Diaqua-bis-(1,10-phenanthroline)nickel(II) tetra-kis-(cyanido-κC)nickelate(II) tetra-hydro-furan solvate monohydrate.

The title complex, [Ni(C(12)H(8)N(2))(2)(H(2)O)(2)][Ni(CN)(4)]·C(4)H(8)O·H(2)O, consists of a cationic [Ni(C(12)H(8)N(2))(2)(H(2)O)(2)](2+) unit, an anionic [Ni(CN)(4)](2-) unit, one uncoordinated water and one tetra-hydro-furan mol-ecule. In the cationic unit, the Ni(2+) atom is coordinated by four N atoms and two O atoms from two 1,10-phenanthroline ligands and two water mol-ecules in a distorted octa-hedral coordination environment. In the anionic unit, the Ni(2+) atom is in a square-planar coordination by four C atoms from four monodentate terminal cyanide ligands. O-H⋯N and O-H⋯O hydrogen bonds link neighboring cationic and anionic units, forming a three-dimensional supra-molecular network. The inter-stitial tetra-hydro-furan mol-ecule is independently disordered over two sites in a 1:1 ratio.

Related literature

For general background to cyanido–metal complexes, see: Miyasaka et al. (2007 ▶); Shatruk et al. (2009 ▶); Kou et al. (2001 ▶); Paharova et al. (2003 ▶); Yuge et al. (1996 ▶); Yun et al. (2004 ▶).

Experimental

Crystal data

[Ni(C12H8N2)2(H2O)2][Ni(CN)4]·C4H8O·H2O

M = 708.06

Monoclinic,

a = 11.4623 (3) Å

b = 14.3184 (4) Å

c = 19.2329 (4) Å

β = 91.189 (2)°

V = 3155.86 (14) Å3

Z = 4

Mo Kα radiation

μ = 1.24 mm−1

T = 296 K

0.25 × 0.23 × 0.18 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.746, T max = 0.807

29619 measured reflections

6199 independent reflections

3756 reflections with I > 2σ(I)

R int = 0.098

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.119

S = 1.02

6199 reflections

436 parameters

70 restraints

H-atom parameters constrained

Δρmax = 0.36 e Å−3

Δρmin = −0.39 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810036974/zl2307sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810036974/zl2307Isup2.hkl

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

[Ni(C12H8N2)2(H2O)2][Ni(CN)4]·C4H8O·H2O	F(000) = 1464
Mr = 708.06	Dx = 1.490 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 4500 reflections
a = 11.4623 (3) Å	θ = 1.3–28.0°
b = 14.3184 (4) Å	µ = 1.24 mm−1
c = 19.2329 (4) Å	T = 296 K
β = 91.189 (2)°	Block, green
V = 3155.86 (14) Å3	0.25 × 0.23 × 0.18 mm
Z = 4

Bruker APEXII CCD area-detector diffractometer	6199 independent reflections
Radiation source: fine-focus sealed tube	3756 reflections with I > 2σ(I)
graphite	Rint = 0.098
φ and ω scan	θmax = 26.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −14→13
Tmin = 0.746, Tmax = 0.807	k = −17→15
29619 measured reflections	l = −23→23

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)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.119	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0447P)2 + 1.097P] where P = (Fo2 + 2Fc2)/3
6199 reflections	(Δ/σ)max = 0.001
436 parameters	Δρmax = 0.36 e Å−3
70 restraints	Δρmin = −0.39 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	Occ. (<1)
Ni1	0.73838 (4)	0.17737 (3)	0.04274 (2)	0.03482 (15)
Ni2	0.48209 (5)	0.20766 (4)	0.79200 (3)	0.04305 (17)
C1	0.4836 (4)	0.1426 (3)	0.0908 (2)	0.0572 (12)
H1	0.4828	0.0911	0.0613	0.069*
C2	0.3846 (4)	0.1617 (4)	0.1285 (3)	0.0663 (14)
H2	0.3194	0.1232	0.1242	0.080*
C3	0.3831 (4)	0.2367 (4)	0.1717 (2)	0.0600 (13)
H3	0.3171	0.2498	0.1973	0.072*
C4	0.4824 (4)	0.2947 (3)	0.1775 (2)	0.0462 (11)
C5	0.4898 (4)	0.3746 (3)	0.2216 (2)	0.0576 (13)
H5	0.4256	0.3917	0.2475	0.069*
C6	0.5879 (5)	0.4254 (4)	0.2262 (2)	0.0605 (13)
H6	0.5898	0.4781	0.2546	0.073*
C7	0.6894 (4)	0.4006 (3)	0.1886 (2)	0.0453 (11)
C8	0.7965 (4)	0.4469 (3)	0.1947 (2)	0.0558 (12)
H8	0.8040	0.4991	0.2232	0.067*
C9	0.8898 (4)	0.4154 (3)	0.1589 (2)	0.0576 (12)
H9	0.9619	0.4447	0.1641	0.069*
C10	0.8768 (4)	0.3390 (3)	0.1145 (2)	0.0449 (10)
H10	0.9406	0.3194	0.0892	0.054*
C11	0.6845 (3)	0.3236 (3)	0.14461 (19)	0.0374 (9)
C12	0.5792 (3)	0.2690 (3)	0.13842 (19)	0.0385 (10)
C13	0.9954 (4)	0.1386 (3)	0.0009 (2)	0.0487 (11)
H13	0.9990	0.0966	0.0378	0.058*
C14	1.0949 (4)	0.1500 (3)	−0.0389 (2)	0.0572 (12)
H14	1.1623	0.1163	−0.0286	0.069*
C15	1.0920 (4)	0.2110 (4)	−0.0931 (2)	0.0600 (13)
H15	1.1574	0.2193	−0.1202	0.072*
C16	0.9890 (4)	0.2616 (3)	−0.1077 (2)	0.0491 (11)
C17	0.9790 (5)	0.3292 (4)	−0.1628 (2)	0.0605 (13)
H17	1.0429	0.3416	−0.1904	0.073*
C18	0.8782 (5)	0.3746 (3)	−0.1747 (2)	0.0590 (13)
H18	0.8738	0.4185	−0.2103	0.071*
C19	0.7774 (4)	0.3571 (3)	−0.1341 (2)	0.0473 (11)
C20	0.6690 (5)	0.4007 (3)	−0.1461 (2)	0.0621 (13)
H20	0.6601	0.4448	−0.1813	0.074*
C21	0.5770 (5)	0.3779 (4)	−0.1056 (3)	0.0673 (14)
H21	0.5043	0.4052	−0.1137	0.081*
C22	0.5928 (4)	0.3134 (3)	−0.0518 (2)	0.0520 (12)
H22	0.5296	0.2993	−0.0242	0.062*
C23	0.7853 (4)	0.2925 (3)	−0.07893 (19)	0.0381 (9)
C24	0.8938 (3)	0.2446 (3)	−0.0653 (2)	0.0373 (10)
C29	0.4221 (4)	0.1348 (3)	0.8642 (2)	0.0472 (11)
C30	0.3446 (4)	0.2780 (3)	0.7844 (2)	0.0446 (10)
C31	0.5426 (4)	0.2827 (3)	0.7224 (2)	0.0491 (11)
C32	0.6215 (4)	0.1392 (4)	0.7953 (2)	0.0558 (12)
N1	0.7769 (3)	0.2932 (2)	0.10702 (15)	0.0370 (8)
N2	0.5797 (3)	0.1947 (2)	0.09474 (16)	0.0420 (8)
N3	0.8970 (3)	0.1838 (2)	−0.01070 (15)	0.0364 (8)
N4	0.6931 (3)	0.2713 (2)	−0.03846 (17)	0.0402 (8)
N5	0.3878 (3)	0.0904 (3)	0.9091 (2)	0.0645 (11)
N6	0.2622 (4)	0.3222 (3)	0.7757 (2)	0.0596 (10)
N7	0.5781 (4)	0.3302 (3)	0.6793 (2)	0.0723 (13)
N8	0.7067 (4)	0.0987 (4)	0.7970 (3)	0.0916 (16)
O1	0.8002 (3)	0.0868 (2)	0.12306 (16)	0.0744 (10)
H1A	0.7713	0.1075	0.1634	0.112*
H1B	0.7781	0.0298	0.1231	0.112*
O2	0.6793 (3)	0.0641 (2)	−0.01813 (16)	0.0699 (9)
H2B	0.6433	0.0173	−0.0162	0.105*
H2A	0.7353	0.0480	−0.0414	0.105*
O4	0.6238 (3)	0.5037 (2)	0.61803 (16)	0.0754 (10)
H4B	0.6104	0.4566	0.6421	0.113*
H4A	0.6749	0.5274	0.6444	0.113*
C25	0.158 (5)	0.469 (3)	−0.007 (2)	0.102 (8)	0.50
H25A	0.1659	0.5367	−0.0027	0.122*	0.50
H25B	0.0971	0.4568	−0.0411	0.122*	0.50
C26	0.272 (5)	0.429 (4)	−0.032 (3)	0.105 (6)	0.50
H26A	0.2602	0.3880	−0.0713	0.126*	0.50
H26B	0.3279	0.4773	−0.0426	0.126*	0.50
C27	0.304 (6)	0.377 (4)	0.033 (3)	0.097 (8)	0.50
H27A	0.3687	0.4085	0.0569	0.116*	0.50
H27B	0.3302	0.3146	0.0211	0.116*	0.50
C28	0.202 (4)	0.370 (4)	0.082 (3)	0.099 (7)	0.50
H28A	0.1682	0.3080	0.0806	0.119*	0.50
H28B	0.2253	0.3853	0.1290	0.119*	0.50
O3	0.125 (2)	0.4346 (14)	0.0555 (12)	0.149 (8)	0.50
C26'	0.264 (5)	0.448 (4)	−0.024 (3)	0.105 (6)	0.50
H26C	0.2788	0.4398	−0.0731	0.126*	0.50
H26D	0.3039	0.5038	−0.0079	0.126*	0.50
C27'	0.304 (6)	0.365 (4)	0.016 (3)	0.097 (8)	0.50
H27C	0.3790	0.3749	0.0396	0.116*	0.50
H27D	0.3072	0.3087	−0.0119	0.116*	0.50
C28'	0.204 (4)	0.363 (4)	0.067 (3)	0.099 (7)	0.50
H28C	0.1959	0.3007	0.0862	0.119*	0.50
H28D	0.2195	0.4061	0.1047	0.119*	0.50
C25'	0.134 (5)	0.457 (3)	−0.013 (2)	0.102 (8)	0.50
H25C	0.1159	0.5176	0.0071	0.122*	0.50
H25D	0.0909	0.4506	−0.0565	0.122*	0.50
O3'	0.1045 (16)	0.3878 (11)	0.0316 (9)	0.097 (5)	0.50

	U11	U22	U33	U12	U13	U23
Ni1	0.0352 (3)	0.0362 (3)	0.0333 (3)	−0.0028 (2)	0.0057 (2)	−0.0022 (2)
Ni2	0.0407 (3)	0.0463 (4)	0.0423 (3)	−0.0016 (3)	0.0050 (2)	0.0095 (2)
C1	0.050 (3)	0.065 (3)	0.057 (3)	−0.013 (2)	0.010 (2)	−0.008 (2)
C2	0.043 (3)	0.085 (4)	0.071 (3)	−0.016 (3)	0.015 (3)	−0.002 (3)
C3	0.040 (3)	0.086 (4)	0.054 (3)	0.002 (3)	0.015 (2)	0.000 (3)
C4	0.045 (3)	0.058 (3)	0.037 (2)	0.009 (2)	0.0071 (19)	0.003 (2)
C5	0.053 (3)	0.064 (3)	0.056 (3)	0.018 (3)	0.013 (2)	−0.010 (2)
C6	0.070 (4)	0.059 (3)	0.053 (3)	0.014 (3)	0.007 (3)	−0.014 (2)
C7	0.056 (3)	0.040 (3)	0.040 (2)	0.001 (2)	−0.002 (2)	−0.0076 (19)
C8	0.072 (4)	0.042 (3)	0.053 (3)	−0.003 (3)	−0.003 (3)	−0.015 (2)
C9	0.055 (3)	0.050 (3)	0.068 (3)	−0.011 (2)	−0.009 (3)	−0.002 (2)
C10	0.041 (3)	0.046 (3)	0.048 (2)	−0.008 (2)	0.002 (2)	−0.006 (2)
C11	0.040 (2)	0.036 (2)	0.036 (2)	0.0040 (19)	0.0036 (18)	−0.0009 (18)
C12	0.036 (2)	0.046 (3)	0.033 (2)	0.0026 (19)	0.0032 (18)	−0.0014 (19)
C13	0.049 (3)	0.052 (3)	0.045 (2)	0.007 (2)	0.002 (2)	−0.001 (2)
C14	0.039 (3)	0.066 (3)	0.066 (3)	0.010 (2)	0.007 (2)	−0.005 (3)
C15	0.043 (3)	0.078 (4)	0.060 (3)	−0.001 (3)	0.025 (2)	−0.005 (3)
C16	0.046 (3)	0.052 (3)	0.049 (3)	−0.005 (2)	0.012 (2)	−0.004 (2)
C17	0.066 (3)	0.068 (3)	0.048 (3)	−0.017 (3)	0.017 (2)	0.004 (3)
C18	0.077 (4)	0.062 (3)	0.039 (2)	−0.007 (3)	0.007 (2)	0.010 (2)
C19	0.056 (3)	0.045 (3)	0.041 (2)	−0.006 (2)	−0.001 (2)	0.000 (2)
C20	0.076 (4)	0.056 (3)	0.054 (3)	0.005 (3)	−0.011 (3)	0.014 (2)
C21	0.055 (3)	0.074 (4)	0.072 (3)	0.009 (3)	−0.019 (3)	0.002 (3)
C22	0.036 (3)	0.064 (3)	0.056 (3)	0.006 (2)	−0.001 (2)	−0.001 (2)
C23	0.043 (2)	0.037 (2)	0.034 (2)	−0.0033 (19)	0.0004 (18)	−0.0006 (18)
C24	0.036 (2)	0.037 (2)	0.039 (2)	−0.0033 (18)	0.0063 (18)	−0.0044 (18)
C29	0.044 (3)	0.046 (3)	0.052 (3)	−0.004 (2)	−0.002 (2)	0.004 (2)
C30	0.051 (3)	0.049 (3)	0.035 (2)	−0.005 (2)	0.004 (2)	0.007 (2)
C31	0.042 (3)	0.060 (3)	0.045 (2)	−0.001 (2)	0.001 (2)	0.004 (2)
C32	0.051 (3)	0.065 (3)	0.052 (3)	−0.001 (3)	0.004 (2)	0.016 (2)
N1	0.038 (2)	0.0334 (19)	0.0398 (18)	−0.0016 (15)	0.0025 (15)	0.0004 (15)
N2	0.038 (2)	0.048 (2)	0.0403 (18)	−0.0111 (17)	0.0066 (15)	−0.0053 (16)
N3	0.0343 (19)	0.040 (2)	0.0347 (17)	0.0029 (16)	0.0027 (14)	0.0003 (15)
N4	0.037 (2)	0.038 (2)	0.0459 (19)	−0.0004 (16)	0.0036 (16)	−0.0017 (16)
N5	0.068 (3)	0.062 (3)	0.064 (2)	−0.005 (2)	0.010 (2)	0.024 (2)
N6	0.054 (3)	0.063 (3)	0.062 (2)	0.009 (2)	0.011 (2)	0.009 (2)
N7	0.075 (3)	0.079 (3)	0.064 (3)	−0.016 (3)	0.011 (2)	0.026 (2)
N8	0.059 (3)	0.104 (4)	0.112 (4)	0.027 (3)	0.018 (3)	0.042 (3)
O1	0.100 (3)	0.067 (2)	0.0558 (19)	−0.003 (2)	0.0047 (19)	0.0020 (17)
O2	0.079 (2)	0.062 (2)	0.070 (2)	−0.0121 (18)	0.0100 (18)	−0.0100 (18)
O4	0.095 (3)	0.067 (2)	0.064 (2)	−0.014 (2)	−0.0115 (19)	0.0090 (18)
C25	0.11 (2)	0.109 (10)	0.092 (7)	0.014 (10)	0.004 (10)	0.025 (8)
C26	0.099 (8)	0.131 (18)	0.085 (12)	0.029 (11)	0.017 (7)	0.027 (10)
C27	0.077 (5)	0.122 (13)	0.09 (2)	0.020 (8)	0.015 (14)	0.009 (12)
C28	0.078 (5)	0.135 (8)	0.084 (18)	0.023 (5)	0.017 (8)	0.027 (11)
O3	0.112 (15)	0.155 (19)	0.18 (2)	0.059 (13)	0.037 (12)	0.055 (13)
C26'	0.099 (8)	0.131 (18)	0.085 (12)	0.029 (11)	0.017 (7)	0.027 (10)
C27'	0.077 (5)	0.122 (13)	0.09 (2)	0.020 (8)	0.015 (14)	0.009 (12)
C28'	0.078 (5)	0.135 (8)	0.084 (18)	0.023 (5)	0.017 (8)	0.027 (11)
C25'	0.11 (2)	0.109 (10)	0.092 (7)	0.014 (10)	0.004 (10)	0.025 (8)
O3'	0.069 (7)	0.111 (12)	0.111 (10)	0.004 (8)	0.000 (6)	0.046 (8)

Ni1—O2	2.104 (3)	C19—C20	1.405 (6)
Ni1—N2	2.108 (3)	C19—C23	1.410 (5)
Ni1—N3	2.109 (3)	C20—C21	1.364 (7)
Ni1—N1	2.110 (3)	C20—H20	0.9300
Ni1—N4	2.118 (3)	C21—C22	1.396 (6)
Ni1—O1	2.127 (3)	C21—H21	0.9300
Ni2—C31	1.862 (5)	C22—N4	1.318 (5)
Ni2—C30	1.873 (5)	C22—H22	0.9300
Ni2—C32	1.875 (5)	C23—N4	1.360 (5)
Ni2—C29	1.878 (5)	C23—C24	1.439 (5)
C1—N2	1.331 (5)	C24—N3	1.365 (5)
C1—C2	1.387 (6)	C29—N5	1.149 (5)
C1—H1	0.9300	C30—N6	1.147 (5)
C2—C3	1.359 (6)	C31—N7	1.154 (5)
C2—H2	0.9300	C32—N8	1.135 (6)
C3—C4	1.412 (6)	O1—H1A	0.9004
C3—H3	0.9300	O1—H1B	0.8553
C4—C12	1.402 (5)	O2—H2B	0.7882
C4—C5	1.424 (6)	O2—H2A	0.8229
C5—C6	1.341 (6)	O4—H4B	0.8335
C5—H5	0.9300	O4—H4A	0.8377
C6—C7	1.428 (6)	C25—O3	1.356 (18)
C6—H6	0.9300	C25—C26	1.512 (18)
C7—C11	1.390 (5)	C25—H25A	0.9700
C7—C8	1.398 (6)	C25—H25B	0.9700
C8—C9	1.361 (6)	C26—C27	1.496 (19)
C8—H8	0.9300	C26—H26A	0.9700
C9—C10	1.394 (6)	C26—H26B	0.9700
C9—H9	0.9300	C27—C28	1.517 (16)
C10—N1	1.325 (5)	C27—H27A	0.9700
C10—H10	0.9300	C27—H27B	0.9700
C11—N1	1.366 (5)	C28—O3	1.365 (19)
C11—C12	1.442 (5)	C28—H28A	0.9700
C12—N2	1.356 (5)	C28—H28B	0.9700
C13—N3	1.315 (5)	C26'—C27'	1.495 (19)
C13—C14	1.396 (6)	C26'—C25'	1.513 (18)
C13—H13	0.9300	C26'—H26C	0.9700
C14—C15	1.359 (6)	C26'—H26D	0.9700
C14—H14	0.9300	C27'—C28'	1.516 (16)
C15—C16	1.408 (6)	C27'—H27C	0.9700
C15—H15	0.9300	C27'—H27D	0.9700
C16—C24	1.397 (5)	C28'—O3'	1.365 (19)
C16—C17	1.439 (6)	C28'—H28C	0.9700
C17—C18	1.341 (7)	C28'—H28D	0.9700
C17—H17	0.9300	C25'—O3'	1.356 (18)
C18—C19	1.430 (6)	C25'—H25C	0.9700
C18—H18	0.9300	C25'—H25D	0.9700
O2—Ni1—N2	94.81 (13)	C22—C21—H21	120.3
O2—Ni1—N3	91.89 (12)	N4—C22—C21	123.1 (4)
N2—Ni1—N3	170.74 (13)	N4—C22—H22	118.4
O2—Ni1—N1	173.25 (13)	C21—C22—H22	118.4
N2—Ni1—N1	78.57 (12)	N4—C23—C19	122.6 (4)
N3—Ni1—N1	94.55 (12)	N4—C23—C24	117.9 (3)
O2—Ni1—N4	90.46 (12)	C19—C23—C24	119.4 (4)
N2—Ni1—N4	94.27 (13)	N3—C24—C16	123.4 (4)
N3—Ni1—N4	79.26 (12)	N3—C24—C23	117.0 (3)
N1—Ni1—N4	88.75 (12)	C16—C24—C23	119.6 (4)
O2—Ni1—O1	91.88 (13)	N5—C29—Ni2	178.5 (4)
N2—Ni1—O1	90.27 (13)	N6—C30—Ni2	175.9 (4)
N3—Ni1—O1	95.91 (13)	N7—C31—Ni2	178.7 (4)
N1—Ni1—O1	89.48 (13)	N8—C32—Ni2	179.2 (5)
N4—Ni1—O1	174.71 (13)	C10—N1—C11	117.5 (3)
C31—Ni2—C30	87.64 (18)	C10—N1—Ni1	128.5 (3)
C31—Ni2—C32	89.77 (19)	C11—N1—Ni1	114.0 (2)
C30—Ni2—C32	177.23 (18)	C1—N2—C12	117.4 (4)
C31—Ni2—C29	178.2 (2)	C1—N2—Ni1	128.9 (3)
C30—Ni2—C29	92.06 (18)	C12—N2—Ni1	113.7 (3)
C32—Ni2—C29	90.56 (19)	C13—N3—C24	117.0 (3)
N2—C1—C2	123.1 (4)	C13—N3—Ni1	129.9 (3)
N2—C1—H1	118.5	C24—N3—Ni1	113.2 (2)
C2—C1—H1	118.5	C22—N4—C23	118.1 (4)
C3—C2—C1	119.7 (5)	C22—N4—Ni1	129.3 (3)
C3—C2—H2	120.1	C23—N4—Ni1	112.5 (3)
C1—C2—H2	120.1	Ni1—O1—H1A	107.6
C2—C3—C4	119.5 (4)	Ni1—O1—H1B	119.2
C2—C3—H3	120.2	H1A—O1—H1B	101.6
C4—C3—H3	120.2	Ni1—O2—H2B	142.3
C12—C4—C3	116.7 (4)	Ni1—O2—H2A	105.8
C12—C4—C5	119.5 (4)	H2B—O2—H2A	101.7
C3—C4—C5	123.8 (4)	H4B—O4—H4A	97.2
C6—C5—C4	121.0 (4)	O3—C25—C26	113 (4)
C6—C5—H5	119.5	O3—C25—H25A	108.9
C4—C5—H5	119.5	C26—C25—H25A	108.9
C5—C6—C7	121.4 (4)	O3—C25—H25B	108.9
C5—C6—H6	119.3	C26—C25—H25B	108.9
C7—C6—H6	119.3	H25A—C25—H25B	107.7
C11—C7—C8	116.8 (4)	C27—C26—C25	97 (5)
C11—C7—C6	118.9 (4)	C27—C26—H26A	112.3
C8—C7—C6	124.2 (4)	C25—C26—H26A	112.3
C9—C8—C7	119.9 (4)	C27—C26—H26B	112.3
C9—C8—H8	120.1	C25—C26—H26B	112.3
C7—C8—H8	120.1	C26—C27—C28	111 (5)
C8—C9—C10	119.7 (4)	C26—C27—H27A	109.4
C8—C9—H9	120.2	C28—C27—H27A	109.4
C10—C9—H9	120.2	C26—C27—H27B	109.4
N1—C10—C9	122.4 (4)	C28—C27—H27B	109.4
N1—C10—H10	118.8	H27A—C27—H27B	108.0
C9—C10—H10	118.8	O3—C28—C27	104 (5)
N1—C11—C7	123.6 (4)	O3—C28—H28A	111.1
N1—C11—C12	116.1 (3)	C27—C28—H28A	111.1
C7—C11—C12	120.2 (4)	O3—C28—H28B	111.1
N2—C12—C4	123.5 (4)	C27—C28—H28B	111.1
N2—C12—C11	117.5 (3)	H28A—C28—H28B	109.0
C4—C12—C11	119.0 (4)	C25—O3—C28	113 (4)
N3—C13—C14	123.8 (4)	C27'—C26'—C25'	107 (5)
N3—C13—H13	118.1	C27'—C26'—H26C	110.4
C14—C13—H13	118.1	C25'—C26'—H26C	110.4
C15—C14—C13	119.2 (4)	C27'—C26'—H26D	110.4
C15—C14—H14	120.4	C25'—C26'—H26D	110.4
C13—C14—H14	120.4	H26C—C26'—H26D	108.6
C14—C15—C16	119.4 (4)	C26'—C27'—C28'	97 (5)
C14—C15—H15	120.3	C26'—C27'—H27C	112.4
C16—C15—H15	120.3	C28'—C27'—H27C	112.4
C24—C16—C15	117.1 (4)	C26'—C27'—H27D	112.4
C24—C16—C17	119.7 (4)	C28'—C27'—H27D	112.4
C15—C16—C17	123.2 (4)	H27C—C27'—H27D	110.0
C18—C17—C16	120.5 (4)	O3'—C28'—C27'	108 (5)
C18—C17—H17	119.8	O3'—C28'—H28C	110.0
C16—C17—H17	119.8	C27'—C28'—H28C	110.0
C17—C18—C19	121.7 (4)	O3'—C28'—H28D	110.0
C17—C18—H18	119.1	C27'—C28'—H28D	110.0
C19—C18—H18	119.1	H28C—C28'—H28D	108.4
C20—C19—C23	117.2 (4)	O3'—C25'—C26'	107 (4)
C20—C19—C18	123.7 (4)	O3'—C25'—H25C	110.4
C23—C19—C18	119.1 (4)	C26'—C25'—H25C	110.4
C21—C20—C19	119.4 (4)	O3'—C25'—H25D	110.4
C21—C20—H20	120.3	C26'—C25'—H25D	110.4
C19—C20—H20	120.3	H25C—C25'—H25D	108.6
C20—C21—C22	119.4 (5)	C25'—O3'—C28'	107 (4)
C20—C21—H21	120.3

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4A···N8i	0.84	2.02	2.857 (6)	173
O2—H2A···O4ii	0.82	2.30	3.116 (5)	173
O2—H2B···N5iii	0.79	2.60	3.154 (5)	128
O1—H1B···N5iii	0.86	2.63	3.377 (6)	147
O1—H1B···N5iii	0.86	2.63	3.377 (6)	147
O1—H1A···N6iv	0.90	2.39	3.250 (5)	161
O4—H4B···N7	0.83	1.99	2.804 (5)	167

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4A⋯N8i	0.84	2.02	2.857 (6)	173
O2—H2A⋯O4ii	0.82	2.30	3.116 (5)	173
O2—H2B⋯N5iii	0.79	2.60	3.154 (5)	128
O1—H1B⋯N5iii	0.86	2.63	3.377 (6)	147
O1—H1B⋯N5iii	0.86	2.63	3.377 (6)	147
O1—H1A⋯N6iv	0.90	2.39	3.250 (5)	161
O4—H4B⋯N7	0.83	1.99	2.804 (5)	167

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