Bis{5-methoxy-2-[(2-morpholinoethyl)iminomethyl-κN]phenolato-κO}nickel(II).

The asymmetric unit of the crystal structure of the title compound, [Ni(C(14)H(19)N(2)O(3))(2)], contains two independent Ni(II) complex mol-ecules, with the metal atoms each located on a center of inversion. Each metal atom is chelated by two Schiff base anions in a distorted square-planar coordination environment.

Related literature

The Schiff base exists in the zwitterionic form; see: Mohd Lair et al. (2009 ▶).

Experimental

Crystal data

[Ni(C14H19N2O3)2]

M = 585.33

Triclinic,

a = 10.3358 (1) Å

b = 10.4502 (1) Å

c = 14.8764 (2) Å

α = 72.482 (1)°

β = 78.847 (1)°

γ = 61.926 (1)°

V = 1349.45 (3) Å3

Z = 2

Mo Kα radiation

μ = 0.77 mm−1

T = 100 K

0.45 × 0.35 × 0.25 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.724, T max = 0.831

10299 measured reflections

5978 independent reflections

5388 reflections with I > 2σ(I)

R int = 0.014

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.079

S = 1.02

5978 reflections

357 parameters

H-atom parameters constrained

Δρmax = 0.24 e Å−3

Δρmin = −0.45 e Å−3

Data collection: APEX2 (Bruker, 2008 ▶); cell refinement: SAINT (Bruker, 2008 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809020790/xu2537sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809020790/xu2537Isup2.hkl

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

[Ni(C14H19N2O3)2]	Z = 2
Mr = 585.33	F(000) = 620
Triclinic, P1	Dx = 1.441 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.3358 (1) Å	Cell parameters from 7081 reflections
b = 10.4502 (1) Å	θ = 2.4–28.3°
c = 14.8764 (2) Å	µ = 0.77 mm−1
α = 72.482 (1)°	T = 100 K
β = 78.847 (1)°	Block, brown
γ = 61.926 (1)°	0.45 × 0.35 × 0.25 mm
V = 1349.45 (3) Å3

Bruker SMART APEX diffractometer	5978 independent reflections
Radiation source: fine-focus sealed tube	5388 reflections with I > 2σ(I)
graphite	Rint = 0.014
ω scans	θmax = 27.5°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.724, Tmax = 0.831	k = −13→13
10299 measured reflections	l = −19→18

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.079	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0486P)2 + 0.3802P] where P = (Fo2 + 2Fc2)/3
5978 reflections	(Δ/σ)max = 0.001
357 parameters	Δρmax = 0.24 e Å−3
0 restraints	Δρmin = −0.45 e Å−3

	x	y	z	Uiso*/Ueq
Ni1	0.5000	0.5000	0.5000	0.01251 (7)
Ni2	0.0000	0.5000	0.5000	0.01139 (7)
O1	0.64797 (11)	0.38684 (10)	0.41957 (7)	0.0219 (2)
O2	0.85765 (11)	0.09562 (10)	0.19085 (7)	0.0217 (2)
O3	0.11665 (11)	0.31275 (11)	0.96822 (7)	0.0226 (2)
O4	0.07976 (11)	0.42908 (10)	0.38957 (6)	0.0201 (2)
O5	0.33314 (11)	0.09974 (10)	0.18575 (7)	0.0204 (2)
O6	−0.43863 (13)	0.32859 (12)	0.95338 (8)	0.0333 (3)
N1	0.40989 (12)	0.35698 (11)	0.53370 (7)	0.0165 (2)
N2	0.25322 (12)	0.28136 (11)	0.78382 (8)	0.0171 (2)
N3	0.00294 (12)	0.30250 (11)	0.57283 (7)	0.0160 (2)
N4	−0.25854 (12)	0.37022 (11)	0.78592 (8)	0.0171 (2)
C1	0.65173 (14)	0.28594 (14)	0.38318 (9)	0.0169 (2)
C2	0.75883 (14)	0.24097 (13)	0.30890 (9)	0.0177 (3)
H2	0.8281	0.2812	0.2890	0.021*
C3	0.76314 (14)	0.13913 (14)	0.26538 (9)	0.0175 (3)
C4	0.66694 (15)	0.07116 (14)	0.29655 (9)	0.0199 (3)
H4	0.6729	−0.0013	0.2677	0.024*
C5	0.56494 (14)	0.11209 (13)	0.36923 (9)	0.0182 (3)
H5	0.5003	0.0664	0.3907	0.022*
C6	0.55269 (14)	0.22006 (13)	0.41341 (9)	0.0163 (2)
C7	0.94834 (15)	0.17079 (15)	0.15000 (10)	0.0242 (3)
H7A	1.0063	0.1341	0.0949	0.036*
H7B	1.0146	0.1511	0.1967	0.036*
H7C	0.8862	0.2786	0.1304	0.036*
C8	0.44220 (14)	0.25732 (13)	0.48793 (9)	0.0168 (2)
H8	0.3858	0.2025	0.5060	0.020*
C9	0.29494 (14)	0.36405 (14)	0.61125 (9)	0.0175 (2)
H9A	0.2377	0.3156	0.6020	0.021*
H9B	0.2268	0.4698	0.6103	0.021*
C10	0.36353 (14)	0.28583 (14)	0.70611 (9)	0.0179 (3)
H10A	0.4373	0.1824	0.7049	0.022*
H10B	0.4148	0.3389	0.7171	0.022*
C11	0.32412 (15)	0.17738 (14)	0.87014 (9)	0.0202 (3)
H11A	0.3874	0.2113	0.8890	0.024*
H11B	0.3868	0.0767	0.8586	0.024*
C12	0.20802 (15)	0.17037 (14)	0.94837 (9)	0.0219 (3)
H12A	0.1467	0.1342	0.9296	0.026*
H12B	0.2564	0.0981	1.0062	0.026*
C13	0.04749 (15)	0.41852 (15)	0.88474 (10)	0.0220 (3)
H13A	−0.0127	0.5181	0.8984	0.026*
H13B	−0.0188	0.3884	0.8658	0.026*
C14	0.15997 (15)	0.42874 (14)	0.80402 (9)	0.0195 (3)
H14A	0.1089	0.5005	0.7469	0.023*
H14B	0.2219	0.4659	0.8210	0.023*
C15	0.13013 (14)	0.29600 (13)	0.37536 (9)	0.0156 (2)
C16	0.20321 (14)	0.27219 (13)	0.28691 (9)	0.0162 (2)
H16	0.2144	0.3520	0.2402	0.019*
C17	0.25856 (14)	0.13342 (14)	0.26797 (9)	0.0163 (2)
C18	0.24168 (14)	0.01325 (14)	0.33586 (9)	0.0183 (3)
H18	0.2780	−0.0812	0.3220	0.022*
C19	0.17215 (14)	0.03538 (13)	0.42195 (9)	0.0175 (2)
H19	0.1615	−0.0455	0.4678	0.021*
C20	0.11576 (13)	0.17479 (13)	0.44478 (9)	0.0157 (2)
C21	0.37176 (15)	0.21061 (15)	0.11990 (9)	0.0214 (3)
H21A	0.4315	0.1707	0.0662	0.032*
H21B	0.4280	0.2368	0.1512	0.032*
H21C	0.2821	0.3000	0.0974	0.032*
C22	0.05326 (13)	0.18669 (13)	0.53806 (9)	0.0158 (2)
H22	0.0479	0.0999	0.5794	0.019*
C23	−0.04492 (14)	0.27936 (13)	0.67398 (9)	0.0175 (2)
H23A	0.0000	0.3175	0.7062	0.021*
H23B	−0.0106	0.1710	0.7028	0.021*
C24	−0.21159 (14)	0.35923 (14)	0.68823 (9)	0.0183 (3)
H24A	−0.2481	0.4609	0.6459	0.022*
H24B	−0.2553	0.3042	0.6709	0.022*
C25	−0.22424 (19)	0.22319 (15)	0.85116 (10)	0.0287 (3)
H25A	−0.1165	0.1614	0.8506	0.034*
H25B	−0.2685	0.1715	0.8307	0.034*
C26	−0.2839 (2)	0.24170 (16)	0.94997 (10)	0.0335 (4)
H26A	−0.2591	0.1421	0.9939	0.040*
H26B	−0.2373	0.2910	0.9708	0.040*
C27	−0.47234 (17)	0.47365 (16)	0.89310 (10)	0.0264 (3)
H27A	−0.4271	0.5223	0.9159	0.032*
H27B	−0.5801	0.5354	0.8956	0.032*
C28	−0.41669 (15)	0.46615 (16)	0.79223 (10)	0.0224 (3)
H28A	−0.4690	0.4266	0.7673	0.027*
H28B	−0.4378	0.5681	0.7529	0.027*

	U11	U22	U33	U12	U13	U23
Ni1	0.01396 (11)	0.01469 (11)	0.01148 (12)	−0.00886 (9)	0.00226 (8)	−0.00429 (8)
Ni2	0.01437 (11)	0.00926 (11)	0.01011 (12)	−0.00527 (8)	0.00115 (8)	−0.00286 (8)
O1	0.0239 (5)	0.0239 (5)	0.0250 (5)	−0.0154 (4)	0.0058 (4)	−0.0119 (4)
O2	0.0252 (5)	0.0203 (5)	0.0203 (5)	−0.0112 (4)	0.0053 (4)	−0.0080 (4)
O3	0.0262 (5)	0.0214 (5)	0.0158 (5)	−0.0079 (4)	0.0025 (4)	−0.0051 (4)
O4	0.0277 (5)	0.0132 (4)	0.0181 (5)	−0.0089 (4)	0.0029 (4)	−0.0051 (3)
O5	0.0245 (5)	0.0185 (4)	0.0187 (5)	−0.0098 (4)	0.0050 (4)	−0.0083 (4)
O6	0.0490 (7)	0.0321 (6)	0.0244 (6)	−0.0273 (5)	0.0166 (5)	−0.0102 (4)
N1	0.0167 (5)	0.0199 (5)	0.0139 (5)	−0.0098 (4)	0.0014 (4)	−0.0036 (4)
N2	0.0182 (5)	0.0162 (5)	0.0156 (5)	−0.0077 (4)	0.0016 (4)	−0.0039 (4)
N3	0.0180 (5)	0.0156 (5)	0.0141 (5)	−0.0078 (4)	−0.0004 (4)	−0.0030 (4)
N4	0.0209 (5)	0.0157 (5)	0.0137 (5)	−0.0085 (4)	0.0010 (4)	−0.0027 (4)
C1	0.0187 (6)	0.0156 (5)	0.0156 (6)	−0.0078 (5)	−0.0017 (5)	−0.0021 (4)
C2	0.0181 (6)	0.0158 (6)	0.0185 (6)	−0.0084 (5)	0.0004 (5)	−0.0027 (5)
C3	0.0188 (6)	0.0147 (6)	0.0146 (6)	−0.0052 (5)	−0.0012 (5)	−0.0013 (5)
C4	0.0239 (6)	0.0185 (6)	0.0196 (6)	−0.0102 (5)	−0.0026 (5)	−0.0052 (5)
C5	0.0201 (6)	0.0176 (6)	0.0182 (6)	−0.0104 (5)	−0.0029 (5)	−0.0017 (5)
C6	0.0181 (6)	0.0157 (5)	0.0144 (6)	−0.0079 (5)	−0.0025 (5)	−0.0011 (4)
C7	0.0235 (7)	0.0238 (7)	0.0240 (7)	−0.0115 (6)	0.0067 (6)	−0.0073 (5)
C8	0.0179 (6)	0.0176 (6)	0.0158 (6)	−0.0097 (5)	−0.0027 (5)	−0.0008 (4)
C9	0.0166 (6)	0.0217 (6)	0.0168 (6)	−0.0117 (5)	0.0018 (5)	−0.0046 (5)
C10	0.0169 (6)	0.0211 (6)	0.0171 (6)	−0.0102 (5)	0.0017 (5)	−0.0049 (5)
C11	0.0211 (6)	0.0183 (6)	0.0177 (6)	−0.0068 (5)	0.0010 (5)	−0.0040 (5)
C12	0.0266 (7)	0.0192 (6)	0.0170 (6)	−0.0101 (5)	0.0016 (5)	−0.0024 (5)
C13	0.0214 (6)	0.0215 (6)	0.0184 (7)	−0.0068 (5)	0.0015 (5)	−0.0044 (5)
C14	0.0213 (6)	0.0168 (6)	0.0185 (6)	−0.0081 (5)	0.0014 (5)	−0.0040 (5)
C15	0.0152 (6)	0.0143 (5)	0.0175 (6)	−0.0062 (5)	−0.0023 (5)	−0.0041 (4)
C16	0.0178 (6)	0.0148 (5)	0.0149 (6)	−0.0068 (5)	−0.0010 (5)	−0.0028 (4)
C17	0.0148 (6)	0.0187 (6)	0.0160 (6)	−0.0068 (5)	−0.0008 (5)	−0.0062 (5)
C18	0.0197 (6)	0.0149 (5)	0.0215 (7)	−0.0074 (5)	0.0001 (5)	−0.0072 (5)
C19	0.0188 (6)	0.0147 (5)	0.0201 (6)	−0.0088 (5)	−0.0015 (5)	−0.0029 (5)
C20	0.0158 (6)	0.0153 (5)	0.0170 (6)	−0.0075 (5)	−0.0020 (5)	−0.0036 (5)
C21	0.0230 (7)	0.0207 (6)	0.0177 (6)	−0.0090 (5)	0.0027 (5)	−0.0041 (5)
C22	0.0161 (6)	0.0148 (5)	0.0169 (6)	−0.0081 (5)	−0.0012 (5)	−0.0022 (4)
C23	0.0219 (6)	0.0156 (5)	0.0136 (6)	−0.0085 (5)	0.0006 (5)	−0.0021 (4)
C24	0.0206 (6)	0.0206 (6)	0.0158 (6)	−0.0116 (5)	0.0000 (5)	−0.0035 (5)
C25	0.0451 (9)	0.0177 (6)	0.0179 (7)	−0.0133 (6)	0.0060 (6)	−0.0025 (5)
C26	0.0531 (10)	0.0207 (7)	0.0174 (7)	−0.0136 (7)	0.0068 (7)	−0.0021 (5)
C27	0.0274 (7)	0.0302 (7)	0.0207 (7)	−0.0135 (6)	0.0075 (6)	−0.0090 (6)
C28	0.0206 (6)	0.0297 (7)	0.0189 (7)	−0.0126 (6)	0.0019 (5)	−0.0082 (5)

Ni1—O1i	1.9001 (9)	C9—H9A	0.9900
Ni1—O1	1.9001 (9)	C9—H9B	0.9900
Ni1—N1i	2.0077 (10)	C10—H10A	0.9900
Ni1—N1	2.0077 (10)	C10—H10B	0.9900
Ni2—O4ii	1.8873 (9)	C11—C12	1.5136 (18)
Ni2—O4	1.8873 (9)	C11—H11A	0.9900
Ni2—N3ii	2.0105 (10)	C11—H11B	0.9900
Ni2—N3	2.0105 (10)	C12—H12A	0.9900
O1—C1	1.3052 (15)	C12—H12B	0.9900
O2—C3	1.3627 (16)	C13—C14	1.5180 (18)
O2—C7	1.4319 (16)	C13—H13A	0.9900
O3—C12	1.4237 (16)	C13—H13B	0.9900
O3—C13	1.4312 (16)	C14—H14A	0.9900
O4—C15	1.3048 (15)	C14—H14B	0.9900
O5—C17	1.3613 (16)	C15—C16	1.4140 (18)
O5—C21	1.4360 (15)	C15—C20	1.4225 (16)
O6—C26	1.419 (2)	C16—C17	1.3829 (17)
O6—C27	1.4244 (17)	C16—H16	0.9500
N1—C8	1.2928 (17)	C17—C18	1.4149 (17)
N1—C9	1.4786 (15)	C18—C19	1.3697 (18)
N2—C11	1.4633 (16)	C18—H18	0.9500
N2—C10	1.4650 (16)	C19—C20	1.4141 (17)
N2—C14	1.4700 (16)	C19—H19	0.9500
N3—C22	1.2974 (16)	C20—C22	1.4281 (18)
N3—C23	1.4740 (16)	C21—H21A	0.9800
N4—C24	1.4614 (17)	C21—H21B	0.9800
N4—C28	1.4631 (17)	C21—H21C	0.9800
N4—C25	1.4667 (16)	C22—H22	0.9500
C1—C2	1.4201 (18)	C23—C24	1.5235 (18)
C1—C6	1.4223 (17)	C23—H23A	0.9900
C2—C3	1.3830 (18)	C23—H23B	0.9900
C2—H2	0.9500	C24—H24A	0.9900
C3—C4	1.4129 (18)	C24—H24B	0.9900
C4—C5	1.3698 (19)	C25—C26	1.512 (2)
C4—H4	0.9500	C25—H25A	0.9900
C5—C6	1.4146 (17)	C25—H25B	0.9900
C5—H5	0.9500	C26—H26A	0.9900
C6—C8	1.4270 (18)	C26—H26B	0.9900
C7—H7A	0.9800	C27—C28	1.5109 (19)
C7—H7B	0.9800	C27—H27A	0.9900
C7—H7C	0.9800	C27—H27B	0.9900
C8—H8	0.9500	C28—H28A	0.9900
C9—C10	1.5197 (18)	C28—H28B	0.9900
O1i—Ni1—O1	180.00 (5)	O3—C12—H12B	109.3
O1i—Ni1—N1i	91.36 (4)	C11—C12—H12B	109.3
O1—Ni1—N1i	88.64 (4)	H12A—C12—H12B	108.0
O1i—Ni1—N1	88.64 (4)	O3—C13—C14	111.45 (11)
O1—Ni1—N1	91.36 (4)	O3—C13—H13A	109.3
N1i—Ni1—N1	180.000 (1)	C14—C13—H13A	109.3
O4ii—Ni2—O4	180.000 (1)	O3—C13—H13B	109.3
O4ii—Ni2—N3ii	91.43 (4)	C14—C13—H13B	109.3
O4—Ni2—N3ii	88.57 (4)	H13A—C13—H13B	108.0
O4ii—Ni2—N3	88.57 (4)	N2—C14—C13	110.41 (10)
O4—Ni2—N3	91.43 (4)	N2—C14—H14A	109.6
N3ii—Ni2—N3	180.00 (8)	C13—C14—H14A	109.6
C1—O1—Ni1	129.48 (8)	N2—C14—H14B	109.6
C3—O2—C7	117.40 (10)	C13—C14—H14B	109.6
C12—O3—C13	109.77 (10)	H14A—C14—H14B	108.1
C15—O4—Ni2	131.19 (8)	O4—C15—C16	117.97 (11)
C17—O5—C21	117.05 (10)	O4—C15—C20	123.00 (12)
C26—O6—C27	108.78 (11)	C16—C15—C20	119.02 (11)
C8—N1—C9	115.10 (10)	C17—C16—C15	120.42 (11)
C8—N1—Ni1	123.43 (9)	C17—C16—H16	119.8
C9—N1—Ni1	121.41 (8)	C15—C16—H16	119.8
C11—N2—C10	110.51 (10)	O5—C17—C16	124.33 (11)
C11—N2—C14	108.13 (10)	O5—C17—C18	114.78 (11)
C10—N2—C14	112.35 (10)	C16—C17—C18	120.89 (12)
C22—N3—C23	115.73 (10)	C19—C18—C17	118.91 (11)
C22—N3—Ni2	124.12 (9)	C19—C18—H18	120.5
C23—N3—Ni2	120.03 (8)	C17—C18—H18	120.5
C24—N4—C28	109.14 (10)	C18—C19—C20	122.07 (11)
C24—N4—C25	111.97 (10)	C18—C19—H19	119.0
C28—N4—C25	109.90 (11)	C20—C19—H19	119.0
O1—C1—C2	118.41 (11)	C19—C20—C15	118.67 (12)
O1—C1—C6	123.26 (12)	C19—C20—C22	118.84 (11)
C2—C1—C6	118.33 (12)	C15—C20—C22	122.41 (11)
C3—C2—C1	120.54 (12)	O5—C21—H21A	109.5
C3—C2—H2	119.7	O5—C21—H21B	109.5
C1—C2—H2	119.7	H21A—C21—H21B	109.5
O2—C3—C2	124.17 (11)	O5—C21—H21C	109.5
O2—C3—C4	114.60 (12)	H21A—C21—H21C	109.5
C2—C3—C4	121.22 (12)	H21B—C21—H21C	109.5
C5—C4—C3	118.52 (12)	N3—C22—C20	127.44 (11)
C5—C4—H4	120.7	N3—C22—H22	116.3
C3—C4—H4	120.7	C20—C22—H22	116.3
C4—C5—C6	122.20 (12)	N3—C23—C24	111.20 (10)
C4—C5—H5	118.9	N3—C23—H23A	109.4
C6—C5—H5	118.9	C24—C23—H23A	109.4
C5—C6—C1	119.11 (12)	N3—C23—H23B	109.4
C5—C6—C8	118.53 (11)	C24—C23—H23B	109.4
C1—C6—C8	122.35 (12)	H23A—C23—H23B	108.0
O2—C7—H7A	109.5	N4—C24—C23	111.74 (11)
O2—C7—H7B	109.5	N4—C24—H24A	109.3
H7A—C7—H7B	109.5	C23—C24—H24A	109.3
O2—C7—H7C	109.5	N4—C24—H24B	109.3
H7A—C7—H7C	109.5	C23—C24—H24B	109.3
H7B—C7—H7C	109.5	H24A—C24—H24B	107.9
N1—C8—C6	127.62 (11)	N4—C25—C26	109.78 (11)
N1—C8—H8	116.2	N4—C25—H25A	109.7
C6—C8—H8	116.2	C26—C25—H25A	109.7
N1—C9—C10	110.54 (10)	N4—C25—H25B	109.7
N1—C9—H9A	109.5	C26—C25—H25B	109.7
C10—C9—H9A	109.5	H25A—C25—H25B	108.2
N1—C9—H9B	109.5	O6—C26—C25	111.08 (14)
C10—C9—H9B	109.5	O6—C26—H26A	109.4
H9A—C9—H9B	108.1	C25—C26—H26A	109.4
N2—C10—C9	111.81 (10)	O6—C26—H26B	109.4
N2—C10—H10A	109.3	C25—C26—H26B	109.4
C9—C10—H10A	109.3	H26A—C26—H26B	108.0
N2—C10—H10B	109.3	O6—C27—C28	111.46 (12)
C9—C10—H10B	109.3	O6—C27—H27A	109.3
H10A—C10—H10B	107.9	C28—C27—H27A	109.3
N2—C11—C12	109.55 (11)	O6—C27—H27B	109.3
N2—C11—H11A	109.8	C28—C27—H27B	109.3
C12—C11—H11A	109.8	H27A—C27—H27B	108.0
N2—C11—H11B	109.8	N4—C28—C27	111.16 (12)
C12—C11—H11B	109.8	N4—C28—H28A	109.4
H11A—C11—H11B	108.2	C27—C28—H28A	109.4
O3—C12—C11	111.61 (10)	N4—C28—H28B	109.4
O3—C12—H12A	109.3	C27—C28—H28B	109.4
C11—C12—H12A	109.3	H28A—C28—H28B	108.0
N1i—Ni1—O1—C1	−162.51 (11)	C13—O3—C12—C11	58.29 (14)
N1—Ni1—O1—C1	17.49 (11)	N2—C11—C12—O3	−60.30 (15)
N3ii—Ni2—O4—C15	173.30 (12)	C12—O3—C13—C14	−56.79 (14)
N3—Ni2—O4—C15	−6.70 (12)	C11—N2—C14—C13	−57.87 (14)
O1i—Ni1—N1—C8	166.44 (11)	C10—N2—C14—C13	179.90 (11)
O1—Ni1—N1—C8	−13.56 (11)	O3—C13—C14—N2	57.68 (15)
O1i—Ni1—N1—C9	−10.58 (9)	Ni2—O4—C15—C16	−170.87 (9)
O1—Ni1—N1—C9	169.42 (9)	Ni2—O4—C15—C20	8.59 (19)
O4ii—Ni2—N3—C22	−177.97 (11)	O4—C15—C16—C17	−179.89 (11)
O4—Ni2—N3—C22	2.03 (11)	C20—C15—C16—C17	0.63 (18)
O4ii—Ni2—N3—C23	−2.22 (9)	C21—O5—C17—C16	8.00 (18)
O4—Ni2—N3—C23	177.78 (9)	C21—O5—C17—C18	−171.33 (11)
Ni1—O1—C1—C2	166.26 (9)	C15—C16—C17—O5	−178.45 (12)
Ni1—O1—C1—C6	−12.93 (19)	C15—C16—C17—C18	0.85 (19)
O1—C1—C2—C3	−177.25 (12)	O5—C17—C18—C19	177.94 (12)
C6—C1—C2—C3	1.99 (18)	C16—C17—C18—C19	−1.43 (19)
C7—O2—C3—C2	−6.01 (18)	C17—C18—C19—C20	0.51 (19)
C7—O2—C3—C4	174.14 (11)	C18—C19—C20—C15	0.94 (19)
C1—C2—C3—O2	176.76 (11)	C18—C19—C20—C22	−175.93 (12)
C1—C2—C3—C4	−3.39 (19)	O4—C15—C20—C19	179.04 (12)
O2—C3—C4—C5	−177.91 (11)	C16—C15—C20—C19	−1.50 (18)
C2—C3—C4—C5	2.23 (19)	O4—C15—C20—C22	−4.20 (19)
C3—C4—C5—C6	0.3 (2)	C16—C15—C20—C22	175.25 (12)
C4—C5—C6—C1	−1.59 (19)	C23—N3—C22—C20	−175.40 (12)
C4—C5—C6—C8	179.30 (12)	Ni2—N3—C22—C20	0.52 (19)
O1—C1—C6—C5	179.65 (12)	C19—C20—C22—N3	176.48 (12)
C2—C1—C6—C5	0.45 (18)	C15—C20—C22—N3	−0.3 (2)
O1—C1—C6—C8	−1.3 (2)	C22—N3—C23—C24	−108.75 (12)
C2—C1—C6—C8	179.52 (11)	Ni2—N3—C23—C24	75.15 (12)
C9—N1—C8—C6	−176.67 (12)	C28—N4—C24—C23	171.84 (10)
Ni1—N1—C8—C6	6.13 (19)	C25—N4—C24—C23	−66.25 (14)
C5—C6—C8—N1	−176.71 (12)	N3—C23—C24—N4	−165.34 (10)
C1—C6—C8—N1	4.2 (2)	C24—N4—C25—C26	−176.26 (12)
C8—N1—C9—C10	101.55 (13)	C28—N4—C25—C26	−54.79 (17)
Ni1—N1—C9—C10	−81.20 (11)	C27—O6—C26—C25	−61.61 (15)
C11—N2—C10—C9	167.06 (10)	N4—C25—C26—O6	60.01 (17)
C14—N2—C10—C9	−72.06 (13)	C26—O6—C27—C28	59.59 (16)
N1—C9—C10—N2	−175.82 (10)	C24—N4—C28—C27	176.61 (11)
C10—N2—C11—C12	−177.93 (10)	C25—N4—C28—C27	53.46 (15)
C14—N2—C11—C12	58.71 (13)	O6—C27—C28—N4	−56.47 (16)

Table 1

Selected bond lengths (Å)

Ni1—O1	1.9001 (9)
Ni1—N1	2.0077 (10)
Ni2—O4	1.8873 (9)
Ni2—N3	2.0105 (10)