#------------------------------------------------------------------------------
#$Date: 2021-07-05 19:53:59 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267084 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/97/1559773.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_1559773
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                 95.362(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.6696(2)
_cell_length_b                   14.9431(5)
_cell_length_c                   21.3309(7)
_cell_measurement_reflns_used    9763
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      29.5342
_cell_measurement_theta_min      2.9636
_cell_volume                     2116.63(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      200(2)
_diffrn_detector_area_resol_mean 7.39
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.995
_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  0.0599
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.995
_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       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            58731
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.930
_diffrn_reflns_theta_max         29.545
_diffrn_reflns_theta_min         1.967
_diffrn_source                   'Advanced Light Source beamline 12.2.1'
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.925
_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    1.404
_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         0.372
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       0.082(5)
_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   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         5448
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0492
_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)+(0.0659P)²+0.4156P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1266
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4928
_reflns_number_total             5448
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc05899h2.cif
_cod_data_source_block           ANH-BRM-2-200K
_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               1559773
_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 -0.02505(11) 0.23714(6) 0.15438(3) 0.0481(2) Uani 1 1 d . . . . .
F2 F 0.03766(13) 0.15513(6) 0.40247(4) 0.0559(2) Uani 1 1 d . . . . .
F3 F 1.39926(11) 0.53814(6) 0.42286(4) 0.0560(2) Uani 1 1 d . . . . .
F4 F 0.77765(13) 0.68761(7) 0.53093(4) 0.0650(3) Uani 1 1 d . . . . .
C1 C 0.54558(19) 0.33046(8) 0.14370(5) 0.0389(3) Uani 1 1 d . . . . .
H1 H 0.572349 0.324296 0.100947 0.047 Uiso 1 1 calc R U . . .
C2 C 0.38302(17) 0.28818(8) 0.16607(5) 0.0366(2) Uani 1 1 d . . . . .
H2 H 0.298923 0.251795 0.138157 0.044 Uiso 1 1 calc R U . . .
C3 C 0.33713(15) 0.29710(7) 0.22912(5) 0.0315(2) Uani 1 1 d . . . . .
C4 C 0.46027(15) 0.35124(7) 0.26971(5) 0.0301(2) Uani 1 1 d . . . . .
H4 H 0.429832 0.359556 0.311946 0.036 Uiso 1 1 calc R U . . .
C5 C 0.83346(15) 0.48060(7) 0.33886(5) 0.0299(2) Uani 1 1 d . . . . .
H5 H 0.743370 0.470721 0.370127 0.036 Uiso 1 1 calc R U . . .
C6 C 1.01026(15) 0.52936(7) 0.35331(5) 0.0313(2) Uani 1 1 d . . . . .
C7 C 1.14219(16) 0.54325(7) 0.30617(5) 0.0346(2) Uani 1 1 d . . . . .
H7 H 1.263818 0.575293 0.316515 0.042 Uiso 1 1 calc R U . . .
C8 C 1.10014(16) 0.51183(7) 0.24571(5) 0.0356(2) Uani 1 1 d . . . . .
H8 H 1.189395 0.522671 0.214345 0.043 Uiso 1 1 calc R U . . .
N9 N 0.84603(15) 0.42592(6) 0.17603(4) 0.0363(2) Uani 1 1 d . . . . .
H9 H 0.894(2) 0.4310(10) 0.1384(7) 0.044 Uiso 1 1 d . U . . .
C10 C 0.66935(17) 0.38233(7) 0.18523(5) 0.0336(2) Uani 1 1 d . . . . .
C11 C 0.62758(15) 0.39310(7) 0.24847(5) 0.0294(2) Uani 1 1 d . . . . .
C12 C 0.78998(15) 0.44662(7) 0.27855(5) 0.0290(2) Uani 1 1 d . . . . .
C13 C 0.92252(16) 0.46361(7) 0.23191(5) 0.0318(2) Uani 1 1 d . . . . .
C14 C 0.16853(15) 0.24771(7) 0.25373(5) 0.0323(2) Uani 1 1 d . . . . .
C15 C -0.00576(17) 0.22032(8) 0.21728(6) 0.0367(2) Uani 1 1 d . . . . .
C16 C -0.16319(18) 0.17601(8) 0.24101(7) 0.0451(3) Uani 1 1 d . . . . .
H16 H -0.279302 0.160370 0.214019 0.054 Uiso 1 1 calc R U . . .
C17 C -0.15171(19) 0.15450(9) 0.30393(7) 0.0465(3) Uani 1 1 d . . . . .
H17 H -0.258626 0.124171 0.321404 0.056 Uiso 1 1 calc R U . . .
C18 C 0.02006(18) 0.17851(8) 0.34052(6) 0.0409(3) Uani 1 1 d . . . . .
C19 C 0.17677(17) 0.22413(7) 0.31746(5) 0.0359(2) Uani 1 1 d . . . . .
H19 H 0.291563 0.239758 0.345030 0.043 Uiso 1 1 calc R U . . .
C20 C 1.05069(15) 0.57162(7) 0.41597(5) 0.0323(2) Uani 1 1 d . . . . .
C21 C 0.89471(16) 0.61010(8) 0.44595(5) 0.0373(2) Uani 1 1 d . . . . .
H21 H 0.760531 0.607545 0.426680 0.045 Uiso 1 1 calc R U . . .
C22 C 0.93438(18) 0.65176(9) 0.50334(6) 0.0425(3) Uani 1 1 d . . . . .
C23 C 1.1259(2) 0.65894(9) 0.53350(6) 0.0455(3) Uani 1 1 d . . . . .
H23 H 1.149356 0.689131 0.572695 0.055 Uiso 1 1 calc R U . . .
C24 C 1.28206(19) 0.62079(9) 0.50485(6) 0.0459(3) Uani 1 1 d . . . . .
H24 H 1.416110 0.624243 0.524134 0.055 Uiso 1 1 calc R U . . .
C25 C 1.24185(16) 0.57778(8) 0.44816(6) 0.0385(3) Uani 1 1 d . . . . .
N31 N 0.977(2) 0.4618(10) 0.0507(7) 0.0426(15) Uani 0.5 1 d . . P A -1
C31 C 0.8356(6) 0.4339(3) 0.00198(14) 0.0676(10) Uani 0.5 1 d . . P A -1
H31A H 0.699134 0.451620 0.011976 0.081 Uiso 0.5 1 calc R U P A -1
H31B H 0.838875 0.367833 -0.001043 0.081 Uiso 0.5 1 calc R U P A -1
C32 C 0.8767(6) 0.4747(3) -0.06238(13) 0.0623(9) Uani 0.5 1 d . . P A -1
H32A H 0.900282 0.426067 -0.092320 0.075 Uiso 0.5 1 calc R U P A -1
H32B H 0.757488 0.509187 -0.079779 0.075 Uiso 0.5 1 calc R U P A -1
C33 C 0.9358(5) 0.5710(2) 0.05277(14) 0.0602(8) Uani 0.5 1 d . . P A -1
H33A H 0.796469 0.582629 0.063067 0.072 Uiso 0.5 1 calc R U P A -1
H33B H 1.029777 0.598855 0.085794 0.072 Uiso 0.5 1 calc R U P A -1
C34 C 0.9677(6) 0.6122(2) -0.01226(14) 0.0612(8) Uani 0.5 1 d . . P A -1
H34A H 1.071574 0.659667 -0.007699 0.073 Uiso 0.5 1 calc R U P A -1
H34B H 0.840632 0.638554 -0.031743 0.073 Uiso 0.5 1 calc R U P A -1
C35 C 1.1765(5) 0.4585(3) 0.03880(15) 0.0609(8) Uani 0.5 1 d . . P A -1
H35A H 1.219634 0.395162 0.037890 0.073 Uiso 0.5 1 calc R U P A -1
H35B H 1.259080 0.488454 0.073676 0.073 Uiso 0.5 1 calc R U P A -1
C36 C 1.2169(5) 0.5034(3) -0.02379(15) 0.0641(9) Uani 0.5 1 d . . P A -1
H36A H 1.305573 0.555960 -0.015207 0.077 Uiso 0.5 1 calc R U P A -1
H36B H 1.286788 0.460691 -0.049803 0.077 Uiso 0.5 1 calc R U P A -1
N32 N 1.041(3) 0.5297(11) -0.0557(7) 0.054(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 118.34(10) . . ?
C2 C1 H1 120.8 . . ?
C10 C1 H1 120.8 . . ?
C1 C2 C3 122.26(10) . . ?
C1 C2 H2 118.9 . . ?
C3 C2 H2 118.9 . . ?
C4 C3 C2 118.56(10) . . ?
C4 C3 C14 119.42(9) . . ?
C2 C3 C14 121.96(9) . . ?
C11 C4 C3 120.14(9) . . ?
C11 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C12 C5 C6 119.64(9) . . ?
C12 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C7 119.29(10) . . ?
C5 C6 C20 120.07(9) . . ?
C7 C6 C20 120.48(9) . . ?
C8 C7 C6 122.08(10) . . ?
C8 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
C7 C8 C13 117.95(9) . . ?
C7 C8 H8 121.0 . . ?
C13 C8 H8 121.0 . . ?
C13 N9 C10 108.90(9) . . ?
C13 N9 H9 127.4(10) . . ?
C10 N9 H9 123.6(10) . . ?
N9 C10 C1 129.68(10) . . ?
N9 C10 C11 109.29(9) . . ?
C1 C10 C11 120.95(10) . . ?
C4 C11 C10 119.72(9) . . ?
C4 C11 C12 133.93(9) . . ?
C10 C11 C12 106.27(9) . . ?
C5 C12 C13 119.74(9) . . ?
C5 C12 C11 134.09(9) . . ?
C13 C12 C11 106.16(9) . . ?
N9 C13 C8 129.40(10) . . ?
N9 C13 C12 109.34(9) . . ?
C8 C13 C12 121.26(10) . . ?
C15 C14 C19 114.92(10) . . ?
C15 C14 C3 124.60(10) . . ?
C19 C14 C3 120.47(9) . . ?
F1 C15 C16 116.53(10) . . ?
F1 C15 C14 119.47(10) . . ?
C16 C15 C14 124.00(11) . . ?
C17 C16 C15 119.76(11) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C16 117.47(12) . . ?
C18 C17 H17 121.3 . . ?
C16 C17 H17 121.3 . . ?
F2 C18 C17 118.47(11) . . ?
F2 C18 C19 118.33(11) . . ?
C17 C18 C19 123.20(12) . . ?
C18 C19 C14 120.62(10) . . ?
C18 C19 H19 119.7 . . ?
C14 C19 H19 119.7 . . ?
C25 C20 C21 115.73(10) . . ?
C25 C20 C6 123.66(10) . . ?
C21 C20 C6 120.60(9) . . ?
C22 C21 C20 120.29(10) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
F4 C22 C21 118.19(10) . . ?
F4 C22 C23 118.96(11) . . ?
C21 C22 C23 122.85(12) . . ?
C24 C23 C22 117.76(12) . . ?
C24 C23 H23 121.1 . . ?
C22 C23 H23 121.1 . . ?
C25 C24 C23 119.34(11) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
F3 C25 C24 117.30(10) . . ?
F3 C25 C20 118.70(11) . . ?
C24 C25 C20 123.99(11) . . ?
C35 N31 C31 116.5(13) . . ?
C35 N31 C33 101.7(8) . . ?
C31 N31 C33 102.3(8) . . ?
N31 C31 C32 112.3(5) . . ?
N31 C31 H31A 109.2 . . ?
C32 C31 H31A 109.2 . . ?
N31 C31 H31B 109.2 . . ?
C32 C31 H31B 109.2 . . ?
H31A C31 H31B 107.9 . . ?
N32 C32 C31 110.6(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 109.3(5) . . ?
C34 C33 H33A 109.8 . . ?
N31 C33 H33A 109.8 . . ?
C34 C33 H33B 109.8 . . ?
N31 C33 H33B 109.8 . . ?
H33A C33 H33B 108.3 . . ?
C33 C34 N32 106.3(5) . . ?
C33 C34 H34A 110.5 . . ?
N32 C34 H34A 110.5 . . ?
C33 C34 H34B 110.5 . . ?
N32 C34 H34B 110.5 . . ?
H34A C34 H34B 108.7 . . ?
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 107.8 . . ?
N32 C36 C35 110.4(7) . . ?
N32 C36 H36A 109.6 . . ?
C35 C36 H36A 109.6 . . ?
N32 C36 H36B 109.6 . . ?
C35 C36 H36B 109.6 . . ?
H36A C36 H36B 108.1 . . ?
C36 N32 C32 121.6(10) . . ?
C36 N32 C34 102.9(10) . . ?
C32 N32 C34 103.3(12) . . ?
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 1.3592(14) . ?
F2 C18 1.3613(15) . ?
F3 C25 1.3602(14) . ?
F4 C22 1.3569(15) . ?
C1 C2 1.3781(16) . ?
C1 C10 1.3894(16) . ?
C1 H1 0.9500 . ?
C2 C3 1.4130(15) . ?
C2 H2 0.9500 . ?
C3 C4 1.3949(14) . ?
C3 C14 1.4817(15) . ?
C4 C11 1.3915(14) . ?
C4 H4 0.9500 . ?
C5 C12 1.3882(14) . ?
C5 C6 1.3959(14) . ?
C5 H5 0.9500 . ?
C6 C7 1.4120(15) . ?
C6 C20 1.4801(15) . ?
C7 C8 1.3767(16) . ?
C7 H7 0.9500 . ?
C8 C13 1.3944(15) . ?
C8 H8 0.9500 . ?
N9 C13 1.3728(14) . ?
N9 C10 1.3764(14) . ?
N9 H9 0.895(16) . ?
C10 C11 1.4118(14) . ?
C11 C12 1.4473(14) . ?
C12 C13 1.4142(13) . ?
C14 C15 1.3981(15) . ?
C14 C19 1.4003(16) . ?
C15 C16 1.3771(17) . ?
C16 C17 1.375(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.3723(17) . ?
C17 H17 0.9500 . ?
C18 C19 1.3767(16) . ?
C19 H19 0.9500 . ?
C20 C25 1.3935(15) . ?
C20 C21 1.3950(16) . ?
C21 C22 1.3768(16) . ?
C21 H21 0.9500 . ?
C22 C23 1.3795(17) . ?
C23 C24 1.379(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.3735(18) . ?
C24 H24 0.9500 . ?
N31 C35 1.382(18) . ?
N31 C31 1.398(15) . ?
N31 C33 1.656(15) . ?
C31 C32 1.550(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 N32 1.367(16) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.550(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 N32 1.64(2) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.540(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 N32 1.358(16) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
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 0.895(16) 2.05(2) 2.937(14) 170.4(15) . yes
N9 H9 N32 0.895(16) 1.94(2) 2.820(15) 165.2(15) 3_765 yes
C21 H21 F3 0.95 2.62 3.4661(13) 148.9 1_455 yes
C24 H24 F4 0.95 2.58 3.4480(15) 151.7 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 1.03(17) . . . . ?
C1 C2 C3 C4 0.53(16) . . . . ?
C1 C2 C3 C14 -176.72(10) . . . . ?
C2 C3 C4 C11 -1.83(15) . . . . ?
C14 C3 C4 C11 175.49(9) . . . . ?
C12 C5 C6 C7 -0.03(15) . . . . ?
C12 C5 C6 C20 175.42(9) . . . . ?
C5 C6 C7 C8 1.44(16) . . . . ?
C20 C6 C7 C8 -173.99(10) . . . . ?
C6 C7 C8 C13 -1.13(16) . . . . ?
C13 N9 C10 C1 -175.80(11) . . . . ?
C13 N9 C10 C11 1.01(12) . . . . ?
C2 C1 C10 N9 175.18(11) . . . . ?
C2 C1 C10 C11 -1.31(17) . . . . ?
C3 C4 C11 C10 1.57(15) . . . . ?
C3 C4 C11 C12 -174.68(11) . . . . ?
N9 C10 C11 C4 -177.10(9) . . . . ?
C1 C10 C11 C4 0.03(16) . . . . ?
N9 C10 C11 C12 0.08(12) . . . . ?
C1 C10 C11 C12 177.22(10) . . . . ?
C6 C5 C12 C13 -1.59(15) . . . . ?
C6 C5 C12 C11 178.46(10) . . . . ?
C4 C11 C12 C5 -4.5(2) . . . . ?
C10 C11 C12 C5 178.86(11) . . . . ?
C4 C11 C12 C13 175.51(11) . . . . ?
C10 C11 C12 C13 -1.09(11) . . . . ?
C10 N9 C13 C8 178.11(11) . . . . ?
C10 N9 C13 C12 -1.73(12) . . . . ?
C7 C8 C13 N9 179.63(11) . . . . ?
C7 C8 C13 C12 -0.55(16) . . . . ?
C5 C12 C13 N9 -178.23(9) . . . . ?
C11 C12 C13 N9 1.73(11) . . . . ?
C5 C12 C13 C8 1.92(15) . . . . ?
C11 C12 C13 C8 -178.12(9) . . . . ?
C4 C3 C14 C15 154.44(10) . . . . ?
C2 C3 C14 C15 -28.33(16) . . . . ?
C4 C3 C14 C19 -26.28(14) . . . . ?
C2 C3 C14 C19 150.96(11) . . . . ?
C19 C14 C15 F1 -177.66(9) . . . . ?
C3 C14 C15 F1 1.66(16) . . . . ?
C19 C14 C15 C16 2.05(16) . . . . ?
C3 C14 C15 C16 -178.63(10) . . . . ?
F1 C15 C16 C17 178.19(11) . . . . ?
C14 C15 C16 C17 -1.52(18) . . . . ?
C15 C16 C17 C18 -0.25(19) . . . . ?
C16 C17 C18 F2 -177.74(11) . . . . ?
C16 C17 C18 C19 1.4(2) . . . . ?
F2 C18 C19 C14 178.33(10) . . . . ?
C17 C18 C19 C14 -0.80(18) . . . . ?
C15 C14 C19 C18 -0.88(16) . . . . ?
C3 C14 C19 C18 179.77(10) . . . . ?
C5 C6 C20 C25 143.72(11) . . . . ?
C7 C6 C20 C25 -40.89(15) . . . . ?
C5 C6 C20 C21 -37.69(15) . . . . ?
C7 C6 C20 C21 137.70(11) . . . . ?
C25 C20 C21 C22 0.73(16) . . . . ?
C6 C20 C21 C22 -177.96(11) . . . . ?
C20 C21 C22 F4 -179.50(11) . . . . ?
C20 C21 C22 C23 0.91(19) . . . . ?
F4 C22 C23 C24 179.09(12) . . . . ?
C21 C22 C23 C24 -1.3(2) . . . . ?
C22 C23 C24 C25 0.05(19) . . . . ?
C23 C24 C25 F3 -177.48(11) . . . . ?
C23 C24 C25 C20 1.68(19) . . . . ?
C21 C20 C25 F3 177.11(10) . . . . ?
C6 C20 C25 F3 -4.25(16) . . . . ?
C21 C20 C25 C24 -2.04(17) . . . . ?
C6 C20 C25 C24 176.61(11) . . . . ?
C35 N31 C31 C32 -46.3(11) . . . . ?
C33 N31 C31 C32 63.6(10) . . . . ?
N31 C31 C32 N32 -0.9(5) . . . . ?
C35 N31 C33 C34 62.0(8) . . . . ?
C31 N31 C33 C34 -58.8(10) . . . . ?
N31 C33 C34 N32 -2.9(4) . . . . ?
C31 N31 C35 C36 49.8(11) . . . . ?
C33 N31 C35 C36 -60.5(9) . . . . ?
N31 C35 C36 N32 -5.0(5) . . . . ?
C35 C36 N32 C32 -45.7(17) . . . . ?
C35 C36 N32 C34 69.1(8) . . . . ?
C31 C32 N32 C36 48.7(17) . . . . ?
C31 C32 N32 C34 -65.9(8) . . . . ?
C33 C34 N32 C36 -61.8(9) . . . . ?
C33 C34 N32 C32 65.6(8) . . . . ?
