Bis(4,6-dibromo-2-formyl­phenolato-κ²O,O′)bis­(dimethyl sulfoxide-κO)nickel(II)

In the title compound, [Ni(C₇H₃Br₂O₂)₂(C₂H₆OS)₂], the Ni^II atom lies on a centre of inversion and is coordinated in an octa­hedral geometry by four O atoms from two bidentate 4,6-dibromo-2-formyl­phenolate ligands and two O atoms from two dimethyl sulfoxide mol­ecules. Short Br...Br contacts exist between mol­ecules.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.041
• wR factor = 0.102
• Data-to-parameter ratio = 16.2

checkCIF/PLATON results

No syntax errors found



Alert level C
RINTA01_ALERT_3_C  The value of Rint is greater than 0.10
            Rint given   0.122
PLAT020_ALERT_3_C The value of Rint is greater than 0.10 .........       0.12
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         S1
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          7
PLAT431_ALERT_2_C Short Inter HL..A Contact  Br2    ..  Br2     ..       3.56 Ang.

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   2 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.

Bis(4,6-dibromo-2-formylphenolato-κ²O,O')bis(dimethyl sulfoxide-κO)nickel(II)

Crystal data

[Ni(C7H3Br2O2)2(C2H6OS)2]	F(000) = 748
Mr = 772.79	Dx = 2.042 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2401 reflections
a = 12.969 (2) Å	θ = 2.3–24.0°
b = 12.547 (2) Å	µ = 7.33 mm^−1
c = 7.764 (1) Å	T = 293 K
β = 95.865 (1)°	Block, green
V = 1256.7 (3) Å^3	0.27 × 0.14 × 0.05 mm
Z = 2

Data collection

Bruker SMART CCD diffractometer	2335 independent reflections
Radiation source: fine-focus sealed tube	1637 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.122
φ and ω scans	θmax = 25.5°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −15→15
Tmin = 0.244, Tmax = 0.697	k = −15→15
9406 measured reflections	l = −9→9

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.102	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0341P)^2] where P = (Fo^2 + 2Fc^2)/3
2335 reflections	(Δ/σ)max = 0.001
144 parameters	Δρmax = 0.75 e Å^−3
0 restraints	Δρmin = −0.47 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Br1	0.63728 (4)	0.56366 (5)	0.12590 (9)	0.0652 (2)
Br2	0.56271 (6)	0.12306 (6)	0.05809 (10)	0.0926 (3)
C1	0.7892 (3)	0.4163 (4)	0.0281 (5)	0.0322 (10)
C2	0.6866 (3)	0.4263 (4)	0.0736 (6)	0.0398 (11)
C3	0.6215 (4)	0.3408 (4)	0.0820 (6)	0.0481 (13)
H3	0.5557	0.3505	0.1171	0.058*
C4	0.6538 (4)	0.2401 (4)	0.0381 (6)	0.0506 (14)
C5	0.7484 (4)	0.2265 (4)	−0.0173 (6)	0.0446 (12)
H5	0.7683	0.1592	−0.0517	0.054*
C6	0.8170 (3)	0.3124 (4)	−0.0236 (5)	0.0341 (10)
C7	0.9141 (4)	0.2897 (4)	−0.0922 (6)	0.0361 (11)
H7	0.9226	0.2203	−0.1304	0.043*
C8	1.1233 (5)	0.4081 (6)	0.5554 (7)	0.0746 (19)
H8A	1.0785	0.4583	0.6040	0.112*
H8B	1.1892	0.4067	0.6239	0.112*
H8C	1.0926	0.3384	0.5546	0.112*
C9	1.2214 (5)	0.3387 (5)	0.2913 (8)	0.079 (2)
H9A	1.1872	0.2727	0.3111	0.119*
H9B	1.2856	0.3423	0.3645	0.119*
H9C	1.2351	0.3428	0.1723	0.119*
Ni1	1.0000	0.5000	0.0000	0.0296 (2)
O1	0.8491 (2)	0.4986 (2)	0.0322 (4)	0.0359 (7)
O2	0.9865 (2)	0.3506 (2)	−0.1063 (4)	0.0399 (8)
O3	1.0365 (2)	0.4259 (3)	0.2417 (4)	0.0443 (8)
S1	1.14093 (10)	0.44652 (10)	0.33947 (16)	0.0439 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Br1	0.0424 (3)	0.0666 (4)	0.0874 (5)	0.0091 (3)	0.0110 (3)	−0.0186 (3)
Br2	0.0984 (5)	0.0846 (6)	0.0990 (6)	−0.0595 (4)	0.0309 (4)	−0.0060 (4)
C1	0.032 (2)	0.039 (3)	0.025 (2)	−0.003 (2)	0.0026 (19)	0.002 (2)
C2	0.039 (3)	0.047 (3)	0.034 (3)	−0.002 (2)	0.003 (2)	−0.001 (2)
C3	0.035 (3)	0.069 (4)	0.041 (3)	−0.015 (3)	0.008 (2)	−0.004 (3)
C4	0.057 (3)	0.050 (3)	0.045 (3)	−0.022 (3)	0.003 (3)	0.003 (3)
C5	0.052 (3)	0.039 (3)	0.043 (3)	−0.012 (2)	0.002 (2)	0.002 (2)
C6	0.041 (3)	0.033 (3)	0.027 (2)	−0.005 (2)	0.000 (2)	0.0014 (19)
C7	0.044 (3)	0.029 (3)	0.034 (3)	0.001 (2)	−0.001 (2)	−0.005 (2)
C8	0.085 (4)	0.102 (5)	0.034 (3)	0.017 (4)	−0.005 (3)	0.000 (3)
C9	0.083 (4)	0.090 (5)	0.063 (4)	0.037 (4)	0.003 (3)	−0.003 (4)
Ni1	0.0315 (4)	0.0290 (4)	0.0287 (4)	−0.0021 (3)	0.0044 (3)	−0.0003 (3)
O1	0.0321 (16)	0.0339 (17)	0.0424 (18)	−0.0022 (14)	0.0073 (14)	−0.0054 (14)
O2	0.0398 (18)	0.0381 (19)	0.043 (2)	0.0004 (16)	0.0076 (15)	−0.0060 (15)
O3	0.0484 (19)	0.052 (2)	0.0322 (17)	−0.0073 (17)	0.0002 (15)	0.0117 (16)
S1	0.0491 (7)	0.0388 (7)	0.0416 (7)	0.0009 (6)	−0.0057 (6)	−0.0026 (6)

Geometric parameters (Å, º)

Br1—C2	1.897 (5)	C8—H8A	0.960
Br2—C4	1.901 (5)	C8—H8B	0.960
C1—O1	1.291 (5)	C8—H8C	0.960
C1—C2	1.417 (6)	C9—S1	1.771 (6)
C1—C6	1.421 (6)	C9—H9A	0.960
C2—C3	1.370 (7)	C9—H9B	0.960
C3—C4	1.385 (7)	C9—H9C	0.960
C3—H3	0.930	Ni1—O1^i	1.998 (3)
C4—C5	1.353 (7)	Ni1—O1	1.998 (3)
C5—C6	1.402 (6)	Ni1—O2^i	2.049 (3)
C5—H5	0.930	Ni1—O2	2.049 (3)
C6—C7	1.445 (6)	Ni1—O3^i	2.105 (3)
C7—O2	1.224 (5)	Ni1—O3	2.105 (3)
C7—H7	0.930	O3—S1	1.506 (3)
C8—S1	1.782 (6)
O1—C1—C2	120.0 (4)	S1—C9—H9A	109.5
O1—C1—C6	124.9 (4)	S1—C9—H9B	109.5
C2—C1—C6	115.1 (4)	H9A—C9—H9B	109.5
C3—C2—C1	122.7 (5)	S1—C9—H9C	109.5
C3—C2—Br1	118.6 (4)	H9A—C9—H9C	109.5
C1—C2—Br1	118.7 (4)	H9B—C9—H9C	109.5
C2—C3—C4	120.0 (4)	O1—Ni1—O2	89.86 (12)
C2—C3—H3	120.0	O1—Ni1—O3	91.05 (12)
C4—C3—H3	120.0	O1—Ni1—O2^i	90.14 (12)
C5—C4—C3	120.0 (5)	O1—Ni1—O3^i	88.95 (12)
C5—C4—Br2	121.3 (4)	O2—Ni1—O3	87.52 (12)
C3—C4—Br2	118.7 (4)	O2—Ni1—O3^i	92.48 (12)
C4—C5—C6	120.9 (5)	O1^i—Ni1—O1	180.0
C4—C5—H5	119.6	O1^i—Ni1—O2^i	89.86 (12)
C6—C5—H5	119.6	O1^i—Ni1—O2	90.14 (12)
C5—C6—C1	121.0 (4)	O2^i—Ni1—O2	180.00 (7)
C5—C6—C7	116.1 (4)	O1^i—Ni1—O3^i	91.05 (12)
C1—C6—C7	122.8 (4)	O2^i—Ni1—O3^i	87.52 (12)
O2—C7—C6	127.9 (4)	O1^i—Ni1—O3	88.95 (12)
O2—C7—H7	116.0	O2^i—Ni1—O3	92.48 (12)
C6—C7—H7	116.0	O3^i—Ni1—O3	180.00 (16)
S1—C8—H8A	109.5	C1—O1—Ni1	126.7 (3)
S1—C8—H8B	109.5	C7—O2—Ni1	124.8 (3)
H8A—C8—H8B	109.5	S1—O3—Ni1	118.80 (17)
S1—C8—H8C	109.5	O3—S1—C9	106.3 (3)
H8A—C8—H8C	109.5	O3—S1—C8	103.4 (3)
H8B—C8—H8C	109.5	C9—S1—C8	97.3 (3)

Symmetry code: (i) −x+2, −y+1, −z.