2-(3-Pyridinio)benzimidazolium penta-chloridobismuthate(III) monohydrate.

In the title compound, (C(12)H(11)N(3))[BiCl(5)]·H(2)O, the Bi(III) atom is coordinated by five chloride anions in a distorted square-pyramidal geometry. The planar imidazole ring system [maximum deviation = 0.012 (3) Å] is oriented at a dihedral angle of 6.08 (5)° with respect to the protonated pyridine ring. An O-H⋯Cl inter-action links the water mol-ecule to the dianion. In the crystal structure, inter-molecular O-H⋯Cl, N-H⋯O and N-H⋯Cl inter-actions link the mol-ecules into a three-dimensional network.

Related literature

For the properties of bis­muthate(III) compounds, see: Turel et al. (1998 ▶); Goforth et al. (2004 ▶).

Experimental

Crystal data

(C12H11N3)[BiCl5]·H2O

M = 601.48

Monoclinic,

a = 9.3297 (19) Å

b = 13.391 (3) Å

c = 14.476 (3) Å

β = 101.78 (3)°

V = 1770.6 (6) Å3

Z = 4

Mo Kα radiation

μ = 10.72 mm−1

T = 294 K

0.25 × 0.20 × 0.16 mm

Data collection

Rigaku SCXmini diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.090, T max = 0.180

17812 measured reflections

4049 independent reflections

2822 reflections with I > 2σ(I)

R int = 0.115

Refinement

R[F 2 > 2σ(F 2)] = 0.052

wR(F 2) = 0.116

S = 1.15

4049 reflections

199 parameters

H-atom parameters constrained

Δρmax = 1.28 e Å−3

Δρmin = −2.37 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/S1600536809024568/hk2717sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809024568/hk2717Isup2.hkl

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

(C12H11N3)[BiCl5]·H2O	F(000) = 1128
Mr = 601.48	Dx = 2.256 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1647 reflections
a = 9.3297 (19) Å	θ = 3.0–27.6°
b = 13.391 (3) Å	µ = 10.72 mm−1
c = 14.476 (3) Å	T = 294 K
β = 101.78 (3)°	Prism, colorless
V = 1770.6 (6) Å3	0.25 × 0.20 × 0.16 mm
Z = 4

Rigaku SCXmini diffractometer	4049 independent reflections
Radiation source: fine-focus sealed tube	2822 reflections with I > 2σ(I)
graphite	Rint = 0.115
Detector resolution: 13.6612 pixels mm-1	θmax = 27.5°, θmin = 3.0°
ω scans	h = −12→12
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −17→17
Tmin = 0.090, Tmax = 0.180	l = −18→18
17812 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)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.116	H-atom parameters constrained
S = 1.15	w = 1/[σ2(Fo2) + (0.0236P)2] where P = (Fo2 + 2Fc2)/3
4049 reflections	(Δ/σ)max < 0.001
199 parameters	Δρmax = 1.28 e Å−3
0 restraints	Δρmin = −2.37 e Å−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
Bi1	0.50077 (4)	0.91031 (3)	0.12159 (2)	0.03242 (14)
Cl1	0.4928 (3)	0.7336 (2)	0.1799 (2)	0.0538 (8)
Cl2	0.7784 (3)	0.8830 (2)	0.1188 (2)	0.0516 (8)
Cl3	0.4576 (3)	0.8682 (2)	−0.07062 (17)	0.0432 (6)
Cl4	0.1991 (3)	0.8994 (2)	0.09655 (18)	0.0461 (7)
Cl5	0.5648 (3)	0.9799 (2)	0.29758 (18)	0.0474 (7)
O1W	0.6526 (7)	0.8372 (5)	0.4766 (5)	0.060 (2)
H1WA	0.6470	0.7747	0.4854	0.072*
H1WB	0.6594	0.8234	0.4204	0.072*
N1	0.1677 (8)	0.8703 (6)	0.6102 (6)	0.041 (2)
H1A	0.2466	0.8720	0.6529	0.049*
N2	−0.0597 (8)	0.8600 (6)	0.5442 (5)	0.0296 (18)
H2A	−0.1532	0.8541	0.5371	0.036*
N3	0.0630 (10)	0.8739 (7)	0.8836 (6)	0.046 (2)
H3B	0.1305	0.8813	0.9333	0.055*
C1	0.0159 (10)	0.8685 (8)	0.4712 (7)	0.034 (2)
C2	0.1627 (10)	0.8756 (8)	0.5147 (7)	0.039 (3)
C3	0.2710 (12)	0.8833 (10)	0.4600 (8)	0.066 (4)
H3A	0.3700	0.8858	0.4880	0.079*
C4	0.2242 (12)	0.8869 (9)	0.3637 (9)	0.061 (4)
H4A	0.2924	0.8938	0.3253	0.073*
C5	0.0769 (12)	0.8804 (8)	0.3231 (7)	0.049 (3)
H5A	0.0494	0.8827	0.2577	0.058*
C6	−0.0300 (11)	0.8709 (8)	0.3738 (7)	0.041 (3)
H6A	−0.1284	0.8662	0.3448	0.049*
C7	0.0345 (9)	0.8625 (7)	0.6271 (7)	0.030 (2)
C8	−0.0055 (10)	0.8596 (7)	0.7183 (7)	0.030 (2)
C9	0.1021 (11)	0.8701 (8)	0.8005 (7)	0.042 (3)
H9A	0.2003	0.8745	0.7970	0.051*
C10	−0.0742 (12)	0.8670 (8)	0.8940 (7)	0.041 (3)
H10A	−0.0956	0.8702	0.9539	0.050*
C11	−0.1834 (11)	0.8552 (8)	0.8174 (7)	0.041 (3)
H11A	−0.2800	0.8491	0.8243	0.049*
C12	−0.1504 (10)	0.8524 (7)	0.7299 (7)	0.032 (2)
H12A	−0.2255	0.8457	0.6771	0.039*

	U11	U22	U33	U12	U13	U23
Bi1	0.0332 (2)	0.0371 (2)	0.0254 (2)	−0.00200 (18)	0.00251 (15)	0.00118 (18)
Cl1	0.0385 (15)	0.0486 (19)	0.068 (2)	−0.0013 (13)	−0.0025 (14)	0.0145 (15)
Cl2	0.0353 (15)	0.071 (2)	0.0482 (18)	−0.0031 (13)	0.0091 (13)	0.0045 (15)
Cl3	0.0503 (16)	0.0478 (17)	0.0285 (14)	0.0024 (13)	0.0014 (12)	−0.0016 (12)
Cl4	0.0344 (14)	0.072 (2)	0.0317 (14)	0.0069 (13)	0.0062 (11)	−0.0009 (14)
Cl5	0.0567 (17)	0.0524 (19)	0.0308 (15)	−0.0069 (14)	0.0031 (12)	−0.0090 (13)
O1W	0.057 (5)	0.044 (5)	0.074 (6)	−0.010 (4)	−0.001 (4)	0.022 (4)
N1	0.033 (5)	0.051 (6)	0.034 (5)	0.001 (4)	−0.004 (4)	0.002 (4)
N2	0.022 (4)	0.036 (5)	0.029 (5)	0.005 (3)	0.001 (4)	−0.001 (4)
N3	0.050 (6)	0.053 (6)	0.031 (5)	−0.002 (5)	−0.003 (4)	0.001 (4)
C1	0.032 (6)	0.035 (6)	0.033 (6)	−0.001 (4)	0.002 (5)	0.002 (5)
C2	0.033 (6)	0.049 (7)	0.035 (6)	0.001 (5)	0.007 (5)	−0.002 (5)
C3	0.031 (7)	0.114 (12)	0.052 (8)	−0.002 (6)	0.008 (6)	0.020 (8)
C4	0.043 (7)	0.097 (11)	0.050 (8)	0.005 (6)	0.023 (6)	0.020 (7)
C5	0.052 (7)	0.070 (9)	0.024 (6)	0.003 (6)	0.007 (5)	0.009 (5)
C6	0.039 (6)	0.047 (7)	0.037 (6)	−0.001 (5)	0.009 (5)	0.011 (5)
C7	0.024 (5)	0.028 (6)	0.037 (6)	−0.001 (4)	0.001 (5)	−0.004 (5)
C8	0.043 (6)	0.016 (5)	0.026 (5)	−0.006 (4)	0.000 (4)	0.000 (4)
C9	0.044 (6)	0.048 (7)	0.028 (6)	−0.002 (5)	−0.009 (5)	−0.002 (5)
C10	0.063 (7)	0.032 (6)	0.029 (6)	−0.001 (6)	0.008 (5)	−0.006 (5)
C11	0.050 (7)	0.029 (7)	0.045 (7)	0.001 (5)	0.010 (5)	−0.008 (5)
C12	0.032 (6)	0.024 (6)	0.037 (6)	0.000 (4)	−0.001 (5)	0.003 (5)

Bi1—Cl1	2.519 (3)	C4—H4A	0.9300
Bi1—Cl2	2.624 (3)	C5—C6	1.359 (13)
Bi1—Cl3	2.787 (3)	C5—H5A	0.9300
Bi1—Cl4	2.767 (3)	C6—H6A	0.9300
Bi1—Cl5	2.664 (3)	C7—N1	1.319 (11)
O1W—H1WA	0.8500	C7—N2	1.335 (10)
O1W—H1WB	0.8500	C7—C8	1.443 (12)
N1—H1A	0.8600	C8—C9	1.399 (12)
N2—H2A	0.8600	C8—C12	1.400 (12)
N3—H3B	0.8600	C9—N3	1.327 (12)
C1—C6	1.389 (13)	C9—H9A	0.9300
C1—C2	1.389 (12)	C10—N3	1.322 (13)
C1—N2	1.390 (11)	C10—C11	1.354 (13)
C2—N1	1.376 (12)	C10—H10A	0.9300
C2—C3	1.409 (14)	C11—C12	1.363 (13)
C3—C4	1.375 (15)	C11—H11A	0.9300
C3—H3A	0.9300	C12—H12A	0.9300
C4—C5	1.383 (14)
Cl1—Bi1—Cl2	88.33 (9)	C2—C3—H3A	121.4
Cl1—Bi1—Cl3	97.85 (9)	C3—C4—C5	120.7 (10)
Cl1—Bi1—Cl4	83.99 (8)	C3—C4—H4A	119.6
Cl1—Bi1—Cl5	91.41 (10)	C5—C4—H4A	119.6
Cl2—Bi1—Cl3	84.18 (9)	C6—C5—C4	123.5 (10)
Cl2—Bi1—Cl4	166.23 (9)	C6—C5—H5A	118.2
Cl2—Bi1—Cl5	91.96 (9)	C4—C5—H5A	118.2
Cl4—Bi1—Cl3	85.56 (8)	C5—C6—C1	116.2 (10)
Cl5—Bi1—Cl3	169.84 (8)	C5—C6—H6A	121.9
Cl5—Bi1—Cl4	99.63 (8)	C1—C6—H6A	121.9
H1WA—O1W—H1WB	87.0	N1—C7—N2	107.9 (8)
C2—N1—H1A	124.7	N1—C7—C8	126.9 (9)
C7—N1—C2	110.5 (8)	N2—C7—C8	125.1 (8)
C7—N1—H1A	124.7	C9—C8—C12	116.6 (9)
C1—N2—H2A	125.1	C9—C8—C7	120.1 (9)
C7—N2—C1	109.7 (8)	C12—C8—C7	123.3 (8)
C7—N2—H2A	125.1	N3—C9—C8	119.5 (10)
C9—N3—H3B	118.2	N3—C9—H9A	120.2
C10—N3—C9	123.5 (10)	C8—C9—H9A	120.2
C10—N3—H3B	118.2	N3—C10—C11	120.0 (10)
C6—C1—C2	122.0 (9)	N3—C10—H10A	120.0
C6—C1—N2	132.4 (9)	C11—C10—H10A	120.0
C2—C1—N2	105.5 (8)	C10—C11—C12	119.3 (10)
N1—C2—C1	106.2 (9)	C10—C11—H11A	120.4
N1—C2—C3	133.4 (10)	C12—C11—H11A	120.4
C1—C2—C3	120.3 (10)	C11—C12—C8	121.1 (9)
C4—C3—C2	117.2 (10)	C11—C12—H12A	119.4
C4—C3—H3A	121.4	C8—C12—H12A	119.4

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl5i	0.86	2.65	3.267 (8)	130
N1—H1A···Cl1ii	0.86	2.66	3.302 (8)	133
N2—H2A···O1Wiii	0.86	1.86	2.680 (9)	159
N3—H3B···Cl4iv	0.86	2.33	3.104 (9)	150
O1W—H1WA···Cl3ii	0.85	2.62	3.292 (7)	137
O1W—H1WB···Cl5	0.85	2.77	3.190 (7)	112

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Cl5i	0.86	2.65	3.267 (8)	130
N1—H1A⋯Cl1ii	0.86	2.66	3.302 (8)	133
N2—H2A⋯O1Wiii	0.86	1.86	2.680 (9)	159
N3—H3B⋯Cl4iv	0.86	2.33	3.104 (9)	150
O1W—H1WA⋯Cl3ii	0.85	2.62	3.292 (7)	137
O1W—H1WB⋯Cl5	0.85	2.77	3.190 (7)	112

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