Diisonicotinium penta-chloridoanti-monate(III) monohydrate.

In the title compound, (C(6)H(6)NO(2))(2)[SbCl(5)]·H(2)O, the Sb(III) atom exhibits a distorted square-pyramidal coordination geometry. The crystal structure is stabilized by inter-molecular 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 ▶); Feng et al. (2007 ▶); Shen-Tu et al. (2008 ▶).

Experimental

Crystal data

(C6H6NO2)2[SbCl5]·H2O

M = 565.25

Monoclinic,

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 ▶) 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 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

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

(C6H6NO2)2[SbCl5]·H2O	F(000) = 1104
Mr = 565.25	Dx = 1.842 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4071 reflections
a = 10.334 (2) Å	θ = 3.1–27.5°
b = 8.7319 (17) Å	µ = 2.03 mm−1
c = 23.615 (7) Å	T = 291 K
β = 106.98 (3)°	Block, colourless
V = 2038.0 (9) Å3	0.25 × 0.20 × 0.20 mm
Z = 4

Rigaku SCXmini diffractometer	4675 independent reflections
Radiation source: fine-focus sealed tube	4071 reflections with I > 2σ(I)
graphite	Rint = 0.061
Detector resolution: 13.6612 pixels mm-1	θmax = 27.5°, θmin = 3.1°
ω scans	h = −13→12
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −11→11
Tmin = 0.61, Tmax = 0.67	l = −30→30
19258 measured reflections

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

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
O1	0.7498 (3)	0.9688 (4)	0.04677 (14)	0.0569 (9)
H1C	0.8214	1.0222	0.0583	0.085*
O2	0.8222 (3)	0.8846 (4)	0.14010 (14)	0.0583 (10)
N1	0.4007 (4)	0.6022 (5)	0.0507 (2)	0.0561 (11)
H1B	0.3308	0.5436	0.0427	0.067*
C1	0.4199 (5)	0.6891 (5)	0.0081 (2)	0.0527 (13)
H1A	0.3586	0.6866	−0.0296	0.063*
C6	0.7409 (5)	0.8855 (5)	0.0914 (2)	0.0419 (11)
C2	0.5301 (5)	0.7820 (5)	0.01973 (19)	0.0425 (11)
H2B	0.5451	0.8430	−0.0100	0.051*
C5	0.4841 (6)	0.6009 (6)	0.1054 (2)	0.0586 (14)
H5A	0.4668	0.5372	0.1338	0.070*
C4	0.5956 (5)	0.6935 (6)	0.1197 (2)	0.0489 (12)
H4A	0.6541	0.6947	0.1580	0.059*
C3	0.6198 (4)	0.7850 (5)	0.07631 (18)	0.0376 (10)
Cl5	0.21814 (12)	0.35116 (14)	0.08488 (5)	0.0501 (3)
O1W	0.9650 (5)	0.1234 (6)	0.0754 (3)	0.195 (4)
H1WA	1.0285	0.0715	0.0984	0.292*
H1WB	0.9982	0.2007	0.0627	0.292*
Sb1	0.38449 (3)	0.14611 (3)	0.173118 (11)	0.03103 (11)
Cl1	0.51635 (14)	−0.04608 (16)	0.24298 (6)	0.0646 (4)
Cl3	0.18317 (14)	0.09286 (16)	0.21279 (7)	0.0642 (4)
Cl2	0.60393 (12)	0.19468 (15)	0.13735 (5)	0.0521 (3)
Cl4	0.30831 (13)	−0.04201 (14)	0.09880 (6)	0.0554 (3)
O3	−0.0419 (4)	0.6811 (4)	0.04218 (15)	0.0734 (12)
H3A	−0.0944	0.6770	0.0070	0.110*
O4	−0.1684 (4)	0.4904 (5)	0.05540 (16)	0.0797 (13)
N2	0.1577 (4)	0.5697 (5)	0.25122 (17)	0.0513 (11)
H2A	0.2057	0.5670	0.2877	0.062*
C12	−0.0780 (5)	0.5765 (6)	0.0741 (2)	0.0474 (12)
C9	0.0065 (4)	0.5778 (5)	0.13730 (19)	0.0388 (10)
C8	−0.0139 (5)	0.4684 (6)	0.1746 (2)	0.0497 (12)
H8A	−0.0816	0.3958	0.1610	0.060*
C11	0.1813 (5)	0.6798 (6)	0.2169 (2)	0.0565 (14)
H11A	0.2490	0.7516	0.2321	0.068*
C10	0.1047 (5)	0.6868 (5)	0.1585 (2)	0.0528 (13)
H10A	0.1190	0.7639	0.1339	0.063*
C7	0.0648 (5)	0.4649 (6)	0.2321 (2)	0.0533 (13)
H7A	0.0525	0.3886	0.2576	0.064*

	U11	U22	U33	U12	U13	U23
O1	0.051 (2)	0.072 (3)	0.046 (2)	−0.0181 (18)	0.0115 (17)	0.0049 (18)
O2	0.052 (2)	0.071 (3)	0.0415 (19)	0.0017 (18)	−0.0026 (17)	−0.0019 (17)
N1	0.060 (3)	0.047 (3)	0.062 (3)	−0.012 (2)	0.019 (2)	−0.002 (2)
C1	0.058 (3)	0.051 (3)	0.044 (3)	−0.010 (3)	0.007 (3)	−0.004 (2)
C6	0.039 (3)	0.050 (3)	0.036 (2)	0.003 (2)	0.009 (2)	−0.006 (2)
C2	0.048 (3)	0.047 (3)	0.031 (2)	−0.007 (2)	0.009 (2)	0.000 (2)
C5	0.077 (4)	0.050 (3)	0.058 (3)	0.001 (3)	0.033 (3)	0.014 (3)
C4	0.055 (3)	0.058 (3)	0.036 (3)	0.006 (3)	0.016 (2)	0.007 (2)
C3	0.040 (3)	0.044 (3)	0.032 (2)	0.004 (2)	0.015 (2)	−0.002 (2)
Cl5	0.0542 (7)	0.0498 (7)	0.0434 (6)	0.0001 (6)	0.0096 (6)	0.0118 (6)
O1W	0.074 (4)	0.146 (5)	0.316 (9)	−0.059 (4)	−0.017 (5)	0.112 (6)
Sb1	0.03618 (18)	0.02999 (17)	0.02550 (15)	0.00013 (12)	0.00678 (12)	0.00076 (12)
Cl1	0.0674 (9)	0.0654 (9)	0.0561 (8)	0.0156 (7)	0.0105 (7)	0.0324 (7)
Cl3	0.0663 (9)	0.0638 (9)	0.0750 (10)	−0.0064 (7)	0.0401 (8)	−0.0022 (7)
Cl2	0.0472 (7)	0.0707 (9)	0.0378 (6)	0.0062 (6)	0.0115 (6)	0.0107 (6)
Cl4	0.0676 (9)	0.0479 (7)	0.0506 (7)	−0.0077 (6)	0.0169 (7)	−0.0207 (6)
O3	0.094 (3)	0.070 (3)	0.041 (2)	−0.026 (2)	−0.005 (2)	0.0129 (18)
O4	0.079 (3)	0.102 (3)	0.043 (2)	−0.046 (3)	−0.006 (2)	0.007 (2)
N2	0.053 (3)	0.058 (3)	0.034 (2)	0.012 (2)	−0.0022 (19)	−0.002 (2)
C12	0.051 (3)	0.049 (3)	0.037 (3)	−0.002 (2)	0.006 (2)	−0.002 (2)
C9	0.039 (3)	0.039 (3)	0.035 (2)	0.004 (2)	0.005 (2)	−0.005 (2)
C8	0.053 (3)	0.053 (3)	0.039 (3)	−0.008 (2)	0.008 (2)	−0.003 (2)
C11	0.049 (3)	0.049 (3)	0.057 (3)	−0.004 (2)	−0.006 (3)	−0.006 (3)
C10	0.055 (3)	0.046 (3)	0.050 (3)	−0.005 (2)	0.002 (3)	0.007 (2)
C7	0.060 (3)	0.057 (3)	0.039 (3)	−0.001 (3)	0.008 (3)	0.007 (2)

O1—C6	1.306 (5)	Sb1—Cl1	2.4661 (13)
O1—H1C	0.8500	Sb1—Cl3	2.5613 (15)
O2—C6	1.210 (5)	Sb1—Cl2	2.6748 (14)
N1—C1	1.322 (6)	O3—C12	1.306 (6)
N1—C5	1.325 (6)	O3—H3A	0.8500
N1—H1B	0.8600	O4—C12	1.180 (5)
C1—C2	1.359 (6)	N2—C7	1.307 (6)
C1—H1A	0.9300	N2—C11	1.326 (6)
C6—C3	1.484 (6)	N2—H2A	0.8600
C2—C3	1.386 (6)	C12—C9	1.493 (6)
C2—H2B	0.9300	C9—C8	1.357 (6)
C5—C4	1.366 (7)	C9—C10	1.375 (6)
C5—H5A	0.9300	C8—C7	1.365 (6)
C4—C3	1.379 (6)	C8—H8A	0.9300
C4—H4A	0.9300	C11—C10	1.375 (6)
O1W—H1WA	0.8500	C11—H11A	0.9300
O1W—H1WB	0.8499	C10—H10A	0.9300
Sb1—Cl5	2.9002 (14)	C7—H7A	0.9300
Sb1—Cl4	2.3646 (12)
C6—O1—H1C	107.9	Cl4—Sb1—Cl3	90.89 (5)
C1—N1—C5	123.2 (5)	Cl1—Sb1—Cl3	88.91 (5)
C1—N1—H1B	118.4	Cl4—Sb1—Cl2	90.28 (5)
C5—N1—H1B	118.4	Cl1—Sb1—Cl2	88.01 (5)
N1—C1—C2	119.4 (5)	Cl3—Sb1—Cl2	176.73 (4)
N1—C1—H1A	120.3	C12—O3—H3A	109.1
C2—C1—H1A	120.3	C7—N2—C11	123.0 (4)
O2—C6—O1	125.3 (5)	C7—N2—H2A	118.5
O2—C6—C3	121.8 (4)	C11—N2—H2A	118.5
O1—C6—C3	112.8 (4)	O4—C12—O3	123.9 (5)
C1—C2—C3	119.4 (5)	O4—C12—C9	123.2 (5)
C1—C2—H2B	120.3	O3—C12—C9	112.9 (4)
C3—C2—H2B	120.3	C8—C9—C10	119.2 (4)
N1—C5—C4	119.9 (5)	C8—C9—C12	119.2 (4)
N1—C5—H5A	120.1	C10—C9—C12	121.6 (4)
C4—C5—H5A	120.1	C9—C8—C7	120.1 (5)
C5—C4—C3	118.7 (5)	C9—C8—H8A	119.9
C5—C4—H4A	120.6	C7—C8—H8A	119.9
C3—C4—H4A	120.6	N2—C11—C10	119.3 (5)
C4—C3—C2	119.3 (4)	N2—C11—H11A	120.3
C4—C3—C6	119.2 (4)	C10—C11—H11A	120.3
C2—C3—C6	121.5 (4)	C9—C10—C11	118.8 (5)
H1WA—O1W—H1WB	109.5	C9—C10—H10A	120.6
Cl5—Sb1—Cl1	175.24 (4)	C11—C10—H10A	120.6
Cl5—Sb1—Cl3	90.03 (4)	N2—C7—C8	119.4 (5)
Cl5—Sb1—Cl2	93.12 (4)	N2—C7—H7A	120.3
Cl5—Sb1—Cl4	84.06 (4)	C8—C7—H7A	120.3
Cl4—Sb1—Cl1	91.32 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1C···O1Wi	0.85	1.67	2.520 (5)	175
N1—H1B···O4ii	0.86	2.45	3.031 (6)	126
O1W—H1WA···Cl3iii	0.85	2.71	3.378 (7)	136
O1W—H1WB···Cl5iii	0.85	2.54	3.241 (4)	140
O3—H3A···Cl5ii	0.85	2.19	3.034 (4)	175
N2—H2A···O2iv	0.86	2.41	2.988 (5)	125
N2—H2A···Cl2v	0.86	2.49	3.224 (4)	144
N1—H1B···Cl5	0.86	2.42	3.147 (4)	143

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1C⋯O1Wi	0.85	1.67	2.520 (5)	175
N1—H1B⋯O4ii	0.86	2.45	3.031 (6)	126
O1W—H1WA⋯Cl3iii	0.85	2.71	3.378 (7)	136
O1W—H1WB⋯Cl5iii	0.85	2.54	3.241 (4)	140
O3—H3A⋯Cl5ii	0.85	2.19	3.034 (4)	175
N2—H2A⋯O2iv	0.86	2.41	2.988 (5)	125
N2—H2A⋯Cl2v	0.86	2.49	3.224 (4)	144
N1—H1B⋯Cl5	0.86	2.42	3.147 (4)	143

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