Penta-aqua-(1H-benzimidazole-5,6-di-carboxyl-ato-κN)cobalt(II) penta-hydrate.

In the title mononuclear complex, [Co(C(9)H(4)N(2)O(4))(H(2)O)(5)]·5H(2)O, the Co(II) atom exhibits a distorted octa-hedral geometry involving an N atom of a 1H-benzimidazole-5,6-dicarboxyl-ate ligand and five water O atoms. A supra-molecular network is generated through inter-molecular O-H⋯O hydrogen-bonding inter-actions involving the coordinated and uncoordinated water mol-ecules and the carboxyl O atoms of the organic ligand. An inter-molecular N-H⋯O hydrogen bond is also observed.

Related literature

For the crystal structures of related compounds, see: Gao et al. (2008 ▶); Lo et al. (2007 ▶); Yao et al. (2008 ▶).

Experimental

Crystal data

[Co(C9H4N2O4)(n class="Chemical">H2O)5]·5H2O

M = 443.23

Triclinic,

a = 6.8454 (14) Å

b = 11.480 (2) Å

c = 12.408 (3) Å

α = 78.02 (3)°

β = 78.57 (3)°

γ = 74.80 (3)°

V = 909.7 (4) Å3

Z = 2

Mo Kα radiation

μ = 1.02 mm−1

T = 293 K

0.31 × 0.26 × 0.21 mm

Data collection

Rigaku/MSC Mercury CCD diffractometer

Absorption correction: multi-scan (REQAB; Jacobson, 1998 ▶) T min = 0.744, T max = 0.815

7307 measured reflections

3269 independent reflections

2010 reflections with I > 2σ(I)

R int = 0.050

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.148

S = 1.19

3269 reflections

235 parameters

30 restraints

H-atom parameters constrained

Δρmax = 0.85 e Å−3

Δρmin = −1.00 e Å−3

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: ORTEPII (Johnson, 1976 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809019904/rz2326sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809019904/rz2326Isup2.hkl

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

[Co(C9H4N2O4)(H2O)5]·5H2O	Z = 2
Mr = 443.23	F(000) = 462
Triclinic, P1	Dx = 1.618 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.8454 (14) Å	Cell parameters from 3600 reflections
b = 11.480 (2) Å	θ = 1.4–28°
c = 12.408 (3) Å	µ = 1.02 mm−1
α = 78.02 (3)°	T = 293 K
β = 78.57 (3)°	Block, pink
γ = 74.80 (3)°	0.31 × 0.26 × 0.21 mm
V = 909.7 (4) Å3

Rigaku/MSC Mercury CCD diffractometer	3269 independent reflections
Radiation source: fine-focus sealed tube	2010 reflections with I > 2σ(I)
graphite	Rint = 0.050
ω scans	θmax = 25.2°, θmin = 3.1°
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	h = −8→8
Tmin = 0.744, Tmax = 0.815	k = −13→13
7307 measured reflections	l = −13→14

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) = 0.148	H-atom parameters constrained
S = 1.19	w = 1/[σ2(Fo2) + (0.025P)2 + 3.508P] where P = (Fo2 + 2Fc2)/3
3269 reflections	(Δ/σ)max < 0.001
235 parameters	Δρmax = 0.85 e Å−3
30 restraints	Δρmin = −1.00 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
Co2	0.10067 (16)	0.09663 (9)	0.24088 (8)	0.0301 (3)
O1	−0.1942 (8)	0.8137 (4)	0.2444 (4)	0.0386 (13)
O2	−0.4507 (8)	0.7825 (5)	0.3797 (4)	0.0417 (13)
O3	0.0523 (8)	0.6536 (5)	0.0471 (4)	0.0420 (14)
O4	−0.2859 (8)	0.6922 (5)	0.0637 (4)	0.0431 (14)
N1	−0.0099 (9)	0.2334 (5)	0.3409 (5)	0.0292 (14)
N2	−0.1506 (9)	0.3081 (5)	0.4971 (5)	0.0351 (15)
H2	−0.1939	0.3096	0.5668	0.042*
C1	−0.2252 (10)	0.6102 (6)	0.3117 (6)	0.0272 (15)
C2	−0.1306 (10)	0.5624 (6)	0.2126 (6)	0.0272 (16)
C3	−0.0533 (11)	0.4390 (6)	0.2134 (6)	0.0292 (16)
H3	0.0095	0.4084	0.1481	0.035*
C4	−0.0722 (10)	0.3611 (6)	0.3154 (6)	0.0259 (15)
C5	−0.1612 (11)	0.4083 (6)	0.4130 (5)	0.0257 (15)
C6	−0.2406 (11)	0.5323 (6)	0.4127 (6)	0.0328 (17)
H6	−0.3025	0.5623	0.4784	0.039*
C7	−0.2974 (11)	0.7460 (7)	0.3101 (6)	0.0323 (17)
C8	−0.1215 (11)	0.6451 (6)	0.0995 (6)	0.0311 (17)
C9	−0.0613 (11)	0.2089 (6)	0.4507 (6)	0.0320 (17)
H9	−0.0373	0.1301	0.4913	0.038*
O1W	−0.1050 (7)	0.1798 (4)	0.1266 (4)	0.0365 (12)
H1W	−0.0713	0.2310	0.0718	0.055*
H2W	−0.1628	0.1323	0.1082	0.055*
O2W	0.3202 (7)	0.1855 (4)	0.1370 (4)	0.0351 (12)
H4W	0.3630	0.2256	0.1731	0.053*
H3W	0.2982	0.2251	0.0739	0.053*
O3W	0.2255 (9)	−0.0454 (5)	0.1511 (5)	0.0526 (16)
H5W	0.2351	−0.1196	0.1787	0.079*
H6W	0.2442	−0.0342	0.0811	0.079*
O4W	−0.1232 (8)	0.0001 (4)	0.3351 (4)	0.0370 (12)
H7W	−0.2302	0.0564	0.3368	0.056*
H8W	−0.1389	−0.0575	0.3079	0.056*
O5W	0.2965 (8)	0.0074 (4)	0.3565 (4)	0.0393 (13)
H9W	0.3548	0.0620	0.3604	0.059*
H10W	0.3815	−0.0593	0.3500	0.059*
O6W	0.6987 (8)	0.0165 (5)	0.0785 (4)	0.0404 (13)
H12W	0.7395	−0.0481	0.1221	0.061*
H11W	0.5769	0.0507	0.1004	0.061*
O7W	0.5026 (8)	0.1541 (5)	0.4139 (5)	0.0472 (14)
H13W	0.5043	0.2127	0.3607	0.071*
H14W	0.4695	0.1786	0.4757	0.071*
O8W	0.5118 (8)	0.3188 (5)	0.2216 (5)	0.0501 (15)
H15W	0.6299	0.2925	0.1884	0.075*
H16W	0.4733	0.3952	0.2051	0.075*
O9W	0.4165 (9)	0.5583 (5)	0.1328 (5)	0.0547 (16)
H17W	0.5089	0.5965	0.1059	0.082*
H18W	0.3098	0.5902	0.1038	0.082*
O10W	0.2113 (8)	0.7246 (5)	0.2679 (4)	0.0452 (14)
H20W	0.0877	0.7635	0.2566	0.068*
H19W	0.2901	0.7741	0.2624	0.068*

	U11	U22	U33	U12	U13	U23
Co2	0.0367 (6)	0.0223 (5)	0.0290 (5)	−0.0043 (4)	−0.0046 (4)	−0.0024 (4)
O1	0.047 (3)	0.024 (3)	0.040 (3)	−0.007 (2)	−0.002 (3)	−0.001 (2)
O2	0.049 (3)	0.027 (3)	0.041 (3)	0.002 (3)	0.000 (3)	−0.007 (2)
O3	0.039 (3)	0.044 (3)	0.033 (3)	−0.008 (3)	−0.001 (2)	0.009 (3)
O4	0.037 (3)	0.049 (3)	0.038 (3)	−0.010 (3)	−0.014 (2)	0.011 (3)
N1	0.038 (3)	0.022 (3)	0.025 (3)	−0.003 (3)	−0.005 (3)	−0.002 (3)
N2	0.049 (4)	0.029 (3)	0.020 (3)	−0.004 (3)	0.000 (3)	0.000 (3)
C1	0.032 (4)	0.014 (3)	0.033 (4)	0.000 (3)	−0.006 (3)	−0.004 (3)
C2	0.033 (4)	0.018 (4)	0.029 (4)	−0.006 (3)	−0.011 (3)	0.004 (3)
C3	0.040 (4)	0.025 (4)	0.023 (4)	−0.006 (3)	−0.006 (3)	−0.005 (3)
C4	0.032 (4)	0.009 (3)	0.032 (4)	0.002 (3)	−0.003 (3)	−0.003 (3)
C5	0.042 (4)	0.017 (3)	0.016 (3)	−0.004 (3)	−0.004 (3)	0.000 (3)
C6	0.044 (4)	0.028 (4)	0.026 (4)	−0.008 (3)	−0.003 (3)	−0.008 (3)
C7	0.034 (4)	0.026 (4)	0.034 (4)	0.001 (3)	−0.010 (3)	−0.002 (3)
C8	0.037 (4)	0.026 (4)	0.033 (4)	−0.008 (3)	−0.008 (3)	−0.006 (3)
C9	0.042 (4)	0.018 (4)	0.030 (4)	0.000 (3)	−0.004 (3)	0.000 (3)
O1W	0.042 (3)	0.032 (3)	0.035 (3)	−0.011 (2)	−0.007 (2)	0.002 (2)
O2W	0.042 (3)	0.034 (3)	0.030 (3)	−0.013 (2)	−0.008 (2)	0.002 (2)
O3W	0.080 (4)	0.029 (3)	0.042 (3)	−0.007 (3)	0.004 (3)	−0.009 (3)
O4W	0.047 (3)	0.025 (3)	0.039 (3)	−0.009 (2)	−0.005 (2)	−0.006 (2)
O5W	0.043 (3)	0.021 (3)	0.050 (3)	0.004 (2)	−0.014 (3)	−0.006 (2)
O6W	0.038 (3)	0.034 (3)	0.043 (3)	0.002 (2)	−0.007 (2)	−0.005 (3)
O7W	0.055 (4)	0.045 (3)	0.042 (3)	−0.006 (3)	−0.007 (3)	−0.013 (3)
O8W	0.050 (3)	0.039 (3)	0.061 (4)	−0.008 (3)	−0.012 (3)	−0.006 (3)
O9W	0.044 (3)	0.045 (4)	0.070 (4)	−0.010 (3)	−0.009 (3)	0.001 (3)
O10W	0.049 (3)	0.048 (4)	0.040 (3)	−0.015 (3)	−0.010 (3)	−0.001 (3)

Co2—O3W	2.068 (5)	C5—C6	1.384 (9)
Co2—O5W	2.082 (5)	C6—H6	0.9300
Co2—N1	2.096 (6)	C9—H9	0.9300
Co2—O1W	2.104 (5)	O1W—H1W	0.8400
Co2—O2W	2.109 (5)	O1W—H2W	0.8401
Co2—O4W	2.141 (5)	O2W—H4W	0.8400
O1—C7	1.250 (8)	O2W—H3W	0.8400
O2—C7	1.259 (9)	O3W—H5W	0.8400
O3—C8	1.255 (8)	O3W—H6W	0.8400
O4—C8	1.239 (8)	O4W—H7W	0.8401
N1—C9	1.328 (9)	O4W—H8W	0.8401
N1—C4	1.401 (8)	O5W—H9W	0.8400
N2—C9	1.330 (9)	O5W—H10W	0.8400
N2—C5	1.380 (8)	O6W—H12W	0.8400
N2—H2	0.8600	O6W—H11W	0.8400
C1—C6	1.383 (9)	O7W—H13W	0.8400
C1—C2	1.419 (10)	O7W—H14W	0.8400
C1—C7	1.503 (9)	O8W—H15W	0.8400
C2—C3	1.376 (9)	O8W—H16W	0.8400
C2—C8	1.522 (9)	O9W—H17W	0.8400
C3—C4	1.394 (9)	O9W—H18W	0.8400
C3—H3	0.9300	O10W—H20W	0.8708
C4—C5	1.392 (9)	O10W—H19W	0.8660
O3W—Co2—O5W	88.5 (2)	N2—C5—C4	105.4 (6)
O3W—Co2—N1	175.5 (2)	C6—C5—C4	122.0 (6)
O5W—Co2—N1	87.0 (2)	C1—C6—C5	117.9 (6)
O3W—Co2—O1W	90.5 (2)	C1—C6—H6	121.0
O5W—Co2—O1W	177.2 (2)	C5—C6—H6	121.0
N1—Co2—O1W	94.1 (2)	O1—C7—O2	124.7 (7)
O3W—Co2—O2W	86.2 (2)	O1—C7—C1	117.8 (6)
O5W—Co2—O2W	93.4 (2)	O2—C7—C1	117.3 (6)
N1—Co2—O2W	94.0 (2)	O4—C8—O3	125.3 (7)
O1W—Co2—O2W	89.15 (19)	O4—C8—C2	117.0 (6)
O3W—Co2—O4W	90.0 (2)	O3—C8—C2	117.5 (6)
O5W—Co2—O4W	89.0 (2)	N1—C9—N2	113.4 (6)
N1—Co2—O4W	90.0 (2)	N1—C9—H9	123.3
O1W—Co2—O4W	88.33 (19)	N2—C9—H9	123.3
O2W—Co2—O4W	175.4 (2)	Co2—O1W—H1W	119.1
C9—N1—C4	104.2 (6)	Co2—O1W—H2W	115.2
C9—N1—Co2	122.8 (5)	H1W—O1W—H2W	111.5
C4—N1—Co2	132.5 (4)	Co2—O2W—H4W	110.6
C9—N2—C5	107.7 (6)	Co2—O2W—H3W	120.7
C9—N2—H2	126.2	H4W—O2W—H3W	111.6
C5—N2—H2	126.2	Co2—O3W—H5W	123.9
C6—C1—C2	120.1 (6)	Co2—O3W—H6W	122.3
C6—C1—C7	119.0 (6)	H5W—O3W—H6W	112.1
C2—C1—C7	120.8 (6)	Co2—O4W—H7W	101.5
C3—C2—C1	121.6 (6)	Co2—O4W—H8W	116.2
C3—C2—C8	117.0 (6)	H7W—O4W—H8W	110.5
C1—C2—C8	121.3 (6)	Co2—O5W—H9W	102.5
C2—C3—C4	117.8 (6)	Co2—O5W—H10W	123.2
C2—C3—H3	121.1	H9W—O5W—H10W	111.2
C4—C3—H3	121.1	H12W—O6W—H11W	111.4
C5—C4—C3	120.5 (6)	H13W—O7W—H14W	111.5
C5—C4—N1	109.3 (6)	H15W—O8W—H16W	111.6
C3—C4—N1	130.2 (6)	H17W—O9W—H18W	111.6
N2—C5—C6	132.6 (6)	H20W—O10W—H19W	112.0

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O10Wi	0.86	1.99	2.822 (8)	162
O1W—H1W···O3ii	0.84	1.78	2.603 (7)	169
O1W—H2W···O6Wiii	0.84	1.95	2.789 (9)	175
O2W—H4W···O8W	0.84	1.90	2.726 (9)	165
O2W—H3W···O4ii	0.84	1.78	2.614 (7)	173
O3W—H5W···O10Wiv	0.84	1.93	2.752 (8)	167
O3W—H6W···O6Wv	0.84	1.92	2.758 (8)	177
O4W—H7W···O7Wiii	0.84	2.05	2.827 (7)	154
O4W—H8W···O1iv	0.84	1.96	2.801 (8)	176
O5W—H9W···O7W	0.84	1.92	2.734 (9)	162
O5W—H10W···O2vi	0.84	1.88	2.700 (7)	164
O6W—H12W···O1vi	0.84	1.98	2.812 (6)	171
O6W—H11W···O2W	0.84	2.06	2.865 (6)	161
O7W—H13W···O8W	0.84	1.89	2.721 (8)	168
O7W—H14W···O2i	0.84	1.91	2.737 (8)	168
O8W—H15W···O1Wvii	0.84	2.05	2.860 (7)	163
O8W—H16W···O9W	0.84	1.88	2.699 (7)	166
O9W—H17W···O4vii	0.84	1.93	2.766 (9)	172
O9W—H18W···O3	0.84	1.93	2.771 (8)	175
O10W—H20W···O1	0.87	1.89	2.747 (7)	168
O10W—H19W···O2vii	0.87	2.54	3.191 (9)	133

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2⋯O10Wi	0.86	1.99	2.822 (8)	162
O1W—H1W⋯O3ii	0.84	1.78	2.603 (7)	169
O1W—H2W⋯O6Wiii	0.84	1.95	2.789 (9)	175
O2W—H4W⋯O8W	0.84	1.90	2.726 (9)	165
O2W—H3W⋯O4ii	0.84	1.78	2.614 (7)	173
O3W—H5W⋯O10Wiv	0.84	1.93	2.752 (8)	167
O3W—H6W⋯O6Wv	0.84	1.92	2.758 (8)	177
O4W—H7W⋯O7Wiii	0.84	2.05	2.827 (7)	154
O4W—H8W⋯O1iv	0.84	1.96	2.801 (8)	176
O5W—H9W⋯O7W	0.84	1.92	2.734 (9)	162
O5W—H10W⋯O2vi	0.84	1.88	2.700 (7)	164
O6W—H12W⋯O1vi	0.84	1.98	2.812 (6)	171
O6W—H11W⋯O2W	0.84	2.06	2.865 (6)	161
O7W—H13W⋯O8W	0.84	1.89	2.721 (8)	168
O7W—H14W⋯O2i	0.84	1.91	2.737 (8)	168
O8W—H15W⋯O1Wvii	0.84	2.05	2.860 (7)	163
O8W—H16W⋯O9W	0.84	1.88	2.699 (7)	166
O9W—H17W⋯O4vii	0.84	1.93	2.766 (9)	172
O9W—H18W⋯O3	0.84	1.93	2.771 (8)	175
O10W—H20W⋯O1	0.87	1.89	2.747 (7)	168
O10W—H19W⋯O2vii	0.87	2.54	3.191 (9)	133

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