trans-Di­chlorido­tetra­kis­(4-meth­oxy­pyridine-κN)ruthenium(II)

Reinheimer, E.W.; Tobias, R.A.; Bassel, E.R.; Cantu, N.A.; Smucker, B.W.

doi:10.1107/S2414314623001554

metal-organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 8| Part 2| February 2023| x230155

https://doi.org/10.1107/S2414314623001554

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trans-Dichloridotetrakis(4-methoxypyridine-κN)ruthenium(II)

Eric W. Reinheimer,^a Rebecca A. Tobias,^b Elisabeth R. Bassel,^b Nicholas A. Cantu ^b and Bradley W. Smucker ^b ^*

^aRigaku Americas Corporation, 9009 New Trails Dr., The Woodlands, TX 77381, USA, and ^b900 N Grand Avenue, Suite 61651, Sherman, TX 75090, USA
^*Correspondence e-mail: bsmucker@austincollege.edu

Edited by R. J. Butcher, Howard University, USA (Received 30 January 2023; accepted 20 February 2023; online 28 February 2023)

The structure of the title complex, [RuCl₂(C₆H₆NO)₄], exhibits point group symmetry $[\overline{4}]$ . The structure exhibits disorder around a $[\overline{4}]$ axis. The 4-methoxypyridine ligands have a propeller-like arrangement around the Ru^II atom at 52.0 (3)° from the RuN₄ plane.

Keywords: crystal structure; ruthenium(II); 4-methoxypyridine.

CCDC reference: 2243464

Structure description

The Ru—N distances in the title compound (Fig. 1) are 2.059 (7) and 2.137 (5) Å for N1A and N1B, respectively. These diverge from the Ru—N(pyridyl) distances of 2.090 (3) and 2.092 (3) Å found in the structure of the ruthenium(II) complex containing four 4-methoxypyridine and trans-bis(thiocyanato-κN) ligands (Cadranel et al., 2016 ). The title complex has a propeller-like arrangement of the pyridyl ligands around the ruthenium(II) at 52.0 (3)° from the plane containing the ruthenium and the coordinating nitrogen atoms. This arrangement is typical of Ru^II complexes with polypyridyl ligands such as the aforementioned bis(thiocyanato) complex (Cadranel et al., 2016) or Ru(pyrazine-κN)₄Cl₂ (Nesterov et al., 2012 ). The structure of the title complex has the ruthenium atoms positioned on the $[\overline{4}]$ axis (Fig. 2), which results in disorder of the chlorido and 4-methoxypyridine ligands.

Figure 1
Displacement ellipsoid (50% probability level) representation of the title complex with disorder omitted for clarity.

Figure 2
Projection of 1 onto the (111) plane. Anisotropic displacement ellipsoids have been set to the 50% probability level. Additional conformations of the molecule generated via the disorder around $[\overline{4}]$ as well as the hydrogen atoms have been removed for the sake of clarity.

Synthesis and crystallization

Following the synthetic procedures for trans-Ru(4-methoxypyridine-κN)₄Cl₂ (Alborés et al., 2004 ) and trans-Ru(pyrazine-κN)₄Cl₂ (Carlucci et al., 2002 ), a mixture of 4-methoxypyridine (0.5 mL, 5 mmol) and [RuCl₂(dmso)₄] (100 mg, 0.21 mmol) in 17 mL of toluene and 3 mL of butanol were refluxed for 3 h with stirring. After sitting in the cooled solution for four days, the solid was filtered in air and washed with 20 mL of toluene to afford 49 mg of the product (39% yield).

Orange prisms were grown from a slow liquid diffusion of tetrahydrofuran into a dichloromethane solution of the title complex.

Refinement

Crystal data, data collection, and refinement details are summarized in Table 1. The asymmetric unit contains one 4-methoxypyridine disordered over two positions around the $[\overline{4}]$ axis with ratios set to 0.55 and 0.45 between the two conformations. This ratio yielded the highest quality model as judged by the metrics R1, wR2, as well as resolution of residual electron density. Standard uncertainties were not reported due to the occupancy ratios being fixed. H atoms bound to C atoms were positioned geometrically (C—H = 0.93 or 0.96 Å) and constrained to ride on the parent atom. U_iso (H) values were set to a multiple of U_eq (C) [1.2 for CH₂ (sp²) and 1.5 for CH₃ (sp³)]. Twinning by merohedry was resolved by completing the final refinement using the matrix (0 1 0 1 0 0 0 0 $[\overline{1}]$ ) twin law.

Table 1
Experimental details

Crystal data
Chemical formula	[RuCl₂(C₁₂H₁₄N₂O₂)₂]
M_r	608.47
Crystal system, space group	Tetragonal, I4₁/a
Temperature (K)	293
a, c (Å)	17.2417 (1), 8.7307 (2)
V (Å³)	2595.43 (7)
Z	4
Radiation type	Mo Kα
μ (mm⁻¹)	0.85
Crystal size (mm)	0.25 × 0.12 × 0.10

Data collection
Diffractometer	XtaLAB Mini II
Absorption correction	Multi-scan (CrysAlis PRO; Rigaku OD, 2022 $[Rigaku OD (2022). CrysAlis PRO. Rigaku Oxford Diffraction, Rigaku Corporation, Oxford, England.]$ )
T_min, T_max	0.901, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections	102632, 1494, 1367
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.030, 0.082, 1.07
No. of reflections	1494
No. of parameters	147
No. of restraints	131
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.38, −0.38
Computer programs: CrysAlis PRO (Rigaku OD, 2022 $[Rigaku OD (2022). CrysAlis PRO. Rigaku Oxford Diffraction, Rigaku Corporation, Oxford, England.]$ ), SHELXT (Sheldrick, 2015a ), SHELXL2016/6 (Sheldrick, 2015b ), and OLEX2 (Dolomanov et al., 2009 ).

Structural data

CCDC reference: 2243464

Crystal structure: contains datablock I. DOI: https://doi.org/10.1107/S2414314623001554/bv4046sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314623001554/bv4046Isup2.hkl

checkCIF report

Computing details top

Data collection: CrysAlis PRO 1.171.42.53a (Rigaku OD, 2022); cell refinement: CrysAlis PRO 1.171.42.53a (Rigaku OD, 2022); data reduction: CrysAlis PRO 1.171.42.53a (Rigaku OD, 2022); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2016/6 (Sheldrick, 2015b); molecular graphics: Olex2 1.3-ac4 (Dolomanov et al., 2009); software used to prepare material for publication: Olex2 1.3-ac4 (Dolomanov et al., 2009).

trans-Dichloridotetrakis(4-methoxypyridine-κN)ruthenium(II) top

Crystal data top

[RuCl₂(C₁₂H₁₄N₂O₂)₂]	D_x = 1.557 Mg m⁻³
M_r = 608.47	Mo Kα radiation, λ = 0.71073 Å
Tetragonal, I4₁/a	Cell parameters from 17604 reflections
a = 17.2417 (1) Å	θ = 2.4–30.1°
c = 8.7307 (2) Å	µ = 0.85 mm⁻¹
V = 2595.43 (7) Å³	T = 293 K
Z = 4	Block, orange
F(000) = 1240	0.25 × 0.12 × 0.1 mm

Data collection top

XtaLAB Mini II diffractometer	1494 independent reflections
Radiation source: fine-focus sealed X-ray tube, Rigaku (Mo) X-ray Source	1367 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
Detector resolution: 10.0000 pixels mm^-1	θ_max = 27.5°, θ_min = 2.6°
ω scans	h = −22→22
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2022)	k = −22→22
T_min = 0.901, T_max = 1.000	l = −11→11
102632 measured reflections

Refinement top

Refinement on F²	Primary atom site location: dual
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.030	H-atom parameters constrained
wR(F²) = 0.082	w = 1/[σ²(F_o²) + 15.430P] where P = (F_o² + 2F_c²)/3
S = 1.07	(Δ/σ)_max < 0.001
1494 reflections	Δρ_max = 0.38 e Å⁻³
147 parameters	Δρ_min = −0.38 e Å⁻³
131 restraints

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Ru1	0.500000	0.250000	0.875000	0.03156 (14)
N1B	0.4401 (5)	0.3133 (5)	0.7009 (8)	0.0333 (16)	0.45
C1B	0.3596 (5)	0.3168 (5)	0.6994 (9)	0.031 (2)	0.45
H1B	0.331203	0.293777	0.777710	0.038*	0.45
C2B	0.3214 (4)	0.3547 (7)	0.5807 (11)	0.053 (4)	0.45
H2B	0.267559	0.357028	0.579691	0.064*	0.45
C3B	0.3639 (6)	0.3891 (6)	0.4636 (9)	0.038 (2)	0.45
C4B	0.4444 (6)	0.3857 (5)	0.4652 (8)	0.033 (2)	0.45
H4B	0.472767	0.408712	0.386851	0.040*	0.45
C5B	0.4825 (4)	0.3478 (6)	0.5838 (10)	0.036 (3)	0.45
H5B	0.536412	0.345461	0.584869	0.043*	0.45
Cl1	0.3999 (6)	0.3486 (6)	0.8850 (3)	0.0360 (4)	0.5
O1B	0.3229 (10)	0.4262 (12)	0.3520 (15)	0.052 (4)	0.45
N1A	0.4418 (6)	0.3089 (5)	1.0449 (8)	0.0321 (13)	0.55
C5A	0.4350 (7)	0.3866 (6)	1.0540 (13)	0.045 (3)	0.55
H5A	0.459380	0.415337	0.977769	0.054*	0.55
C2A	0.3646 (7)	0.3066 (7)	1.2771 (14)	0.055 (4)	0.55
H2A	0.341706	0.275510	1.351489	0.066*	0.55
C1A	0.4062 (7)	0.2740 (6)	1.1595 (13)	0.044 (3)	0.55
H1A	0.409791	0.220231	1.160770	0.052*	0.55
C3A	0.3574 (7)	0.3869 (7)	1.2831 (8)	0.038 (2)	0.55
C4A	0.3959 (6)	0.4277 (5)	1.1639 (11)	0.035 (2)	0.55
H4A	0.394618	0.481609	1.160556	0.042*	0.55
C6A	0.2873 (11)	0.3862 (10)	1.5143 (15)	0.077 (5)	0.55
H6AA	0.247065	0.353501	1.474172	0.116*	0.55
H6AB	0.265534	0.421274	1.588180	0.116*	0.55
H6AC	0.326225	0.354836	1.562464	0.116*	0.55
O1A	0.3210 (10)	0.4290 (9)	1.3939 (10)	0.051 (3)	0.55
C6B	0.3627 (9)	0.4650 (8)	0.2338 (13)	0.041 (3)	0.45
H6BA	0.326401	0.493663	0.172646	0.061*	0.45
H6BB	0.389015	0.427743	0.170615	0.061*	0.45
H6BC	0.399952	0.499992	0.277467	0.061*	0.45

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ru1	0.02965 (17)	0.02965 (17)	0.0354 (3)	0.000	0.000	0.000
N1B	0.034 (3)	0.030 (5)	0.036 (3)	0.004 (3)	0.000 (3)	0.004 (3)
C1B	0.034 (3)	0.026 (6)	0.033 (4)	0.006 (3)	−0.001 (3)	−0.002 (4)
C2B	0.040 (4)	0.056 (10)	0.063 (6)	0.003 (5)	−0.008 (4)	0.027 (7)
C3B	0.038 (4)	0.030 (6)	0.047 (5)	0.003 (4)	−0.014 (3)	0.011 (5)
C4B	0.039 (4)	0.041 (6)	0.020 (4)	0.002 (4)	−0.012 (3)	−0.005 (3)
C5B	0.032 (4)	0.048 (7)	0.029 (4)	−0.004 (4)	−0.010 (3)	0.007 (4)
Cl1	0.032 (2)	0.042 (3)	0.0339 (8)	0.0063 (6)	−0.0015 (13)	0.0008 (13)
O1B	0.047 (6)	0.055 (9)	0.054 (6)	0.009 (5)	−0.018 (5)	0.022 (6)
N1A	0.039 (4)	0.023 (3)	0.034 (2)	0.001 (2)	0.001 (2)	0.007 (2)
C5A	0.058 (7)	0.023 (3)	0.053 (5)	−0.001 (3)	0.018 (5)	0.006 (3)
C2A	0.068 (8)	0.035 (3)	0.061 (6)	0.004 (4)	0.029 (6)	0.013 (3)
C1A	0.056 (7)	0.025 (3)	0.049 (4)	0.004 (4)	0.016 (4)	0.013 (3)
C3A	0.050 (6)	0.036 (3)	0.030 (3)	0.003 (3)	−0.005 (3)	0.005 (3)
C4A	0.041 (6)	0.028 (3)	0.034 (3)	0.005 (3)	−0.005 (3)	0.006 (3)
C6A	0.117 (13)	0.070 (9)	0.046 (6)	0.008 (8)	0.029 (7)	0.006 (6)
O1A	0.073 (9)	0.049 (5)	0.032 (4)	0.006 (4)	0.003 (5)	−0.001 (4)
C6B	0.056 (7)	0.029 (5)	0.037 (5)	0.005 (5)	−0.020 (5)	0.003 (4)

Geometric parameters (Å, º) top

Ru1—N1Bⁱ	2.137 (5)	C4B—C5B	1.3900
Ru1—N1Bⁱⁱ	2.137 (5)	C5B—H5B	0.9300
Ru1—N1Bⁱⁱⁱ	2.137 (5)	O1B—C6B	1.409 (11)
Ru1—N1B	2.137 (5)	N1A—C5A	1.346 (9)
Ru1—Cl1ⁱⁱⁱ	2.4235 (15)	N1A—C1A	1.319 (10)
Ru1—Cl1ⁱⁱ	2.4235 (15)	C5A—H5A	0.9300
Ru1—Cl1ⁱ	2.4235 (16)	C5A—C4A	1.370 (11)
Ru1—Cl1	2.4236 (15)	C2A—H2A	0.9300
Ru1—N1A	2.059 (7)	C2A—C1A	1.372 (12)
Ru1—N1Aⁱⁱⁱ	2.059 (7)	C2A—C3A	1.391 (11)
Ru1—N1Aⁱ	2.059 (7)	C1A—H1A	0.9300
Ru1—N1Aⁱⁱ	2.059 (7)	C3A—C4A	1.421 (11)
N1B—C1B	1.3900	C3A—O1A	1.363 (7)
N1B—C5B	1.3900	C4A—H4A	0.9300
C1B—H1B	0.9300	C6A—H6AA	0.9600
C1B—C2B	1.3900	C6A—H6AB	0.9600
C2B—H2B	0.9300	C6A—H6AC	0.9600
C2B—C3B	1.3900	C6A—O1A	1.409 (11)
C3B—C4B	1.3900	C6B—H6BA	0.9600
C3B—O1B	1.363 (7)	C6B—H6BB	0.9600
C4B—H4B	0.9300	C6B—H6BC	0.9600

N1Bⁱ—Ru1—N1Bⁱⁱ	120.4 (3)	N1Aⁱⁱ—Ru1—N1Aⁱ	121.2 (2)
N1Bⁱ—Ru1—N1B	120.4 (3)	N1A—Ru1—N1Aⁱⁱⁱ	121.2 (2)
N1Bⁱⁱ—Ru1—N1B	89.4 (5)	N1Aⁱⁱⁱ—Ru1—N1Aⁱ	87.9 (4)
N1Bⁱⁱⁱ—Ru1—N1B	120.4 (3)	C1B—N1B—Ru1	120.8 (5)
N1Bⁱⁱⁱ—Ru1—Cl1ⁱⁱ	90.0 (4)	C1B—N1B—C5B	120.0
N1Bⁱⁱⁱ—Ru1—Cl1ⁱ	136.7 (2)	C5B—N1B—Ru1	119.1 (5)
N1Bⁱ—Ru1—Cl1ⁱⁱ	87.1 (4)	N1B—C1B—H1B	120.0
N1Bⁱⁱ—Ru1—Cl1ⁱ	90.0 (4)	N1B—C1B—C2B	120.0
N1Bⁱ—Ru1—Cl1ⁱ	47.4 (2)	C2B—C1B—H1B	120.0
N1Bⁱⁱ—Ru1—Cl1ⁱⁱ	47.4 (2)	C1B—C2B—H2B	120.0
N1Bⁱⁱⁱ—Ru1—Cl1	87.1 (4)	C1B—C2B—C3B	120.0
N1Bⁱⁱ—Ru1—Cl1	136.7 (2)	C3B—C2B—H2B	120.0
N1B—Ru1—Cl1ⁱ	87.1 (4)	C4B—C3B—C2B	120.0
N1B—Ru1—Cl1	47.4 (2)	O1B—C3B—C2B	117.0 (9)
N1B—Ru1—Cl1ⁱⁱ	136.7 (2)	O1B—C3B—C4B	123.0 (9)
N1Bⁱ—Ru1—Cl1	90.0 (4)	C3B—C4B—H4B	120.0
Cl1ⁱ—Ru1—Cl1ⁱⁱ	90.075 (5)	C3B—C4B—C5B	120.0
Cl1ⁱ—Ru1—Cl1	90.076 (5)	C5B—C4B—H4B	120.0
Cl1ⁱⁱ—Ru1—Cl1	175.86 (12)	N1B—C5B—H5B	120.0
Cl1ⁱⁱⁱ—Ru1—Cl1ⁱⁱ	90.075 (5)	C4B—C5B—N1B	120.0
Cl1ⁱⁱⁱ—Ru1—Cl1	90.074 (5)	C4B—C5B—H5B	120.0
Cl1ⁱⁱⁱ—Ru1—Cl1ⁱ	175.86 (12)	C3B—O1B—C6B	119.6 (13)
N1A—Ru1—N1Bⁱ	59.9 (2)	C5A—N1A—Ru1	125.2 (7)
N1Aⁱ—Ru1—N1Bⁱⁱⁱ	178.8 (3)	C1A—N1A—Ru1	123.2 (6)
N1Aⁱⁱ—Ru1—N1Bⁱⁱⁱ	59.9 (2)	C1A—N1A—C5A	111.6 (7)
N1Aⁱⁱⁱ—Ru1—N1Bⁱⁱ	58.5 (2)	N1A—C5A—H5A	116.6
N1Aⁱⁱ—Ru1—N1Bⁱ	58.5 (2)	N1A—C5A—C4A	126.8 (8)
N1A—Ru1—N1Bⁱⁱ	178.8 (3)	C4A—C5A—H5A	116.6
N1Aⁱⁱ—Ru1—N1Bⁱⁱ	91.40 (18)	C1A—C2A—H2A	120.6
N1Aⁱⁱⁱ—Ru1—N1Bⁱ	178.8 (3)	C1A—C2A—C3A	118.8 (8)
N1Aⁱ—Ru1—N1Bⁱ	91.40 (18)	C3A—C2A—H2A	120.6
N1Aⁱ—Ru1—N1Bⁱⁱ	59.9 (2)	N1A—C1A—C2A	128.6 (8)
N1A—Ru1—N1Bⁱⁱⁱ	58.5 (2)	N1A—C1A—H1A	115.7
N1Aⁱⁱⁱ—Ru1—N1Bⁱⁱⁱ	91.40 (18)	C2A—C1A—H1A	115.7
N1Aⁱⁱ—Ru1—Cl1ⁱⁱⁱ	90.9 (4)	C2A—C3A—C4A	115.1 (8)
N1A—Ru1—Cl1ⁱⁱ	131.8 (2)	O1A—C3A—C2A	126.7 (11)
N1Aⁱⁱⁱ—Ru1—Cl1ⁱⁱ	92.0 (4)	O1A—C3A—C4A	118.1 (10)
N1Aⁱ—Ru1—Cl1	92.0 (4)	C5A—C4A—C3A	119.1 (7)
N1A—Ru1—Cl1	44.0 (2)	C5A—C4A—H4A	120.4
N1Aⁱ—Ru1—Cl1ⁱⁱ	90.9 (4)	C3A—C4A—H4A	120.4
N1Aⁱⁱ—Ru1—Cl1	131.9 (2)	H6AA—C6A—H6AB	109.5
N1Aⁱ—Ru1—Cl1ⁱⁱⁱ	131.8 (2)	H6AA—C6A—H6AC	109.5
N1Aⁱⁱⁱ—Ru1—Cl1ⁱⁱⁱ	44.0 (2)	H6AB—C6A—H6AC	109.5
N1Aⁱⁱ—Ru1—Cl1ⁱ	92.0 (4)	O1A—C6A—H6AA	109.5
N1Aⁱⁱⁱ—Ru1—Cl1	90.9 (4)	O1A—C6A—H6AB	109.5
N1A—Ru1—Cl1ⁱ	90.9 (4)	O1A—C6A—H6AC	109.5
N1Aⁱⁱ—Ru1—Cl1ⁱⁱ	44.0 (2)	C3A—O1A—C6A	116.2 (12)
N1Aⁱⁱⁱ—Ru1—Cl1ⁱ	131.8 (2)	O1B—C6B—H6BA	109.5
N1A—Ru1—Cl1ⁱⁱⁱ	92.0 (4)	O1B—C6B—H6BB	109.5
N1Aⁱ—Ru1—Cl1ⁱ	44.0 (2)	O1B—C6B—H6BC	109.5
N1A—Ru1—N1Aⁱⁱ	87.9 (4)	H6BA—C6B—H6BB	109.5
N1Aⁱⁱⁱ—Ru1—N1Aⁱⁱ	121.2 (2)	H6BA—C6B—H6BC	109.5
N1A—Ru1—N1Aⁱ	121.2 (2)	H6BB—C6B—H6BC	109.5

Ru1—N1B—C1B—C2B	−176.5 (7)	C5B—N1B—C1B—C2B	0.0
Ru1—N1B—C5B—C4B	176.6 (7)	O1B—C3B—C4B—C5B	179.1 (15)
Ru1—N1A—C5A—C4A	179.0 (9)	N1A—C5A—C4A—C3A	−0.1 (16)
Ru1—N1A—C1A—C2A	−178.7 (10)	C5A—N1A—C1A—C2A	1.3 (14)
N1B—C1B—C2B—C3B	0.0	C2A—C3A—C4A—C5A	1.0 (14)
C1B—N1B—C5B—C4B	0.0	C2A—C3A—O1A—C6A	0 (2)
C1B—C2B—C3B—C4B	0.0	C1A—N1A—C5A—C4A	−1.0 (14)
C1B—C2B—C3B—O1B	−179.2 (14)	C1A—C2A—C3A—C4A	−0.8 (14)
C2B—C3B—C4B—C5B	0.0	C1A—C2A—C3A—O1A	−177.4 (14)
C2B—C3B—O1B—C6B	177.3 (13)	C3A—C2A—C1A—N1A	−0.5 (16)
C3B—C4B—C5B—N1B	0.0	C4A—C3A—O1A—C6A	−176.6 (14)
C4B—C3B—O1B—C6B	−2 (3)	O1A—C3A—C4A—C5A	178.0 (12)

Symmetry codes: (i) y+1/4, −x+3/4, −z+7/4; (ii) −x+1, −y+1/2, z; (iii) −y+3/4, x−1/4, −z+7/4.

Funding information

Funding for this research was provided by: Welch Foundation (grant No. AD-0007 to the Chemistry Department at Austin College); Jerry Taylor and Nancy Bryant Foundation (gift to the Austin College Science Division).

References

Alborés, P., Slep, L. D., Weyhermüller, T. & Baraldo, L. M. (2004). Inorg. Chem. 43, 6762–6773. PubMed Google Scholar
Cadranel, A., Pieslinger, G. E., Tongying, P., Kuno, M. K., Baraldo, L. M. & Hodak, J. H. (2016). Dalton Trans. 45, 5464–5475. Web of Science CSD CrossRef CAS PubMed Google Scholar
Carlucci, L., Ciani, G., Porta, F., Proserpio, D. M. & Santagostini, L. (2002). Angew. Chem. Int. Ed. 41, 1907–1911. CrossRef CAS Google Scholar
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339–341. Web of Science CrossRef CAS IUCr Journals Google Scholar
Nesterov, V. N., Khan, W., Rangel, A. E. & Smucker, B. W. (2012). Acta Cryst. E68, m1193. CSD CrossRef IUCr Journals Google Scholar
Rigaku OD (2022). CrysAlis PRO. Rigaku Oxford Diffraction, Rigaku Corporation, Oxford, England. Google Scholar
Sheldrick, G. M. (2015a). Acta Cryst. A71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2015b). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar

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