Bis(trimethyl­phenyl­ammonium) hexa­[bromido/chlorido(0.792/0.208)]stannate(IV)

Lo, K.M.; Ng, S.W.

doi:10.1107/S160053681000680X

metal-organic compounds

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Volume 66| Part 4| April 2010| Page m353

doi:10.1107/S160053681000680X

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Bis(trimethylphenylammonium) hexa[bromido/chlorido(0.792/0.208)]stannate(IV)

Kong Mun Lo ^a and Seik Weng Ng ^a ^*

^aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
^*Correspondence e-mail: seikweng@um.edu.my

(Received 10 February 2010; accepted 22 February 2010; online 3 March 2010)

In the title molecular salt, [C₆H₅(CH₃)₃N]₂[SnBr_4.75Cl_1.25], the Sn^IV atom (site symmetry $[\overline{1}]$ ) adopts an octahedral coordination geometry. The Br and Cl atoms are disordered over three sites in 0.7415 (13):0.2585 (14), 0.8514 (14):0.1486 (14) and 0.7821 (14):0.2179 (14) ratios.

Related literature

For the crystal structures of other ammonium hexabromidostannates(IV): see: Al-Far & Ali (2007 ); Al-Far et al. (2009 ); Ali et al. (2007 ); Howie et al. (2009 ).

Experimental

Crystal data

(C₉H₁₄N)₂[SnBr_4.75Cl_1.25]
M_r = 815.00
Monoclinic, P 2₁ /c
a = 8.8003 (1) Å
b = 10.6362 (2) Å
c = 14.2869 (2) Å
β = 104.433 (1)°
V = 1295.07 (3) Å³
Z = 2
Mo Kα radiation
μ = 8.45 mm⁻¹
T = 293 K
0.30 × 0.30 × 0.20 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.186, T_max = 0.283
12094 measured reflections
2974 independent reflections
2507 reflections with I > 2σ(I)
R_int = 0.023

Refinement

R[F² > 2σ(F²)] = 0.021
wR(F²) = 0.052
S = 1.01
2974 reflections
133 parameters
5 restraints
H-atom parameters constrained
Δρ_max = 0.38 e Å⁻³
Δρ_min = −0.58 e Å⁻³

Table 1
Selected bond lengths (Å)

Sn1—Br1	2.5630 (3)
Sn1—Br2	2.5886 (3)
Sn1—Br3	2.5874 (3)

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: X-SEED (Barbour, 2001 ); software used to prepare material for publication: publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053681000680X/hb5336sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053681000680X/hb5336Isup2.hkl

checkCIF report

Related literature top

For the crystal structures of other ammonium hexabromidostannates(IV): see: Al-Far & Ali (2007); Al-Far, Haddad & Ali (2009); Ali et al. (2007); Howie et al. (2009).

Experimental top

Tribenzyltin chloride (0.34 g, 1 mmol) and trimethylphenylammonium tribromide (0.38 g, 1 mmol) were heated in ethanol (50 ml) for 1 hour. After filtering of the reaction mixture, yellow blocks of (I) were obtained upon slow evaporation of the filtrate. The crystal structure indicated that all the organic groups bonded to tin in the reactant were cleaved by the tribromide anion.

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: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures top

Fig. 1. The molecular structure of (I) at the 50% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius. The bromine atoms are disordered with respect to the chlorine atoms.

Bis(trimethylphenylammonium) hexa[bromido/chlorido(0.792/0.208)]stannate(IV) top

Crystal data top

(C₉H₁₄N)₂[SnBr_4.75Cl_1.25]	F(000) = 775
M_r = 815.00	D_x = 2.090 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4823 reflections
a = 8.8003 (1) Å	θ = 2.4–28.2°
b = 10.6362 (2) Å	µ = 8.45 mm⁻¹
c = 14.2869 (2) Å	T = 293 K
β = 104.433 (1)°	Block, yellow
V = 1295.07 (3) Å³	0.30 × 0.30 × 0.20 mm
Z = 2

Data collection top

Bruker SMART APEX diffractometer	2974 independent reflections
Radiation source: fine-focus sealed tube	2507 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.023
ω scans	θ_max = 27.5°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
T_min = 0.186, T_max = 0.283	k = −13→13
12094 measured reflections	l = −18→18

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)] = 0.021	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.052	H-atom parameters constrained
S = 1.01	w = 1/[σ²(F_o²) + (0.0273P)² + 0.3311P] where P = (F_o² + 2F_c²)/3
2974 reflections	(Δ/σ)_max = 0.001
133 parameters	Δρ_max = 0.38 e Å⁻³
5 restraints	Δρ_min = −0.58 e Å⁻³

Crystal data top

(C₉H₁₄N)₂[SnBr_4.75Cl_1.25]	V = 1295.07 (3) Å³
M_r = 815.00	Z = 2
Monoclinic, P2₁/c	Mo Kα radiation
a = 8.8003 (1) Å	µ = 8.45 mm⁻¹
b = 10.6362 (2) Å	T = 293 K
c = 14.2869 (2) Å	0.30 × 0.30 × 0.20 mm
β = 104.433 (1)°

Data collection top

Bruker SMART APEX diffractometer	2974 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2507 reflections with I > 2σ(I)
T_min = 0.186, T_max = 0.283	R_int = 0.023
12094 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.021	5 restraints
wR(F²) = 0.052	H-atom parameters constrained
S = 1.01	Δρ_max = 0.38 e Å⁻³
2974 reflections	Δρ_min = −0.58 e Å⁻³
133 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Sn1	0.5000	0.5000	0.5000	0.02940 (7)
Br1	0.79909 (3)	0.50477 (3)	0.52754 (2)	0.04523 (11)	0.7415 (13)
Br2	0.50568 (4)	0.71415 (3)	0.58689 (2)	0.04665 (11)	0.8514 (14)
Br3	0.53087 (4)	0.38474 (3)	0.66315 (2)	0.04326 (11)	0.7821 (14)
Cl1	0.79909 (3)	0.50477 (3)	0.52754 (2)	0.04523 (11)	0.2585 (14)
Cl2	0.50568 (4)	0.71415 (3)	0.58689 (2)	0.04665 (11)	0.1486 (14)
Cl3	0.53087 (4)	0.38474 (3)	0.66315 (2)	0.04326 (11)	0.2179 (14)
N1	0.8193 (2)	0.0359 (2)	0.70182 (15)	0.0404 (5)
C1	0.9413 (3)	0.0799 (2)	0.65257 (17)	0.0354 (5)
C2	0.8999 (3)	0.1456 (3)	0.5678 (2)	0.0586 (8)
H2	0.7949	0.1610	0.5382	0.070*
C3	1.0162 (4)	0.1887 (3)	0.5271 (3)	0.0689 (10)
H3	0.9879	0.2330	0.4692	0.083*
C4	1.1700 (4)	0.1687 (3)	0.5682 (2)	0.0564 (8)
H4	1.2466	0.1978	0.5390	0.068*
C5	1.2101 (4)	0.1053 (3)	0.6533 (2)	0.0636 (9)
H5	1.3155	0.0919	0.6831	0.076*
C6	1.0965 (3)	0.0603 (3)	0.6963 (2)	0.0566 (8)
H6	1.1253	0.0170	0.7546	0.068*
C7	0.8529 (4)	−0.0962 (3)	0.7393 (3)	0.0619 (9)
H7A	0.8527	−0.1518	0.6864	0.093*
H7B	0.7735	−0.1221	0.7708	0.093*
H7C	0.9537	−0.0988	0.7847	0.093*
C8	0.8202 (4)	0.1222 (3)	0.7851 (2)	0.0636 (9)
H8A	0.9203	0.1176	0.8310	0.095*
H8B	0.7393	0.0973	0.8156	0.095*
H8C	0.8015	0.2069	0.7618	0.095*
C9	0.6576 (3)	0.0366 (3)	0.6359 (2)	0.0567 (8)
H9A	0.6272	0.1215	0.6175	0.085*
H9B	0.5852	0.0008	0.6689	0.085*
H9C	0.6569	−0.0122	0.5793	0.085*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.02718 (11)	0.02958 (12)	0.03066 (12)	−0.00216 (9)	0.00577 (8)	−0.00056 (9)
Br1	0.02788 (16)	0.0596 (2)	0.04703 (19)	−0.00311 (13)	0.00721 (13)	0.00024 (14)
Br2	0.05446 (19)	0.03536 (16)	0.04899 (19)	−0.00321 (13)	0.01072 (14)	−0.00974 (12)
Br3	0.04800 (18)	0.04521 (18)	0.03699 (17)	0.00217 (13)	0.01141 (13)	0.00745 (13)
Cl1	0.02788 (16)	0.0596 (2)	0.04703 (19)	−0.00311 (13)	0.00721 (13)	0.00024 (14)
Cl2	0.05446 (19)	0.03536 (16)	0.04899 (19)	−0.00321 (13)	0.01072 (14)	−0.00974 (12)
Cl3	0.04800 (18)	0.04521 (18)	0.03699 (17)	0.00217 (13)	0.01141 (13)	0.00745 (13)
N1	0.0381 (11)	0.0413 (12)	0.0425 (12)	0.0010 (9)	0.0116 (9)	0.0063 (10)
C1	0.0365 (13)	0.0337 (12)	0.0367 (13)	−0.0019 (10)	0.0107 (10)	−0.0008 (10)
C2	0.0461 (16)	0.064 (2)	0.0621 (19)	0.0077 (15)	0.0071 (14)	0.0280 (16)
C3	0.075 (2)	0.071 (2)	0.064 (2)	−0.0009 (18)	0.0238 (18)	0.0325 (18)
C4	0.0603 (19)	0.0526 (18)	0.064 (2)	−0.0082 (15)	0.0306 (16)	0.0018 (15)
C5	0.0394 (15)	0.086 (2)	0.068 (2)	0.0031 (16)	0.0184 (15)	0.0090 (18)
C6	0.0422 (15)	0.081 (2)	0.0456 (16)	0.0065 (15)	0.0101 (13)	0.0173 (16)
C7	0.0571 (18)	0.0496 (18)	0.082 (2)	0.0043 (14)	0.0235 (17)	0.0281 (16)
C8	0.069 (2)	0.077 (2)	0.0519 (18)	0.0022 (17)	0.0294 (16)	−0.0079 (16)
C9	0.0356 (14)	0.0623 (19)	0.068 (2)	−0.0023 (13)	0.0049 (14)	0.0087 (16)

Geometric parameters (Å, º) top

Sn1—Cl1ⁱ	2.5630 (3)	C3—C4	1.352 (4)
Sn1—Br1ⁱ	2.5630 (3)	C3—H3	0.9300
Sn1—Br1	2.5630 (3)	C4—C5	1.357 (5)
Sn1—Cl3ⁱ	2.5874 (3)	C4—H4	0.9300
Sn1—Br3ⁱ	2.5874 (3)	C5—C6	1.383 (4)
Sn1—Br2	2.5886 (3)	C5—H5	0.9300
Sn1—Br3	2.5874 (3)	C6—H6	0.9300
Sn1—Br2ⁱ	2.5886 (3)	C7—H7A	0.9600
Sn1—Cl2ⁱ	2.5886 (3)	C7—H7B	0.9600
N1—C8	1.501 (4)	C7—H7C	0.9600
N1—C1	1.498 (3)	C8—H8A	0.9600
N1—C9	1.498 (3)	C8—H8B	0.9600
N1—C7	1.506 (4)	C8—H8C	0.9600
C1—C6	1.368 (4)	C9—H9A	0.9600
C1—C2	1.367 (4)	C9—H9B	0.9600
C2—C3	1.375 (4)	C9—H9C	0.9600
C2—H2	0.9300

Cl1ⁱ—Sn1—Br1ⁱ	0.00 (2)	C8—N1—C7	109.1 (2)
Cl1ⁱ—Sn1—Br1	180.000 (15)	C1—N1—C7	111.0 (2)
Br1ⁱ—Sn1—Br1	180.000 (15)	C9—N1—C7	107.4 (2)
Cl1ⁱ—Sn1—Cl3ⁱ	89.879 (10)	C6—C1—C2	119.8 (2)
Br1ⁱ—Sn1—Cl3ⁱ	89.879 (10)	C6—C1—N1	119.2 (2)
Br1—Sn1—Cl3ⁱ	90.121 (10)	C2—C1—N1	120.8 (2)
Cl1ⁱ—Sn1—Br3ⁱ	89.879 (10)	C1—C2—C3	118.9 (3)
Br1ⁱ—Sn1—Br3ⁱ	89.879 (10)	C1—C2—H2	120.6
Br1—Sn1—Br3ⁱ	90.121 (10)	C3—C2—H2	120.6
Cl3ⁱ—Sn1—Br3ⁱ	0.000 (6)	C4—C3—C2	122.3 (3)
Cl1ⁱ—Sn1—Br3	90.121 (10)	C4—C3—H3	118.9
Br1ⁱ—Sn1—Br3	90.121 (10)	C2—C3—H3	118.9
Br1—Sn1—Br3	89.879 (10)	C3—C4—C5	118.4 (3)
Cl3ⁱ—Sn1—Br3	180.0	C3—C4—H4	120.8
Br3ⁱ—Sn1—Br3	180.0	C5—C4—H4	120.8
Cl1ⁱ—Sn1—Br2	89.277 (10)	C4—C5—C6	121.0 (3)
Br1ⁱ—Sn1—Br2	89.277 (10)	C4—C5—H5	119.5
Br1—Sn1—Br2	90.723 (10)	C6—C5—H5	119.5
Cl3ⁱ—Sn1—Br2	90.014 (10)	C1—C6—C5	119.6 (3)
Br3ⁱ—Sn1—Br2	90.014 (10)	C1—C6—H6	120.2
Br3—Sn1—Br2	89.986 (10)	C5—C6—H6	120.2
Cl1ⁱ—Sn1—Br2ⁱ	90.723 (10)	N1—C7—H7A	109.5
Br1ⁱ—Sn1—Br2ⁱ	90.723 (10)	N1—C7—H7B	109.5
Br1—Sn1—Br2ⁱ	89.277 (10)	H7A—C7—H7B	109.5
Cl3ⁱ—Sn1—Br2ⁱ	89.986 (10)	N1—C7—H7C	109.5
Br3ⁱ—Sn1—Br2ⁱ	89.986 (10)	H7A—C7—H7C	109.5
Br3—Sn1—Br2ⁱ	90.014 (10)	H7B—C7—H7C	109.5
Br2—Sn1—Br2ⁱ	180.0	N1—C8—H8A	109.5
Cl1ⁱ—Sn1—Cl2ⁱ	90.723 (10)	N1—C8—H8B	109.5
Br1ⁱ—Sn1—Cl2ⁱ	90.723 (10)	H8A—C8—H8B	109.5
Br1—Sn1—Cl2ⁱ	89.277 (10)	N1—C8—H8C	109.5
Cl3ⁱ—Sn1—Cl2ⁱ	89.986 (10)	H8A—C8—H8C	109.5
Br3ⁱ—Sn1—Cl2ⁱ	89.986 (10)	H8B—C8—H8C	109.5
Br3—Sn1—Cl2ⁱ	90.014 (10)	N1—C9—H9A	109.5
Br2—Sn1—Cl2ⁱ	180.0	N1—C9—H9B	109.5
Br2ⁱ—Sn1—Cl2ⁱ	0.000 (6)	H9A—C9—H9B	109.5
C8—N1—C1	108.6 (2)	N1—C9—H9C	109.5
C8—N1—C9	108.1 (2)	H9A—C9—H9C	109.5
C1—N1—C9	112.5 (2)	H9B—C9—H9C	109.5

C8—N1—C1—C6	73.7 (3)	N1—C1—C2—C3	177.3 (3)
C9—N1—C1—C6	−166.6 (3)	C1—C2—C3—C4	−0.3 (6)
C7—N1—C1—C6	−46.2 (4)	C2—C3—C4—C5	−0.8 (6)
C8—N1—C1—C2	−102.3 (3)	C3—C4—C5—C6	1.0 (5)
C9—N1—C1—C2	17.4 (4)	C2—C1—C6—C5	−1.2 (5)
C7—N1—C1—C2	137.8 (3)	N1—C1—C6—C5	−177.3 (3)
C6—C1—C2—C3	1.4 (5)	C4—C5—C6—C1	0.0 (5)

Symmetry code: (i) −x+1, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	(C₉H₁₄N)₂[SnBr_4.75Cl_1.25]
M_r	815.00
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	293
a, b, c (Å)	8.8003 (1), 10.6362 (2), 14.2869 (2)
β (°)	104.433 (1)
V (Å³)	1295.07 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	8.45
Crystal size (mm)	0.30 × 0.30 × 0.20

Data collection
Diffractometer	Bruker SMART APEX diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.186, 0.283
No. of measured, independent and observed [I > 2σ(I)] reflections	12094, 2974, 2507
R_int	0.023
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.021, 0.052, 1.01
No. of reflections	2974
No. of parameters	133
No. of restraints	5
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.38, −0.58

Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).

Selected bond lengths (Å) top

Sn1—Br1	2.5630 (3)	Sn1—Br3	2.5874 (3)
Sn1—Br2	2.5886 (3)

Acknowledgements

We thank the University of Malaya (RG020/09AFR) for supporting this study.

References

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