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Acta Crystallogr Sect E Struct Rep Online. 2009 June 1; 65(Pt 6): m683.
Published online 2009 May 23. doi:  10.1107/S1600536809019072
PMCID: PMC2969829

Diisonicotinium penta­chloridoanti­monate(III) monohydrate

Abstract

In the title compound, (C6H6NO2)2[SbCl5]·H2O, the SbIII atom exhibits a distorted square-pyramidal coordination geometry. The crystal structure is stabilized by inter­molecular N—H(...)Cl, N—H(...)O, O—H(...)Cl and O—H(...)O hydrogen bonds, forming an extended three-dimensional network.

Related literature

For related structures, see: Bujak & Zaleski (1999 [triangle]); Feng et al. (2007 [triangle]); Shen-Tu et al. (2008 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-0m683-scheme1.jpg

Experimental

Crystal data

  • (C6H6NO2)2[SbCl5]·H2O
  • M r = 565.25
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-0m683-efi1.jpg
  • a = 10.334 (2) Å
  • b = 8.7319 (17) Å
  • c = 23.615 (7) Å
  • β = 106.98 (3)°
  • V = 2038.0 (9) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 2.03 mm−1
  • T = 291 K
  • 0.25 × 0.20 × 0.20 mm

Data collection

  • Rigaku SCXmini diffractometer
  • Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 [triangle]) T min = 0.61, T max = 0.67
  • 19258 measured reflections
  • 4675 independent reflections
  • 4071 reflections with I > 2σ(I)
  • R int = 0.061

Refinement

  • R[F 2 > 2σ(F 2)] = 0.057
  • wR(F 2) = 0.085
  • S = 1.19
  • 4675 reflections
  • 227 parameters
  • H-atom parameters constrained
  • Δρmax = 0.76 e Å−3
  • Δρmin = −1.76 e Å−3

Data collection: CrystalClear (Rigaku, 2005 [triangle]); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXL97.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809019072/rz2323sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809019072/rz2323Isup2.hkl

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

supplementary crystallographic information

Comment

Recently, the crystal structure of some halogenoantimonate salts has been reported (Feng et al.,2007; Bujak & Zaleski, 1999; Shen-Tu et al. 2008). As a contribution to this field, the synthesis and crystal structure of the title compound is reported herein.

The asymmetric unit of the title compound (Fig. 1) contains two protonated isonicotinic acid cations, a pentachloridoantimonate anion and a water molecule. The antimony(III) ion is in a distorted square-pyramidal coordination geometry, with the Sb—Cl distances ranging from 2.3642 (12) to 2.9002 (14) Å. This range of values is in agreement with that observed in N-methylpiperazinediium pentachloridoantimonate(III) monohydrate (2.4110 (10)–2.9112 (11) Å; Shen-Tu et al., 2008) and slightly larger than that reported for bis(ethyldimethylammonium) pentachloroantimonate(III) (2.499 (4)–2.768 (4) Å; Bujak & Zaleski, 1999). The crystal structure is stabilized by intermolecular N—H···Cl, N—H···O, O—H···Cl and O—H···O hydrogen bonds (Table 1), forming an extended three-dimensional network (Fig. 2).

Experimental

SbCl3, isonicotinic acid and 20% aqueous HCl in a molar ratio of 1:1:3 were mixed and dissolved in water by heating to 373 K forming a clear solution. The reaction mixture was cooled slowly to room temperature, crystals of the title compound were formed, collected and washed with dilute aqueous HCl.

Refinement

All H atoms were fixed geometrically and treated as riding with C—H = 0.93 Å, O—H = 0.85 Å and N—H = 0.86 Å, and with Uiso(H) = 1.2Ueq(C, N) or 1.5Ueq(O). The deepest residual electron density hole is located 1.47 Å from atom H5A.

Figures

Fig. 1.
A view of the title compound with the atom-numbering scheme. Displacement ellipsoids were drawn at the 30% probability level.
Fig. 2.
The crystal packing of the title compound viewed approximately along the b axis. Hydrogen bonds are drawn as dashed lines.

Crystal data

(C6H6NO2)2[SbCl5]·H2OF(000) = 1104
Mr = 565.25Dx = 1.842 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 4071 reflections
a = 10.334 (2) Åθ = 3.1–27.5°
b = 8.7319 (17) ŵ = 2.03 mm1
c = 23.615 (7) ÅT = 291 K
β = 106.98 (3)°Block, colourless
V = 2038.0 (9) Å30.25 × 0.20 × 0.20 mm
Z = 4

Data collection

Rigaku SCXmini diffractometer4675 independent reflections
Radiation source: fine-focus sealed tube4071 reflections with I > 2σ(I)
graphiteRint = 0.061
Detector resolution: 13.6612 pixels mm-1θmax = 27.5°, θmin = 3.1°
ω scansh = −13→12
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)k = −11→11
Tmin = 0.61, Tmax = 0.67l = −30→30
19258 measured reflections

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.057H-atom parameters constrained
wR(F2) = 0.085w = 1/[σ2(Fo2) + (0.0112P)2 + 1.8681P] where P = (Fo2 + 2Fc2)/3
S = 1.19(Δ/σ)max < 0.001
4675 reflectionsΔρmax = 0.76 e Å3
227 parametersΔρmin = −1.76 e Å3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0094 (3)

Special details

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.

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

xyzUiso*/Ueq
O10.7498 (3)0.9688 (4)0.04677 (14)0.0569 (9)
H1C0.82141.02220.05830.085*
O20.8222 (3)0.8846 (4)0.14010 (14)0.0583 (10)
N10.4007 (4)0.6022 (5)0.0507 (2)0.0561 (11)
H1B0.33080.54360.04270.067*
C10.4199 (5)0.6891 (5)0.0081 (2)0.0527 (13)
H1A0.35860.6866−0.02960.063*
C60.7409 (5)0.8855 (5)0.0914 (2)0.0419 (11)
C20.5301 (5)0.7820 (5)0.01973 (19)0.0425 (11)
H2B0.54510.8430−0.01000.051*
C50.4841 (6)0.6009 (6)0.1054 (2)0.0586 (14)
H5A0.46680.53720.13380.070*
C40.5956 (5)0.6935 (6)0.1197 (2)0.0489 (12)
H4A0.65410.69470.15800.059*
C30.6198 (4)0.7850 (5)0.07631 (18)0.0376 (10)
Cl50.21814 (12)0.35116 (14)0.08488 (5)0.0501 (3)
O1W0.9650 (5)0.1234 (6)0.0754 (3)0.195 (4)
H1WA1.02850.07150.09840.292*
H1WB0.99820.20070.06270.292*
Sb10.38449 (3)0.14611 (3)0.173118 (11)0.03103 (11)
Cl10.51635 (14)−0.04608 (16)0.24298 (6)0.0646 (4)
Cl30.18317 (14)0.09286 (16)0.21279 (7)0.0642 (4)
Cl20.60393 (12)0.19468 (15)0.13735 (5)0.0521 (3)
Cl40.30831 (13)−0.04201 (14)0.09880 (6)0.0554 (3)
O3−0.0419 (4)0.6811 (4)0.04218 (15)0.0734 (12)
H3A−0.09440.67700.00700.110*
O4−0.1684 (4)0.4904 (5)0.05540 (16)0.0797 (13)
N20.1577 (4)0.5697 (5)0.25122 (17)0.0513 (11)
H2A0.20570.56700.28770.062*
C12−0.0780 (5)0.5765 (6)0.0741 (2)0.0474 (12)
C90.0065 (4)0.5778 (5)0.13730 (19)0.0388 (10)
C8−0.0139 (5)0.4684 (6)0.1746 (2)0.0497 (12)
H8A−0.08160.39580.16100.060*
C110.1813 (5)0.6798 (6)0.2169 (2)0.0565 (14)
H11A0.24900.75160.23210.068*
C100.1047 (5)0.6868 (5)0.1585 (2)0.0528 (13)
H10A0.11900.76390.13390.063*
C70.0648 (5)0.4649 (6)0.2321 (2)0.0533 (13)
H7A0.05250.38860.25760.064*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
O10.051 (2)0.072 (3)0.046 (2)−0.0181 (18)0.0115 (17)0.0049 (18)
O20.052 (2)0.071 (3)0.0415 (19)0.0017 (18)−0.0026 (17)−0.0019 (17)
N10.060 (3)0.047 (3)0.062 (3)−0.012 (2)0.019 (2)−0.002 (2)
C10.058 (3)0.051 (3)0.044 (3)−0.010 (3)0.007 (3)−0.004 (2)
C60.039 (3)0.050 (3)0.036 (2)0.003 (2)0.009 (2)−0.006 (2)
C20.048 (3)0.047 (3)0.031 (2)−0.007 (2)0.009 (2)0.000 (2)
C50.077 (4)0.050 (3)0.058 (3)0.001 (3)0.033 (3)0.014 (3)
C40.055 (3)0.058 (3)0.036 (3)0.006 (3)0.016 (2)0.007 (2)
C30.040 (3)0.044 (3)0.032 (2)0.004 (2)0.015 (2)−0.002 (2)
Cl50.0542 (7)0.0498 (7)0.0434 (6)0.0001 (6)0.0096 (6)0.0118 (6)
O1W0.074 (4)0.146 (5)0.316 (9)−0.059 (4)−0.017 (5)0.112 (6)
Sb10.03618 (18)0.02999 (17)0.02550 (15)0.00013 (12)0.00678 (12)0.00076 (12)
Cl10.0674 (9)0.0654 (9)0.0561 (8)0.0156 (7)0.0105 (7)0.0324 (7)
Cl30.0663 (9)0.0638 (9)0.0750 (10)−0.0064 (7)0.0401 (8)−0.0022 (7)
Cl20.0472 (7)0.0707 (9)0.0378 (6)0.0062 (6)0.0115 (6)0.0107 (6)
Cl40.0676 (9)0.0479 (7)0.0506 (7)−0.0077 (6)0.0169 (7)−0.0207 (6)
O30.094 (3)0.070 (3)0.041 (2)−0.026 (2)−0.005 (2)0.0129 (18)
O40.079 (3)0.102 (3)0.043 (2)−0.046 (3)−0.006 (2)0.007 (2)
N20.053 (3)0.058 (3)0.034 (2)0.012 (2)−0.0022 (19)−0.002 (2)
C120.051 (3)0.049 (3)0.037 (3)−0.002 (2)0.006 (2)−0.002 (2)
C90.039 (3)0.039 (3)0.035 (2)0.004 (2)0.005 (2)−0.005 (2)
C80.053 (3)0.053 (3)0.039 (3)−0.008 (2)0.008 (2)−0.003 (2)
C110.049 (3)0.049 (3)0.057 (3)−0.004 (2)−0.006 (3)−0.006 (3)
C100.055 (3)0.046 (3)0.050 (3)−0.005 (2)0.002 (3)0.007 (2)
C70.060 (3)0.057 (3)0.039 (3)−0.001 (3)0.008 (3)0.007 (2)

Geometric parameters (Å, °)

O1—C61.306 (5)Sb1—Cl12.4661 (13)
O1—H1C0.8500Sb1—Cl32.5613 (15)
O2—C61.210 (5)Sb1—Cl22.6748 (14)
N1—C11.322 (6)O3—C121.306 (6)
N1—C51.325 (6)O3—H3A0.8500
N1—H1B0.8600O4—C121.180 (5)
C1—C21.359 (6)N2—C71.307 (6)
C1—H1A0.9300N2—C111.326 (6)
C6—C31.484 (6)N2—H2A0.8600
C2—C31.386 (6)C12—C91.493 (6)
C2—H2B0.9300C9—C81.357 (6)
C5—C41.366 (7)C9—C101.375 (6)
C5—H5A0.9300C8—C71.365 (6)
C4—C31.379 (6)C8—H8A0.9300
C4—H4A0.9300C11—C101.375 (6)
O1W—H1WA0.8500C11—H11A0.9300
O1W—H1WB0.8499C10—H10A0.9300
Sb1—Cl52.9002 (14)C7—H7A0.9300
Sb1—Cl42.3646 (12)
C6—O1—H1C107.9Cl4—Sb1—Cl390.89 (5)
C1—N1—C5123.2 (5)Cl1—Sb1—Cl388.91 (5)
C1—N1—H1B118.4Cl4—Sb1—Cl290.28 (5)
C5—N1—H1B118.4Cl1—Sb1—Cl288.01 (5)
N1—C1—C2119.4 (5)Cl3—Sb1—Cl2176.73 (4)
N1—C1—H1A120.3C12—O3—H3A109.1
C2—C1—H1A120.3C7—N2—C11123.0 (4)
O2—C6—O1125.3 (5)C7—N2—H2A118.5
O2—C6—C3121.8 (4)C11—N2—H2A118.5
O1—C6—C3112.8 (4)O4—C12—O3123.9 (5)
C1—C2—C3119.4 (5)O4—C12—C9123.2 (5)
C1—C2—H2B120.3O3—C12—C9112.9 (4)
C3—C2—H2B120.3C8—C9—C10119.2 (4)
N1—C5—C4119.9 (5)C8—C9—C12119.2 (4)
N1—C5—H5A120.1C10—C9—C12121.6 (4)
C4—C5—H5A120.1C9—C8—C7120.1 (5)
C5—C4—C3118.7 (5)C9—C8—H8A119.9
C5—C4—H4A120.6C7—C8—H8A119.9
C3—C4—H4A120.6N2—C11—C10119.3 (5)
C4—C3—C2119.3 (4)N2—C11—H11A120.3
C4—C3—C6119.2 (4)C10—C11—H11A120.3
C2—C3—C6121.5 (4)C9—C10—C11118.8 (5)
H1WA—O1W—H1WB109.5C9—C10—H10A120.6
Cl5—Sb1—Cl1175.24 (4)C11—C10—H10A120.6
Cl5—Sb1—Cl390.03 (4)N2—C7—C8119.4 (5)
Cl5—Sb1—Cl293.12 (4)N2—C7—H7A120.3
Cl5—Sb1—Cl484.06 (4)C8—C7—H7A120.3
Cl4—Sb1—Cl191.32 (6)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O1—H1C···O1Wi0.851.672.520 (5)175
N1—H1B···O4ii0.862.453.031 (6)126
O1W—H1WA···Cl3iii0.852.713.378 (7)136
O1W—H1WB···Cl5iii0.852.543.241 (4)140
O3—H3A···Cl5ii0.852.193.034 (4)175
N2—H2A···O2iv0.862.412.988 (5)125
N2—H2A···Cl2v0.862.493.224 (4)144
N1—H1B···Cl50.862.423.147 (4)143

Symmetry codes: (i) x, y+1, z; (ii) −x, −y+1, −z; (iii) x+1, y, z; (iv) −x+1, y−1/2, −z+1/2; (v) −x+1, y+1/2, −z+1/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ2323).

References

  • Bujak, M. & Zaleski, J. (1999). Acta Cryst. C55, 1775–1778.
  • Feng, W.-J., Wang, H.-B., Ma, X.-J., Li, H.-Y. & Jin, Z.-M. (2007). Acta Cryst. E63, m1786–m1787.
  • Rigaku (2005). CrystalClear Rigaku Corporation, Tokyo, Japan.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Shen-Tu, C., Li, H. Y., Ma, X. J., Huang, W. & Jin, Z. M. (2008). Acta Cryst. E64, m146. [PMC free article] [PubMed]

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