Di­bromo­bis­(methyl­di­phenyl­phosphine)­nickel(II)

The single-crystal structure of the title compound, [NiBr₂(C₁₃H₁₃P)₂], was determined by X-ray diffraction at 100 K. The mol­ecule has approximately tetrahedral geometry and exhibits twofold symmetry in the solid state.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.022
• wR factor = 0.057
• Data-to-parameter ratio = 19.9

checkCIF/PLATON results

No syntax errors found



Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR) is > 1.10
            Tmin and Tmax reported:      0.450     0.590
            Tmin and Tmax expected:      0.405     0.588
            RR =      1.106
            Please check that your absorption correction is appropriate.
PLAT048_ALERT_1_C MoietyFormula Not Given ........................          ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.27
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct...         13

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

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

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Computing details

Data collection: SMART (Bruker, 1997-2002); cell refinement: SAINT-Plus (Bruker, 2003); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Dibromobis(methyldiphenylphosphine)nickel(II)

Crystal data

[NiBr2(C13H13P)2]	F(000) = 1240
Mr = 618.90	Dx = 1.631 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 14.7961 (10) Å	Cell parameters from 5337 reflections
b = 12.4953 (8) Å	θ = 2.2–31.9°
c = 14.5148 (10) Å	µ = 4.08 mm^−1
β = 110.091 (1)°	T = 100 K
V = 2520.2 (3) Å^3	Block, red
Z = 4	0.23 × 0.19 × 0.13 mm

Data collection

Bruker AXS SMART APEX CCD diffractometer	3835 independent reflections
Radiation source: fine-focus sealed tube	3529 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
φ and ω scans	θmax = 30.5°, θmin = 2.2°
Absorption correction: multi-scan (SADABS in SAINT-Plus; Bruker, 2003)	h = −20→20
Tmin = 0.450, Tmax = 0.59	k = −17→17
14798 measured reflections	l = −20→20

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)] = 0.022	Hydrogen site location: difference Fourier map
wR(F^2) = 0.057	All H-atom parameters refined
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0348P)^2 + 0.7837P] where P = (Fo^2 + 2Fc^2)/3
3835 reflections	(Δ/σ)max = 0.003
193 parameters	Δρmax = 0.58 e Å^−3
0 restraints	Δρmin = −0.26 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	0.348180 (9)	0.885441 (10)	0.199446 (10)	0.02128 (5)
Ni1	0.5000	0.804019 (17)	0.2500	0.01467 (6)
P1	0.50155 (2)	0.68728 (3)	0.12990 (2)	0.01413 (7)
C7	0.41860 (9)	0.57631 (10)	0.11280 (9)	0.0149 (2)
C11	0.38564 (12)	0.38706 (11)	0.11524 (12)	0.0236 (3)
C13	0.61877 (10)	0.62865 (11)	0.14694 (10)	0.0202 (3)
C4	0.43288 (11)	0.85713 (11)	−0.16823 (10)	0.0216 (3)
C9	0.25560 (10)	0.51416 (11)	0.07861 (11)	0.0221 (3)
C8	0.32061 (10)	0.59786 (11)	0.09017 (10)	0.0185 (2)
C1	0.47000 (9)	0.75312 (10)	0.01121 (9)	0.0150 (2)
C12	0.45076 (10)	0.47052 (10)	0.12546 (10)	0.0185 (2)
C2	0.52289 (10)	0.84386 (11)	0.00456 (10)	0.0193 (2)
C3	0.50500 (11)	0.89468 (11)	−0.08511 (11)	0.0216 (3)
C10	0.28836 (11)	0.40892 (12)	0.09133 (11)	0.0243 (3)
C6	0.39723 (9)	0.71625 (10)	−0.07236 (9)	0.0170 (2)
C5	0.37891 (10)	0.76872 (11)	−0.16167 (10)	0.0202 (2)
H6	0.3581 (13)	0.6582 (14)	−0.0721 (13)	0.021 (4)*
H11	0.4086 (14)	0.3163 (15)	0.1271 (14)	0.028 (5)*
H5	0.3306 (14)	0.7444 (15)	−0.2175 (14)	0.027 (5)*
H8	0.3002 (14)	0.6660 (16)	0.0870 (14)	0.031 (5)*
H9	0.1905 (14)	0.5343 (14)	0.0641 (14)	0.024 (4)*
H2	0.5698 (13)	0.8722 (14)	0.0621 (14)	0.022 (4)*
H4	0.4166 (14)	0.8944 (14)	−0.2279 (15)	0.026 (5)*
H3	0.5402 (14)	0.9575 (16)	−0.0917 (14)	0.030 (5)*
H12	0.5155 (13)	0.4521 (14)	0.1390 (13)	0.021 (4)*
H13A	0.6414 (14)	0.5873 (15)	0.2048 (14)	0.025 (5)*
H13B	0.6150 (13)	0.5832 (15)	0.0915 (13)	0.022 (4)*
H10	0.2429 (14)	0.3538 (16)	0.0836 (15)	0.032 (5)*
H13C	0.6669 (15)	0.6902 (16)	0.1533 (15)	0.037 (5)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Br1	0.01607 (7)	0.01845 (7)	0.02498 (8)	0.00162 (4)	0.00145 (5)	−0.00031 (4)
Ni1	0.01630 (11)	0.01340 (11)	0.01268 (10)	0.000	0.00288 (8)	0.000
P1	0.01316 (14)	0.01520 (14)	0.01288 (14)	−0.00033 (10)	0.00298 (11)	−0.00071 (10)
C7	0.0167 (5)	0.0162 (5)	0.0116 (5)	−0.0014 (4)	0.0047 (4)	−0.0009 (4)
C11	0.0292 (7)	0.0158 (6)	0.0281 (7)	−0.0001 (5)	0.0129 (6)	0.0009 (5)
C13	0.0155 (6)	0.0247 (6)	0.0195 (6)	0.0021 (5)	0.0047 (5)	0.0002 (5)
C4	0.0264 (7)	0.0216 (6)	0.0194 (6)	0.0070 (5)	0.0110 (5)	0.0058 (5)
C9	0.0171 (6)	0.0238 (7)	0.0257 (6)	−0.0033 (5)	0.0079 (5)	−0.0025 (5)
C8	0.0178 (6)	0.0166 (6)	0.0204 (6)	0.0000 (4)	0.0055 (5)	−0.0012 (5)
C1	0.0145 (5)	0.0160 (5)	0.0146 (5)	0.0009 (4)	0.0051 (4)	−0.0002 (4)
C12	0.0205 (6)	0.0178 (6)	0.0179 (6)	0.0013 (4)	0.0074 (5)	0.0001 (4)
C2	0.0206 (6)	0.0181 (6)	0.0196 (6)	−0.0023 (5)	0.0075 (5)	−0.0021 (5)
C3	0.0277 (7)	0.0159 (6)	0.0251 (7)	−0.0003 (5)	0.0140 (6)	0.0016 (5)
C10	0.0270 (7)	0.0198 (6)	0.0288 (7)	−0.0060 (5)	0.0130 (6)	−0.0028 (5)
C6	0.0155 (5)	0.0181 (6)	0.0171 (6)	0.0003 (4)	0.0050 (5)	0.0004 (4)
C5	0.0181 (6)	0.0245 (6)	0.0164 (6)	0.0041 (5)	0.0040 (5)	0.0015 (5)

Geometric parameters (Å, º)

Br1—Ni1	2.3425 (2)	C4—C3	1.389 (2)
Ni1—P1	2.2791 (4)	C4—H4	0.94 (2)
Ni1—P1^i	2.2791 (4)	C9—C8	1.3915 (19)
Ni1—Br1^i	2.3425 (2)	C9—C10	1.392 (2)
P1—C7	1.8114 (13)	C9—H9	0.946 (18)
P1—C1	1.8193 (12)	C8—H8	0.90 (2)
P1—C13	1.8197 (14)	C1—C6	1.3948 (17)
C7—C12	1.3955 (18)	C1—C2	1.3997 (17)
C7—C8	1.3984 (18)	C12—H12	0.938 (18)
C11—C10	1.387 (2)	C2—C3	1.3895 (19)
C11—C12	1.3927 (19)	C2—H2	0.952 (19)
C11—H11	0.941 (19)	C3—H3	0.96 (2)
C13—H13A	0.944 (19)	C10—H10	0.94 (2)
C13—H13B	0.970 (18)	C6—C5	1.3936 (18)
C13—H13C	1.03 (2)	C6—H6	0.929 (18)
C4—C5	1.385 (2)	C5—H5	0.928 (19)
P1—Ni1—P1^i	100.415 (19)	C8—C9—C10	119.96 (13)
P1—Ni1—Br1^i	104.895 (9)	C8—C9—H9	115.8 (11)
P1^i—Ni1—Br1^i	107.391 (9)	C10—C9—H9	124.2 (11)
P1—Ni1—Br1	107.391 (9)	C9—C8—C7	120.11 (12)
P1^i—Ni1—Br1	104.895 (9)	C9—C8—H8	120.0 (13)
Br1^i—Ni1—Br1	128.515 (12)	C7—C8—H8	119.8 (13)
C7—P1—C1	105.96 (6)	C6—C1—C2	119.36 (11)
C7—P1—C13	106.24 (6)	C6—C1—P1	122.99 (9)
C1—P1—C13	103.49 (6)	C2—C1—P1	117.64 (9)
C7—P1—Ni1	114.23 (4)	C11—C12—C7	120.21 (13)
C1—P1—Ni1	111.60 (4)	C11—C12—H12	117.2 (11)
C13—P1—Ni1	114.41 (5)	C7—C12—H12	122.5 (11)
C12—C7—C8	119.50 (12)	C3—C2—C1	120.25 (12)
C12—C7—P1	121.52 (10)	C3—C2—H2	119.9 (11)
C8—C7—P1	118.94 (10)	C1—C2—H2	119.9 (11)
C10—C11—C12	119.98 (13)	C4—C3—C2	120.10 (12)
C10—C11—H11	120.6 (12)	C4—C3—H3	117.9 (12)
C12—C11—H11	119.3 (12)	C2—C3—H3	122.0 (12)
P1—C13—H13A	111.8 (11)	C11—C10—C9	120.23 (13)
P1—C13—H13B	110.0 (11)	C11—C10—H10	121.5 (12)
H13A—C13—H13B	108.6 (16)	C9—C10—H10	118.3 (12)
P1—C13—H13C	108.0 (11)	C5—C6—C1	119.93 (12)
H13A—C13—H13C	107.8 (16)	C5—C6—H6	116.7 (11)
H13B—C13—H13C	110.7 (16)	C1—C6—H6	123.4 (11)
C5—C4—C3	119.90 (12)	C4—C5—C6	120.43 (13)
C5—C4—H4	119.2 (12)	C4—C5—H5	119.3 (11)
C3—C4—H4	120.7 (12)	C6—C5—H5	120.2 (11)

Symmetry code: (i) −x+1, y, −z+1/2.