Bis[N,N-bis-(2-hy-droxy-eth-yl)glycinato]cobalt(II).

The asymmetric unit of the title compound, [Co(C(6)H(12)NO(4))(2)], contains one half-mol-ecule with the Co(II) ion situated on an inversion center. Inter-molecular O-H⋯O hydrogen bonds generate a three-dimensional hydrogen-bonding network, which consolidates the crystal packing.

Related literature

For related structures, see: Ammar et al. (2001 ▶); Chuklanova et al. (1981 ▶); Thakuria & Das (2007 ▶).

Experimental

Crystal data

[Co(C6H12NO4)2]

M = 383.26

Monoclinic,

a = 9.932 (2) Å

b = 11.388 (2) Å

c = 7.4477 (15) Å

β = 110.12 (3)°

V = 791.0 (3) Å3

Z = 2

Mo Kα radiation

μ = 1.13 mm−1

T = 293 K

0.20 × 0.18 × 0.18 mm

Data collection

Rigaku SCXmini diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.736, T max = 1.000

8129 measured reflections

1819 independent reflections

1357 reflections with I > 2σ(I)

R int = 0.072

Refinement

R[F 2 > 2σ(F 2)] = 0.057

wR(F 2) = 0.159

S = 1.00

1819 reflections

106 parameters

H-atom parameters constrained

Δρmax = 0.48 e Å−3

Δρmin = −0.36 e Å−3

Data collection: SCXmini Benchtop Crystallography System Software (Rigaku, 2006 ▶); cell refinement: PROCESS-AUTO (Rigaku, 1998 ▶); data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810023810/cv2723sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810023810/cv2723Isup2.hkl

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

[Co(C6H12NO4)2]	F(000) = 402
Mr = 383.26	Dx = 1.609 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 9.932 (2) Å	Cell parameters from 7077 reflections
b = 11.388 (2) Å	θ = 3.4–27.6°
c = 7.4477 (15) Å	µ = 1.13 mm−1
β = 110.12 (3)°	T = 293 K
V = 791.0 (3) Å3	Block, red
Z = 2	0.2 × 0.18 × 0.18 mm

Rigaku SCXmini diffractometer	1819 independent reflections
Radiation source: fine-focus sealed tube	1357 reflections with I > 2σ(I)
graphite	Rint = 0.072
ω scans	θmax = 27.5°, θmin = 3.4°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −12→12
Tmin = 0.736, Tmax = 1.000	k = −14→14
8129 measured reflections	l = −9→9

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)] = 0.057	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.159	H-atom parameters constrained
S = 1.00	w = 1/[σ2(Fo2) + (0.1P)2] where P = (Fo2 + 2Fc2)/3
1819 reflections	(Δ/σ)max < 0.001
106 parameters	Δρmax = 0.48 e Å−3
0 restraints	Δρmin = −0.36 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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	0.5000	0.5000	0.5000	0.0244 (3)
O1	0.0043 (3)	0.3365 (3)	0.0259 (4)	0.0552 (9)
H11	−0.0846	0.3211	−0.0073	0.066*
O2	0.5173 (3)	0.4447 (3)	0.7743 (4)	0.0347 (7)
H12	0.5746	0.3883	0.8218	0.042*
O3	0.2823 (3)	0.7874 (2)	0.5700 (4)	0.0449 (8)
O4	0.4555 (3)	0.6656 (2)	0.5703 (4)	0.0333 (6)
N1	0.2727 (3)	0.4762 (2)	0.4479 (5)	0.0270 (7)
C1	0.0483 (4)	0.3862 (4)	0.2103 (6)	0.0431 (10)
H1A	0.0377	0.3299	0.3022	0.052*
H1B	−0.0090	0.4550	0.2118	0.052*
C2	0.2040 (4)	0.4198 (3)	0.2589 (5)	0.0329 (9)
H2A	0.2579	0.3496	0.2538	0.040*
H2B	0.2115	0.4730	0.1610	0.040*
C3	0.2708 (4)	0.3967 (4)	0.6042 (6)	0.0363 (9)
H3A	0.2918	0.3173	0.5750	0.044*
H3B	0.1758	0.3970	0.6137	0.044*
C4	0.3792 (4)	0.4339 (4)	0.7929 (6)	0.0401 (10)
H4A	0.3510	0.5086	0.8317	0.048*
H4B	0.3830	0.3762	0.8902	0.048*
C5	0.2141 (4)	0.5937 (3)	0.4614 (6)	0.0309 (8)
H5A	0.1554	0.5882	0.5416	0.037*
H5B	0.1521	0.6172	0.3347	0.037*
C6	0.3256 (4)	0.6887 (3)	0.5411 (5)	0.0310 (9)

	U11	U22	U33	U12	U13	U23
Co1	0.0203 (4)	0.0227 (4)	0.0279 (4)	0.0026 (3)	0.0055 (3)	−0.0003 (3)
O1	0.0397 (18)	0.066 (2)	0.053 (2)	−0.0136 (15)	0.0076 (15)	−0.0177 (16)
O2	0.0302 (14)	0.0401 (16)	0.0306 (15)	0.0078 (13)	0.0065 (11)	0.0075 (12)
O3	0.0249 (15)	0.0323 (15)	0.068 (2)	0.0053 (12)	0.0029 (14)	−0.0206 (14)
O4	0.0227 (13)	0.0269 (13)	0.0468 (17)	0.0006 (11)	0.0076 (12)	−0.0064 (11)
N1	0.0241 (16)	0.0217 (15)	0.0329 (17)	−0.0002 (12)	0.0067 (13)	−0.0023 (11)
C1	0.037 (2)	0.047 (2)	0.039 (2)	−0.013 (2)	0.0060 (18)	−0.0058 (19)
C2	0.0244 (19)	0.037 (2)	0.036 (2)	−0.0001 (16)	0.0081 (16)	−0.0030 (17)
C3	0.034 (2)	0.035 (2)	0.041 (2)	−0.0042 (18)	0.0142 (18)	0.0034 (17)
C4	0.034 (2)	0.050 (3)	0.036 (2)	0.003 (2)	0.0119 (18)	0.0074 (19)
C5	0.0216 (18)	0.034 (2)	0.035 (2)	0.0020 (16)	0.0072 (15)	−0.0028 (16)
C6	0.0258 (19)	0.032 (2)	0.031 (2)	0.0047 (16)	0.0048 (15)	−0.0049 (15)

Co1—O4	2.046 (2)	N1—C2	1.483 (5)
Co1—O4i	2.046 (2)	C1—C2	1.512 (5)
Co1—O2	2.088 (3)	C1—H1A	0.9700
Co1—O2i	2.088 (3)	C1—H1B	0.9700
Co1—N1i	2.172 (3)	C2—H2A	0.9700
Co1—N1	2.172 (3)	C2—H2B	0.9700
O1—C1	1.409 (5)	C3—C4	1.507 (5)
O1—H11	0.8499	C3—H3A	0.9700
O2—C4	1.430 (5)	C3—H3B	0.9700
O2—H12	0.8500	C4—H4A	0.9700
O3—C6	1.249 (4)	C4—H4B	0.9700
O4—C6	1.260 (4)	C5—C6	1.515 (5)
N1—C5	1.476 (4)	C5—H5A	0.9700
N1—C3	1.480 (5)	C5—H5B	0.9700
O4—Co1—O4i	180.0	C2—C1—H1B	110.4
O4—Co1—O2	88.86 (11)	H1A—C1—H1B	108.6
O4i—Co1—O2	91.14 (11)	N1—C2—C1	115.8 (3)
O4—Co1—O2i	91.14 (11)	N1—C2—H2A	108.3
O4i—Co1—O2i	88.86 (11)	C1—C2—H2A	108.3
O2—Co1—O2i	180.0	N1—C2—H2B	108.3
O4—Co1—N1i	98.17 (10)	C1—C2—H2B	108.3
O4i—Co1—N1i	81.83 (10)	H2A—C2—H2B	107.4
O2—Co1—N1i	97.61 (11)	N1—C3—C4	111.3 (3)
O2i—Co1—N1i	82.39 (11)	N1—C3—H3A	109.4
O4—Co1—N1	81.83 (10)	C4—C3—H3A	109.4
O4i—Co1—N1	98.17 (10)	N1—C3—H3B	109.4
O2—Co1—N1	82.39 (11)	C4—C3—H3B	109.4
O2i—Co1—N1	97.61 (11)	H3A—C3—H3B	108.0
N1i—Co1—N1	180.0	O2—C4—C3	109.6 (3)
C1—O1—H11	108.0	O2—C4—H4A	109.8
C4—O2—Co1	111.2 (2)	C3—C4—H4A	109.8
C4—O2—H12	115.0	O2—C4—H4B	109.8
Co1—O2—H12	116.9	C3—C4—H4B	109.8
C6—O4—Co1	116.5 (2)	H4A—C4—H4B	108.2
C5—N1—C3	112.9 (3)	N1—C5—C6	114.9 (3)
C5—N1—C2	113.2 (3)	N1—C5—H5A	108.5
C3—N1—C2	110.9 (3)	C6—C5—H5A	108.5
C5—N1—Co1	106.5 (2)	N1—C5—H5B	108.5
C3—N1—Co1	103.3 (2)	C6—C5—H5B	108.5
C2—N1—Co1	109.5 (2)	H5A—C5—H5B	107.5
O1—C1—C2	106.5 (3)	O3—C6—O4	123.4 (3)
O1—C1—H1A	110.4	O3—C6—C5	117.5 (3)
C2—C1—H1A	110.4	O4—C6—C5	119.1 (3)
O1—C1—H1B	110.4
O4—Co1—O2—C4	75.2 (3)	O4i—Co1—N1—C2	−48.4 (2)
O4i—Co1—O2—C4	−104.8 (3)	O2—Co1—N1—C2	−138.4 (2)
O2i—Co1—O2—C4	−9(84)	O2i—Co1—N1—C2	41.6 (2)
N1i—Co1—O2—C4	173.3 (3)	N1i—Co1—N1—C2	35 (100)
N1—Co1—O2—C4	−6.7 (3)	C5—N1—C2—C1	−67.2 (4)
O4i—Co1—O4—C6	37 (100)	C3—N1—C2—C1	60.8 (4)
O2—Co1—O4—C6	−88.4 (3)	Co1—N1—C2—C1	174.1 (3)
O2i—Co1—O4—C6	91.6 (3)	O1—C1—C2—N1	179.1 (3)
N1i—Co1—O4—C6	174.1 (3)	C5—N1—C3—C4	−70.5 (4)
N1—Co1—O4—C6	−5.9 (3)	C2—N1—C3—C4	161.4 (3)
O4—Co1—N1—C5	8.9 (2)	Co1—N1—C3—C4	44.2 (3)
O4i—Co1—N1—C5	−171.1 (2)	Co1—O2—C4—C3	32.5 (4)
O2—Co1—N1—C5	98.9 (2)	N1—C3—C4—O2	−53.5 (4)
O2i—Co1—N1—C5	−81.1 (2)	C3—N1—C5—C6	101.7 (4)
N1i—Co1—N1—C5	−88 (100)	C2—N1—C5—C6	−131.4 (3)
O4—Co1—N1—C3	−110.2 (2)	Co1—N1—C5—C6	−11.0 (4)
O4i—Co1—N1—C3	69.8 (2)	Co1—O4—C6—O3	−177.0 (3)
O2—Co1—N1—C3	−20.3 (2)	Co1—O4—C6—C5	1.1 (5)
O2i—Co1—N1—C3	159.7 (2)	N1—C5—C6—O3	−174.3 (3)
N1i—Co1—N1—C3	153 (100)	N1—C5—C6—O4	7.4 (5)
O4—Co1—N1—C2	131.6 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H12···O3ii	0.85	1.79	2.632 (4)	171
O1—H11···O3iii	0.85	1.89	2.744 (4)	178

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H12⋯O3i	0.85	1.79	2.632 (4)	171
O1—H11⋯O3ii	0.85	1.89	2.744 (4)	178

Symmetry codes: (i) ; (ii) .