Diaqua-bis-(1H-imidazole-4-carboxyl-ato-κ(2)N(3),O)cobalt(II).

The title compound, [Co(C(4)H(3)N(2)O(2))(2)(H(2)O)(2)], contains a Co(II) cation on a twofold rotation axis, exhibiting a distorted octa-hedral coordination geometry. The equatorial plane is formed by two N,O-bidentate 1H-imidazole-4-carboxyl-ate ligands and the axial positions are occupied by water mol-ecules. The crystal packing consists of a three-dimensional network stabilized by O-H⋯O and N-H⋯O hydrogen bonds, together with weak π-π inter-actions [centroid-centroid distance = 3.577 (2) Å] between the imidazole rings.

Related literature

For the isostructural zinc(II) and cadmium(II) complexes, see: Yin et al. (2009 ▶); Shuai et al. (2011 ▶). For related homoleptic compounds, see: Kondo et al. (2003 ▶); Gryz et al. (2007 ▶); Zheng et al. (2011 ▶).

Experimental

Crystal data

[Co(C4H3N2O2)2(H2O)2]

M = 317.13

Orthorhombic,

a = 7.1236 (16) Å

b = 11.6305 (2) Å

c = 13.5496 (4) Å

V = 1122.6 (3) Å3

Z = 4

Mo Kα radiation

μ = 1.56 mm−1

T = 100 K

0.09 × 0.04 × 0.03 mm

Data collection

Agilent SuperNova (single source at offset) diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011 ▶) T min = 0.947, T max = 1.000

2396 measured reflections

1162 independent reflections

1025 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.027

wR(F 2) = 0.063

S = 1.08

1162 reflections

95 parameters

2 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.32 e Å−3

Δρmin = −0.25 e Å−3

Data collection: CrysAlis PRO (Agilent, 2011 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SUPERFLIP (Palatinus & Chapuis, 2007 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶) and PLATON (Spek, 2009 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813000330/zj2099sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813000330/zj2099Isup2.hkl

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

[Co(C4H3N2O2)2(H2O)2]	F(000) = 644
Mr = 317.13	Dx = 1.876 Mg m−3
Orthorhombic, Pccn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ab 2ac	Cell parameters from 1055 reflections
a = 7.1236 (16) Å	θ = 1.8–28.1°
b = 11.6305 (2) Å	µ = 1.56 mm−1
c = 13.5496 (4) Å	T = 100 K
V = 1122.6 (3) Å3	Prism, red
Z = 4	0.09 × 0.04 × 0.03 mm

Agilent SuperNova (single source at offset) diffractometer	1162 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	1025 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.018
Detector resolution: 16.2439 pixels mm-1	θmax = 26.5°, θmin = 3.0°
ω scans	h = −8→7
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	k = −10→14
Tmin = 0.947, Tmax = 1.000	l = −5→17
2396 measured reflections

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)] = 0.027	Hydrogen site location: difference Fourier map
wR(F2) = 0.063	H atoms treated by a mixture of independent and constrained refinement
S = 1.08	w = 1/[σ2(Fo2) + (0.0201P)2 + 1.0008P] where P = (Fo2 + 2Fc2)/3
1162 reflections	(Δ/σ)max < 0.001
95 parameters	Δρmax = 0.32 e Å−3
2 restraints	Δρmin = −0.25 e Å−3

Experimental. CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11). Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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	0.75	0.25	0.13009 (3)	0.00874 (13)
O1W	0.8972 (2)	0.09575 (13)	0.15593 (11)	0.0140 (3)
O1	0.54278 (18)	0.17114 (12)	0.22690 (10)	0.0120 (3)
O2	0.26134 (18)	0.08371 (12)	0.22474 (10)	0.0113 (3)
N3	0.5553 (2)	0.18870 (15)	0.02894 (12)	0.0107 (4)
N1	0.3584 (2)	0.12877 (15)	−0.08496 (13)	0.0125 (4)
H1	0.3094	0.1157	−0.1435	0.015*
C4	0.4058 (3)	0.13338 (17)	0.07356 (15)	0.0098 (4)
C6	0.4028 (3)	0.12899 (16)	0.18291 (15)	0.0096 (4)
C5	0.2836 (3)	0.09571 (18)	0.00325 (15)	0.0118 (4)
H5	0.1697	0.0549	0.0136	0.014*
C2	0.5204 (3)	0.18489 (18)	−0.06678 (15)	0.0123 (4)
H2	0.5989	0.2173	−0.1162	0.015*
H1WA	1.007 (3)	0.099 (3)	0.180 (2)	0.047 (9)*
H1WB	0.847 (4)	0.050 (2)	0.1974 (17)	0.039 (9)*

	U11	U22	U33	U12	U13	U23
Co1	0.0080 (2)	0.0098 (2)	0.0084 (2)	−0.00165 (15)	0	0
O1W	0.0110 (8)	0.0146 (8)	0.0163 (8)	−0.0018 (6)	−0.0014 (7)	0.0039 (7)
O1	0.0102 (7)	0.0140 (7)	0.0116 (7)	−0.0016 (6)	−0.0011 (6)	−0.0008 (6)
O2	0.0087 (7)	0.0137 (7)	0.0116 (7)	−0.0007 (6)	0.0021 (6)	0.0019 (6)
N3	0.0095 (8)	0.0111 (9)	0.0115 (8)	−0.0003 (7)	0.0013 (7)	0.0009 (7)
N1	0.0130 (9)	0.0151 (9)	0.0094 (8)	−0.0007 (7)	−0.0031 (7)	−0.0005 (7)
C4	0.0101 (10)	0.0072 (10)	0.0120 (10)	0.0000 (8)	0.0007 (8)	0.0006 (8)
C6	0.0105 (10)	0.0071 (9)	0.0113 (10)	0.0041 (8)	0.0009 (8)	0.0000 (8)
C5	0.0122 (10)	0.0113 (10)	0.0118 (9)	−0.0007 (8)	0.0012 (9)	0.0001 (9)
C2	0.0121 (10)	0.0137 (11)	0.0111 (10)	−0.0008 (8)	0.0005 (8)	0.0009 (9)

Co1—N3	2.0763 (17)	N3—C2	1.321 (3)
Co1—N3i	2.0763 (17)	N3—C4	1.383 (2)
Co1—O1Wi	2.1074 (15)	N1—C2	1.349 (3)
Co1—O1W	2.1074 (15)	N1—C5	1.364 (3)
Co1—O1i	2.1774 (14)	N1—H1	0.88
Co1—O1	2.1774 (14)	C4—C5	1.363 (3)
O1W—H1WA	0.849 (17)	C4—C6	1.483 (3)
O1W—H1WB	0.853 (17)	C5—H5	0.95
O1—C6	1.261 (2)	C2—H2	0.95
O2—C6	1.271 (2)
N3—Co1—N3i	97.39 (9)	C2—N3—C4	105.60 (17)
N3—Co1—O1Wi	93.98 (6)	C2—N3—Co1	141.72 (15)
N3i—Co1—O1Wi	98.62 (6)	C4—N3—Co1	112.67 (13)
N3—Co1—O1W	98.62 (6)	C2—N1—C5	108.11 (17)
N3i—Co1—O1W	93.98 (6)	C2—N1—H1	125.9
O1Wi—Co1—O1W	160.87 (9)	C5—N1—H1	125.9
N3—Co1—O1i	174.42 (6)	C5—C4—N3	109.62 (18)
N3i—Co1—O1i	78.47 (6)	C5—C4—C6	132.70 (18)
O1Wi—Co1—O1i	83.04 (6)	N3—C4—C6	117.64 (17)
O1W—Co1—O1i	85.47 (6)	O1—C6—O2	125.27 (18)
N3—Co1—O1	78.47 (6)	O1—C6—C4	116.60 (17)
N3i—Co1—O1	174.42 (6)	O2—C6—C4	118.13 (17)
O1Wi—Co1—O1	85.47 (6)	C4—C5—N1	105.79 (17)
O1W—Co1—O1	83.04 (6)	C4—C5—H5	127.1
O1i—Co1—O1	105.91 (7)	N1—C5—H5	127.1
Co1—O1W—H1WA	119 (2)	N3—C2—N1	110.87 (18)
Co1—O1W—H1WB	115.7 (19)	N3—C2—H2	124.6
H1WA—O1W—H1WB	100 (3)	N1—C2—H2	124.6
C6—O1—Co1	114.52 (12)
N3—Co1—O1—C6	−1.93 (13)	Co1—N3—C4—C5	179.84 (13)
N3i—Co1—O1—C6	−44.3 (6)	C2—N3—C4—C6	−177.35 (18)
O1Wi—Co1—O1—C6	93.08 (13)	Co1—N3—C4—C6	1.8 (2)
O1W—Co1—O1—C6	−102.24 (13)	Co1—O1—C6—O2	−176.57 (15)
O1i—Co1—O1—C6	174.51 (15)	Co1—O1—C6—C4	3.4 (2)
N3i—Co1—N3—C2	−5.2 (2)	C5—C4—C6—O1	178.9 (2)
O1Wi—Co1—N3—C2	94.1 (2)	N3—C4—C6—O1	−3.6 (3)
O1W—Co1—N3—C2	−100.4 (2)	C5—C4—C6—O2	−1.1 (3)
O1i—Co1—N3—C2	36.6 (7)	N3—C4—C6—O2	176.37 (17)
O1—Co1—N3—C2	178.6 (2)	N3—C4—C5—N1	−0.3 (2)
N3i—Co1—N3—C4	176.15 (16)	C6—C4—C5—N1	177.4 (2)
O1Wi—Co1—N3—C4	−84.61 (14)	C2—N1—C5—C4	−0.2 (2)
O1W—Co1—N3—C4	80.96 (14)	C4—N3—C2—N1	−0.8 (2)
O1i—Co1—N3—C4	−142.1 (6)	Co1—N3—C2—N1	−179.56 (16)
O1—Co1—N3—C4	−0.06 (13)	C5—N1—C2—N3	0.7 (2)
C2—N3—C4—C5	0.7 (2)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O2ii	0.88	1.89	2.766 (2)	172
O1W—H1WA···O2iii	0.86 (2)	1.91 (2)	2.760 (2)	171 (3)
O1W—H1WB···O2iv	0.85 (2)	1.98 (2)	2.812 (2)	167 (2)

Co1—N3	2.0763 (17)
Co1—O1W	2.1074 (15)
Co1—O1	2.1774 (14)

N3—Co1—N3i	97.39 (9)
N3—Co1—O1W	98.62 (6)
N3—Co1—O1	78.47 (6)
O1W—Co1—O1	83.04 (6)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯O2ii	0.88	1.89	2.766 (2)	172
O1W—H1WA⋯O2iii	0.86 (2)	1.91 (2)	2.760 (2)	171 (3)
O1W—H1WB⋯O2iv	0.85 (2)	1.98 (2)	2.812 (2)	167 (2)

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