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In catena-poly[[di­chlorido­cobalt(II)]-[mu]-(1,1'-dimethyl-4,4'-bi­pyrazole-[kappa]2N2:N2')], [CoCl2(C8H10N4)]n, (1), two independent bi­pyrazole ligands (Me2bpz) are situated across centres of inversion and in tetra­aqua­bis­(1,1'-dimethyl-4,4'-bi­pyrazole-[kappa]N2)cobalt(II) dichloride-1,1'-dimethyl-4,4'-bi­pyrazole-water (1/2/2), [Co(C8H10N4)2(H2O)4]Cl2·2C8H10N4·2H2O, (2), the Co2+ cation lies on an inversion centre and two noncoordinated Me2bpz mol­ecules are also situated across centres of inversion. The compounds are the first complexes involving N,N'-disubstituted 4,4'-bi­pyrazole tectons. They reveal a relatively poor coordination ability of the ligand, resulting in a Co-pyrazole coordination ratio of only 1:2. Compound (1) adopts a zigzag chain structure with bitopic Me2bpz links between tetra­hedral CoII ions. Inter­chain inter­actions occur by means of very weak C-H...Cl hydrogen bonding. Complex (2) comprises discrete octa­hedral trans-[Co(Me2bpz)2(H2O)4]2+ cations formed by monodentate Me2bpz ligands. Two equivalents of additional noncoordinated Me2bpz tectons are important as `second-sphere ligands' connecting the cations by means of relatively strong O-H...N hydrogen bonding with generation of doubly inter­penetrated pcu ([alpha]-Po) frameworks. Noncoordinated chloride anions and solvent water mol­ecules afford hydrogen-bonded [(Cl-)2(H2O)2] rhombs, which establish topological links between the above frameworks, producing a rare eight-coordinated uninodal net of {424.5.63} (ilc) topology.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229614002046/ov3046sup1.cif
Contains datablocks global, 1, 2

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614002046/ov30461sup2.hkl
Contains datablock 1

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614002046/ov30462sup3.hkl
Contains datablock 2

CCDC references: 984056; 984057

Introduction top

Multipurpose applications of 4,4'-bi­pyrazoles for supra­molecular synthesis concern their diverse chemical behaviour and a range of structural roles for sustaining structures of framework solids, in particular as covalent bipyrazolate bridges (Pettinari et al., 2012), self-complementary hydrogen-bond donors and acceptors (Boldog et al., 2001) and cationic bipyrazolium tectons, which act as multiple hydrogen-bond donors (Boldog et al., 2009; Domasevitch, 2012). For each of these cases, the NH site of the pyrazole ring is a key functional prerequisite. Considering functions of bi­pyrazoles as simple bitopic coordination links between metal ions (Boldog et al., 2002; Tâbâcaru et al., 2012), the NH sites are also important. They commonly provide a peculiar hydrogen bonding with anionic co-ligands (Naza­renko et al., 2013; Ponomarova et al., 2013), thus appreciably contributing to the overal structure. Therefore, the substitution at the N1 atom of the pyrazole ring could be of primary significance for fine-tuning properties of the ligands in view of their ability for bridging metal ions and sustaining secondary inter­actions. The resulting N-substituted bi­pyrazoles combine such inputs as structural simplicity and chemical accessibility, being readily available either by alkyl­ation of pyrazole ring or by heterocylization of di­aldehyde precursor when reacted with substituted hydrazines (Timmermans et al., 1972). The steric effect of N-substituent could mitigate against coordination of many pyrazole rings, which may be important for control over formation of second-sphere hydrogen-bonded complexes rather than assembly of more common coordination polymers, similar to versatile 4,7-phenanthroline systems developed by Beauchamp & Loeb (2002). However, the coordination behaviour of N-substituted bi­pyrazoles and their utility as potentially suitable tectons for generation of supra­molecular architectures does not appear to have been considered. In this context, we have examined prototypical bitopic ligand 1,1'-di­methyl-4,4'-bi­pyrazole (Me2bpz) and in the present contribution we report two coordination compounds of cobalt(II) chloride, namely catena-poly[[dichloridocobalt(II)]-µ- (1,1'-di­methyl-4,4'-bi­pyrazole-κ2N2:N2')], (1), and tetra­aqua­bis­(1,1'-di­methyl-4,4'-bi­pyrazole-κN2)cobalt(II) dichloride–1,1'-di­methyl-4,4'-bi­pyrazole–water (1/2/2), (2).

Experimental top

Synthesis and crystallization top

The 1,1'-di­methyl-4,4'-bi­pyrazole ligand (Me2bpz) was synthesized following the method of Timmermans et al. (1972). The title coordination compounds were prepared by slow evaporation of methanol solutions (4 ml) of the components. In this way, reaction of CoCl2.6H2O (26.2 mg, 0.110 mmol) and Me2bpz (16.2 mg, 0.100 mmol) gives elongated blue prisms of [CoCl2(Me2bpz)], (1), in 80% yield (23 mg) and reaction of CoCl2.6H2O (11.9 mg, 0.050 mmol) and Me2bpz (35.6 mg, 0.220 mmol) provides light-pink blocks of [Co(H2O)4(Me2bpz)2]Cl2.2Me2bpz.2H2O, (2), in 90% yield (39 mg). With the initial molar ratios of the components varied between 1:1 and 1:4, the resulting crystalline materials were mixtures of both (1) and (2).

Elemental analysis calculated for (1): C 32.90, H 3.45, N 19.19%; found: C 32.73, H 3.49, N 19.08%. Elemental analysis calculated for (2): C 43.34, H 5.91, N 25.28%; found: C 43.47, H 5.82, N 25.40%.

Refinement top

Crystal data, data collection and structure refinement details are summarized in Table 1. All C—H hydrogens were located from difference maps and then refined as riding, with the angles constrained, C—H distances constrained to 0.94 (pyrazole) or 0.97 Å (methyl) and Uiso(H) = 1.5Ueq(C) for methyl H atoms and 1.2Ueq(C) otherwise. For (2), all water H atoms were found in inter­mediate difference Fourier maps and were refined fully with isotropic displacement parameters [O—H = 0.77 (3)–0.91 (3) Å].

Results and discussion top

In the structure of complex (1), two independent 1,1'-di­methyl-4,4'-bi­pyrazole (Me2bpz) ligands reside across centres of inversion. Distorted coordination tetra­hedra of Co ions comprise two chloride ligands and two N atoms of bi­pyrazole ligands (Table 2). Such geometry is also known for the dichloridocobalt(II) complex with 1,2-bis­(pyridin-4-yl)ethane (Wang, 2008). The resulting one-dimensional polymeric chains run along the b direction. They afford very weak C—H···Cl hydrogen bonds [C···Cl1iii = 3.588 (2) Å and C2—H2···Cl1iii = 162°; symmetry code: (iii) -x+1/2, y+1/2, -z+1/2].

The structure of (2) is ionic, it comprises complex [Co(H2O)4(Me2bpz)2]2+ dications, two independent noncoordinated Me2bpz molecules (all three entitites are situated across centres of inversion), solvent water molecules and noncoordinated chloride anions (Table 3 and Fig. 3). The latter constitute centrosymmetric discrete dichlorido/di­aqua ensembles, with typical O—H···Cl hydrogen-bond distances (Table 4). The metal ions have a trans-o­cta­hedral [CoN2O4] environment comprising two monodentate Me2bpz ligands, and the Co1—N2 bonds [2.2145 (13) Å] appear to be certainly longer than the Co1—O bonds involving the aqua ligands [2.0395 (11) and 2.1095 (12) Å]. Thus, even under a significant excess of the organic ligand in the reaction mixture, the product manifests relatively low actual coordination Co–pyrazole ratio of only 1:2, similar to complex (1). This is contrary to unsubstituted 4,4'-bi­pyrazole (H2bpz), which typically forms two-dimensional square-grid polymers {[Co(H2bpz)2Cl2].Guest}n (Boldog et al., 2002). The relatively poor coordination ability of Me2bpz is unlikely influenced by the steric effect of the methyl group only; elimination of stabilizing hydrogen-bond inter­actions between coordinated pyrazole and anionic co-ligands (which are typical for complexes of N-unsubstituted bi­pyrazoles) (Ponomarova et al., 2013) could be also important. At first glance, this precludes organization of extended frameworks based upon Me2bpz.

The Me2bpz tectons, either monodentate or noncoordinated, are crucial for sustaining the present complex structure rather as ligands of a second coordination sphere (Beauchamp & Loeb, 2002). Every pyrazole group is a hydrogen-bond acceptor and establishes a relatively short and directional O—H···N hydrogen bond with the coordinated H2O donors (Table 4). In this way, topological linkage of the metal ions (the framework nodes) is based upon hydrogen-bonded Co—OH2···Me2bpz···H2O—Co bridges or combined coordination and hydrogen-bonded Co—Me2bpz···H2O—Co bridges. Such behaviour has few precedents in the chemistry of 4,4'-bi­pyridine, rarely acting as a double hydrogen-bond acceptor towards metal–aqua cations (Carlucci et al., 1997) or as a monodentate ligand and acceptor of one M—OH2···N hydrogen bond (Dong et al., 2000; Abu-Shandi et al., 2001). It is worth noting that the second-sphere coordination of heterocyclic nitro­gen bases, when combined with the metal–aqua cations, has received growing inter­est with respect to developing systems for molecular recognition (Maldonado et al., 2012).

Double bridges of the Co—Me2bpz···H2O—Co type lead to pair-wise association of the [Co(H2O)4(Me2bpz)2]2+ cations, giving rise to linear one-dimensional chains along the b direction, with a Co···Co separation of 11.1415 (10) Å (parameter b of the unit cell) (Fig. 4). Both noncoordinated Me2bpz molecules are acceptors of two O—H···N hydrogen bonds and connect tetra­aqua­cobalt fragments in the ac plane [Co···Co = 14.1037 (10) and 14.4921 (10) Å]. The resulting cationic three-dimensional framework has composition {[Co(H2O)4(Me2bpz)2](Me2bpz)2}n2n+. It possesses a primitive cubic net topology with a point symbol of {412.63} (α-Po; three-letter notation `pcu') and two identical nets, related by a single translation vector, are inter­penetrated (class Ia inter­penetration, Z = 2) (Blatov et al., 2004).

This connectivity employs six out of eight available O—H donors at the tetra­aqua­cobalt node and the remaining two O—H donors generate additional inter­nodal links through strong O—H···OH2 hydrogen bonding [O···O = 2.6939 (18) Å; Table 4] to the above [(Cl-)2(H2O)2] assemblies (Fig. 4). These bridges unite the above independent nets. When these links are also considered for the entire topology, the inter­penetration disappears and a single uninodal eight-connected net is found, with a point Schläfli symbol {424.5.63} (Fig. 5). This net is identified by a `ilc' notation in the Reticular Chemistry Structure Resource database (Blatov & Shevchenko, 1999) and it has only one precedent in crystal structures. It is notable that this topology was initially rationalized in terms of inter­linking of two inter­penetrated pcu frameworks (Wang et al., 2005), and therefore the present case is very illustrative for the close relation of pcu and ilc nets.

Weaker inter­actions in the structure comprise extensive hydrogen bonding of polarized pyrazole C—H groups and sterically accessible chloride anions of [(Cl-)2(H2O)2]. In addition to two convenient O—H···Cl hydrogen bonds, the chloride accepts in total six directional C—H···Cl hydrogen bonds [C···Cl = 3.5153 (19)–3.738 (2) Å; Table 4]. This kind of weak hydrogen bonding is greatly favored by the bi­pyrazole structure, which provides multiple C—H donor sites for sustaining the `chelate-like' pattern (Fig. 6). tetra­aqua­bis­(1,1'-di­methyl-4,4'-bi­pyrazole-κN2)cobalt(II) dichloride–1,1'-di­methyl-4,4'-bi­pyrazole–water (1/2/2) In summary, our study introduces a new tecton for supra­molecular synthesis. In spite of the relative simplicity of coordination patterns adopted by Me2bpz, it could find special and peculiar applications as a `second-sphere ligand' for bridging of metal–aqua cations {[M(H2O)]+}n by hydrogen bonding. This complements and expands structural potential of unsubstituted bi­pyrazole tectons, the common type of bitopic N-donor coordination linkers.

Related literature top

For related literature, see: Abu-Shandi, Janiak & Kersting (2001); Beauchamp & Loeb (2002); Blatov & Shevchenko (1999); Blatov et al. (2004); Boldog et al. (2001, 2002, 2009); Carlucci et al. (1997); Domasevitch (2012); Dong et al. (2000); Maldonado et al. (2012); Nazarenko et al. (2013); Pettinari et al. (2012); Ponomarova et al. (2013); Tâbâcaru et al. (2012); Timmermans et al. (1972); Wang (2008); Wang et al. (2005).

Computing details top

For both compounds, data collection: SMART-NT (Bruker, 1998); cell refinement: SAINT-NT (Bruker, 1999); data reduction: SAINT-NT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: WinGX (Farrugia, 2012).

Figures top
[Figure 1] Fig. 1. The structure of (1), showing the atom-labeling scheme. Displacement ellipsoids are drawn at the 40% probability level. N and Cl atoms are shaded grey and H atoms are shown as small spheres of arbitrary radii. [Symmetry codes: (i) -x+1, -y+1, -z; (ii) -x+1, -y, -z+1.]
[Figure 2] Fig. 2. A projection of the structure of (1) on the ab plane, showing the zigzag coordination chains of [CoCl2(Me2bpz)]n and a set of interchain interactions by weak C—H···Cl hydrogen bonding. [Symmetry code: (iii) -x+1/2, y+1/2, -z+1/2.]
[Figure 3] Fig. 3. The structure of (2), showing the atom-labeling scheme. Displacement ellipsoids are drawn at the 40% probability level, N, O and Cl atoms are shaded grey and C-linked H atoms have been amitted for clarity. The convenient hydrogen bonding is indicated by dashed lines. [Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) -x, -y+2, -z; (iii) -x+2, -y+1, -z; (v) -x+2, -y, -z+1.]
[Figure 4] Fig. 4. Fragment of the structure of (2), showing mode of hydrogen bonding between [Co(H2O)4(Me2bpz)2]2+ cations with generation of linear chains along the b direction. [Symmetry codes: (i) -x+1, -y+1, -z+1; (iv) x, y+1, -z; (v) -x+2, -y, -z+1.]
[Figure 5] Fig. 5. A projection of the structure of (2) on the ac plane, showing two interpenetrated hydrogen-bonded frameworks {[Co(Me2bpz)2(H2O)4](Me2bpz)2}n2n+ (indicated with bold and open bonds and two additional topological links of the frameworks are orthogonal to the drawing plane) and how they are linked by hydrogen bonding to [Cl-2(H2O)2] associates. [Symmetry codes: (ii) -x, -y+2, -z; (iii) -x+2, -y+1, -z; (v) -x+2, -y, -z+1.]
[Figure 6] Fig. 6. The hydrogen-bonded environment of the noncoordinated chloride anions in the structure of (2) (N and O atoms are shaded grey). Note the `chelate-like' function of Me2bpz molecules, as multiple C—H···Cl hydrogen-bond donors. [Symmetry codes: (iii) -x+2, -y+1, -z; (v) -x+2, -y, -z+1; (vi) -x+1, -y+1, -z; (vii) x+1, y-1, z.]
(1) catena-Poly[[dichloridocobalt(II)]-µ-(1,1'-dimethyl-4,4'-bipyrazole-κ2N2:N2')] top
Crystal data top
[CoCl2(C8H10N4)]F(000) = 588
Mr = 292.03Dx = 1.657 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 8.8762 (8) ÅCell parameters from 7256 reflections
b = 14.2372 (14) Åθ = 2.6–27.9°
c = 9.5878 (9) ŵ = 1.89 mm1
β = 104.964 (2)°T = 223 K
V = 1170.54 (19) Å3Prism, blue
Z = 40.14 × 0.12 × 0.09 mm
Data collection top
Siemens SMART CCD area-detector
diffractometer
2763 independent reflections
Radiation source: fine-focus sealed tube2061 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.028
ω scansθmax = 27.9°, θmin = 2.6°
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
h = 117
Tmin = 0.785, Tmax = 0.857k = 1818
7256 measured reflectionsl = 1212
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.032Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.084H-atom parameters constrained
S = 0.96 w = 1/[σ2(Fo2) + (0.0511P)2]
where P = (Fo2 + 2Fc2)/3
2763 reflections(Δ/σ)max = 0.001
138 parametersΔρmax = 0.48 e Å3
0 restraintsΔρmin = 0.50 e Å3
Crystal data top
[CoCl2(C8H10N4)]V = 1170.54 (19) Å3
Mr = 292.03Z = 4
Monoclinic, P21/nMo Kα radiation
a = 8.8762 (8) ŵ = 1.89 mm1
b = 14.2372 (14) ÅT = 223 K
c = 9.5878 (9) Å0.14 × 0.12 × 0.09 mm
β = 104.964 (2)°
Data collection top
Siemens SMART CCD area-detector
diffractometer
2763 independent reflections
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
2061 reflections with I > 2σ(I)
Tmin = 0.785, Tmax = 0.857Rint = 0.028
7256 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0320 restraints
wR(F2) = 0.084H-atom parameters constrained
S = 0.96Δρmax = 0.48 e Å3
2763 reflectionsΔρmin = 0.50 e Å3
138 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
xyzUiso*/Ueq
Co10.25365 (4)0.21493 (2)0.11357 (3)0.02595 (11)
Cl10.03672 (8)0.22325 (5)0.19158 (8)0.04536 (18)
Cl20.22386 (8)0.15352 (6)0.10586 (7)0.0524 (2)
N10.3503 (2)0.34291 (13)0.1133 (2)0.0328 (5)
N20.3658 (2)0.41178 (14)0.2134 (2)0.0326 (4)
N30.4134 (2)0.13497 (14)0.2583 (2)0.0366 (5)
N40.5304 (3)0.08313 (15)0.2309 (2)0.0395 (5)
C10.3155 (3)0.3991 (2)0.3455 (3)0.0450 (7)
H1A0.37880.35100.40450.068*
H1B0.20690.38010.32110.068*
H1C0.32740.45770.39870.068*
C20.4355 (3)0.48681 (16)0.1747 (3)0.0340 (5)
H20.46040.54260.22820.041*
C30.4646 (3)0.46860 (16)0.0428 (2)0.0312 (5)
C40.4096 (3)0.37736 (16)0.0101 (3)0.0331 (5)
H40.41380.34460.07390.040*
C50.6047 (4)0.1093 (2)0.1180 (3)0.0557 (8)
H5A0.66260.16720.14460.084*
H5B0.52560.11840.02800.084*
H5C0.67540.05980.10600.084*
C60.5804 (3)0.01861 (18)0.3343 (3)0.0384 (6)
H60.66040.02530.33790.046*
C70.4942 (3)0.02779 (16)0.4347 (2)0.0327 (5)
C80.3922 (3)0.10152 (17)0.3821 (3)0.0345 (5)
H80.31800.12480.42780.041*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.02900 (18)0.02089 (16)0.02955 (17)0.00168 (13)0.01042 (13)0.00677 (12)
Cl10.0422 (4)0.0449 (4)0.0548 (4)0.0005 (3)0.0230 (3)0.0103 (3)
Cl20.0480 (4)0.0623 (5)0.0464 (4)0.0050 (3)0.0110 (3)0.0124 (3)
N10.0398 (12)0.0261 (10)0.0349 (11)0.0013 (9)0.0140 (9)0.0029 (8)
N20.0363 (11)0.0310 (10)0.0330 (11)0.0005 (9)0.0133 (9)0.0014 (8)
N30.0362 (12)0.0352 (11)0.0401 (12)0.0019 (9)0.0128 (10)0.0069 (9)
N40.0352 (12)0.0428 (12)0.0428 (12)0.0031 (10)0.0143 (10)0.0089 (10)
C10.0551 (17)0.0470 (16)0.0393 (15)0.0045 (13)0.0234 (13)0.0032 (12)
C20.0373 (14)0.0245 (11)0.0417 (14)0.0006 (10)0.0128 (11)0.0026 (10)
C30.0323 (13)0.0260 (11)0.0364 (13)0.0035 (10)0.0111 (10)0.0060 (10)
C40.0399 (14)0.0279 (12)0.0344 (13)0.0007 (10)0.0151 (11)0.0032 (10)
C50.0460 (17)0.077 (2)0.0506 (17)0.0083 (16)0.0233 (14)0.0181 (16)
C60.0324 (14)0.0405 (14)0.0410 (14)0.0049 (11)0.0073 (11)0.0081 (12)
C70.0310 (13)0.0294 (12)0.0355 (13)0.0041 (10)0.0046 (11)0.0017 (10)
C80.0367 (14)0.0316 (12)0.0362 (13)0.0009 (11)0.0111 (11)0.0053 (10)
Geometric parameters (Å, º) top
Co1—N12.0143 (19)C1—H1C0.9700
Co1—N32.053 (2)C2—C31.379 (3)
Co1—Cl22.2300 (8)C2—H20.9400
Co1—Cl12.2416 (7)C3—C41.395 (3)
N1—C41.329 (3)C3—C3i1.460 (4)
N1—N21.354 (3)C4—H40.9400
N2—C21.334 (3)C5—H5A0.9700
N2—C11.459 (3)C5—H5B0.9700
N3—C81.337 (3)C5—H5C0.9700
N3—N41.354 (3)C6—C71.382 (3)
N4—C61.340 (3)C6—H60.9400
N4—C51.454 (3)C7—C81.393 (3)
C1—H1A0.9700C7—C7ii1.462 (4)
C1—H1B0.9700C8—H80.9400
N1—Co1—N3106.40 (8)N2—C2—C3108.3 (2)
N1—Co1—Cl2107.48 (6)N2—C2—H2125.8
N3—Co1—Cl2108.24 (6)C3—C2—H2125.8
N1—Co1—Cl1110.82 (6)C2—C3—C4104.1 (2)
N3—Co1—Cl1107.86 (6)C2—C3—C3i127.6 (3)
Cl2—Co1—Cl1115.64 (3)C4—C3—C3i128.3 (3)
C4—N1—N2105.86 (18)N1—C4—C3111.1 (2)
C4—N1—Co1125.83 (16)N1—C4—H4124.5
N2—N1—Co1128.30 (15)C3—C4—H4124.5
C2—N2—N1110.64 (19)N4—C5—H5A109.5
C2—N2—C1127.5 (2)N4—C5—H5B109.5
N1—N2—C1121.8 (2)H5A—C5—H5B109.5
C8—N3—N4105.6 (2)N4—C5—H5C109.5
C8—N3—Co1124.51 (17)H5A—C5—H5C109.5
N4—N3—Co1127.01 (15)H5B—C5—H5C109.5
C6—N4—N3110.8 (2)N4—C6—C7108.3 (2)
C6—N4—C5126.8 (2)N4—C6—H6125.9
N3—N4—C5121.5 (2)C7—C6—H6125.9
N2—C1—H1A109.5C6—C7—C8104.1 (2)
N2—C1—H1B109.5C6—C7—C7ii128.0 (3)
H1A—C1—H1B109.5C8—C7—C7ii127.8 (3)
N2—C1—H1C109.5N3—C8—C7111.2 (2)
H1A—C1—H1C109.5N3—C8—H8124.4
H1B—C1—H1C109.5C7—C8—H8124.4
N3—Co1—N1—C4105.3 (2)C8—N3—N4—C5169.3 (2)
Cl2—Co1—N1—C410.4 (2)Co1—N3—N4—C529.4 (3)
Cl1—Co1—N1—C4137.67 (19)N1—N2—C2—C31.4 (3)
N3—Co1—N1—N276.3 (2)C1—N2—C2—C3179.1 (2)
Cl2—Co1—N1—N2167.92 (18)N2—C2—C3—C41.1 (3)
Cl1—Co1—N1—N240.7 (2)N2—C2—C3—C3i178.3 (3)
C4—N1—N2—C21.0 (3)N2—N1—C4—C30.3 (3)
Co1—N1—N2—C2179.65 (16)Co1—N1—C4—C3178.98 (16)
C4—N1—N2—C1179.0 (2)C2—C3—C4—N10.5 (3)
Co1—N1—N2—C12.4 (3)C3i—C3—C4—N1178.9 (3)
N1—Co1—N3—C8114.0 (2)N3—N4—C6—C70.2 (3)
Cl2—Co1—N3—C8130.80 (19)C5—N4—C6—C7168.8 (3)
Cl1—Co1—N3—C85.0 (2)N4—C6—C7—C80.0 (3)
N1—Co1—N3—N488.1 (2)N4—C6—C7—C7ii179.3 (3)
Cl2—Co1—N3—N427.2 (2)N4—N3—C8—C70.4 (3)
Cl1—Co1—N3—N4152.95 (18)Co1—N3—C8—C7161.45 (17)
C8—N3—N4—C60.4 (3)C6—C7—C8—N30.3 (3)
Co1—N3—N4—C6160.86 (17)C7ii—C7—C8—N3179.0 (3)
Symmetry codes: (i) x+1, y+1, z; (ii) x+1, y, z+1.
(2) Tetraaquabis(1,1'-dimethyl-4,4'-bipyrazole-κN2)cobalt(II) dichloride–1,1'-dimethyl-4,4'-bipyrazole–water (1/2/2) top
Crystal data top
[Co(C8H10N4)2(H2O)4]Cl2·2C8H10N4·2H2OZ = 1
Mr = 886.73F(000) = 465
Triclinic, P1Dx = 1.377 Mg m3
a = 9.2087 (8) ÅMo Kα radiation, λ = 0.71073 Å
b = 11.1415 (10) ÅCell parameters from 10321 reflections
c = 12.2523 (10) Åθ = 2.3–27.7°
α = 63.071 (2)°µ = 0.59 mm1
β = 83.665 (3)°T = 223 K
γ = 72.592 (2)°Block, pink
V = 1068.96 (16) Å30.17 × 0.14 × 0.12 mm
Data collection top
Siemens SMART CCD area-detector
diffractometer
4907 independent reflections
Radiation source: fine-focus sealed tube4058 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.036
ω scansθmax = 27.7°, θmin = 2.3°
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
h = 1111
Tmin = 0.934, Tmax = 0.961k = 1414
10321 measured reflectionsl = 1515
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.104H atoms treated by a mixture of independent and constrained refinement
S = 0.99 w = 1/[σ2(Fo2) + (0.0747P)2]
where P = (Fo2 + 2Fc2)/3
4907 reflections(Δ/σ)max < 0.001
287 parametersΔρmax = 0.57 e Å3
0 restraintsΔρmin = 0.71 e Å3
Crystal data top
[Co(C8H10N4)2(H2O)4]Cl2·2C8H10N4·2H2Oγ = 72.592 (2)°
Mr = 886.73V = 1068.96 (16) Å3
Triclinic, P1Z = 1
a = 9.2087 (8) ÅMo Kα radiation
b = 11.1415 (10) ŵ = 0.59 mm1
c = 12.2523 (10) ÅT = 223 K
α = 63.071 (2)°0.17 × 0.14 × 0.12 mm
β = 83.665 (3)°
Data collection top
Siemens SMART CCD area-detector
diffractometer
4907 independent reflections
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
4058 reflections with I > 2σ(I)
Tmin = 0.934, Tmax = 0.961Rint = 0.036
10321 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0400 restraints
wR(F2) = 0.104H atoms treated by a mixture of independent and constrained refinement
S = 0.99Δρmax = 0.57 e Å3
4907 reflectionsΔρmin = 0.71 e Å3
287 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
xyzUiso*/Ueq
Co10.50000.50000.50000.02044 (10)
Cl11.04023 (5)0.09005 (4)0.30692 (4)0.03318 (12)
O10.71129 (14)0.47606 (12)0.41437 (12)0.0283 (3)
O20.42174 (15)0.69169 (11)0.35511 (11)0.0298 (3)
O30.91236 (19)0.22023 (15)0.48620 (16)0.0443 (4)
N10.28883 (17)0.40193 (15)0.37109 (14)0.0310 (3)
N20.42554 (16)0.39689 (13)0.40732 (13)0.0260 (3)
N30.68212 (17)0.08771 (15)0.32178 (15)0.0318 (3)
N40.54352 (17)0.09277 (14)0.30204 (14)0.0316 (3)
N50.2576 (2)0.75536 (17)0.04117 (16)0.0409 (4)
N60.27595 (19)0.77693 (17)0.13677 (15)0.0378 (4)
N70.75182 (19)0.69516 (16)0.05682 (15)0.0364 (4)
N80.7612 (2)0.57498 (17)0.15928 (15)0.0429 (4)
C10.1502 (2)0.5117 (2)0.3641 (2)0.0389 (4)
H1A0.06230.48370.35820.058*
H1B0.15190.59820.29230.058*
H1C0.14410.52600.43700.058*
C20.3029 (2)0.29851 (19)0.33874 (19)0.0359 (4)
H20.22330.28180.31090.043*
C30.4523 (2)0.22210 (16)0.35323 (15)0.0274 (3)
C40.52392 (19)0.28633 (16)0.39638 (16)0.0277 (3)
H40.62870.25620.41570.033*
C50.8178 (2)0.1930 (2)0.3178 (2)0.0426 (5)
H5A0.79330.28030.34180.064*
H5B0.89520.20780.37380.064*
H5C0.85560.16150.23530.064*
C60.6731 (2)0.02356 (19)0.34198 (19)0.0354 (4)
H60.75530.04740.35820.042*
C70.52119 (19)0.09595 (16)0.33442 (16)0.0274 (3)
C80.4461 (2)0.01877 (17)0.30994 (17)0.0312 (4)
H80.33980.04240.30020.037*
C90.3637 (3)0.6371 (3)0.0250 (3)0.0612 (7)
H9A0.44910.59530.08280.092*
H9B0.40040.67020.05780.092*
H9C0.31170.56750.03950.092*
C100.1360 (2)0.8506 (2)0.03049 (19)0.0403 (4)
H100.10360.85530.10280.048*
C110.0679 (2)0.93976 (18)0.02133 (16)0.0321 (4)
C120.1604 (2)0.88967 (18)0.12550 (17)0.0337 (4)
H120.14350.92990.18030.040*
C130.6411 (3)0.8260 (2)0.0424 (2)0.0488 (5)
H13A0.58600.81110.11760.073*
H13B0.57010.85780.02440.073*
H13C0.69330.89640.02460.073*
C140.8551 (2)0.67443 (19)0.02418 (17)0.0370 (4)
H140.86910.74300.10220.044*
C150.9370 (2)0.53470 (19)0.02742 (16)0.0339 (4)
C160.8737 (2)0.4786 (2)0.14113 (19)0.0426 (5)
H160.90630.38390.19860.051*
H1W0.773 (3)0.393 (3)0.437 (2)0.051 (7)*
H2W0.706 (3)0.512 (3)0.332 (2)0.051 (7)*
H3W0.463 (2)0.761 (2)0.3386 (17)0.026 (5)*
H4W0.390 (3)0.697 (3)0.289 (3)0.067 (8)*
H5W0.907 (3)0.151 (3)0.544 (3)0.056 (8)*
H6W0.949 (4)0.191 (3)0.440 (3)0.072 (9)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.02779 (17)0.01031 (14)0.02518 (16)0.00510 (11)0.00202 (11)0.00906 (11)
Cl10.0366 (2)0.0279 (2)0.0352 (2)0.01064 (17)0.00161 (17)0.01334 (17)
O10.0324 (6)0.0178 (5)0.0348 (7)0.0041 (5)0.0025 (5)0.0138 (5)
O20.0459 (7)0.0152 (5)0.0293 (6)0.0127 (5)0.0096 (5)0.0059 (4)
O30.0567 (10)0.0249 (7)0.0402 (8)0.0017 (6)0.0007 (7)0.0130 (6)
N10.0309 (8)0.0247 (7)0.0452 (9)0.0057 (6)0.0046 (6)0.0222 (6)
N20.0273 (7)0.0209 (6)0.0340 (7)0.0076 (5)0.0035 (6)0.0142 (5)
N30.0302 (7)0.0242 (7)0.0492 (9)0.0083 (6)0.0007 (6)0.0226 (6)
N40.0381 (8)0.0232 (7)0.0436 (8)0.0142 (6)0.0015 (6)0.0199 (6)
N50.0440 (9)0.0345 (8)0.0466 (10)0.0013 (7)0.0109 (7)0.0234 (7)
N60.0428 (9)0.0330 (8)0.0361 (8)0.0056 (7)0.0112 (7)0.0145 (7)
N70.0412 (9)0.0268 (7)0.0353 (8)0.0079 (6)0.0083 (7)0.0114 (6)
N80.0506 (10)0.0305 (8)0.0367 (9)0.0082 (7)0.0100 (7)0.0096 (7)
C10.0331 (9)0.0317 (9)0.0574 (12)0.0023 (7)0.0064 (8)0.0269 (9)
C20.0359 (10)0.0313 (9)0.0556 (12)0.0121 (7)0.0019 (8)0.0294 (9)
C30.0349 (9)0.0183 (7)0.0341 (9)0.0100 (6)0.0001 (7)0.0141 (6)
C40.0295 (8)0.0215 (7)0.0358 (9)0.0057 (6)0.0047 (7)0.0154 (7)
C50.0371 (10)0.0321 (10)0.0663 (14)0.0053 (8)0.0001 (9)0.0307 (10)
C60.0356 (10)0.0295 (9)0.0555 (12)0.0151 (7)0.0017 (8)0.0273 (8)
C70.0330 (9)0.0205 (7)0.0359 (9)0.0118 (6)0.0045 (7)0.0168 (7)
C80.0274 (8)0.0241 (8)0.0495 (10)0.0082 (6)0.0053 (7)0.0207 (7)
C90.0606 (15)0.0462 (13)0.0838 (18)0.0099 (11)0.0179 (13)0.0456 (13)
C100.0414 (11)0.0399 (10)0.0404 (10)0.0025 (8)0.0121 (8)0.0210 (8)
C110.0385 (10)0.0262 (8)0.0297 (8)0.0099 (7)0.0062 (7)0.0088 (7)
C120.0392 (10)0.0280 (8)0.0334 (9)0.0063 (7)0.0081 (7)0.0132 (7)
C130.0564 (13)0.0317 (10)0.0492 (12)0.0052 (9)0.0114 (10)0.0168 (9)
C140.0456 (11)0.0309 (9)0.0313 (9)0.0130 (8)0.0107 (8)0.0119 (7)
C150.0382 (10)0.0324 (9)0.0325 (9)0.0130 (8)0.0049 (7)0.0145 (7)
C160.0515 (12)0.0304 (9)0.0374 (10)0.0091 (8)0.0092 (9)0.0111 (8)
Geometric parameters (Å, º) top
Co1—O2i2.0395 (11)C1—H1C0.9700
Co1—O22.0395 (11)C2—C31.366 (3)
Co1—O1i2.1095 (12)C2—H20.9400
Co1—O12.1095 (12)C3—C41.389 (2)
Co1—N2i2.2145 (13)C3—C71.469 (2)
Co1—N22.2145 (13)C4—H40.9400
O1—H1W0.86 (3)C5—H5A0.9700
O1—H2W0.91 (3)C5—H5B0.9700
O2—H3W0.89 (2)C5—H5C0.9700
O2—H4W0.86 (3)C6—C71.379 (2)
O3—H5W0.78 (3)C6—H60.9400
O3—H6W0.77 (3)C7—C81.394 (2)
N1—C21.3471 (19)C8—H80.9400
N1—N21.3578 (19)C9—H9A0.9700
N1—C11.459 (2)C9—H9B0.9700
N2—C41.3457 (19)C9—H9C0.9700
N3—N41.347 (2)C10—C111.376 (3)
N3—C61.348 (2)C10—H100.9400
N3—C51.449 (2)C11—C121.406 (2)
N4—C81.335 (2)C11—C11ii1.464 (3)
N5—N61.335 (2)C12—H120.9400
N5—C101.346 (2)C13—H13A0.9700
N5—C91.467 (2)C13—H13B0.9700
N6—C121.343 (2)C13—H13C0.9700
N7—N81.345 (2)C14—C151.379 (3)
N7—C141.346 (2)C14—H140.9400
N7—C131.453 (2)C15—C161.386 (3)
N8—C161.333 (2)C15—C15iii1.469 (3)
C1—H1A0.9700C16—H160.9400
C1—H1B0.9700
O2i—Co1—O2180C2—C3—C7128.21 (15)
O2i—Co1—O1i88.76 (5)C4—C3—C7127.50 (16)
O2—Co1—O1i91.24 (5)N2—C4—C3111.98 (15)
O2i—Co1—O191.24 (5)N2—C4—H4124.0
O2—Co1—O188.76 (5)C3—C4—H4124.0
O1i—Co1—O1180N3—C5—H5A109.5
O2i—Co1—N2i91.07 (5)N3—C5—H5B109.5
O2—Co1—N2i88.93 (5)H5A—C5—H5B109.5
O1i—Co1—N2i89.16 (5)N3—C5—H5C109.5
O1—Co1—N2i90.84 (5)H5A—C5—H5C109.5
O2i—Co1—N288.93 (5)H5B—C5—H5C109.5
O2—Co1—N291.07 (5)N3—C6—C7107.36 (15)
O1i—Co1—N290.84 (5)N3—C6—H6126.3
O1—Co1—N289.16 (5)C7—C6—H6126.3
N2i—Co1—N2180C6—C7—C8104.31 (14)
Co1—O1—H1W118.9 (16)C6—C7—C3128.24 (15)
Co1—O1—H2W115.6 (16)C8—C7—C3127.40 (16)
H1W—O1—H2W104 (2)N4—C8—C7111.67 (15)
Co1—O2—H3W121.0 (13)N4—C8—H8124.2
Co1—O2—H4W119.8 (19)C7—C8—H8124.2
H3W—O2—H4W111 (2)N5—C9—H9A109.5
H5W—O3—H6W101 (3)N5—C9—H9B109.5
C2—N1—N2110.98 (14)H9A—C9—H9B109.5
C2—N1—C1126.63 (15)N5—C9—H9C109.5
N2—N1—C1122.32 (13)H9A—C9—H9C109.5
C4—N2—N1104.34 (12)H9B—C9—H9C109.5
C4—N2—Co1119.94 (11)N5—C10—C11107.57 (16)
N1—N2—Co1134.76 (10)N5—C10—H10126.2
N4—N3—C6111.68 (14)C11—C10—H10126.2
N4—N3—C5120.34 (13)C10—C11—C12103.89 (16)
C6—N3—C5127.97 (16)C10—C11—C11ii128.8 (2)
C8—N4—N3104.97 (12)C12—C11—C11ii127.3 (2)
N6—N5—C10112.35 (15)N6—C12—C11111.36 (16)
N6—N5—C9119.95 (17)N6—C12—H12124.3
C10—N5—C9127.69 (17)C11—C12—H12124.3
N5—N6—C12104.81 (15)N7—C13—H13A109.5
N8—N7—C14111.01 (15)N7—C13—H13B109.5
N8—N7—C13121.53 (16)H13A—C13—H13B109.5
C14—N7—C13127.47 (16)N7—C13—H13C109.5
C16—N8—N7105.23 (15)H13A—C13—H13C109.5
N1—C1—H1A109.5H13B—C13—H13C109.5
N1—C1—H1B109.5N7—C14—C15107.93 (16)
H1A—C1—H1B109.5N7—C14—H14126.0
N1—C1—H1C109.5C15—C14—H14126.0
H1A—C1—H1C109.5C14—C15—C16103.89 (16)
H1B—C1—H1C109.5C14—C15—C15iii126.9 (2)
N1—C2—C3108.50 (15)C16—C15—C15iii129.2 (2)
N1—C2—H2125.8N8—C16—C15111.94 (17)
C3—C2—H2125.8N8—C16—H16124.0
C2—C3—C4104.20 (13)C15—C16—H16124.0
C2—N1—N2—C40.2 (2)N4—N3—C6—C70.4 (2)
C1—N1—N2—C4177.33 (17)C5—N3—C6—C7178.60 (18)
C2—N1—N2—Co1168.43 (13)N3—C6—C7—C80.4 (2)
C1—N1—N2—Co114.4 (3)N3—C6—C7—C3177.95 (17)
O2i—Co1—N2—C451.45 (13)C2—C3—C7—C6175.8 (2)
O2—Co1—N2—C4128.55 (13)C4—C3—C7—C68.0 (3)
O1i—Co1—N2—C4140.20 (13)C2—C3—C7—C87.3 (3)
O1—Co1—N2—C439.80 (13)C4—C3—C7—C8168.92 (18)
O2i—Co1—N2—N1115.38 (16)N3—N4—C8—C70.1 (2)
O2—Co1—N2—N164.62 (16)C6—C7—C8—N40.4 (2)
O1i—Co1—N2—N126.64 (15)C3—C7—C8—N4177.89 (17)
O1—Co1—N2—N1153.36 (15)N6—N5—C10—C110.9 (3)
C6—N3—N4—C80.2 (2)C9—N5—C10—C11178.5 (2)
C5—N3—N4—C8178.92 (17)N5—C10—C11—C120.8 (2)
C10—N5—N6—C120.5 (2)N5—C10—C11—C11ii179.8 (2)
C9—N5—N6—C12178.9 (2)N5—N6—C12—C110.0 (2)
C14—N7—N8—C160.5 (2)C10—C11—C12—N60.5 (2)
C13—N7—N8—C16179.6 (2)C11ii—C11—C12—N6179.9 (2)
N2—N1—C2—C30.1 (2)N8—N7—C14—C150.5 (2)
C1—N1—C2—C3176.90 (18)C13—N7—C14—C15179.7 (2)
N1—C2—C3—C40.3 (2)N7—C14—C15—C160.2 (2)
N1—C2—C3—C7177.22 (17)N7—C14—C15—C15iii179.1 (2)
N1—N2—C4—C30.40 (19)N7—N8—C16—C150.4 (2)
Co1—N2—C4—C3170.79 (11)C14—C15—C16—N80.2 (2)
C2—C3—C4—N20.5 (2)C15iii—C15—C16—N8179.4 (3)
C7—C3—C4—N2177.38 (16)
Symmetry codes: (i) x+1, y+1, z+1; (ii) x, y+2, z; (iii) x+2, y+1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1W···O30.86 (3)1.84 (3)2.6939 (18)177 (2)
O1—H2W···N80.91 (3)1.96 (3)2.839 (2)163 (2)
O2—H3W···N4iv0.89 (2)1.84 (2)2.7356 (18)179 (2)
O2—H4W···N60.86 (3)1.94 (3)2.755 (2)159 (3)
O3—H5W···Cl1v0.78 (3)2.40 (3)3.1576 (17)162 (3)
O3—H6W···Cl10.77 (3)2.33 (3)3.0997 (17)174 (3)
C6—H6···Cl10.942.763.6126 (19)151
C8—H8···Cl1vi0.942.653.5814 (18)172
C10—H10···Cl1vii0.942.693.617 (2)168
C12—H12···Cl1viii0.942.773.6911 (18)167
C14—H14···Cl1iii0.942.593.5153 (19)170
C16—H16···Cl10.942.833.738 (2)163
Symmetry codes: (iii) x+2, y+1, z; (iv) x, y+1, z; (v) x+2, y, z+1; (vi) x1, y, z; (vii) x+1, y+1, z; (viii) x1, y+1, z.

Experimental details

(1)(2)
Crystal data
Chemical formula[CoCl2(C8H10N4)][Co(C8H10N4)2(H2O)4]Cl2·2C8H10N4·2H2O
Mr292.03886.73
Crystal system, space groupMonoclinic, P21/nTriclinic, P1
Temperature (K)223223
a, b, c (Å)8.8762 (8), 14.2372 (14), 9.5878 (9)9.2087 (8), 11.1415 (10), 12.2523 (10)
α, β, γ (°)90, 104.964 (2), 9063.071 (2), 83.665 (3), 72.592 (2)
V3)1170.54 (19)1068.96 (16)
Z41
Radiation typeMo KαMo Kα
µ (mm1)1.890.59
Crystal size (mm)0.14 × 0.12 × 0.090.17 × 0.14 × 0.12
Data collection
DiffractometerSiemens SMART CCD area-detector
diffractometer
Siemens SMART CCD area-detector
diffractometer
Absorption correctionEmpirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
Empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.785, 0.8570.934, 0.961
No. of measured, independent and
observed [I > 2σ(I)] reflections
7256, 2763, 2061 10321, 4907, 4058
Rint0.0280.036
(sin θ/λ)max1)0.6580.654
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.032, 0.084, 0.96 0.040, 0.104, 0.99
No. of reflections27634907
No. of parameters138287
H-atom treatmentH-atom parameters constrainedH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.48, 0.500.57, 0.71

Computer programs: SMART-NT (Bruker, 1998), SAINT-NT (Bruker, 1999), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 1999), WinGX (Farrugia, 2012).

Selected geometric parameters (Å, º) for (1) top
Co1—N12.0143 (19)Co1—Cl22.2300 (8)
Co1—N32.053 (2)Co1—Cl12.2416 (7)
N1—Co1—N3106.40 (8)N1—Co1—Cl1110.82 (6)
N1—Co1—Cl2107.48 (6)N3—Co1—Cl1107.86 (6)
N3—Co1—Cl2108.24 (6)Cl2—Co1—Cl1115.64 (3)
Selected geometric parameters (Å, º) for (2) top
Co1—O22.0395 (11)Co1—N22.2145 (13)
Co1—O12.1095 (12)
O2—Co1—O1i91.24 (5)O1—Co1—N2i90.84 (5)
O2—Co1—O188.76 (5)O2—Co1—N291.07 (5)
O2—Co1—N2i88.93 (5)O1—Co1—N289.16 (5)
Symmetry code: (i) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) for (2) top
D—H···AD—HH···AD···AD—H···A
O1—H1W···O30.86 (3)1.84 (3)2.6939 (18)177 (2)
O1—H2W···N80.91 (3)1.96 (3)2.839 (2)163 (2)
O2—H3W···N4ii0.89 (2)1.84 (2)2.7356 (18)179 (2)
O2—H4W···N60.86 (3)1.94 (3)2.755 (2)159 (3)
O3—H5W···Cl1iii0.78 (3)2.40 (3)3.1576 (17)162 (3)
O3—H6W···Cl10.77 (3)2.33 (3)3.0997 (17)174 (3)
C6—H6···Cl10.942.763.6126 (19)151
C8—H8···Cl1iv0.942.653.5814 (18)172
C10—H10···Cl1v0.942.693.617 (2)168
C12—H12···Cl1vi0.942.773.6911 (18)167
C14—H14···Cl1vii0.942.593.5153 (19)170
C16—H16···Cl10.942.833.738 (2)163
Symmetry codes: (ii) x, y+1, z; (iii) x+2, y, z+1; (iv) x1, y, z; (v) x+1, y+1, z; (vi) x1, y+1, z; (vii) x+2, y+1, z.
 

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