Diaqua-bis-(nitrato-κ(2)O,O')bis-(pyrazine-2-carboxamide-κN(4))cadmium-pyrazine-2-carboxamide (1/2).

In the title compound, [Cd(NO(3))(2)(C(5)H(5)N(3)O)(2)(H(2)O)(2)]·2C(5)H(5)N(3)O, the Cd(II) cation is located on a twofold rotation axis and is coordinated by two pyrazine-2-carboxamide ligands and two water mol-ecules and chelated by two nitrate anions in a distorted square-anti-prismatic geometry. Extensive inter-molecular N-H⋯O, N-H⋯N, O-H⋯O and O-H⋯N hydrogen bonds, as well as weak inter-molecular C-H⋯N and C-H⋯O inter-actions 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 = 764.94

Monoclinic,

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[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.069

S = 1.02

3850 reflections

221 parameters

2 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.44 e Å−3

Δρmin = −0.51 e Å−3

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.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812028577/xu5577sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812028577/xu5577Isup2.hkl

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

[Cd(NO3)2(C5H5N3O)2(H2O)2]·2C5H5N3O	F(000) = 1544
Mr = 764.94	Dx = 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

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

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(Fo2) + (0.0281P)2] where P = (Fo2 + 2Fc2)/3
3850 reflections	(Δ/σ)max = 0.006
221 parameters	Δρmax = 0.44 e Å−3
2 restraints	Δρmin = −0.51 e Å−3

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
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)

	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

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)

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···O2iv	0.86	2.30	2.987 (3)	137
N4—H4A···N5v	0.86	2.50	3.180 (3)	137
N4—H4B···O1	0.86	1.97	2.832 (3)	179
C6—H6···N1iv	0.93	2.57	3.364 (4)	143
C8—H8···O1v	0.93	2.57	3.429 (3)	155

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⋯N5iv	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⋯O1iv	0.93	2.57	3.429 (3)	155

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