Bis{4-[(4H-1,2,4-triazol-4-yl)iminomethyl]pyridinium} diaquapentanitratocerate(III).

The asymmetric unit of the title compound, (C(8)H(8)N(5))(2)[Ce(NO(3))(5)(H(2)O)(2)], contains one independent protonated 4-pyridyl-methyl-eneamino-1,2,4-triazole cation and half of a centrosymmetric [Ce(NO(3))(5)(H(2)O)(2)](2-) anion. The Ce atom coordinated by five NO(3) (-) anions and two water mol-ecules, exhibiting a distorted 10-coordination. In the crystal structure, inter-molecular O-H⋯N and N-H⋯O hydrogen bonds result in the formation of a supramolecular structure.

Related literature

For related compounds based on 4-amido-1,2,4-triazoles Schiff base ligands, see: Drabent et al. (2003 ▶, 2004 ▶); Wang et al. (2006 ▶). For the preparation of the ligand, see: Colautti et al. (1971 ▶).

Experimental

Crystal data

(C8H8N5)2[Ce(NO3)5(H2O)2]

M = 834.59

Monoclinic,

a = 10.322 (4) Å

b = 16.126 (6) Å

c = 17.595 (7) Å

β = 100.107 (4)°

V = 2883.2 (19) Å3

Z = 4

Mo Kα radiation

μ = 1.69 mm−1

T = 293 (2) K

0.20 × 0.18 × 0.15 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.682, T max = 0.781

5464 measured reflections

2374 independent reflections

2164 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.024

wR(F 2) = 0.051

S = 1.02

2374 reflections

231 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.47 e Å−3

Δρmin = −0.39 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I. DOI: 10.1107/S1600536808043109/wk2094sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808043109/wk2094Isup2.hkl

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

(C8H8N5)2[Ce(NO3)5(H2O)2]	F(000) = 1660
Mr = 834.59	Dx = 1.923 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 10.322 (4) Å	Cell parameters from 4413 reflections
b = 16.126 (6) Å	θ = 2.4–27.9°
c = 17.595 (7) Å	µ = 1.69 mm−1
β = 100.107 (4)°	T = 293 K
V = 2883.2 (19) Å3	Block, red
Z = 4	0.2 × 0.18 × 0.15 mm

Bruker SMART CCD area-detector diffractometer	2374 independent reflections
Radiation source: fine-focus sealed tube	2164 reflections with I > 2σ(I)
graphite	Rint = 0.039
φ & ω scans	θmax = 25.0°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −8→12
Tmin = 0.682, Tmax = 0.781	k = −19→17
5464 measured reflections	l = −20→20

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)] = 0.024	Hydrogen site location: geom, H2O from difmap
wR(F2) = 0.051	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ2(Fo2) + (0.0252P)2] where P = (Fo2 + 2Fc2)/3
2374 reflections	(Δ/σ)max = 0.001
231 parameters	Δρmax = 0.47 e Å−3
3 restraints	Δρmin = −0.39 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
Ce1	0.5000	0.326614 (13)	0.2500	0.03115 (9)
O1	0.5000	0.0598 (2)	0.2500	0.0705 (10)
O2	0.4319 (2)	0.17726 (13)	0.28901 (13)	0.0562 (6)
O3	0.1789 (3)	0.2766 (2)	0.29302 (17)	0.1053 (11)
O4	0.2177 (3)	0.27312 (16)	0.41595 (15)	0.0779 (8)
O5	0.3593 (2)	0.32656 (13)	0.35615 (12)	0.0503 (5)
O6	0.7035 (2)	0.54285 (14)	0.34535 (13)	0.0652 (7)
O7	0.53719 (19)	0.45902 (12)	0.33599 (10)	0.0453 (5)
O8	0.70260 (19)	0.42680 (12)	0.28267 (11)	0.0448 (5)
OW1	0.6436 (2)	0.27739 (13)	0.37050 (11)	0.0416 (5)
HW1A	0.7155 (19)	0.3003 (18)	0.3907 (15)	0.065 (11)*
HW1B	0.617 (3)	0.2462 (16)	0.4032 (13)	0.063 (11)*
N1	0.5000	0.1364 (2)	0.2500	0.0469 (9)
N2	0.2502 (3)	0.29172 (15)	0.35287 (16)	0.0478 (6)
N3	0.6495 (2)	0.47807 (15)	0.32205 (12)	0.0411 (6)
N4	1.5004 (3)	0.66662 (14)	0.40465 (18)	0.0529 (7)
H4B	1.5642	0.7007	0.4036	0.063*
N5	1.1739 (2)	0.46981 (15)	0.46894 (14)	0.0462 (6)
N6	1.0647 (2)	0.41729 (13)	0.46749 (12)	0.0372 (5)
N7	0.8835 (2)	0.34651 (15)	0.44223 (14)	0.0457 (6)
N8	0.9425 (2)	0.33038 (14)	0.51796 (14)	0.0434 (6)
C1	1.3894 (3)	0.57624 (18)	0.47348 (16)	0.0440 (7)
H1A	1.3802	0.5513	0.5199	0.053*
C2	1.4894 (3)	0.6306 (2)	0.47130 (18)	0.0505 (8)
H2A	1.5495	0.6424	0.5159	0.061*
C3	1.4172 (3)	0.65205 (19)	0.3402 (2)	0.0524 (9)
H3A	1.4272	0.6796	0.2951	0.063*
C4	1.3168 (3)	0.59701 (18)	0.33902 (16)	0.0432 (7)
H4A	1.2594	0.5858	0.2932	0.052*
C5	1.3012 (3)	0.55803 (16)	0.40681 (16)	0.0368 (6)
C6	1.1905 (3)	0.49910 (17)	0.40619 (17)	0.0457 (7)
H6A	1.1356	0.4847	0.3604	0.055*
C7	0.9585 (3)	0.39815 (18)	0.41384 (17)	0.0444 (7)
H7A	0.9418	0.4190	0.3638	0.053*
C8	1.0501 (3)	0.37400 (17)	0.53134 (16)	0.0417 (7)
H8A	1.1085	0.3752	0.5780	0.050*

	U11	U22	U33	U12	U13	U23
Ce1	0.02878 (14)	0.03952 (14)	0.02512 (12)	0.000	0.00461 (9)	0.000
O1	0.061 (2)	0.043 (2)	0.097 (3)	0.000	−0.015 (2)	0.000
O2	0.0595 (15)	0.0588 (14)	0.0529 (13)	−0.0164 (12)	0.0170 (12)	−0.0075 (11)
O3	0.113 (3)	0.105 (2)	0.077 (2)	−0.0392 (19)	−0.0401 (19)	−0.0047 (17)
O4	0.086 (2)	0.0829 (18)	0.0775 (17)	−0.0295 (15)	0.0491 (16)	−0.0101 (14)
O5	0.0423 (13)	0.0648 (13)	0.0487 (12)	−0.0198 (11)	0.0215 (10)	−0.0070 (10)
O6	0.0732 (17)	0.0559 (14)	0.0640 (15)	−0.0263 (13)	0.0049 (13)	−0.0135 (11)
O7	0.0409 (12)	0.0547 (12)	0.0417 (11)	−0.0040 (10)	0.0107 (10)	−0.0061 (9)
O8	0.0358 (12)	0.0544 (13)	0.0450 (11)	−0.0019 (10)	0.0090 (10)	−0.0021 (10)
OW1	0.0351 (12)	0.0502 (12)	0.0361 (11)	−0.0123 (10)	−0.0035 (10)	0.0090 (10)
N1	0.036 (2)	0.052 (2)	0.047 (2)	0.000	−0.0087 (18)	0.000
N2	0.0502 (18)	0.0448 (14)	0.0493 (16)	−0.0041 (13)	0.0110 (15)	−0.0076 (12)
N3	0.0437 (15)	0.0478 (15)	0.0288 (12)	−0.0036 (13)	−0.0019 (11)	0.0036 (11)
N4	0.0437 (16)	0.0403 (15)	0.080 (2)	−0.0064 (12)	0.0264 (16)	−0.0004 (14)
N5	0.0458 (16)	0.0478 (14)	0.0457 (14)	−0.0041 (12)	0.0101 (12)	0.0040 (12)
N6	0.0311 (13)	0.0360 (12)	0.0440 (14)	−0.0087 (10)	0.0053 (11)	0.0049 (10)
N7	0.0367 (14)	0.0475 (15)	0.0499 (15)	−0.0104 (12)	−0.0008 (12)	0.0030 (11)
N8	0.0391 (14)	0.0423 (13)	0.0472 (14)	−0.0063 (12)	0.0029 (12)	0.0071 (11)
C1	0.0500 (19)	0.0494 (18)	0.0351 (15)	−0.0024 (15)	0.0143 (15)	0.0040 (13)
C2	0.046 (2)	0.0555 (19)	0.0474 (19)	−0.0051 (17)	0.0011 (16)	−0.0111 (16)
C3	0.055 (2)	0.054 (2)	0.056 (2)	0.0130 (17)	0.0306 (19)	0.0225 (16)
C4	0.0393 (18)	0.0563 (18)	0.0335 (15)	0.0104 (15)	0.0046 (14)	0.0039 (13)
C5	0.0314 (16)	0.0354 (15)	0.0449 (16)	0.0002 (13)	0.0105 (14)	−0.0005 (12)
C6	0.0474 (19)	0.0477 (18)	0.0397 (17)	0.0000 (15)	0.0011 (15)	−0.0002 (13)
C7	0.0393 (18)	0.0503 (18)	0.0412 (16)	−0.0034 (15)	0.0000 (15)	0.0071 (14)
C8	0.0376 (17)	0.0434 (17)	0.0419 (16)	−0.0050 (14)	0.0013 (14)	0.0052 (13)

Ce1—OW1i	2.494 (2)	N4—C2	1.331 (4)
Ce1—OW1	2.494 (2)	N4—H4B	0.8600
Ce1—O5	2.5590 (19)	N5—C6	1.240 (3)
Ce1—O5i	2.5590 (19)	N5—N6	1.406 (3)
Ce1—O7	2.606 (2)	N6—C7	1.350 (3)
Ce1—O7i	2.606 (2)	N6—C8	1.353 (3)
Ce1—O8	2.625 (2)	N7—C7	1.296 (4)
Ce1—O8i	2.625 (2)	N7—N8	1.389 (3)
Ce1—O2i	2.634 (2)	N8—C8	1.301 (4)
Ce1—O2	2.634 (2)	C1—C2	1.360 (4)
O1—N1	1.235 (5)	C1—C5	1.384 (4)
O2—N1	1.253 (3)	C1—H1A	0.9300
O3—N2	1.199 (3)	C2—H2A	0.9300
O4—N2	1.251 (3)	C3—C4	1.362 (4)
O5—N2	1.251 (3)	C3—H3A	0.9300
O6—N3	1.221 (3)	C4—C5	1.383 (4)
O7—N3	1.264 (3)	C4—H4A	0.9300
O8—N3	1.264 (3)	C5—C6	1.485 (4)
OW1—HW1A	0.849 (10)	C6—H6A	0.9300
OW1—HW1B	0.846 (10)	C7—H7A	0.9300
N1—O2i	1.253 (3)	C8—H8A	0.9300
N4—C3	1.318 (4)
OW1i—Ce1—OW1	142.88 (10)	N3—O7—Ce1	97.65 (15)
OW1i—Ce1—O5	106.96 (7)	N3—O8—Ce1	96.72 (15)
OW1—Ce1—O5	73.02 (8)	Ce1—OW1—HW1A	124.3 (19)
OW1i—Ce1—O5i	73.02 (8)	Ce1—OW1—HW1B	123.5 (19)
OW1—Ce1—O5i	106.96 (7)	HW1A—OW1—HW1B	109.8 (16)
O5—Ce1—O5i	179.96 (9)	O1—N1—O2	121.74 (18)
OW1i—Ce1—O7	139.41 (7)	O1—N1—O2i	121.74 (18)
OW1—Ce1—O7	76.24 (7)	O2—N1—O2i	116.5 (4)
O5—Ce1—O7	67.74 (6)	O3—N2—O5	122.7 (3)
O5i—Ce1—O7	112.29 (7)	O3—N2—O4	120.8 (3)
OW1i—Ce1—O7i	76.24 (7)	O5—N2—O4	116.5 (3)
OW1—Ce1—O7i	139.41 (7)	O6—N3—O7	121.6 (2)
O5—Ce1—O7i	112.29 (7)	O6—N3—O8	121.8 (2)
O5i—Ce1—O7i	67.74 (6)	O7—N3—O8	116.6 (2)
O7—Ce1—O7i	69.97 (9)	C3—N4—C2	122.5 (3)
OW1i—Ce1—O8	135.54 (6)	C3—N4—H4B	118.8
OW1—Ce1—O8	71.22 (7)	C2—N4—H4B	118.8
O5—Ce1—O8	111.88 (6)	C6—N5—N6	116.7 (3)
O5i—Ce1—O8	68.15 (7)	C7—N6—C8	105.5 (2)
O7—Ce1—O8	48.56 (6)	C7—N6—N5	134.4 (2)
O7i—Ce1—O8	69.72 (6)	C8—N6—N5	120.1 (2)
OW1i—Ce1—O8i	71.22 (6)	C7—N7—N8	107.4 (2)
OW1—Ce1—O8i	135.54 (6)	C8—N8—N7	106.8 (2)
O5—Ce1—O8i	68.15 (7)	C2—C1—C5	120.2 (3)
O5i—Ce1—O8i	111.88 (6)	C2—C1—H1A	119.9
O7—Ce1—O8i	69.72 (6)	C5—C1—H1A	119.9
O7i—Ce1—O8i	48.56 (6)	N4—C2—C1	119.3 (3)
O8—Ce1—O8i	104.04 (9)	N4—C2—H2A	120.4
OW1i—Ce1—O2i	68.49 (7)	C1—C2—H2A	120.4
OW1—Ce1—O2i	77.56 (7)	N4—C3—C4	120.5 (3)
O5—Ce1—O2i	113.68 (7)	N4—C3—H3A	119.7
O5i—Ce1—O2i	66.29 (7)	C4—C3—H3A	119.7
O7—Ce1—O2i	151.86 (7)	C3—C4—C5	119.2 (3)
O7i—Ce1—O2i	128.09 (7)	C3—C4—H4A	120.4
O8—Ce1—O2i	112.40 (7)	C5—C4—H4A	120.4
O8i—Ce1—O2i	138.12 (7)	C4—C5—C1	118.4 (3)
OW1i—Ce1—O2	77.56 (7)	C4—C5—C6	119.4 (3)
OW1—Ce1—O2	68.49 (7)	C1—C5—C6	122.2 (2)
O5—Ce1—O2	66.29 (7)	N5—C6—C5	117.6 (3)
O5i—Ce1—O2	113.68 (7)	N5—C6—H6A	121.2
O7—Ce1—O2	128.09 (7)	C5—C6—H6A	121.2
O7i—Ce1—O2	151.86 (7)	N7—C7—N6	110.1 (2)
O8—Ce1—O2	138.12 (7)	N7—C7—H7A	124.9
O8i—Ce1—O2	112.40 (7)	N6—C7—H7A	124.9
O2i—Ce1—O2	47.72 (10)	N8—C8—N6	110.1 (3)
N1—O2—Ce1	97.88 (19)	N8—C8—H8A	124.9
N2—O5—Ce1	126.02 (17)	N6—C8—H8A	124.9
OW1i—Ce1—O2—N1	72.13 (12)	O7i—Ce1—O8—N3	76.92 (14)
OW1—Ce1—O2—N1	−92.60 (13)	O8i—Ce1—O8—N3	41.97 (12)
O5—Ce1—O2—N1	−172.83 (15)	O2i—Ce1—O8—N3	−159.10 (14)
O5i—Ce1—O2—N1	7.16 (15)	O2—Ce1—O8—N3	−108.18 (15)
O7—Ce1—O2—N1	−143.28 (10)	Ce1—O2—N1—O1	180.0
O7i—Ce1—O2—N1	93.88 (17)	Ce1—O2—N1—O2i	0.0
O8—Ce1—O2—N1	−75.96 (15)	Ce1—O5—N2—O3	−24.5 (4)
O8i—Ce1—O2—N1	135.54 (11)	Ce1—O5—N2—O4	155.8 (2)
O2i—Ce1—O2—N1	0.0	Ce1—O7—N3—O6	173.1 (2)
OW1i—Ce1—O5—N2	14.3 (2)	Ce1—O7—N3—O8	−6.7 (2)
OW1—Ce1—O5—N2	−126.8 (2)	Ce1—O8—N3—O6	−173.2 (2)
O5i—Ce1—O5—N2	−56 (100)	Ce1—O8—N3—O7	6.6 (2)
O7—Ce1—O5—N2	151.4 (2)	C6—N5—N6—C7	−10.8 (4)
O7i—Ce1—O5—N2	96.0 (2)	C6—N5—N6—C8	170.9 (3)
O8—Ce1—O5—N2	172.2 (2)	C7—N7—N8—C8	0.5 (3)
O8i—Ce1—O5—N2	75.3 (2)	C3—N4—C2—C1	0.3 (5)
O2i—Ce1—O5—N2	−59.2 (2)	C5—C1—C2—N4	0.8 (5)
O2—Ce1—O5—N2	−53.4 (2)	C2—N4—C3—C4	−1.6 (5)
OW1i—Ce1—O7—N3	−111.82 (16)	N4—C3—C4—C5	1.6 (4)
OW1—Ce1—O7—N3	80.77 (15)	C3—C4—C5—C1	−0.4 (4)
O5—Ce1—O7—N3	157.79 (16)	C3—C4—C5—C6	178.9 (3)
O5i—Ce1—O7—N3	−22.19 (16)	C2—C1—C5—C4	−0.8 (4)
O7i—Ce1—O7—N3	−76.37 (14)	C2—C1—C5—C6	179.9 (3)
O8—Ce1—O7—N3	3.83 (13)	N6—N5—C6—C5	177.0 (2)
O8i—Ce1—O7—N3	−128.32 (16)	C4—C5—C6—N5	−175.0 (3)
O2i—Ce1—O7—N3	58.9 (2)	C1—C5—C6—N5	4.4 (4)
O2—Ce1—O7—N3	128.58 (14)	N8—N7—C7—N6	−0.2 (3)
OW1i—Ce1—O8—N3	119.31 (14)	C8—N6—C7—N7	−0.1 (3)
OW1—Ce1—O8—N3	−91.83 (15)	N5—N6—C7—N7	−178.6 (3)
O5—Ce1—O8—N3	−29.79 (16)	N7—N8—C8—N6	−0.6 (3)
O5i—Ce1—O8—N3	150.24 (15)	C7—N6—C8—N8	0.5 (3)
O7—Ce1—O8—N3	−3.82 (13)	N5—N6—C8—N8	179.2 (2)

D—H···A	D—H	H···A	D···A	D—H···A
OW1—HW1A···N7	0.85 (2)	1.96 (2)	2.805 (3)	176 (3)
OW1—HW1B···N8ii	0.85 (2)	2.03 (3)	2.876 (3)	178 (3)
N4—H4B···O4iii	0.86	1.95	2.804 (3)	172
N4—H4B···N2iii	0.86	2.69	3.518 (4)	162

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
OW1—HW1A⋯N7	0.85 (2)	1.96 (2)	2.805 (3)	176 (3)
OW1—HW1B⋯N8i	0.85 (2)	2.03 (3)	2.876 (3)	178 (3)
N4—H4B⋯O4ii	0.86	1.95	2.804 (3)	172
N4—H4B⋯N2ii	0.86	2.69	3.518 (4)	162

Symmetry codes: (i) ; (ii) .