(1,2,3,4-Tetra-hydro-isoquinoline-2-carbo-dithio-ato-κS,S')(thio-cyanato-κN)(tri-phenyl-phosphane)nickel(II).

The Ni(II) atom in the mononuclear title compound, [Ni(C(10)H(10)NS(2))(NCS)(C(18)H(15)P)], exists within a S(2)PN donor set that defines a distorted square-planar geometry. A significant asymmetry in the Ni-S bond lengths support the less effective trans effect of SCN(-) over PPh(3).

Related literature

For general background to dithio­carbamates and their bio­logical activity, see: Gunay et al. (1999 ▶); Hogarth (2005 ▶); Ozkirimli et al. (2005 ▶). Nickel complexes of phosphine ligands have been studied for their anti­cancer activity, see: Jarret et al. (1993 ▶). Nickel(II) dithio­carbamates can react with Lewis bases such as phosphines as well as hard bases such as nitro­genous ligands, see: Srinivasan et al. (2009 ▶); Travnicek et al. (2008 ▶). For the preparation of the title compound, see: Valarmathi et al. (2011 ▶).

Experimental

Crystal data

[Ni(C10H10NS2)(NCS)(C18H15P)]

M = 587.37

Monoclinic,

a = 13.7981 (4) Å

b = 13.1429 (4) Å

c = 14.9447 (4) Å

β = 91.693 (2)°

V = 2708.99 (13) Å3

Z = 4

Mo Kα radiation

μ = 1.03 mm−1

T = 292 K

0.25 × 0.20 × 0.15 mm

Data collection

Bruker Kappa APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker 1999 ▶) T min = 0.783, T max = 0.861

33862 measured reflections

7287 independent reflections

5132 reflections with I > 2σ(I)

R int = 0.035

Refinement

R[F 2 > 2σ(F 2)] = 0.042

wR(F 2) = 0.123

S = 1.03

7287 reflections

325 parameters

H-atom parameters constrained

Δρmax = 0.55 e Å−3

Δρmin = −0.30 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT and XPREP (Bruker, 2004 ▶); program(s) used to solve structure: SIR92 (Altomare et al., 1993 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97 and PLATON.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811050550/bt5724sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811050550/bt5724Isup2.hkl

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

[Ni(C10H10NS2)(NCS)(C18H15P)]	F(000) = 1216
Mr = 587.37	Dx = 1.440 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 8723 reflections
a = 13.7981 (4) Å	θ = 2.5–26.3°
b = 13.1429 (4) Å	µ = 1.03 mm−1
c = 14.9447 (4) Å	T = 292 K
β = 91.693 (2)°	Block, pale-yellow
V = 2708.99 (13) Å3	0.25 × 0.20 × 0.15 mm
Z = 4

Bruker KAPPA APEXII CCD diffractometer	7287 independent reflections
Radiation source: fine-focus sealed tube	5132 reflections with I > 2σ(I)
graphite	Rint = 0.035
ω and φ scan	θmax = 29.2°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker 1999)	h = −18→17
Tmin = 0.783, Tmax = 0.861	k = −11→17
33862 measured reflections	l = −20→20

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)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.123	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.0574P)2 + 1.2033P] where P = (Fo2 + 2Fc2)/3
7287 reflections	(Δ/σ)max = 0.001
325 parameters	Δρmax = 0.55 e Å−3
0 restraints	Δρmin = −0.30 e Å−3

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 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 > 2sigma(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
C1	0.67037 (18)	0.52602 (19)	0.77990 (18)	0.0474 (6)
C2	0.70333 (19)	0.61484 (19)	0.43746 (18)	0.0486 (6)
C3	0.5892 (3)	0.5795 (3)	0.3133 (2)	0.0739 (9)
H3A	0.5591	0.6295	0.2737	0.089*
H3B	0.5448	0.5654	0.3609	0.089*
C4	0.6072 (3)	0.4837 (3)	0.2622 (3)	0.0850 (11)
H4A	0.6227	0.4289	0.3036	0.102*
H4B	0.5490	0.4650	0.2280	0.102*
C5	0.6874 (2)	0.4983 (3)	0.2015 (2)	0.0694 (9)
C6	0.6980 (4)	0.4273 (3)	0.1283 (3)	0.0919 (12)
H6	0.6541	0.3740	0.1207	0.110*
C7	0.7711 (4)	0.4377 (4)	0.0712 (3)	0.0969 (13)
H7	0.7773	0.3920	0.0242	0.116*
C8	0.8378 (3)	0.5175 (4)	0.0825 (3)	0.0950 (13)
H8	0.8875	0.5249	0.0424	0.114*
C9	0.8305 (3)	0.5845 (3)	0.1519 (2)	0.0777 (10)
H9	0.8755	0.6365	0.1602	0.093*
C10	0.7549 (2)	0.5731 (2)	0.20951 (19)	0.0592 (7)
C11	0.7468 (3)	0.6536 (3)	0.2850 (2)	0.0742 (9)
H11A	0.8102	0.6644	0.3131	0.089*
H11B	0.7250	0.7176	0.2593	0.089*
C12	1.00159 (18)	0.65116 (18)	0.63240 (16)	0.0424 (5)
C13	0.9915 (2)	0.7503 (2)	0.60153 (18)	0.0518 (6)
H13	0.9327	0.7838	0.6071	0.062*
C14	1.0679 (2)	0.7995 (2)	0.5627 (2)	0.0631 (8)
H14	1.0608	0.8663	0.5430	0.076*
C15	1.1541 (2)	0.7499 (3)	0.5532 (2)	0.0698 (9)
H15	1.2054	0.7827	0.5263	0.084*
C16	1.1653 (2)	0.6520 (3)	0.5833 (2)	0.0707 (9)
H16	1.2240	0.6185	0.5765	0.085*
C17	1.0890 (2)	0.6025 (2)	0.6240 (2)	0.0580 (7)
H17	1.0972	0.5366	0.6455	0.070*
C18	0.92192 (16)	0.46836 (17)	0.71702 (16)	0.0401 (5)
C19	0.9523 (2)	0.3997 (2)	0.65279 (19)	0.0526 (6)
H19	0.9652	0.4223	0.5954	0.063*
C20	0.9633 (2)	0.2978 (2)	0.6743 (2)	0.0663 (8)
H20	0.9850	0.2525	0.6315	0.080*
C21	0.9426 (2)	0.2629 (2)	0.7583 (2)	0.0632 (8)
H21	0.9508	0.1945	0.7725	0.076*
C22	0.9100 (2)	0.3294 (2)	0.8207 (2)	0.0587 (7)
H22	0.8946	0.3056	0.8771	0.070*
C23	0.89970 (19)	0.4318 (2)	0.80110 (18)	0.0492 (6)
H23	0.8778	0.4762	0.8445	0.059*
C24	0.89695 (17)	0.67053 (17)	0.79026 (15)	0.0404 (5)
C25	0.9742 (2)	0.6615 (2)	0.85052 (18)	0.0534 (6)
H25	1.0243	0.6165	0.8390	0.064*
C26	0.9775 (2)	0.7188 (2)	0.9275 (2)	0.0671 (8)
H26	1.0290	0.7114	0.9685	0.080*
C27	0.9048 (3)	0.7866 (2)	0.9437 (2)	0.0658 (8)
H27	0.9073	0.8254	0.9958	0.079*
C28	0.8290 (2)	0.7977 (2)	0.8845 (2)	0.0619 (7)
H28	0.7803	0.8445	0.8958	0.074*
C29	0.82414 (19)	0.7394 (2)	0.80687 (18)	0.0503 (6)
H29	0.7721	0.7468	0.7664	0.060*
N1	0.69817 (16)	0.54668 (18)	0.71207 (15)	0.0518 (5)
N2	0.67965 (18)	0.6210 (2)	0.35176 (15)	0.0612 (6)
P1	0.89629 (4)	0.59881 (4)	0.68659 (4)	0.03763 (14)
S1	0.63111 (5)	0.56870 (6)	0.51886 (5)	0.05756 (19)
S2	0.81349 (5)	0.64882 (6)	0.48486 (4)	0.05379 (18)
S3	0.63080 (8)	0.50024 (8)	0.87781 (6)	0.0838 (3)
Ni1	0.75893 (2)	0.59313 (2)	0.60984 (2)	0.04025 (10)

	U11	U22	U33	U12	U13	U23
C1	0.0428 (14)	0.0467 (13)	0.0524 (16)	−0.0003 (10)	−0.0034 (11)	0.0053 (11)
C2	0.0488 (15)	0.0510 (14)	0.0455 (14)	0.0054 (11)	−0.0073 (11)	0.0023 (11)
C3	0.068 (2)	0.098 (3)	0.0535 (18)	0.0035 (17)	−0.0239 (16)	−0.0040 (16)
C4	0.069 (2)	0.098 (3)	0.086 (3)	−0.0164 (19)	−0.0205 (19)	−0.003 (2)
C5	0.067 (2)	0.078 (2)	0.0623 (19)	−0.0082 (16)	−0.0242 (16)	0.0088 (16)
C6	0.109 (3)	0.081 (2)	0.084 (3)	0.013 (2)	−0.023 (2)	−0.011 (2)
C7	0.106 (3)	0.111 (3)	0.072 (3)	0.034 (3)	−0.020 (2)	−0.023 (2)
C8	0.091 (3)	0.121 (3)	0.073 (2)	0.033 (3)	−0.014 (2)	−0.006 (2)
C9	0.070 (2)	0.100 (3)	0.063 (2)	0.0029 (18)	−0.0101 (17)	0.0145 (18)
C10	0.0552 (17)	0.0711 (18)	0.0505 (16)	0.0061 (13)	−0.0122 (13)	0.0131 (13)
C11	0.087 (2)	0.088 (2)	0.0470 (17)	−0.0120 (18)	−0.0133 (16)	0.0092 (15)
C12	0.0427 (13)	0.0472 (13)	0.0371 (12)	−0.0033 (10)	−0.0012 (10)	−0.0015 (10)
C13	0.0558 (16)	0.0490 (14)	0.0506 (15)	−0.0033 (12)	0.0039 (12)	0.0004 (11)
C14	0.083 (2)	0.0525 (15)	0.0543 (17)	−0.0181 (15)	0.0068 (15)	−0.0016 (13)
C15	0.067 (2)	0.082 (2)	0.0611 (19)	−0.0297 (17)	0.0171 (15)	−0.0127 (16)
C16	0.0481 (17)	0.083 (2)	0.081 (2)	−0.0028 (15)	0.0127 (15)	−0.0028 (18)
C17	0.0484 (16)	0.0613 (16)	0.0645 (18)	0.0008 (12)	0.0058 (13)	0.0031 (13)
C18	0.0359 (12)	0.0424 (12)	0.0416 (12)	0.0001 (9)	−0.0062 (9)	−0.0004 (10)
C19	0.0547 (16)	0.0523 (15)	0.0507 (15)	0.0004 (12)	−0.0032 (12)	−0.0057 (12)
C20	0.0629 (19)	0.0477 (15)	0.088 (2)	0.0046 (13)	−0.0062 (16)	−0.0211 (15)
C21	0.0542 (17)	0.0381 (13)	0.096 (2)	−0.0036 (11)	−0.0123 (16)	0.0037 (15)
C22	0.0560 (17)	0.0531 (15)	0.0664 (18)	−0.0091 (12)	−0.0106 (14)	0.0164 (14)
C23	0.0524 (15)	0.0490 (13)	0.0458 (14)	−0.0008 (11)	−0.0034 (11)	0.0031 (11)
C24	0.0448 (13)	0.0396 (11)	0.0369 (12)	0.0000 (9)	0.0003 (10)	0.0002 (9)
C25	0.0569 (16)	0.0524 (14)	0.0499 (15)	0.0060 (12)	−0.0120 (12)	−0.0062 (12)
C26	0.079 (2)	0.0700 (19)	0.0515 (17)	−0.0049 (16)	−0.0184 (15)	−0.0068 (14)
C27	0.089 (2)	0.0596 (17)	0.0493 (16)	−0.0127 (16)	0.0071 (16)	−0.0168 (14)
C28	0.0659 (19)	0.0561 (16)	0.0646 (18)	0.0009 (13)	0.0178 (15)	−0.0133 (14)
C29	0.0476 (15)	0.0514 (14)	0.0519 (15)	0.0038 (11)	0.0013 (12)	−0.0030 (11)
N1	0.0451 (12)	0.0603 (13)	0.0498 (13)	0.0018 (10)	−0.0036 (10)	0.0028 (11)
N2	0.0602 (15)	0.0798 (16)	0.0428 (13)	0.0006 (12)	−0.0109 (11)	0.0018 (11)
P1	0.0381 (3)	0.0410 (3)	0.0336 (3)	0.0027 (2)	−0.0021 (2)	0.0014 (2)
S1	0.0445 (4)	0.0752 (5)	0.0522 (4)	−0.0037 (3)	−0.0108 (3)	0.0107 (3)
S2	0.0529 (4)	0.0690 (4)	0.0390 (3)	−0.0097 (3)	−0.0059 (3)	0.0059 (3)
S3	0.1015 (7)	0.0936 (7)	0.0572 (5)	−0.0079 (5)	0.0185 (5)	0.0166 (4)
Ni1	0.03948 (18)	0.04412 (17)	0.03685 (17)	0.00331 (12)	−0.00393 (12)	0.00315 (12)

C1—N1	1.128 (3)	C15—C16	1.370 (5)
C1—S3	1.613 (3)	C15—H15	0.9300
C2—N2	1.315 (3)	C16—C17	1.392 (4)
C2—S1	1.707 (3)	C16—H16	0.9300
C2—S2	1.717 (3)	C17—H17	0.9300
C3—N2	1.464 (4)	C18—C23	1.388 (3)
C3—C4	1.497 (5)	C18—C19	1.391 (3)
C3—H3A	0.9700	C18—P1	1.806 (2)
C3—H3B	0.9700	C19—C20	1.385 (4)
C4—C5	1.464 (5)	C19—H19	0.9300
C4—H4A	0.9700	C20—C21	1.374 (5)
C4—H4B	0.9700	C20—H20	0.9300
C5—C10	1.357 (4)	C21—C22	1.364 (4)
C5—C6	1.449 (5)	C21—H21	0.9300
C6—C7	1.347 (6)	C22—C23	1.383 (4)
C6—H6	0.9300	C22—H22	0.9300
C7—C8	1.402 (6)	C23—H23	0.9300
C7—H7	0.9300	C24—C25	1.380 (3)
C8—C9	1.366 (5)	C24—C29	1.381 (3)
C8—H8	0.9300	C24—P1	1.813 (2)
C9—C10	1.380 (5)	C25—C26	1.375 (4)
C9—H9	0.9300	C25—H25	0.9300
C10—C11	1.553 (5)	C26—C27	1.368 (5)
C11—N2	1.447 (4)	C26—H26	0.9300
C11—H11A	0.9700	C27—C28	1.358 (4)
C11—H11B	0.9700	C27—H27	0.9300
C12—C17	1.374 (4)	C28—C29	1.390 (4)
C12—C13	1.387 (4)	C28—H28	0.9300
C12—P1	1.819 (2)	C29—H29	0.9300
C13—C14	1.380 (4)	N1—Ni1	1.867 (2)
C13—H13	0.9300	P1—Ni1	2.1874 (6)
C14—C15	1.367 (5)	S1—Ni1	2.218 (1)
C14—H14	0.9300	S2—Ni1	2.162 (1)
N1—C1—S3	178.2 (3)	C12—C17—H17	120.0
N2—C2—S1	125.6 (2)	C16—C17—H17	120.0
N2—C2—S2	125.3 (2)	C23—C18—C19	118.6 (2)
S1—C2—S2	109.07 (14)	C23—C18—P1	120.66 (19)
N2—C3—C4	111.2 (3)	C19—C18—P1	120.16 (19)
N2—C3—H3A	109.4	C20—C19—C18	120.0 (3)
C4—C3—H3A	109.4	C20—C19—H19	120.0
N2—C3—H3B	109.4	C18—C19—H19	120.0
C4—C3—H3B	109.4	C21—C20—C19	120.7 (3)
H3A—C3—H3B	108.0	C21—C20—H20	119.6
C5—C4—C3	110.2 (3)	C19—C20—H20	119.6
C5—C4—H4A	109.6	C22—C21—C20	119.5 (3)
C3—C4—H4A	109.6	C22—C21—H21	120.3
C5—C4—H4B	109.6	C20—C21—H21	120.3
C3—C4—H4B	109.6	C21—C22—C23	120.9 (3)
H4A—C4—H4B	108.1	C21—C22—H22	119.6
C10—C5—C6	116.6 (4)	C23—C22—H22	119.6
C10—C5—C4	124.8 (3)	C22—C23—C18	120.3 (3)
C6—C5—C4	118.6 (3)	C22—C23—H23	119.9
C7—C6—C5	120.5 (4)	C18—C23—H23	119.9
C7—C6—H6	119.8	C25—C24—C29	119.4 (2)
C5—C6—H6	119.8	C25—C24—P1	119.81 (19)
C6—C7—C8	120.0 (4)	C29—C24—P1	120.62 (19)
C6—C7—H7	120.0	C26—C25—C24	120.3 (3)
C8—C7—H7	120.0	C26—C25—H25	119.8
C9—C8—C7	120.7 (4)	C24—C25—H25	119.8
C9—C8—H8	119.6	C27—C26—C25	119.9 (3)
C7—C8—H8	119.6	C27—C26—H26	120.0
C8—C9—C10	118.5 (4)	C25—C26—H26	120.0
C8—C9—H9	120.8	C28—C27—C26	120.6 (3)
C10—C9—H9	120.8	C28—C27—H27	119.7
C5—C10—C9	123.6 (3)	C26—C27—H27	119.7
C5—C10—C11	119.6 (3)	C27—C28—C29	120.1 (3)
C9—C10—C11	116.8 (3)	C27—C28—H28	119.9
N2—C11—C10	111.1 (3)	C29—C28—H28	119.9
N2—C11—H11A	109.4	C24—C29—C28	119.6 (3)
C10—C11—H11A	109.4	C24—C29—H29	120.2
N2—C11—H11B	109.4	C28—C29—H29	120.2
C10—C11—H11B	109.4	C1—N1—Ni1	170.9 (2)
H11A—C11—H11B	108.0	C2—N2—C11	123.0 (3)
C17—C12—C13	119.1 (2)	C2—N2—C3	122.9 (3)
C17—C12—P1	125.4 (2)	C11—N2—C3	113.3 (2)
C13—C12—P1	115.43 (19)	C18—P1—C24	106.40 (11)
C14—C13—C12	120.6 (3)	C18—P1—C12	108.54 (11)
C14—C13—H13	119.7	C24—P1—C12	101.53 (11)
C12—C13—H13	119.7	C18—P1—Ni1	105.06 (8)
C15—C14—C13	119.9 (3)	C24—P1—Ni1	116.63 (8)
C15—C14—H14	120.1	C12—P1—Ni1	118.07 (8)
C13—C14—H14	120.1	C2—S1—Ni1	85.13 (9)
C14—C15—C16	120.2 (3)	C2—S2—Ni1	86.67 (9)
C14—C15—H15	119.9	N1—Ni1—S2	173.69 (7)
C16—C15—H15	119.9	N1—Ni1—P1	89.15 (7)
C15—C16—C17	120.2 (3)	S2—Ni1—P1	97.07 (3)
C15—C16—H16	119.9	N1—Ni1—S1	94.94 (7)
C17—C16—H16	119.9	S2—Ni1—S1	79.06 (3)
C12—C17—C16	120.0 (3)	P1—Ni1—S1	170.83 (3)
N2—C3—C4—C5	−48.3 (4)	C10—C11—N2—C2	125.0 (3)
C3—C4—C5—C10	19.4 (5)	C10—C11—N2—C3	−45.3 (4)
C3—C4—C5—C6	−162.1 (3)	C4—C3—N2—C2	−105.5 (4)
C10—C5—C6—C7	−1.1 (5)	C4—C3—N2—C11	64.7 (4)
C4—C5—C6—C7	−179.7 (4)	C23—C18—P1—C24	26.0 (2)
C5—C6—C7—C8	0.3 (6)	C19—C18—P1—C24	−162.5 (2)
C6—C7—C8—C9	0.9 (6)	C23—C18—P1—C12	134.6 (2)
C7—C8—C9—C10	−1.3 (5)	C19—C18—P1—C12	−53.9 (2)
C6—C5—C10—C9	0.7 (5)	C23—C18—P1—Ni1	−98.25 (19)
C4—C5—C10—C9	179.2 (3)	C19—C18—P1—Ni1	73.2 (2)
C6—C5—C10—C11	178.6 (3)	C25—C24—P1—C18	50.6 (2)
C4—C5—C10—C11	−2.9 (5)	C29—C24—P1—C18	−133.8 (2)
C8—C9—C10—C5	0.5 (5)	C25—C24—P1—C12	−62.8 (2)
C8—C9—C10—C11	−177.4 (3)	C29—C24—P1—C12	112.7 (2)
C5—C10—C11—N2	15.0 (4)	C25—C24—P1—Ni1	167.41 (18)
C9—C10—C11—N2	−167.0 (3)	C29—C24—P1—Ni1	−17.1 (2)
C17—C12—C13—C14	0.1 (4)	C17—C12—P1—C18	−5.7 (3)
P1—C12—C13—C14	177.2 (2)	C13—C12—P1—C18	177.39 (19)
C12—C13—C14—C15	1.0 (4)	C17—C12—P1—C24	106.1 (2)
C13—C14—C15—C16	−0.9 (5)	C13—C12—P1—C24	−70.8 (2)
C14—C15—C16—C17	−0.2 (5)	C17—C12—P1—Ni1	−125.0 (2)
C13—C12—C17—C16	−1.3 (4)	C13—C12—P1—Ni1	58.1 (2)
P1—C12—C17—C16	−178.1 (2)	N2—C2—S1—Ni1	176.0 (3)
C15—C16—C17—C12	1.4 (5)	S2—C2—S1—Ni1	−2.32 (12)
C23—C18—C19—C20	−2.4 (4)	N2—C2—S2—Ni1	−176.0 (2)
P1—C18—C19—C20	−174.1 (2)	S1—C2—S2—Ni1	2.37 (12)
C18—C19—C20—C21	1.4 (4)	C1—N1—Ni1—S2	−139.3 (12)
C19—C20—C21—C22	0.6 (4)	C1—N1—Ni1—P1	30.9 (14)
C20—C21—C22—C23	−1.5 (4)	C1—N1—Ni1—S1	−157.3 (14)
C21—C22—C23—C18	0.4 (4)	C2—S2—Ni1—N1	−20.1 (7)
C19—C18—C23—C22	1.6 (4)	C2—S2—Ni1—P1	169.83 (9)
P1—C18—C23—C22	173.2 (2)	C2—S2—Ni1—S1	−1.76 (9)
C29—C24—C25—C26	1.6 (4)	C18—P1—Ni1—N1	64.00 (11)
P1—C24—C25—C26	177.2 (2)	C24—P1—Ni1—N1	−53.51 (11)
C24—C25—C26—C27	−1.3 (5)	C12—P1—Ni1—N1	−174.89 (12)
C25—C26—C27—C28	0.2 (5)	C18—P1—Ni1—S2	−117.09 (9)
C26—C27—C28—C29	0.6 (5)	C24—P1—Ni1—S2	125.41 (9)
C25—C24—C29—C28	−0.8 (4)	C12—P1—Ni1—S2	4.03 (9)
P1—C24—C29—C28	−176.4 (2)	C18—P1—Ni1—S1	−52.7 (2)
C27—C28—C29—C24	−0.3 (4)	C24—P1—Ni1—S1	−170.20 (18)
S3—C1—N1—Ni1	46 (9)	C12—P1—Ni1—S1	68.4 (2)
S1—C2—N2—C11	−175.1 (2)	C2—S1—Ni1—N1	179.78 (11)
S2—C2—N2—C11	3.0 (4)	C2—S1—Ni1—S2	1.77 (9)
S1—C2—N2—C3	−5.8 (4)	C2—S1—Ni1—P1	−63.9 (2)
S2—C2—N2—C3	172.3 (2)

Table 1

Selected bond lengths (Å)

N1—Ni1	1.867 (2)
P1—Ni1	2.1874 (6)
S1—Ni1	2.218 (1)
S2—Ni1	2.162 (1)