Di-aqua-bis-(nicotinamide-κN (1))bis-(thio-cyanato-κN)nickel(II).

In the title complex, [Ni(NCS)2(C6H6N2O)2(H2O)2], the Ni(II) ion is located on an inversion center and is coordinated in a distorted octa-hedral environment by two N atoms from two nicotinamide ligands and two water mol-ecules in the equatorial plane, and two N atoms from two thio-cyanate anions in the axial positions, all acting as monodentate ligands. In the crystal, weak N-H⋯S hydrogen bonds between the amino groups and the thio-cyanate anions form an R 4 (2)(8) motif. The complex mol-ecules are linked by O-H⋯O, O-H⋯S, and N-H⋯S hydrogen bonds into a three-dimensional supra-molecular structure. Weak π-π inter-actions between the pyridine rings is also found [centroid-centroid distance = 3.8578 (14) Å].

Related literature

For background to the applications of transition metal complexes with biochemically active ligands, see: Antolini et al. (1982 ▶); Krishnamachari (1974 ▶). For related structures, see: Hökelek, Dal et al. (2009 ▶); Hökelek, Yilmaz et al. (2009 ▶); Özbek et al. (2009 ▶); Zhu et al. (2006 ▶).

Experimental

Crystal data

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

M = 455.16

Triclinic,

a = 7.5574 (15) Å

b = 8.2683 (19) Å

c = 9.0056 (15) Å

α = 73.010 (18)°

β = 69.698 (17)°

γ = 66.51 (2)°

V = 476.23 (18) Å3

Z = 1

Mo Kα radiation

μ = 1.27 mm−1

T = 123 K

0.48 × 0.32 × 0.26 mm

Data collection

Agilent Xcalibur Ruby CCD diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012 ▶) T min = 0.690, T max = 1.000

8114 measured reflections

4752 independent reflections

3477 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.125

S = 1.03

4752 reflections

132 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.50 e Å−3

Δρmin = −0.71 e Å−3

Data collection: CrysAlis PRO (Agilent, 2012 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶) and Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I. DOI: 10.1107/S1600536814006771/hy2643sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814006771/hy2643Isup2.hkl

CCDC reference: 993930

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

[Ni(NCS)2(C6H6N2O)2(H2O)2]	Z = 1
Mr = 455.16	F(000) = 234
Triclinic, P1	Dx = 1.587 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.5574 (15) Å	Cell parameters from 1387 reflections
b = 8.2683 (19) Å	θ = 5.2–37.4°
c = 9.0056 (15) Å	µ = 1.27 mm−1
α = 73.010 (18)°	T = 123 K
β = 69.698 (17)°	Prism, green-blue
γ = 66.51 (2)°	0.48 × 0.32 × 0.26 mm
V = 476.23 (18) Å3

Agilent Xcalibur Ruby CCD diffractometer	4752 independent reflections
Radiation source: Enhance (Mo) X-ray Source	3477 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.032
Detector resolution: 10.5081 pixels mm-1	θmax = 37.8°, θmin = 5.1°
ω scans	h = −12→11
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	k = −13→14
Tmin = 0.690, Tmax = 1.000	l = −15→15
8114 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)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.125	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ2(Fo2) + (0.0525P)2 + 0.1045P] where P = (Fo2 + 2Fc2)/3
4752 reflections	(Δ/σ)max < 0.001
132 parameters	Δρmax = 0.50 e Å−3
3 restraints	Δρmin = −0.71 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
Ni	0.5000	0.5000	1.0000	0.02711 (9)
S1	−0.10823 (7)	0.89262 (6)	0.85626 (6)	0.03634 (11)
O1	0.3352 (3)	0.1975 (2)	0.47112 (16)	0.0455 (4)
O1W	0.5790 (2)	0.7206 (2)	0.85157 (16)	0.0386 (3)
H1W1	0.671 (3)	0.737 (4)	0.859 (3)	0.061 (9)*
H1W2	0.588 (4)	0.737 (4)	0.759 (2)	0.056 (8)*
N3	0.2125 (2)	0.6286 (2)	0.9666 (2)	0.0371 (3)
N1	0.5789 (2)	0.38229 (19)	0.78909 (16)	0.0268 (3)
N2	0.2320 (3)	0.1178 (2)	0.73701 (18)	0.0365 (3)
H2A	0.1431	0.0801	0.7281	0.044*
H2B	0.2439	0.1106	0.8327	0.044*
C7	0.0784 (3)	0.7361 (2)	0.92131 (19)	0.0281 (3)
C1	0.4532 (2)	0.3212 (2)	0.76502 (18)	0.0260 (3)
H1A	0.3295	0.3278	0.8439	0.031*
C2	0.4940 (2)	0.2486 (2)	0.63092 (17)	0.0246 (3)
C3	0.3476 (3)	0.1854 (2)	0.60664 (19)	0.0279 (3)
C4	0.6734 (3)	0.2419 (3)	0.5151 (2)	0.0327 (3)
H4A	0.7051	0.1966	0.4202	0.039*
C5	0.8053 (3)	0.3020 (3)	0.5400 (2)	0.0363 (4)
H5A	0.9301	0.2968	0.4631	0.044*
C6	0.7533 (3)	0.3700 (2)	0.6787 (2)	0.0314 (3)
H6A	0.8457	0.4095	0.6956	0.038*

	U11	U22	U33	U12	U13	U23
Ni	0.02907 (15)	0.03414 (16)	0.02262 (14)	−0.01311 (12)	−0.00883 (11)	−0.00525 (11)
S1	0.0317 (2)	0.0386 (2)	0.0394 (2)	−0.01499 (18)	−0.01464 (18)	0.00316 (18)
O1	0.0661 (10)	0.0612 (9)	0.0270 (6)	−0.0368 (8)	−0.0189 (6)	−0.0029 (6)
O1W	0.0531 (8)	0.0506 (8)	0.0262 (6)	−0.0332 (7)	−0.0161 (6)	0.0029 (5)
N3	0.0325 (7)	0.0469 (9)	0.0357 (8)	−0.0099 (7)	−0.0125 (6)	−0.0129 (7)
N1	0.0285 (6)	0.0331 (6)	0.0231 (5)	−0.0131 (5)	−0.0071 (5)	−0.0068 (5)
N2	0.0404 (8)	0.0497 (9)	0.0279 (7)	−0.0266 (7)	−0.0045 (6)	−0.0078 (6)
C7	0.0286 (7)	0.0367 (8)	0.0241 (6)	−0.0158 (6)	−0.0050 (6)	−0.0079 (6)
C1	0.0276 (7)	0.0333 (7)	0.0203 (6)	−0.0130 (6)	−0.0041 (5)	−0.0077 (5)
C2	0.0299 (7)	0.0275 (6)	0.0189 (6)	−0.0118 (6)	−0.0060 (5)	−0.0049 (5)
C3	0.0341 (8)	0.0289 (7)	0.0238 (6)	−0.0114 (6)	−0.0082 (6)	−0.0073 (5)
C4	0.0367 (8)	0.0396 (9)	0.0223 (6)	−0.0152 (7)	−0.0007 (6)	−0.0110 (6)
C5	0.0308 (8)	0.0472 (10)	0.0309 (8)	−0.0167 (8)	0.0017 (7)	−0.0136 (7)
C6	0.0283 (7)	0.0384 (8)	0.0303 (7)	−0.0131 (7)	−0.0073 (6)	−0.0077 (7)

Ni—O1W	2.0876 (15)	N2—H2A	0.8800
Ni—N3	2.0899 (17)	N2—H2B	0.8800
Ni—N1	2.1776 (14)	C1—C2	1.389 (2)
S1—C7	1.6377 (18)	C1—H1A	0.9500
O1—C3	1.228 (2)	C2—C4	1.386 (2)
O1W—H1W1	0.79 (2)	C2—C3	1.497 (2)
O1W—H1W2	0.79 (2)	C4—C5	1.380 (3)
N3—C7	1.158 (2)	C4—H4A	0.9500
N1—C6	1.334 (2)	C5—C6	1.387 (2)
N1—C1	1.340 (2)	C5—H5A	0.9500
N2—C3	1.322 (2)	C6—H6A	0.9500
O1Wi—Ni—O1W	180.00 (6)	C3—N2—H2A	120.0
O1Wi—Ni—N3i	88.85 (7)	C3—N2—H2B	120.0
O1W—Ni—N3i	91.15 (7)	H2A—N2—H2B	120.0
O1Wi—Ni—N3	91.15 (7)	N3—C7—S1	178.30 (17)
O1W—Ni—N3	88.85 (7)	N1—C1—C2	123.52 (15)
N3i—Ni—N3	180.0	N1—C1—H1A	118.2
O1Wi—Ni—N1	90.25 (6)	C2—C1—H1A	118.2
O1W—Ni—N1	89.75 (6)	C4—C2—C1	117.97 (16)
N3i—Ni—N1	92.52 (6)	C4—C2—C3	120.08 (14)
N3—Ni—N1	87.48 (6)	C1—C2—C3	121.91 (15)
O1Wi—Ni—N1i	89.75 (6)	O1—C3—N2	121.81 (17)
O1W—Ni—N1i	90.25 (6)	O1—C3—C2	121.07 (16)
N3i—Ni—N1i	87.48 (6)	N2—C3—C2	117.12 (14)
N3—Ni—N1i	92.52 (6)	C5—C4—C2	118.94 (15)
N1—Ni—N1i	180.000 (1)	C5—C4—H4A	120.5
Ni—O1W—H1W1	118 (2)	C2—C4—H4A	120.5
Ni—O1W—H1W2	119 (2)	C4—C5—C6	119.16 (17)
H1W1—O1W—H1W2	107 (2)	C4—C5—H5A	120.4
C7—N3—Ni	160.38 (17)	C6—C5—H5A	120.4
C6—N1—C1	117.68 (14)	N1—C6—C5	122.70 (17)
C6—N1—Ni	121.18 (12)	N1—C6—H6A	118.7
C1—N1—Ni	121.14 (11)	C5—C6—H6A	118.7
O1Wi—Ni—N3—C7	−179.4 (4)	Ni—N1—C1—C2	178.49 (12)
O1W—Ni—N3—C7	0.6 (4)	N1—C1—C2—C4	−1.0 (2)
N1—Ni—N3—C7	−89.2 (4)	N1—C1—C2—C3	−178.64 (14)
N1i—Ni—N3—C7	90.8 (4)	C4—C2—C3—O1	−30.6 (2)
O1Wi—Ni—N1—C6	−130.61 (14)	C1—C2—C3—O1	147.02 (17)
O1W—Ni—N1—C6	49.39 (14)	C4—C2—C3—N2	149.97 (17)
N3i—Ni—N1—C6	−41.75 (14)	C1—C2—C3—N2	−32.4 (2)
N3—Ni—N1—C6	138.25 (14)	C1—C2—C4—C5	1.9 (3)
O1Wi—Ni—N1—C1	50.01 (13)	C3—C2—C4—C5	179.63 (16)
O1W—Ni—N1—C1	−129.99 (13)	C2—C4—C5—C6	−1.0 (3)
N3i—Ni—N1—C1	138.87 (13)	C1—N1—C6—C5	1.9 (3)
N3—Ni—N1—C1	−41.13 (13)	Ni—N1—C6—C5	−177.55 (14)
C6—N1—C1—C2	−0.9 (2)	C4—C5—C6—N1	−0.9 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W1···S1ii	0.79 (3)	2.47 (3)	3.224 (2)	161 (3)
O1W—H1W2···O1iii	0.79 (2)	1.92 (2)	2.686 (2)	164 (3)
N2—H2A···S1iv	0.88	2.67	3.459 (2)	150
N2—H2B···S1v	0.88	2.62	3.435 (2)	154

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1W1⋯S1i	0.79 (3)	2.47 (3)	3.224 (2)	161 (3)
O1W—H1W2⋯O1ii	0.79 (2)	1.92 (2)	2.686 (2)	164 (3)
N2—H2A⋯S1iii	0.88	2.67	3.459 (2)	150
N2—H2B⋯S1iv	0.88	2.62	3.435 (2)	154

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