# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_160413_m6_db_oh
_database_code_depnum_ccdc_archive 'CCDC 1820802'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-03-06 downloaded from the CCDC.
;
_audit_creation_date             2016-04-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C23 H26 Br2 O2'
_chemical_formula_sum            'C23 H26 Br2 O2'
_chemical_formula_weight         494.26
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 n2 o8 Br1'
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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   7.5979(5)
_cell_length_b                   14.0001(10)
_cell_length_c                   19.6290(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2088.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3862
_cell_measurement_temperature    170.8
_cell_measurement_theta_max      29.5498
_cell_measurement_theta_min      3.0834
_exptl_absorpt_coefficient_mu    3.898
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.23
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12839
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.09
_diffrn_ambient_temperature      170.8
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0179598000
_diffrn_orient_matrix_UB_12      0.0475459000
_diffrn_orient_matrix_UB_13      -0.0100985000
_diffrn_orient_matrix_UB_21      -0.0304194000
_diffrn_orient_matrix_UB_22      0.0167934000
_diffrn_orient_matrix_UB_23      0.0320763000
_diffrn_orient_matrix_UB_31      0.0864719000
_diffrn_orient_matrix_UB_32      -0.0039274000
_diffrn_orient_matrix_UB_33      0.0133370000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3335
_reflns_number_total             3806
_reflns_odcompleteness_completeness 99.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 'Flack (1983), 1615 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.004(11)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         3806
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0354
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0420P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0832
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8a,H8b), C10(H10a,H10b)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C17(H17)
2.c Idealised Me refined as rotating group:
 C18(H18a,H18b,H18c), C19(H19a,H19b,H19c), C20(H20a,H20b,H20c), C21(H21a,H21b,
 H21c), C22(H22a,H22b,H22c), C23(H23a,H23b,H23c)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Br1 Br 0.75737(6) 0.27026(3) 0.169145(17) 0.03045(12) Uani 1 d . . .
Br2 Br 0.74163(7) -0.02173(3) 0.244445(18) 0.03362(13) Uani 1 d . . .
O1 O 0.8666(4) 0.3569(2) 0.30552(14) 0.0267(7) Uani 1 d . . .
H1 H 0.8863 0.3674 0.2641 0.040 Uiso 1 calc . . GR
O2 O 0.8448(4) -0.0945(2) 0.10068(15) 0.0322(7) Uani 1 d . . .
H2 H 0.8793 -0.1029 0.1409 0.048 Uiso 1 calc . . GR
C1 C 0.6550(4) 0.2476(3) 0.25626(18) 0.0186(8) Uani 1 d . . .
C2 C 0.7272(5) 0.2950(2) 0.31174(18) 0.0193(8) Uani 1 d . . .
C3 C 0.6569(5) 0.2823(3) 0.3771(2) 0.0237(9) Uani 1 d . . .
C4 C 0.5148(5) 0.2199(3) 0.3844(2) 0.0236(9) Uani 1 d . . .
H4 H 0.4650 0.2102 0.4282 0.028 Uiso 1 calc . . R
C5 C 0.4451(5) 0.1719(3) 0.3289(2) 0.0193(9) Uani 1 d . . .
C6 C 0.5146(4) 0.1851(3) 0.26388(19) 0.0175(8) Uani 1 d . . .
C7 C 0.4071(5) 0.1324(3) 0.21086(18) 0.0168(8) Uani 1 d . . .
C8 C 0.2960(5) 0.0635(3) 0.25582(18) 0.0203(9) Uani 1 d . . .
H8A H 0.1764 0.0562 0.2365 0.024 Uiso 1 calc . . R
H8B H 0.3522 -0.0002 0.2576 0.024 Uiso 1 calc . . R
C9 C 0.2853(5) 0.1070(3) 0.32847(19) 0.0216(8) Uani 1 d . . .
C10 C 0.2933(5) 0.2044(3) 0.16835(18) 0.0236(9) Uani 1 d . . .
H10A H 0.1740 0.2098 0.1883 0.028 Uiso 1 calc . . R
H10B H 0.3486 0.2684 0.1687 0.028 Uiso 1 calc . . R
C11 C 0.2812(5) 0.1666(3) 0.09482(18) 0.0225(9) Uani 1 d . . .
C12 C 0.4372(5) 0.1012(3) 0.0907(2) 0.0204(9) Uani 1 d . . .
C13 C 0.5069(5) 0.0791(3) 0.15445(19) 0.0189(8) Uani 1 d . . .
C14 C 0.6423(5) 0.0136(3) 0.15872(19) 0.0203(8) Uani 1 d . . .
C15 C 0.7136(5) -0.0291(3) 0.10007(19) 0.0226(9) Uani 1 d . . .
C16 C 0.6464(5) -0.0050(3) 0.03600(19) 0.0249(9) Uani 1 d . . .
C17 C 0.5093(5) 0.0594(3) 0.0323(2) 0.0238(9) Uani 1 d . . .
H17 H 0.4627 0.0759 -0.0111 0.029 Uiso 1 calc . . R
C18 C 0.7357(7) 0.3333(3) 0.43705(19) 0.0314(9) Uani 1 d . . .
H18A H 0.8611 0.3177 0.4403 0.047 Uiso 1 calc . . GR
H18B H 0.6756 0.3132 0.4788 0.047 Uiso 1 calc . . GR
H18C H 0.7217 0.4024 0.4311 0.047 Uiso 1 calc . . GR
C19 C 0.2963(5) 0.0292(3) 0.3833(2) 0.0326(10) Uani 1 d . . .
H19A H 0.1950 -0.0137 0.3791 0.049 Uiso 1 calc . . GR
H19B H 0.2955 0.0590 0.4285 0.049 Uiso 1 calc . . GR
H19C H 0.4053 -0.0073 0.3774 0.049 Uiso 1 calc . . GR
C20 C 0.1173(5) 0.1655(3) 0.3388(2) 0.0316(11) Uani 1 d . . .
H20A H 0.1113 0.2160 0.3044 0.047 Uiso 1 calc . . GR
H20B H 0.1185 0.1943 0.3844 0.047 Uiso 1 calc . . GR
H20C H 0.0145 0.1237 0.3344 0.047 Uiso 1 calc . . GR
C21 C 0.1118(5) 0.1092(4) 0.0821(2) 0.0358(12) Uani 1 d . . .
H21A H 0.1038 0.0570 0.1152 0.054 Uiso 1 calc . . GR
H21B H 0.1140 0.0827 0.0359 0.054 Uiso 1 calc . . GR
H21C H 0.0095 0.1513 0.0871 0.054 Uiso 1 calc . . GR
C22 C 0.2903(6) 0.2499(3) 0.0434(2) 0.0372(11) Uani 1 d . . .
H22A H 0.1925 0.2941 0.0517 0.056 Uiso 1 calc . . GR
H22B H 0.2818 0.2247 -0.0031 0.056 Uiso 1 calc . . GR
H22C H 0.4022 0.2839 0.0488 0.056 Uiso 1 calc . . GR
C23 C 0.7247(6) -0.0496(3) -0.0267(2) 0.0409(11) Uani 1 d . . .
H23A H 0.8516 -0.0372 -0.0278 0.061 Uiso 1 calc . . GR
H23B H 0.6696 -0.0219 -0.0674 0.061 Uiso 1 calc . . GR
H23C H 0.7039 -0.1186 -0.0260 0.061 Uiso 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 C1 1.905(4) . ?
Br2 C14 1.910(4) . ?
O1 H1 0.8400 . ?
O1 C2 1.375(4) . ?
O2 H2 0.8400 . ?
O2 C15 1.353(4) . ?
C1 C2 1.388(5) . ?
C1 C6 1.388(5) . ?
C2 C3 1.401(5) . ?
C3 C4 1.396(5) . ?
C3 C18 1.500(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(6) . ?
C5 C6 1.393(5) . ?
C5 C9 1.516(5) . ?
C6 C7 1.515(5) . ?
C7 C8 1.556(5) . ?
C7 C10 1.568(5) . ?
C7 C13 1.536(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.553(5) . ?
C9 C19 1.534(5) . ?
C9 C20 1.530(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.540(5) . ?
C11 C12 1.500(5) . ?
C11 C21 1.538(6) . ?
C11 C22 1.545(5) . ?
C12 C13 1.394(5) . ?
C12 C17 1.398(5) . ?
C13 C14 1.380(5) . ?
C14 C15 1.406(5) . ?
C15 C16 1.399(5) . ?
C16 C17 1.379(6) . ?
C16 C23 1.504(5) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

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 O1 H1 109.5 . . ?
C15 O2 H2 109.5 . . ?
C2 C1 Br1 117.6(3) . . ?
C6 C1 Br1 121.0(3) . . ?
C6 C1 C2 121.4(3) . . ?
O1 C2 C1 122.4(3) . . ?
O1 C2 C3 117.0(3) . . ?
C1 C2 C3 120.5(3) . . ?
C2 C3 C18 120.4(3) . . ?
C4 C3 C2 117.8(3) . . ?
C4 C3 C18 121.8(4) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 C3 121.3(4) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 120.7(3) . . ?
C4 C5 C9 126.9(4) . . ?
C6 C5 C9 112.3(3) . . ?
C1 C6 C5 118.3(3) . . ?
C1 C6 C7 130.4(3) . . ?
C5 C6 C7 111.1(3) . . ?
C6 C7 C8 101.8(3) . . ?
C6 C7 C10 110.4(3) . . ?
C6 C7 C13 117.8(3) . . ?
C8 C7 C10 113.6(3) . . ?
C13 C7 C8 112.1(3) . . ?
C13 C7 C10 101.6(3) . . ?
C7 C8 H8A 110.1 . . ?
C7 C8 H8B 110.1 . . ?
H8A C8 H8B 108.5 . . ?
C9 C8 C7 107.8(3) . . ?
C9 C8 H8A 110.1 . . ?
C9 C8 H8B 110.1 . . ?
C5 C9 C8 101.4(3) . . ?
C5 C9 C19 112.2(3) . . ?
C5 C9 C20 110.3(3) . . ?
C19 C9 C8 111.3(3) . . ?
C20 C9 C8 112.1(3) . . ?
C20 C9 C19 109.4(3) . . ?
C7 C10 H10A 110.1 . . ?
C7 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
C11 C10 C7 108.1(3) . . ?
C11 C10 H10A 110.1 . . ?
C11 C10 H10B 110.1 . . ?
C10 C11 C22 110.5(3) . . ?
C12 C11 C10 102.3(3) . . ?
C12 C11 C21 109.5(3) . . ?
C12 C11 C22 113.0(3) . . ?
C21 C11 C10 112.4(3) . . ?
C21 C11 C22 109.0(3) . . ?
C13 C12 C11 112.8(3) . . ?
C13 C12 C17 119.6(4) . . ?
C17 C12 C11 127.5(4) . . ?
C12 C13 C7 110.6(3) . . ?
C14 C13 C7 130.3(3) . . ?
C14 C13 C12 119.0(3) . . ?
C13 C14 Br2 121.3(3) . . ?
C13 C14 C15 121.4(3) . . ?
C15 C14 Br2 117.3(3) . . ?
O2 C15 C14 124.4(3) . . ?
O2 C15 C16 116.1(3) . . ?
C16 C15 C14 119.5(3) . . ?
C15 C16 C23 119.4(4) . . ?
C17 C16 C15 118.8(3) . . ?
C17 C16 C23 121.8(4) . . ?
C12 C17 H17 119.1 . . ?
C16 C17 C12 121.7(4) . . ?
C16 C17 H17 119.1 . . ?
C3 C18 H18A 109.5 . . ?
C3 C18 H18B 109.5 . . ?
C3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 C19 H19A 109.5 . . ?
C9 C19 H19B 109.5 . . ?
C9 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 C20 H20A 109.5 . . ?
C9 C20 H20B 109.5 . . ?
C9 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C11 C21 H21A 109.5 . . ?
C11 C21 H21B 109.5 . . ?
C11 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C11 C22 H22A 109.5 . . ?
C11 C22 H22B 109.5 . . ?
C11 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C16 C23 H23A 109.5 . . ?
C16 C23 H23B 109.5 . . ?
C16 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

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 C1 C2 O1 0.4(5) . . . . ?
Br1 C1 C2 C3 179.3(3) . . . . ?
Br1 C1 C6 C5 -179.7(3) . . . . ?
Br1 C1 C6 C7 -6.0(5) . . . . ?
Br2 C14 C15 O2 1.3(5) . . . . ?
Br2 C14 C15 C16 -179.5(3) . . . . ?
O1 C2 C3 C4 179.8(3) . . . . ?
O1 C2 C3 C18 -1.4(5) . . . . ?
O2 C15 C16 C17 178.3(3) . . . . ?
O2 C15 C16 C23 -1.6(5) . . . . ?
C1 C2 C3 C4 0.9(6) . . . . ?
C1 C2 C3 C18 179.7(3) . . . . ?
C1 C6 C7 C8 170.7(4) . . . . ?
C1 C6 C7 C10 -68.3(5) . . . . ?
C1 C6 C7 C13 47.7(5) . . . . ?
C2 C1 C6 C5 0.9(5) . . . . ?
C2 C1 C6 C7 174.6(4) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C3 C4 C5 C6 -0.4(6) . . . . ?
C3 C4 C5 C9 -176.1(4) . . . . ?
C4 C5 C6 C1 0.0(5) . . . . ?
C4 C5 C6 C7 -174.9(3) . . . . ?
C4 C5 C9 C8 -170.9(4) . . . . ?
C4 C5 C9 C19 -52.0(5) . . . . ?
C4 C5 C9 C20 70.2(5) . . . . ?
C5 C6 C7 C8 -15.2(4) . . . . ?
C5 C6 C7 C10 105.8(4) . . . . ?
C5 C6 C7 C13 -138.2(3) . . . . ?
C6 C1 C2 O1 179.8(3) . . . . ?
C6 C1 C2 C3 -1.3(5) . . . . ?
C6 C5 C9 C8 13.1(4) . . . . ?
C6 C5 C9 C19 132.0(4) . . . . ?
C6 C5 C9 C20 -105.7(4) . . . . ?
C6 C7 C8 C9 23.2(4) . . . . ?
C6 C7 C10 C11 145.6(3) . . . . ?
C6 C7 C13 C12 -131.6(4) . . . . ?
C6 C7 C13 C14 51.4(5) . . . . ?
C7 C8 C9 C5 -22.3(4) . . . . ?
C7 C8 C9 C19 -141.9(3) . . . . ?
C7 C8 C9 C20 95.3(4) . . . . ?
C7 C10 C11 C12 -21.2(4) . . . . ?
C7 C10 C11 C21 96.1(4) . . . . ?
C7 C10 C11 C22 -141.8(3) . . . . ?
C7 C13 C14 Br2 -2.1(5) . . . . ?
C7 C13 C14 C15 178.4(3) . . . . ?
C8 C7 C10 C11 -100.7(3) . . . . ?
C8 C7 C13 C12 110.8(3) . . . . ?
C8 C7 C13 C14 -66.2(5) . . . . ?
C9 C5 C6 C1 176.2(3) . . . . ?
C9 C5 C6 C7 1.4(4) . . . . ?
C10 C7 C8 C9 -95.6(3) . . . . ?
C10 C7 C13 C12 -10.9(4) . . . . ?
C10 C7 C13 C14 172.1(4) . . . . ?
C10 C11 C12 C13 14.8(4) . . . . ?
C10 C11 C12 C17 -168.2(4) . . . . ?
C11 C12 C13 C7 -2.4(4) . . . . ?
C11 C12 C13 C14 175.0(3) . . . . ?
C11 C12 C17 C16 -175.5(4) . . . . ?
C12 C13 C14 Br2 -178.9(3) . . . . ?
C12 C13 C14 C15 1.6(5) . . . . ?
C13 C7 C8 C9 149.9(3) . . . . ?
C13 C7 C10 C11 19.9(4) . . . . ?
C13 C12 C17 C16 1.3(6) . . . . ?
C13 C14 C15 O2 -179.3(3) . . . . ?
C13 C14 C15 C16 0.0(6) . . . . ?
C14 C15 C16 C17 -1.0(6) . . . . ?
C14 C15 C16 C23 179.0(4) . . . . ?
C15 C16 C17 C12 0.3(6) . . . . ?
C17 C12 C13 C7 -179.7(3) . . . . ?
C17 C12 C13 C14 -2.3(5) . . . . ?
C18 C3 C4 C5 -178.9(4) . . . . ?
C21 C11 C12 C13 -104.6(4) . . . . ?
C21 C11 C12 C17 72.4(5) . . . . ?
C22 C11 C12 C13 133.7(4) . . . . ?
C22 C11 C12 C17 -49.3(5) . . . . ?
C23 C16 C17 C12 -179.7(4) . . . . ?

