Bis[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato-κ2N1,O2]cadmium(II) 1.75-hydrate

Kai, Z.; Yin, X.-H.; Yu, F.; Zhu, J.; Lin, C.-W.

doi:10.1107/S1600536808002444

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 2| February 2008| Page m434

doi:10.1107/S1600536808002444

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Bis[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato-κ²N¹,O²]cadmium(II) 1.75-hydrate

Zhao Kai,^a ‡ Xian-Hong Yin,^a ^* Feng Yu,^a Jie Zhu ^b and Cui-Wu Lin ^b

^aCollege of Chemistry and Ecological Engineering, Guangxi University for Nationalities, Nanning 530006, People's Republic of China, and ^bCollege of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, People's Republic of China
^*Correspondence e-mail: yxhphd@163.com

(Received 4 January 2008; accepted 23 January 2008; online 30 January 2008)

In the title complex, [Cd(C₁₁H₁₀N₃O₂)₂]·1.75H₂O, the Cd atom is coordinated by four N atoms and two O atoms from two tridentate 6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinate ligands in a distorted cis-N₄O₂ octahedral geometry. Three water molecules, with occupancies of 1.0, 0.5 and 0.25, complete the asymmetric unit. The components of the crystal structure are linked via hydrogen bonds, forming a three-dimensional network.

Related literature

For related literature, see: Zhao et al. (2007 ); Yin et al. (2007 ).

Experimental

Crystal data

[Cd(C₁₁H₁₀N₃O₂)₂]·1.75H₂O
M_r = 576.38
Triclinic, $[P \overline 1]$
a = 9.7503 (9) Å
b = 11.4398 (15) Å
c = 12.843 (2) Å
α = 63.905 (1)°
β = 72.253 (1)°
γ = 82.688 (2)°
V = 1225.2 (3) Å³
Z = 2
Mo Kα radiation
μ = 0.94 mm⁻¹
T = 298 (2) K
0.52 × 0.48 × 0.43 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.641, T_max = 0.688
6152 measured reflections
4218 independent reflections
3279 reflections with I > 2σ(I)'
R_int = 0.024

Refinement

R[F² > 2σ(F²)] = 0.041
wR(F²) = 0.129
S = 1.02
4218 reflections
325 parameters
6 restraints
H-atom parameters constrained
Δρ_max = 0.86 e Å⁻³
Δρ_min = −0.68 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5A⋯O2ⁱ	0.85	1.97	2.817 (7)	177
O5—H5B⋯O4ⁱⁱ	0.85	1.99	2.843 (7)	177
O6—H6A⋯O5	0.85	1.85	2.704 (15)	176
O6—H6B⋯O6ⁱⁱⁱ	0.85	2.13	2.98 (4)	177
O7—H7D⋯O2^iv	0.85	2.13	2.98 (3)	177
O7—H7E⋯O2ⁱⁱ	0.85	2.20	3.05 (3)	177
Symmetry codes: (i) x, y-1, z; (ii) -x+1, -y+1, -z+1; (iii) -x, -y, -z+2; (iv) x, y-1, z-1.

Data collection: SMART (Siemens, 1996 ); cell refinement: SAINT (Siemens, 1996); 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808002444/tk2242sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808002444/tk2242Isup2.hkl

checkCIF report

Comment top

Recently, we reported the crystal structures of bis(6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato)zinc(II) trihydrate (Yin et al., 2007) and bis[3-chloro-6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato]cobalt(II) 2.5-hydrate (Zhao et al., 2007). As a continuation of these investigations, we report the crystal structure of bis[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato]cadmium(II) 1.75-hydrate, (I), herein, Fig. 1.

The asymmetric unit comprises a mononuclear cadmium(II) complex and three uncoordinated water molecules, with 100, 50, and 25% occupancy, respectively. The Cd atom is six-coordinated by four N atoms and two O atoms derived from the tridentate ligands. These define a distorted cis-N₄O₂ octahedral environment. The angles around the Cd(II) atom range from 68.77 (14) to 173.70 (13)°, the Cd—N distances range from 2.287 (4) to 2.383 (4) Å, and the Cd—O distances are 2.255 (4) to 2.276 (3) Å.

In the crystal structure, the ligand-O atoms and lattice water molecules participate in the formation of intermolecular hydrogen bonds that serve to link the components into a 3-D network, Fig. 2; for symmetry codes see Table 2.

Related literature top

For related literature, see: Zhao et al. (2007); Yin et al. (2007).

Experimental top

6-(3,5-Dimethyl-1H-pyrazol-1-yl)picolinic acid (1 mmol, 217 mg) was dissolved in anhydrous ethyl alcohol (15 ml, AR, 99.9%) and stirred to give a clear solution. To this solution was added CdCl₂.6H₂O (0.5 mmol,149 mg) in anhydrous alcohol (10 ml). After evaporating the resulting solution in air to about half the volume, colorless blocks of (I) were formed. The crystals were isolated, washed with alcohol three times (Yield 75%). Analysis found: C 44.02, H 4.48, N 14.13; C₂₂H₂₆CdN₆O₇ requires: C 44.12, H 4.38, N 14.03.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of (I) showing 50% probability displacement ellipsoids and the atom-numbering scheme.
	Fig. 2. Crystal packing in (I) showing the hydrogen bonding interactions as dashed lines.

Bis[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato-κ²N¹,O²]cadmium(II) 1.75-hydrate top

Crystal data top

[Cd(C₁₁H₁₀N₃O₂)₂]·1.75H₂O	Z = 2
M_r = 576.38	F(000) = 583
Triclinic, P1	D_x = 1.562 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.7503 (9) Å	Cell parameters from 3283 reflections
b = 11.4398 (15) Å	θ = 2.6–27.4°
c = 12.843 (2) Å	µ = 0.94 mm⁻¹
α = 63.905 (1)°	T = 298 K
β = 72.253 (1)°	Block, colorless
γ = 82.688 (2)°	0.52 × 0.48 × 0.43 mm
V = 1225.2 (3) Å³

Data collection top

Bruker SMART CCD area-detector diffractometer	4218 independent reflections
Radiation source: fine-focus sealed tube	3279 reflections with I > 2σ(I)'
Graphite monochromator	R_int = 0.024
ϕ and ω scans	θ_max = 25.0°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→9
T_min = 0.641, T_max = 0.688	k = −12→13
6152 measured reflections	l = −15→14

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.129	H-atom parameters constrained
S = 1.02	w = 1/[σ²(F_o²) + (0.0751P)² + 0.9467P] where P = (F_o² + 2F_c²)/3
4218 reflections	(Δ/σ)_max = 0.001
325 parameters	Δρ_max = 0.86 e Å⁻³
6 restraints	Δρ_min = −0.68 e Å⁻³

Crystal data top

[Cd(C₁₁H₁₀N₃O₂)₂]·1.75H₂O	γ = 82.688 (2)°
M_r = 576.38	V = 1225.2 (3) Å³
Triclinic, P1	Z = 2
a = 9.7503 (9) Å	Mo Kα radiation
b = 11.4398 (15) Å	µ = 0.94 mm⁻¹
c = 12.843 (2) Å	T = 298 K
α = 63.905 (1)°	0.52 × 0.48 × 0.43 mm
β = 72.253 (1)°

Data collection top

Bruker SMART CCD area-detector diffractometer	4218 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3279 reflections with I > 2σ(I)'
T_min = 0.641, T_max = 0.688	R_int = 0.024
6152 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.041	6 restraints
wR(F²) = 0.129	H-atom parameters constrained
S = 1.02	Δρ_max = 0.86 e Å⁻³
4218 reflections	Δρ_min = −0.68 e Å⁻³
325 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	Occ. (<1)
Cd1	0.76574 (4)	0.71553 (3)	0.72484 (3)	0.04444 (17)
N1	0.8787 (4)	0.8990 (4)	0.6894 (3)	0.0350 (8)
N2	1.0975 (4)	0.8125 (4)	0.6253 (3)	0.0387 (9)
N3	1.0204 (4)	0.7057 (4)	0.6513 (4)	0.0415 (9)
N4	0.6745 (4)	0.5202 (3)	0.7667 (3)	0.0328 (8)
N5	0.7146 (4)	0.4398 (4)	0.9541 (4)	0.0479 (10)
N6	0.7398 (5)	0.5662 (4)	0.9302 (4)	0.0503 (11)
O1	0.5961 (4)	0.8510 (4)	0.7729 (4)	0.0644 (11)
O2	0.5533 (5)	1.0342 (4)	0.7955 (5)	0.0830 (14)
O3	0.7078 (4)	0.7321 (3)	0.5601 (3)	0.0534 (9)
O4	0.6161 (4)	0.6328 (4)	0.4818 (3)	0.0581 (10)
O5	0.2952 (6)	0.1394 (7)	0.7369 (5)	0.135 (3)
H5A	0.3713	0.1057	0.7569	0.161*
H5B	0.3185	0.2082	0.6716	0.161*
O6	0.0393 (19)	0.1318 (18)	0.8994 (15)	0.213 (11)	0.50
H6A	0.1200	0.1304	0.8500	0.256*	0.50
H6B	0.0199	0.0553	0.9551	0.256*	0.50
O7	0.305 (3)	0.001 (2)	0.011 (2)	0.132 (9)	0.25
H7D	0.3733	0.0111	−0.0519	0.158*	0.25
H7E	0.3411	−0.0089	0.0669	0.158*	0.25
C1	0.6338 (6)	0.9548 (6)	0.7655 (5)	0.0527 (14)
C2	0.7944 (5)	0.9887 (5)	0.7156 (5)	0.0433 (12)
C3	0.8505 (7)	1.1029 (5)	0.6986 (6)	0.0599 (15)
H3	0.7911	1.1656	0.7170	0.072*
C4	0.9967 (7)	1.1206 (6)	0.6535 (6)	0.0664 (17)
H4	1.0369	1.1977	0.6390	0.080*
C5	1.0845 (6)	1.0273 (5)	0.6296 (5)	0.0578 (15)
H5	1.1840	1.0385	0.6018	0.069*
C6	1.0219 (5)	0.9156 (5)	0.6476 (4)	0.0382 (11)
C7	1.3609 (6)	0.8880 (6)	0.5427 (6)	0.0665 (17)
H7A	1.4514	0.8543	0.5114	0.100*
H7B	1.3637	0.8994	0.6117	0.100*
H7C	1.3435	0.9703	0.4816	0.100*
C8	1.2426 (5)	0.7943 (6)	0.5790 (5)	0.0473 (13)
C9	1.2542 (6)	0.6767 (6)	0.5757 (5)	0.0540 (14)
H9	1.3386	0.6380	0.5483	0.065*
C10	1.1149 (6)	0.6247 (5)	0.6212 (5)	0.0487 (13)
C11	1.0667 (7)	0.4955 (7)	0.6404 (7)	0.077 (2)
H11A	0.9714	0.4759	0.6948	0.116*
H11B	1.1316	0.4291	0.6743	0.116*
H11C	1.0664	0.4989	0.5645	0.116*
C12	0.6518 (5)	0.6369 (5)	0.5651 (4)	0.0416 (11)
C13	0.6241 (5)	0.5148 (5)	0.6841 (4)	0.0372 (11)
C14	0.5509 (6)	0.4074 (5)	0.7068 (5)	0.0517 (14)
H14	0.5167	0.4039	0.6480	0.062*
C15	0.5297 (6)	0.3044 (5)	0.8199 (6)	0.0588 (15)
H15	0.4807	0.2304	0.8376	0.071*
C16	0.5799 (6)	0.3101 (5)	0.9059 (5)	0.0567 (14)
H16	0.5637	0.2421	0.9828	0.068*
C17	0.6560 (5)	0.4210 (5)	0.8744 (4)	0.0417 (11)
C18	0.7540 (7)	0.2101 (7)	1.0987 (6)	0.090 (3)
H18A	0.8141	0.1719	1.1521	0.135*
H18B	0.7898	0.1876	1.0315	0.135*
H18C	0.6573	0.1777	1.1414	0.135*
C19	0.7551 (6)	0.3540 (6)	1.0541 (5)	0.0607 (16)
C20	0.8047 (7)	0.4268 (8)	1.0948 (5)	0.074 (2)
H20	0.8393	0.3963	1.1621	0.089*
C21	0.7937 (6)	0.5554 (7)	1.0161 (6)	0.0636 (16)
C22	0.8333 (8)	0.6763 (8)	1.0196 (7)	0.087 (2)
H22A	0.8017	0.7516	0.9598	0.130*
H22B	0.9359	0.6804	1.0030	0.130*
H22C	0.7876	0.6740	1.0981	0.130*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.0337 (2)	0.0442 (2)	0.0605 (3)	−0.00267 (15)	−0.01602 (17)	−0.02399 (19)
N1	0.031 (2)	0.037 (2)	0.039 (2)	−0.0005 (16)	−0.0127 (17)	−0.0159 (17)
N2	0.024 (2)	0.049 (2)	0.044 (2)	0.0005 (17)	−0.0108 (17)	−0.0197 (19)
N3	0.029 (2)	0.050 (2)	0.054 (2)	0.0018 (18)	−0.0138 (18)	−0.028 (2)
N4	0.0270 (19)	0.033 (2)	0.036 (2)	−0.0021 (15)	−0.0059 (16)	−0.0145 (17)
N5	0.038 (2)	0.054 (3)	0.043 (2)	−0.0051 (19)	−0.0132 (19)	−0.010 (2)
N6	0.048 (3)	0.063 (3)	0.050 (3)	−0.002 (2)	−0.017 (2)	−0.029 (2)
O1	0.0317 (19)	0.062 (2)	0.108 (3)	−0.0022 (17)	−0.009 (2)	−0.049 (2)
O2	0.048 (3)	0.081 (3)	0.140 (4)	0.019 (2)	−0.020 (3)	−0.073 (3)
O3	0.057 (2)	0.052 (2)	0.051 (2)	−0.0168 (18)	−0.0257 (17)	−0.0096 (17)
O4	0.054 (2)	0.079 (3)	0.053 (2)	−0.001 (2)	−0.0213 (18)	−0.034 (2)
O5	0.068 (3)	0.151 (5)	0.117 (5)	−0.031 (3)	−0.041 (3)	0.022 (4)
O6	0.203 (18)	0.28 (2)	0.193 (16)	−0.130 (16)	0.094 (14)	−0.196 (17)
O7	0.164 (13)	0.124 (11)	0.112 (11)	−0.001 (9)	−0.022 (8)	−0.065 (9)
C1	0.036 (3)	0.059 (3)	0.072 (4)	0.010 (3)	−0.018 (3)	−0.036 (3)
C2	0.042 (3)	0.040 (3)	0.054 (3)	0.006 (2)	−0.021 (2)	−0.021 (2)
C3	0.061 (4)	0.051 (3)	0.079 (4)	0.001 (3)	−0.022 (3)	−0.036 (3)
C4	0.061 (4)	0.049 (3)	0.094 (5)	−0.014 (3)	−0.020 (3)	−0.032 (3)
C5	0.041 (3)	0.058 (3)	0.072 (4)	−0.016 (3)	−0.010 (3)	−0.026 (3)
C6	0.032 (3)	0.044 (3)	0.036 (3)	−0.006 (2)	−0.011 (2)	−0.013 (2)
C7	0.033 (3)	0.082 (4)	0.071 (4)	−0.006 (3)	−0.009 (3)	−0.022 (3)
C8	0.028 (3)	0.069 (4)	0.044 (3)	0.002 (2)	−0.011 (2)	−0.023 (3)
C9	0.033 (3)	0.081 (4)	0.052 (3)	0.014 (3)	−0.011 (2)	−0.035 (3)
C10	0.041 (3)	0.063 (3)	0.057 (3)	0.015 (2)	−0.022 (2)	−0.037 (3)
C11	0.061 (4)	0.078 (4)	0.123 (6)	0.018 (3)	−0.028 (4)	−0.072 (4)
C12	0.028 (2)	0.055 (3)	0.047 (3)	0.003 (2)	−0.013 (2)	−0.026 (2)
C13	0.025 (2)	0.049 (3)	0.046 (3)	0.0018 (19)	−0.008 (2)	−0.029 (2)
C14	0.044 (3)	0.057 (3)	0.071 (4)	−0.003 (2)	−0.013 (3)	−0.043 (3)
C15	0.056 (4)	0.041 (3)	0.080 (4)	−0.014 (3)	−0.006 (3)	−0.031 (3)
C16	0.052 (3)	0.046 (3)	0.061 (4)	−0.008 (3)	−0.007 (3)	−0.016 (3)
C17	0.027 (2)	0.048 (3)	0.047 (3)	−0.003 (2)	−0.004 (2)	−0.020 (2)
C18	0.059 (4)	0.079 (5)	0.085 (5)	−0.018 (3)	−0.033 (4)	0.020 (4)
C19	0.041 (3)	0.077 (4)	0.042 (3)	−0.008 (3)	−0.010 (2)	−0.004 (3)
C20	0.060 (4)	0.111 (6)	0.039 (3)	−0.008 (4)	−0.020 (3)	−0.015 (4)
C21	0.047 (3)	0.100 (5)	0.060 (4)	−0.003 (3)	−0.015 (3)	−0.047 (4)
C22	0.082 (5)	0.127 (6)	0.088 (5)	−0.010 (4)	−0.031 (4)	−0.069 (5)

Geometric parameters (Å, º) top

Cd1—O1	2.255 (4)	C4—H4	0.9300
Cd1—O3	2.276 (3)	C5—C6	1.382 (7)
Cd1—N4	2.287 (4)	C5—H5	0.9300
Cd1—N1	2.295 (4)	C7—C8	1.498 (8)
Cd1—N3	2.380 (4)	C7—H7A	0.9600
Cd1—N6	2.383 (4)	C7—H7B	0.9600
N1—C2	1.328 (6)	C7—H7C	0.9600
N1—C6	1.340 (6)	C8—C9	1.354 (8)
N2—N3	1.375 (5)	C9—C10	1.399 (8)
N2—C8	1.386 (6)	C9—H9	0.9300
N2—C6	1.401 (6)	C10—C11	1.500 (8)
N3—C10	1.317 (6)	C11—H11A	0.9600
N4—C17	1.324 (6)	C11—H11B	0.9600
N4—C13	1.325 (6)	C11—H11C	0.9600
N5—C19	1.367 (7)	C12—C13	1.524 (7)
N5—N6	1.378 (6)	C13—C14	1.373 (7)
N5—C17	1.416 (6)	C14—C15	1.384 (8)
N6—C21	1.313 (7)	C14—H14	0.9300
O1—C1	1.242 (7)	C15—C16	1.365 (8)
O2—C1	1.238 (6)	C15—H15	0.9300
O3—C12	1.248 (6)	C16—C17	1.388 (7)
O4—C12	1.242 (6)	C16—H16	0.9300
O5—H5A	0.8499	C18—C19	1.487 (9)
O5—H5B	0.8500	C18—H18A	0.9600
O6—H6A	0.8500	C18—H18B	0.9600
O6—H6B	0.8500	C18—H18C	0.9600
O7—H7D	0.8500	C19—C20	1.357 (9)
O7—H7E	0.8500	C20—C21	1.384 (9)
C1—C2	1.529 (7)	C20—H20	0.9300
C2—C3	1.383 (7)	C21—C22	1.505 (9)
C3—C4	1.369 (9)	C22—H22A	0.9600
C3—H3	0.9300	C22—H22B	0.9600
C4—C5	1.366 (8)	C22—H22C	0.9600

O1—Cd1—O3	97.39 (15)	H7A—C7—H7B	109.5
O1—Cd1—N4	113.34 (13)	C8—C7—H7C	109.5
O3—Cd1—N4	71.10 (12)	H7A—C7—H7C	109.5
O1—Cd1—N1	71.73 (13)	H7B—C7—H7C	109.5
O3—Cd1—N1	112.62 (12)	C9—C8—N2	106.6 (5)
N4—Cd1—N1	173.70 (13)	C9—C8—C7	128.0 (5)
O1—Cd1—N3	139.53 (13)	N2—C8—C7	125.4 (5)
O3—Cd1—N3	98.17 (14)	C8—C9—C10	106.8 (5)
N4—Cd1—N3	107.02 (13)	C8—C9—H9	126.6
N1—Cd1—N3	67.80 (13)	C10—C9—H9	126.6
O1—Cd1—N6	93.58 (16)	N3—C10—C9	110.6 (5)
O3—Cd1—N6	139.53 (14)	N3—C10—C11	120.3 (5)
N4—Cd1—N6	68.77 (14)	C9—C10—C11	129.0 (5)
N1—Cd1—N6	107.83 (14)	C10—C11—H11A	109.5
N3—Cd1—N6	98.25 (15)	C10—C11—H11B	109.5
C2—N1—C6	120.7 (4)	H11A—C11—H11B	109.5
C2—N1—Cd1	116.4 (3)	C10—C11—H11C	109.5
C6—N1—Cd1	122.9 (3)	H11A—C11—H11C	109.5
N3—N2—C8	109.5 (4)	H11B—C11—H11C	109.5
N3—N2—C6	118.2 (4)	O4—C12—O3	125.8 (5)
C8—N2—C6	132.2 (4)	O4—C12—C13	117.0 (4)
C10—N3—N2	106.4 (4)	O3—C12—C13	117.2 (4)
C10—N3—Cd1	137.1 (3)	N4—C13—C14	121.5 (5)
N2—N3—Cd1	116.4 (3)	N4—C13—C12	114.8 (4)
C17—N4—C13	120.6 (4)	C14—C13—C12	123.7 (4)
C17—N4—Cd1	121.7 (3)	C13—C14—C15	117.8 (5)
C13—N4—Cd1	117.2 (3)	C13—C14—H14	121.1
C19—N5—N6	110.7 (5)	C15—C14—H14	121.1
C19—N5—C17	132.0 (5)	C16—C15—C14	120.9 (5)
N6—N5—C17	117.3 (4)	C16—C15—H15	119.6
C21—N6—N5	104.6 (5)	C14—C15—H15	119.6
C21—N6—Cd1	135.8 (4)	C15—C16—C17	117.5 (5)
N5—N6—Cd1	113.6 (3)	C15—C16—H16	121.2
C1—O1—Cd1	119.3 (3)	C17—C16—H16	121.2
C12—O3—Cd1	119.4 (3)	N4—C17—C16	121.6 (5)
H5A—O5—H5B	108.3	N4—C17—N5	114.8 (4)
H6A—O6—H6B	108.5	C16—C17—N5	123.6 (5)
H7D—O7—H7E	108.3	C19—C18—H18A	109.5
O2—C1—O1	126.1 (5)	C19—C18—H18B	109.5
O2—C1—C2	116.1 (5)	H18A—C18—H18B	109.5
O1—C1—C2	117.7 (5)	C19—C18—H18C	109.5
N1—C2—C3	121.4 (5)	H18A—C18—H18C	109.5
N1—C2—C1	114.8 (4)	H18B—C18—H18C	109.5
C3—C2—C1	123.8 (5)	C20—C19—N5	106.4 (6)
C4—C3—C2	117.7 (5)	C20—C19—C18	128.8 (6)
C4—C3—H3	121.2	N5—C19—C18	124.6 (6)
C2—C3—H3	121.2	C19—C20—C21	106.2 (5)
C5—C4—C3	121.3 (5)	C19—C20—H20	126.9
C5—C4—H4	119.4	C21—C20—H20	126.9
C3—C4—H4	119.4	N6—C21—C20	112.1 (6)
C4—C5—C6	118.3 (5)	N6—C21—C22	119.5 (6)
C4—C5—H5	120.8	C20—C21—C22	128.5 (6)
C6—C5—H5	120.8	C21—C22—H22A	109.5
N1—C6—C5	120.6 (5)	C21—C22—H22B	109.5
N1—C6—N2	114.5 (4)	H22A—C22—H22B	109.5
C5—C6—N2	124.9 (4)	C21—C22—H22C	109.5
C8—C7—H7A	109.5	H22A—C22—H22C	109.5
C8—C7—H7B	109.5	H22B—C22—H22C	109.5

O1—Cd1—N1—C2	1.5 (3)	O1—C1—C2—N1	−2.6 (7)
O3—Cd1—N1—C2	92.0 (3)	O2—C1—C2—C3	−2.7 (8)
N4—Cd1—N1—C2	−142.8 (11)	O1—C1—C2—C3	177.6 (5)
N3—Cd1—N1—C2	−178.2 (4)	N1—C2—C3—C4	−0.1 (9)
N6—Cd1—N1—C2	−86.4 (4)	C1—C2—C3—C4	179.8 (6)
O1—Cd1—N1—C6	179.7 (4)	C2—C3—C4—C5	−1.9 (10)
O3—Cd1—N1—C6	−89.7 (4)	C3—C4—C5—C6	2.4 (10)
N4—Cd1—N1—C6	35.4 (13)	C2—N1—C6—C5	−0.8 (7)
N3—Cd1—N1—C6	0.1 (3)	Cd1—N1—C6—C5	−179.0 (4)
N6—Cd1—N1—C6	91.9 (4)	C2—N1—C6—N2	179.1 (4)
C8—N2—N3—C10	−0.4 (5)	Cd1—N1—C6—N2	1.0 (5)
C6—N2—N3—C10	179.2 (4)	C4—C5—C6—N1	−1.0 (8)
C8—N2—N3—Cd1	−177.5 (3)	C4—C5—C6—N2	179.0 (5)
C6—N2—N3—Cd1	2.1 (5)	N3—N2—C6—N1	−2.0 (6)
O1—Cd1—N3—C10	−177.5 (5)	C8—N2—C6—N1	177.5 (4)
O3—Cd1—N3—C10	−65.9 (5)	N3—N2—C6—C5	178.0 (5)
N4—Cd1—N3—C10	6.8 (5)	C8—N2—C6—C5	−2.6 (8)
N1—Cd1—N3—C10	−177.0 (5)	N3—N2—C8—C9	0.5 (5)
N6—Cd1—N3—C10	77.0 (5)	C6—N2—C8—C9	−179.0 (5)
O1—Cd1—N3—N2	−1.6 (4)	N3—N2—C8—C7	−178.5 (5)
O3—Cd1—N3—N2	110.0 (3)	C6—N2—C8—C7	2.0 (9)
N4—Cd1—N3—N2	−177.3 (3)	N2—C8—C9—C10	−0.4 (6)
N1—Cd1—N3—N2	−1.1 (3)	C7—C8—C9—C10	178.6 (5)
N6—Cd1—N3—N2	−107.1 (3)	N2—N3—C10—C9	0.1 (6)
O1—Cd1—N4—C17	−87.0 (4)	Cd1—N3—C10—C9	176.3 (4)
O3—Cd1—N4—C17	−177.0 (4)	N2—N3—C10—C11	178.7 (5)
N1—Cd1—N4—C17	55.9 (13)	Cd1—N3—C10—C11	−5.0 (8)
N3—Cd1—N4—C17	90.0 (4)	C8—C9—C10—N3	0.2 (6)
N6—Cd1—N4—C17	−2.5 (3)	C8—C9—C10—C11	−178.3 (6)
O1—Cd1—N4—C13	84.8 (3)	Cd1—O3—C12—O4	−179.5 (4)
O3—Cd1—N4—C13	−5.3 (3)	Cd1—O3—C12—C13	0.8 (6)
N1—Cd1—N4—C13	−132.4 (11)	C17—N4—C13—C14	0.2 (7)
N3—Cd1—N4—C13	−98.3 (3)	Cd1—N4—C13—C14	−171.7 (4)
N6—Cd1—N4—C13	169.3 (3)	C17—N4—C13—C12	179.2 (4)
C19—N5—N6—C21	−0.6 (6)	Cd1—N4—C13—C12	7.3 (5)
C17—N5—N6—C21	−179.8 (4)	O4—C12—C13—N4	174.7 (4)
C19—N5—N6—Cd1	156.6 (3)	O3—C12—C13—N4	−5.5 (6)
C17—N5—N6—Cd1	−22.6 (5)	O4—C12—C13—C14	−6.3 (7)
O1—Cd1—N6—C21	−86.0 (6)	O3—C12—C13—C14	173.5 (5)
O3—Cd1—N6—C21	168.3 (5)	N4—C13—C14—C15	0.7 (7)
N4—Cd1—N6—C21	160.4 (6)	C12—C13—C14—C15	−178.2 (5)
N1—Cd1—N6—C21	−14.0 (6)	C13—C14—C15—C16	0.1 (8)
N3—Cd1—N6—C21	55.2 (6)	C14—C15—C16—C17	−1.7 (9)
O1—Cd1—N6—N5	126.6 (3)	C13—N4—C17—C16	−2.0 (7)
O3—Cd1—N6—N5	20.8 (4)	Cd1—N4—C17—C16	169.5 (4)
N4—Cd1—N6—N5	12.9 (3)	C13—N4—C17—N5	−179.7 (4)
N1—Cd1—N6—N5	−161.5 (3)	Cd1—N4—C17—N5	−8.2 (5)
N3—Cd1—N6—N5	−92.2 (3)	C15—C16—C17—N4	2.7 (8)
O3—Cd1—O1—C1	−114.5 (5)	C15—C16—C17—N5	−179.7 (5)
N4—Cd1—O1—C1	172.9 (4)	C19—N5—C17—N4	−158.2 (5)
N1—Cd1—O1—C1	−3.1 (4)	N6—N5—C17—N4	20.8 (6)
N3—Cd1—O1—C1	−2.6 (6)	C19—N5—C17—C16	24.1 (8)
N6—Cd1—O1—C1	104.5 (5)	N6—N5—C17—C16	−156.9 (5)
O1—Cd1—O3—C12	−110.0 (4)	N6—N5—C19—C20	0.8 (6)
N4—Cd1—O3—C12	2.2 (4)	C17—N5—C19—C20	179.8 (5)
N1—Cd1—O3—C12	176.8 (4)	N6—N5—C19—C18	−174.6 (5)
N3—Cd1—O3—C12	107.5 (4)	C17—N5—C19—C18	4.4 (9)
N6—Cd1—O3—C12	−5.6 (5)	N5—C19—C20—C21	−0.6 (7)
Cd1—O1—C1—O2	−175.6 (5)	C18—C19—C20—C21	174.5 (6)
Cd1—O1—C1—C2	4.1 (7)	N5—N6—C21—C20	0.2 (6)
C6—N1—C2—C3	1.4 (7)	Cd1—N6—C21—C20	−149.2 (5)
Cd1—N1—C2—C3	179.7 (4)	N5—N6—C21—C22	−179.3 (5)
C6—N1—C2—C1	−178.4 (4)	Cd1—N6—C21—C22	31.3 (9)
Cd1—N1—C2—C1	−0.1 (5)	C19—C20—C21—N6	0.3 (7)
O2—C1—C2—N1	177.1 (5)	C19—C20—C21—C22	179.7 (6)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O2ⁱ	0.85	1.97	2.817 (7)	177
O5—H5B···O4ⁱⁱ	0.85	1.99	2.843 (7)	177
O6—H6A···O5	0.85	1.85	2.704 (15)	176
O6—H6B···O6ⁱⁱⁱ	0.85	2.13	2.98 (4)	177
O7—H7D···O2^iv	0.85	2.13	2.98 (3)	177
O7—H7E···O2ⁱⁱ	0.85	2.20	3.05 (3)	177

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

Experimental details

Crystal data
Chemical formula	[Cd(C₁₁H₁₀N₃O₂)₂]·1.75H₂O
M_r	576.38
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	9.7503 (9), 11.4398 (15), 12.843 (2)
α, β, γ (°)	63.905 (1), 72.253 (1), 82.688 (2)
V (Å³)	1225.2 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.94
Crystal size (mm)	0.52 × 0.48 × 0.43

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.641, 0.688
No. of measured, independent and observed [I > 2σ(I)'] reflections	6152, 4218, 3279
R_int	0.024
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.041, 0.129, 1.02
No. of reflections	4218
No. of parameters	325
No. of restraints	6
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.86, −0.68

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O2ⁱ	0.85	1.97	2.817 (7)	177
O5—H5B···O4ⁱⁱ	0.85	1.99	2.843 (7)	177
O6—H6A···O5	0.85	1.85	2.704 (15)	176
O6—H6B···O6ⁱⁱⁱ	0.85	2.13	2.98 (4)	177
O7—H7D···O2^iv	0.85	2.13	2.98 (3)	177
O7—H7E···O2ⁱⁱ	0.85	2.20	3.05 (3)	177

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

Footnotes

‡Present address: College of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, People's Republic of China.

Acknowledgements

The authors thank the National Natural Science Foundation of China (20761002) for support. This research was sponsored by the Fund of the Talent Highland Research Program of Guangxi University (205121), the Science Foundation of the State Ethnic Affairs Commission (07GX05), the Development Foundation of Guangxi Research Institute of Chemical Industry, and the Science Foundation of Guangxi University for Nationalities (0409032, 0409012, 0509ZD047).

References

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Systems, Inc., Madison, Wisconsin, USA. Google Scholar
Yin, X.-H., Zhao, K., Feng, Y. & Zhu, J. (2007). Acta Cryst. E63, m2926. Web of Science CSD CrossRef IUCr Journals Google Scholar
Zhao, K., Yin, X.-H., Feng, Y. & Zhu, J. (2007). Acta Cryst. E63, m3024. Web of Science CSD CrossRef IUCr Journals Google Scholar

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