#------------------------------------------------------------------------------
#$Date: 2022-11-15 01:49:33 +0200 (Tue, 15 Nov 2022) $
#$Revision: 279272 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/58/7245814.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_7245814
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             2022-06-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-06-17 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                109.747(3)
_cell_angle_beta                 95.520(2)
_cell_angle_gamma                96.847(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8826(9)
_cell_length_b                   11.1554(10)
_cell_length_c                   13.9347(12)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      72.38
_cell_measurement_theta_min      5.277
_cell_volume                     1420.2(2)
_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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            58828
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        66.594
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         5.277
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    13.694
_exptl_absorpt_correction_T_max  0.1946
_exptl_absorpt_correction_T_min  0.0292
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1380 before and 0.0870 after correction.
The Ratio of minimum to maximum transmission is 0.1501.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.701
_refine_diff_density_min         -1.467
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       0.00096(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         4970
_refine_ls_number_restraints     296
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0306
_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)+(0.0581P)²+1.7123P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0818
_refine_ls_wR_factor_ref         0.0819
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4933
_reflns_number_total             4970
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00499b2.cif
_cod_data_source_block           lrh_022_r35
_cod_database_code               7245814
_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   0.684
_shelx_estimated_absorpt_t_min   0.341
_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
 C16-C17 \\sim C16-C17A
 with sigma of 0.02
 C17-C16A \\sim C17A-C16A
 with sigma of 0.02
 N2-C16A \\sim N2-C16
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C17A \\sim C17: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
C16A \\sim C16: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
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
5. Others
 Fixed Sof: C16(0.71604) H16A(0.71604) H16B(0.71604) C17(0.71604)
 H17A(0.71604) H17B(0.71604) H17C(0.71604) C16A(0.28396) H16C(0.28396)
 H16D(0.28396) C17A(0.28396) H17D(0.28396) H17E(0.28396) H17F(0.28396)
6.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C21(H21A,H21B), C12(H12A,H12B), C18(H18A,H18B), C23(H23A,H23B),
 C16(H16A,H16B), C16A(H16C,H16D)
6.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C3(H3), C20(H20), C15(H15), C6(H6), C13(H13)
6.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
6.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C19(H19A,H19B,H19C), C24(H24A,H24B,H24C), C17(H17A,H17B,
 H17C), C17A(H17D,H17E,H17F)
;
_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 0.47995(2) 0.56669(2) 0.65325(2) 0.02031(10) Uani 1 1 d . . . . .
O2 O 0.3532(2) 0.4354(2) 0.47781(18) 0.0243(5) Uani 1 1 d . . . . .
O1 O 0.4185(2) 0.7144(2) 0.56758(18) 0.0270(5) Uani 1 1 d . . . . .
O8 O 0.4586(3) 0.6491(2) 0.40426(18) 0.0308(5) Uani 1 1 d . . . . .
O6 O 0.2706(3) 0.6402(3) 0.7128(2) 0.0371(6) Uani 1 1 d . . . . .
O9 O 0.2572(2) 0.4239(3) 0.32430(18) 0.0338(6) Uani 1 1 d . . . . .
O10 O 0.3199(3) 0.8211(2) 0.3360(2) 0.0354(6) Uani 1 1 d . . . . .
O3 O 0.3897(3) 0.4404(3) 0.7594(2) 0.0427(7) Uani 1 1 d . . . . .
O11 O 0.1172(3) 0.2951(3) 0.5194(2) 0.0407(6) Uani 1 1 d . . . . .
O5 O 0.6085(4) 0.8023(3) 0.7539(2) 0.0520(8) Uani 1 1 d . . . . .
N3 N 0.0991(3) 0.7503(3) 0.7653(2) 0.0339(7) Uani 1 1 d . . . . .
O4 O 0.5746(3) 0.6818(4) 0.8444(2) 0.0508(8) Uani 1 1 d . . . . .
C9 C 0.1185(3) 0.4673(3) 0.4581(2) 0.0253(7) Uani 1 1 d . . . . .
C8 C 0.2493(3) 0.4390(3) 0.4162(3) 0.0259(7) Uani 1 1 d . . . . .
C2 C 0.4683(4) 0.8717(3) 0.4923(3) 0.0254(7) Uani 1 1 d . . . . .
N2 N 0.4070(4) 0.3136(4) 0.8560(3) 0.0477(9) Uani 1 1 d D . . . .
C10 C 0.0591(4) 0.5673(3) 0.4429(3) 0.0288(7) Uani 1 1 d . . . . .
H10 H 0.099098 0.612481 0.403051 0.035 Uiso 1 1 calc R U . . .
C3 C 0.4431(4) 1.0398(3) 0.4233(3) 0.0265(7) Uani 1 1 d . . . . .
H3 H 0.405256 1.066921 0.370243 0.032 Uiso 1 1 calc R U . . .
C1 C 0.4447(3) 0.7331(3) 0.4872(3) 0.0237(6) Uani 1 1 d . . . . .
N1 N 0.6303(4) 0.7873(4) 0.8391(3) 0.0480(9) Uani 1 1 d . . . . .
C4 C 0.4093(4) 0.9118(3) 0.4157(3) 0.0265(7) Uani 1 1 d . . . . .
C11 C 0.0584(3) 0.3981(3) 0.5146(3) 0.0284(7) Uani 1 1 d . . . . .
C20 C 0.1965(4) 0.7209(4) 0.7084(3) 0.0356(8) Uani 1 1 d . . . . .
H20 H 0.211288 0.763814 0.661007 0.043 Uiso 1 1 calc R U . . .
C15 C 0.4516(4) 0.3706(4) 0.7937(3) 0.0341(8) Uani 1 1 d . . . . .
H15 H 0.539206 0.356655 0.773462 0.041 Uiso 1 1 calc R U . . .
C5 C 0.2305(4) 0.8669(4) 0.2746(3) 0.0321(8) Uani 1 1 d . . . . .
H5A H 0.284766 0.910782 0.236305 0.039 Uiso 1 1 calc R U . . .
H5B H 0.179282 0.929535 0.319022 0.039 Uiso 1 1 calc R U . . .
O7 O 0.7024(5) 0.8706(4) 0.9132(3) 0.0876(14) Uani 1 1 d . . . . .
C21 C 0.0082(5) 0.8411(4) 0.7547(4) 0.0465(10) Uani 1 1 d . . . . .
H21A H -0.088173 0.795594 0.736026 0.056 Uiso 1 1 calc R U . . .
H21B H 0.031171 0.869784 0.697427 0.056 Uiso 1 1 calc R U . . .
C12 C 0.0898(4) 0.2468(4) 0.5987(3) 0.0380(8) Uani 1 1 d . . . . .
H12A H -0.006426 0.201536 0.584825 0.046 Uiso 1 1 calc R U . . .
H12B H 0.103283 0.318332 0.666039 0.046 Uiso 1 1 calc R U . . .
C7 C 0.1303(4) 0.6331(4) 0.1912(3) 0.0391(8) Uani 1 1 d . . . . .
H7A H 0.195857 0.610286 0.233704 0.047 Uiso 1 1 calc R U . . .
H7B H 0.063131 0.568045 0.141684 0.047 Uiso 1 1 calc R U . . .
C6 C 0.1325(4) 0.7540(4) 0.2010(3) 0.0368(8) Uani 1 1 d . . . . .
H6 H 0.064711 0.771735 0.156716 0.044 Uiso 1 1 calc R U . . .
C13 C 0.1878(5) 0.1556(4) 0.5999(3) 0.0416(9) Uani 1 1 d . . . . .
H13 H 0.282687 0.184585 0.601618 0.050 Uiso 1 1 calc R U . . .
C18 C 0.4927(5) 0.2382(5) 0.8976(4) 0.0519(12) Uani 1 1 d . . . . .
H18A H 0.493086 0.265734 0.973046 0.062 Uiso 1 1 calc R U . . .
H18B H 0.588666 0.256553 0.885223 0.062 Uiso 1 1 calc R U . . .
C23 C 0.0703(6) 0.6817(5) 0.8342(4) 0.0602(13) Uani 1 1 d . . . . .
H23A H 0.075087 0.589089 0.799805 0.072 Uiso 1 1 calc R U . . .
H23B H -0.024010 0.688872 0.851389 0.072 Uiso 1 1 calc R U . . .
C22 C 0.0180(5) 0.9566(5) 0.8493(5) 0.0685(17) Uani 1 1 d . . . . .
H22A H -0.047780 1.011224 0.837792 0.103 Uiso 1 1 calc R U . . .
H22B H 0.111587 1.005439 0.865949 0.103 Uiso 1 1 calc R U . . .
H22C H -0.003509 0.929187 0.906748 0.103 Uiso 1 1 calc R U . . .
C16 C 0.2627(6) 0.3167(5) 0.8794(5) 0.0365(11) Uani 0.716 1 d D U P A 2
H16A H 0.226461 0.235880 0.889628 0.044 Uiso 0.716 1 calc R U P A 2
H16B H 0.202877 0.323863 0.821060 0.044 Uiso 0.716 1 calc R U P A 2
C19 C 0.4417(6) 0.0946(6) 0.8494(5) 0.0683(15) Uani 1 1 d . . . . .
H19A H 0.440826 0.066819 0.774669 0.102 Uiso 1 1 calc R U . . .
H19B H 0.348200 0.075378 0.864131 0.102 Uiso 1 1 calc R U . . .
H19C H 0.502987 0.048388 0.878201 0.102 Uiso 1 1 calc R U . . .
C14 C 0.1525(6) 0.0391(5) 0.5989(5) 0.0591(13) Uani 1 1 d . . . . .
H14A H 0.058482 0.007004 0.597175 0.071 Uiso 1 1 calc R U . . .
H14B H 0.220631 -0.013931 0.599765 0.071 Uiso 1 1 calc R U . . .
C24 C 0.1733(10) 0.7367(11) 0.9322(5) 0.122(4) Uani 1 1 d . . . . .
H24A H 0.266978 0.736130 0.914744 0.183 Uiso 1 1 calc R U . . .
H24B H 0.158130 0.683975 0.975181 0.183 Uiso 1 1 calc R U . . .
H24C H 0.161372 0.825467 0.970113 0.183 Uiso 1 1 calc R U . . .
C17 C 0.2624(12) 0.4300(12) 0.9750(6) 0.087(3) Uani 0.716 1 d . U P A 2
H17A H 0.333662 0.430347 1.029167 0.131 Uiso 0.716 1 calc R U P A 2
H17B H 0.172099 0.423986 0.998095 0.131 Uiso 0.716 1 calc R U P A 2
H17C H 0.281312 0.509829 0.960373 0.131 Uiso 0.716 1 calc R U P A 2
C16A C 0.3488(19) 0.4083(17) 0.9469(12) 0.054(4) Uani 0.284 1 d D U P A 1
H16C H 0.406813 0.425224 1.013563 0.065 Uiso 0.284 1 calc R U P A 1
H16D H 0.342754 0.491235 0.936770 0.065 Uiso 0.284 1 calc R U P A 1
C17A C 0.215(2) 0.340(2) 0.943(2) 0.073(6) Uani 0.284 1 d . U P A 1
H17D H 0.173397 0.295864 0.870616 0.110 Uiso 0.284 1 calc R U P A 1
H17E H 0.157058 0.401562 0.978192 0.110 Uiso 0.284 1 calc R U P A 1
H17F H 0.223187 0.276840 0.976502 0.110 Uiso 0.284 1 calc R U P A 1
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
O2 Pr1 O2 72.20(8) . 2_666 ?
O2 Pr1 O9 115.95(8) . 2_666 ?
O2 Pr1 O3 101.61(9) . . ?
O2 Pr1 O5 84.96(10) 2_666 . ?
O2 Pr1 O5 138.77(9) . . ?
O2 Pr1 O4 169.77(9) . . ?
O1 Pr1 O2 72.30(7) . 2_666 ?
O1 Pr1 O2 71.93(8) . . ?
O1 Pr1 O8 134.64(8) . 2_666 ?
O1 Pr1 O9 109.53(8) . 2_666 ?
O1 Pr1 O3 142.76(8) . . ?
O1 Pr1 O5 68.55(9) . . ?
O1 Pr1 O4 112.88(10) . . ?
O8 Pr1 O2 69.51(8) 2_666 . ?
O8 Pr1 O2 73.91(8) 2_666 2_666 ?
O8 Pr1 O9 68.71(9) 2_666 2_666 ?
O8 Pr1 O3 69.21(9) 2_666 . ?
O8 Pr1 O5 136.57(10) 2_666 . ?
O8 Pr1 O4 109.22(10) 2_666 . ?
O6 Pr1 O2 91.65(9) . . ?
O6 Pr1 O2 144.52(8) . 2_666 ?
O6 Pr1 O1 72.69(8) . . ?
O6 Pr1 O8 130.60(9) . 2_666 ?
O6 Pr1 O9 151.91(9) . 2_666 ?
O6 Pr1 O3 70.87(9) . . ?
O6 Pr1 O5 87.60(10) . . ?
O6 Pr1 O4 81.60(10) . . ?
O9 Pr1 O2 50.92(7) 2_666 2_666 ?
O9 Pr1 O5 68.50(10) 2_666 . ?
O3 Pr1 O2 142.21(8) . 2_666 ?
O3 Pr1 O9 106.16(9) . 2_666 ?
O3 Pr1 O5 116.84(10) . . ?
O3 Pr1 O4 68.97(11) . . ?
O4 Pr1 O2 117.59(9) . 2_666 ?
O4 Pr1 O9 71.70(9) . 2_666 ?
O4 Pr1 O5 49.08(11) . . ?
Pr1 O2 Pr1 107.80(8) . 2_666 ?
C8 O2 Pr1 138.7(2) . . ?
C8 O2 Pr1 92.84(19) . 2_666 ?
C1 O1 Pr1 135.1(2) . . ?
C1 O8 Pr1 137.8(2) . 2_666 ?
C20 O6 Pr1 140.0(3) . . ?
C8 O9 Pr1 93.89(19) . 2_666 ?
C4 O10 C5 117.2(3) . . ?
C15 O3 Pr1 126.7(3) . . ?
C11 O11 C12 118.3(3) . . ?
N1 O5 Pr1 95.4(2) . . ?
C20 N3 C21 122.6(3) . . ?
C20 N3 C23 119.0(3) . . ?
C23 N3 C21 118.1(3) . . ?
N1 O4 Pr1 98.1(2) . . ?
C10 C9 C8 118.5(3) . . ?
C10 C9 C11 120.1(3) . . ?
C11 C9 C8 121.3(3) . . ?
O2 C8 Pr1 61.16(16) . 2_666 ?
O2 C8 C9 118.6(3) . . ?
O9 C8 Pr1 61.04(17) . 2_666 ?
O9 C8 O2 121.6(3) . . ?
O9 C8 C9 119.8(3) . . ?
C9 C8 Pr1 169.8(2) . 2_666 ?
C3 C2 C1 117.0(3) 2_676 . ?
C3 C2 C4 119.9(3) 2_676 . ?
C4 C2 C1 123.0(3) . . ?
C15 N2 C18 121.4(4) . . ?
C15 N2 C16 119.8(4) . . ?
C15 N2 C16A 111.7(7) . . ?
C18 N2 C16 118.6(4) . . ?
C18 N2 C16A 108.3(7) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.6(3) . 2_566 ?
C11 C10 H10 119.7 2_566 . ?
C2 C3 H3 119.7 2_676 . ?
C2 C3 C4 120.7(3) 2_676 . ?
C4 C3 H3 119.7 . . ?
O1 C1 C2 116.8(3) . . ?
O8 C1 O1 126.5(3) . . ?
O8 C1 C2 116.6(3) . . ?
O5 N1 Pr1 60.1(2) . . ?
O5 N1 O4 117.0(3) . . ?
O4 N1 Pr1 57.29(19) . . ?
O7 N1 Pr1 173.6(4) . . ?
O7 N1 O5 121.3(5) . . ?
O7 N1 O4 121.7(4) . . ?
O10 C4 C2 117.2(3) . . ?
O10 C4 C3 123.4(3) . . ?
C3 C4 C2 119.4(3) . . ?
O11 C11 C9 116.4(3) . . ?
O11 C11 C10 124.2(3) . 2_566 ?
C10 C11 C9 119.3(3) 2_566 . ?
O6 C20 N3 123.8(4) . . ?
O6 C20 H20 118.1 . . ?
N3 C20 H20 118.1 . . ?
O3 C15 N2 125.7(4) . . ?
O3 C15 H15 117.1 . . ?
N2 C15 H15 117.1 . . ?
O10 C5 H5A 110.1 . . ?
O10 C5 H5B 110.1 . . ?
O10 C5 C6 108.1(3) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
N3 C21 H21A 108.8 . . ?
N3 C21 H21B 108.8 . . ?
N3 C21 C22 113.8(4) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
O11 C12 H12A 110.3 . . ?
O11 C12 H12B 110.3 . . ?
O11 C12 C13 106.9(3) . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 H12A 110.3 . . ?
C13 C12 H12B 110.3 . . ?
H7A C7 H7B 120.0 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
C5 C6 H6 116.7 . . ?
C7 C6 C5 126.6(4) . . ?
C7 C6 H6 116.7 . . ?
C12 C13 H13 117.8 . . ?
C14 C13 C12 124.5(4) . . ?
C14 C13 H13 117.8 . . ?
N2 C18 H18A 109.1 . . ?
N2 C18 H18B 109.1 . . ?
N2 C18 C19 112.4(5) . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 H18A 109.1 . . ?
C19 C18 H18B 109.1 . . ?
N3 C23 H23A 109.6 . . ?
N3 C23 H23B 109.6 . . ?
N3 C23 C24 110.4(6) . . ?
H23A C23 H23B 108.1 . . ?
C24 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
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 . . ?
N2 C16 H16A 109.9 . . ?
N2 C16 H16B 109.9 . . ?
N2 C16 C17 108.9(6) . . ?
H16A C16 H16B 108.3 . . ?
C17 C16 H16A 109.9 . . ?
C17 C16 H16B 109.9 . . ?
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 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
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 . . ?
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 C16A H16C 111.2 . . ?
N2 C16A H16D 111.2 . . ?
H16C C16A H16D 109.1 . . ?
C17A C16A N2 103.1(15) . . ?
C17A C16A H16C 111.2 . . ?
C17A C16A H16D 111.2 . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
C16A C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 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 O2 2.499(2) . ?
Pr1 O2 2.572(2) 2_666 ?
Pr1 O1 2.437(2) . ?
Pr1 O8 2.438(2) 2_666 ?
Pr1 O6 2.432(2) . ?
Pr1 O9 2.571(2) 2_666 ?
Pr1 O3 2.515(3) . ?
Pr1 O5 2.619(3) . ?
Pr1 O4 2.557(3) . ?
O2 C8 1.287(4) . ?
O1 C1 1.251(4) . ?
O8 C1 1.250(4) . ?
O6 C20 1.239(5) . ?
O9 C8 1.246(4) . ?
O10 C4 1.370(4) . ?
O10 C5 1.426(4) . ?
O3 C15 1.233(5) . ?
O11 C11 1.366(4) . ?
O11 C12 1.418(5) . ?
O5 N1 1.256(5) . ?
N3 C20 1.307(5) . ?
N3 C21 1.465(5) . ?
N3 C23 1.445(6) . ?
O4 N1 1.266(5) . ?
C9 C8 1.493(5) . ?
C9 C10 1.387(5) . ?
C9 C11 1.400(5) . ?
C2 C3 1.391(5) 2_676 ?
C2 C1 1.511(4) . ?
C2 C4 1.395(5) . ?
N2 C15 1.315(5) . ?
N2 C18 1.472(5) . ?
N2 C16 1.495(6) . ?
N2 C16A 1.560(14) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(5) 2_566 ?
C3 H3 0.9500 . ?
C3 C4 1.392(5) . ?
N1 O7 1.220(5) . ?
C20 H20 0.9500 . ?
C15 H15 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.491(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.485(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.489(5) . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C7 C6 1.306(6) . ?
C6 H6 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.299(7) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.513(8) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.515(10) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.495(10) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C16A C17A 1.43(3) . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 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
_geom_torsion_publ_flag
Pr1 O2 C8 Pr1 121.3(3) . . . 2_666 ?
Pr1 O2 C8 O9 130.5(3) . . . . ?
Pr1 O2 C8 O9 9.1(3) 2_666 . . . ?
Pr1 O2 C8 C9 -47.1(5) . . . . ?
Pr1 O2 C8 C9 -168.4(3) 2_666 . . . ?
Pr1 O1 C1 O8 35.2(5) . . . . ?
Pr1 O1 C1 C2 -141.9(2) . . . . ?
Pr1 O8 C1 O1 -24.3(6) 2_666 . . . ?
Pr1 O8 C1 C2 152.7(2) 2_666 . . . ?
Pr1 O6 C20 N3 -168.0(3) . . . . ?
Pr1 O9 C8 O2 -9.1(3) 2_666 . . . ?
Pr1 O9 C8 C9 168.4(3) 2_666 . . . ?
Pr1 O3 C15 N2 174.1(3) . . . . ?
Pr1 O5 N1 O4 -6.9(4) . . . . ?
Pr1 O5 N1 O7 172.7(4) . . . . ?
Pr1 O4 N1 O5 7.1(4) . . . . ?
Pr1 O4 N1 O7 -172.5(4) . . . . ?
O10 C5 C6 C7 -2.0(6) . . . . ?
O11 C12 C13 C14 -129.8(5) . . . . ?
C8 C9 C10 C11 -176.4(3) . . . 2_566 ?
C8 C9 C11 O11 -6.9(5) . . . . ?
C8 C9 C11 C10 176.3(3) . . . 2_566 ?
C2 C3 C4 O10 178.2(3) 2_676 . . . ?
C2 C3 C4 C2 -1.9(6) 2_676 . . . ?
C10 C9 C8 Pr1 40.8(15) . . . 2_666 ?
C10 C9 C8 O2 126.4(3) . . . . ?
C10 C9 C8 O9 -51.2(5) . . . . ?
C10 C9 C11 O11 175.2(3) . . . . ?
C10 C9 C11 C10 -1.5(6) . . . 2_566 ?
C3 C2 C1 O1 47.4(4) 2_676 . . . ?
C3 C2 C1 O8 -129.9(3) 2_676 . . . ?
C3 C2 C4 O10 -178.2(3) 2_676 . . . ?
C3 C2 C4 C3 1.8(6) 2_676 . . . ?
C1 C2 C4 O10 3.9(5) . . . . ?
C1 C2 C4 C3 -176.0(3) . . . . ?
C4 O10 C5 C6 -173.7(3) . . . . ?
C4 C2 C1 O1 -134.7(3) . . . . ?
C4 C2 C1 O8 48.0(5) . . . . ?
C11 O11 C12 C13 -168.3(3) . . . . ?
C11 C9 C8 Pr1 -137.1(12) . . . 2_666 ?
C11 C9 C8 O2 -51.5(5) . . . . ?
C11 C9 C8 O9 130.9(4) . . . . ?
C11 C9 C10 C11 1.5(6) . . . 2_566 ?
C20 N3 C21 C22 -118.8(5) . . . . ?
C20 N3 C23 C24 80.5(5) . . . . ?
C15 N2 C18 C19 -107.8(5) . . . . ?
C15 N2 C16 C17 -92.7(7) . . . . ?
C15 N2 C16A C17A 127.5(14) . . . . ?
C5 O10 C4 C2 162.5(3) . . . . ?
C5 O10 C4 C3 -17.6(5) . . . . ?
C21 N3 C20 O6 -176.7(4) . . . . ?
C21 N3 C23 C24 -105.5(5) . . . . ?
C12 O11 C11 C9 161.1(3) . . . . ?
C12 O11 C11 C10 -22.4(5) . . . 2_566 ?
C18 N2 C15 O3 -176.3(4) . . . . ?
C18 N2 C16 C17 91.8(7) . . . . ?
C18 N2 C16A C17A -96.2(15) . . . . ?
C23 N3 C20 O6 -3.0(7) . . . . ?
C23 N3 C21 C22 67.4(6) . . . . ?
C16 N2 C15 O3 8.3(7) . . . . ?
C16 N2 C18 C19 67.7(6) . . . . ?
C16A N2 C15 O3 -46.5(10) . . . . ?
C16A N2 C18 C19 121.0(8) . . . . ?
