Bis(3-aza-niumylpyridin-1-ium) hexa-chloridostannate(IV) dichloride.

The asymmetric unit of the title compound, (C5H8N2)2[SnCl6]Cl2, consists of one 3-aza-niumylpyridin-1-ium dication and one chloride ion in a general position and a hexa-chloridostannate(IV) dianion lying about a centre of inversion. The [SnCl6](2-) anion exhibits almost perfect octa-hedral geometry. The 3-aza-niumylpyridin-1-ium and chloride ions are connected via medium-strong charge-supported N-H⋯Cl hydrogen bonds, forming undulating layers in the (110) plane. The [SnCl6](2-) ions are located between these layers and occupy cavities formed by two facing layer puckers.

Related literature

For related 3-aza­niumylpyridin-1-ium salts, see: Ali et al. (2008 ▶); Kapoor et al. (2012 ▶); Rao et al. (2011 ▶); Sarma et al. (2012 ▶); Willett et al. (1988 ▶). For related hexa­halogenido­metalate salts, see: Reiss (1998 ▶, 2002 ▶); Reiss & Helmbrecht (2012 ▶). For spectroscopy of hexa­chloridostannate(IV) salts, see: Brown et al. (1970 ▶); Ouasri et al. (2001 ▶). For graph-set theory and its applications, see: Bernstein et al. (1995 ▶); Etter et al. (1990 ▶).

Experimental

Crystal data

(C5H8N2)2[SnCl6]Cl2

M = 594.56

Orthorhombic,

a = 11.9379 (3) Å

b = 10.3704 (3) Å

c = 16.7018 (5) Å

V = 2067.70 (10) Å3

Z = 4

Mo Kα radiation

μ = 2.27 mm−1

T = 290 K

0.14 × 0.12 × 0.06 mm

Data collection

Oxford Diffraction Xcalibur Eos diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2009 ▶) T min = 0.853, T max = 1.000

30476 measured reflections

2364 independent reflections

1875 reflections with I > 2σ(I)

R int = 0.038

Refinement

R[F 2 > 2σ(F 2)] = 0.020

wR(F 2) = 0.044

S = 1.06

2364 reflections

138 parameters

All H-atom parameters refined

Δρmax = 0.26 e Å−3

Δρmin = −0.22 e Å−3

Data collection: CrysAlis PRO (Oxford Diffraction, 2009 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2012 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813006806/pk2471sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813006806/pk2471Isup2.hkl

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

(C5H8N2)2[SnCl6]Cl2	F(000) = 1160
Mr = 594.56	Dx = 1.910 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 11374 reflections
a = 11.9379 (3) Å	θ = 3.6–33.9°
b = 10.3704 (3) Å	µ = 2.27 mm−1
c = 16.7018 (5) Å	T = 290 K
V = 2067.70 (10) Å3	Block, colourless
Z = 4	0.14 × 0.12 × 0.06 mm

Oxford Diffraction Xcalibur Eos diffractometer	2364 independent reflections
Radiation source: fine-focus sealed tube	1875 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.038
Detector resolution: 16.2711 pixels mm-1	θmax = 27.5°, θmin = 3.6°
ω scans	h = −15→15
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2009)	k = −13→13
Tmin = 0.853, Tmax = 1.000	l = −21→21
30476 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)] = 0.020	Hydrogen site location: difference Fourier map
wR(F2) = 0.044	All H-atom parameters refined
S = 1.06	w = 1/[σ2(Fo2) + (0.0162P)2 + 0.6462P] where P = (Fo2 + 2Fc2)/3
2364 reflections	(Δ/σ)max < 0.001
138 parameters	Δρmax = 0.26 e Å−3
0 restraints	Δρmin = −0.22 e Å−3

Experimental. CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

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
N1	0.28997 (16)	0.5670 (2)	0.35522 (13)	0.0399 (4)
H11	0.262 (2)	0.496 (2)	0.3270 (14)	0.059 (8)*
H12	0.257 (2)	0.574 (2)	0.4040 (16)	0.076 (9)*
H13	0.273 (2)	0.639 (2)	0.3256 (14)	0.060 (8)*
C1	0.41111 (17)	0.55437 (19)	0.36189 (11)	0.0308 (4)
C2	0.4574 (2)	0.4437 (2)	0.39366 (14)	0.0433 (5)
H2A	0.4103 (19)	0.381 (2)	0.4093 (13)	0.048 (7)*
C3	0.5719 (2)	0.4332 (2)	0.39775 (15)	0.0511 (6)
H3A	0.603 (2)	0.364 (2)	0.4159 (14)	0.061 (8)*
C4	0.6373 (2)	0.5311 (3)	0.37014 (14)	0.0472 (6)
H4A	0.712 (2)	0.529 (2)	0.3692 (14)	0.060 (8)*
N2	0.58917 (16)	0.63570 (19)	0.33931 (10)	0.0395 (4)
H2	0.630 (2)	0.695 (2)	0.3187 (14)	0.061 (8)*
C5	0.47825 (17)	0.65048 (19)	0.33392 (12)	0.0335 (5)
H5A	0.4526 (16)	0.7277 (19)	0.3111 (11)	0.033 (5)*
Cl1	0.25614 (5)	0.31396 (5)	0.25548 (3)	0.04263 (13)
Sn1	0.0000	0.0000	0.0000	0.02235 (6)
Cl2	0.14393 (4)	−0.16245 (5)	0.01538 (3)	0.04262 (13)
Cl3	−0.14685 (4)	−0.15423 (5)	0.02721 (3)	0.04332 (13)
Cl4	0.00932 (5)	0.04893 (7)	0.14177 (3)	0.05529 (16)

	U11	U22	U33	U12	U13	U23
N1	0.0356 (11)	0.0370 (11)	0.0470 (11)	−0.0016 (9)	0.0044 (9)	0.0035 (10)
C1	0.0342 (11)	0.0297 (10)	0.0285 (9)	−0.0009 (9)	0.0042 (8)	−0.0031 (8)
C2	0.0491 (14)	0.0340 (12)	0.0469 (13)	−0.0021 (11)	0.0031 (11)	0.0082 (11)
C3	0.0556 (17)	0.0417 (14)	0.0559 (15)	0.0141 (13)	−0.0052 (12)	0.0085 (12)
C4	0.0357 (13)	0.0564 (15)	0.0493 (13)	0.0017 (12)	−0.0005 (11)	−0.0078 (12)
N2	0.0384 (11)	0.0414 (11)	0.0388 (10)	−0.0095 (9)	0.0066 (8)	−0.0026 (8)
C5	0.0391 (14)	0.0288 (10)	0.0327 (10)	−0.0016 (9)	0.0045 (8)	0.0004 (8)
Cl1	0.0474 (3)	0.0329 (2)	0.0476 (3)	0.0018 (2)	0.0113 (2)	−0.0002 (2)
Sn1	0.01879 (9)	0.02282 (9)	0.02543 (9)	−0.00037 (7)	0.00169 (7)	−0.00180 (6)
Cl2	0.0341 (3)	0.0371 (3)	0.0566 (3)	0.0133 (2)	0.0059 (2)	0.0094 (2)
Cl3	0.0334 (3)	0.0338 (3)	0.0627 (3)	−0.0120 (2)	0.0084 (2)	0.0002 (2)
Cl4	0.0572 (4)	0.0802 (4)	0.0285 (3)	0.0001 (3)	−0.0011 (3)	−0.0142 (3)

N1—C1	1.456 (3)	C4—H4A	0.90 (3)
N1—H11	0.94 (2)	N2—C5	1.336 (3)
N1—H12	0.91 (3)	N2—H2	0.86 (2)
N1—H13	0.92 (3)	C5—H5A	0.938 (19)
C1—C5	1.362 (3)	Sn1—Cl3i	2.4162 (5)
C1—C2	1.380 (3)	Sn1—Cl3	2.4162 (5)
C2—C3	1.373 (4)	Sn1—Cl2i	2.4200 (5)
C2—H2A	0.90 (2)	Sn1—Cl2	2.4200 (5)
C3—C4	1.361 (4)	Sn1—Cl4	2.4242 (5)
C3—H3A	0.86 (2)	Sn1—Cl4i	2.4242 (5)
C4—N2	1.331 (3)
C1—N1—H11	108.4 (16)	C5—N2—H2	117.0 (17)
C1—N1—H12	111.5 (17)	N2—C5—C1	118.4 (2)
H11—N1—H12	111 (2)	N2—C5—H5A	116.7 (12)
C1—N1—H13	109.8 (15)	C1—C5—H5A	124.9 (13)
H11—N1—H13	107 (2)	Cl3i—Sn1—Cl3	180.00 (3)
H12—N1—H13	109 (2)	Cl3i—Sn1—Cl2i	91.968 (19)
C5—C1—C2	120.3 (2)	Cl3—Sn1—Cl2i	88.032 (19)
C5—C1—N1	119.49 (19)	Cl3i—Sn1—Cl2	88.032 (19)
C2—C1—N1	120.1 (2)	Cl3—Sn1—Cl2	91.968 (19)
C3—C2—C1	119.0 (2)	Cl2i—Sn1—Cl2	180.00 (3)
C3—C2—H2A	123.4 (15)	Cl3i—Sn1—Cl4	90.68 (2)
C1—C2—H2A	117.7 (15)	Cl3—Sn1—Cl4	89.32 (2)
C4—C3—C2	119.7 (2)	Cl2i—Sn1—Cl4	89.46 (2)
C4—C3—H3A	119.5 (17)	Cl2—Sn1—Cl4	90.54 (2)
C2—C3—H3A	120.8 (17)	Cl3i—Sn1—Cl4i	89.32 (2)
N2—C4—C3	119.4 (2)	Cl3—Sn1—Cl4i	90.68 (2)
N2—C4—H4A	116.1 (16)	Cl2i—Sn1—Cl4i	90.54 (2)
C3—C4—H4A	124.5 (16)	Cl2—Sn1—Cl4i	89.46 (2)
C4—N2—C5	123.2 (2)	Cl4—Sn1—Cl4i	180.00 (5)
C4—N2—H2	119.7 (17)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H11···Cl1	0.94 (2)	2.23 (3)	3.135 (2)	161 (2)
N1—H12···Cl2ii	0.91 (3)	2.48 (3)	3.343 (2)	160 (2)
N1—H13···Cl1iii	0.92 (3)	2.19 (3)	3.104 (2)	176 (2)
N2—H2···Cl1iv	0.86 (2)	2.21 (2)	3.055 (2)	167 (2)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H11⋯Cl1	0.94 (2)	2.23 (3)	3.135 (2)	161 (2)
N1—H12⋯Cl2i	0.91 (3)	2.48 (3)	3.343 (2)	160 (2)
N1—H13⋯Cl1ii	0.92 (3)	2.19 (3)	3.104 (2)	176 (2)
N2—H2⋯Cl1iii	0.86 (2)	2.21 (2)	3.055 (2)	167 (2)

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