Retracted: catena-Poly[[(2,2′-bipyridine)nickel(II)]-μ-imidazole-4,5-dicarboxyl­ato]

The title compound, [Ni(C₅HN₂O₄)(C₁₀H₈N₂)]_n, is isotypic with its Co^II and Zn^II analogues. The asymmetric unit contains two crystallographically independent monomer units with similar geometry. The Ni^II cations have a distorted octa­hedral environment formed by two carboxyl­ate O atoms and by four N atoms, two of which belong to the 2,2′-bipyridine ligands and two to different imidazole rings. One imidazole-4,5-carboxyl­ate ligand is connected to two Ni^II cations, which results in the formation of one-dimensional zigzag chains parallel to [010].

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.027
• wR factor = 0.066
• Data-to-parameter ratio = 13.0

checkCIF/PLATON results

No syntax errors found



Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K
PLAT794_ALERT_5_G Check Predicted Bond Valency for Ni1         (2)       1.69
PLAT794_ALERT_5_G Check Predicted Bond Valency for Ni2         (2)       1.72

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   0 ALERT level C = Check and explain
   4 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

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S1. Comment

In connection with our strucure determination of catena-poly[[(2,2'-bipyridine)cobalt(II)]-µ-imidazole-4,5-dicarboxylato] (Hao et al., 2007), we report here the isotypic structure of the Ni^II compound. The Zn^II analogue (Li et al., 2007) crystallizes also isotypically.

In the title compound, (I), two crystallographically independent monomer units are present in the asymmetric unit. The Ni^II cations have a distorted octahedral coordination sphere formed by two carboxylate O atoms and by four N atoms, two of which belong to the 2,2'-bipyridine ligand and the other two to the imidazole ring (Fig. 1). The Ni—O and Ni—N bond lengths are in the range of 2.1543 (14)–2.2562 (15) and 2.0775 (17)–2.2721 (17) Å, respectively, and are similar to the M—O and M—N bond lengths (M = Co, Zn) observed in the corresponding isotypic structures. The two carboxylate groups of the imidazole-4,5-dicarboxylate ligand coordinate in a monodentate fashion with the Ni^II cations, whereby the connectivity between the cations and the ligands gives rise to one-dimensional zigzag chains along [010] (Fig. 2). The 2,2'-bipyridine ligands are situated in the space between the chains.

Related literature

For the isotypic Co^II and Zn^II structures, see: Hao et al. (2007); Li et al. (2007).

S2. Experimental

All chemicals were purchased from Acros Co. Ltd. The title compound was obtained from the hydrothermal reaction (30 ml autoclave at 452 K for 3 d) of NiCl₂.6H₂O (0.5 mmol), imidazole-4,5-dicarboxylic acid (0.5 mmol), 2,2'-bipyridine (0.5 mmol) and KOH (1 mmol) in 20 ml distilled water. Green crystals were obtained in a yield of approximately 22%. Analysis calculated for C₁₅H₉N₄NiO₄: C 48.96, H 2.47, N 15.23%; Found: C 48.88, H 2.47, N 15.16%.

S3. Refinement

The H atoms were positioned geometrically and refined as riding atoms with C—H= 0.93 Å and U_iso(H)= 1.2U_eq(C).

Computing details

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.

Figures

	Fig. 1. The two independent molecules in (I), displayed with anisotropic displacement ellipsoids at the 30% probability level for all non-H atoms. H atoms are given as spheres of arbitrary radius. [Symmetry code: (i) -x + 1, y + 1/2, -z + 3/2.]
	Fig. 2. A zigzag chain extending parallel to [010] in (I). H atoms have been omitted for clariry.

catena-Poly[[(2,2'-bipyridine)nickel(II)]-µ-imidazole-4,5-dicarboxylato]

Crystal data

[Ni(C5HN2O4)(C10H8N2)]	F(000) = 1496
Mr = 367.97	Dx = 1.714 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 5614 reflections
a = 20.424 (2) Å	θ = 2.3–26.1°
b = 9.6712 (10) Å	µ = 1.39 mm^−1
c = 14.751 (1) Å	T = 293 K
β = 101.798 (1)°	Cube, green
V = 2852.1 (4) Å^3	0.15 × 0.15 × 0.15 mm
Z = 8

Data collection

Bruker APEXII CCD area-detector diffractometer	5614 independent reflections
Radiation source: fine-focus sealed tube	4906 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
φ and ω scans	θmax = 26.1°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −25→20
Tmin = 0.819, Tmax = 0.819	k = −11→10
15248 measured reflections	l = −17→18

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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.066	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.031P)^2 + 1.5005P] where P = (Fo^2 + 2Fc^2)/3
5614 reflections	(Δ/σ)max = 0.039
433 parameters	Δρmax = 0.53 e Å^−3
0 restraints	Δρmin = −0.31 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
C1	0.70626 (11)	0.3208 (2)	0.84600 (14)	0.0280 (5)
H1	0.6703	0.3795	0.8250	0.034*
C2	0.76975 (11)	0.3757 (2)	0.86436 (14)	0.0292 (5)
H2	0.7765	0.4696	0.8565	0.035*
C3	0.82307 (11)	0.2885 (2)	0.89466 (15)	0.0313 (5)
H3	0.8665	0.3227	0.9076	0.038*
C4	0.81098 (10)	0.1489 (2)	0.90560 (14)	0.0295 (5)
H4	0.8464	0.0881	0.9250	0.035*
C5	0.74584 (10)	0.1011 (2)	0.88736 (13)	0.0236 (4)
C6	0.72867 (10)	−0.0457 (2)	0.90085 (13)	0.0243 (4)
C7	0.77634 (11)	−0.1445 (2)	0.93791 (14)	0.0290 (5)
H7	0.8213	−0.1206	0.9544	0.035*
C8	0.75597 (11)	−0.2782 (2)	0.94981 (15)	0.0327 (5)
H8	0.7872	−0.3458	0.9738	0.039*
C9	0.68885 (11)	−0.3107 (2)	0.92581 (16)	0.0330 (5)
H9	0.6739	−0.4000	0.9335	0.040*
C10	0.64444 (11)	−0.2073 (2)	0.89007 (15)	0.0311 (5)
H10	0.5992	−0.2288	0.8743	0.037*
C11	0.52685 (10)	0.2341 (2)	0.94608 (14)	0.0250 (4)
C12	0.51350 (9)	0.3154 (2)	0.85976 (13)	0.0226 (4)
C13	0.52113 (10)	0.3687 (2)	0.72120 (14)	0.0240 (4)
H13	0.5344	0.3682	0.6645	0.029*
C14	0.47021 (10)	0.4233 (2)	0.82990 (13)	0.0218 (4)
C15	0.41987 (10)	0.4930 (2)	0.87196 (14)	0.0249 (4)
C16	0.86416 (12)	1.3021 (2)	0.17951 (16)	0.0336 (5)
H16	0.9088	1.3170	0.2069	0.040*
C17	0.82576 (13)	1.4144 (2)	0.14208 (18)	0.0409 (6)
H17	0.8443	1.5024	0.1434	0.049*
C18	0.75971 (13)	1.3921 (3)	0.10311 (18)	0.0425 (6)
H18	0.7325	1.4654	0.0779	0.051*
C19	0.73392 (12)	1.2599 (2)	0.10156 (15)	0.0349 (5)
H19	0.6892	1.2432	0.0754	0.042*
C20	0.77551 (10)	1.1524 (2)	0.13943 (13)	0.0259 (4)
C21	0.75113 (10)	1.0085 (2)	0.14528 (14)	0.0256 (4)
C22	0.68389 (11)	0.9734 (3)	0.12219 (16)	0.0369 (5)
H22	0.6522	1.0388	0.0959	0.044*
C23	0.66441 (12)	0.8402 (3)	0.13871 (18)	0.0436 (6)
H23	0.6195	0.8156	0.1241	0.052*
C24	0.95914 (9)	0.7532 (2)	0.33096 (13)	0.0207 (4)
C25	0.77823 (11)	0.7847 (2)	0.19550 (15)	0.0298 (5)
H25	0.8108	0.7201	0.2199	0.036*
C26	0.93275 (10)	0.8466 (2)	0.39410 (13)	0.0237 (4)
C27	1.04263 (9)	0.5862 (2)	0.43335 (13)	0.0213 (4)
C28	1.00285 (9)	0.6432 (2)	0.34751 (13)	0.0212 (4)
C29	0.97693 (10)	0.6785 (2)	0.20109 (13)	0.0228 (4)
H29	0.9748	0.6693	0.1378	0.027*
C30	0.71208 (11)	0.7442 (3)	0.17694 (16)	0.0383 (6)
H30	0.7000	0.6547	0.1898	0.046*
N1	0.69405 (8)	0.18621 (18)	0.85704 (11)	0.0246 (4)
N2	0.66336 (8)	−0.07771 (18)	0.87706 (12)	0.0253 (4)
N3	0.54579 (8)	0.28113 (17)	0.79038 (11)	0.0235 (4)
N4	0.47564 (8)	0.45708 (17)	0.74142 (11)	0.0231 (4)
N5	0.79758 (8)	0.91347 (18)	0.17983 (11)	0.0246 (4)
N6	0.94283 (8)	0.77605 (17)	0.23760 (11)	0.0219 (4)
N7	1.01414 (8)	0.59611 (17)	0.26445 (11)	0.0220 (4)
N8	0.84001 (8)	1.17327 (18)	0.17805 (12)	0.0269 (4)
Ni1	0.899423 (11)	0.97523 (2)	0.214416 (15)	0.01502 (7)
Ni2	0.597902 (11)	0.09584 (2)	0.819724 (16)	0.01727 (7)
O1	0.56785 (7)	0.13633 (15)	0.95264 (10)	0.0299 (3)
O2	0.49461 (7)	0.26686 (16)	1.00906 (10)	0.0322 (3)
O3	0.41600 (7)	0.45809 (16)	0.95508 (10)	0.0306 (3)
O4	0.38170 (7)	0.57763 (15)	0.82446 (10)	0.0296 (3)
O5	1.03289 (7)	0.63626 (15)	0.51070 (9)	0.0262 (3)
O6	1.08547 (7)	0.49642 (14)	0.42874 (9)	0.0237 (3)
O7	0.94594 (8)	0.81809 (16)	0.47985 (10)	0.0344 (4)
O8	0.89858 (7)	0.94843 (15)	0.35916 (9)	0.0270 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0278 (11)	0.0235 (11)	0.0318 (11)	0.0002 (9)	0.0040 (9)	0.0035 (9)
C2	0.0332 (12)	0.0245 (11)	0.0292 (11)	−0.0064 (9)	0.0051 (9)	0.0023 (9)
C3	0.0241 (11)	0.0357 (13)	0.0328 (11)	−0.0075 (9)	0.0028 (9)	0.0031 (10)
C4	0.0241 (11)	0.0297 (12)	0.0328 (11)	0.0003 (9)	0.0013 (9)	0.0048 (9)
C5	0.0223 (10)	0.0255 (11)	0.0218 (10)	0.0007 (8)	0.0019 (8)	−0.0001 (8)
C6	0.0221 (10)	0.0263 (11)	0.0232 (10)	−0.0004 (8)	0.0020 (8)	−0.0010 (8)
C7	0.0229 (11)	0.0315 (12)	0.0303 (11)	0.0022 (9)	0.0003 (8)	−0.0005 (9)
C8	0.0333 (12)	0.0264 (12)	0.0359 (12)	0.0079 (10)	0.0010 (10)	0.0044 (10)
C9	0.0357 (13)	0.0224 (11)	0.0398 (13)	−0.0014 (9)	0.0054 (10)	0.0046 (9)
C10	0.0262 (11)	0.0296 (12)	0.0368 (12)	−0.0039 (9)	0.0045 (9)	0.0025 (10)
C11	0.0220 (10)	0.0249 (11)	0.0260 (10)	−0.0036 (9)	−0.0001 (8)	0.0002 (9)
C12	0.0190 (10)	0.0241 (11)	0.0237 (10)	−0.0020 (8)	0.0019 (8)	−0.0006 (8)
C13	0.0216 (10)	0.0264 (11)	0.0237 (10)	0.0017 (8)	0.0038 (8)	0.0000 (8)
C14	0.0187 (10)	0.0222 (10)	0.0234 (10)	−0.0032 (8)	0.0017 (8)	−0.0004 (8)
C15	0.0218 (10)	0.0242 (11)	0.0284 (11)	−0.0039 (8)	0.0044 (8)	−0.0014 (9)
C16	0.0342 (13)	0.0281 (12)	0.0414 (13)	0.0024 (10)	0.0145 (10)	0.0002 (10)
C17	0.0481 (16)	0.0254 (12)	0.0533 (15)	0.0066 (11)	0.0202 (12)	0.0045 (11)
C18	0.0441 (15)	0.0357 (14)	0.0500 (15)	0.0196 (11)	0.0154 (12)	0.0124 (11)
C19	0.0306 (12)	0.0398 (14)	0.0345 (12)	0.0107 (10)	0.0067 (10)	0.0073 (10)
C20	0.0244 (11)	0.0321 (12)	0.0223 (10)	0.0060 (9)	0.0074 (8)	0.0028 (9)
C21	0.0225 (11)	0.0325 (12)	0.0212 (10)	0.0036 (9)	0.0028 (8)	−0.0007 (8)
C22	0.0225 (11)	0.0456 (15)	0.0402 (13)	0.0042 (10)	0.0008 (10)	−0.0012 (11)
C23	0.0224 (12)	0.0523 (16)	0.0536 (15)	−0.0079 (11)	0.0019 (11)	−0.0087 (13)
C24	0.0189 (10)	0.0216 (10)	0.0211 (9)	−0.0006 (8)	0.0028 (8)	0.0008 (8)
C25	0.0278 (11)	0.0269 (12)	0.0335 (12)	−0.0030 (9)	0.0034 (9)	0.0001 (9)
C26	0.0228 (10)	0.0242 (11)	0.0237 (10)	0.0014 (8)	0.0039 (8)	−0.0001 (8)
C27	0.0196 (10)	0.0213 (10)	0.0228 (10)	−0.0026 (8)	0.0039 (8)	0.0000 (8)
C28	0.0202 (10)	0.0217 (10)	0.0211 (9)	−0.0013 (8)	0.0027 (8)	−0.0008 (8)
C29	0.0247 (10)	0.0247 (11)	0.0183 (9)	0.0004 (8)	0.0030 (8)	0.0000 (8)
C30	0.0339 (13)	0.0375 (14)	0.0430 (13)	−0.0103 (11)	0.0064 (10)	−0.0029 (11)
N1	0.0220 (9)	0.0239 (9)	0.0263 (9)	−0.0012 (7)	0.0013 (7)	0.0002 (7)
N2	0.0215 (9)	0.0238 (9)	0.0297 (9)	−0.0012 (7)	0.0033 (7)	0.0019 (7)
N3	0.0213 (9)	0.0253 (9)	0.0230 (8)	0.0009 (7)	0.0027 (7)	−0.0006 (7)
N4	0.0193 (8)	0.0249 (9)	0.0241 (8)	−0.0006 (7)	0.0018 (7)	0.0010 (7)
N5	0.0213 (9)	0.0282 (10)	0.0243 (9)	0.0004 (7)	0.0046 (7)	0.0010 (7)
N6	0.0229 (9)	0.0225 (9)	0.0198 (8)	0.0008 (7)	0.0029 (7)	0.0020 (7)
N7	0.0230 (9)	0.0221 (9)	0.0201 (8)	0.0014 (7)	0.0028 (7)	−0.0004 (7)
N8	0.0253 (9)	0.0261 (10)	0.0300 (9)	0.0032 (7)	0.0073 (7)	0.0010 (8)
Ni1	0.01218 (12)	0.01396 (13)	0.01827 (12)	0.00018 (9)	0.00154 (9)	0.00298 (9)
Ni2	0.01201 (12)	0.01406 (13)	0.02351 (13)	0.00011 (9)	−0.00159 (9)	−0.00094 (9)
O1	0.0289 (8)	0.0294 (8)	0.0297 (8)	0.0042 (7)	0.0017 (6)	0.0053 (6)
O2	0.0350 (9)	0.0362 (9)	0.0261 (8)	0.0005 (7)	0.0081 (7)	0.0033 (7)
O3	0.0313 (8)	0.0339 (9)	0.0290 (8)	−0.0002 (7)	0.0117 (6)	0.0004 (7)
O4	0.0233 (8)	0.0314 (8)	0.0345 (8)	0.0059 (6)	0.0067 (6)	0.0015 (7)
O5	0.0282 (8)	0.0299 (8)	0.0197 (7)	0.0023 (6)	0.0027 (6)	0.0006 (6)
O6	0.0213 (7)	0.0253 (8)	0.0237 (7)	0.0044 (6)	0.0026 (6)	0.0023 (6)
O7	0.0453 (10)	0.0375 (9)	0.0213 (7)	0.0138 (7)	0.0086 (7)	0.0016 (6)
O8	0.0298 (8)	0.0255 (8)	0.0262 (7)	0.0078 (6)	0.0071 (6)	0.0017 (6)

Geometric parameters (Å, º)

C1—N1	1.341 (3)	C18—H18	0.9300
C1—C2	1.376 (3)	C19—C20	1.386 (3)
C1—H1	0.9300	C19—H19	0.9300
C2—C3	1.378 (3)	C20—N8	1.339 (3)
C2—H2	0.9300	C20—C21	1.487 (3)
C3—C4	1.388 (3)	C21—N5	1.344 (3)
C3—H3	0.9300	C21—C22	1.388 (3)
C4—C5	1.382 (3)	C22—C23	1.385 (3)
C4—H4	0.9300	C22—H22	0.9300
C5—N1	1.343 (3)	C23—C30	1.380 (3)
C5—C6	1.486 (3)	C23—H23	0.9300
C6—N2	1.344 (3)	C24—N6	1.367 (2)
C6—C7	1.393 (3)	C24—C28	1.378 (3)
C7—C8	1.381 (3)	C24—C26	1.477 (3)
C7—H7	0.9300	C25—N5	1.341 (3)
C8—C9	1.380 (3)	C25—C30	1.379 (3)
C8—H8	0.9300	C25—H25	0.9300
C9—C10	1.380 (3)	C26—O8	1.255 (2)
C9—H9	0.9300	C26—O7	1.269 (2)
C10—N2	1.337 (3)	C27—O6	1.244 (2)
C10—H10	0.9300	C27—O5	1.292 (2)
C11—O1	1.253 (2)	C27—C28	1.465 (3)
C11—O2	1.283 (2)	C28—N7	1.370 (2)
C11—C12	1.474 (3)	C29—N7	1.340 (2)
C12—N3	1.367 (3)	C29—N6	1.348 (3)
C12—C14	1.380 (3)	C29—H29	0.9300
C13—N4	1.340 (3)	C30—H30	0.9300
C13—N3	1.343 (3)	Ni1—N7^i	2.0869 (16)
C13—H13	0.9300	Ni1—N6	2.1188 (17)
C14—N4	1.372 (3)	Ni1—N5	2.1235 (17)
C14—C15	1.469 (3)	Ni1—N8	2.2721 (17)
C15—O4	1.243 (2)	Ni1—O8	2.1543 (14)
C15—O3	1.290 (2)	Ni1—O6^i	2.2052 (14)
C16—N8	1.338 (3)	Ni2—N4^ii	2.0775 (17)
C16—C17	1.387 (3)	Ni2—N3	2.0840 (17)
C16—H16	0.9300	Ni2—N1	2.1167 (17)
C17—C18	1.371 (4)	Ni2—N2	2.2040 (17)
C17—H17	0.9300	Ni2—O1	2.2060 (15)
C18—C19	1.381 (3)	Ni2—O4^ii	2.2562 (15)
N1—C1—C2	122.8 (2)	C30—C25—H25	118.6
N1—C1—H1	118.6	O8—C26—O7	124.56 (19)
C2—C1—H1	118.6	O8—C26—C24	117.73 (17)
C1—C2—C3	118.6 (2)	O7—C26—C24	117.72 (18)
C1—C2—H2	120.7	O6—C27—O5	123.16 (17)
C3—C2—H2	120.7	O6—C27—C28	119.16 (17)
C2—C3—C4	119.1 (2)	O5—C27—C28	117.63 (17)
C2—C3—H3	120.5	N7—C28—C24	108.64 (16)
C4—C3—H3	120.5	N7—C28—C27	118.86 (17)
C5—C4—C3	119.3 (2)	C24—C28—C27	131.94 (18)
C5—C4—H4	120.3	N7—C29—N6	113.77 (17)
C3—C4—H4	120.3	N7—C29—H29	123.1
N1—C5—C4	121.45 (19)	N6—C29—H29	123.1
N1—C5—C6	116.03 (17)	C23—C30—C25	118.0 (2)
C4—C5—C6	122.51 (19)	C23—C30—H30	121.0
N2—C6—C7	121.41 (19)	C25—C30—H30	121.0
N2—C6—C5	115.71 (18)	C5—N1—C1	118.79 (18)
C7—C6—C5	122.86 (19)	C5—N1—Ni2	117.35 (14)
C8—C7—C6	119.2 (2)	C1—N1—Ni2	123.69 (14)
C8—C7—H7	120.4	C10—N2—C6	118.62 (18)
C6—C7—H7	120.4	C10—N2—Ni2	126.76 (14)
C7—C8—C9	119.3 (2)	C6—N2—Ni2	114.62 (13)
C7—C8—H8	120.3	C13—N3—C12	104.63 (16)
C9—C8—H8	120.3	C13—N3—Ni2	142.82 (14)
C10—C9—C8	118.3 (2)	C12—N3—Ni2	110.93 (13)
C10—C9—H9	120.9	C13—N4—C14	104.74 (16)
C8—C9—H9	120.9	C13—N4—Ni2^iii	141.99 (14)
N2—C10—C9	123.2 (2)	C14—N4—Ni2^iii	112.03 (13)
N2—C10—H10	118.4	C25—N5—C21	119.34 (18)
C9—C10—H10	118.4	C25—N5—Ni1	121.91 (14)
O1—C11—O2	124.32 (19)	C21—N5—Ni1	118.67 (14)
O1—C11—C12	118.16 (18)	C29—N6—C24	104.46 (16)
O2—C11—C12	117.50 (18)	C29—N6—Ni1	143.59 (13)
N3—C12—C14	108.67 (17)	C24—N6—Ni1	108.51 (13)
N3—C12—C11	119.01 (18)	C29—N7—C28	104.53 (16)
C14—C12—C11	132.26 (19)	C29—N7—Ni1^iv	141.18 (14)
N4—C13—N3	113.74 (18)	C28—N7—Ni1^iv	110.15 (12)
N4—C13—H13	123.1	C16—N8—C20	118.33 (18)
N3—C13—H13	123.1	C16—N8—Ni1	127.12 (15)
N4—C14—C12	108.22 (17)	C20—N8—Ni1	113.87 (14)
N4—C14—C15	119.50 (17)	N7^i—Ni1—N6	99.90 (6)
C12—C14—C15	132.07 (19)	N7^i—Ni1—N5	161.90 (6)
O4—C15—O3	123.69 (19)	N6—Ni1—N5	98.05 (6)
O4—C15—C14	118.47 (18)	N7^i—Ni1—O8	95.58 (6)
O3—C15—C14	117.78 (18)	N6—Ni1—O8	79.55 (6)
N8—C16—C17	123.1 (2)	N5—Ni1—O8	89.91 (6)
N8—C16—H16	118.4	N7^i—Ni1—O6^i	79.12 (6)
C17—C16—H16	118.4	N6—Ni1—O6^i	95.92 (6)
C18—C17—C16	118.1 (2)	N5—Ni1—O6^i	96.78 (6)
C18—C17—H17	120.9	O8—Ni1—O6^i	172.42 (5)
C16—C17—H17	120.9	N7^i—Ni1—N8	87.57 (6)
C17—C18—C19	119.5 (2)	N6—Ni1—N8	171.93 (6)
C17—C18—H18	120.3	N5—Ni1—N8	74.38 (6)
C19—C18—H18	120.3	O8—Ni1—N8	102.90 (6)
C18—C19—C20	119.2 (2)	O6^i—Ni1—N8	82.42 (6)
C18—C19—H19	120.4	N4^ii—Ni2—N3	99.91 (6)
C20—C19—H19	120.4	N4^ii—Ni2—N1	158.35 (7)
N8—C20—C19	121.8 (2)	N3—Ni2—N1	96.10 (7)
N8—C20—C21	115.37 (18)	N4^ii—Ni2—N2	90.15 (6)
C19—C20—C21	122.7 (2)	N3—Ni2—N2	168.11 (6)
N5—C21—C22	120.8 (2)	N1—Ni2—N2	75.93 (6)
N5—C21—C20	116.31 (18)	N4^ii—Ni2—O1	101.11 (6)
C22—C21—C20	122.7 (2)	N3—Ni2—O1	78.98 (6)
C23—C22—C21	119.3 (2)	N1—Ni2—O1	96.17 (6)
C23—C22—H22	120.3	N2—Ni2—O1	92.94 (6)
C21—C22—H22	120.3	N4^ii—Ni2—O4^ii	78.28 (6)
C30—C23—C22	119.6 (2)	N3—Ni2—O4^ii	93.22 (6)
C30—C23—H23	120.2	N1—Ni2—O4^ii	86.39 (6)
C22—C23—H23	120.2	N2—Ni2—O4^ii	95.04 (6)
N6—C24—C28	108.60 (17)	O1—Ni2—O4^ii	171.99 (5)
N6—C24—C26	119.41 (17)	C11—O1—Ni2	111.60 (12)
C28—C24—C26	131.89 (18)	C15—O4—Ni2^iii	111.54 (13)
N5—C25—C30	122.8 (2)	C27—O6—Ni1^iv	110.79 (12)
N5—C25—H25	118.6	C26—O8—Ni1	112.64 (12)

Symmetry codes: (i) −x+2, y+1/2, −z+1/2; (ii) −x+1, y−1/2, −z+3/2; (iii) −x+1, y+1/2, −z+3/2; (iv) −x+2, y−1/2, −z+1/2.