1,4-Diazo-niabi-cyclo-[2.2.2]octane tetra-chlorido-cadmate(II) monohydrate.

The asymmetric unit of the title compound (C6H14N2)[CdCl4]·H2O contained one 1,4-di-aza-bicyclo-[2.2.2]octane dication, a tetrahedral CdCl4 (2-) anion and a lattice water mol-ecule. In the crystal, the solvate water mol-ecule inter-acts with the cationic and anionic species via N-H⋯O and O-H⋯Cl [O⋯Cl = 3.289 (7) Å] hydrogen-bond inter-actions, respectively, leading to a layered supramolecular structure extending parallel to (011).

Related literature

For background to this class of compounds, see: Wei & Willett (2002 ▶); Billing & Lemmerer (2009 ▶); Samet et al. (2010 ▶) Lemmerer & Billing (2012 ▶); Ben Rhaiem et al. (2013 ▶). For related structures, see: Sun & Qu (2005 ▶); Zhang & Zhu (2012 ▶).

Experimental

Crystal data

(C6H14N2)[CdCl4]·H2O

M = 386.40

Orthorhombic,

a = 8.528 (5) Å

b = 11.653 (2) Å

c = 13.114 (6) Å

V = 1303.2 (10) Å3

Z = 4

Mo Kα radiation

μ = 2.47 mm−1

T = 298 K

0.54 × 0.43 × 0.29 mm

Data collection

Enraf–Nonius CAD-4 diffractometer

Absorption correction: ψ scan (North et al., 1968 ▶) T min = 0.283, T max = 0.536

5639 measured reflections

2837 independent reflections

2632 reflections with I > 2σ(I)

R int = 0.075

2 standard reflections every 120 min intensity decay: 1%

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.134

S = 1.19

2837 reflections

135 parameters

10 restraints

H-atom parameters not refined

Δρmax = 1.58 e Å−3

Δρmin = −1.44 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; molecular graphics: DIAMOND (Brandenburg, 2006 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S1600536814007533/ds2238sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814007533/ds2238Isup2.hkl

CCDC reference: 967916

Additional supporting information: crystallographic information; 3D view; checkCIF report

(C6H14N2)[CdCl4]·H2O	F(000) = 752
Mr = 386.40	Dx = 1.959 Mg m−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 2837 reflections
a = 8.528 (5) Å	θ = 2.4–27°
b = 11.653 (2) Å	µ = 2.47 mm−1
c = 13.114 (6) Å	T = 298 K
V = 1303.2 (10) Å3	Prism, colorless
Z = 4	0.54 × 0.43 × 0.29 mm

Enraf–Nonius CAD-4 diffractometer	2632 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.075
Graphite monochromator	θmax = 27.0°, θmin = 2.3°
non–profiled ω/2θ scans	h = −10→6
Absorption correction: ψ scan (North et al. (1968)	k = −14→1
Tmin = 0.283, Tmax = 0.536	l = −16→16
5639 measured reflections	2 standard reflections every 120 min
2837 independent reflections	intensity decay: 1%

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)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.134	H-atom parameters not refined
S = 1.19	w = 1/[σ2(Fo2) + (0.0587P)2 + 1.6133P] where P = (Fo2 + 2Fc2)/3
2837 reflections	(Δ/σ)max = 0.001
135 parameters	Δρmax = 1.58 e Å−3
10 restraints	Δρmin = −1.44 e Å−3

Experimental. Number of psi-scan sets used was 5 Theta correction was applied. Averaged transmission function was used. No Fourier smoothing was applied.

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
Cd	0.74636 (5)	0.52500 (4)	0.50315 (3)	0.04606 (17)
Cl1	0.52000 (18)	0.40196 (13)	0.46103 (13)	0.0465 (3)
Cl2	0.7583 (2)	0.53068 (14)	0.69230 (11)	0.0544 (4)
Cl3	0.9940 (2)	0.43346 (15)	0.46078 (15)	0.0557 (4)
Cl4	0.6884 (2)	0.71103 (15)	0.41831 (12)	0.0542 (4)
C1	0.4091 (7)	0.6836 (5)	0.2060 (5)	0.0457 (13)
H1A	0.498 (5)	0.6620 (12)	0.153 (3)	0.055*
H1B	0.4419 (18)	0.761 (4)	0.2435 (19)	0.055*
C2	0.2540 (8)	0.6998 (6)	0.1512 (5)	0.0514 (13)
H2A	0.2282 (17)	0.776 (5)	0.1496 (5)	0.062*
H2B	0.2617 (9)	0.6741 (16)	0.086 (4)	0.062*
C3	0.2824 (8)	0.6248 (7)	0.3636 (6)	0.0583 (18)
H3A	0.3266 (11)	0.6796 (11)	0.4005 (8)	0.070*
H3B	0.2613 (9)	0.5660 (12)	0.4042 (9)	0.070*
C4	0.1319 (9)	0.6690 (6)	0.3149 (6)	0.065 (2)
H4A	0.0481 (16)	0.6394 (8)	0.3470 (8)	0.078*
H4B	0.1274 (9)	0.7458 (14)	0.3198 (7)	0.078*
C5	0.3284 (9)	0.4857 (5)	0.2294 (6)	0.0519 (16)
H5A	0.3330 (9)	0.4244 (11)	0.2713 (9)	0.062*
H5B	0.3874 (13)	0.4708 (6)	0.1738 (11)	0.062*
C6	0.1623 (9)	0.5077 (6)	0.1985 (7)	0.0586 (18)
H6A	0.0970 (14)	0.4692 (9)	0.2392 (9)	0.070*
H6B	0.1468 (9)	0.4843 (7)	0.1344 (12)	0.070*
N1	0.3888 (6)	0.5887 (5)	0.2823 (4)	0.0431 (11)
H1	0.477 (2)	0.5730 (6)	0.3082 (7)	0.052*
N2	0.1318 (6)	0.6341 (5)	0.2067 (5)	0.0554 (15)
H2	0.043 (2)	0.6488 (6)	0.1811 (8)	0.067*
O	0.1563 (8)	0.2409 (6)	0.3238 (6)	0.0861 (19)

	U11	U22	U33	U12	U13	U23
Cd	0.0463 (3)	0.0409 (2)	0.0510 (3)	0.00213 (18)	−0.0028 (2)	0.00245 (17)
Cl1	0.0486 (8)	0.0402 (7)	0.0508 (8)	−0.0018 (6)	0.0024 (6)	−0.0039 (6)
Cl2	0.0613 (8)	0.0530 (8)	0.0490 (7)	0.0058 (9)	−0.0041 (8)	−0.0042 (6)
Cl3	0.0519 (8)	0.0515 (8)	0.0635 (9)	0.0105 (7)	0.0063 (7)	0.0105 (8)
Cl4	0.0684 (9)	0.0423 (7)	0.0520 (8)	0.0014 (7)	−0.0163 (7)	0.0047 (7)
C1	0.042 (3)	0.034 (3)	0.061 (3)	−0.005 (2)	0.004 (3)	0.007 (3)
C2	0.049 (3)	0.048 (3)	0.057 (3)	−0.006 (3)	−0.001 (3)	0.020 (3)
C3	0.063 (5)	0.057 (4)	0.056 (3)	−0.006 (3)	0.006 (3)	−0.005 (3)
C4	0.062 (4)	0.046 (4)	0.087 (5)	0.012 (3)	0.032 (4)	0.012 (4)
C5	0.055 (4)	0.026 (2)	0.075 (4)	0.001 (3)	−0.008 (3)	0.002 (3)
C6	0.061 (4)	0.041 (3)	0.075 (5)	−0.008 (3)	−0.016 (4)	0.006 (3)
N1	0.042 (2)	0.040 (2)	0.047 (3)	0.002 (2)	−0.005 (2)	0.004 (2)
N2	0.038 (3)	0.044 (3)	0.084 (4)	0.004 (2)	−0.004 (3)	0.027 (3)
O	0.085 (4)	0.070 (4)	0.103 (5)	−0.014 (3)	0.008 (4)	−0.009 (4)

Cd—Cl3	2.430 (2)	C3—H3B	0.8860
Cd—Cl1	2.4673 (18)	C4—N2	1.476 (11)
Cd—Cl2	2.4835 (19)	C4—H4A	0.8977
Cd—Cl4	2.4864 (17)	C4—H4B	0.8977
C1—N1	1.502 (8)	C5—N1	1.479 (9)
C1—C2	1.517 (9)	C5—C6	1.496 (10)
C1—H1A	1.0614	C5—H5A	0.9026
C1—H1B	1.0614	C5—H5B	0.9026
C2—N2	1.485 (8)	C6—N2	1.499 (9)
C2—H2A	0.9127	C6—H6A	0.8931
C2—H2B	0.9127	C6—H6B	0.8931
C3—N1	1.461 (9)	N1—H1	0.8477
C3—C4	1.524 (10)	N2—H2	0.8420
C3—H3A	0.8860
Cl3—Cd—Cl1	111.93 (7)	N2—C4—H4B	110.1
Cl3—Cd—Cl2	101.80 (6)	C3—C4—H4B	110.1
Cl1—Cd—Cl2	105.73 (6)	H4A—C4—H4B	108.4
Cl3—Cd—Cl4	116.95 (6)	N1—C5—C6	108.5 (5)
Cl1—Cd—Cl4	104.53 (6)	N1—C5—H5A	110.0
Cl2—Cd—Cl4	115.58 (6)	C6—C5—H5A	110.0
N1—C1—C2	107.9 (5)	N1—C5—H5B	110.0
N1—C1—H1A	110.1	C6—C5—H5B	110.0
C2—C1—H1A	110.1	H5A—C5—H5B	108.4
N1—C1—H1B	110.1	C5—C6—N2	108.3 (5)
C2—C1—H1B	110.1	C5—C6—H6A	110.0
H1A—C1—H1B	108.4	N2—C6—H6A	110.0
N2—C2—C1	108.4 (5)	C5—C6—H6B	110.0
N2—C2—H2A	110.0	N2—C6—H6B	110.0
C1—C2—H2A	110.0	H6A—C6—H6B	108.4
N2—C2—H2B	110.0	C3—N1—C5	111.1 (6)
C1—C2—H2B	110.0	C3—N1—C1	110.2 (5)
H2A—C2—H2B	108.4	C5—N1—C1	109.0 (5)
N1—C3—C4	108.4 (6)	C3—N1—H1	108.8
N1—C3—H3A	110.0	C5—N1—H1	108.8
C4—C3—H3A	110.0	C1—N1—H1	108.8
N1—C3—H3B	110.0	C4—N2—C2	109.2 (6)
C4—C3—H3B	110.0	C4—N2—C6	109.9 (6)
H3A—C3—H3B	108.4	C2—N2—C6	110.5 (6)
N2—C4—C3	108.0 (5)	C4—N2—H2	109.1
N2—C4—H4A	110.1	C2—N2—H2	109.1
C3—C4—H4A	110.1	C6—N2—H2	109.1

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···Oi	0.84	2.01	2.783 (1)	151

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2⋯Oi	0.84	2.01	2.783 (1)	151

Symmetry code: (i) .