{[μ-N,N′-Bis­(salicyl­idene)-1,3-propane­diaminato](N,N-di­methyl­form­amide)(methanol)­nickel(II)}dibromozinc(II)

In the crystals structure of the title compound, [ZnNiBr₂(C₁₇H₁₆N₂O₂)(C₃H₇NO)(CH₄O)], there is a heterodinuclear nickel(II)–zinc(II) complex mol­ecule, with the Ni²⁺ and Zn²⁺ ions bridged by the phenolic O atoms of the Schiff base N,N′-bis­(salicyl­idene)-2,2′-di­methyl-1,3-propane­diaminate (SALPD²⁻, C₁₇H₁₆N₂O₂) ligand. The coordination geometry around the Ni²⁺ ion is irregular octahedral, involving two O and two N donors of the SALPD²⁻ ligand in the equatorial plane, and O atoms of di­methyl­form­amide and methanol in the apical positions. The Zn²⁺ ion has a distorted tetrahedral coordination.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.015 Å
• R factor = 0.036
• wR factor = 0.079
• Data-to-parameter ratio = 9.6

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level C:



STRVAL_01
         From the CIF: _refine_ls_abs_structure_Flack    0.530
         From the CIF: _refine_ls_abs_structure_Flack_su    0.030
           Alert C Flack test results are ambiguous.

General Notes



REFLT_03
         From the CIF: _diffrn_reflns_theta_max           26.28
         From the CIF: _reflns_number_total               2784
         Count of symmetry unique reflns         2836
         Completeness (_total/calc)             98.17%
         TEST3: Check Friedels for noncentro structure
         Estimate of Friedel pairs measured         0
         Fraction of Friedel pairs measured     0.000
         Are heavy atom types Z>Si present          yes
          WARNING: Large fraction of Friedel related reflns may
                   be needed to determine absolute structure


 0 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 1 Alert Level C = Please check

---

Computing details

Data collection: CAD-4 EXPRESS (Enraf Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON2000 (Spek, 2000); software used to prepare material for publication: WinGX (Farrugia, 1999).

Dibromo-2 K²Br-(N,N'-dimethylformamide-1KO)-(methanole-1KO) -µ-[2,2'-[1,3-propandiylbis(nitrilomethylidene)]diphenolato] 1 K⁴O,N,N',O':2 K²O,O'-nickel(II)zinc(II)

Crystal data

[ZnNiBr2(C17H16N2O2)(C3H7NO)(CH4O)]	F(000) = 1336
Mr = 669.34	Dx = 1.793 Mg m^−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 25 reflections
a = 10.5304 (12) Å	θ = 10.2–18.2°
b = 14.4184 (11) Å	µ = 4.98 mm^−1
c = 16.3327 (13) Å	T = 295 K
V = 2479.8 (4) Å^3	Prism, light blue
Z = 4	0.25 × 0.20 × 0.15 mm

Data collection

Enraf Nonius CAD4 diffractometer	1862 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.064
Graphite monochromator	θmax = 26.3°, θmin = 2.4°
ω/2θ scans	h = 0→13
Absorption correction: ψ scan (North et al., 1968)	k = 0→17
Tmin = 0.315, Tmax = 0.474	l = 0→20
2791 measured reflections	3 standard reflections every 120 min
2784 independent reflections	intensity decay: 2%

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.036	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.079	w = 1/[σ^2(Fo^2) + (0.0354P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
2784 reflections	Δρmax = 0.50 e Å^−3
291 parameters	Δρmin = −0.61 e Å^−3
0 restraints	Absolute structure: (Flack, 1983)
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.53 (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. Number of psi-scan sets used was 7 Theta correction was applied. Averaged transmission function was used. No Fourier smoothing was applied. 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
C1	0.4943 (11)	0.0265 (7)	0.2899 (6)	0.035 (3)
C2	0.5930 (11)	−0.0194 (9)	0.3304 (6)	0.042 (3)
H2	0.6609	−0.0427	0.3003	0.050*
C3	0.5909 (12)	−0.0308 (8)	0.4154 (6)	0.047 (3)
H3	0.6549	−0.0646	0.4408	0.056*
C4	0.4957 (11)	0.0073 (11)	0.4616 (6)	0.054 (4)
H4	0.4967	0.0021	0.5184	0.065*
C5	0.3987 (12)	0.0534 (9)	0.4228 (6)	0.049 (3)
H5	0.3334	0.0785	0.4541	0.059*
C6	0.3950 (9)	0.0639 (7)	0.3373 (5)	0.029 (3)
C7	0.2870 (9)	0.1150 (6)	0.3048 (5)	0.035 (2)
H7	0.2289	0.1361	0.3433	0.042*
C8	0.1477 (10)	0.1880 (8)	0.2147 (6)	0.053 (3)
H81A	0.1263	0.2227	0.2637	0.064*
H82B	0.0785	0.1453	0.2039	0.064*
C9	0.1580 (11)	0.2546 (8)	0.1441 (7)	0.067 (4)
H91A	0.0894	0.2993	0.1481	0.080*
H92B	0.2373	0.2884	0.1491	0.080*
C10	0.1531 (11)	0.2105 (9)	0.0615 (6)	0.062 (4)
H10A	0.0770	0.1728	0.0578	0.075*
H10B	0.1471	0.2588	0.0203	0.075*
C11	0.2888 (10)	0.1406 (7)	−0.0338 (6)	0.041 (3)
H11	0.2359	0.1724	−0.0697	0.049*
C12	0.3874 (10)	0.0851 (7)	−0.0712 (5)	0.034 (3)
C13	0.3840 (11)	0.0768 (8)	−0.1567 (6)	0.044 (3)
H13	0.3195	0.1070	−0.1850	0.053*
C14	0.4688 (12)	0.0275 (9)	−0.2000 (6)	0.050 (3)
H14	0.4635	0.0244	−0.2567	0.060*
C15	0.5646 (12)	−0.0189 (9)	−0.1583 (6)	0.049 (3)
H15	0.6233	−0.0543	−0.1872	0.059*
C16	0.5729 (11)	−0.0125 (9)	−0.0746 (6)	0.047 (3)
H16	0.6382	−0.0434	−0.0477	0.056*
C17	0.4867 (9)	0.0388 (7)	−0.0292 (5)	0.032 (3)
C18	0.3100 (11)	−0.1069 (7)	0.1134 (6)	0.050 (3)
H18	0.3974	−0.1052	0.1050	0.061*
C19	0.1194 (12)	−0.1993 (9)	0.1223 (9)	0.092 (4)
H19A	0.0967	−0.2636	0.1176	0.138*
H19B	0.0737	−0.1640	0.0821	0.138*
H19C	0.0981	−0.1773	0.1760	0.138*
C20	0.3247 (13)	−0.2731 (8)	0.0917 (8)	0.091 (5)
H20A	0.2661	−0.3241	0.0924	0.136*
H20B	0.3888	−0.2826	0.1326	0.136*
H20C	0.3639	−0.2692	0.0387	0.136*
C21	0.5242 (11)	0.2619 (8)	0.2089 (7)	0.062 (3)
H21A	0.5753	0.3147	0.1950	0.093*
H21B	0.5738	0.2188	0.2402	0.093*
H21C	0.4524	0.2817	0.2406	0.093*
Br1	0.70100 (14)	−0.14808 (8)	0.12019 (9)	0.0732 (4)
Br2	0.79403 (10)	0.12241 (8)	0.13298 (8)	0.0611 (3)
N1	0.2615 (7)	0.1347 (5)	0.2307 (4)	0.034 (2)
N2	0.2649 (7)	0.1516 (6)	0.0431 (5)	0.038 (2)
N3	0.2578 (8)	−0.1885 (6)	0.1085 (5)	0.051 (2)
Ni	0.36672 (10)	0.09229 (7)	0.13362 (7)	0.0320 (3)
O1	0.4968 (6)	0.0333 (4)	0.2088 (3)	0.0376 (18)
O2	0.4981 (6)	0.0454 (5)	0.0525 (3)	0.0391 (18)
O3	0.2597 (5)	−0.0322 (4)	0.1275 (5)	0.0469 (17)
O4	0.4811 (6)	0.2181 (5)	0.1360 (5)	0.0533 (18)
Zn	0.63563 (9)	0.00637 (7)	0.12911 (7)	0.0400 (3)
H4A	0.5743	0.2167	0.1304	0.09 (4)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.047 (8)	0.027 (6)	0.032 (5)	−0.013 (5)	−0.007 (5)	0.002 (5)
C2	0.050 (8)	0.049 (8)	0.026 (5)	0.006 (7)	0.003 (5)	0.008 (5)
C3	0.052 (8)	0.049 (8)	0.041 (6)	−0.002 (7)	−0.008 (6)	0.010 (6)
C4	0.048 (8)	0.079 (9)	0.035 (6)	0.009 (7)	−0.004 (6)	0.005 (7)
C5	0.051 (8)	0.062 (9)	0.034 (5)	0.000 (7)	0.012 (6)	−0.002 (6)
C6	0.027 (6)	0.031 (6)	0.029 (5)	−0.006 (5)	0.006 (4)	0.002 (4)
C7	0.034 (5)	0.041 (6)	0.030 (5)	−0.003 (5)	0.002 (4)	−0.003 (5)
C8	0.042 (6)	0.067 (8)	0.050 (6)	0.020 (6)	0.007 (6)	−0.001 (6)
C9	0.063 (7)	0.063 (8)	0.073 (9)	0.026 (6)	0.005 (7)	−0.001 (8)
C10	0.055 (8)	0.076 (9)	0.056 (7)	0.041 (7)	−0.014 (6)	0.001 (7)
C11	0.043 (6)	0.043 (6)	0.037 (6)	0.002 (6)	−0.010 (5)	0.010 (5)
C12	0.041 (7)	0.033 (6)	0.027 (5)	−0.004 (6)	0.001 (5)	0.001 (5)
C13	0.044 (6)	0.052 (7)	0.036 (5)	0.002 (6)	−0.010 (5)	0.005 (5)
C14	0.057 (8)	0.060 (8)	0.033 (6)	−0.015 (7)	−0.003 (6)	−0.007 (6)
C15	0.056 (8)	0.048 (8)	0.044 (6)	0.002 (7)	0.019 (6)	−0.015 (6)
C16	0.043 (7)	0.050 (8)	0.047 (6)	−0.003 (7)	−0.003 (6)	−0.009 (6)
C17	0.032 (6)	0.043 (7)	0.022 (5)	−0.009 (5)	0.002 (4)	0.003 (5)
C18	0.066 (6)	0.040 (6)	0.045 (7)	−0.005 (6)	−0.015 (6)	0.004 (6)
C19	0.089 (9)	0.074 (9)	0.113 (11)	−0.032 (8)	0.002 (12)	−0.004 (11)
C20	0.098 (11)	0.066 (9)	0.109 (11)	0.019 (8)	−0.031 (9)	−0.032 (8)
C21	0.056 (7)	0.063 (8)	0.067 (8)	0.000 (7)	0.002 (7)	−0.012 (7)
Br1	0.0979 (9)	0.0551 (7)	0.0665 (8)	0.0341 (7)	0.0222 (9)	0.0112 (8)
Br2	0.0465 (5)	0.0717 (8)	0.0650 (7)	−0.0042 (6)	0.0009 (8)	0.0060 (7)
N1	0.032 (4)	0.037 (5)	0.034 (5)	0.007 (4)	0.004 (4)	0.001 (4)
N2	0.035 (5)	0.042 (5)	0.036 (5)	0.008 (4)	−0.006 (4)	0.002 (4)
N3	0.070 (6)	0.039 (5)	0.044 (6)	−0.003 (5)	−0.007 (5)	0.001 (5)
Ni	0.0330 (5)	0.0333 (6)	0.0298 (6)	0.0056 (5)	0.0002 (7)	0.0015 (6)
O1	0.040 (4)	0.047 (4)	0.026 (3)	0.011 (3)	0.001 (3)	0.004 (3)
O2	0.036 (4)	0.054 (5)	0.027 (3)	0.008 (3)	−0.001 (3)	−0.002 (3)
O3	0.049 (3)	0.036 (4)	0.056 (4)	−0.006 (3)	0.000 (4)	0.000 (5)
O4	0.056 (4)	0.052 (4)	0.052 (4)	−0.007 (4)	−0.006 (5)	0.003 (4)
Zn	0.0366 (5)	0.0485 (7)	0.0347 (6)	0.0110 (5)	0.0019 (7)	0.0048 (7)

Geometric parameters (Å, º)

Ni—Zn	3.0917 (15)	C14—C15	1.388 (16)
C1—O1	1.329 (10)	C14—H14	0.9300
C1—C2	1.397 (14)	C15—C16	1.373 (13)
C1—C6	1.409 (13)	C15—H15	0.9300
C2—C3	1.398 (12)	C16—C17	1.385 (14)
C2—H2	0.9300	C16—H16	0.9300
C3—C4	1.371 (15)	C17—O2	1.344 (10)
C3—H3	0.9300	C18—O3	1.223 (11)
C4—C5	1.374 (15)	C18—N3	1.301 (12)
C4—H4	0.9300	C18—H18	0.9300
C5—C6	1.404 (12)	C19—N3	1.483 (14)
C5—H5	0.9300	C19—H19A	0.9600
C6—C7	1.455 (13)	C19—H19B	0.9600
C7—N1	1.271 (11)	C19—H19C	0.9600
C7—H7	0.9300	C20—N3	1.435 (14)
C8—N1	1.447 (12)	C20—H20A	0.9600
C8—C9	1.505 (15)	C20—H20B	0.9600
C8—H81A	0.9700	C20—H20C	0.9600
C8—H82B	0.9700	C21—H21A	0.9600
C9—C10	1.493 (15)	C21—H21B	0.9600
C9—H91A	0.9700	C21—H21C	0.9600
C9—H92B	0.9700	Br1—Zn	2.3356 (16)
C10—N2	1.481 (12)	Br2—Zn	2.3634 (15)
C10—H10A	0.9700	N1—Ni	2.028 (7)
C10—H10B	0.9700	N2—Ni	2.017 (8)
C11—N2	1.290 (11)	Ni—O1	2.027 (6)
C11—C12	1.447 (14)	Ni—O2	2.031 (6)
C11—H11	0.9300	Ni—O3	2.122 (6)
C12—C13	1.402 (13)	Ni—O4	2.178 (6)
C12—C17	1.417 (13)	O1—Zn	1.996 (6)
C13—C14	1.343 (15)	O2—Zn	1.995 (6)
C13—H13	0.9300	O4—H4A	0.985
O1—C1—C2	119.5 (10)	O3—C18—N3	128.7 (11)
O1—C1—C6	122.3 (9)	O3—C18—H18	115.7
C2—C1—C6	118.3 (8)	N3—C18—H18	115.7
C3—C2—C1	120.9 (12)	N3—C19—H19A	109.5
C3—C2—H2	119.6	N3—C19—H19B	109.5
C1—C2—H2	119.6	H19A—C19—H19B	109.5
C4—C3—C2	120.8 (13)	N3—C19—H19C	109.5
C4—C3—H3	119.6	H19A—C19—H19C	109.5
C2—C3—H3	119.6	H19B—C19—H19C	109.5
C3—C4—C5	118.9 (10)	N3—C20—H20A	109.5
C3—C4—H4	120.5	N3—C20—H20B	109.5
C5—C4—H4	120.5	H20A—C20—H20B	109.5
C4—C5—C6	122.1 (11)	N3—C20—H20C	109.5
C4—C5—H5	118.9	H20A—C20—H20C	109.5
C6—C5—H5	118.9	H20B—C20—H20C	109.5
C5—C6—C1	119.0 (11)	O4—C21—H21A	109.5
C5—C6—C7	116.1 (10)	O4—C21—H21B	109.5
C1—C6—C7	125.0 (8)	H21A—C21—H21B	109.5
N1—C7—C6	128.7 (9)	O4—C21—H21C	109.5
N1—C7—H7	115.6	H21A—C21—H21C	109.5
C6—C7—H7	115.6	H21B—C21—H21C	109.5
N1—C8—C9	114.7 (9)	C7—N1—C8	117.7 (8)
N1—C8—H81A	108.6	C7—N1—Ni	124.1 (7)
C9—C8—H81A	108.6	C8—N1—Ni	118.1 (6)
N1—C8—H82B	108.6	C11—N2—C10	115.0 (8)
C9—C8—H82B	108.6	C11—N2—Ni	123.9 (7)
H81A—C8—H82B	107.6	C10—N2—Ni	121.1 (6)
C10—C9—C8	114.8 (10)	C18—N3—C20	125.0 (10)
C10—C9—H91A	108.6	C18—N3—C19	120.1 (11)
C8—C9—H91A	108.6	C20—N3—C19	115.0 (11)
C10—C9—H92B	108.6	N2—Ni—O1	169.0 (3)
C8—C9—H92B	108.6	N2—Ni—N1	98.9 (3)
H91A—C9—H92B	107.6	O1—Ni—N1	91.2 (3)
N2—C10—C9	113.6 (9)	N2—Ni—O2	91.4 (3)
N2—C10—H10A	108.8	O1—Ni—O2	78.2 (2)
C9—C10—H10A	108.8	N1—Ni—O2	169.1 (3)
N2—C10—H10B	108.8	N2—Ni—O3	92.4 (3)
C9—C10—H10B	108.8	O1—Ni—O3	91.9 (3)
H10A—C10—H10B	107.7	N1—Ni—O3	90.1 (3)
N2—C11—C12	128.3 (9)	O2—Ni—O3	92.9 (3)
N2—C11—H11	115.8	N2—Ni—O4	87.4 (3)
C12—C11—H11	115.8	O1—Ni—O4	88.0 (3)
C13—C12—C17	117.4 (11)	N1—Ni—O4	92.1 (3)
C13—C12—C11	116.7 (10)	O2—Ni—O4	85.0 (3)
C17—C12—C11	125.8 (8)	O3—Ni—O4	177.8 (3)
C14—C13—C12	123.5 (11)	C1—O1—Zn	130.6 (6)
C14—C13—H13	118.3	C1—O1—Ni	128.5 (6)
C12—C13—H13	118.3	Zn—O1—Ni	100.5 (3)
C13—C14—C15	118.7 (9)	C17—O2—Zn	131.9 (6)
C13—C14—H14	120.6	C17—O2—Ni	127.7 (6)
C15—C14—H14	120.6	Zn—O2—Ni	100.3 (2)
C16—C15—C14	120.1 (12)	C18—O3—Ni	121.6 (7)
C16—C15—H15	119.9	C21—O4—Ni	124.1 (6)
C14—C15—H15	119.9	Ni—O4—H4A	122.1
C15—C16—C17	121.8 (13)	O2—Zn—O1	79.8 (2)
C15—C16—H16	119.1	O2—Zn—Br1	116.4 (2)
C17—C16—H16	119.1	O1—Zn—Br1	116.26 (19)
O2—C17—C16	120.7 (10)	O2—Zn—Br2	109.2 (2)
O2—C17—C12	120.8 (9)	O1—Zn—Br2	111.20 (19)
C16—C17—C12	118.4 (9)	Br1—Zn—Br2	117.95 (6)
O1—C1—C2—C3	−177.7 (12)	C7—N1—Ni—O3	87.8 (8)
C6—C1—C2—C3	2.2 (18)	C8—N1—Ni—O3	−90.0 (7)
C1—C2—C3—C4	−4 (2)	C7—N1—Ni—O4	−92.1 (8)
C2—C3—C4—C5	3 (2)	C8—N1—Ni—O4	90.1 (7)
C3—C4—C5—C6	−1 (2)	C2—C1—O1—Zn	−11.5 (14)
C4—C5—C6—C1	0 (2)	C6—C1—O1—Zn	168.6 (7)
C4—C5—C6—C7	−179.5 (10)	C2—C1—O1—Ni	178.3 (7)
O1—C1—C6—C5	179.7 (10)	C6—C1—O1—Ni	−1.6 (14)
C2—C1—C6—C5	−0.2 (16)	N2—Ni—O1—C1	160.6 (15)
O1—C1—C6—C7	−1.3 (16)	N1—Ni—O1—C1	3.6 (8)
C2—C1—C6—C7	178.8 (10)	O2—Ni—O1—C1	−179.1 (8)
C5—C6—C7—N1	179.5 (11)	O3—Ni—O1—C1	−86.5 (8)
C1—C6—C7—N1	0.4 (17)	O4—Ni—O1—C1	95.6 (8)
N1—C8—C9—C10	75.3 (13)	N2—Ni—O1—Zn	−11.8 (18)
C8—C9—C10—N2	−67.3 (13)	N1—Ni—O1—Zn	−168.9 (3)
N2—C11—C12—C13	173.0 (11)	O2—Ni—O1—Zn	8.5 (2)
N2—C11—C12—C17	−7.0 (17)	O3—Ni—O1—Zn	101.0 (3)
C17—C12—C13—C14	0.2 (19)	O4—Ni—O1—Zn	−76.8 (3)
C11—C12—C13—C14	−179.8 (10)	C16—C17—O2—Zn	9.0 (14)
C12—C13—C14—C15	0.7 (19)	C12—C17—O2—Zn	−170.0 (6)
C13—C14—C15—C16	−1 (2)	C16—C17—O2—Ni	−166.1 (8)
C14—C15—C16—C17	1 (2)	C12—C17—O2—Ni	14.9 (13)
C15—C16—C17—O2	−178.8 (13)	N2—Ni—O2—C17	−16.0 (8)
C15—C16—C17—C12	0.3 (18)	O1—Ni—O2—C17	167.8 (9)
C13—C12—C17—O2	178.3 (10)	N1—Ni—O2—C17	−178.1 (14)
C11—C12—C17—O2	−1.6 (15)	O3—Ni—O2—C17	76.5 (8)
C13—C12—C17—C16	−0.7 (15)	O4—Ni—O2—C17	−103.2 (8)
C11—C12—C17—C16	179.3 (11)	N2—Ni—O2—Zn	167.7 (3)
C6—C7—N1—C8	−179.1 (9)	O1—Ni—O2—Zn	−8.5 (2)
C6—C7—N1—Ni	3.1 (14)	N1—Ni—O2—Zn	5.7 (17)
C9—C8—N1—C7	145.4 (10)	O3—Ni—O2—Zn	−99.8 (3)
C9—C8—N1—Ni	−36.6 (12)	O4—Ni—O2—Zn	80.5 (3)
C12—C11—N2—C10	−177.6 (10)	N3—C18—O3—Ni	179.3 (8)
C12—C11—N2—Ni	1.0 (16)	N2—Ni—O3—C18	121.5 (9)
C9—C10—N2—C11	−155.6 (10)	O1—Ni—O3—C18	−48.4 (9)
C9—C10—N2—Ni	25.7 (13)	N1—Ni—O3—C18	−139.6 (9)
O3—C18—N3—C20	−179.9 (11)	O2—Ni—O3—C18	29.9 (9)
O3—C18—N3—C19	−1.0 (18)	N2—Ni—O4—C21	138.7 (8)
C11—N2—Ni—O1	28 (2)	O1—Ni—O4—C21	−51.3 (8)
C10—N2—Ni—O1	−153.9 (15)	N1—Ni—O4—C21	39.8 (8)
C11—N2—Ni—N1	−175.7 (9)	O2—Ni—O4—C21	−129.6 (8)
C10—N2—Ni—N1	2.9 (8)	C17—O2—Zn—O1	−167.5 (9)
C11—N2—Ni—O2	7.7 (9)	Ni—O2—Zn—O1	8.6 (2)
C10—N2—Ni—O2	−173.7 (8)	C17—O2—Zn—Br1	−53.1 (9)
C11—N2—Ni—O3	−85.2 (9)	Ni—O2—Zn—Br1	122.9 (2)
C10—N2—Ni—O3	93.4 (8)	C17—O2—Zn—Br2	83.5 (8)
C11—N2—Ni—O4	92.6 (9)	Ni—O2—Zn—Br2	−100.5 (2)
C10—N2—Ni—O4	−88.8 (8)	C1—O1—Zn—O2	179.2 (9)
C7—N1—Ni—N2	−179.8 (8)	Ni—O1—Zn—O2	−8.6 (2)
C8—N1—Ni—N2	2.4 (7)	C1—O1—Zn—Br1	64.7 (8)
C7—N1—Ni—O1	−4.1 (8)	Ni—O1—Zn—Br1	−123.1 (2)
C8—N1—Ni—O1	178.1 (7)	C1—O1—Zn—Br2	−74.0 (8)
C7—N1—Ni—O2	−18 (2)	Ni—O1—Zn—Br2	98.2 (2)
C8—N1—Ni—O2	164.3 (14)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4A···Br2	0.99	2.68	3.572 (6)	150
C18—H18···O2	0.93	2.56	3.120 (13)	119