Bis[4-(dimethyl­amino)pyridinium] tetra­bromidobis(3,4-dichloro­phen­yl)stannate(IV)–1-bromo-3,4-dichloro­benzene (1/1)

Koon, Y.C.; Lo, K.M.; Ng, S.W.

doi:10.1107/S1600536809017590

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 6| June 2009| Page m663

doi:10.1107/S1600536809017590

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Bis[4-(dimethylamino)pyridinium] tetrabromidobis(3,4-dichlorophenyl)stannate(IV)–1-bromo-3,4-dichlorobenzene (1/1)

Yau Chin Koon,^a 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 8 May 2009; accepted 11 May 2009; online 20 May 2009)

The Sn atom in the title substituted pyridinium stannate bromo-3,4-dichlorobenzene solvate, (C₇H₁₁N₂)₂[SnBr₄(C₆H₃Cl₂)₂]·C₆H₃BrCl₂, lies on a twofold axis within an octahedral C₂Br₄ donor set. Each cation forms an N—H⋯Br hydrogen bond to one of the Br atoms of the anion. The solvent molecule is disordered about the twofold rotation axis with equal occupancy. The crystal under investigation was non-merohedrally twinned, with a twin component ratio of 0.76:0.24.

Related literature

For bis(4-dimethylaminopyridinium) tetrahalidodiorganostannates, see: Lo & Ng (2008a ,b ); Yap et al. (2008 ). For deconvolution of the diffraction data, see: Spek (2009 ).

Experimental

Crystal data

(C₇H₁₁N₂)₂[SnBr₄(C₆H₃Cl₂)₂]·C₆H₃BrCl₂
M_r = 1202.55
Monoclinic, C 2/c
a = 19.2308 (2) Å
b = 13.8983 (2) Å
c = 15.4961 (2) Å
β = 107.491 (1)°
V = 3950.23 (9) Å³
Z = 4
Mo Kα radiation
μ = 6.14 mm⁻¹
T = 100 K
0.25 × 0.20 × 0.15 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.309, T_max = 0.459 (expected range = 0.268–0.398)
17636 measured reflections
4495 independent reflections
4061 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.050
wR(F²) = 0.243
S = 1.47
4495 reflections
225 parameters
39 restraints
H-atom parameters constrained
Δρ_max = 2.01 e Å⁻³
Δρ_min = −1.80 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯Br1	0.88	2.58	3.315 (3)	142

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: X-SEED (Barbour, 2001 ); software used to prepare material for publication: publCIF (Westrip, 2009 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809017590/tk2446sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809017590/tk2446Isup2.hkl

checkCIF report

Related literature top

For bis(4-dimethylaminopyridinium) tetrahalidodiorganostannates, see: Lo & Ng (2008a,b); Yap et al. (2008). For deconvolution of the diffraction data, see: Spek (2009).

Experimental top

Tetrakis(3,4-dichlorophenyl)tin (0.70 g, 1 mol) and 4-dimethylaminopyridine hydrobromide perbromide (0.73 g, 2 mmol) were heated in ethanol/chloroform (1:1 v/v, 100 ml) for 3 h. Crystals separated from the cool solution after a day.

The presence of bromo-3,4-dichlorobenzene in the crystal structure probably arose from contamination of the tetrakis(3,4-dichlorophenyl)tin reactant, which itself was synthesized in a Grignard reaction with bromo-3,4-dichlorobenzene as the starting halogen-bearing compound.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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, 2009).

Figures top

Fig. 1. 70% Probability thermal ellipsoid plot of the ion-pair (C₇H₁₁N₂)₂ [SnBr₄(C₆H₃Cl₂)₂]^.C₆H₃BrCl₂. Unlabelled atoms are related by a 2-fold axis. Hydrogen atoms are drawn as spheres of arbitrary radius.

Bis[4-(dimethylamino)pyridinium] tetrabromidobis(3,4-dichlorophenyl)stannate(IV)–1-bromo-3,4-dichlorobenzene (1/1) top

Crystal data top

(C₇H₁₁N₂)₂[SnBr₄(C₆H₃Cl₂)₂]·C₆H₃BrCl₂	F(000) = 2312
M_r = 1202.55	D_x = 2.022 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 9914 reflections
a = 19.2308 (2) Å	θ = 2.2–28.4°
b = 13.8983 (2) Å	µ = 6.14 mm⁻¹
c = 15.4961 (2) Å	T = 100 K
β = 107.491 (1)°	Block, colorless
V = 3950.23 (9) Å³	0.25 × 0.20 × 0.15 mm
Z = 4

Data collection top

Bruker SMART APEX diffractometer	4495 independent reflections
Radiation source: fine-focus sealed tube	4061 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
ω scans	θ_max = 27.5°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −24→24
T_min = 0.309, T_max = 0.459	k = −18→18
17636 measured reflections	l = −20→20

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)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.243	H-atom parameters constrained
S = 1.47	w = 1/[σ²(F_o²) + (0.15P)²] where P = (F_o² + 2F_c²)/3
4495 reflections	(Δ/σ)_max = 0.001
225 parameters	Δρ_max = 2.01 e Å⁻³
39 restraints	Δρ_min = −1.80 e Å⁻³

Crystal data top

(C₇H₁₁N₂)₂[SnBr₄(C₆H₃Cl₂)₂]·C₆H₃BrCl₂	V = 3950.23 (9) Å³
M_r = 1202.55	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 19.2308 (2) Å	µ = 6.14 mm⁻¹
b = 13.8983 (2) Å	T = 100 K
c = 15.4961 (2) Å	0.25 × 0.20 × 0.15 mm
β = 107.491 (1)°

Data collection top

Bruker SMART APEX diffractometer	4495 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	4061 reflections with I > 2σ(I)
T_min = 0.309, T_max = 0.459	R_int = 0.030
17636 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.050	39 restraints
wR(F²) = 0.243	H-atom parameters constrained
S = 1.47	Δρ_max = 2.01 e Å⁻³
4495 reflections	Δρ_min = −1.80 e Å⁻³
225 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	0.61725 (3)	0.7500	0.0092 (2)
Br2	0.44267 (3)	0.48127 (5)	0.62311 (4)	0.0174 (2)
Br1	0.44630 (3)	0.75638 (5)	0.62507 (4)	0.0186 (2)
Cl1	0.81264 (8)	0.62573 (10)	0.85386 (12)	0.0179 (4)
Cl2	0.81408 (10)	0.62116 (11)	0.65044 (13)	0.0243 (4)
N2	0.2115 (3)	0.6236 (4)	0.1836 (4)	0.0196 (12)
C1	0.60066 (16)	0.6174 (2)	0.7153 (3)	0.0102 (11)
C2	0.6660 (2)	0.6216 (2)	0.7850 (2)	0.0102 (11)
H2	0.6657	0.6238	0.8461	0.012*
C3	0.73187 (16)	0.6224 (2)	0.7651 (2)	0.0138 (12)
C4	0.73233 (17)	0.6191 (3)	0.6756 (3)	0.0155 (13)
C5	0.6670 (2)	0.6150 (3)	0.6060 (2)	0.0151 (13)
H5	0.6673	0.6128	0.5449	0.018*
C6	0.60113 (17)	0.6142 (2)	0.6259 (2)	0.0175 (13)
H6	0.5564	0.6113	0.5783	0.021*
N1	0.3539 (2)	0.6345 (3)	0.4428 (2)	0.0293 (14)
H1	0.3842	0.6371	0.4981	0.035*
C7	0.38080 (17)	0.6245 (3)	0.3695 (3)	0.0244 (16)
H7	0.4319	0.6205	0.3790	0.029*
C8	0.3330 (2)	0.6204 (3)	0.2822 (3)	0.0185 (14)
H8	0.3514	0.6135	0.2320	0.022*
C9	0.2582 (2)	0.6262 (3)	0.2682 (2)	0.0144 (12)
C10	0.23132 (17)	0.6362 (3)	0.3415 (3)	0.0185 (13)
H10	0.1802	0.6401	0.3320	0.022*
C11	0.2791 (2)	0.6403 (3)	0.4288 (2)	0.0239 (14)
H11	0.2608	0.6471	0.4790	0.029*
C12	0.2386 (5)	0.6177 (5)	0.1057 (5)	0.0273 (17)
H12A	0.2695	0.6737	0.1050	0.041*
H12B	0.1974	0.6168	0.0501	0.041*
H12C	0.2672	0.5587	0.1095	0.041*
C13	0.1323 (4)	0.6238 (5)	0.1685 (6)	0.0268 (17)
H13A	0.1196	0.5727	0.2047	0.040*
H13B	0.1071	0.6126	0.1043	0.040*
H13C	0.1175	0.6862	0.1866	0.040*
Br3	0.5258 (5)	0.7963 (5)	0.4343 (4)	0.0355 (11)	0.50
Cl3	0.4624 (2)	0.9970 (3)	0.0505 (2)	0.0351 (9)	0.50
Cl4	0.4620 (14)	0.7751 (14)	0.0633 (11)	0.038 (3)	0.50
C14	0.5139 (16)	0.8551 (8)	0.3234 (8)	0.027 (4)	0.50
C15	0.501 (2)	0.7983 (4)	0.2464 (11)	0.027 (3)	0.50
H15	0.5033	0.7302	0.2517	0.032*	0.50
C16	0.4852 (16)	0.8411 (7)	0.1616 (9)	0.025 (4)	0.50
C17	0.4820 (8)	0.9408 (8)	0.1538 (4)	0.023 (4)	0.50
C18	0.4948 (9)	0.9976 (4)	0.2309 (6)	0.023 (4)	0.50
H18	0.4926	1.0657	0.2255	0.028*	0.50
C19	0.5107 (8)	0.9548 (8)	0.3156 (4)	0.021 (3)	0.50
H19	0.5194	0.9936	0.3683	0.025*	0.50

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.0068 (4)	0.0113 (4)	0.0099 (3)	0.000	0.0031 (2)	0.000
Br2	0.0141 (4)	0.0186 (4)	0.0195 (4)	−0.0016 (2)	0.0048 (3)	−0.0054 (2)
Br1	0.0175 (4)	0.0215 (4)	0.0169 (4)	0.0013 (2)	0.0050 (3)	0.0030 (2)
Cl1	0.0082 (7)	0.0195 (8)	0.0236 (8)	0.0003 (5)	0.0010 (6)	−0.0001 (5)
Cl2	0.0133 (8)	0.0351 (10)	0.0291 (9)	−0.0020 (5)	0.0132 (7)	−0.0020 (6)
N2	0.019 (3)	0.019 (3)	0.018 (3)	0.0001 (18)	0.001 (2)	0.0001 (19)
C1	0.011 (3)	0.009 (3)	0.011 (3)	0.0016 (17)	0.003 (2)	0.0001 (17)
C2	0.007 (3)	0.014 (3)	0.010 (3)	0.0001 (17)	0.003 (2)	−0.0007 (18)
C3	0.008 (3)	0.014 (3)	0.019 (3)	−0.0021 (18)	0.004 (2)	−0.001 (2)
C4	0.008 (3)	0.015 (3)	0.026 (4)	−0.0011 (18)	0.008 (3)	0.000 (2)
C5	0.016 (3)	0.017 (3)	0.014 (3)	−0.003 (2)	0.007 (2)	−0.002 (2)
C6	0.018 (3)	0.019 (3)	0.016 (3)	−0.002 (2)	0.006 (3)	−0.002 (2)
N1	0.027 (4)	0.033 (3)	0.018 (3)	0.008 (2)	−0.007 (3)	−0.007 (2)
C7	0.016 (3)	0.018 (3)	0.033 (4)	0.003 (2)	−0.002 (3)	−0.006 (3)
C8	0.016 (3)	0.016 (3)	0.023 (3)	0.001 (2)	0.007 (3)	−0.002 (2)
C9	0.017 (3)	0.012 (3)	0.014 (3)	−0.002 (2)	0.003 (2)	−0.0018 (19)
C10	0.015 (3)	0.013 (3)	0.027 (3)	0.000 (2)	0.006 (3)	0.001 (2)
C11	0.033 (4)	0.026 (3)	0.012 (3)	0.008 (3)	0.007 (3)	−0.002 (3)
C12	0.036 (5)	0.031 (4)	0.011 (3)	0.001 (3)	0.001 (3)	0.001 (2)
C13	0.013 (4)	0.032 (4)	0.030 (4)	0.001 (2)	−0.002 (3)	−0.004 (3)
Br3	0.050 (3)	0.036 (3)	0.0186 (11)	−0.0140 (19)	0.0077 (13)	−0.0007 (11)
Cl3	0.049 (2)	0.0289 (19)	0.0208 (16)	−0.0123 (16)	−0.0002 (15)	0.0031 (14)
Cl4	0.047 (7)	0.039 (8)	0.026 (3)	0.008 (4)	0.009 (3)	−0.003 (3)
C14	0.030 (8)	0.036 (7)	0.017 (6)	−0.012 (7)	0.012 (6)	0.003 (6)
C15	0.028 (5)	0.024 (5)	0.032 (5)	0.003 (9)	0.014 (4)	−0.008 (9)
C16	0.018 (7)	0.039 (8)	0.027 (6)	0.014 (6)	0.018 (6)	0.001 (6)
C17	0.024 (6)	0.028 (7)	0.020 (7)	−0.007 (5)	0.012 (5)	−0.009 (6)
C18	0.026 (6)	0.025 (5)	0.019 (9)	0.003 (5)	0.007 (7)	0.000 (4)
C19	0.022 (6)	0.022 (6)	0.023 (7)	−0.007 (5)	0.015 (6)	0.000 (6)

Geometric parameters (Å, º) top

Sn1—C1ⁱ	2.159 (3)	C8—C9	1.3900
Sn1—C1	2.159 (3)	C8—H8	0.9500
Sn1—Br2	2.7111 (7)	C9—C10	1.3900
Sn1—Br2ⁱ	2.7111 (7)	C10—C11	1.3900
Sn1—Br1ⁱ	2.7114 (7)	C10—H10	0.9500
Sn1—Br1	2.7114 (7)	C11—H11	0.9500
Cl1—C3	1.739 (3)	C12—H12A	0.9800
Cl2—C4	1.730 (3)	C12—H12B	0.9800
N2—C9	1.349 (7)	C12—H12C	0.9800
N2—C12	1.454 (10)	C13—H13A	0.9800
N2—C13	1.468 (10)	C13—H13B	0.9800
C1—C2	1.3900	C13—H13C	0.9800
C1—C6	1.3900	Br3—C14	1.855 (6)
C2—C3	1.3900	Cl3—C17	1.719 (7)
C2—H2	0.9500	Cl4—C16	1.718 (9)
C3—C4	1.3900	C14—C15	1.3900
C4—C5	1.3900	C14—C19	1.3900
C5—C6	1.3900	C15—C16	1.3900
C5—H5	0.9500	C15—H15	0.9500
C6—H6	0.9500	C16—C17	1.3900
N1—C7	1.3900	C17—C18	1.3900
N1—C11	1.3900	C18—C19	1.3900
N1—H1	0.8800	C18—H18	0.9500
C7—C8	1.3900	C19—H19	0.9500
C7—H7	0.9500

C1ⁱ—Sn1—C1	179.87 (18)	C7—C8—C9	120.0
C1ⁱ—Sn1—Br2	88.95 (10)	C7—C8—H8	120.0
C1—Sn1—Br2	91.15 (10)	C9—C8—H8	120.0
C1ⁱ—Sn1—Br2ⁱ	91.15 (10)	N2—C9—C8	120.4 (4)
C1—Sn1—Br2ⁱ	88.95 (10)	N2—C9—C10	119.6 (4)
Br2—Sn1—Br2ⁱ	91.62 (3)	C8—C9—C10	120.0
C1ⁱ—Sn1—Br1ⁱ	89.95 (10)	C11—C10—C9	120.0
C1—Sn1—Br1ⁱ	89.95 (10)	C11—C10—H10	120.0
Br2—Sn1—Br1ⁱ	178.301 (19)	C9—C10—H10	120.0
Br2ⁱ—Sn1—Br1ⁱ	89.70 (2)	C10—C11—N1	120.0
C1ⁱ—Sn1—Br1	89.95 (10)	C10—C11—H11	120.0
C1—Sn1—Br1	89.95 (10)	N1—C11—H11	120.0
Br2—Sn1—Br1	89.70 (2)	N2—C12—H12A	109.5
Br2ⁱ—Sn1—Br1	178.301 (19)	N2—C12—H12B	109.5
Br1ⁱ—Sn1—Br1	89.01 (3)	H12A—C12—H12B	109.5
C9—N2—C12	120.5 (6)	N2—C12—H12C	109.5
C9—N2—C13	120.7 (6)	H12A—C12—H12C	109.5
C12—N2—C13	118.8 (6)	H12B—C12—H12C	109.5
C2—C1—C6	120.0	N2—C13—H13A	109.5
C2—C1—Sn1	118.5 (2)	N2—C13—H13B	109.5
C6—C1—Sn1	121.5 (2)	H13A—C13—H13B	109.5
C3—C2—C1	120.0	N2—C13—H13C	109.5
C3—C2—H2	120.0	H13A—C13—H13C	109.5
C1—C2—H2	120.0	H13B—C13—H13C	109.5
C2—C3—C4	120.0	C15—C14—C19	120.0
C2—C3—Cl1	118.8 (2)	C15—C14—Br3	119.1 (9)
C4—C3—Cl1	121.2 (2)	C19—C14—Br3	120.6 (9)
C5—C4—C3	120.0	C16—C15—C14	120.0
C5—C4—Cl2	119.8 (2)	C16—C15—H15	120.0
C3—C4—Cl2	120.2 (2)	C14—C15—H15	120.0
C4—C5—C6	120.0	C15—C16—C17	120.0
C4—C5—H5	120.0	C15—C16—Cl4	122.3 (11)
C6—C5—H5	120.0	C17—C16—Cl4	117.6 (11)
C5—C6—C1	120.0	C18—C17—C16	120.0
C5—C6—H6	120.0	C18—C17—Cl3	118.3 (8)
C1—C6—H6	120.0	C16—C17—Cl3	121.7 (8)
C7—N1—C11	120.0	C17—C18—C19	120.0
C7—N1—H1	120.0	C17—C18—H18	120.0
C11—N1—H1	120.0	C19—C18—H18	120.0
C8—C7—N1	120.0	C18—C19—C14	120.0
C8—C7—H7	120.0	C18—C19—H19	120.0
N1—C7—H7	120.0	C14—C19—H19	120.0

Br2—Sn1—C1—C2	−138.45 (15)	C12—N2—C9—C8	−1.9 (6)
Br2ⁱ—Sn1—C1—C2	−46.86 (16)	C13—N2—C9—C8	176.2 (4)
Br1ⁱ—Sn1—C1—C2	42.84 (16)	C12—N2—C9—C10	177.2 (4)
Br1—Sn1—C1—C2	131.85 (16)	C13—N2—C9—C10	−4.7 (6)
Br2—Sn1—C1—C6	41.96 (17)	C7—C8—C9—N2	179.0 (4)
Br2ⁱ—Sn1—C1—C6	133.56 (17)	C7—C8—C9—C10	0.0
Br1ⁱ—Sn1—C1—C6	−136.74 (17)	N2—C9—C10—C11	−179.0 (4)
Br1—Sn1—C1—C6	−47.73 (17)	C8—C9—C10—C11	0.0
C6—C1—C2—C3	0.0	C9—C10—C11—N1	0.0
Sn1—C1—C2—C3	−179.6 (2)	C7—N1—C11—C10	0.0
C1—C2—C3—C4	0.0	C19—C14—C15—C16	0.0
C1—C2—C3—Cl1	−179.0 (2)	Br3—C14—C15—C16	173.9 (18)
C2—C3—C4—C5	0.0	C14—C15—C16—C17	0.0
Cl1—C3—C4—C5	179.0 (3)	C14—C15—C16—Cl4	−175 (2)
C2—C3—C4—Cl2	179.5 (3)	C15—C16—C17—C18	0.0
Cl1—C3—C4—Cl2	−1.5 (3)	Cl4—C16—C17—C18	175.1 (19)
C3—C4—C5—C6	0.0	C15—C16—C17—Cl3	−179.9 (11)
Cl2—C4—C5—C6	−179.5 (3)	Cl4—C16—C17—Cl3	−5 (2)
C4—C5—C6—C1	0.0	C16—C17—C18—C19	0.0
C2—C1—C6—C5	0.0	Cl3—C17—C18—C19	179.9 (10)
Sn1—C1—C6—C5	179.6 (2)	C17—C18—C19—C14	0.0
C11—N1—C7—C8	0.0	C15—C14—C19—C18	0.0
N1—C7—C8—C9	0.0	Br3—C14—C19—C18	−173.8 (18)

Symmetry code: (i) −x+1, y, −z+3/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···Br1	0.88	2.58	3.315 (3)	142

Experimental details

Crystal data
Chemical formula	(C₇H₁₁N₂)₂[SnBr₄(C₆H₃Cl₂)₂]·C₆H₃BrCl₂
M_r	1202.55
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	100
a, b, c (Å)	19.2308 (2), 13.8983 (2), 15.4961 (2)
β (°)	107.491 (1)
V (Å³)	3950.23 (9)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	6.14
Crystal size (mm)	0.25 × 0.20 × 0.15

Data collection
Diffractometer	Bruker SMART APEX diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.309, 0.459
No. of measured, independent and observed [I > 2σ(I)] reflections	17636, 4495, 4061
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.050, 0.243, 1.47
No. of reflections	4495
No. of parameters	225
No. of restraints	39
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	2.01, −1.80

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2009).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···Br1	0.88	2.58	3.315 (3)	142

Acknowledgements

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

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. CrossRef CAS Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Lo, K. M. & Ng, S. W. (2008a). Acta Cryst. E64, m800. Web of Science CSD CrossRef IUCr Journals Google Scholar
Lo, K. M. & Ng, S. W. (2008b). Acta Cryst. E64, m834. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2009). publCIF. In preparation. Google Scholar
Yap, Q. L., Lo, K. M. & Ng, S. W. (2008). Acta Cryst. E64, m696. Web of Science CSD CrossRef IUCr Journals Google Scholar

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Volume 65| Part 6| June 2009| Page m663

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Bis[4-(di­methyl­amino)pyridinium] tetra­bromidobis(3,4-di­chloro­phen­yl)stannate(IV)–1-bromo-3,4-di­chloro­benzene (1/1)

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Data collection

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Acknowledgements

References

metal-organic compounds

Bis[4-(dimethylamino)pyridinium] tetrabromidobis(3,4-dichlorophenyl)stannate(IV)–1-bromo-3,4-dichlorobenzene (1/1)