Redetermination of bis­(2,2′-bipyridine)iodo­copper(II) triiodide

The crystal structure of the title compound, [CuI(C₁₀H₈N₂)₂]I₃, has been reported previously [Freckmann & Tebbe (1981), Acta Cryst. A37, C-228], but full results were not published. The cation and anion possess crystallographically imposed C₂ and C_i symmetry, respectively. The Cu^II atom is coordinated by four N atoms of two bidentate 2,2′-bipyridine ligands and one I atom in a distorted trigonal–bipyramidal geometry. The I atom occupies an equatorial position. In the crystal packing, the aryl rings of adjacent bipyridine ligands stack along the c axis to form zigzag chains, with C...C and C...N separations in the range 3.365–3.713 Å.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.011 Å
• R factor = 0.044
• wR factor = 0.095
• Data-to-parameter ratio = 21.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  I1     -   Cu      ..       6.12 su
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         11

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

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Computing details

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

(I)

Crystal data

[CuI(C20H16N4)]I3	F(000) = 1620
Mr = 883.51	Dx = 2.353 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 25 reflections
a = 26.353 (3) Å	θ = 11.5–14.3°
b = 7.3649 (7) Å	µ = 5.84 mm^−1
c = 14.8434 (16) Å	T = 295 K
β = 120.057 (10)°	Block, dark purple
V = 2493.5 (5) Å^3	0.23 × 0.20 × 0.20 mm
Z = 4

Data collection

Enraf–Nonius CAD-4 diffractometer	Rint = 0.023
Non–profiled ω/2θ scans	θmax = 27.5°, θmin = 2.8°
Absorption correction: ψ scan (North et al., 1968)	h = −34→29
Tmin = 0.265, Tmax = 0.305	k = 0→9
2972 measured reflections	l = 0→19
2856 independent reflections	3 standard reflections every 400 reflections
1927 reflections with I > 2σ(I)	intensity decay: 4%

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.044	w = 1/[σ^2(Fo^2) + (0.0346P)^2 + 8.6223P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.095	(Δ/σ)max < 0.001
S = 1.01	Δρmax = 1.27 e Å^−3
2856 reflections	Δρmin = −0.80 e Å^−3
134 parameters

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
I1	0	0.82633 (9)	0.25	0.0554 (2)
I2	0.25	0.25	0	0.0640 (2)
I3	0.28114 (2)	0.55264 (10)	0.14584 (5)	0.0758 (2)
Cu	0	0.46475 (15)	0.25	0.0355 (3)
N1	0.0570 (2)	0.4501 (7)	0.1993 (4)	0.0381 (12)
C2	0.1107 (3)	0.5240 (10)	0.2478 (5)	0.0451 (16)
H2	0.1221	0.592	0.3078	0.054*
C3	0.1492 (3)	0.5027 (10)	0.2122 (5)	0.0487 (18)
H3	0.1866	0.553	0.2484	0.058*
C4	0.1322 (3)	0.4072 (10)	0.1235 (6)	0.0508 (19)
H4	0.1579	0.3911	0.0984	0.061*
C5	0.0761 (3)	0.3336 (9)	0.0702 (5)	0.0440 (16)
H5	0.0634	0.2714	0.008	0.053*
C6	0.0392 (3)	0.3547 (8)	0.1116 (4)	0.0321 (13)
C7	−0.0203 (3)	0.2784 (7)	0.0634 (4)	0.0308 (13)
C8	−0.0456 (3)	0.1825 (9)	−0.0284 (5)	0.0428 (16)
H8	−0.0251	0.1625	−0.0634	0.051*
C9	−0.1018 (3)	0.1165 (9)	−0.0681 (5)	0.0534 (19)
H9	−0.1203	0.0546	−0.1312	0.064*
C10	−0.1300 (3)	0.1442 (9)	−0.0123 (5)	0.0532 (18)
H10	−0.1671	0.0959	−0.0353	0.064*
C11	−0.1028 (3)	0.2433 (10)	0.0772 (5)	0.0465 (16)
H11	−0.1228	0.2652	0.1129	0.056*
N12	−0.0490 (2)	0.3101 (7)	0.1159 (4)	0.0352 (12)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
I1	0.0910 (6)	0.0389 (4)	0.0604 (4)	0	0.0559 (4)	0
I2	0.0355 (3)	0.0942 (6)	0.0541 (4)	−0.0029 (4)	0.0164 (3)	0.0263 (4)
I3	0.0523 (3)	0.1019 (5)	0.0705 (4)	−0.0122 (3)	0.0286 (3)	0.0064 (3)
Cu	0.0380 (6)	0.0438 (6)	0.0324 (6)	0	0.0233 (5)	0
N1	0.038 (3)	0.043 (3)	0.037 (3)	−0.002 (3)	0.022 (2)	−0.004 (3)
C2	0.035 (3)	0.053 (4)	0.046 (4)	−0.006 (3)	0.019 (3)	−0.003 (3)
C3	0.044 (4)	0.053 (4)	0.058 (5)	−0.004 (4)	0.031 (4)	0.002 (4)
C4	0.053 (4)	0.055 (4)	0.067 (5)	0.005 (4)	0.046 (4)	0.013 (4)
C5	0.055 (4)	0.041 (4)	0.049 (4)	0.004 (3)	0.036 (4)	0.000 (3)
C6	0.042 (3)	0.029 (3)	0.031 (3)	0.007 (3)	0.023 (3)	0.008 (3)
C7	0.043 (3)	0.023 (3)	0.032 (3)	0.003 (3)	0.023 (3)	0.003 (2)
C8	0.044 (4)	0.041 (4)	0.042 (4)	0.008 (3)	0.020 (3)	0.001 (3)
C9	0.064 (5)	0.046 (4)	0.039 (4)	−0.006 (4)	0.017 (4)	−0.014 (3)
C10	0.056 (4)	0.038 (4)	0.050 (4)	−0.008 (4)	0.015 (4)	−0.001 (4)
C11	0.043 (4)	0.052 (4)	0.051 (4)	−0.011 (4)	0.029 (3)	−0.005 (4)
N12	0.035 (3)	0.039 (3)	0.032 (3)	−0.001 (2)	0.017 (2)	0.002 (2)

Geometric parameters (Å, º)

I1—Cu	2.6630 (13)	C4—H4	0.93
I2—I3^i	2.9238 (7)	C5—C6	1.395 (8)
I2—I3	2.9238 (7)	C5—H5	0.93
Cu—N1^ii	1.991 (5)	C6—C7	1.470 (8)
Cu—N1	1.991 (5)	C7—N12	1.351 (7)
Cu—N12	2.086 (5)	C7—C8	1.375 (8)
Cu—N12^ii	2.086 (5)	C8—C9	1.379 (9)
N1—C2	1.340 (7)	C8—H8	0.93
N1—C6	1.341 (7)	C9—C10	1.378 (10)
C2—C3	1.369 (9)	C9—H9	0.93
C2—H2	0.93	C10—C11	1.362 (9)
C3—C4	1.356 (10)	C10—H10	0.93
C3—H3	0.93	C11—N12	1.330 (8)
C4—C5	1.390 (9)	C11—H11	0.93
I3^i—I2—I3	180.00 (2)	C4—C5—H5	120.6
N1^ii—Cu—N1	173.8 (3)	C6—C5—H5	120.6
N1^ii—Cu—N12	96.2 (2)	N1—C6—C5	120.3 (6)
N1—Cu—N12	80.4 (2)	N1—C6—C7	116.2 (5)
N1^ii—Cu—N12^ii	80.4 (2)	C5—C6—C7	123.5 (6)
N1—Cu—N12^ii	96.2 (2)	N12—C7—C8	121.7 (6)
N12—Cu—N12^ii	113.8 (3)	N12—C7—C6	115.0 (5)
N1^ii—Cu—I1	93.11 (16)	C8—C7—C6	123.3 (5)
N1—Cu—I1	93.11 (16)	C7—C8—C9	119.3 (6)
N12—Cu—I1	123.10 (14)	C7—C8—H8	120.3
N12^ii—Cu—I1	123.10 (14)	C9—C8—H8	120.3
C2—N1—C6	119.7 (5)	C10—C9—C8	118.5 (6)
C2—N1—Cu	124.6 (4)	C10—C9—H9	120.7
C6—N1—Cu	115.7 (4)	C8—C9—H9	120.7
N1—C2—C3	122.3 (6)	C11—C10—C9	119.2 (7)
N1—C2—H2	118.9	C11—C10—H10	120.4
C3—C2—H2	118.9	C9—C10—H10	120.4
C4—C3—C2	119.1 (7)	N12—C11—C10	123.1 (7)
C4—C3—H3	120.5	N12—C11—H11	118.5
C2—C3—H3	120.5	C10—C11—H11	118.5
C3—C4—C5	119.7 (6)	C11—N12—C7	118.2 (5)
C3—C4—H4	120.2	C11—N12—Cu	129.1 (4)
C5—C4—H4	120.2	C7—N12—Cu	112.7 (4)
C4—C5—C6	118.9 (6)

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