catena-Poly[[[bis-(O,O'-diisobutyl dithio-phosphato-κS,S')nickel(II)]-μ-1,2-bis-(4-pyridylmethyl-ene)hydrazine-κN:N'] toluene disolvate].

The polymeric title compound, {[Ni(C(8)H(18)O(2)PS(2))(2)(C(12)H(10)N(4))]·2C(7)H(7)}(n), has a linear topology and features octa-hedrally coordinated Ni atoms with a trans-N(2)S(4) donor set. The toluene solvent mol-ecules occupy channels defined by the three-dimensional stacking of the polymeric chains. The Ni atom is located at a centre of inversion and the bridging 1,2-bis-(4-pyridylmethyl-ene)hydrazine4-pyridine mol-ecule is also disposed about a centre of inversion. One isobutoxy group is disordered equally over two positions.

Related literature

For a related structure, see: Berdugo et al. (2007 ▶). For related literature, see: Lai et al. (2004 ▶); Chen et al. (2006 ▶); Tiekink (2006 ▶); Benson et al. (2007 ▶).

Experimental

Crystal data

[Ni(C8H18O2PS2)2(C12n class="Chemical">pan class="Species">H10N4)]·2C7H7

M = 935.85

Triclinic,

a = 8.7132 (15) Å

b = 12.089 (2) Å

c = 12.293 (2) Å

α = 82.662 (10)°

β = 86.528 (10)°

γ = 69.321 (6)°

V = 1201.4 (4) Å3

Z = 1

Mo Kα radiation

μ = 0.69 mm−1

T = 98 (2) K

0.30 × 0.20 × 0.10 mm

Data collection

Rigaku AFC12K/SATURN724 diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.795, T max = 1 (exn class="Chemical">pected range = 0.742–0.934)

8239 measured reflections

5457 independent reflections

4980 reflections with I > 2σ(I)

R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.054

wR(F 2) = 0.142

S = 1.08

5457 reflections

279 parameters

H-atom parameters constrained

Δρmax = 0.64 e Å−3

Δρmin = −0.78 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); n class="Chemical">program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPII (Johnson, 1976 ▶) and pan class="Disease">DIAMOND (Brandenburg, 2006 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808017121/ng2459sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808017121/ng2459Isup2.hkl

Additional supn class="Chemical">plementary materials: crystallographic information; 3D view; checkCIF report

[Ni(C8H18O2PS2)2(C12H10N4)]·2C7H7	Z = 1
Mr = 935.85	F(000) = 496
Triclinic, P1	Dx = 1.294 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71070 Å
a = 8.7132 (15) Å	Cell parameters from 4131 reflections
b = 12.089 (2) Å	θ = 2.3–40.7°
c = 12.293 (2) Å	µ = 0.69 mm−1
α = 82.662 (10)°	T = 98 K
β = 86.528 (10)°	Prism, brown-orange
γ = 69.321 (6)°	0.30 × 0.20 × 0.10 mm
V = 1201.4 (4) Å3

Rigaku AFC12K/SATURN724 diffractometer	5457 independent reflections
Radiation source: fine-focus sealed tube	4980 reflections with I > 2σ(I)
graphite	Rint = 0.033
ω scans	θmax = 27.5°, θmin = 2.3°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −11→11
Tmin = 0.795, Tmax = 1	k = −13→15
8239 measured reflections	l = −15→15

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)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.142	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.064P)2 + 1.4047P] where P = (Fo2 + 2Fc2)/3
5457 reflections	(Δ/σ)max < 0.001
279 parameters	Δρmax = 0.64 e Å−3
0 restraints	Δρmin = −0.78 e Å−3

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)
Ni	0.5000	0.5000	0.5000	0.02039 (14)
S1	0.38649 (8)	0.38353 (7)	0.64197 (5)	0.02552 (17)
S2	0.67986 (8)	0.29788 (6)	0.46088 (5)	0.02452 (16)
P1	0.55031 (9)	0.24313 (7)	0.58030 (6)	0.02530 (17)
O1	0.6644 (3)	0.15123 (18)	0.67162 (16)	0.0295 (4)
N1	0.6658 (3)	0.5003 (2)	0.61646 (17)	0.0205 (4)
N2	0.9368 (3)	0.5058 (2)	0.96412 (18)	0.0256 (5)
C1	0.7711 (4)	0.1916 (3)	0.7302 (2)	0.0309 (6)
H1A	0.7063	0.2423	0.7859	0.037*
H1B	0.8205	0.2396	0.6782	0.037*
C2	0.9051 (4)	0.0857 (3)	0.7856 (2)	0.0303 (6)
H2	0.9674	0.0343	0.7286	0.036*
C3	1.0219 (4)	0.1321 (3)	0.8386 (3)	0.0420 (8)
H3A	1.1097	0.0648	0.8754	0.063*
H3B	0.9610	0.1855	0.8923	0.063*
H3C	1.0695	0.1755	0.7818	0.063*
C4	0.8358 (5)	0.0118 (3)	0.8709 (3)	0.0399 (8)
H4A	0.9260	−0.0558	0.9049	0.060*
H4B	0.7624	−0.0175	0.8352	0.060*
H4C	0.7744	0.0613	0.9273	0.060*
O2	0.4688 (3)	0.1558 (2)	0.54352 (18)	0.0365 (5)	0.50
C5	0.3314 (8)	0.2219 (5)	0.4584 (5)	0.0237 (12)	0.50
H5A	0.2908	0.3076	0.4683	0.028*	0.50
H5B	0.3821	0.2143	0.3842	0.028*	0.50
C6	0.2185 (9)	0.1915 (8)	0.4606 (6)	0.0447 (17)	0.50
H6A	0.1330	0.2627	0.4881	0.054*	0.50
C7	0.1788 (5)	0.0918 (4)	0.5366 (3)	0.0565 (11)	0.50
H7A	0.0721	0.0903	0.5173	0.085*	0.50
H7B	0.1752	0.1075	0.6131	0.085*	0.50
H7C	0.2640	0.0148	0.5273	0.085*	0.50
C8	0.1386 (4)	0.1940 (3)	0.3445 (3)	0.0392 (7)	0.50
H8A	0.0449	0.1669	0.3574	0.059*	0.50
H8B	0.2210	0.1413	0.2985	0.059*	0.50
H8C	0.1017	0.2754	0.3073	0.059*	0.50
O32	0.4688 (3)	0.1558 (2)	0.54352 (18)	0.0365 (5)	0.50
C35	0.3937 (10)	0.1619 (8)	0.4454 (5)	0.0359 (15)	0.50
H35A	0.3574	0.2468	0.4149	0.043*	0.50
H35B	0.4830	0.1191	0.3961	0.043*	0.50
C36	0.2674 (7)	0.1257 (5)	0.4299 (5)	0.0216 (10)	0.50
H36A	0.3227	0.0475	0.4005	0.026*	0.50
C37	0.1788 (5)	0.0918 (4)	0.5366 (3)	0.0565 (11)	0.50
H37A	0.0915	0.0649	0.5169	0.085*	0.50
H37B	0.1312	0.1616	0.5767	0.085*	0.50
H37C	0.2582	0.0278	0.5830	0.085*	0.50
C38	0.1386 (4)	0.1940 (3)	0.3445 (3)	0.0392 (7)	0.50
H38A	0.0580	0.1546	0.3438	0.059*	0.50
H38B	0.1916	0.1960	0.2720	0.059*	0.50
H38C	0.0833	0.2755	0.3627	0.059*	0.50
C9	0.6097 (3)	0.5338 (2)	0.7157 (2)	0.0226 (5)
H9	0.4946	0.5601	0.7293	0.027*
C10	0.7099 (3)	0.5319 (2)	0.7990 (2)	0.0227 (5)
H10	0.6648	0.5576	0.8676	0.027*
C11	0.8794 (3)	0.4915 (2)	0.7802 (2)	0.0214 (5)
C12	0.9386 (3)	0.4578 (2)	0.6774 (2)	0.0224 (5)
H12	1.0532	0.4305	0.6617	0.027*
C13	0.8285 (3)	0.4644 (2)	0.5982 (2)	0.0225 (5)
H13	0.8699	0.4425	0.5278	0.027*
C14	0.9924 (3)	0.4844 (2)	0.8672 (2)	0.0236 (5)
H14	1.1066	0.4638	0.8516	0.028*
C15	0.5105 (4)	0.7783 (3)	−0.0282 (3)	0.0331 (7)
C16	0.4464 (4)	0.6899 (3)	0.0108 (3)	0.0341 (7)
H16	0.4841	0.6424	0.0782	0.041*
C17	0.3289 (4)	0.6702 (3)	−0.0467 (3)	0.0396 (7)
H17	0.2853	0.6104	−0.0182	0.048*
C18	0.2746 (4)	0.7376 (3)	−0.1460 (3)	0.0412 (8)
H18	0.1939	0.7242	−0.1858	0.049*
C19	0.3388 (5)	0.8241 (3)	−0.1867 (3)	0.0409 (8)
H19	0.3024	0.8700	−0.2550	0.049*
C20	0.4562 (4)	0.8450 (3)	−0.1289 (3)	0.0374 (7)
H20	0.4995	0.9048	−0.1578	0.045*
C21	0.6361 (5)	0.8005 (3)	0.0363 (3)	0.0461 (8)
H21A	0.6290	0.7699	0.1134	0.069*
H21B	0.6150	0.8862	0.0304	0.069*
H21C	0.7460	0.7598	0.0069	0.069*

	U11	U22	U33	U12	U13	U23
Ni	0.0115 (2)	0.0342 (3)	0.0152 (2)	−0.00714 (19)	−0.00478 (17)	−0.00191 (18)
S1	0.0150 (3)	0.0399 (4)	0.0199 (3)	−0.0084 (3)	−0.0028 (2)	0.0008 (3)
S2	0.0158 (3)	0.0365 (4)	0.0203 (3)	−0.0070 (3)	−0.0042 (2)	−0.0037 (3)
P1	0.0194 (3)	0.0345 (4)	0.0219 (3)	−0.0092 (3)	−0.0064 (3)	−0.0007 (3)
O1	0.0293 (11)	0.0306 (10)	0.0278 (10)	−0.0096 (9)	−0.0100 (9)	0.0017 (8)
N1	0.0135 (10)	0.0313 (11)	0.0171 (10)	−0.0078 (9)	−0.0058 (8)	−0.0010 (8)
N2	0.0194 (11)	0.0366 (12)	0.0227 (11)	−0.0107 (10)	−0.0096 (9)	−0.0029 (9)
C1	0.0312 (15)	0.0320 (14)	0.0269 (14)	−0.0061 (12)	−0.0147 (12)	−0.0020 (11)
C2	0.0295 (15)	0.0310 (14)	0.0238 (13)	−0.0015 (12)	−0.0073 (12)	−0.0019 (11)
C3	0.0416 (19)	0.0414 (17)	0.0380 (17)	−0.0051 (15)	−0.0229 (15)	−0.0037 (14)
C4	0.0437 (19)	0.0377 (16)	0.0264 (15)	−0.0022 (14)	−0.0030 (14)	0.0049 (13)
O2	0.0376 (12)	0.0486 (13)	0.0326 (11)	−0.0256 (11)	−0.0088 (10)	−0.0040 (10)
C5	0.020 (3)	0.016 (2)	0.031 (3)	−0.001 (2)	−0.017 (2)	0.003 (2)
C6	0.032 (4)	0.058 (5)	0.043 (4)	−0.019 (4)	−0.015 (3)	0.015 (4)
C7	0.045 (2)	0.084 (3)	0.049 (2)	−0.042 (2)	−0.0094 (18)	0.022 (2)
C8	0.0304 (16)	0.0492 (18)	0.0411 (18)	−0.0182 (15)	−0.0093 (14)	0.0007 (15)
O32	0.0376 (12)	0.0486 (13)	0.0326 (11)	−0.0256 (11)	−0.0088 (10)	−0.0040 (10)
C35	0.037 (4)	0.053 (5)	0.027 (3)	−0.028 (4)	−0.006 (3)	0.001 (3)
C36	0.024 (3)	0.016 (2)	0.027 (3)	−0.007 (2)	−0.001 (2)	−0.008 (2)
C37	0.045 (2)	0.084 (3)	0.049 (2)	−0.042 (2)	−0.0094 (18)	0.022 (2)
C38	0.0304 (16)	0.0492 (18)	0.0411 (18)	−0.0182 (15)	−0.0093 (14)	0.0007 (15)
C9	0.0167 (12)	0.0315 (13)	0.0190 (12)	−0.0071 (10)	−0.0057 (10)	−0.0022 (10)
C10	0.0190 (12)	0.0303 (13)	0.0192 (12)	−0.0082 (10)	−0.0061 (10)	−0.0024 (10)
C11	0.0174 (12)	0.0281 (12)	0.0204 (12)	−0.0098 (10)	−0.0075 (10)	0.0000 (10)
C12	0.0135 (11)	0.0305 (13)	0.0231 (12)	−0.0080 (10)	−0.0041 (10)	0.0001 (10)
C13	0.0145 (12)	0.0324 (13)	0.0207 (12)	−0.0080 (10)	−0.0035 (10)	−0.0019 (10)
C14	0.0188 (12)	0.0301 (13)	0.0239 (12)	−0.0102 (10)	−0.0075 (10)	−0.0020 (10)
C15	0.0297 (15)	0.0316 (14)	0.0328 (16)	−0.0039 (12)	0.0015 (13)	−0.0061 (12)
C16	0.0316 (16)	0.0323 (14)	0.0305 (15)	−0.0035 (12)	0.0062 (13)	−0.0006 (12)
C17	0.0360 (17)	0.0420 (17)	0.0404 (18)	−0.0140 (14)	0.0092 (14)	−0.0067 (14)
C18	0.0318 (17)	0.0471 (18)	0.0415 (18)	−0.0079 (15)	0.0004 (14)	−0.0119 (15)
C19	0.0439 (19)	0.0386 (16)	0.0303 (16)	−0.0030 (15)	−0.0023 (14)	−0.0010 (13)
C20	0.0431 (18)	0.0309 (15)	0.0340 (16)	−0.0091 (14)	0.0030 (14)	−0.0010 (13)
C21	0.046 (2)	0.0434 (18)	0.050 (2)	−0.0162 (16)	−0.0097 (17)	−0.0032 (16)

Ni—N1	2.096 (2)	C8—H8C	0.9800
Ni—N1i	2.096 (2)	O32—C35	1.388 (7)
Ni—S1i	2.4806 (8)	C35—C36	1.352 (8)
Ni—S1	2.4806 (8)	C35—H35A	0.9900
Ni—S2	2.4823 (8)	C35—H35B	0.9900
Ni—S2i	2.4823 (8)	C36—C38	1.519 (6)
S1—P1	1.9949 (11)	C36—C37	1.564 (7)
S2—P1	1.9864 (10)	C36—H36A	1.0000
P1—O32	1.585 (2)	C37—H37A	0.9800
P1—O2	1.585 (2)	C37—H37B	0.9800
P1—O1	1.587 (2)	C37—H37C	0.9800
O1—C1	1.453 (3)	C38—H38A	0.9800
N1—C13	1.342 (3)	C38—H38B	0.9800
N1—C9	1.344 (3)	C38—H38C	0.9800
N2—C14	1.281 (4)	C9—C10	1.379 (3)
N2—N2ii	1.410 (4)	C9—H9	0.9500
C1—C2	1.511 (4)	C10—C11	1.396 (4)
C1—H1A	0.9900	C10—H10	0.9500
C1—H1B	0.9900	C11—C12	1.391 (4)
C2—C4	1.525 (4)	C11—C14	1.472 (3)
C2—C3	1.533 (4)	C12—C13	1.384 (3)
C2—H2	1.0000	C12—H12	0.9500
C3—H3A	0.9800	C13—H13	0.9500
C3—H3B	0.9800	C14—H14	0.9500
C3—H3C	0.9800	C15—C16	1.393 (4)
C4—H4A	0.9800	C15—C20	1.398 (4)
C4—H4B	0.9800	C15—C21	1.505 (5)
C4—H4C	0.9800	C16—C17	1.381 (5)
O2—C5	1.558 (6)	C16—H16	0.9500
C5—C6	1.164 (9)	C17—C18	1.387 (5)
C5—H5A	0.9900	C17—H17	0.9500
C5—H5B	0.9900	C18—C19	1.380 (5)
C6—C7	1.553 (8)	C18—H18	0.9500
C6—C8	1.617 (8)	C19—C20	1.389 (5)
C6—H6A	1.0000	C19—H19	0.9500
C7—H7A	0.9800	C20—H20	0.9500
C7—H7B	0.9800	C21—H21A	0.9800
C7—H7C	0.9800	C21—H21B	0.9800
C8—H8A	0.9800	C21—H21C	0.9800
C8—H8B	0.9800
N1—Ni—N1i	180.0	H7B—C7—H7C	109.5
N1—Ni—S1i	91.71 (6)	C6—C8—H8A	109.5
N1i—Ni—S1i	88.29 (6)	C6—C8—H8B	109.5
N1—Ni—S1	88.29 (6)	H8A—C8—H8B	109.5
N1i—Ni—S1	91.71 (6)	C6—C8—H8C	109.5
S1i—Ni—S1	180.00 (3)	H8A—C8—H8C	109.5
N1—Ni—S2	90.35 (6)	H8B—C8—H8C	109.5
N1i—Ni—S2	89.65 (6)	C35—O32—P1	129.0 (3)
S1i—Ni—S2	98.04 (3)	C36—C35—O32	127.6 (6)
S1—Ni—S2	81.96 (3)	C36—C35—H35A	105.4
N1—Ni—S2i	89.65 (6)	O32—C35—H35A	105.4
N1i—Ni—S2i	90.35 (6)	C36—C35—H35B	105.4
S1i—Ni—S2i	81.96 (3)	O32—C35—H35B	105.4
S1—Ni—S2i	98.04 (3)	H35A—C35—H35B	106.0
S2—Ni—S2i	180.0	C35—C36—C38	120.7 (5)
P1—S1—Ni	84.11 (3)	C35—C36—C37	115.7 (5)
P1—S2—Ni	84.24 (3)	C38—C36—C37	108.6 (4)
O32—P1—O2	0.00 (17)	C35—C36—H36A	103.1
O32—P1—O1	96.75 (12)	C38—C36—H36A	103.1
O2—P1—O1	96.75 (12)	C37—C36—H36A	103.1
O32—P1—S2	113.02 (9)	C36—C37—H37A	109.5
O2—P1—S2	113.02 (9)	C36—C37—H37B	109.5
O1—P1—S2	111.99 (9)	H37A—C37—H37B	109.5
O32—P1—S1	112.44 (10)	C36—C37—H37C	109.5
O2—P1—S1	112.44 (10)	H37A—C37—H37C	109.5
O1—P1—S1	112.53 (9)	H37B—C37—H37C	109.5
S2—P1—S1	109.66 (5)	C36—C38—H38A	109.5
C1—O1—P1	117.69 (18)	C36—C38—H38B	109.5
C13—N1—C9	117.5 (2)	H38A—C38—H38B	109.5
C13—N1—Ni	122.93 (18)	C36—C38—H38C	109.5
C9—N1—Ni	119.51 (17)	H38A—C38—H38C	109.5
C14—N2—N2ii	111.6 (3)	H38B—C38—H38C	109.5
O1—C1—C2	109.9 (2)	N1—C9—C10	123.6 (2)
O1—C1—H1A	109.7	N1—C9—H9	118.2
C2—C1—H1A	109.7	C10—C9—H9	118.2
O1—C1—H1B	109.7	C9—C10—C11	118.5 (2)
C2—C1—H1B	109.7	C9—C10—H10	120.8
H1A—C1—H1B	108.2	C11—C10—H10	120.8
C1—C2—C4	111.8 (3)	C12—C11—C10	118.4 (2)
C1—C2—C3	108.0 (3)	C12—C11—C14	120.9 (2)
C4—C2—C3	110.8 (3)	C10—C11—C14	120.8 (2)
C1—C2—H2	108.7	C13—C12—C11	119.1 (2)
C4—C2—H2	108.7	C13—C12—H12	120.4
C3—C2—H2	108.7	C11—C12—H12	120.4
C2—C3—H3A	109.5	N1—C13—C12	122.9 (2)
C2—C3—H3B	109.5	N1—C13—H13	118.6
H3A—C3—H3B	109.5	C12—C13—H13	118.6
C2—C3—H3C	109.5	N2—C14—C11	119.9 (2)
H3A—C3—H3C	109.5	N2—C14—H14	120.0
H3B—C3—H3C	109.5	C11—C14—H14	120.0
C2—C4—H4A	109.5	C16—C15—C20	118.4 (3)
C2—C4—H4B	109.5	C16—C15—C21	120.7 (3)
H4A—C4—H4B	109.5	C20—C15—C21	120.9 (3)
C2—C4—H4C	109.5	C17—C16—C15	121.2 (3)
H4A—C4—H4C	109.5	C17—C16—H16	119.4
H4B—C4—H4C	109.5	C15—C16—H16	119.4
C5—O2—P1	111.3 (3)	C16—C17—C18	120.0 (3)
C6—C5—O2	117.8 (6)	C16—C17—H17	120.0
C6—C5—H5A	107.9	C18—C17—H17	120.0
O2—C5—H5A	107.9	C19—C18—C17	119.5 (3)
C6—C5—H5B	107.9	C19—C18—H18	120.2
O2—C5—H5B	107.9	C17—C18—H18	120.2
H5A—C5—H5B	107.2	C18—C19—C20	120.8 (3)
C5—C6—C7	130.3 (6)	C18—C19—H19	119.6
C5—C6—C8	117.4 (6)	C20—C19—H19	119.6
C7—C6—C8	104.4 (5)	C19—C20—C15	120.1 (3)
C5—C6—H6A	99.3	C19—C20—H20	120.0
C7—C6—H6A	99.3	C15—C20—H20	120.0
C8—C6—H6A	99.3	C15—C21—H21A	109.5
C6—C7—H7A	109.5	C15—C21—H21B	109.5
C6—C7—H7B	109.5	H21A—C21—H21B	109.5
H7A—C7—H7B	109.5	C15—C21—H21C	109.5
C6—C7—H7C	109.5	H21A—C21—H21C	109.5
H7A—C7—H7C	109.5	H21B—C21—H21C	109.5
N1—Ni—S1—P1	−91.85 (7)	O32—P1—O2—C5	0(43)
N1i—Ni—S1—P1	88.15 (7)	O1—P1—O2—C5	174.5 (3)
S1i—Ni—S1—P1	114 (100)	S2—P1—O2—C5	−68.1 (3)
S2—Ni—S1—P1	−1.26 (3)	S1—P1—O2—C5	56.7 (3)
S2i—Ni—S1—P1	178.74 (3)	P1—O2—C5—C6	−146.3 (7)
N1—Ni—S2—P1	89.49 (7)	O2—C5—C6—C7	−0.2 (15)
N1i—Ni—S2—P1	−90.51 (7)	O2—C5—C6—C8	−143.8 (5)
S1i—Ni—S2—P1	−178.74 (3)	O2—P1—O32—C35	0(59)
S1—Ni—S2—P1	1.26 (3)	O1—P1—O32—C35	−158.0 (5)
S2i—Ni—S2—P1	16 (100)	S2—P1—O32—C35	−40.6 (5)
Ni—S2—P1—O32	124.67 (10)	S1—P1—O32—C35	84.2 (5)
Ni—S2—P1—O2	124.67 (10)	P1—O32—C35—C36	−147.9 (7)
Ni—S2—P1—O1	−127.32 (9)	O32—C35—C36—C38	144.5 (7)
Ni—S2—P1—S1	−1.65 (4)	O32—C35—C36—C37	10.4 (12)
Ni—S1—P1—O32	−124.99 (10)	C13—N1—C9—C10	−0.6 (4)
Ni—S1—P1—O2	−124.99 (10)	Ni—N1—C9—C10	177.1 (2)
Ni—S1—P1—O1	127.01 (9)	N1—C9—C10—C11	−1.0 (4)
Ni—S1—P1—S2	1.65 (4)	C9—C10—C11—C12	1.5 (4)
O32—P1—O1—C1	178.8 (2)	C9—C10—C11—C14	−178.2 (2)
O2—P1—O1—C1	178.8 (2)	C10—C11—C12—C13	−0.5 (4)
S2—P1—O1—C1	60.6 (2)	C14—C11—C12—C13	179.2 (2)
S1—P1—O1—C1	−63.5 (2)	C9—N1—C13—C12	1.7 (4)
N1i—Ni—N1—C13	83 (100)	Ni—N1—C13—C12	−175.9 (2)
S1i—Ni—N1—C13	−52.9 (2)	C11—C12—C13—N1	−1.1 (4)
S1—Ni—N1—C13	127.1 (2)	N2ii—N2—C14—C11	179.8 (3)
S2—Ni—N1—C13	45.1 (2)	C12—C11—C14—N2	−173.9 (3)
S2i—Ni—N1—C13	−134.9 (2)	C10—C11—C14—N2	5.8 (4)
N1i—Ni—N1—C9	−95 (100)	C20—C15—C16—C17	−1.6 (5)
S1i—Ni—N1—C9	129.46 (19)	C21—C15—C16—C17	178.8 (3)
S1—Ni—N1—C9	−50.54 (19)	C15—C16—C17—C18	1.0 (5)
S2—Ni—N1—C9	−132.48 (19)	C16—C17—C18—C19	0.0 (5)
S2i—Ni—N1—C9	47.52 (19)	C17—C18—C19—C20	−0.5 (5)
P1—O1—C1—C2	−162.1 (2)	C18—C19—C20—C15	−0.1 (5)
O1—C1—C2—C4	−62.2 (3)	C16—C15—C20—C19	1.1 (5)
O1—C1—C2—C3	175.6 (3)	C21—C15—C20—C19	−179.3 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12···S1iii	0.95	2.76	3.694 (3)	169

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12⋯S1i	0.95	2.76	3.694 (3)	169

Symmetry code: (i) .