Bis(3-aza-niumylprop-yl)aza-nium hexa-chlorido-bis-muthate(III) monohydrate.

The asymmetric unit of the title compound, (C6H20N3)[BiCl6]·H2O, consists of a triprotonated bis-(3-aza-niumylprop-yl)aza-nium cation, two halves of an octahedral [BiCl6](3-) anion, each of the Bi(III) atoms lying on an inversion centre, and a water mol-ecule. In the crystal, the anions and water mol-ecules are linked by O-H⋯Cl hydrogen bonds, forming chains running parallel to [0-11]. The anionic chains and the cations are further linked into a three-dimensional network by N-H⋯Cl and N-H⋯O hydrogen-bond inter-actions.

Related literature

For related structures, see: Chaabouni et al. (1998 ▶); Fu et al. (2005 ▶); Rhandour et al. (2011 ▶); Ouasri et al. (2013 ▶). For bond-valence-sum calculations, see: Brown & Altermatt (1985 ▶). For van der Waals radii, see: Pauling (1960 ▶).

Experimental

Crystal data

(C6H20N3)[BiCl6]·H2O

M = 573.95

Triclinic,

a = 7.6891 (1) Å

b = 10.8642 (1) Å

c = 11.9867 (1) Å

α = 93.349 (1)°

β = 108.509 (1)°

γ = 109.387 (1)°

V = 880.54 (2) Å3

Z = 2

Mo Kα radiation

μ = 10.91 mm−1

T = 296 K

0.1 × 0.1 × 0.1 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2006 ▶) T min = 0.336, T max = 0.349

11734 measured reflections

5325 independent reflections

4009 reflections with I > 2σ(I)

R int = 0.025

Refinement

R[F 2 > 2σ(F 2)] = 0.021

wR(F 2) = 0.057

S = 0.92

5325 reflections

168 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.07 e Å−3

Δρmin = −0.90 e Å−3

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2006 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶) and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S1600536813030900/rz5091sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813030900/rz5091Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536813030900/rz5091Isup3.mol

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

(C6H20N3)[BiCl6]·H2O	Z = 2
Mr = 573.95	F(000) = 544
Triclinic, P1	Z=2
Hall symbol: -P 1	Dx = 2.165 Mg m−3Dm = 2.160 Mg m−3Dm measured by Flotation
a = 7.6891 (1) Å	Melting point: 430 K
b = 10.8642 (1) Å	Mo Kα radiation, λ = 0.71073 Å
c = 11.9867 (1) Å	θ = 1.8–30.6°
α = 93.349 (1)°	µ = 10.91 mm−1
β = 108.509 (1)°	T = 296 K
γ = 109.387 (1)°	Prism, white
V = 880.54 (2) Å3	0.1 × 0.1 × 0.1 mm

Bruker APEXII CCD diffractometer	5325 independent reflections
Radiation source: fine-focus sealed tube	4009 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.025
ω scans	θmax = 30.6°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2006)	h = −10→10
Tmin = 0.336, Tmax = 0.349	k = −13→15
11734 measured reflections	l = −16→17

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)] = 0.021	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.057	w = 1/[σ2(Fo2) + (0.0323P)2] where P = (Fo2 + 2Fc2)/3
S = 0.92	(Δ/σ)max = 0.001
5325 reflections	Δρmax = 1.07 e Å−3
168 parameters	Δρmin = −0.90 e Å−3
3 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: 0.0132 (4)

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	0.5000	1.0000	0.5000	0.02401 (5)
Bi2	0.5000	0.5000	0.0000	0.02614 (6)
Cl1	0.32827 (12)	1.00845 (8)	0.66539 (8)	0.03793 (18)
Cl2	0.19824 (12)	1.02948 (9)	0.32564 (8)	0.04104 (19)
Cl3	0.31297 (13)	0.73550 (8)	0.42359 (10)	0.0451 (2)
Cl4	0.43949 (12)	0.52414 (10)	0.20718 (8)	0.0461 (2)
Cl5	0.12577 (12)	0.47555 (9)	−0.12177 (9)	0.0468 (2)
Cl6	0.36405 (14)	0.23214 (9)	−0.03209 (11)	0.0523 (3)
N1	1.1331 (4)	0.2550 (3)	0.6613 (2)	0.0383 (6)
H1A	1.2346	0.3229	0.7126	0.057*
H1B	1.1303	0.1800	0.6881	0.057*
H1C	1.0211	0.2667	0.6541	0.057*
C1	1.1551 (5)	0.2473 (3)	0.5432 (3)	0.0351 (7)
H1E	1.0550	0.1664	0.4906	0.042*
H1D	1.2834	0.2440	0.5526	0.042*
C2	1.1357 (5)	0.3649 (3)	0.4873 (3)	0.0368 (7)
H2E	1.2356	0.4457	0.5403	0.044*
H2D	1.0074	0.3681	0.4782	0.044*
C3	1.1583 (5)	0.3592 (3)	0.3652 (3)	0.0378 (8)
H3E	1.1698	0.4437	0.3396	0.045*
H3D	1.2784	0.3441	0.3720	0.045*
N2	0.9871 (4)	0.2518 (2)	0.2741 (2)	0.0316 (6)
H2A	0.9784	0.1738	0.2983	0.038*
H2B	0.8761	0.2653	0.2702	0.038*
C4	0.9967 (5)	0.2418 (3)	0.1523 (3)	0.0328 (7)
H4E	1.1114	0.2220	0.1539	0.039*
H4D	1.0091	0.3258	0.1254	0.039*
C5	0.8107 (5)	0.1329 (3)	0.0668 (3)	0.0408 (8)
H5E	0.6966	0.1481	0.0734	0.049*
H5D	0.8065	0.0483	0.0903	0.049*
C6	0.7976 (5)	0.1254 (4)	−0.0631 (3)	0.0472 (9)
H6E	0.9246	0.1324	−0.0670	0.057*
H6D	0.7013	0.0398	−0.1090	0.057*
N3	0.7405 (4)	0.2322 (3)	−0.1174 (3)	0.0479 (8)
H3A	0.6490	0.2444	−0.0925	0.072*
H3B	0.6922	0.2089	−0.1968	0.072*
H3C	0.8461	0.3071	−0.0955	0.072*
OW	0.6532 (5)	0.2968 (4)	0.2841 (4)	0.0799 (11)
H1W	0.576 (7)	0.300 (7)	0.217 (3)	0.15 (3)*
H2W	0.597 (8)	0.252 (6)	0.328 (5)	0.16 (3)*

	U11	U22	U33	U12	U13	U23
Bi1	0.02304 (8)	0.02366 (8)	0.02407 (9)	0.00824 (5)	0.00767 (6)	0.00183 (6)
Bi2	0.02630 (8)	0.02556 (9)	0.02270 (9)	0.00658 (6)	0.00748 (6)	0.00122 (6)
Cl1	0.0370 (4)	0.0396 (4)	0.0405 (5)	0.0124 (3)	0.0195 (4)	0.0091 (3)
Cl2	0.0443 (4)	0.0527 (5)	0.0313 (4)	0.0292 (4)	0.0085 (3)	0.0076 (4)
Cl3	0.0399 (4)	0.0281 (4)	0.0656 (6)	0.0074 (3)	0.0238 (4)	−0.0002 (4)
Cl4	0.0397 (4)	0.0576 (5)	0.0310 (4)	0.0018 (4)	0.0186 (4)	−0.0010 (4)
Cl5	0.0317 (4)	0.0527 (5)	0.0532 (6)	0.0183 (4)	0.0086 (4)	0.0101 (4)
Cl6	0.0520 (5)	0.0267 (4)	0.0794 (8)	0.0109 (3)	0.0287 (5)	0.0106 (4)
N1	0.0349 (13)	0.0429 (16)	0.0286 (15)	0.0058 (11)	0.0097 (12)	0.0053 (12)
C1	0.0452 (17)	0.0347 (17)	0.0255 (16)	0.0160 (14)	0.0120 (14)	0.0030 (13)
C2	0.0467 (18)	0.0337 (17)	0.0257 (17)	0.0122 (14)	0.0109 (15)	0.0010 (13)
C3	0.0391 (16)	0.0335 (17)	0.0292 (18)	0.0019 (13)	0.0100 (14)	0.0037 (13)
N2	0.0374 (14)	0.0322 (15)	0.0219 (14)	0.0101 (11)	0.0094 (12)	0.0054 (11)
C4	0.0374 (15)	0.0355 (17)	0.0258 (16)	0.0138 (13)	0.0115 (13)	0.0053 (13)
C5	0.0507 (19)	0.0321 (17)	0.0313 (19)	0.0098 (14)	0.0104 (16)	0.0031 (14)
C6	0.0480 (19)	0.052 (2)	0.035 (2)	0.0197 (17)	0.0085 (17)	−0.0107 (17)
N3	0.0423 (16)	0.059 (2)	0.0293 (16)	0.0076 (14)	0.0075 (13)	0.0059 (14)
OW	0.089 (2)	0.114 (3)	0.088 (3)	0.069 (2)	0.055 (2)	0.067 (2)

Bi1—Cl3	2.6976 (8)	C2—H2D	0.9700
Bi1—Cl3i	2.6976 (8)	C3—N2	1.485 (4)
Bi1—Cl2	2.7105 (8)	C3—H3E	0.9700
Bi1—Cl2i	2.7105 (8)	C3—H3D	0.9700
Bi1—Cl1i	2.7209 (8)	N2—C4	1.485 (4)
Bi1—Cl1	2.7209 (8)	N2—H2A	0.9000
Bi2—Cl4ii	2.6816 (8)	N2—H2B	0.9000
Bi2—Cl4	2.6817 (8)	C4—C5	1.517 (4)
Bi2—Cl5	2.6948 (8)	C4—H4E	0.9700
Bi2—Cl5ii	2.6948 (8)	C4—H4D	0.9700
Bi2—Cl6	2.7025 (9)	C5—C6	1.524 (5)
Bi2—Cl6ii	2.7025 (9)	C5—H5E	0.9700
N1—C1	1.478 (4)	C5—H5D	0.9700
N1—H1A	0.8900	C6—N3	1.485 (5)
N1—H1B	0.8900	C6—H6E	0.9700
N1—H1C	0.8900	C6—H6D	0.9700
C1—C2	1.506 (5)	N3—H3A	0.8900
C1—H1E	0.9700	N3—H3B	0.8900
C1—H1D	0.9700	N3—H3C	0.8900
C2—C3	1.528 (5)	OW—H1W	0.844 (19)
C2—H2E	0.9700	OW—H2W	0.857 (19)
Cl3—Bi1—Cl3i	180.0	C1—C2—H2E	109.1
Cl3—Bi1—Cl2	87.59 (3)	C3—C2—H2E	109.1
Cl3i—Bi1—Cl2	92.41 (3)	C1—C2—H2D	109.1
Cl3—Bi1—Cl2i	92.41 (3)	C3—C2—H2D	109.1
Cl3i—Bi1—Cl2i	87.59 (3)	H2E—C2—H2D	107.9
Cl2—Bi1—Cl2i	180.0	N2—C3—C2	111.4 (3)
Cl3—Bi1—Cl1i	85.80 (3)	N2—C3—H3E	109.4
Cl3i—Bi1—Cl1i	94.20 (3)	C2—C3—H3E	109.4
Cl2—Bi1—Cl1i	87.82 (3)	N2—C3—H3D	109.4
Cl2i—Bi1—Cl1i	92.18 (3)	C2—C3—H3D	109.4
Cl3—Bi1—Cl1	94.20 (3)	H3E—C3—H3D	108.0
Cl3i—Bi1—Cl1	85.80 (3)	C4—N2—C3	114.5 (3)
Cl2—Bi1—Cl1	92.18 (3)	C4—N2—H2A	108.6
Cl2i—Bi1—Cl1	87.82 (3)	C3—N2—H2A	108.6
Cl1i—Bi1—Cl1	180.0	C4—N2—H2B	108.6
Cl4ii—Bi2—Cl4	180.00 (4)	C3—N2—H2B	108.6
Cl4ii—Bi2—Cl5	89.74 (3)	H2A—N2—H2B	107.6
Cl4—Bi2—Cl5	90.26 (3)	N2—C4—C5	109.4 (3)
Cl4ii—Bi2—Cl5ii	90.26 (3)	N2—C4—H4E	109.8
Cl4—Bi2—Cl5ii	89.74 (3)	C5—C4—H4E	109.8
Cl5—Bi2—Cl5ii	180.00 (6)	N2—C4—H4D	109.8
Cl4ii—Bi2—Cl6	86.87 (3)	C5—C4—H4D	109.8
Cl4—Bi2—Cl6	93.13 (3)	H4E—C4—H4D	108.2
Cl5—Bi2—Cl6	87.00 (3)	C4—C5—C6	113.0 (3)
Cl5ii—Bi2—Cl6	93.00 (3)	C4—C5—H5E	109.0
Cl4ii—Bi2—Cl6ii	93.13 (3)	C6—C5—H5E	109.0
Cl4—Bi2—Cl6ii	86.87 (3)	C4—C5—H5D	109.0
Cl5—Bi2—Cl6ii	93.00 (3)	C6—C5—H5D	109.0
Cl5ii—Bi2—Cl6ii	87.00 (3)	H5E—C5—H5D	107.8
Cl6—Bi2—Cl6ii	180.00 (6)	N3—C6—C5	112.2 (3)
C1—N1—H1A	109.5	N3—C6—H6E	109.2
C1—N1—H1B	109.5	C5—C6—H6E	109.2
H1A—N1—H1B	109.5	N3—C6—H6D	109.2
C1—N1—H1C	109.5	C5—C6—H6D	109.2
H1A—N1—H1C	109.5	H6E—C6—H6D	107.9
H1B—N1—H1C	109.5	C6—N3—H3A	109.5
N1—C1—C2	111.4 (3)	C6—N3—H3B	109.5
N1—C1—H1E	109.4	H3A—N3—H3B	109.5
C2—C1—H1E	109.4	C6—N3—H3C	109.5
N1—C1—H1D	109.4	H3A—N3—H3C	109.5
C2—C1—H1D	109.4	H3B—N3—H3C	109.5
H1E—C1—H1D	108.0	H1W—OW—H2W	115 (3)
C1—C2—C3	112.3 (3)
N1—C1—C2—C3	179.9 (3)	C3—N2—C4—C5	−177.7 (3)
C1—C2—C3—N2	69.7 (4)	N2—C4—C5—C6	173.8 (3)
C2—C3—N2—C4	178.8 (3)	C4—C5—C6—N3	−76.5 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl4iii	0.89	2.34	3.174 (3)	156
N1—H1B···Cl2iv	0.89	2.73	3.339 (3)	127
N1—H1B···Cl1v	0.89	2.82	3.474 (3)	132
N1—H1C···Cl3iv	0.89	2.43	3.293 (3)	163
N2—H2B···OW	0.90	1.91	2.804 (4)	173
N2—H2A···Cl2v	0.90	2.63	3.316 (3)	134
N2—H2A···Cl1iv	0.90	2.71	3.347 (3)	129
N3—H3A···Cl6	0.89	2.48	3.362 (3)	169
N3—H3B···Cl1vi	0.89	2.81	3.412 (3)	126
N3—H3B···Cl3ii	0.89	2.81	3.612 (3)	151
N3—H3C···Cl5vii	0.89	2.44	3.269 (3)	155
OW—H1W···Cl6	0.84 (2)	2.83 (3)	3.620 (4)	157 (6)
OW—H2W···Cl3iv	0.86 (2)	2.82 (4)	3.478 (4)	135 (5)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Cl4i	0.89	2.34	3.174 (3)	156
N1—H1B⋯Cl2ii	0.89	2.73	3.339 (3)	127
N1—H1B⋯Cl1iii	0.89	2.82	3.474 (3)	132
N1—H1C⋯Cl3ii	0.89	2.43	3.293 (3)	163
N2—H2B⋯OW	0.90	1.91	2.804 (4)	173
N2—H2A⋯Cl2iii	0.90	2.63	3.316 (3)	134
N2—H2A⋯Cl1ii	0.90	2.71	3.347 (3)	129
N3—H3A⋯Cl6	0.89	2.48	3.362 (3)	169
N3—H3B⋯Cl1iv	0.89	2.81	3.412 (3)	126
N3—H3B⋯Cl3v	0.89	2.81	3.612 (3)	151
N3—H3C⋯Cl5vi	0.89	2.44	3.269 (3)	155
OW—H1W⋯Cl6	0.84 (2)	2.83 (3)	3.620 (4)	157 (6)
OW—H2W⋯Cl3ii	0.86 (2)	2.82 (4)	3.478 (4)	135 (5)

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