# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_sf20190423a_0m
_database_code_depnum_ccdc_archive 'CCDC 2004837'
loop_
_audit_author_name
_audit_author_address
'Feng Shi'
;Jiangsu Normal University
China
;
_audit_update_record             
;
2020-05-20 deposited with the CCDC.	2020-06-25 downloaded from the CCDC.
;
_audit_creation_date             2019-04-23
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H40 Br N O2'
_chemical_formula_sum            'C38 H40 Br N O2'
_chemical_formula_weight         622.62
_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 0.0033 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.382(3)
_cell_length_b                   15.766(4)
_cell_length_c                   20.036(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3279.6(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4778
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.63
_cell_measurement_theta_min      2.21
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.286
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0733
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            19417
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_min         2.777
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.771
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                4683
_reflns_number_total             7385
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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         0.781
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 1480 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.032(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         7385
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1011
_refine_ls_R_factor_gt           0.0594
_refine_ls_restrained_S_all      1.034
_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)+(0.0726P)²+0.5432P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1422
_refine_ls_wR_factor_ref         0.1594
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H36A-H2
 2 with sigma of 0.02
 H37C-H2
 2 with sigma of 0.02
3. Rigid bond restraints
 O1, C1
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4.a Ternary CH refined with riding coordinates:
 C1(H1A), C2(H2A), C3(H3)
4.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C5(H5), C7(H7), C8(H8), C11(H11), C14(H14), C15(H15), C16(H16),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26), C30(H30)
4.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,
 H34C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C)
4.d Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_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 0.27598(10) 1.02596(4) 0.63196(4) 0.0997(4) Uani 1 1 d . . . . .
O1 O 0.2804(4) 0.6426(3) 0.46657(19) 0.0723(12) Uani 1 1 d . U . . .
O2 O 0.2734(4) 0.2635(3) 0.6727(2) 0.0768(13) Uani 1 1 d . . . . .
H2 H 0.201323 0.248171 0.661030 0.115 Uiso 1 1 calc DGR . . . .
N1 N 0.4192(5) 0.8617(4) 0.5650(3) 0.0735(14) Uani 1 1 d . . . . .
H1 H 0.463848 0.907373 0.561320 0.088 Uiso 1 1 calc R . . . .
C1 C 0.3541(6) 0.6344(4) 0.5284(3) 0.0604(14) Uani 1 1 d . U . . .
H1A H 0.304666 0.601003 0.560683 0.072 Uiso 1 1 calc R . . . .
C2 C 0.4811(6) 0.5931(3) 0.5167(3) 0.0553(14) Uani 1 1 d . . . . .
H2A H 0.525500 0.626876 0.482719 0.066 Uiso 1 1 calc R . . . .
C3 C 0.4628(5) 0.5052(3) 0.4875(2) 0.0481(12) Uani 1 1 d . . . . .
H3 H 0.547904 0.485582 0.473114 0.058 Uiso 1 1 calc R . . . .
C4 C 0.3808(5) 0.5142(3) 0.4248(2) 0.0454(11) Uani 1 1 d . . . . .
C5 C 0.3912(6) 0.4579(3) 0.3717(3) 0.0543(13) Uani 1 1 d . . . . .
H5 H 0.445503 0.411292 0.376132 0.065 Uiso 1 1 calc R . . . .
C6 C 0.3251(6) 0.4681(4) 0.3133(3) 0.0601(15) Uani 1 1 d . . . . .
C7 C 0.2424(6) 0.5370(4) 0.3079(3) 0.0608(14) Uani 1 1 d . . . . .
H7 H 0.195417 0.544827 0.268836 0.073 Uiso 1 1 calc R . . . .
C8 C 0.2291(6) 0.5937(4) 0.3593(3) 0.0611(14) Uani 1 1 d . . . . .
H8 H 0.173611 0.639669 0.355091 0.073 Uiso 1 1 calc R . . . .
C9 C 0.2989(5) 0.5822(3) 0.4178(2) 0.0510(13) Uani 1 1 d . . . . .
C10 C 0.3432(8) 0.4076(4) 0.2552(3) 0.082(2) Uani 1 1 d . . . . .
H10A H 0.405795 0.430573 0.224860 0.124 Uiso 1 1 calc GR . . . .
H10B H 0.262678 0.400322 0.232335 0.124 Uiso 1 1 calc GR . . . .
H10C H 0.372642 0.353787 0.271506 0.124 Uiso 1 1 calc GR . . . .
C11 C 0.4499(7) 0.7827(4) 0.5386(3) 0.0731(18) Uani 1 1 d . . . . .
H11 H 0.524543 0.771629 0.514475 0.088 Uiso 1 1 calc R . . . .
C12 C 0.3611(6) 0.7255(4) 0.5517(3) 0.0598(14) Uani 1 1 d . . . . .
C13 C 0.2659(5) 0.7674(3) 0.5907(2) 0.0473(12) Uani 1 1 d . . . . .
C14 C 0.1534(6) 0.7405(4) 0.6204(2) 0.0567(14) Uani 1 1 d . . . . .
H14 H 0.126043 0.684610 0.615976 0.068 Uiso 1 1 calc R . . . .
C15 C 0.0822(6) 0.7979(4) 0.6565(3) 0.0652(16) Uani 1 1 d . . . . .
H15 H 0.008159 0.779180 0.678100 0.078 Uiso 1 1 calc R . . . .
C16 C 0.1165(7) 0.8825(4) 0.6621(3) 0.0652(17) Uani 1 1 d . . . . .
H16 H 0.064720 0.920126 0.685664 0.078 Uiso 1 1 calc R . . . .
C17 C 0.2278(7) 0.9100(3) 0.6323(3) 0.0586(14) Uani 1 1 d . . . . .
C18 C 0.3040(6) 0.8531(4) 0.5981(2) 0.0534(14) Uani 1 1 d . . . . .
C19 C 0.5648(5) 0.5957(3) 0.5792(3) 0.0513(13) Uani 1 1 d . . . . .
C20 C 0.5229(6) 0.5736(4) 0.6426(3) 0.0627(15) Uani 1 1 d . . . . .
H20 H 0.437112 0.558487 0.648636 0.075 Uiso 1 1 calc R . . . .
C21 C 0.6028(8) 0.5732(5) 0.6962(3) 0.079(2) Uani 1 1 d . . . . .
H21 H 0.572289 0.556885 0.737873 0.095 Uiso 1 1 calc R . . . .
C22 C 0.7295(9) 0.5972(6) 0.6883(4) 0.099(2) Uani 1 1 d . . . . .
H22 H 0.784774 0.598365 0.724827 0.118 Uiso 1 1 calc R . . . .
C23 C 0.7731(8) 0.6195(7) 0.6262(4) 0.113(3) Uani 1 1 d . . . . .
H23 H 0.858672 0.635392 0.620497 0.135 Uiso 1 1 calc R . . . .
C24 C 0.6912(7) 0.6184(5) 0.5723(3) 0.091(2) Uani 1 1 d . . . . .
H24 H 0.722385 0.633346 0.530382 0.109 Uiso 1 1 calc R . . . .
C25 C 0.4110(5) 0.4391(3) 0.5354(2) 0.0399(11) Uani 1 1 d . . . . .
C26 C 0.2799(5) 0.4251(3) 0.5439(2) 0.0420(10) Uani 1 1 d . . . . .
H26 H 0.222475 0.455985 0.517849 0.050 Uiso 1 1 calc R . . . .
C27 C 0.2307(5) 0.3673(3) 0.5892(2) 0.0469(11) Uani 1 1 d . . . . .
C28 C 0.3205(5) 0.3224(3) 0.6274(3) 0.0477(12) Uani 1 1 d . . . . .
C29 C 0.4533(5) 0.3344(3) 0.6214(3) 0.0448(11) Uani 1 1 d . . . . .
C30 C 0.4940(5) 0.3931(3) 0.5746(2) 0.0431(11) Uani 1 1 d . . . . .
H30 H 0.582021 0.401790 0.569498 0.052 Uiso 1 1 calc R . . . .
C31 C 0.5507(5) 0.2851(4) 0.6645(3) 0.0573(14) Uani 1 1 d . . . . .
C32 C 0.5423(7) 0.1893(4) 0.6493(3) 0.0779(19) Uani 1 1 d . . . . .
H32A H 0.456737 0.169472 0.658496 0.117 Uiso 1 1 calc GR . . . .
H32B H 0.602759 0.159248 0.676726 0.117 Uiso 1 1 calc GR . . . .
H32C H 0.562223 0.179687 0.603092 0.117 Uiso 1 1 calc GR . . . .
C33 C 0.5306(7) 0.3014(5) 0.7393(3) 0.0753(19) Uani 1 1 d . . . . .
H33A H 0.524979 0.361312 0.747181 0.113 Uiso 1 1 calc GR . . . .
H33B H 0.601848 0.278407 0.763900 0.113 Uiso 1 1 calc GR . . . .
H33C H 0.452273 0.274549 0.753613 0.113 Uiso 1 1 calc GR . . . .
C34 C 0.6889(6) 0.3125(5) 0.6500(4) 0.090(2) Uani 1 1 d . . . . .
H34A H 0.711214 0.296972 0.605102 0.135 Uiso 1 1 calc GR . . . .
H34B H 0.746286 0.284852 0.680604 0.135 Uiso 1 1 calc GR . . . .
H34C H 0.696083 0.372835 0.655069 0.135 Uiso 1 1 calc GR . . . .
C35 C 0.0852(5) 0.3531(4) 0.5962(3) 0.0568(14) Uani 1 1 d . . . . .
C36 C 0.0389(7) 0.3723(6) 0.6677(3) 0.090(2) Uani 1 1 d . . . . .
H36A H 0.078183 0.333154 0.698242 0.136 Uiso 1 1 calc DGR . . . .
H36B H -0.053044 0.366617 0.669869 0.136 Uiso 1 1 calc GR . . . .
H36C H 0.062821 0.429179 0.679561 0.136 Uiso 1 1 calc GR . . . .
C37 C 0.0493(7) 0.2632(5) 0.5756(4) 0.085(2) Uani 1 1 d . . . . .
H37A H 0.112649 0.241767 0.545025 0.127 Uiso 1 1 calc GR . . . .
H37B H -0.033556 0.263663 0.554288 0.127 Uiso 1 1 calc GR . . . .
H37C H 0.046134 0.227570 0.614373 0.127 Uiso 1 1 calc DGR . . . .
C38 C 0.0091(6) 0.4128(5) 0.5518(4) 0.078(2) Uani 1 1 d . . . . .
H38A H 0.024074 0.470298 0.565528 0.118 Uiso 1 1 calc GR . . . .
H38B H -0.081081 0.400101 0.555434 0.118 Uiso 1 1 calc GR . . . .
H38C H 0.036098 0.405824 0.506291 0.118 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 C17 1.895(5) . ?
O1 C1 1.462(7) . ?
O1 C9 1.377(6) . ?
O2 H2 0.8200 . ?
O2 C28 1.387(6) . ?
N1 H1 0.8600 . ?
N1 C11 1.390(8) . ?
N1 C18 1.374(8) . ?
C1 H1A 0.9800 . ?
C1 C2 1.489(9) . ?
C1 C12 1.512(8) . ?
C2 H2A 0.9800 . ?
C2 C3 1.516(8) . ?
C2 C19 1.524(8) . ?
C3 H3 0.9800 . ?
C3 C4 1.525(7) . ?
C3 C25 1.514(7) . ?
C4 C5 1.390(7) . ?
C4 C9 1.375(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.366(8) . ?
C6 C7 1.389(8) . ?
C6 C10 1.517(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.371(8) . ?
C8 H8 0.9300 . ?
C8 C9 1.390(7) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9300 . ?
C11 C12 1.317(9) . ?
C12 C13 1.423(8) . ?
C13 C14 1.378(8) . ?
C13 C18 1.416(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.374(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.385(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.370(9) . ?
C17 C18 1.378(8) . ?
C19 C20 1.388(8) . ?
C19 C24 1.367(9) . ?
C20 H20 0.9300 . ?
C20 C21 1.356(9) . ?
C21 H21 0.9300 . ?
C21 C22 1.377(11) . ?
C22 H22 0.9300 . ?
C22 C23 1.370(11) . ?
C23 H23 0.9300 . ?
C23 C24 1.375(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.390(7) . ?
C25 C30 1.374(7) . ?
C26 H26 0.9300 . ?
C26 C27 1.383(6) . ?
C27 C28 1.399(7) . ?
C27 C35 1.534(8) . ?
C28 C29 1.397(7) . ?
C29 C30 1.382(7) . ?
C29 C31 1.541(7) . ?
C30 H30 0.9300 . ?
C31 C32 1.543(8) . ?
C31 C33 1.535(9) . ?
C31 C34 1.526(9) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.541(9) . ?
C35 C37 1.522(9) . ?
C35 C38 1.518(9) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 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
C9 O1 C1 117.8(4) . . ?
C28 O2 H2 109.5 . . ?
C11 N1 H1 126.4 . . ?
C18 N1 H1 126.4 . . ?
C18 N1 C11 107.2(5) . . ?
O1 C1 H1A 109.4 . . ?
O1 C1 C2 111.7(5) . . ?
O1 C1 C12 101.7(5) . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 C12 115.0(5) . . ?
C12 C1 H1A 109.4 . . ?
C1 C2 H2A 106.7 . . ?
C1 C2 C3 110.5(5) . . ?
C1 C2 C19 111.3(5) . . ?
C3 C2 H2A 106.7 . . ?
C3 C2 C19 114.4(4) . . ?
C19 C2 H2A 106.7 . . ?
C2 C3 H3 106.8 . . ?
C2 C3 C4 107.6(4) . . ?
C4 C3 H3 106.8 . . ?
C25 C3 C2 115.4(4) . . ?
C25 C3 H3 106.8 . . ?
C25 C3 C4 112.9(4) . . ?
C5 C4 C3 121.8(5) . . ?
C9 C4 C3 120.1(4) . . ?
C9 C4 C5 118.0(5) . . ?
C4 C5 H5 118.6 . . ?
C6 C5 C4 122.7(5) . . ?
C6 C5 H5 118.6 . . ?
C5 C6 C7 118.0(5) . . ?
C5 C6 C10 121.4(6) . . ?
C7 C6 C10 120.5(6) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.9(5) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.8(5) . . ?
C9 C8 H8 120.1 . . ?
O1 C9 C8 115.8(5) . . ?
C4 C9 O1 123.6(5) . . ?
C4 C9 C8 120.6(5) . . ?
C6 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 H11 123.9 . . ?
C12 C11 N1 112.1(6) . . ?
C12 C11 H11 123.9 . . ?
C11 C12 C1 128.5(6) . . ?
C11 C12 C13 106.1(5) . . ?
C13 C12 C1 125.3(6) . . ?
C14 C13 C12 133.1(5) . . ?
C14 C13 C18 119.0(5) . . ?
C18 C13 C12 107.9(5) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.7(5) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 118.7 . . ?
C14 C15 C16 122.5(6) . . ?
C16 C15 H15 118.7 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.1(5) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 Br1 122.0(4) . . ?
C16 C17 C18 119.6(5) . . ?
C18 C17 Br1 118.3(5) . . ?
N1 C18 C13 106.6(5) . . ?
N1 C18 C17 132.5(6) . . ?
C17 C18 C13 120.9(6) . . ?
C20 C19 C2 124.5(5) . . ?
C24 C19 C2 118.1(5) . . ?
C24 C19 C20 117.3(5) . . ?
C19 C20 H20 118.9 . . ?
C21 C20 C19 122.3(6) . . ?
C21 C20 H20 118.9 . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.5(6) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.3(6) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.4(7) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 C23 121.1(6) . . ?
C19 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C26 C25 C3 122.3(4) . . ?
C30 C25 C3 120.3(4) . . ?
C30 C25 C26 117.4(4) . . ?
C25 C26 H26 118.4 . . ?
C27 C26 C25 123.1(5) . . ?
C27 C26 H26 118.4 . . ?
C26 C27 C28 116.5(5) . . ?
C26 C27 C35 121.4(5) . . ?
C28 C27 C35 122.1(4) . . ?
O2 C28 C27 117.5(4) . . ?
O2 C28 C29 119.7(5) . . ?
C29 C28 C27 122.8(4) . . ?
C28 C29 C31 122.1(4) . . ?
C30 C29 C28 116.8(4) . . ?
C30 C29 C31 121.1(4) . . ?
C25 C30 C29 123.4(5) . . ?
C25 C30 H30 118.3 . . ?
C29 C30 H30 118.3 . . ?
C29 C31 C32 110.2(5) . . ?
C33 C31 C29 112.0(5) . . ?
C33 C31 C32 110.4(5) . . ?
C34 C31 C29 111.6(4) . . ?
C34 C31 C32 107.0(6) . . ?
C34 C31 C33 105.5(6) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C27 C35 C36 111.3(5) . . ?
C37 C35 C27 110.6(5) . . ?
C37 C35 C36 111.1(6) . . ?
C38 C35 C27 111.6(5) . . ?
C38 C35 C36 105.1(6) . . ?
C38 C35 C37 106.9(5) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
