#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:08:02 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281405 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/58/7245854.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7245854
loop_
_publ_author_name
'Ebersbach, Ben'
'Seichter, Wilhelm'
'Schwarzer, Anke'
'Mazik, Monika'
_publ_section_title
;
 Supramolecular patterns in the crystal structures of 1,3,5-trisubstituted
 2,4,6-triethylbenzenes bearing halogenophenoxy groups
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              137
_journal_page_last               153
_journal_paper_doi               10.1039/D2CE01203K
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C33 H30 Br6 O3, C4 H10 O'
_chemical_formula_sum            'C37 H40 Br6 O4'
_chemical_formula_weight         1028.15
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-08-24 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.189(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.5959(15)
_cell_length_b                   13.3943(12)
_cell_length_c                   19.924(3)
_cell_measurement_reflns_used    8901
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      23.51
_cell_measurement_theta_min      2.48
_cell_volume                     3833.8(8)
_computing_cell_refinement       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_data_collection       'STOE X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'STOE X-RED (Stoe & Cie, 2002)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;
_computing_structure_refinement  'SHELXL2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      ' 360 frames, detector distance = 120 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            44493
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.498
_diffrn_reflns_theta_min         2.574
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    6.321
_exptl_absorpt_correction_T_max  0.8673
_exptl_absorpt_correction_T_min  0.5176
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'X-Area (STOE)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_description       plate
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.050
_refine_diff_density_max         1.053
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         7939
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0445P)²+8.4603P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0910
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6572
_reflns_number_total             7939
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01203k2.cif
_cod_data_source_block           5
_cod_depositor_comments
'Adding full bibliography for 7245849--7245855.cif.'
_cod_original_cell_volume        3833.8(7)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7245854
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.163
_shelx_estimated_absorpt_t_max   0.743
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'
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 . . .
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'
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
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_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_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
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) . . . . ?
