The Co
II atom in the mononuclear title complex, [Co(C
8H
5Cl
2O
3)
2(C
3H
4N
2)
2(H
2O)
2], lies on an inversion center. The Co
II atom has an octahedral coordination, involving two carboxylate O atoms of two monodentate 2,4-dichlorophenoxyacetate ligands, two N atoms of imidazole ligands and two water molecules. Intermolecular O—H
O hydrogen bonds give rise to chains, which are linked by N—H
O hydrogen bonds, forming a sheet structure. The molecules are further linked by π–π stacking interactions, generating a two-dimensional supramolecular network.
Supporting information
CCDC reference: 625013
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.003 Å
- R factor = 0.031
- wR factor = 0.080
- Data-to-parameter ratio = 16.7
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Co1 - N1 .. 5.82 su
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
2 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
1 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Diaquabis(2,4-dichlorophenoxyacetato-
κO)bis(1
H-imidazole-
κN3)cobalt(II)
top
Crystal data top
[Co(C8H5Cl2O3)2(C3H4N2)2(H2O)2] | F(000) = 682 |
Mr = 671.17 | Dx = 1.667 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 10134 reflections |
a = 14.137 (3) Å | θ = 3.2–27.5° |
b = 12.720 (3) Å | µ = 1.10 mm−1 |
c = 7.5265 (15) Å | T = 295 K |
β = 98.93 (3)° | Block, colorless |
V = 1337.0 (5) Å3 | 0.35 × 0.24 × 0.18 mm |
Z = 2 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 3064 independent reflections |
Radiation source: fine-focus sealed tube | 2658 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.031 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.2° |
ω scans | h = −18→18 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −16→16 |
Tmin = 0.700, Tmax = 0.827 | l = −9→9 |
12406 measured reflections | |
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)] = 0.031 | Hydrogen site location: geom and difmap |
wR(F2) = 0.080 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0396P)2 + 0.3243P] where P = (Fo2 + 2Fc2)/3 |
3064 reflections | (Δ/σ)max = 0.001 |
184 parameters | Δρmax = 0.37 e Å−3 |
3 restraints | Δρmin = −0.25 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.5000 | 0.5000 | 0.0000 | 0.02994 (10) | |
Cl1 | 0.82552 (4) | 0.42099 (4) | 0.95843 (6) | 0.04867 (14) | |
Cl2 | 1.02159 (4) | 0.72301 (4) | 0.66814 (8) | 0.05481 (15) | |
N1 | 0.41784 (11) | 0.36297 (11) | −0.0099 (2) | 0.0376 (3) | |
N2 | 0.38332 (14) | 0.19562 (13) | −0.0020 (3) | 0.0561 (5) | |
O1 | 0.61197 (9) | 0.41661 (9) | 0.16960 (15) | 0.0369 (3) | |
O2 | 0.59896 (10) | 0.47962 (10) | 0.44174 (18) | 0.0438 (3) | |
O3 | 0.75502 (9) | 0.36454 (9) | 0.59305 (15) | 0.0390 (3) | |
O1W | 0.42682 (10) | 0.56771 (11) | 0.20463 (18) | 0.0448 (3) | |
C1 | 0.63278 (11) | 0.41899 (11) | 0.3378 (2) | 0.0299 (3) | |
C2 | 0.70508 (13) | 0.33614 (13) | 0.4196 (2) | 0.0370 (4) | |
C3 | 0.81566 (12) | 0.44826 (13) | 0.6003 (2) | 0.0332 (3) | |
C4 | 0.85574 (12) | 0.48443 (14) | 0.7707 (2) | 0.0348 (4) | |
C5 | 0.91822 (12) | 0.56827 (14) | 0.7930 (2) | 0.0383 (4) | |
C6 | 0.94201 (12) | 0.61750 (14) | 0.6423 (3) | 0.0390 (4) | |
C7 | 0.90394 (13) | 0.58409 (15) | 0.4721 (2) | 0.0424 (4) | |
C8 | 0.84083 (14) | 0.49969 (14) | 0.4512 (2) | 0.0395 (4) | |
C9 | 0.32434 (15) | 0.34761 (17) | −0.0846 (3) | 0.0567 (6) | |
C10 | 0.44982 (15) | 0.26851 (14) | 0.0386 (3) | 0.0459 (4) | |
C11 | 0.30296 (19) | 0.24413 (19) | −0.0814 (4) | 0.0694 (7) | |
H1W1 | 0.4366 (15) | 0.548 (2) | 0.3127 (16) | 0.067* | |
H1W2 | 0.3673 (8) | 0.5736 (19) | 0.169 (3) | 0.067* | |
H2N | 0.3901 | 0.1293 | 0.0184 | 0.067* | |
H2A | 0.6717 | 0.2703 | 0.4297 | 0.044* | |
H2B | 0.7514 | 0.3248 | 0.3389 | 0.044* | |
H5 | 0.9440 | 0.5913 | 0.9076 | 0.046* | |
H7 | 0.9204 | 0.6179 | 0.3717 | 0.051* | |
H8 | 0.8151 | 0.4773 | 0.3362 | 0.047* | |
H9 | 0.2819 | 0.4004 | −0.1305 | 0.068* | |
H10 | 0.5119 | 0.2546 | 0.0949 | 0.055* | |
H11 | 0.2446 | 0.2127 | −0.1252 | 0.083* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.03208 (18) | 0.02538 (17) | 0.03120 (18) | −0.00069 (12) | 0.00128 (12) | 0.00089 (11) |
Cl1 | 0.0584 (3) | 0.0584 (3) | 0.0286 (2) | −0.0074 (2) | 0.00470 (19) | 0.00425 (18) |
Cl2 | 0.0538 (3) | 0.0486 (3) | 0.0618 (3) | −0.0111 (2) | 0.0083 (2) | 0.0010 (2) |
N1 | 0.0412 (8) | 0.0313 (7) | 0.0399 (8) | −0.0028 (6) | 0.0050 (6) | 0.0026 (6) |
N2 | 0.0719 (12) | 0.0324 (8) | 0.0653 (12) | −0.0136 (8) | 0.0146 (10) | 0.0044 (7) |
O1 | 0.0393 (7) | 0.0385 (6) | 0.0308 (6) | 0.0044 (5) | −0.0015 (5) | 0.0016 (5) |
O2 | 0.0534 (8) | 0.0397 (6) | 0.0380 (7) | 0.0132 (6) | 0.0059 (6) | −0.0025 (5) |
O3 | 0.0421 (7) | 0.0405 (7) | 0.0311 (6) | −0.0018 (5) | −0.0048 (5) | 0.0035 (5) |
O1W | 0.0513 (8) | 0.0505 (7) | 0.0332 (7) | 0.0037 (6) | 0.0086 (6) | 0.0013 (6) |
C1 | 0.0310 (8) | 0.0256 (7) | 0.0320 (8) | −0.0019 (6) | 0.0010 (6) | 0.0001 (6) |
C2 | 0.0423 (10) | 0.0325 (8) | 0.0328 (9) | 0.0046 (7) | −0.0051 (7) | −0.0035 (6) |
C3 | 0.0309 (8) | 0.0369 (9) | 0.0305 (8) | 0.0055 (7) | 0.0006 (6) | 0.0012 (6) |
C4 | 0.0345 (9) | 0.0422 (9) | 0.0273 (8) | 0.0064 (7) | 0.0030 (6) | 0.0028 (6) |
C5 | 0.0356 (9) | 0.0445 (10) | 0.0336 (9) | 0.0021 (8) | 0.0008 (7) | −0.0045 (7) |
C6 | 0.0339 (9) | 0.0393 (9) | 0.0441 (10) | 0.0011 (7) | 0.0067 (7) | 0.0009 (7) |
C7 | 0.0416 (10) | 0.0503 (11) | 0.0363 (10) | 0.0021 (8) | 0.0093 (8) | 0.0065 (8) |
C8 | 0.0400 (10) | 0.0499 (11) | 0.0275 (9) | 0.0036 (8) | 0.0019 (7) | −0.0013 (7) |
C9 | 0.0441 (11) | 0.0503 (12) | 0.0711 (15) | −0.0101 (9) | −0.0055 (10) | 0.0156 (10) |
C10 | 0.0487 (11) | 0.0321 (9) | 0.0566 (12) | −0.0013 (8) | 0.0070 (9) | 0.0041 (8) |
C11 | 0.0615 (15) | 0.0608 (14) | 0.0809 (17) | −0.0304 (12) | −0.0045 (12) | 0.0120 (12) |
Geometric parameters (Å, º) top
Co1—N1 | 2.0895 (14) | O1W—H1W2 | 0.846 (9) |
Co1—O1 | 2.1524 (12) | C1—C2 | 1.529 (2) |
Co1—O1W | 2.1631 (14) | C2—H2A | 0.9700 |
Cl1—C4 | 1.7368 (18) | C2—H2B | 0.9700 |
Cl2—C6 | 1.7426 (18) | C3—C4 | 1.397 (2) |
O1—C1 | 1.2546 (19) | C3—C8 | 1.392 (3) |
O2—C1 | 1.246 (2) | C4—C5 | 1.378 (3) |
Co1—N1i | 2.0895 (14) | C5—C6 | 1.382 (3) |
Co1—O1i | 2.1524 (12) | C5—H5 | 0.9300 |
Co1—O1Wi | 2.1631 (14) | C6—C7 | 1.377 (3) |
N1—C9 | 1.368 (3) | C7—C8 | 1.389 (3) |
N1—C10 | 1.315 (2) | C7—H7 | 0.9300 |
N2—C10 | 1.322 (3) | C8—H8 | 0.9300 |
N2—C11 | 1.348 (3) | C9—C11 | 1.352 (3) |
N2—H2N | 0.8600 | C9—H9 | 0.9300 |
O3—C2 | 1.431 (2) | C10—H10 | 0.9300 |
O3—C3 | 1.363 (2) | C11—H11 | 0.9300 |
O1W—H1W1 | 0.843 (9) | | |
| | | |
N1—Co1—N1i | 180.0 | C1—O1—Co1 | 128.46 (11) |
N1—Co1—O1i | 92.09 (5) | C1—C2—H2A | 108.9 |
N1—Co1—O1 | 87.91 (5) | C1—C2—H2B | 108.9 |
N1—Co1—O1Wi | 88.12 (6) | C3—O3—C2 | 116.86 (13) |
N1—Co1—O1W | 91.88 (6) | C3—C4—Cl1 | 118.55 (14) |
O1i—Co1—O1 | 180.00 (5) | C3—C8—H8 | 119.6 |
O1—Co1—O1W | 99.38 (5) | C4—C5—C6 | 118.95 (16) |
O1—Co1—O1Wi | 80.62 (5) | C4—C5—H5 | 120.5 |
O1Wi—Co1—O1W | 180.00 (6) | C5—C4—C3 | 121.81 (16) |
Co1—O1W—H1W1 | 122.7 (16) | C5—C4—Cl1 | 119.64 (13) |
Co1—O1W—H1W2 | 111.9 (16) | C5—C6—Cl2 | 119.51 (14) |
N1i—Co1—O1i | 87.91 (5) | C6—C5—H5 | 120.5 |
N1i—Co1—O1 | 92.09 (5) | C6—C7—C8 | 119.70 (17) |
N1i—Co1—O1W | 88.12 (6) | C6—C7—H7 | 120.2 |
N1i—Co1—O1Wi | 91.88 (6) | C7—C6—C5 | 120.90 (17) |
N1—C9—H9 | 125.2 | C7—C6—Cl2 | 119.59 (14) |
N1—C10—N2 | 112.02 (18) | C7—C8—C3 | 120.79 (17) |
N1—C10—H10 | 124.0 | C7—C8—H8 | 119.6 |
N2—C10—H10 | 124.0 | C8—C3—C4 | 117.86 (16) |
N2—C11—C9 | 106.15 (19) | C8—C7—H7 | 120.2 |
N2—C11—H11 | 126.9 | C9—C11—H11 | 126.9 |
O1i—Co1—O1Wi | 99.38 (5) | C9—N1—Co1 | 129.06 (13) |
O1i—Co1—O1W | 80.62 (5) | C10—N1—C9 | 104.61 (16) |
O1—C1—C2 | 115.27 (14) | C10—N1—Co1 | 125.94 (13) |
O2—C1—O1 | 126.59 (15) | C10—N2—C11 | 107.55 (17) |
O2—C1—C2 | 118.12 (15) | C10—N2—H2N | 126.2 |
O3—C2—C1 | 113.44 (13) | C11—N2—H2N | 126.2 |
O3—C2—H2A | 108.9 | C11—C9—N1 | 109.7 (2) |
O3—C2—H2B | 108.9 | C11—C9—H9 | 125.2 |
O3—C3—C4 | 117.18 (15) | H1W1—O1W—H1W2 | 109.7 (14) |
O3—C3—C8 | 124.96 (15) | H2A—C2—H2B | 107.7 |
| | | |
Co1—N1—C9—C11 | 172.17 (16) | O1Wi—Co1—N1—C10 | 66.04 (16) |
Co1—N1—C10—N2 | −172.74 (13) | O1W—Co1—N1—C10 | −113.96 (16) |
Co1—O1—C1—O2 | −8.4 (2) | O1Wi—Co1—O1—C1 | 172.69 (14) |
Co1—O1—C1—C2 | 169.77 (11) | O1W—Co1—O1—C1 | −7.31 (14) |
Cl1—C4—C5—C6 | 179.60 (13) | C2—O3—C3—C4 | 172.44 (14) |
Cl2—C6—C7—C8 | 179.70 (14) | C2—O3—C3—C8 | −7.9 (2) |
N1—Co1—O1—C1 | −98.87 (14) | C3—O3—C2—C1 | −66.6 (2) |
N1i—Co1—O1—C1 | 81.13 (14) | C3—C4—C5—C6 | −0.2 (3) |
N1—C9—C11—N2 | 0.9 (3) | C4—C3—C8—C7 | 0.1 (3) |
O1i—Co1—N1—C9 | −6.35 (18) | C4—C5—C6—C7 | 0.3 (3) |
O1—Co1—N1—C9 | 173.65 (18) | C4—C5—C6—Cl2 | −179.53 (13) |
O1i—Co1—N1—C10 | 165.37 (16) | C5—C6—C7—C8 | −0.1 (3) |
O1—Co1—N1—C10 | −14.63 (16) | C6—C7—C8—C3 | −0.1 (3) |
O1—C1—C2—O3 | 156.71 (14) | C8—C3—C4—Cl1 | −179.79 (13) |
O2—C1—C2—O3 | −24.9 (2) | C8—C3—C4—C5 | 0.1 (3) |
O3—C3—C4—Cl1 | −0.1 (2) | C9—N1—C10—N2 | 0.6 (2) |
O3—C3—C4—C5 | 179.73 (15) | C10—N1—C9—C11 | −0.9 (3) |
O3—C3—C8—C7 | −179.52 (16) | C10—N2—C11—C9 | −0.5 (3) |
O1Wi—Co1—N1—C9 | −105.67 (18) | C11—N2—C10—N1 | −0.1 (3) |
O1W—Co1—N1—C9 | 74.33 (18) | | |
Symmetry code: (i) −x+1, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2N···O2ii | 0.86 | 1.93 | 2.790 (2) | 178 |
O1W—H1W1···O2iii | 0.84 (1) | 2.02 (1) | 2.8072 (19) | 155 (2) |
O1W—H1W1···O2 | 0.84 (1) | 2.50 (2) | 3.002 (2) | 119 (2) |
Symmetry codes: (ii) −x+1, y−1/2, −z+1/2; (iii) −x+1, −y+1, −z+1. |