Bis{μ-N-[(dimethyl-amino)-dimethyl-sil-yl]-2,6-dimethyl-anilido}-κN:N';κN':N-dicopper(I).

The title compound, [Cu(2)(C(12)H(21)N(2)Si)(2)], is a binuclear Cu(I) complex. The dimeric mol-ecule has an inversion center located at the mid-point of the Cu-Cu bond [Cu-Cu = 2.7209 (7) Å]. The bidentate ligand behaves in an N:N'-bridging mode, coordinating the metal atoms. The N-Cu-N unit is close to being linear [176.60 (8)°]. The two N atoms exhibit different affinities for the metal atom. The Cu-N(amino) bond is longer than the Cu-N(anilido) bond by 0.079 Å. The core of the mol-ecule, the [Cu-N-Si-N](2) eight-membered ring, adopts a chair configuration.

Related literature

For related copper(I) compounds, see: Chen et al. (1992 ▶); James et al. (1998 ▶); Noto et al. (2003 ▶); Guo et al. (2009 ▶). For related organon class="Chemical">metallic compounds with analogous anilido ligands, see: Schumann et al. (2000 ▶); Chen (2008 ▶, 2009 ▶); Yuan et al. (2010 ▶).

Experimental

Crystal data

[Cu2(n class="CellLine">C12H21N2Si)2]

M = 569.88

Triclinic,

a = 8.3609 (18) Å

b = 8.4384 (18) Å

c = 10.986 (2) Å

α = 94.671 (3)°

β = 97.858 (2)°

γ = 113.824 (2)°

V = 694.3 (3) Å3

Z = 1

Mo Kα radiation

μ = 1.64 mm−1

T = 203 K

0.20 × 0.20 × 0.15 mm

Data collection

Bruker SMART area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.736, T max = 0.791

2868 measured reflections

2388 independent reflections

2188 reflections with I > 2σ(I)

R int = 0.013

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.098

S = 1.08

2388 reflections

145 parameters

H-atom parameters constrained

Δρmax = 0.56 e Å−3

Δρmin = −0.29 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL/PC (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810042881/vm2052sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810042881/vm2052Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cu2(C12H21N2Si)2]	Z = 1
Mr = 569.88	F(000) = 300
Triclinic, P1	Dx = 1.363 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.3609 (18) Å	Cell parameters from 2538 reflections
b = 8.4384 (18) Å	θ = 2.7–27.3°
c = 10.986 (2) Å	µ = 1.64 mm−1
α = 94.671 (3)°	T = 203 K
β = 97.858 (2)°	Block, colorless
γ = 113.824 (2)°	0.20 × 0.20 × 0.15 mm
V = 694.3 (3) Å3

Bruker SMART area-detector diffractometer	2388 independent reflections
Radiation source: fine-focus sealed tube	2188 reflections with I > 2σ(I)
graphite	Rint = 0.013
φ and ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
Tmin = 0.736, Tmax = 0.791	k = −10→7
2868 measured reflections	l = −12→13

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.098	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.0678P)2 + 0.0685P] where P = (Fo2 + 2Fc2)/3
2388 reflections	(Δ/σ)max = 0.002
145 parameters	Δρmax = 0.56 e Å−3
0 restraints	Δρmin = −0.29 e Å−3

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.

	x	y	z	Uiso*/Ueq
Cu1	0.64341 (4)	0.97861 (4)	0.97011 (2)	0.02987 (15)
Si1	0.28617 (9)	0.74330 (9)	0.81632 (6)	0.02923 (19)
N1	0.5057 (3)	0.8549 (3)	0.81832 (18)	0.0271 (4)
N2	0.2045 (3)	0.9001 (3)	0.87246 (19)	0.0327 (5)
C1	0.5948 (3)	0.8365 (3)	0.7208 (2)	0.0281 (5)
C2	0.6808 (3)	0.9786 (3)	0.6594 (2)	0.0358 (6)
C3	0.7659 (4)	0.9570 (4)	0.5639 (3)	0.0441 (7)
H3A	0.8229	1.0531	0.5237	0.053*
C4	0.7696 (4)	0.7998 (4)	0.5261 (3)	0.0464 (7)
H4A	0.8259	0.7873	0.4599	0.056*
C5	0.6887 (3)	0.6602 (4)	0.5873 (2)	0.0406 (6)
H5A	0.6900	0.5517	0.5620	0.049*
C6	0.6057 (3)	0.6769 (3)	0.6855 (2)	0.0331 (6)
C7	0.6796 (5)	1.1541 (4)	0.6940 (3)	0.0546 (8)
H7A	0.7451	1.2353	0.6420	0.082*
H7B	0.7351	1.1985	0.7805	0.082*
H7C	0.5578	1.1418	0.6817	0.082*
C8	0.5327 (4)	0.5259 (4)	0.7550 (3)	0.0454 (7)
H8A	0.5513	0.4278	0.7179	0.068*
H8B	0.4064	0.4918	0.7511	0.068*
H8C	0.5933	0.5601	0.8411	0.068*
C9	0.1590 (4)	0.6366 (4)	0.6565 (3)	0.0418 (6)
H9A	0.1911	0.7215	0.5996	0.063*
H9B	0.0325	0.5928	0.6568	0.063*
H9C	0.1874	0.5400	0.6302	0.063*
C10	0.2242 (4)	0.5790 (4)	0.9263 (3)	0.0483 (7)
H10A	0.2902	0.6345	1.0094	0.072*
H10B	0.2527	0.4825	0.9000	0.072*
H10C	0.0977	0.5351	0.9265	0.072*
C11	0.2158 (4)	1.0308 (4)	0.7866 (3)	0.0482 (7)
H11A	0.1395	0.9712	0.7070	0.072*
H11B	0.3377	1.0905	0.7750	0.072*
H11C	0.1774	1.1156	0.8220	0.072*
C12	0.0142 (4)	0.8117 (4)	0.8889 (3)	0.0474 (7)
H12A	−0.0611	0.7507	0.8093	0.071*
H12B	−0.0229	0.8990	0.9216	0.071*
H12C	0.0039	0.7283	0.9465	0.071*

	U11	U22	U33	U12	U13	U23
Cu1	0.0302 (2)	0.0337 (2)	0.0257 (2)	0.01420 (15)	0.00558 (13)	−0.00019 (14)
Si1	0.0296 (4)	0.0309 (4)	0.0262 (4)	0.0117 (3)	0.0069 (3)	0.0016 (3)
N1	0.0290 (11)	0.0274 (10)	0.0243 (10)	0.0115 (8)	0.0061 (8)	0.0001 (8)
N2	0.0296 (11)	0.0410 (12)	0.0290 (11)	0.0171 (9)	0.0064 (8)	0.0004 (9)
C1	0.0274 (12)	0.0343 (13)	0.0225 (12)	0.0139 (10)	0.0036 (9)	−0.0003 (10)
C2	0.0372 (14)	0.0367 (14)	0.0357 (14)	0.0161 (11)	0.0108 (11)	0.0066 (11)
C3	0.0428 (16)	0.0532 (17)	0.0350 (15)	0.0151 (13)	0.0160 (12)	0.0127 (13)
C4	0.0384 (15)	0.068 (2)	0.0342 (15)	0.0234 (14)	0.0123 (12)	−0.0031 (13)
C5	0.0352 (14)	0.0488 (16)	0.0396 (15)	0.0238 (12)	0.0027 (12)	−0.0089 (12)
C6	0.0297 (13)	0.0367 (14)	0.0334 (14)	0.0171 (11)	0.0012 (10)	−0.0018 (11)
C7	0.073 (2)	0.0350 (16)	0.062 (2)	0.0207 (15)	0.0328 (17)	0.0155 (14)
C8	0.0543 (17)	0.0379 (15)	0.0546 (18)	0.0281 (13)	0.0155 (14)	0.0083 (13)
C9	0.0386 (15)	0.0474 (17)	0.0363 (15)	0.0185 (13)	0.0031 (11)	−0.0070 (12)
C10	0.0548 (18)	0.0427 (16)	0.0496 (18)	0.0171 (14)	0.0232 (14)	0.0150 (13)
C11	0.0650 (19)	0.0586 (19)	0.0360 (15)	0.0418 (16)	0.0069 (13)	0.0073 (13)
C12	0.0282 (14)	0.062 (2)	0.0483 (17)	0.0184 (13)	0.0089 (12)	−0.0085 (14)

Cu1—N1	1.848 (2)	C5—H5A	0.9400
Cu1—N2i	1.927 (2)	C6—C8	1.496 (4)
Cu1—Cu1i	2.7209 (7)	C7—H7A	0.9700
Si1—N1	1.687 (2)	C7—H7B	0.9700
Si1—N2	1.819 (2)	C7—H7C	0.9700
Si1—C9	1.866 (3)	C8—H8A	0.9700
Si1—C10	1.875 (3)	C8—H8B	0.9700
N1—C1	1.418 (3)	C8—H8C	0.9700
N2—C11	1.491 (4)	C9—H9A	0.9700
N2—C12	1.504 (3)	C9—H9B	0.9700
N2—Cu1i	1.927 (2)	C9—H9C	0.9700
C1—C2	1.407 (3)	C10—H10A	0.9700
C1—C6	1.413 (3)	C10—H10B	0.9700
C2—C3	1.385 (4)	C10—H10C	0.9700
C2—C7	1.503 (4)	C11—H11A	0.9700
C3—C4	1.371 (4)	C11—H11B	0.9700
C3—H3A	0.9400	C11—H11C	0.9700
C4—C5	1.381 (4)	C12—H12A	0.9700
C4—H4A	0.9400	C12—H12B	0.9700
C5—C6	1.387 (4)	C12—H12C	0.9700
N1—Cu1—N2i	176.60 (8)	C2—C7—H7A	109.5
N1—Cu1—Cu1i	88.78 (6)	C2—C7—H7B	109.5
N2i—Cu1—Cu1i	94.26 (6)	H7A—C7—H7B	109.5
N1—Si1—N2	107.39 (11)	C2—C7—H7C	109.5
N1—Si1—C9	112.14 (12)	H7A—C7—H7C	109.5
N2—Si1—C9	108.35 (12)	H7B—C7—H7C	109.5
N1—Si1—C10	116.21 (12)	C6—C8—H8A	109.5
N2—Si1—C10	102.61 (12)	C6—C8—H8B	109.5
C9—Si1—C10	109.44 (14)	H8A—C8—H8B	109.5
C1—N1—Si1	125.19 (16)	C6—C8—H8C	109.5
C1—N1—Cu1	117.77 (15)	H8A—C8—H8C	109.5
Si1—N1—Cu1	116.05 (11)	H8B—C8—H8C	109.5
C11—N2—C12	107.8 (2)	Si1—C9—H9A	109.5
C11—N2—Si1	112.03 (17)	Si1—C9—H9B	109.5
C12—N2—Si1	112.00 (17)	H9A—C9—H9B	109.5
C11—N2—Cu1i	108.72 (18)	Si1—C9—H9C	109.5
C12—N2—Cu1i	110.13 (16)	H9A—C9—H9C	109.5
Si1—N2—Cu1i	106.11 (10)	H9B—C9—H9C	109.5
C2—C1—C6	117.9 (2)	Si1—C10—H10A	109.5
C2—C1—N1	120.9 (2)	Si1—C10—H10B	109.5
C6—C1—N1	121.1 (2)	H10A—C10—H10B	109.5
C3—C2—C1	119.9 (2)	Si1—C10—H10C	109.5
C3—C2—C7	119.0 (2)	H10A—C10—H10C	109.5
C1—C2—C7	121.2 (2)	H10B—C10—H10C	109.5
C4—C3—C2	122.1 (3)	N2—C11—H11A	109.5
C4—C3—H3A	119.0	N2—C11—H11B	109.5
C2—C3—H3A	119.0	H11A—C11—H11B	109.5
C3—C4—C5	118.6 (2)	N2—C11—H11C	109.5
C3—C4—H4A	120.7	H11A—C11—H11C	109.5
C5—C4—H4A	120.7	H11B—C11—H11C	109.5
C4—C5—C6	121.3 (3)	N2—C12—H12A	109.5
C4—C5—H5A	119.3	N2—C12—H12B	109.5
C6—C5—H5A	119.3	H12A—C12—H12B	109.5
C5—C6—C1	120.1 (2)	N2—C12—H12C	109.5
C5—C6—C8	119.1 (2)	H12A—C12—H12C	109.5
C1—C6—C8	120.7 (2)	H12B—C12—H12C	109.5
N2—Si1—N1—C1	−134.55 (18)	Si1—N1—C1—C2	118.2 (2)
C9—Si1—N1—C1	−15.6 (2)	Cu1—N1—C1—C2	−73.7 (3)
C10—Si1—N1—C1	111.3 (2)	Si1—N1—C1—C6	−64.2 (3)
N2—Si1—N1—Cu1	57.14 (15)	Cu1—N1—C1—C6	103.9 (2)
C9—Si1—N1—Cu1	176.06 (11)	C6—C1—C2—C3	2.8 (4)
C10—Si1—N1—Cu1	−57.01 (17)	N1—C1—C2—C3	−179.5 (2)
N2i—Cu1—N1—C1	−45.8 (14)	C6—C1—C2—C7	−178.3 (2)
Cu1i—Cu1—N1—C1	160.73 (16)	N1—C1—C2—C7	−0.7 (4)
N2i—Cu1—N1—Si1	123.5 (13)	C1—C2—C3—C4	0.0 (4)
Cu1i—Cu1—N1—Si1	−30.06 (11)	C7—C2—C3—C4	−178.9 (3)
N1—Si1—N2—C11	65.4 (2)	C2—C3—C4—C5	−1.3 (4)
C9—Si1—N2—C11	−55.9 (2)	C3—C4—C5—C6	−0.3 (4)
C10—Si1—N2—C11	−171.6 (2)	C4—C5—C6—C1	3.1 (4)
N1—Si1—N2—C12	−173.29 (16)	C4—C5—C6—C8	−175.2 (2)
C9—Si1—N2—C12	65.4 (2)	C2—C1—C6—C5	−4.3 (3)
C10—Si1—N2—C12	−50.3 (2)	N1—C1—C6—C5	178.0 (2)
N1—Si1—N2—Cu1i	−53.09 (14)	C2—C1—C6—C8	174.0 (2)
C9—Si1—N2—Cu1i	−174.41 (11)	N1—C1—C6—C8	−3.6 (4)
C10—Si1—N2—Cu1i	69.89 (14)