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The Ni atom in the title compound, [Ni(C10H8N3S)2], is N,S-chelated by two C10H8N3S anions in a square-planar geometry. The Ni atom lies on a special position of \overline{1} site symmetry.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805027960/xu6054sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805027960/xu6054Isup2.hkl
Contains datablock I

CCDC reference: 287764

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.006 Å
  • R factor = 0.065
  • wR factor = 0.173
  • Data-to-parameter ratio = 16.1

checkCIF/PLATON results

No syntax errors found



Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90 Tmin and Tmax reported: 0.453 0.919 Tmin(prime) and Tmax expected: 0.587 0.918 RR(prime) = 0.770 Please check that your absorption correction is appropriate. PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.77
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion

Comment top

The crystal structure of a CuII complex, bis(N-phenylpyrazole-1-carboximidothioato)copper(II), has been reported recently by us (Hossain Sadr et al., 2005). The title NiII complex, (I), is isostructural with the CuII complex.

The molecular structure of (I) is shown in Fig. 1. The NiII atom exists in a square-planar N2S2Ni geometry with normal coordination bond distances and angles (Table 1) (Reference for standard values?). The metal atom lies on a centre of inversion.

Experimental top

Nickel chloride (0.13 g, 1 mmol) and sodium N-phenyl-2-pyrazolyl-1-carboximidothioate (0.50 g 2.2 mmol) were stirred in methanol (50 ml) for several hours to yield a precipitate; this was collected and recrystallized from tetrahydrofuran (30 ml) to yield needle crystals of (I).

Refinement top

H atoms were generated geometrically [C—H = 0.93 Å] and were included in the refinement in the riding-model approximation, with Uiso(H) = 1.2Ueq(C). The final difference Fourier map has a large peak at about 1 Å from atom Ni1.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: atomic coordinates taken from the isostructural Cu analogue (Hossain Sadr et al., 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. A plot of (I), with displacement ellipsoids drawn at the 50% probability level. H atoms are shown as small spheres of arbitrary radii. [Symmetry code: (i) 1 − x, 1 − y, 1 − z.]
Bis(N-phenylpyrazole-1-carboximidothioato-κ2N2,S)nickel(II) top
Crystal data top
[Ni(C10H8N3S)2]F(000) = 476
Mr = 463.22Dx = 1.573 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 2454 reflections
a = 5.9847 (5) Åθ = 2.8–27.0°
b = 21.365 (2) ŵ = 1.23 mm1
c = 7.8700 (6) ÅT = 295 K
β = 103.605 (1)°Needle, red-brown
V = 978.05 (14) Å30.43 × 0.16 × 0.07 mm
Z = 2
Data collection top
Bruker SMART CCD area-detector
diffractometer
2147 independent reflections
Radiation source: fine-focus sealed tube1655 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.052
ϕ and ω scansθmax = 27.2°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 77
Tmin = 0.453, Tmax = 0.919k = 2527
6319 measured reflectionsl = 910
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)] = 0.065Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.173H-atom parameters constrained
S = 1.10 w = 1/[σ2(Fo2) + (0.1055P)2 + 0.0972P]
where P = (Fo2 + 2Fc2)/3
2147 reflections(Δ/σ)max = 0.001
133 parametersΔρmax = 1.40 e Å3
0 restraintsΔρmin = 0.83 e Å3
Crystal data top
[Ni(C10H8N3S)2]V = 978.05 (14) Å3
Mr = 463.22Z = 2
Monoclinic, P21/cMo Kα radiation
a = 5.9847 (5) ŵ = 1.23 mm1
b = 21.365 (2) ÅT = 295 K
c = 7.8700 (6) Å0.43 × 0.16 × 0.07 mm
β = 103.605 (1)°
Data collection top
Bruker SMART CCD area-detector
diffractometer
2147 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
1655 reflections with I > 2σ(I)
Tmin = 0.453, Tmax = 0.919Rint = 0.052
6319 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0650 restraints
wR(F2) = 0.173H-atom parameters constrained
S = 1.10Δρmax = 1.40 e Å3
2147 reflectionsΔρmin = 0.83 e Å3
133 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ni10.50000.50000.50000.0296 (3)
S10.4840 (2)0.43071 (5)0.2917 (1)0.0397 (3)
N10.7254 (5)0.5414 (1)0.4137 (4)0.031 (1)
N20.8069 (6)0.5146 (1)0.2833 (4)0.029 (1)
N30.8311 (6)0.4288 (1)0.1175 (4)0.034 (1)
C10.8425 (7)0.5947 (2)0.4503 (5)0.037 (1)
C20.9996 (7)0.6019 (2)0.3453 (5)0.039 (1)
C30.9727 (7)0.5500 (2)0.2417 (5)0.036 (1)
C40.7205 (6)0.4550 (2)0.2165 (5)0.029 (1)
C50.7699 (7)0.3687 (2)0.0416 (5)0.033 (1)
C60.9465 (8)0.3261 (2)0.0502 (6)0.040 (1)
C70.9025 (9)0.2681 (2)0.0276 (6)0.051 (1)
C80.6819 (9)0.2521 (2)0.1166 (7)0.055 (1)
C90.5085 (8)0.2948 (2)0.1272 (6)0.055 (1)
C100.5498 (8)0.3534 (2)0.0500 (5)0.045 (1)
H10.82230.62340.53450.044*
H21.10070.63500.34600.047*
H31.05400.54080.15760.043*
H61.09550.33650.10890.048*
H71.02190.23960.02030.061*
H80.65190.21290.16840.066*
H90.36010.28440.18740.066*
H100.43060.38210.05970.053*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0341 (4)0.0312 (4)0.0241 (4)0.0041 (3)0.0079 (3)0.0040 (3)
S10.0428 (6)0.0424 (6)0.0385 (6)0.0132 (4)0.0187 (5)0.0150 (4)
N10.037 (2)0.032 (2)0.024 (2)0.003 (1)0.007 (1)0.004 (1)
N20.034 (2)0.030 (2)0.025 (2)0.002 (1)0.009 (1)0.004 (1)
N30.038 (2)0.037 (2)0.029 (2)0.004 (1)0.012 (1)0.006 (1)
C10.043 (2)0.034 (2)0.031 (2)0.004 (2)0.004 (2)0.005 (2)
C20.043 (2)0.039 (2)0.033 (2)0.008 (2)0.006 (2)0.000 (2)
C30.038 (2)0.038 (2)0.033 (2)0.006 (2)0.014 (2)0.002 (2)
C40.031 (2)0.030 (2)0.023 (2)0.002 (1)0.003 (2)0.001 (1)
C50.041 (2)0.035 (2)0.024 (2)0.002 (2)0.011 (2)0.000 (2)
C60.039 (2)0.043 (2)0.040 (2)0.001 (2)0.012 (2)0.001 (2)
C70.065 (3)0.041 (2)0.051 (3)0.011 (2)0.022 (2)0.001 (2)
C80.078 (4)0.038 (2)0.052 (3)0.010 (2)0.021 (3)0.014 (2)
C90.057 (3)0.061 (3)0.043 (3)0.009 (2)0.004 (2)0.019 (2)
C100.047 (3)0.051 (3)0.032 (2)0.004 (2)0.002 (2)0.009 (2)
Geometric parameters (Å, º) top
Ni1—N11.869 (3)C5—C61.385 (5)
Ni1—N1i1.869 (3)C6—C71.379 (6)
Ni1—S12.194 (1)C7—C81.384 (7)
Ni1—S1i2.194 (1)C8—C91.370 (7)
S1—C41.737 (4)C9—C101.387 (6)
N1—C11.334 (5)C1—H10.93
N1—N21.362 (4)C2—H20.93
N2—C31.349 (5)C3—H30.93
N2—C41.426 (5)C6—H60.93
N3—C41.266 (5)C7—H70.93
N3—C51.426 (5)C8—H80.93
C1—C21.398 (5)C9—H90.93
C2—C31.363 (6)C10—H100.93
C5—C101.384 (6)
N1—Ni1—N1i180C6—C5—N3117.0 (4)
N1—Ni1—S187.45 (9)C7—C6—C5120.4 (4)
N1—Ni1—S1i92.55 (9)C6—C7—C8120.4 (4)
N1i—Ni1—S192.55 (9)C9—C8—C7119.0 (4)
N1i—Ni1—S1i87.45 (9)C8—C9—C10121.3 (4)
S1—Ni1—S1i180C5—C10—C9119.4 (4)
C4—S1—Ni199.03 (13)N1—C1—H1124.5
C1—N1—N2105.0 (3)C2—C1—H1124.5
C1—N1—Ni1135.5 (3)C3—C2—H2127.4
N2—N1—Ni1119.5 (2)C1—C2—H2127.4
C3—N2—N1111.2 (3)N2—C3—H3126.2
C3—N2—C4129.4 (3)C2—C3—H3126.2
N1—N2—C4119.3 (3)C7—C6—H6119.8
C4—N3—C5122.4 (3)C5—C6—H6119.8
N1—C1—C2111.0 (3)C6—C7—H7119.8
C3—C2—C1105.3 (3)C8—C7—H7119.8
N2—C3—C2107.5 (3)C9—C8—H8120.5
N3—C4—N2115.2 (3)C7—C8—H8120.5
N3—C4—S1131.5 (3)C8—C9—H9119.3
N2—C4—S1113.3 (2)C10—C9—H9119.3
C10—C5—C6119.4 (4)C5—C10—H10120.3
C10—C5—N3123.4 (4)C9—C10—H10120.3
N1—Ni1—S1—C49.2 (2)C5—N3—C4—S11.0 (6)
N1i—Ni1—S1—C4170.8 (2)C3—N2—C4—N38.1 (6)
S1—Ni1—N1—C1175.3 (4)N1—N2—C4—N3168.7 (3)
S1i—Ni1—N1—C14.7 (4)C3—N2—C4—S1173.4 (3)
S1—Ni1—N1—N26.2 (3)N1—N2—C4—S19.8 (4)
S1i—Ni1—N1—N2173.8 (3)Ni1—S1—C4—N3166.1 (4)
C1—N1—N2—C30.8 (4)Ni1—S1—C4—N212.0 (3)
Ni1—N1—N2—C3178.1 (3)C4—N3—C5—C1051.3 (6)
C1—N1—N2—C4178.2 (3)C4—N3—C5—C6133.9 (4)
Ni1—N1—N2—C40.8 (5)C10—C5—C6—C71.7 (6)
N2—N1—C1—C20.6 (4)N3—C5—C6—C7176.8 (4)
Ni1—N1—C1—C2178.2 (3)C5—C6—C7—C80.6 (7)
N1—C1—C2—C30.1 (5)C6—C7—C8—C90.5 (7)
N1—N2—C3—C20.8 (5)C7—C8—C9—C100.3 (8)
C4—N2—C3—C2177.8 (4)C6—C5—C10—C91.9 (6)
C1—C2—C3—N20.4 (5)N3—C5—C10—C9176.6 (4)
C5—N3—C4—N2179.1 (3)C8—C9—C10—C50.8 (7)
Symmetry code: (i) x+1, y+1, z+1.

Experimental details

Crystal data
Chemical formula[Ni(C10H8N3S)2]
Mr463.22
Crystal system, space groupMonoclinic, P21/c
Temperature (K)295
a, b, c (Å)5.9847 (5), 21.365 (2), 7.8700 (6)
β (°) 103.605 (1)
V3)978.05 (14)
Z2
Radiation typeMo Kα
µ (mm1)1.23
Crystal size (mm)0.43 × 0.16 × 0.07
Data collection
DiffractometerBruker SMART CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.453, 0.919
No. of measured, independent and
observed [I > 2σ(I)] reflections
6319, 2147, 1655
Rint0.052
(sin θ/λ)max1)0.643
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.065, 0.173, 1.10
No. of reflections2147
No. of parameters133
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.40, 0.83

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SAINT, atomic coordinates taken from the isostructural Cu analogue (Hossain Sadr et al., 2005), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), SHELXL97.

Selected geometric parameters (Å, º) top
Ni1—N11.869 (3)Ni1—S12.194 (1)
N1—Ni1—S187.45 (9)
 

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