The crystal structure of a mononuclear PrIII complex with cucurbit[6]uril

Fedorenko, G.V.; Zbruyev, O.I.; Pavlishchuk, A.V.; Oleksenko, L.P.; Shova, S.G.; Chebanov, V.A.; Pavlishchuk, V.V.

doi:10.1107/S2056989024005760

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ISSN: 2056-9890

Volume 80| Part 7| July 2024| Pages 789-794

https://doi.org/10.1107/S2056989024005760

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The crystal structure of a mononuclear Pr^III complex with cucurbit[6]uril

George V. Fedorenko,^a Oleksandr I. Zbruyev,^b Anna V. Pavlishchuk,^a,^c Lyudmila P. Oleksenko,^d Sergiu G. Shova,^e Valentyn A. Chebanov ^b,^f and Vitaly V. Pavlishchuk ^a ^*

^aL. V. Pisarzhevskii Institute of Physical Chemistry of the National Academy of Sciences of Ukraine, Prospect Nauki 31, Kyiv, 03028, Ukraine, ^bSSI "Institute for Single Crystals" of National Academy of Sciences of Ukraine, 60 Nauky ave., Kharkiv 61072, Ukraine, ^cDepartment of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, 47907-2084, IN, USA, ^dDepartment of Chemistry, Taras Shevchenko National University of Kyiv, Volodymyrska str. 62, Kyiv, 01601, Ukraine, ^eDepartment of Inorganic Polymers, Petru Poni Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda nr. 41A, Iaşi, 700487, Romania, and ^fV. N. Karazin Kharkiv National University, 4 Svobody sq., Kharkiv 61077, Ukraine
^*Correspondence e-mail: shchuk@inphyschem-nas.kiev.ua

Edited by J. Ellena, Universidade de Sâo Paulo, Brazil (Received 21 March 2024; accepted 14 June 2024; online 25 June 2024)

A new mononuclear complex, pentaaqua(cucurbit[6]uril-κ²O,O′)(nitrato-κ²O,O′)praseodymium(III) dinitrate 9.56-hydrate, [Pr(NO₃)(CB6)(H₂O)₅](NO₃)₂·9.56H₂O (1), was obtained as outcome of the hydrothermal reaction between the macrocyclic ligand cucurbit[6]uril (CB6, C₃₆H₃₆N₂₄O₁₂) with a tenfold excess of Pr(NO₃)₃·6H₂O. Complex 1 crystallizes in the P2₁/n space group with two crystallographically independent but chemically identical [Pr(CB6)(NO₃)(H₂O)₅]²⁺ complex cations, four nitrate counter-anions and 19.12 interstitial water molecules per asymmetric unit. The nonacoordinated Pr^III in 1 are located in the PrO₉ coordination environment formed by two carbonyl O atoms from bidentate cucurbit[6]uril units, two oxygen atoms from the bidentate nitrate anion and five water molecules. Considering the differences in Pr—O bond distances and O—Pr—O angles in the coordination spheres, the coordination polyhedrons of the two Pr^III atoms can be described as distorted spherical capped square antiprismatic and muffin polyhedral.

Keywords: crystal structure; lanthanide(III); mononuclear complex; cucurbit[6]uril.

CCDC reference: 2362791

1. Chemical context

Cucurbit[n]urils (CB[n]s) are 3D cyclic organic molecules possessing a rigid hydrophobic macrocyclic cavity, which is available for the uptake of various guest molecules via non-covalent interactions (Lin et al., 2020 ). Recently, the main interest in cucurbit[n]uril chemistry was due to their possible applications in selective catalysis (Nandi et al., 2017 ), molecular recognition (Barrow et al., 2015 ) and drug delivery (Das et al., 2019 ). The presence of several carbonyl oxygen atoms on both sides of the macrocyclic ring makes cucurbit[n]urils attractive ligand platforms for the design of discrete and polymeric coordination compounds, which can provide accessible channels due to the peculiarities of the arrangement of the cucurbit[n]urils in the crystal structure (Ni et al., 2013 ). The design of lanthanide(III) complexes with cucurbit[n]urils is particularly interesting because of the possible applications in molecular magnetism (Ren et al., 2013 ) and luminescence (Matsumoto et al., 2022 ). Depending on the size of the macrocyclic cavity and the lanthanide(III) ionic radii, cucurbit[n]urils usually provide two to six oxygen atoms in the coordination sphere of the lanthanide ions (Zhang et al., 2019 , 2020 ; Liang et al., 2013b ; Zheng & Liu, 2017 ). In the majority of cases, the interaction between cucurbit[n]urils and lanthanide(III) salts leads to the formation of discrete mononuclear assemblies with one coordinated cucurbit[n]uril (Ren et al., 2013; Ni et al., 2015 ); however, examples of polynuclear complexes and coordination polymers have also been reported (Zhang et al., 2019; Zhang et al., 2020; Liang et al., 2013a ,b). Several lanthanide-containing complexes with cucurbit[6]urils have been reported previously (Ren et al., 2013; Zheng & Liu, 2017; Shan et al., 2016 ; Yang et al., 2016 ; Xiao et al., 2016 ). In the absence of additional bridging organic ligands or anionic complexes, the interaction between Ln^III salts and cucurbit[6]uril leads to the formation of mononuclear complexes (Ren et al., 2013; Yang et al., 2016; Kovalenko et al., 2021 ; Samsonenko et al., 2002 ).

Since cucurbit[6]uril is poorly soluble in water, lanthanide complex formation is usually observed in the presence of strong mineral acids (da Silva et al., 2014 ) or a substantial excess of the lanthanide salt reaching 25-fold excess (Ren et al., 2013). The observed structure of lanthanide(III)–cucurbit[6]uril complexes depends upon a number of factors, which include an excess of the lanthanide salt in the reaction mixture, the counter-anion, reaction temperature and crystallization conditions.

In this work we report synthesis and crystal structure of a new mononuclear Pr^III complex with cucurbit[6]uril, [Pr(CB6)(NO₃)(H₂O)₅](NO₃)₂·9.56 H₂O (1), which was synthesized in the presence of a lowered tenfold Pr^III excess and is not isomorphous to previously reported Ln^III complexes with cucurbit[6]uril.

2. Structural commentary

The title complex 1 was prepared and isolated as colorless crystals according to a modified procedure for the analoguous Dy^III complex with cucurbit[6]uril, using Pr(NO₃)₃·6H₂O for 1 (Ren et al., 2013). The previously reported synthetic strategy employed a 25-fold excess of the Ln^III salt in order to promote the solubility of cucurbit[6]uril. In this work we introduced ultrasonication before placing the reaction mixture in hydrothermal conditions, which allowed the excess of the Ln^III salt needed for the cucurbit[6]uril to be dissolved to be decreased.

The obtained complex [Pr(CB6)(NO₃)(H₂O)₅](NO₃)₂·9.56 H₂O (1) crystallizes in the P2₁/n space group, while previously reported complexes obtained as outcomes of interactions between Ln(NO₃)₃ and cucurbit[6]uril crystallized in the orthorhombic Pna2₁ space group (Ln = Gd, Dy, Ho and Yb) or in the monoclinic P2₁/n space group in the case of Ln^III (Samsonenko et al., 2002; Ren et al., 2013). The different space group in the case of 1 may be caused by a variation of the synthetic conditions or the different lanthanide(III) radii.

The unit cell of complex 1 contains eight Pr^III–cucurbituril cationic [Pr(CB6)(NO₃)(H₂O)₅]²⁺ complex molecules (Fig. 1) per unit cell, non-coordinated water molecules and two nitrate anions per complex cation for charge balance. There are two crystallographically independent complex cations in the asymmetric unit of 1, however, the differences in the coordination environments of the Pr^III ions are minor. The Pr^III ions in the complex 1 are nonacoordinated. Two coordination positions of the Pr^III ions are occupied by two carbonyl oxygen atoms from the coordinated CB6 ligands, two positions contain oxygen atoms from the bidentate nitrate anions and the remaining five positions are occupied by oxygen atoms from the coordinated water molecules. The macrocyclic cucurbit[6]uril coordinates in bidentate mode, which is typical for Ln^III–cucurbit[n]uril complexes without additional ligands. The carbonyl oxygen atoms on the opposite side of the macrocycle remain uncoordinated.

Figure 1
The molecular structure of the [Pr(CB6)(NO₃)(H₂O)₅]²⁺ cation (molecule A) with selected atom-labeling scheme and displacement ellipsoids drawn at the 50% level.

The Pr—O_carbonyl bond distances in complex 1 are typical for cucurbit[6]uril complexes with Ln^III ions (Samsonenko et al., 2002; Ren et al., 2013; da Silva et al., 2014; Lin et al., 2019 ). The observed bond distances between the Pr^III ions and the nitrate oxygen atoms are typical for bidentately coordinated nitrate anions to Pr^III ions (Pavlishchuk et al., 2019 ). However, minor differences in the geometrical parameters of the coordination spheres of Pr1A and Pr1B are observed (Table 1, (Fig. 2). According to the calculations performed with Shape 2.1 software (Casanova et al., 2005 , Table 2), the nonacoordinated Pr^III ions in complex 1 exhibit different geometries of the coordination environment: the Pr1A ions are located in a spherical capped square-antiprismatic environment (CSAPR-9, C_4v), while the geometry of the Pr1B ions is best described as a muffin polyhedron (MFF-9, C_s).

Table 1
Selected geometric parameters (Å, °)

Pr1A—O1WA	2.544 (2)	Pr1B—O1WB	2.553 (3)
Pr1A—O2WA	2.449 (3)	Pr1B—O2WB	2.438 (2)
Pr1A—O3WA	2.442 (2)	Pr1B—O3WB	2.448 (2)
Pr1B—O4WB	2.527 (3)	Pr1B—O4WB	2.527 (3)
Pr1A—O5A	2.493 (2)	Pr1B—O5B	2.519 (2)
Pr1A—O5WA	2.483 (2)	Pr1B—O5WB	2.476 (2)
Pr1A—O6A	2.466 (2)	Pr1B—O6B	2.460 (2)
Pr1A—O13A	2.571 (2)	Pr1B—O13B	2.651 (3)
Pr1A—O14A	2.613 (2)	Pr1B—O14B	2.572 (2)

O2WA—Pr1A—O1WA	68.01 (9)	O2WB—Pr1B—O13B	68.61 (8)
O2WA—Pr1A—O4WA	77.25 (8)	O2WB—Pr1B—O3WB	84.55 (8)
O2WA—Pr1A—O5WA	67.92 (8)	O2WB—Pr1B—O6B	96.37 (8)
O2WA—Pr1A—O6A	84.64 (8)	O2WB—Pr1B—O1WB	67.77 (9)
O3WA—Pr1A—O1WA	73.57 (9)	O2WB—Pr1B—O5WB	71.46 (8)
O3WA—Pr1A—O2WA	93.13 (9)	O3WB—Pr1B—O5WB	71.21 (8)
O3WA—Pr1A—O5WA	70.71 (8)	O3WB—Pr1B—O5B	78.97 (8)
O3WA—Pr1A—O5A	77.35 (8)	O3WB—Pr1B—O4WB	76.07 (9)
O3WA—Pr1A—O13A	73.92 (8)	O3WB—Pr1B—O1WB	71.69 (9)
O4WA—Pr1A—O13A	88.91 (8)	O3WB—Pr1B—O1WB	71.69 (9)
O4WA—Pr1A—O14A	65.33 (8)	O4WB—Pr1B—O14B	65.36 (8)
O5WA—Pr1A—O4WA	71.24 (8)	O5B—Pr1B—O4WB	70.75 (8)
O5WA—Pr1A—O13A	70.72 (8)	O5B—Pr1B—O1WB	71.12 (9)
O5A—Pr1A—O1WA	72.17 (8)	O5WB—Pr1B—O4WB	69.88 (8)
O5A—Pr1A—O13A	76.26 (8)	O5WB—Pr1B—O14B	82.62 (8)
O5A—Pr1A—O14A	71.00 (8)	O5WB—Pr1B—O13B	71.53 (8)
O6A—Pr1A—O1WA	74.26 (8)	O6B—Pr1B—O1WB	75.85 (9)
O6A—Pr1A—O4WA	70.85 (8)	O6B—Pr1B—O5B	77.22 (8)
O6A—Pr1A—O5A	82.86 (8)	O6B—Pr1B—O14B	71.49 (8)
O6A—Pr1A—O14A	78.55 (7)	O6B—Pr1B—O13B	71.15 (8)
O13A—Pr1A—O14A	49.19 (7)	O14B—Pr1B—O13B	48.49 (8)

Table 2
Continuous shape calculations for nonacoordinated Pr^III ions in complex 1 performed with Shape 2.1 software (Casanova et al., 2005)

Nonacoordinated ions: EP-9 – enneagon (D9h); OPY-9 – octagonal pyramid (C8v); HBPY-9 – heptagonal bipyramid (D7h); JTC-9 – Johnson triangular cupola J3 (C3v); JCCU-9 – capped cube J8 (C4v); CCU-9 – spherical-relaxed capped cube (C4v); JCSAPR-9 – capped square antiprism J10 (C4v); CSAPR-9 – spherical capped square antiprism (C4v); JTCTPR-9 – tricapped trigonal prism J51 (D3h); TCTPR-9 – spherical tricapped trigonal prism (C3h); JTDIC-9 – tridiminished icosahedron J63 (C3v); HH-9 – hula hoop (C2v); MFF-9 – muffin (Cs).

	Pr1A	Pr1B
EP-9	36.646	33.312
OPY-9	21.958	21.971
HBPY-9	18.179	15.434
JTC-9	16.494	14.581
JCCU-9	9.826	8.982
CCU-9	8.542	7.654
JCSAPR-9	2.258	3.376
CSAPR-9	1.150	2.289
JTCTPR-9	2.890	3.350
TCTPR-9	1.506	2.654
JTDIC-9	13.110	13.482
HH-9	10.200	8.067
MFF-9	1.198	1.787

Figure 2
Coordination environments of the (a) Pr1A and (b) Pr1B ions in complex 1.

3. Supramolecular features

The cationic fragments [Pr(CB6)(NO₃)(H₂O)₅]²⁺ in complex 1 are linked to each other through an extended system of hydrogen bonds (Table 3, Figs. 3 and 4). The carbonyl oxygen atoms, which are located on opposite side of macrocycle with respect to the coordinated Pr^III ions are involved in the formation of an extended system of hydrogen-bonded water molecules, which provide the supramolecular organization of 1. The carbonyl oxygen atoms O11A, O9B and O10B from the uncoordinated sides of the CB6 ligands form hydrogen bonds with water molecules in the coordination sphere of the Pr^III ions from adjacent complex cations (O11A–H4WB⋯O4WB, O11A—H5WA⋯O5WB, O9B—H5WD⋯O5WA and O10B—H4WC⋯·O4WA). In addition, there are intramolecular hydrogen bonds that are formed between the carbonyl oxygen atoms located on the coordinated side of the CB6 ligands with the water molecules coordinated to the Pr^III ions from the same [Pr(CB6)(NO₃)(H₂O)₅]²⁺ fragment (O1A—H2WC⋯O2WA, O4A—H3WC⋯O3WA, O1B—H2WB⋯O2WB and O4B—H3WB⋯O3WB). Other non-coordinated carbonyl oxygen atoms from CB6 are involved in the formation of hydrogen bonds with non-coordinated water molecules located between adjacent [Pr(CB6)(NO₃)(H₂O)₅]²⁺ fragments (in complex cations with Pr1A ions: O2A—H17E⋯O17W, O3A—H17W⋯O17W, O3A—H15A⋯O15W, O7A—H4F⋯O4W, O8A—H3WF⋯O3W, O10A—H2WE⋯O2W and O12A—H11F⋯O11W; in complex cations with Pr1B ions: O2B—H12F⋯O12W, O3B—H12E⋯O12W, O7B—H19C⋯O19W, O8B—H16A⋯O16W, O11B—H14C⋯O14W and O12B—H24F⋯O24W). Water molecules coordinated to Pr^III ions in 1 are also involved in the formation of hydrogen bonds with non-coordinated water molecules (water molecules coordinated to Pr1A: O1WA—H1WA⋯O9W, O2WA—H2WD⋯O19W, O3WA—H3WD⋯O16W, O4WA—H4WD⋯O14W, O5WA—H5WC⋯O19W; water molecules coordinated to Pr1B: O2WB—H2WA⋯O11W, O3WB—H3W⋯O2W, O4WB—H4WA⋯O1W, O5WB—H5WB⋯O4W).

Table 3
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1WB—H1WA⋯O3B	0.90	2.50	3.378 (4)	169
O2WB—H2WA⋯O11Wⁱ	0.87	1.85	2.674 (3)	157
O2WB—H2WB⋯O1B	0.87	2.07	2.865 (3)	150
O2WB—H2WB⋯O2B	0.87	2.46	2.894 (4)	111
O3WB—H3WA⋯O2Wⁱ	0.87	1.88	2.709 (4)	158
O3WB—H3WB⋯O4B	0.87	1.89	2.710 (3)	156
O4WB—H4WA⋯O1Wⁱ	0.87	2.01	2.729 (4)	139
O4WB—H4WB⋯O10Aⁱⁱ	0.87	2.48	3.211 (3)	142
O4WB—H4WB⋯O11Aⁱⁱ	0.87	2.60	3.206 (3)	127
O5WB—H5WA⋯O11Aⁱⁱ	0.87	2.08	2.798 (4)	140
O5WB—H5WA⋯O12Aⁱⁱ	0.87	2.44	3.018 (3)	124
O5WB—H5WB⋯O4Wⁱ	0.87	1.86	2.712 (4)	167
O1WA—H1WC⋯O2A	0.86	2.41	3.251 (4)	167
O1WA—H1WD⋯O7W^c	0.85	1.99	2.749 (17)	148
O1WA—H1WD⋯O8W^a	0.85	2.25	2.751 (9)	118
O2WA—H2WC⋯O1A	0.87	1.80	2.667 (3)	179
O2WA—H2WD⋯O19Wⁱⁱⁱ	0.87	1.95	2.723 (4)	147
O3WA—H3WC⋯O4A	0.87	1.87	2.723 (3)	166
O3WA—H3WD⋯O16W	0.87	1.93	2.733 (4)	153
O4WA—H4WC⋯O10B^iv	0.87	2.05	2.905 (3)	167
O4WA—H4WD⋯O14Wⁱⁱⁱ	0.85	1.93	2.743 (4)	159
O5WA—H5WC⋯O19Wⁱⁱⁱ	0.87	1.93	2.766 (5)	159
O5WA—H5WD⋯O9B^iv	0.87	1.97	2.676 (3)	137
O15W—H15A⋯O3A	0.87	1.97	2.837 (4)	174
O15W—H15B⋯O16B	0.87	2.19	3.019 (5)	159
O15W—H15B⋯O18B	0.87	2.39	3.128 (5)	143
O15W—H15B⋯N2B	0.87	2.53	3.394 (5)	173
O1W—H1WE⋯O21B	0.87	1.92	2.768 (4)	165
O1W—H1WF⋯O16A	0.87	1.89	2.750 (4)	170
O17W^b—H17E^b⋯O2A^v	0.87	2.07	2.913 (6)	163
O17W^b—H17F^b⋯O3A^v	0.87	2.46	3.045 (9)	126
O3W—H3WE⋯O4W	0.87	1.86	2.734 (4)	177
O3W—H3WF⋯O8A^vi	0.87	1.98	2.764 (3)	150
O2W—H2WE⋯O9A^vi	0.87	2.41	3.047 (3)	131
O2W—H2WE⋯O3W	0.87	2.06	2.850 (4)	151
O2W—H2WF⋯O10A^vi	0.87	1.96	2.822 (3)	173
O21W^a—H21A^a⋯O10B	0.88	2.41	3.181 (9)	145
O21W^a—H21B^a⋯O11B	0.90	2.36	3.213 (9)	157
O21W^a—H21B^a⋯O12B	0.90	2.60	3.127 (10)	118
O19W—H19C⋯O7Bⁱ	0.87	2.29	2.856 (4)	123
O19W—H19C⋯O8Bⁱ	0.87	2.28	2.939 (4)	132
O19W—H19D⋯O17W^b	0.87	2.16	2.813 (7)	132
O19W—H19D⋯O18W^a	0.87	1.70	2.54 (2)	160
O14W—H14C⋯O11Bⁱ	0.87	2.42	2.870 (4)	112
O14W—H14C⋯O12Bⁱ	0.87	2.21	3.024 (4)	156
O14W—H14D⋯O24W	0.85	2.25	2.913 (5)	135
O6W—H6WA⋯O9A	0.86 (2)	2.29 (2)	3.101 (5)	159 (4)
O6W—H6WB⋯O10A	0.87 (2)	2.31 (2)	3.117 (5)	155 (4)
O16W—H16A⋯O8B^iv	0.87	2.17	3.014 (4)	163
O16W—H16B⋯O15W	0.87	1.93	2.723 (4)	152
O7W^c—H7WA^c⋯O6W	0.89	1.79	2.673 (17)	170
O4W—H4WE⋯O12W	0.87	1.89	2.744 (4)	166
O4W—H4WF⋯O7A^vi	0.87	1.91	2.777 (3)	177
O8W^a—H8WA^a⋯O6W	0.87	1.93	2.737 (9)	153
O8W^a—H8WB^a⋯N21A	0.87	2.66	3.316 (9)	133
O18W^a—H18E^a⋯O2A^v	0.87	2.08	2.94 (2)	171
O18W^a—H18F^a⋯O25W	0.87	2.35	2.79 (4)	111
O9W^b—H9WA^b⋯N19A	0.83	2.69	3.411 (10)	146
O9W^b—H9WB^b⋯O6W	0.86	1.94	2.805 (10)	177
O5W—H5WE⋯O14W	0.90	1.58	2.440 (11)	158
O5W—H5WF⋯O20Bⁱ	0.87	1.99	2.786 (12)	151
O10W—H10A⋯O4Bⁱ	0.87	2.21	2.981 (3)	148
O10W—H10B⋯O3W	0.87	1.83	2.697 (4)	175
O20W^b—H20C^b⋯O12B	0.87	2.00	2.86 (2)	167
O20W^b—H20D^b⋯O5WA^vii	0.87	2.38	3.00 (2)	128
O20W^b—H20D^b⋯O19Wⁱ	0.87	2.37	3.20 (4)	160
O11W—H11E⋯O13W	0.87	1.91	2.749 (4)	161
O11W—H11F⋯O12A^vi	0.87	1.90	2.755 (4)	168
O22W^a—H22A^a⋯O21W^a	0.87	1.80	2.670 (11)	179
O22W^a—H22B^a⋯O1WB	0.87	1.93	2.763 (8)	161
O12W—H12E⋯O3Bⁱ	0.87	2.05	2.913 (4)	169
O12W—H12F⋯O2Bⁱ	0.87	2.15	2.918 (4)	147
O25W—H25C⋯O21A	0.87	2.02	2.872 (5)	166
O25W—H25D⋯O18B^viii	0.87	2.09	2.953 (6)	170
O13W—H13C⋯O17B	0.87	2.03	2.884 (5)	165
O13W—H13D⋯O21A^ix	0.87	1.96	2.800 (4)	163
O24W—H24E⋯O25W	0.87	1.93	2.790 (5)	171
O24W—H24F⋯O12Bⁱ	0.87	2.17	2.839 (4)	133
Symmetry codes: (i) ; (ii) $[x+{\script{1\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ ; (iii) $[-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iv) $[x+{\script{1\over 2}}, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ ; (v) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (vi) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (vii) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ ; (viii) $[x+{\script{1\over 2}}, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (ix) $[x-{\script{1\over 2}}, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]$ .

Figure 3
Fragment of the crystal structure viewed along the a axis.

Figure 4
System of hydrogen bonds connecting the [Pr(CB6)(NO₃)(H₂O)₅]²⁺ units in complex 1.

In summary, we have synthesized a new Pr^III complex with the macrocyclic cucurbit[6]uril ligand, which crystallizes in space group P2₁/n, while previously reported complexes with other lanthanide ions Ln^III = La, Gd, Dy, Ho and Yb crystallized in P2₁/n or Pna2₁. The crystal structure of 1 contains [Pr(CB6)(NO₃)(H₂O)₅]²⁺ complex cations, two non-coordinated nitrates per cation and non-coordinated water molecules. Subtle differences in the bond distances and angles in the Pr^III coordination spheres leads to the observation of two crystallographically different types of Pr^III ions. The composition of the coordination sphere of two types of nonacoordinated Pr^III ions in 1 is the same, however the symmetry of the coordination environment of Pr1A and Pr1B ions is different.

4. Synthesis and crystallization

Cucurbit[6]uril was obtained by a modified procedure (Zbruyev et al., 2023 ). Cucurbit[6]uril (C₃₆H₃₆N₂₄O₁₂·10H₂O, CB6, 11.8 mg, 0.01 mmol) and Pr(NO₃)₃·6H₂O (42 mg, 0.1 mmol) were placed in a closed vial containing 3 mL of water and ultrasonicated for the enhancement of macrocycle solubility. The obtained suspension was heated for 1 h at 358 K in a sand bath, which was accompanied by dissolution of macrocyclic ligand. Afterwards the observed clear solution had been heated at 363 K for 2 h. Slow cooling in the sand bath led to the formation of colorless crystals of 1 in one day. IR spectra of CB6 and complex 1 are shown in Fig. 5.

Figure 5
IR spectra of CB6 and complex 1 recorded in a KBr pellet.

5. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 4. H atoms were placed in calculated positions and refined as riding.

Table 4
Experimental details

Crystal data
Chemical formula	[Pr(NO₃)(C₃₆H₃₆N₂₄O₁₂)(H₂O)₅](NO₃)₂·9.56H₂O
M_r	1586.05
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	180
a, b, c (Å)	24.1937 (3), 17.01202 (19), 28.6422 (3)
β (°)	90.5965 (11)
V (Å³)	11788.0 (2)
Z	8
Radiation type	Mo Kα
μ (mm⁻¹)	0.95
Crystal size (mm)	0.25 × 0.10 × 0.05

Data collection
Diffractometer	Rigaku Oxford Diffraction 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	0.892, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections	75330, 20820, 17014
R_int	0.043
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.037, 0.087, 1.04
No. of reflections	20820
No. of parameters	1843
No. of restraints	84
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	1.26, −0.64
Computer programs: CrysAlis PRO (Rigaku OD, 2022 $[Rigaku OD (2022). CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, England.]$ ), SHELXT (Sheldrick, 2015a ), SHELXL2019/2 (Sheldrick, 2015b ) and OLEX2 (Dolomanov et al., 2009 ).

Supporting information

CCDC reference: 2362791

Crystal structure: contains datablock I. DOI: https://doi.org/10.1107/S2056989024005760/ex2083sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2056989024005760/ex2083Isup4.hkl

checkCIF report

Computing details top

Pentaaqua(cucurbit[6]uril-κ²O,O')(nitrato-κ²O,O')praseodymium(III) dinitrate 9.56-hydrate top

Crystal data top

[Pr(NO₃)(C₃₆H₃₆N₂₄O₁₂)(H₂O)₅](NO₃)₂·9.56H₂O	F(000) = 6508
M_r = 1586.05	D_x = 1.787 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
a = 24.1937 (3) Å	Cell parameters from 28067 reflections
b = 17.01202 (19) Å	θ = 1.7–29.2°
c = 28.6422 (3) Å	µ = 0.95 mm⁻¹
β = 90.5965 (11)°	T = 180 K
V = 11788.0 (2) Å³	Prism, clear light colourless
Z = 8	0.25 × 0.10 × 0.05 mm

Data collection top

Rigaku Oxford Diffraction Xcalibur, Eos diffractometer	20820 independent reflections
Radiation source: fine-focus sealed X-ray tube, Enhance (Mo) X-ray Source	17014 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.043
Detector resolution: 16.1593 pixels mm^-1	θ_max = 25.0°, θ_min = 1.7°
ω scans	h = −28→28
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2022)	k = −20→20
T_min = 0.892, T_max = 1.000	l = −34→34
75330 measured reflections

Refinement top

Refinement on F²	Primary atom site location: dual
Least-squares matrix: full	Hydrogen site location: mixed
R[F² > 2σ(F²)] = 0.037	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.087	w = 1/[σ²(F_o²) + (0.0337P)² + 14.5091P] where P = (F_o² + 2F_c²)/3
S = 1.04	(Δ/σ)_max = 0.003
20820 reflections	Δρ_max = 1.26 e Å⁻³
1843 parameters	Δρ_min = −0.64 e Å⁻³
84 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)
Pr1B	0.56080 (2)	0.81394 (2)	0.59862 (2)	0.01479 (5)
O1WB	0.47590 (11)	0.73681 (17)	0.62441 (10)	0.0377 (7)
H1WA	0.486182	0.690310	0.636326	0.057*
H1WB	0.470192	0.751057	0.653367	0.057*
O1B	0.48772 (10)	0.91183 (14)	0.71903 (10)	0.0270 (6)
O2WB	0.55961 (10)	0.79322 (14)	0.68282 (9)	0.0227 (6)
H2WA	0.586751	0.819146	0.695909	0.034*
H2WB	0.529881	0.814445	0.694371	0.034*
O2B	0.48542 (11)	0.72565 (15)	0.75053 (12)	0.0422 (8)
O3WB	0.58270 (10)	0.67361 (13)	0.59506 (9)	0.0255 (6)
H3WA	0.609936	0.666078	0.575809	0.038*
H3WB	0.554996	0.648289	0.582458	0.038*
O3B	0.49472 (10)	0.55689 (16)	0.67188 (9)	0.0328 (7)
O4WB	0.62515 (10)	0.80282 (15)	0.53001 (9)	0.0282 (6)
H4WA	0.616218	0.761685	0.513332	0.042*
H4WB	0.658602	0.792674	0.540175	0.042*
O4B	0.51371 (10)	0.55885 (13)	0.56426 (9)	0.0220 (6)
O5WB	0.65703 (9)	0.79418 (14)	0.62651 (9)	0.0239 (6)
H5WA	0.684114	0.827830	0.625512	0.036*
H5WB	0.667755	0.759336	0.646922	0.036*
O5B	0.50626 (9)	0.77305 (13)	0.52729 (8)	0.0178 (5)
O6B	0.48547 (9)	0.91097 (14)	0.59600 (9)	0.0220 (6)
O7B	0.25571 (10)	0.75673 (15)	0.50609 (10)	0.0313 (7)
O8B	0.23920 (10)	0.93703 (15)	0.57119 (9)	0.0247 (6)
O9B	0.24207 (10)	0.88557 (14)	0.68395 (9)	0.0265 (6)
O10B	0.23623 (10)	0.69061 (14)	0.73399 (10)	0.0267 (6)
O11B	0.24724 (10)	0.52504 (16)	0.66726 (9)	0.0299 (6)
O12B	0.26210 (10)	0.56796 (15)	0.55534 (10)	0.0321 (7)
O13B	0.59277 (11)	0.94176 (14)	0.64444 (9)	0.0287 (6)
O14B	0.60014 (10)	0.94555 (14)	0.56987 (9)	0.0237 (6)
O15B	0.63579 (10)	1.03954 (14)	0.61214 (9)	0.0272 (6)
N1B	0.60973 (12)	0.97756 (17)	0.60905 (11)	0.0189 (7)
N4B	0.41097 (11)	0.98499 (16)	0.69788 (10)	0.0163 (6)
N5B	0.31183 (11)	0.97714 (16)	0.68493 (10)	0.0157 (6)
N6B	0.30779 (11)	0.88978 (16)	0.74275 (10)	0.0171 (6)
N7B	0.40668 (11)	0.90972 (16)	0.76095 (11)	0.0200 (7)
N8B	0.40462 (11)	0.77192 (16)	0.78199 (11)	0.0189 (7)
N9B	0.30465 (11)	0.75783 (15)	0.77427 (10)	0.0178 (7)
N10B	0.31271 (11)	0.62898 (15)	0.76599 (10)	0.0162 (6)
N11B	0.41256 (11)	0.64389 (15)	0.76862 (10)	0.0175 (6)
N12B	0.32050 (11)	0.51116 (16)	0.71870 (10)	0.0176 (6)
N13B	0.42078 (11)	0.52820 (16)	0.71929 (10)	0.0186 (7)
N14B	0.42782 (12)	0.46547 (17)	0.65184 (10)	0.0194 (7)
N15B	0.32735 (12)	0.45865 (17)	0.64833 (10)	0.0196 (7)
N16B	0.33628 (12)	0.48466 (17)	0.56576 (10)	0.0201 (7)
N17B	0.43743 (12)	0.47786 (16)	0.56773 (10)	0.0179 (6)
N18B	0.33767 (12)	0.56903 (16)	0.50693 (11)	0.0199 (7)
N19B	0.43849 (11)	0.57223 (16)	0.51452 (10)	0.0165 (6)
N20B	0.33547 (12)	0.70226 (16)	0.47753 (11)	0.0196 (7)
N21B	0.43552 (11)	0.70763 (15)	0.48855 (10)	0.0144 (6)
N22B	0.33276 (11)	0.83151 (16)	0.48861 (10)	0.0170 (6)
N23B	0.43332 (11)	0.83771 (15)	0.49156 (10)	0.0145 (6)
N24B	0.32163 (11)	0.95249 (16)	0.53227 (10)	0.0190 (7)
N25B	0.42278 (11)	0.95266 (16)	0.54014 (10)	0.0167 (6)
N26B	0.31293 (11)	1.00684 (16)	0.60210 (10)	0.0164 (6)
N27B	0.41203 (11)	0.99137 (15)	0.61323 (10)	0.0158 (6)
C1B	0.35630 (13)	1.00089 (19)	0.71601 (12)	0.0140 (7)
H1B	0.352366	1.056931	0.725973	0.017*
C2B	0.35189 (13)	0.94338 (18)	0.75820 (12)	0.0149 (7)
H2B	0.341992	0.971511	0.787609	0.018*
C3B	0.43990 (14)	0.93228 (19)	0.72489 (13)	0.0186 (8)
C4B	0.28340 (14)	0.91371 (19)	0.70194 (12)	0.0158 (8)
C5B	0.27999 (14)	0.83490 (19)	0.77356 (13)	0.0188 (8)
H5BA	0.280534	0.856499	0.805659	0.023*
H5BB	0.240865	0.830080	0.763508	0.023*
C6B	0.42404 (15)	0.84978 (19)	0.79379 (14)	0.0226 (8)
H6BA	0.464928	0.849079	0.795425	0.027*
H6BB	0.410342	0.863812	0.825156	0.027*
C7B	0.35437 (14)	0.73954 (18)	0.80104 (13)	0.0168 (8)
H7B	0.350236	0.752971	0.834817	0.020*
C8B	0.36084 (13)	0.64994 (19)	0.79352 (12)	0.0156 (7)
H8B	0.362203	0.620768	0.823821	0.019*
C9B	0.43919 (15)	0.7150 (2)	0.76524 (14)	0.0227 (8)
C10B	0.27990 (14)	0.69254 (19)	0.75570 (12)	0.0175 (8)
C11B	0.29540 (14)	0.54941 (19)	0.75811 (12)	0.0175 (8)
H11A	0.254788	0.548881	0.753514	0.021*
H11B	0.303860	0.518325	0.786516	0.021*
C12B	0.43993 (14)	0.57008 (19)	0.76091 (12)	0.0171 (8)
H12A	0.434301	0.536036	0.788491	0.021*
H12B	0.480117	0.579755	0.758213	0.021*
C13B	0.37447 (14)	0.47439 (19)	0.71995 (12)	0.0166 (8)
H13B	0.377848	0.435552	0.746033	0.020*
C14B	0.37760 (14)	0.43374 (19)	0.67130 (12)	0.0160 (7)
H14B	0.379409	0.375225	0.674280	0.019*
C15B	0.45185 (14)	0.5212 (2)	0.67998 (13)	0.0199 (8)
C16B	0.29387 (14)	0.50168 (19)	0.67675 (13)	0.0190 (8)
C17B	0.45297 (14)	0.4360 (2)	0.60984 (12)	0.0178 (8)
H17A	0.442744	0.379980	0.606026	0.021*
H17B	0.493642	0.438575	0.613659	0.021*
C18B	0.31179 (15)	0.4360 (2)	0.60153 (13)	0.0218 (8)
H18A	0.271048	0.438609	0.598368	0.026*
H18B	0.323017	0.380692	0.596402	0.026*
C19B	0.38675 (14)	0.46397 (19)	0.54149 (12)	0.0168 (8)
H19B	0.385156	0.409391	0.528591	0.020*
C20B	0.38917 (14)	0.52679 (19)	0.50213 (12)	0.0171 (8)
H20B	0.392401	0.502091	0.470596	0.021*
C21B	0.46726 (14)	0.53940 (19)	0.55065 (12)	0.0159 (7)
C22B	0.30784 (15)	0.5433 (2)	0.54383 (13)	0.0214 (8)
C23B	0.31583 (15)	0.6223 (2)	0.47205 (13)	0.0221 (8)
H23A	0.274979	0.622172	0.473686	0.026*
H23B	0.326201	0.603010	0.440736	0.026*
C24B	0.46224 (14)	0.63159 (18)	0.48440 (12)	0.0163 (7)
H24A	0.459304	0.613640	0.451587	0.020*
H24B	0.501984	0.637397	0.492208	0.020*
C25B	0.38771 (13)	0.72842 (19)	0.45926 (12)	0.0156 (7)
H25B	0.392731	0.711757	0.426097	0.019*
C26B	0.38432 (13)	0.81872 (19)	0.46399 (12)	0.0156 (7)
H26B	0.384405	0.845439	0.432896	0.019*
C27B	0.46232 (14)	0.77303 (19)	0.50474 (12)	0.0153 (7)
C28B	0.30308 (15)	0.7629 (2)	0.49235 (13)	0.0212 (8)
C29B	0.30666 (14)	0.9083 (2)	0.49094 (12)	0.0193 (8)
H29A	0.317092	0.938994	0.463023	0.023*
H29B	0.266041	0.901314	0.490064	0.023*
C30B	0.45060 (14)	0.91719 (19)	0.50051 (12)	0.0154 (7)
H30A	0.443177	0.949365	0.472334	0.018*
H30B	0.490978	0.917773	0.506459	0.018*
C31B	0.37221 (14)	0.99832 (19)	0.53747 (12)	0.0177 (8)
H31B	0.374513	1.041237	0.513708	0.021*
C32B	0.36752 (14)	1.0314 (2)	0.58800 (12)	0.0170 (8)
H32B	0.371819	1.089811	0.588916	0.020*
C33B	0.44358 (14)	0.94841 (19)	0.58436 (12)	0.0164 (8)
C34B	0.28648 (14)	0.96181 (19)	0.56926 (12)	0.0163 (8)
C35B	0.29035 (14)	1.0259 (2)	0.64696 (12)	0.0184 (8)
H35A	0.249667	1.019953	0.645373	0.022*
H35B	0.298532	1.081663	0.654069	0.022*
C36B	0.43400 (14)	1.0215 (2)	0.65738 (12)	0.0187 (8)
H36A	0.474563	1.013763	0.658018	0.022*
H36B	0.426873	1.078735	0.658897	0.022*
Pr1A	0.57442 (2)	0.76863 (2)	0.18574 (2)	0.01388 (5)
O1A	0.52959 (10)	0.90673 (14)	0.06042 (9)	0.0244 (6)
O1WA	0.48655 (11)	0.74271 (16)	0.13871 (10)	0.0338 (7)
H1WC	0.493989	0.736521	0.109566	0.051*
H1WD	0.462049	0.777421	0.144625	0.051*
O2A	0.49150 (11)	0.72148 (15)	0.02604 (10)	0.0319 (7)
O2WA	0.58725 (11)	0.79270 (15)	0.10227 (9)	0.0295 (6)
H2WC	0.568280	0.830052	0.088916	0.044*
H2WD	0.607064	0.773022	0.079956	0.044*
O3WA	0.56863 (10)	0.62637 (14)	0.17536 (10)	0.0307 (7)
H3WC	0.538318	0.604139	0.184774	0.046*
H3WD	0.584088	0.591259	0.157684	0.046*
O3A	0.47393 (10)	0.53124 (15)	0.08121 (10)	0.0298 (6)
O4A	0.47559 (10)	0.54094 (14)	0.19161 (10)	0.0258 (6)
O4WA	0.64300 (10)	0.88067 (13)	0.18532 (9)	0.0232 (6)
H4WC	0.674158	0.864967	0.197585	0.035*
H4WD	0.648367	0.895498	0.157396	0.035*
O5WA	0.66466 (9)	0.71843 (14)	0.15799 (9)	0.0224 (6)
H5WC	0.660848	0.700271	0.129599	0.034*
H5WD	0.674338	0.677470	0.174529	0.034*
O5A	0.50058 (10)	0.73070 (13)	0.24148 (9)	0.0201 (5)
O6A	0.52373 (9)	0.89438 (13)	0.18430 (8)	0.0197 (5)
O7A	0.25431 (10)	0.80013 (15)	0.25809 (10)	0.0275 (6)
O8A	0.27946 (10)	0.98195 (15)	0.19179 (9)	0.0270 (6)
O9A	0.28105 (11)	0.95178 (16)	0.07980 (10)	0.0340 (7)
O10A	0.24609 (10)	0.77112 (14)	0.01672 (9)	0.0246 (6)
O11A	0.22893 (10)	0.60894 (15)	0.07673 (9)	0.0284 (6)
O12A	0.23249 (10)	0.62070 (15)	0.19417 (9)	0.0262 (6)
O13A	0.62804 (11)	0.70786 (14)	0.25481 (9)	0.0253 (6)
O14A	0.59886 (10)	0.82552 (13)	0.26813 (9)	0.0217 (6)
O15A	0.64832 (15)	0.76442 (17)	0.32079 (11)	0.0532 (10)
N1A	0.62551 (13)	0.76602 (17)	0.28276 (11)	0.0250 (7)
N4A	0.46216 (12)	0.99487 (16)	0.08181 (10)	0.0192 (7)
N5A	0.36272 (11)	1.02021 (17)	0.08671 (10)	0.0199 (7)
N6A	0.35073 (11)	0.93992 (16)	0.02598 (10)	0.0183 (6)
N7A	0.45086 (12)	0.92786 (17)	0.01601 (11)	0.0204 (7)
N8A	0.42725 (12)	0.79814 (16)	−0.01314 (11)	0.0220 (7)
N9A	0.32820 (12)	0.81825 (16)	−0.01343 (10)	0.0186 (7)
N10A	0.31330 (11)	0.68980 (16)	−0.01359 (10)	0.0183 (7)
N11A	0.41303 (12)	0.66954 (16)	−0.00882 (11)	0.0202 (7)
N12A	0.29677 (11)	0.56631 (16)	0.02689 (10)	0.0184 (7)
N13A	0.39697 (12)	0.54957 (16)	0.03391 (10)	0.0186 (7)
N14A	0.39014 (12)	0.47167 (17)	0.09562 (11)	0.0210 (7)
N15A	0.29310 (12)	0.51386 (17)	0.09766 (10)	0.0199 (7)
N16A	0.29088 (11)	0.51562 (16)	0.18255 (10)	0.0183 (7)
N17A	0.38934 (11)	0.48661 (16)	0.17968 (10)	0.0183 (7)
N18A	0.30528 (11)	0.59156 (17)	0.24436 (10)	0.0187 (7)
N19A	0.40343 (11)	0.56116 (16)	0.24222 (11)	0.0192 (7)
N20A	0.32296 (12)	0.71531 (17)	0.28327 (11)	0.0200 (7)
N21A	0.42169 (11)	0.68743 (16)	0.27817 (10)	0.0174 (6)
N22A	0.34140 (11)	0.84330 (16)	0.28023 (10)	0.0176 (6)
N23A	0.43991 (11)	0.81477 (16)	0.27806 (10)	0.0157 (6)
N24A	0.35820 (11)	0.96256 (16)	0.23646 (10)	0.0173 (6)
N25A	0.45675 (11)	0.93532 (16)	0.23537 (10)	0.0154 (6)
N26A	0.36452 (11)	1.03135 (16)	0.17075 (10)	0.0175 (6)
N27A	0.46227 (11)	0.99413 (16)	0.16680 (10)	0.0171 (6)
C1A	0.41290 (14)	1.0302 (2)	0.06082 (12)	0.0177 (8)
H1A	0.419203	1.086604	0.052585	0.021*
C2A	0.40301 (14)	0.97888 (19)	0.01633 (13)	0.0181 (8)
H2A	0.400656	1.011773	−0.012555	0.022*
C3A	0.48476 (15)	0.93862 (19)	0.05407 (13)	0.0188 (8)
C4A	0.32705 (14)	0.9686 (2)	0.06553 (13)	0.0204 (8)
C5A	0.31757 (14)	0.9012 (2)	−0.00957 (13)	0.0202 (8)
H5AA	0.278013	0.909101	−0.002417	0.024*
H5AB	0.324788	0.926356	−0.040077	0.024*
C6A	0.46087 (15)	0.8674 (2)	−0.01824 (13)	0.0217 (8)
H6AA	0.454236	0.889699	−0.049731	0.026*
H6AB	0.500251	0.851832	−0.016240	0.026*
C7A	0.37517 (14)	0.7875 (2)	−0.03791 (13)	0.0188 (8)
H7A	0.376834	0.807493	−0.070695	0.023*
C8A	0.36599 (14)	0.6974 (2)	−0.03618 (12)	0.0183 (8)
H8A	0.365282	0.673857	−0.068160	0.022*
C9A	0.44835 (15)	0.7287 (2)	0.00399 (13)	0.0220 (8)
C10A	0.29131 (15)	0.7612 (2)	−0.00146 (12)	0.0187 (8)
C11A	0.28239 (14)	0.6171 (2)	−0.01180 (12)	0.0191 (8)
H11C	0.242538	0.629795	−0.010044	0.023*
H11D	0.288281	0.587938	−0.041254	0.023*
C12A	0.42587 (14)	0.5869 (2)	−0.00377 (13)	0.0204 (8)
H12C	0.416412	0.559591	−0.033300	0.024*
H12D	0.466140	0.581065	0.001627	0.024*
C13A	0.34317 (14)	0.5129 (2)	0.02782 (13)	0.0184 (8)
H13A	0.342463	0.476458	0.000443	0.022*
C14A	0.33550 (14)	0.4682 (2)	0.07441 (12)	0.0183 (8)
H14A	0.323378	0.412675	0.069001	0.022*
C15A	0.42500 (15)	0.5194 (2)	0.07168 (13)	0.0208 (8)
C16A	0.26900 (14)	0.5679 (2)	0.06818 (13)	0.0185 (8)
C17A	0.40390 (15)	0.4378 (2)	0.14026 (13)	0.0213 (8)
H17C	0.444165	0.427509	0.141487	0.026*
H17D	0.384728	0.386668	0.143117	0.026*
C18A	0.26556 (14)	0.4876 (2)	0.13986 (12)	0.0191 (8)
H18C	0.226660	0.505640	0.138729	0.023*
H18D	0.265280	0.429457	0.140346	0.023*
C19A	0.33812 (14)	0.4794 (2)	0.20486 (12)	0.0190 (8)
H19A	0.330427	0.423601	0.213605	0.023*
C20A	0.34769 (14)	0.53184 (19)	0.24878 (12)	0.0170 (8)
H20A	0.344245	0.501228	0.278418	0.020*
C21A	0.42744 (15)	0.53089 (19)	0.20315 (13)	0.0196 (8)
C22A	0.27237 (14)	0.5804 (2)	0.20566 (12)	0.0178 (8)
C23A	0.29043 (14)	0.6442 (2)	0.28221 (13)	0.0218 (8)
H23C	0.250884	0.658348	0.278920	0.026*
H23D	0.295274	0.616259	0.312286	0.026*
C24A	0.43424 (14)	0.60403 (19)	0.27711 (13)	0.0203 (8)
H24C	0.474206	0.597253	0.271219	0.024*
H24D	0.426414	0.581224	0.308146	0.024*
C25A	0.37665 (13)	0.7209 (2)	0.30513 (12)	0.0165 (7)
H25A	0.376373	0.699985	0.337761	0.020*
C26A	0.38905 (13)	0.81014 (19)	0.30419 (12)	0.0165 (7)
H26A	0.393595	0.832126	0.336384	0.020*
C27A	0.45769 (14)	0.74376 (19)	0.26374 (12)	0.0157 (7)
C28A	0.30109 (14)	0.7879 (2)	0.27206 (12)	0.0203 (8)
C29A	0.33119 (14)	0.9268 (2)	0.27605 (12)	0.0191 (8)
H29C	0.344162	0.953206	0.304968	0.023*
H29D	0.290859	0.935683	0.273178	0.023*
C30A	0.47198 (13)	0.88587 (19)	0.27464 (12)	0.0161 (7)
H30C	0.511512	0.871647	0.272038	0.019*
H30D	0.467635	0.916426	0.303790	0.019*
C31A	0.41402 (13)	0.99428 (19)	0.23820 (12)	0.0166 (8)
H31A	0.419762	1.030211	0.265448	0.020*
C32A	0.41934 (13)	1.03807 (19)	0.19099 (12)	0.0158 (7)
H32A	0.430147	1.094279	0.195670	0.019*
C33A	0.48415 (13)	0.93666 (18)	0.19464 (12)	0.0155 (7)
C34A	0.32906 (15)	0.9904 (2)	0.19885 (13)	0.0192 (8)
C35A	0.34790 (14)	1.0668 (2)	0.12692 (12)	0.0193 (8)
H35C	0.365426	1.119228	0.124362	0.023*
H35D	0.307345	1.074600	0.126828	0.023*
C36A	0.48871 (14)	1.0214 (2)	0.12462 (12)	0.0183 (8)
H36C	0.527564	1.003145	0.124874	0.022*
H36D	0.489178	1.079590	0.124805	0.022*
O16B	0.54381 (15)	0.2575 (2)	0.11872 (14)	0.0720 (12)
O17B	0.46355 (16)	0.20587 (19)	0.13009 (16)	0.0713 (12)
O18B	0.47281 (16)	0.3073 (2)	0.08550 (15)	0.0740 (12)
N2B	0.49486 (17)	0.2564 (2)	0.11405 (16)	0.0478 (10)
O19B	0.21410 (11)	0.16709 (15)	0.62334 (10)	0.0316 (7)
O20B	0.23535 (13)	0.28860 (16)	0.61011 (11)	0.0423 (8)
O21B	0.29113 (11)	0.19422 (16)	0.58943 (10)	0.0322 (7)
N3B	0.24697 (13)	0.21708 (19)	0.60798 (11)	0.0249 (7)
O19A	0.70260 (12)	0.19623 (17)	0.61611 (11)	0.0423 (8)
O20A	0.73974 (13)	0.31081 (16)	0.61681 (11)	0.0423 (8)
O21A	0.79150 (12)	0.20722 (18)	0.61441 (12)	0.0455 (8)
N3A	0.74391 (14)	0.23856 (18)	0.61561 (11)	0.0257 (7)
O16A	0.45706 (13)	0.1619 (2)	0.57899 (13)	0.0570 (10)
O17A	0.51151 (16)	0.2472 (2)	0.61215 (14)	0.0655 (10)
O18A	0.53037 (12)	0.12449 (19)	0.61361 (10)	0.0424 (8)
N2A	0.49932 (14)	0.1785 (2)	0.60257 (13)	0.0364 (9)
O15W	0.55919 (11)	0.43362 (16)	0.11751 (10)	0.0359 (7)
H15A	0.531808	0.463070	0.108221	0.054*
H15B	0.545841	0.386081	0.117051	0.054*
O1W	0.38077 (11)	0.27422 (14)	0.55348 (10)	0.0322 (7)
H1WE	0.351200	0.256916	0.567085	0.048*
H1WF	0.406991	0.243166	0.563275	0.048*
O17W	0.9242 (2)	0.1000 (4)	0.4650 (3)	0.084 (3)	0.810 (13)
H17E	0.953798	0.128045	0.469856	0.125*	0.810 (13)
H17F	0.932326	0.070075	0.441486	0.125*	0.810 (13)
O3W	0.31358 (10)	0.45574 (16)	0.36281 (10)	0.0328 (7)
H3WE	0.317282	0.412308	0.347052	0.049*
H3WF	0.280852	0.472889	0.355052	0.049*
O23W	0.3721 (7)	0.7829 (12)	0.6466 (11)	0.101 (6)	0.268 (13)
H23E	0.385269	0.798725	0.620035	0.151*	0.268 (13)
H23F	0.390731	0.804397	0.669369	0.151*	0.268 (13)
O2W	0.32994 (10)	0.38489 (14)	0.45206 (9)	0.0262 (6)
H2WE	0.313484	0.409891	0.429402	0.039*
H2WF	0.304996	0.352951	0.462630	0.039*
O21W	0.2860 (5)	0.6953 (5)	0.6317 (4)	0.068 (3)	0.71 (2)
H21A	0.281586	0.712810	0.660446	0.102*	0.71 (2)
H21B	0.271467	0.646363	0.633036	0.102*	0.71 (2)
O19W	0.83588 (15)	0.1981 (2)	0.43782 (14)	0.0665 (11)
H19C	0.803121	0.179963	0.444289	0.100*
H19D	0.856591	0.182842	0.461129	0.100*
O14W	0.84558 (13)	0.4649 (2)	0.39566 (12)	0.0575 (10)
H14C	0.810849	0.454316	0.401063	0.086*
H14D	0.863130	0.442404	0.417723	0.086*
O6W	0.29069 (18)	0.7823 (3)	0.11899 (16)	0.0797 (13)
H6WA	0.291 (3)	0.8322 (11)	0.1154 (17)	0.120*
H6WB	0.276 (3)	0.765 (2)	0.0934 (10)	0.120*
O16W	0.64638 (11)	0.52937 (15)	0.13768 (10)	0.0340 (7)
H16A	0.668857	0.547816	0.116851	0.051*
H16B	0.624094	0.498744	0.122059	0.051*
O7W	0.3860 (7)	0.8012 (10)	0.1658 (6)	0.0459 (15)*	0.179 (3)
H7WA	0.355099	0.800048	0.148376	0.069*	0.179 (3)
H7WB	0.380089	0.780447	0.193037	0.069*	0.179 (3)
O4W	0.32609 (10)	0.32259 (15)	0.31050 (10)	0.0313 (7)
H4WE	0.355673	0.332245	0.294487	0.047*
H4WF	0.300503	0.314226	0.289477	0.047*
O8W	0.3801 (3)	0.7352 (5)	0.1712 (3)	0.0459 (15)*	0.430 (3)
H8WA	0.346164	0.745262	0.162848	0.069*	0.430 (3)
H8WB	0.377194	0.700095	0.193128	0.069*	0.430 (3)
O18W	0.9063 (10)	0.1339 (17)	0.4920 (13)	0.085 (5)	0.190 (13)
H18E	0.936805	0.160753	0.490161	0.128*	0.190 (13)
H18F	0.898504	0.134003	0.521622	0.128*	0.190 (13)
O9W	0.3805 (4)	0.7046 (5)	0.1611 (3)	0.0459 (15)*	0.391 (3)
H9WA	0.371171	0.666792	0.177675	0.069*	0.391 (3)
H9WB	0.352882	0.729641	0.148865	0.069*	0.391 (3)
O5W	0.8489 (5)	0.6034 (6)	0.3737 (4)	0.043 (4)	0.272 (8)
H5WE	0.856544	0.554241	0.383207	0.065*	0.272 (8)
H5WF	0.817436	0.622181	0.383057	0.065*	0.272 (8)
O10W	0.40465 (11)	0.54046 (15)	0.38409 (10)	0.0323 (7)
H10A	0.429569	0.504098	0.387889	0.048*
H10B	0.374939	0.515039	0.375738	0.048*
O20W	0.2621 (12)	0.7059 (13)	0.6121 (10)	0.076 (5)	0.29 (2)
H20C	0.261675	0.669053	0.591025	0.114*	0.29 (2)
H20D	0.233016	0.734203	0.605775	0.114*	0.29 (2)
O11W	0.36283 (10)	0.15384 (14)	0.25786 (9)	0.0272 (6)
H11E	0.358043	0.190848	0.237224	0.041*
H11F	0.330993	0.149829	0.271514	0.041*
O22W	0.3694 (3)	0.7887 (5)	0.6070 (5)	0.103 (4)	0.570 (14)
H22A	0.342314	0.758387	0.615393	0.154*	0.570 (14)
H22B	0.399086	0.763617	0.615923	0.154*	0.570 (14)
O12W	0.41996 (11)	0.37574 (16)	0.26779 (11)	0.0382 (7)
H12E	0.442509	0.394474	0.288857	0.057*
H12F	0.437690	0.336314	0.255707	0.057*
O25W	0.86965 (16)	0.2593 (3)	0.54626 (14)	0.0892 (14)
H25C	0.842890	0.251026	0.565829	0.134*
H25D	0.897800	0.234455	0.558301	0.134*
O13W	0.36971 (13)	0.25594 (17)	0.18376 (12)	0.0483 (8)
H13C	0.397488	0.249018	0.165131	0.072*
H13D	0.341148	0.260256	0.165221	0.072*
O24W	0.83946 (12)	0.37567 (19)	0.48225 (14)	0.0638 (11)
H24E	0.847245	0.335749	0.500164	0.096*
H24F	0.808034	0.363338	0.469114	0.096*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pr1B	0.01164 (10)	0.01606 (10)	0.01665 (10)	−0.00069 (8)	−0.00064 (8)	0.00139 (8)
O1WB	0.0286 (16)	0.0493 (18)	0.0353 (17)	−0.0073 (14)	0.0040 (14)	0.0136 (14)
O1B	0.0118 (13)	0.0263 (14)	0.0427 (17)	0.0032 (11)	−0.0012 (13)	0.0008 (12)
O2WB	0.0164 (13)	0.0287 (14)	0.0228 (14)	0.0020 (11)	0.0017 (11)	0.0030 (11)
O2B	0.0200 (15)	0.0239 (15)	0.083 (3)	0.0007 (12)	0.0232 (16)	0.0093 (15)
O3WB	0.0148 (13)	0.0230 (14)	0.0385 (17)	−0.0014 (11)	−0.0002 (12)	−0.0035 (12)
O3B	0.0206 (14)	0.0501 (18)	0.0277 (16)	−0.0156 (13)	0.0074 (13)	−0.0098 (13)
O4WB	0.0199 (14)	0.0379 (16)	0.0268 (15)	−0.0019 (12)	−0.0010 (12)	−0.0058 (12)
O4B	0.0163 (13)	0.0201 (13)	0.0294 (15)	−0.0034 (10)	−0.0044 (12)	0.0006 (11)
O5WB	0.0123 (12)	0.0283 (14)	0.0311 (15)	−0.0053 (11)	−0.0022 (12)	0.0038 (11)
O5B	0.0134 (12)	0.0199 (13)	0.0199 (13)	0.0009 (10)	−0.0052 (11)	−0.0005 (10)
O6B	0.0143 (13)	0.0276 (14)	0.0239 (14)	0.0061 (11)	−0.0037 (11)	−0.0045 (11)
O7B	0.0166 (14)	0.0347 (16)	0.0427 (18)	−0.0043 (12)	0.0069 (13)	−0.0037 (13)
O8B	0.0129 (13)	0.0356 (15)	0.0258 (15)	−0.0029 (11)	0.0013 (12)	−0.0037 (12)
O9B	0.0214 (14)	0.0233 (14)	0.0345 (16)	−0.0075 (11)	−0.0105 (13)	0.0025 (12)
O10B	0.0186 (14)	0.0201 (14)	0.0410 (17)	−0.0008 (11)	−0.0116 (13)	−0.0008 (12)
O11B	0.0175 (14)	0.0448 (17)	0.0273 (16)	0.0083 (12)	−0.0027 (12)	−0.0083 (13)
O12B	0.0174 (14)	0.0368 (16)	0.0421 (18)	0.0071 (12)	0.0066 (13)	0.0077 (13)
O13B	0.0385 (16)	0.0286 (15)	0.0188 (14)	−0.0108 (12)	−0.0025 (13)	0.0069 (11)
O14B	0.0300 (15)	0.0231 (14)	0.0179 (14)	−0.0025 (11)	0.0035 (12)	0.0001 (11)
O15B	0.0271 (15)	0.0164 (13)	0.0381 (17)	−0.0051 (12)	−0.0029 (13)	0.0030 (11)
N1B	0.0132 (15)	0.0190 (16)	0.0245 (18)	0.0037 (13)	−0.0027 (14)	0.0035 (13)
N4B	0.0096 (14)	0.0213 (16)	0.0181 (16)	0.0003 (12)	−0.0002 (13)	−0.0004 (12)
N5B	0.0106 (14)	0.0173 (15)	0.0192 (16)	0.0003 (12)	−0.0025 (13)	0.0015 (12)
N6B	0.0135 (15)	0.0148 (15)	0.0231 (17)	−0.0038 (12)	−0.0030 (13)	0.0044 (12)
N7B	0.0120 (15)	0.0162 (15)	0.0317 (18)	0.0019 (12)	−0.0027 (14)	0.0050 (13)
N8B	0.0119 (15)	0.0145 (15)	0.0302 (18)	−0.0006 (12)	−0.0008 (14)	0.0016 (13)
N9B	0.0145 (15)	0.0129 (15)	0.0259 (17)	0.0009 (12)	−0.0036 (14)	0.0005 (12)
N10B	0.0153 (15)	0.0126 (15)	0.0206 (16)	−0.0009 (12)	−0.0030 (13)	−0.0015 (12)
N11B	0.0144 (15)	0.0130 (15)	0.0251 (17)	0.0026 (12)	0.0042 (13)	0.0029 (12)
N12B	0.0152 (15)	0.0190 (15)	0.0187 (16)	0.0029 (12)	−0.0002 (13)	−0.0029 (12)
N13B	0.0142 (15)	0.0232 (16)	0.0184 (16)	−0.0010 (12)	0.0019 (13)	−0.0017 (13)
N14B	0.0144 (15)	0.0228 (16)	0.0210 (17)	−0.0023 (13)	0.0029 (13)	−0.0018 (13)
N15B	0.0153 (15)	0.0247 (16)	0.0188 (16)	0.0020 (13)	−0.0011 (13)	−0.0032 (13)
N16B	0.0160 (15)	0.0236 (16)	0.0206 (17)	0.0022 (13)	0.0030 (14)	0.0040 (13)
N17B	0.0163 (15)	0.0181 (15)	0.0192 (16)	−0.0033 (12)	−0.0020 (13)	0.0019 (12)
N18B	0.0157 (15)	0.0197 (16)	0.0241 (17)	−0.0006 (13)	−0.0009 (14)	0.0049 (13)
N19B	0.0126 (15)	0.0153 (15)	0.0216 (16)	−0.0036 (12)	−0.0008 (13)	0.0015 (12)
N20B	0.0149 (15)	0.0190 (16)	0.0250 (17)	−0.0010 (12)	−0.0009 (14)	0.0015 (13)
N21B	0.0122 (14)	0.0141 (14)	0.0168 (15)	0.0009 (11)	−0.0030 (13)	−0.0014 (12)
N22B	0.0118 (14)	0.0191 (16)	0.0202 (16)	−0.0001 (12)	0.0019 (13)	−0.0015 (12)
N23B	0.0132 (14)	0.0135 (14)	0.0169 (15)	0.0015 (12)	−0.0022 (13)	0.0002 (12)
N24B	0.0123 (15)	0.0228 (16)	0.0217 (17)	−0.0004 (12)	−0.0009 (13)	−0.0062 (13)
N25B	0.0125 (15)	0.0189 (15)	0.0186 (16)	0.0045 (12)	0.0032 (13)	−0.0040 (12)
N26B	0.0135 (15)	0.0190 (15)	0.0166 (16)	−0.0003 (12)	0.0020 (13)	−0.0020 (12)
N27B	0.0119 (14)	0.0161 (15)	0.0193 (16)	0.0017 (12)	−0.0012 (13)	−0.0047 (12)
C1B	0.0125 (17)	0.0111 (17)	0.0186 (19)	−0.0010 (13)	0.0022 (15)	−0.0029 (14)
C2B	0.0134 (17)	0.0112 (17)	0.0200 (19)	−0.0005 (14)	−0.0016 (15)	−0.0018 (14)
C3B	0.0159 (19)	0.0117 (17)	0.028 (2)	−0.0026 (14)	−0.0030 (17)	−0.0062 (15)
C4B	0.0116 (17)	0.0124 (17)	0.024 (2)	0.0023 (14)	0.0023 (16)	−0.0033 (14)
C5B	0.0145 (18)	0.0152 (18)	0.027 (2)	0.0004 (14)	0.0018 (16)	0.0028 (15)
C6B	0.0175 (19)	0.0171 (19)	0.033 (2)	−0.0042 (15)	−0.0089 (17)	0.0037 (16)
C7B	0.0160 (18)	0.0143 (17)	0.0202 (19)	0.0004 (14)	−0.0007 (16)	0.0011 (14)
C8B	0.0138 (17)	0.0163 (18)	0.0166 (18)	0.0032 (14)	0.0005 (15)	0.0028 (14)
C9B	0.018 (2)	0.020 (2)	0.030 (2)	0.0020 (16)	−0.0002 (18)	0.0065 (16)
C10B	0.0156 (19)	0.0189 (19)	0.0182 (19)	0.0009 (15)	0.0021 (16)	0.0002 (15)
C11B	0.0162 (18)	0.0164 (18)	0.0200 (19)	−0.0032 (14)	0.0051 (16)	0.0015 (14)
C12B	0.0141 (18)	0.0176 (18)	0.0196 (19)	0.0050 (14)	−0.0009 (16)	0.0002 (14)
C13B	0.0178 (18)	0.0146 (18)	0.0174 (19)	0.0034 (14)	−0.0007 (16)	0.0037 (14)
C14B	0.0175 (18)	0.0132 (17)	0.0175 (19)	0.0001 (14)	0.0037 (16)	0.0047 (14)
C15B	0.0145 (19)	0.024 (2)	0.021 (2)	0.0042 (16)	−0.0012 (16)	0.0026 (16)
C16B	0.0164 (19)	0.0141 (18)	0.027 (2)	−0.0030 (15)	0.0010 (17)	0.0021 (15)
C17B	0.0147 (18)	0.0171 (18)	0.022 (2)	0.0049 (14)	0.0025 (16)	−0.0009 (15)
C18B	0.0176 (19)	0.023 (2)	0.025 (2)	−0.0042 (15)	0.0016 (17)	0.0016 (16)
C19B	0.0184 (18)	0.0147 (18)	0.0173 (19)	−0.0030 (14)	−0.0010 (16)	−0.0019 (14)
C20B	0.0168 (18)	0.0152 (18)	0.0194 (19)	−0.0037 (14)	0.0020 (16)	−0.0024 (14)
C21B	0.0148 (18)	0.0141 (17)	0.0187 (19)	0.0012 (14)	0.0025 (16)	−0.0059 (14)
C22B	0.018 (2)	0.022 (2)	0.024 (2)	−0.0058 (16)	−0.0028 (17)	−0.0006 (16)
C23B	0.0208 (19)	0.0208 (19)	0.024 (2)	−0.0050 (15)	−0.0067 (17)	0.0005 (16)
C24B	0.0146 (17)	0.0136 (17)	0.0206 (19)	0.0020 (14)	0.0005 (15)	−0.0020 (14)
C25B	0.0147 (17)	0.0180 (18)	0.0139 (18)	−0.0030 (14)	−0.0028 (15)	0.0019 (14)
C26B	0.0131 (17)	0.0193 (18)	0.0145 (18)	0.0019 (14)	−0.0014 (15)	−0.0009 (14)
C27B	0.0155 (18)	0.0188 (19)	0.0117 (17)	−0.0028 (15)	0.0050 (15)	0.0003 (14)
C28B	0.0157 (19)	0.029 (2)	0.0185 (19)	−0.0003 (16)	−0.0027 (16)	−0.0002 (16)
C29B	0.0122 (17)	0.026 (2)	0.019 (2)	0.0048 (15)	−0.0043 (16)	−0.0017 (15)
C30B	0.0141 (17)	0.0156 (18)	0.0165 (18)	−0.0005 (14)	0.0026 (15)	0.0017 (14)
C31B	0.0163 (18)	0.0168 (18)	0.0202 (19)	0.0039 (14)	0.0039 (16)	0.0013 (14)
C32B	0.0144 (18)	0.0160 (18)	0.0208 (19)	−0.0002 (14)	0.0038 (16)	0.0015 (14)
C33B	0.0131 (18)	0.0135 (17)	0.023 (2)	−0.0053 (14)	0.0002 (16)	−0.0022 (14)
C34B	0.0153 (18)	0.0158 (18)	0.0178 (19)	0.0075 (15)	0.0000 (16)	0.0021 (14)
C35B	0.0151 (18)	0.0198 (19)	0.0202 (19)	0.0044 (15)	0.0008 (16)	−0.0002 (15)
C36B	0.0135 (18)	0.0206 (19)	0.022 (2)	−0.0061 (15)	0.0016 (16)	−0.0049 (15)
Pr1A	0.01196 (10)	0.01339 (10)	0.01629 (10)	0.00072 (7)	−0.00024 (8)	−0.00015 (7)
O1A	0.0175 (13)	0.0225 (14)	0.0331 (16)	0.0061 (11)	−0.0009 (12)	0.0010 (11)
O1WA	0.0220 (14)	0.0508 (18)	0.0284 (16)	0.0002 (13)	−0.0039 (13)	−0.0070 (13)
O2A	0.0202 (14)	0.0316 (16)	0.0435 (18)	0.0002 (12)	−0.0116 (14)	−0.0023 (13)
O2WA	0.0275 (15)	0.0387 (16)	0.0222 (15)	0.0133 (12)	−0.0001 (12)	0.0067 (12)
O3WA	0.0223 (14)	0.0180 (14)	0.0519 (19)	−0.0063 (11)	0.0111 (14)	−0.0136 (12)
O3A	0.0158 (14)	0.0411 (16)	0.0324 (16)	−0.0032 (12)	−0.0023 (13)	0.0094 (13)
O4A	0.0115 (13)	0.0256 (14)	0.0404 (17)	−0.0005 (11)	0.0043 (12)	0.0014 (12)
O4WA	0.0187 (13)	0.0242 (14)	0.0265 (15)	−0.0014 (11)	0.0000 (12)	0.0035 (11)
O5WA	0.0190 (13)	0.0229 (13)	0.0252 (14)	0.0061 (11)	−0.0026 (12)	0.0020 (11)
O5A	0.0176 (13)	0.0185 (13)	0.0241 (14)	−0.0017 (10)	0.0017 (12)	−0.0010 (10)
O6A	0.0172 (13)	0.0203 (13)	0.0217 (14)	0.0065 (11)	0.0017 (11)	−0.0002 (10)
O7A	0.0135 (13)	0.0344 (15)	0.0343 (16)	−0.0016 (11)	−0.0076 (12)	0.0019 (12)
O8A	0.0121 (13)	0.0373 (16)	0.0315 (16)	−0.0004 (11)	−0.0043 (12)	0.0045 (12)
O9A	0.0208 (15)	0.0464 (18)	0.0349 (17)	−0.0139 (13)	0.0083 (13)	−0.0118 (13)
O10A	0.0187 (14)	0.0229 (14)	0.0322 (16)	0.0000 (11)	0.0071 (12)	−0.0056 (11)
O11A	0.0240 (14)	0.0324 (15)	0.0290 (16)	0.0104 (12)	0.0042 (13)	0.0016 (12)
O12A	0.0192 (14)	0.0340 (15)	0.0253 (15)	0.0094 (12)	−0.0025 (12)	−0.0016 (12)
O13A	0.0350 (16)	0.0160 (13)	0.0246 (15)	0.0037 (11)	−0.0073 (13)	0.0001 (11)
O14A	0.0235 (14)	0.0151 (13)	0.0265 (15)	0.0006 (11)	−0.0045 (12)	−0.0002 (11)
O15A	0.091 (3)	0.0393 (18)	0.0288 (18)	0.0010 (17)	−0.0338 (19)	0.0013 (14)
N1A	0.0325 (19)	0.0226 (18)	0.0197 (18)	−0.0064 (15)	−0.0063 (15)	0.0017 (14)
N4A	0.0167 (15)	0.0188 (16)	0.0221 (17)	0.0027 (12)	−0.0010 (14)	0.0006 (13)
N5A	0.0132 (15)	0.0244 (17)	0.0222 (17)	−0.0024 (13)	0.0001 (14)	−0.0028 (13)
N6A	0.0162 (15)	0.0192 (16)	0.0194 (16)	−0.0036 (12)	0.0015 (13)	−0.0014 (12)
N7A	0.0168 (16)	0.0209 (16)	0.0235 (17)	−0.0005 (13)	0.0025 (14)	−0.0027 (13)
N8A	0.0162 (16)	0.0192 (16)	0.0304 (18)	−0.0032 (13)	−0.0024 (14)	0.0000 (13)
N9A	0.0161 (15)	0.0156 (15)	0.0240 (17)	0.0006 (12)	0.0004 (14)	−0.0026 (12)
N10A	0.0135 (15)	0.0164 (15)	0.0251 (17)	−0.0013 (12)	0.0018 (13)	−0.0038 (13)
N11A	0.0141 (15)	0.0214 (16)	0.0250 (17)	−0.0003 (13)	−0.0025 (14)	0.0015 (13)
N12A	0.0131 (15)	0.0204 (16)	0.0219 (17)	−0.0003 (12)	0.0022 (13)	−0.0003 (13)
N13A	0.0151 (15)	0.0211 (16)	0.0195 (16)	−0.0009 (12)	0.0003 (13)	0.0010 (13)
N14A	0.0161 (16)	0.0227 (16)	0.0242 (17)	−0.0016 (13)	−0.0017 (14)	0.0043 (13)
N15A	0.0161 (16)	0.0238 (16)	0.0199 (17)	0.0020 (13)	0.0025 (14)	0.0006 (13)
N16A	0.0115 (15)	0.0227 (16)	0.0206 (16)	0.0010 (12)	−0.0007 (13)	−0.0038 (13)
N17A	0.0115 (15)	0.0236 (16)	0.0197 (16)	−0.0009 (12)	−0.0001 (13)	0.0021 (13)
N18A	0.0133 (15)	0.0248 (16)	0.0179 (16)	0.0001 (12)	0.0001 (13)	−0.0010 (13)
N19A	0.0125 (15)	0.0178 (15)	0.0272 (18)	−0.0029 (12)	−0.0025 (14)	−0.0009 (13)
N20A	0.0143 (15)	0.0221 (16)	0.0236 (17)	−0.0022 (13)	−0.0034 (14)	0.0004 (13)
N21A	0.0139 (15)	0.0160 (15)	0.0221 (16)	−0.0012 (12)	0.0008 (13)	−0.0012 (12)
N22A	0.0113 (14)	0.0229 (16)	0.0188 (16)	−0.0016 (12)	−0.0017 (13)	0.0018 (13)
N23A	0.0124 (14)	0.0170 (15)	0.0176 (16)	−0.0025 (12)	0.0024 (13)	−0.0017 (12)
N24A	0.0104 (14)	0.0200 (16)	0.0214 (17)	−0.0005 (12)	−0.0004 (13)	−0.0001 (12)
N25A	0.0125 (14)	0.0180 (15)	0.0156 (15)	0.0037 (12)	−0.0001 (13)	−0.0004 (12)
N26A	0.0121 (15)	0.0196 (16)	0.0207 (16)	−0.0001 (12)	−0.0005 (13)	0.0008 (12)
N27A	0.0146 (15)	0.0178 (15)	0.0190 (16)	0.0039 (12)	0.0016 (13)	0.0024 (12)
C1A	0.0189 (19)	0.0153 (18)	0.0188 (19)	0.0025 (14)	−0.0009 (16)	0.0044 (14)
C2A	0.0166 (18)	0.0164 (18)	0.021 (2)	−0.0005 (14)	−0.0016 (16)	0.0018 (15)
C3A	0.0202 (19)	0.0155 (18)	0.021 (2)	−0.0027 (15)	0.0060 (17)	0.0036 (15)
C4A	0.0168 (19)	0.0175 (19)	0.027 (2)	−0.0028 (15)	−0.0015 (17)	0.0002 (15)
C5A	0.0176 (19)	0.023 (2)	0.019 (2)	0.0007 (15)	−0.0028 (16)	0.0012 (15)
C6A	0.0188 (19)	0.021 (2)	0.025 (2)	−0.0049 (15)	0.0100 (17)	−0.0041 (16)
C7A	0.0173 (18)	0.0217 (19)	0.0175 (19)	−0.0014 (15)	0.0010 (16)	−0.0002 (15)
C8A	0.0185 (19)	0.0222 (19)	0.0140 (18)	0.0005 (15)	0.0004 (16)	−0.0046 (15)
C9A	0.019 (2)	0.025 (2)	0.022 (2)	−0.0030 (16)	0.0019 (17)	−0.0025 (16)
C10A	0.0175 (19)	0.023 (2)	0.0151 (18)	−0.0015 (15)	−0.0027 (16)	−0.0021 (15)
C11A	0.0168 (18)	0.0216 (19)	0.0188 (19)	−0.0023 (15)	−0.0010 (16)	−0.0032 (15)
C12A	0.0145 (18)	0.0210 (19)	0.026 (2)	0.0019 (15)	0.0025 (16)	−0.0003 (15)
C13A	0.0163 (18)	0.0184 (18)	0.021 (2)	0.0013 (15)	0.0022 (16)	−0.0038 (15)
C14A	0.0163 (18)	0.0170 (18)	0.022 (2)	−0.0011 (15)	0.0027 (16)	−0.0031 (15)
C15A	0.019 (2)	0.0198 (19)	0.023 (2)	0.0026 (15)	−0.0001 (17)	−0.0015 (15)
C16A	0.0158 (18)	0.0182 (19)	0.022 (2)	−0.0024 (15)	0.0006 (16)	−0.0021 (15)
C17A	0.0194 (19)	0.0178 (19)	0.027 (2)	0.0054 (15)	0.0023 (17)	0.0062 (16)
C18A	0.0131 (18)	0.0235 (19)	0.021 (2)	−0.0068 (15)	0.0010 (16)	−0.0002 (15)
C19A	0.0185 (19)	0.0178 (18)	0.021 (2)	0.0000 (15)	−0.0004 (16)	0.0040 (15)
C20A	0.0170 (18)	0.0167 (18)	0.0174 (19)	−0.0019 (14)	0.0002 (16)	0.0061 (14)
C21A	0.020 (2)	0.0133 (18)	0.026 (2)	0.0030 (15)	−0.0030 (17)	0.0094 (15)
C22A	0.0118 (18)	0.0241 (19)	0.0175 (19)	−0.0045 (15)	0.0033 (16)	0.0035 (15)
C23A	0.0171 (19)	0.026 (2)	0.023 (2)	−0.0039 (16)	0.0070 (17)	−0.0033 (16)
C24A	0.0153 (18)	0.0179 (19)	0.028 (2)	0.0008 (15)	−0.0042 (17)	0.0071 (15)
C25A	0.0122 (17)	0.0242 (19)	0.0132 (18)	−0.0039 (15)	0.0001 (15)	0.0028 (14)
C26A	0.0124 (17)	0.0234 (19)	0.0137 (18)	−0.0019 (15)	−0.0014 (15)	−0.0004 (14)
C27A	0.0126 (18)	0.0219 (19)	0.0125 (17)	−0.0021 (14)	−0.0031 (15)	0.0019 (14)
C28A	0.0150 (19)	0.029 (2)	0.0167 (19)	−0.0025 (16)	0.0019 (16)	−0.0005 (15)
C29A	0.0142 (18)	0.025 (2)	0.0177 (19)	0.0034 (15)	0.0019 (16)	−0.0038 (15)
C30A	0.0110 (17)	0.0176 (18)	0.0195 (19)	−0.0026 (14)	−0.0028 (15)	−0.0019 (14)
C31A	0.0130 (17)	0.0153 (18)	0.0214 (19)	0.0008 (14)	−0.0023 (16)	−0.0031 (14)
C32A	0.0146 (18)	0.0123 (17)	0.0205 (19)	0.0002 (14)	−0.0021 (16)	−0.0024 (14)
C33A	0.0126 (17)	0.0103 (17)	0.023 (2)	−0.0024 (14)	−0.0039 (16)	−0.0017 (14)
C34A	0.019 (2)	0.0172 (18)	0.022 (2)	0.0062 (15)	−0.0017 (17)	−0.0047 (15)
C35A	0.0158 (18)	0.0202 (19)	0.022 (2)	0.0058 (15)	−0.0027 (16)	0.0002 (15)
C36A	0.0109 (17)	0.0207 (19)	0.023 (2)	−0.0019 (14)	−0.0013 (16)	0.0003 (15)
O16B	0.039 (2)	0.116 (3)	0.062 (3)	0.015 (2)	0.004 (2)	0.026 (2)
O17B	0.063 (2)	0.0304 (19)	0.120 (4)	−0.0052 (17)	0.014 (2)	0.015 (2)
O18B	0.071 (3)	0.061 (2)	0.090 (3)	0.005 (2)	0.000 (2)	0.012 (2)
N2B	0.037 (2)	0.033 (2)	0.074 (3)	0.0101 (19)	0.008 (2)	0.005 (2)
O19B	0.0298 (15)	0.0346 (16)	0.0304 (16)	−0.0038 (13)	0.0062 (13)	0.0059 (12)
O20B	0.058 (2)	0.0225 (16)	0.047 (2)	0.0055 (14)	0.0009 (17)	−0.0018 (13)
O21B	0.0202 (14)	0.0467 (18)	0.0298 (16)	0.0010 (13)	0.0048 (13)	−0.0004 (13)
N3B	0.0278 (19)	0.032 (2)	0.0149 (16)	−0.0007 (15)	−0.0062 (15)	0.0015 (14)
O19A	0.0395 (18)	0.0464 (18)	0.0409 (19)	−0.0217 (15)	−0.0048 (15)	0.0045 (15)
O20A	0.059 (2)	0.0227 (16)	0.0452 (19)	−0.0012 (14)	−0.0025 (17)	−0.0048 (13)
O21A	0.0336 (18)	0.0471 (19)	0.056 (2)	0.0099 (15)	0.0060 (16)	−0.0039 (16)
N3A	0.0308 (19)	0.0277 (19)	0.0186 (17)	−0.0026 (15)	0.0007 (15)	−0.0011 (14)
O16A	0.0315 (18)	0.066 (2)	0.074 (3)	−0.0070 (16)	−0.0174 (19)	0.0213 (19)
O17A	0.072 (3)	0.051 (2)	0.073 (3)	−0.005 (2)	0.005 (2)	−0.0041 (19)
O18A	0.0312 (17)	0.063 (2)	0.0327 (18)	0.0064 (16)	0.0012 (14)	0.0125 (15)
N2A	0.0233 (19)	0.053 (2)	0.033 (2)	−0.0084 (18)	0.0037 (17)	0.0140 (18)
O15W	0.0251 (15)	0.0420 (17)	0.0403 (18)	−0.0014 (13)	−0.0071 (14)	−0.0045 (14)
O1W	0.0324 (16)	0.0225 (14)	0.0418 (18)	0.0032 (12)	0.0070 (14)	0.0011 (12)
O17W	0.033 (3)	0.094 (5)	0.124 (6)	−0.009 (3)	0.005 (3)	0.046 (4)
O3W	0.0174 (14)	0.0448 (17)	0.0361 (17)	0.0048 (12)	−0.0038 (13)	0.0002 (13)
O23W	0.038 (7)	0.111 (9)	0.154 (13)	0.011 (7)	0.007 (10)	0.013 (11)
O2W	0.0188 (13)	0.0245 (14)	0.0353 (16)	−0.0014 (11)	−0.0041 (12)	0.0022 (12)
O21W	0.070 (6)	0.066 (4)	0.069 (6)	−0.020 (4)	0.024 (5)	−0.012 (4)
O19W	0.059 (2)	0.060 (2)	0.081 (3)	−0.0130 (18)	0.036 (2)	−0.013 (2)
O14W	0.0380 (19)	0.085 (3)	0.049 (2)	0.0254 (17)	−0.0152 (17)	−0.0354 (19)
O6W	0.054 (3)	0.102 (3)	0.083 (3)	−0.006 (3)	−0.017 (2)	0.024 (3)
O16W	0.0255 (15)	0.0321 (16)	0.0445 (18)	−0.0042 (12)	0.0037 (14)	−0.0033 (13)
O4W	0.0185 (14)	0.0427 (17)	0.0325 (16)	0.0001 (12)	−0.0091 (13)	0.0033 (13)
O18W	0.028 (8)	0.094 (10)	0.134 (11)	−0.007 (8)	0.021 (9)	0.045 (9)
O5W	0.056 (8)	0.040 (7)	0.035 (7)	−0.008 (6)	0.011 (6)	−0.007 (5)
O10W	0.0260 (15)	0.0349 (16)	0.0359 (17)	−0.0024 (12)	−0.0043 (13)	0.0050 (13)
O20W	0.082 (11)	0.070 (7)	0.076 (11)	−0.003 (8)	0.019 (8)	−0.026 (8)
O11W	0.0243 (14)	0.0309 (15)	0.0264 (15)	0.0040 (12)	0.0037 (12)	0.0001 (12)
O22W	0.032 (4)	0.116 (6)	0.160 (11)	−0.011 (4)	−0.011 (6)	0.072 (7)
O12W	0.0298 (16)	0.0336 (16)	0.051 (2)	0.0051 (13)	0.0021 (15)	0.0091 (14)
O25W	0.054 (2)	0.160 (4)	0.053 (3)	−0.008 (3)	0.005 (2)	0.026 (3)
O13W	0.0425 (19)	0.0503 (19)	0.052 (2)	−0.0060 (15)	−0.0046 (17)	0.0181 (16)
O24W	0.0298 (18)	0.056 (2)	0.106 (3)	−0.0114 (16)	−0.006 (2)	0.014 (2)

Geometric parameters (Å, º) top

Pr1A—O1WA	2.544 (2)	Pr1B—O1WB	2.553 (3)
Pr1A—O2WA	2.449 (3)	Pr1B—O2WB	2.438 (2)
Pr1A—O3WA	2.442 (2)	Pr1B—O3WB	2.448 (2)
Pr1B—O4WB	2.527 (3)	Pr1B—O4WB	2.527 (3)
Pr1A—O5A	2.493 (2)	Pr1B—O5B	2.519 (2)
Pr1A—O5WA	2.483 (2)	Pr1B—O5WB	2.476 (2)
Pr1A—O6A	2.466 (2)	Pr1B—O6B	2.460 (2)
Pr1A—O13A	2.571 (2)	Pr1B—O13B	2.651 (3)
Pr1A—O14A	2.613 (2)	Pr1B—O14B	2.572 (2)

O2WA—Pr1A—O1WA	68.01 (9)	O2WB—Pr1B—O13B	68.61 (8)
O2WA—Pr1A—O4WA	77.25 (8)	O2WB—Pr1B—O3WB	84.55 (8)
O2WA—Pr1A—O5WA	67.92 (8)	O2WB—Pr1B—O6B	96.37 (8)
O2WA—Pr1A—O6A	84.64 (8)	O2WB—Pr1B—O1WB	67.77 (9)
O3WA—Pr1A—O1WA	73.57 (9)	O2WB—Pr1B—O5WB	71.46 (8)
O3WA—Pr1A—O2WA	93.13 (9)	O3WB—Pr1B—O5WB	71.21 (8)
O3WA—Pr1A—O5WA	70.71 (8)	O3WB—Pr1B—O5B	78.97 (8)
O3WA—Pr1A—O5A	77.35 (8)	O3WB—Pr1B—O4WB	76.07 (9)
O3WA—Pr1A—O13A	73.92 (8)	O3WB—Pr1B—O1WB	71.69 (9)
O4WA—Pr1A—O13A	88.91 (8)	O3WB—Pr1B—O1WB	71.69 (9)
O4WA—Pr1A—O14A	65.33 (8)	O4WB—Pr1B—O14B	65.36 (8)
O5WA—Pr1A—O4WA	71.24 (8)	O5B—Pr1B—O4WB	70.75 (8)
O5WA—Pr1A—O13A	70.72 (8)	O5B—Pr1B—O1WB	71.12 (9)
O5A—Pr1A—O1WA	72.17 (8)	O5WB—Pr1B—O4WB	69.88 (8)
O5A—Pr1A—O13A	76.26 (8)	O5WB—Pr1B—O14B	82.62 (8)
O5A—Pr1A—O14A	71.00 (8)	O5WB—Pr1B—O13B	71.53 (8)
O6A—Pr1A—O1WA	74.26 (8)	O6B—Pr1B—O1WB	75.85 (9)
O6A—Pr1A—O4WA	70.85 (8)	O6B—Pr1B—O5B	77.22 (8)
O6A—Pr1A—O5A	82.86 (8)	O6B—Pr1B—O14B	71.49 (8)
O6A—Pr1A—O14A	78.55 (7)	O6B—Pr1B—O13B	71.15 (8)
O13A—Pr1A—O14A	49.19 (7)	O14B—Pr1B—O13B	48.49 (8)

Pr1B—O13B—N1B—O15B	−171.1 (3)	Pr1A—O14A—N1A—O15A	177.0 (3)
Pr1B—O13B—N1B—O14B	6.9 (3)	Pr1A—O14A—N1A—O13A	−1.7 (3)
Pr1B—O14B—N1B—O15B	170.8 (2)	Pr1A—O13A—N1A—O15A	−177.0 (3)
Pr1B—O14B—N1B—O13B	−7.1 (3)	Pr1A—O13A—N1A—O14A	1.7 (3)
C4B—N5B—C1B—N4B	110.1 (3)	C4A—N5A—C1A—N4A	−108.5 (3)
C35B—N5B—C1B—N4B	−85.0 (4)	C35A—N5A—C1A—N4A	79.6 (4)
C4B—N5B—C1B—C2B	−1.6 (3)	C4A—N5A—C1A—C2A	3.1 (4)
C35B—N5B—C1B—C2B	163.2 (3)	C35A—N5A—C1A—C2A	−168.9 (3)
C3B—N4B—C1B—N5B	−116.9 (3)	C3A—N4A—C1A—N5A	118.6 (3)
C36B—N4B—C1B—N5B	65.3 (4)	C36A—N4A—C1A—N5A	−68.1 (4)
C3B—N4B—C1B—C2B	−4.6 (3)	C3A—N4A—C1A—C2A	6.8 (4)
C36B—N4B—C1B—C2B	177.5 (3)	C36A—N4A—C1A—C2A	−179.9 (3)
C3B—N7B—C2B—N6B	104.4 (3)	C3A—N7A—C2A—N6A	−108.1 (3)
C6B—N7B—C2B—N6B	−67.2 (4)	C6A—N7A—C2A—N6A	67.4 (4)
C3B—N7B—C2B—C1B	−6.0 (4)	C3A—N7A—C2A—C1A	3.2 (4)
C6B—N7B—C2B—C1B	−177.6 (3)	C6A—N7A—C2A—C1A	178.7 (3)
C4B—N6B—C2B—N7B	−117.7 (3)	C4A—N6A—C2A—N7A	118.9 (3)
C5B—N6B—C2B—N7B	82.5 (4)	C5A—N6A—C2A—N7A	−84.5 (4)
C4B—N6B—C2B—C1B	−7.0 (3)	C4A—N6A—C2A—C1A	7.6 (4)
C5B—N6B—C2B—C1B	−166.8 (3)	C5A—N6A—C2A—C1A	164.2 (3)
N5B—C1B—C2B—N7B	125.2 (3)	N5A—C1A—C2A—N7A	−126.2 (3)
N4B—C1B—C2B—N7B	6.0 (3)	N4A—C1A—C2A—N7A	−5.7 (3)
N5B—C1B—C2B—N6B	4.9 (3)	N5A—C1A—C2A—N6A	−6.1 (3)
N4B—C1B—C2B—N6B	−114.2 (3)	N4A—C1A—C2A—N6A	114.3 (3)
C2B—N7B—C3B—O1B	−179.6 (3)	C36A—N4A—C3A—O1A	−3.0 (5)
C6B—N7B—C3B—O1B	−7.6 (5)	C1A—N4A—C3A—O1A	170.5 (3)
C2B—N7B—C3B—N4B	3.4 (4)	C36A—N4A—C3A—N7A	−178.6 (3)
C6B—N7B—C3B—N4B	175.4 (3)	C1A—N4A—C3A—N7A	−5.1 (4)
C36B—N4B—C3B—O1B	2.0 (5)	C6A—N7A—C3A—O1A	9.7 (5)
C1B—N4B—C3B—O1B	−175.9 (3)	C2A—N7A—C3A—O1A	−174.7 (3)
C36B—N4B—C3B—N7B	179.0 (3)	C6A—N7A—C3A—N4A	−174.8 (3)
C1B—N4B—C3B—N7B	1.1 (4)	C2A—N7A—C3A—N4A	0.9 (4)
C5B—N6B—C4B—O9B	−10.9 (5)	C5A—N6A—C4A—O9A	16.0 (6)
C2B—N6B—C4B—O9B	−171.4 (3)	C2A—N6A—C4A—O9A	173.4 (3)
C5B—N6B—C4B—N5B	166.8 (3)	C5A—N6A—C4A—N5A	−163.4 (3)
C2B—N6B—C4B—N5B	6.3 (4)	C2A—N6A—C4A—N5A	−6.0 (4)
C1B—N5B—C4B—O9B	175.1 (3)	C1A—N5A—C4A—O9A	−177.8 (3)
C35B—N5B—C4B—O9B	10.0 (5)	C35A—N5A—C4A—O9A	−5.8 (6)
C1B—N5B—C4B—N6B	−2.7 (4)	C1A—N5A—C4A—N6A	1.6 (4)
C35B—N5B—C4B—N6B	−167.8 (3)	C35A—N5A—C4A—N6A	173.7 (3)
C10B—N9B—C5B—N6B	−110.6 (4)	C10A—N9A—C5A—N6A	111.7 (4)
C7B—N9B—C5B—N6B	79.2 (4)	C7A—N9A—C5A—N6A	−79.4 (4)
C4B—N6B—C5B—N9B	108.8 (3)	C4A—N6A—C5A—N9A	−111.3 (4)
C2B—N6B—C5B—N9B	−93.0 (4)	C2A—N6A—C5A—N9A	94.1 (4)
C9B—N8B—C6B—N7B	107.3 (4)	C9A—N8A—C6A—N7A	−106.1 (4)
C7B—N8B—C6B—N7B	−94.4 (4)	C7A—N8A—C6A—N7A	93.4 (4)
C3B—N7B—C6B—N8B	−94.6 (4)	C3A—N7A—C6A—N8A	100.6 (4)
C2B—N7B—C6B—N8B	76.4 (4)	C2A—N7A—C6A—N8A	−74.5 (4)
C9B—N8B—C7B—N9B	−111.9 (3)	C10A—N9A—C7A—N8A	−116.5 (3)
C6B—N8B—C7B—N9B	87.9 (4)	C5A—N9A—C7A—N8A	73.4 (4)
C9B—N8B—C7B—C8B	−0.8 (4)	C10A—N9A—C7A—C8A	−5.2 (4)
C6B—N8B—C7B—C8B	−160.9 (3)	C5A—N9A—C7A—C8A	−175.3 (3)
C10B—N9B—C7B—N8B	116.1 (3)	C9A—N8A—C7A—N9A	109.0 (3)
C5B—N9B—C7B—N8B	−72.8 (4)	C6A—N8A—C7A—N9A	−88.8 (4)
C10B—N9B—C7B—C8B	4.4 (4)	C9A—N8A—C7A—C8A	−2.2 (4)
C5B—N9B—C7B—C8B	175.6 (3)	C6A—N8A—C7A—C8A	159.9 (3)
C10B—N10B—C8B—N11B	−110.4 (3)	C10A—N10A—C8A—N11A	110.6 (3)
C11B—N10B—C8B—N11B	81.1 (4)	C11A—N10A—C8A—N11A	−80.3 (4)
C10B—N10B—C8B—C7B	1.1 (4)	C10A—N10A—C8A—C7A	−1.0 (4)
C11B—N10B—C8B—C7B	−167.5 (3)	C11A—N10A—C8A—C7A	168.1 (3)
C9B—N11B—C8B—N10B	118.2 (3)	C9A—N11A—C8A—N10A	−113.7 (3)
C12B—N11B—C8B—N10B	−78.8 (4)	C12A—N11A—C8A—N10A	77.3 (4)
C9B—N11B—C8B—C7B	6.4 (4)	C9A—N11A—C8A—C7A	−2.0 (4)
C12B—N11B—C8B—C7B	169.4 (3)	C12A—N11A—C8A—C7A	−170.9 (3)
N8B—C7B—C8B—N10B	−122.6 (3)	N9A—C7A—C8A—N10A	3.5 (3)
N9B—C7B—C8B—N10B	−3.1 (3)	N8A—C7A—C8A—N10A	122.3 (3)
N8B—C7B—C8B—N11B	−3.3 (3)	N9A—C7A—C8A—N11A	−116.4 (3)
N9B—C7B—C8B—N11B	116.2 (3)	N8A—C7A—C8A—N11A	2.4 (3)
C6B—N8B—C9B—O2B	−14.3 (6)	C12A—N11A—C9A—O2A	−9.4 (6)
C7B—N8B—C9B—O2B	−174.5 (4)	C8A—N11A—C9A—O2A	−178.2 (4)
C6B—N8B—C9B—N11B	165.0 (3)	C12A—N11A—C9A—N8A	169.5 (3)
C7B—N8B—C9B—N11B	4.8 (4)	C8A—N11A—C9A—N8A	0.7 (4)
C12B—N11B—C9B—O2B	9.1 (6)	C6A—N8A—C9A—O2A	17.7 (6)
C8B—N11B—C9B—O2B	172.1 (4)	C7A—N8A—C9A—O2A	180.0 (4)
C12B—N11B—C9B—N8B	−170.1 (3)	C6A—N8A—C9A—N11A	−161.2 (3)
C8B—N11B—C9B—N8B	−7.2 (4)	C7A—N8A—C9A—N11A	1.1 (4)
C5B—N9B—C10B—O10B	4.6 (6)	C5A—N9A—C10A—O10A	−4.9 (6)
C7B—N9B—C10B—O10B	175.7 (4)	C7A—N9A—C10A—O10A	−174.8 (3)
C5B—N9B—C10B—N10B	−175.0 (3)	C5A—N9A—C10A—N10A	174.7 (3)
C7B—N9B—C10B—N10B	−3.9 (4)	C7A—N9A—C10A—N10A	4.8 (4)
C11B—N10B—C10B—O10B	−9.4 (6)	C8A—N10A—C10A—O10A	177.4 (3)
C8B—N10B—C10B—O10B	−178.0 (3)	C11A—N10A—C10A—O10A	8.2 (6)
C11B—N10B—C10B—N9B	170.2 (3)	C8A—N10A—C10A—N9A	−2.2 (4)
C8B—N10B—C10B—N9B	1.6 (4)	C11A—N10A—C10A—N9A	−171.4 (3)
C10B—N10B—C11B—N12B	105.6 (4)	C16A—N12A—C11A—N10A	93.6 (4)
C8B—N10B—C11B—N12B	−87.0 (4)	C13A—N12A—C11A—N10A	−82.1 (4)
C16B—N12B—C11B—N10B	−101.7 (4)	C10A—N10A—C11A—N12A	−105.1 (4)
C13B—N12B—C11B—N10B	82.6 (4)	C8A—N10A—C11A—N12A	87.0 (4)
C9B—N11B—C12B—N13B	−112.7 (4)	C15A—N13A—C12A—N11A	−115.7 (3)
C8B—N11B—C12B—N13B	86.1 (4)	C13A—N13A—C12A—N11A	89.9 (4)
C15B—N13B—C12B—N11B	108.2 (4)	C9A—N11A—C12A—N13A	105.9 (4)
C13B—N13B—C12B—N11B	−88.0 (4)	C8A—N11A—C12A—N13A	−86.3 (4)
C15B—N13B—C13B—N12B	−115.3 (3)	C16A—N12A—C13A—N13A	−101.8 (3)
C12B—N13B—C13B—N12B	79.4 (4)	C11A—N12A—C13A—N13A	74.3 (4)
C15B—N13B—C13B—C14B	−4.2 (4)	C16A—N12A—C13A—C14A	9.5 (4)
C12B—N13B—C13B—C14B	−169.5 (3)	C11A—N12A—C13A—C14A	−174.4 (3)
C16B—N12B—C13B—N13B	107.9 (3)	C15A—N13A—C13A—N12A	124.0 (3)
C11B—N12B—C13B—N13B	−76.0 (4)	C12A—N13A—C13A—N12A	−79.4 (4)
C16B—N12B—C13B—C14B	−3.2 (3)	C15A—N13A—C13A—C14A	12.7 (4)
C11B—N12B—C13B—C14B	172.9 (3)	C12A—N13A—C13A—C14A	169.2 (3)
C16B—N15B—C14B—N14B	−116.4 (3)	C15A—N14A—C14A—N15A	−103.3 (4)
C18B—N15B—C14B—N14B	68.0 (4)	C17A—N14A—C14A—N15A	68.5 (4)
C16B—N15B—C14B—C13B	−4.8 (4)	C15A—N14A—C14A—C13A	8.0 (4)
C18B—N15B—C14B—C13B	179.6 (3)	C17A—N14A—C14A—C13A	179.7 (3)
C15B—N14B—C14B—N15B	107.6 (3)	C16A—N15A—C14A—N14A	122.4 (3)
C17B—N14B—C14B—N15B	−78.4 (4)	C18A—N15A—C14A—N14A	−78.7 (4)
C15B—N14B—C14B—C13B	−4.0 (4)	C16A—N15A—C14A—C13A	11.1 (4)
C17B—N14B—C14B—C13B	169.9 (3)	C18A—N15A—C14A—C13A	170.0 (3)
N13B—C13B—C14B—N15B	−115.4 (3)	N12A—C13A—C14A—N14A	−132.1 (3)
N12B—C13B—C14B—N15B	4.6 (3)	N13A—C13A—C14A—N14A	−11.9 (3)
N13B—C13B—C14B—N14B	4.7 (3)	N12A—C13A—C14A—N15A	−11.7 (3)
N12B—C13B—C14B—N14B	124.6 (3)	N13A—C13A—C14A—N15A	108.5 (3)
C13B—N13B—C15B—O3B	−176.1 (3)	C17A—N14A—C15A—O3A	10.3 (6)
C12B—N13B—C15B—O3B	−10.8 (5)	C14A—N14A—C15A—O3A	−177.9 (3)
C13B—N13B—C15B—N14B	1.9 (4)	C17A—N14A—C15A—N13A	−172.2 (3)
C12B—N13B—C15B—N14B	167.2 (3)	C14A—N14A—C15A—N13A	−0.4 (4)
C17B—N14B—C15B—O3B	5.6 (6)	C12A—N13A—C15A—O3A	12.2 (5)
C14B—N14B—C15B—O3B	179.6 (3)	C13A—N13A—C15A—O3A	169.2 (3)
C17B—N14B—C15B—N13B	−172.4 (3)	C12A—N13A—C15A—N14A	−165.3 (3)
C14B—N14B—C15B—N13B	1.6 (4)	C13A—N13A—C15A—N14A	−8.3 (4)
C14B—N15B—C16B—O11B	−174.3 (3)	C13A—N12A—C16A—O11A	178.8 (3)
C18B—N15B—C16B—O11B	1.4 (6)	C11A—N12A—C16A—O11A	2.5 (5)
C14B—N15B—C16B—N12B	2.9 (4)	C13A—N12A—C16A—N15A	−2.9 (4)
C18B—N15B—C16B—N12B	178.6 (3)	C11A—N12A—C16A—N15A	−179.2 (3)
C11B—N12B—C16B—O11B	1.5 (5)	C14A—N15A—C16A—O11A	172.6 (3)
C13B—N12B—C16B—O11B	177.7 (3)	C18A—N15A—C16A—O11A	13.2 (5)
C11B—N12B—C16B—N15B	−175.7 (3)	C14A—N15A—C16A—N12A	−5.7 (4)
C13B—N12B—C16B—N15B	0.5 (4)	C18A—N15A—C16A—N12A	−165.1 (3)
C15B—N14B—C17B—N17B	−91.9 (4)	C15A—N14A—C17A—N17A	88.9 (4)
C14B—N14B—C17B—N17B	94.7 (4)	C14A—N14A—C17A—N17A	−82.0 (4)
C21B—N17B—C17B—N14B	92.7 (4)	C21A—N17A—C17A—N14A	−101.1 (4)
C19B—N17B—C17B—N14B	−81.9 (4)	C19A—N17A—C17A—N14A	94.4 (4)
C16B—N15B—C18B—N16B	100.9 (4)	C22A—N16A—C18A—N15A	96.8 (4)
C14B—N15B—C18B—N16B	−83.9 (4)	C19A—N16A—C18A—N15A	−82.5 (4)
C22B—N16B—C18B—N15B	−100.7 (4)	C16A—N15A—C18A—N16A	−109.6 (4)
C19B—N16B—C18B—N15B	95.7 (4)	C14A—N15A—C18A—N16A	93.4 (4)
C21B—N17B—C19B—N16B	−109.0 (3)	C22A—N16A—C19A—N17A	−110.8 (3)
C17B—N17B—C19B—N16B	66.0 (4)	C18A—N16A—C19A—N17A	68.6 (4)
C21B—N17B—C19B—C20B	1.8 (4)	C22A—N16A—C19A—C20A	1.0 (4)
C17B—N17B—C19B—C20B	176.8 (3)	C18A—N16A—C19A—C20A	−179.6 (3)
C22B—N16B—C19B—N17B	116.9 (3)	C21A—N17A—C19A—N16A	114.8 (3)
C18B—N16B—C19B—N17B	−78.1 (4)	C17A—N17A—C19A—N16A	−79.4 (4)
C22B—N16B—C19B—C20B	5.8 (4)	C21A—N17A—C19A—C20A	3.3 (4)
C18B—N16B—C19B—C20B	170.9 (3)	C17A—N17A—C19A—C20A	169.1 (3)
C22B—N18B—C20B—N19B	−108.2 (3)	C22A—N18A—C20A—N19A	112.4 (3)
C23B—N18B—C20B—N19B	82.1 (4)	C23A—N18A—C20A—N19A	−82.5 (4)
C22B—N18B—C20B—C19B	3.1 (4)	C22A—N18A—C20A—C19A	1.5 (4)
C23B—N18B—C20B—C19B	−166.5 (3)	C23A—N18A—C20A—C19A	166.6 (3)
C21B—N19B—C20B—N18B	119.1 (3)	C21A—N19A—C20A—N18A	−114.1 (3)
C24B—N19B—C20B—N18B	−76.9 (4)	C24A—N19A—C20A—N18A	77.8 (4)
C21B—N19B—C20B—C19B	7.4 (4)	C21A—N19A—C20A—C19A	−2.9 (4)
C24B—N19B—C20B—C19B	171.4 (3)	C24A—N19A—C20A—C19A	−171.0 (3)
N17B—C19B—C20B—N18B	−124.9 (3)	N16A—C19A—C20A—N18A	−1.4 (3)
N16B—C19B—C20B—N18B	−5.1 (3)	N17A—C19A—C20A—N18A	118.6 (3)
N17B—C19B—C20B—N19B	−5.3 (3)	N16A—C19A—C20A—N19A	−120.3 (3)
N16B—C19B—C20B—N19B	114.5 (3)	N17A—C19A—C20A—N19A	−0.2 (3)
C24B—N19B—C21B—O4B	5.6 (5)	C19A—N17A—C21A—O4A	173.6 (3)
C20B—N19B—C21B—O4B	169.8 (3)	C17A—N17A—C21A—O4A	7.6 (5)
C24B—N19B—C21B—N17B	−170.8 (3)	C19A—N17A—C21A—N19A	−5.3 (4)
C20B—N19B—C21B—N17B	−6.6 (4)	C17A—N17A—C21A—N19A	−171.4 (3)
C17B—N17B—C21B—O4B	11.2 (5)	C24A—N19A—C21A—O4A	−5.5 (5)
C19B—N17B—C21B—O4B	−173.7 (3)	C20A—N19A—C21A—O4A	−173.8 (3)
C17B—N17B—C21B—N19B	−172.3 (3)	C24A—N19A—C21A—N17A	173.4 (3)
C19B—N17B—C21B—N19B	2.8 (4)	C20A—N19A—C21A—N17A	5.1 (4)
C23B—N18B—C22B—O12B	−8.8 (6)	C19A—N16A—C22A—O12A	−178.9 (3)
C20B—N18B—C22B—O12B	−178.6 (3)	C18A—N16A—C22A—O12A	1.7 (5)
C23B—N18B—C22B—N16B	170.2 (3)	C19A—N16A—C22A—N18A	−0.1 (4)
C20B—N18B—C22B—N16B	0.4 (4)	C18A—N16A—C22A—N18A	−179.5 (3)
C18B—N16B—C22B—O12B	9.6 (6)	C20A—N18A—C22A—O12A	177.8 (3)
C19B—N16B—C22B—O12B	174.8 (3)	C23A—N18A—C22A—O12A	12.6 (5)
C18B—N16B—C22B—N18B	−169.4 (3)	C20A—N18A—C22A—N16A	−0.9 (4)
C19B—N16B—C22B—N18B	−4.2 (4)	C23A—N18A—C22A—N16A	−166.1 (3)
C22B—N18B—C23B—N20B	103.4 (4)	C28A—N20A—C23A—N18A	109.9 (4)
C20B—N18B—C23B—N20B	−88.1 (4)	C25A—N20A—C23A—N18A	−83.9 (4)
C28B—N20B—C23B—N18B	−108.8 (4)	C22A—N18A—C23A—N20A	−107.5 (4)
C25B—N20B—C23B—N18B	83.7 (4)	C20A—N18A—C23A—N20A	88.9 (4)
C21B—N19B—C24B—N21B	−114.2 (3)	C21A—N19A—C24A—N21A	109.7 (4)
C20B—N19B—C24B—N21B	83.4 (4)	C20A—N19A—C24A—N21A	−83.4 (4)
C27B—N21B—C24B—N19B	116.2 (3)	C27A—N21A—C24A—N19A	−109.3 (4)
C25B—N21B—C24B—N19B	−89.3 (4)	C25A—N21A—C24A—N19A	86.9 (4)
C28B—N20B—C25B—N21B	110.8 (3)	C28A—N20A—C25A—N21A	−114.8 (3)
C23B—N20B—C25B—N21B	−80.5 (4)	C23A—N20A—C25A—N21A	77.7 (4)
C28B—N20B—C25B—C26B	−0.6 (4)	C28A—N20A—C25A—C26A	−3.2 (4)
C23B—N20B—C25B—C26B	168.1 (3)	C23A—N20A—C25A—C26A	−170.7 (3)
C27B—N21B—C25B—N20B	−117.5 (3)	C27A—N21A—C25A—N20A	113.5 (3)
C24B—N21B—C25B—N20B	85.3 (4)	C24A—N21A—C25A—N20A	−81.1 (4)
C27B—N21B—C25B—C26B	−6.3 (4)	C27A—N21A—C25A—C26A	1.8 (4)
C24B—N21B—C25B—C26B	−163.4 (3)	C24A—N21A—C25A—C26A	167.2 (3)
C27B—N23B—C26B—N22B	108.9 (3)	C27A—N23A—C26A—N22A	−111.0 (3)
C30B—N23B—C26B—N22B	−75.4 (4)	C30A—N23A—C26A—N22A	78.4 (4)
C27B—N23B—C26B—C25B	−2.6 (4)	C27A—N23A—C26A—C25A	0.8 (4)
C30B—N23B—C26B—C25B	173.1 (3)	C30A—N23A—C26A—C25A	−169.8 (3)
C28B—N22B—C26B—N23B	−119.8 (3)	C28A—N22A—C26A—N23A	118.3 (3)
C29B—N22B—C26B—N23B	83.6 (4)	C29A—N22A—C26A—N23A	−76.4 (4)
C28B—N22B—C26B—C25B	−8.7 (4)	C28A—N22A—C26A—C25A	6.8 (4)
C29B—N22B—C26B—C25B	−165.2 (3)	C29A—N22A—C26A—C25A	172.1 (3)
N20B—C25B—C26B—N23B	124.2 (3)	N20A—C25A—C26A—N23A	−121.4 (3)
N21B—C25B—C26B—N23B	5.1 (3)	N21A—C25A—C26A—N23A	−1.5 (3)
N20B—C25B—C26B—N22B	5.4 (3)	N20A—C25A—C26A—N22A	−2.0 (3)
N21B—C25B—C26B—N22B	−113.6 (3)	N21A—C25A—C26A—N22A	117.9 (3)
Pr1B—O5B—C27B—N23B	54.7 (6)	Pr1A—O5A—C27A—N23A	−28.3 (7)
Pr1B—O5B—C27B—N21B	−126.2 (4)	Pr1A—O5A—C27A—N21A	152.9 (3)
C30B—N23B—C27B—O5B	2.4 (5)	C30A—N23A—C27A—O5A	−8.2 (5)
C26B—N23B—C27B—O5B	178.0 (3)	C26A—N23A—C27A—O5A	−178.6 (3)
C30B—N23B—C27B—N21B	−176.8 (3)	C30A—N23A—C27A—N21A	170.8 (3)
C26B—N23B—C27B—N21B	−1.2 (4)	C26A—N23A—C27A—N21A	0.3 (4)
C24B—N21B—C27B—O5B	−17.6 (5)	C24A—N21A—C27A—O5A	12.2 (5)
C25B—N21B—C27B—O5B	−174.3 (3)	C25A—N21A—C27A—O5A	177.6 (3)
C24B—N21B—C27B—N23B	161.6 (3)	C24A—N21A—C27A—N23A	−166.8 (3)
C25B—N21B—C27B—N23B	4.9 (4)	C25A—N21A—C27A—N23A	−1.4 (4)
C25B—N20B—C28B—O7B	174.6 (3)	C29A—N22A—C28A—O7A	4.6 (6)
C23B—N20B—C28B—O7B	6.0 (6)	C26A—N22A—C28A—O7A	170.1 (4)
C25B—N20B—C28B—N22B	−4.8 (4)	C29A—N22A—C28A—N20A	−174.5 (3)
C23B—N20B—C28B—N22B	−173.4 (3)	C26A—N22A—C28A—N20A	−9.0 (4)
C29B—N22B—C28B—O7B	−14.2 (6)	C25A—N20A—C28A—O7A	−171.6 (4)
C26B—N22B—C28B—O7B	−170.7 (4)	C23A—N20A—C28A—O7A	−3.9 (6)
C29B—N22B—C28B—N20B	165.2 (3)	C25A—N20A—C28A—N22A	7.6 (4)
C26B—N22B—C28B—N20B	8.7 (4)	C23A—N20A—C28A—N22A	175.2 (3)
C34B—N24B—C29B—N22B	−104.7 (4)	C28A—N22A—C29A—N24A	−110.0 (4)
C31B—N24B—C29B—N22B	82.0 (4)	C26A—N22A—C29A—N24A	86.2 (4)
C28B—N22B—C29B—N24B	112.1 (4)	C34A—N24A—C29A—N22A	111.2 (3)
C26B—N22B—C29B—N24B	−93.9 (4)	C31A—N24A—C29A—N22A	−88.7 (4)
C27B—N23B—C30B—N25B	−100.6 (4)	C27A—N23A—C30A—N25A	100.4 (4)
C26B—N23B—C30B—N25B	84.2 (4)	C26A—N23A—C30A—N25A	−90.1 (4)
C33B—N25B—C30B—N23B	90.8 (4)	C33A—N25A—C30A—N23A	−98.8 (4)
C31B—N25B—C30B—N23B	−91.8 (4)	C31A—N25A—C30A—N23A	88.1 (4)
C33B—N25B—C31B—N24B	−104.3 (3)	C33A—N25A—C31A—N24A	109.5 (3)
C30B—N25B—C31B—N24B	78.1 (4)	C30A—N25A—C31A—N24A	−76.7 (4)
C33B—N25B—C31B—C32B	6.2 (4)	C33A—N25A—C31A—C32A	−1.7 (3)
C30B—N25B—C31B—C32B	−171.4 (3)	C30A—N25A—C31A—C32A	172.1 (3)
C34B—N24B—C31B—N25B	117.5 (3)	C34A—N24A—C31A—N25A	−119.0 (3)
C29B—N24B—C31B—N25B	−68.6 (4)	C29A—N24A—C31A—N25A	79.1 (4)
C34B—N24B—C31B—C32B	7.1 (4)	C34A—N24A—C31A—C32A	−8.3 (4)
C29B—N24B—C31B—C32B	−179.0 (3)	C29A—N24A—C31A—C32A	−170.2 (3)
C34B—N26B—C32B—N27B	−108.0 (3)	C34A—N26A—C32A—N27A	111.7 (3)
C35B—N26B—C32B—N27B	69.7 (4)	C35A—N26A—C32A—N27A	−71.1 (4)
C34B—N26B—C32B—C31B	3.2 (4)	C34A—N26A—C32A—C31A	−0.3 (3)
C35B—N26B—C32B—C31B	−179.1 (3)	C35A—N26A—C32A—C31A	176.9 (3)
C33B—N27B—C32B—N26B	117.4 (3)	C33A—N27A—C32A—N26A	−116.2 (3)
C36B—N27B—C32B—N26B	−88.2 (4)	C36A—N27A—C32A—N26A	79.9 (4)
C33B—N27B—C32B—C31B	6.2 (4)	C33A—N27A—C32A—C31A	−4.4 (3)
C36B—N27B—C32B—C31B	160.6 (3)	C36A—N27A—C32A—C31A	−168.4 (3)
N25B—C31B—C32B—N26B	−125.6 (3)	N25A—C31A—C32A—N26A	123.7 (3)
N24B—C31B—C32B—N26B	−5.9 (3)	N24A—C31A—C32A—N26A	4.9 (3)
N25B—C31B—C32B—N27B	−7.1 (3)	N25A—C31A—C32A—N27A	3.5 (3)
N24B—C31B—C32B—N27B	112.6 (3)	N24A—C31A—C32A—N27A	−115.3 (3)
Pr1B—O6B—C33B—N27B	154.6 (6)	Pr1A—O6A—C33A—N25A	36.4 (7)
Pr1B—O6B—C33B—N25B	−25.9 (10)	Pr1A—O6A—C33A—N27A	−145.6 (4)
C32B—N27B—C33B—O6B	177.0 (3)	C31A—N25A—C33A—O6A	177.1 (3)
C36B—N27B—C33B—O6B	22.4 (5)	C30A—N25A—C33A—O6A	3.5 (5)
C32B—N27B—C33B—N25B	−2.6 (4)	C31A—N25A—C33A—N27A	−1.1 (4)
C36B—N27B—C33B—N25B	−157.1 (3)	C30A—N25A—C33A—N27A	−174.7 (3)
C31B—N25B—C33B—O6B	177.8 (3)	C36A—N27A—C33A—O6A	−10.6 (5)
C30B—N25B—C33B—O6B	−4.5 (5)	C32A—N27A—C33A—O6A	−174.6 (3)
C31B—N25B—C33B—N27B	−2.7 (4)	C36A—N27A—C33A—N25A	167.7 (3)
C30B—N25B—C33B—N27B	175.0 (3)	C32A—N27A—C33A—N25A	3.6 (4)
C35B—N26B—C34B—O8B	6.5 (5)	C29A—N24A—C34A—O8A	−7.8 (5)
C32B—N26B—C34B—O8B	−175.9 (3)	C31A—N24A—C34A—O8A	−170.1 (3)
C35B—N26B—C34B—N24B	−176.6 (3)	C29A—N24A—C34A—N26A	170.7 (3)
C32B—N26B—C34B—N24B	1.1 (4)	C31A—N24A—C34A—N26A	8.4 (4)
C29B—N24B—C34B—O8B	−2.5 (5)	C35A—N26A—C34A—O8A	−3.5 (5)
C31B—N24B—C34B—O8B	171.5 (3)	C32A—N26A—C34A—O8A	173.6 (3)
C29B—N24B—C34B—N26B	−179.5 (3)	C35A—N26A—C34A—N24A	177.9 (3)
C31B—N24B—C34B—N26B	−5.5 (4)	C32A—N26A—C34A—N24A	−4.9 (4)
C34B—N26B—C35B—N5B	99.8 (4)	C34A—N26A—C35A—N5A	−100.1 (4)
C32B—N26B—C35B—N5B	−77.7 (4)	C32A—N26A—C35A—N5A	83.1 (4)
C4B—N5B—C35B—N26B	−99.0 (4)	C4A—N5A—C35A—N26A	95.3 (4)
C1B—N5B—C35B—N26B	97.7 (4)	C1A—N5A—C35A—N26A	−93.5 (4)
C3B—N4B—C36B—N27B	106.5 (4)	C33A—N27A—C36A—N4A	106.2 (4)
C1B—N4B—C36B—N27B	−75.9 (4)	C32A—N27A—C36A—N4A	−91.7 (4)
C33B—N27B—C36B—N4B	−110.8 (4)	C3A—N4A—C36A—N27A	−107.0 (4)
C32B—N27B—C36B—N4B	97.2 (4)	C1A—N4A—C36A—N27A	80.4 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1WB—H1WA···O3B	0.90	2.50	3.378 (4)	169
O2WB—H2WA···O11Wⁱ	0.87	1.85	2.674 (3)	157
O2WB—H2WB···O1B	0.87	2.07	2.865 (3)	150
O2WB—H2WB···O2B	0.87	2.46	2.894 (4)	111
O3WB—H3WA···O2Wⁱ	0.87	1.88	2.709 (4)	158
O3WB—H3WB···O4B	0.87	1.89	2.710 (3)	156
O4WB—H4WA···O1Wⁱ	0.87	2.01	2.729 (4)	139
O4WB—H4WB···O10Aⁱⁱ	0.87	2.48	3.211 (3)	142
O4WB—H4WB···O11Aⁱⁱ	0.87	2.60	3.206 (3)	127
O5WB—H5WA···O11Aⁱⁱ	0.87	2.08	2.798 (4)	140
O5WB—H5WA···O12Aⁱⁱ	0.87	2.44	3.018 (3)	124
O5WB—H5WB···O4Wⁱ	0.87	1.86	2.712 (4)	167
O1WA—H1WC···O2A	0.86	2.41	3.251 (4)	167
O1WA—H1WD···O7W^c	0.85	1.99	2.749 (17)	148
O1WA—H1WD···O8W^a	0.85	2.25	2.751 (9)	118
O2WA—H2WC···O1A	0.87	1.80	2.667 (3)	179
O2WA—H2WD···O19Wⁱⁱⁱ	0.87	1.95	2.723 (4)	147
O3WA—H3WC···O4A	0.87	1.87	2.723 (3)	166
O3WA—H3WD···O16W	0.87	1.93	2.733 (4)	153
O4WA—H4WC···O10B^iv	0.87	2.05	2.905 (3)	167
O4WA—H4WD···O14Wⁱⁱⁱ	0.85	1.93	2.743 (4)	159
O5WA—H5WC···O19Wⁱⁱⁱ	0.87	1.93	2.766 (5)	159
O5WA—H5WD···O9B^iv	0.87	1.97	2.676 (3)	137
O15W—H15A···O3A	0.87	1.97	2.837 (4)	174
O15W—H15B···O16B	0.87	2.19	3.019 (5)	159
O15W—H15B···O18B	0.87	2.39	3.128 (5)	143
O15W—H15B···N2B	0.87	2.53	3.394 (5)	173
O1W—H1WE···O21B	0.87	1.92	2.768 (4)	165
O1W—H1WF···O16A	0.87	1.89	2.750 (4)	170
O17W^b—H17E^b···O2A^v	0.87	2.07	2.913 (6)	163
O17W^b—H17F^b···O3A^v	0.87	2.46	3.045 (9)	126
O3W—H3WE···O4W	0.87	1.86	2.734 (4)	177
O3W—H3WF···O8A^vi	0.87	1.98	2.764 (3)	150
O2W—H2WE···O9A^vi	0.87	2.41	3.047 (3)	131
O2W—H2WE···O3W	0.87	2.06	2.850 (4)	151
O2W—H2WF···O10A^vi	0.87	1.96	2.822 (3)	173
O21W^a—H21A^a···O10B	0.88	2.41	3.181 (9)	145
O21W^a—H21B^a···O11B	0.90	2.36	3.213 (9)	157
O21W^a—H21B^a···O12B	0.90	2.60	3.127 (10)	118
O19W—H19C···O7Bⁱ	0.87	2.29	2.856 (4)	123
O19W—H19C···O8Bⁱ	0.87	2.28	2.939 (4)	132
O19W—H19D···O17W^b	0.87	2.16	2.813 (7)	132
O19W—H19D···O18W^a	0.87	1.70	2.54 (2)	160
O14W—H14C···O11Bⁱ	0.87	2.42	2.870 (4)	112
O14W—H14C···O12Bⁱ	0.87	2.21	3.024 (4)	156
O14W—H14D···O24W	0.85	2.25	2.913 (5)	135
O6W—H6WA···O9A	0.86 (2)	2.29 (2)	3.101 (5)	159 (4)
O6W—H6WB···O10A	0.87 (2)	2.31 (2)	3.117 (5)	155 (4)
O16W—H16A···O8B^iv	0.87	2.17	3.014 (4)	163
O16W—H16B···O15W	0.87	1.93	2.723 (4)	152
O7W^c—H7WA^c···O6W	0.89	1.79	2.673 (17)	170
O4W—H4WE···O12W	0.87	1.89	2.744 (4)	166
O4W—H4WF···O7A^vi	0.87	1.91	2.777 (3)	177
O8W^a—H8WA^a···O6W	0.87	1.93	2.737 (9)	153
O8W^a—H8WB^a···N21A	0.87	2.66	3.316 (9)	133
O18W^a—H18E^a···O2A^v	0.87	2.08	2.94 (2)	171
O18W^a—H18F^a···O25W	0.87	2.35	2.79 (4)	111
O9W^b—H9WA^b···N19A	0.83	2.69	3.411 (10)	146
O9W^b—H9WB^b···O6W	0.86	1.94	2.805 (10)	177
O5W—H5WE···O14W	0.90	1.58	2.440 (11)	158
O5W—H5WF···O20Bⁱ	0.87	1.99	2.786 (12)	151
O10W—H10A···O4Bⁱ	0.87	2.21	2.981 (3)	148
O10W—H10B···O3W	0.87	1.83	2.697 (4)	175
O20W^b—H20C^b···O12B	0.87	2.00	2.86 (2)	167
O20W^b—H20D^b···O5WA^vii	0.87	2.38	3.00 (2)	128
O20W^b—H20D^b···O19Wⁱ	0.87	2.37	3.20 (4)	160
O11W—H11E···O13W	0.87	1.91	2.749 (4)	161
O11W—H11F···O12A^vi	0.87	1.90	2.755 (4)	168
O22W^a—H22A^a···O21W^a	0.87	1.80	2.670 (11)	179
O22W^a—H22B^a···O1WB	0.87	1.93	2.763 (8)	161
O12W—H12E···O3Bⁱ	0.87	2.05	2.913 (4)	169
O12W—H12F···O2Bⁱ	0.87	2.15	2.918 (4)	147
O25W—H25C···O21A	0.87	2.02	2.872 (5)	166
O25W—H25D···O18B^viii	0.87	2.09	2.953 (6)	170
O13W—H13C···O17B	0.87	2.03	2.884 (5)	165
O13W—H13D···O21A^ix	0.87	1.96	2.800 (4)	163
O24W—H24E···O25W	0.87	1.93	2.790 (5)	171
O24W—H24F···O12Bⁱ	0.87	2.17	2.839 (4)	133

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+3/2, y+1/2, −z+1/2; (iv) x+1/2, −y+3/2, z−1/2; (v) −x+3/2, y−1/2, −z+1/2; (vi) −x+1/2, y−1/2, −z+1/2; (vii) x−1/2, −y+3/2, z+1/2; (viii) x+1/2, −y+1/2, z+1/2; (ix) x−1/2, −y+1/2, z−1/2.

Continuous shape calculations for nonacoordinated Pr^III ions in complex 1 performed with Shape 2.1 software (Casanova et al., 2005) top

	Pr1A	Pr1B
EP-9	36.646	33.312
OPY-9	21.958	21.971
HBPY-9	18.179	15.434
JTC-9	16.494	14.581
JCCU-9	9.826	8.982
CCU-9	8.542	7.654
JCSAPR-9	2.258	3.376
CSAPR-9	1.150	2.289
JTCTPR-9	2.890	3.350
TCTPR-9	1.506	2.654
JTDIC-9	13.110	13.482
HH-9	10.200	8.067
MFF-9	1.198	1.787

Funding information

Funding for this research was provided by: National Academy of Sciences of Ukraine (grant No. 0122U002386 to Valentyn A. Chebanov, Oleksandr I. Zbruyev); National Research Foundation of Ukraine (grant No. 2020.02/0202 to Anna V. Pavlishchuk, Vitaly V. Pavlishchuk).

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