#------------------------------------------------------------------------------
#$Date: 2022-11-15 01:49:33 +0200 (Tue, 15 Nov 2022) $
#$Revision: 279272 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/58/7245819.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_7245819
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                109.464(3)
_cell_angle_beta                 94.951(3)
_cell_angle_gamma                96.1010(10)
_cell_formula_units_Z            2
_cell_length_a                   10.0371(3)
_cell_length_b                   11.1440(3)
_cell_length_c                   14.0248(8)
_cell_measurement_reflns_used    7325
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      19.51
_cell_measurement_theta_min      2.33
_cell_volume                     1458.25(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         2500000
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.385
_diffrn_measured_fraction_theta_max 0.385
_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  0.0466
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.385
_diffrn_reflns_Laue_measured_fraction_max 0.385
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            26704
_diffrn_reflns_point_group_measured_fraction_full 0.385
_diffrn_reflns_point_group_measured_fraction_max 0.385
_diffrn_reflns_theta_full        19.616
_diffrn_reflns_theta_max         19.616
_diffrn_reflns_theta_min         1.545
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.917
_exptl_absorpt_correction_T_max  0.7444
_exptl_absorpt_correction_T_min  0.6401
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0633 before and 0.0506 after correction.
The Ratio of minimum to maximum transmission is 0.8599.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.552
_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         0.619
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     332
_refine_ls_number_reflns         2021
_refine_ls_number_restraints     292
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0324
_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)+(0.0505P)²+3.7673P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0804
_refine_ls_wR_factor_ref         0.0833
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1864
_reflns_number_total             2021
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00499b2.cif
_cod_data_source_block           022_r35_25kbar
_cod_database_code               7245819
_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   0.982
_shelx_estimated_absorpt_t_min   0.947
_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
 C18-C19
 1.4 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(O6) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C18) = Uanis(C16) = Uanis(C23) = Uanis(C21)
Uanis(C2) = Uanis(C9)
4. 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
 Pr1, O6, O7, O8, N1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5.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)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C11(H11), C13(H13), C15(H15), C20(H20)
5.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
5.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 0.48380(3) 0.56729(4) 0.65319(6) 0.0267(6) Uani 1 1 d . . . . .
O1 O 0.4228(5) 0.7160(6) 0.5679(10) 0.032(4) Uani 1 1 d . . . . .
O2 O 0.6477(4) 0.5610(5) 0.5166(8) 0.025(4) Uani 1 1 d . . . . .
O3 O 0.7404(6) 0.5757(10) 0.6702(13) 0.041(4) Uani 1 1 d . . . . .
O4 O 0.3996(6) 0.4460(7) 0.7632(10) 0.068(7) Uani 1 1 d . . . . .
O5 O 0.2771(5) 0.6408(7) 0.7141(10) 0.056(6) Uani 1 1 d . . . . .
O6 O 0.5794(7) 0.6792(9) 0.8358(14) 0.064(4) Uani 1 1 d . U . . .
O7 O 0.6064(8) 0.8005(9) 0.7511(16) 0.062(4) Uani 1 1 d . . . . .
O8 O 0.7025(11) 0.8705(13) 0.9066(19) 0.111(5) Uani 1 1 d . . . . .
O9 O 0.4574(6) 0.6507(7) 0.4059(11) 0.041(4) Uani 1 1 d . . . . .
O10 O 0.8831(5) 0.7049(7) 0.4800(10) 0.061(6) Uani 1 1 d . . . . .
O11 O 0.3232(5) 0.8256(6) 0.3396(9) 0.048(4) Uani 1 1 d . . . . .
N1 N 0.6305(9) 0.7897(14) 0.838(2) 0.059(4) Uani 1 1 d . . . . .
N2 N 0.4116(8) 0.3197(9) 0.8577(14) 0.076(6) Uani 1 1 d . . . . .
N3 N 0.1039(7) 0.7476(8) 0.7662(13) 0.058(7) Uani 1 1 d . . . . .
C1 C 0.7487(8) 0.5589(12) 0.5764(18) 0.026(4) Uani 1 1 d . . . . .
C2 C 0.8809(6) 0.5327(8) 0.5404(12) 0.028(4) Uani 1 1 d . . . . .
C3 C 0.9425(6) 0.6010(8) 0.4851(13) 0.025(6) Uani 1 1 d . . . . .
C4 C 1.0612(6) 0.5685(8) 0.4446(13) 0.030(7) Uani 1 1 d . . . . .
H4 H 1.101496 0.614407 0.407574 0.036 Uiso 1 1 calc R U . . .
C5 C 0.9097(9) 0.7514(11) 0.4010(17) 0.063(8) Uani 1 1 d . . . . .
H5A H 0.895075 0.681328 0.336029 0.075 Uiso 1 1 calc R U . . .
H5B H 1.002649 0.792504 0.412398 0.075 Uiso 1 1 calc R U . . .
C6 C 0.8148(9) 0.8469(11) 0.4008(17) 0.065(12) Uani 1 1 d . . . . .
H6 H 0.723755 0.820350 0.400681 0.078 Uiso 1 1 calc R U . . .
C7 C 0.8464(12) 0.9587(14) 0.401(2) 0.138(17) Uani 1 1 d . . . . .
H7A H 0.936212 0.989578 0.400998 0.166 Uiso 1 1 calc R U . . .
H7B H 0.779940 1.010810 0.400719 0.166 Uiso 1 1 calc R U . . .
C8 C 0.4463(7) 0.7356(10) 0.4898(17) 0.030(4) Uani 1 1 d . . . . .
C9 C 0.4691(6) 0.8738(8) 0.4939(13) 0.028(4) Uani 1 1 d . . . . .
C10 C 0.4101(6) 0.9127(8) 0.4160(13) 0.034(4) Uani 1 1 d . . . . .
C11 C 0.4447(6) 1.0425(8) 0.4266(12) 0.029(8) Uani 1 1 d . . . . .
H11 H 0.406942 1.071944 0.377176 0.034 Uiso 1 1 calc R U . . .
C12 C 0.2372(7) 0.8711(9) 0.2799(14) 0.039(5) Uani 1 1 d . . . . .
H12A H 0.289430 0.914091 0.242473 0.046 Uiso 1 1 calc R U . . .
H12B H 0.186295 0.932117 0.322856 0.046 Uiso 1 1 calc R U . . .
C13 C 0.1457(8) 0.7611(10) 0.2092(16) 0.055(6) Uani 1 1 d . . . . .
H13 H 0.080195 0.778368 0.166473 0.066 Uiso 1 1 calc R U . . .
C14 C 0.1466(9) 0.6413(10) 0.2001(17) 0.054(11) Uani 1 1 d . . . . .
H14A H 0.210163 0.619162 0.241124 0.064 Uiso 1 1 calc R U . . .
H14B H 0.083583 0.577691 0.152418 0.064 Uiso 1 1 calc R U . . .
C15 C 0.4489(8) 0.3657(10) 0.7914(16) 0.057(6) Uani 1 1 d . . . . .
H15 H 0.522581 0.334771 0.760391 0.068 Uiso 1 1 calc R U . . .
C16 C 0.4832(12) 0.2325(14) 0.895(2) 0.092(5) Uani 1 1 d . . . . .
H16A H 0.576669 0.244483 0.882783 0.111 Uiso 1 1 calc R U . . .
H16B H 0.482539 0.258706 0.967771 0.111 Uiso 1 1 calc R U . . .
C17 C 0.4360(16) 0.1057(15) 0.854(2) 0.122(14) Uani 1 1 d . . . . .
H17A H 0.411542 0.082506 0.781513 0.183 Uiso 1 1 calc R U . . .
H17B H 0.357994 0.087024 0.884226 0.183 Uiso 1 1 calc R U . . .
H17C H 0.504848 0.057295 0.866337 0.183 Uiso 1 1 calc R U . . .
C18 C 0.3410(12) 0.4139(13) 0.9643(19) 0.092(5) Uani 1 1 d D . . . .
H18A H 0.370445 0.401457 1.027674 0.111 Uiso 1 1 calc R U . . .
H18B H 0.348510 0.504445 0.972867 0.111 Uiso 1 1 calc R U . . .
C19 C 0.2198(13) 0.3442(18) 0.916(2) 0.137(14) Uani 1 1 d D . . . .
H19A H 0.148845 0.394614 0.936812 0.206 Uiso 1 1 calc R U . . .
H19B H 0.205698 0.267486 0.932551 0.206 Uiso 1 1 calc R U . . .
H19C H 0.219343 0.321283 0.843292 0.206 Uiso 1 1 calc R U . . .
C20 C 0.2010(8) 0.7195(10) 0.7086(16) 0.054(8) Uani 1 1 d . . . . .
H20 H 0.213037 0.760595 0.661522 0.065 Uiso 1 1 calc R U . . .
C21 C 0.0095(13) 0.8339(15) 0.750(2) 0.092(5) Uani 1 1 d . . . . .
H21A H -0.082164 0.788988 0.734986 0.111 Uiso 1 1 calc R U . . .
H21B H 0.029691 0.857618 0.691517 0.111 Uiso 1 1 calc R U . . .
C22 C 0.0198(14) 0.9515(13) 0.841(2) 0.126(9) Uani 1 1 d . . . . .
H22A H -0.048118 1.002072 0.830395 0.189 Uiso 1 1 calc R U . . .
H22B H 0.107636 1.000822 0.851136 0.189 Uiso 1 1 calc R U . . .
H22C H 0.006536 0.928021 0.899467 0.189 Uiso 1 1 calc R U . . .
C23 C 0.0696(15) 0.6735(18) 0.831(3) 0.092(5) Uani 1 1 d . . . . .
H23A H 0.077524 0.583896 0.796413 0.111 Uiso 1 1 calc R U . . .
H23B H -0.023375 0.678757 0.844174 0.111 Uiso 1 1 calc R U . . .
C24 C 0.160(2) 0.722(3) 0.929(4) 0.212(14) Uani 1 1 d . . . . .
H24A H 0.208619 0.655769 0.936041 0.318 Uiso 1 1 calc R U . . .
H24B H 0.106679 0.748832 0.984278 0.318 Uiso 1 1 calc R U . . .
H24C H 0.222228 0.794642 0.930454 0.318 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 71.7(3) . 2_666 ?
O1 Pr1 O2 72.0(2) . . ?
O1 Pr1 O3 108.4(2) . . ?
O1 Pr1 O4 143.19(19) . . ?
O1 Pr1 O6 112.7(3) . . ?
O1 Pr1 O7 68.4(4) . . ?
O1 Pr1 O9 134.0(4) . 2_666 ?
O2 Pr1 O2 73.30(14) 2_666 . ?
O2 Pr1 O3 117.6(4) 2_666 . ?
O2 Pr1 O4 101.8(3) 2_666 . ?
O2 Pr1 O7 139.2(4) 2_666 . ?
O3 Pr1 O2 50.8(4) . . ?
O3 Pr1 O7 68.6(3) . . ?
O4 Pr1 O2 142.39(18) . . ?
O4 Pr1 O3 106.5(3) . . ?
O4 Pr1 O7 115.4(5) . . ?
O5 Pr1 O1 73.3(3) . . ?
O5 Pr1 O2 89.4(3) . 2_666 ?
O5 Pr1 O2 144.6(3) . . ?
O5 Pr1 O3 152.5(5) . . ?
O5 Pr1 O4 70.4(2) . . ?
O5 Pr1 O6 82.9(4) . . ?
O5 Pr1 O7 87.7(3) . . ?
O5 Pr1 O9 129.54(18) . 2_666 ?
O6 Pr1 O2 117.1(3) . . ?
O6 Pr1 O2 169.3(2) . 2_666 ?
O6 Pr1 O3 71.0(4) . . ?
O6 Pr1 O4 68.7(3) . . ?
O6 Pr1 O7 48.2(4) . . ?
O7 Pr1 O2 86.1(4) . . ?
O9 Pr1 O2 69.7(3) 2_666 2_666 ?
O9 Pr1 O2 73.6(2) 2_666 . ?
O9 Pr1 O3 69.9(3) 2_666 . ?
O9 Pr1 O4 69.9(3) 2_666 . ?
O9 Pr1 O6 109.7(4) 2_666 . ?
O9 Pr1 O7 137.7(3) 2_666 . ?
C8 O1 Pr1 136.3(6) . . ?
Pr1 O2 Pr1 106.70(14) 2_666 . ?
C1 O2 Pr1 141.2(9) . 2_666 ?
C1 O2 Pr1 92.2(9) . . ?
C1 O3 Pr1 94.9(8) . . ?
C15 O4 Pr1 130.5(7) . . ?
C20 O5 Pr1 140.1(8) . . ?
N1 O6 Pr1 103.6(14) . . ?
N1 O7 Pr1 97.8(8) . . ?
C8 O9 Pr1 137.7(10) . 2_666 ?
C3 O10 C5 117.9(10) . . ?
C10 O11 C12 117.9(6) . . ?
O6 N1 O7 110(2) . . ?
O8 N1 O6 128(2) . . ?
O8 N1 O7 121.7(14) . . ?
C15 N2 C16 124.8(10) . . ?
C15 N2 C18 121.1(8) . . ?
C16 N2 C18 104.9(14) . . ?
C20 N3 C21 120.4(13) . . ?
C20 N3 C23 120.2(9) . . ?
C23 N3 C21 118.0(11) . . ?
O2 C1 Pr1 62.4(6) . . ?
O2 C1 O3 121.4(10) . . ?
O2 C1 C2 121.8(18) . . ?
O3 C1 Pr1 59.5(5) . . ?
O3 C1 C2 116.8(13) . . ?
C2 C1 Pr1 170.0(5) . . ?
C3 C2 C1 121.2(6) . . ?
C4 C2 C1 119.1(8) 2_766 . ?
C4 C2 C3 119.5(8) 2_766 . ?
O10 C3 C2 115.4(8) . . ?
O10 C3 C4 123.9(8) . . ?
C2 C3 C4 120.6(6) . . ?
C2 C4 C3 119.9(9) 2_766 . ?
C2 C4 H4 120.1 2_766 . ?
C3 C4 H4 120.1 . . ?
O10 C5 H5A 110.3 . . ?
O10 C5 H5B 110.3 . . ?
O10 C5 C6 107.3(12) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.3 . . ?
C6 C5 H5B 110.3 . . ?
C5 C6 H6 116.8 . . ?
C7 C6 C5 126.4(9) . . ?
C7 C6 H6 116.8 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O1 C8 O9 125.8(8) . . ?
O1 C8 C9 117.7(16) . . ?
O9 C8 C9 116.4(15) . . ?
C10 C9 C8 122.0(13) . . ?
C11 C9 C8 116.6(11) 2_676 . ?
C11 C9 C10 121.3(7) 2_676 . ?
O11 C10 C9 118.6(6) . . ?
O11 C10 C11 125.1(11) . . ?
C11 C10 C9 116.3(12) . . ?
C9 C11 C10 122.4(11) 2_676 . ?
C9 C11 H11 118.8 2_676 . ?
C10 C11 H11 118.8 . . ?
O11 C12 H12A 110.1 . . ?
O11 C12 H12B 110.1 . . ?
O11 C12 C13 107.8(7) . . ?
H12A C12 H12B 108.5 . . ?
C13 C12 H12A 110.1 . . ?
C13 C12 H12B 110.1 . . ?
C12 C13 H13 116.8 . . ?
C14 C13 C12 126.5(13) . . ?
C14 C13 H13 116.8 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O4 C15 N2 127.8(10) . . ?
O4 C15 H15 116.1 . . ?
N2 C15 H15 116.1 . . ?
N2 C16 H16A 107.9 . . ?
N2 C16 H16B 107.9 . . ?
H16A C16 H16B 107.2 . . ?
C17 C16 N2 117.4(17) . . ?
C17 C16 H16A 107.9 . . ?
C17 C16 H16B 107.9 . . ?
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 114.3 . . ?
N2 C18 H18B 114.3 . . ?
H18A C18 H18B 111.4 . . ?
C19 C18 N2 86.3(13) . . ?
C19 C18 H18A 114.3 . . ?
C19 C18 H18B 114.3 . . ?
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 N3 123.2(13) . . ?
O5 C20 H20 118.4 . . ?
N3 C20 H20 118.4 . . ?
N3 C21 H21A 109.4 . . ?
N3 C21 H21B 109.4 . . ?
N3 C21 C22 111(2) . . ?
H21A C21 H21B 108.0 . . ?
C22 C21 H21A 109.4 . . ?
C22 C21 H21B 109.4 . . ?
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 109.4 . . ?
N3 C23 H23B 109.4 . . ?
N3 C23 C24 111.0(16) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
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 2.442(6) . ?
Pr1 O2 2.499(10) 2_666 ?
Pr1 O2 2.619(8) . ?
Pr1 O3 2.554(6) . ?
Pr1 O4 2.509(8) . ?
Pr1 O5 2.430(6) . ?
Pr1 O6 2.496(17) . ?
Pr1 O7 2.608(12) . ?
Pr1 O9 2.446(7) 2_666 ?
O1 C8 1.22(2) . ?
O2 C1 1.265(18) . ?
O3 C1 1.28(3) . ?
O4 C15 1.223(10) . ?
O5 C20 1.240(8) . ?
O6 N1 1.270(12) . ?
O7 N1 1.27(3) . ?
O8 N1 1.19(3) . ?
O9 C8 1.26(2) . ?
O10 C3 1.376(7) . ?
O10 C5 1.405(18) . ?
O11 C10 1.349(17) . ?
O11 C12 1.398(13) . ?
N2 C15 1.268(19) . ?
N2 C16 1.465(14) . ?
N2 C18 1.77(3) . ?
N3 C20 1.316(17) . ?
N3 C21 1.476(12) . ?
N3 C23 1.46(2) . ?
C1 C2 1.484(13) . ?
C2 C3 1.392(14) . ?
C2 C4 1.389(8) 2_766 ?
C3 C4 1.394(12) . ?
C4 H4 0.9300 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.501(10) . ?
C6 H6 0.9300 . ?
C6 C7 1.253(12) . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 C9 1.515(9) . ?
C9 C10 1.410(18) . ?
C9 C11 1.35(2) 2_676 ?
C10 C11 1.405(8) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.46(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.299(11) . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.35(2) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.361(10) . ?
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 1.48(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.48(5) . ?
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 C8 O9 36.2(18) . . . . ?
Pr1 O1 C8 C9 -141.5(7) . . . . ?
Pr1 O2 C1 Pr1 -120.5(8) 2_666 . . . ?
Pr1 O2 C1 O3 -128.9(16) 2_666 . . . ?
Pr1 O2 C1 O3 -8.4(12) . . . . ?
Pr1 O2 C1 C2 49.0(11) 2_666 . . . ?
Pr1 O2 C1 C2 169.5(8) . . . . ?
Pr1 O3 C1 O2 8.6(12) . . . . ?
Pr1 O3 C1 C2 -169.4(7) . . . . ?
Pr1 O4 C15 N2 169.7(13) . . . . ?
Pr1 O5 C20 N3 -169.2(11) . . . . ?
Pr1 O6 N1 O7 3.6(13) . . . . ?
Pr1 O6 N1 O8 -169.4(17) . . . . ?
Pr1 O7 N1 O6 -3.3(12) . . . . ?
Pr1 O7 N1 O8 170.1(14) . . . . ?
Pr1 O9 C8 O1 -24.9(15) 2_666 . . . ?
Pr1 O9 C8 C9 152.8(6) 2_666 . . . ?
Pr1 C1 C2 C3 164(8) . . . . ?
Pr1 C1 C2 C4 -11(9) . . . 2_766 ?
O1 C8 C9 C10 -136.1(12) . . . . ?
O1 C8 C9 C11 47.5(11) . . . 2_676 ?
O2 C1 C2 C3 51.5(18) . . . . ?
O2 C1 C2 C4 -123.4(13) . . . 2_766 ?
O3 C1 C2 C3 -130.5(13) . . . . ?
O3 C1 C2 C4 55(2) . . . 2_766 ?
O9 C8 C9 C10 46.0(11) . . . . ?
O9 C8 C9 C11 -130.4(13) . . . 2_676 ?
O10 C3 C4 C2 175.4(14) . . . 2_766 ?
O10 C5 C6 C7 129(2) . . . . ?
O11 C10 C11 C9 178.8(11) . . . 2_676 ?
O11 C12 C13 C14 -2(2) . . . . ?
C1 C2 C3 O10 9(2) . . . . ?
C1 C2 C3 C4 -174.7(15) . . . . ?
C2 C3 C4 C2 0(2) . . . 2_766 ?
C3 O10 C5 C6 169.8(11) . . . . ?
C4 C2 C3 O10 -175.8(13) 2_766 . . . ?
C4 C2 C3 C4 0(2) 2_766 . . . ?
C5 O10 C3 C2 -159.5(12) . . . . ?
C5 O10 C3 C4 25(2) . . . . ?
C8 C9 C10 O11 4.8(15) . . . . ?
C8 C9 C10 C11 -177.0(9) . . . . ?
C9 C10 C11 C9 0.7(16) . . . 2_676 ?
C10 O11 C12 C13 -175.0(11) . . . . ?
C11 C9 C10 O11 -178.9(10) 2_676 . . . ?
C11 C9 C10 C11 -0.7(16) 2_676 . . . ?
C12 O11 C10 C9 162.2(10) . . . . ?
C12 O11 C10 C11 -15.8(16) . . . . ?
C15 N2 C16 C17 -99(2) . . . . ?
C15 N2 C18 C19 104.9(14) . . . . ?
C16 N2 C15 O4 -174.1(16) . . . . ?
C16 N2 C18 C19 -107.0(12) . . . . ?
C18 N2 C15 O4 -32(2) . . . . ?
C18 N2 C16 C17 114.3(19) . . . . ?
C20 N3 C21 C22 -117.8(19) . . . . ?
C20 N3 C23 C24 84(3) . . . . ?
C21 N3 C20 O5 -174.8(15) . . . . ?
C21 N3 C23 C24 -109(2) . . . . ?
C23 N3 C20 O5 -8(2) . . . . ?
C23 N3 C21 C22 75.3(19) . . . . ?
