | 0.0151 (10) | 0.0121 (8) | 0.0119 (9) | −0.0012 (7) | 0.0049 (7) | −0.0002 (7) |
C8 | 0.0129 (10) | 0.0167 (9) | 0.0162 (9) | −0.0008 (7) | 0.0029 (8) | 0.0010 (7) |
C9 | 0.0199 (11) | 0.0150 (9) | 0.0210 (10) | 0.0020 (8) | 0.0063 (8) | 0.0038 (8) |
C10 | 0.0270 (12) | 0.0134 (9) | 0.0226 (10) | −0.0053 (8) | 0.0081 (9) | −0.0012 (8) |
C11 | 0.0210 (11) | 0.0238 (10) | 0.0180 (10) | −0.0094 (8) | 0.0008 (8) | −0.0025 (8) |
C12 | 0.0163 (10) | 0.0185 (9) | 0.0133 (9) | −0.0003 (8) | 0.0017 (8) | 0.0021 (7) |
C13 | 0.0107 (9) | 0.0112 (8) | 0.0168 (9) | −0.0024 (7) | −0.0030 (7) | −0.0017 (7) |
C14 | 0.0176 (10) | 0.0127 (9) | 0.0159 (9) | −0.0027 (7) | −0.0004 (8) | −0.0004 (7) |
C15 | 0.0206 (11) | 0.0127 (9) | 0.0229 (10) | 0.0003 (8) | −0.0033 (8) | 0.0039 (8) |
C16 | 0.0149 (10) | 0.0140 (9) | 0.0299 (11) | 0.0040 (8) | −0.0023 (8) | −0.0010 (8) |
C17 | 0.0174 (10) | 0.0187 (9) | 0.0177 (10) | 0.0006 (8) | 0.0022 (8) | −0.0034 (8) |
C18 | 0.0159 (10) | 0.0149 (9) | 0.0154 (9) | −0.0006 (7) | −0.0015 (8) | 0.0012 (7) |
C19 | 0.0141 (10) | 0.0167 (9) | 0.0082 (8) | −0.0003 (7) | 0.0021 (7) | −0.0010 (7) |
C20 | 0.0167 (10) | 0.0143 (9) | 0.0115 (9) | 0.0006 (7) | 0.0028 (7) | −0.0015 (7) |
C21 | 0.0160 (10) | 0.0204 (9) | 0.0148 (9) | 0.0039 (8) | 0.0033 (8) | −0.0007 (7) |
C22 | 0.0123 (10) | 0.0275 (10) | 0.0171 (9) | 0.0009 (8) | 0.0022 (8) | −0.0039 (8) |
C23 | 0.0162 (10) | 0.0206 (10) | 0.0205 (10) | −0.0035 (8) | 0.0024 (8) | −0.0063 (8) |
C24 | 0.0181 (10) | 0.0135 (9) | 0.0150 (9) | −0.0003 (8) | 0.0034 (8) | −0.0015 (7) |
C25 | 0.0115 (9) | 0.0109 (8) | 0.0146 (9) | −0.0009 (7) | −0.0017 (7) | −0.0033 (7) |
C26 | 0.0137 (10) | 0.0166 (9) | 0.0153 (9) | −0.0018 (7) | −0.0002 (7) | −0.0007 (7) |
C27 | 0.0110 (10) | 0.0240 (10) | 0.0222 (10) | −0.0012 (8) | 0.0022 (8) | −0.0078 (8) |
C28 | 0.0120 (10) | 0.0165 (9) | 0.0317 (11) | 0.0033 (8) | −0.0055 (8) | −0.0055 (8) |
C29 | 0.0176 (11) | 0.0153 (9) | 0.0242 (11) | −0.0011 (8) | −0.0067 (8) | 0.0019 (8) |
C30 | 0.0150 (10) | 0.0150 (9) | 0.0148 (9) | −0.0010 (7) | −0.0007 (7) | −0.0015 (7) |
C31 | 0.0110 (9) | 0.0143 (9) | 0.0108 (8) | 0.0020 (7) | −0.0019 (7) | 0.0038 (7) |
C32 | 0.0148 (9) | 0.0150 (9) | 0.0121 (9) | 0.0005 (7) | −0.0008 (7) | −0.0001 (7) |
C33 | 0.0158 (10) | 0.0225 (9) | 0.0123 (9) | 0.0060 (8) | 0.0002 (7) | 0.0014 (8) |
C34 | 0.0112 (10) | 0.0285 (11) | 0.0161 (9) | −0.0002 (8) | 0.0009 (8) | 0.0079 (8) |
C35 | 0.0168 (10) | 0.0208 (9) | 0.0175 (10) | −0.0053 (8) | −0.0041 (8) | 0.0046 (8) |
C36 | 0.0152 (10) | 0.0149 (9) | 0.0132 (9) | 0.0004 (7) | −0.0005 (7) | 0.0001 (7) |
Geometric parameters (Å, º) top Y1—Cnt | 2.584 | C14—C15 | 1.392 (3) |
Y1—N2 | 2.2294 (15) | C14—H14A | 0.9500 |
Y1—N3 | 2.2340 (15) | C15—C16 | 1.386 (3) |
Y1—N1i | 2.3039 (15) | C15—H15A | 0.9500 |
Y1—C4 | 2.8129 (19) | C16—C17 | 1.396 (3) |
Y1—C31 | 2.8235 (17) | C16—H16A | 0.9500 |
Y1—C3 | 2.8400 (18) | C17—C18 | 1.387 (3) |
Y1—C5 | 2.8898 (18) | C17—H17A | 0.9500 |
Y1—C2 | 2.9498 (18) | C18—H18A | 0.9500 |
Y1—C6 | 3.0125 (19) | C19—C20 | 1.406 (2) |
Y1—C32 | 3.0169 (18) | C19—C24 | 1.408 (2) |
Y1—C1 | 3.1300 (18) | C20—C21 | 1.383 (3) |
N1—C1 | 1.365 (2) | C20—H20A | 0.9500 |
N1—C7 | 1.441 (2) | C21—C22 | 1.392 (3) |
N1—Y1i | 2.3039 (15) | C21—H21A | 0.9500 |
N2—C19 | 1.401 (2) | C22—C23 | 1.389 (3) |
N2—C13 | 1.425 (2) | C22—H22A | 0.9500 |
N3—C25 | 1.400 (2) | C23—C24 | 1.387 (3) |
N3—C31 | 1.419 (2) | C23—H23A | 0.9500 |
C1—C6 | 1.419 (3) | C24—H24A | 0.9500 |
C1—C2 | 1.431 (2) | C25—C26 | 1.404 (3) |
C2—C3 | 1.386 (3) | C25—C30 | 1.407 (3) |
C2—H2A | 0.9500 | C26—C27 | 1.388 (3) |
C3—C4 | 1.403 (3) | C26—H26A | 0.9500 |
C3—H3A | 0.9500 | C27—C28 | 1.391 (3) |
C4—C5 | 1.396 (3) | C27—H27A | 0.9500 |
C4—H4A | 0.9500 | C28—C29 | 1.384 (3) |
C5—C6 | 1.396 (3) | C28—H28A | 0.9500 |
C5—H5A | 0.9500 | C29—C30 | 1.391 (3) |
C6—H6A | 0.9500 | C29—H29A | 0.9500 |
C7—C12 | 1.392 (3) | C30—H30A | 0.9500 |
C7—C8 | 1.402 (2) | C31—C32 | 1.402 (3) |
C8—C9 | 1.389 (3) | C31—C36 | 1.408 (2) |
C8—H8A | 0.9500 | C32—C33 | 1.400 (3) |
C9—C10 | 1.383 (3) | C32—H32A | 0.9500 |
C9—H9A | 0.9500 | C33—C34 | 1.375 (3) |
C10—C11 | 1.387 (3) | C33—H33A | 0.9500 |
C10—H10A | 0.9500 | C34—C35 | 1.398 (3) |
C11—C12 | 1.394 (3) | C34—H34A | 0.9500 |
C11—H11A | 0.9500 | C35—C36 | 1.376 (3) |
C12—H12A | 0.9500 | C35—H35A | 0.9500 |
C13—C14 | 1.395 (2) | C36—H36A | 0.9500 |
C13—C18 | 1.402 (3) | | |
| | | |
Cnt—Y1—N1i | 100.5 | C5—C6—H6A | 119.4 |
Cnt—Y1—N2 | 123.8 | C1—C6—H6A | 119.4 |
Cnt—Y1—N3 | 121.4 | Y1—C6—H6A | 118.6 |
N2—Y1—N3 | 103.17 (5) | C12—C7—C8 | 118.71 (17) |
N2—Y1—N1i | 104.21 (5) | C12—C7—N1 | 118.64 (16) |
N3—Y1—N1i | 99.43 (5) | C8—C7—N1 | 122.51 (16) |
N2—Y1—C4 | 94.41 (5) | C9—C8—C7 | 120.47 (18) |
N3—Y1—C4 | 132.53 (6) | C9—C8—H8A | 119.8 |
N1i—Y1—C4 | 118.56 (5) | C7—C8—H8A | 119.8 |
N2—Y1—C31 | 103.88 (5) | C10—C9—C8 | 120.32 (18) |
N3—Y1—C31 | 29.77 (5) | C10—C9—H9A | 119.8 |
N1i—Y1—C31 | 126.59 (5) | C8—C9—H9A | 119.8 |
C4—Y1—C31 | 103.38 (6) | C9—C10—C11 | 119.74 (18) |
N2—Y1—C3 | 101.33 (5) | C9—C10—H10A | 120.1 |
N3—Y1—C3 | 150.68 (6) | C11—C10—H10A | 120.1 |
N1i—Y1—C3 | 89.86 (5) | C10—C11—C12 | 120.26 (19) |
C4—Y1—C3 | 28.73 (5) | C10—C11—H11A | 119.9 |
C31—Y1—C3 | 127.13 (5) | C12—C11—H11A | 119.9 |
N2—Y1—C5 | 112.58 (6) | C7—C12—C11 | 120.47 (18) |
N3—Y1—C5 | 105.43 (6) | C7—C12—H12A | 119.8 |
N1i—Y1—C5 | 128.61 (5) | C11—C12—H12A | 119.8 |
C4—Y1—C5 | 28.31 (5) | C14—C13—C18 | 118.54 (17) |
C31—Y1—C5 | 77.94 (5) | C14—C13—N2 | 120.80 (17) |
C3—Y1—C5 | 49.47 (5) | C18—C13—N2 | 120.51 (16) |
N2—Y1—C2 | 126.06 (5) | C15—C14—C13 | 120.50 (18) |
N3—Y1—C2 | 130.70 (5) | C15—C14—H14A | 119.7 |
N1i—Y1—C2 | 73.02 (5) | C13—C14—H14A | 119.7 |
C4—Y1—C2 | 49.74 (5) | C16—C15—C14 | 120.75 (18) |
C31—Y1—C2 | 121.00 (5) | C16—C15—H15A | 119.6 |
C3—Y1—C2 | 27.62 (5) | C14—C15—H15A | 119.6 |
C5—Y1—C2 | 56.59 (5) | C15—C16—C17 | 119.01 (18) |
N2—Y1—C6 | 139.83 (5) | C15—C16—H16A | 120.5 |
N3—Y1—C6 | 93.91 (5) | C17—C16—H16A | 120.5 |
N1i—Y1—C6 | 108.49 (5) | C18—C17—C16 | 120.52 (18) |
C4—Y1—C6 | 49.37 (5) | C18—C17—H17A | 119.7 |
C31—Y1—C6 | 74.34 (5) | C16—C17—H17A | 119.7 |
C3—Y1—C6 | 56.81 (5) | C17—C18—C13 | 120.57 (17) |
C5—Y1—C6 | 27.25 (5) | C17—C18—H18A | 119.7 |
C2—Y1—C6 | 47.72 (5) | C13—C18—H18A | 119.7 |
N2—Y1—C32 | 83.68 (5) | N2—C19—C20 | 119.88 (16) |
N3—Y1—C32 | 52.85 (5) | N2—C19—C24 | 122.71 (16) |
N1i—Y1—C32 | 152.25 (5) | C20—C19—C24 | 117.37 (17) |
C4—Y1—C32 | 86.65 (5) | C21—C20—C19 | 121.25 (17) |
C31—Y1—C32 | 27.52 (5) | C21—C20—H20A | 119.4 |
C3—Y1—C32 | 115.01 (5) | C19—C20—H20A | 119.4 |
C5—Y1—C32 | 68.62 (5) | C20—C21—C22 | 120.75 (18) |
C2—Y1—C32 | 123.95 (5) | C20—C21—H21A | 119.6 |
C6—Y1—C32 | 78.19 (5) | C22—C21—H21A | 119.6 |
N2—Y1—C1 | 149.52 (5) | C23—C22—C21 | 118.79 (18) |
N3—Y1—C1 | 104.90 (5) | C23—C22—H22A | 120.6 |
N1i—Y1—C1 | 82.69 (5) | C21—C22—H22A | 120.6 |
C4—Y1—C1 | 57.44 (5) | C24—C23—C22 | 120.89 (18) |
C31—Y1—C1 | 94.75 (5) | C24—C23—H23A | 119.6 |
C3—Y1—C1 | 48.48 (5) | C22—C23—H23A | 119.6 |
C5—Y1—C1 | 47.88 (5) | C23—C24—C19 | 120.91 (17) |
C2—Y1—C1 | 27.02 (5) | C23—C24—H24A | 119.5 |
C6—Y1—C1 | 26.62 (5) | C19—C24—H24A | 119.5 |
C32—Y1—C1 | 104.12 (5) | N3—C25—C26 | 120.34 (16) |
C1—N1—C7 | 118.43 (15) | N3—C25—C30 | 122.66 (17) |
C1—N1—Y1i | 129.47 (12) | C26—C25—C30 | 116.97 (17) |
C7—N1—Y1i | 109.96 (11) | C27—C26—C25 | 121.22 (18) |
C19—N2—C13 | 115.92 (14) | C27—C26—H26A | 119.4 |
C19—N2—Y1 | 129.23 (12) | C25—C26—H26A | 119.4 |
C13—N2—Y1 | 114.50 (11) | C26—C27—C28 | 120.82 (19) |
C25—N3—C31 | 117.09 (15) | C26—C27—H27A | 119.6 |
C25—N3—Y1 | 144.12 (12) | C28—C27—H27A | 119.6 |
C31—N3—Y1 | 98.78 (10) | C29—C28—C27 | 118.65 (18) |
N1—C1—C6 | 125.92 (16) | C29—C28—H28A | 120.7 |
N1—C1—C2 | 118.38 (16) | C27—C28—H28A | 120.7 |
C6—C1—C2 | 115.69 (16) | C28—C29—C30 | 120.84 (18) |
N1—C1—Y1 | 129.11 (12) | C28—C29—H29A | 119.6 |
C6—C1—Y1 | 72.07 (10) | C30—C29—H29A | 119.6 |
C2—C1—Y1 | 69.46 (10) | C29—C30—C25 | 121.16 (18) |
C3—C2—C1 | 122.09 (17) | C29—C30—H30A | 119.4 |
C3—C2—Y1 | 71.78 (10) | C25—C30—H30A | 119.4 |
C1—C2—Y1 | 83.53 (10) | C32—C31—C36 | 117.97 (17) |
C3—C2—H2A | 119.0 | C32—C31—N3 | 119.75 (16) |
C1—C2—H2A | 119.0 | C36—C31—N3 | 122.01 (16) |
Y1—C2—H2A | 116.1 | C32—C31—Y1 | 83.94 (11) |
C2—C3—C4 | 120.94 (17) | C36—C31—Y1 | 132.71 (12) |
C2—C3—Y1 | 80.60 (11) | N3—C31—Y1 | 51.44 (8) |
C4—C3—Y1 | 74.56 (10) | C33—C32—C31 | 120.45 (17) |
C2—C3—H3A | 119.5 | C33—C32—Y1 | 137.96 (12) |
C4—C3—H3A | 119.5 | C31—C32—Y1 | 68.54 (10) |
Y1—C3—H3A | 115.8 | C33—C32—H32A | 119.8 |
C5—C4—C3 | 117.86 (17) | C31—C32—H32A | 119.8 |
C5—C4—Y1 | 78.91 (11) | Y1—C32—H32A | 67.7 |
C3—C4—Y1 | 76.71 (11) | C34—C33—C32 | 120.75 (18) |
C5—C4—H4A | 121.1 | C34—C33—H33A | 119.6 |
C3—C4—H4A | 121.1 | C32—C33—H33A | 119.6 |
Y1—C4—H4A | 114.2 | C33—C34—C35 | 119.16 (18) |
C6—C5—C4 | 121.80 (17) | C33—C34—H34A | 120.4 |
C6—C5—Y1 | 81.28 (11) | C35—C34—H34A | 120.4 |
C4—C5—Y1 | 72.79 (11) | C36—C35—C34 | 120.73 (18) |
C6—C5—H5A | 119.1 | C36—C35—H35A | 119.6 |
C4—C5—H5A | 119.1 | C34—C35—H35A | 119.6 |
Y1—C5—H5A | 117.4 | C35—C36—C31 | 120.90 (17) |
C5—C6—C1 | 121.28 (17) | C35—C36—H36A | 119.6 |
C5—C6—Y1 | 71.47 (11) | C31—C36—H36A | 119.6 |
C1—C6—Y1 | 81.32 (11) | | |
| | | |
C7—N1—C1—C6 | 3.1 (3) | C14—C15—C16—C17 | −0.3 (3) |
Y1i—N1—C1—C6 | −158.49 (14) | C15—C16—C17—C18 | −1.4 (3) |
C7—N1—C1—C2 | −175.55 (16) | C16—C17—C18—C13 | 0.4 (3) |
Y1i—N1—C1—C2 | 22.9 (2) | C14—C13—C18—C17 | 2.2 (3) |
C7—N1—C1—Y1 | 98.74 (18) | N2—C13—C18—C17 | −173.45 (17) |
Y1i—N1—C1—Y1 | −62.81 (19) | C13—N2—C19—C20 | 157.34 (16) |
N1—C1—C2—C3 | 171.99 (17) | Y1—N2—C19—C20 | −29.9 (2) |
C6—C1—C2—C3 | −6.8 (3) | C13—N2—C19—C24 | −24.8 (2) |
Y1—C1—C2—C3 | −63.73 (16) | Y1—N2—C19—C24 | 148.01 (14) |
N1—C1—C2—Y1 | −124.28 (15) | N2—C19—C20—C21 | 179.41 (17) |
C6—C1—C2—Y1 | 56.97 (15) | C24—C19—C20—C21 | 1.4 (3) |
C1—C2—C3—C4 | 4.2 (3) | C19—C20—C21—C22 | −1.4 (3) |
Y1—C2—C3—C4 | −65.55 (16) | C20—C21—C22—C23 | 0.1 (3) |
C1—C2—C3—Y1 | 69.72 (16) | C21—C22—C23—C24 | 1.1 (3) |
C2—C3—C4—C5 | −0.9 (3) | C22—C23—C24—C19 | −1.1 (3) |
Y1—C3—C4—C5 | −69.60 (15) | N2—C19—C24—C23 | −178.09 (17) |
C2—C3—C4—Y1 | 68.71 (16) | C20—C19—C24—C23 | −0.2 (3) |
C3—C4—C5—C6 | 0.6 (3) | C31—N3—C25—C26 | 164.66 (16) |
Y1—C4—C5—C6 | −67.73 (17) | Y1—N3—C25—C26 | −16.9 (3) |
C3—C4—C5—Y1 | 68.36 (15) | C31—N3—C25—C30 | −17.7 (2) |
C4—C5—C6—C1 | −3.6 (3) | Y1—N3—C25—C30 | 160.73 (15) |
Y1—C5—C6—C1 | −67.05 (16) | N3—C25—C26—C27 | −176.41 (17) |
C4—C5—C6—Y1 | 63.42 (16) | C30—C25—C26—C27 | 5.8 (3) |
N1—C1—C6—C5 | −172.21 (17) | C25—C26—C27—C28 | −2.0 (3) |
C2—C1—C6—C5 | 6.4 (3) | C26—C27—C28—C29 | −3.2 (3) |
Y1—C1—C6—C5 | 62.04 (16) | C27—C28—C29—C30 | 4.3 (3) |
N1—C1—C6—Y1 | 125.75 (18) | C28—C29—C30—C25 | −0.2 (3) |
C2—C1—C6—Y1 | −55.60 (14) | N3—C25—C30—C29 | 177.55 (17) |
C1—N1—C7—C12 | 114.78 (19) | C26—C25—C30—C29 | −4.8 (3) |
Y1i—N1—C7—C12 | −80.29 (18) | C25—N3—C31—C32 | 126.76 (17) |
C1—N1—C7—C8 | −69.5 (2) | Y1—N3—C31—C32 | −52.32 (17) |
Y1i—N1—C7—C8 | 95.41 (17) | C25—N3—C31—C36 | −59.3 (2) |
C12—C7—C8—C9 | 1.1 (3) | Y1—N3—C31—C36 | 121.64 (15) |
N1—C7—C8—C9 | −174.64 (17) | C25—N3—C31—Y1 | 179.08 (17) |
C7—C8—C9—C10 | 0.2 (3) | C36—C31—C32—C33 | −1.7 (3) |
C8—C9—C10—C11 | −1.0 (3) | N3—C31—C32—C33 | 172.48 (16) |
C9—C10—C11—C12 | 0.5 (3) | Y1—C31—C32—C33 | 133.99 (16) |
C8—C7—C12—C11 | −1.6 (3) | C36—C31—C32—Y1 | −135.72 (16) |
N1—C7—C12—C11 | 174.28 (17) | N3—C31—C32—Y1 | 38.49 (13) |
C10—C11—C12—C7 | 0.8 (3) | C31—C32—C33—C34 | 1.6 (3) |
C19—N2—C13—C14 | 105.47 (19) | Y1—C32—C33—C34 | 92.7 (2) |
Y1—N2—C13—C14 | −68.39 (19) | C32—C33—C34—C35 | 0.2 (3) |
C19—N2—C13—C18 | −79.0 (2) | C33—C34—C35—C36 | −1.9 (3) |
Y1—N2—C13—C18 | 107.16 (16) | C34—C35—C36—C31 | 1.7 (3) |
C18—C13—C14—C15 | −3.9 (3) | C32—C31—C36—C35 | 0.1 (3) |
N2—C13—C14—C15 | 171.74 (17) | N3—C31—C36—C35 | −174.01 (17) |
C13—C14—C15—C16 | 3.0 (3) | Y1—C31—C36—C35 | −109.05 (19) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Bis[µ-1
κN:2(
η6)-diphenylamido]bis[bis(diphenylamido-
κN)dysprosium(III)] (2-Dy)
top Crystal data top [Dy2(C12H10N)6] | F(000) = 1332 |
Mr = 1334.26 | Dx = 1.568 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 9.3068 (15) Å | Cell parameters from 9898 reflections |
b = 22.475 (4) Å | θ = 2.4–29.1° |
c = 13.513 (2) Å | µ = 2.67 mm−1 |
β = 91.266 (2)° | T = 88 K |
V = 2825.8 (8) Å3 | Rectangle, yellow |
Z = 2 | 0.20 × 0.12 × 0.11 mm |
Data collection top Bruker SMART APEXII CCD diffractometer | 6207 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.037 |
φ and ω scans | θmax = 29.2°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Krause et al., 2015) | h = −12→12 |
Tmin = 0.637, Tmax = 0.746 | k = −29→30 |
34856 measured reflections | l = −18→18 |
7264 independent reflections | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.026 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.065 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0347P)2 + 1.5774P] where P = (Fo2 + 2Fc2)/3 |
7264 reflections | (Δ/σ)max = 0.004 |
361 parameters | Δρmax = 2.65 e Å−3 |
0 restraints | Δρmin = −0.81 e Å−3 |
Special details top Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. A yellow crystal of approximate dimensions 0.111 x 0.116 x 0.201 mm was mounted in a cryoloop and transferred to a Bruker SMART APEX II diffractometer. The APEX2 program package was used to determine the unit-cell parameters and for data collection (20 sec/frame scan time for a sphere of diffraction data). The raw frame data was processed using SAINT and SADABS to yield the reflection data file. Subsequent calculations were carried out using the SHELXTL program. The diffraction symmetry was 2/m and the systematic absences were consistent with the monoclinic space group P21/c that was later determined to be correct. The structure was solved by direct methods and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. The molecule was located about an inversion center. Least-squares analysis yielded wR2 = 0.0652 and Goof = 1.046 for 361 variables refined against 7264 data (0.73 Å), R1 = 0.0255 for those 6207 data with I > 2.0sigma(I). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Dy1 | 0.55102 (2) | 0.53447 (2) | 0.68682 (2) | 0.01129 (4) | |
N1 | 0.3123 (2) | 0.46206 (8) | 0.45361 (15) | 0.0138 (4) | |
N2 | 0.6513 (2) | 0.59985 (9) | 0.79130 (15) | 0.0139 (4) | |
N3 | 0.6285 (2) | 0.44733 (9) | 0.74828 (15) | 0.0138 (4) | |
C1 | 0.3069 (2) | 0.50018 (11) | 0.53188 (17) | 0.0134 (5) | |
C2 | 0.3516 (3) | 0.56042 (11) | 0.51798 (18) | 0.0146 (5) | |
H2A | 0.3959 | 0.5711 | 0.4579 | 0.018* | |
C3 | 0.3323 (3) | 0.60366 (11) | 0.58969 (18) | 0.0160 (5) | |
H3A | 0.3571 | 0.6438 | 0.5759 | 0.019* | |
C4 | 0.2765 (3) | 0.58902 (11) | 0.68239 (19) | 0.0167 (5) | |
H4A | 0.2640 | 0.6185 | 0.7319 | 0.020* | |
C5 | 0.2401 (3) | 0.52961 (11) | 0.69925 (19) | 0.0174 (5) | |
H5A | 0.2022 | 0.5188 | 0.7614 | 0.021* | |
C6 | 0.2576 (3) | 0.48579 (11) | 0.62774 (18) | 0.0159 (5) | |
H6A | 0.2363 | 0.4456 | 0.6433 | 0.019* | |
C7 | 0.2582 (3) | 0.40265 (11) | 0.46475 (17) | 0.0143 (5) | |
C8 | 0.3269 (3) | 0.36010 (11) | 0.52499 (19) | 0.0165 (5) | |
H8A | 0.4081 | 0.3712 | 0.5647 | 0.020* | |
C9 | 0.2771 (3) | 0.30160 (11) | 0.5272 (2) | 0.0204 (5) | |
H9A | 0.3240 | 0.2731 | 0.5686 | 0.024* | |
C10 | 0.1591 (3) | 0.28486 (12) | 0.4689 (2) | 0.0218 (6) | |
H10A | 0.1259 | 0.2449 | 0.4698 | 0.026* | |
C11 | 0.0900 (3) | 0.32678 (12) | 0.4093 (2) | 0.0219 (5) | |
H11A | 0.0093 | 0.3154 | 0.3695 | 0.026* | |
C12 | 0.1381 (3) | 0.38532 (11) | 0.40750 (18) | 0.0180 (5) | |
H12A | 0.0892 | 0.4138 | 0.3671 | 0.022* | |
C13 | 0.5638 (2) | 0.65068 (10) | 0.80820 (18) | 0.0140 (5) | |
C14 | 0.5361 (3) | 0.69171 (11) | 0.73263 (19) | 0.0169 (5) | |
H14A | 0.5859 | 0.6887 | 0.6722 | 0.020* | |
C15 | 0.4358 (3) | 0.73717 (12) | 0.7450 (2) | 0.0208 (5) | |
H15A | 0.4147 | 0.7637 | 0.6919 | 0.025* | |
C16 | 0.3668 (3) | 0.74397 (11) | 0.8343 (2) | 0.0199 (5) | |
H16A | 0.2987 | 0.7750 | 0.8426 | 0.024* | |
C17 | 0.3988 (3) | 0.70468 (12) | 0.9116 (2) | 0.0198 (5) | |
H17A | 0.3541 | 0.7096 | 0.9736 | 0.024* | |
C18 | 0.4956 (3) | 0.65840 (11) | 0.89879 (18) | 0.0155 (5) | |
H18A | 0.5157 | 0.6317 | 0.9519 | 0.019* | |
C19 | 0.7902 (3) | 0.60156 (11) | 0.83350 (17) | 0.0137 (5) | |
C20 | 0.8640 (3) | 0.54784 (11) | 0.85176 (18) | 0.0151 (5) | |
H20A | 0.8187 | 0.5111 | 0.8358 | 0.018* | |
C21 | 1.0022 (3) | 0.54794 (12) | 0.89280 (19) | 0.0178 (5) | |
H21A | 1.0491 | 0.5112 | 0.9063 | 0.021* | |
C22 | 1.0730 (3) | 0.60102 (12) | 0.91443 (19) | 0.0202 (5) | |
H22A | 1.1675 | 0.6008 | 0.9424 | 0.024* | |
C23 | 1.0027 (3) | 0.65426 (12) | 0.89423 (19) | 0.0196 (5) | |
H23A | 1.0506 | 0.6909 | 0.9071 | 0.024* | |
C24 | 0.8628 (3) | 0.65475 (11) | 0.85541 (18) | 0.0167 (5) | |
H24A | 0.8158 | 0.6917 | 0.8436 | 0.020* | |
C25 | 0.7434 (2) | 0.40709 (10) | 0.74912 (18) | 0.0131 (5) | |
C26 | 0.8493 (3) | 0.41048 (11) | 0.67664 (19) | 0.0165 (5) | |
H26A | 0.8451 | 0.4416 | 0.6292 | 0.020* | |
C27 | 0.9598 (3) | 0.36907 (12) | 0.6732 (2) | 0.0207 (5) | |
H27A | 1.0279 | 0.3714 | 0.6220 | 0.025* | |
C28 | 0.9724 (3) | 0.32419 (12) | 0.7439 (2) | 0.0224 (6) | |
H28A | 1.0454 | 0.2948 | 0.7396 | 0.027* | |
C29 | 0.8761 (3) | 0.32334 (12) | 0.8204 (2) | 0.0211 (5) | |
H29A | 0.8873 | 0.2946 | 0.8716 | 0.025* | |
C30 | 0.7631 (3) | 0.36389 (11) | 0.82377 (19) | 0.0164 (5) | |
H30A | 0.6984 | 0.3624 | 0.8771 | 0.020* | |
C31 | 0.5088 (3) | 0.43281 (11) | 0.80700 (17) | 0.0130 (5) | |
C32 | 0.4586 (3) | 0.47398 (11) | 0.87570 (18) | 0.0148 (5) | |
H32A | 0.5113 | 0.5095 | 0.8882 | 0.018* | |
C33 | 0.3314 (3) | 0.46332 (11) | 0.92619 (19) | 0.0179 (5) | |
H33A | 0.2976 | 0.4921 | 0.9717 | 0.022* | |
C34 | 0.2549 (3) | 0.41167 (12) | 0.91064 (19) | 0.0205 (5) | |
H34A | 0.1683 | 0.4048 | 0.9448 | 0.025* | |
C35 | 0.3055 (3) | 0.36945 (12) | 0.84425 (19) | 0.0190 (5) | |
H35A | 0.2544 | 0.3332 | 0.8345 | 0.023* | |
C36 | 0.4298 (3) | 0.38005 (11) | 0.79245 (18) | 0.0155 (5) | |
H36A | 0.4622 | 0.3513 | 0.7465 | 0.019* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Dy1 | 0.01278 (6) | 0.00898 (6) | 0.01212 (6) | 0.00032 (4) | 0.00080 (4) | −0.00024 (4) |
N1 | 0.0153 (10) | 0.0108 (10) | 0.0152 (10) | −0.0026 (8) | 0.0009 (8) | 0.0011 (8) |
N2 | 0.0159 (10) | 0.0090 (9) | 0.0168 (10) | −0.0003 (8) | 0.0000 (8) | −0.0017 (8) |
N3 | 0.0153 (10) | 0.0101 (9) | 0.0162 (10) | 0.0014 (8) | 0.0024 (8) | 0.0020 (8) |
C1 | 0.0117 (11) | 0.0145 (12) | 0.0141 (11) | 0.0011 (9) | 0.0004 (9) | 0.0012 (9) |
C2 | 0.0135 (11) | 0.0149 (12) | 0.0155 (12) | 0.0008 (9) | 0.0010 (9) | 0.0010 (9) |
C3 | 0.0149 (11) | 0.0128 (11) | 0.0201 (12) | 0.0017 (9) | −0.0041 (9) | 0.0001 (10) |
C4 | 0.0145 (11) | 0.0190 (13) | 0.0165 (12) | 0.0034 (9) | −0.0012 (9) | −0.0046 (9) |
C5 | 0.0137 (11) | 0.0234 (14) | 0.0150 (12) | 0.0022 (10) | 0.0012 (9) | 0.0012 (10) |
C6 | 0.0150 (12) | 0.0162 (12) | 0.0165 (12) | 0.0001 (10) | 0.0026 (9) | 0.0027 (10) |
C7 | 0.0164 (11) | 0.0118 (11) | 0.0150 (11) | −0.0007 (9) | 0.0057 (9) | −0.0007 (9) |
C8 | 0.0152 (11) | 0.0161 (12) | 0.0183 (12) | −0.0003 (9) | 0.0012 (9) | 0.0031 (9) |
C9 | 0.0249 (14) | 0.0134 (12) | 0.0232 (13) | 0.0015 (10) | 0.0074 (11) | 0.0042 (10) |
C10 | 0.0277 (14) | 0.0137 (12) | 0.0243 (14) | −0.0048 (11) | 0.0081 (11) | −0.0015 (10) |
C11 | 0.0232 (13) | 0.0209 (14) | 0.0215 (13) | −0.0084 (11) | 0.0010 (10) | −0.0014 (11) |
C12 | 0.0207 (12) | 0.0176 (13) | 0.0159 (12) | −0.0025 (10) | 0.0010 (10) | 0.0019 (10) |
C13 | 0.0136 (11) | 0.0095 (11) | 0.0190 (12) | −0.0025 (9) | −0.0005 (9) | −0.0022 (9) |
C14 | 0.0216 (13) | 0.0121 (12) | 0.0169 (12) | −0.0016 (10) | 0.0003 (10) | 0.0007 (9) |
C15 | 0.0248 (13) | 0.0137 (12) | 0.0236 (13) | 0.0002 (10) | −0.0049 (11) | 0.0032 (10) |
C16 | 0.0170 (12) | 0.0139 (12) | 0.0286 (14) | 0.0017 (10) | −0.0003 (10) | −0.0007 (10) |
C17 | 0.0181 (12) | 0.0188 (13) | 0.0226 (13) | 0.0012 (10) | 0.0037 (10) | 0.0000 (10) |
C18 | 0.0160 (12) | 0.0139 (12) | 0.0165 (12) | −0.0004 (9) | −0.0014 (9) | 0.0014 (9) |
C19 | 0.0147 (11) | 0.0140 (12) | 0.0124 (11) | 0.0005 (9) | 0.0036 (9) | −0.0026 (9) |
C20 | 0.0163 (12) | 0.0118 (11) | 0.0173 (12) | −0.0007 (9) | 0.0047 (9) | −0.0006 (9) |
C21 | 0.0164 (12) | 0.0198 (13) | 0.0173 (12) | 0.0050 (10) | 0.0045 (10) | −0.0008 (10) |
C22 | 0.0151 (12) | 0.0274 (14) | 0.0182 (12) | 0.0015 (11) | 0.0013 (10) | −0.0020 (11) |
C23 | 0.0168 (12) | 0.0201 (13) | 0.0221 (13) | −0.0041 (10) | 0.0042 (10) | −0.0058 (10) |
C24 | 0.0177 (12) | 0.0143 (12) | 0.0183 (12) | −0.0013 (10) | 0.0038 (10) | −0.0015 (10) |
C25 | 0.0127 (11) | 0.0103 (11) | 0.0163 (11) | −0.0008 (9) | −0.0027 (9) | −0.0040 (9) |
C26 | 0.0159 (12) | 0.0160 (12) | 0.0177 (12) | −0.0013 (9) | 0.0001 (9) | −0.0015 (9) |
C27 | 0.0138 (12) | 0.0215 (13) | 0.0270 (14) | −0.0023 (10) | 0.0016 (10) | −0.0074 (11) |
C28 | 0.0137 (12) | 0.0181 (13) | 0.0353 (15) | 0.0039 (10) | −0.0043 (11) | −0.0074 (11) |
C29 | 0.0210 (13) | 0.0150 (12) | 0.0268 (14) | 0.0006 (10) | −0.0085 (11) | 0.0034 (10) |
C30 | 0.0177 (12) | 0.0150 (12) | 0.0165 (12) | −0.0006 (10) | −0.0016 (9) | −0.0002 (9) |
C31 | 0.0133 (11) | 0.0128 (12) | 0.0129 (11) | 0.0021 (9) | 0.0009 (9) | 0.0008 (9) |
C32 | 0.0173 (12) | 0.0125 (12) | 0.0148 (12) | 0.0002 (9) | 0.0004 (9) | 0.0004 (9) |
C33 | 0.0161 (12) | 0.0224 (13) | 0.0154 (12) | 0.0064 (10) | 0.0019 (10) | 0.0005 (10) |
C34 | 0.0157 (12) | 0.0278 (15) | 0.0178 (13) | −0.0001 (10) | 0.0013 (10) | 0.0073 (10) |
C35 | 0.0185 (12) | 0.0195 (13) | 0.0187 (13) | −0.0047 (10) | −0.0045 (10) | 0.0037 (10) |
C36 | 0.0188 (12) | 0.0130 (12) | 0.0145 (12) | 0.0006 (9) | 0.0000 (9) | 0.0007 (9) |
Geometric parameters (Å, º) top Dy1—Cnt | 2.605 | C14—C15 | 1.396 (4) |
Dy1—N2 | 2.228 (2) | C14—H14A | 0.9500 |
Dy1—N3 | 2.240 (2) | C15—C16 | 1.387 (4) |
Dy1—N1i | 2.309 (2) | C15—H15A | 0.9500 |
Dy1—C4 | 2.833 (2) | C16—C17 | 1.395 (4) |
Dy1—C31 | 2.836 (2) | C16—H16A | 0.9500 |
Dy1—C3 | 2.858 (2) | C17—C18 | 1.389 (3) |
Dy1—C5 | 2.904 (3) | C17—H17A | 0.9500 |
Dy1—C2 | 2.967 (2) | C18—H18A | 0.9500 |
Dy1—C6 | 3.032 (3) | C19—C24 | 1.401 (3) |
Dy1—C1 | 3.151 (2) | C19—C20 | 1.408 (3) |
N1—C1 | 1.363 (3) | C20—C21 | 1.390 (4) |
N1—C7 | 1.436 (3) | C20—H20A | 0.9500 |
N1—Dy1i | 2.309 (2) | C21—C22 | 1.391 (4) |
N2—C19 | 1.402 (3) | C21—H21A | 0.9500 |
N2—C13 | 1.424 (3) | C22—C23 | 1.388 (4) |
N3—C25 | 1.400 (3) | C22—H22A | 0.9500 |
N3—C31 | 1.420 (3) | C23—C24 | 1.393 (3) |
C1—C6 | 1.421 (3) | C23—H23A | 0.9500 |
C1—C2 | 1.430 (3) | C24—H24A | 0.9500 |
C2—C3 | 1.387 (3) | C25—C26 | 1.407 (3) |
C2—H2A | 0.9500 | C25—C30 | 1.409 (3) |
C3—C4 | 1.406 (3) | C26—C27 | 1.389 (4) |
C3—H3A | 0.9500 | C26—H26A | 0.9500 |
C4—C5 | 1.398 (4) | C27—C28 | 1.392 (4) |
C4—H4A | 0.9500 | C27—H27A | 0.9500 |
C5—C6 | 1.392 (4) | C28—C29 | 1.384 (4) |
C5—H5A | 0.9500 | C28—H28A | 0.9500 |
C6—H6A | 0.9500 | C29—C30 | 1.393 (4) |
C7—C12 | 1.400 (3) | C29—H29A | 0.9500 |
C7—C8 | 1.401 (3) | C30—H30A | 0.9500 |
C8—C9 | 1.395 (3) | C31—C32 | 1.398 (3) |
C8—H8A | 0.9500 | C31—C36 | 1.407 (3) |
C9—C10 | 1.388 (4) | C32—C33 | 1.400 (4) |
C9—H9A | 0.9500 | C32—H32A | 0.9500 |
C10—C11 | 1.388 (4) | C33—C34 | 1.376 (4) |
C10—H10A | 0.9500 | C33—H33A | 0.9500 |
C11—C12 | 1.390 (4) | C34—C35 | 1.395 (4) |
C11—H11A | 0.9500 | C34—H34A | 0.9500 |
C12—H12A | 0.9500 | C35—C36 | 1.387 (3) |
C13—C14 | 1.396 (3) | C35—H35A | 0.9500 |
C13—C18 | 1.402 (3) | C36—H36A | 0.9500 |
| | | |
Cnt—Dy1—N1i | 100.3 | C12—C7—C8 | 118.7 (2) |
Cnt—Dy1—N2 | 124.6 | C12—C7—N1 | 118.6 (2) |
Cnt—Dy1—N3 | 120.9 | C8—C7—N1 | 122.6 (2) |
N2—Dy1—N3 | 102.41 (7) | C9—C8—C7 | 120.5 (2) |
N2—Dy1—N1i | 105.54 (7) | C9—C8—H8A | 119.7 |
N3—Dy1—N1i | 98.95 (7) | C7—C8—H8A | 119.7 |
N2—Dy1—C4 | 95.33 (7) | C10—C9—C8 | 120.2 (2) |
N3—Dy1—C4 | 131.97 (7) | C10—C9—H9A | 119.9 |
N1i—Dy1—C4 | 118.75 (7) | C8—C9—H9A | 119.9 |
N2—Dy1—C31 | 103.29 (7) | C11—C10—C9 | 119.7 (2) |
N3—Dy1—C31 | 29.63 (7) | C11—C10—H10A | 120.2 |
N1i—Dy1—C31 | 125.71 (7) | C9—C10—H10A | 120.2 |
C4—Dy1—C31 | 102.97 (7) | C10—C11—C12 | 120.5 (2) |
N2—Dy1—C3 | 102.49 (7) | C10—C11—H11A | 119.7 |
N3—Dy1—C3 | 150.00 (7) | C12—C11—H11A | 119.7 |
N1i—Dy1—C3 | 90.23 (7) | C11—C12—C7 | 120.4 (2) |
C4—Dy1—C3 | 28.60 (7) | C11—C12—H12A | 119.8 |
C31—Dy1—C3 | 126.53 (7) | C7—C12—H12A | 119.8 |
N2—Dy1—C5 | 113.08 (7) | C14—C13—C18 | 118.5 (2) |
N3—Dy1—C5 | 104.98 (7) | C14—C13—N2 | 120.6 (2) |
N1i—Dy1—C5 | 128.06 (7) | C18—C13—N2 | 120.7 (2) |
C4—Dy1—C5 | 28.16 (7) | C13—C14—C15 | 120.6 (2) |
C31—Dy1—C5 | 77.63 (7) | C13—C14—H14A | 119.7 |
C3—Dy1—C5 | 49.20 (7) | C15—C14—H14A | 119.7 |
N2—Dy1—C2 | 127.14 (7) | C16—C15—C14 | 120.6 (2) |
N3—Dy1—C2 | 130.36 (7) | C16—C15—H15A | 119.7 |
N1i—Dy1—C2 | 73.02 (7) | C14—C15—H15A | 119.7 |
C4—Dy1—C2 | 49.48 (7) | C15—C16—C17 | 119.1 (2) |
C31—Dy1—C2 | 120.44 (7) | C15—C16—H16A | 120.5 |
C3—Dy1—C2 | 27.47 (7) | C17—C16—H16A | 120.5 |
C5—Dy1—C2 | 56.28 (7) | C18—C17—C16 | 120.6 (2) |
N2—Dy1—C6 | 140.08 (7) | C18—C17—H17A | 119.7 |
N3—Dy1—C6 | 93.59 (7) | C16—C17—H17A | 119.7 |
N1i—Dy1—C6 | 107.76 (7) | C17—C18—C13 | 120.6 (2) |
C4—Dy1—C6 | 49.02 (7) | C17—C18—H18A | 119.7 |
C31—Dy1—C6 | 74.02 (7) | C13—C18—H18A | 119.7 |
C3—Dy1—C6 | 56.45 (7) | C24—C19—N2 | 123.0 (2) |
C5—Dy1—C6 | 27.01 (7) | C24—C19—C20 | 117.6 (2) |
C2—Dy1—C6 | 47.48 (7) | N2—C19—C20 | 119.3 (2) |
N2—Dy1—C1 | 150.23 (7) | C21—C20—C19 | 120.8 (2) |
N3—Dy1—C1 | 104.70 (7) | C21—C20—H20A | 119.6 |
N1i—Dy1—C1 | 82.21 (7) | C19—C20—H20A | 119.6 |
C4—Dy1—C1 | 56.99 (7) | C20—C21—C22 | 121.0 (2) |
C31—Dy1—C1 | 94.39 (7) | C20—C21—H21A | 119.5 |
C3—Dy1—C1 | 48.09 (7) | C22—C21—H21A | 119.5 |
C5—Dy1—C1 | 47.51 (7) | C23—C22—C21 | 118.6 (2) |
C2—Dy1—C1 | 26.82 (7) | C23—C22—H22A | 120.7 |
C6—Dy1—C1 | 26.48 (6) | C21—C22—H22A | 120.7 |
C1—N1—C7 | 118.9 (2) | C22—C23—C24 | 120.9 (2) |
C1—N1—Dy1i | 130.32 (16) | C22—C23—H23A | 119.5 |
C7—N1—Dy1i | 108.57 (14) | C24—C23—H23A | 119.5 |
C19—N2—C13 | 116.00 (19) | C23—C24—C19 | 121.0 (2) |
C19—N2—Dy1 | 130.18 (15) | C23—C24—H24A | 119.5 |
C13—N2—Dy1 | 113.43 (15) | C19—C24—H24A | 119.5 |
C25—N3—C31 | 117.1 (2) | N3—C25—C26 | 120.4 (2) |
C25—N3—Dy1 | 143.80 (16) | N3—C25—C30 | 122.5 (2) |
C31—N3—Dy1 | 99.10 (14) | C26—C25—C30 | 117.0 (2) |
N1—C1—C6 | 125.6 (2) | C27—C26—C25 | 121.2 (2) |
N1—C1—C2 | 118.5 (2) | C27—C26—H26A | 119.4 |
C6—C1—C2 | 115.9 (2) | C25—C26—H26A | 119.4 |
N1—C1—Dy1 | 129.12 (16) | C26—C27—C28 | 120.9 (2) |
C6—C1—Dy1 | 72.09 (14) | C26—C27—H27A | 119.5 |
C2—C1—Dy1 | 69.39 (13) | C28—C27—H27A | 119.5 |
C3—C2—C1 | 121.9 (2) | C29—C28—C27 | 118.5 (2) |
C3—C2—Dy1 | 71.89 (14) | C29—C28—H28A | 120.8 |
C1—C2—Dy1 | 83.80 (14) | C27—C28—H28A | 120.8 |
C3—C2—H2A | 119.0 | C28—C29—C30 | 121.1 (2) |
C1—C2—H2A | 119.0 | C28—C29—H29A | 119.4 |
Dy1—C2—H2A | 115.6 | C30—C29—H29A | 119.4 |
C2—C3—C4 | 121.0 (2) | C29—C30—C25 | 120.9 (2) |
C2—C3—Dy1 | 80.64 (14) | C29—C30—H30A | 119.5 |
C4—C3—Dy1 | 74.73 (14) | C25—C30—H30A | 119.5 |
C2—C3—H3A | 119.5 | C32—C31—C36 | 118.0 (2) |
C4—C3—H3A | 119.5 | C32—C31—N3 | 119.8 (2) |
Dy1—C3—H3A | 115.6 | C36—C31—N3 | 122.0 (2) |
C5—C4—C3 | 117.7 (2) | C32—C31—Dy1 | 84.24 (15) |
C5—C4—Dy1 | 78.75 (14) | C36—C31—Dy1 | 132.67 (17) |
C3—C4—Dy1 | 76.67 (14) | N3—C31—Dy1 | 51.27 (11) |
C5—C4—H4A | 121.2 | C31—C32—C33 | 120.6 (2) |
C3—C4—H4A | 121.2 | C31—C32—H32A | 119.7 |
Dy1—C4—H4A | 114.3 | C33—C32—H32A | 119.7 |
C6—C5—C4 | 122.0 (2) | C34—C33—C32 | 120.7 (2) |
C6—C5—Dy1 | 81.62 (15) | C34—C33—H33A | 119.7 |
C4—C5—Dy1 | 73.09 (14) | C32—C33—H33A | 119.7 |
C6—C5—H5A | 119.0 | C33—C34—C35 | 119.4 (2) |
C4—C5—H5A | 119.0 | C33—C34—H34A | 120.3 |
Dy1—C5—H5A | 116.8 | C35—C34—H34A | 120.3 |
C5—C6—C1 | 121.1 (2) | C36—C35—C34 | 120.3 (2) |
C5—C6—Dy1 | 71.38 (14) | C36—C35—H35A | 119.8 |
C1—C6—Dy1 | 81.43 (14) | C34—C35—H35A | 119.8 |
C5—C6—H6A | 119.4 | C35—C36—C31 | 120.9 (2) |
C1—C6—H6A | 119.4 | C35—C36—H36A | 119.5 |
Dy1—C6—H6A | 118.5 | C31—C36—H36A | 119.5 |
| | | |
C7—N1—C1—C6 | 3.2 (4) | C13—C14—C15—C16 | 2.9 (4) |
Dy1i—N1—C1—C6 | −158.01 (18) | C14—C15—C16—C17 | −0.1 (4) |
C7—N1—C1—C2 | −175.7 (2) | C15—C16—C17—C18 | −1.7 (4) |
Dy1i—N1—C1—C2 | 23.2 (3) | C16—C17—C18—C13 | 0.6 (4) |
C7—N1—C1—Dy1 | 98.6 (2) | C14—C13—C18—C17 | 2.2 (4) |
Dy1i—N1—C1—Dy1 | −62.5 (3) | N2—C13—C18—C17 | −173.4 (2) |
N1—C1—C2—C3 | 171.6 (2) | C13—N2—C19—C24 | −25.1 (3) |
C6—C1—C2—C3 | −7.3 (3) | Dy1—N2—C19—C24 | 147.11 (19) |
Dy1—C1—C2—C3 | −64.1 (2) | C13—N2—C19—C20 | 157.4 (2) |
N1—C1—C2—Dy1 | −124.3 (2) | Dy1—N2—C19—C20 | −30.4 (3) |
C6—C1—C2—Dy1 | 56.81 (19) | C24—C19—C20—C21 | 1.8 (3) |
C1—C2—C3—C4 | 4.5 (4) | N2—C19—C20—C21 | 179.5 (2) |
Dy1—C2—C3—C4 | −65.8 (2) | C19—C20—C21—C22 | −1.8 (4) |
C1—C2—C3—Dy1 | 70.3 (2) | C20—C21—C22—C23 | 0.0 (4) |
C2—C3—C4—C5 | −0.6 (4) | C21—C22—C23—C24 | 1.6 (4) |
Dy1—C3—C4—C5 | −69.5 (2) | C22—C23—C24—C19 | −1.5 (4) |
C2—C3—C4—Dy1 | 68.9 (2) | N2—C19—C24—C23 | −177.8 (2) |
C3—C4—C5—C6 | 0.0 (4) | C20—C19—C24—C23 | −0.2 (3) |
Dy1—C4—C5—C6 | −68.3 (2) | C31—N3—C25—C26 | 164.9 (2) |
C3—C4—C5—Dy1 | 68.3 (2) | Dy1—N3—C25—C26 | −16.2 (4) |
C4—C5—C6—C1 | −3.3 (4) | C31—N3—C25—C30 | −18.4 (3) |
Dy1—C5—C6—C1 | −67.2 (2) | Dy1—N3—C25—C30 | 160.5 (2) |
C4—C5—C6—Dy1 | 64.0 (2) | N3—C25—C26—C27 | −176.6 (2) |
N1—C1—C6—C5 | −172.2 (2) | C30—C25—C26—C27 | 6.5 (4) |
C2—C1—C6—C5 | 6.7 (3) | C25—C26—C27—C28 | −2.5 (4) |
Dy1—C1—C6—C5 | 62.1 (2) | C26—C27—C28—C29 | −3.0 (4) |
N1—C1—C6—Dy1 | 125.7 (2) | C27—C28—C29—C30 | 4.2 (4) |
C2—C1—C6—Dy1 | −55.40 (19) | C28—C29—C30—C25 | 0.0 (4) |
C1—N1—C7—C12 | 115.4 (3) | N3—C25—C30—C29 | 177.9 (2) |
Dy1i—N1—C7—C12 | −79.6 (2) | C26—C25—C30—C29 | −5.3 (4) |
C1—N1—C7—C8 | −69.5 (3) | C25—N3—C31—C32 | 126.7 (2) |
Dy1i—N1—C7—C8 | 95.5 (2) | Dy1—N3—C31—C32 | −52.6 (2) |
C12—C7—C8—C9 | 0.4 (4) | C25—N3—C31—C36 | −59.1 (3) |
N1—C7—C8—C9 | −174.7 (2) | Dy1—N3—C31—C36 | 121.6 (2) |
C7—C8—C9—C10 | 0.5 (4) | C25—N3—C31—Dy1 | 179.3 (2) |
C8—C9—C10—C11 | −0.7 (4) | C36—C31—C32—C33 | −1.6 (4) |
C9—C10—C11—C12 | 0.1 (4) | N3—C31—C32—C33 | 172.8 (2) |
C10—C11—C12—C7 | 0.8 (4) | Dy1—C31—C32—C33 | 134.2 (2) |
C8—C7—C12—C11 | −1.1 (4) | C31—C32—C33—C34 | 1.3 (4) |
N1—C7—C12—C11 | 174.2 (2) | C32—C33—C34—C35 | 0.4 (4) |
C19—N2—C13—C14 | 105.8 (3) | C33—C34—C35—C36 | −1.6 (4) |
Dy1—N2—C13—C14 | −67.8 (2) | C34—C35—C36—C31 | 1.2 (4) |
C19—N2—C13—C18 | −78.7 (3) | C32—C31—C36—C35 | 0.4 (4) |
Dy1—N2—C13—C18 | 107.7 (2) | N3—C31—C36—C35 | −173.8 (2) |
C18—C13—C14—C15 | −4.0 (4) | Dy1—C31—C36—C35 | −109.2 (3) |
N2—C13—C14—C15 | 171.7 (2) | | |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Bis(µ-diphenylamido-
κ2N:
N)bis[µ-1
κN:2(
η6)-diphenylamido]tetrakis(diphenylamido-
κN)di-µ
3-oxido-tetraerbium(III) benzene disolvate (3-Er)
top Crystal data top [Er4(C12H10N)8O2]·2C6H6 | Z = 1 |
Mr = 2202.93 | F(000) = 1084 |
Triclinic, P1 | Dx = 1.738 Mg m−3 |
a = 12.8857 (8) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.6846 (9) Å | Cell parameters from 8814 reflections |
c = 13.7411 (9) Å | θ = 2.2–29.1° |
α = 61.3447 (8)° | µ = 4.01 mm−1 |
β = 82.7796 (10)° | T = 88 K |
γ = 83.0804 (10)° | Irregular, yellow |
V = 2104.4 (2) Å3 | 0.35 × 0.28 × 0.11 mm |
Data collection top Bruker SMART APEXII CCD diffractometer | 9209 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.052 |
φ and ω scans | θmax = 29.2°, θmin = 1.6° |
Absorption correction: multi-scan (TWINABS; Sheldrick, 2012) | h = −17→17 |
Tmin = 0.254, Tmax = 0.432 | k = −15→18 |
51658 measured reflections | l = 0→18 |
10308 independent reflections | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.027 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.062 | H-atom parameters constrained |
S = 0.96 | w = 1/[σ2(Fo2) + (0.0328P)2] where P = (Fo2 + 2Fc2)/3 |
10308 reflections | (Δ/σ)max = 0.001 |
552 parameters | Δρmax = 1.62 e Å−3 |
0 restraints | Δρmin = −1.10 e Å−3 |
Special details top Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. A yellow crystal of approximate dimensions 0.106 x 0.278 x 0.347 mm was mounted on a glass fiber and transferred to a Bruker SMART APEX II diffractometer. The APEX2 program package and the CELL_NOW were used to determine the unit-cell parameters. Data was collected using a 10 sec/frame scan time for a sphere of diffraction data. The raw frame data was processed using SAINT and TWINABS to yield the reflection data file (HKLF5 format). Subsequent calculations were carried out using the SHELXTL program. There were no systematic absences nor any diffraction symmetry other than the Friedel condition The centrosymmetric triclinic space group P-1 was assigned and later determined to be correct. The structure was solved by direct methods and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. The molecule was located about an inversion center. There were two molecules of benzene solvent present per empirical formula-unit. At convergence, wR2 = 0.0624 and Goof = 0.96 for 552 variables refined against 10308 data (0.73Å), R1 = 0.0273 for those 9209 with I > 2.0sigma(I). The structure was refined as a three-component twin |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Er1 | 0.71708 (2) | 0.58391 (2) | 0.33190 (2) | 0.01164 (5) | |
Er2 | 0.56207 (2) | 0.40689 (2) | 0.61938 (2) | 0.01102 (5) | |
O1 | 0.5913 (2) | 0.4965 (2) | 0.4381 (2) | 0.0130 (6) | |
N1 | 0.6896 (3) | 0.5078 (3) | 0.6255 (3) | 0.0150 (7) | |
N2 | 0.5780 (3) | 0.7048 (3) | 0.2301 (3) | 0.0129 (7) | |
N3 | 0.7699 (3) | 0.4884 (3) | 0.2397 (3) | 0.0179 (7) | |
N4 | 0.6547 (3) | 0.2348 (3) | 0.6816 (3) | 0.0138 (7) | |
C1 | 0.7748 (3) | 0.5260 (3) | 0.5492 (3) | 0.0145 (8) | |
C2 | 0.8211 (3) | 0.6295 (4) | 0.4871 (4) | 0.0179 (9) | |
H2A | 0.7989 | 0.6882 | 0.5049 | 0.021* | |
C3 | 0.8985 (3) | 0.6476 (4) | 0.4003 (4) | 0.0217 (10) | |
H3A | 0.9267 | 0.7186 | 0.3595 | 0.026* | |
C4 | 0.9348 (3) | 0.5633 (4) | 0.3728 (4) | 0.0190 (9) | |
H4A | 0.9857 | 0.5767 | 0.3123 | 0.023* | |
C5 | 0.8946 (3) | 0.4586 (4) | 0.4364 (4) | 0.0171 (9) | |
H5A | 0.9214 | 0.3993 | 0.4210 | 0.021* | |
C6 | 0.8166 (3) | 0.4392 (4) | 0.5213 (3) | 0.0149 (9) | |
H6A | 0.7902 | 0.3673 | 0.5620 | 0.018* | |
C7 | 0.6791 (3) | 0.5710 (3) | 0.6850 (3) | 0.0167 (9) | |
C8 | 0.7583 (3) | 0.5611 (4) | 0.7512 (4) | 0.0203 (9) | |
H8A | 0.8216 | 0.5177 | 0.7512 | 0.024* | |
C9 | 0.7450 (4) | 0.6141 (4) | 0.8168 (4) | 0.0262 (10) | |
H9A | 0.7989 | 0.6065 | 0.8617 | 0.031* | |
C10 | 0.6529 (4) | 0.6782 (4) | 0.8166 (4) | 0.0298 (11) | |
H10A | 0.6436 | 0.7142 | 0.8617 | 0.036* | |
C11 | 0.5748 (4) | 0.6898 (4) | 0.7509 (4) | 0.0254 (11) | |
H11A | 0.5118 | 0.7337 | 0.7509 | 0.030* | |
C12 | 0.5885 (4) | 0.6368 (4) | 0.6845 (4) | 0.0205 (9) | |
H12A | 0.5350 | 0.6461 | 0.6385 | 0.025* | |
C13 | 0.6320 (3) | 0.8012 (3) | 0.1977 (4) | 0.0147 (9) | |
C14 | 0.6592 (3) | 0.8810 (4) | 0.0865 (4) | 0.0173 (9) | |
H14A | 0.6302 | 0.8789 | 0.0273 | 0.021* | |
C15 | 0.7272 (4) | 0.9618 (4) | 0.0627 (4) | 0.0224 (10) | |
H15A | 0.7438 | 1.0146 | −0.0126 | 0.027* | |
C16 | 0.7714 (4) | 0.9671 (4) | 0.1468 (4) | 0.0238 (11) | |
H16A | 0.8185 | 1.0226 | 0.1296 | 0.029* | |
C17 | 0.7457 (4) | 0.8899 (4) | 0.2568 (4) | 0.0208 (10) | |
H17A | 0.7755 | 0.8924 | 0.3154 | 0.025* | |
C18 | 0.6762 (3) | 0.8086 (3) | 0.2813 (4) | 0.0154 (9) | |
H18A | 0.6586 | 0.7572 | 0.3568 | 0.018* | |
C19 | 0.5232 (3) | 0.6974 (4) | 0.1504 (3) | 0.0140 (8) | |
C20 | 0.5248 (4) | 0.5954 (4) | 0.1537 (4) | 0.0202 (9) | |
H20A | 0.5633 | 0.5331 | 0.2073 | 0.024* | |
C21 | 0.4706 (4) | 0.5814 (4) | 0.0793 (4) | 0.0249 (10) | |
H21A | 0.4722 | 0.5101 | 0.0830 | 0.030* | |
C22 | 0.4153 (4) | 0.6706 (4) | 0.0016 (4) | 0.0246 (10) | |
H22A | 0.3810 | 0.6620 | −0.0509 | 0.030* | |
C23 | 0.4095 (3) | 0.7730 (4) | −0.0007 (4) | 0.0229 (10) | |
H23A | 0.3696 | 0.8342 | −0.0537 | 0.028* | |
C24 | 0.4611 (3) | 0.7876 (4) | 0.0734 (4) | 0.0197 (9) | |
H24A | 0.4549 | 0.8579 | 0.0727 | 0.024* | |
C25 | 0.8398 (3) | 0.5580 (4) | 0.1525 (4) | 0.0178 (9) | |
C26 | 0.8081 (4) | 0.6696 (4) | 0.0868 (4) | 0.0218 (10) | |
H26A | 0.7373 | 0.6946 | 0.0962 | 0.026* | |
C27 | 0.8765 (4) | 0.7462 (4) | 0.0078 (4) | 0.0299 (11) | |
H27A | 0.8532 | 0.8224 | −0.0346 | 0.036* | |
C28 | 0.9786 (4) | 0.7094 (4) | −0.0078 (4) | 0.0298 (11) | |
H28A | 1.0263 | 0.7601 | −0.0617 | 0.036* | |
C29 | 1.0112 (4) | 0.5979 (4) | 0.0555 (4) | 0.0271 (11) | |
H29A | 1.0811 | 0.5726 | 0.0430 | 0.033* | |
C30 | 0.9446 (3) | 0.5233 (4) | 0.1360 (4) | 0.0224 (10) | |
H30A | 0.9696 | 0.4481 | 0.1805 | 0.027* | |
C31 | 0.7641 (3) | 0.3809 (4) | 0.2550 (4) | 0.0194 (9) | |
C32 | 0.7791 (3) | 0.3575 (4) | 0.1648 (4) | 0.0242 (10) | |
H32A | 0.7946 | 0.4156 | 0.0917 | 0.029* | |
C33 | 0.7714 (4) | 0.2495 (5) | 0.1822 (5) | 0.0279 (11) | |
H33A | 0.7838 | 0.2344 | 0.1209 | 0.033* | |
C34 | 0.7463 (4) | 0.1649 (4) | 0.2860 (5) | 0.0295 (12) | |
H34A | 0.7407 | 0.0918 | 0.2967 | 0.035* | |
C35 | 0.7291 (4) | 0.1870 (4) | 0.3758 (5) | 0.0298 (11) | |
H35A | 0.7110 | 0.1288 | 0.4481 | 0.036* | |
C36 | 0.7382 (3) | 0.2932 (4) | 0.3602 (4) | 0.0234 (10) | |
H36A | 0.7267 | 0.3069 | 0.4224 | 0.028* | |
C37 | 0.6008 (3) | 0.1578 (4) | 0.6696 (3) | 0.0155 (9) | |
C38 | 0.5506 (3) | 0.1928 (4) | 0.5726 (3) | 0.0178 (9) | |
H38A | 0.5553 | 0.2678 | 0.5155 | 0.021* | |
C39 | 0.4943 (4) | 0.1223 (4) | 0.5565 (4) | 0.0225 (10) | |
H39A | 0.4616 | 0.1489 | 0.4892 | 0.027* | |
C40 | 0.4859 (4) | 0.0141 (4) | 0.6380 (4) | 0.0230 (10) | |
H40A | 0.4477 | −0.0348 | 0.6274 | 0.028* | |
C41 | 0.5337 (3) | −0.0241 (4) | 0.7369 (4) | 0.0233 (10) | |
H41A | 0.5276 | −0.0990 | 0.7936 | 0.028* | |
C42 | 0.5899 (3) | 0.0469 (4) | 0.7526 (4) | 0.0186 (9) | |
H42A | 0.6216 | 0.0201 | 0.8205 | 0.022* | |
C43 | 0.7467 (3) | 0.1943 (4) | 0.7385 (3) | 0.0167 (9) | |
C44 | 0.8148 (3) | 0.1077 (4) | 0.7362 (4) | 0.0207 (10) | |
H44A | 0.7968 | 0.0706 | 0.6979 | 0.025* | |
C45 | 0.9077 (4) | 0.0742 (4) | 0.7877 (4) | 0.0285 (11) | |
H45A | 0.9517 | 0.0144 | 0.7852 | 0.034* | |
C46 | 0.9372 (4) | 0.1280 (4) | 0.8436 (4) | 0.0310 (12) | |
H46A | 1.0007 | 0.1051 | 0.8795 | 0.037* | |
C47 | 0.8718 (4) | 0.2152 (4) | 0.8456 (4) | 0.0266 (11) | |
H47A | 0.8913 | 0.2534 | 0.8822 | 0.032* | |
C48 | 0.7779 (3) | 0.2476 (4) | 0.7946 (4) | 0.0211 (10) | |
H48A | 0.7339 | 0.3071 | 0.7977 | 0.025* | |
C49 | 1.0007 (4) | 0.8477 (5) | 0.5371 (5) | 0.0363 (13) | |
H49A | 1.0683 | 0.8361 | 0.5061 | 0.044* | |
C50 | 0.9877 (4) | 0.8289 (5) | 0.6451 (5) | 0.0380 (13) | |
H50A | 1.0458 | 0.8023 | 0.6895 | 0.046* | |
C51 | 0.8906 (5) | 0.8483 (5) | 0.6894 (5) | 0.0424 (14) | |
H51A | 0.8823 | 0.8369 | 0.7637 | 0.051* | |
C52 | 0.8041 (4) | 0.8847 (5) | 0.6255 (5) | 0.0365 (13) | |
H52A | 0.7368 | 0.8977 | 0.6560 | 0.044* | |
C53 | 0.8177 (4) | 0.9014 (4) | 0.5189 (5) | 0.0326 (12) | |
H53A | 0.7592 | 0.9254 | 0.4752 | 0.039* | |
C54 | 0.9157 (4) | 0.8838 (5) | 0.4732 (5) | 0.0329 (12) | |
H54A | 0.9243 | 0.8963 | 0.3985 | 0.039* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Er1 | 0.01054 (9) | 0.01134 (10) | 0.01106 (9) | −0.00114 (7) | −0.00026 (7) | −0.00374 (7) |
Er2 | 0.01002 (9) | 0.01011 (10) | 0.01026 (8) | −0.00106 (7) | −0.00127 (7) | −0.00248 (7) |
O1 | 0.0114 (14) | 0.0144 (15) | 0.0126 (13) | −0.0020 (11) | 0.0011 (11) | −0.0060 (11) |
N1 | 0.0160 (18) | 0.0145 (18) | 0.0150 (16) | −0.0019 (14) | −0.0014 (14) | −0.0072 (14) |
N2 | 0.0142 (17) | 0.0123 (17) | 0.0125 (16) | −0.0025 (14) | −0.0005 (13) | −0.0059 (14) |
N3 | 0.0184 (18) | 0.0159 (19) | 0.0183 (17) | −0.0009 (15) | −0.0016 (15) | −0.0072 (15) |
N4 | 0.0132 (17) | 0.0133 (18) | 0.0149 (16) | −0.0011 (14) | −0.0026 (13) | −0.0063 (14) |
C1 | 0.014 (2) | 0.012 (2) | 0.0132 (18) | −0.0010 (16) | −0.0058 (16) | −0.0014 (16) |
C2 | 0.016 (2) | 0.017 (2) | 0.021 (2) | −0.0027 (17) | −0.0060 (17) | −0.0075 (18) |
C3 | 0.015 (2) | 0.022 (3) | 0.022 (2) | −0.0070 (18) | −0.0036 (18) | −0.0042 (18) |
C4 | 0.012 (2) | 0.025 (2) | 0.016 (2) | −0.0036 (17) | −0.0029 (16) | −0.0057 (18) |
C5 | 0.016 (2) | 0.018 (2) | 0.0156 (19) | 0.0047 (17) | −0.0063 (17) | −0.0064 (17) |
C6 | 0.012 (2) | 0.017 (2) | 0.0135 (18) | −0.0032 (16) | −0.0037 (15) | −0.0043 (16) |
C7 | 0.021 (2) | 0.012 (2) | 0.0162 (19) | −0.0026 (17) | −0.0014 (17) | −0.0054 (16) |
C8 | 0.021 (2) | 0.018 (2) | 0.022 (2) | −0.0006 (18) | −0.0034 (18) | −0.0088 (18) |
C9 | 0.028 (2) | 0.027 (3) | 0.028 (2) | −0.003 (2) | −0.008 (2) | −0.015 (2) |
C10 | 0.045 (3) | 0.025 (3) | 0.027 (2) | −0.001 (2) | −0.004 (2) | −0.018 (2) |
C11 | 0.028 (3) | 0.020 (2) | 0.030 (2) | 0.002 (2) | −0.004 (2) | −0.014 (2) |
C12 | 0.023 (2) | 0.019 (2) | 0.018 (2) | −0.0013 (18) | −0.0055 (18) | −0.0068 (18) |
C13 | 0.010 (2) | 0.011 (2) | 0.018 (2) | 0.0024 (15) | −0.0012 (16) | −0.0035 (16) |
C14 | 0.019 (2) | 0.015 (2) | 0.019 (2) | −0.0018 (17) | −0.0008 (17) | −0.0081 (17) |
C15 | 0.023 (2) | 0.012 (2) | 0.026 (2) | −0.0031 (18) | 0.0059 (19) | −0.0053 (18) |
C16 | 0.019 (2) | 0.016 (2) | 0.039 (3) | −0.0037 (18) | 0.000 (2) | −0.015 (2) |
C17 | 0.021 (2) | 0.018 (2) | 0.029 (2) | 0.0010 (18) | −0.0042 (19) | −0.016 (2) |
C18 | 0.015 (2) | 0.012 (2) | 0.018 (2) | 0.0008 (16) | −0.0039 (16) | −0.0058 (16) |
C19 | 0.0080 (19) | 0.018 (2) | 0.0136 (18) | −0.0033 (16) | 0.0017 (15) | −0.0053 (16) |
C20 | 0.024 (2) | 0.017 (2) | 0.018 (2) | −0.0017 (18) | −0.0071 (18) | −0.0058 (18) |
C21 | 0.034 (3) | 0.022 (2) | 0.023 (2) | −0.005 (2) | −0.007 (2) | −0.012 (2) |
C22 | 0.023 (2) | 0.034 (3) | 0.019 (2) | 0.000 (2) | −0.0063 (18) | −0.014 (2) |
C23 | 0.021 (2) | 0.027 (3) | 0.016 (2) | 0.0011 (19) | −0.0050 (18) | −0.0067 (19) |
C24 | 0.019 (2) | 0.018 (2) | 0.020 (2) | 0.0005 (18) | −0.0010 (17) | −0.0070 (18) |
C25 | 0.021 (2) | 0.018 (2) | 0.019 (2) | −0.0015 (18) | −0.0006 (17) | −0.0119 (18) |
C26 | 0.018 (2) | 0.024 (3) | 0.024 (2) | 0.0005 (19) | 0.0035 (18) | −0.013 (2) |
C27 | 0.027 (3) | 0.028 (3) | 0.027 (3) | −0.007 (2) | 0.008 (2) | −0.009 (2) |
C28 | 0.029 (3) | 0.032 (3) | 0.030 (3) | −0.011 (2) | 0.006 (2) | −0.016 (2) |
C29 | 0.020 (2) | 0.039 (3) | 0.028 (2) | −0.002 (2) | 0.003 (2) | −0.020 (2) |
C30 | 0.017 (2) | 0.028 (3) | 0.023 (2) | −0.0006 (19) | −0.0032 (18) | −0.013 (2) |
C31 | 0.009 (2) | 0.026 (2) | 0.028 (2) | 0.0013 (17) | 0.0000 (17) | −0.018 (2) |
C32 | 0.019 (2) | 0.029 (3) | 0.030 (2) | −0.003 (2) | −0.0010 (19) | −0.018 (2) |
C33 | 0.017 (2) | 0.041 (3) | 0.042 (3) | 0.001 (2) | −0.006 (2) | −0.033 (3) |
C34 | 0.020 (2) | 0.028 (3) | 0.052 (3) | −0.004 (2) | 0.005 (2) | −0.028 (3) |
C35 | 0.024 (2) | 0.023 (3) | 0.042 (3) | −0.005 (2) | 0.004 (2) | −0.016 (2) |
C36 | 0.018 (2) | 0.026 (3) | 0.031 (3) | −0.0043 (19) | 0.0055 (19) | −0.019 (2) |
C37 | 0.014 (2) | 0.017 (2) | 0.0130 (18) | 0.0007 (17) | 0.0023 (16) | −0.0063 (17) |
C38 | 0.019 (2) | 0.015 (2) | 0.0162 (19) | −0.0011 (17) | 0.0018 (17) | −0.0049 (17) |
C39 | 0.021 (2) | 0.027 (3) | 0.024 (2) | −0.0035 (19) | 0.0029 (19) | −0.016 (2) |
C40 | 0.025 (2) | 0.022 (2) | 0.029 (2) | −0.0068 (19) | 0.003 (2) | −0.018 (2) |
C41 | 0.028 (2) | 0.014 (2) | 0.025 (2) | −0.0029 (19) | 0.007 (2) | −0.0091 (19) |
C42 | 0.019 (2) | 0.018 (2) | 0.017 (2) | 0.0001 (17) | −0.0018 (17) | −0.0072 (18) |
C43 | 0.011 (2) | 0.015 (2) | 0.0128 (18) | 0.0003 (16) | −0.0007 (15) | 0.0014 (16) |
C44 | 0.017 (2) | 0.021 (2) | 0.019 (2) | 0.0022 (18) | −0.0004 (17) | −0.0063 (18) |
C45 | 0.018 (2) | 0.027 (3) | 0.026 (2) | 0.002 (2) | 0.0027 (19) | −0.003 (2) |
C46 | 0.013 (2) | 0.035 (3) | 0.025 (2) | −0.001 (2) | −0.0031 (19) | 0.001 (2) |
C47 | 0.022 (2) | 0.028 (3) | 0.020 (2) | −0.011 (2) | −0.0058 (19) | −0.0003 (19) |
C48 | 0.017 (2) | 0.016 (2) | 0.019 (2) | −0.0024 (18) | −0.0006 (17) | −0.0003 (17) |
C49 | 0.027 (3) | 0.038 (3) | 0.047 (3) | −0.004 (2) | −0.001 (2) | −0.022 (3) |
C50 | 0.033 (3) | 0.037 (3) | 0.039 (3) | −0.005 (2) | −0.007 (2) | −0.012 (3) |
C51 | 0.050 (4) | 0.049 (4) | 0.029 (3) | −0.010 (3) | −0.002 (3) | −0.017 (3) |
C52 | 0.033 (3) | 0.036 (3) | 0.036 (3) | −0.005 (2) | 0.003 (2) | −0.014 (2) |
C53 | 0.032 (3) | 0.031 (3) | 0.036 (3) | −0.003 (2) | −0.007 (2) | −0.016 (2) |
C54 | 0.034 (3) | 0.038 (3) | 0.031 (3) | −0.006 (2) | 0.001 (2) | −0.019 (2) |
Geometric parameters (Å, º) top Er1—Cnt | 2.516 | C19—Er2i | 2.903 (4) |
Er1—O1 | 2.095 (3) | C20—C21 | 1.403 (6) |
Er1—N3 | 2.222 (3) | C20—H20A | 0.9500 |
Er1—N2 | 2.367 (4) | C21—C22 | 1.367 (7) |
Er1—C6 | 2.761 (4) | C21—H21A | 0.9500 |
Er1—C5 | 2.784 (4) | C22—C23 | 1.380 (7) |
Er1—C18 | 2.805 (4) | C22—H22A | 0.9500 |
Er1—C13 | 2.812 (4) | C23—C24 | 1.385 (6) |
Er1—C1 | 2.871 (4) | C23—H23A | 0.9500 |
Er1—C4 | 2.884 (4) | C24—H24A | 0.9500 |
Er1—C25 | 2.904 (4) | C25—C26 | 1.392 (6) |
Er1—C2 | 2.988 (4) | C25—C30 | 1.404 (6) |
Er1—C3 | 2.989 (4) | C26—C27 | 1.394 (6) |
Er2—O1 | 2.190 (3) | C26—H26A | 0.9500 |
Er2—O1i | 2.245 (3) | C27—C28 | 1.379 (7) |
Er2—N1 | 2.303 (3) | C27—H27A | 0.9500 |
Er2—N4 | 2.313 (4) | C28—C29 | 1.387 (7) |
Er2—N2i | 2.563 (3) | C28—H28A | 0.9500 |
Er2—C19i | 2.903 (4) | C29—C30 | 1.375 (6) |
Er2—Er2i | 3.4836 (4) | C29—H29A | 0.9500 |
Er2—Er1i | 3.5734 (3) | C30—H30A | 0.9500 |
O1—Er2i | 2.245 (3) | C31—C36 | 1.398 (7) |
N1—C1 | 1.376 (5) | C31—C32 | 1.408 (6) |
N1—C7 | 1.434 (5) | C32—C33 | 1.393 (7) |
N2—C13 | 1.415 (5) | C32—H32A | 0.9500 |
N2—C19 | 1.425 (5) | C33—C34 | 1.368 (8) |
N2—Er2i | 2.563 (3) | C33—H33A | 0.9500 |
N3—C31 | 1.393 (6) | C34—C35 | 1.391 (7) |
N3—C25 | 1.412 (5) | C34—H34A | 0.9500 |
N4—C43 | 1.408 (5) | C35—C36 | 1.381 (7) |
N4—C37 | 1.411 (5) | C35—H35A | 0.9500 |
C1—C2 | 1.417 (6) | C36—H36A | 0.9500 |
C1—C6 | 1.442 (6) | C37—C38 | 1.397 (6) |
C2—C3 | 1.398 (6) | C37—C42 | 1.405 (6) |
C2—H2A | 0.9500 | C38—C39 | 1.386 (6) |
C3—C4 | 1.391 (6) | C38—H38A | 0.9500 |
C3—H3A | 0.9500 | C39—C40 | 1.370 (7) |
C4—C5 | 1.395 (6) | C39—H39A | 0.9500 |
C4—H4A | 0.9500 | C40—C41 | 1.396 (7) |
C5—C6 | 1.383 (6) | C40—H40A | 0.9500 |
C5—H5A | 0.9500 | C41—C42 | 1.388 (6) |
C6—H6A | 0.9500 | C41—H41A | 0.9500 |
C7—C12 | 1.385 (6) | C42—H42A | 0.9500 |
C7—C8 | 1.403 (6) | C43—C44 | 1.398 (6) |
C8—C9 | 1.387 (6) | C43—C48 | 1.406 (7) |
C8—H8A | 0.9500 | C44—C45 | 1.383 (6) |
C9—C10 | 1.389 (7) | C44—H44A | 0.9500 |
C9—H9A | 0.9500 | C45—C46 | 1.399 (8) |
C10—C11 | 1.380 (7) | C45—H45A | 0.9500 |
C10—H10A | 0.9500 | C46—C47 | 1.385 (7) |
C11—C12 | 1.397 (6) | C46—H46A | 0.9500 |
C11—H11A | 0.9500 | C47—C48 | 1.393 (6) |
C12—H12A | 0.9500 | C47—H47A | 0.9500 |
C13—C18 | 1.395 (6) | C48—H48A | 0.9500 |
C13—C14 | 1.416 (6) | C49—C50 | 1.371 (8) |
C14—C15 | 1.383 (6) | C49—C54 | 1.383 (8) |
C14—H14A | 0.9500 | C49—H49A | 0.9500 |
C15—C16 | 1.386 (7) | C50—C51 | 1.374 (8) |
C15—H15A | 0.9500 | C50—H50A | 0.9500 |
C16—C17 | 1.392 (7) | C51—C52 | 1.398 (8) |
C16—H16A | 0.9500 | C51—H51A | 0.9500 |
C17—C18 | 1.400 (6) | C52—C53 | 1.362 (7) |
C17—H17A | 0.9500 | C52—H52A | 0.9500 |
C18—H18A | 0.9500 | C53—C54 | 1.384 (7) |
C19—C20 | 1.372 (6) | C53—H53A | 0.9500 |
C19—C24 | 1.416 (6) | C54—H54A | 0.9500 |
| | | |
Cnt—Er1—O1 | 103.8 | Er1—C6—H6A | 115.2 |
Cnt—Er1—N1 | 148.5 | C12—C7—C8 | 118.6 (4) |
Cnt—Er1—N2 | 106.2 | C12—C7—N1 | 121.1 (4) |
O1—Er1—N3 | 102.87 (12) | C8—C7—N1 | 120.2 (4) |
O1—Er1—N2 | 81.47 (11) | C9—C8—C7 | 120.7 (4) |
N3—Er1—N2 | 102.68 (13) | C9—C8—H8A | 119.7 |
O1—Er1—C6 | 78.87 (11) | C7—C8—H8A | 119.7 |
N3—Er1—C6 | 95.72 (13) | C8—C9—C10 | 119.9 (4) |
N2—Er1—C6 | 155.59 (12) | C8—C9—H9A | 120.1 |
O1—Er1—C5 | 104.41 (12) | C10—C9—H9A | 120.1 |
N3—Er1—C5 | 77.15 (13) | C11—C10—C9 | 120.1 (5) |
N2—Er1—C5 | 174.04 (12) | C11—C10—H10A | 119.9 |
C6—Er1—C5 | 28.87 (12) | C9—C10—H10A | 119.9 |
O1—Er1—C18 | 107.51 (12) | C10—C11—C12 | 119.9 (5) |
N3—Er1—C18 | 137.18 (13) | C10—C11—H11A | 120.0 |
N2—Er1—C18 | 54.34 (12) | C12—C11—H11A | 120.0 |
C6—Er1—C18 | 119.04 (13) | C7—C12—C11 | 120.8 (4) |
C5—Er1—C18 | 121.87 (13) | C7—C12—H12A | 119.6 |
O1—Er1—C13 | 105.59 (11) | C11—C12—H12A | 119.6 |
N3—Er1—C13 | 113.71 (13) | C18—C13—N2 | 116.8 (4) |
N2—Er1—C13 | 30.18 (11) | C18—C13—C14 | 117.1 (4) |
C6—Er1—C13 | 147.75 (13) | N2—C13—C14 | 125.3 (4) |
C5—Er1—C13 | 144.46 (12) | C18—C13—Er1 | 75.3 (2) |
C18—Er1—C13 | 28.76 (12) | N2—C13—Er1 | 57.2 (2) |
O1—Er1—C1 | 76.44 (11) | C14—C13—Er1 | 131.7 (3) |
N3—Er1—C1 | 125.21 (13) | C15—C14—C13 | 121.1 (4) |
N2—Er1—C1 | 130.40 (12) | C15—C14—H14A | 119.5 |
C6—Er1—C1 | 29.58 (12) | C13—C14—H14A | 119.5 |
C5—Er1—C1 | 51.58 (12) | C14—C15—C16 | 121.1 (4) |
C18—Er1—C1 | 91.24 (12) | C14—C15—H15A | 119.4 |
C13—Er1—C1 | 119.16 (12) | C16—C15—H15A | 119.4 |
O1—Er1—C4 | 129.68 (12) | C15—C16—C17 | 118.9 (4) |
N3—Er1—C4 | 85.36 (13) | C15—C16—H16A | 120.5 |
N2—Er1—C4 | 145.78 (12) | C17—C16—H16A | 120.5 |
C6—Er1—C4 | 50.82 (12) | C16—C17—C18 | 120.1 (4) |
C5—Er1—C4 | 28.43 (12) | C16—C17—H17A | 120.0 |
C18—Er1—C4 | 97.37 (13) | C18—C17—H17A | 120.0 |
C13—Er1—C4 | 116.22 (12) | C13—C18—C17 | 121.7 (4) |
C1—Er1—C4 | 59.66 (12) | C13—C18—Er1 | 75.9 (2) |
O1—Er1—C25 | 130.35 (12) | C17—C18—Er1 | 129.9 (3) |
N3—Er1—C25 | 28.19 (12) | C13—C18—H18A | 119.2 |
N2—Er1—C25 | 98.55 (12) | C17—C18—H18A | 119.2 |
C6—Er1—C25 | 105.17 (13) | Er1—C18—H18A | 65.9 |
C5—Er1—C25 | 78.44 (13) | C20—C19—C24 | 118.4 (4) |
C18—Er1—C25 | 112.34 (12) | C20—C19—N2 | 118.0 (4) |
C13—Er1—C25 | 96.02 (12) | C24—C19—N2 | 123.4 (4) |
C1—Er1—C25 | 129.44 (12) | C20—C19—Er2i | 87.9 (3) |
C4—Er1—C25 | 72.95 (12) | C24—C19—Er2i | 116.4 (3) |
O1—Er1—C2 | 100.08 (11) | N2—C19—Er2i | 61.94 (19) |
N3—Er1—C2 | 132.84 (13) | C19—C20—C21 | 121.1 (4) |
N2—Er1—C2 | 121.19 (12) | C19—C20—H20A | 119.4 |
C6—Er1—C2 | 49.61 (12) | C21—C20—H20A | 119.4 |
C5—Er1—C2 | 57.37 (13) | C22—C21—C20 | 119.9 (5) |
C18—Er1—C2 | 70.02 (12) | C22—C21—H21A | 120.1 |
C13—Er1—C2 | 98.66 (12) | C20—C21—H21A | 120.1 |
C1—Er1—C2 | 27.89 (11) | C21—C22—C23 | 120.0 (4) |
C4—Er1—C2 | 48.81 (12) | C21—C22—H22A | 120.0 |
C25—Er1—C2 | 120.41 (12) | C23—C22—H22A | 120.0 |
O1—Er1—C3 | 125.75 (12) | C22—C23—C24 | 120.8 (4) |
N3—Er1—C3 | 111.63 (13) | C22—C23—H23A | 119.6 |
N2—Er1—C3 | 126.87 (12) | C24—C23—H23A | 119.6 |
C6—Er1—C3 | 57.72 (12) | C23—C24—C19 | 119.7 (4) |
C5—Er1—C3 | 48.83 (13) | C23—C24—H24A | 120.2 |
C18—Er1—C3 | 73.12 (12) | C19—C24—H24A | 120.2 |
C13—Er1—C3 | 97.40 (12) | C26—C25—C30 | 117.5 (4) |
C1—Er1—C3 | 49.59 (12) | C26—C25—N3 | 119.1 (4) |
C4—Er1—C3 | 27.32 (12) | C30—C25—N3 | 123.0 (4) |
C25—Er1—C3 | 93.91 (12) | C26—C25—Er1 | 84.9 (3) |
C2—Er1—C3 | 27.06 (11) | C30—C25—Er1 | 134.4 (3) |
O1—Er2—O1i | 76.46 (11) | N3—C25—Er1 | 48.0 (2) |
O1—Er2—N1 | 86.63 (11) | C25—C26—C27 | 122.3 (4) |
O1i—Er2—N1 | 115.28 (12) | C25—C26—H26A | 118.8 |
O1—Er2—N4 | 107.41 (11) | C27—C26—H26A | 118.8 |
O1i—Er2—N4 | 145.79 (11) | C28—C27—C26 | 118.9 (5) |
N1—Er2—N4 | 98.93 (12) | C28—C27—H27A | 120.6 |
O1—Er2—N2i | 140.60 (11) | C26—C27—H27A | 120.6 |
O1i—Er2—N2i | 74.44 (10) | C27—C28—C29 | 119.6 (5) |
N1—Er2—N2i | 129.93 (12) | C27—C28—H28A | 120.2 |
N4—Er2—N2i | 83.60 (12) | C29—C28—H28A | 120.2 |
O1—Er2—C19i | 167.75 (11) | C30—C29—C28 | 121.4 (5) |
O1i—Er2—C19i | 91.60 (11) | C30—C29—H29A | 119.3 |
N1—Er2—C19i | 101.16 (12) | C28—C29—H29A | 119.3 |
N4—Er2—C19i | 80.92 (12) | C29—C30—C25 | 120.2 (5) |
N2i—Er2—C19i | 29.38 (11) | C29—C30—H30A | 119.9 |
O1—Er2—Er2i | 38.79 (7) | C25—C30—H30A | 119.9 |
O1i—Er2—Er2i | 37.67 (7) | N3—C31—C36 | 121.0 (4) |
N1—Er2—Er2i | 103.78 (9) | N3—C31—C32 | 121.5 (4) |
N4—Er2—Er2i | 136.14 (9) | C36—C31—C32 | 117.5 (4) |
N2i—Er2—Er2i | 108.23 (8) | C33—C32—C31 | 120.3 (5) |
C19i—Er2—Er2i | 129.22 (8) | C33—C32—H32A | 119.8 |
O1—Er2—Er1i | 104.75 (7) | C31—C32—H32A | 119.8 |
O1i—Er2—Er1i | 33.22 (7) | C34—C33—C32 | 121.1 (5) |
N1—Er2—Er1i | 133.86 (9) | C34—C33—H33A | 119.5 |
N4—Er2—Er1i | 118.69 (8) | C32—C33—H33A | 119.5 |
N2i—Er2—Er1i | 41.42 (8) | C33—C34—C35 | 119.4 (5) |
C19i—Er2—Er1i | 63.05 (8) | C33—C34—H34A | 120.3 |
Er2i—Er2—Er1i | 67.723 (6) | C35—C34—H34A | 120.3 |
O1—Er2—Er1 | 22.83 (7) | C36—C35—C34 | 120.2 (5) |
O1i—Er2—Er1 | 93.38 (7) | C36—C35—H35A | 119.9 |
N1—Er2—Er1 | 65.26 (9) | C34—C35—H35A | 119.9 |
N4—Er2—Er1 | 101.68 (8) | C35—C36—C31 | 121.5 (5) |
N2i—Er2—Er1 | 163.43 (8) | C35—C36—H36A | 119.3 |
C19i—Er2—Er1 | 166.36 (8) | C31—C36—H36A | 119.3 |
Er2i—Er2—Er1 | 57.225 (7) | C38—C37—C42 | 116.8 (4) |
Er1i—Er2—Er1 | 124.949 (6) | C38—C37—N4 | 119.5 (4) |
Er1—O1—Er2 | 133.25 (14) | C42—C37—N4 | 123.6 (4) |
Er1—O1—Er2i | 110.82 (12) | C39—C38—C37 | 122.5 (4) |
Er2—O1—Er2i | 103.54 (11) | C39—C38—H38A | 118.8 |
C1—N1—C7 | 116.7 (3) | C37—C38—H38A | 118.8 |
C1—N1—Er2 | 116.2 (3) | C40—C39—C38 | 119.7 (5) |
C7—N1—Er2 | 125.9 (3) | C40—C39—H39A | 120.1 |
C13—N2—C19 | 119.3 (3) | C38—C39—H39A | 120.1 |
C13—N2—Er1 | 92.6 (2) | C39—C40—C41 | 119.8 (4) |
C19—N2—Er1 | 128.1 (3) | C39—C40—H40A | 120.1 |
C13—N2—Er2i | 138.0 (3) | C41—C40—H40A | 120.1 |
C19—N2—Er2i | 88.7 (2) | C42—C41—C40 | 120.3 (4) |
Er1—N2—Er2i | 92.84 (11) | C42—C41—H41A | 119.9 |
C31—N3—C25 | 117.6 (4) | C40—C41—H41A | 119.9 |
C31—N3—Er1 | 137.7 (3) | C41—C42—C37 | 121.0 (4) |
C25—N3—Er1 | 103.8 (3) | C41—C42—H42A | 119.5 |
C43—N4—C37 | 117.5 (4) | C37—C42—H42A | 119.5 |
C43—N4—Er2 | 130.3 (3) | C44—C43—C48 | 116.7 (4) |
C37—N4—Er2 | 111.8 (3) | C44—C43—N4 | 123.6 (4) |
N1—C1—C2 | 124.2 (4) | C48—C43—N4 | 119.5 (4) |
N1—C1—C6 | 119.8 (4) | C45—C44—C43 | 122.2 (5) |
C2—C1—C6 | 115.7 (4) | C45—C44—H44A | 118.9 |
N1—C1—Er1 | 112.7 (3) | C43—C44—H44A | 118.9 |
C2—C1—Er1 | 80.6 (2) | C44—C45—C46 | 120.3 (5) |
C6—C1—Er1 | 71.0 (2) | C44—C45—H45A | 119.8 |
C3—C2—C1 | 121.8 (4) | C46—C45—H45A | 119.8 |
C3—C2—Er1 | 76.5 (3) | C47—C46—C45 | 118.7 (5) |
C1—C2—Er1 | 71.5 (2) | C47—C46—H46A | 120.7 |
C3—C2—H2A | 119.1 | C45—C46—H46A | 120.7 |
C1—C2—H2A | 119.1 | C46—C47—C48 | 120.7 (5) |
Er1—C2—H2A | 124.5 | C46—C47—H47A | 119.7 |
C4—C3—C2 | 121.0 (4) | C48—C47—H47A | 119.7 |
C4—C3—Er1 | 72.1 (2) | C47—C48—C43 | 121.5 (5) |
C2—C3—Er1 | 76.4 (2) | C47—C48—H48A | 119.3 |
C4—C3—H3A | 119.5 | C43—C48—H48A | 119.3 |
C2—C3—H3A | 119.5 | C50—C49—C54 | 120.0 (5) |
Er1—C3—H3A | 123.4 | C50—C49—H49A | 120.0 |
C3—C4—C5 | 118.4 (4) | C54—C49—H49A | 120.0 |
C3—C4—Er1 | 80.6 (2) | C49—C50—C51 | 120.2 (6) |
C5—C4—Er1 | 71.8 (2) | C49—C50—H50A | 119.9 |
C3—C4—H4A | 120.8 | C51—C50—H50A | 119.9 |
C5—C4—H4A | 120.8 | C50—C51—C52 | 120.3 (5) |
Er1—C4—H4A | 117.7 | C50—C51—H51A | 119.9 |
C6—C5—C4 | 121.6 (4) | C52—C51—H51A | 119.9 |
C6—C5—Er1 | 74.6 (2) | C53—C52—C51 | 119.0 (5) |
C4—C5—Er1 | 79.8 (3) | C53—C52—H52A | 120.5 |
C6—C5—H5A | 119.2 | C51—C52—H52A | 120.5 |
C4—C5—H5A | 119.2 | C52—C53—C54 | 121.0 (5) |
Er1—C5—H5A | 117.0 | C52—C53—H53A | 119.5 |
C5—C6—C1 | 121.3 (4) | C54—C53—H53A | 119.5 |
C5—C6—Er1 | 76.5 (2) | C49—C54—C53 | 119.6 (5) |
C1—C6—Er1 | 79.4 (2) | C49—C54—H54A | 120.2 |
C5—C6—H6A | 119.4 | C53—C54—H54A | 120.2 |
C1—C6—H6A | 119.4 | | |
| | | |
C7—N1—C1—C2 | −31.7 (6) | Er1—N2—C19—Er2i | 92.6 (2) |
Er2—N1—C1—C2 | 136.5 (4) | C24—C19—C20—C21 | 3.1 (6) |
C7—N1—C1—C6 | 153.8 (4) | N2—C19—C20—C21 | 178.6 (4) |
Er2—N1—C1—C6 | −38.0 (5) | Er2i—C19—C20—C21 | 122.1 (4) |
C7—N1—C1—Er1 | −125.8 (3) | C19—C20—C21—C22 | 0.3 (7) |
Er2—N1—C1—Er1 | 42.4 (3) | C20—C21—C22—C23 | −2.6 (7) |
N1—C1—C2—C3 | −171.4 (4) | C21—C22—C23—C24 | 1.5 (7) |
C6—C1—C2—C3 | 3.3 (6) | C22—C23—C24—C19 | 1.9 (6) |
Er1—C1—C2—C3 | −60.2 (4) | C20—C19—C24—C23 | −4.1 (6) |
N1—C1—C2—Er1 | −111.2 (4) | N2—C19—C24—C23 | −179.4 (4) |
C6—C1—C2—Er1 | 63.5 (3) | Er2i—C19—C24—C23 | −106.9 (4) |
C1—C2—C3—C4 | −1.3 (7) | C31—N3—C25—C26 | 138.6 (4) |
Er1—C2—C3—C4 | −59.1 (4) | Er1—N3—C25—C26 | −50.2 (5) |
C1—C2—C3—Er1 | 57.8 (4) | C31—N3—C25—C30 | −48.7 (6) |
C2—C3—C4—C5 | −2.1 (6) | Er1—N3—C25—C30 | 122.5 (4) |
Er1—C3—C4—C5 | −63.3 (4) | C31—N3—C25—Er1 | −171.2 (5) |
C2—C3—C4—Er1 | 61.2 (4) | C30—C25—C26—C27 | −0.6 (7) |
C3—C4—C5—C6 | 3.3 (6) | N3—C25—C26—C27 | 172.5 (4) |
Er1—C4—C5—C6 | −64.7 (4) | Er1—C25—C26—C27 | 137.5 (5) |
C3—C4—C5—Er1 | 68.0 (4) | C25—C26—C27—C28 | 1.6 (8) |
C4—C5—C6—C1 | −1.2 (6) | C26—C27—C28—C29 | −0.5 (8) |
Er1—C5—C6—C1 | −68.5 (4) | C27—C28—C29—C30 | −1.7 (8) |
C4—C5—C6—Er1 | 67.3 (4) | C28—C29—C30—C25 | 2.7 (7) |
N1—C1—C6—C5 | 172.8 (4) | C26—C25—C30—C29 | −1.6 (7) |
C2—C1—C6—C5 | −2.1 (6) | N3—C25—C30—C29 | −174.4 (4) |
Er1—C1—C6—C5 | 67.0 (4) | Er1—C25—C30—C29 | −113.1 (5) |
N1—C1—C6—Er1 | 105.9 (4) | C25—N3—C31—C36 | 150.8 (4) |
C2—C1—C6—Er1 | −69.1 (3) | Er1—N3—C31—C36 | −16.4 (7) |
C1—N1—C7—C12 | 124.5 (4) | C25—N3—C31—C32 | −32.3 (6) |
Er2—N1—C7—C12 | −42.3 (5) | Er1—N3—C31—C32 | 160.5 (3) |
C1—N1—C7—C8 | −59.9 (5) | N3—C31—C32—C33 | −179.0 (4) |
Er2—N1—C7—C8 | 133.3 (4) | C36—C31—C32—C33 | −2.0 (7) |
C12—C7—C8—C9 | 1.5 (7) | C31—C32—C33—C34 | 1.9 (7) |
N1—C7—C8—C9 | −174.3 (4) | C32—C33—C34—C35 | −0.6 (8) |
C7—C8—C9—C10 | −0.4 (7) | C33—C34—C35—C36 | −0.6 (8) |
C8—C9—C10—C11 | −0.3 (8) | C34—C35—C36—C31 | 0.4 (7) |
C9—C10—C11—C12 | 0.0 (8) | N3—C31—C36—C35 | 177.9 (4) |
C8—C7—C12—C11 | −1.8 (6) | C32—C31—C36—C35 | 0.9 (7) |
N1—C7—C12—C11 | 173.9 (4) | C43—N4—C37—C38 | −144.9 (4) |
C10—C11—C12—C7 | 1.1 (7) | Er2—N4—C37—C38 | 41.8 (4) |
C19—N2—C13—C18 | 174.3 (4) | C43—N4—C37—C42 | 38.1 (6) |
Er1—N2—C13—C18 | −48.5 (4) | Er2—N4—C37—C42 | −135.2 (4) |
Er2i—N2—C13—C18 | 48.7 (6) | C42—C37—C38—C39 | −1.2 (6) |
C19—N2—C13—C14 | −16.4 (6) | N4—C37—C38—C39 | −178.4 (4) |
Er1—N2—C13—C14 | 120.8 (4) | C37—C38—C39—C40 | 0.5 (7) |
Er2i—N2—C13—C14 | −142.0 (4) | C38—C39—C40—C41 | 0.3 (7) |
C19—N2—C13—Er1 | −137.2 (4) | C39—C40—C41—C42 | −0.3 (7) |
Er2i—N2—C13—Er1 | 97.2 (4) | C40—C41—C42—C37 | −0.5 (7) |
C18—C13—C14—C15 | 0.5 (6) | C38—C37—C42—C41 | 1.3 (6) |
N2—C13—C14—C15 | −168.8 (4) | N4—C37—C42—C41 | 178.3 (4) |
Er1—C13—C14—C15 | −93.8 (5) | C37—N4—C43—C44 | 32.4 (6) |
C13—C14—C15—C16 | 0.3 (7) | Er2—N4—C43—C44 | −155.8 (3) |
C14—C15—C16—C17 | −0.6 (7) | C37—N4—C43—C48 | −152.6 (4) |
C15—C16—C17—C18 | −0.1 (7) | Er2—N4—C43—C48 | 19.2 (5) |
N2—C13—C18—C17 | 169.1 (4) | C48—C43—C44—C45 | 1.0 (6) |
C14—C13—C18—C17 | −1.1 (6) | N4—C43—C44—C45 | 176.2 (4) |
Er1—C13—C18—C17 | 128.5 (4) | C43—C44—C45—C46 | −0.7 (7) |
N2—C13—C18—Er1 | 40.6 (3) | C44—C45—C46—C47 | −0.3 (7) |
C14—C13—C18—Er1 | −129.6 (4) | C45—C46—C47—C48 | 1.0 (7) |
C16—C17—C18—C13 | 0.9 (7) | C46—C47—C48—C43 | −0.7 (7) |
C16—C17—C18—Er1 | 99.2 (5) | C44—C43—C48—C47 | −0.3 (6) |
C13—N2—C19—C20 | 142.4 (4) | N4—C43—C48—C47 | −175.7 (4) |
Er1—N2—C19—C20 | 22.0 (5) | C54—C49—C50—C51 | −1.6 (9) |
Er2i—N2—C19—C20 | −70.6 (4) | C49—C50—C51—C52 | 1.6 (9) |
C13—N2—C19—C24 | −42.4 (6) | C50—C51—C52—C53 | −0.5 (9) |
Er1—N2—C19—C24 | −162.8 (3) | C51—C52—C53—C54 | −0.6 (8) |
Er2i—N2—C19—C24 | 104.6 (4) | C50—C49—C54—C53 | 0.5 (9) |
C13—N2—C19—Er2i | −147.0 (4) | C52—C53—C54—C49 | 0.6 (8) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Selected bond distances (Å) and angles (°) of Ln(NPh2)3(THF)2, 1-Ln topParameter | 1-Y | 1-Er |
Ln1—N1 | 2.2612 (14) | 2.2733 (15) |
Ln1—N2 | 2.2399 (14) | 2.2524 (15) |
Ln1—N3 | 2.2870 (14) | 2.2344 (15) |
Ln1—N(amide)avg | 2.26 (2) | 2.25 (2) |
Ln1—O1 | 2.3526 (11) | 2.3475 (12) |
Ln1—O2 | 2.3838 (12) | 2.3353 (11) |
Ln1—O(THF)avg | 2.37 (2) | 2.342 (6) |
N1—Ln1—N2 | 106.77 (5) | 130.04 (6) |
N1—Ln1—N3 | 130.61 (5) | 119.13 (5) |
N2—Ln1—N3 | 122.03 (5) | 110.83 (6) |
O1—Ln1—O2 | 160.31 (4) | 167.72 (4) |
Selected bond distances (Å) and angles (°) of [(Ph2N)2Ln(µ-NPh2)]2, 2-Ln topParameter | 2-Y | 2-Dy |
Ln1—N1' | 2.3039 (15) | 2.309 (2) |
Ln1—N2 | 2.2294 (15) | 2.228 (2) |
Ln1—N3 | 2.2340 (15) | 2.240 (2) |
Ln1—N(amide)avg | 2.25 (3) | 2.26 (4) |
Ln1—C1 | 3.1300 (18) | 3.151 (2) |
Ln1—C2 | 2.9498 (18) | 2.967 (2) |
Ln1—C3 | 2.8400 (18) | 2.858 (2) |
Ln1—C4 | 2.8129 (19) | 2.833 (2) |
Ln1—C5 | 2.8898 (18) | 2.904 (3) |
Ln1—C6 | 3.0125 (19) | 3.032 (3) |
Ln1—Centroid(phenyl) | 2.584 | 2.605 |
Ln1—C31 | 2.8235 (17) | 2.836 (2) |
Ln1—C32 | 3.0169 (18) | 3.033 |
Symmetry code: (') -x + 1, -y + 1, -z + 1. |
Selected bond distances (Å) and angles (°) of {[(Ph2N)Er(µ-NPh2)]4(µ-O)2}·(C6H6)2, 3-Er topParameter | 3-Er |
Er1—O1 | 2.095 (3) |
Er2—O1 | 2.190 (3) |
Er2—O1' | 2.245 (3) |
Er1—N2 | 2.367 (4) |
Er1—N3 | 2.222 (3) |
Er2—N1 | 2.303 (3) |
Er2—N4 | 2.313 (4) |
Er1—C1 | 2.871 (4) |
Er1—C2 | 2.988 (4) |
Er1—C3 | 2.989 (4) |
Er1—C4 | 2.884 (4) |
Er1—C5 | 2.784 (4) |
Er1—C6 | 2.761 (4) |
Er1—Centroid(phenyl) | 2.516 |
Er1—C13 | 2.812 (4) |
Er1—C18 | 2.805 (4) |
Er1—C25 | 2.904 (4) |
Er2—C19' | 2.903 (4) |
Er1—O1—Er2 | 133.25 (14) |
Er1—O1—Er2' | 110.82 (12) |
Er2—O1—Er2' | 103.54 (11) |
Er1···Er2' | 3.5734 (3) |
Er2···Er2' | 3.4836 (4) |
Symmetry code: (') -x + 1, -y + 1, -z + 1. |
Intermolecular contact lengths (Å) in 1-Y topvdW indicates the sum of the van der Waals radii of the two atoms. |
Contact | 1-Y | Length - vdW |
C5···C21 | 3.388 | -0.012 |
C5···H41A | 2.840 | -0.060 |
C6···H33A | 2.890 | -0.010 |
C18···H5A | 2.822 | -0.078 |
C33···H40B | 2.825 | -0.075 |
H8A···H20A | 2.391 | -0.009 |
H18A···H18A' | 2.275 | -0.125 |
H33A···H40B | 2.271 | -0.129 |
H34A···H40A | 2.370 | -0.030 |
Intermolecular contact lengths (Å) in 1-Er topvdW indicates the sum of the van der Waals radii of the two atoms. |
Contact | 1-Er | Length - vdW |
C8···H23 | 2.873 | -0.027 |
C14···H21 | 2.835 | -0.065 |
C21···H45B | 2.897 | -0.003 |
Intermolecular contact lengths (Å) in 2-Y and 2-Dy topContact | 2-Y | Length - vdW | 2-Dy | Length - vdW |
C15···H36A | 2.749 | -0.151 | 2.737 | -0.163 |
C30···H15A | 2.805 | -0.095 | 2.800 | -0.100 |
vdW indicates the sum of the van der Waals radii of the two atoms. |
Intermolecular contact lengths (Å) in 3-Er topvdW indicates the sum of the van der Waals radii of the two atoms. |
Contact | 3-Er | Length - vdW |
H17A···H54A | 2.370 | -0.030 |
Acknowledgements
We thank Jordan F. Corbey for assistance with X-ray crystallography.
Funding information
Funding for this research was provided by: National Science Foundation (grant No. CHE-1855328).
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