Bis(4-amino-pyridinium) tetra-iodido-cad-mate monohydrate.

The title compound, (C(5)H(7)N(2))(2)[CdI(4)]·H(2)O, contains one [CdI(4)](2-) anion, two prontonated 4-amino-pyridine mol-ecules and one water mol-ecule in the asymmetric unit. In the anion, the Cd(II) atom is coordinated by four I atoms in a slightly distorted tetra-hedral geometry. The [CdI(4)](2-) anion and the water mol-ecule are bis-ected by a crystallographic mirror plane perpendicular to the c-axis direction, with the Cd(II) atom, two of the I atoms and the atoms of the water mol-ecule located on this plane. The crystal packing is stabilized by inter-molecular N-H⋯I, N-H⋯O and O-H⋯I hydrogen bonds and by π-π stacking inter-actions [centroid-centroid distance = 3.798 (3) Å) between pyridine rings, which build up a three-dimensional network.

Related literature

For background literature on the magnetism, anti­viral activity and luminescence of organic–inorganic hybrid compounds, see: Bauer et al. (2003 ▶); Cavicchioli et al. (2010 ▶); Li et al. (2007 ▶). For ion channel inhibitor properties of 4-amino­pyridine, see: Picolo et al. (2003 ▶). For metal complexes of 4-amino­pyridine, see: Das et al. (2010 ▶); Ivanova et al. (2005 ▶); Jebas et al. (2009 ▶); Kulicka et al. (2006 ▶); Rademeyer et al. (2007 ▶); Zaouali Zgolli et al. (2009 ▶). For bond-length data, see: Anderson et al. (2005 ▶); Hines et al. (2006 ▶).

Experimental

Crystal data

(C5H7N2)2[CdI4]·H2O

M = 828.27

Orthorhombic,

a = 7.3987 (2) Å

b = 14.7348 (4) Å

c = 18.7286 (4) Å

V = 2041.76 (9) Å3

Z = 4

Mo Kα radiation

μ = 7.12 mm−1

T = 293 K

0.40 × 0.24 × 0.20 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.145, T max = 0.340

11964 measured reflections

1860 independent reflections

1755 reflections with I > 2σ(I)

R int = 0.052

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.064

S = 1.02

1860 reflections

102 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.91 e Å−3

Δρmin = −0.72 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) global. DOI: 10.1107/S1600536812034447/zl2495sup1.cif

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

(C5H7N2)2[CdI4]·H2O	F(000) = 1488
Mr = 828.27	Dx = 2.694 Mg m−3
Orthorhombic, Pbcm	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2c2b	Cell parameters from 7689 reflections
a = 7.3987 (2) Å	θ = 2.6–28.2°
b = 14.7348 (4) Å	µ = 7.12 mm−1
c = 18.7286 (4) Å	T = 293 K
V = 2041.76 (9) Å3	Block, colourless
Z = 4	0.40 × 0.24 × 0.20 mm

Bruker SMART CCD diffractometer	1860 independent reflections
Radiation source: fine-focus sealed tube	1755 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.052
φ and ω scans	θmax = 25.0°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→8
Tmin = 0.145, Tmax = 0.340	k = −17→14
11964 measured reflections	l = −22→22

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)] = 0.025	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.064	w = 1/[σ2(Fo2) + (0.0406P)2 + 1.5671P] where P = (Fo2 + 2Fc2)/3
S = 1.02	(Δ/σ)max = 0.001
1860 reflections	Δρmax = 0.91 e Å−3
102 parameters	Δρmin = −0.72 e Å−3
3 restraints	Extinction correction: SHELXTL (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00433 (17)

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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
Cd1	1.01826 (6)	0.20199 (3)	0.2500	0.03793 (14)
I1	0.64576 (5)	0.22518 (3)	0.2500	0.03959 (14)
I2	1.14547 (4)	0.28284 (2)	0.125323 (15)	0.04579 (13)
I3	1.11401 (5)	0.01921 (3)	0.2500	0.04403 (15)
N1	0.6396 (7)	0.4593 (3)	−0.11682 (19)	0.0606 (12)
H1B	0.6371	0.4870	−0.1572	0.073*
N2	0.6522 (6)	0.3361 (3)	0.0766 (2)	0.0617 (11)
H2A	0.5548	0.3145	0.0950	0.074*
H2B	0.7526	0.3324	0.0996	0.074*
C1	0.4861 (8)	0.4240 (3)	−0.0903 (2)	0.0588 (13)
H1A	0.3794	0.4282	−0.1163	0.071*
C2	0.4861 (6)	0.3821 (3)	−0.0254 (2)	0.0467 (10)
H2C	0.3797	0.3583	−0.0067	0.056*
C3	0.6476 (6)	0.3755 (3)	0.0125 (2)	0.0407 (9)
C4	0.8047 (7)	0.4105 (3)	−0.0187 (3)	0.0547 (11)
H4A	0.9155	0.4048	0.0043	0.066*
C5	0.7938 (8)	0.4524 (3)	−0.0821 (3)	0.0626 (13)
H5A	0.8977	0.4772	−0.1021	0.075*
OW1	0.4000 (7)	0.4442 (3)	0.2500	0.0552 (11)
HW1A	0.355 (5)	0.3924 (19)	0.2500	0.083*
HW1B	0.514 (3)	0.439 (3)	0.2500	0.083*

	U11	U22	U33	U12	U13	U23
Cd1	0.0368 (3)	0.0395 (3)	0.0375 (2)	0.00051 (18)	0.000	0.000
I1	0.0341 (2)	0.0429 (2)	0.0418 (2)	0.00329 (15)	0.000	0.000
I2	0.0395 (2)	0.0539 (2)	0.04392 (19)	0.00186 (12)	0.00688 (10)	0.01025 (11)
I3	0.0430 (3)	0.0383 (2)	0.0508 (2)	0.00445 (16)	0.000	0.000
N1	0.101 (4)	0.046 (2)	0.0349 (18)	−0.001 (2)	0.0029 (19)	0.0039 (16)
N2	0.059 (3)	0.072 (3)	0.054 (2)	−0.008 (2)	−0.0031 (17)	0.022 (2)
C1	0.077 (4)	0.049 (3)	0.051 (2)	0.002 (3)	−0.018 (2)	−0.009 (2)
C2	0.048 (3)	0.044 (2)	0.048 (2)	−0.002 (2)	−0.0030 (19)	−0.0044 (18)
C3	0.047 (3)	0.033 (2)	0.042 (2)	0.0019 (17)	0.0029 (16)	0.0002 (16)
C4	0.048 (3)	0.056 (3)	0.061 (3)	0.002 (2)	0.008 (2)	0.006 (2)
C5	0.071 (4)	0.061 (3)	0.056 (3)	0.000 (3)	0.023 (3)	0.001 (2)
OW1	0.067 (3)	0.051 (3)	0.047 (2)	0.001 (2)	0.000	0.000

Cd1—I1	2.7771 (6)	C1—C2	1.363 (6)
Cd1—I3	2.7849 (6)	C1—H1A	0.9300
Cd1—I2i	2.7852 (4)	C2—C3	1.394 (6)
Cd1—I2	2.7852 (4)	C2—H2C	0.9300
N1—C5	1.317 (7)	C3—C4	1.400 (6)
N1—C1	1.345 (7)	C4—C5	1.341 (7)
N1—H1B	0.8600	C4—H4A	0.9300
N2—C3	1.333 (5)	C5—H5A	0.9300
N2—H2A	0.8600	OW1—HW1A	0.83 (2)
N2—H2B	0.8600	OW1—HW1B	0.85 (2)
I1—Cd1—I3	111.805 (18)	C2—C1—H1A	119.8
I1—Cd1—I2i	106.423 (13)	C1—C2—C3	119.1 (5)
I3—Cd1—I2i	109.129 (13)	C1—C2—H2C	120.5
I1—Cd1—I2	106.423 (13)	C3—C2—H2C	120.5
I3—Cd1—I2	109.129 (13)	N2—C3—C2	120.8 (4)
I2i—Cd1—I2	113.94 (2)	N2—C3—C4	121.0 (4)
C5—N1—C1	121.2 (4)	C2—C3—C4	118.3 (4)
C5—N1—H1B	119.4	C5—C4—C3	119.3 (5)
C1—N1—H1B	119.4	C5—C4—H4A	120.3
C3—N2—H2A	120.0	C3—C4—H4A	120.3
C3—N2—H2B	120.0	N1—C5—C4	121.7 (5)
H2A—N2—H2B	120.0	N1—C5—H5A	119.1
N1—C1—C2	120.3 (5)	C4—C5—H5A	119.1
N1—C1—H1A	119.8	HW1A—OW1—HW1B	108 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···OW1ii	0.86	2.03	2.886 (5)	173
N2—H2A···I2iii	0.86	3.12	3.938 (4)	161
N2—H2B···I2	0.86	3.04	3.843 (4)	157
OW1—HW1A···I2iii	0.83 (2)	3.24 (1)	3.828 (4)	130 (1)
OW1—HW1A···I2iv	0.83 (2)	3.24 (1)	3.828 (4)	130 (1)
OW1—HW1A···I1	0.83 (2)	3.27 (4)	3.704 (5)	116 (3)
OW1—HW1B···I3v	0.85 (2)	2.99 (2)	3.761 (5)	152 (4)
OW1—HW1A···I1	0.83 (2)	3.27 (4)	3.704 (5)	116 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1B⋯OW1i	0.86	2.03	2.886 (5)	173
N2—H2A⋯I2ii	0.86	3.12	3.938 (4)	161
N2—H2B⋯I2	0.86	3.04	3.843 (4)	157
OW1—HW1A⋯I2ii	0.83 (2)	3.24 (1)	3.828 (4)	130 (1)
OW1—HW1A⋯I2iii	0.83 (2)	3.24 (1)	3.828 (4)	130 (1)
OW1—HW1A⋯I1	0.83 (2)	3.27 (4)	3.704 (5)	116 (3)
OW1—HW1B⋯I3iv	0.85 (2)	2.99 (2)	3.761 (5)	152 (4)
OW1—HW1A⋯I1	0.83 (2)	3.27 (4)	3.704 (5)	116 (3)

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