# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_amji421
_database_code_depnum_ccdc_archive 'CCDC 1961365'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2018-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H26 B Br'
_chemical_formula_sum            'C30 H26 B Br'
_chemical_formula_weight         477.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H20B1Br1
_chemical_oxdiff_usercomment     RJK341
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.2062(11)
_cell_length_b                   8.1904(4)
_cell_length_c                   17.1370(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.218(5)
_cell_angle_gamma                90
_cell_volume                     2274.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2793
_cell_measurement_temperature    150.0(3)
_cell_measurement_theta_max      26.0430
_cell_measurement_theta_min      3.4210
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.611
_exptl_absorpt_coefficient_mu    1.824
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49530
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_unetI/netI     0.0780
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12886
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.131
_diffrn_reflns_theta_min         2.756
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0714
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  24.00   1.00  105.00    --  -18.77 -99.00 -90.00   41
  2  ω    -32.00  33.00   1.00  105.00    --   20.02 -57.00  90.00   65
  3  ω     11.00  59.00   1.00  105.00    --   20.02  57.00-150.00   48
  4  ω    -51.00  -2.00   1.00  105.00    --   20.02 -37.00 -90.00   49
  5  ω     20.00  47.00   1.00  105.00    --   20.02 -37.00 -90.00   27
  6  ω    -43.00  34.00   1.00  105.00    --   20.02 -37.00   0.00   77
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0432101000
_diffrn_orient_matrix_UB_12      0.0127119000
_diffrn_orient_matrix_UB_13      -0.0014443000
_diffrn_orient_matrix_UB_21      0.0010825000
_diffrn_orient_matrix_UB_22      -0.0435020000
_diffrn_orient_matrix_UB_23      -0.0357631000
_diffrn_orient_matrix_UB_31      -0.0067959000
_diffrn_orient_matrix_UB_32      0.0737793000
_diffrn_orient_matrix_UB_33      -0.0208616000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3385
_reflns_number_total             5322
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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 (Sheldrick, 2015)'
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.018
_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)+(0.0465P)²+0.8515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1251
_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.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C18(H18), C14(H14), C4(H4), C17(H17), C15(H15), C26(H26), C24(H24),
 C6(H6), C5(H5)
2.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C21(H21A,H21B,
 H21C)
;
_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 0.73925(3) -0.03411(5) 0.16478(2) 0.04073(14) Uani 1 1 d . . . . .
C9 C 0.51699(19) 0.1009(4) 0.37952(18) 0.0237(7) Uani 1 1 d . . . . .
C2 C 0.62679(19) 0.2930(4) 0.46800(18) 0.0229(7) Uani 1 1 d . . . . .
H2 H 0.662917 0.356878 0.497813 0.027 Uiso 1 1 calc R . . . .
C10 C 0.6004(2) 0.1193(4) 0.35625(18) 0.0239(7) Uani 1 1 d . . . . .
C13 C 0.7686(2) 0.1678(4) 0.29672(19) 0.0275(7) Uani 1 1 d . . . . .
C12 C 0.7113(2) 0.0705(4) 0.26164(19) 0.0285(8) Uani 1 1 d . . . . .
C8 C 0.48901(19) 0.1800(4) 0.44754(19) 0.0246(7) Uani 1 1 d . . . . .
C1 C 0.6557(2) 0.2232(4) 0.40146(18) 0.0241(7) Uani 1 1 d . . . . .
C11 C 0.6274(2) 0.0406(4) 0.28793(18) 0.0270(7) Uani 1 1 d . . . . .
C22 C 0.80055(19) 0.3851(4) 0.41513(19) 0.0251(7) Uani 1 1 d . . . . .
C3 C 0.5451(2) 0.2737(4) 0.49420(19) 0.0260(7) Uani 1 1 d . . . . .
C7 C 0.4053(2) 0.1671(4) 0.4697(2) 0.0298(8) Uani 1 1 d . . . . .
C18 C 0.5706(2) -0.0590(4) 0.24669(19) 0.0313(8) Uani 1 1 d . . . . .
H18 H 0.588222 -0.115266 0.202953 0.038 Uiso 1 1 calc R . . . .
C16 C 0.4606(2) 0.0052(4) 0.3341(2) 0.0298(8) Uani 1 1 d . . . . .
C27 C 0.8424(2) 0.3504(4) 0.48621(19) 0.0283(8) Uani 1 1 d . . . . .
C14 C 0.3503(2) 0.0725(4) 0.4211(2) 0.0361(9) Uani 1 1 d . . . . .
H14 H 0.294836 0.065691 0.433681 0.043 Uiso 1 1 calc R . . . .
C4 C 0.5172(2) 0.3466(4) 0.5629(2) 0.0310(8) Uani 1 1 d . . . . .
H4 H 0.553929 0.405581 0.594433 0.037 Uiso 1 1 calc R . . . .
C17 C 0.4906(2) -0.0758(4) 0.2687(2) 0.0352(9) Uani 1 1 d . . . . .
H17 H 0.455259 -0.142692 0.239566 0.042 Uiso 1 1 calc R . . . .
C23 C 0.8078(2) 0.5453(4) 0.38472(19) 0.0283(7) Uani 1 1 d . . . . .
C15 C 0.3768(2) -0.0060(4) 0.3580(2) 0.0365(9) Uani 1 1 d . . . . .
H15 H 0.339819 -0.069614 0.328989 0.044 Uiso 1 1 calc R . . . .
C19 C 0.8549(2) 0.1912(4) 0.2654(2) 0.0345(8) Uani 1 1 d . . . . .
H19A H 0.875048 0.298119 0.280841 0.041 Uiso 1 1 calc R . . . .
H19B H 0.851905 0.188338 0.208775 0.041 Uiso 1 1 calc R . . . .
C26 C 0.8881(2) 0.4712(4) 0.5243(2) 0.0318(8) Uani 1 1 d . . . . .
H26 H 0.916047 0.445206 0.570592 0.038 Uiso 1 1 calc R . . . .
C24 C 0.8532(2) 0.6619(4) 0.4257(2) 0.0332(8) Uani 1 1 d . . . . .
H24 H 0.856578 0.766843 0.405306 0.040 Uiso 1 1 calc R . . . .
C25 C 0.8935(2) 0.6284(4) 0.4957(2) 0.0334(8) Uani 1 1 d . . . . .
C6 C 0.3809(2) 0.2445(4) 0.5383(2) 0.0353(9) Uani 1 1 d . . . . .
H6 H 0.326226 0.236895 0.553185 0.042 Uiso 1 1 calc R . . . .
C5 C 0.4358(2) 0.3315(4) 0.5842(2) 0.0365(9) Uani 1 1 d . . . . .
H5 H 0.418062 0.380585 0.629815 0.044 Uiso 1 1 calc R . . . .
C29 C 0.7657(2) 0.5903(4) 0.3085(2) 0.0367(9) Uani 1 1 d . . . . .
H29A H 0.794917 0.542272 0.266149 0.055 Uiso 1 1 calc GR . . . .
H29B H 0.765254 0.706890 0.302858 0.055 Uiso 1 1 calc GR . . . .
H29C H 0.709955 0.550381 0.308037 0.055 Uiso 1 1 calc GR . . . .
C20 C 0.9163(2) 0.0622(4) 0.2940(2) 0.0388(9) Uani 1 1 d . . . . .
H20A H 0.919541 0.064942 0.350587 0.047 Uiso 1 1 calc R . . . .
H20B H 0.896384 -0.044916 0.278463 0.047 Uiso 1 1 calc R . . . .
C28 C 0.8367(2) 0.1831(4) 0.5227(2) 0.0389(9) Uani 1 1 d . . . . .
H28A H 0.791550 0.180830 0.558070 0.058 Uiso 1 1 calc GR . . . .
H28B H 0.887166 0.159076 0.550620 0.058 Uiso 1 1 calc GR . . . .
H28C H 0.827612 0.102977 0.482497 0.058 Uiso 1 1 calc GR . . . .
C30 C 0.9394(2) 0.7586(5) 0.5407(2) 0.0474(11) Uani 1 1 d . . . . .
H30A H 0.903224 0.807711 0.577671 0.071 Uiso 1 1 calc GR . . . .
H30B H 0.958435 0.840557 0.505317 0.071 Uiso 1 1 calc GR . . . .
H30C H 0.985773 0.710762 0.567932 0.071 Uiso 1 1 calc GR . . . .
C21 C 1.0017(2) 0.0879(5) 0.2621(3) 0.0491(11) Uani 1 1 d . . . . .
H21A H 0.999034 0.083038 0.206102 0.074 Uiso 1 1 calc GR . . . .
H21B H 1.038033 0.004029 0.281605 0.074 Uiso 1 1 calc GR . . . .
H21C H 1.022213 0.192750 0.278253 0.074 Uiso 1 1 calc GR . . . .
B1 B 0.7434(2) 0.2563(4) 0.3727(2) 0.0267(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C12 1.930(3) . ?
C9 C10 1.425(4) . ?
C9 C8 1.416(4) . ?
C9 C16 1.424(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.367(4) . ?
C2 C3 1.416(4) . ?
C10 C1 1.448(4) . ?
C10 C11 1.414(4) . ?
C13 C12 1.355(4) . ?
C13 C19 1.521(5) . ?
C13 B1 1.553(5) . ?
C12 C11 1.462(5) . ?
C8 C3 1.422(4) . ?
C8 C7 1.421(4) . ?
C1 B1 1.538(5) . ?
C11 C18 1.409(4) . ?
C22 C27 1.410(4) . ?
C22 C23 1.417(4) . ?
C22 B1 1.572(5) . ?
C3 C4 1.403(4) . ?
C7 C14 1.435(5) . ?
C7 C6 1.400(5) . ?
C18 H18 0.9300 . ?
C18 C17 1.365(5) . ?
C16 C17 1.398(5) . ?
C16 C15 1.430(5) . ?
C27 C26 1.390(4) . ?
C27 C28 1.509(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.336(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(5) . ?
C17 H17 0.9300 . ?
C23 C24 1.388(4) . ?
C23 C29 1.507(4) . ?
C15 H15 0.9300 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.525(5) . ?
C26 H26 0.9300 . ?
C26 C25 1.382(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.380(5) . ?
C25 C30 1.504(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.374(5) . ?
C5 H5 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.514(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
C8 C9 C10 120.3(3) . . ?
C8 C9 C16 119.3(3) . . ?
C16 C9 C10 120.5(3) . . ?
C1 C2 H2 118.1 . . ?
C1 C2 C3 123.8(3) . . ?
C3 C2 H2 118.1 . . ?
C9 C10 C1 119.5(3) . . ?
C11 C10 C9 119.7(3) . . ?
C11 C10 C1 120.8(3) . . ?
C12 C13 C19 123.0(3) . . ?
C12 C13 B1 117.2(3) . . ?
C19 C13 B1 119.9(3) . . ?
C13 C12 Br1 118.1(3) . . ?
C13 C12 C11 126.5(3) . . ?
C11 C12 Br1 115.3(2) . . ?
C9 C8 C3 119.8(3) . . ?
C9 C8 C7 120.7(3) . . ?
C7 C8 C3 119.5(3) . . ?
C2 C1 C10 118.2(3) . . ?
C2 C1 B1 121.9(3) . . ?
C10 C1 B1 119.8(3) . . ?
C10 C11 C12 119.0(3) . . ?
C18 C11 C10 117.9(3) . . ?
C18 C11 C12 123.0(3) . . ?
C27 C22 C23 117.5(3) . . ?
C27 C22 B1 122.1(3) . . ?
C23 C22 B1 120.3(3) . . ?
C2 C3 C8 118.2(3) . . ?
C4 C3 C2 122.5(3) . . ?
C4 C3 C8 119.2(3) . . ?
C8 C7 C14 118.0(3) . . ?
C6 C7 C8 118.6(3) . . ?
C6 C7 C14 123.3(3) . . ?
C11 C18 H18 118.9 . . ?
C17 C18 C11 122.3(3) . . ?
C17 C18 H18 118.9 . . ?
C9 C16 C15 118.7(3) . . ?
C17 C16 C9 118.0(3) . . ?
C17 C16 C15 123.3(3) . . ?
C22 C27 C28 120.5(3) . . ?
C26 C27 C22 120.2(3) . . ?
C26 C27 C28 119.2(3) . . ?
C7 C14 H14 119.2 . . ?
C15 C14 C7 121.5(3) . . ?
C15 C14 H14 119.2 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C18 C17 C16 121.5(3) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C22 C23 C29 120.4(3) . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 C29 119.7(3) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 C16 121.7(3) . . ?
C14 C15 H15 119.2 . . ?
C13 C19 H19A 108.9 . . ?
C13 C19 H19B 108.9 . . ?
C13 C19 C20 113.4(3) . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C27 C26 H26 118.9 . . ?
C25 C26 C27 122.3(3) . . ?
C25 C26 H26 118.9 . . ?
C23 C24 H24 118.7 . . ?
C25 C24 C23 122.6(3) . . ?
C25 C24 H24 118.7 . . ?
C26 C25 C30 120.9(3) . . ?
C24 C25 C26 117.5(3) . . ?
C24 C25 C30 121.6(3) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 C7 121.7(3) . . ?
C5 C6 H6 119.2 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(4) . . ?
C6 C5 H5 119.8 . . ?
C23 C29 H29A 109.5 . . ?
C23 C29 H29B 109.5 . . ?
C23 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C19 C20 H20A 109.1 . . ?
C19 C20 H20B 109.1 . . ?
H20A C20 H20B 107.8 . . ?
C21 C20 C19 112.5(3) . . ?
C21 C20 H20A 109.1 . . ?
C21 C20 H20B 109.1 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
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 . . ?
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 . . ?
C13 B1 C22 122.5(3) . . ?
C1 B1 C13 116.6(3) . . ?
C1 B1 C22 120.7(3) . . ?

_olex2_date_sample_data_collection 2018-07-10
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.697
_oxdiff_exptl_absorpt_empirical_full_min 0.601
####################################################################### 
# 
# 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_lmji12
_database_code_depnum_ccdc_archive 'CCDC 1961366'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2019-10-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H36 B Br'
_chemical_formula_sum            'C36 H36 B Br'
_chemical_formula_weight         559.37
_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                   8.4803(5)
_cell_length_b                   9.1672(5)
_cell_length_c                   19.9099(11)
_cell_angle_alpha                80.254(4)
_cell_angle_beta                 85.195(5)
_cell_angle_gamma                68.593(5)
_cell_volume                     1419.82(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7180
_cell_measurement_temperature    150.03(13)
_cell_measurement_theta_max      75.6340
_cell_measurement_theta_min      2.2090
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.860
_exptl_absorpt_coefficient_mu    2.127
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78770
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.20a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             584
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.073
_exptl_crystal_size_mid          0.027
_exptl_crystal_size_min          0.013
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9463
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.276
_diffrn_reflns_theta_min         2.252
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.03(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_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    -44.00  11.00   1.00    1.00    --   44.80  60.00 150.00   55
  2  ω    -44.00  97.00   1.00    1.00    --   44.80  60.00  60.00  141
  3  ω    102.00 134.00   1.00    1.00    --   44.80  60.00  60.00   32
  4  ω    -45.00  24.00   1.00    1.00    --   44.80  60.00-120.00   69
  5  ω     34.00 113.00   1.00    1.00    --   44.80  60.00 150.00   79
  6  ω     65.00 100.00   1.00    1.00    --   44.80  20.00   0.00   35
  7  ω     75.00 134.00   1.00    1.00    --   44.80  60.00-120.00   59
  8  ω    -43.00  21.00   1.00    1.00    --   44.80  20.00   0.00   64
  9  ω    155.00 195.00   1.00    5.00    --  108.20  50.00 -30.00   40
 10  ω    106.00 196.00   1.00    5.00    --  108.20  50.00  60.00   90
 11  ω    109.00 145.00   1.00    5.00    --  108.20  50.00 -30.00   36
 12  ω     34.00  92.00   1.00    5.00    --  108.20  50.00 -90.00   58
 13  ω    103.00 129.00   1.00    5.00    --  108.20  50.00 -90.00   26
 14  ω    119.00 168.00   1.00    5.00    --  108.20  20.00-180.00   49
 15  ω     24.00  51.00   1.00    5.00    --  108.20  50.00 150.00   27
 16  ω    130.00 187.00   1.00    5.00    --  108.20  50.00   0.00   57
 17  ω    121.00 161.00   1.00    5.00    --  108.20  50.00 120.00   40
 18  ω    104.00 197.00   1.00    5.00    --  108.20  50.00 150.00   93
 19  ω     19.00  73.00   1.00    5.00    --  108.20  50.00 120.00   54
 20  ω     93.00 122.00   1.00    5.00    --  108.20  50.00   0.00   29
 21  ω     97.00 155.00   1.00    5.00    --  108.20  50.00-180.00   58
 22  ω     22.00 197.00   1.00    5.00    --  108.20  10.00-180.00  175
 23  ω    145.00 193.00   1.00    5.00    --  108.20  50.00-120.00   48
 24  ω     40.00  66.00   1.00    5.00    --  108.20  50.00-180.00   26
 25  ω     47.00 197.00   1.00    5.00    --  108.20  50.00 -60.00  150
 26  ω     20.00 142.00   1.00    5.00    --  108.20  40.00   0.00  122
 27  ω     73.00 196.00   1.00    5.00    --  108.20  50.00  90.00  123
 28  ω    103.00 138.00   1.00    5.00    --  108.20  50.00-150.00   35
 29  ω     55.00  81.00   1.00    5.00    --  108.20  50.00-120.00   26
 30  ω     65.00  90.00   1.00    5.00    --  108.20  50.00 150.00   25
 31  ω    148.00 173.00   1.00    5.00    --  108.20  20.00  30.00   25
 32  ω    145.00 172.00   1.00    5.00    --  108.20  50.00-150.00   27
 33  ω     45.00 119.00   1.00    5.00    --  108.20  20.00  30.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1297834000
_diffrn_orient_matrix_UB_12      -0.0456112000
_diffrn_orient_matrix_UB_13      0.0566798000
_diffrn_orient_matrix_UB_21      -0.1226480000
_diffrn_orient_matrix_UB_22      -0.0526605000
_diffrn_orient_matrix_UB_23      0.0510622000
_diffrn_orient_matrix_UB_31      0.0786557000
_diffrn_orient_matrix_UB_32      -0.1687520000
_diffrn_orient_matrix_UB_33      -0.0185499000
_diffrn_oxdiff_ac4_digest_frames 
;
015fab16c3fe43f2f5759bb23481cd7cf500032b991
;
_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 (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7835
_reflns_number_total             9463
_reflns_odcompleteness_completeness 96.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         9463
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0442
_refine_ls_restrained_S_all      1.068
_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)+(0.0686P)²+0.5967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1259
_refine_special_details          'Refined as a 2-component twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.6082(10)
 0.3918(10)
2. 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
3.a Ternary CH refined with riding coordinates:
 C31(H31), C28(H28), C25(H25)
3.b Secondary CH2 refined with riding coordinates:
 C34(H34a,H34b), C35(H35a,H35b)
3.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C14(H14), C18(H18), C17(H17), C13(H13), C6(H6), C12(H12), C15(H15)
3.d Idealised Me refined as rotating group:
 C27(H27a,H27b,H27c), C32(H32a,H32b,H32c), C29(H29a,H29b,H29c), C26(H26a,H26b,
 H26c), C33(H33a,H33b,H33c), C30(H30a,H30b,H30c), C36(H36a,H36b,H36c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.27846(5) 0.59569(5) 0.23706(2) 0.03193(12) Uani 1 1 d . . . . .
C31 C -0.4572(4) 1.0071(4) 0.24125(18) 0.0279(7) Uani 1 1 d . . . . .
H31 H -0.354756 0.957930 0.214437 0.033 Uiso 1 1 calc R . . . .
C1 C -0.0037(4) 0.8779(4) 0.24999(17) 0.0266(7) Uani 1 1 d . . . . .
C11 C 0.3413(5) 0.8784(4) 0.03680(18) 0.0297(7) Uani 1 1 d . . . . .
H11 H 0.438999 0.826305 0.012800 0.036 Uiso 1 1 calc R . . . .
C2 C 0.1256(4) 0.8101(4) 0.20753(17) 0.0254(7) Uani 1 1 d . . . . .
C21 C -0.3467(4) 1.2852(4) 0.37185(17) 0.0268(7) Uani 1 1 d . . . . .
C3 C 0.1634(4) 0.8831(4) 0.13950(17) 0.0242(6) Uani 1 1 d . . . . .
C4 C 0.0520(4) 1.0348(4) 0.11216(17) 0.0232(6) Uani 1 1 d . . . . .
C27 C -0.1535(6) 1.4625(5) 0.2562(2) 0.0395(9) Uani 1 1 d . . . . .
H27A H -0.203896 1.456900 0.215727 0.059 Uiso 1 1 calc GR . . . .
H27B H -0.059381 1.496833 0.243723 0.059 Uiso 1 1 calc GR . . . .
H27C H -0.236062 1.536486 0.281815 0.059 Uiso 1 1 calc GR . . . .
C19 C -0.2657(4) 1.1385(4) 0.27615(16) 0.0234(6) Uani 1 1 d . . . . .
C9 C 0.0834(4) 1.1051(4) 0.04548(16) 0.0237(6) Uani 1 1 d . . . . .
C14 C -0.2605(5) 1.5496(5) -0.04071(19) 0.0330(8) Uani 1 1 d . . . . .
H14 H -0.336765 1.646724 -0.060036 0.040 Uiso 1 1 calc R . . . .
C18 C 0.2602(5) 1.1005(5) -0.05922(18) 0.0312(8) Uani 1 1 d . . . . .
H18 H 0.356373 1.049233 -0.084206 0.037 Uiso 1 1 calc R . . . .
C22 C -0.4850(4) 1.2352(4) 0.38833(17) 0.0252(7) Uani 1 1 d . . . . .
C5 C -0.0951(4) 1.1202(4) 0.15097(17) 0.0235(6) Uani 1 1 d . . . . .
C28 C -0.5924(5) 1.2726(4) 0.45207(17) 0.0291(7) Uani 1 1 d . . . . .
H28 H -0.677998 1.223252 0.454264 0.035 Uiso 1 1 calc R . . . .
C24 C -0.4121(4) 1.0988(4) 0.28933(16) 0.0245(6) Uani 1 1 d . . . . .
C16 C 0.0000(5) 1.3262(4) -0.04984(17) 0.0268(7) Uani 1 1 d . . . . .
C10 C 0.2310(4) 1.0260(4) 0.00764(17) 0.0257(7) Uani 1 1 d . . . . .
C17 C 0.1514(5) 1.2431(5) -0.08669(18) 0.0305(7) Uani 1 1 d . . . . .
H17 H 0.174265 1.288473 -0.130027 0.037 Uiso 1 1 calc R . . . .
C13 C -0.2925(5) 1.4813(4) 0.02385(18) 0.0293(7) Uani 1 1 d . . . . .
H13 H -0.390216 1.533438 0.047833 0.035 Uiso 1 1 calc R . . . .
C20 C -0.2379(4) 1.2387(4) 0.31663(17) 0.0244(6) Uani 1 1 d . . . . .
C23 C -0.5182(4) 1.1463(4) 0.34494(17) 0.0266(7) Uani 1 1 d . . . . .
C8 C -0.0308(4) 1.2549(4) 0.01654(16) 0.0239(6) Uani 1 1 d . . . . .
C7 C -0.1800(4) 1.3353(4) 0.05344(17) 0.0241(6) Uani 1 1 d . . . . .
C6 C -0.2049(4) 1.2637(4) 0.12075(17) 0.0243(6) Uani 1 1 d . . . . .
H6 H -0.300523 1.316800 0.145597 0.029 Uiso 1 1 calc R . . . .
C12 C 0.3080(4) 0.8081(4) 0.10071(18) 0.0283(7) Uani 1 1 d . . . . .
H12 H 0.383005 0.708774 0.118518 0.034 Uiso 1 1 calc R . . . .
C15 C -0.1139(5) 1.4727(5) -0.07682(17) 0.0312(8) Uani 1 1 d . . . . .
H15 H -0.092059 1.520509 -0.119812 0.037 Uiso 1 1 calc R . . . .
C25 C -0.0920(5) 1.2999(5) 0.29934(18) 0.0295(7) Uani 1 1 d . . . . .
H25 H -0.008688 1.227419 0.271658 0.035 Uiso 1 1 calc R . . . .
B1 B -0.1244(5) 1.0501(5) 0.22456(19) 0.0247(7) Uani 1 1 d . . . . .
C32 C -0.5167(6) 0.8758(5) 0.2772(2) 0.0404(9) Uani 1 1 d . . . . .
H32A H -0.435312 0.808216 0.310382 0.061 Uiso 1 1 calc GR . . . .
H32B H -0.528068 0.814889 0.244426 0.061 Uiso 1 1 calc GR . . . .
H32C H -0.624187 0.921456 0.299602 0.061 Uiso 1 1 calc GR . . . .
C29 C -0.4875(6) 1.2022(5) 0.51637(19) 0.0390(9) Uani 1 1 d . . . . .
H29A H -0.430457 1.090237 0.516962 0.059 Uiso 1 1 calc GR . . . .
H29B H -0.560795 1.220619 0.555914 0.059 Uiso 1 1 calc GR . . . .
H29C H -0.405261 1.251498 0.516578 0.059 Uiso 1 1 calc GR . . . .
C26 C -0.0006(5) 1.3052(5) 0.3613(2) 0.0360(8) Uani 1 1 d . . . . .
H26A H 0.097645 1.331608 0.346349 0.054 Uiso 1 1 calc GR . . . .
H26B H 0.033610 1.203516 0.389500 0.054 Uiso 1 1 calc GR . . . .
H26C H -0.075456 1.383982 0.386972 0.054 Uiso 1 1 calc GR . . . .
C33 C -0.5898(6) 1.1226(5) 0.1917(2) 0.0407(9) Uani 1 1 d . . . . .
H33A H -0.691581 1.173687 0.216626 0.061 Uiso 1 1 calc GR . . . .
H33B H -0.614009 1.065954 0.160001 0.061 Uiso 1 1 calc GR . . . .
H33C H -0.547429 1.200960 0.167378 0.061 Uiso 1 1 calc GR . . . .
C30 C -0.6857(6) 1.4501(5) 0.4502(2) 0.0414(9) Uani 1 1 d . . . . .
H30A H -0.604874 1.501980 0.447556 0.062 Uiso 1 1 calc GR . . . .
H30B H -0.754676 1.469014 0.490880 0.062 Uiso 1 1 calc GR . . . .
H30C H -0.756254 1.491237 0.411086 0.062 Uiso 1 1 calc GR . . . .
C34 C -0.0312(4) 0.8008(4) 0.32093(18) 0.0290(7) Uani 1 1 d . . . . .
H34A H 0.015750 0.686580 0.322976 0.035 Uiso 1 1 calc R . . . .
H34B H -0.151805 0.831220 0.331000 0.035 Uiso 1 1 calc R . . . .
C35 C 0.0521(5) 0.8488(5) 0.37490(18) 0.0329(8) Uani 1 1 d . . . . .
H35A H 0.172078 0.785527 0.375899 0.039 Uiso 1 1 calc R . . . .
H35B H 0.040624 0.959059 0.362062 0.039 Uiso 1 1 calc R . . . .
C36 C -0.0254(6) 0.8271(6) 0.4455(2) 0.0496(11) Uani 1 1 d . . . . .
H36A H -0.140656 0.899274 0.446289 0.074 Uiso 1 1 calc GR . . . .
H36B H 0.038034 0.848100 0.478057 0.074 Uiso 1 1 calc GR . . . .
H36C H -0.022785 0.720259 0.457054 0.074 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 C2 1.941(3) . ?
C31 C24 1.529(5) . ?
C31 C32 1.519(5) . ?
C31 C33 1.524(5) . ?
C1 C2 1.352(5) . ?
C1 B1 1.560(5) . ?
C1 C34 1.508(5) . ?
C11 C10 1.395(5) . ?
C11 C12 1.382(5) . ?
C2 C3 1.471(5) . ?
C21 C22 1.404(5) . ?
C21 C20 1.394(5) . ?
C3 C4 1.412(5) . ?
C3 C12 1.406(5) . ?
C4 C9 1.423(5) . ?
C4 C5 1.448(5) . ?
C27 C25 1.519(5) . ?
C19 C24 1.408(5) . ?
C19 C20 1.411(5) . ?
C19 B1 1.586(5) . ?
C9 C10 1.422(5) . ?
C9 C8 1.418(5) . ?
C14 C13 1.382(5) . ?
C14 C15 1.393(6) . ?
C18 C10 1.435(5) . ?
C18 C17 1.350(6) . ?
C22 C28 1.511(5) . ?
C22 C23 1.391(5) . ?
C5 C6 1.375(5) . ?
C5 B1 1.536(5) . ?
C28 C29 1.529(5) . ?
C28 C30 1.524(5) . ?
C24 C23 1.391(5) . ?
C16 C17 1.444(5) . ?
C16 C8 1.420(5) . ?
C16 C15 1.386(5) . ?
C13 C7 1.394(5) . ?
C20 C25 1.527(5) . ?
C8 C7 1.425(5) . ?
C7 C6 1.424(5) . ?
C25 C26 1.528(5) . ?
C34 C35 1.537(5) . ?
C35 C36 1.515(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
C32 C31 C24 114.2(3) . . ?
C32 C31 C33 110.5(3) . . ?
C33 C31 C24 109.3(3) . . ?
C2 C1 B1 117.0(3) . . ?
C2 C1 C34 124.0(3) . . ?
C34 C1 B1 118.9(3) . . ?
C12 C11 C10 121.2(3) . . ?
C1 C2 Br1 118.4(3) . . ?
C1 C2 C3 126.2(3) . . ?
C3 C2 Br1 115.4(2) . . ?
C20 C21 C22 121.6(3) . . ?
C4 C3 C2 119.1(3) . . ?
C12 C3 C2 122.4(3) . . ?
C12 C3 C4 118.5(3) . . ?
C3 C4 C9 119.8(3) . . ?
C3 C4 C5 120.9(3) . . ?
C9 C4 C5 119.3(3) . . ?
C24 C19 C20 118.6(3) . . ?
C24 C19 B1 119.3(3) . . ?
C20 C19 B1 121.5(3) . . ?
C10 C9 C4 120.1(3) . . ?
C8 C9 C4 120.4(3) . . ?
C8 C9 C10 119.5(3) . . ?
C13 C14 C15 120.0(3) . . ?
C17 C18 C10 121.6(3) . . ?
C21 C22 C28 121.4(3) . . ?
C23 C22 C21 117.9(3) . . ?
C23 C22 C28 120.7(3) . . ?
C4 C5 B1 119.7(3) . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 B1 121.6(3) . . ?
C22 C28 C29 111.6(3) . . ?
C22 C28 C30 111.9(3) . . ?
C30 C28 C29 110.5(3) . . ?
C19 C24 C31 119.9(3) . . ?
C23 C24 C31 119.8(3) . . ?
C23 C24 C19 120.3(3) . . ?
C8 C16 C17 118.3(3) . . ?
C15 C16 C17 122.2(3) . . ?
C15 C16 C8 119.5(3) . . ?
C11 C10 C9 118.7(3) . . ?
C11 C10 C18 122.5(3) . . ?
C9 C10 C18 118.9(3) . . ?
C18 C17 C16 121.0(3) . . ?
C14 C13 C7 120.8(3) . . ?
C21 C20 C19 119.8(3) . . ?
C21 C20 C25 119.8(3) . . ?
C19 C20 C25 120.5(3) . . ?
C24 C23 C22 121.5(3) . . ?
C9 C8 C16 120.8(3) . . ?
C9 C8 C7 120.3(3) . . ?
C16 C8 C7 118.9(3) . . ?
C13 C7 C8 119.6(3) . . ?
C13 C7 C6 122.6(3) . . ?
C6 C7 C8 117.8(3) . . ?
C5 C6 C7 123.5(3) . . ?
C11 C12 C3 121.6(3) . . ?
C16 C15 C14 121.2(3) . . ?
C27 C25 C20 110.5(3) . . ?
C27 C25 C26 109.7(3) . . ?
C20 C25 C26 114.4(3) . . ?
C1 B1 C19 118.0(3) . . ?
C5 B1 C1 116.6(3) . . ?
C5 B1 C19 125.4(3) . . ?
C1 C34 C35 111.8(3) . . ?
C36 C35 C34 112.6(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 1.529
_oxdiff_exptl_absorpt_empirical_full_min 0.801
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6082(10)
2 0.3918(10)

####################################################################### 
# 
# 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_mi19006_refinalized
_database_code_depnum_ccdc_archive 'CCDC 1961371'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2019-10-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 B Br O2'
_chemical_formula_sum            'C22 H26 B Br O2'
_chemical_formula_weight         413.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H26 B Br O2'
_chemical_oxdiff_usercomment     '@ 120 K KY161'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.4265(4)
_cell_length_b                   15.8695(10)
_cell_length_c                   20.6170(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.511(5)
_cell_angle_gamma                90
_cell_volume                     2084.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4753
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      27.2530
_cell_measurement_theta_min      4.0710
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.984
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79207
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             856
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -15 -21 0.0443
-1 14 22 0.0350
0 18 -17 0.0348
0 -18 17 0.0248
9 -3 -3 0.1586
-9 0 6 0.1821

_exptl_crystal_size_max          0.367
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.061
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.4254 -14.7739 -21.4261 -0.0255 -0.9996 -0.0091
-1.2620 14.2494 22.3893 0.0253 0.9803 0.1960
0.3023 18.1836 -16.8885 -0.9802 0.1286 -0.1504
-0.2179 -18.1966 16.8427 0.9816 -0.1288 0.1412
8.9605 -3.2550 -3.1415 0.2446 -0.0306 -0.9691
-9.0204 -0.2842 6.4293 -0.0538 0.0056 0.9985

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0524
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            18476
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        27.483
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         3.222
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      7.00  59.00   1.00   15.00    --   10.52-127.00  99.00   52
  2  ω     22.00  47.00   1.00   15.00    --   10.52-143.00 -70.00   25
  3  ω    -15.00  31.00   1.00   15.00    --   -9.35 -99.00  30.00   46
  4  ω     -5.00  21.00   1.00   15.00    --   10.52 -99.00 150.00   26
  5  ω    -23.00  89.00   1.00   15.00    --   10.52  19.00 -30.00  112
  6  ω    -28.00  33.00   1.00   15.00    --   10.52 -77.00 -30.00   61
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0235783000
_diffrn_orient_matrix_UB_12      -0.0326918000
_diffrn_orient_matrix_UB_13      0.0232641000
_diffrn_orient_matrix_UB_21      0.0165193000
_diffrn_orient_matrix_UB_22      0.0303731000
_diffrn_orient_matrix_UB_23      0.0253839000
_diffrn_orient_matrix_UB_31      -0.1075645000
_diffrn_orient_matrix_UB_32      -0.0025045000
_diffrn_orient_matrix_UB_33      0.0042851000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3693
_reflns_number_total             4679
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.771
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4679
_refine_ls_number_restraints     172
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0481
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0133P)²+2.7772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0877
_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 bond restraints
 C1A, C2A, C19A, C20A, C21A, C22A, C1B, C2B, C19B, C20B, C21B, C22B
 with sigma for 1-2 distances of 0.003 and sigma for 1-3 distances of 0.003
3. Uiso/Uaniso restraints and constraints
C1A \\sim C2A \\sim C19A \\sim C20A \\sim C21A \\sim C22A \\sim C1B \\sim C2B
\\sim C19B \\sim C20B \\sim C21B \\sim C22B: within 2A with sigma of 0.012 and
sigma for terminal atoms of 0.024
4. Others
 Sof(C1B)=Sof(C2B)=Sof(C19B)=Sof(H19D)=Sof(H19E)=Sof(H19F)=Sof(C20B)=Sof(H20D)=
 Sof(H20E)=Sof(H20F)=Sof(C21B)=Sof(H21D)=Sof(H21E)=Sof(H21F)=Sof(C22B)=
 Sof(H22D)=Sof(H22E)=Sof(H22F)=1-FVAR(1)
 Sof(C1A)=Sof(C2A)=Sof(C19A)=Sof(H19A)=Sof(H19B)=Sof(H19C)=Sof(C20A)=Sof(H20A)=
 Sof(H20B)=Sof(H20C)=Sof(C21A)=Sof(H21A)=Sof(H21B)=Sof(H21C)=Sof(C22A)=
 Sof(H22A)=Sof(H22B)=Sof(H22C)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C8(H8), C7(H7), C9(H9), C14(H14), C13(H13), C11(H11)
5.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C19A(H19A,H19B,H19C), C20A(H20A,
 H20B,H20C), C21A(H21A,H21B,H21C), C22A(H22A,H22B,H22C), C19B(H19D,H19E,H19F),
 C20B(H20D,H20E,H20F), C21B(H21D,H21E,H21F), C22B(H22D,H22E,H22F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.12357(5) 0.78691(2) 0.23761(2) 0.03796(11) Uani 1 1 d . . . . .
B1 B 0.2870(5) 0.6740(2) 0.14929(15) 0.0225(7) Uani 1 1 d . . . . .
O1 O 0.2149(3) 0.59966(15) 0.12527(15) 0.0589(8) Uani 1 1 d . . . . .
O2 O 0.4852(3) 0.67082(13) 0.17862(13) 0.0475(6) Uani 1 1 d . . . . .
C5 C -0.4253(4) 0.92444(17) 0.13890(14) 0.0254(6) Uani 1 1 d . . . . .
H5 H -0.544136 0.916301 0.159504 0.031 Uiso 1 1 calc R . . . .
C4 C -0.2827(4) 0.85897(17) 0.13726(13) 0.0238(6) Uani 1 1 d . . . . .
H4 H -0.305496 0.807954 0.157386 0.029 Uiso 1 1 calc R . . . .
C3 C -0.1059(4) 0.86931(16) 0.10568(13) 0.0210(6) Uani 1 1 d . . . . .
C6 C -0.3938(4) 1.00186(17) 0.11031(13) 0.0242(6) Uani 1 1 d . . . . .
C8 C -0.0745(4) 0.94682(17) 0.07689(13) 0.0256(6) Uani 1 1 d . . . . .
H8 H 0.042462 0.954688 0.055373 0.031 Uiso 1 1 calc R . . . .
C7 C -0.2150(4) 1.01232(17) 0.07985(14) 0.0268(6) Uani 1 1 d . . . . .
H7 H -0.189508 1.064041 0.061195 0.032 Uiso 1 1 calc R . . . .
C9 C -0.0879(4) 0.77560(17) -0.01876(13) 0.0240(6) Uani 1 1 d . . . . .
H9 H -0.221249 0.789795 -0.009487 0.029 Uiso 1 1 calc R . . . .
C10 C 0.0802(4) 0.77640(16) 0.03131(12) 0.0207(6) Uani 1 1 d . . . . .
C14 C 0.2780(4) 0.75575(17) 0.01546(13) 0.0241(6) Uani 1 1 d . . . . .
H14 H 0.393393 0.757075 0.047761 0.029 Uiso 1 1 calc R . . . .
C13 C 0.3051(4) 0.73314(17) -0.04807(14) 0.0252(6) Uani 1 1 d . . . . .
H13 H 0.438211 0.718525 -0.057363 0.030 Uiso 1 1 calc R . . . .
C11 C -0.0597(4) 0.75407(18) -0.08195(13) 0.0262(6) Uani 1 1 d . . . . .
H11 H -0.174399 0.754304 -0.114516 0.031 Uiso 1 1 calc R . . . .
C12 C 0.1376(4) 0.73198(17) -0.09783(13) 0.0244(6) Uani 1 1 d . . . . .
C15 C 0.1682(5) 0.7086(2) -0.16676(14) 0.0365(7) Uani 1 1 d . . . . .
H15A H 0.315442 0.703052 -0.169684 0.055 Uiso 1 1 calc GR . . . .
H15B H 0.109768 0.751852 -0.196254 0.055 Uiso 1 1 calc GR . . . .
H15C H 0.098948 0.656109 -0.178270 0.055 Uiso 1 1 calc GR . . . .
C16 C -0.5504(5) 1.07281(19) 0.11161(16) 0.0354(7) Uani 1 1 d . . . . .
H16A H -0.480494 1.121737 0.131275 0.053 Uiso 1 1 calc GR . . . .
H16B H -0.659124 1.055826 0.136668 0.053 Uiso 1 1 calc GR . . . .
H16C H -0.611132 1.085885 0.067726 0.053 Uiso 1 1 calc GR . . . .
C18 C 0.0446(4) 0.79870(16) 0.09936(13) 0.0209(6) Uani 1 1 d . . . . .
C17 C 0.1461(4) 0.75542(18) 0.14875(13) 0.0236(6) Uani 1 1 d . . . . .
C1A C 0.3768(10) 0.5339(4) 0.1646(4) 0.0282(13) Uani 0.472(6) 1 d . U P A 1
C2A C 0.5785(12) 0.5856(4) 0.1612(4) 0.0285(14) Uani 0.472(6) 1 d . U P A 1
C19A C 0.753(2) 0.5700(17) 0.2159(6) 0.040(3) Uani 0.472(6) 1 d . U P A 1
H19A H 0.707550 0.585219 0.256863 0.060 Uiso 0.472(6) 1 calc GR . P A 1
H19B H 0.872910 0.603532 0.209087 0.060 Uiso 0.472(6) 1 calc GR . P A 1
H19C H 0.790961 0.511483 0.216719 0.060 Uiso 0.472(6) 1 calc GR . P A 1
C20A C 0.6572(12) 0.5831(5) 0.0946(4) 0.0386(18) Uani 0.472(6) 1 d . U P A 1
H20A H 0.720645 0.529301 0.088722 0.058 Uiso 0.472(6) 1 calc GR . P A 1
H20B H 0.759153 0.626832 0.092364 0.058 Uiso 0.472(6) 1 calc GR . P A 1
H20C H 0.541456 0.591473 0.060800 0.058 Uiso 0.472(6) 1 calc GR . P A 1
C21A C 0.3417(14) 0.5158(5) 0.2357(4) 0.0396(19) Uani 0.472(6) 1 d . U P A 1
H21A H 0.443355 0.475483 0.254527 0.059 Uiso 0.472(6) 1 calc GR . P A 1
H21B H 0.203024 0.493599 0.236292 0.059 Uiso 0.472(6) 1 calc GR . P A 1
H21C H 0.356743 0.567112 0.260533 0.059 Uiso 0.472(6) 1 calc GR . P A 1
C22A C 0.359(3) 0.4567(14) 0.1247(13) 0.040(3) Uani 0.472(6) 1 d . U P A 1
H22A H 0.475547 0.420394 0.138389 0.060 Uiso 0.472(6) 1 calc GR . P A 1
H22B H 0.357910 0.471211 0.079465 0.060 Uiso 0.472(6) 1 calc GR . P A 1
H22C H 0.230332 0.428181 0.130216 0.060 Uiso 0.472(6) 1 calc GR . P A 1
C1B C 0.3994(9) 0.5469(4) 0.1236(3) 0.0304(13) Uani 0.528(6) 1 d . U P A 2
C2B C 0.5210(11) 0.5782(4) 0.1889(3) 0.0287(12) Uani 0.528(6) 1 d . U P A 2
C19B C 0.760(2) 0.5684(15) 0.1951(5) 0.045(3) Uani 0.528(6) 1 d . U P A 2
H19D H 0.812683 0.597229 0.159655 0.068 Uiso 0.528(6) 1 calc GR . P A 2
H19E H 0.795605 0.509661 0.193754 0.068 Uiso 0.528(6) 1 calc GR . P A 2
H19F H 0.822876 0.592070 0.235939 0.068 Uiso 0.528(6) 1 calc GR . P A 2
C20B C 0.4391(12) 0.5440(5) 0.2498(3) 0.0371(17) Uani 0.528(6) 1 d . U P A 2
H20D H 0.507351 0.572607 0.287727 0.056 Uiso 0.528(6) 1 calc GR . P A 2
H20E H 0.467898 0.484737 0.253585 0.056 Uiso 0.528(6) 1 calc GR . P A 2
H20F H 0.290365 0.553135 0.246319 0.056 Uiso 0.528(6) 1 calc GR . P A 2
C21B C 0.5194(13) 0.5577(5) 0.0649(3) 0.052(2) Uani 0.528(6) 1 d . U P A 2
H21D H 0.424405 0.551547 0.025225 0.078 Uiso 0.528(6) 1 calc GR . P A 2
H21E H 0.627223 0.515608 0.066474 0.078 Uiso 0.528(6) 1 calc GR . P A 2
H21F H 0.581989 0.612688 0.066221 0.078 Uiso 0.528(6) 1 calc GR . P A 2
C22B C 0.308(3) 0.4572(12) 0.1238(14) 0.047(3) Uani 0.528(6) 1 d . U P A 2
H22D H 0.214786 0.453386 0.156576 0.071 Uiso 0.528(6) 1 calc GR . P A 2
H22E H 0.419562 0.417237 0.133252 0.071 Uiso 0.528(6) 1 calc GR . P A 2
H22F H 0.231070 0.445059 0.081639 0.071 Uiso 0.528(6) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C17 1.923(3) . ?
B1 O1 1.339(4) . ?
B1 O2 1.338(4) . ?
B1 C17 1.577(4) . ?
O1 C1A 1.615(7) . ?
O1 C1B 1.455(6) . ?
O2 C2A 1.541(7) . ?
O2 C2B 1.498(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.389(4) . ?
C5 C6 1.389(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.391(4) . ?
C3 C8 1.392(4) . ?
C3 C18 1.497(4) . ?
C6 C7 1.389(4) . ?
C6 C16 1.513(4) . ?
C8 H8 0.9300 . ?
C8 C7 1.383(4) . ?
C7 H7 0.9300 . ?
C9 H9 0.9300 . ?
C9 C10 1.393(4) . ?
C9 C11 1.381(4) . ?
C10 C14 1.392(4) . ?
C10 C18 1.493(4) . ?
C14 H14 0.9300 . ?
C14 C13 1.391(4) . ?
C13 H13 0.9300 . ?
C13 C12 1.387(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.395(4) . ?
C12 C15 1.506(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C18 C17 1.327(4) . ?
C1A C2A 1.543(10) . ?
C1A C21A 1.539(10) . ?
C1A C22A 1.47(2) . ?
C2A C19A 1.504(17) . ?
C2A C20A 1.526(10) . ?
C19A H19A 0.9600 . ?
C19A H19B 0.9600 . ?
C19A H19C 0.9600 . ?
C20A H20A 0.9600 . ?
C20A H20B 0.9600 . ?
C20A H20C 0.9600 . ?
C21A H21A 0.9600 . ?
C21A H21B 0.9600 . ?
C21A H21C 0.9600 . ?
C22A H22A 0.9600 . ?
C22A H22B 0.9600 . ?
C22A H22C 0.9600 . ?
C1B C2B 1.548(10) . ?
C1B C21B 1.526(9) . ?
C1B C22B 1.542(17) . ?
C2B C19B 1.536(16) . ?
C2B C20B 1.524(10) . ?
C19B H19D 0.9600 . ?
C19B H19E 0.9600 . ?
C19B H19F 0.9600 . ?
C20B H20D 0.9600 . ?
C20B H20E 0.9600 . ?
C20B H20F 0.9600 . ?
C21B H21D 0.9600 . ?
C21B H21E 0.9600 . ?
C21B H21F 0.9600 . ?
C22B H22D 0.9600 . ?
C22B H22E 0.9600 . ?
C22B H22F 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
O1 B1 C17 123.3(3) . . ?
O2 B1 O1 113.4(3) . . ?
O2 B1 C17 123.1(3) . . ?
B1 O1 C1A 102.4(3) . . ?
B1 O1 C1B 105.8(3) . . ?
B1 O2 C2A 107.7(3) . . ?
B1 O2 C2B 102.7(3) . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C5 C4 H4 119.8 . . ?
C5 C4 C3 120.3(3) . . ?
C3 C4 H4 119.8 . . ?
C4 C3 C8 118.5(2) . . ?
C4 C3 C18 121.9(2) . . ?
C8 C3 C18 119.6(2) . . ?
C5 C6 C16 121.1(2) . . ?
C7 C6 C5 118.2(2) . . ?
C7 C6 C16 120.7(3) . . ?
C3 C8 H8 119.6 . . ?
C7 C8 C3 120.9(2) . . ?
C7 C8 H8 119.6 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7 119.6 . . ?
C10 C9 H9 119.5 . . ?
C11 C9 H9 119.5 . . ?
C11 C9 C10 121.1(3) . . ?
C9 C10 C18 119.9(2) . . ?
C14 C10 C9 117.9(2) . . ?
C14 C10 C18 122.2(2) . . ?
C10 C14 H14 119.6 . . ?
C13 C14 C10 120.8(3) . . ?
C13 C14 H14 119.6 . . ?
C14 C13 H13 119.4 . . ?
C12 C13 C14 121.3(3) . . ?
C12 C13 H13 119.4 . . ?
C9 C11 H11 119.4 . . ?
C9 C11 C12 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 117.7(2) . . ?
C13 C12 C15 121.1(2) . . ?
C11 C12 C15 121.2(3) . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C6 C16 H16A 109.5 . . ?
C6 C16 H16B 109.5 . . ?
C6 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C10 C18 C3 116.1(2) . . ?
C17 C18 C3 125.4(2) . . ?
C17 C18 C10 118.5(2) . . ?
B1 C17 Br1 108.71(19) . . ?
C18 C17 Br1 120.4(2) . . ?
C18 C17 B1 130.8(3) . . ?
C2A C1A O1 97.1(5) . . ?
C21A C1A O1 115.7(5) . . ?
C21A C1A C2A 111.7(7) . . ?
C22A C1A O1 105.0(11) . . ?
C22A C1A C2A 115.0(9) . . ?
C22A C1A C21A 111.5(11) . . ?
O2 C2A C1A 95.8(5) . . ?
C19A C2A O2 104.2(11) . . ?
C19A C2A C1A 115.4(10) . . ?
C19A C2A C20A 111.6(8) . . ?
C20A C2A O2 114.7(6) . . ?
C20A C2A C1A 114.0(7) . . ?
C2A C19A H19A 109.5 . . ?
C2A C19A H19B 109.5 . . ?
C2A C19A H19C 109.5 . . ?
H19A C19A H19B 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C2A C20A H20A 109.5 . . ?
C2A C20A H20B 109.5 . . ?
C2A C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C1A C21A H21A 109.5 . . ?
C1A C21A H21B 109.5 . . ?
C1A C21A H21C 109.5 . . ?
H21A C21A H21B 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C1A C22A H22A 109.5 . . ?
C1A C22A H22B 109.5 . . ?
C1A C22A H22C 109.5 . . ?
H22A C22A H22B 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
O1 C1B C2B 96.6(4) . . ?
O1 C1B C21B 116.9(5) . . ?
O1 C1B C22B 102.6(9) . . ?
C21B C1B C2B 113.8(6) . . ?
C21B C1B C22B 109.8(11) . . ?
C22B C1B C2B 116.4(11) . . ?
O2 C2B C1B 98.1(4) . . ?
O2 C2B C19B 104.2(10) . . ?
O2 C2B C20B 113.7(5) . . ?
C19B C2B C1B 115.3(8) . . ?
C20B C2B C1B 114.4(6) . . ?
C20B C2B C19B 110.2(7) . . ?
C2B C19B H19D 109.5 . . ?
C2B C19B H19E 109.5 . . ?
C2B C19B H19F 109.5 . . ?
H19D C19B H19E 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?
C2B C20B H20D 109.5 . . ?
C2B C20B H20E 109.5 . . ?
C2B C20B H20F 109.5 . . ?
H20D C20B H20E 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C1B C21B H21D 109.5 . . ?
C1B C21B H21E 109.5 . . ?
C1B C21B H21F 109.5 . . ?
H21D C21B H21E 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C1B C22B H22D 109.5 . . ?
C1B C22B H22E 109.5 . . ?
C1B C22B H22F 109.5 . . ?
H22D C22B H22E 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?

_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 1.279
_oxdiff_exptl_absorpt_empirical_full_min 0.779
####################################################################### 
# 
# 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_lmji13
_database_code_depnum_ccdc_archive 'CCDC 1961368'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2019-05-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C62 H78 B2 Br2'
_chemical_formula_sum            'C62 H78 B2 Br2'
_chemical_formula_weight         1004.68
_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                   9.4752(4)
_cell_length_b                   9.8107(4)
_cell_length_c                   15.1088(6)
_cell_angle_alpha                93.579(3)
_cell_angle_beta                 100.145(3)
_cell_angle_gamma                90.470(3)
_cell_volume                     1379.57(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    8973
_cell_measurement_temperature    150.03(10)
_cell_measurement_theta_max      75.9150
_cell_measurement_theta_min      2.9580
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.124
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.20a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             530
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18796
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.420
_diffrn_reflns_theta_min         2.978
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.03(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     67.00 132.00   1.00    1.00    --   45.10  40.00-107.00   65
  2  ω    -43.00  -3.00   1.00    1.00    --   45.10  40.00-107.00   40
  3  ω     77.00 134.00   1.00    1.00    --   45.10  60.00   0.00   57
  4  ω    -44.00  -8.00   1.00    1.00    --   45.10  60.00   0.00   36
  5  ω    -44.00  43.00   1.00    1.00    --   45.10  60.00-180.00   87
  6  ω    -30.00 133.00   1.00    1.00    --   45.10  60.00 120.00  163
  7  ω     46.00 134.00   1.00    1.00    --   45.10  60.00-180.00   88
  8  ω    111.00 142.00   1.00    2.00    --  108.20  50.00-180.00   31
  9  ω     42.00  71.00   1.00    2.00    --  108.20  50.00-180.00   29
 10  ω     42.00  79.00   1.00    2.00    --  108.20  50.00   0.00   37
 11  ω     26.00  55.00   1.00    2.00    --  108.20  50.00  60.00   29
 12  ω     23.00  49.00   1.00    2.00    --  108.20  50.00-120.00   26
 13  ω     79.00 105.00   1.00    2.00    --  108.20  50.00  60.00   26
 14  ω    134.00 197.00   1.00    2.00    --  108.20  50.00  60.00   63
 15  ω     28.00  75.00   1.00    2.00    --  108.20  50.00 -60.00   47
 16  ω    101.00 133.00   1.00    2.00    --  108.20  50.00 -60.00   32
 17  ω    138.00 181.00   1.00    2.00    --  108.20  50.00   0.00   43
 18  ω     89.00 183.00   1.00    2.00    --  108.20  50.00  30.00   94
 19  ω     27.00  81.00   1.00    2.00    --  108.20  50.00  30.00   54
 20  ω    140.00 166.00   1.00    2.00    --  108.20  50.00 -30.00   26
 21  ω     67.00  93.00   1.00    2.00    --  108.20  50.00 150.00   26
 22  ω     72.00 163.00   1.00    2.00    --  108.20  50.00-120.00   91
 23  ω    169.00 195.00   1.00    2.00    --  108.20  50.00-120.00   26
 24  ω     19.00 193.00   1.00    2.00    --  108.20  10.00-150.00  174
 25  ω     40.00  66.00   1.00    2.00    --  108.20  50.00  90.00   26
 26  ω     73.00 195.00   1.00    2.00    --  108.20  50.00  90.00  122
 27  ω    142.00 168.00   1.00    2.00    --  108.20  50.00 -60.00   26
 28  ω    148.00 176.00   1.00    2.00    --  108.20  50.00-180.00   28
 29  ω     26.00  52.00   1.00    2.00    --  108.20  50.00-150.00   26
 30  ω    132.00 168.00   1.00    2.00    --  108.20  50.00-150.00   36
 31  ω     81.00 183.00   1.00    2.00    --  108.20  50.00 -90.00  102
 32  ω     21.00 139.00   1.00    2.00    --  108.20  40.00 -30.00  118
 33  ω     82.00 107.00   1.00    2.00    --  108.20  50.00   0.00   25
 34  ω    144.00 169.00   1.00    2.00    --  108.20  50.00 150.00   25
 35  ω    109.00 197.00   1.00    2.00    --  108.20  50.00 120.00   88
 36  ω     38.00  78.00   1.00    2.00    --  108.20  40.00-107.00   40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0707400000
_diffrn_orient_matrix_UB_12      -0.0842836000
_diffrn_orient_matrix_UB_13      0.0635989000
_diffrn_orient_matrix_UB_21      0.0920718000
_diffrn_orient_matrix_UB_22      -0.1231098000
_diffrn_orient_matrix_UB_23      -0.0197887000
_diffrn_orient_matrix_UB_31      0.1175180000
_diffrn_orient_matrix_UB_32      0.0500400000
_diffrn_orient_matrix_UB_33      0.0796152000
_diffrn_oxdiff_ac4_digest_frames 
;
015d56c373958fd557b095d281d2e6323000031dd92
;
_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 (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4870
_reflns_number_total             5521
_reflns_odcompleteness_completeness 96.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         5521
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.116
_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)+(0.0254P)²+0.9372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.0954
_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.a Ternary CH refined with riding coordinates:
 C23(H23), C26(H26), C29(H29)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C2(H2), C3(H3), C19(H19), C21(H21)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C28(H28A,H28B,H28C), C27(H27A,H27B,H27C), C30(H30A,H30B,
 H30C), C31(H31A,H31B,H31C), C24(H24A,H24B,H24C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.02842(2) 0.68696(3) 0.12143(2) 0.04336(10) Uani 1 1 d . . . . .
C5 C -0.3700(2) 0.87839(19) 0.06077(13) 0.0227(4) Uani 1 1 d . . . . .
C9 C -0.2385(2) 0.6657(2) 0.17957(13) 0.0273(4) Uani 1 1 d . . . . .
C6 C -0.4285(2) 0.97732(19) 0.00056(13) 0.0223(4) Uani 1 1 d . . . . .
C17 C -0.4814(2) 0.6715(2) 0.25851(13) 0.0248(4) Uani 1 1 d . . . . .
C4 C -0.2289(2) 0.8341(2) 0.06061(14) 0.0254(4) Uani 1 1 d . . . . .
C1 C -0.3463(2) 1.0312(2) -0.05956(13) 0.0237(4) Uani 1 1 d . . . . .
C7 C -0.4547(2) 0.82383(19) 0.12119(13) 0.0239(4) Uani 1 1 d . . . . .
C8 C -0.1691(2) 0.7308(2) 0.12286(14) 0.0269(4) Uani 1 1 d . . . . .
C10 C -0.4078(2) 1.1300(2) -0.11878(13) 0.0252(4) Uani 1 1 d . . . . .
H10 H -0.352918 1.165142 -0.157673 0.030 Uiso 1 1 calc R . . . .
C2 C -0.2075(2) 0.9832(2) -0.05922(14) 0.0276(4) Uani 1 1 d . . . . .
H2 H -0.153001 1.016626 -0.098915 0.033 Uiso 1 1 calc R . . . .
C3 C -0.1502(2) 0.8868(2) -0.00067(14) 0.0274(4) Uani 1 1 d . . . . .
H3 H -0.057926 0.856181 -0.001910 0.033 Uiso 1 1 calc R . . . .
C18 C -0.5694(2) 0.5541(2) 0.24308(14) 0.0277(4) Uani 1 1 d . . . . .
C19 C -0.6650(2) 0.5297(2) 0.30110(15) 0.0314(5) Uani 1 1 d . . . . .
H19 H -0.724380 0.452315 0.289831 0.038 Uiso 1 1 calc R . . . .
C22 C -0.4862(2) 0.7601(2) 0.33459(14) 0.0271(4) Uani 1 1 d . . . . .
C23 C -0.5621(2) 0.4564(2) 0.16177(15) 0.0318(5) Uani 1 1 d . . . . .
H23 H -0.475559 0.481492 0.138847 0.038 Uiso 1 1 calc R . . . .
C11 C -0.1692(2) 0.5558(2) 0.23798(15) 0.0312(5) Uani 1 1 d . . . . .
H11A H -0.222996 0.544778 0.286183 0.037 Uiso 1 1 calc R . . . .
H11B H -0.072876 0.586174 0.265368 0.037 Uiso 1 1 calc R . . . .
C12 C -0.1611(3) 0.4166(2) 0.18735(16) 0.0338(5) Uani 1 1 d . . . . .
H12A H -0.256364 0.388106 0.156570 0.041 Uiso 1 1 calc R . . . .
H12B H -0.100976 0.425163 0.142174 0.041 Uiso 1 1 calc R . . . .
B1 B -0.3909(3) 0.7160(2) 0.18669(15) 0.0248(4) Uani 1 1 d . . . . .
C13 C -0.1006(3) 0.3083(2) 0.25059(16) 0.0358(5) Uani 1 1 d . . . . .
H13A H -0.005153 0.337212 0.280903 0.043 Uiso 1 1 calc R . . . .
H13B H -0.160126 0.301465 0.296222 0.043 Uiso 1 1 calc R . . . .
C20 C -0.6736(2) 0.6186(2) 0.37545(15) 0.0322(5) Uani 1 1 d . . . . .
C21 C -0.5818(2) 0.7323(2) 0.39182(14) 0.0300(4) Uani 1 1 d . . . . .
H21 H -0.584328 0.791154 0.442174 0.036 Uiso 1 1 calc R . . . .
C26 C -0.7784(3) 0.5884(3) 0.43757(18) 0.0423(6) Uani 1 1 d . . . . .
H26 H -0.840415 0.511793 0.408957 0.051 Uiso 1 1 calc R . . . .
C25 C -0.5463(3) 0.3082(2) 0.18593(19) 0.0444(6) Uani 1 1 d . . . . .
H25A H -0.467739 0.301540 0.235084 0.067 Uiso 1 1 calc GR . . . .
H25B H -0.528041 0.252772 0.134646 0.067 Uiso 1 1 calc GR . . . .
H25C H -0.633054 0.276769 0.203278 0.067 Uiso 1 1 calc GR . . . .
C14 C -0.0922(3) 0.1680(3) 0.20315(19) 0.0451(6) Uani 1 1 d . . . . .
H14A H -0.187062 0.140941 0.170965 0.054 Uiso 1 1 calc R . . . .
H14B H -0.029978 0.174547 0.158963 0.054 Uiso 1 1 calc R . . . .
C28 C -0.7007(4) 0.5450(4) 0.5277(2) 0.0674(10) Uani 1 1 d . . . . .
H28A H -0.646891 0.464460 0.518369 0.101 Uiso 1 1 calc GR . . . .
H28B H -0.769336 0.525839 0.565232 0.101 Uiso 1 1 calc GR . . . .
H28C H -0.636571 0.617204 0.556541 0.101 Uiso 1 1 calc GR . . . .
C27 C -0.8742(3) 0.7086(3) 0.4520(2) 0.0516(7) Uani 1 1 d . . . . .
H27A H -0.817161 0.782776 0.484833 0.077 Uiso 1 1 calc GR . . . .
H27B H -0.945565 0.681338 0.485635 0.077 Uiso 1 1 calc GR . . . .
H27C H -0.920398 0.737531 0.394670 0.077 Uiso 1 1 calc GR . . . .
C15 C -0.0369(3) 0.0575(3) 0.2658(2) 0.0515(7) Uani 1 1 d . . . . .
H15A H -0.096643 0.053591 0.311542 0.062 Uiso 1 1 calc R . . . .
H15B H -0.046153 -0.029944 0.231422 0.062 Uiso 1 1 calc R . . . .
C29 C -0.3843(3) 0.8832(2) 0.35481(15) 0.0324(5) Uani 1 1 d . . . . .
H29 H -0.330769 0.885712 0.305018 0.039 Uiso 1 1 calc R . . . .
C30 C -0.2751(3) 0.8680(3) 0.44066(18) 0.0450(6) Uani 1 1 d . . . . .
H30A H -0.324188 0.862451 0.490780 0.067 Uiso 1 1 calc GR . . . .
H30B H -0.210596 0.945607 0.451092 0.067 Uiso 1 1 calc GR . . . .
H30C H -0.221774 0.786293 0.434115 0.067 Uiso 1 1 calc GR . . . .
C31 C -0.4621(3) 1.0181(2) 0.35938(19) 0.0452(6) Uani 1 1 d . . . . .
H31A H -0.526845 1.027227 0.303652 0.068 Uiso 1 1 calc GR . . . .
H31B H -0.393377 1.092338 0.369332 0.068 Uiso 1 1 calc GR . . . .
H31C H -0.515127 1.019618 0.408021 0.068 Uiso 1 1 calc GR . . . .
C24 C -0.6892(3) 0.4724(3) 0.08549(18) 0.0461(6) Uani 1 1 d . . . . .
H24A H -0.775859 0.442885 0.103911 0.069 Uiso 1 1 calc GR . . . .
H24B H -0.674868 0.417757 0.032967 0.069 Uiso 1 1 calc GR . . . .
H24C H -0.696745 0.566547 0.071717 0.069 Uiso 1 1 calc GR . . . .
C16 C 0.1173(4) 0.0791(3) 0.3117(2) 0.0627(9) Uani 1 1 d . . . . .
H16A H 0.176805 0.088095 0.267033 0.094 Uiso 1 1 calc GR . . . .
H16B H 0.147281 0.002197 0.346164 0.094 Uiso 1 1 calc GR . . . .
H16C H 0.125725 0.160574 0.350973 0.094 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 C8 1.927(2) . ?
C5 C6 1.420(3) . ?
C5 C4 1.409(3) . ?
C5 C7 1.440(3) . ?
C9 C8 1.355(3) . ?
C9 C11 1.516(3) . ?
C9 B1 1.549(3) . ?
C6 C6 1.428(4) 2_475 ?
C6 C1 1.419(3) . ?
C17 C18 1.400(3) . ?
C17 C22 1.405(3) . ?
C17 B1 1.576(3) . ?
C4 C8 1.475(3) . ?
C4 C3 1.406(3) . ?
C1 C10 1.419(3) . ?
C1 C2 1.400(3) . ?
C7 C10 1.378(3) 2_475 ?
C7 B1 1.547(3) . ?
C2 C3 1.384(3) . ?
C18 C19 1.396(3) . ?
C18 C23 1.522(3) . ?
C19 C20 1.393(3) . ?
C22 C21 1.395(3) . ?
C22 C29 1.522(3) . ?
C23 C25 1.524(3) . ?
C23 C24 1.530(3) . ?
C11 C12 1.532(3) . ?
C12 C13 1.521(3) . ?
C13 C14 1.521(3) . ?
C20 C21 1.391(3) . ?
C20 C26 1.520(3) . ?
C26 C28 1.517(4) . ?
C26 C27 1.523(4) . ?
C14 C15 1.519(4) . ?
C15 C16 1.509(4) . ?
C29 C30 1.526(3) . ?
C29 C31 1.523(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C5 C7 120.13(18) . . ?
C4 C5 C6 119.40(17) . . ?
C4 C5 C7 120.47(18) . . ?
C8 C9 C11 122.62(19) . . ?
C8 C9 B1 116.31(18) . . ?
C11 C9 B1 120.96(18) . . ?
C5 C6 C6 120.1(2) . 2_475 ?
C1 C6 C5 120.60(18) . . ?
C1 C6 C6 119.3(2) . 2_475 ?
C18 C17 C22 119.34(19) . . ?
C18 C17 B1 121.41(18) . . ?
C22 C17 B1 118.84(18) . . ?
C5 C4 C8 119.18(18) . . ?
C3 C4 C5 119.15(18) . . ?
C3 C4 C8 121.64(18) . . ?
C6 C1 C10 119.21(18) . . ?
C2 C1 C6 118.58(18) . . ?
C2 C1 C10 122.21(18) . . ?
C5 C7 B1 120.07(18) . . ?
C10 C7 C5 118.39(18) 2_475 . ?
C10 C7 B1 121.54(18) 2_475 . ?
C9 C8 Br1 118.11(15) . . ?
C9 C8 C4 126.68(19) . . ?
C4 C8 Br1 115.21(15) . . ?
C7 C10 C1 122.88(18) 2_475 . ?
C3 C2 C1 120.97(18) . . ?
C2 C3 C4 121.27(19) . . ?
C17 C18 C23 119.45(18) . . ?
C19 C18 C17 119.7(2) . . ?
C19 C18 C23 120.86(19) . . ?
C20 C19 C18 121.6(2) . . ?
C17 C22 C29 119.56(18) . . ?
C21 C22 C17 119.60(19) . . ?
C21 C22 C29 120.82(19) . . ?
C18 C23 C25 112.73(19) . . ?
C18 C23 C24 111.93(19) . . ?
C25 C23 C24 111.2(2) . . ?
C9 C11 C12 114.29(18) . . ?
C13 C12 C11 111.81(19) . . ?
C9 B1 C17 124.97(18) . . ?
C7 B1 C9 116.95(18) . . ?
C7 B1 C17 118.00(18) . . ?
C14 C13 C12 113.5(2) . . ?
C19 C20 C26 120.2(2) . . ?
C21 C20 C19 118.1(2) . . ?
C21 C20 C26 121.7(2) . . ?
C20 C21 C22 121.6(2) . . ?
C20 C26 C27 112.6(2) . . ?
C28 C26 C20 111.3(2) . . ?
C28 C26 C27 110.0(2) . . ?
C15 C14 C13 114.2(2) . . ?
C16 C15 C14 114.0(2) . . ?
C22 C29 C30 111.04(19) . . ?
C22 C29 C31 112.9(2) . . ?
C31 C29 C30 111.0(2) . . ?

_olex2_submission_original_sample_id lmji13
_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 1.401
_oxdiff_exptl_absorpt_empirical_full_min 0.827
####################################################################### 
# 
# 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_mi19007_refinalized
_database_code_depnum_ccdc_archive 'CCDC 1961372'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2019-10-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 B Br O2'
_chemical_formula_sum            'C22 H26 B Br O2'
_chemical_formula_weight         413.15
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H26 B Br O2'
_chemical_oxdiff_usercomment     '@ 120 K '
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'
O O 0.0492 0.0322 '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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   20.7096(3)
_cell_length_b                   6.43840(10)
_cell_length_c                   15.5735(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2076.52(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9978
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      75.7340
_cell_measurement_theta_min      4.2530
_shelx_estimated_absorpt_T_max   0.883
_shelx_estimated_absorpt_T_min   0.428
_exptl_absorpt_coefficient_mu    2.782
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.275
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             856
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-11 0 5 0.0230
11 0 -5 0.0230
-11 0 -6 0.0820
1 -4 0 0.1721
6 -4 2 0.1627
11 0 6 0.0886
11 1 6 0.0939
-3 4 -1 0.1708

_exptl_crystal_size_max          0.367
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.046
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-10.9812 0.0073 4.9993 0.9507 -0.0387 0.0845
10.9812 -0.0073 -4.9993 -0.9507 0.0387 -0.0845
-11.0079 0.0048 -5.9949 0.3510 -0.9456 0.0628
0.9847 -3.9975 0.0104 0.0217 0.0100 -0.9592
5.9866 -3.9999 2.0085 -0.1775 0.3799 -0.9891
11.0079 -0.0048 5.9949 -0.3510 0.9456 -0.0628
11.0116 0.9945 5.9923 -0.3719 0.9534 0.1753
-2.9860 3.9984 -1.0095 0.0471 -0.1744 0.9707

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12887
_diffrn_reflns_point_group_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.885
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.883
_diffrn_reflns_theta_min         4.270
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -94.00 -35.00   1.00    1.00    --  -41.67 137.00  87.00   59
  2  ω    -75.00 -50.00   1.00    1.00    --  -41.67 132.00 -88.00   25
  3  ω     68.00  93.00   1.00    1.00    --   41.67-137.00  25.00   25
  4  ω     71.00  98.00   1.00    4.00    --  111.00-137.00  25.00   27
  5  ω     78.00 103.00   1.00    4.00    --  111.00-132.00-158.00   25
  6  ω    110.00 137.00   1.00    4.00    --  111.00 132.00 -88.00   27
  7  ω     96.00 136.00   1.00    4.00    --  111.00 137.00  87.00   40
  8  ω   -114.00 -19.00   1.00    1.00    --  -41.67 -38.00-180.00   95
  9  ω     27.00  64.00   1.00    1.00    --   41.67 -38.00 -60.00   37
 10  ω    -30.00  22.00   1.00    1.00    --   41.67 -38.00 -60.00   52
 11  ω     38.00 140.00   1.00    4.00    --  111.00 -77.00   0.00  102
 12  ω    108.00 134.00   1.00    4.00    --  111.00 -30.00   0.00   26
 13  ω     84.00 141.00   1.00    4.00    --  111.00  26.00  -4.93   57
 14  ω     39.00 102.00   1.00    4.00    --  111.00 -30.00   0.00   63
 15  ω    104.00 130.00   1.00    4.00    --  111.00 125.00-180.00   26
 16  ω    150.00 177.00   1.00    4.00    --  111.00 125.00-180.00   27
 17  ω     53.00  93.00   1.00    4.00    --  111.00-125.00  30.00   40
 18  ω     42.00  67.00   1.00    4.00    --  111.00 -45.00   0.00   25
 19  ω     82.00 134.00   1.00    4.00    --  111.00 -45.00   0.00   52
 20  ω     32.00  98.00   1.00    4.00    --  111.00 -94.00-180.00   66
 21  ω    152.00 178.00   1.00    4.00    --  111.00  26.00  -4.93   26
 22  ω     60.00 107.00   1.00    4.00    --  111.00 -94.00 -90.00   47
 23  ω    104.00 178.00   1.00    4.00    --  111.00  77.00 150.00   74
 24  ω    120.00 149.00   1.00    4.00    --  111.00  77.00   0.00   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0616858000
_diffrn_orient_matrix_UB_12      -0.0204803000
_diffrn_orient_matrix_UB_13      0.0546990000
_diffrn_orient_matrix_UB_21      0.0410389000
_diffrn_orient_matrix_UB_22      0.0078212000
_diffrn_orient_matrix_UB_23      0.0823861000
_diffrn_orient_matrix_UB_31      -0.0066560000
_diffrn_orient_matrix_UB_32      0.2383023000
_diffrn_orient_matrix_UB_33      0.0019401000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.716
_reflns_Friedel_fraction_full    0.807
_reflns_Friedel_fraction_max     0.769
_reflns_number_gt                3789
_reflns_number_total             3824
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.614
_refine_diff_density_min         -0.993
_refine_diff_density_rms         0.095
_refine_ls_abs_structure_details 
;
 Flack x determined using 1531 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3824
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0907P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1089
_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:
 C4(H4), C5(H5), C8(H8), C7(H7)
2.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C16(H16A,H16B,H16C), C19(H19A,H19B,H19C), C21(H21A,H21B,
 H21C), C9(H9A,H9B,H9C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.52402(2) 0.58389(5) 0.48937(4) 0.02855(17) Uani 1 1 d . . . . .
O1 O 0.62634(13) 0.5527(4) 0.31211(18) 0.0253(5) Uani 1 1 d . . . . .
O2 O 0.66083(13) 0.2692(3) 0.38763(16) 0.0261(5) Uani 1 1 d . . . . .
C1 C 0.65750(16) 0.6220(5) 0.4686(2) 0.0204(6) Uani 1 1 d . . . . .
C10 C 0.72546(14) 0.6948(5) 0.4821(2) 0.0208(6) Uani 1 1 d . . . . .
C2 C 0.60915(15) 0.6840(5) 0.5176(2) 0.0226(6) Uani 1 1 d . . . . .
C11 C 0.74030(17) 0.8993(5) 0.5055(2) 0.0228(8) Uani 1 1 d . . . . .
H11 H 0.709(3) 0.987(8) 0.508(4) 0.027 Uiso 1 1 d R . . . .
C15 C 0.77642(17) 0.5572(6) 0.4671(2) 0.0225(7) Uani 1 1 d . . . . .
H15 H 0.767(3) 0.424(7) 0.447(4) 0.027 Uiso 1 1 d R . . . .
C12 C 0.80415(16) 0.9614(6) 0.5153(2) 0.0233(6) Uani 1 1 d . . . . .
H12 H 0.814(3) 1.093(7) 0.531(4) 0.028 Uiso 1 1 d R . . . .
C14 C 0.84029(16) 0.6207(5) 0.4770(2) 0.0248(7) Uani 1 1 d . . . . .
H14 H 0.874(2) 0.529(8) 0.462(4) 0.030 Uiso 1 1 d R . . . .
C13 C 0.85512(14) 0.8226(5) 0.5018(2) 0.0250(7) Uani 1 1 d . . . . .
C22 C 0.5745(2) 0.0883(6) 0.3174(4) 0.0353(10) Uani 1 1 d . . . . .
H22A H 0.578420 -0.024295 0.359415 0.053 Uiso 1 1 calc GR . . . .
H22B H 0.558689 0.031915 0.262817 0.053 Uiso 1 1 calc GR . . . .
H22C H 0.543941 0.192476 0.338770 0.053 Uiso 1 1 calc GR . . . .
C4 C 0.58215(16) 1.0205(6) 0.5897(2) 0.0269(7) Uani 1 1 d . . . . .
H4 H 0.563384 1.067581 0.537568 0.032 Uiso 1 1 calc R . . . .
C3 C 0.60905(15) 0.8210(5) 0.5945(2) 0.0226(6) Uani 1 1 d . . . . .
C16 C 0.92397(18) 0.8923(6) 0.5137(3) 0.0325(9) Uani 1 1 d . . . . .
H16A H 0.925262 1.043842 0.519285 0.049 Uiso 1 1 calc GR . . . .
H16B H 0.949618 0.849890 0.463777 0.049 Uiso 1 1 calc GR . . . .
H16C H 0.941826 0.828487 0.565629 0.049 Uiso 1 1 calc GR . . . .
C17 C 0.6381(2) 0.3906(5) 0.2474(2) 0.0258(7) Uani 1 1 d . . . . .
C19 C 0.7031(2) 0.4447(6) 0.2065(3) 0.0345(9) Uani 1 1 d . . . . .
H19A H 0.700800 0.583475 0.180843 0.052 Uiso 1 1 calc GR . . . .
H19B H 0.713392 0.342588 0.161829 0.052 Uiso 1 1 calc GR . . . .
H19C H 0.736901 0.442560 0.250565 0.052 Uiso 1 1 calc GR . . . .
C21 C 0.6896(2) 0.0303(6) 0.2738(3) 0.0337(8) Uani 1 1 d . . . . .
H21A H 0.732533 0.094328 0.272783 0.051 Uiso 1 1 calc GR . . . .
H21B H 0.678372 -0.017776 0.215999 0.051 Uiso 1 1 calc GR . . . .
H21C H 0.689822 -0.088058 0.313382 0.051 Uiso 1 1 calc GR . . . .
C5 C 0.58296(19) 1.1497(6) 0.6615(3) 0.0291(7) Uani 1 1 d . . . . .
H5 H 0.565072 1.285275 0.657560 0.035 Uiso 1 1 calc R . . . .
C8 C 0.63568(18) 0.7536(5) 0.6715(3) 0.0277(7) Uani 1 1 d . . . . .
H8 H 0.653555 0.618000 0.675420 0.033 Uiso 1 1 calc R . . . .
C7 C 0.6364(2) 0.8843(7) 0.7435(3) 0.0329(8) Uani 1 1 d . . . . .
H7 H 0.655081 0.837572 0.795763 0.039 Uiso 1 1 calc R . . . .
C6 C 0.6096(2) 1.0831(5) 0.7388(3) 0.0304(8) Uani 1 1 d . . . . .
C18 C 0.64021(17) 0.1888(5) 0.3036(2) 0.0241(6) Uani 1 1 d . . . . .
C9 C 0.6102(3) 1.2234(7) 0.8158(3) 0.0438(10) Uani 1 1 d . . . . .
H9A H 0.605385 1.367925 0.797153 0.066 Uiso 1 1 calc GR . . . .
H9B H 0.651244 1.207285 0.846449 0.066 Uiso 1 1 calc GR . . . .
H9C H 0.574454 1.186460 0.854070 0.066 Uiso 1 1 calc GR . . . .
C20 C 0.5843(3) 0.3976(7) 0.1820(3) 0.0399(10) Uani 1 1 d . . . . .
H20A H 0.542543 0.392728 0.211499 0.060 Uiso 1 1 calc GR . . . .
H20B H 0.588051 0.278201 0.143266 0.060 Uiso 1 1 calc GR . . . .
H20C H 0.587435 0.526404 0.148715 0.060 Uiso 1 1 calc GR . . . .
B1 B 0.64646(17) 0.4759(6) 0.3887(2) 0.0220(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C2 1.928(3) . ?
O1 C17 1.471(4) . ?
O1 B1 1.357(5) . ?
O2 C18 1.470(4) . ?
O2 B1 1.364(4) . ?
C1 C10 1.498(4) . ?
C1 C2 1.321(5) . ?
C1 B1 1.576(5) . ?
C10 C11 1.400(4) . ?
C10 C15 1.397(5) . ?
C2 C3 1.487(4) . ?
C11 H11 0.86(5) . ?
C11 C12 1.390(5) . ?
C15 H15 0.94(5) . ?
C15 C14 1.393(5) . ?
C12 H12 0.90(5) . ?
C12 C13 1.399(5) . ?
C14 H14 0.95(5) . ?
C14 C13 1.391(5) . ?
C13 C16 1.506(5) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C22 C18 1.523(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.402(5) . ?
C4 C5 1.393(5) . ?
C3 C8 1.390(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C19 1.531(6) . ?
C17 C18 1.567(5) . ?
C17 C20 1.509(6) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 C18 1.518(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(6) . ?
C8 H8 0.9500 . ?
C8 C7 1.402(6) . ?
C7 H7 0.9500 . ?
C7 C6 1.397(6) . ?
C6 C9 1.502(5) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 O1 C17 107.0(3) . . ?
B1 O2 C18 106.9(3) . . ?
C10 C1 B1 115.7(3) . . ?
C2 C1 C10 122.4(3) . . ?
C2 C1 B1 121.8(3) . . ?
C11 C10 C1 122.4(3) . . ?
C15 C10 C1 119.2(3) . . ?
C15 C10 C11 118.3(3) . . ?
C1 C2 Br1 117.4(2) . . ?
C1 C2 C3 130.2(3) . . ?
C3 C2 Br1 112.4(2) . . ?
C10 C11 H11 118(3) . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 122(3) . . ?
C10 C15 H15 118(4) . . ?
C14 C15 C10 120.8(3) . . ?
C14 C15 H15 121(4) . . ?
C11 C12 H12 120(4) . . ?
C11 C12 C13 121.2(3) . . ?
C13 C12 H12 118(4) . . ?
C15 C14 H14 120(3) . . ?
C13 C14 C15 121.0(3) . . ?
C13 C14 H14 119(3) . . ?
C12 C13 C16 120.4(3) . . ?
C14 C13 C12 118.2(3) . . ?
C14 C13 C16 121.4(3) . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0(3) . . ?
C4 C3 C2 120.1(3) . . ?
C8 C3 C2 120.6(3) . . ?
C8 C3 C4 119.3(3) . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C17 C19 105.6(3) . . ?
O1 C17 C18 102.1(3) . . ?
O1 C17 C20 108.6(3) . . ?
C19 C17 C18 113.3(3) . . ?
C20 C17 C19 111.2(4) . . ?
C20 C17 C18 115.0(3) . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(4) . . ?
C6 C5 H5 119.5 . . ?
C3 C8 H8 119.8 . . ?
C3 C8 C7 120.4(3) . . ?
C7 C8 H8 119.8 . . ?
C8 C7 H7 119.9 . . ?
C6 C7 C8 120.2(4) . . ?
C6 C7 H7 119.9 . . ?
C5 C6 C7 119.1(4) . . ?
C5 C6 C9 120.6(4) . . ?
C7 C6 C9 120.3(4) . . ?
O2 C18 C22 106.5(3) . . ?
O2 C18 C17 102.4(3) . . ?
O2 C18 C21 108.3(3) . . ?
C22 C18 C17 113.9(3) . . ?
C21 C18 C22 111.1(3) . . ?
C21 C18 C17 113.9(3) . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 B1 O2 114.3(3) . . ?
O1 B1 C1 121.4(3) . . ?
O2 B1 C1 124.1(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C2 C3 C4 -71.1(4) . . . . ?
Br1 C2 C3 C8 109.2(3) . . . . ?
O1 C17 C18 O2 -26.3(4) . . . . ?
O1 C17 C18 C22 88.3(4) . . . . ?
O1 C17 C18 C21 -142.9(3) . . . . ?
C1 C10 C11 C12 -178.4(3) . . . . ?
C1 C10 C15 C14 178.5(3) . . . . ?
C1 C2 C3 C4 109.8(4) . . . . ?
C1 C2 C3 C8 -70.0(5) . . . . ?
C10 C1 C2 Br1 177.9(2) . . . . ?
C10 C1 C2 C3 -3.0(6) . . . . ?
C10 C1 B1 O1 -95.4(4) . . . . ?
C10 C1 B1 O2 79.1(4) . . . . ?
C10 C11 C12 C13 0.2(6) . . . . ?
C10 C15 C14 C13 -0.2(6) . . . . ?
C2 C1 C10 C11 -38.7(5) . . . . ?
C2 C1 C10 C15 144.4(4) . . . . ?
C2 C1 B1 O1 81.4(4) . . . . ?
C2 C1 B1 O2 -104.2(4) . . . . ?
C2 C3 C8 C7 179.1(3) . . . . ?
C11 C10 C15 C14 1.4(5) . . . . ?
C11 C12 C13 C14 1.0(5) . . . . ?
C11 C12 C13 C16 -179.3(4) . . . . ?
C15 C10 C11 C12 -1.4(5) . . . . ?
C15 C14 C13 C12 -1.0(5) . . . . ?
C15 C14 C13 C16 179.4(4) . . . . ?
C4 C3 C8 C7 -0.7(6) . . . . ?
C4 C5 C6 C7 0.7(6) . . . . ?
C4 C5 C6 C9 -180.0(4) . . . . ?
C3 C4 C5 C6 -0.7(6) . . . . ?
C3 C8 C7 C6 0.7(6) . . . . ?
C17 O1 B1 O2 -10.2(4) . . . . ?
C17 O1 B1 C1 164.8(3) . . . . ?
C19 C17 C18 O2 86.8(4) . . . . ?
C19 C17 C18 C22 -158.7(3) . . . . ?
C19 C17 C18 C21 -29.8(4) . . . . ?
C5 C4 C3 C2 -179.1(3) . . . . ?
C5 C4 C3 C8 0.7(5) . . . . ?
C8 C7 C6 C5 -0.7(7) . . . . ?
C8 C7 C6 C9 180.0(4) . . . . ?
C18 O2 B1 O1 -8.1(4) . . . . ?
C18 O2 B1 C1 177.0(3) . . . . ?
C20 C17 C18 O2 -143.7(3) . . . . ?
C20 C17 C18 C22 -29.2(5) . . . . ?
C20 C17 C18 C21 99.7(4) . . . . ?
B1 O1 C17 C19 -96.2(3) . . . . ?
B1 O1 C17 C18 22.5(4) . . . . ?
B1 O1 C17 C20 144.4(3) . . . . ?
B1 O2 C18 C22 -98.5(3) . . . . ?
B1 O2 C18 C17 21.4(4) . . . . ?
B1 O2 C18 C21 142.0(3) . . . . ?
B1 C1 C10 C11 138.1(3) . . . . ?
B1 C1 C10 C15 -38.9(4) . . . . ?
B1 C1 C2 Br1 1.3(4) . . . . ?
B1 C1 C2 C3 -179.6(3) . . . . ?

_olex2_submission_original_sample_id KY-161
_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 1.510
_oxdiff_exptl_absorpt_empirical_full_min 0.760
####################################################################### 
# 
# 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_mi19002_reint_refinalized
_database_code_depnum_ccdc_archive 'CCDC 1961370'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2019-10-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H10 B Br3'
_chemical_formula_sum            'C14 H10 B Br3'
_chemical_formula_weight         428.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H10 B Br3'
_chemical_oxdiff_usercomment     '@ 170 K KY124'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.2781(3)
_cell_length_b                   5.93600(10)
_cell_length_c                   18.4485(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.580(2)
_cell_angle_gamma                90
_cell_volume                     1429.37(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14704
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      31.9930
_cell_measurement_theta_min      3.7660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.444
_exptl_absorpt_correction_T_max  0.427
_exptl_absorpt_correction_T_min  0.098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.992
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             816
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 0 2 0.0462
-3 0 -2 0.0760
-3 -1 0 0.1715
-2 2 -3 0.2080
1 0 -3 0.0810
-1 -3 1 0.2506
-1 3 3 0.2527
2 2 -3 0.2478
-1 0 1 0.0691
0 0 1 0.0612
3 0 -2 0.0586

_exptl_crystal_size_max          0.538
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.122
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.9973 -0.0000 1.9938 0.1701 -0.0897 -0.0170
-2.9973 0.0000 -1.9938 -0.1701 0.0897 0.0170
-2.9978 -0.9990 0.0039 -0.1136 0.0781 0.1475
-1.9970 1.9981 -2.9948 -0.1466 0.1203 -0.2264
0.9987 -0.0001 -2.9965 -0.0687 -0.0885 -0.0423
-1.0011 -2.9971 1.0017 -0.0354 -0.0742 0.3539
-0.9965 2.9973 2.9943 0.1044 0.2192 -0.2892
1.9991 1.9979 -2.9990 -0.0110 -0.0419 -0.2757
-0.9989 0.0001 0.9995 0.0003 0.0565 0.0223
0.0001 0.0000 0.9985 0.0342 0.0160 0.0100
2.9968 -0.0002 -2.0001 0.0333 -0.1536 -0.0570

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            41168
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.507
_diffrn_reflns_theta_min         3.444
_diffrn_ambient_temperature      170.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      8.00  95.00   1.00   30.00    --   26.59  57.00  60.00   87
  2  ω    -16.00  70.00   1.00   30.00    --   26.59-105.00 155.00   86
  3  ω    -20.00  67.00   1.00   30.00    --   26.59 -99.00 -60.00   87
  4  ω    -42.00  45.00   1.00   30.00    --   26.59 -57.00-180.00   87
  5  ω    -20.00  67.00   1.00   30.00    --   26.59 -99.00  60.00   87
  6  ω    -46.00  64.00   1.00   30.00    --   26.59 -19.00-120.00  110
  7  ω    -93.00  -6.00   1.00   30.00    --  -24.72 -57.00 -90.00   87
  8  ω    -93.00  -6.00   1.00   30.00    --  -24.72 -57.00  90.00   87
  9  ω    -93.00  -6.00   1.00   30.00    --  -24.72 -57.00-180.00   87
 10  ω    -42.00  45.00   1.00   30.00    --   26.59 -57.00  60.00   87
 11  ω      8.00  95.00   1.00   30.00    --   26.59  57.00 -30.00   87
 12  ω    -95.00  -2.00   1.00   30.00    --  -24.72 -37.00 -90.00   93
 13  ω    -93.00  -6.00   1.00   30.00    --  -24.72 -57.00 150.00   87
 14  ω     39.00  85.00   1.00   30.00    --   26.59 178.00 120.00   46
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0339801000
_diffrn_orient_matrix_UB_12      0.0119060000
_diffrn_orient_matrix_UB_13      0.0342431000
_diffrn_orient_matrix_UB_21      -0.0405765000
_diffrn_orient_matrix_UB_22      0.0436545000
_diffrn_orient_matrix_UB_23      0.0160108000
_diffrn_orient_matrix_UB_31      -0.0123374000
_diffrn_orient_matrix_UB_32      -0.1106072000
_diffrn_orient_matrix_UB_33      0.0100204000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3527
_reflns_number_total             4355
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.633
_refine_diff_density_min         -1.129
_refine_diff_density_rms         0.153
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         4355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.130
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0318P)²+0.2430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0706
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00A), C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E),
 C00F(H00F), C00G(H00G), C00H(H00H), C00I(H00I)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Br01 Br 0.29577(2) 0.20189(4) 0.69581(2) 0.02436(7) Uani 1 1 d . . . . .
Br02 Br 0.34961(2) 0.41433(5) 0.49687(2) 0.02833(8) Uani 1 1 d . . . . .
Br03 Br 0.19536(2) 0.69499(5) 0.58191(2) 0.03282(8) Uani 1 1 d . . . . .
C004 C 0.41044(16) 0.5595(4) 0.65509(12) 0.0172(4) Uani 1 1 d . . . . .
C005 C 0.40488(16) 0.4195(4) 0.71091(12) 0.0169(4) Uani 1 1 d . . . . .
B006 B 0.3245(2) 0.5516(5) 0.58514(14) 0.0187(5) Uani 1 1 d . . . . .
C007 C 0.46935(16) 0.4019(4) 0.78485(12) 0.0179(4) Uani 1 1 d . . . . .
C008 C 0.49837(17) 0.7145(4) 0.65392(12) 0.0172(4) Uani 1 1 d . . . . .
C009 C 0.53382(19) 0.5690(5) 0.90335(14) 0.0283(6) Uani 1 1 d . . . . .
H009 H 0.537042 0.692927 0.936291 0.034 Uiso 1 1 calc R . . . .
C00A C 0.6610(2) 1.0105(5) 0.64562(15) 0.0290(6) Uani 1 1 d . . . . .
H00A H 0.715794 1.111708 0.643464 0.035 Uiso 1 1 calc R . . . .
C00B C 0.67825(18) 0.8123(5) 0.68597(14) 0.0269(6) Uani 1 1 d . . . . .
H00B H 0.745358 0.776917 0.711197 0.032 Uiso 1 1 calc R . . . .
C00C C 0.47514(18) 0.5846(4) 0.83301(13) 0.0218(5) Uani 1 1 d . . . . .
H00C H 0.438967 0.719614 0.817693 0.026 Uiso 1 1 calc R . . . .
C00D C 0.48251(18) 0.9140(4) 0.61238(13) 0.0210(5) Uani 1 1 d . . . . .
H00D H 0.415726 0.949658 0.586610 0.025 Uiso 1 1 calc R . . . .
C00E C 0.5823(2) 0.1925(5) 0.87795(15) 0.0295(6) Uani 1 1 d . . . . .
H00E H 0.619800 0.059092 0.893208 0.035 Uiso 1 1 calc R . . . .
C00F C 0.59775(17) 0.6653(4) 0.68963(13) 0.0218(5) Uani 1 1 d . . . . .
H00F H 0.610729 0.529259 0.716891 0.026 Uiso 1 1 calc R . . . .
C00G C 0.5629(2) 1.0590(4) 0.60853(15) 0.0277(6) Uani 1 1 d . . . . .
H00G H 0.550692 1.193090 0.580179 0.033 Uiso 1 1 calc R . . . .
C00H C 0.52280(19) 0.2054(4) 0.80842(14) 0.0242(5) Uani 1 1 d . . . . .
H00H H 0.518233 0.079092 0.776338 0.029 Uiso 1 1 calc R . . . .
C00I C 0.5873(2) 0.3749(5) 0.92557(15) 0.0327(6) Uani 1 1 d . . . . .
H00I H 0.627801 0.365748 0.973614 0.039 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
Br01 C005 1.923(2) . ?
Br02 B006 1.904(3) . ?
Br03 B006 1.906(3) . ?
C004 C005 1.336(3) . ?
C004 B006 1.558(3) . ?
C004 C008 1.489(3) . ?
C005 C007 1.475(3) . ?
C007 C00C 1.395(3) . ?
C007 C00H 1.393(3) . ?
C008 C00D 1.405(3) . ?
C008 C00F 1.393(3) . ?
C009 H009 0.9500 . ?
C009 C00C 1.389(3) . ?
C009 C00I 1.376(4) . ?
C00A H00A 0.9500 . ?
C00A C00B 1.389(4) . ?
C00A C00G 1.386(4) . ?
C00B H00B 0.9500 . ?
C00B C00F 1.391(3) . ?
C00C H00C 0.9500 . ?
C00D H00D 0.9500 . ?
C00D C00G 1.383(3) . ?
C00E H00E 0.9500 . ?
C00E C00H 1.380(4) . ?
C00E C00I 1.388(4) . ?
C00F H00F 0.9500 . ?
C00G H00G 0.9500 . ?
C00H H00H 0.9500 . ?
C00I H00I 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C005 C004 B006 118.9(2) . . ?
C005 C004 C008 123.4(2) . . ?
C008 C004 B006 117.59(19) . . ?
C004 C005 Br01 116.95(17) . . ?
C004 C005 C007 130.7(2) . . ?
C007 C005 Br01 112.35(16) . . ?
Br02 B006 Br03 117.52(14) . . ?
C004 B006 Br02 120.31(17) . . ?
C004 B006 Br03 122.02(17) . . ?
C00C C007 C005 119.2(2) . . ?
C00H C007 C005 121.6(2) . . ?
C00H C007 C00C 119.2(2) . . ?
C00D C008 C004 119.3(2) . . ?
C00F C008 C004 122.7(2) . . ?
C00F C008 C00D 117.9(2) . . ?
C00C C009 H009 119.8 . . ?
C00I C009 H009 119.8 . . ?
C00I C009 C00C 120.3(3) . . ?
C00B C00A H00A 120.4 . . ?
C00G C00A H00A 120.4 . . ?
C00G C00A C00B 119.2(2) . . ?
C00A C00B H00B 119.8 . . ?
C00A C00B C00F 120.3(2) . . ?
C00F C00B H00B 119.8 . . ?
C007 C00C H00C 120.0 . . ?
C009 C00C C007 119.9(2) . . ?
C009 C00C H00C 120.0 . . ?
C008 C00D H00D 119.6 . . ?
C00G C00D C008 120.9(2) . . ?
C00G C00D H00D 119.6 . . ?
C00H C00E H00E 120.1 . . ?
C00H C00E C00I 119.9(3) . . ?
C00I C00E H00E 120.1 . . ?
C008 C00F H00F 119.5 . . ?
C00B C00F C008 121.0(2) . . ?
C00B C00F H00F 119.5 . . ?
C00A C00G H00G 119.7 . . ?
C00D C00G C00A 120.6(2) . . ?
C00D C00G H00G 119.7 . . ?
C007 C00H H00H 119.7 . . ?
C00E C00H C007 120.6(2) . . ?
C00E C00H H00H 119.7 . . ?
C009 C00I C00E 120.2(2) . . ?
C009 C00I H00I 119.9 . . ?
C00E C00I H00I 119.9 . . ?

_olex2_submission_original_sample_id KY124
_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 1.523
_oxdiff_exptl_absorpt_empirical_full_min 0.703
####################################################################### 
# 
# 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_mi19003_refinalized
_database_code_depnum_ccdc_archive 'CCDC 1961374'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_mi19003_refinalized 
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Crystals of the sample are very weakly diffracting, therefore the data were truncated accordingly. Despite best efforts, better data could not be obtained.
;
_vrf_PLAT602_mi19003_refinalized 
;
PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure        ! Info
RESPONSE: Crystals of the sample are very weakly diffracting, therefore the data were truncated accordingly. Despite best efforts, better data could not be obtained.
;
_vrf_PLAT341_mi19003_refinalized 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01835 Ang.
RESPONSE: Crystals of the sample are very weakly diffracting, therefore the data were truncated accordingly. Despite best efforts, better data could not be obtained.
;
_vrf_PLAT420_mi19003_refinalized 
;
PROBLEM: D-H Without Acceptor       O2       --H2       .     Please Check
RESPONSE: Crystals of the sample are very weakly diffracting, therefore the data were truncated accordingly. Despite best efforts, better data could not be obtained.
;
# Added during the CSD deposition process: Friday 25 October 2019 09:46 AM
# end Validation Reply Form

_audit_creation_date             2019-10-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H42 B2 Br2 O2'
_chemical_formula_sum            'C44 H42 B2 Br2 O2'
_chemical_formula_weight         784.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C44 H42 B2 Br2 O2'
_chemical_oxdiff_usercomment     '@ 120 K KY123'
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'
O O 0.0492 0.0322 '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           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   42.071(3)
_cell_length_b                   29.3977(10)
_cell_length_c                   6.6541(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8229.7(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6228
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      67.2960
_cell_measurement_theta_min      4.6040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.748
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             3216
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0167
0 1 0 0.0100
0 -1 -2 0.0290
0 1 2 0.0233
2 0 -1 0.1405
-2 0 1 0.1439

_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.027
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 -0.9990 0.0015 0.0342 -0.0109 0.0071
0.0000 0.9990 -0.0015 -0.0342 0.0109 -0.0071
0.0000 -1.0009 -1.9979 0.0412 0.0607 0.0833
-0.0000 1.0009 1.9979 -0.0412 -0.0607 -0.0833
2.0009 -0.0085 -0.9928 -0.1575 -0.2735 0.3430
-2.0009 0.0085 0.9928 0.1575 0.2735 -0.3430

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1415
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            41818
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        50.433
_diffrn_reflns_theta_max         50.433
_diffrn_reflns_theta_min         3.492
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -112.00 -15.00   1.00   15.00    --  -41.67 -57.00-166.00   97
  2  ω    -68.00  28.00   1.00   15.00    --  -41.67  57.00 -24.00   96
  3  ω    -28.00  68.00   1.00   15.00    --   41.67 -57.00-166.00   96
  4  ω     15.00 112.00   1.00   15.00    --   41.67  57.00 -24.00   97
  5  ω     82.00 178.00   1.00   25.00    --  108.85  57.00 -24.00   96
  6  ω     39.00 135.00   1.00   25.00    --  108.85 -57.00-166.00   96
  7  ω     61.00 128.00   1.00   15.00    --   41.67 178.00 -90.00   67
  8  ω     61.00 128.00   1.00   15.00    --   41.67 178.00  30.00   67
  9  ω     61.00 128.00   1.00   15.00    --   41.67 178.00-180.00   67
 10  ω     85.00 178.00   1.00   25.00    --  108.85  30.00 -60.00   93
 11  ω     35.00 140.00   1.00   25.00    --  108.85 -77.00  90.00  105
 12  ω     85.00 178.00   1.00   25.00    --  108.85  45.00-120.00   93
 13  ω     37.00 113.00   1.00   25.00    --  108.85-125.00-150.00   76
 14  ω     37.00 113.00   1.00   25.00    --  108.85-125.00  90.00   76
 15  ω   -112.00 -15.00   1.00   15.00    --  -41.67 -57.00  90.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0805889000
_diffrn_orient_matrix_UB_12      -0.0342232000
_diffrn_orient_matrix_UB_13      -0.0034994000
_diffrn_orient_matrix_UB_21      -0.1544264000
_diffrn_orient_matrix_UB_22      0.0108663000
_diffrn_orient_matrix_UB_23      -0.0358114000
_diffrn_orient_matrix_UB_31      0.1525007000
_diffrn_orient_matrix_UB_32      -0.0071186000
_diffrn_orient_matrix_UB_33      -0.0381105000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3155
_reflns_number_total             4320
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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 (Sheldrick, 2015)'
_refine_diff_density_max         1.324
_refine_diff_density_min         -0.781
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         4320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1173
_refine_ls_R_factor_gt           0.0907
_refine_ls_restrained_S_all      1.129
_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)+(0.0894P)²+159.7395P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2404
_refine_ls_wR_factor_ref         0.2580
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C21(H21), C37(H37), C27(H27), C6(H6), C17(H17), C2(H2A), C36(H36), C30(H30),
 C11(H11), C40(H40), C29(H29), C39(H39), C26(H26)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C44(H44A,H44B,H44C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C),
 C42(H42A,H42B,H42C), C34(H34A,H34B,H34C), C32(H32A,H32B,H32C), C33(H33A,H33B,
 H33C), C43(H43A,H43B,H43C)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2), O1(H1)
;
_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 0.41170(3) 0.54604(4) 0.6627(2) 0.0349(5) Uani 1 1 d . . . . .
Br2 Br 0.45187(4) 0.28253(5) -0.4045(2) 0.0420(5) Uani 1 1 d . . . . .
O2 O 0.5201(2) 0.2793(3) -0.2001(15) 0.048(3) Uani 1 1 d . . . . .
H2 H 0.523335 0.257543 -0.125658 0.072 Uiso 1 1 calc GR . . . .
O1 O 0.4742(3) 0.5090(4) 0.8682(17) 0.065(3) Uani 1 1 d . . . . .
H1 H 0.465068 0.533652 0.863664 0.097 Uiso 1 1 calc GR . . . .
C25 C 0.4103(3) 0.3465(4) -0.1205(18) 0.028(3) Uani 1 1 d . . . . .
C18 C 0.4655(3) 0.3172(4) -0.1811(18) 0.035(4) Uani 1 1 d . . . . .
C15 C 0.4870(3) 0.3625(4) 0.1863(17) 0.025(3) Uani 1 1 d . . . . .
C35 C 0.3943(3) 0.4762(4) 0.329(2) 0.029(3) Uani 1 1 d . . . . .
C5 C 0.5461(3) 0.3412(4) 0.3777(19) 0.030(3) Uani 1 1 d . . . . .
C14 C 0.4961(3) 0.3859(4) 0.3617(19) 0.029(3) Uani 1 1 d . . . . .
C21 C 0.4374(3) 0.4046(4) 0.1896(19) 0.029(3) Uani 1 1 d . . . . .
H21 H 0.417401 0.410036 0.135223 0.035 Uiso 1 1 calc R . . . .
C12 C 0.4863(3) 0.4437(4) 0.6282(18) 0.031(3) Uani 1 1 d . . . . .
C23 C 0.4261(3) 0.4677(4) 0.4270(19) 0.030(3) Uani 1 1 d . . . . .
C4 C 0.5252(3) 0.3747(4) 0.4597(19) 0.028(3) Uani 1 1 d . . . . .
C24 C 0.4352(3) 0.4942(4) 0.581(2) 0.031(3) Uani 1 1 d . . . . .
C3 C 0.5339(3) 0.3962(4) 0.643(2) 0.029(3) Uani 1 1 d . . . . .
C19 C 0.4448(3) 0.3445(4) -0.0752(19) 0.031(3) Uani 1 1 d . . . . .
C20 C 0.4565(3) 0.3709(4) 0.1040(19) 0.031(3) Uani 1 1 d . . . . .
C37 C 0.3375(3) 0.4800(4) 0.358(2) 0.034(3) Uani 1 1 d . . . . .
H37 H 0.319234 0.475706 0.434407 0.041 Uiso 1 1 calc R . . . .
C13 C 0.4762(3) 0.4207(4) 0.4472(17) 0.026(3) Uani 1 1 d . . . . .
C27 C 0.3560(4) 0.3280(5) -0.033(2) 0.041(4) Uani 1 1 d . . . . .
H27 H 0.341822 0.317045 0.062416 0.049 Uiso 1 1 calc R . . . .
C6 C 0.5745(3) 0.3319(4) 0.476(2) 0.032(3) Uani 1 1 d . . . . .
H6 H 0.588046 0.310578 0.419482 0.039 Uiso 1 1 calc R . . . .
C17 C 0.5372(3) 0.3212(4) 0.190(2) 0.036(4) Uani 1 1 d . . . . .
H17 H 0.551328 0.301033 0.129332 0.044 Uiso 1 1 calc R . . . .
C2 C 0.5628(3) 0.3844(4) 0.737(2) 0.037(4) Uani 1 1 d . . . . .
H2A H 0.568086 0.398211 0.857598 0.045 Uiso 1 1 calc R . . . .
C22 C 0.4472(3) 0.4301(4) 0.352(2) 0.030(3) Uani 1 1 d . . . . .
C36 C 0.3669(3) 0.4697(4) 0.440(2) 0.036(4) Uani 1 1 d . . . . .
H36 H 0.368194 0.458409 0.570129 0.043 Uiso 1 1 calc R . . . .
C16 C 0.5092(3) 0.3303(4) 0.094(2) 0.029(3) Uani 1 1 d . . . . .
C30 C 0.3997(4) 0.3603(4) -0.3106(19) 0.035(4) Uani 1 1 d . . . . .
H30 H 0.413938 0.370392 -0.407617 0.042 Uiso 1 1 calc R . . . .
C11 C 0.5140(3) 0.4314(4) 0.718(2) 0.035(3) Uani 1 1 d . . . . .
H11 H 0.520318 0.446812 0.833073 0.042 Uiso 1 1 calc R . . . .
C28 C 0.3449(3) 0.3422(4) -0.220(2) 0.038(4) Uani 1 1 d . . . . .
C40 C 0.3917(4) 0.4915(4) 0.1326(18) 0.033(4) Uani 1 1 d . . . . .
H40 H 0.409890 0.494801 0.054121 0.040 Uiso 1 1 calc R . . . .
C29 C 0.3672(3) 0.3586(4) -0.351(2) 0.035(4) Uani 1 1 d . . . . .
H29 H 0.360157 0.369339 -0.474791 0.042 Uiso 1 1 calc R . . . .
C1 C 0.5838(3) 0.3524(4) 0.654(2) 0.035(3) Uani 1 1 d . . . . .
C38 C 0.3347(3) 0.4967(4) 0.162(2) 0.034(3) Uani 1 1 d . . . . .
C39 C 0.3623(3) 0.5018(4) 0.053(2) 0.036(4) Uani 1 1 d . . . . .
H39 H 0.361042 0.512463 -0.077818 0.043 Uiso 1 1 calc R . . . .
C26 C 0.3885(4) 0.3300(4) 0.011(2) 0.041(4) Uani 1 1 d . . . . .
H26 H 0.395375 0.319682 0.136125 0.049 Uiso 1 1 calc R . . . .
C7 C 0.6151(3) 0.3402(5) 0.755(2) 0.038(4) Uani 1 1 d . . . . .
C41 C 0.3020(3) 0.5110(5) 0.083(2) 0.041(4) Uani 1 1 d . . . . .
C31 C 0.3100(4) 0.3379(5) -0.277(2) 0.047(4) Uani 1 1 d . . . . .
C10 C 0.6156(4) 0.2895(5) 0.794(2) 0.051(4) Uani 1 1 d . . . . .
H10A H 0.597975 0.281387 0.878317 0.076 Uiso 1 1 calc GR . . . .
H10B H 0.635122 0.281451 0.859754 0.076 Uiso 1 1 calc GR . . . .
H10C H 0.614051 0.273393 0.668730 0.076 Uiso 1 1 calc GR . . . .
C44 C 0.2897(3) 0.5505(5) 0.209(3) 0.055(5) Uani 1 1 d . . . . .
H44A H 0.290337 0.542316 0.348273 0.083 Uiso 1 1 calc GR . . . .
H44B H 0.268191 0.557267 0.170683 0.083 Uiso 1 1 calc GR . . . .
H44C H 0.302790 0.576742 0.186491 0.083 Uiso 1 1 calc GR . . . .
C8 C 0.6209(4) 0.3656(5) 0.948(2) 0.052(4) Uani 1 1 d . . . . .
H8A H 0.621723 0.397628 0.921393 0.078 Uiso 1 1 calc GR . . . .
H8B H 0.640809 0.355909 1.004894 0.078 Uiso 1 1 calc GR . . . .
H8C H 0.604060 0.359259 1.040978 0.078 Uiso 1 1 calc GR . . . .
B1 B 0.4660(4) 0.4839(5) 0.705(2) 0.033(4) Uani 1 1 d . . . . .
C9 C 0.6423(4) 0.3525(6) 0.608(2) 0.058(5) Uani 1 1 d . . . . .
H9A H 0.640137 0.334916 0.487205 0.088 Uiso 1 1 calc GR . . . .
H9B H 0.662353 0.345836 0.670092 0.088 Uiso 1 1 calc GR . . . .
H9C H 0.641234 0.384276 0.576095 0.088 Uiso 1 1 calc GR . . . .
C42 C 0.2781(4) 0.4706(5) 0.103(2) 0.054(4) Uani 1 1 d . . . . .
H42A H 0.283263 0.447490 0.006528 0.081 Uiso 1 1 calc GR . . . .
H42B H 0.256866 0.481356 0.079099 0.081 Uiso 1 1 calc GR . . . .
H42C H 0.279414 0.458126 0.236103 0.081 Uiso 1 1 calc GR . . . .
C34 C 0.2985(4) 0.3808(5) -0.393(3) 0.061(5) Uani 1 1 d . . . . .
H34A H 0.303107 0.407506 -0.315304 0.092 Uiso 1 1 calc GR . . . .
H34B H 0.276065 0.378788 -0.416183 0.092 Uiso 1 1 calc GR . . . .
H34C H 0.309423 0.382618 -0.519804 0.092 Uiso 1 1 calc GR . . . .
C32 C 0.3069(4) 0.2969(5) -0.415(3) 0.071(6) Uani 1 1 d . . . . .
H32A H 0.320629 0.300678 -0.529123 0.107 Uiso 1 1 calc GR . . . .
H32B H 0.285263 0.294318 -0.460442 0.107 Uiso 1 1 calc GR . . . .
H32C H 0.312726 0.269884 -0.343382 0.107 Uiso 1 1 calc GR . . . .
B2 B 0.4999(4) 0.3086(5) -0.110(2) 0.036(4) Uani 1 1 d . . . . .
C33 C 0.2880(4) 0.3312(6) -0.100(3) 0.064(5) Uani 1 1 d . . . . .
H33A H 0.293697 0.303744 -0.030430 0.097 Uiso 1 1 calc GR . . . .
H33B H 0.266484 0.329110 -0.145948 0.097 Uiso 1 1 calc GR . . . .
H33C H 0.290031 0.356602 -0.009610 0.097 Uiso 1 1 calc GR . . . .
C43 C 0.3035(4) 0.5251(6) -0.138(2) 0.063(5) Uani 1 1 d . . . . .
H43A H 0.316209 0.551965 -0.151300 0.095 Uiso 1 1 calc GR . . . .
H43B H 0.282361 0.531112 -0.186242 0.095 Uiso 1 1 calc GR . . . .
H43C H 0.312717 0.500910 -0.215650 0.095 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 C24 1.899(12) . ?
Br2 C18 1.891(13) . ?
O2 B2 1.351(17) . ?
O1 B1 1.356(18) . ?
C25 C19 1.484(18) . ?
C25 C30 1.402(18) . ?
C25 C26 1.361(18) . ?
C18 C19 1.377(18) . ?
C18 B2 1.54(2) . ?
C15 C14 1.408(17) . ?
C15 C20 1.413(18) . ?
C15 C16 1.467(18) . ?
C35 C23 1.509(19) . ?
C35 C36 1.383(18) . ?
C35 C40 1.384(18) . ?
C5 C4 1.427(18) . ?
C5 C6 1.391(18) . ?
C5 C17 1.431(18) . ?
C14 C4 1.427(18) . ?
C14 C13 1.437(17) . ?
C21 C20 1.398(18) . ?
C21 C22 1.381(18) . ?
C12 C13 1.445(17) . ?
C12 C11 1.357(18) . ?
C12 B1 1.55(2) . ?
C23 C24 1.342(18) . ?
C23 C22 1.503(18) . ?
C4 C3 1.421(18) . ?
C24 B1 1.57(2) . ?
C3 C2 1.411(18) . ?
C3 C11 1.420(18) . ?
C19 C20 1.507(18) . ?
C37 C36 1.386(19) . ?
C37 C38 1.397(18) . ?
C13 C22 1.400(18) . ?
C27 C28 1.39(2) . ?
C27 C26 1.398(19) . ?
C6 C1 1.381(18) . ?
C17 C16 1.366(18) . ?
C2 C1 1.403(18) . ?
C16 B2 1.55(2) . ?
C30 C29 1.394(19) . ?
C28 C29 1.370(19) . ?
C28 C31 1.52(2) . ?
C40 C39 1.381(19) . ?
C1 C7 1.519(19) . ?
C38 C39 1.375(19) . ?
C38 C41 1.533(19) . ?
C7 C10 1.515(19) . ?
C7 C8 1.51(2) . ?
C7 C9 1.55(2) . ?
C41 C44 1.52(2) . ?
C41 C42 1.56(2) . ?
C41 C43 1.53(2) . ?
C31 C34 1.55(2) . ?
C31 C32 1.52(2) . ?
C31 C33 1.51(2) . ?

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
C30 C25 C19 120.5(12) . . ?
C26 C25 C19 121.0(12) . . ?
C26 C25 C30 118.0(13) . . ?
C19 C18 Br2 121.6(11) . . ?
C19 C18 B2 122.0(12) . . ?
B2 C18 Br2 116.0(9) . . ?
C14 C15 C20 118.9(11) . . ?
C14 C15 C16 119.3(12) . . ?
C20 C15 C16 121.9(11) . . ?
C36 C35 C23 118.9(12) . . ?
C36 C35 C40 119.0(13) . . ?
C40 C35 C23 122.1(12) . . ?
C4 C5 C17 117.2(12) . . ?
C6 C5 C4 118.9(12) . . ?
C6 C5 C17 123.8(12) . . ?
C15 C14 C4 120.0(11) . . ?
C15 C14 C13 121.2(12) . . ?
C4 C14 C13 118.9(11) . . ?
C22 C21 C20 122.1(12) . . ?
C13 C12 B1 118.1(12) . . ?
C11 C12 C13 119.6(12) . . ?
C11 C12 B1 122.1(12) . . ?
C24 C23 C35 119.3(11) . . ?
C24 C23 C22 120.5(12) . . ?
C22 C23 C35 120.3(11) . . ?
C14 C4 C5 120.9(11) . . ?
C3 C4 C5 118.5(12) . . ?
C3 C4 C14 120.6(11) . . ?
C23 C24 Br1 122.3(10) . . ?
C23 C24 B1 122.0(11) . . ?
B1 C24 Br1 115.7(9) . . ?
C2 C3 C4 119.4(12) . . ?
C2 C3 C11 122.1(12) . . ?
C11 C3 C4 118.3(12) . . ?
C25 C19 C20 117.4(11) . . ?
C18 C19 C25 122.6(11) . . ?
C18 C19 C20 119.9(12) . . ?
C15 C20 C19 120.9(11) . . ?
C21 C20 C15 119.1(11) . . ?
C21 C20 C19 120.0(12) . . ?
C36 C37 C38 121.3(13) . . ?
C14 C13 C12 119.4(12) . . ?
C22 C13 C14 117.9(11) . . ?
C22 C13 C12 122.6(12) . . ?
C28 C27 C26 120.4(13) . . ?
C1 C6 C5 124.3(13) . . ?
C16 C17 C5 123.4(12) . . ?
C1 C2 C3 122.4(12) . . ?
C21 C22 C23 118.7(12) . . ?
C21 C22 C13 120.4(12) . . ?
C13 C22 C23 120.9(12) . . ?
C35 C36 C37 120.2(13) . . ?
C15 C16 B2 118.1(12) . . ?
C17 C16 C15 118.8(12) . . ?
C17 C16 B2 123.0(12) . . ?
C29 C30 C25 118.5(13) . . ?
C12 C11 C3 123.0(13) . . ?
C27 C28 C31 121.7(13) . . ?
C29 C28 C27 116.4(13) . . ?
C29 C28 C31 121.9(13) . . ?
C39 C40 C35 120.0(13) . . ?
C28 C29 C30 124.1(13) . . ?
C6 C1 C2 116.5(13) . . ?
C6 C1 C7 121.4(12) . . ?
C2 C1 C7 122.1(12) . . ?
C37 C38 C41 119.5(13) . . ?
C39 C38 C37 117.2(13) . . ?
C39 C38 C41 123.2(13) . . ?
C38 C39 C40 122.3(13) . . ?
C25 C26 C27 122.5(13) . . ?
C1 C7 C9 107.9(12) . . ?
C10 C7 C1 108.8(11) . . ?
C10 C7 C9 109.1(12) . . ?
C8 C7 C1 113.7(12) . . ?
C8 C7 C10 109.7(12) . . ?
C8 C7 C9 107.5(12) . . ?
C38 C41 C42 109.8(12) . . ?
C44 C41 C38 108.9(12) . . ?
C44 C41 C42 108.2(12) . . ?
C44 C41 C43 109.7(13) . . ?
C43 C41 C38 111.7(12) . . ?
C43 C41 C42 108.4(13) . . ?
C28 C31 C34 110.9(12) . . ?
C32 C31 C28 107.5(13) . . ?
C32 C31 C34 108.5(13) . . ?
C33 C31 C28 113.7(13) . . ?
C33 C31 C34 107.8(13) . . ?
C33 C31 C32 108.4(13) . . ?
O1 B1 C12 122.9(13) . . ?
O1 B1 C24 121.8(12) . . ?
C12 B1 C24 115.4(12) . . ?
O2 B2 C18 123.7(12) . . ?
O2 B2 C16 119.6(13) . . ?
C18 B2 C16 116.0(12) . . ?

_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 1.626
_oxdiff_exptl_absorpt_empirical_full_min 0.597
_vrf_PLAT_023_MI19003_refinalized 
;
PROBLEM: Resolution [too] Low [sin[theta]/Lambda < 0.6].. 50.43 Degree:
RESPONSE: Crystals of the sample are very weakly diffracting, therefore the data were truncated accordingly. Despite best efforts, better data could not be obtained.
;
####################################################################### 
# 
# 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_mi19001_270k_refinalized
_database_code_depnum_ccdc_archive 'CCDC 1961369'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2019-05-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H22 B Br O'
_chemical_formula_sum            'C28 H22 B Br O'
_chemical_formula_weight         465.17
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H25 B Br O'
_chemical_oxdiff_usercomment     '@ 270 K KY093'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.0697(11)
_cell_length_b                   19.1015(11)
_cell_length_c                   7.1840(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.697(6)
_cell_angle_gamma                90
_cell_volume                     2173.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4036
_cell_measurement_temperature    270.00(10)
_cell_measurement_theta_max      24.7340
_cell_measurement_theta_min      3.9500
_shelx_estimated_absorpt_T_max   0.892
_shelx_estimated_absorpt_T_min   0.523
_exptl_absorpt_coefficient_mu    1.909
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       lath
_exptl_crystal_F_000             952
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
19 14 0 0.0377
8 0 -10 0.1732
-19 -14 0 0.0346
17 -17 0 0.0248
-18 17 1 0.0251
-11 7 9 0.1669

_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.061
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
18.7805 14.4872 0.1214 -0.5213 -0.8518 -0.0525
8.2387 -0.0706 -9.9218 -0.0558 -0.0884 -0.9945
-19.0318 -14.3461 0.3968 0.5192 0.8483 0.1038
17.3576 -17.0200 -0.1645 -0.9627 0.2307 -0.1412
-17.5735 16.9319 0.8203 0.9518 -0.2281 0.2050
-11.0000 7.0000 9.0000 0.3030 -0.0826 0.9352

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.844
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            18623
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.844
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.974
_diffrn_reflns_theta_min         3.509
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      270.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.844
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     12.00  37.00   1.00   30.00    --   -7.70-144.00 -90.00   25
  2  ω     11.00  39.00   1.00   30.00    --   -7.70-127.00  77.00   28
  3  ω     19.00  75.00   1.00   30.00    --    8.56-144.00 -90.00   56
  4  ω     10.00  35.00   1.00   30.00    --    8.56-127.00  77.00   25
  5  ω    -28.00  84.00   1.00   30.00    --    8.56  19.00 150.00  112
  6  ω     11.00  40.00   1.00   30.00    --    8.56 -77.00 150.00   29
  7  ω      3.00  33.00   1.00   30.00    --    8.56 -57.00 -30.00   30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0399714000
_diffrn_orient_matrix_UB_12      0.0160686000
_diffrn_orient_matrix_UB_13      -0.0276846000
_diffrn_orient_matrix_UB_21      -0.0195376000
_diffrn_orient_matrix_UB_22      -0.0334086000
_diffrn_orient_matrix_UB_23      -0.0070741000
_diffrn_orient_matrix_UB_31      -0.0050927000
_diffrn_orient_matrix_UB_32      0.0021731000
_diffrn_orient_matrix_UB_33      0.0959914000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3291
_reflns_number_total             4863
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4863
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.064
_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)+(0.0327P)²+1.3232P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1080
_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, All O(H) groups
2. Rigid body (RIGU) restrains
 C26, C27, C28, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C4(H4), C1(H1), C2(H2), C5(H5), C24(H24), C9(H9), C7(H7), C23(H23),
 C21(H21), C8(H8), C20(H20)
3.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.35967(2) 0.29519(2) 0.18247(5) 0.05663(14) Uani 1 1 d . . . . .
C14 C 0.10251(19) 0.25439(15) 0.2737(4) 0.0331(6) Uani 1 1 d . . . . .
C18 C 0.24463(19) 0.30782(16) 0.2182(4) 0.0381(7) Uani 1 1 d . . . . .
C10 C -0.0349(2) 0.21202(16) 0.3311(4) 0.0373(7) Uani 1 1 d . . . . .
C16 C 0.12567(18) 0.38320(15) 0.2546(4) 0.0340(7) Uani 1 1 d . . . . .
C15 C 0.0487(2) 0.20093(15) 0.2981(4) 0.0359(7) Uani 1 1 d . . . . .
H15 H 0.067851 0.155144 0.292710 0.043 Uiso 1 1 calc R . . . .
B1 B 0.1925(2) 0.24148(18) 0.2343(4) 0.0367(8) Uani 1 1 d . . . . .
C13 C 0.07327(19) 0.32584(15) 0.2810(3) 0.0320(6) Uani 1 1 d . . . . .
C6 C -0.1475(2) 0.29446(18) 0.3724(4) 0.0439(8) Uani 1 1 d . . . . .
C11 C -0.06460(19) 0.28171(16) 0.3387(4) 0.0369(7) Uani 1 1 d . . . . .
C17 C 0.21378(19) 0.37352(15) 0.2274(4) 0.0357(7) Uani 1 1 d . . . . .
C3 C -0.0413(2) 0.40813(16) 0.3153(4) 0.0391(7) Uani 1 1 d . . . . .
C4 C -0.1258(2) 0.41910(19) 0.3498(4) 0.0491(8) Uani 1 1 d . . . . .
H4 H -0.146227 0.464584 0.352850 0.059 Uiso 1 1 calc R . . . .
C1 C 0.0926(2) 0.45091(16) 0.2551(4) 0.0452(8) Uani 1 1 d . . . . .
H1 H 0.126374 0.488810 0.235490 0.054 Uiso 1 1 calc R . . . .
C12 C -0.01026(18) 0.33858(15) 0.3119(4) 0.0336(7) Uani 1 1 d . . . . .
C19 C 0.26664(19) 0.43689(15) 0.2136(4) 0.0394(7) Uani 1 1 d . . . . .
C2 C 0.0112(2) 0.46288(17) 0.2838(4) 0.0485(8) Uani 1 1 d . . . . .
H2 H -0.008957 0.508563 0.281979 0.058 Uiso 1 1 calc R . . . .
C5 C -0.1761(2) 0.3654(2) 0.3778(4) 0.0520(9) Uani 1 1 d . . . . .
H5 H -0.230350 0.374276 0.401140 0.062 Uiso 1 1 calc R . . . .
C24 C 0.2772(2) 0.46397(16) 0.0421(4) 0.0465(8) Uani 1 1 d . . . . .
H24 H 0.248668 0.443891 -0.068430 0.056 Uiso 1 1 calc R . . . .
C22 C 0.3735(2) 0.55289(17) 0.1898(5) 0.0510(9) Uani 1 1 d . . . . .
C9 C -0.0897(2) 0.15670(18) 0.3550(4) 0.0478(8) Uani 1 1 d . . . . .
H9 H -0.071280 0.110704 0.349747 0.057 Uiso 1 1 calc R . . . .
C7 C -0.1987(2) 0.2373(2) 0.3962(4) 0.0541(9) Uani 1 1 d . . . . .
H7 H -0.253132 0.245050 0.419569 0.065 Uiso 1 1 calc R . . . .
C23 C 0.3296(2) 0.52066(17) 0.0315(5) 0.0533(9) Uani 1 1 d . . . . .
H23 H 0.335489 0.537687 -0.086900 0.064 Uiso 1 1 calc R . . . .
C21 C 0.3599(3) 0.5263(2) 0.3620(6) 0.0673(11) Uani 1 1 d . . . . .
H21 H 0.387313 0.547011 0.472628 0.081 Uiso 1 1 calc R . . . .
C8 C -0.1705(2) 0.1698(2) 0.3861(4) 0.0565(10) Uani 1 1 d . . . . .
H8 H -0.206265 0.132642 0.400370 0.068 Uiso 1 1 calc R . . . .
C20 C 0.3070(3) 0.4701(2) 0.3749(5) 0.0637(10) Uani 1 1 d . . . . .
H20 H 0.298550 0.454523 0.492867 0.076 Uiso 1 1 calc R . . . .
C25 C 0.4361(2) 0.61267(19) 0.1811(7) 0.0703(11) Uani 1 1 d . U . . .
C28 C 0.4218(4) 0.6476(3) -0.0140(8) 0.118(2) Uani 1 1 d . U . . .
H28A H 0.435674 0.615228 -0.106212 0.177 Uiso 1 1 calc GR . . . .
H28B H 0.457161 0.688296 -0.010767 0.177 Uiso 1 1 calc GR . . . .
H28C H 0.363713 0.661271 -0.046980 0.177 Uiso 1 1 calc GR . . . .
C26 C 0.5249(3) 0.5834(3) 0.2146(10) 0.122(2) Uani 1 1 d . U . . .
H26A H 0.538108 0.565626 0.341150 0.183 Uiso 1 1 calc GR . . . .
H26B H 0.564093 0.619705 0.197121 0.183 Uiso 1 1 calc GR . . . .
H26C H 0.528747 0.546121 0.126665 0.183 Uiso 1 1 calc GR . . . .
C27 C 0.4253(4) 0.6694(2) 0.3219(9) 0.119(2) Uani 1 1 d . U . . .
H27A H 0.366259 0.677001 0.321837 0.178 Uiso 1 1 calc GR . . . .
H27B H 0.450672 0.711924 0.287650 0.178 Uiso 1 1 calc GR . . . .
H27C H 0.452145 0.655151 0.445754 0.178 Uiso 1 1 calc GR . . . .
O1 O 0.22171(15) 0.17498(11) 0.2157(3) 0.0498(6) Uani 1 1 d . . . . .
H1A H 0.270057 0.176724 0.193361 0.075 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 C18 1.924(3) . ?
C14 C15 1.368(4) . ?
C14 B1 1.539(5) . ?
C14 C13 1.447(4) . ?
C18 B1 1.534(5) . ?
C18 C17 1.355(4) . ?
C10 C15 1.419(4) . ?
C10 C11 1.418(4) . ?
C10 C9 1.405(4) . ?
C16 C13 1.414(4) . ?
C16 C17 1.473(4) . ?
C16 C1 1.399(4) . ?
B1 O1 1.369(4) . ?
C13 C12 1.418(4) . ?
C6 C11 1.415(4) . ?
C6 C5 1.433(5) . ?
C6 C7 1.395(5) . ?
C11 C12 1.427(4) . ?
C17 C19 1.492(4) . ?
C3 C4 1.437(4) . ?
C3 C12 1.421(4) . ?
C3 C2 1.386(4) . ?
C4 C5 1.343(5) . ?
C1 C2 1.377(4) . ?
C19 C24 1.373(4) . ?
C19 C20 1.384(4) . ?
C24 C23 1.382(4) . ?
C22 C23 1.378(5) . ?
C22 C21 1.389(5) . ?
C22 C25 1.531(5) . ?
C9 C8 1.377(5) . ?
C7 C8 1.372(5) . ?
C21 C20 1.380(5) . ?
C25 C28 1.534(6) . ?
C25 C26 1.514(6) . ?
C25 C27 1.512(6) . ?

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 C14 B1 122.5(3) . . ?
C15 C14 C13 118.9(3) . . ?
C13 C14 B1 118.6(3) . . ?
B1 C18 Br1 117.1(2) . . ?
C17 C18 Br1 119.4(2) . . ?
C17 C18 B1 123.5(3) . . ?
C11 C10 C15 118.8(3) . . ?
C9 C10 C15 122.6(3) . . ?
C9 C10 C11 118.6(3) . . ?
C13 C16 C17 121.9(3) . . ?
C1 C16 C13 118.7(3) . . ?
C1 C16 C17 119.4(3) . . ?
C14 C15 C10 123.1(3) . . ?
C18 B1 C14 115.0(3) . . ?
O1 B1 C14 121.0(3) . . ?
O1 B1 C18 124.0(3) . . ?
C16 C13 C14 121.4(3) . . ?
C16 C13 C12 119.3(3) . . ?
C12 C13 C14 119.3(3) . . ?
C11 C6 C5 118.9(3) . . ?
C7 C6 C11 118.5(3) . . ?
C7 C6 C5 122.6(3) . . ?
C10 C11 C12 119.4(3) . . ?
C6 C11 C10 120.1(3) . . ?
C6 C11 C12 120.5(3) . . ?
C18 C17 C16 119.4(3) . . ?
C18 C17 C19 122.1(3) . . ?
C16 C17 C19 118.5(3) . . ?
C12 C3 C4 119.0(3) . . ?
C2 C3 C4 122.5(3) . . ?
C2 C3 C12 118.6(3) . . ?
C5 C4 C3 121.7(3) . . ?
C2 C1 C16 121.7(3) . . ?
C13 C12 C11 120.5(3) . . ?
C13 C12 C3 120.5(3) . . ?
C3 C12 C11 119.0(3) . . ?
C24 C19 C17 121.6(3) . . ?
C24 C19 C20 117.9(3) . . ?
C20 C19 C17 120.6(3) . . ?
C1 C2 C3 121.2(3) . . ?
C4 C5 C6 121.0(3) . . ?
C19 C24 C23 120.9(3) . . ?
C23 C22 C21 115.9(3) . . ?
C23 C22 C25 123.3(3) . . ?
C21 C22 C25 120.8(3) . . ?
C8 C9 C10 120.7(3) . . ?
C8 C7 C6 121.5(3) . . ?
C22 C23 C24 122.4(3) . . ?
C20 C21 C22 122.3(3) . . ?
C7 C8 C9 120.6(3) . . ?
C21 C20 C19 120.5(3) . . ?
C22 C25 C28 111.3(4) . . ?
C26 C25 C22 109.0(3) . . ?
C26 C25 C28 107.3(4) . . ?
C27 C25 C22 110.9(4) . . ?
C27 C25 C28 106.4(4) . . ?
C27 C25 C26 111.7(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.208
_oxdiff_exptl_absorpt_empirical_full_min 0.834
####################################################################### 
# 
# 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_s5385l
_database_code_depnum_ccdc_archive 'CCDC 1961367'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C50 H54 B2 Br2)'
_chemical_formula_sum            'C100 H108 B4 Br4'
_chemical_formula_weight         1672.74
_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                   8.0182(3)
_cell_length_b                   16.5443(7)
_cell_length_c                   17.4491(8)
_cell_angle_alpha                64.933(4)
_cell_angle_beta                 86.117(3)
_cell_angle_gamma                77.027(3)
_cell_volume                     2042.19(16)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7998
_cell_measurement_temperature    99.8(5)
_cell_measurement_theta_max      68.1390
_cell_measurement_theta_min      2.9750
_shelx_estimated_absorpt_T_max   0.942
_shelx_estimated_absorpt_T_min   0.820
_exptl_absorpt_coefficient_mu    2.763
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66623
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.26a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             868
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.022
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22412
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_min         2.797
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.8(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     80.00 110.00   1.00    3.00    --   44.70  30.00-180.00   30
  2  ω    -44.00  93.00   1.00    3.00    --   44.70  60.00-150.00  137
  3  ω     95.00 134.00   1.00    3.00    --   44.70  60.00-150.00   39
  4  ω    -44.00   6.00   1.00    3.00    --   44.70  60.00  30.00   50
  5  ω     98.00 134.00   1.00    3.00    --   44.70  60.00  90.00   36
  6  ω    -43.00  90.00   1.00    3.00    --   44.70  60.00  90.00  133
  7  ω     66.00  93.00   1.00    3.00    --   44.70  60.00   0.00   27
  8  ω    -45.00  53.00   1.00    3.00    --   44.70  60.00-180.00   98
  9  ω    -44.00  24.00   1.00    3.00    --   44.70  60.00 -60.00   68
 10  ω     84.00 112.00   1.00    3.00    --   44.70  60.00  30.00   28
 11  ω    -43.00 -16.00   1.00    3.00    --   44.70  60.00   0.00   27
 12  ω     23.00  49.00   1.00   10.00    --  108.20  50.00 -30.00   26
 13  ω     97.00 197.00   1.00   10.00    --  108.20  50.00  90.00  100
 14  ω     52.00 105.00   1.00   10.00    --  108.20  50.00 -30.00   53
 15  ω    130.00 191.00   1.00   10.00    --  108.20  50.00 -90.00   61
 16  ω     53.00  87.00   1.00   10.00    --  108.20  50.00  90.00   34
 17  ω     91.00 196.00   1.00   10.00    --  108.20  50.00-180.00  105
 18  ω     83.00 175.00   1.00   10.00    --  108.20  50.00-150.00   92
 19  ω    109.00 158.00   1.00   10.00    --  108.20  50.00 120.00   49
 20  ω     19.00 198.00   1.00   10.00    --  108.20  10.00   0.00  179
 21  ω     50.00  77.00   1.00   10.00    --  108.20  50.00-180.00   27
 22  ω     95.00 196.00   1.00   10.00    --  108.20  50.00 150.00  101
 23  ω     80.00 126.00   1.00   10.00    --  108.20  50.00-120.00   46
 24  ω     20.00  47.00   1.00   10.00    --  108.20  50.00 150.00   27
 25  ω    111.00 197.00   1.00   10.00    --  108.20  50.00 -30.00   86
 26  ω    146.00 173.00   1.00   10.00    --  108.20  50.00  30.00   27
 27  ω     21.00 196.00   1.00   10.00    --  108.20  50.00 -60.00  175
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0187266000
_diffrn_orient_matrix_UB_12      -0.0447332000
_diffrn_orient_matrix_UB_13      0.0973128000
_diffrn_orient_matrix_UB_21      -0.0583892000
_diffrn_orient_matrix_UB_22      0.0948019000
_diffrn_orient_matrix_UB_23      0.0010648000
_diffrn_orient_matrix_UB_31      -0.1874891000
_diffrn_orient_matrix_UB_32      -0.0099892000
_diffrn_orient_matrix_UB_33      0.0062049000
_diffrn_oxdiff_ac4_digest_frames 
;
013ea0ff094b66a9b768e70e4a74c82dc700026825f
;
_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 (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6080
_reflns_number_total             7310
_reflns_odcompleteness_completeness 97.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.40.26a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.26a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.26a (Rigaku OD, 2018)'
_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 (Sheldrick, 2015)'
_refine_diff_density_max         0.954
_refine_diff_density_min         -1.445
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         7310
_refine_ls_number_restraints     225
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0557P)²+2.2522P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1204
_refine_ls_wR_factor_ref         0.1272
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C31-C0 = C30-C31 = C29-C30 = C0AA-C0 = C0AA-C01H = C28-C29 = C27-C28 = C4A-
 C01H = C4A-C1A = C27-C26
 1.54 with sigma of 0.02
 C26-C28 = C1A-C01H = C27-C29 = C28-C30 = C01H-C0 = C29-C31 = C0AA-C31 = C4A-
 C0AA
 2.4 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C30 \\sim C29 \\sim C28 \\sim C26 \\sim C27 \\sim C0 \\sim C0AA \\sim C01H
\\sim C1A \\sim C4A: within 2A with sigma of 0.04 and sigma for terminal atoms
of 0.08
4. Rigid body (RIGU) restrains
 C30, C29, C28, C27, C0, C0AA, C01H, C1A, C4A, C26, C31
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C4, C3, C2, C1, C5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: H31A(0.5) H31B(0.5) H01C(0.5) H01D(0.5) C30(0.5) H30A(0.5)
 H30B(0.5) C29(0.5) H29A(0.5) H29B(0.5) C28(0.5) H28A(0.5) H28B(0.5) C26(0.5)
 H26A(0.5) H26B(0.5) H26C(0.5) C27(0.5) H27A(0.5) H27B(0.5) C0(0.5) H0A(0.5)
 H0B(0.5) C0AA(0.5) H0AA(0.5) H0AB(0.5) C01H(0.5) H01Q(0.5) H01R(0.5) C1A(0.5)
 H1AA(0.5) H1AB(0.5) H1AC(0.5) C4A(0.5) H4AA(0.5) H4AB(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C5(H5A,H5B), C4(H4A,H4B), C31(H31A,H31B), C31(H01C,H01D),
 C30(H30A,H30B), C3(H3A,H3B), C2(H2A,H2B), C29(H29A,H29B), C28(H28A,H28B),
 C27(H27A,H27B), C0(H0A,H0B), C0AA(H0AA,H0AB), C01H(H01Q,H01R), C4A(H4AA,H4AB)
6.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C15(H15), C36(H36), C11(H11), C35(H35), C41(H41), C20(H20),
 C23(H23), C45(H45), C48(H48)
6.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C50(H50A,H50B,H50C), C19(H19A,H19B,H19C), C22(H22A,H22B,
 H22C), C47(H47A,H47B,H47C), C44(H44A,H44B,H44C), C1(H1A,H1B,H1C), C26(H26A,
 H26B,H26C), C1A(H1AA,H1AB,H1AC)
;
_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 0.99179(4) 1.30438(2) -0.11522(2) 0.04286(12) Uani 1 1 d . . . . .
Br2 Br 0.35039(6) 0.16324(3) 0.38871(2) 0.05621(14) Uani 1 1 d . . . . .
C12 C 0.6273(4) 0.92134(19) 0.10040(18) 0.0309(6) Uani 1 1 d . . . . .
C13 C 0.5728(4) 0.99832(19) 0.02249(17) 0.0288(6) Uani 1 1 d . . . . .
C37 C 0.1096(4) 0.4411(2) 0.60718(19) 0.0341(6) Uani 1 1 d . . . . .
C9 C 0.8123(4) 1.0639(2) 0.03343(18) 0.0311(6) Uani 1 1 d . . . . .
C14 C 0.6634(4) 1.07002(19) -0.01077(17) 0.0297(6) Uani 1 1 d . . . . .
C34 C 0.2228(4) 0.3058(2) 0.54407(19) 0.0339(6) Uani 1 1 d . . . . .
C16 C 0.3958(4) 0.8515(2) 0.08889(18) 0.0319(6) Uani 1 1 d . . . . .
C39 C 0.1115(4) 0.3900(2) 0.49324(18) 0.0319(6) Uani 1 1 d . . . . .
C6 C 1.0721(4) 1.1231(2) 0.04905(19) 0.0358(7) Uani 1 1 d . . . . .
H6A H 1.155308 1.151839 0.010059 0.043 Uiso 1 1 calc R . . . .
H6B H 1.122689 1.058505 0.078913 0.043 Uiso 1 1 calc R . . . .
C8 C 0.8592(4) 1.2113(2) -0.07267(19) 0.0352(7) Uani 1 1 d . . . . .
C10 C 0.8605(4) 0.9865(2) 0.11070(18) 0.0354(7) Uani 1 1 d . . . . .
H10 H 0.956775 0.981603 0.140613 0.042 Uiso 1 1 calc R . . . .
C7 C 0.9137(4) 1.1350(2) -0.00017(18) 0.0326(6) Uani 1 1 d . . . . .
C15 C 0.5368(4) 0.8502(2) 0.13049(18) 0.0338(6) Uani 1 1 d . . . . .
H15 H 0.574479 0.799849 0.181085 0.041 Uiso 1 1 calc R . . . .
C38 C 0.0556(4) 0.4574(2) 0.52480(18) 0.0313(6) Uani 1 1 d . . . . .
C36 C 0.2227(4) 0.3583(2) 0.65531(19) 0.0355(7) Uani 1 1 d . . . . .
H36 H 0.261022 0.347264 0.708681 0.043 Uiso 1 1 calc R . . . .
C11 C 0.7714(4) 0.9187(2) 0.14311(18) 0.0359(7) Uani 1 1 d . . . . .
H11 H 0.807228 0.869480 0.194733 0.043 Uiso 1 1 calc R . . . .
C42 C 0.0384(4) 0.3480(2) 0.2884(2) 0.0368(7) Uani 1 1 d . . . . .
C17 C 0.3680(4) 0.6808(2) 0.20543(19) 0.0355(7) Uani 1 1 d . . . . .
C24 C 0.4904(4) 0.6089(2) 0.1991(2) 0.0381(7) Uani 1 1 d . . . . .
C40 C 0.0564(4) 0.4074(2) 0.40967(19) 0.0338(6) Uani 1 1 d . . . . .
C35 C 0.2770(4) 0.2935(2) 0.62429(19) 0.0361(7) Uani 1 1 d . . . . .
H35 H 0.352386 0.239516 0.657361 0.043 Uiso 1 1 calc R . . . .
C41 C -0.0504(4) 0.4900(2) 0.36261(19) 0.0351(7) Uani 1 1 d . . . . .
H41 H -0.085654 0.501477 0.308594 0.042 Uiso 1 1 calc R . . . .
C5 C 1.0299(4) 1.1656(3) 0.1129(2) 0.0446(8) Uani 1 1 d . U . . .
H5A H 0.968241 1.228465 0.083477 0.054 Uiso 1 1 calc R . . . .
H5B H 0.954792 1.132794 0.154752 0.054 Uiso 1 1 calc R . . . .
C18 C 0.3000(4) 0.6689(2) 0.2846(2) 0.0420(8) Uani 1 1 d . . . . .
C49 C 0.0977(4) 0.4013(2) 0.2100(2) 0.0426(8) Uani 1 1 d . . . . .
C25 C 0.5630(5) 0.6180(2) 0.1148(2) 0.0472(8) Uani 1 1 d . . . . .
H25A H 0.474314 0.621754 0.078339 0.071 Uiso 1 1 calc GR . . . .
H25B H 0.653124 0.565757 0.122597 0.071 Uiso 1 1 calc GR . . . .
H25C H 0.607859 0.672441 0.089505 0.071 Uiso 1 1 calc GR . . . .
C32 C 0.2895(4) 0.2352(2) 0.5130(2) 0.0378(7) Uani 1 1 d . . . . .
C43 C -0.1048(5) 0.3127(3) 0.2902(2) 0.0493(8) Uani 1 1 d . . . . .
C20 C 0.3532(4) 0.5872(3) 0.3553(2) 0.0497(9) Uani 1 1 d . . . . .
H20 H 0.306271 0.580107 0.407352 0.060 Uiso 1 1 calc R . . . .
C50 C 0.2535(5) 0.4390(3) 0.2060(2) 0.0534(9) Uani 1 1 d . . . . .
H50A H 0.225540 0.487457 0.224331 0.080 Uiso 1 1 calc GR . . . .
H50B H 0.291498 0.462306 0.148872 0.080 Uiso 1 1 calc GR . . . .
H50C H 0.342917 0.391358 0.242297 0.080 Uiso 1 1 calc GR . . . .
C23 C 0.5413(4) 0.5277(2) 0.2714(2) 0.0450(8) Uani 1 1 d . . . . .
H23 H 0.622316 0.480106 0.266779 0.054 Uiso 1 1 calc R . . . .
C45 C -0.1900(5) 0.3329(3) 0.2148(3) 0.0519(9) Uani 1 1 d . . . . .
H45 H -0.286031 0.309227 0.217134 0.062 Uiso 1 1 calc R . . . .
C33 C 0.2477(4) 0.2511(2) 0.4326(2) 0.0396(7) Uani 1 1 d . . . . .
C48 C 0.0088(5) 0.4198(3) 0.1360(2) 0.0517(9) Uani 1 1 d . . . . .
H48 H 0.048213 0.455589 0.083920 0.062 Uiso 1 1 calc R . . . .
C46 C -0.1353(5) 0.3866(3) 0.1378(2) 0.0492(9) Uani 1 1 d . . . . .
C21 C 0.4745(4) 0.5161(2) 0.3496(2) 0.0511(10) Uani 1 1 d . . . . .
C4 C 1.1864(5) 1.1639(3) 0.1580(2) 0.0458(8) Uani 1 1 d . U . . .
H4A H 1.149232 1.187102 0.200299 0.055 Uiso 1 1 calc R . . . .
H4B H 1.247991 1.100978 0.187273 0.055 Uiso 1 1 calc R . . . .
C31 C 0.4098(5) 0.1480(2) 0.5712(2) 0.0497(9) Uani 1 1 d D U . . .
H31A H 0.409838 0.100092 0.553139 0.060 Uiso 0.5 1 calc R . P A 1
H31B H 0.367719 0.128852 0.628306 0.060 Uiso 0.5 1 calc R . P A 1
H01C H 0.397874 0.098297 0.557905 0.060 Uiso 0.5 1 calc R . P B 2
H01D H 0.375920 0.133389 0.629229 0.060 Uiso 0.5 1 calc R . P B 2
C19 C 0.1675(5) 0.7442(3) 0.2934(2) 0.0546(10) Uani 1 1 d . . . . .
H19A H 0.213523 0.797972 0.275613 0.082 Uiso 1 1 calc GR . . . .
H19B H 0.136023 0.725440 0.351543 0.082 Uiso 1 1 calc GR . . . .
H19C H 0.068247 0.757385 0.258826 0.082 Uiso 1 1 calc GR . . . .
B2 B 0.1179(5) 0.3354(2) 0.3741(2) 0.0369(8) Uani 1 1 d . . . . .
C30 C 0.5939(15) 0.1598(13) 0.5721(13) 0.064(5) Uani 0.5 1 d D U P C 1
H30A H 0.625395 0.192293 0.514200 0.076 Uiso 0.5 1 calc R . P C 1
H30B H 0.596623 0.197808 0.601578 0.076 Uiso 0.5 1 calc R . P C 1
C22 C 0.5306(5) 0.4271(3) 0.4268(3) 0.0727(15) Uani 1 1 d . . . . .
H22A H 0.650647 0.417331 0.438407 0.109 Uiso 1 1 calc GR . . . .
H22B H 0.509842 0.377583 0.416514 0.109 Uiso 1 1 calc GR . . . .
H22C H 0.467035 0.429904 0.474608 0.109 Uiso 1 1 calc GR . . . .
C47 C -0.2335(6) 0.4110(3) 0.0568(3) 0.0643(11) Uani 1 1 d . . . . .
H47A H -0.325485 0.379310 0.069760 0.097 Uiso 1 1 calc GR . . . .
H47B H -0.157782 0.393522 0.018774 0.097 Uiso 1 1 calc GR . . . .
H47C H -0.279289 0.475762 0.030563 0.097 Uiso 1 1 calc GR . . . .
B1 B 0.3027(4) 0.7714(2) 0.1244(2) 0.0338(7) Uani 1 1 d . . . . .
C3 C 1.3070(7) 1.2191(4) 0.1001(3) 0.0777(15) Uani 1 1 d . U . . .
H3A H 1.241919 1.279884 0.065571 0.093 Uiso 1 1 calc R . . . .
H3B H 1.355006 1.191058 0.062357 0.093 Uiso 1 1 calc R . . . .
C44 C -0.1675(6) 0.2516(4) 0.3738(3) 0.0777(14) Uani 1 1 d . . . . .
H44A H -0.082382 0.196063 0.399632 0.116 Uiso 1 1 calc GR . . . .
H44B H -0.271872 0.237425 0.364420 0.116 Uiso 1 1 calc GR . . . .
H44C H -0.187939 0.282421 0.410467 0.116 Uiso 1 1 calc GR . . . .
C2 C 1.4540(9) 1.2278(5) 0.1455(3) 0.098(2) Uani 1 1 d . U . . .
H2A H 1.524728 1.264010 0.103501 0.118 Uiso 1 1 calc R . . . .
H2B H 1.406838 1.260289 0.179778 0.118 Uiso 1 1 calc R . . . .
C1 C 1.5651(7) 1.1367(6) 0.2014(5) 0.115(2) Uani 1 1 d . U . . .
H1A H 1.613413 1.104378 0.167811 0.172 Uiso 1 1 calc GR . . . .
H1B H 1.496902 1.101285 0.244442 0.172 Uiso 1 1 calc GR . . . .
H1C H 1.655596 1.146580 0.227521 0.172 Uiso 1 1 calc GR . . . .
C29 C 0.7263(12) 0.0726(8) 0.6129(7) 0.070(3) Uani 0.5 1 d D U P C 1
H29A H 0.666298 0.029728 0.655203 0.084 Uiso 0.5 1 calc R . P C 1
H29B H 0.756064 0.050321 0.569512 0.084 Uiso 0.5 1 calc R . P C 1
C28 C 0.8768(13) 0.0614(7) 0.6509(7) 0.082(3) Uani 0.5 1 d D U P C 1
H28A H 0.842689 0.051983 0.707986 0.098 Uiso 0.5 1 calc R . P C 1
H28B H 0.897481 0.122857 0.625284 0.098 Uiso 0.5 1 calc R . P C 1
C26 C 1.1336(12) 0.0092(8) 0.5830(7) 0.088(3) Uani 0.5 1 d D U P C 1
H26A H 1.091766 -0.029843 0.564595 0.132 Uiso 0.5 1 calc GR . P C 1
H26B H 1.254878 -0.012192 0.594363 0.132 Uiso 0.5 1 calc GR . P C 1
H26C H 1.110436 0.070504 0.539559 0.132 Uiso 0.5 1 calc GR . P C 1
C27 C 1.0430(13) 0.0077(8) 0.6647(7) 0.095(3) Uani 0.5 1 d D U P C 1
H27A H 1.038677 -0.054892 0.702085 0.114 Uiso 0.5 1 calc R . P C 1
H27B H 1.111139 0.028862 0.693351 0.114 Uiso 0.5 1 calc R . P C 1
C0 C 0.5972(16) 0.1543(11) 0.5647(14) 0.060(4) Uani 0.5 1 d D U P C 2
H0A H 0.608078 0.213667 0.559450 0.072 Uiso 0.5 1 calc R . P C 2
H0B H 0.646341 0.145765 0.515598 0.072 Uiso 0.5 1 calc R . P C 2
C0AA C 0.6921(12) 0.0751(7) 0.6496(6) 0.066(3) Uani 0.5 1 d D U P C 2
H0AA H 0.670594 0.015607 0.661494 0.079 Uiso 0.5 1 calc R . P C 2
H0AB H 0.667952 0.088924 0.698539 0.079 Uiso 0.5 1 calc R . P C 2
C01H C 0.9041(13) 0.0886(8) 0.6085(7) 0.090(4) Uani 0.5 1 d D U P C 2
H01Q H 0.899912 0.138785 0.552963 0.108 Uiso 0.5 1 calc R . P C 2
H01R H 0.977174 0.094498 0.647097 0.108 Uiso 0.5 1 calc R . P C 2
C1A C 1.102(3) -0.0601(11) 0.6457(10) 0.187(9) Uani 0.5 1 d D U P C 2
H1AA H 1.169050 -0.031205 0.665924 0.281 Uiso 0.5 1 calc GR . P C 2
H1AB H 1.166920 -0.079264 0.605611 0.281 Uiso 0.5 1 calc GR . P C 2
H1AC H 1.075491 -0.112337 0.692396 0.281 Uiso 0.5 1 calc GR . P C 2
C4A C 0.9493(11) 0.0025(7) 0.6060(7) 0.078(2) Uani 0.5 1 d D U P C 2
H4AA H 0.952795 0.013327 0.546861 0.094 Uiso 0.5 1 calc R . P C 2
H4AB H 0.856043 -0.028194 0.630101 0.094 Uiso 0.5 1 calc R . P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C8 1.927(3) . ?
Br2 C33 1.923(3) . ?
C12 C13 1.423(4) . ?
C12 C15 1.413(4) . ?
C12 C11 1.400(4) . ?
C13 C13 1.428(6) 2_675 ?
C13 C14 1.421(4) . ?
C37 C38 1.425(4) . ?
C37 C36 1.406(4) . ?
C37 C41 1.426(5) 2_566 ?
C9 C14 1.426(4) . ?
C9 C10 1.412(4) . ?
C9 C7 1.472(4) . ?
C14 C16 1.442(4) 2_675 ?
C34 C39 1.424(4) . ?
C34 C35 1.411(4) . ?
C34 C32 1.470(5) . ?
C16 C15 1.375(4) . ?
C16 B1 1.544(5) . ?
C39 C38 1.417(4) . ?
C39 C40 1.442(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.511(4) . ?
C6 C5 1.535(5) . ?
C8 C7 1.364(4) . ?
C8 B1 1.534(5) 2_675 ?
C10 H10 0.9300 . ?
C10 C11 1.363(5) . ?
C15 H15 0.9300 . ?
C38 C38 1.428(6) 2_566 ?
C36 H36 0.9300 . ?
C36 C35 1.371(5) . ?
C11 H11 0.9300 . ?
C42 C49 1.397(5) . ?
C42 C43 1.394(5) . ?
C42 B2 1.579(5) . ?
C17 C24 1.402(5) . ?
C17 C18 1.401(5) . ?
C17 B1 1.572(4) . ?
C24 C25 1.504(5) . ?
C24 C23 1.396(4) . ?
C40 C41 1.377(4) . ?
C40 B2 1.538(5) . ?
C35 H35 0.9300 . ?
C41 H41 0.9300 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.514(5) . ?
C18 C20 1.389(5) . ?
C18 C19 1.500(5) . ?
C49 C50 1.502(5) . ?
C49 C48 1.400(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C32 C33 1.364(5) . ?
C32 C31 1.520(4) . ?
C43 C45 1.398(5) . ?
C43 C44 1.511(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.382(6) . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C23 H23 0.9300 . ?
C23 C21 1.382(6) . ?
C45 H45 0.9300 . ?
C45 C46 1.369(6) . ?
C33 B2 1.534(5) . ?
C48 H48 0.9300 . ?
C48 C46 1.379(5) . ?
C46 C47 1.519(5) . ?
C21 C22 1.514(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.508(6) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H01C 0.9700 . ?
C31 H01D 0.9700 . ?
C31 C30 1.533(14) . ?
C31 C0 1.522(13) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C29 1.503(14) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.528(7) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.513(10) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C28 1.354(12) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C27 1.398(11) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C26 C27 1.548(13) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C0 H0A 0.9700 . ?
C0 H0B 0.9700 . ?
C0 C0AA 1.598(15) . ?
C0AA H0AA 0.9700 . ?
C0AA H0AB 0.9700 . ?
C0AA C01H 1.823(13) . ?
C01H H01Q 0.9700 . ?
C01H H01R 0.9700 . ?
C01H C4A 1.407(13) . ?
C1A H1AA 0.9600 . ?
C1A H1AB 0.9600 . ?
C1A H1AC 0.9600 . ?
C1A C4A 1.413(13) . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?

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 C12 C13 119.0(3) . . ?
C11 C12 C13 118.2(3) . . ?
C11 C12 C15 122.8(3) . . ?
C12 C13 C13 118.9(3) . 2_675 ?
C14 C13 C12 120.5(3) . . ?
C14 C13 C13 120.5(3) . 2_675 ?
C38 C37 C41 119.1(3) . 2_566 ?
C36 C37 C38 118.7(3) . . ?
C36 C37 C41 122.1(3) . 2_566 ?
C14 C9 C7 121.6(3) . . ?
C10 C9 C14 117.6(3) . . ?
C10 C9 C7 120.8(3) . . ?
C13 C14 C9 119.7(2) . . ?
C13 C14 C16 119.8(3) . 2_675 ?
C9 C14 C16 120.5(3) . 2_675 ?
C39 C34 C32 121.8(3) . . ?
C35 C34 C39 118.0(3) . . ?
C35 C34 C32 120.1(3) . . ?
C14 C16 B1 120.5(3) 2_675 . ?
C15 C16 C14 118.2(3) . 2_675 ?
C15 C16 B1 121.2(3) . . ?
C34 C39 C40 120.3(3) . . ?
C38 C39 C34 119.8(3) . . ?
C38 C39 C40 119.9(3) . . ?
H6A C6 H6B 108.0 . . ?
C7 C6 H6A 109.4 . . ?
C7 C6 H6B 109.4 . . ?
C7 C6 C5 111.3(3) . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
C7 C8 Br1 119.1(2) . . ?
C7 C8 B1 124.2(3) . 2_675 ?
B1 C8 Br1 116.7(2) 2_675 . ?
C9 C10 H10 118.8 . . ?
C11 C10 C9 122.5(3) . . ?
C11 C10 H10 118.8 . . ?
C9 C7 C6 118.8(3) . . ?
C8 C7 C9 119.6(3) . . ?
C8 C7 C6 121.6(3) . . ?
C12 C15 H15 118.3 . . ?
C16 C15 C12 123.5(3) . . ?
C16 C15 H15 118.3 . . ?
C37 C38 C38 118.6(3) . 2_566 ?
C39 C38 C37 120.4(3) . . ?
C39 C38 C38 121.0(3) . 2_566 ?
C37 C36 H36 119.7 . . ?
C35 C36 C37 120.6(3) . . ?
C35 C36 H36 119.7 . . ?
C12 C11 H11 119.3 . . ?
C10 C11 C12 121.5(3) . . ?
C10 C11 H11 119.3 . . ?
C49 C42 B2 121.6(3) . . ?
C43 C42 C49 118.7(3) . . ?
C43 C42 B2 119.4(3) . . ?
C24 C17 B1 120.5(3) . . ?
C18 C17 C24 118.7(3) . . ?
C18 C17 B1 120.8(3) . . ?
C17 C24 C25 120.3(3) . . ?
C23 C24 C17 119.4(3) . . ?
C23 C24 C25 120.2(3) . . ?
C39 C40 B2 120.5(3) . . ?
C41 C40 C39 118.3(3) . . ?
C41 C40 B2 121.2(3) . . ?
C34 C35 H35 118.8 . . ?
C36 C35 C34 122.5(3) . . ?
C36 C35 H35 118.8 . . ?
C37 C41 H41 118.5 2_566 . ?
C40 C41 C37 123.1(3) . 2_566 ?
C40 C41 H41 118.5 . . ?
C6 C5 H5A 108.9 . . ?
C6 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
C4 C5 C6 113.6(3) . . ?
C4 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
C17 C18 C19 120.0(3) . . ?
C20 C18 C17 120.4(3) . . ?
C20 C18 C19 119.6(3) . . ?
C42 C49 C50 119.9(3) . . ?
C42 C49 C48 119.2(3) . . ?
C48 C49 C50 120.9(3) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C34 C32 C31 118.1(3) . . ?
C33 C32 C34 119.6(3) . . ?
C33 C32 C31 122.3(3) . . ?
C42 C43 C45 120.3(4) . . ?
C42 C43 C44 119.9(3) . . ?
C45 C43 C44 119.7(4) . . ?
C18 C20 H20 119.4 . . ?
C21 C20 C18 121.3(3) . . ?
C21 C20 H20 119.4 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C24 C23 H23 119.1 . . ?
C21 C23 C24 121.8(3) . . ?
C21 C23 H23 119.1 . . ?
C43 C45 H45 119.3 . . ?
C46 C45 C43 121.4(4) . . ?
C46 C45 H45 119.3 . . ?
C32 C33 Br2 119.5(2) . . ?
C32 C33 B2 123.7(3) . . ?
B2 C33 Br2 116.8(2) . . ?
C49 C48 H48 118.9 . . ?
C46 C48 C49 122.1(4) . . ?
C46 C48 H48 118.9 . . ?
C45 C46 C48 118.2(3) . . ?
C45 C46 C47 120.8(4) . . ?
C48 C46 C47 121.0(4) . . ?
C20 C21 C23 118.4(3) . . ?
C20 C21 C22 120.8(4) . . ?
C23 C21 C22 120.8(4) . . ?
C5 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C3 C4 C5 114.0(3) . . ?
C3 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
C32 C31 H31A 109.0 . . ?
C32 C31 H31B 109.0 . . ?
C32 C31 H01C 108.8 . . ?
C32 C31 H01D 108.8 . . ?
C32 C31 C30 112.7(6) . . ?
C32 C31 C0 113.7(6) . . ?
H31A C31 H31B 107.8 . . ?
H01C C31 H01D 107.7 . . ?
C30 C31 H31A 109.0 . . ?
C30 C31 H31B 109.0 . . ?
C0 C31 H01C 108.8 . . ?
C0 C31 H01D 108.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C40 B2 C42 120.5(3) . . ?
C33 B2 C42 125.6(3) . . ?
C33 B2 C40 113.7(3) . . ?
C31 C30 H30A 108.4 . . ?
C31 C30 H30B 108.4 . . ?
H30A C30 H30B 107.5 . . ?
C29 C30 C31 115.4(13) . . ?
C29 C30 H30A 108.4 . . ?
C29 C30 H30B 108.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C16 B1 C17 123.2(3) . . ?
C8 B1 C16 113.4(3) 2_675 . ?
C8 B1 C17 123.4(3) 2_675 . ?
C4 C3 H3A 108.6 . . ?
C4 C3 H3B 108.6 . . ?
C4 C3 C2 114.7(4) . . ?
H3A C3 H3B 107.6 . . ?
C2 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C3 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C1 C2 C3 113.3(5) . . ?
C1 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C30 C29 H29A 105.5 . . ?
C30 C29 H29B 105.5 . . ?
H29A C29 H29B 106.1 . . ?
C28 C29 C30 127.2(13) . . ?
C28 C29 H29A 105.5 . . ?
C28 C29 H29B 105.5 . . ?
C29 C28 H28A 102.1 . . ?
C29 C28 H28B 102.1 . . ?
C29 C28 C27 139.9(11) . . ?
H28A C28 H28B 104.8 . . ?
C27 C28 H28A 102.1 . . ?
C27 C28 H28B 102.1 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
C28 C27 C26 114.2(9) . . ?
C28 C27 H27A 108.7 . . ?
C28 C27 H27B 108.7 . . ?
C26 C27 H27A 108.7 . . ?
C26 C27 H27B 108.7 . . ?
H27A C27 H27B 107.6 . . ?
C31 C0 H0A 110.5 . . ?
C31 C0 H0B 110.5 . . ?
C31 C0 C0AA 106.4(11) . . ?
H0A C0 H0B 108.6 . . ?
C0AA C0 H0A 110.5 . . ?
C0AA C0 H0B 110.5 . . ?
C0 C0AA H0AA 113.1 . . ?
C0 C0AA H0AB 113.1 . . ?
C0 C0AA C01H 92.9(8) . . ?
H0AA C0AA H0AB 110.5 . . ?
C01H C0AA H0AA 113.1 . . ?
C01H C0AA H0AB 113.1 . . ?
C0AA C01H H01Q 112.8 . . ?
C0AA C01H H01R 112.8 . . ?
H01Q C01H H01R 110.2 . . ?
C4A C01H C0AA 94.7(8) . . ?
C4A C01H H01Q 112.8 . . ?
C4A C01H H01R 112.8 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
C4A C1A H1AA 109.5 . . ?
C4A C1A H1AB 109.5 . . ?
C4A C1A H1AC 109.5 . . ?
C01H C4A C1A 121.2(12) . . ?
C01H C4A H4AA 107.0 . . ?
C01H C4A H4AB 107.0 . . ?
C1A C4A H4AA 107.0 . . ?
C1A C4A H4AB 107.0 . . ?
H4AA C4A H4AB 106.8 . . ?

_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 1.661
_oxdiff_exptl_absorpt_empirical_full_min 0.689
####################################################################### 
# 
# 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_mi19008_refinalized
_database_code_depnum_ccdc_archive 'CCDC 1961375'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2019-10-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C62 H56 B2 Br2, 1[C6H14]'
_chemical_formula_sum            'C62 H56 B2 Br2'
_chemical_formula_weight         982.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C70 H68 Br2 '
_chemical_oxdiff_usercomment     '@ 120 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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                   9.836(2)
_cell_length_b                   10.894(2)
_cell_length_c                   14.514(3)
_cell_angle_alpha                82.02(3)
_cell_angle_beta                 73.02(3)
_cell_angle_gamma                71.06(3)
_cell_volume                     1405.1(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3372
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      26.6560
_cell_measurement_theta_min      3.6050
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.703
_exptl_absorpt_coefficient_mu    1.478
_exptl_absorpt_correction_T_max  0.76096
_exptl_absorpt_correction_T_min  0.75364
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       blade
_exptl_crystal_F_000             508
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 20 0.0192
-1 0 -20 0.0192
7 9 18 0.0716
-9 -12 -13 0.0955
-12 1 1 0.0198
12 -1 -1 0.0198
-9 7 0 0.0524
13 6 -3 0.0702
-10 1 -16 0.0229
10 -1 16 0.0229
3 15 -3 0.1137

_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of hexane and DCM  by solvent layering'
_exptl_crystal_size_max          0.257
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.038
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.1910 0.3230 19.9800 -0.9337 -0.0736 -0.3503
-1.1910 -0.3230 -19.9800 0.9337 0.0736 0.3503
7.2616 9.0829 17.7475 -0.9392 -0.0751 0.3350
-9.0967 -11.9782 -13.4559 0.7757 0.0625 -0.6280
-12.0211 1.2932 1.3416 -0.1652 0.8914 -0.4220
12.0211 -1.2932 -1.3416 0.1652 -0.8914 0.4220
-9.2355 7.2496 -0.0689 -0.1829 0.9831 -0.0091
12.5465 5.7830 -2.6541 0.1086 -0.5903 0.7998
-9.9572 0.6839 -16.3477 0.6878 0.7258 -0.0090
9.9572 -0.6839 16.3477 -0.6878 -0.7258 0.0090
3.4931 14.7100 -3.0980 -0.0843 0.4602 0.8838

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_av_unetI/netI     0.0869
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            22003
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_min         3.253
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00   3.00   1.00   30.00    --   -9.35  91.00-122.00   49
  2  ω    -24.00  27.00   1.00   30.00    --   -9.35 -91.00 123.00   51
  3  ω    -24.00  47.00   1.00   30.00    --   10.52 -91.00 123.00   71
  4  ω    -41.00  21.00   1.00   30.00    --   -9.35  77.00 -60.00   62
  5  ω    -41.00  21.00   1.00   30.00    --   -9.35  77.00  90.00   62
  6  ω    -41.00  21.00   1.00   30.00    --   -9.35  77.00   0.00   62
  7  ω    -41.00  21.00   1.00   30.00    --   -9.35  77.00  30.00   62
  8  ω    -41.00  21.00   1.00   30.00    --   -9.35  77.00 150.00   62
  9  ω     14.00  56.00   1.00   30.00    --   10.52  57.00 -90.00   42
 10  ω    -59.00  36.00   1.00   30.00    --   10.52 -57.00-150.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0066641000
_diffrn_orient_matrix_UB_12      -0.0171834000
_diffrn_orient_matrix_UB_13      -0.0468534000
_diffrn_orient_matrix_UB_21      -0.0690689000
_diffrn_orient_matrix_UB_22      0.0476142000
_diffrn_orient_matrix_UB_23      -0.0003373000
_diffrn_orient_matrix_UB_31      0.0378462000
_diffrn_orient_matrix_UB_32      0.0467686000
_diffrn_orient_matrix_UB_33      -0.0205437000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3711
_reflns_number_total             5328
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.63
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         1.162
_refine_diff_density_min         -0.703
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5328
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0698
_refine_ls_restrained_S_all      1.019
_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)+(0.0453P)²+2.2843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1328
_refine_ls_wR_factor_ref         0.1467
_refine_special_details          
'Olex2 solvent masking used to handle one molecule of hexane per complete unit, which could not be easily modelled using discrete atoms.'
_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 bond restraints
 C29A, C31A, C29B, C31B
 with sigma for 1-2 distances of 0.003 and sigma for 1-3 distances of 0.003
3. Uiso/Uaniso restraints and constraints
C29A \\sim C31A \\sim C29B \\sim C31B: within 2A with sigma of 0.012 and sigma
for terminal atoms of 0.024
4. Others
 Sof(C29B)=Sof(H29D)=Sof(H29E)=Sof(H29F)=Sof(C31B)=Sof(H31D)=Sof(H31E)=
 Sof(H31F)=1-FVAR(1)
 Sof(C29A)=Sof(H29A)=Sof(H29B)=Sof(H29C)=Sof(C31A)=Sof(H31A)=Sof(H31B)=
 Sof(H31C)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C3AA(H3AA), C10(H10), C5(H5), C11(H11), C26(H26), C23(H23), C27(H27),
 C24(H24), C17(H17), C15(H15)
5.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C30(H30A,H30B,H30C), C29A(H29A,H29B,H29C), C31A(H31A,
 H31B,H31C), C29B(H29D,H29E,H29F), C31B(H31D,H31E,H31F), C20(H20A,H20B,H20C),
 C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.81532(7) 0.34351(4) 0.26017(3) 0.0563(2) Uani 1 1 d . . . . .
C7 C 0.5646(4) 0.8787(3) 0.4512(3) 0.0213(9) Uani 1 1 d . . . . .
C3AA C 0.6626(5) 0.6444(3) 0.5533(3) 0.0259(9) Uani 1 1 d . . . . .
H3AA H 0.695209 0.565866 0.589233 0.031 Uiso 1 1 calc R . . . .
C12 C 0.6399(4) 0.7593(3) 0.3025(3) 0.0234(9) Uani 1 1 d . . . . .
C9 C 0.5145(4) 0.9986(3) 0.3982(3) 0.0215(9) Uani 1 1 d . . . . .
C10 C 0.5304(5) 0.9934(4) 0.3008(3) 0.0270(10) Uani 1 1 d . . . . .
H10 H 0.499232 1.072082 0.264634 0.032 Uiso 1 1 calc R . . . .
C1AA C 0.7422(5) 0.5149(4) 0.4090(3) 0.0281(10) Uani 1 1 d . . . . .
C22 C 0.7980(5) 0.3977(3) 0.4702(3) 0.0260(9) Uani 1 1 d . . . . .
C2AA C 0.6782(4) 0.6402(3) 0.4560(3) 0.0227(9) Uani 1 1 d . . . . .
C6 C 0.5499(4) 0.8793(3) 0.5518(3) 0.0216(9) Uani 1 1 d . . . . .
C0AA C 0.7462(5) 0.5105(4) 0.3151(3) 0.0338(11) Uani 1 1 d . . . . .
C5 C 0.6005(5) 0.7606(4) 0.5997(3) 0.0279(10) Uani 1 1 d . . . . .
H5 H 0.592222 0.759176 0.666728 0.033 Uiso 1 1 calc R . . . .
C8 C 0.6281(4) 0.7605(3) 0.4029(3) 0.0236(9) Uani 1 1 d . . . . .
C11 C 0.5897(5) 0.8782(4) 0.2545(3) 0.0261(9) Uani 1 1 d . . . . .
H11 H 0.596742 0.879934 0.187678 0.031 Uiso 1 1 calc R . . . .
C25 C 0.8993(5) 0.1863(4) 0.5951(3) 0.0283(10) Uani 1 1 d . . . . .
C28 C 0.9536(5) 0.0753(4) 0.6658(3) 0.0368(11) Uani 1 1 d . . . . .
B1 B 0.6999(6) 0.6310(4) 0.2498(4) 0.0306(11) Uani 1 1 d . . . . .
C26 C 0.9898(5) 0.2574(4) 0.5406(3) 0.0391(12) Uani 1 1 d . . . . .
H26 H 1.089603 0.234319 0.545075 0.047 Uiso 1 1 calc R . . . .
C23 C 0.7074(5) 0.3261(4) 0.5225(4) 0.0462(13) Uani 1 1 d . . . . .
H23 H 0.608138 0.348252 0.517232 0.055 Uiso 1 1 calc R . . . .
C27 C 0.9413(5) 0.3613(4) 0.4796(3) 0.0405(12) Uani 1 1 d . . . . .
H27 H 1.007597 0.408274 0.443672 0.049 Uiso 1 1 calc R . . . .
C24 C 0.7578(5) 0.2215(4) 0.5833(4) 0.0468(14) Uani 1 1 d . . . . .
H24 H 0.692400 0.172965 0.617691 0.056 Uiso 1 1 calc R . . . .
C13 C 0.7122(5) 0.6305(4) 0.1401(3) 0.0345(11) Uani 1 1 d . . . . .
C18 C 0.5984(6) 0.6144(4) 0.1087(3) 0.0460(13) Uani 1 1 d . . . . .
C14 C 0.8375(6) 0.6516(5) 0.0703(3) 0.0493(13) Uani 1 1 d . . . . .
C16 C 0.7265(8) 0.6497(5) -0.0574(4) 0.0644(17) Uani 1 1 d . . . . .
C17 C 0.6065(7) 0.6251(5) 0.0100(4) 0.0553(15) Uani 1 1 d . . . . .
H17 H 0.527496 0.615212 -0.010549 0.066 Uiso 1 1 calc R . . . .
C15 C 0.8420(8) 0.6613(6) -0.0272(4) 0.0725(19) Uani 1 1 d . . . . .
H15 H 0.926442 0.676180 -0.073765 0.087 Uiso 1 1 calc R . . . .
C19 C 0.4654(7) 0.5863(7) 0.1820(4) 0.081(2) Uani 1 1 d . . . . .
H19A H 0.499276 0.506150 0.219879 0.121 Uiso 1 1 calc GR . . . .
H19B H 0.396806 0.576037 0.148514 0.121 Uiso 1 1 calc GR . . . .
H19C H 0.414080 0.658614 0.225106 0.121 Uiso 1 1 calc GR . . . .
C30 C 0.8717(7) -0.0235(5) 0.6838(5) 0.082(2) Uani 1 1 d . . . . .
H30A H 0.886978 -0.061694 0.622915 0.124 Uiso 1 1 calc GR . . . .
H30B H 0.765026 0.018470 0.710702 0.124 Uiso 1 1 calc GR . . . .
H30C H 0.909290 -0.091859 0.729534 0.124 Uiso 1 1 calc GR . . . .
C29A C 0.9815(16) 0.1342(9) 0.7430(8) 0.055(3) Uani 0.547(12) 1 d . U P A 1
H29A H 1.057559 0.178254 0.713963 0.083 Uiso 0.547(12) 1 calc GR . P A 1
H29B H 1.016223 0.065744 0.789577 0.083 Uiso 0.547(12) 1 calc GR . P A 1
H29C H 0.888901 0.197240 0.775949 0.083 Uiso 0.547(12) 1 calc GR . P A 1
C31A C 1.1158(10) -0.0129(9) 0.6055(8) 0.038(3) Uani 0.547(12) 1 d . U P A 1
H31A H 1.103191 -0.054635 0.554245 0.058 Uiso 0.547(12) 1 calc GR . P A 1
H31B H 1.161805 -0.079619 0.649136 0.058 Uiso 0.547(12) 1 calc GR . P A 1
H31C H 1.179944 0.042608 0.576903 0.058 Uiso 0.547(12) 1 calc GR . P A 1
C29B C 0.8608(19) 0.1282(11) 0.7742(8) 0.056(4) Uani 0.453(12) 1 d . U P A 2
H29D H 0.891926 0.061609 0.822914 0.084 Uiso 0.453(12) 1 calc GR . P A 2
H29E H 0.753779 0.146849 0.781976 0.084 Uiso 0.453(12) 1 calc GR . P A 2
H29F H 0.881536 0.207685 0.782151 0.084 Uiso 0.453(12) 1 calc GR . P A 2
C31B C 1.1066(13) 0.0301(12) 0.6612(12) 0.045(3) Uani 0.453(12) 1 d . U P A 2
H31D H 1.163045 -0.004299 0.597675 0.068 Uiso 0.453(12) 1 calc GR . P A 2
H31E H 1.124116 -0.038800 0.711329 0.068 Uiso 0.453(12) 1 calc GR . P A 2
H31F H 1.139233 0.101982 0.671374 0.068 Uiso 0.453(12) 1 calc GR . P A 2
C20 C 0.9641(7) 0.6688(7) 0.1006(4) 0.079(2) Uani 1 1 d . . . . .
H20A H 0.937139 0.757813 0.120595 0.118 Uiso 1 1 calc GR . . . .
H20B H 1.053648 0.652481 0.046292 0.118 Uiso 1 1 calc GR . . . .
H20C H 0.983891 0.607364 0.154694 0.118 Uiso 1 1 calc GR . . . .
C21 C 0.7334(10) 0.6630(7) -0.1650(4) 0.103(3) Uani 1 1 d . . . . .
H21A H 0.809946 0.587723 -0.197448 0.154 Uiso 1 1 calc GR . . . .
H21B H 0.758358 0.742572 -0.193397 0.154 Uiso 1 1 calc GR . . . .
H21C H 0.636449 0.667311 -0.173041 0.154 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 C0AA 1.921(4) . ?
C7 C9 1.437(5) . ?
C7 C6 1.424(5) . ?
C7 C8 1.418(5) . ?
C3AA H3AA 0.9500 . ?
C3AA C2AA 1.380(5) . ?
C3AA C5 1.388(5) . ?
C12 C8 1.430(5) . ?
C12 C11 1.394(5) . ?
C12 B1 1.544(6) . ?
C9 C10 1.382(5) . ?
C9 C6 1.467(5) 2_676 ?
C10 H10 0.9500 . ?
C10 C11 1.377(5) . ?
C1AA C22 1.495(5) . ?
C1AA C2AA 1.475(5) . ?
C1AA C0AA 1.359(6) . ?
C22 C23 1.368(6) . ?
C22 C27 1.377(6) . ?
C2AA C8 1.441(5) . ?
C6 C5 1.392(5) . ?
C0AA B1 1.533(6) . ?
C5 H5 0.9500 . ?
C11 H11 0.9500 . ?
C25 C28 1.535(5) . ?
C25 C26 1.372(6) . ?
C25 C24 1.374(6) . ?
C28 C30 1.496(7) . ?
C28 C29A 1.495(11) . ?
C28 C31A 1.630(11) . ?
C28 C29B 1.647(14) . ?
C28 C31B 1.408(12) . ?
B1 C13 1.562(6) . ?
C26 H26 0.9500 . ?
C26 C27 1.384(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(6) . ?
C27 H27 0.9500 . ?
C24 H24 0.9500 . ?
C13 C18 1.392(7) . ?
C13 C14 1.409(7) . ?
C18 C17 1.403(7) . ?
C18 C19 1.514(8) . ?
C14 C15 1.393(7) . ?
C14 C20 1.509(8) . ?
C16 C17 1.371(8) . ?
C16 C15 1.378(8) . ?
C16 C21 1.531(7) . ?
C17 H17 0.9500 . ?
C15 H15 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C29A H29A 0.9800 . ?
C29A H29B 0.9800 . ?
C29A H29C 0.9800 . ?
C31A H31A 0.9800 . ?
C31A H31B 0.9800 . ?
C31A H31C 0.9800 . ?
C29B H29D 0.9800 . ?
C29B H29E 0.9800 . ?
C29B H29F 0.9800 . ?
C31B H31D 0.9800 . ?
C31B H31E 0.9800 . ?
C31B H31F 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C7 C9 119.9(3) . . ?
C8 C7 C9 119.6(3) . . ?
C8 C7 C6 120.5(3) . . ?
C2AA C3AA H3AA 119.2 . . ?
C2AA C3AA C5 121.5(3) . . ?
C5 C3AA H3AA 119.2 . . ?
C8 C12 B1 121.5(3) . . ?
C11 C12 C8 117.4(3) . . ?
C11 C12 B1 121.0(4) . . ?
C7 C9 C6 119.4(3) . 2_676 ?
C10 C9 C7 118.0(3) . . ?
C10 C9 C6 122.6(3) . 2_676 ?
C9 C10 H10 118.9 . . ?
C11 C10 C9 122.3(3) . . ?
C11 C10 H10 118.9 . . ?
C2AA C1AA C22 116.5(3) . . ?
C0AA C1AA C22 123.6(4) . . ?
C0AA C1AA C2AA 119.8(3) . . ?
C23 C22 C1AA 121.6(4) . . ?
C23 C22 C27 117.3(4) . . ?
C27 C22 C1AA 121.0(4) . . ?
C3AA C2AA C1AA 120.3(3) . . ?
C3AA C2AA C8 118.3(3) . . ?
C8 C2AA C1AA 121.5(3) . . ?
C7 C6 C9 120.7(3) . 2_676 ?
C5 C6 C7 117.6(3) . . ?
C5 C6 C9 121.7(3) . 2_676 ?
C1AA C0AA Br1 118.3(3) . . ?
C1AA C0AA B1 124.0(4) . . ?
B1 C0AA Br1 117.8(3) . . ?
C3AA C5 C6 122.4(4) . . ?
C3AA C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C7 C8 C12 120.6(3) . . ?
C7 C8 C2AA 119.7(3) . . ?
C12 C8 C2AA 119.7(3) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 C12 122.1(4) . . ?
C10 C11 H11 118.9 . . ?
C26 C25 C28 121.5(4) . . ?
C26 C25 C24 116.1(4) . . ?
C24 C25 C28 122.4(4) . . ?
C25 C28 C31A 105.6(5) . . ?
C25 C28 C29B 105.6(5) . . ?
C30 C28 C25 112.3(4) . . ?
C30 C28 C31A 98.6(5) . . ?
C30 C28 C29B 89.1(7) . . ?
C29A C28 C25 107.4(5) . . ?
C29A C28 C30 124.6(6) . . ?
C29A C28 C31A 106.4(7) . . ?
C31B C28 C25 118.7(6) . . ?
C31B C28 C30 117.6(6) . . ?
C31B C28 C29B 108.6(8) . . ?
C12 B1 C13 121.2(3) . . ?
C0AA B1 C12 113.3(4) . . ?
C0AA B1 C13 125.5(4) . . ?
C25 C26 H26 118.8 . . ?
C25 C26 C27 122.5(4) . . ?
C27 C26 H26 118.8 . . ?
C22 C23 H23 119.4 . . ?
C22 C23 C24 121.2(4) . . ?
C24 C23 H23 119.4 . . ?
C22 C27 C26 120.8(4) . . ?
C22 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C25 C24 C23 122.0(4) . . ?
C25 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C18 C13 B1 121.3(4) . . ?
C18 C13 C14 118.5(4) . . ?
C14 C13 B1 120.2(4) . . ?
C13 C18 C17 120.2(5) . . ?
C13 C18 C19 119.5(4) . . ?
C17 C18 C19 120.3(5) . . ?
C13 C14 C20 120.5(4) . . ?
C15 C14 C13 119.8(5) . . ?
C15 C14 C20 119.7(5) . . ?
C17 C16 C15 119.1(5) . . ?
C17 C16 C21 120.7(6) . . ?
C15 C16 C21 120.2(6) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 C18 121.1(5) . . ?
C16 C17 H17 119.5 . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.4(6) . . ?
C16 C15 H15 119.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C29A H29A 109.5 . . ?
C28 C29A H29B 109.5 . . ?
C28 C29A H29C 109.5 . . ?
H29A C29A H29B 109.5 . . ?
H29A C29A H29C 109.5 . . ?
H29B C29A H29C 109.5 . . ?
C28 C31A H31A 109.5 . . ?
C28 C31A H31B 109.5 . . ?
C28 C31A H31C 109.5 . . ?
H31A C31A H31B 109.5 . . ?
H31A C31A H31C 109.5 . . ?
H31B C31A H31C 109.5 . . ?
C28 C29B H29D 109.5 . . ?
C28 C29B H29E 109.5 . . ?
C28 C29B H29F 109.5 . . ?
H29D C29B H29E 109.5 . . ?
H29D C29B H29F 109.5 . . ?
H29E C29B H29F 109.5 . . ?
C28 C31B H31D 109.5 . . ?
C28 C31B H31E 109.5 . . ?
C28 C31B H31F 109.5 . . ?
H31D C31B H31E 109.5 . . ?
H31D C31B H31F 109.5 . . ?
H31E C31B H31F 109.5 . . ?
C14 C20 H20A 109.5 . . ?
C14 C20 H20B 109.5 . . ?
C14 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
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 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.088 0.000 0.000 249.9 55.2 '0.5 hexane'
2 -0.038 0.421 0.695 9.7 0.0 ?
3 0.038 0.579 0.305 9.7 0.0 ?

_olex2_submission_original_sample_id KY170
_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 1.109
_oxdiff_exptl_absorpt_empirical_full_min 0.821
####################################################################### 
# 
# 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_mi19004
_database_code_depnum_ccdc_archive 'CCDC 1961373'
loop_
_audit_author_name
_audit_author_address
'Marina Uzelac'
;University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_audit_creation_date             2019-10-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C58 H54 B2 Br2), 0.5[C6H14], 0.5[C6H14]'
_chemical_formula_sum            'C64 H68 B2 Br2'
_chemical_formula_weight         1018.62
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   13.450(3)
_cell_length_b                   14.624(3)
_cell_length_c                   15.214(3)
_cell_angle_alpha                91.36(3)
_cell_angle_beta                 92.15(3)
_cell_angle_gamma                116.43(3)
_cell_volume                     2675.1(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9843
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25.74
_cell_measurement_theta_min      2.68
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.554
_exptl_absorpt_correction_T_max  0.4296
_exptl_absorpt_correction_T_min  0.3779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0740 before and 0.0506 after correction.
The Ratio of minimum to maximum transmission is 0.8797.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.124
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            82876
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        26.398
_diffrn_reflns_theta_max         26.398
_diffrn_reflns_theta_min         2.189
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7912
_reflns_number_total             10942
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.027
_refine_diff_density_min         -1.158
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     599
_refine_ls_number_reflns         10942
_refine_ls_number_restraints     156
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0668
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0790P)²+6.4076P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1815
_refine_ls_wR_factor_ref         0.1948
_refine_special_details          
'Olex2 solvent masking used to handle one molecule of hexane  which could not be easily modelled using discreet atoms.'
_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 bond restraints
 C32, C33, C34, C35, C36, C37
 with sigma for 1-2 distances of 0.003 and sigma for 1-3 distances of 0.003
 C57
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C38A, C40A, C39A, C41A, C38B, C40B, C39B, C41B
 with sigma for 1-2 distances of 0.003 and sigma for 1-3 distances of 0.003
3. Uiso/Uaniso restraints and constraints
C38A \\sim C40A \\sim C39A \\sim C41A \\sim C38B \\sim C40B \\sim C39B \\sim
C41B: within 2A with sigma of 0.012 and sigma for terminal atoms of 0.024
C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim C37: within 2A with sigma of
0.012 and sigma for terminal atoms of 0.024
C57: within 2A with sigma of 0.016 and sigma for terminal atoms of 0.032
4. Others
 Sof(C38B)=Sof(C40B)=Sof(H40D)=Sof(H40E)=Sof(H40F)=Sof(C39B)=Sof(H39D)=
 Sof(H39E)=Sof(H39F)=Sof(C41B)=Sof(H41D)=Sof(H41E)=Sof(H41F)=1-FVAR(1)
 Sof(C38A)=Sof(C40A)=Sof(H40A)=Sof(H40B)=Sof(H40C)=Sof(C39A)=Sof(H39A)=
 Sof(H39B)=Sof(H39C)=Sof(C41A)=Sof(H41A)=Sof(H41B)=Sof(H41C)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C15(H15), C14(H14), C25(H25), C23(H23), C33(H33), C34(H34),
 C36(H36), C37(H37), C44(H44), C43(H43), C52(H52), C54(H54), C49(H49), C12(H12),
  C11(H11), C4(H4), C5(H5)
5.b Fitted hexagon refined as free rotating group:
 C32(C33,C34,C35,C36,C37)
5.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C57(H57A,H57B,
 H57C), C58(H58A,H58B,H58C), C56(H56A,H56B,H56C), C9(H9A,H9B,H9C), C8(H8A,H8B,
 H8C), C10(H10A,H10B,H10C), C40A(H40A,H40B,H40C), C39A(H39A,H39B,H39C),
 C41A(H41A,H41B,H41C), C40B(H40D,H40E,H40F), C39B(H39D,H39E,H39F), C41B(H41D,
 H41E,H41F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Br2 Br 0.44871(4) 1.10822(4) 0.27471(4) 0.06634(19) Uani 1 1 d . . . . .
Br1 Br 0.97156(4) 0.59150(4) 0.22116(5) 0.0721(2) Uani 1 1 d . . . . .
C18 C 0.6145(3) 0.5022(3) 0.0760(3) 0.0379(9) Uani 1 1 d . . . . .
C19 C 0.7008(3) 0.6034(3) 0.0638(3) 0.0437(10) Uani 1 1 d . . . . .
C17 C 0.5106(3) 0.4685(3) 0.0307(3) 0.0380(9) Uani 1 1 d . . . . .
C2 C 0.7448(3) 0.4637(3) 0.1735(3) 0.0426(9) Uani 1 1 d . . . . .
C20 C 0.6792(4) 0.6636(3) 0.0067(4) 0.0546(12) Uani 1 1 d . . . . .
H20 H 0.735003 0.729020 -0.001000 0.065 Uiso 1 1 calc R . . . .
C13 C 0.6354(3) 0.4356(3) 0.1308(3) 0.0422(9) Uani 1 1 d . . . . .
C1 C 0.8293(4) 0.5588(3) 0.1663(3) 0.0492(11) Uani 1 1 d . . . . .
C16 C 0.4240(4) 0.3686(3) 0.0418(3) 0.0510(11) Uani 1 1 d . . . . .
C15 C 0.4456(4) 0.3066(4) 0.0995(4) 0.0743(18) Uani 1 1 d . . . . .
H15 H 0.389335 0.242207 0.109776 0.089 Uiso 1 1 calc R . . . .
C14 C 0.5489(4) 0.3386(4) 0.1420(4) 0.0622(14) Uani 1 1 d . . . . .
H14 H 0.561253 0.294484 0.179006 0.075 Uiso 1 1 calc R . . . .
C26 C 0.9845(4) 0.7706(4) 0.0340(4) 0.0657(15) Uani 1 1 d . . . . .
C22 C 0.9161(4) 0.8334(4) 0.1552(4) 0.0650(15) Uani 1 1 d . . . . .
C21 C 0.9104(4) 0.7520(3) 0.1008(4) 0.0538(12) Uani 1 1 d . . . . .
C24 C 1.0720(5) 0.9511(4) 0.0754(5) 0.078(2) Uani 1 1 d . . . . .
C25 C 1.0634(4) 0.8710(5) 0.0218(5) 0.079(2) Uani 1 1 d . . . . .
H25 H 1.111230 0.883670 -0.023826 0.095 Uiso 1 1 calc R . . . .
C27 C 0.8340(5) 0.8152(4) 0.2238(5) 0.0793(18) Uani 1 1 d . . . . .
H27A H 0.765506 0.809118 0.196747 0.119 Uiso 1 1 calc GR . . . .
H27B H 0.862784 0.871550 0.266497 0.119 Uiso 1 1 calc GR . . . .
H27C H 0.820651 0.753315 0.252400 0.119 Uiso 1 1 calc GR . . . .
C23 C 0.9984(5) 0.9329(4) 0.1413(5) 0.0727(18) Uani 1 1 d . . . . .
H23 H 1.003269 0.987288 0.177178 0.087 Uiso 1 1 calc R . . . .
C28 C 1.1592(6) 1.0604(5) 0.0643(6) 0.112(3) Uani 1 1 d . . . . .
H28A H 1.134403 1.107173 0.089187 0.168 Uiso 1 1 calc GR . . . .
H28B H 1.170001 1.072013 0.002744 0.168 Uiso 1 1 calc GR . . . .
H28C H 1.228033 1.071042 0.093787 0.168 Uiso 1 1 calc GR . . . .
C29 C 0.9781(5) 0.6859(5) -0.0258(5) 0.0798(17) Uani 1 1 d . . . . .
H29A H 0.980891 0.632783 0.008575 0.120 Uiso 1 1 calc GR . . . .
H29B H 1.039589 0.711326 -0.063352 0.120 Uiso 1 1 calc GR . . . .
H29C H 0.909616 0.658906 -0.061097 0.120 Uiso 1 1 calc GR . . . .
B1 B 0.8160(4) 0.6408(4) 0.1124(4) 0.0479(12) Uani 1 1 d . . . . .
B2 B 0.2962(4) 1.1510(4) 0.3854(4) 0.0482(12) Uani 1 1 d . . . . .
C47 C 0.1130(3) 1.0023(3) 0.4294(3) 0.0407(9) Uani 1 1 d . . . . .
C31 C 0.2441(3) 0.9671(3) 0.3359(3) 0.0441(10) Uani 1 1 d . . . . .
C46 C 0.0136(3) 0.9665(3) 0.4747(3) 0.0403(9) Uani 1 1 d . . . . .
C48 C 0.1873(3) 1.1104(3) 0.4339(3) 0.0419(9) Uani 1 1 d . . . . .
C42 C 0.1391(4) 0.9327(3) 0.3818(3) 0.0429(10) Uani 1 1 d . . . . .
C32 C 0.2686(3) 0.8882(2) 0.29097(19) 0.0460(9) Uani 1 1 d . U . . .
C33 C 0.3427(3) 0.8574(3) 0.33090(17) 0.0705(14) Uani 1 1 d G U . . .
H33 H 0.374963 0.884204 0.386599 0.085 Uiso 1 1 calc R . . . .
C34 C 0.3686(4) 0.7867(3) 0.2876(2) 0.0850(17) Uani 1 1 d G U . . .
H34 H 0.418218 0.766127 0.314294 0.102 Uiso 1 1 calc R . . . .
C35 C 0.3204(4) 0.7467(3) 0.2043(2) 0.0742(14) Uani 1 1 d G U . . .
C36 C 0.2463(3) 0.7775(3) 0.16440(18) 0.0615(11) Uani 1 1 d G U . . .
H36 H 0.214013 0.750697 0.108706 0.074 Uiso 1 1 calc R . . . .
C37 C 0.2204(3) 0.8482(3) 0.2077(2) 0.0564(11) Uani 1 1 d G U . . .
H37 H 0.170757 0.868774 0.181011 0.068 Uiso 1 1 calc R . . . .
C44 C -0.0330(4) 0.7931(3) 0.4218(3) 0.0487(11) Uani 1 1 d . . . . .
H44 H -0.081338 0.723649 0.417905 0.058 Uiso 1 1 calc R . . . .
C43 C 0.0653(4) 0.8287(3) 0.3793(3) 0.0483(11) Uani 1 1 d . . . . .
H43 H 0.082652 0.782524 0.348343 0.058 Uiso 1 1 calc R . . . .
C45 C -0.0613(4) 0.8596(3) 0.4707(3) 0.0459(10) Uani 1 1 d . . . . .
C50 C 0.3798(4) 1.2674(3) 0.3836(3) 0.0484(11) Uani 1 1 d . . . . .
C53 C 0.5345(4) 1.4734(4) 0.3736(4) 0.0638(14) Uani 1 1 d . . . . .
C51 C 0.3616(4) 1.3296(4) 0.3236(4) 0.0574(12) Uani 1 1 d . . . . .
C52 C 0.4407(5) 1.4315(4) 0.3196(4) 0.0682(15) Uani 1 1 d . . . . .
H52 H 0.428849 1.472205 0.278554 0.082 Uiso 1 1 calc R . . . .
C55 C 0.4753(4) 1.3096(4) 0.4405(4) 0.0587(13) Uani 1 1 d . . . . .
C57 C 0.2587(5) 1.2868(5) 0.2623(5) 0.091(2) Uani 1 1 d . U . . .
H57A H 0.196970 1.285112 0.293084 0.136 Uiso 1 1 calc GR . . . .
H57B H 0.242841 1.218708 0.242155 0.136 Uiso 1 1 calc GR . . . .
H57C H 0.270982 1.329221 0.212766 0.136 Uiso 1 1 calc GR . . . .
C58 C 0.6218(5) 1.5830(4) 0.3667(6) 0.092(2) Uani 1 1 d . . . . .
H58A H 0.593209 1.618068 0.328508 0.138 Uiso 1 1 calc GR . . . .
H58B H 0.687290 1.583580 0.343141 0.138 Uiso 1 1 calc GR . . . .
H58C H 0.640174 1.616740 0.424095 0.138 Uiso 1 1 calc GR . . . .
C54 C 0.5509(4) 1.4139(4) 0.4345(4) 0.0681(16) Uani 1 1 d . . . . .
H54 H 0.613290 1.442686 0.473212 0.082 Uiso 1 1 calc R . . . .
C56 C 0.4957(6) 1.2455(6) 0.5065(5) 0.090(2) Uani 1 1 d . . . . .
H56A H 0.556438 1.288424 0.546683 0.135 Uiso 1 1 calc GR . . . .
H56B H 0.513852 1.196640 0.476940 0.135 Uiso 1 1 calc GR . . . .
H56C H 0.430095 1.210277 0.538535 0.135 Uiso 1 1 calc GR . . . .
C30 C 0.3158(4) 1.0678(4) 0.3372(3) 0.0505(11) Uani 1 1 d . . . . .
C49 C 0.1596(4) 1.1747(3) 0.4836(3) 0.0459(10) Uani 1 1 d . . . . .
H49 H 0.208227 1.244108 0.487145 0.055 Uiso 1 1 calc R . . . .
C7 C 0.7706(5) 0.1126(4) 0.3294(4) 0.0695(15) Uani 1 1 d . . . . .
C9 C 0.6949(6) 0.0179(4) 0.2707(5) 0.094(2) Uani 1 1 d . . . . .
H9A H 0.694528 -0.042074 0.295344 0.141 Uiso 1 1 calc GR . . . .
H9B H 0.722354 0.025253 0.212678 0.141 Uiso 1 1 calc GR . . . .
H9C H 0.620668 0.011528 0.267562 0.141 Uiso 1 1 calc GR . . . .
C8 C 0.8910(6) 0.1270(5) 0.3311(6) 0.099(2) Uani 1 1 d . . . . .
H8A H 0.938254 0.188183 0.365277 0.148 Uiso 1 1 calc GR . . . .
H8B H 0.915196 0.132436 0.272091 0.148 Uiso 1 1 calc GR . . . .
H8C H 0.894729 0.069327 0.357098 0.148 Uiso 1 1 calc GR . . . .
C10 C 0.7257(7) 0.0940(6) 0.4216(5) 0.103(3) Uani 1 1 d . . . . .
H10A H 0.770928 0.151624 0.460376 0.155 Uiso 1 1 calc GR . . . .
H10B H 0.727636 0.033626 0.443187 0.155 Uiso 1 1 calc GR . . . .
H10C H 0.650528 0.085095 0.418953 0.155 Uiso 1 1 calc GR . . . .
C3 C 0.7600(3) 0.3791(3) 0.2179(3) 0.0435(10) Uani 1 1 d . . . . .
C6 C 0.7694(4) 0.2088(4) 0.2918(4) 0.0553(12) Uani 1 1 d . . . . .
C12 C 0.7442(5) 0.3624(4) 0.3050(4) 0.0674(15) Uani 1 1 d . . . . .
H12 H 0.730743 0.407797 0.340716 0.081 Uiso 1 1 calc R . . . .
C11 C 0.7483(6) 0.2772(5) 0.3404(4) 0.0722(16) Uani 1 1 d . . . . .
H11 H 0.736144 0.266397 0.399895 0.087 Uiso 1 1 calc R . . . .
C4 C 0.7847(7) 0.3145(5) 0.1694(4) 0.091(2) Uani 1 1 d . . . . .
H4 H 0.798921 0.326281 0.110351 0.109 Uiso 1 1 calc R . . . .
C5 C 0.7892(7) 0.2308(5) 0.2064(4) 0.092(2) Uani 1 1 d . . . . .
H5 H 0.806565 0.187804 0.171046 0.110 Uiso 1 1 calc R . . . .
C38A C 0.379(2) 0.6933(15) 0.1491(13) 0.077(3) Uani 0.416(9) 1 d . U P A 1
C40A C 0.4285(15) 0.7470(14) 0.0656(11) 0.090(4) Uani 0.416(9) 1 d . U P A 1
H40A H 0.429052 0.697992 0.022721 0.135 Uiso 0.416(9) 1 calc GR . P A 1
H40B H 0.503199 0.798456 0.078999 0.135 Uiso 0.416(9) 1 calc GR . P A 1
H40C H 0.384357 0.778336 0.042447 0.135 Uiso 0.416(9) 1 calc GR . P A 1
C39A C 0.2863(18) 0.5905(17) 0.1256(16) 0.101(4) Uani 0.416(9) 1 d . U P A 1
H39A H 0.254239 0.557522 0.178342 0.151 Uiso 0.416(9) 1 calc GR . P A 1
H39B H 0.314078 0.549879 0.094005 0.151 Uiso 0.416(9) 1 calc GR . P A 1
H39C H 0.230526 0.597826 0.089293 0.151 Uiso 0.416(9) 1 calc GR . P A 1
C41A C 0.4737(18) 0.6838(18) 0.2004(14) 0.082(4) Uani 0.416(9) 1 d . U P A 1
H41A H 0.446040 0.646947 0.252510 0.124 Uiso 0.416(9) 1 calc GR . P A 1
H41B H 0.531574 0.750763 0.216657 0.124 Uiso 0.416(9) 1 calc GR . P A 1
H41C H 0.502889 0.647704 0.164267 0.124 Uiso 0.416(9) 1 calc GR . P A 1
C38B C 0.3201(15) 0.6501(13) 0.1609(9) 0.082(3) Uani 0.584(9) 1 d . U P A 2
C40B C 0.2595(12) 0.5507(9) 0.2099(9) 0.092(3) Uani 0.584(9) 1 d . U P A 2
H40D H 0.182196 0.534386 0.211818 0.138 Uiso 0.584(9) 1 calc GR . P A 2
H40E H 0.291665 0.559902 0.268773 0.138 Uiso 0.584(9) 1 calc GR . P A 2
H40F H 0.267023 0.496009 0.179501 0.138 Uiso 0.584(9) 1 calc GR . P A 2
C39B C 0.2662(13) 0.6204(11) 0.0663(9) 0.096(3) Uani 0.584(9) 1 d . U P A 2
H39D H 0.186753 0.591206 0.068538 0.144 Uiso 0.584(9) 1 calc GR . P A 2
H39E H 0.286280 0.571235 0.039589 0.144 Uiso 0.584(9) 1 calc GR . P A 2
H39F H 0.291966 0.680167 0.032053 0.144 Uiso 0.584(9) 1 calc GR . P A 2
C41B C 0.4382(15) 0.6691(15) 0.1616(11) 0.100(4) Uani 0.584(9) 1 d . U P A 2
H41D H 0.466168 0.672943 0.221231 0.149 Uiso 0.584(9) 1 calc GR . P A 2
H41E H 0.481390 0.732440 0.134475 0.149 Uiso 0.584(9) 1 calc GR . P A 2
H41F H 0.443493 0.614292 0.129426 0.149 Uiso 0.584(9) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 C30 1.914(4) . ?
Br1 C1 1.905(4) . ?
C18 C19 1.439(5) . ?
C18 C17 1.404(6) . ?
C18 C13 1.410(6) . ?
C19 C20 1.364(6) . ?
C19 B1 1.545(7) . ?
C17 C17 1.433(8) 2_665 ?
C17 C16 1.425(5) . ?
C2 C13 1.460(6) . ?
C2 C1 1.360(6) . ?
C2 C3 1.511(6) . ?
C20 H20 0.9300 . ?
C20 C16 1.421(6) 2_665 ?
C13 C14 1.397(6) . ?
C1 B1 1.539(7) . ?
C16 C15 1.390(7) . ?
C15 H15 0.9300 . ?
C15 C14 1.381(7) . ?
C14 H14 0.9300 . ?
C26 C21 1.395(8) . ?
C26 C25 1.399(7) . ?
C26 C29 1.488(9) . ?
C22 C21 1.406(8) . ?
C22 C27 1.489(9) . ?
C22 C23 1.409(7) . ?
C21 B1 1.575(6) . ?
C24 C25 1.371(10) . ?
C24 C23 1.381(10) . ?
C24 C28 1.523(7) . ?
C25 H25 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C23 H23 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
B2 C48 1.540(7) . ?
B2 C50 1.569(7) . ?
B2 C30 1.533(7) . ?
C47 C46 1.415(6) . ?
C47 C48 1.444(6) . ?
C47 C42 1.408(6) . ?
C31 C42 1.481(6) . ?
C31 C32 1.492(5) . ?
C31 C30 1.353(6) . ?
C46 C46 1.411(8) 2_576 ?
C46 C45 1.433(6) . ?
C48 C49 1.376(6) . ?
C42 C43 1.397(6) . ?
C32 C33 1.3900 . ?
C32 C37 1.3900 . ?
C33 H33 0.9300 . ?
C33 C34 1.3900 . ?
C34 H34 0.9300 . ?
C34 C35 1.3900 . ?
C35 C36 1.3900 . ?
C35 C38A 1.58(2) . ?
C35 C38B 1.544(14) . ?
C36 H36 0.9300 . ?
C36 C37 1.3900 . ?
C37 H37 0.9300 . ?
C44 H44 0.9300 . ?
C44 C43 1.380(6) . ?
C44 C45 1.400(6) . ?
C43 H43 0.9300 . ?
C45 C49 1.407(6) 2_576 ?
C50 C51 1.395(7) . ?
C50 C55 1.401(7) . ?
C53 C52 1.361(8) . ?
C53 C58 1.517(7) . ?
C53 C54 1.363(9) . ?
C51 C52 1.398(7) . ?
C51 C57 1.509(8) . ?
C52 H52 0.9300 . ?
C55 C54 1.415(8) . ?
C55 C56 1.488(9) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C54 H54 0.9300 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C49 H49 0.9300 . ?
C7 C9 1.539(9) . ?
C7 C8 1.536(9) . ?
C7 C10 1.529(9) . ?
C7 C6 1.539(7) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C3 C12 1.360(7) . ?
C3 C4 1.346(7) . ?
C6 C11 1.364(8) . ?
C6 C5 1.353(8) . ?
C12 H12 0.9300 . ?
C12 C11 1.393(7) . ?
C11 H11 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.383(7) . ?
C5 H5 0.9300 . ?
C38A C40A 1.52(3) . ?
C38A C39A 1.49(3) . ?
C38A C41A 1.53(3) . ?
C40A H40A 0.9600 . ?
C40A H40B 0.9600 . ?
C40A H40C 0.9600 . ?
C39A H39A 0.9600 . ?
C39A H39B 0.9600 . ?
C39A H39C 0.9600 . ?
C41A H41A 0.9600 . ?
C41A H41B 0.9600 . ?
C41A H41C 0.9600 . ?
C38B C40B 1.54(2) . ?
C38B C39B 1.55(2) . ?
C38B C41B 1.49(2) . ?
C40B H40D 0.9600 . ?
C40B H40E 0.9600 . ?
C40B H40F 0.9600 . ?
C39B H39D 0.9600 . ?
C39B H39E 0.9600 . ?
C39B H39F 0.9600 . ?
C41B H41D 0.9600 . ?
C41B H41E 0.9600 . ?
C41B H41F 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
C17 C18 C19 119.9(4) . . ?
C17 C18 C13 119.9(4) . . ?
C13 C18 C19 120.2(4) . . ?
C18 C19 B1 120.3(4) . . ?
C20 C19 C18 118.4(4) . . ?
C20 C19 B1 121.2(4) . . ?
C18 C17 C17 121.3(4) . 2_665 ?
C18 C17 C16 120.7(4) . . ?
C16 C17 C17 117.9(5) . 2_665 ?
C13 C2 C3 116.2(4) . . ?
C1 C2 C13 120.7(4) . . ?
C1 C2 C3 122.9(4) . . ?
C19 C20 H20 118.3 . . ?
C19 C20 C16 123.4(4) . 2_665 ?
C16 C20 H20 118.3 2_665 . ?
C18 C13 C2 122.1(4) . . ?
C14 C13 C18 118.4(4) . . ?
C14 C13 C2 119.4(4) . . ?
C2 C1 Br1 119.3(3) . . ?
C2 C1 B1 122.4(4) . . ?
B1 C1 Br1 118.2(3) . . ?
C20 C16 C17 119.1(4) 2_665 . ?
C15 C16 C17 117.8(4) . . ?
C15 C16 C20 123.0(4) . 2_665 ?
C16 C15 H15 119.3 . . ?
C14 C15 C16 121.4(4) . . ?
C14 C15 H15 119.3 . . ?
C13 C14 H14 119.2 . . ?
C15 C14 C13 121.6(4) . . ?
C15 C14 H14 119.2 . . ?
C21 C26 C25 119.1(6) . . ?
C21 C26 C29 121.0(4) . . ?
C25 C26 C29 119.9(6) . . ?
C21 C22 C27 120.6(5) . . ?
C21 C22 C23 118.6(6) . . ?
C23 C22 C27 120.8(6) . . ?
C26 C21 C22 120.1(4) . . ?
C26 C21 B1 120.3(5) . . ?
C22 C21 B1 119.6(5) . . ?
C25 C24 C23 119.2(5) . . ?
C25 C24 C28 122.3(7) . . ?
C23 C24 C28 118.5(7) . . ?
C26 C25 H25 119.1 . . ?
C24 C25 C26 121.7(7) . . ?
C24 C25 H25 119.1 . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.3(6) . . ?
C24 C23 H23 119.4 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C19 B1 C21 120.8(4) . . ?
C1 B1 C19 114.0(4) . . ?
C1 B1 C21 125.1(4) . . ?
C48 B2 C50 123.5(4) . . ?
C30 B2 C48 114.1(4) . . ?
C30 B2 C50 122.3(4) . . ?
C46 C47 C48 119.0(4) . . ?
C42 C47 C46 120.0(4) . . ?
C42 C47 C48 121.0(4) . . ?
C42 C31 C32 118.3(4) . . ?
C30 C31 C42 119.8(4) . . ?
C30 C31 C32 121.9(4) . . ?
C47 C46 C45 119.8(4) . . ?
C46 C46 C47 121.6(5) 2_576 . ?
C46 C46 C45 118.6(5) 2_576 . ?
C47 C48 B2 119.9(4) . . ?
C49 C48 B2 121.4(4) . . ?
C49 C48 C47 118.7(4) . . ?
C47 C42 C31 121.5(4) . . ?
C43 C42 C47 119.3(4) . . ?
C43 C42 C31 119.2(4) . . ?
C33 C32 C31 120.1(3) . . ?
C33 C32 C37 120.0 . . ?
C37 C32 C31 119.9(3) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.0 . . ?
C34 C33 H33 120.0 . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 120.0 . . ?
C35 C34 H34 120.0 . . ?
C34 C35 C38A 116.2(8) . . ?
C34 C35 C38B 123.6(6) . . ?
C36 C35 C34 120.0 . . ?
C36 C35 C38A 121.5(8) . . ?
C36 C35 C38B 114.6(6) . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 120.0 . . ?
C37 C36 H36 120.0 . . ?
C32 C37 H37 120.0 . . ?
C36 C37 C32 120.0 . . ?
C36 C37 H37 120.0 . . ?
C43 C44 H44 119.3 . . ?
C43 C44 C45 121.3(4) . . ?
C45 C44 H44 119.3 . . ?
C42 C43 H43 119.4 . . ?
C44 C43 C42 121.2(4) . . ?
C44 C43 H43 119.4 . . ?
C44 C45 C46 118.4(4) . . ?
C44 C45 C49 122.6(4) . 2_576 ?
C49 C45 C46 119.0(4) 2_576 . ?
C51 C50 B2 120.3(4) . . ?
C51 C50 C55 119.1(4) . . ?
C55 C50 B2 120.6(4) . . ?
C52 C53 C58 122.0(6) . . ?
C52 C53 C54 118.6(5) . . ?
C54 C53 C58 119.3(6) . . ?
C50 C51 C52 119.2(5) . . ?
C50 C51 C57 120.3(4) . . ?
C52 C51 C57 120.5(5) . . ?
C53 C52 C51 122.5(5) . . ?
C53 C52 H52 118.8 . . ?
C51 C52 H52 118.8 . . ?
C50 C55 C54 118.9(5) . . ?
C50 C55 C56 120.3(5) . . ?
C54 C55 C56 120.9(5) . . ?
C51 C57 H57A 109.5 . . ?
C51 C57 H57B 109.5 . . ?
C51 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C53 C58 H58A 109.5 . . ?
C53 C58 H58B 109.5 . . ?
C53 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C53 C54 C55 121.7(5) . . ?
C53 C54 H54 119.1 . . ?
C55 C54 H54 119.1 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
B2 C30 Br2 118.3(3) . . ?
C31 C30 Br2 118.1(3) . . ?
C31 C30 B2 123.7(4) . . ?
C48 C49 C45 123.1(4) . 2_576 ?
C48 C49 H49 118.4 . . ?
C45 C49 H49 118.4 2_576 . ?
C9 C7 C6 109.9(5) . . ?
C8 C7 C9 110.0(6) . . ?
C8 C7 C6 107.8(5) . . ?
C10 C7 C9 106.9(6) . . ?
C10 C7 C8 110.9(6) . . ?
C10 C7 C6 111.5(5) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C3 C2 122.2(4) . . ?
C4 C3 C2 119.4(4) . . ?
C4 C3 C12 118.3(4) . . ?
C11 C6 C7 123.5(5) . . ?
C5 C6 C7 121.3(5) . . ?
C5 C6 C11 115.3(5) . . ?
C3 C12 H12 120.2 . . ?
C3 C12 C11 119.7(5) . . ?
C11 C12 H12 120.2 . . ?
C6 C11 C12 122.9(5) . . ?
C6 C11 H11 118.5 . . ?
C12 C11 H11 118.5 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.8(5) . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 122.9(5) . . ?
C6 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
C40A C38A C35 114.1(13) . . ?
C40A C38A C41A 106.0(19) . . ?
C39A C38A C35 102.6(17) . . ?
C39A C38A C40A 109.7(17) . . ?
C39A C38A C41A 110.8(18) . . ?
C41A C38A C35 113.8(14) . . ?
C38A C40A H40A 109.5 . . ?
C38A C40A H40B 109.5 . . ?
C38A C40A H40C 109.5 . . ?
H40A C40A H40B 109.5 . . ?
H40A C40A H40C 109.5 . . ?
H40B C40A H40C 109.5 . . ?
C38A C39A H39A 109.5 . . ?
C38A C39A H39B 109.5 . . ?
C38A C39A H39C 109.5 . . ?
H39A C39A H39B 109.5 . . ?
H39A C39A H39C 109.5 . . ?
H39B C39A H39C 109.5 . . ?
C38A C41A H41A 109.5 . . ?
C38A C41A H41B 109.5 . . ?
C38A C41A H41C 109.5 . . ?
H41A C41A H41B 109.5 . . ?
H41A C41A H41C 109.5 . . ?
H41B C41A H41C 109.5 . . ?
C35 C38B C39B 115.7(9) . . ?
C40B C38B C35 115.7(10) . . ?
C40B C38B C39B 103.1(14) . . ?
C41B C38B C35 106.2(14) . . ?
C41B C38B C40B 105.5(12) . . ?
C41B C38B C39B 110.2(13) . . ?
C38B C40B H40D 109.5 . . ?
C38B C40B H40E 109.5 . . ?
C38B C40B H40F 109.5 . . ?
H40D C40B H40E 109.5 . . ?
H40D C40B H40F 109.5 . . ?
H40E C40B H40F 109.5 . . ?
C38B C39B H39D 109.5 . . ?
C38B C39B H39E 109.5 . . ?
C38B C39B H39F 109.5 . . ?
H39D C39B H39E 109.5 . . ?
H39D C39B H39F 109.5 . . ?
H39E C39B H39F 109.5 . . ?
C38B C41B H41D 109.5 . . ?
C38B C41B H41E 109.5 . . ?
C38B C41B H41F 109.5 . . ?
H41D C41B H41E 109.5 . . ?
H41D C41B H41F 109.5 . . ?
H41E C41B H41F 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.500 286.6 68.7 '0.7 hexane'
2 0.500 1.000 0.000 153.6 42.2 '0.3 hexane'
3 0.500 0.000 0.500 12.3 0.7 ?

_olex2_submission_special_instructions 'No special instructions were received'
