10-Hy­droxy­benzo[h]quinolin-1-ium tetra­chlorido(pyridine-2-carboxyl­ato-κ2 N,O)stannate(IV) methanol monosolvate

Ezzatollah Najafi; Mostafa M Amini; Seik Weng Ng

doi:10.1107/S1600536812019605

. 2012 May 5;68(Pt 6):m743. doi: 10.1107/S1600536812019605

10-Hydroxybenzo[h]quinolin-1-ium tetrachlorido(pyridine-2-carboxylato-κ² N,O)stannate(IV) methanol monosolvate

Ezzatollah Najafi ^a, Mostafa M Amini ^a, Seik Weng Ng ^b,^c,^*

PMCID: PMC3379083 PMID: 22719304

Abstract

The reaction of 4-(dimethylamino)pyridine, picolinic acid and stannic chloride yields the title monosolvated salt, (C₁₃H₁₀NO)[SnCl₄(C₆H₄NO₂)]·CH₃OH. The Sn^IV atom is N,O-chelated by the picolinate ion in a cis-SnNOCl₄ octahedral geometry. The cation is linked to the methanol solvent molecule by an O—H⋯O hydrogen bond; the solvent molecule itself is a hydrogen-bond donor to the uncoordinating carboxylate O atom of the anion. The cations and anions are linked by weak N—H⋯Cl interactions, forming a chain running along the b axis.

Related literature

For a tetrachlorido(pyridine-2-carboxylato)stannate(IV), see: Najafi et al. (2012 ▶). graphic file with name e-68-0m743-scheme1.jpg

Experimental

Crystal data

(C₁₃H₁₀NO)[SnCl₄(C₆H₄NO₂)]·CH₄O
M _r = 610.85
Monoclinic,
a = 31.5065 (11) Å
b = 8.0802 (2) Å
c = 20.0948 (9) Å
β = 115.722 (5)°
V = 4608.8 (3) Å³
Z = 8
Mo Kα radiation
μ = 1.60 mm⁻¹
T = 100 K
0.30 × 0.20 × 0.10 mm

Data collection

Agilent SuperNova Dual diffractometer with an Atlas detector
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012) ▶ T _min = 0.645, T _max = 0.856
15316 measured reflections
5326 independent reflections
4445 reflections with I > 2σ(I)
R _int = 0.033

Refinement

R[F ² > 2σ(F ²)] = 0.028
wR(F ²) = 0.065
S = 1.02
5326 reflections
293 parameters
3 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.51 e Å⁻³
Δρ_min = −0.44 e Å⁻³

Data collection: CrysAlis PRO (Agilent, 2012 ▶); 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: 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/S1600536812019605/hg5222sup1.cif

e-68-0m743-sup1.cif^{(21.4KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812019605/hg5222Isup2.hkl

e-68-0m743-Isup2.hkl^{(260.9KB, hkl)}

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

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O4	0.84 (1)	1.73 (1)	2.554 (2)	170 (3)
O4—H4⋯O2	0.83 (1)	1.87 (1)	2.698 (3)	174 (3)
N2—H2⋯Cl4ⁱ	0.87 (1)	2.58 (2)	3.255 (2)	135 (2)

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Symmetry code: (i) Inline graphic .

Acknowledgments

We thank Shahid Beheshti University and the Ministry of Higher Education of Malaysia (grant No. UM.C/HIR/MOHE/SC/12) for supporting this study.

supplementary crystallographic information

Comment

A previous study reported 4-(dimethylamino)pyridinium tetrachlorido(pyridine-2-carboxylato)stannate, which was synthesized by the reaction of 4-(dimethylamino)pyridine, picolinic acid and stannic chloride in methanol (Najafi et al., 2012). The reaction with 10-hydroxybenzo[h]quinoline in place of 4-(dimethylamino)pyridine yielded the analogous salt, (C₁₃H₁₀NO)[SnCl₄(C₆H₄NO₂)] as a methanol monosolvate (Scheme I). The Sn^IV atom is N,O-chelated by the picolinate ion in a cis-SnNOCl₄ octahedral geometry. The cation is linked to the methanol molecule by an O–H···O hydrogen bond; the solvent molecule itself is hydrogen-bond donor to the double-bond carboxyl O atom of the anion (Table 1).

Experimental

Stannic chloride pentahydrate (0.35 g, 1 mmol), picolinic acid (0.12 g, 1 mmol) and 10-hydroxybenzo[h]quinoline (0.20 g, 1 mmol) were loaded into a convection tube; the tube was filled with dry methanol and kept at 333 K. Yellow crystals were collected from the side arm after several days.