Diaqua-bis-(3-nitro-benzoato-κO)bis-[1H-5-(3-pyrid-yl)-3-(4-pyrid-yl)-1H-1,2,4-triazole-κN]cobalt(II) dihydrate.

In the centrosymmetric title compound, [Co(C(7)H(4)NO(4))(2)(C(12)H(9)N(5))(2)(H(2)O)(2)]·2H(2)O, the Co(II) atom, located on an inversion center, is coordinated by two N atoms [Co-N = 2.155 (3) Å] and four O atoms [Co-O = 2.099 (2)-2.117 (3) Å] in a distorted octa-hedral geometry. Inter-molecular N-H⋯O, O-H⋯N and O-H⋯O hydrogen bonds link the components into a three-dimensional supramolecular framework.

Related literature

For background to triazole-containing compounds, see: Huang et al. (2010a ▶); Klingele & Brooker (2003 ▶); Liu & Zhang (2009 ▶). For related structures, see: Xie et al. (2009 ▶); Du et al. (2007 ▶); Huang et al. (2010b ▶); Dong (2009 ▶).

Experimental

Crystal data

[Co(C7H4NO4)2(C12H9N5)2(H2O)2]·2H2O

M = 909.70

Triclinic,

a = 8.7080 (17) Å

b = 9.850 (2) Å

c = 12.488 (3) Å

α = 81.97 (3)°

β = 85.74 (3)°

γ = 71.36 (3)°

V = 1004.5 (4) Å3

Z = 1

Mo Kα radiation

μ = 0.51 mm−1

T = 293 K

0.40 × 0.20 × 0.12 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.835, T max = 0.945

5815 measured reflections

3518 independent reflections

2642 reflections with I > 2σ(I)

R int = 0.054

Refinement

R[F 2 > 2σ(F 2)] = 0.063

wR(F 2) = 0.146

S = 1.03

3518 reflections

306 parameters

7 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.43 e Å−3

Δρmin = −0.68 e Å−3

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: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810046374/bg2368sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810046374/bg2368Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Co(C7H4NO4)2(C12H9N5)2(H2O)2]·2H2O	Z = 1
Mr = 909.70	F(000) = 469
Triclinic, P1	Dx = 1.504 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.7080 (17) Å	Cell parameters from 2567 reflections
b = 9.850 (2) Å	θ = 1.5–25.0°
c = 12.488 (3) Å	µ = 0.51 mm−1
α = 81.97 (3)°	T = 293 K
β = 85.74 (3)°	Block, red
γ = 71.36 (3)°	0.40 × 0.20 × 0.12 mm
V = 1004.5 (4) Å3

Bruker SMART CCD area-detector diffractometer	3518 independent reflections
Radiation source: fine-focus sealed tube	2642 reflections with I > 2σ(I)
graphite	Rint = 0.054
phi and ω scans	θmax = 25.0°, θmin = 3.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
Tmin = 0.835, Tmax = 0.945	k = −11→11
5815 measured reflections	l = −14→12

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)] = 0.063	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.146	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ2(Fo2) + (0.0646P)2 + 0.2P] where P = (Fo2 + 2Fc2)/3
3518 reflections	(Δ/σ)max < 0.001
306 parameters	Δρmax = 0.43 e Å−3
7 restraints	Δρmin = −0.68 e Å−3

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.

	x	y	z	Uiso*/Ueq
Co1	1.0000	0.5000	0.5000	0.0338 (2)
C1	0.8882 (5)	0.5642 (5)	0.2676 (3)	0.0402 (10)
C2	0.8606 (4)	0.5027 (4)	0.1685 (3)	0.0381 (9)
C3	0.9466 (5)	0.3630 (5)	0.1493 (3)	0.0559 (11)
H3A	1.0224	0.3042	0.1985	0.067*
C4	0.9203 (6)	0.3103 (5)	0.0571 (4)	0.0649 (13)
H4A	0.9803	0.2171	0.0440	0.078*
C5	0.8061 (6)	0.3954 (5)	−0.0147 (3)	0.0567 (12)
H5	0.7877	0.3608	−0.0765	0.068*
C6	0.7193 (5)	0.5333 (5)	0.0068 (3)	0.0429 (10)
C7	0.7445 (4)	0.5889 (4)	0.0965 (3)	0.0397 (9)
H7A	0.6849	0.6826	0.1087	0.048*
C8	0.7649 (4)	0.3339 (4)	0.4794 (3)	0.0364 (9)
H8A	0.8321	0.3094	0.4190	0.044*
C9	0.6321 (4)	0.2837 (4)	0.4974 (3)	0.0328 (8)
C10	0.5367 (4)	0.3156 (4)	0.5896 (3)	0.0382 (9)
H10A	0.4482	0.2822	0.6056	0.046*
C11	0.5751 (4)	0.3979 (4)	0.6575 (3)	0.0426 (10)
H11A	0.5120	0.4214	0.7197	0.051*
C12	0.7069 (4)	0.4449 (4)	0.6328 (3)	0.0372 (9)
H12A	0.7319	0.4998	0.6797	0.045*
C13	0.6008 (4)	0.1986 (4)	0.4186 (3)	0.0352 (9)
C14	0.4831 (4)	0.0989 (4)	0.3271 (3)	0.0361 (9)
C15	0.3665 (4)	0.0439 (4)	0.2817 (3)	0.0371 (9)
C16	0.2248 (4)	0.0407 (4)	0.3380 (3)	0.0424 (10)
H16A	0.2023	0.0715	0.4062	0.051*
C17	0.1174 (5)	−0.0086 (5)	0.2919 (3)	0.0524 (11)
H17A	0.0236	−0.0114	0.3316	0.063*
C18	0.2767 (5)	−0.0503 (5)	0.1408 (3)	0.0558 (12)
H18A	0.2958	−0.0813	0.0726	0.067*
C19	0.3924 (5)	−0.0047 (5)	0.1808 (3)	0.0483 (11)
H19A	0.4871	−0.0063	0.1405	0.058*
N1	0.8013 (3)	0.4154 (3)	0.5443 (2)	0.0338 (7)
N2	0.4570 (3)	0.1725 (3)	0.4117 (2)	0.0357 (7)
N3	0.7120 (3)	0.1453 (4)	0.3446 (2)	0.0440 (8)
N4	0.6339 (4)	0.0816 (4)	0.2875 (3)	0.0431 (8)
N5	0.1390 (4)	−0.0527 (4)	0.1940 (3)	0.0526 (9)
N6	0.5966 (5)	0.6266 (5)	−0.0687 (3)	0.0576 (10)
O1	0.9798 (3)	0.4763 (3)	0.33767 (19)	0.0411 (7)
O2	0.8182 (4)	0.6953 (3)	0.2740 (2)	0.0514 (7)
O3	0.5106 (4)	0.7427 (4)	−0.0446 (3)	0.0811 (11)
O4	0.5802 (4)	0.5808 (5)	−0.1515 (3)	0.0949 (13)
O5	1.1510 (3)	0.2825 (3)	0.5207 (2)	0.0410 (7)
O6	0.1644 (3)	0.0713 (3)	0.8675 (2)	0.0491 (7)
H5A	1.237 (3)	0.253 (4)	0.484 (3)	0.062 (14)*
H4	0.687 (4)	0.042 (4)	0.234 (2)	0.046 (11)*
H6A	0.073 (4)	0.061 (5)	0.861 (4)	0.098 (19)*
H5B	1.177 (6)	0.285 (7)	0.586 (2)	0.13 (3)*
H6B	0.164 (5)	0.155 (3)	0.839 (4)	0.084 (18)*

	U11	U22	U33	U12	U13	U23
Co1	0.0306 (4)	0.0402 (5)	0.0342 (4)	−0.0127 (3)	0.0013 (3)	−0.0139 (3)
C1	0.046 (2)	0.054 (3)	0.030 (2)	−0.027 (2)	0.0032 (18)	−0.009 (2)
C2	0.041 (2)	0.044 (3)	0.0316 (19)	−0.016 (2)	0.0003 (17)	−0.0089 (18)
C3	0.062 (3)	0.055 (3)	0.045 (2)	−0.009 (3)	−0.011 (2)	−0.009 (2)
C4	0.079 (3)	0.048 (3)	0.063 (3)	−0.004 (3)	−0.002 (3)	−0.030 (2)
C5	0.070 (3)	0.061 (3)	0.043 (2)	−0.018 (3)	−0.005 (2)	−0.020 (2)
C6	0.049 (2)	0.052 (3)	0.032 (2)	−0.020 (2)	−0.0007 (18)	−0.0097 (19)
C7	0.044 (2)	0.041 (3)	0.037 (2)	−0.015 (2)	0.0036 (18)	−0.0104 (18)
C8	0.0296 (18)	0.042 (3)	0.037 (2)	−0.0077 (18)	0.0020 (16)	−0.0117 (18)
C9	0.0306 (18)	0.030 (2)	0.0369 (19)	−0.0078 (17)	−0.0032 (16)	−0.0058 (16)
C10	0.0325 (19)	0.045 (3)	0.040 (2)	−0.0159 (19)	0.0000 (16)	−0.0075 (18)
C11	0.037 (2)	0.054 (3)	0.039 (2)	−0.015 (2)	0.0055 (17)	−0.0135 (19)
C12	0.0339 (19)	0.042 (3)	0.037 (2)	−0.0103 (19)	−0.0002 (16)	−0.0146 (18)
C13	0.0309 (18)	0.036 (2)	0.041 (2)	−0.0124 (18)	0.0007 (16)	−0.0115 (17)
C14	0.0349 (19)	0.033 (2)	0.043 (2)	−0.0107 (18)	0.0012 (17)	−0.0117 (18)
C15	0.0341 (19)	0.035 (2)	0.042 (2)	−0.0078 (18)	−0.0064 (17)	−0.0082 (17)
C16	0.039 (2)	0.040 (3)	0.049 (2)	−0.0102 (19)	0.0005 (18)	−0.0144 (19)
C17	0.035 (2)	0.055 (3)	0.069 (3)	−0.013 (2)	−0.001 (2)	−0.018 (2)
C18	0.059 (3)	0.062 (3)	0.054 (3)	−0.024 (3)	−0.002 (2)	−0.021 (2)
C19	0.045 (2)	0.061 (3)	0.048 (2)	−0.024 (2)	0.0039 (19)	−0.020 (2)
N1	0.0301 (15)	0.037 (2)	0.0351 (16)	−0.0090 (14)	−0.0009 (13)	−0.0116 (14)
N2	0.0330 (15)	0.039 (2)	0.0385 (17)	−0.0128 (15)	0.0000 (13)	−0.0122 (14)
N3	0.0365 (17)	0.054 (2)	0.0498 (19)	−0.0192 (17)	0.0049 (15)	−0.0240 (17)
N4	0.0352 (17)	0.054 (2)	0.0458 (19)	−0.0159 (17)	0.0052 (16)	−0.0251 (17)
N5	0.0453 (19)	0.056 (3)	0.063 (2)	−0.0192 (19)	−0.0048 (18)	−0.0200 (19)
N6	0.066 (2)	0.071 (3)	0.039 (2)	−0.021 (2)	−0.0080 (18)	−0.011 (2)
O1	0.0430 (14)	0.0474 (19)	0.0355 (14)	−0.0159 (14)	−0.0033 (12)	−0.0087 (13)
O2	0.0730 (19)	0.042 (2)	0.0392 (15)	−0.0145 (17)	−0.0036 (14)	−0.0128 (13)
O3	0.095 (3)	0.073 (3)	0.065 (2)	−0.002 (2)	−0.0267 (19)	−0.0183 (19)
O4	0.102 (3)	0.118 (4)	0.056 (2)	−0.006 (3)	−0.0311 (19)	−0.038 (2)
O5	0.0344 (14)	0.0447 (19)	0.0428 (15)	−0.0066 (14)	0.0028 (13)	−0.0178 (13)
O6	0.0490 (17)	0.049 (2)	0.0525 (17)	−0.0168 (16)	−0.0001 (14)	−0.0135 (15)

Co1—O1	2.099 (2)	C11—C12	1.369 (5)
Co1—O1i	2.099 (2)	C11—H11A	0.9300
Co1—O5i	2.117 (3)	C12—N1	1.335 (4)
Co1—O5	2.117 (3)	C12—H12A	0.9300
Co1—N1i	2.155 (3)	C13—N3	1.321 (4)
Co1—N1	2.155 (3)	C13—N2	1.367 (4)
C1—O2	1.251 (5)	C14—N2	1.329 (4)
C1—O1	1.266 (5)	C14—N4	1.335 (4)
C1—C2	1.518 (5)	C14—C15	1.473 (4)
C2—C3	1.385 (6)	C15—C16	1.381 (5)
C2—C7	1.387 (5)	C15—C19	1.387 (5)
C3—C4	1.389 (5)	C16—C17	1.375 (5)
C3—H3A	0.9300	C16—H16A	0.9300
C4—C5	1.373 (6)	C17—N5	1.335 (5)
C4—H4A	0.9300	C17—H17A	0.9300
C5—C6	1.379 (6)	C18—N5	1.332 (5)
C5—H5	0.9300	C18—C19	1.376 (5)
C6—C7	1.374 (5)	C18—H18A	0.9300
C6—N6	1.468 (5)	C19—H19A	0.9300
C7—H7A	0.9300	N3—N4	1.354 (4)
C8—N1	1.335 (4)	N4—H4	0.850 (18)
C8—C9	1.388 (4)	N6—O3	1.214 (5)
C8—H8A	0.9300	N6—O4	1.219 (4)
C9—C10	1.382 (5)	O5—H5A	0.84 (3)
C9—C13	1.470 (5)	O5—H5B	0.87 (3)
C10—C11	1.376 (5)	O6—H6A	0.85 (4)
C10—H10A	0.9300	O6—H6B	0.85 (3)
O1—Co1—O1i	180.00	C12—C11—C10	119.5 (3)
O1—Co1—O5i	92.14 (11)	C12—C11—H11A	120.2
O1i—Co1—O5i	87.86 (11)	C10—C11—H11A	120.2
O1—Co1—O5	87.86 (11)	N1—C12—C11	122.9 (3)
O1i—Co1—O5	92.14 (11)	N1—C12—H12A	118.6
O5i—Co1—O5	180.00	C11—C12—H12A	118.6
O1—Co1—N1i	90.32 (10)	N3—C13—N2	114.5 (3)
O1i—Co1—N1i	89.68 (10)	N3—C13—C9	121.0 (3)
O5i—Co1—N1i	86.07 (11)	N2—C13—C9	124.5 (3)
O5—Co1—N1i	93.93 (11)	N2—C14—N4	109.5 (3)
O1—Co1—N1	89.68 (10)	N2—C14—C15	126.5 (3)
O1i—Co1—N1	90.32 (10)	N4—C14—C15	124.0 (3)
O5i—Co1—N1	93.93 (11)	C16—C15—C19	117.3 (3)
O5—Co1—N1	86.07 (11)	C16—C15—C14	120.8 (3)
N1i—Co1—N1	180.00	C19—C15—C14	121.9 (3)
O2—C1—O1	125.7 (3)	C17—C16—C15	119.1 (3)
O2—C1—C2	118.0 (4)	C17—C16—H16A	120.5
O1—C1—C2	116.3 (4)	C15—C16—H16A	120.5
C3—C2—C7	119.6 (3)	N5—C17—C16	124.3 (4)
C3—C2—C1	121.7 (4)	N5—C17—H17A	117.8
C7—C2—C1	118.7 (4)	C16—C17—H17A	117.8
C2—C3—C4	120.4 (4)	N5—C18—C19	123.9 (4)
C2—C3—H3A	119.8	N5—C18—H18A	118.1
C4—C3—H3A	119.8	C19—C18—H18A	118.1
C5—C4—C3	120.2 (4)	C18—C19—C15	119.4 (3)
C5—C4—H4A	119.9	C18—C19—H19A	120.3
C3—C4—H4A	119.9	C15—C19—H19A	120.3
C4—C5—C6	118.6 (4)	C8—N1—C12	117.4 (3)
C4—C5—H5	120.7	C8—N1—Co1	119.6 (2)
C6—C5—H5	120.7	C12—N1—Co1	123.0 (2)
C7—C6—C5	122.4 (4)	C14—N2—C13	102.9 (3)
C7—C6—N6	117.8 (4)	C13—N3—N4	102.2 (3)
C5—C6—N6	119.8 (4)	C14—N4—N3	110.9 (3)
C6—C7—C2	118.7 (4)	C14—N4—H4	133 (2)
C6—C7—H7A	120.6	N3—N4—H4	116 (2)
C2—C7—H7A	120.6	C18—N5—C17	116.0 (3)
N1—C8—C9	123.5 (3)	O3—N6—O4	122.5 (4)
N1—C8—H8A	118.3	O3—N6—C6	119.4 (3)
C9—C8—H8A	118.3	O4—N6—C6	118.1 (4)
C10—C9—C8	117.8 (3)	C1—O1—Co1	128.0 (2)
C10—C9—C13	123.3 (3)	Co1—O5—H5A	123 (3)
C8—C9—C13	118.8 (3)	Co1—O5—H5B	95 (4)
C11—C10—C9	118.8 (3)	H5A—O5—H5B	108 (3)
C11—C10—H10A	120.6	H6A—O6—H6B	110 (3)
C9—C10—H10A	120.6
O2—C1—C2—C3	172.9 (3)	C9—C8—N1—C12	2.4 (5)
O1—C1—C2—C3	−7.8 (5)	C9—C8—N1—Co1	−175.1 (3)
O2—C1—C2—C7	−8.0 (5)	C11—C12—N1—C8	−1.3 (6)
O1—C1—C2—C7	171.3 (3)	C11—C12—N1—Co1	176.1 (3)
C7—C2—C3—C4	1.7 (6)	O1—Co1—N1—C8	22.1 (3)
C1—C2—C3—C4	−179.1 (3)	O1i—Co1—N1—C8	−157.9 (3)
C2—C3—C4—C5	−1.4 (7)	O5i—Co1—N1—C8	114.2 (3)
C3—C4—C5—C6	0.2 (7)	O5—Co1—N1—C8	−65.8 (3)
C4—C5—C6—C7	0.8 (6)	O1—Co1—N1—C12	−155.3 (3)
C4—C5—C6—N6	179.9 (4)	O1i—Co1—N1—C12	24.7 (3)
C5—C6—C7—C2	−0.5 (5)	O5i—Co1—N1—C12	−63.2 (3)
N6—C6—C7—C2	−179.7 (3)	O5—Co1—N1—C12	116.8 (3)
C3—C2—C7—C6	−0.7 (5)	N4—C14—N2—C13	0.6 (4)
C1—C2—C7—C6	−179.9 (3)	C15—C14—N2—C13	−179.1 (4)
N1—C8—C9—C10	−2.6 (6)	N3—C13—N2—C14	−0.4 (4)
N1—C8—C9—C13	178.0 (3)	C9—C13—N2—C14	177.1 (4)
C8—C9—C10—C11	1.5 (6)	N2—C13—N3—N4	0.0 (4)
C13—C9—C10—C11	−179.1 (4)	C9—C13—N3—N4	−177.6 (3)
C9—C10—C11—C12	−0.6 (6)	N2—C14—N4—N3	−0.7 (5)
C10—C11—C12—N1	0.5 (6)	C15—C14—N4—N3	179.1 (3)
C10—C9—C13—N3	−165.6 (4)	C13—N3—N4—C14	0.4 (4)
C8—C9—C13—N3	13.7 (6)	C19—C18—N5—C17	−0.6 (7)
C10—C9—C13—N2	17.1 (6)	C16—C17—N5—C18	1.5 (7)
C8—C9—C13—N2	−163.6 (4)	C7—C6—N6—O3	−7.5 (5)
N2—C14—C15—C16	−12.9 (6)	C5—C6—N6—O3	173.4 (4)
N4—C14—C15—C16	167.4 (4)	C7—C6—N6—O4	175.9 (4)
N2—C14—C15—C19	166.2 (4)	C5—C6—N6—O4	−3.3 (5)
N4—C14—C15—C19	−13.6 (6)	O2—C1—O1—Co1	17.2 (5)
C19—C15—C16—C17	−0.4 (6)	C2—C1—O1—Co1	−162.0 (2)
C14—C15—C16—C17	178.7 (4)	O5i—Co1—O1—C1	−7.9 (3)
C15—C16—C17—N5	−1.0 (7)	O5—Co1—O1—C1	172.1 (3)
N5—C18—C19—C15	−0.8 (7)	N1i—Co1—O1—C1	−94.0 (3)
C16—C15—C19—C18	1.3 (6)	N1—Co1—O1—C1	86.0 (3)
C14—C15—C19—C18	−177.8 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N4—H4···O6ii	0.85 (3)	1.94 (3)	2.778 (5)	169 (3)
O5—H5A···N2iii	0.84 (3)	2.02 (3)	2.856 (4)	174 (4)
O5—H5B···O2i	0.87 (3)	1.79 (3)	2.644 (4)	167 (5)
O6—H6A···N5iv	0.85 (4)	2.05 (4)	2.873 (5)	166 (3)
O6—H6B···O2v	0.85 (3)	1.93 (4)	2.735 (4)	158 (4)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N4—H4⋯O6i	0.85 (3)	1.94 (3)	2.778 (5)	169 (3)
O5—H5A⋯N2ii	0.84 (3)	2.02 (3)	2.856 (4)	174 (4)
O5—H5B⋯O2iii	0.87 (3)	1.79 (3)	2.644 (4)	167 (5)
O6—H6A⋯N5iv	0.85 (4)	2.05 (4)	2.873 (5)	166 (3)
O6—H6B⋯O2v	0.85 (3)	1.93 (4)	2.735 (4)	158 (4)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .