Synthesis and crystal structure of a cadmium(II) coordination polymer based on 4,4′-(1H-1,2,4-triazole-3,5-di­yl)dibenzoate

Popovych, A.M.; Tsymbal, L.V.; Khomenko, D.M.; Bargan, A.; Lampeka, Y.D.; Lampeka, R.D.

doi:10.1107/S2056989024000185

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ISSN: 2056-9890

Volume 80| Part 2| February 2024| Pages 128-132

https://doi.org/10.1107/S2056989024000185

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Synthesis and crystal structure of a cadmium(II) coordination polymer based on 4,4′-(1H-1,2,4-triazole-3,5-diyl)dibenzoate

Anastasiia M. Popovych,^a Liudmyla V. Tsymbal,^a Dmytro M. Khomenko,^b,^c Alexandra Bargan,^d Yaroslaw D. Lampeka ^a ^* and Rostislav D. Lampeka ^b

^aL. V. Pisarzhevskii Institute of Physical Chemistry of the National Academy of Sciences of Ukraine, Prospekt Nauki 31, 03028, Kyiv, Ukraine, ^bDepartment of Chemistry, Taras Shevchenko National University of Kyiv, Pavlo Skoropadskyi st., 12, Kyiv 01033, Ukraine, ^cEnamine Ltd., Winston Churchill st., 78, Kyiv 02094, Ukraine, and ^d"Petru Poni" Institute of Macromolecular Chemistry, Aleea Grigore Ghika Voda 41A, RO-700487 Iasi, Romania
^*Correspondence e-mail: lampeka@adamant.net

Edited by W. T. A. Harrison, University of Aberdeen, United Kingdom (Received 1 January 2024; accepted 5 January 2024; online 9 January 2024)

The asymmetric unit of the title compound, catena-poly[[[aquabis(pyridine-κN)cadmium(II)]-μ₂-4,4′-(1H-1,2,4-triazole-3,5-diyl)dibenzoato-κ⁴O,O′:O′′,O′′′] 4.5-hydrate], {[Cd(C₁₆H₉N₃O₄)(C₅H₅N)₂(H₂O)]·4.5H₂O}_n or {[Cd(bct)(py)₂(H₂O)]·4.5H₂O}_n (I), consists of a Cd²⁺ cation coordinated to one bct^2– carboxylate dianion, two molecules of pyridine and a water molecule as well as four and a half water molecules of crystallization. The metal ion in I possesses a pentagonal–bipyramidal environment with the four O atoms of the two bidentately coordinated carboxylate groups and the N atom of a pyridine molecule forming the O₄N equatorial plane, while the N atom of another pyridine ligand and the O atom of the water molecule occupy the axial positions. The bct^2– bridging ligand connects two metal ions via its carboxylic groups, resulting in the formation of a parallel linear polymeric chain running along the [1 $[\overline{1}]$ 1] direction. The coordinated water molecule of one chain forms a strong O—H⋯O hydrogen bond with the carboxylate O atom of a neighboring chain, leading to the formation of double chains with a closest distance of 5.425 (7) Å between the cadmium ions belonging to different chains. Aromatic π–π stacking interactions between the benzene fragments of the anions as well as between the coordinated pyridine molecules belonging to different chains results in the formation of sheets oriented parallel to the ( $[\overline{1}]$ 01) plane. As a result of hydrogen-bonding interactions involving the water molecules of crystallization, the sheets are joined together in a three-dimensional network.

Keywords: crystal structure; coordination polymer; cadmium; 4,4′-(1H-1,2,4-triazole-3,5-diyl)dibenzoate; π-stacking; hydrogen bonds.

CCDC reference: 2321203

1. Chemical context

Crystalline coordination polymers with permanent porosity (metal–organic frameworks, MOFs) attract much current attention due to the possibilities of their applications in different areas, including gas storage, separation, sensing, catalysis, etc. (MacGillivray & Lukehart, 2014 ; Kaskel, 2016 ). Oligocarboxylate ligands have become the most popular organic bridging units in MOFs because of their strong coordination ability, rich coordination modes and different deprotonation degrees (Rao et al., 2004 ; Yoshinari & Konno, 2023 ). To a lesser extent, heterocyclic ligands containing several N atoms, which are able to coordinate directly to metal ions, are also used in the construction of MOFs (Chen et al., 2014 ; Zhao et al., 2022 ). At the same time, hybrid bridging molecules containing both carboxylate functional groups and N-heterocyclic fragment(s) have been studied to a lesser extent (Lu et al., 2023 ), although one might expect that the combination of different donor groups in one ligand molecule could open new possibilities for creation of MOFs with specific chemical and structural features.

4,4′-(1H-1,2,4-Triazole-3,5-diyl)dibenzoic acid (H₂bct; C₁₆H₁₁N₃O₄), a rigid V-shaped ligand possessing two carboxylic acid groups in symmetrical positions and a N-donor triazole group, belongs to such bridges and is an excellent candidate for the preparation of functional coordination polymers because of several features. It possesses seven potential coordination sites, can adopt various coordination modes due to possible free rotation around C—C bonds between the benzene and the triazole rings, and can partially or completely deprotonate, acting both as a hydrogen-bond acceptor and donor.

The coordination polymers of different metal ions formed by this bridging ligand have been prepared and shown to possess prospective properties including absorption of methane (Li et al., 2022 ), catalysis of CO₂ cycloaddition reactions (Sun et al., 2019 ; Tian et al., 2021 ), photocatalysis of dyes degradation (Gao et al., 2023 ) etc. It has also been shown that this ligand itself demonstrates luminescent properties and its complexes of metal ions with d¹⁰ electronic configuration (Zn^II, Cd^II) or lanthanides can be used as luminescent sensors for different analytes (Zhang et al., 2019 ; Luo et al., 2022 ; Wang et al., 2022 ).

Several coordination polymers formed by the deprotonated bct^2– ligand and the Cd²⁺ cation have been described to date and they all possess very similar structures featuring a μ₃- or μ₄-bridging mode of the carboxylate (see Database survey). The present work describes the preparation and structural characterization of a representative of another type of Cd^II coordination polymer, namely, catena-poly[[[aquabis(pyridine-κN)cadmium(II)]-μ₂-4,4′-(1H-1,2,4-triazole-3,5-diyl)dibenzoato-κ⁴O,O′:O′′,O′′′] 4.5-hydrate], {[Cd(C₁₆H₉N₃O₄)(C₅H₅N)₂(H₂O)]·4.5 H₂O}_n, I.

2. Structural commentary

The asymmetric unit of complex I contains a Cd^II cation coordinated to one doubly deprotonated bct^2– anion, two molecules of pyridine and a water molecule (Fig. 1) and includes additionally five water molecules of crystallization, one of which (O6W) is disordered over two positions with an occupancy of 0.25 (total of 4.5 water molecules of crystallization). Additionally, one carboxylate group of the anion (C26/O3/O4) is disordered over two orientations with half-occupancy (indices A and B in the atom-labeling scheme) and these components were refined in an isotropic approximation.

Figure 1
The extended asymmetric unit in I showing the coordination environment of the Cd atom and the partial atom-labeling scheme (displacement ellipsoids are drawn at the 30% probability level). The minor occupancy components B of the disordered carboxylic group and water molecules of crystallization are not shown. Symmetry codes: (i) x + 1, y − 1, z + 1; (ii) x − 1, y + 1, z − 1.

The coordination number of the Cd^II ion in I is seven and its coordination polyhedron is formed by the two bidentately coordinated carboxylic groups of different bct^2– anions, two pyridine molecules and one water molecule. The metal ion possesses a pentagonal–bipyramidal environment with the carboxylate O atoms and the N1 atom of pyridine forming the O₄N equatorial plane, while the N2 atom of another pyridine ligand and O1W atom of the water molecule occupy the axial positions. The sum of the angles D—Cd—D (D = donor atom) in the O₄N equatorial plane is very close to 360° (the difference does not exceed 0.6°), thus evidencing its nearly planar structure and agrees well with a small deviation of the Cd^II cation (ca 0.09 Å). The orientation of the axial bonds is nearly orthogonal to the equatorial plane (Table 1). The dihedral angle between pyridine rings is 62.5 (2)°.

Table 1
Selected geometric parameters (Å, °)

Cd1—O1	2.366 (3)	Cd1—O2	2.521 (3)
Cd1—O3Aⁱ	2.471 (10)	Cd1—O4Aⁱ	2.538 (6)
Cd1—O3Bⁱ	2.588 (10)	Cd1—O4Bⁱ	2.216 (6)
Cd1—N1	2.334 (3)	Cd1—N2	2.340 (3)
Cd1—O1W	2.300 (3)

O1W—Cd1—N1	88.03 (12)	O1W—Cd1—N2	172.97 (14)
O1W—Cd1—O1	87.97 (13)	O1W—Cd1—O2	92.10 (13)
O1W—Cd1—O3Aⁱ	93.9 (2)	O1W—Cd1—O3Bⁱ	86.8 (2)
O1W—Cd1—O4Aⁱ	98.35 (18)	O1W—Cd1—O4Bⁱ	83.36 (19)
N1—Cd1—N2	93.18 (12)	O1—Cd1—O2	53.22 (8)
O3Aⁱ—Cd1—O4Aⁱ	54.05 (13)	O3Bⁱ—Cd1—O4Bⁱ	53.15 (14)
Symmetry code: (i) .

The Cd—N bond lengths in I are very similar to the Cd—O1W distance (ca 2.3 Å) and do not depend on the position of the pyridine molecule in the coordination sphere (equatorial or axial). The coordination bonds to these neutral ligands are shorter than those to the majority of O atoms of deprotonated carboxylate groups which, in turn, are significantly non-equivalent within each carboxylate group (Table 1).

The near equality of the C—O bond lengths in the C11/O1/O2 fragment [1.255 (4) and 1.254 (4) Å] indicate complete electronic delocalization of this carboxylate group. However, this is not the case for both disordered components of the C26/O3/O4 fragment where one C—O bond is significantly shorter than another [cf. 1.2485 (10) / 1.2476 (10) Å for the C26—O3A/C26—O4B bonds and 1.379 (5)/1.343 (6) Å for the C26—O4A/C26—O3B bonds] thus evidencing mainly localized single and double bond characters of the bonds. Interestingly, in these cases Cd1 forms shorter coordination bonds with the carbonyl O atoms. The chelate bite angles of the four-membered chelate rings are determined by the geometrical parameters of the carboxylate groups and are close to 53° (Table 1).

In the bct^2– anion, the carboxylate groups are twisted away from the attached benzene ring to different extent. Whereas the C12/C11/O1/O2 fragment is nearly coplanar with its aromatic ring (ca 1.7°) the angle of rotation of the opposite analogue exceeds 10.6°. The conformation of the carboxylate ligand as a whole approximates to twofold rotation symmetry with dihedral angles between the mean planes of the central triazole and lateral benzene rings of 16.1 (2) and 16.5 (2)°, and between the benzene rings of 3.3 (1)°. Interestingly, the conformation of the bct^2– anion in its disodium salt is notably less planar with angles between the triazole and benzene rings of 14.2 and 28.5° and between the benzene rings of 16.4° (Lu et al., 2021 ). Each carboxylate group of the bct^2– anion in I connects two metal ions and each metal ion is bidentately coordinated by two different anions, thus resulting in the formation of a linear polymeric chain running along the [1 $[\overline{1}]$ 1] direction, with metal–metal distances of 18.0485 (13) Å.

3. Supramolecular features

The water molecules present in I form a branched network of hydrogen bonds (Table 2). Because of the low occupancy and disordering of the O6W molecule, its participation in the hydrogen-bonding interactions is not considered in further discussion.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WB⋯O1ⁱ	0.86	1.85	2.694 (4)	166
O2W—H2WA⋯O4Wⁱⁱ	0.85	1.89	2.712 (4)	164
O2W—H2WB⋯O2	0.85	1.92	2.767 (4)	173
O3W—H3WA⋯O2W	0.85	1.96	2.803 (4)	172
O3W—H3WB⋯O2Wⁱⁱ	0.85	1.96	2.804 (4)	170
O4W—H4WA⋯N4ⁱⁱⁱ	0.85	2.25	3.079 (4)	165
O4W—H4WB⋯N5	0.85	2.03	2.877 (4)	171
O5W—H5WA⋯O3W^iv	0.79	2.12	2.878 (4)	161
O5W—H5WB⋯O3W^v	0.85	1.97	2.800 (4)	164
N3—H3⋯O5W	0.83 (5)	1.89 (5)	2.720 (4)	177 (5)
Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .

The coordinated water molecule O1W plays a specific role in the supramolecular organization of the crystal of I. In particular, acting as proton donors, these molecules of each polymeric chain strongly interact with the O1 atoms of the coordinated carboxylate groups of a neighboring one, resulting in the formation of double chains with a Cd1⋯Cd1 distance of 5.425 (7) Å (Fig. 2). The interaction between the chains in the dimers is further reinforced by a π–π stacking interaction between the coaxial and nearly parallel benzene fragments of the anions belonging to different chains with a centroid–centroid distance of 3.667 (1) Å (lilac bold lines in Fig. 2). Additionally, the coordinated N1 pyridine molecules of each dimeric chain participate in π–π stacking interactions [centroid–centroid distance of 3.606 (1) Å] with analogous molecules belonging to neighboring chains (green bold lines in Fig. 2), resulting in the formation of sheets oriented parallel to the ( $[\overline{1}]$ 01) plane.

Figure 2
Fragment of the extended sheet in I lying parallel to the ( $[\overline{1}]$ 01) plane. C-bound H atoms, N2 pyridine rings, water molecules of crystallization and minor occupancy components B of the disordered carboxylate groups have been omitted for clarity. Hydrogen-bonding interactions are shown as black dotted lines, π–π stacking interactions between benzene rings in double chains and those between coordinated N1 pyridine molecules are shown as lilac and green bold lines, respectively. Symmetry code: (i) –x + 1, –y + 1, –z + 2.

The water molecules of crystallization in I form hydrogen bonds with the non-coordinated O2 atoms of the carboxylic groups, the N atoms of the triazole rings, as well as with other water molecules (Table 2). They all act as the two-proton donors; two of them (O2W and O3W) function as two-proton acceptors, while O4W and O5W are single proton acceptors. Interestingly, all three nitrogen atoms of the triazole fragment participate in the formation of the hydrogen bonds: N3 as a proton donor and N4 and N5 as proton acceptors. All these interactions lead to the arrangement of the above-mentioned constituents into layers lying parallel to the (001) plane (Fig. 3). Since these layers include organic components (carboxylate groups and triazole fragment) that belong to different coordination-polymeric chains, the network of hydrogen bonds provides the three-dimensional coherence of the crystal of I.

Figure 3
Fragment of the sheet in I lying parallel to the (001) plane formed due to hydrogen-bonding interactions with the participation of water molecules of crystallization, triazole rings and the non-coordinated O2 atom of the carboxylate groups. Expanded and hanging contacts are shown as black and blue dashed lines, respectively.

4. Database survey

A search of the Cambridge Structural Database (CSD, version 5.44, last update September 2023; Groom et al., 2016 ) indicated that among more than 55 compounds containing the bct^2– anion, five complexes are formed by the Cd^II ion [CSD refcodes QIRJAE (Yu et al., 2013 ); ZIMJAI (Hou et al., 2013 ); WESWOJ (Hou et al., 2017 ) and XIXLUO and XIXMAV (Zhang et al., 2019)]. All of them are coordination polymers and in the first two compounds the only bridging ligand is the bct^2– anion, while the others contain bi- or tridentate aromatic amines as additional bridges.

Nevertheless, irrespective of whether the additional polydentate ligands are present, in all cases the bct^2– dianion binds to three or four Cd²⁺ ions and this situation is clearly different from that observed in I, where the carboxylate ligand displays a μ₂-bridging function. Interestingly, the presence of a common bridging O atom in the coordination spheres of metal ions in the above-mentioned compounds leads to the formation of dimeric polymeric chains, the structures of which are, to some extent, similar to that observed in I, where the dimerization proceeds due to the formation of the hydrogen bonds between chains (vide supra).

A search of the CSD gave 19 hits related to the structural characterization of compounds containing a Cd²⁺ ion coordinated by the donor fragment present in I, i.e., a water molecule, two pyridine ligands or its derivates and two bidentately coordinated carboxylate groups. All have a pentagonal–bipyramidal structure and the majority of them (16 hits) are characterized by an O(water)/O(carboxylate) equatorial plane and two trans-located pyridine ligands [see, for example, BUYVUM10 (Rodesiler et al., 1985 ); XATBEA (Li et al., 2005 ); LIGWEE (Bania et al., 2007 ); OHEFOY, OHEFUE and OHETEC (Saxena & Thirupathi, 2015 )]. Moreover, among them, two complexes formed by the potentially bridging ligands terephthalate [LAMRUP (Croitor et al., 2017 )] and 1,4-phenylenediacetate [YASMUB (Lin et al., 2005 )] represent coordination polymers. On the other hand, only three among 19 compounds are characterized by a cis arrangement of the pyridine ligands. Two of them are cyclic dimers formed by two Cd^II ions and two anions of complex bis-oxydiacetate ligands [NAYFAW (Nath & Baruah, 2012 ) and NOLCAU (Nath & Baruah, 2014 )], while the third is a molecular complex that includes two anions of 4-cyanobenzoate [TILCAT (Li et al., 2007 )] and from the point of view of the structural parameters it is the closest structural analogue of I. Interestingly, in this compound the hydrogen-bonding interactions between the coordinated water molecules and O atoms of the coordinated carboxylate groups result in the formation of dimers with a metal-to-metal distance of 5.182 Å, which is close to 5.425 (7) Å observed in I.

5. Synthesis and crystallization

All chemicals and solvents used in this work were purchased from Sigma–Aldrich and used without further purification. The acid H₂bct was synthesized according to a procedure described previously (Lopyrev et al., 1977 ). For the preparation of the title compound, a solution of CdCl₂ (28 mg, 0.15 mmol) in water (2 ml) was layered with a solution of 31 mg (0.1 mmol) H₂bct in 5 ml DMF/py (4:1 by volume). A white precipitate, which had formed over several days, was filtered off, washed with small amounts of DMF and diethyl ether, and dried in air (yield: 24 mg, 35% based on the acid). Analysis calculated (%) for C₂₆H₃₀CdN₅O_9.5: C 46.13, H 4.47, N 10.34; found: C 45.97, H 4.68, N 10.18. Single crystals of I suitable for X-ray diffraction analysis were selected from the sample resulting from the synthesis.

6. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 3. The ring H atoms in I were placed in geometrically idealized positions and constrained to ride on their parent atoms with a C—H distance of 0.93 Å with U_iso(H) = 1.2U_eq(N). Water H atoms were positioned geometrically (O—H = 0.79–0.85 Å) and refined as riding with U_iso(H) = 1.5U_eq(O). One carboxylate group of the anion (C26/O3/O4) is disordered over two positions with half-occupancy and these components were refined in an isotropic approximation. The water molecule O6W is also disordered over two positions with the site occupancies being 0.25. Disordered fragments were modeled using the RESI routine available in SHELXL.

Table 3
Experimental details

Crystal data
Chemical formula	[Cd(C₁₆H₉N₃O₄)(C₅H₅N)₂(H₂O)]·4.5H₂O
M_r	676.95
Crystal system, space group	Triclinic, P $[\overline{1}]$
Temperature (K)	293
a, b, c (Å)	8.1674 (5), 12.3033 (6), 15.4877 (8)
α, β, γ (°)	75.226 (5), 86.412 (4), 75.346 (5)
V (Å³)	1455.89 (14)
Z	2
Radiation type	Mo Kα
μ (mm⁻¹)	0.81
Crystal size (mm)	0.45 × 0.03 × 0.03

Data collection
Diffractometer	Rigaku Xcalibur Eos
Absorption correction	Multi-scan (CrysAlis PRO; Rigaku OD, 2022 $[Rigaku OD (2022). CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, England.]$ )
T_min, T_max	0.850, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections	14750, 5963, 4538
R_int	0.047
(sin θ/λ)_max (Å⁻¹)	0.625

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.052, 0.099, 1.02
No. of reflections	5963
No. of parameters	378
No. of restraints	6
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.80, −0.71
Computer programs: CrysAlis PRO (Rigaku OD, 2022 $[Rigaku OD (2022). CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, England.]$ ), SHELXT2018/2 (Sheldrick, 2015a ), SHELXL2018/3 (Sheldrick, 2015b ), Mercury (Macrae et al., 2020 ) and publCIF (Westrip, 2010 ).

Supporting information

CCDC reference: 2321203

Crystal structure: contains datablock I. DOI: https://doi.org/10.1107/S2056989024000185/hb8090sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2056989024000185/hb8090Isup2.hkl

checkCIF report

Computing details top

catena-Poly[[[aquabis(pyridine-κN)cadmium(II)]-µ₂-4,4'-(1H-1,2,4-triazole-3,5-diyl)dibenzoato-κ⁴O,O':O'',O'''] 4.5-hydrate] top

Crystal data top

[Cd(C₁₆H₉N₃O₄)(C₅H₅N)₂(H₂O)]·4.5H₂O	Z = 2
M_r = 676.95	F(000) = 690
Triclinic, P1	D_x = 1.544 Mg m⁻³
a = 8.1674 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 12.3033 (6) Å	Cell parameters from 4044 reflections
c = 15.4877 (8) Å	θ = 1.8–26.4°
α = 75.226 (5)°	µ = 0.81 mm⁻¹
β = 86.412 (4)°	T = 293 K
γ = 75.346 (5)°	Prism, clear light colourless
V = 1455.89 (14) Å³	0.45 × 0.03 × 0.03 mm

Data collection top

Rigaku Xcalibur Eos diffractometer	5963 independent reflections
Radiation source: fine-focus sealed X-ray tube, Enhance (Mo) X-ray Source	4538 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.047
Detector resolution: 16.1593 pixels mm^-1	θ_max = 26.4°, θ_min = 1.9°
ω scans	h = −10→10
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2022)	k = −15→15
T_min = 0.850, T_max = 1.000	l = −19→19
14750 measured reflections

Refinement top

Refinement on F²	Primary atom site location: dual
Least-squares matrix: full	Hydrogen site location: mixed
R[F² > 2σ(F²)] = 0.052	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.099	w = 1/[σ²(F_o²) + (0.0366P)² + 0.076P] where P = (F_o² + 2F_c²)/3
S = 1.02	(Δ/σ)_max < 0.001
5963 reflections	Δρ_max = 0.80 e Å⁻³
378 parameters	Δρ_min = −0.70 e Å⁻³
6 restraints

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)
Cd1	0.64074 (4)	0.33051 (3)	0.91578 (2)	0.03626 (11)
O1W	0.4111 (5)	0.3603 (4)	1.0083 (2)	0.1047 (16)
H1WA	0.313054	0.349393	1.014089	0.157*
H1WB	0.419894	0.382793	1.055479	0.157*
O2	0.4683 (4)	0.4504 (2)	0.77939 (17)	0.0454 (7)
O2W	0.5031 (4)	0.3838 (2)	0.62018 (18)	0.0518 (8)
H2WA	0.520004	0.310406	0.633938	0.078*
H2WB	0.483954	0.402446	0.669698	0.078*
O1	0.5848 (4)	0.5341 (2)	0.85969 (17)	0.0465 (8)
O4A	−0.1584 (8)	1.1735 (5)	0.0270 (4)	0.0499 (11)*	0.5
O4B	−0.2360 (7)	1.2083 (5)	0.0386 (4)	0.0499 (11)*	0.5
O3W	0.2593 (4)	0.5195 (3)	0.49121 (19)	0.0542 (8)
H3WA	0.326207	0.479856	0.534058	0.081*
H3WB	0.320787	0.553956	0.453168	0.081*
O3B	−0.1896 (12)	1.3767 (5)	0.0317 (5)	0.0563 (12)*	0.5
O3A	−0.1638 (12)	1.3622 (4)	0.0171 (5)	0.0563 (12)*	0.5
O4W	0.4914 (4)	0.8427 (3)	0.3594 (2)	0.0652 (9)
H4WA	0.574823	0.858316	0.379584	0.098*
H4WB	0.405463	0.877186	0.384414	0.098*
O5W	0.0700 (4)	1.3812 (2)	0.44619 (18)	0.0569 (9)
H5WA	−0.007980	1.408909	0.472957	0.085*
H5WB	0.141350	1.418159	0.452907	0.085*
O6WB	0.107 (2)	0.4481 (17)	0.9711 (12)	0.060 (6)*	0.25
H6WA	0.113338	0.516203	0.970506	0.091*	0.25
H6WB	0.010258	0.439113	0.989916	0.091*	0.25
O6WA	0.139 (2)	0.4433 (15)	0.9539 (11)	0.043 (5)*	0.25
H6WC	0.095554	0.514506	0.953184	0.064*	0.25
H6WD	0.069634	0.408256	0.985854	0.064*	0.25
N1	0.5552 (5)	0.1728 (3)	0.8928 (2)	0.0443 (9)
N2	0.8545 (4)	0.3186 (3)	0.8082 (2)	0.0412 (8)
N3	0.1923 (5)	1.1490 (3)	0.4659 (2)	0.0424 (9)
H3	0.157 (6)	1.221 (4)	0.458 (3)	0.074 (18)*
N4	0.2590 (4)	1.0777 (3)	0.5443 (2)	0.0417 (9)
N5	0.2250 (4)	0.9751 (3)	0.4486 (2)	0.0379 (8)
C1	0.3958 (7)	0.1841 (4)	0.8749 (3)	0.0740 (17)
H1	0.322541	0.257394	0.866349	0.089*
C2	0.3310 (9)	0.0941 (6)	0.8679 (4)	0.093 (2)
H2	0.216205	0.105768	0.857408	0.111*
C3	0.4382 (9)	−0.0124 (5)	0.8767 (3)	0.0694 (17)
H3A	0.398336	−0.074680	0.870963	0.083*
C4	0.6026 (8)	−0.0266 (4)	0.8939 (3)	0.0706 (16)
H4	0.678469	−0.098651	0.899798	0.085*
C5	0.6579 (7)	0.0691 (4)	0.9029 (3)	0.0602 (14)
H5	0.771008	0.058824	0.916337	0.072*
C6	0.8673 (6)	0.2579 (4)	0.7471 (3)	0.0479 (11)
H6	0.792523	0.211298	0.750025	0.057*
C7	0.9838 (7)	0.2607 (4)	0.6807 (3)	0.0602 (14)
H7	0.987319	0.217255	0.639187	0.072*
C8	1.0954 (6)	0.3276 (4)	0.6753 (3)	0.0627 (14)
H8	1.177391	0.329792	0.630844	0.075*
C9	1.0841 (6)	0.3916 (4)	0.7371 (3)	0.0605 (13)
H9	1.157265	0.439178	0.734878	0.073*
C10	0.9630 (6)	0.3840 (4)	0.8021 (3)	0.0532 (12)
H10	0.956621	0.427068	0.844150	0.064*
C11	0.5034 (5)	0.5385 (4)	0.7923 (2)	0.0368 (10)
C12	0.4477 (5)	0.6532 (3)	0.7247 (2)	0.0336 (9)
C13	0.3618 (6)	0.6598 (4)	0.6490 (3)	0.0480 (12)
H13	0.338297	0.593176	0.640321	0.058*
C14	0.3102 (6)	0.7635 (4)	0.5858 (3)	0.0471 (11)
H14	0.254292	0.765596	0.534647	0.057*
C15	0.3407 (5)	0.8642 (3)	0.5976 (2)	0.0368 (10)
C16	0.4270 (6)	0.8581 (4)	0.6736 (3)	0.0445 (11)
H16	0.449859	0.924632	0.682696	0.053*
C17	0.4793 (5)	0.7534 (4)	0.7362 (3)	0.0417 (10)
H17	0.536932	0.750681	0.786919	0.050*
C18	0.2774 (5)	0.9730 (3)	0.5311 (2)	0.0360 (10)
C19	0.1713 (5)	1.0868 (3)	0.4092 (2)	0.0346 (9)
C20	0.0987 (5)	1.1348 (3)	0.3197 (2)	0.0344 (9)
C21	0.0451 (6)	1.0618 (4)	0.2790 (3)	0.0478 (11)
H21	0.060249	0.983834	0.308029	0.057*
C22	−0.0295 (6)	1.1028 (4)	0.1969 (3)	0.0541 (13)
H22	−0.064227	1.052054	0.170832	0.065*
C23	−0.0546 (5)	1.2180 (4)	0.1514 (3)	0.0436 (11)
C24	0.0025 (6)	1.2910 (4)	0.1910 (3)	0.0508 (12)
H24	−0.010726	1.368636	0.161499	0.061*
C25	0.0788 (6)	1.2489 (4)	0.2741 (3)	0.0519 (12)
H25	0.117281	1.298581	0.299591	0.062*
C26	−0.1447 (6)	1.2612 (3)	0.0646 (3)	0.0610 (14)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.0489 (2)	0.03543 (19)	0.02777 (17)	−0.01675 (15)	−0.00309 (13)	−0.00652 (12)
O1W	0.113 (3)	0.178 (4)	0.091 (3)	−0.104 (3)	0.064 (2)	−0.102 (3)
O2	0.062 (2)	0.0361 (17)	0.0383 (16)	−0.0176 (15)	−0.0097 (14)	−0.0012 (13)
O2W	0.063 (2)	0.0454 (19)	0.0480 (18)	−0.0131 (16)	−0.0013 (16)	−0.0126 (15)
O1	0.065 (2)	0.0382 (17)	0.0318 (15)	−0.0016 (15)	−0.0174 (15)	−0.0081 (13)
O3W	0.046 (2)	0.061 (2)	0.0555 (19)	−0.0169 (16)	−0.0044 (15)	−0.0104 (16)
O4W	0.075 (2)	0.048 (2)	0.075 (2)	−0.0079 (18)	0.0133 (19)	−0.0310 (18)
O5W	0.072 (2)	0.0369 (19)	0.063 (2)	−0.0028 (16)	−0.0130 (17)	−0.0209 (16)
N1	0.064 (3)	0.037 (2)	0.0347 (19)	−0.023 (2)	−0.0113 (18)	−0.0010 (16)
N2	0.046 (2)	0.039 (2)	0.039 (2)	−0.0142 (18)	0.0006 (17)	−0.0057 (17)
N3	0.060 (3)	0.025 (2)	0.034 (2)	0.0077 (19)	−0.0170 (17)	−0.0070 (16)
N4	0.055 (2)	0.033 (2)	0.0308 (18)	0.0037 (18)	−0.0132 (16)	−0.0083 (15)
N5	0.045 (2)	0.032 (2)	0.0330 (19)	0.0008 (16)	−0.0100 (16)	−0.0099 (16)
C1	0.080 (4)	0.045 (3)	0.093 (4)	−0.021 (3)	−0.051 (3)	0.006 (3)
C2	0.102 (5)	0.077 (5)	0.107 (5)	−0.045 (4)	−0.057 (4)	−0.001 (4)
C3	0.113 (5)	0.063 (4)	0.050 (3)	−0.051 (4)	0.000 (3)	−0.016 (3)
C4	0.098 (5)	0.046 (3)	0.076 (4)	−0.029 (3)	0.033 (3)	−0.024 (3)
C5	0.068 (4)	0.052 (3)	0.069 (3)	−0.028 (3)	0.021 (3)	−0.022 (3)
C6	0.060 (3)	0.048 (3)	0.041 (3)	−0.023 (2)	0.007 (2)	−0.011 (2)
C7	0.074 (4)	0.058 (3)	0.049 (3)	−0.019 (3)	0.014 (3)	−0.015 (2)
C8	0.056 (3)	0.065 (4)	0.050 (3)	−0.007 (3)	0.010 (3)	0.006 (3)
C9	0.044 (3)	0.067 (4)	0.067 (3)	−0.027 (3)	−0.002 (3)	0.003 (3)
C10	0.055 (3)	0.056 (3)	0.053 (3)	−0.023 (3)	−0.004 (2)	−0.011 (2)
C11	0.036 (2)	0.041 (3)	0.030 (2)	−0.003 (2)	0.0027 (18)	−0.0099 (19)
C12	0.032 (2)	0.036 (2)	0.031 (2)	−0.0028 (19)	−0.0030 (17)	−0.0096 (18)
C13	0.067 (3)	0.037 (3)	0.042 (3)	−0.010 (2)	−0.018 (2)	−0.013 (2)
C14	0.061 (3)	0.041 (3)	0.038 (2)	−0.008 (2)	−0.025 (2)	−0.005 (2)
C15	0.041 (3)	0.031 (2)	0.033 (2)	0.0023 (19)	−0.0064 (18)	−0.0067 (18)
C16	0.058 (3)	0.035 (3)	0.042 (2)	−0.006 (2)	−0.013 (2)	−0.013 (2)
C17	0.050 (3)	0.039 (3)	0.035 (2)	−0.005 (2)	−0.014 (2)	−0.011 (2)
C18	0.039 (2)	0.033 (2)	0.031 (2)	0.0001 (19)	−0.0046 (18)	−0.0079 (18)
C19	0.037 (2)	0.035 (2)	0.030 (2)	−0.0023 (19)	−0.0053 (18)	−0.0101 (18)
C20	0.037 (2)	0.038 (3)	0.026 (2)	−0.0028 (19)	−0.0077 (17)	−0.0077 (18)
C21	0.058 (3)	0.048 (3)	0.043 (3)	−0.020 (2)	−0.009 (2)	−0.010 (2)
C22	0.069 (3)	0.066 (3)	0.037 (3)	−0.037 (3)	−0.017 (2)	−0.009 (2)
C23	0.043 (3)	0.062 (3)	0.029 (2)	−0.024 (2)	−0.0029 (19)	−0.005 (2)
C24	0.067 (3)	0.043 (3)	0.036 (2)	−0.008 (2)	−0.019 (2)	0.003 (2)
C25	0.075 (4)	0.042 (3)	0.039 (3)	−0.011 (3)	−0.023 (2)	−0.008 (2)
C26	0.056 (3)	0.099 (4)	0.042 (3)	−0.051 (3)	−0.002 (2)	−0.011 (3)

Geometric parameters (Å, º) top

Cd1—O1W	2.300 (3)	C2—H2	0.9300
Cd1—O2	2.521 (3)	C2—C3	1.359 (8)
Cd1—O1	2.366 (3)	C3—H3A	0.9300
Cd1—O4Aⁱ	2.538 (6)	C3—C4	1.345 (7)
Cd1—O4Bⁱ	2.216 (6)	C4—H4	0.9300
Cd1—O3Bⁱ	2.588 (10)	C4—C5	1.403 (6)
Cd1—O3Aⁱ	2.471 (10)	C5—H5	0.9300
Cd1—N1	2.334 (3)	C6—H6	0.9300
Cd1—N2	2.340 (3)	C6—C7	1.356 (6)
O1W—H1WA	0.8401	C7—H7	0.9300
O1W—H1WB	0.8579	C7—C8	1.360 (6)
O2—C11	1.254 (4)	C8—H8	0.9300
O2W—H2WA	0.8498	C8—C9	1.372 (6)
O2W—H2WB	0.8496	C9—H9	0.9300
O1—C11	1.255 (4)	C9—C10	1.369 (6)
O4A—C26	1.379 (5)	C10—H10	0.9300
O4B—C26	1.2476 (10)	C11—C12	1.509 (5)
O3W—H3WA	0.8498	C12—C13	1.378 (5)
O3W—H3WB	0.8500	C12—C17	1.377 (5)
O3B—C26	1.343 (6)	C13—H13	0.9300
O3A—C26	1.2485 (10)	C13—C14	1.381 (5)
O4W—H4WA	0.8500	C14—H14	0.9300
O4W—H4WB	0.8501	C14—C15	1.381 (5)
O5W—H5WA	0.7895	C15—C16	1.386 (5)
O5W—H5WB	0.8503	C15—C18	1.461 (5)
O6WB—H6WA	0.8499	C16—H16	0.9300
O6WB—H6WB	0.8497	C16—C17	1.384 (5)
O6WA—H6WC	0.8547	C17—H17	0.9300
O6WA—H6WD	0.8535	C19—C20	1.459 (5)
N1—C1	1.314 (6)	C20—C21	1.385 (5)
N1—C5	1.315 (6)	C20—C25	1.374 (5)
N2—C6	1.332 (5)	C21—H21	0.9300
N2—C10	1.324 (5)	C21—C22	1.363 (5)
N3—H3	0.83 (5)	C22—H22	0.9300
N3—N4	1.355 (4)	C22—C23	1.382 (6)
N3—C19	1.347 (5)	C23—C24	1.389 (5)
N4—C18	1.325 (5)	C23—C26	1.481 (5)
N5—C18	1.364 (4)	C24—H24	0.9300
N5—C19	1.324 (5)	C24—C25	1.382 (5)
C1—H1	0.9300	C25—H25	0.9300
C1—C2	1.372 (6)

O1W—Cd1—O2	92.10 (13)	C5—C4—H4	120.6
O1W—Cd1—O1	87.97 (13)	N1—C5—C4	122.3 (5)
O1W—Cd1—O4Aⁱ	98.35 (18)	N1—C5—H5	118.9
O1W—Cd1—O3Bⁱ	86.8 (2)	C4—C5—H5	118.9
O1W—Cd1—O3Aⁱ	93.9 (2)	N2—C6—H6	118.3
O1W—Cd1—N1	88.03 (12)	N2—C6—C7	123.4 (4)
O1W—Cd1—N2	172.97 (14)	C7—C6—H6	118.3
O2—Cd1—O4Aⁱ	164.94 (13)	C6—C7—H7	120.3
O2—Cd1—O3Bⁱ	134.39 (13)	C6—C7—C8	119.5 (4)
O1—Cd1—O2	53.22 (8)	C8—C7—H7	120.3
O1—Cd1—O4Aⁱ	137.54 (13)	C7—C8—H8	120.8
O1—Cd1—O3Bⁱ	81.19 (13)	C7—C8—C9	118.3 (4)
O1—Cd1—O3Aⁱ	83.77 (11)	C9—C8—H8	120.8
O4Bⁱ—Cd1—O1W	83.36 (19)	C8—C9—H9	120.7
O4Bⁱ—Cd1—O2	171.16 (12)	C10—C9—C8	118.7 (4)
O4Bⁱ—Cd1—O1	133.80 (12)	C10—C9—H9	120.7
O4Bⁱ—Cd1—O4Aⁱ	15.3 (2)	N2—C10—C9	123.4 (4)
O4Bⁱ—Cd1—O3Bⁱ	53.15 (14)	N2—C10—H10	118.3
O4Bⁱ—Cd1—O3Aⁱ	51.93 (13)	C9—C10—H10	118.3
O4Bⁱ—Cd1—N1	85.58 (13)	O2—C11—O1	121.9 (4)
O4Bⁱ—Cd1—N2	103.63 (18)	O2—C11—C12	119.3 (3)
O3Aⁱ—Cd1—O2	136.29 (11)	O1—C11—C12	118.8 (3)
N1—Cd1—O2	86.69 (10)	C13—C12—C11	119.9 (3)
N1—Cd1—O1	139.50 (11)	C17—C12—C11	121.9 (3)
N1—Cd1—O4Aⁱ	82.87 (14)	C17—C12—C13	118.2 (4)
N1—Cd1—O3Bⁱ	138.73 (14)	C12—C13—H13	119.4
N1—Cd1—O3Aⁱ	136.72 (13)	C12—C13—C14	121.1 (4)
N1—Cd1—N2	93.18 (12)	C14—C13—H13	119.4
N2—Cd1—O2	81.06 (10)	C13—C14—H14	119.6
N2—Cd1—O1	86.61 (11)	C13—C14—C15	120.7 (4)
N2—Cd1—O4Aⁱ	88.68 (16)	C15—C14—H14	119.6
N2—Cd1—O3Bⁱ	96.7 (2)	C14—C15—C16	118.4 (4)
N2—Cd1—O3Aⁱ	89.9 (2)	C14—C15—C18	119.0 (3)
Cd1—O1W—H1WA	138.5	C16—C15—C18	122.7 (4)
Cd1—O1W—H1WB	119.7	C15—C16—H16	119.8
H1WA—O1W—H1WB	101.4	C17—C16—C15	120.4 (4)
C11—O2—Cd1	88.7 (2)	C17—C16—H16	119.8
H2WA—O2W—H2WB	104.5	C12—C17—C16	121.2 (4)
C11—O1—Cd1	95.9 (2)	C12—C17—H17	119.4
C26—O4A—Cd1ⁱⁱ	86.0 (3)	C16—C17—H17	119.4
C26—O4B—Cd1ⁱⁱ	104.5 (4)	N4—C18—N5	113.3 (3)
H3WA—O3W—H3WB	104.5	N4—C18—C15	124.8 (3)
C26—O3B—Cd1ⁱⁱ	84.7 (4)	N5—C18—C15	121.8 (3)
C26—O3A—Cd1ⁱⁱ	91.8 (5)	N3—C19—C20	125.6 (4)
H4WA—O4W—H4WB	104.5	N5—C19—N3	108.8 (3)
H5WA—O5W—H5WB	101.0	N5—C19—C20	125.7 (3)
H6WA—O6WB—H6WB	109.5	C21—C20—C19	118.3 (4)
H6WC—O6WA—H6WD	103.5	C25—C20—C19	123.5 (3)
C1—N1—Cd1	119.7 (3)	C25—C20—C21	118.2 (4)
C1—N1—C5	117.4 (4)	C20—C21—H21	119.6
C5—N1—Cd1	122.8 (3)	C22—C21—C20	120.9 (4)
C6—N2—Cd1	124.7 (3)	C22—C21—H21	119.6
C10—N2—Cd1	118.3 (3)	C21—C22—H22	119.3
C10—N2—C6	116.8 (4)	C21—C22—C23	121.5 (4)
N4—N3—H3	123 (3)	C23—C22—H22	119.3
C19—N3—H3	126 (3)	C22—C23—C24	117.9 (4)
C19—N3—N4	110.5 (3)	C22—C23—C26	120.1 (3)
C18—N4—N3	103.0 (3)	C24—C23—C26	122.0 (4)
C19—N5—C18	104.4 (3)	C23—C24—H24	119.8
N1—C1—H1	118.1	C25—C24—C23	120.4 (4)
N1—C1—C2	123.9 (5)	C25—C24—H24	119.8
C2—C1—H1	118.1	C20—C25—C24	121.1 (4)
C1—C2—H2	120.7	C20—C25—H25	119.4
C3—C2—C1	118.5 (6)	C24—C25—H25	119.4
C3—C2—H2	120.7	O4A—C26—C23	113.2 (4)
C2—C3—H3A	120.5	O4B—C26—O3B	114.1 (6)
C4—C3—C2	119.1 (5)	O4B—C26—C23	123.3 (4)
C4—C3—H3A	120.5	O3B—C26—C23	116.7 (5)
C3—C4—H4	120.6	O3A—C26—O4A	119.9 (6)
C3—C4—C5	118.8 (5)	O3A—C26—C23	123.9 (5)

Cd1—O2—C11—O1	−4.7 (4)	C10—N2—C6—C7	−0.1 (7)
Cd1—O2—C11—C12	174.7 (3)	C11—C12—C13—C14	−179.6 (4)
Cd1—O1—C11—O2	5.1 (4)	C11—C12—C17—C16	−179.8 (4)
Cd1—O1—C11—C12	−174.4 (3)	C12—C13—C14—C15	−1.2 (7)
Cd1ⁱⁱ—O4A—C26—O3A	−28.7 (7)	C13—C12—C17—C16	−0.1 (6)
Cd1ⁱⁱ—O4A—C26—C23	170.0 (3)	C13—C14—C15—C16	1.2 (7)
Cd1ⁱⁱ—O4B—C26—O3B	20.2 (7)	C13—C14—C15—C18	−177.3 (4)
Cd1ⁱⁱ—O4B—C26—C23	172.0 (4)	C14—C15—C16—C17	−0.7 (6)
Cd1ⁱⁱ—O3B—C26—O4B	−16.7 (6)	C14—C15—C18—N4	162.0 (4)
Cd1ⁱⁱ—O3B—C26—C23	−170.4 (4)	C14—C15—C18—N5	−15.6 (6)
Cd1ⁱⁱ—O3A—C26—O4A	29.5 (7)	C15—C16—C17—C12	0.1 (7)
Cd1ⁱⁱ—O3A—C26—C23	−171.3 (4)	C16—C15—C18—N4	−16.5 (6)
Cd1—N1—C1—C2	−174.2 (4)	C16—C15—C18—N5	166.0 (4)
Cd1—N1—C5—C4	176.2 (3)	C17—C12—C13—C14	0.6 (7)
Cd1—N2—C6—C7	174.0 (4)	C18—N5—C19—N3	0.6 (4)
Cd1—N2—C10—C9	−174.4 (4)	C18—N5—C19—C20	−178.6 (4)
O2—C11—C12—C13	−1.2 (6)	C18—C15—C16—C17	177.8 (4)
O2—C11—C12—C17	178.6 (4)	C19—N3—N4—C18	0.6 (4)
O1—C11—C12—C13	178.3 (4)	C19—N5—C18—N4	−0.2 (5)
O1—C11—C12—C17	−1.9 (6)	C19—N5—C18—C15	177.6 (4)
N1—C1—C2—C3	−2.6 (9)	C19—C20—C21—C22	177.5 (4)
N2—C6—C7—C8	0.5 (8)	C19—C20—C25—C24	−177.1 (4)
N3—N4—C18—N5	−0.2 (5)	C20—C21—C22—C23	−0.1 (7)
N3—N4—C18—C15	−178.0 (4)	C21—C20—C25—C24	2.0 (7)
N3—C19—C20—C21	−163.4 (4)	C21—C22—C23—C24	1.6 (7)
N3—C19—C20—C25	15.7 (7)	C21—C22—C23—C26	−176.5 (4)
N4—N3—C19—N5	−0.7 (5)	C22—C23—C24—C25	−1.2 (7)
N4—N3—C19—C20	178.4 (4)	C22—C23—C26—O4A	−15.3 (7)
N5—C19—C20—C21	15.5 (6)	C22—C23—C26—O4B	18.0 (8)
N5—C19—C20—C25	−165.3 (4)	C22—C23—C26—O3B	169.1 (6)
C1—N1—C5—C4	0.8 (7)	C22—C23—C26—O3A	−175.7 (7)
C1—C2—C3—C4	1.5 (9)	C23—C24—C25—C20	−0.6 (7)
C2—C3—C4—C5	0.5 (8)	C24—C23—C26—O4A	166.7 (5)
C3—C4—C5—N1	−1.7 (7)	C24—C23—C26—O4B	−160.1 (5)
C5—N1—C1—C2	1.4 (8)	C24—C23—C26—O3B	−8.9 (8)
C6—N2—C10—C9	0.1 (7)	C24—C23—C26—O3A	6.2 (9)
C6—C7—C8—C9	−1.0 (8)	C25—C20—C21—C22	−1.7 (7)
C7—C8—C9—C10	1.0 (7)	C26—C23—C24—C25	176.8 (4)
C8—C9—C10—N2	−0.6 (7)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WB···O1ⁱⁱⁱ	0.86	1.85	2.694 (4)	166
O2W—H2WA···O4W^iv	0.85	1.89	2.712 (4)	164
O2W—H2WB···O2	0.85	1.92	2.767 (4)	173
O3W—H3WA···O2W	0.85	1.96	2.803 (4)	172
O3W—H3WB···O2W^iv	0.85	1.96	2.804 (4)	170
O4W—H4WA···N4^v	0.85	2.25	3.079 (4)	165
O4W—H4WB···N5	0.85	2.03	2.877 (4)	171
O5W—H5WA···O3W^vi	0.79	2.12	2.878 (4)	161
O5W—H5WB···O3W^vii	0.85	1.97	2.800 (4)	164
N3—H3···O5W	0.83 (5)	1.89 (5)	2.720 (4)	177 (5)

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

Funding information

Funding for this research was provided by a grant of the Ministry of Research, Innovation and Digitization, CCCDI–UEFISCDI, project No. PN-III-P2-2.1-PED-2021-3900, within PNCDI III, Contract PED 698/2022 (AI-Syn-PPOSS), as well as by grant 22BF037–06 from the Ministry of Education and Science of Ukraine.

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