#------------------------------------------------------------------------------
#$Date: 2021-10-06 16:41:29 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269602 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/89/7128944.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_7128944
loop_
_publ_author_name
'Dzieszkowski, Krzysztof'
'Słotwiński, Michał'
'Rafińska, Katarzyna'
'Muzioł, Tadeusz M'
'Rafiński, Zbigniew'
_publ_section_title
;
 NHC-catalyzed enantioselective C2-functionalization of
 3-hydroxychromenones via α,β-unsaturated acyl azoliums.
;
_journal_issue                   78
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9999
_journal_page_last               10002
_journal_paper_doi               10.1039/d1cc03708k
_journal_volume                  57
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H15 Br O5'
_chemical_formula_sum            'C19 H15 Br O5'
_chemical_formula_weight         403.22
_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'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2021-06-07 deposited with the CCDC.	2021-08-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.06(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.401(8)
_cell_length_b                   5.9984(13)
_cell_length_c                   18.889(6)
_cell_measurement_reflns_used    2406
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.2770
_cell_measurement_theta_min      2.1760
_cell_volume                     1786.0(13)
_computing_data_collection       'CrysAlisPro 1.171.38.34a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.34a (Rigaku OD, 2015)'
_computing_publication_material  ciftab
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0778
_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       -21
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11460
_diffrn_reflns_point_group_measured_fraction_full 0.930
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.095
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.327
_exptl_absorpt_correction_T_max  0.869
_exptl_absorpt_correction_T_min  0.320
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'CrysAlisPro 1.171.38.34a (2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_description       needle
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Flack x determined using 1078 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.014(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     466
_refine_ls_number_reflns         6739
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1233
_refine_ls_R_factor_gt           0.0551
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0546P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1451
_reflns_Friedel_coverage         0.673
_reflns_Friedel_fraction_full    0.844
_reflns_Friedel_fraction_max     0.822
_reflns_number_gt                3655
_reflns_number_total             6739
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc03708k2.cif
_cod_data_source_block           kd2shape
_cod_depositor_comments          'Adding full bibliography for 7128944.cif.'
_cod_original_cell_volume        1786.1(13)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7128944
_shelx_shelxl_version_number     2018/1
_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.
;
_shelx_estimated_absorpt_t_min   0.361
_shelx_estimated_absorpt_t_max   0.893
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 0.86774(9) 0.1259(2) 0.58360(7) 0.1155(5) Uani 1 1 d . . . . .
C1 C 0.8791(6) 0.1682(17) 0.4901(5) 0.076(3) Uani 1 1 d . . . . .
C2 C 0.9248(6) 0.0160(15) 0.4686(5) 0.077(3) Uani 1 1 d . . . . .
H2 H 0.948527 -0.107055 0.500323 0.093 Uiso 1 1 calc R U . . .
C3 C 0.9359(6) 0.0424(13) 0.4018(5) 0.073(3) Uani 1 1 d . . . . .
H3 H 0.966971 -0.060652 0.387892 0.087 Uiso 1 1 calc R U . . .
C4 C 0.8995(6) 0.2281(12) 0.3549(4) 0.056(2) Uani 1 1 d . . . . .
O5 O 0.9122(4) 0.2499(8) 0.2890(3) 0.0641(16) Uani 1 1 d . . . . .
C6 C 0.8808(6) 0.4318(13) 0.2411(4) 0.057(2) Uani 1 1 d . . . . .
C7 C 0.8377(5) 0.5906(12) 0.2586(4) 0.053(2) Uani 1 1 d . . . . .
O7 O 0.8105(4) 0.7736(10) 0.2100(4) 0.0646(16) Uani 1 1 d D . . . .
H7 H 0.776(5) 0.832(15) 0.218(5) 0.078 Uiso 1 1 d D U . . .
C8 C 0.8152(6) 0.5739(13) 0.3225(4) 0.058(2) Uani 1 1 d . . . . .
O8 O 0.7688(4) 0.7103(9) 0.3343(3) 0.0736(17) Uani 1 1 d . . . . .
C9 C 0.8524(5) 0.3835(13) 0.3740(5) 0.057(2) Uani 1 1 d . . . . .
C10 C 0.8408(6) 0.3505(14) 0.4430(5) 0.065(2) Uani 1 1 d . . . . .
H10 H 0.808151 0.449245 0.456605 0.078 Uiso 1 1 calc R U . . .
C11 C 0.9009(6) 0.4218(14) 0.1717(4) 0.057(2) Uani 1 1 d . . . . .
H11 H 0.872513 0.547562 0.137425 0.069 Uiso 1 1 calc R U . . .
C12 C 0.8642(6) 0.2056(12) 0.1266(5) 0.065(2) Uani 1 1 d . . . . .
H12A H 0.891696 0.079497 0.159883 0.078 Uiso 1 1 calc R U . . .
H12B H 0.804165 0.198052 0.114381 0.078 Uiso 1 1 calc R U . . .
O14 O 0.8721(6) 0.3371(16) 0.0110(4) 0.129(3) Uani 1 1 d . . . . .
C13 C 0.8750(7) 0.1873(17) 0.0534(5) 0.079(3) Uani 1 1 d . . . . .
O15 O 0.8878(5) -0.0217(12) 0.0388(4) 0.102(2) Uani 1 1 d . . . . .
C16 C 0.8954(10) -0.065(2) -0.0337(7) 0.154(6) Uani 1 1 d . . . . .
H16A H 0.846660 -0.006215 -0.076832 0.231 Uiso 1 1 calc R U . . .
H16B H 0.898840 -0.222799 -0.040312 0.231 Uiso 1 1 calc R U . . .
H16C H 0.945725 0.005560 -0.031935 0.231 Uiso 1 1 calc R U . . .
C21 C 0.9958(6) 0.4449(14) 0.1963(5) 0.062(2) Uani 1 1 d . . . . .
C22 C 1.0286(7) 0.6453(18) 0.1868(6) 0.091(3) Uani 1 1 d . . . . .
H22 H 0.991931 0.764463 0.164967 0.109 Uiso 1 1 calc R U . . .
C23 C 1.1134(9) 0.674(2) 0.2084(8) 0.113(4) Uani 1 1 d . . . . .
H23 H 1.133436 0.807598 0.197389 0.135 Uiso 1 1 calc R U . . .
C24 C 1.1694(9) 0.505(3) 0.2466(8) 0.117(5) Uani 1 1 d . . . . .
H24 H 1.227586 0.527925 0.266152 0.140 Uiso 1 1 calc R U . . .
C25 C 1.1381(9) 0.305(3) 0.2552(7) 0.117(4) Uani 1 1 d . . . . .
H25 H 1.175003 0.185800 0.277089 0.140 Uiso 1 1 calc R U . . .
C26 C 1.0528(8) 0.276(2) 0.2321(7) 0.096(3) Uani 1 1 d . . . . .
H26 H 1.032848 0.139088 0.240622 0.115 Uiso 1 1 calc R U . . .
Br2 Br 0.63966(8) 0.80185(18) -0.00810(6) 0.1019(4) Uani 1 1 d . . . . .
C31 C 0.6062(6) 0.7021(14) 0.0695(5) 0.067(3) Uani 1 1 d . . . . .
C32 C 0.5460(6) 0.8270(15) 0.0833(5) 0.074(2) Uani 1 1 d . . . . .
H32 H 0.523781 0.956810 0.055078 0.088 Uiso 1 1 calc R U . . .
C33 C 0.5201(6) 0.7572(14) 0.1381(5) 0.073(3) Uani 1 1 d . . . . .
H33 H 0.479829 0.838587 0.147432 0.088 Uiso 1 1 calc R U . . .
C34 C 0.5542(6) 0.5632(13) 0.1805(5) 0.063(2) Uani 1 1 d . . . . .
O35 O 0.5267(4) 0.5013(9) 0.2350(3) 0.0669(16) Uani 1 1 d . . . . .
C36 C 0.5590(5) 0.3169(15) 0.2795(5) 0.064(2) Uani 1 1 d . . . . .
C37 C 0.6198(6) 0.1893(13) 0.2723(5) 0.063(2) Uani 1 1 d . . . . .
O37 O 0.6497(5) 0.0121(10) 0.3202(4) 0.080(2) Uani 1 1 d D . . . .
H37 H 0.685(6) -0.054(16) 0.311(6) 0.096 Uiso 1 1 d D U . . .
C38 C 0.6506(6) 0.2408(12) 0.2143(5) 0.057(2) Uani 1 1 d . . . . .
O38 O 0.7074(4) 0.1240(9) 0.2086(3) 0.0626(14) Uani 1 1 d . . . . .
C39 C 0.6146(5) 0.4389(13) 0.1681(5) 0.056(2) Uani 1 1 d . . . . .
C40 C 0.6397(6) 0.5084(14) 0.1101(5) 0.063(2) Uani 1 1 d . . . . .
H40 H 0.678421 0.424793 0.099181 0.075 Uiso 1 1 calc R U . . .
C41 C 0.5230(6) 0.2727(15) 0.3377(5) 0.073(3) Uani 1 1 d . . . . .
H41 H 0.525249 0.110988 0.345832 0.088 Uiso 1 1 calc R U . . .
C42 C 0.4305(6) 0.340(2) 0.3079(6) 0.096(3) Uani 1 1 d . . . . .
H42A H 0.411827 0.312494 0.348776 0.115 Uiso 1 1 calc R U . . .
H42B H 0.426056 0.499341 0.297707 0.115 Uiso 1 1 calc R U . . .
C43 C 0.3735(10) 0.224(3) 0.2371(10) 0.157(8) Uani 1 1 d D U . . .
O44 O 0.3338(14) 0.365(3) 0.1812(14) 0.182(9) Uani 0.6 1 d D . P A 1
O45 O 0.3589(14) 0.028(3) 0.229(2) 0.168(9) Uani 0.6 1 d D . P A 1
C46 C 0.3056(17) -0.080(4) 0.1596(15) 0.127(8) Uani 0.6 1 d D . P A 1
H46A H 0.255587 0.008475 0.132748 0.191 Uiso 0.6 1 calc R U P A 1
H46B H 0.289772 -0.223534 0.171499 0.191 Uiso 0.6 1 calc R U P A 1
H46C H 0.335084 -0.097723 0.127032 0.191 Uiso 0.6 1 calc R U P A 1
O47 O 0.400(2) 0.035(5) 0.241(3) 0.168(9) Uani 0.4 1 d D . P A 2
O48 O 0.3074(19) 0.262(5) 0.179(2) 0.182(9) Uani 0.4 1 d D . P A 2
C49 C 0.269(3) 0.036(5) 0.151(3) 0.127(8) Uani 0.4 1 d D . P A 2
H49A H 0.223249 0.050082 0.099421 0.191 Uiso 0.4 1 calc R U P A 2
H49B H 0.247166 -0.022637 0.185930 0.191 Uiso 0.4 1 calc R U P A 2
H49C H 0.311179 -0.062579 0.148668 0.191 Uiso 0.4 1 calc R U P A 2
C51 C 0.5757(6) 0.3771(15) 0.4164(6) 0.073(3) Uani 1 1 d . . . . .
C52 C 0.6180(7) 0.577(2) 0.4238(7) 0.095(4) Uani 1 1 d . . . . .
H52 H 0.616007 0.649033 0.379450 0.114 Uiso 1 1 calc R U . . .
C53 C 0.6626(8) 0.669(3) 0.4954(10) 0.124(5) Uani 1 1 d . . . . .
H53 H 0.689405 0.805529 0.499498 0.149 Uiso 1 1 calc R U . . .
C54 C 0.6683(10) 0.562(4) 0.5616(10) 0.145(7) Uani 1 1 d . . . . .
H54 H 0.701596 0.623076 0.610391 0.174 Uiso 1 1 calc R U . . .
C55 C 0.6257(12) 0.368(4) 0.5565(9) 0.162(7) Uani 1 1 d . . . . .
H55 H 0.627204 0.299645 0.601225 0.194 Uiso 1 1 calc R U . . .
C56 C 0.5800(8) 0.275(2) 0.4834(8) 0.114(4) Uani 1 1 d . . . . .
H56 H 0.551598 0.141025 0.479501 0.136 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
C2 C1 C10 120.8(8) . . ?
C2 C1 Br1 119.4(7) . . ?
C10 C1 Br1 119.7(8) . . ?
C3 C2 C1 121.3(8) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 118.4(9) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
O5 C4 C9 121.1(7) . . ?
O5 C4 C3 116.9(8) . . ?
C9 C4 C3 122.0(8) . . ?
C4 O5 C6 120.4(6) . . ?
C7 C6 O5 120.7(7) . . ?
C7 C6 C11 127.5(7) . . ?
O5 C6 C11 111.8(7) . . ?
C6 C7 O7 118.3(6) . . ?
C6 C7 C8 122.9(7) . . ?
O7 C7 C8 118.7(7) . . ?
C7 O7 H7 108(7) . . ?
O8 C8 C7 122.9(7) . . ?
O8 C8 C9 122.5(7) . . ?
C7 C8 C9 114.6(8) . . ?
C4 C9 C10 118.4(7) . . ?
C4 C9 C8 119.8(7) . . ?
C10 C9 C8 121.8(8) . . ?
C1 C10 C9 118.9(9) . . ?
C1 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C6 C11 C21 110.8(7) . . ?
C6 C11 C12 108.9(7) . . ?
C21 C11 C12 112.9(7) . . ?
C6 C11 H11 108.0 . . ?
C21 C11 H11 108.0 . . ?
C12 C11 H11 108.0 . . ?
C13 C12 C11 113.2(7) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.8 . . ?
O14 C13 O15 122.6(9) . . ?
O14 C13 C12 126.0(9) . . ?
O15 C13 C12 111.4(8) . . ?
C13 O15 C16 117.1(9) . . ?
O15 C16 H16A 109.5 . . ?
O15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C21 C26 117.1(10) . . ?
C22 C21 C11 119.8(8) . . ?
C26 C21 C11 123.0(9) . . ?
C23 C22 C21 121.9(11) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C23 C24 119.7(13) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 119.0(14) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C26 120.6(13) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C21 121.4(12) . . ?
C25 C26 H26 119.3 . . ?
C21 C26 H26 119.3 . . ?
C40 C31 C32 121.4(8) . . ?
C40 C31 Br2 120.2(7) . . ?
C32 C31 Br2 118.4(7) . . ?
C33 C32 C31 119.5(8) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C32 C33 C34 119.8(9) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
O35 C34 C33 117.5(8) . . ?
O35 C34 C39 121.1(7) . . ?
C33 C34 C39 121.4(8) . . ?
C34 O35 C36 120.3(6) . . ?
C37 C36 O35 122.2(7) . . ?
C37 C36 C41 123.9(8) . . ?
O35 C36 C41 113.9(7) . . ?
O37 C37 C36 118.2(7) . . ?
O37 C37 C38 121.1(8) . . ?
C36 C37 C38 120.7(8) . . ?
C37 O37 H37 111(7) . . ?
O38 C38 C39 124.2(7) . . ?
O38 C38 C37 120.4(7) . . ?
C39 C38 C37 115.4(8) . . ?
C34 C39 C40 118.7(7) . . ?
C34 C39 C38 120.3(7) . . ?
C40 C39 C38 121.0(8) . . ?
C31 C40 C39 119.1(8) . . ?
C31 C40 H40 120.4 . . ?
C39 C40 H40 120.4 . . ?
C36 C41 C51 112.3(8) . . ?
C36 C41 C42 112.8(8) . . ?
C51 C41 C42 111.1(8) . . ?
C36 C41 H41 106.8 . . ?
C51 C41 H41 106.8 . . ?
C42 C41 H41 106.8 . . ?
C43 C42 C41 114.5(10) . . ?
C43 C42 H42A 108.6 . . ?
C41 C42 H42A 108.6 . . ?
C43 C42 H42B 108.6 . . ?
C41 C42 H42B 108.6 . . ?
H42A C42 H42B 107.6 . . ?
O48 C43 O47 114(3) . . ?
O45 C43 O44 122(2) . . ?
O48 C43 C42 138(2) . . ?
O45 C43 C42 127(2) . . ?
O47 C43 C42 107(3) . . ?
O44 C43 C42 111.0(18) . . ?
C43 O45 C46 126(3) . . ?
O45 C46 H46A 109.5 . . ?
O45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
O45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C43 O48 C49 105(3) . . ?
O48 C49 H49A 109.5 . . ?
O48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
O48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C56 C51 C52 118.2(10) . . ?
C56 C51 C41 119.6(10) . . ?
C52 C51 C41 122.2(9) . . ?
C53 C52 C51 120.5(12) . . ?
C53 C52 H52 119.8 . . ?
C51 C52 H52 119.8 . . ?
C54 C53 C52 120.7(15) . . ?
C54 C53 H53 119.7 . . ?
C52 C53 H53 119.7 . . ?
C55 C54 C53 120.5(16) . . ?
C55 C54 H54 119.8 . . ?
C53 C54 H54 119.8 . . ?
C54 C55 C56 118.8(16) . . ?
C54 C55 H55 120.6 . . ?
C56 C55 H55 120.6 . . ?
C51 C56 C55 121.4(14) . . ?
C51 C56 H56 119.3 . . ?
C55 C56 H56 119.3 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.876(9) . ?
C1 C2 1.379(13) . ?
C1 C10 1.389(12) . ?
C2 C3 1.363(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.397(10) . ?
C3 H3 0.9300 . ?
C4 O5 1.359(9) . ?
C4 C9 1.386(11) . ?
O5 C6 1.374(9) . ?
C6 C7 1.337(11) . ?
C6 C11 1.494(11) . ?
C7 O7 1.380(9) . ?
C7 C8 1.422(11) . ?
O7 H7 0.76(6) . ?
C8 O8 1.234(9) . ?
C8 C9 1.461(11) . ?
C9 C10 1.414(11) . ?
C10 H10 0.9300 . ?
C11 C21 1.521(12) . ?
C11 C12 1.534(11) . ?
C11 H11 0.9800 . ?
C12 C13 1.478(12) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
O14 C13 1.190(12) . ?
C13 O15 1.323(11) . ?
O15 C16 1.454(11) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C21 C22 1.374(13) . ?
C21 C26 1.380(13) . ?
C22 C23 1.367(15) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(17) . ?
C23 H23 0.9300 . ?
C24 C25 1.358(18) . ?
C24 H24 0.9300 . ?
C25 C26 1.370(15) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
Br2 C31 1.888(9) . ?
C31 C40 1.378(11) . ?
C31 C32 1.400(12) . ?
C32 C33 1.359(12) . ?
C32 H32 0.9300 . ?
C33 C34 1.394(11) . ?
C33 H33 0.9300 . ?
C34 O35 1.358(9) . ?
C34 C39 1.387(11) . ?
O35 C36 1.359(10) . ?
C36 C37 1.359(11) . ?
C36 C41 1.502(11) . ?
C37 O37 1.349(10) . ?
C37 C38 1.442(11) . ?
O37 H37 0.81(6) . ?
C38 O38 1.253(9) . ?
C38 C39 1.450(11) . ?
C39 C40 1.404(11) . ?
C40 H40 0.9300 . ?
C41 C51 1.513(12) . ?
C41 C42 1.518(13) . ?
C41 H41 0.9800 . ?
C42 C43 1.46(2) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 O48 1.23(2) . ?
C43 O45 1.20(2) . ?
C43 O47 1.22(3) . ?
C43 O44 1.30(2) . ?
O45 C46 1.41(3) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
O48 C49 1.50(3) . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C51 C56 1.379(14) . ?
C51 C52 1.384(14) . ?
C52 C53 1.359(16) . ?
C52 H52 0.9300 . ?
C53 C54 1.37(2) . ?
C53 H53 0.9300 . ?
C54 C55 1.36(2) . ?
C54 H54 0.9300 . ?
C55 C56 1.39(2) . ?
C55 H55 0.9300 . ?
C56 H56 0.9300 . ?
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
C10 C1 C2 C3 1.8(15) . . . . ?
Br1 C1 C2 C3 -178.8(7) . . . . ?
C1 C2 C3 C4 -0.2(14) . . . . ?
C2 C3 C4 O5 179.7(8) . . . . ?
C2 C3 C4 C9 -0.5(13) . . . . ?
C9 C4 O5 C6 2.3(11) . . . . ?
C3 C4 O5 C6 -177.8(7) . . . . ?
C4 O5 C6 C7 0.3(12) . . . . ?
C4 O5 C6 C11 -179.3(7) . . . . ?
O5 C6 C7 O7 177.6(7) . . . . ?
C11 C6 C7 O7 -2.8(13) . . . . ?
O5 C6 C7 C8 -5.6(13) . . . . ?
C11 C6 C7 C8 173.9(8) . . . . ?
C6 C7 C8 O8 -173.1(8) . . . . ?
O7 C7 C8 O8 3.7(12) . . . . ?
C6 C7 C8 C9 7.7(12) . . . . ?
O7 C7 C8 C9 -175.5(7) . . . . ?
O5 C4 C9 C10 179.5(8) . . . . ?
C3 C4 C9 C10 -0.4(12) . . . . ?
O5 C4 C9 C8 0.3(12) . . . . ?
C3 C4 C9 C8 -179.6(8) . . . . ?
O8 C8 C9 C4 175.9(8) . . . . ?
C7 C8 C9 C4 -5.0(11) . . . . ?
O8 C8 C9 C10 -3.3(13) . . . . ?
C7 C8 C9 C10 175.9(7) . . . . ?
C2 C1 C10 C9 -2.7(14) . . . . ?
Br1 C1 C10 C9 178.0(7) . . . . ?
C4 C9 C10 C1 1.9(12) . . . . ?
C8 C9 C10 C1 -178.9(8) . . . . ?
C7 C6 C11 C21 113.3(10) . . . . ?
O5 C6 C11 C21 -67.1(9) . . . . ?
C7 C6 C11 C12 -121.9(10) . . . . ?
O5 C6 C11 C12 57.7(9) . . . . ?
C6 C11 C12 C13 175.7(8) . . . . ?
C21 C11 C12 C13 -60.8(10) . . . . ?
C11 C12 C13 O14 -35.2(17) . . . . ?
C11 C12 C13 O15 145.6(9) . . . . ?
O14 C13 O15 C16 -2.2(18) . . . . ?
C12 C13 O15 C16 177.1(10) . . . . ?
C6 C11 C21 C22 -102.0(9) . . . . ?
C12 C11 C21 C22 135.6(8) . . . . ?
C6 C11 C21 C26 74.7(10) . . . . ?
C12 C11 C21 C26 -47.8(11) . . . . ?
C26 C21 C22 C23 2.8(15) . . . . ?
C11 C21 C22 C23 179.7(9) . . . . ?
C21 C22 C23 C24 -5.3(17) . . . . ?
C22 C23 C24 C25 6.4(19) . . . . ?
C23 C24 C25 C26 -5.2(19) . . . . ?
C24 C25 C26 C21 2.9(18) . . . . ?
C22 C21 C26 C25 -1.6(15) . . . . ?
C11 C21 C26 C25 -178.3(9) . . . . ?
C40 C31 C32 C33 0.4(14) . . . . ?
Br2 C31 C32 C33 179.2(7) . . . . ?
C31 C32 C33 C34 0.5(14) . . . . ?
C32 C33 C34 O35 179.6(8) . . . . ?
C32 C33 C34 C39 0.2(13) . . . . ?
C33 C34 O35 C36 -178.4(8) . . . . ?
C39 C34 O35 C36 1.0(12) . . . . ?
C34 O35 C36 C37 0.7(12) . . . . ?
C34 O35 C36 C41 179.2(7) . . . . ?
O35 C36 C37 O37 178.4(8) . . . . ?
C41 C36 C37 O37 0.1(13) . . . . ?
O35 C36 C37 C38 -2.4(13) . . . . ?
C41 C36 C37 C38 179.3(8) . . . . ?
O37 C37 C38 O38 -1.6(13) . . . . ?
C36 C37 C38 O38 179.2(8) . . . . ?
O37 C37 C38 C39 -178.5(8) . . . . ?
C36 C37 C38 C39 2.3(12) . . . . ?
O35 C34 C39 C40 178.9(8) . . . . ?
C33 C34 C39 C40 -1.7(13) . . . . ?
O35 C34 C39 C38 -0.9(12) . . . . ?
C33 C34 C39 C38 178.5(8) . . . . ?
O38 C38 C39 C34 -177.5(8) . . . . ?
C37 C38 C39 C34 -0.7(12) . . . . ?
O38 C38 C39 C40 2.7(13) . . . . ?
C37 C38 C39 C40 179.5(8) . . . . ?
C32 C31 C40 C39 -1.9(13) . . . . ?
Br2 C31 C40 C39 179.3(7) . . . . ?
C34 C39 C40 C31 2.5(12) . . . . ?
C38 C39 C40 C31 -177.6(8) . . . . ?
C37 C36 C41 C51 86.0(11) . . . . ?
O35 C36 C41 C51 -92.5(9) . . . . ?
C37 C36 C41 C42 -147.6(9) . . . . ?
O35 C36 C41 C42 33.9(11) . . . . ?
C36 C41 C42 C43 60.4(14) . . . . ?
C51 C41 C42 C43 -172.5(11) . . . . ?
C41 C42 C43 O48 -148(3) . . . . ?
C41 C42 C43 O45 63(3) . . . . ?
C41 C42 C43 O47 35(3) . . . . ?
C41 C42 C43 O44 -121.3(19) . . . . ?
O44 C43 O45 C46 7(4) . . . . ?
C42 C43 O45 C46 -178(2) . . . . ?
O47 C43 O48 C49 21(5) . . . . ?
C42 C43 O48 C49 -156(3) . . . . ?
C36 C41 C51 C56 -148.5(10) . . . . ?
C42 C41 C51 C56 84.2(11) . . . . ?
C36 C41 C51 C52 33.7(13) . . . . ?
C42 C41 C51 C52 -93.6(11) . . . . ?
C56 C51 C52 C53 0.1(17) . . . . ?
C41 C51 C52 C53 177.9(10) . . . . ?
C51 C52 C53 C54 2(2) . . . . ?
C52 C53 C54 C55 -4(3) . . . . ?
C53 C54 C55 C56 3(3) . . . . ?
C52 C51 C56 C55 -0.4(18) . . . . ?
C41 C51 C56 C55 -178.3(13) . . . . ?
C54 C55 C56 C51 -1(2) . . . . ?
