The crystal structures of two RuII complexes bearing a tridentate polypyridine ligand and N-coordinating thiocyanato ligands at the axial or equatorial position are compared.
Keywords: crystal structure, ruthenium complex, polypyridine, tridentate ligand, thiocyanato ligand
Abstract
The molecular and crystal structures of two ruthenium(II) complexes, viz. cis-aqua[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3 N,N′,N′′](thiocyanato-κN)(triphenylphosphine-κP)ruthenium(II) hexafluoridophosphate–acetone–water (1/0.5/1), [Ru(NCS)(C21H13N5)(C18H15P)(H2O)]PF6·0.5C3H6O·H2O (I) and trans-[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3’N,N′,N′′]bis(pyridine-κN)(thiocyanato-κN)ruthenium(II) thiocyanate, [Ru(NCS)(C21H13N5)(C5H5N)2]NCS (II), with an N-coordinating thiocyanato group and a tridentate polypyridyl supporting ligand, are reported. The RuII atom in each of the cationic complexes adopts a distorted octahedral coordination sphere, defined by an N atom of the thiocyanato ligand, three N atoms from the tridentate polypyridyl ligand, and an O and P atom in (I) or two pyridine-N atoms in (II) derived from monodentate ligands. The thiocyanato ligand in (I) coordinates in an axial manner to the {Ru-dnp} unit [dnp = 2,6-bis(1,8-naphthyridin-2-yl)pyridine], whereas it coordinates in an equatorial manner in (II). In the crystal structure of compound (I), intramolecular C—H⋯O, C—H⋯N and O—H⋯N hydrogen bonds as well as π–π contacts are present, in addition to intermolecular C—H⋯F, C—H⋯O and O—H⋯O hydrogen bonds. In the crystal structure of compound (II), intramolecular C—H⋯N hydrogen bonds are observed along with intermolecular C—H⋯N and C—H⋯S hydrogen bonds as well as a π–π interaction.
1. Chemical context
Polypyridylruthenium(II) complexes play essential roles in key technologies, such as solar energy conversion (Lewis, 2007 ▸). In particular, RuII complexes with thiocyanate ion(s) are interesting as dye molecules for dye-sensitized solar cells (Hagfeldt et al., 2010 ▸). As a ligand, the thiocyanate group can bond to metals through the terminal nitrogen or sulfur atoms since it is ambidentate. Linkage isomeric pairs can be distinguished using spectroscopic techniques when they exist as a mixture (Brewster et al., 2011 ▸; Vandenburgh et al., 2008 ▸). However, identifying the coordinating atom (N or S) by structural analysis is more reliable when only one isomer exists.
A series of RuII complexes containing a supporting ligand, dnp [dnp = 2,6-bis(1,8-naphthyridin-2-yl)pyridine], were synthesized to extend the π-conjugated system of the terpyridine framework (which is a typical tridentate polypyridyl ligand) and their properties and reactivities reported (Oyama et al., 2013 ▸, 2017 ▸). In particular, some reactivities such as ligand substitutions are significantly different in an identical coordination framework when the axial ligands are triphenylphosphine (PPh3) or pyridine (py) (Oyama et al., 2013 ▸, 2017 ▸).
During the current study, the reaction of precursors with different axially bound ligands with the NCS− ion resulted in the formation of the cationic complexes cis(PPh3,H2O)[Ru(dnp)(PPh3)(NCS-κN)(H2O)+ [(I) as the water/acetone (1/0.5) solvated PF6 − salt] with an axially bound NCS− ligand and trans(py)-[Ru(dnp)(py)2(NCS-κN)]+ [(II) as the NCS− salt] with an equatorially bound NCS− ligand. Their crystal structures are reported and compared in this communication.
2. Structural commentary
Figs. 1 ▸ and 2 ▸ present the molecular structures of compounds (I) and (II), respectively. The RuII atoms in (I) and (II) exhibit distorted octahedral coordination environments, similar to those reported in other structurally related complexes containing the tridentate dnp ligand (Koizumi & Tanaka, 2005 ▸; Oyama et al., 2013 ▸, 2017 ▸). As listed in Tables 1 ▸ and 2 ▸, compounds (I) and (II) exhibit intramolecular hydrogen bonds between aromatic C—H groups of PPh3 or pyridine and the non-coordinating N atoms in dnp or the monodentate ligands [OH2 in (I) or NCS in (II)]. In (I), the interatomic distances between O1 and N1 [2.678 (4) Å] and O1 and N5 [2.983 (4) Å] are considerably short. Although the H atoms of the coordinating water molecule (O1) have not been localized, these short distances indicate that intramolecular hydrogen bonds of medium strength are present between the aqua ligand and the N atoms of the dnp ligand. Furthermore, in (I) intramolecular π–π interactions [Cg1⋯Cg2 = 3.640 (4) Å and Cg3⋯Cg4 = 3.749 (3) Å where Cg1, Cg2, Cg3, and Cg4 are the centroids of the N1/C1–C5, C29–C34, N3/C9–C13, and C35–C40 rings, respectively] are present, with a slippage of 1.2 Å for Cg1⋯Cg2. It is inferred from these results that both π–π interactions are not exactly cofacial. The slippage angle β is 19.2° for Cg1⋯Cg2 and 16.2° for Cg3⋯Cg4.
Figure 1.
Molecular structure of the complex cation in (I), with atom labels and displacement ellipsoids for non-H atoms drawn at the 50% probability level.
Figure 2.
Molecular structure of the complex cation in (II), with atom labels and displacement ellipsoids for non-H atoms drawn at the 50% probability level.
Table 1. Hydrogen-bond geometry (Å, °) for (I) .
| D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A |
|---|---|---|---|---|
| C10—H6⋯F5i | 0.93 | 2.45 | 3.369 (6) | 170 |
| C15—H9⋯F2 | 0.93 | 2.45 | 3.345 (6) | 162 |
| C21—H13⋯O2 | 0.93 | 2.59 | 3.213 (14) | 124 |
| C24—H14⋯O1 | 0.93 | 2.43 | 3.210 (5) | 141 |
| C24—H14⋯N5 | 0.93 | 2.43 | 3.144 (6) | 134 |
| C25—H15⋯F4ii | 0.93 | 2.54 | 3.347 (7) | 145 |
| C41—H30⋯F1ii | 0.96 | 2.40 | 3.26 (3) | 150 |
Symmetry codes: (i)
; (ii)
.
Table 2. Hydrogen-bond geometry (Å, °) for (II) .
| D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A |
|---|---|---|---|---|
| C12—H8⋯N9i | 0.95 | 2.43 | 3.305 (5) | 152 |
| C20—H12⋯S2ii | 0.95 | 2.73 | 3.629 (3) | 159 |
| C22—H14⋯N1 | 0.95 | 2.51 | 3.391 (3) | 154 |
| C27—H19⋯S2 | 0.95 | 2.76 | 3.479 (3) | 133 |
Symmetry codes: (i)
; (ii)
.
As mentioned above, it is important to distinguish the coordination atom of the thiocyanato ligand because of its ambidentate coordination mode. Both S- and N-coordinated RuII complexes containing polypyridines have been determined structurally, but the N-atom coordination is overwhelmingly dominant. These complexes can be distinguished crystallographically by the Ru—X—C bond angle (X = N or S) through the coordinating atom. For example, the Ru—S—C bond angles (for S-ligating examples) are 104–106° (Brewster et al., 2011 ▸; Homanen et al., 1996 ▸; Vandenburgh et al., 2008 ▸), whereas the Ru—N—C bond angles (for N-ligating examples) are in the range 159–179° (Brewster et al., 2011 ▸; Cadranel et al., 2012 ▸; Shklover et al., 2002 ▸; Vandenburgh et al., 2008 ▸; Zakeeruddin et al., 1997 ▸). In the present cases, the Ru—X—C bond angles of compounds (I) and (II) are 175.6 (3) and 166.03 (19)°, respectively, indicating that the RuII atoms in both compounds exhibit an N-coordination.
The bond length between the RuII atom and the nitrogen atom in (I) [2.105 (3) Å] is slightly longer than that of (II) [2.069 (2) Å]. In contrast, the N≡C bond length in (I) [1.116 (5) Å] is shorter than that of (II) [1.160 (3) Å]. The terminal C—S distance [(I): 1.637 (4) Å, (II): 1.647 (2) Å] and the N—C—S bond angle [(I): 178.2 (4)°, (II): 179.0 (2)°] are similar. These data are in agreement with those of the related polypyridyl complexes containing N-bound {RuII–NCS}+ moieties (Brewster et al., 2011 ▸; Cadranel et al., 2012 ▸; Shklover et al., 2002 ▸; Vandenburgh et al., 2008 ▸; Zakeeruddin et al., 1997 ▸).
3. Supramolecular features
Additional solvent molecules are incorporated in the crystal structure of (I), i.e., a water molecule and a disordered acetone molecule (occupancy 0.5) per formula unit. Apart from Coulombic forces, there are weak C—H⋯F hydrogen bonds between the complex cation and the PF6 − anion (Table 1 ▸) and the acetone molecule [O1⋯O2 = 2.87 (1) Å]. These interactions contribute to the stabilization of the packing and formation of a three-dimensional supramolecular structure (Fig. 3 ▸).
Figure 3.
The crystal packing of compound (I) with hydrogen bonds (blue; for numerical details, see Table 1 ▸) and π–π contacts (green) shown as dashed lines. Ring centroids are shown as red spheres.
In the crystal structure of (II), weak C—H⋯X (X = N or S) hydrogen-bonding interactions exist between the complex cation and the NCS− anion (Table 2 ▸) along with the intramolecular hydrogen bonds. Additional π–π interactions [Cg5⋯Cg5i = 4.0093 (15) Å; Cg5 is the centroid of the N5/C17–C21 ring; symmetry code: (i) 1 − x, 1 − y, 1 − z] with a centroid slippage of 1.263 Å for Cg5⋯Cg5i are present. The slippage angle β is 18.4° for Cg5⋯Cg5i. These interactions lead to the formation of a three-dimensional network structure (Fig. 4 ▸).
Figure 4.
The crystal packing of compound (II) with hydrogen bonds (blue; for numerical details, see Table 2 ▸) and π–π contacts (green) shown as dashed lines. Ring centroids are shown as red spheres.
4. Database survey
Some crystal structures of RuII complexes with both N-coordinating thiocyanato and tridentate terpyridine derivative ligands (tpyR) of the form [Ru(tpyR)(NCS)L 2] n (R = various substituents, L = pyridyl or NCS ligands) have been reported, as revealed by a search of the Cambridge Crystal Structure Database (CSD, version 5.42, update September 2021; Groom et al., 2016 ▸), including refcodes NAMCEL (Brewster et al., 2011 ▸), CAQRAP (Cadranel et al., 2012 ▸), MIXGOP01 (Shklover et al., 2002 ▸), and NUMBOM (Zakeeruddin et al., 1997 ▸). In contrast, for NAMCIP (Brewster et al., 2011 ▸), TORMIW (Homanen et al., 1996 ▸) and EGAYUH (Vandenburgh et al., 2008 ▸) S-coordinating thiocyanato ligands in polypyridylruthenium(II) complexes were reported.
5. Synthesis and crystallization
A methanolic solution (40 ml) containing [Ru(dnp)(PPh3)2(H2O)](PF6)2 (50 mg, 0.039 mmol) (Oyama et al., 2013 ▸) and 1.1 eq. of NaSCN (10 mg) was heated under reflux for 30 min. The volume was reduced to 5 ml, and a saturated solution of KPF6 was added. The resulting solid was filtered and washed sequentially with water and diethyl ether. The yield was 32 mg (69%). Crystals suitable for use in X-ray diffraction (XRD) studies were grown by vapor diffusion of diethyl ether into an acetone solution of (I). Fourier transform infrared (FTIR) spectroscopy using a KBr pellet showed νCN at 2130 cm−1.
For the synthesis of compound (II), a methanolic solution (20 ml) containing [Ru(dnp)(py)2(H2O)](PF6)2 (25 mg, 0.028 mmol) (Oyama et al., 2013 ▸) and 2.2 eq. of NaSCN (5 mg) was heated under reflux for 30 min. The reaction mixture was reduced to 3 ml. The addition of diethyl ether (5 ml) to the solution resulted in the formation of a precipitate of (II). The crude product was purified by column chromatography on Al2O3 (eluent: acetone). The yield was 9 mg (40%). Single crystals suitable for XRD studies were obtained by recrystallization from acetone. FTIR using a KBr pellet showed νCN at 2121 (ligand) and 2055 cm−1 (counter-ion).
6. Refinement
Table 3 ▸ lists the crystal data, data collection, and structure refinement details. All hydrogen atoms were placed at calculated positions [C—H = 0.93 or 0.96 Å in (I), C—H = 0.95 Å in (II)] and refined using a riding model with U iso(H) = 1.2U eq(C). The acetone solvent molecule in (I) (C41–C43, O2) is disordered over an inversion center and was refined with an occupancy of 0.5. The oxygen atom of the solvent water molecule (O3) was refined with an isotropic displacement parameter. H atoms of the coordinating and the solvate water molecules could not be localized from difference-Fourier maps. Therefore, they are not part of the model but part of the formula.
Table 3. Experimental details.
| (I) | (II) | |
|---|---|---|
| Crystal data | ||
| Chemical formula | [Ru(NCS)(C21H13N5)(C18H15P)(H2O)]PF6·0.5C3H6O·H2O | [Ru(NCS)(C21H13N5)(C5H5N)2]NCS |
| M r | 966.84 | 710.79 |
| Crystal system, space group | Triclinic, P
|
Monoclinic, P21/c |
| Temperature (K) | 296 | 93 |
| a, b, c (Å) | 9.3699 (2), 15.3897 (4), 16.0267 (4) | 12.6556 (10), 14.0986 (7), 17.4421 (14) |
| α, β, γ (°) | 92.6869 (9), 105.1544 (8), 100.0149 (7) | 90, 108.535 (3), 90 |
| V (Å3) | 2186.29 (10) | 2950.7 (4) |
| Z | 2 | 4 |
| Radiation type | Mo Kα | Mo Kα |
| μ (mm−1) | 0.55 | 0.72 |
| Crystal size (mm) | 0.20 × 0.15 × 0.10 | 0.25 × 0.15 × 0.05 |
| Data collection | ||
| Diffractometer | Rigaku R-AXIS RAPID | Rigaku Saturn724 |
| Absorption correction | Multi-scan (ABSCOR; Rigaku, 1995 ▸) | Multi-scan (REQAB; Rigaku, 1998 ▸) |
| T min, T max | 0.750, 0.947 | 0.927, 0.965 |
| No. of measured, independent and observed [F 2 > 2.0σ(F 2)] reflections | 34567, 9994, 8406 | 30135, 6758, 6058 |
| R int | 0.025 | 0.029 |
| (sin θ/λ)max (Å−1) | 0.649 | 0.649 |
| Refinement | ||
| R[F 2 > 2σ(F 2)], wR(F 2), S | 0.050, 0.169, 1.08 | 0.036, 0.091, 1.10 |
| No. of reflections | 9994 | 6758 |
| No. of parameters | 554 | 406 |
| H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
| Δρmax, Δρmin (e Å−3) | 1.93, −0.64 | 1.13, −0.81 |
Computer programs: RAPID-AUTO (Rigaku, 2006 ▸), CrystalClear (Rigaku, 2015 ▸), SIR97 (Altomare et al., 1999 ▸), SIR92 (Altomare et al., 1993 ▸), SHELXL2018/3 (Sheldrick, 2015 ▸), Mercury (Macrae et al., 2020 ▸), ORTEP-3 for Windows (Farrugia, 2012 ▸), CrystalStructure (Rigaku, 2019 ▸), PLATON (Spek, 2020 ▸) and publCIF (Westrip, 2010 ▸).
Supplementary Material
Crystal structure: contains datablock(s) global, I, II. DOI: 10.1107/S2056989022004443/wm5641sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989022004443/wm5641Isup2.hkl
Structure factors: contains datablock(s) II. DOI: 10.1107/S2056989022004443/wm5641IIsup3.hkl
Additional supporting information: crystallographic information; 3D view; checkCIF report
Acknowledgments
The authors would like to thank Mr Yuki Watanabe at Fukushima University for his technical assistance.
supplementary crystallographic information
cis-Aqua[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3N,N',N''](thiocyanato-κN)(triphenylphosphine-κP)ruthenium(II) hexafluoridophosphate–acetone–water (1/0.5/1) (I) . Crystal data
| [Ru(NCS)(C21H13N5)(C18H15P)(H2O)]PF6·0.5C3H6O·H2O | Z = 2 |
| Mr = 966.84 | F(000) = 980.00 |
| Triclinic, P1 | Dx = 1.469 Mg m−3 |
| a = 9.3699 (2) Å | Mo Kα radiation, λ = 0.71075 Å |
| b = 15.3897 (4) Å | Cell parameters from 29007 reflections |
| c = 16.0267 (4) Å | θ = 3.0–27.5° |
| α = 92.6869 (9)° | µ = 0.55 mm−1 |
| β = 105.1544 (8)° | T = 296 K |
| γ = 100.0149 (7)° | Block, purple |
| V = 2186.29 (10) Å3 | 0.20 × 0.15 × 0.10 mm |
cis-Aqua[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3N,N',N''](thiocyanato-κN)(triphenylphosphine-κP)ruthenium(II) hexafluoridophosphate–acetone–water (1/0.5/1) (I) . Data collection
| Rigaku R-AXIS RAPID diffractometer | 8406 reflections with F2 > 2.0σ(F2) |
| Detector resolution: 10.000 pixels mm-1 | Rint = 0.025 |
| ω scans | θmax = 27.5°, θmin = 3.0° |
| Absorption correction: multi-scan (ABSCOR; Rigaku, 1995) | h = −11→12 |
| Tmin = 0.750, Tmax = 0.947 | k = −19→19 |
| 34567 measured reflections | l = −20→20 |
| 9994 independent reflections |
cis-Aqua[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3N,N',N''](thiocyanato-κN)(triphenylphosphine-κP)ruthenium(II) hexafluoridophosphate–acetone–water (1/0.5/1) (I) . Refinement
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.050 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.169 | H-atom parameters constrained |
| S = 1.08 | w = 1/[σ2(Fo2) + (0.1102P)2 + 1.1681P] where P = (Fo2 + 2Fc2)/3 |
| 9994 reflections | (Δ/σ)max = 0.001 |
| 554 parameters | Δρmax = 1.93 e Å−3 |
| 0 restraints | Δρmin = −0.64 e Å−3 |
| Primary atom site location: structure-invariant direct methods |
cis-Aqua[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3N,N',N''](thiocyanato-κN)(triphenylphosphine-κP)ruthenium(II) hexafluoridophosphate–acetone–water (1/0.5/1) (I) . Special details
| 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. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 sigma(F2) is used only for calculating R-factor (gt). |
cis-Aqua[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3N,N',N''](thiocyanato-κN)(triphenylphosphine-κP)ruthenium(II) hexafluoridophosphate–acetone–water (1/0.5/1) (I) . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| Ru1 | 0.20144 (3) | 0.23092 (2) | 0.71810 (2) | 0.03823 (11) | |
| S1 | 0.54439 (14) | 0.03779 (10) | 0.68390 (13) | 0.0978 (5) | |
| P1 | 0.02612 (10) | 0.31990 (6) | 0.72697 (6) | 0.0440 (2) | |
| P2 | 0.28893 (14) | 0.24126 (7) | 1.22614 (7) | 0.0588 (3) | |
| F1 | 0.3298 (6) | 0.3196 (2) | 1.3006 (2) | 0.1247 (15) | |
| F2 | 0.2484 (4) | 0.16220 (19) | 1.15150 (19) | 0.0894 (9) | |
| F3 | 0.2730 (5) | 0.3108 (2) | 1.1558 (2) | 0.1043 (11) | |
| F4 | 0.4608 (4) | 0.2498 (3) | 1.2296 (3) | 0.1163 (13) | |
| F5 | 0.3020 (4) | 0.1719 (2) | 1.2970 (2) | 0.0948 (10) | |
| F6 | 0.1186 (4) | 0.2322 (3) | 1.2222 (3) | 0.1110 (12) | |
| O1 | 0.2872 (3) | 0.31914 (19) | 0.63264 (18) | 0.0589 (7) | |
| O3 | −0.4347 (17) | 0.0497 (10) | 0.1027 (10) | 0.344 (7)* | |
| N1 | 0.0916 (4) | 0.2097 (2) | 0.5019 (2) | 0.0575 (8) | |
| N2 | 0.0397 (3) | 0.14350 (19) | 0.62044 (18) | 0.0410 (6) | |
| N3 | 0.1213 (3) | 0.14515 (18) | 0.78696 (18) | 0.0415 (6) | |
| N4 | 0.3425 (3) | 0.27857 (19) | 0.84298 (19) | 0.0435 (6) | |
| N5 | 0.4997 (4) | 0.3928 (2) | 0.8046 (2) | 0.0578 (8) | |
| N6 | 0.3590 (3) | 0.1529 (2) | 0.7042 (2) | 0.0508 (7) | |
| C1 | 0.0597 (6) | 0.2151 (3) | 0.4174 (3) | 0.0699 (13) | |
| H1 | 0.119932 | 0.258875 | 0.396905 | 0.084* | |
| C2 | −0.0596 (6) | 0.1587 (3) | 0.3564 (3) | 0.0666 (11) | |
| H2 | −0.078108 | 0.165630 | 0.297422 | 0.080* | |
| C3 | −0.1474 (5) | 0.0940 (3) | 0.3851 (3) | 0.0626 (10) | |
| H3 | −0.227518 | 0.055966 | 0.346082 | 0.075* | |
| C4 | −0.1156 (4) | 0.0850 (3) | 0.4755 (2) | 0.0504 (8) | |
| C5 | 0.0039 (4) | 0.1462 (2) | 0.5316 (2) | 0.0462 (7) | |
| C6 | −0.1963 (4) | 0.0176 (3) | 0.5117 (3) | 0.0562 (9) | |
| H4 | −0.275944 | −0.023686 | 0.476010 | 0.067* | |
| C7 | −0.1565 (4) | 0.0136 (2) | 0.5989 (3) | 0.0505 (8) | |
| H5 | −0.207602 | −0.031113 | 0.623294 | 0.061* | |
| C8 | −0.0377 (4) | 0.0773 (2) | 0.6521 (2) | 0.0428 (7) | |
| C9 | 0.0081 (4) | 0.0765 (2) | 0.7467 (2) | 0.0459 (7) | |
| C10 | −0.0498 (5) | 0.0139 (3) | 0.7941 (3) | 0.0644 (11) | |
| H6 | −0.128217 | −0.032599 | 0.766539 | 0.077* | |
| C11 | 0.0111 (6) | 0.0216 (3) | 0.8841 (3) | 0.0817 (16) | |
| H7 | −0.026723 | −0.019790 | 0.917268 | 0.098* | |
| C12 | 0.1283 (6) | 0.0913 (3) | 0.9237 (3) | 0.0760 (14) | |
| H8 | 0.170109 | 0.096773 | 0.983515 | 0.091* | |
| C13 | 0.1822 (4) | 0.1523 (3) | 0.8740 (2) | 0.0516 (8) | |
| C14 | 0.3075 (4) | 0.2288 (3) | 0.9051 (2) | 0.0511 (8) | |
| C15 | 0.3825 (5) | 0.2494 (3) | 0.9935 (3) | 0.0679 (12) | |
| H9 | 0.354640 | 0.213987 | 1.034253 | 0.081* | |
| C16 | 0.4958 (6) | 0.3212 (3) | 1.0194 (3) | 0.0720 (13) | |
| H10 | 0.543541 | 0.336458 | 1.078127 | 0.086* | |
| C17 | 0.5405 (5) | 0.3718 (3) | 0.9579 (3) | 0.0579 (10) | |
| C18 | 0.4624 (4) | 0.3486 (2) | 0.8687 (2) | 0.0467 (7) | |
| C19 | 0.6592 (6) | 0.4471 (3) | 0.9779 (3) | 0.0787 (14) | |
| H11 | 0.713260 | 0.465186 | 1.035344 | 0.094* | |
| C20 | 0.6933 (6) | 0.4921 (3) | 0.9140 (4) | 0.0817 (15) | |
| H12 | 0.769460 | 0.542262 | 0.926604 | 0.098* | |
| C21 | 0.6114 (5) | 0.4620 (3) | 0.8266 (4) | 0.0720 (13) | |
| H13 | 0.637933 | 0.492736 | 0.782642 | 0.086* | |
| C22 | 0.4359 (4) | 0.1070 (3) | 0.6970 (3) | 0.0542 (9) | |
| C23 | 0.0862 (5) | 0.4408 (2) | 0.7478 (3) | 0.0543 (9) | |
| C24 | 0.2210 (5) | 0.4838 (3) | 0.7372 (3) | 0.0607 (10) | |
| H14 | 0.286908 | 0.451352 | 0.722033 | 0.073* | |
| C25 | 0.2587 (7) | 0.5761 (3) | 0.7493 (4) | 0.0816 (15) | |
| H15 | 0.350439 | 0.604667 | 0.742700 | 0.098* | |
| C26 | 0.1643 (9) | 0.6245 (3) | 0.7705 (4) | 0.099 (2) | |
| H16 | 0.189677 | 0.686032 | 0.777275 | 0.119* | |
| C27 | 0.0335 (10) | 0.5829 (4) | 0.7817 (5) | 0.115 (2) | |
| H17 | −0.031213 | 0.616375 | 0.796792 | 0.137* | |
| C28 | −0.0074 (8) | 0.4916 (4) | 0.7713 (5) | 0.0931 (18) | |
| H18 | −0.098155 | 0.464252 | 0.780230 | 0.112* | |
| C29 | −0.1240 (5) | 0.3099 (3) | 0.6248 (3) | 0.0638 (11) | |
| C30 | −0.2398 (7) | 0.2426 (5) | 0.5962 (5) | 0.105 (2) | |
| H19 | −0.253912 | 0.198479 | 0.632581 | 0.126* | |
| C31 | −0.3409 (10) | 0.2352 (6) | 0.5141 (6) | 0.139 (3) | |
| H20 | −0.425729 | 0.190055 | 0.499432 | 0.167* | |
| C32 | −0.3191 (12) | 0.2902 (7) | 0.4576 (5) | 0.151 (4) | |
| H21 | −0.387200 | 0.285053 | 0.402952 | 0.181* | |
| C33 | −0.1974 (12) | 0.3538 (9) | 0.4799 (5) | 0.174 (5) | |
| H22 | −0.177257 | 0.392207 | 0.439500 | 0.209* | |
| C34 | −0.0982 (8) | 0.3640 (7) | 0.5639 (4) | 0.135 (3) | |
| H23 | −0.012944 | 0.408900 | 0.577956 | 0.162* | |
| C35 | −0.0579 (4) | 0.2952 (3) | 0.8167 (2) | 0.0499 (8) | |
| C36 | 0.0264 (6) | 0.3277 (4) | 0.8996 (3) | 0.0752 (13) | |
| H24 | 0.118188 | 0.366055 | 0.907513 | 0.090* | |
| C37 | −0.0212 (7) | 0.3050 (5) | 0.9710 (3) | 0.0932 (18) | |
| H25 | 0.038846 | 0.328108 | 1.026088 | 0.112* | |
| C38 | −0.1535 (7) | 0.2498 (4) | 0.9626 (4) | 0.0909 (17) | |
| H26 | −0.184622 | 0.233571 | 1.011189 | 0.109* | |
| C39 | −0.2415 (8) | 0.2180 (6) | 0.8801 (5) | 0.131 (3) | |
| H27 | −0.334539 | 0.181065 | 0.872839 | 0.158* | |
| C40 | −0.1934 (7) | 0.2401 (5) | 0.8078 (4) | 0.111 (3) | |
| H28 | −0.253921 | 0.217311 | 0.752646 | 0.133* | |
| O2 | 0.5573 (15) | 0.4320 (11) | 0.6201 (8) | 0.162 (6) | 0.5 |
| C41 | 0.688 (3) | 0.5339 (16) | 0.5506 (16) | 0.156 (8) | 0.5 |
| H29 | 0.663565 | 0.561416 | 0.497545 | 0.187* | 0.5 |
| H30 | 0.723079 | 0.578661 | 0.598965 | 0.187* | 0.5 |
| H31 | 0.765916 | 0.500822 | 0.549928 | 0.187* | 0.5 |
| C42 | 0.554 (2) | 0.4738 (11) | 0.5589 (12) | 0.124 (5) | 0.5 |
| C43 | 0.414 (4) | 0.454 (3) | 0.480 (2) | 0.28 (3) | 0.5 |
| H32 | 0.429253 | 0.493342 | 0.436933 | 0.335* | 0.5 |
| H33 | 0.399037 | 0.393942 | 0.456380 | 0.335* | 0.5 |
| H34 | 0.327501 | 0.463494 | 0.498052 | 0.335* | 0.5 |
cis-Aqua[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3N,N',N''](thiocyanato-κN)(triphenylphosphine-κP)ruthenium(II) hexafluoridophosphate–acetone–water (1/0.5/1) (I) . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Ru1 | 0.03849 (16) | 0.04036 (16) | 0.03340 (15) | −0.00234 (10) | 0.01317 (10) | −0.00263 (10) |
| S1 | 0.0506 (6) | 0.0878 (9) | 0.1451 (14) | 0.0143 (6) | 0.0182 (8) | −0.0414 (9) |
| P1 | 0.0419 (5) | 0.0462 (5) | 0.0400 (4) | 0.0036 (3) | 0.0091 (3) | −0.0047 (3) |
| P2 | 0.0728 (7) | 0.0505 (5) | 0.0496 (5) | −0.0018 (5) | 0.0197 (5) | 0.0032 (4) |
| F1 | 0.203 (5) | 0.074 (2) | 0.084 (2) | −0.002 (2) | 0.041 (3) | −0.0228 (17) |
| F2 | 0.124 (3) | 0.0687 (17) | 0.0681 (17) | −0.0153 (16) | 0.0381 (17) | −0.0117 (14) |
| F3 | 0.154 (3) | 0.077 (2) | 0.084 (2) | 0.015 (2) | 0.038 (2) | 0.0341 (17) |
| F4 | 0.070 (2) | 0.112 (3) | 0.161 (4) | −0.0060 (18) | 0.036 (2) | 0.012 (3) |
| F5 | 0.131 (3) | 0.0773 (19) | 0.0681 (18) | 0.0050 (18) | 0.0212 (18) | 0.0231 (15) |
| F6 | 0.085 (2) | 0.138 (3) | 0.128 (3) | 0.028 (2) | 0.052 (2) | 0.033 (3) |
| O1 | 0.0666 (17) | 0.0576 (16) | 0.0482 (15) | −0.0099 (13) | 0.0226 (13) | 0.0040 (12) |
| N1 | 0.072 (2) | 0.0569 (19) | 0.0380 (15) | −0.0108 (15) | 0.0213 (15) | −0.0055 (13) |
| N2 | 0.0405 (14) | 0.0444 (14) | 0.0352 (13) | −0.0002 (11) | 0.0125 (11) | −0.0058 (11) |
| N3 | 0.0465 (15) | 0.0401 (14) | 0.0353 (13) | 0.0000 (11) | 0.0129 (11) | −0.0014 (11) |
| N4 | 0.0427 (15) | 0.0453 (15) | 0.0388 (14) | 0.0008 (11) | 0.0108 (11) | −0.0025 (11) |
| N5 | 0.0460 (17) | 0.0592 (19) | 0.059 (2) | −0.0063 (14) | 0.0095 (14) | 0.0053 (15) |
| N6 | 0.0459 (16) | 0.0557 (17) | 0.0500 (17) | 0.0058 (13) | 0.0163 (13) | −0.0058 (14) |
| C1 | 0.089 (3) | 0.073 (3) | 0.040 (2) | −0.013 (2) | 0.024 (2) | −0.0009 (18) |
| C2 | 0.081 (3) | 0.076 (3) | 0.0365 (19) | 0.002 (2) | 0.0151 (19) | −0.0025 (18) |
| C3 | 0.061 (2) | 0.076 (3) | 0.0411 (19) | −0.001 (2) | 0.0089 (17) | −0.0093 (18) |
| C4 | 0.0473 (19) | 0.060 (2) | 0.0391 (17) | 0.0008 (16) | 0.0126 (15) | −0.0078 (15) |
| C5 | 0.0494 (19) | 0.0501 (18) | 0.0373 (16) | 0.0006 (14) | 0.0166 (14) | −0.0062 (14) |
| C6 | 0.049 (2) | 0.059 (2) | 0.051 (2) | −0.0070 (16) | 0.0116 (16) | −0.0128 (17) |
| C7 | 0.0495 (19) | 0.0469 (18) | 0.051 (2) | −0.0047 (15) | 0.0185 (16) | −0.0067 (15) |
| C8 | 0.0438 (17) | 0.0411 (16) | 0.0413 (17) | −0.0008 (13) | 0.0151 (14) | −0.0034 (13) |
| C9 | 0.0486 (18) | 0.0439 (17) | 0.0422 (17) | −0.0035 (14) | 0.0165 (14) | −0.0022 (14) |
| C10 | 0.075 (3) | 0.057 (2) | 0.051 (2) | −0.0184 (19) | 0.0198 (19) | 0.0019 (18) |
| C11 | 0.100 (4) | 0.079 (3) | 0.050 (2) | −0.032 (3) | 0.023 (2) | 0.012 (2) |
| C12 | 0.095 (3) | 0.079 (3) | 0.039 (2) | −0.024 (3) | 0.017 (2) | 0.0074 (19) |
| C13 | 0.059 (2) | 0.055 (2) | 0.0360 (17) | −0.0048 (16) | 0.0148 (15) | 0.0002 (14) |
| C14 | 0.059 (2) | 0.055 (2) | 0.0346 (16) | −0.0044 (16) | 0.0138 (15) | −0.0005 (14) |
| C15 | 0.072 (3) | 0.079 (3) | 0.0388 (19) | −0.012 (2) | 0.0099 (18) | 0.0017 (19) |
| C16 | 0.078 (3) | 0.080 (3) | 0.039 (2) | −0.007 (2) | 0.0000 (19) | −0.0096 (19) |
| C17 | 0.051 (2) | 0.059 (2) | 0.051 (2) | −0.0018 (17) | 0.0020 (16) | −0.0105 (17) |
| C18 | 0.0393 (17) | 0.0478 (18) | 0.0475 (19) | 0.0015 (13) | 0.0085 (14) | −0.0042 (14) |
| C19 | 0.073 (3) | 0.070 (3) | 0.067 (3) | −0.014 (2) | −0.006 (2) | −0.010 (2) |
| C20 | 0.064 (3) | 0.068 (3) | 0.086 (4) | −0.023 (2) | −0.001 (2) | 0.002 (3) |
| C21 | 0.056 (2) | 0.064 (3) | 0.083 (3) | −0.0117 (19) | 0.011 (2) | 0.011 (2) |
| C22 | 0.0392 (18) | 0.060 (2) | 0.057 (2) | −0.0043 (16) | 0.0135 (16) | −0.0141 (17) |
| C23 | 0.067 (2) | 0.0447 (19) | 0.049 (2) | 0.0117 (17) | 0.0121 (17) | 0.0022 (15) |
| C24 | 0.062 (2) | 0.050 (2) | 0.059 (2) | 0.0021 (17) | 0.0035 (19) | 0.0030 (17) |
| C25 | 0.093 (4) | 0.053 (3) | 0.076 (3) | −0.009 (2) | −0.001 (3) | 0.008 (2) |
| C26 | 0.156 (6) | 0.043 (2) | 0.083 (4) | 0.019 (3) | 0.006 (4) | 0.004 (2) |
| C27 | 0.155 (7) | 0.066 (4) | 0.138 (6) | 0.049 (4) | 0.050 (6) | −0.001 (4) |
| C28 | 0.104 (4) | 0.066 (3) | 0.128 (5) | 0.029 (3) | 0.058 (4) | 0.004 (3) |
| C29 | 0.060 (2) | 0.075 (3) | 0.048 (2) | 0.018 (2) | −0.0011 (18) | −0.0085 (19) |
| C30 | 0.086 (4) | 0.104 (5) | 0.091 (4) | −0.004 (3) | −0.019 (3) | −0.006 (3) |
| C31 | 0.107 (6) | 0.145 (7) | 0.109 (6) | −0.002 (5) | −0.044 (5) | −0.021 (5) |
| C32 | 0.164 (9) | 0.178 (9) | 0.077 (5) | 0.075 (7) | −0.047 (5) | −0.031 (5) |
| C33 | 0.148 (8) | 0.297 (15) | 0.056 (4) | 0.035 (9) | −0.007 (5) | 0.036 (6) |
| C34 | 0.092 (5) | 0.244 (10) | 0.055 (3) | 0.015 (5) | 0.003 (3) | 0.036 (5) |
| C35 | 0.0435 (18) | 0.055 (2) | 0.0495 (19) | 0.0011 (14) | 0.0166 (15) | −0.0077 (15) |
| C36 | 0.068 (3) | 0.095 (3) | 0.050 (2) | −0.015 (2) | 0.017 (2) | −0.008 (2) |
| C37 | 0.089 (4) | 0.129 (5) | 0.048 (3) | −0.010 (3) | 0.018 (2) | −0.010 (3) |
| C38 | 0.099 (4) | 0.107 (4) | 0.074 (3) | −0.005 (3) | 0.053 (3) | 0.001 (3) |
| C39 | 0.113 (5) | 0.165 (7) | 0.101 (5) | −0.066 (5) | 0.071 (4) | −0.037 (5) |
| C40 | 0.088 (4) | 0.151 (6) | 0.067 (3) | −0.060 (4) | 0.034 (3) | −0.032 (3) |
| O2 | 0.146 (10) | 0.222 (15) | 0.095 (8) | −0.035 (10) | 0.035 (7) | 0.026 (9) |
| C41 | 0.21 (3) | 0.121 (15) | 0.144 (19) | 0.027 (17) | 0.064 (18) | 0.014 (14) |
| C42 | 0.158 (16) | 0.094 (10) | 0.107 (12) | −0.008 (10) | 0.040 (11) | −0.005 (9) |
| C43 | 0.26 (5) | 0.30 (5) | 0.18 (3) | −0.06 (3) | −0.07 (3) | 0.11 (3) |
cis-Aqua[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3N,N',N''](thiocyanato-κN)(triphenylphosphine-κP)ruthenium(II) hexafluoridophosphate–acetone–water (1/0.5/1) (I) . Geometric parameters (Å, º)
| Ru1—N3 | 1.936 (3) | C16—C17 | 1.388 (7) |
| Ru1—N2 | 2.100 (3) | C16—H10 | 0.9300 |
| Ru1—N4 | 2.105 (3) | C17—C19 | 1.419 (6) |
| Ru1—N6 | 2.105 (3) | C17—C18 | 1.421 (5) |
| Ru1—O1 | 2.176 (3) | C19—C20 | 1.338 (8) |
| Ru1—P1 | 2.3409 (9) | C19—H11 | 0.9300 |
| S1—C22 | 1.637 (4) | C20—C21 | 1.421 (7) |
| P1—C35 | 1.836 (4) | C20—H12 | 0.9300 |
| P1—C23 | 1.836 (4) | C21—H13 | 0.9300 |
| P1—C29 | 1.839 (4) | C23—C24 | 1.377 (6) |
| P2—F6 | 1.562 (4) | C23—C28 | 1.380 (7) |
| P2—F1 | 1.577 (3) | C24—C25 | 1.393 (6) |
| P2—F4 | 1.579 (4) | C24—H14 | 0.9300 |
| P2—F2 | 1.588 (3) | C25—C26 | 1.346 (9) |
| P2—F3 | 1.588 (3) | C25—H15 | 0.9300 |
| P2—F5 | 1.590 (3) | C26—C27 | 1.340 (10) |
| N1—C1 | 1.319 (5) | C26—H16 | 0.9300 |
| N1—C5 | 1.350 (5) | C27—C28 | 1.381 (8) |
| N2—C8 | 1.345 (4) | C27—H17 | 0.9300 |
| N2—C5 | 1.379 (4) | C28—H18 | 0.9300 |
| N3—C13 | 1.353 (4) | C29—C30 | 1.328 (7) |
| N3—C9 | 1.359 (4) | C29—C34 | 1.355 (9) |
| N4—C14 | 1.356 (5) | C30—C31 | 1.392 (9) |
| N4—C18 | 1.374 (4) | C30—H19 | 0.9300 |
| N5—C21 | 1.318 (5) | C31—C32 | 1.298 (13) |
| N5—C18 | 1.346 (5) | C31—H20 | 0.9300 |
| N6—C22 | 1.116 (5) | C32—C33 | 1.324 (15) |
| C1—C2 | 1.403 (6) | C32—H21 | 0.9300 |
| C1—H1 | 0.9300 | C33—C34 | 1.406 (9) |
| C2—C3 | 1.355 (6) | C33—H22 | 0.9300 |
| C2—H2 | 0.9300 | C34—H23 | 0.9300 |
| C3—C4 | 1.419 (5) | C35—C40 | 1.368 (6) |
| C3—H3 | 0.9300 | C35—C36 | 1.376 (6) |
| C4—C5 | 1.407 (5) | C36—C37 | 1.370 (7) |
| C4—C6 | 1.413 (6) | C36—H24 | 0.9300 |
| C6—C7 | 1.356 (6) | C37—C38 | 1.346 (8) |
| C6—H4 | 0.9300 | C37—H25 | 0.9300 |
| C7—C8 | 1.404 (5) | C38—C39 | 1.377 (9) |
| C7—H5 | 0.9300 | C38—H26 | 0.9300 |
| C8—C9 | 1.465 (5) | C39—C40 | 1.385 (8) |
| C9—C10 | 1.379 (5) | C39—H27 | 0.9300 |
| C10—C11 | 1.397 (6) | C40—H28 | 0.9300 |
| C10—H6 | 0.9300 | O2—C42 | 1.19 (2) |
| C11—C12 | 1.386 (6) | C41—C42 | 1.47 (3) |
| C11—H7 | 0.9300 | C41—H29 | 0.9600 |
| C12—C13 | 1.374 (5) | C41—H30 | 0.9600 |
| C12—H8 | 0.9300 | C41—H31 | 0.9600 |
| C13—C14 | 1.474 (5) | C42—C43 | 1.53 (3) |
| C14—C15 | 1.400 (5) | C43—H32 | 0.9600 |
| C15—C16 | 1.356 (6) | C43—H33 | 0.9600 |
| C15—H9 | 0.9300 | C43—H34 | 0.9600 |
| N3—Ru1—N2 | 79.15 (11) | C16—C15—H9 | 120.2 |
| N3—Ru1—N4 | 79.47 (11) | C14—C15—H9 | 120.2 |
| N2—Ru1—N4 | 158.24 (12) | C15—C16—C17 | 119.8 (4) |
| N3—Ru1—N6 | 90.12 (13) | C15—C16—H10 | 120.1 |
| N2—Ru1—N6 | 87.81 (11) | C17—C16—H10 | 120.1 |
| N4—Ru1—N6 | 88.21 (12) | C16—C17—C19 | 124.3 (4) |
| N3—Ru1—O1 | 175.58 (11) | C16—C17—C18 | 118.8 (4) |
| N2—Ru1—O1 | 96.97 (11) | C19—C17—C18 | 116.8 (4) |
| N4—Ru1—O1 | 104.23 (11) | N5—C18—N4 | 115.9 (3) |
| N6—Ru1—O1 | 87.59 (13) | N5—C18—C17 | 122.9 (3) |
| N3—Ru1—P1 | 92.21 (9) | N4—C18—C17 | 121.2 (3) |
| N2—Ru1—P1 | 91.23 (8) | C20—C19—C17 | 119.9 (4) |
| N4—Ru1—P1 | 93.61 (8) | C20—C19—H11 | 120.0 |
| N6—Ru1—P1 | 177.27 (9) | C17—C19—H11 | 120.0 |
| O1—Ru1—P1 | 89.98 (9) | C19—C20—C21 | 119.0 (4) |
| C35—P1—C23 | 100.93 (18) | C19—C20—H12 | 120.5 |
| C35—P1—C29 | 109.5 (2) | C21—C20—H12 | 120.5 |
| C23—P1—C29 | 101.0 (2) | N5—C21—C20 | 123.5 (5) |
| C35—P1—Ru1 | 112.05 (13) | N5—C21—H13 | 118.3 |
| C23—P1—Ru1 | 120.14 (14) | C20—C21—H13 | 118.3 |
| C29—P1—Ru1 | 112.01 (15) | N6—C22—S1 | 178.2 (4) |
| F6—P2—F1 | 89.9 (3) | C24—C23—C28 | 118.1 (4) |
| F6—P2—F4 | 179.6 (3) | C24—C23—P1 | 121.8 (3) |
| F1—P2—F4 | 90.6 (3) | C28—C23—P1 | 120.1 (4) |
| F6—P2—F2 | 90.3 (2) | C23—C24—C25 | 119.9 (5) |
| F1—P2—F2 | 179.7 (3) | C23—C24—H14 | 120.0 |
| F4—P2—F2 | 89.3 (2) | C25—C24—H14 | 120.0 |
| F6—P2—F3 | 90.5 (2) | C26—C25—C24 | 121.1 (6) |
| F1—P2—F3 | 89.7 (2) | C26—C25—H15 | 119.5 |
| F4—P2—F3 | 89.5 (2) | C24—C25—H15 | 119.5 |
| F2—P2—F3 | 90.49 (19) | C27—C26—C25 | 119.3 (5) |
| F6—P2—F5 | 88.4 (2) | C27—C26—H16 | 120.4 |
| F1—P2—F5 | 89.9 (2) | C25—C26—H16 | 120.4 |
| F4—P2—F5 | 91.5 (2) | C26—C27—C28 | 121.5 (6) |
| F2—P2—F5 | 89.90 (18) | C26—C27—H17 | 119.2 |
| F3—P2—F5 | 178.9 (2) | C28—C27—H17 | 119.2 |
| C1—N1—C5 | 118.0 (3) | C23—C28—C27 | 120.1 (6) |
| C8—N2—C5 | 118.0 (3) | C23—C28—H18 | 119.9 |
| C8—N2—Ru1 | 112.9 (2) | C27—C28—H18 | 119.9 |
| C5—N2—Ru1 | 129.1 (2) | C30—C29—C34 | 114.8 (6) |
| C13—N3—C9 | 120.8 (3) | C30—C29—P1 | 126.1 (5) |
| C13—N3—Ru1 | 119.8 (2) | C34—C29—P1 | 117.3 (4) |
| C9—N3—Ru1 | 119.4 (2) | C29—C30—C31 | 122.9 (7) |
| C14—N4—C18 | 117.6 (3) | C29—C30—H19 | 118.6 |
| C14—N4—Ru1 | 112.3 (2) | C31—C30—H19 | 118.6 |
| C18—N4—Ru1 | 130.1 (2) | C32—C31—C30 | 121.3 (8) |
| C21—N5—C18 | 117.8 (4) | C32—C31—H20 | 119.4 |
| C22—N6—Ru1 | 175.6 (3) | C30—C31—H20 | 119.4 |
| N1—C1—C2 | 123.9 (4) | C31—C32—C33 | 118.3 (7) |
| N1—C1—H1 | 118.0 | C31—C32—H21 | 120.9 |
| C2—C1—H1 | 118.0 | C33—C32—H21 | 120.9 |
| C3—C2—C1 | 118.7 (4) | C32—C33—C34 | 120.8 (10) |
| C3—C2—H2 | 120.6 | C32—C33—H22 | 119.6 |
| C1—C2—H2 | 120.6 | C34—C33—H22 | 119.6 |
| C2—C3—C4 | 119.2 (4) | C29—C34—C33 | 121.4 (9) |
| C2—C3—H3 | 120.4 | C29—C34—H23 | 119.3 |
| C4—C3—H3 | 120.4 | C33—C34—H23 | 119.3 |
| C5—C4—C6 | 118.6 (3) | C40—C35—C36 | 117.2 (4) |
| C5—C4—C3 | 117.8 (4) | C40—C35—P1 | 124.4 (3) |
| C6—C4—C3 | 123.6 (4) | C36—C35—P1 | 118.0 (3) |
| N1—C5—N2 | 116.2 (3) | C37—C36—C35 | 121.8 (4) |
| N1—C5—C4 | 122.3 (3) | C37—C36—H24 | 119.1 |
| N2—C5—C4 | 121.5 (3) | C35—C36—H24 | 119.1 |
| C7—C6—C4 | 119.4 (3) | C38—C37—C36 | 121.1 (5) |
| C7—C6—H4 | 120.3 | C38—C37—H25 | 119.4 |
| C4—C6—H4 | 120.3 | C36—C37—H25 | 119.4 |
| C6—C7—C8 | 119.7 (3) | C37—C38—C39 | 118.1 (5) |
| C6—C7—H5 | 120.1 | C37—C38—H26 | 120.9 |
| C8—C7—H5 | 120.1 | C39—C38—H26 | 120.9 |
| N2—C8—C7 | 122.7 (3) | C38—C39—C40 | 121.0 (5) |
| N2—C8—C9 | 115.5 (3) | C38—C39—H27 | 119.5 |
| C7—C8—C9 | 121.8 (3) | C40—C39—H27 | 119.5 |
| N3—C9—C10 | 120.6 (3) | C35—C40—C39 | 120.6 (5) |
| N3—C9—C8 | 113.0 (3) | C35—C40—H28 | 119.7 |
| C10—C9—C8 | 126.4 (3) | C39—C40—H28 | 119.7 |
| C9—C10—C11 | 118.9 (4) | C42—C41—H29 | 109.5 |
| C9—C10—H6 | 120.5 | C42—C41—H30 | 109.5 |
| C11—C10—H6 | 120.5 | H29—C41—H30 | 109.5 |
| C12—C11—C10 | 119.5 (4) | C42—C41—H31 | 109.5 |
| C12—C11—H7 | 120.2 | H29—C41—H31 | 109.5 |
| C10—C11—H7 | 120.2 | H30—C41—H31 | 109.5 |
| C13—C12—C11 | 119.6 (4) | O2—C42—C41 | 121 (2) |
| C13—C12—H8 | 120.2 | O2—C42—C43 | 120 (2) |
| C11—C12—H8 | 120.2 | C41—C42—C43 | 118 (2) |
| N3—C13—C12 | 120.6 (3) | C42—C43—H32 | 109.5 |
| N3—C13—C14 | 112.9 (3) | C42—C43—H33 | 109.5 |
| C12—C13—C14 | 126.6 (3) | H32—C43—H33 | 109.5 |
| N4—C14—C15 | 122.6 (3) | C42—C43—H34 | 109.5 |
| N4—C14—C13 | 115.7 (3) | H32—C43—H34 | 109.5 |
| C15—C14—C13 | 121.7 (3) | H33—C43—H34 | 109.5 |
| C16—C15—C14 | 119.7 (4) | ||
| C5—N1—C1—C2 | −0.1 (8) | C21—N5—C18—C17 | −1.8 (6) |
| N1—C1—C2—C3 | −0.7 (8) | C14—N4—C18—N5 | 175.8 (3) |
| C1—C2—C3—C4 | −0.3 (7) | Ru1—N4—C18—N5 | −2.1 (5) |
| C2—C3—C4—C5 | 2.0 (7) | C14—N4—C18—C17 | −4.3 (5) |
| C2—C3—C4—C6 | −177.3 (4) | Ru1—N4—C18—C17 | 177.8 (3) |
| C1—N1—C5—N2 | −179.2 (4) | C16—C17—C18—N5 | −178.7 (4) |
| C1—N1—C5—C4 | 1.9 (6) | C19—C17—C18—N5 | 2.1 (6) |
| C8—N2—C5—N1 | −175.2 (3) | C16—C17—C18—N4 | 1.5 (6) |
| Ru1—N2—C5—N1 | 5.5 (5) | C19—C17—C18—N4 | −177.8 (4) |
| C8—N2—C5—C4 | 3.6 (5) | C16—C17—C19—C20 | −179.6 (5) |
| Ru1—N2—C5—C4 | −175.6 (3) | C18—C17—C19—C20 | −0.4 (8) |
| C6—C4—C5—N1 | 176.5 (4) | C17—C19—C20—C21 | −1.4 (9) |
| C3—C4—C5—N1 | −2.9 (6) | C18—N5—C21—C20 | −0.2 (8) |
| C6—C4—C5—N2 | −2.3 (6) | C19—C20—C21—N5 | 1.8 (9) |
| C3—C4—C5—N2 | 178.3 (4) | C35—P1—C23—C24 | 140.2 (4) |
| C5—C4—C6—C7 | −0.2 (6) | C29—P1—C23—C24 | −107.1 (4) |
| C3—C4—C6—C7 | 179.2 (4) | Ru1—P1—C23—C24 | 16.6 (4) |
| C4—C6—C7—C8 | 1.2 (6) | C35—P1—C23—C28 | −42.5 (5) |
| C5—N2—C8—C7 | −2.6 (5) | C29—P1—C23—C28 | 70.1 (5) |
| Ru1—N2—C8—C7 | 176.8 (3) | Ru1—P1—C23—C28 | −166.2 (4) |
| C5—N2—C8—C9 | 178.4 (3) | C28—C23—C24—C25 | −0.7 (7) |
| Ru1—N2—C8—C9 | −2.2 (4) | P1—C23—C24—C25 | 176.6 (4) |
| C6—C7—C8—N2 | 0.2 (6) | C23—C24—C25—C26 | −0.7 (7) |
| C6—C7—C8—C9 | 179.2 (4) | C24—C25—C26—C27 | 1.3 (9) |
| C13—N3—C9—C10 | 1.8 (6) | C25—C26—C27—C28 | −0.5 (12) |
| Ru1—N3—C9—C10 | 179.3 (3) | C24—C23—C28—C27 | 1.4 (9) |
| C13—N3—C9—C8 | −176.9 (3) | P1—C23—C28—C27 | −175.9 (6) |
| Ru1—N3—C9—C8 | 0.5 (4) | C26—C27—C28—C23 | −0.9 (12) |
| N2—C8—C9—N3 | 1.2 (5) | C35—P1—C29—C30 | −48.5 (6) |
| C7—C8—C9—N3 | −177.8 (3) | C23—P1—C29—C30 | −154.4 (6) |
| N2—C8—C9—C10 | −177.4 (4) | Ru1—P1—C29—C30 | 76.5 (6) |
| C7—C8—C9—C10 | 3.6 (6) | C35—P1—C29—C34 | 147.9 (5) |
| N3—C9—C10—C11 | −0.9 (7) | C23—P1—C29—C34 | 42.0 (6) |
| C8—C9—C10—C11 | 177.7 (5) | Ru1—P1—C29—C34 | −87.1 (6) |
| C9—C10—C11—C12 | −0.3 (9) | C34—C29—C30—C31 | −9.3 (11) |
| C10—C11—C12—C13 | 0.5 (9) | P1—C29—C30—C31 | −173.3 (7) |
| C9—N3—C13—C12 | −1.6 (6) | C29—C30—C31—C32 | 6.4 (15) |
| Ru1—N3—C13—C12 | −179.0 (4) | C30—C31—C32—C33 | 0.2 (17) |
| C9—N3—C13—C14 | 177.5 (3) | C31—C32—C33—C34 | −2.9 (18) |
| Ru1—N3—C13—C14 | 0.1 (5) | C30—C29—C34—C33 | 6.4 (12) |
| C11—C12—C13—N3 | 0.4 (8) | P1—C29—C34—C33 | 171.9 (8) |
| C11—C12—C13—C14 | −178.6 (5) | C32—C33—C34—C29 | −0.5 (17) |
| C18—N4—C14—C15 | 4.0 (6) | C23—P1—C35—C40 | 134.2 (5) |
| Ru1—N4—C14—C15 | −177.8 (4) | C29—P1—C35—C40 | 28.2 (6) |
| C18—N4—C14—C13 | −177.5 (3) | Ru1—P1—C35—C40 | −96.7 (5) |
| Ru1—N4—C14—C13 | 0.7 (4) | C23—P1—C35—C36 | −51.9 (4) |
| N3—C13—C14—N4 | −0.6 (5) | C29—P1—C35—C36 | −157.9 (4) |
| C12—C13—C14—N4 | 178.5 (5) | Ru1—P1—C35—C36 | 77.2 (4) |
| N3—C13—C14—C15 | 177.9 (4) | C40—C35—C36—C37 | 1.1 (9) |
| C12—C13—C14—C15 | −3.0 (8) | P1—C35—C36—C37 | −173.2 (5) |
| N4—C14—C15—C16 | −0.6 (8) | C35—C36—C37—C38 | −0.1 (10) |
| C13—C14—C15—C16 | −179.1 (5) | C36—C37—C38—C39 | −1.3 (11) |
| C14—C15—C16—C17 | −2.4 (8) | C37—C38—C39—C40 | 1.8 (13) |
| C15—C16—C17—C19 | −178.9 (5) | C36—C35—C40—C39 | −0.6 (11) |
| C15—C16—C17—C18 | 2.0 (8) | P1—C35—C40—C39 | 173.4 (7) |
| C21—N5—C18—N4 | 178.1 (4) | C38—C39—C40—C35 | −0.9 (14) |
cis-Aqua[2,6-bis(1,8-naphthyridin-2-yl)pyridine-κ3N,N',N''](thiocyanato-κN)(triphenylphosphine-κP)ruthenium(II) hexafluoridophosphate–acetone–water (1/0.5/1) (I) . Hydrogen-bond geometry (Å, º)
| D—H···A | D—H | H···A | D···A | D—H···A |
| C10—H6···F5i | 0.93 | 2.45 | 3.369 (6) | 170 |
| C15—H9···F2 | 0.93 | 2.45 | 3.345 (6) | 162 |
| C21—H13···O2 | 0.93 | 2.59 | 3.213 (14) | 124 |
| C24—H14···O1 | 0.93 | 2.43 | 3.210 (5) | 141 |
| C24—H14···N5 | 0.93 | 2.43 | 3.144 (6) | 134 |
| C25—H15···F4ii | 0.93 | 2.54 | 3.347 (7) | 145 |
| C41—H30···F1ii | 0.96 | 2.40 | 3.26 (3) | 150 |
Symmetry codes: (i) −x, −y, −z+2; (ii) −x+1, −y+1, −z+2.
trans-[2,6-Bis(1,8-naphthyridin-2-yl)pyridine-κ3'N,N',N'']bis(pyridine-κN)(thiocyanato-κN)ruthenium(II) thiocyanate (II) . Crystal data
| [Ru(NCS)(C21H13N5)(C5H5N)2]NCS | F(000) = 1440.00 |
| Mr = 710.79 | Dx = 1.600 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation, λ = 0.71075 Å |
| a = 12.6556 (10) Å | Cell parameters from 7649 reflections |
| b = 14.0986 (7) Å | θ = 3.1–27.6° |
| c = 17.4421 (14) Å | µ = 0.72 mm−1 |
| β = 108.535 (3)° | T = 93 K |
| V = 2950.7 (4) Å3 | Platelet, purple |
| Z = 4 | 0.25 × 0.15 × 0.05 mm |
trans-[2,6-Bis(1,8-naphthyridin-2-yl)pyridine-κ3'N,N',N'']bis(pyridine-κN)(thiocyanato-κN)ruthenium(II) thiocyanate (II) . Data collection
| Rigaku Saturn724 diffractometer | 6058 reflections with F2 > 2.0σ(F2) |
| Detector resolution: 28.626 pixels mm-1 | Rint = 0.029 |
| ω scans | θmax = 27.5°, θmin = 3.1° |
| Absorption correction: multi-scan (REQAB; Rigaku, 1998) | h = −16→16 |
| Tmin = 0.927, Tmax = 0.965 | k = −18→18 |
| 30135 measured reflections | l = −22→21 |
| 6758 independent reflections |
trans-[2,6-Bis(1,8-naphthyridin-2-yl)pyridine-κ3'N,N',N'']bis(pyridine-κN)(thiocyanato-κN)ruthenium(II) thiocyanate (II) . Refinement
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.091 | H-atom parameters constrained |
| S = 1.10 | w = 1/[σ2(Fo2) + (0.0451P)2 + 2.9803P] where P = (Fo2 + 2Fc2)/3 |
| 6758 reflections | (Δ/σ)max = 0.001 |
| 406 parameters | Δρmax = 1.13 e Å−3 |
| 0 restraints | Δρmin = −0.81 e Å−3 |
| Primary atom site location: structure-invariant direct methods |
trans-[2,6-Bis(1,8-naphthyridin-2-yl)pyridine-κ3'N,N',N'']bis(pyridine-κN)(thiocyanato-κN)ruthenium(II) thiocyanate (II) . Special details
| 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. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 sigma(F2) is used only for calculating R-factor (gt). |
trans-[2,6-Bis(1,8-naphthyridin-2-yl)pyridine-κ3'N,N',N'']bis(pyridine-κN)(thiocyanato-κN)ruthenium(II) thiocyanate (II) . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | ||
| Ru1 | 0.73332 (2) | 0.38197 (2) | 0.79490 (2) | 0.01220 (7) | |
| S1 | 0.39862 (5) | 0.39265 (5) | 0.87218 (4) | 0.02286 (14) | |
| S2 | 1.08750 (7) | 0.12965 (7) | 0.89031 (6) | 0.0466 (2) | |
| N1 | 0.70294 (18) | 0.38857 (15) | 0.98054 (13) | 0.0213 (4) | |
| N2 | 0.83872 (16) | 0.38102 (13) | 0.91797 (12) | 0.0155 (4) | |
| N3 | 0.88229 (16) | 0.37934 (13) | 0.78244 (13) | 0.0161 (4) | |
| N4 | 0.69378 (17) | 0.37739 (13) | 0.66605 (12) | 0.0155 (4) | |
| N5 | 0.50056 (17) | 0.38259 (15) | 0.62868 (13) | 0.0195 (4) | |
| N6 | 0.73064 (15) | 0.52961 (14) | 0.79703 (11) | 0.0144 (4) | |
| N7 | 0.71689 (16) | 0.23463 (14) | 0.79725 (11) | 0.0148 (4) | |
| N8 | 0.57797 (16) | 0.38875 (13) | 0.81029 (12) | 0.0150 (4) | |
| N9 | 1.1118 (3) | 0.1261 (2) | 1.0511 (3) | 0.0605 (10) | |
| C1 | 0.6735 (2) | 0.38898 (19) | 1.04670 (16) | 0.0250 (6) | |
| H1 | 0.596645 | 0.395157 | 1.040937 | 0.030* | |
| C2 | 0.7502 (2) | 0.38073 (18) | 1.12584 (16) | 0.0257 (6) | |
| H2 | 0.725046 | 0.381745 | 1.171672 | 0.031* | |
| C3 | 0.8603 (2) | 0.37134 (19) | 1.13490 (16) | 0.0263 (6) | |
| H3 | 0.913218 | 0.365204 | 1.187311 | 0.032* | |
| C4 | 0.8955 (2) | 0.37077 (18) | 1.06568 (16) | 0.0222 (5) | |
| C5 | 0.8121 (2) | 0.37965 (16) | 0.98896 (15) | 0.0170 (5) | |
| C6 | 1.0075 (2) | 0.3633 (2) | 1.06873 (17) | 0.0302 (6) | |
| H4 | 1.064516 | 0.355198 | 1.119123 | 0.036* | |
| C7 | 1.0338 (2) | 0.3677 (2) | 0.99887 (17) | 0.0287 (6) | |
| H5 | 1.109374 | 0.363961 | 1.000289 | 0.034* | |
| C8 | 0.9484 (2) | 0.37788 (17) | 0.92474 (16) | 0.0192 (5) | |
| C9 | 0.9741 (2) | 0.38180 (16) | 0.84863 (16) | 0.0189 (5) | |
| C10 | 1.0804 (2) | 0.38683 (18) | 0.84086 (17) | 0.0236 (5) | |
| H6 | 1.144589 | 0.388480 | 0.887533 | 0.028* | |
| C11 | 1.0912 (2) | 0.38939 (18) | 0.76456 (18) | 0.0257 (6) | |
| H7 | 1.162986 | 0.394404 | 0.758536 | 0.031* | |
| C12 | 0.9974 (2) | 0.38464 (18) | 0.69684 (17) | 0.0236 (5) | |
| H8 | 1.004151 | 0.385025 | 0.644116 | 0.028* | |
| C13 | 0.8932 (2) | 0.37929 (16) | 0.70748 (15) | 0.0181 (5) | |
| C14 | 0.7866 (2) | 0.37476 (16) | 0.64229 (16) | 0.0192 (5) | |
| C15 | 0.7840 (2) | 0.3661 (2) | 0.56132 (16) | 0.0258 (6) | |
| H9 | 0.851351 | 0.365671 | 0.548224 | 0.031* | |
| C16 | 0.6846 (2) | 0.3583 (2) | 0.50232 (16) | 0.0284 (6) | |
| H10 | 0.681492 | 0.349725 | 0.447630 | 0.034* | |
| C17 | 0.5856 (2) | 0.36317 (19) | 0.52286 (15) | 0.0228 (5) | |
| C18 | 0.5922 (2) | 0.37458 (16) | 0.60530 (15) | 0.0176 (5) | |
| C19 | 0.4790 (2) | 0.3594 (2) | 0.46440 (16) | 0.0307 (6) | |
| H11 | 0.471574 | 0.350438 | 0.408944 | 0.037* | |
| C20 | 0.3871 (2) | 0.3686 (2) | 0.48793 (16) | 0.0288 (6) | |
| H12 | 0.314452 | 0.367060 | 0.449543 | 0.035* | |
| C21 | 0.4027 (2) | 0.38040 (18) | 0.57117 (16) | 0.0225 (5) | |
| H13 | 0.338013 | 0.387331 | 0.587133 | 0.027* | |
| C22 | 0.69873 (19) | 0.57334 (17) | 0.85510 (15) | 0.0179 (5) | |
| H14 | 0.684341 | 0.535624 | 0.895819 | 0.022* | |
| C23 | 0.6862 (2) | 0.67017 (18) | 0.85773 (16) | 0.0228 (5) | |
| H15 | 0.664358 | 0.698350 | 0.899817 | 0.027* | |
| C24 | 0.7058 (2) | 0.72600 (18) | 0.79841 (16) | 0.0254 (6) | |
| H16 | 0.696320 | 0.792839 | 0.798536 | 0.030* | |
| C25 | 0.7396 (2) | 0.68249 (18) | 0.73875 (16) | 0.0239 (5) | |
| H17 | 0.754158 | 0.719108 | 0.697497 | 0.029* | |
| C26 | 0.7518 (2) | 0.58469 (18) | 0.74030 (15) | 0.0189 (5) | |
| H18 | 0.775997 | 0.555269 | 0.699798 | 0.023* | |
| C27 | 0.8032 (2) | 0.17690 (17) | 0.83344 (14) | 0.0174 (5) | |
| H19 | 0.875293 | 0.203965 | 0.855670 | 0.021* | |
| C28 | 0.7914 (2) | 0.07944 (18) | 0.83963 (15) | 0.0206 (5) | |
| H20 | 0.854209 | 0.040994 | 0.865668 | 0.025* | |
| C29 | 0.6872 (2) | 0.03930 (18) | 0.80747 (16) | 0.0236 (5) | |
| H21 | 0.677155 | −0.027208 | 0.810502 | 0.028* | |
| C30 | 0.5974 (2) | 0.09807 (18) | 0.77057 (16) | 0.0215 (5) | |
| H22 | 0.524601 | 0.072233 | 0.748726 | 0.026* | |
| C31 | 0.6145 (2) | 0.19431 (17) | 0.76586 (15) | 0.0183 (5) | |
| H23 | 0.552640 | 0.233747 | 0.739781 | 0.022* | |
| C32 | 0.50337 (19) | 0.38985 (16) | 0.83534 (14) | 0.0156 (4) | |
| C33 | 1.1013 (3) | 0.1275 (2) | 0.9913 (3) | 0.0385 (8) |
trans-[2,6-Bis(1,8-naphthyridin-2-yl)pyridine-κ3'N,N',N'']bis(pyridine-κN)(thiocyanato-κN)ruthenium(II) thiocyanate (II) . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Ru1 | 0.01117 (10) | 0.01297 (10) | 0.01255 (10) | 0.00016 (6) | 0.00390 (7) | 0.00024 (7) |
| S1 | 0.0170 (3) | 0.0297 (3) | 0.0251 (3) | −0.0005 (2) | 0.0111 (2) | −0.0020 (3) |
| S2 | 0.0280 (4) | 0.0616 (6) | 0.0502 (5) | 0.0079 (4) | 0.0122 (4) | 0.0023 (4) |
| N1 | 0.0198 (10) | 0.0278 (11) | 0.0160 (10) | 0.0031 (8) | 0.0055 (8) | 0.0019 (8) |
| N2 | 0.0145 (9) | 0.0156 (9) | 0.0144 (10) | −0.0001 (7) | 0.0020 (8) | 0.0011 (7) |
| N3 | 0.0155 (9) | 0.0147 (9) | 0.0196 (10) | −0.0002 (7) | 0.0076 (8) | 0.0009 (8) |
| N4 | 0.0182 (9) | 0.0157 (9) | 0.0139 (9) | 0.0003 (7) | 0.0069 (8) | 0.0010 (7) |
| N5 | 0.0183 (10) | 0.0246 (11) | 0.0153 (10) | 0.0000 (8) | 0.0049 (8) | −0.0010 (8) |
| N6 | 0.0131 (9) | 0.0137 (9) | 0.0141 (9) | 0.0001 (7) | 0.0012 (7) | 0.0013 (7) |
| N7 | 0.0168 (9) | 0.0139 (9) | 0.0149 (9) | −0.0010 (7) | 0.0069 (8) | −0.0012 (7) |
| N8 | 0.0143 (9) | 0.0163 (9) | 0.0138 (9) | 0.0001 (7) | 0.0036 (7) | −0.0001 (7) |
| N9 | 0.074 (2) | 0.0450 (19) | 0.092 (3) | −0.0064 (16) | 0.068 (2) | −0.0125 (19) |
| C1 | 0.0267 (13) | 0.0310 (14) | 0.0201 (13) | 0.0053 (11) | 0.0112 (11) | 0.0029 (10) |
| C2 | 0.0354 (15) | 0.0266 (14) | 0.0170 (12) | 0.0003 (11) | 0.0107 (11) | 0.0011 (10) |
| C3 | 0.0320 (14) | 0.0269 (14) | 0.0150 (12) | −0.0016 (11) | 0.0005 (11) | 0.0023 (10) |
| C4 | 0.0236 (12) | 0.0209 (12) | 0.0176 (12) | −0.0002 (10) | 0.0003 (10) | 0.0013 (10) |
| C5 | 0.0189 (11) | 0.0148 (11) | 0.0163 (11) | 0.0001 (9) | 0.0042 (9) | 0.0007 (9) |
| C6 | 0.0203 (13) | 0.0416 (16) | 0.0218 (13) | −0.0003 (11) | −0.0031 (11) | 0.0040 (12) |
| C7 | 0.0169 (12) | 0.0390 (16) | 0.0260 (14) | 0.0010 (11) | 0.0009 (11) | 0.0041 (12) |
| C8 | 0.0144 (11) | 0.0178 (11) | 0.0236 (13) | −0.0003 (9) | 0.0036 (10) | 0.0015 (9) |
| C9 | 0.0152 (11) | 0.0172 (11) | 0.0236 (13) | 0.0000 (9) | 0.0054 (10) | 0.0011 (9) |
| C10 | 0.0158 (11) | 0.0237 (13) | 0.0310 (14) | 0.0001 (9) | 0.0070 (10) | 0.0003 (11) |
| C11 | 0.0168 (12) | 0.0256 (13) | 0.0387 (16) | −0.0012 (10) | 0.0145 (11) | 0.0020 (11) |
| C12 | 0.0221 (12) | 0.0245 (13) | 0.0297 (14) | 0.0003 (10) | 0.0163 (11) | 0.0012 (11) |
| C13 | 0.0197 (12) | 0.0174 (11) | 0.0202 (12) | 0.0012 (9) | 0.0105 (10) | 0.0010 (9) |
| C14 | 0.0197 (12) | 0.0167 (11) | 0.0231 (13) | 0.0015 (9) | 0.0094 (10) | 0.0000 (9) |
| C15 | 0.0268 (13) | 0.0329 (15) | 0.0223 (13) | 0.0019 (11) | 0.0142 (11) | 0.0023 (11) |
| C16 | 0.0318 (14) | 0.0399 (16) | 0.0173 (13) | 0.0023 (12) | 0.0128 (11) | 0.0005 (11) |
| C17 | 0.0263 (13) | 0.0281 (13) | 0.0145 (12) | 0.0015 (10) | 0.0073 (10) | 0.0023 (10) |
| C18 | 0.0200 (11) | 0.0161 (11) | 0.0168 (12) | −0.0008 (9) | 0.0058 (9) | −0.0011 (9) |
| C19 | 0.0356 (15) | 0.0422 (16) | 0.0135 (12) | 0.0007 (13) | 0.0068 (11) | −0.0013 (11) |
| C20 | 0.0231 (13) | 0.0411 (16) | 0.0178 (13) | −0.0005 (11) | 0.0001 (10) | −0.0006 (11) |
| C21 | 0.0206 (12) | 0.0281 (14) | 0.0183 (12) | −0.0006 (10) | 0.0053 (10) | −0.0018 (10) |
| C22 | 0.0174 (11) | 0.0193 (12) | 0.0165 (11) | 0.0009 (9) | 0.0045 (9) | 0.0009 (9) |
| C23 | 0.0239 (12) | 0.0205 (12) | 0.0221 (13) | 0.0037 (10) | 0.0048 (10) | −0.0024 (10) |
| C24 | 0.0323 (14) | 0.0141 (12) | 0.0264 (14) | 0.0032 (10) | 0.0045 (11) | 0.0009 (10) |
| C25 | 0.0291 (13) | 0.0181 (12) | 0.0223 (13) | −0.0018 (10) | 0.0049 (11) | 0.0036 (10) |
| C26 | 0.0192 (11) | 0.0188 (11) | 0.0172 (12) | −0.0010 (9) | 0.0038 (9) | 0.0023 (9) |
| C27 | 0.0170 (11) | 0.0196 (12) | 0.0159 (11) | 0.0016 (9) | 0.0057 (9) | −0.0010 (9) |
| C28 | 0.0248 (12) | 0.0186 (12) | 0.0199 (12) | 0.0046 (10) | 0.0092 (10) | 0.0021 (10) |
| C29 | 0.0362 (14) | 0.0155 (12) | 0.0225 (13) | −0.0025 (10) | 0.0144 (11) | −0.0007 (10) |
| C30 | 0.0225 (12) | 0.0209 (12) | 0.0214 (13) | −0.0065 (10) | 0.0075 (10) | −0.0044 (10) |
| C31 | 0.0172 (11) | 0.0194 (12) | 0.0178 (12) | −0.0013 (9) | 0.0050 (9) | −0.0031 (9) |
| C32 | 0.0163 (11) | 0.0148 (11) | 0.0133 (11) | 0.0006 (8) | 0.0015 (9) | 0.0001 (8) |
| C33 | 0.0233 (14) | 0.0296 (16) | 0.056 (2) | −0.0018 (12) | 0.0027 (15) | 0.0152 (15) |
trans-[2,6-Bis(1,8-naphthyridin-2-yl)pyridine-κ3'N,N',N'']bis(pyridine-κN)(thiocyanato-κN)ruthenium(II) thiocyanate (II) . Geometric parameters (Å, º)
| Ru1—N3 | 1.966 (2) | C10—C11 | 1.381 (4) |
| Ru1—N8 | 2.069 (2) | C10—H6 | 0.9500 |
| Ru1—N6 | 2.0824 (19) | C11—C12 | 1.384 (4) |
| Ru1—N7 | 2.0893 (19) | C11—H7 | 0.9500 |
| Ru1—N2 | 2.137 (2) | C12—C13 | 1.391 (3) |
| Ru1—N4 | 2.142 (2) | C12—H8 | 0.9500 |
| S1—C32 | 1.647 (2) | C13—C14 | 1.464 (4) |
| S2—C33 | 1.715 (4) | C14—C15 | 1.407 (4) |
| N1—C1 | 1.320 (3) | C15—C16 | 1.353 (4) |
| N1—C5 | 1.348 (3) | C15—H9 | 0.9500 |
| N2—C8 | 1.355 (3) | C16—C17 | 1.410 (4) |
| N2—C5 | 1.383 (3) | C16—H10 | 0.9500 |
| N3—C9 | 1.353 (3) | C17—C19 | 1.410 (4) |
| N3—C13 | 1.358 (3) | C17—C18 | 1.423 (3) |
| N4—C14 | 1.365 (3) | C19—C20 | 1.357 (4) |
| N4—C18 | 1.382 (3) | C19—H11 | 0.9500 |
| N5—C21 | 1.323 (3) | C20—C21 | 1.412 (4) |
| N5—C18 | 1.351 (3) | C20—H12 | 0.9500 |
| N6—C26 | 1.350 (3) | C21—H13 | 0.9500 |
| N6—C22 | 1.352 (3) | C22—C23 | 1.377 (4) |
| N7—C27 | 1.348 (3) | C22—H14 | 0.9500 |
| N7—C31 | 1.361 (3) | C23—C24 | 1.384 (4) |
| N8—C32 | 1.160 (3) | C23—H15 | 0.9500 |
| N9—C33 | 1.009 (5) | C24—C25 | 1.387 (4) |
| C1—C2 | 1.417 (4) | C24—H16 | 0.9500 |
| C1—H1 | 0.9500 | C25—C26 | 1.387 (4) |
| C2—C3 | 1.358 (4) | C25—H17 | 0.9500 |
| C2—H2 | 0.9500 | C26—H18 | 0.9500 |
| C3—C4 | 1.413 (4) | C27—C28 | 1.390 (3) |
| C3—H3 | 0.9500 | C27—H19 | 0.9500 |
| C4—C6 | 1.407 (4) | C28—C29 | 1.379 (4) |
| C4—C5 | 1.422 (3) | C28—H20 | 0.9500 |
| C6—C7 | 1.363 (4) | C29—C30 | 1.389 (4) |
| C6—H4 | 0.9500 | C29—H21 | 0.9500 |
| C7—C8 | 1.405 (4) | C30—C31 | 1.381 (3) |
| C7—H5 | 0.9500 | C30—H22 | 0.9500 |
| C8—C9 | 1.465 (4) | C31—H23 | 0.9500 |
| C9—C10 | 1.396 (3) | ||
| N3—Ru1—N8 | 178.11 (8) | C10—C11—H7 | 120.0 |
| N3—Ru1—N6 | 92.43 (7) | C12—C11—H7 | 120.0 |
| N8—Ru1—N6 | 85.99 (7) | C11—C12—C13 | 118.7 (2) |
| N3—Ru1—N7 | 95.07 (7) | C11—C12—H8 | 120.6 |
| N8—Ru1—N7 | 86.49 (7) | C13—C12—H8 | 120.6 |
| N6—Ru1—N7 | 172.39 (7) | N3—C13—C12 | 121.3 (2) |
| N3—Ru1—N2 | 78.26 (8) | N3—C13—C14 | 113.4 (2) |
| N8—Ru1—N2 | 100.68 (8) | C12—C13—C14 | 125.3 (2) |
| N6—Ru1—N2 | 89.82 (7) | N4—C14—C15 | 124.0 (2) |
| N7—Ru1—N2 | 90.47 (7) | N4—C14—C13 | 115.6 (2) |
| N3—Ru1—N4 | 78.22 (8) | C15—C14—C13 | 120.3 (2) |
| N8—Ru1—N4 | 102.88 (8) | C16—C15—C14 | 119.3 (2) |
| N6—Ru1—N4 | 92.82 (7) | C16—C15—H9 | 120.3 |
| N7—Ru1—N4 | 89.95 (7) | C14—C15—H9 | 120.3 |
| N2—Ru1—N4 | 156.42 (8) | C15—C16—C17 | 119.3 (2) |
| C1—N1—C5 | 118.0 (2) | C15—C16—H10 | 120.4 |
| C8—N2—C5 | 117.1 (2) | C17—C16—H10 | 120.4 |
| C8—N2—Ru1 | 112.50 (16) | C16—C17—C19 | 122.5 (2) |
| C5—N2—Ru1 | 130.37 (16) | C16—C17—C18 | 119.4 (2) |
| C9—N3—C13 | 119.9 (2) | C19—C17—C18 | 118.1 (2) |
| C9—N3—Ru1 | 119.92 (17) | N5—C18—N4 | 116.4 (2) |
| C13—N3—Ru1 | 120.09 (16) | N5—C18—C17 | 122.3 (2) |
| C14—N4—C18 | 116.5 (2) | N4—C18—C17 | 121.3 (2) |
| C14—N4—Ru1 | 112.51 (16) | C20—C19—C17 | 119.5 (2) |
| C18—N4—Ru1 | 130.93 (16) | C20—C19—H11 | 120.2 |
| C21—N5—C18 | 117.1 (2) | C17—C19—H11 | 120.2 |
| C26—N6—C22 | 117.6 (2) | C19—C20—C21 | 118.0 (3) |
| C26—N6—Ru1 | 123.63 (16) | C19—C20—H12 | 121.0 |
| C22—N6—Ru1 | 118.65 (16) | C21—C20—H12 | 121.0 |
| C27—N7—C31 | 117.6 (2) | N5—C21—C20 | 125.0 (2) |
| C27—N7—Ru1 | 122.59 (16) | N5—C21—H13 | 117.5 |
| C31—N7—Ru1 | 119.71 (16) | C20—C21—H13 | 117.5 |
| C32—N8—Ru1 | 166.03 (19) | N6—C22—C23 | 122.8 (2) |
| N1—C1—C2 | 123.7 (3) | N6—C22—H14 | 118.6 |
| N1—C1—H1 | 118.1 | C23—C22—H14 | 118.6 |
| C2—C1—H1 | 118.1 | C22—C23—C24 | 119.3 (2) |
| C3—C2—C1 | 118.7 (3) | C22—C23—H15 | 120.3 |
| C3—C2—H2 | 120.6 | C24—C23—H15 | 120.3 |
| C1—C2—H2 | 120.6 | C23—C24—C25 | 118.7 (2) |
| C2—C3—C4 | 119.4 (2) | C23—C24—H16 | 120.6 |
| C2—C3—H3 | 120.3 | C25—C24—H16 | 120.6 |
| C4—C3—H3 | 120.3 | C26—C25—C24 | 118.9 (2) |
| C6—C4—C3 | 123.8 (2) | C26—C25—H17 | 120.5 |
| C6—C4—C5 | 118.7 (2) | C24—C25—H17 | 120.5 |
| C3—C4—C5 | 117.6 (2) | N6—C26—C25 | 122.6 (2) |
| N1—C5—N2 | 115.7 (2) | N6—C26—H18 | 118.7 |
| N1—C5—C4 | 122.6 (2) | C25—C26—H18 | 118.7 |
| N2—C5—C4 | 121.7 (2) | N7—C27—C28 | 122.8 (2) |
| C7—C6—C4 | 119.5 (2) | N7—C27—H19 | 118.6 |
| C7—C6—H4 | 120.2 | C28—C27—H19 | 118.6 |
| C4—C6—H4 | 120.2 | C29—C28—C27 | 119.1 (2) |
| C6—C7—C8 | 119.5 (2) | C29—C28—H20 | 120.4 |
| C6—C7—H5 | 120.3 | C27—C28—H20 | 120.4 |
| C8—C7—H5 | 120.3 | C28—C29—C30 | 118.7 (2) |
| N2—C8—C7 | 123.4 (2) | C28—C29—H21 | 120.7 |
| N2—C8—C9 | 115.9 (2) | C30—C29—H21 | 120.7 |
| C7—C8—C9 | 120.7 (2) | C31—C30—C29 | 119.5 (2) |
| N3—C9—C10 | 120.7 (2) | C31—C30—H22 | 120.2 |
| N3—C9—C8 | 113.2 (2) | C29—C30—H22 | 120.2 |
| C10—C9—C8 | 126.1 (2) | N7—C31—C30 | 122.3 (2) |
| C11—C10—C9 | 119.2 (2) | N7—C31—H23 | 118.9 |
| C11—C10—H6 | 120.4 | C30—C31—H23 | 118.9 |
| C9—C10—H6 | 120.4 | N8—C32—S1 | 179.0 (2) |
| C10—C11—C12 | 120.1 (2) | N9—C33—S2 | 178.4 (4) |
| C5—N1—C1—C2 | 0.1 (4) | Ru1—N4—C14—C15 | 176.3 (2) |
| N1—C1—C2—C3 | −0.4 (4) | C18—N4—C14—C13 | 179.1 (2) |
| C1—C2—C3—C4 | 0.5 (4) | Ru1—N4—C14—C13 | −2.3 (2) |
| C2—C3—C4—C6 | 178.7 (3) | N3—C13—C14—N4 | 4.0 (3) |
| C2—C3—C4—C5 | −0.4 (4) | C12—C13—C14—N4 | −175.0 (2) |
| C1—N1—C5—N2 | −179.1 (2) | N3—C13—C14—C15 | −174.6 (2) |
| C1—N1—C5—C4 | 0.0 (4) | C12—C13—C14—C15 | 6.4 (4) |
| C8—N2—C5—N1 | 176.2 (2) | N4—C14—C15—C16 | −1.0 (4) |
| Ru1—N2—C5—N1 | −6.5 (3) | C13—C14—C15—C16 | 177.5 (2) |
| C8—N2—C5—C4 | −2.9 (3) | C14—C15—C16—C17 | 2.7 (4) |
| Ru1—N2—C5—C4 | 174.35 (17) | C15—C16—C17—C19 | 177.5 (3) |
| C6—C4—C5—N1 | −179.0 (2) | C15—C16—C17—C18 | −1.0 (4) |
| C3—C4—C5—N1 | 0.1 (4) | C21—N5—C18—N4 | 179.7 (2) |
| C6—C4—C5—N2 | 0.0 (4) | C21—N5—C18—C17 | −0.7 (3) |
| C3—C4—C5—N2 | 179.2 (2) | C14—N4—C18—N5 | −176.4 (2) |
| C3—C4—C6—C7 | −177.0 (3) | Ru1—N4—C18—N5 | 5.3 (3) |
| C5—C4—C6—C7 | 2.1 (4) | C14—N4—C18—C17 | 4.0 (3) |
| C4—C6—C7—C8 | −1.2 (4) | Ru1—N4—C18—C17 | −174.26 (18) |
| C5—N2—C8—C7 | 3.9 (3) | C16—C17—C18—N5 | 177.9 (2) |
| Ru1—N2—C8—C7 | −173.8 (2) | C19—C17—C18—N5 | −0.6 (4) |
| C5—N2—C8—C9 | −178.5 (2) | C16—C17—C18—N4 | −2.5 (4) |
| Ru1—N2—C8—C9 | 3.7 (2) | C19—C17—C18—N4 | 179.0 (2) |
| C6—C7—C8—N2 | −1.9 (4) | C16—C17—C19—C20 | −177.1 (3) |
| C6—C7—C8—C9 | −179.3 (3) | C18—C17—C19—C20 | 1.3 (4) |
| C13—N3—C9—C10 | 1.7 (3) | C17—C19—C20—C21 | −0.8 (4) |
| Ru1—N3—C9—C10 | −175.39 (18) | C18—N5—C21—C20 | 1.3 (4) |
| C13—N3—C9—C8 | −177.8 (2) | C19—C20—C21—N5 | −0.5 (4) |
| Ru1—N3—C9—C8 | 5.1 (3) | C26—N6—C22—C23 | 0.7 (3) |
| N2—C8—C9—N3 | −5.7 (3) | Ru1—N6—C22—C23 | −174.93 (18) |
| C7—C8—C9—N3 | 171.9 (2) | N6—C22—C23—C24 | 0.6 (4) |
| N2—C8—C9—C10 | 174.8 (2) | C22—C23—C24—C25 | −1.2 (4) |
| C7—C8—C9—C10 | −7.5 (4) | C23—C24—C25—C26 | 0.4 (4) |
| N3—C9—C10—C11 | 0.1 (4) | C22—N6—C26—C25 | −1.5 (3) |
| C8—C9—C10—C11 | 179.5 (2) | Ru1—N6—C26—C25 | 173.92 (18) |
| C9—C10—C11—C12 | −1.6 (4) | C24—C25—C26—N6 | 0.9 (4) |
| C10—C11—C12—C13 | 1.3 (4) | C31—N7—C27—C28 | 0.0 (3) |
| C9—N3—C13—C12 | −2.0 (3) | Ru1—N7—C27—C28 | 175.82 (17) |
| Ru1—N3—C13—C12 | 175.11 (18) | N7—C27—C28—C29 | 0.1 (4) |
| C9—N3—C13—C14 | 179.0 (2) | C27—C28—C29—C30 | −0.6 (4) |
| Ru1—N3—C13—C14 | −3.9 (3) | C28—C29—C30—C31 | 1.0 (4) |
| C11—C12—C13—N3 | 0.5 (4) | C27—N7—C31—C30 | 0.4 (3) |
| C11—C12—C13—C14 | 179.4 (2) | Ru1—N7—C31—C30 | −175.53 (18) |
| C18—N4—C14—C15 | −2.3 (3) | C29—C30—C31—N7 | −0.9 (4) |
trans-[2,6-Bis(1,8-naphthyridin-2-yl)pyridine-κ3'N,N',N'']bis(pyridine-κN)(thiocyanato-κN)ruthenium(II) thiocyanate (II) . Hydrogen-bond geometry (Å, º)
| D—H···A | D—H | H···A | D···A | D—H···A |
| C12—H8···N9i | 0.95 | 2.43 | 3.305 (5) | 152 |
| C20—H12···S2ii | 0.95 | 2.73 | 3.629 (3) | 159 |
| C22—H14···N1 | 0.95 | 2.51 | 3.391 (3) | 154 |
| C27—H19···S2 | 0.95 | 2.76 | 3.479 (3) | 133 |
Symmetry codes: (i) x, −y+1/2, z−1/2; (ii) x−1, −y+1/2, z−1/2.
Funding Statement
Funding for this research was provided by: Japan Society for the Promotion of Science (grant No. JP20K05536).
References
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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) global, I, II. DOI: 10.1107/S2056989022004443/wm5641sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989022004443/wm5641Isup2.hkl
Structure factors: contains datablock(s) II. DOI: 10.1107/S2056989022004443/wm5641IIsup3.hkl
Additional supporting information: crystallographic information; 3D view; checkCIF report