# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_fasrd01
_database_code_depnum_ccdc_archive 'CCDC 2305160'
loop_
_audit_author_name
_audit_author_address
'William Brennessel'
;University of Rochester 
United States of America
;
_audit_update_record             
;
2023-11-01 deposited with the CCDC.	2024-02-07 downloaded from the CCDC.
;
_audit_creation_date             2022-12-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H13 Br O3'
_chemical_formula_sum            'C13 H13 Br O3'
_chemical_formula_weight         297.14
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.88458(4)
_cell_length_b                   7.18609(5)
_cell_length_c                   14.65407(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.2289(6)
_cell_angle_gamma                90
_cell_volume                     607.816(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    17668
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.7200
_cell_measurement_theta_min      6.0880
_shelx_estimated_absorpt_T_max   0.711
_shelx_estimated_absorpt_T_min   0.601
_exptl_absorpt_coefficient_mu    4.570
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
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    1.624
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.124
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20597
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        74.504
_diffrn_reflns_theta_max         80.022
_diffrn_reflns_theta_min         6.158
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00  25.00   0.50    0.05    --  -47.30  80.00  68.00  192
  2  ω    -14.00  28.00   0.50    0.05    --  -47.30  19.00  60.00   84
  3  ω    -14.00  28.00   0.50    0.05    --  -47.30  19.00 -30.00   84
  4  ω    -62.00  25.00   0.50    0.05    --  -47.30  57.00 -90.00  174
  5  ω    -47.00 -20.00   0.50    0.05    --  -91.75  45.00   0.00   54
  6  ω    -47.00 -20.00   0.50    0.05    --  -91.75  45.00  30.00   54
  7  ω   -116.00 -19.00   0.50    0.05    --  -91.75  80.00  68.00  194
  8  ω    -72.00 -19.00   0.50    0.05    --  -91.75  61.00 -90.00  106
  9  ω    -47.00 -20.00   0.50    0.05    --  -91.75  45.00 -90.00   54
 10  ω    -47.00 -20.00   0.50    0.05    --  -91.75  45.00-150.00   54
 11  ω   -119.00 -25.00   0.50    0.05    --  -47.30 -77.00 -30.00  188
 12  ω   -119.00 -25.00   0.50    0.05    --  -47.30 -77.00  60.00  188
 13  ω   -119.00 -32.00   0.50    0.05    --  -47.30 -57.00 120.00  174
 14  ω   -122.00 -35.00   0.50    0.05    --  -47.30 -19.00 120.00  174
 15  ω   -119.00 -25.00   0.50    0.05    --  -47.30 -77.00 -90.00  188
 16  ω   -119.00 -25.00   0.50    0.05    --  -47.30 -77.00-150.00  188
 17  ω   -163.00 -79.00   0.50    0.05    --  -91.75 -45.00-120.00  168
 18  ω   -163.00 -79.00   0.50    0.05    --  -91.75 -80.00 -55.00  168
 19  ω   -163.00 -69.00   0.50    0.05    --  -91.75 -77.00 -30.00  188
 20  ω   -163.00 -69.00   0.50    0.05    --  -91.75 -77.00 -90.00  188
 21  ω   -163.00 -69.00   0.50    0.05    --  -91.75 -77.00  15.76  188
 22  ω   -163.00 -69.00   0.50    0.05    --  -91.75 -77.00  60.00  188
 23  ω   -163.00 -70.00   0.50    0.05    --  -91.75 -75.00  74.73  186
 24  ω   -163.00 -71.00   0.50    0.05    --  -91.75 -72.00  99.08  184
 25  ω   -163.00 -69.00   0.50    0.05    --  -91.75 -76.00 168.19  188
 26  ω   -163.00 -71.00   0.50    0.05    --  -91.75 -72.00 124.68  184
 27  ω   -163.00 -73.00   0.50    0.05    --  -91.75 -67.00 -62.30  180
 28  ω   -163.00 -75.00   0.50    0.05    --  -91.75 -61.00 -30.00  176
 29  ω   -163.00 -74.00   0.50    0.05    --  -91.75 -64.00-132.73  178
 30  ω   -163.00 -71.00   0.50    0.05    --  -91.75 -71.00-150.99  184
 31  ω   -163.00 -75.00   0.50    0.05    --  -91.75 -61.00-180.00  176
 32  ω    -21.00  71.00   0.50    0.05    --   47.30 -80.00 -55.00  184
 33  ω     42.00 136.00   0.50    0.05    --  113.25 -77.00-150.00  188
 34  ω     42.00  76.00   0.50    0.05    --  113.25 -61.00-120.00   68
 35  ω     42.00 137.00   0.50    0.05    --  113.25 -80.00 -55.00  190
 36  ω     42.00  76.00   0.50    0.05    --  113.25 -61.00 -60.00   68
 37  ω     42.00  76.00   0.50    0.05    --  113.25 -61.00   0.00   68
 38  ω     42.00  76.00   0.50    0.05    --  113.25 -61.00  30.00   68
 39  ω     42.00  76.00   0.50    0.05    --  113.25 -61.00  90.00   68
 40  ω    -27.00  18.00   0.50    0.05    --   47.30 -19.00 120.00   90
 41  ω     42.00 106.00   0.50    0.05    --  113.25 -94.00  90.00  128
 42  ω     44.00 111.00   0.50    0.05    --  113.25-125.00  60.00  134
 43  ω     44.00 111.00   0.50    0.05    --  113.25-125.00  30.00  134
 44  ω     42.00 106.00   0.50    0.05    --  113.25 -94.00  30.00  128
 45  ω     42.00 106.00   0.50    0.05    --  113.25 -94.00-120.00  128
 46  ω     44.00 111.00   0.50    0.05    --  113.25-125.00-180.00  134
 47  ω     44.00 111.00   0.50    0.05    --  113.25-125.00-150.00  134
 48  ω     42.00 106.00   0.50    0.05    --  113.25 -94.00-180.00  128
 49  ω    100.00 178.00   0.50    0.05    --  113.25  15.00-180.00  156
 50  ω     91.00 178.00   0.50    0.05    --  113.25  77.00-120.00  174
 51  ω    101.00 178.00   0.50    0.05    --  113.25  80.00  68.00  154
 52  ω     91.00 178.00   0.50    0.05    --  113.25  77.00  30.00  174
 53  ω     91.00 178.00   0.50    0.05    --  113.25  77.00  90.00  174
 54  ω     91.00 178.00   0.50    0.05    --  113.25  77.00 120.00  174
 55  ω    101.00 178.00   0.50    0.05    --  113.25  45.00   0.00  154
 56  ω    101.00 178.00   0.50    0.05    --  113.25  30.00  30.00  154
 57  ω     32.00 120.00   0.50    0.05    --   47.30  57.00  30.00  176
 58  ω     97.00 178.00   0.50    0.05    --  113.25  61.00-150.00  162
 59  ω    101.00 178.00   0.50    0.05    --  113.25  45.00-180.00  154
 60  ω    101.00 178.00   0.50    0.05    --  113.25  30.00-150.00  154
 61  ω    100.00 178.00   0.50    0.05    --  113.25  15.00 -60.00  156
 62  ω    100.00 178.00   0.50    0.05    --  113.25  15.00   0.00  156
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1389494000
_diffrn_orient_matrix_UB_12      -0.1824583000
_diffrn_orient_matrix_UB_13      -0.0175381000
_diffrn_orient_matrix_UB_21      0.0097122000
_diffrn_orient_matrix_UB_22      -0.0206834000
_diffrn_orient_matrix_UB_23      0.1053228000
_diffrn_orient_matrix_UB_31      -0.2277157000
_diffrn_orient_matrix_UB_32      0.1106114000
_diffrn_orient_matrix_UB_33      -0.0092791000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.827
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.966
_reflns_number_gt                2589
_reflns_number_total             2596
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2015a)'
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 
;
 Flack x determined using 1157 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.008(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2596
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0199
_refine_ls_R_factor_gt           0.0198
_refine_ls_restrained_S_all      1.164
_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)+0.6269P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0468
_refine_ls_wR_factor_ref         0.0468
_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:
 C1(H1), C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.04671(5) 0.28486(5) 0.68026(2) 0.02074(9) Uani 1 1 d . . . . .
O1 O 0.6912(4) 0.2959(5) 0.17189(14) 0.0248(5) Uani 1 1 d . . . . .
O2 O 0.3776(4) 0.7074(3) 0.17435(17) 0.0227(5) Uani 1 1 d . . . . .
O3 O 0.6702(4) 0.6411(3) 0.10085(16) 0.0198(5) Uani 1 1 d . . . . .
C1 C 0.3577(6) 0.3409(4) 0.2395(2) 0.0163(6) Uani 1 1 d . . . . .
H1 H 0.243320 0.438611 0.248693 0.020 Uiso 1 1 calc R U . . .
C2 C 0.4195(6) 0.1949(5) 0.3173(2) 0.0185(6) Uani 1 1 d . . . . .
H2 H 0.581291 0.145569 0.326414 0.022 Uiso 1 1 calc R U . . .
C3 C 0.2683(6) 0.1439(5) 0.2276(2) 0.0203(7) Uani 1 1 d . . . . .
H3A H 0.101837 0.123340 0.227337 0.024 Uiso 1 1 calc R U . . .
H3B H 0.334317 0.061511 0.185246 0.024 Uiso 1 1 calc R U . . .
C4 C 0.3280(6) 0.2197(4) 0.4045(2) 0.0159(6) Uani 1 1 d . . . . .
C5 C 0.4642(6) 0.1665(4) 0.4895(2) 0.0170(6) Uani 1 1 d . . . . .
H5 H 0.612852 0.114032 0.490714 0.020 Uiso 1 1 calc R U . . .
C6 C 0.3860(5) 0.1891(4) 0.5725(2) 0.0167(6) Uani 1 1 d . . . . .
H6 H 0.480263 0.154406 0.630183 0.020 Uiso 1 1 calc R U . . .
C7 C 0.1679(5) 0.2633(6) 0.56889(19) 0.0166(7) Uani 1 1 d . . . . .
C8 C 0.0284(5) 0.3185(4) 0.4859(2) 0.0170(7) Uani 1 1 d . . . . .
H8 H -0.120006 0.371283 0.485044 0.020 Uiso 1 1 calc R U . . .
C9 C 0.1104(5) 0.2948(7) 0.40416(18) 0.0179(5) Uani 1 1 d . . . . .
H9 H 0.015810 0.330703 0.346720 0.021 Uiso 1 1 calc R U . . .
C10 C 0.5383(6) 0.3975(4) 0.1885(2) 0.0175(6) Uani 1 1 d . . . . .
C11 C 0.5181(6) 0.6012(5) 0.1539(2) 0.0178(6) Uani 1 1 d . . . . .
C12 C 0.6638(6) 0.8339(4) 0.0688(2) 0.0218(8) Uani 1 1 d . . . . .
H12A H 0.677769 0.920195 0.122263 0.026 Uiso 1 1 calc R U . . .
H12B H 0.515869 0.859470 0.025460 0.026 Uiso 1 1 calc R U . . .
C13 C 0.8649(6) 0.8592(5) 0.0201(3) 0.0261(8) Uani 1 1 d . . . . .
H13A H 0.848940 0.773015 -0.032580 0.039 Uiso 1 1 calc R U . . .
H13B H 1.010089 0.833557 0.063783 0.039 Uiso 1 1 calc R U . . .
H13C H 0.866387 0.987418 -0.002497 0.039 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C7 1.910(3) . ?
O1 C10 1.220(4) . ?
O2 C11 1.205(4) . ?
O3 C11 1.326(4) . ?
O3 C12 1.461(4) . ?
C1 H1 1.0000 . ?
C1 C2 1.540(4) . ?
C1 C3 1.508(5) . ?
C1 C10 1.470(4) . ?
C2 H2 1.0000 . ?
C2 C3 1.483(5) . ?
C2 C4 1.490(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.397(4) . ?
C4 C9 1.389(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.381(4) . ?
C7 C8 1.386(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.386(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.546(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.507(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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
C11 O3 C12 114.5(3) . . ?
C2 C1 H1 116.5 . . ?
C3 C1 H1 116.5 . . ?
C3 C1 C2 58.2(2) . . ?
C10 C1 H1 116.5 . . ?
C10 C1 C2 118.4(3) . . ?
C10 C1 C3 118.1(3) . . ?
C1 C2 H2 114.9 . . ?
C3 C2 C1 59.8(2) . . ?
C3 C2 H2 114.9 . . ?
C3 C2 C4 122.3(3) . . ?
C4 C2 C1 118.7(3) . . ?
C4 C2 H2 114.9 . . ?
C1 C3 H3A 117.6 . . ?
C1 C3 H3B 117.6 . . ?
C2 C3 C1 62.0(2) . . ?
C2 C3 H3A 117.6 . . ?
C2 C3 H3B 117.6 . . ?
H3A C3 H3B 114.7 . . ?
C5 C4 C2 119.5(3) . . ?
C9 C4 C2 122.0(3) . . ?
C9 C4 C5 118.5(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 120.8 . . ?
C7 C6 C5 118.4(3) . . ?
C7 C6 H6 120.8 . . ?
C6 C7 Br1 119.8(2) . . ?
C6 C7 C8 122.1(3) . . ?
C8 C7 Br1 118.1(2) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 C7 118.5(3) . . ?
C9 C8 H8 120.8 . . ?
C4 C9 H9 119.3 . . ?
C8 C9 C4 121.4(3) . . ?
C8 C9 H9 119.3 . . ?
O1 C10 C1 124.7(3) . . ?
O1 C10 C11 120.9(3) . . ?
C1 C10 C11 114.3(3) . . ?
O2 C11 O3 125.6(3) . . ?
O2 C11 C10 122.1(3) . . ?
O3 C11 C10 112.3(3) . . ?
O3 C12 H12A 110.3 . . ?
O3 C12 H12B 110.3 . . ?
O3 C12 C13 107.0(3) . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 H12A 110.3 . . ?
C13 C12 H12B 110.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C7 C8 C9 -176.9(3) . . . . ?
O1 C10 C11 O2 -175.3(3) . . . . ?
O1 C10 C11 O3 4.8(4) . . . . ?
C1 C2 C4 C5 -144.6(3) . . . . ?
C1 C2 C4 C9 35.3(5) . . . . ?
C1 C10 C11 O2 6.0(4) . . . . ?
C1 C10 C11 O3 -174.0(3) . . . . ?
C2 C1 C10 O1 32.8(5) . . . . ?
C2 C1 C10 C11 -148.5(3) . . . . ?
C2 C4 C5 C6 179.3(3) . . . . ?
C2 C4 C9 C8 -179.4(3) . . . . ?
C3 C1 C2 C4 -112.7(3) . . . . ?
C3 C1 C10 O1 -34.2(5) . . . . ?
C3 C1 C10 C11 144.5(3) . . . . ?
C3 C2 C4 C5 144.8(3) . . . . ?
C3 C2 C4 C9 -35.4(5) . . . . ?
C4 C2 C3 C1 106.9(3) . . . . ?
C4 C5 C6 C7 0.9(5) . . . . ?
C5 C4 C9 C8 0.4(6) . . . . ?
C5 C6 C7 Br1 176.7(3) . . . . ?
C5 C6 C7 C8 -1.3(5) . . . . ?
C6 C7 C8 C9 1.2(5) . . . . ?
C7 C8 C9 C4 -0.7(6) . . . . ?
C9 C4 C5 C6 -0.5(5) . . . . ?
C10 C1 C2 C3 -107.2(3) . . . . ?
C10 C1 C2 C4 140.0(3) . . . . ?
C10 C1 C3 C2 107.6(3) . . . . ?
C11 O3 C12 C13 173.3(3) . . . . ?
C12 O3 C11 O2 2.0(5) . . . . ?
C12 O3 C11 C10 -178.0(3) . . . . ?

_olex2_submission_original_sample_id fasrd01
_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 1.145
_oxdiff_exptl_absorpt_empirical_full_min 0.906
