Tetra-kis(3,5-dimethyl-1H-pyrazole-κN)(nitrato-κO,O')cadmium(II) nitrate.

The title compound, [Cd(NO(3))(C(5)H(8)N(2))(4)]NO(3), was prepared by reaction of cadmium nitrate and 3,5-dimethyl-pyrazole in ethanol solution. The Cd atom adopts a distorted cis-CdO(2)N(4) octa-hedral geometry involving four dimethylpyrazole molecules and one bidentate nitrate anion. The mol-ecular structure and packing are stabilized by N-H⋯O and C-H⋯O inter- and intra-molecular hydrogen-bonding inter-actions.

Related literature

For background on the coordination chemistry of Cd(II) in biological systems, see: Dressing et al. (1982 ▶). For related literature, see: Addison et al. (1984 ▶).

Experimental

Crystal data

[Cd(NO3)(C5H8N2)4]NO3

M = 620.97

Triclinic,

a = 9.1790 (18) Å

b = 11.353 (2) Å

c = 13.669 (3) Å

α = 94.79 (3)°

β = 105.61 (3)°

γ = 90.68 (3)°

V = 1366.2 (5) Å3

Z = 2

Mo Kα radiation

μ = 0.85 mm−1

T = 293 (2) K

0.25 × 0.20 × 0.18 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: none

7482 measured reflections

5035 independent reflections

4677 reflections with I > 2σ(I)

R int = 0.016

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.137

S = 1.06

5035 reflections

319 parameters

1 restraint

H-atom parameters constrained

Δρmax = 1.66 e Å−3

Δρmin = −0.87 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053680803626X/at2668sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680803626X/at2668Isup2.hkl

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

[Cd(NO3)(C5H8N2)4]N1O3	Z = 2
Mr = 620.97	F000 = 636
Triclinic, P1	Dx = 1.509 Mg m−3
Hall symbol: -P 1	Mo Kα radiation λ = 0.71073 Å
a = 9.1790 (18) Å	Cell parameters from 6067 reflections
b = 11.353 (2) Å	θ = 2.3–28.2º
c = 13.669 (3) Å	µ = 0.85 mm−1
α = 94.79 (3)º	T = 293 (2) K
β = 105.61 (3)º	Block, colourless
γ = 90.68 (3)º	0.25 × 0.20 × 0.18 mm
V = 1366.2 (5) Å3

Bruker SMART CCD area-detector diffractometer	4677 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.016
Monochromator: graphite	θmax = 25.5º
T = 273(2) K	θmin = 2.3º
φ and ω scans	h = −10→11
Absorption correction: none	k = −13→13
7482 measured reflections	l = −16→11
5035 independent reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.047	H-atom parameters constrained
wR(F2) = 0.137	w = 1/[σ2(Fo2) + (0.0885P)2 + 1.8569P] where P = (Fo2 + 2Fc2)/3
S = 1.06	(Δ/σ)max < 0.001
5035 reflections	Δρmax = 1.66 e Å−3
319 parameters	Δρmin = −0.87 e Å−3
1 restraint	Extinction correction: none
Primary atom site location: structure-invariant direct methods

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
Cd1	0.13316 (3)	0.80806 (2)	0.33031 (2)	0.03976 (14)
O4	0.3597 (4)	0.8966 (3)	0.4877 (3)	0.0559 (6)
O5	0.1497 (4)	0.9850 (3)	0.4459 (3)	0.0538 (6)
O6	0.3174 (5)	1.0465 (4)	0.5840 (3)	0.0679 (9)
N2	0.2219 (5)	0.6381 (3)	0.2677 (3)	0.0492 (7)
N3	0.1348 (5)	0.5493 (4)	0.2059 (4)	0.0600 (9)
H4A	0.0377	0.5444	0.1918	0.072*
N4	−0.2135 (4)	0.7666 (4)	0.1863 (3)	0.0497 (7)
H5A	−0.2040	0.6919	0.1909	0.060*
N5	−0.1073 (4)	0.8506 (3)	0.2393 (3)	0.0451 (6)
N6	−0.0798 (5)	0.7578 (3)	0.4743 (3)	0.0491 (7)
H7A	−0.1426	0.8045	0.4397	0.059*
N7	0.0527 (5)	0.7270 (3)	0.4544 (3)	0.0495 (6)
N8	0.2600 (4)	0.9168 (3)	0.2410 (3)	0.0461 (6)
N9	0.3644 (4)	1.0038 (3)	0.2868 (3)	0.0448 (7)
H10A	0.4081	1.0120	0.3512	0.054*
N10	0.2779 (4)	0.9758 (3)	0.5082 (3)	0.0464 (7)
C1	0.1461 (12)	0.3654 (6)	0.0977 (7)	0.112 (3)
H1A	0.2229	0.3187	0.0796	0.167*
H1B	0.0800	0.3925	0.0373	0.167*
H1C	0.0887	0.3183	0.1303	0.167*
C2	0.2191 (8)	0.4702 (5)	0.1697 (5)	0.0705 (13)
C3	0.3657 (8)	0.5085 (5)	0.2081 (5)	0.0731 (14)
H3A	0.4503	0.4715	0.1967	0.088*
C4	0.3647 (6)	0.6135 (4)	0.2678 (4)	0.0526 (9)
C5	0.4955 (6)	0.6919 (6)	0.3272 (5)	0.0731 (16)
H5B	0.4594	0.7572	0.3622	0.110*
H5C	0.5480	0.7210	0.2816	0.110*
H5D	0.5632	0.6478	0.3760	0.110*
C6	−0.4658 (7)	0.7409 (7)	0.0621 (6)	0.0848 (19)
H6A	−0.5406	0.7909	0.0249	0.127*
H6B	−0.5090	0.6967	0.1050	0.127*
H6C	−0.4327	0.6872	0.0151	0.127*
C7	−0.3346 (5)	0.8148 (5)	0.1261 (4)	0.0537 (9)
C8	−0.3053 (6)	0.9339 (5)	0.1395 (4)	0.0543 (9)
H8A	−0.3682	0.9912	0.1079	0.065*
C9	−0.1645 (5)	0.9538 (4)	0.2091 (3)	0.0464 (8)
C10	−0.0833 (7)	1.0697 (5)	0.2516 (5)	0.0689 (14)
H10B	0.0128	1.0559	0.2979	0.103*
H10C	−0.1429	1.1160	0.2873	0.103*
H10D	−0.0676	1.1116	0.1969	0.103*
C11	−0.2363 (8)	0.7287 (5)	0.5941 (5)	0.0694 (13)
H11A	−0.3011	0.7812	0.5520	0.104*
H11B	−0.2042	0.7641	0.6630	0.104*
H11C	−0.2906	0.6553	0.5920	0.104*
C12	−0.1004 (6)	0.7059 (4)	0.5551 (3)	0.0509 (8)
C13	0.0213 (7)	0.6372 (4)	0.5865 (4)	0.0572 (9)
H13A	0.0383	0.5892	0.6401	0.069*
C14	0.1155 (6)	0.6525 (4)	0.5233 (3)	0.0475 (7)
C15	0.2634 (6)	0.5992 (5)	0.5268 (5)	0.0657 (12)
H15A	0.3006	0.6251	0.4726	0.099*
H15B	0.2510	0.5145	0.5189	0.099*
H15C	0.3345	0.6234	0.5912	0.099*
C16	0.1073 (7)	0.8553 (6)	0.0647 (4)	0.0666 (14)
H16A	0.0727	0.7937	0.0979	0.100*
H16B	0.1547	0.8208	0.0150	0.100*
H16C	0.0228	0.8998	0.0314	0.100*
C17	0.2195 (5)	0.9358 (4)	0.1424 (3)	0.0462 (8)
C18	0.2983 (6)	1.0353 (4)	0.1273 (4)	0.0528 (9)
H18A	0.2891	1.0679	0.0658	0.063*
C19	0.3919 (5)	1.0756 (4)	0.2202 (4)	0.0459 (8)
C20	0.5065 (7)	1.1759 (5)	0.2532 (5)	0.0652 (13)
H20A	0.5515	1.1781	0.3254	0.098*
H20B	0.4578	1.2490	0.2373	0.098*
H20C	0.5835	1.1650	0.2180	0.098*
N1	0.7643 (6)	0.4506 (5)	0.1574 (5)	0.0806 (16)
O1	0.8224 (7)	0.5308 (6)	0.2225 (5)	0.1116 (18)*
O2	0.7028 (11)	0.3695 (9)	0.1665 (7)	0.164 (3)*
O3	0.7830 (17)	0.4749 (13)	0.0795 (12)	0.247 (6)*

	U11	U22	U33	U12	U13	U23
Cd1	0.0405 (2)	0.0371 (2)	0.0402 (2)	−0.00263 (12)	0.00835 (13)	0.00418 (12)
O4	0.0536 (12)	0.0644 (18)	0.0442 (11)	0.0005 (9)	0.0059 (9)	−0.0028 (10)
O5	0.0618 (15)	0.0429 (11)	0.0496 (14)	0.0006 (11)	0.0051 (9)	−0.0030 (9)
O6	0.079 (2)	0.068 (2)	0.0463 (17)	−0.0047 (17)	0.0045 (13)	−0.0119 (13)
N2	0.0505 (12)	0.0401 (10)	0.0565 (19)	−0.0024 (10)	0.0156 (13)	−0.0010 (10)
N3	0.0675 (15)	0.0397 (16)	0.070 (3)	−0.0119 (14)	0.0175 (19)	−0.0051 (14)
N4	0.0429 (13)	0.0510 (12)	0.051 (2)	−0.0062 (11)	0.0065 (11)	0.0048 (14)
N5	0.0432 (9)	0.0431 (12)	0.0471 (15)	−0.0030 (8)	0.0076 (8)	0.0091 (11)
N6	0.0595 (18)	0.0430 (19)	0.0497 (19)	0.0036 (14)	0.0214 (15)	0.0103 (13)
N7	0.0581 (15)	0.0460 (15)	0.0482 (16)	0.0079 (11)	0.0175 (12)	0.0144 (12)
N8	0.0434 (14)	0.0460 (14)	0.0456 (10)	−0.0075 (11)	0.0050 (10)	0.0097 (11)
N9	0.0458 (18)	0.0451 (18)	0.0430 (12)	−0.0069 (11)	0.0113 (12)	0.0045 (12)
N10	0.0557 (16)	0.0430 (17)	0.0392 (15)	−0.0088 (11)	0.0116 (10)	0.0023 (9)
C1	0.148 (6)	0.059 (4)	0.116 (6)	−0.019 (4)	0.031 (5)	−0.038 (3)
C2	0.093 (2)	0.044 (2)	0.072 (3)	−0.0035 (19)	0.022 (3)	−0.0101 (18)
C3	0.0842 (19)	0.053 (3)	0.088 (4)	0.004 (2)	0.040 (3)	−0.012 (2)
C4	0.0555 (13)	0.045 (2)	0.059 (3)	0.0029 (12)	0.0205 (19)	0.0004 (15)
C5	0.0479 (17)	0.077 (3)	0.086 (4)	0.002 (2)	0.010 (3)	−0.013 (3)
C6	0.054 (3)	0.100 (3)	0.082 (4)	−0.009 (2)	−0.010 (2)	−0.004 (3)
C7	0.0426 (17)	0.0707 (17)	0.045 (2)	0.0005 (13)	0.0080 (12)	0.0024 (18)
C8	0.0503 (19)	0.0663 (15)	0.045 (2)	0.0131 (14)	0.0091 (14)	0.0079 (18)
C9	0.0482 (17)	0.0466 (11)	0.045 (2)	0.0081 (10)	0.0124 (13)	0.0054 (15)
C10	0.071 (3)	0.0418 (14)	0.085 (4)	0.0075 (18)	0.006 (3)	0.005 (2)
C11	0.089 (3)	0.066 (3)	0.064 (3)	−0.009 (2)	0.043 (3)	0.000 (2)
C12	0.074 (2)	0.039 (2)	0.043 (2)	−0.0074 (16)	0.0224 (17)	−0.0003 (14)
C13	0.081 (3)	0.046 (2)	0.044 (2)	−0.0043 (18)	0.0141 (18)	0.0110 (15)
C14	0.0612 (19)	0.033 (2)	0.044 (2)	−0.0021 (14)	0.0061 (15)	0.0065 (13)
C15	0.061 (2)	0.051 (3)	0.078 (4)	0.0071 (19)	0.003 (2)	0.016 (2)
C16	0.067 (3)	0.080 (3)	0.0456 (19)	−0.015 (2)	0.0061 (19)	−0.002 (2)
C17	0.047 (2)	0.053 (2)	0.0399 (11)	−0.0012 (14)	0.0138 (13)	0.0033 (13)
C18	0.060 (3)	0.057 (2)	0.0459 (14)	−0.0009 (16)	0.0198 (16)	0.0114 (15)
C19	0.047 (2)	0.0426 (19)	0.0525 (16)	−0.0011 (13)	0.0213 (15)	0.0070 (14)
C20	0.071 (3)	0.055 (3)	0.076 (3)	−0.0182 (19)	0.032 (2)	0.003 (2)
N1	0.074 (3)	0.075 (3)	0.085 (4)	−0.042 (3)	0.008 (3)	0.012 (3)

Cd1—N7	2.278 (4)	C6—C7	1.486 (7)
Cd1—N2	2.293 (4)	C6—H6A	0.9600
Cd1—N5	2.303 (4)	C6—H6B	0.9600
Cd1—N8	2.314 (4)	C6—H6C	0.9600
Cd1—O5	2.427 (3)	C7—C8	1.362 (7)
Cd1—O4	2.673 (3)	C8—C9	1.386 (7)
O4—N10	1.240 (5)	C8—H8A	0.9300
O5—N10	1.264 (5)	C9—C10	1.497 (7)
O6—N10	1.225 (5)	C10—H10B	0.9600
N2—C4	1.343 (6)	C10—H10C	0.9600
N2—N3	1.358 (6)	C10—H10D	0.9600
N3—C2	1.341 (8)	C11—C12	1.500 (7)
N3—H4A	0.8600	C11—H11A	0.9600
N4—C7	1.346 (6)	C11—H11B	0.9600
N4—N5	1.365 (5)	C11—H11C	0.9600
N4—H5A	0.8600	C12—C13	1.363 (8)
N5—C9	1.341 (6)	C13—C14	1.396 (7)
N6—C12	1.350 (6)	C13—H13A	0.9300
N6—N7	1.359 (6)	C14—C15	1.483 (7)
N6—H7A	0.8600	C15—H15A	0.9600
N7—C14	1.337 (6)	C15—H15B	0.9600
N8—C17	1.335 (6)	C15—H15C	0.9600
N8—N9	1.356 (5)	C16—C17	1.500 (7)
N9—C19	1.342 (6)	C16—H16A	0.9600
N9—H10A	0.8600	C16—H16B	0.9600
C1—C2	1.505 (8)	C16—H16C	0.9600
C1—H1A	0.9600	C17—C18	1.393 (7)
C1—H1B	0.9600	C18—C19	1.366 (7)
C1—H1C	0.9600	C18—H18A	0.9300
C2—C3	1.357 (9)	C19—C20	1.495 (7)
C3—C4	1.389 (7)	C20—H20A	0.9600
C3—H3A	0.9300	C20—H20B	0.9600
C4—C5	1.490 (7)	C20—H20C	0.9600
C5—H5B	0.9600	N1—O2	1.108 (10)
C5—H5C	0.9600	N1—O3	1.176 (15)
C5—H5D	0.9600	N1—O1	1.226 (8)
N7—Cd1—N2	96.81 (14)	C7—C6—H6B	109.5
N7—Cd1—N5	93.80 (14)	H6A—C6—H6B	109.5
N2—Cd1—N5	113.69 (15)	C7—C6—H6C	109.5
N7—Cd1—N8	164.83 (15)	H6A—C6—H6C	109.5
N2—Cd1—N8	89.43 (14)	H6B—C6—H6C	109.5
N5—Cd1—N8	96.33 (13)	N4—C7—C8	105.9 (4)
N7—Cd1—O5	81.49 (13)	N4—C7—C6	121.7 (5)
N2—Cd1—O5	154.81 (14)	C8—C7—C6	132.3 (5)
N5—Cd1—O5	91.50 (13)	C7—C8—C9	107.4 (4)
N8—Cd1—O5	86.98 (13)	C7—C8—H8A	126.3
N7—Cd1—O4	83.20 (13)	C9—C8—H8A	126.3
N2—Cd1—O4	105.38 (13)	N5—C9—C8	109.8 (4)
N5—Cd1—O4	140.88 (12)	N5—C9—C10	122.0 (4)
N8—Cd1—O4	81.82 (12)	C8—C9—C10	128.2 (4)
O5—Cd1—O4	49.43 (12)	C9—C10—H10B	109.5
N10—O4—Cd1	90.4 (2)	C9—C10—H10C	109.5
N10—O5—Cd1	101.7 (3)	H10B—C10—H10C	109.5
C4—N2—N3	105.2 (4)	C9—C10—H10D	109.5
C4—N2—Cd1	128.6 (3)	H10B—C10—H10D	109.5
N3—N2—Cd1	125.3 (3)	H10C—C10—H10D	109.5
C2—N3—N2	111.5 (5)	C12—C11—H11A	109.5
C2—N3—H4A	124.2	C12—C11—H11B	109.5
N2—N3—H4A	124.2	H11A—C11—H11B	109.5
C7—N4—N5	112.0 (4)	C12—C11—H11C	109.5
C7—N4—H5A	124.0	H11A—C11—H11C	109.5
N5—N4—H5A	124.0	H11B—C11—H11C	109.5
C9—N5—N4	104.9 (4)	N6—C12—C13	106.1 (4)
C9—N5—Cd1	130.1 (3)	N6—C12—C11	121.7 (5)
N4—N5—Cd1	123.7 (3)	C13—C12—C11	132.2 (5)
C12—N6—N7	111.5 (4)	C12—C13—C14	107.2 (4)
C12—N6—H7A	124.2	C12—C13—H13A	126.4
N7—N6—H7A	124.2	C14—C13—H13A	126.4
C14—N7—N6	105.9 (4)	N7—C14—C13	109.2 (4)
C14—N7—Cd1	132.7 (3)	N7—C14—C15	122.2 (5)
N6—N7—Cd1	121.3 (3)	C13—C14—C15	128.6 (5)
C17—N8—N9	105.2 (4)	C14—C15—H15A	109.5
C17—N8—Cd1	129.0 (3)	C14—C15—H15B	109.5
N9—N8—Cd1	122.8 (3)	H15A—C15—H15B	109.5
C19—N9—N8	112.3 (4)	C14—C15—H15C	109.5
C19—N9—H10A	123.9	H15A—C15—H15C	109.5
N8—N9—H10A	123.9	H15B—C15—H15C	109.5
O6—N10—O4	123.0 (4)	C17—C16—H16A	109.5
O6—N10—O5	119.2 (4)	C17—C16—H16B	109.5
O4—N10—O5	117.8 (4)	H16A—C16—H16B	109.5
C2—C1—H1A	109.5	C17—C16—H16C	109.5
C2—C1—H1B	109.5	H16A—C16—H16C	109.5
H1A—C1—H1B	109.5	H16B—C16—H16C	109.5
C2—C1—H1C	109.5	N8—C17—C18	109.8 (4)
H1A—C1—H1C	109.5	N8—C17—C16	121.7 (4)
H1B—C1—H1C	109.5	C18—C17—C16	128.5 (4)
N3—C2—C3	106.9 (5)	C19—C18—C17	106.8 (4)
N3—C2—C1	120.8 (6)	C19—C18—H18A	126.6
C3—C2—C1	132.3 (6)	C17—C18—H18A	126.6
C2—C3—C4	106.6 (5)	N9—C19—C18	105.9 (4)
C2—C3—H3A	126.7	N9—C19—C20	121.6 (5)
C4—C3—H3A	126.7	C18—C19—C20	132.5 (5)
N2—C4—C3	109.8 (5)	C19—C20—H20A	109.5
N2—C4—C5	121.6 (4)	C19—C20—H20B	109.5
C3—C4—C5	128.7 (5)	H20A—C20—H20B	109.5
C4—C5—H5B	109.5	C19—C20—H20C	109.5
C4—C5—H5C	109.5	H20A—C20—H20C	109.5
H5B—C5—H5C	109.5	H20B—C20—H20C	109.5
C4—C5—H5D	109.5	O2—N1—O3	124.1 (11)
H5B—C5—H5D	109.5	O2—N1—O1	128.2 (8)
H5C—C5—H5D	109.5	O3—N1—O1	107.6 (9)
C7—C6—H6A	109.5

D—H···A	D—H	H···A	D···A	D—H···A
N3—H4A···O1i	0.86	2.13	2.943 (8)	157
N3—H4A···O3i	0.86	2.50	3.289 (16)	152
N4—H5A···O1i	0.86	1.92	2.771 (8)	171
N6—H7A···O6ii	0.86	2.33	3.131 (6)	156
N9—H10A···O4	0.86	2.50	3.106 (5)	128
C5—H5B···O4	0.96	2.59	3.530 (7)	166
C10—H10B···O5	0.96	2.29	3.157 (7)	150
C13—H13A···O1iii	0.93	2.49	3.375 (8)	159

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H4A⋯O1i	0.86	2.13	2.943 (8)	157
N3—H4A⋯O3i	0.86	2.50	3.289 (16)	152
N4—H5A⋯O1i	0.86	1.92	2.771 (8)	171
N6—H7A⋯O6ii	0.86	2.33	3.131 (6)	156
N9—H10A⋯O4	0.86	2.50	3.106 (5)	128
C5—H5B⋯O4	0.96	2.59	3.530 (7)	166
C10—H10B⋯O5	0.96	2.29	3.157 (7)	150
C13—H13A⋯O1iii	0.93	2.49	3.375 (8)	159

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