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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/1/56/60/1566041.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_1566041
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         'C54 H36 F9 N2 O8 Pr'
_chemical_formula_sum            'C54 H36 F9 N2 O8 Pr'
_chemical_formula_weight         1152.76
_chemical_name_common            '[PrL3(4,4'-dimethoxy-bipy]'
_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   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 98.938(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.2021(5)
_cell_length_b                   14.6509(6)
_cell_length_c                   24.8108(10)
_cell_measurement_reflns_used    9736
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.50
_cell_measurement_theta_min      1.60
_cell_volume                     4740.7(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 0.996
_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  0.0514
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            405492
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.641
_diffrn_reflns_theta_min         1.561
_exptl_absorpt_coefficient_mu    1.123
_exptl_absorpt_correction_T_max  0.9105
_exptl_absorpt_correction_T_min  0.7542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_description       prism
_exptl_crystal_F_000             2312
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.110
_refine_diff_density_max         1.182
_refine_diff_density_min         -1.100
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         14586
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.146
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0260
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0179P)²+6.4055P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0602
_refine_ls_wR_factor_ref         0.0622
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                13656
_reflns_number_total             14586
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Crystals-2021-11-2-179.cif
_cod_data_source_block           rf1933
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1566041
_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   0.790
_shelx_estimated_absorpt_t_max   0.886
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 0.28989(2) 0.62700(2) 0.29308(2) 0.01057(2) Uani 1 1 d . . . . .
C1 C 0.02218(13) 0.66777(13) 0.14505(8) 0.0231(4) Uani 1 1 d . . . . .
F1 F -0.02621(9) 0.73468(9) 0.16726(5) 0.0325(3) Uani 1 1 d . . . . .
N1 N 0.25431(10) 0.45984(9) 0.25654(6) 0.0135(2) Uani 1 1 d . . . . .
O1 O 0.14638(9) 0.65215(8) 0.22229(5) 0.0178(2) Uani 1 1 d . . . . .
F2 F 0.00719(10) 0.68248(12) 0.09141(5) 0.0425(4) Uani 1 1 d . . . . .
N2 N 0.44439(10) 0.52382(9) 0.27328(6) 0.0126(2) Uani 1 1 d . . . . .
O2 O 0.35025(9) 0.66685(8) 0.20709(5) 0.0154(2) Uani 1 1 d . . . . .
C2 C 0.13504(12) 0.66351(11) 0.17087(7) 0.0175(3) Uani 1 1 d . . . . .
F3 F -0.02550(10) 0.59073(10) 0.15375(7) 0.0472(4) Uani 1 1 d . . . . .
O3 O 0.22989(9) 0.76741(8) 0.33150(5) 0.0163(2) Uani 1 1 d . . . . .
C3 C 0.20771(13) 0.67074(12) 0.13705(7) 0.0188(3) Uani 1 1 d . . . . .
H3 H 0.185772 0.678063 0.098983 0.023 Uiso 1 1 calc R U . . .
F4 F 0.22774(11) 0.99396(9) 0.36582(9) 0.0567(5) Uani 1 1 d . . . . .
O4 O 0.43263(8) 0.72244(8) 0.32895(5) 0.0145(2) Uani 1 1 d . . . . .
C4 C 0.31516(12) 0.66763(11) 0.15708(7) 0.0152(3) Uani 1 1 d . . . . .
O5 O 0.16352(8) 0.56431(8) 0.34436(5) 0.0146(2) Uani 1 1 d . . . . .
C5 C 0.38950(13) 0.66255(11) 0.11770(7) 0.0163(3) Uani 1 1 d . . . . .
F5 F 0.18922(15) 0.89688(14) 0.42304(7) 0.0627(5) Uani 1 1 d . . . . .
O7 O 0.18903(9) 0.18885(8) 0.21960(5) 0.0194(2) Uani 1 1 d . . . . .
F7 F 0.00632(8) 0.44007(9) 0.34173(6) 0.0315(3) Uani 1 1 d . . . . .
C7 C 0.56638(13) 0.67709(12) 0.10173(7) 0.0174(3) Uani 1 1 d . . . . .
O6 O 0.37321(8) 0.54812(8) 0.37281(5) 0.0150(2) Uani 1 1 d . . . . .
C6 C 0.49019(13) 0.68559(12) 0.13553(7) 0.0183(3) Uani 1 1 d . . . . .
H6 H 0.508973 0.707869 0.171661 0.022 Uiso 1 1 calc R U . . .
F6 F 0.10449(9) 0.90191(10) 0.34280(7) 0.0439(4) Uani 1 1 d . . . . .
O8 O 0.69752(9) 0.35829(8) 0.27195(5) 0.0175(2) Uani 1 1 d . . . . .
F8 F 0.06423(9) 0.39790(9) 0.42353(6) 0.0350(3) Uani 1 1 d . . . . .
C8 C 0.66874(14) 0.70649(14) 0.11881(8) 0.0235(4) Uani 1 1 d . . . . .
H8 H 0.687126 0.733546 0.153760 0.028 Uiso 1 1 calc R U . . .
F9 F 0.00936(9) 0.53499(9) 0.40760(6) 0.0325(3) Uani 1 1 d . . . . .
C9 C 0.74104(14) 0.69625(14) 0.08545(8) 0.0247(4) Uani 1 1 d . . . . .
H9 H 0.809000 0.717342 0.096980 0.030 Uiso 1 1 calc R U . . .
C10 C 0.71527(16) 0.65453(14) 0.03403(8) 0.0254(4) Uani 1 1 d . . . . .
H10 H 0.766670 0.645746 0.011650 0.030 Uiso 1 1 calc R U . . .
C11 C 0.61732(16) 0.62659(14) 0.01599(7) 0.0247(4) Uani 1 1 d . . . . .
H11 H 0.601067 0.598966 -0.018926 0.030 Uiso 1 1 calc R U . . .
C12 C 0.53936(14) 0.63843(12) 0.04893(7) 0.0194(3) Uani 1 1 d . . . . .
C13 C 0.43536(15) 0.61553(13) 0.03091(7) 0.0231(4) Uani 1 1 d . . . . .
H13 H 0.416067 0.590329 -0.004472 0.028 Uiso 1 1 calc R U . . .
C14 C 0.36211(14) 0.62908(12) 0.06363(7) 0.0210(3) Uani 1 1 d . . . . .
H14 H 0.292340 0.615986 0.050040 0.025 Uiso 1 1 calc R U . . .
C15 C 0.19757(14) 0.90887(13) 0.37082(9) 0.0239(4) Uani 1 1 d . . . . .
C16 C 0.27208(12) 0.83873(11) 0.35229(7) 0.0150(3) Uani 1 1 d . . . . .
C18 C 0.45179(11) 0.79877(10) 0.35177(6) 0.0123(3) Uani 1 1 d . . . . .
C17 C 0.37558(12) 0.86036(11) 0.36316(7) 0.0155(3) Uani 1 1 d . . . . .
H17 H 0.395693 0.918104 0.378677 0.019 Uiso 1 1 calc R U . . .
C19 C 0.56217(11) 0.82171(11) 0.36872(6) 0.0128(3) Uani 1 1 d . . . . .
C20 C 0.62861(12) 0.75136(11) 0.38586(6) 0.0143(3) Uani 1 1 d . . . . .
H20 H 0.603420 0.690583 0.385368 0.017 Uiso 1 1 calc R U . . .
C21 C 0.73389(12) 0.76828(11) 0.40419(7) 0.0153(3) Uani 1 1 d . . . . .
C22 C 0.80153(13) 0.69860(13) 0.42745(8) 0.0216(3) Uani 1 1 d . . . . .
H22 H 0.776959 0.637993 0.429738 0.026 Uiso 1 1 calc R U . . .
C23 C 0.90227(14) 0.71833(15) 0.44667(9) 0.0269(4) Uani 1 1 d . . . . .
H23 H 0.946650 0.671688 0.463112 0.032 Uiso 1 1 calc R U . . .
C24 C 0.94029(14) 0.80758(15) 0.44213(9) 0.0279(4) Uani 1 1 d . . . . .
H24 H 1.010354 0.820398 0.455155 0.034 Uiso 1 1 calc R U . . .
C25 C 0.87724(13) 0.87566(14) 0.41919(8) 0.0228(3) Uani 1 1 d . . . . .
H25 H 0.904182 0.935097 0.415608 0.027 Uiso 1 1 calc R U . . .
C26 C 0.77154(12) 0.85833(11) 0.40061(7) 0.0157(3) Uani 1 1 d . . . . .
C27 C 0.70266(13) 0.92892(11) 0.38103(7) 0.0163(3) Uani 1 1 d . . . . .
H27 H 0.728060 0.988921 0.377443 0.020 Uiso 1 1 calc R U . . .
C28 C 0.59983(12) 0.91224(11) 0.36714(6) 0.0144(3) Uani 1 1 d . . . . .
H28 H 0.553839 0.961162 0.356470 0.017 Uiso 1 1 calc R U . . .
C29 C 0.06232(12) 0.46743(12) 0.38856(8) 0.0206(3) Uani 1 1 d . . . . .
C30 C 0.16808(11) 0.50001(11) 0.37889(7) 0.0143(3) Uani 1 1 d . . . . .
C31 C 0.25241(12) 0.45635(11) 0.40745(7) 0.0160(3) Uani 1 1 d . . . . .
H31 H 0.242186 0.406534 0.430515 0.019 Uiso 1 1 calc R U . . .
C32 C 0.35407(11) 0.48391(11) 0.40328(6) 0.0129(3) Uani 1 1 d . . . . .
C33 C 0.44317(11) 0.43626(10) 0.43555(6) 0.0121(3) Uani 1 1 d . . . . .
C34 C 0.53809(12) 0.44900(12) 0.42020(7) 0.0157(3) Uani 1 1 d . . . . .
H34 H 0.543902 0.485815 0.389313 0.019 Uiso 1 1 calc R U . . .
C35 C 0.62677(12) 0.40838(11) 0.44950(7) 0.0149(3) Uani 1 1 d . . . . .
C36 C 0.72554(13) 0.42192(15) 0.43481(8) 0.0252(4) Uani 1 1 d . . . . .
H36 H 0.732605 0.457361 0.403550 0.030 Uiso 1 1 calc R U . . .
C37 C 0.81071(14) 0.38423(16) 0.46540(9) 0.0289(4) Uani 1 1 d . . . . .
H37 H 0.876382 0.393707 0.455243 0.035 Uiso 1 1 calc R U . . .
C38 C 0.80121(14) 0.33155(14) 0.51180(8) 0.0248(4) Uani 1 1 d . . . . .
H38 H 0.860679 0.306038 0.532908 0.030 Uiso 1 1 calc R U . . .
C39 C 0.70729(13) 0.31679(13) 0.52674(7) 0.0207(3) Uani 1 1 d . . . . .
H39 H 0.702003 0.280957 0.558094 0.025 Uiso 1 1 calc R U . . .
C40 C 0.61749(12) 0.35447(11) 0.49589(6) 0.0141(3) Uani 1 1 d . . . . .
C41 C 0.51921(12) 0.34105(12) 0.51044(7) 0.0171(3) Uani 1 1 d . . . . .
H41 H 0.512217 0.304155 0.541137 0.021 Uiso 1 1 calc R U . . .
C42 C 0.43405(12) 0.38024(11) 0.48111(7) 0.0155(3) Uani 1 1 d . . . . .
H42 H 0.368552 0.369888 0.491300 0.019 Uiso 1 1 calc R U . . .
C43 C 0.32890(11) 0.39694(10) 0.25561(6) 0.0106(2) Uani 1 1 d . . . . .
C44 C 0.30671(12) 0.30609(10) 0.24339(6) 0.0126(3) Uani 1 1 d . . . . .
H44 H 0.360646 0.263153 0.243419 0.015 Uiso 1 1 calc R U . . .
C45 C 0.20446(12) 0.27797(10) 0.23103(6) 0.0133(3) Uani 1 1 d . . . . .
C46 C 0.12759(12) 0.34260(11) 0.23113(7) 0.0155(3) Uani 1 1 d . . . . .
H46 H 0.057290 0.326322 0.222465 0.019 Uiso 1 1 calc R U . . .
C47 C 0.15689(12) 0.43164(11) 0.24428(7) 0.0159(3) Uani 1 1 d . . . . .
H47 H 0.104280 0.475776 0.244643 0.019 Uiso 1 1 calc R U . . .
C48 C 0.43588(11) 0.43266(10) 0.26600(6) 0.0108(2) Uani 1 1 d . . . . .
C49 C 0.52099(11) 0.37728(10) 0.26598(6) 0.0128(3) Uani 1 1 d . . . . .
H49 H 0.513040 0.313177 0.261337 0.015 Uiso 1 1 calc R U . . .
C50 C 0.61861(11) 0.41658(10) 0.27286(6) 0.0130(3) Uani 1 1 d . . . . .
C51 C 0.62773(12) 0.51052(11) 0.27910(7) 0.0158(3) Uani 1 1 d . . . . .
H51 H 0.692711 0.539733 0.283137 0.019 Uiso 1 1 calc R U . . .
C52 C 0.53826(12) 0.56003(11) 0.27922(7) 0.0157(3) Uani 1 1 d . . . . .
H52 H 0.544173 0.624274 0.283841 0.019 Uiso 1 1 calc R U . . .
C53 C 0.08422(14) 0.15945(13) 0.20381(9) 0.0249(4) Uani 1 1 d . . . . .
H53A H 0.053411 0.192729 0.171067 0.037 Uiso 1 1 calc R U . . .
H53B H 0.045261 0.171852 0.233560 0.037 Uiso 1 1 calc R U . . .
H53C H 0.082860 0.093827 0.196085 0.037 Uiso 1 1 calc R U . . .
C54 C 0.79894(12) 0.39571(13) 0.28167(9) 0.0224(4) Uani 1 1 d . . . . .
H54A H 0.848911 0.347394 0.278298 0.034 Uiso 1 1 calc R U . . .
H54B H 0.812304 0.421611 0.318509 0.034 Uiso 1 1 calc R U . . .
H54C H 0.805010 0.443719 0.254856 0.034 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'
N N 0.0061 0.0033 '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
O1 Pr1 O4 131.69(4) . .
O1 Pr1 O6 151.98(4) . .
O4 Pr1 O6 75.10(4) . .
O1 Pr1 O5 85.02(4) . .
O4 Pr1 O5 126.06(4) . .
O6 Pr1 O5 69.59(4) . .
O1 Pr1 O3 83.67(4) . .
O4 Pr1 O3 69.50(4) . .
O6 Pr1 O3 102.58(4) . .
O5 Pr1 O3 79.86(4) . .
O1 Pr1 O2 69.80(4) . .
O4 Pr1 O2 80.92(4) . .
O6 Pr1 O2 131.21(4) . .
O5 Pr1 O2 152.21(4) . .
O3 Pr1 O2 107.81(4) . .
O1 Pr1 N1 79.19(4) . .
O4 Pr1 N1 139.25(4) . .
O6 Pr1 N1 82.55(4) . .
O5 Pr1 N1 74.21(4) . .
O3 Pr1 N1 149.92(4) . .
O2 Pr1 N1 89.23(4) . .
O1 Pr1 N2 119.66(4) . .
O4 Pr1 N2 79.54(4) . .
O6 Pr1 N2 67.09(4) . .
O5 Pr1 N2 119.54(4) . .
O3 Pr1 N2 149.01(4) . .
O2 Pr1 N2 67.15(4) . .
N1 Pr1 N2 60.34(4) . .
F3 C1 F2 107.43(17) . .
F3 C1 F1 106.74(17) . .
F2 C1 F1 106.69(15) . .
F3 C1 C2 110.69(15) . .
F2 C1 C2 114.14(16) . .
F1 C1 C2 110.78(15) . .
C47 N1 C43 117.52(13) . .
C47 N1 Pr1 118.64(10) . .
C43 N1 Pr1 123.34(10) . .
C2 O1 Pr1 135.20(11) . .
C52 N2 C48 117.67(13) . .
C52 N2 Pr1 118.80(10) . .
C48 N2 Pr1 122.66(10) . .
C4 O2 Pr1 137.70(11) . .
O1 C2 C3 129.66(15) . .
O1 C2 C1 112.38(16) . .
C3 C2 C1 117.95(16) . .
C16 O3 Pr1 135.10(10) . .
C2 C3 C4 122.35(15) . .
C2 C3 H3 118.8 . .
C4 C3 H3 118.8 . .
C18 O4 Pr1 140.63(10) . .
O2 C4 C3 122.54(16) . .
O2 C4 C5 117.91(14) . .
C3 C4 C5 119.52(15) . .
C30 O5 Pr1 132.06(10) . .
C6 C5 C14 118.65(16) . .
C6 C5 C4 118.58(15) . .
C14 C5 C4 122.63(15) . .
C45 O7 C53 117.01(14) . .
C6 C7 C8 121.95(16) . .
C6 C7 C12 118.87(16) . .
C8 C7 C12 119.18(16) . .
C32 O6 Pr1 138.20(10) . .
C5 C6 C7 121.95(16) . .
C5 C6 H6 119.0 . .
C7 C6 H6 119.0 . .
C50 O8 C54 117.31(13) . .
C9 C8 C7 120.57(17) . .
C9 C8 H8 119.7 . .
C7 C8 H8 119.7 . .
C8 C9 C10 120.25(18) . .
C8 C9 H9 119.9 . .
C10 C9 H9 119.9 . .
C11 C10 C9 120.73(18) . .
C11 C10 H10 119.6 . .
C9 C10 H10 119.6 . .
C10 C11 C12 120.61(17) . .
C10 C11 H11 119.7 . .
C12 C11 H11 119.7 . .
C13 C12 C7 118.53(16) . .
C13 C12 C11 122.87(16) . .
C7 C12 C11 118.58(17) . .
C14 C13 C12 121.16(16) . .
C14 C13 H13 119.4 . .
C12 C13 H13 119.4 . .
C13 C14 C5 120.64(16) . .
C13 C14 H14 119.7 . .
C5 C14 H14 119.7 . .
F6 C15 F4 107.07(17) . .
F6 C15 F5 106.99(18) . .
F4 C15 F5 106.76(19) . .
F6 C15 C16 112.15(15) . .
F4 C15 C16 112.68(16) . .
F5 C15 C16 110.86(16) . .
O3 C16 C17 129.06(15) . .
O3 C16 C15 114.46(14) . .
C17 C16 C15 116.39(15) . .
O4 C18 C17 123.84(14) . .
O4 C18 C19 116.46(14) . .
C17 C18 C19 119.67(14) . .
C16 C17 C18 121.71(14) . .
C16 C17 H17 119.1 . .
C18 C17 H17 119.1 . .
C20 C19 C28 119.93(14) . .
C20 C19 C18 117.78(14) . .
C28 C19 C18 122.29(14) . .
C19 C20 C21 120.97(15) . .
C19 C20 H20 119.5 . .
C21 C20 H20 119.5 . .
C20 C21 C26 118.63(15) . .
C20 C21 C22 121.95(16) . .
C26 C21 C22 119.38(15) . .
C23 C22 C21 120.30(18) . .
C23 C22 H22 119.9 . .
C21 C22 H22 119.8 . .
C22 C23 C24 120.34(18) . .
C22 C23 H23 119.8 . .
C24 C23 H23 119.8 . .
C25 C24 C23 120.58(17) . .
C25 C24 H24 119.7 . .
C23 C24 H24 119.7 . .
C24 C25 C26 120.55(18) . .
C24 C25 H25 119.7 . .
C26 C25 H25 119.7 . .
C27 C26 C21 119.32(14) . .
C27 C26 C25 121.83(16) . .
C21 C26 C25 118.79(16) . .
C28 C27 C26 121.06(15) . .
C28 C27 H27 119.5 . .
C26 C27 H27 119.5 . .
C27 C28 C19 119.84(15) . .
C27 C28 H28 120.1 . .
C19 C28 H28 120.1 . .
F8 C29 F7 106.71(15) . .
F8 C29 F9 107.02(16) . .
F7 C29 F9 106.22(14) . .
F8 C29 C30 114.49(14) . .
F7 C29 C30 110.61(15) . .
F9 C29 C30 111.34(14) . .
O5 C30 C31 129.84(15) . .
O5 C30 C29 112.90(13) . .
C31 C30 C29 117.26(14) . .
C30 C31 C32 121.79(15) . .
C30 C31 H31 119.1 . .
C32 C31 H31 119.1 . .
O6 C32 C31 122.48(14) . .
O6 C32 C33 117.26(13) . .
C31 C32 C33 120.26(14) . .
C34 C33 C42 119.51(14) . .
C34 C33 C32 117.66(14) . .
C42 C33 C32 122.82(14) . .
C33 C34 C35 121.22(15) . .
C33 C34 H34 119.4 . .
C35 C34 H34 119.4 . .
C34 C35 C40 118.97(14) . .
C34 C35 C36 122.02(16) . .
C40 C35 C36 118.99(15) . .
C37 C36 C35 120.53(18) . .
C37 C36 H36 119.7 . .
C35 C36 H36 119.7 . .
C36 C37 C38 120.26(17) . .
C36 C37 H37 119.9 . .
C38 C37 H37 119.9 . .
C39 C38 C37 120.58(16) . .
C39 C38 H38 119.7 . .
C37 C38 H38 119.7 . .
C38 C39 C40 120.64(17) . .
C38 C39 H39 119.7 . .
C40 C39 H39 119.7 . .
C41 C40 C35 118.93(14) . .
C41 C40 C39 122.08(15) . .
C35 C40 C39 118.98(15) . .
C42 C41 C40 121.14(15) . .
C42 C41 H41 119.4 . .
C40 C41 H41 119.4 . .
C41 C42 C33 120.20(15) . .
C41 C42 H42 119.9 . .
C33 C42 H42 119.9 . .
N1 C43 C44 121.92(14) . .
N1 C43 C48 115.53(13) . .
C44 C43 C48 122.50(13) . .
C43 C44 C45 119.64(14) . .
C43 C44 H44 120.2 . .
C45 C44 H44 120.2 . .
O7 C45 C46 125.16(14) . .
O7 C45 C44 116.20(14) . .
C46 C45 C44 118.65(14) . .
C47 C46 C45 117.73(14) . .
C47 C46 H46 121.1 . .
C45 C46 H46 121.1 . .
N1 C47 C46 124.53(15) . .
N1 C47 H47 117.7 . .
C46 C47 H47 117.7 . .
N2 C48 C49 121.90(14) . .
N2 C48 C43 115.30(13) . .
C49 C48 C43 122.74(13) . .
C48 C49 C50 119.41(14) . .
C48 C49 H49 120.3 . .
C50 C49 H49 120.3 . .
O8 C50 C51 125.12(14) . .
O8 C50 C49 115.90(14) . .
C51 C50 C49 118.98(14) . .
C52 C51 C50 117.37(14) . .
C52 C51 H51 121.3 . .
C50 C51 H51 121.3 . .
N2 C52 C51 124.64(15) . .
N2 C52 H52 117.7 . .
C51 C52 H52 117.7 . .
O7 C53 H53A 109.5 . .
O7 C53 H53B 109.5 . .
H53A C53 H53B 109.5 . .
O7 C53 H53C 109.5 . .
H53A C53 H53C 109.5 . .
H53B C53 H53C 109.5 . .
O8 C54 H54A 109.5 . .
O8 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
O8 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pr1 O1 2.4035(12) .
Pr1 O4 2.4036(11) .
Pr1 O6 2.4045(11) .
Pr1 O5 2.4300(12) .
Pr1 O3 2.4499(12) .
Pr1 O2 2.4610(12) .
Pr1 N1 2.6284(13) .
Pr1 N2 2.6455(13) .
C1 F3 1.326(2) .
C1 F2 1.332(2) .
C1 F1 1.335(2) .
C1 C2 1.529(2) .
N1 C47 1.3400(19) .
N1 C43 1.3516(19) .
O1 C2 1.272(2) .
N2 C52 1.335(2) .
N2 C48 1.3501(19) .
O2 C4 1.255(2) .
C2 C3 1.373(3) .
O3 C16 1.257(2) .
C3 C4 1.429(2) .
C3 H3 0.9500 .
F4 C15 1.320(2) .
O4 C18 1.2612(19) .
C4 C5 1.490(2) .
O5 C30 1.2684(19) .
C5 C6 1.376(2) .
C5 C14 1.421(2) .
F5 C15 1.329(3) .
O7 C45 1.3449(19) .
O7 C53 1.444(2) .
F7 C29 1.338(2) .
C7 C6 1.412(2) .
C7 C8 1.419(2) .
C7 C12 1.421(2) .
O6 C32 1.2571(19) .
C6 H6 0.9500 .
F6 C15 1.318(2) .
O8 C50 1.3499(18) .
O8 C54 1.4322(19) .
F8 C29 1.336(2) .
C8 C9 1.365(3) .
C8 H8 0.9500 .
F9 C29 1.340(2) .
C9 C10 1.408(3) .
C9 H9 0.9500 .
C10 C11 1.364(3) .
C10 H10 0.9500 .
C11 C12 1.421(3) .
C11 H11 0.9500 .
C12 C13 1.417(3) .
C13 C14 1.370(3) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 C16 1.541(2) .
C16 C17 1.388(2) .
C18 C17 1.412(2) .
C18 C19 1.491(2) .
C17 H17 0.9500 .
C19 C20 1.377(2) .
C19 C28 1.419(2) .
C20 C21 1.416(2) .
C20 H20 0.9500 .
C21 C26 1.417(2) .
C21 C22 1.419(2) .
C22 C23 1.372(2) .
C22 H22 0.9500 .
C23 C24 1.411(3) .
C23 H23 0.9500 .
C24 C25 1.365(3) .
C24 H24 0.9500 .
C25 C26 1.423(2) .
C25 H25 0.9500 .
C26 C27 1.413(2) .
C27 C28 1.370(2) .
C27 H27 0.9500 .
C28 H28 0.9500 .
C29 C30 1.529(2) .
C30 C31 1.380(2) .
C31 C32 1.420(2) .
C31 H31 0.9500 .
C32 C33 1.490(2) .
C33 C34 1.378(2) .
C33 C42 1.417(2) .
C34 C35 1.410(2) .
C34 H34 0.9500 .
C35 C40 1.417(2) .
C35 C36 1.421(2) .
C36 C37 1.371(3) .
C36 H36 0.9500 .
C37 C38 1.408(3) .
C37 H37 0.9500 .
C38 C39 1.365(3) .
C38 H38 0.9500 .
C39 C40 1.419(2) .
C39 H39 0.9500 .
C40 C41 1.414(2) .
C41 C42 1.367(2) .
C41 H41 0.9500 .
C42 H42 0.9500 .
C43 C44 1.386(2) .
C43 C48 1.491(2) .
C44 C45 1.399(2) .
C44 H44 0.9500 .
C45 C46 1.388(2) .
C46 C47 1.385(2) .
C46 H46 0.9500 .
C47 H47 0.9500 .
C48 C49 1.386(2) .
C49 C50 1.398(2) .
C49 H49 0.9500 .
C50 C51 1.388(2) .
C51 C52 1.387(2) .
C51 H51 0.9500 .
C52 H52 0.9500 .
C53 H53A 0.9800 .
C53 H53B 0.9800 .
C53 H53C 0.9800 .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
