1,1′-{[1,1′-(Pyridinium-2,6-di­yl)diethyl­idyne]diimino}diguanidinium penta­chloridocadmate(II) monohydrate

Xu, R.

doi:10.1107/S1600536809027196

metal-organic compounds

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Volume 65| Part 8| August 2009| Page m951

doi:10.1107/S1600536809027196

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1,1′-{[1,1′-(Pyridinium-2,6-diyl)diethylidyne]diimino}diguanidinium pentachloridocadmate(II) monohydrate

Rui-jun Xu ^a ^*

^aOrdered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China
^*Correspondence e-mail: youyoubanzhen@126.com

(Received 15 June 2009; accepted 10 July 2009; online 18 July 2009)

In the title organic–inorganic hybrid salt, (C₁₁H₂₀N₉)[CdCl₅]·H₂O, the crystal structure is stabilized by intermolecular hydrogen bonds between the organic cation, the complex inorganic anion and the uncoordinated water molecule, forming a three-dimensional network.

Related literature

For details of the synthesis, see: Valdes-Martinez et al. (2002 ).

Experimental

Crystal data

(C₁₁H₂₀N₉)[CdCl₅]·H₂O
M_r = 586.03
Monoclinic, P 2₁ /n
a = 10.638 (2) Å
b = 13.700 (3) Å
c = 14.839 (3) Å
β = 90.90 (3)°
V = 2162.3 (8) Å³
Z = 4
Mo Kα radiation
μ = 1.65 mm⁻¹
T = 298 K
0.25 × 0.20 × 0.18 mm

Data collection

Rigaku Mercury2 diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ) T_min = 0.681, T_max = 0.745
22228 measured reflections
4947 independent reflections
4155 reflections with I > 2σ(I)
R_int = 0.043

Refinement

R[F² > 2σ(F²)] = 0.034
wR(F²) = 0.068
S = 1.10
4947 reflections
246 parameters
H-atom parameters constrained
Δρ_max = 0.45 e Å⁻³
Δρ_min = −0.38 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯O1W	0.86	2.42	3.194 (4)	151
N4—H4A⋯Cl5	0.86	2.31	3.154 (3)	168
N5—H5A⋯Cl1	0.86	2.49	3.256 (2)	149
N8—H8B⋯O1W	0.86	2.03	2.854 (3)	160
O1W—H1WB⋯Cl4	0.84	2.82	3.478 (3)	136
N3—H3⋯Cl2ⁱ	0.86	2.56	3.196 (2)	132
N5—H5B⋯Cl2ⁱ	0.86	2.75	3.394 (3)	133
N5—H5B⋯Cl4ⁱ	0.86	2.60	3.313 (3)	140
N7—H7⋯Cl4ⁱⁱ	0.86	2.56	3.367 (2)	156
N8—H8A⋯Cl1ⁱⁱⁱ	0.86	2.40	3.247 (3)	168
N9—H9A⋯Cl2ⁱⁱⁱ	0.86	2.41	3.227 (3)	160
N9—H9B⋯Cl4ⁱⁱ	0.86	2.67	3.450 (3)	152
O1W—H1WA⋯Cl3^iv	0.85	2.67	3.266 (3)	129
Symmetry codes: (i) $[-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) -x+2, -y, -z+1; (iii) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iv) $[x-{\script{1\over 2}}, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ .

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: ORTEPIII (Burnett & Johnson, 1996 ) and ORTEP-3 for Windows (Farrugia, 1997 ); software used to prepare material for publication: PRPKAPPA (Ferguson, 1999 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809027196/dn2466sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809027196/dn2466Isup2.hkl

checkCIF report

Comment top

The asymmetric unit of the title compound (Fig 1) consists of pentachlorocadmium, a water molecule and H₃L, the latter resulting from protonation of the pyridyl nitrogen and the two guanyl N atoms. There are four intramolecular hydrogen bonds in the compound, i.e., N4—H4···Cl5, N5—H5A···Cl1, N8—H8B···O1W and O1W—H1WB···Cl4 (table 1). The angle between the pyridine ring and the aminoguanidone moieties, N2—N3—C11—N4—N5 and N6—N7—C10—N8—N9, are 26.23 (2)° and 31.13 (1)° respectively. Additionally, there are also numerous hydrogen bonds among the terminal nitrogen atoms of the trication H₃L, the oxygen atom of the water molecule and the chloride atoms of pentachlorocadmium anion, leading to a complex three-dimensional network.

Related literature top

For details of the synthesis, see: Valdes-Martinez et al. (2002).

Experimental top

The ligand L was prepared according to reported method (Valdes-Martinez et al. 2002). The title compound was prepared by refluxing an 30 ml EtOH–HCl mixture solution (v:v = 3:1) containing an equimolar amount of L (1.096 g, 4 mmol) and CdCl₂ for 1 h. The resulting solution was filtered and stood still until crystals formed.

Computing details top

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear (Rigaku, 2005); data reduction: CrystalClear (Rigaku, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: PRPKAPPA (Ferguson, 1999).

Figures top

Fig. 1. Molecular structure of the title compound,with the atom labeling sche me. Displacement ellipsoids are drawn at the 30% probability level. H atoms are represented as small spheres of arbitrary radii. H bonds are shown as dashed lines.

1,1'-{[1,1'-(Pyridinium-2,6-diyl)diethylidyne]diimino}diguanidinium pentachloridocadmate(II) monohydrate top

Crystal data top

(C₁₁H₂₀N₉)[CdCl₅]·H₂O	F(000) = 1168
M_r = 586.03	D_x = 1.800 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 19919 reflections
a = 10.638 (2) Å	θ = 3.1–27.6°
b = 13.700 (3) Å	µ = 1.65 mm⁻¹
c = 14.839 (3) Å	T = 298 K
β = 90.90 (3)°	Prism, colourless
V = 2162.3 (8) Å³	0.25 × 0.20 × 0.18 mm
Z = 4

Data collection top

Rigaku Mercury2 (2× 2 bin mode) diffractometer	4947 independent reflections
Radiation source: fine-focus sealed tube	4155 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.043
Detector resolution: 13.6612 pixels mm^-1	θ_max = 27.5°, θ_min = 3.1°
CCD_Profile_fitting scans	h = −13→13
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −17→17
T_min = 0.681, T_max = 0.745	l = −19→19
22228 measured reflections

Refinement top

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.068	H-atom parameters constrained
S = 1.10	w = 1/[σ²(F_o²) + (0.0222P)² + 1.3165P] where P = (F_o² + 2F_c²)/3
4947 reflections	(Δ/σ)_max = 0.032
246 parameters	Δρ_max = 0.45 e Å⁻³
0 restraints	Δρ_min = −0.38 e Å⁻³

Crystal data top

(C₁₁H₂₀N₉)[CdCl₅]·H₂O	V = 2162.3 (8) Å³
M_r = 586.03	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.638 (2) Å	µ = 1.65 mm⁻¹
b = 13.700 (3) Å	T = 298 K
c = 14.839 (3) Å	0.25 × 0.20 × 0.18 mm
β = 90.90 (3)°

Data collection top

Rigaku Mercury2 (2× 2 bin mode) diffractometer	4947 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	4155 reflections with I > 2σ(I)
T_min = 0.681, T_max = 0.745	R_int = 0.043
22228 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.034	0 restraints
wR(F²) = 0.068	H-atom parameters constrained
S = 1.10	Δρ_max = 0.45 e Å⁻³
4947 reflections	Δρ_min = −0.38 e Å⁻³
246 parameters

Special details top

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 > 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Cd1	0.91113 (2)	0.240737 (14)	0.143910 (13)	0.03119 (7)
Cl1	0.88183 (8)	0.41966 (5)	0.11166 (5)	0.04173 (18)
Cl2	0.68199 (7)	0.21144 (5)	0.06726 (5)	0.03978 (18)
Cl3	1.02297 (8)	0.14273 (6)	0.03080 (5)	0.0464 (2)
Cl4	0.82906 (7)	0.15219 (6)	0.28367 (5)	0.04094 (18)
Cl5	1.11659 (7)	0.27884 (6)	0.23687 (5)	0.04219 (19)
N1	0.89827 (19)	0.31005 (15)	0.68390 (14)	0.0238 (5)
H1	0.8938	0.2862	0.6304	0.029*
N2	0.8635 (2)	0.43124 (15)	0.54498 (14)	0.0252 (5)
N3	0.8349 (2)	0.48151 (16)	0.46731 (14)	0.0302 (5)
H3	0.7842	0.5304	0.4672	0.036*
N4	0.9582 (3)	0.37103 (17)	0.39331 (16)	0.0428 (6)
H4A	0.9939	0.3508	0.3452	0.051*
H4B	0.9673	0.3390	0.4428	0.051*
N5	0.8730 (2)	0.50235 (18)	0.31717 (15)	0.0354 (6)
H5A	0.9073	0.4842	0.2678	0.042*
H5B	0.8276	0.5543	0.3182	0.042*
N6	0.9327 (2)	0.11265 (15)	0.66384 (14)	0.0275 (5)
N7	0.9631 (2)	0.01760 (16)	0.64548 (15)	0.0334 (5)
H7	1.0230	−0.0113	0.6745	0.040*
N8	0.8182 (2)	0.01826 (18)	0.52850 (16)	0.0396 (6)
H8A	0.7755	−0.0119	0.4875	0.048*
H8B	0.8094	0.0802	0.5353	0.048*
N9	0.9142 (3)	−0.12433 (18)	0.57366 (18)	0.0488 (7)
H9A	0.8735	−0.1574	0.5336	0.059*
H9B	0.9668	−0.1531	0.6094	0.059*
C1	0.9503 (2)	0.25487 (18)	0.74947 (17)	0.0248 (5)
C2	0.9574 (3)	0.2929 (2)	0.83576 (18)	0.0325 (6)
H2	0.9943	0.2568	0.8822	0.039*
C3	0.9094 (3)	0.3846 (2)	0.85289 (18)	0.0356 (7)
H3A	0.9125	0.4096	0.9112	0.043*
C4	0.8568 (3)	0.4394 (2)	0.78360 (17)	0.0306 (6)
H4	0.8246	0.5013	0.7949	0.037*
C5	0.8526 (2)	0.40094 (18)	0.69727 (17)	0.0234 (5)
C6	0.8104 (2)	0.45750 (18)	0.61734 (17)	0.0252 (6)
C7	0.7170 (3)	0.5381 (2)	0.62813 (19)	0.0353 (7)
H7A	0.7600	0.5968	0.6460	0.053*
H7B	0.6577	0.5204	0.6734	0.053*
H7C	0.6733	0.5488	0.5719	0.053*
C8	0.9938 (2)	0.15541 (18)	0.72746 (17)	0.0243 (5)
C9	1.1001 (3)	0.1131 (2)	0.7819 (2)	0.0387 (7)
H9C	1.0674	0.0701	0.8269	0.058*
H9D	1.1464	0.1649	0.8107	0.058*
H9E	1.1547	0.0773	0.7430	0.058*
C10	0.8962 (3)	−0.0298 (2)	0.58035 (18)	0.0315 (6)
C11	0.8901 (3)	0.4506 (2)	0.39114 (18)	0.0296 (6)
O1W	0.7726 (3)	0.22202 (18)	0.5047 (2)	0.0695 (8)
H1WA	0.7156	0.2329	0.5427	0.104*
H1WB	0.7448	0.2212	0.4511	0.104*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.03641 (12)	0.02847 (12)	0.02866 (11)	0.00307 (9)	−0.00053 (8)	−0.00175 (8)
Cl1	0.0584 (5)	0.0293 (4)	0.0371 (4)	0.0015 (3)	−0.0135 (3)	−0.0001 (3)
Cl2	0.0407 (4)	0.0323 (4)	0.0460 (4)	−0.0014 (3)	−0.0088 (3)	0.0055 (3)
Cl3	0.0526 (5)	0.0486 (5)	0.0379 (4)	0.0167 (4)	−0.0043 (4)	−0.0125 (3)
Cl4	0.0444 (4)	0.0433 (4)	0.0351 (4)	−0.0054 (3)	−0.0023 (3)	0.0066 (3)
Cl5	0.0293 (4)	0.0566 (5)	0.0405 (4)	0.0036 (3)	−0.0015 (3)	−0.0156 (3)
N1	0.0263 (12)	0.0259 (11)	0.0192 (10)	−0.0011 (9)	0.0021 (9)	−0.0031 (8)
N2	0.0288 (12)	0.0231 (11)	0.0236 (11)	0.0011 (9)	0.0001 (9)	0.0007 (9)
N3	0.0350 (13)	0.0292 (12)	0.0264 (12)	0.0093 (10)	0.0007 (10)	0.0007 (9)
N4	0.0649 (18)	0.0338 (14)	0.0300 (13)	0.0124 (13)	0.0137 (12)	−0.0029 (10)
N5	0.0345 (14)	0.0473 (15)	0.0243 (12)	0.0015 (11)	0.0008 (10)	0.0007 (10)
N6	0.0329 (13)	0.0228 (11)	0.0269 (12)	0.0018 (9)	0.0009 (10)	−0.0020 (9)
N7	0.0373 (14)	0.0295 (12)	0.0332 (13)	0.0073 (10)	−0.0095 (11)	−0.0055 (10)
N8	0.0488 (16)	0.0329 (13)	0.0366 (14)	−0.0056 (12)	−0.0141 (12)	−0.0023 (11)
N9	0.0656 (19)	0.0311 (14)	0.0492 (16)	0.0037 (13)	−0.0145 (14)	−0.0112 (12)
C1	0.0216 (13)	0.0262 (13)	0.0265 (13)	−0.0032 (10)	0.0022 (10)	0.0007 (10)
C2	0.0357 (16)	0.0355 (15)	0.0263 (14)	−0.0001 (13)	−0.0041 (12)	0.0013 (12)
C3	0.0441 (18)	0.0384 (17)	0.0244 (14)	−0.0012 (13)	0.0018 (13)	−0.0063 (12)
C4	0.0327 (15)	0.0305 (15)	0.0288 (14)	0.0007 (12)	0.0063 (12)	−0.0044 (11)
C5	0.0201 (13)	0.0252 (13)	0.0250 (13)	−0.0026 (10)	0.0057 (10)	−0.0025 (10)
C6	0.0221 (13)	0.0263 (14)	0.0272 (14)	0.0003 (10)	0.0028 (11)	−0.0020 (10)
C7	0.0339 (16)	0.0368 (16)	0.0350 (16)	0.0122 (13)	−0.0005 (13)	−0.0068 (12)
C8	0.0237 (13)	0.0265 (14)	0.0228 (13)	−0.0003 (10)	0.0021 (11)	0.0014 (10)
C9	0.0335 (17)	0.0387 (17)	0.0436 (17)	0.0074 (13)	−0.0108 (14)	−0.0069 (13)
C10	0.0363 (16)	0.0318 (15)	0.0265 (14)	−0.0038 (12)	0.0028 (12)	−0.0032 (11)
C11	0.0303 (15)	0.0324 (15)	0.0260 (14)	−0.0064 (12)	−0.0016 (11)	−0.0056 (11)
O1W	0.0682 (18)	0.0488 (15)	0.091 (2)	0.0023 (13)	−0.0178 (16)	0.0015 (14)

Geometric parameters (Å, º) top

Cd1—Cl3	2.4695 (9)	N8—H8B	0.8600
Cd1—Cl1	2.5160 (9)	N9—C10	1.313 (4)
Cd1—Cl4	2.5675 (9)	N9—H9A	0.8600
Cd1—Cl5	2.6188 (10)	N9—H9B	0.8600
Cd1—Cl2	2.7036 (10)	C1—C2	1.383 (4)
N1—C1	1.344 (3)	C1—C8	1.477 (3)
N1—C5	1.352 (3)	C2—C3	1.381 (4)
N1—H1	0.8600	C2—H2	0.9300
N2—C6	1.273 (3)	C3—C4	1.385 (4)
N2—N3	1.373 (3)	C3—H3A	0.9300
N3—C11	1.350 (3)	C4—C5	1.385 (3)
N3—H3	0.8600	C4—H4	0.9300
N4—C11	1.309 (4)	C5—C6	1.481 (3)
N4—H4A	0.8600	C6—C7	1.496 (4)
N4—H4B	0.8600	C7—H7A	0.9600
N5—C11	1.317 (3)	C7—H7B	0.9600
N5—H5A	0.8600	C7—H7C	0.9600
N5—H5B	0.8600	C8—C9	1.496 (4)
N6—C8	1.280 (3)	C9—H9C	0.9600
N6—N7	1.370 (3)	C9—H9D	0.9600
N7—C10	1.356 (3)	C9—H9E	0.9600
N7—H7	0.8600	O1W—H1WA	0.8473
N8—C10	1.301 (4)	O1W—H1WB	0.8446
N8—H8A	0.8600

Cl3—Cd1—Cl1	117.39 (3)	C3—C2—H2	120.1
Cl3—Cd1—Cl4	117.76 (3)	C1—C2—H2	120.1
Cl1—Cd1—Cl4	124.84 (3)	C2—C3—C4	120.2 (3)
Cl3—Cd1—Cl5	93.40 (3)	C2—C3—H3A	119.9
Cl1—Cd1—Cl5	90.34 (3)	C4—C3—H3A	119.9
Cl4—Cd1—Cl5	87.73 (3)	C3—C4—C5	119.1 (3)
Cl3—Cd1—Cl2	94.25 (3)	C3—C4—H4	120.4
Cl1—Cd1—Cl2	87.50 (3)	C5—C4—H4	120.4
Cl4—Cd1—Cl2	87.36 (3)	N1—C5—C4	118.7 (2)
Cl5—Cd1—Cl2	172.19 (2)	N1—C5—C6	118.0 (2)
C1—N1—C5	123.8 (2)	C4—C5—C6	123.1 (2)
C1—N1—H1	118.1	N2—C6—C5	113.2 (2)
C5—N1—H1	118.1	N2—C6—C7	127.1 (2)
C6—N2—N3	118.1 (2)	C5—C6—C7	119.6 (2)
C11—N3—N2	116.9 (2)	C6—C7—H7A	109.5
C11—N3—H3	121.6	C6—C7—H7B	109.5
N2—N3—H3	121.6	H7A—C7—H7B	109.5
C11—N4—H4A	120.0	C6—C7—H7C	109.5
C11—N4—H4B	120.0	H7A—C7—H7C	109.5
H4A—N4—H4B	120.0	H7B—C7—H7C	109.5
C11—N5—H5A	120.0	N6—C8—C1	115.3 (2)
C11—N5—H5B	120.0	N6—C8—C9	126.3 (2)
H5A—N5—H5B	120.0	C1—C8—C9	118.3 (2)
C8—N6—N7	117.6 (2)	C8—C9—H9C	109.5
C10—N7—N6	118.3 (2)	C8—C9—H9D	109.5
C10—N7—H7	120.9	H9C—C9—H9D	109.5
N6—N7—H7	120.9	C8—C9—H9E	109.5
C10—N8—H8A	120.0	H9C—C9—H9E	109.5
C10—N8—H8B	120.0	H9D—C9—H9E	109.5
H8A—N8—H8B	120.0	N8—C10—N9	123.1 (3)
C10—N9—H9A	120.0	N8—C10—N7	120.1 (3)
C10—N9—H9B	120.0	N9—C10—N7	116.8 (3)
H9A—N9—H9B	120.0	N4—C11—N5	122.5 (3)
N1—C1—C2	118.3 (2)	N4—C11—N3	119.3 (2)
N1—C1—C8	119.0 (2)	N5—C11—N3	118.2 (3)
C2—C1—C8	122.6 (2)	H1WA—O1W—H1WB	112.7
C3—C2—C1	119.9 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O1W	0.86	2.42	3.194 (4)	151
N4—H4A···Cl5	0.86	2.31	3.154 (3)	168
N5—H5A···Cl1	0.86	2.49	3.256 (2)	149
N8—H8B···O1W	0.86	2.03	2.854 (3)	160
O1W—H1WB···Cl4	0.84	2.82	3.478 (3)	136
N3—H3···Cl2ⁱ	0.86	2.56	3.196 (2)	132
N5—H5B···Cl2ⁱ	0.86	2.75	3.394 (3)	133
N5—H5B···Cl4ⁱ	0.86	2.60	3.313 (3)	140
N7—H7···Cl4ⁱⁱ	0.86	2.56	3.367 (2)	156
N8—H8A···Cl1ⁱⁱⁱ	0.86	2.40	3.247 (3)	168
N9—H9A···Cl2ⁱⁱⁱ	0.86	2.41	3.227 (3)	160
N9—H9B···Cl4ⁱⁱ	0.86	2.67	3.450 (3)	152
O1W—H1WA···Cl3^iv	0.85	2.67	3.266 (3)	129

Symmetry codes: (i) −x+3/2, y+1/2, −z+1/2; (ii) −x+2, −y, −z+1; (iii) −x+3/2, y−1/2, −z+1/2; (iv) x−1/2, −y+1/2, z+1/2.

Experimental details

Crystal data
Chemical formula	(C₁₁H₂₀N₉)[CdCl₅]·H₂O
M_r	586.03
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	298
a, b, c (Å)	10.638 (2), 13.700 (3), 14.839 (3)
β (°)	90.90 (3)
V (Å³)	2162.3 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.65
Crystal size (mm)	0.25 × 0.20 × 0.18

Data collection
Diffractometer	Rigaku Mercury2 (2× 2 bin mode) diffractometer
Absorption correction	Multi-scan (CrystalClear; Rigaku, 2005)
T_min, T_max	0.681, 0.745
No. of measured, independent and observed [I > 2σ(I)] reflections	22228, 4947, 4155
R_int	0.043
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.034, 0.068, 1.10
No. of reflections	4947
No. of parameters	246
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.45, −0.38

Computer programs: CrystalClear (Rigaku, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997), PRPKAPPA (Ferguson, 1999).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O1W	0.86	2.42	3.194 (4)	150.8
N4—H4A···Cl5	0.86	2.31	3.154 (3)	168.0
N5—H5A···Cl1	0.86	2.49	3.256 (2)	148.6
N8—H8B···O1W	0.86	2.03	2.854 (3)	159.8
O1W—H1WB···Cl4	0.84	2.82	3.478 (3)	136.3
N3—H3···Cl2ⁱ	0.86	2.56	3.196 (2)	131.7
N5—H5B···Cl2ⁱ	0.86	2.75	3.394 (3)	133.3
N5—H5B···Cl4ⁱ	0.86	2.60	3.313 (3)	140.3
N7—H7···Cl4ⁱⁱ	0.86	2.56	3.367 (2)	156.3
N8—H8A···Cl1ⁱⁱⁱ	0.86	2.40	3.247 (3)	167.6
N9—H9A···Cl2ⁱⁱⁱ	0.86	2.41	3.227 (3)	160.1
N9—H9B···Cl4ⁱⁱ	0.86	2.67	3.450 (3)	151.5
O1W—H1WA···Cl3^iv	0.85	2.67	3.266 (3)	128.7

Symmetry codes: (i) −x+3/2, y+1/2, −z+1/2; (ii) −x+2, −y, −z+1; (iii) −x+3/2, y−1/2, −z+1/2; (iv) x−1/2, −y+1/2, z+1/2.

References

Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA. Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Ferguson, G. (1999). PRPKAPPA. University of Guelph, Canada. Google Scholar
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Valdes-Martinez, J., Alstrum-Acevedo, J. H., Toscano, R. A., Hernandez-Ortega, S., Espinosa-Perez, G., West, X. D. & Helfrich, B. (2002). Polyhedron, 21, 409–416. Web of Science CSD CrossRef CAS Google Scholar

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Volume 65| Part 8| August 2009| Page m951

doi:10.1107/S1600536809027196

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

1,1′-{[1,1′-(Pyridinium-2,6-di­yl)di­ethyl­­idyne]di­imino}diguanidinium penta­chloridocadmate(II) monohydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

References

metal-organic compounds

1,1′-{[1,1′-(Pyridinium-2,6-diyl)diethylidyne]diimino}diguanidinium pentachloridocadmate(II) monohydrate