catena-Poly­[[[aqua­bis(1H-benz­imidazole-κN³)­nickel(II)]-μ-isophthalato-κ²O:O′] hemihydrate]

In the title polymeric complex, [Ni(C₈H₄O₄)(C₇H₆N₂)₂(H₂O)]·0.5H₂O, the Ni^II atoms assume a distorted octahedral coordination geometry, formed by two isophthalate (ISOP) ions, two benz­imidazole (BZIM) molecules and one water mol­ecule. The ISOP dianions bridge the Ni^II atoms through terminal carboxy groups to form zigzag polymeric chains, which are linked to each other via hydrogen bonds. π–π stacking occurs between BZIM rings and between ISOP rings in the crystal structure.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.058
• wR factor = 0.101
• Data-to-parameter ratio = 12.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.60 Ratio
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          7

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

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

---

Computing details

Data collection: PROCESS-AUTO (Rigaku Corporation, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

catena-Poly[[[aquabis(1H-benzimidazole-κN³)nickel(II)]-µ- isophthalato-κ²O:O'] hemihydrate]

Crystal data

[Cu(C8H4O4)(C7H6N2)2(H2O)]·0.5H2O	Z = 4
Mr = 486.12	F(000) = 1004
Triclinic, P1	Dx = 1.619 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 12.1060 (6) Å	Cell parameters from 8095 reflections
b = 13.7927 (8) Å	θ = 2.2–24.0°
c = 13.8994 (9) Å	µ = 1.02 mm^−1
α = 60.813 (3)°	T = 295 K
β = 88.719 (3)°	Plate, green
γ = 80.625 (2)°	0.20 × 0.15 × 0.10 mm
V = 1994.7 (2) Å^3

Data collection

Rigaku R-AXIS RAPID diffractometer	7148 independent reflections
Radiation source: fine-focus sealed tube	4851 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.068
Detector resolution: 10.00 pixels mm^-1	θmax = 25.2°, θmin = 1.7°
ω scans	h = −14→14
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −16→16
Tmin = 0.81, Tmax = 0.90	l = −16→16
15366 measured reflections

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)] = 0.058	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.101	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0347P)^2 + 1.5337P] where P = (Fo^2 + 2Fc^2)/3
7148 reflections	(Δ/σ)max = 0.001
586 parameters	Δρmax = 0.34 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	0.55593 (4)	0.69362 (4)	0.45900 (5)	0.02479 (15)
Ni2	0.91848 (4)	0.18060 (4)	0.30710 (5)	0.02445 (15)
O1	0.4030 (2)	0.7511 (2)	0.3734 (3)	0.0338 (7)
O2	0.3817 (2)	0.6459 (2)	0.2952 (3)	0.0350 (7)
O1W	0.6946 (3)	0.4994 (3)	0.7864 (3)	0.0644 (11)
O3	0.0725 (2)	1.0482 (2)	0.3395 (2)	0.0292 (7)
O4	−0.0724 (2)	1.0825 (2)	0.2290 (2)	0.0268 (7)
O5	0.7088 (2)	0.6105 (2)	0.5514 (2)	0.0297 (7)
O6	0.6598 (2)	0.5596 (2)	0.4346 (2)	0.0306 (7)
O7	0.9155 (2)	0.2468 (2)	0.4103 (3)	0.0350 (7)
O8	1.0678 (2)	0.1573 (2)	0.5269 (3)	0.0410 (8)
O11	0.4857 (2)	0.5594 (2)	0.5903 (2)	0.0310 (7)
O21	0.8531 (2)	0.0458 (2)	0.4397 (2)	0.0289 (7)
N11	0.3891 (3)	0.9005 (3)	0.5778 (3)	0.0311 (9)
H11	0.3266	0.9380	0.5816	0.037*
N13	0.5098 (2)	0.7952 (3)	0.5287 (3)	0.0274 (8)
N21	0.7489 (3)	0.9397 (3)	0.2621 (3)	0.0343 (9)
H21	0.7937	0.9837	0.2582	0.041*
N23	0.6374 (3)	0.8106 (3)	0.3349 (3)	0.0294 (8)
N31	0.5975 (3)	0.3772 (3)	0.2384 (3)	0.0364 (9)
H31	0.5477	0.4168	0.2561	0.044*
N33	0.7610 (3)	0.2765 (3)	0.2406 (3)	0.0267 (8)
N41	1.1134 (3)	0.4360 (3)	0.1439 (4)	0.0467 (11)
H41	1.1450	0.4865	0.1461	0.056*
N43	1.0072 (3)	0.3035 (3)	0.1952 (3)	0.0310 (9)
C12	0.4051 (3)	0.8467 (3)	0.5195 (4)	0.0316 (10)
H12	0.3482	0.8454	0.4764	0.038*
C14	0.6789 (3)	0.7908 (4)	0.6364 (4)	0.0332 (10)
H14	0.7308	0.7468	0.6170	0.040*
C15	0.7105 (4)	0.8293 (4)	0.7038 (4)	0.0399 (12)
H15	0.7856	0.8130	0.7279	0.048*
C16	0.6342 (4)	0.8918 (4)	0.7375 (4)	0.0401 (12)
H16	0.6591	0.9144	0.7850	0.048*
C17	0.5227 (4)	0.9209 (4)	0.7019 (4)	0.0382 (12)
H17	0.4711	0.9625	0.7243	0.046*
C18	0.4912 (3)	0.8851 (3)	0.6312 (4)	0.0301 (10)
C19	0.5662 (3)	0.8197 (3)	0.5976 (4)	0.0268 (10)
C22	0.7050 (3)	0.8668 (3)	0.3538 (4)	0.0314 (10)
H22	0.7206	0.8569	0.4236	0.038*
C24	0.5846 (4)	0.8186 (4)	0.1565 (4)	0.0409 (12)
H24	0.5389	0.7640	0.1861	0.049*
C25	0.6026 (4)	0.8728 (5)	0.0448 (5)	0.0580 (15)
H25	0.5675	0.8540	−0.0011	0.070*
C26	0.6706 (4)	0.9534 (4)	−0.0007 (4)	0.0502 (13)
H26	0.6801	0.9869	−0.0761	0.060*
C27	0.7247 (4)	0.9855 (4)	0.0626 (4)	0.0422 (12)
H27	0.7696	1.0407	0.0322	0.051*
C28	0.7080 (3)	0.9302 (3)	0.1749 (4)	0.0300 (10)
C29	0.6380 (3)	0.8498 (4)	0.2217 (4)	0.0315 (10)
C32	0.7027 (3)	0.3317 (3)	0.2842 (4)	0.0309 (10)
H32	0.7312	0.3388	0.3416	0.037*
C34	0.7041 (3)	0.2462 (4)	0.0837 (4)	0.0355 (11)
H34	0.7728	0.2059	0.0817	0.043*
C35	0.6137 (4)	0.2687 (4)	0.0126 (4)	0.0450 (13)
H35	0.6219	0.2430	−0.0382	0.054*
C36	0.5107 (4)	0.3289 (4)	0.0151 (4)	0.0464 (13)
H36	0.4519	0.3421	−0.0341	0.056*
C37	0.4929 (3)	0.3696 (4)	0.0880 (4)	0.0405 (12)
H37	0.4237	0.4088	0.0904	0.049*
C38	0.5844 (3)	0.3485 (3)	0.1577 (4)	0.0299 (10)
C39	0.6882 (3)	0.2861 (3)	0.1579 (3)	0.0269 (9)
C42	1.0436 (4)	0.3754 (4)	0.2167 (4)	0.0413 (12)
H42	1.0229	0.3839	0.2773	0.050*
C44	1.0519 (4)	0.2667 (4)	0.0346 (4)	0.0425 (12)
H44	1.0065	0.2127	0.0532	0.051*
C45	1.1161 (4)	0.2977 (5)	−0.0563 (4)	0.0560 (14)
H45	1.1155	0.2622	−0.0984	0.067*
C46	1.1818 (4)	0.3814 (5)	−0.0857 (5)	0.0574 (15)
H46	1.2231	0.4010	−0.1478	0.069*
C47	1.1870 (4)	0.4346 (4)	−0.0267 (4)	0.0472 (13)
H47	1.2306	0.4904	−0.0471	0.057*
C48	1.1247 (3)	0.4026 (4)	0.0660 (4)	0.0349 (11)
C49	1.0582 (3)	0.3195 (3)	0.0965 (4)	0.0289 (10)
C51	0.2386 (3)	0.8011 (3)	0.2583 (3)	0.0232 (9)
C52	0.1885 (3)	0.8837 (3)	0.2855 (3)	0.0225 (9)
H52	0.2260	0.8953	0.3357	0.027*
C53	0.0837 (3)	0.9478 (3)	0.2381 (3)	0.0231 (9)
C54	0.0310 (3)	0.9339 (3)	0.1589 (3)	0.0277 (10)
H54	−0.0378	0.9786	0.1245	0.033*
C55	0.0799 (3)	0.8542 (3)	0.1307 (3)	0.0294 (10)
H55	0.0443	0.8453	0.0776	0.035*
C56	0.1826 (3)	0.7874 (3)	0.1822 (3)	0.0298 (10)
H56	0.2141	0.7322	0.1648	0.036*
C57	0.3502 (3)	0.7261 (3)	0.3137 (4)	0.0267 (10)
C58	0.0260 (3)	1.0293 (3)	0.2721 (3)	0.0245 (9)
C61	0.8337 (3)	0.4638 (3)	0.5424 (3)	0.0236 (9)
C62	0.8567 (3)	0.3908 (3)	0.4992 (3)	0.0246 (9)
H62	0.8056	0.3949	0.4478	0.030*
C63	0.9554 (3)	0.3118 (3)	0.5324 (3)	0.0240 (9)
C64	1.0308 (3)	0.3078 (3)	0.6093 (3)	0.0262 (9)
H64	1.0971	0.2555	0.6322	0.031*
C65	1.0084 (3)	0.3798 (3)	0.6515 (4)	0.0308 (10)
H65	1.0595	0.3761	0.7026	0.037*
C66	0.9108 (3)	0.4574 (3)	0.6186 (4)	0.0275 (10)
H66	0.8963	0.5060	0.6476	0.033*
C67	0.7288 (3)	0.5484 (3)	0.5078 (3)	0.0255 (9)
C68	0.9818 (3)	0.2315 (3)	0.4877 (4)	0.0250 (9)
H1A	0.7210	0.5149	0.7228	0.050*
H1B	0.6547	0.4476	0.7977	0.050*
H11A	0.4240	0.5448	0.5735	0.050*
H11B	0.5310	0.4940	0.6104	0.050*
H21A	0.8627	0.0415	0.5079	0.050*
H21B	0.8867	−0.0272	0.4558	0.050*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0214 (3)	0.0254 (3)	0.0320 (4)	−0.0009 (2)	−0.0002 (2)	−0.0183 (3)
Ni2	0.0229 (3)	0.0254 (3)	0.0292 (3)	−0.0001 (2)	−0.0014 (2)	−0.0176 (3)
O1	0.0252 (15)	0.0392 (17)	0.044 (2)	0.0023 (13)	−0.0058 (13)	−0.0273 (16)
O2	0.0312 (16)	0.0305 (16)	0.047 (2)	0.0049 (13)	−0.0037 (14)	−0.0247 (16)
O1W	0.091 (3)	0.061 (2)	0.060 (3)	−0.036 (2)	0.021 (2)	−0.038 (2)
O3	0.0291 (15)	0.0333 (16)	0.0340 (19)	−0.0086 (13)	0.0013 (13)	−0.0223 (15)
O4	0.0241 (14)	0.0271 (15)	0.0311 (18)	0.0019 (12)	−0.0035 (12)	−0.0173 (14)
O5	0.0303 (15)	0.0289 (15)	0.0382 (19)	0.0031 (13)	−0.0019 (13)	−0.0251 (15)
O6	0.0254 (14)	0.0287 (16)	0.0401 (19)	0.0009 (12)	−0.0062 (13)	−0.0200 (15)
O7	0.0363 (16)	0.0366 (17)	0.043 (2)	0.0018 (14)	−0.0031 (14)	−0.0298 (16)
O8	0.0338 (17)	0.0359 (17)	0.062 (2)	0.0082 (15)	−0.0083 (15)	−0.0346 (17)
O11	0.0261 (15)	0.0259 (15)	0.044 (2)	−0.0031 (12)	0.0026 (13)	−0.0197 (15)
O21	0.0273 (15)	0.0289 (15)	0.0316 (18)	0.0029 (12)	−0.0008 (13)	−0.0180 (14)
N11	0.0228 (17)	0.034 (2)	0.045 (2)	0.0008 (15)	0.0025 (16)	−0.0275 (19)
N13	0.0224 (18)	0.0290 (19)	0.035 (2)	−0.0018 (15)	0.0005 (15)	−0.0195 (18)
N21	0.0298 (19)	0.032 (2)	0.042 (3)	−0.0121 (16)	0.0024 (17)	−0.0170 (19)
N23	0.0262 (18)	0.0266 (19)	0.036 (2)	−0.0027 (15)	0.0020 (16)	−0.0163 (18)
N31	0.030 (2)	0.037 (2)	0.043 (3)	0.0062 (17)	0.0025 (17)	−0.024 (2)
N33	0.0256 (17)	0.0288 (19)	0.029 (2)	−0.0004 (15)	0.0034 (15)	−0.0180 (17)
N41	0.058 (3)	0.040 (2)	0.051 (3)	−0.017 (2)	0.003 (2)	−0.027 (2)
N43	0.0270 (18)	0.0276 (19)	0.042 (3)	−0.0035 (16)	−0.0022 (16)	−0.0203 (19)
C12	0.024 (2)	0.038 (2)	0.038 (3)	−0.0019 (19)	−0.0029 (19)	−0.023 (2)
C14	0.028 (2)	0.036 (2)	0.039 (3)	−0.0007 (19)	0.0012 (19)	−0.022 (2)
C15	0.029 (2)	0.041 (3)	0.052 (3)	0.000 (2)	−0.007 (2)	−0.026 (3)
C16	0.051 (3)	0.037 (3)	0.037 (3)	−0.008 (2)	−0.006 (2)	−0.022 (2)
C17	0.046 (3)	0.037 (3)	0.041 (3)	0.000 (2)	0.005 (2)	−0.028 (2)
C18	0.030 (2)	0.027 (2)	0.035 (3)	−0.0037 (19)	0.0054 (19)	−0.017 (2)
C19	0.027 (2)	0.023 (2)	0.034 (3)	−0.0064 (18)	0.0036 (18)	−0.016 (2)
C22	0.028 (2)	0.031 (2)	0.031 (3)	0.001 (2)	−0.0014 (19)	−0.015 (2)
C24	0.046 (3)	0.048 (3)	0.044 (3)	−0.023 (2)	0.010 (2)	−0.029 (3)
C25	0.069 (4)	0.074 (4)	0.053 (4)	−0.031 (3)	0.016 (3)	−0.044 (3)
C26	0.060 (3)	0.060 (3)	0.038 (3)	−0.023 (3)	0.014 (3)	−0.028 (3)
C27	0.039 (3)	0.041 (3)	0.046 (3)	−0.015 (2)	0.007 (2)	−0.019 (3)
C28	0.028 (2)	0.033 (2)	0.033 (3)	−0.0070 (19)	0.0021 (19)	−0.019 (2)
C29	0.025 (2)	0.034 (2)	0.035 (3)	−0.0045 (19)	0.0040 (19)	−0.017 (2)
C32	0.033 (2)	0.029 (2)	0.033 (3)	−0.002 (2)	−0.0002 (19)	−0.017 (2)
C34	0.029 (2)	0.042 (3)	0.042 (3)	0.002 (2)	−0.001 (2)	−0.028 (2)
C35	0.044 (3)	0.053 (3)	0.046 (3)	−0.004 (2)	−0.006 (2)	−0.031 (3)
C36	0.043 (3)	0.046 (3)	0.044 (3)	−0.002 (2)	−0.016 (2)	−0.018 (3)
C37	0.025 (2)	0.037 (3)	0.050 (3)	0.004 (2)	−0.005 (2)	−0.016 (2)
C38	0.028 (2)	0.024 (2)	0.033 (3)	−0.0018 (19)	0.0026 (19)	−0.011 (2)
C39	0.025 (2)	0.026 (2)	0.028 (3)	−0.0036 (18)	−0.0018 (18)	−0.012 (2)
C42	0.049 (3)	0.035 (3)	0.046 (3)	−0.010 (2)	0.009 (2)	−0.024 (3)
C44	0.055 (3)	0.045 (3)	0.031 (3)	−0.015 (2)	−0.001 (2)	−0.019 (2)
C45	0.075 (4)	0.060 (3)	0.038 (3)	−0.021 (3)	0.011 (3)	−0.026 (3)
C46	0.065 (4)	0.061 (4)	0.042 (4)	−0.018 (3)	0.011 (3)	−0.020 (3)
C47	0.044 (3)	0.043 (3)	0.045 (3)	−0.016 (2)	0.001 (2)	−0.011 (3)
C48	0.031 (2)	0.032 (2)	0.038 (3)	−0.005 (2)	−0.004 (2)	−0.014 (2)
C49	0.024 (2)	0.028 (2)	0.031 (3)	0.0006 (19)	−0.0049 (18)	−0.013 (2)
C51	0.023 (2)	0.018 (2)	0.025 (2)	−0.0043 (17)	0.0012 (17)	−0.0073 (18)
C52	0.022 (2)	0.024 (2)	0.024 (2)	−0.0056 (17)	0.0002 (17)	−0.0137 (19)
C53	0.024 (2)	0.023 (2)	0.024 (2)	−0.0059 (17)	0.0014 (17)	−0.0119 (19)
C54	0.025 (2)	0.031 (2)	0.027 (3)	−0.0020 (18)	−0.0042 (18)	−0.015 (2)
C55	0.035 (2)	0.032 (2)	0.026 (3)	−0.006 (2)	−0.0017 (19)	−0.018 (2)
C56	0.033 (2)	0.031 (2)	0.029 (3)	−0.0055 (19)	0.0072 (19)	−0.018 (2)
C57	0.025 (2)	0.028 (2)	0.027 (3)	−0.0059 (18)	0.0042 (18)	−0.012 (2)
C58	0.025 (2)	0.022 (2)	0.026 (2)	−0.0038 (18)	0.0023 (18)	−0.0113 (19)
C61	0.0210 (19)	0.021 (2)	0.025 (2)	−0.0033 (17)	0.0013 (17)	−0.0076 (18)
C62	0.026 (2)	0.027 (2)	0.024 (2)	−0.0036 (18)	−0.0006 (17)	−0.015 (2)
C63	0.023 (2)	0.0179 (19)	0.029 (2)	−0.0012 (17)	0.0017 (17)	−0.0106 (18)
C64	0.024 (2)	0.025 (2)	0.026 (3)	0.0015 (17)	−0.0005 (17)	−0.011 (2)
C65	0.033 (2)	0.034 (2)	0.027 (3)	−0.004 (2)	−0.0052 (19)	−0.016 (2)
C66	0.029 (2)	0.025 (2)	0.034 (3)	−0.0036 (18)	0.0040 (19)	−0.020 (2)
C67	0.025 (2)	0.024 (2)	0.025 (3)	−0.0033 (18)	0.0008 (18)	−0.011 (2)
C68	0.026 (2)	0.023 (2)	0.030 (3)	−0.0055 (19)	0.0044 (19)	−0.016 (2)

Geometric parameters (Å, º)

Ni1—O1	2.042 (3)	C22—H22	0.9300
Ni1—O5	2.089 (3)	C24—C25	1.386 (7)
Ni1—O6	2.224 (3)	C24—C29	1.387 (6)
Ni1—O11	2.152 (3)	C24—H24	0.9300
Ni1—N13	2.064 (3)	C25—C26	1.379 (7)
Ni1—N23	2.068 (4)	C25—H25	0.9300
Ni2—O3^i	2.267 (3)	C26—C27	1.380 (7)
Ni2—O4^i	2.098 (3)	C26—H26	0.9300
Ni2—O7	2.039 (3)	C27—C28	1.390 (6)
Ni2—O21	2.134 (3)	C27—H27	0.9300
Ni2—N33	2.075 (3)	C28—C29	1.396 (6)
Ni2—N43	2.096 (4)	C32—H32	0.9300
O1—C57	1.261 (5)	C34—C35	1.381 (6)
O2—C57	1.252 (5)	C34—C39	1.383 (6)
O1W—H1A	0.869	C34—H34	0.9300
O1W—H1B	0.877	C35—C36	1.391 (6)
O3—C58	1.253 (5)	C35—H35	0.9300
O4—C58	1.279 (4)	C36—C37	1.376 (7)
O5—C67	1.261 (5)	C36—H36	0.9300
O6—C67	1.265 (5)	C37—C38	1.385 (6)
O7—C68	1.267 (5)	C37—H37	0.9300
O8—C68	1.250 (4)	C38—C39	1.403 (5)
O11—H11A	0.869	C42—H42	0.9300
O11—H11B	0.891	C44—C49	1.380 (6)
O21—H21A	0.929	C44—C45	1.386 (7)
O21—H21B	0.939	C44—H44	0.9300
N11—C12	1.333 (5)	C45—C46	1.399 (7)
N11—C18	1.388 (5)	C45—H45	0.9300
N11—H11	0.8600	C46—C47	1.349 (7)
N13—C12	1.323 (5)	C46—H46	0.9300
N13—C19	1.384 (5)	C47—C48	1.390 (7)
N21—C22	1.346 (5)	C47—H47	0.9300
N21—C28	1.392 (5)	C48—C49	1.398 (6)
N21—H21	0.8600	C51—C56	1.372 (6)
N23—C22	1.326 (5)	C51—C52	1.412 (5)
N23—C29	1.392 (5)	C51—C57	1.518 (5)
N31—C32	1.344 (5)	C52—C53	1.389 (5)
N31—C38	1.380 (5)	C52—H52	0.9300
N31—H31	0.8600	C53—C54	1.391 (5)
N33—C32	1.304 (5)	C53—C58	1.491 (5)
N33—C39	1.406 (5)	C54—C55	1.381 (5)
N41—C42	1.343 (6)	C54—H54	0.9300
N41—C48	1.366 (6)	C55—C56	1.390 (5)
N41—H41	0.8600	C55—H55	0.9300
N43—C42	1.305 (5)	C56—H56	0.9300
N43—C49	1.422 (5)	C61—C66	1.389 (5)
C12—H12	0.9300	C61—C62	1.393 (5)
C14—C15	1.368 (6)	C61—C67	1.484 (5)
C14—C19	1.398 (5)	C62—C63	1.392 (5)
C14—H14	0.9300	C62—H62	0.9300
C15—C16	1.389 (6)	C63—C64	1.396 (5)
C15—H15	0.9300	C63—C68	1.505 (5)
C16—C17	1.374 (6)	C64—C65	1.370 (6)
C16—H16	0.9300	C64—H64	0.9300
C17—C18	1.380 (6)	C65—C66	1.372 (5)
C17—H17	0.9300	C65—H65	0.9300
C18—C19	1.409 (5)	C66—H66	0.9300
O1—Ni1—N13	89.53 (12)	C27—C26—H26	119.1
O1—Ni1—N23	95.58 (13)	C25—C26—H26	119.1
N13—Ni1—N23	93.46 (13)	C26—C27—C28	115.8 (4)
O1—Ni1—O5	171.22 (11)	C26—C27—H27	122.1
N13—Ni1—O5	96.81 (12)	C28—C27—H27	122.1
N23—Ni1—O5	90.10 (12)	C27—C28—N21	131.6 (4)
O1—Ni1—O11	88.55 (11)	C27—C28—C29	123.0 (4)
N13—Ni1—O11	90.57 (12)	N21—C28—C29	105.3 (4)
N23—Ni1—O11	174.24 (11)	C24—C29—N23	130.2 (4)
O5—Ni1—O11	85.34 (11)	C24—C29—C28	120.1 (4)
O1—Ni1—O6	112.62 (11)	N23—C29—C28	109.7 (4)
N13—Ni1—O6	157.45 (12)	N33—C32—N31	113.7 (4)
N23—Ni1—O6	88.64 (12)	N33—C32—H32	123.2
O5—Ni1—O6	60.71 (10)	N31—C32—H32	123.2
O11—Ni1—O6	86.07 (10)	C35—C34—C39	117.3 (4)
O1—Ni1—C67	142.72 (13)	C35—C34—H34	121.4
N13—Ni1—C67	127.08 (13)	C39—C34—H34	121.4
N23—Ni1—C67	89.53 (13)	C34—C35—C36	121.7 (5)
O5—Ni1—C67	30.30 (12)	C34—C35—H35	119.1
O11—Ni1—C67	84.76 (11)	C36—C35—H35	119.1
O6—Ni1—C67	30.41 (11)	C37—C36—C35	122.1 (4)
O7—Ni2—N33	88.46 (12)	C37—C36—H36	119.0
O7—Ni2—N43	90.59 (13)	C35—C36—H36	119.0
N33—Ni2—N43	95.09 (13)	C36—C37—C38	115.9 (4)
O7—Ni2—O4^i	168.97 (11)	C36—C37—H37	122.0
N33—Ni2—O4^i	97.93 (11)	C38—C37—H37	122.0
N43—Ni2—O4^i	97.75 (12)	N31—C38—C37	131.7 (4)
O7—Ni2—O21	85.22 (11)	N31—C38—C39	105.6 (3)
N33—Ni2—O21	93.66 (11)	C37—C38—C39	122.7 (4)
N43—Ni2—O21	170.19 (12)	C34—C39—C38	120.2 (4)
O4^i—Ni2—O21	85.41 (10)	C34—C39—N33	131.4 (4)
O7—Ni2—O3^i	113.16 (11)	C38—C39—N33	108.4 (4)
N33—Ni2—O3^i	158.05 (12)	N43—C42—N41	114.4 (4)
N43—Ni2—O3^i	88.73 (11)	N43—C42—H42	122.8
O4^i—Ni2—O3^i	60.12 (10)	N41—C42—H42	122.8
O21—Ni2—O3^i	84.78 (10)	C49—C44—C45	117.2 (5)
C57—O1—Ni1	135.9 (3)	C49—C44—H44	121.4
H1A—O1W—H1B	102.5	C45—C44—H44	121.4
C58—O3—Ni2^ii	86.5 (2)	C44—C45—C46	121.2 (5)
C58—O4—Ni2^ii	93.5 (2)	C44—C45—H45	119.4
C67—O5—Ni1	93.0 (2)	C46—C45—H45	119.4
C67—O6—Ni1	86.7 (2)	C47—C46—C45	121.9 (5)
C68—O7—Ni2	134.0 (3)	C47—C46—H46	119.0
Ni1—O11—H11A	116.7	C45—C46—H46	119.0
Ni1—O11—H11B	109.3	C46—C47—C48	117.4 (5)
H11A—O11—H11B	99.9	C46—C47—H47	121.3
Ni2—O21—H21A	114.2	C48—C47—H47	121.3
Ni2—O21—H21B	115.9	N41—C48—C47	132.5 (4)
H21A—O21—H21B	101.0	N41—C48—C49	106.0 (4)
C12—N11—C18	107.8 (3)	C47—C48—C49	121.5 (4)
C12—N11—H11	126.1	C44—C49—C48	120.7 (4)
C18—N11—H11	126.1	C44—C49—N43	130.7 (4)
C12—N13—C19	104.5 (3)	C48—C49—N43	108.5 (4)
C12—N13—Ni1	122.0 (3)	C56—C51—C52	118.5 (3)
C19—N13—Ni1	133.3 (2)	C56—C51—C57	120.1 (3)
C22—N21—C28	106.9 (4)	C52—C51—C57	121.4 (4)
C22—N21—H21	126.5	C53—C52—C51	120.7 (4)
C28—N21—H21	126.5	C53—C52—H52	119.7
C22—N23—C29	104.8 (4)	C51—C52—H52	119.7
C22—N23—Ni1	122.5 (3)	C52—C53—C54	119.1 (4)
C29—N23—Ni1	132.8 (3)	C52—C53—C58	121.3 (4)
C32—N31—C38	107.1 (3)	C54—C53—C58	119.6 (3)
C32—N31—H31	126.4	C55—C54—C53	120.6 (4)
C38—N31—H31	126.4	C55—C54—H54	119.7
C32—N33—C39	105.2 (3)	C53—C54—H54	119.7
C32—N33—Ni2	122.2 (3)	C54—C55—C56	119.6 (4)
C39—N33—Ni2	132.0 (3)	C54—C55—H55	120.2
C42—N41—C48	107.2 (4)	C56—C55—H55	120.2
C42—N41—H41	126.4	C51—C56—C55	121.4 (4)
C48—N41—H41	126.4	C51—C56—H56	119.3
C42—N43—C49	103.9 (4)	C55—C56—H56	119.3
C42—N43—Ni2	122.5 (3)	O2—C57—O1	126.1 (4)
C49—N43—Ni2	132.8 (3)	O2—C57—C51	117.1 (4)
N13—C12—N11	113.6 (4)	O1—C57—C51	116.7 (3)
N13—C12—H12	123.2	O3—C58—O4	119.9 (3)
N11—C12—H12	123.2	O3—C58—C53	121.7 (3)
C15—C14—C19	118.0 (4)	O4—C58—C53	118.5 (4)
C15—C14—H14	121.0	C66—C61—C62	119.3 (3)
C19—C14—H14	121.0	C66—C61—C67	119.6 (4)
C14—C15—C16	122.3 (4)	C62—C61—C67	121.1 (4)
C14—C15—H15	118.8	C63—C62—C61	120.5 (4)
C16—C15—H15	118.8	C63—C62—H62	119.7
C17—C16—C15	121.2 (4)	C61—C62—H62	119.7
C17—C16—H16	119.4	C62—C63—C64	118.6 (4)
C15—C16—H16	119.4	C62—C63—C68	121.6 (4)
C16—C17—C18	116.6 (4)	C64—C63—C68	119.8 (3)
C16—C17—H17	121.7	C65—C64—C63	120.9 (4)
C18—C17—H17	121.7	C65—C64—H64	119.6
C17—C18—N11	132.5 (4)	C63—C64—H64	119.6
C17—C18—C19	123.4 (4)	C64—C65—C66	120.3 (4)
N11—C18—C19	104.1 (4)	C64—C65—H65	119.8
N13—C19—C14	131.6 (4)	C66—C65—H65	119.8
N13—C19—C18	110.0 (3)	C65—C66—C61	120.4 (4)
C14—C19—C18	118.4 (4)	C65—C66—H66	119.8
N23—C22—N21	113.3 (4)	C61—C66—H66	119.8
N23—C22—H22	123.3	O5—C67—O6	119.6 (3)
N21—C22—H22	123.3	O5—C67—C61	119.6 (4)
C25—C24—C29	116.7 (5)	O6—C67—C61	120.8 (4)
C25—C24—H24	121.6	O5—C67—Ni1	56.75 (19)
C29—C24—H24	121.6	O6—C67—Ni1	62.86 (19)
C26—C25—C24	122.6 (5)	C61—C67—Ni1	176.3 (3)
C26—C25—H25	118.7	O8—C68—O7	125.1 (4)
C24—C25—H25	118.7	O8—C68—C63	118.3 (4)
C27—C26—C25	121.7 (5)	O7—C68—C63	116.6 (3)

Symmetry codes: (i) x+1, y−1, z; (ii) x−1, y+1, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···O5	0.87	2.08	2.868 (4)	151
O1W—H1B···O2^iii	0.88	2.32	3.004 (5)	136
O11—H11A···O6^iii	0.87	1.94	2.728 (4)	150
O11—H11B···O2^iii	0.89	1.87	2.714 (4)	158
O21—H21A···O3^iii	0.93	1.96	2.788 (3)	147
O21—H21B···O8^iv	0.94	1.69	2.619 (5)	172
N11—H11···O21^iii	0.86	2.16	2.890 (4)	142
N21—H21···O4^v	0.86	2.19	3.038 (5)	168
N31—H31···O11^iii	0.86	2.33	3.014 (5)	137
N41—H41···O1W^vi	0.86	2.25	2.958 (6)	139

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