Poly[di-μ₃-chloro-μ₂-1,2-di-4-pyrid­ylethene-1:2κ²N,N′-dicopper(I)]

The structure of the title compound, [Cu₂Cl₂(C₁₂H₁₀N₂)]_n, shows that each Cu^I ion is tetra­hedral, being coordinated by three Cl atoms and one N atom of the 1,2-bis­(4-pyrid­yl)ethene ligand (BPE, C₁₂H₁₀N₂). Cl atoms and BPE mol­ecules bridge the Cu^I ions to form a two-dimensional layer structure through inversion centres located at the mid-point of the Cu₂Cl₂ bridge and at the mid-point of the C=C double bond of the BPE ligand.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.040
• wR factor = 0.086
• Data-to-parameter ratio = 13.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        Cu1
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.17 Ratio

   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
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Bruker, 2002) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.

catena-Poly[di-µ₃-chloro-[µ₂-1,2-bis(4-pyridyl)ethene- 1:2κ²N,N']dicopper(I)]]

Crystal data

[Cu2Cl2(C12H10N2)]	F(000) = 376
Mr = 380.20	Dx = 2.051 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3198 reflections
a = 3.7824 (4) Å	θ = 2.3–25.1°
b = 15.0560 (17) Å	µ = 3.87 mm^−1
c = 10.8776 (12) Å	T = 298 K
β = 96.301 (2)°	Platelet, red
V = 615.71 (12) Å^3	0.34 × 0.20 × 0.05 mm
Z = 2

Data collection

Bruker APEX area-detector diffractometer	1097 independent reflections
Radiation source: fine-focus sealed tube	1050 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.018
φ and ω scans	θmax = 25.1°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −4→4
Tmin = 0.405, Tmax = 0.822	k = −16→17
3198 measured reflections	l = −11→12

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.086	H-atom parameters constrained
S = 1.17	w = 1/[σ^2(Fo^2) + (0.0271P)^2 + 1.1726P] where P = (Fo^2 + 2Fc^2)/3
1097 reflections	(Δ/σ)max < 0.001
82 parameters	Δρmax = 0.64 e Å^−3
0 restraints	Δρmin = −0.53 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
Cu1	0.23102 (17)	0.56255 (4)	−0.05975 (6)	0.0551 (2)
Cl1	0.3116 (2)	0.49904 (6)	0.15789 (8)	0.0365 (3)
N1	0.1870 (8)	0.6925 (2)	−0.0313 (3)	0.0336 (7)
C3	0.1226 (9)	0.8761 (2)	0.0090 (3)	0.0298 (8)
C6	0.0871 (10)	0.9708 (2)	0.0366 (3)	0.0331 (8)
H6	0.1967	0.9912	0.1121	0.040*
C4	0.3012 (10)	0.8206 (3)	0.0964 (3)	0.0352 (9)
H4	0.4046	0.8440	0.1708	0.042*
C1	0.0163 (10)	0.7465 (3)	−0.1159 (3)	0.0353 (9)
H1	−0.0845	0.7213	−0.1896	0.042*
C2	−0.0198 (10)	0.8361 (3)	−0.1014 (3)	0.0352 (9)
H2	−0.1382	0.8701	−0.1644	0.042*
C5	0.3268 (10)	0.7312 (3)	0.0740 (4)	0.0374 (9)
H5	0.4470	0.6958	0.1349	0.045*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0676 (4)	0.0344 (3)	0.0619 (4)	0.0071 (3)	0.0011 (3)	−0.0094 (3)
Cl1	0.0336 (5)	0.0415 (6)	0.0338 (5)	0.0026 (4)	0.0004 (4)	−0.0004 (4)
N1	0.0345 (17)	0.0286 (16)	0.0378 (17)	0.0015 (13)	0.0043 (14)	−0.0027 (14)
C3	0.0262 (17)	0.0287 (19)	0.0355 (19)	−0.0024 (15)	0.0077 (15)	0.0003 (15)
C6	0.035 (2)	0.031 (2)	0.0332 (19)	−0.0005 (15)	0.0011 (15)	−0.0043 (15)
C4	0.038 (2)	0.034 (2)	0.0324 (19)	−0.0014 (17)	−0.0020 (16)	−0.0022 (16)
C1	0.037 (2)	0.037 (2)	0.0315 (19)	0.0022 (17)	−0.0002 (16)	−0.0068 (16)
C2	0.039 (2)	0.033 (2)	0.0321 (19)	0.0034 (16)	−0.0019 (16)	0.0008 (16)
C5	0.041 (2)	0.031 (2)	0.038 (2)	0.0051 (17)	−0.0011 (17)	0.0030 (17)

Geometric parameters (Å, º)

Cu1—N1	1.990 (3)	C3—C6	1.467 (5)
Cu1—Cl1^i	2.3233 (11)	C6—C6^iii	1.314 (7)
Cu1—Cl1^ii	2.3940 (11)	C6—H6	0.9300
Cu1—Cl1	2.5403 (11)	C4—C5	1.372 (6)
Cu1—Cu1^ii	2.9648 (13)	C4—H4	0.9300
Cu1—Cu1^i	2.9660 (12)	C1—C2	1.366 (5)
N1—C1	1.340 (5)	C1—H1	0.9300
N1—C5	1.341 (5)	C2—H2	0.9300
C3—C4	1.385 (5)	C5—H5	0.9300
C3—C2	1.397 (5)
N1—Cu1—Cl1^i	122.88 (10)	C5—N1—Cu1	121.9 (3)
N1—Cu1—Cl1^ii	111.58 (9)	C4—C3—C2	116.2 (3)
Cl1^i—Cu1—Cl1^ii	106.60 (4)	C4—C3—C6	119.6 (3)
N1—Cu1—Cl1	103.22 (9)	C2—C3—C6	124.1 (3)
Cl1^i—Cu1—Cl1	104.99 (3)	C6^iii—C6—C3	125.2 (4)
Cl1^ii—Cu1—Cl1	106.20 (3)	C6^iii—C6—H6	117.4
N1—Cu1—Cu1^ii	119.53 (10)	C3—C6—H6	117.4
Cl1^i—Cu1—Cu1^ii	116.89 (4)	C5—C4—C3	120.6 (3)
Cl1^ii—Cu1—Cu1^ii	55.36 (3)	C5—C4—H4	119.7
Cl1—Cu1—Cu1^ii	50.84 (3)	C3—C4—H4	119.7
N1—Cu1—Cu1^i	128.40 (9)	N1—C1—C2	124.5 (3)
Cl1^i—Cu1—Cu1^i	55.82 (3)	N1—C1—H1	117.7
Cl1^ii—Cu1—Cu1^i	117.57 (4)	C2—C1—H1	117.7
Cl1—Cu1—Cu1^i	49.17 (3)	C1—C2—C3	119.4 (3)
Cu1^ii—Cu1—Cu1^i	79.25 (3)	C1—C2—H2	120.3
Cu1^i—Cl1—Cu1^ii	106.60 (4)	C3—C2—H2	120.3
Cu1^i—Cl1—Cu1	75.01 (3)	N1—C5—C4	123.3 (3)
Cu1^ii—Cl1—Cu1	73.80 (3)	N1—C5—H5	118.4
C1—N1—C5	115.9 (3)	C4—C5—H5	118.4
C1—N1—Cu1	122.2 (2)
N1—Cu1—Cl1—Cu1^i	−129.81 (10)	Cl1—Cu1—N1—C5	25.1 (3)
Cl1^i—Cu1—Cl1—Cu1^i	0.0	Cu1^ii—Cu1—N1—C5	77.3 (3)
Cl1^ii—Cu1—Cl1—Cu1^i	112.69 (4)	Cu1^i—Cu1—N1—C5	−22.8 (3)
Cu1^ii—Cu1—Cl1—Cu1^i	112.69 (4)	C4—C3—C6—C6^iii	−177.3 (5)
N1—Cu1—Cl1—Cu1^ii	117.50 (10)	C2—C3—C6—C6^iii	1.5 (7)
Cl1^i—Cu1—Cl1—Cu1^ii	−112.69 (4)	C2—C3—C4—C5	−1.1 (6)
Cl1^ii—Cu1—Cl1—Cu1^ii	0.0	C6—C3—C4—C5	177.7 (4)
Cu1^i—Cu1—Cl1—Cu1^ii	−112.69 (4)	C5—N1—C1—C2	0.4 (6)
Cl1^i—Cu1—N1—C1	87.2 (3)	Cu1—N1—C1—C2	−179.6 (3)
Cl1^ii—Cu1—N1—C1	−41.3 (3)	N1—C1—C2—C3	−1.1 (6)
Cl1—Cu1—N1—C1	−154.9 (3)	C4—C3—C2—C1	1.4 (5)
Cu1^ii—Cu1—N1—C1	−102.7 (3)	C6—C3—C2—C1	−177.4 (4)
Cu1^i—Cu1—N1—C1	157.2 (2)	C1—N1—C5—C4	−0.1 (6)
Cl1^i—Cu1—N1—C5	−92.9 (3)	Cu1—N1—C5—C4	180.0 (3)
Cl1^ii—Cu1—N1—C5	138.7 (3)	C3—C4—C5—N1	0.5 (6)

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y+1, −z; (iii) −x, −y+2, −z.