Diaqua­bis­(nitrato-κ2O,O′)bis­(pyrazine-2-carboxamide-κN4)cadmium–pyrazine-2-carboxamide (1/2)

Shirvan, S.A.; Haydari Dezfuli, S.

doi:10.1107/S1600536812028577

metal-organic compounds

CRYSTALLOGRAPHIC
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ISSN: 2056-9890

Volume 68| Part 7| July 2012| Pages m1008-m1009

https://doi.org/10.1107/S1600536812028577

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Diaquabis(nitrato-κ²O,O′)bis(pyrazine-2-carboxamide-κN⁴)cadmium–pyrazine-2-carboxamide (1/2)

Sadif A. Shirvan ^a ^* and Sara Haydari Dezfuli ^a

^aDepartment of Chemistry, Omidieh Branch, Islamic Azad University, Omidieh, Iran
^*Correspondence e-mail: sadif.shirvan1@gmail.com

(Received 21 June 2012; accepted 23 June 2012; online 30 June 2012)

In the title compound, [Cd(NO₃)₂(C₅H₅N₃O)₂(H₂O)₂]·2C₅H₅N₃O, the Cd^II cation is located on a twofold rotation axis and is coordinated by two pyrazine-2-carboxamide ligands and two water molecules and chelated by two nitrate anions in a distorted square-antiprismatic geometry. Extensive intermolecular N—H⋯O, N—H⋯N, O—H⋯O and O—H⋯N hydrogen bonds, as well as weak intermolecular C—H⋯N and C—H⋯O interactions occur in the crystal. π–π stacking between between pyrazine rings of coordinating ligands and lattice molecules [centroid–centroid distance = 3.5669 (14) Å] may further stabilize the structure.

Related literature

For related structures, see: Abu-Youssef et al. (2006 ); Azhdari Tehrani et al. (2010 ); Goher & Mautner (2000 ); Kristiansson (2002 ); Mir Mohammad Sadegh et al. (2010 ); Munakata et al. (1997 ); Pacigova et al. (2008 ); Shirvan & Haydari Dezfuli (2012a ,b ,c ).

Experimental

Crystal data

[Cd(NO₃)₂(C₅H₅N₃O)₂(H₂O)₂]·2C₅H₅N₃O
M_r = 764.94
Monoclinic, C 2/c
a = 13.5650 (5) Å
b = 6.7845 (3) Å
c = 31.2031 (11) Å
β = 95.665 (3)°
V = 2857.65 (19) Å³
Z = 4
Mo Kα radiation
μ = 0.85 mm⁻¹
T = 298 K
0.22 × 0.21 × 0.20 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.835, T_max = 0.865
15388 measured reflections
3850 independent reflections
3099 reflections with I > 2σ(I)
R_int = 0.067

Refinement

R[F² > 2σ(F²)] = 0.039
wR(F²) = 0.069
S = 1.02
3850 reflections
221 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.44 e Å⁻³
Δρ_min = −0.51 e Å⁻³

Table 1
Selected bond lengths (Å)

Cd1—O3	2.386 (2)
Cd1—O4	2.529 (2)
Cd1—O5	2.469 (2)
Cd1—N2	2.3459 (19)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3D⋯N6ⁱ	0.82 (1)	2.13 (1)	2.937 (3)	169 (4)
O3—H3E⋯O5ⁱⁱ	0.82 (3)	2.44 (3)	3.215 (4)	158 (3)
O3—H3E⋯O6ⁱⁱ	0.82 (3)	2.39 (3)	3.130 (3)	150 (3)
N3—H3B⋯O2	0.86	2.22	3.072 (3)	170
N3—H3C⋯O2ⁱⁱⁱ	0.86	2.30	2.987 (3)	137
N4—H4A⋯N5^iv	0.86	2.50	3.180 (3)	137
N4—H4B⋯O1	0.86	1.97	2.832 (3)	179
C6—H6⋯N1ⁱⁱⁱ	0.93	2.57	3.364 (4)	143
C8—H8⋯O1^iv	0.93	2.57	3.429 (3)	155
Symmetry codes: (i) -x+1, -y, -z+1; (ii) $[-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (iii) $[-x+{\script{3\over 2}}, -y+{\script{1\over 2}}, -z+1]$ ; (iv) -x+1, -y-1, -z+1.

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536812028577/xu5577sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536812028577/xu5577Isup2.hkl

checkCIF report

Comment top

Pyrazine-2-carboxamide (pzc), is a good ligand, and a few complexes with pzc have been prepared, such as that of mercury (Azhdari Tehrani et al., 2010; Mir Mohammad Sadegh et al., 2010), vanadium (Pacigova et al., 2008), manganese (Abu-Youssef et al., 2006), copper (Kristiansson, 2002; Munakata et al., 1997; Goher & Mautner, 2000) and zinc (Shirvan & Haydari Dezfuli, 2012a,b,c). Here, we report the synthesis and structure of the title compound.

The asymmetric unit of the title compound, (Fig. 1), contains one half of Cd^II atom, one coordinated pyrazine-2-carboxamide ligand, one water molecule, one nitrate anion and one none coordinated pyrazine-2-carboxamide. The Cd^II atom is eight-coordinated by two N atoms from two pyrazine-2-carboxamide ligands, two O atoms from two water molecules and four O atoms from two nitrate anions. The Cd—O and Cd—N bond lengths and angles are collected in Table 1.

In the crystal structure, intra and intermolecular N—H···O, N—H···N, O—H···O, C—H···N and C—H···O hydrogen bonds (Table 2) and π-π contacts (Fig. 2) between the pyrazine rings, Cg1—Cg2ⁱ [symmetry cods: (i) 1-X,-Y,1-Z, where Cg1 and Cg2 are centroids of the rings (N1/C2—C3/N2/C1/C4) and (N5/C7—C8/N6/C6/C9), respectively] may stabilize the structure, with centroid-centroid distance of 3.5669 (14) Å.

Related literature top

For related structures, see: Abu-Youssef et al. (2006); Azhdari Tehrani et al. (2010); Goher & Mautner (2000); Kristiansson (2002); Mir Mohammad Sadegh et al. (2010); Munakata et al. (1997); Pacigova et al. (2008); Shirvan & Haydari Dezfuli (2012a,b,c).

Experimental top

A solution of pyrazine-2-carboxamide (0.50 g, 4.0 mmol) in methanol (10 ml) was added to a solution of Cd(NO₃)₂.4H₂O (0.31 g, 1.0 mmol) in methanol (10 ml) and the resulting colorless solution was stirred for 15 min at room temperature. This solution was left to evaporate slowly at room temperature. After one week, colorless block crystals of the title compound were isolated (yield 0.56 g, 73.2%).

Structure description top

For related structures, see: Abu-Youssef et al. (2006); Azhdari Tehrani et al. (2010); Goher & Mautner (2000); Kristiansson (2002); Mir Mohammad Sadegh et al. (2010); Munakata et al. (1997); Pacigova et al. (2008); Shirvan & Haydari Dezfuli (2012a,b,c).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title molecule, with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (a) 1 - x,y,3/2 - z].
	Fig. 2. Unit-cell packing diagram for title molecule. Hydrogen bonds are shown as dashed lines.

Diaquabis(nitrato-κ²O,O')bis(pyrazine-2- carboxamide-κN⁴)cadmium–pyrazine-2-carboxamide (1/2) top

Crystal data top

[Cd(NO₃)₂(C₅H₅N₃O)₂(H₂O)₂]·2C₅H₅N₃O	F(000) = 1544
M_r = 764.94	D_x = 1.778 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 15388 reflections
a = 13.5650 (5) Å	θ = 2.6–29.2°
b = 6.7845 (3) Å	µ = 0.85 mm⁻¹
c = 31.2031 (11) Å	T = 298 K
β = 95.665 (3)°	Block, colorless
V = 2857.65 (19) Å³	0.22 × 0.21 × 0.20 mm
Z = 4

Data collection top

Bruker APEXII CCD area-detector diffractometer	3850 independent reflections
Radiation source: fine-focus sealed tube	3099 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.067
ω scans	θ_max = 29.2°, θ_min = 2.6°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −15→18
T_min = 0.835, T_max = 0.865	k = −9→9
15388 measured reflections	l = −42→42

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.069	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ²(F_o²) + (0.0281P)²] where P = (F_o² + 2F_c²)/3
3850 reflections	(Δ/σ)_max = 0.006
221 parameters	Δρ_max = 0.44 e Å⁻³
2 restraints	Δρ_min = −0.51 e Å⁻³

Crystal data top

[Cd(NO₃)₂(C₅H₅N₃O)₂(H₂O)₂]·2C₅H₅N₃O	V = 2857.65 (19) Å³
M_r = 764.94	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 13.5650 (5) Å	µ = 0.85 mm⁻¹
b = 6.7845 (3) Å	T = 298 K
c = 31.2031 (11) Å	0.22 × 0.21 × 0.20 mm
β = 95.665 (3)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	3850 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	3099 reflections with I > 2σ(I)
T_min = 0.835, T_max = 0.865	R_int = 0.067
15388 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.039	2 restraints
wR(F²) = 0.069	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	Δρ_max = 0.44 e Å⁻³
3850 reflections	Δρ_min = −0.51 e Å⁻³
221 parameters

Special details top

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.

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

	x	y	z	U_iso*/U_eq
C1	0.56965 (17)	0.2539 (3)	0.65471 (7)	0.0297 (5)
H1	0.5493	0.1230	0.6550	0.036*
C2	0.5882 (2)	0.5543 (3)	0.68646 (8)	0.0360 (6)
H2	0.5799	0.6396	0.7092	0.043*
C3	0.6311 (2)	0.6240 (4)	0.65109 (8)	0.0388 (6)
H3	0.6524	0.7543	0.6510	0.047*
C4	0.61084 (17)	0.3260 (3)	0.61922 (7)	0.0271 (5)
C5	0.61752 (18)	0.1922 (3)	0.58134 (7)	0.0309 (5)
C6	0.6697 (2)	−0.3057 (4)	0.40570 (8)	0.0409 (6)
H6	0.6978	−0.1827	0.4018	0.049*
C7	0.6301 (2)	−0.6120 (4)	0.38209 (9)	0.0407 (6)
H7	0.6307	−0.7109	0.3615	0.049*
C8	0.5894 (2)	−0.6511 (4)	0.41992 (9)	0.0401 (6)
H8	0.5617	−0.7745	0.4237	0.048*
C9	0.63094 (18)	−0.3443 (3)	0.44398 (7)	0.0294 (5)
C10	0.63336 (19)	−0.1919 (3)	0.47903 (8)	0.0323 (5)
N1	0.64298 (17)	0.5111 (3)	0.61710 (7)	0.0349 (5)
N2	0.55839 (15)	0.3686 (3)	0.68886 (6)	0.0288 (4)
N3	0.66404 (16)	0.2610 (3)	0.54907 (6)	0.0400 (5)
H3B	0.6688	0.1894	0.5266	0.048*
H3C	0.6895	0.3772	0.5506	0.048*
N4	0.58381 (19)	−0.2357 (3)	0.51183 (7)	0.0473 (6)
H4B	0.5827	−0.1543	0.5329	0.057*
H4A	0.5525	−0.3458	0.5122	0.057*
N5	0.58844 (17)	−0.5180 (3)	0.45120 (7)	0.0357 (5)
N6	0.66844 (19)	−0.4378 (4)	0.37415 (7)	0.0457 (6)
N7	0.35495 (17)	−0.0688 (3)	0.72058 (7)	0.0381 (5)
O1	0.57917 (17)	0.0284 (3)	0.58187 (6)	0.0502 (5)
O2	0.68015 (15)	−0.0373 (3)	0.47604 (6)	0.0452 (5)
O3	0.35625 (17)	0.3987 (4)	0.72005 (7)	0.0526 (5)
H3D	0.341 (3)	0.410 (5)	0.6940 (4)	0.068 (11)*
H3E	0.3053 (18)	0.407 (6)	0.7322 (12)	0.085 (14)*
O4	0.41705 (19)	−0.0161 (3)	0.69628 (8)	0.0698 (7)
O5	0.3670 (2)	−0.0147 (3)	0.75901 (7)	0.0651 (7)
O6	0.28421 (17)	−0.1698 (3)	0.70757 (9)	0.0702 (7)
Cd1	0.5000	0.22584 (4)	0.7500	0.03053 (8)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0371 (12)	0.0264 (11)	0.0269 (10)	−0.0051 (9)	0.0093 (9)	−0.0015 (9)
C2	0.0477 (16)	0.0323 (12)	0.0292 (13)	−0.0037 (11)	0.0087 (11)	−0.0067 (9)
C3	0.0531 (17)	0.0288 (12)	0.0356 (14)	−0.0102 (11)	0.0106 (12)	−0.0035 (10)
C4	0.0290 (12)	0.0297 (11)	0.0230 (11)	−0.0047 (9)	0.0042 (9)	−0.0015 (8)
C5	0.0366 (13)	0.0343 (12)	0.0228 (11)	−0.0046 (10)	0.0078 (10)	−0.0024 (9)
C6	0.0480 (16)	0.0442 (14)	0.0325 (13)	−0.0153 (12)	0.0143 (12)	−0.0046 (11)
C7	0.0437 (16)	0.0435 (14)	0.0354 (14)	0.0006 (12)	0.0059 (12)	−0.0118 (11)
C8	0.0485 (16)	0.0320 (12)	0.0404 (15)	−0.0047 (11)	0.0071 (13)	−0.0063 (10)
C9	0.0299 (12)	0.0347 (11)	0.0238 (11)	−0.0058 (9)	0.0042 (10)	−0.0018 (9)
C10	0.0366 (13)	0.0333 (12)	0.0275 (12)	−0.0060 (10)	0.0047 (10)	−0.0025 (9)
N1	0.0441 (13)	0.0321 (10)	0.0298 (11)	−0.0089 (9)	0.0102 (10)	0.0020 (8)
N2	0.0314 (11)	0.0322 (10)	0.0237 (10)	−0.0026 (8)	0.0072 (8)	−0.0028 (7)
N3	0.0525 (13)	0.0427 (12)	0.0274 (9)	−0.0133 (10)	0.0171 (9)	−0.0060 (9)
N4	0.0688 (15)	0.0409 (12)	0.0364 (11)	−0.0256 (11)	0.0254 (11)	−0.0140 (10)
N5	0.0453 (13)	0.0313 (10)	0.0318 (11)	−0.0063 (9)	0.0096 (10)	−0.0002 (8)
N6	0.0517 (15)	0.0558 (14)	0.0316 (12)	−0.0092 (11)	0.0136 (11)	−0.0071 (10)
N7	0.0377 (13)	0.0308 (11)	0.0468 (14)	−0.0010 (9)	0.0088 (11)	−0.0010 (9)
O1	0.0752 (15)	0.0408 (10)	0.0390 (11)	−0.0237 (10)	0.0281 (10)	−0.0141 (8)
O2	0.0569 (13)	0.0402 (10)	0.0411 (11)	−0.0225 (9)	0.0175 (10)	−0.0087 (8)
O3	0.0475 (14)	0.0815 (15)	0.0305 (11)	0.0188 (11)	0.0128 (10)	0.0083 (10)
O4	0.0758 (17)	0.0646 (14)	0.0773 (17)	−0.0271 (12)	0.0495 (14)	−0.0193 (12)
O5	0.107 (2)	0.0472 (12)	0.0426 (13)	−0.0008 (12)	0.0159 (13)	−0.0011 (9)
O6	0.0452 (13)	0.0619 (14)	0.103 (2)	−0.0182 (11)	0.0033 (13)	−0.0088 (13)
Cd1	0.03867 (15)	0.03185 (13)	0.02309 (12)	0.000	0.01321 (10)	0.000

Geometric parameters (Å, º) top

Cd1—O3	2.386 (2)	N3—H3C	0.8600
Cd1—O4	2.529 (2)	N4—C10	1.313 (3)
Cd1—O5	2.469 (2)	N5—C8	1.331 (3)
Cd1—N2	2.3459 (19)	N5—C9	1.341 (3)
Cd1—O3ⁱ	2.386 (2)	N6—C7	1.324 (4)
Cd1—O4ⁱ	2.529 (2)	N6—C6	1.330 (4)
Cd1—O5ⁱ	2.469 (2)	N4—H4B	0.8600
Cd1—N2ⁱ	2.3459 (19)	N4—H4A	0.8600
O1—C5	1.228 (3)	C1—C4	1.378 (3)
O4—N7	1.240 (3)	C2—C3	1.381 (4)
O5—N7	1.249 (3)	C4—C5	1.500 (3)
O6—N7	1.216 (3)	C1—H1	0.9300
O3—H3D	0.822 (14)	C2—H2	0.9300
O3—H3E	0.82 (3)	C3—H3	0.9300
O2—C10	1.234 (3)	C6—C9	1.377 (3)
N1—C3	1.331 (3)	C7—C8	1.377 (4)
N1—C4	1.333 (3)	C9—C10	1.503 (3)
N2—C2	1.328 (3)	C6—H6	0.9300
N2—C1	1.340 (3)	C7—H7	0.9300
N3—C5	1.325 (3)	C8—H8	0.9300
N3—H3B	0.8600

O3—Cd1—O4	76.50 (8)	O5—N7—O6	120.7 (3)
O3—Cd1—O5	77.96 (8)	H3B—N3—H3C	120.00
O3—Cd1—N2	78.87 (7)	C5—N3—H3B	120.00
O3—Cd1—O3ⁱ	121.11 (9)	C5—N3—H3C	120.00
O3—Cd1—O4ⁱ	150.64 (8)	C8—N5—C9	116.0 (2)
O3—Cd1—O5ⁱ	149.14 (8)	C6—N6—C7	116.1 (2)
O3—Cd1—N2ⁱ	77.71 (7)	C10—N4—H4B	120.00
O4—Cd1—O5	50.53 (8)	C10—N4—H4A	120.00
O4—Cd1—N2	83.85 (7)	H4A—N4—H4B	120.00
O3ⁱ—Cd1—O4	150.64 (8)	N2—C1—C4	121.31 (19)
O4—Cd1—O4ⁱ	99.08 (7)	N2—C2—C3	121.7 (2)
O4—Cd1—O5ⁱ	77.17 (8)	N1—C3—C2	122.2 (2)
O4—Cd1—N2ⁱ	130.02 (8)	C1—C4—C5	118.62 (19)
O5—Cd1—N2	132.42 (7)	N1—C4—C5	119.0 (2)
O3ⁱ—Cd1—O5	149.14 (8)	N1—C4—C1	122.3 (2)
O4ⁱ—Cd1—O5	77.17 (8)	N3—C5—C4	117.13 (19)
O5—Cd1—O5ⁱ	97.26 (8)	O1—C5—C4	118.6 (2)
O5—Cd1—N2ⁱ	82.60 (7)	O1—C5—N3	124.3 (2)
O3ⁱ—Cd1—N2	77.71 (7)	C4—C1—H1	119.00
O4ⁱ—Cd1—N2	130.02 (8)	N2—C1—H1	119.00
O5ⁱ—Cd1—N2	82.60 (7)	C3—C2—H2	119.00
N2—Cd1—N2ⁱ	131.23 (7)	N2—C2—H2	119.00
O3ⁱ—Cd1—O4ⁱ	76.50 (8)	C2—C3—H3	119.00
O3ⁱ—Cd1—O5ⁱ	77.96 (8)	N1—C3—H3	119.00
O3ⁱ—Cd1—N2ⁱ	78.87 (7)	N6—C6—C9	122.4 (2)
O4ⁱ—Cd1—O5ⁱ	50.53 (8)	N6—C7—C8	122.0 (3)
O4ⁱ—Cd1—N2ⁱ	83.85 (7)	N5—C8—C7	122.1 (2)
O5ⁱ—Cd1—N2ⁱ	132.42 (7)	C6—C9—C10	121.2 (2)
Cd1—O4—N7	93.81 (16)	N5—C9—C6	121.4 (2)
Cd1—O5—N7	96.47 (16)	N5—C9—C10	117.5 (2)
H3D—O3—H3E	108 (4)	O2—C10—N4	123.9 (2)
Cd1—O3—H3D	123 (3)	O2—C10—C9	120.3 (2)
Cd1—O3—H3E	123 (3)	N4—C10—C9	115.8 (2)
C3—N1—C4	115.9 (2)	N6—C6—H6	119.00
C1—N2—C2	116.5 (2)	C9—C6—H6	119.00
Cd1—N2—C1	118.75 (15)	N6—C7—H7	119.00
Cd1—N2—C2	124.53 (16)	C8—C7—H7	119.00
O4—N7—O6	121.3 (2)	N5—C8—H8	119.00
O4—N7—O5	118.0 (2)	C7—C8—H8	119.00

O3—Cd1—O4—N7	−79.22 (16)	Cd1—O4—N7—O6	169.2 (2)
O5—Cd1—O4—N7	6.18 (14)	Cd1—O5—N7—O4	11.0 (2)
N2—Cd1—O4—N7	−159.21 (16)	Cd1—O5—N7—O6	−168.8 (2)
O3ⁱ—Cd1—O4—N7	149.72 (17)	C4—N1—C3—C2	0.0 (4)
O4ⁱ—Cd1—O4—N7	71.16 (16)	C3—N1—C4—C1	−1.3 (4)
O5ⁱ—Cd1—O4—N7	117.01 (16)	C3—N1—C4—C5	177.3 (2)
N2ⁱ—Cd1—O4—N7	−18.40 (19)	Cd1—N2—C2—C3	173.36 (19)
O3—Cd1—O5—N7	76.16 (16)	C1—N2—C2—C3	−1.7 (4)
O4—Cd1—O5—N7	−6.16 (14)	Cd1—N2—C1—C4	−174.91 (17)
N2—Cd1—O5—N7	13.7 (2)	C2—N2—C1—C4	0.5 (3)
O3ⁱ—Cd1—O5—N7	−151.55 (16)	C8—N5—C9—C10	−178.6 (2)
O4ⁱ—Cd1—O5—N7	−119.56 (17)	C9—N5—C8—C7	−1.0 (4)
O5ⁱ—Cd1—O5—N7	−72.90 (16)	C8—N5—C9—C6	2.3 (4)
N2ⁱ—Cd1—O5—N7	155.10 (17)	C6—N6—C7—C8	3.1 (4)
O3—Cd1—N2—C1	−104.80 (18)	C7—N6—C6—C9	−1.9 (4)
O4—Cd1—N2—C1	−27.40 (17)	N2—C1—C4—C5	−177.5 (2)
O5—Cd1—N2—C1	−42.7 (2)	N2—C1—C4—N1	1.1 (4)
O3ⁱ—Cd1—N2—C1	129.63 (18)	N2—C2—C3—N1	1.6 (4)
O4ⁱ—Cd1—N2—C1	69.30 (19)	N1—C4—C5—N3	6.2 (3)
O5ⁱ—Cd1—N2—C1	50.41 (17)	C1—C4—C5—O1	5.6 (3)
N2ⁱ—Cd1—N2—C1	−167.35 (15)	N1—C4—C5—O1	−173.1 (2)
O3—Cd1—N2—C2	80.2 (2)	C1—C4—C5—N3	−175.1 (2)
O4—Cd1—N2—C2	157.6 (2)	N6—C6—C9—N5	−0.9 (4)
O5—Cd1—N2—C2	142.32 (19)	N6—C6—C9—C10	−179.9 (2)
O3ⁱ—Cd1—N2—C2	−45.4 (2)	N6—C7—C8—N5	−1.8 (4)
O4ⁱ—Cd1—N2—C2	−105.7 (2)	N5—C9—C10—O2	172.7 (2)
O5ⁱ—Cd1—N2—C2	−124.6 (2)	N5—C9—C10—N4	−7.1 (3)
N2ⁱ—Cd1—N2—C2	17.7 (2)	C6—C9—C10—O2	−8.2 (4)
Cd1—O4—N7—O5	−10.7 (2)	C6—C9—C10—N4	172.0 (2)

Symmetry code: (i) −x+1, y, −z+3/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3D···N6ⁱⁱ	0.82 (1)	2.13 (1)	2.937 (3)	169 (4)
O3—H3E···O5ⁱⁱⁱ	0.82 (3)	2.44 (3)	3.215 (4)	158 (3)
O3—H3E···O6ⁱⁱⁱ	0.82 (3)	2.39 (3)	3.130 (3)	150 (3)
N3—H3B···O2	0.86	2.22	3.072 (3)	170
N3—H3C···O2^iv	0.86	2.30	2.987 (3)	137
N4—H4A···N5^v	0.86	2.50	3.180 (3)	137
N4—H4B···O1	0.86	1.97	2.832 (3)	179
C6—H6···N1^iv	0.93	2.57	3.364 (4)	143
C8—H8···O1^v	0.93	2.57	3.429 (3)	155

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

Experimental details

Crystal data
Chemical formula	[Cd(NO₃)₂(C₅H₅N₃O)₂(H₂O)₂]·2C₅H₅N₃O
M_r	764.94
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	298
a, b, c (Å)	13.5650 (5), 6.7845 (3), 31.2031 (11)
β (°)	95.665 (3)
V (Å³)	2857.65 (19)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.85
Crystal size (mm)	0.22 × 0.21 × 0.20

Data collection
Diffractometer	Bruker APEXII CCD area-detector
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.835, 0.865
No. of measured, independent and observed [I > 2σ(I)] reflections	15388, 3850, 3099
R_int	0.067
(sin θ/λ)_max (Å⁻¹)	0.685

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.039, 0.069, 1.02
No. of reflections	3850
No. of parameters	221
No. of restraints	2
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.44, −0.51

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Cd1—O3	2.386 (2)	Cd1—O5	2.469 (2)
Cd1—O4	2.529 (2)	Cd1—N2	2.3459 (19)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3D···N6ⁱ	0.822 (14)	2.126 (13)	2.937 (3)	169 (4)
O3—H3E···O5ⁱⁱ	0.82 (3)	2.44 (3)	3.215 (4)	158 (3)
O3—H3E···O6ⁱⁱ	0.82 (3)	2.39 (3)	3.130 (3)	150 (3)
N3—H3B···O2	0.8600	2.2200	3.072 (3)	170.00
N3—H3C···O2ⁱⁱⁱ	0.8600	2.3000	2.987 (3)	137.00
N4—H4A···N5^iv	0.8600	2.5000	3.180 (3)	137.00
N4—H4B···O1	0.8600	1.9700	2.832 (3)	179.00
C6—H6···N1ⁱⁱⁱ	0.9300	2.5700	3.364 (4)	143.00
C8—H8···O1^iv	0.9300	2.5700	3.429 (3)	155.00

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

Acknowledgements

We are grateful to the Islamic Azad University, Omidieh Branch, for financial support.

References

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