Dichlorido[1-(1,10-phenanthrolin-2-yl)-2-pyridone]cadmium(II)

Li, J.-M.

doi:10.1107/S1600536808019740

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 8| August 2008| Page m992

doi:10.1107/S1600536808019740

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Dichlorido[1-(1,10-phenanthrolin-2-yl)-2-pyridone]cadmium(II)

Jin-Min Li ^a ^*

^aChemistry and Chemical Engineering College, Shanxi Datong University, Datong 037008, People's Republic of China
^*Correspondence e-mail: jinminli1957@yahoo.com.cn

(Received 20 June 2008; accepted 27 June 2008; online 5 July 2008)

In the title mononuclear complex, [CdCl₂(C₁₇H₁₁N₃O)], the Cd^II ion assumes a distorted trigonal–bipyramidal coordination geometry. The pyridone plane is twisted out of the 1,10-phenanthroline mean plane by 43.8 (3)°. In the crystal structure, short intermolecular distances [3.627 (4)–3.671 (4) Å] between the centroids of the six- and five-membered Cd-containing rings suggest the existence of π–π interactions, which link the molecules into stacks along the a axis.

Related literature

For a related structure, see Liu et al. (2008 ).

Experimental

Crystal data

[CdCl₂(C₁₇H₁₁N₃O)]
M_r = 456.59
Monoclinic, P 2₁ /c
a = 7.5623 (13) Å
b = 14.105 (3) Å
c = 15.155 (3) Å
β = 97.728 (3)°
V = 1601.9 (5) Å³
Z = 4
Mo Kα radiation
μ = 1.71 mm⁻¹
T = 298 (2) K
0.11 × 0.06 × 0.05 mm

Data collection

Bruker SMART APEX CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2008 ) T_min = 0.835, T_max = 0.920
9188 measured reflections
3476 independent reflections
2229 reflections with I > 2σ(I)
R_int = 0.071

Refinement

R[F² > 2σ(F²)] = 0.071
wR(F²) = 0.136
S = 1.05
3476 reflections
217 parameters
H-atom parameters constrained
Δρ_max = 1.15 e Å⁻³
Δρ_min = −0.83 e Å⁻³

Table 1
Centroid–centroid distances (Å)

Cg1, Cg2 and Cg3 are the centroids of the rings Cd1/N2/N3/C8/C13, C8/C9/C11–C14 and N3/C13–C17, respectively.

Cg1⋯Cg2ⁱ	3.627 (4)
Cg2⋯Cg2ⁱ	3.631 (4)
Cg2⋯Cg3ⁱⁱ	3.671 (4)
Symmetry codes: (i) -x, -y+2, -z; (ii) -x+1, -y+2, -z.

Data collection: SMART (Bruker, 1997 ); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and local programs.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808019740/cv2426sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808019740/cv2426Isup2.hkl

checkCIF report

Comment top

Derivatives of 1,10-phenanthroline play an important role in modern coordination chemistry, and the complex with 1-(1,10-phenanthrolin-2-yl)-2-pyridone as bridging ligand and termial ligand has been reported (Liu et al., 2008). Here I report the crystal structure of the title complex with 1-(1,10-phenanthrolin-2-yl)-2-pyridone as terminal ligand.

Fig. 1 shows the title coordination structure, revealing that the atom Cd is in a distorted trigonal bipyramidal environment. The dihedral angle between the pyridine ring plane and 1,10-phenanthroline ring system plane is 43.8 (3)°, which is smaller than that of the binuclear Cd^II complex (Liu et al., 2008). The crystal packing exhibits weak π–π stacking interactions involving symmetry-related neigbouring complexes, the relevant distances being Cg1···Cg2ⁱ = 3.627 (4) Å and Cg1···Cg2ⁱ_perp = 3.407 Å and α = 4.70°; Cg2···Cg2ⁱ = 3.631 (4) Å and Cg2···Cg2ⁱ_perp = 3.464 Å and α = 0.00°; Cg2···Cg3ⁱⁱ =3.671 (4) Å and Cg2···Cg3ⁱⁱ_perp = 3.467 Å and α = 1.26° [symmetry codes: (i) -x, 2-y, -z; (ii) 1-x, 2-y, -z; Cg1, Cg2 and Cg3 are centroids of the Cd1/N2/N3/C8/C13, C8/C9/C11–C14 and N3/C13–C17 rings, respectively; Cgi···Cgj_perp is the perpendicular distance from ring Cgi to ring Cgj; α is the dihedral angle between ring plane Cgi and ring plane Cgj].

Related literature top

For a related structure, see Liu et al. (2008). Cg1, Cg2 and Cg3 are the centroids of the rings Cd1/N2/N3/C8/C13, C8/C9/C11–C14 and N3/C13–C17, respectively.

Experimental top

10 ml Methanol solution of 1-(1,10-phenanthrolin-2-yl)-2-pyridone (0.1620 g, 0.593 mmol) was added into 10 ml methanol solution containing CdCl₂.2.5H₂O (0.1352 g, 0.592 mmol) and the mixture was stirred for a few minutes. The colourless single crystals were obtained after the filtrate had been allowed to stand at room temperature for two weeks.

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and local programs.

Figures top

Fig. 1. The molecular structure of the title complex showing the atom-numbering scheme and 30% probability displacement ellipsoids.

Dichlorido[1-(1,10-phenanthrolin-2-yl)-2-pyridone]cadmium(II) top

Crystal data top

[CdCl₂(C₁₇H₁₁N₃O)]	F(000) = 896
M_r = 456.59	D_x = 1.893 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 970 reflections
a = 7.5623 (13) Å	θ = 2.7–18.8°
b = 14.105 (3) Å	µ = 1.71 mm⁻¹
c = 15.155 (3) Å	T = 298 K
β = 97.728 (3)°	Block, colourless
V = 1601.9 (5) Å³	0.11 × 0.06 × 0.05 mm
Z = 4

Data collection top

Bruker SMART APEX CCD diffractometer	3476 independent reflections
Radiation source: fine-focus sealed tube	2229 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.071
ϕ and ω scans	θ_max = 27.0°, θ_min = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 2008)	h = −9→9
T_min = 0.835, T_max = 0.920	k = −17→17
9188 measured reflections	l = −12→19

Refinement top

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)] = 0.071	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.136	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0492P)²] where P = (F_o² + 2F_c²)/3
3476 reflections	(Δ/σ)_max = 0.001
217 parameters	Δρ_max = 1.15 e Å⁻³
0 restraints	Δρ_min = −0.83 e Å⁻³

Crystal data top

[CdCl₂(C₁₇H₁₁N₃O)]	V = 1601.9 (5) Å³
M_r = 456.59	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 7.5623 (13) Å	µ = 1.71 mm⁻¹
b = 14.105 (3) Å	T = 298 K
c = 15.155 (3) Å	0.11 × 0.06 × 0.05 mm
β = 97.728 (3)°

Data collection top

Bruker SMART APEX CCD diffractometer	3476 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2008)	2229 reflections with I > 2σ(I)
T_min = 0.835, T_max = 0.920	R_int = 0.071
9188 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.071	0 restraints
wR(F²) = 0.136	H-atom parameters constrained
S = 1.05	Δρ_max = 1.15 e Å⁻³
3476 reflections	Δρ_min = −0.83 e Å⁻³
217 parameters

Special details top

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 (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.1695 (9)	0.9518 (5)	0.3440 (5)	0.0366 (17)
C2	0.1891 (10)	0.9363 (6)	0.4389 (5)	0.050 (2)
H2	0.1560	0.8781	0.4603	0.060*
C3	0.2543 (10)	1.0039 (6)	0.4973 (6)	0.052 (2)
H3	0.2638	0.9922	0.5581	0.063*
C4	0.3073 (11)	1.0914 (6)	0.4668 (6)	0.055 (2)
H4	0.3551	1.1373	0.5072	0.066*
C5	0.2892 (10)	1.1088 (5)	0.3801 (6)	0.049 (2)
H5	0.3256	1.1672	0.3604	0.059*
C6	0.1179 (10)	1.1614 (5)	0.2066 (6)	0.046 (2)
H6	0.0853	1.2001	0.2514	0.056*
C7	0.1882 (9)	1.0723 (5)	0.2263 (5)	0.0389 (18)
C8	0.2128 (8)	1.0430 (5)	0.0795 (5)	0.0326 (16)
C9	0.1472 (9)	1.1317 (5)	0.0533 (5)	0.0395 (18)
C10	0.0974 (9)	1.1916 (5)	0.1209 (6)	0.047 (2)
H10	0.0508	1.2515	0.1065	0.057*
C11	0.1306 (10)	1.1576 (5)	−0.0390 (6)	0.047 (2)
H11	0.0847	1.2168	−0.0566	0.057*
C12	0.1796 (9)	1.0986 (6)	−0.1005 (6)	0.048 (2)
H12	0.1671	1.1171	−0.1599	0.058*
C13	0.2654 (8)	0.9785 (5)	0.0133 (4)	0.0305 (16)
C14	0.2512 (9)	1.0072 (5)	−0.0751 (5)	0.0380 (18)
C15	0.3059 (10)	0.9431 (6)	−0.1369 (5)	0.048 (2)
H15	0.2987	0.9598	−0.1967	0.058*
C16	0.3689 (10)	0.8574 (6)	−0.1090 (5)	0.049 (2)
H16	0.4076	0.8150	−0.1494	0.059*
C17	0.3761 (10)	0.8321 (5)	−0.0188 (5)	0.045 (2)
H17	0.4158	0.7719	−0.0006	0.054*
Cd1	0.31562 (7)	0.85238 (4)	0.18959 (4)	0.0400 (2)
Cl1	0.5861 (3)	0.86363 (15)	0.29470 (14)	0.0613 (6)
Cl2	0.2258 (3)	0.68924 (14)	0.15321 (14)	0.0580 (6)
N1	0.2182 (7)	1.0428 (4)	0.3185 (4)	0.0379 (15)
N2	0.2331 (7)	1.0138 (4)	0.1660 (4)	0.0369 (14)
N3	0.3273 (7)	0.8923 (4)	0.0409 (4)	0.0330 (13)
O1	0.1125 (7)	0.8907 (3)	0.2885 (3)	0.0460 (13)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.034 (4)	0.034 (4)	0.042 (4)	0.001 (3)	0.007 (4)	0.005 (4)
C2	0.053 (5)	0.048 (5)	0.048 (5)	−0.009 (4)	0.004 (4)	−0.001 (4)
C3	0.065 (5)	0.056 (5)	0.036 (4)	0.001 (4)	0.007 (4)	−0.008 (4)
C4	0.069 (6)	0.050 (5)	0.045 (5)	−0.010 (4)	0.005 (5)	−0.014 (4)
C5	0.058 (5)	0.036 (4)	0.053 (5)	0.001 (4)	0.009 (5)	−0.006 (4)
C6	0.043 (4)	0.033 (4)	0.064 (6)	0.002 (3)	0.010 (4)	−0.013 (4)
C7	0.036 (4)	0.042 (4)	0.039 (4)	0.002 (3)	0.009 (4)	−0.001 (4)
C8	0.028 (4)	0.029 (4)	0.040 (4)	−0.002 (3)	0.004 (3)	0.001 (3)
C9	0.024 (4)	0.038 (4)	0.055 (5)	−0.003 (3)	0.000 (4)	0.003 (4)
C10	0.039 (4)	0.028 (4)	0.074 (6)	0.010 (3)	0.002 (4)	0.009 (4)
C11	0.050 (5)	0.035 (4)	0.054 (5)	−0.007 (4)	−0.008 (4)	0.022 (4)
C12	0.044 (5)	0.051 (5)	0.045 (5)	−0.011 (4)	−0.011 (4)	0.018 (4)
C13	0.027 (4)	0.033 (4)	0.030 (4)	−0.007 (3)	−0.001 (3)	0.000 (3)
C14	0.037 (4)	0.049 (5)	0.026 (4)	−0.010 (4)	−0.004 (3)	−0.002 (4)
C15	0.055 (5)	0.058 (5)	0.031 (4)	−0.024 (4)	0.007 (4)	0.001 (4)
C16	0.046 (5)	0.057 (5)	0.047 (5)	−0.012 (4)	0.013 (4)	−0.013 (5)
C17	0.052 (5)	0.029 (4)	0.054 (5)	−0.001 (3)	0.010 (4)	−0.010 (4)
Cd1	0.0511 (4)	0.0353 (3)	0.0328 (3)	0.0065 (3)	0.0029 (2)	0.0033 (3)
Cl1	0.0558 (12)	0.0765 (15)	0.0481 (12)	−0.0004 (11)	−0.0063 (10)	0.0119 (12)
Cl2	0.0922 (16)	0.0353 (10)	0.0463 (12)	−0.0013 (11)	0.0083 (12)	0.0006 (10)
N1	0.039 (4)	0.038 (3)	0.037 (4)	−0.003 (3)	0.005 (3)	−0.003 (3)
N2	0.028 (3)	0.041 (3)	0.041 (4)	0.001 (3)	0.001 (3)	0.000 (3)
N3	0.037 (3)	0.032 (3)	0.030 (3)	−0.001 (3)	0.003 (3)	0.002 (3)
O1	0.058 (3)	0.037 (3)	0.045 (3)	−0.010 (3)	0.012 (3)	−0.006 (3)

Geometric parameters (Å, º) top

C1—O1	1.239 (8)	C9—C11	1.436 (11)
C1—N1	1.404 (8)	C10—H10	0.9300
C1—C2	1.442 (10)	C11—C12	1.337 (11)
C2—C3	1.348 (10)	C11—H11	0.9300
C2—H2	0.9300	C12—C14	1.431 (10)
C3—C4	1.394 (11)	C12—H12	0.9300
C3—H3	0.9300	C13—N3	1.348 (8)
C4—C5	1.326 (11)	C13—C14	1.390 (9)
C4—H4	0.9300	C14—C15	1.403 (10)
C5—N1	1.375 (9)	C15—C16	1.347 (10)
C5—H5	0.9300	C15—H15	0.9300
C6—C10	1.356 (11)	C16—C17	1.407 (10)
C6—C7	1.382 (9)	C16—H16	0.9300
C6—H6	0.9300	C17—N3	1.329 (8)
C7—N2	1.310 (8)	C17—H17	0.9300
C7—N1	1.446 (9)	Cd1—N3	2.336 (6)
C8—N2	1.362 (8)	Cd1—O1	2.349 (5)
C8—C9	1.384 (9)	Cd1—N2	2.376 (6)
C8—C13	1.450 (9)	Cd1—Cl1	2.423 (2)
C9—C10	1.417 (11)	Cd1—Cl2	2.441 (2)

Cg1···Cg2ⁱ	3.627 (4)	Cg2···Cg3ⁱⁱ	3.671 (4)
Cg2···Cg2ⁱ	3.631 (4)

O1—C1—N1	121.9 (7)	N3—C13—C14	122.7 (6)
O1—C1—C2	123.4 (7)	N3—C13—C8	117.9 (6)
N1—C1—C2	114.6 (7)	C14—C13—C8	119.4 (6)
C3—C2—C1	121.8 (7)	C13—C14—C15	117.7 (7)
C3—C2—H2	119.1	C13—C14—C12	119.9 (7)
C1—C2—H2	119.1	C15—C14—C12	122.4 (7)
C2—C3—C4	120.3 (8)	C16—C15—C14	119.5 (7)
C2—C3—H3	119.9	C16—C15—H15	120.2
C4—C3—H3	119.9	C14—C15—H15	120.3
C5—C4—C3	119.7 (8)	C15—C16—C17	119.9 (7)
C5—C4—H4	120.1	C15—C16—H16	120.1
C3—C4—H4	120.1	C17—C16—H16	120.1
C4—C5—N1	121.8 (8)	N3—C17—C16	121.4 (7)
C4—C5—H5	119.1	N3—C17—H17	119.3
N1—C5—H5	119.1	C16—C17—H17	119.3
C10—C6—C7	119.0 (7)	N3—Cd1—O1	132.29 (19)
C10—C6—H6	120.5	N3—Cd1—N2	70.5 (2)
C7—C6—H6	120.5	O1—Cd1—N2	72.21 (18)
N2—C7—C6	123.4 (7)	N3—Cd1—Cl1	118.71 (14)
N2—C7—N1	118.2 (6)	O1—Cd1—Cl1	97.58 (15)
C6—C7—N1	118.5 (7)	N2—Cd1—Cl1	102.58 (15)
N2—C8—C9	122.6 (6)	N3—Cd1—Cl2	93.15 (14)
N2—C8—C13	118.0 (6)	O1—Cd1—Cl2	100.09 (13)
C9—C8—C13	119.3 (7)	N2—Cd1—Cl2	144.10 (15)
C8—C9—C10	116.8 (7)	Cl1—Cd1—Cl2	113.26 (8)
C8—C9—C11	119.4 (7)	C5—N1—C1	121.7 (6)
C10—C9—C11	123.8 (7)	C5—N1—C7	117.2 (6)
C6—C10—C9	119.8 (7)	C1—N1—C7	121.0 (6)
C6—C10—H10	120.1	C7—N2—C8	118.4 (6)
C9—C10—H10	120.1	C7—N2—Cd1	125.8 (5)
C12—C11—C9	121.7 (7)	C8—N2—Cd1	115.4 (4)
C12—C11—H11	119.2	C17—N3—C13	118.8 (6)
C9—C11—H11	119.2	C17—N3—Cd1	123.5 (5)
C11—C12—C14	120.2 (7)	C13—N3—Cd1	117.4 (4)
C11—C12—H12	119.9	C1—O1—Cd1	113.3 (4)
C14—C12—H12	119.9

O1—C1—C2—C3	178.9 (7)	N2—C7—N1—C1	−46.0 (9)
N1—C1—C2—C3	−1.8 (10)	C6—C7—N1—C1	135.6 (7)
C1—C2—C3—C4	−0.9 (12)	C6—C7—N2—C8	1.3 (10)
C2—C3—C4—C5	1.7 (13)	N1—C7—N2—C8	−177.0 (6)
C3—C4—C5—N1	0.4 (13)	C6—C7—N2—Cd1	−170.8 (5)
C10—C6—C7—N2	−1.5 (11)	N1—C7—N2—Cd1	10.9 (9)
C10—C6—C7—N1	176.8 (7)	C9—C8—N2—C7	0.1 (10)
N2—C8—C9—C10	−1.2 (10)	C13—C8—N2—C7	179.1 (6)
C13—C8—C9—C10	179.8 (6)	C9—C8—N2—Cd1	173.0 (5)
N2—C8—C9—C11	179.6 (6)	C13—C8—N2—Cd1	−8.0 (7)
C13—C8—C9—C11	0.7 (9)	N3—Cd1—N2—C7	−179.8 (6)
C7—C6—C10—C9	0.2 (11)	O1—Cd1—N2—C7	30.5 (5)
C8—C9—C10—C6	1.0 (10)	Cl1—Cd1—N2—C7	−63.5 (6)
C11—C9—C10—C6	−179.9 (7)	Cl2—Cd1—N2—C7	113.1 (5)
C8—C9—C11—C12	−1.0 (11)	N3—Cd1—N2—C8	7.9 (4)
C10—C9—C11—C12	179.9 (7)	O1—Cd1—N2—C8	−141.8 (5)
C9—C11—C12—C14	−0.2 (11)	Cl1—Cd1—N2—C8	124.2 (4)
N2—C8—C13—N3	1.6 (9)	Cl2—Cd1—N2—C8	−59.2 (5)
C9—C8—C13—N3	−179.4 (6)	C16—C17—N3—C13	1.8 (10)
N2—C8—C13—C14	−178.2 (6)	C16—C17—N3—Cd1	175.4 (5)
C9—C8—C13—C14	0.9 (9)	C14—C13—N3—C17	−0.3 (9)
N3—C13—C14—C15	−0.6 (10)	C8—C13—N3—C17	179.9 (6)
C8—C13—C14—C15	179.1 (6)	C14—C13—N3—Cd1	−174.4 (5)
N3—C13—C14—C12	178.2 (6)	C8—C13—N3—Cd1	5.9 (7)
C8—C13—C14—C12	−2.1 (10)	O1—Cd1—N3—C17	−140.4 (5)
C11—C12—C14—C13	1.8 (10)	N2—Cd1—N3—C17	179.1 (6)
C11—C12—C14—C15	−179.4 (7)	Cl1—Cd1—N3—C17	85.1 (5)
C13—C14—C15—C16	0.1 (10)	Cl2—Cd1—N3—C17	−33.7 (5)
C12—C14—C15—C16	−178.7 (7)	O1—Cd1—N3—C13	33.3 (5)
C14—C15—C16—C17	1.2 (11)	N2—Cd1—N3—C13	−7.2 (4)
C15—C16—C17—N3	−2.3 (11)	Cl1—Cd1—N3—C13	−101.2 (4)
C4—C5—N1—C1	−3.3 (11)	Cl2—Cd1—N3—C13	140.0 (4)
C4—C5—N1—C7	174.1 (7)	N1—C1—O1—Cd1	59.8 (7)
O1—C1—N1—C5	−176.9 (6)	C2—C1—O1—Cd1	−121.0 (6)
C2—C1—N1—C5	3.9 (9)	N3—Cd1—O1—C1	−104.1 (5)
O1—C1—N1—C7	5.9 (10)	N2—Cd1—O1—C1	−64.0 (5)
C2—C1—N1—C7	−173.4 (6)	Cl1—Cd1—O1—C1	36.8 (5)
N2—C7—N1—C5	136.6 (7)	Cl2—Cd1—O1—C1	152.2 (5)
C6—C7—N1—C5	−41.8 (9)

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

Experimental details

Crystal data
Chemical formula	[CdCl₂(C₁₇H₁₁N₃O)]
M_r	456.59
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	7.5623 (13), 14.105 (3), 15.155 (3)
β (°)	97.728 (3)
V (Å³)	1601.9 (5)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.71
Crystal size (mm)	0.11 × 0.06 × 0.05

Data collection
Diffractometer	Bruker SMART APEX CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2008)
T_min, T_max	0.835, 0.920
No. of measured, independent and observed [I > 2σ(I)] reflections	9188, 3476, 2229
R_int	0.071
(sin θ/λ)_max (Å⁻¹)	0.639

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.071, 0.136, 1.05
No. of reflections	3476
No. of parameters	217
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.15, −0.83

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXTL (Sheldrick, 2008) and local programs.

Selected interatomic distances (Å) top

Cg1···Cg2ⁱ	3.627 (4)	Cg2···Cg3ⁱⁱ	3.671 (4)
Cg2···Cg2ⁱ	3.631 (4)

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

References

Bruker (1997). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Liu, Q. S., Liu, L. D. & Shi, J. M. (2008). Acta Cryst. C64, m58–m60. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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ISSN: 2056-9890

Volume 64| Part 8| August 2008| Page m992

doi:10.1107/S1600536808019740

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