Bis(5-amino-1H-tetra-zole-κN (4))di-aqua-(oxalato-κ(2) O (1),O (2))cadmium.

In the monomeric title complex, [Cd(C2O4)(CH3N5)2(H2O)2], the Cd(II) ion exhibits a distorted octa-hedral coordination geometry, with the equatorial plane defined by two O atoms from an oxalate ligand and two N atoms from two 5-amino-1H-tetra-zole ligands; the axial sites are occupied by two water mol-ecules, with longer Cd-O bond lengths. An intra-molecular N-H⋯O hydrogen bond occurs. In the crystal, N-H⋯O as well as O-H⋯O and O-H⋯N hydrogen bonds (some of which are bifurcated) link the complex mol-ecules into a three-dimensional network.

Related literature

For background to five-membered heterocycle ligands in compounds with metal-organic framework structures, see: Wang et al. (2010 ▶); Yu et al. (2010 ▶); He et al. (2006 ▶); Wei et al. (2010 ▶). For related complexes with mixed ligands, see: Zhai et al. (2007 ▶); García-Couceiro et al. (2005 ▶); Prasad et al. (2002 ▶).

Experimental

Crystal data

[Cd(C2O4)(CH3N5)2(H2O)2]

M = 406.62

Orthorhombic,

a = 12.537 (3) Å

b = 6.6745 (13) Å

c = 28.975 (6) Å

V = 2424.6 (8) Å3

Z = 8

Mo Kα radiation

μ = 1.86 mm−1

T = 298 K

0.28 × 0.16 × 0.12 mm

Data collection

Rigaku Saturn 724 CCD area-detector diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2002 ▶) T min = 0.766, T max = 0.862

17764 measured reflections

2785 independent reflections

2754 reflections with I > 2σ(I)

R int = 0.040

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.079

S = 1.07

2785 reflections

207 parameters

6 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.59 e Å−3

Δρmin = −0.45 e Å−3

Data collection: CrystalClear (Rigaku, 2002 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; 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, New_Global_Publ_Block. DOI: 10.1107/S1600536813030158/bh2488sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813030158/bh2488Isup2.hkl

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

[Cd(C2O4)(CH3N5)2(H2O)2]	F(000) = 1600
Mr = 406.62	Dx = 2.228 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 25 reflections
a = 12.537 (3) Å	θ = 12–18°
b = 6.6745 (13) Å	µ = 1.86 mm−1
c = 28.975 (6) Å	T = 298 K
V = 2424.6 (8) Å3	Parallelepiped, colourless
Z = 8	0.28 × 0.16 × 0.12 mm

Rigaku Saturn 724 CCD area-detector diffractometer	2785 independent reflections
Radiation source: fine-focus sealed tube	2754 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.040
scintillation counter scans	θmax = 27.5°, θmin = 3.3°
Absorption correction: multi-scan (CrystalClear; Rigaku, 2002)	h = −16→16
Tmin = 0.766, Tmax = 0.862	k = −8→8
17764 measured reflections	l = −31→37

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)] = 0.029	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.079	w = 1/[σ2(Fo2) + (0.0398P)2 + 4.5635P] where P = (Fo2 + 2Fc2)/3
S = 1.07	(Δ/σ)max = 0.002
2785 reflections	Δρmax = 0.59 e Å−3
207 parameters	Δρmin = −0.45 e Å−3
6 restraints	Extinction correction: SHELXTL (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
0 constraints	Extinction coefficient: 0.0021 (2)
Primary atom site location: structure-invariant direct methods

	x	y	z	Uiso*/Ueq
Cd1	0.032292 (15)	0.08331 (3)	0.378971 (7)	0.02283 (10)
O1	−0.09336 (15)	−0.0416 (3)	0.32754 (7)	0.0282 (4)
O2	−0.12553 (16)	0.0700 (3)	0.41712 (7)	0.0288 (4)
O3	−0.26641 (16)	−0.1150 (3)	0.32234 (7)	0.0290 (4)
O4	−0.30105 (16)	0.0484 (3)	0.40574 (7)	0.0317 (5)
O5	0.07474 (16)	−0.2449 (3)	0.39948 (7)	0.0287 (4)
O6	−0.02085 (18)	0.4282 (3)	0.35582 (9)	0.0328 (5)
N1	−0.0171 (2)	0.2487 (5)	0.49906 (10)	0.0371 (6)
H1	−0.0681	0.2134	0.4809	0.045*
H2	−0.0304	0.2771	0.5274	0.045*
N2	0.16782 (18)	0.3183 (4)	0.50717 (8)	0.0262 (5)
H3	0.1682	0.3523	0.5358	0.031*
N3	0.25337 (19)	0.3158 (4)	0.47909 (8)	0.0302 (5)
N4	0.22134 (18)	0.2577 (4)	0.43946 (8)	0.0296 (5)
N5	0.11400 (17)	0.2195 (4)	0.44031 (8)	0.0237 (5)
N6	0.0384 (2)	0.2250 (5)	0.25808 (11)	0.0401 (7)
H5	−0.0196	0.2050	0.2732	0.048*
H6	0.0358	0.2705	0.2303	0.048*
N7	0.14922 (19)	0.1147 (4)	0.32024 (8)	0.0252 (5)
N8	0.2576 (2)	0.1030 (4)	0.32585 (9)	0.0283 (5)
N9	0.3050 (2)	0.1641 (4)	0.28931 (9)	0.0305 (5)
N10	0.22867 (19)	0.2148 (4)	0.25854 (8)	0.0276 (5)
H4	0.2397	0.2589	0.2311	0.033*
C1	0.0822 (2)	0.2592 (4)	0.48324 (9)	0.0231 (5)
C2	0.1335 (2)	0.1851 (4)	0.27786 (9)	0.0236 (5)
C3	−0.1872 (2)	−0.0488 (4)	0.34327 (9)	0.0218 (5)
C4	−0.2064 (2)	0.0313 (4)	0.39325 (9)	0.0224 (5)
H6B	−0.025 (3)	0.438 (7)	0.32696 (16)	0.066 (17)*
H5A	0.1389 (11)	−0.273 (6)	0.4045 (16)	0.072 (15)*
H5B	0.053 (3)	−0.340 (5)	0.3828 (14)	0.070 (17)*
H6A	−0.0820 (16)	0.462 (8)	0.3648 (13)	0.082 (18)*

	U11	U22	U33	U12	U13	U23
Cd1	0.01893 (14)	0.03021 (15)	0.01935 (14)	−0.00328 (7)	0.00053 (6)	−0.00210 (7)
O1	0.0196 (9)	0.0405 (11)	0.0245 (9)	−0.0034 (8)	0.0032 (7)	−0.0081 (8)
O2	0.0209 (9)	0.0432 (12)	0.0224 (9)	−0.0046 (8)	0.0000 (8)	−0.0083 (8)
O3	0.0211 (9)	0.0408 (11)	0.0251 (10)	−0.0057 (8)	0.0009 (8)	−0.0107 (9)
O4	0.0199 (9)	0.0486 (12)	0.0267 (10)	−0.0027 (9)	0.0041 (8)	−0.0116 (9)
O5	0.0233 (10)	0.0315 (10)	0.0313 (11)	0.0011 (8)	−0.0024 (8)	−0.0032 (9)
O6	0.0245 (10)	0.0339 (12)	0.0400 (14)	0.0040 (9)	−0.0021 (9)	−0.0041 (10)
N1	0.0216 (12)	0.0588 (17)	0.0308 (13)	−0.0081 (12)	0.0068 (10)	−0.0121 (13)
N2	0.0216 (11)	0.0365 (13)	0.0203 (11)	−0.0014 (9)	−0.0010 (8)	−0.0057 (9)
N3	0.0193 (11)	0.0428 (14)	0.0286 (12)	−0.0040 (10)	−0.0012 (9)	−0.0057 (11)
N4	0.0193 (11)	0.0418 (13)	0.0278 (12)	−0.0048 (10)	0.0013 (9)	−0.0040 (11)
N5	0.0174 (10)	0.0307 (11)	0.0230 (11)	−0.0036 (9)	−0.0007 (8)	−0.0042 (9)
N6	0.0311 (14)	0.0528 (17)	0.0364 (15)	−0.0050 (12)	−0.0071 (11)	0.0145 (14)
N7	0.0218 (11)	0.0310 (12)	0.0227 (11)	0.0009 (9)	0.0021 (9)	0.0040 (9)
N8	0.0227 (11)	0.0332 (12)	0.0289 (12)	0.0009 (9)	0.0010 (10)	0.0016 (10)
N9	0.0266 (12)	0.0330 (12)	0.0319 (13)	0.0003 (10)	0.0041 (10)	0.0016 (10)
N10	0.0293 (12)	0.0308 (12)	0.0228 (11)	−0.0019 (10)	0.0056 (9)	0.0031 (10)
C1	0.0204 (12)	0.0257 (12)	0.0231 (12)	−0.0018 (10)	−0.0006 (10)	−0.0017 (10)
C2	0.0240 (12)	0.0227 (12)	0.0240 (12)	−0.0010 (10)	0.0013 (10)	0.0007 (10)
C3	0.0220 (12)	0.0241 (12)	0.0195 (12)	0.0005 (10)	0.0016 (9)	−0.0012 (10)
C4	0.0229 (12)	0.0239 (12)	0.0203 (12)	−0.0021 (10)	0.0018 (10)	−0.0034 (10)

Cd1—N5	2.244 (2)	N2—C1	1.337 (3)
Cd1—N7	2.256 (2)	N2—N3	1.346 (3)
Cd1—O2	2.268 (2)	N2—H3	0.8600
Cd1—O1	2.323 (2)	N3—N4	1.277 (3)
Cd1—O5	2.331 (2)	N4—N5	1.370 (3)
Cd1—O6	2.489 (2)	N5—C1	1.333 (3)
O1—C3	1.263 (3)	N6—C2	1.350 (4)
O2—C4	1.254 (3)	N6—H5	0.8600
O3—C3	1.244 (3)	N6—H6	0.8600
O4—C4	1.246 (3)	N7—C2	1.329 (3)
O5—H5A	0.8400 (11)	N7—N8	1.371 (3)
O5—H5B	0.8400 (11)	N8—N9	1.281 (3)
O6—H6B	0.8399 (11)	N9—N10	1.351 (4)
O6—H6A	0.8399 (11)	N10—C2	1.332 (3)
N1—C1	1.329 (4)	N10—H4	0.8600
N1—H1	0.8600	C3—C4	1.562 (4)
N1—H2	0.8600
N5—Cd1—N7	105.27 (9)	N4—N3—N2	107.3 (2)
N5—Cd1—O2	91.61 (7)	N3—N4—N5	110.4 (2)
N7—Cd1—O2	159.74 (8)	C1—N5—N4	105.9 (2)
N5—Cd1—O1	164.37 (7)	C1—N5—Cd1	133.10 (18)
N7—Cd1—O1	89.43 (8)	N4—N5—Cd1	120.62 (17)
O2—Cd1—O1	72.96 (7)	C2—N6—H5	120.0
N5—Cd1—O5	94.28 (8)	C2—N6—H6	120.0
N7—Cd1—O5	97.54 (8)	H5—N6—H6	120.0
O2—Cd1—O5	92.18 (8)	C2—N7—N8	106.0 (2)
O1—Cd1—O5	88.92 (8)	C2—N7—Cd1	129.31 (19)
N5—Cd1—O6	87.76 (8)	N8—N7—Cd1	123.32 (18)
N7—Cd1—O6	83.38 (8)	N9—N8—N7	110.1 (2)
O2—Cd1—O6	86.23 (8)	N8—N9—N10	107.3 (2)
O1—Cd1—O6	88.71 (8)	C2—N10—N9	108.6 (2)
O5—Cd1—O6	177.45 (7)	C2—N10—H4	125.7
C3—O1—Cd1	114.45 (17)	N9—N10—H4	125.7
C4—O2—Cd1	116.39 (17)	N1—C1—N5	126.3 (3)
Cd1—O5—H5A	118 (3)	N1—C1—N2	126.1 (3)
Cd1—O5—H5B	119 (3)	N5—C1—N2	107.6 (2)
H5A—O5—H5B	103.6 (3)	N7—C2—N10	108.0 (2)
Cd1—O6—H6B	111 (3)	N7—C2—N6	126.3 (3)
Cd1—O6—H6A	114 (4)	N10—C2—N6	125.7 (3)
H6B—O6—H6A	103.6 (3)	O3—C3—O1	125.5 (2)
C1—N1—H1	120.0	O3—C3—C4	116.8 (2)
C1—N1—H2	120.0	O1—C3—C4	117.7 (2)
H1—N1—H2	120.0	O4—C4—O2	126.2 (3)
C1—N2—N3	108.8 (2)	O4—C4—C3	116.6 (2)
C1—N2—H3	125.6	O2—C4—C3	117.2 (2)
N3—N2—H3	125.6

D—H···A	D—H	H···A	D···A	D—H···A
N1—H2···O5i	0.86	2.20	3.027 (4)	161
N1—H1···O2	0.86	2.20	2.985 (3)	151
N2—H3···O4ii	0.86	1.86	2.704 (3)	167
N10—H4···O3iii	0.86	1.79	2.647 (3)	172
N6—H6···O1iii	0.86	2.21	3.009 (4)	154
O5—H5A···N4iv	0.84	2.03	2.807 (3)	153 (4)
O5—H5A···N3iv	0.84 (2)	2.62 (4)	3.183 (3)	126 (4)
O5—H5B···O6v	0.84 (4)	1.97 (3)	2.792 (3)	167 (4)
O6—H6A···O3vi	0.84 (3)	2.32 (3)	2.853 (3)	122 (4)
O6—H6A···O4vi	0.84 (3)	1.97 (3)	2.779 (3)	161 (3)
O6—H6B···N6	0.84 (1)	2.58 (3)	3.227 (4)	135 (4)

Table 1

Selected bond lengths (Å)

Cd1—N5	2.244 (2)
Cd1—N7	2.256 (2)
Cd1—O2	2.268 (2)
Cd1—O1	2.323 (2)
Cd1—O5	2.331 (2)
Cd1—O6	2.489 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H2⋯O5i	0.86	2.20	3.027 (4)	161
N1—H1⋯O2	0.86	2.20	2.985 (3)	151
N2—H3⋯O4ii	0.86	1.86	2.704 (3)	167
N10—H4⋯O3iii	0.86	1.79	2.647 (3)	172
N6—H6⋯O1iii	0.86	2.21	3.009 (4)	154
O5—H5A⋯N4iv	0.84	2.03	2.807 (3)	153 (4)
O5—H5A⋯N3iv	0.84 (2)	2.62 (4)	3.183 (3)	126 (4)
O5—H5B⋯O6v	0.84 (4)	1.97 (3)	2.792 (3)	167 (4)
O6—H6A⋯O3vi	0.84 (3)	2.32 (3)	2.853 (3)	122 (4)
O6—H6A⋯O4vi	0.84 (3)	1.97 (3)	2.779 (3)	161 (3)
O6—H6B⋯N6	0.84 (1)	2.58 (3)	3.227 (4)	135 (4)

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