catena-Poly[[trans-bis­(cyclo­hexane-1,2-diamine-κ2N,N)cadmium]-μ-iodido-(diiodidocadmium)-μ-iodido]

Cui, S.-F.; Wen, Q.-M.; Zhou, C.-H.

doi:10.1107/S1600536812024828

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 7| July 2012| Page m889

https://doi.org/10.1107/S1600536812024828

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catena-Poly[[trans-bis(cyclohexane-1,2-diamine-κ²N,N)cadmium]-μ-iodido-(diiodidocadmium)-μ-iodido]

Sheng-Feng Cui,^a Qin-Mei Wen ^a and Cheng-He Zhou ^a ^*

^aLaboratory of Bioorganic and Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, People's Republic of China
^*Correspondence e-mail: zhouch@swu.edu.cn

(Received 25 April 2012; accepted 31 May 2012; online 13 June 2012)

In the title compound, [Cd₂I₄(C₆H₁₄N₂)₂]_n, there are two independent Cd^II ions. One Cd^II ion is coordinated in a slightly distorted octahedral coordination environment by four N atoms from two cyclohexane-1,2-diamine ligands and two iodido ligands. The other Cd^II ion is coordinated by four iodido ligands in a slightly distorted tetrahedral coordination environment. Two of the iodido ligands act as bridging ligands connecting Cd^II ions and forming a one-dimensional polymer along [010]. In the crystal, N—H⋯I hydrogen bonds connect the one-dimensional structure into a two-dimensional framework parallel to (001).

Related literature

For general information on supramolecular recognition, see: Zhou et al. (2009 , 2010 ). For information on the selective recognition of Cd^II ions, see: Soisungwan (2012 ).

Experimental

Crystal data

[Cd₂I₄(C₆H₁₄N₂)₂]
M_r = 960.78
Monoclinic, P 2₁
a = 9.6627 (5) Å
b = 12.1821 (7) Å
c = 10.9665 (6) Å
β = 109.584 (1)°
V = 1216.21 (12) Å³
Z = 2
Mo Kα radiation
μ = 6.83 mm⁻¹
T = 296 K
0.35 × 0.33 × 0.32 mm

Data collection

Bruker SMART APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2009 ) T_min = 0.199, T_max = 0.219
9784 measured reflections
4039 independent reflections
3967 reflections with I > 2σ(I)
R_int = 0.026

Refinement

R[F² > 2σ(F²)] = 0.021
wR(F²) = 0.050
S = 1.03
4039 reflections
201 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 0.86 e Å⁻³
Δρ_min = −0.62 e Å⁻³
Absolute structure: Flack (1983 ), 1626 Friedel pairs
Flack parameter: 0.03 (2)

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1B⋯I4ⁱ	0.90	2.84	3.723 (4)	167
N2—H2B⋯I4ⁱⁱ	0.90	2.81	3.681 (5)	162
N3—H3A⋯I3ⁱ	0.90	2.94	3.809 (4)	162
N4—H4A⋯I3ⁱⁱ	0.90	3.03	3.875 (5)	157
Symmetry codes: (i) $[-x+1, y-{\script{1\over 2}}, -z+1]$ ; (ii) $[-x, y-{\script{1\over 2}}, -z+1]$ .

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; 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 global, I. DOI: https://doi.org/10.1107/S1600536812024828/lh5467sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536812024828/lh5467Isup2.hkl

checkCIF report

Comment top

Organometallic supramolecular chemistry is an increasingly active interdiscipline, which is a new extensive expansion of many natural sciences including chemical, pharmaceutical, biological and material scicences. The supramolecular recognition field attracts increasingly special attention (Zhou et al., 2009;2010). Our interest is to develop a novel efficient supramolecule for selective recognition of Cd^II ions (Soisungwan, 2012). Herein, the molecular structure of title compound is reported.

There are two independent Cd^II ions. One Cd^II ion is coordinated in a slightly distorted octahedral coordination environment by four N atoms from two cyclohexane-1,2-diamine ligands and two iodide ligands. The other Cd^II ion is coordinated by four iodide ligands in a slightly distorted tetrahedral coordination enviroment. Two of the iodide ligands act as bridging to connect Cd^II ions and form a one-dimensional polymer along [010] (Fig. 1). In the crystal, N—H···I hydrogen bonds connect the one-dimensional structure in a two-dimensional framework parallel to (001) (Fig. 2).

Related literature top

For general information on supramolecular recognition, see: Zhou et al. (2009, 2010). For information on the selective recognition of Cd^II ions, see: Soisungwan (2012).

Experimental top

A mixture of cyclohexane-1,2-diamine (0.11 g, 0.1 mol) and cadmium (II) iodide (0.38 g, 0.1 mol) in ethanol (10.0 ml) was stirred for 8 h under reflux. The white formed precipitate was filtered and then washed with cold methanol to afford a yellow solid. A crystal suitable for X-ray analysis was grown from a solution of the title compound in chloroform by slow evaporation at room temperature.

Structure description top

For general information on supramolecular recognition, see: Zhou et al. (2009, 2010). For information on the selective recognition of Cd^II ions, see: Soisungwan (2012).

Computing details top

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. Part of the one-dimensional structure showing displacement ellipsoids at the 50% probability level. H atoms bonded to C atoms are not shown and only the asymmetric unit is labeled.
	Fig. 2. Part of the crystal structure with hydrogen bonds shown as dashed lines. H atoms bonded to C atoms are not shown.

catena-Poly[[trans-bis(cyclohexane-1,2-diamine- κ²N,N)cadmium]-µ-iodido-(diiodidocadmium)-µ-iodido] top

Crystal data top

[Cd₂I₄(C₆H₁₄N₂)₂]	F(000) = 872
M_r = 960.78	D_x = 2.624 Mg m⁻³
Monoclinic, P2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 2403 reflections
a = 9.6627 (5) Å	θ = 2.0–26.0°
b = 12.1821 (7) Å	µ = 6.83 mm⁻¹
c = 10.9665 (6) Å	T = 296 K
β = 109.584 (1)°	Block, colorless
V = 1216.21 (12) Å³	0.35 × 0.33 × 0.32 mm
Z = 2

Data collection top

Bruker SMART APEXII CCD diffractometer	4039 independent reflections
Radiation source: fine-focus sealed tube	3967 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.026
φ and ω scans	θ_max = 26.0°, θ_min = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2009)	h = −11→11
T_min = 0.199, T_max = 0.219	k = −14→14
9784 measured reflections	l = −13→12

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.021	w = 1/[σ²(F_o²) + (0.0249P)² + 0.0879P] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.050	(Δ/σ)_max = 0.002
S = 1.03	Δρ_max = 0.86 e Å⁻³
4039 reflections	Δρ_min = −0.62 e Å⁻³
201 parameters	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
1 restraint	Extinction coefficient: 0.0054 (2)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983), 1626 Friedel pairs
Secondary atom site location: difference Fourier map	Absolute structure parameter: 0.03 (2)

Crystal data top

[Cd₂I₄(C₆H₁₄N₂)₂]	V = 1216.21 (12) Å³
M_r = 960.78	Z = 2
Monoclinic, P2₁	Mo Kα radiation
a = 9.6627 (5) Å	µ = 6.83 mm⁻¹
b = 12.1821 (7) Å	T = 296 K
c = 10.9665 (6) Å	0.35 × 0.33 × 0.32 mm
β = 109.584 (1)°

Data collection top

Bruker SMART APEXII CCD diffractometer	4039 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2009)	3967 reflections with I > 2σ(I)
T_min = 0.199, T_max = 0.219	R_int = 0.026
9784 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.021	H-atom parameters constrained
wR(F²) = 0.050	Δρ_max = 0.86 e Å⁻³
S = 1.03	Δρ_min = −0.62 e Å⁻³
4039 reflections	Absolute structure: Flack (1983), 1626 Friedel pairs
201 parameters	Absolute structure parameter: 0.03 (2)
1 restraint

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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	0.2321 (6)	0.2128 (4)	0.2157 (5)	0.0265 (11)
H1C	0.2580	0.1389	0.1955	0.032*
C2	0.2491 (7)	0.2898 (5)	0.1134 (6)	0.0381 (14)
H2C	0.3452	0.2788	0.1057	0.046*
H2D	0.2444	0.3649	0.1412	0.046*
C3	0.1322 (8)	0.2735 (6)	−0.0191 (6)	0.0480 (17)
H3C	0.1428	0.3297	−0.0780	0.058*
H3D	0.1458	0.2026	−0.0536	0.058*
C4	−0.0207 (8)	0.2797 (6)	−0.0097 (6)	0.0482 (17)
H4C	−0.0368	0.3518	0.0205	0.058*
H4D	−0.0936	0.2678	−0.0943	0.058*
C5	−0.0360 (7)	0.1927 (6)	0.0838 (6)	0.0429 (15)
H5A	−0.0220	0.1209	0.0516	0.051*
H5B	−0.1347	0.1955	0.0879	0.051*
C6	0.0746 (6)	0.2081 (5)	0.2196 (5)	0.0268 (11)
H6A	0.0539	0.2790	0.2521	0.032*
C7	0.4059 (6)	0.1103 (4)	0.8002 (5)	0.0257 (11)
H7A	0.3415	0.1640	0.8209	0.031*
C8	0.5348 (7)	0.0864 (5)	0.9240 (6)	0.0352 (14)
H8A	0.6038	0.0383	0.9032	0.042*
H8B	0.5853	0.1546	0.9570	0.042*
C9	0.4876 (7)	0.0330 (6)	1.0288 (6)	0.0405 (15)
H9A	0.4309	0.0853	1.0594	0.049*
H9B	0.5741	0.0137	1.1012	0.049*
C10	0.3952 (7)	−0.0700 (5)	0.9800 (6)	0.0376 (14)
H10A	0.4557	−0.1267	0.9614	0.045*
H10B	0.3588	−0.0973	1.0467	0.045*
C11	0.2670 (7)	−0.0446 (4)	0.8590 (6)	0.0303 (12)
H11A	0.2011	0.0062	0.8802	0.036*
H11B	0.2129	−0.1116	0.8268	0.036*
C12	0.3179 (6)	0.0057 (4)	0.7529 (5)	0.0254 (11)
H12A	0.3831	−0.0474	0.7327	0.030*
N1	0.3315 (5)	0.2411 (4)	0.3470 (4)	0.0278 (10)
H1A	0.3260	0.3136	0.3606	0.033*
H1B	0.4247	0.2252	0.3537	0.033*
N2	0.0665 (5)	0.1242 (4)	0.3116 (5)	0.0325 (11)
H2A	0.0675	0.0570	0.2778	0.039*
H2B	−0.0175	0.1316	0.3294	0.039*
N3	0.4548 (5)	0.1568 (4)	0.6965 (4)	0.0283 (10)
H3A	0.5339	0.1198	0.6928	0.034*
H3B	0.4804	0.2276	0.7141	0.034*
N4	0.1941 (5)	0.0265 (4)	0.6327 (4)	0.0272 (10)
H4A	0.1189	0.0565	0.6519	0.033*
H4B	0.1632	−0.0373	0.5911	0.033*
Cd1	0.26771 (5)	0.14437 (4)	0.50053 (4)	0.03445 (11)
Cd2	0.29638 (4)	0.51532 (3)	0.54349 (4)	0.02758 (10)
I1	0.13000 (4)	0.34667 (3)	0.60022 (4)	0.02942 (10)
I2	0.58302 (4)	0.43699 (3)	0.59181 (4)	0.02991 (10)
I3	0.16270 (4)	0.56236 (3)	0.28416 (4)	0.03520 (10)
I4	0.29511 (4)	0.70585 (3)	0.67547 (4)	0.03244 (10)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.028 (3)	0.028 (3)	0.027 (3)	0.005 (2)	0.013 (2)	−0.003 (2)
C2	0.046 (4)	0.036 (3)	0.040 (3)	0.007 (3)	0.024 (3)	0.007 (3)
C3	0.069 (5)	0.047 (4)	0.033 (3)	0.005 (3)	0.024 (3)	0.004 (3)
C4	0.056 (4)	0.050 (4)	0.030 (3)	0.014 (3)	0.004 (3)	−0.005 (3)
C5	0.035 (3)	0.058 (4)	0.028 (3)	0.005 (3)	0.001 (3)	−0.009 (3)
C6	0.028 (3)	0.029 (3)	0.023 (3)	0.005 (2)	0.007 (2)	−0.003 (2)
C7	0.023 (3)	0.028 (3)	0.027 (3)	0.002 (2)	0.010 (2)	−0.004 (2)
C8	0.037 (3)	0.033 (3)	0.031 (3)	0.000 (2)	0.006 (3)	−0.009 (2)
C9	0.041 (4)	0.050 (4)	0.028 (3)	0.004 (3)	0.009 (3)	0.001 (3)
C10	0.048 (4)	0.035 (3)	0.037 (3)	0.006 (3)	0.024 (3)	0.006 (3)
C11	0.040 (3)	0.025 (3)	0.032 (3)	0.000 (2)	0.021 (3)	−0.002 (2)
C12	0.031 (3)	0.022 (3)	0.026 (3)	−0.001 (2)	0.012 (2)	−0.004 (2)
N1	0.019 (2)	0.029 (2)	0.035 (3)	−0.0024 (18)	0.008 (2)	−0.0027 (19)
N2	0.021 (2)	0.038 (3)	0.038 (3)	−0.0028 (19)	0.010 (2)	−0.001 (2)
N3	0.021 (2)	0.031 (2)	0.033 (3)	−0.0003 (18)	0.0095 (19)	0.002 (2)
N4	0.021 (2)	0.031 (2)	0.031 (2)	−0.0069 (18)	0.0106 (19)	−0.0069 (19)
Cd1	0.0276 (2)	0.0449 (2)	0.0285 (2)	−0.00507 (18)	0.00643 (17)	0.00808 (18)
Cd2	0.0274 (2)	0.0250 (2)	0.0318 (2)	−0.00032 (15)	0.01194 (17)	−0.00169 (16)
I1	0.02921 (19)	0.02459 (18)	0.0380 (2)	0.00129 (13)	0.01589 (16)	0.00353 (14)
I2	0.02389 (19)	0.02559 (18)	0.0414 (2)	−0.00116 (13)	0.01243 (15)	−0.00022 (15)
I3	0.0283 (2)	0.0457 (2)	0.0310 (2)	−0.00090 (16)	0.00928 (16)	0.00441 (16)
I4	0.02979 (19)	0.02561 (18)	0.0454 (2)	−0.00135 (14)	0.01721 (16)	−0.00706 (16)

Geometric parameters (Å, º) top

C1—N1	1.479 (7)	C10—C11	1.513 (9)
C1—C2	1.513 (8)	C10—H10A	0.9700
C1—C6	1.537 (7)	C10—H10B	0.9700
C1—H1C	0.9800	C11—C12	1.535 (8)
C2—C3	1.525 (9)	C11—H11A	0.9700
C2—H2C	0.9700	C11—H11B	0.9700
C2—H2D	0.9700	C12—N4	1.474 (7)
C3—C4	1.517 (11)	C12—H12A	0.9800
C3—H3C	0.9700	N1—Cd1	2.302 (5)
C3—H3D	0.9700	N1—H1A	0.9000
C4—C5	1.515 (10)	N1—H1B	0.9000
C4—H4C	0.9700	N2—Cd1	2.331 (5)
C4—H4D	0.9700	N2—H2A	0.9000
C5—C6	1.526 (7)	N2—H2B	0.9000
C5—H5A	0.9700	N3—Cd1	2.303 (4)
C5—H5B	0.9700	N3—H3A	0.9000
C6—N2	1.457 (7)	N3—H3B	0.9000
C6—H6A	0.9800	N4—Cd1	2.315 (5)
C7—N3	1.483 (7)	N4—H4A	0.9000
C7—C12	1.523 (7)	N4—H4B	0.9000
C7—C8	1.532 (8)	Cd1—I1	3.1646 (6)
C7—H7A	0.9800	Cd1—I2ⁱ	3.2353 (6)
C8—C9	1.517 (9)	Cd2—I4	2.7374 (5)
C8—H8A	0.9700	Cd2—I3	2.7609 (6)
C8—H8B	0.9700	Cd2—I1	2.8041 (5)
C9—C10	1.529 (9)	Cd2—I2	2.8070 (5)
C9—H9A	0.9700	I2—Cd1ⁱⁱ	3.2353 (6)
C9—H9B	0.9700

N1—C1—C2	112.4 (5)	C10—C11—C12	111.8 (5)
N1—C1—C6	107.9 (4)	C10—C11—H11A	109.3
C2—C1—C6	113.4 (5)	C12—C11—H11A	109.3
N1—C1—H1C	107.6	C10—C11—H11B	109.3
C2—C1—H1C	107.6	C12—C11—H11B	109.3
C6—C1—H1C	107.6	H11A—C11—H11B	107.9
C1—C2—C3	113.3 (5)	N4—C12—C7	110.7 (4)
C1—C2—H2C	108.9	N4—C12—C11	112.1 (4)
C3—C2—H2C	108.9	C7—C12—C11	111.1 (4)
C1—C2—H2D	108.9	N4—C12—H12A	107.6
C3—C2—H2D	108.9	C7—C12—H12A	107.6
H2C—C2—H2D	107.7	C11—C12—H12A	107.6
C4—C3—C2	110.9 (5)	C1—N1—Cd1	110.3 (3)
C4—C3—H3C	109.5	C1—N1—H1A	109.6
C2—C3—H3C	109.5	Cd1—N1—H1A	109.6
C4—C3—H3D	109.5	C1—N1—H1B	109.6
C2—C3—H3D	109.5	Cd1—N1—H1B	109.6
H3C—C3—H3D	108.1	H1A—N1—H1B	108.1
C5—C4—C3	109.3 (5)	C6—N2—Cd1	108.6 (3)
C5—C4—H4C	109.8	C6—N2—H2A	110.0
C3—C4—H4C	109.8	Cd1—N2—H2A	110.0
C5—C4—H4D	109.8	C6—N2—H2B	110.0
C3—C4—H4D	109.8	Cd1—N2—H2B	110.0
H4C—C4—H4D	108.3	H2A—N2—H2B	108.3
C4—C5—C6	112.3 (5)	C7—N3—Cd1	109.8 (3)
C4—C5—H5A	109.2	C7—N3—H3A	109.7
C6—C5—H5A	109.2	Cd1—N3—H3A	109.7
C4—C5—H5B	109.2	C7—N3—H3B	109.7
C6—C5—H5B	109.2	Cd1—N3—H3B	109.7
H5A—C5—H5B	107.9	H3A—N3—H3B	108.2
N2—C6—C5	114.0 (5)	C12—N4—Cd1	109.8 (3)
N2—C6—C1	109.2 (4)	C12—N4—H4A	109.7
C5—C6—C1	110.7 (5)	Cd1—N4—H4A	109.7
N2—C6—H6A	107.6	C12—N4—H4B	109.7
C5—C6—H6A	107.6	Cd1—N4—H4B	109.7
C1—C6—H6A	107.6	H4A—N4—H4B	108.2
N3—C7—C12	110.1 (4)	N1—Cd1—N3	109.27 (16)
N3—C7—C8	112.3 (4)	N1—Cd1—N4	171.57 (16)
C12—C7—C8	109.8 (4)	N3—Cd1—N4	76.48 (15)
N3—C7—H7A	108.2	N1—Cd1—N2	75.63 (16)
C12—C7—H7A	108.2	N3—Cd1—N2	175.06 (17)
C8—C7—H7A	108.2	N4—Cd1—N2	98.71 (16)
C9—C8—C7	113.0 (5)	N1—Cd1—I1	95.78 (12)
C9—C8—H8A	109.0	N3—Cd1—I1	85.16 (12)
C7—C8—H8A	109.0	N4—Cd1—I1	90.79 (12)
C9—C8—H8B	109.0	N2—Cd1—I1	93.84 (13)
C7—C8—H8B	109.0	N1—Cd1—I2ⁱ	85.07 (12)
H8A—C8—H8B	107.8	N3—Cd1—I2ⁱ	92.92 (12)
C8—C9—C10	112.1 (5)	N4—Cd1—I2ⁱ	88.53 (12)
C8—C9—H9A	109.2	N2—Cd1—I2ⁱ	88.06 (13)
C10—C9—H9A	109.2	I1—Cd1—I2ⁱ	178.059 (17)
C8—C9—H9B	109.2	I4—Cd2—I3	106.571 (18)
C10—C9—H9B	109.2	I4—Cd2—I1	113.542 (17)
H9A—C9—H9B	107.9	I3—Cd2—I1	105.992 (17)
C11—C10—C9	110.4 (5)	I4—Cd2—I2	111.559 (17)
C11—C10—H10A	109.6	I3—Cd2—I2	110.876 (17)
C9—C10—H10A	109.6	I1—Cd2—I2	108.170 (16)
C11—C10—H10B	109.6	Cd2—I1—Cd1	98.931 (15)
C9—C10—H10B	109.6	Cd2—I2—Cd1ⁱⁱ	100.991 (14)
H10A—C10—H10B	108.1

N1—C1—C2—C3	−171.1 (5)	C1—N1—Cd1—N4	34.1 (12)
C6—C1—C2—C3	−48.3 (7)	C1—N1—Cd1—N2	−14.4 (3)
C1—C2—C3—C4	53.4 (7)	C1—N1—Cd1—I1	−106.9 (3)
C2—C3—C4—C5	−58.4 (7)	C1—N1—Cd1—I2ⁱ	74.8 (3)
C3—C4—C5—C6	60.4 (7)	C7—N3—Cd1—N1	171.0 (3)
C4—C5—C6—N2	−178.3 (5)	C7—N3—Cd1—N4	−15.4 (3)
C4—C5—C6—C1	−54.7 (7)	C7—N3—Cd1—N2	−2 (2)
N1—C1—C6—N2	−60.4 (5)	C7—N3—Cd1—I1	76.6 (3)
C2—C1—C6—N2	174.4 (4)	C7—N3—Cd1—I2ⁱ	−103.2 (3)
N1—C1—C6—C5	173.3 (5)	C12—N4—Cd1—N1	120.8 (10)
C2—C1—C6—C5	48.1 (6)	C12—N4—Cd1—N3	−13.1 (3)
N3—C7—C8—C9	−176.9 (5)	C12—N4—Cd1—N2	168.1 (3)
C12—C7—C8—C9	−54.1 (6)	C12—N4—Cd1—I1	−97.9 (3)
C7—C8—C9—C10	53.6 (7)	C12—N4—Cd1—I2ⁱ	80.3 (3)
C8—C9—C10—C11	−53.5 (7)	C6—N2—Cd1—N1	−17.3 (3)
C9—C10—C11—C12	55.7 (6)	C6—N2—Cd1—N3	156 (2)
N3—C7—C12—N4	−55.2 (5)	C6—N2—Cd1—N4	169.0 (3)
C8—C7—C12—N4	−179.3 (4)	C6—N2—Cd1—I1	77.7 (3)
N3—C7—C12—C11	179.5 (4)	C6—N2—Cd1—I2ⁱ	−102.7 (3)
C8—C7—C12—C11	55.5 (6)	I4—Cd2—I1—Cd1	−161.301 (17)
C10—C11—C12—N4	177.6 (4)	I3—Cd2—I1—Cd1	82.052 (18)
C10—C11—C12—C7	−57.9 (6)	I2—Cd2—I1—Cd1	−36.908 (19)
C2—C1—N1—Cd1	168.5 (4)	N1—Cd1—I1—Cd2	−28.11 (11)
C6—C1—N1—Cd1	42.7 (4)	N3—Cd1—I1—Cd2	80.81 (11)
C5—C6—N2—Cd1	170.3 (4)	N4—Cd1—I1—Cd2	157.17 (11)
C1—C6—N2—Cd1	45.9 (5)	N2—Cd1—I1—Cd2	−104.04 (12)
C12—C7—N3—Cd1	41.4 (5)	I2ⁱ—Cd1—I1—Cd2	87.7 (5)
C8—C7—N3—Cd1	164.0 (3)	I4—Cd2—I2—Cd1ⁱⁱ	−57.90 (2)
C7—C12—N4—Cd1	39.5 (5)	I3—Cd2—I2—Cd1ⁱⁱ	60.712 (19)
C11—C12—N4—Cd1	164.2 (3)	I1—Cd2—I2—Cd1ⁱⁱ	176.530 (16)
C1—N1—Cd1—N3	166.2 (3)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···I4ⁱ	0.90	2.84	3.723 (4)	167
N2—H2B···I4ⁱⁱⁱ	0.90	2.81	3.681 (5)	162
N3—H3A···I3ⁱ	0.90	2.94	3.809 (4)	162
N4—H4A···I3ⁱⁱⁱ	0.90	3.03	3.875 (5)	157

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

Experimental details

Crystal data
Chemical formula	[Cd₂I₄(C₆H₁₄N₂)₂]
M_r	960.78
Crystal system, space group	Monoclinic, P2₁
Temperature (K)	296
a, b, c (Å)	9.6627 (5), 12.1821 (7), 10.9665 (6)
β (°)	109.584 (1)
V (Å³)	1216.21 (12)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	6.83
Crystal size (mm)	0.35 × 0.33 × 0.32

Data collection
Diffractometer	Bruker SMART APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2009)
T_min, T_max	0.199, 0.219
No. of measured, independent and observed [I > 2σ(I)] reflections	9784, 4039, 3967
R_int	0.026
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.021, 0.050, 1.03
No. of reflections	4039
No. of parameters	201
No. of restraints	1
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.86, −0.62
Absolute structure	Flack (1983), 1626 Friedel pairs
Absolute structure parameter	0.03 (2)

Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···I4ⁱ	0.90	2.84	3.723 (4)	167.0
N2—H2B···I4ⁱⁱ	0.90	2.81	3.681 (5)	161.9
N3—H3A···I3ⁱ	0.90	2.94	3.809 (4)	162.3
N4—H4A···I3ⁱⁱ	0.90	3.03	3.875 (5)	157.4

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

Acknowledgements

This work was partially supported by the National Natural Science Foundation of China (grant No. 21172181), the key program from the Natural Science Foundation of Chongqing (grant No. CSTC2012jjB10026), the Specialized Research Fund for the Doctoral Program of Higher Education of China (grant No. SRFDP 20110182110007) and the Research Funds for the Central Universities (grant Nos. XDJK2011D007, XDJK2012B026).

References

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