# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_cu_20171011_0m-auto
_database_code_depnum_ccdc_archive 'CCDC 2128979'
loop_
_audit_author_name
_audit_author_address
longhe
;china west normal university
China
;
_audit_update_record             
;
2022-04-20 deposited with the CCDC.	2022-04-28 downloaded from the CCDC.
;
_audit_creation_date             2022-04-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C37 H38 Br N O2'
_chemical_formula_sum            'C37 H38 Br N O2'
_chemical_formula_weight         608.59
_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'
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           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                   13.6430(5)
_cell_length_b                   10.2851(6)
_cell_length_c                   22.304(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.516(5)
_cell_angle_gamma                90
_cell_volume                     3126.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9861
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.74
_cell_measurement_theta_min      3.73
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.038
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            40550
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         66.716
_diffrn_reflns_theta_min         3.726
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4955
_reflns_number_total             5533
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.674
_refine_diff_density_min         -0.938
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         5533
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0359
_refine_ls_restrained_S_all      1.053
_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)+(0.0436P)²+1.8691P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.0934
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Restrained distances
 O2-H2
 0.8 with sigma of 0.01
 H2-H30C = H2-H32C
 2.1 with sigma of 0.01
2.a Ternary CH refined with riding coordinates:
 C6(H6), C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17), C23(H23),
 C24(H24), C25(H25), C26(H26), C27(H27), C36(H36), C37(H37)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C20(H20A,H20B,H20C), C30(H30A,H30B,H30C), C31(H31A,H31B,
 H31C), C32(H32A,H32B,H32C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C)
;
_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 0.07777(2) 1.10847(2) 0.54908(2) 0.05725(11) Uani 1 1 d . . . . .
O1 O 0.31525(10) 0.52737(13) 0.56374(6) 0.0405(3) Uani 1 1 d . . . . .
O2 O 0.88206(10) 0.48779(18) 0.72968(7) 0.0500(4) Uani 1 1 d D . . . .
N1 N 0.49167(12) 0.86225(16) 0.65137(8) 0.0385(4) Uani 1 1 d . . . . .
C1 C 0.96843(18) 0.6224(3) 0.63133(14) 0.0627(7) Uani 1 1 d . . . . .
H1A H 0.9799 0.6051 0.6733 0.094 Uiso 1 1 calc R U . . .
H1B H 0.9426 0.7087 0.6261 0.094 Uiso 1 1 calc R U . . .
H1C H 1.0291 0.6153 0.6113 0.094 Uiso 1 1 calc R U . . .
C2 C 0.89442(14) 0.5234(2) 0.60447(9) 0.0386(4) Uani 1 1 d . . . . .
C3 C 0.79704(13) 0.52656(17) 0.63738(8) 0.0304(4) Uani 1 1 d . . . . .
C4 C 0.70787(13) 0.54278(17) 0.60565(8) 0.0297(4) Uani 1 1 d . . . . .
H4 H 0.7080 0.5532 0.5642 0.036 Uiso 1 1 calc R U . . .
C5 C 0.61851(12) 0.54405(16) 0.63321(7) 0.0266(4) Uani 1 1 d . . . . .
C6 C 0.52446(12) 0.54705(17) 0.59436(7) 0.0264(4) Uani 1 1 d . . . . .
H6 H 0.5442 0.5589 0.5530 0.032 Uiso 1 1 calc R U . . .
C7 C 0.45110(12) 0.65932(17) 0.60683(7) 0.0259(4) Uani 1 1 d . . . . .
C8 C 0.36813(13) 0.64658(18) 0.55650(8) 0.0310(4) Uani 1 1 d . . . . .
H8 H 0.3991 0.6435 0.5177 0.037 Uiso 1 1 calc R U . . .
C9 C 0.29367(13) 0.75550(19) 0.55422(8) 0.0328(4) Uani 1 1 d . . . . .
C10 C 0.29612(16) 0.8473(2) 0.50873(9) 0.0422(5) Uani 1 1 d . . . . .
H10 H 0.3421 0.8392 0.4794 0.051 Uiso 1 1 calc R U . . .
C11 C 0.23097(17) 0.9510(2) 0.50631(10) 0.0469(5) Uani 1 1 d . . . . .
H11 H 0.2333 1.0122 0.4757 0.056 Uiso 1 1 calc R U . . .
C12 C 0.16309(14) 0.96208(19) 0.54959(10) 0.0383(4) Uani 1 1 d . . . . .
C13 C 0.36789(14) 0.41737(18) 0.57965(8) 0.0327(4) Uani 1 1 d . . . . .
C14 C 0.31345(16) 0.3035(2) 0.58267(9) 0.0418(5) Uani 1 1 d . . . . .
H14 H 0.2468 0.3039 0.5720 0.050 Uiso 1 1 calc R U . . .
C15 C 0.35869(18) 0.1900(2) 0.60149(10) 0.0476(5) Uani 1 1 d . . . . .
H15 H 0.3222 0.1139 0.6041 0.057 Uiso 1 1 calc R U . . .
C16 C 0.45793(18) 0.1887(2) 0.61648(10) 0.0486(5) Uani 1 1 d . . . . .
H16 H 0.4886 0.1118 0.6286 0.058 Uiso 1 1 calc R U . . .
C17 C 0.51139(16) 0.30249(19) 0.61333(9) 0.0395(4) Uani 1 1 d . . . . .
H17 H 0.5782 0.3009 0.6235 0.047 Uiso 1 1 calc R U . . .
C18 C 0.46785(13) 0.41951(17) 0.59529(8) 0.0299(4) Uani 1 1 d . . . . .
C19 C 0.50091(13) 0.79185(17) 0.60420(8) 0.0304(4) Uani 1 1 d . . . . .
C20 C 0.55859(16) 0.8355(2) 0.55257(9) 0.0437(5) Uani 1 1 d . . . . .
H20A H 0.5706 0.9273 0.5557 0.066 Uiso 1 1 calc R U . . .
H20B H 0.5223 0.8175 0.5157 0.066 Uiso 1 1 calc R U . . .
H20C H 0.6200 0.7899 0.5531 0.066 Uiso 1 1 calc R U . . .
C21 C 0.43398(14) 0.78948(19) 0.69110(8) 0.0353(4) Uani 1 1 d . . . . .
C22 C 0.41020(12) 0.66676(18) 0.66873(8) 0.0292(4) Uani 1 1 d . . . . .
C23 C 0.35444(15) 0.5828(2) 0.70232(9) 0.0393(4) Uani 1 1 d . . . . .
H23 H 0.3383 0.5001 0.6882 0.047 Uiso 1 1 calc R U . . .
C24 C 0.32349(18) 0.6253(3) 0.75748(10) 0.0545(6) Uani 1 1 d . . . . .
H24 H 0.2865 0.5700 0.7805 0.065 Uiso 1 1 calc R U . . .
C25 C 0.34655(19) 0.7481(3) 0.77871(11) 0.0622(7) Uani 1 1 d . . . . .
H25 H 0.3242 0.7745 0.8156 0.075 Uiso 1 1 calc R U . . .
C26 C 0.40253(17) 0.8326(3) 0.74593(10) 0.0533(6) Uani 1 1 d . . . . .
H26 H 0.4184 0.9152 0.7602 0.064 Uiso 1 1 calc R U . . .
C27 C 0.61906(13) 0.53167(17) 0.69513(8) 0.0284(4) Uani 1 1 d . . . . .
H27 H 0.5596 0.5337 0.7140 0.034 Uiso 1 1 calc R U . . .
C28 C 0.70517(13) 0.51632(17) 0.73000(8) 0.0283(4) Uani 1 1 d . . . . .
C29 C 0.70203(14) 0.5067(2) 0.79903(8) 0.0348(4) Uani 1 1 d . . . . .
C30 C 0.73741(18) 0.3723(2) 0.82103(10) 0.0516(6) Uani 1 1 d . . . . .
H30A H 0.6999 0.3058 0.8003 0.077 Uiso 1 1 calc R U . . .
H30B H 0.7288 0.3651 0.8634 0.077 Uiso 1 1 calc R U . . .
H30C H 0.8056 0.3620 0.8131 0.077 Uiso 1 1 calc DR U . . .
C31 C 0.59705(17) 0.5220(3) 0.82027(9) 0.0538(6) Uani 1 1 d . . . . .
H31A H 0.5567 0.4532 0.8038 0.081 Uiso 1 1 calc R U . . .
H31B H 0.5709 0.6043 0.8070 0.081 Uiso 1 1 calc R U . . .
H31C H 0.5979 0.5181 0.8633 0.081 Uiso 1 1 calc R U . . .
C32 C 0.7637(2) 0.6168(3) 0.82851(10) 0.0575(6) Uani 1 1 d . . . . .
H32A H 0.7595 0.6123 0.8713 0.086 Uiso 1 1 calc R U . . .
H32B H 0.7391 0.6993 0.8144 0.086 Uiso 1 1 calc R U . . .
H32C H 0.8309 0.6075 0.8182 0.086 Uiso 1 1 calc DR U . . .
C33 C 0.79362(13) 0.51001(18) 0.69966(8) 0.0308(4) Uani 1 1 d . . . . .
C34 C 0.93794(18) 0.3864(2) 0.60771(12) 0.0551(6) Uani 1 1 d . . . . .
H34A H 0.8942 0.3268 0.5870 0.083 Uiso 1 1 calc R U . . .
H34B H 0.9467 0.3604 0.6489 0.083 Uiso 1 1 calc R U . . .
H34C H 1.0002 0.3859 0.5893 0.083 Uiso 1 1 calc R U . . .
C35 C 0.87753(18) 0.5594(3) 0.53819(11) 0.0649(7) Uani 1 1 d . . . . .
H35A H 0.9396 0.5661 0.5197 0.097 Uiso 1 1 calc R U . . .
H35B H 0.8438 0.6412 0.5351 0.097 Uiso 1 1 calc R U . . .
H35C H 0.8386 0.4933 0.5182 0.097 Uiso 1 1 calc R U . . .
C36 C 0.22260(15) 0.7680(2) 0.59649(10) 0.0452(5) Uani 1 1 d . . . . .
H36 H 0.2187 0.7060 0.6266 0.054 Uiso 1 1 calc R U . . .
C37 C 0.15743(15) 0.8714(2) 0.59459(11) 0.0477(5) Uani 1 1 d . . . . .
H37 H 0.1105 0.8793 0.6234 0.057 Uiso 1 1 calc R U . . .
H2 H 0.8962(10) 0.4737(11) 0.7623(4) 0.057 Uiso 1 1 d D 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 C12 1.9029(19) . ?
O1 C8 1.435(2) . ?
O1 C13 1.378(2) . ?
O2 C33 1.373(2) . ?
O2 H2 0.759(9) . ?
N1 C19 1.288(2) . ?
N1 C21 1.423(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.537(3) . ?
C2 C3 1.546(2) . ?
C2 C34 1.529(3) . ?
C2 C35 1.532(3) . ?
C3 C4 1.390(2) . ?
C3 C33 1.402(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(2) . ?
C5 C6 1.517(2) . ?
C5 C27 1.387(2) . ?
C6 H6 0.9800 . ?
C6 C7 1.561(2) . ?
C6 C18 1.523(2) . ?
C7 C8 1.564(2) . ?
C7 C19 1.525(2) . ?
C7 C22 1.514(2) . ?
C8 H8 0.9800 . ?
C8 C9 1.512(3) . ?
C9 C10 1.387(3) . ?
C9 C36 1.388(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.388(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.371(3) . ?
C12 C37 1.375(3) . ?
C13 C14 1.390(3) . ?
C13 C18 1.393(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.377(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.394(3) . ?
C19 C20 1.492(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.390(3) . ?
C21 C26 1.387(3) . ?
C22 C23 1.391(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.389(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.380(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.387(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.389(2) . ?
C28 C29 1.545(2) . ?
C28 C33 1.411(3) . ?
C29 C30 1.538(3) . ?
C29 C31 1.536(3) . ?
C29 C32 1.541(3) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36 0.9300 . ?
C36 C37 1.385(3) . ?
C37 H37 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
C13 O1 C8 118.13(14) . . ?
C33 O2 H2 132.9(10) . . ?
C19 N1 C21 106.83(16) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 C3 111.37(18) . . ?
C34 C2 C1 110.20(19) . . ?
C34 C2 C3 109.69(17) . . ?
C34 C2 C35 108.0(2) . . ?
C35 C2 C1 106.5(2) . . ?
C35 C2 C3 110.92(16) . . ?
C4 C3 C2 120.79(16) . . ?
C4 C3 C33 116.89(16) . . ?
C33 C3 C2 122.30(16) . . ?
C3 C4 H4 118.6 . . ?
C5 C4 C3 122.77(16) . . ?
C5 C4 H4 118.6 . . ?
C4 C5 C6 118.96(15) . . ?
C27 C5 C4 118.25(16) . . ?
C27 C5 C6 122.57(15) . . ?
C5 C6 H6 106.3 . . ?
C5 C6 C7 116.50(14) . . ?
C5 C6 C18 113.05(14) . . ?
C7 C6 H6 106.3 . . ?
C18 C6 H6 106.3 . . ?
C18 C6 C7 107.77(14) . . ?
C6 C7 C8 105.04(13) . . ?
C19 C7 C6 111.35(14) . . ?
C19 C7 C8 110.90(14) . . ?
C22 C7 C6 117.70(14) . . ?
C22 C7 C8 112.01(14) . . ?
C22 C7 C19 99.94(14) . . ?
O1 C8 C7 110.01(14) . . ?
O1 C8 H8 108.0 . . ?
O1 C8 C9 107.24(14) . . ?
C7 C8 H8 108.0 . . ?
C9 C8 C7 115.22(15) . . ?
C9 C8 H8 108.0 . . ?
C10 C9 C8 119.41(17) . . ?
C10 C9 C36 118.27(18) . . ?
C36 C9 C8 122.31(17) . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 121.02(19) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.18(19) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 Br1 119.56(16) . . ?
C11 C12 C37 121.24(19) . . ?
C37 C12 Br1 119.17(16) . . ?
O1 C13 C14 115.52(17) . . ?
O1 C13 C18 123.02(16) . . ?
C14 C13 C18 121.36(18) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.72(19) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.25(19) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.6(2) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.1 . . ?
C16 C17 C18 121.78(19) . . ?
C18 C17 H17 119.1 . . ?
C13 C18 C6 120.12(16) . . ?
C13 C18 C17 117.31(17) . . ?
C17 C18 C6 122.54(16) . . ?
N1 C19 C7 114.28(16) . . ?
N1 C19 C20 122.35(17) . . ?
C20 C19 C7 123.34(16) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 N1 112.37(16) . . ?
C26 C21 N1 125.58(19) . . ?
C26 C21 C22 122.0(2) . . ?
C21 C22 C7 106.48(16) . . ?
C21 C22 C23 119.65(17) . . ?
C23 C22 C7 133.79(17) . . ?
C22 C23 H23 120.8 . . ?
C24 C23 C22 118.4(2) . . ?
C24 C23 H23 120.8 . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.2(2) . . ?
C25 C24 H24 119.4 . . ?
C24 C25 H25 119.5 . . ?
C24 C25 C26 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C21 C26 C25 117.6(2) . . ?
C21 C26 H26 121.2 . . ?
C25 C26 H26 121.2 . . ?
C5 C27 H27 118.8 . . ?
C5 C27 C28 122.38(16) . . ?
C28 C27 H27 118.8 . . ?
C27 C28 C29 120.36(16) . . ?
C27 C28 C33 117.18(16) . . ?
C33 C28 C29 122.46(16) . . ?
C30 C29 C28 110.69(16) . . ?
C30 C29 C32 111.52(18) . . ?
C31 C29 C28 111.58(15) . . ?
C31 C29 C30 106.10(18) . . ?
C31 C29 C32 106.99(19) . . ?
C32 C29 C28 109.86(16) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O2 C33 C3 115.88(16) . . ?
O2 C33 C28 121.71(16) . . ?
C3 C33 C28 122.41(16) . . ?
C2 C34 H34A 109.5 . . ?
C2 C34 H34B 109.5 . . ?
C2 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C2 C35 H35A 109.5 . . ?
C2 C35 H35B 109.5 . . ?
C2 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C9 C36 H36 119.4 . . ?
C37 C36 C9 121.14(19) . . ?
C37 C36 H36 119.4 . . ?
C12 C37 C36 119.1(2) . . ?
C12 C37 H37 120.4 . . ?
C36 C37 H37 120.4 . . ?

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
Br1 C12 C37 C36 -177.05(17) . . . . ?
O1 C8 C9 C10 -131.05(18) . . . . ?
O1 C8 C9 C36 49.4(2) . . . . ?
O1 C13 C14 C15 -176.34(18) . . . . ?
O1 C13 C18 C6 -1.0(3) . . . . ?
O1 C13 C18 C17 176.93(17) . . . . ?
N1 C21 C22 C7 -3.3(2) . . . . ?
N1 C21 C22 C23 179.62(17) . . . . ?
N1 C21 C26 C25 179.9(2) . . . . ?
C1 C2 C3 C4 126.6(2) . . . . ?
C1 C2 C3 C33 -55.1(3) . . . . ?
C2 C3 C4 C5 178.89(17) . . . . ?
C2 C3 C33 O2 -1.4(3) . . . . ?
C2 C3 C33 C28 178.27(17) . . . . ?
C3 C4 C5 C6 -173.18(16) . . . . ?
C3 C4 C5 C27 1.6(3) . . . . ?
C4 C3 C33 O2 176.92(17) . . . . ?
C4 C3 C33 C28 -3.4(3) . . . . ?
C4 C5 C6 C7 -125.23(17) . . . . ?
C4 C5 C6 C18 109.13(18) . . . . ?
C4 C5 C27 C28 -0.9(3) . . . . ?
C5 C6 C7 C8 174.16(14) . . . . ?
C5 C6 C7 C19 54.05(19) . . . . ?
C5 C6 C7 C22 -60.4(2) . . . . ?
C5 C6 C18 C13 158.52(16) . . . . ?
C5 C6 C18 C17 -19.3(2) . . . . ?
C5 C27 C28 C29 178.31(17) . . . . ?
C5 C27 C28 C33 -1.7(3) . . . . ?
C6 C5 C27 C28 173.61(16) . . . . ?
C6 C7 C8 O1 65.85(17) . . . . ?
C6 C7 C8 C9 -172.80(15) . . . . ?
C6 C7 C19 N1 -125.94(17) . . . . ?
C6 C7 C19 C20 52.0(2) . . . . ?
C6 C7 C22 C21 122.99(16) . . . . ?
C6 C7 C22 C23 -60.5(3) . . . . ?
C7 C6 C18 C13 28.3(2) . . . . ?
C7 C6 C18 C17 -149.49(17) . . . . ?
C7 C8 C9 C10 106.1(2) . . . . ?
C7 C8 C9 C36 -73.4(2) . . . . ?
C7 C22 C23 C24 -175.7(2) . . . . ?
C8 O1 C13 C14 -176.48(16) . . . . ?
C8 O1 C13 C18 7.2(3) . . . . ?
C8 C7 C19 N1 117.48(17) . . . . ?
C8 C7 C19 C20 -64.6(2) . . . . ?
C8 C7 C22 C21 -115.12(16) . . . . ?
C8 C7 C22 C23 61.4(3) . . . . ?
C8 C9 C10 C11 -177.89(19) . . . . ?
C8 C9 C36 C37 177.7(2) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C9 C36 C37 C12 0.6(3) . . . . ?
C10 C9 C36 C37 -1.9(3) . . . . ?
C10 C11 C12 Br1 176.85(17) . . . . ?
C10 C11 C12 C37 -1.1(3) . . . . ?
C11 C12 C37 C36 0.9(3) . . . . ?
C13 O1 C8 C7 -40.5(2) . . . . ?
C13 O1 C8 C9 -166.53(15) . . . . ?
C13 C14 C15 C16 -0.9(3) . . . . ?
C14 C13 C18 C6 -177.10(17) . . . . ?
C14 C13 C18 C17 0.8(3) . . . . ?
C14 C15 C16 C17 0.9(3) . . . . ?
C15 C16 C17 C18 0.0(3) . . . . ?
C16 C17 C18 C6 177.04(19) . . . . ?
C16 C17 C18 C13 -0.8(3) . . . . ?
C18 C6 C7 C8 -57.59(17) . . . . ?
C18 C6 C7 C19 -177.70(14) . . . . ?
C18 C6 C7 C22 67.81(18) . . . . ?
C18 C13 C14 C15 0.0(3) . . . . ?
C19 N1 C21 C22 2.8(2) . . . . ?
C19 N1 C21 C26 -176.6(2) . . . . ?
C19 C7 C8 O1 -173.75(14) . . . . ?
C19 C7 C8 C9 -52.4(2) . . . . ?
C19 C7 C22 C21 2.36(17) . . . . ?
C19 C7 C22 C23 178.9(2) . . . . ?
C21 N1 C19 C7 -1.0(2) . . . . ?
C21 N1 C19 C20 -179.01(17) . . . . ?
C21 C22 C23 C24 0.5(3) . . . . ?
C22 C7 C8 O1 -63.03(19) . . . . ?
C22 C7 C8 C9 58.3(2) . . . . ?
C22 C7 C19 N1 -0.82(19) . . . . ?
C22 C7 C19 C20 177.12(17) . . . . ?
C22 C21 C26 C25 0.6(3) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C24 C25 C26 -0.8(4) . . . . ?
C24 C25 C26 C21 0.3(4) . . . . ?
C26 C21 C22 C7 176.09(19) . . . . ?
C26 C21 C22 C23 -1.0(3) . . . . ?
C27 C5 C6 C7 60.3(2) . . . . ?
C27 C5 C6 C18 -65.4(2) . . . . ?
C27 C28 C29 C30 115.6(2) . . . . ?
C27 C28 C29 C31 -2.4(3) . . . . ?
C27 C28 C29 C32 -120.9(2) . . . . ?
C27 C28 C33 O2 -176.35(17) . . . . ?
C27 C28 C33 C3 4.0(3) . . . . ?
C29 C28 C33 O2 3.6(3) . . . . ?
C29 C28 C33 C3 -176.06(17) . . . . ?
C33 C3 C4 C5 0.5(3) . . . . ?
C33 C28 C29 C30 -64.4(2) . . . . ?
C33 C28 C29 C31 177.68(19) . . . . ?
C33 C28 C29 C32 59.2(2) . . . . ?
C34 C2 C3 C4 -111.1(2) . . . . ?
C34 C2 C3 C33 67.2(2) . . . . ?
C35 C2 C3 C4 8.2(3) . . . . ?
C35 C2 C3 C33 -173.6(2) . . . . ?
C36 C9 C10 C11 1.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
