The crystal structure of the title compound, [Ni(C6H6N4S2)2(H2O)2][Ni(C7H3NO4)2]·5H2O, consists of NiII complex cations, NiII complex anions and five uncoordinated water molecules. In both the complex cation and anion, the NiII ions assume a distorted octahedral coordination. There is extensive hydrogen bonding between water molecules, complex cations and complex anions.
Supporting information
CCDC reference: 621454
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.008 Å
- H-atom completeness 94%
- Disorder in solvent or counterion
- R factor = 0.054
- wR factor = 0.143
- Data-to-parameter ratio = 13.5
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 .... ?
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for S22
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 17.00 Perc.
PLAT322_ALERT_2_C Check Hybridisation of S11 in Main Residue . ?
PLAT322_ALERT_2_C Check Hybridisation of S12 in Main Residue . ?
PLAT322_ALERT_2_C Check Hybridisation of S21 in Main Residue . ?
PLAT322_ALERT_2_C Check Hybridisation of S22 in Main Residue . ?
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8
PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C35 - C36 ... 1.53 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 8
Alert level G
FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C26 H32 N10 Ni2 O15 S4
Atom count from the _atom_site data: C26 H30 N10 Ni2 O15 S4
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
From the CIF: _cell_formula_units_Z 4
From the CIF: _chemical_formula_sum C26 H32 N10 Ni2 O15 S4
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 104.00 104.00 0.00
H 128.00 120.00 8.00
N 40.00 40.00 0.00
Ni 8.00 8.00 0.00
O 60.00 60.00 0.00
S 16.00 16.00 0.00
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
12 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
7 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
2 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 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).
Diaqua(2,2'-diamino-4,4'-bi-1,3-thiazole-
κ2N3,
N3')nickel(II)
(pyridine-2,6-dicarboxylato-
κ3O,
N,
O')nickel(II)
pentahydrate
top
Crystal data top
[Ni(C6H6N4S2)2(H2O)2][Ni(C7H3NO4)2]·5H2O | F(000) = 1992 |
Mr = 970.28 | Dx = 1.671 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 4080 reflections |
a = 11.7980 (11) Å | θ = 2.8–25.0° |
b = 18.5558 (17) Å | µ = 1.27 mm−1 |
c = 17.6429 (17) Å | T = 295 K |
β = 92.964 (2)° | Prism, green |
V = 3857.2 (6) Å3 | 0.23 × 0.20 × 0.18 mm |
Z = 4 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 6988 independent reflections |
Radiation source: fine-focus sealed tube | 4180 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.070 |
Detector resolution: 10.00 pixels mm-1 | θmax = 25.2°, θmin = 2.0° |
ω scans | h = −14→14 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −22→18 |
Tmin = 0.740, Tmax = 0.800 | l = −21→15 |
20280 measured reflections | |
Refinement top
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)] = 0.054 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.143 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0575P)2 + 0.3071P] where P = (Fo2 + 2Fc2)/3 |
6988 reflections | (Δ/σ)max = 0.003 |
517 parameters | Δρmax = 0.77 e Å−3 |
0 restraints | Δρmin = −0.49 e Å−3 |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ni1 | 0.34817 (5) | 0.42495 (3) | 0.79496 (4) | 0.03453 (19) | |
Ni2 | 0.48018 (6) | 0.19513 (3) | 0.49892 (4) | 0.0381 (2) | |
S11 | 0.58889 (13) | 0.23372 (8) | 0.86220 (10) | 0.0581 (5) | |
S12 | 0.55030 (14) | 0.44771 (9) | 0.57778 (10) | 0.0597 (5) | |
S21 | 0.57826 (14) | 0.58022 (9) | 0.94336 (10) | 0.0634 (5) | |
S22 | 0.11147 (15) | 0.62391 (10) | 0.74905 (11) | 0.0746 (6) | |
N11 | 0.4552 (3) | 0.3362 (2) | 0.8159 (2) | 0.0372 (10) | |
N12 | 0.4044 (4) | 0.2810 (2) | 0.9294 (3) | 0.0562 (13) | |
H12A | 0.3465 | 0.3086 | 0.9333 | 0.067* | |
H12B | 0.4198 | 0.2486 | 0.9632 | 0.067* | |
N13 | 0.4484 (3) | 0.4318 (2) | 0.7015 (2) | 0.0389 (11) | |
N14 | 0.3805 (4) | 0.5291 (3) | 0.6278 (3) | 0.0743 (17) | |
H14A | 0.3312 | 0.5404 | 0.6600 | 0.089* | |
H14B | 0.3854 | 0.5540 | 0.5870 | 0.089* | |
N21 | 0.4467 (3) | 0.5009 (2) | 0.8584 (2) | 0.0389 (11) | |
N22 | 0.6152 (4) | 0.4436 (2) | 0.9046 (3) | 0.0562 (14) | |
H22A | 0.5983 | 0.4042 | 0.8810 | 0.067* | |
H22B | 0.6775 | 0.4468 | 0.9320 | 0.067* | |
N23 | 0.2500 (3) | 0.5199 (2) | 0.7763 (2) | 0.0420 (11) | |
N24 | 0.0967 (4) | 0.4892 (3) | 0.6939 (3) | 0.0749 (17) | |
H24A | 0.1205 | 0.4456 | 0.6894 | 0.090* | |
H24B | 0.0349 | 0.5026 | 0.6699 | 0.090* | |
N31 | 0.5328 (3) | 0.1172 (2) | 0.5662 (2) | 0.0339 (10) | |
N41 | 0.4223 (3) | 0.2744 (2) | 0.4344 (2) | 0.0339 (10) | |
O1 | 0.2336 (3) | 0.36151 (19) | 0.7281 (2) | 0.0495 (10) | |
H1A | 0.1888 | 0.3238 | 0.7367 | 0.074* | |
H1B | 0.2748 | 0.3497 | 0.6902 | 0.074* | |
O2 | 0.2543 (3) | 0.39981 (17) | 0.88964 (18) | 0.0386 (9) | |
H2B | 0.2377 | 0.4434 | 0.9072 | 0.058* | |
H2A | 0.1853 | 0.3746 | 0.8811 | 0.058* | |
O31 | 0.3501 (3) | 0.11826 (18) | 0.4803 (2) | 0.0413 (9) | |
O32 | 0.2940 (3) | 0.01071 (18) | 0.5197 (2) | 0.0424 (9) | |
O33 | 0.6407 (3) | 0.23512 (19) | 0.5420 (2) | 0.0503 (10) | |
O34 | 0.7724 (3) | 0.2124 (2) | 0.6351 (2) | 0.0579 (11) | |
O41 | 0.5590 (3) | 0.17606 (18) | 0.3912 (2) | 0.0441 (9) | |
O42 | 0.5660 (3) | 0.2218 (2) | 0.2746 (2) | 0.0618 (12) | |
O43 | 0.3844 (3) | 0.2531 (2) | 0.5757 (2) | 0.0476 (10) | |
O44 | 0.2605 (3) | 0.3440 (2) | 0.5782 (2) | 0.0578 (11) | |
C11 | 0.5386 (4) | 0.3284 (3) | 0.7636 (3) | 0.0416 (13) | |
C12 | 0.6170 (5) | 0.2765 (3) | 0.7791 (4) | 0.0595 (17) | |
H12 | 0.6773 | 0.2657 | 0.7491 | 0.071* | |
C13 | 0.4706 (5) | 0.2885 (3) | 0.8708 (3) | 0.0434 (14) | |
C14 | 0.5314 (4) | 0.3786 (3) | 0.6995 (3) | 0.0410 (13) | |
C15 | 0.5940 (5) | 0.3789 (3) | 0.6378 (3) | 0.0519 (15) | |
H15 | 0.6522 | 0.3466 | 0.6290 | 0.062* | |
C16 | 0.4502 (5) | 0.4723 (3) | 0.6412 (3) | 0.0470 (14) | |
C21 | 0.3974 (5) | 0.5689 (3) | 0.8616 (3) | 0.0420 (14) | |
C22 | 0.4559 (5) | 0.6168 (3) | 0.9036 (4) | 0.0646 (19) | |
H22 | 0.4333 | 0.6642 | 0.9106 | 0.078* | |
C23 | 0.5444 (4) | 0.5001 (3) | 0.8989 (3) | 0.0416 (14) | |
C24 | 0.2917 (5) | 0.5793 (3) | 0.8172 (3) | 0.0446 (14) | |
C25 | 0.2281 (5) | 0.6386 (3) | 0.8098 (4) | 0.0639 (18) | |
H25 | 0.2447 | 0.6821 | 0.8342 | 0.077* | |
C26 | 0.1549 (5) | 0.5353 (3) | 0.7374 (3) | 0.0543 (16) | |
C31 | 0.6305 (4) | 0.1250 (3) | 0.6083 (3) | 0.0351 (12) | |
C32 | 0.6692 (4) | 0.0715 (3) | 0.6572 (3) | 0.0445 (14) | |
H32 | 0.7361 | 0.0771 | 0.6868 | 0.053* | |
C33 | 0.6059 (5) | 0.0094 (3) | 0.6610 (3) | 0.0465 (14) | |
H33 | 0.6316 | −0.0279 | 0.6926 | 0.056* | |
C34 | 0.5048 (4) | 0.0015 (3) | 0.6187 (3) | 0.0424 (14) | |
H34 | 0.4618 | −0.0403 | 0.6216 | 0.051* | |
C35 | 0.4694 (4) | 0.0583 (3) | 0.5715 (3) | 0.0330 (12) | |
C36 | 0.3616 (4) | 0.0618 (3) | 0.5199 (3) | 0.0343 (12) | |
C37 | 0.6866 (5) | 0.1969 (3) | 0.5948 (3) | 0.0438 (14) | |
C41 | 0.4514 (4) | 0.2798 (3) | 0.3624 (3) | 0.0393 (13) | |
C42 | 0.4100 (5) | 0.3352 (3) | 0.3163 (3) | 0.0507 (15) | |
H42 | 0.4293 | 0.3389 | 0.2660 | 0.061* | |
C43 | 0.3386 (5) | 0.3850 (3) | 0.3479 (4) | 0.0532 (16) | |
H43 | 0.3094 | 0.4228 | 0.3184 | 0.064* | |
C44 | 0.3106 (5) | 0.3792 (3) | 0.4218 (3) | 0.0449 (14) | |
H44 | 0.2636 | 0.4131 | 0.4431 | 0.054* | |
C45 | 0.3533 (4) | 0.3221 (3) | 0.4643 (3) | 0.0371 (13) | |
C47 | 0.5331 (5) | 0.2213 (3) | 0.3402 (3) | 0.0443 (14) | |
C46 | 0.3308 (5) | 0.3053 (3) | 0.5461 (3) | 0.0426 (14) | |
O1W | 0.9091 (4) | 0.3262 (2) | 0.6586 (3) | 0.0841 (15) | |
H1WA | 0.8461 | 0.2941 | 0.6508 | 0.126* | |
H1WB | 0.9596 | 0.3059 | 0.6937 | 0.126* | |
O2W | 0.7073 (5) | 0.3532 (3) | 0.4625 (3) | 0.121 (2) | |
H2WA | 0.7140 | 0.3225 | 0.5045 | 0.181* | |
H2WB | 0.7712 | 0.3831 | 0.4640 | 0.181* | |
O3W | 0.0201 (6) | 0.3301 (4) | 0.5273 (3) | 0.156 (3) | |
H3WA | 0.0032 | 0.3039 | 0.5621 | 0.233* | |
H3WB | 0.0748 | 0.3541 | 0.5514 | 0.233* | |
O4W | 0.8631 (5) | 0.4785 (3) | 0.6365 (4) | 0.145 (3) | |
H4A | 0.8341 | 0.4774 | 0.5856 | 0.218* | |
H4B | 0.8237 | 0.4394 | 0.6542 | 0.218* | |
O5WA | 0.135 (3) | 0.4788 (13) | 0.5138 (13) | 0.266 (9) | 0.50 |
O5WB | 0.098 (3) | 0.5529 (13) | 0.5214 (13) | 0.266 (9) | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0287 (4) | 0.0387 (4) | 0.0361 (4) | 0.0013 (3) | 0.0010 (3) | −0.0021 (3) |
Ni2 | 0.0389 (4) | 0.0353 (4) | 0.0400 (4) | 0.0009 (3) | 0.0014 (3) | 0.0044 (3) |
S11 | 0.0525 (10) | 0.0550 (10) | 0.0661 (12) | 0.0191 (7) | −0.0052 (8) | 0.0038 (9) |
S12 | 0.0670 (11) | 0.0590 (10) | 0.0553 (10) | −0.0030 (8) | 0.0253 (9) | 0.0015 (8) |
S21 | 0.0567 (10) | 0.0613 (10) | 0.0713 (12) | −0.0170 (8) | −0.0036 (9) | −0.0202 (9) |
S22 | 0.0603 (11) | 0.0759 (12) | 0.0878 (14) | 0.0296 (9) | 0.0073 (10) | 0.0251 (11) |
N11 | 0.037 (3) | 0.036 (2) | 0.038 (3) | 0.0018 (19) | 0.001 (2) | −0.003 (2) |
N12 | 0.059 (3) | 0.055 (3) | 0.055 (3) | 0.006 (2) | 0.009 (3) | 0.016 (3) |
N13 | 0.035 (2) | 0.044 (3) | 0.038 (3) | 0.001 (2) | 0.004 (2) | 0.004 (2) |
N14 | 0.076 (4) | 0.078 (4) | 0.073 (4) | 0.028 (3) | 0.033 (3) | 0.032 (3) |
N21 | 0.034 (3) | 0.044 (3) | 0.039 (3) | −0.004 (2) | 0.003 (2) | −0.003 (2) |
N22 | 0.042 (3) | 0.053 (3) | 0.072 (4) | 0.000 (2) | −0.022 (3) | −0.013 (3) |
N23 | 0.035 (3) | 0.050 (3) | 0.041 (3) | 0.007 (2) | 0.002 (2) | 0.005 (2) |
N24 | 0.055 (3) | 0.100 (4) | 0.067 (4) | 0.018 (3) | −0.027 (3) | −0.004 (3) |
N31 | 0.032 (2) | 0.037 (2) | 0.033 (3) | 0.0001 (19) | 0.003 (2) | −0.001 (2) |
N41 | 0.031 (2) | 0.037 (2) | 0.034 (3) | 0.0001 (18) | 0.004 (2) | −0.003 (2) |
O1 | 0.044 (2) | 0.065 (3) | 0.040 (2) | −0.0184 (18) | 0.0130 (18) | −0.011 (2) |
O2 | 0.0328 (19) | 0.043 (2) | 0.040 (2) | −0.0005 (15) | 0.0041 (16) | −0.0098 (17) |
O31 | 0.038 (2) | 0.043 (2) | 0.042 (2) | −0.0023 (16) | −0.0047 (17) | 0.0068 (19) |
O32 | 0.037 (2) | 0.045 (2) | 0.044 (2) | −0.0109 (17) | −0.0055 (18) | 0.0054 (18) |
O33 | 0.050 (2) | 0.043 (2) | 0.057 (3) | −0.0090 (18) | −0.001 (2) | 0.005 (2) |
O34 | 0.042 (2) | 0.058 (3) | 0.072 (3) | −0.0099 (19) | −0.011 (2) | −0.014 (2) |
O41 | 0.045 (2) | 0.041 (2) | 0.046 (2) | 0.0111 (17) | 0.0074 (19) | 0.0009 (19) |
O42 | 0.068 (3) | 0.080 (3) | 0.039 (3) | 0.028 (2) | 0.016 (2) | 0.006 (2) |
O43 | 0.057 (2) | 0.046 (2) | 0.040 (2) | −0.0014 (19) | 0.0075 (19) | 0.0070 (19) |
O44 | 0.057 (3) | 0.075 (3) | 0.042 (2) | 0.017 (2) | 0.008 (2) | −0.011 (2) |
C11 | 0.034 (3) | 0.047 (3) | 0.045 (4) | 0.000 (2) | 0.004 (3) | −0.005 (3) |
C12 | 0.047 (4) | 0.064 (4) | 0.067 (5) | 0.015 (3) | 0.006 (3) | −0.005 (4) |
C13 | 0.044 (3) | 0.041 (3) | 0.044 (4) | −0.001 (3) | −0.008 (3) | −0.002 (3) |
C14 | 0.032 (3) | 0.042 (3) | 0.049 (4) | −0.002 (2) | 0.004 (3) | −0.006 (3) |
C15 | 0.053 (4) | 0.053 (4) | 0.051 (4) | 0.008 (3) | 0.017 (3) | −0.001 (3) |
C16 | 0.044 (3) | 0.052 (4) | 0.046 (4) | −0.001 (3) | 0.006 (3) | 0.000 (3) |
C21 | 0.042 (3) | 0.037 (3) | 0.048 (4) | 0.000 (3) | 0.009 (3) | −0.004 (3) |
C22 | 0.070 (4) | 0.037 (3) | 0.087 (5) | −0.001 (3) | 0.005 (4) | −0.010 (4) |
C23 | 0.037 (3) | 0.046 (3) | 0.042 (3) | −0.011 (3) | 0.002 (3) | −0.004 (3) |
C24 | 0.048 (3) | 0.036 (3) | 0.051 (4) | 0.004 (3) | 0.014 (3) | 0.005 (3) |
C25 | 0.063 (4) | 0.051 (4) | 0.078 (5) | 0.015 (3) | 0.009 (4) | 0.005 (4) |
C26 | 0.042 (4) | 0.074 (4) | 0.046 (4) | 0.018 (3) | 0.002 (3) | 0.008 (3) |
C31 | 0.032 (3) | 0.036 (3) | 0.037 (3) | −0.002 (2) | 0.002 (2) | −0.006 (3) |
C32 | 0.036 (3) | 0.060 (4) | 0.036 (3) | −0.008 (3) | −0.008 (3) | 0.000 (3) |
C33 | 0.044 (3) | 0.051 (4) | 0.043 (4) | 0.000 (3) | −0.004 (3) | 0.008 (3) |
C34 | 0.044 (3) | 0.038 (3) | 0.045 (4) | −0.007 (2) | −0.001 (3) | 0.006 (3) |
C35 | 0.030 (3) | 0.033 (3) | 0.035 (3) | 0.001 (2) | 0.000 (2) | 0.001 (2) |
C36 | 0.030 (3) | 0.039 (3) | 0.034 (3) | −0.003 (2) | 0.008 (2) | 0.000 (3) |
C37 | 0.038 (3) | 0.044 (3) | 0.049 (4) | 0.000 (3) | 0.005 (3) | −0.013 (3) |
C41 | 0.043 (3) | 0.041 (3) | 0.034 (3) | −0.001 (2) | 0.003 (3) | −0.007 (3) |
C42 | 0.055 (4) | 0.052 (4) | 0.045 (4) | 0.005 (3) | 0.001 (3) | 0.013 (3) |
C43 | 0.060 (4) | 0.046 (4) | 0.052 (4) | 0.013 (3) | −0.011 (3) | 0.004 (3) |
C44 | 0.046 (3) | 0.040 (3) | 0.048 (4) | 0.009 (3) | −0.008 (3) | −0.007 (3) |
C45 | 0.038 (3) | 0.034 (3) | 0.040 (3) | −0.004 (2) | −0.002 (3) | −0.006 (3) |
C47 | 0.046 (3) | 0.048 (4) | 0.039 (4) | 0.006 (3) | 0.003 (3) | −0.003 (3) |
C46 | 0.042 (3) | 0.045 (3) | 0.041 (3) | −0.007 (3) | 0.003 (3) | −0.005 (3) |
O1W | 0.082 (3) | 0.077 (3) | 0.091 (4) | −0.030 (3) | −0.014 (3) | 0.010 (3) |
O2W | 0.109 (4) | 0.097 (4) | 0.160 (6) | 0.013 (3) | 0.038 (4) | 0.074 (4) |
O3W | 0.168 (6) | 0.203 (7) | 0.098 (5) | −0.081 (5) | 0.037 (4) | −0.061 (5) |
O4W | 0.091 (4) | 0.127 (5) | 0.214 (8) | 0.018 (4) | −0.039 (5) | −0.010 (5) |
O5WA | 0.36 (2) | 0.28 (2) | 0.146 (10) | 0.02 (2) | −0.053 (13) | 0.031 (19) |
O5WB | 0.36 (2) | 0.28 (2) | 0.146 (10) | 0.02 (2) | −0.053 (13) | 0.031 (19) |
Geometric parameters (Å, º) top
Ni1—O1 | 2.107 (3) | O2—H2A | 0.9445 |
Ni1—O2 | 2.104 (3) | O31—C36 | 1.262 (5) |
Ni1—N11 | 2.097 (4) | O32—C36 | 1.240 (5) |
Ni1—N13 | 2.083 (4) | O33—C37 | 1.269 (6) |
Ni1—N21 | 2.110 (4) | O34—C37 | 1.241 (6) |
Ni1—N23 | 2.125 (4) | O41—C47 | 1.257 (6) |
Ni2—O31 | 2.109 (3) | O42—C47 | 1.241 (6) |
Ni2—O33 | 2.137 (4) | O43—C46 | 1.257 (6) |
Ni2—O41 | 2.187 (4) | O44—C46 | 1.254 (6) |
Ni2—O43 | 2.104 (4) | C11—C12 | 1.353 (7) |
Ni2—N31 | 1.952 (4) | C11—C14 | 1.464 (7) |
Ni2—N41 | 1.961 (4) | C12—H12 | 0.9300 |
S11—C12 | 1.714 (7) | C14—C15 | 1.347 (7) |
S11—C13 | 1.740 (5) | C15—H15 | 0.9300 |
S12—C15 | 1.722 (6) | C21—C22 | 1.328 (7) |
S12—C16 | 1.730 (6) | C21—C24 | 1.451 (7) |
S21—C22 | 1.711 (6) | C22—H22 | 0.9300 |
S21—C23 | 1.718 (5) | C24—C25 | 1.334 (7) |
S22—C25 | 1.722 (7) | C25—H25 | 0.9300 |
S22—C26 | 1.738 (6) | C31—C32 | 1.378 (7) |
N11—C13 | 1.317 (6) | C31—C37 | 1.513 (7) |
N11—C11 | 1.391 (6) | C32—C33 | 1.376 (7) |
N12—C13 | 1.334 (7) | C32—H32 | 0.9300 |
N12—H12A | 0.8600 | C33—C34 | 1.381 (7) |
N12—H12B | 0.8600 | C33—H33 | 0.9300 |
N13—C16 | 1.303 (6) | C34—C35 | 1.393 (6) |
N13—C14 | 1.392 (6) | C34—H34 | 0.9300 |
N14—C16 | 1.350 (7) | C35—C36 | 1.526 (7) |
N14—H14A | 0.8600 | C41—C42 | 1.384 (7) |
N14—H14B | 0.8600 | C41—C47 | 1.516 (7) |
N21—C23 | 1.325 (6) | C42—C43 | 1.386 (8) |
N21—C21 | 1.392 (6) | C42—H42 | 0.9300 |
N22—C23 | 1.340 (6) | C43—C44 | 1.367 (8) |
N22—H22A | 0.8600 | C43—H43 | 0.9300 |
N22—H22B | 0.8600 | C44—C45 | 1.378 (7) |
N23—C26 | 1.316 (6) | C44—H44 | 0.9300 |
N23—C24 | 1.392 (6) | C45—C46 | 1.513 (7) |
N24—C26 | 1.319 (7) | O1W—H1WA | 0.9567 |
N24—H24A | 0.8600 | O1W—H1WB | 0.9183 |
N24—H24B | 0.8600 | O2W—H2WA | 0.9357 |
N31—C35 | 1.330 (6) | O2W—H2WB | 0.9364 |
N31—C31 | 1.347 (6) | O3W—H3WA | 0.8158 |
N41—C45 | 1.330 (6) | O3W—H3WB | 0.8767 |
N41—C41 | 1.337 (6) | O4W—H4A | 0.9446 |
O1—H1A | 0.8946 | O4W—H4B | 0.9252 |
O1—H1B | 0.8733 | O5WA—O5WB | 1.45 (3) |
O2—H2B | 0.8912 | | |
| | | |
N13—Ni1—N11 | 80.01 (17) | C11—C12—H12 | 125.0 |
N13—Ni1—O2 | 170.49 (14) | S11—C12—H12 | 125.0 |
N11—Ni1—O2 | 91.29 (15) | N11—C13—N12 | 125.2 (5) |
N13—Ni1—O1 | 87.99 (15) | N11—C13—S11 | 114.1 (4) |
N11—Ni1—O1 | 91.30 (15) | N12—C13—S11 | 120.7 (4) |
O2—Ni1—O1 | 88.40 (13) | C15—C14—N13 | 115.7 (5) |
N13—Ni1—N21 | 93.39 (16) | C15—C14—C11 | 127.9 (5) |
N11—Ni1—N21 | 96.93 (16) | N13—C14—C11 | 116.4 (5) |
O2—Ni1—N21 | 91.43 (15) | C14—C15—S12 | 109.9 (4) |
O1—Ni1—N21 | 171.77 (15) | C14—C15—H15 | 125.0 |
N13—Ni1—N23 | 98.83 (16) | S12—C15—H15 | 125.0 |
N11—Ni1—N23 | 175.75 (16) | N13—C16—N14 | 124.0 (5) |
O2—Ni1—N23 | 90.12 (15) | N13—C16—S12 | 114.6 (4) |
O1—Ni1—N23 | 92.75 (16) | N14—C16—S12 | 121.5 (5) |
N21—Ni1—N23 | 79.02 (17) | C22—C21—N21 | 115.1 (5) |
N31—Ni2—N41 | 177.53 (17) | C22—C21—C24 | 128.4 (5) |
N31—Ni2—O43 | 98.73 (16) | N21—C21—C24 | 116.6 (5) |
N41—Ni2—O43 | 78.93 (16) | C21—C22—S21 | 111.5 (4) |
N31—Ni2—O31 | 78.41 (15) | C21—C22—H22 | 124.2 |
N41—Ni2—O31 | 100.83 (14) | S21—C22—H22 | 124.2 |
O43—Ni2—O31 | 92.01 (14) | N21—C23—N22 | 124.8 (5) |
N31—Ni2—O33 | 78.06 (15) | N21—C23—S21 | 114.4 (4) |
N41—Ni2—O33 | 102.84 (15) | N22—C23—S21 | 120.8 (4) |
O43—Ni2—O33 | 95.11 (14) | C25—C24—N23 | 114.8 (5) |
O31—Ni2—O33 | 156.18 (14) | C25—C24—C21 | 128.7 (6) |
N31—Ni2—O41 | 105.81 (15) | N23—C24—C21 | 116.5 (4) |
N41—Ni2—O41 | 76.57 (15) | C24—C25—S22 | 110.9 (5) |
O43—Ni2—O41 | 155.32 (14) | C24—C25—H25 | 124.5 |
O31—Ni2—O41 | 95.40 (14) | S22—C25—H25 | 124.5 |
O33—Ni2—O41 | 87.51 (14) | N23—C26—N24 | 124.6 (6) |
C12—S11—C13 | 89.8 (3) | N23—C26—S22 | 113.1 (5) |
C15—S12—C16 | 89.4 (3) | N24—C26—S22 | 122.4 (4) |
C22—S21—C23 | 89.1 (3) | N31—C31—C32 | 120.9 (5) |
C25—S22—C26 | 89.6 (3) | N31—C31—C37 | 112.2 (4) |
C13—N11—C11 | 110.1 (4) | C32—C31—C37 | 126.9 (5) |
C13—N11—Ni1 | 135.7 (4) | C33—C32—C31 | 118.1 (5) |
C11—N11—Ni1 | 113.9 (3) | C33—C32—H32 | 121.0 |
C13—N12—H12A | 120.0 | C31—C32—H32 | 121.0 |
C13—N12—H12B | 120.0 | C32—C33—C34 | 121.2 (5) |
H12A—N12—H12B | 120.0 | C32—C33—H33 | 119.4 |
C16—N13—C14 | 110.4 (5) | C34—C33—H33 | 119.4 |
C16—N13—Ni1 | 135.7 (4) | C33—C34—C35 | 117.9 (5) |
C14—N13—Ni1 | 113.9 (3) | C33—C34—H34 | 121.1 |
C16—N14—H14A | 120.0 | C35—C34—H34 | 121.1 |
C16—N14—H14B | 120.0 | N31—C35—C34 | 120.7 (4) |
H14A—N14—H14B | 120.0 | N31—C35—C36 | 112.1 (4) |
C23—N21—C21 | 109.9 (4) | C34—C35—C36 | 127.2 (4) |
C23—N21—Ni1 | 136.0 (4) | O32—C36—O31 | 125.6 (5) |
C21—N21—Ni1 | 114.0 (3) | O32—C36—C35 | 119.0 (5) |
C23—N22—H22A | 120.0 | O31—C36—C35 | 115.4 (4) |
C23—N22—H22B | 120.0 | O34—C37—O33 | 126.5 (5) |
H22A—N22—H22B | 120.0 | O34—C37—C31 | 117.7 (5) |
C26—N23—C24 | 111.6 (5) | O33—C37—C31 | 115.8 (5) |
C26—N23—Ni1 | 134.7 (4) | N41—C41—C42 | 120.9 (5) |
C24—N23—Ni1 | 113.6 (3) | N41—C41—C47 | 112.9 (5) |
C26—N24—H24A | 120.0 | C42—C41—C47 | 126.2 (5) |
C26—N24—H24B | 120.0 | C41—C42—C43 | 117.5 (5) |
H24A—N24—H24B | 120.0 | C41—C42—H42 | 121.2 |
C35—N31—C31 | 121.2 (4) | C43—C42—H42 | 121.2 |
C35—N31—Ni2 | 119.3 (3) | C44—C43—C42 | 120.9 (5) |
C31—N31—Ni2 | 119.4 (3) | C44—C43—H43 | 119.5 |
C45—N41—C41 | 121.3 (4) | C42—C43—H43 | 119.5 |
C45—N41—Ni2 | 118.1 (4) | C43—C44—C45 | 118.6 (5) |
C41—N41—Ni2 | 120.6 (3) | C43—C44—H44 | 120.7 |
Ni1—O1—H1A | 135.2 | C45—C44—H44 | 120.7 |
Ni1—O1—H1B | 101.7 | N41—C45—C44 | 120.7 (5) |
H1A—O1—H1B | 106.9 | N41—C45—C46 | 112.5 (5) |
Ni1—O2—H2B | 102.1 | C44—C45—C46 | 126.8 (5) |
Ni1—O2—H2A | 117.9 | O42—C47—O41 | 126.7 (5) |
H2B—O2—H2A | 107.6 | O42—C47—C41 | 117.9 (5) |
C36—O31—Ni2 | 114.7 (3) | O41—C47—C41 | 115.3 (5) |
C37—O33—Ni2 | 113.8 (3) | O44—C46—O43 | 125.8 (5) |
C47—O41—Ni2 | 114.6 (3) | O44—C46—C45 | 117.8 (5) |
C46—O43—Ni2 | 113.7 (3) | O43—C46—C45 | 116.5 (5) |
C12—C11—N11 | 116.0 (5) | H1WA—O1W—H1WB | 108.3 |
C12—C11—C14 | 128.4 (5) | H2WA—O2W—H2WB | 107.7 |
N11—C11—C14 | 115.6 (4) | H3WA—O3W—H3WB | 98.1 |
C11—C12—S11 | 110.0 (5) | H4A—O4W—H4B | 98.0 |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1A···O42i | 0.89 | 1.83 | 2.672 (5) | 155 |
O1—H1B···O44 | 0.87 | 1.98 | 2.700 (5) | 139 |
O2—H2A···O41i | 0.94 | 1.78 | 2.702 (5) | 165 |
O2—H2B···O32ii | 0.89 | 1.85 | 2.686 (5) | 156 |
O1W—H1WA···O34 | 0.96 | 1.76 | 2.676 (6) | 159 |
O1W—H1WB···O42iii | 0.92 | 1.92 | 2.831 (6) | 171 |
O2W—H2WA···O33 | 0.93 | 1.97 | 2.739 (7) | 138 |
O2W—H2WB···O5WBiv | 0.94 | 1.95 | 2.89 (3) | 174 |
O3W—H3WA···O1Wv | 0.82 | 2.12 | 2.720 (8) | 130 |
O3W—H3WB···O5WA | 0.88 | 2.52 | 3.09 (3) | 123 |
O3W—H3WB···O44 | 0.88 | 2.23 | 2.942 (8) | 139 |
O4W—H4A···O5WAiv | 0.94 | 1.98 | 2.77 (2) | 139 |
O4W—H4A···O5WBiv | 0.94 | 2.16 | 2.91 (2) | 135 |
O4W—H4B···O1W | 0.92 | 2.33 | 2.900 (7) | 120 |
N12—H12A···O2 | 0.86 | 2.13 | 2.891 (5) | 147 |
N12—H12B···O3Wiii | 0.86 | 2.16 | 2.975 (8) | 158 |
N14—H14A···N23 | 0.86 | 2.34 | 3.111 (6) | 149 |
N14—H14B···O2Wiv | 0.86 | 2.20 | 2.865 (8) | 134 |
N22—H22A···N11 | 0.86 | 2.36 | 3.111 (6) | 146 |
N22—H22B···O31iii | 0.86 | 2.48 | 3.225 (6) | 145 |
N22—H22B···O32iii | 0.86 | 2.16 | 2.975 (6) | 157 |
N24—H24A···O1 | 0.86 | 2.14 | 2.913 (6) | 149 |
N24—H24B···O4Wv | 0.86 | 2.13 | 2.893 (8) | 148 |
Symmetry codes: (i) x−1/2, −y+1/2, z+1/2; (ii) −x+1/2, y+1/2, −z+3/2; (iii) x+1/2, −y+1/2, z+1/2; (iv) −x+1, −y+1, −z+1; (v) x−1, y, z. |