Poly[bis-(1-carbamoylguanidinium) [tri-μ-chlorido-dichloridobismuthate(III)]].

The structure of the title organic-inorganic hybrid compound, {(C(2)H(7)N(4)O)(2)[BiCl(5)]}(n), consists of corrugated chains parallel to [100] of corner-joined [BiCl(6)] octa-hedra, separated by layers of organic 1-carbamoylguanidinum cations. The crystal cohesion is achieved by N-H⋯O and N-H⋯Cl hydrogen bonds, which link the organic and inorganic parts of the structure.

Related literature

For bis­muth(III) halide organic–inorganic hybrid compounds, see: Masmoudi et al. (2011 ▶); Fisher & Norman (1994 ▶); Samet et al. (2010 ▶); Papavassiliou et al. (1995 ▶); Mousdis et al. (1998 ▶); Rhandour et al. (2011 ▶). For structures with similar guanidunium cations, see: Bremner & Harrison (2002 ▶, 2003 ▶); Ritchie & Harrison (2003 ▶).

Experimental

Crystal data

(C2H7N4O)2[BiCl5]

M = 592.46

Orthorhombic,

a = 7.3795 (8) Å

b = 20.706 (4) Å

c = 11.028 (2) Å

V = 1685.1 (5) Å3

Z = 4

Mo Kα radiation

μ = 11.27 mm−1

T = 298 K

0.53 × 0.25 × 0.17 mm

Data collection

Enraf–Nonius CAD-4 diffractometer

Absorption correction: ψ scan (North et al., 1968 ▶) T min = 0.048, T max = 0.094

2612 measured reflections

1880 independent reflections

1596 reflections with I > 2σ(I)

R int = 0.018

2 standard reflections every 120 min intensity decay: 5%

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.080

S = 1.10

1880 reflections

98 parameters

H-atom parameters not refined

Δρmax = 3.03 e Å−3

Δρmin = −1.73 e Å−3

Data collection: CAD-4 EXPRESS (Duisenberg, 1992 ▶); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2008 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812015668/bg2453sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812015668/bg2453Isup2.hkl

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

(C2H7N4O)2[BiCl5]	F(000) = 1112
Mr = 592.46	Dx = 2.335 Mg m−3
Orthorhombic, Pnma	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2n	Cell parameters from 25 reflections
a = 7.3795 (8) Å	θ = 11–15°
b = 20.706 (4) Å	µ = 11.27 mm−1
c = 11.028 (2) Å	T = 298 K
V = 1685.1 (5) Å3	Prism, colourless
Z = 4	0.53 × 0.25 × 0.17 mm

Enraf–Nonius CAD-4 diffractometer	1596 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.018
Graphite monochromator	θmax = 27.0°, θmin = 2.1°
Non–profiled ω/2θ scans	h = −1→9
Absorption correction: ψ scan (North et al., 1968)	k = −2→26
Tmin = 0.048, Tmax = 0.094	l = −1→14
2612 measured reflections	2 standard reflections every 120 min
1880 independent reflections	intensity decay: 5%

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)] = 0.029	H-atom parameters not refined
wR(F2) = 0.080	w = 1/[σ2(Fo2) + (0.0464P)2 + 4.6267P] where P = (Fo2 + 2Fc2)/3
S = 1.10	(Δ/σ)max = 0.001
1880 reflections	Δρmax = 3.03 e Å−3
98 parameters	Δρmin = −1.73 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: 0.0022 (2)

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
Bi	0.62878 (4)	0.2500	0.56736 (2)	0.02190 (13)
Cl1	0.6373 (2)	0.38017 (8)	0.56635 (13)	0.0404 (4)
Cl2	0.9594 (3)	0.2500	0.7064 (2)	0.0449 (5)
Cl3	0.3456 (3)	0.2500	0.4355 (2)	0.0405 (5)
Cl4	0.8594 (3)	0.2500	0.3856 (2)	0.0388 (5)
C1	0.1598 (8)	0.4240 (3)	0.5363 (6)	0.0334 (13)
C2	0.1179 (8)	0.4174 (3)	0.3141 (6)	0.0338 (13)
O	0.2300 (8)	0.4830 (3)	0.5350 (5)	0.0581 (14)
N1	0.1374 (9)	0.3932 (3)	0.6381 (6)	0.0543 (17)
H1A	0.1681	0.4111	0.7054	0.065*
H1B	0.0918	0.3550	0.6381	0.065*
N2	0.1010 (8)	0.3947 (3)	0.4317 (4)	0.0376 (13)
H2	0.0473	0.3581	0.4402	0.045*
N3	0.1813 (7)	0.4699 (2)	0.2905 (5)	0.0326 (11)
H3A	0.1882	0.4825	0.2163	0.039*
H3B	0.2194	0.4946	0.3479	0.039*
N4	0.0551 (9)	0.3755 (3)	0.2320 (5)	0.0490 (15)
H4A	0.0580	0.3851	0.1562	0.059*
H4B	0.0118	0.3389	0.2550	0.059*

	U11	U22	U33	U12	U13	U23
Bi	0.02407 (18)	0.02518 (17)	0.01645 (17)	0.000	0.00075 (11)	0.000
Cl1	0.0613 (11)	0.0279 (7)	0.0319 (8)	−0.0047 (7)	−0.0009 (7)	0.0008 (5)
Cl2	0.0457 (13)	0.0501 (12)	0.0388 (12)	0.000	−0.0197 (11)	0.000
Cl3	0.0327 (11)	0.0473 (13)	0.0416 (13)	0.000	−0.0128 (9)	0.000
Cl4	0.0432 (12)	0.0433 (11)	0.0300 (11)	0.000	0.0137 (9)	0.000
C1	0.034 (3)	0.036 (3)	0.030 (3)	0.000 (2)	0.004 (3)	0.002 (3)
C2	0.035 (3)	0.035 (3)	0.031 (3)	0.002 (2)	0.007 (2)	−0.003 (2)
O	0.065 (4)	0.049 (3)	0.060 (3)	−0.005 (3)	−0.003 (3)	0.002 (3)
N1	0.071 (4)	0.058 (4)	0.033 (3)	−0.015 (3)	−0.005 (3)	0.010 (3)
N2	0.052 (3)	0.028 (3)	0.033 (3)	−0.008 (2)	0.003 (2)	0.0019 (19)
N3	0.049 (3)	0.027 (2)	0.022 (2)	−0.010 (2)	0.003 (2)	0.007 (2)
N4	0.071 (4)	0.047 (3)	0.029 (3)	−0.017 (3)	0.008 (3)	−0.007 (2)

Bi—Cl3	2.546 (3)	C2—N3	1.213 (8)
Bi—Cl4	2.630 (2)	C2—N4	1.337 (8)
Bi—Cl1i	2.6961 (17)	C2—N2	1.384 (8)
Bi—Cl1	2.6962 (17)	N1—H1A	0.8600
Bi—Cl2ii	2.791 (2)	N1—H1B	0.8600
Bi—Cl2	2.881 (3)	N2—H2	0.8600
Cl2—Biiii	2.791 (2)	N3—H3A	0.8600
C1—N1	1.302 (9)	N3—H3B	0.8600
C1—O	1.327 (8)	N4—H4A	0.8600
C1—N2	1.373 (8)	N4—H4B	0.8600
Cl3—Bi—Cl4	95.50 (10)	N1—C1—N2	117.9 (6)
Cl3—Bi—Cl1i	90.96 (4)	O—C1—N2	121.4 (6)
Cl4—Bi—Cl1i	88.95 (3)	N3—C2—N4	124.7 (6)
Cl3—Bi—Cl1	90.96 (4)	N3—C2—N2	122.7 (6)
Cl4—Bi—Cl1	88.95 (4)	N4—C2—N2	112.6 (5)
Cl1i—Bi—Cl1	177.28 (8)	C1—N1—H1A	120.0
Cl3—Bi—Cl2ii	98.22 (9)	C1—N1—H1B	120.0
Cl4—Bi—Cl2ii	166.28 (8)	H1A—N1—H1B	120.0
Cl1i—Bi—Cl2ii	90.81 (3)	C1—N2—C2	127.5 (6)
Cl1—Bi—Cl2ii	90.81 (3)	C1—N2—H2	116.3
Cl3—Bi—Cl2	177.32 (7)	C2—N2—H2	116.3
Cl4—Bi—Cl2	81.82 (10)	C2—N3—H3A	120.0
Cl1i—Bi—Cl2	88.99 (4)	C2—N3—H3B	120.0
Cl1—Bi—Cl2	88.99 (4)	H3A—N3—H3B	120.0
Cl2ii—Bi—Cl2	84.47 (6)	C2—N4—H4A	120.0
Biiii—Cl2—Bi	148.77 (10)	C2—N4—H4B	120.0
N1—C1—O	120.6 (7)	H4A—N4—H4B	120.0

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl1ii	0.86	2.61	3.271 (8)	135
N1—H1B···Cl2iv	0.86	2.50	3.329 (7)	162
N2—H2···Cl4iv	0.86	2.70	3.524 (7)	160
N3—H3A···Ov	0.86	2.21	3.053 (8)	167
N3—H3B···O	0.86	2.08	2.734 (8)	132
N4—H4A···Cl1vi	0.86	2.53	3.347 (7)	160
N4—H4B···Cl4iv	0.86	2.59	3.421 (7)	162

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Cl1i	0.86	2.61	3.271 (8)	135
N1—H1B⋯Cl2ii	0.86	2.50	3.329 (7)	162
N2—H2⋯Cl4ii	0.86	2.70	3.524 (7)	160
N3—H3A⋯Oiii	0.86	2.21	3.053 (8)	167
N3—H3B⋯O	0.86	2.08	2.734 (8)	132
N4—H4A⋯Cl1iv	0.86	2.53	3.347 (7)	160
N4—H4B⋯Cl4ii	0.86	2.59	3.421 (7)	162

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