Poly[(3-nitro­benzoato)(μ3-1,2,4-triazolato)cobalt(II)]

Qi, X.-L.

doi:10.1107/S1600536808043596

metal-organic compounds

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Volume 65| Part 2| February 2009| Page m134

doi:10.1107/S1600536808043596

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Poly[(3-nitrobenzoato)(μ₃-1,2,4-triazolato)cobalt(II)]

Xu-Liang Qi ^a ^*

^aLiaocheng Vocational and Technical College, LiaoCheng 252000, ShanDong, People's Republic of China
^*Correspondence e-mail: q200801@sina.com

(Received 30 November 2008; accepted 22 December 2008; online 8 January 2009)

In the title compound, [Co(C₂H₂N₃)(C₇H₄NO₄)]_n, the Co^II atom is five-coordinated by three triazolate ligands and one bidentate 3-nitrobenzoate anion in a distorted trigonal-bipyramidal geometry. The triazolate ligand bridges the Co^II atoms, generating a two-dimensional net parallel to the ab plane, in which both the Co^II atom and the triazolate ligand act as three-connected nodes. Two weak intermolecular C—H⋯O hydrogen bonds connect the nets.

Related literature

For metal–triazole complexes, see: Park et al. (2006 ); Yang et al. (2008 ); Zhai et al. (2007 ). For Co—O and Co—N bond lengths, see: Zhang et al. (2008 ).

Experimental

Crystal data

[Co(C₂H₂N₃)(C₇H₄NO₄)]
M_r = 293.11
Orthorhombic, P b c a
a = 9.2419 (18) Å
b = 10.377 (2) Å
c = 22.597 (5) Å
V = 2167.1 (8) Å³
Z = 8
Mo Kα radiation
μ = 1.60 mm⁻¹
T = 296 (2) K
0.14 × 0.12 × 0.12 mm

Data collection

Bruker SMART 1K CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.802, T_max = 0.826
19233 measured reflections
2477 independent reflections
2245 reflections with I > 2σ(I)
R_int = 0.029

Refinement

R[F² > 2σ(F²)] = 0.023
wR(F²) = 0.059
S = 1.04
2477 reflections
163 parameters
H-atom parameters constrained
Δρ_max = 0.33 e Å⁻³
Δρ_min = −0.28 e Å⁻³

Table 1
Selected bond lengths (Å)

Co1—O1	2.3314 (12)
Co1—O2	2.0008 (12)
Co1—N1	2.0232 (12)
Co1—N2ⁱ	2.0118 (12)
Co1—N3ⁱⁱ	2.0385 (12)
Symmetry codes: (i) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, -z+1]$ ; (ii) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, z]$ .

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯O2ⁱⁱⁱ	0.93	2.54	3.250 (3)	134
C8—H8⋯O4^iv	0.93	2.46	3.372 (2)	169
Symmetry codes: (iii) $[-x, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iv) $[-x+{\script{1\over 2}}, -y+1, z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2001 ); cell refinement: SAINT (Bruker, 2001); 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: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808043596/is2370sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808043596/is2370Isup2.hkl

checkCIF report

Comment top

Recently, more and more attention is paid on the coordination chemistry about trz ligand or analogy ligand (Park et al., 2006; Yang et al., 2008; Zhai et al., 2007), driven by their intriguing topological matrix and potential applications.

The asymmetric unit of I is shown in Fig. 1. The Co^II atom is five-coordinated by two L (3-nitrobenzoate anion) O atoms, three trz N atoms to give rise to a distorted trigonal-bipyramidal geometry. The Co—O/N bond lengths of 2.0008 (12)–2.3314 (12)Å (Table 1) are in the normal range (Zhang et al., 2008). The trz and L ligand adopt bridging and bidentate coordinated modes, respectively. As shown in Fig. 2a, the Co^II atoms are combined together by trz ligands to generate a two-dimensional net parallel to the ab plane with the L ligands ligated on the two-dimensional net up and down. From a topological point of view, if considering the trz ligands and cobalt ions as three-connected nodes. Moreover, besides the presence of two weak intermolecular C—H···O hydrogen bonds, see Table 2, there is not other obvious supramolecular interactions between two-dimensional nets,

Related literature top

For metal–triazole complexes, see: Park et al. (2006); Yang et al. (2008); Zhai et al. (2007). For Co—O and Co—N bond lengths, see: Zhang et al. (2008).

Experimental top

CoCl₂ (1.0 mmol), 3-nitrobenzoic acid (1 mmol) and triazole (1 mmol) were dissolved in water (10 ml). The solution was heated in a 25 ml Teflonlined reaction vessel at 433 K for ca 3 days and then cooled to room temperature. Purple crystals of the title compound were obtained in a yield of 78%.

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); 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: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. An ORTEP view of the asymmetric unit with 50% thermal ellipsoids for non-H atoms [symmetry codes: (A) -x + 1/2, y - 1/2, z; (B) x + 1/2, -y + 3/2, -z + 1].
	Fig. 2. a) View of the two-dimensional net onto the ab plane, formed by cobalt ions and trz ligands; b) View of the two-dimensional net built on three-connected trz and cobalt nodes.

Poly[(3-nitrobenzoato)(µ₃-1,2,4-triazolato)cobalt(II)] top

Crystal data top

[Co(C₂H₂N₃)(C₇H₄NO₄)]	F(000) = 1176
M_r = 293.11	D_x = 1.797 Mg m⁻³
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 15896 reflections
a = 9.2419 (18) Å	θ = 3.1–27.5°
b = 10.377 (2) Å	µ = 1.60 mm⁻¹
c = 22.597 (5) Å	T = 296 K
V = 2167.1 (8) Å³	Block, purple
Z = 8	0.14 × 0.12 × 0.12 mm

Data collection top

Bruker SMART 1K CCD area-detector diffractometer	2477 independent reflections
Radiation source: sealed tube	2245 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
Detector resolution: 8.192 pixels mm^-1	θ_max = 27.5°, θ_min = 3.1°
ω scans	h = −12→11
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	k = −13→12
T_min = 0.802, T_max = 0.826	l = −29→29
19233 measured reflections

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.059	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0278P)² + 1.1998P] where P = (F_o² + 2F_c²)/3
2477 reflections	(Δ/σ)_max = 0.001
163 parameters	Δρ_max = 0.33 e Å⁻³
0 restraints	Δρ_min = −0.28 e Å⁻³

Crystal data top

[Co(C₂H₂N₃)(C₇H₄NO₄)]	V = 2167.1 (8) Å³
M_r = 293.11	Z = 8
Orthorhombic, Pbca	Mo Kα radiation
a = 9.2419 (18) Å	µ = 1.60 mm⁻¹
b = 10.377 (2) Å	T = 296 K
c = 22.597 (5) Å	0.14 × 0.12 × 0.12 mm

Data collection top

Bruker SMART 1K CCD area-detector diffractometer	2477 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	2245 reflections with I > 2σ(I)
T_min = 0.802, T_max = 0.826	R_int = 0.029
19233 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.023	0 restraints
wR(F²) = 0.059	H-atom parameters constrained
S = 1.04	Δρ_max = 0.33 e Å⁻³
2477 reflections	Δρ_min = −0.28 e Å⁻³
163 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.0918 (2)	0.62096 (17)	0.17212 (8)	0.0358 (4)
C2	−0.0058 (2)	0.7078 (2)	0.14920 (8)	0.0470 (5)
H2	−0.0198	0.7141	0.1085	0.056*
C3	−0.0823 (3)	0.7853 (2)	0.18746 (9)	0.0522 (6)
H3	−0.1473	0.8457	0.1728	0.063*
C4	−0.0620 (2)	0.77306 (18)	0.24798 (8)	0.0406 (4)
H4	−0.1157	0.8240	0.2738	0.049*
C5	0.1165 (2)	0.60861 (16)	0.23241 (7)	0.0322 (4)
H5	0.1843	0.5503	0.2468	0.039*
C6	0.03721 (19)	0.68583 (16)	0.27043 (7)	0.0295 (3)
C7	0.05354 (18)	0.67429 (16)	0.33614 (7)	0.0290 (3)
C8	0.32376 (16)	0.75394 (14)	0.51070 (7)	0.0253 (3)
H8	0.3425	0.6826	0.5344	0.030*
C9	0.22994 (17)	0.87843 (13)	0.44808 (6)	0.0231 (3)
H9	0.1693	0.9118	0.4190	0.028*
Co1	0.08538 (2)	0.615646 (17)	0.442261 (8)	0.01829 (7)
N1	0.21652 (13)	0.75890 (11)	0.47077 (5)	0.0227 (2)
N2	0.39953 (13)	0.86141 (12)	0.51260 (5)	0.0225 (3)
N3	0.33828 (13)	0.94272 (11)	0.47154 (5)	0.0209 (2)
N4	0.1706 (2)	0.53740 (17)	0.13114 (7)	0.0459 (4)
O1	−0.00457 (13)	0.75383 (12)	0.36970 (5)	0.0367 (3)
O2	0.12664 (15)	0.58069 (12)	0.35684 (5)	0.0351 (3)
O3	0.2746 (2)	0.47839 (18)	0.14938 (7)	0.0683 (5)
O4	0.1257 (2)	0.53020 (16)	0.08006 (6)	0.0627 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0517 (11)	0.0329 (9)	0.0228 (8)	−0.0083 (7)	0.0032 (7)	−0.0016 (6)
C2	0.0745 (14)	0.0453 (11)	0.0211 (8)	−0.0027 (10)	−0.0091 (8)	0.0050 (8)
C3	0.0778 (16)	0.0444 (12)	0.0345 (10)	0.0148 (10)	−0.0150 (9)	0.0058 (9)
C4	0.0592 (11)	0.0331 (9)	0.0295 (9)	0.0079 (8)	−0.0040 (8)	0.0000 (7)
C5	0.0422 (9)	0.0299 (8)	0.0246 (8)	−0.0020 (7)	−0.0011 (7)	0.0013 (6)
C6	0.0418 (9)	0.0261 (8)	0.0208 (7)	−0.0037 (7)	−0.0026 (6)	0.0022 (6)
C7	0.0371 (8)	0.0284 (8)	0.0214 (7)	−0.0058 (6)	−0.0020 (6)	0.0014 (6)
C8	0.0290 (7)	0.0196 (7)	0.0274 (7)	−0.0033 (6)	−0.0042 (6)	0.0061 (6)
C9	0.0269 (7)	0.0190 (7)	0.0234 (7)	−0.0015 (5)	−0.0031 (5)	0.0034 (5)
Co1	0.02203 (12)	0.01445 (11)	0.01838 (11)	−0.00039 (6)	0.00086 (7)	0.00145 (7)
N1	0.0263 (6)	0.0181 (6)	0.0238 (6)	−0.0032 (5)	−0.0026 (5)	0.0025 (5)
N2	0.0247 (6)	0.0185 (6)	0.0243 (6)	−0.0015 (5)	−0.0038 (5)	0.0050 (5)
N3	0.0246 (6)	0.0163 (6)	0.0217 (6)	−0.0005 (4)	−0.0008 (4)	0.0039 (5)
N4	0.0611 (11)	0.0437 (9)	0.0330 (8)	−0.0104 (8)	0.0139 (7)	−0.0058 (7)
O1	0.0453 (7)	0.0413 (7)	0.0234 (6)	0.0066 (6)	−0.0001 (5)	−0.0033 (5)
O2	0.0541 (7)	0.0304 (6)	0.0207 (5)	0.0052 (6)	−0.0027 (5)	0.0020 (5)
O3	0.0667 (11)	0.0791 (12)	0.0590 (10)	0.0140 (10)	0.0135 (8)	−0.0168 (9)
O4	0.1046 (13)	0.0585 (10)	0.0249 (7)	−0.0100 (9)	0.0117 (8)	−0.0095 (7)

Geometric parameters (Å, º) top

C1—C2	1.376 (3)	C8—N2	1.3175 (19)
C1—C5	1.388 (2)	C8—N1	1.3414 (19)
C1—N4	1.463 (2)	C8—H8	0.9300
C2—C3	1.376 (3)	C9—N3	1.3149 (19)
C2—H2	0.9300	C9—N1	1.3478 (18)
C3—C4	1.386 (3)	C9—H9	0.9300
C3—H3	0.9300	Co1—O1	2.3314 (12)
C4—C6	1.385 (2)	Co1—O2	2.0008 (12)
C4—H4	0.9300	Co1—N1	2.0232 (12)
C5—C6	1.385 (2)	Co1—N2ⁱ	2.0118 (12)
C5—H5	0.9300	Co1—N3ⁱⁱ	2.0385 (12)
C6—C7	1.497 (2)	N2—N3	1.3759 (16)
C7—O1	1.243 (2)	N4—O3	1.212 (2)
C7—O2	1.272 (2)	N4—O4	1.229 (2)

C2—C1—C5	122.56 (17)	N1—C9—H9	123.7
C2—C1—N4	118.45 (17)	O2—Co1—N2ⁱ	132.33 (5)
C5—C1—N4	118.98 (17)	O2—Co1—N1	109.04 (5)
C1—C2—C3	118.87 (17)	N2ⁱ—Co1—N1	105.25 (5)
C1—C2—H2	120.6	O2—Co1—N3ⁱⁱ	95.03 (5)
C3—C2—H2	120.6	N2ⁱ—Co1—N3ⁱⁱ	103.60 (5)
C2—C3—C4	119.79 (19)	N1—Co1—N3ⁱⁱ	109.64 (5)
C2—C3—H3	120.1	O2—Co1—O1	60.06 (5)
C4—C3—H3	120.1	N2ⁱ—Co1—O1	88.82 (5)
C6—C4—C3	120.72 (18)	N1—Co1—O1	89.18 (5)
C6—C4—H4	119.6	N3ⁱⁱ—Co1—O1	153.26 (5)
C3—C4—H4	119.6	C8—N1—C9	102.90 (12)
C6—C5—C1	117.93 (16)	C8—N1—Co1	128.95 (10)
C6—C5—H5	121.0	C9—N1—Co1	127.60 (10)
C1—C5—H5	121.0	C8—N2—N3	106.17 (12)
C4—C6—C5	120.10 (15)	C8—N2—Co1ⁱⁱⁱ	124.78 (10)
C4—C6—C7	118.83 (15)	N3—N2—Co1ⁱⁱⁱ	128.36 (9)
C5—C6—C7	121.04 (15)	C9—N3—N2	105.91 (11)
O1—C7—O2	120.80 (14)	C9—N3—Co1^iv	125.40 (10)
O1—C7—C6	120.56 (15)	N2—N3—Co1^iv	128.05 (9)
O2—C7—C6	118.63 (15)	O3—N4—O4	123.81 (19)
N2—C8—N1	112.47 (13)	O3—N4—C1	118.64 (17)
N2—C8—H8	123.8	O4—N4—C1	117.55 (19)
N1—C8—H8	123.8	C7—O1—Co1	82.34 (10)
N3—C9—N1	112.56 (13)	C7—O2—Co1	96.61 (10)
N3—C9—H9	123.7

C5—C1—C2—C3	−0.2 (3)	C7—Co1—N1—C9	25.56 (14)
N4—C1—C2—C3	178.90 (19)	N1—C8—N2—N3	0.24 (17)
C1—C2—C3—C4	−1.2 (3)	N1—C8—N2—Co1ⁱⁱⁱ	−170.88 (10)
C2—C3—C4—C6	1.7 (3)	N1—C9—N3—N2	−0.56 (17)
C2—C1—C5—C6	1.2 (3)	N1—C9—N3—Co1^iv	170.84 (10)
N4—C1—C5—C6	−177.94 (16)	C8—N2—N3—C9	0.19 (16)
C3—C4—C6—C5	−0.7 (3)	Co1ⁱⁱⁱ—N2—N3—C9	170.89 (10)
C3—C4—C6—C7	−178.94 (19)	C8—N2—N3—Co1^iv	−170.91 (10)
C1—C5—C6—C4	−0.7 (3)	Co1ⁱⁱⁱ—N2—N3—Co1^iv	−0.21 (18)
C1—C5—C6—C7	177.51 (16)	C2—C1—N4—O3	166.47 (19)
C4—C6—C7—O1	−10.4 (2)	C5—C1—N4—O3	−14.4 (3)
C5—C6—C7—O1	171.35 (16)	C2—C1—N4—O4	−14.4 (3)
C4—C6—C7—O2	168.80 (16)	C5—C1—N4—O4	164.78 (17)
C5—C6—C7—O2	−9.4 (2)	O2—C7—O1—Co1	−4.03 (15)
N2—C8—N1—C9	−0.55 (17)	C6—C7—O1—Co1	175.16 (15)
N2—C8—N1—Co1	171.29 (10)	O2—Co1—O1—C7	2.54 (10)
N3—C9—N1—C8	0.68 (17)	N2ⁱ—Co1—O1—C7	−139.56 (10)
N3—C9—N1—Co1	−171.31 (10)	N1—Co1—O1—C7	115.17 (10)
O2—Co1—N1—C8	−113.76 (13)	N3ⁱⁱ—Co1—O1—C7	−20.77 (16)
N2ⁱ—Co1—N1—C8	99.90 (13)	O1—C7—O2—Co1	4.68 (18)
N3ⁱⁱ—Co1—N1—C8	−10.96 (14)	C6—C7—O2—Co1	−174.52 (13)
O1—Co1—N1—C8	−171.55 (13)	N2ⁱ—Co1—O2—C7	53.70 (13)
O2—Co1—N1—C9	56.19 (14)	N1—Co1—O2—C7	−79.98 (11)
N2ⁱ—Co1—N1—C9	−90.15 (13)	N3ⁱⁱ—Co1—O2—C7	167.23 (10)
N3ⁱⁱ—Co1—N1—C9	158.99 (12)	O1—Co1—O2—C7	−2.47 (9)
O1—Co1—N1—C9	−1.60 (13)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O2^v	0.93	2.54	3.250 (3)	134
C8—H8···O4^vi	0.93	2.46	3.372 (2)	169

Symmetry codes: (v) −x, y+1/2, −z+1/2; (vi) −x+1/2, −y+1, z+1/2.

Experimental details

Crystal data
Chemical formula	[Co(C₂H₂N₃)(C₇H₄NO₄)]
M_r	293.11
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	296
a, b, c (Å)	9.2419 (18), 10.377 (2), 22.597 (5)
V (Å³)	2167.1 (8)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	1.60
Crystal size (mm)	0.14 × 0.12 × 0.12

Data collection
Diffractometer	Bruker SMART 1K CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.802, 0.826
No. of measured, independent and observed [I > 2σ(I)] reflections	19233, 2477, 2245
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.023, 0.059, 1.04
No. of reflections	2477
No. of parameters	163
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.33, −0.28

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Co1—O1	2.3314 (12)	Co1—N2ⁱ	2.0118 (12)
Co1—O2	2.0008 (12)	Co1—N3ⁱⁱ	2.0385 (12)
Co1—N1	2.0232 (12)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O2ⁱⁱⁱ	0.93	2.54	3.250 (3)	134
C8—H8···O4^iv	0.93	2.46	3.372 (2)	169

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

References

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ISSN: 2056-9890

Volume 65| Part 2| February 2009| Page m134

doi:10.1107/S1600536808043596

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