Tetra­aqua­diazido­cobalt(II) 4,4′-dicarboxyl­ato-1,1′-ethyl­enedi­pyridinium dihydrate

Wang, K.; Wang, Y.-Q.; Zhang, J.-Y.; Gao, E.-Q.

doi:10.1107/S1600536809049848

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 12| December 2009| Page m1682

doi:10.1107/S1600536809049848

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Tetraaquadiazidocobalt(II) 4,4′-dicarboxylato-1,1′-ethylenedipyridinium dihydrate

Kun Wang,^a Yan-Qin Wang,^a Jian-Yong Zhang ^a and En-Qing Gao ^a ^*

^aShanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, People's Republic of China
^*Correspondence e-mail: eqgao@chem.ecnu.edu.cn

(Received 6 November 2009; accepted 20 November 2009; online 25 November 2009)

In the title compound, [Co(N₃)₂(H₂O)₄]·C₁₄H₁₂N₂O₄·2H₂O, the metal complex molecule is centrosymmetric, the Co(II) ion being six-coordinated by two azide N atoms and four aqua O atoms with a trans-octahedral geometry. The zwitterionic organic molecule is also centrosymmetric. In the crystal, the components are associated into a two-dimensional network through O—H⋯O hydrogen bonds. Further O—H⋯O and O—H⋯N interactions give a three-dimensional structure. The free water molecule is disordered over two positions in a 0.787 (5):0.213 (5) ratio.

Related literature

For background information on hydrogen bonds in crystal engineering, see: Baures et al. (2006 ); Braga & Grepioni (2000 ); Maly et al. (2006 ). For the ligand synthesis, see: Loeb et al. (2006 ). For hydrogen-bond motifs, see: Bernstein et al. (1995 ); Etter (1990 ).

Experimental

Crystal data

[Co(N₃)₂(H₂O)₄]·C₁₄H₁₂N₂O₄·2H₂O
M_r = 523.34
Triclinic, $[P \overline 1]$
a = 7.1951 (5) Å
b = 9.0354 (7) Å
c = 9.0915 (5) Å
α = 71.402 (3)°
β = 85.568 (2)°
γ = 69.752 (2)°
V = 525.20 (6) Å³
Z = 1
Mo Kα radiation
μ = 0.89 mm⁻¹
T = 296 K
0.08 × 0.08 × 0.02 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2007 ) T_min = 0.932, T_max = 0.982
6498 measured reflections
2029 independent reflections
2016 reflections with I > 2σ(I)
R_int = 0.020

Refinement

R[F² > 2σ(F²)] = 0.027
wR(F²) = 0.089
S = 1.18
2029 reflections
183 parameters
13 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.34 e Å⁻³
Δρ_min = −0.35 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H31⋯O5ⁱ	0.826 (16)	1.908 (18)	2.727 (2)	170 (2)
O3—H31⋯O5′ⁱ	0.826 (16)	1.96 (2)	2.664 (8)	143 (3)
O4—H41⋯O2ⁱⁱ	0.812 (16)	2.072 (18)	2.870 (2)	167 (3)
O5—H51⋯O2ⁱⁱⁱ	0.802 (17)	2.110 (18)	2.877 (3)	160 (4)
O3—H32⋯O1	0.847 (16)	1.847 (17)	2.694 (2)	178 (3)
O4—H42⋯O2	0.846 (16)	1.847 (17)	2.687 (2)	172 (2)
O5—H5⋯N4	0.824 (17)	2.19 (2)	2.864 (3)	138.6 (19)
Symmetry codes: (i) x, y, z-1; (ii) -x, -y+1, -z; (iii) -x, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809049848/bg2309sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809049848/bg2309Isup2.hkl

checkCIF report

Comment top

The D—H···A hydrogen bonds, ranging from the strong ones involving O—H and N—H to the weak ones involving C—H, have been widely used as a putative tool for engineering organic and metal-organic solids (Braga & Grepioni, 2000; Baures et al., 2006; Maly et al., 2006). In this paper, we report the hydrogen-bonded structure of the title compound, (I), which contains a nuetral metal complex molecule, [Co(N₃)₂(H₂O)₄], and a zwitterionic dicarboxylate, 1,2-bis(4-carboxylatopyridinium)ethane(Loeb et al., 2006).

The molecular structure is shown in Fig. 1. The metal complex molecule is centrosymmetric, with the Co(II) ion being six-coordinated by two azides and four aquas with a trans-octahedral geometry.The axial Co–N distances are slightly shorter than the equatorial Co–O ones. The zwitterionic molecule is also centrosymmetric. As shown in Fig. 2, the inorganic complex molecules and the organic molecules are associated into a two-dimensional sheet along the [101] direction through O—H···O hydrogen bonds involving the coordinated aqua ligands (O3 and O4) and the carboxylate oxygen atoms (O1 and O2). Two O4 aqua ligands from different complex molecules and two O2 atoms from different organic molecules, form a hydrogen-bonded ring which can be denoted by the graph set R₄²(8) (Bernstein et al., 1995; Etter, 1990), and the carboxylate group forms a R₂²(8) hydrogen-bonded ring with two aqua ligands from the same complex molecule. The three-dimensional structure is formed via the hydrogen bonds between the disordered free water molecules (O5 and O5') and the terminal azide nitrogen (N4), the carboxylate oxygen (O2) or the coordinated water molecule (O3) (Fig. 3).

Related literature top

For background information on hydrogen bonds in crystal engineering, see: Baures et al. (2006); Braga & Grepioni (2000); Maly et al. (2006). For the ligand synthesis, see: Loeb et al. (2006). For hydrogen-bond motifs, see: Bernstein et al. (1995); Etter (1990). AUTHOR: Please supply captions for all three figures (include probability level for ellipsoid plot

Experimental top

The crystals was synthesized using the hydrothermal method in a 23 ml Teflon-lined Parr bomb. CoCl₂.6H₂O (0.0238 g, 0.1 mmol), 1,2-bis(4-carboxylatopyridinium)ethane (0.0434 g, 0.1 mmol), NaN₃ (0.052 g, 0.8 mmol) and distilled water (3 ml) were placed into the bomb and sealed. The bomb was then heated in a 70°C oven for 3 d and allowed to cool to room temperature. The clear colorless solution was decanted to give sheet orange crystals. Yield: 71.7%. Elemental analysis: calculated for C₁₄H₂₄CoN₈O₁₀: C 32.13, H 4.62, N 21.41%; found: C 32.28, H 4.79, N 21.73%. IR (KBr, ν/cm^-1): 2086, 1607, 1561, 1457, 1372, 1193, 1138, 1110, 1043, 782, 686.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. Molecular structure of (I), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level.
	Fig. 2. Part of the crystal structure of (I), showing the formation of the two-dimensional network by O—H···O hydrogen bonds which are shown in dashed lines. Hydrogen atoms not involved in the hydrogen bonds have been omitted for clarity.
	Fig. 3. The three-dimensional structure of (I) formed via O—H···O and O—H···N hydrogen-bonds which are shown as dashed lines.

Tetraaquadiazidocobalt(II) 4,4'-dicarboxylato-1,1'-ethylenedipyridinium dihydrate top

Crystal data top

[Co(N₃)₂(H₂O)₄]·C₁₄H₁₂N₂O₄·2H₂O	Z = 1
M_r = 523.34	F(000) = 271
Triclinic, P1	D_x = 1.655 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.1951 (5) Å	Cell parameters from 7436 reflections
b = 9.0354 (7) Å	θ = 2.5–27.6°
c = 9.0915 (5) Å	µ = 0.89 mm⁻¹
α = 71.402 (3)°	T = 296 K
β = 85.568 (2)°	Sheet, orange
γ = 69.752 (2)°	0.08 × 0.08 × 0.02 mm
V = 525.20 (6) Å³

Data collection top

Bruker APEXII CCD area-detector diffractometer	2029 independent reflections
Radiation source: fine-focus sealed tube	2016 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.020
phi and ω scans	θ_max = 26.0°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −7→8
T_min = 0.932, T_max = 0.982	k = −11→11
6498 measured reflections	l = −11→11

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.027	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.089	w = 1/[σ²(F_o²) + (0.0517P)² + 0.2305P] where P = (F_o² + 2F_c²)/3
S = 1.18	(Δ/σ)_max < 0.001
2029 reflections	Δρ_max = 0.34 e Å⁻³
183 parameters	Δρ_min = −0.35 e Å⁻³
13 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.072 (7)

Crystal data top

[Co(N₃)₂(H₂O)₄]·C₁₄H₁₂N₂O₄·2H₂O	γ = 69.752 (2)°
M_r = 523.34	V = 525.20 (6) Å³
Triclinic, P1	Z = 1
a = 7.1951 (5) Å	Mo Kα radiation
b = 9.0354 (7) Å	µ = 0.89 mm⁻¹
c = 9.0915 (5) Å	T = 296 K
α = 71.402 (3)°	0.08 × 0.08 × 0.02 mm
β = 85.568 (2)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	2029 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2007)	2016 reflections with I > 2σ(I)
T_min = 0.932, T_max = 0.982	R_int = 0.020
6498 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.027	13 restraints
wR(F²) = 0.089	H atoms treated by a mixture of independent and constrained refinement
S = 1.18	Δρ_max = 0.34 e Å⁻³
2029 reflections	Δρ_min = −0.35 e Å⁻³
183 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	Occ. (<1)
Co1	0.5000	0.5000	0.0000	0.02233 (16)
N1	−0.0182 (2)	0.06625 (19)	0.78289 (17)	0.0240 (3)
N2	0.5369 (3)	0.4349 (3)	0.2408 (2)	0.0458 (5)
N3	0.4823 (2)	0.3822 (2)	0.36258 (18)	0.0283 (4)
O3	0.4820 (2)	0.26543 (17)	0.02090 (16)	0.0300 (3)
H31	0.425 (4)	0.272 (3)	−0.058 (2)	0.045*
H32	0.420 (4)	0.229 (3)	0.099 (2)	0.045*
O4	0.18626 (19)	0.59340 (17)	0.00759 (16)	0.0298 (3)
H42	0.146 (4)	0.535 (3)	0.087 (2)	0.045*
H41	0.135 (4)	0.600 (3)	−0.072 (2)	0.045*
C1	0.1394 (3)	0.2551 (3)	0.3161 (2)	0.0316 (4)
C2	0.0846 (3)	0.1895 (2)	0.4838 (2)	0.0267 (4)
C3	0.1985 (3)	0.0345 (2)	0.5774 (2)	0.0284 (4)
H3A	0.3109	−0.0288	0.5392	0.034*
C4	0.1448 (3)	−0.0255 (2)	0.7271 (2)	0.0279 (4)
H4A	0.2211	−0.1298	0.7903	0.033*
C5	−0.1306 (3)	0.2167 (2)	0.6939 (2)	0.0322 (4)
H5A	−0.2426	0.2779	0.7342	0.039*
C6	−0.0818 (3)	0.2812 (3)	0.5435 (2)	0.0335 (4)
H6A	−0.1602	0.3859	0.4823	0.040*
C7	−0.0719 (3)	−0.0022 (2)	0.9445 (2)	0.0283 (4)
H7A	−0.0663	−0.1156	0.9636	0.034*
H7B	−0.2061	0.0631	0.9607	0.034*
N4	0.4358 (4)	0.3278 (3)	0.4876 (2)	0.0546 (6)
O1	0.2747 (3)	0.1567 (2)	0.26605 (18)	0.0470 (4)
O2	0.0391 (2)	0.4020 (2)	0.24191 (17)	0.0447 (4)
O5	0.2585 (3)	0.2801 (3)	0.7844 (2)	0.0415 (7)	0.787 (5)
H5	0.344 (3)	0.244 (3)	0.727 (3)	0.062*
H51	0.193 (5)	0.377 (3)	0.760 (4)	0.062*	0.787 (5)
O5'	0.4261 (18)	0.1544 (12)	0.7953 (9)	0.059 (3)	0.213 (5)
H52	0.506 (13)	0.097 (6)	0.744 (6)	0.089*	0.213 (5)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0217 (2)	0.0262 (2)	0.0185 (2)	−0.00944 (14)	0.00190 (12)	−0.00503 (13)
N1	0.0264 (7)	0.0293 (8)	0.0161 (7)	−0.0115 (6)	0.0029 (5)	−0.0050 (6)
N2	0.0542 (12)	0.0691 (13)	0.0221 (9)	−0.0363 (11)	0.0023 (8)	−0.0080 (8)
N3	0.0273 (8)	0.0341 (8)	0.0252 (9)	−0.0110 (7)	−0.0001 (6)	−0.0105 (7)
O3	0.0309 (7)	0.0337 (7)	0.0279 (7)	−0.0147 (6)	0.0038 (5)	−0.0096 (6)
O4	0.0256 (6)	0.0341 (7)	0.0267 (7)	−0.0118 (5)	0.0019 (5)	−0.0041 (6)
C1	0.0371 (10)	0.0469 (11)	0.0172 (8)	−0.0266 (9)	−0.0001 (7)	−0.0048 (8)
C2	0.0309 (9)	0.0378 (10)	0.0169 (8)	−0.0208 (8)	−0.0002 (7)	−0.0058 (7)
C3	0.0308 (9)	0.0330 (9)	0.0230 (9)	−0.0120 (8)	0.0068 (7)	−0.0108 (7)
C4	0.0299 (9)	0.0262 (8)	0.0231 (8)	−0.0073 (7)	0.0028 (7)	−0.0048 (7)
C5	0.0291 (9)	0.0329 (10)	0.0260 (9)	−0.0043 (8)	0.0027 (7)	−0.0052 (8)
C6	0.0327 (10)	0.0333 (10)	0.0248 (9)	−0.0077 (8)	−0.0026 (7)	0.0008 (8)
C7	0.0322 (9)	0.0345 (10)	0.0163 (8)	−0.0142 (8)	0.0062 (7)	−0.0037 (7)
N4	0.0637 (14)	0.0823 (16)	0.0274 (10)	−0.0407 (13)	0.0125 (9)	−0.0150 (10)
O1	0.0690 (11)	0.0510 (9)	0.0277 (7)	−0.0306 (9)	0.0198 (7)	−0.0143 (7)
O2	0.0378 (8)	0.0585 (10)	0.0247 (7)	−0.0191 (7)	0.0001 (6)	0.0074 (7)
O5	0.0513 (14)	0.0524 (13)	0.0298 (10)	−0.0267 (11)	0.0064 (8)	−0.0162 (9)
O5'	0.107 (9)	0.048 (5)	0.029 (4)	−0.031 (5)	−0.014 (4)	−0.011 (3)

Geometric parameters (Å, º) top

Co1—N2	2.0903 (18)	C1—C2	1.524 (2)
Co1—N2ⁱ	2.0903 (18)	C2—C3	1.382 (3)
Co1—O3ⁱ	2.1152 (14)	C2—C6	1.384 (3)
Co1—O3	2.1152 (14)	C3—C4	1.375 (3)
Co1—O4ⁱ	2.1230 (13)	C3—H3A	0.9300
Co1—O4	2.1230 (13)	C4—H4A	0.9300
N1—C5	1.340 (2)	C5—C6	1.376 (3)
N1—C4	1.350 (2)	C5—H5A	0.9300
N1—C7	1.479 (2)	C6—H6A	0.9300
N2—N3	1.154 (2)	C7—C7ⁱⁱ	1.519 (4)
N3—N4	1.159 (3)	C7—H7A	0.9700
O3—H31	0.826 (16)	C7—H7B	0.9700
O3—H32	0.847 (16)	O5—H5	0.824 (17)
O4—H42	0.846 (16)	O5—H51	0.802 (17)
O4—H41	0.812 (16)	O5'—H5	0.894 (17)
C1—O1	1.239 (3)	O5'—H52	0.85 (2)
C1—O2	1.256 (3)

N2—Co1—N2ⁱ	180.0	O1—C1—O2	126.83 (18)
N2—Co1—O3ⁱ	89.06 (7)	O1—C1—C2	116.63 (18)
N2ⁱ—Co1—O3ⁱ	90.94 (7)	O2—C1—C2	116.51 (18)
N2—Co1—O3	90.94 (7)	C3—C2—C6	118.98 (16)
N2ⁱ—Co1—O3	89.06 (7)	C3—C2—C1	120.08 (18)
O3ⁱ—Co1—O3	180.00 (8)	C6—C2—C1	120.92 (18)
N2—Co1—O4ⁱ	87.27 (7)	C4—C3—C2	119.67 (17)
N2ⁱ—Co1—O4ⁱ	92.73 (7)	C4—C3—H3A	120.2
O3ⁱ—Co1—O4ⁱ	88.65 (5)	C2—C3—H3A	120.2
O3—Co1—O4ⁱ	91.35 (5)	N1—C4—C3	120.32 (17)
N2—Co1—O4	92.73 (7)	N1—C4—H4A	119.8
N2ⁱ—Co1—O4	87.27 (7)	C3—C4—H4A	119.8
O3ⁱ—Co1—O4	91.35 (5)	N1—C5—C6	120.57 (18)
O3—Co1—O4	88.65 (5)	N1—C5—H5A	119.7
O4ⁱ—Co1—O4	180.00 (3)	C6—C5—H5A	119.7
C5—N1—C4	120.90 (15)	C5—C6—C2	119.56 (18)
C5—N1—C7	120.17 (15)	C5—C6—H6A	120.2
C4—N1—C7	118.94 (15)	C2—C6—H6A	120.2
N3—N2—Co1	148.27 (17)	N1—C7—C7ⁱⁱ	109.17 (18)
N2—N3—N4	177.0 (2)	N1—C7—H7A	109.8
Co1—O3—H31	109.2 (19)	C7ⁱⁱ—C7—H7A	109.8
Co1—O3—H32	113.4 (18)	N1—C7—H7B	109.8
H31—O3—H32	108 (2)	C7ⁱⁱ—C7—H7B	109.8
Co1—O4—H42	111.1 (18)	H7A—C7—H7B	108.3
Co1—O4—H41	110.5 (19)	H5—O5—H51	121 (3)
H42—O4—H41	112 (2)	H5—O5'—H52	107 (3)

O3ⁱ—Co1—N2—N3	129.7 (4)	C5—N1—C4—C3	0.1 (3)
O3—Co1—N2—N3	−50.3 (4)	C7—N1—C4—C3	179.88 (17)
O4ⁱ—Co1—N2—N3	−141.6 (4)	C2—C3—C4—N1	−0.1 (3)
O4—Co1—N2—N3	38.4 (4)	C4—N1—C5—C6	−0.2 (3)
O1—C1—C2—C3	7.4 (3)	C7—N1—C5—C6	−179.94 (18)
O2—C1—C2—C3	−174.40 (18)	N1—C5—C6—C2	0.2 (3)
O1—C1—C2—C6	−170.78 (19)	C3—C2—C6—C5	−0.1 (3)
O2—C1—C2—C6	7.4 (3)	C1—C2—C6—C5	178.15 (18)
C6—C2—C3—C4	0.0 (3)	C5—N1—C7—C7ⁱⁱ	−107.1 (2)
C1—C2—C3—C4	−178.22 (17)	C4—N1—C7—C7ⁱⁱ	73.1 (3)

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H31···O5ⁱⁱⁱ	0.83 (2)	1.91 (2)	2.727 (2)	170 (2)
O3—H31···O5′ⁱⁱⁱ	0.83 (2)	1.96 (2)	2.664 (8)	143 (3)
O4—H41···O2^iv	0.81 (2)	2.07 (2)	2.870 (2)	167 (3)
O5—H51···O2^v	0.80 (2)	2.11 (2)	2.877 (3)	160 (4)
O3—H32···O1	0.85 (2)	1.85 (2)	2.694 (2)	178 (3)
O4—H42···O2	0.85 (2)	1.85 (2)	2.687 (2)	172 (2)
O5—H5···N4	0.82 (2)	2.19 (2)	2.864 (3)	139 (2)

Symmetry codes: (iii) x, y, z−1; (iv) −x, −y+1, −z; (v) −x, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[Co(N₃)₂(H₂O)₄]·C₁₄H₁₂N₂O₄·2H₂O
M_r	523.34
Crystal system, space group	Triclinic, P1
Temperature (K)	296
a, b, c (Å)	7.1951 (5), 9.0354 (7), 9.0915 (5)
α, β, γ (°)	71.402 (3), 85.568 (2), 69.752 (2)
V (Å³)	525.20 (6)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	0.89
Crystal size (mm)	0.08 × 0.08 × 0.02

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2007)
T_min, T_max	0.932, 0.982
No. of measured, independent and observed [I > 2σ(I)] reflections	6498, 2029, 2016
R_int	0.020
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.027, 0.089, 1.18
No. of reflections	2029
No. of parameters	183
No. of restraints	13
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.34, −0.35

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H31···O5ⁱ	0.826 (16)	1.908 (18)	2.727 (2)	170 (2)
O3—H31···O5'ⁱ	0.826 (16)	1.96 (2)	2.664 (8)	143 (3)
O4—H41···O2ⁱⁱ	0.812 (16)	2.072 (18)	2.870 (2)	167 (3)
O5—H51···O2ⁱⁱⁱ	0.802 (17)	2.110 (18)	2.877 (3)	160 (4)
O3—H32···O1	0.847 (16)	1.847 (17)	2.694 (2)	178 (3)
O4—H42···O2	0.846 (16)	1.847 (17)	2.687 (2)	172 (2)
O5—H5···N4	0.824 (17)	2.19 (2)	2.864 (3)	138.6 (19)

Symmetry codes: (i) x, y, z−1; (ii) −x, −y+1, −z; (iii) −x, −y+1, −z+1.

Acknowledgements

We are grateful for financial support from the NSFC (20771038), 95 and the Shanghai Leading Academic Discipline Project (B409).

References

Baures, P. W., Caldwell, A. W., Cashman, C. R., Masse, M. T., Van Arnam, E. B. & Conry, R. R. (2006). Cryst. Growth Des. 6, 2047–2052. Web of Science CSD CrossRef CAS Google Scholar
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Braga, D. & Grepioni, F. (2000). Acc. Chem. Res. 33, 601–608. Web of Science CrossRef PubMed CAS Google Scholar
Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
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Volume 65| Part 12| December 2009| Page m1682

doi:10.1107/S1600536809049848

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Tetra­aqua­di­azido­cobalt(II) 4,4′-di­carboxyl­ato-1,1′-ethyl­enedi­pyridinium dihydrate

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Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Tetraaquadiazidocobalt(II) 4,4′-dicarboxylato-1,1′-ethylenedipyridinium dihydrate