Bis(2,2'-bipyridyl-κ(2)N,N')dichlorido-rhodium(III) perchlorate.

The asymmetric unit of the title compound, [RhCl(2)(C(10)H(8)N(2))(2)]ClO(4), consists of one unit of the cationic complex [RhCl(2)(bipy)(2)](+) and one uncoordinated perchlorate anion. The Rh(III) atom is coordinated by four N atoms from two bipyridyl ligands and two Cl atoms, forming a distorted octa-hedral environment. The Cl ligands are cis. Two intramolecular C-H⋯Cl hydrogen bonds occur in the cationic complex . In the crystal, mol-ecules are linked together by a hydrogen-bond network involving the H atoms of bipyridyl rings and perchlorate anions. An O atom of the perchlorate anion is disordered over two sites, with an occupancy-factor ratio of 0.78 (3):0.22 (3).

Related literature

For potential applications of noble metal complexes of pyridyl ligands in biochemistry, catalysis and anti­cancer activity, see: n class="Chemical">Chifotides et al. (2004 ▶); Mbaye et al. (2003 ▶); Karidi et al. (2005 ▶); Tan et al. (2005 ▶). For their photochemical and photophysical properties, see: Forster & Rund (2003 ▶); Arachchige et al. (2008 ▶) and for their electrochemical properties, see: Rasmussen et al. (1990 ▶). For related structures, see: Al-Noaimi & Haddad (2007 ▶); Andansen & Josephsen (1971 ▶); Choudhury et al. (2006 ▶); De Munno et al. (1993 ▶); Figgis et al. (1985 ▶); Fontaine (2001 ▶); Gao & Ng (2010 ▶); Kramer & Straehle (1986 ▶); Sofetis et al. (2006 ▶); Strenger et al. (2000 ▶). For similar structures with platinum group metals, see: Lahuerta et al. (1991 ▶); Kim et al. (2009 ▶); Helberg et al. (1996 ▶); Prajapati et al. (2008 ▶); Eggleston et al. (1985 ▶).

Experimental

Crystal data

[Rhn class="Chemical">Cl2(C10H8N2)2]ClO4

M = 585.63

Orthorhombic,

a = 11.0344 (2) Å

b = 11.6796 (2) Å

c = 17.0884 (3) Å

V = 2202.33 (8) Å3

Z = 4

Mo Kα radiation

μ = 1.18 mm−1

T = 293 K

0.19 × 0.16 × 0.12 mm

Data collection

Agilent Xcalibur Ruby Gemini diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011 ▶) T min = 0.973, T max = 1

12115 measured reflections

6922 independent reflections

5569 reflections with I > 2σ(I)

R int = 0.026

Refinement

R[F 2 > 2σ(F 2)] = 0.042

wR(F 2) = 0.081

S = 1.02

6922 reflections

294 parameters

H-atom parameters constrained

Δρmax = 0.75 e Å−3

Δρmin = −0.25 e Å−3

Absolute structure: Flack (1983 ▶), 2630 Friedel pairs

Flack parameter: 0.47 (3)

Data collection: CrysAlis PRO (Agilent, 2011 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR92 (Altomare et al., 1994 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶) and enCIFer (Allen et al., 2004 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812018685/lr2059sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812018685/lr2059Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[RhCl2(C10H8N2)2]ClO4	F(000) = 1168
Mr = 585.63	Dx = 1.766 Mg m−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.7107 Å
Hall symbol: P 2ac 2ab	Cell parameters from 4926 reflections
a = 11.0344 (2) Å	θ = 3.5–32.1°
b = 11.6796 (2) Å	µ = 1.18 mm−1
c = 17.0884 (3) Å	T = 293 K
V = 2202.33 (8) Å3	Rhombohedron, yellow
Z = 4	0.19 × 0.16 × 0.12 mm

Agilent Xcalibur Ruby Gemini diffractometer	6922 independent reflections
Radiation source: Enhance (Mo) X-ray Source	5569 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.026
Detector resolution: 10.2673 pixels mm-1	θmax = 32.1°, θmin = 3.5°
ω scans	h = −8→16
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	k = −17→10
Tmin = 0.973, Tmax = 1	l = −22→25
12115 measured reflections

Refinement on F2	H-atom parameters constrained
Least-squares matrix: full	w = 1/[σ2(Fo2) + (0.0292P)2 + 0.1669P] where P = (Fo2 + 2Fc2)/3
R[F2 > 2σ(F2)] = 0.042	(Δ/σ)max = 0.001
wR(F2) = 0.081	Δρmax = 0.75 e Å−3
S = 1.02	Δρmin = −0.25 e Å−3
6922 reflections	Absolute structure: Flack (1983), 2630 Friedel pairs
294 parameters	Flack parameter: 0.47 (3)
0 restraints

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Rh1	0.98325 (2)	0.241474 (19)	0.367163 (12)	0.04095 (7)
Cl1	0.97063 (10)	−0.18258 (8)	0.63515 (5)	0.0629 (2)
Cl2	1.10302 (9)	0.40548 (7)	0.35644 (6)	0.0609 (2)
Cl3	0.80775 (9)	0.35183 (8)	0.37395 (6)	0.0603 (2)
N1	0.9798 (2)	0.2369 (2)	0.48547 (13)	0.0439 (5)
N2	0.8794 (2)	0.1010 (2)	0.38286 (14)	0.0426 (6)
N3	0.9942 (3)	0.2300 (2)	0.24844 (13)	0.0467 (6)
N4	1.1338 (3)	0.1414 (2)	0.35733 (15)	0.0455 (6)
O1	1.0370 (4)	−0.2722 (3)	0.6687 (2)	0.1228 (15)
O2A	0.9396 (14)	−0.1068 (7)	0.6981 (7)	0.102 (3)	0.78 (3)
O2B	0.891 (4)	−0.123 (3)	0.6744 (18)	0.102 (3)	0.22 (3)
O3	1.0402 (4)	−0.1234 (3)	0.57914 (19)	0.1075 (12)
O4	0.8704 (4)	−0.2320 (5)	0.5957 (2)	0.1495 (17)
C1	1.0374 (3)	0.3097 (3)	0.5332 (2)	0.0557 (9)
H1	1.0805	0.3705	0.5117	0.067*
C2	1.0344 (4)	0.2968 (4)	0.6128 (2)	0.0654 (11)
H2	1.0755	0.3481	0.6448	0.078*
C3	0.9706 (4)	0.2082 (4)	0.6450 (2)	0.0672 (11)
H3	0.968	0.1985	0.699	0.081*
C4	0.9098 (4)	0.1331 (3)	0.59588 (19)	0.0586 (9)
H4	0.8657	0.0725	0.6166	0.07*
C5	0.9153 (3)	0.1492 (3)	0.51615 (17)	0.0446 (7)
C6	0.8570 (3)	0.0741 (2)	0.45826 (17)	0.0442 (7)
C7	0.7849 (4)	−0.0179 (3)	0.4774 (2)	0.0546 (9)
H7	0.7708	−0.036	0.5297	0.065*
C8	0.7341 (4)	−0.0825 (3)	0.4193 (2)	0.0665 (11)
H8	0.6858	−0.1452	0.4316	0.08*
C9	0.7550 (4)	−0.0539 (3)	0.3429 (2)	0.0637 (10)
H9	0.72	−0.0963	0.3028	0.076*
C10	0.8279 (3)	0.0380 (3)	0.3260 (2)	0.0535 (9)
H10	0.8421	0.0572	0.274	0.064*
C11	0.9169 (4)	0.2771 (3)	0.1977 (2)	0.0629 (10)
H11	0.8496	0.3163	0.2166	0.075*
C12	0.9344 (4)	0.2689 (4)	0.1183 (2)	0.0719 (11)
H12	0.8797	0.3022	0.0837	0.086*
C13	1.0325 (5)	0.2118 (3)	0.0909 (2)	0.0726 (13)
H13	1.0453	0.2058	0.0373	0.087*
C14	1.1141 (4)	0.1621 (3)	0.1429 (2)	0.0632 (10)
H14	1.182	0.1231	0.1249	0.076*
C15	1.0912 (3)	0.1724 (3)	0.22194 (18)	0.0461 (8)
C16	1.1686 (3)	0.1207 (3)	0.28234 (18)	0.0464 (8)
C17	1.2693 (4)	0.0539 (3)	0.2680 (2)	0.0595 (9)
H17	1.2956	0.0422	0.2169	0.071*
C18	1.3302 (4)	0.0049 (3)	0.3289 (3)	0.0698 (12)
H18	1.3968	−0.042	0.3196	0.084*
C19	1.2925 (4)	0.0256 (3)	0.4035 (3)	0.0686 (11)
H19	1.3331	−0.0074	0.4455	0.082*
C20	1.1956 (4)	0.0945 (3)	0.4161 (2)	0.0563 (9)
H20	1.1715	0.1094	0.4673	0.068*

	U11	U22	U33	U12	U13	U23
Rh1	0.04542 (12)	0.04254 (12)	0.03489 (10)	−0.00107 (11)	−0.00011 (10)	0.00272 (10)
Cl1	0.0798 (6)	0.0651 (5)	0.0438 (4)	0.0109 (5)	−0.0048 (5)	0.0050 (4)
Cl2	0.0664 (6)	0.0557 (5)	0.0606 (5)	−0.0147 (4)	0.0015 (5)	0.0072 (4)
Cl3	0.0580 (5)	0.0612 (5)	0.0618 (5)	0.0098 (4)	0.0026 (5)	0.0058 (5)
N1	0.0474 (14)	0.0471 (13)	0.0370 (11)	0.0040 (18)	−0.0028 (10)	0.0026 (10)
N2	0.0443 (15)	0.0422 (13)	0.0414 (15)	−0.0005 (11)	0.0015 (12)	0.0017 (11)
N3	0.0537 (16)	0.0491 (14)	0.0375 (12)	−0.0050 (17)	−0.0008 (11)	0.0049 (11)
N4	0.0483 (16)	0.0430 (13)	0.0451 (15)	−0.0016 (12)	−0.0021 (13)	0.0042 (12)
O1	0.157 (4)	0.120 (3)	0.091 (2)	0.073 (3)	0.009 (2)	0.032 (2)
O2A	0.160 (8)	0.084 (3)	0.063 (4)	0.040 (4)	0.005 (4)	−0.011 (3)
O2B	0.160 (8)	0.084 (3)	0.063 (4)	0.040 (4)	0.005 (4)	−0.011 (3)
O3	0.123 (3)	0.108 (3)	0.092 (2)	−0.013 (2)	0.025 (2)	0.0163 (19)
O4	0.137 (4)	0.207 (5)	0.104 (3)	−0.053 (4)	−0.027 (3)	0.028 (3)
C1	0.057 (2)	0.062 (2)	0.0480 (18)	−0.0090 (18)	0.0027 (17)	−0.0091 (15)
C2	0.063 (3)	0.085 (3)	0.048 (2)	0.002 (2)	−0.0115 (18)	−0.0183 (19)
C3	0.070 (3)	0.090 (3)	0.0414 (18)	0.009 (2)	−0.0019 (19)	−0.0028 (17)
C4	0.069 (3)	0.065 (2)	0.0419 (18)	0.008 (2)	0.0038 (18)	0.0098 (17)
C5	0.0456 (19)	0.0481 (17)	0.0401 (16)	0.0076 (15)	0.0025 (14)	0.0040 (14)
C6	0.051 (2)	0.0390 (16)	0.0432 (16)	0.0056 (15)	0.0066 (15)	0.0031 (13)
C7	0.067 (3)	0.0458 (19)	0.0512 (18)	−0.0012 (17)	0.0086 (18)	0.0064 (16)
C8	0.071 (3)	0.049 (2)	0.079 (3)	−0.0105 (19)	0.011 (2)	0.0006 (19)
C9	0.069 (3)	0.058 (2)	0.063 (2)	−0.009 (2)	0.0035 (19)	−0.0161 (19)
C10	0.060 (2)	0.056 (2)	0.0453 (18)	−0.0061 (18)	0.0009 (17)	−0.0073 (16)
C11	0.071 (3)	0.069 (2)	0.0481 (19)	0.004 (2)	−0.0041 (18)	0.0063 (17)
C12	0.090 (3)	0.079 (3)	0.046 (2)	0.004 (2)	−0.0136 (19)	0.007 (2)
C13	0.108 (4)	0.070 (2)	0.0402 (19)	−0.006 (2)	0.002 (2)	−0.0029 (17)
C14	0.081 (3)	0.062 (2)	0.047 (2)	−0.004 (2)	0.011 (2)	−0.0068 (17)
C15	0.056 (2)	0.0385 (16)	0.0441 (17)	−0.0077 (15)	0.0018 (16)	−0.0020 (13)
C16	0.054 (2)	0.0384 (16)	0.0467 (18)	−0.0089 (15)	0.0023 (15)	−0.0056 (13)
C17	0.060 (2)	0.055 (2)	0.063 (2)	−0.0002 (19)	0.0051 (19)	−0.0151 (18)
C18	0.057 (3)	0.054 (2)	0.098 (3)	0.0120 (19)	−0.003 (2)	−0.013 (2)
C19	0.061 (3)	0.061 (2)	0.084 (3)	0.012 (2)	−0.014 (2)	0.011 (2)
C20	0.060 (2)	0.059 (2)	0.050 (2)	0.0023 (18)	−0.0066 (18)	0.0101 (17)

Rh1—N2	2.019 (2)	C4—H4	0.93
Rh1—N1	2.023 (2)	C5—C6	1.470 (4)
Rh1—N3	2.037 (2)	C6—C7	1.377 (5)
Rh1—N4	2.038 (3)	C7—C8	1.369 (5)
Rh1—Cl3	2.3291 (9)	C7—H7	0.93
Rh1—Cl3	2.3291 (9)	C8—C9	1.366 (5)
Rh1—Cl2	2.3344 (9)	C8—H8	0.93
Rh1—Cl2	2.3344 (9)	C9—C10	1.373 (5)
Cl1—O2B	1.31 (3)	C9—H9	0.93
Cl1—O1	1.401 (3)	C10—H10	0.93
Cl1—O3	1.408 (3)	C11—C12	1.375 (5)
Cl1—O4	1.418 (4)	C11—H11	0.93
Cl1—O2A	1.434 (9)	C12—C13	1.354 (6)
N1—C1	1.338 (4)	C12—H12	0.93
N1—C5	1.353 (4)	C13—C14	1.392 (6)
N2—C10	1.344 (4)	C13—H13	0.93
N2—C6	1.349 (4)	C14—C15	1.379 (5)
N3—C11	1.335 (4)	C14—H14	0.93
N3—C15	1.343 (4)	C15—C16	1.469 (5)
N4—C20	1.332 (4)	C16—C17	1.380 (5)
N4—C16	1.359 (4)	C17—C18	1.365 (5)
C1—C2	1.369 (5)	C17—H17	0.93
C1—H1	0.93	C18—C19	1.362 (6)
C2—C3	1.367 (6)	C18—H18	0.93
C2—H2	0.93	C19—C20	1.356 (5)
C3—C4	1.387 (5)	C19—H19	0.93
C3—H3	0.93	C20—H20	0.93
C4—C5	1.377 (4)
N2—Rh1—N1	80.50 (10)	C2—C3—C4	118.9 (3)
N2—Rh1—N3	96.45 (10)	C2—C3—H3	120.5
N1—Rh1—N3	174.22 (10)	C4—C3—H3	120.5
N2—Rh1—N4	90.41 (11)	C5—C4—C3	119.5 (4)
N1—Rh1—N4	94.74 (10)	C5—C4—H4	120.3
N3—Rh1—N4	80.32 (11)	C3—C4—H4	120.3
N2—Rh1—Cl3	88.36 (8)	N1—C5—C4	120.6 (3)
N1—Rh1—Cl3	87.08 (7)	N1—C5—C6	114.9 (3)
N3—Rh1—Cl3	97.78 (8)	C4—C5—C6	124.4 (3)
N4—Rh1—Cl3	177.61 (8)	N2—C6—C7	121.0 (3)
N2—Rh1—Cl3	88.36 (8)	N2—C6—C5	115.1 (3)
N1—Rh1—Cl3	87.08 (7)	C7—C6—C5	123.9 (3)
N3—Rh1—Cl3	97.78 (8)	C8—C7—C6	119.6 (3)
N4—Rh1—Cl3	177.61 (8)	C8—C7—H7	120.2
Cl3—Rh1—Cl3	0.00 (5)	C6—C7—H7	120.2
N2—Rh1—Cl2	176.85 (7)	C9—C8—C7	119.3 (4)
N1—Rh1—Cl2	96.36 (8)	C9—C8—H8	120.3
N3—Rh1—Cl2	86.69 (7)	C7—C8—H8	120.3
N4—Rh1—Cl2	90.16 (8)	C8—C9—C10	119.4 (4)
Cl3—Rh1—Cl2	91.18 (4)	C8—C9—H9	120.3
Cl3—Rh1—Cl2	91.18 (4)	C10—C9—H9	120.3
N2—Rh1—Cl2	176.85 (7)	N2—C10—C9	121.5 (3)
N1—Rh1—Cl2	96.36 (8)	N2—C10—H10	119.2
N3—Rh1—Cl2	86.69 (7)	C9—C10—H10	119.2
N4—Rh1—Cl2	90.16 (8)	N3—C11—C12	121.5 (4)
Cl3—Rh1—Cl2	91.18 (4)	N3—C11—H11	119.2
Cl3—Rh1—Cl2	91.18 (4)	C12—C11—H11	119.2
Cl2—Rh1—Cl2	0.00 (5)	C13—C12—C11	119.2 (4)
O2B—Cl1—O1	122.6 (14)	C13—C12—H12	120.4
O2B—Cl1—O3	117.0 (14)	C11—C12—H12	120.4
O1—Cl1—O3	111.1 (2)	C12—C13—C14	120.1 (3)
O2B—Cl1—O4	86 (2)	C12—C13—H13	119.9
O1—Cl1—O4	107.4 (3)	C14—C13—H13	119.9
O3—Cl1—O4	107.5 (2)	C15—C14—C13	118.1 (4)
O1—Cl1—O2A	106.2 (5)	C15—C14—H14	121
O3—Cl1—O2A	109.7 (4)	C13—C14—H14	121
O4—Cl1—O2A	115.0 (7)	N3—C15—C14	121.3 (3)
C1—N1—C5	119.7 (3)	N3—C15—C16	115.6 (3)
C1—N1—Rh1	125.7 (2)	C14—C15—C16	123.1 (3)
C5—N1—Rh1	114.7 (2)	N4—C16—C17	119.7 (3)
C10—N2—C6	119.1 (3)	N4—C16—C15	115.2 (3)
C10—N2—Rh1	126.0 (2)	C17—C16—C15	125.1 (3)
C6—N2—Rh1	114.8 (2)	C18—C17—C16	119.9 (4)
C11—N3—C15	119.8 (3)	C18—C17—H17	120.1
C11—N3—Rh1	125.6 (2)	C16—C17—H17	120.1
C15—N3—Rh1	114.6 (2)	C19—C18—C17	119.3 (4)
C20—N4—C16	119.6 (3)	C19—C18—H18	120.4
C20—N4—Rh1	126.2 (2)	C17—C18—H18	120.4
C16—N4—Rh1	114.2 (2)	C20—C19—C18	119.7 (4)
N1—C1—C2	121.6 (3)	C20—C19—H19	120.1
N1—C1—H1	119.2	C18—C19—H19	120.1
C2—C1—H1	119.2	N4—C20—C19	121.8 (4)
C3—C2—C1	119.8 (4)	N4—C20—H20	119.1
C3—C2—H2	120.1	C19—C20—H20	119.1
C1—C2—H2	120.1
N1—Rh1—Cl2—Cl2	0E1 (8)	Cl2—Rh1—N4—C16	−84.4 (2)
N3—Rh1—Cl2—Cl2	0.00 (2)	C5—N1—C1—C2	1.0 (5)
N4—Rh1—Cl2—Cl2	0.00 (2)	Rh1—N1—C1—C2	−176.9 (3)
Cl3—Rh1—Cl2—Cl2	0.00 (2)	N1—C1—C2—C3	−0.4 (6)
Cl3—Rh1—Cl2—Cl2	0.00 (2)	C1—C2—C3—C4	−0.1 (6)
N2—Rh1—Cl3—Cl3	0.00 (3)	C2—C3—C4—C5	0.2 (6)
N1—Rh1—Cl3—Cl3	0.00 (3)	C1—N1—C5—C4	−0.9 (5)
N3—Rh1—Cl3—Cl3	0.00 (3)	Rh1—N1—C5—C4	177.2 (3)
Cl2—Rh1—Cl3—Cl3	0.00 (3)	C1—N1—C5—C6	−179.4 (3)
Cl2—Rh1—Cl3—Cl3	0.00 (3)	Rh1—N1—C5—C6	−1.3 (3)
N2—Rh1—N1—C1	178.2 (3)	C3—C4—C5—N1	0.3 (5)
N4—Rh1—N1—C1	88.5 (3)	C3—C4—C5—C6	178.7 (3)
Cl3—Rh1—N1—C1	−93.0 (3)	C10—N2—C6—C7	1.5 (5)
Cl3—Rh1—N1—C1	−93.0 (3)	Rh1—N2—C6—C7	178.3 (3)
Cl2—Rh1—N1—C1	−2.2 (3)	C10—N2—C6—C5	−178.8 (3)
Cl2—Rh1—N1—C1	−2.2 (3)	Rh1—N2—C6—C5	−2.0 (4)
N2—Rh1—N1—C5	0.2 (2)	N1—C5—C6—N2	2.2 (4)
N4—Rh1—N1—C5	−89.4 (2)	C4—C5—C6—N2	−176.2 (3)
Cl3—Rh1—N1—C5	89.0 (2)	N1—C5—C6—C7	−178.2 (3)
Cl3—Rh1—N1—C5	89.0 (2)	C4—C5—C6—C7	3.4 (5)
Cl2—Rh1—N1—C5	179.9 (2)	N2—C6—C7—C8	−0.7 (6)
Cl2—Rh1—N1—C5	179.9 (2)	C5—C6—C7—C8	179.7 (3)
N1—Rh1—N2—C10	177.6 (3)	C6—C7—C8—C9	−0.6 (6)
N3—Rh1—N2—C10	−7.4 (3)	C7—C8—C9—C10	1.0 (6)
N4—Rh1—N2—C10	−87.7 (3)	C6—N2—C10—C9	−1.1 (5)
Cl3—Rh1—N2—C10	90.3 (3)	Rh1—N2—C10—C9	−177.5 (3)
Cl3—Rh1—N2—C10	90.3 (3)	C8—C9—C10—N2	−0.1 (6)
N1—Rh1—N2—C6	1.1 (2)	C15—N3—C11—C12	−0.5 (5)
N3—Rh1—N2—C6	176.1 (2)	Rh1—N3—C11—C12	177.1 (3)
N4—Rh1—N2—C6	95.8 (2)	N3—C11—C12—C13	0.0 (6)
Cl3—Rh1—N2—C6	−86.3 (2)	C11—C12—C13—C14	0.0 (6)
Cl3—Rh1—N2—C6	−86.3 (2)	C12—C13—C14—C15	0.5 (6)
N2—Rh1—N3—C11	89.5 (3)	C11—N3—C15—C14	1.0 (5)
N4—Rh1—N3—C11	178.8 (3)	Rh1—N3—C15—C14	−176.9 (3)
Cl3—Rh1—N3—C11	0.3 (3)	C11—N3—C15—C16	−178.1 (3)
Cl3—Rh1—N3—C11	0.3 (3)	Rh1—N3—C15—C16	4.0 (3)
Cl2—Rh1—N3—C11	−90.4 (3)	C13—C14—C15—N3	−1.0 (5)
Cl2—Rh1—N3—C11	−90.4 (3)	C13—C14—C15—C16	178.1 (3)
N2—Rh1—N3—C15	−92.7 (2)	C20—N4—C16—C17	−1.7 (5)
N4—Rh1—N3—C15	−3.4 (2)	Rh1—N4—C16—C17	−179.9 (2)
Cl3—Rh1—N3—C15	178.0 (2)	C20—N4—C16—C15	177.4 (3)
Cl3—Rh1—N3—C15	178.0 (2)	Rh1—N4—C16—C15	−0.8 (3)
Cl2—Rh1—N3—C15	87.3 (2)	N3—C15—C16—N4	−2.1 (4)
Cl2—Rh1—N3—C15	87.3 (2)	C14—C15—C16—N4	178.8 (3)
N2—Rh1—N4—C20	−79.4 (3)	N3—C15—C16—C17	177.0 (3)
N1—Rh1—N4—C20	1.1 (3)	C14—C15—C16—C17	−2.2 (5)
N3—Rh1—N4—C20	−175.9 (3)	N4—C16—C17—C18	2.8 (5)
Cl2—Rh1—N4—C20	97.5 (3)	C15—C16—C17—C18	−176.2 (3)
Cl2—Rh1—N4—C20	97.5 (3)	C16—C17—C18—C19	−1.8 (6)
N2—Rh1—N4—C16	98.7 (2)	C17—C18—C19—C20	−0.2 (7)
N1—Rh1—N4—C16	179.2 (2)	C16—N4—C20—C19	−0.4 (5)
N3—Rh1—N4—C16	2.3 (2)	Rh1—N4—C20—C19	177.6 (3)
Cl2—Rh1—N4—C16	−84.4 (2)	C18—C19—C20—N4	1.4 (6)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1···Cl2	0.93	2.7	3.301 (4)	123
C11—H11···Cl3	0.93	2.76	3.358 (4)	123
C3—H3···O1i	0.93	2.29	3.192 (5)	164
C8—H8···O1ii	0.93	2.56	3.142 (6)	121
C9—H9···O1ii	0.93	2.58	3.154 (6)	120
C13—H13···O4iii	0.93	2.56	3.427 (6)	155

Rh1—N2	2.019 (2)
Rh1—N1	2.023 (2)
Rh1—N3	2.037 (2)
Rh1—N4	2.038 (3)
Rh1—Cl3	2.3291 (9)
Rh1—Cl2	2.3344 (9)

N1—Rh1—N3	174.22 (10)
Cl3—Rh1—Cl2	91.18 (4)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1⋯Cl2	0.93	2.70	3.301 (4)	123
C11—H11⋯Cl3	0.93	2.76	3.358 (4)	123
C3—H3⋯O1i	0.93	2.29	3.192 (5)	164
C8—H8⋯O1ii	0.93	2.56	3.142 (6)	121
C9—H9⋯O1ii	0.93	2.58	3.154 (6)	120
C13—H13⋯O4iii	0.93	2.56	3.427 (6)	155

Symmetry codes: (i) ; (ii) ; (iii) .