trans-Di­bromo­bis­(phenazine)copper(II)

In the title compound, [CuBr₂(C₁₂H₈N₂)₂], the Cu^II ion lies on an inversion centre and exhibits a square planar coordination, with the two bromide ions and two N atoms of phenazine ligands in a trans configuration. The Cu-Br and Cu-N distances are 2.382 (1) and 2.020 (2) Å, respectively. The crystal structure consists of an assemblage of discrete mol­ecules of the title complex. No unusual intermolecular contact distances are observed, so that the molecular packing may be attributed to normal van der Waals interactions.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.031
• wR factor = 0.077
• Data-to-parameter ratio = 17.2

checkCIF/PLATON results

No syntax errors found


No errors found in this datablock

---

Computing details

Data collection: CrysAlis CCD (UNIL IC & Oxford Diffraction, 2001); cell refinement: CrysAlis RED (UNIL IC & Oxford Diffraction, 2001); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 1990); software used to prepare material for publication: PLATON.

Trans-dibromobis(phenazine)copper(II)

Crystal data

[CuBr2(C12H8N2)2]	F(000) = 574
Mr = 583.76	Dx = 1.822 Mg m^−3 Dm = 1.80 (3) Mg m^−3 Dm measured by flotation
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1534 reflections
a = 9.688 (2) Å	θ = 3.6–24.5°
b = 9.331 (2) Å	µ = 4.80 mm^−1
c = 12.034 (2) Å	T = 293 K
β = 102.04 (3)°	Plate, dark brown
V = 1063.9 (4) Å^3	0.30 × 0.15 × 0.15 mm
Z = 2

Data collection

Kuma KM4-CCD diffractometer	2439 independent reflections
Radiation source: CX-Mo12x0.4-S Seifert Mo Tube	2138 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.048
Detector resolution: 18.4 pixels mm^-1	θmax = 27.5°, θmin = 3.1°
ω scans	h = −12→10
Absorption correction: numerical (X-RED; Stoe & Cie, 1999)	k = −12→12
Tmin = 0.236, Tmax = 0.497	l = −15→15
12944 measured reflections

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.077	H-atom parameters constrained
S = 1.12	w = 1/[σ^2(Fo^2) + (0.0405P)^2 + 0.2911P] where P = (Fo^2 + 2Fc^2)/3
2439 reflections	(Δ/σ)max < 0.001
142 parameters	Δρmax = 0.42 e Å^−3
0 restraints	Δρmin = −0.55 e Å^−3

Special details

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F² for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating -R-factor-obs 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	0.37919 (3)	0.08178 (3)	0.31810 (2)	0.0449 (1)
Cu1	0.50000	0.00000	0.50000	0.0259 (1)
N1	0.6737 (2)	0.1087 (2)	0.48047 (16)	0.0285 (6)
N2	0.8890 (2)	0.2762 (2)	0.42013 (19)	0.0375 (7)
C1	0.9803 (3)	0.0700 (3)	0.3439 (2)	0.0406 (9)
C2	0.9722 (3)	−0.0712 (3)	0.3198 (2)	0.0439 (9)
C3	0.8610 (3)	−0.1557 (3)	0.3454 (2)	0.0419 (8)
C4	0.7612 (3)	−0.0972 (3)	0.3961 (2)	0.0368 (8)
C6	0.6058 (3)	0.3111 (3)	0.5819 (2)	0.0382 (8)
C7	0.6216 (3)	0.4521 (3)	0.6098 (2)	0.0437 (8)
C8	0.7213 (3)	0.5378 (3)	0.5707 (3)	0.0456 (9)
C9	0.8067 (3)	0.4810 (3)	0.5066 (3)	0.0445 (9)
C11	0.8779 (2)	0.1369 (3)	0.3970 (2)	0.0328 (7)
C12	0.7679 (2)	0.0496 (3)	0.4249 (2)	0.0292 (6)
C13	0.6909 (2)	0.2468 (3)	0.5126 (2)	0.0297 (7)
C14	0.7978 (2)	0.3331 (3)	0.4772 (2)	0.0349 (7)
H1	1.05310	0.12440	0.32590	0.0490*
H2	1.04010	−0.11360	0.28610	0.0530*
H3	0.85630	−0.25270	0.32730	0.0500*
H4	0.68870	−0.15390	0.41180	0.0440*
H6	0.53910	0.25640	0.60830	0.0460*
H7	0.56550	0.49270	0.65540	0.0520*
H8	0.72850	0.63470	0.58930	0.0550*
H9	0.87190	0.53910	0.48150	0.0530*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Br1	0.0329 (2)	0.0618 (2)	0.0399 (2)	0.0037 (1)	0.0072 (1)	0.0143 (1)
Cu1	0.0198 (2)	0.0282 (2)	0.0316 (2)	−0.0042 (2)	0.0100 (2)	0.0011 (2)
N1	0.0223 (9)	0.0336 (10)	0.0312 (10)	−0.0054 (8)	0.0095 (8)	0.0003 (8)
N2	0.0295 (11)	0.0396 (11)	0.0456 (12)	−0.0074 (9)	0.0131 (9)	0.0071 (9)
C1	0.0277 (13)	0.0573 (17)	0.0411 (14)	−0.0038 (12)	0.0173 (11)	0.0042 (12)
C2	0.0333 (14)	0.0618 (18)	0.0399 (14)	0.0042 (12)	0.0153 (11)	−0.0042 (13)
C3	0.0365 (13)	0.0450 (15)	0.0450 (14)	−0.0025 (12)	0.0102 (11)	−0.0105 (12)
C4	0.0280 (12)	0.0407 (13)	0.0429 (14)	−0.0081 (10)	0.0099 (11)	−0.0055 (11)
C6	0.0348 (13)	0.0397 (13)	0.0424 (14)	−0.0062 (11)	0.0134 (11)	−0.0041 (11)
C7	0.0426 (15)	0.0423 (14)	0.0465 (15)	−0.0015 (12)	0.0097 (12)	−0.0086 (12)
C8	0.0443 (16)	0.0318 (12)	0.0573 (17)	−0.0025 (12)	0.0027 (13)	−0.0041 (12)
C9	0.0343 (14)	0.0367 (14)	0.0616 (18)	−0.0097 (11)	0.0082 (13)	0.0058 (13)
C11	0.0216 (11)	0.0439 (13)	0.0341 (12)	−0.0062 (10)	0.0089 (9)	0.0047 (11)
C12	0.0218 (11)	0.0370 (11)	0.0300 (11)	−0.0057 (9)	0.0081 (9)	0.0001 (10)
C13	0.0233 (11)	0.0319 (11)	0.0336 (12)	−0.0061 (9)	0.0054 (9)	0.0016 (9)
C14	0.0268 (12)	0.0355 (12)	0.0423 (13)	−0.0064 (10)	0.0068 (10)	0.0045 (11)

Geometric parameters (Å, º)

Br1—Cu1	2.3822 (6)	C7—C8	1.408 (4)
Cu1—N1	2.020 (2)	C8—C9	1.352 (4)
Cu1—N1^i	2.020 (2)	C9—C14	1.423 (4)
N1—C12	1.356 (3)	C11—C12	1.436 (3)
N1—C13	1.346 (3)	C13—C14	1.445 (3)
N2—C11	1.329 (3)	C1—H1	0.9305
N2—C14	1.337 (3)	C2—H2	0.9301
C1—C2	1.348 (4)	C3—H3	0.9298
C1—C11	1.431 (4)	C4—H4	0.9297
C2—C3	1.420 (4)	C6—H6	0.9299
C3—C4	1.361 (4)	C7—H7	0.9298
C4—C12	1.411 (4)	C8—H8	0.9306
C6—C7	1.359 (4)	C9—H9	0.9294
C6—C13	1.422 (4)
Br1···N1	3.114 (2)	C6···C7^iv	3.597 (4)
Br1···C12	3.729 (2)	C7···C6^iv	3.597 (4)
Br1···C13	3.744 (2)	C7···C7^iv	3.277 (4)
Br1···N1^i	3.133 (2)	C7···C8^iv	3.571 (4)
Br1···C3^ii	3.657 (3)	C8···C2^x	3.457 (4)
Br1···H3^ii	2.9978	C8···C7^iv	3.571 (4)
Br1···H1^iii	3.2048	C8···C3^x	3.479 (4)
Br1···H8^iv	3.1327	C11···C2^viii	3.469 (3)
Br1···H7^v	3.0081	C11···C3^viii	3.573 (3)
Cu1···H4	2.7093	C12···C1^viii	3.479 (4)
Cu1···H6	2.7129	C12···C2^viii	3.549 (3)
Cu1···H4^i	2.7093	C3···H8^v	3.0877
Cu1···H6^i	2.7129	C9···H9^vii	3.0927
N1···Br1	3.114 (2)	H1···Br1^xi	3.2048
N1···N2	2.820 (3)	H1···H3^vi	2.4818
N1···Br1^i	3.133 (2)	H2···N2^xii	2.8982
N2···N1	2.820 (3)	H3···Br1^ix	2.9978
N2···H2^vi	2.8982	H3···H1^xii	2.4818
N2···H9^vii	2.9314	H4···Cu1	2.7093
C1···C4^viii	3.586 (4)	H4···H6^i	2.3709
C1···C12^viii	3.479 (4)	H6···Cu1	2.7129
C2···C11^viii	3.469 (3)	H6···H4^i	2.3709
C2···C12^viii	3.549 (3)	H7···Br1^x	3.0081
C2···C8^v	3.457 (4)	H8···Br1^iv	3.1327
C3···Br1^ix	3.657 (3)	H8···C3^x	3.0877
C3···C11^viii	3.573 (3)	H9···N2^vii	2.9314
C3···C8^v	3.479 (4)	H9···C9^vii	3.0927
C4···C1^viii	3.586 (4)	H9···H9^vii	2.5358
Br1—Cu1—N1	89.64 (6)	C4—C12—C11	119.5 (2)
Br1—Cu1—Br1^i	180.00	N1—C13—C6	121.4 (2)
Br1—Cu1—N1^i	90.36 (6)	N1—C13—C14	120.2 (2)
Br1^i—Cu1—N1	90.36 (6)	C6—C13—C14	118.5 (2)
N1—Cu1—N1^i	180.00	N2—C14—C9	120.0 (2)
Br1^i—Cu1—N1^i	89.64 (6)	N2—C14—C13	121.4 (2)
Cu1—N1—C12	121.05 (16)	C9—C14—C13	118.5 (2)
Cu1—N1—C13	120.24 (15)	C2—C1—H1	119.74
C12—N1—C13	118.4 (2)	C11—C1—H1	119.73
C11—N2—C14	117.6 (2)	C1—C2—H2	119.66
C2—C1—C11	120.5 (3)	C3—C2—H2	119.74
C1—C2—C3	120.6 (3)	C2—C3—H3	119.48
C2—C3—C4	121.1 (3)	C4—C3—H3	119.40
C3—C4—C12	119.9 (3)	C3—C4—H4	120.03
C7—C6—C13	120.3 (3)	C12—C4—H4	120.03
C6—C7—C8	121.1 (3)	C7—C6—H6	119.84
C7—C8—C9	120.8 (3)	C13—C6—H6	119.87
C8—C9—C14	120.6 (3)	C6—C7—H7	119.40
N2—C11—C1	119.1 (2)	C8—C7—H7	119.47
N2—C11—C12	122.5 (2)	C7—C8—H8	119.57
C1—C11—C12	118.3 (2)	C9—C8—H8	119.62
N1—C12—C4	121.0 (2)	C8—C9—H9	119.68
N1—C12—C11	119.6 (2)	C14—C9—H9	119.67
Br1—Cu1—N1—C12	−85.48 (17)	C1—C2—C3—C4	−0.9 (4)
Br1—Cu1—N1—C13	87.88 (17)	C2—C3—C4—C12	−0.5 (4)
Br1^i—Cu1—N1—C12	94.52 (17)	C3—C4—C12—N1	−176.7 (2)
Br1^i—Cu1—N1—C13	−92.12 (17)	C3—C4—C12—C11	2.0 (4)
Cu1—N1—C12—C11	170.33 (17)	C7—C6—C13—N1	−177.6 (2)
C13—N1—C12—C11	−3.2 (3)	C13—C6—C7—C8	0.3 (4)
Cu1—N1—C13—C6	13.5 (3)	C7—C6—C13—C14	2.7 (4)
C12—N1—C13—C6	−173.0 (2)	C6—C7—C8—C9	−1.7 (5)
Cu1—N1—C13—C14	−166.75 (17)	C7—C8—C9—C14	0.0 (5)
Cu1—N1—C12—C4	−11.0 (3)	C8—C9—C14—C13	3.0 (4)
C13—N1—C12—C4	175.5 (2)	C8—C9—C14—N2	−175.6 (3)
C12—N1—C13—C14	6.8 (3)	N2—C11—C12—N1	−2.3 (4)
C14—N2—C11—C12	3.8 (3)	C1—C11—C12—C4	−2.1 (3)
C11—N2—C14—C9	178.6 (2)	N2—C11—C12—C4	179.0 (2)
C14—N2—C11—C1	−175.2 (2)	C1—C11—C12—N1	176.7 (2)
C11—N2—C14—C13	0.0 (3)	N1—C13—C14—N2	−5.5 (3)
C2—C1—C11—C12	0.7 (4)	C6—C13—C14—C9	−4.3 (4)
C2—C1—C11—N2	179.7 (2)	N1—C13—C14—C9	176.0 (2)
C11—C1—C2—C3	0.8 (4)	C6—C13—C14—N2	174.3 (2)

Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x+1, y+1/2, −z+1/2; (iii) x−1, y, z; (iv) −x+1, −y+1, −z+1; (v) x, −y+1/2, z−1/2; (vi) −x+2, y+1/2, −z+1/2; (vii) −x+2, −y+1, −z+1; (viii) −x+2, −y, −z+1; (ix) −x+1, y−1/2, −z+1/2; (x) x, −y+1/2, z+1/2; (xi) x+1, y, z; (xii) −x+2, y−1/2, −z+1/2.