#------------------------------------------------------------------------------
#$Date: 2022-11-15 01:49:33 +0200 (Tue, 15 Nov 2022) $
#$Revision: 279272 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/58/7245824.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_7245824
loop_
_publ_author_name
'Hunter, L. R.'
'Sellars, J. D.'
'Probert, M. R.'
_publ_section_title
;
 A reversible pressure-induced bond rearrangement of flexible lanthanide
 2,5-bis(allyloxy)terephthalate coordination polymer networks
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00499B
_journal_year                    2022
_chemical_formula_moiety         'C24 H34 N3 O11 Pr'
_chemical_formula_sum            'C24 H34 N3 O11 Pr'
_chemical_formula_weight         681.45
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-10-21
_audit_creation_method
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-10-21 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                109.416(3)
_cell_angle_beta                 95.138(3)
_cell_angle_gamma                95.947(3)
_cell_formula_units_Z            2
_cell_length_a                   10.0678(11)
_cell_length_b                   11.1512(12)
_cell_length_c                   14.0297(15)
_cell_measurement_reflns_used    9763
_cell_measurement_temperature    290.0
_cell_measurement_theta_max      70.606
_cell_measurement_theta_min      5.221
_cell_volume                     1464.6(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      290.0
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21987
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.599
_diffrn_reflns_theta_min         5.221
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    13.280
_exptl_absorpt_correction_T_max  0.3716
_exptl_absorpt_correction_T_min  0.1676
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1287 before and 0.0930 after correction.
The Ratio of minimum to maximum transmission is 0.4510.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_description       block
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.173
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         5455
_refine_ls_number_restraints     272
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0727P)²+0.9689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1136
_refine_ls_wR_factor_ref         0.1146
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5231
_reflns_number_total             5455
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00499b2.cif
_cod_data_source_block           022_r35_rt
_cod_database_code               7245824
_shelx_shelxl_version_number     2018/3
_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_max   0.277
_shelx_estimated_absorpt_t_min   0.225
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C22-C21
 1.35 with sigma of 0.02
 C21-C22
 1.4 with sigma of 0.001
 C24-C23
 1.4 with sigma of 0.01
 C19-C18 \\sim C22-C21
 with sigma of 0.02
 C18-C19 \\sim C21-C22
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C12(H12A,H12B), C16(H16A,H16B), C18(H18A,H18B), C21(H21A,H21B),
 C23(H23A,H23B)
4.b Me refined with riding coordinates:
 C19(H19A,H19B,H19C)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C10(H10), C13(H13), C15(H15), C20(H20)
4.d X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
4.e Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C22(H22A,H22B,H22C), C24(H24A,H24B,H24C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.48530(2) 0.56732(2) 0.65346(2) 0.04183(11) Uani 1 1 d . . . . .
O1 O 0.4260(4) 0.7160(3) 0.5689(3) 0.0562(7) Uani 1 1 d . . . . .
O2 O 0.3517(3) 0.4399(3) 0.4844(3) 0.0510(7) Uani 1 1 d . . . . .
O3 O 0.4033(5) 0.4475(4) 0.7642(4) 0.0822(12) Uani 1 1 d . . . . .
O4 O 0.2797(5) 0.6427(5) 0.7155(4) 0.0798(12) Uani 1 1 d . . . . .
O5 O 0.5851(7) 0.6796(6) 0.8399(4) 0.0986(16) Uani 1 1 d . . . . .
O6 O 0.6043(7) 0.8016(5) 0.7535(4) 0.1044(18) Uani 1 1 d . . . . .
O7 O 0.7028(9) 0.8662(8) 0.9066(5) 0.157(3) Uani 1 1 d . . . . .
O8 O 0.4568(4) 0.6505(3) 0.4057(3) 0.0605(8) Uani 1 1 d . . . . .
O9 O 0.2604(4) 0.4245(5) 0.3323(3) 0.0731(11) Uani 1 1 d . . . . .
O10 O 0.3248(4) 0.8260(3) 0.3389(3) 0.0720(11) Uani 1 1 d . . . . .
O11 O 0.1180(5) 0.2979(5) 0.5239(4) 0.0873(14) Uani 1 1 d . . . . .
N1 N 0.6321(7) 0.7869(7) 0.8351(5) 0.0906(16) Uani 1 1 d . . . . .
N2 N 0.1075(6) 0.7493(6) 0.7670(5) 0.0885(17) Uani 1 1 d . . . . .
N3 N 0.4086(6) 0.3198(6) 0.8602(5) 0.0874(17) Uani 1 1 d . . . . .
C1 C 0.4470(5) 0.7343(4) 0.4879(3) 0.0468(9) Uani 1 1 d . . . . .
C2 C 0.4690(5) 0.8724(4) 0.4928(4) 0.0492(9) Uani 1 1 d . . . . .
C3 C 0.5547(5) 0.9578(4) 0.5745(4) 0.0530(10) Uani 1 1 d . . . . .
H3 H 0.591246 0.929869 0.625288 0.064 Uiso 1 1 calc R U . . .
C4 C 0.4122(5) 0.9140(4) 0.4177(4) 0.0515(10) Uani 1 1 d . . . . .
C5 C 0.2391(6) 0.8716(5) 0.2786(5) 0.0654(13) Uani 1 1 d . . . . .
H5A H 0.291390 0.915729 0.242254 0.078 Uiso 1 1 calc R U . . .
H5B H 0.187127 0.931619 0.321235 0.078 Uiso 1 1 calc R U . . .
C6 C 0.1480(7) 0.7598(7) 0.2055(5) 0.0790(16) Uani 1 1 d . . . . .
H6 H 0.083931 0.777261 0.161759 0.095 Uiso 1 1 calc R U . . .
C7 C 0.1482(8) 0.6403(7) 0.1960(5) 0.0851(18) Uani 1 1 d . . . . .
H7A H 0.210250 0.617723 0.237918 0.102 Uiso 1 1 calc R U . . .
H7B H 0.086269 0.577118 0.147321 0.102 Uiso 1 1 calc R U . . .
C8 C 0.2514(4) 0.4410(4) 0.4230(4) 0.0512(9) Uani 1 1 d . . . . .
C9 C 0.1204(4) 0.4693(5) 0.4638(4) 0.0512(9) Uani 1 1 d . . . . .
C10 C 0.0617(5) 0.5682(5) 0.4457(4) 0.0593(11) Uani 1 1 d . . . . .
H10 H 0.102692 0.613407 0.408542 0.071 Uiso 1 1 calc R U . . .
C11 C 0.0594(5) 0.3998(5) 0.5168(4) 0.0588(11) Uani 1 1 d . . . . .
C12 C 0.0906(9) 0.2475(8) 0.5988(7) 0.091(2) Uani 1 1 d . . . . .
H12A H -0.002463 0.207087 0.585736 0.110 Uiso 1 1 calc R U . . .
H12B H 0.104330 0.315453 0.664909 0.110 Uiso 1 1 calc R U . . .
C13 C 0.1832(9) 0.1502(8) 0.5984(7) 0.096(2) Uani 1 1 d . . . . .
H13 H 0.273909 0.175868 0.597822 0.115 Uiso 1 1 calc R U . . .
C14 C 0.1529(13) 0.0394(11) 0.5988(11) 0.144(5) Uani 1 1 d . . . . .
H14A H 0.063692 0.008450 0.599354 0.173 Uiso 1 1 calc R U . . .
H14B H 0.219521 -0.012622 0.598432 0.173 Uiso 1 1 calc R U . . .
C15 C 0.2056(7) 0.7206(6) 0.7125(5) 0.0763(16) Uani 1 1 d . . . . .
H15 H 0.220046 0.763950 0.667261 0.092 Uiso 1 1 calc R U . . .
C16 C 0.0136(9) 0.8367(9) 0.7536(8) 0.109(3) Uani 1 1 d . . . . .
H16A H 0.033777 0.862274 0.696224 0.131 Uiso 1 1 calc R U . . .
H16B H -0.077329 0.790570 0.737049 0.131 Uiso 1 1 calc R U . . .
C17 C 0.0184(12) 0.9482(10) 0.8402(10) 0.149(5) Uani 1 1 d . . . . .
H17A H -0.044697 1.000934 0.825970 0.223 Uiso 1 1 calc R U . . .
H17B H 0.107624 0.995470 0.856457 0.223 Uiso 1 1 calc R U . . .
H17C H -0.004398 0.924032 0.896905 0.223 Uiso 1 1 calc R U . . .
C18 C 0.0669(11) 0.6686(10) 0.8248(9) 0.125(3) Uani 1 1 d D . . . .
H18A H -0.028280 0.668253 0.831241 0.150 Uiso 1 1 calc R U . . .
H18B H 0.081918 0.581108 0.790026 0.150 Uiso 1 1 calc R U . . .
C19 C 0.145(2) 0.719(2) 0.9241(11) 0.242(11) Uani 1 1 d D . . . .
H19A H 0.119030 0.666025 0.963244 0.363 Uiso 1 1 calc R U . . .
H19B H 0.238911 0.718113 0.917110 0.363 Uiso 1 1 calc R U . . .
H19C H 0.129086 0.804964 0.958186 0.363 Uiso 1 1 calc R U . . .
C20 C 0.4483(7) 0.3660(6) 0.7908(5) 0.0709(14) Uani 1 1 d . . . . .
H20 H 0.519415 0.331696 0.758478 0.085 Uiso 1 1 calc R U . . .
C21 C 0.3286(14) 0.3926(15) 0.9310(12) 0.229(10) Uani 1 1 d D . . . .
H21A H 0.375627 0.412024 0.998962 0.274 Uiso 1 1 calc R U . . .
H21B H 0.325564 0.473731 0.920026 0.274 Uiso 1 1 calc R U . . .
C22 C 0.1959(13) 0.340(2) 0.9303(17) 0.307(15) Uani 1 1 d D . . . .
H22A H 0.145705 0.322955 0.864604 0.460 Uiso 1 1 calc R U . . .
H22B H 0.155012 0.399987 0.981556 0.460 Uiso 1 1 calc R U . . .
H22C H 0.195926 0.261617 0.944439 0.460 Uiso 1 1 calc R U . . .
C23 C 0.4808(13) 0.2335(10) 0.8947(9) 0.137(4) Uani 1 1 d D . . . .
H23A H 0.572875 0.243986 0.880364 0.165 Uiso 1 1 calc R U . . .
H23B H 0.483598 0.259468 0.968140 0.165 Uiso 1 1 calc R U . . .
C24 C 0.4292(17) 0.1042(12) 0.8526(13) 0.189(7) Uani 1 1 d D . . . .
H24A H 0.439201 0.073294 0.781503 0.283 Uiso 1 1 calc R U . . .
H24B H 0.335406 0.092870 0.860366 0.283 Uiso 1 1 calc R U . . .
H24C H 0.477166 0.057007 0.886908 0.283 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -2.4164 10.2820 '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
_geom_angle_publ_flag
O1 Pr1 O2 71.93(11) . . ?
O1 Pr1 O2 71.78(11) . 2_666 ?
O1 Pr1 O3 143.65(14) . . ?
O1 Pr1 O4 73.49(13) . . ?
O1 Pr1 O5 113.03(18) . . ?
O1 Pr1 O6 68.13(15) . . ?
O1 Pr1 O8 134.02(11) . 2_666 ?
O1 Pr1 O9 107.35(14) . 2_666 ?
O2 Pr1 O2 73.55(11) . 2_666 ?
O2 Pr1 O3 101.92(15) . . ?
O2 Pr1 O5 169.08(15) . . ?
O2 Pr1 O6 139.42(14) . . ?
O2 Pr1 O9 117.42(11) . 2_666 ?
O3 Pr1 O2 142.40(12) . 2_666 ?
O3 Pr1 O5 68.15(19) . . ?
O3 Pr1 O6 114.36(18) . . ?
O3 Pr1 O9 107.04(16) . 2_666 ?
O4 Pr1 O2 89.27(15) . . ?
O4 Pr1 O2 144.56(12) . 2_666 ?
O4 Pr1 O3 70.60(14) . . ?
O4 Pr1 O5 83.2(2) . . ?
O4 Pr1 O6 86.3(2) . . ?
O4 Pr1 O8 129.74(15) . 2_666 ?
O4 Pr1 O9 152.59(17) . 2_666 ?
O5 Pr1 O2 117.00(16) . 2_666 ?
O5 Pr1 O6 48.12(19) . . ?
O6 Pr1 O2 87.29(17) . 2_666 ?
O8 Pr1 O2 69.89(12) 2_666 . ?
O8 Pr1 O2 73.60(11) 2_666 2_666 ?
O8 Pr1 O3 70.00(13) 2_666 . ?
O8 Pr1 O5 109.23(19) 2_666 . ?
O8 Pr1 O6 138.66(18) 2_666 . ?
O8 Pr1 O9 70.10(14) 2_666 2_666 ?
O9 Pr1 O2 50.07(12) 2_666 2_666 ?
O9 Pr1 O5 71.20(17) 2_666 . ?
O9 Pr1 O6 69.55(19) 2_666 . ?
C1 O1 Pr1 136.5(3) . . ?
Pr1 O2 Pr1 106.45(11) . 2_666 ?
C8 O2 Pr1 91.1(3) . 2_666 ?
C8 O2 Pr1 142.6(3) . . ?
C20 O3 Pr1 131.7(4) . . ?
C15 O4 Pr1 141.2(4) . . ?
N1 O5 Pr1 98.8(4) . . ?
N1 O6 Pr1 96.9(4) . . ?
C1 O8 Pr1 137.8(3) . 2_666 ?
C8 O9 Pr1 96.4(3) . 2_666 ?
C4 O10 C5 118.3(4) . . ?
C11 O11 C12 120.1(5) . . ?
O5 N1 Pr1 56.7(3) . . ?
O6 N1 Pr1 59.4(3) . . ?
O6 N1 O5 115.8(6) . . ?
O7 N1 Pr1 172.4(7) . . ?
O7 N1 O5 120.8(8) . . ?
O7 N1 O6 123.4(8) . . ?
C15 N2 C16 123.4(7) . . ?
C15 N2 C18 118.4(6) . . ?
C18 N2 C16 116.3(7) . . ?
C20 N3 C21 117.7(7) . . ?
C20 N3 C23 122.7(6) . . ?
C21 N3 C23 114.9(7) . . ?
O1 C1 C2 116.5(4) . . ?
O8 C1 O1 126.2(4) . . ?
O8 C1 C2 117.2(4) . . ?
C3 C2 C1 116.9(4) . . ?
C3 C2 C4 119.8(4) . . ?
C4 C2 C1 123.3(4) . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.0(4) . 2_676 ?
C4 C3 H3 119.5 2_676 . ?
O10 C4 C2 117.7(4) . . ?
O10 C4 C3 123.1(4) . 2_676 ?
C2 C4 C3 119.2(4) . 2_676 ?
O10 C5 H5A 110.1 . . ?
O10 C5 H5B 110.1 . . ?
O10 C5 C6 107.8(5) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
C5 C6 H6 116.6 . . ?
C7 C6 C5 126.8(6) . . ?
C7 C6 H6 116.6 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O2 C8 Pr1 63.3(2) . 2_666 ?
O2 C8 C9 118.5(4) . . ?
O9 C8 Pr1 59.0(2) . 2_666 ?
O9 C8 O2 121.8(4) . . ?
O9 C8 C9 119.6(4) . . ?
C9 C8 Pr1 170.1(3) . 2_666 ?
C10 C9 C8 117.6(4) . . ?
C11 C9 C8 121.8(4) . . ?
C11 C9 C10 120.6(4) . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.1(5) . 2_566 ?
C11 C10 H10 119.9 2_566 . ?
O11 C11 C9 116.6(4) . . ?
O11 C11 C10 124.0(5) . 2_566 ?
C9 C11 C10 119.3(5) . 2_566 ?
O11 C12 H12A 110.0 . . ?
O11 C12 H12B 110.0 . . ?
O11 C12 C13 108.5(6) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
C12 C13 H13 116.2 . . ?
C14 C13 C12 127.7(10) . . ?
C14 C13 H13 116.2 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O4 C15 N2 126.0(6) . . ?
O4 C15 H15 117.0 . . ?
N2 C15 H15 117.0 . . ?
N2 C16 H16A 108.8 . . ?
N2 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 N2 113.9(9) . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 110.0 . . ?
N2 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C19 C18 N2 108.6(11) . . ?
C19 C18 H18A 110.0 . . ?
C19 C18 H18B 110.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 N3 127.7(6) . . ?
O3 C20 H20 116.2 . . ?
N3 C20 H20 116.2 . . ?
N3 C21 H21A 107.6 . . ?
N3 C21 H21B 107.6 . . ?
H21A C21 H21B 107.0 . . ?
C22 C21 N3 119.1(13) . . ?
C22 C21 H21A 107.6 . . ?
C22 C21 H21B 107.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 108.2 . . ?
N3 C23 H23B 108.2 . . ?
H23A C23 H23B 107.4 . . ?
C24 C23 N3 116.3(12) . . ?
C24 C23 H23A 108.2 . . ?
C24 C23 H23B 108.2 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O1 2.429(3) . ?
Pr1 O2 2.633(3) 2_666 ?
Pr1 O2 2.499(3) . ?
Pr1 O3 2.502(4) . ?
Pr1 O4 2.439(4) . ?
Pr1 O5 2.551(5) . ?
Pr1 O6 2.616(5) . ?
Pr1 O8 2.443(3) 2_666 ?
Pr1 O9 2.540(4) 2_666 ?
O1 C1 1.251(5) . ?
O2 C8 1.271(6) . ?
O3 C20 1.204(7) . ?
O4 C15 1.209(7) . ?
O5 N1 1.265(9) . ?
O6 N1 1.222(9) . ?
O7 N1 1.203(8) . ?
O8 C1 1.239(6) . ?
O9 C8 1.236(6) . ?
O10 C4 1.373(6) . ?
O10 C5 1.402(6) . ?
O11 C11 1.361(7) . ?
O11 C12 1.382(8) . ?
N2 C15 1.304(8) . ?
N2 C16 1.470(9) . ?
N2 C18 1.450(11) . ?
N3 C20 1.317(7) . ?
N3 C21 1.428(13) . ?
N3 C23 1.442(10) . ?
C1 C2 1.511(6) . ?
C2 C3 1.375(7) . ?
C2 C4 1.387(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.399(6) 2_676 ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.481(8) . ?
C6 H6 0.9300 . ?
C6 C7 1.294(10) . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 C9 1.507(6) . ?
C9 C10 1.388(7) . ?
C9 C11 1.377(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.404(7) 2_566 ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.501(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.244(13) . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.413(13) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.437(15) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.3994(11) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.386(9) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
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
_geom_torsion_publ_flag
Pr1 O1 C1 O8 33.8(8) . . . . ?
Pr1 O1 C1 C2 -143.1(4) . . . . ?
Pr1 O2 C8 Pr1 119.4(5) . . . 2_666 ?
Pr1 O2 C8 O9 127.5(5) . . . . ?
Pr1 O2 C8 O9 8.1(5) 2_666 . . . ?
Pr1 O2 C8 C9 -169.0(4) 2_666 . . . ?
Pr1 O2 C8 C9 -49.6(7) . . . . ?
Pr1 O3 C20 N3 170.1(6) . . . . ?
Pr1 O4 C15 N2 -170.4(6) . . . . ?
Pr1 O5 N1 O6 6.3(8) . . . . ?
Pr1 O5 N1 O7 -171.6(8) . . . . ?
Pr1 O6 N1 O5 -6.1(8) . . . . ?
Pr1 O6 N1 O7 171.7(8) . . . . ?
Pr1 O8 C1 O1 -24.0(8) 2_666 . . . ?
Pr1 O8 C1 C2 152.9(4) 2_666 . . . ?
Pr1 O9 C8 O2 -8.4(5) 2_666 . . . ?
Pr1 O9 C8 C9 168.7(4) 2_666 . . . ?
O1 C1 C2 C3 45.4(6) . . . . ?
O1 C1 C2 C4 -137.4(5) . . . . ?
O2 C8 C9 C10 125.8(5) . . . . ?
O2 C8 C9 C11 -54.7(6) . . . . ?
O8 C1 C2 C3 -131.8(5) . . . . ?
O8 C1 C2 C4 45.4(7) . . . . ?
O9 C8 C9 C10 -51.4(7) . . . . ?
O9 C8 C9 C11 128.2(6) . . . . ?
O10 C5 C6 C7 -1.6(10) . . . . ?
O11 C12 C13 C14 -131.7(12) . . . . ?
C1 C2 C3 C4 176.0(4) . . . 2_676 ?
C1 C2 C4 O10 4.3(7) . . . . ?
C1 C2 C4 C3 -175.9(4) . . . 2_676 ?
C3 C2 C4 O10 -178.6(5) . . . . ?
C3 C2 C4 C3 1.2(8) . . . 2_676 ?
C4 O10 C5 C6 -175.2(5) . . . . ?
C4 C2 C3 C4 -1.3(8) . . . 2_676 ?
C5 O10 C4 C2 162.7(5) . . . . ?
C5 O10 C4 C3 -17.0(8) . . . 2_676 ?
C8 C9 C10 C11 -179.1(5) . . . 2_566 ?
C8 C9 C11 O11 -4.7(8) . . . . ?
C8 C9 C11 C10 179.1(5) . . . 2_566 ?
C10 C9 C11 O11 174.8(5) . . . . ?
C10 C9 C11 C10 -1.4(9) . . . 2_566 ?
C11 O11 C12 C13 -171.8(7) . . . . ?
C11 C9 C10 C11 1.4(9) . . . 2_566 ?
C12 O11 C11 C9 160.4(6) . . . . ?
C12 O11 C11 C10 -23.6(10) . . . 2_566 ?
C15 N2 C16 C17 -117.6(11) . . . . ?
C15 N2 C18 C19 89.7(13) . . . . ?
C16 N2 C15 O4 -174.5(8) . . . . ?
C16 N2 C18 C19 -105.3(12) . . . . ?
C18 N2 C15 O4 -10.6(13) . . . . ?
C18 N2 C16 C17 78.2(12) . . . . ?
C20 N3 C21 C22 115.7(14) . . . . ?
C20 N3 C23 C24 -100.1(13) . . . . ?
C21 N3 C20 O3 -17.5(14) . . . . ?
C21 N3 C23 C24 104.6(13) . . . . ?
C23 N3 C20 O3 -172.1(9) . . . . ?
C23 N3 C21 C22 -87.8(17) . . . . ?
