data_mjr18029_0m
_audit_creation_date              2018-03-06
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number      '2016/6'
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_id_orcid     ?
_publ_contact_author_name         ''
_publ_contact_author_phone        ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common             ?
_chemical_name_systematic         ?
_chemical_formula_moiety          'C22 H17 Br F3 N O'
_chemical_formula_sum             'C22 H17 Br F3 N O'
_chemical_formula_weight          448.27
_chemical_absolute_configuration  rmad
_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' 0.0150 0.0070 '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' -0.9500 1.0410
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'F' 'F' 0.0600 0.0410 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0250 0.0140 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0410 0.0250 '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            1
_space_group_name_H-M_alt         'P 1'
_space_group_name_Hall            'P 1'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'

_cell_length_a                    10.0143(3)
_cell_length_b                    10.1957(3)
_cell_length_c                    11.7671(3)
_cell_angle_alpha                 107.9390(10)
_cell_angle_beta                  92.9350(10)
_cell_angle_gamma                 116.2110(10)
_cell_volume                      1000.53(5)
_cell_formula_units_Z             2
_cell_measurement_reflns_used     9901
_cell_measurement_temperature     303(2)
_cell_measurement_theta_max       54.551
_cell_measurement_theta_min       3.522
_shelx_estimated_absorpt_T_max    0.958
_shelx_estimated_absorpt_T_min    0.739
_exptl_absorpt_coefficient_mu     2.145
_exptl_absorpt_correction_T_max   0.7508
_exptl_absorpt_correction_T_min   0.5189
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1412 before and 0.0829 after correction. The Ratio of minimum to maximum transmission is 0.6911. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details    ?
_exptl_crystal_colour             'colourless'
_exptl_crystal_density_diffrn     1.488
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        'prism'
_exptl_crystal_F_000              452
_exptl_crystal_size_max           0.15
_exptl_crystal_size_mid           0.03
_exptl_crystal_size_min           0.02
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0508
_diffrn_reflns_av_unetI/netI      0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_h_min        -12
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_l_max        14
_diffrn_reflns_limit_l_min        -14
_diffrn_reflns_number             24850
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full         53.594
_diffrn_reflns_theta_max          54.906
_diffrn_reflns_theta_min          3.521
_diffrn_ambient_temperature       303.06
_diffrn_detector_area_resol_mean  ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type   'Bruker D8 Venture'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_radiation_type            GaK\a
_diffrn_radiation_wavelength      1.34139
_diffrn_source                    ?
_diffrn_standards_number          0
_reflns_Friedel_coverage          0.963
_reflns_Friedel_fraction_full     0.968
_reflns_Friedel_fraction_max      0.961
_reflns_number_gt                 6292
_reflns_number_total              7453
_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        'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection        ?
_computing_data_reduction         'SAINT v8.37A (Bruker, 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          1.099
_refine_diff_density_min          -0.607
_refine_diff_density_rms          0.060
_refine_ls_abs_structure_details
;
 Flack x determined using 2533 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    0.063(12)
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.036
_refine_ls_hydrogen_treatment     constr
_refine_ls_matrix_type            full
_refine_ls_number_parameters      505
_refine_ls_number_reflns          7453
_refine_ls_number_restraints      3
_refine_ls_R_factor_all           0.0613
_refine_ls_R_factor_gt            0.0505
_refine_ls_restrained_S_all       1.036
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0769P)²+0.4120P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1315
_refine_ls_wR_factor_ref          0.1421
_refine_special_details           ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C25(H25A,H25B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), N2(H2),
 C28(H28), C29(H29), C31(H31), C32(H32), C34(H34), C35(H35), C36(H36), C37(H37),
  C38(H38), C40(H40), C41(H41), C42(H42), C43(H43), C44(H44)
;
_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 -0.10602(11) 0.27023(12) 0.05660(9) 0.0947(4) Uani 1 1 d . . . . .
 F1 F 0.8109(7) 0.9391(9) 0.2505(6) 0.111(2) Uani 1 1 d . . . . .
 F2 F 0.6940(9) 1.0556(8) 0.2071(6) 0.115(2) Uani 1 1 d . . . . .
 F3 F 0.5888(7) 0.8038(7) 0.1350(4) 0.0931(16) Uani 1 1 d . . . . .
 O1 O 0.4797(7) 0.9522(6) 0.5382(4) 0.0680(14) Uani 1 1 d . . . . .
 N1 N 0.4824(7) 0.7472(6) 0.5691(4) 0.0498(12) Uani 1 1 d . . . . .
 H1 H 0.498618 0.668534 0.539862 0.060 Uiso 1 1 calc R . . . .
 C1 C 0.5370(8) 0.7849(7) 0.3756(5) 0.0477(13) Uani 1 1 d . . . . .
 C2 C 0.4988(8) 0.8376(7) 0.5038(5) 0.0464(13) Uani 1 1 d . . . . .
 C3 C 0.6079(9) 0.9361(8) 0.3470(6) 0.0553(15) Uani 1 1 d . . . . .
 H3A H 0.529647 0.966141 0.338303 0.066 Uiso 1 1 calc R . . . .
 H3B H 0.687211 1.018975 0.417485 0.066 Uiso 1 1 calc R . . . .
 C4 C 0.6756(10) 0.9315(10) 0.2356(8) 0.072(2) Uani 1 1 d . . . . .
 C5 C 0.3808(7) 0.6576(7) 0.2925(5) 0.0458(13) Uani 1 1 d . . . . .
 C6 C 0.2932(8) 0.6892(8) 0.2199(6) 0.0517(15) Uani 1 1 d . . . . .
 H6 H 0.332433 0.790041 0.218539 0.062 Uiso 1 1 calc R . . . .
 C7 C 0.1502(9) 0.5751(9) 0.1500(7) 0.0629(17) Uani 1 1 d . . . . .
 H7 H 0.095213 0.598563 0.100818 0.076 Uiso 1 1 calc R . . . .
 C8 C 0.0892(9) 0.4269(9) 0.1533(6) 0.0596(16) Uani 1 1 d . . . . .
 C9 C 0.1706(10) 0.3917(8) 0.2258(7) 0.0659(18) Uani 1 1 d . . . . .
 H9 H 0.128817 0.291422 0.228564 0.079 Uiso 1 1 calc R . . . .
 C10 C 0.3144(8) 0.5061(8) 0.2944(6) 0.0547(15) Uani 1 1 d . . . . .
 H10 H 0.368574 0.481515 0.343280 0.066 Uiso 1 1 calc R . . . .
 C11 C 0.6530(8) 0.7261(8) 0.3794(6) 0.0531(15) Uani 1 1 d . . . . .
 C12 C 0.6488(10) 0.6062(9) 0.2783(8) 0.071(2) Uani 1 1 d . . . . .
 H12 H 0.569670 0.554716 0.209441 0.085 Uiso 1 1 calc R . . . .
 C13 C 0.7649(14) 0.5641(12) 0.2815(11) 0.095(3) Uani 1 1 d . . . . .
 H13 H 0.760643 0.483597 0.214416 0.114 Uiso 1 1 calc R . . . .
 C14 C 0.8825(13) 0.6376(15) 0.3797(14) 0.099(3) Uani 1 1 d . . . . .
 H14 H 0.957788 0.607708 0.380402 0.119 Uiso 1 1 calc R . . . .
 C15 C 0.8892(11) 0.7586(14) 0.4796(11) 0.090(3) Uani 1 1 d . . . . .
 H15 H 0.969801 0.810514 0.547377 0.108 Uiso 1 1 calc R . . . .
 C16 C 0.7769(9) 0.8023(10) 0.4786(8) 0.0668(18) Uani 1 1 d . . . . .
 H16 H 0.783968 0.884462 0.545720 0.080 Uiso 1 1 calc R . . . .
 C17 C 0.4398(7) 0.7731(7) 0.6838(5) 0.0424(12) Uani 1 1 d . . . . .
 C18 C 0.5376(9) 0.9003(8) 0.7861(6) 0.0617(17) Uani 1 1 d . . . . .
 H18 H 0.629781 0.975898 0.779773 0.074 Uiso 1 1 calc R . . . .
 C19 C 0.4982(12) 0.9154(10) 0.8987(7) 0.076(2) Uani 1 1 d . . . . .
 H19 H 0.566408 0.999593 0.968265 0.092 Uiso 1 1 calc R . . . .
 C20 C 0.3641(10) 0.8115(10) 0.9095(7) 0.068(2) Uani 1 1 d . . . . .
 H20 H 0.337262 0.825341 0.985110 0.082 Uiso 1 1 calc R . . . .
 C21 C 0.2669(10) 0.6846(11) 0.8077(8) 0.081(2) Uani 1 1 d . . . . .
 H21 H 0.174891 0.609713 0.814866 0.097 Uiso 1 1 calc R . . . .
 C22 C 0.3033(8) 0.6663(9) 0.6952(7) 0.0673(19) Uani 1 1 d . . . . .
 H22 H 0.234893 0.580881 0.626364 0.081 Uiso 1 1 calc R . . . .
 Br2 Br 1.10592(10) 0.21820(10) 0.60150(10) 0.0966(4) Uani 1 1 d . . . . .
 F4 F 0.9535(7) 0.6994(9) 0.8314(8) 0.149(3) Uani 1 1 d . . . . .
 F5 F 0.7984(9) 0.6503(10) 0.9442(6) 0.135(3) Uani 1 1 d . . . . .
 F6 F 0.8588(10) 0.8500(7) 0.8942(8) 0.159(4) Uani 1 1 d . . . . .
 O2 O 0.4876(6) 0.4587(5) 0.5324(4) 0.0539(10) Uani 1 1 d . . . . .
 N2 N 0.4429(6) 0.2137(5) 0.5044(4) 0.0443(11) Uani 1 1 d . . . . .
 H2 H 0.452536 0.153938 0.538382 0.053 Uiso 1 1 calc R . . . .
 C23 C 0.6129(7) 0.4271(7) 0.6975(5) 0.0447(12) Uani 1 1 d . . . . .
 C24 C 0.5087(6) 0.3691(6) 0.5709(5) 0.0393(11) Uani 1 1 d . . . . .
 C25 C 0.6998(8) 0.6094(7) 0.7378(6) 0.0570(16) Uani 1 1 d . . . . .
 H25A H 0.742316 0.634259 0.670230 0.068 Uiso 1 1 calc R . . . .
 H25B H 0.625625 0.646390 0.750256 0.068 Uiso 1 1 calc R . . . .
 C26 C 0.8257(11) 0.7019(11) 0.8500(10) 0.090(3) Uani 1 1 d . . . . .
 C27 C 0.7319(7) 0.3703(7) 0.6763(5) 0.0444(12) Uani 1 1 d . . . . .
 C28 C 0.7951(7) 0.3748(8) 0.5748(6) 0.0514(14) Uani 1 1 d . . . . .
 H28 H 0.761482 0.408236 0.519738 0.062 Uiso 1 1 calc R . . . .
 C29 C 0.9065(8) 0.3311(8) 0.5526(7) 0.0604(17) Uani 1 1 d . . . . .
 H29 H 0.948281 0.336207 0.484296 0.073 Uiso 1 1 calc R . . . .
 C30 C 0.9541(7) 0.2804(8) 0.6328(7) 0.0591(17) Uani 1 1 d . . . . .
 C31 C 0.8964(8) 0.2752(9) 0.7346(7) 0.0647(18) Uani 1 1 d . . . . .
 H31 H 0.930942 0.241196 0.788711 0.078 Uiso 1 1 calc R . . . .
 C32 C 0.7858(8) 0.3209(9) 0.7571(6) 0.0569(16) Uani 1 1 d . . . . .
 H32 H 0.747264 0.318498 0.827061 0.068 Uiso 1 1 calc R . . . .
 C33 C 0.5080(7) 0.3672(8) 0.7800(5) 0.0481(14) Uani 1 1 d . . . . .
 C34 C 0.4436(8) 0.2113(8) 0.7706(6) 0.0550(15) Uani 1 1 d . . . . .
 H34 H 0.474484 0.145356 0.719397 0.066 Uiso 1 1 calc R . . . .
 C35 C 0.3350(10) 0.1512(11) 0.8351(8) 0.074(2) Uani 1 1 d . . . . .
 H35 H 0.293514 0.046061 0.826110 0.089 Uiso 1 1 calc R . . . .
 C36 C 0.2880(13) 0.2472(14) 0.9131(9) 0.089(3) Uani 1 1 d . . . . .
 H36 H 0.215200 0.207918 0.956867 0.106 Uiso 1 1 calc R . . . .
 C37 C 0.3517(13) 0.4019(14) 0.9241(8) 0.091(3) Uani 1 1 d . . . . .
 H37 H 0.322225 0.467970 0.977053 0.109 Uiso 1 1 calc R . . . .
 C38 C 0.4564(10) 0.4608(10) 0.8595(6) 0.069(2) Uani 1 1 d . . . . .
 H38 H 0.495198 0.565497 0.868030 0.083 Uiso 1 1 calc R . . . .
 C39 C 0.3584(7) 0.1426(6) 0.3812(5) 0.0427(12) Uani 1 1 d . . . . .
 C40 C 0.4210(9) 0.1960(8) 0.2940(6) 0.0607(17) Uani 1 1 d . . . . .
 H40 H 0.519075 0.280702 0.315921 0.073 Uiso 1 1 calc R . . . .
 C41 C 0.3415(13) 0.1265(11) 0.1731(7) 0.082(3) Uani 1 1 d . . . . .
 H41 H 0.384946 0.165183 0.114632 0.098 Uiso 1 1 calc R . . . .
 C42 C 0.1987(13) 0.0007(11) 0.1414(8) 0.085(3) Uani 1 1 d . . . . .
 H42 H 0.144938 -0.047573 0.060420 0.102 Uiso 1 1 calc R . . . .
 C43 C 0.1342(9) -0.0548(11) 0.2273(9) 0.082(3) Uani 1 1 d . . . . .
 H43 H 0.036666 -0.140636 0.204319 0.099 Uiso 1 1 calc R . . . .
 C44 C 0.2124(8) 0.0151(8) 0.3485(7) 0.0611(17) Uani 1 1 d . . . . .
 H44 H 0.167802 -0.022684 0.407009 0.073 Uiso 1 1 calc R . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
  _geom_bond_atom_site_label_1
  _geom_bond_atom_site_label_2
  _geom_bond_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 Br1 C8 1.887(7) . ?
 F1 C4 1.321(10) . ?
 F2 C4 1.345(10) . ?
 F3 C4 1.341(11) . ?
 O1 C2 1.216(7) . ?
 N1 H1 0.8600 . ?
 N1 C2 1.335(8) . ?
 N1 C17 1.418(7) . ?
 C1 C2 1.566(8) . ?
 C1 C3 1.541(9) . ?
 C1 C5 1.534(9) . ?
 C1 C11 1.529(9) . ?
 C3 H3A 0.9700 . ?
 C3 H3B 0.9700 . ?
 C3 C4 1.504(11) . ?
 C5 C6 1.396(9) . ?
 C5 C10 1.394(9) . ?
 C6 H6 0.9300 . ?
 C6 C7 1.378(11) . ?
 C7 H7 0.9300 . ?
 C7 C8 1.371(11) . ?
 C8 C9 1.378(11) . ?
 C9 H9 0.9300 . ?
 C9 C10 1.380(11) . ?
 C10 H10 0.9300 . ?
 C11 C12 1.401(10) . ?
 C11 C16 1.396(11) . ?
 C12 H12 0.9300 . ?
 C12 C13 1.410(13) . ?
 C13 H13 0.9300 . ?
 C13 C14 1.353(17) . ?
 C14 H14 0.9300 . ?
 C14 C15 1.390(17) . ?
 C15 H15 0.9300 . ?
 C15 C16 1.381(13) . ?
 C16 H16 0.9300 . ?
 C17 C18 1.374(9) . ?
 C17 C22 1.366(10) . ?
 C18 H18 0.9300 . ?
 C18 C19 1.385(11) . ?
 C19 H19 0.9300 . ?
 C19 C20 1.336(13) . ?
 C20 H20 0.9300 . ?
 C20 C21 1.368(13) . ?
 C21 H21 0.9300 . ?
 C21 C22 1.370(11) . ?
 C22 H22 0.9300 . ?
 Br2 C30 1.901(7) . ?
 F4 C26 1.320(12) . ?
 F5 C26 1.357(14) . ?
 F6 C26 1.310(11) . ?
 O2 C24 1.225(7) . ?
 N2 H2 0.8600 . ?
 N2 C24 1.348(7) . ?
 N2 C39 1.424(7) . ?
 C23 C24 1.553(7) . ?
 C23 C25 1.556(8) . ?
 C23 C27 1.540(7) . ?
 C23 C33 1.524(9) . ?
 C25 H25A 0.9700 . ?
 C25 H25B 0.9700 . ?
 C25 C26 1.495(11) . ?
 C27 C28 1.384(9) . ?
 C27 C32 1.388(9) . ?
 C28 H28 0.9300 . ?
 C28 C29 1.381(9) . ?
 C29 H29 0.9300 . ?
 C29 C30 1.363(11) . ?
 C30 C31 1.361(11) . ?
 C31 H31 0.9300 . ?
 C31 C32 1.387(10) . ?
 C32 H32 0.9300 . ?
 C33 C34 1.391(10) . ?
 C33 C38 1.409(8) . ?
 C34 H34 0.9300 . ?
 C34 C35 1.384(11) . ?
 C35 H35 0.9300 . ?
 C35 C36 1.385(12) . ?
 C36 H36 0.9300 . ?
 C36 C37 1.375(15) . ?
 C37 H37 0.9300 . ?
 C37 C38 1.358(14) . ?
 C38 H38 0.9300 . ?
 C39 C40 1.360(9) . ?
 C39 C44 1.389(9) . ?
 C40 H40 0.9300 . ?
 C40 C41 1.387(10) . ?
 C41 H41 0.9300 . ?
 C41 C42 1.364(15) . ?
 C42 H42 0.9300 . ?
 C42 C43 1.362(15) . ?
 C43 H43 0.9300 . ?
 C43 C44 1.386(12) . ?
 C44 H44 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
 C2 N1 H1 118.0 . . ?
 C2 N1 C17 124.0(5) . . ?
 C17 N1 H1 118.0 . . ?
 C3 C1 C2 103.9(5) . . ?
 C5 C1 C2 103.4(5) . . ?
 C5 C1 C3 114.3(5) . . ?
 C11 C1 C2 112.0(5) . . ?
 C11 C1 C3 109.4(6) . . ?
 C11 C1 C5 113.4(5) . . ?
 O1 C2 N1 122.7(5) . . ?
 O1 C2 C1 120.6(5) . . ?
 N1 C2 C1 116.7(5) . . ?
 C1 C3 H3A 107.9 . . ?
 C1 C3 H3B 107.9 . . ?
 H3A C3 H3B 107.2 . . ?
 C4 C3 C1 117.8(6) . . ?
 C4 C3 H3A 107.9 . . ?
 C4 C3 H3B 107.9 . . ?
 F1 C4 F2 106.8(7) . . ?
 F1 C4 F3 106.1(8) . . ?
 F1 C4 C3 114.0(7) . . ?
 F2 C4 C3 109.0(7) . . ?
 F3 C4 F2 105.9(7) . . ?
 F3 C4 C3 114.5(7) . . ?
 C6 C5 C1 122.5(5) . . ?
 C10 C5 C1 120.5(5) . . ?
 C10 C5 C6 116.7(6) . . ?
 C5 C6 H6 119.1 . . ?
 C7 C6 C5 121.8(6) . . ?
 C7 C6 H6 119.1 . . ?
 C6 C7 H7 120.1 . . ?
 C8 C7 C6 119.9(7) . . ?
 C8 C7 H7 120.1 . . ?
 C7 C8 Br1 119.8(6) . . ?
 C7 C8 C9 120.2(7) . . ?
 C9 C8 Br1 120.0(6) . . ?
 C8 C9 H9 120.2 . . ?
 C8 C9 C10 119.6(7) . . ?
 C10 C9 H9 120.2 . . ?
 C5 C10 H10 119.1 . . ?
 C9 C10 C5 121.9(6) . . ?
 C9 C10 H10 119.1 . . ?
 C12 C11 C1 121.4(7) . . ?
 C16 C11 C1 120.7(6) . . ?
 C16 C11 C12 117.5(7) . . ?
 C11 C12 H12 120.1 . . ?
 C11 C12 C13 119.7(9) . . ?
 C13 C12 H12 120.1 . . ?
 C12 C13 H13 119.1 . . ?
 C14 C13 C12 121.7(9) . . ?
 C14 C13 H13 119.1 . . ?
 C13 C14 H14 120.5 . . ?
 C13 C14 C15 119.0(9) . . ?
 C15 C14 H14 120.5 . . ?
 C14 C15 H15 119.8 . . ?
 C16 C15 C14 120.4(10) . . ?
 C16 C15 H15 119.8 . . ?
 C11 C16 H16 119.2 . . ?
 C15 C16 C11 121.6(9) . . ?
 C15 C16 H16 119.2 . . ?
 C18 C17 N1 120.9(6) . . ?
 C22 C17 N1 120.1(6) . . ?
 C22 C17 C18 118.9(6) . . ?
 C17 C18 H18 120.2 . . ?
 C17 C18 C19 119.6(7) . . ?
 C19 C18 H18 120.2 . . ?
 C18 C19 H19 119.3 . . ?
 C20 C19 C18 121.3(8) . . ?
 C20 C19 H19 119.3 . . ?
 C19 C20 H20 120.5 . . ?
 C19 C20 C21 119.1(7) . . ?
 C21 C20 H20 120.5 . . ?
 C20 C21 H21 119.6 . . ?
 C20 C21 C22 120.8(8) . . ?
 C22 C21 H21 119.6 . . ?
 C17 C22 C21 120.2(7) . . ?
 C17 C22 H22 119.9 . . ?
 C21 C22 H22 119.9 . . ?
 C24 N2 H2 118.0 . . ?
 C24 N2 C39 124.0(4) . . ?
 C39 N2 H2 118.0 . . ?
 C24 C23 C25 104.4(5) . . ?
 C27 C23 C24 107.5(4) . . ?
 C27 C23 C25 107.1(5) . . ?
 C33 C23 C24 106.6(5) . . ?
 C33 C23 C25 114.3(5) . . ?
 C33 C23 C27 116.2(5) . . ?
 O2 C24 N2 121.4(5) . . ?
 O2 C24 C23 122.3(5) . . ?
 N2 C24 C23 116.3(5) . . ?
 C23 C25 H25A 107.8 . . ?
 C23 C25 H25B 107.8 . . ?
 H25A C25 H25B 107.1 . . ?
 C26 C25 C23 118.1(7) . . ?
 C26 C25 H25A 107.8 . . ?
 C26 C25 H25B 107.8 . . ?
 F4 C26 F5 102.5(9) . . ?
 F4 C26 C25 113.4(8) . . ?
 F5 C26 C25 115.3(9) . . ?
 F6 C26 F4 106.9(9) . . ?
 F6 C26 F5 106.0(9) . . ?
 F6 C26 C25 111.8(8) . . ?
 C28 C27 C23 119.0(5) . . ?
 C28 C27 C32 117.4(6) . . ?
 C32 C27 C23 123.5(5) . . ?
 C27 C28 H28 119.0 . . ?
 C29 C28 C27 122.1(6) . . ?
 C29 C28 H28 119.0 . . ?
 C28 C29 H29 120.7 . . ?
 C30 C29 C28 118.7(7) . . ?
 C30 C29 H29 120.7 . . ?
 C29 C30 Br2 118.7(6) . . ?
 C31 C30 Br2 119.9(6) . . ?
 C31 C30 C29 121.4(6) . . ?
 C30 C31 H31 120.2 . . ?
 C30 C31 C32 119.6(7) . . ?
 C32 C31 H31 120.2 . . ?
 C27 C32 H32 119.6 . . ?
 C31 C32 C27 120.8(7) . . ?
 C31 C32 H32 119.6 . . ?
 C34 C33 C23 121.6(5) . . ?
 C34 C33 C38 116.0(7) . . ?
 C38 C33 C23 122.0(6) . . ?
 C33 C34 H34 118.9 . . ?
 C35 C34 C33 122.1(6) . . ?
 C35 C34 H34 118.9 . . ?
 C34 C35 H35 119.9 . . ?
 C34 C35 C36 120.2(9) . . ?
 C36 C35 H35 119.9 . . ?
 C35 C36 H36 120.8 . . ?
 C37 C36 C35 118.3(8) . . ?
 C37 C36 H36 120.8 . . ?
 C36 C37 H37 119.2 . . ?
 C38 C37 C36 121.7(7) . . ?
 C38 C37 H37 119.2 . . ?
 C33 C38 H38 119.2 . . ?
 C37 C38 C33 121.7(8) . . ?
 C37 C38 H38 119.2 . . ?
 C40 C39 N2 120.4(6) . . ?
 C40 C39 C44 119.4(6) . . ?
 C44 C39 N2 120.1(6) . . ?
 C39 C40 H40 119.3 . . ?
 C39 C40 C41 121.3(8) . . ?
 C41 C40 H40 119.3 . . ?
 C40 C41 H41 120.5 . . ?
 C42 C41 C40 119.0(9) . . ?
 C42 C41 H41 120.5 . . ?
 C41 C42 H42 119.7 . . ?
 C43 C42 C41 120.6(7) . . ?
 C43 C42 H42 119.7 . . ?
 C42 C43 H43 119.6 . . ?
 C42 C43 C44 120.7(8) . . ?
 C44 C43 H43 119.6 . . ?
 C39 C44 H44 120.5 . . ?
 C43 C44 C39 119.0(8) . . ?
 C43 C44 H44 120.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
