#------------------------------------------------------------------------------
#$Date: 2025-08-20 20:34:49 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301835 $
#$URL: svn://www.crystallography.net/cod/cif/4/13/41/4134193.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_4134193
loop_
_publ_author_name
'Guo, Yinliang'
'Guo, Zhixian'
'Lu, Jia-Tian'
'Fang, Runting'
'Chen, Si-Cong'
'Luo, Tuoping'
_publ_section_title
;
 Total Synthesis of (-)-Batrachotoxinin A: A Local-Desymmetrization
 Approach.
;
_journal_issue                   8
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3675
_journal_page_last               3679
_journal_paper_doi               10.1021/jacs.9b12882
_journal_volume                  142
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_sum            'C14 H18 Br2 O3'
_chemical_formula_weight         394.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 105.261(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7153(3)
_cell_length_b                   8.0160(2)
_cell_length_c                   14.8477(4)
_cell_measurement_reflns_used    13553
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      27.9090
_cell_measurement_theta_min      2.4240
_cell_volume                     1460.00(7)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30303
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.454
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    5.553
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67303
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.793
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.743
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details
;
 Flack x determined using 2523 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.003(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         6709
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0362
_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)+(0.0473P)²+0.3011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0774
_refine_ls_wR_factor_ref         0.0793
_reflns_Friedel_coverage         0.866
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                6152
_reflns_number_total             6709
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b12882_si_004.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 4134185--4134193.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4134193
_shelx_shelxl_version_number     2014/7
_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'
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 0.85151(5) 0.38624(7) 0.27177(4) 0.03431(15) Uani 1 1 d . . . . .
Br2 Br 0.54824(5) 0.28948(9) 0.46146(4) 0.04071(17) Uani 1 1 d . . . . .
O1 O 0.8354(3) 0.3198(5) 0.4979(3) 0.0368(10) Uani 1 1 d . . . . .
O2 O 0.6673(2) 0.1098(4) 0.3052(2) 0.0192(7) Uani 1 1 d . . . . .
O3 O 0.5355(3) -0.0530(5) 0.2148(3) 0.0273(8) Uani 1 1 d . . . . .
C1 C 0.7715(4) 0.1262(7) 0.3725(3) 0.0194(9) Uani 1 1 d . . . . .
C2 C 0.8571(4) 0.1639(6) 0.3206(3) 0.0214(10) Uani 1 1 d . . . . .
C3 C 0.9259(4) 0.0550(7) 0.3013(4) 0.0264(12) Uani 1 1 d . . . . .
H3 H 0.9758 0.0904 0.2695 0.032 Uiso 1 1 calc R U . . .
C4 C 0.9253(4) -0.1232(8) 0.3291(4) 0.0316(12) Uani 1 1 d . . . . .
H4A H 0.9876 -0.1446 0.3818 0.038 Uiso 1 1 calc R U . . .
H4B H 0.9319 -0.1936 0.2778 0.038 Uiso 1 1 calc R U . . .
C5 C 0.8207(4) -0.1671(7) 0.3559(4) 0.0261(11) Uani 1 1 d . . . . .
H5 H 0.8284 -0.2787 0.3837 0.031 Uiso 1 1 calc R U . . .
C6 C 0.8000(4) -0.0402(7) 0.4279(4) 0.0228(11) Uani 1 1 d . . . . .
C7 C 0.7612(4) 0.2777(7) 0.4331(3) 0.0219(10) Uani 1 1 d . . . . .
C8 C 0.6582(4) 0.3817(8) 0.4067(4) 0.0290(11) Uani 1 1 d . . . . .
H8A H 0.6305 0.3845 0.3393 0.035 Uiso 1 1 calc R U . . .
H8B H 0.6747 0.4953 0.4285 0.035 Uiso 1 1 calc R U . . .
C9 C 0.8986(5) -0.0305(7) 0.5137(4) 0.0309(13) Uani 1 1 d . . . . .
H9A H 0.9584 0.0220 0.4966 0.046 Uiso 1 1 calc R U . . .
H9B H 0.9194 -0.1411 0.5363 0.046 Uiso 1 1 calc R U . . .
H9C H 0.8796 0.0335 0.5617 0.046 Uiso 1 1 calc R U . . .
C10 C 0.6993(4) -0.0958(7) 0.4584(4) 0.0267(11) Uani 1 1 d . . . . .
H10A H 0.6814 -0.0114 0.4988 0.032 Uiso 1 1 calc R U . . .
H10B H 0.7157 -0.1985 0.4939 0.032 Uiso 1 1 calc R U . . .
C11 C 0.5994(4) -0.1242(8) 0.3735(4) 0.0293(11) Uani 1 1 d . . . . .
H11A H 0.5812 -0.2419 0.3669 0.035 Uiso 1 1 calc R U . . .
H11B H 0.5367 -0.0635 0.3818 0.035 Uiso 1 1 calc R U . . .
C12 C 0.6307(4) -0.0616(6) 0.2878(3) 0.0227(11) Uani 1 1 d . . . . .
C13 C 0.7206(4) -0.1660(7) 0.2689(4) 0.0276(12) Uani 1 1 d . . . . .
H13A H 0.7419 -0.1212 0.2156 0.033 Uiso 1 1 calc R U . . .
H13B H 0.6949 -0.2792 0.2542 0.033 Uiso 1 1 calc R U . . .
C14 C 0.5496(5) 0.0029(9) 0.1281(4) 0.0372(14) Uani 1 1 d . . . . .
H14A H 0.4813 0.0433 0.0898 0.056 Uiso 1 1 calc R U . . .
H14B H 0.5745 -0.0880 0.0970 0.056 Uiso 1 1 calc R U . . .
H14C H 0.6024 0.0912 0.1388 0.056 Uiso 1 1 calc R U . . .
Br3 Br 0.77310(5) 0.62523(8) 1.02222(4) 0.03812(16) Uani 1 1 d . . . . .
Br4 Br 0.76708(5) 0.51832(7) 0.65640(4) 0.03498(15) Uani 1 1 d . . . . .
O4 O 0.8875(3) 0.6521(6) 0.8470(3) 0.0382(10) Uani 1 1 d . . . . .
O5 O 0.6507(2) 0.8766(4) 0.8446(2) 0.0213(7) Uani 1 1 d . . . . .
O6 O 0.4979(3) 1.0343(5) 0.8000(3) 0.0268(8) Uani 1 1 d . . . . .
C15 C 0.7674(4) 0.8634(6) 0.8750(3) 0.0211(10) Uani 1 1 d . . . . .
C16 C 0.8023(4) 0.8412(6) 0.9790(4) 0.0237(11) Uani 1 1 d . . . . .
C17 C 0.8418(4) 0.9589(8) 1.0398(4) 0.0323(13) Uani 1 1 d . . . . .
H17 H 0.8633 0.9321 1.1029 0.039 Uiso 1 1 calc R U . . .
C18 C 0.8533(5) 1.1357(8) 1.0104(4) 0.0404(14) Uani 1 1 d . . . . .
H18A H 0.9298 1.1609 1.0184 0.048 Uiso 1 1 calc R U . . .
H18B H 0.8255 1.2109 1.0499 0.048 Uiso 1 1 calc R U . . .
C19 C 0.7911(5) 1.1624(7) 0.9089(4) 0.0349(14) Uani 1 1 d . . . . .
H19 H 0.8120 1.2707 0.8884 0.042 Uiso 1 1 calc R U . . .
C20 C 0.8184(4) 1.0266(8) 0.8468(4) 0.0295(12) Uani 1 1 d . . . . .
C21 C 0.7985(4) 0.7112(7) 0.8233(4) 0.0253(11) Uani 1 1 d . . . . .
C22 C 0.7087(4) 0.6463(8) 0.7425(4) 0.0313(12) Uani 1 1 d . . . . .
H22A H 0.6671 0.7396 0.7098 0.038 Uiso 1 1 calc R U . . .
H22B H 0.6598 0.5767 0.7664 0.038 Uiso 1 1 calc R U . . .
C23 C 0.9412(4) 1.0131(9) 0.8584(5) 0.0404(14) Uani 1 1 d . . . . .
H23A H 0.9755 0.9654 0.9182 0.061 Uiso 1 1 calc R U . . .
H23B H 0.9708 1.1221 0.8541 0.061 Uiso 1 1 calc R U . . .
H23C H 0.9546 0.9432 0.8101 0.061 Uiso 1 1 calc R U . . .
C24 C 0.7621(5) 1.0659(8) 0.7435(4) 0.0385(15) Uani 1 1 d . . . . .
H24A H 0.7727 0.9737 0.7045 0.046 Uiso 1 1 calc R U . . .
H24B H 0.7944 1.1649 0.7244 0.046 Uiso 1 1 calc R U . . .
C25 C 0.6391(4) 1.0946(8) 0.7306(4) 0.0312(12) Uani 1 1 d . . . . .
H25A H 0.6214 1.2112 0.7171 0.037 Uiso 1 1 calc R U . . .
H25B H 0.5973 1.0283 0.6788 0.037 Uiso 1 1 calc R U . . .
C26 C 0.6113(4) 1.0448(6) 0.8192(4) 0.0232(11) Uani 1 1 d . . . . .
C27 C 0.6656(4) 1.1622(7) 0.8979(4) 0.0300(12) Uani 1 1 d . . . . .
H27A H 0.6507 1.1260 0.9556 0.036 Uiso 1 1 calc R U . . .
H27B H 0.6368 1.2741 0.8840 0.036 Uiso 1 1 calc R U . . .
C28 C 0.4563(5) 0.9972(9) 0.8783(4) 0.0369(14) Uani 1 1 d . . . . .
H28A H 0.3809 0.9659 0.8568 0.055 Uiso 1 1 calc R U . . .
H28B H 0.4629 1.0939 0.9176 0.055 Uiso 1 1 calc R U . . .
H28C H 0.4971 0.9068 0.9133 0.055 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'
O O 0.0106 0.0060 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O2 C12 113.8(4) . . ?
C12 O3 C14 115.4(4) . . ?
O2 C1 C2 108.5(4) . . ?
O2 C1 C7 105.9(4) . . ?
C2 C1 C7 108.8(4) . . ?
O2 C1 C6 109.3(4) . . ?
C2 C1 C6 109.9(4) . . ?
C7 C1 C6 114.2(4) . . ?
C3 C2 C1 125.6(5) . . ?
C3 C2 Br1 119.5(4) . . ?
C1 C2 Br1 114.6(4) . . ?
C2 C3 C4 121.5(5) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C5 111.2(4) . . ?
C3 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 110.3(4) . . ?
C4 C5 C13 111.2(4) . . ?
C6 C5 C13 108.6(4) . . ?
C4 C5 H5 108.9 . . ?
C6 C5 H5 108.9 . . ?
C13 C5 H5 108.9 . . ?
C9 C6 C10 109.5(4) . . ?
C9 C6 C5 110.9(4) . . ?
C10 C6 C5 108.7(4) . . ?
C9 C6 C1 114.8(4) . . ?
C10 C6 C1 108.0(4) . . ?
C5 C6 C1 104.8(4) . . ?
O1 C7 C8 119.6(5) . . ?
O1 C7 C1 121.2(4) . . ?
C8 C7 C1 119.0(4) . . ?
C7 C8 Br2 110.6(4) . . ?
C7 C8 H8A 109.5 . . ?
Br2 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
Br2 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 C11 111.8(4) . . ?
C6 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
C6 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
C12 C11 C10 107.1(4) . . ?
C12 C11 H11A 110.3 . . ?
C10 C11 H11A 110.3 . . ?
C12 C11 H11B 110.3 . . ?
C10 C11 H11B 110.3 . . ?
H11A C11 H11B 108.6 . . ?
O3 C12 O2 105.2(4) . . ?
O3 C12 C13 115.5(4) . . ?
O2 C12 C13 109.7(4) . . ?
O3 C12 C11 107.5(4) . . ?
O2 C12 C11 107.9(4) . . ?
C13 C12 C11 110.7(4) . . ?
C12 C13 C5 110.2(4) . . ?
C12 C13 H13A 109.6 . . ?
C5 C13 H13A 109.6 . . ?
C12 C13 H13B 109.6 . . ?
C5 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 O5 C26 114.0(4) . . ?
C26 O6 C28 115.5(4) . . ?
O5 C15 C16 109.4(4) . . ?
O5 C15 C21 106.2(4) . . ?
C16 C15 C21 111.9(4) . . ?
O5 C15 C20 108.7(4) . . ?
C16 C15 C20 110.1(4) . . ?
C21 C15 C20 110.4(4) . . ?
C17 C16 C15 125.4(5) . . ?
C17 C16 Br3 119.5(4) . . ?
C15 C16 Br3 114.9(4) . . ?
C16 C17 C18 121.9(5) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 H17 119.0 . . ?
C17 C18 C19 110.8(5) . . ?
C17 C18 H18A 109.5 . . ?
C19 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
C20 C19 C18 110.9(5) . . ?
C20 C19 C27 109.0(4) . . ?
C18 C19 C27 110.7(5) . . ?
C20 C19 H19 108.7 . . ?
C18 C19 H19 108.7 . . ?
C27 C19 H19 108.7 . . ?
C19 C20 C23 111.8(5) . . ?
C19 C20 C24 109.6(5) . . ?
C23 C20 C24 108.6(5) . . ?
C19 C20 C15 105.0(4) . . ?
C23 C20 C15 113.2(5) . . ?
C24 C20 C15 108.6(5) . . ?
O4 C21 C22 123.9(5) . . ?
O4 C21 C15 120.9(5) . . ?
C22 C21 C15 115.2(4) . . ?
C21 C22 Br4 111.5(4) . . ?
C21 C22 H22A 109.3 . . ?
Br4 C22 H22A 109.3 . . ?
C21 C22 H22B 109.3 . . ?
Br4 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 C25 110.1(5) . . ?
C20 C24 H24A 109.6 . . ?
C25 C24 H24A 109.6 . . ?
C20 C24 H24B 109.6 . . ?
C25 C24 H24B 109.6 . . ?
H24A C24 H24B 108.2 . . ?
C26 C25 C24 108.4(4) . . ?
C26 C25 H25A 110.0 . . ?
C24 C25 H25A 110.0 . . ?
C26 C25 H25B 110.0 . . ?
C24 C25 H25B 110.0 . . ?
H25A C25 H25B 108.4 . . ?
O6 C26 O5 105.3(4) . . ?
O6 C26 C25 107.8(4) . . ?
O5 C26 C25 109.2(4) . . ?
O6 C26 C27 115.5(4) . . ?
O5 C26 C27 108.6(4) . . ?
C25 C26 C27 110.2(5) . . ?
C26 C27 C19 109.1(4) . . ?
C26 C27 H27A 109.9 . . ?
C19 C27 H27A 109.9 . . ?
C26 C27 H27B 109.9 . . ?
C19 C27 H27B 109.9 . . ?
H27A C27 H27B 108.3 . . ?
O6 C28 H28A 109.5 . . ?
O6 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O6 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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 C2 1.919(5) . ?
Br2 C8 1.940(5) . ?
O1 C7 1.205(6) . ?
O2 C1 1.441(5) . ?
O2 C12 1.451(6) . ?
O3 C12 1.398(6) . ?
O3 C14 1.419(7) . ?
C1 C2 1.520(6) . ?
C1 C7 1.537(7) . ?
C1 C6 1.559(7) . ?
C2 C3 1.319(7) . ?
C3 C4 1.487(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.525(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.549(7) . ?
C5 C13 1.556(7) . ?
C5 H5 0.9800 . ?
C6 C9 1.535(7) . ?
C6 C10 1.533(7) . ?
C7 C8 1.514(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.553(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.515(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.501(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
Br3 C16 1.916(5) . ?
Br4 C22 1.934(5) . ?
O4 C21 1.192(6) . ?
O5 C15 1.437(5) . ?
O5 C26 1.453(6) . ?
O6 C26 1.397(6) . ?
O6 C28 1.430(7) . ?
C15 C16 1.502(7) . ?
C15 C21 1.547(7) . ?
C15 C20 1.565(8) . ?
C16 C17 1.310(8) . ?
C17 C18 1.501(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.522(9) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.525(8) . ?
C19 C27 1.561(8) . ?
C19 H19 0.9800 . ?
C20 C23 1.529(7) . ?
C20 C24 1.545(8) . ?
C21 C22 1.513(8) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.542(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.502(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.518(8) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
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
C12 O2 C1 C2 103.9(5) . . . . ?
C12 O2 C1 C7 -139.5(4) . . . . ?
C12 O2 C1 C6 -15.9(5) . . . . ?
O2 C1 C2 C3 -100.8(6) . . . . ?
C7 C1 C2 C3 144.4(5) . . . . ?
C6 C1 C2 C3 18.7(7) . . . . ?
O2 C1 C2 Br1 73.5(4) . . . . ?
C7 C1 C2 Br1 -41.3(5) . . . . ?
C6 C1 C2 Br1 -167.0(3) . . . . ?
C1 C2 C3 C4 0.5(8) . . . . ?
Br1 C2 C3 C4 -173.6(4) . . . . ?
C2 C3 C4 C5 15.4(7) . . . . ?
C3 C4 C5 C6 -51.0(6) . . . . ?
C3 C4 C5 C13 69.5(6) . . . . ?
C4 C5 C6 C9 -55.5(6) . . . . ?
C13 C5 C6 C9 -177.6(5) . . . . ?
C4 C5 C6 C10 -175.8(4) . . . . ?
C13 C5 C6 C10 62.1(5) . . . . ?
C4 C5 C6 C1 68.9(5) . . . . ?
C13 C5 C6 C1 -53.1(5) . . . . ?
O2 C1 C6 C9 -169.4(4) . . . . ?
C2 C1 C6 C9 71.6(5) . . . . ?
C7 C1 C6 C9 -51.0(6) . . . . ?
O2 C1 C6 C10 -47.0(5) . . . . ?
C2 C1 C6 C10 -166.0(4) . . . . ?
C7 C1 C6 C10 71.4(5) . . . . ?
O2 C1 C6 C5 68.7(5) . . . . ?
C2 C1 C6 C5 -50.3(5) . . . . ?
C7 C1 C6 C5 -172.9(4) . . . . ?
O2 C1 C7 O1 177.9(5) . . . . ?
C2 C1 C7 O1 -65.7(6) . . . . ?
C6 C1 C7 O1 57.5(6) . . . . ?
O2 C1 C7 C8 -6.0(6) . . . . ?
C2 C1 C7 C8 110.4(5) . . . . ?
C6 C1 C7 C8 -126.4(5) . . . . ?
O1 C7 C8 Br2 -96.9(5) . . . . ?
C1 C7 C8 Br2 86.9(5) . . . . ?
C9 C6 C10 C11 -174.5(5) . . . . ?
C5 C6 C10 C11 -53.3(6) . . . . ?
C1 C6 C10 C11 59.8(6) . . . . ?
C6 C10 C11 C12 -8.4(6) . . . . ?
C14 O3 C12 O2 65.5(6) . . . . ?
C14 O3 C12 C13 -55.6(6) . . . . ?
C14 O3 C12 C11 -179.7(5) . . . . ?
C1 O2 C12 O3 -174.1(3) . . . . ?
C1 O2 C12 C13 -49.3(5) . . . . ?
C1 O2 C12 C11 71.4(5) . . . . ?
C10 C11 C12 O3 -167.5(4) . . . . ?
C10 C11 C12 O2 -54.5(5) . . . . ?
C10 C11 C12 C13 65.5(6) . . . . ?
O3 C12 C13 C5 -179.2(4) . . . . ?
O2 C12 C13 C5 62.2(5) . . . . ?
C11 C12 C13 C5 -56.7(6) . . . . ?
C4 C5 C13 C12 -129.2(5) . . . . ?
C6 C5 C13 C12 -7.7(6) . . . . ?
C26 O5 C15 C16 105.5(5) . . . . ?
C26 O5 C15 C21 -133.6(4) . . . . ?
C26 O5 C15 C20 -14.8(5) . . . . ?
O5 C15 C16 C17 -101.1(6) . . . . ?
C21 C15 C16 C17 141.5(5) . . . . ?
C20 C15 C16 C17 18.3(7) . . . . ?
O5 C15 C16 Br3 73.5(5) . . . . ?
C21 C15 C16 Br3 -44.0(5) . . . . ?
C20 C15 C16 Br3 -167.1(3) . . . . ?
C15 C16 C17 C18 2.0(9) . . . . ?
Br3 C16 C17 C18 -172.3(4) . . . . ?
C16 C17 C18 C19 12.8(8) . . . . ?
C17 C18 C19 C20 -49.2(7) . . . . ?
C17 C18 C19 C27 71.9(6) . . . . ?
C18 C19 C20 C23 -54.6(7) . . . . ?
C27 C19 C20 C23 -176.7(5) . . . . ?
C18 C19 C20 C24 -175.1(5) . . . . ?
C27 C19 C20 C24 62.8(6) . . . . ?
C18 C19 C20 C15 68.5(5) . . . . ?
C27 C19 C20 C15 -53.7(6) . . . . ?
O5 C15 C20 C19 69.1(5) . . . . ?
C16 C15 C20 C19 -50.7(5) . . . . ?
C21 C15 C20 C19 -174.7(4) . . . . ?
O5 C15 C20 C23 -168.7(5) . . . . ?
C16 C15 C20 C23 71.4(6) . . . . ?
C21 C15 C20 C23 -52.6(6) . . . . ?
O5 C15 C20 C24 -48.0(5) . . . . ?
C16 C15 C20 C24 -167.9(4) . . . . ?
C21 C15 C20 C24 68.1(5) . . . . ?
O5 C15 C21 O4 -166.4(5) . . . . ?
C16 C15 C21 O4 -47.1(7) . . . . ?
C20 C15 C21 O4 75.9(6) . . . . ?
O5 C15 C21 C22 13.6(6) . . . . ?
C16 C15 C21 C22 133.0(5) . . . . ?
C20 C15 C21 C22 -104.1(5) . . . . ?
O4 C21 C22 Br4 -21.5(8) . . . . ?
C15 C21 C22 Br4 158.5(4) . . . . ?
C19 C20 C24 C25 -53.0(7) . . . . ?
C23 C20 C24 C25 -175.4(5) . . . . ?
C15 C20 C24 C25 61.1(6) . . . . ?
C20 C24 C25 C26 -10.0(7) . . . . ?
C28 O6 C26 O5 66.9(5) . . . . ?
C28 O6 C26 C25 -176.6(5) . . . . ?
C28 O6 C26 C27 -53.0(6) . . . . ?
C15 O5 C26 O6 -174.9(4) . . . . ?
C15 O5 C26 C25 69.6(5) . . . . ?
C15 O5 C26 C27 -50.6(5) . . . . ?
C24 C25 C26 O6 -166.5(5) . . . . ?
C24 C25 C26 O5 -52.6(6) . . . . ?
C24 C25 C26 C27 66.7(6) . . . . ?
O6 C26 C27 C19 -178.8(4) . . . . ?
O5 C26 C27 C19 63.2(6) . . . . ?
C25 C26 C27 C19 -56.4(6) . . . . ?
C20 C19 C27 C26 -8.1(6) . . . . ?
C18 C19 C27 C26 -130.3(5) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168336168
