N,N,N',N'-Tetra-methyl-ethylene-diammonium tetra-chlorido-zincate.

The asymmetric unit of the title compound, (C6H18N2)[ZnCl4], consists of one tetra-chlorido-zincate anion and two half-N,N,N'N'-tetra-methyl-ethylenedi-ammonium cations. Each of the two di-ammonium cations is located about an inversion center and one of them is disordered over two sets of sites in a 0.780 (17):0.220 (17) ratio. The Zn(II) atom has a slightly distorted tetra-hedral coordination environment. The cations and anions are connected via N-H⋯Cl hydrogen bonds into chains extending along [0-11].

Related literature

For background to organic–inorganic hybrid materials, see: Al-Ktaifani & Rukiah (2011 ▶). For the isotypic tetra­chlorido­cobaltate(II) salt, see: Baughman et al. (2011 ▶). For other related structures and discussion of geometrical features, see: Yin & Wu (2010 ▶); Zhao & Qu (2010 ▶).

Experimental

Crystal data

(C6H18N2)[ZnCl4]

M = 325.42

Triclinic,

a = 6.893 (4) Å

b = 8.257 (6) Å

c = 13.33 (1) Å

α = 72.78 (3)°

β = 87.44 (3)°

γ = 69.42 (3)°

V = 676.9 (8) Å3

Z = 2

Mo Kα radiation

μ = 2.57 mm−1

T = 293 K

0.95 × 0.44 × 0.08 mm

Data collection

Bruker SMART APEX area-detector diffractometer

Absorption correction: analytical (SADABS; Sheldrick, 1996 ▶) T min = 0.194, T max = 0.821

9440 measured reflections

2466 independent reflections

1806 reflections with I > 2σ(I)

R int = 0.041

Refinement

R[F 2 > 2σ(F 2)] = 0.031

wR(F 2) = 0.075

S = 1.05

2466 reflections

154 parameters

6 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.40 e Å−3

Δρmin = −0.54 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶) and Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S1600536813029802/gk2591sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813029802/gk2591Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

(C6H18N2)[ZnCl4]	Z = 2
Mr = 325.42	F(000) = 332
Triclinic, P1	Dx = 1.596 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.893 (4) Å	Cell parameters from 162 reflections
b = 8.257 (6) Å	θ = 3.2–25.6°
c = 13.33 (1) Å	µ = 2.57 mm−1
α = 72.78 (3)°	T = 293 K
β = 87.44 (3)°	Needle, colorless
γ = 69.42 (3)°	0.95 × 0.44 × 0.08 mm
V = 676.9 (8) Å3

Bruker SMART APEX area-detector diffractometer	2466 independent reflections
Radiation source: fine-focus sealed tube	1806 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.041
ω scans	θmax = 25.6°, θmin = 3.2°
Absorption correction: analytical (SADABS; Sheldrick, 1996)	h = −8→8
Tmin = 0.194, Tmax = 0.821	k = −9→9
9440 measured reflections	l = −15→16

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.075	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ2(Fo2) + (0.0336P)2 + 0.066P] where P = (Fo2 + 2Fc2)/3
2466 reflections	(Δ/σ)max = 0.001
154 parameters	Δρmax = 0.40 e Å−3
6 restraints	Δρmin = −0.54 e Å−3

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 > 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.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Zn1	0.08487 (5)	0.89099 (5)	0.74635 (3)	0.03316 (14)
Cl1	0.28956 (12)	0.66541 (11)	0.67979 (6)	0.0410 (2)
Cl2	−0.07173 (14)	0.75755 (15)	0.87904 (8)	0.0654 (3)
Cl3	0.30346 (14)	0.98281 (13)	0.81654 (7)	0.0518 (3)
Cl4	−0.12777 (13)	1.13302 (12)	0.62136 (8)	0.0541 (3)
N2	0.6233 (4)	0.7466 (3)	0.5224 (2)	0.0339 (6)
H2N	0.5080	0.7274	0.5510	0.041*
C1	0.178 (2)	0.727 (2)	0.1182 (13)	0.080 (4)	0.780 (17)
H1A	0.2288	0.6592	0.1898	0.120*	0.780 (17)
H1B	0.0775	0.6846	0.0974	0.120*	0.780 (17)
H1C	0.1146	0.8531	0.1123	0.120*	0.780 (17)
N1	0.3533 (4)	0.7001 (4)	0.0490 (2)	0.0433 (8)	0.50
H1N	0.301 (6)	0.773 (5)	−0.011 (3)	0.067 (13)*
C2	0.4241 (11)	0.5105 (4)	0.0424 (4)	0.0374 (19)	0.780 (17)
H2A	0.3053	0.4832	0.0264	0.045*	0.780 (17)
H2B	0.4901	0.4258	0.1096	0.045*	0.780 (17)
C3	0.5165 (17)	0.756 (2)	0.0811 (17)	0.064 (3)	0.780 (17)
H3A	0.4547	0.8759	0.0881	0.096*	0.780 (17)
H3B	0.6167	0.7563	0.0287	0.096*	0.780 (17)
H3C	0.5841	0.6728	0.1473	0.096*	0.780 (17)
C1'	0.210 (7)	0.655 (7)	0.129 (4)	0.081 (15)	0.220 (17)
H1'1	0.0977	0.7635	0.1299	0.121*	0.220 (17)
H1'2	0.2835	0.5981	0.1972	0.121*	0.220 (17)
H1'3	0.1554	0.5729	0.1124	0.121*	0.220 (17)
N1'	0.3533 (4)	0.7001 (4)	0.0490 (2)	0.0433 (8)	0.50
C2'	0.534 (3)	0.545 (2)	0.0335 (14)	0.041 (7)	0.220 (17)
H2'1	0.5918	0.4579	0.1013	0.049*	0.220 (17)
H2'2	0.6407	0.5894	−0.0001	0.049*	0.220 (17)
C3'	0.454 (8)	0.799 (10)	0.092 (7)	0.087 (18)	0.220 (17)
H3'1	0.3489	0.9006	0.1069	0.130*	0.220 (17)
H3'2	0.5422	0.8416	0.0418	0.130*	0.220 (17)
H3'3	0.5349	0.7194	0.1560	0.130*	0.220 (17)
C4	0.7855 (5)	0.6795 (5)	0.6093 (3)	0.0564 (11)
H4A	0.8210	0.5510	0.6401	0.085*
H4B	0.7337	0.7393	0.6619	0.085*
H4C	0.9066	0.7046	0.5823	0.085*
C5	0.6891 (5)	0.6428 (5)	0.4463 (3)	0.0529 (10)
H5A	0.8031	0.6690	0.4101	0.079*
H5B	0.5752	0.6764	0.3963	0.079*
H5C	0.7318	0.5155	0.4829	0.079*
C6	0.5632 (5)	0.9456 (4)	0.4667 (3)	0.0393 (8)
H6A	0.6874	0.9753	0.4499	0.047*
H6B	0.4840	0.9756	0.4012	0.047*

	U11	U22	U33	U12	U13	U23
Zn1	0.0325 (2)	0.0332 (2)	0.0319 (2)	−0.00986 (16)	0.00269 (15)	−0.00935 (18)
Cl1	0.0448 (5)	0.0389 (5)	0.0395 (5)	−0.0121 (4)	0.0087 (4)	−0.0165 (4)
Cl2	0.0617 (6)	0.0736 (7)	0.0589 (7)	−0.0331 (5)	0.0258 (5)	−0.0092 (6)
Cl3	0.0660 (6)	0.0532 (6)	0.0450 (6)	−0.0335 (5)	−0.0084 (4)	−0.0108 (5)
Cl4	0.0452 (5)	0.0446 (6)	0.0555 (6)	−0.0068 (4)	−0.0114 (4)	0.0002 (5)
N2	0.0295 (13)	0.0262 (15)	0.0493 (18)	−0.0108 (11)	0.0103 (12)	−0.0161 (14)
C1	0.075 (5)	0.091 (8)	0.068 (6)	−0.017 (6)	0.025 (4)	−0.033 (6)
N1	0.0572 (19)	0.0316 (18)	0.0320 (18)	−0.0055 (14)	−0.0015 (15)	−0.0083 (16)
C2	0.041 (3)	0.030 (3)	0.045 (3)	−0.017 (2)	0.004 (3)	−0.012 (2)
C3	0.096 (8)	0.055 (5)	0.054 (6)	−0.042 (6)	−0.003 (6)	−0.016 (4)
C1'	0.06 (2)	0.13 (5)	0.08 (3)	−0.05 (2)	0.025 (19)	−0.06 (3)
N1'	0.0572 (19)	0.0316 (18)	0.0320 (18)	−0.0055 (14)	−0.0015 (15)	−0.0083 (16)
C2'	0.059 (13)	0.029 (10)	0.039 (12)	−0.015 (9)	−0.018 (10)	−0.014 (9)
C3'	0.08 (2)	0.12 (5)	0.08 (3)	−0.07 (3)	0.01 (3)	−0.02 (3)
C4	0.054 (2)	0.049 (2)	0.054 (3)	−0.0059 (18)	−0.0111 (19)	−0.011 (2)
C5	0.050 (2)	0.045 (2)	0.067 (3)	−0.0097 (18)	0.0089 (19)	−0.033 (2)
C6	0.0411 (18)	0.0296 (19)	0.046 (2)	−0.0115 (14)	0.0103 (15)	−0.0118 (17)

Zn1—Cl2	2.2404 (15)	C3—H3C	0.9600
Zn1—Cl3	2.2516 (13)	C1'—H1'1	0.9600
Zn1—Cl4	2.2596 (17)	C1'—H1'2	0.9600
Zn1—Cl1	2.2949 (16)	C1'—H1'3	0.9600
N2—C5	1.472 (4)	C2'—C2'i	1.50 (5)
N2—C4	1.483 (4)	C2'—H2'1	0.9700
N2—C6	1.500 (4)	C2'—H2'2	0.9700
N2—H2N	0.9100	C3'—H3'1	0.9600
C1—N1	1.481 (2)	C3'—H3'2	0.9600
C1—H1A	0.9600	C3'—H3'3	0.9600
C1—H1B	0.9600	C4—H4A	0.9600
C1—H1C	0.9600	C4—H4B	0.9600
N1—C3	1.480 (2)	C4—H4C	0.9600
N1—C2	1.496 (2)	C5—H5A	0.9600
N1—H1N	0.85 (4)	C5—H5B	0.9600
C2—C2i	1.511 (13)	C5—H5C	0.9600
C2—H2A	0.9700	C6—C6ii	1.486 (6)
C2—H2B	0.9700	C6—H6A	0.9700
C3—H3A	0.9600	C6—H6B	0.9700
C3—H3B	0.9600
Cl2—Zn1—Cl3	107.45 (6)	C2i—C2—H2A	109.7
Cl2—Zn1—Cl4	115.80 (6)	N1—C2—H2B	109.7
Cl3—Zn1—Cl4	108.07 (6)	C2i—C2—H2B	109.7
Cl2—Zn1—Cl1	105.93 (7)	H2A—C2—H2B	108.2
Cl3—Zn1—Cl1	106.21 (6)	H1'1—C1'—H1'2	109.5
Cl4—Zn1—Cl1	112.86 (7)	H1'1—C1'—H1'3	109.5
C5—N2—C4	110.7 (3)	H1'2—C1'—H1'3	109.5
C5—N2—C6	110.0 (3)	C2'i—C2'—H2'1	109.6
C4—N2—C6	113.4 (3)	C2'i—C2'—H2'2	109.6
C5—N2—H2N	107.5	H2'1—C2'—H2'2	108.1
C4—N2—H2N	107.5	H3'1—C3'—H3'2	109.5
C6—N2—H2N	107.5	H3'1—C3'—H3'3	109.5
C3—N1—C1	111.3 (11)	H3'2—C3'—H3'3	109.5
C3—N1—C2	115.7 (6)	C6ii—C6—N2	110.7 (3)
C1—N1—C2	108.9 (7)	C6ii—C6—H6A	109.5
C3—N1—H1N	107 (3)	N2—C6—H6A	109.5
C1—N1—H1N	105 (3)	C6ii—C6—H6B	109.5
C2—N1—H1N	108 (3)	N2—C6—H6B	109.5
N1—C2—C2i	110.0 (5)	H6A—C6—H6B	108.1
N1—C2—H2A	109.7

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2N···Cl1	0.91	2.30	3.157 (3)	158
N1—H1N···Cl3iii	0.85 (4)	2.44 (4)	3.227 (4)	155 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2N⋯Cl1	0.91	2.30	3.157 (3)	158
N1—H1N⋯Cl3i	0.85 (4)	2.44 (4)	3.227 (4)	155 (3)

Symmetry code: (i) .