Diaqua­(2,5-di-4-pyridyl-1,3,4-thia­diazole-κN2)bis­(thio­cyanato-κN)nickel(II) dihydrate

Yang, M.-H.

doi:10.1107/S1600536808030444

metal-organic compounds

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Volume 64| Part 10| October 2008| Page m1331

doi:10.1107/S1600536808030444

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Diaqua(2,5-di-4-pyridyl-1,3,4-thiadiazole-κN²)bis(thiocyanato-κN)nickel(II) dihydrate

Ming-Hua Yang ^a ^*

^aDepartment of Chemistry, Lishui University, Lishui 323000, People's Republic of China
^*Correspondence e-mail: zjlsxyhx@126.com

(Received 19 September 2008; accepted 22 September 2008; online 27 September 2008)

In the title mononuclear complex, [Ni(NCS)₂(C₁₂H₈N₄S)₂(H₂O)₂]·2H₂O, the Ni^II atom is located on an inversion center and is octahedrally coordinated by four N atoms from two 2,5-di-4-pyridyl-1,3,4-thiadiazole (bpt) ligands and two thiocyanate molecules forming the equatorial plane; the axial positions are occupied by two O atoms of coordinated water molecules. O—H⋯O, O—H⋯N and O—H⋯S hydrogen bonds, involving the uncoordinated water molecules, result in the formation of a sheet structure developing parallel to (021).

Related literature

For related structures, see: Ma & Yang (2008 ); Du et al. (2002 ); Dong et al. (2003 ); Gudbjarlson et al. (1991 ). For related literature, see: Su et al. (2005 ).

Experimental

Crystal data

[Ni(NCS)₂(C₁₂H₈N₄S)₂(H₂O)₂]·2H₂O
M_r = 727.50
Triclinic, $[P \overline 1]$
a = 7.0555 (11) Å
b = 8.3034 (13) Å
c = 14.849 (2) Å
α = 104.629 (2)°
β = 93.067 (2)°
γ = 112.228 (2)°
V = 768.3 (2) Å³
Z = 1
Mo Kα radiation
μ = 0.95 mm⁻¹
T = 298 (2) K
0.26 × 0.21 × 0.17 mm

Data collection

Bruker SMART diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.789, T_max = 0.855
3967 measured reflections
2747 independent reflections
1810 reflections with I > 2σ(I)
R_int = 0.028

Refinement

R[F² > 2σ(F²)] = 0.055
wR(F²) = 0.143
S = 1.06
2747 reflections
205 parameters
H-atom parameters constrained
Δρ_max = 0.39 e Å⁻³
Δρ_min = −0.51 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WB⋯O2W	0.85	1.91	2.762 (5)	175
O2W—H2WB⋯N4ⁱ	0.85	2.00	2.833 (5)	170
O1W—H1WA⋯S2ⁱⁱ	0.85	2.47	3.303 (3)	166
O2W—H2WA⋯S2ⁱⁱⁱ	0.85	2.92	3.540 (4)	132
Symmetry codes: (i) x+1, y, z-1; (ii) x-1, y, z; (iii) -x+1, -y, -z+1.

Data collection: SMART (Bruker, 1998 ); cell refinement: SAINT (Bruker, 1999 ); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ), ORTEP-3 for Windows (Farrugia, 1997 ) and CAMERON (Pearce et al., 2000 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808030444/dn2378sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808030444/dn2378Isup2.hkl

checkCIF report

Comment top

In the last decades, different kinds of metal-organic frameworks (MOFs) have been synthesized by using linear 4,4'-bipyridine, and other bipyridine-like N,N'-donor ligands (Gudbjarlson et al., 1991; Su et al. 2005; Dong et al., 2003). However, the angular N,N'-ligands were less exploited in building the MOFs in the supramolecular chemistry (Du et al., 2002). In this paper, we report the synthesis and characterization of the title compound (I).

the nickel(II) atom located on an inversion center is octahedrally coordinated by four N atoms from two bpt ligands and two thiocyanate molecules forming the equatorial plane, whereas axial positions are occupied by two O atoms of coordinated water molecules (Fig.1). The Ni—N distances are similar with related complexes (Du et al., 2002; Ma & Yang, 2008).

The occurence of O-H···O, O-H···N and O-H···S results in the formation of a two-dimensional sheet structure developping parallel to the (0 2 1) plane (Table 1, Fig.2). The guest water molecule acts as acceptor and donor.

Related literature top

For related structures, see: Ma & Yang (2008); Du et al.(2002); Dong et al. (2003); Gudbjarlson et al. (1991). For related literature, see: Su et al. (2005).

Experimental top

Bpt (21 mg,0.6 mmol), NiCl2 (28 mg, 0.9 mmol) and NH4SCN (23 mg,0.8 mmol) were added in methanol. The mixture was heated for one hour under refluxing and stirring. The resulting solution was then cooled to room temperature, and some single crystals were obtained five weeks later.

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 1997) and CAMERON (Pearce et al., 2000); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. The ORTEP plot of (I), showing the atom-labeling scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms are represented as small sphere of arbitrary radii. H bond is shown as dashed line. [Symmetry code: (i) 1-x, 1-y, 1-z].
	Fig. 2. A partial packing view showing the formation of the two dimensional sheet through O-H···O, O-H···N and O-H···S hydrogren bonds. H bonds are represented as dashed lines. H atoms not involved in hydrogen bondings have been omitted for clarity.

Diaqua(2,5-di-4-pyridyl-1,3,4-thiadiazole-κN²)bis(thiocyanato-κN)nickel(II) dihydrate top

Crystal data top

[Ni(NCS)₂(C₁₂H₈N₄S)₂(H₂O)₂]·2H₂O	Z = 1
M_r = 727.50	F(000) = 374
Triclinic, P1	D_x = 1.572 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.0555 (11) Å	Cell parameters from 2721 reflections
b = 8.3034 (13) Å	θ = 1.4–25.2°
c = 14.849 (2) Å	µ = 0.96 mm⁻¹
α = 104.629 (2)°	T = 298 K
β = 93.067 (2)°	Block, green
γ = 112.228 (2)°	0.26 × 0.21 × 0.17 mm
V = 768.3 (2) Å³

Data collection top

Bruker SMART diffractometer	2747 independent reflections
Radiation source: fine-focus sealed tube	1810 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.028
ϕ and ω scans	θ_max = 25.3°, θ_min = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→5
T_min = 0.789, T_max = 0.855	k = −9→9
3967 measured reflections	l = −17→17

Refinement top

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)] = 0.055	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.143	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0643P)² + 0.1149P] where P = (F_o² + 2F_c²)/3
2747 reflections	(Δ/σ)_max < 0.001
205 parameters	Δρ_max = 0.39 e Å⁻³
0 restraints	Δρ_min = −0.51 e Å⁻³

Crystal data top

[Ni(NCS)₂(C₁₂H₈N₄S)₂(H₂O)₂]·2H₂O	γ = 112.228 (2)°
M_r = 727.50	V = 768.3 (2) Å³
Triclinic, P1	Z = 1
a = 7.0555 (11) Å	Mo Kα radiation
b = 8.3034 (13) Å	µ = 0.96 mm⁻¹
c = 14.849 (2) Å	T = 298 K
α = 104.629 (2)°	0.26 × 0.21 × 0.17 mm
β = 93.067 (2)°

Data collection top

Bruker SMART diffractometer	2747 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1810 reflections with I > 2σ(I)
T_min = 0.789, T_max = 0.855	R_int = 0.028
3967 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.055	0 restraints
wR(F²) = 0.143	H-atom parameters constrained
S = 1.06	Δρ_max = 0.39 e Å⁻³
2747 reflections	Δρ_min = −0.51 e Å⁻³
205 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ni1	0.5000	0.5000	0.5000	0.0397 (3)
S1	−0.0367 (2)	0.2796 (2)	0.90422 (9)	0.0507 (4)
S2	0.7893 (2)	0.05582 (18)	0.46356 (10)	0.0499 (4)
N1	0.4008 (5)	0.4385 (5)	0.6282 (3)	0.0370 (9)
N2	0.3264 (6)	0.2926 (6)	0.9413 (3)	0.0507 (11)
N3	0.2307 (7)	0.2566 (6)	1.0167 (3)	0.0512 (11)
N4	−0.3536 (7)	0.1274 (6)	1.2103 (3)	0.0530 (11)
N5	0.6832 (6)	0.3540 (6)	0.4939 (3)	0.0439 (10)
O1W	0.2492 (4)	0.2685 (4)	0.4104 (2)	0.0456 (8)
H1WA	0.1300	0.2324	0.4268	0.068*
H1WB	0.2655	0.1751	0.3792	0.068*
C1	0.2114 (7)	0.4119 (6)	0.6465 (3)	0.0448 (12)
H1	0.1217	0.4267	0.6042	0.054*
C2	0.1394 (7)	0.3639 (7)	0.7239 (3)	0.0479 (13)
H2	0.0026	0.3409	0.7317	0.058*
C3	0.2717 (7)	0.3502 (6)	0.7897 (3)	0.0392 (11)
C4	0.4712 (8)	0.3790 (7)	0.7725 (3)	0.0490 (13)
H4	0.5656	0.3697	0.8149	0.059*
C5	0.5267 (7)	0.4217 (7)	0.6915 (3)	0.0454 (12)
H5	0.6606	0.4399	0.6803	0.054*
C6	0.2059 (7)	0.3069 (6)	0.8769 (3)	0.0408 (12)
C7	0.0422 (8)	0.2485 (7)	1.0080 (3)	0.0435 (12)
C8	−0.0933 (7)	0.2144 (6)	1.0799 (3)	0.0395 (11)
C9	−0.0247 (8)	0.1812 (7)	1.1595 (3)	0.0514 (13)
H9	0.1090	0.1867	1.1704	0.062*
C10	−0.1584 (8)	0.1398 (8)	1.2222 (4)	0.0573 (15)
H10	−0.1108	0.1191	1.2760	0.069*
C11	−0.4142 (8)	0.1632 (7)	1.1355 (4)	0.0516 (13)
H11	−0.5477	0.1593	1.1273	0.062*
C12	−0.2923 (7)	0.2065 (7)	1.0682 (3)	0.0459 (12)
H12	−0.3433	0.2298	1.0160	0.055*
C13	0.7270 (6)	0.2306 (7)	0.4811 (3)	0.0366 (11)
O2W	0.3283 (5)	−0.0225 (5)	0.3113 (2)	0.0604 (10)
H2WA	0.3641	−0.0509	0.3583	0.091*
H2WB	0.4342	0.0242	0.2871	0.091*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0396 (5)	0.0406 (5)	0.0449 (6)	0.0187 (4)	0.0124 (4)	0.0176 (4)
S1	0.0513 (8)	0.0705 (10)	0.0435 (8)	0.0301 (7)	0.0153 (6)	0.0290 (7)
S2	0.0508 (8)	0.0442 (8)	0.0686 (9)	0.0269 (6)	0.0198 (7)	0.0260 (7)
N1	0.034 (2)	0.039 (2)	0.041 (2)	0.0152 (17)	0.0086 (17)	0.0156 (18)
N2	0.046 (3)	0.065 (3)	0.045 (3)	0.022 (2)	0.013 (2)	0.024 (2)
N3	0.051 (3)	0.066 (3)	0.042 (2)	0.023 (2)	0.015 (2)	0.027 (2)
N4	0.051 (3)	0.065 (3)	0.046 (3)	0.023 (2)	0.017 (2)	0.023 (2)
N5	0.045 (2)	0.045 (2)	0.055 (3)	0.027 (2)	0.0162 (19)	0.022 (2)
O1W	0.0367 (18)	0.045 (2)	0.053 (2)	0.0146 (15)	0.0120 (15)	0.0130 (16)
C1	0.041 (3)	0.054 (3)	0.044 (3)	0.018 (2)	0.008 (2)	0.024 (3)
C2	0.037 (3)	0.058 (3)	0.048 (3)	0.014 (2)	0.010 (2)	0.024 (3)
C3	0.041 (3)	0.036 (3)	0.038 (3)	0.011 (2)	0.012 (2)	0.010 (2)
C4	0.045 (3)	0.066 (4)	0.046 (3)	0.027 (3)	0.010 (2)	0.026 (3)
C5	0.042 (3)	0.057 (3)	0.045 (3)	0.024 (2)	0.018 (2)	0.021 (3)
C6	0.044 (3)	0.039 (3)	0.037 (3)	0.014 (2)	0.009 (2)	0.012 (2)
C7	0.047 (3)	0.046 (3)	0.039 (3)	0.018 (2)	0.007 (2)	0.015 (2)
C8	0.044 (3)	0.038 (3)	0.037 (3)	0.016 (2)	0.008 (2)	0.013 (2)
C9	0.045 (3)	0.067 (4)	0.046 (3)	0.022 (3)	0.008 (2)	0.024 (3)
C10	0.056 (3)	0.076 (4)	0.043 (3)	0.024 (3)	0.013 (3)	0.026 (3)
C11	0.043 (3)	0.055 (3)	0.059 (4)	0.021 (3)	0.011 (3)	0.019 (3)
C12	0.047 (3)	0.053 (3)	0.049 (3)	0.026 (2)	0.009 (2)	0.025 (3)
C13	0.033 (3)	0.046 (3)	0.035 (3)	0.016 (2)	0.012 (2)	0.018 (2)
O2W	0.057 (2)	0.061 (2)	0.054 (2)	0.0141 (18)	0.0183 (17)	0.0132 (19)

Geometric parameters (Å, º) top

Ni1—N5	2.072 (4)	C1—H1	0.9300
Ni1—N5ⁱ	2.072 (4)	C2—C3	1.371 (6)
Ni1—O1Wⁱ	2.116 (3)	C2—H2	0.9300
Ni1—O1W	2.116 (3)	C3—C4	1.385 (6)
Ni1—N1	2.176 (4)	C3—C6	1.481 (6)
Ni1—N1ⁱ	2.176 (4)	C4—C5	1.374 (6)
S1—C7	1.723 (5)	C4—H4	0.9300
S1—C6	1.724 (5)	C5—H5	0.9300
S2—C13	1.635 (5)	C7—C8	1.480 (6)
N1—C1	1.325 (6)	C8—C12	1.380 (6)
N1—C5	1.328 (6)	C8—C9	1.383 (6)
N2—C6	1.304 (6)	C9—C10	1.373 (7)
N2—N3	1.376 (5)	C9—H9	0.9300
N3—C7	1.303 (6)	C10—H10	0.9300
N4—C11	1.310 (6)	C11—C12	1.382 (7)
N4—C10	1.340 (6)	C11—H11	0.9300
N5—C13	1.153 (6)	C12—H12	0.9300
O1W—H1WA	0.8510	O2W—H2WA	0.8456
O1W—H1WB	0.8497	O2W—H2WB	0.8472
C1—C2	1.371 (6)

N5—Ni1—N5ⁱ	180.000 (2)	C2—C3—C4	117.8 (4)
N5—Ni1—O1Wⁱ	88.99 (14)	C2—C3—C6	121.6 (4)
N5ⁱ—Ni1—O1Wⁱ	91.01 (14)	C4—C3—C6	120.5 (4)
N5—Ni1—O1W	91.01 (14)	C5—C4—C3	118.6 (4)
N5ⁱ—Ni1—O1W	88.99 (14)	C5—C4—H4	120.7
O1Wⁱ—Ni1—O1W	180.0	C3—C4—H4	120.7
N5—Ni1—N1	91.17 (14)	N1—C5—C4	124.0 (4)
N5ⁱ—Ni1—N1	88.83 (14)	N1—C5—H5	118.0
O1Wⁱ—Ni1—N1	86.52 (12)	C4—C5—H5	118.0
O1W—Ni1—N1	93.48 (13)	N2—C6—C3	123.7 (4)
N5—Ni1—N1ⁱ	88.83 (14)	N2—C6—S1	113.8 (3)
N5ⁱ—Ni1—N1ⁱ	91.17 (14)	C3—C6—S1	122.4 (4)
O1Wⁱ—Ni1—N1ⁱ	93.48 (13)	N3—C7—C8	123.5 (4)
O1W—Ni1—N1ⁱ	86.52 (12)	N3—C7—S1	113.8 (3)
N1—Ni1—N1ⁱ	180.000 (1)	C8—C7—S1	122.7 (4)
C7—S1—C6	87.2 (2)	C12—C8—C9	118.1 (4)
C1—N1—C5	116.3 (4)	C12—C8—C7	121.8 (4)
C1—N1—Ni1	122.2 (3)	C9—C8—C7	119.9 (4)
C5—N1—Ni1	121.4 (3)	C10—C9—C8	118.5 (5)
C6—N2—N3	112.5 (4)	C10—C9—H9	120.7
C7—N3—N2	112.7 (4)	C8—C9—H9	120.7
C11—N4—C10	116.8 (4)	N4—C10—C9	123.8 (5)
C13—N5—Ni1	159.3 (4)	N4—C10—H10	118.1
Ni1—O1W—H1WA	120.3	C9—C10—H10	118.1
Ni1—O1W—H1WB	121.7	N4—C11—C12	124.1 (5)
H1WA—O1W—H1WB	107.7	N4—C11—H11	117.9
N1—C1—C2	124.1 (4)	C12—C11—H11	117.9
N1—C1—H1	118.0	C8—C12—C11	118.6 (4)
C2—C1—H1	118.0	C8—C12—H12	120.7
C1—C2—C3	119.1 (5)	C11—C12—H12	120.7
C1—C2—H2	120.5	N5—C13—S2	179.7 (4)
C3—C2—H2	120.5	H2WA—O2W—H2WB	109.2

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WB···O2W	0.85	1.91	2.762 (5)	175
O2W—H2WB···N4ⁱⁱ	0.85	2.00	2.833 (5)	170
O1W—H1WA···S2ⁱⁱⁱ	0.85	2.47	3.303 (3)	166
O2W—H2WA···S2^iv	0.85	2.92	3.540 (4)	132

Symmetry codes: (ii) x+1, y, z−1; (iii) x−1, y, z; (iv) −x+1, −y, −z+1.

Experimental details

Crystal data
Chemical formula	[Ni(NCS)₂(C₁₂H₈N₄S)₂(H₂O)₂]·2H₂O
M_r	727.50
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	7.0555 (11), 8.3034 (13), 14.849 (2)
α, β, γ (°)	104.629 (2), 93.067 (2), 112.228 (2)
V (Å³)	768.3 (2)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	0.96
Crystal size (mm)	0.26 × 0.21 × 0.17

Data collection
Diffractometer	Bruker SMART diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.789, 0.855
No. of measured, independent and observed [I > 2σ(I)] reflections	3967, 2747, 1810
R_int	0.028
(sin θ/λ)_max (Å⁻¹)	0.601

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.055, 0.143, 1.06
No. of reflections	2747
No. of parameters	205
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.39, −0.51

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1999), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 1997) and CAMERON (Pearce et al., 2000).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WB···O2W	0.85	1.91	2.762 (5)	174.9
O2W—H2WB···N4ⁱ	0.85	2.00	2.833 (5)	169.5
O1W—H1WA···S2ⁱⁱ	0.85	2.47	3.303 (3)	166.3
O2W—H2WA···S2ⁱⁱⁱ	0.85	2.92	3.540 (4)	132.2

Symmetry codes: (i) x+1, y, z−1; (ii) x−1, y, z; (iii) −x+1, −y, −z+1.

Acknowledgements

The author is grateful to the Natural Science Foundation of Zhejiang Province (No. Y407081) for financial support.

References

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