# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_20201214_1
_database_code_depnum_ccdc_archive 'CCDC 2064529'
loop_
_audit_author_name
_audit_author_address
'Huailong Teng'
;Huazhong Agricultural University
China
;
_audit_update_record             
;
2021-02-23 deposited with the CCDC.	2021-12-06 downloaded from the CCDC.
;
_audit_creation_date             2020-12-15
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H15 Br Cl F2 N O2'
_chemical_formula_sum            'C18 H15 Br Cl F2 N O2'
_chemical_formula_weight         430.67
_chemical_absolute_configuration ad
_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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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                   11.04668(8)
_cell_length_b                   5.51936(5)
_cell_length_c                   14.34857(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.3848(7)
_cell_angle_gamma                90
_cell_volume                     857.627(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8163
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.4030
_cell_measurement_theta_min      4.0760
_shelx_estimated_absorpt_T_max   0.690
_shelx_estimated_absorpt_T_min   0.240
_exptl_absorpt_coefficient_mu    5.001
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8948
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.909
_diffrn_reflns_theta_min         3.142
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    141.00 176.00   0.50    0.50    --   94.60  18.00 -53.00   70
  2  ω     21.00  60.00   0.50    0.50    --   94.60 -18.00 137.00   78
  3  ω     71.00 104.00   0.50    0.50    --   94.60 -18.00 137.00   66
  4  ω     88.00 131.00   0.50    0.50    --   94.60  18.00 -53.00   86
  5  ω     28.00  54.00   0.50    0.50    --    0.00  18.00 -53.00   52
  6  ω    -20.00  22.00   0.50    0.50    --    0.00 -16.00  25.47   84
  7  ω    -27.00  27.00   0.50    0.50    --    0.00 -77.00-180.00  108
  8  ω    -17.00  37.00   0.50    0.50    --    0.00  38.00  60.00  108
  9  ω     50.00  76.00   0.50    0.50    --    0.00  38.00  60.00   52
 10  ω    -29.00  28.00   0.50    0.50    --    0.00 -82.00 -90.00  114
 11  ω    -35.00 -10.00   0.50    0.50    --    0.00 -18.00 137.00   50
 12  ω    146.00 172.00   0.50    0.50    --   94.60  61.00 -30.00   52
 13  ω     71.00  96.00   0.50    0.50    --   94.60  61.00 -30.00   50
 14  ω      9.00  35.00   0.50    0.50    --   94.60 -61.00   0.00   52
 15  ω     71.00 106.00   0.50    0.50    --   94.60  60.00  69.66   70
 16  ω     72.00 138.00   0.50    0.50    --   94.60  61.00   0.00  132
 17  ω    143.00 184.00   0.50    0.50    --   94.60  61.00   0.00   82
 18  ω     71.00 102.00   0.50    0.50    --   94.60  61.00  30.00   62
 19  ω      7.00 107.00   0.50    0.50    --   94.60 -77.00 -60.00  200
 20  ω     68.00  93.00   0.50    0.50    --   94.60  69.00  38.05   50
 21  ω     80.00 129.00   0.50    0.50    --   94.60  30.00 120.00   98
 22  ω     69.00  94.00   0.50    0.50    --   94.60  67.00   7.57   50
 23  ω     71.00  98.00   0.50    0.50    --   94.60  61.00  90.00   54
 24  ω     79.00 105.00   0.50    0.50    --   94.60  45.00   0.00   52
 25  ω     72.00  98.00   0.50    0.50    --   94.60  61.00  60.00   52
 26  ω     74.00 118.00   0.50    0.50    --   94.60 -61.00 -90.00   88
 27  ω     79.00 179.00   0.50    0.50    --   94.60  30.00   0.00  200
 28  ω     76.00 110.00   0.50    0.50    --   94.60  45.00  60.00   68
 29  ω     72.00  97.00   0.50    0.50    --   94.60  61.00 120.00   50
 30  ω    131.00 176.00   0.50    0.50    --   94.60  61.00 120.00   90
 31  ω    153.00 179.00   0.50    0.50    --   94.60  61.00  30.00   52
 32  ω     78.00 126.00   0.50    0.50    --   94.60  30.00  90.00   96
 33  ω     76.00 102.00   0.50    0.50    --   94.60  45.00 -30.00   52
 34  ω     21.00 113.00   0.50    0.50    --   94.60 -45.00   0.00  184
 35  ω     50.00  91.00   0.50    0.50    --   94.60 -61.00   0.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1131900000
_diffrn_orient_matrix_UB_12      0.0491405000
_diffrn_orient_matrix_UB_13      -0.0450081000
_diffrn_orient_matrix_UB_21      -0.0858844000
_diffrn_orient_matrix_UB_22      0.0439012000
_diffrn_orient_matrix_UB_23      -0.0969385000
_diffrn_orient_matrix_UB_31      -0.0066230000
_diffrn_orient_matrix_UB_32      0.2712839000
_diffrn_orient_matrix_UB_33      0.0238819000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.708
_reflns_Friedel_fraction_full    0.904
_reflns_Friedel_fraction_max     0.865
_reflns_number_gt                3233
_reflns_number_total             3235
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 1332 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(7)
_refine_ls_extinction_coef       0.0075(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3235
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0176
_refine_ls_R_factor_gt           0.0176
_refine_ls_restrained_S_all      1.046
_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)+(0.0306P)²+0.2243P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0465
_refine_ls_wR_factor_ref         0.0466
_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 Ternary CH refined with riding coordinates:
 C00A(H00A), C00H(H00H), C00N(H00N)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00D(H00D), C00F(H00F), C00J(H00J), C00K(H00K),
 C00L(H00L), C00P(H00P)
2.c Idealised Me refined as rotating group:
 C00M(H00E,H00G,H00I)
;
_atom_sites_solution_hydrogens   mixed
_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
Br01 Br 0.26696(2) 0.66275(5) -0.01566(2) 0.03037(10) Uani 1 1 d . . . . .
Cl00 Cl 1.10673(5) 0.06885(11) 0.11590(4) 0.02317(13) Uani 1 1 d . . . . .
F003 F 0.55488(12) 0.5855(3) 0.45351(9) 0.0242(3) Uani 1 1 d . . . . .
F004 F 0.61768(13) 0.9277(3) 0.40363(10) 0.0245(3) Uani 1 1 d . . . . .
O005 O 0.82461(16) 0.2691(3) 0.54269(12) 0.0246(4) Uani 1 1 d . . . . .
O006 O 0.71585(15) 0.4865(3) 0.63012(11) 0.0217(4) Uani 1 1 d . . . . .
N007 N 0.86863(16) 0.6862(4) 0.44394(12) 0.0180(4) Uani 1 1 d . . . . .
C008 C 0.77563(19) 0.4546(4) 0.55869(15) 0.0177(4) Uani 1 1 d . . . . .
C009 C 0.40045(19) 0.6260(5) 0.08991(14) 0.0211(5) Uani 1 1 d . . . . .
C00A C 0.81493(18) 0.6795(5) 0.34084(13) 0.0158(4) Uani 1 1 d . . . . .
H00A H 0.805935 0.844790 0.315425 0.019 Uiso 1 1 calc R U . . .
C00B C 0.91026(19) 0.6075(4) 0.19725(15) 0.0175(4) Uani 1 1 d . . . . .
H00B H 0.877366 0.754650 0.172716 0.021 Uiso 1 1 calc R U . . .
C00C C 0.9776(2) 0.4679(5) 0.14524(16) 0.0199(5) Uani 1 1 d . . . . .
H00C H 0.990590 0.521009 0.086483 0.024 Uiso 1 1 calc R U . . .
C00D C 1.00729(17) 0.1664(5) 0.27001(14) 0.0182(4) Uani 1 1 d . . . . .
H00D H 1.039159 0.017700 0.293572 0.022 Uiso 1 1 calc R U . . .
C00E C 0.89109(19) 0.5305(4) 0.28588(15) 0.0162(4) Uani 1 1 d . . . . .
C00F C 0.4054(2) 0.4248(5) 0.14858(18) 0.0242(5) Uani 1 1 d . . . . .
H00F H 0.345944 0.303783 0.135389 0.029 Uiso 1 1 calc R U . . .
C00G C 0.65217(19) 0.6915(5) 0.42460(14) 0.0182(4) Uani 1 1 d . . . . .
C00H C 0.77171(18) 0.6866(5) 0.50019(14) 0.0173(4) Uani 1 1 d . . . . .
H00H H 0.778012 0.830187 0.541054 0.021 Uiso 1 1 calc R U . . .
C00I C 0.58999(19) 0.5894(4) 0.24842(15) 0.0155(4) Uani 1 1 d . . . . .
C00J C 0.9413(2) 0.3095(4) 0.32189(14) 0.0165(4) Uani 1 1 d . . . . .
H00J H 0.930412 0.257665 0.381347 0.020 Uiso 1 1 calc R U . . .
C00K C 0.5004(2) 0.4077(4) 0.22693(17) 0.0202(5) Uani 1 1 d . . . . .
H00K H 0.505004 0.272568 0.266205 0.024 Uiso 1 1 calc R U . . .
C00L C 0.4884(2) 0.8067(5) 0.10782(16) 0.0220(5) Uani 1 1 d . . . . .
H00L H 0.484343 0.939535 0.067446 0.026 Uiso 1 1 calc R U . . .
C00M C 0.7046(2) 0.2701(6) 0.68540(17) 0.0282(5) Uani 1 1 d . . . . .
H00E H 0.662422 0.146349 0.644352 0.042 Uiso 1 1 calc R U . . .
H00G H 0.658527 0.307264 0.733744 0.042 Uiso 1 1 calc R U . . .
H00I H 0.785354 0.213519 0.714621 0.042 Uiso 1 1 calc R U . . .
C00N C 0.68628(19) 0.5676(4) 0.33869(15) 0.0155(4) Uani 1 1 d . . . . .
H00N H 0.697931 0.394861 0.353543 0.019 Uiso 1 1 calc R U . . .
C00O C 1.02502(19) 0.2494(5) 0.18187(15) 0.0186(4) Uani 1 1 d . . . . .
C00P C 0.5831(2) 0.7868(5) 0.18733(16) 0.0201(4) Uani 1 1 d . . . . .
H00P H 0.642871 0.907505 0.199809 0.024 Uiso 1 1 calc R U . . .
H007 H 0.921(3) 0.797(6) 0.4621(19) 0.014(6) Uiso 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
Br01 C009 1.905(2) . ?
Cl00 C00O 1.744(2) . ?
F003 C00G 1.358(2) . ?
F004 C00G 1.375(3) . ?
O005 C008 1.201(3) . ?
O006 C008 1.336(3) . ?
O006 C00M 1.453(3) . ?
N007 C00A 1.482(2) . ?
N007 C00H 1.462(2) . ?
N007 H007 0.84(3) . ?
C008 C00H 1.527(3) . ?
C009 C00F 1.388(4) . ?
C009 C00L 1.380(4) . ?
C00A H00A 0.9800 . ?
C00A C00E 1.506(3) . ?
C00A C00N 1.544(3) . ?
C00B H00B 0.9300 . ?
C00B C00C 1.387(3) . ?
C00B C00E 1.396(3) . ?
C00C H00C 0.9300 . ?
C00C C00O 1.377(4) . ?
C00D H00D 0.9300 . ?
C00D C00J 1.387(3) . ?
C00D C00O 1.395(3) . ?
C00E C00J 1.396(3) . ?
C00F H00F 0.9300 . ?
C00F C00K 1.381(3) . ?
C00G C00H 1.535(3) . ?
C00G C00N 1.521(3) . ?
C00H H00H 0.9800 . ?
C00I C00K 1.400(3) . ?
C00I C00N 1.510(3) . ?
C00I C00P 1.391(3) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00L C00P 1.392(3) . ?
C00M H00E 0.9600 . ?
C00M H00G 0.9600 . ?
C00M H00I 0.9600 . ?
C00N H00N 0.9800 . ?
C00P H00P 0.9300 . ?

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
C008 O006 C00M 114.8(2) . . ?
C00A N007 H007 116.1(19) . . ?
C00H N007 C00A 111.02(16) . . ?
C00H N007 H007 111.0(19) . . ?
O005 C008 O006 124.6(2) . . ?
O005 C008 C00H 125.1(2) . . ?
O006 C008 C00H 110.27(19) . . ?
C00F C009 Br01 119.96(18) . . ?
C00L C009 Br01 118.48(18) . . ?
C00L C009 C00F 121.5(2) . . ?
N007 C00A H00A 109.8 . . ?
N007 C00A C00E 112.42(18) . . ?
N007 C00A C00N 102.43(16) . . ?
C00E C00A H00A 109.8 . . ?
C00E C00A C00N 112.22(19) . . ?
C00N C00A H00A 109.8 . . ?
C00C C00B H00B 119.5 . . ?
C00C C00B C00E 121.0(2) . . ?
C00E C00B H00B 119.5 . . ?
C00B C00C H00C 120.5 . . ?
C00O C00C C00B 119.0(2) . . ?
C00O C00C H00C 120.5 . . ?
C00J C00D H00D 120.6 . . ?
C00J C00D C00O 118.8(2) . . ?
C00O C00D H00D 120.6 . . ?
C00B C00E C00A 120.8(2) . . ?
C00B C00E C00J 118.8(2) . . ?
C00J C00E C00A 120.38(19) . . ?
C009 C00F H00F 120.6 . . ?
C00K C00F C009 118.8(2) . . ?
C00K C00F H00F 120.6 . . ?
F003 C00G F004 105.86(16) . . ?
F003 C00G C00H 113.52(17) . . ?
F003 C00G C00N 113.06(19) . . ?
F004 C00G C00H 109.5(2) . . ?
F004 C00G C00N 110.56(18) . . ?
C00N C00G C00H 104.40(16) . . ?
N007 C00H C008 110.9(2) . . ?
N007 C00H C00G 103.39(15) . . ?
N007 C00H H00H 111.0 . . ?
C008 C00H C00G 109.27(19) . . ?
C008 C00H H00H 111.0 . . ?
C00G C00H H00H 111.0 . . ?
C00K C00I C00N 118.7(2) . . ?
C00P C00I C00K 118.3(2) . . ?
C00P C00I C00N 123.0(2) . . ?
C00D C00J C00E 120.8(2) . . ?
C00D C00J H00J 119.6 . . ?
C00E C00J H00J 119.6 . . ?
C00F C00K C00I 121.4(2) . . ?
C00F C00K H00K 119.3 . . ?
C00I C00K H00K 119.3 . . ?
C009 C00L H00L 120.6 . . ?
C009 C00L C00P 118.9(2) . . ?
C00P C00L H00L 120.6 . . ?
O006 C00M H00E 109.5 . . ?
O006 C00M H00G 109.5 . . ?
O006 C00M H00I 109.5 . . ?
H00E C00M H00G 109.5 . . ?
H00E C00M H00I 109.5 . . ?
H00G C00M H00I 109.5 . . ?
C00A C00N H00N 107.7 . . ?
C00G C00N C00A 100.27(17) . . ?
C00G C00N H00N 107.7 . . ?
C00I C00N C00A 118.36(17) . . ?
C00I C00N C00G 114.48(18) . . ?
C00I C00N H00N 107.7 . . ?
C00C C00O Cl00 119.45(17) . . ?
C00C C00O C00D 121.5(2) . . ?
C00D C00O Cl00 119.0(2) . . ?
C00I C00P C00L 121.1(2) . . ?
C00I C00P H00P 119.4 . . ?
C00L C00P H00P 119.4 . . ?

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
Br01 C009 C00F C00K -177.31(17) . . . . ?
Br01 C009 C00L C00P 177.08(17) . . . . ?
F003 C00G C00H N007 151.6(2) . . . . ?
F003 C00G C00H C008 33.4(3) . . . . ?
F003 C00G C00N C00A -165.55(18) . . . . ?
F003 C00G C00N C00I 66.6(3) . . . . ?
F004 C00G C00H N007 -90.3(2) . . . . ?
F004 C00G C00H C008 151.50(17) . . . . ?
F004 C00G C00N C00A 76.0(2) . . . . ?
F004 C00G C00N C00I -51.8(2) . . . . ?
O005 C008 C00H N007 -19.8(3) . . . . ?
O005 C008 C00H C00G 93.5(3) . . . . ?
O006 C008 C00H N007 160.60(17) . . . . ?
O006 C008 C00H C00G -86.0(2) . . . . ?
N007 C00A C00E C00B -139.5(2) . . . . ?
N007 C00A C00E C00J 42.1(3) . . . . ?
N007 C00A C00N C00G 39.2(2) . . . . ?
N007 C00A C00N C00I 164.40(19) . . . . ?
C009 C00F C00K C00I 0.7(3) . . . . ?
C009 C00L C00P C00I -0.2(3) . . . . ?
C00A N007 C00H C008 114.5(2) . . . . ?
C00A N007 C00H C00G -2.5(3) . . . . ?
C00A C00E C00J C00D 177.33(19) . . . . ?
C00B C00C C00O Cl00 178.48(17) . . . . ?
C00B C00C C00O C00D -0.3(3) . . . . ?
C00B C00E C00J C00D -1.1(3) . . . . ?
C00C C00B C00E C00A -178.3(2) . . . . ?
C00C C00B C00E C00J 0.2(3) . . . . ?
C00E C00A C00N C00G 160.00(18) . . . . ?
C00E C00A C00N C00I -74.8(3) . . . . ?
C00E C00B C00C C00O 0.5(3) . . . . ?
C00F C009 C00L C00P -0.8(3) . . . . ?
C00H N007 C00A C00E -144.0(2) . . . . ?
C00H N007 C00A C00N -23.4(3) . . . . ?
C00H C00G C00N C00A -41.7(2) . . . . ?
C00H C00G C00N C00I -169.51(19) . . . . ?
C00J C00D C00O Cl00 -179.43(16) . . . . ?
C00J C00D C00O C00C -0.6(3) . . . . ?
C00K C00I C00N C00A 150.3(2) . . . . ?
C00K C00I C00N C00G -91.8(3) . . . . ?
C00K C00I C00P C00L 1.3(3) . . . . ?
C00L C009 C00F C00K 0.5(3) . . . . ?
C00M O006 C008 O005 -4.7(3) . . . . ?
C00M O006 C008 C00H 174.83(18) . . . . ?
C00N C00A C00E C00B 105.7(2) . . . . ?
C00N C00A C00E C00J -72.8(2) . . . . ?
C00N C00G C00H N007 28.1(3) . . . . ?
C00N C00G C00H C008 -90.1(2) . . . . ?
C00N C00I C00K C00F 175.9(2) . . . . ?
C00N C00I C00P C00L -176.1(2) . . . . ?
C00O C00D C00J C00E 1.4(3) . . . . ?
C00P C00I C00K C00F -1.6(3) . . . . ?
C00P C00I C00N C00A -32.3(3) . . . . ?
C00P C00I C00N C00G 85.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.080
_oxdiff_exptl_absorpt_empirical_full_min 0.645
