Bis(2,2′-bipyridine-κ2N,N′)chloridocobalt(II) perchlorate

Gao, Z.; Li, F.

doi:10.1107/S1600536809049034

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 12| December 2009| Page m1664

doi:10.1107/S1600536809049034

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Bis(2,2′-bipyridine-κ²N,N′)chloridocobalt(II) perchlorate

Zhongjun Gao ^a and Fahui Li ^b ^*

^aDepartment of Chemistry, Jining University, Shandong 273155, People's Republic of China, and ^bMarine Drug and Food Institute, Ocean University of China, Qingdao 266003, People's Republic of China
^*Correspondence e-mail: zhongjungao@yahoo.cn

(Received 7 November 2009; accepted 17 November 2009; online 25 November 2009)

In the cation of the title compound, [CoCl(C₁₀H₈N₂)₂]ClO₄, the Co^II atom displays a distorted trigonal-bipyramidal coordination geometry. The two pyridine rings in each 2,2′-bipyridine ligand form dihedral angles of 10.75 (12) and 4.28 (13)°. The crystal packing is stabilized by interionic C—H⋯O hydrogen bonds, C—H⋯π interactions and aromatic π–π stacking interactions, with centroid–centroid distances of 3.616 (7) Å.

Related literature

For the use of 2,2′-bipyridine in coordination chemistry, see: Ruiz-Perez et al. (2002 ). For the structure of the corresponding copper(II) compound, see: Harrison et al. (1981 ).

Experimental

Crystal data

[CoCl(C₁₀H₈N₂)₂]ClO₄
M_r = 506.20
Monoclinic, P 2₁ /n
a = 10.7725 (12) Å
b = 12.2696 (14) Å
c = 16.333 (2) Å
β = 105.361 (2)°
V = 2081.7 (4) Å³
Z = 4
Mo Kα radiation
μ = 1.12 mm⁻¹
T = 298 K
0.40 × 0.21 × 0.19 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.664, T_max = 0.816
10284 measured reflections
3661 independent reflections
2458 reflections with I > 2σ(I)
R_int = 0.029

Refinement

R[F² > 2σ(F²)] = 0.043
wR(F²) = 0.124
S = 1.06
3661 reflections
280 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 0.50 e Å⁻³
Δρ_min = −0.39 e Å⁻³

Table 1
Selected bond lengths (Å)

Co1—N3	1.992 (3)
Co1—N1	1.992 (3)
Co1—N4	2.075 (4)
Co1—N2	2.138 (3)
Co1—Cl1	2.2645 (13)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯O1ⁱ	0.93	2.41	3.170 (6)	139
C4—H4⋯O2ⁱⁱ	0.93	2.50	3.365 (6)	155
C10—H10⋯O3ⁱⁱⁱ	0.93	2.53	3.116 (6)	122
C11—H11⋯Cg1^iv	0.93	2.85	3.709 (6)	155
Symmetry codes: (i) -x+1, -y+2, -z+1; (ii) x+1, y, z; (iii) $[x+{\script{1\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ ; (iv) -x+2, -y+2, -z+2. Cg1 is the centroid of the N2/C6–C10 pyridine ring.

Data collection: SMART (Bruker, 1998 ); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809049034/rz2393sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809049034/rz2393Isup2.hkl

checkCIF report

Comment top

Hydrogen bonding has been intensively investigated in organic crystalline solids, but is relatively unexplored in coordination complexes. In order to search the new functional hydrogen-bonded metal coordination network structures, chelating ligands such as 2,2'-bipyridine (Ruiz-Perez et al., 2002) were selected for study because they can simultaneously coordinate with the metal ions and provide potential intermolecular interaction sites.

In title compound (Fig. 1), the cobalt(II) atom has a distorted trigonal bipyramidal coordination geometry provided by one chloride anion and four nitrogen atoms from the two chelating 2, 2'-bipyridine molecules. The equatorial plane is defined by the N2, N4 and Cl1 atoms, and the sum of the N—Co—N and N—Co—Cl angles is 360.0 (3)°. The apical positions are occupied by the N1 and N3 atoms [N1—Co1—N3 = 174.58 (14)°]. The Co—N bond lenghts (Table 1) lie in the range 1.992 (3)-2.138 (3) Å. The N1/C1–C5, N2/C6–C10 and N3/C11–C15, N4/C16–C20 pyridine rings form dihedral angles of 10.75 (12) and 4.28 (13)°, respectively. The structure is similar to that reported previously for the corresponding copper(II) compound (Harrison et al., 1981). In the crystal structure, cations and anions interact through C—H···O hydrogen bonds (Table 2) to form a three-dimensional network. The structure is further stabilized by a C—H···π interaction (C11—H11···Cg1, 2.85 Å; C11—H11—Cg1, 155°; Cg1 is the centroid of the N2/C6–C10 pyridine ring) and by aromatic π–π stacking interactions involving centrosymmetrically related N3/C11–C15 pyridine rings, with a centroid-to-centroid distance of 3.616 (7) Å.

Related literature top

For the use of 2,2'-bipyridine in coordination chemistry, see: Ruiz-Perez et al. (2002). For the structure of the corresponding copper(II) compound, see: Harrison et al. (1981). Cg1 is the centroid of the N2/C6–C10 pyridine ring.

Experimental top

To a solution of Co(ClO₄)₂^.6H₂O and CoCl₂^.6H₂O (1:1 molar ratio) in ethanol (10 mL) was added a solution of 2,2'-bipyridine (0.1562 g, 1 mmol) in ethanol (20 mL) and the resulting green solution was stirred for 8h at 333 K. The mixture was then filtered and the filtrate was allowed to stand at room temperature for one week to give well shaped green crystals suitable for X-ray analysis (yield 61%). Analysis calculated for C₂₀H₁₆Cl₂N₄O₄Co: C 47.45, H, 3.19; N 11.07%; found: C 47.49, H 3.26, N, 11.12%.

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009).

Figures top

Fig. 1. The molecular structure of the title compound with 30% displacement ellipsoids.

Bis(2,2'-bipyridine-κ²N,N')chloridocobalt(II) perchlorate top

Crystal data top

[CoCl(C₁₀H₈N₂)₂]ClO₄	F(000) = 1028
M_r = 506.20	D_x = 1.615 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2895 reflections
a = 10.7725 (12) Å	θ = 2.6–25.8°
b = 12.2696 (14) Å	µ = 1.12 mm⁻¹
c = 16.333 (2) Å	T = 298 K
β = 105.361 (2)°	Block, green
V = 2081.7 (4) Å³	0.40 × 0.21 × 0.19 mm
Z = 4

Data collection top

Bruker SMART CCD diffractometer	3661 independent reflections
Radiation source: fine-focus sealed tube	2458 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
T_min = 0.664, T_max = 0.816	k = −14→14
10284 measured reflections	l = −12→19

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.124	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0432P)² + 2.7771P] where P = (F_o² + 2F_c²)/3
3661 reflections	(Δ/σ)_max = 0.001
280 parameters	Δρ_max = 0.50 e Å⁻³
1 restraint	Δρ_min = −0.39 e Å⁻³

Crystal data top

[CoCl(C₁₀H₈N₂)₂]ClO₄	V = 2081.7 (4) Å³
M_r = 506.20	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.7725 (12) Å	µ = 1.12 mm⁻¹
b = 12.2696 (14) Å	T = 298 K
c = 16.333 (2) Å	0.40 × 0.21 × 0.19 mm
β = 105.361 (2)°

Data collection top

Bruker SMART CCD diffractometer	3661 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2458 reflections with I > 2σ(I)
T_min = 0.664, T_max = 0.816	R_int = 0.029
10284 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.043	1 restraint
wR(F²) = 0.124	H-atom parameters constrained
S = 1.06	Δρ_max = 0.50 e Å⁻³
3661 reflections	Δρ_min = −0.39 e Å⁻³
280 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
Co1	0.73259 (5)	0.95539 (4)	0.86267 (3)	0.04181 (18)
N1	0.7739 (3)	0.9517 (3)	0.7508 (2)	0.0531 (9)
Cl1	0.72296 (14)	1.13977 (10)	0.86111 (8)	0.0720 (4)
Cl2	0.27386 (13)	0.89418 (10)	0.63357 (7)	0.0653 (3)
N2	0.9032 (3)	0.8579 (3)	0.8932 (2)	0.0504 (9)
N3	0.6929 (3)	0.9438 (3)	0.9747 (2)	0.0514 (9)
N4	0.6035 (3)	0.8263 (3)	0.8383 (2)	0.0527 (9)
O1	0.1665 (5)	0.9455 (4)	0.5784 (3)	0.140 (2)
O2	0.2326 (4)	0.8325 (4)	0.6957 (2)	0.1056 (14)
O3	0.3357 (5)	0.8273 (4)	0.5887 (3)	0.143 (2)
O4	0.3567 (6)	0.9733 (4)	0.6800 (4)	0.163 (2)
C1	0.7066 (5)	1.0065 (4)	0.6821 (3)	0.0656 (13)
H1	0.6329	1.0440	0.6851	0.079*
C2	0.7427 (5)	1.0089 (4)	0.6077 (3)	0.0682 (14)
H2	0.6939	1.0468	0.5609	0.082*
C3	0.8520 (5)	0.9544 (4)	0.6034 (3)	0.0691 (14)
H3	0.8790	0.9562	0.5538	0.083*
C4	0.9217 (5)	0.8970 (4)	0.6730 (3)	0.0617 (12)
H4	0.9955	0.8593	0.6708	0.074*
C5	0.8802 (4)	0.8963 (3)	0.7466 (3)	0.0485 (10)
C6	0.9463 (4)	0.8365 (3)	0.8244 (3)	0.0472 (10)
C7	1.0428 (5)	0.7611 (4)	0.8278 (3)	0.0658 (13)
H7	1.0727	0.7473	0.7804	0.079*
C8	1.0942 (5)	0.7065 (4)	0.9037 (4)	0.0742 (14)
H8	1.1589	0.6552	0.9072	0.089*
C9	1.0505 (5)	0.7275 (4)	0.9728 (3)	0.0674 (13)
H9	1.0840	0.6909	1.0237	0.081*
C10	0.9553 (4)	0.8044 (4)	0.9653 (3)	0.0624 (12)
H10	0.9259	0.8198	1.0127	0.075*
C11	0.7445 (5)	1.0087 (4)	1.0417 (3)	0.0623 (12)
H11	0.8073	1.0588	1.0376	0.075*
C12	0.7073 (5)	1.0034 (5)	1.1160 (3)	0.0689 (13)
H12	0.7447	1.0487	1.1615	0.083*
C13	0.6132 (5)	0.9294 (4)	1.1214 (3)	0.0711 (15)
H13	0.5858	0.9245	1.1707	0.085*
C14	0.5602 (5)	0.8629 (4)	1.0530 (3)	0.0679 (14)
H14	0.4959	0.8135	1.0557	0.082*
C15	0.6028 (4)	0.8700 (4)	0.9804 (3)	0.0526 (11)
C16	0.5549 (4)	0.8017 (3)	0.9042 (3)	0.0526 (11)
C17	0.4680 (5)	0.7166 (4)	0.8981 (4)	0.0720 (14)
H17	0.4344	0.6999	0.9435	0.086*
C18	0.4323 (5)	0.6573 (4)	0.8242 (4)	0.0835 (17)
H18	0.3734	0.6006	0.8193	0.100*
C19	0.4824 (5)	0.6808 (4)	0.7588 (4)	0.0751 (15)
H19	0.4596	0.6404	0.7089	0.090*
C20	0.5678 (5)	0.7659 (4)	0.7675 (3)	0.0632 (12)
H20	0.6022	0.7823	0.7224	0.076*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0476 (3)	0.0455 (3)	0.0378 (3)	−0.0002 (3)	0.0210 (2)	0.0038 (2)
N1	0.056 (2)	0.058 (2)	0.049 (2)	0.0005 (19)	0.0199 (17)	0.0079 (18)
Cl1	0.1044 (10)	0.0515 (6)	0.0683 (8)	−0.0031 (7)	0.0372 (7)	0.0040 (6)
Cl2	0.0797 (8)	0.0674 (8)	0.0556 (7)	0.0164 (7)	0.0302 (6)	0.0039 (6)
N2	0.050 (2)	0.057 (2)	0.048 (2)	−0.0015 (17)	0.0184 (17)	0.0080 (17)
N3	0.054 (2)	0.053 (2)	0.052 (2)	0.0006 (18)	0.0244 (17)	0.0030 (17)
N4	0.050 (2)	0.055 (2)	0.056 (2)	0.0011 (17)	0.0181 (17)	0.0032 (18)
O1	0.138 (4)	0.217 (6)	0.072 (3)	0.099 (4)	0.039 (3)	0.055 (3)
O2	0.107 (3)	0.131 (4)	0.093 (3)	0.021 (3)	0.051 (2)	0.047 (3)
O3	0.178 (5)	0.176 (5)	0.095 (3)	0.094 (4)	0.071 (3)	−0.006 (3)
O4	0.191 (6)	0.107 (4)	0.184 (6)	−0.048 (4)	0.034 (5)	−0.021 (4)
C1	0.073 (3)	0.072 (3)	0.052 (3)	0.011 (3)	0.018 (2)	0.010 (2)
C2	0.086 (4)	0.071 (3)	0.045 (3)	−0.004 (3)	0.013 (3)	0.007 (2)
C3	0.094 (4)	0.073 (3)	0.047 (3)	−0.013 (3)	0.031 (3)	−0.001 (3)
C4	0.073 (3)	0.066 (3)	0.055 (3)	−0.006 (3)	0.032 (2)	−0.009 (2)
C5	0.053 (3)	0.046 (2)	0.051 (2)	−0.012 (2)	0.022 (2)	−0.005 (2)
C6	0.049 (2)	0.045 (2)	0.051 (2)	−0.007 (2)	0.020 (2)	−0.0030 (19)
C7	0.070 (3)	0.061 (3)	0.071 (3)	0.006 (3)	0.026 (3)	−0.008 (3)
C8	0.068 (3)	0.061 (3)	0.090 (4)	0.015 (3)	0.014 (3)	−0.001 (3)
C9	0.067 (3)	0.064 (3)	0.070 (3)	0.007 (3)	0.016 (3)	0.011 (3)
C10	0.063 (3)	0.071 (3)	0.055 (3)	0.001 (3)	0.020 (2)	0.012 (2)
C11	0.069 (3)	0.065 (3)	0.057 (3)	0.000 (2)	0.023 (2)	−0.001 (2)
C12	0.085 (4)	0.075 (3)	0.051 (3)	0.014 (3)	0.026 (3)	0.004 (2)
C13	0.091 (4)	0.080 (4)	0.055 (3)	0.019 (3)	0.042 (3)	0.016 (3)
C14	0.072 (3)	0.073 (3)	0.071 (3)	0.008 (3)	0.040 (3)	0.020 (3)
C15	0.053 (3)	0.053 (3)	0.058 (3)	0.012 (2)	0.025 (2)	0.016 (2)
C16	0.048 (3)	0.047 (2)	0.067 (3)	0.008 (2)	0.022 (2)	0.015 (2)
C17	0.073 (3)	0.060 (3)	0.090 (4)	−0.004 (3)	0.034 (3)	0.016 (3)
C18	0.077 (4)	0.059 (3)	0.109 (5)	−0.019 (3)	0.016 (3)	0.007 (3)
C19	0.079 (4)	0.055 (3)	0.084 (4)	−0.006 (3)	0.007 (3)	−0.001 (3)
C20	0.065 (3)	0.063 (3)	0.060 (3)	−0.002 (2)	0.015 (2)	−0.001 (2)

Geometric parameters (Å, º) top

Co1—N3	1.992 (3)	C6—C7	1.381 (6)
Co1—N1	1.992 (3)	C7—C8	1.388 (7)
Co1—N4	2.075 (4)	C7—H7	0.9300
Co1—N2	2.138 (3)	C8—C9	1.358 (7)
Co1—Cl1	2.2645 (13)	C8—H8	0.9300
N1—C1	1.344 (6)	C9—C10	1.375 (6)
N1—C5	1.349 (5)	C9—H9	0.9300
Cl2—O3	1.383 (4)	C10—H10	0.9300
Cl2—O4	1.399 (5)	C11—C12	1.375 (6)
Cl2—O1	1.412 (4)	C11—H11	0.9300
Cl2—O2	1.428 (4)	C12—C13	1.381 (7)
N2—C10	1.335 (5)	C12—H12	0.9300
N2—C6	1.351 (5)	C13—C14	1.379 (7)
N3—C15	1.348 (5)	C13—H13	0.9300
N3—C11	1.349 (6)	C14—C15	1.382 (6)
N4—C20	1.342 (5)	C14—H14	0.9300
N4—C16	1.350 (5)	C15—C16	1.475 (6)
C1—C2	1.370 (6)	C16—C17	1.388 (6)
C1—H1	0.9300	C17—C18	1.374 (7)
C2—C3	1.372 (7)	C17—H17	0.9300
C2—H2	0.9300	C18—C19	1.351 (7)
C3—C4	1.379 (7)	C18—H18	0.9300
C3—H3	0.9300	C19—C20	1.373 (6)
C4—C5	1.388 (6)	C19—H19	0.9300
C4—H4	0.9300	C20—H20	0.9300
C5—C6	1.476 (6)

N3—Co1—N1	174.58 (14)	N2—C6—C5	115.2 (4)
N3—Co1—N4	79.94 (14)	C7—C6—C5	123.6 (4)
N1—Co1—N4	96.21 (14)	C6—C7—C8	118.5 (5)
N3—Co1—N2	97.25 (13)	C6—C7—H7	120.8
N1—Co1—N2	79.29 (13)	C8—C7—H7	120.8
N4—Co1—N2	96.25 (14)	C9—C8—C7	120.5 (5)
N3—Co1—Cl1	93.53 (10)	C9—C8—H8	119.8
N1—Co1—Cl1	91.89 (11)	C7—C8—H8	119.8
N4—Co1—Cl1	137.20 (10)	C8—C9—C10	118.0 (5)
N2—Co1—Cl1	126.54 (10)	C8—C9—H9	121.0
C1—N1—C5	119.2 (4)	C10—C9—H9	121.0
C1—N1—Co1	123.5 (3)	N2—C10—C9	123.1 (4)
C5—N1—Co1	117.2 (3)	N2—C10—H10	118.5
O3—Cl2—O4	111.8 (4)	C9—C10—H10	118.5
O3—Cl2—O1	110.8 (3)	N3—C11—C12	122.2 (5)
O4—Cl2—O1	109.5 (4)	N3—C11—H11	118.9
O3—Cl2—O2	110.3 (3)	C12—C11—H11	118.9
O4—Cl2—O2	104.9 (3)	C11—C12—C13	118.6 (5)
O1—Cl2—O2	109.4 (3)	C11—C12—H12	120.7
C10—N2—C6	118.8 (4)	C13—C12—H12	120.7
C10—N2—Co1	128.0 (3)	C14—C13—C12	119.4 (4)
C6—N2—Co1	112.2 (3)	C14—C13—H13	120.3
C15—N3—C11	119.4 (4)	C12—C13—H13	120.3
C15—N3—Co1	116.4 (3)	C13—C14—C15	119.8 (5)
C11—N3—Co1	124.1 (3)	C13—C14—H14	120.1
C20—N4—C16	118.7 (4)	C15—C14—H14	120.1
C20—N4—Co1	127.7 (3)	N3—C15—C14	120.6 (4)
C16—N4—Co1	113.5 (3)	N3—C15—C16	114.8 (4)
N1—C1—C2	122.2 (5)	C14—C15—C16	124.5 (4)
N1—C1—H1	118.9	N4—C16—C17	120.5 (5)
C2—C1—H1	118.9	N4—C16—C15	115.0 (4)
C1—C2—C3	119.0 (5)	C17—C16—C15	124.5 (4)
C1—C2—H2	120.5	C18—C17—C16	119.3 (5)
C3—C2—H2	120.5	C18—C17—H17	120.4
C2—C3—C4	119.5 (4)	C16—C17—H17	120.4
C2—C3—H3	120.3	C19—C18—C17	120.2 (5)
C4—C3—H3	120.3	C19—C18—H18	119.9
C3—C4—C5	119.2 (5)	C17—C18—H18	119.9
C3—C4—H4	120.4	C18—C19—C20	118.5 (5)
C5—C4—H4	120.4	C18—C19—H19	120.7
N1—C5—C4	120.8 (4)	C20—C19—H19	120.7
N1—C5—C6	115.4 (3)	N4—C20—C19	122.7 (5)
C4—C5—C6	123.8 (4)	N4—C20—H20	118.6
N2—C6—C7	121.2 (4)	C19—C20—H20	118.6

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O1ⁱ	0.93	2.41	3.170 (6)	139
C4—H4···O2ⁱⁱ	0.93	2.50	3.365 (6)	155
C10—H10···O3ⁱⁱⁱ	0.93	2.53	3.116 (6)	122
C11—H11···Cg1^iv	0.93	2.85	3.709 (6)	155

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

Experimental details

Crystal data
Chemical formula	[CoCl(C₁₀H₈N₂)₂]ClO₄
M_r	506.20
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	298
a, b, c (Å)	10.7725 (12), 12.2696 (14), 16.333 (2)
β (°)	105.361 (2)
V (Å³)	2081.7 (4)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.12
Crystal size (mm)	0.40 × 0.21 × 0.19

Data collection
Diffractometer	Bruker SMART CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.664, 0.816
No. of measured, independent and observed [I > 2σ(I)] reflections	10284, 3661, 2458
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.043, 0.124, 1.06
No. of reflections	3661
No. of parameters	280
No. of restraints	1
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.50, −0.39

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009).

Selected bond lengths (Å) top

Co1—N3	1.992 (3)	Co1—N2	2.138 (3)
Co1—N1	1.992 (3)	Co1—Cl1	2.2645 (13)
Co1—N4	2.075 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O1ⁱ	0.93	2.41	3.170 (6)	139.2
C4—H4···O2ⁱⁱ	0.93	2.50	3.365 (6)	155.1
C10—H10···O3ⁱⁱⁱ	0.93	2.53	3.116 (6)	121.6
C11—H11···Cg1^iv	0.93	2.85	3.709 (6)	155

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

Acknowledgements

We acknowledge the financial support of the Science Foundation of Shandong.

References

Bruker (1998). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Harrison, W. D., Kennedy, D. M., Ray, N. J., Sheahan, R. & Hathaway, B. J. (1981). J. Chem. Soc. Dalton Trans. pp. 1556–1565. CSD CrossRef Web of Science Google Scholar
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Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar