Trimethyl­phenyl­ammonium μ-bromido-bis­[dibromidobis(4-bromobenzyl)stannate(IV)]

Thy Chun Keng; Kong Mun Lo; Seik Weng Ng

doi:10.1107/S1600536811021295

. 2011 Jun 11;67(Pt 7):m872. doi: 10.1107/S1600536811021295

Trimethylphenylammonium μ-bromido-bis[dibromidobis(4-bromobenzyl)stannate(IV)]

Thy Chun Keng ^a, Kong Mun Lo ^a, Seik Weng Ng ^a,^*

PMCID: PMC3151895 PMID: 21836868

Abstract

In the title salt, [C₆H₅N(CH₃)₃][Sn₂Br₅(C₇H₆Br)₄], the Sn^IV atoms of the dinuclear anion are bridged by a Br atom; the Sn—Br_bridge bond lengths are 2.9818 (5) and 3.0470 (5) Å. Both Sn atoms show a distorted cis-trigonal–bipyramidal coordination geometry that is distorted towards a square pyramid. In the crystal, weak C—H⋯π interactions occur between anions and cations.

Related literature

For the ferrocenium salt, see: Razak et al. (1998 ▶).

Experimental

Crystal data

(C₉H₁₄N)[Sn₂Br₅(C₇H₆Br)₄]
M _r = 1453.25
Monoclinic,
a = 12.7274 (2) Å
b = 25.5126 (3) Å
c = 13.5135 (2) Å
β = 100.8540 (7)°
V = 4309.46 (11) Å³
Z = 4
Mo Kα radiation
μ = 9.53 mm⁻¹
T = 100 K
0.25 × 0.20 × 0.20 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.369, T _max = 1.000
39991 measured reflections
9908 independent reflections
7661 reflections with I > 2σ(I)
R _int = 0.042

Refinement

R[F ² > 2σ(F ²)] = 0.035
wR(F ²) = 0.075
S = 1.01
9908 reflections
442 parameters
H-atom parameters constrained
Δρ_max = 1.91 e Å⁻³
Δρ_min = −0.57 e Å⁻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 ▶).

Supplementary Material

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811021295/xu5234sup1.cif

e-67-0m872-sup1.cif^{(27.7KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811021295/xu5234Isup2.hkl

e-67-0m872-Isup2.hkl^{(484.5KB, hkl)}

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

Table 1. Selected geometric parameters (Å, °).

Sn1—C1	2.163 (4)
Sn1—C8	2.167 (4)
Sn1—Br1	2.6203 (5)
Sn1—Br2	2.5051 (5)
Sn1—Br6	3.0470 (5)
Sn2—C15	2.165 (4)
Sn2—C22	2.160 (4)
Sn2—Br6	2.9818 (5)
Sn2—Br5	2.5057 (5)
Sn2—Br7	2.6423 (5)

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C1—Sn1—C8	141.50 (16)
C15—Sn2—C22	138.41 (16)

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Table 2. Hydrogen-bond geometry (Å, °).

Cg is the centroid of the C29-benzene ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C27—H27⋯Cgⁱ	0.95	2.58	3.378 (4)	142

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Symmetry code: (i) Inline graphic .

Acknowledgments

We thank the University of Malaya (grant No. RG020/09AFR) for supporting this study.

supplementary crystallographic information

Comment

We have reported the products of the reaction of phenyltrimethylammonium tribromide with triorganotin halides. The products are bis(ammonium) hexahalogenostannates as all tin-carbon bonds are cleaved. When heating was avoided, only one organic radical is cleaved, as found for the reaction of tris(p-bromobenzyl)tin bromide. In the salt, C₆H₅N(CH₃)₃⁺ [Sn₂Br₅(C₇H₆Br)₄]^- (Scheme I), the Sn^IV atoms of the dinuclear anion is bridged by a Br atom. The Sn atom shows cis-trigonal bipyramidal coordination but the geometry is distorted towards a square pyramid (Fig. 1).

The [Sn₂Br₅(C₇H₆Br)₄]^- anion is known only in a report on the ferrocenium derivative (Razak et al., 1998).

Experimental

Tris(p-bromobenzyl)tin bromide (0.35 g,0.5 mmol) and phenyltrimethylammonium tribromide (0.20 g, 0.6 mmol) were dissolved in a 1:1 mixture of chloroform and ethanol (100 ml). The mixture was stirred at room temperature for half an hour, after which it was filtered. The filtrate when allowed to evaporate yielded yellow crystals.