(2,2′-Bi­pyridine-κ²N,N′)­di­chloro­copper(II)

The title compound, [CuCl₂(C₁₀H₈N₂)], has twofold symmetry and the coordination geometry around the Cu^II atom is distorted square-planar. There are weak intermolecular Cu...Cl interactions, forming a chain structure in the crystal.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.011 Å
• R factor = 0.055
• wR factor = 0.158
• Data-to-parameter ratio = 13.1

checkCIF/PLATON results

No syntax errors found



Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.343     0.657
            Tmin' and Tmax expected:      0.423     0.657
            RR' =      0.811
            Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.79
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.03
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         11
PLAT731_ALERT_1_C Bond    Calc    3.046(9), Rep    3.047(3) ......       3.00 su-Rat
              CU1  -CL2     1.555   5.565

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   6 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
   3 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: CrystalClear (Molecular Structure Corporation & Rigaku, 2000); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXL97; software used to prepare material for publication: SHELXL97.

(2,2'-Bipyridine-κ²N,N')dichlorocopper(II)

Crystal data

[CuCl2(C10H8N2)]	F(000) = 580
Mr = 290.63	Dx = 1.890 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 17.08 (5) Å	Cell parameters from 1248 reflections
b = 8.95 (2) Å	θ = 3.6–25.0°
c = 7.23 (2) Å	µ = 2.62 mm^−1
β = 112.52 (3)°	T = 293 K
V = 1021 (5) Å^3	Prism, green
Z = 4	0.32 × 0.24 × 0.16 mm

Data collection

Rigaku Mercury70 (2x2 bin mode) diffractometer	904 independent reflections
Radiation source: fine-focus sealed tube	691 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.052
Detector resolution: 14.6306 pixels mm^-1	θmax = 25.0°, θmin = 3.6°
ω scans	h = −18→20
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	k = −9→10
Tmin = 0.343, Tmax = 0.657	l = −8→8
2958 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)] = 0.055	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.158	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0887P)^2] where P = (Fo^2 + 2Fc^2)/3
904 reflections	(Δ/σ)max < 0.001
69 parameters	Δρmax = 0.45 e Å^−3
0 restraints	Δρmin = −0.73 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	0.0000	0.43287 (11)	0.2500	0.0453 (5)
Cl2	−0.08604 (10)	0.60623 (18)	0.0461 (2)	0.0536 (6)
N1	−0.0739 (3)	0.2602 (5)	0.1011 (7)	0.0394 (12)
C6	−0.0424 (4)	0.1256 (7)	0.1678 (9)	0.0397 (14)
C5	−0.1495 (4)	0.2694 (8)	−0.0470 (10)	0.0520 (17)
H5A	−0.1712	0.3653	−0.0972	0.062*
C4	−0.1972 (4)	0.1461 (9)	−0.1300 (10)	0.0598 (19)
H4A	−0.2514	0.1561	−0.2351	0.072*
C3	−0.0869 (5)	−0.0019 (8)	0.0913 (10)	0.0532 (17)
H3A	−0.0635	−0.0968	0.1418	0.064*
C2	−0.1656 (5)	0.0083 (9)	−0.0588 (11)	0.0608 (19)
H2A	−0.1977	−0.0793	−0.1126	0.073*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0339 (7)	0.0266 (7)	0.0571 (8)	0.000	−0.0029 (5)	0.000
Cl2	0.0487 (10)	0.0334 (9)	0.0599 (11)	0.0074 (7)	0.0000 (8)	0.0046 (7)
N1	0.030 (3)	0.029 (3)	0.050 (3)	0.0023 (19)	0.005 (2)	−0.001 (2)
C6	0.037 (3)	0.035 (4)	0.044 (3)	−0.001 (3)	0.013 (3)	0.001 (2)
C5	0.037 (4)	0.045 (4)	0.063 (4)	0.002 (3)	0.007 (3)	0.001 (3)
C4	0.041 (4)	0.069 (5)	0.056 (4)	−0.011 (4)	0.003 (3)	−0.022 (4)
C3	0.062 (4)	0.032 (4)	0.060 (4)	−0.008 (3)	0.017 (4)	−0.009 (3)
C2	0.064 (5)	0.047 (4)	0.070 (5)	−0.022 (4)	0.024 (4)	−0.018 (4)

Geometric parameters (Å, º)

Cu1—N1	2.024 (6)	C6—C6^i	1.482 (12)
Cu1—N1^i	2.024 (6)	C5—C4	1.366 (10)
Cu1—Cl2^i	2.254 (4)	C5—H5A	0.9500
Cu1—Cl2	2.254 (4)	C4—C2	1.366 (11)
Cu1—Cl2^ii	3.047 (3)	C4—H4A	0.9500
N1—C5	1.328 (8)	C3—C2	1.369 (9)
N1—C6	1.332 (8)	C3—H3A	0.9500
C6—C3	1.365 (9)	C2—H2A	0.9500
N1—Cu1—N1^i	80.5 (3)	N1—C5—H5A	118.8
N1—Cu1—Cl2^i	172.16 (14)	C4—C5—H5A	118.8
N1^i—Cu1—Cl2^i	93.4 (2)	C5—C4—C2	118.7 (7)
N1—Cu1—Cl2	93.4 (2)	C5—C4—H4A	120.7
N1^i—Cu1—Cl2	172.16 (14)	C2—C4—H4A	120.7
Cl2^i—Cu1—Cl2	93.0 (2)	C6—C3—C2	119.4 (7)
C5—N1—C6	118.8 (5)	C6—C3—H3A	120.3
C5—N1—Cu1	126.7 (4)	C2—C3—H3A	120.3
C6—N1—Cu1	114.5 (4)	C4—C2—C3	119.0 (6)
N1—C6—C3	121.6 (6)	C4—C2—H2A	120.5
N1—C6—C6^i	115.2 (3)	C3—C2—H2A	120.5
C3—C6—C6^i	123.2 (4)	N1—Cu1—Cl2^ii	84.8 (3)
N1—C5—C4	122.5 (6)	Cl2—Cu1—Cl2^ii	89.3 (4)

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