8-(Diphenylphosphanyl)quinoline (Ph2Pqn) acts as an asymmetric bidentate ligand to form a planar five-membered chelate ring in the dichloridopalladium(II) and -platinum(II) complexes, (SP-4)-[MCl2(Ph2Pqn)] (M = Pd or Pt), as well as in the dichloridorhodium(III) complex, (OC-6-32)-[RhCl2(Ph2Pqn)2]PF6.
Keywords: crystal structure, 8-quinolylphosphane, stacking interaction, geometrical structure, trans influence
Abstract
The crystal structures of dichloridopalladium(II), -platinum(II) and -rhodium(III) complexes containing 8-(diphenylphosphanyl)quinoline, (SP-4)-[PdCl2(C21H16NP)], (1) [systematic name: dichlorido(8-diphenylphosphanylquinoline)palladium(II)], (SP-4)-[PtCl2(C21H16NP)]·CH2Cl2, (2) [systematic name: dichlorido(8-diphenylphosphanylquinoline)platinum(II) dichloromethane monosolvate], and (OC-6–32)-[RhCl2(C21H16NP)2]PF6·0.5CH2Cl2·0.5CH3OH, (3) [systematic name: cis-dichloridobis(8-diphenylphosphanylquinoline)rhodium(III) hexafluoridophosphate dichloromethane/methanol hemisolvate] are reported. In these complexes, the phosphanylquinoline acts as a bidentate ligand, forming a planar asymmetrical five-membered chelate ring. The palladium(II) and platinum(II) complex molecules in (1) and (2), respectively, show a typical square-planar coordination geometry and form a dimeric structure through an intermolecular π–π stacking interaction between the quinolyl rings. The centroid–centroid distances between the stacked six-membered rings in (1) and (2) are 3.633 (2) and 3.644 (2) Å, respectively. The cationic rhodium(III) complex in (3) has a cis(Cl),cis(P),cis(N) (OC-6–32) configuration of the ligands, in which two kinds of intramolecular π–π stacking interactions are observed: between the quinolyl and phenyl rings and between two phenyl rings, the centroid–centroid distances being 3.458 (2) and 3.717 (2) Å, respectively. The PF6 − anion in (3) is rotationally disordered, the site occupancies of each F atom being 0.613 (14) and 0.387 (14). The CH2Cl2 and CH3OH solvent molecules are also disordered and equal site occupancies of 0.5 are assumed.
Chemical context
8-Quinolylphosphanes are an interesting class of ligands because they form a planar asymmetrical five-membered chelate ring via coordination through quinoline-N and phosphane-P atoms (Issleib & Hörnig, 1972 ▸; Salem & Wild, 1992 ▸; Wehman et al., 1997 ▸). The electronic differentiation of the donor groups, in particular their π-bonding natures, may stabilize unusual electronic states of their transition metal complexes (Espinet & Soulantica, 1999 ▸). In addition, the steric requirement from the quinolyl moiety often has a strong influence on the properties of their metal complexes. For example, the nickel(II) and palladium(II) complexes containing two 8-(diphenylphosphanyl)quinoline (Ph2Pqn) molecules with a cis(P) configuration showed a severe distortion of the square-planar coordination geometry around NiII and PdII as a result of the steric hindrance between mutually cis-positioned quinolyl groups (Suzuki, 2004 ▸; Hashimoto et al., 2010 ▸). Several crystallographic studies have been performed for other Ph2Pqn complexes, as described in §4, but not for the platinum(II) and rhodium(III) complexes. In 1979, the preparation and spectroscopic characterization of [MCl2(Ph2Pqn)] (M = PdII, PtII, and RhII) was reported (Hudali et al., 1979 ▸), but the crystal structures of these complexes were not confirmed, except for [PdCl2(Ph2Pqn)]·CH2Cl2 (Bastanov et al., 2009 ▸). In particular, it is worthwhile to reinvestigate the rhodium(II) complex because it was prepared from RhCl3·3H2O and Ph2Pqn in acetone (Hudali et al., 1979 ▸).
Structural commentary
A yellow block-shaped crystal of the PdII complex, (SP-4)-[PdCl2(Ph2Pqn)], (1), recrystallized from hot acetonitrile, was used for the X-ray diffraction analysis. The complex molecule (Fig. 1 ▸) has a typical square-planar coordination geometry with a chelating Ph2Pqn ligand, whose P1—Pd1—N1 bite angle is 84.75 (6)°. The quinolyl plane is almost co-planar to the PdII coordination plane; the dihedral angle between these planes is only 8.58 (3)°. The two Pd—Cl bonds show a significant difference in length [Pd1—Cl1 2.3716 (6) vs Pd1—Cl2 2.2885 (7) Å], indicating a strong trans influence of the phosphane donor group. The corresponding Pd—Cl bond in cis(P)-[PdCl(Ph2Pqn)2]BF4, which is also trans to the phosphane donor of Ph2Pqn, was similarly long at 2.375 (2) Å (Suzuki, 2004 ▸). On the other hand, the Pd1—P1 bond [2.2026 (6) Å] in (1) is slightly shorter than those in cis(P)-[PdCl(Ph2Pqn)2]BF4 and cis(P)-[Pd(Ph2Pqn)2]X 2 (X = Cl or Br) [2.229 (2)–2.267 (2) Å], presumably due to the steric congestion in the above bis(Ph2Pqn)-type complexes. The Pd1—N1 bond length in (1) is 2.065 (2) Å. The dihedral angles between the quinolyl ring system and the two phenyl rings of the coordinated Ph2Pqn are 72.34 (8) and 74.79 (8)°.
Figure 1.
An ORTEP of the molecular structure of [PdCl2(Ph2Pqn)], (1), showing the atom-numbering scheme, with displacement ellipsoids drawn at the 50% probability level.
When the platinum(II) complex was recrystallized from dichloromethane, the resulting crystals contained a CH2Cl2 molecule per a complex molecule: [PtCl2(Ph2Pqn)]·CH2Cl2 (2). The X-ray analysis revealed that it was isomorphous with the PdII analogue, [PdCl2(Ph2Pqn)]·CH2Cl2, which has been deposited in the Cambridge Structural Database (Bastanov et al., 2009 ▸). The molecular structure of the PtII complex moiety with a square-planar coordination geometry (Fig. 2 ▸) is very similar to the above PdII complex in (1). The Pt1—P1 and Pt1—N1 bond lengths are 2.1963 (6) and 2.051 (2) Å, respectively, and the Ph2Pqn bite angle (P1—Pt1—N1) is 85.44 (6)°. The Pt1—Cl1 and Pt1—Cl2 bond lengths are 2.3747 (6) and 2.3002 (7) Å, respectively, also indicative of a strong trans influence of the phosphane donor group.
Figure 2.
An ORTEP of the molecular structure of [PtCl2(Ph2Pqn)]·CH2Cl2, (2), showing the atom-numbering scheme, with displacement ellipsoids drawn at the 50% probability level.
Pale yellow prismatic crystals of [RhCl2(Ph2Pqn)2]PF6·0.5CH2Cl2·0.5CH3OH (3) were analyzed by the X-ray diffraction method, and it was revealed that the complex cation has an octahedral coordination geometry with a cis(Cl),cis(P),cis(N) (OC-6-32) configuration (Figs. 3 ▸ and 4 ▸). As a result of the strong trans influence of the phosphane donor, the two Rh—Cl and the two Rh—N bond lengths are significantly different from each other. The Rh1—Cl1 bond [2.3787 (6) Å] is longer by 0.045 Å than Rh1—Cl2 [2.3338 (7) Å], while Rh1—N1 [2.168 (2) Å] is longer by 0.10 Å than Rh1—N11 [2.065 (2) Å]. This fact suggests that the trans influence of the phosphane donor is much effective for the Rh—N(quinoline) bond rather than the Rh—Cl bond. Two slightly deviated Rh—P bond lengths [Rh1—P1 2.2897 (7) vs. Rh1—P2 2.2531 (8) Å] seem to result from different steric congestion around the P donor atoms. The larger bond angle of P1—Rh1—P2 [100.55 (3)°] than the ideal right angle is also suggestive of steric interaction between the two phosphane groups. However, the molecular structure of the complex cation (Fig. 3 ▸) also suggests an intramolecular π–π stacking interaction between the C27–C32 and C39–C44 phenyl rings. The centroid–centroid distance between these rings is 3.717 (2) Å. An other intramolecular π–π stacking interaction is also found between the N11/C12–C14/C20/C19 ring of the quinolyl substituent and the C21–C26 phenyl ring, the centroid–centroid distance being 3.458 (2) Å. These interactions could stabilize the cis(Cl),cis(P),cis(N) configuration of the RhIII complex cation [RhCl2(Ph2Pqn)2]+.
Figure 3.
An ORTEP of the complex molecule in (OC-6–32)-[RhCl2(Ph2Pqn)2]PF6·0.5CH2Cl2·0.5CH3OH, (3), showing the atom-numbering scheme, with displacement ellipsoids drawn at 30% probability level. Hydrogen atoms are omitted for clarity.
Figure 4.
Possible configurations and notation for the [RhCl2(P–N)2]+ complex cation.
The crystal structures of the related complexes with (2-aminoethyl)diphenylphosphane, [RhCl2(Ph2PCH2CH2NH2)2]+, were reported to have the trans(Cl),cis(P) (OC-6-13) or cis(Cl),trans(P) (OC-6-33) configuration (Fig. 4 ▸) (Galsbøl et al., 1986 ▸). If the trans(Cl),cis(P) configuration were assumed for the present Ph2Pqn complex, the molecule would have severe steric hindrance between the ortho-H atoms of the mutually cis-positioned quinolyl groups, as observed in the crystal structures of cis(P)-[Pd(Ph2Pqn)2]X 2 (Suzuki, 2004 ▸). The trans(P) configurations, i.e., trans(Cl),trans(P) (OC-6-12) and cis(Cl),trans(P) (OC-6-33), would be unfavorable due to the mutually trans disposition of the phosphane groups having a strong trans influence. The last configuration, cis(Cl),trans(N) (OC-6-22), cannot form an intramolecular stacking interaction between the aryl groups of the phosphanes. Therefore, the observed cis(Cl),cis(P),cis(N) geometrical isomer could be the most favorable from the steric and electronic points of views.
Supramolecular features
In the crystal structure of (1), there is an intermolecular π–π stacking interaction between the quinolyl planes, forming an inversion dimer (Fig. 5 ▸). The centroid–centroid distance between the N1/C2–C4/C10/C9 ring and the C5i–C10i ring of the neighbouring molecule [symmetry code: (i) 1 – x, 1 – y, 2 – z] is 3.633 (2) Å.
Figure 5.
A view of the crystal packing of [PdCl2(Ph2Pqn)], (1), illustrating the π–π stacking interactions between the complexes. Color code: Pd, purple; Cl, green; P, yellow; N, blue; C, black; and H, gray.
The PtII complex in (2) also forms an inversion dimer unit by an intermolecular π–π stacking interaction between the quinolyl rings of neighbouring molecules (Fig. 6 ▸). The centroid–centroid distance between the N1/C2–C4/C10/C9 ring and the C5ii–C10ii ring of the neighbouring molecule [symmetry code: (ii) 1 – x, –y, 1 – z] is 3.644 (2) Å.
Figure 6.
A view of the crystal packing of [PtCl2(Ph2Pqn)]·CH2Cl2, (2), illustrating the π–π stacking interactions between the complexes. Color code: Pt, purple; Cl, green; P, yellow; N, blue; C, black; and H, gray.
No remarkable intermolecular stacking or hydrogen-bonding interactions are observed in the crystal structure of (3).
Database survey
The crystal structure of Ph2Pqn was reported previously (Nag et al., 2010 ▸). Several metal complexes containing Ph2Pqn have also reported by us and others, e.g., [Ni(Ph2Pqn)2](BF4)n (n = 1 or 2; Hashimoto et al., 2010 ▸), [Pd(Ph2Pqn)2]X 2 (X = Cl, Br, or BF4; Suzuki, 2004 ▸), [Ru(bpy)2(Ph2Pqn)](PF6)2 (bpy = 2,2-bipyridine; Suzuki et al., 2002 ▸), [Cp*Ir(N3)(Ph2Pqn)] (Cp* = pentamethylcyclopentadienyl; Suzuki et al., 2009 ▸), [Cu(Ph2Pqn)2]BF4 (Suzuki et al., 2011 ▸), [NiCl(C10H7)(Ph2Pqn)] (C10H7 = 1-naphthyl; Sun et al., 2002 ▸), [Cu(Ph2Pqn)2]PF6 and [ZnX 2(Ph2Pqn)] (X = Cl, Br, or I; Tsukuda et al., 2009 ▸), [Cu(Ph2Pqn){(Ph2PC6H4)2O}]BF4 (Qin et al., 2009 ▸), [AuCl(Ph2Pqn)] (Monkowius et al., 2009 ▸), [PdCl(C3H5)(Ph2Pqn)], [Pd(C3H5)(Ph2Pqn)]ClO4, [Pd(Ph2Pqn)(MeOOCC≡CCOOMe)] and [Pd(Ph2Pqn){MeOOC(Me)C=CCOOMe}] (C3H5 = allyl; Canovese et al., 2010 ▸). In addition, the crystal structure of [PdCl2(Ph2Pqn)]·CH2Cl2 has been deposited (Bastanov et al., 2009 ▸).
Synthesis and crystallization
The ligand, Ph2Pqn, was prepared according to a literature method (Feltham & Metzger, 1971 ▸; Aguirre et al., 2007 ▸). The dichloridopalladium(II) and platinum(II) complexes, [PdCl2(Ph2Pqn)] and [PtCl2(Ph2Pqn)], were prepared by the method reported previously by Hudali et al. (1979 ▸). The palladium(II) complex was recrystallized from hot acetonitrile to afford yellow block-shaped crystals of [PdCl2(Ph2Pqn)], (1). Analysis calculated for C21H16Cl2NPPd: C 51.4, H 3.29, N 2.85%. Found: C 51.2, H 3.25, N 2.87%.
The colorless platelet crystals of the platinum(II) complex, [PtCl2(Ph2Pqn)]·CH2Cl2, (2), were obtained by recrystallization from dichloromethane. Analysis calculated for C21H16Cl2NPPt: C 43.5, H 2.78, N 2.42%. Found (after drying completely): C 42.8, H 2.75, N 2.44%.
The PF6 salt of the dichloridorhodium(III) complex, [RhCl2(Ph2Pqn)2]PF6, was precipitated from a methanol solution of RhCl3(Ph2Pqn)2(H2O), which was prepared by a reaction of RhCl3·3H2O and two equivalent amounts of Ph2Pqn in boiling water, by addition of a saturated methanol solution of NH4PF6. The crude product was recrystallized from a mixture of dichloromethane and methanol, affording pale-yellow prismatic crystals of [RhCl2(Ph2Pqn)2]PF6·0.5CH2Cl2·0.5CH3OH (3). These crystals were efflorescent when they were picked up from the mother liquor. Analysis calculated for C42H32Cl2F6N2P3Rh·2H2O: C 51.4, H 3.70, N 2.85%. Found (after drying completely): C 51.6, H 3.55, N 2.85%.
Refinement
Crystal data, data collection and structure refinement details are summarized in Table 1 ▸. All H atoms were refined using a riding model, with O—H = 0.84 Å and C—H = 0.95 (aromatic), 0.99 (methylene) or 0.98 (methyl) Å, and with U iso(H) = 1.2 or 1.5U eq(C,O). During the refinement for (3), each F atom of the PF6 − anion was found to have a large displacement ellipsoid elongated in the direction perpendicular to the P—F bond, which was attributable to rotational disorder of the anion over two positions. The occupancies of each F atom refined to 0.613 (14) and 0.387 (14). In addition, since the crystal structure of (3) contains a void accessible for a solvent molecule, disordered CH2Cl2 and CH3OH molecules with equal probabilities of 0.5 were assumed. In the refinement, the P—F, C—Cl and C—O bond lengths and the Cl—C—Cl bond angle were restrained to be 1.55 (1), 1.75 (1), 1.42 (2) Å and 112.0 (2)°, respectively. Rigid bond restraints were also applied for the disordered CH2Cl2 and CH3OH molecules.
Table 1. Experimental details.
| (1) | (2) | (3) | |
|---|---|---|---|
| Crystal data | |||
| Chemical formula | [PdCl2(C21H16NP)] | [PtCl2(C21H16NP)]·CH2Cl2 | [RhCl2(C21H16NP)2](PF6)·0.5CH2Cl2·0.5CH4O |
| M r | 490.62 | 664.23 | 1003.90 |
| Crystal system, space group | Monoclinic, P21/n | Monoclinic, P21/c | Triclinic, P
|
| Temperature (K) | 200 | 200 | 200 |
| a, b, c (Å) | 9.0293 (5), 15.2154 (8), 13.7936 (6) | 13.9280 (5), 9.2371 (3), 17.8941 (6) | 9.841 (5), 13.825 (6), 16.167 (8) |
| α, β, γ (°) | 90, 91.8197 (13), 90 | 90, 102.8447 (10), 90 | 87.307 (19), 81.80 (2), 70.819 (18) |
| V (Å3) | 1894.07 (16) | 2244.53 (13) | 2056.2 (17) |
| Z | 4 | 4 | 2 |
| Radiation type | Mo Kα | Mo Kα | Mo Kα |
| μ (mm−1) | 1.35 | 6.81 | 0.79 |
| Crystal size (mm) | 0.18 × 0.15 × 0.12 | 0.25 × 0.24 × 0.05 | 0.20 × 0.20 × 0.15 |
| Data collection | |||
| Diffractometer | Rigaku R-AXIS RAPID | Rigaku R-AXIS RAPID | Rigaku R-AXIS RAPID |
| Absorption correction | Numerical (NUMABS; Rigaku, 1999 ▸) | Numerical (NUMABS; Rigaku, 1999 ▸) | Multi-scan (ABSCOR.; Rigaku, 1995 ▸) |
| T min, T max | 0.693, 0.850 | 0.281, 0.727 | 0.848, 0.882 |
| No. of measured, independent and observed [I > 2σ(I)] reflections | 18103, 4283, 3913 | 20995, 5081, 4665 | 20385, 9338, 7245 |
| R int | 0.034 | 0.028 | 0.046 |
| (sin θ/λ)max (Å−1) | 0.649 | 0.648 | 0.649 |
| Refinement | |||
| R[F 2 > 2σ(F 2)], wR(F 2), S | 0.028, 0.074, 0.92 | 0.017, 0.037, 0.98 | 0.044, 0.120, 1.06 |
| No. of reflections | 4283 | 5081 | 9338 |
| No. of parameters | 235 | 262 | 605 |
| No. of restraints | 0 | 0 | 20 |
| H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained |
| Δρmax, Δρmin (e Å−3) | 0.84, −0.50 | 0.58, −0.60 | 0.68, −1.03 |
Supplementary Material
Crystal structure: contains datablock(s) 1, 2, 3. DOI: 10.1107/S2056989015006076/is5392sup1.cif
Structure factors: contains datablock(s) 1. DOI: 10.1107/S2056989015006076/is53921sup2.hkl
Structure factors: contains datablock(s) 2. DOI: 10.1107/S2056989015006076/is53922sup3.hkl
Structure factors: contains datablock(s) 3. DOI: 10.1107/S2056989015006076/is53923sup4.hkl
Additional supporting information: crystallographic information; 3D view; checkCIF report
Acknowledgments
This work was partly supported by a Grant-in-Aid for Scientific Research No. 25410070 from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.
supplementary crystallographic information
(1) Dichlorido(8-diphenylphosphanylquinoline)palladium(II). Crystal data
| [PdCl2(C21H16NP)] | F(000) = 976 |
| Mr = 490.62 | Dx = 1.721 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation, λ = 0.71075 Å |
| a = 9.0293 (5) Å | Cell parameters from 10456 reflections |
| b = 15.2154 (8) Å | θ = 3.0–27.5° |
| c = 13.7936 (6) Å | µ = 1.35 mm−1 |
| β = 91.8197 (13)° | T = 200 K |
| V = 1894.07 (16) Å3 | Block, yellow |
| Z = 4 | 0.18 × 0.15 × 0.12 mm |
(1) Dichlorido(8-diphenylphosphanylquinoline)palladium(II). Data collection
| Rigaku R-AXIS RAPID diffractometer | 4283 independent reflections |
| Radiation source: fine-focus sealed tube | 3913 reflections with I > 2σ(I) |
| Detector resolution: 10.00 pixels mm-1 | Rint = 0.034 |
| ω scans | θmax = 27.5°, θmin = 3.1° |
| Absorption correction: numerical (NUMABS; Rigaku, 1999) | h = −11→9 |
| Tmin = 0.693, Tmax = 0.850 | k = −19→19 |
| 18103 measured reflections | l = −17→17 |
(1) Dichlorido(8-diphenylphosphanylquinoline)palladium(II). Refinement
| 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)] = 0.028 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.074 | H-atom parameters constrained |
| S = 0.92 | w = 1/[σ2(Fo2) + (0.0416P)2 + 2.3772P] where P = (Fo2 + 2Fc2)/3 |
| 4283 reflections | (Δ/σ)max = 0.001 |
| 235 parameters | Δρmax = 0.84 e Å−3 |
| 0 restraints | Δρmin = −0.50 e Å−3 |
(1) Dichlorido(8-diphenylphosphanylquinoline)palladium(II). Special details
| Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
(1) Dichlorido(8-diphenylphosphanylquinoline)palladium(II). Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | ||
| Pd1 | 0.42495 (2) | 0.29307 (2) | 0.78114 (2) | 0.02590 (7) | |
| Cl1 | 0.57514 (7) | 0.16783 (4) | 0.81289 (5) | 0.04011 (15) | |
| Cl2 | 0.39715 (8) | 0.25626 (5) | 0.62073 (5) | 0.04049 (16) | |
| P1 | 0.28188 (6) | 0.40803 (4) | 0.75258 (4) | 0.02469 (13) | |
| N1 | 0.4378 (2) | 0.33998 (13) | 0.92166 (15) | 0.0296 (4) | |
| C2 | 0.5290 (3) | 0.30655 (17) | 0.9896 (2) | 0.0359 (6) | |
| H2 | 0.5960 | 0.2618 | 0.9714 | 0.043* | |
| C3 | 0.5315 (3) | 0.33376 (19) | 1.0863 (2) | 0.0414 (6) | |
| H3 | 0.5995 | 0.3081 | 1.1320 | 0.050* | |
| C4 | 0.4363 (3) | 0.39706 (19) | 1.11443 (19) | 0.0400 (6) | |
| H4 | 0.4334 | 0.4139 | 1.1807 | 0.048* | |
| C5 | 0.2453 (3) | 0.50817 (18) | 1.06576 (19) | 0.0396 (6) | |
| H5 | 0.2397 | 0.5283 | 1.1307 | 0.047* | |
| C6 | 0.1606 (3) | 0.54738 (18) | 0.9943 (2) | 0.0391 (6) | |
| H6 | 0.0978 | 0.5950 | 1.0101 | 0.047* | |
| C7 | 0.1650 (3) | 0.51819 (17) | 0.89779 (18) | 0.0333 (5) | |
| H7 | 0.1053 | 0.5460 | 0.8489 | 0.040* | |
| C8 | 0.2560 (3) | 0.44917 (15) | 0.87408 (17) | 0.0271 (5) | |
| C9 | 0.3462 (3) | 0.40817 (15) | 0.94699 (17) | 0.0280 (5) | |
| C10 | 0.3411 (3) | 0.43799 (17) | 1.04423 (18) | 0.0346 (5) | |
| C11 | 0.0989 (3) | 0.39004 (15) | 0.70011 (17) | 0.0279 (5) | |
| C12 | 0.0674 (3) | 0.40697 (17) | 0.60209 (19) | 0.0335 (5) | |
| H12 | 0.1406 | 0.4325 | 0.5629 | 0.040* | |
| C13 | −0.0709 (3) | 0.38636 (19) | 0.5624 (2) | 0.0402 (6) | |
| H13 | −0.0932 | 0.3987 | 0.4960 | 0.048* | |
| C14 | −0.1766 (3) | 0.3481 (2) | 0.6186 (2) | 0.0440 (7) | |
| H14 | −0.2709 | 0.3336 | 0.5905 | 0.053* | |
| C15 | −0.1463 (3) | 0.3307 (2) | 0.7151 (2) | 0.0432 (7) | |
| H15 | −0.2198 | 0.3042 | 0.7533 | 0.052* | |
| C16 | −0.0090 (3) | 0.35166 (17) | 0.75691 (19) | 0.0341 (5) | |
| H16 | 0.0114 | 0.3400 | 0.8237 | 0.041* | |
| C17 | 0.3685 (3) | 0.49474 (15) | 0.68551 (16) | 0.0260 (5) | |
| C18 | 0.5132 (3) | 0.48296 (17) | 0.65615 (18) | 0.0325 (5) | |
| H18 | 0.5608 | 0.4277 | 0.6651 | 0.039* | |
| C19 | 0.5880 (3) | 0.55202 (19) | 0.61371 (19) | 0.0391 (6) | |
| H19 | 0.6871 | 0.5441 | 0.5943 | 0.047* | |
| C20 | 0.5192 (3) | 0.63163 (19) | 0.59974 (19) | 0.0405 (6) | |
| H20 | 0.5711 | 0.6788 | 0.5711 | 0.049* | |
| C21 | 0.3749 (3) | 0.64331 (18) | 0.6273 (2) | 0.0393 (6) | |
| H21 | 0.3273 | 0.6983 | 0.6163 | 0.047* | |
| C22 | 0.2985 (3) | 0.57554 (17) | 0.67083 (18) | 0.0333 (5) | |
| H22 | 0.1996 | 0.5841 | 0.6904 | 0.040* |
(1) Dichlorido(8-diphenylphosphanylquinoline)palladium(II). Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Pd1 | 0.02371 (11) | 0.02217 (11) | 0.03178 (12) | −0.00047 (6) | 0.00035 (7) | 0.00150 (6) |
| Cl1 | 0.0335 (3) | 0.0306 (3) | 0.0562 (4) | 0.0070 (3) | 0.0014 (3) | 0.0060 (3) |
| Cl2 | 0.0487 (4) | 0.0367 (3) | 0.0361 (3) | 0.0004 (3) | 0.0012 (3) | −0.0069 (2) |
| P1 | 0.0232 (3) | 0.0233 (3) | 0.0276 (3) | −0.0006 (2) | 0.0002 (2) | 0.0007 (2) |
| N1 | 0.0268 (10) | 0.0295 (11) | 0.0323 (11) | −0.0045 (8) | −0.0015 (8) | 0.0046 (8) |
| C2 | 0.0336 (14) | 0.0307 (13) | 0.0427 (15) | −0.0045 (10) | −0.0076 (11) | 0.0079 (10) |
| C3 | 0.0452 (16) | 0.0406 (15) | 0.0376 (15) | −0.0086 (13) | −0.0108 (11) | 0.0079 (11) |
| C4 | 0.0478 (17) | 0.0442 (16) | 0.0276 (13) | −0.0135 (13) | −0.0061 (11) | 0.0016 (11) |
| C5 | 0.0490 (17) | 0.0379 (14) | 0.0322 (14) | −0.0090 (12) | 0.0081 (11) | −0.0077 (10) |
| C6 | 0.0426 (16) | 0.0317 (14) | 0.0436 (16) | −0.0012 (11) | 0.0109 (11) | −0.0056 (11) |
| C7 | 0.0337 (13) | 0.0300 (13) | 0.0366 (14) | −0.0012 (10) | 0.0057 (10) | −0.0008 (10) |
| C8 | 0.0260 (12) | 0.0269 (12) | 0.0286 (12) | −0.0045 (9) | 0.0020 (9) | 0.0000 (9) |
| C9 | 0.0273 (12) | 0.0252 (11) | 0.0314 (12) | −0.0074 (9) | 0.0006 (9) | 0.0010 (9) |
| C10 | 0.0397 (15) | 0.0321 (13) | 0.0320 (13) | −0.0117 (11) | 0.0001 (10) | 0.0006 (10) |
| C11 | 0.0247 (12) | 0.0237 (11) | 0.0354 (13) | 0.0009 (9) | −0.0006 (9) | −0.0019 (9) |
| C12 | 0.0334 (13) | 0.0317 (13) | 0.0351 (14) | −0.0009 (10) | −0.0032 (10) | 0.0010 (10) |
| C13 | 0.0360 (15) | 0.0385 (15) | 0.0451 (16) | 0.0083 (11) | −0.0136 (11) | −0.0063 (11) |
| C14 | 0.0280 (14) | 0.0427 (16) | 0.0607 (19) | 0.0062 (12) | −0.0074 (12) | −0.0177 (13) |
| C15 | 0.0275 (14) | 0.0441 (16) | 0.0583 (19) | −0.0037 (12) | 0.0083 (12) | −0.0111 (13) |
| C16 | 0.0296 (13) | 0.0351 (13) | 0.0375 (14) | −0.0036 (10) | 0.0023 (10) | −0.0022 (10) |
| C17 | 0.0257 (12) | 0.0273 (11) | 0.0250 (11) | −0.0040 (9) | −0.0015 (8) | 0.0006 (8) |
| C18 | 0.0302 (13) | 0.0298 (13) | 0.0375 (14) | 0.0002 (10) | 0.0030 (10) | −0.0015 (10) |
| C19 | 0.0343 (14) | 0.0434 (15) | 0.0400 (15) | −0.0089 (12) | 0.0096 (11) | −0.0019 (11) |
| C20 | 0.0496 (17) | 0.0358 (14) | 0.0362 (14) | −0.0142 (12) | 0.0028 (11) | 0.0044 (11) |
| C21 | 0.0473 (16) | 0.0287 (13) | 0.0415 (15) | −0.0018 (11) | −0.0053 (11) | 0.0064 (10) |
| C22 | 0.0295 (13) | 0.0328 (13) | 0.0374 (14) | 0.0000 (10) | −0.0013 (10) | 0.0033 (10) |
(1) Dichlorido(8-diphenylphosphanylquinoline)palladium(II). Geometric parameters (Å, º)
| Pd1—N1 | 2.065 (2) | C9—C10 | 1.418 (3) |
| Pd1—P1 | 2.2026 (6) | C11—C12 | 1.397 (4) |
| Pd1—Cl2 | 2.2885 (7) | C11—C16 | 1.397 (3) |
| Pd1—Cl1 | 2.3716 (6) | C12—C13 | 1.384 (4) |
| P1—C11 | 1.804 (2) | C12—H12 | 0.9500 |
| P1—C17 | 1.804 (2) | C13—C14 | 1.377 (4) |
| P1—C8 | 1.811 (2) | C13—H13 | 0.9500 |
| N1—C2 | 1.329 (3) | C14—C15 | 1.377 (4) |
| N1—C9 | 1.379 (3) | C14—H14 | 0.9500 |
| C2—C3 | 1.396 (4) | C15—C16 | 1.387 (4) |
| C2—H2 | 0.9500 | C15—H15 | 0.9500 |
| C3—C4 | 1.356 (4) | C16—H16 | 0.9500 |
| C3—H3 | 0.9500 | C17—C22 | 1.394 (3) |
| C4—C10 | 1.418 (4) | C17—C18 | 1.392 (3) |
| C4—H4 | 0.9500 | C18—C19 | 1.388 (4) |
| C5—C6 | 1.365 (4) | C18—H18 | 0.9500 |
| C5—C10 | 1.412 (4) | C19—C20 | 1.372 (4) |
| C5—H5 | 0.9500 | C19—H19 | 0.9500 |
| C6—C7 | 1.405 (4) | C20—C21 | 1.381 (4) |
| C6—H6 | 0.9500 | C20—H20 | 0.9500 |
| C7—C8 | 1.379 (3) | C21—C22 | 1.388 (4) |
| C7—H7 | 0.9500 | C21—H21 | 0.9500 |
| C8—C9 | 1.418 (3) | C22—H22 | 0.9500 |
| N1—Pd1—P1 | 84.75 (6) | C5—C10—C9 | 118.6 (2) |
| N1—Pd1—Cl2 | 173.28 (6) | C5—C10—C4 | 123.4 (2) |
| P1—Pd1—Cl2 | 88.61 (2) | C9—C10—C4 | 117.9 (3) |
| N1—Pd1—Cl1 | 95.14 (6) | C12—C11—C16 | 119.7 (2) |
| P1—Pd1—Cl1 | 178.94 (2) | C12—C11—P1 | 121.08 (19) |
| Cl2—Pd1—Cl1 | 91.51 (3) | C16—C11—P1 | 119.00 (19) |
| C11—P1—C17 | 108.18 (11) | C13—C12—C11 | 119.7 (3) |
| C11—P1—C8 | 106.28 (11) | C13—C12—H12 | 120.2 |
| C17—P1—C8 | 107.01 (11) | C11—C12—H12 | 120.2 |
| C11—P1—Pd1 | 118.41 (8) | C12—C13—C14 | 120.4 (3) |
| C17—P1—Pd1 | 114.27 (8) | C12—C13—H13 | 119.8 |
| C8—P1—Pd1 | 101.60 (8) | C14—C13—H13 | 119.8 |
| C2—N1—C9 | 118.2 (2) | C15—C14—C13 | 120.4 (3) |
| C2—N1—Pd1 | 122.99 (19) | C15—C14—H14 | 119.8 |
| C9—N1—Pd1 | 118.79 (16) | C13—C14—H14 | 119.8 |
| N1—C2—C3 | 123.4 (3) | C14—C15—C16 | 120.3 (3) |
| N1—C2—H2 | 118.3 | C14—C15—H15 | 119.8 |
| C3—C2—H2 | 118.3 | C16—C15—H15 | 119.8 |
| C4—C3—C2 | 119.5 (3) | C15—C16—C11 | 119.5 (3) |
| C4—C3—H3 | 120.2 | C15—C16—H16 | 120.2 |
| C2—C3—H3 | 120.2 | C11—C16—H16 | 120.2 |
| C3—C4—C10 | 119.5 (3) | C22—C17—C18 | 119.8 (2) |
| C3—C4—H4 | 120.3 | C22—C17—P1 | 121.15 (18) |
| C10—C4—H4 | 120.3 | C18—C17—P1 | 118.78 (19) |
| C6—C5—C10 | 120.8 (2) | C19—C18—C17 | 119.9 (2) |
| C6—C5—H5 | 119.6 | C19—C18—H18 | 120.0 |
| C10—C5—H5 | 119.6 | C17—C18—H18 | 120.0 |
| C5—C6—C7 | 120.9 (3) | C20—C19—C18 | 120.2 (3) |
| C5—C6—H6 | 119.5 | C20—C19—H19 | 119.9 |
| C7—C6—H6 | 119.5 | C18—C19—H19 | 119.9 |
| C8—C7—C6 | 120.0 (3) | C19—C20—C21 | 120.1 (2) |
| C8—C7—H7 | 120.0 | C19—C20—H20 | 119.9 |
| C6—C7—H7 | 120.0 | C21—C20—H20 | 119.9 |
| C7—C8—C9 | 120.0 (2) | C20—C21—C22 | 120.6 (3) |
| C7—C8—P1 | 125.31 (19) | C20—C21—H21 | 119.7 |
| C9—C8—P1 | 114.59 (18) | C22—C21—H21 | 119.7 |
| N1—C9—C8 | 119.1 (2) | C21—C22—C17 | 119.3 (2) |
| N1—C9—C10 | 121.2 (2) | C21—C22—H22 | 120.4 |
| C8—C9—C10 | 119.7 (2) | C17—C22—H22 | 120.4 |
| C9—N1—C2—C3 | 3.4 (4) | C3—C4—C10—C9 | 2.3 (4) |
| Pd1—N1—C2—C3 | −175.5 (2) | C17—P1—C11—C12 | 28.7 (2) |
| N1—C2—C3—C4 | 0.5 (4) | C8—P1—C11—C12 | 143.3 (2) |
| C2—C3—C4—C10 | −3.3 (4) | Pd1—P1—C11—C12 | −103.4 (2) |
| C10—C5—C6—C7 | 0.9 (4) | C17—P1—C11—C16 | −156.7 (2) |
| C5—C6—C7—C8 | −0.2 (4) | C8—P1—C11—C16 | −42.1 (2) |
| C6—C7—C8—C9 | −0.6 (4) | Pd1—P1—C11—C16 | 71.2 (2) |
| C6—C7—C8—P1 | −176.4 (2) | C16—C11—C12—C13 | 0.6 (4) |
| C11—P1—C8—C7 | −50.7 (2) | P1—C11—C12—C13 | 175.2 (2) |
| C17—P1—C8—C7 | 64.7 (2) | C11—C12—C13—C14 | −1.0 (4) |
| Pd1—P1—C8—C7 | −175.1 (2) | C12—C13—C14—C15 | 0.6 (4) |
| C11—P1—C8—C9 | 133.35 (18) | C13—C14—C15—C16 | 0.1 (4) |
| C17—P1—C8—C9 | −111.23 (18) | C14—C15—C16—C11 | −0.5 (4) |
| Pd1—P1—C8—C9 | 8.88 (18) | C12—C11—C16—C15 | 0.1 (4) |
| C2—N1—C9—C8 | 175.3 (2) | P1—C11—C16—C15 | −174.6 (2) |
| Pd1—N1—C9—C8 | −5.7 (3) | C11—P1—C17—C22 | 52.8 (2) |
| C2—N1—C9—C10 | −4.5 (3) | C8—P1—C17—C22 | −61.3 (2) |
| Pd1—N1—C9—C10 | 174.54 (17) | Pd1—P1—C17—C22 | −172.94 (17) |
| C7—C8—C9—N1 | −179.2 (2) | C11—P1—C17—C18 | −133.20 (19) |
| P1—C8—C9—N1 | −3.0 (3) | C8—P1—C17—C18 | 112.7 (2) |
| C7—C8—C9—C10 | 0.6 (3) | Pd1—P1—C17—C18 | 1.0 (2) |
| P1—C8—C9—C10 | 176.80 (18) | C22—C17—C18—C19 | 1.0 (4) |
| C6—C5—C10—C9 | −0.9 (4) | P1—C17—C18—C19 | −173.1 (2) |
| C6—C5—C10—C4 | 177.3 (3) | C17—C18—C19—C20 | −0.6 (4) |
| N1—C9—C10—C5 | 179.9 (2) | C18—C19—C20—C21 | −0.4 (4) |
| C8—C9—C10—C5 | 0.1 (3) | C19—C20—C21—C22 | 1.2 (4) |
| N1—C9—C10—C4 | 1.7 (3) | C20—C21—C22—C17 | −0.8 (4) |
| C8—C9—C10—C4 | −178.1 (2) | C18—C17—C22—C21 | −0.2 (4) |
| C3—C4—C10—C5 | −175.9 (3) | P1—C17—C22—C21 | 173.7 (2) |
(2) Dichlorido(8-diphenylphosphanylquinoline)platinum(II) dichloromethane monosolvate. Crystal data
| [PtCl2(C21H16NP)]·CH2Cl2 | F(000) = 1272 |
| Mr = 664.23 | Dx = 1.966 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation, λ = 0.71075 Å |
| a = 13.9280 (5) Å | Cell parameters from 12710 reflections |
| b = 9.2371 (3) Å | θ = 3.0–27.4° |
| c = 17.8941 (6) Å | µ = 6.81 mm−1 |
| β = 102.8447 (10)° | T = 200 K |
| V = 2244.53 (13) Å3 | Platelet, colorless |
| Z = 4 | 0.25 × 0.24 × 0.05 mm |
(2) Dichlorido(8-diphenylphosphanylquinoline)platinum(II) dichloromethane monosolvate. Data collection
| Rigaku R-AXIS RAPID diffractometer | 5081 independent reflections |
| Radiation source: fine-focus sealed tube | 4665 reflections with I > 2σ(I) |
| Detector resolution: 10.00 pixels mm-1 | Rint = 0.028 |
| ω scans | θmax = 27.4°, θmin = 3.0° |
| Absorption correction: numerical (NUMABS; Rigaku, 1999) | h = −18→18 |
| Tmin = 0.281, Tmax = 0.727 | k = −11→10 |
| 20995 measured reflections | l = −23→23 |
(2) Dichlorido(8-diphenylphosphanylquinoline)platinum(II) dichloromethane monosolvate. Refinement
| 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)] = 0.017 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.037 | H-atom parameters constrained |
| S = 0.98 | w = 1/[σ2(Fo2) + (0.0073P)2 + 3.0468P] where P = (Fo2 + 2Fc2)/3 |
| 5081 reflections | (Δ/σ)max = 0.003 |
| 262 parameters | Δρmax = 0.58 e Å−3 |
| 0 restraints | Δρmin = −0.60 e Å−3 |
(2) Dichlorido(8-diphenylphosphanylquinoline)platinum(II) dichloromethane monosolvate. Special details
| Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
(2) Dichlorido(8-diphenylphosphanylquinoline)platinum(II) dichloromethane monosolvate. Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | ||
| Pt1 | 0.34435 (2) | 0.08493 (2) | 0.69614 (2) | 0.02160 (3) | |
| Cl1 | 0.40053 (5) | −0.06049 (7) | 0.80665 (3) | 0.03408 (14) | |
| Cl2 | 0.20025 (5) | 0.12939 (8) | 0.73477 (4) | 0.03670 (15) | |
| Cl3 | 0.19749 (8) | 0.61854 (9) | 0.43864 (4) | 0.0575 (2) | |
| Cl4 | 0.04531 (7) | 0.67431 (12) | 0.30251 (5) | 0.0619 (2) | |
| P1 | 0.29474 (5) | 0.22285 (6) | 0.59493 (3) | 0.02219 (12) | |
| N1 | 0.46929 (15) | 0.0549 (2) | 0.65523 (11) | 0.0237 (4) | |
| C1 | 0.1712 (2) | 0.6794 (3) | 0.34355 (16) | 0.0393 (6) | |
| H1A | 0.1953 | 0.7800 | 0.3420 | 0.047* | |
| H1B | 0.2065 | 0.6182 | 0.3131 | 0.047* | |
| C2 | 0.5401 (2) | −0.0380 (3) | 0.68572 (14) | 0.0313 (6) | |
| H2 | 0.5313 | −0.0960 | 0.7275 | 0.038* | |
| C3 | 0.6271 (2) | −0.0547 (3) | 0.65944 (16) | 0.0367 (6) | |
| H3 | 0.6758 | −0.1220 | 0.6834 | 0.044* | |
| C4 | 0.6411 (2) | 0.0261 (3) | 0.59951 (15) | 0.0342 (6) | |
| H4 | 0.7001 | 0.0164 | 0.5816 | 0.041* | |
| C5 | 0.5755 (2) | 0.2104 (3) | 0.49983 (15) | 0.0352 (6) | |
| H5 | 0.6324 | 0.2022 | 0.4791 | 0.042* | |
| C6 | 0.5028 (2) | 0.3044 (3) | 0.46766 (15) | 0.0374 (6) | |
| H6 | 0.5101 | 0.3626 | 0.4255 | 0.045* | |
| C7 | 0.4172 (2) | 0.3161 (3) | 0.49634 (14) | 0.0319 (6) | |
| H7 | 0.3670 | 0.3821 | 0.4733 | 0.038* | |
| C8 | 0.40500 (18) | 0.2329 (3) | 0.55748 (13) | 0.0241 (5) | |
| C9 | 0.48110 (18) | 0.1374 (3) | 0.59276 (13) | 0.0239 (5) | |
| C10 | 0.5677 (2) | 0.1246 (3) | 0.56378 (14) | 0.0283 (5) | |
| C11 | 0.2562 (2) | 0.4050 (3) | 0.61167 (13) | 0.0274 (5) | |
| C12 | 0.1573 (2) | 0.4345 (3) | 0.60854 (17) | 0.0403 (7) | |
| H12 | 0.1089 | 0.3618 | 0.5922 | 0.048* | |
| C13 | 0.1296 (3) | 0.5704 (3) | 0.6294 (2) | 0.0524 (9) | |
| H13 | 0.0622 | 0.5909 | 0.6272 | 0.063* | |
| C14 | 0.2001 (3) | 0.6758 (3) | 0.65334 (17) | 0.0481 (8) | |
| H14 | 0.1808 | 0.7685 | 0.6678 | 0.058* | |
| C15 | 0.2971 (3) | 0.6479 (3) | 0.65643 (16) | 0.0440 (8) | |
| H15 | 0.3449 | 0.7213 | 0.6728 | 0.053* | |
| C16 | 0.3265 (2) | 0.5121 (3) | 0.63574 (13) | 0.0318 (6) | |
| H16 | 0.3941 | 0.4929 | 0.6381 | 0.038* | |
| C17 | 0.20016 (18) | 0.1489 (3) | 0.51834 (13) | 0.0249 (5) | |
| C18 | 0.1620 (2) | 0.0112 (3) | 0.52486 (15) | 0.0305 (6) | |
| H18 | 0.1829 | −0.0425 | 0.5709 | 0.037* | |
| C19 | 0.0931 (2) | −0.0475 (3) | 0.46383 (17) | 0.0386 (6) | |
| H19 | 0.0670 | −0.1413 | 0.4685 | 0.046* | |
| C20 | 0.0623 (2) | 0.0296 (3) | 0.39660 (16) | 0.0420 (7) | |
| H20 | 0.0150 | −0.0107 | 0.3553 | 0.050* | |
| C21 | 0.1009 (2) | 0.1660 (4) | 0.38972 (16) | 0.0450 (7) | |
| H21 | 0.0807 | 0.2186 | 0.3433 | 0.054* | |
| C22 | 0.1687 (2) | 0.2259 (3) | 0.45004 (15) | 0.0383 (6) | |
| H22 | 0.1941 | 0.3200 | 0.4451 | 0.046* |
(2) Dichlorido(8-diphenylphosphanylquinoline)platinum(II) dichloromethane monosolvate. Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Pt1 | 0.02203 (5) | 0.02250 (5) | 0.02056 (5) | −0.00063 (4) | 0.00538 (3) | −0.00020 (3) |
| Cl1 | 0.0310 (4) | 0.0435 (4) | 0.0267 (3) | 0.0012 (3) | 0.0042 (2) | 0.0108 (3) |
| Cl2 | 0.0304 (4) | 0.0427 (4) | 0.0423 (3) | 0.0051 (3) | 0.0193 (3) | 0.0086 (3) |
| Cl3 | 0.0775 (7) | 0.0463 (4) | 0.0421 (4) | 0.0134 (4) | −0.0009 (4) | 0.0046 (3) |
| Cl4 | 0.0372 (5) | 0.0920 (7) | 0.0503 (4) | 0.0008 (4) | −0.0034 (4) | −0.0148 (4) |
| P1 | 0.0220 (3) | 0.0218 (3) | 0.0232 (3) | 0.0003 (2) | 0.0059 (2) | 0.0005 (2) |
| N1 | 0.0226 (11) | 0.0256 (10) | 0.0228 (9) | 0.0005 (8) | 0.0051 (8) | −0.0043 (8) |
| C1 | 0.0342 (17) | 0.0445 (16) | 0.0389 (14) | −0.0001 (13) | 0.0073 (12) | −0.0018 (13) |
| C2 | 0.0304 (15) | 0.0352 (14) | 0.0272 (12) | 0.0058 (11) | 0.0044 (11) | −0.0013 (11) |
| C3 | 0.0298 (15) | 0.0410 (15) | 0.0380 (14) | 0.0096 (12) | 0.0046 (12) | −0.0075 (12) |
| C4 | 0.0260 (15) | 0.0414 (15) | 0.0365 (14) | −0.0005 (12) | 0.0094 (11) | −0.0142 (12) |
| C5 | 0.0317 (16) | 0.0429 (16) | 0.0355 (13) | −0.0102 (12) | 0.0173 (12) | −0.0097 (12) |
| C6 | 0.0428 (18) | 0.0401 (15) | 0.0333 (13) | −0.0084 (13) | 0.0171 (12) | 0.0016 (12) |
| C7 | 0.0351 (16) | 0.0312 (13) | 0.0299 (12) | −0.0027 (11) | 0.0080 (11) | 0.0010 (11) |
| C8 | 0.0228 (13) | 0.0256 (12) | 0.0245 (11) | −0.0032 (10) | 0.0063 (9) | −0.0048 (9) |
| C9 | 0.0257 (13) | 0.0250 (11) | 0.0212 (11) | −0.0051 (10) | 0.0057 (9) | −0.0074 (9) |
| C10 | 0.0255 (14) | 0.0306 (13) | 0.0297 (12) | −0.0058 (10) | 0.0078 (10) | −0.0104 (10) |
| C11 | 0.0363 (15) | 0.0233 (12) | 0.0242 (11) | 0.0019 (11) | 0.0104 (10) | 0.0017 (9) |
| C12 | 0.0383 (18) | 0.0309 (14) | 0.0558 (18) | 0.0018 (12) | 0.0191 (14) | −0.0023 (13) |
| C13 | 0.060 (2) | 0.0383 (17) | 0.068 (2) | 0.0172 (16) | 0.0349 (19) | 0.0037 (15) |
| C14 | 0.085 (3) | 0.0241 (14) | 0.0436 (16) | 0.0096 (15) | 0.0329 (17) | 0.0021 (12) |
| C15 | 0.076 (3) | 0.0254 (13) | 0.0333 (14) | −0.0086 (15) | 0.0173 (15) | −0.0041 (11) |
| C16 | 0.0416 (17) | 0.0291 (13) | 0.0251 (12) | −0.0041 (12) | 0.0086 (11) | 0.0010 (10) |
| C17 | 0.0236 (13) | 0.0237 (11) | 0.0273 (11) | 0.0027 (10) | 0.0052 (10) | −0.0020 (9) |
| C18 | 0.0283 (15) | 0.0304 (13) | 0.0329 (13) | −0.0022 (11) | 0.0072 (11) | −0.0004 (11) |
| C19 | 0.0331 (16) | 0.0346 (14) | 0.0483 (16) | −0.0072 (12) | 0.0091 (13) | −0.0118 (13) |
| C20 | 0.0305 (16) | 0.0529 (18) | 0.0391 (15) | −0.0009 (14) | 0.0002 (12) | −0.0158 (14) |
| C21 | 0.0432 (19) | 0.0534 (19) | 0.0322 (14) | 0.0019 (15) | −0.0052 (13) | 0.0027 (13) |
| C22 | 0.0399 (17) | 0.0322 (14) | 0.0375 (14) | −0.0011 (12) | −0.0026 (12) | 0.0057 (12) |
(2) Dichlorido(8-diphenylphosphanylquinoline)platinum(II) dichloromethane monosolvate. Geometric parameters (Å, º)
| Pt1—N1 | 2.051 (2) | C7—H7 | 0.9500 |
| Pt1—P1 | 2.1963 (6) | C8—C9 | 1.416 (3) |
| Pt1—Cl2 | 2.3002 (7) | C9—C10 | 1.420 (3) |
| Pt1—Cl1 | 2.3747 (6) | C11—C16 | 1.392 (4) |
| Cl3—C1 | 1.752 (3) | C11—C12 | 1.393 (4) |
| Cl4—C1 | 1.744 (3) | C12—C13 | 1.388 (4) |
| P1—C17 | 1.810 (3) | C12—H12 | 0.9500 |
| P1—C8 | 1.809 (2) | C13—C14 | 1.381 (5) |
| P1—C11 | 1.811 (2) | C13—H13 | 0.9500 |
| N1—C2 | 1.329 (3) | C14—C15 | 1.366 (5) |
| N1—C9 | 1.392 (3) | C14—H14 | 0.9500 |
| C1—H1A | 0.9900 | C15—C16 | 1.394 (4) |
| C1—H1B | 0.9900 | C15—H15 | 0.9500 |
| C2—C3 | 1.402 (4) | C16—H16 | 0.9500 |
| C2—H2 | 0.9500 | C17—C18 | 1.393 (4) |
| C3—C4 | 1.356 (4) | C17—C22 | 1.398 (3) |
| C3—H3 | 0.9500 | C18—C19 | 1.393 (4) |
| C4—C10 | 1.411 (4) | C18—H18 | 0.9500 |
| C4—H4 | 0.9500 | C19—C20 | 1.381 (4) |
| C5—C6 | 1.361 (4) | C19—H19 | 0.9500 |
| C5—C10 | 1.416 (4) | C20—C21 | 1.386 (4) |
| C5—H5 | 0.9500 | C20—H20 | 0.9500 |
| C6—C7 | 1.404 (4) | C21—C22 | 1.382 (4) |
| C6—H6 | 0.9500 | C21—H21 | 0.9500 |
| C7—C8 | 1.378 (3) | C22—H22 | 0.9500 |
| N1—Pt1—P1 | 85.44 (6) | N1—C9—C8 | 119.3 (2) |
| N1—Pt1—Cl2 | 175.93 (6) | N1—C9—C10 | 120.6 (2) |
| P1—Pt1—Cl2 | 90.50 (2) | C8—C9—C10 | 120.1 (2) |
| N1—Pt1—Cl1 | 94.13 (6) | C4—C10—C9 | 118.5 (2) |
| P1—Pt1—Cl1 | 178.80 (2) | C4—C10—C5 | 123.3 (2) |
| Cl2—Pt1—Cl1 | 89.93 (2) | C9—C10—C5 | 118.2 (2) |
| C17—P1—C8 | 105.88 (11) | C16—C11—C12 | 119.6 (2) |
| C17—P1—C11 | 106.45 (12) | C16—C11—P1 | 119.9 (2) |
| C8—P1—C11 | 108.71 (12) | C12—C11—P1 | 120.1 (2) |
| C17—P1—Pt1 | 116.61 (8) | C13—C12—C11 | 119.8 (3) |
| C8—P1—Pt1 | 101.42 (8) | C13—C12—H12 | 120.1 |
| C11—P1—Pt1 | 116.93 (8) | C11—C12—H12 | 120.1 |
| C2—N1—C9 | 118.2 (2) | C14—C13—C12 | 120.1 (3) |
| C2—N1—Pt1 | 123.48 (17) | C14—C13—H13 | 120.0 |
| C9—N1—Pt1 | 118.27 (16) | C12—C13—H13 | 120.0 |
| Cl4—C1—Cl3 | 111.96 (17) | C15—C14—C13 | 120.5 (3) |
| Cl4—C1—H1A | 109.2 | C15—C14—H14 | 119.7 |
| Cl3—C1—H1A | 109.2 | C13—C14—H14 | 119.7 |
| Cl4—C1—H1B | 109.2 | C14—C15—C16 | 120.3 (3) |
| Cl3—C1—H1B | 109.2 | C14—C15—H15 | 119.8 |
| H1A—C1—H1B | 107.9 | C16—C15—H15 | 119.8 |
| N1—C2—C3 | 123.4 (2) | C11—C16—C15 | 119.6 (3) |
| N1—C2—H2 | 118.3 | C11—C16—H16 | 120.2 |
| C3—C2—H2 | 118.3 | C15—C16—H16 | 120.2 |
| C4—C3—C2 | 119.5 (3) | C18—C17—C22 | 119.1 (2) |
| C4—C3—H3 | 120.3 | C18—C17—P1 | 120.54 (19) |
| C2—C3—H3 | 120.3 | C22—C17—P1 | 120.2 (2) |
| C3—C4—C10 | 119.7 (3) | C17—C18—C19 | 119.9 (2) |
| C3—C4—H4 | 120.1 | C17—C18—H18 | 120.0 |
| C10—C4—H4 | 120.1 | C19—C18—H18 | 120.0 |
| C6—C5—C10 | 121.0 (3) | C20—C19—C18 | 120.5 (3) |
| C6—C5—H5 | 119.5 | C20—C19—H19 | 119.7 |
| C10—C5—H5 | 119.5 | C18—C19—H19 | 119.7 |
| C5—C6—C7 | 120.5 (3) | C19—C20—C21 | 119.6 (3) |
| C5—C6—H6 | 119.8 | C19—C20—H20 | 120.2 |
| C7—C6—H6 | 119.8 | C21—C20—H20 | 120.2 |
| C8—C7—C6 | 120.8 (3) | C22—C21—C20 | 120.4 (3) |
| C8—C7—H7 | 119.6 | C22—C21—H21 | 119.8 |
| C6—C7—H7 | 119.6 | C20—C21—H21 | 119.8 |
| C7—C8—C9 | 119.3 (2) | C21—C22—C17 | 120.4 (3) |
| C7—C8—P1 | 126.0 (2) | C21—C22—H22 | 119.8 |
| C9—C8—P1 | 114.57 (17) | C17—C22—H22 | 119.8 |
| C9—N1—C2—C3 | 1.6 (4) | C6—C5—C10—C9 | 1.0 (4) |
| Pt1—N1—C2—C3 | −177.6 (2) | C17—P1—C11—C16 | −147.98 (19) |
| N1—C2—C3—C4 | −0.5 (4) | C8—P1—C11—C16 | −34.3 (2) |
| C2—C3—C4—C10 | −0.7 (4) | Pt1—P1—C11—C16 | 79.7 (2) |
| C10—C5—C6—C7 | −1.4 (4) | C17—P1—C11—C12 | 38.9 (2) |
| C5—C6—C7—C8 | 0.0 (4) | C8—P1—C11—C12 | 152.6 (2) |
| C6—C7—C8—C9 | 1.6 (4) | Pt1—P1—C11—C12 | −93.4 (2) |
| C6—C7—C8—P1 | −173.7 (2) | C16—C11—C12—C13 | 0.0 (4) |
| C17—P1—C8—C7 | 62.9 (2) | P1—C11—C12—C13 | 173.1 (2) |
| C11—P1—C8—C7 | −51.1 (2) | C11—C12—C13—C14 | −0.1 (5) |
| Pt1—P1—C8—C7 | −174.9 (2) | C12—C13—C14—C15 | 0.3 (5) |
| C17—P1—C8—C9 | −112.53 (18) | C13—C14—C15—C16 | −0.3 (4) |
| C11—P1—C8—C9 | 133.44 (18) | C12—C11—C16—C15 | 0.0 (4) |
| Pt1—P1—C8—C9 | 9.65 (18) | P1—C11—C16—C15 | −173.17 (19) |
| C2—N1—C9—C8 | 177.6 (2) | C14—C15—C16—C11 | 0.2 (4) |
| Pt1—N1—C9—C8 | −3.1 (3) | C8—P1—C17—C18 | 112.0 (2) |
| C2—N1—C9—C10 | −1.5 (3) | C11—P1—C17—C18 | −132.4 (2) |
| Pt1—N1—C9—C10 | 177.82 (17) | Pt1—P1—C17—C18 | 0.1 (2) |
| C7—C8—C9—N1 | 179.1 (2) | C8—P1—C17—C22 | −64.2 (2) |
| P1—C8—C9—N1 | −5.1 (3) | C11—P1—C17—C22 | 51.3 (2) |
| C7—C8—C9—C10 | −1.9 (3) | Pt1—P1—C17—C22 | −176.13 (19) |
| P1—C8—C9—C10 | 173.94 (17) | C22—C17—C18—C19 | −0.3 (4) |
| C3—C4—C10—C9 | 0.8 (4) | P1—C17—C18—C19 | −176.5 (2) |
| C3—C4—C10—C5 | −178.5 (2) | C17—C18—C19—C20 | 0.2 (4) |
| N1—C9—C10—C4 | 0.3 (3) | C18—C19—C20—C21 | 0.4 (5) |
| C8—C9—C10—C4 | −178.7 (2) | C19—C20—C21—C22 | −1.0 (5) |
| N1—C9—C10—C5 | 179.6 (2) | C20—C21—C22—C17 | 0.9 (5) |
| C8—C9—C10—C5 | 0.6 (3) | C18—C17—C22—C21 | −0.2 (4) |
| C6—C5—C10—C4 | −179.7 (3) | P1—C17—C22—C21 | 176.0 (2) |
(3) cis-Dichloridobis(8-diphenylphosphanylquinoline)rhodium(III) hexafluoridophosphate dichloromethane/methanol hemisolvate . Crystal data
| [RhCl2(C21H16NP)2](PF6)·0.5CH2Cl2·0.5CH4O | Z = 2 |
| Mr = 1003.90 | F(000) = 1012 |
| Triclinic, P1 | Dx = 1.621 Mg m−3 |
| a = 9.841 (5) Å | Mo Kα radiation, λ = 0.71075 Å |
| b = 13.825 (6) Å | Cell parameters from 15480 reflections |
| c = 16.167 (8) Å | θ = 3.1–27.5° |
| α = 87.307 (19)° | µ = 0.79 mm−1 |
| β = 81.80 (2)° | T = 200 K |
| γ = 70.819 (18)° | Prism, colorless |
| V = 2056.2 (17) Å3 | 0.20 × 0.20 × 0.15 mm |
(3) cis-Dichloridobis(8-diphenylphosphanylquinoline)rhodium(III) hexafluoridophosphate dichloromethane/methanol hemisolvate . Data collection
| Rigaku R-AXIS RAPID diffractometer | 9338 independent reflections |
| Radiation source: fine-focus sealed tube | 7245 reflections with I > 2σ(I) |
| Detector resolution: 10.00 pixels mm-1 | Rint = 0.046 |
| ω scans | θmax = 27.5°, θmin = 3.1° |
| Absorption correction: multi-scan (ABSCOR.; Rigaku, 1995) | h = −12→12 |
| Tmin = 0.848, Tmax = 0.882 | k = −17→17 |
| 20385 measured reflections | l = −20→20 |
(3) cis-Dichloridobis(8-diphenylphosphanylquinoline)rhodium(III) hexafluoridophosphate dichloromethane/methanol hemisolvate . Refinement
| Refinement on F2 | Primary atom site location: heavy-atom method |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.120 | H-atom parameters constrained |
| S = 1.06 | w = 1/[σ2(Fo2) + (0.064P)2] where P = (Fo2 + 2Fc2)/3 |
| 9338 reflections | (Δ/σ)max = 0.002 |
| 605 parameters | Δρmax = 0.68 e Å−3 |
| 20 restraints | Δρmin = −1.03 e Å−3 |
(3) cis-Dichloridobis(8-diphenylphosphanylquinoline)rhodium(III) hexafluoridophosphate dichloromethane/methanol hemisolvate . Special details
| Experimental. The 31P NMR spectrum of 3 in CD3CN (400 MHz, 22 °C) showed two doublet of doublets resonances at δ 38.66 (JRh–P = 110, JP–P = 21 Hz) and 40.47 (JRh–P = 113 Hz). |
| Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
(3) cis-Dichloridobis(8-diphenylphosphanylquinoline)rhodium(III) hexafluoridophosphate dichloromethane/methanol hemisolvate . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| Rh1 | 0.81791 (2) | 0.88958 (2) | 0.68292 (2) | 0.02967 (9) | |
| Cl1 | 0.92494 (8) | 0.90055 (6) | 0.54278 (4) | 0.03774 (17) | |
| Cl2 | 1.04776 (8) | 0.82096 (6) | 0.72496 (4) | 0.03852 (17) | |
| P1 | 0.71063 (8) | 0.90351 (6) | 0.81912 (4) | 0.03163 (17) | |
| P2 | 0.80756 (8) | 0.73608 (6) | 0.64925 (4) | 0.03480 (18) | |
| P3 | 0.55681 (15) | 0.62928 (12) | 0.29883 (9) | 0.0909 (4) | |
| F1A | 0.6674 (12) | 0.5251 (7) | 0.3142 (9) | 0.163 (6) | 0.613 (14) |
| F2A | 0.4337 (9) | 0.5838 (8) | 0.3072 (9) | 0.132 (4) | 0.613 (14) |
| F3A | 0.601 (2) | 0.6117 (9) | 0.2058 (4) | 0.182 (6) | 0.613 (14) |
| F4A | 0.559 (3) | 0.633 (2) | 0.3936 (6) | 0.322 (12) | 0.613 (14) |
| F5A | 0.6781 (9) | 0.6811 (7) | 0.2764 (13) | 0.174 (5) | 0.613 (14) |
| F6A | 0.4534 (11) | 0.7384 (6) | 0.2966 (15) | 0.211 (8) | 0.613 (14) |
| F1B | 0.530 (4) | 0.5418 (19) | 0.356 (2) | 0.300 (16) | 0.387 (14) |
| F2B | 0.451 (2) | 0.6177 (18) | 0.240 (2) | 0.208 (10) | 0.387 (14) |
| F3B | 0.6695 (18) | 0.5392 (19) | 0.249 (2) | 0.212 (13) | 0.387 (14) |
| F4B | 0.449 (2) | 0.6981 (12) | 0.3668 (10) | 0.147 (7) | 0.387 (14) |
| F5B | 0.6769 (14) | 0.6458 (17) | 0.3408 (15) | 0.163 (9) | 0.387 (14) |
| F6B | 0.522 (3) | 0.7243 (11) | 0.2443 (9) | 0.232 (15) | 0.387 (14) |
| N1 | 0.8319 (3) | 1.03784 (18) | 0.71011 (14) | 0.0333 (5) | |
| N11 | 0.6185 (3) | 0.9470 (2) | 0.64031 (13) | 0.0382 (6) | |
| Cl3A | 0.3228 (12) | 0.6504 (8) | 0.8186 (7) | 0.322 (5) | 0.5 |
| Cl4A | 0.3702 (13) | 0.5700 (9) | 0.9744 (6) | 0.407 (8) | 0.5 |
| C1A | 0.289 (2) | 0.5586 (14) | 0.8897 (10) | 0.307 (11) | 0.5 |
| H1A | 0.1829 | 0.5731 | 0.9058 | 0.369* | 0.5 |
| H1B | 0.3314 | 0.4890 | 0.8655 | 0.369* | 0.5 |
| O1B | 0.3204 (14) | 0.7010 (12) | 0.8793 (10) | 0.213 (8) | 0.5 |
| H1F | 0.3593 | 0.7057 | 0.8302 | 0.256* | 0.5 |
| C1B | 0.326 (2) | 0.5987 (17) | 0.8956 (10) | 0.227 (11) | 0.5 |
| H1C | 0.2739 | 0.5942 | 0.9514 | 0.341* | 0.5 |
| H1E | 0.4273 | 0.5547 | 0.8932 | 0.341* | 0.5 |
| H1D | 0.2801 | 0.5761 | 0.8537 | 0.341* | 0.5 |
| C2 | 0.8789 (4) | 1.0945 (2) | 0.6523 (2) | 0.0478 (8) | |
| H2 | 0.8939 | 1.0739 | 0.5956 | 0.057* | |
| C3 | 0.9078 (4) | 1.1828 (3) | 0.6702 (2) | 0.0567 (9) | |
| H3 | 0.9431 | 1.2203 | 0.6264 | 0.068* | |
| C4 | 0.8852 (4) | 1.2148 (3) | 0.7497 (2) | 0.0571 (10) | |
| H4 | 0.9020 | 1.2760 | 0.7624 | 0.069* | |
| C5 | 0.8172 (5) | 1.1806 (3) | 0.8995 (2) | 0.0696 (12) | |
| H5 | 0.8330 | 1.2406 | 0.9159 | 0.083* | |
| C6 | 0.7766 (5) | 1.1198 (4) | 0.9585 (2) | 0.0743 (13) | |
| H6 | 0.7667 | 1.1368 | 1.0157 | 0.089* | |
| C7 | 0.7488 (4) | 1.0322 (3) | 0.93688 (19) | 0.0542 (9) | |
| H7 | 0.7205 | 0.9901 | 0.9794 | 0.065* | |
| C8 | 0.7622 (3) | 1.0064 (2) | 0.85439 (17) | 0.0377 (7) | |
| C9 | 0.8102 (3) | 1.0674 (2) | 0.79179 (18) | 0.0369 (6) | |
| C10 | 0.8366 (4) | 1.1571 (3) | 0.8139 (2) | 0.0484 (8) | |
| C12 | 0.5505 (4) | 1.0465 (3) | 0.63529 (19) | 0.0525 (9) | |
| H12 | 0.5979 | 1.0922 | 0.6490 | 0.063* | |
| C13 | 0.4129 (4) | 1.0875 (4) | 0.6109 (2) | 0.0713 (13) | |
| H13 | 0.3684 | 1.1596 | 0.6081 | 0.086* | |
| C14 | 0.3440 (4) | 1.0250 (4) | 0.5916 (2) | 0.0761 (15) | |
| H14 | 0.2496 | 1.0525 | 0.5755 | 0.091* | |
| C15 | 0.3453 (5) | 0.8472 (6) | 0.5772 (3) | 0.0870 (18) | |
| H15 | 0.2503 | 0.8714 | 0.5618 | 0.104* | |
| C16 | 0.4156 (6) | 0.7439 (6) | 0.5816 (3) | 0.098 (2) | |
| H16 | 0.3687 | 0.6971 | 0.5697 | 0.118* | |
| C17 | 0.5564 (4) | 0.7070 (4) | 0.6036 (3) | 0.0723 (12) | |
| H17 | 0.6048 | 0.6353 | 0.6055 | 0.087* | |
| C18 | 0.6254 (4) | 0.7737 (3) | 0.62245 (19) | 0.0495 (9) | |
| C19 | 0.5529 (3) | 0.8803 (3) | 0.61891 (17) | 0.0467 (8) | |
| C20 | 0.4116 (4) | 0.9172 (4) | 0.59511 (19) | 0.0615 (11) | |
| C21 | 0.5141 (3) | 0.9536 (3) | 0.82721 (17) | 0.0432 (8) | |
| C22 | 0.4385 (4) | 1.0554 (3) | 0.8417 (2) | 0.0644 (11) | |
| H22 | 0.4881 | 1.1015 | 0.8512 | 0.077* | |
| C23 | 0.2882 (6) | 1.0909 (5) | 0.8423 (3) | 0.107 (2) | |
| H23 | 0.2347 | 1.1613 | 0.8522 | 0.129* | |
| C24 | 0.2165 (6) | 1.0214 (8) | 0.8282 (3) | 0.125 (3) | |
| H24 | 0.1141 | 1.0447 | 0.8291 | 0.151* | |
| C25 | 0.2927 (6) | 0.9224 (7) | 0.8134 (3) | 0.104 (2) | |
| H25 | 0.2442 | 0.8760 | 0.8030 | 0.125* | |
| C26 | 0.4391 (4) | 0.8879 (4) | 0.8133 (2) | 0.0639 (11) | |
| H26 | 0.4911 | 0.8174 | 0.8035 | 0.077* | |
| C27 | 0.7478 (4) | 0.8059 (2) | 0.89991 (17) | 0.0428 (7) | |
| C28 | 0.6348 (5) | 0.7924 (3) | 0.9570 (2) | 0.0645 (11) | |
| H28 | 0.5373 | 0.8325 | 0.9520 | 0.077* | |
| C29 | 0.6633 (6) | 0.7216 (4) | 1.0204 (3) | 0.0891 (16) | |
| H29 | 0.5859 | 0.7139 | 1.0596 | 0.107* | |
| C30 | 0.8036 (7) | 0.6625 (4) | 1.0267 (3) | 0.1008 (19) | |
| H30 | 0.8233 | 0.6127 | 1.0699 | 0.121* | |
| C31 | 0.9143 (6) | 0.6745 (4) | 0.9719 (3) | 0.102 (2) | |
| H31 | 1.0112 | 0.6331 | 0.9769 | 0.122* | |
| C32 | 0.8874 (5) | 0.7475 (4) | 0.9078 (2) | 0.0761 (14) | |
| H32 | 0.9659 | 0.7562 | 0.8701 | 0.091* | |
| C33 | 0.9307 (3) | 0.6735 (2) | 0.55799 (18) | 0.0373 (7) | |
| C34 | 1.0796 (3) | 0.6486 (2) | 0.55612 (19) | 0.0437 (7) | |
| H34 | 1.1176 | 0.6639 | 0.6028 | 0.052* | |
| C35 | 1.1731 (4) | 0.6015 (3) | 0.4863 (2) | 0.0505 (8) | |
| H35 | 1.2750 | 0.5846 | 0.4852 | 0.061* | |
| C36 | 1.1187 (4) | 0.5794 (2) | 0.4188 (2) | 0.0487 (8) | |
| H36 | 1.1828 | 0.5464 | 0.3713 | 0.058* | |
| C37 | 0.9725 (4) | 0.6047 (2) | 0.41995 (19) | 0.0481 (8) | |
| H37 | 0.9356 | 0.5894 | 0.3728 | 0.058* | |
| C38 | 0.8767 (4) | 0.6523 (2) | 0.48863 (18) | 0.0427 (7) | |
| H38 | 0.7750 | 0.6703 | 0.4883 | 0.051* | |
| C39 | 0.8269 (4) | 0.6356 (2) | 0.72758 (18) | 0.0407 (7) | |
| C40 | 0.7092 (5) | 0.6125 (3) | 0.7699 (3) | 0.0689 (12) | |
| H40 | 0.6136 | 0.6507 | 0.7595 | 0.083* | |
| C41 | 0.7312 (6) | 0.5334 (3) | 0.8277 (3) | 0.0844 (15) | |
| H41 | 0.6498 | 0.5179 | 0.8565 | 0.101* | |
| C42 | 0.8658 (6) | 0.4779 (3) | 0.8439 (2) | 0.0714 (12) | |
| H42 | 0.8781 | 0.4249 | 0.8845 | 0.086* | |
| C43 | 0.9853 (6) | 0.4982 (3) | 0.8016 (2) | 0.0724 (12) | |
| H43 | 1.0802 | 0.4584 | 0.8121 | 0.087* | |
| C44 | 0.9657 (4) | 0.5771 (3) | 0.7437 (2) | 0.0597 (10) | |
| H44 | 1.0479 | 0.5915 | 0.7147 | 0.072* |
(3) cis-Dichloridobis(8-diphenylphosphanylquinoline)rhodium(III) hexafluoridophosphate dichloromethane/methanol hemisolvate . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Rh1 | 0.03129 (14) | 0.03778 (14) | 0.02306 (12) | −0.01406 (10) | −0.00624 (8) | −0.00226 (9) |
| Cl1 | 0.0437 (4) | 0.0465 (4) | 0.0252 (3) | −0.0185 (3) | −0.0016 (3) | −0.0013 (3) |
| Cl2 | 0.0332 (4) | 0.0482 (4) | 0.0393 (4) | −0.0168 (3) | −0.0119 (3) | −0.0035 (3) |
| P1 | 0.0335 (4) | 0.0417 (4) | 0.0227 (3) | −0.0152 (3) | −0.0058 (3) | −0.0020 (3) |
| P2 | 0.0358 (4) | 0.0452 (4) | 0.0305 (4) | −0.0218 (4) | −0.0038 (3) | −0.0078 (3) |
| P3 | 0.0619 (8) | 0.1049 (11) | 0.0944 (10) | −0.0099 (8) | −0.0086 (7) | −0.0199 (9) |
| F1A | 0.099 (7) | 0.145 (8) | 0.206 (11) | 0.007 (6) | −0.030 (8) | 0.076 (9) |
| F2A | 0.072 (4) | 0.155 (8) | 0.176 (9) | −0.058 (5) | 0.023 (5) | −0.025 (7) |
| F3A | 0.281 (16) | 0.160 (11) | 0.067 (4) | −0.040 (10) | 0.018 (6) | 0.022 (5) |
| F4A | 0.30 (2) | 0.51 (4) | 0.108 (8) | −0.04 (3) | −0.068 (11) | −0.103 (13) |
| F5A | 0.106 (7) | 0.117 (6) | 0.290 (16) | −0.033 (5) | −0.008 (8) | 0.011 (9) |
| F6A | 0.088 (6) | 0.112 (7) | 0.42 (2) | 0.032 (5) | −0.092 (10) | −0.112 (12) |
| F1B | 0.28 (4) | 0.20 (2) | 0.42 (4) | −0.11 (2) | −0.03 (4) | 0.16 (3) |
| F2B | 0.164 (18) | 0.21 (2) | 0.26 (2) | −0.038 (13) | −0.078 (18) | −0.12 (2) |
| F3B | 0.115 (14) | 0.20 (2) | 0.30 (3) | −0.040 (14) | 0.08 (2) | −0.14 (2) |
| F4B | 0.140 (13) | 0.143 (12) | 0.121 (11) | −0.015 (9) | 0.044 (9) | −0.052 (8) |
| F5B | 0.079 (9) | 0.22 (2) | 0.184 (17) | −0.009 (10) | −0.078 (11) | −0.073 (14) |
| F6B | 0.43 (4) | 0.145 (17) | 0.110 (10) | −0.11 (2) | −0.001 (15) | 0.079 (12) |
| N1 | 0.0396 (14) | 0.0320 (12) | 0.0291 (11) | −0.0126 (11) | −0.0045 (10) | −0.0033 (10) |
| N11 | 0.0332 (14) | 0.0595 (16) | 0.0202 (11) | −0.0122 (12) | −0.0057 (9) | 0.0011 (11) |
| Cl3A | 0.302 (11) | 0.251 (10) | 0.445 (14) | −0.111 (8) | −0.131 (12) | 0.083 (10) |
| Cl4A | 0.480 (19) | 0.444 (17) | 0.221 (8) | −0.130 (12) | 0.146 (10) | 0.022 (9) |
| C1A | 0.35 (3) | 0.218 (19) | 0.33 (2) | −0.15 (2) | 0.233 (17) | −0.174 (15) |
| O1B | 0.118 (9) | 0.287 (16) | 0.257 (16) | −0.110 (10) | 0.061 (10) | −0.168 (13) |
| C1B | 0.26 (2) | 0.48 (3) | 0.114 (11) | −0.33 (2) | −0.086 (12) | 0.119 (16) |
| C2 | 0.067 (2) | 0.0415 (17) | 0.0344 (15) | −0.0181 (16) | −0.0036 (15) | 0.0000 (14) |
| C3 | 0.080 (3) | 0.0396 (18) | 0.052 (2) | −0.0268 (18) | 0.0016 (18) | 0.0005 (16) |
| C4 | 0.075 (3) | 0.0420 (18) | 0.060 (2) | −0.0295 (19) | −0.0005 (19) | −0.0092 (17) |
| C5 | 0.100 (3) | 0.072 (3) | 0.053 (2) | −0.054 (3) | 0.008 (2) | −0.027 (2) |
| C6 | 0.111 (4) | 0.093 (3) | 0.0392 (19) | −0.064 (3) | 0.006 (2) | −0.026 (2) |
| C7 | 0.070 (2) | 0.071 (2) | 0.0324 (15) | −0.040 (2) | 0.0014 (15) | −0.0128 (16) |
| C8 | 0.0358 (16) | 0.0489 (17) | 0.0311 (14) | −0.0173 (14) | −0.0017 (12) | −0.0085 (13) |
| C9 | 0.0331 (16) | 0.0410 (16) | 0.0358 (15) | −0.0096 (13) | −0.0041 (12) | −0.0090 (13) |
| C10 | 0.056 (2) | 0.0469 (19) | 0.0454 (18) | −0.0220 (17) | 0.0004 (15) | −0.0139 (15) |
| C12 | 0.047 (2) | 0.067 (2) | 0.0326 (16) | −0.0030 (17) | −0.0095 (14) | 0.0074 (16) |
| C13 | 0.046 (2) | 0.100 (3) | 0.044 (2) | 0.009 (2) | −0.0103 (17) | 0.015 (2) |
| C14 | 0.034 (2) | 0.142 (5) | 0.0343 (18) | −0.003 (3) | −0.0126 (15) | 0.010 (2) |
| C15 | 0.038 (2) | 0.180 (6) | 0.051 (2) | −0.044 (3) | −0.0051 (18) | −0.029 (3) |
| C16 | 0.064 (3) | 0.184 (6) | 0.077 (3) | −0.079 (4) | −0.001 (2) | −0.049 (4) |
| C17 | 0.054 (2) | 0.106 (3) | 0.075 (3) | −0.048 (2) | 0.000 (2) | −0.036 (2) |
| C18 | 0.0394 (19) | 0.082 (3) | 0.0365 (16) | −0.0320 (18) | −0.0013 (13) | −0.0200 (16) |
| C19 | 0.0312 (17) | 0.087 (3) | 0.0233 (13) | −0.0201 (17) | −0.0037 (11) | −0.0091 (15) |
| C20 | 0.0347 (19) | 0.123 (4) | 0.0258 (15) | −0.023 (2) | −0.0073 (13) | −0.0020 (19) |
| C21 | 0.0369 (17) | 0.071 (2) | 0.0236 (13) | −0.0205 (16) | −0.0054 (12) | 0.0023 (14) |
| C22 | 0.046 (2) | 0.084 (3) | 0.051 (2) | −0.005 (2) | −0.0067 (17) | 0.006 (2) |
| C23 | 0.058 (3) | 0.150 (6) | 0.069 (3) | 0.024 (3) | −0.003 (2) | 0.012 (3) |
| C24 | 0.034 (3) | 0.271 (10) | 0.056 (3) | −0.029 (4) | −0.011 (2) | 0.009 (4) |
| C25 | 0.050 (3) | 0.241 (8) | 0.044 (2) | −0.075 (4) | −0.003 (2) | −0.022 (3) |
| C26 | 0.051 (2) | 0.120 (4) | 0.0341 (16) | −0.047 (2) | −0.0011 (15) | −0.0148 (19) |
| C27 | 0.059 (2) | 0.0453 (17) | 0.0256 (13) | −0.0170 (16) | −0.0089 (13) | −0.0009 (13) |
| C28 | 0.075 (3) | 0.074 (3) | 0.0450 (19) | −0.028 (2) | −0.0082 (18) | 0.0157 (19) |
| C29 | 0.124 (5) | 0.091 (4) | 0.048 (2) | −0.037 (3) | −0.001 (3) | 0.025 (2) |
| C30 | 0.149 (5) | 0.081 (3) | 0.047 (2) | −0.008 (3) | −0.005 (3) | 0.021 (2) |
| C31 | 0.099 (4) | 0.110 (4) | 0.051 (2) | 0.026 (3) | −0.012 (3) | 0.017 (3) |
| C32 | 0.068 (3) | 0.101 (3) | 0.0350 (18) | 0.003 (2) | −0.0040 (18) | 0.014 (2) |
| C33 | 0.0431 (18) | 0.0379 (15) | 0.0359 (15) | −0.0207 (14) | −0.0012 (13) | −0.0082 (13) |
| C34 | 0.0431 (19) | 0.0511 (19) | 0.0405 (16) | −0.0209 (15) | 0.0000 (13) | −0.0132 (14) |
| C35 | 0.050 (2) | 0.0480 (19) | 0.054 (2) | −0.0198 (16) | 0.0054 (16) | −0.0127 (16) |
| C36 | 0.068 (2) | 0.0366 (16) | 0.0392 (16) | −0.0194 (16) | 0.0109 (16) | −0.0116 (14) |
| C37 | 0.072 (3) | 0.0428 (17) | 0.0344 (15) | −0.0260 (17) | −0.0039 (15) | −0.0079 (14) |
| C38 | 0.055 (2) | 0.0463 (17) | 0.0341 (15) | −0.0263 (16) | −0.0058 (14) | −0.0066 (13) |
| C39 | 0.054 (2) | 0.0420 (17) | 0.0341 (15) | −0.0283 (15) | 0.0012 (13) | −0.0080 (13) |
| C40 | 0.066 (3) | 0.052 (2) | 0.083 (3) | −0.023 (2) | 0.014 (2) | 0.008 (2) |
| C41 | 0.093 (4) | 0.070 (3) | 0.087 (3) | −0.040 (3) | 0.027 (3) | 0.011 (3) |
| C42 | 0.118 (4) | 0.055 (2) | 0.049 (2) | −0.042 (3) | −0.004 (2) | 0.0045 (19) |
| C43 | 0.099 (4) | 0.081 (3) | 0.050 (2) | −0.042 (3) | −0.025 (2) | 0.017 (2) |
| C44 | 0.067 (3) | 0.083 (3) | 0.0443 (19) | −0.042 (2) | −0.0161 (17) | 0.0071 (19) |
(3) cis-Dichloridobis(8-diphenylphosphanylquinoline)rhodium(III) hexafluoridophosphate dichloromethane/methanol hemisolvate . Geometric parameters (Å, º)
| Rh1—N11 | 2.065 (2) | C14—C20 | 1.420 (7) |
| Rh1—N1 | 2.168 (2) | C14—H14 | 0.9500 |
| Rh1—P2 | 2.2531 (8) | C15—C16 | 1.370 (8) |
| Rh1—P1 | 2.2897 (7) | C15—C20 | 1.392 (7) |
| Rh1—Cl2 | 2.3338 (7) | C15—H15 | 0.9500 |
| Rh1—Cl1 | 2.3787 (6) | C16—C17 | 1.402 (7) |
| P1—C8 | 1.800 (3) | C16—H16 | 0.9500 |
| P1—C21 | 1.815 (3) | C17—C18 | 1.378 (5) |
| P1—C27 | 1.818 (3) | C17—H17 | 0.9500 |
| P2—C18 | 1.806 (3) | C18—C19 | 1.413 (5) |
| P2—C39 | 1.816 (3) | C19—C20 | 1.418 (5) |
| P2—C33 | 1.821 (3) | C21—C22 | 1.372 (5) |
| P3—F3A | 1.513 (6) | C21—C26 | 1.389 (5) |
| P3—F6B | 1.518 (8) | C22—C23 | 1.396 (6) |
| P3—F6A | 1.519 (7) | C22—H22 | 0.9500 |
| P3—F2A | 1.526 (6) | C23—C24 | 1.409 (10) |
| P3—F5B | 1.526 (8) | C23—H23 | 0.9500 |
| P3—F1A | 1.528 (6) | C24—C25 | 1.341 (9) |
| P3—F4B | 1.529 (8) | C24—H24 | 0.9500 |
| P3—F3B | 1.538 (8) | C25—C26 | 1.360 (6) |
| P3—F4A | 1.539 (7) | C25—H25 | 0.9500 |
| P3—F2B | 1.552 (8) | C26—H26 | 0.9500 |
| P3—F1B | 1.558 (9) | C27—C32 | 1.367 (5) |
| P3—F5A | 1.576 (7) | C27—C28 | 1.397 (5) |
| N1—C2 | 1.322 (4) | C28—C29 | 1.376 (5) |
| N1—C9 | 1.367 (4) | C28—H28 | 0.9500 |
| N11—C12 | 1.321 (4) | C29—C30 | 1.370 (7) |
| N11—C19 | 1.368 (4) | C29—H29 | 0.9500 |
| Cl3A—C1A | 1.754 (10) | C30—C31 | 1.353 (7) |
| Cl4A—C1A | 1.721 (10) | C30—H30 | 0.9500 |
| C1A—H1A | 0.9900 | C31—C32 | 1.402 (5) |
| C1A—H1B | 0.9900 | C31—H31 | 0.9500 |
| O1B—C1B | 1.412 (16) | C32—H32 | 0.9500 |
| O1B—H1F | 0.8400 | C33—C34 | 1.387 (4) |
| C1B—H1C | 0.9800 | C33—C38 | 1.388 (4) |
| C1B—H1E | 0.9800 | C34—C35 | 1.387 (4) |
| C1B—H1D | 0.9800 | C34—H34 | 0.9500 |
| C2—C3 | 1.392 (5) | C35—C36 | 1.370 (5) |
| C2—H2 | 0.9500 | C35—H35 | 0.9500 |
| C3—C4 | 1.344 (5) | C36—C37 | 1.361 (5) |
| C3—H3 | 0.9500 | C36—H36 | 0.9500 |
| C4—C10 | 1.405 (5) | C37—C38 | 1.385 (4) |
| C4—H4 | 0.9500 | C37—H37 | 0.9500 |
| C5—C6 | 1.346 (5) | C38—H38 | 0.9500 |
| C5—C10 | 1.407 (5) | C39—C40 | 1.381 (5) |
| C5—H5 | 0.9500 | C39—C44 | 1.395 (5) |
| C6—C7 | 1.396 (5) | C40—C41 | 1.385 (6) |
| C6—H6 | 0.9500 | C40—H40 | 0.9500 |
| C7—C8 | 1.373 (4) | C41—C42 | 1.351 (6) |
| C7—H7 | 0.9500 | C41—H41 | 0.9500 |
| C8—C9 | 1.416 (4) | C42—C43 | 1.377 (6) |
| C9—C10 | 1.418 (4) | C42—H42 | 0.9500 |
| C12—C13 | 1.392 (5) | C43—C44 | 1.387 (5) |
| C12—H12 | 0.9500 | C43—H43 | 0.9500 |
| C13—C14 | 1.332 (7) | C44—H44 | 0.9500 |
| C13—H13 | 0.9500 | ||
| N11—Rh1—N1 | 95.37 (10) | C4—C10—C9 | 118.3 (3) |
| N11—Rh1—P2 | 84.53 (8) | C5—C10—C9 | 117.6 (3) |
| N1—Rh1—P2 | 177.65 (6) | N11—C12—C13 | 123.2 (4) |
| N11—Rh1—P1 | 91.56 (6) | N11—C12—H12 | 118.4 |
| N1—Rh1—P1 | 81.81 (6) | C13—C12—H12 | 118.4 |
| P2—Rh1—P1 | 100.55 (3) | C14—C13—C12 | 119.5 (4) |
| N11—Rh1—Cl2 | 177.29 (7) | C14—C13—H13 | 120.2 |
| N1—Rh1—Cl2 | 86.06 (7) | C12—C13—H13 | 120.2 |
| P2—Rh1—Cl2 | 93.94 (3) | C13—C14—C20 | 120.1 (4) |
| P1—Rh1—Cl2 | 90.92 (3) | C13—C14—H14 | 120.0 |
| N11—Rh1—Cl1 | 87.29 (6) | C20—C14—H14 | 120.0 |
| N1—Rh1—Cl1 | 90.19 (6) | C16—C15—C20 | 120.8 (4) |
| P2—Rh1—Cl1 | 87.45 (3) | C16—C15—H15 | 119.6 |
| P1—Rh1—Cl1 | 171.78 (3) | C20—C15—H15 | 119.6 |
| Cl2—Rh1—Cl1 | 90.41 (3) | C15—C16—C17 | 120.3 (4) |
| C8—P1—C21 | 104.72 (15) | C15—C16—H16 | 119.8 |
| C8—P1—C27 | 105.37 (14) | C17—C16—H16 | 119.8 |
| C21—P1—C27 | 104.93 (15) | C18—C17—C16 | 120.7 (5) |
| C8—P1—Rh1 | 100.60 (9) | C18—C17—H17 | 119.6 |
| C21—P1—Rh1 | 111.85 (9) | C16—C17—H17 | 119.6 |
| C27—P1—Rh1 | 127.10 (11) | C17—C18—C19 | 119.2 (4) |
| C18—P2—C39 | 108.44 (16) | C17—C18—P2 | 125.0 (3) |
| C18—P2—C33 | 107.38 (14) | C19—C18—P2 | 115.7 (2) |
| C39—P2—C33 | 104.33 (14) | N11—C19—C18 | 119.6 (3) |
| C18—P2—Rh1 | 100.25 (12) | N11—C19—C20 | 120.5 (4) |
| C39—P2—Rh1 | 119.73 (10) | C18—C19—C20 | 119.8 (3) |
| C33—P2—Rh1 | 116.00 (9) | C15—C20—C19 | 119.1 (5) |
| F3A—P3—F6A | 98.7 (10) | C15—C20—C14 | 123.3 (4) |
| F3A—P3—F2A | 96.5 (6) | C19—C20—C14 | 117.6 (4) |
| F6A—P3—F2A | 92.8 (7) | C22—C21—C26 | 119.1 (4) |
| F6B—P3—F5B | 99.3 (12) | C22—C21—P1 | 122.0 (3) |
| F3A—P3—F1A | 89.1 (5) | C26—C21—P1 | 118.8 (3) |
| F6A—P3—F1A | 170.5 (9) | C21—C22—C23 | 119.6 (5) |
| F2A—P3—F1A | 91.7 (7) | C21—C22—H22 | 120.2 |
| F6B—P3—F4B | 85.3 (8) | C23—C22—H22 | 120.2 |
| F5B—P3—F4B | 87.0 (10) | C22—C23—C24 | 119.4 (6) |
| F6B—P3—F3B | 109.7 (17) | C22—C23—H23 | 120.3 |
| F5B—P3—F3B | 89.9 (12) | C24—C23—H23 | 120.3 |
| F4B—P3—F3B | 165.0 (17) | C25—C24—C23 | 120.0 (5) |
| F3A—P3—F4A | 163.5 (12) | C25—C24—H24 | 120.0 |
| F6A—P3—F4A | 93.0 (9) | C23—C24—H24 | 120.0 |
| F2A—P3—F4A | 94.5 (11) | C24—C25—C26 | 120.5 (6) |
| F1A—P3—F4A | 78.3 (11) | C24—C25—H25 | 119.8 |
| F6B—P3—F2B | 73.3 (16) | C26—C25—H25 | 119.8 |
| F5B—P3—F2B | 169.0 (18) | C25—C26—C21 | 121.4 (5) |
| F4B—P3—F2B | 100.3 (14) | C25—C26—H26 | 119.3 |
| F3B—P3—F2B | 85.1 (12) | C21—C26—H26 | 119.3 |
| F6B—P3—F1B | 158.1 (19) | C32—C27—C28 | 119.0 (3) |
| F5B—P3—F1B | 98.6 (18) | C32—C27—P1 | 120.4 (3) |
| F4B—P3—F1B | 83.2 (15) | C28—C27—P1 | 120.6 (3) |
| F3B—P3—F1B | 82.8 (16) | C29—C28—C27 | 120.7 (4) |
| F2B—P3—F1B | 90.6 (15) | C29—C28—H28 | 119.7 |
| F3A—P3—F5A | 76.1 (9) | C27—C28—H28 | 119.7 |
| F6A—P3—F5A | 84.0 (6) | C30—C29—C28 | 119.7 (4) |
| F2A—P3—F5A | 171.3 (9) | C30—C29—H29 | 120.1 |
| F1A—P3—F5A | 92.7 (7) | C28—C29—H29 | 120.1 |
| F4A—P3—F5A | 93.7 (10) | C31—C30—C29 | 120.3 (4) |
| C2—N1—C9 | 118.3 (3) | C31—C30—H30 | 119.8 |
| C2—N1—Rh1 | 122.6 (2) | C29—C30—H30 | 119.8 |
| C9—N1—Rh1 | 118.45 (18) | C30—C31—C32 | 120.7 (5) |
| C12—N11—C19 | 119.0 (3) | C30—C31—H31 | 119.7 |
| C12—N11—Rh1 | 121.9 (2) | C32—C31—H31 | 119.7 |
| C19—N11—Rh1 | 119.2 (2) | C27—C32—C31 | 119.6 (4) |
| Cl4A—C1A—Cl3A | 104.2 (8) | C27—C32—H32 | 120.2 |
| Cl4A—C1A—H1A | 110.9 | C31—C32—H32 | 120.2 |
| Cl3A—C1A—H1A | 110.9 | C34—C33—C38 | 119.2 (3) |
| Cl4A—C1A—H1B | 110.9 | C34—C33—P2 | 120.3 (2) |
| Cl3A—C1A—H1B | 110.9 | C38—C33—P2 | 120.5 (2) |
| H1A—C1A—H1B | 108.9 | C33—C34—C35 | 120.2 (3) |
| C1B—O1B—H1F | 109.5 | C33—C34—H34 | 119.9 |
| O1B—C1B—H1C | 109.5 | C35—C34—H34 | 119.9 |
| O1B—C1B—H1E | 109.5 | C36—C35—C34 | 120.1 (3) |
| H1C—C1B—H1E | 109.5 | C36—C35—H35 | 120.0 |
| O1B—C1B—H1D | 109.5 | C34—C35—H35 | 120.0 |
| H1C—C1B—H1D | 109.5 | C37—C36—C35 | 119.9 (3) |
| H1E—C1B—H1D | 109.5 | C37—C36—H36 | 120.0 |
| N1—C2—C3 | 123.5 (3) | C35—C36—H36 | 120.0 |
| N1—C2—H2 | 118.2 | C36—C37—C38 | 121.2 (3) |
| C3—C2—H2 | 118.2 | C36—C37—H37 | 119.4 |
| C4—C3—C2 | 119.5 (3) | C38—C37—H37 | 119.4 |
| C4—C3—H3 | 120.2 | C37—C38—C33 | 119.4 (3) |
| C2—C3—H3 | 120.2 | C37—C38—H38 | 120.3 |
| C3—C4—C10 | 119.5 (3) | C33—C38—H38 | 120.3 |
| C3—C4—H4 | 120.2 | C40—C39—C44 | 118.6 (3) |
| C10—C4—H4 | 120.2 | C40—C39—P2 | 122.4 (3) |
| C6—C5—C10 | 121.5 (3) | C44—C39—P2 | 119.0 (2) |
| C6—C5—H5 | 119.3 | C39—C40—C41 | 119.7 (4) |
| C10—C5—H5 | 119.3 | C39—C40—H40 | 120.2 |
| C5—C6—C7 | 121.1 (3) | C41—C40—H40 | 120.2 |
| C5—C6—H6 | 119.5 | C42—C41—C40 | 121.5 (4) |
| C7—C6—H6 | 119.5 | C42—C41—H41 | 119.3 |
| C8—C7—C6 | 120.3 (3) | C40—C41—H41 | 119.3 |
| C8—C7—H7 | 119.9 | C41—C42—C43 | 120.1 (4) |
| C6—C7—H7 | 119.9 | C41—C42—H42 | 120.0 |
| C7—C8—C9 | 119.2 (3) | C43—C42—H42 | 120.0 |
| C7—C8—P1 | 124.0 (2) | C42—C43—C44 | 119.4 (4) |
| C9—C8—P1 | 116.7 (2) | C42—C43—H43 | 120.3 |
| N1—C9—C8 | 118.9 (3) | C44—C43—H43 | 120.3 |
| N1—C9—C10 | 120.8 (3) | C43—C44—C39 | 120.8 (4) |
| C8—C9—C10 | 120.3 (3) | C43—C44—H44 | 119.6 |
| C4—C10—C5 | 124.1 (3) | C39—C44—H44 | 119.6 |
| C9—N1—C2—C3 | 0.1 (5) | C13—C14—C20—C15 | 178.9 (3) |
| Rh1—N1—C2—C3 | −170.8 (3) | C13—C14—C20—C19 | −0.5 (5) |
| N1—C2—C3—C4 | −1.2 (6) | C8—P1—C21—C22 | 11.2 (3) |
| C2—C3—C4—C10 | 1.7 (6) | C27—P1—C21—C22 | 121.9 (3) |
| C10—C5—C6—C7 | −1.6 (8) | Rh1—P1—C21—C22 | −96.9 (3) |
| C5—C6—C7—C8 | −0.1 (7) | C8—P1—C21—C26 | −172.8 (2) |
| C6—C7—C8—C9 | 2.6 (6) | C27—P1—C21—C26 | −62.0 (3) |
| C6—C7—C8—P1 | −173.1 (3) | Rh1—P1—C21—C26 | 79.2 (2) |
| C21—P1—C8—C7 | 77.0 (3) | C26—C21—C22—C23 | 0.1 (5) |
| C27—P1—C8—C7 | −33.4 (3) | P1—C21—C22—C23 | 176.2 (3) |
| Rh1—P1—C8—C7 | −166.8 (3) | C21—C22—C23—C24 | 0.1 (6) |
| C21—P1—C8—C9 | −98.7 (2) | C22—C23—C24—C25 | −0.7 (8) |
| C27—P1—C8—C9 | 150.9 (2) | C23—C24—C25—C26 | 1.1 (8) |
| Rh1—P1—C8—C9 | 17.4 (3) | C24—C25—C26—C21 | −0.8 (7) |
| C2—N1—C9—C8 | −179.0 (3) | C22—C21—C26—C25 | 0.2 (5) |
| Rh1—N1—C9—C8 | −7.6 (4) | P1—C21—C26—C25 | −175.9 (3) |
| C2—N1—C9—C10 | 0.4 (5) | C8—P1—C27—C32 | −73.9 (3) |
| Rh1—N1—C9—C10 | 171.7 (2) | C21—P1—C27—C32 | 175.8 (3) |
| C7—C8—C9—N1 | 176.0 (3) | Rh1—P1—C27—C32 | 42.6 (4) |
| P1—C8—C9—N1 | −8.1 (4) | C8—P1—C27—C28 | 103.4 (3) |
| C7—C8—C9—C10 | −3.4 (5) | C21—P1—C27—C28 | −6.9 (3) |
| P1—C8—C9—C10 | 172.6 (3) | Rh1—P1—C27—C28 | −140.1 (3) |
| C3—C4—C10—C5 | 176.4 (4) | C32—C27—C28—C29 | 0.2 (6) |
| C3—C4—C10—C9 | −1.2 (6) | P1—C27—C28—C29 | −177.2 (4) |
| C6—C5—C10—C4 | −176.9 (4) | C27—C28—C29—C30 | −1.2 (7) |
| C6—C5—C10—C9 | 0.7 (7) | C28—C29—C30—C31 | 1.1 (9) |
| N1—C9—C10—C4 | 0.2 (5) | C29—C30—C31—C32 | 0.0 (9) |
| C8—C9—C10—C4 | 179.5 (3) | C28—C27—C32—C31 | 0.9 (7) |
| N1—C9—C10—C5 | −177.6 (3) | P1—C27—C32—C31 | 178.3 (4) |
| C8—C9—C10—C5 | 1.7 (5) | C30—C31—C32—C27 | −1.0 (8) |
| C19—N11—C12—C13 | 1.5 (4) | C18—P2—C33—C34 | 171.2 (3) |
| Rh1—N11—C12—C13 | −176.6 (2) | C39—P2—C33—C34 | −73.8 (3) |
| N11—C12—C13—C14 | 0.2 (5) | Rh1—P2—C33—C34 | 60.1 (3) |
| C12—C13—C14—C20 | −0.7 (5) | C18—P2—C33—C38 | −7.1 (3) |
| C20—C15—C16—C17 | −0.6 (7) | C39—P2—C33—C38 | 107.8 (3) |
| C15—C16—C17—C18 | 1.1 (7) | Rh1—P2—C33—C38 | −118.2 (2) |
| C16—C17—C18—C19 | −0.4 (5) | C38—C33—C34—C35 | −1.2 (5) |
| C16—C17—C18—P2 | −178.5 (3) | P2—C33—C34—C35 | −179.6 (2) |
| C39—P2—C18—C17 | −47.8 (3) | C33—C34—C35—C36 | 0.0 (5) |
| C33—P2—C18—C17 | 64.4 (3) | C34—C35—C36—C37 | 0.8 (5) |
| Rh1—P2—C18—C17 | −174.1 (3) | C35—C36—C37—C38 | −0.4 (5) |
| C39—P2—C18—C19 | 134.0 (2) | C36—C37—C38—C33 | −0.8 (5) |
| C33—P2—C18—C19 | −113.8 (2) | C34—C33—C38—C37 | 1.6 (4) |
| Rh1—P2—C18—C19 | 7.8 (2) | P2—C33—C38—C37 | 180.0 (2) |
| C12—N11—C19—C18 | 178.8 (3) | C18—P2—C39—C40 | −13.0 (3) |
| Rh1—N11—C19—C18 | −3.0 (3) | C33—P2—C39—C40 | −127.2 (3) |
| C12—N11—C19—C20 | −2.7 (4) | Rh1—P2—C39—C40 | 100.9 (3) |
| Rh1—N11—C19—C20 | 175.5 (2) | C18—P2—C39—C44 | 164.7 (3) |
| C17—C18—C19—N11 | 177.8 (3) | C33—P2—C39—C44 | 50.5 (3) |
| P2—C18—C19—N11 | −4.0 (4) | Rh1—P2—C39—C44 | −81.3 (3) |
| C17—C18—C19—C20 | −0.8 (5) | C44—C39—C40—C41 | 0.8 (6) |
| P2—C18—C19—C20 | 177.5 (2) | P2—C39—C40—C41 | 178.6 (3) |
| C16—C15—C20—C19 | −0.6 (6) | C39—C40—C41—C42 | 0.1 (7) |
| C16—C15—C20—C14 | −180.0 (4) | C40—C41—C42—C43 | −1.2 (7) |
| N11—C19—C20—C15 | −177.2 (3) | C41—C42—C43—C44 | 1.3 (7) |
| C18—C19—C20—C15 | 1.3 (4) | C42—C43—C44—C39 | −0.3 (6) |
| N11—C19—C20—C14 | 2.2 (4) | C40—C39—C44—C43 | −0.7 (6) |
| C18—C19—C20—C14 | −179.3 (3) | P2—C39—C44—C43 | −178.5 (3) |
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Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Crystal structure: contains datablock(s) 1, 2, 3. DOI: 10.1107/S2056989015006076/is5392sup1.cif
Structure factors: contains datablock(s) 1. DOI: 10.1107/S2056989015006076/is53921sup2.hkl
Structure factors: contains datablock(s) 2. DOI: 10.1107/S2056989015006076/is53922sup3.hkl
Structure factors: contains datablock(s) 3. DOI: 10.1107/S2056989015006076/is53923sup4.hkl
Additional supporting information: crystallographic information; 3D view; checkCIF report