Poly[di-μ9-citrato-tetra­sodiumzinc]

Ma, Y.-H.; Yang, H.-W.; Hao, J.-T.; Ma, P.-Z.; Yao, T.

doi:10.1107/S1600536813030067

metal-organic compounds

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ISSN: 2056-9890

Volume 69| Part 12| December 2013| Page m672

doi:10.1107/S1600536813030067

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Poly[di-μ₉-citrato-tetrasodiumzinc]

Yu-Hong Ma,^a ^* Hong-Wei Yang,^a Jing-Tuan Hao,^a Pi-Zhuang Ma ^b and Ting Yao ^a

^aAir Force Service College, Xuzhou 221000, People's Republic of China, and ^bLogistics College, Beijing 100858, People's Republic of China
^*Correspondence e-mail: myhmayuhong@163.com

(Received 28 October 2013; accepted 2 November 2013; online 20 November 2013)

In the title compound, [Na₄Zn(C₆H₅O₇)₂]_n, the Zn^II ion lies on an inversion center and is coordinated by six O atoms from two citrate ligands, forming a distorted octahedral geometry. There are two crystallographically independent Na⁺ cations in the asymmetric unit. One Na⁺ cation exhibits a distorted square-pyramidal geometry defined by five O atoms from four citrate ligands. The other Na⁺ cation is surrounded by six O atoms from five citrate ligands in a distorted octahedral geometry. The Na⁺ cations are bridged by citrate carboxylate groups, forming a layer parallel to (100). The layers are further assembled into a three-dimensional network with the [Zn(citrate)₂]⁴⁻ building units as `pillars'; O—H⋯O hydrogen bonds also stabilize the structure.

CCDC reference: 969917

Related literature

For an isotypic compound, see: Liu et al. (2012 ).

Experimental

Crystal data

[Na₄Zn(C₆H₅O₇)₂]
M_r = 535.55
Monoclinic, P 2₁ /c
a = 7.9642 (16) Å
b = 12.530 (3) Å
c = 8.7090 (17) Å
β = 113.66 (3)°
V = 796.0 (3) Å³
Z = 2
Mo Kα radiation
μ = 1.74 mm⁻¹
T = 293 K
0.21 × 0.21 × 0.20 mm

Data collection

Rigaku SCXmini CCD diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ) T_min = 0.712, T_max = 0.722
8270 measured reflections
1831 independent reflections
1570 reflections with I > 2σ(I)
R_int = 0.048

Refinement

R[F² > 2σ(F²)] = 0.037
wR(F²) = 0.075
S = 1.15
1831 reflections
145 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.37 e Å⁻³
Δρ_min = −0.47 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O7—H1⋯O2ⁱ	0.95 (3)	1.69 (3)	2.635 (2)	174 (3)
Symmetry code: (i) -x+1, -y+2, -z+2.

Data collection: CrystalClear (Rigaku, 2005 ); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999 ); software used to prepare material for publication: SHELXTL.

Supporting information

CCDC reference: 969917

Crystal structure: contains datablock I. DOI: 10.1107/S1600536813030067/hy2639sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536813030067/hy2639Isup2.hkl

checkCIF report

Comment top

Citric acid has been widely used for the construction of coordination polymers due to their diverse coordination modes (Liu et al., 2012). Here, we report a new three-dimensional coordination polymer, [Na₄Zn(C₆H₅O₇)₂]_n, based on citric acid.

As shown in Fig. 1, the asymmetric unit of the title compound consists of half a Zn^II ion, two Na⁺ cations and a citrate anion. The Zn^II ion lies on a crystallographic inversion center and is coordinated by six O atoms from two different citrate ligands, forming a distorted octahedral geometry. Three O atoms of each citrate ligand are bonded to the Zn^II ion, one of which is the hydroxy O atom and the other two are from different carboxylate groups. Thus, two citrate ligands and one Zn^II ion form a [Zn(C₆H₅O₇)₂]^4- building unit. This unit bridges sixteen Na⁺ cations (Fig. 2). Na1 exhibits a distorted square-pyramidal geometry, defined by five O atoms from four different citrate ligands. Na2 is surrounded by six O atoms from five different citrate ligands, building a distorted octahedral geometry. The Na⁺ cations are bridged by carboxylate groups from the citrate ligands into a two-dimensional layer parallel to (100) (Fig. 3). The layers are further assembled into a three-dimensional network through [Zn(C₆H₅O₇)₂]^4- building units as 'pillars' (Fig. 4).

Related literature top

For an isotypic compound, see: Liu et al. (2012).

Experimental top

A mixture of citric acid (0.2 mmol), NaOH (0.2 mmol) and zinc nitrate hexahydrate (0.1 mmol) was dissolved in DMAC/H₂O solvent (5 ml, v/v = 1:4) (DMAC = N,N'-dimethylacetamide) and placed in a capped vial (10 ml), which was heated to 363 K for three days and then cooled to room temperature. The crystals obtained were washed with water and dried in air.

Computing details top

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear (Rigaku, 2005); data reduction: CrystalClear (Rigaku, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The asymmetric unit of the title compound, showing the 30% probability displacement ellipsoids. [Symmetry code: (i) 1-x, 2-y, 1-z.]
	Fig. 2. The [Zn(C₆H₅O₇)₂]^4- building unit bridges sixteen Na⁺ cations.
	Fig. 3. A view of the two-dimensional layer in the bc plane.
	Fig. 4. A view of the three-dimensional network in the title compound.

Poly[di-µ₉-citrato-tetrasodiumzinc] top

Crystal data top

[Na₄Zn(C₆H₅O₇)₂]	F(000) = 536
M_r = 535.55	D_x = 2.234 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 7740 reflections
a = 7.9642 (16) Å	θ = 3.0–27.5°
b = 12.530 (3) Å	µ = 1.74 mm⁻¹
c = 8.7090 (17) Å	T = 293 K
β = 113.66 (3)°	Block, colorless
V = 796.0 (3) Å³	0.21 × 0.21 × 0.20 mm
Z = 2

Data collection top

Rigaku SCXmini CCD diffractometer	1831 independent reflections
Radiation source: fine-focus sealed tube	1570 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.048
ω scan	θ_max = 27.5°, θ_min = 3.0°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −10→10
T_min = 0.712, T_max = 0.722	k = −16→16
8270 measured reflections	l = −11→11

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.075	H atoms treated by a mixture of independent and constrained refinement
S = 1.15	w = 1/[σ²(F_o²) + (0.0289P)² + 0.3351P] where P = (F_o² + 2F_c²)/3
1831 reflections	(Δ/σ)_max = 0.001
145 parameters	Δρ_max = 0.37 e Å⁻³
0 restraints	Δρ_min = −0.47 e Å⁻³

Crystal data top

[Na₄Zn(C₆H₅O₇)₂]	V = 796.0 (3) Å³
M_r = 535.55	Z = 2
Monoclinic, P2₁/c	Mo Kα radiation
a = 7.9642 (16) Å	µ = 1.74 mm⁻¹
b = 12.530 (3) Å	T = 293 K
c = 8.7090 (17) Å	0.21 × 0.21 × 0.20 mm
β = 113.66 (3)°

Data collection top

Rigaku SCXmini CCD diffractometer	1831 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	1570 reflections with I > 2σ(I)
T_min = 0.712, T_max = 0.722	R_int = 0.048
8270 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.037	0 restraints
wR(F²) = 0.075	H atoms treated by a mixture of independent and constrained refinement
S = 1.15	Δρ_max = 0.37 e Å⁻³
1831 reflections	Δρ_min = −0.47 e Å⁻³
145 parameters

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	U_iso*/U_eq
O7	0.4930 (2)	0.98761 (13)	0.7363 (2)	0.0127 (4)
O3	0.2766 (2)	0.89905 (13)	0.4482 (2)	0.0178 (4)
O4	0.1751 (2)	0.77628 (13)	0.5749 (2)	0.0175 (4)
O6	0.8225 (3)	0.72885 (15)	0.7149 (2)	0.0233 (4)
O5	0.6783 (2)	0.87114 (13)	0.5716 (2)	0.0175 (4)
C8	0.7041 (3)	0.8007 (2)	0.6829 (3)	0.0141 (5)
C4	0.2806 (3)	0.84956 (19)	0.5774 (3)	0.0124 (5)
C5	0.5911 (3)	0.80021 (19)	0.7885 (3)	0.0132 (5)
H5A	0.6748	0.8118	0.9042	0.016*
H5B	0.5407	0.7291	0.7822	0.016*
C3	0.4328 (3)	0.87982 (18)	0.7479 (3)	0.0118 (5)
C2	0.3615 (3)	0.87711 (19)	0.8861 (3)	0.0144 (5)
H2A	0.3180	0.8056	0.8920	0.017*
H2B	0.4629	0.8916	0.9923	0.017*
O2	0.1969 (2)	0.98895 (14)	0.9984 (2)	0.0179 (4)
Zn1	0.5000	1.0000	0.5000	0.01321 (12)
Na2	−0.05408 (14)	1.12137 (8)	0.83937 (13)	0.0216 (3)
Na1	0.10230 (14)	1.11830 (8)	0.53517 (13)	0.0222 (3)
O1	0.1002 (2)	0.98321 (13)	0.7212 (2)	0.0186 (4)
C1	0.2085 (3)	0.95534 (19)	0.8644 (3)	0.0131 (5)
H1	0.606 (4)	1.000 (2)	0.828 (4)	0.016*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O7	0.0154 (9)	0.0111 (9)	0.0118 (9)	−0.0021 (7)	0.0057 (7)	−0.0007 (7)
O3	0.0185 (9)	0.0207 (10)	0.0114 (9)	−0.0038 (8)	0.0030 (8)	0.0027 (7)
O4	0.0173 (9)	0.0160 (9)	0.0210 (10)	−0.0047 (7)	0.0095 (8)	−0.0030 (7)
O6	0.0225 (10)	0.0256 (11)	0.0245 (11)	0.0128 (8)	0.0123 (9)	0.0071 (8)
O5	0.0223 (10)	0.0168 (9)	0.0180 (9)	0.0037 (7)	0.0127 (8)	0.0041 (7)
C8	0.0123 (12)	0.0156 (13)	0.0137 (12)	0.0008 (10)	0.0045 (10)	−0.0014 (10)
C4	0.0110 (12)	0.0132 (12)	0.0151 (12)	0.0031 (9)	0.0072 (10)	−0.0014 (9)
C5	0.0145 (12)	0.0127 (12)	0.0131 (12)	0.0023 (10)	0.0065 (10)	0.0017 (9)
C3	0.0136 (12)	0.0104 (11)	0.0123 (12)	−0.0003 (9)	0.0062 (10)	0.0028 (9)
C2	0.0155 (12)	0.0160 (13)	0.0134 (13)	0.0014 (10)	0.0076 (11)	0.0024 (10)
O2	0.0176 (9)	0.0229 (10)	0.0162 (9)	0.0018 (8)	0.0098 (8)	−0.0047 (7)
Zn1	0.0152 (2)	0.0130 (2)	0.0124 (2)	0.00022 (17)	0.00663 (17)	0.00209 (16)
Na2	0.0197 (5)	0.0236 (6)	0.0216 (6)	0.0023 (4)	0.0084 (5)	−0.0013 (4)
Na1	0.0208 (6)	0.0253 (6)	0.0223 (6)	−0.0022 (4)	0.0105 (5)	−0.0007 (4)
O1	0.0178 (9)	0.0208 (10)	0.0159 (9)	0.0024 (7)	0.0053 (8)	0.0006 (7)
C1	0.0134 (12)	0.0113 (11)	0.0165 (13)	−0.0039 (10)	0.0080 (11)	−0.0011 (10)

Geometric parameters (Å, º) top

O7—C3	1.450 (3)	O2—Na2	2.539 (2)
O7—Zn1	2.0866 (17)	Zn1—O5^iv	2.0742 (17)
O3—C4	1.274 (3)	Zn1—O3^iv	2.0796 (17)
O3—Zn1	2.0796 (17)	Zn1—O7^iv	2.0866 (17)
O3—Na2ⁱ	2.432 (2)	Na2—O4^v	2.415 (2)
O4—C4	1.239 (3)	Na2—O3ⁱ	2.432 (2)
O4—Na2ⁱⁱ	2.415 (2)	Na2—O6^vi	2.478 (2)
O4—Na1ⁱ	2.417 (2)	Na2—O2^vii	2.548 (2)
O6—C8	1.251 (3)	Na2—O1	2.565 (2)
O6—Na1ⁱⁱⁱ	2.443 (2)	Na1—O5^iv	2.288 (2)
O6—Na2ⁱⁱⁱ	2.478 (2)	Na1—O1	2.348 (2)
O5—C8	1.266 (3)	Na1—O4ⁱ	2.417 (2)
O5—Zn1	2.0742 (17)	Na1—O6^vi	2.443 (2)
O5—Na1^iv	2.288 (2)	Na1—O1ⁱ	2.512 (2)
C8—C5	1.523 (3)	Na1—C4ⁱ	2.833 (3)
C8—Na1^iv	3.061 (3)	Na1—C8^iv	3.061 (3)
C4—C3	1.540 (3)	O1—C1	1.248 (3)
C4—Na1ⁱ	2.833 (3)	O7—H1	0.95 (3)
C5—C3	1.534 (3)	C2—H2A	0.97
C3—C2	1.523 (3)	C2—H2B	0.97
C2—C1	1.516 (3)	C5—H5A	0.97
O2—C1	1.279 (3)	C5—H5B	0.97

C3—O7—Zn1	106.16 (13)	Na1—Na2—Na1^viii	102.34 (4)
C4—O3—Zn1	112.86 (16)	O4^v—Na2—Na2^vii	113.39 (6)
C4—O3—Na2ⁱ	127.44 (16)	O3ⁱ—Na2—Na2^vii	120.36 (6)
Zn1—O3—Na2ⁱ	119.59 (8)	O6^vi—Na2—Na2^vii	125.52 (7)
C4—O4—Na2ⁱⁱ	160.44 (17)	O2—Na2—Na2^vii	38.48 (4)
C4—O4—Na1ⁱ	96.18 (14)	O2^vii—Na2—Na2^vii	38.32 (4)
Na2ⁱⁱ—O4—Na1ⁱ	98.47 (7)	O1—Na2—Na2^vii	76.31 (5)
C8—O6—Na1ⁱⁱⁱ	119.97 (16)	Na1—Na2—Na2^vii	120.15 (4)
C8—O6—Na2ⁱⁱⁱ	154.24 (17)	Na1^viii—Na2—Na2^vii	114.57 (5)
Na1ⁱⁱⁱ—O6—Na2ⁱⁱⁱ	85.80 (7)	O5^iv—Na1—O1	122.68 (8)
C8—O5—Zn1	130.84 (16)	O5^iv—Na1—O4ⁱ	122.16 (7)
C8—O5—Na1^iv	115.86 (16)	O1—Na1—O4ⁱ	114.15 (7)
Zn1—O5—Na1^iv	112.04 (8)	O5^iv—Na1—O6^vi	112.02 (8)
O6—C8—O5	123.2 (2)	O1—Na1—O6^vi	82.02 (7)
O6—C8—C5	116.0 (2)	O4ⁱ—Na1—O6^vi	84.37 (8)
O5—C8—C5	120.8 (2)	O5^iv—Na1—O1ⁱ	89.47 (7)
O4—C4—O3	124.7 (2)	O1—Na1—O1ⁱ	93.91 (7)
O4—C4—C3	117.7 (2)	O4ⁱ—Na1—O1ⁱ	76.45 (7)
O3—C4—C3	117.6 (2)	O6^vi—Na1—O1ⁱ	156.79 (8)
C8—C5—C3	119.2 (2)	O5^iv—Na1—C4ⁱ	137.95 (8)
O7—C3—C2	108.32 (19)	O1—Na1—C4ⁱ	92.09 (8)
O7—C3—C5	110.93 (19)	O4ⁱ—Na1—C4ⁱ	25.78 (6)
C2—C3—C5	109.63 (19)	O6^vi—Na1—C4ⁱ	94.17 (8)
O7—C3—C4	108.45 (18)	O1ⁱ—Na1—C4ⁱ	63.03 (7)
C2—C3—C4	110.9 (2)	O5^iv—Na1—C8^iv	21.85 (6)
C5—C3—C4	108.56 (19)	O1—Na1—C8^iv	144.32 (8)
C1—C2—C3	115.0 (2)	O4ⁱ—Na1—C8^iv	100.39 (7)
C1—O2—Na2	92.67 (15)	O6^vi—Na1—C8^iv	111.12 (7)
C1—O2—Na2^vii	122.64 (15)	O1ⁱ—Na1—C8^iv	85.42 (7)
Na2—O2—Na2^vii	103.20 (7)	C4ⁱ—Na1—C8^iv	118.60 (8)
O5^iv—Zn1—O5	180.0	O5^iv—Na1—Na1ⁱ	112.02 (7)
O5^iv—Zn1—O3^iv	90.85 (7)	O1—Na1—Na1ⁱ	49.04 (5)
O5—Zn1—O3^iv	89.15 (7)	O4ⁱ—Na1—Na1ⁱ	96.43 (6)
O5^iv—Zn1—O3	89.15 (7)	O6^vi—Na1—Na1ⁱ	126.69 (7)
O5—Zn1—O3	90.85 (7)	O1ⁱ—Na1—Na1ⁱ	44.88 (5)
O3^iv—Zn1—O3	180.000 (1)	C4ⁱ—Na1—Na1ⁱ	71.49 (6)
O5^iv—Zn1—O7^iv	86.09 (7)	C8^iv—Na1—Na1ⁱ	120.93 (7)
O5—Zn1—O7^iv	93.91 (7)	O5^iv—Na1—Na2	155.15 (7)
O3^iv—Zn1—O7^iv	79.02 (7)	O1—Na1—Na2	49.81 (5)
O3—Zn1—O7^iv	100.98 (7)	O4ⁱ—Na1—Na2	74.74 (5)
O5^iv—Zn1—O7	93.91 (7)	O6^vi—Na1—Na2	47.54 (5)
O5—Zn1—O7	86.09 (7)	O1ⁱ—Na1—Na2	113.50 (6)
O3^iv—Zn1—O7	100.98 (7)	C4ⁱ—Na1—Na2	65.27 (6)
O3—Zn1—O7	79.02 (7)	C8^iv—Na1—Na2	157.96 (6)
O7^iv—Zn1—O7	180.000 (1)	Na1ⁱ—Na1—Na2	81.11 (4)
O5^iv—Zn1—Na1	35.88 (5)	O5^iv—Na1—Zn1	32.08 (5)
O5—Zn1—Na1	144.12 (5)	O1—Na1—Zn1	90.68 (6)
O3^iv—Zn1—Na1	115.73 (5)	O4ⁱ—Na1—Zn1	151.83 (6)
O3—Zn1—Na1	64.27 (5)	O6^vi—Na1—Zn1	113.43 (6)
O7^iv—Zn1—Na1	115.05 (6)	O1ⁱ—Na1—Zn1	89.37 (5)
O7—Zn1—Na1	64.95 (6)	C4ⁱ—Na1—Zn1	152.38 (6)
O5^iv—Zn1—Na1^iv	144.12 (5)	C8^iv—Na1—Zn1	53.66 (5)
O5—Zn1—Na1^iv	35.88 (5)	Na1ⁱ—Na1—Zn1	90.01 (4)
O3^iv—Zn1—Na1^iv	64.27 (5)	Na2—Na1—Zn1	133.42 (4)
O3—Zn1—Na1^iv	115.73 (5)	O5^iv—Na1—Na2^ix	86.09 (5)
O7^iv—Zn1—Na1^iv	64.95 (6)	O1—Na1—Na2^ix	150.32 (6)
O7—Zn1—Na1^iv	115.05 (6)	O4ⁱ—Na1—Na2^ix	40.74 (5)
Na1—Zn1—Na1^iv	180.0	O6^vi—Na1—Na2^ix	79.96 (6)
O4^v—Na2—O3ⁱ	100.76 (7)	O1ⁱ—Na1—Na2^ix	93.45 (6)
O4^v—Na2—O6^vi	92.41 (7)	C4ⁱ—Na1—Na2^ix	66.06 (6)
O3ⁱ—Na2—O6^vi	98.70 (7)	C8^iv—Na1—Na2^ix	64.99 (5)
O4^v—Na2—O2	132.94 (7)	Na1ⁱ—Na1—Na2^ix	131.30 (6)
O3ⁱ—Na2—O2	125.58 (7)	Na2—Na1—Na2^ix	101.14 (3)
O6^vi—Na2—O2	88.62 (7)	Zn1—Na1—Na2^ix	118.12 (3)
O4^v—Na2—O2^vii	86.70 (7)	C1—O1—Na1	134.25 (16)
O3ⁱ—Na2—O2^vii	102.18 (7)	C1—O1—Na1ⁱ	133.31 (16)
O6^vi—Na2—O2^vii	158.90 (8)	Na1—O1—Na1ⁱ	86.09 (7)
O2—Na2—O2^vii	76.80 (7)	C1—O1—Na2	92.17 (15)
O4^v—Na2—O1	168.90 (7)	Na1—O1—Na2	85.84 (6)
O3ⁱ—Na2—O1	77.54 (7)	Na1ⁱ—O1—Na2	117.27 (8)
O6^vi—Na2—O1	77.12 (7)	O1—C1—O2	123.1 (2)
O2—Na2—O1	51.60 (6)	O1—C1—C2	120.3 (2)
O2^vii—Na2—O1	104.40 (7)	O2—C1—C2	116.6 (2)
O4^v—Na2—Na1	125.09 (6)	Zn1—O7—H1	115 (2)
O3ⁱ—Na2—Na1	62.16 (5)	C3—O7—H1	108.9 (16)
O6^vi—Na2—Na1	46.67 (5)	C1—C2—H2A	109
O2—Na2—Na1	87.87 (5)	C1—C2—H2B	109
O2^vii—Na2—Na1	145.37 (6)	C3—C2—H2A	108
O1—Na2—Na1	44.35 (5)	C3—C2—H2B	109
O4^v—Na2—Na1^viii	40.79 (5)	H2A—C2—H2B	108
O3ⁱ—Na2—Na1^viii	123.00 (6)	C3—C5—H5A	107
O6^vi—Na2—Na1^viii	57.61 (5)	C3—C5—H5B	108
O2—Na2—Na1^viii	106.39 (6)	C8—C5—H5A	107
O2^vii—Na2—Na1^viii	111.68 (5)	C8—C5—H5B	108
O1—Na2—Na1^viii	131.31 (6)	H5A—C5—H5B	107

Symmetry codes: (i) −x, −y+2, −z+1; (ii) −x, y−1/2, −z+3/2; (iii) −x+1, y−1/2, −z+3/2; (iv) −x+1, −y+2, −z+1; (v) −x, y+1/2, −z+3/2; (vi) −x+1, y+1/2, −z+3/2; (vii) −x, −y+2, −z+2; (viii) x, −y+5/2, z+1/2; (ix) x, −y+5/2, z−1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H1···O2^x	0.95 (3)	1.69 (3)	2.635 (2)	174 (3)

Symmetry code: (x) −x+1, −y+2, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H1···O2ⁱ	0.95 (3)	1.69 (3)	2.635 (2)	174 (3)

Symmetry code: (i) −x+1, −y+2, −z+2.

Acknowledgements

The authors acknowledge the Air Force Service College for supporting this work.

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