Chloridobis(ethyl­enediamine-κ2N,N′)(n-pentyl­amine-κN)cobalt(III) dichloride monhydrate

Anbalagan, K.; Tamilselvan, M.; Nirmala, S.; Sudha, L.

doi:10.1107/S1600536809022764

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 7| July 2009| Pages m836-m837

doi:10.1107/S1600536809022764

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Chloridobis(ethylenediamine-κ²N,N′)(n-pentylamine-κN)cobalt(III) dichloride monhydrate

K. Anbalagan,^a ^* M. Tamilselvan,^a S. Nirmala ^b and L. Sudha ^c

^aDepartment of Chemistry, Pondicherry University, Puducherry 605 014, India, ^bDepartment of Physics, Easwari Engineering College, Ramapuram, Chennai 600 089, India, and ^cDepartment of Physics, SRM University, Ramapuram Campus, Chennai 600089, India.
^*Correspondence e-mail: kanuniv@gmail.com

(Received 6 May 2009; accepted 13 June 2009; online 27 June 2009)

The title complex, [CoCl(C₅H₁₃N)(C₂H₈N₂)₂]Cl₂·H₂O, comprises one chloridobis(ethylenediamine)(n-pentylamine)cobalt(III) cation, two chloride counter-anions and a water molecule. The Co^III atom of the complex is hexacoordinated by five N and one Cl atoms. The five N atoms are from two chelating ethylenediamine and one n-pentylamine ligands. Neighbouring cations and anions are connected by N—H⋯Cl and N—H⋯O hydrogen bonds to each other and also to the water molecule.

Related literature

For the potential applications of metal–chelate complexes, see: Tweedy (1964 ); Kralova et al. (2004 ); Parekh et al. (2005 ); Rajevel et al. (2008 ). For cobalt(III) complexes, see: Bailer & Clapp (1945 ); Bailer & Rollinson (1946 ). For a related structure, see: Ou et al. (2007 ).

Experimental

Crystal data

[CoCl(C₅H₁₃N)(C₂H₈N₂)₂]Cl₂·H₂O
M_r = 390.67
Monoclinic, P 2₁ /n
a = 10.5214 (3) Å
b = 7.2294 (2) Å
c = 23.6225 (6) Å
β = 96.117 (2)°
V = 1786.58 (8) Å³
Z = 4
Mo Kα radiation
μ = 1.41 mm⁻¹
T = 293 K
0.25 × 0.20 × 0.15 mm

Data collection

Bruker Kappa-APEX2 CCD diffractometer
Absorption correction: multi-scan (Blessing, 1995 ) T_min = 0.719, T_max = 0.816
23262 measured reflections
5510 independent reflections
4506 reflections with I > 2σ(I)
R_int = 0.029

Refinement

R[F² > 2σ(F²)] = 0.030
wR(F²) = 0.090
S = 1.10
5510 reflections
181 parameters
3 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.52 e Å⁻³
Δρ_min = −0.35 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1C⋯Cl3	0.90	2.39	3.2589 (14)	162
N1—H1D⋯O1	0.90	2.12	3.018 (3)	174
N3—H3C⋯Cl3	0.90	2.56	3.3641 (14)	150
N4—H4D⋯Cl3ⁱ	0.90	2.36	3.2597 (14)	179
N4—H4C⋯Cl2ⁱⁱ	0.90	2.51	3.3731 (15)	161
N5—H5C⋯Cl3ⁱⁱⁱ	0.90	2.51	3.3605 (15)	158
N5—H5D⋯Cl3ⁱ	0.90	2.56	3.3784 (15)	151
Symmetry codes: (i) x, y-1, z; (ii) -x+2, -y, -z+2; (iii) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ .

Data collection: APEX2 (Bruker, 2004 ); cell refinement: APEX2 and SAINT (Bruker, 2004); data reduction: SAINT and XPREP (Bruker, 2004); program(s) used to solve structure: SIR92 (Altomare et al., 1993 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ); molecular graphics: ORTEP-3 (Farrugia, 1997 ); software used to prepare material for publication: PLATON (Spek, 2009 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809022764/bq2142sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809022764/bq2142Isup2.hkl

checkCIF report

Comment top

Metal-chelate complexes find potential applications in the research fields (Tweedy, 1964; Kralova et al., 2004) of antitumor activity, enzyme catalysis, functioning of micro organisms and in the respiration processes of biological systems (Parekh et al., 2005; Rajevel et al., 2008). Chelating ligand such as ethylenediamine has been widely used to prepare a number of cobalt(III) complexes (Bailer & Clapp, 1945; Bailer & Rollinson, 1946). A structural analogue of the cobalt(III)-alkyl amine complex, such as chloro(n-pentyl amine)bis(ethylenediamine)cobalt(III) chloride, [Co^III(en)₂(nPentNH₂) Cl]Cl₂, is studied. Cobalt(III) complex consisting of n-PentNH₂ligand, is an interesting complex showing some novel reactivity. Hence, single-crystal X-ray study of the above compound has been carried out.

The molecular structure of the title compound is shown in Fig. 1. The title compound, Cis-[Co^III(en)₂(nPentNH₂)Cl]Cl₂.H₂O, is a mononuclear cobalt(III) complex. The Co(III) atom is hexa-coordinated by six ligating atoms (five N and one Cl) forming two chelating ethylenediamine ligands, leading to a slightly distorted octahedral configuration. The two chloride ions act as counter-ions. The average Co— N bond length is 1.963 (4) Å and agrees well with related literature (Ou et al., 2007).

The crystal structure is stabilized by intramolecular N—H···O and N—H···Cl interactions. The molecules are linked into three-dimensional framework by N—H···Cl and C—H···Cl intermolecular interactions (Fig. 2, Table 1).

Related literature top

For the potential applications of metal–chelate complexes, see: Tweedy (1964); Kralova et al. (2004); Parekh et al. (2005); Rajevel et al. (2008). For cobalt(III) complexes, see: Bailer & Clapp (1945); Bailer & Rollinson (1946). For a related structure, see: Ou et al. (2007).

Experimental top

A modified method of synthesize of cis-[Co^III(en)₂(nPentNH₂)Cl]Cl₂.H₂O was developed by substituting chloride ligand with AnalaR n-pentyl amine in trans-[Co(en)₂Cl₂]Cl. AnalaR n-pentyl amine (2–3 ml) was added in drops to a paste of 2 g of the trans-dichlorobis(1,2-diamino ethane)cobalt(III) chloride suspended in 1 ml of water. The mixture was ground for an hour until the solid becomes rosy red, and allowed overnight. The complex was recrystallized from acidified water. Single crystal was grown by adding the metal complex in triply distilled water containing few drops of conc. HCl and kept at 0°C for 2–3 weeks.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 and SAINT (Bruker, 2004); data reduction: SAINT and XPREP (Bruker, 2004); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: PLATON (Spek, 2009).

Figures top

	Fig. 1. The molecular structure of the title compound with 30% probability displacement ellipsoids. Dashed lines indicate hydrogen bonds.
	Fig. 2. The packing of the molecules viewed down the a axis. Dashed lines indicate hydrogen bonds. H atoms not involved in hydrogen bonds have been omitted.

Chloridobis(ethylenediamine-κ²N,N')(n- pentylamine-κN)cobalt(III) dichloride monhydrate top

Crystal data top

[CoCl(C₅H₁₃N)(C₂H₈N₂)₂]Cl₂·H₂O	F(000) = 824
M_r = 390.67	D_x = 1.452 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 8809 reflections
a = 10.5214 (3) Å	θ = 2.9–30.6°
b = 7.2294 (2) Å	µ = 1.41 mm⁻¹
c = 23.6225 (6) Å	T = 293 K
β = 96.117 (2)°	Prismatic, orange
V = 1786.58 (8) Å³	0.25 × 0.20 × 0.15 mm
Z = 4

Data collection top

Bruker Kappa-APEX2 CCD diffractometer	5510 independent reflections
Radiation source: fine-focus sealed tube	4506 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
ω and ϕ scans	θ_max = 30.7°, θ_min = 1.7°
Absorption correction: multi-scan (Blessing, 1995)	h = −15→15
T_min = 0.719, T_max = 0.816	k = −8→10
23262 measured reflections	l = −33→33

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.030	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.090	w = 1/[σ²(F_o²) + (0.0497P)² + 0.0821P] where P = (F_o² + 2F_c²)/3
S = 1.10	(Δ/σ)_max = 0.006
5510 reflections	Δρ_max = 0.52 e Å⁻³
181 parameters	Δρ_min = −0.35 e Å⁻³
3 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0019 (6)

Crystal data top

[CoCl(C₅H₁₃N)(C₂H₈N₂)₂]Cl₂·H₂O	V = 1786.58 (8) Å³
M_r = 390.67	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.5214 (3) Å	µ = 1.41 mm⁻¹
b = 7.2294 (2) Å	T = 293 K
c = 23.6225 (6) Å	0.25 × 0.20 × 0.15 mm
β = 96.117 (2)°

Data collection top

Bruker Kappa-APEX2 CCD diffractometer	5510 independent reflections
Absorption correction: multi-scan (Blessing, 1995)	4506 reflections with I > 2σ(I)
T_min = 0.719, T_max = 0.816	R_int = 0.029
23262 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.030	3 restraints
wR(F²) = 0.090	H atoms treated by a mixture of independent and constrained refinement
S = 1.10	Δρ_max = 0.52 e Å⁻³
5510 reflections	Δρ_min = −0.35 e Å⁻³
181 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

	x	y	z	U_iso*/U_eq
C1	0.6942 (2)	0.3891 (2)	0.95347 (8)	0.0391 (4)
H1A	0.6317	0.4750	0.9657	0.047*
H1B	0.7675	0.4592	0.9439	0.047*
C2	0.73406 (18)	0.2535 (2)	1.00007 (8)	0.0352 (4)
H2A	0.7846	0.3145	1.0314	0.042*
H2B	0.6597	0.1982	1.0143	0.042*
C3	0.95703 (17)	0.0374 (3)	0.84080 (8)	0.0387 (4)
H3A	1.0400	0.0913	0.8368	0.046*
H3B	0.9209	−0.0074	0.8038	0.046*
C4	0.96996 (17)	−0.1182 (3)	0.88299 (8)	0.0364 (4)
H4A	1.0107	−0.2237	0.8670	0.044*
H4B	1.0220	−0.0798	0.9173	0.044*
C5	0.52205 (16)	0.0781 (2)	0.80180 (8)	0.0328 (4)
H5A	0.5349	0.2092	0.7957	0.039*
H5B	0.4656	0.0653	0.8315	0.039*
C6	0.45868 (16)	−0.0068 (3)	0.74740 (7)	0.0337 (4)
H6A	0.4451	−0.1377	0.7535	0.040*
H6B	0.5152	0.0053	0.7177	0.040*
C7	0.33189 (17)	0.0838 (3)	0.72777 (8)	0.0384 (4)
H7A	0.3453	0.2155	0.7234	0.046*
H7B	0.2745	0.0673	0.7569	0.046*
C8	0.26886 (18)	0.0065 (3)	0.67194 (8)	0.0393 (4)
H8A	0.3279	0.0169	0.6433	0.047*
H8B	0.2510	−0.1238	0.6769	0.047*
C9	0.1464 (2)	0.1043 (4)	0.65112 (12)	0.0659 (7)
H9A	0.1108	0.0501	0.6158	0.099*
H9B	0.1636	0.2329	0.6453	0.099*
H9C	0.0867	0.0922	0.6789	0.099*
N1	0.63802 (13)	0.28252 (18)	0.90348 (6)	0.0277 (3)
H1C	0.6409	0.3501	0.8717	0.033*
H1D	0.5556	0.2567	0.9072	0.033*
N2	0.81072 (13)	0.11089 (18)	0.97448 (5)	0.0262 (3)
H2C	0.8144	0.0081	0.9961	0.031*
H2D	0.8910	0.1525	0.9731	0.031*
N3	0.87124 (13)	0.1775 (2)	0.86270 (6)	0.0304 (3)
H3C	0.8378	0.2501	0.8339	0.036*
H3D	0.9161	0.2495	0.8887	0.036*
N4	0.84066 (13)	−0.16872 (19)	0.89632 (6)	0.0287 (3)
H4C	0.8457	−0.2249	0.9305	0.034*
H4D	0.8052	−0.2485	0.8700	0.034*
N5	0.64631 (13)	−0.0082 (2)	0.82114 (6)	0.0280 (3)
H5C	0.7005	0.0201	0.7954	0.034*
H5D	0.6350	−0.1316	0.8197	0.034*
O1	0.3655 (2)	0.2049 (5)	0.92521 (12)	0.1255 (12)
Cl1	0.58524 (4)	−0.11512 (6)	0.935779 (18)	0.03265 (10)
Cl2	1.09085 (4)	0.29130 (6)	0.96604 (2)	0.03712 (11)
Cl3	0.71601 (4)	0.54255 (6)	0.799916 (18)	0.03417 (10)
Co1	0.733516 (18)	0.05224 (3)	0.897435 (8)	0.02096 (7)
H1E	0.2883 (17)	0.237 (6)	0.9277 (18)	0.17 (2)*
H1F	0.394 (3)	0.137 (4)	0.9526 (11)	0.112 (13)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0500 (11)	0.0276 (8)	0.0377 (10)	0.0041 (7)	−0.0040 (8)	−0.0063 (7)
C2	0.0430 (10)	0.0363 (9)	0.0258 (8)	0.0007 (7)	0.0007 (7)	−0.0091 (7)
C3	0.0290 (8)	0.0591 (12)	0.0287 (9)	0.0046 (8)	0.0069 (7)	−0.0004 (8)
C4	0.0280 (8)	0.0435 (10)	0.0368 (10)	0.0095 (7)	−0.0005 (7)	−0.0062 (8)
C5	0.0286 (8)	0.0373 (9)	0.0305 (9)	0.0047 (6)	−0.0068 (6)	−0.0044 (7)
C6	0.0306 (8)	0.0408 (9)	0.0279 (9)	0.0023 (7)	−0.0056 (6)	−0.0024 (7)
C7	0.0321 (9)	0.0480 (10)	0.0328 (10)	0.0057 (7)	−0.0068 (7)	−0.0062 (8)
C8	0.0350 (9)	0.0469 (10)	0.0331 (10)	0.0021 (8)	−0.0097 (7)	−0.0036 (8)
C9	0.0468 (13)	0.0812 (17)	0.0632 (16)	0.0152 (12)	−0.0241 (11)	−0.0116 (13)
N1	0.0287 (7)	0.0261 (6)	0.0278 (7)	0.0018 (5)	0.0005 (5)	0.0014 (5)
N2	0.0274 (6)	0.0286 (6)	0.0218 (6)	−0.0027 (5)	−0.0017 (5)	−0.0002 (5)
N3	0.0264 (6)	0.0369 (7)	0.0274 (7)	−0.0017 (5)	0.0017 (5)	0.0070 (6)
N4	0.0313 (7)	0.0283 (6)	0.0250 (7)	0.0035 (5)	−0.0037 (5)	−0.0030 (5)
N5	0.0276 (6)	0.0345 (7)	0.0208 (6)	0.0030 (5)	−0.0032 (5)	−0.0009 (5)
O1	0.0775 (15)	0.188 (3)	0.121 (2)	0.0730 (17)	0.0573 (15)	0.104 (2)
Cl1	0.0302 (2)	0.0344 (2)	0.0332 (2)	−0.00734 (15)	0.00280 (15)	0.00406 (16)
Cl2	0.0307 (2)	0.0406 (2)	0.0387 (2)	−0.00616 (16)	−0.00247 (16)	0.00198 (18)
Cl3	0.0438 (2)	0.0327 (2)	0.0259 (2)	−0.00019 (16)	0.00328 (16)	−0.00105 (15)
Co1	0.02095 (11)	0.02308 (11)	0.01830 (11)	−0.00082 (7)	−0.00051 (7)	0.00072 (7)

Geometric parameters (Å, º) top

C1—N1	1.479 (2)	C8—C9	1.505 (3)
C1—C2	1.501 (3)	C8—H8A	0.9700
C1—H1A	0.9700	C8—H8B	0.9700
C1—H1B	0.9700	C9—H9A	0.9600
C2—N2	1.477 (2)	C9—H9B	0.9600
C2—H2A	0.9700	C9—H9C	0.9600
C2—H2B	0.9700	N1—Co1	1.9575 (13)
C3—N3	1.485 (2)	N1—H1C	0.9000
C3—C4	1.500 (3)	N1—H1D	0.9000
C3—H3A	0.9700	N2—Co1	1.9588 (13)
C3—H3B	0.9700	N2—H2C	0.9000
C4—N4	1.475 (2)	N2—H2D	0.9000
C4—H4A	0.9700	N3—Co1	1.9611 (13)
C4—H4B	0.9700	N3—H3C	0.9000
C5—N5	1.477 (2)	N3—H3D	0.9000
C5—C6	1.513 (2)	N4—Co1	1.9569 (13)
C5—H5A	0.9700	N4—H4C	0.9000
C5—H5B	0.9700	N4—H4D	0.9000
C6—C7	1.514 (2)	N5—Co1	1.9822 (13)
C6—H6A	0.9700	N5—H5C	0.9000
C6—H6B	0.9700	N5—H5D	0.9000
C7—C8	1.518 (2)	O1—H1E	0.852 (10)
C7—H7A	0.9700	O1—H1F	0.841 (10)
C7—H7B	0.9700	Cl1—Co1	2.2403 (4)

N1—C1—C2	107.56 (14)	H9A—C9—H9B	109.5
N1—C1—H1A	110.2	C8—C9—H9C	109.5
C2—C1—H1A	110.2	H9A—C9—H9C	109.5
N1—C1—H1B	110.2	H9B—C9—H9C	109.5
C2—C1—H1B	110.2	C1—N1—Co1	109.70 (11)
H1A—C1—H1B	108.5	C1—N1—H1C	109.7
N2—C2—C1	106.15 (14)	Co1—N1—H1C	109.7
N2—C2—H2A	110.5	C1—N1—H1D	109.7
C1—C2—H2A	110.5	Co1—N1—H1D	109.7
N2—C2—H2B	110.5	H1C—N1—H1D	108.2
C1—C2—H2B	110.5	C2—N2—Co1	109.93 (10)
H2A—C2—H2B	108.7	C2—N2—H2C	109.7
N3—C3—C4	107.18 (14)	Co1—N2—H2C	109.7
N3—C3—H3A	110.3	C2—N2—H2D	109.7
C4—C3—H3A	110.3	Co1—N2—H2D	109.7
N3—C3—H3B	110.3	H2C—N2—H2D	108.2
C4—C3—H3B	110.3	C3—N3—Co1	109.55 (11)
H3A—C3—H3B	108.5	C3—N3—H3C	109.8
N4—C4—C3	107.89 (14)	Co1—N3—H3C	109.8
N4—C4—H4A	110.1	C3—N3—H3D	109.8
C3—C4—H4A	110.1	Co1—N3—H3D	109.8
N4—C4—H4B	110.1	H3C—N3—H3D	108.2
C3—C4—H4B	110.1	C4—N4—Co1	110.28 (11)
H4A—C4—H4B	108.4	C4—N4—H4C	109.6
N5—C5—C6	112.74 (14)	Co1—N4—H4C	109.6
N5—C5—H5A	109.0	C4—N4—H4D	109.6
C6—C5—H5A	109.0	Co1—N4—H4D	109.6
N5—C5—H5B	109.0	H4C—N4—H4D	108.1
C6—C5—H5B	109.0	C5—N5—Co1	119.79 (10)
H5A—C5—H5B	107.8	C5—N5—H5C	107.4
C5—C6—C7	112.26 (15)	Co1—N5—H5C	107.4
C5—C6—H6A	109.2	C5—N5—H5D	107.4
C7—C6—H6A	109.2	Co1—N5—H5D	107.4
C5—C6—H6B	109.2	H5C—N5—H5D	106.9
C7—C6—H6B	109.2	H1E—O1—H1F	111.3 (17)
H6A—C6—H6B	107.9	N4—Co1—N1	174.92 (6)
C6—C7—C8	113.34 (15)	N4—Co1—N2	90.39 (6)
C6—C7—H7A	108.9	N1—Co1—N2	85.03 (6)
C8—C7—H7A	108.9	N4—Co1—N3	85.34 (6)
C6—C7—H7B	108.9	N1—Co1—N3	92.63 (6)
C8—C7—H7B	108.9	N2—Co1—N3	92.13 (6)
H7A—C7—H7B	107.7	N4—Co1—N5	91.10 (6)
C9—C8—C7	112.99 (18)	N1—Co1—N5	93.59 (6)
C9—C8—H8A	109.0	N2—Co1—N5	176.89 (6)
C7—C8—H8A	109.0	N3—Co1—N5	90.71 (6)
C9—C8—H8B	109.0	N4—Co1—Cl1	89.52 (4)
C7—C8—H8B	109.0	N1—Co1—Cl1	92.57 (4)
H8A—C8—H8B	107.8	N2—Co1—Cl1	88.79 (4)
C8—C9—H9A	109.5	N3—Co1—Cl1	174.78 (4)
C8—C9—H9B	109.5	N5—Co1—Cl1	88.49 (4)

N1—C1—C2—N2	50.28 (19)	C1—N1—Co1—N3	−79.47 (12)
N3—C3—C4—N4	48.28 (19)	C1—N1—Co1—N5	−170.35 (12)
N5—C5—C6—C7	−179.58 (16)	C1—N1—Co1—Cl1	101.00 (11)
C5—C6—C7—C8	177.60 (17)	C2—N2—Co1—N4	−166.25 (11)
C6—C7—C8—C9	−176.9 (2)	C2—N2—Co1—N1	15.94 (11)
C2—C1—N1—Co1	−37.75 (17)	C2—N2—Co1—N3	108.40 (11)
C1—C2—N2—Co1	−40.09 (16)	C2—N2—Co1—Cl1	−76.74 (10)
C4—C3—N3—Co1	−38.51 (17)	C3—N3—Co1—N4	15.27 (11)
C3—C4—N4—Co1	−36.06 (16)	C3—N3—Co1—N1	−169.40 (11)
C6—C5—N5—Co1	−170.27 (12)	C3—N3—Co1—N2	105.48 (11)
C4—N4—Co1—N2	−80.28 (11)	C3—N3—Co1—N5	−75.78 (12)
C4—N4—Co1—N3	11.82 (11)	C5—N5—Co1—N4	161.69 (13)
C4—N4—Co1—N5	102.45 (11)	C5—N5—Co1—N1	−20.28 (13)
C4—N4—Co1—Cl1	−169.07 (11)	C5—N5—Co1—N3	−112.95 (13)
C1—N1—Co1—N2	12.44 (12)	C5—N5—Co1—Cl1	72.21 (12)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1C···Cl3	0.90	2.39	3.2589 (14)	162
N1—H1D···O1	0.90	2.12	3.018 (3)	174
N3—H3C···Cl3	0.90	2.56	3.3641 (14)	150
N4—H4D···Cl3ⁱ	0.90	2.36	3.2597 (14)	179
N4—H4C···Cl2ⁱⁱ	0.90	2.51	3.3731 (15)	161
N5—H5C···Cl3ⁱⁱⁱ	0.90	2.51	3.3605 (15)	158
N5—H5D···Cl3ⁱ	0.90	2.56	3.3784 (15)	151
C3—H3B···Cl3ⁱⁱⁱ	0.97	2.73	3.616 (2)	152

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

Experimental details

Crystal data
Chemical formula	[CoCl(C₅H₁₃N)(C₂H₈N₂)₂]Cl₂·H₂O
M_r	390.67
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	293
a, b, c (Å)	10.5214 (3), 7.2294 (2), 23.6225 (6)
β (°)	96.117 (2)
V (Å³)	1786.58 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.41
Crystal size (mm)	0.25 × 0.20 × 0.15

Data collection
Diffractometer	Bruker Kappa-APEX2 CCD diffractometer
Absorption correction	Multi-scan (Blessing, 1995)
T_min, T_max	0.719, 0.816
No. of measured, independent and observed [I > 2σ(I)] reflections	23262, 5510, 4506
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.718

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.030, 0.090, 1.10
No. of reflections	5510
No. of parameters	181
No. of restraints	3
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.52, −0.35

Computer programs: APEX2 (Bruker, 2004), APEX2 and SAINT (Bruker, 2004), SAINT and XPREP (Bruker, 2004), SIR92 (Altomare et al., 1993), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997), PLATON (Spek, 2009).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1C···Cl3	0.90	2.39	3.2589 (14)	162.0
N1—H1D···O1	0.90	2.12	3.018 (3)	173.8
N3—H3C···Cl3	0.90	2.56	3.3641 (14)	149.6
N4—H4D···Cl3ⁱ	0.90	2.36	3.2597 (14)	178.8
N4—H4C···Cl2ⁱⁱ	0.90	2.51	3.3731 (15)	160.6
N5—H5C···Cl3ⁱⁱⁱ	0.90	2.51	3.3605 (15)	158.2
N5—H5D···Cl3ⁱ	0.90	2.56	3.3784 (15)	150.7
C3—H3B···Cl3ⁱⁱⁱ	0.97	2.73	3.616 (2)	151.9

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

Acknowledgements

KA thanks the Department of Science and Technology, Goverment of India, for financial assistance and the Council of Scientific & Industrial Research–Human Resource Development Group, New Delhi, for support through a major research project.

References

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