Aqua­chlorido{6,6′-dimeth­oxy-2,2′-[ethane-1,2-diylbis(nitrilo­dimethyl­idyne)]diphenolato-κ2O1,N,N′,O1′}cobalt(III) monohydrate

Xing, J.

doi:10.1107/S1600536809011167

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 4| April 2009| Page m468

doi:10.1107/S1600536809011167

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Aquachlorido{6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilodimethylidyne)]diphenolato-κ²O¹,N,N′,O^1′}cobalt(III) monohydrate

Jianxin Xing ^a ^*

^aDepartment of Biology, Dezhou University, Dezhou 253023, People's Republic of China
^*Correspondence e-mail: jianxin_xing@163.com

(Received 19 March 2009; accepted 26 March 2009; online 31 March 2009)

The title compound, [Co(C₁₈H₁₈N₂O₄)Cl(H₂O)]·H₂O, contains a distorted octahedral cobalt(III) complex with a 6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilodimethylidyne)]diphenolate ligand, a chloride and an aqua ligand, and also a disordered water solvent molecule (half-occupancy). The Co^III ion is coordinated in an N₂O₃Cl manner. Weak O—H⋯O hydrogen bonds may help to stabilize the crystal packing.

Related literature

For related literature, see: Aurangzeb et al. (1994 ); Hulme et al. (1997 ); Li et al. (2008 ); Fei & Fang (2008 ); Wang et al. (1979 ); Xia et al. (2007 ); Zhang & Janiak (2001 ).

Experimental

Crystal data

[Co(C₁₈H₁₈N₂O₄)Cl(H₂O)]·H₂O
M_r = 456.76
Trigonal, $[R \overline 3]$
a = 26.490 (2) Å
c = 15.6234 (17) Å
V = 9494.5 (14) Å³
Z = 18
Mo Kα radiation
μ = 0.98 mm⁻¹
T = 293 K
0.15 × 0.13 × 0.09 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.868, T_max = 0.917
13737 measured reflections
4116 independent reflections
2834 reflections with I > 2σ(I)
R_int = 0.062

Refinement

R[F² > 2σ(F²)] = 0.074
wR(F²) = 0.259
S = 1.03
4116 reflections
274 parameters
H-atom parameters constrained
Δρ_max = 1.55 e Å⁻³
Δρ_min = −1.03 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O7—H7D⋯O3ⁱ	0.86	2.44	2.883 (5)	113
O7—H7D⋯O5ⁱ	0.86	2.22	3.078 (5)	178
O7—H7C⋯O6ⁱ	0.84	2.58	3.033 (6)	115
O7—H7C⋯O4ⁱ	0.84	1.95	2.798 (5)	178
O2—H2D⋯O2ⁱⁱ	0.86	2.01	2.861 (9)	178
O2—H2C⋯O8ⁱⁱ	0.84	2.13	2.868 (19)	147
O2—H2C⋯O1ⁱⁱ	0.84	1.72	2.56 (3)	175
O8—H8E⋯O2ⁱⁱⁱ	0.85	2.04	2.868 (19)	163
O8—H8D⋯Cl1	0.84	2.34	3.147 (12)	163
O1—H1D⋯Cl1	0.85	2.34	3.11 (3)	150
Symmetry codes: (i) $[-x+{\script{5\over 3}}, -y+{\script{1\over 3}}, -z+{\script{4\over 3}}]$ ; (ii) $[x-y+{\script{1\over 3}}, x-{\script{1\over 3}}, -z+{\script{2\over 3}}]$ ; (iii) $[y+{\script{1\over 3}}, -x+y+{\script{2\over 3}}, -z+{\script{2\over 3}}]$ .

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT-Plus (Bruker, 2001 ); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP (Sheldrick, 1998 ); software used to prepare material for publication: XP.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809011167/hg2491sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809011167/hg2491Isup2.hkl

checkCIF report

Comment top

The synthesis and structural investigation of Schiff base complexes have attracted much attention due to their interesting structures and wide potential applications. They play an important role in the development of coordination chemistry as well as inorganic biochemistry, catalysis, optical materials and so on (Aurangzeb et al., 1994, Hulme et al., 1997; Li et al., 2008; Fei & Fang, 2008; Zhang & Janiak, 2001). Here, we report a new Schiff base cobalt complex based on the tetradentate Schiff base ligand 6,6'-dimethoxy-2,2'-(ethane-1,2-diyldiiminodimethylene)diphenol.

The molecular structure of title compound is shown in Fig. 1. The coordination sphere for the Co^III ion in the title complex is a distorted octahedron, in which four equational positions come from two N atoms, two O atoms of the Schiff base ligand, and the other two trans ones are occupied by one chloro ion and the O atom of water molecule. The Co—O and Co—N bond lengths are basically consistent with the corresponding distances in the similar cobalt tetradentate Schiff base complex bis[[µ-bis(salicylaldehyde)ethylenediimine]-dicobalt(III) dichloride chloroform solvate(Wang, et al., 1979), while the Co—O (H₂O) and the Co—Cl bond lengths are slightly longer than those found in the same complex. Additional, molecules are held together via intermolecular O—H···O and intramolecular O—H···Cl and O—H···O hydrogen bonds.

Related literature top

For related literature, see: Aurangzeb et al. (1994); Hulme et al. (1997); Li et al. (2008); Fei & Fang (2008); Wang et al. (1979); Xia et al. (2007); Zhang & Janiak (2001).

Experimental top

6,6'-dimethoxy-2,2'-(ethane-1,2-diyldiiminodimethylene)diphenol was synthesized according to a modified reported method (Xia, et al., 2007). A mixture of CoCl₂.6H₂O (1 mmol, 237 mg), 6,6'-dimethoxy-2,2'-(ethane-1,2-diyldiiminodimethylene)diphenol (1 mmol, 326.4 mg) and 40 ml methanol was stirred for 30 min at 323 K, before it was filtered to remove the insolvable materials. Crystals suitable for X-ray diffraction analysis were obtained by slow evaparation at room temperature for three weeks with a yield about 40%.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP (Sheldrick, 1998); software used to prepare material for publication: XP (Sheldrick, 1998).

Figures top

Fig. 1. A view of complex (I), showing 30% probability displacement ellipsoids and the atom-numbering scheme. The solvate water molecule and all the H atoms have been omitted for clarity.

Aquachlorido{6,6'-dimethoxy-2,2'-[ethane-1,2- diylbis(nitrilodimethylidyne)]diphenolato- κ²O¹,N,N',O^1'}cobalt(III) monohydrate top

Crystal data top

[Co(C₁₈H₁₈N₂O₄)Cl(H₂O)]·H₂O	D_x = 1.438 Mg m⁻³ D_m = 1.438 Mg m⁻³ D_m measured by not measured
M_r = 456.76	Mo Kα radiation, λ = 0.71073 Å
Trigonal, R3	Cell parameters from 5356 reflections
Hall symbol: -R 3	θ = 2.7–26.9°
a = 26.490 (2) Å	µ = 0.98 mm⁻¹
c = 15.6234 (17) Å	T = 293 K
V = 9494.5 (14) Å³	Block, orange
Z = 18	0.15 × 0.13 × 0.09 mm
F(000) = 4248

Data collection top

Bruker APEXII CCD area-detector diffractometer	4116 independent reflections
Radiation source: fine-focus sealed tube	2834 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.062
ϕ and ω scans	θ_max = 26.2°, θ_min = 1.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −28→32
T_min = 0.868, T_max = 0.917	k = −32→25
13737 measured reflections	l = −19→12

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)] = 0.074	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.259	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.1835P)²] where P = (F_o² + 2F_c²)/3
4116 reflections	(Δ/σ)_max = 0.001
274 parameters	Δρ_max = 1.55 e Å⁻³
0 restraints	Δρ_min = −1.03 e Å⁻³

Crystal data top

[Co(C₁₈H₁₈N₂O₄)Cl(H₂O)]·H₂O	Z = 18
M_r = 456.76	Mo Kα radiation
Trigonal, R3	µ = 0.98 mm⁻¹
a = 26.490 (2) Å	T = 293 K
c = 15.6234 (17) Å	0.15 × 0.13 × 0.09 mm
V = 9494.5 (14) Å³

Data collection top

Bruker APEXII CCD area-detector diffractometer	4116 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	2834 reflections with I > 2σ(I)
T_min = 0.868, T_max = 0.917	R_int = 0.062
13737 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.074	0 restraints
wR(F²) = 0.259	H-atom parameters constrained
S = 1.03	Δρ_max = 1.55 e Å⁻³
4116 reflections	Δρ_min = −1.03 e Å⁻³
274 parameters

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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)
Co1	0.73792 (3)	0.12280 (3)	0.59262 (4)	0.0357 (3)
Cl1	0.62851 (7)	0.08016 (8)	0.61355 (10)	0.0637 (5)
O1	0.5945 (14)	0.144 (3)	0.478 (3)	0.057 (16)	0.15 (3)
H1C	0.6127	0.1636	0.4355	0.068*	0.15 (3)
H1D	0.6144	0.1305	0.5014	0.068*	0.15 (3)
O8	0.5817 (6)	0.1059 (11)	0.4435 (11)	0.058 (7)	0.35 (3)
H8E	0.5971	0.1406	0.4241	0.069*	0.35 (3)
H8D	0.5990	0.1068	0.4887	0.069*	0.35 (3)
O2	0.7381 (4)	0.2826 (4)	0.3172 (5)	0.055 (2)	0.50
H2C	0.7532	0.2773	0.2735	0.066*	0.25
H2D	0.7539	0.3193	0.3258	0.066*	0.50
H2B	0.7012	0.2675	0.3109	0.066*	0.25
O3	0.74870 (15)	0.07928 (14)	0.6768 (2)	0.0349 (8)
O4	0.76146 (16)	0.18833 (15)	0.6619 (2)	0.0404 (8)
O5	0.77398 (18)	0.04171 (17)	0.8092 (2)	0.0481 (9)
O6	0.78604 (19)	0.25833 (17)	0.7866 (3)	0.0552 (10)
O7	0.83443 (14)	0.15912 (15)	0.5522 (2)	0.0401 (8)
H7C	0.8552	0.1539	0.5881	0.048*
H7D	0.8499	0.1958	0.5434	0.048*
N1	0.71890 (18)	0.06087 (19)	0.5088 (2)	0.0376 (9)
N2	0.73614 (19)	0.1675 (2)	0.4961 (3)	0.0422 (10)
C1	0.7312 (2)	−0.0054 (2)	0.5961 (3)	0.0417 (12)
C2	0.7457 (2)	0.0273 (2)	0.6710 (3)	0.0352 (10)
C3	0.7579 (3)	0.0050 (2)	0.7421 (3)	0.0429 (12)
C4	0.7545 (3)	−0.0489 (3)	0.7403 (4)	0.0608 (17)
H4	0.7633	−0.0628	0.7894	0.073*
C5	0.7387 (4)	−0.0815 (3)	0.6683 (5)	0.074 (2)
H5	0.7354	−0.1181	0.6685	0.088*
C6	0.7280 (3)	−0.0612 (3)	0.5979 (5)	0.0592 (16)
H6	0.7182	−0.0835	0.5482	0.071*
C7	0.7192 (2)	0.0129 (2)	0.5214 (3)	0.0399 (11)
H7	0.7102	−0.0118	0.4745	0.048*
C8	0.7796 (3)	0.0185 (4)	0.8876 (4)	0.070 (2)
H8A	0.7445	−0.0177	0.8988	0.104*
H8B	0.7861	0.0456	0.9329	0.104*
H8C	0.8120	0.0118	0.8844	0.104*
C9	0.7448 (2)	0.2507 (3)	0.5713 (4)	0.0462 (12)
C10	0.7583 (2)	0.2354 (2)	0.6479 (3)	0.0406 (12)
C11	0.7708 (3)	0.2746 (2)	0.7164 (4)	0.0473 (13)
C12	0.7685 (3)	0.3254 (3)	0.7061 (5)	0.0666 (18)
H12	0.7766	0.3503	0.7525	0.080*
C13	0.7547 (4)	0.3394 (3)	0.6299 (6)	0.079 (2)
H13	0.7527	0.3733	0.6243	0.095*
C14	0.7439 (3)	0.3038 (3)	0.5620 (5)	0.0635 (17)
H14	0.7358	0.3140	0.5089	0.076*
C15	0.8063 (3)	0.2980 (3)	0.8565 (4)	0.0628 (18)
H15A	0.8427	0.3318	0.8415	0.094*
H15B	0.8117	0.2795	0.9056	0.094*
H15C	0.7781	0.3096	0.8695	0.094*
C16	0.7376 (3)	0.2170 (3)	0.4987 (4)	0.0477 (13)
H16	0.7334	0.2317	0.4468	0.057*
C17	0.7351 (3)	0.1387 (3)	0.4155 (3)	0.0537 (15)
H17A	0.7745	0.1508	0.3975	0.064*
H17B	0.7166	0.1496	0.3712	0.064*
C18	0.7020 (3)	0.0749 (3)	0.4289 (3)	0.0537 (14)
H18A	0.6606	0.0613	0.4294	0.064*
H18B	0.7099	0.0555	0.3824	0.064*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0441 (5)	0.0379 (4)	0.0280 (4)	0.0226 (3)	−0.0021 (3)	−0.0013 (2)
Cl1	0.0478 (9)	0.0909 (12)	0.0596 (10)	0.0402 (9)	0.0133 (7)	0.0135 (8)
O1	0.053 (18)	0.08 (3)	0.05 (2)	0.04 (2)	0.001 (14)	0.02 (2)
O8	0.054 (8)	0.079 (15)	0.050 (9)	0.041 (9)	0.001 (6)	0.023 (9)
O2	0.059 (5)	0.064 (5)	0.038 (4)	0.028 (4)	−0.016 (3)	−0.006 (4)
O3	0.048 (2)	0.0316 (17)	0.0316 (16)	0.0247 (16)	−0.0040 (14)	−0.0019 (13)
O4	0.055 (2)	0.0358 (19)	0.0366 (18)	0.0271 (17)	−0.0075 (15)	−0.0045 (14)
O5	0.067 (3)	0.050 (2)	0.0366 (19)	0.036 (2)	−0.0030 (17)	0.0073 (16)
O6	0.070 (3)	0.041 (2)	0.052 (2)	0.025 (2)	−0.0006 (19)	−0.0114 (17)
O7	0.039 (2)	0.0397 (19)	0.0370 (19)	0.0165 (16)	−0.0023 (14)	0.0003 (14)
N1	0.035 (2)	0.044 (2)	0.031 (2)	0.0166 (19)	−0.0035 (16)	−0.0091 (17)
N2	0.043 (2)	0.052 (3)	0.033 (2)	0.025 (2)	−0.0031 (18)	0.0039 (18)
C1	0.040 (3)	0.033 (3)	0.051 (3)	0.018 (2)	−0.001 (2)	−0.009 (2)
C2	0.032 (2)	0.033 (2)	0.043 (3)	0.018 (2)	0.0029 (19)	0.0007 (19)
C3	0.052 (3)	0.040 (3)	0.041 (3)	0.027 (3)	0.004 (2)	0.008 (2)
C4	0.083 (5)	0.048 (4)	0.063 (4)	0.041 (4)	−0.004 (3)	0.008 (3)
C5	0.100 (6)	0.042 (4)	0.091 (6)	0.044 (4)	−0.014 (4)	−0.005 (3)
C6	0.072 (4)	0.038 (3)	0.070 (4)	0.029 (3)	−0.002 (3)	−0.013 (3)
C7	0.035 (3)	0.037 (3)	0.041 (3)	0.014 (2)	−0.004 (2)	−0.015 (2)
C8	0.096 (5)	0.088 (5)	0.038 (3)	0.056 (5)	0.000 (3)	0.018 (3)
C9	0.044 (3)	0.047 (3)	0.055 (3)	0.028 (3)	−0.001 (2)	0.007 (2)
C10	0.040 (3)	0.035 (3)	0.052 (3)	0.021 (2)	0.004 (2)	0.002 (2)
C11	0.047 (3)	0.038 (3)	0.057 (3)	0.021 (3)	0.002 (2)	−0.005 (2)
C12	0.082 (5)	0.046 (4)	0.080 (5)	0.039 (4)	−0.002 (4)	−0.011 (3)
C13	0.093 (6)	0.051 (4)	0.108 (6)	0.047 (4)	−0.005 (5)	0.003 (4)
C14	0.068 (4)	0.055 (4)	0.079 (4)	0.040 (3)	−0.003 (3)	0.008 (3)
C15	0.060 (4)	0.053 (4)	0.056 (4)	0.014 (3)	0.002 (3)	−0.023 (3)
C16	0.047 (3)	0.053 (3)	0.046 (3)	0.026 (3)	−0.005 (2)	0.013 (2)
C17	0.064 (4)	0.063 (4)	0.029 (3)	0.028 (3)	−0.005 (2)	−0.001 (2)
C18	0.062 (4)	0.066 (4)	0.033 (3)	0.032 (3)	−0.008 (2)	−0.009 (3)

Geometric parameters (Å, º) top

Co1—O3	1.863 (3)	C2—C3	1.370 (7)
Co1—O4	1.868 (3)	C3—C4	1.385 (8)
Co1—N2	1.932 (4)	C4—C5	1.350 (9)
Co1—N1	1.957 (4)	C4—H4	0.9300
Co1—O7	2.324 (3)	C5—C6	1.315 (10)
Co1—Cl1	2.5513 (17)	C5—H5	0.9300
O1—H1C	0.8381	C6—H6	0.9300
O1—H1D	0.8514	C7—H7	0.9300
O1—H8E	0.8596	C8—H8A	0.9600
O1—H8D	1.0649	C8—H8B	0.9600
O8—H1D	1.1965	C8—H8C	0.9600
O8—H8E	0.8530	C9—C10	1.367 (8)
O8—H8D	0.8360	C9—C16	1.396 (8)
O2—H2C	0.8374	C9—C14	1.426 (8)
O2—H2D	0.8561	C10—C11	1.411 (8)
O2—H2B	0.8563	C11—C12	1.385 (9)
O3—C2	1.342 (6)	C12—C13	1.350 (11)
O4—C10	1.309 (6)	C12—H12	0.9300
O5—C3	1.347 (7)	C13—C14	1.352 (10)
O5—C8	1.412 (7)	C13—H13	0.9300
O6—C11	1.314 (7)	C14—H14	0.9300
O6—C15	1.422 (7)	C15—H15A	0.9600
O7—H7C	0.8439	C15—H15B	0.9600
O7—H7D	0.8561	C15—H15C	0.9600
N1—C7	1.290 (7)	C16—H16	0.9300
N1—C18	1.436 (7)	C17—C18	1.480 (9)
N2—C16	1.294 (8)	C17—H17A	0.9700
N2—C17	1.465 (7)	C17—H17B	0.9700
C1—C7	1.362 (7)	C18—H18A	0.9700
C1—C2	1.391 (7)	C18—H18B	0.9700
C1—C6	1.438 (8)

O3—Co1—O4	94.76 (14)	C6—C5—C4	119.7 (6)
O3—Co1—N2	171.32 (17)	C6—C5—H5	120.1
O4—Co1—N2	88.92 (18)	C4—C5—H5	120.1
O3—Co1—N1	90.48 (16)	C5—C6—C1	121.5 (6)
O4—Co1—N1	172.92 (17)	C5—C6—H6	119.3
N2—Co1—N1	85.24 (18)	C1—C6—H6	119.3
O3—Co1—O7	88.31 (14)	N1—C7—C1	126.8 (5)
O4—Co1—O7	89.17 (15)	N1—C7—H7	116.6
N2—Co1—O7	83.87 (16)	C1—C7—H7	116.6
N1—Co1—O7	86.23 (15)	O5—C8—H8A	109.5
O3—Co1—Cl1	97.31 (12)	O5—C8—H8B	109.5
O4—Co1—Cl1	96.58 (13)	H8A—C8—H8B	109.5
N2—Co1—Cl1	90.05 (14)	O5—C8—H8C	109.5
N1—Co1—Cl1	87.44 (13)	H8A—C8—H8C	109.5
O7—Co1—Cl1	171.56 (10)	H8B—C8—H8C	109.5
H1C—O1—H1D	108.1	C10—C9—C16	119.6 (5)
H1C—O1—H8E	39.0	C10—C9—C14	121.2 (6)
H1D—O1—H8E	105.8	C16—C9—C14	118.9 (5)
H1C—O1—H8D	113.4	O4—C10—C9	125.4 (5)
H1D—O1—H8D	33.5	O4—C10—C11	118.2 (5)
H8E—O1—H8D	89.9	C9—C10—C11	116.4 (5)
H1C—O8—H1D	65.3	O6—C11—C12	125.9 (6)
H1C—O8—H8E	16.5	O6—C11—C10	112.8 (5)
H1D—O8—H8E	81.6	C12—C11—C10	121.2 (6)
H1C—O8—H8D	91.9	C13—C12—C11	121.3 (6)
H1D—O8—H8D	26.9	C13—C12—H12	119.4
H8E—O8—H8D	108.1	C11—C12—H12	119.4
H2C—O2—H2D	108.4	C12—C13—C14	119.5 (6)
H2C—O2—H2B	111.0	C12—C13—H13	120.2
H2D—O2—H2B	110.1	C14—C13—H13	120.2
C2—O3—Co1	129.7 (3)	C13—C14—C9	120.3 (7)
C10—O4—Co1	129.6 (3)	C13—C14—H14	119.8
C3—O5—C8	115.2 (5)	C9—C14—H14	119.8
C11—O6—C15	117.5 (5)	O6—C15—H15A	109.5
Co1—O7—H7C	115.1	O6—C15—H15B	109.5
Co1—O7—H7D	108.4	H15A—C15—H15B	109.5
H7C—O7—H7D	108.2	O6—C15—H15C	109.5
C7—N1—C18	122.9 (4)	H15A—C15—H15C	109.5
C7—N1—Co1	126.7 (3)	H15B—C15—H15C	109.5
C18—N1—Co1	110.4 (4)	N2—C16—C9	126.8 (5)
C16—N2—C17	122.5 (5)	N2—C16—H16	116.6
C16—N2—Co1	126.9 (4)	C9—C16—H16	116.6
C17—N2—Co1	110.6 (4)	N2—C17—C18	108.7 (5)
C7—C1—C2	122.6 (5)	N2—C17—H17A	110.0
C7—C1—C6	118.7 (5)	C18—C17—H17A	110.0
C2—C1—C6	118.7 (5)	N2—C17—H17B	110.0
O3—C2—C3	118.8 (4)	C18—C17—H17B	110.0
O3—C2—C1	123.6 (5)	H17A—C17—H17B	108.3
C3—C2—C1	117.6 (5)	N1—C18—C17	109.6 (5)
O5—C3—C2	112.2 (4)	N1—C18—H18A	109.7
O5—C3—C4	126.4 (5)	C17—C18—H18A	109.7
C2—C3—C4	121.4 (5)	N1—C18—H18B	109.7
C5—C4—C3	121.0 (6)	C17—C18—H18B	109.7
C5—C4—H4	119.5	H18A—C18—H18B	108.2
C3—C4—H4	119.5

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7D···O3ⁱ	0.86	2.44	2.883 (5)	113
O7—H7D···O5ⁱ	0.86	2.22	3.078 (5)	178
O7—H7C···O6ⁱ	0.84	2.58	3.033 (6)	115
O7—H7C···O4ⁱ	0.84	1.95	2.798 (5)	178
O2—H2D···O2ⁱⁱ	0.86	2.01	2.861 (9)	178
O2—H2C···O8ⁱⁱ	0.84	2.13	2.868 (19)	147
O2—H2C···O1ⁱⁱ	0.84	1.72	2.56 (3)	175
O8—H8E···O2ⁱⁱⁱ	0.85	2.04	2.868 (19)	163
O8—H8D···Cl1	0.84	2.34	3.147 (12)	163
O1—H1D···Cl1	0.85	2.34	3.11 (3)	150

Symmetry codes: (i) −x+5/3, −y+1/3, −z+4/3; (ii) x−y+1/3, x−1/3, −z+2/3; (iii) y+1/3, −x+y+2/3, −z+2/3.

Experimental details

Crystal data
Chemical formula	[Co(C₁₈H₁₈N₂O₄)Cl(H₂O)]·H₂O
M_r	456.76
Crystal system, space group	Trigonal, R3
Temperature (K)	293
a, c (Å)	26.490 (2), 15.6234 (17)
V (Å³)	9494.5 (14)
Z	18
Radiation type	Mo Kα
µ (mm⁻¹)	0.98
Crystal size (mm)	0.15 × 0.13 × 0.09

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.868, 0.917
No. of measured, independent and observed [I > 2σ(I)] reflections	13737, 4116, 2834
R_int	0.062
(sin θ/λ)_max (Å⁻¹)	0.622

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.074, 0.259, 1.03
No. of reflections	4116
No. of parameters	274
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.55, −1.03

Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), XP (Sheldrick, 1998).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7D···O3ⁱ	0.86	2.44	2.883 (5)	112.6
O7—H7D···O5ⁱ	0.86	2.22	3.078 (5)	177.8
O7—H7C···O6ⁱ	0.84	2.58	3.033 (6)	115.0
O7—H7C···O4ⁱ	0.84	1.95	2.798 (5)	177.8
O2—H2D···O2ⁱⁱ	0.86	2.01	2.861 (9)	178.0
O2—H2C···O8ⁱⁱ	0.84	2.13	2.868 (19)	146.9
O2—H2C···O1ⁱⁱ	0.84	1.72	2.56 (3)	174.9
O8—H8E···O2ⁱⁱⁱ	0.85	2.04	2.868 (19)	162.8
O8—H8D···Cl1	0.84	2.34	3.147 (12)	163.4
O1—H1D···Cl1	0.85	2.34	3.11 (3)	149.7

Symmetry codes: (i) −x+5/3, −y+1/3, −z+4/3; (ii) x−y+1/3, x−1/3, −z+2/3; (iii) y+1/3, −x+y+2/3, −z+2/3.

References

Aurangzeb, N., Hulme, C. E., McAuliffe, C. A., Pritchard, R. G., Watkinson, M., Bermejo, M. R. & Sousa, A. (1994). J. Chem. Soc. Chem. Commun. pp. 2193–2195. CrossRef Web of Science Google Scholar
Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
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Sheldrick, G. M. (2003). 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
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Volume 65| Part 4| April 2009| Page m468

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