metal-organic compounds
In the title compound, [Na6(NO3)2(H2O)13][Ni(C14H18N2O8)]2, the edta-like tetraanionic unit uses two N and four O atoms to chelate to the Ni atom so that the [Ni(C14H18N2O8)]2- portion of the structure has the Ni atom in a cis-N2O4Ni octahedral geometry. The [Na6(NO3)2H2O)13]4+ portion exists as a chain consisting of edge-sharing NaO6 octahedra; there are four independent Na atoms in the asymmetric unit. The vertices are derived from the O atoms of water molecules, the O atom of the nitrate group as well as the O atoms of the [Ni(C14H18N2O8)]2- unit. The layer structure is consolidated by hydrogen bonds into a three-dimensional network. Two of the Na atoms and three of the water O atoms lie on special positions of site symmetry 2.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805009359/bt6635sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805009359/bt6635Isup2.hkl |
CCDC reference: 270252
Computing details top
Data collection: SAINT (Bruker, 2002); cell refinement: SMART (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Tridecaaquadinitratohexasodium(I)
bis[(trans-cyclohexane-1,2-diyldinitrilotetraacetato)nickellate(II)] top
Crystal data top
[Na6(NO3)2(H2O)13][Ni(C14H18N2O8)]2 | F(000) = 2696 |
Mr = 1298.20 | Dx = 1.700 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 8026 reflections |
a = 16.9182 (7) Å | θ = 2.5–28.3° |
b = 29.388 (1) Å | µ = 0.90 mm−1 |
c = 10.6777 (4) Å | T = 295 K |
β = 107.174 (1)° | Block, light green |
V = 5072.2 (4) Å3 | 0.40 × 0.25 × 0.20 mm |
Z = 4 |
Data collection top
Bruker APEX area-detector diffractometer | 5669 independent reflections |
Radiation source: fine-focus sealed tube | 4889 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
φ and ω scans | θmax = 27.5°, θmin = 1.4° |
Absorption correction: multi-scan SADABS (Bruker, 2002) | h = −21→9 |
Tmin = 0.641, Tmax = 0.840 | k = −36→38 |
14674 measured reflections | l = −13→13 |
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)] = 0.064 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.182 | H-atom parameters constrained |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0885P)2 + 18.9719P] where P = (Fo2 + 2Fc2)/3 |
5669 reflections | (Δ/σ)max = 0.001 |
358 parameters | Δρmax = 1.60 e Å−3 |
11 restraints | Δρmin = −0.69 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Ni1 | 0.27571 (3) | 0.350103 (17) | 0.75842 (4) | 0.02723 (16) | |
Na1 | 0.0000 | 0.07747 (10) | 0.7500 | 0.0524 (7) | |
Na2 | 0.08442 (10) | 0.17461 (6) | 0.70260 (16) | 0.0366 (4) | |
Na3 | 0.27968 (10) | 0.21892 (6) | 0.70554 (16) | 0.0383 (4) | |
Na4 | 0.5000 | 0.22418 (12) | 0.7500 | 0.0608 (8) | |
O1 | 0.39036 (17) | 0.33740 (10) | 0.8943 (3) | 0.0355 (6) | |
O2 | 0.45521 (17) | 0.35951 (11) | 1.0986 (3) | 0.0397 (7) | |
O3 | 0.32443 (19) | 0.37353 (11) | 0.6178 (3) | 0.0408 (7) | |
O4 | 0.3944 (3) | 0.43143 (17) | 0.5696 (4) | 0.0759 (13) | |
O5 | 0.22657 (17) | 0.29525 (9) | 0.6399 (3) | 0.0332 (6) | |
O6 | 0.13491 (19) | 0.28215 (10) | 0.4445 (3) | 0.0378 (6) | |
O7 | 0.22547 (18) | 0.32511 (10) | 0.8961 (3) | 0.0361 (6) | |
O8 | 0.1047 (2) | 0.29760 (13) | 0.8984 (3) | 0.0529 (9) | |
O9 | 0.3178 (4) | 0.13851 (18) | 0.7601 (5) | 0.108 (2) | |
O10 | 0.4069 (4) | 0.1118 (2) | 0.9314 (8) | 0.160 (4) | |
O11 | 0.2845 (4) | 0.0877 (2) | 0.8734 (6) | 0.122 (2) | |
O1w | 0.0239 (5) | 0.0100 (2) | 0.8939 (11) | 0.152 (3) | |
H1w1 | 0.0680 | 0.0050 | 0.95110 | 0.183* | |
H1w2 | 0.0000 | −0.0144 | 0.8730 | 0.183* | |
O2w | 0.1275 (2) | 0.09535 (13) | 0.6918 (4) | 0.0573 (9) | |
H2w1 | 0.1706 | 0.0883 | 0.7477 | 0.069* | |
H2w2 | 0.1273 | 0.0868 | 0.6186 | 0.069* | |
O3w | 0.0000 | 0.23382 (15) | 0.7500 | 0.0463 (11) | |
H3w1 | 0.0236 | 0.2496 | 0.8135 | 0.056* | |
O4w | 0.15342 (19) | 0.19456 (10) | 0.5525 (3) | 0.0386 (7) | |
H4w1 | 0.1301 | 0.2152 | 0.5039 | 0.046* | |
H4w2 | 0.1601 | 0.1728 | 0.5088 | 0.046* | |
O5w | 0.19866 (18) | 0.21267 (11) | 0.8594 (3) | 0.0383 (7) | |
H5w1 | 0.2210 | 0.1969 | 0.9233 | 0.046* | |
H5w2 | 0.1858 | 0.2375 | 0.8828 | 0.046* | |
O6w | 0.4026 (2) | 0.24156 (11) | 0.8674 (3) | 0.0430 (7) | |
H6w1 | 0.4110 | 0.2265 | 0.9348 | 0.052* | |
H6w2 | 0.4023 | 0.2687 | 0.8848 | 0.052* | |
O7w | 0.5000 | 0.1488 (3) | 0.7500 | 0.121 (3) | |
H7w | 0.5411 | 0.1395 | 0.7321 | 0.146* | |
O8w | 0.5000 | 0.3051 (2) | 0.7500 | 0.0763 (18) | |
H8w | 0.4733 | 0.3144 | 0.7976 | 0.092* | |
N1 | 0.3038 (2) | 0.41479 (11) | 0.8352 (3) | 0.0303 (7) | |
N2 | 0.15816 (18) | 0.37473 (11) | 0.6714 (3) | 0.0265 (6) | |
N3 | 0.3393 (4) | 0.11366 (17) | 0.8553 (5) | 0.088 (2) | |
C1 | 0.4029 (2) | 0.36442 (14) | 0.9903 (4) | 0.0315 (8) | |
C2 | 0.3471 (3) | 0.40598 (14) | 0.9742 (4) | 0.0356 (9) | |
H2a | 0.3076 | 0.4013 | 1.0204 | 0.043* | |
H2b | 0.3795 | 0.4318 | 1.0110 | 0.043* | |
C3 | 0.3591 (3) | 0.41152 (17) | 0.6416 (4) | 0.0442 (10) | |
C4 | 0.3594 (3) | 0.43513 (16) | 0.7673 (4) | 0.0402 (9) | |
H4a | 0.4142 | 0.4348 | 0.8251 | 0.048* | |
H4b | 0.3440 | 0.4660 | 0.7481 | 0.048* | |
C5 | 0.2224 (2) | 0.43814 (13) | 0.8139 (4) | 0.0316 (8) | |
H5 | 0.1979 | 0.4256 | 0.8756 | 0.038* | |
C6 | 0.2282 (3) | 0.48939 (16) | 0.8380 (5) | 0.0491 (12) | |
H6a | 0.2569 | 0.5031 | 0.7837 | 0.059* | |
H6b | 0.2585 | 0.4952 | 0.9268 | 0.059* | |
C7 | 0.1417 (4) | 0.51015 (18) | 0.8084 (5) | 0.0553 (13) | |
H7a | 0.1136 | 0.4972 | 0.8646 | 0.066* | |
H7b | 0.1461 | 0.5420 | 0.8241 | 0.066* | |
C8 | 0.0933 (3) | 0.50122 (16) | 0.6667 (5) | 0.0489 (11) | |
H8a | 0.1214 | 0.5143 | 0.6106 | 0.059* | |
H8b | 0.0403 | 0.5151 | 0.6480 | 0.059* | |
C9 | 0.0832 (3) | 0.45050 (15) | 0.6408 (5) | 0.0429 (10) | |
H9a | 0.0554 | 0.4457 | 0.5505 | 0.051* | |
H9b | 0.0496 | 0.4382 | 0.6899 | 0.051* | |
C10 | 0.1658 (2) | 0.42542 (14) | 0.6772 (4) | 0.0316 (8) | |
H10 | 0.1935 | 0.4342 | 0.6155 | 0.038* | |
C11 | 0.1676 (2) | 0.30703 (13) | 0.5409 (4) | 0.0298 (8) | |
C12 | 0.1352 (3) | 0.35545 (14) | 0.5379 (4) | 0.0338 (8) | |
H12a | 0.1577 | 0.3737 | 0.4835 | 0.041* | |
H12b | 0.0767 | 0.3555 | 0.5021 | 0.041* | |
C13 | 0.1476 (2) | 0.32353 (14) | 0.8549 (4) | 0.0323 (8) | |
C14 | 0.1045 (2) | 0.35590 (14) | 0.7458 (4) | 0.0321 (8) | |
H14a | 0.0596 | 0.3404 | 0.6865 | 0.039* | |
H14b | 0.0822 | 0.3804 | 0.7825 | 0.039* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0242 (3) | 0.0303 (3) | 0.0233 (2) | 0.00208 (18) | 0.00099 (18) | −0.00342 (17) |
Na1 | 0.0527 (15) | 0.0554 (17) | 0.0424 (14) | 0.000 | 0.0036 (12) | 0.000 |
Na2 | 0.0292 (8) | 0.0406 (9) | 0.0386 (9) | −0.0039 (7) | 0.0078 (6) | −0.0029 (7) |
Na3 | 0.0325 (8) | 0.0448 (9) | 0.0360 (8) | −0.0052 (7) | 0.0075 (7) | −0.0018 (7) |
Na4 | 0.0505 (16) | 0.081 (2) | 0.0543 (17) | 0.000 | 0.0211 (13) | 0.000 |
O1 | 0.0306 (14) | 0.0370 (15) | 0.0325 (14) | 0.0057 (11) | −0.0004 (11) | −0.0082 (11) |
O2 | 0.0289 (14) | 0.0512 (18) | 0.0304 (14) | 0.0056 (12) | −0.0044 (11) | −0.0031 (12) |
O3 | 0.0425 (16) | 0.0491 (18) | 0.0328 (14) | −0.0048 (14) | 0.0138 (12) | −0.0087 (13) |
O4 | 0.101 (3) | 0.082 (3) | 0.059 (2) | −0.027 (3) | 0.046 (2) | −0.004 (2) |
O5 | 0.0319 (13) | 0.0304 (14) | 0.0327 (13) | 0.0030 (11) | 0.0024 (11) | −0.0039 (11) |
O6 | 0.0427 (16) | 0.0381 (16) | 0.0289 (13) | −0.0081 (13) | 0.0050 (12) | −0.0088 (12) |
O7 | 0.0359 (15) | 0.0409 (16) | 0.0272 (13) | 0.0040 (12) | 0.0025 (11) | 0.0074 (11) |
O8 | 0.056 (2) | 0.056 (2) | 0.0388 (17) | −0.0233 (17) | 0.0016 (15) | 0.0138 (15) |
O9 | 0.168 (6) | 0.067 (3) | 0.084 (4) | 0.014 (4) | 0.029 (4) | 0.025 (3) |
O10 | 0.128 (6) | 0.141 (7) | 0.160 (7) | 0.027 (5) | −0.034 (5) | −0.054 (6) |
O11 | 0.115 (5) | 0.156 (6) | 0.120 (5) | 0.025 (4) | 0.073 (4) | 0.036 (5) |
O1w | 0.121 (6) | 0.081 (4) | 0.226 (10) | −0.032 (4) | 0.007 (6) | 0.023 (5) |
O2w | 0.064 (2) | 0.064 (2) | 0.0453 (19) | 0.0108 (18) | 0.0178 (17) | 0.0003 (16) |
O3w | 0.041 (2) | 0.038 (2) | 0.050 (3) | 0.000 | −0.002 (2) | 0.000 |
O4w | 0.0470 (16) | 0.0364 (16) | 0.0314 (14) | −0.0042 (13) | 0.0100 (13) | −0.0041 (12) |
O5w | 0.0369 (15) | 0.0435 (17) | 0.0303 (14) | 0.0021 (12) | 0.0031 (12) | 0.0043 (12) |
O6w | 0.0517 (18) | 0.0421 (17) | 0.0339 (15) | −0.0029 (14) | 0.0107 (13) | 0.0015 (13) |
O7w | 0.118 (8) | 0.115 (7) | 0.100 (7) | 0.000 | −0.016 (6) | 0.000 |
O8w | 0.088 (5) | 0.066 (4) | 0.099 (5) | 0.000 | 0.065 (4) | 0.000 |
N1 | 0.0303 (15) | 0.0324 (16) | 0.0234 (14) | 0.0016 (13) | 0.0006 (12) | −0.0019 (12) |
N2 | 0.0255 (14) | 0.0287 (16) | 0.0215 (14) | −0.0001 (12) | 0.0011 (11) | −0.0002 (11) |
N3 | 0.112 (5) | 0.088 (4) | 0.065 (3) | 0.047 (4) | 0.028 (4) | −0.006 (3) |
C1 | 0.0224 (17) | 0.038 (2) | 0.0302 (18) | 0.0009 (15) | 0.0012 (14) | 0.0006 (15) |
C2 | 0.038 (2) | 0.037 (2) | 0.0225 (17) | 0.0061 (17) | −0.0048 (15) | −0.0055 (15) |
C3 | 0.043 (2) | 0.053 (3) | 0.038 (2) | −0.004 (2) | 0.0133 (19) | −0.002 (2) |
C4 | 0.040 (2) | 0.040 (2) | 0.038 (2) | −0.0079 (18) | 0.0088 (18) | −0.0056 (18) |
C5 | 0.0343 (19) | 0.0312 (19) | 0.0255 (17) | 0.0034 (15) | 0.0030 (15) | 0.0000 (14) |
C6 | 0.056 (3) | 0.034 (2) | 0.046 (2) | 0.008 (2) | −0.002 (2) | −0.0085 (19) |
C7 | 0.069 (3) | 0.043 (3) | 0.046 (3) | 0.020 (2) | 0.005 (2) | −0.003 (2) |
C8 | 0.055 (3) | 0.039 (2) | 0.045 (2) | 0.015 (2) | 0.003 (2) | 0.008 (2) |
C9 | 0.038 (2) | 0.039 (2) | 0.043 (2) | 0.0096 (18) | −0.0015 (18) | 0.0061 (18) |
C10 | 0.0315 (19) | 0.034 (2) | 0.0255 (17) | 0.0021 (15) | 0.0021 (15) | 0.0021 (14) |
C11 | 0.0279 (18) | 0.034 (2) | 0.0263 (17) | −0.0065 (15) | 0.0066 (14) | −0.0046 (14) |
C12 | 0.034 (2) | 0.038 (2) | 0.0231 (17) | 0.0013 (16) | −0.0023 (15) | −0.0009 (15) |
C13 | 0.036 (2) | 0.033 (2) | 0.0246 (17) | −0.0032 (16) | 0.0052 (15) | −0.0012 (15) |
C14 | 0.0275 (18) | 0.034 (2) | 0.0332 (19) | −0.0008 (15) | 0.0068 (15) | 0.0035 (15) |
Geometric parameters (Å, º) top
Ni1—O1 | 2.085 (3) | O3w—H3w1 | 0.8200 |
Ni1—O3 | 2.034 (3) | O4w—H4w1 | 0.8200 |
Ni1—O5 | 2.066 (3) | O4w—H4w2 | 0.8200 |
Ni1—O7 | 2.040 (3) | O5w—H5w1 | 0.8200 |
Ni1—N1 | 2.069 (3) | O5w—H5w2 | 0.8200 |
Ni1—N2 | 2.062 (3) | O6w—H6w1 | 0.8200 |
Na1—O2i | 2.428 (4) | O6w—H6w2 | 0.8200 |
Na1—O2ii | 2.428 (4) | O7w—H7w | 0.8200 |
Na1—O1w | 2.468 (8) | O8w—H8w | 0.8200 |
Na1—O1wiii | 2.468 (8) | N1—C2 | 1.471 (5) |
Na1—O2w | 2.472 (4) | N1—C4 | 1.474 (6) |
Na1—O2wiii | 2.472 (4) | N1—C5 | 1.494 (5) |
Na2—O2i | 2.608 (4) | N2—C12 | 1.475 (5) |
Na2—O2ii | 2.363 (3) | N2—C14 | 1.479 (5) |
Na2—O2w | 2.454 (4) | N2—C10 | 1.495 (5) |
Na2—O3w | 2.398 (4) | C1—C2 | 1.522 (5) |
Na2—O4w | 2.319 (3) | C2—H2a | 0.9500 |
Na2—O5w | 2.425 (3) | C2—H2b | 0.9500 |
Na3—O5 | 2.441 (3) | C3—C4 | 1.510 (6) |
Na3—O6iv | 2.455 (3) | C4—H4a | 0.9500 |
Na3—O9 | 2.474 (5) | C4—H4b | 0.9500 |
Na3—O4w | 2.384 (3) | C5—C6 | 1.527 (6) |
Na3—O5w | 2.438 (3) | C5—C10 | 1.537 (5) |
Na3—O6w | 2.373 (3) | C5—H5 | 0.9500 |
Na4—O6iv | 2.600 (3) | C6—C7 | 1.530 (7) |
Na4—O6v | 2.600 (3) | C6—H6a | 0.9500 |
Na4—O6w | 2.401 (3) | C6—H6b | 0.9500 |
Na4—O6wvi | 2.401 (3) | C7—C8 | 1.516 (7) |
Na4—O7w | 2.22 (1) | C7—H7a | 0.9500 |
Na4—O8w | 2.378 (7) | C7—H7b | 0.9500 |
O1—C1 | 1.264 (5) | C8—C9 | 1.517 (7) |
O2—C1 | 1.240 (5) | C8—H8a | 0.9500 |
O3—C3 | 1.252 (6) | C8—H8b | 0.9500 |
O4—C3 | 1.249 (6) | C9—C10 | 1.526 (6) |
O5—C11 | 1.268 (5) | C9—H9a | 0.9500 |
O6—C11 | 1.251 (4) | C9—H9b | 0.9500 |
O7—C13 | 1.261 (5) | C10—H10 | 0.9500 |
O8—C13 | 1.234 (5) | C11—C12 | 1.522 (6) |
O9—N3 | 1.216 (6) | C12—H12a | 0.9500 |
O10—N3 | 1.192 (6) | C12—H12b | 0.9500 |
O11—N3 | 1.258 (6) | C13—C14 | 1.514 (5) |
O1w—H1w1 | 0.8200 | C14—H14a | 0.9500 |
O2w—H2w1 | 0.8200 | C14—H14b | 0.9500 |
O2w—H2w2 | 0.8200 | ||
O1—Ni1—O3 | 94.5 (1) | Na2—O4w—H4w2 | 112.2 |
O1—Ni1—O5 | 114.2 (1) | Na3—O4w—H4w2 | 112.2 |
O1—Ni1—O7 | 86.2 (1) | H4w1—O4w—H4w2 | 109.8 |
O1—Ni1—N1 | 80.3 (1) | Na2—O5w—Na3 | 93.52 (11) |
O1—Ni1—N2 | 162.2 (1) | Na2—O5w—H5w1 | 113.0 |
O3—Ni1—O7 | 178.4 (1) | Na3—O5w—H5w1 | 113.0 |
O3—Ni1—O5 | 89.4 (1) | Na2—O5w—H5w2 | 113.0 |
O3—Ni1—N1 | 83.5 (1) | Na3—O5w—H5w2 | 113.0 |
O3—Ni1—N2 | 95.5 (1) | H5w1—O5w—H5w2 | 110.4 |
O5—Ni1—O7 | 89.0 (1) | Na3—O6w—Na4 | 98.58 (12) |
O5—Ni1—N1 | 164.4 (1) | Na3—O6w—H6w1 | 112.1 |
O5—Ni1—N2 | 80.7 (1) | Na4—O6w—H6w1 | 112.1 |
O7—Ni1—N1 | 98.1 (1) | Na3—O6w—H6w2 | 112.1 |
O7—Ni1—N2 | 84.2 (1) | Na4—O6w—H6w2 | 112.1 |
N1—Ni1—N2 | 86.2 (1) | H6w1—O6w—H6w2 | 109.7 |
O2i—Na1—O2ii | 80.6 (2) | Na4—O7w—H7w | 109.5 |
O2i—Na1—O1w | 103.7 (2) | Na4—O8w—H8w | 109.5 |
O2i—Na1—O1wiii | 171.6 (2) | C2—N1—C4 | 111.6 (3) |
O2i—Na1—O2w | 83.2 (1) | C2—N1—C5 | 113.4 (3) |
O2i—Na1—O2wiii | 78.1 (1) | C4—N1—C5 | 115.6 (3) |
O2ii—Na1—O1w | 171.6 (2) | C2—N1—Ni1 | 103.1 (2) |
O2ii—Na1—O1wiii | 103.7 (2) | C4—N1—Ni1 | 106.4 (2) |
O2ii—Na1—O2w | 78.1 (1) | C5—N1—Ni1 | 105.5 (2) |
O2ii—Na1—O2wiii | 83.2 (1) | C12—N2—C14 | 110.3 (3) |
O1w—Na1—O1wiii | 73.1 (5) | C12—N2—C10 | 114.7 (3) |
O1w—Na1—O2w | 109.4 (2) | C14—N2—C10 | 114.2 (3) |
O1w—Na1—O2wiii | 90.5 (3) | C12—N2—Ni1 | 104.1 (2) |
O1wiii—Na1—O2w | 90.5 (3) | C14—N2—Ni1 | 106.9 (2) |
O1wiii—Na1—O2wiii | 109.4 (2) | C10—N2—Ni1 | 105.7 (2) |
O2w—Na1—O2wiii | 155.4 (2) | O10—N3—O9 | 125.9 (6) |
O2i—Na2—O2ii | 78.2 (1) | O10—N3—O11 | 118.0 (6) |
O2i—Na2—O2w | 79.9 (1) | O9—N3—O11 | 116.1 (5) |
O2i—Na2—O3w | 78.2 (1) | O2—C1—O1 | 125.9 (4) |
O2i—Na2—O4w | 164.2 (1) | O2—C1—C2 | 116.6 (4) |
O2i—Na2—O5w | 87.7 (1) | O1—C1—C2 | 117.6 (3) |
O2ii—Na2—O2w | 79.7 (1) | N1—C2—C1 | 111.3 (3) |
O2ii—Na2—O3w | 83.2 (1) | N1—C2—H2a | 109.4 |
O2ii—Na2—O4w | 111.5 (1) | C1—C2—H2a | 109.4 |
O2ii—Na2—O5w | 163.4 (1) | N1—C2—H2b | 109.4 |
O2w—Na2—O3w | 154.5 (1) | C1—C2—H2b | 109.4 |
O2w—Na2—O4w | 89.4 (1) | H2a—C2—H2b | 108.0 |
O2w—Na2—O5w | 106.4 (1) | O4—C3—O3 | 125.0 (5) |
O3w—Na2—O4w | 114.5 (1) | O4—C3—C4 | 117.1 (4) |
O3w—Na2—O5w | 85.6 (1) | O3—C3—C4 | 117.9 (4) |
O4w—Na2—O5w | 84.2 (1) | N1—C4—C3 | 114.6 (4) |
O5—Na3—O6iv | 93.6 (1) | N1—C4—H4a | 108.6 |
O5—Na3—O9 | 173.7 (2) | C3—C4—H4a | 108.6 |
O5—Na3—O4w | 84.3 (1) | N1—C4—H4b | 108.6 |
O5—Na3—O5w | 91.7 (1) | C3—C4—H4b | 108.6 |
O5—Na3—O6w | 96.9 (1) | H4a—C4—H4b | 107.6 |
O6iv—Na3—O9 | 88.8 (2) | N1—C5—C6 | 114.7 (3) |
O6iv—Na3—O4w | 97.5 (1) | N1—C5—C10 | 108.7 (3) |
O6iv—Na3—O5w | 174.7 (1) | C6—C5—C10 | 113.0 (3) |
O6iv—Na3—O6w | 85.5 (1) | N1—C5—H5 | 106.6 |
O9—Na3—O4w | 89.6 (2) | C6—C5—H5 | 106.6 |
O9—Na3—O5w | 85.9 (2) | C10—C5—H5 | 106.6 |
O9—Na3—O6w | 89.1 (2) | C5—C6—C7 | 110.4 (4) |
O4w—Na3—O5w | 82.6 (1) | C5—C6—H6a | 109.6 |
O4w—Na3—O6w | 176.8 (1) | C7—C6—H6a | 109.6 |
O5w—Na3—O6w | 94.4 (1) | C5—C6—H6b | 109.6 |
O6iv—Na4—O6v | 171.8 (2) | C7—C6—H6b | 109.6 |
O6iv—Na4—O6w | 81.8 (1) | H6a—C6—H6b | 108.1 |
O6iv—Na4—O6wvi | 100.0 (1) | C8—C7—C6 | 109.9 (4) |
O6iv—Na4—O7w | 85.9 (1) | C8—C7—H7a | 109.7 |
O6iv—Na4—O8w | 94.1 (1) | C6—C7—H7a | 109.7 |
O6v—Na4—O6w | 100.0 (1) | C8—C7—H7b | 109.7 |
O6v—Na4—O6wvi | 81.8 (1) | C6—C7—H7b | 109.7 |
O6v—Na4—O7w | 85.9 (1) | H7a—C7—H7b | 108.2 |
O6v—Na4—O8w | 94.1 (1) | C7—C8—C9 | 110.5 (4) |
O6w—Na4—O6wvi | 155.4 (2) | C7—C8—H8a | 109.5 |
O6w—Na4—O7w | 102.3 (1) | C9—C8—H8a | 109.5 |
O6w—Na4—O8w | 77.7 (1) | C7—C8—H8b | 109.5 |
O6wvi—Na4—O7w | 102.3 (1) | C9—C8—H8b | 109.5 |
O6wvi—Na4—O8w | 77.7 (1) | H8a—C8—H8b | 108.1 |
O7w—Na4—O8w | 180 | C8—C9—C10 | 112.5 (4) |
C1—O1—Ni1 | 110.5 (2) | C8—C9—H9a | 109.1 |
C1—O2—Na2v | 142.6 (3) | C10—C9—H9a | 109.1 |
C1—O2—Na1i | 121.9 (3) | C8—C9—H9b | 109.1 |
Na2v—O2—Na1i | 86.98 (10) | C10—C9—H9b | 109.1 |
C1—O2—Na2i | 121.3 (3) | H9a—C9—H9b | 107.8 |
Na2v—O2—Na2i | 83.04 (11) | N2—C10—C9 | 114.2 (3) |
Na1i—O2—Na2i | 81.73 (10) | N2—C10—C5 | 107.7 (3) |
C3—O3—Ni1 | 114.8 (3) | C9—C10—C5 | 113.0 (3) |
C11—O5—Ni1 | 111.9 (2) | N2—C10—H10 | 107.2 |
C11—O5—Na3 | 128.5 (2) | C9—C10—H10 | 107.2 |
Ni1—O5—Na3 | 119.58 (12) | C5—C10—H10 | 107.2 |
C11—O6—Na3iv | 110.0 (2) | O6—C11—O5 | 125.0 (4) |
C11—O6—Na4iv | 140.4 (3) | O6—C11—C12 | 117.4 (3) |
Na3iv—O6—Na4iv | 91.41 (10) | O5—C11—C12 | 117.6 (3) |
C13—O7—Ni1 | 112.1 (2) | N2—C12—C11 | 110.4 (3) |
N3—O9—Na3 | 139.7 (4) | N2—C12—H12a | 109.6 |
Na1—O1w—H1w1 | 124 | C11—C12—H12a | 109.6 |
Na2—O2w—Na1 | 84.06 (14) | N2—C12—H12b | 109.6 |
Na2—O2w—H2w1 | 114.6 | C11—C12—H12b | 109.6 |
Na1—O2w—H2w1 | 114.6 | H12a—C12—H12b | 108.1 |
Na2—O2w—H2w2 | 114.6 | O8—C13—O7 | 124.2 (4) |
Na1—O2w—H2w2 | 114.6 | O8—C13—C14 | 118.3 (4) |
H2w1—O2w—H2w2 | 111.7 | O7—C13—C14 | 117.5 (3) |
Na2iii—O3w—Na2 | 86.96 (17) | N2—C14—C13 | 114.6 (3) |
Na2iii—O3w—H3w1 | 114.2 | N2—C14—H14a | 108.6 |
Na2—O3w—H3w1 | 114.2 | C13—C14—H14a | 108.6 |
Na2—O4w—Na3 | 97.72 (12) | N2—C14—H14b | 108.6 |
Na2—O4w—H4w1 | 112.2 | C13—C14—H14b | 108.6 |
Na3—O4w—H4w1 | 112.2 | H14a—C14—H14b | 107.6 |
O3—Ni1—O1—C1 | 112.1 (3) | O1—Ni1—N1—C4 | 81.8 (3) |
O7—Ni1—O1—C1 | −69.4 (3) | O3—Ni1—N1—C5 | 109.5 (2) |
N2—Ni1—O1—C1 | −11.7 (6) | O7—Ni1—N1—C5 | −70.1 (2) |
O5—Ni1—O1—C1 | −156.6 (3) | N2—Ni1—N1—C5 | 13.5 (2) |
N1—Ni1—O1—C1 | 29.5 (3) | O5—Ni1—N1—C5 | 46.3 (6) |
N2—Ni1—O3—C3 | 94.5 (3) | O1—Ni1—N1—C5 | −154.9 (2) |
O5—Ni1—O3—C3 | 175.0 (3) | O3—Ni1—N2—C12 | 54.7 (2) |
N1—Ni1—O3—C3 | 8.9 (3) | O7—Ni1—N2—C12 | −123.7 (2) |
O1—Ni1—O3—C3 | −70.7 (3) | O5—Ni1—N2—C12 | −33.8 (2) |
O3—Ni1—O5—C11 | −70.3 (3) | N1—Ni1—N2—C12 | 137.7 (2) |
O7—Ni1—O5—C11 | 109.7 (3) | O1—Ni1—N2—C12 | 178.4 (4) |
N2—Ni1—O5—C11 | 25.4 (3) | O3—Ni1—N2—C14 | 171.4 (2) |
N1—Ni1—O5—C11 | −7.8 (6) | O7—Ni1—N2—C14 | −7.0 (2) |
O1—Ni1—O5—C11 | −164.9 (3) | O5—Ni1—N2—C14 | 83.0 (2) |
O3—Ni1—O5—Na3 | 112.52 (16) | N1—Ni1—N2—C14 | −105.5 (2) |
O7—Ni1—O5—Na3 | −67.49 (15) | O1—Ni1—N2—C14 | −64.9 (5) |
N2—Ni1—O5—Na3 | −151.80 (17) | O3—Ni1—N2—C10 | −66.5 (2) |
N1—Ni1—O5—Na3 | 175.0 (4) | O7—Ni1—N2—C10 | 115.1 (2) |
O1—Ni1—O5—Na3 | 17.90 (19) | O5—Ni1—N2—C10 | −155.0 (2) |
O6w—Na3—O5—C11 | 167.8 (3) | N1—Ni1—N2—C10 | 16.5 (2) |
O4w—Na3—O5—C11 | −15.2 (3) | O1—Ni1—N2—C10 | 57.2 (5) |
O5w—Na3—O5—C11 | −97.6 (3) | Na3—O9—N3—O10 | −77.6 (8) |
O6iv—Na3—O5—C11 | 81.9 (3) | Na3—O9—N3—O11 | 102.6 (7) |
O6w—Na3—O5—Ni1 | −15.53 (17) | Na2v—O2—C1—O1 | 26.5 (8) |
O4w—Na3—O5—Ni1 | 161.47 (16) | Na1i—O2—C1—O1 | 161.9 (3) |
O5w—Na3—O5—Ni1 | 79.10 (15) | Na2i—O2—C1—O1 | −97.7 (4) |
O6iv—Na3—O5—Ni1 | −101.38 (15) | Na2v—O2—C1—C2 | −155.7 (4) |
N2—Ni1—O7—C13 | 18.1 (3) | Na1i—O2—C1—C2 | −20.3 (5) |
O5—Ni1—O7—C13 | −62.6 (3) | Na2i—O2—C1—C2 | 80.1 (4) |
N1—Ni1—O7—C13 | 103.4 (3) | Ni1—O1—C1—O2 | 163.1 (4) |
O1—Ni1—O7—C13 | −177.0 (3) | Ni1—O1—C1—C2 | −14.7 (5) |
O6w—Na3—O9—N3 | 50.7 (8) | C4—N1—C2—C1 | −75.5 (4) |
O4w—Na3—O9—N3 | −126.4 (8) | C5—N1—C2—C1 | 151.9 (3) |
O5w—Na3—O9—N3 | −43.8 (8) | Ni1—N1—C2—C1 | 38.3 (4) |
O6iv—Na3—O9—N3 | 136.1 (8) | O2—C1—C2—N1 | 165.0 (4) |
O4w—Na2—O2w—Na1 | −152.39 (11) | O1—C1—C2—N1 | −17.1 (5) |
O2ii—Na2—O2w—Na1 | −40.37 (11) | Ni1—O3—C3—O4 | 178.4 (5) |
O3w—Na2—O2w—Na1 | 8.3 (3) | Ni1—O3—C3—C4 | −1.0 (5) |
O5w—Na2—O2w—Na1 | 123.80 (11) | C2—N1—C4—C3 | 129.1 (4) |
O2i—Na2—O2w—Na1 | 39.29 (9) | C5—N1—C4—C3 | −99.5 (4) |
O2i—Na1—O2w—Na2 | −42.40 (11) | Ni1—N1—C4—C3 | 17.4 (4) |
O2ii—Na1—O2w—Na2 | 39.33 (11) | O4—C3—C4—N1 | 168.7 (5) |
O2wiii—Na1—O2w—Na2 | −1.90 (7) | O3—C3—C4—N1 | −11.9 (6) |
O1wiii—Na1—O2w—Na2 | 143.2 (2) | C2—N1—C5—C6 | 79.6 (4) |
O1w—Na1—O2w—Na2 | −144.6 (3) | C4—N1—C5—C6 | −51.0 (5) |
O4w—Na2—O3w—Na2iii | 152.24 (12) | Ni1—N1—C5—C6 | −168.3 (3) |
O2ii—Na2—O3w—Na2iii | 41.63 (8) | C2—N1—C5—C10 | −152.8 (3) |
O5w—Na2—O3w—Na2iii | −126.19 (10) | C4—N1—C5—C10 | 76.6 (4) |
O2w—Na2—O3w—Na2iii | −6.4 (2) | Ni1—N1—C5—C10 | −40.7 (3) |
O2i—Na2—O3w—Na2iii | −37.64 (7) | N1—C5—C6—C7 | 177.8 (4) |
O2ii—Na2—O4w—Na3 | −174.51 (12) | C10—C5—C6—C7 | 52.4 (5) |
O3w—Na2—O4w—Na3 | 93.22 (12) | C5—C6—C7—C8 | −59.6 (6) |
O5w—Na2—O4w—Na3 | 10.79 (12) | C6—C7—C8—C9 | 61.2 (6) |
O2w—Na2—O4w—Na3 | −95.80 (14) | C7—C8—C9—C10 | −55.5 (6) |
O2i—Na2—O4w—Na3 | −48.6 (5) | C12—N2—C10—C9 | 76.7 (4) |
O5w—Na3—O4w—Na2 | −10.77 (12) | C14—N2—C10—C9 | −52.0 (4) |
O5—Na3—O4w—Na2 | −103.28 (13) | Ni1—N2—C10—C9 | −169.2 (3) |
O6iv—Na3—O4w—Na2 | 163.87 (12) | C12—N2—C10—C5 | −157.0 (3) |
O9—Na3—O4w—Na2 | 75.16 (18) | C14—N2—C10—C5 | 74.4 (4) |
O4w—Na2—O5w—Na3 | −10.47 (12) | Ni1—N2—C10—C5 | −42.8 (3) |
O2ii—Na2—O5w—Na3 | −172.9 (4) | C8—C9—C10—N2 | 171.7 (4) |
O3w—Na2—O5w—Na3 | −125.71 (11) | C8—C9—C10—C5 | 48.1 (5) |
O2w—Na2—O5w—Na3 | 77.23 (14) | N1—C5—C10—N2 | 57.6 (4) |
O2i—Na2—O5w—Na3 | 155.98 (12) | C6—C5—C10—N2 | −173.9 (4) |
O6w—Na3—O5w—Na2 | −168.72 (12) | N1—C5—C10—C9 | −175.4 (3) |
O4w—Na3—O5w—Na2 | 10.22 (12) | C6—C5—C10—C9 | −46.9 (5) |
O5—Na3—O5w—Na2 | 94.19 (11) | Na3iv—O6—C11—O5 | −80.6 (4) |
O9—Na3—O5w—Na2 | −79.92 (17) | Na4iv—O6—C11—O5 | 160.7 (3) |
O5w—Na3—O6w—Na4 | 161.22 (15) | Na3iv—O6—C11—C12 | 98.2 (3) |
O5—Na3—O6w—Na4 | −106.49 (14) | Na4iv—O6—C11—C12 | −20.5 (6) |
O6iv—Na3—O6w—Na4 | −13.45 (14) | Ni1—O5—C11—O6 | 169.3 (3) |
O9—Na3—O6w—Na4 | 75.39 (19) | Na3—O5—C11—O6 | −13.8 (6) |
O7w—Na4—O6w—Na3 | −71.16 (11) | Ni1—O5—C11—C12 | −9.5 (4) |
O8w—Na4—O6w—Na3 | 108.84 (11) | Na3—O5—C11—C12 | 167.3 (3) |
O6wvi—Na4—O6w—Na3 | 108.84 (11) | C14—N2—C12—C11 | −76.4 (4) |
O6v—Na4—O6w—Na3 | −159.10 (14) | C10—N2—C12—C11 | 153.0 (3) |
O6iv—Na4—O6w—Na3 | 12.78 (14) | Ni1—N2—C12—C11 | 38.0 (4) |
O3—Ni1—N1—C2 | −131.4 (3) | O6—C11—C12—N2 | 160.7 (3) |
O7—Ni1—N1—C2 | 49.0 (3) | O5—C11—C12—N2 | −20.3 (5) |
N2—Ni1—N1—C2 | 132.6 (3) | Ni1—O7—C13—O8 | 155.7 (4) |
O5—Ni1—N1—C2 | 165.4 (4) | Ni1—O7—C13—C14 | −24.8 (4) |
O1—Ni1—N1—C2 | −35.7 (2) | C12—N2—C14—C13 | 109.7 (4) |
O3—Ni1—N1—C4 | −13.9 (3) | C10—N2—C14—C13 | −119.5 (3) |
O7—Ni1—N1—C4 | 166.5 (2) | Ni1—N2—C14—C13 | −2.9 (4) |
N2—Ni1—N1—C4 | −109.9 (3) | O8—C13—C14—N2 | −161.4 (4) |
O5—Ni1—N1—C4 | −77.1 (5) | O7—C13—C14—N2 | 19.1 (5) |
Symmetry codes: (i) −x+1/2, −y+1/2, −z+2; (ii) x−1/2, −y+1/2, z−1/2; (iii) −x, y, −z+3/2; (iv) −x+1/2, −y+1/2, −z+1; (v) x+1/2, −y+1/2, z+1/2; (vi) −x+1, y, −z+3/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w1···O4vii | 0.82 | 2.27 | 2.660 (9) | 109 |
O2w—H2w1···O11 | 0.82 | 2.00 | 2.797 (8) | 165 |
O2w—H2w2···O4iv | 0.82 | 2.01 | 2.817 (6) | 170 |
O4w—H4w1···O6 | 0.82 | 2.08 | 2.800 (4) | 147 |
O4w—H4w2···O3iv | 0.82 | 1.99 | 2.803 (4) | 172 |
O5w—H5w1···O7i | 0.82 | 1.98 | 2.778 (4) | 164 |
O5w—H5w2···O8 | 0.82 | 2.27 | 3.053 (5) | 159 |
O6w—H6w1···O8i | 0.82 | 2.01 | 2.789 (4) | 159 |
O6w—H6w2···O1 | 0.82 | 2.03 | 2.845 (4) | 170 |
O7w—H7w···O9vi | 0.82 | 2.36 | 3.130 (7) | 156 |
O7w—H7w···O10vi | 0.82 | 2.32 | 3.04 (1) | 146 |
O8w—H8w···O1 | 0.82 | 2.09 | 2.899 (4) | 172 |
Symmetry codes: (i) −x+1/2, −y+1/2, −z+2; (iv) −x+1/2, −y+1/2, −z+1; (vi) −x+1, y, −z+3/2; (vii) −x+1/2, y−1/2, −z+3/2. |