Buy article online - an online subscription or single-article purchase is required to access this article.
Download citation
Download citation
link to html
In the title compound, [CoCl2(C11H15N3O2)], the CoII ion is five-coordinated in a strongly distorted square-pyramidal arrangement, with one of the two Cl atoms located in the apical position, and the other Cl atom and the three N-donor atoms of the tridentate methyloxime ligand located in the basal plane. The non-H atoms, except for the Cl atoms, lie on a mirror plane. The two equatorial Co-Noxime distances are almost equal (mean 2.253 Å) and are substanti­ally longer than the equatorial Co-Npyridine bond [2.0390 (19) Å]. The structure is stabilized by intra- and inter­molecular C-H...Cl contacts, which involve one of the methyl C atoms belonging to the methyloxime groups.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270106026916/sq3032sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270106026916/sq3032Isup2.hkl
Contains datablock I

CCDC reference: 621254

Comment top

Complexes of transition metals with tridentate Schiff bases are of considerable interest due to their structural and material properties and their potential as catalysts for a variety of organic reactions (Small & Brookhart, 1998; Britovsek et al., 1999). For instance, the terpyridine molecule, (I), has been the subject of numerous studies concerning analytical applications (Togni & Venanzi, 1994). Various 2,6-diacetylpyridine diimines, (II), have also been studied as catalysts for the polymerization and epoxidation of alkenes (Tellmann et al., 2005, and references therein; Small & Brookhart, 1999; Griffiths et al., 1999; Harman et al., 1997; Small et al., 1998; Dias et al., 2001; Çetinkaya et al., 1999; Bianchini & Lee, 2000). In this work, we report the synthesis and characterization of a cobalt(II) complex derived from the related tridentate ligand 2,6-diacetylpyridine bis(O-methyloxime) (DAPO), (III).

The tridentate Schiff base (III), derived from the condensation of 2,6-diacetylpyridine with O-methylhydroxylamine, reacted with cobalt(II) chloride hydrate to give a mononuclear complex of formula [Co(DAPO)Cl2], (IV).

The molecular structure of complex (IV), together with the atom-labelling scheme and the intramolecular hydrogen bonding, are shown in Fig. 1. Selected geometric parameters are listed in Table 1. The structure is composed of a DAPO ligand with a CoII metal centre and two Cl ligands. As expected, complex (IV) does not crystallize with solvent molecules, and the DAPO ligand, with its two imine groups in ortho positions with respect to the pyridine N atom, behaves as a symmetrical tridentate N,N',N-chelate. The CoII ion is five-coordinated by two methyloxime N atoms, one pyridine N atom and two Cl atoms (Fig. 1). The molecule lies with all non-H atoms, except atom Cl1, on a crystallographic mirror plane so that the complex is strictly planar.

Recently, we have reported a complex of (III) with copper(II), [Cu(DAPO)Cl2] (Özdemir et al., 2006). On the basis of the estimated `effective' ionic radii for Cu2+ (0.65 Å) and Co2+ (0.67 Å) in a five-coordinate environment (Shannon, 1976), the corresponding M—N and M—Cl bond distances in [Cu(DAPO)Cl2] and [Co(DAPO)Cl2], would be expected to be fairly similar in magnitude. This premise is clearly not supported by a comparison of the M—N and M—Cl bond distances in both complexes. The Cu—Cl distances in [Cu(DAPO)Cl2] are ca 0.04 and 0.07 Å longer than their respective Co—Cl bond distances in [Co(DAPO)Cl2]. Conversely, the Co—Npyridine and Co—Noxime bond distances in [Co(DAPO)Cl2] are ca 0.06 and 0.16 Å longer than their respective Cu—N bond distances in [Cu(DAPO)Cl2]. These unusually long Co—N bond distances strongly suggest that the angular overlap between the available metal orbitals and the oxime ligand's N-donor orbitals is relatively poor in this five-coordinate Co complex.

The coordination polyhedron about Co is concluded to be a highly distorted square pyramid on the basis of the τ parameter of 0.46 calculated for this complex [for a square pyramid τ = 0 and for a trigonal bipyramid τ = 1; τ = (β - α)/60°, α and β being the two largest angles around the central atom (Addison et al., 1984)]. In contrast, the τ value for the Cu analog was 0.53, indicating a geometry slightly more towards the trigonal bipyramidal ideal. The apex of the square pyramid in (IV) is occupied by a chloride ligand, and the four basal positions consist of the other chloride ligand and the three N-donor atoms of the tridentate methyloxime ligand [Cli; symmetry code: (i) x, 1/2 - y, z]. The maximum deviation from the ideal value of 90° of the valency angles involving the transition metal atom is 16.18 (8)° for N1—Co1—N3. A comparison of the appropriate bond distances and angles in [Co(DAPO)Cl2] indicates that the molecule possesses Cs symmetry with a non-crystallographic mirror plane passing through Co, Cl1, Cl2 and N1. The axial–equatorial (ax–eq) angles fall into two groups, with Clax—Co—Neq values in the range 97.92 (3)–121.129 (15)° and Clax—Co—Cleq being 117.74 (3)°.

The most predominant feature of this five-coordinate cobalt complex is the significantly different Co—N distances in the basal plane. The Co1—N2 and Co1—N3 bond distances are longer than the Co1—N1 bond (Table 1). Since the electronic ground state in this CoII complex is not likely to be degenerate, the observed variations in these bond distances are probably due to a second-order Jahn–Teller effect of the d7 metal atom (Pearson, 1969). The displacement parameters for N2 and N3 suggest a slight dynamic component to the Jahn–Teller effect, as the values of Δ(MSDA) (MSDA is mean-square displacement amplitude; Hirshfeld, 1976) for the Co1—N2 and Co1—N3 bonds are 0.0050 (12) and 0.0071 (14) Å2, respectively, which are significantly larger than those for all of the other bonds in the structure. In the electronic spectrum, a weak band at 630 nm corresponds to a dd transition (dichloromethane solution). A less intense band at 361 nm is due to the Jahn–Teller effect in the complex. The absorption band below 345 nm results from the overlap of a low-energy ππ* transition mainly localized within the imine chromophore and the ligand-to-metal charge transfer bands (LCMT). The magnetic moment of 4.9 BM observed for the complex indicates the high spin state. The electrochemical parameters of the complex were measured in dichloromethane versus tetrabutylammonium hexafluorophosphate using a gold electrode and ferrocene as the internal standard. The couples at +0.91 V and -0.21 V are attributed to CoII/III and CoII/I, respectively.

Similarly to the CuII complex, two intramolecular interactions are observed between the methyl H and the Cl atoms in the molecular structure of (IV), forming six-membered rings. Despite the similar chemical compositions of the CuII and CoII complexes, the packing patterns of the molecules in the crystal structures are quite different. In contrast with the columnar packed structure observed in [Cu(DAPO)Cl2], the molecules of (IV) pack in layers parallel to the ac plane. The CuII complexes are connected to one another by the molecules packed in 21 screw symmetry-related columns, forming pairs of C—H···Cl hydrogen bonds between two neighbouring molecules. However, in (IV), there are no intermolecular interactions between the CoII complex molecules in each layer nor in the c direction. The intermolecular connections between the layers are formed by the methyl C atoms belonging to one of the methyloxime groups as donors, and by the Cl atoms as acceptors. In these connections, the hydrogen-bonded molecules are related to each other by the operation of a crystallographic glide plane. Atom C10 acts as a hydrogen-bond donor, via atom H10A, to atom Cl1 at (1/2 - x, 1/2 + y, 1/2 + z). Extension of this hydrogen-bonding interaction along the b axis of the unit cell in a zigzag arrangement results in the formation of molecular chains along the [010] direction, forming a two-dimensional network (Fig. 2). A comparison of intra- and intermolecular hydrogen bonds observed in both compounds shows that the geometries of these interactions are very similar (Table 2).

Experimental top

CoCl2·6H2O (Panreac), diacetylpyridine (Fluka) and methoxylaminehydrochloride (Acros) were used as received. Compound (III) was prepared by a modification of the literature method (Çetinkaya et al., 1999; Bianchini & Lee, 2000). Solvents were of analytical grade and distilled after drying. A solution of CoCl2·6H2O (238 mg, 1 mmol) in EtOH (10 ml) was added dropwise to a solution of DAPO (221 mg, 1 mmol) in ethanol (10 ml). The resulting green solution was refluxed for 4 h and was concentrated (5 ml). Et2O was added with stirring to a final volume of 20 ml causing a green powder to precipitate. The precipitate was filtered off, washed with Et2O and dried. X-ray quality crystals were grown from CH2Cl2–Et2O (15 ml, 1:2 v/v) (yield 240 mg, 68%; m.p. 515–517 K). Analysis, calculated for C11H15Cl2CoN3O2: C 37.63, H 4.31, N 11.97%; found: C 37.23, H 4.49, N 12.32. IR (KBr): 1637 (νCN) cm-1.

Refinement top

H atoms were positioned geometrically and treated using a riding model, fixing the bond lengths at 0.96 and 0.93 Å for methyl and aromatic H atoms, respectively. The Uiso(H) values were set at 1.2 (aromatic) or 1.5 (methyl) times Ueq(C). Riding methyl H atoms were allowed to rotate freely during refinement using the AFIX 137 command of SHELXL97 (Sheldrick, 1997). The H atoms of the four methyl groups were disordered over two symmetry-related positions, above and below the mirror plane, and were allowed for by placing six H atoms with equivalent half-occupancies.

Computing details top

Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2003).

Figures top
[Figure 1] Fig. 1. : A view of the molecule of (IV), showing 40% probability displacement ellipsoids and the atom-numbering scheme. Intramolecular C—H···Cl contacts are represented by dashed lines. [Symmetry code: (i) x, -y + 1/2, z.] The two orientations of the disordered methyl H atoms are shown with differently colored bonds.
[Figure 2] Fig. 2. : A projection of (IV), viewed along the c axis. Dashed lines show the C—H···Cl interactions. For clarity, only H atoms involved in hydrogen bonding have been included.
Dichloro[(1E,1'E)-1,1'-(pyridine-2,6-diyl)diethanone bis(O-methyl oxime)-κ3N1,N2,N6]cobalt(II) top
Crystal data top
[CoCl2(C11H15N3O2)]F(000) = 716
Mr = 351.09Dx = 1.577 Mg m3
OrthorhombicPnmaMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2nCell parameters from 8301 reflections
a = 18.0255 (11) Åθ = 1.9–28.4°
b = 7.6426 (5) ŵ = 1.52 mm1
c = 10.7325 (8) ÅT = 296 K
V = 1478.53 (17) Å3Plate, green
Z = 40.41 × 0.28 × 0.05 mm
Data collection top
Stoe IPDS-2
diffractometer
1406 independent reflections
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus1161 reflections with I > 2σ(I)
Plane graphite monochromatorRint = 0.050
Detector resolution: 6.67 pixels mm-1θmax = 25.0°, θmin = 2.2°
ω scansh = 2121
Absorption correction: integration
(X-RED32; Stoe & Cie, 2002)
k = 99
Tmin = 0.564, Tmax = 0.926l = 1212
9341 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.024H-atom parameters constrained
wR(F2) = 0.061 w = 1/[σ2(Fo2) + (0.0402P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.00(Δ/σ)max = 0.001
1406 reflectionsΔρmax = 0.20 e Å3
117 parametersΔρmin = 0.34 e Å3
0 restraintsExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0037 (7)
Crystal data top
[CoCl2(C11H15N3O2)]V = 1478.53 (17) Å3
Mr = 351.09Z = 4
OrthorhombicPnmaMo Kα radiation
a = 18.0255 (11) ŵ = 1.52 mm1
b = 7.6426 (5) ÅT = 296 K
c = 10.7325 (8) Å0.41 × 0.28 × 0.05 mm
Data collection top
Stoe IPDS-2
diffractometer
1406 independent reflections
Absorption correction: integration
(X-RED32; Stoe & Cie, 2002)
1161 reflections with I > 2σ(I)
Tmin = 0.564, Tmax = 0.926Rint = 0.050
9341 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0240 restraints
wR(F2) = 0.061H-atom parameters constrained
S = 1.00Δρmax = 0.20 e Å3
1406 reflectionsΔρmin = 0.34 e Å3
117 parameters
Special details top

Experimental. Melting points, electronic spectra, IR spectra and elemental analyses were obtained as described previously (Özdemir, Dinçer, M., Dayan, O. & Çetinkaya, B. (2006). Acta Cryst. C62, m315–m318. Voltametric experiments were performed at room temperature using a Bas 100 W instrument equipped with a three electrode system: a 2 mm size Au disk working electrode, an Ag/AgCl reference electrode and a Pt wire counter electrode. The working electrode was polished with 0.05 µm alumina prior to each experiment. Throughout the experiment oxygen-free nitrogen was bubbled through the solution for 10 min.

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
xyzUiso*/UeqOcc. (<1)
Co10.391530 (17)0.25000.78054 (3)0.04060 (14)
Cl10.32820 (3)0.00051 (7)0.76344 (5)0.05836 (17)
O10.41761 (11)0.25000.46697 (18)0.0726 (7)
O20.35399 (10)0.25001.08285 (18)0.0597 (6)
N10.50325 (10)0.25000.81036 (18)0.0376 (5)
N20.40510 (10)0.25000.98617 (19)0.0419 (5)
N30.44555 (11)0.25000.5878 (2)0.0498 (6)
C10.55050 (13)0.25000.7138 (2)0.0438 (6)
C20.62604 (16)0.25000.7333 (3)0.0711 (11)
H20.65870.25000.66610.085*
C30.65238 (16)0.25000.8530 (3)0.0882 (14)
H30.70330.25000.86710.106*
C40.60425 (14)0.25000.9528 (3)0.0661 (9)
H40.62180.25001.03430.079*
C50.52917 (14)0.25000.9278 (2)0.0407 (6)
C60.47223 (14)0.25001.0267 (2)0.0404 (6)
C70.49283 (16)0.25001.1608 (3)0.0594 (8)
H7A0.49870.36841.18910.089*0.50
H7B0.53860.18771.17180.089*0.50
H7C0.45450.19391.20830.089*0.50
C80.51661 (13)0.25000.5886 (2)0.0454 (6)
C90.56367 (17)0.25000.4740 (3)0.0744 (11)
H9A0.57430.13160.45010.112*0.50
H9B0.60930.31050.49060.112*0.50
H9C0.53770.30790.40770.112*0.50
C100.27934 (14)0.25001.0366 (3)0.0671 (9)
H10A0.24550.26891.10440.101*0.50
H10B0.26880.13930.99820.101*0.50
H10C0.27370.34180.97630.101*0.50
C110.33816 (17)0.25000.4653 (3)0.0787 (11)
H11A0.32020.36310.48980.118*0.50
H11B0.32000.16310.52220.118*0.50
H11C0.32100.22380.38260.118*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.03020 (19)0.0528 (2)0.0388 (2)0.0000.00287 (13)0.000
Cl10.0585 (3)0.0569 (3)0.0597 (3)0.0095 (2)0.0052 (2)0.0068 (2)
O10.0493 (11)0.139 (2)0.0295 (11)0.0000.0041 (8)0.000
O20.0423 (10)0.1003 (18)0.0367 (11)0.0000.0102 (8)0.000
N10.0334 (10)0.0491 (13)0.0304 (11)0.0000.0009 (8)0.000
N20.0366 (11)0.0573 (14)0.0317 (11)0.0000.0061 (8)0.000
N30.0421 (12)0.0791 (18)0.0281 (11)0.0000.0022 (9)0.000
C10.0350 (12)0.0584 (17)0.0379 (14)0.0000.0053 (11)0.000
C20.0340 (13)0.131 (3)0.0482 (18)0.0000.0059 (12)0.000
C30.0308 (13)0.174 (4)0.060 (2)0.0000.0055 (14)0.000
C40.0384 (15)0.114 (3)0.0461 (17)0.0000.0103 (12)0.000
C50.0370 (12)0.0517 (17)0.0334 (13)0.0000.0003 (10)0.000
C60.0403 (12)0.0490 (16)0.0318 (13)0.0000.0008 (10)0.000
C70.0559 (16)0.089 (2)0.0332 (15)0.0000.0030 (12)0.000
C80.0392 (13)0.0635 (19)0.0336 (14)0.0000.0054 (10)0.000
C90.0521 (17)0.135 (3)0.0359 (17)0.0000.0127 (13)0.000
C100.0400 (15)0.103 (3)0.058 (2)0.0000.0154 (13)0.000
C110.0472 (16)0.136 (3)0.0524 (19)0.0000.0128 (14)0.000
Geometric parameters (Å, º) top
Co1—N12.0390 (19)C3—H30.9300
Co1—N22.220 (2)C4—C51.380 (4)
Co1—Cl12.2366 (5)C4—H40.9300
Co1—Cl1i2.2366 (5)C5—C61.476 (4)
Co1—N32.286 (2)C6—C71.487 (4)
O1—N31.391 (3)C7—H7A0.9600
O1—C111.432 (3)C7—H7B0.9600
O2—N21.388 (3)C7—H7C0.9600
O2—C101.434 (3)C8—C91.494 (4)
N1—C11.342 (3)C9—H9A0.9600
N1—C51.345 (3)C9—H9B0.9600
N2—C61.286 (3)C9—H9C0.9600
N3—C81.281 (3)C10—H10A0.9600
C1—C21.378 (4)C10—H10B0.9600
C1—C81.476 (4)C10—H10C0.9600
C2—C31.370 (5)C11—H11A0.9600
C2—H20.9300C11—H11B0.9600
C3—C41.378 (5)C11—H11C0.9600
N1—Co1—N274.64 (7)N1—C5—C4121.5 (2)
N1—Co1—Cl1121.129 (15)N1—C5—C6115.6 (2)
N2—Co1—Cl197.92 (3)C4—C5—C6122.9 (2)
N1—Co1—Cl1i121.129 (15)N2—C6—C5114.3 (2)
N2—Co1—Cl1i97.92 (3)N2—C6—C7124.2 (2)
Cl1—Co1—Cl1i117.74 (3)C5—C6—C7121.5 (2)
N1—Co1—N373.82 (8)C6—C7—H7A109.5
N2—Co1—N3148.46 (7)C6—C7—H7B109.5
Cl1—Co1—N398.23 (3)H7A—C7—H7B109.5
Cl1i—Co1—N398.23 (3)C6—C7—H7C109.5
N3—O1—C11112.0 (2)H7A—C7—H7C109.5
N2—O2—C10111.4 (2)H7B—C7—H7C109.5
C1—N1—C5120.3 (2)N3—C8—C1114.8 (2)
C1—N1—Co1120.37 (16)N3—C8—C9124.2 (2)
C5—N1—Co1119.37 (16)C1—C8—C9120.9 (2)
C6—N2—O2111.8 (2)C8—C9—H9A109.5
C6—N2—Co1116.11 (16)C8—C9—H9B109.5
O2—N2—Co1132.07 (14)H9A—C9—H9B109.5
C8—N3—O1111.6 (2)C8—C9—H9C109.5
C8—N3—Co1114.84 (17)H9A—C9—H9C109.5
O1—N3—Co1133.56 (15)H9B—C9—H9C109.5
N1—C1—C2120.7 (2)O2—C10—H10A109.5
N1—C1—C8116.2 (2)O2—C10—H10B109.5
C2—C1—C8123.2 (2)H10A—C10—H10B109.5
C3—C2—C1119.0 (3)O2—C10—H10C109.5
C3—C2—H2120.5H10A—C10—H10C109.5
C1—C2—H2120.5H10B—C10—H10C109.5
C2—C3—C4120.7 (3)O1—C11—H11A109.5
C2—C3—H3119.6O1—C11—H11B109.5
C4—C3—H3119.6H11A—C11—H11B109.5
C3—C4—C5117.8 (3)O1—C11—H11C109.5
C3—C4—H4121.1H11A—C11—H11C109.5
C5—C4—H4121.1H11B—C11—H11C109.5
N2—Co1—N1—C1180.0Co1—N1—C1—C2180.0
Cl1—Co1—N1—C189.94 (4)C5—N1—C1—C8180.0
Cl1i—Co1—N1—C189.94 (4)Co1—N1—C1—C80.0
N3—Co1—N1—C10.0N1—C1—C2—C30.0
N2—Co1—N1—C50.0C8—C1—C2—C3180.0
Cl1—Co1—N1—C590.06 (4)C1—C2—C3—C40.0
Cl1i—Co1—N1—C590.06 (4)C2—C3—C4—C50.0
N3—Co1—N1—C5180.0C1—N1—C5—C40.0
C10—O2—N2—C6180.0Co1—N1—C5—C4180.0
C10—O2—N2—Co10.0C1—N1—C5—C6180.0
N1—Co1—N2—C60.0Co1—N1—C5—C60.0
Cl1—Co1—N2—C6120.204 (17)C3—C4—C5—N10.0
Cl1i—Co1—N2—C6120.204 (17)C3—C4—C5—C6180.0
N3—Co1—N2—C60.0O2—N2—C6—C5180.0
N1—Co1—N2—O2180.0Co1—N2—C6—C50.0
Cl1—Co1—N2—O259.796 (17)O2—N2—C6—C70.0
Cl1i—Co1—N2—O259.796 (17)Co1—N2—C6—C7180.0
N3—Co1—N2—O2180.0N1—C5—C6—N20.0
C11—O1—N3—C8180.0C4—C5—C6—N2180.0
C11—O1—N3—Co10.0N1—C5—C6—C7180.0
N1—Co1—N3—C80.0C4—C5—C6—C70.0
N2—Co1—N3—C80.0O1—N3—C8—C1180.0
Cl1—Co1—N3—C8120.127 (17)Co1—N3—C8—C10.0
Cl1i—Co1—N3—C8120.127 (17)O1—N3—C8—C90.0
N1—Co1—N3—O1180.0Co1—N3—C8—C9180.0
N2—Co1—N3—O1180.0N1—C1—C8—N30.0
Cl1—Co1—N3—O159.873 (17)C2—C1—C8—N3180.0
Cl1i—Co1—N3—O159.873 (17)N1—C1—C8—C9180.0
C5—N1—C1—C20.0C2—C1—C8—C90.0
Symmetry code: (i) x, y+1/2, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C10—H10C···Cl1i0.962.773.611 (3)147
C10—H10A···Cl1ii0.962.793.650 (3)149
Symmetry codes: (i) x, y+1/2, z; (ii) x+1/2, y+1/2, z+1/2.

Experimental details

Crystal data
Chemical formula[CoCl2(C11H15N3O2)]
Mr351.09
Crystal system, space groupOrthorhombicPnma
Temperature (K)296
a, b, c (Å)18.0255 (11), 7.6426 (5), 10.7325 (8)
V3)1478.53 (17)
Z4
Radiation typeMo Kα
µ (mm1)1.52
Crystal size (mm)0.41 × 0.28 × 0.05
Data collection
DiffractometerStoe IPDS2
diffractometer
Absorption correctionIntegration
(X-RED32; Stoe & Cie, 2002)
Tmin, Tmax0.564, 0.926
No. of measured, independent and
observed [I > 2σ(I)] reflections
9341, 1406, 1161
Rint0.050
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.024, 0.061, 1.00
No. of reflections1406
No. of parameters117
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.20, 0.34

Computer programs: X-AREA (Stoe & Cie, 2002), X-AREA, X-RED32 (Stoe & Cie, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 2006), WinGX (Farrugia, 1999) and PLATON (Spek, 2003).

Selected geometric parameters (Å, º) top
Co1—N12.0390 (19)O1—N31.391 (3)
Co1—N22.220 (2)O2—N21.388 (3)
Co1—Cl12.2366 (5)N2—C61.286 (3)
Co1—N32.286 (2)N3—C81.281 (3)
N1—Co1—N274.64 (7)N2—Co1—N3148.46 (7)
N1—Co1—Cl1121.129 (15)Cl1—Co1—N398.23 (3)
N2—Co1—Cl197.92 (3)N2—C6—C5114.3 (2)
Cl1—Co1—Cl1i117.74 (3)N3—C8—C1114.8 (2)
N1—Co1—N373.82 (8)
Symmetry code: (i) x, y+1/2, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C10—H10C···Cl1i0.962.773.611 (3)147.1
C10—H10A···Cl1ii0.962.793.650 (3)149.4
Symmetry codes: (i) x, y+1/2, z; (ii) x+1/2, y+1/2, z+1/2.
 

Subscribe to Acta Crystallographica Section C: Structural Chemistry

The full text of this article is available to subscribers to the journal.

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.
E-mail address* 
Repeat e-mail address* 
(for error checking) 

Format*   PDF (US $40)
   HTML (US $40)
   PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number 
(non-UK EC countries only) 
Country* 
 

Terms and conditions of use
Contact us

Follow Acta Cryst. C
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds