# 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_mjr17011_0m
_database_code_depnum_ccdc_archive 'CCDC 1946614'
loop_
_audit_author_name
_audit_author_address
'Shu Xu'
;Institute of Materia Medica
China
;
_audit_update_record             
;
2019-08-12 deposited with the CCDC.	2020-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H31 Br O4'
_chemical_formula_weight         475.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.7495(4)
_cell_length_b                   24.3185(12)
_cell_length_c                   14.4757(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.466(3)
_cell_angle_gamma                90
_cell_volume                     2365.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9847
_cell_measurement_theta_min      8.280
_cell_measurement_theta_max      109.841

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.701
_shelx_estimated_absorpt_T_min   0.761
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5930
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32903
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.101
_diffrn_reflns_theta_max         55.003
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             8914
_reflns_number_gt                7513
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.940
_reflns_Friedel_fraction_max     0.982
_reflns_Friedel_fraction_full    0.988

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0392P)²+0.1926P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0029(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 3239 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   -0.007(8)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         8914
_refine_ls_number_parameters     550
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0825
_refine_ls_wR_factor_gt          0.0761
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.50860(7) 0.71967(2) 0.34777(3) 0.07199(17) Uani 1 1 d . . . . .
Br2 Br 0.00737(9) 0.28605(2) 0.85261(4) 0.0902(2) Uani 1 1 d . . . . .
O1 O 0.7149(5) 0.33018(14) 0.6248(2) 0.0902(10) Uani 1 1 d . . . . .
O2 O 0.8858(4) 0.35568(10) 0.37652(17) 0.0515(6) Uani 1 1 d . . . . .
O3 O 0.9823(3) 0.47340(9) 0.39005(16) 0.0444(5) Uani 1 1 d . . . . .
O4 O 1.2441(4) 0.52409(11) 0.3580(2) 0.0644(7) Uani 1 1 d . . . . .
O5 O 0.0820(7) 0.68500(17) 0.5791(3) 0.1181(15) Uani 1 1 d . . . . .
O6 O 0.3641(4) 0.65022(11) 0.81833(17) 0.0580(6) Uani 1 1 d . . . . .
O7 O 0.4537(3) 0.53180(10) 0.78967(18) 0.0528(6) Uani 1 1 d . . . . .
O8 O 0.7246(4) 0.47893(14) 0.7941(3) 0.0901(11) Uani 1 1 d . . . . .
C1 C 0.8477(6) 0.34100(17) 0.5773(3) 0.0587(10) Uani 1 1 d . . . . .
C2 C 1.0168(6) 0.30450(17) 0.5592(3) 0.0649(11) Uani 1 1 d . . . . .
H2A H 0.9689 0.2718 0.5258 0.078 Uiso 1 1 calc R U . . .
H2B H 1.0904 0.2934 0.6170 0.078 Uiso 1 1 calc R U . . .
C3 C 1.1474(6) 0.33831(15) 0.5011(3) 0.0584(9) Uani 1 1 d . . . . .
H3A H 1.2059 0.3154 0.4560 0.070 Uiso 1 1 calc R U . . .
H3B H 1.2531 0.3563 0.5400 0.070 Uiso 1 1 calc R U . . .
C4 C 1.0030(5) 0.38112(13) 0.4524(2) 0.0429(7) Uani 1 1 d . . . . .
C5 C 0.8632(5) 0.39585(14) 0.5267(2) 0.0473(8) Uani 1 1 d . . . . .
C6 C 0.9661(7) 0.43603(18) 0.5981(3) 0.0717(12) Uani 1 1 d . . . . .
H6A H 0.9810 0.4712 0.5694 0.107 Uiso 1 1 calc R U . . .
H6B H 1.0948 0.4219 0.6202 0.107 Uiso 1 1 calc R U . . .
H6C H 0.8867 0.4400 0.6493 0.107 Uiso 1 1 calc R U . . .
C7 C 0.6572(6) 0.41636(19) 0.4915(3) 0.0699(11) Uani 1 1 d . . . . .
H7A H 0.5978 0.3914 0.4455 0.105 Uiso 1 1 calc R U . . .
H7B H 0.6678 0.4522 0.4645 0.105 Uiso 1 1 calc R U . . .
H7C H 0.5758 0.4185 0.5423 0.105 Uiso 1 1 calc R U . . .
C8 C 1.1150(5) 0.42629(13) 0.4069(2) 0.0440(7) Uani 1 1 d . . . . .
H8 H 1.2377 0.4364 0.4448 0.053 Uiso 1 1 calc R U . . .
C9 C 1.1583(5) 0.39987(15) 0.3165(3) 0.0507(8) Uani 1 1 d . . . . .
H9A H 1.2824 0.3795 0.3242 0.061 Uiso 1 1 calc R U . . .
H9B H 1.1674 0.4275 0.2687 0.061 Uiso 1 1 calc R U . . .
C10 C 0.9813(5) 0.36080(15) 0.2907(2) 0.0486(8) Uani 1 1 d . . . . .
C11 C 1.0434(6) 0.30254(17) 0.2599(3) 0.0672(11) Uani 1 1 d . . . . .
H11A H 1.1862 0.3024 0.2564 0.081 Uiso 1 1 calc R U . . .
H11B H 1.0152 0.2765 0.3078 0.081 Uiso 1 1 calc R U . . .
C12 C 0.9430(9) 0.2821(2) 0.1674(4) 0.0909(16) Uani 1 1 d . . . . .
H12A H 1.0442 0.2756 0.1253 0.109 Uiso 1 1 calc R U . . .
H12B H 0.8783 0.2472 0.1772 0.109 Uiso 1 1 calc R U . . .
C13 C 0.7904(8) 0.3219(2) 0.1223(3) 0.0827(14) Uani 1 1 d . . . . .
H13 H 0.7172 0.3090 0.0646 0.099 Uiso 1 1 calc R U . . .
C14 C 0.6618(7) 0.3422(2) 0.1970(4) 0.0786(13) Uani 1 1 d . . . . .
H14A H 0.6466 0.3159 0.2462 0.094 Uiso 1 1 calc R U . . .
H14B H 0.5346 0.3575 0.1729 0.094 Uiso 1 1 calc R U . . .
C15 C 0.8269(6) 0.38551(16) 0.2205(3) 0.0543(9) Uani 1 1 d . . . . .
H15 H 0.7787 0.4219 0.2371 0.065 Uiso 1 1 calc R U . . .
C16 C 0.8791(7) 0.3801(2) 0.1187(3) 0.0693(11) Uani 1 1 d . . . . .
C17 C 1.0927(7) 0.3860(2) 0.0950(3) 0.0843(14) Uani 1 1 d . . . . .
H17A H 1.1783 0.3636 0.1363 0.126 Uiso 1 1 calc R U . . .
H17B H 1.1330 0.4238 0.1014 0.126 Uiso 1 1 calc R U . . .
H17C H 1.1018 0.3743 0.0322 0.126 Uiso 1 1 calc R U . . .
C18 C 0.7468(9) 0.4183(3) 0.0543(4) 0.109(2) Uani 1 1 d . . . . .
H18A H 0.7256 0.4021 -0.0063 0.163 Uiso 1 1 calc R U . . .
H18B H 0.8114 0.4533 0.0500 0.163 Uiso 1 1 calc R U . . .
H18C H 0.6211 0.4234 0.0791 0.163 Uiso 1 1 calc R U . . .
C19 C 1.0693(5) 0.52044(14) 0.3674(2) 0.0462(8) Uani 1 1 d . . . . .
C20 C 0.9271(5) 0.56717(14) 0.3579(2) 0.0447(7) Uani 1 1 d . . . . .
C21 C 0.7298(5) 0.56191(16) 0.3734(3) 0.0585(10) Uani 1 1 d . . . . .
H21 H 0.6792 0.5275 0.3863 0.070 Uiso 1 1 calc R U . . .
C22 C 0.6066(6) 0.60735(17) 0.3700(3) 0.0623(11) Uani 1 1 d . . . . .
H22 H 0.4741 0.6037 0.3816 0.075 Uiso 1 1 calc R U . . .
C23 C 0.6814(6) 0.65788(16) 0.3494(3) 0.0531(9) Uani 1 1 d . . . . .
C24 C 0.8748(6) 0.66380(16) 0.3303(3) 0.0643(11) Uani 1 1 d . . . . .
H24 H 0.9225 0.6981 0.3145 0.077 Uiso 1 1 calc R U . . .
C25 C 0.9977(6) 0.61882(16) 0.3346(3) 0.0593(10) Uani 1 1 d . . . . .
H25 H 1.1294 0.6227 0.3218 0.071 Uiso 1 1 calc R U . . .
C26 C 0.2381(9) 0.6711(2) 0.6204(3) 0.0767(13) Uani 1 1 d . . . . .
C27 C 0.4204(9) 0.7058(2) 0.6358(4) 0.0865(15) Uani 1 1 d . . . . .
H27A H 0.3918 0.7396 0.6676 0.104 Uiso 1 1 calc R U . . .
H27B H 0.4702 0.7151 0.5770 0.104 Uiso 1 1 calc R U . . .
C28 C 0.5728(7) 0.67127(19) 0.6953(3) 0.0751(12) Uani 1 1 d . . . . .
H28A H 0.6448 0.6937 0.7427 0.090 Uiso 1 1 calc R U . . .
H28B H 0.6674 0.6546 0.6574 0.090 Uiso 1 1 calc R U . . .
C29 C 0.4485(6) 0.62697(15) 0.7394(3) 0.0518(9) Uani 1 1 d . . . . .
C30 C 0.2774(6) 0.61473(16) 0.6645(3) 0.0561(9) Uani 1 1 d . . . . .
C31 C 0.3488(8) 0.5778(2) 0.5879(3) 0.0847(14) Uani 1 1 d . . . . .
H31A H 0.3695 0.5411 0.6113 0.127 Uiso 1 1 calc R U . . .
H31B H 0.4714 0.5920 0.5690 0.127 Uiso 1 1 calc R U . . .
H31C H 0.2499 0.5773 0.5356 0.127 Uiso 1 1 calc R U . . .
C32 C 0.0867(6) 0.5915(2) 0.6974(3) 0.0734(12) Uani 1 1 d . . . . .
H32A H 0.0472 0.6136 0.7476 0.110 Uiso 1 1 calc R U . . .
H32B H 0.1093 0.5544 0.7184 0.110 Uiso 1 1 calc R U . . .
H32C H -0.0167 0.5920 0.6471 0.110 Uiso 1 1 calc R U . . .
C33 C 0.5775(5) 0.58011(15) 0.7801(3) 0.0535(9) Uani 1 1 d . . . . .
H33 H 0.6870 0.5722 0.7422 0.064 Uiso 1 1 calc R U . . .
C34 C 0.6535(5) 0.60182(18) 0.8743(3) 0.0582(9) Uani 1 1 d . . . . .
H34A H 0.7716 0.6241 0.8704 0.070 Uiso 1 1 calc R U . . .
H34B H 0.6857 0.5718 0.9174 0.070 Uiso 1 1 calc R U . . .
C35 C 0.4813(5) 0.63685(16) 0.9058(3) 0.0510(8) Uani 1 1 d . . . . .
C36 C 0.5499(7) 0.69151(18) 0.9550(3) 0.0682(11) Uani 1 1 d . . . . .
H36A H 0.6943 0.6923 0.9617 0.082 Uiso 1 1 calc R U . . .
H36B H 0.5050 0.7219 0.9149 0.082 Uiso 1 1 calc R U . . .
C37 C 0.4764(8) 0.7013(2) 1.0513(3) 0.0791(14) Uani 1 1 d . . . . .
H37A H 0.5904 0.7024 1.0975 0.095 Uiso 1 1 calc R U . . .
H37B H 0.4111 0.7369 1.0515 0.095 Uiso 1 1 calc R U . . .
C38 C 0.3342(7) 0.6578(2) 1.0782(3) 0.0700(12) Uani 1 1 d . . . . .
H38 H 0.2756 0.6644 1.1366 0.084 Uiso 1 1 calc R U . . .
C39 C 0.1848(6) 0.6454(2) 0.9942(3) 0.0711(11) Uani 1 1 d . . . . .
H39A H 0.1561 0.6765 0.9530 0.085 Uiso 1 1 calc R U . . .
H39B H 0.0636 0.6276 1.0095 0.085 Uiso 1 1 calc R U . . .
C40 C 0.3440(5) 0.60558(16) 0.9629(3) 0.0544(9) Uani 1 1 d . . . . .
H40 H 0.2903 0.5716 0.9340 0.065 Uiso 1 1 calc R U . . .
C41 C 0.4229(6) 0.59962(19) 1.0675(3) 0.0635(10) Uani 1 1 d . . . . .
C42 C 0.6433(7) 0.5912(2) 1.0974(3) 0.0839(14) Uani 1 1 d . . . . .
H42A H 0.6657 0.5934 1.1638 0.126 Uiso 1 1 calc R U . . .
H42B H 0.7194 0.6192 1.0701 0.126 Uiso 1 1 calc R U . . .
H42C H 0.6839 0.5556 1.0772 0.126 Uiso 1 1 calc R U . . .
C43 C 0.3075(9) 0.5554(3) 1.1145(4) 0.0986(17) Uani 1 1 d . . . . .
H43A H 0.3573 0.5198 1.0999 0.148 Uiso 1 1 calc R U . . .
H43B H 0.1689 0.5578 1.0928 0.148 Uiso 1 1 calc R U . . .
H43C H 0.3238 0.5608 1.1805 0.148 Uiso 1 1 calc R U . . .
C44 C 0.5477(6) 0.48332(16) 0.7963(3) 0.0576(9) Uani 1 1 d . . . . .
C45 C 0.4118(6) 0.43678(15) 0.8079(3) 0.0528(9) Uani 1 1 d . . . . .
C46 C 0.4811(7) 0.38363(18) 0.7975(3) 0.0694(12) Uani 1 1 d . . . . .
H46 H 0.6101 0.3782 0.7819 0.083 Uiso 1 1 calc R U . . .
C47 C 0.3625(7) 0.33918(19) 0.8099(4) 0.0730(12) Uani 1 1 d . . . . .
H47 H 0.4104 0.3037 0.8029 0.088 Uiso 1 1 calc R U . . .
C48 C 0.1721(7) 0.34738(17) 0.8328(3) 0.0597(10) Uani 1 1 d . . . . .
C49 C 0.0984(6) 0.39965(18) 0.8425(3) 0.0610(10) Uani 1 1 d . . . . .
H49 H -0.0315 0.4047 0.8572 0.073 Uiso 1 1 calc R U . . .
C50 C 0.2183(6) 0.44424(16) 0.8304(3) 0.0556(9) Uani 1 1 d . . . . .
H50 H 0.1695 0.4796 0.8374 0.067 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 C23 1.901(4) . ?
Br2 C48 1.898(4) . ?
O1 C1 1.210(5) . ?
O2 C4 1.431(4) . ?
O2 C10 1.459(4) . ?
O3 C19 1.341(4) . ?
O3 C8 1.461(4) . ?
O4 C19 1.204(4) . ?
O5 C26 1.209(6) . ?
O6 C29 1.440(4) . ?
O6 C35 1.464(5) . ?
O7 C44 1.338(4) . ?
O7 C33 1.456(4) . ?
O8 C44 1.202(4) . ?
C1 C2 1.489(6) . ?
C1 C5 1.530(5) . ?
C2 C3 1.516(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.550(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C8 1.519(5) . ?
C4 C5 1.540(5) . ?
C5 C7 1.519(5) . ?
C5 C6 1.539(5) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.511(5) . ?
C8 H8 0.9800 . ?
C9 C10 1.544(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C15 1.509(5) . ?
C10 C11 1.554(5) . ?
C11 C12 1.526(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.515(8) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.532(7) . ?
C13 C16 1.541(7) . ?
C13 H13 0.9800 . ?
C14 C15 1.547(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.553(5) . ?
C15 H15 0.9800 . ?
C16 C17 1.521(7) . ?
C16 C18 1.539(7) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.485(5) . ?
C20 C21 1.378(5) . ?
C20 C25 1.396(5) . ?
C21 C22 1.381(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.372(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.367(6) . ?
C24 C25 1.371(6) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.491(8) . ?
C26 C30 1.525(6) . ?
C27 C28 1.529(7) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.541(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C33 1.518(5) . ?
C29 C30 1.536(6) . ?
C30 C32 1.523(6) . ?
C30 C31 1.540(6) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.507(5) . ?
C33 H33 0.9800 . ?
C34 C35 1.544(5) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C40 1.505(5) . ?
C35 C36 1.557(5) . ?
C36 C37 1.543(6) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.505(7) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.535(6) . ?
C38 C41 1.551(6) . ?
C38 H38 0.9800 . ?
C39 C40 1.546(6) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.562(6) . ?
C40 H40 0.9800 . ?
C41 C42 1.523(6) . ?
C41 C43 1.526(7) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 C45 1.476(6) . ?
C45 C46 1.387(5) . ?
C45 C50 1.388(5) . ?
C46 C47 1.367(7) . ?
C46 H46 0.9300 . ?
C47 C48 1.372(6) . ?
C47 H47 0.9300 . ?
C48 C49 1.377(6) . ?
C49 C50 1.374(6) . ?
C49 H49 0.9300 . ?
C50 H50 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
C4 O2 C10 111.1(2) . . ?
C19 O3 C8 115.7(2) . . ?
C29 O6 C35 112.1(3) . . ?
C44 O7 C33 116.5(3) . . ?
O1 C1 C2 126.4(4) . . ?
O1 C1 C5 123.3(4) . . ?
C2 C1 C5 110.3(3) . . ?
C1 C2 C3 105.7(3) . . ?
C1 C2 H2A 110.6 . . ?
C3 C2 H2A 110.6 . . ?
C1 C2 H2B 110.6 . . ?
C3 C2 H2B 110.6 . . ?
H2A C2 H2B 108.7 . . ?
C2 C3 C4 104.1(3) . . ?
C2 C3 H3A 110.9 . . ?
C4 C3 H3A 110.9 . . ?
C2 C3 H3B 110.9 . . ?
C4 C3 H3B 110.9 . . ?
H3A C3 H3B 109.0 . . ?
O2 C4 C8 104.0(3) . . ?
O2 C4 C5 107.8(3) . . ?
C8 C4 C5 119.9(3) . . ?
O2 C4 C3 109.7(3) . . ?
C8 C4 C3 111.5(3) . . ?
C5 C4 C3 103.8(3) . . ?
C7 C5 C1 110.2(3) . . ?
C7 C5 C6 110.9(4) . . ?
C1 C5 C6 106.2(3) . . ?
C7 C5 C4 116.4(3) . . ?
C1 C5 C4 101.9(3) . . ?
C6 C5 C4 110.5(3) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C8 C9 110.8(3) . . ?
O3 C8 C4 108.5(2) . . ?
C9 C8 C4 102.3(3) . . ?
O3 C8 H8 111.6 . . ?
C9 C8 H8 111.6 . . ?
C4 C8 H8 111.6 . . ?
C8 C9 C10 105.2(3) . . ?
C8 C9 H9A 110.7 . . ?
C10 C9 H9A 110.7 . . ?
C8 C9 H9B 110.7 . . ?
C10 C9 H9B 110.7 . . ?
H9A C9 H9B 108.8 . . ?
O2 C10 C15 105.9(3) . . ?
O2 C10 C9 103.9(3) . . ?
C15 C10 C9 112.8(3) . . ?
O2 C10 C11 108.6(3) . . ?
C15 C10 C11 111.0(3) . . ?
C9 C10 C11 114.0(3) . . ?
C12 C11 C10 116.1(4) . . ?
C12 C11 H11A 108.3 . . ?
C10 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
C10 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C13 C12 C11 113.3(4) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C14 108.1(4) . . ?
C12 C13 C16 110.6(4) . . ?
C14 C13 C16 88.6(4) . . ?
C12 C13 H13 115.5 . . ?
C14 C13 H13 115.5 . . ?
C16 C13 H13 115.5 . . ?
C13 C14 C15 86.0(3) . . ?
C13 C14 H14A 114.3 . . ?
C15 C14 H14A 114.3 . . ?
C13 C14 H14B 114.3 . . ?
C15 C14 H14B 114.3 . . ?
H14A C14 H14B 111.5 . . ?
C10 C15 C14 108.3(3) . . ?
C10 C15 C16 113.6(3) . . ?
C14 C15 C16 87.6(3) . . ?
C10 C15 H15 114.8 . . ?
C14 C15 H15 114.8 . . ?
C16 C15 H15 114.8 . . ?
C17 C16 C18 108.3(4) . . ?
C17 C16 C13 118.2(4) . . ?
C18 C16 C13 111.7(4) . . ?
C17 C16 C15 120.8(3) . . ?
C18 C16 C15 110.7(4) . . ?
C13 C16 C15 85.5(3) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O4 C19 O3 123.2(3) . . ?
O4 C19 C20 124.4(3) . . ?
O3 C19 C20 112.4(3) . . ?
C21 C20 C25 118.7(3) . . ?
C21 C20 C19 122.7(3) . . ?
C25 C20 C19 118.6(3) . . ?
C20 C21 C22 120.5(3) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C23 C22 C21 119.4(4) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C24 C23 C22 121.1(4) . . ?
C24 C23 Br1 120.7(3) . . ?
C22 C23 Br1 118.2(3) . . ?
C23 C24 C25 119.5(4) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C24 C25 C20 120.7(3) . . ?
C24 C25 H25 119.7 . . ?
C20 C25 H25 119.7 . . ?
O5 C26 C27 125.7(5) . . ?
O5 C26 C30 124.5(5) . . ?
C27 C26 C30 109.8(4) . . ?
C26 C27 C28 105.9(4) . . ?
C26 C27 H27A 110.6 . . ?
C28 C27 H27A 110.6 . . ?
C26 C27 H27B 110.6 . . ?
C28 C27 H27B 110.6 . . ?
H27A C27 H27B 108.7 . . ?
C27 C28 C29 104.8(4) . . ?
C27 C28 H28A 110.8 . . ?
C29 C28 H28A 110.8 . . ?
C27 C28 H28B 110.8 . . ?
C29 C28 H28B 110.8 . . ?
H28A C28 H28B 108.9 . . ?
O6 C29 C33 104.1(3) . . ?
O6 C29 C30 108.0(3) . . ?
C33 C29 C30 119.5(3) . . ?
O6 C29 C28 109.1(3) . . ?
C33 C29 C28 111.8(3) . . ?
C30 C29 C28 104.2(3) . . ?
C32 C30 C26 110.2(4) . . ?
C32 C30 C29 116.8(3) . . ?
C26 C30 C29 102.2(3) . . ?
C32 C30 C31 110.0(4) . . ?
C26 C30 C31 106.1(4) . . ?
C29 C30 C31 110.8(3) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O7 C33 C34 110.2(3) . . ?
O7 C33 C29 109.2(3) . . ?
C34 C33 C29 102.8(3) . . ?
O7 C33 H33 111.4 . . ?
C34 C33 H33 111.4 . . ?
C29 C33 H33 111.4 . . ?
C33 C34 C35 105.0(3) . . ?
C33 C34 H34A 110.7 . . ?
C35 C34 H34A 110.7 . . ?
C33 C34 H34B 110.7 . . ?
C35 C34 H34B 110.7 . . ?
H34A C34 H34B 108.8 . . ?
O6 C35 C40 106.1(3) . . ?
O6 C35 C34 103.1(3) . . ?
C40 C35 C34 113.8(3) . . ?
O6 C35 C36 108.6(3) . . ?
C40 C35 C36 110.6(3) . . ?
C34 C35 C36 114.0(3) . . ?
C37 C36 C35 116.0(4) . . ?
C37 C36 H36A 108.3 . . ?
C35 C36 H36A 108.3 . . ?
C37 C36 H36B 108.3 . . ?
C35 C36 H36B 108.3 . . ?
H36A C36 H36B 107.4 . . ?
C38 C37 C36 113.2(4) . . ?
C38 C37 H37A 108.9 . . ?
C36 C37 H37A 108.9 . . ?
C38 C37 H37B 108.9 . . ?
C36 C37 H37B 108.9 . . ?
H37A C37 H37B 107.8 . . ?
C37 C38 C39 108.7(4) . . ?
C37 C38 C41 110.7(4) . . ?
C39 C38 C41 88.4(3) . . ?
C37 C38 H38 115.3 . . ?
C39 C38 H38 115.3 . . ?
C41 C38 H38 115.3 . . ?
C38 C39 C40 86.2(3) . . ?
C38 C39 H39A 114.3 . . ?
C40 C39 H39A 114.3 . . ?
C38 C39 H39B 114.3 . . ?
C40 C39 H39B 114.3 . . ?
H39A C39 H39B 111.4 . . ?
C35 C40 C39 109.0(3) . . ?
C35 C40 C41 114.1(3) . . ?
C39 C40 C41 87.5(3) . . ?
C35 C40 H40 114.4 . . ?
C39 C40 H40 114.4 . . ?
C41 C40 H40 114.4 . . ?
C42 C41 C43 107.7(4) . . ?
C42 C41 C38 118.1(4) . . ?
C43 C41 C38 112.3(4) . . ?
C42 C41 C40 121.5(3) . . ?
C43 C41 C40 110.9(4) . . ?
C38 C41 C40 85.0(3) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O8 C44 O7 122.8(4) . . ?
O8 C44 C45 124.3(4) . . ?
O7 C44 C45 112.9(3) . . ?
C46 C45 C50 118.8(4) . . ?
C46 C45 C44 118.9(3) . . ?
C50 C45 C44 122.3(3) . . ?
C47 C46 C45 121.0(4) . . ?
C47 C46 H46 119.5 . . ?
C45 C46 H46 119.5 . . ?
C46 C47 C48 119.4(4) . . ?
C46 C47 H47 120.3 . . ?
C48 C47 H47 120.3 . . ?
C47 C48 C49 121.0(4) . . ?
C47 C48 Br2 119.9(3) . . ?
C49 C48 Br2 119.2(3) . . ?
C50 C49 C48 119.5(4) . . ?
C50 C49 H49 120.2 . . ?
C48 C49 H49 120.2 . . ?
C49 C50 C45 120.4(4) . . ?
C49 C50 H50 119.8 . . ?
C45 C50 H50 119.8 . . ?

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
O1 C1 C2 C3 -176.5(4) . . . . ?
C5 C1 C2 C3 3.5(5) . . . . ?
C1 C2 C3 C4 -25.1(4) . . . . ?
C10 O2 C4 C8 28.4(3) . . . . ?
C10 O2 C4 C5 156.7(3) . . . . ?
C10 O2 C4 C3 -90.9(3) . . . . ?
C2 C3 C4 O2 -77.4(4) . . . . ?
C2 C3 C4 C8 168.0(3) . . . . ?
C2 C3 C4 C5 37.6(4) . . . . ?
O1 C1 C5 C7 -36.3(5) . . . . ?
C2 C1 C5 C7 143.7(4) . . . . ?
O1 C1 C5 C6 83.9(5) . . . . ?
C2 C1 C5 C6 -96.1(4) . . . . ?
O1 C1 C5 C4 -160.4(4) . . . . ?
C2 C1 C5 C4 19.6(4) . . . . ?
O2 C4 C5 C7 -37.9(4) . . . . ?
C8 C4 C5 C7 80.6(4) . . . . ?
C3 C4 C5 C7 -154.2(3) . . . . ?
O2 C4 C5 C1 81.9(3) . . . . ?
C8 C4 C5 C1 -159.5(3) . . . . ?
C3 C4 C5 C1 -34.4(3) . . . . ?
O2 C4 C5 C6 -165.6(3) . . . . ?
C8 C4 C5 C6 -47.0(4) . . . . ?
C3 C4 C5 C6 78.1(4) . . . . ?
C19 O3 C8 C9 -81.2(3) . . . . ?
C19 O3 C8 C4 167.2(3) . . . . ?
O2 C4 C8 O3 80.6(3) . . . . ?
C5 C4 C8 O3 -39.9(4) . . . . ?
C3 C4 C8 O3 -161.4(3) . . . . ?
O2 C4 C8 C9 -36.6(3) . . . . ?
C5 C4 C8 C9 -157.0(3) . . . . ?
C3 C4 C8 C9 81.5(3) . . . . ?
O3 C8 C9 C10 -83.7(3) . . . . ?
C4 C8 C9 C10 31.8(3) . . . . ?
C4 O2 C10 C15 -127.1(3) . . . . ?
C4 O2 C10 C9 -8.1(3) . . . . ?
C4 O2 C10 C11 113.6(3) . . . . ?
C8 C9 C10 O2 -15.6(4) . . . . ?
C8 C9 C10 C15 98.6(3) . . . . ?
C8 C9 C10 C11 -133.6(3) . . . . ?
O2 C10 C11 C12 116.9(4) . . . . ?
C15 C10 C11 C12 0.8(5) . . . . ?
C9 C10 C11 C12 -127.8(4) . . . . ?
C10 C11 C12 C13 -2.5(6) . . . . ?
C11 C12 C13 C14 -45.3(6) . . . . ?
C11 C12 C13 C16 50.1(6) . . . . ?
C12 C13 C14 C15 84.9(4) . . . . ?
C16 C13 C14 C15 -26.3(3) . . . . ?
O2 C10 C15 C14 -69.2(4) . . . . ?
C9 C10 C15 C14 177.8(3) . . . . ?
C11 C10 C15 C14 48.5(4) . . . . ?
O2 C10 C15 C16 -164.7(3) . . . . ?
C9 C10 C15 C16 82.3(4) . . . . ?
C11 C10 C15 C16 -47.0(4) . . . . ?
C13 C14 C15 C10 -88.0(4) . . . . ?
C13 C14 C15 C16 26.1(4) . . . . ?
C12 C13 C16 C17 40.2(6) . . . . ?
C14 C13 C16 C17 149.0(4) . . . . ?
C12 C13 C16 C18 166.9(4) . . . . ?
C14 C13 C16 C18 -84.3(4) . . . . ?
C12 C13 C16 C15 -82.6(4) . . . . ?
C14 C13 C16 C15 26.2(3) . . . . ?
C10 C15 C16 C17 -37.4(6) . . . . ?
C14 C15 C16 C17 -146.3(5) . . . . ?
C10 C15 C16 C18 -165.5(4) . . . . ?
C14 C15 C16 C18 85.6(5) . . . . ?
C10 C15 C16 C13 83.0(4) . . . . ?
C14 C15 C16 C13 -26.0(3) . . . . ?
C8 O3 C19 O4 2.5(5) . . . . ?
C8 O3 C19 C20 -176.0(3) . . . . ?
O4 C19 C20 C21 -176.8(4) . . . . ?
O3 C19 C20 C21 1.6(5) . . . . ?
O4 C19 C20 C25 1.5(6) . . . . ?
O3 C19 C20 C25 179.9(3) . . . . ?
C25 C20 C21 C22 -2.9(6) . . . . ?
C19 C20 C21 C22 175.5(4) . . . . ?
C20 C21 C22 C23 1.1(6) . . . . ?
C21 C22 C23 C24 1.4(6) . . . . ?
C21 C22 C23 Br1 -178.8(3) . . . . ?
C22 C23 C24 C25 -2.0(7) . . . . ?
Br1 C23 C24 C25 178.2(3) . . . . ?
C23 C24 C25 C20 0.2(7) . . . . ?
C21 C20 C25 C24 2.2(6) . . . . ?
C19 C20 C25 C24 -176.2(4) . . . . ?
O5 C26 C27 C28 177.2(5) . . . . ?
C30 C26 C27 C28 -3.1(6) . . . . ?
C26 C27 C28 C29 -19.3(5) . . . . ?
C35 O6 C29 C33 21.5(4) . . . . ?
C35 O6 C29 C30 149.5(3) . . . . ?
C35 O6 C29 C28 -97.9(4) . . . . ?
C27 C28 C29 O6 -80.7(4) . . . . ?
C27 C28 C29 C33 164.8(4) . . . . ?
C27 C28 C29 C30 34.4(5) . . . . ?
O5 C26 C30 C32 -31.4(7) . . . . ?
C27 C26 C30 C32 148.9(4) . . . . ?
O5 C26 C30 C29 -156.2(5) . . . . ?
C27 C26 C30 C29 24.1(5) . . . . ?
O5 C26 C30 C31 87.6(6) . . . . ?
C27 C26 C30 C31 -92.1(5) . . . . ?
O6 C29 C30 C32 -39.8(4) . . . . ?
C33 C29 C30 C32 78.8(4) . . . . ?
C28 C29 C30 C32 -155.6(4) . . . . ?
O6 C29 C30 C26 80.6(4) . . . . ?
C33 C29 C30 C26 -160.9(3) . . . . ?
C28 C29 C30 C26 -35.3(4) . . . . ?
O6 C29 C30 C31 -166.8(3) . . . . ?
C33 C29 C30 C31 -48.2(5) . . . . ?
C28 C29 C30 C31 77.4(4) . . . . ?
C44 O7 C33 C34 -88.1(4) . . . . ?
C44 O7 C33 C29 159.7(3) . . . . ?
O6 C29 C33 O7 82.9(3) . . . . ?
C30 C29 C33 O7 -37.6(4) . . . . ?
C28 C29 C33 O7 -159.6(3) . . . . ?
O6 C29 C33 C34 -34.1(3) . . . . ?
C30 C29 C33 C34 -154.6(3) . . . . ?
C28 C29 C33 C34 83.5(4) . . . . ?
O7 C33 C34 C35 -81.9(4) . . . . ?
C29 C33 C34 C35 34.4(4) . . . . ?
C29 O6 C35 C40 -119.9(3) . . . . ?
C29 O6 C35 C34 0.0(4) . . . . ?
C29 O6 C35 C36 121.2(3) . . . . ?
C33 C34 C35 O6 -21.7(4) . . . . ?
C33 C34 C35 C40 92.7(4) . . . . ?
C33 C34 C35 C36 -139.2(4) . . . . ?
O6 C35 C36 C37 119.1(4) . . . . ?
C40 C35 C36 C37 3.1(5) . . . . ?
C34 C35 C36 C37 -126.6(4) . . . . ?
C35 C36 C37 C38 -5.0(6) . . . . ?
C36 C37 C38 C39 -43.7(5) . . . . ?
C36 C37 C38 C41 51.8(5) . . . . ?
C37 C38 C39 C40 84.4(4) . . . . ?
C41 C38 C39 C40 -26.9(3) . . . . ?
O6 C35 C40 C39 -70.1(4) . . . . ?
C34 C35 C40 C39 177.3(3) . . . . ?
C36 C35 C40 C39 47.5(4) . . . . ?
O6 C35 C40 C41 -166.0(3) . . . . ?
C34 C35 C40 C41 81.3(4) . . . . ?
C36 C35 C40 C41 -48.5(4) . . . . ?
C38 C39 C40 C35 -87.9(4) . . . . ?
C38 C39 C40 C41 26.7(3) . . . . ?
C37 C38 C41 C42 40.5(5) . . . . ?
C39 C38 C41 C42 149.9(4) . . . . ?
C37 C38 C41 C43 166.7(4) . . . . ?
C39 C38 C41 C43 -83.9(4) . . . . ?
C37 C38 C41 C40 -82.7(4) . . . . ?
C39 C38 C41 C40 26.7(3) . . . . ?
C35 C40 C41 C42 -36.8(6) . . . . ?
C39 C40 C41 C42 -146.5(4) . . . . ?
C35 C40 C41 C43 -164.7(4) . . . . ?
C39 C40 C41 C43 85.5(4) . . . . ?
C35 C40 C41 C38 83.3(4) . . . . ?
C39 C40 C41 C38 -26.5(3) . . . . ?
C33 O7 C44 O8 -0.4(5) . . . . ?
C33 O7 C44 C45 178.7(3) . . . . ?
O8 C44 C45 C46 -13.3(6) . . . . ?
O7 C44 C45 C46 167.5(4) . . . . ?
O8 C44 C45 C50 165.5(4) . . . . ?
O7 C44 C45 C50 -13.7(5) . . . . ?
C50 C45 C46 C47 -0.6(6) . . . . ?
C44 C45 C46 C47 178.3(4) . . . . ?
C45 C46 C47 C48 0.1(7) . . . . ?
C46 C47 C48 C49 0.7(7) . . . . ?
C46 C47 C48 Br2 -178.8(4) . . . . ?
C47 C48 C49 C50 -1.0(6) . . . . ?
Br2 C48 C49 C50 178.5(3) . . . . ?
C48 C49 C50 C45 0.5(6) . . . . ?
C46 C45 C50 C49 0.3(6) . . . . ?
C44 C45 C50 C49 -178.6(4) . . . . ?

_refine_diff_density_max         0.215
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.032

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_mo_d8v17203_0m
_database_code_depnum_ccdc_archive 'CCDC 1946770'
loop_
_audit_author_name
_audit_author_address
'Shichao Lu'
;Institute of Materia Medica, Chinese Academy of Medical Sciences
China
;
_audit_update_record             
;
2019-08-13 deposited with the CCDC.	2020-02-14 downloaded from the CCDC.
;
_audit_creation_date             2017-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/8
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H31 Br O4'
_chemical_formula_sum            'C25 H31 Br O4'
_chemical_formula_weight         475.41
_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'
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                   6.7572(4)
_cell_length_b                   14.2840(7)
_cell_length_c                   23.8212(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2299.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7124
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      30.521
_cell_measurement_theta_min      2.978
_shelx_estimated_absorpt_T_max   0.915
_shelx_estimated_absorpt_T_min   0.713
_exptl_absorpt_coefficient_mu    1.816
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4251
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1359 before and 0.0797 after correction. The Ratio of minimum to maximum transmission is 0.5698. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_av_unetI/netI     0.0852
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            25510
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.561
_diffrn_reflns_theta_min         1.662
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.757
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                4702
_reflns_number_total             6978
_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         0.326
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 
;
 Flack x determined using 1469 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.038(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         6978
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0514
_refine_ls_restrained_S_all      1.030
_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)+(0.0322P)²+0.1459P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0870
_refine_ls_wR_factor_ref         0.1015
_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:
 C6(H6), C9(H9), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B), C10(H10A,H10B), C12(H12A,H12B),
 C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C21(H21), C22(H22), C24(H24), C25(H25)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C)
;
_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 0.25302(7) 0.57045(3) 0.74344(2) 0.04422(14) Uani 1 1 d . . . . .
O1 O 0.5910(4) 0.47832(16) 0.38098(10) 0.0215(5) Uani 1 1 d . . . . .
O2 O 0.3676(6) 0.7125(2) 0.31797(14) 0.0583(10) Uani 1 1 d . . . . .
O3 O 0.7100(3) 0.54298(17) 0.49042(10) 0.0243(6) Uani 1 1 d . . . . .
O4 O 0.9851(4) 0.5436(2) 0.54339(12) 0.0426(8) Uani 1 1 d . . . . .
C1 C 0.7010(5) 0.5634(2) 0.39052(15) 0.0237(8) Uani 1 1 d . . . . .
C2 C 0.5517(6) 0.6449(2) 0.39548(16) 0.0259(8) Uani 1 1 d . . . . .
C3 C 0.5094(7) 0.6686(3) 0.33389(19) 0.0356(10) Uani 1 1 d . . . . .
C4 C 0.6689(7) 0.6283(3) 0.29704(19) 0.0410(11) Uani 1 1 d . . . . .
H4A H 0.7283 0.6775 0.2731 0.049 Uiso 1 1 calc R . . . .
H4B H 0.6149 0.5783 0.2726 0.049 Uiso 1 1 calc R . . . .
C5 C 0.8221(6) 0.5885(3) 0.33767(16) 0.0311(9) Uani 1 1 d . . . . .
H5A H 0.9250 0.6356 0.3465 0.037 Uiso 1 1 calc R . . . .
H5B H 0.8865 0.5322 0.3217 0.037 Uiso 1 1 calc R . . . .
C6 C 0.8320(5) 0.5394(3) 0.44008(15) 0.0246(8) Uani 1 1 d . . . . .
H6 H 0.9495 0.5817 0.4427 0.030 Uiso 1 1 calc R . . . .
C7 C 0.8906(5) 0.4391(3) 0.42748(15) 0.0242(8) Uani 1 1 d . . . . .
H7A H 0.9241 0.4050 0.4624 0.029 Uiso 1 1 calc R . . . .
H7B H 1.0057 0.4369 0.4018 0.029 Uiso 1 1 calc R . . . .
C8 C 0.7047(5) 0.3966(2) 0.39933(15) 0.0215(8) Uani 1 1 d . . . . .
C9 C 0.7499(7) 0.3383(2) 0.34721(13) 0.0229(7) Uani 1 1 d . . . . .
H9 H 0.8148 0.3739 0.3161 0.027 Uiso 1 1 calc R . . . .
C10 C 0.5616(6) 0.2845(3) 0.32948(16) 0.0302(9) Uani 1 1 d . . . . .
H10A H 0.5603 0.2646 0.2897 0.036 Uiso 1 1 calc R . . . .
H10B H 0.4362 0.3156 0.3401 0.036 Uiso 1 1 calc R . . . .
C11 C 0.6305(6) 0.2077(3) 0.37100(18) 0.0291(10) Uani 1 1 d . . . . .
H11 H 0.6013 0.1419 0.3592 0.035 Uiso 1 1 calc R . . . .
C12 C 0.5663(6) 0.2330(3) 0.43016(17) 0.0290(9) Uani 1 1 d . . . . .
H12A H 0.6562 0.2027 0.4575 0.035 Uiso 1 1 calc R . . . .
H12B H 0.4310 0.2088 0.4368 0.035 Uiso 1 1 calc R . . . .
C13 C 0.5685(6) 0.3407(3) 0.43984(17) 0.0287(9) Uani 1 1 d . . . . .
H13A H 0.6115 0.3530 0.4789 0.034 Uiso 1 1 calc R . . . .
H13B H 0.4316 0.3645 0.4359 0.034 Uiso 1 1 calc R . . . .
C14 C 0.8467(6) 0.2413(3) 0.35999(17) 0.0256(9) Uani 1 1 d . . . . .
C15 C 0.9992(6) 0.2311(3) 0.40655(18) 0.0328(10) Uani 1 1 d . . . . .
H15A H 1.1182 0.2668 0.3968 0.049 Uiso 1 1 calc GR . . . .
H15B H 1.0336 0.1649 0.4111 0.049 Uiso 1 1 calc GR . . . .
H15C H 0.9441 0.2550 0.4418 0.049 Uiso 1 1 calc GR . . . .
C16 C 0.9359(7) 0.2001(3) 0.30648(18) 0.0397(11) Uani 1 1 d . . . . .
H16A H 0.8396 0.2048 0.2758 0.060 Uiso 1 1 calc GR . . . .
H16B H 0.9694 0.1342 0.3128 0.060 Uiso 1 1 calc GR . . . .
H16C H 1.0558 0.2349 0.2965 0.060 Uiso 1 1 calc GR . . . .
C17 C 0.6533(7) 0.7323(3) 0.4207(2) 0.0438(12) Uani 1 1 d . . . . .
H17A H 0.5619 0.7856 0.4193 0.066 Uiso 1 1 calc GR . . . .
H17B H 0.7725 0.7471 0.3990 0.066 Uiso 1 1 calc GR . . . .
H17C H 0.6899 0.7198 0.4598 0.066 Uiso 1 1 calc GR . . . .
C18 C 0.3595(6) 0.6252(3) 0.42670(19) 0.0381(11) Uani 1 1 d . . . . .
H18A H 0.2645 0.6755 0.4192 0.057 Uiso 1 1 calc GR . . . .
H18B H 0.3858 0.6219 0.4671 0.057 Uiso 1 1 calc GR . . . .
H18C H 0.3044 0.5654 0.4139 0.057 Uiso 1 1 calc GR . . . .
C19 C 0.8066(6) 0.5456(3) 0.53956(16) 0.0280(9) Uani 1 1 d . . . . .
C20 C 0.6693(5) 0.5513(2) 0.58797(16) 0.0251(8) Uani 1 1 d . . . . .
C21 C 0.4672(6) 0.5353(2) 0.58225(16) 0.0248(8) Uani 1 1 d . . . . .
H21 H 0.4135 0.5206 0.5465 0.030 Uiso 1 1 calc R . . . .
C22 C 0.3441(6) 0.5406(2) 0.62873(16) 0.0272(9) Uani 1 1 d . . . . .
H22 H 0.2064 0.5285 0.6252 0.033 Uiso 1 1 calc R . . . .
C23 C 0.4241(6) 0.5637(3) 0.67998(16) 0.0290(8) Uani 1 1 d . . . . .
C24 C 0.6226(6) 0.5815(3) 0.68640(17) 0.0381(10) Uani 1 1 d . . . . .
H24 H 0.6745 0.5989 0.7220 0.046 Uiso 1 1 calc R . . . .
C25 C 0.7451(7) 0.5738(3) 0.64032(15) 0.0382(9) Uani 1 1 d . . . . .
H25 H 0.8832 0.5840 0.6445 0.046 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 C23 1.906(4) . ?
O1 C1 1.442(4) . ?
O1 C8 1.464(4) . ?
O2 C3 1.206(5) . ?
O3 C6 1.456(4) . ?
O3 C19 1.340(4) . ?
O4 C19 1.210(4) . ?
C1 C2 1.545(5) . ?
C1 C5 1.544(5) . ?
C1 C6 1.515(5) . ?
C2 C3 1.533(6) . ?
C2 C17 1.547(5) . ?
C2 C18 1.523(6) . ?
C3 C4 1.505(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.527(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6 1.0000 . ?
C6 C7 1.516(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.547(5) . ?
C8 C9 1.526(5) . ?
C8 C13 1.555(5) . ?
C9 H9 1.0000 . ?
C9 C10 1.545(6) . ?
C9 C14 1.562(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.549(5) . ?
C11 H11 1.0000 . ?
C11 C12 1.518(6) . ?
C11 C14 1.560(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.555(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.522(5) . ?
C14 C16 1.528(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.482(5) . ?
C20 C21 1.391(5) . ?
C20 C25 1.386(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.387(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.375(5) . ?
C23 C24 1.373(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.379(5) . ?
C25 H25 0.9500 . ?

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
C1 O1 C8 110.7(2) . . ?
C19 O3 C6 116.4(3) . . ?
O1 C1 C2 108.1(3) . . ?
O1 C1 C5 109.9(3) . . ?
O1 C1 C6 103.5(3) . . ?
C5 C1 C2 103.5(3) . . ?
C6 C1 C2 119.5(3) . . ?
C6 C1 C5 112.2(3) . . ?
C1 C2 C17 110.4(3) . . ?
C3 C2 C1 102.4(3) . . ?
C3 C2 C17 106.1(3) . . ?
C18 C2 C1 117.0(3) . . ?
C18 C2 C3 110.4(3) . . ?
C18 C2 C17 109.8(4) . . ?
O2 C3 C2 124.3(4) . . ?
O2 C3 C4 125.8(4) . . ?
C4 C3 C2 109.9(4) . . ?
C3 C4 H4A 110.7 . . ?
C3 C4 H4B 110.7 . . ?
C3 C4 C5 105.0(3) . . ?
H4A C4 H4B 108.8 . . ?
C5 C4 H4A 110.7 . . ?
C5 C4 H4B 110.8 . . ?
C1 C5 H5A 110.9 . . ?
C1 C5 H5B 110.9 . . ?
C4 C5 C1 104.1(3) . . ?
C4 C5 H5A 110.9 . . ?
C4 C5 H5B 110.9 . . ?
H5A C5 H5B 109.0 . . ?
O3 C6 C1 107.6(3) . . ?
O3 C6 H6 112.1 . . ?
O3 C6 C7 110.1(3) . . ?
C1 C6 H6 112.1 . . ?
C1 C6 C7 102.3(3) . . ?
C7 C6 H6 112.1 . . ?
C6 C7 H7A 110.9 . . ?
C6 C7 H7B 110.9 . . ?
C6 C7 C8 104.1(3) . . ?
H7A C7 H7B 109.0 . . ?
C8 C7 H7A 110.9 . . ?
C8 C7 H7B 110.9 . . ?
O1 C8 C7 104.1(3) . . ?
O1 C8 C9 107.3(3) . . ?
O1 C8 C13 106.5(3) . . ?
C7 C8 C13 114.4(3) . . ?
C9 C8 C7 113.8(3) . . ?
C9 C8 C13 110.0(3) . . ?
C8 C9 H9 114.3 . . ?
C8 C9 C10 109.2(3) . . ?
C8 C9 C14 114.2(3) . . ?
C10 C9 H9 114.3 . . ?
C10 C9 C14 87.5(3) . . ?
C14 C9 H9 114.3 . . ?
C9 C10 H10A 114.3 . . ?
C9 C10 H10B 114.3 . . ?
C9 C10 C11 86.0(3) . . ?
H10A C10 H10B 111.5 . . ?
C11 C10 H10A 114.3 . . ?
C11 C10 H10B 114.3 . . ?
C10 C11 H11 115.3 . . ?
C10 C11 C14 87.5(3) . . ?
C12 C11 C10 109.7(3) . . ?
C12 C11 H11 115.3 . . ?
C12 C11 C14 110.5(3) . . ?
C14 C11 H11 115.3 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C11 C12 C13 111.8(3) . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C8 C13 H13A 108.5 . . ?
C8 C13 H13B 108.5 . . ?
C12 C13 C8 115.0(3) . . ?
C12 C13 H13A 108.5 . . ?
C12 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C11 C14 C9 85.1(3) . . ?
C15 C14 C9 120.7(3) . . ?
C15 C14 C11 118.8(3) . . ?
C15 C14 C16 107.7(3) . . ?
C16 C14 C9 110.1(3) . . ?
C16 C14 C11 113.0(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C17 H17A 109.5 . . ?
C2 C17 H17B 109.5 . . ?
C2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C2 C18 H18A 109.5 . . ?
C2 C18 H18B 109.5 . . ?
C2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 C20 112.1(3) . . ?
O4 C19 O3 123.4(4) . . ?
O4 C19 C20 124.5(4) . . ?
C21 C20 C19 121.9(3) . . ?
C25 C20 C19 118.8(3) . . ?
C25 C20 C21 119.3(4) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.1(4) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 119.1(4) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 Br1 118.5(3) . . ?
C24 C23 Br1 119.7(3) . . ?
C24 C23 C22 121.8(4) . . ?
C23 C24 H24 120.6 . . ?
C23 C24 C25 118.9(4) . . ?
C25 C24 H24 120.6 . . ?
C20 C25 H25 119.6 . . ?
C24 C25 C20 120.8(4) . . ?
C24 C25 H25 119.6 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
