# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_1
_database_code_depnum_ccdc_archive 'CCDC 2203223'
loop_
_audit_author_name
_audit_author_address
'Anke Schwarzer'
;TU Bergakademie Freiberg
Germany
;
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H33 Br3 O3'
_chemical_formula_sum            'C33 H33 Br3 O3'
_chemical_formula_weight         717.32

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.2418(13)
_cell_length_b                   11.9961(14)
_cell_length_c                   14.3650(19)
_cell_angle_alpha                87.506(10)
_cell_angle_beta                 79.734(11)
_cell_angle_gamma                75.312(10)
_cell_volume                     1515.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    9126
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      25.98

_exptl_crystal_description       piece
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    4.024
_shelx_estimated_absorpt_T_min   0.378
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.3156
_exptl_absorpt_correction_T_max  0.8758
_exptl_absorpt_process_details   'X-Area (STOE)'

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -10 1 0.0424
1 30 0 0.0209
1 10 2 0.0301
4 -30 21 0.0488
-1 -15 2 0.0263
1 -30 -1 0.0234
0 15 2 0.0203
-1 -30 -7 0.0356
-2 10 -7 0.0360
-1 30 0 0.0176
-1 -2 -30 0.1261

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      203(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 326 frames, detector distance = 120 mm
;
_diffrn_reflns_number            19493
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_av_R_equivalents  0.0703
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.755
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5965
_reflns_number_gt                4236
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'STOE X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_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)+(0.0277P)²+2.9894P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5965
_refine_ls_number_parameters     365
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1041
_refine_ls_wR_factor_gt          0.0895
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.115
_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
Br2A Br 0.81892(14) 0.0859(2) -0.04868(16) 0.0573(5) Uani 0.910(9) 1 d . U P A
1
Br2B Br 0.8330(10) 0.1238(13) -0.0741(9) 0.035(3) Uani 0.090(9) 1 d . U P A 2
Br1 Br 0.30608(7) 1.14337(4) 0.16965(4) 0.04894(16) Uani 1 1 d . . . . .
Br3 Br 0.42494(6) 0.32940(5) 0.96851(3) 0.04859(16) Uani 1 1 d . . . . .
O1 O 0.2161(3) 0.7937(2) 0.3757(2) 0.0356(7) Uani 1 1 d . . . . .
O2 O 0.6374(3) 0.3875(2) 0.2297(2) 0.0303(7) Uani 1 1 d . . . . .
O3 O 0.2943(4) 0.3101(3) 0.6289(2) 0.0340(7) Uani 1 1 d . . . . .
C1 C 0.2272(4) 0.5946(3) 0.3984(3) 0.0239(8) Uani 1 1 d . . . . .
C2 C 0.3109(4) 0.5274(3) 0.3204(3) 0.0241(8) Uani 1 1 d . . . . .
C3 C 0.4041(4) 0.4183(3) 0.3358(3) 0.0235(8) Uani 1 1 d . . . . .
C4 C 0.4154(4) 0.3770(3) 0.4280(3) 0.0234(8) Uani 1 1 d . . . . .
C5 C 0.3345(4) 0.4478(3) 0.5059(3) 0.0210(8) Uani 1 1 d . . . . .
C6 C 0.2408(4) 0.5569(3) 0.4910(3) 0.0225(8) Uani 1 1 d . . . . .
C7 C 0.1253(5) 0.7104(3) 0.3820(3) 0.0299(10) Uani 1 1 d . . . . .
H7A H 0.085562 0.709662 0.323218 0.036 Uiso 1 1 calc R U . . .
H7B H 0.039401 0.730023 0.434427 0.036 Uiso 1 1 calc R U . . .
C8 C 0.1483(5) 0.9012(3) 0.3448(3) 0.0298(10) Uani 1 1 d . . . . .
C9 C 0.2442(5) 0.9578(3) 0.2875(3) 0.0301(10) Uani 1 1 d . . . . .
H9 H 0.349273 0.924539 0.273106 0.036 Uiso 1 1 calc R U . . .
C10 C 0.1802(5) 1.0659(4) 0.2518(3) 0.0332(10) Uani 1 1 d . . . . .
C11 C 0.0277(6) 1.1160(4) 0.2735(4) 0.0495(14) Uani 1 1 d . . . . .
H11 H -0.013336 1.188663 0.248690 0.059 Uiso 1 1 calc R U . . .
C12 C -0.0644(6) 1.0595(4) 0.3317(5) 0.0643(18) Uani 1 1 d . . . . .
H12 H -0.169224 1.093557 0.346499 0.077 Uiso 1 1 calc R U . . .
C13 C -0.0047(6) 0.9522(4) 0.3691(5) 0.0525(15) Uani 1 1 d . . . . .
H13 H -0.068070 0.914825 0.410559 0.063 Uiso 1 1 calc R U . . .
C14 C 0.3030(5) 0.5714(4) 0.2205(3) 0.0334(10) Uani 1 1 d . . . . .
H14A H 0.401410 0.540460 0.180165 0.040 Uiso 1 1 calc R U . . .
H14B H 0.284007 0.655544 0.220607 0.040 Uiso 1 1 calc R U . . .
C15 C 0.1785(6) 0.5380(5) 0.1778(4) 0.0462(13) Uani 1 1 d . . . . .
H15A H 0.185013 0.562071 0.112206 0.069 Uiso 1 1 calc R U . . .
H15B H 0.079556 0.575803 0.212980 0.069 Uiso 1 1 calc R U . . .
H15C H 0.192256 0.455147 0.181479 0.069 Uiso 1 1 calc R U . . .
C16 C 0.4997(5) 0.3481(4) 0.2523(3) 0.0272(9) Uani 1 1 d . . . . .
H16A H 0.523487 0.265885 0.268195 0.033 Uiso 1 1 calc R U . . .
H16B H 0.445871 0.359672 0.198381 0.033 Uiso 1 1 calc R U . . .
C17 C 0.7426(5) 0.3380(3) 0.1535(3) 0.0257(9) Uani 1 1 d . . . . .
C18 C 0.7287(5) 0.2493(3) 0.1004(3) 0.0275(9) Uani 1 1 d . . . . .
H18 H 0.644071 0.217763 0.115806 0.033 Uiso 1 1 calc R U . . .
C19 C 0.8417(5) 0.2076(4) 0.0242(3) 0.0365(11) Uani 1 1 d . . . . .
C20 C 0.9675(6) 0.2508(4) 0.0007(4) 0.0446(12) Uani 1 1 d . . . . .
H20 H 1.043138 0.221310 -0.051314 0.054 Uiso 1 1 calc R U . . .
C21 C 0.9801(5) 0.3392(4) 0.0558(3) 0.0397(11) Uani 1 1 d . . . . .
H21 H 1.066353 0.368939 0.041472 0.048 Uiso 1 1 calc R U . . .
C22 C 0.8686(5) 0.3838(4) 0.1308(3) 0.0317(10) Uani 1 1 d . . . . .
H22 H 0.877277 0.444793 0.166551 0.038 Uiso 1 1 calc R U . . .
C23 C 0.5129(5) 0.2576(3) 0.4430(3) 0.0320(10) Uani 1 1 d . . . . .
H23A H 0.542970 0.254574 0.505351 0.038 Uiso 1 1 calc R U . . .
H23B H 0.605561 0.243158 0.395225 0.038 Uiso 1 1 calc R U . . .
C24 C 0.4315(6) 0.1632(4) 0.4369(4) 0.0480(13) Uani 1 1 d . . . . .
H24A H 0.497413 0.089010 0.448635 0.072 Uiso 1 1 calc R U . . .
H24B H 0.405713 0.163380 0.374346 0.072 Uiso 1 1 calc R U . . .
H24C H 0.339378 0.177220 0.483941 0.072 Uiso 1 1 calc R U . . .
C25 C 0.3561(5) 0.4085(3) 0.6040(3) 0.0277(9) Uani 1 1 d . . . . .
H25A H 0.464658 0.387806 0.607466 0.033 Uiso 1 1 calc R U . . .
H25B H 0.305234 0.471231 0.648977 0.033 Uiso 1 1 calc R U . . .
C26 C 0.3179(5) 0.2597(4) 0.7145(3) 0.0302(10) Uani 1 1 d . . . . .
C27 C 0.3589(5) 0.3123(4) 0.7854(3) 0.0285(9) Uani 1 1 d . . . . .
H27 H 0.374696 0.386766 0.777156 0.034 Uiso 1 1 calc R U . . .
C28 C 0.3763(5) 0.2529(4) 0.8689(3) 0.0323(10) Uani 1 1 d . . . . .
C29 C 0.3554(5) 0.1439(4) 0.8838(3) 0.0398(11) Uani 1 1 d . . . . .
H29 H 0.369317 0.104997 0.941043 0.048 Uiso 1 1 calc R U . . .
C30 C 0.3131(6) 0.0931(4) 0.8119(4) 0.0450(13) Uani 1 1 d . . . . .
H30 H 0.296852 0.018785 0.820425 0.054 Uiso 1 1 calc R U . . .
C31 C 0.2946(6) 0.1501(4) 0.7278(3) 0.0422(12) Uani 1 1 d . . . . .
H31 H 0.266107 0.114521 0.679403 0.051 Uiso 1 1 calc R U . . .
C32 C 0.1517(5) 0.6335(4) 0.5737(3) 0.0286(9) Uani 1 1 d . . . . .
H32A H 0.130688 0.714110 0.553026 0.034 Uiso 1 1 calc R U . . .
H32B H 0.213110 0.625581 0.623738 0.034 Uiso 1 1 calc R U . . .
C33 C 0.0017(6) 0.6031(5) 0.6135(4) 0.0465(13) Uani 1 1 d . . . . .
H33A H -0.050890 0.652754 0.667018 0.070 Uiso 1 1 calc R U . . .
H33B H 0.021940 0.523344 0.633945 0.070 Uiso 1 1 calc R U . . .
H33C H -0.061231 0.613926 0.564920 0.070 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
Br2A C19 1.908(5) . ?
Br2B C19 1.793(9) . ?
Br1 C10 1.890(4) . ?
Br3 C28 1.909(5) . ?
O1 C8 1.376(5) . ?
O1 C7 1.450(5) . ?
O2 C17 1.372(5) . ?
O2 C16 1.447(5) . ?
O3 C26 1.375(5) . ?
O3 C25 1.442(5) . ?
C1 C2 1.399(6) . ?
C1 C6 1.403(6) . ?
C1 C7 1.503(6) . ?
C2 C3 1.405(6) . ?
C2 C14 1.516(6) . ?
C3 C4 1.406(6) . ?
C3 C16 1.505(5) . ?
C4 C5 1.413(5) . ?
C4 C23 1.516(6) . ?
C5 C6 1.405(5) . ?
C5 C25 1.497(5) . ?
C6 C32 1.516(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C8 C13 1.378(7) . ?
C8 C9 1.386(6) . ?
C9 C10 1.398(6) . ?
C9 H9 0.9400 . ?
C10 C11 1.369(7) . ?
C11 C12 1.369(8) . ?
C11 H11 0.9400 . ?
C12 C13 1.392(7) . ?
C12 H12 0.9400 . ?
C13 H13 0.9400 . ?
C14 C15 1.538(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 C18 1.381(6) . ?
C17 C22 1.392(6) . ?
C18 C19 1.384(6) . ?
C18 H18 0.9400 . ?
C19 C20 1.372(7) . ?
C20 C21 1.391(7) . ?
C20 H20 0.9400 . ?
C21 C22 1.372(6) . ?
C21 H21 0.9400 . ?
C22 H22 0.9400 . ?
C23 C24 1.523(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C26 C27 1.376(6) . ?
C26 C31 1.386(6) . ?
C27 C28 1.383(6) . ?
C27 H27 0.9400 . ?
C28 C29 1.372(6) . ?
C29 C30 1.382(7) . ?
C29 H29 0.9400 . ?
C30 C31 1.377(7) . ?
C30 H30 0.9400 . ?
C31 H31 0.9400 . ?
C32 C33 1.529(6) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?

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
C8 O1 C7 114.8(3) . . ?
C17 O2 C16 117.5(3) . . ?
C26 O3 C25 115.9(3) . . ?
C2 C1 C6 120.9(4) . . ?
C2 C1 C7 119.2(4) . . ?
C6 C1 C7 119.9(4) . . ?
C1 C2 C3 119.1(4) . . ?
C1 C2 C14 120.8(4) . . ?
C3 C2 C14 120.1(4) . . ?
C2 C3 C4 121.0(4) . . ?
C2 C3 C16 119.2(4) . . ?
C4 C3 C16 119.7(4) . . ?
C3 C4 C5 119.2(4) . . ?
C3 C4 C23 120.1(4) . . ?
C5 C4 C23 120.7(4) . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 C25 120.4(3) . . ?
C4 C5 C25 119.4(4) . . ?
C1 C6 C5 119.7(3) . . ?
C1 C6 C32 119.4(4) . . ?
C5 C6 C32 120.9(4) . . ?
O1 C7 C1 107.1(3) . . ?
O1 C7 H7A 110.3 . . ?
C1 C7 H7A 110.3 . . ?
O1 C7 H7B 110.3 . . ?
C1 C7 H7B 110.3 . . ?
H7A C7 H7B 108.6 . . ?
O1 C8 C13 123.3(4) . . ?
O1 C8 C9 115.8(4) . . ?
C13 C8 C9 120.9(4) . . ?
C8 C9 C10 118.0(4) . . ?
C8 C9 H9 121.0 . . ?
C10 C9 H9 121.0 . . ?
C11 C10 C9 121.5(4) . . ?
C11 C10 Br1 119.1(3) . . ?
C9 C10 Br1 119.4(4) . . ?
C12 C11 C10 119.4(4) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 120.7(5) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C8 C13 C12 119.3(5) . . ?
C8 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C2 C14 C15 113.2(4) . . ?
C2 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C2 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 C3 106.3(3) . . ?
O2 C16 H16A 110.5 . . ?
C3 C16 H16A 110.5 . . ?
O2 C16 H16B 110.5 . . ?
C3 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
O2 C17 C18 124.1(4) . . ?
O2 C17 C22 115.5(4) . . ?
C18 C17 C22 120.4(4) . . ?
C17 C18 C19 118.7(4) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C20 C19 C18 122.0(4) . . ?
C20 C19 Br2B 107.8(6) . . ?
C18 C19 Br2B 128.3(5) . . ?
C20 C19 Br2A 120.1(4) . . ?
C18 C19 Br2A 117.9(4) . . ?
C19 C20 C21 118.3(4) . . ?
C19 C20 H20 120.8 . . ?
C21 C20 H20 120.8 . . ?
C22 C21 C20 121.0(4) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C17 119.6(4) . . ?
C21 C22 H22 120.2 . . ?
C17 C22 H22 120.2 . . ?
C4 C23 C24 112.7(4) . . ?
C4 C23 H23A 109.1 . . ?
C24 C23 H23A 109.1 . . ?
C4 C23 H23B 109.1 . . ?
C24 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 C5 110.2(3) . . ?
O3 C25 H25A 109.6 . . ?
C5 C25 H25A 109.6 . . ?
O3 C25 H25B 109.6 . . ?
C5 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
O3 C26 C27 124.1(4) . . ?
O3 C26 C31 115.8(4) . . ?
C27 C26 C31 120.1(4) . . ?
C26 C27 C28 118.3(4) . . ?
C26 C27 H27 120.8 . . ?
C28 C27 H27 120.8 . . ?
C29 C28 C27 122.9(4) . . ?
C29 C28 Br3 119.3(3) . . ?
C27 C28 Br3 117.8(3) . . ?
C28 C29 C30 117.8(4) . . ?
C28 C29 H29 121.1 . . ?
C30 C29 H29 121.1 . . ?
C31 C30 C29 120.7(5) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C30 C31 C26 120.2(5) . . ?
C30 C31 H31 119.9 . . ?
C26 C31 H31 119.9 . . ?
C6 C32 C33 111.9(3) . . ?
C6 C32 H32A 109.2 . . ?
C33 C32 H32A 109.2 . . ?
C6 C32 H32B 109.2 . . ?
C33 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
C6 C1 C2 C3 3.1(6) . . . . ?
C7 C1 C2 C3 -178.9(3) . . . . ?
C6 C1 C2 C14 -176.4(4) . . . . ?
C7 C1 C2 C14 1.6(6) . . . . ?
C1 C2 C3 C4 -0.8(6) . . . . ?
C14 C2 C3 C4 178.7(4) . . . . ?
C1 C2 C3 C16 -177.3(3) . . . . ?
C14 C2 C3 C16 2.3(6) . . . . ?
C2 C3 C4 C5 -1.6(6) . . . . ?
C16 C3 C4 C5 174.9(3) . . . . ?
C2 C3 C4 C23 178.2(4) . . . . ?
C16 C3 C4 C23 -5.4(5) . . . . ?
C3 C4 C5 C6 1.7(5) . . . . ?
C23 C4 C5 C6 -178.0(4) . . . . ?
C3 C4 C5 C25 -174.9(3) . . . . ?
C23 C4 C5 C25 5.4(5) . . . . ?
C2 C1 C6 C5 -3.0(6) . . . . ?
C7 C1 C6 C5 179.0(3) . . . . ?
C2 C1 C6 C32 178.3(3) . . . . ?
C7 C1 C6 C32 0.3(5) . . . . ?
C4 C5 C6 C1 0.6(6) . . . . ?
C25 C5 C6 C1 177.1(3) . . . . ?
C4 C5 C6 C32 179.3(3) . . . . ?
C25 C5 C6 C32 -4.2(5) . . . . ?
C8 O1 C7 C1 169.4(4) . . . . ?
C2 C1 C7 O1 -88.8(4) . . . . ?
C6 C1 C7 O1 89.2(4) . . . . ?
C7 O1 C8 C13 37.1(6) . . . . ?
C7 O1 C8 C9 -143.7(4) . . . . ?
O1 C8 C9 C10 178.0(4) . . . . ?
C13 C8 C9 C10 -2.7(7) . . . . ?
C8 C9 C10 C11 1.1(7) . . . . ?
C8 C9 C10 Br1 -177.7(3) . . . . ?
C9 C10 C11 C12 0.2(8) . . . . ?
Br1 C10 C11 C12 178.9(5) . . . . ?
C10 C11 C12 C13 0.3(10) . . . . ?
O1 C8 C13 C12 -177.6(5) . . . . ?
C9 C8 C13 C12 3.2(8) . . . . ?
C11 C12 C13 C8 -1.9(10) . . . . ?
C1 C2 C14 C15 -90.9(5) . . . . ?
C3 C2 C14 C15 89.6(5) . . . . ?
C17 O2 C16 C3 -178.3(3) . . . . ?
C2 C3 C16 O2 84.2(4) . . . . ?
C4 C3 C16 O2 -92.3(4) . . . . ?
C16 O2 C17 C18 -3.5(6) . . . . ?
C16 O2 C17 C22 176.0(4) . . . . ?
O2 C17 C18 C19 179.1(4) . . . . ?
C22 C17 C18 C19 -0.4(6) . . . . ?
C17 C18 C19 C20 0.9(7) . . . . ?
C17 C18 C19 Br2B -161.6(8) . . . . ?
C17 C18 C19 Br2A -179.5(3) . . . . ?
C18 C19 C20 C21 -0.1(7) . . . . ?
Br2B C19 C20 C21 165.6(6) . . . . ?
Br2A C19 C20 C21 -179.8(4) . . . . ?
C19 C20 C21 C22 -1.1(7) . . . . ?
C20 C21 C22 C17 1.6(7) . . . . ?
O2 C17 C22 C21 179.7(4) . . . . ?
C18 C17 C22 C21 -0.8(7) . . . . ?
C3 C4 C23 C24 -82.4(5) . . . . ?
C5 C4 C23 C24 97.3(5) . . . . ?
C26 O3 C25 C5 175.0(3) . . . . ?
C6 C5 C25 O3 115.5(4) . . . . ?
C4 C5 C25 O3 -67.9(5) . . . . ?
C25 O3 C26 C27 17.3(6) . . . . ?
C25 O3 C26 C31 -164.0(4) . . . . ?
O3 C26 C27 C28 178.8(4) . . . . ?
C31 C26 C27 C28 0.2(7) . . . . ?
C26 C27 C28 C29 0.4(7) . . . . ?
C26 C27 C28 Br3 -177.4(3) . . . . ?
C27 C28 C29 C30 -0.9(7) . . . . ?
Br3 C28 C29 C30 176.9(4) . . . . ?
C28 C29 C30 C31 0.7(8) . . . . ?
C29 C30 C31 C26 -0.2(8) . . . . ?
O3 C26 C31 C30 -179.0(4) . . . . ?
C27 C26 C31 C30 -0.3(7) . . . . ?
C1 C6 C32 C33 95.2(5) . . . . ?
C5 C6 C32 C33 -83.5(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C24 H24C O3 0.97 2.59 3.218(6) 122.9 . yes

_refine_diff_density_max         0.361
_refine_diff_density_min         -0.616
_refine_diff_density_rms         0.093



####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2203224'
loop_
_audit_author_name
_audit_author_address
'Anke Schwarzer'
;TU Bergakademie Freiberg
Germany
;
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H33 I3 O3'
_chemical_formula_sum            'C33 H33 I3 O3'
_chemical_formula_weight         858.29

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.1331(5)
_cell_length_b                   12.2577(6)
_cell_length_c                   14.8298(7)
_cell_angle_alpha                87.379(4)
_cell_angle_beta                 80.456(4)
_cell_angle_gamma                74.276(4)
_cell_volume                     1575.96(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    12891
_cell_measurement_theta_min      1.39
_cell_measurement_theta_max      28.41

_exptl_crystal_description       irregular
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_F_000             828
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    3.006
_shelx_estimated_absorpt_T_min   0.466
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.3919
_exptl_absorpt_correction_T_max  0.8241
_exptl_absorpt_process_details   'X-Area (STOE)'

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
999 364 699 0.1928
999 359-815 0.1819 139
999-116 0.0499 91 999
64 0.0471 41 999
247 0.0640 190 65
999 0.1925 45-999 257
0.0577 103-999 69 0.0495
153-999-131 0.0401 256 88-999
0.1991 47 999-183 0.0303
0 1 0 0.0269
-16 333 63 0.0561
-999-364-699 0.2024 -999-359 815
0.1767 -139-999 116 0.0571
-91-999 -64 0.0471 -41-999-247
0.0394 -190 -65-999 0.2038
-45 999-257 0.0460 -103
999 -69 0.0438 -153
999 131 0.0637 -256
-88 999 0.1943 -47-999
183 0.0495 0-938 -1
0.0296 16-333 -63 0.0388

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      153(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 209 frames, detector distance = 100 mm
;

_diffrn_reflns_number            13070
_diffrn_reflns_av_unetI/netI     0.0666
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.726
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6182
_reflns_number_gt                4425
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'STOE X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_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)+(0.0393P)²+6.1307P] 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-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0016(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6182
_refine_ls_number_parameters     366
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1087
_refine_ls_wR_factor_gt          0.0938
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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
I1 I 0.31570(6) 1.13893(4) 0.16904(3) 0.03654(15) Uani 1 1 d . . . . .
I3 I 0.41591(6) 0.36093(4) 0.97027(3) 0.03054(14) Uani 1 1 d . . . . .
O1 O 0.2097(5) 0.7915(4) 0.3795(3) 0.0308(11) Uani 1 1 d . . . . .
O2 O 0.6344(5) 0.3855(4) 0.2425(3) 0.0240(10) Uani 1 1 d D . . . .
O3 O 0.2918(5) 0.3194(4) 0.6286(3) 0.0251(10) Uani 1 1 d . . . . .
C1 C 0.2187(7) 0.5973(5) 0.4022(4) 0.0174(12) Uani 1 1 d . . . . .
C2 C 0.3020(6) 0.5296(5) 0.3287(4) 0.0160(12) Uani 1 1 d . . . . .
C3 C 0.3975(7) 0.4214(5) 0.3438(4) 0.0201(13) Uani 1 1 d . . . . .
C4 C 0.4101(7) 0.3820(5) 0.4335(4) 0.0198(13) Uani 1 1 d . . . . .
C5 C 0.3288(7) 0.4532(5) 0.5078(4) 0.0183(13) Uani 1 1 d . . . . .
C6 C 0.2348(7) 0.5606(5) 0.4927(4) 0.0175(12) Uani 1 1 d . . . . .
C7 C 0.1163(8) 0.7120(5) 0.3864(4) 0.0227(13) Uani 1 1 d . . . . .
H7A H 0.073465 0.712394 0.329205 0.027 Uiso 1 1 calc R U . . .
H7B H 0.029720 0.732959 0.437750 0.027 Uiso 1 1 calc R U . . .
C8 C 0.1426(8) 0.8985(5) 0.3493(5) 0.0251(14) Uani 1 1 d . . . . .
C9 C 0.2387(8) 0.9516(5) 0.2935(5) 0.0259(14) Uani 1 1 d . . . . .
H9 H 0.345821 0.916026 0.278677 0.031 Uiso 1 1 calc R U . . .
C10 C 0.1755(8) 1.0579(5) 0.2595(4) 0.0262(15) Uani 1 1 d . . . . .
C11 C 0.0231(9) 1.1109(6) 0.2795(6) 0.042(2) Uani 1 1 d . . . . .
H11 H -0.017487 1.183056 0.253791 0.050 Uiso 1 1 calc R U . . .
C12 C -0.0733(10) 1.0587(7) 0.3380(7) 0.052(2) Uani 1 1 d . . . . .
H12 H -0.179772 1.095975 0.353657 0.063 Uiso 1 1 calc R U . . .
C13 C -0.0128(9) 0.9510(6) 0.3739(6) 0.0419(19) Uani 1 1 d . . . . .
H13 H -0.077286 0.914869 0.414356 0.050 Uiso 1 1 calc R U . . .
C14 C 0.2925(8) 0.5724(6) 0.2314(4) 0.0267(15) Uani 1 1 d . . . . .
H14A H 0.391876 0.538042 0.192117 0.032 Uiso 1 1 calc R U . . .
H14B H 0.277273 0.655509 0.230616 0.032 Uiso 1 1 calc R U . . .
C15 C 0.1624(8) 0.5457(7) 0.1905(4) 0.0313(16) Uani 1 1 d . . . . .
H15A H 0.168028 0.570321 0.126517 0.047 Uiso 1 1 calc R U . . .
H15B H 0.062683 0.585833 0.225153 0.047 Uiso 1 1 calc R U . . .
H15C H 0.173373 0.463904 0.193763 0.047 Uiso 1 1 calc R U . . .
C16 C 0.4932(7) 0.3518(5) 0.2646(4) 0.0236(14) Uani 1 1 d . . . . .
H16A H 0.515805 0.270274 0.280550 0.028 Uiso 1 1 calc R U . . .
H16B H 0.437686 0.364571 0.211477 0.028 Uiso 1 1 calc R U . . .
I2 I 0.7934(2) 0.0840(3) -0.03890(19) 0.0360(5) Uani 0.767(10) 1 d D . P A 1
C17 C 0.7370(12) 0.3402(10) 0.1652(7) 0.0224(16) Uani 0.767(10) 1 d D . P A 1
C18 C 0.7129(13) 0.2546(12) 0.1184(8) 0.0206(15) Uani 0.767(10) 1 d . . P A 1
H18 H 0.626062 0.225697 0.137087 0.025 Uiso 0.767(10) 1 calc R U P A 1
C19 C 0.8234(14) 0.2111(10) 0.0406(6) 0.0192(19) Uani 0.767(10) 1 d D . P A 1
C20 C 0.9504(12) 0.2536(8) 0.0135(7) 0.0234(19) Uani 0.767(10) 1 d . U P A 1
H20 H 1.022418 0.225040 -0.039527 0.028 Uiso 0.767(10) 1 calc R U P A 1
C21 C 0.9702(14) 0.3381(11) 0.0648(8) 0.024(2) Uani 0.767(10) 1 d . . P A 1
H21 H 1.058812 0.365509 0.048001 0.029 Uiso 0.767(10) 1 calc R U P A 1
C22 C 0.8640(17) 0.3835(12) 0.1401(8) 0.0230(19) Uani 0.767(10) 1 d . . P A 1
H22 H 0.877299 0.442990 0.174127 0.028 Uiso 0.767(10) 1 calc R U P A 1
I2A I 0.8118(7) 0.1092(6) -0.0578(4) 0.0360(5) Uani 0.233(10) 1 d D . P A 2
C17A C 0.738(3) 0.330(3) 0.1694(16) 0.0224(16) Uani 0.233(10) 1 d DG . P A 2
C18A C 0.734(3) 0.251(4) 0.106(2) 0.0206(15) Uani 0.233(10) 1 d G . P A 2
H18A H 0.653505 0.214556 0.114583 0.025 Uiso 0.233(10) 1 calc R U P A 2
C19A C 0.847(4) 0.227(3) 0.0289(19) 0.0192(19) Uani 0.233(10) 1 d DG . P A 2
C20A C 0.965(3) 0.280(3) 0.0159(16) 0.0234(19) Uani 0.233(10) 1 d G U P A 2
H20A H 1.042823 0.263693 -0.036615 0.028 Uiso 0.233(10) 1 calc R U P A 2
C21A C 0.970(4) 0.359(3) 0.080(3) 0.024(2) Uani 0.233(10) 1 d G . P A 2
H21A H 1.050142 0.395446 0.070727 0.029 Uiso 0.233(10) 1 calc R U P A 2
C22A C 0.856(5) 0.383(3) 0.156(2) 0.0230(19) Uani 0.233(10) 1 d G . P A 2
H22A H 0.859142 0.436756 0.199997 0.028 Uiso 0.233(10) 1 calc R U P A 2
C23 C 0.5102(8) 0.2644(5) 0.4494(4) 0.0248(14) Uani 1 1 d . . . . .
H23A H 0.541240 0.261777 0.510550 0.030 Uiso 1 1 calc R U . . .
H23B H 0.604955 0.248967 0.403288 0.030 Uiso 1 1 calc R U . . .
C24 C 0.4283(9) 0.1717(6) 0.4439(5) 0.0355(17) Uani 1 1 d . . . . .
H24A H 0.401378 0.171538 0.382595 0.053 Uiso 1 1 calc R U . . .
H24B H 0.334269 0.186472 0.489386 0.053 Uiso 1 1 calc R U . . .
H24C H 0.496793 0.097767 0.456043 0.053 Uiso 1 1 calc R U . . .
C25 C 0.3557(8) 0.4149(5) 0.6032(4) 0.0211(13) Uani 1 1 d . . . . .
H25A H 0.467562 0.392385 0.605631 0.025 Uiso 1 1 calc R U . . .
H25B H 0.305881 0.477961 0.646799 0.025 Uiso 1 1 calc R U . . .
C26 C 0.3131(7) 0.2732(5) 0.7136(4) 0.0233(14) Uani 1 1 d . . . . .
C27 C 0.3544(7) 0.3271(5) 0.7803(4) 0.0215(13) Uani 1 1 d . . . . .
H27 H 0.374948 0.398907 0.769044 0.026 Uiso 1 1 calc R U . . .
C28 C 0.3657(7) 0.2739(6) 0.8653(4) 0.0226(13) Uani 1 1 d . . . . .
C29 C 0.3385(8) 0.1692(6) 0.8825(4) 0.0278(15) Uani 1 1 d . . . . .
H29 H 0.347367 0.133834 0.940436 0.033 Uiso 1 1 calc R U . . .
C30 C 0.2983(9) 0.1173(6) 0.8139(5) 0.0319(16) Uani 1 1 d . . . . .
H30 H 0.279835 0.044833 0.824889 0.038 Uiso 1 1 calc R U . . .
C31 C 0.2840(9) 0.1675(6) 0.7297(5) 0.0309(16) Uani 1 1 d . . . . .
H31 H 0.254766 0.130661 0.683286 0.037 Uiso 1 1 calc R U . . .
C32 C 0.1475(7) 0.6378(5) 0.5729(4) 0.0222(13) Uani 1 1 d . . . . .
H32A H 0.126756 0.717737 0.552442 0.027 Uiso 1 1 calc R U . . .
H32B H 0.212116 0.628129 0.621627 0.027 Uiso 1 1 calc R U . . .
C33 C -0.0065(9) 0.6109(7) 0.6120(5) 0.0369(18) Uani 1 1 d . . . . .
H33A H -0.070989 0.620921 0.563978 0.055 Uiso 1 1 calc R U . . .
H33B H -0.060150 0.662297 0.662868 0.055 Uiso 1 1 calc R U . . .
H33C H 0.013941 0.532378 0.633862 0.055 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
I1 C10 2.103(7) . ?
I3 C28 2.104(6) . ?
O1 C8 1.378(7) . ?
O1 C7 1.450(7) . ?
O2 C17 1.386(7) . ?
O2 C17A 1.386(7) . ?
O2 C16 1.441(8) . ?
O3 C26 1.380(7) . ?
O3 C25 1.452(7) . ?
C1 C2 1.386(8) . ?
C1 C6 1.414(8) . ?
C1 C7 1.495(8) . ?
C2 C3 1.407(9) . ?
C2 C14 1.522(8) . ?
C3 C4 1.406(8) . ?
C3 C16 1.490(9) . ?
C4 C5 1.412(8) . ?
C4 C23 1.516(9) . ?
C5 C6 1.395(8) . ?
C5 C25 1.508(8) . ?
C6 C32 1.524(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.377(9) . ?
C8 C13 1.385(10) . ?
C9 C10 1.383(9) . ?
C9 H9 0.9500 . ?
C10 C11 1.356(11) . ?
C11 C12 1.393(12) . ?
C11 H11 0.9500 . ?
C12 C13 1.403(11) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.534(9) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
I2 C19 2.098(7) . ?
C17 C18 1.369(12) . ?
C17 C22 1.392(12) . ?
C18 C19 1.418(11) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(12) . ?
C20 C21 1.379(12) . ?
C20 H20 0.9500 . ?
C21 C22 1.379(12) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
I2A C19A 2.098(7) . ?
C17A C18A 1.3900 . ?
C17A C22A 1.3900 . ?
C18A C19A 1.3900 . ?
C18A H18A 0.9500 . ?
C19A C20A 1.3900 . ?
C20A C21A 1.3900 . ?
C20A H20A 0.9500 . ?
C21A C22A 1.3900 . ?
C21A H21A 0.9500 . ?
C22A H22A 0.9500 . ?
C23 C24 1.532(10) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.370(9) . ?
C26 C31 1.395(9) . ?
C27 C28 1.399(9) . ?
C27 H27 0.9500 . ?
C28 C29 1.377(9) . ?
C29 C30 1.373(10) . ?
C29 H29 0.9500 . ?
C30 C31 1.377(9) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C33 1.545(9) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 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
C8 O1 C7 115.6(5) . . ?
C17 O2 C16 118.6(7) . . ?
C17A O2 C16 115.8(16) . . ?
C26 O3 C25 115.6(5) . . ?
C2 C1 C6 120.3(5) . . ?
C2 C1 C7 120.2(5) . . ?
C6 C1 C7 119.4(5) . . ?
C1 C2 C3 120.2(5) . . ?
C1 C2 C14 120.2(5) . . ?
C3 C2 C14 119.6(5) . . ?
C4 C3 C2 120.1(5) . . ?
C4 C3 C16 120.0(6) . . ?
C2 C3 C16 119.8(5) . . ?
C3 C4 C5 119.2(6) . . ?
C3 C4 C23 120.0(5) . . ?
C5 C4 C23 120.8(5) . . ?
C6 C5 C4 120.5(5) . . ?
C6 C5 C25 120.5(5) . . ?
C4 C5 C25 118.8(5) . . ?
C5 C6 C1 119.6(5) . . ?
C5 C6 C32 120.6(5) . . ?
C1 C6 C32 119.9(5) . . ?
O1 C7 C1 107.2(5) . . ?
O1 C7 H7A 110.3 . . ?
C1 C7 H7A 110.3 . . ?
O1 C7 H7B 110.3 . . ?
C1 C7 H7B 110.3 . . ?
H7A C7 H7B 108.5 . . ?
C9 C8 O1 116.5(6) . . ?
C9 C8 C13 121.3(6) . . ?
O1 C8 C13 122.1(6) . . ?
C8 C9 C10 118.5(6) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C11 C10 C9 122.2(7) . . ?
C11 C10 I1 117.9(5) . . ?
C9 C10 I1 119.8(5) . . ?
C10 C11 C12 119.4(7) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C11 C12 C13 119.9(7) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C8 C13 C12 118.7(7) . . ?
C8 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C2 C14 C15 113.9(5) . . ?
C2 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C2 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 C3 107.6(5) . . ?
O2 C16 H16A 110.2 . . ?
C3 C16 H16A 110.2 . . ?
O2 C16 H16B 110.2 . . ?
C3 C16 H16B 110.2 . . ?
H16A C16 H16B 108.5 . . ?
C18 C17 O2 119.9(10) . . ?
C18 C17 C22 122.8(7) . . ?
O2 C17 C22 117.2(10) . . ?
C17 C18 C19 117.0(8) . . ?
C17 C18 H18 121.5 . . ?
C19 C18 H18 121.5 . . ?
C20 C19 C18 121.3(7) . . ?
C20 C19 I2 118.6(6) . . ?
C18 C19 I2 120.1(7) . . ?
C21 C20 C19 118.9(8) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C22 C21 C20 121.3(8) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C17 118.6(8) . . ?
C21 C22 H22 120.7 . . ?
C17 C22 H22 120.7 . . ?
O2 C17A C18A 134(3) . . ?
O2 C17A C22A 105(3) . . ?
C18A C17A C22A 120.0 . . ?
C17A C18A C19A 120.0 . . ?
C17A C18A H18A 120.0 . . ?
C19A C18A H18A 120.0 . . ?
C18A C19A C20A 120.0 . . ?
C18A C19A I2A 112.5(17) . . ?
C20A C19A I2A 127.5(17) . . ?
C19A C20A C21A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C21A C20A H20A 120.0 . . ?
C22A C21A C20A 120.0 . . ?
C22A C21A H21A 120.0 . . ?
C20A C21A H21A 120.0 . . ?
C21A C22A C17A 120.0 . . ?
C21A C22A H22A 120.0 . . ?
C17A C22A H22A 120.0 . . ?
C4 C23 C24 112.7(6) . . ?
C4 C23 H23A 109.1 . . ?
C24 C23 H23A 109.1 . . ?
C4 C23 H23B 109.1 . . ?
C24 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 C5 109.5(5) . . ?
O3 C25 H25A 109.8 . . ?
C5 C25 H25A 109.8 . . ?
O3 C25 H25B 109.8 . . ?
C5 C25 H25B 109.8 . . ?
H25A C25 H25B 108.2 . . ?
C27 C26 O3 123.6(6) . . ?
C27 C26 C31 120.9(6) . . ?
O3 C26 C31 115.5(6) . . ?
C26 C27 C28 118.4(6) . . ?
C26 C27 H27 120.8 . . ?
C28 C27 H27 120.8 . . ?
C29 C28 C27 121.7(6) . . ?
C29 C28 I3 119.8(4) . . ?
C27 C28 I3 118.4(5) . . ?
C30 C29 C28 118.3(6) . . ?
C30 C29 H29 120.8 . . ?
C28 C29 H29 120.8 . . ?
C29 C30 C31 121.7(7) . . ?
C29 C30 H30 119.1 . . ?
C31 C30 H30 119.1 . . ?
C30 C31 C26 118.9(6) . . ?
C30 C31 H31 120.5 . . ?
C26 C31 H31 120.5 . . ?
C6 C32 C33 111.5(5) . . ?
C6 C32 H32A 109.3 . . ?
C33 C32 H32A 109.3 . . ?
C6 C32 H32B 109.3 . . ?
C33 C32 H32B 109.3 . . ?
H32A C32 H32B 108.0 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
C6 C1 C2 C3 3.2(9) . . . . ?
C7 C1 C2 C3 -179.6(5) . . . . ?
C6 C1 C2 C14 -176.0(5) . . . . ?
C7 C1 C2 C14 1.2(8) . . . . ?
C1 C2 C3 C4 -0.7(9) . . . . ?
C14 C2 C3 C4 178.5(6) . . . . ?
C1 C2 C3 C16 -176.6(5) . . . . ?
C14 C2 C3 C16 2.6(8) . . . . ?
C2 C3 C4 C5 -1.4(9) . . . . ?
C16 C3 C4 C5 174.5(5) . . . . ?
C2 C3 C4 C23 178.6(5) . . . . ?
C16 C3 C4 C23 -5.5(9) . . . . ?
C3 C4 C5 C6 1.1(9) . . . . ?
C23 C4 C5 C6 -178.9(6) . . . . ?
C3 C4 C5 C25 -173.9(5) . . . . ?
C23 C4 C5 C25 6.1(9) . . . . ?
C4 C5 C6 C1 1.3(9) . . . . ?
C25 C5 C6 C1 176.2(5) . . . . ?
C4 C5 C6 C32 -179.7(6) . . . . ?
C25 C5 C6 C32 -4.8(9) . . . . ?
C2 C1 C6 C5 -3.5(9) . . . . ?
C7 C1 C6 C5 179.3(5) . . . . ?
C2 C1 C6 C32 177.6(5) . . . . ?
C7 C1 C6 C32 0.3(8) . . . . ?
C8 O1 C7 C1 169.2(5) . . . . ?
C2 C1 C7 O1 -88.4(7) . . . . ?
C6 C1 C7 O1 88.9(7) . . . . ?
C7 O1 C8 C9 -143.3(6) . . . . ?
C7 O1 C8 C13 37.3(9) . . . . ?
O1 C8 C9 C10 178.3(6) . . . . ?
C13 C8 C9 C10 -2.2(10) . . . . ?
C8 C9 C10 C11 0.1(10) . . . . ?
C8 C9 C10 I1 -177.1(5) . . . . ?
C9 C10 C11 C12 1.8(12) . . . . ?
I1 C10 C11 C12 179.0(6) . . . . ?
C10 C11 C12 C13 -1.5(13) . . . . ?
C9 C8 C13 C12 2.5(12) . . . . ?
O1 C8 C13 C12 -178.1(7) . . . . ?
C11 C12 C13 C8 -0.5(13) . . . . ?
C1 C2 C14 C15 -89.0(7) . . . . ?
C3 C2 C14 C15 91.8(7) . . . . ?
C17 O2 C16 C3 -173.9(7) . . . . ?
C17A O2 C16 C3 -179.7(18) . . . . ?
C4 C3 C16 O2 -90.8(7) . . . . ?
C2 C3 C16 O2 85.1(7) . . . . ?
C16 O2 C17 C18 -8.4(13) . . . . ?
C16 O2 C17 C22 173.2(8) . . . . ?
O2 C17 C18 C19 -179.1(10) . . . . ?
C22 C17 C18 C19 -0.8(12) . . . . ?
C17 C18 C19 C20 0.0(12) . . . . ?
C17 C18 C19 I2 -177.7(11) . . . . ?
C18 C19 C20 C21 1.5(12) . . . . ?
I2 C19 C20 C21 179.3(10) . . . . ?
C19 C20 C21 C22 -2.4(13) . . . . ?
C20 C21 C22 C17 1.6(13) . . . . ?
C18 C17 C22 C21 0.0(13) . . . . ?
O2 C17 C22 C21 178.4(10) . . . . ?
C16 O2 C17A C18A 6(4) . . . . ?
C16 O2 C17A C22A 174.6(18) . . . . ?
O2 C17A C18A C19A 167(3) . . . . ?
C22A C17A C18A C19A 0.0 . . . . ?
C17A C18A C19A C20A 0.0 . . . . ?
C17A C18A C19A I2A -179(3) . . . . ?
C18A C19A C20A C21A 0.0 . . . . ?
I2A C19A C20A C21A 178(4) . . . . ?
C19A C20A C21A C22A 0.0 . . . . ?
C20A C21A C22A C17A 0.0 . . . . ?
O2 C17A C22A C21A -171(3) . . . . ?
C18A C17A C22A C21A 0.0 . . . . ?
C3 C4 C23 C24 -82.2(7) . . . . ?
C5 C4 C23 C24 97.9(7) . . . . ?
C26 O3 C25 C5 177.9(5) . . . . ?
C6 C5 C25 O3 115.8(6) . . . . ?
C4 C5 C25 O3 -69.2(7) . . . . ?
C25 O3 C26 C27 16.3(9) . . . . ?
C25 O3 C26 C31 -166.0(6) . . . . ?
O3 C26 C27 C28 177.1(6) . . . . ?
C31 C26 C27 C28 -0.5(10) . . . . ?
C26 C27 C28 C29 0.9(10) . . . . ?
C26 C27 C28 I3 -176.3(5) . . . . ?
C27 C28 C29 C30 -0.5(10) . . . . ?
I3 C28 C29 C30 176.7(5) . . . . ?
C28 C29 C30 C31 -0.4(11) . . . . ?
C29 C30 C31 C26 0.8(12) . . . . ?
C27 C26 C31 C30 -0.4(11) . . . . ?
O3 C26 C31 C30 -178.1(6) . . . . ?
C5 C6 C32 C33 -84.2(7) . . . . ?
C1 C6 C32 C33 94.8(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C25 H25B O2 0.99 2.61 3.454(7) 142.6 2_666 yes
C27 H27 O2 0.95 2.62 3.550(8) 166.7 2_666 yes
C32 H32B O2 0.99 2.61 3.601(8) 175.6 2_666 yes

_refine_diff_density_max         0.753
_refine_diff_density_min         -0.969
_refine_diff_density_rms         0.154



####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2203226'
loop_
_audit_author_name
_audit_author_address
'Anke Schwarzer'
;TU Bergakademie Freiberg
Germany
;
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H33 I3 O3, C6 H14 O'
_chemical_formula_sum            'C39 H47 I3 O4'
_chemical_formula_weight         960.46

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'
I I -0.4742 1.8119 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   16.379(5)
_cell_length_b                   16.507(3)
_cell_length_c                   16.949(4)
_cell_angle_alpha                72.005(17)
_cell_angle_beta                 70.41(2)
_cell_angle_gamma                66.18(2)
_cell_volume                     3868.7(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    2189
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      26.98

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_F_000             1888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    2.461
_shelx_estimated_absorpt_T_min   0.425
_shelx_estimated_absorpt_T_max   0.774
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.6263
_exptl_absorpt_correction_T_max  0.7296
_exptl_absorpt_process_details   'X-Area (STOE)'

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
30 -5 6 0.1028
27 30 8 0.1331
7 -30 16 0.1123
11 -30 -3 0.0782
10 -15 -13 0.0856
30 -2 -27 0.1100
7 30 12 0.0956
3 11 15 0.0915
5 3 30 0.1158
-30 1 -4 0.1064
-30 -24 -5 0.1021
-3 15 2 0.0895
-19 7 30 0.1101
-30 -18 7 0.0931
0 -1 -30 0.0989
15 30 -17 0.1057

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      153
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 504 frames, detector distance = 120 mm
;

_diffrn_reflns_number            29109
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.377
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             13974
_reflns_number_gt                10240
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'STOE X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2012)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_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)+(0.0368P)²+13.8780P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13974
_refine_ls_number_parameters     907
_refine_ls_number_restraints     111
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1033
_refine_ls_wR_factor_gt          0.0915
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.030
_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
I1 I 0.96673(3) -0.13956(3) -0.18544(3) 0.03306(11) Uani 1 1 d . . . . .
I2 I 0.13351(3) -0.15325(3) 0.57054(3) 0.03126(11) Uani 1 1 d . . . . .
I3 I 0.32949(4) 0.79912(3) 0.33250(3) 0.04631(15) Uani 1 1 d . . . . .
O1 O 0.6277(3) 0.1148(3) 0.0296(2) 0.0237(9) Uani 1 1 d . . . . .
O2 O 0.3234(3) 0.1143(3) 0.3035(3) 0.0243(9) Uani 1 1 d . . . . .
O3 O 0.3640(3) 0.4931(2) 0.1684(3) 0.0244(9) Uani 1 1 d . . . . .
C1 C 0.4838(4) 0.2283(4) 0.0595(3) 0.0195(11) Uani 1 1 d . . . . .
C2 C 0.4189(4) 0.1863(3) 0.1131(3) 0.0201(12) Uani 1 1 d . . . . .
C3 C 0.3528(4) 0.2249(4) 0.1802(3) 0.0181(11) Uani 1 1 d . . . . .
C4 C 0.3550(4) 0.3001(3) 0.2005(3) 0.0191(11) Uani 1 1 d . . . . .
C5 C 0.4229(4) 0.3384(3) 0.1494(3) 0.0185(11) Uani 1 1 d . . . . .
C6 C 0.4824(4) 0.3073(3) 0.0754(3) 0.0178(11) Uani 1 1 d . . . . .
C7 C 0.5576(4) 0.1850(3) -0.0108(4) 0.0209(12) Uani 1 1 d . . . . .
H7A H 0.532555 0.158823 -0.038808 0.025 Uiso 1 1 calc R U . . .
H7B H 0.583210 0.230043 -0.054437 0.025 Uiso 1 1 calc R U . . .
C8 C 0.7012(4) 0.0609(3) -0.0208(4) 0.0202(12) Uani 1 1 d . . . . .
C9 C 0.7148(4) 0.0752(4) -0.1094(4) 0.0267(13) Uani 1 1 d . . . . .
H9 H 0.672553 0.124596 -0.137988 0.032 Uiso 1 1 calc R U . . .
C10 C 0.7904(4) 0.0166(4) -0.1550(4) 0.0266(13) Uani 1 1 d . . . . .
H10 H 0.800650 0.025862 -0.215256 0.032 Uiso 1 1 calc R U . . .
C11 C 0.8505(4) -0.0551(4) -0.1128(4) 0.0247(13) Uani 1 1 d . . . . .
C12 C 0.8365(4) -0.0705(4) -0.0240(4) 0.0247(13) Uani 1 1 d . . . . .
H12 H 0.878010 -0.120554 0.004771 0.030 Uiso 1 1 calc R U . . .
C13 C 0.7612(4) -0.0116(4) 0.0211(4) 0.0260(13) Uani 1 1 d . . . . .
H13 H 0.750796 -0.021179 0.081374 0.031 Uiso 1 1 calc R U . . .
C14 C 0.4218(4) 0.0999(4) 0.0945(4) 0.0252(13) Uani 1 1 d . . . . .
H14A H 0.394870 0.064122 0.148192 0.030 Uiso 1 1 calc R U . . .
H14B H 0.486733 0.063013 0.074325 0.030 Uiso 1 1 calc R U . . .
C15 C 0.3693(5) 0.1195(4) 0.0270(4) 0.0333(15) Uani 1 1 d . . . . .
H15A H 0.390871 0.160628 -0.024037 0.050 Uiso 1 1 calc R U . . .
H15B H 0.303292 0.147574 0.050280 0.050 Uiso 1 1 calc R U . . .
H15C H 0.380082 0.062785 0.011678 0.050 Uiso 1 1 calc R U . . .
C16 C 0.2816(4) 0.1806(4) 0.2364(4) 0.0227(12) Uani 1 1 d . . . . .
H16A H 0.224255 0.226041 0.261098 0.027 Uiso 1 1 calc R U . . .
H16B H 0.266799 0.150918 0.202969 0.027 Uiso 1 1 calc R U . . .
C17 C 0.2757(4) 0.0592(3) 0.3615(3) 0.0182(11) Uani 1 1 d . . . . .
C18 C 0.1874(4) 0.0682(4) 0.3652(4) 0.0267(13) Uani 1 1 d . . . . .
H18 H 0.154608 0.114833 0.326458 0.032 Uiso 1 1 calc R U . . .
C19 C 0.1466(4) 0.0080(4) 0.4264(4) 0.0250(13) Uani 1 1 d . . . . .
H19 H 0.085785 0.013353 0.429115 0.030 Uiso 1 1 calc R U . . .
C20 C 0.1940(4) -0.0590(4) 0.4827(4) 0.0253(13) Uani 1 1 d . . . . .
C21 C 0.2830(4) -0.0673(4) 0.4796(4) 0.0254(13) Uani 1 1 d . . . . .
H21 H 0.315651 -0.113770 0.518572 0.030 Uiso 1 1 calc R U . . .
C22 C 0.3231(4) -0.0076(4) 0.4196(4) 0.0250(13) Uani 1 1 d . . . . .
H22 H 0.383367 -0.012027 0.417733 0.030 Uiso 1 1 calc R U . . .
C23 C 0.2824(4) 0.3424(4) 0.2733(4) 0.0257(13) Uani 1 1 d . . . . .
H23A H 0.309170 0.370117 0.298019 0.031 Uiso 1 1 calc R U . . .
H23B H 0.262740 0.294707 0.318806 0.031 Uiso 1 1 calc R U . . .
C24 C 0.1991(4) 0.4142(4) 0.2428(4) 0.0311(14) Uani 1 1 d . . . . .
H24A H 0.217817 0.463202 0.200232 0.047 Uiso 1 1 calc R U . . .
H24B H 0.152375 0.438474 0.291534 0.047 Uiso 1 1 calc R U . . .
H24C H 0.173449 0.387170 0.217078 0.047 Uiso 1 1 calc R U . . .
C25 C 0.4369(4) 0.4084(3) 0.1790(4) 0.0223(12) Uani 1 1 d . . . . .
H25A H 0.438531 0.387225 0.240050 0.027 Uiso 1 1 calc R U . . .
H25B H 0.496489 0.416493 0.145650 0.027 Uiso 1 1 calc R U . . .
C26 C 0.3609(4) 0.5571(3) 0.2067(3) 0.0207(12) Uani 1 1 d . . . . .
C27 C 0.2802(4) 0.6313(4) 0.2114(4) 0.0281(13) Uani 1 1 d . . . . .
H27 H 0.231740 0.634484 0.190369 0.034 Uiso 1 1 calc R U . . .
C28 C 0.2709(5) 0.7012(4) 0.2472(4) 0.0319(15) Uani 1 1 d . . . . .
H28 H 0.216071 0.752086 0.251237 0.038 Uiso 1 1 calc R U . . .
C29 C 0.3432(5) 0.6954(4) 0.2771(4) 0.0312(15) Uani 1 1 d . . . . .
C30 C 0.4210(5) 0.6215(4) 0.2726(4) 0.0321(15) Uani 1 1 d . . . . .
H30 H 0.469265 0.617564 0.294317 0.039 Uiso 1 1 calc R U . . .
C31 C 0.4309(4) 0.5523(4) 0.2370(4) 0.0258(13) Uani 1 1 d . . . . .
H31 H 0.485902 0.501590 0.233574 0.031 Uiso 1 1 calc R U . . .
C32 C 0.5432(4) 0.3611(4) 0.0112(4) 0.0222(12) Uani 1 1 d . . . . .
H32A H 0.545660 0.358928 -0.047278 0.027 Uiso 1 1 calc R U . . .
H32B H 0.513637 0.425095 0.017110 0.027 Uiso 1 1 calc R U . . .
C33 C 0.6406(4) 0.3287(4) 0.0207(4) 0.0294(14) Uani 1 1 d . . . . .
H33A H 0.670722 0.265170 0.015487 0.044 Uiso 1 1 calc R U . . .
H33B H 0.639489 0.334524 0.076877 0.044 Uiso 1 1 calc R U . . .
H33C H 0.674719 0.365330 -0.024173 0.044 Uiso 1 1 calc R U . . .
I3A I 0.63968(9) -0.30357(9) 0.19736(10) 0.0422(3) Uani 0.83 1 d D U P A 1
C29A C 0.6316(5) -0.1880(4) 0.2320(4) 0.0335(14) Uani 0.83 1 d D U P A 1
I3C I 0.6714(4) -0.3021(5) 0.1820(5) 0.0387(15) Uani 0.17 1 d D U P A 2
C29C C 0.6316(5) -0.1880(4) 0.2320(4) 0.0335(14) Uani 0.17 1 d D U P A 2
I1A I 0.87826(3) 0.66711(3) -0.06303(3) 0.03244(11) Uani 1 1 d . . . . .
I2A I 0.03186(3) 0.65903(3) 0.68775(3) 0.03109(11) Uani 1 1 d . . . . .
O1A O 0.6718(3) 0.4049(3) 0.1844(3) 0.0278(9) Uani 1 1 d . . . . .
O2A O 0.3478(3) 0.4115(3) 0.4498(3) 0.0289(9) Uani 1 1 d . . . . .
O3A O 0.6131(3) 0.0368(3) 0.3064(3) 0.0304(10) Uani 1 1 d . . . . .
C1A C 0.6332(4) 0.2944(4) 0.3020(4) 0.0225(12) Uani 1 1 d . . . . .
C2A C 0.5644(4) 0.3347(3) 0.3670(4) 0.0205(12) Uani 1 1 d . . . . .
C3A C 0.4925(4) 0.3008(4) 0.4113(4) 0.0277(13) Uani 1 1 d . . . . .
C4A C 0.4841(4) 0.2321(4) 0.3831(4) 0.0266(13) Uani 1 1 d . . . . .
C5A C 0.5535(4) 0.1929(4) 0.3175(4) 0.0255(13) Uani 1 1 d . . . . .
C6A C 0.6294(4) 0.2224(4) 0.2769(4) 0.0220(12) Uani 1 1 d . . . . .
C7A C 0.7080(4) 0.3348(4) 0.2514(4) 0.0244(12) Uani 1 1 d . . . . .
H7C H 0.723153 0.360155 0.288337 0.029 Uiso 1 1 calc R U . . .
H7D H 0.764326 0.288231 0.227055 0.029 Uiso 1 1 calc R U . . .
C8A C 0.7220(4) 0.4588(4) 0.1321(4) 0.0220(12) Uani 1 1 d . . . . .
C9A C 0.6828(4) 0.5248(4) 0.0681(4) 0.0285(13) Uani 1 1 d . . . . .
H9A H 0.624829 0.529733 0.063182 0.034 Uiso 1 1 calc R U . . .
C10A C 0.7275(4) 0.5826(4) 0.0122(4) 0.0249(13) Uani 1 1 d . . . . .
H10A H 0.700590 0.627333 -0.031308 0.030 Uiso 1 1 calc R U . . .
C11A C 0.8122(4) 0.5755(4) 0.0196(4) 0.0244(13) Uani 1 1 d . . . . .
C12A C 0.8518(4) 0.5100(4) 0.0818(4) 0.0298(14) Uani 1 1 d . . . . .
H12A H 0.909939 0.505143 0.086334 0.036 Uiso 1 1 calc R U . . .
C13A C 0.8071(4) 0.4508(4) 0.1383(4) 0.0258(13) Uani 1 1 d . . . . .
H13A H 0.834862 0.405220 0.180902 0.031 Uiso 1 1 calc R U . . .
C14A C 0.5658(4) 0.4157(4) 0.3910(4) 0.0278(13) Uani 1 1 d . . . . .
H14C H 0.501753 0.454133 0.411674 0.033 Uiso 1 1 calc R U . . .
H14D H 0.594754 0.452082 0.339255 0.033 Uiso 1 1 calc R U . . .
C15A C 0.6184(5) 0.3886(4) 0.4604(4) 0.0375(16) Uani 1 1 d . . . . .
H15D H 0.682716 0.352881 0.439365 0.056 Uiso 1 1 calc R U . . .
H15E H 0.590182 0.352556 0.511880 0.056 Uiso 1 1 calc R U . . .
H15F H 0.615863 0.443190 0.474169 0.056 Uiso 1 1 calc R U . . .
C16A C 0.4197(4) 0.3400(4) 0.4845(4) 0.0293(14) Uani 1 1 d . . . . .
H16C H 0.395511 0.292973 0.526211 0.035 Uiso 1 1 calc R U . . .
H16D H 0.445666 0.363476 0.514062 0.035 Uiso 1 1 calc R U . . .
C17A C 0.2789(4) 0.4620(4) 0.5062(4) 0.0273(13) Uani 1 1 d . . . . .
C18A C 0.2192(4) 0.5418(4) 0.4702(4) 0.0308(14) Uani 1 1 d . . . . .
H18A H 0.227359 0.557586 0.409901 0.037 Uiso 1 1 calc R U . . .
C19A C 0.1490(4) 0.5981(4) 0.5200(4) 0.0261(13) Uani 1 1 d . . . . .
H19A H 0.108136 0.652318 0.494857 0.031 Uiso 1 1 calc R U . . .
C20A C 0.1386(4) 0.5744(4) 0.6079(4) 0.0252(13) Uani 1 1 d . . . . .
C21A C 0.1966(4) 0.4961(4) 0.6458(4) 0.0264(13) Uani 1 1 d . . . . .
H21A H 0.188191 0.481091 0.706172 0.032 Uiso 1 1 calc R U . . .
C22A C 0.2681(4) 0.4387(4) 0.5944(4) 0.0278(13) Uani 1 1 d . . . . .
H22A H 0.308852 0.384373 0.619419 0.033 Uiso 1 1 calc R U . . .
C23A C 0.4021(5) 0.1994(4) 0.4293(4) 0.0358(15) Uani 1 1 d . . . . .
H23C H 0.350387 0.247440 0.456448 0.043 Uiso 1 1 calc R U . . .
H23D H 0.381599 0.185691 0.387694 0.043 Uiso 1 1 calc R U . . .
C24A C 0.4286(6) 0.1163(5) 0.4961(5) 0.052(2) Uani 1 1 d . . . . .
H24D H 0.480745 0.069314 0.469251 0.078 Uiso 1 1 calc R U . . .
H24E H 0.376343 0.094410 0.524183 0.078 Uiso 1 1 calc R U . . .
H24F H 0.446143 0.130748 0.538698 0.078 Uiso 1 1 calc R U . . .
C25A C 0.5437(4) 0.1219(4) 0.2852(4) 0.0266(13) Uani 1 1 d . . . . .
H25C H 0.481822 0.116545 0.312127 0.032 Uiso 1 1 calc R U . . .
H25D H 0.551131 0.139589 0.222487 0.032 Uiso 1 1 calc R U . . .
C26A C 0.6158(4) -0.0351(4) 0.2794(4) 0.0251(13) Uani 1 1 d . . . . .
C27A C 0.6930(5) -0.1116(4) 0.2847(5) 0.0396(17) Uani 1 1 d . . . . .
H27A H 0.741192 -0.111389 0.303767 0.047 Uiso 1 1 calc R U . . .
C28A C 0.7001(5) -0.1885(4) 0.2621(5) 0.0451(19) Uani 1 1 d . . . . .
H28A H 0.752204 -0.241497 0.267379 0.054 Uiso 1 1 calc R U . A 1
C30A C 0.5561(5) -0.1117(4) 0.2252(4) 0.0318(15) Uani 1 1 d . . . . .
H30A H 0.508898 -0.111591 0.204521 0.038 Uiso 1 1 calc R U . A 1
C31A C 0.5477(4) -0.0343(4) 0.2483(4) 0.0287(14) Uani 1 1 d . . . . .
H31A H 0.495565 0.018628 0.242618 0.034 Uiso 1 1 calc R U . . .
C32A C 0.7054(4) 0.1777(4) 0.2078(4) 0.0271(13) Uani 1 1 d . . . . .
H32C H 0.729721 0.223513 0.163872 0.032 Uiso 1 1 calc R U . . .
H32D H 0.680723 0.151222 0.179847 0.032 Uiso 1 1 calc R U . . .
C33A C 0.7841(4) 0.1026(5) 0.2463(5) 0.0384(16) Uani 1 1 d . . . . .
H33D H 0.834380 0.076468 0.200391 0.058 Uiso 1 1 calc R U . . .
H33E H 0.760965 0.055306 0.286984 0.058 Uiso 1 1 calc R U . . .
H33F H 0.806882 0.128514 0.275940 0.058 Uiso 1 1 calc R U . . .
O4C O 0.0060(3) 0.2652(3) 0.6047(3) 0.0373(11) Uani 1 1 d . . . . .
C34C C 0.0657(5) 0.3164(5) 0.5831(5) 0.0429(17) Uani 1 1 d . . . . .
H34C H 0.115038 0.282425 0.615054 0.051 Uiso 1 1 calc R U . . .
C35C C 0.0080(7) 0.4027(5) 0.6143(6) 0.067(3) Uani 1 1 d . . . . .
H35A H 0.046900 0.438530 0.605215 0.101 Uiso 1 1 calc R U . . .
H35B H -0.020642 0.388830 0.675472 0.101 Uiso 1 1 calc R U . . .
H35C H -0.039966 0.437275 0.582769 0.101 Uiso 1 1 calc R U . . .
C36C C 0.1106(6) 0.3341(7) 0.4888(5) 0.066(3) Uani 1 1 d . . . . .
H36A H 0.149400 0.276535 0.470874 0.099 Uiso 1 1 calc R U . . .
H36B H 0.148604 0.371405 0.477725 0.099 Uiso 1 1 calc R U . . .
H36C H 0.063052 0.365954 0.456492 0.099 Uiso 1 1 calc R U . . .
C37C C 0.0407(5) 0.1792(5) 0.5826(5) 0.0460(19) Uani 1 1 d . . . . .
H37C H 0.054141 0.188440 0.519015 0.055 Uiso 1 1 calc R U . . .
C38C C -0.0338(7) 0.1388(6) 0.6210(6) 0.063(2) Uani 1 1 d . . . . .
H38A H -0.049515 0.131197 0.683361 0.094 Uiso 1 1 calc R U . . .
H38B H -0.012752 0.079828 0.605676 0.094 Uiso 1 1 calc R U . . .
H38C H -0.088217 0.178883 0.599297 0.094 Uiso 1 1 calc R U . . .
C39C C 0.1274(7) 0.1196(6) 0.6101(7) 0.074(3) Uani 1 1 d . . . . .
H39A H 0.144063 0.058636 0.600680 0.111 Uiso 1 1 calc R U . . .
H39B H 0.118008 0.116899 0.670952 0.111 Uiso 1 1 calc R U . . .
H39C H 0.176995 0.144130 0.576661 0.111 Uiso 1 1 calc R U . . .
O4D O -0.0018(6) 0.7770(5) 0.1029(6) 0.040(2) Uani 0.64 1 d D U P B 3
C34D C 0.0264(11) 0.6835(10) 0.1343(10) 0.050(3) Uani 0.64 1 d D . P B 3
H34E H 0.053844 0.669855 0.183443 0.060 Uiso 0.64 1 calc R U P B 3
C35D C -0.0688(11) 0.6814(15) 0.1682(15) 0.109(7) Uani 0.64 1 d D U P B 3
H35D H -0.084568 0.661863 0.127851 0.164 Uiso 0.64 1 calc R U P B 3
H35E H -0.111519 0.741976 0.175934 0.164 Uiso 0.64 1 calc R U P B 3
H35F H -0.073459 0.638982 0.223373 0.164 Uiso 0.64 1 calc R U P B 3
C36D C 0.0847(13) 0.6160(12) 0.0797(12) 0.096(6) Uani 0.64 1 d D U P B 3
H36D H 0.147411 0.618177 0.059699 0.144 Uiso 0.64 1 calc R U P B 3
H36E H 0.059425 0.629637 0.030392 0.144 Uiso 0.64 1 calc R U P B 3
H36F H 0.085812 0.555417 0.112867 0.144 Uiso 0.64 1 calc R U P B 3
C37D C 0.0710(10) 0.8112(9) 0.0757(7) 0.060(4) Uani 0.64 1 d D U P B 3
H37D H 0.127613 0.757630 0.082092 0.072 Uiso 0.64 1 calc R U P B 3
C38D C 0.0934(11) 0.8636(10) -0.0122(8) 0.068(3) Uani 0.64 1 d D U P B 3
H38D H 0.102552 0.828449 -0.053593 0.102 Uiso 0.64 1 calc R U P B 3
H38E H 0.149776 0.876209 -0.021339 0.102 Uiso 0.64 1 calc R U P B 3
H38F H 0.042638 0.920684 -0.019934 0.102 Uiso 0.64 1 calc R U P B 3
C39D C 0.0538(14) 0.8619(12) 0.1415(11) 0.099(6) Uani 0.64 1 d D U P B 3
H39D H 0.107900 0.877989 0.133191 0.149 Uiso 0.64 1 calc R U P B 3
H39E H 0.041663 0.824039 0.198475 0.149 Uiso 0.64 1 calc R U P B 3
H39F H 0.000369 0.917007 0.136385 0.149 Uiso 0.64 1 calc R U P B 3
O4E O 0.0135(12) 0.7778(9) 0.0729(11) 0.041(5) Uani 0.36 1 d D U P C 4
C34E C 0.0355(17) 0.6804(17) 0.1146(17) 0.050(3) Uani 0.36 1 d D . P C 4
H34F H 0.074585 0.668609 0.153961 0.060 Uiso 0.36 1 calc R U P C 4
C35E C -0.0330(12) 0.6352(12) 0.1619(11) 0.028(4) Uani 0.36 1 d D U P C 4
H35G H -0.062251 0.651842 0.218121 0.042 Uiso 0.36 1 calc R U P C 4
H35H H -0.002587 0.569579 0.169390 0.042 Uiso 0.36 1 calc R U P C 4
H35I H -0.079805 0.654207 0.129938 0.042 Uiso 0.36 1 calc R U P C 4
C36E C 0.0985(16) 0.6538(15) 0.0346(13) 0.045(5) Uani 0.36 1 d D U P C 4
H36G H 0.063246 0.668817 -0.007690 0.068 Uiso 0.36 1 calc R U P C 4
H36H H 0.131606 0.588580 0.045473 0.068 Uiso 0.36 1 calc R U P C 4
H36I H 0.142688 0.686343 0.012616 0.068 Uiso 0.36 1 calc R U P C 4
C37E C 0.0255(11) 0.8273(12) 0.1260(12) 0.042(5) Uani 0.36 1 d D U P C 4
H37E H 0.028034 0.789613 0.184571 0.050 Uiso 0.36 1 calc R U P C 4
C38E C 0.1176(15) 0.8303(18) 0.0771(16) 0.068(3) Uani 0.36 1 d D U P C 4
H38G H 0.130759 0.874904 0.093345 0.102 Uiso 0.36 1 calc R U P C 4
H38H H 0.119825 0.847288 0.015803 0.102 Uiso 0.36 1 calc R U P C 4
H38I H 0.163488 0.770548 0.089368 0.102 Uiso 0.36 1 calc R U P C 4
C39E C -0.0385(16) 0.9195(13) 0.1317(17) 0.060(6) Uani 0.36 1 d D U P C 4
H39G H -0.011084 0.951429 0.149964 0.089 Uiso 0.36 1 calc R U P C 4
H39H H -0.096172 0.916728 0.173419 0.089 Uiso 0.36 1 calc R U P C 4
H39I H -0.051070 0.951866 0.075611 0.089 Uiso 0.36 1 calc R U P C 4


_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
I1 C11 2.105(6) . ?
I2 C20 2.107(6) . ?
I3 C29 2.099(6) . ?
O1 C8 1.374(6) . ?
O1 C7 1.447(6) . ?
O2 C17 1.383(6) . ?
O2 C16 1.451(6) . ?
O3 C26 1.378(6) . ?
O3 C25 1.432(6) . ?
C1 C6 1.401(7) . ?
C1 C2 1.412(8) . ?
C1 C7 1.501(8) . ?
C2 C3 1.392(8) . ?
C2 C14 1.532(7) . ?
C3 C4 1.402(7) . ?
C3 C16 1.522(7) . ?
C4 C5 1.404(8) . ?
C4 C23 1.518(7) . ?
C5 C6 1.400(8) . ?
C5 C25 1.513(7) . ?
C6 C32 1.535(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C13 1.377(8) . ?
C8 C9 1.400(8) . ?
C9 C10 1.386(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.375(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.400(8) . ?
C12 C13 1.381(8) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.538(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.374(8) . ?
C17 C22 1.393(8) . ?
C18 C19 1.395(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.374(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.392(8) . ?
C21 C22 1.377(8) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.525(8) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C31 1.372(8) . ?
C26 C27 1.392(8) . ?
C27 C28 1.398(8) . ?
C27 H27 0.9500 . ?
C28 C29 1.394(10) . ?
C28 H28 0.9500 . ?
C29 C30 1.362(9) . ?
C30 C31 1.381(8) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C33 1.512(8) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
I3A C29A 2.107(6) . ?
C29A C30A 1.370(9) . ?
C29A C28A 1.375(10) . ?
I3C C29C 2.078(9) . ?
C29C C30A 1.370(9) . ?
C29C C28A 1.375(10) . ?
I1A C11A 2.101(6) . ?
I2A C20A 2.110(6) . ?
O1A C8A 1.367(7) . ?
O1A C7A 1.438(7) . ?
O2A C17A 1.375(7) . ?
O2A C16A 1.428(7) . ?
O3A C26A 1.379(7) . ?
O3A C25A 1.438(7) . ?
C1A C2A 1.393(8) . ?
C1A C6A 1.409(8) . ?
C1A C7A 1.511(8) . ?
C2A C3A 1.394(8) . ?
C2A C14A 1.523(7) . ?
C3A C4A 1.428(8) . ?
C3A C16A 1.504(8) . ?
C4A C5A 1.397(8) . ?
C4A C23A 1.525(9) . ?
C5A C6A 1.401(8) . ?
C5A C25A 1.520(8) . ?
C6A C32A 1.510(8) . ?
C7A H7C 0.9900 . ?
C7A H7D 0.9900 . ?
C8A C13A 1.383(8) . ?
C8A C9A 1.395(8) . ?
C9A C10A 1.373(8) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.390(8) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.374(8) . ?
C12A C13A 1.392(9) . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9500 . ?
C14A C15A 1.540(8) . ?
C14A H14C 0.9900 . ?
C14A H14D 0.9900 . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C17A C18A 1.388(9) . ?
C17A C22A 1.391(8) . ?
C18A C19A 1.367(9) . ?
C18A H18A 0.9500 . ?
C19A C20A 1.388(8) . ?
C19A H19A 0.9500 . ?
C20A C21A 1.375(8) . ?
C21A C22A 1.399(8) . ?
C21A H21A 0.9500 . ?
C22A H22A 0.9500 . ?
C23A C24A 1.497(10) . ?
C23A H23C 0.9900 . ?
C23A H23D 0.9900 . ?
C24A H24D 0.9800 . ?
C24A H24E 0.9800 . ?
C24A H24F 0.9800 . ?
C25A H25C 0.9900 . ?
C25A H25D 0.9900 . ?
C26A C31A 1.379(9) . ?
C26A C27A 1.384(8) . ?
C27A C28A 1.386(9) . ?
C27A H27A 0.9500 . ?
C28A H28A 0.9500 . ?
C30A C31A 1.390(8) . ?
C30A H30A 0.9500 . ?
C31A H31A 0.9500 . ?
C32A C33A 1.549(9) . ?
C32A H32C 0.9900 . ?
C32A H32D 0.9900 . ?
C33A H33D 0.9800 . ?
C33A H33E 0.9800 . ?
C33A H33F 0.9800 . ?
O4C C37C 1.418(8) . ?
O4C C34C 1.429(9) . ?
C34C C35C 1.500(11) . ?
C34C C36C 1.509(11) . ?
C34C H34C 1.0000 . ?
C35C H35A 0.9800 . ?
C35C H35B 0.9800 . ?
C35C H35C 0.9800 . ?
C36C H36A 0.9800 . ?
C36C H36B 0.9800 . ?
C36C H36C 0.9800 . ?
C37C C38C 1.487(12) . ?
C37C C39C 1.495(11) . ?
C37C H37C 1.0000 . ?
C38C H38A 0.9800 . ?
C38C H38B 0.9800 . ?
C38C H38C 0.9800 . ?
C39C H39A 0.9800 . ?
C39C H39B 0.9800 . ?
C39C H39C 0.9800 . ?
O4D C34D 1.400(13) . ?
O4D C37D 1.402(13) . ?
C34D C36D 1.482(11) . ?
C34D C35D 1.482(11) . ?
C34D H34E 1.0000 . ?
C35D H35D 0.9800 . ?
C35D H35E 0.9800 . ?
C35D H35F 0.9800 . ?
C36D H36D 0.9800 . ?
C36D H36E 0.9800 . ?
C36D H36F 0.9800 . ?
C37D C39D 1.482(11) . ?
C37D C38D 1.482(11) . ?
C37D H37D 1.0000 . ?
C38D H38D 0.9800 . ?
C38D H38E 0.9800 . ?
C38D H38F 0.9800 . ?
C39D H39D 0.9800 . ?
C39D H39E 0.9800 . ?
C39D H39F 0.9800 . ?
O4E C34E 1.49(2) . ?
O4E C37E 1.49(2) . ?
C34E C36E 1.469(16) . ?
C34E C35E 1.469(16) . ?
C34E H34F 1.0000 . ?
C35E H35G 0.9800 . ?
C35E H35H 0.9800 . ?
C35E H35I 0.9800 . ?
C36E H36G 0.9800 . ?
C36E H36H 0.9800 . ?
C36E H36I 0.9800 . ?
C37E C38E 1.469(17) . ?
C37E C39E 1.469(16) . ?
C37E H37E 1.0000 . ?
C38E H38G 0.9800 . ?
C38E H38H 0.9800 . ?
C38E H38I 0.9800 . ?
C39E H39G 0.9800 . ?
C39E H39H 0.9800 . ?
C39E H39I 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
C8 O1 C7 117.5(4) . . ?
C17 O2 C16 118.1(4) . . ?
C26 O3 C25 115.4(4) . . ?
C6 C1 C2 119.8(5) . . ?
C6 C1 C7 120.2(5) . . ?
C2 C1 C7 119.9(5) . . ?
C3 C2 C1 119.6(5) . . ?
C3 C2 C14 121.5(5) . . ?
C1 C2 C14 118.9(5) . . ?
C2 C3 C4 120.9(5) . . ?
C2 C3 C16 119.4(5) . . ?
C4 C3 C16 119.6(5) . . ?
C3 C4 C5 118.8(5) . . ?
C3 C4 C23 120.7(5) . . ?
C5 C4 C23 120.5(5) . . ?
C6 C5 C4 120.7(5) . . ?
C6 C5 C25 119.8(5) . . ?
C4 C5 C25 119.2(5) . . ?
C5 C6 C1 119.4(5) . . ?
C5 C6 C32 120.0(5) . . ?
C1 C6 C32 120.6(5) . . ?
O1 C7 C1 105.9(4) . . ?
O1 C7 H7A 110.5 . . ?
C1 C7 H7A 110.5 . . ?
O1 C7 H7B 110.5 . . ?
C1 C7 H7B 110.5 . . ?
H7A C7 H7B 108.7 . . ?
O1 C8 C13 116.1(5) . . ?
O1 C8 C9 123.3(5) . . ?
C13 C8 C9 120.5(5) . . ?
C10 C9 C8 119.3(5) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C11 C10 C9 119.7(5) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 121.2(5) . . ?
C10 C11 I1 118.2(4) . . ?
C12 C11 I1 120.6(4) . . ?
C13 C12 C11 118.9(5) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C8 C13 C12 120.4(5) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C2 C14 C15 112.6(5) . . ?
C2 C14 H14A 109.1 . . ?
C15 C14 H14A 109.1 . . ?
C2 C14 H14B 109.1 . . ?
C15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 C3 105.5(4) . . ?
O2 C16 H16A 110.6 . . ?
C3 C16 H16A 110.6 . . ?
O2 C16 H16B 110.6 . . ?
C3 C16 H16B 110.6 . . ?
H16A C16 H16B 108.8 . . ?
C18 C17 O2 124.5(5) . . ?
C18 C17 C22 120.5(5) . . ?
O2 C17 C22 115.0(5) . . ?
C17 C18 C19 119.2(5) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C20 C19 C18 120.3(6) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.4(5) . . ?
C19 C20 I2 119.6(4) . . ?
C21 C20 I2 119.9(4) . . ?
C22 C21 C20 119.3(5) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C17 120.2(5) . . ?
C21 C22 H22 119.9 . . ?
C17 C22 H22 119.9 . . ?
C4 C23 C24 111.2(5) . . ?
C4 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
C4 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 C5 110.6(4) . . ?
O3 C25 H25A 109.5 . . ?
C5 C25 H25A 109.5 . . ?
O3 C25 H25B 109.5 . . ?
C5 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C31 C26 O3 124.7(5) . . ?
C31 C26 C27 120.4(5) . . ?
O3 C26 C27 114.9(5) . . ?
C26 C27 C28 119.4(6) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C29 C28 C27 119.3(6) . . ?
C29 C28 H28 120.4 . . ?
C27 C28 H28 120.4 . . ?
C30 C29 C28 120.1(5) . . ?
C30 C29 I3 120.2(5) . . ?
C28 C29 I3 119.6(4) . . ?
C29 C30 C31 121.0(6) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 H30 119.5 . . ?
C26 C31 C30 119.8(5) . . ?
C26 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C33 C32 C6 115.3(5) . . ?
C33 C32 H32A 108.4 . . ?
C6 C32 H32A 108.4 . . ?
C33 C32 H32B 108.4 . . ?
C6 C32 H32B 108.4 . . ?
H32A C32 H32B 107.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C30A C29A C28A 119.8(6) . . ?
C30A C29A I3A 119.1(5) . . ?
C28A C29A I3A 121.1(5) . . ?
C30A C29C C28A 119.8(6) . . ?
C30A C29C I3C 127.9(5) . . ?
C28A C29C I3C 111.4(5) . . ?
C8A O1A C7A 119.1(4) . . ?
C17A O2A C16A 115.9(4) . . ?
C26A O3A C25A 116.4(4) . . ?
C2A C1A C6A 121.3(5) . . ?
C2A C1A C7A 119.2(5) . . ?
C6A C1A C7A 119.2(5) . . ?
C1A C2A C3A 119.8(5) . . ?
C1A C2A C14A 121.3(5) . . ?
C3A C2A C14A 118.9(5) . . ?
C2A C3A C4A 119.6(5) . . ?
C2A C3A C16A 121.1(5) . . ?
C4A C3A C16A 119.2(5) . . ?
C5A C4A C3A 119.3(5) . . ?
C5A C4A C23A 121.6(5) . . ?
C3A C4A C23A 118.9(5) . . ?
C4A C5A C6A 121.0(5) . . ?
C4A C5A C25A 119.7(5) . . ?
C6A C5A C25A 119.2(5) . . ?
C5A C6A C1A 118.6(5) . . ?
C5A C6A C32A 120.5(5) . . ?
C1A C6A C32A 120.8(5) . . ?
O1A C7A C1A 105.9(4) . . ?
O1A C7A H7C 110.5 . . ?
C1A C7A H7C 110.5 . . ?
O1A C7A H7D 110.5 . . ?
C1A C7A H7D 110.5 . . ?
H7C C7A H7D 108.7 . . ?
O1A C8A C13A 124.6(5) . . ?
O1A C8A C9A 115.8(5) . . ?
C13A C8A C9A 119.7(5) . . ?
C10A C9A C8A 120.5(6) . . ?
C10A C9A H9A 119.8 . . ?
C8A C9A H9A 119.8 . . ?
C9A C10A C11A 119.7(5) . . ?
C9A C10A H10A 120.1 . . ?
C11A C10A H10A 120.1 . . ?
C12A C11A C10A 120.1(5) . . ?
C12A C11A I1A 120.1(4) . . ?
C10A C11A I1A 119.7(4) . . ?
C11A C12A C13A 120.4(6) . . ?
C11A C12A H12A 119.8 . . ?
C13A C12A H12A 119.8 . . ?
C8A C13A C12A 119.6(5) . . ?
C8A C13A H13A 120.2 . . ?
C12A C13A H13A 120.2 . . ?
C2A C14A C15A 113.1(5) . . ?
C2A C14A H14C 109.0 . . ?
C15A C14A H14C 109.0 . . ?
C2A C14A H14D 109.0 . . ?
C15A C14A H14D 109.0 . . ?
H14C C14A H14D 107.8 . . ?
C14A C15A H15D 109.5 . . ?
C14A C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
C14A C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
O2A C16A C3A 107.4(5) . . ?
O2A C16A H16C 110.2 . . ?
C3A C16A H16C 110.2 . . ?
O2A C16A H16D 110.2 . . ?
C3A C16A H16D 110.2 . . ?
H16C C16A H16D 108.5 . . ?
O2A C17A C18A 116.0(5) . . ?
O2A C17A C22A 124.2(5) . . ?
C18A C17A C22A 119.8(6) . . ?
C19A C18A C17A 121.2(6) . . ?
C19A C18A H18A 119.4 . . ?
C17A C18A H18A 119.4 . . ?
C18A C19A C20A 118.7(5) . . ?
C18A C19A H19A 120.7 . . ?
C20A C19A H19A 120.7 . . ?
C21A C20A C19A 121.8(5) . . ?
C21A C20A I2A 117.9(4) . . ?
C19A C20A I2A 120.3(4) . . ?
C20A C21A C22A 119.1(5) . . ?
C20A C21A H21A 120.5 . . ?
C22A C21A H21A 120.5 . . ?
C17A C22A C21A 119.5(5) . . ?
C17A C22A H22A 120.3 . . ?
C21A C22A H22A 120.3 . . ?
C24A C23A C4A 109.9(6) . . ?
C24A C23A H23C 109.7 . . ?
C4A C23A H23C 109.7 . . ?
C24A C23A H23D 109.7 . . ?
C4A C23A H23D 109.7 . . ?
H23C C23A H23D 108.2 . . ?
C23A C24A H24D 109.5 . . ?
C23A C24A H24E 109.5 . . ?
H24D C24A H24E 109.5 . . ?
C23A C24A H24F 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
O3A C25A C5A 108.7(5) . . ?
O3A C25A H25C 109.9 . . ?
C5A C25A H25C 110.0 . . ?
O3A C25A H25D 109.9 . . ?
C5A C25A H25D 109.9 . . ?
H25C C25A H25D 108.3 . . ?
C31A C26A O3A 124.1(5) . . ?
C31A C26A C27A 119.8(5) . . ?
O3A C26A C27A 116.1(5) . . ?
C26A C27A C28A 120.1(6) . . ?
C26A C27A H27A 119.9 . . ?
C28A C27A H27A 119.9 . . ?
C29C C28A C27A 120.0(6) . . ?
C29A C28A C27A 120.0(6) . . ?
C29A C28A H28A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C29C C30A C31A 120.9(6) . . ?
C29A C30A C31A 120.9(6) . . ?
C29A C30A H30A 119.6 . . ?
C31A C30A H30A 119.6 . . ?
C26A C31A C30A 119.3(6) . . ?
C26A C31A H31A 120.3 . . ?
C30A C31A H31A 120.3 . . ?
C6A C32A C33A 110.4(5) . . ?
C6A C32A H32C 109.6 . . ?
C33A C32A H32C 109.6 . . ?
C6A C32A H32D 109.6 . . ?
C33A C32A H32D 109.6 . . ?
H32C C32A H32D 108.1 . . ?
C32A C33A H33D 109.5 . . ?
C32A C33A H33E 109.5 . . ?
H33D C33A H33E 109.5 . . ?
C32A C33A H33F 109.5 . . ?
H33D C33A H33F 109.5 . . ?
H33E C33A H33F 109.5 . . ?
C37C O4C C34C 119.7(6) . . ?
O4C C34C C35C 106.0(7) . . ?
O4C C34C C36C 113.4(6) . . ?
C35C C34C C36C 111.6(7) . . ?
O4C C34C H34C 108.6 . . ?
C35C C34C H34C 108.6 . . ?
C36C C34C H34C 108.6 . . ?
C34C C35C H35A 109.5 . . ?
C34C C35C H35B 109.5 . . ?
H35A C35C H35B 109.5 . . ?
C34C C35C H35C 109.5 . . ?
H35A C35C H35C 109.5 . . ?
H35B C35C H35C 109.5 . . ?
C34C C36C H36A 109.5 . . ?
C34C C36C H36B 109.5 . . ?
H36A C36C H36B 109.5 . . ?
C34C C36C H36C 109.5 . . ?
H36A C36C H36C 109.5 . . ?
H36B C36C H36C 109.5 . . ?
O4C C37C C38C 107.2(6) . . ?
O4C C37C C39C 112.4(6) . . ?
C38C C37C C39C 112.3(8) . . ?
O4C C37C H37C 108.2 . . ?
C38C C37C H37C 108.2 . . ?
C39C C37C H37C 108.2 . . ?
C37C C38C H38A 109.5 . . ?
C37C C38C H38B 109.5 . . ?
H38A C38C H38B 109.5 . . ?
C37C C38C H38C 109.5 . . ?
H38A C38C H38C 109.5 . . ?
H38B C38C H38C 109.5 . . ?
C37C C39C H39A 109.5 . . ?
C37C C39C H39B 109.5 . . ?
H39A C39C H39B 109.5 . . ?
C37C C39C H39C 109.5 . . ?
H39A C39C H39C 109.5 . . ?
H39B C39C H39C 109.5 . . ?
C34D O4D C37D 112.5(11) . . ?
O4D C34D C36D 123.7(14) . . ?
O4D C34D C35D 93.8(14) . . ?
C36D C34D C35D 111.8(17) . . ?
O4D C34D H34E 108.7 . . ?
C36D C34D H34E 108.7 . . ?
C35D C34D H34E 108.7 . . ?
C34D C35D H35D 109.5 . . ?
C34D C35D H35E 109.5 . . ?
H35D C35D H35E 109.5 . . ?
C34D C35D H35F 109.5 . . ?
H35D C35D H35F 109.5 . . ?
H35E C35D H35F 109.5 . . ?
C34D C36D H36D 109.5 . . ?
C34D C36D H36E 109.5 . . ?
H36D C36D H36E 109.5 . . ?
C34D C36D H36F 109.5 . . ?
H36D C36D H36F 109.5 . . ?
H36E C36D H36F 109.5 . . ?
O4D C37D C39D 104.6(12) . . ?
O4D C37D C38D 121.2(12) . . ?
C39D C37D C38D 112.1(13) . . ?
O4D C37D H37D 105.9 . . ?
C39D C37D H37D 105.9 . . ?
C38D C37D H37D 105.9 . . ?
C37D C38D H38D 109.5 . . ?
C37D C38D H38E 109.5 . . ?
H38D C38D H38E 109.5 . . ?
C37D C38D H38F 109.5 . . ?
H38D C38D H38F 109.5 . . ?
H38E C38D H38F 109.5 . . ?
C37D C39D H39D 109.5 . . ?
C37D C39D H39E 109.5 . . ?
H39D C39D H39E 109.5 . . ?
C37D C39D H39F 109.5 . . ?
H39D C39D H39F 109.5 . . ?
H39E C39D H39F 109.5 . . ?
C34E O4E C37E 109(2) . . ?
C36E C34E C35E 119(3) . . ?
C36E C34E O4E 91.1(16) . . ?
C35E C34E O4E 125(2) . . ?
C36E C34E H34F 106.7 . . ?
C35E C34E H34F 106.7 . . ?
O4E C34E H34F 106.7 . . ?
C34E C35E H35G 109.5 . . ?
C34E C35E H35H 109.5 . . ?
H35G C35E H35H 109.5 . . ?
C34E C35E H35I 109.5 . . ?
H35G C35E H35I 109.5 . . ?
H35H C35E H35I 109.5 . . ?
C34E C36E H36G 109.5 . . ?
C34E C36E H36H 109.5 . . ?
H36G C36E H36H 109.5 . . ?
C34E C36E H36I 109.5 . . ?
H36G C36E H36I 109.5 . . ?
H36H C36E H36I 109.5 . . ?
C38E C37E C39E 109.8(19) . . ?
C38E C37E O4E 97.7(17) . . ?
C39E C37E O4E 118.2(17) . . ?
C38E C37E H37E 110.1 . . ?
C39E C37E H37E 110.1 . . ?
O4E C37E H37E 110.1 . . ?
C37E C38E H38G 109.5 . . ?
C37E C38E H38H 109.5 . . ?
H38G C38E H38H 109.5 . . ?
C37E C38E H38I 109.5 . . ?
H38G C38E H38I 109.5 . . ?
H38H C38E H38I 109.5 . . ?
C37E C39E H39G 109.5 . . ?
C37E C39E H39H 109.5 . . ?
H39G C39E H39H 109.5 . . ?
C37E C39E H39I 109.5 . . ?
H39G C39E H39I 109.5 . . ?
H39H C39E H39I 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
C6 C1 C2 C3 1.4(8) . . . . ?
C7 C1 C2 C3 177.5(5) . . . . ?
C6 C1 C2 C14 -179.9(5) . . . . ?
C7 C1 C2 C14 -3.8(7) . . . . ?
C1 C2 C3 C4 -6.1(8) . . . . ?
C14 C2 C3 C4 175.2(5) . . . . ?
C1 C2 C3 C16 178.5(5) . . . . ?
C14 C2 C3 C16 -0.1(8) . . . . ?
C2 C3 C4 C5 2.7(8) . . . . ?
C16 C3 C4 C5 178.1(5) . . . . ?
C2 C3 C4 C23 179.6(5) . . . . ?
C16 C3 C4 C23 -5.0(8) . . . . ?
C3 C4 C5 C6 5.5(8) . . . . ?
C23 C4 C5 C6 -171.4(5) . . . . ?
C3 C4 C5 C25 -169.3(5) . . . . ?
C23 C4 C5 C25 13.7(8) . . . . ?
C4 C5 C6 C1 -10.2(8) . . . . ?
C25 C5 C6 C1 164.6(5) . . . . ?
C4 C5 C6 C32 168.1(5) . . . . ?
C25 C5 C6 C32 -17.1(7) . . . . ?
C2 C1 C6 C5 6.7(8) . . . . ?
C7 C1 C6 C5 -169.5(5) . . . . ?
C2 C1 C6 C32 -171.6(5) . . . . ?
C7 C1 C6 C32 12.2(8) . . . . ?
C8 O1 C7 C1 176.1(4) . . . . ?
C6 C1 C7 O1 96.1(6) . . . . ?
C2 C1 C7 O1 -80.1(6) . . . . ?
C7 O1 C8 C13 -172.8(5) . . . . ?
C7 O1 C8 C9 5.4(8) . . . . ?
O1 C8 C9 C10 -179.3(5) . . . . ?
C13 C8 C9 C10 -1.2(9) . . . . ?
C8 C9 C10 C11 0.5(9) . . . . ?
C9 C10 C11 C12 0.4(9) . . . . ?
C9 C10 C11 I1 -177.9(4) . . . . ?
C10 C11 C12 C13 -0.7(9) . . . . ?
I1 C11 C12 C13 177.6(4) . . . . ?
O1 C8 C13 C12 179.1(5) . . . . ?
C9 C8 C13 C12 0.9(9) . . . . ?
C11 C12 C13 C8 0.0(9) . . . . ?
C3 C2 C14 C15 94.2(7) . . . . ?
C1 C2 C14 C15 -84.5(7) . . . . ?
C17 O2 C16 C3 -175.9(4) . . . . ?
C2 C3 C16 O2 87.7(6) . . . . ?
C4 C3 C16 O2 -87.8(6) . . . . ?
C16 O2 C17 C18 -6.4(8) . . . . ?
C16 O2 C17 C22 174.9(5) . . . . ?
O2 C17 C18 C19 179.7(5) . . . . ?
C22 C17 C18 C19 -1.7(8) . . . . ?
C17 C18 C19 C20 0.5(9) . . . . ?
C18 C19 C20 C21 0.3(9) . . . . ?
C18 C19 C20 I2 -176.9(4) . . . . ?
C19 C20 C21 C22 0.1(9) . . . . ?
I2 C20 C21 C22 177.3(4) . . . . ?
C20 C21 C22 C17 -1.3(9) . . . . ?
C18 C17 C22 C21 2.1(9) . . . . ?
O2 C17 C22 C21 -179.1(5) . . . . ?
C3 C4 C23 C24 -88.2(6) . . . . ?
C5 C4 C23 C24 88.6(6) . . . . ?
C26 O3 C25 C5 169.2(5) . . . . ?
C6 C5 C25 O3 110.6(6) . . . . ?
C4 C5 C25 O3 -74.5(6) . . . . ?
C25 O3 C26 C31 14.2(8) . . . . ?
C25 O3 C26 C27 -167.3(5) . . . . ?
C31 C26 C27 C28 0.1(9) . . . . ?
O3 C26 C27 C28 -178.5(5) . . . . ?
C26 C27 C28 C29 0.4(9) . . . . ?
C27 C28 C29 C30 -1.2(10) . . . . ?
C27 C28 C29 I3 -179.2(5) . . . . ?
C28 C29 C30 C31 1.4(10) . . . . ?
I3 C29 C30 C31 179.5(5) . . . . ?
O3 C26 C31 C30 178.5(5) . . . . ?
C27 C26 C31 C30 0.1(9) . . . . ?
C29 C30 C31 C26 -0.9(10) . . . . ?
C5 C6 C32 C33 96.7(6) . . . . ?
C1 C6 C32 C33 -85.0(6) . . . . ?
C6A C1A C2A C3A 3.3(8) . . . . ?
C7A C1A C2A C3A 176.8(5) . . . . ?
C6A C1A C2A C14A -176.7(5) . . . . ?
C7A C1A C2A C14A -3.2(8) . . . . ?
C1A C2A C3A C4A -7.3(9) . . . . ?
C14A C2A C3A C4A 172.7(5) . . . . ?
C1A C2A C3A C16A 177.0(5) . . . . ?
C14A C2A C3A C16A -3.0(8) . . . . ?
C2A C3A C4A C5A 6.9(9) . . . . ?
C16A C3A C4A C5A -177.4(6) . . . . ?
C2A C3A C4A C23A -176.7(5) . . . . ?
C16A C3A C4A C23A -1.0(9) . . . . ?
C3A C4A C5A C6A -2.3(9) . . . . ?
C23A C4A C5A C6A -178.6(6) . . . . ?
C3A C4A C5A C25A -178.0(5) . . . . ?
C23A C4A C5A C25A 5.7(9) . . . . ?
C4A C5A C6A C1A -1.7(9) . . . . ?
C25A C5A C6A C1A 174.0(5) . . . . ?
C4A C5A C6A C32A 178.2(6) . . . . ?
C25A C5A C6A C32A -6.1(8) . . . . ?
C2A C1A C6A C5A 1.3(8) . . . . ?
C7A C1A C6A C5A -172.2(5) . . . . ?
C2A C1A C6A C32A -178.6(5) . . . . ?
C7A C1A C6A C32A 7.9(8) . . . . ?
C8A O1A C7A C1A 174.6(5) . . . . ?
C2A C1A C7A O1A -85.2(6) . . . . ?
C6A C1A C7A O1A 88.5(6) . . . . ?
C7A O1A C8A C13A 0.4(8) . . . . ?
C7A O1A C8A C9A 179.4(5) . . . . ?
O1A C8A C9A C10A 179.9(5) . . . . ?
C13A C8A C9A C10A -1.0(9) . . . . ?
C8A C9A C10A C11A -0.2(9) . . . . ?
C9A C10A C11A C12A 0.9(9) . . . . ?
C9A C10A C11A I1A -177.7(4) . . . . ?
C10A C11A C12A C13A -0.5(9) . . . . ?
I1A C11A C12A C13A 178.1(4) . . . . ?
O1A C8A C13A C12A -179.6(5) . . . . ?
C9A C8A C13A C12A 1.4(9) . . . . ?
C11A C12A C13A C8A -0.7(9) . . . . ?
C1A C2A C14A C15A -89.6(7) . . . . ?
C3A C2A C14A C15A 90.4(7) . . . . ?
C17A O2A C16A C3A -173.5(5) . . . . ?
C2A C3A C16A O2A 89.7(7) . . . . ?
C4A C3A C16A O2A -85.9(6) . . . . ?
C16A O2A C17A C18A 167.6(5) . . . . ?
C16A O2A C17A C22A -10.8(8) . . . . ?
O2A C17A C18A C19A -179.0(5) . . . . ?
C22A C17A C18A C19A -0.6(10) . . . . ?
C17A C18A C19A C20A 0.6(9) . . . . ?
C18A C19A C20A C21A -0.3(9) . . . . ?
C18A C19A C20A I2A 179.7(5) . . . . ?
C19A C20A C21A C22A 0.1(9) . . . . ?
I2A C20A C21A C22A -179.9(4) . . . . ?
O2A C17A C22A C21A 178.6(6) . . . . ?
C18A C17A C22A C21A 0.3(9) . . . . ?
C20A C21A C22A C17A -0.1(9) . . . . ?
C5A C4A C23A C24A 80.9(8) . . . . ?
C3A C4A C23A C24A -95.4(7) . . . . ?
C26A O3A C25A C5A -178.2(5) . . . . ?
C4A C5A C25A O3A -113.7(6) . . . . ?
C6A C5A C25A O3A 70.5(7) . . . . ?
C25A O3A C26A C31A -12.2(9) . . . . ?
C25A O3A C26A C27A 167.6(6) . . . . ?
C31A C26A C27A C28A -2.7(10) . . . . ?
O3A C26A C27A C28A 177.5(6) . . . . ?
C30A C29C C28A C27A -0.6(11) . . . . ?
I3C C29C C28A C27A 169.2(6) . . . . ?
C30A C29A C28A C27A -0.6(11) . . . . ?
I3A C29A C28A C27A -179.8(6) . . . . ?
C26A C27A C28A C29C 1.9(12) . . . . ?
C26A C27A C28A C29A 1.9(12) . . . . ?
C28A C29C C30A C31A 0.1(11) . . . . ?
I3C C29C C30A C31A -167.8(6) . . . . ?
C28A C29A C30A C31A 0.1(11) . . . . ?
I3A C29A C30A C31A 179.3(5) . . . . ?
O3A C26A C31A C30A -178.0(6) . . . . ?
C27A C26A C31A C30A 2.2(10) . . . . ?
C29C C30A C31A C26A -0.9(10) . . . . ?
C29A C30A C31A C26A -0.9(10) . . . . ?
C5A C6A C32A C33A -94.3(7) . . . . ?
C1A C6A C32A C33A 85.6(7) . . . . ?
C37C O4C C34C C35C 179.5(6) . . . . ?
C37C O4C C34C C36C 56.7(9) . . . . ?
C34C O4C C37C C38C 174.2(6) . . . . ?
C34C O4C C37C C39C 50.2(9) . . . . ?
C37D O4D C34D C36D -70(2) . . . . ?
C37D O4D C34D C35D 170.3(13) . . . . ?
C34D O4D C37D C39D -107.8(14) . . . . ?
C34D O4D C37D C38D 124.3(15) . . . . ?
C37E O4E C34E C36E -129(2) . . . . ?
C37E O4E C34E C35E 104(3) . . . . ?
C34E O4E C37E C38E 98.9(18) . . . . ?
C34E O4E C37E C39E -143.7(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C12 H12 O4E^d 0.95 2.57 3.487(18) 163.3 1_645 yes
C14 H14B O1 0.99 2.58 3.265(7) 126.2 . yes
C19A H19A O4C 0.95 2.61 3.468(7) 149.7 2_566 yes
C24 H24A O3 0.98 2.49 3.182(7) 127.6 . yes
C33A H33E O3A 0.98 2.46 3.151(8) 126.9 . yes

_refine_diff_density_max         0.905
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.129



####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2203227'
loop_
_audit_author_name
_audit_author_address
'Anke Schwarzer'
;TU Bergakademie Freiberg
Germany
;
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H33 Br3 O3, C4 H10 O'
_chemical_formula_sum            'C37 H43 Br3 O4'
_chemical_formula_weight         791.44

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.543(3)
_cell_length_b                   13.487(4)
_cell_length_c                   14.872(3)
_cell_angle_alpha                112.213(19)
_cell_angle_beta                 93.826(19)
_cell_angle_gamma                90.32(2)
_cell_volume                     1767.1(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    1871
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      28.18

_exptl_crystal_description       irregular
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_F_000             804
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.163
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    3.461
_shelx_estimated_absorpt_T_min   0.530
_shelx_estimated_absorpt_T_max   0.681
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.3534
_exptl_absorpt_correction_T_max  0.4888
_exptl_absorpt_process_details   'X-Area (STOE)'

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
30 1 -1 0.0896
11 15 -8 0.1022
19 30 23 0.0846
7 1 15 0.0849
3 -5 2 0.0781
11 16 -30 0.0958
0 5 -2 0.0792
0 13 15 0.0681
-2 1 30 0.0605
-15 -1 2 0.0971
-7 -10 4 0.0914
-13 -1 -30 0.0921
-19 30 -12 0.0870
-6 -8 15 0.0780
1 -30 11 0.0809
-2 -13 -15 0.0768
1 -1 -30 0.0574
-1 18 -30 0.0757

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      153(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 479 frames, detector distance = 110 mm
;
_diffrn_reflns_number            33718
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_av_R_equivalents  0.0712
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.483
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6955
_reflns_number_gt                5310
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'STOE X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_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)+(0.0478P)²+3.3471P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6955
_refine_ls_number_parameters     402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0475
_refine_ls_wR_factor_ref         0.1158
_refine_ls_wR_factor_gt          0.1009
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_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 1.22472(4) 0.03647(4) 0.12783(3) 0.03665(13) Uani 1 1 d . . . . .
Br2 Br 0.49129(5) 0.12384(4) 0.97224(3) 0.03854(13) Uani 1 1 d . . . . .
Br3 Br 0.02353(6) 0.94653(5) 0.32248(6) 0.0688(2) Uani 1 1 d . . . . .
O1 O 0.7070(3) 0.2416(2) 0.3193(2) 0.0289(6) Uani 1 1 d . . . . .
O2 O 0.4270(3) 0.2868(2) 0.6461(2) 0.0326(6) Uani 1 1 d . . . . .
O3 O 0.1886(3) 0.5310(2) 0.3579(2) 0.0318(6) Uani 1 1 d . . . . .
C1 C 0.4690(4) 0.2646(3) 0.3510(3) 0.0241(8) Uani 1 1 d . . . . .
C2 C 0.4388(4) 0.2285(3) 0.4246(3) 0.0249(8) Uani 1 1 d . . . . .
C3 C 0.3422(4) 0.2832(3) 0.4915(3) 0.0269(8) Uani 1 1 d . . . . .
C4 C 0.2795(4) 0.3763(3) 0.4882(3) 0.0301(9) Uani 1 1 d . . . . .
C5 C 0.3265(4) 0.4198(3) 0.4226(3) 0.0287(9) Uani 1 1 d . . . . .
C6 C 0.4154(4) 0.3613(3) 0.3503(3) 0.0260(8) Uani 1 1 d . . . . .
C7 C 0.5672(4) 0.2026(3) 0.2757(3) 0.0267(8) Uani 1 1 d . . . . .
H7A H 0.555985 0.124797 0.260505 0.032 Uiso 1 1 calc R U . . .
H7B H 0.548449 0.215771 0.214981 0.032 Uiso 1 1 calc R U . . .
C8 C 0.8188(4) 0.1918(3) 0.2697(3) 0.0250(8) Uani 1 1 d . . . . .
C9 C 0.8086(4) 0.1082(3) 0.1794(3) 0.0266(8) Uani 1 1 d . . . . .
H9 H 0.719115 0.082281 0.146501 0.032 Uiso 1 1 calc R U . . .
C10 C 0.9302(4) 0.0627(3) 0.1375(3) 0.0297(9) Uani 1 1 d . . . . .
H10 H 0.924241 0.004559 0.076056 0.036 Uiso 1 1 calc R U . . .
C11 C 1.0592(4) 0.1018(3) 0.1850(3) 0.0277(8) Uani 1 1 d . . . . .
C12 C 1.0709(4) 0.1870(4) 0.2744(3) 0.0336(9) Uani 1 1 d . . . . .
H12 H 1.160659 0.213988 0.306180 0.040 Uiso 1 1 calc R U . . .
C13 C 0.9504(4) 0.2317(3) 0.3162(3) 0.0311(9) Uani 1 1 d . . . . .
H13 H 0.956976 0.290207 0.377294 0.037 Uiso 1 1 calc R U . . .
C14 C 0.5050(4) 0.1281(3) 0.4299(3) 0.0292(9) Uani 1 1 d . . . . .
H14A H 0.521088 0.137533 0.499105 0.035 Uiso 1 1 calc R U . . .
H14B H 0.597618 0.119980 0.402083 0.035 Uiso 1 1 calc R U . . .
C15 C 0.4159(5) 0.0259(3) 0.3760(3) 0.0368(10) Uani 1 1 d . . . . .
H15A H 0.323645 0.033328 0.402684 0.055 Uiso 1 1 calc R U . . .
H15B H 0.462926 -0.034947 0.384010 0.055 Uiso 1 1 calc R U . . .
H15C H 0.403880 0.013635 0.306574 0.055 Uiso 1 1 calc R U . . .
C16 C 0.3117(4) 0.2453(3) 0.5721(3) 0.0306(9) Uani 1 1 d . . . . .
H16A H 0.221380 0.272999 0.599100 0.037 Uiso 1 1 calc R U . . .
H16B H 0.306268 0.166041 0.547126 0.037 Uiso 1 1 calc R U . . .
C17 C 0.4338(4) 0.2492(3) 0.7201(3) 0.0282(8) Uani 1 1 d . . . . .
C18 C 0.3250(4) 0.1934(4) 0.7391(3) 0.0329(9) Uani 1 1 d . . . . .
H18 H 0.238314 0.180131 0.700526 0.040 Uiso 1 1 calc R U . . .
C19 C 0.3429(4) 0.1566(3) 0.8148(3) 0.0322(9) Uani 1 1 d . . . . .
H19 H 0.268750 0.117818 0.827841 0.039 Uiso 1 1 calc R U . . .
C20 C 0.4682(4) 0.1766(3) 0.8704(3) 0.0302(9) Uani 1 1 d . . . . .
C21 C 0.5782(5) 0.2339(4) 0.8529(3) 0.0339(9) Uani 1 1 d . . . . .
H21 H 0.664241 0.247968 0.892175 0.041 Uiso 1 1 calc R U . . .
C22 C 0.5600(5) 0.2696(4) 0.7778(3) 0.0347(10) Uani 1 1 d . . . . .
H22 H 0.634291 0.308613 0.765187 0.042 Uiso 1 1 calc R U . . .
C23 C 0.1570(4) 0.4268(4) 0.5508(3) 0.0342(9) Uani 1 1 d . . . . .
H23A H 0.102302 0.468841 0.519502 0.041 Uiso 1 1 calc R U . . .
H23B H 0.094009 0.368541 0.551410 0.041 Uiso 1 1 calc R U . . .
C24 C 0.2001(5) 0.4990(4) 0.6548(3) 0.0431(11) Uani 1 1 d . . . . .
H24A H 0.254513 0.458473 0.686753 0.065 Uiso 1 1 calc R U . . .
H24B H 0.116013 0.525673 0.689708 0.065 Uiso 1 1 calc R U . . .
H24C H 0.257767 0.559627 0.655436 0.065 Uiso 1 1 calc R U . . .
C25 C 0.2890(5) 0.5327(3) 0.4349(3) 0.0314(9) Uani 1 1 d . . . . .
H25A H 0.249000 0.568734 0.498498 0.038 Uiso 1 1 calc R U . . .
H25B H 0.374790 0.573804 0.433938 0.038 Uiso 1 1 calc R U . . .
C26 C 0.1564(4) 0.6284(3) 0.3543(3) 0.0276(8) Uani 1 1 d . . . . .
C27 C 0.1846(4) 0.7257(3) 0.4312(3) 0.0337(9) Uani 1 1 d . . . . .
H27 H 0.231339 0.727832 0.490364 0.040 Uiso 1 1 calc R U . . .
C28 C 0.1442(5) 0.8200(4) 0.4211(4) 0.0403(11) Uani 1 1 d . . . . .
H28 H 0.163442 0.887029 0.473352 0.048 Uiso 1 1 calc R U . . .
C29 C 0.0763(4) 0.8162(4) 0.3353(4) 0.0418(12) Uani 1 1 d . . . . .
C30 C 0.0497(5) 0.7205(4) 0.2584(4) 0.0434(12) Uani 1 1 d . . . . .
H30 H 0.004993 0.719022 0.198862 0.052 Uiso 1 1 calc R U . . .
C31 C 0.0885(5) 0.6257(4) 0.2679(3) 0.0367(10) Uani 1 1 d . . . . .
H31 H 0.068522 0.559087 0.215370 0.044 Uiso 1 1 calc R U . . .
C32 C 0.4446(4) 0.3995(3) 0.2695(3) 0.0318(9) Uani 1 1 d . . . . .
H32A H 0.539357 0.377649 0.247705 0.038 Uiso 1 1 calc R U . . .
H32B H 0.443593 0.478748 0.295010 0.038 Uiso 1 1 calc R U . . .
C33 C 0.3359(5) 0.3537(4) 0.1826(3) 0.0392(11) Uani 1 1 d . . . . .
H33A H 0.242506 0.378035 0.203197 0.059 Uiso 1 1 calc R U . . .
H33B H 0.335888 0.275200 0.157551 0.059 Uiso 1 1 calc R U . . .
H33C H 0.359737 0.378342 0.131203 0.059 Uiso 1 1 calc R U . . .
O1A O 0.8610(4) 0.3743(3) 0.0143(3) 0.0604(10) Uani 1 1 d . . . . .
C1A C 0.7177(10) 0.5201(6) 0.0189(6) 0.099(3) Uani 1 1 d . . . . .
H1AA H 0.651132 0.570973 0.057566 0.149 Uiso 1 1 calc R U . . .
H1AB H 0.672150 0.477363 -0.045398 0.149 Uiso 1 1 calc R U . . .
H1AC H 0.799669 0.559551 0.011196 0.149 Uiso 1 1 calc R U . . .
C2A C 0.7641(9) 0.4473(6) 0.0699(5) 0.082(2) Uani 1 1 d . . . . .
H2AA H 0.808761 0.490241 0.135327 0.099 Uiso 1 1 calc R U . . .
H2AB H 0.681605 0.407437 0.078003 0.099 Uiso 1 1 calc R U . . .
C3A C 0.9181(8) 0.3064(5) 0.0598(5) 0.0692(17) Uani 1 1 d . . . . .
H3AA H 0.841983 0.261626 0.068861 0.083 Uiso 1 1 calc R U . . .
H3AB H 0.963606 0.350345 0.124734 0.083 Uiso 1 1 calc R U . . .
C4A C 1.0222(7) 0.2373(5) -0.0014(5) 0.0699(18) Uani 1 1 d . . . . .
H4AA H 1.068245 0.195562 0.032965 0.105 Uiso 1 1 calc R U . . .
H4AB H 1.092715 0.281842 -0.014904 0.105 Uiso 1 1 calc R U . . .
H4AC H 0.974703 0.188457 -0.062812 0.105 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 C11 1.903(4) . ?
Br2 C20 1.903(4) . ?
Br3 C29 1.906(5) . ?
O1 C8 1.368(4) . ?
O1 C7 1.447(4) . ?
O2 C17 1.373(5) . ?
O2 C16 1.450(5) . ?
O3 C26 1.370(5) . ?
O3 C25 1.436(5) . ?
C1 C2 1.400(5) . ?
C1 C6 1.407(5) . ?
C1 C7 1.507(5) . ?
C2 C3 1.400(5) . ?
C2 C14 1.523(5) . ?
C3 C4 1.410(6) . ?
C3 C16 1.513(5) . ?
C4 C5 1.408(6) . ?
C4 C23 1.541(6) . ?
C5 C6 1.409(6) . ?
C5 C25 1.512(6) . ?
C6 C32 1.516(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.386(5) . ?
C8 C13 1.393(5) . ?
C9 C10 1.389(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(6) . ?
C12 C13 1.376(6) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.526(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.384(6) . ?
C17 C22 1.394(6) . ?
C18 C19 1.393(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.372(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.395(6) . ?
C21 C22 1.374(6) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.510(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.386(6) . ?
C26 C31 1.388(6) . ?
C27 C28 1.391(6) . ?
C27 H27 0.9500 . ?
C28 C29 1.374(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.372(7) . ?
C30 C31 1.387(7) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C33 1.529(6) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
O1A C2A 1.416(8) . ?
O1A C3A 1.421(7) . ?
C1A C2A 1.503(10) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C3A C4A 1.474(9) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C4A H4AA 0.9800 . ?
C4A H4AB 0.9800 . ?
C4A H4AC 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
C8 O1 C7 117.9(3) . . ?
C17 O2 C16 116.7(3) . . ?
C26 O3 C25 116.3(3) . . ?
C2 C1 C6 120.6(3) . . ?
C2 C1 C7 119.4(3) . . ?
C6 C1 C7 119.8(4) . . ?
C1 C2 C3 119.3(3) . . ?
C1 C2 C14 120.8(4) . . ?
C3 C2 C14 119.8(4) . . ?
C2 C3 C4 120.9(4) . . ?
C2 C3 C16 119.2(4) . . ?
C4 C3 C16 119.8(4) . . ?
C5 C4 C3 118.6(4) . . ?
C5 C4 C23 120.2(4) . . ?
C3 C4 C23 121.1(4) . . ?
C4 C5 C6 120.3(4) . . ?
C4 C5 C25 119.4(4) . . ?
C6 C5 C25 120.2(4) . . ?
C1 C6 C5 119.2(4) . . ?
C1 C6 C32 120.9(3) . . ?
C5 C6 C32 119.7(4) . . ?
O1 C7 C1 105.3(3) . . ?
O1 C7 H7A 110.7 . . ?
C1 C7 H7A 110.7 . . ?
O1 C7 H7B 110.7 . . ?
C1 C7 H7B 110.7 . . ?
H7A C7 H7B 108.8 . . ?
O1 C8 C9 124.9(3) . . ?
O1 C8 C13 115.1(3) . . ?
C9 C8 C13 120.0(4) . . ?
C8 C9 C10 119.5(4) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C11 C10 C9 119.8(4) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 121.3(4) . . ?
C10 C11 Br1 119.3(3) . . ?
C12 C11 Br1 119.4(3) . . ?
C13 C12 C11 118.9(4) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C12 C13 C8 120.6(4) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
C2 C14 C15 113.7(3) . . ?
C2 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C2 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 C3 106.1(3) . . ?
O2 C16 H16A 110.5 . . ?
C3 C16 H16A 110.5 . . ?
O2 C16 H16B 110.5 . . ?
C3 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
O2 C17 C18 124.1(4) . . ?
O2 C17 C22 116.2(4) . . ?
C18 C17 C22 119.7(4) . . ?
C17 C18 C19 119.9(4) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 119.6(4) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 121.1(4) . . ?
C19 C20 Br2 118.9(3) . . ?
C21 C20 Br2 119.9(3) . . ?
C22 C21 C20 118.9(4) . . ?
C22 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C21 C22 C17 120.7(4) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
C24 C23 C4 114.9(4) . . ?
C24 C23 H23A 108.5 . . ?
C4 C23 H23A 108.5 . . ?
C24 C23 H23B 108.5 . . ?
C4 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 C5 110.3(3) . . ?
O3 C25 H25A 109.6 . . ?
C5 C25 H25A 109.6 . . ?
O3 C25 H25B 109.6 . . ?
C5 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
O3 C26 C27 124.1(4) . . ?
O3 C26 C31 116.0(4) . . ?
C27 C26 C31 120.0(4) . . ?
C26 C27 C28 119.6(4) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 H27 120.2 . . ?
C29 C28 C27 119.8(5) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C30 C29 C28 121.0(4) . . ?
C30 C29 Br3 119.8(4) . . ?
C28 C29 Br3 119.2(4) . . ?
C29 C30 C31 119.6(4) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
C30 C31 C26 120.0(4) . . ?
C30 C31 H31 120.0 . . ?
C26 C31 H31 120.0 . . ?
C6 C32 C33 111.8(4) . . ?
C6 C32 H32A 109.2 . . ?
C33 C32 H32A 109.2 . . ?
C6 C32 H32B 109.2 . . ?
C33 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C2A O1A C3A 113.6(5) . . ?
C2A C1A H1AA 109.5 . . ?
C2A C1A H1AB 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
C2A C1A H1AC 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
O1A C2A C1A 109.5(6) . . ?
O1A C2A H2AA 109.8 . . ?
C1A C2A H2AA 109.8 . . ?
O1A C2A H2AB 109.8 . . ?
C1A C2A H2AB 109.8 . . ?
H2AA C2A H2AB 108.2 . . ?
O1A C3A C4A 109.5(5) . . ?
O1A C3A H3AA 109.8 . . ?
C4A C3A H3AA 109.8 . . ?
O1A C3A H3AB 109.8 . . ?
C4A C3A H3AB 109.8 . . ?
H3AA C3A H3AB 108.2 . . ?
C3A C4A H4AA 109.5 . . ?
C3A C4A H4AB 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
C3A C4A H4AC 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 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
C6 C1 C2 C3 7.0(6) . . . . ?
C7 C1 C2 C3 -176.8(3) . . . . ?
C6 C1 C2 C14 -175.6(4) . . . . ?
C7 C1 C2 C14 0.6(5) . . . . ?
C1 C2 C3 C4 -2.6(6) . . . . ?
C14 C2 C3 C4 180.0(4) . . . . ?
C1 C2 C3 C16 -178.9(4) . . . . ?
C14 C2 C3 C16 3.7(6) . . . . ?
C2 C3 C4 C5 -6.4(6) . . . . ?
C16 C3 C4 C5 169.8(4) . . . . ?
C2 C3 C4 C23 170.5(4) . . . . ?
C16 C3 C4 C23 -13.3(6) . . . . ?
C3 C4 C5 C6 11.2(6) . . . . ?
C23 C4 C5 C6 -165.7(4) . . . . ?
C3 C4 C5 C25 -164.6(4) . . . . ?
C23 C4 C5 C25 18.5(6) . . . . ?
C2 C1 C6 C5 -2.3(6) . . . . ?
C7 C1 C6 C5 -178.4(3) . . . . ?
C2 C1 C6 C32 -178.4(4) . . . . ?
C7 C1 C6 C32 5.4(6) . . . . ?
C4 C5 C6 C1 -6.9(6) . . . . ?
C25 C5 C6 C1 168.8(4) . . . . ?
C4 C5 C6 C32 169.3(4) . . . . ?
C25 C5 C6 C32 -15.0(6) . . . . ?
C8 O1 C7 C1 174.2(3) . . . . ?
C2 C1 C7 O1 -84.9(4) . . . . ?
C6 C1 C7 O1 91.3(4) . . . . ?
C7 O1 C8 C9 1.8(6) . . . . ?
C7 O1 C8 C13 -178.9(3) . . . . ?
O1 C8 C9 C10 -178.6(4) . . . . ?
C13 C8 C9 C10 2.0(6) . . . . ?
C8 C9 C10 C11 -1.0(6) . . . . ?
C9 C10 C11 C12 -0.4(6) . . . . ?
C9 C10 C11 Br1 178.6(3) . . . . ?
C10 C11 C12 C13 0.8(7) . . . . ?
Br1 C11 C12 C13 -178.2(3) . . . . ?
C11 C12 C13 C8 0.2(7) . . . . ?
O1 C8 C13 C12 178.9(4) . . . . ?
C9 C8 C13 C12 -1.7(6) . . . . ?
C1 C2 C14 C15 -92.2(5) . . . . ?
C3 C2 C14 C15 85.2(5) . . . . ?
C17 O2 C16 C3 -170.3(3) . . . . ?
C2 C3 C16 O2 79.7(4) . . . . ?
C4 C3 C16 O2 -96.7(4) . . . . ?
C16 O2 C17 C18 -13.9(6) . . . . ?
C16 O2 C17 C22 165.8(4) . . . . ?
O2 C17 C18 C19 178.7(4) . . . . ?
C22 C17 C18 C19 -0.9(7) . . . . ?
C17 C18 C19 C20 0.4(7) . . . . ?
C18 C19 C20 C21 0.4(7) . . . . ?
C18 C19 C20 Br2 -179.1(3) . . . . ?
C19 C20 C21 C22 -0.6(7) . . . . ?
Br2 C20 C21 C22 178.8(3) . . . . ?
C20 C21 C22 C17 0.1(7) . . . . ?
O2 C17 C22 C21 -179.0(4) . . . . ?
C18 C17 C22 C21 0.7(7) . . . . ?
C5 C4 C23 C24 -100.7(5) . . . . ?
C3 C4 C23 C24 82.4(5) . . . . ?
C26 O3 C25 C5 -173.4(3) . . . . ?
C4 C5 C25 O3 -109.4(4) . . . . ?
C6 C5 C25 O3 74.8(5) . . . . ?
C25 O3 C26 C27 -17.1(6) . . . . ?
C25 O3 C26 C31 164.4(4) . . . . ?
O3 C26 C27 C28 -178.2(4) . . . . ?
C31 C26 C27 C28 0.2(6) . . . . ?
C26 C27 C28 C29 0.2(7) . . . . ?
C27 C28 C29 C30 -1.2(7) . . . . ?
C27 C28 C29 Br3 -179.3(3) . . . . ?
C28 C29 C30 C31 1.8(7) . . . . ?
Br3 C29 C30 C31 179.9(3) . . . . ?
C29 C30 C31 C26 -1.4(7) . . . . ?
O3 C26 C31 C30 178.9(4) . . . . ?
C27 C26 C31 C30 0.4(6) . . . . ?
C1 C6 C32 C33 87.4(5) . . . . ?
C5 C6 C32 C33 -88.7(5) . . . . ?
C3A O1A C2A C1A 176.1(6) . . . . ?
C2A O1A C3A C4A -177.4(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C14 H14B O1 0.99 2.64 3.325(5) 126.4 . yes
C14 H14A O2 0.99 2.57 3.257(5) 126.7 . yes
C21 H21 O1A 0.95 2.63 3.504(6) 153.8 1_556 yes
C24 H24C O1 0.98 2.58 3.475(6) 152.0 2_666 yes
C33 H33A O3 0.98 2.53 3.211(5) 126.6 . yes

_refine_diff_density_max         0.722
_refine_diff_density_min         -0.803
_refine_diff_density_rms         0.100



####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2203228'
loop_
_audit_author_name
_audit_author_address
'Anke Schwarzer'
;TU Bergakademie Freiberg
Germany
;
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H27 Br9 O3'
_chemical_formula_sum            'C33 H27 Br9 O3'
_chemical_formula_weight         1190.73

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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   26.4658(18)
_cell_length_b                   10.9463(5)
_cell_length_c                   27.261(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.532(6)
_cell_angle_gamma                90
_cell_volume                     7764.6(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    23020
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      23.50

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.037
_exptl_crystal_F_000             4512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.007
_exptl_absorpt_coefficient_mu    9.324
_shelx_estimated_absorpt_T_min   0.173
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.2171
_exptl_absorpt_correction_T_max  0.4064
_exptl_absorpt_process_details   'X-Area (STOE)'

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
6 -1 -2 0.0896
30 13 5 0.1024
30 -9 -5 0.0982
-3 30 -1 0.0935
-1 0 15 0.0513
-30 -1 0 0.1003
-10 -5 3 0.0979
-30 16 5 0.1052
-14 7 30 0.0979
-6 1 15 0.0761
19 -30 2 0.1070
0 0 -1 0.0514

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      153
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 528 frames, detector distance = 130 mm
;

_diffrn_reflns_number            29182
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.612
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7232
_reflns_number_gt                5836
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2012)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_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)+(0.0530P)²+66.8816P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7232
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1149
_refine_ls_wR_factor_gt          0.1050
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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 0.54811(3) 0.40014(7) 0.67631(4) 0.0745(3) Uani 1 1 d . . . . .
Br2 Br 0.50400(3) 0.11907(6) 0.64425(3) 0.04710(18) Uani 1 1 d . . . . .
Br3 Br 0.39195(3) 0.09660(5) 0.56381(3) 0.04811(18) Uani 1 1 d . . . . .
Br4 Br 0.28661(4) 0.45768(7) 0.24507(3) 0.0584(2) Uani 1 1 d . . . . .
Br5 Br 0.34873(3) 0.63382(8) 0.17484(2) 0.0577(2) Uani 1 1 d . . . . .
Br6 Br 0.39764(3) 0.89805(7) 0.22328(3) 0.05348(19) Uani 1 1 d . . . . .
Br7 Br 0.04419(2) 1.09005(6) 0.54042(3) 0.04494(17) Uani 1 1 d . . . . .
Br8 Br 0.06751(3) 1.30529(8) 0.62887(3) 0.0652(2) Uani 1 1 d . . . . .
Br9 Br 0.18900(3) 1.33733(6) 0.68999(2) 0.04897(19) Uani 1 1 d . . . . .
O1 O 0.38364(13) 0.5639(3) 0.55905(14) 0.0276(8) Uani 1 1 d . . . . .
O2 O 0.31868(15) 0.7891(4) 0.37977(14) 0.0336(9) Uani 1 1 d . . . . .
O3 O 0.24256(13) 1.0094(3) 0.57651(13) 0.0277(8) Uani 1 1 d . . . . .
C1 C 0.36414(17) 0.7714(4) 0.53998(19) 0.0211(10) Uani 1 1 d . . . . .
C2 C 0.37378(18) 0.8011(4) 0.49286(19) 0.0227(10) Uani 1 1 d . . . . .
C3 C 0.33831(18) 0.8720(4) 0.46037(19) 0.0224(10) Uani 1 1 d . . . . .
C4 C 0.29288(17) 0.9132(4) 0.47534(19) 0.0216(10) Uani 1 1 d . . . . .
C5 C 0.28342(18) 0.8815(4) 0.52252(18) 0.0190(9) Uani 1 1 d . . . . .
C6 C 0.31851(18) 0.8098(4) 0.55562(18) 0.0210(10) Uani 1 1 d . . . . .
C7 C 0.40095(19) 0.6877(4) 0.5735(2) 0.0254(11) Uani 1 1 d . . . . .
H7A H 0.436650 0.700503 0.568410 0.031 Uiso 1 1 calc R U . . .
H7B H 0.399522 0.702830 0.609057 0.031 Uiso 1 1 calc R U . . .
C8 C 0.41204(18) 0.4688(5) 0.58063(19) 0.0232(10) Uani 1 1 d . . . . .
C9 C 0.4582(2) 0.4801(5) 0.6143(2) 0.0312(12) Uani 1 1 d . . . . .
H9 H 0.471116 0.558479 0.625035 0.037 Uiso 1 1 calc R U . . .
C10 C 0.4848(2) 0.3760(6) 0.6320(2) 0.0366(13) Uani 1 1 d . . . . .
C11 C 0.4671(2) 0.2598(5) 0.6183(2) 0.0311(12) Uani 1 1 d . . . . .
C12 C 0.4202(2) 0.2498(5) 0.5849(2) 0.0297(12) Uani 1 1 d . . . . .
C13 C 0.3932(2) 0.3524(5) 0.5658(2) 0.0280(11) Uani 1 1 d . . . . .
H13 H 0.361886 0.343982 0.542675 0.034 Uiso 1 1 calc R U . . .
C14 C 0.4231(2) 0.7573(5) 0.4766(2) 0.0294(11) Uani 1 1 d . . . . .
H14A H 0.415995 0.739465 0.440397 0.035 Uiso 1 1 calc R U . . .
H14B H 0.435047 0.680979 0.494514 0.035 Uiso 1 1 calc R U . . .
C15 C 0.4653(2) 0.8550(6) 0.4878(2) 0.0364(13) Uani 1 1 d . . . . .
H15A H 0.496500 0.825675 0.476973 0.055 Uiso 1 1 calc R U . . .
H15B H 0.472849 0.871411 0.523758 0.055 Uiso 1 1 calc R U . . .
H15C H 0.453576 0.930372 0.469868 0.055 Uiso 1 1 calc R U . . .
C16 C 0.3453(2) 0.8902(5) 0.4069(2) 0.0286(11) Uani 1 1 d . . . . .
H16A H 0.330263 0.968911 0.393568 0.034 Uiso 1 1 calc R U . . .
H16B H 0.382222 0.889110 0.404574 0.034 Uiso 1 1 calc R U . . .
C17 C 0.3260(2) 0.7623(5) 0.3330(2) 0.0302(12) Uani 1 1 d . . . . .
C18 C 0.3058(2) 0.6504(6) 0.3142(2) 0.0341(12) Uani 1 1 d . . . . .
H18 H 0.287252 0.600337 0.333200 0.041 Uiso 1 1 calc R U . . .
C19 C 0.3132(2) 0.6134(6) 0.2675(2) 0.0371(13) Uani 1 1 d . . . . .
C20 C 0.3395(2) 0.6859(6) 0.2388(2) 0.0369(14) Uani 1 1 d . . . . .
C21 C 0.3591(2) 0.7971(5) 0.2585(2) 0.0313(12) Uani 1 1 d . . . . .
C22 C 0.3525(2) 0.8359(5) 0.3055(2) 0.0296(12) Uani 1 1 d . . . . .
H22 H 0.366006 0.912172 0.318379 0.036 Uiso 1 1 calc R U . . .
C23 C 0.25550(19) 0.9947(5) 0.44059(19) 0.0246(10) Uani 1 1 d . . . . .
H23A H 0.219867 0.966935 0.440456 0.029 Uiso 1 1 calc R U . . .
H23B H 0.262272 0.987387 0.406175 0.029 Uiso 1 1 calc R U . . .
C24 C 0.2609(2) 1.1287(5) 0.4571(2) 0.0379(14) Uani 1 1 d . . . . .
H24A H 0.296230 1.156133 0.457446 0.057 Uiso 1 1 calc R U . . .
H24B H 0.252941 1.136502 0.490714 0.057 Uiso 1 1 calc R U . . .
H24C H 0.237068 1.179131 0.433827 0.057 Uiso 1 1 calc R U . . .
C25 C 0.23305(18) 0.9167(5) 0.53744(18) 0.0228(10) Uani 1 1 d . . . . .
H25A H 0.209125 0.949059 0.508129 0.027 Uiso 1 1 calc R U . . .
H25B H 0.217070 0.843825 0.549803 0.027 Uiso 1 1 calc R U . . .
C26 C 0.20090(19) 1.0672(4) 0.58728(19) 0.0234(10) Uani 1 1 d . . . . .
C27 C 0.15068(19) 1.0473(5) 0.5631(2) 0.0252(11) Uani 1 1 d . . . . .
H27 H 0.143081 0.986286 0.538104 0.030 Uiso 1 1 calc R U . . .
C28 C 0.1116(2) 1.1186(5) 0.5764(2) 0.0291(11) Uani 1 1 d . . . . .
C29 C 0.1210(2) 1.2065(5) 0.6137(2) 0.0339(12) Uani 1 1 d . . . . .
C30 C 0.1716(2) 1.2204(5) 0.6387(2) 0.0334(12) Uani 1 1 d . . . . .
C31 C 0.2112(2) 1.1525(5) 0.6258(2) 0.0294(11) Uani 1 1 d . . . . .
H31 H 0.245446 1.163942 0.643177 0.035 Uiso 1 1 calc R U . . .
C32 C 0.30860(19) 0.7747(5) 0.60626(19) 0.0259(11) Uani 1 1 d . . . . .
H32A H 0.321759 0.690959 0.614139 0.031 Uiso 1 1 calc R U . . .
H32B H 0.271033 0.773377 0.605311 0.031 Uiso 1 1 calc R U . . .
C33 C 0.3335(2) 0.8607(5) 0.6479(2) 0.0330(12) Uani 1 1 d . . . . .
H33A H 0.370572 0.864630 0.648435 0.049 Uiso 1 1 calc R U . . .
H33B H 0.327217 0.830166 0.680013 0.049 Uiso 1 1 calc R U . . .
H33C H 0.318597 0.942521 0.641835 0.049 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 C10 1.896(6) . ?
Br2 C11 1.890(5) . ?
Br3 C12 1.883(5) . ?
Br4 C19 1.902(6) . ?
Br5 C20 1.891(6) . ?
Br6 C21 1.883(6) . ?
Br7 C28 1.897(5) . ?
Br8 C29 1.888(5) . ?
Br9 C30 1.889(6) . ?
O1 C8 1.354(6) . ?
O1 C7 1.461(6) . ?
O2 C17 1.356(7) . ?
O2 C16 1.441(6) . ?
O3 C26 1.349(6) . ?
O3 C25 1.460(6) . ?
C1 C2 1.393(7) . ?
C1 C6 1.416(7) . ?
C1 C7 1.516(7) . ?
C2 C3 1.401(7) . ?
C2 C14 1.530(7) . ?
C3 C4 1.413(7) . ?
C3 C16 1.517(7) . ?
C4 C5 1.398(7) . ?
C4 C23 1.526(6) . ?
C5 C6 1.409(7) . ?
C5 C25 1.513(7) . ?
C6 C32 1.502(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.393(7) . ?
C8 C13 1.401(7) . ?
C9 C10 1.380(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.383(8) . ?
C11 C12 1.403(8) . ?
C12 C13 1.380(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.537(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C22 1.377(8) . ?
C17 C18 1.396(8) . ?
C18 C19 1.382(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.390(9) . ?
C20 C21 1.392(9) . ?
C21 C22 1.390(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.534(7) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.388(7) . ?
C26 C31 1.395(7) . ?
C27 C28 1.395(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.389(8) . ?
C29 C30 1.395(8) . ?
C30 C31 1.383(8) . ?
C31 H31 0.9500 . ?
C32 C33 1.527(7) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 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
C8 O1 C7 118.3(4) . . ?
C17 O2 C16 120.5(4) . . ?
C26 O3 C25 116.5(4) . . ?
C2 C1 C6 121.2(4) . . ?
C2 C1 C7 119.5(4) . . ?
C6 C1 C7 119.2(5) . . ?
C1 C2 C3 119.8(4) . . ?
C1 C2 C14 120.2(4) . . ?
C3 C2 C14 119.9(5) . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 C16 119.7(4) . . ?
C4 C3 C16 119.7(4) . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 C23 120.8(4) . . ?
C3 C4 C23 119.8(4) . . ?
C4 C5 C6 121.3(4) . . ?
C4 C5 C25 119.9(4) . . ?
C6 C5 C25 118.6(4) . . ?
C5 C6 C1 118.1(5) . . ?
C5 C6 C32 121.7(4) . . ?
C1 C6 C32 120.2(4) . . ?
O1 C7 C1 105.2(4) . . ?
O1 C7 H7A 110.7 . . ?
C1 C7 H7A 110.7 . . ?
O1 C7 H7B 110.7 . . ?
C1 C7 H7B 110.7 . . ?
H7A C7 H7B 108.8 . . ?
O1 C8 C9 124.7(5) . . ?
O1 C8 C13 115.7(4) . . ?
C9 C8 C13 119.6(5) . . ?
C10 C9 C8 119.2(5) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 122.6(5) . . ?
C9 C10 Br1 116.3(4) . . ?
C11 C10 Br1 121.1(4) . . ?
C10 C11 C12 117.6(5) . . ?
C10 C11 Br2 121.5(4) . . ?
C12 C11 Br2 121.0(4) . . ?
C13 C12 C11 121.1(5) . . ?
C13 C12 Br3 117.4(4) . . ?
C11 C12 Br3 121.5(4) . . ?
C12 C13 C8 119.9(5) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
C2 C14 C15 110.6(4) . . ?
C2 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C2 C14 H14B 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 C3 104.9(4) . . ?
O2 C16 H16A 110.8 . . ?
C3 C16 H16A 110.8 . . ?
O2 C16 H16B 110.8 . . ?
C3 C16 H16B 110.8 . . ?
H16A C16 H16B 108.8 . . ?
O2 C17 C22 124.1(5) . . ?
O2 C17 C18 115.1(5) . . ?
C22 C17 C18 120.8(5) . . ?
C19 C18 C17 119.1(5) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C18 C19 C20 121.5(6) . . ?
C18 C19 Br4 116.9(5) . . ?
C20 C19 Br4 121.6(5) . . ?
C19 C20 C21 118.1(5) . . ?
C19 C20 Br5 120.7(5) . . ?
C21 C20 Br5 121.2(5) . . ?
C22 C21 C20 121.6(5) . . ?
C22 C21 Br6 117.5(5) . . ?
C20 C21 Br6 120.9(4) . . ?
C17 C22 C21 119.0(5) . . ?
C17 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C4 C23 C24 111.2(4) . . ?
C4 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
C4 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 C5 109.3(4) . . ?
O3 C25 H25A 109.8 . . ?
C5 C25 H25A 109.8 . . ?
O3 C25 H25B 109.8 . . ?
C5 C25 H25B 109.8 . . ?
H25A C25 H25B 108.3 . . ?
O3 C26 C27 125.0(4) . . ?
O3 C26 C31 115.0(4) . . ?
C27 C26 C31 120.1(5) . . ?
C26 C27 C28 118.8(5) . . ?
C26 C27 H27 120.6 . . ?
C28 C27 H27 120.6 . . ?
C29 C28 C27 122.2(5) . . ?
C29 C28 Br7 121.3(4) . . ?
C27 C28 Br7 116.5(4) . . ?
C28 C29 C30 117.6(5) . . ?
C28 C29 Br8 121.0(4) . . ?
C30 C29 Br8 121.4(4) . . ?
C31 C30 C29 121.4(5) . . ?
C31 C30 Br9 117.3(4) . . ?
C29 C30 Br9 121.3(4) . . ?
C30 C31 C26 119.9(5) . . ?
C30 C31 H31 120.1 . . ?
C26 C31 H31 120.1 . . ?
C6 C32 C33 113.6(4) . . ?
C6 C32 H32A 108.8 . . ?
C33 C32 H32A 108.8 . . ?
C6 C32 H32B 108.8 . . ?
C33 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
C6 C1 C2 C3 1.0(7) . . . . ?
C7 C1 C2 C3 175.9(4) . . . . ?
C6 C1 C2 C14 -179.4(4) . . . . ?
C7 C1 C2 C14 -4.4(7) . . . . ?
C1 C2 C3 C4 0.0(7) . . . . ?
C14 C2 C3 C4 -179.6(4) . . . . ?
C1 C2 C3 C16 -172.0(4) . . . . ?
C14 C2 C3 C16 8.4(7) . . . . ?
C2 C3 C4 C5 -0.7(7) . . . . ?
C16 C3 C4 C5 171.2(4) . . . . ?
C2 C3 C4 C23 177.5(4) . . . . ?
C16 C3 C4 C23 -10.5(7) . . . . ?
C3 C4 C5 C6 0.4(7) . . . . ?
C23 C4 C5 C6 -177.8(4) . . . . ?
C3 C4 C5 C25 -175.2(4) . . . . ?
C23 C4 C5 C25 6.6(7) . . . . ?
C4 C5 C6 C1 0.6(7) . . . . ?
C25 C5 C6 C1 176.2(4) . . . . ?
C4 C5 C6 C32 -179.7(4) . . . . ?
C25 C5 C6 C32 -4.0(7) . . . . ?
C2 C1 C6 C5 -1.3(7) . . . . ?
C7 C1 C6 C5 -176.2(4) . . . . ?
C2 C1 C6 C32 178.9(4) . . . . ?
C7 C1 C6 C32 4.0(7) . . . . ?
C8 O1 C7 C1 175.2(4) . . . . ?
C2 C1 C7 O1 -85.9(5) . . . . ?
C6 C1 C7 O1 89.1(5) . . . . ?
C7 O1 C8 C9 -2.9(7) . . . . ?
C7 O1 C8 C13 179.1(5) . . . . ?
O1 C8 C9 C10 -177.0(5) . . . . ?
C13 C8 C9 C10 0.9(8) . . . . ?
C8 C9 C10 C11 -1.2(10) . . . . ?
C8 C9 C10 Br1 178.3(4) . . . . ?
C9 C10 C11 C12 0.3(9) . . . . ?
Br1 C10 C11 C12 -179.2(4) . . . . ?
C9 C10 C11 Br2 -178.8(5) . . . . ?
Br1 C10 C11 Br2 1.7(8) . . . . ?
C10 C11 C12 C13 1.0(9) . . . . ?
Br2 C11 C12 C13 -179.8(4) . . . . ?
C10 C11 C12 Br3 -179.7(5) . . . . ?
Br2 C11 C12 Br3 -0.5(7) . . . . ?
C11 C12 C13 C8 -1.4(8) . . . . ?
Br3 C12 C13 C8 179.3(4) . . . . ?
O1 C8 C13 C12 178.5(5) . . . . ?
C9 C8 C13 C12 0.4(8) . . . . ?
C1 C2 C14 C15 -93.6(6) . . . . ?
C3 C2 C14 C15 86.0(6) . . . . ?
C17 O2 C16 C3 -166.2(4) . . . . ?
C2 C3 C16 O2 88.6(5) . . . . ?
C4 C3 C16 O2 -83.4(5) . . . . ?
C16 O2 C17 C22 -9.4(8) . . . . ?
C16 O2 C17 C18 168.8(5) . . . . ?
O2 C17 C18 C19 -177.5(5) . . . . ?
C22 C17 C18 C19 0.7(8) . . . . ?
C17 C18 C19 C20 -1.0(9) . . . . ?
C17 C18 C19 Br4 178.0(4) . . . . ?
C18 C19 C20 C21 0.8(9) . . . . ?
Br4 C19 C20 C21 -178.1(4) . . . . ?
C18 C19 C20 Br5 -179.6(4) . . . . ?
Br4 C19 C20 Br5 1.4(7) . . . . ?
C19 C20 C21 C22 -0.4(8) . . . . ?
Br5 C20 C21 C22 -180.0(4) . . . . ?
C19 C20 C21 Br6 177.4(4) . . . . ?
Br5 C20 C21 Br6 -2.2(6) . . . . ?
O2 C17 C22 C21 177.8(5) . . . . ?
C18 C17 C22 C21 -0.2(8) . . . . ?
C20 C21 C22 C17 0.1(8) . . . . ?
Br6 C21 C22 C17 -177.7(4) . . . . ?
C5 C4 C23 C24 75.9(6) . . . . ?
C3 C4 C23 C24 -102.3(6) . . . . ?
C26 O3 C25 C5 167.8(4) . . . . ?
C4 C5 C25 O3 -111.4(5) . . . . ?
C6 C5 C25 O3 72.9(5) . . . . ?
C25 O3 C26 C27 -2.0(7) . . . . ?
C25 O3 C26 C31 178.1(4) . . . . ?
O3 C26 C27 C28 -176.5(5) . . . . ?
C31 C26 C27 C28 3.4(8) . . . . ?
C26 C27 C28 C29 -1.7(8) . . . . ?
C26 C27 C28 Br7 178.1(4) . . . . ?
C27 C28 C29 C30 -1.1(9) . . . . ?
Br7 C28 C29 C30 179.1(4) . . . . ?
C27 C28 C29 Br8 177.7(4) . . . . ?
Br7 C28 C29 Br8 -2.0(7) . . . . ?
C28 C29 C30 C31 2.3(9) . . . . ?
Br8 C29 C30 C31 -176.6(4) . . . . ?
C28 C29 C30 Br9 179.8(4) . . . . ?
Br8 C29 C30 Br9 1.0(7) . . . . ?
C29 C30 C31 C26 -0.6(9) . . . . ?
Br9 C30 C31 C26 -178.2(4) . . . . ?
O3 C26 C31 C30 177.6(5) . . . . ?
C27 C26 C31 C30 -2.4(8) . . . . ?
C5 C6 C32 C33 -94.8(6) . . . . ?
C1 C6 C32 C33 84.9(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C32 H32B O2 0.99 2.57 3.528(6) 162.0 7_566 yes
C33 H33C O3 0.98 2.54 3.242(7) 128.6 . yes

_refine_diff_density_max         1.395
_refine_diff_density_min         -1.055
_refine_diff_density_rms         0.124




####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2203229'
loop_
_audit_author_name
_audit_author_address
'Anke Schwarzer'
;TU Bergakademie Freiberg
Germany
;
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H30 Br6 O3, C4 H10 O'
_chemical_formula_sum            'C37 H40 Br6 O4'
_chemical_formula_weight         1028.15

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.5959(15)
_cell_length_b                   13.3943(12)
_cell_length_c                   19.924(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.189(9)
_cell_angle_gamma                90
_cell_volume                     3833.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8901
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      23.51

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_F_000             2016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    6.321
_shelx_estimated_absorpt_T_min   0.163
_shelx_estimated_absorpt_T_max   0.743
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.5176
_exptl_absorpt_correction_T_max  0.8673
_exptl_absorpt_process_details   'X-Area (STOE)'

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 -1 30 0.0314
1 -1 6 0.0353
4 1 -30 0.0354
2 2 -15 0.0458
-1 30 -1 0.1057
1 5 30 0.0396
0 0 1 0.0261
-5 0 1 0.1443
-2 -3 0 0.1552
-4 -5 -30 0.0490
-2 3 -15 0.0481
-25 30 8 0.1324
1 -15 0 0.1008
0 -1 -6 0.0477
1 1 -30 0.0248

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      123(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 360 frames, detector distance = 120 mm
;
_diffrn_reflns_number            44493
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.574
_diffrn_reflns_theta_max         26.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7939
_reflns_number_gt                6572
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'STOE X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_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)+(0.0445P)²+8.4603P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7939
_refine_ls_number_parameters     429
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0910
_refine_ls_wR_factor_gt          0.0827
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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 0.75805(3) -0.03642(3) 0.49289(2) 0.03356(11) Uani 1 1 d . . . . .
Br2 Br 0.80400(3) -0.13546(3) 0.65327(2) 0.02728(10) Uani 1 1 d . . . . .
Br3 Br 1.01448(4) 0.86360(4) 0.41357(3) 0.04627(14) Uani 1 1 d . . . . .
Br4 Br 1.02561(3) 0.72315(3) 0.27405(2) 0.03458(11) Uani 1 1 d . . . . .
Br5 Br 0.05048(3) 0.60765(3) 0.53888(2) 0.02953(10) Uani 1 1 d . . . . .
Br6 Br 0.02253(3) 0.82752(3) 0.61518(2) 0.03465(11) Uani 1 1 d . . . . .
O1 O 0.69152(19) 0.29545(18) 0.60234(13) 0.0249(6) Uani 1 1 d . . . . .
O2 O 0.74536(17) 0.62126(19) 0.45360(13) 0.0221(5) Uani 1 1 d . . . . .
O3 O 0.40967(17) 0.67942(18) 0.60166(13) 0.0218(5) Uani 1 1 d . . . . .
C1 C 0.6589(2) 0.4632(3) 0.62273(18) 0.0183(7) Uani 1 1 d . . . . .
C2 C 0.7185(2) 0.5243(2) 0.59227(18) 0.0176(7) Uani 1 1 d . . . . .
C3 C 0.6820(2) 0.6083(2) 0.55448(18) 0.0172(7) Uani 1 1 d . . . . .
C4 C 0.5865(2) 0.6310(2) 0.54613(18) 0.0175(7) Uani 1 1 d . . . . .
C5 C 0.5274(2) 0.5687(3) 0.57639(17) 0.0172(7) Uani 1 1 d . . . . .
C6 C 0.5631(2) 0.4844(3) 0.61515(18) 0.0190(7) Uani 1 1 d . . . . .
C7 C 0.6971(3) 0.3676(2) 0.65730(18) 0.0196(7) Uani 1 1 d . . . . .
H7A H 0.762356 0.376660 0.680530 0.023 Uiso 1 1 calc R U . . .
H7B H 0.659272 0.345766 0.691255 0.023 Uiso 1 1 calc R U . . .
C8 C 0.7197(2) 0.1998(3) 0.61855(19) 0.0205(7) Uani 1 1 d . . . . .
C9 C 0.7233(3) 0.1391(3) 0.56196(19) 0.0218(7) Uani 1 1 d . . . . .
H9 H 0.707729 0.165508 0.517136 0.026 Uiso 1 1 calc R U . . .
C10 C 0.7497(3) 0.0398(3) 0.57189(19) 0.0220(7) Uani 1 1 d . . . . .
C11 C 0.7715(2) 0.0008(3) 0.6376(2) 0.0206(7) Uani 1 1 d . . . . .
C12 C 0.7691(3) 0.0621(3) 0.6934(2) 0.0236(8) Uani 1 1 d . . . . .
H12 H 0.785116 0.035831 0.738254 0.028 Uiso 1 1 calc R U . . .
C13 C 0.7433(3) 0.1620(3) 0.68401(19) 0.0219(7) Uani 1 1 d . . . . .
H13 H 0.741875 0.203965 0.722269 0.026 Uiso 1 1 calc R U . . .
C14 C 0.8218(2) 0.4988(3) 0.59895(19) 0.0218(7) Uani 1 1 d . . . . .
H14A H 0.844610 0.522171 0.557713 0.026 Uiso 1 1 calc R U . . .
H14B H 0.829547 0.425393 0.601605 0.026 Uiso 1 1 calc R U . . .
C15 C 0.8807(3) 0.5464(3) 0.6620(2) 0.0277(8) Uani 1 1 d . . . . .
H15A H 0.945999 0.527204 0.664580 0.042 Uiso 1 1 calc R U . . .
H15B H 0.858632 0.523191 0.703018 0.042 Uiso 1 1 calc R U . . .
H15C H 0.875081 0.619202 0.658837 0.042 Uiso 1 1 calc R U . . .
C16 C 0.7454(3) 0.6704(3) 0.51891(18) 0.0203(7) Uani 1 1 d . . . . .
H16A H 0.721631 0.739536 0.511960 0.024 Uiso 1 1 calc R U . . .
H16B H 0.809044 0.672450 0.546092 0.024 Uiso 1 1 calc R U . . .
C17 C 0.8101(2) 0.6515(3) 0.41561(19) 0.0203(7) Uani 1 1 d . . . . .
C18 C 0.8697(2) 0.7325(3) 0.43145(19) 0.0219(7) Uani 1 1 d . . . . .
H18 H 0.866518 0.772878 0.470168 0.026 Uiso 1 1 calc R U . . .
C19 C 0.9343(3) 0.7533(3) 0.3894(2) 0.0247(8) Uani 1 1 d . . . . .
C20 C 0.9393(2) 0.6960(3) 0.33278(19) 0.0225(7) Uani 1 1 d . . . . .
C21 C 0.8783(3) 0.6162(3) 0.3165(2) 0.0251(8) Uani 1 1 d . . . . .
H21 H 0.880722 0.577005 0.277117 0.030 Uiso 1 1 calc R U . . .
C22 C 0.8140(3) 0.5938(3) 0.3581(2) 0.0244(8) Uani 1 1 d . . . . .
H22 H 0.772621 0.539114 0.347159 0.029 Uiso 1 1 calc R U . . .
C23 C 0.5473(3) 0.7212(3) 0.5038(2) 0.0238(8) Uani 1 1 d . . . . .
H23A H 0.481397 0.708039 0.483693 0.029 Uiso 1 1 calc R U . . .
H23B H 0.582089 0.730168 0.465874 0.029 Uiso 1 1 calc R U . . .
C24 C 0.5529(3) 0.8183(3) 0.5456(2) 0.0294(9) Uani 1 1 d . . . . .
H24A H 0.525748 0.873200 0.516169 0.044 Uiso 1 1 calc R U . . .
H24B H 0.618228 0.833396 0.564059 0.044 Uiso 1 1 calc R U . . .
H24C H 0.518445 0.810067 0.583212 0.044 Uiso 1 1 calc R U . . .
C25 C 0.4239(2) 0.5896(3) 0.56445(18) 0.0181(7) Uani 1 1 d . . . . .
H25A H 0.400141 0.598987 0.515168 0.022 Uiso 1 1 calc R U . . .
H25B H 0.390348 0.532852 0.580803 0.022 Uiso 1 1 calc R U . . .
C26 C 0.3195(2) 0.7083(3) 0.60036(18) 0.0190(7) Uani 1 1 d . . . . .
C27 C 0.2423(2) 0.6523(3) 0.57187(18) 0.0198(7) Uani 1 1 d . . . . .
H27 H 0.249652 0.590426 0.550072 0.024 Uiso 1 1 calc R U . . .
C28 C 0.1539(2) 0.6886(3) 0.57587(19) 0.0216(7) Uani 1 1 d . . . . .
C29 C 0.1420(3) 0.7788(3) 0.6069(2) 0.0237(8) Uani 1 1 d . . . . .
C30 C 0.2201(3) 0.8355(3) 0.6340(2) 0.0260(8) Uani 1 1 d . . . . .
H30 H 0.212510 0.898314 0.654570 0.031 Uiso 1 1 calc R U . . .
C31 C 0.3084(3) 0.8006(3) 0.63112(19) 0.0229(7) Uani 1 1 d . . . . .
H31 H 0.361478 0.839064 0.649904 0.028 Uiso 1 1 calc R U . . .
C32 C 0.4982(3) 0.4197(3) 0.6485(2) 0.0252(8) Uani 1 1 d . . . . .
H32A H 0.528134 0.354184 0.660435 0.030 Uiso 1 1 calc R U . . .
H32B H 0.440117 0.407705 0.615406 0.030 Uiso 1 1 calc R U . . .
C33 C 0.4739(3) 0.4677(4) 0.7129(2) 0.0354(10) Uani 1 1 d . . . . .
H33A H 0.445644 0.533246 0.701494 0.053 Uiso 1 1 calc R U . . .
H33B H 0.530733 0.475570 0.746932 0.053 Uiso 1 1 calc R U . . .
H33C H 0.429914 0.424887 0.731336 0.053 Uiso 1 1 calc R U . . .
O1A O 0.6310(3) 0.9225(2) 0.31312(16) 0.0410(8) Uani 1 1 d . . . . .
C1A C 0.7746(5) 0.8910(5) 0.2743(3) 0.069(2) Uani 1 1 d . . . . .
H1AA H 0.806554 0.843025 0.249332 0.103 Uiso 1 1 calc R U . . .
H1AB H 0.811999 0.902576 0.319560 0.103 Uiso 1 1 calc R U . . .
H1AC H 0.766176 0.954127 0.249132 0.103 Uiso 1 1 calc R U . . .
C2A C 0.6812(5) 0.8500(4) 0.2819(3) 0.0664(19) Uani 1 1 d . . . . .
H2AA H 0.645529 0.831993 0.236511 0.080 Uiso 1 1 calc R U . . .
H2AB H 0.689588 0.788814 0.310240 0.080 Uiso 1 1 calc R U . . .
C3A C 0.5455(4) 0.8876(3) 0.3289(3) 0.0475(13) Uani 1 1 d . . . . .
H3AA H 0.557008 0.830174 0.360525 0.057 Uiso 1 1 calc R U . . .
H3AB H 0.504178 0.865132 0.286706 0.057 Uiso 1 1 calc R U . . .
C4A C 0.5000(3) 0.9704(4) 0.3612(3) 0.0469(12) Uani 1 1 d . . . . .
H4AA H 0.484868 1.025126 0.328416 0.070 Uiso 1 1 calc R U . . .
H4AB H 0.542573 0.994664 0.401478 0.070 Uiso 1 1 calc R U . . .
H4AC H 0.442772 0.945715 0.374734 0.070 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 C10 1.898(4) . ?
Br2 C11 1.898(3) . ?
Br3 C19 1.893(4) . ?
Br4 C20 1.900(4) . ?
Br5 C28 1.898(4) . ?
Br6 C29 1.896(4) . ?
O1 C8 1.367(4) . ?
O1 C7 1.452(4) . ?
O2 C17 1.372(4) . ?
O2 C16 1.458(4) . ?
O3 C26 1.368(4) . ?
O3 C25 1.448(4) . ?
C1 C2 1.408(5) . ?
C1 C6 1.409(5) . ?
C1 C7 1.513(5) . ?
C2 C3 1.405(5) . ?
C2 C14 1.529(5) . ?
C3 C4 1.408(5) . ?
C3 C16 1.510(5) . ?
C4 C5 1.410(5) . ?
C4 C23 1.525(5) . ?
C5 C6 1.414(5) . ?
C5 C25 1.513(5) . ?
C6 C32 1.521(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C13 1.384(5) . ?
C8 C9 1.398(5) . ?
C9 C10 1.389(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.392(5) . ?
C11 C12 1.388(5) . ?
C12 C13 1.394(5) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.530(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C22 1.392(5) . ?
C17 C18 1.392(5) . ?
C18 C19 1.395(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.378(6) . ?
C20 C21 1.392(5) . ?
C21 C22 1.390(5) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.538(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.388(5) . ?
C26 C31 1.402(5) . ?
C27 C28 1.395(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.382(5) . ?
C29 C30 1.398(6) . ?
C30 C31 1.382(5) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C33 1.531(6) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
O1A C3A 1.418(6) . ?
O1A C2A 1.425(6) . ?
C1A C2A 1.502(10) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C3A C4A 1.496(8) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C4A H4AA 0.9800 . ?
C4A H4AB 0.9800 . ?
C4A H4AC 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
C8 O1 C7 118.1(3) . . ?
C17 O2 C16 117.9(3) . . ?
C26 O3 C25 116.8(3) . . ?
C2 C1 C6 120.9(3) . . ?
C2 C1 C7 118.8(3) . . ?
C6 C1 C7 119.9(3) . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 C14 120.0(3) . . ?
C1 C2 C14 120.5(3) . . ?
C2 C3 C4 120.7(3) . . ?
C2 C3 C16 119.1(3) . . ?
C4 C3 C16 120.1(3) . . ?
C3 C4 C5 119.3(3) . . ?
C3 C4 C23 120.2(3) . . ?
C5 C4 C23 120.5(3) . . ?
C4 C5 C6 120.8(3) . . ?
C4 C5 C25 119.5(3) . . ?
C6 C5 C25 119.6(3) . . ?
C1 C6 C5 118.8(3) . . ?
C1 C6 C32 121.4(3) . . ?
C5 C6 C32 119.7(3) . . ?
O1 C7 C1 104.6(3) . . ?
O1 C7 H7A 110.8 . . ?
C1 C7 H7A 110.8 . . ?
O1 C7 H7B 110.8 . . ?
C1 C7 H7B 110.8 . . ?
H7A C7 H7B 108.9 . . ?
O1 C8 C13 125.4(3) . . ?
O1 C8 C9 114.0(3) . . ?
C13 C8 C9 120.6(3) . . ?
C10 C9 C8 119.4(3) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C9 C10 C11 120.3(3) . . ?
C9 C10 Br1 117.0(3) . . ?
C11 C10 Br1 122.7(3) . . ?
C12 C11 C10 119.9(3) . . ?
C12 C11 Br2 118.5(3) . . ?
C10 C11 Br2 121.6(3) . . ?
C11 C12 C13 120.3(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C8 C13 C12 119.6(3) . . ?
C8 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C2 C14 C15 112.3(3) . . ?
C2 C14 H14A 109.1 . . ?
C15 C14 H14A 109.1 . . ?
C2 C14 H14B 109.1 . . ?
C15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.9 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 C3 105.5(3) . . ?
O2 C16 H16A 110.6 . . ?
C3 C16 H16A 110.6 . . ?
O2 C16 H16B 110.6 . . ?
C3 C16 H16B 110.6 . . ?
H16A C16 H16B 108.8 . . ?
O2 C17 C22 115.1(3) . . ?
O2 C17 C18 124.7(3) . . ?
C22 C17 C18 120.3(3) . . ?
C17 C18 C19 118.8(3) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C20 C19 C18 121.3(3) . . ?
C20 C19 Br3 121.5(3) . . ?
C18 C19 Br3 117.2(3) . . ?
C19 C20 C21 119.6(3) . . ?
C19 C20 Br4 122.3(3) . . ?
C21 C20 Br4 118.0(3) . . ?
C22 C21 C20 119.9(4) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C17 120.1(3) . . ?
C21 C22 H22 119.9 . . ?
C17 C22 H22 119.9 . . ?
C4 C23 C24 113.0(3) . . ?
C4 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
C4 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 C5 107.7(3) . . ?
O3 C25 H25A 110.2 . . ?
C5 C25 H25A 110.2 . . ?
O3 C25 H25B 110.2 . . ?
C5 C25 H25B 110.2 . . ?
H25A C25 H25B 108.5 . . ?
O3 C26 C27 124.3(3) . . ?
O3 C26 C31 115.2(3) . . ?
C27 C26 C31 120.5(3) . . ?
C26 C27 C28 118.7(3) . . ?
C26 C27 H27 120.7 . . ?
C28 C27 H27 120.7 . . ?
C29 C28 C27 121.4(3) . . ?
C29 C28 Br5 121.2(3) . . ?
C27 C28 Br5 117.3(3) . . ?
C28 C29 C30 119.4(3) . . ?
C28 C29 Br6 122.0(3) . . ?
C30 C29 Br6 118.6(3) . . ?
C31 C30 C29 120.2(3) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C26 119.8(4) . . ?
C30 C31 H31 120.1 . . ?
C26 C31 H31 120.1 . . ?
C6 C32 C33 112.3(3) . . ?
C6 C32 H32A 109.1 . . ?
C33 C32 H32A 109.1 . . ?
C6 C32 H32B 109.1 . . ?
C33 C32 H32B 109.1 . . ?
H32A C32 H32B 107.9 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C3A O1A C2A 114.3(4) . . ?
C2A C1A H1AA 109.5 . . ?
C2A C1A H1AB 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
C2A C1A H1AC 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
O1A C2A C1A 109.9(5) . . ?
O1A C2A H2AA 109.7 . . ?
C1A C2A H2AA 109.7 . . ?
O1A C2A H2AB 109.7 . . ?
C1A C2A H2AB 109.7 . . ?
H2AA C2A H2AB 108.2 . . ?
O1A C3A C4A 109.0(4) . . ?
O1A C3A H3AA 109.9 . . ?
C4A C3A H3AA 109.9 . . ?
O1A C3A H3AB 109.9 . . ?
C4A C3A H3AB 109.9 . . ?
H3AA C3A H3AB 108.3 . . ?
C3A C4A H4AA 109.5 . . ?
C3A C4A H4AB 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
C3A C4A H4AC 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 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
C6 C1 C2 C3 0.7(5) . . . . ?
C7 C1 C2 C3 174.0(3) . . . . ?
C6 C1 C2 C14 -178.1(3) . . . . ?
C7 C1 C2 C14 -4.8(5) . . . . ?
C1 C2 C3 C4 -0.8(5) . . . . ?
C14 C2 C3 C4 178.0(3) . . . . ?
C1 C2 C3 C16 -176.8(3) . . . . ?
C14 C2 C3 C16 2.0(5) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C16 C3 C4 C5 176.2(3) . . . . ?
C2 C3 C4 C23 -178.8(3) . . . . ?
C16 C3 C4 C23 -2.8(5) . . . . ?
C3 C4 C5 C6 0.4(5) . . . . ?
C23 C4 C5 C6 179.4(3) . . . . ?
C3 C4 C5 C25 -176.8(3) . . . . ?
C23 C4 C5 C25 2.3(5) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
C7 C1 C6 C5 -173.3(3) . . . . ?
C2 C1 C6 C32 -179.3(3) . . . . ?
C7 C1 C6 C32 7.5(5) . . . . ?
C4 C5 C6 C1 -0.4(5) . . . . ?
C25 C5 C6 C1 176.7(3) . . . . ?
C4 C5 C6 C32 178.7(3) . . . . ?
C25 C5 C6 C32 -4.1(5) . . . . ?
C8 O1 C7 C1 -178.5(3) . . . . ?
C2 C1 C7 O1 -83.0(4) . . . . ?
C6 C1 C7 O1 90.4(4) . . . . ?
C7 O1 C8 C13 8.0(5) . . . . ?
C7 O1 C8 C9 -172.2(3) . . . . ?
O1 C8 C9 C10 -179.1(3) . . . . ?
C13 C8 C9 C10 0.7(5) . . . . ?
C8 C9 C10 C11 0.7(5) . . . . ?
C8 C9 C10 Br1 -177.4(3) . . . . ?
C9 C10 C11 C12 -1.7(5) . . . . ?
Br1 C10 C11 C12 176.3(3) . . . . ?
C9 C10 C11 Br2 177.9(3) . . . . ?
Br1 C10 C11 Br2 -4.1(4) . . . . ?
C10 C11 C12 C13 1.2(5) . . . . ?
Br2 C11 C12 C13 -178.4(3) . . . . ?
O1 C8 C13 C12 178.6(3) . . . . ?
C9 C8 C13 C12 -1.2(5) . . . . ?
C11 C12 C13 C8 0.2(5) . . . . ?
C3 C2 C14 C15 91.5(4) . . . . ?
C1 C2 C14 C15 -89.7(4) . . . . ?
C17 O2 C16 C3 -168.7(3) . . . . ?
C2 C3 C16 O2 85.0(4) . . . . ?
C4 C3 C16 O2 -91.0(4) . . . . ?
C16 O2 C17 C22 172.5(3) . . . . ?
C16 O2 C17 C18 -6.8(5) . . . . ?
O2 C17 C18 C19 178.1(3) . . . . ?
C22 C17 C18 C19 -1.2(5) . . . . ?
C17 C18 C19 C20 0.5(6) . . . . ?
C17 C18 C19 Br3 -179.5(3) . . . . ?
C18 C19 C20 C21 0.6(6) . . . . ?
Br3 C19 C20 C21 -179.4(3) . . . . ?
C18 C19 C20 Br4 179.4(3) . . . . ?
Br3 C19 C20 Br4 -0.6(5) . . . . ?
C19 C20 C21 C22 -1.1(6) . . . . ?
Br4 C20 C21 C22 -179.9(3) . . . . ?
C20 C21 C22 C17 0.4(6) . . . . ?
O2 C17 C22 C21 -178.6(3) . . . . ?
C18 C17 C22 C21 0.8(6) . . . . ?
C3 C4 C23 C24 -87.4(4) . . . . ?
C5 C4 C23 C24 93.5(4) . . . . ?
C26 O3 C25 C5 -176.6(3) . . . . ?
C4 C5 C25 O3 -71.1(4) . . . . ?
C6 C5 C25 O3 111.7(3) . . . . ?
C25 O3 C26 C27 6.7(5) . . . . ?
C25 O3 C26 C31 -173.9(3) . . . . ?
O3 C26 C27 C28 177.9(3) . . . . ?
C31 C26 C27 C28 -1.5(5) . . . . ?
C26 C27 C28 C29 0.5(5) . . . . ?
C26 C27 C28 Br5 -178.0(3) . . . . ?
C27 C28 C29 C30 0.9(6) . . . . ?
Br5 C28 C29 C30 179.4(3) . . . . ?
C27 C28 C29 Br6 -178.1(3) . . . . ?
Br5 C28 C29 Br6 0.4(5) . . . . ?
C28 C29 C30 C31 -1.4(6) . . . . ?
Br6 C29 C30 C31 177.7(3) . . . . ?
C29 C30 C31 C26 0.5(6) . . . . ?
O3 C26 C31 C30 -178.4(3) . . . . ?
C27 C26 C31 C30 1.0(5) . . . . ?
C1 C6 C32 C33 102.4(4) . . . . ?
C5 C6 C32 C33 -76.8(4) . . . . ?
C3A O1A C2A C1A -174.0(4) . . . . ?
C2A O1A C3A C4A -180.0(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7B Br2 0.99 3.06 3.777(4) 130.4 2_656 yes
C14 H14A O2 0.99 2.66 3.344(5) 126.0 . yes
C14 H14B O1 0.99 2.66 3.330(4) 124.8 . yes
C16 H16A Br1 0.99 3.08 3.970(4) 149.8 1_565 yes
C18 H18 Br1 0.95 3.08 3.800(4) 133.8 1_565 yes
C24 H24B Br2 0.98 3.00 3.954(4) 165.7 1_565 yes
C24 H24C O3 0.98 2.43 3.147(5) 129.3 . yes

_refine_diff_density_max         1.053
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.112



####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2203225'
loop_
_audit_author_name
_audit_author_address
'Anke Schwarzer'
;TU Bergakademie Freiberg
Germany
;
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H27 Br9 O3'
_chemical_formula_sum            'C33 H27 Br9 O3'
_chemical_formula_weight         1190.73

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.7349(11)
_cell_length_b                   23.194(3)
_cell_length_c                   8.796(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.162(14)
_cell_angle_gamma                90
_cell_volume                     3589.9(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4838
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      26.49

_exptl_crystal_description       piece
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.203
_exptl_crystal_F_000             2256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    10.083
_shelx_estimated_absorpt_T_min   0.107
_shelx_estimated_absorpt_T_max   0.499
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.1299
_exptl_absorpt_correction_T_max  0.4579
_exptl_absorpt_process_details   'X-Area (STOE)'

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-30 -22 -17 0.1228
15 14 -10 0.1547
15 -1 -3 0.0855
0 -30 -1 0.0946
-5 -1 0 0.0647
-30 11 0 0.0421
15 -1 14 0.1506
1 30 24 0.1681
5 0 1 0.0727
15 -3 2 0.0541
-30 -7 7 0.0910
1 30 2 0.1054
15 4 0 0.0505

_exptl_absorpt_special_details   ?

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      123(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 264 frames, detector distance = 110 mm
;
_diffrn_reflns_number            37376
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.624
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7421
_reflns_number_gt                5605
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'STOE X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_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)+(0.0256P)²+2.3730P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7421
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0309
_refine_ls_wR_factor_ref         0.0621
_refine_ls_wR_factor_gt          0.0560
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_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 0.08561(2) 0.54686(2) 0.63844(5) 0.03094(10) Uani 1 1 d . . . . .
Br2 Br 0.22334(3) 0.76626(2) 0.64235(6) 0.03340(11) Uani 1 1 d . . . . .
Br3 Br 0.36902(2) 0.57743(2) 0.40118(5) 0.02860(10) Uani 1 1 d . . . . .
Br4 Br 0.42182(3) 0.45586(2) 0.17876(5) 0.03322(11) Uani 1 1 d . . . . .
Br5 Br 0.72140(3) 0.42638(2) 0.02737(5) 0.03371(11) Uani 1 1 d . . . . .
Br6 Br 0.55966(2) 0.23563(2) 0.22788(5) 0.02874(10) Uani 1 1 d . . . . .
Br7 Br -0.02859(2) 0.24969(2) 0.15478(6) 0.03328(11) Uani 1 1 d . . . . .
Br8 Br -0.10788(3) 0.45231(2) -0.18225(5) 0.03435(11) Uani 1 1 d . . . . .
Br9 Br 0.19979(2) 0.41424(2) 0.05405(5) 0.02731(10) Uani 1 1 d . . . . .
O1 O 0.22891(15) 0.51265(10) 0.4785(3) 0.0206(6) Uani 1 1 d . . . . .
O2 O 0.43520(15) 0.32746(11) 0.2353(3) 0.0221(6) Uani 1 1 d . . . . .
O3 O 0.13347(15) 0.29812(11) 0.1511(3) 0.0211(6) Uani 1 1 d . . . . .
C1 C 0.2676(2) 0.41337(14) 0.5181(4) 0.0168(7) Uani 1 1 d . . . . .
C2 C 0.3413(2) 0.39388(15) 0.5042(4) 0.0169(7) Uani 1 1 d . . . . .
C3 C 0.3506(2) 0.34134(15) 0.4264(4) 0.0163(7) Uani 1 1 d . . . . .
C4 C 0.2879(2) 0.30880(14) 0.3667(4) 0.0177(8) Uani 1 1 d . . . . .
C5 C 0.2143(2) 0.32784(14) 0.3848(4) 0.0167(7) Uani 1 1 d . . . . .
C6 C 0.2038(2) 0.38089(15) 0.4564(4) 0.0172(7) Uani 1 1 d . . . . .
C7 C 0.2546(2) 0.47017(14) 0.5972(4) 0.0203(8) Uani 1 1 d . . . . .
H7A H 0.215698 0.465258 0.667677 0.024 Uiso 1 1 calc R U . . .
H7AB H 0.302371 0.483319 0.657562 0.024 Uiso 1 1 calc R U . . .
C8 C 0.2277(2) 0.56913(15) 0.5247(4) 0.0196(8) Uani 1 1 d . . . . .
C9 C 0.1678(2) 0.59339(16) 0.5924(5) 0.0229(8) Uani 1 1 d . . . . .
C10 C 0.1651(2) 0.65170(16) 0.6259(5) 0.0249(9) Uani 1 1 d . . . . .
H10 H 0.123944 0.667320 0.672001 0.030 Uiso 1 1 calc R U . . .
C11 C 0.2237(2) 0.68658(15) 0.5907(5) 0.0236(8) Uani 1 1 d . . . . .
C12 C 0.2840(2) 0.66543(16) 0.5220(5) 0.0224(8) Uani 1 1 d . . . . .
H12 H 0.323088 0.690283 0.496416 0.027 Uiso 1 1 calc R U . . .
C13 C 0.2857(2) 0.60694(16) 0.4915(4) 0.0215(8) Uani 1 1 d . . . . .
C14 C 0.4107(2) 0.42691(16) 0.5777(5) 0.0220(8) Uani 1 1 d . . . . .
H14A H 0.398456 0.468540 0.578711 0.026 Uiso 1 1 calc R U . . .
H14B H 0.452822 0.421681 0.514912 0.026 Uiso 1 1 calc R U . . .
C15 C 0.4370(2) 0.40698(17) 0.7419(5) 0.0281(9) Uani 1 1 d . . . . .
H15A H 0.483731 0.427352 0.781425 0.042 Uiso 1 1 calc R U . . .
H15B H 0.446642 0.365375 0.742297 0.042 Uiso 1 1 calc R U . . .
H15C H 0.397302 0.415454 0.806843 0.042 Uiso 1 1 calc R U . . .
C16 C 0.4287(2) 0.32050(16) 0.3993(4) 0.0199(8) Uani 1 1 d . . . . .
H16A H 0.468470 0.343378 0.461329 0.024 Uiso 1 1 calc R U . . .
H16B H 0.435293 0.279483 0.429128 0.024 Uiso 1 1 calc R U . . .
C17 C 0.5016(2) 0.34957(15) 0.1974(4) 0.0195(8) Uani 1 1 d . . . . .
C18 C 0.5071(2) 0.40803(16) 0.1619(4) 0.0238(8) Uani 1 1 d . . . . .
C19 C 0.5723(2) 0.43162(16) 0.1146(4) 0.0246(9) Uani 1 1 d . . . . .
H19 H 0.575560 0.471786 0.095297 0.029 Uiso 1 1 calc R U . . .
C20 C 0.6322(2) 0.39545(17) 0.0962(4) 0.0244(9) Uani 1 1 d . . . . .
C21 C 0.6293(2) 0.33651(16) 0.1270(5) 0.0235(8) Uani 1 1 d . . . . .
H21 H 0.670725 0.311887 0.112972 0.028 Uiso 1 1 calc R U . . .
C22 C 0.5641(2) 0.31502(16) 0.1787(4) 0.0220(8) Uani 1 1 d . . . . .
C23 C 0.2976(2) 0.25178(15) 0.2839(4) 0.0205(8) Uani 1 1 d . . . . .
H23A H 0.344644 0.253510 0.234256 0.025 Uiso 1 1 calc R U . . .
H23B H 0.254296 0.246653 0.202410 0.025 Uiso 1 1 calc R U . . .
C24 C 0.3018(3) 0.19959(16) 0.3915(5) 0.0309(10) Uani 1 1 d . . . . .
H24A H 0.300981 0.164043 0.331063 0.046 Uiso 1 1 calc R U . . .
H24B H 0.258106 0.200034 0.449662 0.046 Uiso 1 1 calc R U . . .
H24C H 0.348900 0.201305 0.462519 0.046 Uiso 1 1 calc R U . . .
C25 C 0.1466(2) 0.29227(16) 0.3194(4) 0.0200(8) Uani 1 1 d . . . . .
H25A H 0.155628 0.251254 0.347043 0.024 Uiso 1 1 calc R U . . .
H25B H 0.100887 0.305249 0.363982 0.024 Uiso 1 1 calc R U . . .
C26 C 0.0786(2) 0.33590(15) 0.0915(4) 0.0195(8) Uani 1 1 d . . . . .
C27 C 0.0013(2) 0.32093(16) 0.0759(5) 0.0240(8) Uani 1 1 d . . . . .
C28 C -0.0545(2) 0.35582(16) -0.0009(5) 0.0254(9) Uani 1 1 d . . . . .
H28 H -0.106410 0.344708 -0.010375 0.030 Uiso 1 1 calc R U . . .
C29 C -0.0330(2) 0.40716(17) -0.0634(5) 0.0251(9) Uani 1 1 d . . . . .
C30 C 0.0422(2) 0.42485(16) -0.0461(5) 0.0244(8) Uani 1 1 d . . . . .
H30 H 0.056025 0.460654 -0.087208 0.029 Uiso 1 1 calc R U . . .
C31 C 0.0972(2) 0.38943(16) 0.0323(4) 0.0212(8) Uani 1 1 d . . . . .
C32 C 0.1239(2) 0.40226(16) 0.4720(5) 0.0222(8) Uani 1 1 d . . . . .
H32A H 0.088987 0.389963 0.381134 0.027 Uiso 1 1 calc R U . . .
H32B H 0.123977 0.444926 0.474891 0.027 Uiso 1 1 calc R U . . .
C33 C 0.0947(3) 0.3791(2) 0.6169(5) 0.0348(11) Uani 1 1 d . . . . .
H33A H 0.043667 0.394281 0.623501 0.052 Uiso 1 1 calc R U . . .
H33B H 0.129028 0.391290 0.707239 0.052 Uiso 1 1 calc R U . . .
H33C H 0.092820 0.336888 0.612835 0.052 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 C9 1.898(4) . ?
Br2 C11 1.903(4) . ?
Br3 C13 1.892(4) . ?
Br4 C18 1.896(4) . ?
Br5 C20 1.903(4) . ?
Br6 C22 1.895(4) . ?
Br7 C27 1.893(4) . ?
Br8 C29 1.899(4) . ?
Br9 C31 1.894(4) . ?
O1 C8 1.373(4) . ?
O1 C7 1.467(4) . ?
O2 C17 1.364(4) . ?
O2 C16 1.470(4) . ?
O3 C26 1.365(5) . ?
O3 C25 1.476(4) . ?
C1 C2 1.402(5) . ?
C1 C6 1.410(5) . ?
C1 C7 1.521(5) . ?
C2 C3 1.417(5) . ?
C2 C14 1.524(5) . ?
C3 C4 1.391(5) . ?
C3 C16 1.514(5) . ?
C4 C5 1.406(5) . ?
C4 C23 1.530(5) . ?
C5 C6 1.405(5) . ?
C5 C25 1.510(5) . ?
C6 C32 1.524(5) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 C9 1.398(5) . ?
C8 C13 1.410(5) . ?
C9 C10 1.386(5) . ?
C10 C11 1.382(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(5) . ?
C12 C13 1.384(5) . ?
C12 H12 0.9500 . ?
C14 C15 1.532(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C22 1.393(5) . ?
C17 C18 1.398(5) . ?
C18 C19 1.389(6) . ?
C19 C20 1.379(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.396(5) . ?
C21 C22 1.389(5) . ?
C21 H21 0.9500 . ?
C23 C24 1.533(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C31 1.402(5) . ?
C26 C27 1.403(5) . ?
C27 C28 1.387(6) . ?
C28 C29 1.385(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.386(6) . ?
C30 C31 1.391(6) . ?
C30 H30 0.9500 . ?
C32 C33 1.532(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 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
C8 O1 C7 116.5(3) . . ?
C17 O2 C16 117.2(3) . . ?
C26 O3 C25 117.4(3) . . ?
C2 C1 C6 120.4(3) . . ?
C2 C1 C7 121.0(3) . . ?
C6 C1 C7 118.6(3) . . ?
C1 C2 C3 119.0(3) . . ?
C1 C2 C14 120.9(3) . . ?
C3 C2 C14 120.0(3) . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 C16 118.1(3) . . ?
C2 C3 C16 121.0(3) . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 C23 121.1(3) . . ?
C5 C4 C23 119.1(3) . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 C25 120.4(3) . . ?
C4 C5 C25 119.4(3) . . ?
C5 C6 C1 119.7(3) . . ?
C5 C6 C32 120.1(3) . . ?
C1 C6 C32 120.2(3) . . ?
O1 C7 C1 107.9(3) . . ?
O1 C7 H7A 110.1 . . ?
C1 C7 H7A 110.1 . . ?
O1 C7 H7AB 110.1 . . ?
C1 C7 H7AB 110.1 . . ?
H7A C7 H7AB 108.4 . . ?
O1 C8 C9 123.5(3) . . ?
O1 C8 C13 119.6(3) . . ?
C9 C8 C13 116.7(3) . . ?
C10 C9 C8 122.1(4) . . ?
C10 C9 Br1 117.5(3) . . ?
C8 C9 Br1 120.4(3) . . ?
C11 C10 C9 118.5(4) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C10 C11 C12 122.3(3) . . ?
C10 C11 Br2 119.3(3) . . ?
C12 C11 Br2 118.3(3) . . ?
C11 C12 C13 118.0(4) . . ?
C11 C12 H12 121.0 . . ?
C13 C12 H12 121.0 . . ?
C12 C13 C8 122.4(3) . . ?
C12 C13 Br3 118.2(3) . . ?
C8 C13 Br3 119.4(3) . . ?
C2 C14 C15 112.5(3) . . ?
C2 C14 H14A 109.1 . . ?
C15 C14 H14A 109.1 . . ?
C2 C14 H14B 109.1 . . ?
C15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 C3 107.7(3) . . ?
O2 C16 H16A 110.2 . . ?
C3 C16 H16A 110.2 . . ?
O2 C16 H16B 110.2 . . ?
C3 C16 H16B 110.2 . . ?
H16A C16 H16B 108.5 . . ?
O2 C17 C22 122.4(3) . . ?
O2 C17 C18 120.4(3) . . ?
C22 C17 C18 117.0(3) . . ?
C19 C18 C17 122.2(4) . . ?
C19 C18 Br4 119.7(3) . . ?
C17 C18 Br4 118.2(3) . . ?
C20 C19 C18 118.6(3) . . ?
C20 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
C19 C20 C21 121.7(4) . . ?
C19 C20 Br5 119.4(3) . . ?
C21 C20 Br5 118.9(3) . . ?
C22 C21 C20 117.9(4) . . ?
C22 C21 H21 121.1 . . ?
C20 C21 H21 121.1 . . ?
C21 C22 C17 122.7(3) . . ?
C21 C22 Br6 118.9(3) . . ?
C17 C22 Br6 118.4(3) . . ?
C4 C23 C24 112.9(3) . . ?
C4 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
C4 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 C5 110.5(3) . . ?
O3 C25 H25A 109.6 . . ?
C5 C25 H25A 109.6 . . ?
O3 C25 H25B 109.6 . . ?
C5 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
O3 C26 C31 121.4(3) . . ?
O3 C26 C27 121.3(3) . . ?
C31 C26 C27 117.1(4) . . ?
C28 C27 C26 122.1(4) . . ?
C28 C27 Br7 118.2(3) . . ?
C26 C27 Br7 119.7(3) . . ?
C29 C28 C27 118.7(4) . . ?
C29 C28 H28 120.6 . . ?
C27 C28 H28 120.6 . . ?
C28 C29 C30 121.3(4) . . ?
C28 C29 Br8 119.0(3) . . ?
C30 C29 Br8 119.6(3) . . ?
C29 C30 C31 119.1(4) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 H30 120.5 . . ?
C30 C31 C26 121.6(4) . . ?
C30 C31 Br9 118.4(3) . . ?
C26 C31 Br9 120.0(3) . . ?
C6 C32 C33 112.0(3) . . ?
C6 C32 H32A 109.2 . . ?
C33 C32 H32A 109.2 . . ?
C6 C32 H32B 109.2 . . ?
C33 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
C6 C1 C2 C3 0.4(5) . . . . ?
C7 C1 C2 C3 -178.5(3) . . . . ?
C6 C1 C2 C14 -176.7(3) . . . . ?
C7 C1 C2 C14 4.4(5) . . . . ?
C1 C2 C3 C4 -1.1(5) . . . . ?
C14 C2 C3 C4 176.0(3) . . . . ?
C1 C2 C3 C16 176.0(3) . . . . ?
C14 C2 C3 C16 -6.9(5) . . . . ?
C2 C3 C4 C5 -0.6(5) . . . . ?
C16 C3 C4 C5 -177.7(3) . . . . ?
C2 C3 C4 C23 -179.4(3) . . . . ?
C16 C3 C4 C23 3.4(5) . . . . ?
C3 C4 C5 C6 3.0(5) . . . . ?
C23 C4 C5 C6 -178.1(3) . . . . ?
C3 C4 C5 C25 179.9(3) . . . . ?
C23 C4 C5 C25 -1.2(5) . . . . ?
C4 C5 C6 C1 -3.7(5) . . . . ?
C25 C5 C6 C1 179.4(3) . . . . ?
C4 C5 C6 C32 178.3(3) . . . . ?
C25 C5 C6 C32 1.5(5) . . . . ?
C2 C1 C6 C5 2.0(5) . . . . ?
C7 C1 C6 C5 -179.0(3) . . . . ?
C2 C1 C6 C32 180.0(3) . . . . ?
C7 C1 C6 C32 -1.1(5) . . . . ?
C8 O1 C7 C1 -168.3(3) . . . . ?
C2 C1 C7 O1 104.6(4) . . . . ?
C6 C1 C7 O1 -74.3(4) . . . . ?
C7 O1 C8 C9 -82.8(5) . . . . ?
C7 O1 C8 C13 103.0(4) . . . . ?
O1 C8 C9 C10 -174.4(4) . . . . ?
C13 C8 C9 C10 -0.1(6) . . . . ?
O1 C8 C9 Br1 4.5(5) . . . . ?
C13 C8 C9 Br1 178.8(3) . . . . ?
C8 C9 C10 C11 0.0(6) . . . . ?
Br1 C9 C10 C11 -178.8(3) . . . . ?
C9 C10 C11 C12 0.8(6) . . . . ?
C9 C10 C11 Br2 -177.7(3) . . . . ?
C10 C11 C12 C13 -1.6(6) . . . . ?
Br2 C11 C12 C13 177.0(3) . . . . ?
C11 C12 C13 C8 1.5(6) . . . . ?
C11 C12 C13 Br3 -178.8(3) . . . . ?
O1 C8 C13 C12 173.8(4) . . . . ?
C9 C8 C13 C12 -0.7(6) . . . . ?
O1 C8 C13 Br3 -5.9(5) . . . . ?
C9 C8 C13 Br3 179.6(3) . . . . ?
C1 C2 C14 C15 89.7(4) . . . . ?
C3 C2 C14 C15 -87.4(4) . . . . ?
C17 O2 C16 C3 136.5(3) . . . . ?
C4 C3 C16 O2 69.3(4) . . . . ?
C2 C3 C16 O2 -107.9(4) . . . . ?
C16 O2 C17 C22 87.6(4) . . . . ?
C16 O2 C17 C18 -98.3(4) . . . . ?
O2 C17 C18 C19 -176.4(3) . . . . ?
C22 C17 C18 C19 -2.0(6) . . . . ?
O2 C17 C18 Br4 3.3(5) . . . . ?
C22 C17 C18 Br4 177.7(3) . . . . ?
C17 C18 C19 C20 2.8(6) . . . . ?
Br4 C18 C19 C20 -177.0(3) . . . . ?
C18 C19 C20 C21 -1.4(6) . . . . ?
C18 C19 C20 Br5 178.7(3) . . . . ?
C19 C20 C21 C22 -0.6(6) . . . . ?
Br5 C20 C21 C22 179.3(3) . . . . ?
C20 C21 C22 C17 1.4(6) . . . . ?
C20 C21 C22 Br6 -178.0(3) . . . . ?
O2 C17 C22 C21 174.1(4) . . . . ?
C18 C17 C22 C21 -0.2(6) . . . . ?
O2 C17 C22 Br6 -6.5(5) . . . . ?
C18 C17 C22 Br6 179.3(3) . . . . ?
C3 C4 C23 C24 91.5(4) . . . . ?
C5 C4 C23 C24 -87.4(4) . . . . ?
C26 O3 C25 C5 -99.0(4) . . . . ?
C6 C5 C25 O3 102.8(4) . . . . ?
C4 C5 C25 O3 -74.1(4) . . . . ?
C25 O3 C26 C31 105.3(4) . . . . ?
C25 O3 C26 C27 -79.9(4) . . . . ?
O3 C26 C27 C28 -172.1(4) . . . . ?
C31 C26 C27 C28 3.0(6) . . . . ?
O3 C26 C27 Br7 5.5(5) . . . . ?
C31 C26 C27 Br7 -179.4(3) . . . . ?
C26 C27 C28 C29 -0.3(6) . . . . ?
Br7 C27 C28 C29 -177.9(3) . . . . ?
C27 C28 C29 C30 -2.1(6) . . . . ?
C27 C28 C29 Br8 175.2(3) . . . . ?
C28 C29 C30 C31 1.7(6) . . . . ?
Br8 C29 C30 C31 -175.6(3) . . . . ?
C29 C30 C31 C26 1.2(6) . . . . ?
C29 C30 C31 Br9 179.8(3) . . . . ?
O3 C26 C31 C30 171.6(3) . . . . ?
C27 C26 C31 C30 -3.5(5) . . . . ?
O3 C26 C31 Br9 -6.9(5) . . . . ?
C27 C26 C31 Br9 178.0(3) . . . . ?
C5 C6 C32 C33 86.8(4) . . . . ?
C1 C6 C32 C33 -91.2(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C23 H23A O2 0.99 2.35 3.079(5) 129.9 . yes
C23 H23B O3 0.99 2.45 3.185(5) 131.1 . yes
C28 H28 Br2 0.95 2.89 3.729(4) 147.7 2_545 yes
C32 H32B Br1 0.99 2.89 3.755(4) 146.1 . yes
C32 H32B O1 0.99 2.43 3.162(5) 130.1 . yes

_refine_diff_density_max         0.594
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.109



