[mu]-Aqua-penta­aqua­[[mu]-3,6-bis(6-methyl-2-pyridyl)­pyridazine]­chloro­dinickel(II) trichloride trihydrate

The title compound, [mu]-aqua-1:2[kappa]²O-penta­aqua-1[kappa]²O,2[kappa]³O-[mu]-3,6-bis(6-methyl-2-pyridyl)­pyridazine-1[kappa]²N¹,N⁶:2[kappa]²N²,N³-chloro-1[kappa]Cl-dinickel(II) trichloride trihydrate, [Ni₂Cl(C₁₆H₁₄­N₄)(H₂O)₆]Cl₃·3H₂O, consists of two Ni^II atoms, a 3,6-bis(6-methyl-2-pyridyl)­pyridazine mol­ecule, four Cl atoms and nine water mol­ecules. The two Ni atoms are octahedrally coordinated by N and Cl atoms, and by water mol­ecules, and the three six-membered rings, a pyridazine and two picolines, are planar to within 0.181 (3) Å. The crystal structure is stabilized by an intra- and intermolecular hydrogen-bonding scheme involving water-water and water-chlorine interactions.

Computing details

Data collection: CAD-4 EXPRESS Software (Enraf-Nonius, 1994); cell refinement: CAD-4 EXPRESS Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

(I)

Crystal data

[Ni2Cl(C16H14N4)(H2O)6]3Cl·3H2O	Z = 2
Mr = 683.68	F(000) = 704
Triclinic, P1	Dx = 1.685 Mg m^−3
a = 11.1807 (11) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.626 (3) Å	Cell parameters from 25 reflections
c = 11.7904 (16) Å	θ = 11.3–14.9°
α = 112.119 (13)°	µ = 1.85 mm^−1
β = 103.677 (10)°	T = 289 K
γ = 96.013 (14)°	Block, light green
V = 1347.2 (4) Å^3	0.56 × 0.50 × 0.33 mm

Data collection

Enraf Nonius CAD-4 diffractometer	3927 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.017
Graphite monochromator	θmax = 25.0°, θmin = 2.1°
non–profiled ω/2θ scans	h = −13→12
Absorption correction: ψ scan (North et al., 1968)	k = −13→12
Tmin = 0.281, Tmax = 0.544	l = 0→14
4975 measured reflections	3 standard reflections every 300 min
4725 independent reflections	intensity decay: 1%

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.080	H atoms: see below
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0401P)^2 + 1.2395P] where P = (Fo^2 + 2Fc^2)/3
4725 reflections	(Δ/σ)max < 0.001
316 parameters	Δρmax = 0.66 e Å^−3
0 restraints	Δρmin = −0.34 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ni1	0.35810 (3)	0.60430 (3)	0.71999 (3)	0.01962 (10)
Ni2	0.25947 (3)	0.30040 (3)	0.72584 (3)	0.02032 (10)
Cl1	0.45475 (7)	0.32757 (7)	0.87802 (7)	0.02993 (18)
Cl2	0.65997 (8)	0.43154 (8)	0.68478 (8)	0.0370 (2)
Cl3	0.23285 (9)	−0.01280 (9)	0.31456 (9)	0.0466 (2)
Cl4	0.03261 (8)	0.33225 (10)	0.33058 (9)	0.0466 (2)
N1	0.3427 (2)	0.7920 (2)	0.8202 (2)	0.0244 (5)
N2	0.2728 (2)	0.5826 (2)	0.8490 (2)	0.0202 (5)
N3	0.2365 (2)	0.4702 (2)	0.8508 (2)	0.0202 (5)
N4	0.1517 (2)	0.2367 (2)	0.8243 (2)	0.0232 (5)
C1	0.4087 (4)	0.8802 (4)	0.6801 (4)	0.0507 (10)
H1A	0.4037	0.7917	0.6311	0.076*
H1B	0.4930	0.9270	0.7026	0.076*
H1C	0.3514	0.9113	0.6299	0.076*
C2	0.3743 (3)	0.8969 (3)	0.7993 (3)	0.0308 (7)
C3	0.3724 (3)	1.0167 (3)	0.8857 (3)	0.0356 (8)
H3A	0.3946	1.0875	0.8700	0.043*
C4	0.3385 (3)	1.0317 (3)	0.9932 (4)	0.0379 (8)
H4A	0.3397	1.1124	1.0522	0.045*
C5	0.3021 (3)	0.9252 (3)	1.0137 (3)	0.0332 (7)
H5A	0.2764	0.9327	1.0852	0.040*
C6	0.3049 (3)	0.8079 (3)	0.9253 (3)	0.0226 (6)
C7	0.2634 (3)	0.6894 (3)	0.9389 (3)	0.0223 (6)
C8	0.2143 (3)	0.6875 (3)	1.0369 (3)	0.0275 (7)
H8A	0.2075	0.7625	1.0993	0.033*
C9	0.1768 (3)	0.5732 (3)	1.0387 (3)	0.0265 (7)
H9A	0.1433	0.5682	1.1022	0.032*
C10	0.1897 (3)	0.4636 (3)	0.9429 (3)	0.0210 (6)
C11	0.1501 (3)	0.3336 (3)	0.9331 (3)	0.0228 (6)
C12	0.1110 (3)	0.3143 (3)	1.0281 (3)	0.0306 (7)
H12	0.1146	0.3826	1.1033	0.037*
C13	0.0659 (3)	0.1901 (3)	1.0087 (3)	0.0355 (8)
H13	0.0407	0.1734	1.0718	0.043*
C14	0.0592 (3)	0.0935 (3)	0.8958 (3)	0.0350 (8)
H14	0.0252	0.0104	0.8798	0.042*
C15	0.1029 (3)	0.1174 (3)	0.8032 (3)	0.0276 (7)
C16	0.0906 (3)	0.0115 (3)	0.6784 (3)	0.0390 (8)
H16A	0.1255	0.0441	0.6267	0.058*
H16B	0.0031	−0.0278	0.6345	0.058*
H16C	0.1351	−0.0502	0.6931	0.058*
OW1	0.36088 (18)	0.40352 (18)	0.64715 (18)	0.0229 (4)
HW1A	0.3431	0.3646	0.5649	0.027*
HW1B	0.4405	0.3970	0.6742	0.027*
OW2	0.3051 (2)	0.2823 (2)	0.3892 (2)	0.0409 (6)
HW2A	0.2877	0.1975	0.3580	0.049*
HW2B	0.2203	0.3012	0.3621	0.049*
OW3	0.4514 (2)	0.6075 (2)	0.5943 (2)	0.0303 (5)
HW3A	0.5253	0.6217	0.6032	0.036*
HW3B	0.4177	0.6053	0.5213	0.036*
OW4	0.1932 (2)	0.5741 (2)	0.5816 (2)	0.0360 (5)
HW4A	0.1564	0.5058	0.5025	0.043*
HW4B	0.1337	0.6155	0.6198	0.043*
OW5	0.5361 (2)	0.6387 (2)	0.84712 (19)	0.0287 (5)
HW5A	0.5419	0.6420	0.9218	0.034*
HW5B	0.5783	0.5811	0.8077	0.034*
OW6	0.0958 (2)	0.2742 (2)	0.5854 (2)	0.0346 (5)
HW6A	0.0789	0.2848	0.5171	0.041*
HW6B	0.0198	0.2738	0.6064	0.041*
OW7	0.2996 (2)	0.1397 (2)	0.6081 (2)	0.0311 (5)
HW7A	0.3719	0.1409	0.6109	0.037*
HW7B	0.2588	0.1055	0.5332	0.037*
OW8	−0.1114 (3)	0.2745 (4)	0.6678 (4)	0.0787 (10)
HW8A	−0.1855	0.3257	0.6590	0.094*
HW8B	−0.1511	0.1938	0.6825	0.094*
OW9	0.5363 (3)	0.1395 (3)	0.6033 (3)	0.0649 (9)
HW9A	0.5837	0.0841	0.6053	0.078*
HW9B	0.5922	0.2150	0.6483	0.078*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0227 (2)	0.01884 (19)	0.0194 (2)	0.00474 (15)	0.00880 (15)	0.00852 (15)
Ni2	0.0251 (2)	0.01704 (19)	0.0185 (2)	0.00299 (15)	0.00835 (15)	0.00640 (15)
Cl1	0.0305 (4)	0.0325 (4)	0.0248 (4)	0.0048 (3)	0.0047 (3)	0.0124 (3)
Cl2	0.0368 (5)	0.0463 (5)	0.0304 (4)	0.0144 (4)	0.0102 (4)	0.0168 (4)
Cl3	0.0463 (5)	0.0462 (5)	0.0338 (5)	0.0100 (4)	0.0109 (4)	0.0027 (4)
Cl4	0.0368 (5)	0.0604 (6)	0.0366 (5)	0.0132 (4)	0.0127 (4)	0.0120 (4)
N1	0.0254 (13)	0.0191 (13)	0.0306 (14)	0.0042 (10)	0.0085 (11)	0.0124 (11)
N2	0.0224 (12)	0.0187 (12)	0.0201 (12)	0.0030 (10)	0.0074 (10)	0.0085 (10)
N3	0.0229 (12)	0.0171 (12)	0.0219 (12)	0.0022 (10)	0.0096 (10)	0.0083 (10)
N4	0.0226 (13)	0.0219 (13)	0.0263 (13)	0.0027 (10)	0.0070 (11)	0.0119 (11)
C1	0.075 (3)	0.040 (2)	0.066 (3)	0.023 (2)	0.040 (2)	0.039 (2)
C2	0.0316 (17)	0.0255 (16)	0.0412 (19)	0.0086 (14)	0.0125 (15)	0.0187 (15)
C3	0.0364 (19)	0.0225 (17)	0.052 (2)	0.0070 (14)	0.0107 (16)	0.0207 (16)
C4	0.0386 (19)	0.0168 (16)	0.048 (2)	0.0059 (14)	0.0071 (17)	0.0056 (15)
C5	0.0404 (19)	0.0213 (16)	0.0343 (18)	0.0066 (14)	0.0128 (15)	0.0067 (14)
C6	0.0229 (15)	0.0186 (15)	0.0260 (16)	0.0047 (12)	0.0068 (12)	0.0092 (13)
C7	0.0242 (15)	0.0194 (15)	0.0211 (15)	0.0051 (12)	0.0068 (12)	0.0062 (12)
C8	0.0330 (17)	0.0235 (16)	0.0251 (16)	0.0087 (13)	0.0125 (13)	0.0061 (13)
C9	0.0291 (16)	0.0320 (17)	0.0212 (15)	0.0070 (13)	0.0124 (13)	0.0110 (13)
C10	0.0198 (14)	0.0237 (15)	0.0199 (14)	0.0050 (12)	0.0065 (12)	0.0091 (12)
C11	0.0219 (15)	0.0241 (15)	0.0226 (15)	0.0028 (12)	0.0059 (12)	0.0108 (13)
C12	0.0329 (17)	0.0336 (18)	0.0270 (17)	0.0019 (14)	0.0115 (14)	0.0142 (14)
C13	0.0406 (19)	0.040 (2)	0.0357 (19)	0.0027 (16)	0.0159 (16)	0.0249 (17)
C14	0.0374 (19)	0.0291 (18)	0.042 (2)	−0.0028 (15)	0.0101 (16)	0.0214 (16)
C15	0.0227 (15)	0.0240 (16)	0.0335 (17)	−0.0002 (12)	0.0054 (13)	0.0124 (14)
C16	0.047 (2)	0.0219 (17)	0.042 (2)	−0.0023 (15)	0.0138 (17)	0.0090 (15)
OW1	0.0260 (11)	0.0218 (10)	0.0216 (10)	0.0053 (9)	0.0096 (9)	0.0082 (9)
OW2	0.0380 (14)	0.0429 (14)	0.0392 (14)	0.0063 (11)	0.0105 (11)	0.0154 (12)
OW3	0.0299 (12)	0.0417 (13)	0.0277 (12)	0.0085 (10)	0.0144 (10)	0.0197 (10)
OW4	0.0271 (12)	0.0433 (14)	0.0297 (12)	0.0108 (10)	0.0043 (10)	0.0084 (11)
OW5	0.0303 (12)	0.0326 (12)	0.0214 (11)	0.0078 (10)	0.0062 (9)	0.0100 (9)
OW6	0.0271 (12)	0.0503 (15)	0.0277 (12)	0.0047 (11)	0.0057 (10)	0.0200 (11)
OW7	0.0346 (12)	0.0247 (11)	0.0272 (12)	0.0054 (9)	0.0103 (10)	0.0032 (9)
OW8	0.057 (2)	0.105 (3)	0.116 (3)	0.0409 (19)	0.050 (2)	0.070 (2)
OW9	0.0447 (16)	0.0462 (17)	0.095 (2)	0.0122 (13)	0.0273 (16)	0.0161 (16)

Geometric parameters (Å, º)

Ni1—OW3	2.013 (2)	C8—H8A	0.9300
Ni1—OW4	2.048 (2)	C9—C10	1.398 (4)
Ni1—N2	2.051 (2)	C9—H9A	0.9300
Ni1—OW5	2.083 (2)	C10—C11	1.483 (4)
Ni1—N1	2.102 (2)	C11—C12	1.377 (4)
Ni1—OW1	2.169 (2)	C12—C13	1.392 (5)
Ni2—OW7	2.033 (2)	C12—H12	0.9300
Ni2—N3	2.057 (2)	C13—C14	1.360 (5)
Ni2—OW6	2.063 (2)	C13—H13	0.9300
Ni2—N4	2.115 (2)	C14—C15	1.400 (4)
Ni2—OW1	2.153 (2)	C14—H14	0.9300
Ni2—Cl1	2.3796 (9)	C15—C16	1.485 (5)
N1—C6	1.357 (4)	C16—H16A	0.9600
N1—C2	1.360 (4)	C16—H16B	0.9600
N2—C7	1.329 (4)	C16—H16C	0.9600
N2—N3	1.337 (3)	OW1—HW1A	0.8628
N3—C10	1.335 (4)	OW1—HW1B	0.893
N4—C15	1.341 (4)	OW2—HW2A	0.893
N4—C11	1.357 (4)	OW2—HW2B	1.001
C1—C2	1.492 (5)	OW3—HW3A	0.799
C1—H1A	0.9600	OW3—HW3B	0.843
C1—H1B	0.9600	OW4—HW4A	0.929
C1—H1C	0.9600	OW4—HW4B	0.960
C2—C3	1.388 (5)	OW5—HW5A	0.853
C3—C4	1.363 (5)	OW5—HW5B	0.907
C3—H3A	0.9300	OW6—HW6A	0.841
C4—C5	1.386 (5)	OW6—HW6B	0.939
C4—H4A	0.9300	OW7—HW7A	0.800
C5—C6	1.379 (4)	OW7—HW7B	0.808
C5—H5A	0.9300	OW8—HW8A	1.077
C6—C7	1.486 (4)	OW8—HW8B	1.086
C7—C8	1.397 (4)	OW9—HW9A	0.880
C8—C9	1.360 (4)	OW9—HW9B	0.905
OW3—Ni1—OW4	88.47 (9)	N1—C6—C5	123.2 (3)
OW3—Ni1—N2	172.94 (9)	N1—C6—C7	115.6 (2)
OW4—Ni1—N2	95.14 (9)	C5—C6—C7	121.2 (3)
OW3—Ni1—OW5	85.24 (9)	N2—C7—C8	121.2 (3)
OW4—Ni1—OW5	173.63 (9)	N2—C7—C6	115.5 (3)
N2—Ni1—OW5	91.22 (9)	C8—C7—C6	123.3 (3)
OW3—Ni1—N1	106.99 (10)	C9—C8—C7	118.4 (3)
OW4—Ni1—N1	90.20 (10)	C9—C8—H8A	120.8
N2—Ni1—N1	79.11 (9)	C7—C8—H8A	120.8
OW5—Ni1—N1	90.67 (9)	C8—C9—C10	118.4 (3)
OW3—Ni1—OW1	84.67 (8)	C8—C9—H9A	120.8
OW4—Ni1—OW1	92.54 (9)	C10—C9—H9A	120.8
N2—Ni1—OW1	89.10 (8)	N3—C10—C9	121.0 (3)
OW5—Ni1—OW1	87.88 (8)	N3—C10—C11	115.5 (2)
N1—Ni1—OW1	168.09 (9)	C9—C10—C11	123.5 (3)
OW7—Ni2—N3	174.70 (9)	N4—C11—C12	122.9 (3)
OW7—Ni2—OW6	90.62 (9)	N4—C11—C10	115.9 (3)
N3—Ni2—OW6	93.56 (10)	C12—C11—C10	121.2 (3)
OW7—Ni2—N4	104.26 (9)	C11—C12—C13	118.4 (3)
N3—Ni2—N4	79.05 (9)	C11—C12—H12	120.8
OW6—Ni2—N4	89.59 (9)	C13—C12—H12	120.8
OW7—Ni2—OW1	87.81 (8)	C14—C13—C12	118.7 (3)
N3—Ni2—OW1	88.97 (8)	C14—C13—H13	120.7
OW6—Ni2—OW1	89.42 (8)	C12—C13—H13	120.7
N4—Ni2—OW1	167.89 (9)	C13—C14—C15	120.9 (3)
OW7—Ni2—Cl1	86.88 (7)	C13—C14—H14	119.5
N3—Ni2—Cl1	88.81 (7)	C15—C14—H14	119.5
OW6—Ni2—Cl1	176.49 (7)	N4—C15—C14	120.3 (3)
N4—Ni2—Cl1	93.40 (7)	N4—C15—C16	119.4 (3)
OW1—Ni2—Cl1	88.03 (6)	C14—C15—C16	120.2 (3)
C6—N1—C2	117.8 (3)	C15—C16—H16A	109.5
C6—N1—Ni1	112.89 (19)	C15—C16—H16B	109.5
C2—N1—Ni1	129.1 (2)	H16A—C16—H16B	109.5
C7—N2—N3	120.6 (2)	C15—C16—H16C	109.5
C7—N2—Ni1	115.85 (19)	H16A—C16—H16C	109.5
N3—N2—Ni1	123.40 (18)	H16B—C16—H16C	109.5
C10—N3—N2	120.4 (2)	Ni2—OW1—Ni1	113.79 (9)
C10—N3—Ni2	115.25 (19)	Ni2—OW1—HW1A	112.34
N2—N3—Ni2	124.13 (18)	Ni1—OW1—HW1A	115.44
C15—N4—C11	118.6 (3)	Ni2—OW1—HW1B	103.81
C15—N4—Ni2	129.2 (2)	Ni1—OW1—HW1B	107.49
C11—N4—Ni2	111.54 (19)	HW1A—OW1—HW1B	102.44
C2—C1—H1A	109.5	HW2A—OW2—HW2B	102.5
C2—C1—H1B	109.5	Ni1—OW3—HW3A	130.56
H1A—C1—H1B	109.5	Ni1—OW3—HW3B	124.57
C2—C1—H1C	109.5	HW3A—OW3—HW3B	104.2
H1A—C1—H1C	109.5	Ni1—OW4—HW4A	129.66
H1B—C1—H1C	109.5	Ni1—OW4—HW4B	110.45
N1—C2—C3	120.8 (3)	HW4A—OW4—HW4B	113.9
N1—C2—C1	118.6 (3)	Ni1—OW5—HW5A	119.03
C3—C2—C1	120.6 (3)	Ni1—OW5—HW5B	108.33
C4—C3—C2	120.6 (3)	HW5A—OW5—HW5B	110.0
C4—C3—H3A	119.7	Ni2—OW6—HW6A	134.7
C2—C3—H3A	119.7	Ni2—OW6—HW6B	118.30
C3—C4—C5	119.2 (3)	HW6A—OW6—HW6B	104.1
C3—C4—H4A	120.4	Ni2—OW7—HW7A	117.13
C5—C4—H4A	120.4	Ni2—OW7—HW7B	119.51
C6—C5—C4	118.3 (3)	HW7A—OW7—HW7B	106.8
C6—C5—H5A	120.9	HW8A—OW8—HW8B	105.6
C4—C5—H5A	120.9	HW9A—OW9—HW9B	102.8
OW3—Ni1—N1—C6	−167.33 (19)	C2—N1—C6—C5	−2.7 (4)
OW4—Ni1—N1—C6	104.2 (2)	Ni1—N1—C6—C5	172.3 (2)
N2—Ni1—N1—C6	9.0 (2)	C2—N1—C6—C7	176.1 (3)
OW5—Ni1—N1—C6	−82.1 (2)	Ni1—N1—C6—C7	−8.9 (3)
OW1—Ni1—N1—C6	0.8 (6)	C4—C5—C6—N1	0.7 (5)
OW3—Ni1—N1—C2	7.1 (3)	C4—C5—C6—C7	−178.0 (3)
OW4—Ni1—N1—C2	−81.4 (3)	N3—N2—C7—C8	−0.6 (4)
N2—Ni1—N1—C2	−176.6 (3)	Ni1—N2—C7—C8	−175.9 (2)
OW5—Ni1—N1—C2	92.3 (3)	N3—N2—C7—C6	−179.1 (2)
OW1—Ni1—N1—C2	175.2 (3)	Ni1—N2—C7—C6	5.6 (3)
OW3—Ni1—N2—C7	142.3 (7)	N1—C6—C7—N2	2.4 (4)
OW4—Ni1—N2—C7	−97.2 (2)	C5—C6—C7—N2	−178.8 (3)
OW5—Ni1—N2—C7	82.5 (2)	N1—C6—C7—C8	−176.0 (3)
N1—Ni1—N2—C7	−7.9 (2)	C5—C6—C7—C8	2.8 (5)
OW1—Ni1—N2—C7	170.4 (2)	N2—C7—C8—C9	0.4 (5)
OW3—Ni1—N2—N3	−32.9 (9)	C6—C7—C8—C9	178.7 (3)
OW4—Ni1—N2—N3	87.7 (2)	C7—C8—C9—C10	0.3 (4)
OW5—Ni1—N2—N3	−92.7 (2)	N2—N3—C10—C9	0.5 (4)
N1—Ni1—N2—N3	176.9 (2)	Ni2—N3—C10—C9	176.0 (2)
OW1—Ni1—N2—N3	−4.8 (2)	N2—N3—C10—C11	178.7 (2)
C7—N2—N3—C10	0.2 (4)	Ni2—N3—C10—C11	−5.8 (3)
Ni1—N2—N3—C10	175.2 (2)	C8—C9—C10—N3	−0.7 (4)
C7—N2—N3—Ni2	−174.9 (2)	C8—C9—C10—C11	−178.8 (3)
Ni1—N2—N3—Ni2	0.0 (3)	C15—N4—C11—C12	6.0 (4)
OW7—Ni2—N3—C10	−118.0 (10)	Ni2—N4—C11—C12	−165.3 (2)
OW6—Ni2—N3—C10	100.1 (2)	C15—N4—C11—C10	−172.3 (3)
N4—Ni2—N3—C10	11.2 (2)	Ni2—N4—C11—C10	16.4 (3)
OW1—Ni2—N3—C10	−170.6 (2)	N3—C10—C11—N4	−7.6 (4)
Cl1—Ni2—N3—C10	−82.5 (2)	C9—C10—C11—N4	170.5 (3)
OW7—Ni2—N3—N2	57.3 (11)	N3—C10—C11—C12	174.1 (3)
OW6—Ni2—N3—N2	−84.6 (2)	C9—C10—C11—C12	−7.7 (4)
N4—Ni2—N3—N2	−173.5 (2)	N4—C11—C12—C13	−3.0 (5)
OW1—Ni2—N3—N2	4.8 (2)	C10—C11—C12—C13	175.2 (3)
Cl1—Ni2—N3—N2	92.8 (2)	C11—C12—C13—C14	−1.7 (5)
OW7—Ni2—N4—C15	−9.2 (3)	C12—C13—C14—C15	3.3 (5)
N3—Ni2—N4—C15	175.0 (3)	C11—N4—C15—C14	−4.2 (4)
OW6—Ni2—N4—C15	81.3 (3)	Ni2—N4—C15—C14	165.3 (2)
OW1—Ni2—N4—C15	166.6 (3)	C11—N4—C15—C16	173.2 (3)
Cl1—Ni2—N4—C15	−96.9 (3)	Ni2—N4—C15—C16	−17.3 (4)
OW7—Ni2—N4—C11	160.89 (19)	C13—C14—C15—N4	−0.3 (5)
N3—Ni2—N4—C11	−14.87 (19)	C13—C14—C15—C16	−177.7 (3)
OW6—Ni2—N4—C11	−108.6 (2)	OW7—Ni2—OW1—Ni1	176.93 (10)
OW1—Ni2—N4—C11	−23.2 (5)	N3—Ni2—OW1—Ni1	−7.28 (10)
Cl1—Ni2—N4—C11	73.25 (19)	OW6—Ni2—OW1—Ni1	86.29 (11)
C6—N1—C2—C3	2.5 (4)	N4—Ni2—OW1—Ni1	0.9 (5)
Ni1—N1—C2—C3	−171.7 (2)	Cl1—Ni2—OW1—Ni1	−96.12 (9)
C6—N1—C2—C1	−176.4 (3)	OW3—Ni1—OW1—Ni2	−176.00 (10)
Ni1—N1—C2—C1	9.5 (5)	OW4—Ni1—OW1—Ni2	−87.78 (11)
N1—C2—C3—C4	−0.2 (5)	N2—Ni1—OW1—Ni2	7.33 (10)
C1—C2—C3—C4	178.6 (3)	OW5—Ni1—OW1—Ni2	98.58 (10)
C2—C3—C4—C5	−1.9 (5)	N1—Ni1—OW1—Ni2	15.4 (5)
C3—C4—C5—C6	1.6 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
OW1—HW1A···OW2	0.863	1.84	2.705 (3)	179.70
OW1—HW1B···Cl2	0.893	2.41	3.232 (2)	153.08
OW2—HW2A···Cl3	0.893	2.28	3.163 (3)	168.64
OW2—HW2B···Cl4	1.001	2.14	3.126 (3)	169.63
OW3—HW3A···OW2^i	0.799	2.06	2.815 (3)	157.05
OW3—HW3B···Cl2^i	0.843	2.23	3.066 (2)	170.12
OW4—HW4A···Cl4	0.929	2.26	3.171 (3)	166.90
OW4—HW4B···Cl4^ii	0.960	2.16	3.097 (2)	166.00
OW5—HW5A···Cl1^iii	0.853	2.24	3.089 (2)	172.56
OW5—HW5B···Cl2	0.907	2.24	3.140 (2)	171.82
OW6—HW6A···Cl4	0.841	2.42	3.257 (2)	175.68
OW6—HW6B···OW8	0.939	1.78	2.715 (4)	171.82
OW7—HW7B···Cl3	0.808	2.35	3.092 (2)	153.35
OW7—HW7A···OW9	0.800	1.86	2.661 (4)	175.42
OW8—HW8B···Cl3^iv	1.086	2.22	3.300 (4)	172.2
OW8—HW8A···Cl2^v	1.077	2.24	3.294 (3)	166.59
OW9—HW9A···Cl3^vi	0.880	2.41	3.235 (3)	155.8
OW9—HW9B···Cl2	0.905	2.39	3.208 (3)	149.8

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+1; (iii) −x+1, −y+1, −z+2; (iv) −x, −y, −z+1; (v) x−1, y, z; (vi) −x+1, −y, −z+1.