#------------------------------------------------------------------------------
#$Date: 2022-11-15 00:49:33 +0100 (Tue 15 de Nov de 2022) $
#$Revision: 279272 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/58/7245820.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_7245820
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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-06-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-06-29 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                98.203(4)
_cell_angle_beta                 111.376(4)
_cell_angle_gamma                91.257(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8824(4)
_cell_length_b                   10.0039(4)
_cell_length_c                   13.3049(9)
_cell_measurement_reflns_used    7112
_cell_measurement_temperature    293
_cell_measurement_theta_max      19.59
_cell_measurement_theta_min      2.44
_cell_volume                     1208.43(11)
_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_pressure         3500000
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.388
_diffrn_measured_fraction_theta_max 0.388
_diffrn_measurement_device_type  'XIPHOS II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.388
_diffrn_reflns_Laue_measured_fraction_max 0.388
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            21137
_diffrn_reflns_point_group_measured_fraction_full 0.388
_diffrn_reflns_point_group_measured_fraction_max 0.388
_diffrn_reflns_theta_full        19.652
_diffrn_reflns_theta_max         19.652
_diffrn_reflns_theta_min         1.628
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.107
_exptl_absorpt_correction_T_max  0.7444
_exptl_absorpt_correction_T_min  0.6393
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0924 before and 0.0588 after correction.
The Ratio of minimum to maximum transmission is 0.8588.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         1688
_refine_ls_number_restraints     276
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0216
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0282P)²+1.6641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0502
_refine_ls_wR_factor_ref         0.0512
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1596
_reflns_number_total             1688
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00499b2.cif
_cod_data_source_block           022_r35_35kbar
_cod_database_code               7245820
_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   0.978
_shelx_estimated_absorpt_t_min   0.937
_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. Uiso/Uaniso restraints and constraints
Uanis(C3) = Uanis(C2) = Uanis(C11) = Uanis(C9)
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 Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C11(H11), C13(H13), C15(H15), C20(H20)
4.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
4.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C)
;
_olex2_exptl_crystal_mounting_method
;
Crystal was mounted in a diamond anvil cell
 using 1:1 pentane isopentane mix as a
 pressure transmitting medium and a ruby
 sphere for pressure calibration. This
 methodology severely compromises data
 collection strategies, limiting data
 completeness. 
;
_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 0.41110(3) 0.99208(2) 0.82436(5) 0.0172(4) Uani 1 1 d . . . . .
O1 O 0.6329(4) 1.0896(3) 0.9630(8) 0.030(3) Uani 1 1 d . . . . .
O2 O 0.5383(5) 0.7948(4) 0.8806(9) 0.019(3) Uani 1 1 d . . . . .
O3 O 0.2354(7) 0.8602(4) 0.8631(10) 0.029(5) Uani 1 1 d . . . . .
O4 O 0.1717(4) 1.0426(3) 0.7028(7) 0.027(4) Uani 1 1 d . . . . .
O5 O 0.4619(4) 1.1966(3) 0.7657(7) 0.036(4) Uani 1 1 d . . . . .
O6 O 0.5545(4) 0.9267(3) 0.7028(7) 0.031(3) Uani 1 1 d . . . . .
O7 O 0.3445(4) 0.8163(3) 0.6527(7) 0.032(3) Uani 1 1 d . . . . .
O8 O 0.5105(6) 0.7340(4) 0.5965(9) 0.045(5) Uani 1 1 d . . . . .
O9 O 0.6619(4) 0.8430(3) 1.0595(7) 0.020(4) Uani 1 1 d . . . . .
O10 O 0.7855(4) 0.5871(3) 1.0500(7) 0.038(4) Uani 1 1 d . . . . .
O11 O 0.9678(4) 0.7751(3) 0.8469(7) 0.025(3) Uani 1 1 d . . . . .
N1 N 0.4699(5) 0.8229(4) 0.6455(9) 0.026(4) Uani 1 1 d . . . . .
N2 N 0.4272(5) 1.4119(4) 0.7409(8) 0.019(5) Uani 1 1 d . . . . .
N3 N -0.0665(5) 1.0666(4) 0.6222(8) 0.025(4) Uani 1 1 d . . . . .
C1 C 0.7535(9) 1.1016(6) 1.0438(15) 0.014(4) Uani 1 1 d . . . . .
C2 C 0.8809(5) 1.0530(4) 1.0149(9) 0.014(3) Uani 1 1 d . . . . .
C3 C 0.8609(6) 0.9440(4) 0.9379(9) 0.014(3) Uani 1 1 d . . . . .
H3 H 0.766959 0.905357 0.896783 0.016 Uiso 1 1 calc R U . . .
C4 C 0.9783(5) 0.8878(4) 0.9187(9) 0.016(4) Uani 1 1 d . . . . .
C5 C 0.8311(7) 0.7294(5) 0.7681(11) 0.024(4) Uani 1 1 d . . . . .
H5A H 0.773192 0.805511 0.748609 0.028 Uiso 1 1 calc R U . . .
H5B H 0.780227 0.669352 0.796110 0.028 Uiso 1 1 calc R U . . .
C6 C 0.8529(7) 0.6564(5) 0.6711(12) 0.028(4) Uani 1 1 d . . . . .
H6 H 0.772317 0.608250 0.615551 0.034 Uiso 1 1 calc R U . . .
C7 C 0.9783(7) 0.6549(5) 0.6579(11) 0.039(7) Uani 1 1 d . . . . .
H7A H 1.061132 0.702049 0.711865 0.047 Uiso 1 1 calc R U . . .
H7B H 0.984355 0.606803 0.594737 0.047 Uiso 1 1 calc R U . . .
C8 C 0.5837(7) 0.7658(6) 0.9749(13) 0.012(3) Uani 1 1 d . . . . .
C9 C 0.5400(6) 0.6258(4) 0.9852(10) 0.014(3) Uani 1 1 d . . . . .
C10 C 0.6456(6) 0.5385(4) 1.0271(10) 0.015(5) Uani 1 1 d . . . . .
C11 C 0.6064(6) 0.4120(4) 1.0410(10) 0.014(3) Uani 1 1 d . . . . .
H11 H 0.676944 0.352369 1.067657 0.016 Uiso 1 1 calc R U . . .
C12 C 0.8986(6) 0.5075(5) 1.1006(10) 0.021(6) Uani 1 1 d . . . . .
H12A H 0.893404 0.424183 1.051551 0.025 Uiso 1 1 calc R U . . .
H12B H 0.890244 0.484390 1.166562 0.025 Uiso 1 1 calc R U . . .
C13 C 1.0392(7) 0.5879(6) 1.1278(11) 0.027(7) Uani 1 1 d . . . . .
H13 H 1.122802 0.540949 1.145365 0.032 Uiso 1 1 calc R U . . .
C14 C 1.0566(8) 0.7165(6) 1.1294(13) 0.048(9) Uani 1 1 d . . . . .
H14A H 0.976269 0.767790 1.112465 0.057 Uiso 1 1 calc R U . . .
H14B H 1.149441 0.757869 1.147582 0.057 Uiso 1 1 calc R U . . .
C15 C 0.0431(6) 1.0184(4) 0.6933(10) 0.026(4) Uani 1 1 d . . . . .
H15 H 0.024392 0.963911 0.738509 0.031 Uiso 1 1 calc R U . . .
C16 C -0.0409(6) 1.1587(5) 0.5546(10) 0.028(5) Uani 1 1 d . . . . .
H16A H -0.119765 1.143861 0.483561 0.034 Uiso 1 1 calc R U . . .
H16B H 0.049145 1.140320 0.543725 0.034 Uiso 1 1 calc R U . . .
C17 C -0.0314(7) 1.3025(5) 0.6070(12) 0.042(7) Uani 1 1 d . . . . .
H17A H 0.009331 1.360054 0.571588 0.062 Uiso 1 1 calc R U . . .
H17B H 0.029857 1.312196 0.683060 0.062 Uiso 1 1 calc R U . . .
H17C H -0.127082 1.327747 0.600233 0.062 Uiso 1 1 calc R U . . .
C18 C -0.2179(6) 1.0355(5) 0.6128(10) 0.032(5) Uani 1 1 d . . . . .
H18A H -0.267878 1.118057 0.609012 0.038 Uiso 1 1 calc R U . . .
H18B H -0.216788 1.000480 0.677386 0.038 Uiso 1 1 calc R U . . .
C19 C -0.2989(6) 0.9337(6) 0.5133(11) 0.036(5) Uani 1 1 d . . . . .
H19A H -0.290072 0.963053 0.450257 0.055 Uiso 1 1 calc R U . . .
H19B H -0.399967 0.924935 0.503862 0.055 Uiso 1 1 calc R U . . .
H19C H -0.258799 0.847616 0.522082 0.055 Uiso 1 1 calc R U . . .
C20 C 0.3839(6) 1.2925(5) 0.7498(11) 0.023(7) Uani 1 1 d . . . . .
H20 H 0.287785 1.277857 0.743727 0.028 Uiso 1 1 calc R U . . .
C21 C 0.5784(7) 1.4364(5) 0.7517(11) 0.025(6) Uani 1 1 d . . . . .
H21A H 0.604319 1.533282 0.767679 0.031 Uiso 1 1 calc R U . . .
H21B H 0.641239 1.396772 0.812936 0.031 Uiso 1 1 calc R U . . .
C22 C 0.6040(8) 1.3800(7) 0.6535(13) 0.042(6) Uani 1 1 d . . . . .
H22A H 0.544848 1.421438 0.593161 0.064 Uiso 1 1 calc R U . . .
H22B H 0.579031 1.284033 0.637469 0.064 Uiso 1 1 calc R U . . .
H22C H 0.704976 1.397542 0.665318 0.064 Uiso 1 1 calc R U . . .
C23 C 0.3254(9) 1.5145(9) 0.7072(16) 0.023(8) Uani 1 1 d . . . . .
H23A H 0.374124 1.603852 0.740850 0.028 Uiso 1 1 calc R U . . .
H23B H 0.244975 1.501997 0.731148 0.028 Uiso 1 1 calc R U . . .
C24 C 0.2692(10) 1.5040(11) 0.5865(17) 0.032(8) Uani 1 1 d . . . . .
H24A H 0.228299 1.413230 0.553433 0.048 Uiso 1 1 calc R U . . .
H24B H 0.347521 1.525930 0.563766 0.048 Uiso 1 1 calc R U . . .
H24C H 0.195226 1.566035 0.564147 0.048 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 0.0013 0.0009 '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 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0058 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.4898 1.8751 '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 77.43(19) . . ?
O1 Pr1 O3 122.0(3) . . ?
O1 Pr1 O4 143.94(12) . . ?
O1 Pr1 O5 75.7(2) . . ?
O1 Pr1 O6 87.9(2) . . ?
O1 Pr1 O7 134.65(15) . . ?
O1 Pr1 O9 75.59(19) . 2_677 ?
O2 Pr1 O4 138.29(18) . . ?
O2 Pr1 O6 72.0(2) . . ?
O2 Pr1 O7 73.7(3) . . ?
O3 Pr1 O2 77.19(16) . . ?
O3 Pr1 O4 73.8(3) . . ?
O3 Pr1 O6 130.5(2) . . ?
O3 Pr1 O7 84.6(3) . . ?
O4 Pr1 O6 106.0(2) . . ?
O4 Pr1 O7 74.30(18) . . ?
O5 Pr1 O2 136.90(11) . . ?
O5 Pr1 O3 145.91(15) . . ?
O5 Pr1 O4 76.56(15) . . ?
O5 Pr1 O6 74.01(15) . . ?
O5 Pr1 O7 103.3(2) . . ?
O5 Pr1 O9 79.32(19) . 2_677 ?
O7 Pr1 O6 50.24(14) . . ?
O9 Pr1 O2 125.0(3) 2_677 . ?
O9 Pr1 O3 78.00(19) 2_677 . ?
O9 Pr1 O4 77.1(2) 2_677 . ?
O9 Pr1 O6 151.41(11) 2_677 . ?
O9 Pr1 O7 149.66(16) 2_677 . ?
C1 O1 Pr1 160.8(3) . . ?
C8 O2 Pr1 126.3(7) . . ?
C1 O3 Pr1 108.7(6) 2_677 . ?
C15 O4 Pr1 136.0(6) . . ?
C20 O5 Pr1 126.2(3) . . ?
N1 O6 Pr1 96.0(3) . . ?
N1 O7 Pr1 96.1(5) . . ?
C8 O9 Pr1 128.5(3) . 2_677 ?
C10 O10 C12 117.9(4) . . ?
C4 O11 C5 118.1(4) . . ?
O6 N1 Pr1 58.6(4) . . ?
O6 N1 O7 115.2(6) . . ?
O7 N1 Pr1 58.5(5) . . ?
O8 N1 Pr1 161.5(7) . . ?
O8 N1 O6 121.6(4) . . ?
O8 N1 O7 123.0(6) . . ?
C20 N2 C21 118.2(4) . . ?
C20 N2 C23 121.6(4) . . ?
C23 N2 C21 119.7(4) . . ?
C15 N3 C16 120.3(4) . . ?
C15 N3 C18 121.2(6) . . ?
C16 N3 C18 118.4(6) . . ?
O1 C1 Pr1 87.8(4) . 2_677 ?
O1 C1 C2 114.3(13) . . ?
O3 C1 Pr1 49.0(3) 2_677 2_677 ?
O3 C1 O1 123.1(6) 2_677 . ?
O3 C1 C2 122.4(13) 2_677 . ?
C2 C1 Pr1 134.8(5) . 2_677 ?
C3 C2 C1 120.0(7) . . ?
C3 C2 C4 121.3(5) . 2_777 ?
C4 C2 C1 118.1(9) 2_777 . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.1(6) . . ?
C4 C3 H3 119.4 . . ?
O11 C4 C2 117.7(4) . 2_777 ?
O11 C4 C3 124.6(6) . . ?
C3 C4 C2 117.5(8) . 2_777 ?
O11 C5 H5A 110.1 . . ?
O11 C5 H5B 110.1 . . ?
O11 C5 C6 107.8(5) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
C5 C6 H6 117.8 . . ?
C7 C6 C5 124.5(10) . . ?
C7 C6 H6 117.8 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O2 C8 C9 116.3(11) . . ?
O9 C8 O2 125.5(5) . . ?
O9 C8 C9 118.2(12) . . ?
C10 C9 C8 120.1(4) . . ?
C10 C9 C11 120.6(4) . 2_667 ?
C11 C9 C8 119.1(5) 2_667 . ?
O10 C10 C9 115.2(4) . . ?
O10 C10 C11 124.5(5) . . ?
C11 C10 C9 120.3(4) . . ?
C9 C11 H11 120.5 2_667 . ?
C10 C11 C9 119.0(5) . 2_667 ?
C10 C11 H11 120.5 . . ?
O10 C12 H12A 110.2 . . ?
O10 C12 H12B 110.2 . . ?
O10 C12 C13 107.7(4) . . ?
H12A C12 H12B 108.5 . . ?
C13 C12 H12A 110.2 . . ?
C13 C12 H12B 110.2 . . ?
C12 C13 H13 116.8 . . ?
C14 C13 C12 126.3(5) . . ?
C14 C13 H13 116.8 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O4 C15 N3 122.6(7) . . ?
O4 C15 H15 118.7 . . ?
N3 C15 H15 118.7 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 C17 110.9(9) . . ?
H16A C16 H16B 108.1 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
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 . . ?
N3 C18 H18A 109.3 . . ?
N3 C18 H18B 109.3 . . ?
N3 C18 C19 111.4(7) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
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 . . ?
O5 C20 N2 124.4(4) . . ?
O5 C20 H20 117.8 . . ?
N2 C20 H20 117.8 . . ?
N2 C21 H21A 109.0 . . ?
N2 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 N2 112.8(9) . . ?
C22 C21 H21A 109.0 . . ?
C22 C21 H21B 109.0 . . ?
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 . . ?
N2 C23 H23A 109.7 . . ?
N2 C23 H23B 109.7 . . ?
N2 C23 C24 109.8(13) . . ?
H23A C23 H23B 108.2 . . ?
C24 C23 H23A 109.7 . . ?
C24 C23 H23B 109.7 . . ?
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 2.367(6) . ?
Pr1 O2 2.425(4) . ?
Pr1 O3 2.402(4) . ?
Pr1 O4 2.443(5) . ?
Pr1 O5 2.396(4) . ?
Pr1 O6 2.542(6) . ?
Pr1 O7 2.539(7) . ?
Pr1 O9 2.402(6) 2_677 ?
O1 C1 1.271(18) . ?
O2 C8 1.248(18) . ?
O3 C1 1.21(2) 2_677 ?
O4 C15 1.245(5) . ?
O5 C20 1.238(6) . ?
O6 N1 1.277(8) . ?
O7 N1 1.279(5) . ?
O8 N1 1.190(8) . ?
O9 C8 1.247(16) . ?
O10 C10 1.364(5) . ?
O10 C12 1.408(7) . ?
O11 C4 1.345(10) . ?
O11 C5 1.392(11) . ?
N2 C20 1.296(6) . ?
N2 C21 1.459(5) . ?
N2 C23 1.454(8) . ?
N3 C15 1.306(11) . ?
N3 C16 1.454(10) . ?
N3 C18 1.477(5) . ?
C1 C2 1.515(7) . ?
C2 C3 1.342(12) . ?
C2 C4 1.410(10) 2_777 ?
C3 H3 0.9300 . ?
C3 C4 1.389(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.479(17) . ?
C6 H6 0.9300 . ?
C6 C7 1.313(7) . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 C9 1.496(6) . ?
C9 C10 1.385(8) . ?
C9 C11 1.389(6) 2_667 ?
C10 C11 1.372(6) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.487(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.290(7) . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.491(10) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.495(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 1.458(18) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.48(3) . ?
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 Pr1 -59(2) . . . 2_677 ?
Pr1 O1 C1 O3 -95(2) . . . 2_677 ?
Pr1 O1 C1 C2 80(2) . . . . ?
Pr1 O2 C8 O9 -51.8(6) . . . . ?
Pr1 O2 C8 C9 128.6(5) . . . . ?
Pr1 O4 C15 N3 175.7(5) . . . . ?
Pr1 O5 C20 N2 164.6(9) . . . . ?
Pr1 O6 N1 O7 15.8(8) . . . . ?
Pr1 O6 N1 O8 -158.3(8) . . . . ?
Pr1 O7 N1 O6 -15.9(8) . . . . ?
Pr1 O7 N1 O8 158.1(9) . . . . ?
Pr1 O9 C8 O2 86.3(9) 2_677 . . . ?
Pr1 O9 C8 C9 -94.2(6) 2_677 . . . ?
Pr1 C1 C2 C3 76.4(16) 2_677 . . . ?
Pr1 C1 C2 C4 -94.4(9) 2_677 . . 2_777 ?
O1 C1 C2 C3 -36.5(10) . . . . ?
O1 C1 C2 C4 152.7(6) . . . 2_777 ?
O2 C8 C9 C10 119.7(10) . . . . ?
O2 C8 C9 C11 -64.5(12) . . . 2_667 ?
O3 C1 C2 C3 138.7(9) 2_677 . . . ?
O3 C1 C2 C4 -32.1(10) 2_677 . . 2_777 ?
O9 C8 C9 C10 -59.9(12) . . . . ?
O9 C8 C9 C11 116.0(10) . . . 2_667 ?
O10 C10 C11 C9 180.0(10) . . . 2_667 ?
O10 C12 C13 C14 15.0(18) . . . . ?
O11 C5 C6 C7 -9.5(10) . . . . ?
C1 C2 C3 C4 -172.5(9) . . . . ?
C2 C3 C4 O11 176.6(8) . . . . ?
C2 C3 C4 C2 1.9(13) . . . 2_777 ?
C4 O11 C5 C6 151.6(7) . . . . ?
C4 C2 C3 C4 -1.9(14) 2_777 . . . ?
C5 O11 C4 C2 -168.8(7) . . . 2_777 ?
C5 O11 C4 C3 16.5(12) . . . . ?
C8 C9 C10 O10 -4.0(16) . . . . ?
C8 C9 C10 C11 177.3(11) . . . . ?
C9 C10 C11 C9 -1.4(19) . . . 2_667 ?
C10 O10 C12 C13 -173.9(9) . . . . ?
C11 C9 C10 O10 -179.8(10) 2_667 . . . ?
C11 C9 C10 C11 1.5(19) 2_667 . . . ?
C12 O10 C10 C9 175.2(9) . . . . ?
C12 O10 C10 C11 -6.1(16) . . . . ?
C15 N3 C16 C17 -92.5(7) . . . . ?
C15 N3 C18 C19 -104.8(10) . . . . ?
C16 N3 C15 O4 -3.7(13) . . . . ?
C16 N3 C18 C19 78.6(8) . . . . ?
C18 N3 C15 O4 179.8(8) . . . . ?
C18 N3 C16 C17 84.1(9) . . . . ?
C20 N2 C21 C22 77.5(12) . . . . ?
C20 N2 C23 C24 -89.9(12) . . . . ?
C21 N2 C20 O5 -0.8(19) . . . . ?
C21 N2 C23 C24 82.0(13) . . . . ?
C23 N2 C20 O5 171.3(13) . . . . ?
C23 N2 C21 C22 -94.7(12) . . . . ?
