Bis(3-amino-pyrazine-2-carboxyl-ato-κ(2)N(1),O)diaqua-cobalt(II).

In the title compound, [Co(C(5)H(4)N(3)O(2))(2)(H(2)O)(2)], the Co(II) atom is situated on a twofold rotation axis and is N,O-chelated by two 3-amino-pyrazine-2-carboxyl-ate anions and additionally bonded to the O atoms of two water mol-ecules, leading to a slightly distorted octa-hedral coordination environment. The crystal packing is dominated by inter-molecular O-H⋯O, O-H⋯N and N-H⋯O hydrogen bonding involving the water mol-ecules and amino groups as donors and carboxyl-ate O atoms, as well as the non-coordinating heterocyclic N atoms as acceptors, resulting in a three-dimensional network. An intra-molecular N-H⋯O hydrogen bond is also observed.

Related literature

For the role of N,O-coordination in the crystal structures of metal complexes with pyrazine-2-carboxyl­ate as ligand, see: Alcock et al. (1996 ▶); Dong et al. (2000 ▶); Kubota et al. (2006 ▶); Luo et al. (2004 ▶). For related pyrazine-2-carboxyl­ate cobalt(II) complexes and their applications, see: Fan et al. (2007 ▶); Liu et al. (2007 ▶); McCleverty & Meyer (2004 ▶); Shi et al. (2011 ▶); Sun et al. (2004 ▶); Tanase et al. (2006 ▶). For the influence of hydrogen bonding in related systems, see: Bouacida et al. (2007 ▶, 2009 ▶).

Experimental

Crystal data

[Co(C5H4N3O2)2(H2O)2]

M = 371.19

Monoclinic,

a = 7.8823 (2) Å

b = 12.7467 (2) Å

c = 13.6851 (3) Å

β = 91.918 (1)°

V = 1374.22 (5) Å3

Z = 4

Mo Kα radiation

μ = 1.29 mm−1

T = 295 K

0.11 × 0.09 × 0.05 mm

Data collection

Bruker APEXII CCD diffractometer

17706 measured reflections

4800 independent reflections

3043 reflections with I > 2σ(I)

R int = 0.041

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.082

S = 0.92

4800 reflections

111 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.48 e Å−3

Δρmin = −0.38 e Å−3

Data collection: APEX2 (Bruker, 2011 ▶); cell refinement: SAINT (Bruker, 2011 ▶); data reduction: SAINT; program(s) used to solve structure: SIR2002 (Burla et al., 2005 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶) and DIAMOND (Brandenburg & Berndt, 2001 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813002183/wm2721sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813002183/wm2721Isup2.hkl

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

[Co(C5H4N3O2)2(H2O)2]	F(000) = 756
Mr = 371.19	Dx = 1.794 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 7.8823 (2) Å	Cell parameters from 6448 reflections
b = 12.7467 (2) Å	θ = 3.0–38.7°
c = 13.6851 (3) Å	µ = 1.29 mm−1
β = 91.918 (1)°	T = 295 K
V = 1374.22 (5) Å3	Block, yellow
Z = 4	0.11 × 0.09 × 0.05 mm

Bruker APEXII CCD diffractometer	3043 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.041
Graphite monochromator	θmax = 42.1°, θmin = 3.0°
φ and ω scans	h = −14→10
17706 measured reflections	k = −24→22
4800 independent reflections	l = −25→16

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.082	H atoms treated by a mixture of independent and constrained refinement
S = 0.92	w = 1/[σ2(Fo2) + (0.0413P)2] where P = (Fo2 + 2Fc2)/3
4800 reflections	(Δ/σ)max = 0.001
111 parameters	Δρmax = 0.48 e Å−3
0 restraints	Δρmin = −0.38 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	0.195326 (13)	0.75	0.02207 (5)
O1W	0.19025 (11)	0.30652 (6)	0.76033 (6)	0.03609 (17)
H1W	0.250 (2)	0.3194 (11)	0.7195 (13)	0.054*
H2W	0.1779 (19)	0.3585 (14)	0.7867 (12)	0.054*
O51	−0.18087 (10)	0.07591 (6)	0.76347 (5)	0.03603 (17)
O52	−0.31276 (13)	−0.02336 (7)	0.87118 (6)	0.0538 (2)
N1	−0.03120 (10)	0.18853 (6)	0.90389 (5)	0.02230 (13)
N2	−0.09937 (11)	0.16410 (8)	1.09943 (6)	0.03211 (17)
C1	0.04090 (12)	0.25148 (8)	0.97172 (6)	0.02822 (18)
H1	0.1164	0.3035	0.9535	0.034*
N3	−0.26554 (13)	0.02032 (8)	1.06349 (7)	0.0453 (2)
H3A	−0.2827	0.0138	1.1249	0.054*
H3B	−0.3112	−0.0232	1.0224	0.054*
C2	0.00267 (13)	0.23880 (9)	1.06893 (7)	0.0327 (2)
H2	0.0508	0.2847	1.1148	0.039*
C3	−0.16811 (12)	0.09790 (7)	1.03189 (7)	0.02792 (18)
C4	−0.13532 (11)	0.11308 (7)	0.93095 (6)	0.02309 (15)
C5	−0.21616 (13)	0.04957 (8)	0.84893 (7)	0.03098 (19)

	U11	U22	U33	U12	U13	U23
Co1	0.02920 (9)	0.02103 (9)	0.01636 (7)	0	0.00654 (5)	0
O1W	0.0437 (4)	0.0371 (4)	0.0284 (3)	−0.0159 (3)	0.0152 (3)	−0.0072 (3)
O51	0.0514 (4)	0.0342 (4)	0.0230 (3)	−0.0146 (3)	0.0090 (3)	−0.0052 (3)
O52	0.0808 (6)	0.0417 (5)	0.0405 (4)	−0.0356 (4)	0.0263 (4)	−0.0128 (4)
N1	0.0249 (3)	0.0230 (3)	0.0193 (3)	0.0009 (3)	0.0057 (2)	0.0015 (2)
N2	0.0378 (4)	0.0383 (4)	0.0207 (3)	0.0010 (4)	0.0071 (3)	0.0019 (3)
C1	0.0285 (4)	0.0338 (5)	0.0225 (4)	−0.0058 (4)	0.0025 (3)	0.0005 (3)
N3	0.0686 (7)	0.0378 (5)	0.0307 (4)	−0.0167 (5)	0.0196 (4)	0.0032 (4)
C3	0.0343 (4)	0.0259 (4)	0.0242 (4)	0.0031 (3)	0.0112 (3)	0.0041 (3)
C5	0.0410 (5)	0.0242 (4)	0.0284 (4)	−0.0072 (4)	0.0117 (4)	−0.0050 (3)
C4	0.0285 (4)	0.0202 (4)	0.0210 (3)	0.0010 (3)	0.0083 (3)	0.0014 (3)
C2	0.0348 (5)	0.0411 (6)	0.0221 (4)	−0.0031 (4)	0.0007 (3)	−0.0024 (4)

Co1—O1W	2.0648 (8)	N1—C1	1.3390 (11)
Co1—O1Wi	2.0648 (8)	N2—C2	1.3230 (14)
Co1—O51	2.0979 (7)	N2—C3	1.3515 (13)
Co1—O51i	2.0979 (7)	C1—C2	1.3834 (13)
Co1—N1i	2.1303 (7)	C1—H1	0.93
Co1—N1	2.1303 (7)	N3—C3	1.3329 (13)
O1W—H1W	0.760 (18)	N3—H3A	0.86
O1W—H2W	0.763 (18)	N3—H3B	0.86
O51—C5	1.2568 (12)	C3—C4	1.4270 (12)
O52—C5	1.2460 (12)	C5—C4	1.5078 (13)
N1—C4	1.3252 (11)	C2—H2	0.93
O1W—Co1—O1Wi	93.31 (5)	C1—N1—Co1	126.91 (6)
O1W—Co1—O51	170.46 (3)	C2—N2—C3	117.88 (8)
O1Wi—Co1—O51	90.57 (4)	N1—C1—C2	119.71 (9)
O1W—Co1—O51i	90.57 (4)	N1—C1—H1	120.1
O1Wi—Co1—O51i	170.46 (3)	C2—C1—H1	120.1
O51—Co1—O51i	86.97 (5)	C3—N3—H3A	120
O1W—Co1—N1i	89.31 (3)	C3—N3—H3B	120
O1Wi—Co1—N1i	93.89 (3)	H3A—N3—H3B	120
O51—Co1—N1i	99.13 (3)	N3—C3—N2	117.61 (8)
O51i—Co1—N1i	77.43 (3)	N3—C3—C4	122.66 (9)
O1W—Co1—N1	93.89 (3)	N2—C3—C4	119.73 (8)
O1Wi—Co1—N1	89.31 (3)	O52—C5—O51	125.65 (9)
O51—Co1—N1	77.43 (3)	O52—C5—C4	117.72 (8)
O51i—Co1—N1	99.13 (3)	O51—C5—C4	116.63 (8)
N1i—Co1—N1	175.34 (4)	N1—C4—C3	120.19 (8)
Co1—O1W—H1W	124.2 (12)	N1—C4—C5	115.59 (7)
Co1—O1W—H2W	121.7 (11)	C3—C4—C5	124.20 (8)
H1W—O1W—H2W	104.7 (15)	N2—C2—C1	122.81 (9)
C5—O51—Co1	116.60 (6)	N2—C2—H2	118.6
C4—N1—C1	119.58 (7)	C1—C2—H2	118.6
C4—N1—Co1	113.50 (6)
O1Wi—Co1—O51—C5	−93.84 (8)	Co1—O51—C5—O52	−175.74 (10)
O51i—Co1—O51—C5	95.39 (8)	Co1—O51—C5—C4	4.97 (12)
N1i—Co1—O51—C5	172.13 (8)	C1—N1—C4—C3	−1.05 (13)
N1—Co1—O51—C5	−4.67 (7)	Co1—N1—C4—C3	179.46 (6)
O1W—Co1—N1—C4	−172.54 (6)	C1—N1—C4—C5	177.36 (8)
O1Wi—Co1—N1—C4	94.19 (6)	Co1—N1—C4—C5	−2.13 (10)
O51—Co1—N1—C4	3.45 (6)	N3—C3—C4—N1	−176.88 (9)
O51i—Co1—N1—C4	−81.34 (6)	N2—C3—C4—N1	3.34 (13)
O1W—Co1—N1—C1	8.01 (8)	N3—C3—C4—C5	4.85 (15)
O1Wi—Co1—N1—C1	−85.25 (8)	N2—C3—C4—C5	−174.93 (9)
O51—Co1—N1—C1	−175.99 (8)	O52—C5—C4—N1	178.82 (10)
O51i—Co1—N1—C1	99.22 (8)	O51—C5—C4—N1	−1.84 (13)
C4—N1—C1—C2	−1.63 (14)	O52—C5—C4—C3	−2.84 (15)
Co1—N1—C1—C2	177.78 (7)	O51—C5—C4—C3	176.50 (9)
C2—N2—C3—N3	177.46 (9)	C3—N2—C2—C1	0.07 (16)
C2—N2—C3—C4	−2.76 (14)	N1—C1—C2—N2	2.23 (16)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···N2ii	0.761 (18)	2.070 (18)	2.8254 (12)	172.2 (17)
O1W—H2W···O52iii	0.762 (18)	1.898 (17)	2.6470 (12)	167.1 (16)
N3—H3A···O51iv	0.86	2.33	3.0525 (12)	141
N3—H3B···O52	0.86	2.07	2.7036 (13)	130
C1—H1···O52iii	0.93	2.55	3.4010 (13)	153

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1W⋯N2i	0.761 (18)	2.070 (18)	2.8254 (12)	172.2 (17)
O1W—H2W⋯O52ii	0.762 (18)	1.898 (17)	2.6470 (12)	167.1 (16)
N3—H3A⋯O51iii	0.86	2.33	3.0525 (12)	141
N3—H3B⋯O52	0.86	2.07	2.7036 (13)	130

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