# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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_D8K23082_a
_audit_block_doi                 10.5517/ccdc.csd.cc2kcd6k
_database_code_depnum_ccdc_archive 'CCDC 2364438'
loop_
_audit_author_name
_audit_author_address
'Felix Wech'
;Justus Liebig University Giessen
Germany
;
_audit_update_record             
;
2024-06-21 deposited with the CCDC.	2024-08-27 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         ?
_chemical_formula_sum            'C18 H9 B F10'
_chemical_formula_weight         426.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   5.5324(13)
_cell_length_b                   9.570(2)
_cell_length_c                   16.636(4)
_cell_angle_alpha                81.510(11)
_cell_angle_beta                 84.630(11)
_cell_angle_gamma                74.299(10)
_cell_volume                     837.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6922
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.91

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_F_000             424
_exptl_transmission_factor_min   0.6260
_exptl_transmission_factor_max   0.7245
_exptl_crystal_size_max          0.238
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.021
_exptl_absorpt_coefficient_mu    0.175
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS 2016/2(Sheldrick, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'I\mS micro-focus sealed tube, multilayer optics'
_diffrn_measurement_device_type  'Bruker PHOTON100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            35773
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.1193
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.229
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3293
_reflns_number_gt                2306
_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       'APEX3 v2019.1-0 (Bruker-AXS, 2017)'
_computing_cell_refinement       'SAINT 8.40A (Bruker-AXS, 2017)'
_computing_data_reduction        'SAINT 8.40A (Bruker-AXS, 2017)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Bruker D8 Venture Dual I\mS fixed chi instrument. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0470P)²+2.4842P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3293
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0661
_refine_ls_wR_factor_ref         0.1634
_refine_ls_wR_factor_gt          0.1425
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
F1 F 1.0943(4) 0.5208(2) 0.35153(13) 0.0338(5) Uani 1 1 d . . . . .
C1 C 0.6468(7) 0.6559(4) 0.2426(2) 0.0277(8) Uani 1 1 d . . . . .
B1 B 0.7091(8) 0.4879(5) 0.2529(3) 0.0263(9) Uani 1 1 d . . . . .
F2 F 1.2228(4) 0.3645(3) 0.49448(14) 0.0383(6) Uani 1 1 d . . . . .
C2 C 0.5532(9) 0.7386(4) 0.3138(2) 0.0368(10) Uani 1 1 d . . . . .
H2A H 0.690650 0.719114 0.351283 0.044 Uiso 1 1 calc R U . . .
H2B H 0.414142 0.702370 0.343507 0.044 Uiso 1 1 calc R U . . .
F3 F 0.9933(5) 0.1529(3) 0.56104(15) 0.0479(7) Uani 1 1 d . . . . .
C3 C 0.4599(9) 0.9040(5) 0.2892(3) 0.0451(11) Uani 1 1 d . . . . .
H3A H 0.295217 0.926539 0.264764 0.054 Uiso 1 1 calc R U . . .
H3B H 0.436200 0.954527 0.338335 0.054 Uiso 1 1 calc R U . . .
F4 F 0.6333(5) 0.0977(2) 0.47842(17) 0.0494(7) Uani 1 1 d . . . . .
C4 C 0.6430(8) 0.9593(4) 0.2295(2) 0.0369(9) Uani 1 1 d . . . . .
H4A H 0.805898 0.940034 0.254692 0.044 Uiso 1 1 calc R U . . .
H4B H 0.579117 1.066458 0.215243 0.044 Uiso 1 1 calc R U . . .
F5 F 0.5073(4) 0.2504(2) 0.33292(15) 0.0391(6) Uani 1 1 d . . . . .
C5 C 0.6823(9) 0.8858(4) 0.1528(3) 0.0406(10) Uani 1 1 d . . . . .
H5A H 0.541418 0.934607 0.117397 0.049 Uiso 1 1 calc R U . . .
H5B H 0.839164 0.899711 0.122969 0.049 Uiso 1 1 calc R U . . .
F6 F 0.2838(4) 0.5376(3) 0.15052(15) 0.0394(6) Uani 1 1 d . . . . .
C6 C 0.6984(7) 0.7275(4) 0.1682(2) 0.0304(9) Uani 1 1 d . . . . .
H6 H 0.747545 0.672109 0.123759 0.036 Uiso 1 1 calc R U . . .
F7 F 0.2745(4) 0.3918(3) 0.02660(14) 0.0394(6) Uani 1 1 d . . . . .
C7 C 0.7923(7) 0.3936(4) 0.3364(2) 0.0252(8) Uani 1 1 d . . . . .
F8 F 0.6840(5) 0.1798(3) -0.01585(14) 0.0446(7) Uani 1 1 d . . . . .
C8 C 0.9737(7) 0.4169(4) 0.3808(2) 0.0269(8) Uani 1 1 d . . . . .
F9 F 1.1038(5) 0.1129(3) 0.07019(16) 0.0461(7) Uani 1 1 d . . . . .
C9 C 1.0454(7) 0.3368(4) 0.4547(2) 0.0295(8) Uani 1 1 d . . . . .
F10 F 1.1107(4) 0.2530(2) 0.19770(14) 0.0367(6) Uani 1 1 d . . . . .
C10 C 0.9305(8) 0.2291(4) 0.4878(2) 0.0335(9) Uani 1 1 d . . . . .
C11 C 0.7505(8) 0.2005(4) 0.4457(3) 0.0340(9) Uani 1 1 d . . . . .
C12 C 0.6876(7) 0.2810(4) 0.3715(2) 0.0295(9) Uani 1 1 d . . . . .
C13 C 0.7001(7) 0.4029(4) 0.1789(2) 0.0267(8) Uani 1 1 d . . . . .
C14 C 0.4919(7) 0.4334(4) 0.1326(2) 0.0293(8) Uani 1 1 d . . . . .
C15 C 0.4825(7) 0.3591(4) 0.0680(2) 0.0308(9) Uani 1 1 d . . . . .
C16 C 0.6898(8) 0.2511(4) 0.0474(2) 0.0329(9) Uani 1 1 d . . . . .
C17 C 0.9001(7) 0.2163(4) 0.0913(2) 0.0326(9) Uani 1 1 d . . . . .
C18 C 0.9010(7) 0.2903(4) 0.1566(2) 0.0295(8) Uani 1 1 d . . . . .


_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
F1 C8 1.352(4) . ?
C1 C6 1.368(5) . ?
C1 C2 1.495(5) . ?
C1 B1 1.537(5) . ?
B1 C7 1.575(6) . ?
B1 C13 1.584(5) . ?
F2 C9 1.336(4) . ?
C2 C3 1.531(6) . ?
F3 C10 1.347(4) . ?
C3 C4 1.497(6) . ?
F4 C11 1.344(4) . ?
C4 C5 1.517(6) . ?
F5 C12 1.351(4) . ?
C5 C6 1.478(5) . ?
F6 C14 1.346(4) . ?
F7 C15 1.336(5) . ?
C7 C8 1.383(5) . ?
C7 C12 1.388(5) . ?
F8 C16 1.343(4) . ?
C8 C9 1.380(5) . ?
F9 C17 1.341(4) . ?
C9 C10 1.375(6) . ?
F10 C18 1.339(4) . ?
C10 C11 1.375(6) . ?
C11 C12 1.377(6) . ?
C13 C14 1.387(5) . ?
C13 C18 1.388(5) . ?
C14 C15 1.385(5) . ?
C15 C16 1.375(6) . ?
C16 C17 1.370(6) . ?
C17 C18 1.382(5) . ?

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 C1 C2 120.5(3) . . ?
C6 C1 B1 118.4(3) . . ?
C2 C1 B1 120.9(3) . . ?
C1 B1 C7 121.4(3) . . ?
C1 B1 C13 121.1(3) . . ?
C7 B1 C13 117.5(3) . . ?
C1 C2 C3 113.1(3) . . ?
C4 C3 C2 111.1(4) . . ?
C3 C4 C5 111.1(3) . . ?
C6 C5 C4 113.8(3) . . ?
C1 C6 C5 124.0(3) . . ?
C8 C7 C12 114.7(3) . . ?
C8 C7 B1 122.8(3) . . ?
C12 C7 B1 122.5(3) . . ?
F1 C8 C9 116.6(3) . . ?
F1 C8 C7 120.0(3) . . ?
C9 C8 C7 123.4(3) . . ?
F2 C9 C10 120.0(4) . . ?
F2 C9 C8 120.5(3) . . ?
C10 C9 C8 119.5(4) . . ?
F3 C10 C9 120.2(4) . . ?
F3 C10 C11 120.4(4) . . ?
C9 C10 C11 119.4(4) . . ?
F4 C11 C10 119.8(4) . . ?
F4 C11 C12 120.8(4) . . ?
C10 C11 C12 119.3(3) . . ?
F5 C12 C11 117.2(3) . . ?
F5 C12 C7 119.1(4) . . ?
C11 C12 C7 123.6(4) . . ?
C14 C13 C18 115.2(3) . . ?
C14 C13 B1 122.9(3) . . ?
C18 C13 B1 121.9(3) . . ?
F6 C14 C15 116.7(3) . . ?
F6 C14 C13 120.1(3) . . ?
C15 C14 C13 123.2(3) . . ?
F7 C15 C16 120.6(3) . . ?
F7 C15 C14 120.4(4) . . ?
C16 C15 C14 119.0(4) . . ?
F8 C16 C17 120.4(4) . . ?
F8 C16 C15 119.5(4) . . ?
C17 C16 C15 120.1(3) . . ?
F9 C17 C16 120.1(3) . . ?
F9 C17 C18 120.6(4) . . ?
C16 C17 C18 119.4(3) . . ?
F10 C18 C17 117.3(3) . . ?
F10 C18 C13 119.5(3) . . ?
C17 C18 C13 123.1(4) . . ?

_refine_diff_density_max         0.412
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.078



####################################################################### 
# 
# 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_mo_D8K_24005_twin
_audit_block_doi                 10.5517/ccdc.csd.cc2kcdp1
_database_code_depnum_ccdc_archive 'CCDC 2364453'
loop_
_audit_author_name
_audit_author_address
'Felix Wech'
;Justus Liebig University Giessen
Germany
;
_audit_update_record             
;
2024-06-21 deposited with the CCDC.	2024-08-27 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         ?
_chemical_formula_sum            'C29 H27 B2 F10 N O2'
_chemical_formula_weight         633.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   9.872(4)
_cell_length_b                   10.170(5)
_cell_length_c                   15.735(7)
_cell_angle_alpha                74.725(11)
_cell_angle_beta                 86.892(11)
_cell_angle_gamma                65.383(10)
_cell_volume                     1382.6(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8221
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      24.78

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   0.639582
_exptl_transmission_factor_max   0.745552
_exptl_crystal_size_max          0.208
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.029
_exptl_absorpt_coefficient_mu    0.139
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'I\mS micro-focus sealed tube, multilayer optics'
_diffrn_measurement_device_type  'Bruker CMOS-PHOTONIII-C14'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            6506
_diffrn_reflns_av_unetI/netI     0.0914
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.274
_diffrn_reflns_theta_max         27.599
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6506
_reflns_number_gt                4629
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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. Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       'APEX4 v2021.10-0 (Bruker-AXS, 2021)'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²+4.9949P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         6506
_refine_ls_number_parameters     402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1472
_refine_ls_R_factor_gt           0.0995
_refine_ls_wR_factor_ref         0.2142
_refine_ls_wR_factor_gt          0.1917
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_restrained_S_all      1.137
_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 O 0.5386(4) 0.2125(4) 0.7946(2) 0.0220(8) Uani 1 1 d . . . . .
N1 N 0.5681(4) 0.6642(4) 0.7300(3) 0.0159(8) Uani 1 1 d . . . . .
C1 C 0.3520(5) 0.6177(5) 0.8330(3) 0.0133(9) Uani 1 1 d . . . . .
H1 H 0.410659 0.617752 0.881262 0.016 Uiso 1 1 calc R U . . .
B1 B 0.3875(6) 0.7158(6) 0.7406(3) 0.0161(10) Uani 1 1 d . . . . .
F2 F 0.3965(4) 0.4215(4) 0.5278(2) 0.0379(9) Uani 1 1 d . . . . .
O2 O 0.6760(4) 0.3100(4) 0.8475(2) 0.0221(8) Uani 1 1 d . . . . .
C2 C 0.1843(5) 0.6944(5) 0.8505(3) 0.0198(10) Uani 1 1 d . . . . .
H2A H 0.156598 0.800126 0.844031 0.024 Uiso 1 1 calc R U . . .
H2B H 0.124418 0.686551 0.806814 0.024 Uiso 1 1 calc R U . . .
B2 B 0.5366(6) 0.3303(6) 0.8232(4) 0.0170(10) Uani 1 1 d . . . . .
F3 F 0.1110(5) 0.6090(5) 0.4631(2) 0.0455(10) Uani 1 1 d . . . . .
C3 C 0.1503(5) 0.6236(5) 0.9428(3) 0.0206(10) Uani 1 1 d . . . . .
H3A H 0.205576 0.636280 0.986798 0.025 Uiso 1 1 calc R U . . .
H3B H 0.044686 0.673677 0.950906 0.025 Uiso 1 1 calc R U . . .
F4 F -0.0414(4) 0.8521(4) 0.5280(2) 0.0410(10) Uani 1 1 d . . . . .
C4 C 0.1933(5) 0.4577(5) 0.9549(3) 0.0215(10) Uani 1 1 d . . . . .
H4A H 0.179820 0.412410 1.015359 0.026 Uiso 1 1 calc R U . . .
H4B H 0.128420 0.445688 0.916347 0.026 Uiso 1 1 calc R U . . .
F5 F 0.0819(3) 0.9028(3) 0.6531(2) 0.0281(7) Uani 1 1 d . . . . .
C5 C 0.3538(5) 0.3787(5) 0.9343(3) 0.0179(10) Uani 1 1 d . . . . .
H5A H 0.376584 0.274285 0.939554 0.021 Uiso 1 1 calc R U . . .
H5B H 0.419052 0.381678 0.976941 0.021 Uiso 1 1 calc R U . . .
F6 F 0.3250(4) 0.9676(4) 0.5798(2) 0.0379(9) Uani 1 1 d . . . . .
C6 C 0.3844(5) 0.4524(5) 0.8395(3) 0.0154(9) Uani 1 1 d . . . . .
H6 H 0.309504 0.456037 0.799474 0.018 Uiso 1 1 calc R U . . .
F7 F 0.2262(5) 1.2569(4) 0.5717(3) 0.0602(14) Uani 1 1 d . . . . .
C7 C 0.6868(6) 0.0909(6) 0.8160(4) 0.0276(12) Uani 1 1 d . . . . .
F8 F 0.1847(4) 1.3513(3) 0.7202(3) 0.0538(12) Uani 1 1 d . . . . .
C8 C 0.7854(6) 0.1733(5) 0.8273(4) 0.0254(11) Uani 1 1 d . . . . .
F9 F 0.2499(4) 1.1459(4) 0.8796(3) 0.0408(9) Uani 1 1 d . . . . .
C9 C 0.6767(7) -0.0165(7) 0.9018(5) 0.0431(16) Uani 1 1 d . . . . .
H9A H 0.773167 -0.097903 0.919955 0.065 Uiso 1 1 calc R U . . .
H9B H 0.606659 -0.055199 0.892724 0.065 Uiso 1 1 calc R U . . .
H9C H 0.644051 0.036111 0.946774 0.065 Uiso 1 1 calc R U . . .
F10 F 0.3546(4) 0.8575(3) 0.89163(19) 0.0262(7) Uani 1 1 d . . . . .
C10 C 0.7250(7) 0.0142(7) 0.7428(5) 0.0439(16) Uani 1 1 d . . . . .
H10A H 0.824297 -0.064091 0.754548 0.066 Uiso 1 1 calc R U . . .
H10B H 0.719470 0.085926 0.687899 0.066 Uiso 1 1 calc R U . . .
H10C H 0.655488 -0.028091 0.739264 0.066 Uiso 1 1 calc R U . . .
C11 C 0.9017(6) 0.0933(6) 0.9020(4) 0.0366(14) Uani 1 1 d . . . . .
H11A H 0.971040 -0.000995 0.893037 0.055 Uiso 1 1 calc R U . . .
H11B H 0.855032 0.075875 0.956397 0.055 Uiso 1 1 calc R U . . .
H11C H 0.954023 0.153464 0.904679 0.055 Uiso 1 1 calc R U . . .
C12 C 0.8552(6) 0.2216(6) 0.7426(4) 0.0317(12) Uani 1 1 d . . . . .
H12A H 0.930630 0.134530 0.728729 0.048 Uiso 1 1 calc R U . . .
H12B H 0.899374 0.285885 0.750722 0.048 Uiso 1 1 calc R U . . .
H12C H 0.779368 0.274784 0.695116 0.048 Uiso 1 1 calc R U . . .
C13 C 0.3125(5) 0.6916(5) 0.6585(3) 0.0166(9) Uani 1 1 d . . . . .
C14 C 0.3831(6) 0.5716(6) 0.6230(3) 0.0214(10) Uani 1 1 d . . . . .
C15 C 0.3192(6) 0.5413(7) 0.5581(3) 0.0271(12) Uani 1 1 d . . . . .
F1 F 0.5241(3) 0.4709(3) 0.6510(2) 0.0248(7) Uani 1 1 d . . . . .
C16 C 0.1768(7) 0.6358(7) 0.5257(3) 0.0306(13) Uani 1 1 d . . . . .
C17 C 0.0999(6) 0.7573(7) 0.5581(4) 0.0292(13) Uani 1 1 d . . . . .
C18 C 0.1672(6) 0.7831(6) 0.6235(3) 0.0217(10) Uani 1 1 d . . . . .
C19 C 0.3349(5) 0.8947(5) 0.7362(3) 0.0166(9) Uani 1 1 d . . . . .
C20 C 0.3211(5) 0.9509(5) 0.8087(3) 0.0171(10) Uani 1 1 d . . . . .
C21 C 0.2689(6) 1.1010(5) 0.8056(4) 0.0239(11) Uani 1 1 d . . . . .
C22 C 0.2373(6) 1.2040(5) 0.7257(4) 0.0323(14) Uani 1 1 d . . . . .
C23 C 0.2570(7) 1.1564(6) 0.6510(4) 0.0320(14) Uani 1 1 d . . . . .
C24 C 0.3059(6) 1.0063(5) 0.6572(3) 0.0225(11) Uani 1 1 d . . . . .
C25 C 0.6631(5) 0.6105(5) 0.8013(3) 0.0160(9) Uani 1 1 d . . . . .
H25 H 0.628187 0.589118 0.857091 0.019 Uiso 1 1 calc R U . . .
C26 C 0.8124(5) 0.5859(6) 0.7942(4) 0.0222(11) Uani 1 1 d . . . . .
H26 H 0.876155 0.548649 0.844573 0.027 Uiso 1 1 calc R U . . .
C27 C 0.8643(6) 0.6173(6) 0.7122(4) 0.0291(12) Uani 1 1 d . . . . .
H27 H 0.963785 0.601448 0.706353 0.035 Uiso 1 1 calc R U . . .
C28 C 0.7677(7) 0.6725(7) 0.6386(4) 0.0327(13) Uani 1 1 d . . . . .
H28 H 0.800540 0.694703 0.582265 0.039 Uiso 1 1 calc R U . . .
C29 C 0.6216(6) 0.6941(6) 0.6503(4) 0.0274(12) Uani 1 1 d . . . . .
H29 H 0.556532 0.731327 0.600502 0.033 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
O1 B2 1.379(6) . ?
O1 C7 1.453(6) . ?
N1 C25 1.343(6) . ?
N1 C29 1.344(7) . ?
N1 B1 1.648(7) . ?
C1 C6 1.550(6) . ?
C1 C2 1.553(6) . ?
C1 B1 1.644(7) . ?
C1 H1 0.9800 . ?
B1 C13 1.644(7) . ?
B1 C19 1.653(7) . ?
F2 C15 1.336(7) . ?
O2 B2 1.364(6) . ?
O2 C8 1.464(6) . ?
C2 C3 1.528(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
B2 C6 1.561(6) . ?
F3 C16 1.351(6) . ?
C3 C4 1.518(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
F4 C17 1.345(6) . ?
C4 C5 1.511(7) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
F5 C18 1.346(6) . ?
C5 C6 1.559(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
F6 C24 1.357(7) . ?
C6 H6 0.9800 . ?
F7 C23 1.343(6) . ?
C7 C10 1.502(8) . ?
C7 C9 1.524(8) . ?
C7 C8 1.568(8) . ?
F8 C22 1.345(6) . ?
C8 C11 1.492(8) . ?
C8 C12 1.526(8) . ?
F9 C21 1.335(7) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
F10 C20 1.359(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.377(7) . ?
C13 C18 1.390(7) . ?
C14 F1 1.350(6) . ?
C14 C15 1.391(7) . ?
C15 C16 1.361(9) . ?
C16 C17 1.367(9) . ?
C17 C18 1.390(7) . ?
C19 C20 1.382(7) . ?
C19 C24 1.392(7) . ?
C20 C21 1.381(6) . ?
C21 C22 1.361(8) . ?
C22 C23 1.362(9) . ?
C23 C24 1.372(7) . ?
C25 C26 1.391(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.370(8) . ?
C26 H26 0.9300 . ?
C27 C28 1.378(8) . ?
C27 H27 0.9300 . ?
C28 C29 1.375(8) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?

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
B2 O1 C7 108.2(4) . . ?
C25 N1 C29 117.8(4) . . ?
C25 N1 B1 120.7(4) . . ?
C29 N1 B1 120.9(4) . . ?
C6 C1 C2 105.8(4) . . ?
C6 C1 B1 117.6(4) . . ?
C2 C1 B1 109.8(4) . . ?
C6 C1 H1 107.8 . . ?
C2 C1 H1 107.8 . . ?
B1 C1 H1 107.8 . . ?
C13 B1 C1 107.6(4) . . ?
C13 B1 N1 109.9(4) . . ?
C1 B1 N1 112.2(4) . . ?
C13 B1 C19 112.9(4) . . ?
C1 B1 C19 114.1(4) . . ?
N1 B1 C19 100.1(3) . . ?
B2 O2 C8 108.6(4) . . ?
C3 C2 C1 112.1(4) . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
O2 B2 O1 112.4(4) . . ?
O2 B2 C6 127.2(5) . . ?
O1 B2 C6 119.6(4) . . ?
C4 C3 C2 110.4(4) . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C5 C4 C3 111.1(4) . . ?
C5 C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 111.8(4) . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
C1 C6 C5 108.6(4) . . ?
C1 C6 B2 125.6(4) . . ?
C5 C6 B2 102.6(4) . . ?
C1 C6 H6 106.2 . . ?
C5 C6 H6 106.2 . . ?
B2 C6 H6 106.2 . . ?
O1 C7 C10 108.2(5) . . ?
O1 C7 C9 106.1(4) . . ?
C10 C7 C9 110.3(5) . . ?
O1 C7 C8 102.8(4) . . ?
C10 C7 C8 115.8(5) . . ?
C9 C7 C8 112.9(5) . . ?
O2 C8 C11 107.4(4) . . ?
O2 C8 C12 107.3(4) . . ?
C11 C8 C12 109.9(5) . . ?
O2 C8 C7 102.5(4) . . ?
C11 C8 C7 115.6(5) . . ?
C12 C8 C7 113.3(5) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 113.6(4) . . ?
C14 C13 B1 123.1(4) . . ?
C18 C13 B1 123.1(4) . . ?
F1 C14 C13 120.8(4) . . ?
F1 C14 C15 114.4(5) . . ?
C13 C14 C15 124.8(5) . . ?
F2 C15 C16 120.6(5) . . ?
F2 C15 C14 120.5(5) . . ?
C16 C15 C14 118.9(5) . . ?
F3 C16 C15 120.4(6) . . ?
F3 C16 C17 120.2(6) . . ?
C15 C16 C17 119.4(4) . . ?
F4 C17 C16 120.8(5) . . ?
F4 C17 C18 119.2(6) . . ?
C16 C17 C18 119.9(5) . . ?
F5 C18 C17 115.9(5) . . ?
F5 C18 C13 120.7(4) . . ?
C17 C18 C13 123.3(5) . . ?
C20 C19 C24 111.9(4) . . ?
C20 C19 B1 124.9(4) . . ?
C24 C19 B1 123.1(4) . . ?
F10 C20 C21 114.2(4) . . ?
F10 C20 C19 120.6(4) . . ?
C21 C20 C19 125.1(5) . . ?
F9 C21 C22 119.8(5) . . ?
F9 C21 C20 121.0(5) . . ?
C22 C21 C20 119.1(5) . . ?
F8 C22 C21 120.8(6) . . ?
F8 C22 C23 120.1(5) . . ?
C21 C22 C23 119.1(5) . . ?
F7 C23 C22 119.7(5) . . ?
F7 C23 C24 120.6(6) . . ?
C22 C23 C24 119.7(5) . . ?
F6 C24 C23 116.2(5) . . ?
F6 C24 C19 119.1(4) . . ?
C23 C24 C19 124.7(5) . . ?
N1 C25 C26 121.9(5) . . ?
N1 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C27 C26 C25 119.3(5) . . ?
C27 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C26 C27 C28 119.3(5) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C29 C28 C27 118.4(5) . . ?
C29 C28 H28 120.8 . . ?
C27 C28 H28 120.8 . . ?
N1 C29 C28 123.3(5) . . ?
N1 C29 H29 118.3 . . ?
C28 C29 H29 118.3 . . ?

_refine_diff_density_max         0.763
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.103



