Di-aqua-bis-(nicotinamide-κN (1))bis-(thiocyanato-κS)cobalt(II).

In the title compound, [Co(NCS)2(C6H6N2O)2(H2O)2], the Co(II) cation is located on an inversion centre and is coordinated by two thio-cyanate anions, two nicotinamide mol-ecules and two water mol-ecules in a distorted N2O2S2 octa-hedral geometry. The amide group is twisted by 31.30 (16)° with respect to the pyridine ring. In the crystal, mol-ecules are linked by O-H⋯O, O-H⋯S and N-H⋯S hydrogen bonds into a three-dimensional supra-molecular network. Weak π-π stacking is observed between parallel pyridine rings of adjacent mol-ecules, the centroid-centroid distance being 3.8270 (19) Å.

Related literature

For general background and applications of transition-metal complexes with biochemically active ligands, see: Antolini et al. (1982 ▶); Krishnamachari (1974 ▶). For related structures, see: Hökelek et al. (2009a ▶,b ▶); Özbek et al. (2009 ▶).

Experimental

Crystal data

[Co(NCS)2(C6H6N2O)2(H2O)2]

M = 455.38

Triclinic,

a = 7.5475 (19) Å

b = 8.054 (2) Å

c = 8.932 (2) Å

α = 73.347 (4)°

β = 70.067 (4)°

γ = 66.559 (4)°

V = 461.07 (19) Å3

Z = 1

Mo Kα radiation

μ = 1.19 mm−1

T = 100 K

0.35 × 0.33 × 0.31 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2002 ▶) T min = 0.68, T max = 0.71

2450 measured reflections

1626 independent reflections

1469 reflections with I > 2σ(I)

R int = 0.017

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.097

S = 1.07

1626 reflections

130 parameters

2 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.60 e Å−3

Δρmin = −0.39 e Å−3

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

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536814011453/xu5790sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814011453/xu5790Isup2.hkl

CCDC reference: 850080

Additional supporting information: crystallographic information; 3D view; checkCIF report

[Co(NCS)2(C6H6N2O)2(H2O)2]	Z = 1
Mr = 455.38	F(000) = 233
Triclinic, P1	Dx = 1.640 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.5475 (19) Å	Cell parameters from 1626 reflections
b = 8.054 (2) Å	θ = 2.5–25.2°
c = 8.932 (2) Å	µ = 1.19 mm−1
α = 73.347 (4)°	T = 100 K
β = 70.067 (4)°	Prism, pink
γ = 66.559 (4)°	0.35 × 0.33 × 0.31 mm
V = 461.07 (19) Å3

Bruker SMART CCD area-detector diffractometer	1626 independent reflections
Radiation source: fine-focus sealed tube	1469 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.017
phi and ω scans	θmax = 25.2°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −9→8
Tmin = 0.68, Tmax = 0.71	k = −8→9
2450 measured reflections	l = −6→10

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.097	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ2(Fo2) + (0.0582P)2 + 0.1481P] where P = (Fo2 + 2Fc2)/3
1626 reflections	(Δ/σ)max = 0.001
130 parameters	Δρmax = 0.60 e Å−3
2 restraints	Δρmin = −0.39 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 > 2sigma(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
Co	0.5000	0.5000	0.5000	0.01075 (18)
S1	1.10774 (10)	0.10828 (9)	0.64395 (8)	0.0188 (2)
N1	0.7855 (3)	0.3745 (3)	0.5269 (3)	0.0190 (5)
N2	0.5800 (3)	0.3846 (3)	0.2911 (3)	0.0156 (5)
N3	0.2309 (3)	0.1182 (3)	0.2363 (3)	0.0183 (5)
H3A	0.1408	0.0839	0.2280	0.022*
H3B	0.2447	0.1099	0.3301	0.022*
O1	0.3341 (3)	0.1985 (3)	−0.0328 (2)	0.0219 (4)
O2	0.5635 (3)	0.7330 (3)	0.3582 (2)	0.0187 (4)
C1	0.9198 (4)	0.2665 (4)	0.5745 (3)	0.0163 (6)
C2	0.4546 (4)	0.3214 (3)	0.2666 (3)	0.0156 (5)
H2	0.3342	0.3269	0.3443	0.019*
C3	0.4961 (4)	0.2479 (4)	0.1301 (3)	0.0162 (6)
C4	0.6758 (4)	0.2414 (4)	0.0138 (3)	0.0178 (6)
H4	0.7067	0.1965	−0.0802	0.021*
C5	0.8072 (4)	0.3027 (4)	0.0404 (3)	0.0188 (6)
H5	0.9296	0.2971	−0.0344	0.023*
C6	0.7542 (4)	0.3726 (4)	0.1800 (3)	0.0171 (6)
H6	0.8438	0.4132	0.1973	0.021*
C7	0.3480 (4)	0.1838 (3)	0.1049 (3)	0.0156 (6)
H2A	0.572 (5)	0.748 (4)	0.260 (2)	0.023*
H2B	0.662 (4)	0.750 (4)	0.363 (4)	0.023*

	U11	U22	U33	U12	U13	U23
Co	0.0119 (3)	0.0132 (3)	0.0084 (3)	−0.0052 (2)	−0.00355 (19)	−0.00102 (18)
S1	0.0173 (4)	0.0203 (4)	0.0188 (4)	−0.0074 (3)	−0.0069 (3)	0.0011 (3)
N1	0.0212 (13)	0.0203 (12)	0.0166 (12)	−0.0074 (10)	−0.0059 (10)	−0.0032 (9)
N2	0.0170 (12)	0.0159 (12)	0.0140 (11)	−0.0062 (9)	−0.0046 (9)	−0.0009 (9)
N3	0.0205 (12)	0.0254 (13)	0.0140 (11)	−0.0128 (10)	−0.0051 (9)	−0.0025 (9)
O1	0.0280 (11)	0.0270 (11)	0.0156 (10)	−0.0134 (9)	−0.0079 (8)	−0.0021 (8)
O2	0.0217 (10)	0.0247 (11)	0.0143 (9)	−0.0135 (9)	−0.0058 (8)	−0.0005 (8)
C1	0.0184 (14)	0.0207 (14)	0.0120 (13)	−0.0101 (12)	0.0003 (11)	−0.0060 (11)
C2	0.0159 (13)	0.0147 (13)	0.0140 (12)	−0.0044 (11)	−0.0040 (10)	−0.0001 (10)
C3	0.0185 (14)	0.0147 (13)	0.0141 (13)	−0.0053 (11)	−0.0052 (11)	0.0003 (10)
C4	0.0215 (14)	0.0182 (14)	0.0126 (13)	−0.0062 (11)	−0.0041 (11)	−0.0021 (10)
C5	0.0158 (14)	0.0215 (15)	0.0163 (13)	−0.0065 (11)	−0.0019 (11)	−0.0016 (11)
C6	0.0171 (14)	0.0175 (14)	0.0175 (14)	−0.0068 (11)	−0.0065 (11)	−0.0003 (11)
C7	0.0179 (14)	0.0140 (13)	0.0151 (13)	−0.0034 (11)	−0.0061 (11)	−0.0032 (10)

Co—N1	2.050 (2)	O1—C7	1.237 (3)
Co—N1i	2.050 (2)	O2—H2A	0.838 (18)
Co—N2	2.119 (2)	O2—H2B	0.825 (18)
Co—N2i	2.119 (2)	C2—C3	1.394 (4)
Co—O2	2.0724 (18)	C2—H2	0.9300
Co—O2i	2.0724 (18)	C3—C4	1.391 (4)
S1—C1	1.652 (3)	C3—C7	1.505 (4)
N1—C1	1.160 (4)	C4—C5	1.378 (4)
N2—C6	1.337 (3)	C4—H4	0.9300
N2—C2	1.338 (3)	C5—C6	1.384 (4)
N3—C7	1.321 (3)	C5—H5	0.9300
N3—H3A	0.8600	C6—H6	0.9300
N3—H3B	0.8600
N1—Co—N1i	180.0	Co—O2—H2A	116 (2)
N1—Co—O2	91.98 (8)	Co—O2—H2B	118 (2)
N1i—Co—O2	88.02 (8)	H2A—O2—H2B	106 (3)
N1—Co—O2i	88.02 (8)	N1—C1—S1	178.4 (2)
N1i—Co—O2i	91.98 (8)	N2—C2—C3	123.0 (2)
O2—Co—O2i	180.000 (1)	N2—C2—H2	118.5
N1—Co—N2	91.21 (9)	C3—C2—H2	118.5
N1i—Co—N2	88.79 (9)	C4—C3—C2	118.2 (2)
O2—Co—N2	90.66 (8)	C4—C3—C7	120.5 (2)
O2i—Co—N2	89.34 (8)	C2—C3—C7	121.3 (2)
N1—Co—N2i	88.79 (9)	C5—C4—C3	118.9 (2)
N1i—Co—N2i	91.21 (9)	C5—C4—H4	120.5
O2—Co—N2i	89.34 (8)	C3—C4—H4	120.5
O2i—Co—N2i	90.66 (8)	C4—C5—C6	119.0 (2)
N2—Co—N2i	180.0	C4—C5—H5	120.5
C1—N1—Co	159.3 (2)	C6—C5—H5	120.5
C6—N2—C2	117.8 (2)	N2—C6—C5	123.0 (2)
C6—N2—Co	122.02 (17)	N2—C6—H6	118.5
C2—N2—Co	120.17 (17)	C5—C6—H6	118.5
C7—N3—H3A	120.0	O1—C7—N3	122.5 (2)
C7—N3—H3B	120.0	O1—C7—C3	120.7 (2)
H3A—N3—H3B	120.0	N3—C7—C3	116.7 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2A···O1ii	0.83 (2)	1.89 (2)	2.690 (2)	161 (4)
O2—H2B···S1iii	0.82 (4)	2.41 (3)	3.204 (3)	163 (3)
N3—H3A···S1iv	0.86	2.66	3.425 (3)	149
N3—H3B···S1v	0.86	2.63	3.422 (3)	153

Table 1

Selected bond lengths (Å)

Co—N1	2.050 (2)
Co—N2	2.119 (2)
Co—O2	2.0724 (18)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2A⋯O1i	0.83 (2)	1.89 (2)	2.690 (2)	161 (4)
O2—H2B⋯S1ii	0.82 (4)	2.41 (3)	3.204 (3)	163 (3)
N3—H3A⋯S1iii	0.86	2.66	3.425 (3)	149
N3—H3B⋯S1iv	0.86	2.63	3.422 (3)	153

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