# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3PONiBr2
_database_code_depnum_ccdc_archive 'CCDC 2383219'
loop_
_audit_author_name
_audit_author_address
'Nicola Demitri'
;Elettra Synchrotron XRD BLs
Italy
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-12-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H42 Br2 N4 O6, 4(C H Cl3)'
_chemical_formula_sum            'C58 H46 Br2 Cl12 N4 O6'
_chemical_formula_weight         1480.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0012 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0042 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0077 0.0045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1198 0.1216 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br 0.0578 1.9657 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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'

_cell_length_a                   12.675(3)
_cell_length_b                   10.178(2)
_cell_length_c                   23.722(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.42(3)
_cell_angle_gamma                90
_cell_volume                     3046.6(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2740
_cell_measurement_theta_min      1.532
_cell_measurement_theta_max      31.097

_exptl_crystal_description       'Tiny rods'
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.320
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.620


_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_measurement_method       'Rotating crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD2 BL'
_diffrn_measurement_device_type  
;
'Arinax MD2s Goniometer, Pilatus 6M detector'
;

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48017
_diffrn_reflns_av_unetI/netI     0.0632
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.532
_diffrn_reflns_theta_max         31.097
_diffrn_reflns_theta_full        21.839
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             13188
_reflns_number_gt                6896
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'MXCuBE3 (Mueller,2017)'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep3 for Windows - Coot'
_computing_publication_material  'enCIFer - publCIF'

_refine_special_details          
;
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq (Ufactors=1.5Ueq for methyl groups). Anisotropic
thermal motion modeling has been applied to all atoms.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0926P)²+1.2937P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13188
_refine_ls_number_parameters     391
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1342
_refine_ls_R_factor_gt           0.0663
_refine_ls_wR_factor_ref         0.2019
_refine_ls_wR_factor_gt          0.1685
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
C1_11 C 0.6903(3) 0.3408(4) 0.59378(19) 0.0511(9) Uani 1 1 d . . . . .
H1_11 H 0.612273 0.347983 0.596544 0.061 Uiso 1 1 calc R U . . .
Cl1_11 Cl 0.72742(11) 0.17402(11) 0.59887(6) 0.0760(3) Uani 1 1 d . . . . .
Cl2_11 Cl 0.71986(7) 0.40377(11) 0.52751(5) 0.0587(3) Uani 1 1 d . . . . .
Cl3_11 Cl 0.75716(10) 0.42999(12) 0.64908(5) 0.0672(3) Uani 1 1 d . . . . .
C1A_12 C 0.4315(5) 1.0380(7) 0.7177(3) 0.0582(18) Uani 0.750(3) 1 d D . P A 1
H1A_12 H 0.407350 0.958430 0.695320 0.070 Uiso 0.750(3) 1 calc R U P A 1
Cl1A_12 Cl 0.32263(13) 1.1403(3) 0.72419(9) 0.0876(7) Uani 0.750(3) 1 d D . P A
1
Cl2A_12 Cl 0.52366(14) 1.12395(15) 0.68078(10) 0.0834(7) Uani 0.750(3) 1 d D .
P A 1
Cl3A_12 Cl 0.4862(2) 0.9896(2) 0.78273(8) 0.0980(9) Uani 0.750(3) 1 d D . P A 1
C1B_12 C 0.4490(9) 1.0137(17) 0.7254(7) 0.088(13) Uiso 0.250(3) 1 d D . P A 2
H1B_12 H 0.457938 0.949232 0.694409 0.105 Uiso 0.250(3) 1 calc R U P A 2
Cl1B_12 Cl 0.3573(9) 1.1333(12) 0.7012(5) 0.142(4) Uiso 0.250(3) 1 d D . P A 2
Cl2B_12 Cl 0.5718(5) 1.0869(7) 0.7469(3) 0.102(2) Uiso 0.250(3) 1 d D . P A 2
Cl3B_12 Cl 0.4030(10) 0.9347(11) 0.7812(5) 0.146(4) Uiso 0.250(3) 1 d D . P A 2
Br_1 Br -0.12313(2) 0.74265(3) 0.59112(2) 0.04099(10) Uani 1 1 d . . . . .
O1_1 O -0.00038(15) 0.25552(18) 0.53817(11) 0.0360(5) Uani 1 1 d . . . . .
O3_1 O 0.47034(16) 0.4274(2) 0.62190(12) 0.0436(6) Uani 1 1 d . . . . .
O2_1 O 0.29478(16) 0.7992(2) 0.66290(11) 0.0429(5) Uani 1 1 d . . . . .
N16_1 N 0.38206(17) 0.6123(2) 0.64339(12) 0.0355(5) Uani 1 1 d . . . . .
N4_1 N 0.18767(18) 0.1025(2) 0.54702(13) 0.0367(6) Uani 1 1 d . . . . .
C10_1 C 0.2824(2) 0.2934(3) 0.58547(15) 0.0352(6) Uani 1 1 d . . . . .
H10_1 H 0.346107 0.243764 0.588438 0.042 Uiso 1 1 calc R U . . .
C12_1 C 0.0034(2) 0.6440(3) 0.59278(14) 0.0354(6) Uani 1 1 d . . . . .
C8_1 C 0.1894(2) 0.4978(3) 0.59912(14) 0.0324(6) Uani 1 1 d . . . . .
C_1 C -0.0937(2) 0.0787(3) 0.49517(15) 0.0369(7) Uani 1 1 d . . . . .
H0_1 H -0.155671 0.131659 0.491900 0.044 Uiso 1 1 calc R U . . .
C18_1 C 0.4826(2) 0.6726(3) 0.66440(15) 0.0371(7) Uani 1 1 d . . . . .
C5_1 C 0.1859(2) 0.2337(3) 0.56389(15) 0.0351(6) Uani 1 1 d . . . . .
C7_1 C 0.0924(2) 0.4414(3) 0.57691(14) 0.0340(6) Uani 1 1 d . . . . .
C2_1 C -0.0008(2) 0.1281(3) 0.51888(15) 0.0351(6) Uani 1 1 d . . . . .
C11_1 C -0.0016(2) 0.5170(3) 0.57382(15) 0.0360(6) Uani 1 1 d . . . . .
H11_1 H -0.067180 0.480090 0.558829 0.043 Uiso 1 1 calc R U . . .
C9_1 C 0.2841(2) 0.4228(3) 0.60212(14) 0.0344(6) Uani 1 1 d . . . . .
C6_1 C 0.0944(2) 0.3078(3) 0.55949(14) 0.0343(6) Uani 1 1 d . . . . .
C17_1 C 0.3860(2) 0.4833(3) 0.62278(14) 0.0358(6) Uani 1 1 d . . . . .
C14_1 C 0.1903(2) 0.6295(3) 0.61802(13) 0.0332(6) Uani 1 1 d . . . . .
C3_1 C 0.0978(2) 0.0546(3) 0.52507(15) 0.0351(6) Uani 1 1 d . . . . .
C15_1 C 0.2907(2) 0.6886(3) 0.64374(15) 0.0370(6) Uani 1 1 d . . . . .
C23_1 C 0.5320(2) 0.7539(3) 0.62755(17) 0.0419(7) Uani 1 1 d . . . . .
C13_1 C 0.0988(2) 0.7017(3) 0.61519(14) 0.0353(6) Uani 1 1 d . . . . .
H13_1 H 0.099922 0.790012 0.628256 0.042 Uiso 1 1 calc R U . . .
C19_1 C 0.5244(2) 0.6455(3) 0.71976(16) 0.0435(7) Uani 1 1 d . . . . .
C20_1 C 0.6226(3) 0.7030(4) 0.73737(18) 0.0515(9) Uani 1 1 d . . . . .
H20_1 H 0.654958 0.685280 0.774354 0.062 Uiso 1 1 calc R U . . .
C27_1 C 0.4851(3) 0.7814(4) 0.56792(18) 0.0506(9) Uani 1 1 d . . . . .
H27_1 H 0.423292 0.720759 0.560566 0.061 Uiso 1 1 calc R U . . .
C22_1 C 0.6285(2) 0.8101(3) 0.64815(18) 0.0475(8) Uani 1 1 d . . . . .
H22_1 H 0.664161 0.867007 0.624479 0.057 Uiso 1 1 calc R U . . .
C21_1 C 0.6729(3) 0.7843(4) 0.70228(19) 0.0520(9) Uani 1 1 d . . . . .
H21_1 H 0.738880 0.823012 0.715435 0.062 Uiso 1 1 calc R U . . .
C24_1 C 0.4715(3) 0.5563(4) 0.75949(17) 0.0505(9) Uani 1 1 d . . . . .
H24_1 H 0.401038 0.530207 0.740281 0.061 Uiso 1 1 calc R U . . .
C29_1 C 0.4412(4) 0.9201(5) 0.5614(2) 0.0722(13) Uani 1 1 d . . . . .
H29A_1 H 0.496959 0.983398 0.573801 0.108 Uiso 1 1 calc R U . . .
H29B_1 H 0.381795 0.930192 0.584645 0.108 Uiso 1 1 calc R U . . .
H29C_1 H 0.416682 0.936266 0.521598 0.108 Uiso 1 1 calc R U . . .
C28_1 C 0.5606(4) 0.7491(5) 0.5241(2) 0.0658(12) Uani 1 1 d . . . . .
H28A_1 H 0.524653 0.762027 0.486107 0.099 Uiso 1 1 calc R U . . .
H28B_1 H 0.583474 0.657380 0.528523 0.099 Uiso 1 1 calc R U . . .
H28C_1 H 0.622568 0.806934 0.529350 0.099 Uiso 1 1 calc R U . . .
C26_1 C 0.4525(4) 0.6235(6) 0.8150(2) 0.0791(15) Uani 1 1 d . . . . .
H26A_1 H 0.520705 0.641894 0.836544 0.119 Uiso 1 1 calc R U . . .
H26B_1 H 0.410351 0.565744 0.837133 0.119 Uiso 1 1 calc R U . . .
H26C_1 H 0.414244 0.706068 0.806965 0.119 Uiso 1 1 calc R U . . .
C25_1 C 0.5367(4) 0.4317(5) 0.7709(3) 0.0770(14) Uani 1 1 d . . . . .
H25A_1 H 0.545848 0.387599 0.735011 0.115 Uiso 1 1 calc R U . . .
H25B_1 H 0.499766 0.372841 0.795218 0.115 Uiso 1 1 calc R U . . .
H25C_1 H 0.606245 0.454583 0.789951 0.115 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1_11 Cl3_11 1.747(4) . ?
C1_11 Cl1_11 1.762(4) . ?
C1_11 Cl2_11 1.770(5) . ?
C1_11 H1_11 1.0000 . ?
C1A_12 Cl3A_12 1.704(8) . ?
C1A_12 Cl1A_12 1.748(8) . ?
C1A_12 Cl2A_12 1.757(6) . ?
C1A_12 H1A_12 1.0000 . ?
C1B_12 Cl3B_12 1.699(12) . ?
C1B_12 Cl1B_12 1.743(12) . ?
C1B_12 Cl2B_12 1.757(11) . ?
C1B_12 H1B_12 1.0000 . ?
Br_1 C12_1 1.889(3) . ?
O1_1 C6_1 1.367(3) . ?
O1_1 C2_1 1.375(3) . ?
O3_1 C17_1 1.213(3) . ?
O2_1 C15_1 1.214(4) . ?
N16_1 C15_1 1.395(4) . ?
N16_1 C17_1 1.403(4) . ?
N16_1 C18_1 1.460(3) . ?
N4_1 C3_1 1.301(3) . ?
N4_1 C5_1 1.395(4) . ?
C10_1 C9_1 1.375(4) . ?
C10_1 C5_1 1.417(4) . ?
C10_1 H10_1 0.9500 . ?
C12_1 C11_1 1.369(4) . ?
C12_1 C13_1 1.403(4) . ?
C8_1 C7_1 1.413(4) . ?
C8_1 C14_1 1.413(4) . ?
C8_1 C9_1 1.418(4) . ?
C_1 C2_1 1.353(4) . ?
C_1 C3_1 1.439(4) 3_556 ?
C_1 H0_1 0.9500 . ?
C18_1 C23_1 1.394(5) . ?
C18_1 C19_1 1.397(5) . ?
C5_1 C6_1 1.379(4) . ?
C7_1 C11_1 1.415(4) . ?
C7_1 C6_1 1.422(4) . ?
C2_1 C3_1 1.452(4) . ?
C11_1 H11_1 0.9500 . ?
C9_1 C17_1 1.473(4) . ?
C14_1 C13_1 1.370(4) . ?
C14_1 C15_1 1.485(4) . ?
C23_1 C22_1 1.397(4) . ?
C23_1 C27_1 1.508(5) . ?
C13_1 H13_1 0.9500 . ?
C19_1 C20_1 1.403(5) . ?
C19_1 C24_1 1.510(6) . ?
C20_1 C21_1 1.373(6) . ?
C20_1 H20_1 0.9500 . ?
C27_1 C28_1 1.513(6) . ?
C27_1 C29_1 1.520(6) . ?
C27_1 H27_1 1.0000 . ?
C22_1 C21_1 1.378(6) . ?
C22_1 H22_1 0.9500 . ?
C21_1 H21_1 0.9500 . ?
C24_1 C26_1 1.522(7) . ?
C24_1 C25_1 1.524(6) . ?
C24_1 H24_1 1.0000 . ?
C29_1 H29A_1 0.9800 . ?
C29_1 H29B_1 0.9800 . ?
C29_1 H29C_1 0.9800 . ?
C28_1 H28A_1 0.9800 . ?
C28_1 H28B_1 0.9800 . ?
C28_1 H28C_1 0.9800 . ?
C26_1 H26A_1 0.9800 . ?
C26_1 H26B_1 0.9800 . ?
C26_1 H26C_1 0.9800 . ?
C25_1 H25A_1 0.9800 . ?
C25_1 H25B_1 0.9800 . ?
C25_1 H25C_1 0.9800 . ?

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
Cl3_11 C1_11 Cl1_11 110.0(2) . . ?
Cl3_11 C1_11 Cl2_11 110.5(2) . . ?
Cl1_11 C1_11 Cl2_11 109.4(2) . . ?
Cl3_11 C1_11 H1_11 109.0 . . ?
Cl1_11 C1_11 H1_11 109.0 . . ?
Cl2_11 C1_11 H1_11 109.0 . . ?
Cl3A_12 C1A_12 Cl1A_12 110.4(4) . . ?
Cl3A_12 C1A_12 Cl2A_12 111.3(4) . . ?
Cl1A_12 C1A_12 Cl2A_12 108.4(4) . . ?
Cl3A_12 C1A_12 H1A_12 108.9 . . ?
Cl1A_12 C1A_12 H1A_12 108.9 . . ?
Cl2A_12 C1A_12 H1A_12 108.9 . . ?
Cl3B_12 C1B_12 Cl1B_12 108.7(9) . . ?
Cl3B_12 C1B_12 Cl2B_12 109.6(10) . . ?
Cl1B_12 C1B_12 Cl2B_12 110.1(10) . . ?
Cl3B_12 C1B_12 H1B_12 109.5 . . ?
Cl1B_12 C1B_12 H1B_12 109.5 . . ?
Cl2B_12 C1B_12 H1B_12 109.5 . . ?
C6_1 O1_1 C2_1 117.8(2) . . ?
C15_1 N16_1 C17_1 125.4(2) . . ?
C15_1 N16_1 C18_1 117.5(2) . . ?
C17_1 N16_1 C18_1 117.0(2) . . ?
C3_1 N4_1 C5_1 115.9(2) . . ?
C9_1 C10_1 C5_1 120.3(2) . . ?
C9_1 C10_1 H10_1 119.8 . . ?
C5_1 C10_1 H10_1 119.8 . . ?
C11_1 C12_1 C13_1 122.1(3) . . ?
C11_1 C12_1 Br_1 118.8(2) . . ?
C13_1 C12_1 Br_1 119.0(2) . . ?
C7_1 C8_1 C14_1 119.0(2) . . ?
C7_1 C8_1 C9_1 120.2(3) . . ?
C14_1 C8_1 C9_1 120.9(2) . . ?
C2_1 C_1 C3_1 119.5(2) . 3_556 ?
C2_1 C_1 H0_1 120.3 . . ?
C3_1 C_1 H0_1 120.3 3_556 . ?
C23_1 C18_1 C19_1 123.7(3) . . ?
C23_1 C18_1 N16_1 117.7(3) . . ?
C19_1 C18_1 N16_1 118.7(3) . . ?
C6_1 C5_1 N4_1 122.6(2) . . ?
C6_1 C5_1 C10_1 118.9(3) . . ?
N4_1 C5_1 C10_1 118.5(2) . . ?
C8_1 C7_1 C11_1 119.8(3) . . ?
C8_1 C7_1 C6_1 117.3(2) . . ?
C11_1 C7_1 C6_1 122.9(2) . . ?
C_1 C2_1 O1_1 117.7(2) . . ?
C_1 C2_1 C3_1 123.9(3) . . ?
O1_1 C2_1 C3_1 118.4(2) . . ?
C12_1 C11_1 C7_1 119.0(2) . . ?
C12_1 C11_1 H11_1 120.5 . . ?
C7_1 C11_1 H11_1 120.5 . . ?
C10_1 C9_1 C8_1 120.7(2) . . ?
C10_1 C9_1 C17_1 119.1(3) . . ?
C8_1 C9_1 C17_1 120.2(3) . . ?
O1_1 C6_1 C5_1 121.2(2) . . ?
O1_1 C6_1 C7_1 116.1(2) . . ?
C5_1 C6_1 C7_1 122.6(2) . . ?
O3_1 C17_1 N16_1 120.4(2) . . ?
O3_1 C17_1 C9_1 123.0(3) . . ?
N16_1 C17_1 C9_1 116.6(2) . . ?
C13_1 C14_1 C8_1 120.8(2) . . ?
C13_1 C14_1 C15_1 119.4(3) . . ?
C8_1 C14_1 C15_1 119.7(2) . . ?
N4_1 C3_1 C_1 119.3(2) . 3_556 ?
N4_1 C3_1 C2_1 124.1(3) . . ?
C_1 C3_1 C2_1 116.6(2) 3_556 . ?
O2_1 C15_1 N16_1 120.8(2) . . ?
O2_1 C15_1 C14_1 122.3(3) . . ?
N16_1 C15_1 C14_1 116.8(2) . . ?
C18_1 C23_1 C22_1 117.0(3) . . ?
C18_1 C23_1 C27_1 122.6(3) . . ?
C22_1 C23_1 C27_1 120.5(3) . . ?
C14_1 C13_1 C12_1 119.3(3) . . ?
C14_1 C13_1 H13_1 120.4 . . ?
C12_1 C13_1 H13_1 120.4 . . ?
C18_1 C19_1 C20_1 116.4(3) . . ?
C18_1 C19_1 C24_1 123.7(3) . . ?
C20_1 C19_1 C24_1 119.9(3) . . ?
C21_1 C20_1 C19_1 121.4(4) . . ?
C21_1 C20_1 H20_1 119.3 . . ?
C19_1 C20_1 H20_1 119.3 . . ?
C23_1 C27_1 C28_1 112.7(3) . . ?
C23_1 C27_1 C29_1 112.0(4) . . ?
C28_1 C27_1 C29_1 112.4(4) . . ?
C23_1 C27_1 H27_1 106.4 . . ?
C28_1 C27_1 H27_1 106.4 . . ?
C29_1 C27_1 H27_1 106.4 . . ?
C21_1 C22_1 C23_1 121.0(4) . . ?
C21_1 C22_1 H22_1 119.5 . . ?
C23_1 C22_1 H22_1 119.5 . . ?
C20_1 C21_1 C22_1 120.5(3) . . ?
C20_1 C21_1 H21_1 119.7 . . ?
C22_1 C21_1 H21_1 119.7 . . ?
C19_1 C24_1 C26_1 112.7(4) . . ?
C19_1 C24_1 C25_1 110.3(4) . . ?
C26_1 C24_1 C25_1 110.3(4) . . ?
C19_1 C24_1 H24_1 107.8 . . ?
C26_1 C24_1 H24_1 107.8 . . ?
C25_1 C24_1 H24_1 107.8 . . ?
C27_1 C29_1 H29A_1 109.5 . . ?
C27_1 C29_1 H29B_1 109.5 . . ?
H29A_1 C29_1 H29B_1 109.5 . . ?
C27_1 C29_1 H29C_1 109.5 . . ?
H29A_1 C29_1 H29C_1 109.5 . . ?
H29B_1 C29_1 H29C_1 109.5 . . ?
C27_1 C28_1 H28A_1 109.5 . . ?
C27_1 C28_1 H28B_1 109.5 . . ?
H28A_1 C28_1 H28B_1 109.5 . . ?
C27_1 C28_1 H28C_1 109.5 . . ?
H28A_1 C28_1 H28C_1 109.5 . . ?
H28B_1 C28_1 H28C_1 109.5 . . ?
C24_1 C26_1 H26A_1 109.5 . . ?
C24_1 C26_1 H26B_1 109.5 . . ?
H26A_1 C26_1 H26B_1 109.5 . . ?
C24_1 C26_1 H26C_1 109.5 . . ?
H26A_1 C26_1 H26C_1 109.5 . . ?
H26B_1 C26_1 H26C_1 109.5 . . ?
C24_1 C25_1 H25A_1 109.5 . . ?
C24_1 C25_1 H25B_1 109.5 . . ?
H25A_1 C25_1 H25B_1 109.5 . . ?
C24_1 C25_1 H25C_1 109.5 . . ?
H25A_1 C25_1 H25C_1 109.5 . . ?
H25B_1 C25_1 H25C_1 109.5 . . ?

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
C15_1 N16_1 C18_1 C23_1 -81.2(4) . . . . ?
C17_1 N16_1 C18_1 C23_1 96.8(3) . . . . ?
C15_1 N16_1 C18_1 C19_1 99.2(4) . . . . ?
C17_1 N16_1 C18_1 C19_1 -82.8(4) . . . . ?
C3_1 N4_1 C5_1 C6_1 2.0(5) . . . . ?
C3_1 N4_1 C5_1 C10_1 -176.9(3) . . . . ?
C9_1 C10_1 C5_1 C6_1 0.5(5) . . . . ?
C9_1 C10_1 C5_1 N4_1 179.5(3) . . . . ?
C14_1 C8_1 C7_1 C11_1 0.1(5) . . . . ?
C9_1 C8_1 C7_1 C11_1 -179.7(3) . . . . ?
C14_1 C8_1 C7_1 C6_1 -178.7(3) . . . . ?
C9_1 C8_1 C7_1 C6_1 1.5(5) . . . . ?
C3_1 C_1 C2_1 O1_1 -179.4(3) 3_556 . . . ?
C3_1 C_1 C2_1 C3_1 0.6(6) 3_556 . . . ?
C6_1 O1_1 C2_1 C_1 -176.7(3) . . . . ?
C6_1 O1_1 C2_1 C3_1 3.3(4) . . . . ?
C13_1 C12_1 C11_1 C7_1 0.0(5) . . . . ?
Br_1 C12_1 C11_1 C7_1 -177.8(2) . . . . ?
C8_1 C7_1 C11_1 C12_1 -0.2(5) . . . . ?
C6_1 C7_1 C11_1 C12_1 178.5(3) . . . . ?
C5_1 C10_1 C9_1 C8_1 1.3(5) . . . . ?
C5_1 C10_1 C9_1 C17_1 -178.2(3) . . . . ?
C7_1 C8_1 C9_1 C10_1 -2.3(5) . . . . ?
C14_1 C8_1 C9_1 C10_1 177.8(3) . . . . ?
C7_1 C8_1 C9_1 C17_1 177.1(3) . . . . ?
C14_1 C8_1 C9_1 C17_1 -2.7(5) . . . . ?
C2_1 O1_1 C6_1 C5_1 -2.8(5) . . . . ?
C2_1 O1_1 C6_1 C7_1 177.6(3) . . . . ?
N4_1 C5_1 C6_1 O1_1 0.1(5) . . . . ?
C10_1 C5_1 C6_1 O1_1 179.0(3) . . . . ?
N4_1 C5_1 C6_1 C7_1 179.7(3) . . . . ?
C10_1 C5_1 C6_1 C7_1 -1.4(5) . . . . ?
C8_1 C7_1 C6_1 O1_1 180.0(3) . . . . ?
C11_1 C7_1 C6_1 O1_1 1.2(5) . . . . ?
C8_1 C7_1 C6_1 C5_1 0.4(5) . . . . ?
C11_1 C7_1 C6_1 C5_1 -178.4(3) . . . . ?
C15_1 N16_1 C17_1 O3_1 176.5(3) . . . . ?
C18_1 N16_1 C17_1 O3_1 -1.4(5) . . . . ?
C15_1 N16_1 C17_1 C9_1 -2.7(5) . . . . ?
C18_1 N16_1 C17_1 C9_1 179.5(3) . . . . ?
C10_1 C9_1 C17_1 O3_1 5.7(5) . . . . ?
C8_1 C9_1 C17_1 O3_1 -173.8(3) . . . . ?
C10_1 C9_1 C17_1 N16_1 -175.1(3) . . . . ?
C8_1 C9_1 C17_1 N16_1 5.4(5) . . . . ?
C7_1 C8_1 C14_1 C13_1 0.3(5) . . . . ?
C9_1 C8_1 C14_1 C13_1 -179.9(3) . . . . ?
C7_1 C8_1 C14_1 C15_1 177.4(3) . . . . ?
C9_1 C8_1 C14_1 C15_1 -2.8(5) . . . . ?
C5_1 N4_1 C3_1 C_1 177.9(3) . . . 3_556 ?
C5_1 N4_1 C3_1 C2_1 -1.5(5) . . . . ?
C_1 C2_1 C3_1 N4_1 178.8(4) . . . . ?
O1_1 C2_1 C3_1 N4_1 -1.2(5) . . . . ?
C_1 C2_1 C3_1 C_1 -0.6(6) . . . 3_556 ?
O1_1 C2_1 C3_1 C_1 179.4(3) . . . 3_556 ?
C17_1 N16_1 C15_1 O2_1 179.4(3) . . . . ?
C18_1 N16_1 C15_1 O2_1 -2.8(5) . . . . ?
C17_1 N16_1 C15_1 C14_1 -2.6(5) . . . . ?
C18_1 N16_1 C15_1 C14_1 175.3(3) . . . . ?
C13_1 C14_1 C15_1 O2_1 0.5(5) . . . . ?
C8_1 C14_1 C15_1 O2_1 -176.7(3) . . . . ?
C13_1 C14_1 C15_1 N16_1 -177.5(3) . . . . ?
C8_1 C14_1 C15_1 N16_1 5.3(5) . . . . ?
C19_1 C18_1 C23_1 C22_1 0.0(5) . . . . ?
N16_1 C18_1 C23_1 C22_1 -179.5(3) . . . . ?
C19_1 C18_1 C23_1 C27_1 179.9(3) . . . . ?
N16_1 C18_1 C23_1 C27_1 0.3(5) . . . . ?
C8_1 C14_1 C13_1 C12_1 -0.5(5) . . . . ?
C15_1 C14_1 C13_1 C12_1 -177.6(3) . . . . ?
C11_1 C12_1 C13_1 C14_1 0.4(5) . . . . ?
Br_1 C12_1 C13_1 C14_1 178.1(3) . . . . ?
C23_1 C18_1 C19_1 C20_1 -1.3(5) . . . . ?
N16_1 C18_1 C19_1 C20_1 178.3(3) . . . . ?
C23_1 C18_1 C19_1 C24_1 -179.4(3) . . . . ?
N16_1 C18_1 C19_1 C24_1 0.2(5) . . . . ?
C18_1 C19_1 C20_1 C21_1 1.7(5) . . . . ?
C24_1 C19_1 C20_1 C21_1 179.9(4) . . . . ?
C18_1 C23_1 C27_1 C28_1 -124.8(4) . . . . ?
C22_1 C23_1 C27_1 C28_1 55.0(5) . . . . ?
C18_1 C23_1 C27_1 C29_1 107.2(4) . . . . ?
C22_1 C23_1 C27_1 C29_1 -72.9(4) . . . . ?
C18_1 C23_1 C22_1 C21_1 0.8(5) . . . . ?
C27_1 C23_1 C22_1 C21_1 -179.0(3) . . . . ?
C19_1 C20_1 C21_1 C22_1 -0.9(6) . . . . ?
C23_1 C22_1 C21_1 C20_1 -0.4(6) . . . . ?
C18_1 C19_1 C24_1 C26_1 -124.4(4) . . . . ?
C20_1 C19_1 C24_1 C26_1 57.6(5) . . . . ?
C18_1 C19_1 C24_1 C25_1 111.9(4) . . . . ?
C20_1 C19_1 C24_1 C25_1 -66.1(5) . . . . ?

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
C1_11 H1_11 O3_1 1.00 2.11 3.057(4) 157.1 . yes
C1A_12^a H1A_12^a O2_1 1.00 2.25 3.189(6) 156.7 . yes
C1B_12^b H1B_12^b O2_1 1.00 2.62 3.200(16) 116.8 . yes
C11_1 H11_1 Cl2_11 0.95 2.84 3.777(3) 169.3 1_455 yes

_refine_diff_density_max         0.897
_refine_diff_density_min         -0.901
_refine_diff_density_rms         0.095



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4bPONiLT
_database_code_depnum_ccdc_archive 'CCDC 2383223'
loop_
_audit_author_name
_audit_author_address
'Nicola Demitri'
;Elettra Synchrotron XRD BLs
Italy
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-12-13 downloaded from the CCDC.
;


# start Validation Reply Form

_vrf_PLAT306_4bPONiLT            
;
PROBLEM:  Isolated Oxygen Atom (H-atoms Missing ?) .......       O_20
RESPONSE: Water molecules have been located in crystal voids. Most of them are
          involved in hydrogen bonds with charged phenoxazine and TFA molecules.
          Hydrogen atoms bound to water molecules could not be unambiguously
          located and have not been always modeled.
;

_vrf_PLAT340_4bPONiLT            
;
PROBLEM:  Low Bond Precision on  C-C Bonds ...............    0.04051 Ang.
RESPONSE: Crystals diffracted poorly (best ones show reflections at a maximum
          resolution of ~1.0 Ang) and were highly prone to radiation damage.
          Limited quality of overall data statistics and poor resolution
          of electron density maps give quite high model ESDs.
;

_vrf_PLAT430_4bPONiLT            
;
PROBLEM:  Short Inter D...A Contact
RESPONSE: Water molecules have been located in crystal voids with meaningful 
          HBond distances. Most of them are involved in hydrogen bonds with
          phenoxazine and TFA hetero atoms. Hydrogen atoms bound to water
          molecules could not be unambiguously located and have not been always
          modeled.
;

_vrf_THETM01_4bPONiLT            
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 
         Calculated sin(theta_max)/wavelength = 0.4651
RESPONSE: Crystals diffracted poorly (best ones show reflections at a
          maximum resolution of ~1.0 Ang) and were prone to radiation damage.
;
_vrf_PLAT023_4bPONiLT            
;
PROBLEM:  Resolution (too) Low [sin(theta)/Lambda < 0.6]..       0.47 Ang-1
RESPONSE: Crystals diffracted poorly (best ones show reflections at a
          maximum resolution of ~1.0 Ang) and were prone to radiation damage.
;

_vrf_PLAT201_4bPONiLT            
; 
PROBLEM:  Isotropic non-H Atoms in Main Residue(s) .......        54
RESPONSE: Crystals diffracted poorly (best ones show reflections at a
          maximum resolution of ~1.0 Ang), so few data were available for 
          refinement. Number of model parameters have been kept low to avoid 
          overrefinement. Phenoxazine-NDI scaffold heteroatoms only
          have been refined anisotropically.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C54 H45 N4 O6, 3(H2 O), C2 F3 O2, 2(C2 H F3 O2)'
_chemical_formula_sum            'C60 H53 F9 N4 O15'
_chemical_formula_weight         1241.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0012 '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 0.0042 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0077 0.0045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0129 0.0077 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   8.483(2)
_cell_length_b                   16.394(3)
_cell_length_c                   41.630(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.73(3)
_cell_angle_gamma                90
_cell_volume                     5789(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    334
_cell_measurement_theta_min      1.707
_cell_measurement_theta_max      16.759

_exptl_crystal_description       'Thin plates'
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_F_000             2568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.088
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.620

_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_measurement_method       'Rotating crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD2 BL'
_diffrn_measurement_device_type  
;
'Arinax MD2s Goniometer, Pilatus 6M detector'
;

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8701
_diffrn_reflns_av_unetI/netI     0.2072
_diffrn_reflns_av_R_equivalents  0.1624
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.707
_diffrn_reflns_theta_max         16.759
_diffrn_reflns_theta_full        16.759
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_point_group_measured_fraction_full 0.948
_reflns_number_total             4621
_reflns_number_gt                1878
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.913
_reflns_Friedel_fraction_max     0.907
_reflns_Friedel_fraction_full    0.907

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'MXCuBE3 (Mueller,2017)'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep3 for Windows - Coot'
_computing_publication_material  'enCIFer - publCIF'

_refine_special_details          
;
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq (Ufactors=1.5Ueq for methyl and hydroxyl groups). 
Anisotropic thermal motion modeling has been applied to phenoxazine-NDI
scaffold heteroatoms only, to avoid overrefinement.
Geometric and thermal restrains (DFIX, DANG, SIMU) have been used for poorly
defined/disordered fragments. Disordered solvent and counterions molecules
have been found in crystal voids. Hydrogens have been placed on the basis of
additional experimental evidences. Hydrogens of water molecules could not be
located and have not been modeled (but their contribution has been included
in the reported crystal properties).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+111.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 520 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4621
_refine_ls_number_parameters     402
_refine_ls_number_restraints     224
_refine_ls_R_factor_all          0.2736
_refine_ls_R_factor_gt           0.1364
_refine_ls_wR_factor_ref         0.3120
_refine_ls_wR_factor_gt          0.2512
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.135
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1_1 O 0.435(3) 0.6883(12) 0.5613(5) 0.057(7) Uani 1 1 d D U . . .
O3_1 O -0.008(3) 0.4228(11) 0.6255(5) 0.058(7) Uani 1 1 d D U . . .
O2_1 O 0.015(3) 0.6114(11) 0.7055(4) 0.042(6) Uani 1 1 d D U . . .
N16_1 N 0.011(3) 0.5168(12) 0.6663(5) 0.046(8) Uani 1 1 d D U . . .
N4_1 N 0.330(3) 0.5402(16) 0.5371(5) 0.065(9) Uani 1 1 d D U . . .
H4_1 H 0.287186 0.496705 0.528204 0.078 Uiso 0.5 1 calc R U P . .
C10_1 C 0.193(4) 0.5165(17) 0.5854(6) 0.054(11) Uiso 1 1 d D . . . .
H10_1 H 0.150873 0.467324 0.576679 0.065 Uiso 1 1 calc R U . . .
C12_1 C 0.294(4) 0.7700(16) 0.6506(6) 0.052(11) Uiso 1 1 d D . . . .
H12_1 H 0.320956 0.822706 0.658280 0.062 Uiso 1 1 calc R U . . .
C8_1 C 0.196(3) 0.6188(15) 0.6280(6) 0.048(11) Uiso 1 1 d D . . . .
C18_1 C -0.082(3) 0.4658(16) 0.6873(6) 0.044(10) Uiso 1 1 d D . . . .
C5_1 C 0.293(3) 0.5622(15) 0.5679(6) 0.042(10) Uiso 1 1 d D . . . .
C7_1 C 0.294(3) 0.6679(14) 0.6086(6) 0.032(9) Uiso 1 1 d D . . . .
C11_1 C 0.347(4) 0.7468(15) 0.6212(6) 0.057(11) Uiso 1 1 d D . . . .
H11_1 H 0.416967 0.780527 0.609445 0.068 Uiso 1 1 calc R U . . .
C9_1 C 0.150(3) 0.5416(14) 0.6162(5) 0.037(9) Uiso 1 1 d D . . . .
C6_1 C 0.347(4) 0.6400(16) 0.5797(6) 0.057(11) Uiso 1 1 d D . . . .
C17_1 C 0.041(4) 0.4893(16) 0.6357(6) 0.049(11) Uiso 1 1 d D . . . .
C14_1 C 0.151(3) 0.6439(14) 0.6581(5) 0.036(9) Uiso 1 1 d D . . . .
C15_1 C 0.055(4) 0.5944(16) 0.6788(6) 0.050(11) Uiso 1 1 d D . . . .
C19_1 C -0.008(3) 0.4107(17) 0.7070(7) 0.045(10) Uiso 1 1 d D . . . .
C13_1 C 0.200(4) 0.7202(15) 0.6701(6) 0.052(11) Uiso 1 1 d D . . . .
H13_1 H 0.169348 0.737808 0.690848 0.063 Uiso 1 1 calc R U . . .
C23_1 C -0.247(3) 0.4733(18) 0.6854(7) 0.044(10) Uiso 1 1 d D . . . .
C22_1 C -0.340(4) 0.4279(19) 0.7069(8) 0.063(12) Uiso 1 1 d D . . . .
H22_1 H -0.451992 0.433100 0.706662 0.075 Uiso 1 1 calc R U . . .
C24_1 C 0.166(4) 0.400(2) 0.7081(8) 0.088(13) Uiso 1 1 d D U . . .
H24_1 H 0.210298 0.448423 0.696727 0.105 Uiso 1 1 calc R U . . .
C20_1 C -0.099(3) 0.3674(18) 0.7290(7) 0.046(10) Uiso 1 1 d D . . . .
H20_1 H -0.051950 0.332336 0.744527 0.056 Uiso 1 1 calc R U . . .
C21_1 C -0.270(4) 0.3785(19) 0.7272(8) 0.056(11) Uiso 1 1 d D . . . .
H21_1 H -0.333554 0.348134 0.741498 0.067 Uiso 1 1 calc R U . . .
C27_1 C -0.326(4) 0.534(2) 0.6609(8) 0.072(11) Uiso 1 1 d D U . . .
H27_1 H -0.241643 0.562415 0.648876 0.087 Uiso 1 1 calc R U . . .
C26_1 C 0.238(5) 0.402(2) 0.7405(8) 0.107(15) Uiso 1 1 d D U . . .
H26A_1 H 0.352245 0.394369 0.738916 0.160 Uiso 1 1 calc R U . . .
H26B_1 H 0.215974 0.454553 0.750610 0.160 Uiso 1 1 calc R U . . .
H26C_1 H 0.193467 0.357925 0.753511 0.160 Uiso 1 1 calc R U . . .
C25_1 C 0.223(5) 0.325(3) 0.6888(10) 0.139(18) Uiso 1 1 d D U . . .
H25A_1 H 0.172949 0.325229 0.667456 0.208 Uiso 1 1 calc R U . . .
H25B_1 H 0.337428 0.326735 0.686704 0.208 Uiso 1 1 calc R U . . .
H25C_1 H 0.192870 0.274764 0.700163 0.208 Uiso 1 1 calc R U . . .
C29_1 C -0.429(6) 0.601(3) 0.6803(11) 0.117(16) Uiso 1 1 d . U . . .
H29A_1 H -0.361076 0.629585 0.695834 0.175 Uiso 1 1 calc R U . . .
H29B_1 H -0.474335 0.640620 0.665106 0.175 Uiso 1 1 calc R U . . .
H29C_1 H -0.514778 0.573747 0.691766 0.175 Uiso 1 1 calc R U . . .
C28_1 C -0.434(5) 0.489(3) 0.6366(9) 0.090(13) Uiso 1 1 d . U . . .
H28A_1 H -0.481070 0.528597 0.621699 0.135 Uiso 1 1 calc R U . . .
H28B_1 H -0.371526 0.449370 0.624464 0.135 Uiso 1 1 calc R U . . .
H28C_1 H -0.517550 0.460296 0.648045 0.135 Uiso 1 1 calc R U . . .
C_1 C 0.578(3) 0.7122(13) 0.5149(6) 0.063(12) Uiso 1 1 d G . . . .
H0_1 H 0.608096 0.763963 0.523209 0.075 Uiso 1 1 calc R U . . .
C2_1 C 0.479(3) 0.6621(15) 0.5325(5) 0.051(11) Uiso 1 1 d G . . . .
C3_1 C 0.434(3) 0.5863(15) 0.5204(6) 0.059(11) Uiso 1 1 d G . . . .
C100_1 C 0.490(3) 0.5607(13) 0.4907(6) 0.053(11) Uiso 1 1 d G . . . .
H100_1 H 0.459484 0.508870 0.482456 0.064 Uiso 1 1 calc R U . . .
C102_1 C 0.589(3) 0.6108(15) 0.4732(5) 0.056(11) Uiso 1 1 d G . . . .
C103_1 C 0.633(3) 0.6865(15) 0.4853(6) 0.063(13) Uiso 1 1 d G . . . .
O101_1 O 0.626(3) 0.5848(11) 0.4435(4) 0.043(6) Uani 1 1 d D U . . .
O103_1 O 1.040(3) 0.8587(12) 0.3769(5) 0.067(8) Uani 1 1 d D U . . .
O102_1 O 1.036(3) 0.6656(12) 0.2987(5) 0.061(7) Uani 1 1 d D U . . .
N116_1 N 1.031(3) 0.7624(11) 0.3369(4) 0.037(7) Uani 1 1 d D U . . .
N104_1 N 0.708(3) 0.7388(16) 0.4664(5) 0.060(9) Uani 1 1 d D U . . .
H104_1 H 0.725229 0.789170 0.472865 0.072 Uiso 0.5 1 calc R U P . .
C110_1 C 0.848(4) 0.7629(17) 0.4179(6) 0.063(12) Uiso 1 1 d D . . . .
H110_1 H 0.880771 0.814599 0.425738 0.076 Uiso 1 1 calc R U . . .
C112_1 C 0.753(4) 0.5075(15) 0.3533(6) 0.049(10) Uiso 1 1 d D . . . .
H112_1 H 0.723445 0.455446 0.345236 0.058 Uiso 1 1 calc R U . . .
C108_1 C 0.848(3) 0.6598(14) 0.3756(5) 0.035(9) Uiso 1 1 d D . . . .
C118_1 C 1.131(4) 0.8101(16) 0.3159(6) 0.050(10) Uiso 1 1 d D . . . .
C105_1 C 0.758(4) 0.7140(16) 0.4366(6) 0.055(11) Uiso 1 1 d D . . . .
C107_1 C 0.760(4) 0.6085(15) 0.3959(6) 0.055(11) Uiso 1 1 d D . . . .
C111_1 C 0.711(4) 0.5282(14) 0.3837(6) 0.043(10) Uiso 1 1 d D . . . .
H111_1 H 0.651564 0.491872 0.396590 0.052 Uiso 1 1 calc R U . . .
C109_1 C 0.891(4) 0.7375(15) 0.3871(6) 0.057(11) Uiso 1 1 d D . . . .
C106_1 C 0.710(4) 0.6351(15) 0.4250(6) 0.048(10) Uiso 1 1 d D . . . .
C117_1 C 0.999(4) 0.7905(18) 0.3671(6) 0.069(12) Uiso 1 1 d D . . . .
C114_1 C 0.893(3) 0.6348(14) 0.3454(5) 0.038(9) Uiso 1 1 d D . . . .
C115_1 C 0.982(4) 0.6856(16) 0.3240(6) 0.054(11) Uiso 1 1 d D . . . .
C123_1 C 1.292(4) 0.802(2) 0.3172(8) 0.070(12) Uiso 1 1 d D . . . .
C113_1 C 0.839(4) 0.5598(15) 0.3333(6) 0.054(11) Uiso 1 1 d D . . . .
H113_1 H 0.861015 0.544430 0.311766 0.065 Uiso 1 1 calc R U . . .
C119_1 C 1.057(3) 0.8692(18) 0.2965(7) 0.047(10) Uiso 1 1 d D . . . .
C120_1 C 1.146(4) 0.9138(19) 0.2742(7) 0.058(11) Uiso 1 1 d D . . . .
H120_1 H 1.097087 0.951540 0.259922 0.070 Uiso 1 1 calc R U . . .
C127_1 C 1.377(4) 0.745(2) 0.3394(8) 0.080(13) Uiso 1 1 d D . . . .
H127_1 H 1.292999 0.715269 0.351357 0.096 Uiso 1 1 calc R U . . .
C122_1 C 1.382(4) 0.8484(19) 0.2962(7) 0.054(11) Uiso 1 1 d D . . . .
H122_1 H 1.493520 0.845336 0.296497 0.065 Uiso 1 1 calc R U . . .
C121_1 C 1.299(4) 0.9021(18) 0.2736(7) 0.049(10) Uiso 1 1 d D . . . .
H121_1 H 1.358312 0.929675 0.257791 0.059 Uiso 1 1 calc R U . . .
C124_1 C 0.872(3) 0.873(2) 0.2941(7) 0.051(10) Uiso 1 1 d D . . . .
H124_1 H 0.828772 0.827517 0.307274 0.061 Uiso 1 1 calc R U . . .
C129_1 C 1.469(5) 0.682(2) 0.3230(9) 0.086(14) Uiso 1 1 d D . . . .
H19A_1 H 1.521545 0.647091 0.338971 0.129 Uiso 1 1 calc R U . . .
H19B_1 H 1.398915 0.648729 0.309447 0.129 Uiso 1 1 calc R U . . .
H19C_1 H 1.548768 0.708032 0.309528 0.129 Uiso 1 1 calc R U . . .
C128_1 C 1.478(4) 0.790(2) 0.3654(9) 0.091(15) Uiso 1 1 d D . . . .
H18A_1 H 1.414393 0.831153 0.375989 0.136 Uiso 1 1 calc R U . . .
H18B_1 H 1.515741 0.749854 0.381384 0.136 Uiso 1 1 calc R U . . .
H18C_1 H 1.568972 0.815518 0.355226 0.136 Uiso 1 1 calc R U . . .
C126_1 C 0.808(5) 0.864(2) 0.2616(9) 0.091(15) Uiso 1 1 d . . . . .
H16A_1 H 0.839929 0.811573 0.252835 0.136 Uiso 1 1 calc R U . . .
H16B_1 H 0.692651 0.867386 0.262158 0.136 Uiso 1 1 calc R U . . .
H16C_1 H 0.848461 0.908330 0.248072 0.136 Uiso 1 1 calc R U . . .
C125_1 C 0.832(5) 0.953(3) 0.3109(10) 0.108(16) Uiso 1 1 d . . . . .
H15A_1 H 0.879544 0.952706 0.332476 0.161 Uiso 1 1 calc R U . . .
H15B_1 H 0.872823 0.998536 0.298545 0.161 Uiso 1 1 calc R U . . .
H15C_1 H 0.717013 0.957592 0.312631 0.161 Uiso 1 1 calc R U . . .
O_20 O 0.804(5) 0.883(3) 0.5085(11) 0.203(17) Uiso 1 1 d . . . . .
C1_11 C -0.031(3) 0.766(2) 0.5641(5) 0.296(18) Uiso 1 1 d D U . . .
O_11 O 0.027(5) 0.836(3) 0.5652(11) 0.34(2) Uiso 1 1 d D U . . .
OXT_11 O -0.009(5) 0.708(3) 0.5454(8) 0.25(2) Uiso 1 1 d D U . . .
H0A_11 H 0.046503 0.723503 0.529988 0.374 Uiso 0.5 1 calc R U P . .
C2_11 C -0.153(3) 0.7479(18) 0.5904(6) 0.291(17) Uiso 1 1 d D U . . .
F1_11 F -0.100(4) 0.762(3) 0.6196(5) 0.284(19) Uiso 1 1 d D U . . .
F2_11 F -0.284(3) 0.7914(19) 0.5867(7) 0.181(13) Uiso 1 1 d D U . . .
F3_11 F -0.195(5) 0.6701(16) 0.5895(10) 0.35(2) Uiso 1 1 d D U . . .
C1_12 C 0.633(5) 1.008(3) 0.4512(7) 0.45(2) Uiso 1 1 d D U . . .
O_12 O 0.540(8) 1.062(4) 0.4601(13) 0.47(3) Uiso 1 1 d D U . . .
OXT_12 O 0.677(10) 0.944(4) 0.4651(12) 0.52(3) Uiso 1 1 d D U . . .
H0A_12 H 0.634410 0.941307 0.483226 0.778 Uiso 0.5 1 calc R U P . .
C2_12 C 0.706(4) 1.023(2) 0.4180(7) 0.42(2) Uiso 1 1 d D U . . .
F1_12 F 0.846(4) 0.989(3) 0.4150(11) 0.34(2) Uiso 1 1 d D U . . .
F2_12 F 0.618(5) 0.995(3) 0.3942(7) 0.36(2) Uiso 1 1 d D U . . .
F3_12 F 0.726(7) 1.102(2) 0.4127(12) 0.43(3) Uiso 1 1 d D U . . .
C1_13 C 0.128(3) 0.797(2) 0.4833(6) 0.36(2) Uiso 1 1 d D U . . .
O_13 O 0.006(4) 0.840(4) 0.4827(13) 0.38(3) Uiso 1 1 d D U . . .
H0_13 H -0.045303 0.832434 0.499492 0.570 Uiso 1 1 calc R U . . .
OXT_13 O 0.157(6) 0.734(3) 0.4992(12) 0.35(3) Uiso 1 1 d D U . . .
C2_13 C 0.261(3) 0.8269(19) 0.4612(6) 0.36(2) Uiso 1 1 d D U . . .
F1_13 F 0.212(5) 0.883(3) 0.4407(9) 0.33(2) Uiso 1 1 d D U . . .
F2_13 F 0.381(4) 0.859(3) 0.4773(10) 0.35(2) Uiso 1 1 d D U . . .
F3_13 F 0.319(5) 0.767(2) 0.4438(9) 0.37(3) Uiso 1 1 d D U . . .
OA_21 O -0.127(9) 0.406(5) 0.5593(16) 0.15(2) Uiso 0.51(4) 1 d . U P A 1
OB_21 O -0.241(9) 0.479(5) 0.5548(18) 0.16(2) Uiso 0.49(4) 1 d . U P A 2
OA_22 O -0.094(9) 0.552(5) 0.5187(17) 0.12(4) Uiso 0.41(7) 1 d . . P B 1
OB_22 O 0.024(13) 0.432(7) 0.522(2) 0.31(7) Uiso 0.59(7) 1 d . . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1_1 C2_1 1.33(2) . ?
O1_1 C6_1 1.34(2) . ?
O3_1 C17_1 1.24(2) . ?
O2_1 C15_1 1.20(2) . ?
N16_1 C17_1 1.38(2) . ?
N16_1 C15_1 1.42(2) . ?
N16_1 C18_1 1.45(2) . ?
N4_1 C3_1 1.36(3) . ?
N4_1 C5_1 1.37(2) . ?
N4_1 H4_1 0.8800 . ?
C10_1 C5_1 1.35(3) . ?
C10_1 C9_1 1.40(2) . ?
C10_1 H10_1 0.9500 . ?
C12_1 C11_1 1.36(2) . ?
C12_1 C13_1 1.40(2) . ?
C12_1 H12_1 0.9500 . ?
C8_1 C14_1 1.38(2) . ?
C8_1 C9_1 1.41(2) . ?
C8_1 C7_1 1.42(2) . ?
C18_1 C19_1 1.36(3) . ?
C18_1 C23_1 1.41(3) . ?
C5_1 C6_1 1.44(2) . ?
C7_1 C6_1 1.36(2) . ?
C7_1 C11_1 1.47(2) . ?
C11_1 H11_1 0.9500 . ?
C9_1 C17_1 1.51(3) . ?
C14_1 C13_1 1.41(2) . ?
C14_1 C15_1 1.45(2) . ?
C19_1 C20_1 1.40(3) . ?
C19_1 C24_1 1.49(4) . ?
C13_1 H13_1 0.9500 . ?
C23_1 C22_1 1.41(3) . ?
C23_1 C27_1 1.56(3) . ?
C22_1 C21_1 1.31(3) . ?
C22_1 H22_1 0.9500 . ?
C24_1 C26_1 1.47(3) . ?
C24_1 C25_1 1.55(4) . ?
C24_1 H24_1 1.0000 . ?
C20_1 C21_1 1.46(3) . ?
C20_1 H20_1 0.9500 . ?
C21_1 H21_1 0.9500 . ?
C27_1 C28_1 1.54(5) . ?
C27_1 C29_1 1.63(5) . ?
C27_1 H27_1 1.0000 . ?
C26_1 H26A_1 0.9800 . ?
C26_1 H26B_1 0.9800 . ?
C26_1 H26C_1 0.9800 . ?
C25_1 H25A_1 0.9800 . ?
C25_1 H25B_1 0.9800 . ?
C25_1 H25C_1 0.9800 . ?
C29_1 H29A_1 0.9800 . ?
C29_1 H29B_1 0.9800 . ?
C29_1 H29C_1 0.9800 . ?
C28_1 H28A_1 0.9800 . ?
C28_1 H28B_1 0.9800 . ?
C28_1 H28C_1 0.9800 . ?
C_1 C2_1 1.3900 . ?
C_1 C103_1 1.3900 . ?
C_1 H0_1 0.9500 . ?
C2_1 C3_1 1.3900 . ?
C3_1 C100_1 1.3900 . ?
C100_1 C102_1 1.3900 . ?
C100_1 H100_1 0.9500 . ?
C102_1 O101_1 1.35(2) . ?
C102_1 C103_1 1.3900 . ?
C103_1 N104_1 1.33(3) . ?
O101_1 C106_1 1.34(2) . ?
O103_1 C117_1 1.24(2) . ?
O102_1 C115_1 1.20(2) . ?
N116_1 C117_1 1.37(2) . ?
N116_1 C115_1 1.43(2) . ?
N116_1 C118_1 1.45(2) . ?
N104_1 C105_1 1.38(2) . ?
N104_1 H104_1 0.8800 . ?
C110_1 C105_1 1.36(3) . ?
C110_1 C109_1 1.40(2) . ?
C110_1 H110_1 0.9500 . ?
C112_1 C111_1 1.36(2) . ?
C112_1 C113_1 1.40(2) . ?
C112_1 H112_1 0.9500 . ?
C108_1 C114_1 1.38(2) . ?
C108_1 C109_1 1.41(2) . ?
C108_1 C107_1 1.42(2) . ?
C118_1 C123_1 1.37(3) . ?
C118_1 C119_1 1.41(3) . ?
C105_1 C106_1 1.44(2) . ?
C107_1 C106_1 1.36(2) . ?
C107_1 C111_1 1.47(2) . ?
C111_1 H111_1 0.9500 . ?
C109_1 C117_1 1.51(3) . ?
C114_1 C113_1 1.40(2) . ?
C114_1 C115_1 1.44(2) . ?
C123_1 C122_1 1.40(3) . ?
C123_1 C127_1 1.49(4) . ?
C113_1 H113_1 0.9500 . ?
C119_1 C120_1 1.41(3) . ?
C119_1 C124_1 1.57(3) . ?
C120_1 C121_1 1.31(3) . ?
C120_1 H120_1 0.9500 . ?
C127_1 C129_1 1.47(3) . ?
C127_1 C128_1 1.56(4) . ?
C127_1 H127_1 1.0000 . ?
C122_1 C121_1 1.46(3) . ?
C122_1 H122_1 0.9500 . ?
C121_1 H121_1 0.9500 . ?
C124_1 C125_1 1.52(5) . ?
C124_1 C126_1 1.45(4) . ?
C124_1 H124_1 1.0000 . ?
C129_1 H19A_1 0.9800 . ?
C129_1 H19B_1 0.9800 . ?
C129_1 H19C_1 0.9800 . ?
C128_1 H18A_1 0.9800 . ?
C128_1 H18B_1 0.9800 . ?
C128_1 H18C_1 0.9800 . ?
C126_1 H16A_1 0.9800 . ?
C126_1 H16B_1 0.9800 . ?
C126_1 H16C_1 0.9800 . ?
C125_1 H15A_1 0.9800 . ?
C125_1 H15B_1 0.9800 . ?
C125_1 H15C_1 0.9800 . ?
C1_11 O_11 1.243(13) . ?
C1_11 OXT_11 1.250(13) . ?
C1_11 C2_11 1.547(12) . ?
OXT_11 H0A_11 0.8400 . ?
C2_11 F1_11 1.312(13) . ?
C2_11 F3_11 1.323(13) . ?
C2_11 F2_11 1.324(13) . ?
C1_12 O_12 1.248(11) . ?
C1_12 OXT_12 1.248(10) . ?
C1_12 C2_12 1.540(10) . ?
OXT_12 H0A_12 0.8400 . ?
C2_12 F2_12 1.319(11) . ?
C2_12 F1_12 1.320(11) . ?
C2_12 F3_12 1.323(11) . ?
C1_13 O_13 1.250(11) . ?
C1_13 OXT_13 1.249(10) . ?
C1_13 C2_13 1.539(10) . ?
O_13 H0_13 0.8400 . ?
C2_13 F1_13 1.321(11) . ?
C2_13 F3_13 1.323(11) . ?
C2_13 F2_13 1.322(11) . ?

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_1 O1_1 C6_1 119(2) . . ?
C17_1 N16_1 C15_1 125.5(18) . . ?
C17_1 N16_1 C18_1 118.6(18) . . ?
C15_1 N16_1 C18_1 115.8(17) . . ?
C3_1 N4_1 C5_1 119(2) . . ?
C3_1 N4_1 H4_1 120.4 . . ?
C5_1 N4_1 H4_1 120.4 . . ?
C5_1 C10_1 C9_1 120(2) . . ?
C5_1 C10_1 H10_1 120.0 . . ?
C9_1 C10_1 H10_1 120.0 . . ?
C11_1 C12_1 C13_1 124(2) . . ?
C11_1 C12_1 H12_1 118.2 . . ?
C13_1 C12_1 H12_1 118.2 . . ?
C14_1 C8_1 C9_1 120.3(18) . . ?
C14_1 C8_1 C7_1 121.4(19) . . ?
C9_1 C8_1 C7_1 118.3(18) . . ?
C19_1 C18_1 C23_1 123(2) . . ?
C19_1 C18_1 N16_1 120(3) . . ?
C23_1 C18_1 N16_1 117(2) . . ?
C10_1 C5_1 N4_1 121(2) . . ?
C10_1 C5_1 C6_1 120(2) . . ?
N4_1 C5_1 C6_1 119(2) . . ?
C6_1 C7_1 C8_1 121(2) . . ?
C6_1 C7_1 C11_1 121(2) . . ?
C8_1 C7_1 C11_1 118.4(19) . . ?
C12_1 C11_1 C7_1 118(2) . . ?
C12_1 C11_1 H11_1 121.2 . . ?
C7_1 C11_1 H11_1 121.2 . . ?
C8_1 C9_1 C10_1 120.6(19) . . ?
C8_1 C9_1 C17_1 119.5(19) . . ?
C10_1 C9_1 C17_1 120(2) . . ?
O1_1 C6_1 C7_1 120(2) . . ?
O1_1 C6_1 C5_1 120.2(19) . . ?
C7_1 C6_1 C5_1 120(2) . . ?
O3_1 C17_1 N16_1 123(2) . . ?
O3_1 C17_1 C9_1 121(2) . . ?
N16_1 C17_1 C9_1 116(2) . . ?
C13_1 C14_1 C8_1 120.3(19) . . ?
C13_1 C14_1 C15_1 116.9(19) . . ?
C8_1 C14_1 C15_1 122.8(19) . . ?
O2_1 C15_1 N16_1 118(2) . . ?
O2_1 C15_1 C14_1 126(2) . . ?
N16_1 C15_1 C14_1 115.5(19) . . ?
C18_1 C19_1 C20_1 118(3) . . ?
C18_1 C19_1 C24_1 123(3) . . ?
C20_1 C19_1 C24_1 118(3) . . ?
C14_1 C13_1 C12_1 118(2) . . ?
C14_1 C13_1 H13_1 120.8 . . ?
C12_1 C13_1 H13_1 120.8 . . ?
C18_1 C23_1 C22_1 119(2) . . ?
C18_1 C23_1 C27_1 121(2) . . ?
C22_1 C23_1 C27_1 120(3) . . ?
C21_1 C22_1 C23_1 119(3) . . ?
C21_1 C22_1 H22_1 120.6 . . ?
C23_1 C22_1 H22_1 120.6 . . ?
C26_1 C24_1 C19_1 115(3) . . ?
C26_1 C24_1 C25_1 111(3) . . ?
C19_1 C24_1 C25_1 113(3) . . ?
C26_1 C24_1 H24_1 105.5 . . ?
C19_1 C24_1 H24_1 105.5 . . ?
C25_1 C24_1 H24_1 105.5 . . ?
C19_1 C20_1 C21_1 117(3) . . ?
C19_1 C20_1 H20_1 121.4 . . ?
C21_1 C20_1 H20_1 121.4 . . ?
C22_1 C21_1 C20_1 124(2) . . ?
C22_1 C21_1 H21_1 118.1 . . ?
C20_1 C21_1 H21_1 118.1 . . ?
C28_1 C27_1 C23_1 112(3) . . ?
C28_1 C27_1 C29_1 109(3) . . ?
C23_1 C27_1 C29_1 109(3) . . ?
C28_1 C27_1 H27_1 108.6 . . ?
C23_1 C27_1 H27_1 108.6 . . ?
C29_1 C27_1 H27_1 108.6 . . ?
C24_1 C26_1 H26A_1 109.5 . . ?
C24_1 C26_1 H26B_1 109.5 . . ?
H26A_1 C26_1 H26B_1 109.5 . . ?
C24_1 C26_1 H26C_1 109.5 . . ?
H26A_1 C26_1 H26C_1 109.5 . . ?
H26B_1 C26_1 H26C_1 109.5 . . ?
C24_1 C25_1 H25A_1 109.5 . . ?
C24_1 C25_1 H25B_1 109.5 . . ?
H25A_1 C25_1 H25B_1 109.5 . . ?
C24_1 C25_1 H25C_1 109.5 . . ?
H25A_1 C25_1 H25C_1 109.5 . . ?
H25B_1 C25_1 H25C_1 109.5 . . ?
C27_1 C29_1 H29A_1 109.5 . . ?
C27_1 C29_1 H29B_1 109.5 . . ?
H29A_1 C29_1 H29B_1 109.5 . . ?
C27_1 C29_1 H29C_1 109.5 . . ?
H29A_1 C29_1 H29C_1 109.5 . . ?
H29B_1 C29_1 H29C_1 109.5 . . ?
C27_1 C28_1 H28A_1 109.5 . . ?
C27_1 C28_1 H28B_1 109.5 . . ?
H28A_1 C28_1 H28B_1 109.5 . . ?
C27_1 C28_1 H28C_1 109.5 . . ?
H28A_1 C28_1 H28C_1 109.5 . . ?
H28B_1 C28_1 H28C_1 109.5 . . ?
C2_1 C_1 C103_1 120.0 . . ?
C2_1 C_1 H0_1 120.0 . . ?
C103_1 C_1 H0_1 120.0 . . ?
O1_1 C2_1 C3_1 122.6(17) . . ?
O1_1 C2_1 C_1 117.4(17) . . ?
C3_1 C2_1 C_1 120.0 . . ?
N4_1 C3_1 C100_1 120.9(17) . . ?
N4_1 C3_1 C2_1 119.0(17) . . ?
C100_1 C3_1 C2_1 120.0 . . ?
C3_1 C100_1 C102_1 120.0 . . ?
C3_1 C100_1 H100_1 120.0 . . ?
C102_1 C100_1 H100_1 120.0 . . ?
O101_1 C102_1 C103_1 123.3(16) . . ?
O101_1 C102_1 C100_1 116.4(16) . . ?
C103_1 C102_1 C100_1 120.0 . . ?
N104_1 C103_1 C102_1 119.3(18) . . ?
N104_1 C103_1 C_1 119.9(18) . . ?
C102_1 C103_1 C_1 120.0 . . ?
C102_1 O101_1 C106_1 117.7(19) . . ?
C117_1 N116_1 C115_1 125.3(18) . . ?
C117_1 N116_1 C118_1 119.8(18) . . ?
C115_1 N116_1 C118_1 114.8(17) . . ?
C103_1 N104_1 C105_1 120(2) . . ?
C103_1 N104_1 H104_1 120.1 . . ?
C105_1 N104_1 H104_1 120.1 . . ?
C105_1 C110_1 C109_1 120(2) . . ?
C105_1 C110_1 H110_1 119.8 . . ?
C109_1 C110_1 H110_1 119.8 . . ?
C111_1 C112_1 C113_1 123(2) . . ?
C111_1 C112_1 H112_1 118.5 . . ?
C113_1 C112_1 H112_1 118.5 . . ?
C114_1 C108_1 C109_1 120.5(18) . . ?
C114_1 C108_1 C107_1 121.4(19) . . ?
C109_1 C108_1 C107_1 118.2(18) . . ?
C123_1 C118_1 C119_1 122(2) . . ?
C123_1 C118_1 N116_1 121(3) . . ?
C119_1 C118_1 N116_1 117(2) . . ?
C110_1 C105_1 N104_1 122(2) . . ?
C110_1 C105_1 C106_1 120(2) . . ?
N104_1 C105_1 C106_1 119(2) . . ?
C106_1 C107_1 C108_1 121(2) . . ?
C106_1 C107_1 C111_1 120(2) . . ?
C108_1 C107_1 C111_1 118.5(19) . . ?
C112_1 C111_1 C107_1 118(2) . . ?
C112_1 C111_1 H111_1 121.1 . . ?
C107_1 C111_1 H111_1 121.1 . . ?
C108_1 C109_1 C110_1 120.6(19) . . ?
C108_1 C109_1 C117_1 119.1(19) . . ?
C110_1 C109_1 C117_1 120(2) . . ?
O101_1 C106_1 C107_1 119(2) . . ?
O101_1 C106_1 C105_1 120.8(19) . . ?
C107_1 C106_1 C105_1 120(2) . . ?
O103_1 C117_1 N116_1 123(2) . . ?
O103_1 C117_1 C109_1 120(2) . . ?
N116_1 C117_1 C109_1 116(2) . . ?
C113_1 C114_1 C108_1 119.9(19) . . ?
C113_1 C114_1 C115_1 117.0(19) . . ?
C108_1 C114_1 C115_1 122.9(19) . . ?
O102_1 C115_1 N116_1 117(2) . . ?
O102_1 C115_1 C114_1 126(2) . . ?
N116_1 C115_1 C114_1 115.5(19) . . ?
C118_1 C123_1 C122_1 118(3) . . ?
C118_1 C123_1 C127_1 124(3) . . ?
C122_1 C123_1 C127_1 118(3) . . ?
C114_1 C113_1 C112_1 119(2) . . ?
C114_1 C113_1 H113_1 120.4 . . ?
C112_1 C113_1 H113_1 120.4 . . ?
C118_1 C119_1 C120_1 119(2) . . ?
C118_1 C119_1 C124_1 120(2) . . ?
C120_1 C119_1 C124_1 119(2) . . ?
C121_1 C120_1 C119_1 118(3) . . ?
C121_1 C120_1 H120_1 120.8 . . ?
C119_1 C120_1 H120_1 120.8 . . ?
C129_1 C127_1 C123_1 114(3) . . ?
C129_1 C127_1 C128_1 111(3) . . ?
C123_1 C127_1 C128_1 114(3) . . ?
C129_1 C127_1 H127_1 105.9 . . ?
C123_1 C127_1 H127_1 105.9 . . ?
C128_1 C127_1 H127_1 105.9 . . ?
C123_1 C122_1 C121_1 118(3) . . ?
C123_1 C122_1 H122_1 121.0 . . ?
C121_1 C122_1 H122_1 121.0 . . ?
C120_1 C121_1 C122_1 123(2) . . ?
C120_1 C121_1 H121_1 118.5 . . ?
C122_1 C121_1 H121_1 118.5 . . ?
C125_1 C124_1 C126_1 116(3) . . ?
C125_1 C124_1 C119_1 104(3) . . ?
C126_1 C124_1 C119_1 114(3) . . ?
C125_1 C124_1 H124_1 107.6 . . ?
C126_1 C124_1 H124_1 107.6 . . ?
C119_1 C124_1 H124_1 107.6 . . ?
C127_1 C129_1 H19A_1 109.5 . . ?
C127_1 C129_1 H19B_1 109.5 . . ?
H19A_1 C129_1 H19B_1 109.5 . . ?
C127_1 C129_1 H19C_1 109.5 . . ?
H19A_1 C129_1 H19C_1 109.5 . . ?
H19B_1 C129_1 H19C_1 109.5 . . ?
C127_1 C128_1 H18A_1 109.5 . . ?
C127_1 C128_1 H18B_1 109.5 . . ?
H18A_1 C128_1 H18B_1 109.5 . . ?
C127_1 C128_1 H18C_1 109.5 . . ?
H18A_1 C128_1 H18C_1 109.5 . . ?
H18B_1 C128_1 H18C_1 109.5 . . ?
C124_1 C126_1 H16A_1 109.5 . . ?
C124_1 C126_1 H16B_1 109.5 . . ?
H16A_1 C126_1 H16B_1 109.5 . . ?
C124_1 C126_1 H16C_1 109.5 . . ?
H16A_1 C126_1 H16C_1 109.5 . . ?
H16B_1 C126_1 H16C_1 109.5 . . ?
C124_1 C125_1 H15A_1 109.5 . . ?
C124_1 C125_1 H15B_1 109.5 . . ?
H15A_1 C125_1 H15B_1 109.5 . . ?
C124_1 C125_1 H15C_1 109.5 . . ?
H15A_1 C125_1 H15C_1 109.5 . . ?
H15B_1 C125_1 H15C_1 109.5 . . ?
O_11 C1_11 OXT_11 131.4(15) . . ?
O_11 C1_11 C2_11 114.9(13) . . ?
OXT_11 C1_11 C2_11 113.7(12) . . ?
C1_11 OXT_11 H0A_11 109.5 . . ?
F1_11 C2_11 F3_11 107.0(13) . . ?
F1_11 C2_11 F2_11 107.0(13) . . ?
F3_11 C2_11 F2_11 107.2(13) . . ?
F1_11 C2_11 C1_11 113.0(13) . . ?
F3_11 C2_11 C1_11 110.2(12) . . ?
F2_11 C2_11 C1_11 112.1(12) . . ?
O_12 C1_12 OXT_12 129.9(13) . . ?
O_12 C1_12 C2_12 114.4(11) . . ?
OXT_12 C1_12 C2_12 115.7(11) . . ?
C1_12 OXT_12 H0A_12 109.5 . . ?
F2_12 C2_12 F1_12 106.3(12) . . ?
F2_12 C2_12 F3_12 106.7(12) . . ?
F1_12 C2_12 F3_12 106.6(12) . . ?
F2_12 C2_12 C1_12 112.9(11) . . ?
F1_12 C2_12 C1_12 112.8(11) . . ?
F3_12 C2_12 C1_12 111.2(11) . . ?
O_13 C1_13 OXT_13 129.3(13) . . ?
O_13 C1_13 C2_13 114.9(11) . . ?
OXT_13 C1_13 C2_13 115.8(11) . . ?
C1_13 O_13 H0_13 109.5 . . ?
F1_13 C2_13 F3_13 106.4(12) . . ?
F1_13 C2_13 F2_13 106.0(12) . . ?
F3_13 C2_13 F2_13 106.5(12) . . ?
F1_13 C2_13 C1_13 112.6(11) . . ?
F3_13 C2_13 C1_13 112.0(11) . . ?
F2_13 C2_13 C1_13 112.9(11) . . ?

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
C17_1 N16_1 C18_1 C19_1 91(3) . . . . ?
C15_1 N16_1 C18_1 C19_1 -93(3) . . . . ?
C17_1 N16_1 C18_1 C23_1 -86(3) . . . . ?
C15_1 N16_1 C18_1 C23_1 90(3) . . . . ?
C9_1 C10_1 C5_1 N4_1 -177(3) . . . . ?
C9_1 C10_1 C5_1 C6_1 -5(5) . . . . ?
C3_1 N4_1 C5_1 C10_1 -179(3) . . . . ?
C3_1 N4_1 C5_1 C6_1 10(4) . . . . ?
C14_1 C8_1 C7_1 C6_1 176(3) . . . . ?
C9_1 C8_1 C7_1 C6_1 -2(5) . . . . ?
C14_1 C8_1 C7_1 C11_1 0(5) . . . . ?
C9_1 C8_1 C7_1 C11_1 -178(3) . . . . ?
C13_1 C12_1 C11_1 C7_1 5(5) . . . . ?
C6_1 C7_1 C11_1 C12_1 -178(3) . . . . ?
C8_1 C7_1 C11_1 C12_1 -3(5) . . . . ?
C14_1 C8_1 C9_1 C10_1 179(3) . . . . ?
C7_1 C8_1 C9_1 C10_1 -4(5) . . . . ?
C14_1 C8_1 C9_1 C17_1 5(5) . . . . ?
C7_1 C8_1 C9_1 C17_1 -178(3) . . . . ?
C5_1 C10_1 C9_1 C8_1 8(5) . . . . ?
C5_1 C10_1 C9_1 C17_1 -179(3) . . . . ?
C2_1 O1_1 C6_1 C7_1 -177(3) . . . . ?
C2_1 O1_1 C6_1 C5_1 -3(5) . . . . ?
C8_1 C7_1 C6_1 O1_1 178(3) . . . . ?
C11_1 C7_1 C6_1 O1_1 -7(5) . . . . ?
C8_1 C7_1 C6_1 C5_1 4(5) . . . . ?
C11_1 C7_1 C6_1 C5_1 180(3) . . . . ?
C10_1 C5_1 C6_1 O1_1 -174(3) . . . . ?
N4_1 C5_1 C6_1 O1_1 -2(5) . . . . ?
C10_1 C5_1 C6_1 C7_1 -1(5) . . . . ?
N4_1 C5_1 C6_1 C7_1 171(3) . . . . ?
C15_1 N16_1 C17_1 O3_1 -176(3) . . . . ?
C18_1 N16_1 C17_1 O3_1 0(5) . . . . ?
C15_1 N16_1 C17_1 C9_1 10(5) . . . . ?
C18_1 N16_1 C17_1 C9_1 -174(3) . . . . ?
C8_1 C9_1 C17_1 O3_1 177(3) . . . . ?
C10_1 C9_1 C17_1 O3_1 3(5) . . . . ?
C8_1 C9_1 C17_1 N16_1 -9(4) . . . . ?
C10_1 C9_1 C17_1 N16_1 177(3) . . . . ?
C9_1 C8_1 C14_1 C13_1 179(3) . . . . ?
C7_1 C8_1 C14_1 C13_1 1(5) . . . . ?
C9_1 C8_1 C14_1 C15_1 -1(5) . . . . ?
C7_1 C8_1 C14_1 C15_1 -178(3) . . . . ?
C17_1 N16_1 C15_1 O2_1 177(3) . . . . ?
C18_1 N16_1 C15_1 O2_1 1(5) . . . . ?
C17_1 N16_1 C15_1 C14_1 -6(5) . . . . ?
C18_1 N16_1 C15_1 C14_1 178(3) . . . . ?
C13_1 C14_1 C15_1 O2_1 -2(5) . . . . ?
C8_1 C14_1 C15_1 O2_1 178(3) . . . . ?
C13_1 C14_1 C15_1 N16_1 -179(3) . . . . ?
C8_1 C14_1 C15_1 N16_1 1(5) . . . . ?
C23_1 C18_1 C19_1 C20_1 -8(4) . . . . ?
N16_1 C18_1 C19_1 C20_1 174(2) . . . . ?
C23_1 C18_1 C19_1 C24_1 177(3) . . . . ?
N16_1 C18_1 C19_1 C24_1 0(4) . . . . ?
C8_1 C14_1 C13_1 C12_1 0(5) . . . . ?
C15_1 C14_1 C13_1 C12_1 -180(3) . . . . ?
C11_1 C12_1 C13_1 C14_1 -3(5) . . . . ?
C19_1 C18_1 C23_1 C22_1 7(5) . . . . ?
N16_1 C18_1 C23_1 C22_1 -176(3) . . . . ?
C19_1 C18_1 C23_1 C27_1 -176(3) . . . . ?
N16_1 C18_1 C23_1 C27_1 1(4) . . . . ?
C18_1 C23_1 C22_1 C21_1 -2(5) . . . . ?
C27_1 C23_1 C22_1 C21_1 -180(3) . . . . ?
C18_1 C19_1 C24_1 C26_1 130(3) . . . . ?
C20_1 C19_1 C24_1 C26_1 -45(4) . . . . ?
C18_1 C19_1 C24_1 C25_1 -101(4) . . . . ?
C20_1 C19_1 C24_1 C25_1 85(4) . . . . ?
C18_1 C19_1 C20_1 C21_1 6(4) . . . . ?
C24_1 C19_1 C20_1 C21_1 -179(3) . . . . ?
C23_1 C22_1 C21_1 C20_1 0(6) . . . . ?
C19_1 C20_1 C21_1 C22_1 -2(5) . . . . ?
C18_1 C23_1 C27_1 C28_1 119(3) . . . . ?
C22_1 C23_1 C27_1 C28_1 -64(4) . . . . ?
C18_1 C23_1 C27_1 C29_1 -119(3) . . . . ?
C22_1 C23_1 C27_1 C29_1 58(4) . . . . ?
C6_1 O1_1 C2_1 C3_1 1(4) . . . . ?
C6_1 O1_1 C2_1 C_1 -176(2) . . . . ?
C103_1 C_1 C2_1 O1_1 177(2) . . . . ?
C103_1 C_1 C2_1 C3_1 0.0 . . . . ?
C5_1 N4_1 C3_1 C100_1 172(2) . . . . ?
C5_1 N4_1 C3_1 C2_1 -12(4) . . . . ?
O1_1 C2_1 C3_1 N4_1 6(3) . . . . ?
C_1 C2_1 C3_1 N4_1 -176(2) . . . . ?
O1_1 C2_1 C3_1 C100_1 -177(2) . . . . ?
C_1 C2_1 C3_1 C100_1 0.0 . . . . ?
N4_1 C3_1 C100_1 C102_1 176(2) . . . . ?
C2_1 C3_1 C100_1 C102_1 0.0 . . . . ?
C3_1 C100_1 C102_1 O101_1 -174(2) . . . . ?
C3_1 C100_1 C102_1 C103_1 0.0 . . . . ?
O101_1 C102_1 C103_1 N104_1 4(2) . . . . ?
C100_1 C102_1 C103_1 N104_1 -170(2) . . . . ?
O101_1 C102_1 C103_1 C_1 174(2) . . . . ?
C100_1 C102_1 C103_1 C_1 0.0 . . . . ?
C2_1 C_1 C103_1 N104_1 170(2) . . . . ?
C2_1 C_1 C103_1 C102_1 0.0 . . . . ?
C103_1 C102_1 O101_1 C106_1 0(3) . . . . ?
C100_1 C102_1 O101_1 C106_1 174(2) . . . . ?
C102_1 C103_1 N104_1 C105_1 -8(4) . . . . ?
C_1 C103_1 N104_1 C105_1 -178(2) . . . . ?
C117_1 N116_1 C118_1 C123_1 87(4) . . . . ?
C115_1 N116_1 C118_1 C123_1 -90(4) . . . . ?
C117_1 N116_1 C118_1 C119_1 -88(4) . . . . ?
C115_1 N116_1 C118_1 C119_1 95(3) . . . . ?
C109_1 C110_1 C105_1 N104_1 -177(3) . . . . ?
C109_1 C110_1 C105_1 C106_1 1(6) . . . . ?
C103_1 N104_1 C105_1 C110_1 -174(3) . . . . ?
C103_1 N104_1 C105_1 C106_1 8(5) . . . . ?
C114_1 C108_1 C107_1 C106_1 -177(3) . . . . ?
C109_1 C108_1 C107_1 C106_1 3(5) . . . . ?
C114_1 C108_1 C107_1 C111_1 -2(5) . . . . ?
C109_1 C108_1 C107_1 C111_1 178(3) . . . . ?
C113_1 C112_1 C111_1 C107_1 -1(5) . . . . ?
C106_1 C107_1 C111_1 C112_1 175(3) . . . . ?
C108_1 C107_1 C111_1 C112_1 0(5) . . . . ?
C114_1 C108_1 C109_1 C110_1 -180(3) . . . . ?
C107_1 C108_1 C109_1 C110_1 0(5) . . . . ?
C114_1 C108_1 C109_1 C117_1 -5(5) . . . . ?
C107_1 C108_1 C109_1 C117_1 175(3) . . . . ?
C105_1 C110_1 C109_1 C108_1 -2(5) . . . . ?
C105_1 C110_1 C109_1 C117_1 -177(3) . . . . ?
C102_1 O101_1 C106_1 C107_1 175(3) . . . . ?
C102_1 O101_1 C106_1 C105_1 0(4) . . . . ?
C108_1 C107_1 C106_1 O101_1 180(3) . . . . ?
C111_1 C107_1 C106_1 O101_1 5(5) . . . . ?
C108_1 C107_1 C106_1 C105_1 -5(5) . . . . ?
C111_1 C107_1 C106_1 C105_1 -180(3) . . . . ?
C110_1 C105_1 C106_1 O101_1 178(3) . . . . ?
N104_1 C105_1 C106_1 O101_1 -4(5) . . . . ?
C110_1 C105_1 C106_1 C107_1 3(5) . . . . ?
N104_1 C105_1 C106_1 C107_1 -179(3) . . . . ?
C115_1 N116_1 C117_1 O103_1 -178(3) . . . . ?
C118_1 N116_1 C117_1 O103_1 6(5) . . . . ?
C115_1 N116_1 C117_1 C109_1 -5(5) . . . . ?
C118_1 N116_1 C117_1 C109_1 179(3) . . . . ?
C108_1 C109_1 C117_1 O103_1 -179(3) . . . . ?
C110_1 C109_1 C117_1 O103_1 -5(6) . . . . ?
C108_1 C109_1 C117_1 N116_1 8(5) . . . . ?
C110_1 C109_1 C117_1 N116_1 -178(3) . . . . ?
C109_1 C108_1 C114_1 C113_1 -175(3) . . . . ?
C107_1 C108_1 C114_1 C113_1 5(5) . . . . ?
C109_1 C108_1 C114_1 C115_1 -1(5) . . . . ?
C107_1 C108_1 C114_1 C115_1 180(3) . . . . ?
C117_1 N116_1 C115_1 O102_1 -171(3) . . . . ?
C118_1 N116_1 C115_1 O102_1 5(4) . . . . ?
C117_1 N116_1 C115_1 C114_1 -1(5) . . . . ?
C118_1 N116_1 C115_1 C114_1 176(3) . . . . ?
C113_1 C114_1 C115_1 O102_1 -12(5) . . . . ?
C108_1 C114_1 C115_1 O102_1 173(4) . . . . ?
C113_1 C114_1 C115_1 N116_1 179(3) . . . . ?
C108_1 C114_1 C115_1 N116_1 4(5) . . . . ?
C119_1 C118_1 C123_1 C122_1 -6(5) . . . . ?
N116_1 C118_1 C123_1 C122_1 179(3) . . . . ?
C119_1 C118_1 C123_1 C127_1 175(3) . . . . ?
N116_1 C118_1 C123_1 C127_1 0(5) . . . . ?
C108_1 C114_1 C113_1 C112_1 -6(5) . . . . ?
C115_1 C114_1 C113_1 C112_1 179(3) . . . . ?
C111_1 C112_1 C113_1 C114_1 4(5) . . . . ?
C123_1 C118_1 C119_1 C120_1 9(5) . . . . ?
N116_1 C118_1 C119_1 C120_1 -176(3) . . . . ?
C123_1 C118_1 C119_1 C124_1 176(3) . . . . ?
N116_1 C118_1 C119_1 C124_1 -9(4) . . . . ?
C118_1 C119_1 C120_1 C121_1 -4(5) . . . . ?
C124_1 C119_1 C120_1 C121_1 -171(3) . . . . ?
C118_1 C123_1 C127_1 C129_1 118(4) . . . . ?
C122_1 C123_1 C127_1 C129_1 -61(4) . . . . ?
C118_1 C123_1 C127_1 C128_1 -113(4) . . . . ?
C122_1 C123_1 C127_1 C128_1 68(4) . . . . ?
C118_1 C123_1 C122_1 C121_1 -1(5) . . . . ?
C127_1 C123_1 C122_1 C121_1 178(3) . . . . ?
C119_1 C120_1 C121_1 C122_1 -4(5) . . . . ?
C123_1 C122_1 C121_1 C120_1 6(5) . . . . ?
C118_1 C119_1 C124_1 C125_1 112(3) . . . . ?
C120_1 C119_1 C124_1 C125_1 -81(4) . . . . ?
C118_1 C119_1 C124_1 C126_1 -122(3) . . . . ?
C120_1 C119_1 C124_1 C126_1 45(4) . . . . ?
O_11 C1_11 C2_11 F1_11 -53(3) . . . . ?
OXT_11 C1_11 C2_11 F1_11 127(3) . . . . ?
O_11 C1_11 C2_11 F3_11 -173(3) . . . . ?
OXT_11 C1_11 C2_11 F3_11 7(3) . . . . ?
O_11 C1_11 C2_11 F2_11 68(3) . . . . ?
OXT_11 C1_11 C2_11 F2_11 -112(3) . . . . ?
O_12 C1_12 C2_12 F2_12 -87(4) . . . . ?
OXT_12 C1_12 C2_12 F2_12 93(4) . . . . ?
O_12 C1_12 C2_12 F1_12 153(4) . . . . ?
OXT_12 C1_12 C2_12 F1_12 -27(4) . . . . ?
O_12 C1_12 C2_12 F3_12 33(4) . . . . ?
OXT_12 C1_12 C2_12 F3_12 -147(4) . . . . ?
O_13 C1_13 C2_13 F1_13 -12(3) . . . . ?
OXT_13 C1_13 C2_13 F1_13 168(3) . . . . ?
O_13 C1_13 C2_13 F3_13 -132(3) . . . . ?
OXT_13 C1_13 C2_13 F3_13 48(3) . . . . ?
O_13 C1_13 C2_13 F2_13 108(3) . . . . ?
OXT_13 C1_13 C2_13 F2_13 -72(3) . . . . ?

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
N4_1 H4_1 O_20 0.88 2.04 2.84(5) 151.2 3_445 yes
N4_1 H4_1 OB_22^b 0.88 2.48 3.20(12) 139.5 . yes
C10_1 H10_1 OA_21^a 0.95 2.65 3.42(8) 138.7 . yes
C10_1 H10_1 OB_22^b 0.95 2.59 3.30(11) 132.5 . yes
C_1 H0_1 O_20 0.95 2.65 3.41(5) 138.1 . yes
N104_1 H104_1 O_20 0.88 2.24 3.05(5) 153.9 . yes
N104_1 H104_1 OXT_12 0.88 2.59 3.37(7) 148.7 . yes
N104_1 H104_1 O_13 0.88 2.55 3.10(6) 120.6 1_655 yes
C110_1 H110_1 O_13 0.95 2.62 3.26(7) 124.7 1_655 yes
OXT_11 H0A_11 OXT_13 0.84 1.61 2.44(5) 168.5 . yes
OXT_12 H0A_12 OB_22^b 0.84 1.86 2.70(12) 174.9 3 yes
O_13 H0_13 O_20 0.84 1.58 2.15(5) 123.2 1_455 yes

_refine_diff_density_max         0.477
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.086



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2PONiRT
_database_code_depnum_ccdc_archive 'CCDC 2383220'
loop_
_audit_author_name
_audit_author_address
'Nicola Demitri'
;Elettra Synchrotron XRD BLs
Italy
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-12-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H44 N4 O6, 1.3(C H Cl3), 0.7(C6 H14)'
_chemical_formula_sum            'C59.50 H55.10 Cl3.90 N4 O6'
_chemical_formula_weight         1060.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0012 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0042 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0077 0.0045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1198 0.1216 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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'

_cell_length_a                   14.890(3)
_cell_length_b                   9.385(2)
_cell_length_c                   23.045(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.74(3)
_cell_angle_gamma                90
_cell_volume                     3049.8(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1871
_cell_measurement_theta_min      1.719
_cell_measurement_theta_max      25.540

_exptl_crystal_description       'Tiny needles'
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_F_000             1109
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.164
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.620


_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_measurement_method       'Rotating crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD2 BL'
_diffrn_measurement_device_type  
;
'Arinax MD2s Goniometer, Pilatus 6M detector'
;

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41241
_diffrn_reflns_av_unetI/netI     0.0667
_diffrn_reflns_av_R_equivalents  0.1017
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.706
_diffrn_reflns_theta_max         23.422
_diffrn_reflns_theta_full        21.843
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 0.960
_reflns_number_total             6424
_reflns_number_gt                2614
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+3.5000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6424
_refine_ls_number_parameters     369
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.1906
_refine_ls_R_factor_gt           0.1199
_refine_ls_wR_factor_ref         0.2772
_refine_ls_wR_factor_gt          0.2463
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000

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
O1_1 O 0.4989(3) -0.0600(3) 0.88330(13) 0.0999(11) Uani 1 1 d . . . . .
O3_1 O 0.4969(3) 0.5181(3) 0.74100(15) 0.1231(14) Uani 1 1 d . . . . .
O2_1 O 0.5048(3) 0.2038(4) 0.59416(15) 0.1325(16) Uani 1 1 d . . . . .
N16_1 N 0.5007(3) 0.3620(4) 0.66768(16) 0.0895(12) Uani 1 1 d . . . . .
N4_1 N 0.4993(3) 0.2226(4) 0.92379(17) 0.1044(14) Uani 1 1 d . . . . .
C10_1 C 0.4990(4) 0.3022(5) 0.8244(2) 0.0966(16) Uani 1 1 d . . . . .
H10_1 H 0.498296 0.396153 0.837064 0.116 Uiso 1 1 calc R U . . .
C12_1 C 0.4973(4) -0.1473(5) 0.7054(2) 0.1108(18) Uani 1 1 d . . . . .
H12_1 H 0.496065 -0.240362 0.691275 0.133 Uiso 1 1 calc R U . . .
C8_1 C 0.4976(3) 0.1329(5) 0.7463(2) 0.0839(13) Uani 1 1 d . . . . .
C_1 C 0.5008(4) -0.1406(5) 0.9791(2) 0.0928(15) Uani 1 1 d . . . . .
H0_1 H 0.501175 -0.233563 0.965232 0.111 Uiso 1 1 calc R U . . .
C18_1 C 0.5024(4) 0.4782(5) 0.6264(2) 0.0882(14) Uani 1 1 d . . . . .
C5_1 C 0.4996(4) 0.1908(5) 0.8657(2) 0.0915(15) Uani 1 1 d . . . . .
C7_1 C 0.4974(4) 0.0178(5) 0.7858(2) 0.0868(13) Uani 1 1 d . . . . .
C2_1 C 0.5002(4) -0.0316(5) 0.9417(2) 0.0868(13) Uani 1 1 d . . . . .
C11_1 C 0.4969(4) -0.1225(5) 0.7641(2) 0.1000(16) Uani 1 1 d . . . . .
H11_1 H 0.496208 -0.198982 0.789661 0.120 Uiso 1 1 calc R U . . .
C9_1 C 0.4994(4) 0.2753(5) 0.7674(2) 0.0881(14) Uani 1 1 d . . . . .
C6_1 C 0.4980(4) 0.0517(5) 0.8448(2) 0.0887(14) Uani 1 1 d . . . . .
C17_1 C 0.4983(4) 0.3948(5) 0.7253(2) 0.0942(15) Uani 1 1 d . . . . .
C14_1 C 0.5001(4) 0.1044(5) 0.6869(2) 0.0906(14) Uani 1 1 d . . . . .
C3_1 C 0.4993(4) 0.1158(5) 0.9607(2) 0.0910(14) Uani 1 1 d . . . . .
C15_1 C 0.5023(4) 0.2223(5) 0.6447(2) 0.0954(15) Uani 1 1 d . . . . .
C23_1 C 0.5880(5) 0.5349(6) 0.6296(2) 0.1060(17) Uani 1 1 d . . . . .
C13_1 C 0.4995(4) -0.0338(5) 0.6670(2) 0.1058(17) Uani 1 1 d . . . . .
H13_1 H 0.500583 -0.051675 0.627563 0.127 Uiso 1 1 calc R U . . .
C19_1 C 0.4172(5) 0.5268(5) 0.5877(2) 0.1031(16) Uani 1 1 d . . . . .
C20_1 C 0.4223(6) 0.6358(6) 0.5469(3) 0.125(2) Uani 1 1 d . . . . .
H20_1 H 0.366807 0.669497 0.518483 0.150 Uiso 1 1 calc R U . . .
C27_1 C 0.6840(6) 0.4824(9) 0.6749(4) 0.148(3) Uani 1 1 d . . . . .
H27_1 H 0.667826 0.411591 0.701142 0.178 Uiso 1 1 calc R U . . .
C22_1 C 0.5882(6) 0.6438(6) 0.5885(3) 0.127(2) Uani 1 1 d . . . . .
H22_1 H 0.645599 0.683401 0.588818 0.153 Uiso 1 1 calc R U . . .
C21_1 C 0.5071(7) 0.6927(6) 0.5483(3) 0.128(2) Uani 1 1 d . . . . .
H21_1 H 0.508871 0.765662 0.521440 0.154 Uiso 1 1 calc R U . . .
C24_1 C 0.3217(6) 0.4686(8) 0.5862(4) 0.141(2) Uani 1 1 d . . . . .
H24_1 H 0.335389 0.385311 0.613311 0.169 Uiso 1 1 calc R U . . .
C29_1 C 0.7394(7) 0.4047(12) 0.6416(5) 0.236(5) Uani 1 1 d . . . . .
H29A_1 H 0.700637 0.331643 0.616610 0.354 Uiso 1 1 calc R U . . .
H29B_1 H 0.794181 0.362054 0.670635 0.354 Uiso 1 1 calc R U . . .
H29C_1 H 0.759296 0.470081 0.616104 0.354 Uiso 1 1 calc R U . . .
C28_1 C 0.7357(6) 0.6069(13) 0.7186(4) 0.233(5) Uani 1 1 d . . . . .
H28A_1 H 0.793722 0.572100 0.747158 0.349 Uiso 1 1 calc R U . . .
H28B_1 H 0.695319 0.641946 0.740630 0.349 Uiso 1 1 calc R U . . .
H28C_1 H 0.749403 0.682675 0.694782 0.349 Uiso 1 1 calc R U . . .
C26_1 C 0.2617(7) 0.4133(12) 0.5233(5) 0.229(5) Uani 1 1 d . . . . .
H26A_1 H 0.199418 0.389618 0.524071 0.343 Uiso 1 1 calc R U . . .
H26B_1 H 0.291043 0.329924 0.513196 0.343 Uiso 1 1 calc R U . . .
H26C_1 H 0.257065 0.485651 0.492977 0.343 Uiso 1 1 calc R U . . .
C25_1 C 0.2683(7) 0.5764(12) 0.6154(5) 0.229(5) Uani 1 1 d . . . . .
H25A_1 H 0.308449 0.602089 0.655726 0.344 Uiso 1 1 calc R U . . .
H25B_1 H 0.211386 0.532889 0.618088 0.344 Uiso 1 1 calc R U . . .
H25C_1 H 0.252267 0.660251 0.590357 0.344 Uiso 1 1 calc R U . . .
C1A_11 C 0.2750(10) -0.0739(17) 0.4295(6) 0.230(9) Uiso 0.241(4) 1 d D U P A 1
H1A_11 H 0.315337 -0.148402 0.421229 0.275 Uiso 0.241(4) 1 calc R U P A 1
Cl1A_11 Cl 0.3390(7) 0.0273(12) 0.4962(4) 0.187(4) Uiso 0.241(4) 1 d D U P A 1
Cl2A_11 Cl 0.1710(7) -0.1500(12) 0.4402(5) 0.205(5) Uiso 0.241(4) 1 d D U P A 1
Cl3A_11 Cl 0.2370(8) 0.0468(13) 0.3671(4) 0.212(5) Uiso 0.241(4) 1 d D U P A 1
C1B_11 C 0.1727(16) 0.086(2) 0.7014(10) 0.266(9) Uiso 0.250(5) 1 d D U P B 2
H1B_11 H 0.115193 0.085549 0.713432 0.319 Uiso 0.250(5) 1 calc R U P B 2
Cl1B_11 Cl 0.1477(15) 0.075(2) 0.6202(7) 0.358(9) Uiso 0.250(5) 1 d D U P B 2
Cl2B_11 Cl 0.2459(10) 0.2372(15) 0.7297(6) 0.271(7) Uiso 0.250(5) 1 d D U P B 2
Cl3B_11 Cl 0.2441(9) -0.0656(14) 0.7273(6) 0.252(7) Uiso 0.250(5) 1 d D U P B 2
C1C_11 C 0.215(2) -0.041(3) 0.4558(11) 0.232(9) Uiso 0.120(4) 1 d D U P C 3
H1C_11 H 0.279870 -0.079878 0.468255 0.278 Uiso 0.120(4) 1 calc R U P C 3
Cl1C_11 Cl 0.2070(17) 0.126(2) 0.4165(11) 0.223(9) Uiso 0.120(4) 1 d D U P C 3
Cl2C_11 Cl 0.169(3) -0.033(4) 0.5179(11) 0.329(15) Uiso 0.120(4) 1 d D U P C 3
Cl3C_11 Cl 0.1347(15) -0.1461(19) 0.3997(10) 0.178(8) Uiso 0.120(4) 1 d D U P C
3
C1_12 C 0.320(2) -0.005(4) 0.4555(15) 0.334(18) Uiso 0.401(8) 1 d D U P D 4
H1A_12 H 0.308143 0.030274 0.414585 0.501 Uiso 0.401(8) 1 calc R U P D 4
H1B_12 H 0.370528 0.048518 0.483346 0.501 Uiso 0.401(8) 1 calc R U P D 4
H1C_12 H 0.336953 -0.103616 0.457221 0.501 Uiso 0.401(8) 1 calc R U P D 4
C2_12 C 0.229(2) 0.012(4) 0.4737(10) 0.349(14) Uiso 0.401(8) 1 d D U P D 4
H2A_12 H 0.211106 0.111929 0.471762 0.418 Uiso 0.401(8) 1 calc R U P D 4
H2B_12 H 0.177418 -0.040719 0.445548 0.418 Uiso 0.401(8) 1 calc R U P D 4
C3_12 C 0.249(3) -0.044(3) 0.5391(13) 0.323(13) Uiso 0.401(8) 1 d D U P D 4
H3A_12 H 0.207602 -0.123816 0.538814 0.387 Uiso 0.401(8) 1 calc R U P D 4
H3B_12 H 0.314274 -0.077748 0.554884 0.387 Uiso 0.401(8) 1 calc R U P D 4
C4_12 C 0.234(3) 0.074(2) 0.5802(11) 0.314(12) Uiso 0.401(8) 1 d D U P D 4
H4A_12 H 0.175945 0.124850 0.558595 0.376 Uiso 0.401(8) 1 calc R U P D 4
H4B_12 H 0.285961 0.140266 0.589296 0.376 Uiso 0.401(8) 1 calc R U P D 4
C5_12 C 0.225(3) 0.015(3) 0.6400(12) 0.309(11) Uiso 0.401(8) 1 d D U P D 4
H5A_12 H 0.284527 -0.030076 0.663555 0.370 Uiso 0.401(8) 1 calc R U P D 4
H5B_12 H 0.175423 -0.055912 0.631444 0.370 Uiso 0.401(8) 1 calc R U P D 4
C6_12 C 0.203(2) 0.139(3) 0.6769(12) 0.260(13) Uiso 0.401(8) 1 d D U P D 4
H6A_12 H 0.197551 0.102797 0.714680 0.390 Uiso 0.401(8) 1 calc R U P D 4
H6B_12 H 0.252769 0.207932 0.685485 0.390 Uiso 0.401(8) 1 calc R U P D 4
H6C_12 H 0.144012 0.182178 0.653477 0.390 Uiso 0.401(8) 1 calc R U P D 4


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1_1 C2_1 1.367(5) . ?
O1_1 C6_1 1.371(5) . ?
O3_1 C17_1 1.215(5) . ?
O2_1 C15_1 1.190(5) . ?
N16_1 C17_1 1.374(5) . ?
N16_1 C15_1 1.417(6) . ?
N16_1 C18_1 1.453(5) . ?
N4_1 C3_1 1.315(5) . ?
N4_1 C5_1 1.373(5) . ?
C10_1 C9_1 1.341(5) . ?
C10_1 C5_1 1.411(5) . ?
C10_1 H10_1 0.9300 . ?
C12_1 C11_1 1.375(6) . ?
C12_1 C13_1 1.392(6) . ?
C12_1 H12_1 0.9300 . ?
C8_1 C14_1 1.407(6) . ?
C8_1 C7_1 1.414(5) . ?
C8_1 C9_1 1.420(6) . ?
C_1 C2_1 1.335(5) . ?
C_1 C3_1 1.407(6) 3_657 ?
C_1 H0_1 0.9300 . ?
C18_1 C23_1 1.361(7) . ?
C18_1 C19_1 1.373(7) . ?
C5_1 C6_1 1.389(6) . ?
C7_1 C6_1 1.392(6) . ?
C7_1 C11_1 1.408(6) . ?
C2_1 C3_1 1.452(6) . ?
C11_1 H11_1 0.9300 . ?
C9_1 C17_1 1.479(6) . ?
C14_1 C13_1 1.375(6) . ?
C14_1 C15_1 1.480(6) . ?
C23_1 C22_1 1.394(7) . ?
C23_1 C27_1 1.555(9) . ?
C13_1 H13_1 0.9300 . ?
C19_1 C20_1 1.408(7) . ?
C19_1 C24_1 1.514(8) . ?
C20_1 C21_1 1.361(9) . ?
C20_1 H20_1 0.9300 . ?
C27_1 C29_1 1.485(10) . ?
C27_1 C28_1 1.574(11) . ?
C27_1 H27_1 0.9800 . ?
C22_1 C21_1 1.344(9) . ?
C22_1 H22_1 0.9300 . ?
C21_1 H21_1 0.9300 . ?
C24_1 C26_1 1.530(10) . ?
C24_1 C25_1 1.566(11) . ?
C24_1 H24_1 0.9800 . ?
C29_1 H29A_1 0.9600 . ?
C29_1 H29B_1 0.9600 . ?
C29_1 H29C_1 0.9600 . ?
C28_1 H28A_1 0.9600 . ?
C28_1 H28B_1 0.9600 . ?
C28_1 H28C_1 0.9600 . ?
C26_1 H26A_1 0.9600 . ?
C26_1 H26B_1 0.9600 . ?
C26_1 H26C_1 0.9600 . ?
C25_1 H25A_1 0.9600 . ?
C25_1 H25B_1 0.9600 . ?
C25_1 H25C_1 0.9600 . ?
C1A_11 Cl3A_11 1.774(10) . ?
C1A_11 Cl2A_11 1.793(10) . ?
C1A_11 Cl1A_11 1.797(10) . ?
C1A_11 H1A_11 0.9800 . ?
C1B_11 Cl3B_11 1.762(14) . ?
C1B_11 Cl2B_11 1.780(14) . ?
C1B_11 Cl1B_11 1.790(14) . ?
C1B_11 H1B_11 0.9800 . ?
Cl2B_11 Cl3B_11 2.082(16) 2_556 ?
C1C_11 Cl3C_11 1.760(14) . ?
C1C_11 Cl2C_11 1.780(14) . ?
C1C_11 Cl1C_11 1.789(14) . ?
C1C_11 H1C_11 0.9800 . ?
C1_12 C2_12 1.544(10) . ?
C1_12 H1A_12 0.9600 . ?
C1_12 H1B_12 0.9600 . ?
C1_12 H1C_12 0.9600 . ?
C2_12 C3_12 1.535(10) . ?
C2_12 H2A_12 0.9700 . ?
C2_12 H2B_12 0.9700 . ?
C3_12 C4_12 1.522(10) . ?
C3_12 H3A_12 0.9700 . ?
C3_12 H3B_12 0.9700 . ?
C4_12 C5_12 1.525(10) . ?
C4_12 H4A_12 0.9700 . ?
C4_12 H4B_12 0.9700 . ?
C5_12 C6_12 1.537(10) . ?
C5_12 H5A_12 0.9700 . ?
C5_12 H5B_12 0.9700 . ?
C6_12 H6A_12 0.9600 . ?
C6_12 H6B_12 0.9600 . ?
C6_12 H6C_12 0.9600 . ?

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_1 O1_1 C6_1 118.9(3) . . ?
C17_1 N16_1 C15_1 125.2(4) . . ?
C17_1 N16_1 C18_1 118.4(4) . . ?
C15_1 N16_1 C18_1 116.4(3) . . ?
C3_1 N4_1 C5_1 117.7(4) . . ?
C9_1 C10_1 C5_1 121.4(4) . . ?
C9_1 C10_1 H10_1 119.3 . . ?
C5_1 C10_1 H10_1 119.3 . . ?
C11_1 C12_1 C13_1 120.3(5) . . ?
C11_1 C12_1 H12_1 119.9 . . ?
C13_1 C12_1 H12_1 119.9 . . ?
C14_1 C8_1 C7_1 119.2(4) . . ?
C14_1 C8_1 C9_1 120.5(4) . . ?
C7_1 C8_1 C9_1 120.2(4) . . ?
C2_1 C_1 C3_1 120.5(4) . 3_657 ?
C2_1 C_1 H0_1 119.8 . . ?
C3_1 C_1 H0_1 119.8 3_657 . ?
C23_1 C18_1 C19_1 123.9(5) . . ?
C23_1 C18_1 N16_1 118.1(5) . . ?
C19_1 C18_1 N16_1 117.9(5) . . ?
N4_1 C5_1 C6_1 122.5(4) . . ?
N4_1 C5_1 C10_1 119.6(4) . . ?
C6_1 C5_1 C10_1 117.8(4) . . ?
C6_1 C7_1 C11_1 123.9(4) . . ?
C6_1 C7_1 C8_1 117.0(4) . . ?
C11_1 C7_1 C8_1 119.1(4) . . ?
C_1 C2_1 O1_1 118.8(4) . . ?
C_1 C2_1 C3_1 122.3(4) . . ?
O1_1 C2_1 C3_1 118.9(3) . . ?
C12_1 C11_1 C7_1 120.5(4) . . ?
C12_1 C11_1 H11_1 119.8 . . ?
C7_1 C11_1 H11_1 119.8 . . ?
C10_1 C9_1 C8_1 120.5(4) . . ?
C10_1 C9_1 C17_1 119.9(4) . . ?
C8_1 C9_1 C17_1 119.6(4) . . ?
O1_1 C6_1 C5_1 119.9(4) . . ?
O1_1 C6_1 C7_1 116.9(4) . . ?
C5_1 C6_1 C7_1 123.2(4) . . ?
O3_1 C17_1 N16_1 120.6(4) . . ?
O3_1 C17_1 C9_1 121.6(4) . . ?
N16_1 C17_1 C9_1 117.7(4) . . ?
C13_1 C14_1 C8_1 120.3(4) . . ?
C13_1 C14_1 C15_1 119.1(4) . . ?
C8_1 C14_1 C15_1 120.7(4) . . ?
N4_1 C3_1 C_1 120.8(4) . 3_657 ?
N4_1 C3_1 C2_1 122.0(4) . . ?
C_1 C3_1 C2_1 117.2(4) 3_657 . ?
O2_1 C15_1 N16_1 120.7(4) . . ?
O2_1 C15_1 C14_1 123.2(4) . . ?
N16_1 C15_1 C14_1 116.1(4) . . ?
C18_1 C23_1 C22_1 117.2(6) . . ?
C18_1 C23_1 C27_1 123.7(5) . . ?
C22_1 C23_1 C27_1 119.1(6) . . ?
C14_1 C13_1 C12_1 120.6(4) . . ?
C14_1 C13_1 H13_1 119.7 . . ?
C12_1 C13_1 H13_1 119.7 . . ?
C18_1 C19_1 C20_1 116.0(6) . . ?
C18_1 C19_1 C24_1 124.0(5) . . ?
C20_1 C19_1 C24_1 119.9(6) . . ?
C21_1 C20_1 C19_1 121.2(6) . . ?
C21_1 C20_1 H20_1 119.4 . . ?
C19_1 C20_1 H20_1 119.4 . . ?
C29_1 C27_1 C23_1 110.7(7) . . ?
C29_1 C27_1 C28_1 117.2(8) . . ?
C23_1 C27_1 C28_1 110.4(7) . . ?
C29_1 C27_1 H27_1 105.9 . . ?
C23_1 C27_1 H27_1 105.9 . . ?
C28_1 C27_1 H27_1 105.9 . . ?
C21_1 C22_1 C23_1 121.3(7) . . ?
C21_1 C22_1 H22_1 119.3 . . ?
C23_1 C22_1 H22_1 119.3 . . ?
C22_1 C21_1 C20_1 120.3(6) . . ?
C22_1 C21_1 H21_1 119.9 . . ?
C20_1 C21_1 H21_1 119.9 . . ?
C19_1 C24_1 C26_1 113.7(7) . . ?
C19_1 C24_1 C25_1 111.1(7) . . ?
C26_1 C24_1 C25_1 113.8(8) . . ?
C19_1 C24_1 H24_1 105.8 . . ?
C26_1 C24_1 H24_1 105.8 . . ?
C25_1 C24_1 H24_1 105.8 . . ?
C27_1 C29_1 H29A_1 109.5 . . ?
C27_1 C29_1 H29B_1 109.5 . . ?
H29A_1 C29_1 H29B_1 109.5 . . ?
C27_1 C29_1 H29C_1 109.5 . . ?
H29A_1 C29_1 H29C_1 109.5 . . ?
H29B_1 C29_1 H29C_1 109.5 . . ?
C27_1 C28_1 H28A_1 109.5 . . ?
C27_1 C28_1 H28B_1 109.5 . . ?
H28A_1 C28_1 H28B_1 109.5 . . ?
C27_1 C28_1 H28C_1 109.5 . . ?
H28A_1 C28_1 H28C_1 109.5 . . ?
H28B_1 C28_1 H28C_1 109.5 . . ?
C24_1 C26_1 H26A_1 109.5 . . ?
C24_1 C26_1 H26B_1 109.5 . . ?
H26A_1 C26_1 H26B_1 109.5 . . ?
C24_1 C26_1 H26C_1 109.5 . . ?
H26A_1 C26_1 H26C_1 109.5 . . ?
H26B_1 C26_1 H26C_1 109.5 . . ?
C24_1 C25_1 H25A_1 109.5 . . ?
C24_1 C25_1 H25B_1 109.5 . . ?
H25A_1 C25_1 H25B_1 109.5 . . ?
C24_1 C25_1 H25C_1 109.5 . . ?
H25A_1 C25_1 H25C_1 109.5 . . ?
H25B_1 C25_1 H25C_1 109.5 . . ?
Cl3A_11 C1A_11 Cl2A_11 107.6(8) . . ?
Cl3A_11 C1A_11 Cl1A_11 107.4(7) . . ?
Cl2A_11 C1A_11 Cl1A_11 109.7(8) . . ?
Cl3A_11 C1A_11 H1A_11 110.7 . . ?
Cl2A_11 C1A_11 H1A_11 110.7 . . ?
Cl1A_11 C1A_11 H1A_11 110.7 . . ?
Cl3B_11 C1B_11 Cl2B_11 106.7(12) . . ?
Cl3B_11 C1B_11 Cl1B_11 101.9(11) . . ?
Cl2B_11 C1B_11 Cl1B_11 109.0(13) . . ?
Cl3B_11 C1B_11 H1B_11 112.8 . . ?
Cl2B_11 C1B_11 H1B_11 112.8 . . ?
Cl1B_11 C1B_11 H1B_11 112.8 . . ?
C1B_11 Cl2B_11 Cl3B_11 145.5(11) . 2_556 ?
Cl3C_11 C1C_11 Cl2C_11 105.4(13) . . ?
Cl3C_11 C1C_11 Cl1C_11 101.4(12) . . ?
Cl2C_11 C1C_11 Cl1C_11 112.8(14) . . ?
Cl3C_11 C1C_11 H1C_11 112.2 . . ?
Cl2C_11 C1C_11 H1C_11 112.2 . . ?
Cl1C_11 C1C_11 H1C_11 112.2 . . ?
C2_12 C1_12 H1A_12 109.5 . . ?
C2_12 C1_12 H1B_12 109.5 . . ?
H1A_12 C1_12 H1B_12 109.5 . . ?
C2_12 C1_12 H1C_12 109.5 . . ?
H1A_12 C1_12 H1C_12 109.5 . . ?
H1B_12 C1_12 H1C_12 109.5 . . ?
C3_12 C2_12 C1_12 108.6(10) . . ?
C3_12 C2_12 H2A_12 110.0 . . ?
C1_12 C2_12 H2A_12 110.0 . . ?
C3_12 C2_12 H2B_12 110.0 . . ?
C1_12 C2_12 H2B_12 110.0 . . ?
H2A_12 C2_12 H2B_12 108.4 . . ?
C4_12 C3_12 C2_12 109.9(10) . . ?
C4_12 C3_12 H3A_12 109.7 . . ?
C2_12 C3_12 H3A_12 109.7 . . ?
C4_12 C3_12 H3B_12 109.7 . . ?
C2_12 C3_12 H3B_12 109.7 . . ?
H3A_12 C3_12 H3B_12 108.2 . . ?
C3_12 C4_12 C5_12 112.0(10) . . ?
C3_12 C4_12 H4A_12 109.2 . . ?
C5_12 C4_12 H4A_12 109.2 . . ?
C3_12 C4_12 H4B_12 109.2 . . ?
C5_12 C4_12 H4B_12 109.2 . . ?
H4A_12 C4_12 H4B_12 107.9 . . ?
C4_12 C5_12 C6_12 108.8(10) . . ?
C4_12 C5_12 H5A_12 109.9 . . ?
C6_12 C5_12 H5A_12 109.9 . . ?
C4_12 C5_12 H5B_12 109.9 . . ?
C6_12 C5_12 H5B_12 109.9 . . ?
H5A_12 C5_12 H5B_12 108.3 . . ?
C5_12 C6_12 H6A_12 109.5 . . ?
C5_12 C6_12 H6B_12 109.5 . . ?
H6A_12 C6_12 H6B_12 109.5 . . ?
C5_12 C6_12 H6C_12 109.5 . . ?
H6A_12 C6_12 H6C_12 109.5 . . ?
H6B_12 C6_12 H6C_12 109.5 . . ?

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
C17_1 N16_1 C18_1 C23_1 86.4(6) . . . . ?
C15_1 N16_1 C18_1 C23_1 -93.2(6) . . . . ?
C17_1 N16_1 C18_1 C19_1 -91.9(6) . . . . ?
C15_1 N16_1 C18_1 C19_1 88.5(6) . . . . ?
C3_1 N4_1 C5_1 C6_1 1.4(8) . . . . ?
C3_1 N4_1 C5_1 C10_1 179.6(5) . . . . ?
C9_1 C10_1 C5_1 N4_1 180.0(5) . . . . ?
C9_1 C10_1 C5_1 C6_1 -1.8(8) . . . . ?
C14_1 C8_1 C7_1 C6_1 178.0(5) . . . . ?
C9_1 C8_1 C7_1 C6_1 0.6(7) . . . . ?
C14_1 C8_1 C7_1 C11_1 -1.9(7) . . . . ?
C9_1 C8_1 C7_1 C11_1 -179.2(5) . . . . ?
C3_1 C_1 C2_1 O1_1 -179.1(5) 3_657 . . . ?
C3_1 C_1 C2_1 C3_1 -0.2(9) 3_657 . . . ?
C6_1 O1_1 C2_1 C_1 179.8(5) . . . . ?
C6_1 O1_1 C2_1 C3_1 0.8(7) . . . . ?
C13_1 C12_1 C11_1 C7_1 0.8(9) . . . . ?
C6_1 C7_1 C11_1 C12_1 -179.3(5) . . . . ?
C8_1 C7_1 C11_1 C12_1 0.5(8) . . . . ?
C5_1 C10_1 C9_1 C8_1 1.9(8) . . . . ?
C5_1 C10_1 C9_1 C17_1 179.8(5) . . . . ?
C14_1 C8_1 C9_1 C10_1 -178.6(5) . . . . ?
C7_1 C8_1 C9_1 C10_1 -1.3(8) . . . . ?
C14_1 C8_1 C9_1 C17_1 3.5(8) . . . . ?
C7_1 C8_1 C9_1 C17_1 -179.2(5) . . . . ?
C2_1 O1_1 C6_1 C5_1 0.8(7) . . . . ?
C2_1 O1_1 C6_1 C7_1 179.6(4) . . . . ?
N4_1 C5_1 C6_1 O1_1 -2.0(8) . . . . ?
C10_1 C5_1 C6_1 O1_1 179.8(5) . . . . ?
N4_1 C5_1 C6_1 C7_1 179.3(5) . . . . ?
C10_1 C5_1 C6_1 C7_1 1.1(8) . . . . ?
C11_1 C7_1 C6_1 O1_1 0.6(8) . . . . ?
C8_1 C7_1 C6_1 O1_1 -179.3(4) . . . . ?
C11_1 C7_1 C6_1 C5_1 179.2(5) . . . . ?
C8_1 C7_1 C6_1 C5_1 -0.6(8) . . . . ?
C15_1 N16_1 C17_1 O3_1 -179.9(5) . . . . ?
C18_1 N16_1 C17_1 O3_1 0.6(8) . . . . ?
C15_1 N16_1 C17_1 C9_1 1.2(8) . . . . ?
C18_1 N16_1 C17_1 C9_1 -178.3(5) . . . . ?
C10_1 C9_1 C17_1 O3_1 -0.2(9) . . . . ?
C8_1 C9_1 C17_1 O3_1 177.8(5) . . . . ?
C10_1 C9_1 C17_1 N16_1 178.7(5) . . . . ?
C8_1 C9_1 C17_1 N16_1 -3.3(8) . . . . ?
C7_1 C8_1 C14_1 C13_1 1.9(8) . . . . ?
C9_1 C8_1 C14_1 C13_1 179.2(5) . . . . ?
C7_1 C8_1 C14_1 C15_1 -178.8(5) . . . . ?
C9_1 C8_1 C14_1 C15_1 -1.4(8) . . . . ?
C5_1 N4_1 C3_1 C_1 179.8(5) . . . 3_657 ?
C5_1 N4_1 C3_1 C2_1 0.3(8) . . . . ?
C_1 C2_1 C3_1 N4_1 179.6(5) . . . . ?
O1_1 C2_1 C3_1 N4_1 -1.5(8) . . . . ?
C_1 C2_1 C3_1 C_1 0.2(9) . . . 3_657 ?
O1_1 C2_1 C3_1 C_1 179.1(4) . . . 3_657 ?
C17_1 N16_1 C15_1 O2_1 -179.6(5) . . . . ?
C18_1 N16_1 C15_1 O2_1 0.0(8) . . . . ?
C17_1 N16_1 C15_1 C14_1 0.7(8) . . . . ?
C18_1 N16_1 C15_1 C14_1 -179.7(5) . . . . ?
C13_1 C14_1 C15_1 O2_1 -1.0(9) . . . . ?
C8_1 C14_1 C15_1 O2_1 179.7(5) . . . . ?
C13_1 C14_1 C15_1 N16_1 178.7(5) . . . . ?
C8_1 C14_1 C15_1 N16_1 -0.7(7) . . . . ?
C19_1 C18_1 C23_1 C22_1 -3.5(8) . . . . ?
N16_1 C18_1 C23_1 C22_1 178.3(5) . . . . ?
C19_1 C18_1 C23_1 C27_1 178.1(6) . . . . ?
N16_1 C18_1 C23_1 C27_1 0.0(8) . . . . ?
C8_1 C14_1 C13_1 C12_1 -0.6(9) . . . . ?
C15_1 C14_1 C13_1 C12_1 -179.9(5) . . . . ?
C11_1 C12_1 C13_1 C14_1 -0.8(9) . . . . ?
C23_1 C18_1 C19_1 C20_1 4.2(8) . . . . ?
N16_1 C18_1 C19_1 C20_1 -177.6(4) . . . . ?
C23_1 C18_1 C19_1 C24_1 -177.0(6) . . . . ?
N16_1 C18_1 C19_1 C24_1 1.2(8) . . . . ?
C18_1 C19_1 C20_1 C21_1 -2.9(9) . . . . ?
C24_1 C19_1 C20_1 C21_1 178.3(6) . . . . ?
C18_1 C23_1 C27_1 C29_1 108.8(8) . . . . ?
C22_1 C23_1 C27_1 C29_1 -69.6(9) . . . . ?
C18_1 C23_1 C27_1 C28_1 -119.8(7) . . . . ?
C22_1 C23_1 C27_1 C28_1 61.9(8) . . . . ?
C18_1 C23_1 C22_1 C21_1 1.4(9) . . . . ?
C27_1 C23_1 C22_1 C21_1 179.8(7) . . . . ?
C23_1 C22_1 C21_1 C20_1 -0.3(10) . . . . ?
C19_1 C20_1 C21_1 C22_1 1.0(10) . . . . ?
C18_1 C19_1 C24_1 C26_1 -123.1(7) . . . . ?
C20_1 C19_1 C24_1 C26_1 55.7(9) . . . . ?
C18_1 C19_1 C24_1 C25_1 106.9(7) . . . . ?
C20_1 C19_1 C24_1 C25_1 -74.3(8) . . . . ?
Cl3B_11 C1B_11 Cl2B_11 Cl3B_11 -134.0(15) . . . 2_556 ?
Cl1B_11 C1B_11 Cl2B_11 Cl3B_11 116.6(18) . . . 2_556 ?
Cl2B_11 C1B_11 Cl3B_11 Cl2B_11 130.8(14) . . . 2_546 ?
Cl1B_11 C1B_11 Cl3B_11 Cl2B_11 -114.9(17) . . . 2_546 ?
C1_12 C2_12 C3_12 C4_12 121(3) . . . . ?
C2_12 C3_12 C4_12 C5_12 164(3) . . . . ?
C3_12 C4_12 C5_12 C6_12 -176(3) . . . . ?

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
C_1 H0_1 Cl2A_11^a 0.93 2.98 3.542(10) 120.7 4_656 yes
C1B_11^b H1B_11^b O3_1 0.98 2.33 3.27(3) 161.1 2_546 yes

_refine_diff_density_max         0.510
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.059



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2PONiLT
_database_code_depnum_ccdc_archive 'CCDC 2383224'
loop_
_audit_author_name
_audit_author_address
'Nicola Demitri'
;Elettra Synchrotron XRD BLs
Italy
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-12-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H44 N4 O6, 1.7(C H Cl3), 0.3(C6 H14)'
_chemical_formula_sum            'C57.50 H49.90 Cl5.10 N4 O6'
_chemical_formula_weight         1073.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0012 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0042 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0077 0.0045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1198 0.1216 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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'

_cell_length_a                   14.620(3)
_cell_length_b                   9.322(2)
_cell_length_c                   23.044(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.38(3)
_cell_angle_gamma                90
_cell_volume                     2980.3(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1871
_cell_measurement_theta_min      1.719
_cell_measurement_theta_max      25.540

_exptl_crystal_description       'Tiny needles'
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_F_000             1115
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.203
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.620


_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_measurement_method       'Rotating crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD2 BL'
_diffrn_measurement_device_type  
;
'Arinax MD2s Goniometer, Pilatus 6M detector'
;

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35022
_diffrn_reflns_av_unetI/netI     0.0792
_diffrn_reflns_av_R_equivalents  0.1078
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.719
_diffrn_reflns_theta_max         25.540
_diffrn_reflns_theta_full        21.839
_diffrn_measured_fraction_theta_max 0.782
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.782
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.782
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6549
_reflns_number_gt                2706
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'MXCuBE3 (Mueller,2017)'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep3 for Windows - Coot'
_computing_publication_material  'enCIFer - publCIF'

_refine_special_details          
;
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq (Ufactors=1.5Ueq for methyl groups). Anisotropic thermal
motion modeling has been applied to all atoms with occupancies greater 
than 30%. Thermal and geometry restrains (DFIX, DANG, SAME, SIMU) have been
used for the disordered solvent molecules.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+7.7700P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6549
_refine_ls_number_parameters     409
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.2172
_refine_ls_R_factor_gt           0.1234
_refine_ls_wR_factor_ref         0.2728
_refine_ls_wR_factor_gt          0.2401
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
O1_1 O 0.4984(3) -0.0602(4) 0.88237(15) 0.0740(11) Uani 1 1 d . . . . .
O3_1 O 0.4964(4) 0.5240(4) 0.74084(16) 0.0889(14) Uani 1 1 d . . . . .
O2_1 O 0.5040(4) 0.2075(4) 0.59319(17) 0.1094(18) Uani 1 1 d . . . . .
N16_1 N 0.5004(4) 0.3657(4) 0.66680(18) 0.0713(13) Uani 1 1 d . . . . .
N4_1 N 0.5028(4) 0.2254(5) 0.92470(19) 0.0792(15) Uani 1 1 d . . . . .
C10_1 C 0.5010(4) 0.3047(5) 0.8261(2) 0.0742(17) Uani 1 1 d . . . . .
H10_1 H 0.502197 0.400799 0.840085 0.089 Uiso 1 1 calc R U . . .
C12_1 C 0.4942(5) -0.1480(6) 0.7039(2) 0.0835(19) Uani 1 1 d . . . . .
H12_1 H 0.491415 -0.243280 0.688880 0.100 Uiso 1 1 calc R U . . .
C8_1 C 0.4981(4) 0.1337(5) 0.7454(2) 0.0652(14) Uani 1 1 d . . . . .
C_1 C 0.4990(4) -0.1439(5) 0.9779(2) 0.0716(16) Uani 1 1 d . . . . .
H0_1 H 0.498887 -0.239281 0.963400 0.086 Uiso 1 1 calc R U . . .
C18_1 C 0.5011(5) 0.4831(6) 0.6264(2) 0.0697(16) Uani 1 1 d . . . . .
C5_1 C 0.5015(4) 0.1918(5) 0.8650(2) 0.0683(15) Uani 1 1 d . . . . .
C7_1 C 0.4974(4) 0.0178(5) 0.7853(2) 0.0706(16) Uani 1 1 d . . . . .
C2_1 C 0.4994(4) -0.0311(6) 0.9415(2) 0.0657(14) Uani 1 1 d . . . . .
C11_1 C 0.4954(4) -0.1246(6) 0.7628(2) 0.0768(17) Uani 1 1 d . . . . .
H11_1 H 0.494858 -0.203705 0.788656 0.092 Uiso 1 1 calc R U . . .
C9_1 C 0.4987(5) 0.2769(5) 0.7667(2) 0.0723(16) Uani 1 1 d . . . . .
C6_1 C 0.4982(4) 0.0523(5) 0.8446(2) 0.0649(14) Uani 1 1 d . . . . .
C17_1 C 0.4987(5) 0.3983(6) 0.7252(2) 0.0733(16) Uani 1 1 d . . . . .
C14_1 C 0.4980(5) 0.1076(6) 0.6859(2) 0.0726(16) Uani 1 1 d . . . . .
C3_1 C 0.5015(4) 0.1167(6) 0.9605(2) 0.0706(16) Uani 1 1 d . . . . .
C15_1 C 0.5009(5) 0.2253(6) 0.6444(2) 0.0743(17) Uani 1 1 d . . . . .
C23_1 C 0.5893(5) 0.5404(7) 0.6287(3) 0.0842(18) Uani 1 1 d . . . . .
C13_1 C 0.4970(5) -0.0336(6) 0.6660(2) 0.0797(18) Uani 1 1 d . . . . .
H13_1 H 0.498253 -0.051958 0.625745 0.096 Uiso 1 1 calc R U . . .
C19_1 C 0.4170(5) 0.5305(6) 0.5866(3) 0.0784(17) Uani 1 1 d . . . . .
C20_1 C 0.4201(6) 0.6432(7) 0.5467(3) 0.092(2) Uani 1 1 d . . . . .
H20_1 H 0.361715 0.679164 0.519133 0.110 Uiso 1 1 calc R U . . .
C27_1 C 0.6862(6) 0.4878(10) 0.6740(4) 0.123(3) Uani 1 1 d . . . . .
H27_1 H 0.671272 0.409191 0.699137 0.148 Uiso 1 1 calc R U . . .
C22_1 C 0.5883(6) 0.6526(7) 0.5876(3) 0.097(2) Uani 1 1 d . . . . .
H22_1 H 0.647424 0.695659 0.588054 0.116 Uiso 1 1 calc R U . . .
C21_1 C 0.5045(6) 0.7005(7) 0.5473(3) 0.092(2) Uani 1 1 d . . . . .
H21_1 H 0.505688 0.774888 0.519395 0.111 Uiso 1 1 calc R U . . .
C24_1 C 0.3186(6) 0.4718(9) 0.5858(4) 0.115(3) Uani 1 1 d . . . . .
H24_1 H 0.330586 0.384490 0.612342 0.138 Uiso 1 1 calc R U . . .
C29_1 C 0.7491(7) 0.4253(13) 0.6397(5) 0.195(5) Uani 1 1 d . . . . .
H29A_1 H 0.719045 0.338194 0.618280 0.293 Uiso 1 1 calc R U . . .
H29B_1 H 0.812475 0.401625 0.668602 0.293 Uiso 1 1 calc R U . . .
H29C_1 H 0.756875 0.495535 0.609947 0.293 Uiso 1 1 calc R U . . .
C28_1 C 0.7377(7) 0.6087(13) 0.7183(4) 0.166(4) Uani 1 1 d . . . . .
H28A_1 H 0.799274 0.572947 0.745642 0.249 Uiso 1 1 calc R U . . .
H28B_1 H 0.696977 0.639639 0.742546 0.249 Uiso 1 1 calc R U . . .
H28C_1 H 0.749559 0.690187 0.694736 0.249 Uiso 1 1 calc R U . . .
C26_1 C 0.2572(7) 0.4263(11) 0.5221(4) 0.160(4) Uani 1 1 d . . . . .
H26A_1 H 0.202397 0.369382 0.524951 0.241 Uiso 1 1 calc R U . . .
H26B_1 H 0.296117 0.368424 0.503220 0.241 Uiso 1 1 calc R U . . .
H26C_1 H 0.233436 0.511663 0.497090 0.241 Uiso 1 1 calc R U . . .
C25_1 C 0.2622(6) 0.5808(12) 0.6126(4) 0.147(3) Uani 1 1 d . . . . .
H25A_1 H 0.305356 0.620989 0.650700 0.220 Uiso 1 1 calc R U . . .
H25B_1 H 0.208288 0.531859 0.620907 0.220 Uiso 1 1 calc R U . . .
H25C_1 H 0.237272 0.658287 0.583086 0.220 Uiso 1 1 calc R U . . .
C1A_11 C 0.2761(10) -0.0741(17) 0.4313(3) 0.130(7) Uani 0.393(4) 1 d D U P A 1
H1A_11 H 0.317065 -0.154678 0.424904 0.156 Uiso 0.393(4) 1 calc R U P A 1
Cl1A_11 Cl 0.3437(5) 0.0291(5) 0.4934(2) 0.105(2) Uani 0.393(4) 1 d D . P A 1
Cl2A_11 Cl 0.1745(5) -0.1460(7) 0.4459(3) 0.157(3) Uani 0.393(4) 1 d D . P A 1
Cl3A_11 Cl 0.2409(4) 0.0302(6) 0.3663(2) 0.115(2) Uani 0.393(4) 1 d D U P A 1
C1B_11 C 0.199(2) 0.085(3) 0.7090(15) 0.132(10) Uani 0.342(4) 1 d . . P B 2
H1B_11 H 0.139250 0.085526 0.720978 0.159 Uiso 0.342(4) 1 calc R U P B 2
Cl1B_11 Cl 0.1620(13) 0.098(2) 0.6344(7) 0.324(11) Uani 0.342(4) 1 d . . P B 2
Cl2B_11 Cl 0.2481(6) 0.2403(11) 0.7293(4) 0.173(4) Uani 0.342(4) 1 d . . P B 2
Cl3B_11 Cl 0.2467(5) -0.0675(9) 0.7302(4) 0.162(4) Uani 0.342(4) 1 d . . P B 2
C1C_11 C 0.1824(13) 0.014(3) 0.4745(8) 0.080(13) Uiso 0.135(4) 1 d D . P C 3
H1C_11 H 0.151830 0.105347 0.454785 0.095 Uiso 0.135(4) 1 calc R U P C 3
Cl1C_11 Cl 0.1259(10) -0.0333(16) 0.5282(6) 0.112(6) Uiso 0.135(4) 1 d D . P C
3
Cl2C_11 Cl 0.3031(10) 0.0524(19) 0.5134(8) 0.107(6) Uiso 0.135(4) 1 d D . P C 3
Cl3C_11 Cl 0.1567(11) -0.1166(17) 0.4176(6) 0.087(5) Uiso 0.135(4) 1 d D . P C
3
C1_12 C 0.327(3) -0.029(5) 0.4527(17) 0.080(13) Uiso 0.158(6) 1 d D . P D 4
H1A_12 H 0.333669 0.023194 0.417195 0.121 Uiso 0.158(6) 1 calc R U P D 4
H1B_12 H 0.387091 -0.019674 0.486941 0.121 Uiso 0.158(6) 1 calc R U P D 4
H1C_12 H 0.314337 -0.130171 0.442281 0.121 Uiso 0.158(6) 1 calc R U P D 4
C2_12 C 0.243(3) 0.035(4) 0.4710(13) 0.20(3) Uiso 0.158(6) 1 d D . P D 4
H2A_12 H 0.255635 0.138210 0.481138 0.246 Uiso 0.158(6) 1 calc R U P D 4
H2B_12 H 0.182722 0.027471 0.436380 0.246 Uiso 0.158(6) 1 calc R U P D 4
C3_12 C 0.2327(19) -0.045(3) 0.5266(10) 0.048(7) Uiso 0.158(6) 1 d D . P D 4
H3A_12 H 0.168069 -0.090197 0.515671 0.057 Uiso 0.158(6) 1 calc R U P D 4
H3B_12 H 0.281488 -0.122608 0.538484 0.057 Uiso 0.158(6) 1 calc R U P D 4
C4_12 C 0.245(3) 0.055(4) 0.5800(13) 0.105(15) Uiso 0.158(6) 1 d D . P D 4
H4A_12 H 0.238139 0.155256 0.564961 0.126 Uiso 0.158(6) 1 calc R U P D 4
H4B_12 H 0.311597 0.044301 0.608822 0.126 Uiso 0.158(6) 1 calc R U P D 4
C5_12 C 0.173(2) 0.027(5) 0.6141(12) 0.065(10) Uiso 0.158(6) 1 d D . P D 4
H5A_12 H 0.158429 -0.076695 0.613336 0.078 Uiso 0.158(6) 1 calc R U P D 4
H5B_12 H 0.112488 0.079389 0.594109 0.078 Uiso 0.158(6) 1 calc R U P D 4
C6_12 C 0.217(3) 0.078(5) 0.6807(11) 0.072(12) Uiso 0.158(6) 1 d D . P D 4
H6A_12 H 0.171223 0.060891 0.703088 0.108 Uiso 0.158(6) 1 calc R U P D 4
H6B_12 H 0.276875 0.025665 0.700276 0.108 Uiso 0.158(6) 1 calc R U P D 4
H6C_12 H 0.231074 0.181271 0.681108 0.108 Uiso 0.158(6) 1 calc R U P D 4


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1_1 C6_1 1.363(6) . ?
O1_1 C2_1 1.386(5) . ?
O3_1 C17_1 1.230(6) . ?
O2_1 C15_1 1.207(6) . ?
N16_1 C17_1 1.387(6) . ?
N16_1 C15_1 1.407(7) . ?
N16_1 C18_1 1.439(6) . ?
N4_1 C3_1 1.310(6) . ?
N4_1 C5_1 1.405(6) . ?
C10_1 C5_1 1.380(7) . ?
C10_1 C9_1 1.385(7) . ?
C10_1 H10_1 0.9500 . ?
C12_1 C11_1 1.368(7) . ?
C12_1 C13_1 1.387(7) . ?
C12_1 H12_1 0.9500 . ?
C8_1 C14_1 1.394(7) . ?
C8_1 C7_1 1.421(7) . ?
C8_1 C9_1 1.421(7) . ?
C_1 C2_1 1.347(7) . ?
C_1 C3_1 1.444(7) 3_657 ?
C_1 H0_1 0.9500 . ?
C18_1 C19_1 1.356(8) . ?
C18_1 C23_1 1.381(8) . ?
C5_1 C6_1 1.379(7) . ?
C7_1 C6_1 1.400(7) . ?
C7_1 C11_1 1.422(7) . ?
C2_1 C3_1 1.443(7) . ?
C11_1 H11_1 0.9500 . ?
C9_1 C17_1 1.481(7) . ?
C14_1 C13_1 1.392(7) . ?
C14_1 C15_1 1.464(7) . ?
C23_1 C22_1 1.408(8) . ?
C23_1 C27_1 1.551(9) . ?
C13_1 H13_1 0.9500 . ?
C19_1 C20_1 1.405(8) . ?
C19_1 C24_1 1.534(10) . ?
C20_1 C21_1 1.341(9) . ?
C20_1 H20_1 0.9500 . ?
C27_1 C29_1 1.506(12) . ?
C27_1 C28_1 1.547(12) . ?
C27_1 H27_1 1.0000 . ?
C22_1 C21_1 1.358(9) . ?
C22_1 H22_1 0.9500 . ?
C21_1 H21_1 0.9500 . ?
C24_1 C26_1 1.519(10) . ?
C24_1 C25_1 1.555(11) . ?
C24_1 H24_1 1.0000 . ?
C29_1 H29A_1 0.9800 . ?
C29_1 H29B_1 0.9800 . ?
C29_1 H29C_1 0.9800 . ?
C28_1 H28A_1 0.9800 . ?
C28_1 H28B_1 0.9800 . ?
C28_1 H28C_1 0.9800 . ?
C26_1 H26A_1 0.9800 . ?
C26_1 H26B_1 0.9800 . ?
C26_1 H26C_1 0.9800 . ?
C25_1 H25A_1 0.9800 . ?
C25_1 H25B_1 0.9800 . ?
C25_1 H25C_1 0.9800 . ?
C1A_11 Cl3A_11 1.723(9) . ?
C1A_11 Cl1A_11 1.749(9) . ?
C1A_11 Cl2A_11 1.756(10) . ?
C1A_11 H1A_11 1.0000 . ?
C1B_11 Cl3B_11 1.59(3) . ?
C1B_11 Cl2B_11 1.62(2) . ?
C1B_11 Cl1B_11 1.64(3) . ?
C1B_11 H1B_11 1.0000 . ?
Cl2B_11 Cl3B_11 2.010(13) 2_556 ?
C1C_11 Cl3C_11 1.742(10) . ?
C1C_11 Cl2C_11 1.746(10) . ?
C1C_11 Cl1C_11 1.747(10) . ?
C1C_11 H1C_11 1.0000 . ?
C1_12 C2_12 1.539(10) . ?
C1_12 H1A_12 0.9800 . ?
C1_12 H1B_12 0.9800 . ?
C1_12 H1C_12 0.9800 . ?
C2_12 C3_12 1.535(10) . ?
C2_12 H2A_12 0.9900 . ?
C2_12 H2B_12 0.9900 . ?
C3_12 C4_12 1.510(10) . ?
C3_12 H3A_12 0.9900 . ?
C3_12 H3B_12 0.9900 . ?
C4_12 C5_12 1.525(10) . ?
C4_12 H4A_12 0.9900 . ?
C4_12 H4B_12 0.9900 . ?
C5_12 C6_12 1.541(10) . ?
C5_12 H5A_12 0.9900 . ?
C5_12 H5B_12 0.9900 . ?
C6_12 H6A_12 0.9800 . ?
C6_12 H6B_12 0.9800 . ?
C6_12 H6C_12 0.9800 . ?

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
C6_1 O1_1 C2_1 118.4(4) . . ?
C17_1 N16_1 C15_1 124.3(4) . . ?
C17_1 N16_1 C18_1 117.8(4) . . ?
C15_1 N16_1 C18_1 117.9(4) . . ?
C3_1 N4_1 C5_1 116.4(5) . . ?
C5_1 C10_1 C9_1 119.6(5) . . ?
C5_1 C10_1 H10_1 120.2 . . ?
C9_1 C10_1 H10_1 120.2 . . ?
C11_1 C12_1 C13_1 120.5(5) . . ?
C11_1 C12_1 H12_1 119.7 . . ?
C13_1 C12_1 H12_1 119.7 . . ?
C14_1 C8_1 C7_1 120.4(5) . . ?
C14_1 C8_1 C9_1 120.1(5) . . ?
C7_1 C8_1 C9_1 119.5(5) . . ?
C2_1 C_1 C3_1 118.5(5) . 3_657 ?
C2_1 C_1 H0_1 120.7 . . ?
C3_1 C_1 H0_1 120.7 3_657 . ?
C19_1 C18_1 C23_1 122.4(5) . . ?
C19_1 C18_1 N16_1 119.7(6) . . ?
C23_1 C18_1 N16_1 117.8(5) . . ?
C6_1 C5_1 C10_1 120.3(5) . . ?
C6_1 C5_1 N4_1 122.2(5) . . ?
C10_1 C5_1 N4_1 117.5(5) . . ?
C6_1 C7_1 C8_1 117.2(5) . . ?
C6_1 C7_1 C11_1 124.3(5) . . ?
C8_1 C7_1 C11_1 118.5(5) . . ?
C_1 C2_1 O1_1 117.3(5) . . ?
C_1 C2_1 C3_1 124.1(5) . . ?
O1_1 C2_1 C3_1 118.5(4) . . ?
C12_1 C11_1 C7_1 120.2(5) . . ?
C12_1 C11_1 H11_1 119.9 . . ?
C7_1 C11_1 H11_1 119.9 . . ?
C10_1 C9_1 C8_1 120.8(5) . . ?
C10_1 C9_1 C17_1 119.4(5) . . ?
C8_1 C9_1 C17_1 119.8(5) . . ?
O1_1 C6_1 C5_1 121.0(4) . . ?
O1_1 C6_1 C7_1 116.4(4) . . ?
C5_1 C6_1 C7_1 122.6(5) . . ?
O3_1 C17_1 N16_1 120.2(5) . . ?
O3_1 C17_1 C9_1 122.2(5) . . ?
N16_1 C17_1 C9_1 117.5(5) . . ?
C13_1 C14_1 C8_1 119.0(5) . . ?
C13_1 C14_1 C15_1 119.6(5) . . ?
C8_1 C14_1 C15_1 121.4(5) . . ?
N4_1 C3_1 C2_1 123.5(5) . . ?
N4_1 C3_1 C_1 119.2(5) . 3_657 ?
C2_1 C3_1 C_1 117.3(4) . 3_657 ?
O2_1 C15_1 N16_1 119.5(5) . . ?
O2_1 C15_1 C14_1 123.5(5) . . ?
N16_1 C15_1 C14_1 116.9(5) . . ?
C18_1 C23_1 C22_1 116.8(6) . . ?
C18_1 C23_1 C27_1 123.2(6) . . ?
C22_1 C23_1 C27_1 120.1(7) . . ?
C12_1 C13_1 C14_1 121.3(5) . . ?
C12_1 C13_1 H13_1 119.3 . . ?
C14_1 C13_1 H13_1 119.3 . . ?
C18_1 C19_1 C20_1 118.5(6) . . ?
C18_1 C19_1 C24_1 122.6(6) . . ?
C20_1 C19_1 C24_1 118.8(6) . . ?
C21_1 C20_1 C19_1 120.7(6) . . ?
C21_1 C20_1 H20_1 119.7 . . ?
C19_1 C20_1 H20_1 119.7 . . ?
C29_1 C27_1 C28_1 112.1(8) . . ?
C29_1 C27_1 C23_1 110.4(7) . . ?
C28_1 C27_1 C23_1 111.4(7) . . ?
C29_1 C27_1 H27_1 107.6 . . ?
C28_1 C27_1 H27_1 107.6 . . ?
C23_1 C27_1 H27_1 107.6 . . ?
C21_1 C22_1 C23_1 121.3(7) . . ?
C21_1 C22_1 H22_1 119.3 . . ?
C23_1 C22_1 H22_1 119.3 . . ?
C20_1 C21_1 C22_1 120.3(6) . . ?
C20_1 C21_1 H21_1 119.8 . . ?
C22_1 C21_1 H21_1 119.8 . . ?
C26_1 C24_1 C19_1 112.2(7) . . ?
C26_1 C24_1 C25_1 109.9(7) . . ?
C19_1 C24_1 C25_1 112.0(7) . . ?
C26_1 C24_1 H24_1 107.5 . . ?
C19_1 C24_1 H24_1 107.5 . . ?
C25_1 C24_1 H24_1 107.5 . . ?
C27_1 C29_1 H29A_1 109.5 . . ?
C27_1 C29_1 H29B_1 109.5 . . ?
H29A_1 C29_1 H29B_1 109.5 . . ?
C27_1 C29_1 H29C_1 109.5 . . ?
H29A_1 C29_1 H29C_1 109.5 . . ?
H29B_1 C29_1 H29C_1 109.5 . . ?
C27_1 C28_1 H28A_1 109.5 . . ?
C27_1 C28_1 H28B_1 109.5 . . ?
H28A_1 C28_1 H28B_1 109.5 . . ?
C27_1 C28_1 H28C_1 109.5 . . ?
H28A_1 C28_1 H28C_1 109.5 . . ?
H28B_1 C28_1 H28C_1 109.5 . . ?
C24_1 C26_1 H26A_1 109.5 . . ?
C24_1 C26_1 H26B_1 109.5 . . ?
H26A_1 C26_1 H26B_1 109.5 . . ?
C24_1 C26_1 H26C_1 109.5 . . ?
H26A_1 C26_1 H26C_1 109.5 . . ?
H26B_1 C26_1 H26C_1 109.5 . . ?
C24_1 C25_1 H25A_1 109.5 . . ?
C24_1 C25_1 H25B_1 109.5 . . ?
H25A_1 C25_1 H25B_1 109.5 . . ?
C24_1 C25_1 H25C_1 109.5 . . ?
H25A_1 C25_1 H25C_1 109.5 . . ?
H25B_1 C25_1 H25C_1 109.5 . . ?
Cl3A_11 C1A_11 Cl1A_11 109.7(7) . . ?
Cl3A_11 C1A_11 Cl2A_11 110.1(8) . . ?
Cl1A_11 C1A_11 Cl2A_11 110.3(7) . . ?
Cl3A_11 C1A_11 H1A_11 108.9 . . ?
Cl1A_11 C1A_11 H1A_11 108.9 . . ?
Cl2A_11 C1A_11 H1A_11 108.9 . . ?
Cl3B_11 C1B_11 Cl2B_11 127(2) . . ?
Cl3B_11 C1B_11 Cl1B_11 111.0(17) . . ?
Cl2B_11 C1B_11 Cl1B_11 101.9(19) . . ?
Cl3B_11 C1B_11 H1B_11 105.0 . . ?
Cl2B_11 C1B_11 H1B_11 105.0 . . ?
Cl1B_11 C1B_11 H1B_11 105.0 . . ?
C1B_11 Cl2B_11 Cl3B_11 151.9(10) . 2_556 ?
Cl3C_11 C1C_11 Cl2C_11 118.2(13) . . ?
Cl3C_11 C1C_11 Cl1C_11 108.6(11) . . ?
Cl2C_11 C1C_11 Cl1C_11 108.4(11) . . ?
Cl3C_11 C1C_11 H1C_11 107.1 . . ?
Cl2C_11 C1C_11 H1C_11 107.1 . . ?
Cl1C_11 C1C_11 H1C_11 107.1 . . ?
C2_12 C1_12 H1A_12 109.5 . . ?
C2_12 C1_12 H1B_12 109.5 . . ?
H1A_12 C1_12 H1B_12 109.5 . . ?
C2_12 C1_12 H1C_12 109.5 . . ?
H1A_12 C1_12 H1C_12 109.5 . . ?
H1B_12 C1_12 H1C_12 109.5 . . ?
C3_12 C2_12 C1_12 109.8(10) . . ?
C3_12 C2_12 H2A_12 109.7 . . ?
C1_12 C2_12 H2A_12 109.7 . . ?
C3_12 C2_12 H2B_12 109.7 . . ?
C1_12 C2_12 H2B_12 109.7 . . ?
H2A_12 C2_12 H2B_12 108.2 . . ?
C4_12 C3_12 C2_12 110.9(10) . . ?
C4_12 C3_12 H3A_12 109.5 . . ?
C2_12 C3_12 H3A_12 109.5 . . ?
C4_12 C3_12 H3B_12 109.5 . . ?
C2_12 C3_12 H3B_12 109.5 . . ?
H3A_12 C3_12 H3B_12 108.0 . . ?
C3_12 C4_12 C5_12 112.7(10) . . ?
C3_12 C4_12 H4A_12 109.1 . . ?
C5_12 C4_12 H4A_12 109.1 . . ?
C3_12 C4_12 H4B_12 109.1 . . ?
C5_12 C4_12 H4B_12 109.1 . . ?
H4A_12 C4_12 H4B_12 107.8 . . ?
C4_12 C5_12 C6_12 108.7(10) . . ?
C4_12 C5_12 H5A_12 109.9 . . ?
C6_12 C5_12 H5A_12 109.9 . . ?
C4_12 C5_12 H5B_12 109.9 . . ?
C6_12 C5_12 H5B_12 109.9 . . ?
H5A_12 C5_12 H5B_12 108.3 . . ?
C5_12 C6_12 H6A_12 109.5 . . ?
C5_12 C6_12 H6B_12 109.5 . . ?
H6A_12 C6_12 H6B_12 109.5 . . ?
C5_12 C6_12 H6C_12 109.5 . . ?
H6A_12 C6_12 H6C_12 109.5 . . ?
H6B_12 C6_12 H6C_12 109.5 . . ?

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
C17_1 N16_1 C18_1 C19_1 -94.8(7) . . . . ?
C15_1 N16_1 C18_1 C19_1 84.9(7) . . . . ?
C17_1 N16_1 C18_1 C23_1 87.3(7) . . . . ?
C15_1 N16_1 C18_1 C23_1 -93.1(7) . . . . ?
C9_1 C10_1 C5_1 C6_1 -1.0(9) . . . . ?
C9_1 C10_1 C5_1 N4_1 -179.3(6) . . . . ?
C3_1 N4_1 C5_1 C6_1 0.5(9) . . . . ?
C3_1 N4_1 C5_1 C10_1 178.8(6) . . . . ?
C14_1 C8_1 C7_1 C6_1 179.6(6) . . . . ?
C9_1 C8_1 C7_1 C6_1 -0.6(9) . . . . ?
C14_1 C8_1 C7_1 C11_1 -0.8(9) . . . . ?
C9_1 C8_1 C7_1 C11_1 179.1(6) . . . . ?
C3_1 C_1 C2_1 O1_1 -179.1(5) 3_657 . . . ?
C3_1 C_1 C2_1 C3_1 1.3(10) 3_657 . . . ?
C6_1 O1_1 C2_1 C_1 179.6(5) . . . . ?
C6_1 O1_1 C2_1 C3_1 -0.7(8) . . . . ?
C13_1 C12_1 C11_1 C7_1 1.4(10) . . . . ?
C6_1 C7_1 C11_1 C12_1 179.6(6) . . . . ?
C8_1 C7_1 C11_1 C12_1 0.0(9) . . . . ?
C5_1 C10_1 C9_1 C8_1 -0.8(10) . . . . ?
C5_1 C10_1 C9_1 C17_1 -179.7(6) . . . . ?
C14_1 C8_1 C9_1 C10_1 -178.6(6) . . . . ?
C7_1 C8_1 C9_1 C10_1 1.6(9) . . . . ?
C14_1 C8_1 C9_1 C17_1 0.3(9) . . . . ?
C7_1 C8_1 C9_1 C17_1 -179.5(6) . . . . ?
C2_1 O1_1 C6_1 C5_1 1.6(8) . . . . ?
C2_1 O1_1 C6_1 C7_1 179.8(5) . . . . ?
C10_1 C5_1 C6_1 O1_1 -179.8(6) . . . . ?
N4_1 C5_1 C6_1 O1_1 -1.6(9) . . . . ?
C10_1 C5_1 C6_1 C7_1 2.1(10) . . . . ?
N4_1 C5_1 C6_1 C7_1 -179.7(6) . . . . ?
C8_1 C7_1 C6_1 O1_1 -179.5(5) . . . . ?
C11_1 C7_1 C6_1 O1_1 0.9(9) . . . . ?
C8_1 C7_1 C6_1 C5_1 -1.3(9) . . . . ?
C11_1 C7_1 C6_1 C5_1 179.1(6) . . . . ?
C15_1 N16_1 C17_1 O3_1 -178.5(6) . . . . ?
C18_1 N16_1 C17_1 O3_1 1.1(9) . . . . ?
C15_1 N16_1 C17_1 C9_1 0.9(9) . . . . ?
C18_1 N16_1 C17_1 C9_1 -179.5(6) . . . . ?
C10_1 C9_1 C17_1 O3_1 -3.2(10) . . . . ?
C8_1 C9_1 C17_1 O3_1 177.9(6) . . . . ?
C10_1 C9_1 C17_1 N16_1 177.4(6) . . . . ?
C8_1 C9_1 C17_1 N16_1 -1.5(9) . . . . ?
C7_1 C8_1 C14_1 C13_1 0.1(9) . . . . ?
C9_1 C8_1 C14_1 C13_1 -179.7(6) . . . . ?
C7_1 C8_1 C14_1 C15_1 -178.6(6) . . . . ?
C9_1 C8_1 C14_1 C15_1 1.5(9) . . . . ?
C5_1 N4_1 C3_1 C2_1 0.4(9) . . . . ?
C5_1 N4_1 C3_1 C_1 -179.0(5) . . . 3_657 ?
C_1 C2_1 C3_1 N4_1 179.4(6) . . . . ?
O1_1 C2_1 C3_1 N4_1 -0.3(9) . . . . ?
C_1 C2_1 C3_1 C_1 -1.2(10) . . . 3_657 ?
O1_1 C2_1 C3_1 C_1 179.1(5) . . . 3_657 ?
C17_1 N16_1 C15_1 O2_1 -178.8(6) . . . . ?
C18_1 N16_1 C15_1 O2_1 1.6(9) . . . . ?
C17_1 N16_1 C15_1 C14_1 0.9(9) . . . . ?
C18_1 N16_1 C15_1 C14_1 -178.7(6) . . . . ?
C13_1 C14_1 C15_1 O2_1 -1.2(10) . . . . ?
C8_1 C14_1 C15_1 O2_1 177.5(6) . . . . ?
C13_1 C14_1 C15_1 N16_1 179.1(6) . . . . ?
C8_1 C14_1 C15_1 N16_1 -2.1(9) . . . . ?
C19_1 C18_1 C23_1 C22_1 0.5(9) . . . . ?
N16_1 C18_1 C23_1 C22_1 178.4(5) . . . . ?
C19_1 C18_1 C23_1 C27_1 179.8(7) . . . . ?
N16_1 C18_1 C23_1 C27_1 -2.3(10) . . . . ?
C11_1 C12_1 C13_1 C14_1 -2.1(10) . . . . ?
C8_1 C14_1 C13_1 C12_1 1.3(10) . . . . ?
C15_1 C14_1 C13_1 C12_1 -179.9(6) . . . . ?
C23_1 C18_1 C19_1 C20_1 -0.7(9) . . . . ?
N16_1 C18_1 C19_1 C20_1 -178.6(5) . . . . ?
C23_1 C18_1 C19_1 C24_1 -177.3(6) . . . . ?
N16_1 C18_1 C19_1 C24_1 4.8(9) . . . . ?
C18_1 C19_1 C20_1 C21_1 1.3(10) . . . . ?
C24_1 C19_1 C20_1 C21_1 178.0(7) . . . . ?
C18_1 C23_1 C27_1 C29_1 117.1(9) . . . . ?
C22_1 C23_1 C27_1 C29_1 -63.6(10) . . . . ?
C18_1 C23_1 C27_1 C28_1 -117.6(8) . . . . ?
C22_1 C23_1 C27_1 C28_1 61.7(10) . . . . ?
C18_1 C23_1 C22_1 C21_1 -0.8(10) . . . . ?
C27_1 C23_1 C22_1 C21_1 179.9(7) . . . . ?
C19_1 C20_1 C21_1 C22_1 -1.7(10) . . . . ?
C23_1 C22_1 C21_1 C20_1 1.4(11) . . . . ?
C18_1 C19_1 C24_1 C26_1 -129.2(7) . . . . ?
C20_1 C19_1 C24_1 C26_1 54.3(9) . . . . ?
C18_1 C19_1 C24_1 C25_1 106.7(8) . . . . ?
C20_1 C19_1 C24_1 C25_1 -69.9(8) . . . . ?
Cl3B_11 C1B_11 Cl2B_11 Cl3B_11 -117(2) . . . 2_556 ?
Cl1B_11 C1B_11 Cl2B_11 Cl3B_11 114(3) . . . 2_556 ?
Cl2B_11 C1B_11 Cl3B_11 Cl2B_11 119(2) . . . 2_546 ?
Cl1B_11 C1B_11 Cl3B_11 Cl2B_11 -116(3) . . . 2_546 ?
C1_12 C2_12 C3_12 C4_12 120(3) . . . . ?
C2_12 C3_12 C4_12 C5_12 138(3) . . . . ?
C3_12 C4_12 C5_12 C6_12 154(3) . . . . ?

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
C_1 H0_1 Cl2A_11^a 0.95 2.92 3.487(8) 119.2 4_656 yes
C_1 H0_1 Cl1C_11^c 0.95 2.90 3.533(16) 125.0 4_656 yes
C1B_11^b H1B_11^b O3_1 1.00 2.48 3.45(2) 165.3 2_546 yes
C1C_11^c H1C_11^c N4_1 1.00 2.60 3.49(3) 148.5 4_565 yes

_refine_diff_density_max         0.617
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.065



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4aPONiLT
_database_code_depnum_ccdc_archive 'CCDC 2383221'
loop_
_audit_author_name
_audit_author_address
'Nicola Demitri'
;Elettra Synchrotron XRD BLs
Italy
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-12-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H45 N4 O6, H2 O, C2 F3 O2, 5(C2 H F3 O2)'
_chemical_formula_sum            'C66 H52 F18 N4 O19'
_chemical_formula_weight         1547.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0012 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0042 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0077 0.0045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0129 0.0077 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.593(2)
_cell_length_b                   9.152(2)
_cell_length_c                   23.901(5)
_cell_angle_alpha                88.57(3)
_cell_angle_beta                 83.90(3)
_cell_angle_gamma                63.20(3)
_cell_volume                     1667.7(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8519
_cell_measurement_theta_min      2.176
_cell_measurement_theta_max      28.971

_exptl_crystal_description       'Thin plates'
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_F_000             790
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.104
_shelx_estimated_absorpt_T_min   0.990
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.620


_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_measurement_method       'Rotating crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD2 BL'
_diffrn_measurement_device_type  
;
'Arinax MD2s Goniometer, Pilatus 6M detector'
;

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            101359
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.176
_diffrn_reflns_theta_max         28.971
_diffrn_reflns_theta_full        21.839
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             13149
_reflns_number_gt                10011
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'MXCuBE3 (Mueller,2017)'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep3 for Windows - Coot'
_computing_publication_material  'enCIFer - publCIF'

_refine_special_details          
;
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq (Ufactors=1.5Ueq for methyl and hydroxyl groups). Anisotropic
thermal motion modeling has been applied to all atoms with occupancies > 75%
Geometric and thermal restrains (DFIX, DANG, SIMU) have been used for poorly
defined/disordered fragments. Disordered solvent and counterions molecules
have been found in crystal voids. Hydrogens have been placed on the basis of
additional experimental evidences. Hydrogens of water molecules could not be
located and have not been modeled (but their contribution has been included
in the reported crystal properties).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+6.1000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13149
_refine_ls_number_parameters     548
_refine_ls_number_restraints     328
_refine_ls_R_factor_all          0.1483
_refine_ls_R_factor_gt           0.1316
_refine_ls_wR_factor_ref         0.2610
_refine_ls_wR_factor_gt          0.2547
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000

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
O_20 O 0.5101(9) 0.5039(8) 0.9768(2) 0.0639(16) Uiso 0.5 1 d . . P A 1
OA_11 O 0.5187(13) 0.3655(12) 0.9137(4) 0.073(3) Uiso 0.360(6) 1 d D U P B 1
OXTA_11 O 0.369(2) 0.225(2) 0.8987(7) 0.159(6) Uiso 0.360(6) 1 d D U P B 1
H0A_11 H 0.301115 0.278339 0.926853 0.239 Uiso 0.180(3) 1 calc R U P B 1
C1A_11 C 0.4858(13) 0.2740(13) 0.8870(4) 0.135(4) Uiso 0.360(6) 1 d D U P B 1
C2A_11 C 0.5949(15) 0.2025(15) 0.8306(4) 0.136(4) Uiso 0.360(6) 1 d D U P B 1
F1A_11 F 0.684(2) 0.0397(12) 0.8296(6) 0.169(5) Uiso 0.360(6) 1 d D U P B 1
F2A_11 F 0.4960(15) 0.2426(18) 0.7885(4) 0.118(4) Uiso 0.360(6) 1 d D U P B 1
F3A_11 F 0.7100(16) 0.2614(17) 0.8180(6) 0.123(4) Uiso 0.360(6) 1 d D U P B 1
OB_11 O 0.463(3) 0.138(3) 0.9245(7) 0.173(6) Uiso 0.377(5) 1 d D U P C 2
OXTB_11 O 0.709(2) -0.036(2) 0.8766(8) 0.180(7) Uiso 0.377(5) 1 d D U P C 2
H0B_11 H 0.715780 -0.093771 0.904905 0.269 Uiso 0.189(3) 1 calc R U P C 2
C1B_11 C 0.573(2) 0.1035(19) 0.8850(6) 0.134(4) Uiso 0.377(5) 1 d D U P C 2
C2B_11 C 0.569(2) 0.2209(18) 0.8381(6) 0.135(4) Uiso 0.377(5) 1 d D U P C 2
F1B_11 F 0.623(2) 0.148(2) 0.7867(6) 0.170(5) Uiso 0.377(5) 1 d D U P C 2
F2B_11 F 0.4172(19) 0.3545(18) 0.8366(8) 0.184(5) Uiso 0.377(5) 1 d D U P C 2
F3B_11 F 0.6726(15) 0.2848(14) 0.8535(5) 0.109(3) Uiso 0.377(5) 1 d D U P C 2
OC_11 O 0.550(3) 0.223(3) 0.9310(8) 0.161(7) Uiso 0.261(6) 1 d D U P D 3
OXTC_11 O 0.318(2) 0.313(3) 0.8829(10) 0.147(7) Uiso 0.261(6) 1 d D U P D 3
H0C_11 H 0.261590 0.341077 0.914999 0.221 Uiso 0.131(3) 1 calc R U P D 3
C1C_11 C 0.483(2) 0.2525(18) 0.8873(7) 0.139(4) Uiso 0.261(6) 1 d D U P D 3
C2C_11 C 0.589(2) 0.222(2) 0.8296(7) 0.132(4) Uiso 0.261(6) 1 d D U P D 3
F1C_11 F 0.523(2) 0.342(2) 0.7925(7) 0.127(5) Uiso 0.261(6) 1 d D U P D 3
F2C_11 F 0.759(2) 0.177(3) 0.8305(8) 0.129(5) Uiso 0.261(6) 1 d D U P D 3
F3C_11 F 0.593(2) 0.082(2) 0.8108(7) 0.119(5) Uiso 0.261(6) 1 d D U P D 3
OA_12 O 0.671(3) 0.8385(19) 0.9661(8) 0.188(7) Uiso 0.375(7) 1 d D U P E 1
H0A_12 H 0.616702 0.834733 0.997110 0.282 Uiso 0.375(7) 1 calc R U P E 1
OXTA_12 O 0.734(2) 0.574(2) 0.9544(7) 0.140(5) Uiso 0.375(7) 1 d D U P E 1
C1A_12 C 0.7531(15) 0.6908(18) 0.9425(5) 0.173(5) Uiso 0.375(7) 1 d D U P E 1
C2A_12 C 0.8876(17) 0.6855(18) 0.8940(6) 0.179(4) Uiso 0.375(7) 1 d D U P E 1
F1A_12 F 0.807(2) 0.7861(19) 0.8546(6) 0.197(7) Uiso 0.375(7) 1 d D U P E 1
F2A_12 F 1.001(2) 0.729(2) 0.9109(6) 0.186(6) Uiso 0.375(7) 1 d D U P E 1
F3A_12 F 0.978(2) 0.5359(17) 0.8699(7) 0.194(6) Uiso 0.375(7) 1 d D U P E 1
OB_12 O 0.644(3) 0.673(4) 0.9727(11) 0.213(7) Uiso 0.316(6) 1 d D U P F 2
H0B_12 H 0.579744 0.700344 1.003508 0.319 Uiso 0.316(6) 1 calc R U P F 2
OXTB_12 O 0.799(3) 0.775(3) 1.0119(10) 0.208(7) Uiso 0.316(6) 1 d D U P F 2
C1B_12 C 0.783(2) 0.699(2) 0.9757(7) 0.177(5) Uiso 0.316(6) 1 d D U P F 2
C2B_12 C 0.919(2) 0.617(2) 0.9254(8) 0.174(4) Uiso 0.316(6) 1 d D U P F 2
F1B_12 F 0.894(2) 0.497(2) 0.9048(8) 0.143(5) Uiso 0.316(6) 1 d D U P F 2
F2B_12 F 0.895(3) 0.735(2) 0.8892(9) 0.198(6) Uiso 0.316(6) 1 d D U P F 2
F3B_12 F 1.087(2) 0.551(2) 0.9377(9) 0.166(6) Uiso 0.316(6) 1 d D U P F 2
OC_12 O 0.742(3) 0.810(2) 0.9628(11) 0.179(7) Uiso 0.308(6) 1 d D U P G 3
H0C_12 H 0.671933 0.857530 0.991231 0.268 Uiso 0.308(6) 1 calc R U P G 3
OXTC_12 O 0.857(3) 0.601(3) 1.0207(7) 0.149(6) Uiso 0.308(6) 1 d D U P G 3
C1C_12 C 0.850(2) 0.657(2) 0.9753(7) 0.176(5) Uiso 0.308(6) 1 d D U P G 3
C2C_12 C 0.962(2) 0.564(2) 0.9221(7) 0.175(4) Uiso 0.308(6) 1 d D U P G 3
F1C_12 F 1.077(3) 0.621(3) 0.9083(8) 0.162(6) Uiso 0.308(6) 1 d D U P G 3
F2C_12 F 1.046(3) 0.405(2) 0.9288(8) 0.184(6) Uiso 0.308(6) 1 d D U P G 3
F3C_12 F 0.866(3) 0.591(3) 0.8783(8) 0.205(6) Uiso 0.308(6) 1 d D U P G 3
O_13 O 0.7837(3) 0.8956(3) 0.53372(9) 0.0461(6) Uani 1 1 d D . . . .
H0_13 H 0.737629 0.891945 0.566196 0.069 Uiso 1 1 calc R U . H 1
OXT_13 O 0.5524(4) 1.1429(3) 0.53023(12) 0.0755(11) Uani 1 1 d D . . . .
C1A_13 C 0.6909(4) 1.0363(4) 0.51218(12) 0.0417(7) Uani 0.764(6) 1 d D . P I 1
C2A_13 C 0.7809(5) 1.0557(4) 0.45520(12) 0.0461(8) Uani 0.764(6) 1 d D . P I 1
F1A_13 F 0.7904(5) 1.1923(4) 0.45325(14) 0.0682(13) Uani 0.764(6) 1 d D . P I 1
F2A_13 F 0.9499(5) 0.9402(4) 0.44530(14) 0.0743(15) Uani 0.764(6) 1 d D . P I 1
F3A_13 F 0.6983(8) 1.0409(10) 0.41515(13) 0.144(3) Uani 0.764(6) 1 d D . P I 1
C1B_13 C 0.6909(4) 1.0363(4) 0.51218(12) 0.0417(7) Uani 0.236(6) 1 d D . P I 2
C2B_13 C 0.7809(5) 1.0557(4) 0.45520(12) 0.0461(8) Uani 0.236(6) 1 d D . P I 2
F1B_13 F 0.8979(15) 1.1020(18) 0.4625(5) 0.078(4) Uiso 0.236(6) 1 d D . P I 2
F2B_13 F 0.8459(14) 0.9267(10) 0.4218(4) 0.052(3) Uiso 0.236(6) 1 d D . P I 2
F3B_13 F 0.6618(12) 1.1801(11) 0.4266(4) 0.054(3) Uiso 0.236(6) 1 d D . P I 2
O1_1 O 0.0621(3) 1.0898(2) 0.89304(8) 0.0403(6) Uani 1 1 d . . . . .
O3_1 O 0.7728(2) 0.5387(2) 0.77008(8) 0.0341(5) Uani 1 1 d . . . . .
O2_1 O 0.6159(3) 0.9196(2) 0.63443(8) 0.0396(5) Uani 1 1 d . . . . .
N16_1 N 0.6929(2) 0.7278(2) 0.70194(8) 0.0223(4) Uani 1 1 d . . . . .
N4_1 N 0.2925(3) 0.7900(3) 0.93345(9) 0.0389(6) Uani 1 1 d . . . . .
H4_1 H 0.365897 0.694946 0.945871 0.047 Uiso 0.5 1 calc R U P . .
C10_1 C 0.4745(3) 0.7316(3) 0.84430(9) 0.0269(5) Uani 1 1 d . . . . .
H10_1 H 0.553745 0.628291 0.857265 0.032 Uiso 1 1 calc R U . . .
C12_1 C 0.1519(3) 1.2350(3) 0.73119(10) 0.0289(5) Uani 1 1 d . . . . .
H12_1 H 0.071892 1.336078 0.717084 0.035 Uiso 1 1 calc R U . . .
C8_1 C 0.3877(3) 0.9325(3) 0.77122(9) 0.0215(4) Uani 1 1 d . . . . .
C_1 C -0.1149(4) 1.1532(3) 0.97842(11) 0.0401(8) Uani 1 1 d . . . . .
H0_1 H -0.191055 1.255545 0.964054 0.048 Uiso 1 1 calc R U . . .
C18_1 C 0.8531(3) 0.6286(3) 0.66605(9) 0.0241(4) Uani 1 1 d . . . . .
C5_1 C 0.3239(3) 0.8361(3) 0.87963(10) 0.0298(5) Uani 1 1 d . . . . .
C7_1 C 0.2345(3) 1.0388(3) 0.80552(9) 0.0247(5) Uani 1 1 d . . . . .
C2_1 C 0.0303(4) 1.0459(3) 0.94615(11) 0.0379(7) Uani 1 1 d . . . . .
C11_1 C 0.1173(3) 1.1908(3) 0.78473(10) 0.0284(5) Uani 1 1 d . . . . .
H11_1 H 0.014762 1.262228 0.807762 0.034 Uiso 1 1 calc R U . . .
C9_1 C 0.5061(3) 0.7794(3) 0.79132(9) 0.0225(4) Uani 1 1 d . . . . .
C6_1 C 0.2078(3) 0.9862(3) 0.85999(10) 0.0296(5) Uani 1 1 d . . . . .
C17_1 C 0.6662(3) 0.6702(3) 0.75519(9) 0.0237(4) Uani 1 1 d . . . . .
C14_1 C 0.4205(3) 0.9826(3) 0.71692(9) 0.0227(4) Uani 1 1 d . . . . .
C3_1 C 0.1506(4) 0.8900(3) 0.96638(11) 0.0379(7) Uani 1 1 d . . . . .
C15_1 C 0.5809(3) 0.8772(3) 0.68116(9) 0.0254(5) Uani 1 1 d . . . . .
C23_1 C 0.8471(3) 0.5266(3) 0.62458(10) 0.0284(5) Uani 1 1 d . . . . .
C13_1 C 0.3048(3) 1.1316(3) 0.69727(10) 0.0268(5) Uani 1 1 d . . . . .
H13_1 H 0.328999 1.164175 0.660640 0.032 Uiso 1 1 calc R U . . .
C19_1 C 1.0036(3) 0.6454(3) 0.67395(11) 0.0284(5) Uani 1 1 d . . . . .
C20_1 C 1.1536(3) 0.5556(3) 0.63668(13) 0.0366(7) Uani 1 1 d . . . . .
H20_1 H 1.258538 0.563630 0.640350 0.044 Uiso 1 1 calc R U . . .
C27_1 C 0.6836(4) 0.5041(4) 0.61935(11) 0.0345(6) Uani 1 1 d . . . . .
H27_1 H 0.581392 0.599522 0.639238 0.041 Uiso 1 1 calc R U . . .
C22_1 C 1.0013(4) 0.4406(3) 0.58894(11) 0.0362(6) Uani 1 1 d . . . . .
H22_1 H 1.002782 0.370315 0.560094 0.043 Uiso 1 1 calc R U . . .
C21_1 C 1.1514(4) 0.4558(3) 0.59484(12) 0.0383(7) Uani 1 1 d . . . . .
H21_1 H 1.254161 0.397001 0.569819 0.046 Uiso 1 1 calc R U . . .
C24_1 C 1.0070(4) 0.7555(4) 0.71957(13) 0.0362(6) Uani 1 1 d . . . . .
H24_1 H 0.896373 0.788751 0.745381 0.043 Uiso 1 1 calc R U . . .
C29_1 C 0.6465(6) 0.5024(6) 0.55834(15) 0.0550(9) Uani 1 1 d . . . . .
H29A_1 H 0.544152 0.482195 0.557220 0.083 Uiso 1 1 calc R U . . .
H29B_1 H 0.748600 0.415416 0.536907 0.083 Uiso 1 1 calc R U . . .
H29C_1 H 0.623047 0.608359 0.541738 0.083 Uiso 1 1 calc R U . . .
C28_1 C 0.6982(5) 0.3503(5) 0.64905(17) 0.0487(8) Uani 1 1 d . . . . .
H28A_1 H 0.596878 0.332493 0.643091 0.073 Uiso 1 1 calc R U . . .
H28B_1 H 0.701035 0.363164 0.689458 0.073 Uiso 1 1 calc R U . . .
H28C_1 H 0.806151 0.256004 0.633754 0.073 Uiso 1 1 calc R U . . .
C26_1 C 1.0055(8) 0.9100(5) 0.69615(19) 0.0702(14) Uani 1 1 d . . . . .
H26A_1 H 1.005843 0.978620 0.726918 0.105 Uiso 1 1 calc R U . . .
H26B_1 H 0.899924 0.969806 0.676988 0.105 Uiso 1 1 calc R U . . .
H26C_1 H 1.109755 0.882311 0.669286 0.105 Uiso 1 1 calc R U . . .
C25_1 C 1.1588(7) 0.6670(6) 0.7551(2) 0.0683(13) Uani 1 1 d . . . . .
H25A_1 H 1.147623 0.574983 0.773619 0.102 Uiso 1 1 calc R U . . .
H25B_1 H 1.156366 0.743265 0.783601 0.102 Uiso 1 1 calc R U . . .
H25C_1 H 1.270000 0.625915 0.730774 0.102 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O_20 O_20 1.110(12) 2_667 ?
OA_11 C1A_11 1.212(7) . ?
OXTA_11 C1A_11 1.277(8) . ?
OXTA_11 H0A_11 0.8400 . ?
C1A_11 C2A_11 1.532(7) . ?
C2A_11 F3A_11 1.331(8) . ?
C2A_11 F2A_11 1.324(8) . ?
C2A_11 F1A_11 1.333(8) . ?
OB_11 C1B_11 1.200(11) . ?
OXTB_11 C1B_11 1.283(11) . ?
OXTB_11 H0B_11 0.8400 . ?
C1B_11 C2B_11 1.525(10) . ?
C2B_11 F2B_11 1.329(12) . ?
C2B_11 F3B_11 1.350(12) . ?
C2B_11 F1B_11 1.347(11) . ?
OC_11 C1C_11 1.208(11) . ?
OXTC_11 C1C_11 1.289(11) . ?
OXTC_11 H0C_11 0.8400 . ?
C1C_11 C2C_11 1.526(10) . ?
C2C_11 F2C_11 1.333(12) . ?
C2C_11 F3C_11 1.350(12) . ?
C2C_11 F1C_11 1.347(12) . ?
OA_12 C1A_12 1.317(8) . ?
OA_12 H0A_12 0.8400 . ?
OXTA_12 C1A_12 1.179(8) . ?
C1A_12 C2A_12 1.533(7) . ?
C2A_12 F2A_12 1.311(8) . ?
C2A_12 F1A_12 1.317(9) . ?
C2A_12 F3A_12 1.340(8) . ?
OB_12 C1B_12 1.329(12) . ?
OB_12 H0B_12 0.8400 . ?
OXTB_12 C1B_12 1.184(11) . ?
C1B_12 C2B_12 1.528(11) . ?
C2B_12 F2B_12 1.321(12) . ?
C2B_12 F1B_12 1.329(12) . ?
C2B_12 F3B_12 1.355(12) . ?
OC_12 C1C_12 1.333(12) . ?
OC_12 H0C_12 0.8400 . ?
OXTC_12 C1C_12 1.182(11) . ?
OXTC_12 F2C_12 1.52(3) 2_767 ?
C1C_12 C2C_12 1.525(11) . ?
C2C_12 F2C_12 1.319(12) . ?
C2C_12 F1C_12 1.323(13) . ?
C2C_12 F3C_12 1.350(12) . ?
O_13 C1B_13 1.299(4) . ?
O_13 C1A_13 1.299(4) . ?
O_13 H0_13 0.8400 . ?
OXT_13 C1B_13 1.191(4) . ?
OXT_13 C1A_13 1.191(4) . ?
C1A_13 C2A_13 1.540(3) . ?
C2A_13 F1A_13 1.289(4) . ?
C2A_13 F3A_13 1.295(4) . ?
C2A_13 F2A_13 1.356(4) . ?
C1B_13 C2B_13 1.540(3) . ?
C2B_13 F1B_13 1.284(8) . ?
C2B_13 F2B_13 1.305(7) . ?
C2B_13 F3B_13 1.367(7) . ?
O1_1 C2_1 1.359(3) . ?
O1_1 C6_1 1.359(3) . ?
O3_1 C17_1 1.212(3) . ?
O2_1 C15_1 1.225(3) . ?
N16_1 C15_1 1.387(3) . ?
N16_1 C17_1 1.401(3) . ?
N16_1 C18_1 1.455(3) . ?
N4_1 C3_1 1.330(3) . ?
N4_1 C5_1 1.381(3) . ?
N4_1 H4_1 0.8800 . ?
C10_1 C9_1 1.370(3) . ?
C10_1 C5_1 1.412(3) . ?
C10_1 H10_1 0.9500 . ?
C12_1 C11_1 1.375(3) . ?
C12_1 C13_1 1.403(3) . ?
C12_1 H12_1 0.9500 . ?
C8_1 C14_1 1.408(3) . ?
C8_1 C7_1 1.417(3) . ?
C8_1 C9_1 1.419(3) . ?
C_1 C2_1 1.358(3) . ?
C_1 C3_1 1.410(3) 2_577 ?
C_1 H0_1 0.9500 . ?
C18_1 C23_1 1.399(4) . ?
C18_1 C19_1 1.402(4) . ?
C5_1 C6_1 1.391(3) . ?
C7_1 C6_1 1.408(3) . ?
C7_1 C11_1 1.416(3) . ?
C2_1 C3_1 1.442(3) . ?
C11_1 H11_1 0.9500 . ?
C9_1 C17_1 1.479(3) . ?
C14_1 C13_1 1.383(3) . ?
C14_1 C15_1 1.467(3) . ?
C23_1 C22_1 1.398(3) . ?
C23_1 C27_1 1.527(4) . ?
C13_1 H13_1 0.9500 . ?
C19_1 C20_1 1.403(3) . ?
C19_1 C24_1 1.514(4) . ?
C20_1 C21_1 1.378(5) . ?
C20_1 H20_1 0.9500 . ?
C27_1 C28_1 1.520(5) . ?
C27_1 C29_1 1.527(5) . ?
C27_1 H27_1 1.0000 . ?
C22_1 C21_1 1.380(5) . ?
C22_1 H22_1 0.9500 . ?
C21_1 H21_1 0.9500 . ?
C24_1 C26_1 1.503(5) . ?
C24_1 C25_1 1.525(5) . ?
C24_1 H24_1 1.0000 . ?
C29_1 H29A_1 0.9800 . ?
C29_1 H29B_1 0.9800 . ?
C29_1 H29C_1 0.9800 . ?
C28_1 H28A_1 0.9800 . ?
C28_1 H28B_1 0.9800 . ?
C28_1 H28C_1 0.9800 . ?
C26_1 H26A_1 0.9800 . ?
C26_1 H26B_1 0.9800 . ?
C26_1 H26C_1 0.9800 . ?
C25_1 H25A_1 0.9800 . ?
C25_1 H25B_1 0.9800 . ?
C25_1 H25C_1 0.9800 . ?

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
C1A_11 OXTA_11 H0A_11 109.5 . . ?
OA_11 C1A_11 OXTA_11 129.3(8) . . ?
OA_11 C1A_11 C2A_11 118.6(7) . . ?
OXTA_11 C1A_11 C2A_11 112.1(7) . . ?
F3A_11 C2A_11 F2A_11 105.7(8) . . ?
F3A_11 C2A_11 F1A_11 107.4(8) . . ?
F2A_11 C2A_11 F1A_11 107.1(7) . . ?
F3A_11 C2A_11 C1A_11 111.0(7) . . ?
F2A_11 C2A_11 C1A_11 111.8(7) . . ?
F1A_11 C2A_11 C1A_11 113.4(7) . . ?
C1B_11 OXTB_11 H0B_11 109.5 . . ?
OXTB_11 C1B_11 OB_11 124.9(14) . . ?
OXTB_11 C1B_11 C2B_11 111.2(12) . . ?
OB_11 C1B_11 C2B_11 123.9(13) . . ?
F2B_11 C2B_11 F3B_11 101.4(11) . . ?
F2B_11 C2B_11 F1B_11 109.7(12) . . ?
F3B_11 C2B_11 F1B_11 112.5(13) . . ?
F2B_11 C2B_11 C1B_11 115.5(12) . . ?
F3B_11 C2B_11 C1B_11 103.8(9) . . ?
F1B_11 C2B_11 C1B_11 113.3(11) . . ?
C1C_11 OXTC_11 H0C_11 109.5 . . ?
OC_11 C1C_11 OXTC_11 125.5(14) . . ?
OC_11 C1C_11 C2C_11 123.2(14) . . ?
OXTC_11 C1C_11 C2C_11 111.3(12) . . ?
F2C_11 C2C_11 F3C_11 101.2(12) . . ?
F2C_11 C2C_11 F1C_11 109.4(13) . . ?
F3C_11 C2C_11 F1C_11 110.6(13) . . ?
F2C_11 C2C_11 C1C_11 115.1(12) . . ?
F3C_11 C2C_11 C1C_11 103.7(11) . . ?
F1C_11 C2C_11 C1C_11 115.6(12) . . ?
C1A_12 OA_12 H0A_12 109.5 . . ?
OXTA_12 C1A_12 OA_12 128.5(8) . . ?
OXTA_12 C1A_12 C2A_12 121.2(8) . . ?
OA_12 C1A_12 C2A_12 110.3(7) . . ?
F2A_12 C2A_12 F1A_12 108.0(8) . . ?
F2A_12 C2A_12 F3A_12 107.6(8) . . ?
F1A_12 C2A_12 F3A_12 107.1(8) . . ?
F2A_12 C2A_12 C1A_12 111.8(8) . . ?
F1A_12 C2A_12 C1A_12 109.9(7) . . ?
F3A_12 C2A_12 C1A_12 112.1(7) . . ?
C1B_12 OB_12 H0B_12 109.5 . . ?
OXTB_12 C1B_12 OB_12 125.2(15) . . ?
OXTB_12 C1B_12 C2B_12 124.4(14) . . ?
OB_12 C1B_12 C2B_12 110.4(12) . . ?
F2B_12 C2B_12 F1B_12 112.7(14) . . ?
F2B_12 C2B_12 F3B_12 108.4(14) . . ?
F1B_12 C2B_12 F3B_12 107.3(13) . . ?
F2B_12 C2B_12 C1B_12 105.1(12) . . ?
F1B_12 C2B_12 C1B_12 109.1(12) . . ?
F3B_12 C2B_12 C1B_12 114.3(12) . . ?
C1C_12 OC_12 H0C_12 109.5 . . ?
OXTC_12 C1C_12 OC_12 125.3(15) . . ?
OXTC_12 C1C_12 C2C_12 125.1(14) . . ?
OC_12 C1C_12 C2C_12 109.6(12) . . ?
F2C_12 C2C_12 F1C_12 109.4(14) . . ?
F2C_12 C2C_12 F3C_12 108.2(14) . . ?
F1C_12 C2C_12 F3C_12 107.0(14) . . ?
F2C_12 C2C_12 C1C_12 112.9(13) . . ?
F1C_12 C2C_12 C1C_12 107.4(12) . . ?
F3C_12 C2C_12 C1C_12 111.8(13) . . ?
C1A_13 O_13 H0_13 109.5 . . ?
OXT_13 C1A_13 O_13 128.9(3) . . ?
OXT_13 C1A_13 C2A_13 119.8(3) . . ?
O_13 C1A_13 C2A_13 111.2(2) . . ?
F1A_13 C2A_13 F3A_13 111.9(4) . . ?
F1A_13 C2A_13 F2A_13 104.1(3) . . ?
F3A_13 C2A_13 F2A_13 107.1(4) . . ?
F1A_13 C2A_13 C1A_13 111.7(3) . . ?
F3A_13 C2A_13 C1A_13 109.1(3) . . ?
F2A_13 C2A_13 C1A_13 112.9(3) . . ?
OXT_13 C1B_13 O_13 128.9(3) . . ?
OXT_13 C1B_13 C2B_13 119.8(3) . . ?
O_13 C1B_13 C2B_13 111.2(2) . . ?
F1B_13 C2B_13 F2B_13 110.8(8) . . ?
F1B_13 C2B_13 F3B_13 104.5(8) . . ?
F2B_13 C2B_13 F3B_13 106.1(6) . . ?
F1B_13 C2B_13 C1B_13 110.7(6) . . ?
F2B_13 C2B_13 C1B_13 114.5(5) . . ?
F3B_13 C2B_13 C1B_13 109.6(5) . . ?
C2_1 O1_1 C6_1 119.30(18) . . ?
C15_1 N16_1 C17_1 124.93(17) . . ?
C15_1 N16_1 C18_1 116.51(17) . . ?
C17_1 N16_1 C18_1 118.50(17) . . ?
C3_1 N4_1 C5_1 119.6(2) . . ?
C3_1 N4_1 H4_1 120.2 . . ?
C5_1 N4_1 H4_1 120.2 . . ?
C9_1 C10_1 C5_1 119.84(19) . . ?
C9_1 C10_1 H10_1 120.1 . . ?
C5_1 C10_1 H10_1 120.1 . . ?
C11_1 C12_1 C13_1 120.4(2) . . ?
C11_1 C12_1 H12_1 119.8 . . ?
C13_1 C12_1 H12_1 119.8 . . ?
C14_1 C8_1 C7_1 118.55(18) . . ?
C14_1 C8_1 C9_1 120.77(18) . . ?
C7_1 C8_1 C9_1 120.68(18) . . ?
C2_1 C_1 C3_1 118.8(2) . 2_577 ?
C2_1 C_1 H0_1 120.6 . . ?
C3_1 C_1 H0_1 120.6 2_577 . ?
C23_1 C18_1 C19_1 123.8(2) . . ?
C23_1 C18_1 N16_1 118.5(2) . . ?
C19_1 C18_1 N16_1 117.7(2) . . ?
N4_1 C5_1 C6_1 120.18(19) . . ?
N4_1 C5_1 C10_1 120.23(19) . . ?
C6_1 C5_1 C10_1 119.6(2) . . ?
C6_1 C7_1 C11_1 123.02(19) . . ?
C6_1 C7_1 C8_1 117.01(18) . . ?
C11_1 C7_1 C8_1 119.97(19) . . ?
C_1 C2_1 O1_1 117.9(2) . . ?
C_1 C2_1 C3_1 122.5(2) . . ?
O1_1 C2_1 C3_1 119.6(2) . . ?
C12_1 C11_1 C7_1 120.01(19) . . ?
C12_1 C11_1 H11_1 120.0 . . ?
C7_1 C11_1 H11_1 120.0 . . ?
C10_1 C9_1 C8_1 120.63(18) . . ?
C10_1 C9_1 C17_1 119.29(18) . . ?
C8_1 C9_1 C17_1 120.08(18) . . ?
O1_1 C6_1 C5_1 121.0(2) . . ?
O1_1 C6_1 C7_1 116.76(19) . . ?
C5_1 C6_1 C7_1 122.24(19) . . ?
O3_1 C17_1 N16_1 120.29(19) . . ?
O3_1 C17_1 C9_1 123.18(19) . . ?
N16_1 C17_1 C9_1 116.51(17) . . ?
C13_1 C14_1 C8_1 120.76(19) . . ?
C13_1 C14_1 C15_1 119.55(19) . . ?
C8_1 C14_1 C15_1 119.68(18) . . ?
N4_1 C3_1 C_1 121.1(2) . 2_577 ?
N4_1 C3_1 C2_1 120.3(2) . . ?
C_1 C3_1 C2_1 118.6(2) 2_577 . ?
O2_1 C15_1 N16_1 120.7(2) . . ?
O2_1 C15_1 C14_1 121.26(19) . . ?
N16_1 C15_1 C14_1 118.00(18) . . ?
C22_1 C23_1 C18_1 116.6(3) . . ?
C22_1 C23_1 C27_1 121.1(3) . . ?
C18_1 C23_1 C27_1 122.3(2) . . ?
C14_1 C13_1 C12_1 120.3(2) . . ?
C14_1 C13_1 H13_1 119.8 . . ?
C12_1 C13_1 H13_1 119.8 . . ?
C18_1 C19_1 C20_1 116.5(3) . . ?
C18_1 C19_1 C24_1 122.7(2) . . ?
C20_1 C19_1 C24_1 120.7(3) . . ?
C21_1 C20_1 C19_1 121.1(3) . . ?
C21_1 C20_1 H20_1 119.5 . . ?
C19_1 C20_1 H20_1 119.5 . . ?
C28_1 C27_1 C23_1 110.1(2) . . ?
C28_1 C27_1 C29_1 111.3(3) . . ?
C23_1 C27_1 C29_1 112.8(3) . . ?
C28_1 C27_1 H27_1 107.5 . . ?
C23_1 C27_1 H27_1 107.5 . . ?
C29_1 C27_1 H27_1 107.5 . . ?
C21_1 C22_1 C23_1 121.3(3) . . ?
C21_1 C22_1 H22_1 119.3 . . ?
C23_1 C22_1 H22_1 119.3 . . ?
C20_1 C21_1 C22_1 120.6(2) . . ?
C20_1 C21_1 H21_1 119.7 . . ?
C22_1 C21_1 H21_1 119.7 . . ?
C26_1 C24_1 C19_1 111.9(3) . . ?
C26_1 C24_1 C25_1 111.4(4) . . ?
C19_1 C24_1 C25_1 112.5(3) . . ?
C26_1 C24_1 H24_1 106.9 . . ?
C19_1 C24_1 H24_1 106.9 . . ?
C25_1 C24_1 H24_1 106.9 . . ?
C27_1 C29_1 H29A_1 109.5 . . ?
C27_1 C29_1 H29B_1 109.5 . . ?
H29A_1 C29_1 H29B_1 109.5 . . ?
C27_1 C29_1 H29C_1 109.5 . . ?
H29A_1 C29_1 H29C_1 109.5 . . ?
H29B_1 C29_1 H29C_1 109.5 . . ?
C27_1 C28_1 H28A_1 109.5 . . ?
C27_1 C28_1 H28B_1 109.5 . . ?
H28A_1 C28_1 H28B_1 109.5 . . ?
C27_1 C28_1 H28C_1 109.5 . . ?
H28A_1 C28_1 H28C_1 109.5 . . ?
H28B_1 C28_1 H28C_1 109.5 . . ?
C24_1 C26_1 H26A_1 109.5 . . ?
C24_1 C26_1 H26B_1 109.5 . . ?
H26A_1 C26_1 H26B_1 109.5 . . ?
C24_1 C26_1 H26C_1 109.5 . . ?
H26A_1 C26_1 H26C_1 109.5 . . ?
H26B_1 C26_1 H26C_1 109.5 . . ?
C24_1 C25_1 H25A_1 109.5 . . ?
C24_1 C25_1 H25B_1 109.5 . . ?
H25A_1 C25_1 H25B_1 109.5 . . ?
C24_1 C25_1 H25C_1 109.5 . . ?
H25A_1 C25_1 H25C_1 109.5 . . ?
H25B_1 C25_1 H25C_1 109.5 . . ?

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
OA_11 C1A_11 C2A_11 F3A_11 -2.9(11) . . . . ?
OXTA_11 C1A_11 C2A_11 F3A_11 177.0(11) . . . . ?
OA_11 C1A_11 C2A_11 F2A_11 -120.7(11) . . . . ?
OXTA_11 C1A_11 C2A_11 F2A_11 59.2(11) . . . . ?
OA_11 C1A_11 C2A_11 F1A_11 118.1(11) . . . . ?
OXTA_11 C1A_11 C2A_11 F1A_11 -62.0(11) . . . . ?
OXTB_11 C1B_11 C2B_11 F2B_11 166.5(14) . . . . ?
OB_11 C1B_11 C2B_11 F2B_11 -13.6(14) . . . . ?
OXTB_11 C1B_11 C2B_11 F3B_11 -83.5(12) . . . . ?
OB_11 C1B_11 C2B_11 F3B_11 96.4(12) . . . . ?
OXTB_11 C1B_11 C2B_11 F1B_11 38.9(14) . . . . ?
OB_11 C1B_11 C2B_11 F1B_11 -141.3(14) . . . . ?
OC_11 C1C_11 C2C_11 F2C_11 -7.5(18) . . . . ?
OXTC_11 C1C_11 C2C_11 F2C_11 172.6(17) . . . . ?
OC_11 C1C_11 C2C_11 F3C_11 102.1(16) . . . . ?
OXTC_11 C1C_11 C2C_11 F3C_11 -77.8(16) . . . . ?
OC_11 C1C_11 C2C_11 F1C_11 -136.7(17) . . . . ?
OXTC_11 C1C_11 C2C_11 F1C_11 43.4(17) . . . . ?
OXTA_12 C1A_12 C2A_12 F2A_12 -122.7(12) . . . . ?
OA_12 C1A_12 C2A_12 F2A_12 57.4(12) . . . . ?
OXTA_12 C1A_12 C2A_12 F1A_12 117.3(12) . . . . ?
OA_12 C1A_12 C2A_12 F1A_12 -62.6(12) . . . . ?
OXTA_12 C1A_12 C2A_12 F3A_12 -1.7(13) . . . . ?
OA_12 C1A_12 C2A_12 F3A_12 178.4(13) . . . . ?
OXTB_12 C1B_12 C2B_12 F2B_12 -81.5(18) . . . . ?
OB_12 C1B_12 C2B_12 F2B_12 98.4(18) . . . . ?
OXTB_12 C1B_12 C2B_12 F1B_12 157.4(17) . . . . ?
OB_12 C1B_12 C2B_12 F1B_12 -22.7(17) . . . . ?
OXTB_12 C1B_12 C2B_12 F3B_12 37.3(19) . . . . ?
OB_12 C1B_12 C2B_12 F3B_12 -142.8(19) . . . . ?
F2C_12 OXTC_12 C1C_12 OC_12 -86(2) 2_767 . . . ?
F2C_12 OXTC_12 C1C_12 C2C_12 94(2) 2_767 . . . ?
OXTC_12 C1C_12 C2C_12 F2C_12 12.8(18) . . . . ?
OC_12 C1C_12 C2C_12 F2C_12 -167.2(18) . . . . ?
OXTC_12 C1C_12 C2C_12 F1C_12 -107.8(17) . . . . ?
OC_12 C1C_12 C2C_12 F1C_12 72.2(17) . . . . ?
OXTC_12 C1C_12 C2C_12 F3C_12 135.1(18) . . . . ?
OC_12 C1C_12 C2C_12 F3C_12 -44.9(18) . . . . ?
F1C_12 C2C_12 F2C_12 OXTC_12 64.4(17) . . . 2_767 ?
F3C_12 C2C_12 F2C_12 OXTC_12 -179.3(17) . . . 2_767 ?
C1C_12 C2C_12 F2C_12 OXTC_12 -55.1(18) . . . 2_767 ?
OXT_13 C1A_13 C2A_13 F1A_13 51.4(6) . . . . ?
O_13 C1A_13 C2A_13 F1A_13 -129.6(4) . . . . ?
OXT_13 C1A_13 C2A_13 F3A_13 -72.8(6) . . . . ?
O_13 C1A_13 C2A_13 F3A_13 106.2(5) . . . . ?
OXT_13 C1A_13 C2A_13 F2A_13 168.3(4) . . . . ?
O_13 C1A_13 C2A_13 F2A_13 -12.6(5) . . . . ?
OXT_13 C1B_13 C2B_13 F1B_13 98.8(8) . . . . ?
O_13 C1B_13 C2B_13 F1B_13 -82.1(8) . . . . ?
OXT_13 C1B_13 C2B_13 F2B_13 -135.0(7) . . . . ?
O_13 C1B_13 C2B_13 F2B_13 44.0(7) . . . . ?
OXT_13 C1B_13 C2B_13 F3B_13 -15.9(7) . . . . ?
O_13 C1B_13 C2B_13 F3B_13 163.1(6) . . . . ?
C15_1 N16_1 C18_1 C23_1 -85.0(3) . . . . ?
C17_1 N16_1 C18_1 C23_1 97.7(3) . . . . ?
C15_1 N16_1 C18_1 C19_1 92.8(3) . . . . ?
C17_1 N16_1 C18_1 C19_1 -84.5(3) . . . . ?
C3_1 N4_1 C5_1 C6_1 0.0(5) . . . . ?
C3_1 N4_1 C5_1 C10_1 179.6(3) . . . . ?
C9_1 C10_1 C5_1 N4_1 -179.0(3) . . . . ?
C9_1 C10_1 C5_1 C6_1 0.7(5) . . . . ?
C14_1 C8_1 C7_1 C6_1 -178.7(3) . . . . ?
C9_1 C8_1 C7_1 C6_1 0.9(4) . . . . ?
C14_1 C8_1 C7_1 C11_1 0.7(4) . . . . ?
C9_1 C8_1 C7_1 C11_1 -179.7(3) . . . . ?
C3_1 C_1 C2_1 O1_1 179.8(3) 2_577 . . . ?
C3_1 C_1 C2_1 C3_1 -0.7(6) 2_577 . . . ?
C6_1 O1_1 C2_1 C_1 179.0(3) . . . . ?
C6_1 O1_1 C2_1 C3_1 -0.5(5) . . . . ?
C13_1 C12_1 C11_1 C7_1 -1.2(5) . . . . ?
C6_1 C7_1 C11_1 C12_1 179.6(3) . . . . ?
C8_1 C7_1 C11_1 C12_1 0.2(4) . . . . ?
C5_1 C10_1 C9_1 C8_1 -0.7(4) . . . . ?
C5_1 C10_1 C9_1 C17_1 178.7(3) . . . . ?
C14_1 C8_1 C9_1 C10_1 179.5(3) . . . . ?
C7_1 C8_1 C9_1 C10_1 -0.1(4) . . . . ?
C14_1 C8_1 C9_1 C17_1 0.1(4) . . . . ?
C7_1 C8_1 C9_1 C17_1 -179.6(3) . . . . ?
C2_1 O1_1 C6_1 C5_1 0.4(5) . . . . ?
C2_1 O1_1 C6_1 C7_1 -179.6(3) . . . . ?
N4_1 C5_1 C6_1 O1_1 -0.1(5) . . . . ?
C10_1 C5_1 C6_1 O1_1 -179.8(3) . . . . ?
N4_1 C5_1 C6_1 C7_1 179.8(3) . . . . ?
C10_1 C5_1 C6_1 C7_1 0.2(5) . . . . ?
C11_1 C7_1 C6_1 O1_1 -0.4(4) . . . . ?
C8_1 C7_1 C6_1 O1_1 179.0(3) . . . . ?
C11_1 C7_1 C6_1 C5_1 179.7(3) . . . . ?
C8_1 C7_1 C6_1 C5_1 -1.0(4) . . . . ?
C15_1 N16_1 C17_1 O3_1 -178.9(3) . . . . ?
C18_1 N16_1 C17_1 O3_1 -1.9(4) . . . . ?
C15_1 N16_1 C17_1 C9_1 -0.2(4) . . . . ?
C18_1 N16_1 C17_1 C9_1 176.8(2) . . . . ?
C10_1 C9_1 C17_1 O3_1 0.0(4) . . . . ?
C8_1 C9_1 C17_1 O3_1 179.5(3) . . . . ?
C10_1 C9_1 C17_1 N16_1 -178.6(3) . . . . ?
C8_1 C9_1 C17_1 N16_1 0.8(4) . . . . ?
C7_1 C8_1 C14_1 C13_1 -0.6(4) . . . . ?
C9_1 C8_1 C14_1 C13_1 179.8(3) . . . . ?
C7_1 C8_1 C14_1 C15_1 178.1(3) . . . . ?
C9_1 C8_1 C14_1 C15_1 -1.5(4) . . . . ?
C5_1 N4_1 C3_1 C_1 -179.9(3) . . . 2_577 ?
C5_1 N4_1 C3_1 C2_1 -0.1(5) . . . . ?
C_1 C2_1 C3_1 N4_1 -179.1(4) . . . . ?
O1_1 C2_1 C3_1 N4_1 0.4(6) . . . . ?
C_1 C2_1 C3_1 C_1 0.7(6) . . . 2_577 ?
O1_1 C2_1 C3_1 C_1 -179.9(3) . . . 2_577 ?
C17_1 N16_1 C15_1 O2_1 178.6(3) . . . . ?
C18_1 N16_1 C15_1 O2_1 1.5(4) . . . . ?
C17_1 N16_1 C15_1 C14_1 -1.2(4) . . . . ?
C18_1 N16_1 C15_1 C14_1 -178.3(2) . . . . ?
C13_1 C14_1 C15_1 O2_1 1.0(4) . . . . ?
C8_1 C14_1 C15_1 O2_1 -177.7(3) . . . . ?
C13_1 C14_1 C15_1 N16_1 -179.2(3) . . . . ?
C8_1 C14_1 C15_1 N16_1 2.1(4) . . . . ?
C19_1 C18_1 C23_1 C22_1 -1.3(3) . . . . ?
N16_1 C18_1 C23_1 C22_1 176.4(2) . . . . ?
C19_1 C18_1 C23_1 C27_1 176.5(2) . . . . ?
N16_1 C18_1 C23_1 C27_1 -5.8(3) . . . . ?
C8_1 C14_1 C13_1 C12_1 -0.4(4) . . . . ?
C15_1 C14_1 C13_1 C12_1 -179.1(3) . . . . ?
C11_1 C12_1 C13_1 C14_1 1.4(5) . . . . ?
C23_1 C18_1 C19_1 C20_1 1.3(3) . . . . ?
N16_1 C18_1 C19_1 C20_1 -176.4(2) . . . . ?
C23_1 C18_1 C19_1 C24_1 -179.4(2) . . . . ?
N16_1 C18_1 C19_1 C24_1 2.9(3) . . . . ?
C18_1 C19_1 C20_1 C21_1 -0.3(4) . . . . ?
C24_1 C19_1 C20_1 C21_1 -179.6(2) . . . . ?
C22_1 C23_1 C27_1 C28_1 81.1(3) . . . . ?
C18_1 C23_1 C27_1 C28_1 -96.6(3) . . . . ?
C22_1 C23_1 C27_1 C29_1 -43.9(4) . . . . ?
C18_1 C23_1 C27_1 C29_1 138.4(3) . . . . ?
C18_1 C23_1 C22_1 C21_1 0.2(4) . . . . ?
C27_1 C23_1 C22_1 C21_1 -177.5(2) . . . . ?
C19_1 C20_1 C21_1 C22_1 -0.7(4) . . . . ?
C23_1 C22_1 C21_1 C20_1 0.7(4) . . . . ?
C18_1 C19_1 C24_1 C26_1 -104.9(4) . . . . ?
C20_1 C19_1 C24_1 C26_1 74.4(4) . . . . ?
C18_1 C19_1 C24_1 C25_1 128.8(3) . . . . ?
C20_1 C19_1 C24_1 C25_1 -51.9(4) . . . . ?

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
OXTC_11^c H0C_11^c OXTC_12^c 0.84 1.70 2.54(3) 178.4 2_667 yes
OXTC_11^c H0C_11^c F2C_12^c 0.84 1.67 2.26(3) 124.7 1_455 yes
OA_12^a H0A_12^a OXTA_11^a 0.84 2.54 3.28(3) 147.3 2_667 yes
OB_12^b H0B_12^b OB_11^b 0.84 2.19 2.86(3) 137.0 2_667 yes
O_13 H0_13^a O2_1 0.84 1.80 2.631(3) 170.5 . yes
N4_1 H4_1 O_20^a 0.88 1.82 2.699(7) 175.8 . yes
N4_1 H4_1 O_20^a 0.88 2.52 3.329(7) 152.6 2_667 yes
N4_1 H4_1 OB_12^b 0.88 2.46 2.96(2) 117.0 . yes
C_1 H0_1 O_20^a 0.95 2.54 3.374(7) 146.4 1_465 yes
C_1 H0_1 OA_11^a 0.95 2.64 3.384(11) 135.0 1_465 yes

_refine_diff_density_max         0.874
_refine_diff_density_min         -0.820
_refine_diff_density_rms         0.103



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4aPONiRT
_database_code_depnum_ccdc_archive 'CCDC 2383222'
loop_
_audit_author_name
_audit_author_address
'Nicola Demitri'
;Elettra Synchrotron XRD BLs
Italy
;
_audit_update_record             
;
2024-09-11 deposited with the CCDC.	2024-12-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H45 N4 O6, H2 O, C2 F3 O2, 5(C2 H F3 O2)'
_chemical_formula_sum            'C66 H52 F18 N4 O19'
_chemical_formula_weight         1547.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0012 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0042 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0077 0.0045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0129 0.0077 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.773(2)
_cell_length_b                   9.322(2)
_cell_length_c                   24.333(5)
_cell_angle_alpha                87.25(3)
_cell_angle_beta                 81.84(3)
_cell_angle_gamma                62.29(3)
_cell_volume                     1743.5(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9173
_cell_measurement_theta_min      1.475
_cell_measurement_theta_max      27.122

_exptl_crystal_description       'Thin plates'
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_F_000             790
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.100
_shelx_estimated_absorpt_T_min   0.990
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.620


_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_measurement_method       'Rotating crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD2 BL'
_diffrn_measurement_device_type  
;
'Arinax MD2s Goniometer, Pilatus 6M detector'
;

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            68641
_diffrn_reflns_av_unetI/netI     0.0883
_diffrn_reflns_av_R_equivalents  0.0817
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.475
_diffrn_reflns_theta_max         27.122
_diffrn_reflns_theta_full        21.839
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             11050
_reflns_number_gt                7457
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'MXCuBE3 (Mueller,2017)'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep3 for Windows - Coot'
_computing_publication_material  'enCIFer - publCIF'

_refine_special_details          
;
Hydrogen atoms were included at calculated positions with isotropic 
Ufactors=1.2Ueq (Ufactors=1.5Ueq for methyl and hydroxyl groups). Anisotropic
thermal motion modeling has been applied to all atoms with occupancies > 75%
Geometric and thermal restrains (DFIX, DANG, SIMU) have been used for poorly
defined/disordered fragments. Disordered solvent and counterions molecules
have been found in crystal voids. Hydrogens have been placed on the basis of
additional experimental evidences. Hydrogens of water molecules could not be
located and have not been modeled (but their contribution has been included
in the reported crystal properties).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+2.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/3 (Sheldrick 2015)'
_refine_ls_extinction_coef       0.053(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         11050
_refine_ls_number_parameters     488
_refine_ls_number_restraints     162
_refine_ls_R_factor_all          0.1437
_refine_ls_R_factor_gt           0.1208
_refine_ls_wR_factor_ref         0.3000
_refine_ls_wR_factor_gt          0.2872
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.029
_refine_ls_shift/su_mean         0.002

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
O_20 O 0.4989(10) 0.5076(10) 0.9818(3) 0.100(2) Uiso 0.5 1 d . . P A 1
OA_11 O 0.5221(18) 0.3342(17) 0.9133(5) 0.235(6) Uiso 0.578(8) 1 d D U P B 1
OXTA_11 O 0.439(3) 0.142(2) 0.8970(8) 0.348(8) Uiso 0.578(8) 1 d D U P B 1
H0A_11 H 0.355250 0.183920 0.921164 0.523 Uiso 0.289(4) 1 calc R U P B 1
C1A_11 C 0.5061(14) 0.2356(15) 0.8864(5) 0.329(6) Uiso 0.578(8) 1 d D U P B 1
C2A_11 C 0.5870(18) 0.2216(18) 0.8243(5) 0.324(6) Uiso 0.578(8) 1 d D U P B 1
F1A_11 F 0.610(2) 0.0875(19) 0.8010(6) 0.295(6) Uiso 0.578(8) 1 d D U P B 1
F2A_11 F 0.486(2) 0.344(2) 0.7965(6) 0.341(7) Uiso 0.578(8) 1 d D U P B 1
F3A_11 F 0.7388(17) 0.219(2) 0.8202(6) 0.310(7) Uiso 0.578(8) 1 d D U P B 1
OB_11 O 0.297(3) 0.322(3) 0.8874(13) 0.373(11) Uiso 0.422(8) 1 d D U P B 2
OXTB_11 O 0.502(4) 0.112(4) 0.9331(11) 0.378(11) Uiso 0.422(8) 1 d D U P B 2
H0B_11 H 0.432548 0.137701 0.961781 0.567 Uiso 0.211(4) 1 calc R U P B 2
C1B_11 C 0.436(3) 0.211(3) 0.8958(8) 0.335(7) Uiso 0.422(8) 1 d D U P B 2
C2B_11 C 0.575(3) 0.184(3) 0.8440(8) 0.328(6) Uiso 0.422(8) 1 d D U P B 2
F1B_11 F 0.503(3) 0.210(3) 0.7978(8) 0.276(7) Uiso 0.422(8) 1 d D U P B 2
F2B_11 F 0.636(3) 0.288(3) 0.8460(10) 0.336(7) Uiso 0.422(8) 1 d D U P B 2
F3B_11 F 0.695(3) 0.034(2) 0.8480(11) 0.328(8) Uiso 0.422(8) 1 d D U P B 2
OA_12 O 0.626(2) 0.883(2) 0.9655(9) 0.350(9) Uiso 0.547(8) 1 d D U P C 1
H0A_12 H 0.579208 0.931322 0.995380 0.525 Uiso 0.547(8) 1 calc R U P C 1
OXTA_12 O 0.820(3) 0.690(3) 1.0147(6) 0.364(9) Uiso 0.547(8) 1 d D U P C 1
C1A_12 C 0.7668(18) 0.7532(18) 0.9728(6) 0.339(6) Uiso 0.547(8) 1 d D U P C 1
C2A_12 C 0.8763(18) 0.6749(17) 0.9170(5) 0.335(6) Uiso 0.547(8) 1 d D U P C 1
F1A_12 F 0.813(2) 0.7650(18) 0.8747(6) 0.307(7) Uiso 0.547(8) 1 d D U P C 1
F2A_12 F 1.0399(16) 0.647(2) 0.9140(7) 0.301(6) Uiso 0.547(8) 1 d D U P C 1
F3A_12 F 0.884(2) 0.5316(16) 0.9094(7) 0.339(7) Uiso 0.547(8) 1 d D U P C 1
OB_12 O 0.701(4) 0.858(3) 0.9770(12) 0.343(9) Uiso 0.453(8) 1 d D U P C 2
H0B_12 H 0.747845 0.850638 1.004660 0.515 Uiso 0.453(8) 1 calc R U P C 2
OXTB_12 O 0.685(3) 0.625(3) 0.9647(11) 0.344(10) Uiso 0.453(8) 1 d D U P C 2
C1B_12 C 0.748(2) 0.714(3) 0.9577(7) 0.338(6) Uiso 0.453(8) 1 d D U P C 2
C2B_12 C 0.920(2) 0.654(2) 0.9181(9) 0.336(6) Uiso 0.453(8) 1 d D U P C 2
F1B_12 F 0.945(3) 0.779(2) 0.9039(9) 0.291(7) Uiso 0.453(8) 1 d D U P C 2
F2B_12 F 1.062(2) 0.543(3) 0.9374(10) 0.345(9) Uiso 0.453(8) 1 d D U P C 2
F3B_12 F 0.910(3) 0.587(3) 0.8726(9) 0.339(8) Uiso 0.453(8) 1 d D U P C 2
O_13 O 0.7765(5) 0.9006(4) 0.53281(14) 0.1266(15) Uani 1 1 d D . . . .
H0_13 H 0.737496 0.897392 0.565274 0.190 Uiso 1 1 calc R U . D 1
OXT_13 O 0.5673(8) 1.1508(6) 0.5369(2) 0.201(3) Uani 1 1 d D . . . .
C1A_13 C 0.6925(6) 1.0408(5) 0.51470(15) 0.0896(13) Uani 0.775(8) 1 d D . P E 1
C2A_13 C 0.7706(6) 1.0620(5) 0.45605(14) 0.0871(13) Uani 0.775(8) 1 d D . P E 1
F1A_13 F 0.7769(10) 1.1972(6) 0.4537(2) 0.160(3) Uani 0.775(8) 1 d D . P E 1
F2A_13 F 0.9323(6) 0.9517(6) 0.4424(2) 0.153(3) Uani 0.775(8) 1 d D . P E 1
F3A_13 F 0.6821(10) 1.0564(14) 0.41920(17) 0.210(5) Uani 0.775(8) 1 d D . P E 1
C1B_13 C 0.6925(6) 1.0408(5) 0.51470(15) 0.0896(13) Uani 0.225(8) 1 d D . P E 2
C2B_13 C 0.7706(6) 1.0620(5) 0.45605(14) 0.0871(13) Uani 0.225(8) 1 d D . P E 2
F1B_13 F 0.9113(17) 1.070(3) 0.4547(6) 0.116(6) Uiso 0.225(8) 1 d D . P E 2
F2B_13 F 0.805(2) 0.9397(14) 0.4229(5) 0.100(5) Uiso 0.225(8) 1 d D . P E 2
F3B_13 F 0.6614(16) 1.1823(15) 0.4312(6) 0.098(5) Uiso 0.225(8) 1 d D . P E 2
O1_1 O 0.0618(2) 1.0847(2) 0.89292(7) 0.0486(5) Uani 1 1 d . . . . .
O3_1 O 0.7735(3) 0.5383(2) 0.77091(8) 0.0588(6) Uani 1 1 d . . . . .
O2_1 O 0.6234(3) 0.9128(3) 0.63639(8) 0.0746(8) Uani 1 1 d . . . . .
N16_1 N 0.6983(3) 0.7249(2) 0.70330(8) 0.0409(5) Uani 1 1 d . . . . .
N4_1 N 0.2886(3) 0.7874(2) 0.93283(8) 0.0449(5) Uani 1 1 d . . . . .
H4_1 H 0.358335 0.694576 0.944637 0.054 Uiso 0.5 1 calc R U P . .
C10_1 C 0.4724(3) 0.7286(3) 0.84411(9) 0.0398(5) Uani 1 1 d . . . . .
H10_1 H 0.549138 0.628408 0.856637 0.048 Uiso 1 1 calc R U . . .
C12_1 C 0.1556(3) 1.2249(3) 0.73190(11) 0.0518(7) Uani 1 1 d . . . . .
H12_1 H 0.078206 1.322802 0.718163 0.062 Uiso 1 1 calc R U . . .
C8_1 C 0.3883(3) 0.9269(2) 0.77159(8) 0.0354(5) Uani 1 1 d . . . . .
C_1 C -0.1126(3) 1.1518(3) 0.97869(10) 0.0463(6) Uani 1 1 d . . . . .
H0_1 H -0.185565 1.251480 0.964846 0.056 Uiso 1 1 calc R U . . .
C18_1 C 0.8609(3) 0.6279(3) 0.66833(9) 0.0444(6) Uani 1 1 d . . . . .
C5_1 C 0.3217(3) 0.8321(3) 0.87917(9) 0.0396(5) Uani 1 1 d . . . . .
C7_1 C 0.2350(3) 1.0320(3) 0.80563(9) 0.0379(5) Uani 1 1 d . . . . .
C2_1 C 0.0299(3) 1.0434(3) 0.94614(9) 0.0424(6) Uani 1 1 d . . . . .
C11_1 C 0.1188(3) 1.1825(3) 0.78487(10) 0.0472(6) Uani 1 1 d . . . . .
H11_1 H 0.017732 1.252321 0.807207 0.057 Uiso 1 1 calc R U . . .
C9_1 C 0.5059(3) 0.7755(2) 0.79152(9) 0.0365(5) Uani 1 1 d . . . . .
C6_1 C 0.2067(3) 0.9806(3) 0.85986(9) 0.0393(5) Uani 1 1 d . . . . .
C17_1 C 0.6684(3) 0.6682(3) 0.75616(9) 0.0409(5) Uani 1 1 d . . . . .
C14_1 C 0.4237(3) 0.9759(3) 0.71771(9) 0.0399(5) Uani 1 1 d . . . . .
C3_1 C 0.1490(3) 0.8887(3) 0.96594(9) 0.0423(6) Uani 1 1 d . . . . .
C15_1 C 0.5856(3) 0.8725(3) 0.68245(10) 0.0463(6) Uani 1 1 d . . . . .
C23_1 C 0.8634(4) 0.5269(3) 0.62744(11) 0.0549(7) Uani 1 1 d . . . . .
C13_1 C 0.3079(3) 1.1228(3) 0.69837(10) 0.0490(7) Uani 1 1 d . . . . .
H13_1 H 0.331824 1.153712 0.662615 0.059 Uiso 1 1 calc R U . . .
C19_1 C 1.0059(4) 0.6456(3) 0.67641(11) 0.0517(7) Uani 1 1 d . . . . .
C20_1 C 1.1584(4) 0.5570(4) 0.64057(15) 0.0691(10) Uani 1 1 d . . . . .
H20_1 H 1.257800 0.565709 0.644323 0.083 Uiso 1 1 calc R U . . .
C27_1 C 0.7057(5) 0.5056(4) 0.62067(15) 0.0701(9) Uani 1 1 d . . . . .
H27_1 H 0.603184 0.599447 0.638745 0.084 Uiso 1 1 calc R U . . .
C22_1 C 1.0202(5) 0.4418(4) 0.59302(13) 0.0701(10) Uani 1 1 d . . . . .
H22_1 H 1.026631 0.373773 0.565090 0.084 Uiso 1 1 calc R U . . .
C21_1 C 1.1641(5) 0.4563(4) 0.59947(14) 0.0765(12) Uani 1 1 d . . . . .
H21_1 H 1.267228 0.398043 0.576038 0.092 Uiso 1 1 calc R U . . .
C24_1 C 1.0015(5) 0.7563(4) 0.72092(15) 0.0675(9) Uani 1 1 d . . . . .
H24_1 H 0.891902 0.788776 0.745664 0.081 Uiso 1 1 calc R U . . .
C29_1 C 0.6806(9) 0.5015(8) 0.5599(2) 0.1170(19) Uani 1 1 d . . . . .
H29A_1 H 0.575434 0.494738 0.558243 0.175 Uiso 1 1 calc R U . . .
H29B_1 H 0.777477 0.408729 0.541242 0.175 Uiso 1 1 calc R U . . .
H29C_1 H 0.673024 0.598407 0.542217 0.175 Uiso 1 1 calc R U . . .
C28_1 C 0.7123(8) 0.3558(7) 0.6496(2) 0.1051(16) Uani 1 1 d . . . . .
H28A_1 H 0.614816 0.342005 0.642736 0.158 Uiso 1 1 calc R U . . .
H28B_1 H 0.708133 0.367849 0.688850 0.158 Uiso 1 1 calc R U . . .
H28C_1 H 0.818194 0.262593 0.635631 0.158 Uiso 1 1 calc R U . . .
C26_1 C 0.9981(11) 0.9085(7) 0.6968(3) 0.135(2) Uani 1 1 d . . . . .
H26A_1 H 0.972353 0.984665 0.726202 0.203 Uiso 1 1 calc R U . . .
H26B_1 H 0.910436 0.954544 0.672536 0.203 Uiso 1 1 calc R U . . .
H26C_1 H 1.109449 0.883701 0.676135 0.203 Uiso 1 1 calc R U . . .
C25_1 C 1.1492(9) 0.6681(8) 0.7569(3) 0.130(2) Uani 1 1 d . . . . .
H25A_1 H 1.140326 0.576844 0.773987 0.195 Uiso 1 1 calc R U . . .
H25B_1 H 1.139706 0.741353 0.785163 0.195 Uiso 1 1 calc R U . . .
H25C_1 H 1.259405 0.631392 0.733924 0.195 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O_20 O_20 0.894(12) 2_667 ?
OA_11 C1A_11 1.224(8) . ?
OXTA_11 C1A_11 1.256(8) . ?
OXTA_11 H0A_11 0.8200 . ?
C1A_11 C2A_11 1.558(8) . ?
C2A_11 F2A_11 1.304(9) . ?
C2A_11 F3A_11 1.312(9) . ?
C2A_11 F1A_11 1.315(8) . ?
OB_11 C1B_11 1.214(12) . ?
OXTB_11 C1B_11 1.260(12) . ?
OXTB_11 H0B_11 0.8200 . ?
C1B_11 C2B_11 1.566(12) . ?
C2B_11 F2B_11 1.311(13) . ?
C2B_11 F3B_11 1.315(12) . ?
C2B_11 F1B_11 1.321(12) . ?
OA_12 C1A_12 1.295(8) . ?
OA_12 H0A_12 0.8200 . ?
OXTA_12 C1A_12 1.193(8) . ?
C1A_12 C2A_12 1.541(8) . ?
C2A_12 F1A_12 1.310(9) . ?
C2A_12 F3A_12 1.327(9) . ?
C2A_12 F2A_12 1.327(9) . ?
OB_12 C1B_12 1.299(12) . ?
OB_12 H0B_12 0.8200 . ?
OXTB_12 C1B_12 1.184(12) . ?
C1B_12 C2B_12 1.541(12) . ?
C2B_12 F1B_12 1.307(12) . ?
C2B_12 F2B_12 1.326(12) . ?
C2B_12 F3B_12 1.332(12) . ?
O_13 C1B_13 1.260(4) . ?
O_13 C1A_13 1.260(4) . ?
O_13 H0_13 0.8200 . ?
OXT_13 C1B_13 1.178(5) . ?
OXT_13 C1A_13 1.178(5) . ?
C1A_13 C2A_13 1.538(4) . ?
C2A_13 F3A_13 1.285(5) . ?
C2A_13 F1A_13 1.285(5) . ?
C2A_13 F2A_13 1.313(5) . ?
C1B_13 C2B_13 1.538(4) . ?
C2B_13 F1B_13 1.264(9) . ?
C2B_13 F3B_13 1.281(8) . ?
C2B_13 F2B_13 1.320(9) . ?
O1_1 C6_1 1.357(3) . ?
O1_1 C2_1 1.362(3) . ?
O3_1 C17_1 1.208(3) . ?
O2_1 C15_1 1.215(3) . ?
N16_1 C15_1 1.393(3) . ?
N16_1 C17_1 1.404(3) . ?
N16_1 C18_1 1.451(3) . ?
N4_1 C3_1 1.326(3) . ?
N4_1 C5_1 1.384(3) . ?
N4_1 H4_1 0.8600 . ?
C10_1 C9_1 1.369(3) . ?
C10_1 C5_1 1.407(3) . ?
C10_1 H10_1 0.9300 . ?
C12_1 C11_1 1.369(3) . ?
C12_1 C13_1 1.392(3) . ?
C12_1 H12_1 0.9300 . ?
C8_1 C14_1 1.408(3) . ?
C8_1 C7_1 1.411(3) . ?
C8_1 C9_1 1.419(3) . ?
C_1 C2_1 1.354(3) . ?
C_1 C3_1 1.414(3) 2_577 ?
C_1 H0_1 0.9300 . ?
C18_1 C23_1 1.393(4) . ?
C18_1 C19_1 1.397(4) . ?
C5_1 C6_1 1.388(3) . ?
C7_1 C6_1 1.411(3) . ?
C7_1 C11_1 1.418(3) . ?
C2_1 C3_1 1.442(3) . ?
C11_1 H11_1 0.9300 . ?
C9_1 C17_1 1.477(3) . ?
C14_1 C13_1 1.382(3) . ?
C14_1 C15_1 1.464(3) . ?
C23_1 C22_1 1.395(4) . ?
C23_1 C27_1 1.517(5) . ?
C13_1 H13_1 0.9300 . ?
C19_1 C20_1 1.394(4) . ?
C19_1 C24_1 1.516(5) . ?
C20_1 C21_1 1.384(6) . ?
C20_1 H20_1 0.9300 . ?
C27_1 C28_1 1.514(6) . ?
C27_1 C29_1 1.530(6) . ?
C27_1 H27_1 0.9800 . ?
C22_1 C21_1 1.361(6) . ?
C22_1 H22_1 0.9300 . ?
C21_1 H21_1 0.9300 . ?
C24_1 C26_1 1.498(6) . ?
C24_1 C25_1 1.544(7) . ?
C24_1 H24_1 0.9800 . ?
C29_1 H29A_1 0.9600 . ?
C29_1 H29B_1 0.9600 . ?
C29_1 H29C_1 0.9600 . ?
C28_1 H28A_1 0.9600 . ?
C28_1 H28B_1 0.9600 . ?
C28_1 H28C_1 0.9600 . ?
C26_1 H26A_1 0.9600 . ?
C26_1 H26B_1 0.9600 . ?
C26_1 H26C_1 0.9600 . ?
C25_1 H25A_1 0.9600 . ?
C25_1 H25B_1 0.9600 . ?
C25_1 H25C_1 0.9600 . ?

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
C1A_11 OXTA_11 H0A_11 109.5 . . ?
OA_11 C1A_11 OXTA_11 134.9(9) . . ?
OA_11 C1A_11 C2A_11 113.2(7) . . ?
OXTA_11 C1A_11 C2A_11 111.9(7) . . ?
F2A_11 C2A_11 F3A_11 108.3(9) . . ?
F2A_11 C2A_11 F1A_11 108.2(8) . . ?
F3A_11 C2A_11 F1A_11 107.9(9) . . ?
F2A_11 C2A_11 C1A_11 110.7(8) . . ?
F3A_11 C2A_11 C1A_11 110.6(7) . . ?
F1A_11 C2A_11 C1A_11 110.9(7) . . ?
C1B_11 OXTB_11 H0B_11 109.5 . . ?
OB_11 C1B_11 OXTB_11 139.6(18) . . ?
OB_11 C1B_11 C2B_11 109.6(14) . . ?
OXTB_11 C1B_11 C2B_11 110.8(14) . . ?
F2B_11 C2B_11 F3B_11 111.8(16) . . ?
F2B_11 C2B_11 F1B_11 107.6(15) . . ?
F3B_11 C2B_11 F1B_11 113.1(16) . . ?
F2B_11 C2B_11 C1B_11 109.6(14) . . ?
F3B_11 C2B_11 C1B_11 104.4(13) . . ?
F1B_11 C2B_11 C1B_11 110.3(13) . . ?
C1A_12 OA_12 H0A_12 109.5 . . ?
OXTA_12 C1A_12 OA_12 130.1(9) . . ?
OXTA_12 C1A_12 C2A_12 118.4(8) . . ?
OA_12 C1A_12 C2A_12 111.5(7) . . ?
F1A_12 C2A_12 F3A_12 107.9(9) . . ?
F1A_12 C2A_12 F2A_12 106.8(8) . . ?
F3A_12 C2A_12 F2A_12 105.9(8) . . ?
F1A_12 C2A_12 C1A_12 112.2(8) . . ?
F3A_12 C2A_12 C1A_12 110.8(8) . . ?
F2A_12 C2A_12 C1A_12 112.9(8) . . ?
C1B_12 OB_12 H0B_12 109.5 . . ?
OXTB_12 C1B_12 OB_12 132.7(17) . . ?
OXTB_12 C1B_12 C2B_12 117.1(15) . . ?
OB_12 C1B_12 C2B_12 110.2(13) . . ?
F1B_12 C2B_12 F2B_12 108.1(15) . . ?
F1B_12 C2B_12 F3B_12 108.7(16) . . ?
F2B_12 C2B_12 F3B_12 105.4(14) . . ?
F1B_12 C2B_12 C1B_12 107.9(13) . . ?
F2B_12 C2B_12 C1B_12 116.8(14) . . ?
F3B_12 C2B_12 C1B_12 109.7(13) . . ?
C1A_13 O_13 H0_13 109.5 . . ?
OXT_13 C1A_13 O_13 128.2(4) . . ?
OXT_13 C1A_13 C2A_13 119.3(4) . . ?
O_13 C1A_13 C2A_13 112.6(3) . . ?
F3A_13 C2A_13 F1A_13 110.2(5) . . ?
F3A_13 C2A_13 F2A_13 107.6(5) . . ?
F1A_13 C2A_13 F2A_13 104.6(4) . . ?
F3A_13 C2A_13 C1A_13 111.2(4) . . ?
F1A_13 C2A_13 C1A_13 109.8(4) . . ?
F2A_13 C2A_13 C1A_13 113.2(3) . . ?
OXT_13 C1B_13 O_13 128.2(4) . . ?
OXT_13 C1B_13 C2B_13 119.3(4) . . ?
O_13 C1B_13 C2B_13 112.6(3) . . ?
F1B_13 C2B_13 F3B_13 110.8(9) . . ?
F1B_13 C2B_13 F2B_13 106.5(9) . . ?
F3B_13 C2B_13 F2B_13 101.6(9) . . ?
F1B_13 C2B_13 C1B_13 113.8(7) . . ?
F3B_13 C2B_13 C1B_13 112.4(7) . . ?
F2B_13 C2B_13 C1B_13 110.9(7) . . ?
C6_1 O1_1 C2_1 119.30(17) . . ?
C15_1 N16_1 C17_1 124.57(18) . . ?
C15_1 N16_1 C18_1 116.85(18) . . ?
C17_1 N16_1 C18_1 118.52(17) . . ?
C3_1 N4_1 C5_1 119.63(18) . . ?
C3_1 N4_1 H4_1 120.2 . . ?
C5_1 N4_1 H4_1 120.2 . . ?
C9_1 C10_1 C5_1 119.95(19) . . ?
C9_1 C10_1 H10_1 120.0 . . ?
C5_1 C10_1 H10_1 120.0 . . ?
C11_1 C12_1 C13_1 120.6(2) . . ?
C11_1 C12_1 H12_1 119.7 . . ?
C13_1 C12_1 H12_1 119.7 . . ?
C14_1 C8_1 C7_1 118.79(18) . . ?
C14_1 C8_1 C9_1 120.56(18) . . ?
C7_1 C8_1 C9_1 120.64(18) . . ?
C2_1 C_1 C3_1 119.1(2) . 2_577 ?
C2_1 C_1 H0_1 120.5 . . ?
C3_1 C_1 H0_1 120.5 2_577 . ?
C23_1 C18_1 C19_1 123.5(2) . . ?
C23_1 C18_1 N16_1 118.8(3) . . ?
C19_1 C18_1 N16_1 117.7(2) . . ?
N4_1 C5_1 C6_1 119.99(19) . . ?
N4_1 C5_1 C10_1 120.39(18) . . ?
C6_1 C5_1 C10_1 119.62(19) . . ?
C8_1 C7_1 C6_1 117.08(18) . . ?
C8_1 C7_1 C11_1 119.79(19) . . ?
C6_1 C7_1 C11_1 123.13(19) . . ?
C_1 C2_1 O1_1 118.01(19) . . ?
C_1 C2_1 C3_1 122.6(2) . . ?
O1_1 C2_1 C3_1 119.36(19) . . ?
C12_1 C11_1 C7_1 119.8(2) . . ?
C12_1 C11_1 H11_1 120.1 . . ?
C7_1 C11_1 H11_1 120.1 . . ?
C10_1 C9_1 C8_1 120.56(19) . . ?
C10_1 C9_1 C17_1 119.13(18) . . ?
C8_1 C9_1 C17_1 120.29(18) . . ?
O1_1 C6_1 C5_1 121.18(19) . . ?
O1_1 C6_1 C7_1 116.67(18) . . ?
C5_1 C6_1 C7_1 122.14(19) . . ?
O3_1 C17_1 N16_1 120.18(19) . . ?
O3_1 C17_1 C9_1 123.25(19) . . ?
N16_1 C17_1 C9_1 116.57(18) . . ?
C13_1 C14_1 C8_1 120.3(2) . . ?
C13_1 C14_1 C15_1 119.8(2) . . ?
C8_1 C14_1 C15_1 119.92(18) . . ?
N4_1 C3_1 C_1 121.19(19) . 2_577 ?
N4_1 C3_1 C2_1 120.5(2) . . ?
C_1 C3_1 C2_1 118.30(19) 2_577 . ?
O2_1 C15_1 N16_1 120.0(2) . . ?
O2_1 C15_1 C14_1 121.9(2) . . ?
N16_1 C15_1 C14_1 118.05(19) . . ?
C18_1 C23_1 C22_1 116.9(3) . . ?
C18_1 C23_1 C27_1 122.5(2) . . ?
C22_1 C23_1 C27_1 120.6(3) . . ?
C14_1 C13_1 C12_1 120.6(2) . . ?
C14_1 C13_1 H13_1 119.7 . . ?
C12_1 C13_1 H13_1 119.7 . . ?
C20_1 C19_1 C18_1 116.6(3) . . ?
C20_1 C19_1 C24_1 120.3(3) . . ?
C18_1 C19_1 C24_1 123.0(2) . . ?
C21_1 C20_1 C19_1 121.0(4) . . ?
C21_1 C20_1 H20_1 119.5 . . ?
C19_1 C20_1 H20_1 119.5 . . ?
C28_1 C27_1 C23_1 111.4(3) . . ?
C28_1 C27_1 C29_1 110.0(4) . . ?
C23_1 C27_1 C29_1 113.1(4) . . ?
C28_1 C27_1 H27_1 107.3 . . ?
C23_1 C27_1 H27_1 107.3 . . ?
C29_1 C27_1 H27_1 107.3 . . ?
C21_1 C22_1 C23_1 121.4(3) . . ?
C21_1 C22_1 H22_1 119.3 . . ?
C23_1 C22_1 H22_1 119.3 . . ?
C22_1 C21_1 C20_1 120.6(3) . . ?
C22_1 C21_1 H21_1 119.7 . . ?
C20_1 C21_1 H21_1 119.7 . . ?
C26_1 C24_1 C19_1 111.5(4) . . ?
C26_1 C24_1 C25_1 112.4(5) . . ?
C19_1 C24_1 C25_1 112.1(4) . . ?
C26_1 C24_1 H24_1 106.8 . . ?
C19_1 C24_1 H24_1 106.8 . . ?
C25_1 C24_1 H24_1 106.8 . . ?
C27_1 C29_1 H29A_1 109.5 . . ?
C27_1 C29_1 H29B_1 109.5 . . ?
H29A_1 C29_1 H29B_1 109.5 . . ?
C27_1 C29_1 H29C_1 109.5 . . ?
H29A_1 C29_1 H29C_1 109.5 . . ?
H29B_1 C29_1 H29C_1 109.5 . . ?
C27_1 C28_1 H28A_1 109.5 . . ?
C27_1 C28_1 H28B_1 109.5 . . ?
H28A_1 C28_1 H28B_1 109.5 . . ?
C27_1 C28_1 H28C_1 109.5 . . ?
H28A_1 C28_1 H28C_1 109.5 . . ?
H28B_1 C28_1 H28C_1 109.5 . . ?
C24_1 C26_1 H26A_1 109.5 . . ?
C24_1 C26_1 H26B_1 109.5 . . ?
H26A_1 C26_1 H26B_1 109.5 . . ?
C24_1 C26_1 H26C_1 109.5 . . ?
H26A_1 C26_1 H26C_1 109.5 . . ?
H26B_1 C26_1 H26C_1 109.5 . . ?
C24_1 C25_1 H25A_1 109.5 . . ?
C24_1 C25_1 H25B_1 109.5 . . ?
H25A_1 C25_1 H25B_1 109.5 . . ?
C24_1 C25_1 H25C_1 109.5 . . ?
H25A_1 C25_1 H25C_1 109.5 . . ?
H25B_1 C25_1 H25C_1 109.5 . . ?

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
OA_11 C1A_11 C2A_11 F2A_11 -77.0(12) . . . . ?
OXTA_11 C1A_11 C2A_11 F2A_11 102.9(12) . . . . ?
OA_11 C1A_11 C2A_11 F3A_11 43.1(12) . . . . ?
OXTA_11 C1A_11 C2A_11 F3A_11 -137.0(12) . . . . ?
OA_11 C1A_11 C2A_11 F1A_11 162.8(12) . . . . ?
OXTA_11 C1A_11 C2A_11 F1A_11 -17.2(12) . . . . ?
OB_11 C1B_11 C2B_11 F2B_11 82.3(19) . . . . ?
OXTB_11 C1B_11 C2B_11 F2B_11 -97.6(19) . . . . ?
OB_11 C1B_11 C2B_11 F3B_11 -157.8(18) . . . . ?
OXTB_11 C1B_11 C2B_11 F3B_11 22.2(18) . . . . ?
OB_11 C1B_11 C2B_11 F1B_11 -36.0(19) . . . . ?
OXTB_11 C1B_11 C2B_11 F1B_11 144.0(19) . . . . ?
OXTA_12 C1A_12 C2A_12 F1A_12 -173.2(14) . . . . ?
OA_12 C1A_12 C2A_12 F1A_12 6.8(14) . . . . ?
OXTA_12 C1A_12 C2A_12 F3A_12 66.1(14) . . . . ?
OA_12 C1A_12 C2A_12 F3A_12 -113.9(14) . . . . ?
OXTA_12 C1A_12 C2A_12 F2A_12 -52.5(14) . . . . ?
OA_12 C1A_12 C2A_12 F2A_12 127.6(14) . . . . ?
OXTB_12 C1B_12 C2B_12 F1B_12 163.1(18) . . . . ?
OB_12 C1B_12 C2B_12 F1B_12 -16.8(18) . . . . ?
OXTB_12 C1B_12 C2B_12 F2B_12 -75(2) . . . . ?
OB_12 C1B_12 C2B_12 F2B_12 105(2) . . . . ?
OXTB_12 C1B_12 C2B_12 F3B_12 44.8(19) . . . . ?
OB_12 C1B_12 C2B_12 F3B_12 -135.1(19) . . . . ?
OXT_13 C1A_13 C2A_13 F3A_13 -77.1(9) . . . . ?
O_13 C1A_13 C2A_13 F3A_13 102.7(7) . . . . ?
OXT_13 C1A_13 C2A_13 F1A_13 45.1(9) . . . . ?
O_13 C1A_13 C2A_13 F1A_13 -135.0(6) . . . . ?
OXT_13 C1A_13 C2A_13 F2A_13 161.6(7) . . . . ?
O_13 C1A_13 C2A_13 F2A_13 -18.6(7) . . . . ?
OXT_13 C1B_13 C2B_13 F1B_13 107.4(13) . . . . ?
O_13 C1B_13 C2B_13 F1B_13 -72.7(12) . . . . ?
OXT_13 C1B_13 C2B_13 F3B_13 -19.6(12) . . . . ?
O_13 C1B_13 C2B_13 F3B_13 160.3(10) . . . . ?
OXT_13 C1B_13 C2B_13 F2B_13 -132.5(10) . . . . ?
O_13 C1B_13 C2B_13 F2B_13 47.3(10) . . . . ?
C15_1 N16_1 C18_1 C23_1 -84.3(3) . . . . ?
C17_1 N16_1 C18_1 C23_1 98.4(3) . . . . ?
C15_1 N16_1 C18_1 C19_1 93.5(3) . . . . ?
C17_1 N16_1 C18_1 C19_1 -83.8(3) . . . . ?
C3_1 N4_1 C5_1 C6_1 -1.5(4) . . . . ?
C3_1 N4_1 C5_1 C10_1 177.8(3) . . . . ?
C9_1 C10_1 C5_1 N4_1 -178.5(3) . . . . ?
C9_1 C10_1 C5_1 C6_1 0.8(4) . . . . ?
C14_1 C8_1 C7_1 C6_1 -178.3(2) . . . . ?
C9_1 C8_1 C7_1 C6_1 0.9(4) . . . . ?
C14_1 C8_1 C7_1 C11_1 1.1(4) . . . . ?
C9_1 C8_1 C7_1 C11_1 -179.8(3) . . . . ?
C3_1 C_1 C2_1 O1_1 179.7(3) 2_577 . . . ?
C3_1 C_1 C2_1 C3_1 -1.3(5) 2_577 . . . ?
C6_1 O1_1 C2_1 C_1 177.9(3) . . . . ?
C6_1 O1_1 C2_1 C3_1 -1.1(4) . . . . ?
C13_1 C12_1 C11_1 C7_1 -1.1(5) . . . . ?
C8_1 C7_1 C11_1 C12_1 0.2(4) . . . . ?
C6_1 C7_1 C11_1 C12_1 179.5(3) . . . . ?
C5_1 C10_1 C9_1 C8_1 -1.1(4) . . . . ?
C5_1 C10_1 C9_1 C17_1 177.5(3) . . . . ?
C14_1 C8_1 C9_1 C10_1 179.3(3) . . . . ?
C7_1 C8_1 C9_1 C10_1 0.2(4) . . . . ?
C14_1 C8_1 C9_1 C17_1 0.8(4) . . . . ?
C7_1 C8_1 C9_1 C17_1 -178.3(2) . . . . ?
C2_1 O1_1 C6_1 C5_1 0.7(4) . . . . ?
C2_1 O1_1 C6_1 C7_1 -178.4(3) . . . . ?
N4_1 C5_1 C6_1 O1_1 0.6(4) . . . . ?
C10_1 C5_1 C6_1 O1_1 -178.7(3) . . . . ?
N4_1 C5_1 C6_1 C7_1 179.6(3) . . . . ?
C10_1 C5_1 C6_1 C7_1 0.3(4) . . . . ?
C8_1 C7_1 C6_1 O1_1 177.9(2) . . . . ?
C11_1 C7_1 C6_1 O1_1 -1.4(4) . . . . ?
C8_1 C7_1 C6_1 C5_1 -1.2(4) . . . . ?
C11_1 C7_1 C6_1 C5_1 179.5(3) . . . . ?
C15_1 N16_1 C17_1 O3_1 -180.0(3) . . . . ?
C18_1 N16_1 C17_1 O3_1 -2.9(4) . . . . ?
C15_1 N16_1 C17_1 C9_1 -0.6(4) . . . . ?
C18_1 N16_1 C17_1 C9_1 176.5(2) . . . . ?
C10_1 C9_1 C17_1 O3_1 1.3(4) . . . . ?
C8_1 C9_1 C17_1 O3_1 179.8(3) . . . . ?
C10_1 C9_1 C17_1 N16_1 -178.1(3) . . . . ?
C8_1 C9_1 C17_1 N16_1 0.5(4) . . . . ?
C7_1 C8_1 C14_1 C13_1 -1.4(4) . . . . ?
C9_1 C8_1 C14_1 C13_1 179.4(3) . . . . ?
C7_1 C8_1 C14_1 C15_1 177.2(3) . . . . ?
C9_1 C8_1 C14_1 C15_1 -2.0(4) . . . . ?
C5_1 N4_1 C3_1 C_1 -179.0(3) . . . 2_577 ?
C5_1 N4_1 C3_1 C2_1 1.1(4) . . . . ?
C_1 C2_1 C3_1 N4_1 -178.8(3) . . . . ?
O1_1 C2_1 C3_1 N4_1 0.2(4) . . . . ?
C_1 C2_1 C3_1 C_1 1.3(5) . . . 2_577 ?
O1_1 C2_1 C3_1 C_1 -179.7(3) . . . 2_577 ?
C17_1 N16_1 C15_1 O2_1 179.0(3) . . . . ?
C18_1 N16_1 C15_1 O2_1 1.8(4) . . . . ?
C17_1 N16_1 C15_1 C14_1 -0.5(4) . . . . ?
C18_1 N16_1 C15_1 C14_1 -177.6(3) . . . . ?
C13_1 C14_1 C15_1 O2_1 1.0(5) . . . . ?
C8_1 C14_1 C15_1 O2_1 -177.7(3) . . . . ?
C13_1 C14_1 C15_1 N16_1 -179.6(3) . . . . ?
C8_1 C14_1 C15_1 N16_1 1.8(4) . . . . ?
C19_1 C18_1 C23_1 C22_1 -0.7(4) . . . . ?
N16_1 C18_1 C23_1 C22_1 177.0(2) . . . . ?
C19_1 C18_1 C23_1 C27_1 178.0(3) . . . . ?
N16_1 C18_1 C23_1 C27_1 -4.4(4) . . . . ?
C8_1 C14_1 C13_1 C12_1 0.5(5) . . . . ?
C15_1 C14_1 C13_1 C12_1 -178.1(3) . . . . ?
C11_1 C12_1 C13_1 C14_1 0.8(5) . . . . ?
C23_1 C18_1 C19_1 C20_1 0.7(4) . . . . ?
N16_1 C18_1 C19_1 C20_1 -177.0(2) . . . . ?
C23_1 C18_1 C19_1 C24_1 179.8(3) . . . . ?
N16_1 C18_1 C19_1 C24_1 2.1(4) . . . . ?
C18_1 C19_1 C20_1 C21_1 -0.4(4) . . . . ?
C24_1 C19_1 C20_1 C21_1 -179.5(3) . . . . ?
C18_1 C23_1 C27_1 C28_1 -96.6(4) . . . . ?
C22_1 C23_1 C27_1 C28_1 82.0(4) . . . . ?
C18_1 C23_1 C27_1 C29_1 138.8(3) . . . . ?
C22_1 C23_1 C27_1 C29_1 -42.6(5) . . . . ?
C18_1 C23_1 C22_1 C21_1 0.4(4) . . . . ?
C27_1 C23_1 C22_1 C21_1 -178.3(3) . . . . ?
C23_1 C22_1 C21_1 C20_1 -0.2(5) . . . . ?
C19_1 C20_1 C21_1 C22_1 0.2(5) . . . . ?
C20_1 C19_1 C24_1 C26_1 74.8(5) . . . . ?
C18_1 C19_1 C24_1 C26_1 -104.2(4) . . . . ?
C20_1 C19_1 C24_1 C25_1 -52.2(5) . . . . ?
C18_1 C19_1 C24_1 C25_1 128.7(4) . . . . ?

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
OXTA_11^a H0A_11^a OXTA_12^a 0.82 2.00 2.80(2) 167.0 2_667 yes
OXTB_11^b H0B_11^b OB_12^b 0.82 1.75 2.56(4) 165.9 2_667 yes
OXTB_11^b H0B_11^b OXTB_12^b 0.82 2.62 3.25(4) 134.3 2_667 yes
OA_12^a H0A_12^a OA_12^a 0.82 1.98 2.69(3) 145.6 2_677 yes
O_13 H0_13^a O2_1 0.82 1.85 2.663(3) 172.6 . yes
N4_1 H4_1 O_20^a 0.86 1.88 2.734(8) 170.8 . yes
N4_1 H4_1 O_20^a 0.86 2.54 3.338(7) 155.0 2_667 yes

_refine_diff_density_max         0.618
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.086



