Tris(ethyl­enediamine-κ2N,N′)cobalt(III) aqua­tris­(oxalato-κ2O1,O2)indate(III)

Zhang, Z.; Wang, F.; Liao, S.

doi:10.1107/S1600536811053736

metal-organic compounds

CRYSTALLOGRAPHIC
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ISSN: 2056-9890

Volume 68| Part 1| January 2012| Pages m65-m66

doi:10.1107/S1600536811053736

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Tris(ethylenediamine-κ²N,N′)cobalt(III) aquatris(oxalato-κ²O¹,O²)indate(III)

Zhe Zhang,^a Fuxiang Wang ^a and Shuangquan Liao ^a ^*

^aDepartment of Materials and Chemical Engineering, Ministry of Education Key Laboratory of Application Technology of Hainan Superior Resources Chemical Materials, Hainan University, Haikou 570228, Hainan Province, People's Republic of China
^*Correspondence e-mail: shqliao@126.com

(Received 26 November 2011; accepted 13 December 2011; online 17 December 2011)

In the cation of the title compound, [Co(C₂H₈N₂)₃][In(C₂O₄)₃(H₂O)], the Co^III atom is coordinated by six N atoms from three ethylenediamine molecules. The Co^III—N bond lengths lie in the range 1.956 (4)–1.986 (4) Å. In the anion, the In^III atom is seven-coordinated by six O atoms from three oxalate ligands and by a water molecule. The cations and anions are linked by extensive O—H⋯O and N—H⋯O hydrogen bonds, forming a supermolecular network.

Related literature

For metal phosphates and germanates templated by metal complexes, see: Du et al. (2004 ); Pan et al. (2005 , 2008 ); Wang et al. (2003a ,b ,c ). For coordination polymers templated by metal complexes, see: Pan et al. (2010a ,b , 2011 ), Tong & Pan (2011 ).

Experimental

Crystal data

[Co(C₂H₈N₂)₃][In(C₂O₄)₃(H₂O)]
M_r = 636.14
Triclinic, $[P \overline 1]$
a = 7.5161 (15) Å
b = 10.921 (2) Å
c = 14.450 (3) Å
α = 79.43 (3)°
β = 80.13 (3)°
γ = 71.25 (3)°
V = 1096.1 (4) Å³
Z = 2
Mo Kα radiation
μ = 1.89 mm⁻¹
T = 293 K
0.3 × 0.2 × 0.18 mm

Data collection

Rigaku R-AXIS RAPID-S diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2002 ) T_min = 0.6, T_max = 0.8
11056 measured reflections
4988 independent reflections
4360 reflections with I > 2σ(I)
R_int = 0.056

Refinement

R[F² > 2σ(F²)] = 0.048
wR(F²) = 0.119
S = 1.10
4988 reflections
300 parameters
Only H-atom displacement parameters refined
Δρ_max = 1.32 e Å⁻³
Δρ_min = −0.91 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O13—H13A⋯O12ⁱ	0.91	1.79	2.620 (5)	150
O13—H13B⋯O6ⁱⁱ	0.86	1.84	2.629 (4)	152
N1—H1A⋯O11ⁱⁱⁱ	0.90	2.17	3.064 (5)	171
N1—H1B⋯O8^iv	0.90	2.14	2.972 (5)	153
N2—H2A⋯O7^v	0.90	2.10	2.935 (5)	155
N2—H2B⋯O10^vi	0.90	2.01	2.838 (5)	152
N3—H3A⋯O7^v	0.90	2.34	3.142 (5)	149
N3—H3A⋯O3^v	0.90	2.37	3.063 (5)	134
N3—H3B⋯O6^iv	0.90	2.06	2.878 (5)	151
N4—H4A⋯O1ⁱⁱⁱ	0.90	2.26	3.114 (5)	159
N4—H4A⋯O2ⁱⁱⁱ	0.90	2.49	3.103 (5)	126
N4—H4B⋯O2	0.90	2.04	2.924 (6)	168
N5—H5A⋯O8^v	0.90	2.09	2.962 (5)	163
N5—H5B⋯O4	0.90	2.14	2.912 (5)	143
N5—H5B⋯O2	0.90	2.40	3.099 (5)	135
N6—H6A⋯O11ⁱⁱⁱ	0.90	2.27	3.040 (5)	143
N6—H6A⋯O1ⁱⁱⁱ	0.90	2.49	3.279 (5)	147
N6—H6B⋯O10^vi	0.90	2.31	3.105 (5)	147
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) x+1, y, z; (iii) -x, -y+1, -z+2; (iv) -x, -y, -z+2; (v) -x+1, -y, -z+2; (vi) x, y, z+1.

Data collection: RAPID-AUTO (Rigaku, 1998 ); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); 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/S1600536811053736/fj2490sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811053736/fj2490Isup2.hkl

checkCIF report

Comment top

Currently, more attention has been paid to employ chiral metal complexes as template, for its wide of shapes, charges and particularly chirality. Up to now, series of metal phosphates and germanates with interesting stuctures have been prepared by using such chiral metal complexes as the template (Wang et al., 2003a; Pan et al. 2005, 2008; Du et al. 2004). And a new concept of chirality transfer of the metal complex into the inorganic host framework has been demonstrated by Yu et al.(Wang et al., 2003b,c). Recently, Pan et al. introduced it into the system coordination polymers, a series of metal oxalates were obtained using metal complex cations as template (Pan et al., 2010a,b, 2011). More recently, they reported [Co(C₂H₈N₂)₃]³⁺[In(C₂O₄)₂(CHO₂)₂]^3- .2H₂O, a formate oxalate mixed coordinated complex (Tong & Pan 2011). In this paper, we present a new complex [Co(C₂H₈N₂)₃]³⁺[In(C₂O₄)₃(H₂O)]^3-. As shown in Fig. 1, the crystal structure of (I) consists of a discrete [In(C₂O₄)₃(H₂O)]^3- anions and [Co(en)₃]³⁺ cations. The In^III ions was seven coordinated and surrounded by three different chelting oxalate and a coordinated water molecule. And the Co^III atom in the cation was connected six N atoms from three different chelting ethylenediamine in a distorted octahedral geometry. The cations and the anions were connected each other through hydrogen bonds to giving a supermolecule entity.

Related literature top

For metal phosphates and germanates templated by metal complexes, see: Du et al. (2004); Pan et al. (2005, 2008); Wang et al. (2003a,b,c). For coordination polymers templated by metal complexes, see: Pan et al. (2010a,b, 2011), Tong & Pan (2011).

Experimental top

In a typical synthesis, a mixture of In(NO₃)₃.5H₂O (1 mmol), Co(en)₃Cl₃ (0.14 mmol), K₂C₂O₄.H₂O (2 mmol) and H₂O (10 ml), was added to a 20 ml Teflon-lined reactor under autogenous pressure at 120 °C for 4 days.

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2002); 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. A view of the structure of complex. Ellipsoids are drawn at the 30% probability level.

Tris(ethylenediamine-κ²N,N')cobalt(III) aquatris(oxalato-κ²O¹,O²)indate(III) top

Crystal data top

[Co(C₂H₈N₂)₃][In(C₂O₄)₃(H₂O)]	Z = 2
M_r = 636.14	F(000) = 640
Triclinic, P1	D_x = 1.927 Mg m⁻³
a = 7.5161 (15) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.921 (2) Å	Cell parameters from 10592 reflections
c = 14.450 (3) Å	θ = 3.0–27.5°
α = 79.43 (3)°	µ = 1.89 mm⁻¹
β = 80.13 (3)°	T = 293 K
γ = 71.25 (3)°	Block, yellow
V = 1096.1 (4) Å³	0.3 × 0.2 × 0.18 mm

Data collection top

Rigaku R-AXIS RAPID-S diffractometer	4988 independent reflections
Radiation source: fine-focus sealed tube	4360 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.056
ω scans	θ_max = 27.5°, θ_min = 3.0°
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2002)	h = −9→9
T_min = 0.6, T_max = 0.8	k = −14→14
11056 measured reflections	l = −18→18

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)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.119	Only H-atom displacement parameters refined
S = 1.10	w = 1/[σ²(F_o²) + (0.0504P)² + 0.7829P] where P = (F_o² + 2F_c²)/3
4988 reflections	(Δ/σ)_max = 0.001
300 parameters	Δρ_max = 1.32 e Å⁻³
0 restraints	Δρ_min = −0.91 e Å⁻³

Crystal data top

[Co(C₂H₈N₂)₃][In(C₂O₄)₃(H₂O)]	γ = 71.25 (3)°
M_r = 636.14	V = 1096.1 (4) Å³
Triclinic, P1	Z = 2
a = 7.5161 (15) Å	Mo Kα radiation
b = 10.921 (2) Å	µ = 1.89 mm⁻¹
c = 14.450 (3) Å	T = 293 K
α = 79.43 (3)°	0.3 × 0.2 × 0.18 mm
β = 80.13 (3)°

Data collection top

Rigaku R-AXIS RAPID-S diffractometer	4988 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2002)	4360 reflections with I > 2σ(I)
T_min = 0.6, T_max = 0.8	R_int = 0.056
11056 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.048	0 restraints
wR(F²) = 0.119	Only H-atom displacement parameters refined
S = 1.10	Δρ_max = 1.32 e Å⁻³
4988 reflections	Δρ_min = −0.91 e Å⁻³
300 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
In1	0.41280 (4)	0.27178 (3)	0.70832 (2)	0.02767 (11)
Co1	0.13688 (7)	0.26192 (5)	1.23880 (4)	0.02715 (15)
O1	0.2854 (5)	0.4022 (3)	0.8190 (2)	0.0379 (7)
O2	0.2698 (5)	0.4142 (3)	0.9718 (2)	0.0490 (9)
O3	0.5453 (5)	0.1704 (3)	0.8361 (2)	0.0402 (8)
O4	0.5603 (6)	0.1847 (4)	0.9864 (3)	0.0681 (12)
O5	0.1303 (4)	0.2508 (3)	0.7207 (3)	0.0400 (8)
O6	−0.0236 (4)	0.1146 (3)	0.7043 (3)	0.0480 (9)
O7	0.4574 (4)	0.0573 (3)	0.7116 (2)	0.0386 (7)
O8	0.2982 (5)	−0.0880 (3)	0.7345 (3)	0.0517 (9)
O9	0.4602 (5)	0.2478 (3)	0.5559 (2)	0.0449 (8)
O10	0.4079 (6)	0.3539 (4)	0.4111 (2)	0.0564 (10)
O11	0.2819 (4)	0.4654 (3)	0.6321 (2)	0.0349 (7)
O12	0.2215 (6)	0.5763 (4)	0.4920 (3)	0.0660 (12)
O13	0.6771 (4)	0.3184 (3)	0.6787 (2)	0.0382 (7)
H13A	0.690 (3)	0.380 (4)	0.628 (3)	0.080*
H13B	0.792 (5)	0.272 (2)	0.686 (3)	0.080*
N1	−0.1017 (6)	0.2554 (4)	1.3206 (3)	0.0410 (9)
H1A	−0.1676	0.3355	1.3353	0.080*
H1B	−0.1734	0.2288	1.2894	0.080*
N2	0.2587 (5)	0.1761 (4)	1.3530 (3)	0.0353 (8)
H2A	0.3232	0.0924	1.3464	0.080*
H2B	0.3414	0.2163	1.3607	0.080*
N3	0.1680 (5)	0.0943 (3)	1.1973 (3)	0.0362 (8)
H3A	0.2883	0.0433	1.2001	0.080*
H3B	0.0917	0.0534	1.2364	0.080*
N4	0.0045 (6)	0.3375 (4)	1.1268 (3)	0.0394 (9)
H4A	−0.1014	0.4015	1.1420	0.080*
H4B	0.0790	0.3727	1.0815	0.080*
N5	0.3809 (5)	0.2696 (3)	1.1686 (3)	0.0334 (8)
H5A	0.4736	0.2015	1.1922	0.080*
H5B	0.3818	0.2628	1.1074	0.080*
N6	0.1154 (5)	0.4369 (4)	1.2661 (3)	0.0376 (9)
H6A	−0.0062	0.4868	1.2690	0.080*
H6B	0.1564	0.4305	1.3223	0.080*
C1	−0.0561 (8)	0.1636 (5)	1.4084 (4)	0.0488 (12)
H1C	−0.0303	0.0745	1.3967	0.080*
H1D	−0.1620	0.1822	1.4579	0.080*
C2	0.1141 (8)	0.1807 (5)	1.4380 (4)	0.0489 (12)
H2C	0.0817	0.2637	1.4616	0.080*
H2D	0.1630	0.1115	1.4881	0.080*
C3	0.1212 (8)	0.1146 (5)	1.0987 (4)	0.0470 (12)
H3C	0.0886	0.0404	1.0866	0.080*
H3D	0.2283	0.1253	1.0534	0.080*
C4	−0.0453 (8)	0.2366 (5)	1.0901 (4)	0.0490 (13)
H4C	−0.0684	0.2643	1.0244	0.080*
H4D	−0.1584	0.2208	1.1269	0.080*
C5	0.4190 (7)	0.3938 (4)	1.1746 (3)	0.0388 (10)
H5C	0.4919	0.4199	1.1165	0.080*
H5D	0.4909	0.3819	1.2270	0.080*
C6	0.2320 (7)	0.4966 (4)	1.1895 (3)	0.0384 (10)
H6C	0.2491	0.5728	1.2078	0.080*
H6D	0.1718	0.5228	1.1318	0.080*
C7	0.3368 (6)	0.3589 (4)	0.9016 (3)	0.0349 (10)
C8	0.4958 (7)	0.2256 (4)	0.9099 (3)	0.0396 (10)
C9	0.1204 (6)	0.1394 (4)	0.7148 (3)	0.0345 (10)
C10	0.3067 (6)	0.0259 (4)	0.7209 (3)	0.0347 (10)
C11	0.3953 (7)	0.3486 (5)	0.4982 (3)	0.0392 (11)
C12	0.2895 (6)	0.4741 (4)	0.5431 (3)	0.0380 (10)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
In1	0.02796 (18)	0.02283 (16)	0.03195 (19)	−0.00503 (12)	−0.00555 (12)	−0.00598 (11)
Co1	0.0254 (3)	0.0220 (3)	0.0337 (3)	−0.0050 (2)	−0.0045 (2)	−0.0058 (2)
O1	0.0447 (19)	0.0308 (15)	0.0320 (17)	0.0010 (13)	−0.0064 (14)	−0.0096 (13)
O2	0.063 (2)	0.0385 (18)	0.0382 (19)	−0.0011 (16)	−0.0030 (16)	−0.0148 (15)
O3	0.049 (2)	0.0324 (16)	0.0285 (17)	0.0043 (14)	−0.0057 (14)	−0.0049 (13)
O4	0.084 (3)	0.064 (2)	0.035 (2)	0.017 (2)	−0.021 (2)	−0.0108 (17)
O5	0.0311 (16)	0.0246 (15)	0.064 (2)	−0.0069 (13)	−0.0073 (15)	−0.0074 (14)
O6	0.0311 (17)	0.0337 (17)	0.081 (3)	−0.0111 (14)	−0.0150 (17)	−0.0010 (16)
O7	0.0299 (16)	0.0235 (14)	0.064 (2)	−0.0061 (12)	−0.0103 (15)	−0.0092 (14)
O8	0.045 (2)	0.0237 (15)	0.090 (3)	−0.0096 (14)	−0.0235 (19)	−0.0037 (16)
O9	0.062 (2)	0.0368 (17)	0.0375 (19)	−0.0119 (16)	−0.0079 (16)	−0.0119 (14)
O10	0.088 (3)	0.064 (2)	0.0312 (19)	−0.037 (2)	−0.0131 (18)	−0.0094 (16)
O11	0.0371 (17)	0.0289 (15)	0.0360 (18)	−0.0072 (13)	−0.0048 (13)	−0.0018 (12)
O12	0.074 (3)	0.054 (2)	0.045 (2)	0.003 (2)	−0.001 (2)	0.0100 (18)
O13	0.0284 (16)	0.0433 (18)	0.0405 (19)	−0.0103 (14)	−0.0089 (14)	0.0036 (14)
N1	0.037 (2)	0.036 (2)	0.051 (3)	−0.0107 (17)	−0.0003 (18)	−0.0150 (18)
N2	0.034 (2)	0.038 (2)	0.032 (2)	−0.0093 (16)	−0.0043 (16)	−0.0031 (15)
N3	0.035 (2)	0.0281 (18)	0.045 (2)	−0.0071 (16)	−0.0074 (17)	−0.0065 (16)
N4	0.037 (2)	0.0297 (19)	0.051 (2)	−0.0055 (16)	−0.0143 (18)	−0.0031 (17)
N5	0.034 (2)	0.0295 (18)	0.034 (2)	−0.0058 (15)	−0.0048 (16)	−0.0040 (15)
N6	0.035 (2)	0.0336 (19)	0.045 (2)	−0.0090 (16)	−0.0006 (17)	−0.0140 (16)
C1	0.053 (3)	0.050 (3)	0.046 (3)	−0.025 (3)	0.013 (2)	−0.014 (2)
C2	0.053 (3)	0.058 (3)	0.037 (3)	−0.021 (3)	0.001 (2)	−0.009 (2)
C3	0.065 (3)	0.041 (3)	0.042 (3)	−0.020 (2)	−0.013 (2)	−0.011 (2)
C4	0.054 (3)	0.046 (3)	0.055 (3)	−0.016 (2)	−0.026 (3)	−0.006 (2)
C5	0.040 (3)	0.039 (2)	0.043 (3)	−0.018 (2)	−0.002 (2)	−0.010 (2)
C6	0.047 (3)	0.027 (2)	0.045 (3)	−0.016 (2)	−0.008 (2)	−0.0044 (19)
C7	0.035 (2)	0.028 (2)	0.040 (3)	−0.0077 (18)	−0.0037 (19)	−0.0062 (18)
C8	0.042 (3)	0.038 (2)	0.034 (3)	−0.006 (2)	−0.006 (2)	−0.0024 (19)
C9	0.029 (2)	0.029 (2)	0.045 (3)	−0.0074 (18)	−0.0074 (19)	−0.0020 (18)
C10	0.037 (2)	0.025 (2)	0.044 (3)	−0.0088 (18)	−0.014 (2)	−0.0025 (18)
C11	0.048 (3)	0.045 (3)	0.033 (3)	−0.024 (2)	−0.009 (2)	−0.005 (2)
C12	0.034 (2)	0.037 (2)	0.040 (3)	−0.0125 (19)	−0.002 (2)	0.0031 (19)

Geometric parameters (Å, º) top

In1—O13	2.160 (3)	N2—H2B	0.9000
In1—O5	2.182 (3)	N3—C3	1.487 (6)
In1—O3	2.191 (3)	N3—H3A	0.9000
In1—O11	2.199 (3)	N3—H3B	0.9000
In1—O9	2.221 (3)	N4—C4	1.477 (6)
In1—O1	2.222 (3)	N4—H4A	0.9000
In1—O7	2.250 (3)	N4—H4B	0.9000
Co1—N4	1.956 (4)	N5—C5	1.494 (5)
Co1—N5	1.957 (4)	N5—H5A	0.9000
Co1—N2	1.959 (4)	N5—H5B	0.9000
Co1—N3	1.960 (4)	N6—C6	1.479 (6)
Co1—N6	1.972 (4)	N6—H6A	0.9000
Co1—N1	1.986 (4)	N6—H6B	0.9000
O1—C7	1.277 (5)	C1—C2	1.492 (7)
O2—C7	1.225 (5)	C1—H1C	0.9700
O3—C8	1.263 (5)	C1—H1D	0.9700
O4—C8	1.234 (6)	C2—H2C	0.9700
O5—C9	1.262 (5)	C2—H2D	0.9700
O6—C9	1.236 (5)	C3—C4	1.509 (7)
O7—C10	1.265 (5)	C3—H3C	0.9700
O8—C10	1.244 (5)	C3—H3D	0.9700
O9—C11	1.266 (6)	C4—H4C	0.9700
O10—C11	1.238 (6)	C4—H4D	0.9700
O11—C12	1.265 (5)	C5—C6	1.501 (6)
O12—C12	1.230 (6)	C5—H5C	0.9700
O13—H13A	0.9135	C5—H5D	0.9700
O13—H13B	0.8610	C6—H6C	0.9700
N1—C1	1.481 (7)	C6—H6D	0.9700
N1—H1A	0.9000	C7—C8	1.559 (6)
N1—H1B	0.9000	C9—C10	1.546 (6)
N2—C2	1.491 (6)	C11—C12	1.543 (7)
N2—H2A	0.9000

O13—In1—O5	170.86 (11)	H4A—N4—H4B	108.1
O13—In1—O3	79.09 (12)	C5—N5—Co1	111.8 (3)
O5—In1—O3	109.59 (13)	C5—N5—H5A	109.3
O13—In1—O11	87.46 (12)	Co1—N5—H5A	109.3
O5—In1—O11	83.75 (12)	C5—N5—H5B	109.3
O3—In1—O11	143.84 (12)	Co1—N5—H5B	109.3
O13—In1—O9	84.67 (13)	H5A—N5—H5B	107.9
O5—In1—O9	90.49 (13)	C6—N6—Co1	108.4 (3)
O3—In1—O9	136.66 (12)	C6—N6—H6A	110.0
O11—In1—O9	73.94 (12)	Co1—N6—H6A	110.0
O13—In1—O1	95.45 (12)	C6—N6—H6B	110.0
O5—In1—O1	84.56 (12)	Co1—N6—H6B	110.0
O3—In1—O1	73.95 (11)	H6A—N6—H6B	108.4
O11—In1—O1	74.14 (11)	N1—C1—C2	107.7 (4)
O9—In1—O1	148.04 (12)	N1—C1—H1C	110.2
O13—In1—O7	111.82 (12)	C2—C1—H1C	110.2
O5—In1—O7	74.38 (11)	N1—C1—H1D	110.2
O3—In1—O7	72.79 (12)	C2—C1—H1D	110.2
O11—In1—O7	142.94 (12)	H1C—C1—H1D	108.5
O9—In1—O7	76.66 (12)	N2—C2—C1	107.3 (4)
O1—In1—O7	131.28 (12)	N2—C2—H2C	110.2
N4—Co1—N5	92.52 (17)	C1—C2—H2C	110.2
N4—Co1—N2	175.52 (16)	N2—C2—H2D	110.2
N5—Co1—N2	90.62 (16)	C1—C2—H2D	110.2
N4—Co1—N3	84.54 (16)	H2C—C2—H2D	108.5
N5—Co1—N3	91.28 (16)	N3—C3—C4	106.4 (4)
N2—Co1—N3	92.20 (16)	N3—C3—H3C	110.5
N4—Co1—N6	91.28 (16)	C4—C3—H3C	110.5
N5—Co1—N6	84.23 (15)	N3—C3—H3D	110.5
N2—Co1—N6	92.22 (16)	C4—C3—H3D	110.5
N3—Co1—N6	173.73 (16)	H3C—C3—H3D	108.6
N4—Co1—N1	92.14 (18)	N4—C4—C3	106.5 (4)
N5—Co1—N1	174.76 (16)	N4—C4—H4C	110.4
N2—Co1—N1	84.87 (17)	C3—C4—H4C	110.4
N3—Co1—N1	91.56 (16)	N4—C4—H4D	110.4
N6—Co1—N1	93.26 (16)	C3—C4—H4D	110.4
C7—O1—In1	116.6 (3)	H4C—C4—H4D	108.6
C8—O3—In1	118.2 (3)	N5—C5—C6	107.9 (4)
C9—O5—In1	117.0 (3)	N5—C5—H5C	110.1
C10—O7—In1	114.6 (3)	C6—C5—H5C	110.1
C11—O9—In1	116.8 (3)	N5—C5—H5D	110.1
C12—O11—In1	116.9 (3)	C6—C5—H5D	110.1
In1—O13—H13A	118.1	H5C—C5—H5D	108.4
In1—O13—H13B	132.1	N6—C6—C5	106.2 (4)
H13A—O13—H13B	104.0	N6—C6—H6C	110.5
C1—N1—Co1	109.3 (3)	C5—C6—H6C	110.5
C1—N1—H1A	109.8	N6—C6—H6D	110.5
Co1—N1—H1A	109.8	C5—C6—H6D	110.5
C1—N1—H1B	109.8	H6C—C6—H6D	108.7
Co1—N1—H1B	109.8	O2—C7—O1	124.7 (4)
H1A—N1—H1B	108.3	O2—C7—C8	119.9 (4)
C2—N2—Co1	110.4 (3)	O1—C7—C8	115.4 (4)
C2—N2—H2A	109.6	O4—C8—O3	126.7 (4)
Co1—N2—H2A	109.6	O4—C8—C7	117.8 (4)
C2—N2—H2B	109.6	O3—C8—C7	115.6 (4)
Co1—N2—H2B	109.6	O6—C9—O5	125.6 (4)
H2A—N2—H2B	108.1	O6—C9—C10	118.4 (4)
C3—N3—Co1	110.6 (3)	O5—C9—C10	116.0 (4)
C3—N3—H3A	109.5	O8—C10—O7	125.0 (4)
Co1—N3—H3A	109.5	O8—C10—C9	118.4 (4)
C3—N3—H3B	109.5	O7—C10—C9	116.5 (4)
Co1—N3—H3B	109.5	O10—C11—O9	125.9 (5)
H3A—N3—H3B	108.1	O10—C11—C12	118.6 (4)
C4—N4—Co1	110.6 (3)	O9—C11—C12	115.5 (4)
C4—N4—H4A	109.5	O12—C12—O11	123.6 (5)
Co1—N4—H4A	109.5	O12—C12—C11	119.6 (4)
C4—N4—H4B	109.5	O11—C12—C11	116.8 (4)
Co1—N4—H4B	109.5

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O13—H13A···O12ⁱ	0.91	1.79	2.620 (5)	150
O13—H13B···O6ⁱⁱ	0.86	1.84	2.629 (4)	152
N1—H1A···O11ⁱⁱⁱ	0.90	2.17	3.064 (5)	171
N1—H1B···O8^iv	0.90	2.14	2.972 (5)	153
N2—H2A···O7^v	0.90	2.10	2.935 (5)	155
N2—H2B···O10^vi	0.90	2.01	2.838 (5)	152
N3—H3A···O7^v	0.90	2.34	3.142 (5)	149
N3—H3A···O3^v	0.90	2.37	3.063 (5)	134
N3—H3B···O6^iv	0.90	2.06	2.878 (5)	151
N4—H4A···O1ⁱⁱⁱ	0.90	2.26	3.114 (5)	159
N4—H4A···O2ⁱⁱⁱ	0.90	2.49	3.103 (5)	126
N4—H4B···O2	0.90	2.04	2.924 (6)	168
N5—H5A···O8^v	0.90	2.09	2.962 (5)	163
N5—H5B···O4	0.90	2.14	2.912 (5)	143
N5—H5B···O2	0.90	2.40	3.099 (5)	135
N6—H6A···O11ⁱⁱⁱ	0.90	2.27	3.040 (5)	143
N6—H6A···O1ⁱⁱⁱ	0.90	2.49	3.279 (5)	147
N6—H6B···O10^vi	0.90	2.31	3.105 (5)	147

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

Experimental details

Crystal data
Chemical formula	[Co(C₂H₈N₂)₃][In(C₂O₄)₃(H₂O)]
M_r	636.14
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	7.5161 (15), 10.921 (2), 14.450 (3)
α, β, γ (°)	79.43 (3), 80.13 (3), 71.25 (3)
V (Å³)	1096.1 (4)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.89
Crystal size (mm)	0.3 × 0.2 × 0.18

Data collection
Diffractometer	Rigaku R-AXIS RAPID-S diffractometer
Absorption correction	Multi-scan (CrystalClear; Rigaku/MSC, 2002)
T_min, T_max	0.6, 0.8
No. of measured, independent and observed [I > 2σ(I)] reflections	11056, 4988, 4360
R_int	0.056
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.048, 0.119, 1.10
No. of reflections	4988
No. of parameters	300
H-atom treatment	Only H-atom displacement parameters refined
Δρ_max, Δρ_min (e Å⁻³)	1.32, −0.91

Computer programs: RAPID-AUTO (Rigaku, 1998), CrystalStructure (Rigaku/MSC, 2002), 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
O13—H13A···O12ⁱ	0.91	1.79	2.620 (5)	150
O13—H13B···O6ⁱⁱ	0.86	1.84	2.629 (4)	152
N1—H1A···O11ⁱⁱⁱ	0.90	2.17	3.064 (5)	171
N1—H1B···O8^iv	0.90	2.14	2.972 (5)	153
N2—H2A···O7^v	0.90	2.10	2.935 (5)	155
N2—H2B···O10^vi	0.90	2.01	2.838 (5)	152
N3—H3A···O7^v	0.90	2.34	3.142 (5)	149
N3—H3A···O3^v	0.90	2.37	3.063 (5)	134
N3—H3B···O6^iv	0.90	2.06	2.878 (5)	151
N4—H4A···O1ⁱⁱⁱ	0.90	2.26	3.114 (5)	159
N4—H4A···O2ⁱⁱⁱ	0.90	2.49	3.103 (5)	126
N4—H4B···O2	0.90	2.04	2.924 (6)	168
N5—H5A···O8^v	0.90	2.09	2.962 (5)	163
N5—H5B···O4	0.90	2.14	2.912 (5)	143
N5—H5B···O2	0.90	2.40	3.099 (5)	135
N6—H6A···O11ⁱⁱⁱ	0.90	2.27	3.040 (5)	143
N6—H6A···O1ⁱⁱⁱ	0.90	2.49	3.279 (5)	147
N6—H6B···O10^vi	0.90	2.31	3.105 (5)	147

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

Acknowledgements

This work was supported by the Foundation of Hainan University (No. hd09xm69) and the University Scientific Research Foundation of the Education Committee of Hainan Province (No. HJKL2009–16).

References

Du, Y., Yu, J. H. & Xu, R. R. (2004). J. Solid State Chem. 177, 2032–3037. Web of Science CrossRef Google Scholar
Pan, Q. H., Cheng, Q. & Bu, X.-H. (2010b). CrystEngComm, 12, 4198–4204. Web of Science CSD CrossRef CAS Google Scholar
Pan, Q. H., Cheng, Q. & Bu, X.-H. (2011). Chem. J. Chin. Univ. 32, 527–531. CAS Google Scholar
Pan, Q. H., Li, J. Y. & Bu, X.-H. (2010a). Microporous Mesoporous Mater. 132, 453–457. Web of Science CSD CrossRef CAS Google Scholar
Pan, Q. H., Yu, J. H. & Xu, R. R. (2005). Chem. J. Chin. Univ. 26, 2199–2202. CAS Google Scholar
Pan, Q. H., Yu, J. H. & Xu, R. R. (2008). Chem. Mater. 20, 370–372. Web of Science CSD CrossRef CAS Google Scholar
Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Tong, J. & Pan, Q. (2011). Acta Cryst. E67, m579–m580. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
Wang, Y., Yu, J. H. & Xu, R. R. (2003a). J. Solid State Chem. 170, 176–3037. Web of Science CSD CrossRef CAS Google Scholar
Wang, Y., Yu, J. H. & Xu, R. R. (2003b). Angew. Chem. Int. Ed. 42, 4089–4092. Web of Science CSD CrossRef CAS Google Scholar
Wang, Y., Yu, J. H. & Xu, R. R. (2003c). Chem. Eur. J. 9, 5048–5055. Web of Science CSD CrossRef PubMed CAS Google Scholar

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