Trideca­aqua­dinitratohexasodium(I) bis­[(trans-cyclo­hexane-1,2-diyldi­nitrilo­tetraacetato)­nickelate(II)]

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.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.064
• wR factor = 0.182
• Data-to-parameter ratio = 15.8

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT220_ALERT_2_A Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       4.82 Ratio

Author Response: There is a larger than usual U~eq~ range for the oxygen atoms in the cationic [(H~2~O)~13~(NO~3~)~2~Na~6~] part because some of the water molecules form strong hydrogen bonds and others weak hydrogen bonds. One of the water molecules (O1w) forms only one hydrogen bond, and the bond is weak. There is a large residual peak near O1w but this peak could not be modeled as a disorder component of O1w.

 The nitrate group, which interacts with only one Na atom, shows larger
 vibrations in the O atoms, and some restraints were applied to the group.  It
 could not be refined as two groups sharing a common O atom.

PLAT242_ALERT_2_A Check Low       Ueq as Compared to Neighbors for        Na1

Author Response: The atom having the large U~eq~ that is linked to Na1 is the O1w water molecule. The reason for the large U~eq~ is explained above.

Alert level B
PLAT222_ALERT_3_B Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       4.82 Ratio
PLAT241_ALERT_2_B Check High      Ueq as Compared to Neighbors for         O9
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for         N3

Author Response: The atom having the large U~eq~ that is linked to Na1 is the O1w water molecule. The reason for the large U~eq~ is explained above.

PLAT415_ALERT_2_B Short Inter D-H..H-X       H1W2   ..  H4A     ..       2.04 Ang.
PLAT733_ALERT_1_B Torsion Calc     -1.9(4), Rep    -1.90(7) ......       5.71 su-Rat
              O2W -NA1 -O2W -NA2    2.556   1.555   1.555   1.555

Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.31
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT220_ALERT_2_C Large Non-Solvent    N     Ueq(max)/Ueq(min) ...       3.32 Ratio

Author Response: There is a larger than usual U~eq~ range for the oxygen atoms in the cationic [(H~2~O)~13~(NO~3~)~2~Na~6~] part because some of the water molecules form strong hydrogen bonds and others weak hydrogen bonds. One of the water molecules (O1w) forms only one hydrogen bond, and the bond is weak. There is a large residual peak near O1w but this peak could not be modeled as a disorder component of O1w.

 The nitrate group, which interacts with only one Na atom, shows larger
 vibrations in the O atoms, and some restraints were applied to the group.  It
 could not be refined as two groups sharing a common O atom.

PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Na4

Author Response: The atom having the large U~eq~ that is linked to Na1 is the O1w water molecule. The reason for the large U~eq~ is explained above.

PLAT410_ALERT_2_C Short Intra H...H Contact  H4B    ..  H6A     ..       1.96 Ang.
PLAT410_ALERT_2_C Short Intra H...H Contact  H9B    ..  H14B    ..       1.96 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........         11
PLAT726_ALERT_1_C H...A   Calc     2.28279, Rep     2.27000 Dev...       0.01 Ang.
              H1#  -O4      1.555   4.546

Alert level G
FORMU01_ALERT_1_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and _chemical_formula_moiety. This is
            usually due to the moiety formula being in the wrong format.
            Atom count from _chemical_formula_sum:   C28 H62 N6 Na6 Ni2 O35
            Atom count from _chemical_formula_moiety:C28 H62 N6 Na6 O35

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

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

---

Computing details

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)]

Crystal data

[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) Å^3	0.40 × 0.25 × 0.20 mm
Z = 4

Data collection

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

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)] = 0.064	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.182	H-atom parameters constrained
S = 1.10	w = 1/[σ^2(Fo^2) + (0.0885P)^2 + 18.9719P] where P = (Fo^2 + 2Fc^2)/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 (Ų)

	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 (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

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—O2^i	2.428 (4)	O6w—H6w2	0.8200
Na1—O2^ii	2.428 (4)	O7w—H7w	0.8200
Na1—O1w	2.468 (8)	O8w—H8w	0.8200
Na1—O1w^iii	2.468 (8)	N1—C2	1.471 (5)
Na1—O2w	2.472 (4)	N1—C4	1.474 (6)
Na1—O2w^iii	2.472 (4)	N1—C5	1.494 (5)
Na2—O2^i	2.608 (4)	N2—C12	1.475 (5)
Na2—O2^ii	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—O6^iv	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—O6^iv	2.600 (3)	C6—C7	1.530 (7)
Na4—O6^v	2.600 (3)	C6—H6a	0.9500
Na4—O6w	2.401 (3)	C6—H6b	0.9500
Na4—O6w^vi	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
O2^i—Na1—O2^ii	80.6 (2)	Na4—O7w—H7w	109.5
O2^i—Na1—O1w	103.7 (2)	Na4—O8w—H8w	109.5
O2^i—Na1—O1w^iii	171.6 (2)	C2—N1—C4	111.6 (3)
O2^i—Na1—O2w	83.2 (1)	C2—N1—C5	113.4 (3)
O2^i—Na1—O2w^iii	78.1 (1)	C4—N1—C5	115.6 (3)
O2^ii—Na1—O1w	171.6 (2)	C2—N1—Ni1	103.1 (2)
O2^ii—Na1—O1w^iii	103.7 (2)	C4—N1—Ni1	106.4 (2)
O2^ii—Na1—O2w	78.1 (1)	C5—N1—Ni1	105.5 (2)
O2^ii—Na1—O2w^iii	83.2 (1)	C12—N2—C14	110.3 (3)
O1w—Na1—O1w^iii	73.1 (5)	C12—N2—C10	114.7 (3)
O1w—Na1—O2w	109.4 (2)	C14—N2—C10	114.2 (3)
O1w—Na1—O2w^iii	90.5 (3)	C12—N2—Ni1	104.1 (2)
O1w^iii—Na1—O2w	90.5 (3)	C14—N2—Ni1	106.9 (2)
O1w^iii—Na1—O2w^iii	109.4 (2)	C10—N2—Ni1	105.7 (2)
O2w—Na1—O2w^iii	155.4 (2)	O10—N3—O9	125.9 (6)
O2^i—Na2—O2^ii	78.2 (1)	O10—N3—O11	118.0 (6)
O2^i—Na2—O2w	79.9 (1)	O9—N3—O11	116.1 (5)
O2^i—Na2—O3w	78.2 (1)	O2—C1—O1	125.9 (4)
O2^i—Na2—O4w	164.2 (1)	O2—C1—C2	116.6 (4)
O2^i—Na2—O5w	87.7 (1)	O1—C1—C2	117.6 (3)
O2^ii—Na2—O2w	79.7 (1)	N1—C2—C1	111.3 (3)
O2^ii—Na2—O3w	83.2 (1)	N1—C2—H2a	109.4
O2^ii—Na2—O4w	111.5 (1)	C1—C2—H2a	109.4
O2^ii—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—O6^iv	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
O6^iv—Na3—O9	88.8 (2)	N1—C5—C6	114.7 (3)
O6^iv—Na3—O4w	97.5 (1)	N1—C5—C10	108.7 (3)
O6^iv—Na3—O5w	174.7 (1)	C6—C5—C10	113.0 (3)
O6^iv—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
O6^iv—Na4—O6^v	171.8 (2)	C7—C6—H6b	109.6
O6^iv—Na4—O6w	81.8 (1)	H6a—C6—H6b	108.1
O6^iv—Na4—O6w^vi	100.0 (1)	C8—C7—C6	109.9 (4)
O6^iv—Na4—O7w	85.9 (1)	C8—C7—H7a	109.7
O6^iv—Na4—O8w	94.1 (1)	C6—C7—H7a	109.7
O6^v—Na4—O6w	100.0 (1)	C8—C7—H7b	109.7
O6^v—Na4—O6w^vi	81.8 (1)	C6—C7—H7b	109.7
O6^v—Na4—O7w	85.9 (1)	H7a—C7—H7b	108.2
O6^v—Na4—O8w	94.1 (1)	C7—C8—C9	110.5 (4)
O6w—Na4—O6w^vi	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
O6w^vi—Na4—O7w	102.3 (1)	C9—C8—H8b	109.5
O6w^vi—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—Na2^v	142.6 (3)	C10—C9—H9a	109.1
C1—O2—Na1^i	121.9 (3)	C8—C9—H9b	109.1
Na2^v—O2—Na1^i	86.98 (10)	C10—C9—H9b	109.1
C1—O2—Na2^i	121.3 (3)	H9a—C9—H9b	107.8
Na2^v—O2—Na2^i	83.04 (11)	N2—C10—C9	114.2 (3)
Na1^i—O2—Na2^i	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—Na3^iv	110.0 (2)	O6—C11—O5	125.0 (4)
C11—O6—Na4^iv	140.4 (3)	O6—C11—C12	117.4 (3)
Na3^iv—O6—Na4^iv	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)
Na2^iii—O3w—Na2	86.96 (17)	N2—C14—C13	114.6 (3)
Na2^iii—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)
O6^iv—Na3—O5—C11	81.9 (3)	Na3—O9—N3—O11	102.6 (7)
O6w—Na3—O5—Ni1	−15.53 (17)	Na2^v—O2—C1—O1	26.5 (8)
O4w—Na3—O5—Ni1	161.47 (16)	Na1^i—O2—C1—O1	161.9 (3)
O5w—Na3—O5—Ni1	79.10 (15)	Na2^i—O2—C1—O1	−97.7 (4)
O6^iv—Na3—O5—Ni1	−101.38 (15)	Na2^v—O2—C1—C2	−155.7 (4)
N2—Ni1—O7—C13	18.1 (3)	Na1^i—O2—C1—C2	−20.3 (5)
O5—Ni1—O7—C13	−62.6 (3)	Na2^i—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)
O6^iv—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)
O2^ii—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)
O2^i—Na2—O2w—Na1	39.29 (9)	C5—N1—C4—C3	−99.5 (4)
O2^i—Na1—O2w—Na2	−42.40 (11)	Ni1—N1—C4—C3	17.4 (4)
O2^ii—Na1—O2w—Na2	39.33 (11)	O4—C3—C4—N1	168.7 (5)
O2w^iii—Na1—O2w—Na2	−1.90 (7)	O3—C3—C4—N1	−11.9 (6)
O1w^iii—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—Na2^iii	152.24 (12)	Ni1—N1—C5—C6	−168.3 (3)
O2^ii—Na2—O3w—Na2^iii	41.63 (8)	C2—N1—C5—C10	−152.8 (3)
O5w—Na2—O3w—Na2^iii	−126.19 (10)	C4—N1—C5—C10	76.6 (4)
O2w—Na2—O3w—Na2^iii	−6.4 (2)	Ni1—N1—C5—C10	−40.7 (3)
O2^i—Na2—O3w—Na2^iii	−37.64 (7)	N1—C5—C6—C7	177.8 (4)
O2^ii—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)
O2^i—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)
O6^iv—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)
O2^ii—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)
O2^i—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)	Na3^iv—O6—C11—O5	−80.6 (4)
O9—Na3—O5w—Na2	−79.92 (17)	Na4^iv—O6—C11—O5	160.7 (3)
O5w—Na3—O6w—Na4	161.22 (15)	Na3^iv—O6—C11—C12	98.2 (3)
O5—Na3—O6w—Na4	−106.49 (14)	Na4^iv—O6—C11—C12	−20.5 (6)
O6^iv—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)
O6w^vi—Na4—O6w—Na3	108.84 (11)	C14—N2—C12—C11	−76.4 (4)
O6^v—Na4—O6w—Na3	−159.10 (14)	C10—N2—C12—C11	153.0 (3)
O6^iv—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)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w1···O4^vii	0.82	2.27	2.660 (9)	109
O2w—H2w1···O11	0.82	2.00	2.797 (8)	165
O2w—H2w2···O4^iv	0.82	2.01	2.817 (6)	170
O4w—H4w1···O6	0.82	2.08	2.800 (4)	147
O4w—H4w2···O3^iv	0.82	1.99	2.803 (4)	172
O5w—H5w1···O7^i	0.82	1.98	2.778 (4)	164
O5w—H5w2···O8	0.82	2.27	3.053 (5)	159
O6w—H6w1···O8^i	0.82	2.01	2.789 (4)	159
O6w—H6w2···O1	0.82	2.03	2.845 (4)	170
O7w—H7w···O9^vi	0.82	2.36	3.130 (7)	156
O7w—H7w···O10^vi	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.