Bis(2-amino-6-methyl­pyrimidin-1-ium-4-olate-κ2N3,O)bis­(nitrato-κ2O,O′)cadmium(II)

Kaabi, K.; El Glaoui, M.; Pereira Silva, P.S.; Ramos Silva, M.; Ben Nasr, C.

doi:10.1107/S1600536810015874

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 6| June 2010| Page m617

https://doi.org/10.1107/S1600536810015874

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Bis(2-amino-6-methylpyrimidin-1-ium-4-olate-κ²N³,O)bis(nitrato-κ²O,O′)cadmium(II)

Kamel Kaabi,^a Meher El Glaoui,^a P. S. Pereira Silva,^b M. Ramos Silva ^b and Cherif Ben Nasr ^a ^*

^aLaboratoire de Chimie des Matériaux, Faculté des Sciences de Bizerte, 7021 Zarzouna, Tunisia, and ^bCEMDRX, Physics Department, University of Coimbra, P-3004-516 Coimbra, Portugal
^*Correspondence e-mail: cherif_bennasr@yahoo.fr

(Received 6 April 2010; accepted 29 April 2010; online 8 May 2010)

In the title compound, [Cd(NO₃)₂(C₅H₇N₃O)₂], the Cd^II atom is eight-coordinated by two amine N atoms and two O atoms from two zwitterionic, biodentate 2-amino-6-methylpyrimidin-1-ium-4-olate ligands and by four O atoms from two nitrate groups. Intramolecular N—H⋯O hydrogen bonds occur. The crystal packing is stabilized by intermolecular N—H⋯O and C—H⋯O hydrogen bonds, two of which are bifurcated, between the nitrate anions and the organic groups.

Related literature

For common applications of this material, see: Aminabhavi et al. (1986 ); Ye et al. (2008 ). For the geometry around the Cd atom, see: Han et al. (2008 ).

Experimental

Crystal data

[Cd(NO₃)₂(C₅H₇N₃O)₂]
M_r = 486.69
Triclinic, $[P \overline 1]$
a = 7.7230 (12) Å
b = 9.5247 (16) Å
c = 13.113 (2) Å
α = 70.198 (9)°
β = 81.954 (8)°
γ = 69.840 (8)°
V = 851.7 (2) Å³
Z = 2
Mo Kα radiation
μ = 1.34 mm⁻¹
T = 293 K
0.46 × 0.26 × 0.12 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.455, T_max = 0.851
17615 measured reflections
4031 independent reflections
3603 reflections with I > 2σ(I)
R_int = 0.072

Refinement

R[F² > 2σ(F²)] = 0.035
wR(F²) = 0.084
S = 1.21
4031 reflections
244 parameters
40 restraints
H-atom parameters constrained
Δρ_max = 0.90 e Å⁻³
Δρ_min = −0.53 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N5—H5⋯O2Aⁱ	0.86	1.97	2.779 (3)	156
N6—H6A⋯O7	0.86	2.26	3.090 (6)	163
N6—H6B⋯O4ⁱⁱ	0.86	2.34	2.892 (4)	122
N6—H6B⋯O2Aⁱ	0.86	2.56	3.230 (5)	135
N5A—H5A⋯O2ⁱⁱⁱ	0.86	2.17	2.935 (3)	149
N6A—H6C⋯O5	0.86	2.36	3.169 (4)	157
N6A—H6D⋯O2ⁱⁱⁱ	0.86	2.25	2.996 (4)	145
N6A—H6D⋯O3^iv	0.86	2.26	2.765 (4)	117
C3—H3⋯O6^v	0.93	2.31	3.160 (5)	152
C3A—H3A⋯O8^vi	0.93	2.42	3.301 (5)	157
Symmetry codes: (i) -x+1, -y+1, -z; (ii) -x, -y+1, -z; (iii) -x+1, -y, -z+1; (iv) -x, -y, -z+1; (v) x+1, y-1, z; (vi) x+1, y, z.

Data collection: APEX2 (Bruker, 2003 ); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536810015874/bg2342sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810015874/bg2342Isup2.hkl

checkCIF report

Comment top

Chemists and physicists of the solid state have shown an increasing interest in the study of the metal-organic coordination compounds in recent years owing to their interesting properties such as fluorescence and dielectric behaviour. (Aminabhavi et al., 1986; Ye et al., 2008).

Here we report the synthesis and crystal structure of the title compound Cd(NO₃)₂(C₅H₇N₃O)₂. In the atomic arrangement of this material, the distorted polyhedral Cd environment contains two nitrate anions and two organic moieties. Each one of them is coordinated in the bidental mode; the Cd^II is thus eight coordinated (Fig.1), with normal bond distances and angles around the cation (Han et al., 2008). The polyhedra are interconnected by a set of N—H···O and C—H···O hydrogen bonds generated by the organic entities (Table 1). Two of the H-bonds present, N6—H6B···(O2A, O4) and N6A—H6D···(O2, O3), are bifurcated. Fig. 2 shows the results of H-bonding, in the form of undulated columns running along the c axis, laterally interlinked to form a three dimensional infinite network

Related literature top

For common applications of this material, see: Aminabhavi et al. (1986); Ye et al. (2008). For the geometry around the Cd atom, see: Han et al. (2008).

Experimental top

A solution of Cd(NO₃)₂ (0.1 mmol) in ethanol was added dropwise to a solution of 2-Amino-4-hydroxy-6-methylpyrimidine 0.1 mmol in ethanol. After stirring for 30 min, the mixture was filtered. Crystals suitable for X-ray analysis were obtained by evaporating the filtrate at room temperature.

Structure description top

For common applications of this material, see: Aminabhavi et al. (1986); Ye et al. (2008). For the geometry around the Cd atom, see: Han et al. (2008).

Computing details top

Data collection: APEX2 (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. A view of (I), showing 50% probability displacement ellipsoids and arbitrary spheres for the H atoms.
	Fig. 2. The packing diagram of the compound viewed down the b axis. Hydrogen bonds are shown as dashed lines.

Bis(2-amino-6-methylpyrimidin-1-ium-4-olate- κ²N³,O)bis(nitrato-κ²O,O')cadmium(II) top

Crystal data top

[Cd(NO₃)₂(C₅H₇N₃O)₂]	Z = 2
M_r = 486.69	F(000) = 484
Triclinic, P1	D_x = 1.898 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.7230 (12) Å	Cell parameters from 5520 reflections
b = 9.5247 (16) Å	θ = 2.4–28.1°
c = 13.113 (2) Å	µ = 1.34 mm⁻¹
α = 70.198 (9)°	T = 293 K
β = 81.954 (8)°	Prism, pale yellow
γ = 69.840 (8)°	0.46 × 0.26 × 0.12 mm
V = 851.7 (2) Å³

Data collection top

Bruker APEXII CCD area-detector diffractometer	4031 independent reflections
Radiation source: fine-focus sealed tube	3603 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.072
φ and ω scans	θ_max = 28.1°, θ_min = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −10→10
T_min = 0.455, T_max = 0.851	k = −12→12
17615 measured reflections	l = −17→17

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)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.084	H-atom parameters constrained
S = 1.21	w = 1/[σ²(F_o²) + (0.0212P)² + 0.4728P] where P = (F_o² + 2F_c²)/3
4031 reflections	(Δ/σ)_max = 0.001
244 parameters	Δρ_max = 0.90 e Å⁻³
40 restraints	Δρ_min = −0.53 e Å⁻³

Crystal data top

[Cd(NO₃)₂(C₅H₇N₃O)₂]	γ = 69.840 (8)°
M_r = 486.69	V = 851.7 (2) Å³
Triclinic, P1	Z = 2
a = 7.7230 (12) Å	Mo Kα radiation
b = 9.5247 (16) Å	µ = 1.34 mm⁻¹
c = 13.113 (2) Å	T = 293 K
α = 70.198 (9)°	0.46 × 0.26 × 0.12 mm
β = 81.954 (8)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	4031 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	3603 reflections with I > 2σ(I)
T_min = 0.455, T_max = 0.851	R_int = 0.072
17615 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.035	40 restraints
wR(F²) = 0.084	H-atom parameters constrained
S = 1.21	Δρ_max = 0.90 e Å⁻³
4031 reflections	Δρ_min = −0.53 e Å⁻³
244 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	0.22645 (3)	0.32956 (3)	0.258827 (17)	0.04945 (10)
O2	0.4649 (4)	0.0693 (3)	0.24489 (17)	0.0565 (6)
N1	0.3762 (4)	0.2872 (3)	0.1050 (2)	0.0498 (7)
N5	0.5178 (5)	0.3015 (4)	−0.0651 (2)	0.0639 (9)
H5	0.5236	0.3549	−0.1324	0.077*
N6	0.2800 (6)	0.5130 (4)	−0.0387 (3)	0.0745 (11)
H6A	0.1992	0.5558	0.0033	0.089*
H6B	0.2888	0.5650	−0.1060	0.089*
C2	0.4911 (5)	0.1373 (4)	0.1459 (2)	0.0507 (8)
C3	0.6252 (6)	0.0693 (4)	0.0768 (3)	0.0601 (10)
H3	0.7046	−0.0329	0.1039	0.072*
C4	0.6385 (6)	0.1518 (5)	−0.0279 (3)	0.0623 (10)
C6	0.3913 (6)	0.3665 (4)	0.0005 (3)	0.0556 (9)
C7	0.7740 (9)	0.0931 (6)	−0.1087 (3)	0.0917 (17)
H7A	0.8576	−0.0085	−0.0729	0.138*
H7B	0.8420	0.1653	−0.1425	0.138*
H7C	0.7097	0.0849	−0.1629	0.138*
O2A	0.4636 (4)	0.4609 (3)	0.25671 (16)	0.0533 (6)
N1A	0.3893 (4)	0.2887 (3)	0.40365 (19)	0.0438 (6)
N5A	0.5494 (4)	0.1982 (3)	0.56308 (19)	0.0488 (7)
H5A	0.5655	0.1384	0.6293	0.059*
N6A	0.3128 (5)	0.1088 (4)	0.5545 (2)	0.0619 (8)
H6C	0.2276	0.1078	0.5192	0.074*
H6D	0.3304	0.0510	0.6211	0.074*
C2A	0.4959 (5)	0.3809 (3)	0.3549 (2)	0.0423 (7)
C3A	0.6342 (5)	0.3833 (4)	0.4149 (2)	0.0456 (7)
H3A	0.7059	0.4487	0.3831	0.055*
C4A	0.6597 (5)	0.2896 (4)	0.5181 (2)	0.0453 (7)
C6A	0.4159 (5)	0.1988 (3)	0.5068 (2)	0.0443 (7)
C7A	0.8029 (6)	0.2786 (5)	0.5881 (3)	0.0638 (11)
H7D	0.8735	0.3460	0.5474	0.096*
H7E	0.8832	0.1719	0.6124	0.096*
H7F	0.7443	0.3110	0.6497	0.096*
O3	−0.1415 (5)	0.0957 (4)	0.3034 (3)	0.0956 (10)
O4	−0.0274 (4)	0.2774 (3)	0.2105 (2)	0.0698 (7)
O5	0.0767 (4)	0.1314 (3)	0.3670 (2)	0.0715 (7)
N7	−0.0335 (4)	0.1660 (3)	0.2942 (3)	0.0566 (7)
O6	−0.2209 (6)	0.7168 (5)	0.2270 (4)	0.1398 (18)
O7	0.0306 (6)	0.6029 (4)	0.1502 (3)	0.0970 (10)
O8	−0.0144 (4)	0.5168 (3)	0.3197 (3)	0.0777 (8)
N8	−0.0712 (7)	0.6164 (4)	0.2318 (4)	0.0848 (12)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.05007 (18)	0.04931 (15)	0.03951 (15)	−0.02325 (12)	−0.01013 (11)	0.00889 (11)
O2	0.0728 (18)	0.0538 (13)	0.0279 (10)	−0.0242 (12)	−0.0036 (10)	0.0106 (9)
N1	0.0603 (18)	0.0503 (14)	0.0319 (12)	−0.0293 (13)	−0.0118 (12)	0.0116 (11)
N5	0.106 (3)	0.0681 (19)	0.0242 (12)	−0.056 (2)	−0.0100 (15)	0.0095 (13)
N6	0.098 (3)	0.0601 (18)	0.0487 (17)	−0.0347 (18)	−0.0312 (18)	0.0240 (14)
C2	0.064 (2)	0.0525 (18)	0.0323 (15)	−0.0304 (16)	−0.0103 (14)	0.0062 (13)
C3	0.084 (3)	0.0541 (19)	0.0358 (16)	−0.0302 (19)	0.0002 (17)	0.0016 (15)
C4	0.094 (3)	0.067 (2)	0.0363 (16)	−0.049 (2)	0.0020 (18)	−0.0056 (16)
C6	0.077 (3)	0.0561 (19)	0.0347 (16)	−0.0423 (18)	−0.0224 (17)	0.0137 (14)
C7	0.142 (5)	0.100 (3)	0.049 (2)	−0.070 (4)	0.027 (3)	−0.023 (2)
O2A	0.0667 (17)	0.0557 (13)	0.0286 (10)	−0.0307 (12)	−0.0075 (10)	0.0115 (9)
N1A	0.0449 (15)	0.0420 (13)	0.0320 (12)	−0.0162 (11)	−0.0046 (10)	0.0076 (10)
N5A	0.0604 (18)	0.0455 (14)	0.0263 (11)	−0.0142 (13)	−0.0079 (11)	0.0063 (10)
N6A	0.064 (2)	0.0629 (18)	0.0420 (15)	−0.0308 (16)	−0.0009 (14)	0.0144 (13)
C2A	0.0467 (18)	0.0402 (15)	0.0298 (13)	−0.0139 (13)	−0.0013 (12)	0.0017 (12)
C3A	0.0511 (19)	0.0459 (16)	0.0351 (14)	−0.0196 (14)	−0.0007 (13)	−0.0026 (13)
C4A	0.0505 (19)	0.0409 (15)	0.0373 (15)	−0.0096 (14)	−0.0049 (13)	−0.0068 (13)
C6A	0.0471 (18)	0.0388 (15)	0.0330 (14)	−0.0123 (13)	0.0014 (12)	0.0036 (12)
C7A	0.071 (3)	0.064 (2)	0.052 (2)	−0.016 (2)	−0.0212 (19)	−0.0103 (18)
O3	0.086 (2)	0.0819 (19)	0.123 (3)	−0.0598 (18)	0.002 (2)	−0.0050 (19)
O4	0.0662 (16)	0.0681 (15)	0.0648 (15)	−0.0399 (12)	−0.0210 (13)	0.0183 (12)
O5	0.0709 (17)	0.0653 (14)	0.0620 (15)	−0.0327 (12)	−0.0126 (13)	0.0160 (12)
N7	0.0485 (17)	0.0447 (15)	0.0663 (19)	−0.0201 (13)	−0.0011 (15)	0.0005 (14)
O6	0.123 (3)	0.078 (2)	0.142 (3)	0.020 (2)	−0.014 (3)	0.011 (2)
O7	0.108 (2)	0.0589 (14)	0.093 (2)	−0.0209 (14)	−0.0085 (19)	0.0116 (14)
O8	0.0704 (18)	0.0586 (15)	0.0870 (19)	−0.0134 (12)	−0.0107 (14)	−0.0056 (13)
N8	0.084 (3)	0.0497 (19)	0.106 (3)	−0.026 (2)	0.000 (3)	−0.002 (2)

Geometric parameters (Å, º) top

Cd1—N1	2.268 (3)	C7—H7C	0.9600
Cd1—N1A	2.274 (2)	O2A—C2A	1.263 (3)
Cd1—O8	2.354 (3)	N1A—C6A	1.333 (3)
Cd1—O4	2.392 (3)	N1A—C2A	1.352 (4)
Cd1—O5	2.479 (3)	N5A—C6A	1.347 (4)
Cd1—O2A	2.542 (3)	N5A—C4A	1.362 (4)
Cd1—O7	2.544 (3)	N5A—H5A	0.8600
Cd1—O2	2.576 (3)	N6A—C6A	1.315 (4)
O2—C2	1.263 (4)	N6A—H6C	0.8600
N1—C6	1.333 (4)	N6A—H6D	0.8600
N1—C2	1.362 (4)	C2A—C3A	1.423 (4)
N5—C6	1.336 (5)	C3A—C4A	1.343 (4)
N5—C4	1.371 (5)	C3A—H3A	0.9300
N5—H5	0.8600	C4A—C7A	1.488 (5)
N6—C6	1.327 (5)	C7A—H7D	0.9600
N6—H6A	0.8600	C7A—H7E	0.9600
N6—H6B	0.8600	C7A—H7F	0.9600
C2—C3	1.408 (5)	O3—N7	1.208 (4)
C3—C4	1.341 (4)	O4—N7	1.251 (4)
C3—H3	0.9300	O5—N7	1.251 (4)
C4—C7	1.489 (6)	O6—N8	1.213 (5)
C7—H7A	0.9600	O7—N8	1.252 (5)
C7—H7B	0.9600	O8—N8	1.239 (5)

N1—Cd1—N1A	120.14 (10)	N6—C6—N1	119.3 (4)
N1—Cd1—O8	141.62 (10)	N6—C6—N5	119.5 (3)
N1A—Cd1—O8	87.92 (10)	N1—C6—N5	121.1 (3)
N1—Cd1—O4	88.27 (10)	C4—C7—H7A	109.5
N1A—Cd1—O4	142.19 (9)	C4—C7—H7B	109.5
O8—Cd1—O4	81.88 (11)	H7A—C7—H7B	109.5
N1—Cd1—O5	115.01 (10)	C4—C7—H7C	109.5
N1A—Cd1—O5	91.51 (9)	H7A—C7—H7C	109.5
O8—Cd1—O5	87.40 (11)	H7B—C7—H7C	109.5
O4—Cd1—O5	51.91 (9)	C2A—O2A—Cd1	89.6 (2)
N1—Cd1—O2A	84.62 (9)	C6A—N1A—C2A	120.1 (3)
N1A—Cd1—O2A	54.56 (8)	C6A—N1A—Cd1	140.1 (2)
O8—Cd1—O2A	93.25 (10)	C2A—N1A—Cd1	99.45 (17)
O4—Cd1—O2A	161.62 (8)	C6A—N5A—C4A	121.8 (2)
O5—Cd1—O2A	145.97 (8)	C6A—N5A—H5A	119.1
N1—Cd1—O7	90.67 (12)	C4A—N5A—H5A	119.1
N1A—Cd1—O7	122.16 (11)	C6A—N6A—H6C	120.0
O8—Cd1—O7	51.02 (12)	C6A—N6A—H6D	120.0
O4—Cd1—O7	77.85 (11)	H6C—N6A—H6D	120.0
O5—Cd1—O7	119.94 (12)	O2A—C2A—N1A	116.2 (3)
O2A—Cd1—O7	85.30 (11)	O2A—C2A—C3A	124.2 (3)
N1—Cd1—O2	54.13 (8)	N1A—C2A—C3A	119.6 (3)
N1A—Cd1—O2	85.12 (8)	C4A—C3A—C2A	119.0 (3)
O8—Cd1—O2	163.01 (10)	C4A—C3A—H3A	120.5
O4—Cd1—O2	94.21 (10)	C2A—C3A—H3A	120.5
O5—Cd1—O2	77.32 (10)	C3A—C4A—N5A	119.0 (3)
O2A—Cd1—O2	95.29 (9)	C3A—C4A—C7A	123.9 (4)
O7—Cd1—O2	144.40 (11)	N5A—C4A—C7A	117.0 (3)
C2—O2—Cd1	89.2 (2)	N6A—C6A—N1A	120.3 (3)
C6—N1—C2	119.6 (3)	N6A—C6A—N5A	119.2 (3)
C6—N1—Cd1	139.4 (3)	N1A—C6A—N5A	120.5 (3)
C2—N1—Cd1	100.62 (19)	C4A—C7A—H7D	109.5
C6—N5—C4	121.7 (3)	C4A—C7A—H7E	109.5
C6—N5—H5	119.2	H7D—C7A—H7E	109.5
C4—N5—H5	119.2	C4A—C7A—H7F	109.5
C6—N6—H6A	120.0	H7D—C7A—H7F	109.5
C6—N6—H6B	120.0	H7E—C7A—H7F	109.5
H6A—N6—H6B	120.0	N7—O4—Cd1	97.6 (2)
O2—C2—N1	115.6 (3)	N7—O5—Cd1	93.4 (2)
O2—C2—C3	125.2 (3)	O3—N7—O5	122.1 (3)
N1—C2—C3	119.2 (3)	O3—N7—O4	120.9 (3)
C4—C3—C2	120.1 (4)	O5—N7—O4	117.0 (3)
C4—C3—H3	120.0	N8—O7—Cd1	90.7 (2)
C2—C3—H3	120.0	N8—O8—Cd1	100.3 (3)
C3—C4—N5	118.3 (4)	O6—N8—O7	123.2 (5)
C3—C4—C7	125.1 (4)	O6—N8—O8	120.4 (5)
N5—C4—C7	116.6 (3)	O7—N8—O8	116.4 (4)

N1—Cd1—O2—C2	4.3 (2)	O2A—Cd1—N1A—C2A	−2.61 (17)
N1A—Cd1—O2—C2	−128.8 (2)	O7—Cd1—N1A—C2A	−58.1 (2)
O8—Cd1—O2—C2	165.0 (3)	O2—Cd1—N1A—C2A	97.42 (19)
O4—Cd1—O2—C2	89.1 (2)	Cd1—O2A—C2A—N1A	−4.2 (3)
O5—Cd1—O2—C2	138.5 (2)	Cd1—O2A—C2A—C3A	176.0 (3)
O2A—Cd1—O2—C2	−75.1 (2)	C6A—N1A—C2A—O2A	179.1 (3)
O7—Cd1—O2—C2	14.2 (3)	Cd1—N1A—C2A—O2A	4.8 (3)
N1A—Cd1—N1—C6	−119.0 (3)	C6A—N1A—C2A—C3A	−1.1 (5)
O8—Cd1—N1—C6	12.7 (4)	Cd1—N1A—C2A—C3A	−175.4 (2)
O4—Cd1—N1—C6	87.3 (4)	O2A—C2A—C3A—C4A	−178.1 (3)
O5—Cd1—N1—C6	133.3 (3)	N1A—C2A—C3A—C4A	2.1 (5)
O2A—Cd1—N1—C6	−75.7 (4)	C2A—C3A—C4A—N5A	−1.6 (5)
O7—Cd1—N1—C6	9.5 (4)	C2A—C3A—C4A—C7A	178.4 (3)
O2—Cd1—N1—C6	−176.2 (4)	C6A—N5A—C4A—C3A	0.2 (5)
N1A—Cd1—N1—C2	53.2 (2)	C6A—N5A—C4A—C7A	−179.8 (3)
O8—Cd1—N1—C2	−175.10 (19)	C2A—N1A—C6A—N6A	−179.9 (3)
O4—Cd1—N1—C2	−100.5 (2)	Cd1—N1A—C6A—N6A	−8.7 (5)
O5—Cd1—N1—C2	−54.6 (2)	C2A—N1A—C6A—N5A	−0.4 (5)
O2A—Cd1—N1—C2	96.4 (2)	Cd1—N1A—C6A—N5A	170.9 (2)
O7—Cd1—N1—C2	−178.3 (2)	C4A—N5A—C6A—N6A	−179.6 (3)
O2—Cd1—N1—C2	−4.06 (19)	C4A—N5A—C6A—N1A	0.9 (5)
Cd1—O2—C2—N1	−6.4 (3)	N1—Cd1—O4—N7	122.3 (2)
Cd1—O2—C2—C3	174.6 (4)	N1A—Cd1—O4—N7	−19.0 (3)
C6—N1—C2—O2	−178.4 (3)	O8—Cd1—O4—N7	−94.9 (2)
Cd1—N1—C2—O2	7.5 (3)	O5—Cd1—O4—N7	−1.8 (2)
C6—N1—C2—C3	0.6 (5)	O2A—Cd1—O4—N7	−170.5 (2)
Cd1—N1—C2—C3	−173.6 (3)	O7—Cd1—O4—N7	−146.6 (3)
O2—C2—C3—C4	178.7 (4)	O2—Cd1—O4—N7	68.5 (2)
N1—C2—C3—C4	−0.1 (6)	N1—Cd1—O5—N7	−64.1 (2)
C2—C3—C4—N5	−0.7 (6)	N1A—Cd1—O5—N7	171.4 (2)
C2—C3—C4—C7	180.0 (4)	O8—Cd1—O5—N7	83.5 (2)
C6—N5—C4—C3	1.1 (6)	O4—Cd1—O5—N7	1.8 (2)
C6—N5—C4—C7	−179.5 (4)	O2A—Cd1—O5—N7	175.47 (18)
C2—N1—C6—N6	−179.4 (3)	O7—Cd1—O5—N7	42.3 (3)
Cd1—N1—C6—N6	−8.3 (6)	O2—Cd1—O5—N7	−104.0 (2)
C2—N1—C6—N5	−0.2 (5)	Cd1—O5—N7—O3	176.9 (4)
Cd1—N1—C6—N5	171.0 (3)	Cd1—O5—N7—O4	−3.0 (3)
C4—N5—C6—N6	178.6 (3)	Cd1—O4—N7—O3	−176.8 (3)
C4—N5—C6—N1	−0.7 (5)	Cd1—O4—N7—O5	3.2 (4)
N1—Cd1—O2A—C2A	−130.6 (2)	N1—Cd1—O7—N8	170.1 (3)
N1A—Cd1—O2A—C2A	2.76 (18)	N1A—Cd1—O7—N8	−63.0 (3)
O8—Cd1—O2A—C2A	87.9 (2)	O8—Cd1—O7—N8	−7.3 (3)
O4—Cd1—O2A—C2A	161.7 (3)	O4—Cd1—O7—N8	82.0 (3)
O5—Cd1—O2A—C2A	−2.3 (3)	O5—Cd1—O7—N8	50.5 (3)
O7—Cd1—O2A—C2A	138.3 (2)	O2A—Cd1—O7—N8	−105.4 (3)
O2—Cd1—O2A—C2A	−77.41 (19)	O2—Cd1—O7—N8	162.1 (2)
N1—Cd1—N1A—C6A	−118.0 (3)	N1—Cd1—O8—N8	3.3 (4)
O8—Cd1—N1A—C6A	89.6 (3)	N1A—Cd1—O8—N8	143.1 (3)
O4—Cd1—N1A—C6A	15.7 (4)	O4—Cd1—O8—N8	−73.4 (3)
O5—Cd1—N1A—C6A	2.3 (3)	O5—Cd1—O8—N8	−125.3 (3)
O2A—Cd1—N1A—C6A	−174.9 (4)	O2A—Cd1—O8—N8	88.8 (3)
O7—Cd1—N1A—C6A	129.6 (3)	O7—Cd1—O8—N8	7.5 (3)
O2—Cd1—N1A—C6A	−74.9 (3)	O2—Cd1—O8—N8	−151.1 (3)
N1—Cd1—N1A—C2A	54.3 (2)	Cd1—O7—N8—O6	−165.2 (5)
O8—Cd1—N1A—C2A	−98.1 (2)	Cd1—O7—N8—O8	12.1 (4)
O4—Cd1—N1A—C2A	−171.99 (18)	Cd1—O8—N8—O6	164.1 (4)
O5—Cd1—N1A—C2A	174.6 (2)	Cd1—O8—N8—O7	−13.3 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N5—H5···O2Aⁱ	0.86	1.97	2.779 (3)	156
N6—H6A···O7	0.86	2.26	3.090 (6)	163
N6—H6B···O4ⁱⁱ	0.86	2.34	2.892 (4)	122
N6—H6B···O2Aⁱ	0.86	2.56	3.230 (5)	135
N5A—H5A···O2ⁱⁱⁱ	0.86	2.17	2.935 (3)	149
N6A—H6C···O5	0.86	2.36	3.169 (4)	157
N6A—H6D···O2ⁱⁱⁱ	0.86	2.25	2.996 (4)	145
N6A—H6D···O3^iv	0.86	2.26	2.765 (4)	117
C3—H3···O6^v	0.93	2.31	3.160 (5)	152
C3A—H3A···O8^vi	0.93	2.42	3.301 (5)	157

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y+1, −z; (iii) −x+1, −y, −z+1; (iv) −x, −y, −z+1; (v) x+1, y−1, z; (vi) x+1, y, z.

Experimental details

Crystal data
Chemical formula	[Cd(NO₃)₂(C₅H₇N₃O)₂]
M_r	486.69
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	7.7230 (12), 9.5247 (16), 13.113 (2)
α, β, γ (°)	70.198 (9), 81.954 (8), 69.840 (8)
V (Å³)	851.7 (2)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.34
Crystal size (mm)	0.46 × 0.26 × 0.12

Data collection
Diffractometer	Bruker APEXII CCD area-detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.455, 0.851
No. of measured, independent and observed [I > 2σ(I)] reflections	17615, 4031, 3603
R_int	0.072
(sin θ/λ)_max (Å⁻¹)	0.663

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.035, 0.084, 1.21
No. of reflections	4031
No. of parameters	244
No. of restraints	40
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.90, −0.53

Computer programs: APEX2 (Bruker, 2003), SAINT (Bruker, 2003), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N5—H5···O2Aⁱ	0.86	1.97	2.779 (3)	156.4
N6—H6A···O7	0.86	2.26	3.090 (6)	163.2
N6—H6B···O4ⁱⁱ	0.86	2.34	2.892 (4)	121.9
N6—H6B···O2Aⁱ	0.86	2.56	3.230 (5)	135.0
N5A—H5A···O2ⁱⁱⁱ	0.86	2.17	2.935 (3)	148.7
N6A—H6C···O5	0.86	2.36	3.169 (4)	157.4
N6A—H6D···O2ⁱⁱⁱ	0.86	2.25	2.996 (4)	145.1
N6A—H6D···O3^iv	0.86	2.26	2.765 (4)	117.2
C3—H3···O6^v	0.93	2.31	3.160 (5)	152.1
C3A—H3A···O8^vi	0.93	2.42	3.301 (5)	157.0

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y+1, −z; (iii) −x+1, −y, −z+1; (iv) −x, −y, −z+1; (v) x+1, y−1, z; (vi) x+1, y, z.

Acknowledgements

This work was supported by the Fundação para a Ciência e a Tecnologia (FCT), under scholarship SFRH/BD/38387/2008.

References

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