# Supplementary Information (SI) for Chemical Science.
# 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_tbs183_quaterilene_chcl3_hex_auto
_database_code_depnum_ccdc_archive 'CCDC 2397243'
loop_
_audit_author_name
_audit_author_address
'Hideto Ito'
;Nagoya University
Japan
;
_audit_update_record             
;
2024-11-04 deposited with the CCDC.	2025-04-11 downloaded from the CCDC.
;
_audit_creation_date             2024-09-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        21
_chemical_formula_moiety         '2(C H Cl3), C56 H52'
_chemical_formula_sum            'C58 H54 Cl6'
_chemical_formula_weight         963.71
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H Cl S'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.8136(18)
_cell_length_b                   6.0124(4)
_cell_length_c                   21.4653(18)
_cell_angle_alpha                90
_cell_angle_beta                 116.226(10)
_cell_angle_gamma                90
_cell_volume                     2409.6(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5731
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      29.3320
_cell_measurement_theta_min      2.1110
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.908
_exptl_absorpt_coefficient_mu    0.396
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.815
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            21448
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.815
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.827
_diffrn_reflns_theta_min         1.904
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.815
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -16.00  69.00   0.50  175.00    --   -2.70  37.00 163.00  170
  2  ω    -79.00   9.00   0.50  175.00    --   -2.70 -37.00   8.00  176
  3  ω      2.00  33.00   0.50  175.00    --    3.32 -99.00   0.00   62
  4  ω     -6.00  20.00   0.50  175.00    --    3.32 -99.00 -90.00   52
  5  ω     -3.00  37.00   0.50  175.00    --    3.32 -99.00 -60.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0329961000
_diffrn_orient_matrix_UB_12      -0.0041309000
_diffrn_orient_matrix_UB_13      0.0304797000
_diffrn_orient_matrix_UB_21      0.0160572000
_diffrn_orient_matrix_UB_22      -0.0558391000
_diffrn_orient_matrix_UB_23      -0.0186671000
_diffrn_orient_matrix_UB_31      0.0099440000
_diffrn_orient_matrix_UB_32      0.1038250000
_diffrn_orient_matrix_UB_33      -0.0088193000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3768
_reflns_number_total             5652
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.177
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         5652
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1094
_refine_ls_R_factor_gt           0.0735
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1340P)²+1.1318P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2135
_refine_ls_wR_factor_ref         0.2358
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl30-Cl31 \\sim Cl33-Cl34
 with sigma of 0.04
 Cl30-Cl32 \\sim Cl33-Cl35
 with sigma of 0.04
 Cl31-Cl32 \\sim Cl34-Cl35
 with sigma of 0.04
3. Others
 Sof(H29)=Sof(Cl33)=Sof(Cl34)=Sof(Cl35)=1-FVAR(1)
 Sof(Cl30)=Sof(Cl31)=Sof(Cl32)=Sof(H2A)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C29(H2A), C29(H29)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C18(H18), C8(H8), C19(H19), C10(H10), C14(H14), C12(H12)
4.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C26(H26A,H26B,H26C), C23(H23A,H23B,
 H23C), C22(H22A,H22B,H22C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl30 Cl 0.02025(14) 0.8467(4) 0.41813(16) 0.0735(9) Uani 0.693(13) 1 d D . P A
1
Cl31 Cl 0.1280(3) 0.7357(11) 0.55297(19) 0.1360(19) Uani 0.693(13) 1 d D . P A
1
Cl32 Cl 0.08453(18) 0.4132(7) 0.4419(3) 0.1122(17) Uani 0.693(13) 1 d D . P A 1
C5 C 0.34654(11) 0.4126(4) 0.42085(10) 0.0207(5) Uani 1 1 d . . . . .
C20 C 0.51570(11) 0.1499(4) 0.55682(10) 0.0206(5) Uani 1 1 d . . . . .
C1 C 0.45334(11) 0.1871(4) 0.49285(10) 0.0198(5) Uani 1 1 d . . . . .
C7 C 0.30085(11) 0.6058(4) 0.41299(10) 0.0219(5) Uani 1 1 d . . . . .
C6 C 0.40729(11) 0.3708(4) 0.48588(10) 0.0200(4) Uani 1 1 d . . . . .
C3 C 0.37782(11) 0.0861(4) 0.37354(10) 0.0228(5) Uani 1 1 d . . . . .
H3 H 0.366803 -0.008868 0.334764 0.027 Uiso 1 1 calc R U . . .
C4 C 0.33398(11) 0.2658(4) 0.36673(10) 0.0229(5) Uani 1 1 d . . . . .
H4 H 0.293653 0.290114 0.323334 0.028 Uiso 1 1 calc R U . . .
C2 C 0.43783(11) 0.0398(4) 0.43569(10) 0.0196(4) Uani 1 1 d . . . . .
C16 C 0.31433(11) 0.7406(4) 0.47233(10) 0.0224(5) Uani 1 1 d . . . . .
C18 C 0.48601(11) 0.4818(4) 0.60336(10) 0.0238(5) Uani 1 1 d . . . . .
H18 H 0.498736 0.583045 0.640941 0.029 Uiso 1 1 calc R U . . .
C15 C 0.37266(12) 0.6946(4) 0.53829(11) 0.0226(5) Uani 1 1 d . . . . .
C17 C 0.42277(11) 0.5160(4) 0.54359(10) 0.0216(5) Uani 1 1 d . . . . .
C8 C 0.24407(11) 0.6634(4) 0.34994(11) 0.0243(5) Uani 1 1 d . . . . .
H8 H 0.235776 0.576360 0.310169 0.029 Uiso 1 1 calc R U . . .
C19 C 0.53112(11) 0.3047(4) 0.60990(10) 0.0237(5) Uani 1 1 d . . . . .
H19 H 0.573836 0.288221 0.651800 0.028 Uiso 1 1 calc R U . . .
C11 C 0.26785(12) 0.9208(4) 0.46591(11) 0.0261(5) Uani 1 1 d . . . . .
C9 C 0.19814(11) 0.8452(4) 0.34221(11) 0.0257(5) Uani 1 1 d . . . . .
C10 C 0.21104(12) 0.9715(4) 0.40021(12) 0.0280(5) Uani 1 1 d . . . . .
H10 H 0.181084 1.095426 0.395984 0.034 Uiso 1 1 calc R U . . .
C14 C 0.37883(12) 0.8172(4) 0.59533(11) 0.0255(5) Uani 1 1 d . . . . .
H14 H 0.416947 0.783943 0.639463 0.031 Uiso 1 1 calc R U . . .
C13 C 0.33085(13) 0.9892(4) 0.59053(11) 0.0273(5) Uani 1 1 d . . . . .
C12 C 0.27810(13) 1.0434(4) 0.52622(12) 0.0279(5) Uani 1 1 d . . . . .
H12 H 0.247594 1.165996 0.521825 0.034 Uiso 1 1 calc R U . . .
C25 C 0.33712(13) 1.0990(4) 0.65780(12) 0.0297(5) Uani 1 1 d . . . . .
C21 C 0.13725(12) 0.8985(4) 0.27043(12) 0.0295(5) Uani 1 1 d . . . . .
C27 C 0.31960(17) 0.9217(5) 0.69923(14) 0.0407(7) Uani 1 1 d . . . . .
H27A H 0.270952 0.865712 0.671482 0.061 Uiso 1 1 calc R U . . .
H27B H 0.322816 0.987331 0.742314 0.061 Uiso 1 1 calc R U . . .
H27C H 0.353815 0.798761 0.710414 0.061 Uiso 1 1 calc R U . . .
C28 C 0.41321(16) 1.1862(5) 0.70183(14) 0.0431(7) Uani 1 1 d . . . . .
H28A H 0.447133 1.061946 0.715094 0.065 Uiso 1 1 calc R U . . .
H28B H 0.415439 1.258017 0.743730 0.065 Uiso 1 1 calc R U . . .
H28C H 0.425659 1.294485 0.674795 0.065 Uiso 1 1 calc R U . . .
C26 C 0.28509(17) 1.2935(5) 0.64316(14) 0.0439(7) Uani 1 1 d . . . . .
H26A H 0.296103 1.408463 0.616975 0.066 Uiso 1 1 calc R U . . .
H26B H 0.289880 1.355824 0.687189 0.066 Uiso 1 1 calc R U . . .
H26C H 0.235927 1.240762 0.615932 0.066 Uiso 1 1 calc R U . . .
C23 C 0.16787(16) 1.0047(7) 0.22506(14) 0.0562(9) Uani 1 1 d . . . . .
H23A H 0.191600 1.144767 0.246154 0.084 Uiso 1 1 calc R U . . .
H23B H 0.129041 1.034355 0.178840 0.084 Uiso 1 1 calc R U . . .
H23C H 0.202696 0.903517 0.220925 0.084 Uiso 1 1 calc R U . . .
C22 C 0.0834(2) 1.0616(8) 0.27527(17) 0.0789(14) Uani 1 1 d . . . . .
H22A H 0.069814 1.011683 0.311264 0.118 Uiso 1 1 calc R U . . .
H22B H 0.040724 1.068114 0.230475 0.118 Uiso 1 1 calc R U . . .
H22C H 0.105137 1.209685 0.287176 0.118 Uiso 1 1 calc R U . . .
C24 C 0.0970(2) 0.6889(6) 0.2348(2) 0.0789(14) Uani 1 1 d . . . . .
H24A H 0.128890 0.590980 0.224711 0.118 Uiso 1 1 calc R U . . .
H24B H 0.055582 0.728731 0.191393 0.118 Uiso 1 1 calc R U . . .
H24C H 0.080696 0.611623 0.265441 0.118 Uiso 1 1 calc R U . . .
C29 C 0.0994(2) 0.7013(7) 0.46685(19) 0.0673(11) Uani 1 1 d . . . . .
H2A H 0.137237 0.759637 0.454455 0.081 Uiso 0.693(13) 1 calc R U P A 1
H29 H 0.138989 0.799410 0.468727 0.081 Uiso 0.307(13) 1 calc R U P A 2
Cl33 Cl 0.1153(6) 0.673(3) 0.5533(4) 0.130(4) Uani 0.307(13) 1 d D . P A 2
Cl34 Cl 0.0249(8) 0.865(2) 0.4314(7) 0.186(7) Uani 0.307(13) 1 d D . P A 2
Cl35 Cl 0.1027(7) 0.4894(17) 0.4237(4) 0.123(3) Uani 0.307(13) 1 d D . P A 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
Cl30 C29 1.746(5) . ?
Cl31 C29 1.686(5) . ?
Cl32 C29 1.799(6) . ?
C5 C7 1.463(3) . ?
C5 C6 1.432(3) . ?
C5 C4 1.389(3) . ?
C20 C1 1.430(3) . ?
C20 C2 1.457(3) 3_656 ?
C20 C19 1.394(3) . ?
C1 C6 1.426(3) . ?
C1 C2 1.430(3) . ?
C7 C16 1.429(3) . ?
C7 C8 1.391(3) . ?
C6 C17 1.431(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(3) . ?
C3 C2 1.395(3) . ?
C4 H4 0.9500 . ?
C16 C15 1.427(3) . ?
C16 C11 1.418(3) . ?
C18 H18 0.9500 . ?
C18 C17 1.389(3) . ?
C18 C19 1.385(3) . ?
C15 C17 1.466(3) . ?
C15 C14 1.385(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.413(3) . ?
C19 H19 0.9500 . ?
C11 C10 1.416(3) . ?
C11 C12 1.421(3) . ?
C9 C10 1.379(3) . ?
C9 C21 1.535(3) . ?
C10 H10 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.410(3) . ?
C13 C12 1.370(3) . ?
C13 C25 1.540(3) . ?
C12 H12 0.9500 . ?
C25 C27 1.532(4) . ?
C25 C28 1.534(4) . ?
C25 C26 1.529(4) . ?
C21 C23 1.520(4) . ?
C21 C22 1.527(4) . ?
C21 C24 1.519(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C29 H2A 1.0000 . ?
C29 H29 1.0000 . ?
C29 Cl33 1.743(8) . ?
C29 Cl34 1.704(13) . ?
C29 Cl35 1.595(9) . ?

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 C5 C7 120.05(19) . . ?
C4 C5 C7 122.39(19) . . ?
C4 C5 C6 117.6(2) . . ?
C1 C20 C2 120.32(18) . 3_656 ?
C19 C20 C1 117.6(2) . . ?
C19 C20 C2 122.02(18) . 3_656 ?
C6 C1 C20 120.31(18) . . ?
C6 C1 C2 120.22(18) . . ?
C2 C1 C20 119.5(2) . . ?
C16 C7 C5 119.07(18) . . ?
C8 C7 C5 122.6(2) . . ?
C8 C7 C16 118.3(2) . . ?
C1 C6 C5 120.08(18) . . ?
C1 C6 C17 119.85(18) . . ?
C17 C6 C5 120.1(2) . . ?
C4 C3 H3 119.0 . . ?
C4 C3 C2 121.91(19) . . ?
C2 C3 H3 119.0 . . ?
C5 C4 H4 118.7 . . ?
C3 C4 C5 122.54(19) . . ?
C3 C4 H4 118.7 . . ?
C1 C2 C20 120.20(18) . 3_656 ?
C3 C2 C20 122.13(19) . 3_656 ?
C3 C2 C1 117.7(2) . . ?
C15 C16 C7 121.4(2) . . ?
C11 C16 C7 119.33(19) . . ?
C11 C16 C15 119.29(19) . . ?
C17 C18 H18 119.0 . . ?
C19 C18 H18 119.0 . . ?
C19 C18 C17 122.0(2) . . ?
C16 C15 C17 118.89(19) . . ?
C14 C15 C16 118.7(2) . . ?
C14 C15 C17 122.4(2) . . ?
C6 C17 C15 119.96(19) . . ?
C18 C17 C6 117.9(2) . . ?
C18 C17 C15 122.10(19) . . ?
C7 C8 H8 118.4 . . ?
C7 C8 C9 123.2(2) . . ?
C9 C8 H8 118.4 . . ?
C20 C19 H19 119.0 . . ?
C18 C19 C20 121.97(19) . . ?
C18 C19 H19 119.0 . . ?
C16 C11 C12 119.1(2) . . ?
C10 C11 C16 119.6(2) . . ?
C10 C11 C12 121.2(2) . . ?
C8 C9 C21 119.7(2) . . ?
C10 C9 C8 117.9(2) . . ?
C10 C9 C21 122.4(2) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 C11 121.6(2) . . ?
C9 C10 H10 119.2 . . ?
C15 C14 H14 118.7 . . ?
C15 C14 C13 122.7(2) . . ?
C13 C14 H14 118.7 . . ?
C14 C13 C25 118.8(2) . . ?
C12 C13 C14 118.3(2) . . ?
C12 C13 C25 122.8(2) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 C11 121.7(2) . . ?
C13 C12 H12 119.2 . . ?
C27 C25 C13 107.6(2) . . ?
C27 C25 C28 109.0(2) . . ?
C28 C25 C13 111.16(19) . . ?
C26 C25 C13 112.1(2) . . ?
C26 C25 C27 108.8(2) . . ?
C26 C25 C28 108.0(2) . . ?
C23 C21 C9 109.68(19) . . ?
C23 C21 C22 107.6(3) . . ?
C22 C21 C9 111.8(2) . . ?
C24 C21 C9 111.0(2) . . ?
C24 C21 C23 108.7(3) . . ?
C24 C21 C22 108.0(3) . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Cl30 C29 Cl32 108.1(2) . . ?
Cl30 C29 H2A 108.1 . . ?
Cl31 C29 Cl30 112.2(3) . . ?
Cl31 C29 Cl32 112.1(3) . . ?
Cl31 C29 H2A 108.1 . . ?
Cl32 C29 H2A 108.1 . . ?
Cl33 C29 H29 104.4 . . ?
Cl34 C29 H29 104.4 . . ?
Cl34 C29 Cl33 103.8(6) . . ?
Cl35 C29 H29 104.4 . . ?
Cl35 C29 Cl33 120.4(5) . . ?
Cl35 C29 Cl34 117.7(7) . . ?

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
C5 C7 C16 C15 2.0(3) . . . . ?
C5 C7 C16 C11 -176.55(19) . . . . ?
C5 C7 C8 C9 177.8(2) . . . . ?
C5 C6 C17 C18 -173.75(19) . . . . ?
C5 C6 C17 C15 6.0(3) . . . . ?
C20 C1 C6 C5 177.45(18) . . . . ?
C20 C1 C6 C17 -1.2(3) . . . . ?
C20 C1 C2 C20 1.5(3) . . . 3_656 ?
C20 C1 C2 C3 -177.94(18) . . . . ?
C1 C20 C19 C18 3.8(3) . . . . ?
C1 C6 C17 C18 4.9(3) . . . . ?
C1 C6 C17 C15 -175.33(18) . . . . ?
C7 C5 C6 C1 -177.72(18) . . . . ?
C7 C5 C6 C17 1.0(3) . . . . ?
C7 C5 C4 C3 178.60(19) . . . . ?
C7 C16 C15 C17 4.8(3) . . . . ?
C7 C16 C15 C14 -173.7(2) . . . . ?
C7 C16 C11 C10 -3.2(3) . . . . ?
C7 C16 C11 C12 175.0(2) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
C7 C8 C9 C21 179.3(2) . . . . ?
C6 C5 C7 C16 -5.0(3) . . . . ?
C6 C5 C7 C8 175.53(19) . . . . ?
C6 C5 C4 C3 -0.6(3) . . . . ?
C6 C1 C2 C20 -179.05(18) . . . 3_656 ?
C6 C1 C2 C3 1.5(3) . . . . ?
C4 C5 C7 C16 175.80(19) . . . . ?
C4 C5 C7 C8 -3.7(3) . . . . ?
C4 C5 C6 C1 1.5(3) . . . . ?
C4 C5 C6 C17 -179.80(19) . . . . ?
C4 C3 C2 C20 179.97(19) . . . 3_656 ?
C4 C3 C2 C1 -0.6(3) . . . . ?
C2 C20 C1 C6 179.05(18) 3_656 . . . ?
C2 C20 C1 C2 -1.5(3) 3_656 . . . ?
C2 C20 C19 C18 -178.4(2) 3_656 . . . ?
C2 C1 C6 C5 -2.0(3) . . . . ?
C2 C1 C6 C17 179.31(18) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C16 C7 C8 C9 -1.6(3) . . . . ?
C16 C15 C17 C6 -8.9(3) . . . . ?
C16 C15 C17 C18 170.8(2) . . . . ?
C16 C15 C14 C13 -1.6(3) . . . . ?
C16 C11 C10 C9 2.1(3) . . . . ?
C16 C11 C12 C13 -1.2(4) . . . . ?
C15 C16 C11 C10 178.2(2) . . . . ?
C15 C16 C11 C12 -3.6(3) . . . . ?
C15 C14 C13 C12 -3.1(4) . . . . ?
C15 C14 C13 C25 173.5(2) . . . . ?
C17 C18 C19 C20 0.0(3) . . . . ?
C17 C15 C14 C13 179.9(2) . . . . ?
C8 C7 C16 C15 -178.50(19) . . . . ?
C8 C7 C16 C11 2.9(3) . . . . ?
C8 C9 C10 C11 -0.7(3) . . . . ?
C8 C9 C21 C23 -74.4(3) . . . . ?
C8 C9 C21 C22 166.4(3) . . . . ?
C8 C9 C21 C24 45.7(3) . . . . ?
C19 C20 C1 C6 -3.1(3) . . . . ?
C19 C20 C1 C2 176.35(18) . . . . ?
C19 C18 C17 C6 -4.4(3) . . . . ?
C19 C18 C17 C15 175.9(2) . . . . ?
C11 C16 C15 C17 -176.60(19) . . . . ?
C11 C16 C15 C14 4.9(3) . . . . ?
C10 C11 C12 C13 176.9(2) . . . . ?
C10 C9 C21 C23 104.3(3) . . . . ?
C10 C9 C21 C22 -14.9(4) . . . . ?
C10 C9 C21 C24 -135.5(3) . . . . ?
C14 C15 C17 C6 169.6(2) . . . . ?
C14 C15 C17 C18 -10.7(3) . . . . ?
C14 C13 C12 C11 4.5(4) . . . . ?
C14 C13 C25 C27 -64.7(3) . . . . ?
C14 C13 C25 C28 54.6(3) . . . . ?
C14 C13 C25 C26 175.6(2) . . . . ?
C12 C11 C10 C9 -176.1(2) . . . . ?
C12 C13 C25 C27 111.7(3) . . . . ?
C12 C13 C25 C28 -129.0(3) . . . . ?
C12 C13 C25 C26 -8.0(3) . . . . ?
C25 C13 C12 C11 -171.9(2) . . . . ?
C21 C9 C10 C11 -179.5(2) . . . . ?

_olex2_exptl_crystal_mounting_method loop
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.864
_oxdiff_exptl_absorpt_empirical_full_min 0.424
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CHCl3/hexane'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_glo10732_3a-minor
_database_code_depnum_ccdc_archive 'CCDC 2408571'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut University of Muenster
Germany
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-04-11 downloaded from the CCDC.
;

_audit_creation_method           'APEX5 v2023.9-2'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H17 B Cl2 F4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         515.20

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3623(3)
_cell_length_b                   10.7490(3)
_cell_length_c                   11.4494(3)
_cell_angle_alpha                65.1580(10)
_cell_angle_beta                 86.1400(10)
_cell_angle_gamma                73.8820(10)
_cell_volume                     1110.01(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      2.9174
_cell_measurement_theta_max      26.7262
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.167
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.076
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             524

_exptl_absorpt_coefficient_mu    0.524
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.08
_diffrn_source_current           1.6
_diffrn_source_voltage           50

_diffrn_radiation_probe          'single crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            24570
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_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.

The BF4 anion and one dichloromethane molecule were found disordered 
over two positions in the asymmetric unit. Several restraints (SADI,
SAME, ISOR and SIMU) were used in order to improve refinement stability.
;

_reflns_number_total             3975
_reflns_number_gt                3623
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1217
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.081
_refine_ls_number_reflns         3975
_refine_ls_number_parameters     363
_refine_ls_number_restraints     289
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0658P)²+0.9956P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.478
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cl Cl 0.1484 0.1585 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX4 v2021.4-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'SHELXT 2018/2 (Sheldrick, 2018)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.20887(5) 0.51614(5) 0.28421(5) 0.02333(16) Uani d U . . 1.000000 . .
S S2 0.51139(5) 0.50231(6) 0.18116(6) 0.03068(17) Uani d U . . 1.000000 . .
C C1 0.1816(2) 0.6173(3) 0.1120(2) 0.0281(5) Uani d U . . 1.000000 . .
C C2 0.1636(2) 0.7657(3) 0.0610(2) 0.0323(5) Uani d U . . 1.000000 . .
H H2 0.172709 0.809987 0.115198 0.039000 Uiso calc U . R 1.000000 . .
C C3 0.1327(2) 0.8446(3) -0.0684(2) 0.0381(6) Uani d U . . 1.000000 . .
H H3 0.122045 0.944446 -0.104866 0.046000 Uiso calc U . R 1.000000 . .
C C4 0.1164(2) 0.7778(3) -0.1491(2) 0.0358(5) Uani d U . . 1.000000 . .
C C5 0.0844(3) 0.8579(3) -0.2842(2) 0.0437(6) Uani d U . . 1.000000 . .
H H5 0.074577 0.957622 -0.322518 0.052000 Uiso calc U . R 1.000000 . .
C C6 0.0680(3) 0.7913(4) -0.3582(2) 0.0470(7) Uani d U . . 1.000000 . .
H H6 0.046222 0.845495 -0.448008 0.056000 Uiso calc U . R 1.000000 . .
C C7 0.0828(2) 0.6431(3) -0.3037(2) 0.0439(6) Uani d U . . 1.000000 . .
H H7 0.070581 0.598659 -0.356889 0.053000 Uiso calc U . R 1.000000 . .
C C8 0.1146(2) 0.5633(3) -0.1749(2) 0.0380(6) Uani d U . . 1.000000 . .
H H8 0.124861 0.463538 -0.138809 0.046000 Uiso calc U . R 1.000000 . .
C C9 0.1322(2) 0.6294(3) -0.0949(2) 0.0321(5) Uani d U . . 1.000000 . .
C C10 0.1662(2) 0.5489(3) 0.0389(2) 0.0299(5) Uani d U . . 1.000000 . .
H H10 0.178132 0.448775 0.077224 0.036000 Uiso calc U . R 1.000000 . .
C C11 0.3231(2) 0.3537(2) 0.2982(2) 0.0246(4) Uani d U . . 1.000000 . .
C C12 0.4508(2) 0.3502(2) 0.2506(2) 0.0272(5) Uani d U . . 1.000000 . .
C C13 0.5347(2) 0.2200(3) 0.2596(2) 0.0346(5) Uani d U . . 1.000000 . .
H H13 0.621670 0.214973 0.226648 0.042000 Uiso calc U . R 1.000000 . .
C C14 0.4913(3) 0.0979(3) 0.3168(2) 0.0393(6) Uani d U . . 1.000000 . .
H H14 0.548316 0.009790 0.321155 0.047000 Uiso calc U . R 1.000000 . .
C C15 0.3660(3) 0.1029(3) 0.3676(2) 0.0368(5) Uani d U . . 1.000000 . .
H H15 0.338465 0.017935 0.408421 0.044000 Uiso calc U . R 1.000000 . .
C C16 0.2806(2) 0.2311(2) 0.3593(2) 0.0292(5) Uani d U . . 1.000000 . .
H H16 0.194662 0.235049 0.394613 0.035000 Uiso calc U . R 1.000000 . .
C C21 0.3158(2) 0.5947(2) 0.32802(19) 0.0227(4) Uani d U . . 1.000000 . .
C C22 0.4450(2) 0.5875(2) 0.2833(2) 0.0255(4) Uani d U . . 1.000000 . .
C C23 0.5261(2) 0.6473(2) 0.3236(2) 0.0297(5) Uani d U . . 1.000000 . .
H H23 0.614310 0.644754 0.294000 0.036000 Uiso calc U . R 1.000000 . .
C C24 0.4781(2) 0.7106(2) 0.4069(2) 0.0319(5) Uani d U . . 1.000000 . .
H H24 0.533654 0.751972 0.433623 0.038000 Uiso calc U . R 1.000000 . .
C C25 0.3501(2) 0.7146(2) 0.4521(2) 0.0320(5) Uani d U . . 1.000000 . .
H H25 0.319006 0.757420 0.510109 0.038000 Uiso calc U . R 1.000000 . .
C C26 0.2675(2) 0.6561(2) 0.4127(2) 0.0270(5) Uani d U . . 1.000000 . .
H H26 0.179728 0.658193 0.443071 0.032000 Uiso calc U . R 1.000000 . .
B B1 0.1424(5) 0.2533(5) 0.6607(5) 0.024(3) Uani d U P D 0.841(9) A 1
F F1 0.2520(5) 0.1364(5) 0.7199(5) 0.0433(10) Uani d U P D 0.841(9) A 1
F F2 0.0735(4) 0.2858(3) 0.7549(3) 0.0564(10) Uani d U P D 0.841(9) A 1
F F3 0.1854(3) 0.3675(3) 0.5740(3) 0.0405(7) Uani d U P D 0.841(9) A 1
F F4 0.0598(3) 0.2197(2) 0.5953(3) 0.0483(8) Uani d U P D 0.841(9) A 1
B B1A 0.137(2) 0.255(2) 0.667(2) 0.026(16) Uani d U P D 0.159(9) A 2
F F1A 0.250(2) 0.146(3) 0.681(2) 0.039(5) Uani d U P D 0.159(9) A 2
F F2A 0.124(2) 0.316(2) 0.7511(19) 0.069(5) Uani d U P D 0.159(9) A 2
F F3A 0.146(3) 0.357(2) 0.5453(17) 0.086(6) Uani d U P D 0.159(9) A 2
F F4A 0.0185(12) 0.2215(12) 0.666(2) 0.057(5) Uani d U P D 0.159(9) A 2
C C31 0.3543(6) 0.0558(7) 1.0047(6) 0.0563(15) Uani d U P D 0.512(2) B 1
H H31A 0.399896 -0.047734 1.044625 0.068000 Uiso calc U P R 0.512(2) B 1
H H31B 0.322115 0.080980 0.915996 0.068000 Uiso calc U P R 0.512(2) B 1
Cl Cl1 0.21644(15) 0.0925(2) 1.0932(2) 0.0572(6) Uani d U P D 0.512(2) B 1
Cl Cl2 0.46981(19) 0.1496(2) 0.99747(15) 0.0690(6) Uani d U P D 0.512(2) B 1
C C31A 0.2307(7) 0.1251(7) 1.0108(6) 0.0484(14) Uani d U P D 0.488(2) B 2
H H31C 0.261587 0.073473 0.955477 0.058000 Uiso calc U P R 0.488(2) B 2
H H31D 0.140221 0.190863 0.977023 0.058000 Uiso calc U P R 0.488(2) B 2
Cl Cl1A 0.22258(15) 0.00045(16) 1.17307(14) 0.0433(4) Uani d U P D 0.488(2) B 2
Cl Cl2A 0.34375(14) 0.22328(13) 1.00702(12) 0.0420(4) Uani d U P D 0.488(2) 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C11 . 1.766(2) ?
S1 C21 . 1.772(2) ?
S1 C1 . 1.804(2) ?
S2 C12 . 1.764(2) ?
S2 C22 . 1.767(2) ?
C1 C10 . 1.366(3) ?
C1 C2 . 1.410(3) ?
C2 C3 . 1.369(3) ?
C2 H2 . 0.950000 ?
C3 C4 . 1.429(4) ?
C3 H3 . 0.950000 ?
C4 C9 . 1.412(4) ?
C4 C5 . 1.426(3) ?
C5 C6 . 1.363(4) ?
C5 H5 . 0.950000 ?
C6 C7 . 1.412(5) ?
C6 H6 . 0.950000 ?
C7 C8 . 1.365(4) ?
C7 H7 . 0.950000 ?
C8 C9 . 1.421(4) ?
C8 H8 . 0.950000 ?
C9 C10 . 1.417(3) ?
C10 H10 . 0.950000 ?
C11 C16 . 1.388(3) ?
C11 C12 . 1.394(3) ?
C12 C13 . 1.392(3) ?
C13 C14 . 1.385(4) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.383(4) ?
C14 H14 . 0.950000 ?
C15 C16 . 1.383(3) ?
C15 H15 . 0.950000 ?
C16 H16 . 0.950000 ?
C21 C26 . 1.383(3) ?
C21 C22 . 1.395(3) ?
C22 C23 . 1.391(3) ?
C23 C24 . 1.383(3) ?
C23 H23 . 0.950000 ?
C24 C25 . 1.387(4) ?
C24 H24 . 0.950000 ?
C25 C26 . 1.385(3) ?
C25 H25 . 0.950000 ?
C26 H26 . 0.950000 ?
B1 F2 . 1.367(6) ?
B1 F4 . 1.383(4) ?
B1 F3 . 1.383(5) ?
B1 F1 . 1.387(5) ?
B1A F2A . 1.353(17) ?
B1A F4A . 1.374(17) ?
B1A F3A . 1.376(17) ?
B1A F1A . 1.377(16) ?
C31 Cl2 . 1.744(6) ?
C31 Cl1 . 1.747(6) ?
C31 H31A . 0.990000 ?
C31 H31B . 0.990000 ?
C31A Cl2A . 1.769(6) ?
C31A Cl1A . 1.790(6) ?
C31A H31C . 0.990000 ?
C31A H31D . 0.990000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C11 S1 C21 . . 101.09(9) ?
C11 S1 C1 . . 102.61(10) ?
C21 S1 C1 . . 103.44(10) ?
C12 S2 C22 . . 100.50(10) ?
C10 C1 C2 . . 123.1(2) ?
C10 C1 S1 . . 118.34(18) ?
C2 C1 S1 . . 118.28(17) ?
C3 C2 C1 . . 118.6(2) ?
C3 C2 H2 . . 120.700000 ?
C1 C2 H2 . . 120.700000 ?
C2 C3 C4 . . 120.5(2) ?
C2 C3 H3 . . 119.800000 ?
C4 C3 H3 . . 119.800000 ?
C9 C4 C5 . . 118.8(2) ?
C9 C4 C3 . . 119.7(2) ?
C5 C4 C3 . . 121.4(3) ?
C6 C5 C4 . . 120.0(3) ?
C6 C5 H5 . . 120.000000 ?
C4 C5 H5 . . 120.000000 ?
C5 C6 C7 . . 121.1(2) ?
C5 C6 H6 . . 119.400000 ?
C7 C6 H6 . . 119.400000 ?
C8 C7 C6 . . 120.3(3) ?
C8 C7 H7 . . 119.900000 ?
C6 C7 H7 . . 119.900000 ?
C7 C8 C9 . . 120.1(3) ?
C7 C8 H8 . . 120.000000 ?
C9 C8 H8 . . 120.000000 ?
C4 C9 C10 . . 119.1(2) ?
C4 C9 C8 . . 119.7(2) ?
C10 C9 C8 . . 121.2(2) ?
C1 C10 C9 . . 119.1(2) ?
C1 C10 H10 . . 120.500000 ?
C9 C10 H10 . . 120.500000 ?
C16 C11 C12 . . 122.0(2) ?
C16 C11 S1 . . 117.23(16) ?
C12 C11 S1 . . 120.76(17) ?
C13 C12 C11 . . 118.3(2) ?
C13 C12 S2 . . 118.66(17) ?
C11 C12 S2 . . 123.05(17) ?
C14 C13 C12 . . 120.0(2) ?
C14 C13 H13 . . 120.000000 ?
C12 C13 H13 . . 120.000000 ?
C15 C14 C13 . . 120.7(2) ?
C15 C14 H14 . . 119.600000 ?
C13 C14 H14 . . 119.600000 ?
C16 C15 C14 . . 120.3(2) ?
C16 C15 H15 . . 119.800000 ?
C14 C15 H15 . . 119.800000 ?
C15 C16 C11 . . 118.5(2) ?
C15 C16 H16 . . 120.700000 ?
C11 C16 H16 . . 120.700000 ?
C26 C21 C22 . . 122.2(2) ?
C26 C21 S1 . . 117.04(16) ?
C22 C21 S1 . . 120.64(16) ?
C23 C22 C21 . . 118.3(2) ?
C23 C22 S2 . . 118.68(16) ?
C21 C22 S2 . . 123.00(16) ?
C24 C23 C22 . . 119.8(2) ?
C24 C23 H23 . . 120.100000 ?
C22 C23 H23 . . 120.100000 ?
C23 C24 C25 . . 121.0(2) ?
C23 C24 H24 . . 119.500000 ?
C25 C24 H24 . . 119.500000 ?
C26 C25 C24 . . 120.0(2) ?
C26 C25 H25 . . 120.000000 ?
C24 C25 H25 . . 120.000000 ?
C21 C26 C25 . . 118.6(2) ?
C21 C26 H26 . . 120.700000 ?
C25 C26 H26 . . 120.700000 ?
F2 B1 F4 . . 109.6(4) ?
F2 B1 F3 . . 110.8(4) ?
F4 B1 F3 . . 108.9(3) ?
F2 B1 F1 . . 107.8(4) ?
F4 B1 F1 . . 109.6(4) ?
F3 B1 F1 . . 110.1(4) ?
F2A B1A F4A . . 106.3(16) ?
F2A B1A F3A . . 108.5(18) ?
F4A B1A F3A . . 107.1(18) ?
F2A B1A F1A . . 117.8(19) ?
F4A B1A F1A . . 114.(2) ?
F3A B1A F1A . . 102.6(17) ?
Cl2 C31 Cl1 . . 112.4(4) ?
Cl2 C31 H31A . . 109.100000 ?
Cl1 C31 H31A . . 109.100000 ?
Cl2 C31 H31B . . 109.100000 ?
Cl1 C31 H31B . . 109.100000 ?
H31A C31 H31B . . 107.900000 ?
Cl2A C31A Cl1A . . 109.5(3) ?
Cl2A C31A H31C . . 109.800000 ?
Cl1A C31A H31C . . 109.800000 ?
Cl2A C31A H31D . . 109.800000 ?
Cl1A C31A H31D . . 109.800000 ?
H31C C31A H31D . . 108.200000 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C11 S1 C1 C10 . . . . 41.90(19) ?
C21 S1 C1 C10 . . . . 146.74(17) ?
C11 S1 C1 C2 . . . . -144.46(17) ?
C21 S1 C1 C2 . . . . -39.62(19) ?
C10 C1 C2 C3 . . . . -1.8(3) ?
S1 C1 C2 C3 . . . . -175.09(17) ?
C1 C2 C3 C4 . . . . 1.3(3) ?
C2 C3 C4 C9 . . . . 0.0(3) ?
C2 C3 C4 C5 . . . . -179.9(2) ?
C9 C4 C5 C6 . . . . 0.9(3) ?
C3 C4 C5 C6 . . . . -179.3(2) ?
C4 C5 C6 C7 . . . . -0.4(4) ?
C5 C6 C7 C8 . . . . -0.3(4) ?
C6 C7 C8 C9 . . . . 0.3(4) ?
C5 C4 C9 C10 . . . . 178.9(2) ?
C3 C4 C9 C10 . . . . -0.9(3) ?
C5 C4 C9 C8 . . . . -0.8(3) ?
C3 C4 C9 C8 . . . . 179.3(2) ?
C7 C8 C9 C4 . . . . 0.2(3) ?
C7 C8 C9 C10 . . . . -179.5(2) ?
C2 C1 C10 C9 . . . . 0.8(3) ?
S1 C1 C10 C9 . . . . 174.14(15) ?
C4 C9 C10 C1 . . . . 0.5(3) ?
C8 C9 C10 C1 . . . . -179.7(2) ?
C21 S1 C11 C16 . . . . 135.64(17) ?
C1 S1 C11 C16 . . . . -117.71(17) ?
C21 S1 C11 C12 . . . . -43.78(19) ?
C1 S1 C11 C12 . . . . 62.88(19) ?
C16 C11 C12 C13 . . . . 3.1(3) ?
S1 C11 C12 C13 . . . . -177.48(16) ?
C16 C11 C12 S2 . . . . -176.11(16) ?
S1 C11 C12 S2 . . . . 3.3(3) ?
C22 S2 C12 C13 . . . . -140.51(18) ?
C22 S2 C12 C11 . . . . 38.7(2) ?
C11 C12 C13 C14 . . . . -1.0(3) ?
S2 C12 C13 C14 . . . . 178.26(18) ?
C12 C13 C14 C15 . . . . -1.3(4) ?
C13 C14 C15 C16 . . . . 1.5(4) ?
C14 C15 C16 C11 . . . . 0.5(3) ?
C12 C11 C16 C15 . . . . -2.9(3) ?
S1 C11 C16 C15 . . . . 177.71(17) ?
C11 S1 C21 C26 . . . . -135.02(16) ?
C1 S1 C21 C26 . . . . 118.98(17) ?
C11 S1 C21 C22 . . . . 41.84(19) ?
C1 S1 C21 C22 . . . . -64.16(19) ?
C26 C21 C22 C23 . . . . -1.5(3) ?
S1 C21 C22 C23 . . . . -178.17(16) ?
C26 C21 C22 S2 . . . . 176.99(16) ?
S1 C21 C22 S2 . . . . 0.3(3) ?
C12 S2 C22 C23 . . . . 137.85(18) ?
C12 S2 C22 C21 . . . . -40.6(2) ?
C21 C22 C23 C24 . . . . 0.6(3) ?
S2 C22 C23 C24 . . . . -177.93(16) ?
C22 C23 C24 C25 . . . . 0.5(3) ?
C23 C24 C25 C26 . . . . -0.8(3) ?
C22 C21 C26 C25 . . . . 1.2(3) ?
S1 C21 C26 C25 . . . . 178.02(15) ?
C24 C25 C26 C21 . . . . -0.1(3) ?

####################################################################### 
# 
# 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_glo10731_3b
_database_code_depnum_ccdc_archive 'CCDC 2408572'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut University of Muenster
Germany
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-04-11 downloaded from the CCDC.
;

_audit_creation_method           'APEX5 v2023.9-2'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H19 B F4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         506.36

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'
'-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                   15.1406(8)
_cell_length_b                   10.3948(5)
_cell_length_c                   32.4934(17)
_cell_angle_alpha                90
_cell_angle_beta                 100.849(2)
_cell_angle_gamma                90
_cell_volume                     5022.5(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9941
_cell_measurement_theta_min      2.3906
_cell_measurement_theta_max      27.4897
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.146
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.045
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2080

_exptl_absorpt_coefficient_mu    0.257
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).

"Comparison of silver and molybdenum microfocus X-ray sources for

single-crystal structure determination"

J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.08
_diffrn_source_current           1.6
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            54106
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         26.73
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41

_refine_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.

The BF4 anion was found disordered over two positions in the 
asymmetric unit. Several restraints (SADI, SAME, ISOR and SIMU)
were used in order to improve refinement stability.

A disordered dichloromethane molecule was found in the 
asymmetrical unit and could not be satisfactorily refined. The program 
SQUEEZE (Spek, A.L. (2015). Acta Cryst. C71, 9-18) was therefore used to
remove mathematically the effect of the solvent.
The quoted formula and derived parameters are not included the squeezed
solvent molecule.
;

_reflns_number_total             5311
_reflns_number_gt                4840
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0885
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.029
_refine_ls_number_reflns         5311
_refine_ls_number_parameters     362
_refine_ls_number_restraints     133
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0427P)²+6.1615P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.307
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX4 v2021.4-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'SHELXT 2018/2 (Sheldrick, 2018)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.74862(2) 0.11075(3) 0.63488(2) 0.01719(9) Uani d . . . 1.000000 . .
S S2 0.70435(3) 0.39904(4) 0.66907(2) 0.02497(10) Uani d . . . 1.000000 . .
C C1 0.66300(9) 0.15493(13) 0.59089(4) 0.0171(3) Uani d . . . 1.000000 . .
C C2 0.58236(9) 0.20482(14) 0.59629(4) 0.0200(3) Uani d . . . 1.000000 . .
H H2 0.570273 0.216624 0.623684 0.024000 Uiso calc U . R 1.000000 . .
C C3 0.51740(9) 0.23857(14) 0.56099(4) 0.0205(3) Uani d . . . 1.000000 . .
H H3 0.461226 0.272364 0.564834 0.025000 Uiso calc U . R 1.000000 . .
C C4 0.53370(9) 0.22356(13) 0.52109(4) 0.0180(3) Uani d . . . 1.000000 . .
C C5 0.61559(9) 0.16415(12) 0.51501(4) 0.0163(3) Uani d . . . 1.000000 . .
C C6 0.63155(10) 0.13496(13) 0.47442(4) 0.0198(3) Uani d . . . 1.000000 . .
H H6 0.588057 0.158745 0.450587 0.024000 Uiso calc U . R 1.000000 . .
C C7 0.70804(10) 0.07344(14) 0.46884(4) 0.0214(3) Uani d . . . 1.000000 . .
H H7 0.717288 0.055046 0.441329 0.026000 Uiso calc U . R 1.000000 . .
C C8 0.77332(9) 0.03713(14) 0.50374(4) 0.0200(3) Uani d . . . 1.000000 . .
H H8 0.826125 -0.006542 0.499674 0.024000 Uiso calc U . R 1.000000 . .
C C9 0.76106(9) 0.06446(13) 0.54353(4) 0.0179(3) Uani d . . . 1.000000 . .
H H9 0.805929 0.040525 0.566813 0.021000 Uiso calc U . R 1.000000 . .
C C10 0.68222(9) 0.12803(12) 0.55039(4) 0.0161(3) Uani d . . . 1.000000 . .
C C11 0.46528(9) 0.26782(13) 0.48448(4) 0.0183(3) Uani d . . . 1.000000 . .
C C12 0.38166(10) 0.20789(14) 0.47509(5) 0.0254(3) Uani d . . . 1.000000 . .
H H12 0.367989 0.139040 0.492067 0.030000 Uiso calc U . R 1.000000 . .
C C13 0.31805(11) 0.24850(15) 0.44091(5) 0.0288(3) Uani d . . . 1.000000 . .
H H13 0.261441 0.206399 0.434395 0.035000 Uiso calc U . R 1.000000 . .
C C14 0.33694(10) 0.35012(14) 0.41634(5) 0.0237(3) Uani d . . . 1.000000 . .
H H14 0.293551 0.377053 0.392876 0.028000 Uiso calc U . R 1.000000 . .
C C15 0.41914(10) 0.41241(14) 0.42602(5) 0.0239(3) Uani d . . . 1.000000 . .
H H15 0.431687 0.483447 0.409643 0.029000 Uiso calc U . R 1.000000 . .
C C16 0.48322(10) 0.37056(14) 0.45979(5) 0.0221(3) Uani d . . . 1.000000 . .
H H16 0.539894 0.412535 0.466091 0.027000 Uiso calc U . R 1.000000 . .
C C21 0.82743(9) 0.23902(13) 0.64014(4) 0.0190(3) Uani d . . . 1.000000 . .
C C22 0.80561(10) 0.36158(14) 0.65278(4) 0.0211(3) Uani d . . . 1.000000 . .
C C23 0.86829(11) 0.46020(14) 0.65333(5) 0.0252(3) Uani d . . . 1.000000 . .
H H23 0.854010 0.545105 0.660689 0.030000 Uiso calc U . R 1.000000 . .
C C24 0.95128(11) 0.43450(15) 0.64315(5) 0.0272(3) Uani d . . . 1.000000 . .
H H24 0.993036 0.502605 0.642944 0.033000 Uiso calc U . R 1.000000 . .
C C25 0.97434(10) 0.31050(15) 0.63323(4) 0.0250(3) Uani d . . . 1.000000 . .
H H25 1.032581 0.293439 0.627629 0.030000 Uiso calc U . R 1.000000 . .
C C26 0.91216(10) 0.21149(14) 0.63151(4) 0.0209(3) Uani d . . . 1.000000 . .
H H26 0.927142 0.126468 0.624577 0.025000 Uiso calc U . R 1.000000 . .
C C31 0.69876(10) 0.13264(15) 0.67934(4) 0.0208(3) Uani d . . . 1.000000 . .
C C32 0.68161(10) 0.25517(15) 0.69363(4) 0.0227(3) Uani d . . . 1.000000 . .
C C33 0.64186(11) 0.26490(17) 0.72888(5) 0.0294(3) Uani d . . . 1.000000 . .
H H33 0.629637 0.347086 0.739312 0.035000 Uiso calc U . R 1.000000 . .
C C34 0.62027(11) 0.15441(19) 0.74864(5) 0.0341(4) Uani d . . . 1.000000 . .
H H34 0.591439 0.161649 0.772102 0.041000 Uiso calc U . R 1.000000 . .
C C35 0.63989(11) 0.03365(18) 0.73485(5) 0.0336(4) Uani d . . . 1.000000 . .
H H35 0.625689 -0.040920 0.749212 0.040000 Uiso calc U . R 1.000000 . .
C C36 0.68045(10) 0.02119(16) 0.69994(5) 0.0264(3) Uani d . . . 1.000000 . .
H H36 0.695199 -0.061129 0.690473 0.032000 Uiso calc U . R 1.000000 . .
B B1 0.3917(2) 0.3406(3) 0.65500(10) 0.0216(7) Uani d U P D 0.725(3) A 1
F F1 0.3988(4) 0.3967(6) 0.61652(14) 0.0313(10) Uani d U P D 0.725(3) A 1
F F2 0.4563(5) 0.2451(5) 0.6648(2) 0.0290(9) Uani d U P D 0.725(3) A 1
F F3 0.40343(16) 0.4356(2) 0.68551(7) 0.0341(5) Uani d U P D 0.725(3) A 1
F F4 0.30676(8) 0.28707(13) 0.65269(5) 0.0354(4) Uani d U P D 0.725(3) A 1
B B1A 0.4236(6) 0.3629(9) 0.6542(3) 0.027(2) Uani d U P D 0.275(3) A 2
F F1A 0.3803(12) 0.3840(19) 0.6134(4) 0.033(3) Uani d U P D 0.275(3) A 2
F F2A 0.4432(14) 0.2325(13) 0.6595(7) 0.036(3) Uani d U P D 0.275(3) A 2
F F3A 0.3697(4) 0.4020(5) 0.68198(17) 0.0295(11) Uani d U P D 0.275(3) A 2
F F4A 0.5039(2) 0.4317(3) 0.66252(12) 0.0343(11) Uani d U P D 0.275(3) A 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C31 . 1.7660(14) ?
S1 C21 . 1.7759(14) ?
S1 C1 . 1.7991(13) ?
S2 C22 . 1.7570(16) ?
S2 C32 . 1.7595(16) ?
C1 C2 . 1.368(2) ?
C1 C10 . 1.4280(18) ?
C2 C3 . 1.408(2) ?
C2 H2 . 0.950000 ?
C3 C4 . 1.373(2) ?
C3 H3 . 0.950000 ?
C4 C5 . 1.4317(19) ?
C4 C11 . 1.4953(18) ?
C5 C6 . 1.4179(19) ?
C5 C10 . 1.4296(18) ?
C6 C7 . 1.365(2) ?
C6 H6 . 0.950000 ?
C7 C8 . 1.408(2) ?
C7 H7 . 0.950000 ?
C8 C9 . 1.3699(19) ?
C8 H8 . 0.950000 ?
C9 C10 . 1.4182(19) ?
C9 H9 . 0.950000 ?
C11 C12 . 1.392(2) ?
C11 C16 . 1.393(2) ?
C12 C13 . 1.392(2) ?
C12 H12 . 0.950000 ?
C13 C14 . 1.386(2) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.386(2) ?
C14 H14 . 0.950000 ?
C15 C16 . 1.391(2) ?
C15 H15 . 0.950000 ?
C16 H16 . 0.950000 ?
C21 C26 . 1.393(2) ?
C21 C22 . 1.397(2) ?
C22 C23 . 1.395(2) ?
C23 C24 . 1.384(2) ?
C23 H23 . 0.950000 ?
C24 C25 . 1.389(2) ?
C24 H24 . 0.950000 ?
C25 C26 . 1.389(2) ?
C25 H25 . 0.950000 ?
C26 H26 . 0.950000 ?
C31 C36 . 1.392(2) ?
C31 C32 . 1.397(2) ?
C32 C33 . 1.394(2) ?
C33 C34 . 1.385(3) ?
C33 H33 . 0.950000 ?
C34 C35 . 1.384(3) ?
C34 H34 . 0.950000 ?
C35 C36 . 1.394(2) ?
C35 H35 . 0.950000 ?
C36 H36 . 0.950000 ?
B1 F3 . 1.387(4) ?
B1 F2 . 1.388(5) ?
B1 F4 . 1.391(4) ?
B1 F1 . 1.402(5) ?
B1A F1A . 1.380(11) ?
B1A F3A . 1.386(9) ?
B1A F2A . 1.392(12) ?
B1A F4A . 1.392(9) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C31 S1 C21 . . 101.98(7) ?
C31 S1 C1 . . 105.18(7) ?
C21 S1 C1 . . 104.79(6) ?
C22 S2 C32 . . 101.80(7) ?
C2 C1 C10 . . 122.27(12) ?
C2 C1 S1 . . 121.47(10) ?
C10 C1 S1 . . 116.16(10) ?
C1 C2 C3 . . 119.59(13) ?
C1 C2 H2 . . 120.200000 ?
C3 C2 H2 . . 120.200000 ?
C4 C3 C2 . . 121.25(13) ?
C4 C3 H3 . . 119.400000 ?
C2 C3 H3 . . 119.400000 ?
C3 C4 C5 . . 119.56(12) ?
C3 C4 C11 . . 119.69(12) ?
C5 C4 C11 . . 120.74(12) ?
C6 C5 C10 . . 118.28(12) ?
C6 C5 C4 . . 121.62(12) ?
C10 C5 C4 . . 120.05(12) ?
C7 C6 C5 . . 121.43(13) ?
C7 C6 H6 . . 119.300000 ?
C5 C6 H6 . . 119.300000 ?
C6 C7 C8 . . 120.21(13) ?
C6 C7 H7 . . 119.900000 ?
C8 C7 H7 . . 119.900000 ?
C9 C8 C7 . . 120.33(13) ?
C9 C8 H8 . . 119.800000 ?
C7 C8 H8 . . 119.800000 ?
C8 C9 C10 . . 120.84(12) ?
C8 C9 H9 . . 119.600000 ?
C10 C9 H9 . . 119.600000 ?
C9 C10 C1 . . 124.04(12) ?
C9 C10 C5 . . 118.91(12) ?
C1 C10 C5 . . 117.02(12) ?
C12 C11 C16 . . 118.99(13) ?
C12 C11 C4 . . 120.13(12) ?
C16 C11 C4 . . 120.87(12) ?
C13 C12 C11 . . 120.23(14) ?
C13 C12 H12 . . 119.900000 ?
C11 C12 H12 . . 119.900000 ?
C14 C13 C12 . . 120.27(14) ?
C14 C13 H13 . . 119.900000 ?
C12 C13 H13 . . 119.900000 ?
C15 C14 C13 . . 119.95(14) ?
C15 C14 H14 . . 120.000000 ?
C13 C14 H14 . . 120.000000 ?
C14 C15 C16 . . 119.76(14) ?
C14 C15 H15 . . 120.100000 ?
C16 C15 H15 . . 120.100000 ?
C15 C16 C11 . . 120.78(13) ?
C15 C16 H16 . . 119.600000 ?
C11 C16 H16 . . 119.600000 ?
C26 C21 C22 . . 121.61(13) ?
C26 C21 S1 . . 116.99(11) ?
C22 C21 S1 . . 121.40(11) ?
C23 C22 C21 . . 118.41(14) ?
C23 C22 S2 . . 117.61(12) ?
C21 C22 S2 . . 123.97(11) ?
C24 C23 C22 . . 120.09(14) ?
C24 C23 H23 . . 120.000000 ?
C22 C23 H23 . . 120.000000 ?
C23 C24 C25 . . 120.91(14) ?
C23 C24 H24 . . 119.500000 ?
C25 C24 H24 . . 119.500000 ?
C26 C25 C24 . . 119.92(14) ?
C26 C25 H25 . . 120.000000 ?
C24 C25 H25 . . 120.000000 ?
C25 C26 C21 . . 118.85(14) ?
C25 C26 H26 . . 120.600000 ?
C21 C26 H26 . . 120.600000 ?
C36 C31 C32 . . 122.19(13) ?
C36 C31 S1 . . 116.15(12) ?
C32 C31 S1 . . 121.63(11) ?
C33 C32 C31 . . 118.39(14) ?
C33 C32 S2 . . 117.55(12) ?
C31 C32 S2 . . 124.03(11) ?
C34 C33 C32 . . 119.79(16) ?
C34 C33 H33 . . 120.100000 ?
C32 C33 H33 . . 120.100000 ?
C35 C34 C33 . . 121.23(15) ?
C35 C34 H34 . . 119.400000 ?
C33 C34 H34 . . 119.400000 ?
C34 C35 C36 . . 120.14(16) ?
C34 C35 H35 . . 119.900000 ?
C36 C35 H35 . . 119.900000 ?
C31 C36 C35 . . 118.18(16) ?
C31 C36 H36 . . 120.900000 ?
C35 C36 H36 . . 120.900000 ?
F3 B1 F2 . . 110.8(4) ?
F3 B1 F4 . . 108.4(3) ?
F2 B1 F4 . . 109.3(4) ?
F3 B1 F1 . . 108.7(4) ?
F2 B1 F1 . . 109.5(5) ?
F4 B1 F1 . . 110.1(3) ?
F1A B1A F3A . . 110.3(10) ?
F1A B1A F2A . . 108.9(12) ?
F3A B1A F2A . . 110.1(11) ?
F1A B1A F4A . . 110.1(10) ?
F3A B1A F4A . . 108.8(7) ?
F2A B1A F4A . . 108.6(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C31 S1 C1 C2 . . . . 5.24(14) ?
C21 S1 C1 C2 . . . . -101.86(12) ?
C31 S1 C1 C10 . . . . -171.29(10) ?
C21 S1 C1 C10 . . . . 81.61(11) ?
C10 C1 C2 C3 . . . . -3.9(2) ?
S1 C1 C2 C3 . . . . 179.74(11) ?
C1 C2 C3 C4 . . . . -0.6(2) ?
C2 C3 C4 C5 . . . . 4.5(2) ?
C2 C3 C4 C11 . . . . -176.33(13) ?
C3 C4 C5 C6 . . . . 173.64(13) ?
C11 C4 C5 C6 . . . . -5.5(2) ?
C3 C4 C5 C10 . . . . -3.84(19) ?
C11 C4 C5 C10 . . . . 176.97(12) ?
C10 C5 C6 C7 . . . . 0.3(2) ?
C4 C5 C6 C7 . . . . -177.20(13) ?
C5 C6 C7 C8 . . . . 0.1(2) ?
C6 C7 C8 C9 . . . . -0.7(2) ?
C7 C8 C9 C10 . . . . 0.8(2) ?
C8 C9 C10 C1 . . . . 177.29(13) ?
C8 C9 C10 C5 . . . . -0.40(19) ?
C2 C1 C10 C9 . . . . -173.33(13) ?
S1 C1 C10 C9 . . . . 3.17(18) ?
C2 C1 C10 C5 . . . . 4.4(2) ?
S1 C1 C10 C5 . . . . -179.10(9) ?
C6 C5 C10 C9 . . . . -0.18(19) ?
C4 C5 C10 C9 . . . . 177.38(12) ?
C6 C5 C10 C1 . . . . -178.04(12) ?
C4 C5 C10 C1 . . . . -0.47(18) ?
C3 C4 C11 C12 . . . . -65.76(18) ?
C5 C4 C11 C12 . . . . 113.42(16) ?
C3 C4 C11 C16 . . . . 113.02(16) ?
C5 C4 C11 C16 . . . . -67.79(18) ?
C16 C11 C12 C13 . . . . 1.5(2) ?
C4 C11 C12 C13 . . . . -179.69(14) ?
C11 C12 C13 C14 . . . . -1.0(2) ?
C12 C13 C14 C15 . . . . -0.6(2) ?
C13 C14 C15 C16 . . . . 1.6(2) ?
C14 C15 C16 C11 . . . . -1.0(2) ?
C12 C11 C16 C15 . . . . -0.5(2) ?
C4 C11 C16 C15 . . . . -179.33(13) ?
C31 S1 C21 C26 . . . . 138.05(11) ?
C1 S1 C21 C26 . . . . -112.51(11) ?
C31 S1 C21 C22 . . . . -41.29(13) ?
C1 S1 C21 C22 . . . . 68.16(12) ?
C26 C21 C22 C23 . . . . 5.3(2) ?
S1 C21 C22 C23 . . . . -175.40(11) ?
C26 C21 C22 S2 . . . . -173.50(11) ?
S1 C21 C22 S2 . . . . 5.80(17) ?
C32 S2 C22 C23 . . . . -145.51(11) ?
C32 S2 C22 C21 . . . . 33.30(13) ?
C21 C22 C23 C24 . . . . -2.6(2) ?
S2 C22 C23 C24 . . . . 176.27(11) ?
C22 C23 C24 C25 . . . . -1.5(2) ?
C23 C24 C25 C26 . . . . 3.0(2) ?
C24 C25 C26 C21 . . . . -0.4(2) ?
C22 C21 C26 C25 . . . . -3.8(2) ?
S1 C21 C26 C25 . . . . 176.87(10) ?
C21 S1 C31 C36 . . . . -140.57(11) ?
C1 S1 C31 C36 . . . . 110.28(12) ?
C21 S1 C31 C32 . . . . 37.38(13) ?
C1 S1 C31 C32 . . . . -71.77(13) ?
C36 C31 C32 C33 . . . . -2.3(2) ?
S1 C31 C32 C33 . . . . 179.84(11) ?
C36 C31 C32 S2 . . . . 179.43(11) ?
S1 C31 C32 S2 . . . . 1.60(18) ?
C22 S2 C32 C33 . . . . 144.31(12) ?
C22 S2 C32 C31 . . . . -37.43(14) ?
C31 C32 C33 C34 . . . . -0.2(2) ?
S2 C32 C33 C34 . . . . 178.17(12) ?
C32 C33 C34 C35 . . . . 2.0(2) ?
C33 C34 C35 C36 . . . . -1.4(3) ?
C32 C31 C36 C35 . . . . 3.0(2) ?
S1 C31 C36 C35 . . . . -179.09(12) ?
C34 C35 C36 C31 . . . . -1.1(2) ?



#=============================================================================
#  end of cif data for "glo10731"  (compound 3b)
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================

####################################################################### 
# 
# 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_glo10741_3a-major
_database_code_depnum_ccdc_archive 'CCDC 2408570'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut University of Muenster
Germany
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-04-11 downloaded from the CCDC.
;

_audit_creation_method           'APEX5 v2023.9-2'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H15 B F4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         430.27

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   10.6757(6)
_cell_length_b                   15.4534(7)
_cell_length_c                   11.9779(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.437(2)
_cell_angle_gamma                90
_cell_volume                     1863.44(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9889
_cell_measurement_theta_min      2.2172
_cell_measurement_theta_max      26.7397
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.087
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.053
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             880

_exptl_absorpt_coefficient_mu    0.330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).

"Comparison of silver and molybdenum microfocus X-ray sources for

single-crystal structure determination"

J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.08
_diffrn_source_current           1.6
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            35379
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         26.74
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15

_refine_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.
;

_reflns_number_total             3939
_reflns_number_gt                3359
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_gt          0.0811
_refine_ls_wR_factor_ref         0.0874
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_number_reflns         3939
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0437P)²+1.0537P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.235
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX4 v2021.4-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'SHELXT 2018/2 (Sheldrick, 2018)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.33298(4) 0.77477(2) 0.42910(3) 0.01725(10) Uani d . . . 1 . .
S S2 0.06886(4) 0.66364(3) 0.43554(4) 0.02112(11) Uani d . . . 1 . .
B B1 0.10727(19) 0.60668(12) 0.77173(16) 0.0218(4) Uani d . . . 1 . .
F F1 0.22973(11) 0.64473(8) 0.82734(11) 0.0412(3) Uani d . . . 1 . .
F F2 0.05887(13) 0.57507(7) 0.85864(10) 0.0417(3) Uani d . . . 1 . .
F F3 0.02044(12) 0.66761(7) 0.70451(11) 0.0440(3) Uani d . . . 1 . .
F F4 0.11982(11) 0.53872(7) 0.70062(9) 0.0338(3) Uani d . . . 1 . .
C C1 0.42135(15) 0.69391(10) 0.53442(14) 0.0176(3) Uani d . . . 1 . .
C C2 0.38721(16) 0.67460(10) 0.63187(14) 0.0214(3) Uani d . . . 1 . .
H H2 0.315900 0.704129 0.646037 0.026000 Uiso calc U . R 1 . .
C C3 0.45895(17) 0.61035(11) 0.71127(15) 0.0245(3) Uani d . . . 1 . .
H H3 0.436754 0.597061 0.779840 0.029000 Uiso calc U . R 1 . .
C C4 0.56015(17) 0.56727(11) 0.68971(15) 0.0255(4) Uani d . . . 1 . .
H H4 0.605514 0.522722 0.742331 0.031000 Uiso calc U . R 1 . .
C C5 0.59900(16) 0.58746(10) 0.59076(15) 0.0220(3) Uani d . . . 1 . .
C C6 0.70758(17) 0.54559(12) 0.57056(16) 0.0290(4) Uani d . . . 1 . .
H H6 0.753066 0.500818 0.622677 0.035000 Uiso calc U . R 1 . .
C C7 0.74823(18) 0.56810(12) 0.47806(17) 0.0316(4) Uani d . . . 1 . .
H H7 0.820331 0.538503 0.465384 0.038000 Uiso calc U . R 1 . .
C C8 0.68333(17) 0.63513(12) 0.40156(15) 0.0266(4) Uani d . . . 1 . .
H H8 0.713942 0.652012 0.338841 0.032000 Uiso calc U . R 1 . .
C C9 0.57642(16) 0.67650(11) 0.41621(14) 0.0218(3) Uani d . . . 1 . .
H H9 0.532794 0.721055 0.362763 0.026000 Uiso calc U . R 1 . .
C C10 0.53019(15) 0.65356(10) 0.51021(14) 0.0185(3) Uani d . . . 1 . .
C C11 0.23371(15) 0.71244(10) 0.30716(13) 0.0174(3) Uani d . . . 1 . .
C C12 0.12816(15) 0.66257(10) 0.31535(14) 0.0182(3) Uani d . . . 1 . .
C C13 0.06463(15) 0.60674(10) 0.22197(14) 0.0201(3) Uani d . . . 1 . .
H H13 -0.006264 0.571070 0.225883 0.024000 Uiso calc U . R 1 . .
C C14 0.10531(16) 0.60354(11) 0.12361(14) 0.0221(3) Uani d . . . 1 . .
H H14 0.064201 0.563665 0.061912 0.027000 Uiso calc U . R 1 . .
C C15 0.20521(16) 0.65758(11) 0.11343(14) 0.0217(3) Uani d . . . 1 . .
H H15 0.228968 0.656488 0.043731 0.026000 Uiso calc U . R 1 . .
C C16 0.26993(15) 0.71306(10) 0.20567(14) 0.0201(3) Uani d . . . 1 . .
H H16 0.337698 0.750783 0.199721 0.024000 Uiso calc U . R 1 . .
C C21 0.21392(15) 0.81785(10) 0.48654(14) 0.0185(3) Uani d . . . 1 . .
C C22 0.10302(15) 0.77038(10) 0.48726(13) 0.0191(3) Uani d . . . 1 . .
C C23 0.01383(16) 0.80917(11) 0.53477(14) 0.0230(3) Uani d . . . 1 . .
H H23 -0.063305 0.778699 0.535174 0.028000 Uiso calc U . R 1 . .
C C24 0.03757(17) 0.89173(12) 0.58118(15) 0.0269(4) Uani d . . . 1 . .
H H24 -0.021903 0.916597 0.616095 0.032000 Uiso calc U . R 1 . .
C C25 0.14704(17) 0.93916(11) 0.57772(15) 0.0270(4) Uani d . . . 1 . .
H H25 0.161279 0.996219 0.608909 0.032000 Uiso calc U . R 1 . .
C C26 0.23517(16) 0.90262(10) 0.52847(14) 0.0222(3) Uani d . . . 1 . .
H H26 0.308872 0.934818 0.523374 0.027000 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C21 . 1.7648(16) ?
S1 C11 . 1.7760(15) ?
S1 C1 . 1.8030(15) ?
S2 C12 . 1.7550(16) ?
S2 C22 . 1.7571(16) ?
B1 F3 . 1.378(2) ?
B1 F1 . 1.385(2) ?
B1 F4 . 1.386(2) ?
B1 F2 . 1.395(2) ?
C1 C2 . 1.367(2) ?
C1 C10 . 1.431(2) ?
C2 C3 . 1.411(2) ?
C2 H2 . 0.950000 ?
C3 C4 . 1.365(2) ?
C3 H3 . 0.950000 ?
C4 C5 . 1.415(2) ?
C4 H4 . 0.950000 ?
C5 C6 . 1.417(2) ?
C5 C10 . 1.429(2) ?
C6 C7 . 1.363(3) ?
C6 H6 . 0.950000 ?
C7 C8 . 1.404(3) ?
C7 H7 . 0.950000 ?
C8 C9 . 1.369(2) ?
C8 H8 . 0.950000 ?
C9 C10 . 1.417(2) ?
C9 H9 . 0.950000 ?
C11 C16 . 1.393(2) ?
C11 C12 . 1.395(2) ?
C12 C13 . 1.397(2) ?
C13 C14 . 1.386(2) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.391(2) ?
C14 H14 . 0.950000 ?
C15 C16 . 1.388(2) ?
C15 H15 . 0.950000 ?
C16 H16 . 0.950000 ?
C21 C26 . 1.394(2) ?
C21 C22 . 1.395(2) ?
C22 C23 . 1.397(2) ?
C23 C24 . 1.381(2) ?
C23 H23 . 0.950000 ?
C24 C25 . 1.392(3) ?
C24 H24 . 0.950000 ?
C25 C26 . 1.386(2) ?
C25 H25 . 0.950000 ?
C26 H26 . 0.950000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C21 S1 C11 . . 102.42(7) ?
C21 S1 C1 . . 105.41(7) ?
C11 S1 C1 . . 103.28(7) ?
C12 S2 C22 . . 102.05(7) ?
F3 B1 F1 . . 109.55(15) ?
F3 B1 F4 . . 110.03(14) ?
F1 B1 F4 . . 110.38(14) ?
F3 B1 F2 . . 109.33(15) ?
F1 B1 F2 . . 108.32(15) ?
F4 B1 F2 . . 109.18(14) ?
C2 C1 C10 . . 122.92(14) ?
C2 C1 S1 . . 121.52(12) ?
C10 C1 S1 . . 115.55(11) ?
C1 C2 C3 . . 119.33(15) ?
C1 C2 H2 . . 120.300000 ?
C3 C2 H2 . . 120.300000 ?
C4 C3 C2 . . 120.13(15) ?
C4 C3 H3 . . 119.900000 ?
C2 C3 H3 . . 119.900000 ?
C3 C4 C5 . . 121.47(15) ?
C3 C4 H4 . . 119.300000 ?
C5 C4 H4 . . 119.300000 ?
C4 C5 C6 . . 121.80(15) ?
C4 C5 C10 . . 119.68(15) ?
C6 C5 C10 . . 118.49(15) ?
C7 C6 C5 . . 121.49(16) ?
C7 C6 H6 . . 119.300000 ?
C5 C6 H6 . . 119.300000 ?
C6 C7 C8 . . 119.84(16) ?
C6 C7 H7 . . 120.100000 ?
C8 C7 H7 . . 120.100000 ?
C9 C8 C7 . . 120.81(16) ?
C9 C8 H8 . . 119.600000 ?
C7 C8 H8 . . 119.600000 ?
C8 C9 C10 . . 120.72(15) ?
C8 C9 H9 . . 119.600000 ?
C10 C9 H9 . . 119.600000 ?
C9 C10 C5 . . 118.60(14) ?
C9 C10 C1 . . 124.98(14) ?
C5 C10 C1 . . 116.38(14) ?
C16 C11 C12 . . 122.04(14) ?
C16 C11 S1 . . 116.80(12) ?
C12 C11 S1 . . 121.10(12) ?
C11 C12 C13 . . 118.24(14) ?
C11 C12 S2 . . 124.94(12) ?
C13 C12 S2 . . 116.82(12) ?
C14 C13 C12 . . 119.80(15) ?
C14 C13 H13 . . 120.100000 ?
C12 C13 H13 . . 120.100000 ?
C13 C14 C15 . . 121.28(15) ?
C13 C14 H14 . . 119.400000 ?
C15 C14 H14 . . 119.400000 ?
C16 C15 C14 . . 119.62(15) ?
C16 C15 H15 . . 120.200000 ?
C14 C15 H15 . . 120.200000 ?
C15 C16 C11 . . 118.77(15) ?
C15 C16 H16 . . 120.600000 ?
C11 C16 H16 . . 120.600000 ?
C26 C21 C22 . . 121.90(14) ?
C26 C21 S1 . . 116.29(12) ?
C22 C21 S1 . . 121.79(12) ?
C21 C22 C23 . . 118.16(14) ?
C21 C22 S2 . . 124.64(12) ?
C23 C22 S2 . . 117.18(12) ?
C24 C23 C22 . . 120.12(15) ?
C24 C23 H23 . . 119.900000 ?
C22 C23 H23 . . 119.900000 ?
C23 C24 C25 . . 121.20(15) ?
C23 C24 H24 . . 119.400000 ?
C25 C24 H24 . . 119.400000 ?
C26 C25 C24 . . 119.59(16) ?
C26 C25 H25 . . 120.200000 ?
C24 C25 H25 . . 120.200000 ?
C25 C26 C21 . . 118.95(15) ?
C25 C26 H26 . . 120.500000 ?
C21 C26 H26 . . 120.500000 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C21 S1 C1 C2 . . . . 2.59(15) ?
C11 S1 C1 C2 . . . . -104.53(14) ?
C21 S1 C1 C10 . . . . -176.02(11) ?
C11 S1 C1 C10 . . . . 76.87(12) ?
C10 C1 C2 C3 . . . . -1.9(2) ?
S1 C1 C2 C3 . . . . 179.57(12) ?
C1 C2 C3 C4 . . . . -0.9(2) ?
C2 C3 C4 C5 . . . . 2.3(3) ?
C3 C4 C5 C6 . . . . 177.26(16) ?
C3 C4 C5 C10 . . . . -0.8(2) ?
C4 C5 C6 C7 . . . . -176.98(17) ?
C10 C5 C6 C7 . . . . 1.1(3) ?
C5 C6 C7 C8 . . . . 1.1(3) ?
C6 C7 C8 C9 . . . . -2.2(3) ?
C7 C8 C9 C10 . . . . 1.1(3) ?
C8 C9 C10 C5 . . . . 1.2(2) ?
C8 C9 C10 C1 . . . . 178.69(15) ?
C4 C5 C10 C9 . . . . 175.93(15) ?
C6 C5 C10 C9 . . . . -2.2(2) ?
C4 C5 C10 C1 . . . . -1.8(2) ?
C6 C5 C10 C1 . . . . -179.97(15) ?
C2 C1 C10 C9 . . . . -174.35(15) ?
S1 C1 C10 C9 . . . . 4.2(2) ?
C2 C1 C10 C5 . . . . 3.2(2) ?
S1 C1 C10 C5 . . . . -178.20(11) ?
C21 S1 C11 C16 . . . . 141.88(12) ?
C1 S1 C11 C16 . . . . -108.76(12) ?
C21 S1 C11 C12 . . . . -40.74(14) ?
C1 S1 C11 C12 . . . . 68.62(14) ?
C16 C11 C12 C13 . . . . 5.2(2) ?
S1 C11 C12 C13 . . . . -172.08(11) ?
C16 C11 C12 S2 . . . . -175.41(12) ?
S1 C11 C12 S2 . . . . 7.36(19) ?
C22 S2 C12 C11 . . . . 30.46(15) ?
C22 S2 C12 C13 . . . . -150.10(12) ?
C11 C12 C13 C14 . . . . -1.4(2) ?
S2 C12 C13 C14 . . . . 179.14(12) ?
C12 C13 C14 C15 . . . . -2.6(2) ?
C13 C14 C15 C16 . . . . 3.0(2) ?
C14 C15 C16 C11 . . . . 0.7(2) ?
C12 C11 C16 C15 . . . . -4.8(2) ?
S1 C11 C16 C15 . . . . 172.54(12) ?
C11 S1 C21 C26 . . . . -142.17(12) ?
C1 S1 C21 C26 . . . . 110.09(13) ?
C11 S1 C21 C22 . . . . 36.32(15) ?
C1 S1 C21 C22 . . . . -71.42(14) ?
C26 C21 C22 C23 . . . . -1.8(2) ?
S1 C21 C22 C23 . . . . 179.76(12) ?
C26 C21 C22 S2 . . . . 179.73(12) ?
S1 C21 C22 S2 . . . . 1.3(2) ?
C12 S2 C22 C21 . . . . -35.23(15) ?
C12 S2 C22 C23 . . . . 146.32(13) ?
C21 C22 C23 C24 . . . . -1.1(2) ?
S2 C22 C23 C24 . . . . 177.49(13) ?
C22 C23 C24 C25 . . . . 2.5(3) ?
C23 C24 C25 C26 . . . . -1.0(3) ?
C24 C25 C26 C21 . . . . -1.9(2) ?
C22 C21 C26 C25 . . . . 3.3(2) ?
S1 C21 C26 C25 . . . . -178.20(13) ?

