Bis(dimethyl-ammonium) tetra-chlorido-dimethyl-stannate(IV).

Regular crystals of the title compound, (C(2)H(8)N)(2)[Sn(CH(3))(2)Cl(4)], were obtained by reacting SnMe(2)Cl(2) with (CH(3))(2)NH·HCl in ethanol in a 1:1 ratio. The Sn atom lies on a center of symmetry and is six-coordinated. It has a distorted octahedral SnC(2)Cl(4) environment with the Cl atoms in cis positions. The Cl atoms are connected to dimethyl-ammonium cations through N-H⋯Cl hydrogen bonds, forming an infinite chain extending parallel to [010].

Related literature

For background to organotin(IV) chemistry, see: Gielen et al. (1996 ▶); Evans & Karpel (1985 ▶); Crowe et al. (1994 ▶); Diasse-Sarr et al. (1997) ▶; Diop et al. (2002, ▶ 2003) ▶. For related compounds, see: Valle et al. (1985 ▶); Casas et al. (1996 ▶); Diop et al. (2011 ▶).

Experimental

Crystal data

(C2H8N)2[SnCH3)2Cl4]

M = 382.75

Triclinic,

a = 6.6162 (9) Å

b = 7.3703 (11) Å

c = 8.4555 (12) Å

α = 109.625 (14)°

β = 98.345 (12)°

γ = 92.812 (12)°

V = 382.13 (9) Å3

Z = 1

Mo Kα radiation

μ = 2.34 mm−1

T = 297 K

0.5 × 0.3 × 0.2 mm

Data collection

Oxford Diffraction Xcalibur Sapphire2 diffractometer

Absorption correction: multi-scan (CrysAlis CCD; Oxford Diffraction, 2009 ▶) T min = 0.352, T max = 0.652

3329 measured reflections

1871 independent reflections

1839 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.060

S = 1.06

1871 reflections

64 parameters

H-atom parameters constrained

Δρmax = 0.56 e Å−3

Δρmin = −0.43 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2009 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2009 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SIR92 (Altomare et al., 1999) ▶; program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811013584/br2163sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811013584/br2163Isup2.hkl

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

(C2H8N)2[SnCH3)2Cl4]	Z = 1
Mr = 382.75	F(000) = 190
Triclinic, P1	Dx = 1.663 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.6162 (9) Å	Cell parameters from 3675 reflections
b = 7.3703 (11) Å	θ = 2.9–31.3°
c = 8.4555 (12) Å	µ = 2.34 mm−1
α = 109.625 (14)°	T = 297 K
β = 98.345 (12)°	Fragment of rounded block, colourless
γ = 92.812 (12)°	0.5 × 0.3 × 0.2 mm
V = 382.13 (9) Å3

Oxford Diffraction Xcalibur Sapphire2 diffractometer	1871 independent reflections
Radiation source: sealed X-ray tube	1839 reflections with I > 2σ(I)
graphite	Rint = 0.018
Detector resolution: 8.3622 pixels mm-1	θmax = 28.3°, θmin = 4.1°
4 stepped ω–scans over 115 deg. with kappa –79 deg. (chi –58.3 deg.), phi 0, 90, 180, 270 deg. step 1 deg., exposure time 45 s detector distance 50 mm detector angle 30 deg.	h = −8→7
Absorption correction: multi-scan (CrysAlis CCD; Oxford Diffraction, 2009)	k = −9→9
Tmin = 0.352, Tmax = 0.652	l = −11→11
3329 measured reflections

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.060	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.0362P)2 + 0.2233P] where P = (Fo2 + 2Fc2)/3
1871 reflections	(Δ/σ)max < 0.001
64 parameters	Δρmax = 0.56 e Å−3
0 restraints	Δρmin = −0.43 e Å−3

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.

	x	y	z	Uiso*/Ueq
C1	0.2689 (4)	0.3818 (4)	0.5967 (3)	0.0404 (5)
H1A	0.2902	0.2502	0.5847	0.061*
H1B	0.1366	0.3849	0.5343	0.061*
H1C	0.275	0.4566	0.715	0.061*
Cl1	0.25609 (10)	0.40746 (9)	0.20155 (7)	0.04289 (14)
Cl2	0.64584 (8)	0.16207 (8)	0.39707 (7)	0.03603 (12)
Sn1	0.5	0.5	0.5	0.02900 (8)
C2	0.2993 (5)	0.8184 (6)	0.0309 (4)	0.0621 (8)
H2A	0.4272	0.764	0.0166	0.093*
H2B	0.3073	0.9423	0.0167	0.093*
H2C	0.1905	0.7333	−0.0527	0.093*
C3	0.0570 (4)	0.9131 (4)	0.2302 (4)	0.0479 (6)
H3A	0.0331	0.9174	0.3406	0.072*
H3B	−0.0493	0.8274	0.1442	0.072*
H3C	0.0563	1.0407	0.2239	0.072*
N1	0.2581 (3)	0.8422 (3)	0.2023 (3)	0.0381 (4)
H1D	0.3576	0.9263	0.28	0.046*
H1E	0.2622	0.7276	0.2183	0.046*

	U11	U22	U33	U12	U13	U23
C1	0.0393 (11)	0.0380 (11)	0.0450 (12)	−0.0035 (9)	0.0167 (10)	0.0128 (10)
Cl1	0.0486 (3)	0.0369 (3)	0.0360 (3)	−0.0001 (2)	−0.0059 (2)	0.0094 (2)
Cl2	0.0387 (3)	0.0282 (2)	0.0402 (3)	0.00715 (19)	0.0087 (2)	0.0093 (2)
Sn1	0.03107 (11)	0.02496 (11)	0.03074 (11)	−0.00012 (7)	0.00626 (7)	0.00940 (8)
C2	0.0604 (18)	0.078 (2)	0.0417 (14)	−0.0007 (16)	0.0195 (13)	0.0098 (14)
C3	0.0387 (12)	0.0550 (15)	0.0478 (14)	0.0036 (11)	0.0083 (10)	0.0151 (12)
N1	0.0382 (10)	0.0390 (10)	0.0351 (9)	0.0007 (8)	0.0029 (7)	0.0120 (8)

C1—Sn1	2.116 (2)	C2—H2A	0.96
C1—H1A	0.96	C2—H2B	0.96
C1—H1B	0.96	C2—H2C	0.96
C1—H1C	0.96	C3—N1	1.475 (3)
Cl1—Sn1	2.6441 (7)	C3—H3A	0.96
Cl2—Sn1	2.6297 (7)	C3—H3B	0.96
Sn1—C1i	2.116 (2)	C3—H3C	0.96
Sn1—Cl2i	2.6297 (7)	N1—H1D	0.9
Sn1—Cl1i	2.6441 (7)	N1—H1E	0.9
C2—N1	1.468 (4)
Sn1—C1—H1A	109.5	Cl1i—Sn1—Cl1	180
Sn1—C1—H1B	109.5	N1—C2—H2A	109.5
H1A—C1—H1B	109.5	N1—C2—H2B	109.5
Sn1—C1—H1C	109.5	H2A—C2—H2B	109.5
H1A—C1—H1C	109.5	N1—C2—H2C	109.5
H1B—C1—H1C	109.5	H2A—C2—H2C	109.5
C1i—Sn1—C1	180.00 (13)	H2B—C2—H2C	109.5
C1i—Sn1—Cl2i	90.42 (7)	N1—C3—H3A	109.5
C1—Sn1—Cl2i	89.58 (7)	N1—C3—H3B	109.5
C1i—Sn1—Cl2	89.58 (7)	H3A—C3—H3B	109.5
C1—Sn1—Cl2	90.42 (7)	N1—C3—H3C	109.5
Cl2i—Sn1—Cl2	180	H3A—C3—H3C	109.5
C1i—Sn1—Cl1i	90.43 (8)	H3B—C3—H3C	109.5
C1—Sn1—Cl1i	89.57 (8)	C2—N1—C3	112.7 (2)
Cl2i—Sn1—Cl1i	89.90 (2)	C2—N1—H1D	109.1
Cl2—Sn1—Cl1i	90.10 (2)	C3—N1—H1D	109.1
C1i—Sn1—Cl1	89.57 (8)	C2—N1—H1E	109.1
C1—Sn1—Cl1	90.43 (8)	C3—N1—H1E	109.1
Cl2i—Sn1—Cl1	90.10 (2)	H1D—N1—H1E	107.8
Cl2—Sn1—Cl1	89.90 (2)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1E···Cl1	0.9	2.31	3.201 (2)	169
N1—H1D···Cl2ii	0.9	2.37	3.229 (2)	160

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1E⋯Cl1	0.9	2.31	3.201 (2)	169
N1—H1D⋯Cl2i	0.9	2.37	3.229 (2)	160

Symmetry code: (i) .