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#$Date: 2022-01-19 11:58:36 +0200 (Wed, 19 Jan 2022) $
#$Revision: 272129 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/60/1566039.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1566039
loop_
_publ_author_name
'Mautner, Franz A.'
'Bierbaumer, Florian'
'Fischer, Roland C.'
'Vicente, Ramon'
'Tubau, Ànnia'
'Ferran, Arnau'
'Massoud, Salah S.'
_publ_section_title
;
 Structural Characterization, Magnetic and Luminescent Properties of
 Praseodymium(III)-4,4,4-Trifluoro-1-(2-Naphthyl)Butane-1,3-Dionato(1-)
 Complexes
;
_journal_issue                   2
_journal_name_full               Crystals
_journal_page_first              179
_journal_paper_doi               10.3390/cryst11020179
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C44 H32 F9 O8 Pr'
_chemical_formula_sum            'C44 H32 F9 O8 Pr'
_chemical_formula_weight         1000.60
_chemical_name_common            '[PrL3(MeOH)2]'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 105.674(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9307(4)
_cell_length_b                   28.9448(12)
_cell_length_c                   16.2421(7)
_cell_measurement_reflns_used    9930
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.37
_cell_volume                     4042.4(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            185055
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.110
_diffrn_reflns_theta_min         2.369
_exptl_absorpt_coefficient_mu    1.301
_exptl_absorpt_correction_T_max  0.9326
_exptl_absorpt_correction_T_min  0.7758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_description       prism
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_refine_diff_density_max         1.143
_refine_diff_density_min         -1.213
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.243
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         11826
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.243
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0105P)²+10.3624P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0853
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10371
_reflns_number_total             11826
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Crystals-2021-11-2-179.cif
_cod_data_source_block           rf1758
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1566039
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.800
_shelx_estimated_absorpt_t_max   0.892
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.46423(2) 0.54023(2) 0.64779(2) 0.01175(4) Uani 1 1 d . . . . .
H1O H 0.386(4) 0.4558(13) 0.540(2) 0.018 Uiso 1 1 d . U . . .
C1 C 0.7334(4) 0.44853(11) 0.8709(2) 0.0202(7) Uani 1 1 d . . . . .
F1 F 0.7833(3) 0.45086(7) 0.95631(12) 0.0349(5) Uani 1 1 d . . . . .
O1 O 0.6443(3) 0.49176(8) 0.74657(13) 0.0170(4) Uani 1 1 d . . . . .
F2 F 0.8443(2) 0.42651(7) 0.84526(14) 0.0293(5) Uani 1 1 d . . . . .
H2O H 0.709(6) 0.5064(17) 0.576(3) 0.044 Uiso 1 1 d . U . . .
C2 C 0.6975(3) 0.49546(11) 0.82698(19) 0.0146(6) Uani 1 1 d . . . . .
O2 O 0.6154(3) 0.58662(7) 0.76455(13) 0.0183(5) Uani 1 1 d . . . . .
F3 F 0.6082(3) 0.42134(7) 0.85167(14) 0.0317(5) Uani 1 1 d . . . . .
C3 C 0.7279(4) 0.53474(11) 0.87602(18) 0.0171(6) Uani 1 1 d . . . . .
H3 H 0.770198 0.531775 0.936077 0.021 Uiso 1 1 calc R U . . .
O3 O 0.3163(3) 0.50704(8) 0.73692(14) 0.0191(5) Uani 1 1 d . . . . .
O4 O 0.2851(3) 0.59541(8) 0.67449(14) 0.0175(4) Uani 1 1 d . . . . .
F4 F 0.0930(2) 0.50146(7) 0.88209(14) 0.0287(5) Uani 1 1 d . . . . .
C4 C 0.6986(3) 0.57946(11) 0.84027(18) 0.0149(6) Uani 1 1 d . . . . .
F5 F 0.3372(2) 0.48593(7) 0.91629(12) 0.0275(5) Uani 1 1 d . . . . .
C5 C 0.7701(3) 0.62049(11) 0.89066(18) 0.0138(6) Uani 1 1 d . . . . .
O5 O 0.2849(2) 0.54849(7) 0.50393(13) 0.0146(4) Uani 1 1 d . . . . .
F6 F 0.1795(3) 0.44718(7) 0.81717(13) 0.0286(5) Uani 1 1 d . . . . .
C6 C 0.7045(3) 0.66342(10) 0.86925(18) 0.0143(6) Uani 1 1 d . . . . .
H6 H 0.611541 0.666090 0.824209 0.017 Uiso 1 1 calc R U . . .
O6 O 0.5157(2) 0.61159(7) 0.57870(13) 0.0153(4) Uani 1 1 d . . . . .
F8 F 0.0748(3) 0.55426(9) 0.34195(14) 0.0404(6) Uani 1 1 d . . . . .
O8 O 0.6989(3) 0.52956(7) 0.58494(14) 0.0159(4) Uani 1 1 d . . . . .
C8 C 0.7092(4) 0.74807(11) 0.8913(2) 0.0177(6) Uani 1 1 d . . . . .
H8 H 0.613467 0.751311 0.848480 0.021 Uiso 1 1 calc R U . . .
F7 F -0.0313(2) 0.55338(9) 0.44508(16) 0.0419(6) Uani 1 1 d . . . . .
O7 O 0.4189(3) 0.46036(8) 0.58796(14) 0.0195(5) Uani 1 1 d . . . . .
C7 C 0.7730(3) 0.70345(10) 0.91304(18) 0.0135(5) Uani 1 1 d . . . . .
F9 F -0.0170(2) 0.61637(7) 0.37837(14) 0.0307(5) Uani 1 1 d . . . . .
C9 C 0.7835(4) 0.78640(11) 0.9312(2) 0.0218(7) Uani 1 1 d . . . . .
H9 H 0.739602 0.816084 0.915627 0.026 Uiso 1 1 calc R U . . .
C10 C 0.9259(4) 0.78226(12) 0.9957(2) 0.0248(7) Uani 1 1 d . . . . .
H10 H 0.977522 0.809190 1.022614 0.030 Uiso 1 1 calc R U . . .
C11 C 0.9891(4) 0.73993(12) 1.0192(2) 0.0199(6) Uani 1 1 d . . . . .
H11 H 1.083700 0.737560 1.063103 0.024 Uiso 1 1 calc R U . . .
C12 C 0.9153(3) 0.69916(11) 0.97882(19) 0.0155(6) Uani 1 1 d . . . . .
C13 C 0.9791(4) 0.65478(11) 1.00068(19) 0.0177(6) Uani 1 1 d . . . . .
H13 H 1.072695 0.651609 1.045146 0.021 Uiso 1 1 calc R U . . .
C15 C 0.2101(4) 0.48936(11) 0.8504(2) 0.0189(6) Uani 1 1 d . . . . .
C14 C 0.9083(4) 0.61621(11) 0.95889(19) 0.0189(6) Uani 1 1 d . . . . .
H14 H 0.951465 0.586535 0.975453 0.023 Uiso 1 1 calc R U . . .
C16 C 0.2396(3) 0.52418(11) 0.78436(19) 0.0150(6) Uani 1 1 d . . . . .
C17 C 0.1875(3) 0.56890(10) 0.78717(19) 0.0156(6) Uani 1 1 d . . . . .
H17 H 0.130727 0.576698 0.826937 0.019 Uiso 1 1 calc R U . . .
C19 C 0.1749(3) 0.65256(10) 0.74203(18) 0.0138(6) Uani 1 1 d . . . . .
C18 C 0.2174(3) 0.60336(10) 0.73168(18) 0.0126(5) Uani 1 1 d . . . . .
C20 C 0.2677(3) 0.68619(10) 0.72127(18) 0.0138(6) Uani 1 1 d . . . . .
H20 H 0.351418 0.677358 0.698937 0.017 Uiso 1 1 calc R U . . .
C21 C 0.2408(3) 0.73338(10) 0.73254(18) 0.0138(6) Uani 1 1 d . . . . .
C22 C 0.3367(4) 0.76847(11) 0.71270(19) 0.0180(6) Uani 1 1 d . . . . .
H22 H 0.422966 0.760226 0.692035 0.022 Uiso 1 1 calc R U . . .
C23 C 0.3058(4) 0.81396(11) 0.7231(2) 0.0229(7) Uani 1 1 d . . . . .
H23 H 0.371031 0.837107 0.709868 0.028 Uiso 1 1 calc R U . . .
C24 C 0.1778(4) 0.82694(11) 0.7535(2) 0.0234(7) Uani 1 1 d . . . . .
H24 H 0.156859 0.858725 0.759835 0.028 Uiso 1 1 calc R U . . .
C25 C 0.0837(4) 0.79389(12) 0.7738(2) 0.0215(7) Uani 1 1 d . . . . .
H25 H -0.001331 0.802930 0.794871 0.026 Uiso 1 1 calc R U . . .
C26 C 0.1123(3) 0.74640(11) 0.76363(18) 0.0155(6) Uani 1 1 d . . . . .
C27 C 0.0176(4) 0.71105(11) 0.78292(19) 0.0172(6) Uani 1 1 d . . . . .
H27 H -0.069296 0.719359 0.802997 0.021 Uiso 1 1 calc R U . . .
C28 C 0.0473(3) 0.66532(11) 0.77353(19) 0.0161(6) Uani 1 1 d . . . . .
H28 H -0.016917 0.642270 0.787993 0.019 Uiso 1 1 calc R U . . .
C29 C 0.0594(4) 0.57821(11) 0.4094(2) 0.0189(6) Uani 1 1 d . . . . .
C30 C 0.2190(3) 0.58634(11) 0.47196(18) 0.0146(6) Uani 1 1 d . . . . .
C31 C 0.2725(3) 0.63053(10) 0.48508(19) 0.0153(6) Uani 1 1 d . . . . .
H31 H 0.206369 0.654912 0.457721 0.018 Uiso 1 1 calc R U . . .
C32 C 0.4245(3) 0.64198(10) 0.53843(18) 0.0135(6) Uani 1 1 d . . . . .
C33 C 0.4791(3) 0.69066(10) 0.54776(19) 0.0137(6) Uani 1 1 d . . . . .
C34 C 0.3963(3) 0.72649(10) 0.50086(19) 0.0146(6) Uani 1 1 d . . . . .
H34 H 0.300849 0.720234 0.459410 0.018 Uiso 1 1 calc R U . . .
C35 C 0.4516(3) 0.77266(10) 0.51361(19) 0.0141(6) Uani 1 1 d . . . . .
C36 C 0.3671(4) 0.80995(11) 0.4664(2) 0.0178(6) Uani 1 1 d . . . . .
H36 H 0.271816 0.804212 0.424502 0.021 Uiso 1 1 calc R U . . .
C37 C 0.4220(4) 0.85417(11) 0.4809(2) 0.0215(7) Uani 1 1 d . . . . .
H37 H 0.364499 0.878955 0.449108 0.026 Uiso 1 1 calc R U . . .
C38 C 0.5634(4) 0.86319(11) 0.5428(2) 0.0204(6) Uani 1 1 d . . . . .
H38 H 0.600278 0.894041 0.552293 0.024 Uiso 1 1 calc R U . . .
C39 C 0.6474(4) 0.82819(11) 0.5890(2) 0.0178(6) Uani 1 1 d . . . . .
H39 H 0.742621 0.834775 0.630409 0.021 Uiso 1 1 calc R U . . .
C40 C 0.5942(3) 0.78203(11) 0.57586(19) 0.0151(6) Uani 1 1 d . . . . .
C41 C 0.6771(4) 0.74436(11) 0.6229(2) 0.0176(6) Uani 1 1 d . . . . .
H41 H 0.773162 0.750031 0.664255 0.021 Uiso 1 1 calc R U . . .
C42 C 0.6224(4) 0.70030(11) 0.6102(2) 0.0170(6) Uani 1 1 d . . . . .
H42 H 0.679729 0.675813 0.643107 0.020 Uiso 1 1 calc R U . . .
C43 C 0.4298(4) 0.41730(11) 0.6323(2) 0.0248(7) Uani 1 1 d . . . . .
H43A H 0.355488 0.395318 0.597569 0.037 Uiso 1 1 calc R U . . .
H43B H 0.405758 0.422049 0.687077 0.037 Uiso 1 1 calc R U . . .
H43C H 0.535455 0.405013 0.642531 0.037 Uiso 1 1 calc R U . . .
C44 C 0.8428(4) 0.55111(12) 0.6321(2) 0.0253(7) Uani 1 1 d . . . . .
H44A H 0.922535 0.546210 0.601694 0.038 Uiso 1 1 calc R U . . .
H44B H 0.877291 0.537379 0.689243 0.038 Uiso 1 1 calc R U . . .
H44C H 0.826016 0.584320 0.637203 0.038 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O4 Pr1 O1 129.30(7) . .
O4 Pr1 O3 69.72(7) . .
O1 Pr1 O3 75.03(8) . .
O4 Pr1 O2 75.21(8) . .
O1 Pr1 O2 70.62(7) . .
O3 Pr1 O2 91.76(8) . .
O4 Pr1 O6 74.74(7) . .
O1 Pr1 O6 128.68(7) . .
O3 Pr1 O6 144.31(7) . .
O2 Pr1 O6 75.94(7) . .
O4 Pr1 O5 79.11(7) . .
O1 Pr1 O5 147.11(7) . .
O3 Pr1 O5 106.70(7) . .
O2 Pr1 O5 140.65(7) . .
O6 Pr1 O5 68.79(7) . .
O4 Pr1 O7 130.17(8) . .
O1 Pr1 O7 74.18(7) . .
O3 Pr1 O7 78.87(8) . .
O2 Pr1 O7 144.79(7) . .
O6 Pr1 O7 129.21(7) . .
O5 Pr1 O7 74.04(7) . .
O4 Pr1 O8 143.90(7) . .
O1 Pr1 O8 74.05(7) . .
O3 Pr1 O8 145.55(7) . .
O2 Pr1 O8 92.05(7) . .
O6 Pr1 O8 69.38(7) . .
O5 Pr1 O8 91.47(7) . .
O7 Pr1 O8 78.43(7) . .
F3 C1 F2 106.9(3) . .
F3 C1 F1 107.2(3) . .
F2 C1 F1 106.2(3) . .
F3 C1 C2 111.0(3) . .
F2 C1 C2 111.0(3) . .
F1 C1 C2 114.1(3) . .
C2 O1 Pr1 129.60(19) . .
O1 C2 C3 128.9(3) . .
O1 C2 C1 112.3(3) . .
C3 C2 C1 118.8(3) . .
C4 O2 Pr1 136.5(2) . .
C2 C3 C4 122.3(3) . .
C2 C3 H3 118.9 . .
C4 C3 H3 118.9 . .
C16 O3 Pr1 133.3(2) . .
C18 O4 Pr1 137.48(19) . .
O2 C4 C3 122.8(3) . .
O2 C4 C5 117.1(3) . .
C3 C4 C5 120.1(3) . .
C6 C5 C14 119.7(3) . .
C6 C5 C4 119.5(3) . .
C14 C5 C4 120.8(3) . .
C30 O5 Pr1 125.17(18) . .
C5 C6 C7 121.1(3) . .
C5 C6 H6 119.4 . .
C7 C6 H6 119.4 . .
C32 O6 Pr1 130.75(19) . .
C44 O8 Pr1 115.99(18) . .
C44 O8 H2O 113(4) . .
Pr1 O8 H2O 111(4) . .
C9 C8 C7 120.8(3) . .
C9 C8 H8 119.6 . .
C7 C8 H8 119.6 . .
C43 O7 Pr1 129.00(19) . .
C43 O7 H1O 108(3) . .
Pr1 O7 H1O 122(3) . .
C6 C7 C8 122.2(3) . .
C6 C7 C12 118.9(3) . .
C8 C7 C12 118.8(3) . .
C8 C9 C10 120.4(3) . .
C8 C9 H9 119.8 . .
C10 C9 H9 119.8 . .
C11 C10 C9 120.3(3) . .
C11 C10 H10 119.8 . .
C9 C10 H10 119.8 . .
C10 C11 C12 120.9(3) . .
C10 C11 H11 119.6 . .
C12 C11 H11 119.6 . .
C13 C12 C11 122.3(3) . .
C13 C12 C7 119.0(3) . .
C11 C12 C7 118.7(3) . .
C14 C13 C12 121.1(3) . .
C14 C13 H13 119.4 . .
C12 C13 H13 119.4 . .
F4 C15 F6 107.5(3) . .
F4 C15 F5 107.2(3) . .
F6 C15 F5 107.0(3) . .
F4 C15 C16 113.3(3) . .
F6 C15 C16 111.8(3) . .
F5 C15 C16 109.7(3) . .
C13 C14 C5 120.1(3) . .
C13 C14 H14 119.9 . .
C5 C14 H14 119.9 . .
O3 C16 C17 129.2(3) . .
O3 C16 C15 112.9(3) . .
C17 C16 C15 117.8(3) . .
C16 C17 C18 121.1(3) . .
C16 C17 H17 119.5 . .
C18 C17 H17 119.5 . .
C20 C19 C28 119.9(3) . .
C20 C19 C18 117.3(3) . .
C28 C19 C18 122.8(3) . .
O4 C18 C17 123.4(3) . .
O4 C18 C19 116.4(3) . .
C17 C18 C19 120.1(3) . .
C19 C20 C21 121.2(3) . .
C19 C20 H20 119.4 . .
C21 C20 H20 119.4 . .
C20 C21 C22 122.0(3) . .
C20 C21 C26 119.0(3) . .
C22 C21 C26 119.0(3) . .
C23 C22 C21 120.4(3) . .
C23 C22 H22 119.8 . .
C21 C22 H22 119.8 . .
C22 C23 C24 120.7(3) . .
C22 C23 H23 119.7 . .
C24 C23 H23 119.7 . .
C25 C24 C23 120.3(3) . .
C25 C24 H24 119.8 . .
C23 C24 H24 119.8 . .
C24 C25 C26 120.5(3) . .
C24 C25 H25 119.7 . .
C26 C25 H25 119.7 . .
C25 C26 C27 122.6(3) . .
C25 C26 C21 119.1(3) . .
C27 C26 C21 118.3(3) . .
C28 C27 C26 122.0(3) . .
C28 C27 H27 119.0 . .
C26 C27 H27 119.0 . .
C27 C28 C19 119.5(3) . .
C27 C28 H28 120.3 . .
C19 C28 H28 120.3 . .
F9 C29 F7 107.8(3) . .
F9 C29 F8 106.1(3) . .
F7 C29 F8 106.7(3) . .
F9 C29 C30 114.6(3) . .
F7 C29 C30 111.2(3) . .
F8 C29 C30 110.0(3) . .
O5 C30 C31 129.4(3) . .
O5 C30 C29 112.4(3) . .
C31 C30 C29 118.2(3) . .
C30 C31 C32 123.0(3) . .
C30 C31 H31 118.5 . .
C32 C31 H31 118.5 . .
O6 C32 C31 121.8(3) . .
O6 C32 C33 117.5(3) . .
C31 C32 C33 120.7(3) . .
C34 C33 C42 119.3(3) . .
C34 C33 C32 123.0(3) . .
C42 C33 C32 117.6(3) . .
C33 C34 C35 120.9(3) . .
C33 C34 H34 119.5 . .
C35 C34 H34 119.5 . .
C36 C35 C34 121.6(3) . .
C36 C35 C40 118.9(3) . .
C34 C35 C40 119.5(3) . .
C37 C36 C35 120.4(3) . .
C37 C36 H36 119.8 . .
C35 C36 H36 119.8 . .
C36 C37 C38 120.4(3) . .
C36 C37 H37 119.8 . .
C38 C37 H37 119.8 . .
C39 C38 C37 120.7(3) . .
C39 C38 H38 119.7 . .
C37 C38 H38 119.7 . .
C38 C39 C40 120.5(3) . .
C38 C39 H39 119.8 . .
C40 C39 H39 119.8 . .
C39 C40 C41 122.6(3) . .
C39 C40 C35 119.2(3) . .
C41 C40 C35 118.2(3) . .
C42 C41 C40 121.6(3) . .
C42 C41 H41 119.2 . .
C40 C41 H41 119.2 . .
C41 C42 C33 120.4(3) . .
C41 C42 H42 119.8 . .
C33 C42 H42 119.8 . .
O7 C43 H43A 109.5 . .
O7 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
O7 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
O8 C44 H44A 109.5 . .
O8 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
O8 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pr1 O4 2.382(2) .
Pr1 O1 2.395(2) .
Pr1 O3 2.408(2) .
Pr1 O2 2.416(2) .
Pr1 O6 2.453(2) .
Pr1 O5 2.462(2) .
Pr1 O7 2.498(2) .
Pr1 O8 2.586(2) .
C1 F3 1.333(4) .
C1 F2 1.336(4) .
C1 F1 1.339(4) .
C1 C2 1.527(4) .
O1 C2 1.268(4) .
C2 C3 1.372(4) .
O2 C4 1.271(4) .
C3 C4 1.414(4) .
C3 H3 0.9500 .
O3 C16 1.262(4) .
O4 C18 1.259(4) .
F4 C15 1.332(4) .
C4 C5 1.485(4) .
F5 C15 1.337(4) .
C5 C6 1.378(4) .
C5 C14 1.424(4) .
O5 C30 1.285(4) .
F6 C15 1.333(4) .
C6 C7 1.410(4) .
C6 H6 0.9500 .
O6 C32 1.256(3) .
F8 C29 1.334(4) .
O8 C44 1.447(4) .
O8 H2O 0.70(5) .
C8 C9 1.363(4) .
C8 C7 1.417(4) .
C8 H8 0.9500 .
F7 C29 1.328(4) .
O7 C43 1.429(4) .
O7 H1O 0.76(4) .
C7 C12 1.428(4) .
F9 C29 1.324(4) .
C9 C10 1.418(5) .
C9 H9 0.9500 .
C10 C11 1.359(5) .
C10 H10 0.9500 .
C11 C12 1.422(4) .
C11 H11 0.9500 .
C12 C13 1.411(4) .
C13 C14 1.369(4) .
C13 H13 0.9500 .
C15 C16 1.545(4) .
C14 H14 0.9500 .
C16 C17 1.380(4) .
C17 C18 1.417(4) .
C17 H17 0.9500 .
C19 C20 1.378(4) .
C19 C28 1.418(4) .
C19 C18 1.495(4) .
C20 C21 1.407(4) .
C20 H20 0.9500 .
C21 C22 1.421(4) .
C21 C26 1.424(4) .
C22 C23 1.365(5) .
C22 H22 0.9500 .
C23 C24 1.412(5) .
C23 H23 0.9500 .
C24 C25 1.372(5) .
C24 H24 0.9500 .
C25 C26 1.416(4) .
C25 H25 0.9500 .
C26 C27 1.415(4) .
C27 C28 1.367(4) .
C27 H27 0.9500 .
C28 H28 0.9500 .
C29 C30 1.529(4) .
C30 C31 1.362(4) .
C31 C32 1.438(4) .
C31 H31 0.9500 .
C32 C33 1.485(4) .
C33 C34 1.378(4) .
C33 C42 1.429(4) .
C34 C35 1.420(4) .
C34 H34 0.9500 .
C35 C36 1.418(4) .
C35 C40 1.422(4) .
C36 C37 1.368(5) .
C36 H36 0.9500 .
C37 C38 1.409(5) .
C37 H37 0.9500 .
C38 C39 1.360(5) .
C38 H38 0.9500 .
C39 C40 1.415(4) .
C39 H39 0.9500 .
C40 C41 1.420(4) .
C41 C42 1.361(4) .
C41 H41 0.9500 .
C42 H42 0.9500 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Pr1 O1 C2 C3 -32.6(5) . . . .
Pr1 O1 C2 C1 148.9(2) . . . .
F3 C1 C2 O1 -56.0(4) . . . .
F2 C1 C2 O1 62.8(4) . . . .
F1 C1 C2 O1 -177.2(3) . . . .
F3 C1 C2 C3 125.4(3) . . . .
F2 C1 C2 C3 -115.8(3) . . . .
F1 C1 C2 C3 4.2(4) . . . .
O1 C2 C3 C4 1.4(5) . . . .
C1 C2 C3 C4 179.7(3) . . . .
Pr1 O2 C4 C3 2.5(5) . . . .
Pr1 O2 C4 C5 -179.27(19) . . . .
C2 C3 C4 O2 14.3(5) . . . .
C2 C3 C4 C5 -163.9(3) . . . .
O2 C4 C5 C6 23.1(4) . . . .
C3 C4 C5 C6 -158.7(3) . . . .
O2 C4 C5 C14 -154.8(3) . . . .
C3 C4 C5 C14 23.4(4) . . . .
C14 C5 C6 C7 0.9(4) . . . .
C4 C5 C6 C7 -177.1(3) . . . .
C5 C6 C7 C8 179.0(3) . . . .
C5 C6 C7 C12 1.9(4) . . . .
C9 C8 C7 C6 -175.8(3) . . . .
C9 C8 C7 C12 1.3(4) . . . .
C7 C8 C9 C10 -0.4(5) . . . .
C8 C9 C10 C11 -0.7(5) . . . .
C9 C10 C11 C12 1.0(5) . . . .
C10 C11 C12 C13 178.9(3) . . . .
C10 C11 C12 C7 -0.1(5) . . . .
C6 C7 C12 C13 -3.0(4) . . . .
C8 C7 C12 C13 179.9(3) . . . .
C6 C7 C12 C11 176.1(3) . . . .
C8 C7 C12 C11 -1.0(4) . . . .
C11 C12 C13 C14 -177.8(3) . . . .
C7 C12 C13 C14 1.2(5) . . . .
C12 C13 C14 C5 1.6(5) . . . .
C6 C5 C14 C13 -2.7(5) . . . .
C4 C5 C14 C13 175.2(3) . . . .
Pr1 O3 C16 C17 15.5(5) . . . .
Pr1 O3 C16 C15 -161.2(2) . . . .
F4 C15 C16 O3 -160.5(3) . . . .
F6 C15 C16 O3 -38.8(4) . . . .
F5 C15 C16 O3 79.7(3) . . . .
F4 C15 C16 C17 22.4(4) . . . .
F6 C15 C16 C17 144.1(3) . . . .
F5 C15 C16 C17 -97.4(3) . . . .
O3 C16 C17 C18 0.1(5) . . . .
C15 C16 C17 C18 176.7(3) . . . .
Pr1 O4 C18 C17 -25.0(5) . . . .
Pr1 O4 C18 C19 152.1(2) . . . .
C16 C17 C18 O4 3.5(5) . . . .
C16 C17 C18 C19 -173.4(3) . . . .
C20 C19 C18 O4 -29.2(4) . . . .
C28 C19 C18 O4 152.2(3) . . . .
C20 C19 C18 C17 148.0(3) . . . .
C28 C19 C18 C17 -30.6(4) . . . .
C28 C19 C20 C21 1.5(4) . . . .
C18 C19 C20 C21 -177.2(3) . . . .
C19 C20 C21 C22 179.0(3) . . . .
C19 C20 C21 C26 -1.9(4) . . . .
C20 C21 C22 C23 179.0(3) . . . .
C26 C21 C22 C23 -0.2(4) . . . .
C21 C22 C23 C24 -0.2(5) . . . .
C22 C23 C24 C25 0.7(5) . . . .
C23 C24 C25 C26 -0.8(5) . . . .
C24 C25 C26 C27 -179.4(3) . . . .
C24 C25 C26 C21 0.4(5) . . . .
C20 C21 C26 C25 -179.1(3) . . . .
C22 C21 C26 C25 0.1(4) . . . .
C20 C21 C26 C27 0.7(4) . . . .
C22 C21 C26 C27 179.9(3) . . . .
C25 C26 C27 C28 -179.4(3) . . . .
C21 C26 C27 C28 0.8(4) . . . .
C26 C27 C28 C19 -1.2(5) . . . .
C20 C19 C28 C27 0.1(4) . . . .
C18 C19 C28 C27 178.6(3) . . . .
Pr1 O5 C30 C31 32.4(4) . . . .
Pr1 O5 C30 C29 -148.9(2) . . . .
F9 C29 C30 O5 176.4(3) . . . .
F7 C29 C30 O5 53.8(4) . . . .
F8 C29 C30 O5 -64.1(3) . . . .
F9 C29 C30 C31 -4.8(4) . . . .
F7 C29 C30 C31 -127.4(3) . . . .
F8 C29 C30 C31 114.6(3) . . . .
O5 C30 C31 C32 2.4(5) . . . .
C29 C30 C31 C32 -176.1(3) . . . .
Pr1 O6 C32 C31 -35.4(4) . . . .
Pr1 O6 C32 C33 144.6(2) . . . .
C30 C31 C32 O6 -2.4(5) . . . .
C30 C31 C32 C33 177.6(3) . . . .
O6 C32 C33 C34 173.7(3) . . . .
C31 C32 C33 C34 -6.3(4) . . . .
O6 C32 C33 C42 -8.0(4) . . . .
C31 C32 C33 C42 171.9(3) . . . .
C42 C33 C34 C35 0.2(4) . . . .
C32 C33 C34 C35 178.4(3) . . . .
C33 C34 C35 C36 -179.4(3) . . . .
C33 C34 C35 C40 -0.2(4) . . . .
C34 C35 C36 C37 179.0(3) . . . .
C40 C35 C36 C37 -0.2(5) . . . .
C35 C36 C37 C38 0.1(5) . . . .
C36 C37 C38 C39 0.0(5) . . . .
C37 C38 C39 C40 -0.1(5) . . . .
C38 C39 C40 C41 -179.5(3) . . . .
C38 C39 C40 C35 0.1(5) . . . .
C36 C35 C40 C39 0.1(4) . . . .
C34 C35 C40 C39 -179.1(3) . . . .
C36 C35 C40 C41 179.7(3) . . . .
C34 C35 C40 C41 0.5(4) . . . .
C39 C40 C41 C42 178.9(3) . . . .
C35 C40 C41 C42 -0.7(4) . . . .
C40 C41 C42 C33 0.7(5) . . . .
C34 C33 C42 C41 -0.5(5) . . . .
C32 C33 C42 C41 -178.8(3) . . . .
