Synthesis and structure of penta­kis­(2-aminopyridinium) nona­vanado(V)tellurate(VI)

Mrad, H.; Maalaoui, A.; Rzaigui, M.; Akriche, S.

doi:10.1107/S2056989024010533

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ISSN: 2056-9890

Volume 80| Part 12| December 2024| Pages 1255-1258

https://doi.org/10.1107/S2056989024010533

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Synthesis and structure of pentakis(2-aminopyridinium) nonavanado(V)tellurate(VI)

Houda Mrad,^a Ahlem Maalaoui,^a Mohamed Rzaigui ^a and Samah Akriche ^a ^*

^aLaboratory of Materials Chemistry (LR13ES08), Faculty of Sciences of Bizerte, University of Carthage, 7021 Zarzouna, Bizerte, Tunisia
^*Correspondence e-mail: sameh.akriche@fsb.ucar.tn

Edited by W. T. A. Harrison, University of Aberdeen, United Kingdom (Received 24 September 2024; accepted 30 October 2024; online November 2024)

In the title compound, (C₅H₇N₂)₅[TeV₉O₂₈], the tellurium and vanadium atoms are statistically disordered over two of the ten metal-atom sites in the [TeV₉O₂₈]^5– heteropolyanion. The anions stack along [100] and are extended into a three-dimensional supramolecular network through N—H⋯O and weak C—H⋯O hydrogen bonds involving the self-assembled 2-aminopyridinium pentamers, which are linked by C—H⋯π and π–π stacking interactions. The most important contributions to the Hirshfeld surface arise from O⋯H/H⋯O (54.8%), H⋯H (17.8%) and C⋯H/H⋯C (13.4%) contacts.

Keywords: crystal structure; Hirshfeld surface; polyoxometalate; nonavanado(V)tellurate(VI); 2-aminopyridine; non-covalent interactions.

CCDC reference: 2333283

1. Chemical context

Tellurium(VI) often occurs as a central octahedral heteroatom in polyoxometalates (POMs) but Te^VI is rarely seen in decavanadate (V10) structures: just two vanadotellurates with a decavanadate structure have been reported, viz. the monosubstituted tellurium derivative [H_xTeV₉O₂₈]^(5–x)– described by Konaka et al. (2011 ) and the disubstituted species [Te₂V₉O₂₈]^4– reported by our group in the form of its quinolinium salt (Toumi et al., 2013 ). Moreover, aminopyridine derivatives are commonly used as counter-cations in POMs owing to the easy protonation of their N atoms and their high structural stability (Maalaoui et al., 2013 , 2024 ; Yuan et al., 2009 ). Here we report the synthesis, structure and Hirshfeld surface analyses of the first unprotonated nonavanado(V)tellurate(VI) cluster, [TeV₉O₂₈]^5–, crystallized as its anhydrous 2-aminopyridinium salt, (C₅H₇N₂)₅[TeV₉O₂₈], (I).

2. Structural commentary

The asymmetric unit of (I) consists of one unprotonated [TeV₉O₂₈]^5– heteropolyanion and five 2-aminopyridinium counter-cations as depicted in Fig. 1. The structure of the heteropolyanion in (I) belongs to the decavanadate structure type (Lee, 2006 ), but with tellurium replacing one of the vanadium atoms. The Te heteroatom is statistically distributed over the Te1/V9 and Te2/V10 sites in the title compound. This observation is consistent with the structures reported by Konaka et al. (2011) in TBA₃[H₂TeV₉O₂₈] and TBA₄[HTeV₉O₂₈]·2CH₃CN (TBA = tetrabutyl ammonium). In the [TeV₉O₂₈]^5– polyanion in (I), the VO₆ octahedra are significantly distorted [range of V—O bond lengths = 1.595 (4)– 2.429 (4) Å] whereas the TeO₆ substituted octahedra [Te/V—O ranges 1.769 (4)–2.063 (4) Å] are less distorted in comparison with the VO₆ octahedra. The bond-valence sums (BVS; Brown & Altermatt, 1985 ) for Te1 and Te2 are +6.33 and +6.39 v.u. (v.u. = valence units), whereas those for the V cations are in the range +5.17 v.u. to +5.26 v.u., which are consistent with the oxidation states of Te (+VI) and V (+V). An examination of the 2–aminopyridinium cations show that the bond distances and angles are in accordance with those in analogous salts such as (C₅H₇N₂)₆[V₁₀O₂₈]·2H₂O, (Yuan et al., 2009), (C₅H₇N₂)₂ [ReVW₄O₁₉]·7H₂O (Maaloui et al., 2013) and (C₅H₇N₂)₅[PV₂W₁₀O₄₀]·0.5(C₅H₅N)·2H₂O (Maaloui et al., 2024).

Figure 1
The molecular structure of (I)

with displacement ellipsoids drawn at the 50% probability level. H atoms are presented as small spheres of arbitrary radius. Non-covalent intermolecular interactions are shown as dotted lines.

3. Supramolecular features

In the extended structure, all the hydrogen-bond donors are provided by the five 2-aminopyridinium cations as the polyanion is unprotonated. Each cation donates hydrogen bonds to the terminal and bridging O atoms of the polyanions stacked along [100] at z = 1/4 and 3/4 by means of N—H⋯O and weak C—H⋯O interactions, giving rise to a three-dimensional supramolecular network (Fig. 2 and Table 1). Furthermore, the 2-aminopyridinium moieties are themselves connected by weak C—H⋯π [C10—H10⋯Cg1 = 3.066 Å, C18—H18⋯Cg5^iv = 2.659 Å; symmetry code: (iv) x, $[{1\over 2}]$ − y, $[{1\over 2}]$ + z; Table 1] and π–π stacking interactions between the R2/R4 and R4/R3 pyridyl rings [R1 = N1/C1–C5 (centroid Cg1), R2 = N3/C6–C10 (centroid Cg2), R3 = N5/C11–C15 (centroid Cg3), R4 = N7/C16–C20 (centroid Cg4), R5 = N9/C21–C25 (centroid Cg5)] stacked in parallel displaced face-to-face arrangements with centroid–centroid distances of 3.724 (2) and 3.829 (2) Å, respectively (Fig. 3), within the accepted rangesfor C—H⋯π and π–π stacking interactions (Janiak (2000 ).

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯O6ⁱ	0.86	2.57	3.426 (8)	172
N2—H2A⋯O1ⁱ	0.86	2.26	3.105 (8)	167
N2—H2B⋯O3ⁱⁱ	0.86	2.50	3.006 (7)	118
N2—H2B⋯O10ⁱⁱ	0.86	2.28	3.121 (8)	165
C4—H4⋯O3E	0.93	2.44	2.995 (8)	119
C4—H4⋯O8Eⁱⁱⁱ	0.93	2.26	3.073 (8)	146
C5—H5⋯O9ⁱⁱⁱ	0.93	2.24	3.136 (8)	161
N3—H3A⋯O12^iv	0.86	2.54	3.397 (7)	175
N4—H4A⋯O7^v	0.86	2.05	2.896 (7)	168
N4—H4B⋯O16^iv	0.86	2.19	2.998 (7)	156
C7—H7⋯O18^v	0.93	2.57	3.495 (8)	171
C9—H9⋯O5ⁱ	0.93	1.86	2.760 (7)	161
N5—H5A⋯O10ⁱⁱ	0.86	2.61	3.404 (8)	154
N6—H6A⋯O1E^vi	0.86	2.14	2.922 (8)	151
N6—H6B⋯O7Eⁱⁱ	0.86	2.05	2.900 (8)	171
C12—H12⋯O1E^vi	0.93	2.63	3.312 (9)	130
C14—H14⋯O8^iv	0.93	1.78	2.703 (7)	174
C14—H14⋯O17^iv	0.93	2.62	3.146 (8)	117
N7—H7A⋯O15^vi	0.86	2.48	3.308 (8)	161
N8—H8A⋯O3E^vii	0.86	2.12	2.966 (7)	169
N8—H8B⋯O14^vi	0.86	2.18	2.963 (7)	152
C19—H19⋯O13ⁱⁱ	0.93	1.88	2.788 (7)	165
C20—H20⋯O18ⁱⁱ	0.93	2.43	3.202 (8)	140
N9—H9A⋯O5E	0.86	2.46	3.244 (7)	151
N10—H10A⋯O3	0.86	2.30	3.098 (8)	155
N10—H10B⋯O1^viii	0.86	2.65	3.294 (8)	132
N10—H10B⋯O2^viii	0.86	2.34	3.169 (8)	162
C22—H22⋯O2E^viii	0.93	2.29	3.189 (8)	164
C24—H24⋯O4E^ix	0.93	2.35	2.929 (7)	120
C24—H24⋯O6E^ix	0.93	2.61	3.153 (7)	118
C24—H24⋯O11^x	0.93	2.48	3.003 (7)	116
C10—H10⋯Cg1	0.93	3.07	3.902	151
C18—H18⋯Cg5^iv	0.93	2.66	3.450	143
Symmetry codes: (i) ; (ii) ; (iii) ; (iv) $[x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (v) ; (vi) ; (vii) $[x+1, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (viii) ; (ix) $[-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (x) $[x, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]$ .

Figure 2
The crystal packing of (I)

with N—H⋯O and weak C—H⋯O interactions forming a three-dimensional supramolecular network. H atoms not involved in hydrogen bonding scheme are omitted

Figure 3
The self-assembled 2-aminopyridinium pentamer featuring weak C—H⋯π and π–π stacking interactions (depicted by dashed lines). Other H atoms omitted. Symmetry codes: (iv): x, $[{1\over 2}]$ − y, $[{1\over 2}]$ + z; (viii): 1 + x, y, z.

4. Hirshfeld surface analysis

Fig. 4(a) illustrates the Hirshfeld surface of (I) mapped over d_norm with red spots corresponding to short inter-contacts. The red, triangular concave regions in the Hirshfeld surface mapped with shape index [Fig. 4(b)], confirm the existence of the π–π stacking interactions mentioned above. The fingerprint plots (Fig. 5) indicate that the major contact contributions to the crystal structure are from O⋯H/H⋯O (54.8%), H⋯H (17.8%) and C⋯H/H⋯C (13.4%) whereas the contributions of the remaining contacts [N⋯H/H⋯N (4.7%), O⋯C/C⋯O (2.6%), C⋯C (2.3%), O⋯O (1.6%)] are very small. The characteristic spikes in the O⋯H/H⋯O plot [Fig. 5(a)] indicate the existence of the N—H⋯O and C—H⋯O hydrogen bonds (Table 1).

Figure 4
The Hirshfeld surface mapped over (a) d_norm and (b) shape-index. N—H⋯O and C—H⋯O hydrogen bonds from neighbouring organic cations are represented by green dotted lines.

Figure 5
Fingerprint plots showing the major contacts contributions of (a) H⋯O/O⋯H, (b) H⋯H and (c) C⋯H/H⋯C.

5. Database survey

Related vanadotellurates with the decavanadate structure type include TBA₄[HTeV₉O₂₈]·2CH₃CN and TBA₃[H₂TeV₉O₂₈] (TBA = tetra-n-butylammonium) (Konaka et al., 2011) and (C₉H₈N)₄[Te₂V₈O₂₈]·8H₂O (Toumi et al., 2013). Related nonavanadoplatinate(IV) clusters include Na₉[H₂PtV₉O₂₈][H₃PtV₉O₂₈]·40H₂O (Joo et al., 2015 ), Na₅[H₂PtV₉O₂₈]·21H₂O (Lee et al., 2008 ), (CH₆N₃)₅[H₂PtV₉O₂₈] (Joo et al., 2011 ) and K₅[H₂PtV₉O₂₈]·9H₂O (Joo & Lee, 2015 ). For the related structures of aminopyridinium containing polyoxometalates (C₅H₇N₂)₆[V₁₀O₂₈]·2H₂O, see: Yuan et al. (2009); (C₅H₇N₂)₂[ReVW₄O₁₉]·7H₂O, see: Maaloui et al. (2013) and (C₅H₇N₂)₅[PV₂W₁₀O₄₀]·0.5(C₅H₅N)·2H₂O, see: Maaloui et al. (2024).

6. Synthesis and crystallization

Vanadium(V) oxide (1.26 g, 6.93 mmol), 2-aminopyridine (0.59 g, 6.16 mmol) and telluric acid, Te(OH)₆ (0.36 g, 1.55 mmol) were suspended in 50 ml of distilled water. Then the pH value of the mixture was adjusted to 6 with 3 M hydrochloric acid (HCl) and stirred for 3 h. After one week, yellow prismatic single crystals were grown by slow evaporation at room temperature.

7. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2. All H-atoms were positioned with idealized geometry and refined using a riding model with C—H = 0.93 Å and U_iso(H) = 1.2U_eq(C) and N—H = 0.86 Å and U_iso(H) = 1.2U_eq(N).

Table 2
Experimental details

Crystal data
Chemical formula	(C₅H₇N₂)₅[TeV₉O₂₈]
M_r	1509.69
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	293
a, b, c (Å)	11.661 (2), 23.251 (2), 19.602 (3)
β (°)	122.53 (1)
V (Å³)	4481.1 (12)
Z	4
Radiation type	Ag Kα, λ = 0.56087 Å
μ (mm⁻¹)	1.31
Crystal size (mm)	0.25 × 0.19 × 0.13

Data collection
Diffractometer	Enraf–Nonius CAD-4
Absorption correction	Multi-scan (Blessing, 1995 )
T_min, T_max	0.745, 0.807
No. of measured, independent and observed [I > 2σ(I)] reflections	25752, 21889, 10265
R_int	0.048
(sin θ/λ)_max (Å⁻¹)	0.837

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.076, 0.211, 1.03
No. of reflections	21889
No. of parameters	658
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.19, −1.74
Computer programs: CAD-4 EXPRESS (Enraf–Nonius, 1994 ), XCAD4 (Harms & Wocadlo, 1996 ), SHELXS97 (Sheldrick, 2008 ), SHELXL2018/3 (Sheldrick, 2015 ), DIAMOND (Brandenburg & Putz, 2005 ), WinGX publication routines (Farrugia, 2012 ) and CrystalExplorer (Wolff et al., 2012 ).

Supporting information

CCDC reference: 2333283

Crystal structure: contains datablock I. DOI: https://doi.org/10.1107/S2056989024010533/hb8109sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2056989024010533/hb8109Isup3.hkl

checkCIF report

Computing details top

Pentakis(2-aminopyridinium) nonavanado(V)tellurate(VI) top

Crystal data top

(C₅H₇N₂)₅[TeV₉O₂₈]	F(000) = 2952
M_r = 1509.69	D_x = 2.238 Mg m⁻³
Monoclinic, P2₁/c	Ag Kα radiation, λ = 0.56087 Å
a = 11.661 (2) Å	Cell parameters from 25 reflections
b = 23.251 (2) Å	θ = 9–11°
c = 19.602 (3) Å	µ = 1.31 mm⁻¹
β = 122.53 (1)°	T = 293 K
V = 4481.1 (12) Å³	Prism, yellow
Z = 4	0.25 × 0.19 × 0.13 mm

Data collection top

Enraf–Nonius CAD-4 diffractometer	10265 reflections with I > 2σ(I)
Radiation source: Enraf Nonius FR590	R_int = 0.048
Graphite monochromator	θ_max = 28.0°, θ_min = 2.1°
non–profiled ω scans	h = −19→19
Absorption correction: multi-scan (Blessing, 1995)	k = −38→1
T_min = 0.745, T_max = 0.807	l = −21→32
25752 measured reflections	2 standard reflections every 120 min
21889 independent reflections	intensity decay: −2%

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)] = 0.076	Hydrogen site location: difference Fourier map
wR(F²) = 0.211	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0646P)² + 23.768P] where P = (F_o² + 2F_c²)/3
21889 reflections	(Δ/σ)_max < 0.001
658 parameters	Δρ_max = 1.19 e Å⁻³
0 restraints	Δρ_min = −1.74 e Å⁻³

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.

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
V1	−0.04965 (9)	0.09075 (4)	0.20903 (6)	0.02450 (19)
V2	0.08300 (10)	0.20810 (4)	0.20870 (6)	0.02400 (19)
V3	0.10819 (10)	0.16241 (4)	0.36755 (6)	0.02479 (19)
V4	0.22827 (9)	0.04297 (4)	0.35456 (6)	0.02207 (18)
V5	0.33925 (9)	0.20776 (4)	0.19507 (6)	0.02098 (18)
V6	0.48299 (9)	0.04162 (4)	0.33892 (6)	0.02189 (18)
V7	0.45911 (10)	0.09044 (4)	0.18122 (6)	0.02306 (18)
V8	0.61987 (9)	0.15934 (4)	0.34255 (6)	0.02428 (19)
Te1	0.20032 (5)	0.08920 (2)	0.19110 (3)	0.02224 (11)	0.5
V9	0.20032 (5)	0.08920 (2)	0.19110 (3)	0.02224 (11)	0.5
Te2	0.36502 (5)	0.16117 (2)	0.35539 (3)	0.01968 (10)	0.5
V10	0.36502 (5)	0.16117 (2)	0.35539 (3)	0.01968 (10)	0.5
O1C	0.1777 (4)	0.12502 (15)	0.2795 (2)	0.0194 (7)
O2C	0.3881 (4)	0.12507 (15)	0.2679 (2)	0.0184 (7)
O1E	−0.1978 (4)	0.0632 (2)	0.1558 (3)	0.0345 (10)
O2E	0.0345 (4)	0.26655 (19)	0.1575 (3)	0.0334 (10)
O3E	0.0777 (5)	0.18882 (19)	0.4322 (3)	0.0349 (10)
O4E	0.2796 (4)	−0.01547 (18)	0.4051 (3)	0.0291 (9)
O5E	0.2880 (4)	0.26650 (18)	0.1446 (3)	0.0303 (9)
O6E	0.5314 (4)	−0.01715 (18)	0.3887 (3)	0.0323 (9)
O7E	0.4904 (5)	0.0649 (2)	0.1165 (3)	0.0331 (10)
O8E	0.7705 (4)	0.1847 (2)	0.3991 (3)	0.0351 (10)
O1	−0.0473 (4)	0.12517 (18)	0.2928 (3)	0.0279 (8)
O2	−0.0658 (4)	0.16167 (18)	0.1600 (3)	0.0281 (8)
O3	0.6150 (4)	0.12598 (17)	0.2562 (2)	0.0253 (8)
O4	0.0704 (4)	0.22175 (17)	0.2957 (3)	0.0274 (8)
O5	0.0520 (4)	0.02864 (17)	0.2764 (2)	0.0252 (8)
O6	0.1898 (4)	0.09013 (18)	0.4131 (2)	0.0254 (8)
O7	0.3775 (4)	0.16162 (17)	0.1356 (2)	0.0238 (8)
O8	0.5151 (4)	0.22191 (17)	0.2729 (2)	0.0241 (8)
O9	0.6298 (4)	0.08877 (17)	0.3882 (2)	0.0250 (8)
O10	0.4971 (4)	0.02920 (17)	0.2523 (2)	0.0242 (8)
O11	0.4076 (4)	0.08450 (16)	0.3978 (2)	0.0201 (7)
O12	0.2858 (4)	0.22228 (15)	0.2773 (2)	0.0207 (7)
O13	0.2804 (4)	0.02707 (16)	0.2701 (2)	0.0196 (7)
O14	0.1581 (4)	0.16667 (16)	0.1492 (2)	0.0218 (7)
O15	0.0311 (4)	0.06384 (17)	0.1429 (2)	0.0250 (8)
O16	0.3056 (4)	0.18699 (17)	0.4170 (2)	0.0258 (8)
O17	0.5353 (4)	0.18601 (17)	0.4046 (2)	0.0244 (8)
O18	0.2607 (4)	0.06431 (17)	0.1304 (2)	0.0259 (8)
N1	−0.0124 (6)	0.0239 (3)	0.5776 (4)	0.0454 (15)
H1	−0.0643	−0.0021	0.5783	0.055*
N2	0.1895 (7)	−0.0268 (3)	0.6727 (4)	0.0466 (16)
H2A	0.1414	−0.0544	0.6739	0.056*
H2B	0.2768	−0.0288	0.7019	0.056*
C1	0.1300 (6)	0.0180 (3)	0.6268 (4)	0.0304 (12)
C2	0.2068 (7)	0.0636 (3)	0.6223 (4)	0.0385 (15)
H2	0.3013	0.0623	0.6537	0.046*
C3	0.1435 (9)	0.1084 (3)	0.5729 (5)	0.0475 (18)
H3	0.1952	0.1377	0.5701	0.057*
C4	0.0094 (7)	0.1119 (3)	0.5281 (4)	0.0350 (14)
H4	−0.0318	0.1438	0.4950	0.042*
C5	−0.0669 (7)	0.0704 (4)	0.5297 (4)	0.0445 (18)
H5	−0.1611	0.0735	0.4968	0.053*
N3	0.2068 (7)	0.1563 (3)	0.8399 (4)	0.0481 (16)
H3A	0.2313	0.1862	0.8249	0.058*
N4	0.3077 (6)	0.1934 (2)	0.9747 (3)	0.0378 (13)
H4A	0.3277	0.1892	1.0236	0.045*
H4B	0.3303	0.2243	0.9609	0.045*
C6	0.2417 (6)	0.1519 (3)	0.9207 (4)	0.0293 (12)
C7	0.2030 (7)	0.1005 (3)	0.9413 (4)	0.0332 (13)
H7	0.2255	0.0945	0.9940	0.040*
C8	0.1334 (7)	0.0602 (3)	0.8843 (5)	0.0390 (15)
H8	0.1085	0.0266	0.8987	0.047*
C9	0.0989 (6)	0.0666 (2)	0.8084 (4)	0.0284 (11)
H9	0.0495	0.0379	0.7708	0.034*
C10	0.1343 (8)	0.1138 (3)	0.7853 (5)	0.0451 (17)
H10	0.1096	0.1177	0.7318	0.054*
N5	0.5217 (7)	0.0852 (3)	0.8616 (4)	0.0536 (17)
H5A	0.4945	0.0536	0.8348	0.064*
N6	0.6012 (8)	0.0360 (3)	0.9866 (4)	0.057 (2)
H6A	0.6405	0.0363	1.0384	0.068*
H6B	0.5752	0.0040	0.9606	0.068*
C11	0.5809 (7)	0.0847 (3)	0.9469 (4)	0.0351 (14)
C12	0.6208 (8)	0.1373 (3)	0.9858 (5)	0.0483 (19)
H12	0.6587	0.1394	1.0413	0.058*
C13	0.6045 (9)	0.1859 (3)	0.9429 (5)	0.054 (2)
H13	0.6326	0.2210	0.9697	0.065*
C14	0.5497 (7)	0.1844 (3)	0.8637 (4)	0.0382 (15)
H14	0.5397	0.2183	0.8358	0.046*
C15	0.5084 (8)	0.1344 (3)	0.8233 (5)	0.0474 (18)
H15	0.4699	0.1341	0.7677	0.057*
N7	0.9043 (7)	0.1101 (3)	0.9559 (4)	0.0486 (16)
H7A	0.9288	0.1059	1.0056	0.058*
N8	0.9909 (7)	0.2065 (3)	0.9791 (4)	0.0481 (16)
H8A	1.0041	0.2383	0.9620	0.058*
H8B	1.0190	0.2025	1.0294	0.058*
C16	0.9275 (7)	0.1637 (3)	0.9281 (4)	0.0342 (13)
C17	0.8790 (8)	0.1676 (3)	0.8452 (4)	0.0428 (17)
H17	0.8876	0.2017	0.8236	0.051*
C18	0.8194 (8)	0.1207 (3)	0.7970 (4)	0.0479 (19)
H18	0.7905	0.1229	0.7427	0.057*
C19	0.8012 (7)	0.0718 (3)	0.8253 (4)	0.0350 (14)
H19	0.7582	0.0410	0.7902	0.042*
C20	0.8432 (7)	0.0662 (3)	0.9024 (5)	0.0415 (16)
H20	0.8306	0.0313	0.9206	0.050*
N9	0.5489 (7)	0.2953 (3)	0.1326 (5)	0.058 (2)
H9A	0.5021	0.2796	0.1497	0.070*
N10	0.7082 (7)	0.2180 (3)	0.1817 (4)	0.0533 (17)
H10A	0.6639	0.2009	0.1995	0.064*
H10B	0.7802	0.2024	0.1880	0.064*
C21	0.6657 (6)	0.2680 (3)	0.1446 (4)	0.0305 (12)
C22	0.7364 (7)	0.2980 (3)	0.1143 (5)	0.0393 (15)
H22	0.8148	0.2823	0.1203	0.047*
C23	0.6885 (8)	0.3491 (3)	0.0767 (4)	0.0427 (17)
H23	0.7332	0.3673	0.0552	0.051*
C24	0.5814 (6)	0.3742 (2)	0.0694 (4)	0.0313 (13)
H24	0.5564	0.4109	0.0474	0.038*
C25	0.5100 (7)	0.3475 (3)	0.0933 (5)	0.0457 (18)
H25	0.4301	0.3645	0.0832	0.055*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
V1	0.0177 (4)	0.0258 (5)	0.0284 (5)	−0.0012 (4)	0.0114 (4)	0.0006 (4)
V2	0.0217 (4)	0.0225 (4)	0.0293 (5)	0.0046 (3)	0.0147 (4)	0.0060 (4)
V3	0.0289 (5)	0.0225 (4)	0.0302 (5)	0.0015 (4)	0.0207 (4)	−0.0011 (4)
V4	0.0231 (4)	0.0190 (4)	0.0253 (4)	0.0007 (3)	0.0138 (4)	0.0040 (3)
V5	0.0199 (4)	0.0195 (4)	0.0237 (4)	−0.0004 (3)	0.0119 (4)	0.0035 (3)
V6	0.0195 (4)	0.0201 (4)	0.0254 (4)	0.0027 (3)	0.0116 (4)	0.0030 (3)
V7	0.0223 (4)	0.0253 (4)	0.0239 (4)	0.0002 (4)	0.0141 (4)	−0.0024 (4)
V8	0.0174 (4)	0.0250 (5)	0.0267 (5)	−0.0020 (3)	0.0094 (4)	−0.0028 (4)
Te1	0.0202 (2)	0.0230 (2)	0.0224 (2)	−0.00086 (19)	0.0107 (2)	−0.0001 (2)
V9	0.0202 (2)	0.0230 (2)	0.0224 (2)	−0.00086 (19)	0.0107 (2)	−0.0001 (2)
Te2	0.0208 (2)	0.0180 (2)	0.0200 (2)	0.00005 (18)	0.01080 (18)	0.00028 (18)
V10	0.0208 (2)	0.0180 (2)	0.0200 (2)	0.00005 (18)	0.01080 (18)	0.00028 (18)
O1C	0.0188 (16)	0.0179 (16)	0.0239 (17)	−0.0015 (13)	0.0131 (14)	−0.0024 (14)
O2C	0.0186 (16)	0.0144 (15)	0.0226 (17)	−0.0016 (13)	0.0114 (14)	−0.0013 (13)
O1E	0.0215 (19)	0.042 (3)	0.035 (2)	−0.0065 (18)	0.0117 (18)	−0.002 (2)
O2E	0.029 (2)	0.029 (2)	0.044 (3)	0.0088 (17)	0.021 (2)	0.0153 (19)
O3E	0.047 (3)	0.032 (2)	0.038 (2)	0.001 (2)	0.031 (2)	−0.0063 (19)
O4E	0.032 (2)	0.026 (2)	0.030 (2)	0.0061 (17)	0.0166 (18)	0.0089 (17)
O5E	0.030 (2)	0.029 (2)	0.034 (2)	0.0015 (17)	0.0183 (18)	0.0066 (18)
O6E	0.032 (2)	0.027 (2)	0.038 (2)	0.0079 (18)	0.019 (2)	0.0105 (18)
O7E	0.033 (2)	0.042 (3)	0.031 (2)	−0.0019 (19)	0.0212 (19)	−0.0062 (19)
O8E	0.023 (2)	0.037 (2)	0.037 (2)	−0.0078 (18)	0.0104 (18)	−0.008 (2)
O1	0.028 (2)	0.029 (2)	0.034 (2)	0.0017 (17)	0.0212 (18)	0.0028 (17)
O2	0.0166 (17)	0.028 (2)	0.037 (2)	0.0033 (15)	0.0122 (16)	0.0063 (18)
O3	0.0210 (18)	0.0259 (19)	0.030 (2)	0.0014 (15)	0.0147 (16)	0.0015 (16)
O4	0.029 (2)	0.0196 (18)	0.037 (2)	0.0035 (15)	0.0198 (19)	0.0025 (16)
O5	0.0261 (19)	0.0220 (18)	0.0282 (19)	−0.0037 (15)	0.0150 (16)	0.0015 (15)
O6	0.030 (2)	0.0274 (19)	0.0267 (19)	0.0042 (16)	0.0204 (17)	0.0027 (16)
O7	0.0254 (18)	0.0252 (19)	0.0233 (18)	0.0035 (15)	0.0147 (16)	0.0041 (15)
O8	0.0235 (18)	0.0240 (18)	0.0255 (19)	−0.0027 (15)	0.0136 (16)	−0.0021 (15)
O9	0.0157 (16)	0.0276 (19)	0.0241 (18)	−0.0007 (15)	0.0058 (14)	−0.0019 (16)
O10	0.0233 (18)	0.0223 (18)	0.0277 (19)	0.0027 (14)	0.0141 (16)	−0.0004 (15)
O11	0.0218 (17)	0.0216 (17)	0.0166 (15)	0.0026 (14)	0.0102 (14)	0.0004 (13)
O12	0.0182 (16)	0.0186 (16)	0.0233 (17)	0.0029 (13)	0.0099 (14)	0.0012 (14)
O13	0.0200 (16)	0.0220 (17)	0.0162 (15)	0.0041 (14)	0.0093 (14)	0.0017 (13)
O14	0.0184 (17)	0.0242 (18)	0.0216 (17)	−0.0004 (14)	0.0100 (15)	0.0019 (14)
O15	0.0243 (19)	0.0237 (19)	0.0263 (19)	−0.0024 (15)	0.0132 (16)	−0.0021 (15)
O16	0.031 (2)	0.0213 (18)	0.027 (2)	0.0015 (16)	0.0171 (17)	−0.0018 (15)
O17	0.0229 (18)	0.0236 (19)	0.0225 (18)	−0.0043 (15)	0.0094 (15)	−0.0048 (15)
O18	0.0260 (19)	0.0245 (19)	0.027 (2)	−0.0025 (15)	0.0145 (17)	−0.0060 (16)
N1	0.039 (3)	0.058 (4)	0.052 (4)	−0.007 (3)	0.033 (3)	−0.003 (3)
N2	0.045 (3)	0.047 (4)	0.056 (4)	0.017 (3)	0.033 (3)	0.026 (3)
C1	0.027 (3)	0.038 (3)	0.028 (3)	0.005 (2)	0.017 (2)	0.003 (2)
C2	0.028 (3)	0.047 (4)	0.039 (4)	−0.002 (3)	0.016 (3)	0.000 (3)
C3	0.060 (5)	0.034 (4)	0.058 (5)	−0.010 (3)	0.038 (4)	0.002 (3)
C4	0.040 (3)	0.022 (3)	0.038 (3)	0.007 (2)	0.017 (3)	0.011 (2)
C5	0.037 (4)	0.066 (5)	0.029 (3)	0.021 (3)	0.016 (3)	−0.001 (3)
N3	0.067 (4)	0.032 (3)	0.057 (4)	0.005 (3)	0.041 (4)	0.008 (3)
N4	0.055 (4)	0.025 (3)	0.037 (3)	−0.011 (2)	0.028 (3)	0.000 (2)
C6	0.032 (3)	0.024 (3)	0.034 (3)	0.001 (2)	0.019 (3)	0.001 (2)
C7	0.033 (3)	0.034 (3)	0.031 (3)	0.000 (2)	0.017 (3)	0.006 (2)
C8	0.033 (3)	0.027 (3)	0.052 (4)	−0.001 (3)	0.020 (3)	0.006 (3)
C9	0.030 (3)	0.023 (3)	0.028 (3)	−0.002 (2)	0.013 (2)	−0.007 (2)
C10	0.061 (5)	0.037 (4)	0.038 (4)	0.001 (3)	0.027 (4)	−0.009 (3)
N5	0.059 (4)	0.046 (4)	0.051 (4)	0.000 (3)	0.027 (4)	−0.005 (3)
N6	0.089 (5)	0.022 (3)	0.039 (3)	−0.005 (3)	0.021 (4)	0.006 (2)
C11	0.040 (3)	0.022 (3)	0.032 (3)	0.001 (2)	0.012 (3)	0.000 (2)
C12	0.062 (5)	0.028 (3)	0.035 (4)	0.008 (3)	0.013 (3)	−0.001 (3)
C13	0.058 (5)	0.024 (3)	0.052 (5)	0.003 (3)	0.010 (4)	0.001 (3)
C14	0.042 (4)	0.023 (3)	0.033 (3)	0.001 (3)	0.010 (3)	0.013 (2)
C15	0.049 (4)	0.046 (4)	0.035 (4)	0.004 (3)	0.013 (3)	0.012 (3)
N7	0.047 (4)	0.054 (4)	0.042 (3)	−0.007 (3)	0.023 (3)	0.000 (3)
N8	0.066 (4)	0.031 (3)	0.031 (3)	−0.014 (3)	0.015 (3)	−0.002 (2)
C16	0.034 (3)	0.029 (3)	0.032 (3)	0.000 (3)	0.013 (3)	0.001 (2)
C17	0.066 (5)	0.028 (3)	0.030 (3)	0.000 (3)	0.023 (3)	0.009 (3)
C18	0.057 (5)	0.040 (4)	0.028 (3)	0.006 (3)	0.011 (3)	−0.003 (3)
C19	0.031 (3)	0.025 (3)	0.034 (3)	−0.001 (2)	0.008 (3)	−0.011 (2)
C20	0.037 (4)	0.023 (3)	0.058 (5)	−0.006 (3)	0.021 (3)	−0.004 (3)
N9	0.050 (4)	0.053 (4)	0.092 (6)	−0.011 (3)	0.051 (4)	−0.005 (4)
N10	0.061 (4)	0.036 (3)	0.067 (5)	0.008 (3)	0.038 (4)	0.018 (3)
C21	0.030 (3)	0.033 (3)	0.031 (3)	−0.001 (2)	0.018 (2)	0.007 (2)
C22	0.030 (3)	0.044 (4)	0.056 (4)	−0.005 (3)	0.031 (3)	−0.004 (3)
C23	0.056 (4)	0.040 (4)	0.040 (4)	−0.021 (3)	0.031 (4)	−0.004 (3)
C24	0.036 (3)	0.016 (2)	0.033 (3)	0.004 (2)	0.012 (3)	0.005 (2)
C25	0.027 (3)	0.046 (4)	0.053 (4)	0.011 (3)	0.014 (3)	−0.001 (3)

Geometric parameters (Å, º) top

V1—O1E	1.595 (4)	Te1—O15	1.769 (4)
V1—O1	1.814 (4)	Te1—O18	1.774 (4)
V1—O2	1.867 (4)	Te1—O14	1.931 (4)
V1—O5	1.884 (4)	Te1—O13	1.950 (4)
V1—O15	2.067 (4)	Te1—O2C	2.052 (4)
V1—O1C	2.374 (4)	Te1—O1C	2.063 (4)
V2—O2E	1.601 (4)	Te2—O17	1.774 (4)
V2—O4	1.816 (4)	Te2—O16	1.789 (4)
V2—O2	1.818 (4)	Te2—O11	1.916 (4)
V2—O12	2.022 (4)	Te2—O12	1.923 (4)
V2—O14	2.039 (4)	Te2—O1C	2.048 (4)
V2—O1C	2.287 (4)	Te2—O2C	2.052 (4)
V3—O3E	1.611 (4)	N1—C5	1.347 (10)
V3—O1	1.824 (4)	N1—C1	1.409 (8)
V3—O4	1.848 (4)	N2—C1	1.307 (8)
V3—O6	1.901 (4)	C1—C2	1.420 (9)
V3—O16	2.041 (4)	C2—C3	1.343 (10)
V3—O1C	2.429 (4)	C3—C4	1.321 (10)
V4—O6	1.809 (4)	C4—C5	1.325 (11)
V4—O5	1.816 (4)	N3—C10	1.366 (10)
V4—O11	2.030 (4)	N3—C6	1.411 (9)
V4—O13	2.080 (4)	N4—C6	1.330 (8)
V4—O1C	2.285 (4)	C6—C7	1.410 (8)
V5—O5E	1.601 (4)	C7—C8	1.345 (10)
V5—O7	1.808 (4)	C8—C9	1.324 (9)
V5—O8	1.810 (4)	C9—C10	1.334 (10)
V5—O14	2.034 (4)	N5—C15	1.330 (10)
V5—O12	2.045 (4)	N5—C11	1.425 (9)
V5—O2C	2.277 (4)	N6—C11	1.322 (8)
V6—O6E	1.596 (4)	C11—C12	1.381 (9)
V6—O9	1.813 (4)	C12—C13	1.361 (10)
V6—O10	1.815 (4)	C13—C14	1.323 (11)
V6—O13	2.022 (4)	C14—C15	1.341 (10)
V6—O11	2.046 (4)	N7—C20	1.357 (9)
V6—O2C	2.296 (4)	N7—C16	1.444 (9)
V7—O7E	1.610 (4)	N8—C16	1.319 (8)
V7—O3	1.810 (4)	C16—C17	1.408 (9)
V7—O10	1.871 (4)	C17—C18	1.364 (10)
V7—O7	1.879 (4)	C18—C19	1.331 (10)
V7—O18	2.058 (4)	C19—C20	1.322 (10)
V7—O2C	2.396 (4)	N9—C25	1.379 (10)
V8—O8E	1.603 (4)	N9—C21	1.404 (9)
V8—O3	1.835 (4)	N10—C21	1.320 (8)
V8—O9	1.843 (4)	C21—C22	1.430 (9)
V8—O8	1.918 (4)	C22—C23	1.351 (10)
V8—O17	2.031 (4)	C23—C24	1.316 (10)
V8—O2C	2.414 (4)	C24—C25	1.309 (10)

O1E—V1—O1	104.6 (2)	O15—Te1—O13	95.61 (17)
O1E—V1—O2	104.1 (2)	O18—Te1—O13	95.62 (17)
O1—V1—O2	91.42 (19)	O14—Te1—O13	158.89 (16)
O1E—V1—O5	101.7 (2)	O15—Te1—O2C	166.18 (16)
O1—V1—O5	90.34 (19)	O18—Te1—O2C	88.46 (16)
O2—V1—O5	152.78 (17)	O14—Te1—O2C	81.97 (15)
O1E—V1—O15	99.6 (2)	O13—Te1—O2C	81.48 (15)
O1—V1—O15	155.70 (18)	O15—Te1—O1C	88.51 (16)
O2—V1—O15	84.15 (18)	O18—Te1—O1C	166.14 (16)
O5—V1—O15	83.16 (17)	O14—Te1—O1C	82.10 (15)
O1E—V1—O1C	173.4 (2)	O13—Te1—O1C	81.65 (15)
O1—V1—O1C	81.78 (16)	O2C—Te1—O1C	77.71 (14)
O2—V1—O1C	76.99 (15)	O17—Te2—O16	104.49 (18)
O5—V1—O1C	76.40 (15)	O17—Te2—O11	96.53 (17)
O15—V1—O1C	73.94 (14)	O16—Te2—O11	97.11 (17)
O2E—V2—O4	105.1 (2)	O17—Te2—O12	96.35 (17)
O2E—V2—O2	105.0 (2)	O16—Te2—O12	95.45 (17)
O4—V2—O2	93.47 (19)	O11—Te2—O12	159.15 (16)
O2E—V2—O12	99.83 (19)	O17—Te2—O1C	166.67 (16)
O4—V2—O12	90.20 (17)	O16—Te2—O1C	88.83 (17)
O2—V2—O12	152.94 (17)	O11—Te2—O1C	81.94 (15)
O2E—V2—O14	99.1 (2)	O12—Te2—O1C	81.75 (15)
O4—V2—O14	153.70 (17)	O17—Te2—O2C	88.63 (16)
O2—V2—O14	90.08 (17)	O16—Te2—O2C	166.84 (17)
O12—V2—O14	75.45 (15)	O11—Te2—O2C	82.04 (14)
O2E—V2—O1C	171.85 (19)	O12—Te2—O2C	81.94 (15)
O4—V2—O1C	80.48 (16)	O1C—Te2—O2C	78.04 (14)
O2—V2—O1C	80.23 (16)	Te2—O1C—Te1	102.01 (15)
O12—V2—O1C	73.96 (14)	Te2—O1C—V4	94.00 (14)
O14—V2—O1C	74.46 (14)	Te1—O1C—V4	95.66 (14)
O3E—V3—O1	105.6 (2)	Te2—O1C—V2	94.16 (14)
O3E—V3—O4	104.6 (2)	Te1—O1C—V2	94.01 (15)
O1—V3—O4	90.89 (19)	V4—O1C—V2	165.78 (17)
O3E—V3—O6	103.5 (2)	Te2—O1C—V1	168.96 (19)
O1—V3—O6	89.30 (19)	Te1—O1C—V1	89.03 (13)
O4—V3—O6	150.70 (17)	V4—O1C—V1	85.12 (12)
O3E—V3—O16	100.9 (2)	V2—O1C—V1	84.64 (12)
O1—V3—O16	153.48 (17)	Te2—O1C—V3	88.27 (13)
O4—V3—O16	84.20 (17)	Te1—O1C—V3	169.63 (18)
O6—V3—O16	82.68 (17)	V4—O1C—V3	84.84 (12)
O3E—V3—O1C	174.3 (2)	V2—O1C—V3	83.79 (12)
O1—V3—O1C	80.04 (15)	V1—O1C—V3	80.69 (11)
O4—V3—O1C	76.06 (15)	Te2—O2C—Te1	102.24 (15)
O6—V3—O1C	75.12 (15)	Te2—O2C—V5	94.46 (14)
O16—V3—O1C	73.48 (14)	Te1—O2C—V5	94.28 (14)
O4E—V4—O6	105.1 (2)	Te2—O2C—V6	94.38 (14)
O4E—V4—O5	104.1 (2)	Te1—O2C—V6	94.46 (13)
O6—V4—O5	95.27 (19)	V5—O2C—V6	165.98 (17)
O4E—V4—O11	100.81 (19)	Te2—O2C—V7	168.78 (18)
O6—V4—O11	89.92 (17)	Te1—O2C—V7	88.98 (13)
O5—V4—O11	152.19 (17)	V5—O2C—V7	84.49 (12)
O4E—V4—O13	99.75 (19)	V6—O2C—V7	84.73 (12)
O6—V4—O13	152.93 (17)	Te2—O2C—V8	88.04 (13)
O5—V4—O13	88.79 (16)	Te1—O2C—V8	169.69 (18)
O11—V4—O13	74.93 (15)	V5—O2C—V8	85.54 (12)
O4E—V4—O1C	172.39 (18)	V6—O2C—V8	83.91 (12)
O6—V4—O1C	80.60 (16)	V7—O2C—V8	80.74 (11)
O5—V4—O1C	80.03 (15)	V1—O1—V3	117.4 (2)
O11—V4—O1C	73.89 (14)	V2—O2—V1	116.8 (2)
O13—V4—O1C	73.76 (14)	V7—O3—V8	117.5 (2)
O5E—V5—O7	104.3 (2)	V2—O4—V3	118.6 (2)
O5E—V5—O8	104.1 (2)	V4—O5—V1	116.8 (2)
O7—V5—O8	95.22 (18)	V4—O6—V3	118.0 (2)
O5E—V5—O14	99.98 (19)	V5—O7—V7	116.9 (2)
O7—V5—O14	89.63 (17)	V5—O8—V8	117.5 (2)
O8—V5—O14	153.42 (17)	V6—O9—V8	119.0 (2)
O5E—V5—O12	100.09 (19)	V6—O10—V7	118.1 (2)
O7—V5—O12	153.11 (17)	Te2—O11—V4	107.03 (17)
O8—V5—O12	89.60 (16)	Te2—O11—V6	107.39 (17)
O14—V5—O12	75.06 (15)	V4—O11—V6	101.05 (16)
O5E—V5—O2C	172.62 (18)	Te2—O12—V2	107.36 (17)
O7—V5—O2C	80.70 (15)	Te2—O12—V5	106.61 (17)
O8—V5—O2C	80.62 (16)	V2—O12—V5	101.10 (17)
O14—V5—O2C	74.39 (14)	Te1—O13—V6	107.13 (18)
O12—V5—O2C	74.01 (14)	Te1—O13—V4	106.28 (16)
O6E—V6—O9	105.6 (2)	V6—O13—V4	100.15 (15)
O6E—V6—O10	104.8 (2)	Te1—O14—V5	106.48 (17)
O9—V6—O10	93.46 (18)	Te1—O14—V2	106.64 (17)
O6E—V6—O13	99.6 (2)	V5—O14—V2	100.86 (17)
O9—V6—O13	152.42 (17)	Te1—O15—V1	108.51 (19)
O10—V6—O13	90.62 (16)	Te2—O16—V3	109.4 (2)
O6E—V6—O11	101.0 (2)	Te2—O17—V8	109.70 (19)
O9—V6—O11	88.47 (17)	Te1—O18—V7	109.11 (19)
O10—V6—O11	152.55 (17)	C5—N1—C1	119.7 (6)
O13—V6—O11	75.85 (15)	N2—C1—N1	122.8 (6)
O6E—V6—O2C	172.43 (19)	N2—C1—C2	121.3 (6)
O9—V6—O2C	79.70 (16)	N1—C1—C2	115.9 (6)
O10—V6—O2C	79.87 (16)	C3—C2—C1	120.3 (7)
O13—V6—O2C	74.19 (14)	C4—C3—C2	121.4 (7)
O11—V6—O2C	73.54 (14)	C3—C4—C5	120.7 (6)
O7E—V7—O3	104.7 (2)	C4—C5—N1	122.1 (7)
O7E—V7—O10	104.1 (2)	C10—N3—C6	120.7 (6)
O3—V7—O10	90.59 (18)	N4—C6—C7	121.6 (6)
O7E—V7—O7	102.8 (2)	N4—C6—N3	122.3 (6)
O3—V7—O7	90.85 (18)	C7—C6—N3	116.1 (6)
O10—V7—O7	151.82 (17)	C8—C7—C6	119.6 (6)
O7E—V7—O18	100.5 (2)	C9—C8—C7	122.6 (6)
O3—V7—O18	154.80 (17)	C8—C9—C10	120.7 (6)
O10—V7—O18	83.70 (17)	C9—C10—N3	120.2 (7)
O7—V7—O18	83.10 (17)	C15—N5—C11	120.3 (7)
O7E—V7—O2C	173.89 (19)	N6—C11—C12	122.2 (6)
O3—V7—O2C	81.35 (15)	N6—C11—N5	121.1 (6)
O10—V7—O2C	76.18 (15)	C12—C11—N5	116.6 (6)
O7—V7—O2C	76.23 (15)	C13—C12—C11	120.0 (7)
O18—V7—O2C	73.45 (14)	C14—C13—C12	121.4 (7)
O8E—V8—O3	105.8 (2)	C13—C14—C15	120.6 (6)
O8E—V8—O9	103.5 (2)	N5—C15—C14	121.1 (7)
O3—V8—O9	91.99 (18)	C20—N7—C16	119.0 (6)
O8E—V8—O8	104.8 (2)	N8—C16—C17	122.6 (6)
O3—V8—O8	88.41 (18)	N8—C16—N7	120.6 (6)
O9—V8—O8	150.53 (17)	C17—C16—N7	116.8 (6)
O8E—V8—O17	100.3 (2)	C18—C17—C16	119.2 (6)
O3—V8—O17	153.80 (17)	C19—C18—C17	122.1 (7)
O9—V8—O17	84.52 (17)	C20—C19—C18	121.1 (6)
O8—V8—O17	82.30 (16)	C19—C20—N7	121.9 (7)
O8E—V8—O2C	173.9 (2)	C25—N9—C21	119.3 (6)
O3—V8—O2C	80.36 (15)	N10—C21—N9	122.3 (6)
O9—V8—O2C	75.98 (14)	N10—C21—C22	121.9 (6)
O8—V8—O2C	75.05 (14)	N9—C21—C22	115.8 (6)
O17—V8—O2C	73.59 (14)	C23—C22—C21	119.5 (6)
O15—Te1—O18	105.31 (18)	C24—C23—C22	122.7 (6)
O15—Te1—O14	97.35 (17)	C25—C24—C23	120.0 (6)
O18—Te1—O14	96.93 (18)	C24—C25—N9	122.5 (6)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O6ⁱ	0.86	2.57	3.426 (8)	172
N2—H2A···O1ⁱ	0.86	2.26	3.105 (8)	167
N2—H2B···O3ⁱⁱ	0.86	2.50	3.006 (7)	118
N2—H2B···O10ⁱⁱ	0.86	2.28	3.121 (8)	165
C4—H4···O3E	0.93	2.44	2.995 (8)	119
C4—H4···O8Eⁱⁱⁱ	0.93	2.26	3.073 (8)	146
C5—H5···O9ⁱⁱⁱ	0.93	2.24	3.136 (8)	161
N3—H3A···O12^iv	0.86	2.54	3.397 (7)	175
N4—H4A···O7^v	0.86	2.05	2.896 (7)	168
N4—H4B···O16^iv	0.86	2.19	2.998 (7)	156
C7—H7···O18^v	0.93	2.57	3.495 (8)	171
C9—H9···O5ⁱ	0.93	1.86	2.760 (7)	161
N5—H5A···O10ⁱⁱ	0.86	2.61	3.404 (8)	154
N6—H6A···O1E^vi	0.86	2.14	2.922 (8)	151
N6—H6B···O7Eⁱⁱ	0.86	2.05	2.900 (8)	171
C12—H12···O1E^vi	0.93	2.63	3.312 (9)	130
C14—H14···O8^iv	0.93	1.78	2.703 (7)	174
C14—H14···O17^iv	0.93	2.62	3.146 (8)	117
N7—H7A···O15^vi	0.86	2.48	3.308 (8)	161
N8—H8A···O3E^vii	0.86	2.12	2.966 (7)	169
N8—H8B···O14^vi	0.86	2.18	2.963 (7)	152
C19—H19···O13ⁱⁱ	0.93	1.88	2.788 (7)	165
C20—H20···O18ⁱⁱ	0.93	2.43	3.202 (8)	140
N9—H9A···O5E	0.86	2.46	3.244 (7)	151
N10—H10A···O3	0.86	2.30	3.098 (8)	155
N10—H10B···O1^viii	0.86	2.65	3.294 (8)	132
N10—H10B···O2^viii	0.86	2.34	3.169 (8)	162
C22—H22···O2E^viii	0.93	2.29	3.189 (8)	164
C24—H24···O4E^ix	0.93	2.35	2.929 (7)	120
C24—H24···O6E^ix	0.93	2.61	3.153 (7)	118
C24—H24···O11^x	0.93	2.48	3.003 (7)	116
C10—H10···Cg1	0.93	3.07	3.902	151
C18—H18···Cg5^iv	0.93	2.66	3.450	143

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

Acknowledgements

This work was supported by the Tunisian Ministry of Higher Education Scientific Research.

Funding information

Funding for this research was provided by: Tunisian Ministry of Higher Education Scientific Research. .

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