trans-Diaqua-bis-[4-carboxy-5-carboxyl-ato-2-(pyridin-1-ium-4-yl)-1H-imidazol-1-ido-κN,O]cobalt(II).

In the title compound, [Co(C(10)H(6)N(3)O(4))(2)(H(2)O)(2)], the Co(II) ion is coordinated by two O atoms of two water mol-ecules, two imidazole nitro-gen atoms and two carboxyl-ate O atoms of the two trans-standing chelate ligands, displaying a distorted octa-hedral coordination geometry. A three-dimensional supra-molecular framework is generated through N-H⋯O, O-H⋯N and O-H⋯O hydrogen-bonding inter-actions.

Related literature

For the chemistry of N-heterocyclic carb­oxy­lic acids, see: Peng et al. (2010 ▶); Liu et al. (2005 ▶). For the applications of 2-(pyridine-4-yl)-1H-4,5-imidazole­dicarb­oxy­lic acid, see: Li, Liu et al. (2009 ▶); Sun et al. (2006 ▶); Li, Wu et al. (2009 ▶); Chen et al. (2010 ▶).

Experimental

Crystal data

[Co(C10H6N3O4)2(H2O)2]

M = 559.32

Monoclinic,

a = 7.4146 (17) Å

b = 20.190 (5) Å

c = 13.361 (3) Å

β = 97.383 (3)°

V = 1983.6 (8) Å3

Z = 4

Mo Kα radiation

μ = 0.95 mm−1

T = 296 K

0.27 × 0.26 × 0.24 mm

Data collection

Bruker AXS SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.775, T max = 0.797

4997 measured reflections

1775 independent reflections

1480 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.035

wR(F 2) = 0.088

S = 1.01

1775 reflections

181 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.27 e Å−3

Δρmin = −0.43 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); 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.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811032545/bt5574sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811032545/bt5574Isup2.hkl

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

[Co(C10H6N3O4)2(H2O)2]	F(000) = 1140
Mr = 559.32	Dx = 1.873 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1775 reflections
a = 7.4146 (17) Å	θ = 2.5–25.5°
b = 20.190 (5) Å	µ = 0.95 mm−1
c = 13.361 (3) Å	T = 296 K
β = 97.383 (3)°	Block, brown
V = 1983.6 (8) Å3	0.27 × 0.26 × 0.24 mm
Z = 4

Bruker AXS SMART APEX CCD diffractometer	1775 independent reflections
Radiation source: fine-focus sealed tube	1480 reflections with I > 2σ(I)
graphite	Rint = 0.032
ω scans	θmax = 25.2°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→8
Tmin = 0.775, Tmax = 0.797	k = −17→24
4997 measured reflections	l = −15→15

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)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.088	H atoms treated by a mixture of independent and constrained refinement
S = 1.01	w = 1/[σ2(Fo2) + (0.034P)2 + 5.2791P] where P = (Fo2 + 2Fc2)/3
1775 reflections	(Δ/σ)max = 0.021
181 parameters	Δρmax = 0.27 e Å−3
3 restraints	Δρmin = −0.43 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
C1	0.9792 (4)	0.32925 (12)	0.57368 (19)	0.0187 (6)
C2	0.8527 (4)	0.34198 (12)	0.63981 (19)	0.0193 (6)
C3	0.8791 (3)	0.23737 (12)	0.62348 (19)	0.0178 (5)
C4	0.8456 (3)	0.16716 (13)	0.63859 (19)	0.0193 (6)
C5	0.9082 (4)	0.11718 (14)	0.5791 (2)	0.0257 (6)
H5	0.9695	0.1279	0.5248	0.031*
C6	0.8781 (4)	0.05252 (15)	0.6016 (2)	0.0332 (7)
H6	0.9176	0.0193	0.5613	0.040*
C7	0.7298 (4)	0.08204 (14)	0.7376 (2)	0.0282 (7)
H7	0.6702	0.0695	0.7918	0.034*
C8	0.7511 (4)	0.14764 (13)	0.7177 (2)	0.0254 (6)
H8	0.7026	0.1795	0.7569	0.031*
C9	1.0837 (4)	0.37354 (13)	0.5147 (2)	0.0234 (6)
C10	0.7965 (4)	0.40581 (13)	0.6804 (2)	0.0240 (6)
Co1	1.2500	0.2500	0.5000	0.02030 (17)
N1	0.9989 (3)	0.26264 (10)	0.56502 (16)	0.0176 (5)
N2	0.7881 (3)	0.28357 (10)	0.67008 (16)	0.0203 (5)
N3	0.7934 (3)	0.03578 (12)	0.68026 (19)	0.0290 (6)
H3	0.779 (4)	−0.0073 (16)	0.697 (2)	0.035*
O1	1.1926 (3)	0.34767 (9)	0.46237 (15)	0.0295 (5)
O2	1.0579 (3)	0.43564 (9)	0.51720 (17)	0.0358 (5)
O3	0.8438 (3)	0.45907 (9)	0.63801 (17)	0.0376 (6)
O4	0.7109 (3)	0.40657 (10)	0.75400 (16)	0.0330 (5)
O1W	1.1046 (3)	0.21633 (13)	0.36503 (16)	0.0390 (6)
H1WA	0.990 (2)	0.2183 (19)	0.356 (3)	0.058*
H1WB	1.139 (4)	0.1901 (16)	0.326 (2)	0.058*
H3A	0.940 (5)	0.4481 (18)	0.574 (3)	0.058*

	U11	U22	U33	U12	U13	U23
C1	0.0225 (14)	0.0126 (13)	0.0219 (14)	0.0016 (11)	0.0061 (11)	0.0013 (10)
C2	0.0237 (14)	0.0142 (13)	0.0208 (14)	0.0007 (10)	0.0061 (11)	0.0008 (10)
C3	0.0203 (13)	0.0141 (13)	0.0197 (13)	−0.0001 (10)	0.0048 (10)	0.0018 (10)
C4	0.0196 (14)	0.0175 (14)	0.0207 (14)	−0.0002 (11)	0.0019 (10)	0.0022 (11)
C5	0.0315 (15)	0.0212 (15)	0.0262 (15)	−0.0021 (12)	0.0106 (12)	0.0008 (11)
C6	0.0450 (18)	0.0211 (15)	0.0357 (18)	−0.0007 (13)	0.0136 (14)	−0.0048 (13)
C7	0.0337 (17)	0.0229 (15)	0.0304 (16)	−0.0024 (12)	0.0127 (13)	0.0049 (12)
C8	0.0307 (15)	0.0193 (14)	0.0285 (15)	0.0002 (12)	0.0124 (12)	0.0002 (12)
C9	0.0269 (15)	0.0187 (14)	0.0259 (15)	0.0008 (11)	0.0081 (12)	0.0029 (11)
C10	0.0260 (15)	0.0192 (14)	0.0280 (16)	0.0015 (12)	0.0076 (12)	−0.0032 (11)
Co1	0.0246 (3)	0.0161 (3)	0.0218 (3)	0.0021 (2)	0.0090 (2)	0.0006 (2)
N1	0.0215 (11)	0.0137 (11)	0.0187 (11)	0.0008 (9)	0.0065 (9)	0.0009 (8)
N2	0.0229 (12)	0.0159 (11)	0.0235 (12)	0.0006 (9)	0.0079 (9)	0.0007 (9)
N3	0.0361 (14)	0.0144 (12)	0.0375 (15)	−0.0041 (11)	0.0083 (11)	0.0038 (11)
O1	0.0361 (12)	0.0200 (10)	0.0365 (12)	0.0046 (9)	0.0201 (9)	0.0075 (9)
O2	0.0500 (14)	0.0132 (10)	0.0498 (14)	0.0029 (9)	0.0275 (11)	0.0058 (9)
O3	0.0600 (15)	0.0148 (10)	0.0439 (13)	0.0026 (10)	0.0285 (11)	−0.0002 (9)
O4	0.0425 (13)	0.0223 (11)	0.0383 (12)	0.0023 (9)	0.0211 (10)	−0.0056 (9)
O1W	0.0258 (11)	0.0621 (17)	0.0296 (12)	0.0044 (11)	0.0056 (10)	−0.0179 (11)

C1—N1	1.359 (3)	C8—H8	0.9300
C1—C2	1.393 (4)	C9—O1	1.248 (3)
C1—C9	1.475 (4)	C9—O2	1.269 (3)
C2—N2	1.354 (3)	C10—O4	1.237 (3)
C2—C10	1.479 (4)	C10—O3	1.285 (3)
C3—N2	1.350 (3)	Co1—O1i	2.0659 (19)
C3—N1	1.355 (3)	Co1—O1	2.0659 (19)
C3—C4	1.458 (3)	Co1—O1Wi	2.092 (2)
C4—C8	1.398 (4)	Co1—O1W	2.092 (2)
C4—C5	1.400 (4)	Co1—N1i	2.169 (2)
C5—C6	1.365 (4)	Co1—N1	2.169 (2)
C5—H5	0.9300	N3—H3	0.91 (3)
C6—N3	1.335 (4)	O2—H3A	1.25 (4)
C6—H6	0.9300	O3—H3A	1.20 (4)
C7—N3	1.332 (4)	O1W—H1WA	0.841 (18)
C7—C8	1.364 (4)	O1W—H1WB	0.810 (18)
C7—H7	0.9300
N1—C1—C2	109.0 (2)	O3—C10—C2	117.5 (2)
N1—C1—C9	119.0 (2)	O1i—Co1—O1	180.00 (11)
C2—C1—C9	132.0 (2)	O1i—Co1—O1Wi	91.89 (9)
N2—C2—C1	108.8 (2)	O1—Co1—O1Wi	88.11 (9)
N2—C2—C10	121.5 (2)	O1i—Co1—O1W	88.11 (9)
C1—C2—C10	129.6 (2)	O1—Co1—O1W	91.89 (9)
N2—C3—N1	114.1 (2)	O1Wi—Co1—O1W	180.0
N2—C3—C4	120.3 (2)	O1i—Co1—N1i	79.89 (7)
N1—C3—C4	125.6 (2)	O1—Co1—N1i	100.11 (7)
C8—C4—C5	117.5 (2)	O1Wi—Co1—N1i	90.55 (8)
C8—C4—C3	119.3 (2)	O1W—Co1—N1i	89.45 (8)
C5—C4—C3	123.2 (2)	O1i—Co1—N1	100.11 (7)
C6—C5—C4	119.2 (3)	O1—Co1—N1	79.89 (7)
C6—C5—H5	120.4	O1Wi—Co1—N1	89.45 (8)
C4—C5—H5	120.4	O1W—Co1—N1	90.55 (8)
N3—C6—C5	121.5 (3)	N1i—Co1—N1	180.0
N3—C6—H6	119.2	C3—N1—C1	103.8 (2)
C5—C6—H6	119.2	C3—N1—Co1	147.82 (17)
N3—C7—C8	120.7 (3)	C1—N1—Co1	104.92 (16)
N3—C7—H7	119.7	C3—N2—C2	104.3 (2)
C8—C7—H7	119.7	C7—N3—C6	120.8 (3)
C7—C8—C4	120.2 (3)	C7—N3—H3	118 (2)
C7—C8—H8	119.9	C6—N3—H3	121 (2)
C4—C8—H8	119.9	C9—O1—Co1	113.00 (17)
O1—C9—O2	122.6 (2)	C9—O2—H3A	109.5 (17)
O1—C9—C1	117.9 (2)	C10—O3—H3A	112.3 (17)
O2—C9—C1	119.6 (2)	Co1—O1W—H1WA	121 (2)
O4—C10—O3	122.5 (2)	Co1—O1W—H1WB	127 (2)
O4—C10—C2	120.0 (2)	H1WA—O1W—H1WB	109 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···N2ii	0.84 (2)	2.05 (2)	2.889 (3)	176 (4)
O1W—H1WB···O4iii	0.81 (2)	2.27 (2)	3.046 (3)	161 (4)
N3—H3···O4iv	0.91 (3)	1.86 (3)	2.754 (3)	170 (3)
O3—H3A···O2	1.20 (4)	1.25 (4)	2.451 (3)	172 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯N2i	0.84 (2)	2.05 (2)	2.889 (3)	176 (4)
O1W—H1WB⋯O4ii	0.81 (2)	2.27 (2)	3.046 (3)	161 (4)
N3—H3⋯O4iii	0.91 (3)	1.86 (3)	2.754 (3)	170 (3)
O3—H3A⋯O2	1.20 (4)	1.25 (4)	2.451 (3)	172 (3)

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