catena-Poly[[[(triphenyl­phosphane)copper(I)]-di-μ-iodido-[(triphenyl­phosphane)copper(I)]-μ-[3,6-bis­(4-pyrid­yl)-1,2,4,5-tetra­zine]] acetonitrile disolvate]

Zhang, J.

doi:10.1107/S1600536810042807

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 11| November 2010| Page m1480

https://doi.org/10.1107/S1600536810042807

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catena-Poly[[[(triphenylphosphane)copper(I)]-di-μ-iodido-[(triphenylphosphane)copper(I)]-μ-[3,6-bis(4-pyridyl)-1,2,4,5-tetrazine]] acetonitrile disolvate]

Jinfang Zhang ^a ^*

^aMolecular Materials Research Center, Scientific Research Academy, School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, People's Republic of China
^*Correspondence e-mail: zjf260@ujs.edu.cn

(Received 1 October 2010; accepted 21 October 2010; online 30 October 2010)

The title compound, {[Cu₂I₂(C₁₂H₈N₆)(C₁₈H₁₅P)₂]·2CH₃CN}_n, contains centrosymmetric dinuclear Cu₂I₂(PPh₃)₂ units bridged by 3,6-bis(4-pyridyl)-1,2,4,5-tetrazine ligands lying also across crystallographic inversion centers, giving a chain structure in the ab plane. The distorted tetrahedral Cu^I atoms in the dinuclear unit are coordinated by two bridging iodide anions, one pyridine N atom from the substituted tetrazine ligand and one terminal triphenylphosphine P-atom donor. The Cu⋯Cu distance is 2.8293 (12) Å, implying a weak Cu⋯Cu interaction.

Related literature

For examples of metal-organic compounds with intriguing architectures and topologies, see: Eddaoudi et al. (2001 ). For potential applications of these compounds, see: Banerjee et al. (2008 ); Zhang et al. (2007 ). For examples of metal-organic frameworks constructed using long bridging ligands, see: Withersby et al. (2000 ).

Experimental

Crystal data

[Cu₂I₂(C₁₂H₈N₆)(C₁₈H₁₅P)₂]·2C₂H₃N
M_r = 1223.80
Monoclinic, P 2₁ /c
a = 12.344 (3) Å
b = 11.675 (2) Å
c = 18.521 (4) Å
β = 101.41 (3)°
V = 2616.4 (10) Å³
Z = 2
Mo Kα radiation
μ = 2.10 mm⁻¹
T = 293 K
0.25 × 0.20 × 0.15 mm

Data collection

Rigaku Saturn724 diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2007 ) T_min = 0.779, T_max = 1.000
12271 measured reflections
5042 independent reflections
4233 reflections with I > 2sI)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.040
wR(F²) = 0.079
S = 1.09
5042 reflections
299 parameters
H-atom parameters constrained
Δρ_max = 0.49 e Å⁻³
Δρ_min = −0.47 e Å⁻³

Data collection: CrystalClear (Rigaku, 2007); cell refinement: CrystalClear; data reduction: CrystalClear ; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536810042807/zs2071sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810042807/zs2071Isup2.hkl

checkCIF report

Comment top

Metal-organic frameworks have attracted great attention in recent years not only because of their intriguing structures (Eddaoudi et al., 2001) but also their potential applications (Banerjee et al., 2008; Zhang et al., 2007). Long bridging ligands can be employed for the construction of interesting metal-organic frameworks (Withersby et al., 2000). The extended bridging ligand 2,6-bis(4-pyridyl)-1,2,4,5-tetrazine was used to synthesize the title compound {[Cu₂I₂(C₁₂H₈N₆)((C₆H₅)₃P)₂ .2(CH₃CN)}_n (3,6-di₂(PPh₃)₂ (I) by using a diffusion reaction and the crystal structure is presented here.

The centrosymmetric dinuclear Cu₂I₂(PPh₃)₂ complex units in (I) are linked by the extended 3,6-di-4-pyridyl-1,2,4,5-tetrazine ligands, also lying across crystallographic inversion centers, giving a one-dimensional chain structure (Fig. 1). Each tetrahedral Cu^I centre in the dinuclear unit is coordinated by two bridging I anions [Cu—I, 2.6412 (9), 2.6603 (9) Å], one pyridine-N from the bridging substituted tetrazine ligand [Cu—N, 2.066 (3)Å] and one terminal triphenylphosphine P-donor [Cu—P, 2.2388 (11) Å]. The Cu···Cuⁱ distance is 2.8293 (12) Å, implying a weak Cu···Cu interaction [symmetry code: (i) -x, -y, -z].

Related literature top

For examples of metal-organic compounds with intriguing architectures and topologies, see: Eddaoudi et al. (2001). For potential applications of these compounds, see: Banerjee et al. (2008); Zhang et al. (2007). For examples of metal-organic frameworks constructed using long bridging ligands, see: Withersby et al. (2000).

Experimental top

CuI (0.1 mmol) and triphenylphosphine (0.2 mmol) were added to a mixture of 3 ml of dimethylformamide and 2 ml of H₃CN with thorough stirring for 2 minutes. After filtering, the filtrate was carefully layered with a solution of 0.1 mmol 3,6-bis(4-pyridyl)-1,2,4,5-tetrazine in 3 ml of CH₂Cl₂. Blue block crystals were obtained after two weeks.

Structure description top

For examples of metal-organic compounds with intriguing architectures and topologies, see: Eddaoudi et al. (2001). For potential applications of these compounds, see: Banerjee et al. (2008); Zhang et al. (2007). For examples of metal-organic frameworks constructed using long bridging ligands, see: Withersby et al. (2000).

Computing details top

Data collection: CrystalClear (Rigaku, 2007); cell refinement: CrystalClear (Rigaku, 2007); data reduction: CrystalClear (Rigaku, 2007); program(s) used to solve structure: SHELXSL97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure of a portion of the title compound, with atom labels and 30% probability displacement ellipsoids. All H atoms have been omitted. Symmetry codes: (i) -x, -y, -z; (ii) -x + 1, -y - 1, -z.

catena-Poly[[[(triphenylphosphane)copper(I)]-di-µ-iodido- [(triphenylphosphane)copper(I)]-µ-[3,6-bis(4-pyridyl)-1,2,4,5-tetrazine]] acetonitrile disolvate] top

Crystal data top

[Cu₂I₂(C₁₂H₈N₆)(C₁₈H₁₅P)₂]·2C₂H₃N	F(000) = 1212
M_r = 1223.80	D_x = 1.553 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 10225 reflections
a = 12.344 (3) Å	θ = 2.8–29.1°
b = 11.675 (2) Å	µ = 2.10 mm⁻¹
c = 18.521 (4) Å	T = 293 K
β = 101.41 (3)°	Block, blue
V = 2616.4 (10) Å³	0.25 × 0.20 × 0.15 mm
Z = 2

Data collection top

Rigaku Saturn724 diffractometer	5042 independent reflections
Radiation source: fine-focus sealed tube	4233 reflections with I > 2s˘I)
Graphite monochromator	R_int = 0.030
ω scans	θ_max = 26.0°, θ_min = 2.8°
Absorption correction: multi-scan (CrystalClear; Rigaku, 2007)	h = −15→11
T_min = 0.779, T_max = 1.000	k = −14→14
12271 measured reflections	l = −18→22

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.079	H-atom parameters constrained
S = 1.09	w = 1/[σ²(F_o²) + (0.0303P)² + 0.5456P] where P = (F_o² + 2F_c²)/3
5042 reflections	(Δ/σ)_max = 0.001
299 parameters	Δρ_max = 0.49 e Å⁻³
0 restraints	Δρ_min = −0.47 e Å⁻³

Crystal data top

[Cu₂I₂(C₁₂H₈N₆)(C₁₈H₁₅P)₂]·2C₂H₃N	V = 2616.4 (10) Å³
M_r = 1223.80	Z = 2
Monoclinic, P2₁/c	Mo Kα radiation
a = 12.344 (3) Å	µ = 2.10 mm⁻¹
b = 11.675 (2) Å	T = 293 K
c = 18.521 (4) Å	0.25 × 0.20 × 0.15 mm
β = 101.41 (3)°

Data collection top

Rigaku Saturn724 diffractometer	5042 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku, 2007)	4233 reflections with I > 2s˘I)
T_min = 0.779, T_max = 1.000	R_int = 0.030
12271 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.040	0 restraints
wR(F²) = 0.079	H-atom parameters constrained
S = 1.09	Δρ_max = 0.49 e Å⁻³
5042 reflections	Δρ_min = −0.47 e Å⁻³
299 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
I1	−0.01591 (2)	−0.05190 (2)	0.113971 (13)	0.04604 (10)
Cu1	0.11635 (4)	0.00036 (4)	0.02284 (2)	0.04082 (13)
P1	0.23134 (8)	0.14551 (8)	0.06241 (5)	0.0398 (2)
N1	0.1998 (2)	−0.1497 (2)	0.01109 (16)	0.0407 (7)
N2	0.4794 (3)	−0.4221 (3)	−0.05567 (17)	0.0466 (8)
N3	0.4453 (3)	−0.4974 (3)	0.05724 (16)	0.0468 (8)
N4	0.1913 (5)	0.7319 (6)	0.2563 (3)	0.121 (2)
C6	0.4276 (3)	−0.4218 (3)	0.0010 (2)	0.0393 (9)
C13	0.3435 (3)	0.1093 (3)	0.13879 (19)	0.0433 (9)
C2	0.3008 (3)	−0.3135 (3)	0.0653 (2)	0.0518 (10)
H2	0.3187	−0.3623	0.1055	0.062*
C23	0.0102 (5)	0.3983 (5)	0.0741 (4)	0.101 (2)
H23	−0.0614	0.4153	0.0498	0.121*
C22	0.0648 (6)	0.4706 (5)	0.1276 (4)	0.106 (2)
H22	0.0300	0.5367	0.1394	0.128*
C21	0.1706 (5)	0.4459 (4)	0.1637 (4)	0.0941 (19)
H21	0.2070	0.4945	0.2004	0.113*
C3	0.3460 (3)	−0.3303 (3)	0.00372 (19)	0.0383 (8)
C1	0.2290 (3)	−0.2235 (3)	0.0664 (2)	0.0517 (10)
H1	0.1990	−0.2137	0.1083	0.062*
C8	0.3772 (4)	0.1219 (4)	−0.0334 (2)	0.0648 (12)
H8	0.3975	0.0542	−0.0078	0.078*
C7	0.3016 (3)	0.1947 (3)	−0.01016 (19)	0.0463 (9)
C4	0.3140 (3)	−0.2564 (3)	−0.0553 (2)	0.0483 (10)
H4	0.3409	−0.2660	−0.0984	0.058*
C19	0.1689 (3)	0.2757 (3)	0.0911 (2)	0.0481 (10)
C16	0.5102 (4)	0.0355 (4)	0.2532 (2)	0.0654 (13)
H16	0.5662	0.0099	0.2910	0.079*
C5	0.2420 (3)	−0.1687 (3)	−0.0490 (2)	0.0472 (10)
H5	0.2214	−0.1197	−0.0890	0.057*
C17	0.5309 (4)	0.1236 (4)	0.2086 (2)	0.0631 (12)
H17	0.5998	0.1587	0.2166	0.076*
C18	0.4468 (3)	0.1597 (4)	0.1513 (2)	0.0554 (11)
H18	0.4606	0.2190	0.1208	0.066*
C14	0.3247 (4)	0.0209 (3)	0.1853 (2)	0.0522 (10)
H14	0.2557	−0.0141	0.1779	0.063*
C24	0.0620 (4)	0.2999 (4)	0.0565 (3)	0.0708 (13)
H24	0.0245	0.2500	0.0210	0.085*
C11	0.3177 (5)	0.3187 (5)	−0.1108 (3)	0.0841 (16)
H11	0.2973	0.3857	−0.1371	0.101*
C15	0.4076 (4)	−0.0155 (4)	0.2426 (2)	0.0646 (13)
H15	0.3940	−0.0740	0.2737	0.078*
C10	0.3914 (5)	0.2462 (6)	−0.1326 (3)	0.0908 (19)
H10	0.4206	0.2632	−0.1740	0.109*
C12	0.2727 (4)	0.2936 (4)	−0.0497 (2)	0.0648 (12)
H12	0.2226	0.3440	−0.0353	0.078*
C20	0.2222 (4)	0.3491 (4)	0.1454 (3)	0.0706 (13)
H20	0.2939	0.3326	0.1697	0.085*
C9	0.4224 (4)	0.1483 (5)	−0.0934 (3)	0.0834 (16)
H9	0.4741	0.0994	−0.1075	0.100*
C26	−0.0159 (6)	0.7161 (6)	0.2552 (3)	0.125 (3)
H26A	−0.0565	0.7385	0.2076	0.187*
H26B	−0.0362	0.7646	0.2922	0.187*
H26C	−0.0329	0.6380	0.2647	0.187*
C25	0.1023 (7)	0.7271 (6)	0.2569 (3)	0.0907 (19)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
I1	0.04230 (17)	0.05492 (18)	0.04190 (15)	0.00885 (12)	0.01074 (11)	0.00954 (12)
Cu1	0.0381 (3)	0.0371 (3)	0.0471 (3)	0.0054 (2)	0.0081 (2)	0.0014 (2)
P1	0.0371 (5)	0.0416 (5)	0.0413 (5)	−0.0004 (4)	0.0089 (4)	0.0018 (4)
N1	0.0381 (18)	0.0412 (17)	0.0443 (17)	0.0114 (14)	0.0116 (14)	0.0046 (15)
N2	0.048 (2)	0.0468 (18)	0.0485 (18)	0.0197 (16)	0.0180 (15)	0.0066 (15)
N3	0.050 (2)	0.0467 (18)	0.0454 (18)	0.0190 (16)	0.0146 (15)	0.0055 (16)
N4	0.108 (5)	0.154 (5)	0.095 (4)	0.031 (5)	0.005 (4)	0.022 (3)
C6	0.037 (2)	0.0367 (19)	0.044 (2)	0.0082 (16)	0.0076 (17)	0.0012 (17)
C13	0.037 (2)	0.052 (2)	0.0395 (19)	0.0020 (18)	0.0045 (17)	−0.0006 (18)
C2	0.062 (3)	0.049 (2)	0.049 (2)	0.027 (2)	0.019 (2)	0.0137 (19)
C23	0.076 (4)	0.080 (4)	0.138 (5)	0.033 (3)	−0.001 (4)	−0.028 (4)
C22	0.103 (5)	0.062 (3)	0.158 (6)	0.020 (3)	0.033 (5)	−0.038 (4)
C21	0.082 (4)	0.072 (4)	0.129 (5)	−0.004 (3)	0.023 (4)	−0.046 (3)
C3	0.033 (2)	0.037 (2)	0.045 (2)	0.0086 (16)	0.0087 (16)	−0.0022 (17)
C1	0.056 (3)	0.056 (2)	0.049 (2)	0.025 (2)	0.0236 (19)	0.012 (2)
C8	0.066 (3)	0.070 (3)	0.062 (3)	−0.005 (3)	0.022 (2)	−0.003 (2)
C7	0.045 (2)	0.053 (2)	0.041 (2)	−0.0093 (19)	0.0079 (18)	0.0023 (19)
C4	0.051 (2)	0.053 (2)	0.044 (2)	0.019 (2)	0.0167 (18)	0.0094 (19)
C19	0.047 (2)	0.044 (2)	0.055 (2)	−0.0004 (19)	0.0153 (19)	−0.002 (2)
C16	0.060 (3)	0.085 (3)	0.046 (2)	0.014 (3)	−0.004 (2)	−0.010 (2)
C5	0.046 (2)	0.052 (2)	0.045 (2)	0.0205 (19)	0.0113 (18)	0.0115 (19)
C17	0.044 (3)	0.082 (3)	0.060 (3)	−0.006 (2)	0.002 (2)	−0.006 (3)
C18	0.046 (3)	0.068 (3)	0.052 (2)	−0.002 (2)	0.008 (2)	0.002 (2)
C14	0.052 (3)	0.060 (3)	0.045 (2)	−0.001 (2)	0.009 (2)	0.002 (2)
C24	0.060 (3)	0.063 (3)	0.084 (3)	0.012 (2)	0.002 (3)	−0.014 (3)
C11	0.095 (4)	0.095 (4)	0.062 (3)	−0.029 (3)	0.014 (3)	0.023 (3)
C15	0.078 (4)	0.066 (3)	0.046 (2)	0.009 (3)	0.003 (2)	0.009 (2)
C10	0.102 (5)	0.129 (5)	0.048 (3)	−0.047 (4)	0.032 (3)	−0.002 (3)
C12	0.068 (3)	0.066 (3)	0.061 (3)	−0.011 (2)	0.011 (2)	0.014 (2)
C20	0.055 (3)	0.063 (3)	0.094 (3)	−0.007 (2)	0.015 (3)	−0.028 (3)
C9	0.086 (4)	0.102 (4)	0.074 (3)	−0.020 (3)	0.044 (3)	−0.021 (3)
C26	0.147 (7)	0.118 (5)	0.129 (6)	0.040 (5)	0.076 (5)	0.056 (4)
C25	0.118 (6)	0.096 (4)	0.060 (3)	0.033 (5)	0.022 (4)	0.022 (3)

Geometric parameters (Å, º) top

Cu1—N1	2.066 (3)	C8—C7	1.392 (6)
Cu1—P1	2.2388 (11)	C8—H8	0.9300
Cu1—I1ⁱ	2.6603 (9)	C7—C12	1.376 (6)
Cu1—Cu1ⁱ	2.8293 (12)	C4—C5	1.376 (5)
P1—C13	1.823 (4)	C4—H4	0.9300
P1—C19	1.830 (4)	C19—C24	1.378 (5)
P1—C7	1.831 (4)	C19—C20	1.384 (6)
N1—C1	1.333 (4)	C16—C17	1.374 (6)
N1—C5	1.338 (4)	C16—C15	1.378 (6)
N2—N3ⁱⁱ	1.327 (4)	C16—H16	0.9300
N2—C6	1.333 (5)	C5—H5	0.9300
N3—N2ⁱⁱ	1.327 (4)	C17—C18	1.395 (5)
N3—C6	1.349 (4)	C17—H17	0.9300
N4—C25	1.102 (8)	C18—H18	0.9300
C6—C3	1.476 (5)	C14—C15	1.386 (6)
C13—C18	1.382 (5)	C14—H14	0.9300
C13—C14	1.393 (5)	C24—H24	0.9300
C2—C1	1.378 (5)	C11—C10	1.361 (8)
C2—C3	1.378 (5)	C11—C12	1.387 (6)
C2—H2	0.9300	C11—H11	0.9300
C23—C22	1.372 (8)	C15—H15	0.9300
C23—C24	1.385 (6)	C10—C9	1.368 (7)
C23—H23	0.9300	C10—H10	0.9300
C22—C21	1.376 (8)	C12—H12	0.9300
C22—H22	0.9300	C20—H20	0.9300
C21—C20	1.373 (6)	C9—H9	0.9300
C21—H21	0.9300	C26—C25	1.460 (9)
C3—C4	1.387 (5)	C26—H26A	0.9600
C1—H1	0.9300	C26—H26B	0.9600
C8—C9	1.374 (6)	C26—H26C	0.9600

Cu1—I1—Cu1ⁱ	64.51 (3)	C8—C7—P1	118.6 (3)
N1—Cu1—P1	112.29 (9)	C5—C4—C3	119.0 (4)
N1—Cu1—I1	104.81 (9)	C5—C4—H4	120.5
P1—Cu1—I1	113.43 (3)	C3—C4—H4	120.5
N1—Cu1—I1ⁱ	103.87 (8)	C24—C19—C20	119.0 (4)
P1—Cu1—I1ⁱ	106.64 (4)	C24—C19—P1	117.0 (3)
I1—Cu1—I1ⁱ	115.49 (3)	C20—C19—P1	123.9 (3)
N1—Cu1—Cu1ⁱ	117.65 (9)	C17—C16—C15	120.8 (4)
P1—Cu1—Cu1ⁱ	129.83 (4)	C17—C16—H16	119.6
I1—Cu1—Cu1ⁱ	58.07 (3)	C15—C16—H16	119.6
I1ⁱ—Cu1—Cu1ⁱ	57.42 (3)	N1—C5—C4	123.9 (3)
C13—P1—C19	105.43 (17)	N1—C5—H5	118.1
C13—P1—C7	104.18 (18)	C4—C5—H5	118.1
C19—P1—C7	103.94 (19)	C16—C17—C18	119.0 (4)
C13—P1—Cu1	114.42 (13)	C16—C17—H17	120.5
C19—P1—Cu1	116.59 (13)	C18—C17—H17	120.5
C7—P1—Cu1	111.05 (12)	C13—C18—C17	121.4 (4)
C1—N1—C5	116.3 (3)	C13—C18—H18	119.3
C1—N1—Cu1	122.1 (2)	C17—C18—H18	119.3
C5—N1—Cu1	120.8 (2)	C15—C14—C13	120.8 (4)
N3ⁱⁱ—N2—C6	117.8 (3)	C15—C14—H14	119.6
N2ⁱⁱ—N3—C6	117.0 (3)	C13—C14—H14	119.6
N2—C6—N3	125.2 (3)	C19—C24—C23	120.3 (5)
N2—C6—C3	117.7 (3)	C19—C24—H24	119.8
N3—C6—C3	117.0 (3)	C23—C24—H24	119.8
C18—C13—C14	118.3 (3)	C10—C11—C12	120.7 (5)
C18—C13—P1	124.4 (3)	C10—C11—H11	119.7
C14—C13—P1	117.3 (3)	C12—C11—H11	119.7
C1—C2—C3	119.3 (3)	C16—C15—C14	119.7 (4)
C1—C2—H2	120.4	C16—C15—H15	120.1
C3—C2—H2	120.4	C14—C15—H15	120.1
C22—C23—C24	119.8 (5)	C11—C10—C9	119.7 (5)
C22—C23—H23	120.1	C11—C10—H10	120.1
C24—C23—H23	120.1	C9—C10—H10	120.1
C23—C22—C21	120.4 (5)	C7—C12—C11	120.5 (5)
C23—C22—H22	119.8	C7—C12—H12	119.7
C21—C22—H22	119.8	C11—C12—H12	119.7
C20—C21—C22	119.7 (5)	C21—C20—C19	120.8 (5)
C20—C21—H21	120.2	C21—C20—H20	119.6
C22—C21—H21	120.2	C19—C20—H20	119.6
C2—C3—C4	117.6 (3)	C10—C9—C8	120.1 (5)
C2—C3—C6	121.5 (3)	C10—C9—H9	120.0
C4—C3—C6	120.9 (3)	C8—C9—H9	120.0
N1—C1—C2	123.9 (4)	C25—C26—H26A	109.5
N1—C1—H1	118.1	C25—C26—H26B	109.5
C2—C1—H1	118.1	H26A—C26—H26B	109.5
C9—C8—C7	121.1 (5)	C25—C26—H26C	109.5
C9—C8—H8	119.4	H26A—C26—H26C	109.5
C7—C8—H8	119.4	H26B—C26—H26C	109.5
C12—C7—C8	117.9 (4)	N4—C25—C26	177.2 (8)
C12—C7—P1	122.9 (3)

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

Experimental details

Crystal data
Chemical formula	[Cu₂I₂(C₁₂H₈N₆)(C₁₈H₁₅P)₂]·2C₂H₃N
M_r	1223.80
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	293
a, b, c (Å)	12.344 (3), 11.675 (2), 18.521 (4)
β (°)	101.41 (3)
V (Å³)	2616.4 (10)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	2.10
Crystal size (mm)	0.25 × 0.20 × 0.15

Data collection
Diffractometer	Rigaku Saturn724
Absorption correction	Multi-scan (CrystalClear; Rigaku, 2007)
T_min, T_max	0.779, 1.000
No. of measured, independent and observed [I > 2s˘I)] reflections	12271, 5042, 4233
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.040, 0.079, 1.09
No. of reflections	5042
No. of parameters	299
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.49, −0.47

Computer programs: CrystalClear (Rigaku, 2007), SHELXSL97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Acknowledgements

This work was supported by the Foundation of Jiangsu University (08JDG036).

References

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