Octa­kis(3-methyl­anilinium) hexa­chlorido­cadmate tetra­chloride

Liu, M.-L.

doi:10.1107/S1600536811049464

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 12| December 2011| Page m1827

https://doi.org/10.1107/S1600536811049464

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Octakis(3-methylanilinium) hexachloridocadmate tetrachloride

Ming-Liang Liu ^a ^*

^aCollege of Chemistryand Chemical Engineering, Southeast University, Nanjing 211189, People's Republic of China
^*Correspondence e-mail: jgsdxlml@163.com

(Received 17 November 2011; accepted 19 November 2011; online 25 November 2011)

The asymmetric unit of the title compound, (C₇H₁₀N)₈[CdCl₆]Cl₄, contains four 3-methylanilinium cations, two chloride anions and half an octahedral hexachloridocadmate(II) anion, which lies on an inversion centre. In the crystal, numerous N—H⋯Cl and bifurcated N—H⋯(Cl,Cl) hydrogen bonds link the components.

Related literature

For background to ferroelectric metal-organic complexes, see: Ye et al. (2009 ); Zhang et al. (2009 , 2010 ). For a related structure, see: Liu (2011 ).

Experimental

Crystal data

(C₇H₁₀N)₈[CdCl₆]Cl₄
M_r = 1332.18
Triclinic, $[P \overline 1]$
a = 8.8863 (18) Å
b = 14.116 (3) Å
c = 14.251 (3) Å
α = 87.92 (3)°
β = 71.88 (3)°
γ = 75.20 (3)°
V = 1640.8 (6) Å³
Z = 1
Mo Kα radiation
μ = 0.78 mm⁻¹
T = 293 K
0.20 × 0.20 × 0.20 mm

Data collection

Rigaku SCXmini CCD diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ) T_min = 0.860, T_max = 0.860
14045 measured reflections
5776 independent reflections
4134 reflections with I > 2σ(I)
R_int = 0.064

Refinement

R[F² > 2σ(F²)] = 0.053
wR(F²) = 0.144
S = 0.91
5776 reflections
348 parameters
18 restraints
H-atom parameters constrained
Δρ_max = 0.54 e Å⁻³
Δρ_min = −0.39 e Å⁻³

Table 1
Selected bond lengths (Å)

Cd1—Cl1	2.5425 (12)
Cd1—Cl2	2.6743 (13)
Cd1—Cl3	2.6760 (15)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Cl5ⁱ	0.89	2.38	3.264 (5)	176
N1—H1B⋯Cl4ⁱⁱ	0.89	2.47	3.309 (5)	157
N1—H1C⋯Cl2ⁱⁱⁱ	0.89	2.54	3.329 (5)	148
N1—H1C⋯Cl3^iv	0.89	2.88	3.427 (5)	121
N2—H2A⋯Cl4^v	0.89	2.38	3.265 (5)	176
N2—H2B⋯Cl3^v	0.89	2.51	3.300 (5)	149
N2—H2B⋯Cl2^vi	0.89	2.93	3.495 (5)	123
N2—H2C⋯Cl5^vii	0.89	2.33	3.186 (5)	162
N3—H3A⋯Cl4	0.89	2.37	3.254 (5)	172
N3—H3B⋯Cl3^vii	0.89	2.61	3.344 (5)	140
N3—H3B⋯Cl2^vii	0.89	2.75	3.367 (5)	127
N3—H3C⋯Cl5^vi	0.89	2.44	3.289 (5)	159
N4—H4A⋯Cl4	0.89	2.40	3.270 (5)	167
N4—H4B⋯Cl5^vi	0.89	2.38	3.267 (5)	177
N4—H4C⋯Cl2	0.89	2.55	3.305 (5)	143
N4—H4C⋯Cl3	0.89	2.91	3.526 (5)	128
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) -x+2, -y, -z+1; (iii) x, y, z+1; (iv) -x+1, -y, -z+1; (v) x, y+1, z; (vi) -x+1, -y+1, -z; (vii) x+1, y, z.

Data collection: CrystalClear (Rigaku, 2005); 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/S1600536811049464/hb6519sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536811049464/hb6519Isup2.hkl

checkCIF report

Comment top

Recently much attention has been devoted to simple molecular-ionic compounds containing inorganic and organic ions due to the tunability of their special structural features and their potential ferroelectrics property. Ferroelectric materials that exhibit reversible electric polarization in response to an external electric field have found many applications such as nonvolatile memory storage, electronics and optics. The freezing of a certain functional group at low temperature forces significant orientational motions of the guest molecules and thus induces the formation of the ferroelectric phase. (Zhang et al. 2009; Ye et al. 2009; Zhang et al. 2010.). In our laboratory, the title compound, (I), has been synthesized and its crystal structure is herein reported.

The title compound, [(C₇H₁₀N)₈CdCl₆]Cl₄, has an asymmertic unit that consists of four 3-methylanilinium cations, two chloride anions and one hexachloridocadmiumate anion (Fig 1), which lies in a symmetrical center. The non-hydrogen atoms of C₇H₁₀N cations are nearly coplanar, the cadmium atom is coordinated by six chloride ions, forming a distorted octahedron, the average Cd—Cl bond distances range from 2.5425 (12) Å to 2.6760 (15) Å, the Cl—Cd—Cl angles range from 88.87 (5)°to 180°.The existence of N—H···Cl hydrogen-bonding interactions makes great contribution to the stability of the crystal structure (Fig 2).

Related literature top

For background to ferroelectric metal-organic complexes, see: Ye et al. (2009); Zhang et al. (2009, 2010). For a related structure, see: Liu (2011).

Experimental top

3.21 g (0.03 mol) of 3-methylbenzenamine was firstly dissolved in 30 ml ethanol, to which 1.1 g (0.03 mol) of hydrochloric acid was then added to afford the solution, then the 0.83 g (0.01 mol) cadmium chloride was dissolved in 20 ml e thanol which was added hydrochloric acid, at last, mixed the above solution without any precipitation under stirring at the ambient temperature. Single crystals suitable for X-ray structure analysis were obtained by the slow evaporation of the above solution after 4 days in air.

The dielectric constant of the compound as a function of temperature indicates that the permittivity is basically temperature-independent (ε = C/(T–T₀)), suggesting that this compound is not ferroelectric or there may be no distinct phase transition occurring within the measured temperature within the measured temperature (below the melting point).

Structure description top

For background to ferroelectric metal-organic complexes, see: Ye et al. (2009); Zhang et al. (2009, 2010). For a related structure, see: Liu (2011).

Computing details top

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear (Rigaku, 2005); data reduction: CrystalClear (Rigaku, 2005); 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. The molecular structure of the title compound, showing 30% probability displacement ellipsoids.
	Fig. 2. Crystal structure of the title compound with view along the a axis. Intermolecular interactions are shown as dashed lines.

Octakis(3-methylanilinium) hexachloridocadmate tetrachloride top

Crystal data top

(C₇H₁₀N)₈[CdCl₆]Cl₄	V = 1640.8 (6) Å³
M_r = 1332.18	Z = 1
Triclinic, P1	F(000) = 690
Hall symbol: -P 1	D_x = 1.348 Mg m⁻³
a = 8.8863 (18) Å	Mo Kα radiation, λ = 0.71073 Å
b = 14.116 (3) Å	θ = 3.4–25°
c = 14.251 (3) Å	µ = 0.78 mm⁻¹
α = 87.92 (3)°	T = 293 K
β = 71.88 (3)°	Block, colourless
γ = 75.20 (3)°	0.20 × 0.20 × 0.20 mm

Data collection top

Rigaku SCXmini CCD diffractometer	5776 independent reflections
Radiation source: fine-focus sealed tube	4134 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.064
CCD_Profile_fitting scans	θ_max = 25.0°, θ_min = 3.0°
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	h = −10→10
T_min = 0.860, T_max = 0.860	k = −16→16
14045 measured reflections	l = −16→16

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)] = 0.053	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.144	H-atom parameters constrained
S = 0.91	w = 1/[σ²(F_o²) + (0.0846P)² + 0.9416P] where P = (F_o² + 2F_c²)/3
5776 reflections	(Δ/σ)_max = 0.074
348 parameters	Δρ_max = 0.54 e Å⁻³
18 restraints	Δρ_min = −0.39 e Å⁻³

Crystal data top

(C₇H₁₀N)₈[CdCl₆]Cl₄	γ = 75.20 (3)°
M_r = 1332.18	V = 1640.8 (6) Å³
Triclinic, P1	Z = 1
a = 8.8863 (18) Å	Mo Kα radiation
b = 14.116 (3) Å	µ = 0.78 mm⁻¹
c = 14.251 (3) Å	T = 293 K
α = 87.92 (3)°	0.20 × 0.20 × 0.20 mm
β = 71.88 (3)°

Data collection top

Rigaku SCXmini CCD diffractometer	5776 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	4134 reflections with I > 2σ(I)
T_min = 0.860, T_max = 0.860	R_int = 0.064
14045 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.053	18 restraints
wR(F²) = 0.144	H-atom parameters constrained
S = 0.91	Δρ_max = 0.54 e Å⁻³
5776 reflections	Δρ_min = −0.39 e Å⁻³
348 parameters

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
N1	0.8397 (6)	0.1086 (3)	0.7966 (3)	0.0507 (11)
H1A	0.8672	0.1473	0.8329	0.076*
H1B	0.9020	0.0477	0.7935	0.076*
H1C	0.7349	0.1089	0.8241	0.076*
C1	0.8646 (6)	0.1450 (4)	0.6958 (4)	0.0443 (13)
C2	0.9124 (6)	0.2302 (4)	0.6733 (4)	0.0483 (13)
H2	0.9252	0.2660	0.7225	0.058*
C3	0.9416 (7)	0.2637 (4)	0.5790 (4)	0.0578 (16)
C4	0.8444 (7)	0.0901 (4)	0.6257 (4)	0.0592 (15)
H4	0.8137	0.0318	0.6416	0.071*
C5	0.8702 (8)	0.1226 (5)	0.5312 (5)	0.0686 (18)
H5	0.8537	0.0874	0.4830	0.082*
C6	0.9207 (8)	0.2074 (5)	0.5084 (4)	0.0665 (18)
H6	0.9414	0.2276	0.4439	0.080*
C7	0.9997 (10)	0.3560 (5)	0.5545 (5)	0.087 (2)
H7A	1.0879	0.3451	0.4933	0.130*
H7B	1.0374	0.3729	0.6063	0.130*
H7C	0.9109	0.4086	0.5483	0.130*
C8	0.6267 (8)	0.8805 (5)	0.5669 (4)	0.0725 (19)
H8A	0.5254	0.8858	0.6189	0.109*
H8B	0.6492	0.9438	0.5575	0.109*
H8C	0.7139	0.8355	0.5842	0.109*
N2	0.7149 (5)	0.9027 (3)	0.2064 (3)	0.0496 (11)
H2A	0.7556	0.9510	0.2179	0.074*
H2B	0.6314	0.9273	0.1834	0.074*
H2C	0.7925	0.8593	0.1620	0.074*
C9	0.6575 (6)	0.8539 (4)	0.2994 (4)	0.0389 (12)
C10	0.6136 (7)	0.8436 (4)	0.4724 (4)	0.0495 (14)
C11	0.6709 (6)	0.8869 (4)	0.3835 (4)	0.0421 (12)
H11	0.7186	0.9387	0.3820	0.050*
C12	0.5901 (7)	0.7776 (4)	0.2968 (4)	0.0546 (15)
H12	0.5832	0.7556	0.2380	0.065*
C13	0.5448 (7)	0.7675 (5)	0.4711 (4)	0.0608 (16)
H13	0.5058	0.7375	0.5297	0.073*
C14	0.5323 (8)	0.7343 (5)	0.3850 (5)	0.0681 (18)
H14	0.4848	0.6826	0.3859	0.082*
C16	0.7077 (9)	0.4512 (5)	0.3820 (5)	0.094 (2)
H16A	0.7335	0.4948	0.4213	0.140*
H16B	0.6992	0.3919	0.4159	0.140*
H16C	0.6054	0.4822	0.3711	0.140*
C15	1.0231 (6)	0.3114 (4)	0.1562 (4)	0.0459 (13)
N3	1.0857 (5)	0.2101 (3)	0.1154 (3)	0.0500 (11)
H3A	1.0286	0.1724	0.1545	0.075*
H3B	1.1908	0.1885	0.1115	0.075*
H3C	1.0758	0.2079	0.0553	0.075*
C17	1.0827 (8)	0.3832 (5)	0.1010 (5)	0.0707 (18)
H17	1.1632	0.3677	0.0399	0.085*
C18	0.9049 (7)	0.3321 (4)	0.2458 (4)	0.0504 (14)
H18	0.8673	0.2816	0.2812	0.061*
C19	0.8402 (7)	0.4276 (4)	0.2847 (5)	0.0587 (16)
C20	1.0205 (10)	0.4790 (5)	0.1385 (6)	0.086 (2)
H20	1.0587	0.5290	0.1026	0.103*
C21	0.9007 (9)	0.5002 (5)	0.2298 (6)	0.075 (2)
H21	0.8601	0.5649	0.2548	0.090*
N4	0.6578 (6)	0.2081 (3)	0.1049 (4)	0.0551 (12)
H4A	0.6956	0.1702	0.1481	0.083*
H4B	0.7416	0.2172	0.0548	0.083*
H4C	0.5971	0.1793	0.0821	0.083*
C22	0.5575 (7)	0.3031 (4)	0.1537 (4)	0.0458 (13)
C23	0.5977 (7)	0.3871 (4)	0.1165 (4)	0.0511 (14)
H23	0.6900	0.3836	0.0620	0.061*
C24	0.5009 (8)	0.4776 (4)	0.1602 (5)	0.0579 (15)
C25	0.4232 (10)	0.3057 (5)	0.2339 (5)	0.088 (2)
H25	0.3969	0.2481	0.2584	0.105*
C26	0.3282 (11)	0.3950 (6)	0.2776 (6)	0.112 (2)
H26	0.2360	0.3982	0.3321	0.134*
C27	0.3685 (10)	0.4804 (5)	0.2410 (5)	0.088 (2)
H27	0.3042	0.5406	0.2720	0.105*
C28	0.5396 (11)	0.5721 (5)	0.1201 (6)	0.098 (3)
H28A	0.4503	0.6266	0.1526	0.147*
H28B	0.5553	0.5720	0.0503	0.147*
H28C	0.6377	0.5777	0.1319	0.147*
Cd1	0.5000	0.0000	0.0000	0.03328 (17)
Cl1	0.78766 (14)	−0.00243 (8)	−0.00119 (8)	0.0353 (3)
Cl2	0.45880 (15)	0.18683 (8)	−0.05106 (9)	0.0418 (3)
Cl3	0.38016 (15)	0.06130 (9)	0.19060 (9)	0.0436 (3)
Cl4	0.84395 (16)	0.08670 (9)	0.25439 (10)	0.0476 (3)
Cl5	0.04194 (17)	0.75072 (10)	0.07936 (10)	0.0501 (3)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
N1	0.053 (3)	0.055 (3)	0.044 (3)	−0.020 (2)	−0.012 (2)	0.013 (2)
C1	0.036 (3)	0.055 (3)	0.035 (3)	−0.005 (2)	−0.006 (2)	0.008 (2)
C2	0.053 (3)	0.048 (3)	0.041 (3)	−0.011 (3)	−0.012 (3)	0.006 (3)
C3	0.048 (3)	0.058 (4)	0.050 (4)	−0.003 (3)	−0.002 (3)	0.017 (3)
C4	0.070 (4)	0.050 (4)	0.057 (4)	−0.013 (3)	−0.020 (3)	0.003 (3)
C5	0.078 (5)	0.077 (5)	0.046 (4)	−0.007 (4)	−0.023 (3)	−0.007 (3)
C6	0.069 (4)	0.073 (5)	0.039 (3)	0.005 (3)	−0.010 (3)	0.007 (3)
C7	0.093 (5)	0.079 (5)	0.078 (5)	−0.032 (4)	−0.007 (4)	0.034 (4)
C8	0.081 (5)	0.086 (5)	0.043 (4)	−0.011 (4)	−0.017 (3)	0.000 (3)
N2	0.051 (3)	0.062 (3)	0.035 (2)	−0.015 (2)	−0.014 (2)	0.012 (2)
C9	0.037 (3)	0.040 (3)	0.034 (3)	−0.005 (2)	−0.008 (2)	0.008 (2)
C10	0.049 (3)	0.059 (4)	0.035 (3)	−0.006 (3)	−0.013 (3)	0.005 (3)
C11	0.046 (3)	0.044 (3)	0.035 (3)	−0.011 (2)	−0.012 (2)	0.004 (2)
C12	0.069 (4)	0.044 (3)	0.056 (4)	−0.011 (3)	−0.031 (3)	0.005 (3)
C13	0.063 (4)	0.070 (4)	0.048 (4)	−0.024 (3)	−0.013 (3)	0.023 (3)
C14	0.082 (5)	0.050 (4)	0.082 (5)	−0.029 (3)	−0.031 (4)	0.015 (3)
C16	0.101 (6)	0.077 (5)	0.075 (5)	0.010 (4)	−0.010 (4)	−0.032 (4)
C15	0.050 (3)	0.033 (3)	0.051 (3)	−0.007 (2)	−0.014 (3)	−0.003 (2)
N3	0.049 (3)	0.038 (3)	0.057 (3)	−0.006 (2)	−0.012 (2)	−0.010 (2)
C17	0.079 (5)	0.052 (4)	0.072 (4)	−0.023 (3)	−0.006 (4)	0.003 (3)
C18	0.056 (3)	0.040 (3)	0.053 (3)	−0.007 (3)	−0.018 (3)	−0.002 (3)
C19	0.063 (4)	0.046 (4)	0.060 (4)	0.004 (3)	−0.022 (3)	−0.013 (3)
C20	0.113 (6)	0.045 (4)	0.101 (6)	−0.035 (4)	−0.026 (5)	0.021 (4)
C21	0.092 (5)	0.035 (4)	0.092 (5)	−0.004 (3)	−0.027 (4)	−0.015 (3)
N4	0.065 (3)	0.034 (3)	0.069 (3)	−0.009 (2)	−0.027 (3)	−0.005 (2)
C22	0.055 (3)	0.035 (3)	0.051 (3)	−0.006 (2)	−0.026 (3)	0.003 (2)
C23	0.052 (3)	0.041 (3)	0.052 (3)	−0.011 (3)	−0.005 (3)	0.002 (3)
C24	0.067 (4)	0.040 (3)	0.065 (4)	−0.012 (3)	−0.019 (3)	0.009 (3)
C25	0.115 (5)	0.048 (4)	0.069 (4)	−0.027 (4)	0.021 (4)	0.000 (3)
C26	0.117 (5)	0.075 (4)	0.095 (4)	−0.020 (4)	0.030 (4)	−0.006 (4)
C27	0.097 (5)	0.046 (4)	0.087 (5)	−0.006 (4)	0.010 (4)	−0.019 (3)
C28	0.119 (7)	0.051 (4)	0.121 (7)	−0.036 (4)	−0.023 (6)	0.019 (4)
Cd1	0.0356 (3)	0.0329 (3)	0.0336 (3)	−0.0111 (2)	−0.0123 (2)	0.0032 (2)
Cl1	0.0363 (6)	0.0349 (6)	0.0361 (6)	−0.0119 (5)	−0.0111 (5)	0.0029 (5)
Cl2	0.0473 (7)	0.0325 (7)	0.0476 (7)	−0.0118 (5)	−0.0174 (6)	0.0086 (5)
Cl3	0.0475 (7)	0.0479 (8)	0.0341 (7)	−0.0119 (6)	−0.0109 (6)	−0.0017 (5)
Cl4	0.0552 (8)	0.0414 (7)	0.0449 (7)	−0.0151 (6)	−0.0123 (6)	0.0069 (6)
Cl5	0.0612 (9)	0.0426 (8)	0.0430 (7)	−0.0103 (6)	−0.0136 (6)	−0.0006 (6)

Geometric parameters (Å, º) top

N1—C1	1.478 (6)	C16—H16C	0.9600
N1—H1A	0.8900	C15—C18	1.362 (7)
N1—H1B	0.8900	C15—C17	1.372 (8)
N1—H1C	0.8900	C15—N3	1.464 (6)
C1—C4	1.367 (8)	N3—H3A	0.8900
C1—C2	1.371 (7)	N3—H3B	0.8900
C2—C3	1.377 (7)	N3—H3C	0.8900
C2—H2	0.9300	C17—C20	1.380 (9)
C3—C6	1.387 (9)	C17—H17	0.9300
C3—C7	1.512 (9)	C18—C19	1.383 (7)
C4—C5	1.375 (8)	C18—H18	0.9300
C4—H4	0.9300	C19—C21	1.384 (9)
C5—C6	1.377 (9)	C20—C21	1.385 (10)
C5—H5	0.9300	C20—H20	0.9300
C6—H6	0.9300	C21—H21	0.9300
C7—H7A	0.9600	N4—C22	1.465 (7)
C7—H7B	0.9600	N4—H4A	0.8900
C7—H7C	0.9600	N4—H4B	0.8900
C8—C10	1.509 (8)	N4—H4C	0.8900
C8—H8A	0.9600	C22—C25	1.365 (8)
C8—H8B	0.9600	C22—C23	1.366 (7)
C8—H8C	0.9600	C23—C24	1.386 (8)
N2—C9	1.478 (6)	C23—H23	0.9300
N2—H2A	0.8900	C24—C27	1.359 (9)
N2—H2B	0.8900	C24—C28	1.510 (8)
N2—H2C	0.8900	C25—C26	1.369 (10)
C9—C11	1.351 (7)	C25—H25	0.9300
C9—C12	1.366 (7)	C26—C27	1.383 (10)
C10—C13	1.368 (8)	C26—H26	0.9300
C10—C11	1.393 (7)	C27—H27	0.9300
C11—H11	0.9300	C28—H28A	0.9600
C12—C14	1.385 (8)	C28—H28B	0.9600
C12—H12	0.9300	C28—H28C	0.9600
C13—C14	1.376 (9)	Cd1—Cl1ⁱ	2.5425 (12)
C13—H13	0.9300	Cd1—Cl1	2.5425 (12)
C14—H14	0.9300	Cd1—Cl2	2.6743 (13)
C16—C19	1.496 (9)	Cd1—Cl2ⁱ	2.6743 (13)
C16—H16A	0.9600	Cd1—Cl3	2.6760 (15)
C16—H16B	0.9600	Cd1—Cl3ⁱ	2.6760 (15)

C1—N1—H1A	109.5	C17—C15—N3	118.5 (5)
C1—N1—H1B	109.5	C15—N3—H3A	109.5
H1A—N1—H1B	109.5	C15—N3—H3B	109.5
C1—N1—H1C	109.5	H3A—N3—H3B	109.5
H1A—N1—H1C	109.5	C15—N3—H3C	109.5
H1B—N1—H1C	109.5	H3A—N3—H3C	109.5
C4—C1—C2	121.4 (5)	H3B—N3—H3C	109.5
C4—C1—N1	118.5 (5)	C15—C17—C20	118.4 (6)
C2—C1—N1	120.1 (5)	C15—C17—H17	120.8
C1—C2—C3	121.0 (5)	C20—C17—H17	120.8
C1—C2—H2	119.5	C15—C18—C19	120.6 (6)
C3—C2—H2	119.5	C15—C18—H18	119.7
C2—C3—C6	117.1 (6)	C19—C18—H18	119.7
C2—C3—C7	120.4 (6)	C18—C19—C21	117.7 (6)
C6—C3—C7	122.5 (6)	C18—C19—C16	121.0 (6)
C1—C4—C5	118.8 (6)	C21—C19—C16	121.3 (6)
C1—C4—H4	120.6	C17—C20—C21	119.7 (6)
C5—C4—H4	120.6	C17—C20—H20	120.1
C4—C5—C6	119.7 (6)	C21—C20—H20	120.1
C4—C5—H5	120.2	C19—C21—C20	121.6 (6)
C6—C5—H5	120.2	C19—C21—H21	119.2
C5—C6—C3	122.0 (6)	C20—C21—H21	119.2
C5—C6—H6	119.0	C22—N4—H4A	109.5
C3—C6—H6	119.0	C22—N4—H4B	109.5
C3—C7—H7A	109.5	H4A—N4—H4B	109.5
C3—C7—H7B	109.5	C22—N4—H4C	109.5
H7A—C7—H7B	109.5	H4A—N4—H4C	109.5
C3—C7—H7C	109.5	H4B—N4—H4C	109.5
H7A—C7—H7C	109.5	C25—C22—C23	121.5 (5)
H7B—C7—H7C	109.5	C25—C22—N4	119.1 (5)
C10—C8—H8A	109.5	C23—C22—N4	119.4 (5)
C10—C8—H8B	109.5	C22—C23—C24	120.0 (5)
H8A—C8—H8B	109.5	C22—C23—H23	120.0
C10—C8—H8C	109.5	C24—C23—H23	120.0
H8A—C8—H8C	109.5	C27—C24—C23	118.8 (5)
H8B—C8—H8C	109.5	C27—C24—C28	119.7 (6)
C9—N2—H2A	109.5	C23—C24—C28	121.5 (6)
C9—N2—H2B	109.5	C22—C25—C26	118.6 (6)
H2A—N2—H2B	109.5	C22—C25—H25	120.7
C9—N2—H2C	109.5	C26—C25—H25	120.7
H2A—N2—H2C	109.5	C25—C26—C27	120.3 (7)
H2B—N2—H2C	109.5	C25—C26—H26	119.8
C11—C9—C12	122.6 (5)	C27—C26—H26	119.8
C11—C9—N2	119.2 (4)	C24—C27—C26	120.8 (6)
C12—C9—N2	118.2 (5)	C24—C27—H27	119.6
C13—C10—C11	118.0 (5)	C26—C27—H27	119.6
C13—C10—C8	121.5 (5)	C24—C28—H28A	109.5
C11—C10—C8	120.5 (5)	C24—C28—H28B	109.5
C9—C11—C10	120.1 (5)	H28A—C28—H28B	109.5
C9—C11—H11	119.9	C24—C28—H28C	109.5
C10—C11—H11	119.9	H28A—C28—H28C	109.5
C9—C12—C14	117.6 (5)	H28B—C28—H28C	109.5
C9—C12—H12	121.2	Cl1ⁱ—Cd1—Cl1	180.0
C14—C12—H12	121.2	Cl1ⁱ—Cd1—Cl2	91.13 (5)
C10—C13—C14	121.3 (5)	Cl1—Cd1—Cl2	88.87 (5)
C10—C13—H13	119.3	Cl1ⁱ—Cd1—Cl2ⁱ	88.87 (5)
C14—C13—H13	119.3	Cl1—Cd1—Cl2ⁱ	91.13 (5)
C13—C14—C12	120.3 (6)	Cl2—Cd1—Cl2ⁱ	180.0
C13—C14—H14	119.8	Cl1ⁱ—Cd1—Cl3	89.47 (5)
C12—C14—H14	119.8	Cl1—Cd1—Cl3	90.53 (5)
C19—C16—H16A	109.5	Cl2—Cd1—Cl3	89.47 (5)
C19—C16—H16B	109.5	Cl2ⁱ—Cd1—Cl3	90.53 (5)
H16A—C16—H16B	109.5	Cl1ⁱ—Cd1—Cl3ⁱ	90.53 (5)
C19—C16—H16C	109.5	Cl1—Cd1—Cl3ⁱ	89.47 (5)
H16A—C16—H16C	109.5	Cl2—Cd1—Cl3ⁱ	90.53 (5)
H16B—C16—H16C	109.5	Cl2ⁱ—Cd1—Cl3ⁱ	89.47 (5)
C18—C15—C17	122.0 (5)	Cl3—Cd1—Cl3ⁱ	180.0
C18—C15—N3	119.5 (5)

C4—C1—C2—C3	0.0 (8)	C18—C15—C17—C20	0.2 (10)
N1—C1—C2—C3	177.8 (5)	N3—C15—C17—C20	178.3 (6)
C1—C2—C3—C6	0.0 (8)	C17—C15—C18—C19	0.0 (9)
C1—C2—C3—C7	−177.9 (6)	N3—C15—C18—C19	−178.1 (5)
C2—C1—C4—C5	−1.1 (9)	C15—C18—C19—C21	−0.5 (9)
N1—C1—C4—C5	−178.8 (5)	C15—C18—C19—C16	178.6 (6)
C1—C4—C5—C6	2.1 (9)	C15—C17—C20—C21	0.0 (11)
C4—C5—C6—C3	−2.1 (10)	C18—C19—C21—C20	0.7 (10)
C2—C3—C6—C5	1.1 (9)	C16—C19—C21—C20	−178.3 (7)
C7—C3—C6—C5	178.9 (6)	C17—C20—C21—C19	−0.5 (12)
C12—C9—C11—C10	−0.6 (8)	C25—C22—C23—C24	−0.3 (9)
N2—C9—C11—C10	178.3 (5)	N4—C22—C23—C24	178.0 (5)
C13—C10—C11—C9	0.2 (8)	C22—C23—C24—C27	1.2 (9)
C8—C10—C11—C9	−179.4 (5)	C22—C23—C24—C28	−178.8 (6)
C11—C9—C12—C14	0.8 (8)	C23—C22—C25—C26	−0.2 (12)
N2—C9—C12—C14	−178.2 (5)	N4—C22—C25—C26	−178.5 (7)
C11—C10—C13—C14	0.0 (9)	C22—C25—C26—C27	−0.3 (14)
C8—C10—C13—C14	179.7 (6)	C23—C24—C27—C26	−1.7 (12)
C10—C13—C14—C12	0.2 (10)	C28—C24—C27—C26	178.4 (8)
C9—C12—C14—C13	−0.6 (9)	C25—C26—C27—C24	1.2 (15)

Symmetry code: (i) −x+1, −y, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl5ⁱⁱ	0.89	2.38	3.264 (5)	176
N1—H1B···Cl4ⁱⁱⁱ	0.89	2.47	3.309 (5)	157
N1—H1C···Cl2^iv	0.89	2.54	3.329 (5)	148
N1—H1C···Cl3^v	0.89	2.88	3.427 (5)	121
N2—H2A···Cl4^vi	0.89	2.38	3.265 (5)	176
N2—H2B···Cl3^vi	0.89	2.51	3.300 (5)	149
N2—H2B···Cl2^vii	0.89	2.93	3.495 (5)	123
N2—H2C···Cl5^viii	0.89	2.33	3.186 (5)	162
N3—H3A···Cl4	0.89	2.37	3.254 (5)	172
N3—H3B···Cl3^viii	0.89	2.61	3.344 (5)	140
N3—H3B···Cl2^viii	0.89	2.75	3.367 (5)	127
N3—H3C···Cl5^vii	0.89	2.44	3.289 (5)	159
N4—H4A···Cl4	0.89	2.40	3.270 (5)	167
N4—H4B···Cl5^vii	0.89	2.38	3.267 (5)	177
N4—H4C···Cl2	0.89	2.55	3.305 (5)	143
N4—H4C···Cl3	0.89	2.91	3.526 (5)	128

Symmetry codes: (ii) −x+1, −y+1, −z+1; (iii) −x+2, −y, −z+1; (iv) x, y, z+1; (v) −x+1, −y, −z+1; (vi) x, y+1, z; (vii) −x+1, −y+1, −z; (viii) x+1, y, z.

Experimental details

Crystal data
Chemical formula	(C₇H₁₀N)₈[CdCl₆]Cl₄
M_r	1332.18
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	8.8863 (18), 14.116 (3), 14.251 (3)
α, β, γ (°)	87.92 (3), 71.88 (3), 75.20 (3)
V (Å³)	1640.8 (6)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	0.78
Crystal size (mm)	0.20 × 0.20 × 0.20

Data collection
Diffractometer	Rigaku SCXmini CCD
Absorption correction	Multi-scan (CrystalClear; Rigaku, 2005)
T_min, T_max	0.860, 0.860
No. of measured, independent and observed [I > 2σ(I)] reflections	14045, 5776, 4134
R_int	0.064
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.053, 0.144, 0.91
No. of reflections	5776
No. of parameters	348
No. of restraints	18
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.54, −0.39

Computer programs: CrystalClear (Rigaku, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Cd1—Cl1	2.5425 (12)	Cd1—Cl3	2.6760 (15)
Cd1—Cl2	2.6743 (13)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl5ⁱ	0.89	2.38	3.264 (5)	176
N1—H1B···Cl4ⁱⁱ	0.89	2.47	3.309 (5)	157
N1—H1C···Cl2ⁱⁱⁱ	0.89	2.54	3.329 (5)	148
N1—H1C···Cl3^iv	0.89	2.88	3.427 (5)	121
N2—H2A···Cl4^v	0.89	2.38	3.265 (5)	176
N2—H2B···Cl3^v	0.89	2.51	3.300 (5)	149
N2—H2B···Cl2^vi	0.89	2.93	3.495 (5)	123
N2—H2C···Cl5^vii	0.89	2.33	3.186 (5)	162
N3—H3A···Cl4	0.89	2.37	3.254 (5)	172
N3—H3B···Cl3^vii	0.89	2.61	3.344 (5)	140
N3—H3B···Cl2^vii	0.89	2.75	3.367 (5)	127
N3—H3C···Cl5^vi	0.89	2.44	3.289 (5)	159
N4—H4A···Cl4	0.89	2.40	3.270 (5)	167
N4—H4B···Cl5^vi	0.89	2.38	3.267 (5)	177
N4—H4C···Cl2	0.89	2.55	3.305 (5)	143
N4—H4C···Cl3	0.89	2.91	3.526 (5)	128

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+2, −y, −z+1; (iii) x, y, z+1; (iv) −x+1, −y, −z+1; (v) x, y+1, z; (vi) −x+1, −y+1, −z; (vii) x+1, y, z.

Acknowledgements

The author thanks an anonymous adivisor from the Ordered Matter Science Research Centre, Southeast University, for great help with the revision of this paper.

References

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