#------------------------------------------------------------------------------
#$Date: 2021-07-05 19:53:59 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267084 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/97/1559778.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_1559778
loop_
_publ_author_name
'Navarro-Huerta, Armando'
'Jellen, Marcus J.'
'Arcudia, Jessica'
'Teat, Simon J.'
'Toscano, Rubén A'
'Merino, Gabriel'
'Rodríguez-Molina, Braulio'
_publ_section_title
;
 Tailoring the cavities of hydrogen-bonded amphidynamic crystals using
 weak contacts: towards faster molecular machines.
;
_journal_issue                   6
_journal_name_full               'Chemical science'
_journal_page_first              2181
_journal_page_last               2188
_journal_paper_doi               10.1039/d0sc05899h
_journal_volume                  12
_journal_year                    2020
_chemical_formula_moiety         '2(C24 H13 F4 N), C6 H12 N2'
_chemical_formula_sum            'C54 H38 F8 N4'
_chemical_formula_weight         894.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     'Dual space'
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-07-21
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-08-07 deposited with the CCDC.	2020-12-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.1430(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.6803(2)
_cell_length_b                   15.0128(5)
_cell_length_c                   21.3972(7)
_cell_measurement_reflns_used    9191
_cell_measurement_temperature    250(2)
_cell_measurement_theta_max      29.9601
_cell_measurement_theta_min      2.9502
_cell_volume                     2137.29(12)
_computing_cell_refinement       'Bruker SAINT v8.38a'
_computing_data_collection       'Bruker APEX 3'
_computing_data_reduction        'Bruker SAINT v8.38a'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      250(2)
_diffrn_detector_area_resol_mean 7.39
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 with PHOTONII detector'
_diffrn_measurement_method       'ω/θ shutterless scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7288
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            60892
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.930
_diffrn_reflns_theta_max         29.997
_diffrn_reflns_theta_min         1.960
_diffrn_source                   'Advanced Light Source beamline 12.2.1'
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2016/2 Bruker AXS Madison WI USA'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_description       block
_exptl_crystal_F_000             924
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Hexanes/ethyl acetate'
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       0.044(4)
_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   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         5759
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0588
_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)+(0.0749P)²+0.3414P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1355
_refine_ls_wR_factor_ref         0.1439
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4978
_reflns_number_total             5759
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc05899h2.cif
_cod_data_source_block           ANH-BRM-2-250K
_cod_depositor_comments
;Adding full bibliography for 1559768--1559785.cif.

 Adding full bibliography for 1559768--1559785.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1559778
_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_min   0.963
_shelx_estimated_absorpt_t_max   0.989
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
F1 F -0.02270(12) 0.23797(6) 0.15472(4) 0.0615(2) Uani 1 1 d . . . . .
F2 F 0.03655(15) 0.15642(7) 0.40183(4) 0.0718(3) Uani 1 1 d . . . . .
F3 F 1.39590(13) 0.53751(8) 0.42179(5) 0.0727(3) Uani 1 1 d . . . . .
F4 F 0.77607(15) 0.68712(9) 0.52976(5) 0.0845(3) Uani 1 1 d . . . . .
C1 C 0.5467(2) 0.33113(9) 0.14401(6) 0.0489(3) Uani 1 1 d . . . . .
H1 H 0.573682 0.325004 0.101860 0.059 Uiso 1 1 calc R U . . .
C2 C 0.38427(19) 0.28894(9) 0.16631(6) 0.0461(3) Uani 1 1 d . . . . .
H2 H 0.301562 0.253091 0.138775 0.055 Uiso 1 1 calc R U . . .
C3 C 0.33787(16) 0.29772(8) 0.22905(5) 0.0398(2) Uani 1 1 d . . . . .
C4 C 0.46057(16) 0.35168(7) 0.26954(5) 0.0377(2) Uani 1 1 d . . . . .
H4 H 0.430291 0.359724 0.311233 0.045 Uiso 1 1 calc R U . . .
C5 C 0.83227(16) 0.48068(7) 0.33829(5) 0.0376(2) Uani 1 1 d . . . . .
H5 H 0.743307 0.470734 0.369210 0.045 Uiso 1 1 calc R U . . .
C6 C 1.00811(17) 0.52935(7) 0.35258(5) 0.0392(2) Uani 1 1 d . . . . .
C7 C 1.13999(18) 0.54330(8) 0.30548(6) 0.0438(3) Uani 1 1 d . . . . .
H7 H 1.260117 0.574816 0.315613 0.053 Uiso 1 1 calc R U . . .
C8 C 1.09829(18) 0.51231(8) 0.24538(6) 0.0451(3) Uani 1 1 d . . . . .
H8 H 1.186424 0.523276 0.214385 0.054 Uiso 1 1 calc R U . . .
N9 N 0.84555(17) 0.42655(7) 0.17606(5) 0.0461(2) Uani 1 1 d . . . . .
H9 H 0.893(2) 0.4313(11) 0.1395(8) 0.055 Uiso 1 1 d . U . . .
C10 C 0.66956(18) 0.38286(8) 0.18526(5) 0.0420(3) Uani 1 1 d . . . . .
C11 C 0.62748(16) 0.39353(7) 0.24830(5) 0.0374(2) Uani 1 1 d . . . . .
C12 C 0.78915(16) 0.44698(7) 0.27818(5) 0.0365(2) Uani 1 1 d . . . . .
C13 C 0.92147(17) 0.46410(7) 0.23163(5) 0.0398(2) Uani 1 1 d . . . . .
C14 C 0.16937(17) 0.24844(7) 0.25369(6) 0.0408(2) Uani 1 1 d . . . . .
C15 C -0.00393(18) 0.22104(8) 0.21729(6) 0.0464(3) Uani 1 1 d . . . . .
C16 C -0.1609(2) 0.17661(10) 0.24111(8) 0.0576(4) Uani 1 1 d . . . . .
H16 H -0.275020 0.160920 0.214492 0.069 Uiso 1 1 calc R U . . .
C17 C -0.1505(2) 0.15532(10) 0.30357(8) 0.0590(4) Uani 1 1 d . . . . .
H17 H -0.256214 0.125324 0.320768 0.071 Uiso 1 1 calc R U . . .
C18 C 0.0201(2) 0.17947(9) 0.34002(7) 0.0520(3) Uani 1 1 d . . . . .
C19 C 0.17652(18) 0.22500(8) 0.31702(6) 0.0458(3) Uani 1 1 d . . . . .
H19 H 0.289452 0.240494 0.344228 0.055 Uiso 1 1 calc R U . . .
C20 C 1.04829(17) 0.57130(8) 0.41506(6) 0.0411(2) Uani 1 1 d . . . . .
C21 C 0.89305(18) 0.60995(9) 0.44498(6) 0.0475(3) Uani 1 1 d . . . . .
H21 H 0.760756 0.607888 0.425928 0.057 Uiso 1 1 calc R U . . .
C22 C 0.9321(2) 0.65115(10) 0.50225(7) 0.0549(3) Uani 1 1 d . . . . .
C23 C 1.1230(2) 0.65767(10) 0.53228(7) 0.0587(4) Uani 1 1 d . . . . .
H23 H 1.146160 0.687103 0.571023 0.070 Uiso 1 1 calc R U . . .
C24 C 1.2784(2) 0.61961(11) 0.50360(7) 0.0596(4) Uani 1 1 d . . . . .
H24 H 1.410724 0.622769 0.522572 0.072 Uiso 1 1 calc R U . . .
C25 C 1.23873(18) 0.57708(9) 0.44718(7) 0.0499(3) Uani 1 1 d . . . . .
N31 N 0.978(2) 0.4623(8) 0.0506(6) 0.0535(16) Uani 0.5 1 d . . P A -1
C31 C 0.8371(8) 0.4335(4) 0.00254(17) 0.0907(15) Uani 0.5 1 d . . P A -1
H31A H 0.702034 0.450282 0.012756 0.109 Uiso 0.5 1 calc R U P A -1
H31B H 0.842107 0.368423 -0.000429 0.109 Uiso 0.5 1 calc R U P A -1
C32 C 0.8771(7) 0.4747(3) -0.06176(15) 0.0828(12) Uani 0.5 1 d . . P A -1
H32A H 0.897672 0.426990 -0.091746 0.099 Uiso 0.5 1 calc R U P A -1
H32B H 0.759891 0.509557 -0.078141 0.099 Uiso 0.5 1 calc R U P A -1
C33 C 0.9351(7) 0.5705(3) 0.05210(16) 0.0786(10) Uani 0.5 1 d . . P A -1
H33A H 0.796823 0.581492 0.061967 0.094 Uiso 0.5 1 calc R U P A -1
H33B H 1.026529 0.598734 0.084632 0.094 Uiso 0.5 1 calc R U P A -1
C34 C 0.9679(7) 0.6106(3) -0.01272(17) 0.0795(10) Uani 0.5 1 d . . P A -1
H34A H 1.069519 0.657833 -0.008345 0.095 Uiso 0.5 1 calc R U P A -1
H34B H 0.842245 0.636033 -0.032194 0.095 Uiso 0.5 1 calc R U P A -1
C35 C 1.1751(6) 0.4591(3) 0.03883(18) 0.0790(11) Uani 0.5 1 d . . P A -1
H35A H 1.218067 0.396708 0.038355 0.095 Uiso 0.5 1 calc R U P A -1
H35B H 1.256248 0.489157 0.072977 0.095 Uiso 0.5 1 calc R U P A -1
C36 C 1.2153(6) 0.5026(4) -0.02345(19) 0.0840(12) Uani 0.5 1 d . . P A -1
H36A H 1.303367 0.554268 -0.015246 0.101 Uiso 0.5 1 calc R U P A -1
H36B H 1.284728 0.460038 -0.048723 0.101 Uiso 0.5 1 calc R U P A -1
N32 N 1.044(2) 0.5288(9) -0.0557(6) 0.066(3) Uani 0.5 1 d . . 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 0.0034 0.0017 '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 0.0065 0.0035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0185 0.0109 '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
C2 C1 C10 118.44(11) . . ?
C2 C1 H1 120.8 . . ?
C10 C1 H1 120.8 . . ?
C1 C2 C3 122.24(11) . . ?
C1 C2 H2 118.9 . . ?
C3 C2 H2 118.9 . . ?
C4 C3 C2 118.53(11) . . ?
C4 C3 C14 119.38(10) . . ?
C2 C3 C14 122.03(10) . . ?
C11 C4 C3 120.14(10) . . ?
C11 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C12 C5 C6 119.68(10) . . ?
C12 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C7 119.24(11) . . ?
C5 C6 C20 120.15(10) . . ?
C7 C6 C20 120.47(10) . . ?
C8 C7 C6 122.08(11) . . ?
C8 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
C7 C8 C13 118.09(10) . . ?
C7 C8 H8 121.0 . . ?
C13 C8 H8 121.0 . . ?
C13 N9 C10 109.05(9) . . ?
C13 N9 H9 127.5(11) . . ?
C10 N9 H9 123.3(11) . . ?
N9 C10 C1 129.80(11) . . ?
N9 C10 C11 109.18(10) . . ?
C1 C10 C11 120.95(11) . . ?
C4 C11 C10 119.67(10) . . ?
C4 C11 C12 133.96(10) . . ?
C10 C11 C12 106.29(10) . . ?
C5 C12 C13 119.72(10) . . ?
C5 C12 C11 134.11(10) . . ?
C13 C12 C11 106.17(10) . . ?
N9 C13 C8 129.57(10) . . ?
N9 C13 C12 109.28(10) . . ?
C8 C13 C12 121.15(11) . . ?
C19 C14 C15 114.89(11) . . ?
C19 C14 C3 120.65(10) . . ?
C15 C14 C3 124.46(11) . . ?
F1 C15 C16 116.69(11) . . ?
F1 C15 C14 119.54(12) . . ?
C16 C15 C14 123.77(13) . . ?
C17 C16 C15 120.00(12) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 117.39(13) . . ?
C16 C17 H17 121.3 . . ?
C18 C17 H17 121.3 . . ?
F2 C18 C17 118.41(12) . . ?
F2 C18 C19 118.42(12) . . ?
C17 C18 C19 123.17(14) . . ?
C18 C19 C14 120.75(12) . . ?
C18 C19 H19 119.6 . . ?
C14 C19 H19 119.6 . . ?
C21 C20 C25 115.58(12) . . ?
C21 C20 C6 120.66(10) . . ?
C25 C20 C6 123.75(11) . . ?
C22 C21 C20 120.44(11) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
F4 C22 C21 118.30(12) . . ?
F4 C22 C23 119.00(13) . . ?
C21 C22 C23 122.70(14) . . ?
C24 C23 C22 117.77(13) . . ?
C24 C23 H23 121.1 . . ?
C22 C23 H23 121.1 . . ?
C25 C24 C23 119.45(12) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
F3 C25 C24 117.36(11) . . ?
F3 C25 C20 118.60(12) . . ?
C24 C25 C20 124.03(13) . . ?
C35 N31 C31 116.8(11) . . ?
C35 N31 C33 102.3(7) . . ?
C31 N31 C33 102.1(8) . . ?
N31 C31 C32 111.6(5) . . ?
N31 C31 H31A 109.3 . . ?
C32 C31 H31A 109.3 . . ?
N31 C31 H31B 109.3 . . ?
C32 C31 H31B 109.3 . . ?
H31A C31 H31B 108.0 . . ?
N32 C32 C31 110.8(6) . . ?
N32 C32 H32A 109.5 . . ?
C31 C32 H32A 109.5 . . ?
N32 C32 H32B 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C34 C33 N31 109.1(5) . . ?
C34 C33 H33A 109.9 . . ?
N31 C33 H33A 109.9 . . ?
C34 C33 H33B 109.9 . . ?
N31 C33 H33B 109.9 . . ?
H33A C33 H33B 108.3 . . ?
C33 C34 N32 106.7(5) . . ?
C33 C34 H34A 110.4 . . ?
N32 C34 H34A 110.4 . . ?
C33 C34 H34B 110.4 . . ?
N32 C34 H34B 110.4 . . ?
H34A C34 H34B 108.6 . . ?
N31 C35 C36 113.2(5) . . ?
N31 C35 H35A 108.9 . . ?
C36 C35 H35A 108.9 . . ?
N31 C35 H35B 108.9 . . ?
C36 C35 H35B 108.9 . . ?
H35A C35 H35B 107.7 . . ?
N32 C36 C35 111.4(6) . . ?
N32 C36 H36A 109.4 . . ?
C35 C36 H36A 109.4 . . ?
N32 C36 H36B 109.4 . . ?
C35 C36 H36B 109.4 . . ?
H36A C36 H36B 108.0 . . ?
C36 N32 C32 121.5(10) . . ?
C36 N32 C34 102.9(9) . . ?
C32 N32 C34 101.9(10) . . ?
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
F1 C15 1.3575(16) . ?
F2 C18 1.3620(17) . ?
F3 C25 1.3612(16) . ?
F4 C22 1.3545(17) . ?
C1 C2 1.3781(18) . ?
C1 C10 1.3877(17) . ?
C1 H1 0.9400 . ?
C2 C3 1.4107(17) . ?
C2 H2 0.9400 . ?
C3 C4 1.3969(15) . ?
C3 C14 1.4828(16) . ?
C4 C11 1.3913(15) . ?
C4 H4 0.9400 . ?
C5 C12 1.3882(16) . ?
C5 C6 1.3938(15) . ?
C5 H5 0.9400 . ?
C6 C7 1.4126(16) . ?
C6 C20 1.4804(17) . ?
C7 C8 1.3723(18) . ?
C7 H7 0.9400 . ?
C8 C13 1.3941(17) . ?
C8 H8 0.9400 . ?
N9 C13 1.3713(16) . ?
N9 C10 1.3758(16) . ?
N9 H9 0.871(17) . ?
C10 C11 1.4114(15) . ?
C11 C12 1.4475(15) . ?
C12 C13 1.4133(15) . ?
C14 C19 1.3966(18) . ?
C14 C15 1.3980(16) . ?
C15 C16 1.3781(19) . ?
C16 C17 1.370(2) . ?
C16 H16 0.9400 . ?
C17 C18 1.371(2) . ?
C17 H17 0.9400 . ?
C18 C19 1.3760(18) . ?
C19 H19 0.9400 . ?
C20 C21 1.3932(17) . ?
C20 C25 1.3934(16) . ?
C21 C22 1.3767(19) . ?
C21 H21 0.9400 . ?
C22 C23 1.379(2) . ?
C23 C24 1.377(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.370(2) . ?
C24 H24 0.9400 . ?
N31 C35 1.360(16) . ?
N31 C31 1.401(14) . ?
N31 C33 1.651(13) . ?
C31 C32 1.553(5) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 N32 1.374(14) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 C34 1.546(5) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C34 N32 1.643(17) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C35 C36 1.529(5) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C36 N32 1.343(14) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N9 H9 N31 0.871(17) 2.09(2) 2.951(12) 170.5(16) . yes
N9 H9 N32 0.871(17) 1.97(2) 2.823(13) 164.7(16) 3_765 yes
C24 H24 F4 0.94 2.62 3.4725(17) 151.6 1_655 yes
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
C10 C1 C2 C3 0.92(19) . . . . ?
C1 C2 C3 C4 0.50(18) . . . . ?
C1 C2 C3 C14 -176.70(11) . . . . ?
C2 C3 C4 C11 -1.69(16) . . . . ?
C14 C3 C4 C11 175.59(10) . . . . ?
C12 C5 C6 C7 -0.18(16) . . . . ?
C12 C5 C6 C20 175.43(10) . . . . ?
C5 C6 C7 C8 1.66(18) . . . . ?
C20 C6 C7 C8 -173.94(11) . . . . ?
C6 C7 C8 C13 -1.34(18) . . . . ?
C13 N9 C10 C1 -175.77(13) . . . . ?
C13 N9 C10 C11 1.08(13) . . . . ?
C2 C1 C10 N9 175.37(12) . . . . ?
C2 C1 C10 C11 -1.17(19) . . . . ?
C3 C4 C11 C10 1.45(16) . . . . ?
C3 C4 C11 C12 -174.79(12) . . . . ?
N9 C10 C11 C4 -177.18(10) . . . . ?
C1 C10 C11 C4 0.00(17) . . . . ?
N9 C10 C11 C12 0.00(13) . . . . ?
C1 C10 C11 C12 177.19(11) . . . . ?
C6 C5 C12 C13 -1.50(16) . . . . ?
C6 C5 C12 C11 178.42(11) . . . . ?
C4 C11 C12 C5 -4.4(2) . . . . ?
C10 C11 C12 C5 179.04(12) . . . . ?
C4 C11 C12 C13 175.56(12) . . . . ?
C10 C11 C12 C13 -1.04(12) . . . . ?
C10 N9 C13 C8 178.05(12) . . . . ?
C10 N9 C13 C12 -1.77(13) . . . . ?
C7 C8 C13 N9 179.80(12) . . . . ?
C7 C8 C13 C12 -0.40(17) . . . . ?
C5 C12 C13 N9 -178.34(10) . . . . ?
C11 C12 C13 N9 1.73(13) . . . . ?
C5 C12 C13 C8 1.83(17) . . . . ?
C11 C12 C13 C8 -178.11(10) . . . . ?
C4 C3 C14 C19 -26.17(16) . . . . ?
C2 C3 C14 C19 151.01(12) . . . . ?
C4 C3 C14 C15 154.62(11) . . . . ?
C2 C3 C14 C15 -28.20(17) . . . . ?
C19 C14 C15 F1 -177.86(10) . . . . ?
C3 C14 C15 F1 1.39(17) . . . . ?
C19 C14 C15 C16 1.92(18) . . . . ?
C3 C14 C15 C16 -178.83(12) . . . . ?
F1 C15 C16 C17 178.44(13) . . . . ?
C14 C15 C16 C17 -1.3(2) . . . . ?
C15 C16 C17 C18 -0.3(2) . . . . ?
C16 C17 C18 F2 -177.89(13) . . . . ?
C16 C17 C18 C19 1.4(2) . . . . ?
F2 C18 C19 C14 178.53(12) . . . . ?
C17 C18 C19 C14 -0.7(2) . . . . ?
C15 C14 C19 C18 -0.89(17) . . . . ?
C3 C14 C19 C18 179.83(11) . . . . ?
C5 C6 C20 C21 -38.23(16) . . . . ?
C7 C6 C20 C21 137.33(12) . . . . ?
C5 C6 C20 C25 143.24(12) . . . . ?
C7 C6 C20 C25 -41.21(17) . . . . ?
C25 C20 C21 C22 0.53(18) . . . . ?
C6 C20 C21 C22 -178.12(12) . . . . ?
C20 C21 C22 F4 -179.46(13) . . . . ?
C20 C21 C22 C23 1.0(2) . . . . ?
F4 C22 C23 C24 179.26(14) . . . . ?
C21 C22 C23 C24 -1.2(2) . . . . ?
C22 C23 C24 C25 -0.1(2) . . . . ?
C23 C24 C25 F3 -177.53(13) . . . . ?
C23 C24 C25 C20 1.7(2) . . . . ?
C21 C20 C25 F3 177.36(12) . . . . ?
C6 C20 C25 F3 -4.04(18) . . . . ?
C21 C20 C25 C24 -1.91(19) . . . . ?
C6 C20 C25 C24 176.69(13) . . . . ?
C35 N31 C31 C32 -47.3(11) . . . . ?
C33 N31 C31 C32 63.3(10) . . . . ?
N31 C31 C32 N32 0.7(7) . . . . ?
C35 N31 C33 C34 61.6(8) . . . . ?
C31 N31 C33 C34 -59.6(9) . . . . ?
N31 C33 C34 N32 -2.7(4) . . . . ?
C31 N31 C35 C36 50.0(10) . . . . ?
C33 N31 C35 C36 -60.5(9) . . . . ?
N31 C35 C36 N32 -4.8(7) . . . . ?
C35 C36 N32 C32 -44.7(15) . . . . ?
C35 C36 N32 C34 68.2(8) . . . . ?
C31 C32 N32 C36 46.3(16) . . . . ?
C31 C32 N32 C34 -67.0(8) . . . . ?
C33 C34 N32 C36 -60.7(8) . . . . ?
C33 C34 N32 C32 65.9(8) . . . . ?
