Bis[3-(meth-oxy-carbon-yl)anilinium] hexa-chloridostannate(IV).

In the title compound, (NH(3)C(6)H(4)CO(2)CH(3))(2)[SnCl(6)], the anions are situated on inversion centers so the asymmetric unit contains one cation and one half-anion. In the crystal, inter-molecular N-H⋯Cl and N-H⋯O hydrogen bonds link the cations and anions into layers parallel to the ac plane. The crystal packing exhibits voids of 37 Å(3).

Related literature

For general background to inorganic–organic hybrid compounds, see: Cheetham et al. (1999 ▶); Descalzo et al. (2006 ▶); Sanchez et al. (2003 ▶, 2005 ▶).

Experimental

Crystal data

(C8H10NO2)2[SnCl6]

M = 635.73

Triclinic,

a = 7.2320 (7) Å

b = 8.2701 (9) Å

c = 11.2801 (12) Å

α = 86.980 (2)°

β = 81.970 (2)°

γ = 65.870 (1)°

V = 609.66 (11) Å3

Z = 1

Mo Kα radiation

μ = 1.73 mm−1

T = 293 K

0.18 × 0.16 × 0.12 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.746, T max = 0.819

3096 measured reflections

2084 independent reflections

1846 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.057

wR(F 2) = 0.156

S = 1.01

2084 reflections

135 parameters

H-atom parameters constrained

Δρmax = 3.34 e Å−3

Δρmin = −1.32 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810054310/cv5016sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810054310/cv5016Isup2.hkl

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

(C8H10NO2)2[SnCl6]	Z = 1
Mr = 635.73	F(000) = 314
Triclinic, P1	Dx = 1.732 Mg m−3
a = 7.2320 (7) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.2701 (9) Å	Cell parameters from 2281 reflections
c = 11.2801 (12) Å	θ = 2.7–27.6°
α = 86.980 (2)°	µ = 1.73 mm−1
β = 81.970 (2)°	T = 293 K
γ = 65.870 (1)°	Block, colourless
V = 609.66 (11) Å3	0.18 × 0.16 × 0.12 mm

Bruker SMART CCD area-detector diffractometer	2084 independent reflections
Radiation source: fine-focus sealed tube	1846 reflections with I > 2σ(I)
graphite	Rint = 0.032
phi and ω scans	θmax = 25.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→8
Tmin = 0.746, Tmax = 0.819	k = −9→5
3096 measured reflections	l = −13→12

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)] = 0.057	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.156	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.121P)2] where P = (Fo2 + 2Fc2)/3
2084 reflections	(Δ/σ)max < 0.001
135 parameters	Δρmax = 3.34 e Å−3
0 restraints	Δρmin = −1.32 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
Sn1	1.0000	0.0000	0.0000	0.0328 (3)
Cl1	0.6515 (2)	0.2167 (2)	0.03141 (14)	0.0513 (5)
Cl2	0.9962 (3)	−0.0365 (2)	0.21342 (12)	0.0508 (4)
Cl3	1.1248 (3)	0.2268 (2)	0.00885 (15)	0.0552 (5)
N1	0.5099 (9)	0.0834 (7)	0.7957 (4)	0.0449 (13)
H1A	0.5244	−0.0115	0.7554	0.067*
H1B	0.4246	0.0948	0.8628	0.067*
H1C	0.6309	0.0709	0.8138	0.067*
O1	0.2054 (7)	0.4933 (6)	0.3593 (4)	0.0454 (10)
O2	0.3547 (9)	0.2009 (6)	0.3694 (4)	0.0652 (15)
C1	0.2955 (9)	0.3441 (8)	0.4139 (5)	0.0390 (13)
C2	0.3176 (9)	0.3708 (8)	0.5388 (5)	0.0374 (13)
C3	0.3979 (9)	0.2212 (8)	0.6087 (5)	0.0392 (13)
H3	0.4309	0.1090	0.5783	0.047*
C4	0.4274 (9)	0.2416 (8)	0.7219 (5)	0.0357 (12)
C5	0.3753 (10)	0.4048 (8)	0.7713 (5)	0.0426 (14)
H5	0.3942	0.4151	0.8500	0.051*
C6	0.2944 (11)	0.5536 (9)	0.7020 (6)	0.0473 (15)
H6	0.2596	0.6652	0.7339	0.057*
C7	0.2650 (9)	0.5377 (8)	0.5864 (6)	0.0424 (14)
H7	0.2100	0.6382	0.5400	0.051*
C8	0.1833 (12)	0.4799 (10)	0.2347 (6)	0.0552 (18)
H8A	0.3156	0.4360	0.1879	0.083*
H8B	0.1003	0.5948	0.2062	0.083*
H8C	0.1193	0.4000	0.2277	0.083*

	U11	U22	U33	U12	U13	U23
Sn1	0.0336 (4)	0.0345 (4)	0.0272 (3)	−0.0093 (3)	−0.0072 (2)	−0.0035 (2)
Cl1	0.0371 (8)	0.0534 (10)	0.0467 (9)	0.0012 (7)	−0.0095 (6)	−0.0131 (7)
Cl2	0.0680 (11)	0.0481 (9)	0.0257 (8)	−0.0119 (8)	−0.0085 (6)	−0.0018 (6)
Cl3	0.0693 (11)	0.0552 (10)	0.0520 (9)	−0.0379 (9)	0.0033 (8)	−0.0157 (8)
N1	0.062 (3)	0.044 (3)	0.027 (2)	−0.019 (3)	−0.012 (2)	0.000 (2)
O1	0.056 (3)	0.040 (2)	0.032 (2)	−0.009 (2)	−0.0126 (18)	0.0018 (18)
O2	0.108 (4)	0.037 (3)	0.037 (2)	−0.011 (3)	−0.023 (3)	−0.003 (2)
C1	0.046 (3)	0.033 (3)	0.033 (3)	−0.010 (3)	−0.008 (2)	0.000 (3)
C2	0.037 (3)	0.040 (3)	0.032 (3)	−0.012 (3)	−0.003 (2)	−0.005 (2)
C3	0.044 (3)	0.036 (3)	0.032 (3)	−0.010 (3)	−0.003 (2)	−0.008 (2)
C4	0.038 (3)	0.039 (3)	0.027 (3)	−0.014 (3)	−0.002 (2)	−0.001 (2)
C5	0.047 (3)	0.046 (4)	0.033 (3)	−0.017 (3)	−0.004 (2)	−0.008 (3)
C6	0.060 (4)	0.039 (3)	0.040 (3)	−0.019 (3)	−0.001 (3)	−0.010 (3)
C7	0.045 (3)	0.034 (3)	0.043 (3)	−0.012 (3)	0.001 (3)	−0.003 (3)
C8	0.063 (4)	0.055 (4)	0.035 (3)	−0.010 (3)	−0.013 (3)	0.005 (3)

Sn1—Cl3	2.4028 (16)	C2—C3	1.388 (9)
Sn1—Cl3i	2.4028 (16)	C2—C7	1.389 (9)
Sn1—Cl2i	2.4081 (14)	C3—C4	1.354 (8)
Sn1—Cl2	2.4081 (14)	C3—H3	0.9300
Sn1—Cl1i	2.4111 (15)	C4—C5	1.371 (9)
Sn1—Cl1	2.4111 (15)	C5—C6	1.381 (9)
N1—C4	1.465 (7)	C5—H5	0.9300
N1—H1A	0.8900	C6—C7	1.372 (9)
N1—H1B	0.8900	C6—H6	0.9300
N1—H1C	0.8900	C7—H7	0.9300
O1—C1	1.305 (7)	C8—H8A	0.9600
O1—C8	1.451 (7)	C8—H8B	0.9600
O2—C1	1.195 (7)	C8—H8C	0.9600
C1—C2	1.477 (8)
Cl3—Sn1—Cl3i	180.00 (3)	C3—C2—C7	119.9 (5)
Cl3—Sn1—Cl2i	90.55 (6)	C3—C2—C1	117.6 (5)
Cl3i—Sn1—Cl2i	89.45 (6)	C7—C2—C1	122.4 (6)
Cl3—Sn1—Cl2	89.45 (6)	C4—C3—C2	118.8 (5)
Cl3i—Sn1—Cl2	90.55 (6)	C4—C3—H3	120.6
Cl2i—Sn1—Cl2	180.00 (9)	C2—C3—H3	120.6
Cl3—Sn1—Cl1i	89.05 (7)	C3—C4—C5	122.5 (6)
Cl3i—Sn1—Cl1i	90.95 (7)	C3—C4—N1	118.5 (5)
Cl2i—Sn1—Cl1i	89.55 (6)	C5—C4—N1	119.0 (5)
Cl2—Sn1—Cl1i	90.45 (6)	C4—C5—C6	118.7 (5)
Cl3—Sn1—Cl1	90.95 (7)	C4—C5—H5	120.7
Cl3i—Sn1—Cl1	89.05 (7)	C6—C5—H5	120.7
Cl2i—Sn1—Cl1	90.45 (6)	C7—C6—C5	120.4 (6)
Cl2—Sn1—Cl1	89.55 (6)	C7—C6—H6	119.8
Cl1i—Sn1—Cl1	180.00 (6)	C5—C6—H6	119.8
C4—N1—H1A	109.5	C6—C7—C2	119.7 (6)
C4—N1—H1B	109.5	C6—C7—H7	120.1
H1A—N1—H1B	109.5	C2—C7—H7	120.1
C4—N1—H1C	109.5	O1—C8—H8A	109.5
H1A—N1—H1C	109.5	O1—C8—H8B	109.5
H1B—N1—H1C	109.5	H8A—C8—H8B	109.5
C1—O1—C8	116.2 (5)	O1—C8—H8C	109.5
O2—C1—O1	124.6 (5)	H8A—C8—H8C	109.5
O2—C1—C2	123.0 (5)	H8B—C8—H8C	109.5
O1—C1—C2	112.5 (5)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O2ii	0.89	1.99	2.832 (7)	157.
N1—H1B···Cl1ii	0.89	3.00	3.542 (6)	121.
N1—H1C···Cl2iii	0.89	2.57	3.419 (6)	160.
N1—H1B···Cl3iv	0.89	2.42	3.267 (6)	159.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯O2i	0.89	1.99	2.832 (7)	157
N1—H1B⋯Cl1i	0.89	3.00	3.542 (6)	121
N1—H1C⋯Cl2ii	0.89	2.57	3.419 (6)	160
N1—H1B⋯Cl3iii	0.89	2.42	3.267 (6)	159

Symmetry codes: (i) ; (ii) ; (iii) .