Poly[[diaqua[μ(5)-(R,S)-2-({2-[(1,2-di-carboxyl-atoeth-yl)amino]-eth-yl}amino)-butane-dioato]cobaltate(III)sodium] di-hydrate].

In the asymmetric unit of the title coordination polymer, {[CoNa(C(10)H(12)N(2)O(8))(H(2)O)(2)]·2H(2)O}(n), the Co(II) ion is coord-inated in a distorted octa-hedral environment, defined by two N atoms and four carboxyl-ate O atoms. Two Co(II) ions and two 2-({2-[(1,2-dicarboxyl-atoeth-yl)amino]-eth-yl}amino)-butane-dio-ate (EDDS) ligands form a dimeric complex dianion [Co(2)(EDDS)(2)]. These dimeric units are connected via Na(+) ions, forming a three-dimensional polymeric structure. In the crystal, the ligand N-H groups and the coordinated and solvent water mol-ecules are involved in inter-molecular N-H⋯O and O-H⋯O hydrogen bonding, reinforcing the three-dimensional polymeric structure.

Related literature

For the synthesis and applications of EDDS and its complexes, see: Jones & Williams (2001 ▶); Kos & Leštan (2003 ▶); Mazurenko & Trunova (2001 ▶); Meers et al. (2005 ▶); Shadchina et al. (2008 ▶); Tandy et al. (2004 ▶, 2006 ▶); Vandevivere et al. (2001 ▶). For related structures, see: Horn et al. (1993 ▶); Pavelčík et al. (1980 ▶). For standard bond-length data, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[CoNa(C10H12N2O8)(H2O)2]·2H2O

M = 442.20

Orthorhombic,

a = 10.0207 (2) Å

b = 15.6475 (2) Å

c = 20.3837 (4) Å

V = 3196.14 (10) Å3

Z = 8

Mo Kα radiation

μ = 1.17 mm−1

T = 100 K

0.32 × 0.28 × 0.13 mm

Data collection

Bruker SMART APEXII diffractometer

Absorption correction: numerical (SADABS; Sheldrick, 1996 ▶) T min = 0.706, T max = 0.863

11219 measured reflections

3161 independent reflections

2549 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.065

S = 0.97

3161 reflections

265 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.34 e Å−3

Δρmin = −0.50 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2010 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681104013X/lh5329sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681104013X/lh5329Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[CoNa(C10H12N2O8)(H2O)2]·2H2O	F(000) = 1824
Mr = 442.20	Dx = 1.838 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 4049 reflections
a = 10.0207 (2) Å	θ = 2.6–26.1°
b = 15.6475 (2) Å	µ = 1.17 mm−1
c = 20.3837 (4) Å	T = 100 K
V = 3196.14 (10) Å3	Diamond, violet
Z = 8	0.32 × 0.28 × 0.13 mm

Bruker SMART APEXII diffractometer	3161 independent reflections
Radiation source: fine-focus sealed tube	2549 reflections with I > 2σ(I)
graphite	Rint = 0.042
φ and ω scans	θmax = 26.1°, θmin = 2.0°
Absorption correction: numerical (SADABS; Sheldrick, 1996)	h = −7→12
Tmin = 0.706, Tmax = 0.863	k = −19→19
11219 measured reflections	l = −25→21

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.065	H atoms treated by a mixture of independent and constrained refinement
S = 0.97	w = 1/[σ2(Fo2) + (0.0324P)2] where P = (Fo2 + 2Fc2)/3
3161 reflections	(Δ/σ)max < 0.001
265 parameters	Δρmax = 0.34 e Å−3
1 restraint	Δρmin = −0.50 e Å−3

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.

	x	y	z	Uiso*/Ueq
Co1	0.09689 (3)	0.387117 (14)	0.083088 (13)	0.00826 (9)
Na1	0.39217 (9)	0.53940 (5)	0.21505 (4)	0.0178 (2)
C1	0.1871 (2)	0.38312 (11)	−0.04223 (10)	0.0104 (4)
C2	0.0531 (2)	0.33752 (11)	−0.04526 (9)	0.0100 (4)
H2	0.0712	0.2749	−0.0414	0.012*
C3	−0.1234 (2)	0.29948 (11)	0.03843 (10)	0.0120 (5)
H3A	−0.0830	0.2418	0.0400	0.014*
H3B	−0.2034	0.2975	0.0099	0.014*
C4	−0.1601 (2)	0.32957 (12)	0.10675 (10)	0.0130 (5)
H4A	−0.2192	0.3801	0.1038	0.016*
H4B	−0.2088	0.2838	0.1302	0.016*
C5	0.0280 (2)	0.28136 (11)	0.18052 (10)	0.0111 (4)
H5	−0.0412	0.2455	0.2027	0.013*
C6	0.1054 (2)	0.22824 (12)	0.13122 (10)	0.0118 (4)
C7	0.1248 (2)	0.31881 (11)	0.23126 (10)	0.0123 (5)
H7A	0.0714	0.3483	0.2653	0.015*
H7B	0.1714	0.2707	0.2529	0.015*
C8	0.2302 (2)	0.38128 (11)	0.20641 (10)	0.0124 (5)
C9	0.0287 (2)	0.55445 (11)	0.13005 (10)	0.0106 (4)
C10	0.0175 (2)	0.64820 (11)	0.11074 (10)	0.0111 (4)
H10A	0.1083	0.6729	0.1082	0.013*
H10B	−0.0317	0.6792	0.1455	0.013*
N1	−0.02558 (17)	0.36314 (9)	0.01328 (8)	0.0087 (4)
H1N	−0.065 (2)	0.4093 (12)	0.0043 (10)	0.010*
N2	−0.03629 (17)	0.35219 (10)	0.14370 (8)	0.0102 (4)
H2N	−0.057 (2)	0.3904 (12)	0.1691 (11)	0.012*
O1	0.22354 (14)	0.41008 (8)	0.01494 (6)	0.0105 (3)
O2	0.25654 (16)	0.39053 (8)	−0.09163 (7)	0.0163 (3)
O3	0.15026 (14)	0.27071 (7)	0.08149 (6)	0.0113 (3)
O4	0.12621 (15)	0.15144 (8)	0.14003 (7)	0.0158 (3)
O5	0.22710 (14)	0.41130 (8)	0.14795 (7)	0.0119 (3)
O6	0.31703 (15)	0.40383 (8)	0.24573 (7)	0.0184 (4)
O7	0.04285 (14)	0.50388 (7)	0.08043 (6)	0.0107 (3)
O8	0.02390 (15)	0.53288 (8)	0.18835 (7)	0.0156 (3)
O9	0.56412 (18)	0.49111 (10)	0.15130 (8)	0.0245 (4)
H91	0.537 (3)	0.4471 (15)	0.1319 (11)	0.037*
H92	0.605 (3)	0.5215 (16)	0.1272 (14)	0.037*
O10	0.22692 (18)	0.62299 (10)	0.26905 (8)	0.0214 (4)
H101	0.162 (3)	0.5949 (15)	0.2558 (12)	0.032*
H102	0.229 (3)	0.6165 (15)	0.3088 (13)	0.032*
O11	0.49078 (18)	0.36011 (9)	0.06961 (9)	0.0253 (4)
H111	0.415 (3)	0.3726 (17)	0.0657 (14)	0.038*
H112	0.539 (3)	0.3836 (15)	0.0329 (11)	0.038*
O12	0.33610 (19)	0.57331 (10)	0.01853 (8)	0.0241 (4)
H121	0.320 (3)	0.5253 (16)	0.0228 (13)	0.036*
H122	0.348 (3)	0.5872 (17)	0.0539 (14)	0.036*

	U11	U22	U33	U12	U13	U23
Co1	0.00957 (17)	0.00764 (12)	0.00757 (14)	0.00002 (11)	−0.00016 (12)	0.00084 (11)
Na1	0.0234 (5)	0.0147 (4)	0.0153 (4)	0.0012 (4)	0.0001 (4)	0.0032 (3)
C1	0.0113 (12)	0.0080 (8)	0.0119 (10)	0.0028 (8)	−0.0009 (9)	0.0029 (8)
C2	0.0141 (12)	0.0078 (8)	0.0082 (10)	0.0000 (8)	0.0013 (9)	−0.0007 (8)
C3	0.0110 (12)	0.0123 (8)	0.0126 (11)	−0.0031 (8)	−0.0009 (9)	0.0017 (8)
C4	0.0081 (12)	0.0163 (9)	0.0145 (11)	−0.0004 (9)	−0.0002 (9)	0.0017 (8)
C5	0.0118 (12)	0.0109 (8)	0.0105 (10)	0.0002 (8)	−0.0009 (9)	0.0036 (8)
C6	0.0103 (12)	0.0137 (9)	0.0114 (10)	−0.0008 (9)	−0.0040 (9)	0.0008 (8)
C7	0.0142 (13)	0.0125 (9)	0.0103 (10)	0.0026 (9)	−0.0011 (9)	−0.0008 (8)
C8	0.0142 (13)	0.0097 (8)	0.0134 (11)	0.0043 (8)	−0.0005 (10)	0.0002 (8)
C9	0.0048 (12)	0.0128 (9)	0.0143 (11)	−0.0016 (8)	−0.0008 (9)	0.0000 (8)
C10	0.0135 (13)	0.0106 (9)	0.0092 (10)	−0.0004 (8)	0.0006 (9)	−0.0007 (8)
N1	0.0099 (10)	0.0072 (7)	0.0089 (9)	0.0014 (7)	−0.0001 (7)	0.0011 (7)
N2	0.0103 (10)	0.0099 (7)	0.0104 (9)	0.0017 (7)	−0.0001 (8)	−0.0010 (7)
O1	0.0091 (8)	0.0117 (6)	0.0107 (7)	−0.0014 (6)	0.0005 (6)	0.0008 (6)
O2	0.0159 (9)	0.0223 (7)	0.0107 (8)	−0.0029 (6)	0.0031 (7)	−0.0004 (6)
O3	0.0126 (8)	0.0099 (6)	0.0114 (7)	0.0018 (6)	0.0007 (6)	0.0014 (6)
O4	0.0241 (10)	0.0095 (6)	0.0138 (8)	0.0018 (6)	−0.0011 (7)	0.0015 (6)
O5	0.0116 (9)	0.0137 (6)	0.0103 (7)	−0.0014 (6)	−0.0021 (6)	0.0013 (6)
O6	0.0203 (9)	0.0198 (7)	0.0153 (8)	−0.0051 (6)	−0.0078 (7)	0.0024 (6)
O7	0.0138 (8)	0.0086 (6)	0.0097 (7)	0.0011 (6)	−0.0005 (6)	0.0008 (6)
O8	0.0229 (10)	0.0156 (6)	0.0083 (7)	0.0033 (6)	0.0017 (7)	0.0016 (6)
O9	0.0310 (12)	0.0211 (8)	0.0214 (9)	−0.0064 (7)	0.0051 (8)	−0.0005 (7)
O10	0.0232 (10)	0.0246 (8)	0.0163 (8)	−0.0030 (7)	−0.0002 (8)	0.0023 (7)
O11	0.0174 (10)	0.0180 (7)	0.0405 (11)	0.0026 (7)	0.0020 (9)	−0.0021 (7)
O12	0.0380 (12)	0.0140 (7)	0.0202 (9)	−0.0057 (7)	−0.0033 (9)	0.0003 (7)

Co1—O5	1.8957 (14)	C5—C7	1.534 (3)
Co1—O3	1.8987 (12)	C5—H5	1.0000
Co1—N2	1.8990 (17)	C6—O4	1.233 (2)
Co1—O7	1.9064 (12)	C6—O3	1.293 (2)
Co1—O1	1.9155 (13)	C7—C8	1.526 (3)
Co1—N1	1.9161 (17)	C7—H7A	0.9900
Na1—O9	2.2866 (19)	C7—H7B	0.9900
Na1—O4i	2.3336 (15)	C8—O6	1.234 (2)
Na1—O6	2.3363 (15)	C8—O5	1.281 (2)
Na1—O8ii	2.3728 (16)	C9—O8	1.236 (2)
Na1—O10	2.3800 (19)	C9—O7	1.292 (2)
Na1—O5	2.9368 (15)	C9—C10	1.523 (2)
Na1—H101	2.60 (3)	C10—C2iii	1.527 (3)
C1—O2	1.229 (2)	C10—H10A	0.9900
C1—O1	1.292 (2)	C10—H10B	0.9900
C1—C2	1.522 (3)	N1—H1N	0.84 (2)
C2—N1	1.485 (2)	N2—H2N	0.82 (2)
C2—C10iii	1.527 (3)	O4—Na1iv	2.3336 (15)
C2—H2	1.0000	O8—Na1v	2.3728 (16)
C3—N1	1.489 (2)	O9—H91	0.84 (2)
C3—C4	1.515 (3)	O9—H92	0.80 (3)
C3—H3A	0.9900	O10—H101	0.83 (2)
C3—H3B	0.9900	O10—H102	0.82 (3)
C4—N2	1.494 (3)	O11—H111	0.79 (3)
C4—H4A	0.9900	O11—H112	0.96 (3)
C4—H4B	0.9900	O12—H121	0.77 (3)
C5—N2	1.486 (2)	O12—H122	0.76 (3)
C5—C6	1.517 (3)
O5—Co1—O3	90.55 (6)	N2—C5—C6	107.20 (16)
O5—Co1—N2	95.02 (7)	N2—C5—C7	109.25 (15)
O3—Co1—N2	86.16 (6)	C6—C5—C7	109.43 (17)
O5—Co1—O7	91.37 (6)	N2—C5—H5	110.3
O3—Co1—O7	177.39 (6)	C6—C5—H5	110.3
N2—Co1—O7	95.43 (6)	C7—C5—H5	110.3
O5—Co1—O1	90.70 (6)	O4—C6—O3	123.80 (19)
O3—Co1—O1	88.91 (6)	O4—C6—C5	121.60 (18)
N2—Co1—O1	172.47 (6)	O3—C6—C5	114.56 (15)
O7—Co1—O1	89.30 (5)	C8—C7—C5	117.30 (17)
O5—Co1—N1	176.22 (7)	C8—C7—H7A	108.0
O3—Co1—N1	88.84 (6)	C5—C7—H7A	108.0
N2—Co1—N1	88.66 (7)	C8—C7—H7B	108.0
O7—Co1—N1	89.12 (6)	C5—C7—H7B	108.0
O1—Co1—N1	85.56 (7)	H7A—C7—H7B	107.2
O9—Na1—O4i	86.29 (6)	O6—C8—O5	121.08 (19)
O9—Na1—O6	95.44 (6)	O6—C8—C7	117.10 (18)
O4i—Na1—O6	146.32 (6)	O5—C8—C7	121.79 (18)
O9—Na1—O8ii	92.19 (6)	O8—C9—O7	126.13 (17)
O4i—Na1—O8ii	128.32 (6)	O8—C9—C10	120.57 (17)
O6—Na1—O8ii	85.30 (5)	O7—C9—C10	113.31 (16)
O9—Na1—O10	165.64 (6)	C9—C10—C2iii	113.63 (15)
O4i—Na1—O10	80.52 (6)	C9—C10—H10A	108.8
O6—Na1—O10	98.69 (6)	C2iii—C10—H10A	108.8
O8ii—Na1—O10	91.54 (6)	C9—C10—H10B	108.8
O9—Na1—O5	86.23 (5)	C2iii—C10—H10B	108.8
O4i—Na1—O5	99.39 (5)	H10A—C10—H10B	107.7
O6—Na1—O5	47.42 (5)	C2—N1—C3	116.47 (14)
O8ii—Na1—O5	132.10 (5)	C2—N1—Co1	108.02 (12)
O10—Na1—O5	101.46 (6)	C3—N1—Co1	107.29 (12)
O9—Na1—H101	163.8 (6)	C2—N1—H1N	107.7 (15)
O4i—Na1—H101	83.6 (5)	C3—N1—H1N	109.9 (14)
O6—Na1—H101	86.1 (5)	Co1—N1—H1N	107.0 (14)
O8ii—Na1—H101	104.0 (6)	C5—N2—C4	115.98 (15)
O10—Na1—H101	18.5 (5)	C5—N2—Co1	103.81 (12)
O5—Na1—H101	83.0 (6)	C4—N2—Co1	108.90 (13)
O2—C1—O1	123.23 (19)	C5—N2—H2N	109.7 (15)
O2—C1—C2	120.69 (18)	C4—N2—H2N	106.2 (16)
O1—C1—C2	116.04 (17)	Co1—N2—H2N	112.4 (15)
N1—C2—C1	108.02 (15)	C1—O1—Co1	113.93 (13)
N1—C2—C10iii	114.61 (16)	C6—O3—Co1	112.44 (12)
C1—C2—C10iii	112.07 (16)	C6—O4—Na1iv	144.52 (14)
N1—C2—H2	107.3	C8—O5—Co1	126.31 (13)
C1—C2—H2	107.3	C8—O5—Na1	78.66 (11)
C10iii—C2—H2	107.3	Co1—O5—Na1	148.08 (6)
N1—C3—C4	105.57 (15)	C8—O6—Na1	108.23 (12)
N1—C3—H3A	110.6	C9—O7—Co1	126.58 (12)
C4—C3—H3A	110.6	C9—O8—Na1v	143.85 (14)
N1—C3—H3B	110.6	Na1—O9—H91	107.0 (17)
C4—C3—H3B	110.6	Na1—O9—H92	122.9 (19)
H3A—C3—H3B	108.8	H91—O9—H92	111 (2)
N2—C4—C3	109.59 (17)	Na1—O10—H101	95.7 (18)
N2—C4—H4A	109.8	Na1—O10—H102	112.1 (18)
C3—C4—H4A	109.8	H101—O10—H102	106 (3)
N2—C4—H4B	109.8	H111—O11—H112	108 (3)
C3—C4—H4B	109.8	H121—O12—H122	102 (3)
H4A—C4—H4B	108.2
O2—C1—C2—N1	−161.41 (17)	N1—Co1—O1—C1	−14.24 (13)
O1—C1—C2—N1	20.9 (2)	O4—C6—O3—Co1	179.19 (16)
O2—C1—C2—C10iii	−34.2 (2)	C5—C6—O3—Co1	−3.1 (2)
O1—C1—C2—C10iii	148.05 (16)	O5—Co1—O3—C6	76.97 (13)
N1—C3—C4—N2	−46.74 (19)	N2—Co1—O3—C6	−18.03 (14)
N2—C5—C6—O4	−152.14 (19)	O1—Co1—O3—C6	167.66 (13)
C7—C5—C6—O4	89.5 (2)	N1—Co1—O3—C6	−106.76 (14)
N2—C5—C6—O3	30.1 (2)	O3—C6—O4—Na1iv	169.60 (14)
C7—C5—C6—O3	−88.3 (2)	C5—C6—O4—Na1iv	−7.9 (4)
N2—C5—C7—C8	−53.7 (2)	O6—C8—O5—Co1	−177.17 (13)
C6—C5—C7—C8	63.4 (2)	C7—C8—O5—Co1	0.7 (3)
C5—C7—C8—O6	−172.07 (17)	O6—C8—O5—Na1	−19.22 (17)
C5—C7—C8—O5	10.0 (3)	C7—C8—O5—Na1	158.64 (18)
O8—C9—C10—C2iii	−146.6 (2)	O3—Co1—O5—C8	−64.38 (16)
O7—C9—C10—C2iii	33.4 (2)	N2—Co1—O5—C8	21.81 (16)
C1—C2—N1—C3	−150.78 (16)	O7—Co1—O5—C8	117.39 (15)
C10iii—C2—N1—C3	83.5 (2)	O1—Co1—O5—C8	−153.29 (15)
C1—C2—N1—Co1	−30.05 (16)	O3—Co1—O5—Na1	159.72 (13)
C10iii—C2—N1—Co1	−155.76 (12)	N2—Co1—O5—Na1	−114.09 (13)
C4—C3—N1—C2	164.59 (16)	O7—Co1—O5—Na1	−18.51 (13)
C4—C3—N1—Co1	43.47 (17)	O1—Co1—O5—Na1	70.80 (13)
O3—Co1—N1—C2	−64.06 (11)	O9—Na1—O5—C8	112.60 (12)
N2—Co1—N1—C2	−150.24 (12)	O4i—Na1—O5—C8	−161.79 (12)
O7—Co1—N1—C2	114.30 (11)	O6—Na1—O5—C8	11.67 (11)
O1—Co1—N1—C2	24.94 (11)	O8ii—Na1—O5—C8	23.07 (14)
O3—Co1—N1—C3	62.25 (12)	O10—Na1—O5—C8	−79.65 (12)
N2—Co1—N1—C3	−23.93 (12)	O9—Na1—O5—Co1	−102.28 (13)
O7—Co1—N1—C3	−119.39 (12)	O4i—Na1—O5—Co1	−16.67 (14)
O1—Co1—N1—C3	151.24 (12)	O6—Na1—O5—Co1	156.79 (15)
C6—C5—N2—C4	78.7 (2)	O8ii—Na1—O5—Co1	168.18 (11)
C7—C5—N2—C4	−162.84 (17)	O10—Na1—O5—Co1	65.47 (14)
C6—C5—N2—Co1	−40.72 (17)	O5—C8—O6—Na1	25.3 (2)
C7—C5—N2—Co1	77.76 (16)	C7—C8—O6—Na1	−152.67 (13)
C3—C4—N2—C5	−88.7 (2)	O9—Na1—O6—C8	−92.30 (14)
C3—C4—N2—Co1	27.91 (17)	O4i—Na1—O6—C8	−0.8 (2)
O5—Co1—N2—C5	−57.29 (12)	O8ii—Na1—O6—C8	175.94 (14)
O3—Co1—N2—C5	32.93 (12)	O10—Na1—O6—C8	85.10 (14)
O7—Co1—N2—C5	−149.15 (12)	O5—Na1—O6—C8	−12.52 (12)
N1—Co1—N2—C5	121.86 (12)	O8—C9—O7—Co1	−14.0 (3)
O5—Co1—N2—C4	178.59 (11)	C10—C9—O7—Co1	165.99 (13)
O3—Co1—N2—C4	−91.20 (12)	O5—Co1—O7—C9	−40.90 (16)
O7—Co1—N2—C4	86.72 (12)	N2—Co1—O7—C9	54.28 (17)
O2—C1—O1—Co1	−178.47 (14)	O1—Co1—O7—C9	−131.58 (16)
C2—C1—O1—Co1	−0.80 (19)	N1—Co1—O7—C9	142.85 (17)
O5—Co1—O1—C1	165.23 (12)	O7—C9—O8—Na1v	−123.2 (2)
O3—Co1—O1—C1	74.69 (13)	C10—C9—O8—Na1v	56.8 (3)
O7—Co1—O1—C1	−103.41 (13)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1N···O7iii	0.84 (2)	2.21 (2)	2.830 (2)	130.6 (18)
N2—H2N···O6v	0.82 (2)	2.16 (2)	2.809 (2)	137.0 (18)
O9—H91···O11	0.84 (2)	1.92 (2)	2.741 (2)	166 (2)
O9—H92···O2vi	0.80 (3)	2.08 (3)	2.853 (2)	162 (3)
O10—H101···O8	0.83 (2)	2.18 (3)	2.972 (2)	160 (2)
O10—H102···O2vii	0.82 (3)	2.04 (3)	2.853 (2)	175 (3)
O11—H111···O1	0.79 (3)	2.26 (3)	3.004 (2)	158 (3)
O11—H112···O12vi	0.96 (3)	1.77 (3)	2.706 (3)	164 (2)
O12—H121···O1	0.77 (3)	2.05 (3)	2.793 (2)	161 (3)
O12—H122···O4i	0.76 (3)	2.04 (3)	2.788 (2)	167 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1N⋯O7i	0.84 (2)	2.21 (2)	2.830 (2)	130.6 (18)
N2—H2N⋯O6ii	0.82 (2)	2.16 (2)	2.809 (2)	137.0 (18)
O9—H91⋯O11	0.84 (2)	1.92 (2)	2.741 (2)	166 (2)
O9—H92⋯O2iii	0.80 (3)	2.08 (3)	2.853 (2)	162 (3)
O10—H101⋯O8	0.83 (2)	2.18 (3)	2.972 (2)	160 (2)
O10—H102⋯O2iv	0.82 (3)	2.04 (3)	2.853 (2)	175 (3)
O11—H111⋯O1	0.79 (3)	2.26 (3)	3.004 (2)	158 (3)
O11—H112⋯O12iii	0.96 (3)	1.77 (3)	2.706 (3)	164 (2)
O12—H121⋯O1	0.77 (3)	2.05 (3)	2.793 (2)	161 (3)
O12—H122⋯O4v	0.76 (3)	2.04 (3)	2.788 (2)	167 (3)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .