Poly[(3,5-dinitro­benzoato)-μ₃-triazolato-cobalt(II)]

The title compound, [Co(C₂H₂N₃)(C₇H₃N₂O₆)]_n, was obtained by the reaction of CoCl₂, triazole and 3,5-dinitro­benzoic acid in a 1:1:1 ratio. The Co centre is in a distorted tetrahedral coordination by three N atoms of three different triazole ligands and one O atom of the 3,5-dinitrobenzoate anion.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.026
• wR factor = 0.060
• Data-to-parameter ratio = 13.7

checkCIF/PLATON results

No syntax errors found



Alert level C
            Value of measurement temperature given =   296.000
            Value of melting point given =     0.000
PLAT048_ALERT_1_C MoietyFormula Not Given ........................          ?
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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S1. Comment

The asymmetric unit of the title compound is shown in Fig. 1. Co is four-coordinated by one O atom of a 3,5-dinitrobenzoic acid anion and three triazole N atoms in a tetrahedral geometry. The Co—O/N bond lengths of 1.9510 (13)–2.0396 (16)Å are in the normal range. The triazole and 3,5-dinitrobenzoic acid ligands adopt tridentate and monodentate coordinating modes, respectively. As shown in Figs. 2a and 2b, cobalt ions are connected by triazole ligands to generate a two-dimensional net with the 3,5-dinitrobenzoic acid ligands stacking out of this net. There is not obvious supramolecular interaction between the two-dimensional nets.

Related literature

For background? a related structure? see: Park et al. (2006).

S2. Experimental

CoCl₂ (1.0 mmol), 3,5-dinitrobenzoic acid (1 mmol), and triazole (1 mmol) were dissolved in water (10 ml). The solution was heated in a 25 ml Teflon lined reaction vessel at 433 K for ca 3 days and then cooled to room temperature. Purple crystals were obtained in a yield of 85%.

S3. Refinement

All H atoms were positioned geometrically and refined using a riding model with C—H = 0.93–0.96 Å and with U_iso(H) = 1.2U_eq(C).

Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SMART (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: SHELXL97 (Sheldrick, 2008).

Figures

	Fig. 1. An ORTEP view of the asymmetric unit with 50% displacement ellipsoids for non-H atoms. Symmetry codes: (A) -x,y - 1/2,-z + 1/2; (B) x,-y + 1/2,z + 1/2.
	Fig. 2. View of the two-dimensional net.

Poly[(3,5-dinitrobenzoato)-µ₃-triazolato-cobalt(II)]

Crystal data

[Co(C2H2N3)(C7H3N2O6)]	F(000) = 676
Mr = 338.11	Dx = 1.972 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 11.326 (2) Å	Cell parameters from 8661 reflections
b = 9.4043 (19) Å	θ = 3.4–27.5°
c = 10.696 (2) Å	µ = 1.55 mm^−1
β = 91.22 (3)°	T = 296 K
V = 1139.0 (4) Å^3	Block, red
Z = 4	0.14 × 0.12 × 0.10 mm

Data collection

Bruker SMART 1K CCD area-detector diffractometer	2602 independent reflections
Radiation source: rotating anode	2256 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.041
ω scans	θmax = 27.5°, θmin = 3.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −14→14
Tmin = 0.812, Tmax = 0.861	k = −12→12
10929 measured reflections	l = −13→13

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.060	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0193P)^2 + 0.8847P] where P = (Fo^2 + 2Fc^2)/3
2602 reflections	(Δ/σ)max = 0.001
190 parameters	Δρmax = 0.33 e Å^−3
0 restraints	Δρmin = −0.36 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	−0.01347 (15)	0.35028 (19)	0.25548 (18)	0.0159 (4)
H1	−0.0595	0.3768	0.3226	0.019*
C2	0.10642 (16)	0.24145 (19)	0.14215 (18)	0.0176 (4)
H2	0.1617	0.1761	0.1145	0.021*
C3	0.32087 (15)	0.02322 (19)	0.30024 (19)	0.0187 (4)
C4	0.45442 (15)	0.03032 (19)	0.29392 (19)	0.0174 (4)
C5	0.51022 (16)	−0.0334 (2)	0.19406 (19)	0.0186 (4)
H5	0.4668	−0.0830	0.1335	0.022*
C6	0.52033 (16)	0.1050 (2)	0.38296 (19)	0.0181 (4)
H6	0.4838	0.1486	0.4499	0.022*
C7	0.64177 (16)	0.1134 (2)	0.37020 (19)	0.0185 (4)
C8	0.70035 (16)	0.0510 (2)	0.27338 (19)	0.0199 (4)
H8	0.7819	0.0574	0.2668	0.024*
C9	0.63179 (16)	−0.0217 (2)	0.18643 (19)	0.0195 (4)
Co1	0.10473 (2)	0.09672 (2)	0.39456 (2)	0.01158 (8)
N1	0.05927 (13)	0.23721 (15)	0.25698 (14)	0.0148 (3)
N2	0.06612 (12)	0.34762 (16)	0.07340 (14)	0.0142 (3)
N3	−0.01218 (12)	0.41947 (15)	0.14790 (14)	0.0140 (3)
N4	0.69050 (14)	−0.08206 (18)	0.07799 (17)	0.0236 (4)
N5	0.71165 (14)	0.19524 (18)	0.46234 (16)	0.0217 (4)
O1	0.27667 (11)	0.08348 (14)	0.39657 (14)	0.0209 (3)
O2	0.26354 (12)	−0.03470 (16)	0.21590 (14)	0.0270 (3)
O3	0.79840 (13)	−0.0720 (2)	0.07570 (16)	0.0399 (4)
O4	0.63013 (13)	−0.13889 (16)	−0.00391 (14)	0.0277 (3)
O5	0.65828 (13)	0.25969 (17)	0.54211 (16)	0.0339 (4)
O6	0.81961 (12)	0.19449 (16)	0.45430 (15)	0.0296 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0157 (8)	0.0187 (8)	0.0137 (9)	0.0024 (7)	0.0040 (7)	0.0001 (7)
C2	0.0198 (9)	0.0189 (9)	0.0144 (9)	0.0055 (7)	0.0045 (7)	0.0008 (7)
C3	0.0146 (8)	0.0190 (9)	0.0226 (10)	0.0003 (7)	0.0033 (7)	0.0074 (8)
C4	0.0144 (8)	0.0176 (8)	0.0202 (10)	0.0012 (7)	0.0023 (7)	0.0035 (8)
C5	0.0176 (8)	0.0192 (9)	0.0190 (10)	0.0008 (7)	0.0001 (7)	0.0011 (8)
C6	0.0161 (8)	0.0188 (9)	0.0194 (10)	0.0029 (7)	0.0027 (7)	0.0019 (8)
C7	0.0155 (8)	0.0205 (9)	0.0194 (10)	0.0001 (7)	−0.0015 (7)	0.0034 (8)
C8	0.0135 (8)	0.0246 (9)	0.0217 (10)	0.0032 (8)	0.0020 (7)	0.0050 (8)
C9	0.0188 (9)	0.0214 (9)	0.0184 (10)	0.0058 (8)	0.0044 (7)	0.0024 (8)
Co1	0.01125 (12)	0.01384 (12)	0.00973 (13)	−0.00079 (9)	0.00236 (8)	0.00031 (9)
N1	0.0168 (7)	0.0157 (7)	0.0120 (8)	0.0016 (6)	0.0038 (6)	0.0011 (6)
N2	0.0142 (7)	0.0166 (7)	0.0120 (8)	0.0020 (6)	0.0036 (6)	−0.0009 (6)
N3	0.0129 (7)	0.0174 (7)	0.0117 (8)	0.0025 (6)	0.0036 (6)	−0.0008 (6)
N4	0.0217 (8)	0.0280 (9)	0.0211 (9)	0.0074 (7)	0.0047 (7)	0.0026 (7)
N5	0.0196 (8)	0.0230 (8)	0.0225 (9)	−0.0005 (7)	−0.0021 (7)	0.0034 (7)
O1	0.0128 (6)	0.0242 (7)	0.0260 (8)	0.0001 (5)	0.0055 (5)	−0.0001 (6)
O2	0.0178 (6)	0.0368 (8)	0.0265 (8)	−0.0064 (6)	−0.0004 (6)	0.0003 (7)
O3	0.0182 (7)	0.0697 (12)	0.0321 (10)	0.0115 (8)	0.0057 (6)	−0.0112 (9)
O4	0.0324 (8)	0.0299 (7)	0.0210 (8)	0.0010 (6)	0.0032 (6)	−0.0035 (6)
O5	0.0308 (8)	0.0380 (9)	0.0329 (9)	0.0016 (7)	−0.0004 (7)	−0.0153 (7)
O6	0.0157 (6)	0.0387 (8)	0.0343 (9)	−0.0033 (6)	−0.0041 (6)	0.0045 (7)

Geometric parameters (Å, º)

C1—N3	1.322 (2)	C7—N5	1.469 (3)
C1—N1	1.345 (2)	C8—C9	1.380 (3)
C1—H1	0.9300	C8—H8	0.9300
C2—N2	1.316 (2)	C9—N4	1.464 (3)
C2—N1	1.350 (2)	Co1—O1	1.9510 (13)
C2—H2	0.9300	Co1—N3^i	2.0158 (15)
C3—O2	1.228 (2)	Co1—N1	2.0356 (16)
C3—O1	1.287 (2)	Co1—N2^ii	2.0396 (16)
C3—C4	1.517 (2)	N2—N3	1.381 (2)
C4—C6	1.388 (3)	N2—Co1^iii	2.0396 (16)
C4—C5	1.389 (3)	N3—Co1^iv	2.0158 (15)
C5—C9	1.385 (3)	N4—O4	1.223 (2)
C5—H5	0.9300	N4—O3	1.227 (2)
C6—C7	1.387 (3)	N5—O5	1.218 (2)
C6—H6	0.9300	N5—O6	1.228 (2)
C7—C8	1.373 (3)
N3—C1—N1	112.41 (16)	C8—C9—N4	117.87 (16)
N3—C1—H1	123.8	C5—C9—N4	118.99 (18)
N1—C1—H1	123.8	O1—Co1—N3^i	117.64 (6)
N2—C2—N1	113.05 (16)	O1—Co1—N1	106.65 (6)
N2—C2—H2	123.5	N3^i—Co1—N1	104.57 (6)
N1—C2—H2	123.5	O1—Co1—N2^ii	103.88 (7)
O2—C3—O1	125.11 (17)	N3^i—Co1—N2^ii	107.62 (6)
O2—C3—C4	119.94 (18)	N1—Co1—N2^ii	117.09 (6)
O1—C3—C4	114.94 (17)	C1—N1—C2	102.70 (15)
C6—C4—C5	119.94 (17)	C1—N1—Co1	131.85 (13)
C6—C4—C3	120.92 (17)	C2—N1—Co1	125.30 (12)
C5—C4—C3	119.07 (17)	C2—N2—N3	105.55 (15)
C9—C5—C4	118.70 (18)	C2—N2—Co1^iii	129.80 (12)
C9—C5—H5	120.7	N3—N2—Co1^iii	124.66 (11)
C4—C5—H5	120.7	C1—N3—N2	106.29 (14)
C7—C6—C4	118.76 (18)	C1—N3—Co1^iv	125.99 (12)
C7—C6—H6	120.6	N2—N3—Co1^iv	127.71 (12)
C4—C6—H6	120.6	O4—N4—O3	124.17 (18)
C8—C7—C6	123.08 (18)	O4—N4—C9	118.73 (16)
C8—C7—N5	117.89 (17)	O3—N4—C9	117.10 (17)
C6—C7—N5	119.01 (18)	O5—N5—O6	124.19 (18)
C7—C8—C9	116.48 (17)	O5—N5—C7	117.56 (16)
C7—C8—H8	121.8	O6—N5—C7	118.25 (17)
C9—C8—H8	121.8	C3—O1—Co1	115.13 (12)
C8—C9—C5	123.05 (18)
O2—C3—C4—C6	174.83 (18)	N3^i—Co1—N1—C2	−81.85 (15)
O1—C3—C4—C6	−3.9 (3)	N2^ii—Co1—N1—C2	159.19 (14)
O2—C3—C4—C5	−2.1 (3)	N1—C2—N2—N3	0.6 (2)
O1—C3—C4—C5	179.20 (17)	N1—C2—N2—Co1^iii	−179.28 (12)
C6—C4—C5—C9	0.6 (3)	N1—C1—N3—N2	0.1 (2)
C3—C4—C5—C9	177.53 (16)	N1—C1—N3—Co1^iv	−178.75 (11)
C5—C4—C6—C7	−0.4 (3)	C2—N2—N3—C1	−0.41 (18)
C3—C4—C6—C7	−177.31 (17)	Co1^iii—N2—N3—C1	179.45 (12)
C4—C6—C7—C8	−0.1 (3)	C2—N2—N3—Co1^iv	178.44 (12)
C4—C6—C7—N5	178.47 (17)	Co1^iii—N2—N3—Co1^iv	−1.7 (2)
C6—C7—C8—C9	0.4 (3)	C8—C9—N4—O4	−175.39 (17)
N5—C7—C8—C9	−178.19 (16)	C5—C9—N4—O4	1.3 (3)
C7—C8—C9—C5	−0.2 (3)	C8—C9—N4—O3	4.7 (3)
C7—C8—C9—N4	176.34 (17)	C5—C9—N4—O3	−178.66 (18)
C4—C5—C9—C8	−0.3 (3)	C8—C7—N5—O5	174.23 (18)
C4—C5—C9—N4	−176.77 (17)	C6—C7—N5—O5	−4.4 (3)
N3—C1—N1—C2	0.2 (2)	C8—C7—N5—O6	−5.8 (3)
N3—C1—N1—Co1	175.77 (12)	C6—C7—N5—O6	175.59 (17)
N2—C2—N1—C1	−0.5 (2)	O2—C3—O1—Co1	−6.3 (2)
N2—C2—N1—Co1	−176.45 (12)	C4—C3—O1—Co1	172.33 (11)
O1—Co1—N1—C1	−131.24 (16)	N3^i—Co1—O1—C3	48.42 (14)
N3^i—Co1—N1—C1	103.46 (16)	N1—Co1—O1—C3	−68.51 (13)
N2^ii—Co1—N1—C1	−15.50 (18)	N2^ii—Co1—O1—C3	167.19 (12)
O1—Co1—N1—C2	43.46 (16)

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