# Supplementary Information (SI) for ChemComm.
# 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_2a-PVT
_audit_block_doi                 10.5517/ccdc.csd.cc2lls11
_database_code_depnum_ccdc_archive 'CCDC 2401323'
loop_
_audit_author_name
_audit_author_address
'YiLin Shu'
;ICCAS
China
;
_audit_update_record             
;
2025-01-31 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_audit_creation_date             2025-01-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H20 F4'
_chemical_formula_sum            'C36 H20 F4'
_chemical_formula_weight         528.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHF
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 '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                   5.00760(10)
_cell_length_b                   9.6663(2)
_cell_length_c                   25.6388(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.7920(10)
_cell_angle_gamma                90
_cell_volume                     1239.57(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5237
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      76.4710
_cell_measurement_theta_min      3.4470
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.846
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            7613
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.572
_diffrn_reflns_theta_min         3.452
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  27.00   0.50    0.05    --  -46.66  38.00   0.00  124
  2  ω    -18.00  29.00   0.50    0.05    --  -46.66  19.00 -30.00   94
  3  ω    -23.00  13.00   0.50    0.05    --  -46.66  19.00 -90.00   72
  4  ω    -22.00  13.00   0.50    0.05    --  -46.66  19.00-120.00   70
  5  ω     98.00 178.00   0.50    0.05    --  108.85  45.00 -90.00  160
  6  ω    140.00 171.00   0.50    0.05    --  108.85  61.00 -30.00   62
  7  ω    105.00 131.00   0.50    0.05    --  108.85 112.00-110.00   52
  8  ω    102.00 132.00   0.50    0.05    --  108.85  61.00 -30.00   60
  9  ω     41.00  73.00   0.50    0.05    --  108.85 -61.00-180.00   64
 10  ω     58.00 111.00   0.50    0.05    --  108.85-125.00 -90.00  106
 11  ω     45.00 109.00   0.50    0.05    --  108.85 -77.00   0.00  128
 12  ω     36.00  73.00   0.50    0.05    --  108.85 -61.00  30.00   74
 13  ω     43.00  77.00   0.50    0.05    --  108.85-112.00 156.00   68
 14  ω     36.00 104.00   0.50    0.05    --  108.85 -94.00 150.00  136
 15  ω     11.00  84.00   0.50    0.05    --   46.66-112.00 156.00  146
 16  ω   -174.00-122.00   0.50    0.05    -- -104.50 -30.00  60.00  104
 17  ω   -143.00-117.00   0.50    0.05    -- -104.50-112.00 156.00   52
 18  ω   -163.00 -87.00   0.50    0.05    -- -104.50 -94.00 120.00  152
 19  ω    -59.00  -6.00   0.50    0.05    --  -46.66 112.00-110.00  106
 20  ω    -82.00 -37.00   0.50    0.05    -- -104.50 112.00-110.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0665749000
_diffrn_orient_matrix_UB_12      0.1440299000
_diffrn_orient_matrix_UB_13      0.0228308000
_diffrn_orient_matrix_UB_21      -0.0073718000
_diffrn_orient_matrix_UB_22      0.0611145000
_diffrn_orient_matrix_UB_23      -0.0555432000
_diffrn_orient_matrix_UB_31      -0.3006793000
_diffrn_orient_matrix_UB_32      0.0303391000
_diffrn_orient_matrix_UB_33      0.0034326000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2329
_reflns_number_total             2535
_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 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.0035(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2535
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0382P)²+0.7059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.0990
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C14(H14), C8(H8), C4(H4), C13(H13), C5(H5), C6(H6), C11(H11),
 C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
F19 F 0.89309(17) 0.34253(8) 0.41385(3) 0.0265(2) Uani 1 1 d . . . . .
F20 F 1.11572(18) 0.22673(8) 0.49347(3) 0.0275(2) Uani 1 1 d . . . . .
C17 C 1.0650(3) 0.36280(14) 0.49770(5) 0.0195(3) Uani 1 1 d . . . . .
C18 C 0.9402(3) 0.42308(14) 0.45612(5) 0.0194(3) Uani 1 1 d . . . . .
C15 C 0.6585(3) 0.55706(14) 0.36111(5) 0.0207(3) Uani 1 1 d . . . . .
C7 C 0.7771(3) 0.86896(15) 0.37519(5) 0.0234(3) Uani 1 1 d . . . . .
C2 C 0.6533(3) 0.77772(14) 0.40911(5) 0.0204(3) Uani 1 1 d . . . . .
C1 C 0.7350(3) 0.62966(14) 0.41085(5) 0.0198(3) Uani 1 1 d . . . . .
C10 C 0.7839(3) 0.59376(15) 0.31526(5) 0.0235(3) Uani 1 1 d . . . . .
C16 C 0.8581(3) 0.56734(14) 0.45350(5) 0.0191(3) Uani 1 1 d . . . . .
C3 C 0.4494(3) 0.82546(15) 0.43965(6) 0.0250(3) Uani 1 1 d . . . . .
H3 H 0.362361 0.762571 0.461674 0.030 Uiso 1 1 calc R U . . .
C9 C 0.9841(3) 0.70387(16) 0.31365(5) 0.0264(3) Uani 1 1 d . . . . .
H9 H 1.129989 0.688870 0.291985 0.032 Uiso 1 1 calc R U . . .
C14 C 0.4566(3) 0.45728(15) 0.35918(6) 0.0266(3) Uani 1 1 d . . . . .
H14 H 0.367899 0.435062 0.390005 0.032 Uiso 1 1 calc R U . . .
C8 C 0.9812(3) 0.82366(16) 0.33981(5) 0.0260(3) Uani 1 1 d . . . . .
H8 H 1.125566 0.885380 0.334973 0.031 Uiso 1 1 calc R U . . .
C4 C 0.3720(3) 0.96261(16) 0.43840(6) 0.0297(3) Uani 1 1 d . . . . .
H4 H 0.231734 0.993570 0.459153 0.036 Uiso 1 1 calc R U . . .
C13 C 0.3842(3) 0.39029(17) 0.31289(7) 0.0332(4) Uani 1 1 d . . . . .
H13 H 0.245723 0.323047 0.311937 0.040 Uiso 1 1 calc R U . . .
C5 C 0.5005(3) 1.05469(16) 0.40667(6) 0.0340(4) Uani 1 1 d . . . . .
H5 H 0.450775 1.149536 0.406167 0.041 Uiso 1 1 calc R U . . .
C6 C 0.7011(3) 1.00884(16) 0.37572(6) 0.0310(3) Uani 1 1 d . . . . .
H6 H 0.789126 1.073139 0.354420 0.037 Uiso 1 1 calc R U . . .
C11 C 0.7113(3) 0.52159(18) 0.26927(6) 0.0325(4) Uani 1 1 d . . . . .
H11 H 0.799952 0.542120 0.238271 0.039 Uiso 1 1 calc R U . . .
C12 C 0.5150(4) 0.42187(18) 0.26785(6) 0.0365(4) Uani 1 1 d . . . . .
H12 H 0.469049 0.374754 0.236151 0.044 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
F19 C18 1.3459(15) . ?
F20 C17 1.3449(15) . ?
C17 C18 1.3421(19) . ?
C17 C16 1.4570(18) 3_766 ?
C18 C16 1.4545(19) . ?
C15 C1 1.4893(18) . ?
C15 C10 1.405(2) . ?
C15 C14 1.396(2) . ?
C7 C2 1.404(2) . ?
C7 C8 1.466(2) . ?
C7 C6 1.405(2) . ?
C2 C1 1.4887(18) . ?
C2 C3 1.395(2) . ?
C1 C16 1.3686(18) . ?
C10 C9 1.464(2) . ?
C10 C11 1.403(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(2) . ?
C9 H9 0.9500 . ?
C9 C8 1.339(2) . ?
C14 H14 0.9500 . ?
C14 C13 1.385(2) . ?
C8 H8 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.385(2) . ?
C13 H13 0.9500 . ?
C13 C12 1.389(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(2) . ?
C6 H6 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.376(2) . ?
C12 H12 0.9500 . ?

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
F20 C17 C16 118.64(12) . 3_766 ?
C18 C17 F20 116.30(12) . . ?
C18 C17 C16 125.04(12) . 3_766 ?
F19 C18 C16 118.65(11) . . ?
C17 C18 F19 116.42(12) . . ?
C17 C18 C16 124.93(12) . . ?
C10 C15 C1 119.38(12) . . ?
C14 C15 C1 120.77(12) . . ?
C14 C15 C10 119.80(13) . . ?
C2 C7 C8 122.55(13) . . ?
C2 C7 C6 118.05(14) . . ?
C6 C7 C8 119.40(13) . . ?
C7 C2 C1 119.55(12) . . ?
C3 C2 C7 119.83(13) . . ?
C3 C2 C1 120.59(13) . . ?
C2 C1 C15 111.62(11) . . ?
C16 C1 C15 124.33(12) . . ?
C16 C1 C2 124.02(12) . . ?
C15 C10 C9 122.80(12) . . ?
C11 C10 C15 118.01(14) . . ?
C11 C10 C9 119.19(13) . . ?
C18 C16 C17 110.02(11) . 3_766 ?
C1 C16 C17 124.90(12) . 3_766 ?
C1 C16 C18 125.04(12) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.12(14) . . ?
C4 C3 H3 119.4 . . ?
C10 C9 H9 116.9 . . ?
C8 C9 C10 126.19(14) . . ?
C8 C9 H9 116.9 . . ?
C15 C14 H14 119.6 . . ?
C13 C14 C15 120.82(14) . . ?
C13 C14 H14 119.6 . . ?
C7 C8 H8 116.8 . . ?
C9 C8 C7 126.40(14) . . ?
C9 C8 H8 116.8 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.50(15) . . ?
C5 C4 H4 120.3 . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C12 119.70(15) . . ?
C12 C13 H13 120.2 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.14(14) . . ?
C6 C5 H5 119.9 . . ?
C7 C6 H6 119.4 . . ?
C5 C6 C7 121.25(15) . . ?
C5 C6 H6 119.4 . . ?
C10 C11 H11 119.1 . . ?
C12 C11 C10 121.76(15) . . ?
C12 C11 H11 119.1 . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.81(14) . . ?
C11 C12 H12 120.1 . . ?

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
F19 C18 C16 C17 -178.03(11) . . . 3_766 ?
F19 C18 C16 C1 -0.1(2) . . . . ?
F20 C17 C18 F19 -3.55(18) . . . . ?
F20 C17 C18 C16 177.48(12) . . . . ?
C17 C18 C16 C17 0.9(2) . . . 3_766 ?
C17 C18 C16 C1 178.80(13) . . . . ?
C15 C1 C16 C17 179.72(12) . . . 3_766 ?
C15 C1 C16 C18 2.2(2) . . . . ?
C15 C10 C9 C8 -37.7(2) . . . . ?
C15 C10 C11 C12 2.9(2) . . . . ?
C15 C14 C13 C12 0.5(2) . . . . ?
C7 C2 C1 C15 -67.22(16) . . . . ?
C7 C2 C1 C16 114.60(15) . . . . ?
C7 C2 C3 C4 -2.1(2) . . . . ?
C2 C7 C8 C9 37.8(2) . . . . ?
C2 C7 C6 C5 -3.3(2) . . . . ?
C2 C1 C16 C17 -2.3(2) . . . 3_766 ?
C2 C1 C16 C18 -179.89(13) . . . . ?
C2 C3 C4 C5 -0.6(2) . . . . ?
C1 C15 C10 C9 -1.6(2) . . . . ?
C1 C15 C10 C11 178.76(13) . . . . ?
C1 C15 C14 C13 179.61(13) . . . . ?
C1 C2 C3 C4 179.94(13) . . . . ?
C10 C15 C1 C2 67.11(16) . . . . ?
C10 C15 C1 C16 -114.71(15) . . . . ?
C10 C15 C14 C13 2.2(2) . . . . ?
C10 C9 C8 C7 -0.2(2) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C16 C17 C18 F19 177.92(12) 3_766 . . . ?
C16 C17 C18 C16 -1.1(2) 3_766 . . . ?
C3 C2 C1 C15 110.80(14) . . . . ?
C3 C2 C1 C16 -67.39(18) . . . . ?
C3 C4 C5 C6 1.3(2) . . . . ?
C9 C10 C11 C12 -176.75(15) . . . . ?
C14 C15 C1 C2 -110.30(14) . . . . ?
C14 C15 C1 C16 67.88(19) . . . . ?
C14 C15 C10 C9 175.81(13) . . . . ?
C14 C15 C10 C11 -3.8(2) . . . . ?
C14 C13 C12 C11 -1.4(2) . . . . ?
C8 C7 C2 C1 1.8(2) . . . . ?
C8 C7 C2 C3 -176.27(13) . . . . ?
C8 C7 C6 C5 176.90(14) . . . . ?
C4 C5 C6 C7 0.7(2) . . . . ?
C6 C7 C2 C1 -178.06(13) . . . . ?
C6 C7 C2 C3 3.9(2) . . . . ?
C6 C7 C8 C9 -142.41(16) . . . . ?
C11 C10 C9 C8 141.93(16) . . . . ?

_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 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.604
####################################################################### 
# 
# 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_2b-PVT
_audit_block_doi                 10.5517/ccdc.csd.cc2lls33
_database_code_depnum_ccdc_archive 'CCDC 2401325'
loop_
_audit_author_name
_audit_author_address
'YiLin Shu'
;ICCAS
China
;
_audit_update_record             
;
2024-11-08 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_audit_creation_date             2024-04-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H20 Cl2 F2'
_chemical_formula_sum            'C36 H20 Cl2 F2'
_chemical_formula_weight         561.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H F Cl'
_chemical_oxdiff_usercomment     2F2ClQSH
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'
F F 0.0171 0.0103 '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           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                   27.2651(19)
_cell_length_b                   5.2855(2)
_cell_length_c                   20.7563(10)
_cell_angle_alpha                90
_cell_angle_beta                 117.617(6)
_cell_angle_gamma                90
_cell_volume                     2650.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4133
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      29.0660
_cell_measurement_theta_min      1.6860
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45i (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            10675
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.790
_diffrn_reflns_theta_min         1.686
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -73.00 -47.00   0.50    8.00    --    5.00  45.00   0.00   52
  2  ω    -80.00  61.00   0.50    8.00    --  -10.70  45.00  60.00  282
  3  ω     28.00  57.00   0.50    8.00    --  -10.70  45.00 162.35   58
  4  ω    -90.00  13.00   0.50    8.00    --  -10.70  45.00 162.35  206
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0049791000
_diffrn_orient_matrix_UB_12      0.0459606000
_diffrn_orient_matrix_UB_13      -0.0271694000
_diffrn_orient_matrix_UB_21      0.0348075000
_diffrn_orient_matrix_UB_22      0.0345421000
_diffrn_orient_matrix_UB_23      0.0076477000
_diffrn_orient_matrix_UB_31      0.0080496000
_diffrn_orient_matrix_UB_32      -0.1210985000
_diffrn_orient_matrix_UB_33      -0.0080960000
_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                2813
_reflns_number_total             3485
_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 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3485
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0472
_refine_ls_restrained_S_all      1.042
_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)+(0.0578P)²+1.6128P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1144
_refine_ls_wR_factor_ref         0.1222
_refine_special_details          Twin
_olex2_refinement_description    
;
1. Others
 Sof(Cl1A)=Sof(F1A)=1-FVAR(1)
 Sof(Cl1)=Sof(F1)=FVAR(1)
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
C1 C 0.59843(6) 0.7433(3) 0.74150(8) 0.0306(3) Uani 1 1 d . . . . .
C2 C 0.65193(6) 0.6921(3) 0.80589(8) 0.0339(3) Uani 1 1 d . . . . .
C3 C 0.65592(8) 0.4952(3) 0.85254(9) 0.0443(4) Uani 1 1 d . . . . .
H3 H 0.624604 0.391371 0.841666 0.053 Uiso 1 1 calc R U . . .
C4 C 0.70475(9) 0.4494(4) 0.91427(10) 0.0565(5) Uani 1 1 d . . . . .
H4 H 0.707390 0.312531 0.945367 0.068 Uiso 1 1 calc R U . . .
C5 C 0.74975(8) 0.6029(5) 0.93073(10) 0.0590(6) Uani 1 1 d . . . . .
H5 H 0.783030 0.576119 0.974400 0.071 Uiso 1 1 calc R U . . .
C6 C 0.74690(7) 0.7942(4) 0.88454(10) 0.0534(5) Uani 1 1 d . . . . .
H6 H 0.778332 0.898927 0.896919 0.064 Uiso 1 1 calc R U . . .
C7 C 0.69861(6) 0.8387(3) 0.81943(9) 0.0394(4) Uani 1 1 d . . . . .
C8 C 0.69886(7) 1.0302(4) 0.76936(11) 0.0487(4) Uani 1 1 d . . . . .
H8 H 0.721471 1.174432 0.790415 0.058 Uiso 1 1 calc R U . . .
C9 C 0.67069(8) 1.0249(4) 0.69691(11) 0.0498(5) Uani 1 1 d . . . . .
H9 H 0.675613 1.165756 0.672063 0.060 Uiso 1 1 calc R U . . .
C10 C 0.63317(6) 0.8274(3) 0.65147(9) 0.0404(4) Uani 1 1 d . . . . .
C11 C 0.63028(8) 0.7741(4) 0.58388(10) 0.0554(5) Uani 1 1 d . . . . .
H11 H 0.650857 0.875205 0.567105 0.066 Uiso 1 1 calc R U . . .
C12 C 0.59851(9) 0.5797(5) 0.54109(10) 0.0602(6) Uani 1 1 d . . . . .
H12 H 0.597747 0.545987 0.495681 0.072 Uiso 1 1 calc R U . . .
C13 C 0.56765(8) 0.4330(4) 0.56398(10) 0.0539(5) Uani 1 1 d . . . . .
H13 H 0.546405 0.295346 0.535072 0.065 Uiso 1 1 calc R U . . .
C14 C 0.56786(7) 0.4876(3) 0.62912(9) 0.0433(4) Uani 1 1 d . . . . .
H14 H 0.546208 0.388095 0.644538 0.052 Uiso 1 1 calc R U . . .
C15 C 0.59925(6) 0.6856(3) 0.67236(8) 0.0335(3) Uani 1 1 d . . . . .
C16 C 0.55208(5) 0.8157(3) 0.74585(8) 0.0294(3) Uani 1 1 d . . . . .
C17 C 0.49852(6) 0.8636(3) 0.68293(7) 0.0292(3) Uani 1 1 d . . . . .
C18 C 0.45068(5) 0.8644(3) 0.68642(8) 0.0296(3) Uani 1 1 d . . . . .
Cl1 Cl 0.39518(4) 0.94461(19) 0.60323(7) 0.0355(3) Uani 0.586(3) 1 d . . P A 1
F1 F 0.50320(12) 0.9189(5) 0.62387(18) 0.0380(5) Uani 0.586(3) 1 d . . P A 1
Cl1A Cl 0.48645(7) 0.9547(3) 0.59535(9) 0.0335(4) Uani 0.414(3) 1 d . . P A 2
F1A F 0.40147(14) 0.9327(7) 0.6345(3) 0.0393(7) Uani 0.414(3) 1 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
C1 C2 1.477(2) . ?
C1 C15 1.477(2) . ?
C1 C16 1.3629(18) . ?
C2 C3 1.391(2) . ?
C2 C7 1.403(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.375(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.375(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.371(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.402(2) . ?
C7 C8 1.453(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.335(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.460(3) . ?
C10 C11 1.397(2) . ?
C10 C15 1.406(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.372(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(2) . ?
C16 C17 1.4608(19) . ?
C16 C18 1.4651(19) 2_656 ?
C17 C18 1.3395(19) . ?
C17 F1 1.323(3) . ?
C17 Cl1A 1.758(2) . ?
C18 Cl1 1.7403(18) . ?
C18 F1A 1.324(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C15 112.82(12) . . ?
C16 C1 C2 123.29(13) . . ?
C16 C1 C15 123.67(13) . . ?
C3 C2 C1 119.54(14) . . ?
C3 C2 C7 120.20(15) . . ?
C7 C2 C1 120.25(14) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.64(18) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.65(19) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.44(17) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 119.3 . . ?
C5 C6 C7 121.43(18) . . ?
C7 C6 H6 119.3 . . ?
C2 C7 C8 123.11(15) . . ?
C6 C7 C2 117.37(16) . . ?
C6 C7 C8 119.52(16) . . ?
C7 C8 H8 116.6 . . ?
C9 C8 C7 126.89(17) . . ?
C9 C8 H8 116.6 . . ?
C8 C9 H9 116.3 . . ?
C8 C9 C10 127.44(16) . . ?
C10 C9 H9 116.3 . . ?
C11 C10 C9 119.30(16) . . ?
C11 C10 C15 117.60(17) . . ?
C15 C10 C9 123.10(15) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 C10 121.73(18) . . ?
C12 C11 H11 119.1 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.05(17) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.56(19) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.87(17) . . ?
C15 C14 H14 119.6 . . ?
C10 C15 C1 119.85(14) . . ?
C14 C15 C1 120.13(14) . . ?
C14 C15 C10 120.00(15) . . ?
C1 C16 C17 124.25(13) . . ?
C1 C16 C18 125.07(13) . 2_656 ?
C17 C16 C18 110.65(11) . 2_656 ?
C16 C17 Cl1A 127.04(11) . . ?
C18 C17 C16 123.17(12) . . ?
C18 C17 Cl1A 109.57(12) . . ?
F1 C17 C16 112.39(16) . . ?
F1 C17 C18 124.35(17) . . ?
C16 C18 Cl1 125.96(11) 2_656 . ?
C17 C18 C16 122.40(13) . 2_656 ?
C17 C18 Cl1 111.57(11) . . ?
F1A C18 C17 127.0(2) . . ?

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
C1 C2 C3 C4 -177.65(15) . . . . ?
C1 C2 C7 C6 174.84(14) . . . . ?
C1 C2 C7 C8 -5.5(2) . . . . ?
C1 C16 C17 C18 160.61(15) . . . . ?
C1 C16 C17 F1 -22.8(2) . . . . ?
C1 C16 C17 Cl1A -25.5(2) . . . . ?
C2 C1 C15 C10 -65.53(18) . . . . ?
C2 C1 C15 C14 112.67(15) . . . . ?
C2 C1 C16 C17 -179.01(13) . . . . ?
C2 C1 C16 C18 3.1(2) . . . 2_656 ?
C2 C3 C4 C5 1.3(3) . . . . ?
C2 C7 C8 C9 -33.3(3) . . . . ?
C3 C2 C7 C6 -6.0(2) . . . . ?
C3 C2 C7 C8 173.69(15) . . . . ?
C3 C4 C5 C6 -2.7(3) . . . . ?
C4 C5 C6 C7 -0.3(3) . . . . ?
C5 C6 C7 C2 4.6(2) . . . . ?
C5 C6 C7 C8 -175.06(16) . . . . ?
C6 C7 C8 C9 146.39(18) . . . . ?
C7 C2 C3 C4 3.2(2) . . . . ?
C7 C8 C9 C10 0.3(3) . . . . ?
C8 C9 C10 C11 -145.91(18) . . . . ?
C8 C9 C10 C15 34.1(3) . . . . ?
C9 C10 C11 C12 175.66(18) . . . . ?
C9 C10 C15 C1 3.3(2) . . . . ?
C9 C10 C15 C14 -174.91(16) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C11 C10 C15 C1 -176.73(14) . . . . ?
C11 C10 C15 C14 5.1(2) . . . . ?
C11 C12 C13 C14 1.7(3) . . . . ?
C12 C13 C14 C15 -0.9(3) . . . . ?
C13 C14 C15 C1 179.23(15) . . . . ?
C13 C14 C15 C10 -2.6(2) . . . . ?
C15 C1 C2 C3 -111.90(16) . . . . ?
C15 C1 C2 C7 67.27(18) . . . . ?
C15 C1 C16 C17 -4.8(2) . . . . ?
C15 C1 C16 C18 177.40(13) . . . 2_656 ?
C15 C10 C11 C12 -4.3(3) . . . . ?
C16 C1 C2 C3 62.9(2) . . . . ?
C16 C1 C2 C7 -117.91(16) . . . . ?
C16 C1 C15 C10 119.68(16) . . . . ?
C16 C1 C15 C14 -62.1(2) . . . . ?
C16 C17 C18 C16 -0.3(2) . . . 2_656 ?
C16 C17 C18 Cl1 176.73(12) . . . . ?
C16 C17 C18 F1A 172.0(2) . . . . ?
C18 C16 C17 C18 -21.28(17) 2_656 . . . ?
C18 C16 C17 F1 155.32(15) 2_656 . . . ?
C18 C16 C17 Cl1A 152.66(12) 2_656 . . . ?
F1 C17 C18 C16 -176.50(17) . . . 2_656 ?
F1 C17 C18 Cl1 0.5(2) . . . . ?
Cl1A C17 C18 C16 -175.17(12) . . . 2_656 ?
Cl1A C17 C18 F1A -2.8(3) . . . . ?

_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 2.126
_oxdiff_exptl_absorpt_empirical_full_min 0.568
####################################################################### 
# 
# 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_2b-solution
_audit_block_doi                 10.5517/ccdc.csd.cc2lls44
_database_code_depnum_ccdc_archive 'CCDC 2401326'
loop_
_audit_author_name
_audit_author_address
'YiLin Shu'
;ICCAS
China
;
_audit_update_record             
;
2024-11-08 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_audit_creation_date             2024-04-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H20 Cl2 F2'
_chemical_formula_sum            'C36 H20 Cl2 F2'
_chemical_formula_weight         561.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H F Cl'
_chemical_oxdiff_usercomment     2F2ClQaq
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'
F F 0.0171 0.0103 '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           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                   27.271(2)
_cell_length_b                   5.2838(3)
_cell_length_c                   20.6495(13)
_cell_angle_alpha                90
_cell_angle_beta                 117.193(6)
_cell_angle_gamma                90
_cell_volume                     2646.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4555
_cell_measurement_temperature    170.01(10)
_cell_measurement_theta_max      30.0550
_cell_measurement_theta_min      1.6880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45i (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.841
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            10208
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.841
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.001
_diffrn_reflns_theta_min         1.679
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.841
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00 -34.00   0.50    8.90    --  -10.70  45.00  60.00   52
  2  ω     28.00  74.00   0.50    8.90    --  -10.70  45.00  60.00   92
  3  ω   -100.00  77.00   0.50    8.90    --  -10.70  45.00 -16.65  354
  4  ω    -46.00 -13.00   0.50    8.90    --  -10.70  45.00 169.78   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0085813000
_diffrn_orient_matrix_UB_12      -0.1027569000
_diffrn_orient_matrix_UB_13      -0.0188430000
_diffrn_orient_matrix_UB_21      0.0284473000
_diffrn_orient_matrix_UB_22      -0.0689689000
_diffrn_orient_matrix_UB_23      0.0169218000
_diffrn_orient_matrix_UB_31      -0.0208094000
_diffrn_orient_matrix_UB_32      -0.0519769000
_diffrn_orient_matrix_UB_33      0.0145909000
_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                2871
_reflns_number_total             3553
_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 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3553
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²+2.1378P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1148
_refine_special_details          Twin
_olex2_refinement_description    
;
1. Others
 Sof(Cl1A)=Sof(F1A)=1-FVAR(1)
 Sof(Cl1)=Sof(F1)=FVAR(1)
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14)
;
_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
C1 C 0.59828(6) 0.2599(3) 0.74132(8) 0.0287(3) Uani 1 1 d . . . . .
C2 C 0.65186(6) 0.3104(3) 0.80550(8) 0.0320(3) Uani 1 1 d . . . . .
C3 C 0.65610(8) 0.5076(3) 0.85249(9) 0.0425(4) Uani 1 1 d . . . . .
H3 H 0.625070 0.612695 0.841794 0.051 Uiso 1 1 calc R U . . .
C4 C 0.70456(9) 0.5518(4) 0.91410(10) 0.0545(5) Uani 1 1 d . . . . .
H4 H 0.707183 0.687974 0.945570 0.065 Uiso 1 1 calc R U . . .
C5 C 0.74949(8) 0.3974(5) 0.93010(10) 0.0577(6) Uani 1 1 d . . . . .
H5 H 0.782711 0.423668 0.973573 0.069 Uiso 1 1 calc R U . . .
C6 C 0.74629(7) 0.2062(4) 0.88335(10) 0.0515(5) Uani 1 1 d . . . . .
H6 H 0.777434 0.100530 0.895269 0.062 Uiso 1 1 calc R U . . .
C7 C 0.69812(6) 0.1632(3) 0.81842(9) 0.0374(4) Uani 1 1 d . . . . .
C8 C 0.69814(7) -0.0279(4) 0.76785(11) 0.0461(4) Uani 1 1 d . . . . .
H8 H 0.720648 -0.172306 0.788595 0.055 Uiso 1 1 calc R U . . .
C9 C 0.66992(8) -0.0222(4) 0.69540(11) 0.0479(4) Uani 1 1 d . . . . .
H9 H 0.674503 -0.163640 0.670293 0.057 Uiso 1 1 calc R U . . .
C10 C 0.63285(6) 0.1761(3) 0.65026(9) 0.0388(4) Uani 1 1 d . . . . .
C11 C 0.62980(8) 0.2297(5) 0.58243(11) 0.0544(5) Uani 1 1 d . . . . .
H11 H 0.650280 0.128893 0.565272 0.065 Uiso 1 1 calc R U . . .
C12 C 0.59814(9) 0.4236(5) 0.53981(10) 0.0584(6) Uani 1 1 d . . . . .
H12 H 0.597303 0.456860 0.494104 0.070 Uiso 1 1 calc R U . . .
C13 C 0.56742(8) 0.5709(4) 0.56307(10) 0.0521(5) Uani 1 1 d . . . . .
H13 H 0.546305 0.708714 0.534260 0.063 Uiso 1 1 calc R U . . .
C14 C 0.56766(7) 0.5162(3) 0.62857(9) 0.0418(4) Uani 1 1 d . . . . .
H14 H 0.546042 0.615137 0.644335 0.050 Uiso 1 1 calc R U . . .
C15 C 0.59917(6) 0.3179(3) 0.67167(8) 0.0318(3) Uani 1 1 d . . . . .
C16 C 0.55224(5) 0.1879(3) 0.74618(8) 0.0282(3) Uani 1 1 d . . . . .
C17 C 0.49892(6) 0.1400(3) 0.68313(7) 0.0286(3) Uani 1 1 d . . . . .
C18 C 0.45098(5) 0.1391(3) 0.68619(7) 0.0281(3) Uani 1 1 d . . . . .
Cl1 Cl 0.39532(4) 0.05906(19) 0.60337(6) 0.0331(2) Uani 0.642(4) 1 d . . P A 1
F1 F 0.50336(10) 0.0846(4) 0.62368(15) 0.0353(5) Uani 0.642(4) 1 d . . P A 1
Cl1A Cl 0.48706(8) 0.0457(3) 0.59535(12) 0.0343(5) Uani 0.358(4) 1 d . . P A 2
F1A F 0.40177(17) 0.0655(8) 0.6335(3) 0.0382(9) Uani 0.358(4) 1 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
C1 C2 1.481(2) . ?
C1 C15 1.482(2) . ?
C1 C16 1.3588(19) . ?
C2 C3 1.392(2) . ?
C2 C7 1.400(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.372(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.372(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.402(2) . ?
C7 C8 1.453(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.334(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.458(3) . ?
C10 C11 1.394(2) . ?
C10 C15 1.404(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.369(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.381(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.389(2) . ?
C16 C17 1.464(2) . ?
C16 C18 1.462(2) 2_656 ?
C17 C18 1.3377(19) . ?
C17 F1 1.320(3) . ?
C17 Cl1A 1.761(2) . ?
C18 Cl1 1.7422(17) . ?
C18 F1A 1.342(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
C2 C1 C15 112.60(12) . . ?
C16 C1 C2 123.48(13) . . ?
C16 C1 C15 123.72(13) . . ?
C3 C2 C1 119.49(14) . . ?
C3 C2 C7 120.16(15) . . ?
C7 C2 C1 120.34(14) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.78(18) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.65(19) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.17(17) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.2 . . ?
C5 C6 C7 121.51(18) . . ?
C7 C6 H6 119.2 . . ?
C2 C7 C6 117.47(17) . . ?
C2 C7 C8 123.05(15) . . ?
C6 C7 C8 119.48(16) . . ?
C7 C8 H8 116.5 . . ?
C9 C8 C7 126.95(17) . . ?
C9 C8 H8 116.5 . . ?
C8 C9 H9 116.2 . . ?
C8 C9 C10 127.53(17) . . ?
C10 C9 H9 116.2 . . ?
C11 C10 C9 119.60(16) . . ?
C11 C10 C15 117.42(17) . . ?
C15 C10 C9 122.97(15) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 C10 121.92(19) . . ?
C12 C11 H11 119.0 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.18(17) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.40(19) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.71(18) . . ?
C15 C14 H14 119.6 . . ?
C10 C15 C1 119.89(14) . . ?
C14 C15 C1 119.90(14) . . ?
C14 C15 C10 120.19(15) . . ?
C1 C16 C17 123.95(13) . . ?
C1 C16 C18 125.50(13) . 2_656 ?
C18 C16 C17 110.51(11) 2_656 . ?
C16 C17 Cl1A 127.22(12) . . ?
C18 C17 C16 123.61(13) . . ?
C18 C17 Cl1A 108.90(12) . . ?
F1 C17 C16 112.93(16) . . ?
F1 C17 C18 123.37(17) . . ?
C16 C18 Cl1 125.10(11) 2_656 . ?
C17 C18 C16 122.09(13) . 2_656 ?
C17 C18 Cl1 112.73(12) . . ?
C17 C18 F1A 126.9(3) . . ?

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
C1 C2 C3 C4 177.13(16) . . . . ?
C1 C2 C7 C6 -174.57(14) . . . . ?
C1 C2 C7 C8 5.7(2) . . . . ?
C1 C16 C17 C18 -160.57(15) . . . . ?
C1 C16 C17 F1 22.7(2) . . . . ?
C1 C16 C17 Cl1A 26.1(2) . . . . ?
C2 C1 C15 C10 65.37(18) . . . . ?
C2 C1 C15 C14 -113.14(16) . . . . ?
C2 C1 C16 C17 179.36(14) . . . . ?
C2 C1 C16 C18 -2.9(2) . . . 2_656 ?
C2 C3 C4 C5 -0.7(3) . . . . ?
C2 C7 C8 C9 33.0(3) . . . . ?
C3 C2 C7 C6 6.2(2) . . . . ?
C3 C2 C7 C8 -173.48(16) . . . . ?
C3 C4 C5 C6 2.2(3) . . . . ?
C4 C5 C6 C7 0.5(3) . . . . ?
C5 C6 C7 C2 -4.7(2) . . . . ?
C5 C6 C7 C8 174.98(16) . . . . ?
C6 C7 C8 C9 -146.69(18) . . . . ?
C7 C2 C3 C4 -3.6(2) . . . . ?
C7 C8 C9 C10 0.2(3) . . . . ?
C8 C9 C10 C11 145.71(19) . . . . ?
C8 C9 C10 C15 -34.6(3) . . . . ?
C9 C10 C11 C12 -176.10(18) . . . . ?
C9 C10 C15 C1 -3.1(2) . . . . ?
C9 C10 C15 C14 175.42(16) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C11 C10 C15 C1 176.59(15) . . . . ?
C11 C10 C15 C14 -4.9(2) . . . . ?
C11 C12 C13 C14 -1.9(3) . . . . ?
C12 C13 C14 C15 1.2(3) . . . . ?
C13 C14 C15 C1 -179.16(15) . . . . ?
C13 C14 C15 C10 2.3(2) . . . . ?
C15 C1 C2 C3 111.90(16) . . . . ?
C15 C1 C2 C7 -67.33(18) . . . . ?
C15 C1 C16 C17 4.9(2) . . . . ?
C15 C1 C16 C18 -177.31(14) . . . 2_656 ?
C15 C10 C11 C12 4.2(3) . . . . ?
C16 C1 C2 C3 -63.1(2) . . . . ?
C16 C1 C2 C7 117.68(17) . . . . ?
C16 C1 C15 C10 -119.65(16) . . . . ?
C16 C1 C15 C14 61.8(2) . . . . ?
C16 C17 C18 C16 0.3(2) . . . 2_656 ?
C16 C17 C18 Cl1 -176.69(12) . . . . ?
C16 C17 C18 F1A -170.8(3) . . . . ?
C18 C16 C17 C18 21.37(18) 2_656 . . . ?
C18 C16 C17 F1 -155.32(15) 2_656 . . . ?
C18 C16 C17 Cl1A -151.99(13) 2_656 . . . ?
F1 C17 C18 C16 176.62(16) . . . 2_656 ?
F1 C17 C18 Cl1 -0.3(2) . . . . ?
Cl1A C17 C18 C16 174.68(12) . . . 2_656 ?
Cl1A C17 C18 F1A 3.6(3) . . . . ?

_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 1.560
_oxdiff_exptl_absorpt_empirical_full_min 0.505
####################################################################### 
# 
# 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_2c-solution
_audit_block_doi                 10.5517/ccdc.csd.cc2lls66
_database_code_depnum_ccdc_archive 'CCDC 2401328'
loop_
_audit_author_name
_audit_author_address
'YiLin Shu'
;ICCAS
China
;
_audit_update_record             
;
2024-11-08 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_audit_creation_date             2024-04-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H20 Br2 F2'
_chemical_formula_sum            'C36 H20 Br2 F2'
_chemical_formula_weight         650.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C, H, Br, F'
_chemical_oxdiff_usercomment     'C, H, N'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   21.3528(6)
_cell_length_b                   5.37990(10)
_cell_length_c                   25.3593(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.492(3)
_cell_angle_gamma                90
_cell_volume                     2746.21(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3084
_cell_measurement_temperature    170.01(10)
_cell_measurement_theta_max      74.9580
_cell_measurement_theta_min      3.3010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.056
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.121a (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 yellow'
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            8586
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.796
_diffrn_reflns_theta_min         3.698
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     40.00  69.00   0.50    0.05    --  107.36 -57.00 -30.00   58
  2  ω     35.00  69.00   0.50    0.05    --  107.36 -57.00   0.00   68
  3  ω     38.00  69.00   0.50    0.05    --  107.36 -57.00  60.00   62
  4  ω     46.00  82.00   0.50    0.05    --  107.36 -77.00  60.00   72
  5  ω    113.00 170.00   0.50    0.05    --  107.36  19.00 -90.00  114
  6  ω    120.00 178.00   0.50    0.05    --  107.36  84.00 -44.00  116
  7  ω    -24.00  72.00   0.50    0.05    --   47.70 -84.00-164.00  192
  8  ω     56.00 132.00   0.50    0.05    --  107.36 -84.00-164.00  152
  9  ω    -17.00  28.00   0.50    0.05    --  -47.70  19.00  60.00   90
 10  ω    -20.00   7.00   0.50    0.05    --  -47.70  19.00  30.00   54
 11  ω    -82.00 -56.00   0.50    0.05    -- -104.50  77.00 -30.00   52
 12  ω    -59.00 -32.00   0.50    0.05    -- -104.50  57.00 -90.00   54
 13  ω    -62.00 -34.00   0.50    0.05    -- -104.50  57.00 -60.00   56
 14  ω    -62.00 -33.00   0.50    0.05    -- -104.50  57.00 -30.00   58
 15  ω    -59.00 -33.00   0.50    0.05    -- -104.50  57.00  60.00   52
 16  ω    -58.00 -32.00   0.50    0.05    -- -104.50  57.00 150.00   52
 17  ω   -116.00 -74.00   0.50    0.05    --  -47.70-125.00 -90.00   84
 18  ω   -105.00 -80.00   0.50    0.05    -- -104.50  84.00 -44.00   50
 19  ω   -170.00 -89.00   0.50    0.05    -- -104.50 -57.00-120.00  162
 20  ω   -174.00 -99.00   0.50    0.05    -- -104.50 -84.00-164.00  150
 21  ω    -61.00  22.00   0.50    0.05    --  -47.70  84.00 -44.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0177982000
_diffrn_orient_matrix_UB_12      -0.0610857000
_diffrn_orient_matrix_UB_13      0.0526622000
_diffrn_orient_matrix_UB_21      -0.0327125000
_diffrn_orient_matrix_UB_22      -0.2447825000
_diffrn_orient_matrix_UB_23      -0.0272022000
_diffrn_orient_matrix_UB_31      0.0668004000
_diffrn_orient_matrix_UB_32      -0.1357450000
_diffrn_orient_matrix_UB_33      0.0253179000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2171
_reflns_number_total             2756
_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 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2756
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.066
_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)+(0.0541P)²+3.4831P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1236
_refine_special_details          Twin
_olex2_refinement_description    
;
1. Restrained distances
 F1-C18 = F1A-C17
 1.36 with sigma of 0.01
 Br1-C17 = Br1A-C18
 1.9 with sigma of 0.01
2. Others
 Sof(Br1A)=Sof(F1A)=1-FVAR(1)
 Sof(Br1)=Sof(F1)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14)
;
_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
Br1 Br 0.39257(3) 0.03598(11) -0.01748(3) 0.0408(2) Uani 0.5528(15) 1 d D . P A
1
F1 F 0.2631(2) 0.0637(6) -0.10022(12) 0.0398(7) Uani 0.5528(15) 1 d D . P A 1
C1 C 0.35617(14) 0.2519(5) 0.09914(11) 0.0398(6) Uani 1 1 d . . . . .
C2 C 0.34591(15) 0.3040(6) 0.15292(12) 0.0437(7) Uani 1 1 d . . . . .
C3 C 0.30436(18) 0.4971(6) 0.15656(16) 0.0552(8) Uani 1 1 d . . . . .
H3 H 0.284173 0.599694 0.124948 0.066 Uiso 1 1 calc R U . . .
C4 C 0.2923(2) 0.5405(9) 0.2061(2) 0.0800(14) Uani 1 1 d . . . . .
H4 H 0.264562 0.674795 0.208671 0.096 Uiso 1 1 calc R U . . .
C5 C 0.3202(3) 0.3901(13) 0.25154(18) 0.0925(18) Uani 1 1 d . . . . .
H5 H 0.310246 0.415415 0.284945 0.111 Uiso 1 1 calc R U . . .
C6 C 0.3622(2) 0.2050(10) 0.24879(15) 0.0802(14) Uani 1 1 d . . . . .
H6 H 0.381020 0.102255 0.280641 0.096 Uiso 1 1 calc R U . . .
C7 C 0.37882(16) 0.1597(7) 0.20034(13) 0.0554(9) Uani 1 1 d . . . . .
C8 C 0.4272(2) -0.0284(7) 0.20107(16) 0.0697(12) Uani 1 1 d . . . . .
H8 H 0.428563 -0.169778 0.223864 0.084 Uiso 1 1 calc R U . . .
C9 C 0.47019(19) -0.0257(7) 0.17338(18) 0.0680(11) Uani 1 1 d . . . . .
H9 H 0.499040 -0.164868 0.178823 0.082 Uiso 1 1 calc R U . . .
C10 C 0.47807(15) 0.1666(6) 0.13560(14) 0.0535(8) Uani 1 1 d . . . . .
C11 C 0.54109(17) 0.2148(9) 0.13271(17) 0.0697(11) Uani 1 1 d . . . . .
H11 H 0.577421 0.113395 0.153359 0.084 Uiso 1 1 calc R U . . .
C12 C 0.55182(19) 0.4063(9) 0.10055(18) 0.0721(12) Uani 1 1 d . . . . .
H12 H 0.595348 0.437732 0.099933 0.087 Uiso 1 1 calc R U . . .
C13 C 0.4994(2) 0.5522(8) 0.06926(16) 0.0649(10) Uani 1 1 d . . . . .
H13 H 0.506958 0.686998 0.047937 0.078 Uiso 1 1 calc R U . . .
C14 C 0.43599(17) 0.5016(6) 0.06910(14) 0.0508(8) Uani 1 1 d . . . . .
H14 H 0.399827 0.600422 0.047114 0.061 Uiso 1 1 calc R U . . .
C15 C 0.42456(14) 0.3062(5) 0.10100(12) 0.0418(7) Uani 1 1 d . . . . .
C16 C 0.30608(13) 0.1795(5) 0.05231(11) 0.0372(6) Uani 1 1 d . . . . .
C17 C 0.31312(12) 0.1300(5) -0.00222(12) 0.0361(6) Uani 1 1 d D . . . .
C18 C 0.26263(14) 0.1299(5) -0.04948(10) 0.0368(6) Uani 1 1 d D . . . .
Br1A Br 0.29531(4) 0.03571(15) -0.10897(3) 0.0425(3) Uani 0.4472(15) 1 d D . P
A 2
F1A F 0.37608(18) 0.0645(7) 0.00626(19) 0.0400(9) Uani 0.4472(15) 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
Br1 C17 1.929(3) . ?
F1 C18 1.338(4) . ?
C1 C2 1.479(4) . ?
C1 C15 1.474(4) . ?
C1 C16 1.363(4) . ?
C2 C3 1.389(5) . ?
C2 C7 1.407(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.371(8) . ?
C5 H5 0.9500 . ?
C5 C6 1.357(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.409(6) . ?
C7 C8 1.443(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.328(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.457(6) . ?
C10 C11 1.396(5) . ?
C10 C15 1.404(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.380(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.381(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.397(5) . ?
C16 C17 1.465(4) . ?
C16 C18 1.469(4) 2 ?
C17 C18 1.318(4) . ?
C17 F1A 1.336(4) . ?
C18 Br1A 1.929(3) . ?

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
C15 C1 C2 112.5(2) . . ?
C16 C1 C2 122.9(3) . . ?
C16 C1 C15 124.4(3) . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 C7 120.3(3) . . ?
C7 C2 C1 119.9(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(5) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0(4) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 118.9 . . ?
C5 C6 C7 122.3(4) . . ?
C7 C6 H6 118.9 . . ?
C2 C7 C6 116.8(4) . . ?
C2 C7 C8 123.3(3) . . ?
C6 C7 C8 119.9(4) . . ?
C7 C8 H8 116.4 . . ?
C9 C8 C7 127.2(3) . . ?
C9 C8 H8 116.4 . . ?
C8 C9 H9 116.3 . . ?
C8 C9 C10 127.4(3) . . ?
C10 C9 H9 116.3 . . ?
C11 C10 C9 119.4(3) . . ?
C11 C10 C15 117.7(4) . . ?
C15 C10 C9 122.8(3) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.5(4) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.1(4) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.7(4) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.5(3) . . ?
C15 C14 H14 119.7 . . ?
C10 C15 C1 120.3(3) . . ?
C14 C15 C1 119.6(3) . . ?
C14 C15 C10 120.1(3) . . ?
C1 C16 C17 125.2(3) . . ?
C1 C16 C18 125.1(3) . 2 ?
C17 C16 C18 109.7(2) . 2 ?
C16 C17 Br1 127.7(2) . . ?
C18 C17 Br1 109.0(2) . . ?
C18 C17 C16 123.2(2) . . ?
C18 C17 F1A 128.3(3) . . ?
F1A C17 C16 108.1(3) . . ?
F1 C18 C16 109.2(3) . 2 ?
C16 C18 Br1A 128.7(2) 2 . ?
C17 C18 F1 127.5(3) . . ?
C17 C18 C16 123.0(2) . 2 ?
C17 C18 Br1A 108.2(2) . . ?

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
Br1 C17 C18 F1 3.5(4) . . . . ?
Br1 C17 C18 C16 176.4(2) . . . 2 ?
C1 C2 C3 C4 177.3(3) . . . . ?
C1 C2 C7 C6 -174.5(3) . . . . ?
C1 C2 C7 C8 5.1(5) . . . . ?
C1 C16 C17 Br1 24.2(4) . . . . ?
C1 C16 C17 C18 -160.1(3) . . . . ?
C1 C16 C17 F1A 25.8(4) . . . . ?
C2 C1 C15 C10 65.7(3) . . . . ?
C2 C1 C15 C14 -112.8(3) . . . . ?
C2 C1 C16 C17 178.8(3) . . . . ?
C2 C1 C16 C18 -3.7(4) . . . 2 ?
C2 C3 C4 C5 -1.3(6) . . . . ?
C2 C7 C8 C9 33.7(6) . . . . ?
C3 C2 C7 C6 6.2(4) . . . . ?
C3 C2 C7 C8 -174.2(3) . . . . ?
C3 C4 C5 C6 2.9(6) . . . . ?
C4 C5 C6 C7 0.2(6) . . . . ?
C5 C6 C7 C2 -4.7(5) . . . . ?
C5 C6 C7 C8 175.7(4) . . . . ?
C6 C7 C8 C9 -146.7(4) . . . . ?
C7 C2 C3 C4 -3.4(5) . . . . ?
C7 C8 C9 C10 -0.5(6) . . . . ?
C8 C9 C10 C11 146.8(4) . . . . ?
C8 C9 C10 C15 -33.9(6) . . . . ?
C9 C10 C11 C12 -175.4(3) . . . . ?
C9 C10 C15 C1 -3.7(5) . . . . ?
C9 C10 C15 C14 174.7(3) . . . . ?
C10 C11 C12 C13 -1.4(6) . . . . ?
C11 C10 C15 C1 175.6(3) . . . . ?
C11 C10 C15 C14 -5.9(4) . . . . ?
C11 C12 C13 C14 -1.8(6) . . . . ?
C12 C13 C14 C15 1.0(5) . . . . ?
C13 C14 C15 C1 -178.6(3) . . . . ?
C13 C14 C15 C10 3.0(5) . . . . ?
C15 C1 C2 C3 112.5(3) . . . . ?
C15 C1 C2 C7 -66.8(3) . . . . ?
C15 C1 C16 C17 3.9(4) . . . . ?
C15 C1 C16 C18 -178.6(3) . . . 2 ?
C15 C10 C11 C12 5.2(5) . . . . ?
C16 C1 C2 C3 -62.9(4) . . . . ?
C16 C1 C2 C7 117.8(3) . . . . ?
C16 C1 C15 C10 -119.0(3) . . . . ?
C16 C1 C15 C14 62.6(4) . . . . ?
C16 C17 C18 F1 -172.9(3) . . . . ?
C16 C17 C18 C16 0.0(4) . . . 2 ?
C16 C17 C18 Br1A -176.5(2) . . . . ?
C18 C16 C17 Br1 -153.6(2) 2 . . . ?
C18 C16 C17 C18 22.1(3) 2 . . . ?
C18 C16 C17 F1A -152.0(3) 2 . . . ?
F1A C17 C18 C16 172.8(3) . . . 2 ?
F1A C17 C18 Br1A -3.7(4) . . . . ?

_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 1.595
_oxdiff_exptl_absorpt_empirical_full_min 0.627
####################################################################### 
# 
# 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_2a-solution
_audit_block_doi                 10.5517/ccdc.csd.cc2lls22
_database_code_depnum_ccdc_archive 'CCDC 2401324'
loop_
_audit_author_name
_audit_author_address
'YiLin Shu'
;ICCAS
China
;
_audit_update_record             
;
2025-01-31 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_audit_creation_date             2025-01-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H20 F4'
_chemical_formula_sum            'C36 H20 F4'
_chemical_formula_weight         528.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H F Cl'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 '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           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                   27.7620(5)
_cell_length_b                   4.87070(10)
_cell_length_c                   19.2419(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.206(2)
_cell_angle_gamma                90
_cell_volume                     2471.64(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9193
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      74.7030
_cell_measurement_theta_min      3.3240
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.848
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'fluorescent light yellow'
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15288
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.541
_diffrn_reflns_theta_min         3.352
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -131.00 -99.00   0.50    0.91    -- -104.50 153.00 -91.08   64
  2  ω    -92.00 -66.00   0.50    0.91    -- -104.50 153.00 -91.08   52
  3  ω    -92.00 -66.00   0.50    0.91    -- -104.50 142.00   0.25   52
  4  ω   -124.00 -98.00   0.50    0.91    -- -104.50 142.00   0.25   52
  5  ω   -110.00 -81.00   0.50    0.91    -- -104.50 125.00  60.00   58
  6  ω    -76.00 -44.00   0.50    0.91    -- -104.50 125.00  60.00   64
  7  ω   -111.00 -36.00   0.50    0.91    -- -104.50 125.00 120.00  150
  8  ω   -108.00 -40.00   0.50    0.91    -- -104.50 125.00  90.00  136
  9  ω    -90.00 -48.00   0.50    0.23    --  -47.20 125.00-150.00   84
 10  ω    -92.00 -66.00   0.50    0.91    -- -104.50  77.00 -90.00   52
 11  ω    -93.00 -67.00   0.50    0.91    -- -104.50  77.00-120.00   52
 12  ω    -57.00 -32.00   0.50    0.91    -- -104.50  77.00-120.00   50
 13  ω    -56.00  20.00   0.50    0.23    --  -47.20  57.00  30.00  152
 14  ω   -147.00-116.00   0.50    0.91    -- -104.50   3.00 173.00   62
 15  ω    -20.00  26.00   0.50    0.23    --  -47.20   3.00 173.00   92
 16  ω    -12.00 120.00   0.50    0.23    --   47.20   3.00 173.00  264
 17  ω     31.00 176.00   0.50    0.91    --  103.25   3.00 173.00  290
 18  ω     40.00  70.00   0.50    0.23    --   47.20-125.00   0.00   60
 19  ω     79.00 108.00   0.50    0.91    --  103.25-125.00 -90.00   58
 20  ω     37.00  62.00   0.50    0.91    --  103.25-125.00 -90.00   50
 21  ω     35.00  76.00   0.50    0.91    --  103.25-110.00 -78.14   82
 22  ω     82.00 108.00   0.50    0.91    --  103.25-110.00 -78.14   52
 23  ω     35.00 104.00   0.50    0.91    --  103.25 -94.00 -60.00  138
 24  ω     33.00  72.00   0.50    0.91    --  103.25 -94.00  60.00   78
 25  ω     31.00  89.00   0.50    0.91    --  103.25 -94.00   0.00  116
 26  ω     48.00 106.00   0.50    0.91    --  103.25 -94.00 150.00  116
 27  ω     34.00  60.00   0.50    0.91    --  103.25 -94.00  90.00   52
 28  ω     31.00 174.00   0.50    0.91    --  103.25   0.00 -30.00  286
 29  ω    -21.00  25.00   0.50    0.23    --   47.20  -3.00  -3.00   92
 30  ω     31.00  74.00   0.50    0.91    --  103.25 -61.00  60.00   86
 31  ω     39.00  74.00   0.50    0.91    --  103.25 -77.00 -60.00   70
 32  ω     32.00  75.00   0.50    0.91    --  103.25 -61.00-180.00   86
 33  ω     33.00  67.00   0.50    0.91    --  103.25 -61.00-120.00   68
 34  ω    -18.00  67.00   0.50    0.23    --   47.20 -77.00-180.00  170
 35  ω     47.00  74.00   0.50    0.91    --  103.25 -61.00 -30.00   54
 36  ω     31.00  62.00   0.50    0.91    --  103.25 -61.00 150.00   62
 37  ω    -96.00 -65.00   0.50    0.23    --  -47.20  -3.00  -3.00   62
 38  ω   -160.00 -65.00   0.50    0.91    -- -104.50  -3.00  -3.00  190
 39  ω   -174.00-110.00   0.50    0.91    -- -104.50 -94.00 -90.00  128
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0224588000
_diffrn_orient_matrix_UB_12      -0.2893424000
_diffrn_orient_matrix_UB_13      -0.0001678000
_diffrn_orient_matrix_UB_21      0.0498330000
_diffrn_orient_matrix_UB_22      -0.1276182000
_diffrn_orient_matrix_UB_23      -0.0040329000
_diffrn_orient_matrix_UB_31      0.0206234000
_diffrn_orient_matrix_UB_32      -0.0068397000
_diffrn_orient_matrix_UB_33      0.0841767000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2339
_reflns_number_total             2520
_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 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2520
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0493
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0765P)²+1.7770P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1301
_refine_ls_wR_factor_ref         0.1322
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C14(H14), C8(H8), C9(H9), C13(H13), C12(H12), C11(H11), C4(H4),
 C6(H6), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
F19 F 0.49974(3) 0.44713(19) 0.38973(4) 0.0299(2) Uani 1 1 d . . . . .
F20 F 0.41372(3) 0.44074(19) 0.28641(4) 0.0304(2) Uani 1 1 d . . . . .
C18 C 0.50030(5) 0.3919(3) 0.32146(7) 0.0255(3) Uani 1 1 d . . . . .
C1 C 0.59294(5) 0.2777(3) 0.36235(7) 0.0253(3) Uani 1 1 d . . . . .
C17 C 0.45578(5) 0.3901(3) 0.26791(8) 0.0254(3) Uani 1 1 d . . . . .
C16 C 0.54906(5) 0.3476(3) 0.30930(7) 0.0251(3) Uani 1 1 d . . . . .
C15 C 0.64069(5) 0.2136(3) 0.34666(7) 0.0264(3) Uani 1 1 d . . . . .
C10 C 0.68619(5) 0.3499(3) 0.38327(8) 0.0294(3) Uani 1 1 d . . . . .
C2 C 0.59532(5) 0.2186(3) 0.43917(8) 0.0264(3) Uani 1 1 d . . . . .
C3 C 0.56495(6) 0.0121(3) 0.45313(8) 0.0307(3) Uani 1 1 d . . . . .
H3 H 0.543058 -0.088192 0.413379 0.037 Uiso 1 1 calc R U . . .
C14 C 0.64060(6) 0.0039(3) 0.29694(8) 0.0300(3) Uani 1 1 d . . . . .
H14 H 0.610076 -0.092811 0.273808 0.036 Uiso 1 1 calc R U . . .
C7 C 0.62902(6) 0.3622(3) 0.49779(8) 0.0296(3) Uani 1 1 d . . . . .
C8 C 0.66487(6) 0.5672(3) 0.48810(8) 0.0328(4) Uani 1 1 d . . . . .
H8 H 0.671113 0.720656 0.520146 0.039 Uiso 1 1 calc R U . . .
C9 C 0.68984(6) 0.5610(3) 0.43867(8) 0.0325(4) Uani 1 1 d . . . . .
H9 H 0.712261 0.709490 0.439773 0.039 Uiso 1 1 calc R U . . .
C13 C 0.68423(6) -0.0643(4) 0.28104(9) 0.0360(4) Uani 1 1 d . . . . .
H13 H 0.683683 -0.206792 0.247080 0.043 Uiso 1 1 calc R U . . .
C12 C 0.72888(6) 0.0758(4) 0.31483(10) 0.0402(4) Uani 1 1 d . . . . .
H12 H 0.758942 0.031027 0.303643 0.048 Uiso 1 1 calc R U . . .
C11 C 0.72959(6) 0.2805(4) 0.36479(9) 0.0368(4) Uani 1 1 d . . . . .
H11 H 0.760299 0.376666 0.387184 0.044 Uiso 1 1 calc R U . . .
C4 C 0.56601(6) -0.0502(4) 0.52372(9) 0.0378(4) Uani 1 1 d . . . . .
H4 H 0.545632 -0.194680 0.532449 0.045 Uiso 1 1 calc R U . . .
C6 C 0.62780(6) 0.3051(4) 0.56857(8) 0.0373(4) Uani 1 1 d . . . . .
H6 H 0.648477 0.409287 0.608538 0.045 Uiso 1 1 calc R U . . .
C5 C 0.59707(7) 0.1000(4) 0.58156(9) 0.0412(4) Uani 1 1 d . . . . .
H5 H 0.597317 0.062578 0.630123 0.049 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
F19 C18 1.3456(16) . ?
F20 C17 1.3457(16) . ?
C18 C17 1.339(2) . ?
C18 C16 1.4601(19) . ?
C1 C16 1.366(2) . ?
C1 C15 1.482(2) . ?
C1 C2 1.487(2) . ?
C17 C16 1.4640(19) 2_655 ?
C15 C10 1.406(2) . ?
C15 C14 1.399(2) . ?
C10 C9 1.462(2) . ?
C10 C11 1.400(2) . ?
C2 C3 1.392(2) . ?
C2 C7 1.406(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(2) . ?
C14 H14 0.9500 . ?
C14 C13 1.379(2) . ?
C7 C8 1.462(2) . ?
C7 C6 1.401(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.341(2) . ?
C9 H9 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.386(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.381(3) . ?
C11 H11 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.385(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.386(3) . ?
C5 H5 0.9500 . ?

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
F19 C18 C16 118.68(12) . . ?
C17 C18 F19 117.59(13) . . ?
C17 C18 C16 123.69(13) . . ?
C16 C1 C15 123.09(13) . . ?
C16 C1 C2 122.92(13) . . ?
C15 C1 C2 113.39(12) . . ?
F20 C17 C16 118.83(12) . 2_655 ?
C18 C17 F20 117.63(12) . . ?
C18 C17 C16 123.50(13) . 2_655 ?
C18 C16 C17 110.23(12) . 2_655 ?
C1 C16 C18 124.91(13) . . ?
C1 C16 C17 124.86(13) . 2_655 ?
C10 C15 C1 121.28(13) . . ?
C14 C15 C1 118.86(13) . . ?
C14 C15 C10 119.79(14) . . ?
C15 C10 C9 122.97(14) . . ?
C11 C10 C15 117.94(14) . . ?
C11 C10 C9 119.08(14) . . ?
C3 C2 C1 119.37(13) . . ?
C3 C2 C7 119.75(13) . . ?
C7 C2 C1 120.84(13) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.33(15) . . ?
C4 C3 H3 119.3 . . ?
C15 C14 H14 119.6 . . ?
C13 C14 C15 120.90(14) . . ?
C13 C14 H14 119.6 . . ?
C2 C7 C8 123.11(13) . . ?
C6 C7 C2 117.96(15) . . ?
C6 C7 C8 118.93(14) . . ?
C7 C8 H8 116.6 . . ?
C9 C8 C7 126.77(15) . . ?
C9 C8 H8 116.6 . . ?
C10 C9 H9 116.6 . . ?
C8 C9 C10 126.83(15) . . ?
C8 C9 H9 116.6 . . ?
C14 C13 H13 120.1 . . ?
C14 C13 C12 119.73(16) . . ?
C12 C13 H13 120.1 . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.87(15) . . ?
C11 C12 H12 120.1 . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.67(15) . . ?
C12 C11 H11 119.2 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.34(16) . . ?
C5 C4 H4 120.3 . . ?
C7 C6 H6 119.3 . . ?
C5 C6 C7 121.44(15) . . ?
C5 C6 H6 119.3 . . ?
C4 C5 C6 119.98(15) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?

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
F19 C18 C17 F20 -0.7(2) . . . . ?
F19 C18 C17 C16 176.68(12) . . . 2_655 ?
F19 C18 C16 C1 20.3(2) . . . . ?
F19 C18 C16 C17 -159.49(12) . . . 2_655 ?
C1 C15 C10 C9 0.1(2) . . . . ?
C1 C15 C10 C11 -179.20(13) . . . . ?
C1 C15 C14 C13 -179.52(13) . . . . ?
C1 C2 C3 C4 179.87(14) . . . . ?
C1 C2 C7 C8 -2.6(2) . . . . ?
C1 C2 C7 C6 177.25(14) . . . . ?
C17 C18 C16 C1 -162.10(15) . . . . ?
C17 C18 C16 C17 18.15(17) . . . 2_655 ?
C16 C18 C17 F20 -178.35(12) . . . . ?
C16 C18 C17 C16 -1.0(2) . . . 2_655 ?
C16 C1 C15 C10 126.45(16) . . . . ?
C16 C1 C15 C14 -56.7(2) . . . . ?
C16 C1 C2 C3 57.3(2) . . . . ?
C16 C1 C2 C7 -124.82(16) . . . . ?
C15 C1 C16 C18 175.09(13) . . . . ?
C15 C1 C16 C17 -5.2(2) . . . 2_655 ?
C15 C1 C2 C3 -114.10(15) . . . . ?
C15 C1 C2 C7 63.73(18) . . . . ?
C15 C10 C9 C8 36.0(2) . . . . ?
C15 C10 C11 C12 -3.1(2) . . . . ?
C15 C14 C13 C12 0.2(2) . . . . ?
C10 C15 C14 C13 -2.6(2) . . . . ?
C2 C1 C16 C18 4.5(2) . . . . ?
C2 C1 C16 C17 -175.82(13) . . . 2_655 ?
C2 C1 C15 C10 -62.12(18) . . . . ?
C2 C1 C15 C14 114.77(14) . . . . ?
C2 C3 C4 C5 1.5(2) . . . . ?
C2 C7 C8 C9 -35.7(2) . . . . ?
C2 C7 C6 C5 4.6(2) . . . . ?
C3 C2 C7 C8 175.24(14) . . . . ?
C3 C2 C7 C6 -4.9(2) . . . . ?
C3 C4 C5 C6 -1.9(3) . . . . ?
C14 C15 C10 C9 -176.78(14) . . . . ?
C14 C15 C10 C11 3.9(2) . . . . ?
C14 C13 C12 C11 0.7(2) . . . . ?
C7 C2 C3 C4 2.0(2) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C7 C6 C5 C4 -1.2(3) . . . . ?
C8 C7 C6 C5 -175.60(15) . . . . ?
C9 C10 C11 C12 177.61(15) . . . . ?
C13 C12 C11 C10 0.7(3) . . . . ?
C11 C10 C9 C8 -144.70(17) . . . . ?
C6 C7 C8 C9 144.47(17) . . . . ?

_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 2.181
_oxdiff_exptl_absorpt_empirical_full_min 0.585
####################################################################### 
# 
# 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_2c-PVT
_audit_block_doi                 10.5517/ccdc.csd.cc2lls55
_database_code_depnum_ccdc_archive 'CCDC 2401327'
loop_
_audit_author_name
_audit_author_address
'YiLin Shu'
;ICCAS
China
;
_audit_update_record             
;
2025-01-31 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_audit_creation_date             2025-01-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H20 Br2 F2'
_chemical_formula_sum            'C36 H20 Br2 F2'
_chemical_formula_weight         650.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C F Cl H'
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'
Br Br -0.2901 2.4595 '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'

_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      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                   8.7937(3)
_cell_length_b                   11.0552(5)
_cell_length_c                   14.1737(6)
_cell_angle_alpha                81.594(4)
_cell_angle_beta                 80.336(3)
_cell_angle_gamma                81.165(3)
_cell_volume                     1331.95(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9634
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      30.0810
_cell_measurement_theta_min      1.8710
_shelx_estimated_absorpt_T_max   0.861
_shelx_estimated_absorpt_T_min   0.607
_exptl_absorpt_coefficient_mu    3.083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45i (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.847
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20667
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.918
_diffrn_reflns_theta_min         1.879
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.847
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -100.00 -27.00   0.50    1.83    --  -10.70  45.00  90.00  146
  2  ω    -22.00  78.00   0.50    1.83    --  -10.70  45.00  90.00  200
  3  ω    -21.00  78.00   0.50    1.83    --  -10.70  45.00 175.50  198
  4  ω    -68.00 -42.00   0.50    1.83    --  -10.70  45.00  20.80   52
  5  ω    -12.00  40.00   0.50    1.83    --  -10.70  45.00  20.80  104
  6  ω   -100.00  -1.00   0.50    1.83    --  -10.70  45.00 150.00  198
  7  ω     -6.00  68.00   0.50    1.83    --  -10.70  45.00 -15.82  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0227032000
_diffrn_orient_matrix_UB_12      0.0101329000
_diffrn_orient_matrix_UB_13      -0.0465308000
_diffrn_orient_matrix_UB_21      -0.0787555000
_diffrn_orient_matrix_UB_22      0.0140085000
_diffrn_orient_matrix_UB_23      0.0209263000
_diffrn_orient_matrix_UB_31      0.0098024000
_diffrn_orient_matrix_UB_32      0.0631067000
_diffrn_orient_matrix_UB_33      -0.0037298000
_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                5904
_reflns_number_total             7129
_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 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         7129
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0315
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0228P)²+0.6974P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0622
_refine_ls_wR_factor_ref         0.0651
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 F2A-C20 = F1A-C17
 1.34 with sigma of 0.01
2. Uiso/Uaniso restraints and constraints
Br1A \\sim Br2A \\sim F1 \\sim F2 \\sim Br1 \\sim Br2 \\sim F1A \\sim F2A:
within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04 within 2A
Uanis(F2A) \\sim Ueq, Uanis(F1A) \\sim Ueq: with sigma of 0.003 and sigma for
terminal atoms of 0.006
3. Others
 Sof(Br1)=Sof(Br2)=Sof(F1A)=Sof(F2A)=1-FVAR(1)
 Sof(Br1A)=Sof(Br2A)=Sof(F1)=Sof(F2)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14), C24(H24), C25(H25), C26(H26), C27(H27), C29(H29), C30(H30), C32(H32),
  C33(H33), C34(H34), C35(H35)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C1 C 0.5670(2) 0.27107(16) 0.20018(12) 0.0194(3) Uani 1 1 d . . . . .
C2 C 0.7176(2) 0.23553(16) 0.13974(12) 0.0196(3) Uani 1 1 d . . . . .
C3 C 0.8559(2) 0.26150(18) 0.16340(13) 0.0248(4) Uani 1 1 d . . . . .
H3 H 0.852096 0.303655 0.217716 0.030 Uiso 1 1 calc R U . . .
C4 C 0.9980(2) 0.22734(19) 0.10971(14) 0.0283(4) Uani 1 1 d . . . . .
H4 H 1.090822 0.247173 0.126219 0.034 Uiso 1 1 calc R U . . .
C5 C 1.0042(2) 0.16391(18) 0.03158(14) 0.0263(4) Uani 1 1 d . . . . .
H5 H 1.101825 0.137513 -0.004494 0.032 Uiso 1 1 calc R U . . .
C6 C 0.8688(2) 0.13911(17) 0.00620(13) 0.0241(4) Uani 1 1 d . . . . .
H6 H 0.874489 0.095228 -0.047396 0.029 Uiso 1 1 calc R U . . .
C7 C 0.7233(2) 0.17695(16) 0.05738(12) 0.0203(4) Uani 1 1 d . . . . .
C8 C 0.5852(2) 0.15787(17) 0.01959(13) 0.0241(4) Uani 1 1 d . . . . .
H8 H 0.593816 0.086007 -0.011409 0.029 Uiso 1 1 calc R U . . .
C9 C 0.4483(2) 0.23012(18) 0.02372(13) 0.0252(4) Uani 1 1 d . . . . .
H9 H 0.371951 0.204809 -0.006575 0.030 Uiso 1 1 calc R U . . .
C10 C 0.4014(2) 0.34322(17) 0.06909(13) 0.0226(4) Uani 1 1 d . . . . .
C11 C 0.2901(2) 0.43280(19) 0.03088(14) 0.0285(4) Uani 1 1 d . . . . .
H11 H 0.245547 0.417525 -0.022116 0.034 Uiso 1 1 calc R U . . .
C12 C 0.2439(2) 0.54285(19) 0.06877(15) 0.0326(5) Uani 1 1 d . . . . .
H12 H 0.167204 0.602051 0.042265 0.039 Uiso 1 1 calc R U . . .
C13 C 0.3088(2) 0.56765(19) 0.14531(15) 0.0319(4) Uani 1 1 d . . . . .
H13 H 0.279993 0.644876 0.169665 0.038 Uiso 1 1 calc R U . . .
C14 C 0.4153(2) 0.47942(18) 0.18569(14) 0.0268(4) Uani 1 1 d . . . . .
H14 H 0.459434 0.496107 0.238400 0.032 Uiso 1 1 calc R U . . .
C15 C 0.4595(2) 0.36572(17) 0.15042(13) 0.0216(4) Uani 1 1 d . . . . .
C16 C 0.5351(2) 0.23052(16) 0.29574(12) 0.0193(3) Uani 1 1 d . . . . .
C17 C 0.38628(19) 0.26022(17) 0.35756(12) 0.0203(4) Uani 1 1 d D . . . .
C18 C 0.38018(19) 0.25620(17) 0.45275(13) 0.0210(4) Uani 1 1 d . . . . .
C19 C 0.5158(2) 0.22183(16) 0.50312(12) 0.0198(3) Uani 1 1 d . . . . .
C20 C 0.63983(19) 0.14561(16) 0.44654(12) 0.0197(4) Uani 1 1 d D . . . .
C21 C 0.64511(19) 0.15007(16) 0.35126(12) 0.0193(3) Uani 1 1 d . . . . .
C22 C 0.5174(2) 0.25142(17) 0.59283(12) 0.0202(4) Uani 1 1 d . . . . .
C23 C 0.6536(2) 0.21668(17) 0.64443(13) 0.0228(4) Uani 1 1 d . . . . .
C24 C 0.7908(2) 0.2677(2) 0.61042(14) 0.0310(4) Uani 1 1 d . . . . .
H24 H 0.793399 0.331860 0.557875 0.037 Uiso 1 1 calc R U . . .
C25 C 0.9230(2) 0.2260(2) 0.65242(16) 0.0411(6) Uani 1 1 d . . . . .
H25 H 1.015411 0.262619 0.630127 0.049 Uiso 1 1 calc R U . . .
C26 C 0.9198(2) 0.1308(2) 0.72689(16) 0.0417(6) Uani 1 1 d . . . . .
H26 H 1.012273 0.097927 0.753065 0.050 Uiso 1 1 calc R U . . .
C27 C 0.7833(2) 0.0829(2) 0.76364(15) 0.0343(5) Uani 1 1 d . . . . .
H27 H 0.782881 0.017589 0.815300 0.041 Uiso 1 1 calc R U . . .
C28 C 0.6452(2) 0.12864(18) 0.72629(13) 0.0251(4) Uani 1 1 d . . . . .
C29 C 0.5017(2) 0.08209(18) 0.77278(13) 0.0272(4) Uani 1 1 d . . . . .
H29 H 0.511177 -0.000646 0.803162 0.033 Uiso 1 1 calc R U . . .
C30 C 0.3574(2) 0.14347(18) 0.77733(13) 0.0254(4) Uani 1 1 d . . . . .
H30 H 0.276691 0.099709 0.812478 0.031 Uiso 1 1 calc R U . . .
C31 C 0.3087(2) 0.26875(17) 0.73521(13) 0.0225(4) Uani 1 1 d . . . . .
C32 C 0.1765(2) 0.33715(19) 0.78112(14) 0.0272(4) Uani 1 1 d . . . . .
H32 H 0.121210 0.300372 0.838934 0.033 Uiso 1 1 calc R U . . .
C33 C 0.1245(2) 0.4556(2) 0.74509(15) 0.0326(5) Uani 1 1 d . . . . .
H33 H 0.034247 0.499454 0.777676 0.039 Uiso 1 1 calc R U . . .
C34 C 0.2040(2) 0.51099(19) 0.66098(15) 0.0320(4) Uani 1 1 d . . . . .
H34 H 0.169959 0.593581 0.636415 0.038 Uiso 1 1 calc R U . . .
C35 C 0.3328(2) 0.44516(18) 0.61326(14) 0.0274(4) Uani 1 1 d . . . . .
H35 H 0.387376 0.483339 0.555770 0.033 Uiso 1 1 calc R U . . .
C36 C 0.3845(2) 0.32391(17) 0.64773(12) 0.0208(4) Uani 1 1 d . . . . .
Br1A Br 0.78291(2) 0.02369(2) 0.50391(2) 0.02865(6) Uani 0.9635(9) 1 d . U P A
1
Br2A Br 0.19502(2) 0.27221(2) 0.31090(2) 0.03082(7) Uani 0.9635(9) 1 d . U P A
1
F1 F 0.24212(14) 0.27526(13) 0.50827(8) 0.0269(3) Uani 0.9635(9) 1 d . U P A 1
F2 F 0.75410(18) 0.07526(17) 0.30151(13) 0.0256(4) Uani 0.9635(9) 1 d . U P A 1
Br1 Br 0.1612(12) 0.3284(10) 0.4916(6) 0.065(3) Uani 0.0365(9) 1 d . U P A 2
Br2 Br 0.8092(15) 0.0430(12) 0.3189(8) 0.058(3) Uani 0.0365(9) 1 d . U P A 2
F1A F 0.270(4) 0.312(3) 0.308(3) 0.051(9) Uani 0.0365(9) 1 d D U P A 2
F2A F 0.693(5) 0.067(3) 0.518(2) 0.056(10) Uani 0.0365(9) 1 d D U 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
C1 C2 1.484(2) . ?
C1 C15 1.480(2) . ?
C1 C16 1.359(2) . ?
C2 C3 1.395(2) . ?
C2 C7 1.406(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.397(2) . ?
C7 C8 1.461(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.337(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.461(3) . ?
C10 C11 1.399(3) . ?
C10 C15 1.404(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.378(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.376(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.396(3) . ?
C16 C17 1.468(2) . ?
C16 C21 1.460(2) . ?
C17 C18 1.336(2) . ?
C17 Br2A 1.8876(16) . ?
C17 F1A 1.347(10) . ?
C18 C19 1.464(2) . ?
C18 F1 1.337(2) . ?
C18 Br1 1.987(10) . ?
C19 C20 1.471(2) . ?
C19 C22 1.361(2) . ?
C20 C21 1.337(2) . ?
C20 Br1A 1.8876(17) . ?
C20 F2A 1.333(10) . ?
C21 F2 1.342(2) . ?
C21 Br2 1.762(12) . ?
C22 C23 1.480(2) . ?
C22 C36 1.484(2) . ?
C23 C24 1.393(3) . ?
C23 C28 1.401(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.377(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.377(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.400(3) . ?
C28 C29 1.454(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.340(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.456(3) . ?
C31 C32 1.403(3) . ?
C31 C36 1.407(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.372(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.387(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.380(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.392(3) . ?

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
C15 C1 C2 114.22(15) . . ?
C16 C1 C2 123.40(16) . . ?
C16 C1 C15 122.06(16) . . ?
C3 C2 C1 120.18(15) . . ?
C3 C2 C7 119.05(16) . . ?
C7 C2 C1 120.77(15) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.50(17) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.39(18) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 119.94(17) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 119.2 . . ?
C5 C6 C7 121.57(16) . . ?
C7 C6 H6 119.2 . . ?
C2 C7 C8 123.74(16) . . ?
C6 C7 C2 118.40(16) . . ?
C6 C7 C8 117.82(16) . . ?
C7 C8 H8 116.3 . . ?
C9 C8 C7 127.34(17) . . ?
C9 C8 H8 116.3 . . ?
C8 C9 H9 116.0 . . ?
C8 C9 C10 127.99(16) . . ?
C10 C9 H9 116.0 . . ?
C11 C10 C9 118.28(17) . . ?
C11 C10 C15 118.15(17) . . ?
C15 C10 C9 123.56(16) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.13(18) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.39(18) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.38(19) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.02(18) . . ?
C15 C14 H14 119.5 . . ?
C10 C15 C1 121.38(16) . . ?
C14 C15 C1 118.91(16) . . ?
C14 C15 C10 119.71(17) . . ?
C1 C16 C17 125.23(16) . . ?
C1 C16 C21 124.36(16) . . ?
C21 C16 C17 110.41(15) . . ?
C16 C17 Br2A 121.23(12) . . ?
C18 C17 C16 120.62(15) . . ?
C18 C17 Br2A 116.93(13) . . ?
C18 C17 F1A 124.9(18) . . ?
F1A C17 C16 113.3(18) . . ?
C17 C18 C19 124.06(15) . . ?
C17 C18 F1 119.48(15) . . ?
C17 C18 Br1 101.5(3) . . ?
C19 C18 Br1 133.8(3) . . ?
F1 C18 C19 116.27(15) . . ?
C18 C19 C20 110.58(14) . . ?
C22 C19 C18 122.79(16) . . ?
C22 C19 C20 126.49(16) . . ?
C19 C20 Br1A 122.81(13) . . ?
C21 C20 C19 120.59(15) . . ?
C21 C20 Br1A 116.17(13) . . ?
F2A C20 C19 99(2) . . ?
F2A C20 C21 137.4(19) . . ?
C16 C21 Br2 133.0(4) . . ?
C20 C21 C16 124.01(15) . . ?
C20 C21 F2 119.84(16) . . ?
C20 C21 Br2 103.0(4) . . ?
F2 C21 C16 116.12(15) . . ?
C19 C22 C23 123.16(16) . . ?
C19 C22 C36 123.56(15) . . ?
C23 C22 C36 113.27(14) . . ?
C24 C23 C22 120.53(17) . . ?
C24 C23 C28 120.13(17) . . ?
C28 C23 C22 119.30(16) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.6(2) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 120.3 . . ?
C26 C25 C24 119.5(2) . . ?
C26 C25 H25 120.3 . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.41(19) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 119.4 . . ?
C26 C27 C28 121.2(2) . . ?
C28 C27 H27 119.4 . . ?
C23 C28 C29 123.30(17) . . ?
C27 C28 C23 117.66(19) . . ?
C27 C28 C29 119.04(19) . . ?
C28 C29 H29 116.5 . . ?
C30 C29 C28 126.92(19) . . ?
C30 C29 H29 116.5 . . ?
C29 C30 H30 115.9 . . ?
C29 C30 C31 128.21(18) . . ?
C31 C30 H30 115.9 . . ?
C32 C31 C30 119.17(17) . . ?
C32 C31 C36 117.67(17) . . ?
C36 C31 C30 123.10(16) . . ?
C31 C32 H32 119.0 . . ?
C33 C32 C31 122.02(18) . . ?
C33 C32 H32 119.0 . . ?
C32 C33 H33 120.1 . . ?
C32 C33 C34 119.83(18) . . ?
C34 C33 H33 120.1 . . ?
C33 C34 H34 120.3 . . ?
C35 C34 C33 119.45(19) . . ?
C35 C34 H34 120.3 . . ?
C34 C35 H35 119.4 . . ?
C34 C35 C36 121.29(18) . . ?
C36 C35 H35 119.4 . . ?
C31 C36 C22 119.50(16) . . ?
C35 C36 C22 120.87(16) . . ?
C35 C36 C31 119.63(16) . . ?

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
C1 C2 C3 C4 178.66(18) . . . . ?
C1 C2 C7 C6 -176.38(16) . . . . ?
C1 C2 C7 C8 6.3(3) . . . . ?
C1 C16 C17 C18 -155.53(19) . . . . ?
C1 C16 C17 Br2A 37.4(2) . . . . ?
C1 C16 C17 F1A 13(2) . . . . ?
C1 C16 C21 C20 154.57(18) . . . . ?
C1 C16 C21 F2 -27.1(3) . . . . ?
C1 C16 C21 Br2 -24.2(7) . . . . ?
C2 C1 C15 C10 62.5(2) . . . . ?
C2 C1 C15 C14 -117.60(18) . . . . ?
C2 C1 C16 C17 -178.03(16) . . . . ?
C2 C1 C16 C21 1.6(3) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C2 C7 C8 C9 31.6(3) . . . . ?
C3 C2 C7 C6 4.5(3) . . . . ?
C3 C2 C7 C8 -172.81(17) . . . . ?
C3 C4 C5 C6 2.2(3) . . . . ?
C4 C5 C6 C7 0.2(3) . . . . ?
C5 C6 C7 C2 -3.6(3) . . . . ?
C5 C6 C7 C8 173.86(17) . . . . ?
C6 C7 C8 C9 -145.7(2) . . . . ?
C7 C2 C3 C4 -2.2(3) . . . . ?
C7 C8 C9 C10 -1.9(3) . . . . ?
C8 C9 C10 C11 151.0(2) . . . . ?
C8 C9 C10 C15 -30.5(3) . . . . ?
C9 C10 C11 C12 -178.30(17) . . . . ?
C9 C10 C15 C1 -3.9(3) . . . . ?
C9 C10 C15 C14 176.24(17) . . . . ?
C10 C11 C12 C13 0.8(3) . . . . ?
C11 C10 C15 C1 174.58(16) . . . . ?
C11 C10 C15 C14 -5.3(3) . . . . ?
C11 C12 C13 C14 -2.6(3) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
C13 C14 C15 C1 -176.24(17) . . . . ?
C13 C14 C15 C10 3.6(3) . . . . ?
C15 C1 C2 C3 114.75(19) . . . . ?
C15 C1 C2 C7 -64.4(2) . . . . ?
C15 C1 C16 C17 8.9(3) . . . . ?
C15 C1 C16 C21 -171.48(16) . . . . ?
C15 C10 C11 C12 3.1(3) . . . . ?
C16 C1 C2 C3 -58.8(2) . . . . ?
C16 C1 C2 C7 122.1(2) . . . . ?
C16 C1 C15 C10 -123.83(19) . . . . ?
C16 C1 C15 C14 56.0(2) . . . . ?
C16 C17 C18 C19 -0.7(3) . . . . ?
C16 C17 C18 F1 -175.39(16) . . . . ?
C16 C17 C18 Br1 171.8(3) . . . . ?
C17 C16 C21 C20 -25.8(2) . . . . ?
C17 C16 C21 F2 152.53(16) . . . . ?
C17 C16 C21 Br2 155.4(6) . . . . ?
C17 C18 C19 C20 -23.5(3) . . . . ?
C17 C18 C19 C22 160.54(18) . . . . ?
C18 C19 C20 C21 22.7(2) . . . . ?
C18 C19 C20 Br1A -149.53(13) . . . . ?
C18 C19 C20 F2A -142.2(19) . . . . ?
C18 C19 C22 C23 179.76(17) . . . . ?
C18 C19 C22 C36 -1.6(3) . . . . ?
C19 C20 C21 C16 1.8(3) . . . . ?
C19 C20 C21 F2 -176.50(17) . . . . ?
C19 C20 C21 Br2 -179.2(5) . . . . ?
C19 C22 C23 C24 66.8(3) . . . . ?
C19 C22 C23 C28 -111.1(2) . . . . ?
C19 C22 C36 C31 116.4(2) . . . . ?
C19 C22 C36 C35 -62.8(2) . . . . ?
C20 C19 C22 C23 4.5(3) . . . . ?
C20 C19 C22 C36 -176.89(17) . . . . ?
C21 C16 C17 C18 24.8(2) . . . . ?
C21 C16 C17 Br2A -142.21(13) . . . . ?
C21 C16 C17 F1A -166.9(19) . . . . ?
C22 C19 C20 C21 -161.62(18) . . . . ?
C22 C19 C20 Br1A 26.2(3) . . . . ?
C22 C19 C20 F2A 33.5(19) . . . . ?
C22 C23 C24 C25 -173.15(18) . . . . ?
C22 C23 C28 C27 169.53(16) . . . . ?
C22 C23 C28 C29 -9.6(3) . . . . ?
C23 C22 C36 C31 -64.9(2) . . . . ?
C23 C22 C36 C35 115.88(19) . . . . ?
C23 C24 C25 C26 1.7(3) . . . . ?
C23 C28 C29 C30 -31.4(3) . . . . ?
C24 C23 C28 C27 -8.4(3) . . . . ?
C24 C23 C28 C29 172.45(17) . . . . ?
C24 C25 C26 C27 -4.3(3) . . . . ?
C25 C26 C27 C28 0.4(3) . . . . ?
C26 C27 C28 C23 5.9(3) . . . . ?
C26 C27 C28 C29 -174.91(18) . . . . ?
C27 C28 C29 C30 149.5(2) . . . . ?
C28 C23 C24 C25 4.7(3) . . . . ?
C28 C29 C30 C31 1.9(3) . . . . ?
C29 C30 C31 C32 -149.93(19) . . . . ?
C29 C30 C31 C36 32.7(3) . . . . ?
C30 C31 C32 C33 -179.94(18) . . . . ?
C30 C31 C36 C22 2.1(3) . . . . ?
C30 C31 C36 C35 -178.62(17) . . . . ?
C31 C32 C33 C34 -0.3(3) . . . . ?
C32 C31 C36 C22 -175.27(16) . . . . ?
C32 C31 C36 C35 4.0(3) . . . . ?
C32 C33 C34 C35 1.4(3) . . . . ?
C33 C34 C35 C36 0.2(3) . . . . ?
C34 C35 C36 C22 176.28(17) . . . . ?
C34 C35 C36 C31 -3.0(3) . . . . ?
C36 C22 C23 C24 -111.90(19) . . . . ?
C36 C22 C23 C28 70.2(2) . . . . ?
C36 C31 C32 C33 -2.5(3) . . . . ?
Br1A C20 C21 C16 174.43(14) . . . . ?
Br1A C20 C21 F2 -3.8(2) . . . . ?
Br2A C17 C18 C19 166.90(14) . . . . ?
Br2A C17 C18 F1 -7.8(2) . . . . ?
F1 C18 C19 C20 151.34(16) . . . . ?
F1 C18 C19 C22 -24.6(3) . . . . ?
Br1 C18 C19 C20 166.7(4) . . . . ?
Br1 C18 C19 C22 -9.2(5) . . . . ?
F1A C17 C18 C19 -167(2) . . . . ?
F1A C17 C18 Br1 5(2) . . . . ?
F2A C20 C21 C16 159(3) . . . . ?
F2A C20 C21 Br2 -22(3) . . . . ?

_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 1.353
_oxdiff_exptl_absorpt_empirical_full_min 0.848
####################################################################### 
# 
# 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_2d-PVT
_audit_block_doi                 10.5517/ccdc.csd.cc2lls77
_database_code_depnum_ccdc_archive 'CCDC 2401329'
loop_
_audit_author_name
_audit_author_address
'YiLin Shu'
;ICCAS
China
;
_audit_update_record             
;
2024-11-08 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_audit_creation_date             2024-04-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C18 H12)'
_chemical_formula_sum            'C36 H24'
_chemical_formula_weight         456.55
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     'C H Cl'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'

_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      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                   9.2666(3)
_cell_length_b                   10.9440(3)
_cell_length_c                   13.7572(4)
_cell_angle_alpha                72.986(2)
_cell_angle_beta                 78.424(3)
_cell_angle_gamma                66.751(3)
_cell_volume                     1220.00(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9058
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      76.7640
_cell_measurement_theta_min      3.3520
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.533
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88250
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'fluorescent light yellow'
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14799
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.814
_diffrn_reflns_theta_min         3.376
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -6.00  21.00   0.50    0.05    --   46.67 -57.00 150.00   54
  2  ω     27.00  63.00   0.50    0.05    --   46.67 -57.00 150.00   72
  3  ω    -22.00  29.00   0.50    0.05    --  -46.67  19.00 150.00  102
  4  ω     17.00  43.00   0.50    0.05    --   46.67 -40.00-144.00   52
  5  ω    -20.00   8.00   0.50    0.05    --   46.67 -40.00-144.00   56
  6  ω    -41.00  20.00   0.50    0.05    --  -46.67  40.00   8.00  122
  7  ω    -18.00   8.00   0.50    0.05    --  -46.67  19.00-120.00   52
  8  ω     95.00 122.00   0.50    0.12    --  108.85  45.00 -60.00   54
  9  ω    127.00 173.00   0.50    0.12    --  108.85  45.00 -60.00   92
 10  ω    144.00 176.00   0.50    0.12    --  108.85  40.00   8.00   64
 11  ω    113.00 141.00   0.50    0.12    --  108.85  40.00   8.00   56
 12  ω     97.00 167.00   0.50    0.12    --  108.85  30.00  60.00  140
 13  ω    110.00 162.00   0.50    0.12    --  108.85  30.00  90.00  104
 14  ω     91.00 177.00   0.50    0.12    --  108.85  15.00 150.00  172
 15  ω     34.00 119.00   0.50    0.05    --   46.67  40.00   8.00  170
 16  ω     36.00  61.00   0.50    0.12    --  108.85 -61.00 -90.00   50
 17  ω     38.00 106.00   0.50    0.12    --  108.85 -77.00-120.00  136
 18  ω     37.00 106.00   0.50    0.12    --  108.85 -77.00 -30.00  138
 19  ω     41.00  73.00   0.50    0.12    --  108.85 -61.00  90.00   64
 20  ω     26.00  85.00   0.50    0.05    --   46.67-125.00  60.00  118
 21  ω     49.00  98.00   0.50    0.12    --  108.85-125.00 120.00   98
 22  ω     45.00  81.00   0.50    0.12    --  108.85-125.00  30.00   72
 23  ω     41.00  79.00   0.50    0.12    --  108.85-125.00   0.00   76
 24  ω     85.00 111.00   0.50    0.12    --  108.85-125.00   0.00   52
 25  ω     85.00 111.00   0.50    0.12    --  108.85-125.00  60.00   52
 26  ω     86.00 112.00   0.50    0.12    --  108.85-125.00  30.00   52
 27  ω     44.00  70.00   0.50    0.12    --  108.85-125.00  60.00   52
 28  ω     43.00  69.00   0.50    0.12    --  108.85-125.00 -90.00   52
 29  ω     86.00 111.00   0.50    0.12    --  108.85-125.00 -90.00   50
 30  ω     41.00  91.00   0.50    0.12    --  108.85 -94.00-150.00  100
 31  ω     48.00  97.00   0.50    0.12    --  108.85 -94.00 -90.00   98
 32  ω    -76.00 -50.00   0.50    0.12    -- -104.50 146.00  80.44   52
 33  ω   -109.00 -49.00   0.50    0.12    -- -104.50 117.00  22.19  120
 34  ω   -127.00 -98.00   0.50    0.12    -- -104.50 146.00  80.44   58
 35  ω   -111.00 -71.00   0.50    0.12    -- -104.50 125.00 150.00   80
 36  ω    -66.00 -39.00   0.50    0.12    -- -104.50 125.00 150.00   54
 37  ω    -68.00 -36.00   0.50    0.12    -- -104.50  61.00 120.00   64
 38  ω   -102.00 -77.00   0.50    0.12    -- -104.50  77.00 -90.00   50
 39  ω   -102.00 -39.00   0.50    0.12    -- -104.50  77.00-180.00  126
 40  ω   -122.00 -91.00   0.50    0.12    -- -104.50 -15.00 -90.00   62
 41  ω   -168.00 -99.00   0.50    0.12    -- -104.50 -40.00-144.00  138
 42  ω   -174.00-129.00   0.50    0.12    -- -104.50 -15.00 -90.00   90
 43  ω   -103.00 -34.00   0.50    0.05    --  -46.67 -40.00-144.00  138
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1752180000
_diffrn_orient_matrix_UB_12      0.0153558000
_diffrn_orient_matrix_UB_13      0.0220406000
_diffrn_orient_matrix_UB_21      -0.0477090000
_diffrn_orient_matrix_UB_22      0.1525425000
_diffrn_orient_matrix_UB_23      -0.0556007000
_diffrn_orient_matrix_UB_31      0.0085309000
_diffrn_orient_matrix_UB_32      -0.0369505000
_diffrn_orient_matrix_UB_33      -0.1013259000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4238
_reflns_number_total             4955
_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 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.0059(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4955
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.073
_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)+(0.0497P)²+0.2171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1085
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C36(H36), C35(H35), C3(H3), C17(H17), C14(H14), C32(H32), C13(H13),
 C21(H21), C4(H4), C26(H26), C27(H27), C24(H24), C11(H11), C29(H29), C9(H9),
 C8(H8), C6(H6), C12(H12), C5(H5), C22(H22), C31(H31), C23(H23), C30(H30)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C2 C 0.51216(14) 0.75055(12) 0.14126(8) 0.0278(2) Uani 1 1 d . . . . .
C19 C 0.71240(14) 0.28401(12) 0.41186(9) 0.0280(2) Uani 1 1 d . . . . .
C15 C 0.29103(14) 0.66573(12) 0.22398(8) 0.0280(2) Uani 1 1 d . . . . .
C16 C 0.45937(13) 0.58599(12) 0.07211(9) 0.0272(2) Uani 1 1 d . . . . .
C34 C 0.61190(14) 0.38856(12) 0.45582(8) 0.0273(2) Uani 1 1 d . . . . .
C1 C 0.42080(13) 0.66590(12) 0.14076(8) 0.0269(2) Uani 1 1 d . . . . .
C18 C 0.58762(14) 0.58196(13) -0.00865(9) 0.0299(3) Uani 1 1 d . . . . .
H18 H 0.646474 0.638609 -0.015552 0.036 Uiso 1 1 calc R U . . .
C36 C 0.59722(14) 0.53030(12) 0.41207(9) 0.0289(2) Uani 1 1 d . . . . .
H36 H 0.663172 0.550990 0.352133 0.035 Uiso 1 1 calc R U . . .
C33 C 0.81556(14) 0.30635(12) 0.31609(9) 0.0295(2) Uani 1 1 d . . . . .
C35 C 0.49410(14) 0.63354(12) 0.45290(9) 0.0292(2) Uani 1 1 d . . . . .
H35 H 0.490364 0.724197 0.420947 0.035 Uiso 1 1 calc R U . . .
C3 C 0.67440(15) 0.68861(13) 0.15019(9) 0.0310(3) Uani 1 1 d . . . . .
H3 H 0.723874 0.592609 0.156889 0.037 Uiso 1 1 calc R U . . .
C20 C 0.72726(14) 0.13964(12) 0.45909(9) 0.0299(3) Uani 1 1 d . . . . .
C28 C 0.79989(15) 0.27198(12) 0.22888(9) 0.0329(3) Uani 1 1 d . . . . .
C17 C 0.62641(14) 0.50094(13) -0.07421(9) 0.0306(3) Uani 1 1 d . . . . .
H17 H 0.713811 0.500649 -0.124054 0.037 Uiso 1 1 calc R U . . .
C7 C 0.43882(16) 0.89248(13) 0.13303(9) 0.0331(3) Uani 1 1 d . . . . .
C14 C 0.29749(15) 0.54455(13) 0.29677(9) 0.0318(3) Uani 1 1 d . . . . .
H14 H 0.386640 0.463365 0.293610 0.038 Uiso 1 1 calc R U . . .
C25 C 0.68562(14) 0.06606(12) 0.40803(10) 0.0333(3) Uani 1 1 d . . . . .
C10 C 0.16103(14) 0.78661(13) 0.23129(9) 0.0330(3) Uani 1 1 d . . . . .
C32 C 0.92932(15) 0.36241(13) 0.31130(11) 0.0370(3) Uani 1 1 d . . . . .
H32 H 0.941405 0.384416 0.370340 0.044 Uiso 1 1 calc R U . . .
C13 C 0.17586(17) 0.54087(15) 0.37356(10) 0.0393(3) Uani 1 1 d . . . . .
H13 H 0.183014 0.458054 0.423345 0.047 Uiso 1 1 calc R U . . .
C21 C 0.77699(16) 0.07784(13) 0.55682(10) 0.0388(3) Uani 1 1 d . . . . .
H21 H 0.808098 0.126751 0.590369 0.047 Uiso 1 1 calc R U . . .
C4 C 0.76462(17) 0.76418(15) 0.14949(10) 0.0382(3) Uani 1 1 d . . . . .
H4 H 0.874425 0.720036 0.156598 0.046 Uiso 1 1 calc R U . . .
C26 C 0.63804(16) 0.12173(14) 0.30442(11) 0.0392(3) Uani 1 1 d . . . . .
H26 H 0.563033 0.092258 0.289490 0.047 Uiso 1 1 calc R U . . .
C27 C 0.68698(16) 0.20927(14) 0.22768(10) 0.0388(3) Uani 1 1 d . . . . .
H27 H 0.643131 0.233592 0.164916 0.047 Uiso 1 1 calc R U . . .
C24 C 0.68785(16) -0.06584(13) 0.46035(12) 0.0419(3) Uani 1 1 d . . . . .
H24 H 0.655900 -0.115599 0.428090 0.050 Uiso 1 1 calc R U . . .
C11 C 0.03667(16) 0.77877(15) 0.30738(11) 0.0414(3) Uani 1 1 d . . . . .
H11 H -0.054457 0.858567 0.310414 0.050 Uiso 1 1 calc R U . . .
C29 C 0.89562(17) 0.30041(14) 0.13873(10) 0.0421(3) Uani 1 1 d . . . . .
H29 H 0.883268 0.281110 0.078555 0.051 Uiso 1 1 calc R U . . .
C9 C 0.15097(17) 0.92120(14) 0.16636(10) 0.0412(3) Uani 1 1 d . . . . .
H9 H 0.048088 0.983940 0.151304 0.049 Uiso 1 1 calc R U . . .
C8 C 0.26972(17) 0.96663(13) 0.12551(10) 0.0404(3) Uani 1 1 d . . . . .
H8 H 0.240297 1.058772 0.086717 0.049 Uiso 1 1 calc R U . . .
C6 C 0.53400(19) 0.96703(14) 0.12991(10) 0.0425(3) Uani 1 1 d . . . . .
H6 H 0.486673 1.063398 0.121728 0.051 Uiso 1 1 calc R U . . .
C12 C 0.04397(17) 0.65788(16) 0.37769(11) 0.0442(3) Uani 1 1 d . . . . .
H12 H -0.041167 0.654829 0.428806 0.053 Uiso 1 1 calc R U . . .
C5 C 0.69366(19) 0.90454(15) 0.13835(11) 0.0446(3) Uani 1 1 d . . . . .
H5 H 0.754943 0.957369 0.136550 0.053 Uiso 1 1 calc R U . . .
C22 C 0.78177(18) -0.05350(14) 0.60570(11) 0.0461(3) Uani 1 1 d . . . . .
H22 H 0.816690 -0.094587 0.672006 0.055 Uiso 1 1 calc R U . . .
C31 C 1.02452(16) 0.38642(15) 0.22238(12) 0.0459(3) Uani 1 1 d . . . . .
H31 H 1.101767 0.423950 0.220834 0.055 Uiso 1 1 calc R U . . .
C23 C 0.73531(18) -0.12451(14) 0.55730(12) 0.0468(4) Uani 1 1 d . . . . .
H23 H 0.736170 -0.213917 0.591023 0.056 Uiso 1 1 calc R U . . .
C30 C 1.00769(17) 0.35604(15) 0.13580(12) 0.0485(4) Uani 1 1 d . . . . .
H30 H 1.072633 0.373166 0.074441 0.058 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
C2 C1 1.4832(16) . ?
C2 C3 1.3985(18) . ?
C2 C7 1.4079(17) . ?
C19 C34 1.3711(15) . ?
C19 C33 1.4833(16) . ?
C19 C20 1.4835(16) . ?
C15 C1 1.4849(15) . ?
C15 C14 1.3962(17) . ?
C15 C10 1.4080(17) . ?
C16 C1 1.3733(15) . ?
C16 C18 1.4512(15) . ?
C16 C17 1.4524(16) 2_665 ?
C34 C36 1.4515(16) . ?
C34 C35 1.4543(16) 2_666 ?
C18 H18 0.9500 . ?
C18 C17 1.3473(16) . ?
C36 H36 0.9500 . ?
C36 C35 1.3449(16) . ?
C33 C28 1.4067(17) . ?
C33 C32 1.3968(18) . ?
C35 H35 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.3860(17) . ?
C20 C25 1.4057(17) . ?
C20 C21 1.3956(19) . ?
C28 C27 1.4651(19) . ?
C28 C29 1.4045(18) . ?
C17 H17 0.9500 . ?
C7 C8 1.462(2) . ?
C7 C6 1.4063(19) . ?
C14 H14 0.9500 . ?
C14 C13 1.3860(18) . ?
C25 C26 1.459(2) . ?
C25 C24 1.4059(18) . ?
C10 C11 1.4045(18) . ?
C10 C9 1.4598(19) . ?
C32 H32 0.9500 . ?
C32 C31 1.3804(19) . ?
C13 H13 0.9500 . ?
C13 C12 1.384(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.3843(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.341(2) . ?
C27 H27 0.9500 . ?
C24 H24 0.9500 . ?
C24 C23 1.377(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.377(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.385(2) . ?
C9 H9 0.9500 . ?
C9 C8 1.339(2) . ?
C8 H8 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.376(2) . ?
C12 H12 0.9500 . ?
C5 H5 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.384(2) . ?
C31 H31 0.9500 . ?
C31 C30 1.379(2) . ?
C23 H23 0.9500 . ?
C30 H30 0.9500 . ?

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
C3 C2 C1 119.57(10) . . ?
C3 C2 C7 119.10(11) . . ?
C7 C2 C1 121.33(11) . . ?
C34 C19 C33 122.78(10) . . ?
C34 C19 C20 121.63(10) . . ?
C33 C19 C20 115.57(9) . . ?
C14 C15 C1 119.91(10) . . ?
C14 C15 C10 119.11(11) . . ?
C10 C15 C1 120.99(11) . . ?
C1 C16 C18 123.08(10) . . ?
C1 C16 C17 122.41(10) . 2_665 ?
C18 C16 C17 114.51(10) . 2_665 ?
C19 C34 C36 122.69(11) . . ?
C19 C34 C35 122.34(10) . 2_666 ?
C36 C34 C35 114.90(10) . 2_666 ?
C2 C1 C15 115.52(9) . . ?
C16 C1 C2 122.47(10) . . ?
C16 C1 C15 121.89(10) . . ?
C16 C18 H18 118.7 . . ?
C17 C18 C16 122.51(11) . . ?
C17 C18 H18 118.7 . . ?
C34 C36 H36 118.6 . . ?
C35 C36 C34 122.71(11) . . ?
C35 C36 H36 118.6 . . ?
C28 C33 C19 120.57(11) . . ?
C32 C33 C19 120.30(11) . . ?
C32 C33 C28 119.13(11) . . ?
C34 C35 H35 118.8 2_666 . ?
C36 C35 C34 122.39(11) . 2_666 ?
C36 C35 H35 118.8 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.46(12) . . ?
C4 C3 H3 119.3 . . ?
C25 C20 C19 120.60(11) . . ?
C21 C20 C19 119.79(11) . . ?
C21 C20 C25 119.56(12) . . ?
C33 C28 C27 122.91(11) . . ?
C29 C28 C33 118.49(12) . . ?
C29 C28 C27 118.60(12) . . ?
C16 C17 H17 118.5 2_665 . ?
C18 C17 C16 122.96(11) . 2_665 ?
C18 C17 H17 118.5 . . ?
C2 C7 C8 123.45(12) . . ?
C6 C7 C2 118.15(12) . . ?
C6 C7 C8 118.39(12) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 C15 121.02(12) . . ?
C13 C14 H14 119.5 . . ?
C20 C25 C26 122.80(11) . . ?
C20 C25 C24 118.10(12) . . ?
C24 C25 C26 119.09(12) . . ?
C15 C10 C9 123.47(11) . . ?
C11 C10 C15 118.56(12) . . ?
C11 C10 C9 117.93(12) . . ?
C33 C32 H32 119.4 . . ?
C31 C32 C33 121.22(13) . . ?
C31 C32 H32 119.4 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 C14 119.99(13) . . ?
C12 C13 H13 120.0 . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.14(13) . . ?
C22 C21 H21 119.4 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.59(13) . . ?
C5 C4 H4 120.2 . . ?
C25 C26 H26 116.0 . . ?
C27 C26 C25 128.10(12) . . ?
C27 C26 H26 116.0 . . ?
C28 C27 H27 116.1 . . ?
C26 C27 C28 127.87(12) . . ?
C26 C27 H27 116.1 . . ?
C25 C24 H24 119.3 . . ?
C23 C24 C25 121.46(13) . . ?
C23 C24 H24 119.3 . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.43(13) . . ?
C12 C11 H11 119.3 . . ?
C28 C29 H29 119.3 . . ?
C30 C29 C28 121.31(13) . . ?
C30 C29 H29 119.3 . . ?
C10 C9 H9 116.2 . . ?
C8 C9 C10 127.64(12) . . ?
C8 C9 H9 116.2 . . ?
C7 C8 H8 115.9 . . ?
C9 C8 C7 128.26(12) . . ?
C9 C8 H8 115.9 . . ?
C7 C6 H6 119.0 . . ?
C5 C6 C7 121.96(13) . . ?
C5 C6 H6 119.0 . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.73(12) . . ?
C11 C12 H12 120.1 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.68(12) . . ?
C6 C5 H5 120.2 . . ?
C21 C22 H22 120.2 . . ?
C23 C22 C21 119.52(14) . . ?
C23 C22 H22 120.2 . . ?
C32 C31 H31 119.9 . . ?
C30 C31 C32 120.12(14) . . ?
C30 C31 H31 119.9 . . ?
C24 C23 C22 120.14(13) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C29 C30 H30 120.2 . . ?
C31 C30 C29 119.67(13) . . ?
C31 C30 H30 120.2 . . ?

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
C2 C3 C4 C5 -0.87(18) . . . . ?
C2 C7 C8 C9 31.5(2) . . . . ?
C2 C7 C6 C5 -2.39(19) . . . . ?
C19 C34 C36 C35 177.24(12) . . . . ?
C19 C33 C28 C27 -1.99(18) . . . . ?
C19 C33 C28 C29 177.32(11) . . . . ?
C19 C33 C32 C31 -178.77(12) . . . . ?
C19 C20 C25 C26 4.86(18) . . . . ?
C19 C20 C25 C24 -174.08(10) . . . . ?
C19 C20 C21 C22 175.57(12) . . . . ?
C15 C14 C13 C12 1.30(19) . . . . ?
C15 C10 C11 C12 3.78(19) . . . . ?
C15 C10 C9 C8 -31.1(2) . . . . ?
C16 C18 C17 C16 2.0(2) . . . 2_665 ?
C34 C19 C33 C28 -119.07(13) . . . . ?
C34 C19 C33 C32 60.68(16) . . . . ?
C34 C19 C20 C25 117.12(13) . . . . ?
C34 C19 C20 C21 -60.30(16) . . . . ?
C34 C36 C35 C34 -0.32(19) . . . 2_666 ?
C1 C2 C3 C4 179.05(11) . . . . ?
C1 C2 C7 C8 1.24(17) . . . . ?
C1 C2 C7 C6 -177.48(10) . . . . ?
C1 C15 C14 C13 -178.22(11) . . . . ?
C1 C15 C10 C11 175.78(11) . . . . ?
C1 C15 C10 C9 -6.65(18) . . . . ?
C1 C16 C18 C17 178.57(12) . . . . ?
C18 C16 C1 C2 -2.93(18) . . . . ?
C18 C16 C1 C15 -178.69(11) . . . . ?
C33 C19 C34 C36 0.34(17) . . . . ?
C33 C19 C34 C35 177.06(11) . . . 2_666 ?
C33 C19 C20 C25 -64.21(15) . . . . ?
C33 C19 C20 C21 118.37(12) . . . . ?
C33 C28 C27 C26 -33.0(2) . . . . ?
C33 C28 C29 C30 2.51(19) . . . . ?
C33 C32 C31 C30 0.5(2) . . . . ?
C35 C34 C36 C35 0.30(18) 2_666 . . . ?
C3 C2 C1 C15 120.01(12) . . . . ?
C3 C2 C1 C16 -56.00(16) . . . . ?
C3 C2 C7 C8 -178.68(11) . . . . ?
C3 C2 C7 C6 2.60(17) . . . . ?
C3 C4 C5 C6 1.1(2) . . . . ?
C20 C19 C34 C36 178.91(11) . . . . ?
C20 C19 C34 C35 -4.37(17) . . . 2_666 ?
C20 C19 C33 C28 62.27(15) . . . . ?
C20 C19 C33 C32 -117.98(12) . . . . ?
C20 C25 C26 C27 32.2(2) . . . . ?
C20 C25 C24 C23 -2.57(18) . . . . ?
C20 C21 C22 C23 -0.5(2) . . . . ?
C28 C33 C32 C31 0.99(19) . . . . ?
C28 C29 C30 C31 -1.1(2) . . . . ?
C17 C16 C1 C2 177.55(11) 2_665 . . . ?
C17 C16 C1 C15 1.78(18) 2_665 . . . ?
C17 C16 C18 C17 -1.9(2) 2_665 . . . ?
C7 C2 C1 C15 -59.91(15) . . . . ?
C7 C2 C1 C16 124.08(13) . . . . ?
C7 C2 C3 C4 -1.03(17) . . . . ?
C7 C6 C5 C4 0.5(2) . . . . ?
C14 C15 C1 C2 -115.93(12) . . . . ?
C14 C15 C1 C16 60.11(16) . . . . ?
C14 C15 C10 C11 -4.61(17) . . . . ?
C14 C15 C10 C9 172.96(11) . . . . ?
C14 C13 C12 C11 -2.2(2) . . . . ?
C25 C20 C21 C22 -1.88(19) . . . . ?
C25 C26 C27 C28 -0.5(2) . . . . ?
C25 C24 C23 C22 0.2(2) . . . . ?
C10 C15 C1 C2 63.67(14) . . . . ?
C10 C15 C1 C16 -120.29(13) . . . . ?
C10 C15 C14 C13 2.16(17) . . . . ?
C10 C11 C12 C13 -0.4(2) . . . . ?
C10 C9 C8 C7 1.9(2) . . . . ?
C32 C33 C28 C27 178.26(12) . . . . ?
C32 C33 C28 C29 -2.43(17) . . . . ?
C32 C31 C30 C29 -0.5(2) . . . . ?
C21 C20 C25 C26 -177.72(11) . . . . ?
C21 C20 C25 C24 3.35(17) . . . . ?
C21 C22 C23 C24 1.3(2) . . . . ?
C26 C25 C24 C23 178.45(12) . . . . ?
C27 C28 C29 C30 -178.15(12) . . . . ?
C24 C25 C26 C27 -148.90(13) . . . . ?
C11 C10 C9 C8 146.45(14) . . . . ?
C29 C28 C27 C26 147.71(14) . . . . ?
C9 C10 C11 C12 -173.92(12) . . . . ?
C8 C7 C6 C5 178.82(12) . . . . ?
C6 C7 C8 C9 -149.74(14) . . . . ?

_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 1.484
_oxdiff_exptl_absorpt_empirical_full_min 0.652
