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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 8| August 2011| Pages m1052-m1053
doi:10.1107/S1600536811026420

trans-Di­aqua­bis­­[2,5-bis­­(pyridin-2-yl)-1,3,4-thia­diazole]nickel(II) bis­­(tetra­fluoridoborate)

Fouad Bentiss,a* Frédéric Capet,b Michel Lagrenée,b Mohamed Saadic and Lahcen El Ammaric

aLaboratoire de Chimie de Coordination et d'Analytique (LCCA), Faculté des Sciences, Université Chouaib Doukkali, BP 20, M-24000 El Jadida, Morocco, bUnité de Catalyse et de Chimie du Solide (UCCS), CNRS UMR 8181, ENSCL, BP 90108, F-59652 Villeneuve d'Ascq Cedex, France, Université Lille Nord de France, F-59000 Lille, France, and cLaboratoire de Chimie du Solide Appliquée, Faculté des Sciences, Université Mohammed V-Agdal, Avenue Ibn Battouta, BP 1014, Rabat, Morocco
*Correspondence e-mail: f_bentiss@yahoo.fr

(Received 30 June 2011; accepted 3 July 2011; online 9 July 2011)

The bidentate 1,3,4-thia­diazole ligand, namely, 2,5-bis­(2-pyrid­yl)-1,3,4-thia­diazole (denoted L), untested as a polydentate ligand, has been found to form the monomeric title complex, [Ni(C12H8N4S)2(H2O)2](BF4)2. The complex shows an octa­hedral environment of the nickel cation in which the Ni2+ ion is located on a center of symmetry, linked to two ligands and two water molecules. In this 1:2 complex (one metal for two organic ligands) each thia­diazole ligand uses one pyridyl and one thia­diazole N atom for chelate binding. In the second pyridyl substituent, the N atom is oriented towards the same direction as the S atom of the 1,3,4-thiadiazole ring. The mean plane of the thia­diazole and pyridyl rings linked to the nickel cation forms a dihedral angle with the other pyridine ring of 18.63 (8)°. The tetra­fluorido­borate ions can be regarded as free anions in the crystal lattice. Nevertheless, they are involved in an infinite two-dimensional network parallel to ([\overline{1}]01) through O—H⋯F hydrogen bonds.

Related literature

For NiII and CuII complexes containing a five azide ring, see: Keij et al. (1984[Keij, F. S., de Graaff, R. A. G., Haasnoot, J. G. & Reedijk, J. (1984). J. Chem. Soc. Dalton Trans. pp. 2093-2097.]). For background to similar structures, see: Bentiss et al. (2002[Bentiss, F., Lagrenée, M., Wignacourt, J. P. & Holt, E. M. (2002). Polyhedron, 21, 403-408.], 2004[Bentiss, F., Lagrenée, M., Vezin, H., Wignacourt, J. P. & Holt, E. M. (2004). Polyhedron, 23, 1903-1907.], 2011[Bentiss, F., Capet, F., Lagrenée, M., Saadi, M. & El Ammari, L. (2011). Acta Cryst. E67, m834-m835.]); Zheng et al. (2006[Zheng, X.-F., Wan, X.-S., Liu, W., Niu, C.-Y. & Kou, C.-H. (2006). Z. Kristallogr. 221, 543-544.]). For an improved synthesis of the ligand, see: Lebrini et al. (2005[Lebrini, M., Bentiss, F. & Lagrenée, M. (2005). J. Heterocycl. Chem. 42, 991-994.]).

[Scheme 1]

Experimental

Crystal data

  • [Ni(C12H8N4S)2(H2O)2](BF4)2

  • Mr = 748.93

  • Monoclinic, P 21 /n

  • a = 10.8164 (15) Å

  • b = 11.0126 (13) Å

  • c = 13.2333 (16) Å

  • β = 101.455 (6)°

  • V = 1544.9 (3) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.85 mm−1

  • T = 100 K

  • 0.26 × 0.21 × 0.13 mm
Data collection

  • Bruker X8 APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.809, Tmax = 0.898

  • 28021 measured reflections

  • 3120 independent reflections

  • 2729 reflections with I > 2σ(I)

  • Rint = 0.035
Refinement

  • R[F2 > 2σ(F2)] = 0.029

  • wR(F2) = 0.073

  • S = 1.05

  • 3120 reflections

  • 214 parameters

  • H-atom parameters constrained

  • Δρmax = 0.60 e Å−3

  • Δρmin = −0.40 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
O1—H1W⋯F1i 0.86 1.88 2.704 (2) 160
O1—H2W⋯F4 0.86 1.94 2.7880 (19) 171
Symmetry code: (i) [-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEPIII (Burnett & Johnson, 1996[Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.]) and ORTEP-3 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811026420/dn2703sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811026420/dn2703Isup2.hkl

checkCIF report


Comment top

With ligands containing a five azide ring, 3 d transition metals such as NiII and CuII have a tendency to form mono or polynuclear species (Keij et al., 1984). The dinuclear species are of interest due to their potential magnetic coupling. The unpaired 3 d electrons being potentially coupled via the intermediary of the bridging azide ligands. The ligands related to the 1,2-diazoles with o-pyridine substitution at the 3 and 5 positions, such as 2,5-bis(2-pyridyl)-1,3,4 oxadiazole and thiadiazole, have been of interest for such applications. Indeed, 2,5-bis(2-pyridyl) -1,3,4-thiadiazole can be used as a molecular architect with transition metals in association with anionic Ni-ligands. In the resulting di and mononuclear complexes, a variety of coordination modes have been observed, of which the dinuclear (N`N``, N2, N``) bridging, the dinuclear (N`N``, N2, N``)2 double bridging and the monoclear (N`,N`)2 coordination mode are the most common and the most important ones (Scheme 1), the latter mode, the trans type is exclusively observed for featuring octahedral complexes.

The structures of monomeric complexes of the neutral 2,5-bis(2-pyridyl)-1, 3,4-thiadiazole derivative with divalent Zn (tetrachloride and perchlorate), Co (nitrate, perchlorate and tetrafluoborate), Ni (perchlorate), and Cu (nitrate, perchlorate) have been previously reported (Bentiss et al., 2002; Bentiss et al.,2004; Zheng et al. 2006; Bentiss et al., 2011). We report here the synthesis and the single-crystal structure of the new monomeric complexe formed by 2,5-bis(2-pyridyl)-1,3,4-thiadiazole with nickel tetrafluoroborate as counter ions.

The complexe shows an almost regular octahedral environment of the nickel cation in wich Ni2+ is located at a center of symmetry, and linked to two ligand and two water molecules as shown in Fig.1. As a matter of fact, the nickel coordination sphere is achieved by interaction with the nitrogen atom of a single pyridyl ring and with the near nitrogen of the azide group with Ni—N distances in the range of 2.052 (2)—2.132 (2) Å. Moreover, the water molecules are found in axial positions at distances and angles of Ni—O 2.120 (2) Å and all N—Ni—O angles being close to 90 °.

The dihedral angle between the thiadiazole and the pyridyl rings linked to the nickel cation is in the range of 4.16 (9)°. The mean plane of the two preceding cycles forms a dihedral angle with the (N4—C8—C9—C10—C11—C12) other pyridine ring of 18.63 (8)°. The counter ion, BF4- is involved in an infinite two-dimensional network of O—H···F hydrogen bonds parallel to the (-1 0 1) plane (Table 1, Fig.1).

Related literature top

For NiII and CuII complexes containing a five azide ring, see: Keij et al. (1984). For background to similar structures, see: Bentiss et al. (2002, 2004, 2011); Zheng et al. (2006). For an improved synthesis of the ligand, see: Lebrini et al. (2005).

Experimental top

2,5-Bis(2-pyridyl)-1,3,4-thiadiazole ligand (noted L) was synthesized as described previously by Lebrini et al., 2005. Ni(BF4)26H2O (1.5 mmol, 0.51 g) in 8 ml of water was added to (0.42 mmol, 0.1 g) of L (bptd ligand) dissolved in 8 ml of ethanol. The solution was filtered and after 24 h, the colorless compound crystallized at room temperature. Crystals were washed with water and dried under vacuum. Yield: 51%. Anal. Calc. for C24H20B2F8N8NiO2S2: C, 38.44; H, 2.67; N, 14.95; S, 8.56; F, 20.29%. Found: C, 38.52; H, 2.75; N, 14.90; S, 8.53; F, 20.27%.

Refinement top

H atoms attached to carbon were located in a difference map but introduced in calculated position and treated as riding with C—H = 0.95 Å for the aromatic CH, with Uiso(H) = 1.2 Ueq (aromatic). The O-bound H atom were initially located in a difference map and refined with O—H distance restraints of 0.86 (1). In the the last cycles of refinement, they are treated as riding on their parent O atoms with Uiso(H) set to 1.2Ueq(O).

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); 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 ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. Plot of the crystal structure showing the molecules linked to the nickel cation and the counter ions, BF4-, with the atom-labelling scheme. Displacement ellipsoids are drawn at the 50% probability level. H atoms are represented as small circles. Hydrogen bonds are shown as dashed lines.
trans-Diaquabis[2,5-bis(pyridin-2-yl)-1,3,4-thiadiazole]nickel(II) bis(tetrafluoridoborate) top
Crystal data top
[Ni(C12H8N4S)2(H2O)2](BF4)2F(000) = 756
Mr = 748.93Dx = 1.610 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 3120 reflections
a = 10.8164 (15) Åθ = 2.7–26.3°
b = 11.0126 (13) ŵ = 0.85 mm−1
c = 13.2333 (16) ÅT = 100 K
β = 101.455 (6)°Prism, colourless
V = 1544.9 (3) Å30.26 × 0.21 × 0.13 mm
Z = 2
Data collection top
Bruker X8 APEXII CCD area-detector
diffractometer		3120 independent reflections
Radiation source: fine-focus sealed tube2729 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.035
ϕ and ω scansθmax = 26.3°, θmin = 2.7°
Absorption correction: multi-scan
(SADABS; Bruker, 2005)		h = −13→13
Tmin = 0.809, Tmax = 0.898k = −13→13
28021 measured reflectionsl = −16→16
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.029Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.073H-atom parameters constrained
S = 1.05 w = 1/[σ2(Fo2) + (0.0302P)2 + 1.3259P]
where P = (Fo2 + 2Fc2)/3
3120 reflections(Δ/σ)max < 0.001
214 parametersΔρmax = 0.60 e Å−3
0 restraintsΔρmin = −0.40 e Å−3
Crystal data top
[Ni(C12H8N4S)2(H2O)2](BF4)2V = 1544.9 (3) Å3
Mr = 748.93Z = 2
Monoclinic, P21/nMo Kα radiation
a = 10.8164 (15) ŵ = 0.85 mm−1
b = 11.0126 (13) ÅT = 100 K
c = 13.2333 (16) Å0.26 × 0.21 × 0.13 mm
β = 101.455 (6)°
Data collection top
Bruker X8 APEXII CCD area-detector
diffractometer		3120 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2005)		2729 reflections with I > 2σ(I)
Tmin = 0.809, Tmax = 0.898Rint = 0.035
28021 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0290 restraints
wR(F2) = 0.073H-atom parameters constrained
S = 1.05Δρmax = 0.60 e Å−3
3120 reflectionsΔρmin = −0.40 e Å−3
214 parameters
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
B10.5722 (2)0.6450 (2)0.25602 (17)0.0236 (4)
F10.67390 (15)0.59474 (18)0.32316 (11)0.0707 (6)
F20.58436 (11)0.62341 (12)0.15219 (9)0.0362 (3)
F30.46260 (14)0.59379 (14)0.27433 (14)0.0583 (4)
F40.56853 (15)0.77036 (12)0.27479 (11)0.0494 (4)
C10.40875 (16)0.75569 (16)−0.02295 (14)0.0202 (4)
C20.47768 (16)1.25248 (17)0.06948 (13)0.0200 (4)
C30.43547 (18)1.35965 (17)0.10676 (14)0.0236 (4)
H30.48061.43330.10480.028*
C40.32542 (18)1.35711 (18)0.14729 (15)0.0258 (4)
H40.29401.42920.17260.031*
C50.26311 (18)1.24770 (18)0.14982 (15)0.0265 (4)
H50.18831.24330.17700.032*
C60.31231 (18)1.14360 (18)0.11167 (15)0.0248 (4)
H60.26961.06860.11440.030*
C70.22180 (17)0.74859 (17)0.04687 (14)0.0210 (4)
C80.10347 (17)0.71642 (18)0.08024 (14)0.0222 (4)
C90.01756 (18)0.80507 (19)0.09554 (16)0.0296 (4)
H90.03350.88870.08590.036*
C10−0.09264 (19)0.7670 (2)0.12544 (17)0.0342 (5)
H10−0.15410.82460.13640.041*
C11−0.11154 (19)0.6445 (2)0.13902 (16)0.0329 (5)
H11−0.18620.61660.15910.040*
C12−0.0195 (2)0.5627 (2)0.12282 (16)0.0310 (5)
H12−0.03260.47870.13340.037*
Ni10.50001.00000.00000.01936 (10)
N10.41765 (14)1.14452 (14)0.07112 (12)0.0218 (3)
N20.38061 (14)0.85992 (14)0.01661 (12)0.0210 (3)
N30.27253 (14)0.85652 (14)0.05732 (12)0.0226 (3)
N40.08724 (15)0.59655 (15)0.09286 (13)0.0260 (4)
O10.61598 (13)0.95553 (13)0.14395 (11)0.0307 (3)
H1W0.68440.99320.16920.037*
H2W0.60900.90070.18860.037*
S10.30384 (4)0.64191 (4)−0.01275 (4)0.02147 (12)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
B10.0194 (10)0.0233 (11)0.0268 (11)0.0023 (8)0.0017 (8)0.0008 (9)
F10.0620 (10)0.1029 (14)0.0388 (8)0.0561 (10)−0.0106 (7)−0.0066 (9)
F20.0351 (7)0.0440 (8)0.0285 (6)−0.0059 (6)0.0039 (5)−0.0035 (6)
F30.0514 (9)0.0459 (9)0.0907 (12)−0.0177 (7)0.0457 (9)−0.0236 (8)
F40.0759 (10)0.0240 (7)0.0503 (8)−0.0093 (7)0.0178 (7)−0.0030 (6)
C10.0189 (9)0.0170 (9)0.0231 (9)−0.0021 (7)0.0004 (7)0.0028 (7)
C20.0188 (9)0.0196 (9)0.0203 (8)−0.0010 (7)0.0005 (7)0.0021 (7)
C30.0248 (10)0.0184 (9)0.0270 (10)−0.0014 (7)0.0034 (8)0.0006 (8)
C40.0283 (10)0.0214 (10)0.0283 (10)0.0025 (8)0.0073 (8)−0.0018 (8)
C50.0248 (10)0.0258 (10)0.0302 (10)−0.0003 (8)0.0090 (8)0.0004 (8)
C60.0243 (9)0.0213 (10)0.0297 (10)−0.0038 (8)0.0078 (8)0.0001 (8)
C70.0197 (9)0.0197 (9)0.0226 (9)0.0002 (7)0.0015 (7)0.0009 (7)
C80.0194 (9)0.0246 (10)0.0218 (9)−0.0032 (8)0.0020 (7)−0.0011 (8)
C90.0247 (10)0.0270 (11)0.0362 (11)0.0009 (8)0.0040 (8)−0.0007 (9)
C100.0246 (10)0.0425 (13)0.0365 (11)0.0058 (9)0.0086 (9)−0.0034 (10)
C110.0244 (10)0.0476 (14)0.0295 (10)−0.0075 (9)0.0116 (8)−0.0016 (10)
C120.0337 (11)0.0290 (11)0.0331 (11)−0.0092 (9)0.0131 (9)0.0009 (9)
Ni10.01766 (17)0.01400 (17)0.02659 (18)−0.00261 (13)0.00479 (13)−0.00057 (13)
N10.0205 (8)0.0182 (8)0.0264 (8)−0.0019 (6)0.0039 (6)0.0009 (6)
N20.0186 (7)0.0179 (8)0.0267 (8)−0.0013 (6)0.0048 (6)0.0000 (6)
N30.0193 (8)0.0208 (8)0.0282 (8)−0.0032 (6)0.0056 (6)0.0012 (7)
N40.0267 (8)0.0233 (9)0.0299 (8)−0.0047 (7)0.0099 (7)−0.0014 (7)
O10.0270 (7)0.0276 (8)0.0337 (8)−0.0075 (6)−0.0030 (6)0.0064 (6)
S10.0188 (2)0.0158 (2)0.0299 (2)−0.00252 (17)0.00479 (18)0.00033 (18)
Geometric parameters (Å, º) top
B1—F31.377 (3)C7—S11.7517 (19)
B1—F11.385 (3)C8—N41.346 (3)
B1—F41.404 (3)C8—C91.390 (3)
B1—F21.426 (2)C9—C101.393 (3)
C1—N21.322 (2)C9—H90.9500
C1—C2i1.482 (2)C10—C111.382 (3)
C1—S11.7137 (18)C10—H100.9500
C2—N11.357 (2)C11—C121.391 (3)
C2—C31.391 (3)C11—H110.9500
C2—C1i1.482 (2)C12—N41.345 (2)
C3—C41.400 (3)C12—H120.9500
C3—H30.9500Ni1—N22.0515 (15)
C4—C51.384 (3)Ni1—N2i2.0515 (15)
C4—H40.9500Ni1—O1i2.1197 (14)
C5—C61.400 (3)Ni1—O12.1197 (14)
C5—H50.9500Ni1—N1i2.1320 (16)
C6—N11.352 (2)Ni1—N12.1320 (16)
C6—H60.9500N2—N31.381 (2)
C7—N31.305 (2)O1—H1W0.8564
C7—C81.478 (2)O1—H2W0.8588
F3—B1—F1108.98 (19)C9—C10—H10120.4
F3—B1—F4108.44 (17)C10—C11—C12118.91 (18)
F1—B1—F4109.02 (18)C10—C11—H11120.5
F3—B1—F2110.41 (17)C12—C11—H11120.5
F1—B1—F2109.73 (17)N4—C12—C11123.3 (2)
F4—B1—F2110.22 (17)N4—C12—H12118.4
N2—C1—C2i119.49 (16)C11—C12—H12118.4
N2—C1—S1113.30 (13)N2—Ni1—N2i180.00 (9)
C2i—C1—S1127.21 (14)N2—Ni1—O1i89.84 (6)
N1—C2—C3123.10 (16)N2i—Ni1—O1i90.16 (6)
N1—C2—C1i113.09 (16)N2—Ni1—O190.16 (6)
C3—C2—C1i123.81 (16)N2i—Ni1—O189.84 (6)
C2—C3—C4118.89 (17)O1i—Ni1—O1180.00 (8)
C2—C3—H3120.6N2—Ni1—N1i79.22 (6)
C4—C3—H3120.6N2i—Ni1—N1i100.78 (6)
C5—C4—C3118.81 (18)O1i—Ni1—N1i90.02 (6)
C5—C4—H4120.6O1—Ni1—N1i89.98 (6)
C3—C4—H4120.6N2—Ni1—N1100.78 (6)
C4—C5—C6118.84 (17)N2i—Ni1—N179.22 (6)
C4—C5—H5120.6O1i—Ni1—N189.98 (6)
C6—C5—H5120.6O1—Ni1—N190.02 (6)
N1—C6—C5123.20 (17)N1i—Ni1—N1180.0
N1—C6—H6118.4C6—N1—C2117.16 (16)
C5—C6—H6118.4C6—N1—Ni1128.93 (13)
N3—C7—C8123.90 (17)C2—N1—Ni1113.82 (12)
N3—C7—S1114.75 (13)C1—N2—N3114.22 (15)
C8—C7—S1121.34 (14)C1—N2—Ni1114.28 (12)
N4—C8—C9124.27 (17)N3—N2—Ni1131.42 (12)
N4—C8—C7114.47 (16)C7—N3—N2110.73 (15)
C9—C8—C7121.26 (17)C12—N4—C8116.68 (17)
C8—C9—C10117.7 (2)Ni1—O1—H1W123.4
C8—C9—H9121.2Ni1—O1—H2W131.6
C10—C9—H9121.2H1W—O1—H2W105.0
C11—C10—C9119.2 (2)C1—S1—C787.00 (9)
C11—C10—H10120.4
N1—C2—C3—C4−0.5 (3)C3—C2—N1—Ni1176.49 (14)
C1i—C2—C3—C4178.72 (17)C1i—C2—N1—Ni1−2.83 (19)
C2—C3—C4—C50.7 (3)C2i—C1—N2—N3179.76 (15)
C3—C4—C5—C6−0.1 (3)S1—C1—N2—N3−0.4 (2)
C4—C5—C6—N1−0.7 (3)C2i—C1—N2—Ni12.7 (2)
N3—C7—C8—N4−160.31 (18)S1—C1—N2—Ni1−177.46 (8)
S1—C7—C8—N420.7 (2)C8—C7—N3—N2−178.38 (16)
N3—C7—C8—C920.3 (3)S1—C7—N3—N20.6 (2)
S1—C7—C8—C9−158.62 (15)C1—N2—N3—C7−0.1 (2)
N4—C8—C9—C10−0.3 (3)Ni1—N2—N3—C7176.26 (13)
C7—C8—C9—C10179.01 (18)C11—C12—N4—C81.1 (3)
C8—C9—C10—C110.3 (3)C9—C8—N4—C12−0.4 (3)
C9—C10—C11—C120.3 (3)C7—C8—N4—C12−179.74 (17)
C10—C11—C12—N4−1.0 (3)N2—C1—S1—C70.63 (14)
C5—C6—N1—C20.9 (3)C2i—C1—S1—C7−179.58 (17)
C5—C6—N1—Ni1−175.27 (14)N3—C7—S1—C1−0.72 (15)
C3—C2—N1—C6−0.2 (3)C8—C7—S1—C1178.31 (16)
C1i—C2—N1—C6−179.56 (16)
Symmetry code: (i) −x+1, −y+2, −z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1W···F1ii0.861.882.704 (2)160
O1—H2W···F40.861.942.7880 (19)171
Symmetry code: (ii) −x+3/2, y+1/2, −z+1/2.

Experimental details

Crystal data
Chemical formula[Ni(C12H8N4S)2(H2O)2](BF4)2
Mr748.93
Crystal system, space groupMonoclinic, P21/n
Temperature (K)100
a, b, c (Å)10.8164 (15), 11.0126 (13), 13.2333 (16)
β (°) 101.455 (6)
V (Å3)1544.9 (3)
Z2
Radiation typeMo Kα
µ (mm−1)0.85
Crystal size (mm)0.26 × 0.21 × 0.13
Data collection
DiffractometerBruker X8 APEXII CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2005)
Tmin, Tmax0.809, 0.898
No. of measured, independent and
observed [I > 2σ(I)] reflections		28021, 3120, 2729
Rint0.035
(sin θ/λ)max (Å−1)0.622
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.029, 0.073, 1.05
No. of reflections3120
No. of parameters214
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å−3)0.60, −0.40

Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1W···F1i0.861.882.704 (2)160.0
O1—H2W···F40.861.942.7880 (19)170.9
Symmetry code: (i) −x+3/2, y+1/2, −z+1/2.
 

References

First citationBentiss, F., Capet, F., Lagrenée, M., Saadi, M. & El Ammari, L. (2011). Acta Cryst. E67, m834–m835.  Web of Science CSD CrossRef IUCr Journals Google Scholar
 First citationBentiss, F., Lagrenée, M., Vezin, H., Wignacourt, J. P. & Holt, E. M. (2004). Polyhedron, 23, 1903–1907.  Web of Science CSD CrossRef CAS Google Scholar
 First citationBentiss, F., Lagrenée, M., Wignacourt, J. P. & Holt, E. M. (2002). Polyhedron, 21, 403–408.  Web of Science CSD CrossRef CAS Google Scholar
 First citationBruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
 First citationBurnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.  Google Scholar
 First citationFarrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  CrossRef IUCr Journals Google Scholar
 First citationFarrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838.  CrossRef CAS IUCr Journals Google Scholar
 First citationKeij, F. S., de Graaff, R. A. G., Haasnoot, J. G. & Reedijk, J. (1984). J. Chem. Soc. Dalton Trans. pp. 2093–2097.  CSD CrossRef Web of Science Google Scholar
 First citationLebrini, M., Bentiss, F. & Lagrenée, M. (2005). J. Heterocycl. Chem. 42, 991–994.  CrossRef CAS Google Scholar
 First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
 First citationZheng, X.-F., Wan, X.-S., Liu, W., Niu, C.-Y. & Kou, C.-H. (2006). Z. Kristallogr. 221, 543–544.  CAS Google Scholar

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ISSN: 2056-9890
Volume 67| Part 8| August 2011| Pages m1052-m1053
doi:10.1107/S1600536811026420
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