# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_na
_database_code_depnum_ccdc_archive 'CCDC 2169195'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Pan'
;Lanzhou University
China
;
_audit_update_record             
;
2023-03-01 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;
_audit_creation_date             2023-02-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H30 B Br'
_chemical_formula_sum            'C32 H30 B Br'
_chemical_formula_weight         505.28
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
B B 0.0090 0.0039 '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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.19620(10)
_cell_length_b                   14.59640(10)
_cell_length_c                   15.1337(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2694.11(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8369
_cell_measurement_temperature    276.85(13)
_cell_measurement_theta_max      75.5580
_cell_measurement_theta_min      2.8930
_shelx_estimated_absorpt_T_max   0.811
_shelx_estimated_absorpt_T_min   0.669
_exptl_absorpt_coefficient_mu    2.188
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41438
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9665
_diffrn_reflns_point_group_measured_fraction_full 0.927
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.000
_diffrn_reflns_theta_min         4.208
_diffrn_ambient_temperature      276.85(13)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.620
_reflns_Friedel_fraction_full    0.832
_reflns_Friedel_fraction_max     0.787
_reflns_number_gt                4464
_reflns_number_total             4738
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1650 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.016(8)
_refine_ls_extinction_coef       0.0092(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         4738
_refine_ls_number_restraints     87
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0326
_refine_ls_restrained_S_all      1.072
_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)+(0.0605P)²+0.1610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.0932
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C25-C26B \\sim C25-C26A
 with sigma of 0.02
 C27B-C28 \\sim C27A-C28
 with sigma of 0.02
3. Rigid bond restraints
 C26B, C27B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
4. Rigid body (RIGU) restrains
 B1, C29, C30, C25, C26B, C28, C27B, C32B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 B1, C25, C28, C29, C30, C26A, C27A, C32A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(C26B)=Sof(H26B)=Sof(C27B)=Sof(H28A)=Sof(C32B)=Sof(H32A)=Sof(H32B)=
 Sof(H32C)=1-FVAR(1)
 Sof(H28)=Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(C32A)=Sof(H32D)=Sof(H32E)=
 Sof(H32F)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C26B(H26B), C28(H28A), C28(H28), C19(H19), C17(H17), C11(H11), C1(H1),
 C12(H12), C5(H5), C13(H13), C2(H2), C4(H4), C3(H3), C26A(H26A)
6.b Fitted hexagon refined as free rotating group:
 C25(C26B,C27B,C28,C29,C30)
6.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C33(H33A,H33B,H33C), C31(H31A,H31B,H31C), C23(H23A,H23B,
 H23C), C21(H21A,H21B,H21C), C32B(H32A,H32B,H32C), C32A(H32D,H32E,H32F)
;
_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
Br1 Br -0.97821(4) -0.20068(3) -0.82857(3) 0.07874(18) Uani 1 1 d . . . . .
C9 C -0.8632(2) -0.32656(19) -0.71650(19) 0.0479(6) Uani 1 1 d . . . . .
C6 C -0.7709(2) -0.0930(2) -0.5914(2) 0.0528(7) Uani 1 1 d . . . . .
C10 C -0.8277(2) -0.41550(19) -0.6920(2) 0.0494(6) Uani 1 1 d . . . . .
C25 C -0.6629(2) -0.58922(16) -0.56029(15) 0.0614(7) Uani 1 1 d D U . . .
C26B C -0.5811(3) -0.6555(2) -0.5635(2) 0.074(2) Uani 0.75(3) 1 d DG U P A 2
H26B H -0.5804 -0.7028 -0.5223 0.089 Uiso 0.75(3) 1 calc R . P A 2
C27B C -0.5004(3) -0.6510(2) -0.6281(3) 0.078(3) Uani 0.75(3) 1 d DG U P A 2
C28 C -0.5014(2) -0.5803(2) -0.68967(19) 0.0757(9) Uani 1 1 d DG U . A .
H28A H -0.4474 -0.5773 -0.7330 0.091 Uiso 0.75(3) 1 calc R . P A 2
H28 H -0.4518 -0.5785 -0.7363 0.091 Uiso 0.25(3) 1 calc R . P A 1
C29 C -0.58320(17) -0.51406(14) -0.68650(14) 0.0606(7) Uani 1 1 d G U . A .
C30 C -0.66393(16) -0.51852(13) -0.62181(14) 0.0523(6) Uani 1 1 d G U . A .
C15 C -0.7588(2) -0.3832(2) -0.52093(19) 0.0484(6) Uani 1 1 d . . . . .
C19 C -0.6729(3) -0.3013(2) -0.4000(2) 0.0585(7) Uani 1 1 d . . . . .
H19 H -0.6101 -0.2764 -0.3748 0.070 Uiso 1 1 calc R . . . .
C16 C -0.8590(3) -0.3741(2) -0.4763(2) 0.0565(7) Uani 1 1 d . . . . .
C20 C -0.6646(2) -0.3455(2) -0.4812(2) 0.0520(6) Uani 1 1 d . . . . .
C14 C -0.9355(3) -0.3184(2) -0.7878(2) 0.0538(7) Uani 1 1 d . . . . .
C8 C -0.8265(2) -0.24565(19) -0.6720(2) 0.0528(6) Uani 1 1 d . . . . .
C17 C -0.8626(3) -0.3305(3) -0.3942(2) 0.0641(8) Uani 1 1 d . . . . .
H17 H -0.9293 -0.3267 -0.3646 0.077 Uiso 1 1 calc R . . . .
C11 C -0.8684(3) -0.4903(2) -0.7401(2) 0.0608(8) Uani 1 1 d . . . . .
H11 H -0.8432 -0.5488 -0.7264 0.073 Uiso 1 1 calc R . . . .
C18 C -0.7715(3) -0.2931(2) -0.3556(2) 0.0632(8) Uani 1 1 d . . . . .
C1 C -0.7444(4) -0.0138(2) -0.6382(3) 0.0757(10) Uani 1 1 d . . . . .
H1 H -0.7457 -0.0139 -0.6997 0.091 Uiso 1 1 calc R . . . .
C7 C -0.7994(3) -0.1760(2) -0.6364(2) 0.0577(7) Uani 1 1 d . . . . .
C12 C -0.9442(3) -0.4804(2) -0.8070(3) 0.0703(9) Uani 1 1 d . . . . .
H12 H -0.9726 -0.5317 -0.8353 0.084 Uiso 1 1 calc R . . . .
C22 C -0.9653(3) -0.4135(3) -0.5109(3) 0.0815(11) Uani 1 1 d . . . . .
H22A H -0.9891 -0.3788 -0.5613 0.122 Uiso 1 1 calc GR . . . .
H22B H -1.0202 -0.4106 -0.4655 0.122 Uiso 1 1 calc GR . . . .
H22C H -0.9541 -0.4762 -0.5279 0.122 Uiso 1 1 calc GR . . . .
C5 C -0.7686(3) -0.0903(3) -0.5003(2) 0.0658(8) Uani 1 1 d . . . . .
H5 H -0.7861 -0.1424 -0.4678 0.079 Uiso 1 1 calc R . . . .
B1 B -0.7506(3) -0.4364(2) -0.6112(2) 0.0471(6) Uani 1 1 d . U . . .
C33 C -0.5794(4) -0.4410(3) -0.7562(3) 0.0838(12) Uani 1 1 d . . . . .
H33A H -0.6365 -0.4516 -0.7987 0.126 Uiso 1 1 calc GR . . A .
H33B H -0.5095 -0.4426 -0.7853 0.126 Uiso 1 1 calc GR . . . .
H33C H -0.5897 -0.3821 -0.7293 0.126 Uiso 1 1 calc GR . . . .
C13 C -0.9776(3) -0.3939(2) -0.8316(2) 0.0641(7) Uani 1 1 d . . . . .
H13 H -1.0279 -0.3862 -0.8772 0.077 Uiso 1 1 calc R . . . .
C2 C -0.7163(4) 0.0650(3) -0.5927(4) 0.0893(13) Uani 1 1 d . . . . .
H2 H -0.6973 0.1174 -0.6242 0.107 Uiso 1 1 calc R . . . .
C31 C -0.7494(4) -0.6009(3) -0.4908(3) 0.0888(13) Uani 1 1 d . . . . .
H31A H -0.7468 -0.5501 -0.4506 0.133 Uiso 1 1 calc GR . . . .
H31B H -0.7366 -0.6568 -0.4590 0.133 Uiso 1 1 calc GR . . . .
H31C H -0.8203 -0.6033 -0.5184 0.133 Uiso 1 1 calc GR . . . .
C23 C -0.7773(4) -0.2420(4) -0.2692(2) 0.0906(13) Uani 1 1 d . . . . .
H23A H -0.7051 -0.2226 -0.2524 0.136 Uiso 1 1 calc GR . . . .
H23B H -0.8068 -0.2815 -0.2244 0.136 Uiso 1 1 calc GR . . . .
H23C H -0.8238 -0.1894 -0.2758 0.136 Uiso 1 1 calc GR . . . .
C4 C -0.7403(4) -0.0099(3) -0.4569(3) 0.0836(11) Uani 1 1 d . . . . .
H4 H -0.7379 -0.0087 -0.3955 0.100 Uiso 1 1 calc R . . . .
C3 C -0.7159(4) 0.0674(3) -0.5037(4) 0.0875(13) Uani 1 1 d . . . . .
H3 H -0.6991 0.1216 -0.4742 0.105 Uiso 1 1 calc R . . . .
C21 C -0.5533(3) -0.3487(3) -0.5242(3) 0.0762(10) Uani 1 1 d . . . . .
H21A H -0.5276 -0.4109 -0.5257 0.114 Uiso 1 1 calc GR . . . .
H21B H -0.5029 -0.3118 -0.4910 0.114 Uiso 1 1 calc GR . . . .
H21C H -0.5585 -0.3256 -0.5834 0.114 Uiso 1 1 calc GR . . . .
C32B C -0.4000(11) -0.7170(9) -0.6377(12) 0.107(3) Uani 0.75(3) 1 d . U P A 2
H32A H -0.3443 -0.6999 -0.5961 0.161 Uiso 0.75(3) 1 calc GR . P A 2
H32B H -0.3712 -0.7128 -0.6966 0.161 Uiso 0.75(3) 1 calc GR . P A 2
H32C H -0.4231 -0.7788 -0.6264 0.161 Uiso 0.75(3) 1 calc GR . P A 2
C26A C -0.5719(19) -0.6569(13) -0.577(2) 0.080(6) Uani 0.25(3) 1 d D U P A 1
H26A H -0.5768 -0.7118 -0.5456 0.096 Uiso 0.25(3) 1 calc R . P A 1
C27A C -0.490(3) -0.6490(13) -0.6269(13) 0.077(6) Uani 0.25(3) 1 d D U P A 1
C32A C -0.428(3) -0.735(2) -0.608(3) 0.089(6) Uani 0.25(3) 1 d . U P A 1
H32D H -0.4765 -0.7866 -0.6122 0.134 Uiso 0.25(3) 1 calc GR . P A 1
H32E H -0.3979 -0.7321 -0.5493 0.134 Uiso 0.25(3) 1 calc GR . P A 1
H32F H -0.3694 -0.7417 -0.6498 0.134 Uiso 0.25(3) 1 calc GR . P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C14 1.899(3) . ?
C9 C10 1.418(4) . ?
C9 C14 1.399(4) . ?
C9 C8 1.431(4) . ?
C6 C1 1.394(5) . ?
C6 C7 1.433(4) . ?
C6 C5 1.381(5) . ?
C10 C11 1.403(4) . ?
C10 B1 1.572(4) . ?
C25 C26B 1.3900 . ?
C25 C30 1.3900 . ?
C25 C31 1.500(5) . ?
C25 C26A 1.506(19) . ?
C26B H26B 0.9300 . ?
C26B C27B 1.3900 . ?
C27B C28 1.3900 . ?
C27B C32B 1.564(8) . ?
C28 H28A 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C28 C27A 1.389(16) . ?
C29 C30 1.3900 . ?
C29 C33 1.501(4) . ?
C30 B1 1.607(4) . ?
C15 C16 1.402(4) . ?
C15 C20 1.409(4) . ?
C15 B1 1.575(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.392(4) . ?
C19 C18 1.382(5) . ?
C16 C17 1.398(5) . ?
C16 C22 1.512(5) . ?
C20 C21 1.506(5) . ?
C14 C13 1.384(5) . ?
C8 C7 1.196(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.368(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.379(5) . ?
C18 C23 1.507(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.384(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.378(5) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C5 H5 0.9300 . ?
C5 C4 1.389(6) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C13 H13 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.349(7) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C4 H4 0.9300 . ?
C4 C3 1.364(7) . ?
C3 H3 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C32B H32A 0.9600 . ?
C32B H32B 0.9600 . ?
C32B H32C 0.9600 . ?
C26A H26A 0.9300 . ?
C26A C27A 1.26(3) . ?
C27A C32A 1.49(3) . ?
C32A H32D 0.9600 . ?
C32A H32E 0.9600 . ?
C32A H32F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C9 C8 122.5(3) . . ?
C14 C9 C10 118.2(3) . . ?
C14 C9 C8 119.3(3) . . ?
C1 C6 C7 121.1(3) . . ?
C5 C6 C1 118.6(3) . . ?
C5 C6 C7 120.3(3) . . ?
C9 C10 B1 124.3(3) . . ?
C11 C10 C9 118.0(3) . . ?
C11 C10 B1 117.6(3) . . ?
C26B C25 C30 120.0 . . ?
C26B C25 C31 116.8(2) . . ?
C30 C25 C31 123.2(2) . . ?
C30 C25 C26A 112.6(12) . . ?
C31 C25 C26A 124.0(12) . . ?
C25 C26B H26B 120.0 . . ?
C27B C26B C25 120.0 . . ?
C27B C26B H26B 120.0 . . ?
C26B C27B C32B 126.2(9) . . ?
C28 C27B C26B 120.0 . . ?
C28 C27B C32B 113.7(9) . . ?
C27B C28 H28A 120.0 . . ?
C27B C28 C29 120.0 . . ?
C29 C28 H28A 120.0 . . ?
C29 C28 H28 118.3 . . ?
C27A C28 H28 118.3 . . ?
C27A C28 C29 123.4(10) . . ?
C28 C29 C33 116.6(2) . . ?
C30 C29 C28 120.0 . . ?
C30 C29 C33 123.4(2) . . ?
C25 C30 B1 119.55(17) . . ?
C29 C30 C25 120.0 . . ?
C29 C30 B1 120.11(16) . . ?
C16 C15 C20 117.9(3) . . ?
C16 C15 B1 121.3(3) . . ?
C20 C15 B1 120.7(3) . . ?
C20 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C18 C19 C20 122.2(3) . . ?
C15 C16 C22 123.0(3) . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 C22 117.0(3) . . ?
C15 C20 C21 122.6(3) . . ?
C19 C20 C15 119.9(3) . . ?
C19 C20 C21 117.5(3) . . ?
C9 C14 Br1 120.0(2) . . ?
C13 C14 Br1 117.6(2) . . ?
C13 C14 C9 122.4(3) . . ?
C7 C8 C9 177.2(3) . . ?
C16 C17 H17 118.8 . . ?
C18 C17 C16 122.4(3) . . ?
C18 C17 H17 118.8 . . ?
C10 C11 H11 118.8 . . ?
C12 C11 C10 122.4(3) . . ?
C12 C11 H11 118.8 . . ?
C19 C18 C23 120.3(4) . . ?
C17 C18 C19 117.7(3) . . ?
C17 C18 C23 121.9(3) . . ?
C6 C1 H1 120.2 . . ?
C2 C1 C6 119.6(4) . . ?
C2 C1 H1 120.2 . . ?
C8 C7 C6 177.6(4) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 H12 120.2 . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C6 C5 H5 120.0 . . ?
C6 C5 C4 120.1(4) . . ?
C4 C5 H5 120.0 . . ?
C10 B1 C30 117.4(2) . . ?
C10 B1 C15 122.8(3) . . ?
C15 B1 C30 119.7(2) . . ?
C29 C33 H33A 109.5 . . ?
C29 C33 H33B 109.5 . . ?
C29 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C14 C13 H13 120.3 . . ?
C12 C13 C14 119.3(3) . . ?
C12 C13 H13 120.3 . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.3(4) . . ?
C3 C2 H2 119.3 . . ?
C25 C31 H31A 109.5 . . ?
C25 C31 H31B 109.5 . . ?
C25 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C5 C4 H4 119.7 . . ?
C3 C4 C5 120.6(4) . . ?
C3 C4 H4 119.7 . . ?
C2 C3 C4 119.7(4) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27B C32B H32A 109.5 . . ?
C27B C32B H32B 109.5 . . ?
C27B C32B H32C 109.5 . . ?
H32A C32B H32B 109.5 . . ?
H32A C32B H32C 109.5 . . ?
H32B C32B H32C 109.5 . . ?
C25 C26A H26A 115.7 . . ?
C27A C26A C25 128.5(19) . . ?
C27A C26A H26A 115.7 . . ?
C28 C27A C32A 142(3) . . ?
C26A C27A C28 113.5(19) . . ?
C26A C27A C32A 102(2) . . ?
C27A C32A H32D 109.5 . . ?
C27A C32A H32E 109.5 . . ?
C27A C32A H32F 109.5 . . ?
H32D C32A H32E 109.5 . . ?
H32D C32A H32F 109.5 . . ?
H32E C32A H32F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C14 C13 C12 176.7(3) . . . . ?
C9 C10 C11 C12 -2.9(5) . . . . ?
C9 C10 B1 C30 -144.6(3) . . . . ?
C9 C10 B1 C15 37.9(4) . . . . ?
C9 C14 C13 C12 -2.7(5) . . . . ?
C6 C1 C2 C3 -1.3(8) . . . . ?
C6 C5 C4 C3 0.9(6) . . . . ?
C10 C9 C14 Br1 -175.9(2) . . . . ?
C10 C9 C14 C13 3.5(5) . . . . ?
C10 C11 C12 C13 3.7(6) . . . . ?
C25 C26B C27B C28 0.0 . . . . ?
C25 C26B C27B C32B 176.8(8) . . . . ?
C25 C30 B1 C10 -125.0(3) . . . . ?
C25 C30 B1 C15 52.5(3) . . . . ?
C25 C26A C27A C28 -18(4) . . . . ?
C25 C26A C27A C32A 176(3) . . . . ?
C26B C25 C30 C29 0.0 . . . . ?
C26B C25 C30 B1 -173.3(3) . . . . ?
C26B C27B C28 C29 0.0 . . . . ?
C27B C28 C29 C30 0.0 . . . . ?
C27B C28 C29 C33 -179.0(3) . . . . ?
C28 C29 C30 C25 0.0 . . . . ?
C28 C29 C30 B1 173.3(3) . . . . ?
C29 C28 C27A C26A 13(3) . . . . ?
C29 C28 C27A C32A 171(4) . . . . ?
C29 C30 B1 C10 61.7(3) . . . . ?
C29 C30 B1 C15 -120.8(2) . . . . ?
C30 C25 C26B C27B 0.0 . . . . ?
C30 C25 C26A C27A 13(3) . . . . ?
C15 C16 C17 C18 2.0(5) . . . . ?
C16 C15 C20 C19 0.2(4) . . . . ?
C16 C15 C20 C21 -178.2(3) . . . . ?
C16 C15 B1 C10 51.6(4) . . . . ?
C16 C15 B1 C30 -125.8(3) . . . . ?
C16 C17 C18 C19 -1.3(5) . . . . ?
C16 C17 C18 C23 176.8(3) . . . . ?
C20 C15 C16 C17 -1.3(4) . . . . ?
C20 C15 C16 C22 -178.4(3) . . . . ?
C20 C15 B1 C10 -130.3(3) . . . . ?
C20 C15 B1 C30 52.2(4) . . . . ?
C20 C19 C18 C17 0.1(5) . . . . ?
C20 C19 C18 C23 -178.1(3) . . . . ?
C14 C9 C10 C11 -0.7(4) . . . . ?
C14 C9 C10 B1 -177.4(3) . . . . ?
C8 C9 C10 C11 -179.8(3) . . . . ?
C8 C9 C10 B1 3.5(5) . . . . ?
C8 C9 C14 Br1 3.3(4) . . . . ?
C8 C9 C14 C13 -177.4(3) . . . . ?
C11 C10 B1 C30 38.7(4) . . . . ?
C11 C10 B1 C15 -138.8(3) . . . . ?
C11 C12 C13 C14 -0.9(6) . . . . ?
C18 C19 C20 C15 0.4(5) . . . . ?
C18 C19 C20 C21 178.9(3) . . . . ?
C1 C6 C5 C4 -0.1(5) . . . . ?
C1 C2 C3 C4 2.1(8) . . . . ?
C7 C6 C1 C2 -179.4(4) . . . . ?
C7 C6 C5 C4 179.6(4) . . . . ?
C22 C16 C17 C18 179.2(4) . . . . ?
C5 C6 C1 C2 0.2(6) . . . . ?
C5 C4 C3 C2 -1.9(8) . . . . ?
B1 C10 C11 C12 174.1(3) . . . . ?
B1 C15 C16 C17 176.8(3) . . . . ?
B1 C15 C16 C22 -0.3(5) . . . . ?
B1 C15 C20 C19 -178.0(3) . . . . ?
B1 C15 C20 C21 3.7(5) . . . . ?
C33 C29 C30 C25 179.0(3) . . . . ?
C33 C29 C30 B1 -7.8(3) . . . . ?
C31 C25 C26B C27B 177.7(3) . . . . ?
C31 C25 C30 C29 -177.5(3) . . . . ?
C31 C25 C30 B1 9.2(4) . . . . ?
C31 C25 C26A C27A -172(2) . . . . ?
C32B C27B C28 C29 -177.1(7) . . . . ?
C26A C25 C30 C29 -2.9(12) . . . . ?
C26A C25 C30 B1 -176.2(11) . . . . ?
C27A C28 C29 C30 -5.0(17) . . . . ?
C27A C28 C29 C33 176.0(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_xieyb_0331_1_395nmuv
_database_code_depnum_ccdc_archive 'CCDC 2169198'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Pan'
;Lanzhou University
China
;
_audit_update_record             
;
2023-03-01 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;
_audit_creation_date             2023-02-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H30 B Br'
_chemical_formula_sum            'C32 H30 B Br'
_chemical_formula_weight         505.28
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
B B 0.0090 0.0039 '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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.19480(12)
_cell_length_b                   14.59820(14)
_cell_length_c                   15.13607(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2694.55(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8280
_cell_measurement_temperature    275.58(10)
_cell_measurement_theta_max      75.4850
_cell_measurement_theta_min      2.9380
_shelx_estimated_absorpt_T_max   0.749
_shelx_estimated_absorpt_T_min   0.611
_exptl_absorpt_coefficient_mu    2.188
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9722
_diffrn_reflns_point_group_measured_fraction_full 0.923
_diffrn_reflns_point_group_measured_fraction_max 0.855
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.752
_diffrn_reflns_theta_min         4.207
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      275.58(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -3.00  71.00   0.50    0.05    --   43.05 -76.00  13.00  148
  2  ω     44.00  90.00   0.50    0.05    --  109.26 -76.00  13.00   92
  3  ω     78.00 103.00   0.50    0.05    --  109.26 -77.00  30.00   50
  4  ω     39.00  68.00   0.50    0.05    --  109.26 -61.00 -30.00   58
  5  ω     35.00  63.00   0.50    0.05    --  109.26 -61.00  60.00   56
  6  ω     57.00 100.00   0.50    0.05    --  109.26 -77.00 150.00   86
  7  ω    -28.00  32.00   0.50    0.05    --  -43.05  19.00 -90.00  120
  8  ω     30.00  95.00   0.50    0.05    --   43.05  57.00-150.00  130
  9  ω    -54.00 -29.00   0.50    0.05    -- -100.00  45.00-150.00   50
 10  ω    -54.00 -29.00   0.50    0.05    -- -100.00  45.00 -90.00   50
 11  ω    -53.00 -25.00   0.50    0.05    -- -100.00  45.00-120.00   56
 12  ω   -102.00 -34.00   0.50    0.05    -- -100.00 118.00-144.00  136
 13  ω    -51.00 -24.00   0.50    0.05    -- -100.00  45.00  90.00   54
 14  ω   -160.00 -93.00   0.50    0.05    -- -100.00 -45.00-161.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0044207000
_diffrn_orient_matrix_UB_12      -0.1036602000
_diffrn_orient_matrix_UB_13      0.0188727000
_diffrn_orient_matrix_UB_21      -0.0714997000
_diffrn_orient_matrix_UB_22      0.0140566000
_diffrn_orient_matrix_UB_23      0.0827888000
_diffrn_orient_matrix_UB_31      -0.1040349000
_diffrn_orient_matrix_UB_32      -0.0140854000
_diffrn_orient_matrix_UB_33      -0.0561029000
_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              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.606
_reflns_Friedel_fraction_full    0.825
_reflns_Friedel_fraction_max     0.737
_reflns_number_gt                4531
_reflns_number_total             4793
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 1669 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.026(8)
_refine_ls_extinction_coef       0.0089(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         4793
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0304
_refine_ls_restrained_S_all      1.056
_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)+(0.0555P)²+0.0942P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0861
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C17(H17), C19(H19), C26(H26), C28(H28)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C30(H30A,H30B,
 H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C)
;
_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
B1 B 0.2496(2) 0.56352(19) 0.3887(2) 0.0473(6) Uani 1 1 d . . . . .
Br1 Br 0.02179(4) 0.79936(2) 0.17143(2) 0.07879(17) Uani 1 1 d . . . . .
C1 C 0.0646(2) 0.68155(19) 0.21229(18) 0.0539(6) Uani 1 1 d . . . . .
C2 C 0.0225(3) 0.6064(2) 0.1684(2) 0.0643(7) Uani 1 1 d . . . . .
H2 H -0.0278 0.6141 0.1228 0.077 Uiso 1 1 calc R U . . .
C3 C 0.0557(3) 0.5197(2) 0.1931(2) 0.0705(8) Uani 1 1 d . . . . .
H3 H 0.0271 0.4685 0.1648 0.085 Uiso 1 1 calc R U . . .
C4 C 0.1317(3) 0.5097(2) 0.2599(2) 0.0605(7) Uani 1 1 d . . . . .
H4 H 0.1569 0.4513 0.2734 0.073 Uiso 1 1 calc R U . . .
C5 C 0.1722(2) 0.58434(17) 0.30821(18) 0.0491(6) Uani 1 1 d . . . . .
C6 C 0.1370(2) 0.67364(17) 0.28339(17) 0.0476(5) Uani 1 1 d . . . . .
C7 C 0.1737(2) 0.75420(18) 0.3281(2) 0.0527(6) Uani 1 1 d . . . . .
C8 C 0.2005(2) 0.82395(18) 0.3635(2) 0.0569(6) Uani 1 1 d . . . . .
C9 C 0.2292(2) 0.90698(18) 0.40839(19) 0.0529(6) Uani 1 1 d . . . . .
C10 C 0.2312(3) 0.9100(2) 0.4998(2) 0.0661(7) Uani 1 1 d . . . . .
H10 H 0.2137 0.8580 0.5323 0.079 Uiso 1 1 calc R U . . .
C11 C 0.2594(4) 0.9903(3) 0.5430(3) 0.0843(10) Uani 1 1 d . . . . .
H11 H 0.2610 0.9918 0.6044 0.101 Uiso 1 1 calc R U . . .
C12 C 0.2847(4) 1.0667(3) 0.4964(3) 0.0872(11) Uani 1 1 d . . . . .
H12 H 0.3026 1.1205 0.5259 0.105 Uiso 1 1 calc R U . . .
C13 C 0.2838(4) 1.0650(2) 0.4072(3) 0.0894(12) Uani 1 1 d . . . . .
H13 H 0.3024 1.1174 0.3757 0.107 Uiso 1 1 calc R U . . .
C14 C 0.2556(4) 0.9861(2) 0.3621(2) 0.0764(9) Uani 1 1 d . . . . .
H14 H 0.2543 0.9860 0.3007 0.092 Uiso 1 1 calc R U . . .
C15 C 0.2410(2) 0.61672(18) 0.47910(17) 0.0480(5) Uani 1 1 d . . . . .
C16 C 0.1409(2) 0.6256(2) 0.52365(19) 0.0569(6) Uani 1 1 d . . . . .
C17 C 0.1372(3) 0.6695(2) 0.60588(19) 0.0640(7) Uani 1 1 d . . . . .
H17 H 0.0705 0.6733 0.6355 0.077 Uiso 1 1 calc R U . . .
C18 C 0.2289(3) 0.7072(2) 0.64431(18) 0.0625(7) Uani 1 1 d . . . . .
C19 C 0.3271(2) 0.6989(2) 0.60034(18) 0.0588(6) Uani 1 1 d . . . . .
H19 H 0.3900 0.7237 0.6256 0.071 Uiso 1 1 calc R U . . .
C20 C 0.3353(2) 0.65441(19) 0.51868(18) 0.0526(6) Uani 1 1 d . . . . .
C21 C 0.0345(3) 0.5868(3) 0.4894(3) 0.0798(9) Uani 1 1 d . . . . .
H21A H 0.0118 0.6206 0.4382 0.120 Uiso 1 1 calc R U . . .
H21B H -0.0207 0.5915 0.5344 0.120 Uiso 1 1 calc R U . . .
H21C H 0.0447 0.5236 0.4739 0.120 Uiso 1 1 calc R U . . .
C22 C 0.2222(4) 0.7578(3) 0.7310(2) 0.0895(11) Uani 1 1 d . . . . .
H22A H 0.2926 0.7836 0.7448 0.134 Uiso 1 1 calc R U . . .
H22B H 0.2010 0.7160 0.7769 0.134 Uiso 1 1 calc R U . . .
H22C H 0.1689 0.8059 0.7265 0.134 Uiso 1 1 calc R U . . .
C23 C 0.4466(3) 0.6512(3) 0.4760(3) 0.0775(10) Uani 1 1 d . . . . .
H23A H 0.4968 0.6883 0.5092 0.116 Uiso 1 1 calc R U . . .
H23B H 0.4416 0.6740 0.4167 0.116 Uiso 1 1 calc R U . . .
H23C H 0.4725 0.5891 0.4749 0.116 Uiso 1 1 calc R U . . .
C24 C 0.3356(2) 0.48302(18) 0.37884(18) 0.0520(6) Uani 1 1 d . . . . .
C25 C 0.4164(2) 0.4853(2) 0.3126(2) 0.0607(7) Uani 1 1 d . . . . .
C26 C 0.4993(3) 0.4195(2) 0.3109(3) 0.0751(9) Uani 1 1 d . . . . .
H26 H 0.5533 0.4230 0.2676 0.090 Uiso 1 1 calc R U . . .
C27 C 0.5028(3) 0.3495(2) 0.3718(3) 0.0811(11) Uani 1 1 d . . . . .
C28 C 0.4212(4) 0.3445(2) 0.4333(3) 0.0815(12) Uani 1 1 d . . . . .
H28 H 0.4212 0.2957 0.4727 0.098 Uiso 1 1 calc R U . . .
C29 C 0.3377(3) 0.40962(19) 0.4394(2) 0.0616(7) Uani 1 1 d . . . . .
C30 C 0.4207(3) 0.5591(3) 0.2438(2) 0.0847(11) Uani 1 1 d . . . . .
H30A H 0.3697 0.5451 0.1974 0.127 Uiso 1 1 calc R U . . .
H30B H 0.4934 0.5627 0.2198 0.127 Uiso 1 1 calc R U . . .
H30C H 0.4016 0.6168 0.2701 0.127 Uiso 1 1 calc R U . . .
C31 C 0.5947(5) 0.2787(3) 0.3690(4) 0.134(2) Uani 1 1 d . . . . .
H31A H 0.6515 0.2960 0.4096 0.201 Uiso 1 1 calc R U . . .
H31B H 0.6243 0.2756 0.3103 0.201 Uiso 1 1 calc R U . . .
H31C H 0.5662 0.2198 0.3853 0.201 Uiso 1 1 calc R U . . .
C32 C 0.2503(4) 0.3990(3) 0.5093(3) 0.0892(12) Uani 1 1 d . . . . .
H32A H 0.2517 0.4511 0.5480 0.134 Uiso 1 1 calc R U . . .
H32B H 0.2640 0.3444 0.5429 0.134 Uiso 1 1 calc R U . . .
H32C H 0.1797 0.3947 0.4816 0.134 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
B1 C5 1.570(4) . ?
B1 C15 1.577(4) . ?
B1 C24 1.582(4) . ?
Br1 C1 1.901(3) . ?
C1 C2 1.381(4) . ?
C1 C6 1.397(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.402(4) . ?
C5 C6 1.423(3) . ?
C6 C7 1.429(4) . ?
C7 C8 1.196(4) . ?
C8 C9 1.433(4) . ?
C9 C10 1.384(4) . ?
C9 C14 1.389(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.386(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.355(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.350(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(4) . ?
C15 C20 1.409(4) . ?
C16 C17 1.401(4) . ?
C16 C21 1.507(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.376(5) . ?
C18 C19 1.375(4) . ?
C18 C22 1.508(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.400(4) . ?
C20 C23 1.504(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.406(4) . ?
C24 C29 1.410(4) . ?
C25 C26 1.394(4) . ?
C25 C30 1.500(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.378(6) . ?
C27 C28 1.364(6) . ?
C27 C31 1.525(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.396(5) . ?
C29 C32 1.510(5) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 B1 C15 122.6(2) . . ?
C5 B1 C24 118.0(2) . . ?
C15 B1 C24 119.4(2) . . ?
C2 C1 Br1 117.4(2) . . ?
C2 C1 C6 122.6(3) . . ?
C6 C1 Br1 119.9(2) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.5(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 118.8 . . ?
C3 C4 C5 122.5(3) . . ?
C5 C4 H4 118.8 . . ?
C4 C5 B1 117.8(2) . . ?
C4 C5 C6 117.9(2) . . ?
C6 C5 B1 124.3(2) . . ?
C1 C6 C5 118.0(2) . . ?
C1 C6 C7 119.6(2) . . ?
C5 C6 C7 122.3(2) . . ?
C8 C7 C6 176.8(3) . . ?
C7 C8 C9 177.8(3) . . ?
C10 C9 C8 120.3(3) . . ?
C10 C9 C14 118.2(3) . . ?
C14 C9 C8 121.4(3) . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(3) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.5(4) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(4) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.7(4) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 H14 119.9 . . ?
C13 C14 C9 120.1(3) . . ?
C13 C14 H14 119.9 . . ?
C16 C15 B1 121.4(2) . . ?
C16 C15 C20 118.1(3) . . ?
C20 C15 B1 120.5(2) . . ?
C15 C16 C21 123.4(3) . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 C21 116.7(3) . . ?
C16 C17 H17 118.9 . . ?
C18 C17 C16 122.2(3) . . ?
C18 C17 H17 118.9 . . ?
C17 C18 C22 121.3(3) . . ?
C19 C18 C17 117.9(3) . . ?
C19 C18 C22 120.7(3) . . ?
C18 C19 H19 119.0 . . ?
C18 C19 C20 122.0(3) . . ?
C20 C19 H19 119.0 . . ?
C15 C20 C23 122.8(3) . . ?
C19 C20 C15 119.9(3) . . ?
C19 C20 C23 117.3(3) . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 B1 121.0(2) . . ?
C25 C24 C29 117.9(3) . . ?
C29 C24 B1 121.0(3) . . ?
C24 C25 C30 122.4(3) . . ?
C26 C25 C24 120.4(3) . . ?
C26 C25 C30 117.2(3) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 C25 121.4(4) . . ?
C27 C26 H26 119.3 . . ?
C26 C27 C31 120.5(5) . . ?
C28 C27 C26 118.2(3) . . ?
C28 C27 C31 121.3(4) . . ?
C27 C28 H28 118.6 . . ?
C27 C28 C29 122.8(3) . . ?
C29 C28 H28 118.6 . . ?
C24 C29 C32 121.4(3) . . ?
C28 C29 C24 119.2(3) . . ?
C28 C29 C32 119.4(3) . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 H31A 109.5 . . ?
C27 C31 H31B 109.5 . . ?
C27 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B1 C5 C6 C1 -177.5(2) . . . . ?
B1 C5 C6 C7 2.9(4) . . . . ?
B1 C15 C16 C17 177.0(3) . . . . ?
B1 C15 C16 C21 -0.6(4) . . . . ?
B1 C15 C20 C19 -178.0(2) . . . . ?
B1 C15 C20 C23 3.5(4) . . . . ?
B1 C24 C25 C26 172.6(3) . . . . ?
B1 C24 C25 C30 -4.9(4) . . . . ?
B1 C24 C29 C28 -174.1(3) . . . . ?
B1 C24 C29 C32 7.2(4) . . . . ?
Br1 C1 C2 C3 176.8(3) . . . . ?
Br1 C1 C6 C5 -176.12(19) . . . . ?
Br1 C1 C6 C7 3.5(3) . . . . ?
C1 C2 C3 C4 -1.1(5) . . . . ?
C2 C1 C6 C5 3.0(4) . . . . ?
C2 C1 C6 C7 -177.3(3) . . . . ?
C2 C3 C4 C5 4.0(5) . . . . ?
C3 C4 C5 B1 174.2(3) . . . . ?
C3 C4 C5 C6 -3.3(4) . . . . ?
C4 C5 C6 C1 -0.2(4) . . . . ?
C4 C5 C6 C7 -179.8(3) . . . . ?
C5 B1 C15 C16 51.5(3) . . . . ?
C5 B1 C15 C20 -130.5(3) . . . . ?
C5 B1 C24 C25 60.1(3) . . . . ?
C5 B1 C24 C29 -123.7(3) . . . . ?
C6 C1 C2 C3 -2.4(5) . . . . ?
C8 C9 C10 C11 179.8(3) . . . . ?
C8 C9 C14 C13 -179.5(4) . . . . ?
C9 C10 C11 C12 0.3(6) . . . . ?
C10 C9 C14 C13 0.4(6) . . . . ?
C10 C11 C12 C13 -0.8(7) . . . . ?
C11 C12 C13 C14 1.1(7) . . . . ?
C12 C13 C14 C9 -0.9(7) . . . . ?
C14 C9 C10 C11 -0.1(5) . . . . ?
C15 B1 C5 C4 -138.8(3) . . . . ?
C15 B1 C5 C6 38.5(4) . . . . ?
C15 B1 C24 C25 -122.4(3) . . . . ?
C15 B1 C24 C29 53.7(3) . . . . ?
C15 C16 C17 C18 1.8(5) . . . . ?
C16 C15 C20 C19 0.1(4) . . . . ?
C16 C15 C20 C23 -178.4(3) . . . . ?
C16 C17 C18 C19 -1.4(5) . . . . ?
C16 C17 C18 C22 177.3(3) . . . . ?
C17 C18 C19 C20 0.4(5) . . . . ?
C18 C19 C20 C15 0.2(4) . . . . ?
C18 C19 C20 C23 178.9(3) . . . . ?
C20 C15 C16 C17 -1.1(4) . . . . ?
C20 C15 C16 C21 -178.7(3) . . . . ?
C21 C16 C17 C18 179.6(3) . . . . ?
C22 C18 C19 C20 -178.3(3) . . . . ?
C24 B1 C5 C4 38.6(3) . . . . ?
C24 B1 C5 C6 -144.1(3) . . . . ?
C24 B1 C15 C16 -125.9(3) . . . . ?
C24 B1 C15 C20 52.2(3) . . . . ?
C24 C25 C26 C27 1.8(5) . . . . ?
C25 C24 C29 C28 2.2(4) . . . . ?
C25 C24 C29 C32 -176.5(3) . . . . ?
C25 C26 C27 C28 1.6(5) . . . . ?
C25 C26 C27 C31 -179.6(4) . . . . ?
C26 C27 C28 C29 -3.1(5) . . . . ?
C27 C28 C29 C24 1.2(5) . . . . ?
C27 C28 C29 C32 180.0(3) . . . . ?
C29 C24 C25 C26 -3.7(4) . . . . ?
C29 C24 C25 C30 178.8(3) . . . . ?
C30 C25 C26 C27 179.5(3) . . . . ?
C31 C27 C28 C29 178.1(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 1.558
_oxdiff_exptl_absorpt_empirical_full_min 0.608
####################################################################### 
# 
# 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_xyb_0221_1-12_auto
_database_code_depnum_ccdc_archive 'CCDC 2169197'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Pan'
;Lanzhou University
China
;
_audit_update_record             
;
2023-03-01 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;
_audit_creation_date             2023-02-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H30 B Br'
_chemical_formula_sum            'C32 H30 B Br'
_chemical_formula_weight         505.28
_chemical_melting_point          ?
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'
B B 0.0090 0.0039 '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'

_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                   9.3292(5)
_cell_length_b                   12.1601(4)
_cell_length_c                   12.7627(5)
_cell_angle_alpha                71.759(3)
_cell_angle_beta                 81.597(4)
_cell_angle_gamma                81.225(4)
_cell_volume                     1351.51(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8672
_cell_measurement_temperature    298.78(10)
_cell_measurement_theta_max      75.7180
_cell_measurement_theta_min      3.6310
_shelx_estimated_absorpt_T_max   0.937
_shelx_estimated_absorpt_T_min   0.695
_exptl_absorpt_coefficient_mu    2.181
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75444
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13296
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.944
_diffrn_reflns_theta_min         3.667
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.78(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  19.00   1.00    0.10    --   44.07 -19.00 -30.00   28
  2  ω    -27.00   0.00   1.00    0.10    --   44.07 -19.00 -90.00   27
  3  ω    -15.00  22.00   1.00    0.10    --   44.07 -19.00-180.00   37
  4  ω     83.00 136.00   1.00    0.40    --  109.62 112.00 -87.00   53
  5  ω     99.00 169.00   1.00    0.40    --  109.62  61.00   0.00   70
  6  ω     65.00  95.00   1.00    0.40    --  109.62 -77.00-120.00   30
  7  ω     40.00  66.00   1.00    0.40    --  109.62 -61.00-150.00   26
  8  ω     41.00  66.00   1.00    0.40    --  109.62 -61.00   0.00   25
  9  ω     36.00  67.00   1.00    0.40    --  109.62 -61.00  30.00   31
 10  ω     37.00  68.00   1.00    0.40    --  109.62 -61.00  60.00   31
 11  ω     77.00 111.00   1.00    0.40    --  109.62-125.00  60.00   34
 12  ω     47.00 108.00   1.00    0.40    --  109.62-125.00   0.00   61
 13  ω     38.00  96.00   1.00    0.40    --  109.62 -94.00-150.00   58
 14  ω     50.00 107.00   1.00    0.40    --  109.62-112.00 179.00   57
 15  ω     11.00  71.00   1.00    0.10    --   44.07-112.00 179.00   60
 16  ω   -107.00 -29.00   1.00    0.40    -- -100.00 110.00  73.55   78
 17  ω   -123.00 -97.00   1.00    0.40    -- -100.00 141.00 112.62   26
 18  ω   -109.00 -46.00   1.00    0.40    -- -100.00 125.00  90.00   63
 19  ω    -71.00 -37.00   1.00    0.40    -- -100.00 141.00 112.62   34
 20  ω   -108.00 -55.00   1.00    0.40    -- -100.00 112.00 -87.00   53
 21  ω    -78.00 -52.00   1.00    0.10    --  -44.07 112.00 -87.00   26
 22  ω    -37.00  21.00   1.00    0.10    --  -44.07  37.00-180.00   58
 23  ω    -53.00 -26.00   1.00    0.40    -- -100.00  45.00-180.00   27
 24  ω    -62.00 -31.00   1.00    0.40    -- -100.00  61.00  30.00   31
 25  ω    -67.00 -37.00   1.00    0.40    -- -100.00  77.00  60.00   30
 26  ω   -103.00 -75.00   1.00    0.40    -- -100.00  77.00  60.00   28
 27  ω    -52.00 -27.00   1.00    0.40    -- -100.00  45.00 150.00   25
 28  ω    -54.00 -28.00   1.00    0.40    -- -100.00  45.00  90.00   26
 29  ω    -54.00 -29.00   1.00    0.40    -- -100.00  45.00-120.00   25
 30  ω   -176.00 -83.00   1.00    0.40    -- -100.00 -30.00-120.00   93
 31  ω   -169.00 -74.00   1.00    0.40    -- -100.00 -77.00-150.00   95
 32  ω   -140.00 -80.00   1.00    0.40    -- -100.00 -30.00 -90.00   60
 33  ω   -172.00-146.00   1.00    0.40    -- -100.00 -30.00 -90.00   26
 34  ω   -116.00 -25.00   1.00    0.10    --  -44.07 -57.00 -60.00   91
 35  ω   -114.00 -18.00   1.00    0.10    --  -44.07 -77.00  60.00   96
 36  ω   -167.00-139.00   1.00    0.40    -- -100.00 -45.00 150.00   28
 37  ω   -172.00-141.00   1.00    0.40    -- -100.00 -94.00 120.00   31
 38  ω   -135.00 -95.00   1.00    0.40    -- -100.00 -94.00 120.00   40
 39  ω   -120.00 -94.00   1.00    0.40    -- -100.00-112.00 179.00   26
 40  ω   -120.00 -64.00   1.00    0.10    --  -44.07-179.00-180.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1018326000
_diffrn_orient_matrix_UB_12      -0.0050237000
_diffrn_orient_matrix_UB_13      0.0865550000
_diffrn_orient_matrix_UB_21      -0.1299787000
_diffrn_orient_matrix_UB_22      -0.0160337000
_diffrn_orient_matrix_UB_23      0.0908850000
_diffrn_orient_matrix_UB_31      0.0310577000
_diffrn_orient_matrix_UB_32      -0.1332077000
_diffrn_orient_matrix_UB_33      0.0240984000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4540
_reflns_number_total             5212
_reflns_odcompleteness_completeness 98.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         5212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.023
_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)+(0.0629P)²+0.4945P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1246
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C28(H28), C17(H17), C13(H13), C19(H19), C1(H1), C11(H11), C26(H26), C5(H5),
 C2(H2), C12(H12), C3(H3), C4(H4)
2.b Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C21(H21A,H21B,H21C), C31(H31A,H31B,H31C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C32(H32A,H32B,H32C)
;
_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
Br1 Br 0.27174(3) 0.47841(3) 0.09440(2) 0.08836(15) Uani 1 1 d . . . . .
C15 C 0.8535(2) 0.11164(19) 0.27143(19) 0.0559(5) Uani 1 1 d . . . . .
C10 C 0.3752(3) 0.3322(2) 0.1605(2) 0.0637(6) Uani 1 1 d . . . . .
C9 C 0.5048(2) 0.32675(19) 0.20602(18) 0.0556(5) Uani 1 1 d . . . . .
C24 C 0.7370(2) 0.25857(18) 0.39830(19) 0.0552(5) Uani 1 1 d . . . . .
C16 C 0.9175(3) 0.1376(2) 0.1610(2) 0.0614(5) Uani 1 1 d . . . . .
C8 C 0.5602(3) 0.4313(2) 0.2030(2) 0.0595(5) Uani 1 1 d . . . . .
C28 C 0.8652(3) 0.3713(2) 0.4736(2) 0.0687(6) Uani 1 1 d . . . . .
H28 H 0.9485 0.4055 0.4719 0.082 Uiso 1 1 calc R . . . .
C14 C 0.5824(2) 0.21652(19) 0.2512(2) 0.0575(5) Uani 1 1 d . . . . .
C6 C 0.6526(3) 0.6297(2) 0.1883(2) 0.0651(6) Uani 1 1 d . . . . .
C25 C 0.6205(3) 0.2665(2) 0.4808(2) 0.0650(6) Uani 1 1 d . . . . .
C20 C 0.9029(3) 0.00543(19) 0.3471(2) 0.0603(5) Uani 1 1 d . . . . .
C29 C 0.8626(2) 0.31092(19) 0.39770(19) 0.0573(5) Uani 1 1 d . . . . .
C7 C 0.6046(3) 0.5204(2) 0.1965(2) 0.0648(6) Uani 1 1 d . . . . .
C17 C 1.0295(3) 0.0610(2) 0.1294(2) 0.0704(6) Uani 1 1 d . . . . .
H17 H 1.0715 0.0799 0.0562 0.084 Uiso 1 1 calc R . . . .
C13 C 0.5262(3) 0.1179(2) 0.2475(3) 0.0732(7) Uani 1 1 d . . . . .
H13 H 0.5783 0.0450 0.2735 0.088 Uiso 1 1 calc R . . . .
C19 C 1.0160(3) -0.0686(2) 0.3119(3) 0.0706(7) Uani 1 1 d . . . . .
H19 H 1.0492 -0.1378 0.3630 0.085 Uiso 1 1 calc R . . . .
C30 C 0.9942(3) 0.3096(3) 0.3147(2) 0.0745(7) Uani 1 1 d . . . . .
H30A H 1.0274 0.2307 0.3151 0.112 Uiso 1 1 calc GR . . . .
H30B H 1.0704 0.3423 0.3339 0.112 Uiso 1 1 calc GR . . . .
H30C H 0.9691 0.3548 0.2421 0.112 Uiso 1 1 calc GR . . . .
C1 C 0.5848(3) 0.7325(2) 0.1270(3) 0.0821(8) Uani 1 1 d . . . . .
H1 H 0.5072 0.7322 0.0889 0.099 Uiso 1 1 calc R . . . .
C11 C 0.3198(3) 0.2334(3) 0.1620(3) 0.0794(8) Uani 1 1 d . . . . .
H11 H 0.2320 0.2390 0.1333 0.095 Uiso 1 1 calc R . . . .
C21 C 0.8329(3) -0.0306(2) 0.4653(2) 0.0778(7) Uani 1 1 d . . . . .
H21A H 0.8463 0.0248 0.5015 0.117 Uiso 1 1 calc GR . . . .
H21B H 0.8773 -0.1063 0.5039 0.117 Uiso 1 1 calc GR . . . .
H21C H 0.7305 -0.0333 0.4655 0.117 Uiso 1 1 calc GR . . . .
C27 C 0.7496(3) 0.3820(3) 0.5509(3) 0.0787(7) Uani 1 1 d . . . . .
C31 C 0.4845(3) 0.2063(3) 0.4961(3) 0.0901(9) Uani 1 1 d . . . . .
H31A H 0.4241 0.2480 0.4382 0.135 Uiso 1 1 calc GR . . . .
H31B H 0.4315 0.2050 0.5668 0.135 Uiso 1 1 calc GR . . . .
H31C H 0.5120 0.1280 0.4931 0.135 Uiso 1 1 calc GR . . . .
C26 C 0.6287(3) 0.3276(3) 0.5540(2) 0.0795(7) Uani 1 1 d . . . . .
H26 H 0.5503 0.3324 0.6072 0.095 Uiso 1 1 calc R . . . .
C5 C 0.7668(4) 0.6342(3) 0.2440(3) 0.1009(11) Uani 1 1 d . . . . .
H5 H 0.8146 0.5652 0.2862 0.121 Uiso 1 1 calc R . . . .
C2 C 0.6316(4) 0.8379(2) 0.1215(3) 0.0977(10) Uani 1 1 d . . . . .
H2 H 0.5849 0.9075 0.0795 0.117 Uiso 1 1 calc R . . . .
B1 B 0.7268(3) 0.1974(2) 0.3082(2) 0.0548(5) Uani 1 1 d . . . . .
C12 C 0.3947(3) 0.1264(3) 0.2059(3) 0.0869(9) Uani 1 1 d . . . . .
H12 H 0.3571 0.0591 0.2079 0.104 Uiso 1 1 calc R . . . .
C18 C 1.0798(3) -0.0424(2) 0.2042(3) 0.0731(7) Uani 1 1 d . . . . .
C22 C 0.8715(4) 0.2499(3) 0.0751(2) 0.0849(8) Uani 1 1 d . . . . .
H22A H 0.7859 0.2417 0.0458 0.127 Uiso 1 1 calc GR . . . .
H22B H 0.9489 0.2676 0.0161 0.127 Uiso 1 1 calc GR . . . .
H22C H 0.8503 0.3118 0.1086 0.127 Uiso 1 1 calc GR . . . .
C23 C 1.2009(4) -0.1245(3) 0.1670(4) 0.1065(12) Uani 1 1 d . . . . .
H23A H 1.1597 -0.1857 0.1532 0.160 Uiso 1 1 calc GR . . . .
H23B H 1.2652 -0.1576 0.2240 0.160 Uiso 1 1 calc GR . . . .
H23C H 1.2546 -0.0823 0.1002 0.160 Uiso 1 1 calc GR . . . .
C3 C 0.7447(4) 0.8402(3) 0.1765(3) 0.0923(9) Uani 1 1 d . . . . .
H3 H 0.7759 0.9108 0.1718 0.111 Uiso 1 1 calc R . . . .
C32 C 0.7544(5) 0.4504(4) 0.6314(4) 0.1198(14) Uani 1 1 d . . . . .
H32A H 0.8517 0.4404 0.6517 0.180 Uiso 1 1 calc GR . . . .
H32B H 0.6887 0.4225 0.6966 0.180 Uiso 1 1 calc GR . . . .
H32C H 0.7258 0.5316 0.5967 0.180 Uiso 1 1 calc GR . . . .
C4 C 0.8111(5) 0.7391(3) 0.2380(4) 0.1092(12) Uani 1 1 d . . . . .
H4 H 0.8877 0.7402 0.2768 0.131 Uiso 1 1 calc R . . . .


_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 C10 1.892(3) . ?
C15 C16 1.405(3) . ?
C15 C20 1.407(3) . ?
C15 B1 1.573(3) . ?
C10 C9 1.401(3) . ?
C10 C11 1.373(4) . ?
C9 C8 1.431(3) . ?
C9 C14 1.412(3) . ?
C24 C25 1.413(3) . ?
C24 C29 1.414(3) . ?
C24 B1 1.573(3) . ?
C16 C17 1.392(3) . ?
C16 C22 1.507(4) . ?
C8 C7 1.193(3) . ?
C28 C29 1.391(3) . ?
C28 C27 1.372(4) . ?
C14 C13 1.396(3) . ?
C14 B1 1.576(3) . ?
C6 C7 1.435(3) . ?
C6 C1 1.367(4) . ?
C6 C5 1.380(4) . ?
C25 C31 1.517(4) . ?
C25 C26 1.380(4) . ?
C20 C19 1.396(4) . ?
C20 C21 1.510(4) . ?
C29 C30 1.502(3) . ?
C17 C18 1.383(4) . ?
C13 C12 1.383(4) . ?
C19 C18 1.375(4) . ?
C1 C2 1.394(4) . ?
C11 C12 1.370(5) . ?
C27 C26 1.382(4) . ?
C27 C32 1.519(4) . ?
C5 C4 1.377(4) . ?
C2 C3 1.358(5) . ?
C18 C23 1.514(4) . ?
C3 C4 1.348(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
C16 C15 C20 118.2(2) . . ?
C16 C15 B1 120.7(2) . . ?
C20 C15 B1 121.1(2) . . ?
C9 C10 Br1 120.07(18) . . ?
C11 C10 Br1 118.2(2) . . ?
C11 C10 C9 121.7(2) . . ?
C10 C9 C8 120.5(2) . . ?
C10 C9 C14 118.8(2) . . ?
C14 C9 C8 120.7(2) . . ?
C25 C24 C29 117.3(2) . . ?
C25 C24 B1 121.7(2) . . ?
C29 C24 B1 120.93(19) . . ?
C15 C16 C22 121.5(2) . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 C22 118.3(2) . . ?
C7 C8 C9 177.5(3) . . ?
C27 C28 C29 122.4(2) . . ?
C9 C14 B1 124.07(18) . . ?
C13 C14 C9 118.2(2) . . ?
C13 C14 B1 117.8(2) . . ?
C1 C6 C7 121.0(3) . . ?
C1 C6 C5 118.0(2) . . ?
C5 C6 C7 121.0(3) . . ?
C24 C25 C31 122.6(2) . . ?
C26 C25 C24 120.4(2) . . ?
C26 C25 C31 117.0(2) . . ?
C15 C20 C21 120.8(2) . . ?
C19 C20 C15 119.6(2) . . ?
C19 C20 C21 119.6(2) . . ?
C24 C29 C30 123.1(2) . . ?
C28 C29 C24 119.9(2) . . ?
C28 C29 C30 117.0(2) . . ?
C8 C7 C6 177.9(3) . . ?
C18 C17 C16 121.6(3) . . ?
C12 C13 C14 121.4(3) . . ?
C18 C19 C20 122.1(2) . . ?
C6 C1 C2 120.1(3) . . ?
C12 C11 C10 119.6(2) . . ?
C28 C27 C26 117.8(2) . . ?
C28 C27 C32 121.3(3) . . ?
C26 C27 C32 120.9(3) . . ?
C25 C26 C27 122.2(2) . . ?
C4 C5 C6 121.1(3) . . ?
C3 C2 C1 120.9(3) . . ?
C15 B1 C14 115.51(19) . . ?
C24 B1 C15 123.8(2) . . ?
C24 B1 C14 120.7(2) . . ?
C11 C12 C13 120.2(2) . . ?
C17 C18 C23 120.3(3) . . ?
C19 C18 C17 118.2(2) . . ?
C19 C18 C23 121.4(3) . . ?
C4 C3 C2 119.3(3) . . ?
C3 C4 C5 120.6(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 2.205
_oxdiff_exptl_absorpt_empirical_full_min 0.310
####################################################################### 
# 
# 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_xyb_0221_1-12-395nm_auto
_database_code_depnum_ccdc_archive 'CCDC 2169196'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Pan'
;Lanzhou University
China
;
_audit_update_record             
;
2023-03-01 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;
_audit_creation_date             2023-02-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H30 B Br'
_chemical_formula_sum            'C32 H30 B Br'
_chemical_formula_weight         505.28
_chemical_melting_point          ?
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'
B B 0.0090 0.0039 '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'

_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                   9.3353(5)
_cell_length_b                   12.1678(4)
_cell_length_c                   12.7548(6)
_cell_angle_alpha                71.785(4)
_cell_angle_beta                 81.609(4)
_cell_angle_gamma                81.171(3)
_cell_volume                     1352.48(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8672
_cell_measurement_temperature    298.86(10)
_cell_measurement_theta_max      73.9690
_cell_measurement_theta_min      3.6540
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.695
_exptl_absorpt_coefficient_mu    2.179
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82187
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13761
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.747
_diffrn_reflns_theta_min         3.668
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.86(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     25.00  62.00   1.00    0.10    --   44.07  57.00 -30.00   37
  2  ω     65.00 104.00   1.00    0.10    --   44.07  57.00 -30.00   39
  3  ω     25.00 115.00   1.00    0.10    --   44.07  57.00-120.00   90
  4  ω     99.00 124.00   1.00    0.30    --  109.62  45.00 -60.00   25
  5  ω    146.00 174.00   1.00    0.30    --  109.62  45.00 -60.00   28
  6  ω     84.00 121.00   1.00    0.30    --  109.62 112.00 -87.00   37
  7  ω    -34.00  23.00   1.00    0.10    --   44.07 -19.00  90.00   57
  8  ω    -33.00  23.00   1.00    0.10    --   44.07 -19.00   0.00   56
  9  ω     74.00 100.00   1.00    0.30    --  109.62 -77.00 -30.00   26
 10  ω     38.00 101.00   1.00    0.30    --  109.62 -77.00-150.00   63
 11  ω     36.00  67.00   1.00    0.30    --  109.62 -61.00 -90.00   31
 12  ω     39.00  65.00   1.00    0.30    --  109.62 -61.00  30.00   26
 13  ω     37.00  68.00   1.00    0.30    --  109.62 -61.00  60.00   31
 14  ω     37.00  66.00   1.00    0.30    --  109.62 -61.00  90.00   29
 15  ω     59.00  88.00   1.00    0.30    --  109.62 -94.00 120.00   29
 16  ω     50.00 107.00   1.00    0.30    --  109.62-112.00 179.00   57
 17  ω     44.00  72.00   1.00    0.10    --   44.07-112.00 179.00   28
 18  ω     43.00  80.00   1.00    0.10    --   44.07 -99.00  90.00   37
 19  ω    -11.00  23.00   1.00    0.10    --   44.07 -99.00  90.00   34
 20  ω     40.00  95.00   1.00    0.30    --  109.62 -94.00-150.00   55
 21  ω   -170.00-105.00   1.00    0.30    -- -100.00 -77.00 120.00   65
 22  ω   -176.00-136.00   1.00    0.30    -- -100.00 -15.00 120.00   40
 23  ω   -162.00-126.00   1.00    0.30    -- -100.00 -61.00 -90.00   36
 24  ω   -113.00 -79.00   1.00    0.30    -- -100.00 -61.00 -90.00   34
 25  ω   -110.00 -83.00   1.00    0.30    -- -100.00 -30.00-120.00   27
 26  ω   -177.00-115.00   1.00    0.30    -- -100.00 -30.00-120.00   62
 27  ω   -103.00 -71.00   1.00    0.30    -- -100.00 -15.00 120.00   32
 28  ω   -144.00 -87.00   1.00    0.30    -- -100.00 -94.00  60.00   57
 29  ω   -131.00 -90.00   1.00    0.30    -- -100.00-112.00 179.00   41
 30  ω   -173.00-148.00   1.00    0.30    -- -100.00 -94.00  60.00   25
 31  ω    -54.00 -28.00   1.00    0.30    -- -100.00  45.00-180.00   26
 32  ω    -53.00 -25.00   1.00    0.30    -- -100.00  45.00-120.00   28
 33  ω    -53.00 -28.00   1.00    0.30    -- -100.00  45.00 -90.00   25
 34  ω    -53.00 -28.00   1.00    0.30    -- -100.00  45.00  30.00   25
 35  ω    -68.00 -26.00   1.00    0.30    -- -100.00  61.00  30.00   42
 36  ω   -107.00 -49.00   1.00    0.30    -- -100.00 110.00  74.63   58
 37  ω    -74.00 -49.00   1.00    0.30    -- -100.00 141.00 112.62   25
 38  ω   -123.00 -97.00   1.00    0.30    -- -100.00 141.00 112.62   26
 39  ω    -98.00 -72.00   1.00    0.30    -- -100.00 125.00  30.00   26
 40  ω    -62.00 -27.00   1.00    0.30    -- -100.00 125.00  30.00   35
 41  ω   -112.00 -38.00   1.00    0.30    -- -100.00 125.00   0.00   74
 42  ω   -112.00 -47.00   1.00    0.10    --  -44.07 179.00  30.00   65
 43  ω    -51.00 -25.00   1.00    0.10    --  -44.07 112.00 -87.00   26
 44  ω   -112.00 -27.00   1.00    0.30    -- -100.00 125.00 -60.00   85
 45  ω   -108.00 -77.00   1.00    0.30    -- -100.00 112.00 -87.00   31
 46  ω    -73.00 -44.00   1.00    0.30    -- -100.00 112.00 -87.00   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1016528000
_diffrn_orient_matrix_UB_12      -0.0051505000
_diffrn_orient_matrix_UB_13      0.0867422000
_diffrn_orient_matrix_UB_21      -0.1300151000
_diffrn_orient_matrix_UB_22      -0.0158668000
_diffrn_orient_matrix_UB_23      0.0907891000
_diffrn_orient_matrix_UB_31      0.0309893000
_diffrn_orient_matrix_UB_32      -0.1331349000
_diffrn_orient_matrix_UB_33      0.0240721000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4514
_reflns_number_total             5235
_reflns_odcompleteness_completeness 99.03
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         5235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      1.041
_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)+(0.0653P)²+0.5274P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1323
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C28(H28), C17(H17), C26(H26), C19(H19), C11(H11), C13(H13), C1(H1), C12(H12),
 C3(H3), C2(H2), C5(H5), C4(H4)
2.b Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C22(H22A,H22B,H22C), C21(H21A,H21B,H21C), C31(H31A,H31B,
 H31C), C23(H23A,H23B,H23C), C32(H32A,H32B,H32C)
;
_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
Br1 Br 0.72831(4) 0.52158(3) 0.90560(3) 0.08788(16) Uani 1 1 d . . . . .
C8 C 0.4397(3) 0.5686(2) 0.7970(2) 0.0599(6) Uani 1 1 d . . . . .
C9 C 0.4952(3) 0.6731(2) 0.79416(19) 0.0546(5) Uani 1 1 d . . . . .
C29 C 0.1374(3) 0.6889(2) 0.6022(2) 0.0572(5) Uani 1 1 d . . . . .
C24 C 0.2627(3) 0.74135(19) 0.6018(2) 0.0548(5) Uani 1 1 d . . . . .
C15 C 0.1466(3) 0.8883(2) 0.7287(2) 0.0556(5) Uani 1 1 d . . . . .
C10 C 0.4173(3) 0.7836(2) 0.7488(2) 0.0569(5) Uani 1 1 d . . . . .
C7 C 0.3952(3) 0.4796(2) 0.8035(2) 0.0646(6) Uani 1 1 d . . . . .
C16 C 0.0968(3) 0.9945(2) 0.6529(2) 0.0601(6) Uani 1 1 d . . . . .
C6 C 0.3475(3) 0.3704(2) 0.8118(2) 0.0655(6) Uani 1 1 d . . . . .
C14 C 0.6251(3) 0.6674(2) 0.8394(2) 0.0639(6) Uani 1 1 d . . . . .
C20 C 0.0825(3) 0.8624(2) 0.8390(2) 0.0616(6) Uani 1 1 d . . . . .
C25 C 0.3798(3) 0.7335(2) 0.5194(2) 0.0649(6) Uani 1 1 d . . . . .
C28 C 0.1347(3) 0.6287(2) 0.5265(2) 0.0683(7) Uani 1 1 d . . . . .
H28 H 0.0516 0.5944 0.5282 0.082 Uiso 1 1 calc R . . . .
C17 C -0.0155(3) 1.0685(2) 0.6884(3) 0.0701(7) Uani 1 1 d . . . . .
H17 H -0.0481 1.1380 0.6374 0.084 Uiso 1 1 calc R . . . .
C26 C 0.3708(3) 0.6724(3) 0.4460(3) 0.0790(8) Uani 1 1 d . . . . .
H26 H 0.4489 0.6679 0.3926 0.095 Uiso 1 1 calc R . . . .
C19 C -0.0291(3) 0.9391(2) 0.8707(3) 0.0708(7) Uani 1 1 d . . . . .
H19 H -0.0707 0.9204 0.9440 0.085 Uiso 1 1 calc R . . . .
C11 C 0.4737(3) 0.8821(2) 0.7526(3) 0.0731(7) Uani 1 1 d . . . . .
H11 H 0.4217 0.9551 0.7267 0.088 Uiso 1 1 calc R . . . .
C30 C 0.0057(3) 0.6902(3) 0.6853(3) 0.0734(7) Uani 1 1 d . . . . .
H30A H 0.0314 0.6467 0.7582 0.110 Uiso 1 1 calc GR . . . .
H30B H -0.0694 0.6556 0.6671 0.110 Uiso 1 1 calc GR . . . .
H30C H -0.0291 0.7692 0.6835 0.110 Uiso 1 1 calc GR . . . .
C27 C 0.2505(4) 0.6180(3) 0.4490(3) 0.0781(8) Uani 1 1 d . . . . .
C18 C -0.0798(3) 1.0426(2) 0.7958(3) 0.0725(7) Uani 1 1 d . . . . .
C22 C 0.1672(4) 1.0305(3) 0.5348(3) 0.0773(7) Uani 1 1 d . . . . .
H22A H 0.2700 1.0304 0.5348 0.116 Uiso 1 1 calc GR . . . .
H22B H 0.1253 1.1073 0.4968 0.116 Uiso 1 1 calc GR . . . .
H22C H 0.1510 0.9767 0.4976 0.116 Uiso 1 1 calc GR . . . .
C13 C 0.6805(3) 0.7668(3) 0.8381(3) 0.0796(8) Uani 1 1 d . . . . .
H13 H 0.7681 0.7612 0.8669 0.095 Uiso 1 1 calc R . . . .
C1 C 0.4147(4) 0.2674(2) 0.8732(3) 0.0815(8) Uani 1 1 d . . . . .
H1 H 0.4919 0.2676 0.9117 0.098 Uiso 1 1 calc R . . . .
B1 B 0.2733(3) 0.8024(2) 0.6915(2) 0.0542(6) Uani 1 1 d . . . . .
C21 C 0.1288(4) 0.7500(3) 0.9247(2) 0.0840(8) Uani 1 1 d . . . . .
H21A H 0.1484 0.6880 0.8912 0.126 Uiso 1 1 calc GR . . . .
H21B H 0.0522 0.7328 0.9844 0.126 Uiso 1 1 calc GR . . . .
H21C H 0.2152 0.7577 0.9532 0.126 Uiso 1 1 calc GR . . . .
C31 C 0.5150(4) 0.7938(3) 0.5037(3) 0.0897(10) Uani 1 1 d . . . . .
H31A H 0.4874 0.8715 0.5087 0.135 Uiso 1 1 calc GR . . . .
H31B H 0.5664 0.7970 0.4321 0.135 Uiso 1 1 calc GR . . . .
H31C H 0.5770 0.7512 0.5604 0.135 Uiso 1 1 calc GR . . . .
C12 C 0.6054(3) 0.8734(3) 0.7941(3) 0.0866(9) Uani 1 1 d . . . . .
H12 H 0.6431 0.9406 0.7920 0.104 Uiso 1 1 calc R . . . .
C3 C 0.2559(4) 0.1599(3) 0.8239(3) 0.0909(10) Uani 1 1 d . . . . .
H3 H 0.2246 0.0893 0.8288 0.109 Uiso 1 1 calc R . . . .
C2 C 0.3682(5) 0.1620(3) 0.8785(4) 0.0971(11) Uani 1 1 d . . . . .
H2 H 0.4152 0.0924 0.9201 0.117 Uiso 1 1 calc R . . . .
C5 C 0.2335(5) 0.3656(3) 0.7556(4) 0.1003(11) Uani 1 1 d . . . . .
H5 H 0.1863 0.4344 0.7127 0.120 Uiso 1 1 calc R . . . .
C23 C -0.2003(4) 1.1242(3) 0.8334(4) 0.1058(12) Uani 1 1 d . . . . .
H23A H -0.1590 1.1848 0.8479 0.159 Uiso 1 1 calc GR . . . .
H23B H -0.2543 1.0816 0.8999 0.159 Uiso 1 1 calc GR . . . .
H23C H -0.2644 1.1579 0.7763 0.159 Uiso 1 1 calc GR . . . .
C4 C 0.1889(5) 0.2610(3) 0.7620(4) 0.1089(13) Uani 1 1 d . . . . .
H4 H 0.1122 0.2597 0.7235 0.131 Uiso 1 1 calc R . . . .
C32 C 0.2453(5) 0.5494(4) 0.3691(4) 0.1198(15) Uani 1 1 d . . . . .
H32A H 0.2704 0.4680 0.4050 0.180 Uiso 1 1 calc GR . . . .
H32B H 0.3134 0.5750 0.3049 0.180 Uiso 1 1 calc GR . . . .
H32C H 0.1487 0.5617 0.3469 0.180 Uiso 1 1 calc GR . . . .


_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 C14 1.888(3) . ?
C8 C9 1.434(3) . ?
C8 C7 1.193(4) . ?
C9 C10 1.417(3) . ?
C9 C14 1.401(4) . ?
C29 C24 1.415(3) . ?
C29 C28 1.388(3) . ?
C29 C30 1.503(4) . ?
C24 C25 1.415(3) . ?
C24 B1 1.567(3) . ?
C15 C16 1.409(3) . ?
C15 C20 1.405(4) . ?
C15 B1 1.575(4) . ?
C10 C11 1.398(3) . ?
C10 B1 1.576(4) . ?
C7 C6 1.434(4) . ?
C16 C17 1.393(4) . ?
C16 C22 1.511(4) . ?
C6 C1 1.367(4) . ?
C6 C5 1.385(5) . ?
C14 C13 1.381(4) . ?
C20 C19 1.391(4) . ?
C20 C21 1.508(4) . ?
C25 C26 1.384(4) . ?
C25 C31 1.514(4) . ?
C28 C27 1.374(4) . ?
C17 C18 1.373(4) . ?
C26 C27 1.378(4) . ?
C19 C18 1.386(4) . ?
C11 C12 1.384(4) . ?
C27 C32 1.515(4) . ?
C18 C23 1.509(4) . ?
C13 C12 1.368(5) . ?
C1 C2 1.396(5) . ?
C3 C2 1.348(5) . ?
C3 C4 1.352(6) . ?
C5 C4 1.374(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
C7 C8 C9 177.4(3) . . ?
C10 C9 C8 120.6(2) . . ?
C14 C9 C8 120.4(2) . . ?
C14 C9 C10 119.0(2) . . ?
C24 C29 C30 123.0(2) . . ?
C28 C29 C24 120.0(2) . . ?
C28 C29 C30 116.9(2) . . ?
C29 C24 C25 117.4(2) . . ?
C29 C24 B1 121.2(2) . . ?
C25 C24 B1 121.3(2) . . ?
C16 C15 B1 121.0(2) . . ?
C20 C15 C16 118.1(2) . . ?
C20 C15 B1 120.9(2) . . ?
C9 C10 B1 123.99(19) . . ?
C11 C10 C9 118.0(2) . . ?
C11 C10 B1 118.0(2) . . ?
C8 C7 C6 177.8(3) . . ?
C15 C16 C22 120.6(2) . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 C22 119.7(2) . . ?
C1 C6 C7 121.3(3) . . ?
C1 C6 C5 117.7(3) . . ?
C5 C6 C7 121.0(3) . . ?
C9 C14 Br1 120.24(19) . . ?
C13 C14 Br1 118.3(2) . . ?
C13 C14 C9 121.5(3) . . ?
C15 C20 C21 121.3(2) . . ?
C19 C20 C15 120.3(3) . . ?
C19 C20 C21 118.4(3) . . ?
C24 C25 C31 122.9(2) . . ?
C26 C25 C24 119.9(2) . . ?
C26 C25 C31 117.2(2) . . ?
C27 C28 C29 122.3(2) . . ?
C18 C17 C16 122.4(3) . . ?
C27 C26 C25 122.5(3) . . ?
C18 C19 C20 121.7(3) . . ?
C12 C11 C10 121.5(3) . . ?
C28 C27 C26 117.7(2) . . ?
C28 C27 C32 120.9(3) . . ?
C26 C27 C32 121.3(3) . . ?
C17 C18 C19 118.0(3) . . ?
C17 C18 C23 121.8(3) . . ?
C19 C18 C23 120.2(3) . . ?
C12 C13 C14 119.5(3) . . ?
C6 C1 C2 120.3(3) . . ?
C24 B1 C15 123.9(2) . . ?
C24 B1 C10 121.0(2) . . ?
C15 B1 C10 115.1(2) . . ?
C13 C12 C11 120.5(3) . . ?
C2 C3 C4 119.7(3) . . ?
C3 C2 C1 120.8(3) . . ?
C4 C5 C6 121.2(3) . . ?
C3 C4 C5 120.4(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 2.619
_oxdiff_exptl_absorpt_empirical_full_min 0.305
####################################################################### 
# 
# 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_xieyb_0331_300k
_database_code_depnum_ccdc_archive 'CCDC 2169201'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Pan'
;Lanzhou University
China
;
_audit_update_record             
;
2023-03-01 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;
_audit_creation_date             2023-02-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H30 B Br'
_chemical_formula_sum            'C32 H30 B Br'
_chemical_formula_weight         505.28
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
B B 0.0090 0.0039 '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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.19550(10)
_cell_length_b                   14.59670(10)
_cell_length_c                   15.13390(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2694.05(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8280
_cell_measurement_temperature    276.17(13)
_cell_measurement_theta_max      75.5170
_cell_measurement_theta_min      3.0310
_shelx_estimated_absorpt_T_max   0.749
_shelx_estimated_absorpt_T_min   0.611
_exptl_absorpt_coefficient_mu    2.188
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63669
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9835
_diffrn_reflns_point_group_measured_fraction_full 0.903
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.788
_diffrn_reflns_theta_min         4.208
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      276.17(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     45.00  90.00   0.50    0.05    --  109.26 -76.00  13.00   90
  2  ω     78.00 103.00   0.50    0.05    --  109.26 -77.00  30.00   50
  3  ω     35.00  67.00   0.50    0.05    --  109.26 -61.00  60.00   64
  4  ω     57.00 100.00   0.50    0.05    --  109.26 -77.00 150.00   86
  5  ω     35.00  61.00   0.50    0.05    --  109.26 -61.00 150.00   52
  6  ω     21.00 104.00   0.50    0.05    --   43.05  45.00 -11.00  166
  7  ω    112.00 174.00   0.50    0.05    --  109.26  76.00 140.00  124
  8  ω    -36.00   7.00   0.50    0.05    --   43.05 -19.00  30.00   86
  9  ω   -116.00 -67.00   0.50    0.05    --  -43.05-179.00  60.00   98
 10  ω    -54.00 -29.00   0.50    0.05    -- -100.00  45.00 -11.00   50
 11  ω    -49.00 -24.00   0.50    0.05    -- -100.00  45.00   0.00   50
 12  ω    -52.00 -24.00   0.50    0.05    -- -100.00  45.00 -30.00   56
 13  ω    -54.00 -29.00   0.50    0.05    -- -100.00  45.00 -90.00   50
 14  ω   -102.00 -30.00   0.50    0.05    -- -100.00 118.00-144.00  144
 15  ω    -53.00 -25.00   0.50    0.05    -- -100.00  45.00  90.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0044853000
_diffrn_orient_matrix_UB_12      -0.1036569000
_diffrn_orient_matrix_UB_13      0.0188993000
_diffrn_orient_matrix_UB_21      -0.0715263000
_diffrn_orient_matrix_UB_22      0.0140624000
_diffrn_orient_matrix_UB_23      0.0827757000
_diffrn_orient_matrix_UB_31      -0.1040144000
_diffrn_orient_matrix_UB_32      -0.0141538000
_diffrn_orient_matrix_UB_33      -0.0561357000
_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              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.578
_reflns_Friedel_fraction_full    0.782
_reflns_Friedel_fraction_max     0.701
_reflns_number_gt                4461
_reflns_number_total             4703
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 1598 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.012(9)
_refine_ls_extinction_coef       0.0109(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         4703
_refine_ls_number_restraints     77
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      1.076
_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)+(0.0575P)²+0.2458P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0941
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C27B-C26 \\sim C27A-C26
 with sigma of 0.02
 C29-C28A \\sim C28B-C29
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C28B, C31B, C27A, C26, C25, C24, C29
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C27B, C31A, C28A, C26, C25, C24, C29
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4. Others
 Sof(H26A)=Sof(C27B)=Sof(C28A)=Sof(H28A)=Sof(C31A)=Sof(H31A)=Sof(H31B)=
 Sof(H31C)=1-FVAR(1)
 Sof(H26)=Sof(C28B)=Sof(H28B)=Sof(C27A)=Sof(C31B)=Sof(H31D)=Sof(H31E)=
 Sof(H31F)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C19(H19), C13(H13), C17(H17), C26(H26A), C26(H26), C28A(H28A), C5(H5),
 C12(H12), C1(H1), C11(H11), C2(H2), C4(H4), C3(H3), C28B(H28B)
5.b Fitted hexagon refined as free rotating group:
 C25(C26,C27B,C28A,C29,C24)
5.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C32(H32A,H32B,H32C), C23(H23A,H23B,H23C), C30(H30A,H30B,
 H30C), C22(H22A,H22B,H22C), C31A(H31A,H31B,H31C), C31B(H31D,H31E,H31F)
;
_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 -0.02177(4) -0.79934(3) -0.82860(3) 0.07880(19) Uani 1 1 d . . . . .
C9 C -0.1369(2) -0.6733(2) -0.71642(18) 0.0480(6) Uani 1 1 d . . . . .
C15 C -0.2409(2) -0.6166(2) -0.52103(19) 0.0489(6) Uani 1 1 d . . . . .
C6 C -0.2291(2) -0.9070(2) -0.5915(2) 0.0524(6) Uani 1 1 d . . . . .
C14 C -0.1717(2) -0.5845(2) -0.69202(19) 0.0497(6) Uani 1 1 d . . . . .
C19 C -0.3271(3) -0.6989(2) -0.39996(19) 0.0590(7) Uani 1 1 d . . . . .
H19 H -0.3899 -0.7239 -0.3748 0.071 Uiso 1 1 calc R U . . .
C10 C -0.0643(3) -0.6810(2) -0.78795(19) 0.0530(6) Uani 1 1 d . . . . .
C20 C -0.3354(2) -0.6546(2) -0.4812(2) 0.0523(6) Uani 1 1 d . . . . .
C16 C -0.1409(3) -0.6258(2) -0.4763(2) 0.0577(7) Uani 1 1 d . . . . .
C8 C -0.1735(2) -0.7540(2) -0.6719(2) 0.0523(6) Uani 1 1 d . . . . .
C13 C -0.1321(3) -0.5099(2) -0.7399(2) 0.0604(7) Uani 1 1 d . . . . .
H13 H -0.1577 -0.4515 -0.7265 0.073 Uiso 1 1 calc R U . . .
C17 C -0.1373(3) -0.6694(3) -0.3942(2) 0.0651(8) Uani 1 1 d . . . . .
H17 H -0.0706 -0.6731 -0.3646 0.078 Uiso 1 1 calc R U . . .
C7 C -0.2008(3) -0.8240(2) -0.6365(2) 0.0573(7) Uani 1 1 d . . . . .
C18 C -0.2286(3) -0.7069(3) -0.35556(19) 0.0630(8) Uani 1 1 d . . . . .
C25 C -0.41685(17) -0.48601(14) -0.68660(13) 0.0609(7) Uani 1 1 d G U . . .
C26 C -0.49845(19) -0.4196(2) -0.68998(18) 0.0745(8) Uani 1 1 d DG U . . .
H26A H -0.5524 -0.4226 -0.7333 0.089 Uiso 0.77(3) 1 calc R U P A 2
H26 H -0.5468 -0.4205 -0.7375 0.089 Uiso 0.23(3) 1 calc R U P A 1
C27B C -0.4994(3) -0.3488(2) -0.6286(3) 0.077(2) Uani 0.77(3) 1 d DG U P A 2
C28A C -0.4188(3) -0.3444(2) -0.5638(2) 0.0727(19) Uani 0.77(3) 1 d DG U P A 2
H28A H -0.4195 -0.2970 -0.5227 0.087 Uiso 0.77(3) 1 calc R U P A 2
C29 C -0.3372(2) -0.41079(17) -0.56040(14) 0.0616(7) Uani 1 1 d DG U . . .
C24 C -0.33624(15) -0.48160(14) -0.62181(14) 0.0515(6) Uani 1 1 d G U . . .
C5 C -0.2560(4) -0.9861(3) -0.6380(3) 0.0748(9) Uani 1 1 d . . . . .
H5 H -0.2550 -0.9859 -0.6994 0.090 Uiso 1 1 calc R U . . .
C21 C -0.0345(3) -0.5866(4) -0.5106(3) 0.0811(11) Uani 1 1 d . . . . .
H21A H -0.0112 -0.6207 -0.5615 0.122 Uiso 1 1 calc R U . . .
H21B H 0.0206 -0.5904 -0.4655 0.122 Uiso 1 1 calc R U . . .
H21C H -0.0453 -0.5236 -0.5268 0.122 Uiso 1 1 calc R U . . .
C12 C -0.0556(3) -0.5202(3) -0.8070(3) 0.0704(9) Uani 1 1 d . . . . .
H12 H -0.0271 -0.4689 -0.8353 0.084 Uiso 1 1 calc R U . . .
C1 C -0.2315(3) -0.9098(3) -0.5003(2) 0.0660(8) Uani 1 1 d . . . . .
H1 H -0.2146 -0.8577 -0.4677 0.079 Uiso 1 1 calc R U . . .
B1 B -0.2498(3) -0.5637(2) -0.6109(2) 0.0474(6) Uani 1 1 d . . . . .
C32 C -0.2501(4) -0.3992(3) -0.4907(3) 0.0886(13) Uani 1 1 d . . . . .
H32A H -0.2547 -0.4487 -0.4491 0.133 Uiso 1 1 calc R U . . .
H32B H -0.2610 -0.3421 -0.4605 0.133 Uiso 1 1 calc R U . . .
H32C H -0.1791 -0.3994 -0.5181 0.133 Uiso 1 1 calc R U . . .
C11 C -0.0224(3) -0.6062(3) -0.8315(2) 0.0646(7) Uani 1 1 d . . . . .
H11 H 0.0280 -0.6138 -0.8770 0.078 Uiso 1 1 calc R U . . .
C23 C -0.4469(3) -0.6510(3) -0.5240(3) 0.0769(11) Uani 1 1 d . . . . .
H23A H -0.4718 -0.5886 -0.5262 0.115 Uiso 1 1 calc R U . . .
H23B H -0.4977 -0.6870 -0.4902 0.115 Uiso 1 1 calc R U . . .
H23C H -0.4422 -0.6750 -0.5829 0.115 Uiso 1 1 calc R U . . .
C2 C -0.2592(4) -0.9905(3) -0.4572(3) 0.0828(11) Uani 1 1 d . . . . .
H2 H -0.2601 -0.9921 -0.3958 0.099 Uiso 1 1 calc R U . . .
C4 C -0.2843(4) -1.0651(3) -0.5929(3) 0.0891(13) Uani 1 1 d . . . . .
H4 H -0.3032 -1.1175 -0.6244 0.107 Uiso 1 1 calc R U . . .
C30 C -0.4207(4) -0.5591(3) -0.7565(3) 0.0846(12) Uani 1 1 d . . . . .
H30A H -0.3734 -0.5423 -0.8045 0.127 Uiso 1 1 calc R U . . .
H30B H -0.4945 -0.5653 -0.7778 0.127 Uiso 1 1 calc R U . . .
H30C H -0.3967 -0.6162 -0.7318 0.127 Uiso 1 1 calc R U . . .
C3 C -0.2849(4) -1.0671(3) -0.5036(3) 0.0864(12) Uani 1 1 d . . . . .
H3 H -0.3030 -1.1209 -0.4740 0.104 Uiso 1 1 calc R U . . .
C22 C -0.2225(4) -0.7577(4) -0.2688(3) 0.0910(13) Uani 1 1 d . . . . .
H22A H -0.2147 -0.7146 -0.2213 0.137 Uiso 1 1 calc R U . . .
H22B H -0.1605 -0.7983 -0.2695 0.137 Uiso 1 1 calc R U . . .
H22C H -0.2884 -0.7927 -0.2605 0.137 Uiso 1 1 calc R U . . .
C31A C -0.6003(11) -0.2833(10) -0.6374(12) 0.111(3) Uani 0.77(3) 1 d . U P A 2
H31A H -0.6292 -0.2871 -0.6962 0.166 Uiso 0.77(3) 1 calc R U P A 2
H31B H -0.5777 -0.2215 -0.6255 0.166 Uiso 0.77(3) 1 calc R U P A 2
H31C H -0.6557 -0.3011 -0.5958 0.166 Uiso 0.77(3) 1 calc R U P A 2
C28B C -0.429(2) -0.3449(16) -0.577(2) 0.081(7) Uani 0.23(3) 1 d D U P A 1
H28B H -0.4253 -0.2903 -0.5453 0.097 Uiso 0.23(3) 1 calc R U P A 1
C27A C -0.512(3) -0.3523(15) -0.6265(15) 0.075(5) Uani 0.23(3) 1 d D U P A 1
C31B C -0.573(3) -0.262(2) -0.608(3) 0.087(6) Uani 0.23(3) 1 d . U P A 1
H31D H -0.5219 -0.2124 -0.6071 0.130 Uiso 0.23(3) 1 calc R U P A 1
H31E H -0.6094 -0.2663 -0.5518 0.130 Uiso 0.23(3) 1 calc R U P A 1
H31F H -0.6266 -0.2520 -0.6536 0.130 Uiso 0.23(3) 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C10 1.906(3) . ?
C9 C14 1.412(4) . ?
C9 C10 1.403(4) . ?
C9 C8 1.429(4) . ?
C15 C20 1.414(4) . ?
C15 C16 1.401(4) . ?
C15 B1 1.569(4) . ?
C6 C7 1.432(4) . ?
C6 C5 1.392(5) . ?
C6 C1 1.382(5) . ?
C14 C13 1.395(4) . ?
C14 B1 1.583(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.393(4) . ?
C19 C18 1.382(5) . ?
C10 C11 1.374(5) . ?
C20 C23 1.507(5) . ?
C16 C17 1.397(5) . ?
C16 C21 1.511(5) . ?
C8 C7 1.200(5) . ?
C13 H13 0.9300 . ?
C13 C12 1.386(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.371(5) . ?
C18 C22 1.510(5) . ?
C25 C26 1.3900 . ?
C25 C24 1.3900 . ?
C25 C30 1.503(4) . ?
C26 H26A 0.9300 . ?
C26 H26 0.9300 . ?
C26 C27B 1.3900 . ?
C26 C27A 1.384(17) . ?
C27B C28A 1.3900 . ?
C27B C31A 1.563(8) . ?
C28A H28A 0.9300 . ?
C28A C29 1.3900 . ?
C29 C24 1.3900 . ?
C29 C32 1.507(5) . ?
C29 C28B 1.50(2) . ?
C24 B1 1.604(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.383(6) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C12 H12 0.9300 . ?
C12 C11 1.370(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.387(6) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C11 H11 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.357(7) . ?
C4 H4 0.9300 . ?
C4 C3 1.352(7) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C3 H3 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C31A H31A 0.9600 . ?
C31A H31B 0.9600 . ?
C31A H31C 0.9600 . ?
C28B H28B 0.9300 . ?
C28B C27A 1.26(3) . ?
C27A C31B 1.54(3) . ?
C31B H31D 0.9600 . ?
C31B H31E 0.9600 . ?
C31B H31F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 C9 C8 122.6(3) . . ?
C10 C9 C14 117.7(3) . . ?
C10 C9 C8 119.6(3) . . ?
C20 C15 B1 120.4(3) . . ?
C16 C15 C20 117.8(3) . . ?
C16 C15 B1 121.8(3) . . ?
C5 C6 C7 121.3(3) . . ?
C1 C6 C7 120.4(3) . . ?
C1 C6 C5 118.3(3) . . ?
C9 C14 B1 124.1(3) . . ?
C13 C14 C9 118.4(3) . . ?
C13 C14 B1 117.4(3) . . ?
C20 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C18 C19 C20 122.1(3) . . ?
C9 C10 Br1 119.6(2) . . ?
C11 C10 Br1 117.7(2) . . ?
C11 C10 C9 122.7(3) . . ?
C15 C20 C23 122.6(3) . . ?
C19 C20 C15 119.9(3) . . ?
C19 C20 C23 117.5(3) . . ?
C15 C16 C21 123.0(3) . . ?
C17 C16 C15 120.1(3) . . ?
C17 C16 C21 116.9(3) . . ?
C7 C8 C9 177.1(3) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 C14 121.9(3) . . ?
C12 C13 H13 119.0 . . ?
C16 C17 H17 118.8 . . ?
C18 C17 C16 122.4(3) . . ?
C18 C17 H17 118.8 . . ?
C8 C7 C6 177.3(4) . . ?
C19 C18 C22 120.5(4) . . ?
C17 C18 C19 117.7(3) . . ?
C17 C18 C22 121.8(3) . . ?
C26 C25 C24 120.0 . . ?
C26 C25 C30 116.5(2) . . ?
C24 C25 C30 123.5(2) . . ?
C25 C26 H26A 120.0 . . ?
C25 C26 H26 118.2 . . ?
C25 C26 C27B 120.0 . . ?
C27B C26 H26A 120.0 . . ?
C27A C26 C25 123.6(11) . . ?
C27A C26 H26 118.2 . . ?
C26 C27B C28A 120.0 . . ?
C26 C27B C31A 113.9(9) . . ?
C28A C27B C31A 126.0(9) . . ?
C27B C28A H28A 120.0 . . ?
C29 C28A C27B 120.0 . . ?
C29 C28A H28A 120.0 . . ?
C28A C29 C32 116.9(2) . . ?
C24 C29 C28A 120.0 . . ?
C24 C29 C32 123.1(2) . . ?
C24 C29 C28B 111.9(14) . . ?
C28B C29 C32 124.9(14) . . ?
C25 C24 B1 120.15(16) . . ?
C29 C24 C25 120.0 . . ?
C29 C24 B1 119.51(17) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 120.1(4) . . ?
C4 C5 H5 120.0 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.7(3) . . ?
C11 C12 H12 120.1 . . ?
C6 C1 H1 120.0 . . ?
C6 C1 C2 120.0(4) . . ?
C2 C1 H1 120.0 . . ?
C15 B1 C14 122.4(3) . . ?
C15 B1 C24 120.2(2) . . ?
C14 B1 C24 117.4(2) . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.2(3) . . ?
C12 C11 H11 120.4 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.9(4) . . ?
C3 C2 H2 119.6 . . ?
C5 C4 H4 119.6 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4 119.6 . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(4) . . ?
C4 C3 H3 120.1 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C27B C31A H31A 109.5 . . ?
C27B C31A H31B 109.5 . . ?
C27B C31A H31C 109.5 . . ?
H31A C31A H31B 109.5 . . ?
H31A C31A H31C 109.5 . . ?
H31B C31A H31C 109.5 . . ?
C29 C28B H28B 115.1 . . ?
C27A C28B C29 130(2) . . ?
C27A C28B H28B 115.1 . . ?
C26 C27A C31B 142(3) . . ?
C28B C27A C26 113(2) . . ?
C28B C27A C31B 102(2) . . ?
C27A C31B H31D 109.5 . . ?
C27A C31B H31E 109.5 . . ?
C27A C31B H31F 109.5 . . ?
H31D C31B H31E 109.5 . . ?
H31D C31B H31F 109.5 . . ?
H31E C31B H31F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C10 C11 C12 176.6(3) . . . . ?
C9 C14 C13 C12 -3.6(5) . . . . ?
C9 C14 B1 C15 38.7(4) . . . . ?
C9 C14 B1 C24 -144.4(3) . . . . ?
C9 C10 C11 C12 -2.8(5) . . . . ?
C15 C16 C17 C18 2.0(5) . . . . ?
C6 C5 C4 C3 -0.9(8) . . . . ?
C6 C1 C2 C3 -0.5(6) . . . . ?
C14 C9 C10 Br1 -176.1(2) . . . . ?
C14 C9 C10 C11 3.3(5) . . . . ?
C14 C13 C12 C11 4.2(6) . . . . ?
C10 C9 C14 C13 -0.1(4) . . . . ?
C10 C9 C14 B1 -177.7(3) . . . . ?
C20 C15 C16 C17 -1.5(5) . . . . ?
C20 C15 C16 C21 -178.6(3) . . . . ?
C20 C15 B1 C14 -130.7(3) . . . . ?
C20 C15 B1 C24 52.5(4) . . . . ?
C20 C19 C18 C17 0.0(5) . . . . ?
C20 C19 C18 C22 -178.3(4) . . . . ?
C16 C15 C20 C19 0.3(4) . . . . ?
C16 C15 C20 C23 -178.5(3) . . . . ?
C16 C15 B1 C14 51.2(4) . . . . ?
C16 C15 B1 C24 -125.6(3) . . . . ?
C16 C17 C18 C19 -1.2(5) . . . . ?
C16 C17 C18 C22 177.0(4) . . . . ?
C8 C9 C14 C13 -179.5(3) . . . . ?
C8 C9 C14 B1 2.9(4) . . . . ?
C8 C9 C10 Br1 3.3(4) . . . . ?
C8 C9 C10 C11 -177.3(3) . . . . ?
C13 C14 B1 C15 -138.9(3) . . . . ?
C13 C14 B1 C24 38.0(4) . . . . ?
C13 C12 C11 C10 -1.0(6) . . . . ?
C7 C6 C5 C4 -179.2(4) . . . . ?
C7 C6 C1 C2 179.9(4) . . . . ?
C18 C19 C20 C15 0.4(5) . . . . ?
C18 C19 C20 C23 179.3(3) . . . . ?
C25 C26 C27B C28A 0.0 . . . . ?
C25 C26 C27B C31A -176.3(7) . . . . ?
C25 C26 C27A C28B 15(3) . . . . ?
C25 C26 C27A C31B 169(4) . . . . ?
C25 C24 B1 C15 -121.1(2) . . . . ?
C25 C24 B1 C14 62.0(3) . . . . ?
C26 C25 C24 C29 0.0 . . . . ?
C26 C25 C24 B1 173.3(3) . . . . ?
C26 C27B C28A C29 0.0 . . . . ?
C27B C26 C27A C28B -45(8) . . . . ?
C27B C26 C27A C31B 109(12) . . . . ?
C27B C28A C29 C24 0.0 . . . . ?
C27B C28A C29 C32 177.5(3) . . . . ?
C27B C28A C29 C28B 11(9) . . . . ?
C28A C29 C24 C25 0.0 . . . . ?
C28A C29 C24 B1 -173.3(3) . . . . ?
C28A C29 C28B C27A -158(11) . . . . ?
C29 C24 B1 C15 52.3(3) . . . . ?
C29 C24 B1 C14 -124.7(3) . . . . ?
C29 C28B C27A C26 -18(4) . . . . ?
C29 C28B C27A C31B 178(3) . . . . ?
C24 C25 C26 C27B 0.0 . . . . ?
C24 C25 C26 C27A -7(2) . . . . ?
C24 C29 C28B C27A 12(4) . . . . ?
C5 C6 C1 C2 0.7(5) . . . . ?
C5 C4 C3 C2 1.0(8) . . . . ?
C21 C16 C17 C18 179.3(4) . . . . ?
C1 C6 C5 C4 0.0(6) . . . . ?
C1 C2 C3 C4 -0.4(8) . . . . ?
B1 C15 C20 C19 -177.9(3) . . . . ?
B1 C15 C20 C23 3.3(5) . . . . ?
B1 C15 C16 C17 176.7(3) . . . . ?
B1 C15 C16 C21 -0.4(5) . . . . ?
B1 C14 C13 C12 174.2(3) . . . . ?
C32 C29 C24 C25 -177.4(3) . . . . ?
C32 C29 C24 B1 9.3(4) . . . . ?
C32 C29 C28B C27A -172(3) . . . . ?
C30 C25 C26 C27B -178.9(3) . . . . ?
C30 C25 C26 C27A 174.5(19) . . . . ?
C30 C25 C24 C29 178.8(3) . . . . ?
C30 C25 C24 B1 -7.9(3) . . . . ?
C31A C27B C28A C29 175.9(7) . . . . ?
C28B C29 C24 C25 -1.7(14) . . . . ?
C28B C29 C24 B1 -175.0(12) . . . . ?
C27A C26 C27B C28A 124(9) . . . . ?
C27A C26 C27B C31A -52(9) . . . . ?

_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 1.480
_oxdiff_exptl_absorpt_empirical_full_min 0.628
####################################################################### 
# 
# 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_xyb_0222-1_auto
_database_code_depnum_ccdc_archive 'CCDC 2169200'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Pan'
;Lanzhou University
China
;
_audit_update_record             
;
2023-03-01 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;
_audit_creation_date             2023-02-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H30 B Br'
_chemical_formula_sum            'C32 H30 B Br'
_chemical_formula_weight         505.28
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
B B 0.0090 0.0039 '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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.18719(19)
_cell_length_b                   14.6021(2)
_cell_length_c                   15.1221(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2691.11(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7952
_cell_measurement_temperature    299.50(18)
_cell_measurement_theta_max      76.1200
_cell_measurement_theta_min      4.1840
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.957
_exptl_absorpt_coefficient_mu    2.191
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.015
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9650
_diffrn_reflns_point_group_measured_fraction_full 0.924
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.319
_diffrn_reflns_theta_min         4.209
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.50(18)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_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     40.00  68.00   0.50    0.07    --  109.62 -61.00  60.00   56
  2  ω     50.00 108.00   0.50    0.07    --  109.62-125.00   0.00  116
  3  ω     41.00 107.00   0.50    0.07    --  109.62-106.00 -82.00  132
  4  ω     36.00  61.00   0.50    0.07    --  109.62 -61.00   0.00   50
  5  ω     90.00 175.00   0.50    0.07    --  109.62  24.00 -91.00  170
  6  ω     79.00 116.00   0.50    0.05    --   44.32 179.00  60.00   74
  7  ω     -9.00  32.00   0.50    0.05    --  -44.32  24.00 -91.00   82
  8  ω    -56.00 -28.00   0.50    0.07    -- -100.00  61.00-180.00   56
  9  ω    -54.00 -27.00   0.50    0.07    -- -100.00  45.00-180.00   54
 10  ω    -50.00 -25.00   0.50    0.07    -- -100.00  45.00 -30.00   50
 11  ω    -29.00  25.00   0.50    0.05    --  -44.32  19.00  30.00  108
 12  ω    -29.00  33.00   0.50    0.05    --  -44.32  19.00 150.00  124
 13  ω    -54.00 -29.00   0.50    0.07    -- -100.00  45.00  60.00   50
 14  ω    -83.00 -56.00   0.50    0.07    -- -100.00 112.00 106.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0394849000
_diffrn_orient_matrix_UB_12      0.0861568000
_diffrn_orient_matrix_UB_13      -0.0494322000
_diffrn_orient_matrix_UB_21      -0.0045843000
_diffrn_orient_matrix_UB_22      -0.0550596000
_diffrn_orient_matrix_UB_23      -0.0868214000
_diffrn_orient_matrix_UB_31      -0.1200044000
_diffrn_orient_matrix_UB_32      -0.0262365000
_diffrn_orient_matrix_UB_33      0.0196064000
_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              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.610
_reflns_Friedel_fraction_full    0.829
_reflns_Friedel_fraction_max     0.749
_reflns_number_gt                4572
_reflns_number_total             4881
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (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 2013/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.089
_refine_ls_abs_structure_details 
;
 Flack x determined using 1679 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.015(17)
_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     313
_refine_ls_number_reflns         4881
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.104
_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)+(0.0681P)²+0.0786P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1039
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C19, C18, C17, C16, C15, C20
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3.a Aromatic/amide H refined with riding coordinates:
 C19(H19), C1(H1), C5(H5), C26(H26), C12(H12), C11(H11), C28(H28), C2(H2),
 C13(H13), C4(H4), C17(H17), C3(H3)
3.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C32(H32A,H32B,H32C), C31(H31A,H31B,H31C), C22(H22A,H22B,
 H22C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C)
;
_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 0.97862(4) 0.20062(3) 0.82869(3) 0.07628(17) Uani 1 1 d . . . . .
C6 C 0.7710(2) 0.0930(2) 0.5913(2) 0.0522(7) Uani 1 1 d . . . . .
C9 C 0.8631(2) 0.3265(2) 0.7166(2) 0.0467(6) Uani 1 1 d . . . . .
C8 C 0.8266(2) 0.2460(2) 0.6719(2) 0.0517(6) Uani 1 1 d . . . . .
C10 C 0.9359(3) 0.3185(2) 0.7881(2) 0.0523(7) Uani 1 1 d . . . . .
C15 C 0.6646(2) 0.5169(2) 0.6211(2) 0.0506(6) Uani 1 1 d . U . . .
C14 C 0.8282(2) 0.4155(2) 0.6920(2) 0.0476(6) Uani 1 1 d . . . . .
C7 C 0.7997(3) 0.1755(2) 0.6367(2) 0.0556(7) Uani 1 1 d . . . . .
C20 C 0.6623(3) 0.5899(2) 0.5605(2) 0.0599(7) Uani 1 1 d . U . . .
C29 C 0.8593(2) 0.3743(2) 0.4759(2) 0.0558(7) Uani 1 1 d . . . . .
C19 C 0.5791(4) 0.6558(3) 0.5665(3) 0.0746(9) Uani 1 1 d . U . . .
H19 H 0.5799 0.7049 0.5273 0.090 Uiso 1 1 calc R U . . .
C1 C 0.7686(3) 0.0901(3) 0.4999(3) 0.0644(8) Uani 1 1 d . . . . .
H1 H 0.7856 0.1423 0.4674 0.077 Uiso 1 1 calc R U . . .
C5 C 0.7435(4) 0.0140(3) 0.6383(3) 0.0735(10) Uani 1 1 d . . . . .
H5 H 0.7440 0.0143 0.6998 0.088 Uiso 1 1 calc R U . . .
C26 C 0.6729(3) 0.3010(3) 0.3997(2) 0.0575(7) Uani 1 1 d . . . . .
H26 H 0.6102 0.2757 0.3746 0.069 Uiso 1 1 calc R U . . .
C30 C 0.7590(2) 0.3831(2) 0.5208(2) 0.0471(6) Uani 1 1 d . . . . .
C12 C 0.9448(3) 0.4804(3) 0.8067(3) 0.0689(9) Uani 1 1 d . . . . .
H12 H 0.9740 0.5318 0.8344 0.083 Uiso 1 1 calc R U . . .
C11 C 0.9774(3) 0.3939(3) 0.8318(2) 0.0626(8) Uani 1 1 d . . . . .
H11 H 1.0271 0.3863 0.8779 0.075 Uiso 1 1 calc R U . . .
C25 C 0.6648(2) 0.3458(2) 0.4810(2) 0.0505(6) Uani 1 1 d . . . . .
C28 C 0.8628(3) 0.3305(3) 0.3942(2) 0.0621(8) Uani 1 1 d . . . . .
H28 H 0.9296 0.3264 0.3648 0.075 Uiso 1 1 calc R U . . .
C2 C 0.7410(4) 0.0097(4) 0.4564(3) 0.0817(12) Uani 1 1 d . . . . .
H2 H 0.7400 0.0082 0.3950 0.098 Uiso 1 1 calc R U . . .
C13 C 0.8682(3) 0.4903(2) 0.7399(2) 0.0597(8) Uani 1 1 d . . . . .
H13 H 0.8424 0.5486 0.7265 0.072 Uiso 1 1 calc R U . . .
C16 C 0.5835(3) 0.5149(2) 0.6879(2) 0.0595(7) Uani 1 1 d . U . . .
B1 B 0.7502(2) 0.4361(2) 0.6111(2) 0.0459(7) Uani 1 1 d . . . . .
C33 C 0.7774(4) 0.2421(4) 0.2687(3) 0.0893(13) Uani 1 1 d . . . . .
H33A H 0.8330 0.1956 0.2723 0.134 Uiso 1 1 calc R U . . .
H33B H 0.7953 0.2841 0.2220 0.134 Uiso 1 1 calc R U . . .
H33C H 0.7078 0.2141 0.2567 0.134 Uiso 1 1 calc R U . . .
C18 C 0.4974(4) 0.6509(3) 0.6275(3) 0.0766(9) Uani 1 1 d . U . . .
C32 C 0.5533(3) 0.3486(3) 0.5244(3) 0.0762(11) Uani 1 1 d . . . . .
H32A H 0.5293 0.4110 0.5292 0.114 Uiso 1 1 calc R U . . .
H32B H 0.5579 0.3220 0.5823 0.114 Uiso 1 1 calc R U . . .
H32C H 0.5018 0.3146 0.4893 0.114 Uiso 1 1 calc R U . . .
C4 C 0.7156(4) -0.0650(3) 0.5927(4) 0.0872(13) Uani 1 1 d . . . . .
H4 H 0.6968 -0.1174 0.6242 0.105 Uiso 1 1 calc R U . . .
C27 C 0.7716(3) 0.2933(3) 0.3555(2) 0.0618(8) Uani 1 1 d . . . . .
C17 C 0.5010(3) 0.5806(3) 0.6893(3) 0.0740(9) Uani 1 1 d . U . . .
H17 H 0.4470 0.5774 0.7327 0.089 Uiso 1 1 calc R U . . .
C3 C 0.7151(4) -0.0672(3) 0.5032(4) 0.0846(13) Uani 1 1 d . . . . .
H3 H 0.6972 -0.1211 0.4736 0.102 Uiso 1 1 calc R U . . .
C31 C 0.9657(3) 0.4132(4) 0.5105(3) 0.0790(11) Uani 1 1 d . . . . .
H31A H 0.9534 0.4741 0.5324 0.119 Uiso 1 1 calc R U . . .
H31B H 1.0187 0.4152 0.4636 0.119 Uiso 1 1 calc R U . . .
H31C H 0.9928 0.3752 0.5575 0.119 Uiso 1 1 calc R U . . .
C22 C 0.5792(4) 0.4412(4) 0.7565(3) 0.0838(13) Uani 1 1 d . . . . .
H22A H 0.5732 0.3826 0.7282 0.126 Uiso 1 1 calc R U . . .
H22B H 0.5167 0.4508 0.7941 0.126 Uiso 1 1 calc R U . . .
H22C H 0.6450 0.4430 0.7914 0.126 Uiso 1 1 calc R U . . .
C21 C 0.7491(4) 0.6013(3) 0.4905(3) 0.0865(13) Uani 1 1 d . . . . .
H21A H 0.8198 0.6061 0.5181 0.130 Uiso 1 1 calc R U . . .
H21B H 0.7347 0.6558 0.4570 0.130 Uiso 1 1 calc R U . . .
H21C H 0.7483 0.5492 0.4517 0.130 Uiso 1 1 calc R U . . .
C23 C 0.4065(5) 0.7216(4) 0.6309(5) 0.132(3) Uani 1 1 d . . . . .
H23A H 0.4329 0.7786 0.6075 0.198 Uiso 1 1 calc R U . . .
H23B H 0.3837 0.7302 0.6911 0.198 Uiso 1 1 calc R U . . .
H23C H 0.3453 0.7009 0.5963 0.198 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
Br1 C10 1.901(3) . ?
C6 C7 1.430(5) . ?
C6 C1 1.383(5) . ?
C6 C5 1.396(5) . ?
C9 C8 1.427(4) . ?
C9 C10 1.403(4) . ?
C9 C14 1.418(4) . ?
C8 C7 1.205(5) . ?
C10 C11 1.380(5) . ?
C15 C20 1.406(5) . ?
C15 C16 1.413(5) . ?
C15 B1 1.583(4) . ?
C14 C13 1.398(5) . ?
C14 B1 1.578(4) . ?
C20 C19 1.401(5) . ?
C20 C21 1.506(6) . ?
C29 C30 1.405(4) . ?
C29 C28 1.392(5) . ?
C29 C31 1.509(5) . ?
C19 H19 0.9300 . ?
C19 C18 1.359(7) . ?
C1 H1 0.9300 . ?
C1 C2 1.387(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.386(6) . ?
C26 H26 0.9300 . ?
C26 C25 1.396(5) . ?
C26 C27 1.380(5) . ?
C30 C25 1.406(4) . ?
C30 B1 1.572(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.378(6) . ?
C12 C13 1.382(5) . ?
C11 H11 0.9300 . ?
C25 C32 1.510(4) . ?
C28 H28 0.9300 . ?
C28 C27 1.369(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.364(7) . ?
C13 H13 0.9300 . ?
C16 C17 1.390(5) . ?
C16 C22 1.495(6) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C33 C27 1.512(5) . ?
C18 C17 1.390(7) . ?
C18 C23 1.516(6) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C4 H4 0.9300 . ?
C4 C3 1.354(7) . ?
C17 H17 0.9300 . ?
C3 H3 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C6 C7 120.7(3) . . ?
C1 C6 C5 118.6(3) . . ?
C5 C6 C7 120.7(3) . . ?
C10 C9 C8 119.6(3) . . ?
C10 C9 C14 117.9(3) . . ?
C14 C9 C8 122.5(3) . . ?
C7 C8 C9 176.5(3) . . ?
C9 C10 Br1 119.8(2) . . ?
C11 C10 Br1 117.8(2) . . ?
C11 C10 C9 122.4(3) . . ?
C20 C15 C16 117.9(3) . . ?
C20 C15 B1 121.1(3) . . ?
C16 C15 B1 120.9(3) . . ?
C9 C14 B1 124.0(3) . . ?
C13 C14 C9 118.4(3) . . ?
C13 C14 B1 117.6(3) . . ?
C8 C7 C6 177.3(4) . . ?
C15 C20 C21 121.9(3) . . ?
C19 C20 C15 119.5(4) . . ?
C19 C20 C21 118.6(4) . . ?
C30 C29 C31 123.1(3) . . ?
C28 C29 C30 119.8(3) . . ?
C28 C29 C31 117.0(3) . . ?
C20 C19 H19 118.7 . . ?
C18 C19 C20 122.5(4) . . ?
C18 C19 H19 118.7 . . ?
C6 C1 H1 119.8 . . ?
C6 C1 C2 120.3(4) . . ?
C2 C1 H1 119.8 . . ?
C6 C5 H5 120.2 . . ?
C4 C5 C6 119.6(4) . . ?
C4 C5 H5 120.2 . . ?
C25 C26 H26 119.1 . . ?
C27 C26 H26 119.1 . . ?
C27 C26 C25 121.7(3) . . ?
C29 C30 C25 117.9(3) . . ?
C29 C30 B1 121.6(3) . . ?
C25 C30 B1 120.5(3) . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.5(3) . . ?
C13 C12 H12 120.3 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.5(3) . . ?
C12 C11 H11 120.2 . . ?
C26 C25 C30 120.1(3) . . ?
C26 C25 C32 117.3(3) . . ?
C30 C25 C32 122.5(3) . . ?
C29 C28 H28 118.7 . . ?
C27 C28 C29 122.5(3) . . ?
C27 C28 H28 118.7 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 H2 119.7 . . ?
C14 C13 H13 118.9 . . ?
C12 C13 C14 122.2(3) . . ?
C12 C13 H13 118.9 . . ?
C15 C16 C22 122.4(3) . . ?
C17 C16 C15 120.2(4) . . ?
C17 C16 C22 117.4(4) . . ?
C14 B1 C15 117.7(3) . . ?
C30 B1 C15 119.6(3) . . ?
C30 B1 C14 122.6(3) . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C27 C33 H33A 109.5 . . ?
C27 C33 H33B 109.5 . . ?
C27 C33 H33C 109.5 . . ?
C19 C18 C17 118.2(4) . . ?
C19 C18 C23 121.5(5) . . ?
C17 C18 C23 120.2(5) . . ?
C25 C32 H32A 109.5 . . ?
C25 C32 H32B 109.5 . . ?
C25 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C5 C4 H4 119.4 . . ?
C3 C4 C5 121.2(4) . . ?
C3 C4 H4 119.4 . . ?
C26 C27 C33 120.1(4) . . ?
C28 C27 C26 117.9(3) . . ?
C28 C27 C33 122.0(4) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.5(4) . . ?
C18 C17 H17 119.3 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(4) . . ?
C4 C3 H3 120.1 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C10 C11 C12 -177.3(3) . . . . ?
C6 C1 C2 C3 0.4(6) . . . . ?
C6 C5 C4 C3 0.5(8) . . . . ?
C9 C10 C11 C12 1.8(5) . . . . ?
C9 C14 C13 C12 3.7(5) . . . . ?
C9 C14 B1 C15 144.4(3) . . . . ?
C9 C14 B1 C30 -38.9(4) . . . . ?
C8 C9 C10 Br1 -3.5(4) . . . . ?
C8 C9 C10 C11 177.4(3) . . . . ?
C8 C9 C14 C13 179.8(3) . . . . ?
C8 C9 C14 B1 -2.6(5) . . . . ?
C10 C9 C14 C13 0.1(4) . . . . ?
C10 C9 C14 B1 177.7(3) . . . . ?
C15 C20 C19 C18 -2.2(5) . . . . ?
C15 C16 C17 C18 -1.7(6) . . . . ?
C14 C9 C10 Br1 176.2(2) . . . . ?
C14 C9 C10 C11 -2.9(5) . . . . ?
C7 C6 C1 C2 179.8(4) . . . . ?
C7 C6 C5 C4 179.8(4) . . . . ?
C20 C15 C16 C17 3.6(5) . . . . ?
C20 C15 C16 C22 -179.1(4) . . . . ?
C20 C15 B1 C14 123.8(3) . . . . ?
C20 C15 B1 C30 -53.0(4) . . . . ?
C20 C19 C18 C17 4.1(6) . . . . ?
C20 C19 C18 C23 -178.2(4) . . . . ?
C29 C30 C25 C26 0.5(5) . . . . ?
C29 C30 C25 C32 178.1(3) . . . . ?
C29 C30 B1 C15 125.4(3) . . . . ?
C29 C30 B1 C14 -51.2(4) . . . . ?
C29 C28 C27 C26 0.7(6) . . . . ?
C29 C28 C27 C33 -177.1(4) . . . . ?
C19 C18 C17 C16 -2.1(6) . . . . ?
C1 C6 C5 C4 0.5(6) . . . . ?
C1 C2 C3 C4 0.5(8) . . . . ?
C5 C6 C1 C2 -0.9(5) . . . . ?
C5 C4 C3 C2 -0.9(8) . . . . ?
C30 C29 C28 C27 -1.3(5) . . . . ?
C11 C12 C13 C14 -4.9(6) . . . . ?
C25 C26 C27 C28 0.5(5) . . . . ?
C25 C26 C27 C33 178.4(4) . . . . ?
C25 C30 B1 C15 -52.3(4) . . . . ?
C25 C30 B1 C14 131.1(3) . . . . ?
C28 C29 C30 C25 0.7(5) . . . . ?
C28 C29 C30 B1 -177.1(3) . . . . ?
C13 C14 B1 C15 -38.0(4) . . . . ?
C13 C14 B1 C30 138.7(3) . . . . ?
C13 C12 C11 C10 2.1(6) . . . . ?
C16 C15 C20 C19 -1.7(5) . . . . ?
C16 C15 C20 C21 176.2(3) . . . . ?
C16 C15 B1 C14 -60.5(4) . . . . ?
C16 C15 B1 C30 122.8(3) . . . . ?
B1 C15 C20 C19 174.1(3) . . . . ?
B1 C15 C20 C21 -8.0(5) . . . . ?
B1 C15 C16 C17 -172.3(3) . . . . ?
B1 C15 C16 C22 5.0(5) . . . . ?
B1 C14 C13 C12 -174.0(3) . . . . ?
B1 C30 C25 C26 178.3(3) . . . . ?
B1 C30 C25 C32 -4.1(5) . . . . ?
C27 C26 C25 C30 -1.1(5) . . . . ?
C27 C26 C25 C32 -178.8(4) . . . . ?
C31 C29 C30 C25 178.5(3) . . . . ?
C31 C29 C30 B1 0.8(5) . . . . ?
C31 C29 C28 C27 -179.3(4) . . . . ?
C22 C16 C17 C18 -179.1(4) . . . . ?
C21 C20 C19 C18 179.8(4) . . . . ?
C23 C18 C17 C16 -179.9(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 1.821
_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_xieybyb_0330_6_300K
_database_code_depnum_ccdc_archive 'CCDC 2169199'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Pan'
;Lanzhou University
China
;
_audit_update_record             
;
2023-03-01 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;
_audit_creation_date             2023-02-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C32 H30 B Br'
_chemical_formula_sum            'C32 H30 B Br'
_chemical_formula_weight         505.32
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00963 0.00408 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.67402 1.33011 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   9.3313(3)
_cell_length_b                   12.1551(3)
_cell_length_c                   12.7667(3)
_cell_angle_alpha                71.773(2)
_cell_angle_beta                 81.625(2)
_cell_angle_gamma                81.167(2)
_cell_volume                     1351.70(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7386
_cell_measurement_temperature    275.5(3)
_cell_measurement_theta_max      75.0720
_cell_measurement_theta_min      3.6280
_exptl_absorpt_coefficient_mu    2.181
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56538
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2414
_exptl_crystal_description       block
_exptl_crystal_F_000             523.8401
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14216
_diffrn_reflns_theta_full        76.2761
_diffrn_reflns_theta_max         76.28
_diffrn_reflns_theta_min         3.66
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      275.5(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9326
_diffrn_measured_fraction_theta_max 0.9326
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     11.00  36.00   0.50    0.05    --   42.80-111.00   8.00   50
  2  ω     36.00  95.00   0.50    0.06    --  109.26-111.00   8.00  118
  3  ω     80.00 105.00   0.50    0.06    --  109.26 -94.00  60.00   50
  4  ω     36.00 102.00   0.50    0.06    --  109.26 -77.00   0.00  132
  5  ω     36.00  67.00   0.50    0.06    --  109.26 -61.00  60.00   62
  6  ω    -14.00  15.00   0.50    0.05    --   42.80 -19.00 120.00   58
  7  ω    -37.00  17.00   0.50    0.05    --   42.80 -19.00  90.00  108
  8  ω     81.00 170.00   0.50    0.06    --  109.26  77.00 120.00  178
  9  ω     89.00 114.00   0.50    0.06    --  109.26 111.00 101.00   50
 10  ω     66.00 169.00   0.50    0.06    --  109.26  15.00 -90.00  206
 11  ω     56.00  82.00   0.50    0.06    --  109.26 -94.00-150.00   52
 12  ω     38.00  77.00   0.50    0.06    --  109.26 -94.00-180.00   78
 13  ω     43.00  98.00   0.50    0.06    --  109.26 -77.00-120.00  110
 14  ω     39.00 103.00   0.50    0.06    --  109.26 -77.00-180.00  128
 15  ω    -33.00  23.00   0.50    0.05    --   42.80 -19.00-150.00  112
 16  ω    -45.00  32.00   0.50    0.05    --  -42.80  37.00   0.00  154
 17  ω    -51.00 -25.00   0.50    0.06    -- -100.00  45.00  60.00   52
 18  ω    -60.00  29.00   0.50    0.05    --  -42.80  57.00  90.00  178
 19  ω    -52.00 -25.00   0.50    0.06    -- -100.00  45.00 150.00   54
 20  ω    -87.00 -50.00   0.50    0.05    --  -42.80 111.00 101.00   74
 21  ω   -104.00 -53.00   0.50    0.06    -- -100.00 -15.00  30.00  102
 22  ω    -54.00 -25.00   0.50    0.06    -- -100.00  45.00 -30.00   58
 23  ω    -54.00 -29.00   0.50    0.06    -- -100.00  45.00 -60.00   50
 24  ω    -53.00 -28.00   0.50    0.06    -- -100.00 125.00-120.00   50
 25  ω    -51.00 -24.00   0.50    0.06    -- -100.00  45.00-150.00   54
 26  ω    -60.00 -34.00   0.50    0.06    -- -100.00 125.00   0.00   52
 27  ω   -107.00 -54.00   0.50    0.06    -- -100.00 111.00 101.00  106
 28  ω   -111.00 -26.00   0.50    0.06    -- -100.00 125.00 120.00  170
 29  ω   -108.00 -82.00   0.50    0.06    -- -100.00 125.00 150.00   52
 30  ω   -111.00 -79.00   0.50    0.06    -- -100.00 125.00   0.00   64
 31  ω   -111.00 -26.00   0.50    0.06    -- -100.00 125.00 -90.00  170
 32  ω   -112.00 -81.00   0.50    0.06    -- -100.00 125.00-120.00   62
 33  ω   -138.00-109.00   0.50    0.06    -- -100.00 -15.00  30.00   58
 34  ω   -153.00 -71.00   0.50    0.06    -- -100.00 -77.00  90.00  164
 35  ω   -140.00 -97.00   0.50    0.06    -- -100.00-111.00   8.00   86
 36  ω   -112.00 -87.00   0.50    0.05    --  -42.80-179.00 120.00   50
 37  ω   -116.00 -29.00   0.50    0.05    --  -42.80 -77.00-120.00  174
 38  ω   -137.00 -79.00   0.50    0.06    -- -100.00 -45.00-150.00  116
 39  ω   -172.00-146.00   0.50    0.06    -- -100.00 -15.00  30.00   52
 40  ω   -175.00-150.00   0.50    0.06    -- -100.00 -45.00-150.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1219581000
_diffrn_orient_matrix_UB_12      0.0073308000
_diffrn_orient_matrix_UB_13      -0.0721111000
_diffrn_orient_matrix_UB_21      0.1132443000
_diffrn_orient_matrix_UB_22      0.0119549000
_diffrn_orient_matrix_UB_23      -0.1024213000
_diffrn_orient_matrix_UB_31      0.0228550000
_diffrn_orient_matrix_UB_32      -0.1335934000
_diffrn_orient_matrix_UB_33      0.0250324000
_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              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              14
_reflns_limit_k_min              -13
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                4308
_reflns_number_total             5284
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.4929
_refine_diff_density_min         -0.5797
_refine_diff_density_rms         0.0646
_refine_ls_d_res_high            0.7936
_refine_ls_d_res_low             12.0604
_refine_ls_goodness_of_fit_ref   1.0415
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    48
_refine_ls_number_parameters     313
_refine_ls_number_reflns         5284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      1.0415
_refine_ls_shift/su_max          0.0057
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0990P)²+0.1537P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1448
_refine_ls_wR_factor_ref         0.1549
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C17(H17), C19(H19), C26(H26), C28(H28)
2.b Idealised Me refined as rotating group:
 C21(H21a,H21b,H21c), C22(H22a,H22b,H22c), C23(H23a,H23b,H23c), C30(H30a,H30b,
 H30c), C31(H31a,H31b,H31c), C32(H32a,H32b,H32c)
;
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_refinement_flags_posn
B1 B 0.2733(3) 0.8026(2) 0.6916(2) 0.0602(5) Uani 1.000000 .
Br1 Br 0.72856(3) 0.52168(3) 0.90545(2) 0.09466(18) Uani 1.000000 .
C1 C 0.6250(3) 0.6676(2) 0.8396(2) 0.0704(6) Uani 1.000000 .
C2 C 0.6806(3) 0.7668(3) 0.8376(3) 0.0861(8) Uani 1.000000 .
H2 H 0.7685(3) 0.7611(3) 0.8662(3) 0.1033(9) Uiso 1.000000 R
C3 C 0.6060(3) 0.8740(3) 0.7935(3) 0.0937(9) Uani 1.000000 .
H3 H 0.6440(3) 0.9412(3) 0.7911(3) 0.1124(11) Uiso 1.000000 R
C4 C 0.4739(3) 0.8823(2) 0.7523(3) 0.0803(7) Uani 1.000000 .
H4 H 0.4216(3) 0.9552(2) 0.7264(3) 0.0963(8) Uiso 1.000000 R
C5 C 0.4176(2) 0.78359(19) 0.7489(2) 0.0627(5) Uani 1.000000 .
C6 C 0.4955(2) 0.67320(19) 0.79398(18) 0.0613(5) Uani 1.000000 .
C7 C 0.4400(3) 0.5689(2) 0.7971(2) 0.0653(5) Uani 1.000000 .
C8 C 0.3958(3) 0.4801(2) 0.8035(2) 0.0710(6) Uani 1.000000 .
C9 C 0.3476(3) 0.3703(2) 0.8119(2) 0.0713(6) Uani 1.000000 .
C10 C 0.2341(5) 0.3658(3) 0.7561(4) 0.1084(12) Uani 1.000000 .
H10 H 0.1872(5) 0.4349(3) 0.7134(4) 0.1301(14) Uiso 1.000000 R
C11 C 0.1885(5) 0.2610(3) 0.7623(4) 0.1154(13) Uani 1.000000 .
H11 H 0.1114(5) 0.2599(3) 0.7241(4) 0.1385(15) Uiso 1.000000 R
C12 C 0.2559(4) 0.1600(3) 0.8241(3) 0.0986(10) Uani 1.000000 .
H12 H 0.2252(4) 0.0892(3) 0.8288(3) 0.1183(12) Uiso 1.000000 R
C13 C 0.3686(4) 0.1626(3) 0.8791(4) 0.1052(11) Uani 1.000000 .
H13 H 0.4150(4) 0.0930(3) 0.9214(4) 0.1263(13) Uiso 1.000000 R
C14 C 0.4157(4) 0.2676(2) 0.8732(3) 0.0883(8) Uani 1.000000 .
H14 H 0.4935(4) 0.2680(2) 0.9110(3) 0.1060(9) Uiso 1.000000 R
C15 C 0.2631(2) 0.74106(18) 0.60189(19) 0.0608(5) Uani 1.000000 .
C16 C 0.3800(3) 0.7332(2) 0.5193(2) 0.0717(6) Uani 1.000000 .
C17 C 0.3714(3) 0.6724(3) 0.4460(3) 0.0844(7) Uani 1.000000 .
H17 H 0.4494(3) 0.6682(3) 0.3925(3) 0.1013(9) Uiso 1.000000 R
C18 C 0.2510(4) 0.6175(3) 0.4493(3) 0.0849(8) Uani 1.000000 .
C19 C 0.1351(3) 0.6284(2) 0.5270(2) 0.0748(6) Uani 1.000000 .
H19 H 0.0520(3) 0.5939(2) 0.5291(2) 0.0897(7) Uiso 1.000000 R
C20 C 0.1379(3) 0.68893(19) 0.60201(19) 0.0633(5) Uani 1.000000 .
C21 C 0.5150(4) 0.7939(3) 0.5037(3) 0.0948(9) Uani 1.000000 .
H21a H 0.4871(4) 0.8715(10) 0.509(3) 0.1423(14) Uiso 1.000000 GR
H21b H 0.5772(16) 0.7512(15) 0.5602(16) 0.1423(14) Uiso 1.000000 GR
H21c H 0.5663(18) 0.798(2) 0.4321(11) 0.1423(14) Uiso 1.000000 GR
C22 C 0.2454(5) 0.5495(4) 0.3690(4) 0.1263(15) Uani 1.000000 .
H22a H 0.279(5) 0.4689(8) 0.4020(15) 0.190(2) Uiso 1.000000 GR
H22b H 0.1468(10) 0.556(3) 0.352(3) 0.190(2) Uiso 1.000000 GR
H22c H 0.307(4) 0.580(2) 0.3020(15) 0.190(2) Uiso 1.000000 GR
C23 C 0.0062(3) 0.6903(3) 0.6851(3) 0.0791(7) Uani 1.000000 .
H23a H 0.0309(8) 0.6436(17) 0.7574(4) 0.1187(10) Uiso 1.000000 GR
H23b H -0.0256(16) 0.7690(3) 0.6859(14) 0.1187(10) Uiso 1.000000 GR
H23c H -0.0707(9) 0.659(2) 0.6650(11) 0.1187(10) Uiso 1.000000 GR
C24 C 0.1472(2) 0.88866(19) 0.72832(19) 0.0615(5) Uani 1.000000 .
C25 C 0.0975(3) 0.99471(19) 0.6527(2) 0.0667(5) Uani 1.000000 .
C26 C -0.0156(3) 1.0688(2) 0.6878(3) 0.0761(7) Uani 1.000000 .
H26 H -0.0489(3) 1.1379(2) 0.6367(3) 0.0913(8) Uiso 1.000000 R
C27 C -0.0795(3) 1.0425(2) 0.7958(3) 0.0801(7) Uani 1.000000 .
C28 C -0.0292(3) 0.9395(2) 0.8705(3) 0.0770(7) Uani 1.000000 .
H28 H -0.0709(3) 0.9209(2) 0.9436(3) 0.0924(8) Uiso 1.000000 R
C29 C 0.0830(3) 0.8623(2) 0.8388(2) 0.0677(5) Uani 1.000000 .
C30 C 0.1674(4) 1.0304(2) 0.5345(3) 0.0839(7) Uani 1.000000 .
H30a H 0.2707(5) 1.028(2) 0.5342(3) 0.1259(11) Uiso 1.000000 GR
H30b H 0.149(2) 0.9775(13) 0.4971(7) 0.1259(11) Uiso 1.000000 GR
H30c H 0.127(2) 1.1080(9) 0.4970(7) 0.1259(11) Uiso 1.000000 GR
C31 C -0.2004(4) 1.1245(3) 0.8328(4) 0.1133(12) Uani 1.000000 .
H31a H -0.1593(5) 1.1862(17) 0.846(3) 0.1700(19) Uiso 1.000000 GR
H31b H -0.265(2) 1.157(2) 0.7761(12) 0.1700(19) Uiso 1.000000 GR
H31c H -0.253(2) 1.0825(8) 0.8999(15) 0.1700(19) Uiso 1.000000 GR
C32 C 0.1289(4) 0.7502(3) 0.9247(2) 0.0904(8) Uani 1.000000 .
H32a H 0.147(3) 0.6877(5) 0.8918(6) 0.1356(12) Uiso 1.000000 GR
H32b H 0.2162(17) 0.7574(9) 0.9523(16) 0.1356(12) Uiso 1.000000 GR
H32c H 0.0527(13) 0.7338(12) 0.9847(11) 0.1356(12) Uiso 1.000000 GR


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
B1 C5 1.577(3) . ?
B1 C15 1.571(3) . ?
B1 C24 1.570(3) . ?
Br1 C1 1.888(3) . ?
C1 C2 1.375(4) . ?
C1 C6 1.399(3) . ?
C2 C3 1.370(5) . ?
C3 C4 1.386(4) . ?
C4 C5 1.397(3) . ?
C5 C6 1.414(3) . ?
C6 C7 1.429(3) . ?
C7 C8 1.189(3) . ?
C8 C9 1.440(3) . ?
C9 C10 1.376(5) . ?
C9 C14 1.365(4) . ?
C10 C11 1.380(5) . ?
C11 C12 1.351(6) . ?
C12 C13 1.356(5) . ?
C13 C14 1.390(4) . ?
C15 C16 1.417(3) . ?
C15 C20 1.412(3) . ?
C16 C17 1.379(4) . ?
C16 C21 1.514(4) . ?
C17 C18 1.381(4) . ?
C18 C19 1.378(4) . ?
C18 C22 1.515(4) . ?
C19 C20 1.382(3) . ?
C20 C23 1.503(3) . ?
C24 C25 1.406(3) . ?
C24 C29 1.408(3) . ?
C25 C26 1.395(4) . ?
C25 C30 1.510(4) . ?
C26 C27 1.379(4) . ?
C27 C28 1.379(4) . ?
C27 C31 1.511(4) . ?
C28 C29 1.396(4) . ?
C29 C32 1.505(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
C15 B1 C5 120.7(2) . . ?
C24 B1 C5 115.14(19) . . ?
C24 B1 C15 124.1(2) . . ?
C2 C1 Br1 118.3(2) . . ?
C6 C1 Br1 120.15(19) . . ?
C6 C1 C2 121.6(2) . . ?
C3 C2 C1 119.8(2) . . ?
C4 C3 C2 120.0(2) . . ?
C5 C4 C3 121.6(3) . . ?
C4 C5 B1 117.8(2) . . ?
C6 C5 B1 124.07(18) . . ?
C6 C5 C4 118.1(2) . . ?
C5 C6 C1 118.9(2) . . ?
C7 C6 C1 120.5(2) . . ?
C7 C6 C5 120.6(2) . . ?
C8 C7 C6 177.5(3) . . ?
C9 C8 C7 177.9(3) . . ?
C10 C9 C8 120.9(3) . . ?
C14 C9 C8 120.9(3) . . ?
C14 C9 C10 118.2(3) . . ?
C11 C10 C9 121.4(3) . . ?
C12 C11 C10 119.9(4) . . ?
C13 C12 C11 119.6(3) . . ?
C14 C13 C12 121.0(3) . . ?
C13 C14 C9 120.0(3) . . ?
C16 C15 B1 121.6(2) . . ?
C20 C15 B1 121.2(2) . . ?
C20 C15 C16 117.3(2) . . ?
C17 C16 C15 120.2(2) . . ?
C21 C16 C15 122.6(2) . . ?
C21 C16 C17 117.1(2) . . ?
C18 C17 C16 122.3(2) . . ?
C19 C18 C17 117.6(2) . . ?
C22 C18 C17 121.2(3) . . ?
C22 C18 C19 121.1(3) . . ?
C20 C19 C18 122.3(2) . . ?
C19 C20 C15 120.2(2) . . ?
C23 C20 C15 122.9(2) . . ?
C23 C20 C19 116.8(2) . . ?
C25 C24 B1 121.1(2) . . ?
C29 C24 B1 120.6(2) . . ?
C29 C24 C25 118.3(2) . . ?
C26 C25 C24 119.7(2) . . ?
C30 C25 C24 120.6(2) . . ?
C30 C25 C26 119.7(2) . . ?
C27 C26 C25 122.1(2) . . ?
C28 C27 C26 118.3(2) . . ?
C31 C27 C26 121.4(3) . . ?
C31 C27 C28 120.3(3) . . ?
C29 C28 C27 121.6(3) . . ?
C28 C29 C24 120.1(2) . . ?
C32 C29 C24 121.6(2) . . ?
C32 C29 C28 118.3(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 2.429
_oxdiff_exptl_absorpt_empirical_full_min 0.584
