#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/31/7103197.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_7103197
loop_
_publ_author_name
'Bertelsen, Søren'
'Johansen, Rasmus L'
'Jørgensen, Karl Anker'
_publ_section_title
;
 Controlling the formation of 1 out of 64 stereoisomers using
 organocatalysis.
;
_journal_issue                   26
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3016
_journal_page_last               3018
_journal_paper_doi               10.1039/b806418k
_journal_year                    2008
_chemical_absolute_configuration ad
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C23 H25 Br1 O10'
_chemical_formula_sum            'C23 H25 Br O10'
_chemical_formula_weight         541.34
_chemical_name_systematic
;
?
;
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      18
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2008-03-01T12:48:46-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.9364(7)
_cell_length_b                   15.936
_cell_length_c                   18.6763(10)
_cell_measurement_reflns_used    6022
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.6
_cell_measurement_theta_min      2.5
_cell_measurement_wavelength     0.71073
_cell_volume                     4743.2(3)
_computing_cell_refinement       'Saint+ (Bruker-Nonius, 2007)'
_computing_data_collection       'Apex2 (Bruker-Nonius, 2007)'
_computing_data_reduction        'Saint+ (Bruker-Nonius, 2007)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 12.00
_diffrn_detector_type            'APEX2 charged-coupled device'
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device_type  'Bruker X8 APEX-II diffractometer'
_diffrn_measurement_method
;
Narrow slices collected using φ- and ω-scans
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16280
_diffrn_reflns_theta_full        21.73
_diffrn_reflns_theta_max         21.73
_diffrn_reflns_theta_min         3.06
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.789
_exptl_absorpt_correction_T_max  0.834
_exptl_absorpt_correction_T_min  0.568
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS (Sheldrick, 2004)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.009(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     607
_refine_ls_number_reflns         5229
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.044
_refine_ls_R_factor_gt           0.0339
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0427P)²+1.4756P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0808
_reflns_number_gt                4518
_reflns_number_total             5229
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b806418k.txt
_cod_data_source_block           08jo0010_0m
_cod_database_code               7103197
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6464(4) 1.0504(3) -0.1205(3) 0.0851(18) Uani 1 1 d . . .
H1A H 0.68 1.0788 -0.1557 0.128 Uiso 1 1 calc R . .
H1B H 0.6409 1.0852 -0.0788 0.128 Uiso 1 1 calc R . .
H1C H 0.5918 1.0392 -0.1401 0.128 Uiso 1 1 calc R . .
C2 C 0.5487(4) 1.1155(4) 0.3198(3) 0.117(3) Uani 1 1 d . . .
H2A H 0.5229 1.1647 0.3 0.175 Uiso 1 1 calc R . .
H2B H 0.5064 1.0741 0.3295 0.175 Uiso 1 1 calc R . .
H2C H 0.5886 1.0933 0.2863 0.175 Uiso 1 1 calc R . .
C3 C 1.0519(4) 1.1475(6) 0.6320(5) 0.183(5) Uani 1 1 d . . .
H3A H 1.0835 1.1708 0.671 0.275 Uiso 1 1 calc R . .
H3B H 1.0844 1.1509 0.5888 0.275 Uiso 1 1 calc R . .
H3C H 1.039 1.0899 0.642 0.275 Uiso 1 1 calc R . .
C2A C 0.5480(2) 0.7650(3) -0.0652(2) 0.0355(10) Uani 1 1 d . . .
H001 H 0.5251 0.8213 -0.0572 0.043 Uiso 1 1 calc R . .
C009 C 0.5891(2) 0.6683(2) 0.0333(2) 0.0376(10) Uani 1 1 d . . .
C012 C 0.5318(2) 0.7135(3) -0.0001(2) 0.0378(10) Uani 1 1 d . . .
C013 C 0.7293(2) 0.7364(2) 0.0518(2) 0.0375(10) Uani 1 1 d . . .
H01A H 0.7876 0.7359 0.0368 0.045 Uiso 1 1 calc R . .
H01B H 0.7273 0.7229 0.1024 0.045 Uiso 1 1 calc R . .
C6A C 0.6923(2) 0.8245(2) 0.0397(2) 0.0362(10) Uani 1 1 d . . .
H015 H 0.6346 0.8239 0.0579 0.043 Uiso 1 1 calc R . .
C016 C 0.7305(3) 1.0153(3) 0.6449(3) 0.0494(12) Uani 1 1 d . . .
C018 C 0.7366(2) 1.2430(2) 0.4661(2) 0.0365(10) Uani 1 1 d . . .
H01C H 0.7336 1.301 0.4817 0.044 Uiso 1 1 calc R . .
H01D H 0.7242 1.2413 0.4153 0.044 Uiso 1 1 calc R . .
C6B C 0.8252(2) 1.2093(2) 0.4790(2) 0.0349(10) Uani 1 1 d . . .
H019 H 0.827 1.1519 0.4602 0.042 Uiso 1 1 calc R . .
C4A C 0.6850(2) 0.6894(2) -0.0700(2) 0.0357(10) Uani 1 1 d . . .
H021 H 0.6508 0.6468 -0.094 0.043 Uiso 1 1 calc R . .
C1A C 0.6422(2) 0.7735(2) -0.0840(2) 0.0336(10) Uani 1 1 d . . .
C023 C 0.7719(3) 0.6828(3) -0.1017(3) 0.0441(11) Uani 1 1 d . . .
C5A C 0.6879(2) 0.8429(2) -0.0400(2) 0.0361(10) Uani 1 1 d . . .
H024 H 0.7457 0.8467 -0.0579 0.043 Uiso 1 1 calc R . .
C027 C 0.5003(3) 0.7247(3) -0.1269(2) 0.0408(11) Uani 1 1 d . . .
C028 C 0.6465(3) 0.9272(3) -0.0528(3) 0.0447(11) Uani 1 1 d . . .
C031 C 0.9280(3) 1.3287(3) 0.4640(3) 0.0536(13) Uani 1 1 d . . .
H031 H 0.9232 1.3404 0.5126 0.064 Uiso 1 1 calc R . .
C032 C 0.8865(3) 1.2609(3) 0.4355(2) 0.0432(11) Uani 1 1 d . . .
C3B C 0.6716(2) 1.1912(2) 0.5067(2) 0.0361(10) Uani 1 1 d . . .
H034 H 0.6158 1.2145 0.4972 0.043 Uiso 1 1 calc R . .
C035 C 0.6127(4) 0.5467(4) 0.1986(3) 0.0852(18) Uani 1 1 d . . .
H03A H 0.6635 0.5223 0.2168 0.128 Uiso 1 1 calc R . .
H03B H 0.5718 0.5033 0.1911 0.128 Uiso 1 1 calc R . .
H03C H 0.5914 0.5867 0.2325 0.128 Uiso 1 1 calc R . .
C036 C 0.7403(2) 0.8873(2) 0.0833(2) 0.0375(11) Uani 1 1 d . . .
C038 C 0.8375(4) 0.9930(3) 0.1691(3) 0.0668(15) Uani 1 1 d . . .
H038 H 0.8701 1.0286 0.1971 0.08 Uiso 1 1 calc R . .
C2B C 0.7696(3) 1.0645(2) 0.5842(2) 0.0411(11) Uani 1 1 d . . .
H039 H 0.8268 1.0435 0.577 0.049 Uiso 1 1 calc R . .
C040 C 0.6308(3) 1.0753(3) 0.4184(3) 0.0596(13) Uani 1 1 d . . .
C042 C 0.6729(3) 1.1018(3) 0.4833(2) 0.0422(11) Uani 1 1 d . . .
C4B C 0.6895(3) 1.1977(3) 0.5868(2) 0.0424(11) Uani 1 1 d . . .
H043 H 0.6473 1.1639 0.6117 0.051 Uiso 1 1 calc R . .
C044 C 0.7205(3) 1.0468(3) 0.5182(3) 0.0447(12) Uani 1 1 d . . .
C045 C 0.9298(3) 1.1629(4) 0.5704(3) 0.0701(17) Uani 1 1 d . . .
C046 C 0.9433(3) 1.2958(4) 0.3194(3) 0.0727(16) Uani 1 1 d . . .
H046 H 0.9472 1.2846 0.2706 0.087 Uiso 1 1 calc R . .
C047 C 0.8125(3) 0.9248(3) 0.0578(3) 0.0455(11) Uani 1 1 d . . .
H047 H 0.8288 0.9151 0.0107 0.055 Uiso 1 1 calc R . .
C048 C 0.3894(3) 0.7429(3) -0.2077(2) 0.0581(13) Uani 1 1 d . . .
H04A H 0.3506 0.7853 -0.2231 0.087 Uiso 1 1 calc R . .
H04B H 0.359 0.6959 -0.1887 0.087 Uiso 1 1 calc R . .
H04C H 0.4227 0.7249 -0.2477 0.087 Uiso 1 1 calc R . .
C049 C 0.7666(4) 0.9579(3) 0.1967(3) 0.0620(14) Uani 1 1 d . . .
H049 H 0.7506 0.969 0.2436 0.074 Uiso 1 1 calc R . .
C050 C 0.7486(3) 0.8985(3) 0.7207(3) 0.0726(16) Uani 1 1 d . . .
H05A H 0.7906 0.8579 0.7334 0.109 Uiso 1 1 calc R . .
H05B H 0.7004 0.8702 0.7015 0.109 Uiso 1 1 calc R . .
H05C H 0.7326 0.9297 0.7624 0.109 Uiso 1 1 calc R . .
C1B C 0.7753(2) 1.1589(3) 0.6022(2) 0.0404(10) Uani 1 1 d . . .
C053 C 0.8965(3) 0.6035(3) -0.1026(3) 0.0687(15) Uani 1 1 d . . .
H05D H 0.9215 0.5578 -0.0767 0.103 Uiso 1 1 calc R . .
H05E H 0.9317 0.6522 -0.0989 0.103 Uiso 1 1 calc R . .
H05F H 0.8903 0.5882 -0.152 0.103 Uiso 1 1 calc R . .
C3A C 0.6804(2) 0.6701(2) 0.0095(2) 0.0369(10) Uani 1 1 d . . .
H054 H 0.7055 0.615 0.0183 0.044 Uiso 1 1 calc R . .
C055 C 0.5660(3) 0.6239(3) 0.0984(3) 0.0501(12) Uani 1 1 d . . .
C056 C 0.5935(4) 1.4058(3) 0.6140(4) 0.093(2) Uani 1 1 d . . .
H05G H 0.5406 1.4233 0.5945 0.139 Uiso 1 1 calc R . .
H05H H 0.637 1.4428 0.5975 0.139 Uiso 1 1 calc R . .
H05I H 0.591 1.4074 0.6653 0.139 Uiso 1 1 calc R . .
C057 C 0.7187(3) 0.9055(3) 0.1539(3) 0.0513(12) Uani 1 1 d . . .
C5B C 0.8444(2) 1.2047(3) 0.5588(2) 0.0420(11) Uani 1 1 d . . .
H058 H 0.8482 1.2623 0.5769 0.05 Uiso 1 1 calc R . .
C059 C 0.9830(3) 1.3637(4) 0.3486(4) 0.0785(18) Uani 1 1 d . . .
H059 H 1.0142 1.3991 0.3193 0.094 Uiso 1 1 calc R . .
C060 C 0.8608(3) 0.9761(3) 0.1003(3) 0.0555(13) Uani 1 1 d . . .
H060 H 0.9098 0.9995 0.082 0.067 Uiso 1 1 calc R . .
C061 C 0.8979(3) 1.2452(3) 0.3630(3) 0.0586(14) Uani 1 1 d . . .
C062 C 0.6815(3) 1.2864(3) 0.6136(2) 0.0445(11) Uani 1 1 d . . .
C063 C 0.9775(3) 1.3803(3) 0.4207(4) 0.0709(17) Uani 1 1 d . . .
H063 H 1.0064 1.4254 0.4404 0.085 Uiso 1 1 calc R . .
O1A O 0.64285(17) 0.79672(18) -0.15706(14) 0.0449(7) Uani 1 1 d . . .
H1A1 H 0.6903 0.7908 -0.1733 0.067 Uiso 1 1 calc R . .
O1B O 0.79500(18) 1.16096(19) 0.67573(15) 0.0535(8) Uani 1 1 d . . .
H1B1 H 0.8012 1.2098 0.6885 0.08 Uiso 1 1 calc R . .
O2A O 0.7983(2) 0.7262(2) -0.1491(2) 0.0746(11) Uani 1 1 d . . .
O2B O 0.6625(2) 1.0251(2) 0.6679(2) 0.0797(11) Uani 1 1 d . . .
O3A O 0.81524(17) 0.62197(18) -0.07268(17) 0.0527(8) Uani 1 1 d . . .
O3B O 0.78229(18) 0.95517(19) 0.66741(16) 0.0528(8) Uani 1 1 d . . .
O4A O 0.4946(2) 0.6202(2) 0.12148(18) 0.0740(10) Uani 1 1 d . . .
O4B O 0.6314(3) 1.0043(2) 0.3955(2) 0.0923(13) Uani 1 1 d . . .
O5A O 0.6298(2) 0.58846(19) 0.13139(17) 0.0622(9) Uani 1 1 d . . .
O5B O 0.5912(2) 1.1372(2) 0.38561(18) 0.0721(10) Uani 1 1 d . . .
O6A O 0.45069(18) 0.71710(19) 0.01975(17) 0.0565(9) Uiso 1 1 d . . .
H6A H 0.4423 0.6836 0.0523 0.085 Uiso 1 1 calc R . .
O6B O 0.9540(2) 1.1046(3) 0.5354(3) 0.0972(15) Uani 1 1 d . . .
O7A O 0.5846(2) 0.9501(2) -0.0225(2) 0.0645(9) Uani 1 1 d . . .
O7B O 0.9714(2) 1.1963(3) 0.6228(2) 0.0977(14) Uani 1 1 d . . .
O8A O 0.6862(2) 0.97208(18) -0.10098(18) 0.0585(9) Uani 1 1 d . . .
O8B O 0.7297(2) 1.3210(2) 0.6531(2) 0.0767(11) Uani 1 1 d . . .
O9A O 0.51154(18) 0.6546(2) -0.14721(17) 0.0586(8) Uani 1 1 d . . .
O9B O 0.6115(2) 1.32168(19) 0.59098(19) 0.0664(9) Uani 1 1 d . . .
O10A O 0.44316(17) 0.77668(18) -0.15329(15) 0.0484(8) Uani 1 1 d . . .
O10B O 0.7296(2) 0.9657(2) 0.4981(2) 0.0675(9) Uiso 1 1 d . . .
H10B H 0.7133 0.9599 0.4568 0.101 Uiso 1 1 calc R . .
Br1A Br 0.62311(3) 0.85575(4) 0.19647(3) 0.0865(2) Uani 1 1 d . . .
Br1B Br 0.84441(4) 1.15439(4) 0.31741(3) 0.0904(2) Uani 1 1 d . . .
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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
O8A C1 H1A 109.5 . . ?
O8A C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O8A C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O5B C2 H2A 109.5 . . ?
O5B C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O5B C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O7B C3 H3A 109.5 . . ?
O7B C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
O7B C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C012 C2A C027 107.4(3) . . ?
C012 C2A C1A 113.7(3) . . ?
C027 C2A C1A 110.4(3) . . ?
C012 C2A H001 108.4 . . ?
C027 C2A H001 108.4 . . ?
C1A C2A H001 108.4 . . ?
C012 C009 C055 119.0(4) . . ?
C012 C009 C3A 120.9(4) . . ?
C055 C009 C3A 119.7(4) . . ?
C009 C012 O6A 123.9(4) . . ?
C009 C012 C2A 124.5(3) . . ?
O6A C012 C2A 111.6(4) . . ?
C3A C013 C6A 111.0(3) . . ?
C3A C013 H01A 109.4 . . ?
C6A C013 H01A 109.4 . . ?
C3A C013 H01B 109.4 . . ?
C6A C013 H01B 109.4 . . ?
H01A C013 H01B 108 . . ?
C036 C6A C5A 115.3(3) . . ?
C036 C6A C013 109.5(3) . . ?
C5A C6A C013 109.7(3) . . ?
C036 C6A H015 107.4 . . ?
C5A C6A H015 107.4 . . ?
C013 C6A H015 107.4 . . ?
O2B C016 O3B 123.5(4) . . ?
O2B C016 C2B 125.7(4) . . ?
O3B C016 C2B 110.7(4) . . ?
C3B C018 C6B 111.0(3) . . ?
C3B C018 H01C 109.4 . . ?
C6B C018 H01C 109.4 . . ?
C3B C018 H01D 109.4 . . ?
C6B C018 H01D 109.4 . . ?
H01C C018 H01D 108 . . ?
C032 C6B C5B 115.0(3) . . ?
C032 C6B C018 108.7(3) . . ?
C5B C6B C018 110.8(3) . . ?
C032 C6B H019 107.3 . . ?
C5B C6B H019 107.3 . . ?
C018 C6B H019 107.3 . . ?
C023 C4A C3A 114.5(3) . . ?
C023 C4A C1A 113.8(3) . . ?
C3A C4A C1A 108.9(3) . . ?
C023 C4A H021 106.3 . . ?
C3A C4A H021 106.3 . . ?
C1A C4A H021 106.3 . . ?
O1A C1A C4A 113.1(3) . . ?
O1A C1A C2A 104.4(3) . . ?
C4A C1A C2A 108.5(3) . . ?
O1A C1A C5A 108.6(3) . . ?
C4A C1A C5A 108.9(3) . . ?
C2A C1A C5A 113.3(3) . . ?
O2A C023 O3A 123.3(4) . . ?
O2A C023 C4A 124.8(4) . . ?
O3A C023 C4A 111.9(4) . . ?
C028 C5A C6A 110.1(3) . . ?
C028 C5A C1A 110.0(3) . . ?
C6A C5A C1A 113.6(3) . . ?
C028 C5A H024 107.6 . . ?
C6A C5A H024 107.6 . . ?
C1A C5A H024 107.6 . . ?
O9A C027 O10A 124.7(4) . . ?
O9A C027 C2A 124.1(4) . . ?
O10A C027 C2A 111.1(4) . . ?
O7A C028 O8A 123.8(4) . . ?
O7A C028 C5A 123.8(4) . . ?
O8A C028 C5A 112.3(4) . . ?
C032 C031 C063 120.7(5) . . ?
C032 C031 H031 119.7 . . ?
C063 C031 H031 119.7 . . ?
C031 C032 C061 117.2(4) . . ?
C031 C032 C6B 122.1(4) . . ?
C061 C032 C6B 120.6(4) . . ?
C042 C3B C4B 110.5(3) . . ?
C042 C3B C018 111.2(3) . . ?
C4B C3B C018 108.9(3) . . ?
C042 C3B H034 108.7 . . ?
C4B C3B H034 108.7 . . ?
C018 C3B H034 108.7 . . ?
O5A C035 H03A 109.5 . . ?
O5A C035 H03B 109.5 . . ?
H03A C035 H03B 109.5 . . ?
O5A C035 H03C 109.5 . . ?
H03A C035 H03C 109.5 . . ?
H03B C035 H03C 109.5 . . ?
C047 C036 C057 116.2(4) . . ?
C047 C036 C6A 121.8(4) . . ?
C057 C036 C6A 121.8(4) . . ?
C049 C038 C060 120.1(5) . . ?
C049 C038 H038 120 . . ?
C060 C038 H038 120 . . ?
C044 C2B C016 107.9(3) . . ?
C044 C2B C1B 113.3(3) . . ?
C016 C2B C1B 111.5(4) . . ?
C044 C2B H039 108 . . ?
C016 C2B H039 108 . . ?
C1B C2B H039 108 . . ?
O4B C040 O5B 122.5(5) . . ?
O4B C040 C042 124.5(5) . . ?
O5B C040 C042 113.0(4) . . ?
C044 C042 C040 118.7(4) . . ?
C044 C042 C3B 119.6(4) . . ?
C040 C042 C3B 121.3(4) . . ?
C062 C4B C3B 112.1(3) . . ?
C062 C4B C1B 113.1(4) . . ?
C3B C4B C1B 108.9(3) . . ?
C062 C4B H043 107.5 . . ?
C3B C4B H043 107.5 . . ?
C1B C4B H043 107.5 . . ?
C042 C044 O10B 123.8(4) . . ?
C042 C044 C2B 125.5(4) . . ?
O10B C044 C2B 110.7(4) . . ?
O6B C045 O7B 124.3(6) . . ?
O6B C045 C5B 123.2(6) . . ?
O7B C045 C5B 112.5(6) . . ?
C061 C046 C059 118.5(5) . . ?
C061 C046 H046 120.7 . . ?
C059 C046 H046 120.7 . . ?
C060 C047 C036 121.7(5) . . ?
C060 C047 H047 119.2 . . ?
C036 C047 H047 119.2 . . ?
O10A C048 H04A 109.5 . . ?
O10A C048 H04B 109.5 . . ?
H04A C048 H04B 109.5 . . ?
O10A C048 H04C 109.5 . . ?
H04A C048 H04C 109.5 . . ?
H04B C048 H04C 109.5 . . ?
C038 C049 C057 119.1(5) . . ?
C038 C049 H049 120.5 . . ?
C057 C049 H049 120.5 . . ?
O3B C050 H05A 109.5 . . ?
O3B C050 H05B 109.5 . . ?
H05A C050 H05B 109.5 . . ?
O3B C050 H05C 109.5 . . ?
H05A C050 H05C 109.5 . . ?
H05B C050 H05C 109.5 . . ?
O1B C1B C4B 112.0(3) . . ?
O1B C1B C2B 104.3(3) . . ?
C4B C1B C2B 107.5(3) . . ?
O1B C1B C5B 109.9(3) . . ?
C4B C1B C5B 110.3(3) . . ?
C2B C1B C5B 112.7(3) . . ?
O3A C053 H05D 109.5 . . ?
O3A C053 H05E 109.5 . . ?
H05D C053 H05E 109.5 . . ?
O3A C053 H05F 109.5 . . ?
H05D C053 H05F 109.5 . . ?
H05E C053 H05F 109.5 . . ?
C4A C3A C009 109.6(3) . . ?
C4A C3A C013 109.8(3) . . ?
C009 C3A C013 110.5(3) . . ?
C4A C3A H054 109 . . ?
C009 C3A H054 109 . . ?
C013 C3A H054 109 . . ?
O4A C055 O5A 122.4(4) . . ?
O4A C055 C009 123.7(4) . . ?
O5A C055 C009 113.8(4) . . ?
O9B C056 H05G 109.5 . . ?
O9B C056 H05H 109.5 . . ?
H05G C056 H05H 109.5 . . ?
O9B C056 H05I 109.5 . . ?
H05G C056 H05I 109.5 . . ?
H05H C056 H05I 109.5 . . ?
C049 C057 C036 122.4(5) . . ?
C049 C057 Br1A 117.0(4) . . ?
C036 C057 Br1A 120.6(3) . . ?
C6B C5B C045 109.7(4) . . ?
C6B C5B C1B 113.1(3) . . ?
C045 C5B C1B 110.7(3) . . ?
C6B C5B H058 107.7 . . ?
C045 C5B H058 107.7 . . ?
C1B C5B H058 107.7 . . ?
C046 C059 C063 120.9(5) . . ?
C046 C059 H059 119.5 . . ?
C063 C059 H059 119.5 . . ?
C038 C060 C047 120.5(5) . . ?
C038 C060 H060 119.7 . . ?
C047 C060 H060 119.7 . . ?
C046 C061 C032 123.2(5) . . ?
C046 C061 Br1B 115.2(4) . . ?
C032 C061 Br1B 121.4(3) . . ?
O8B C062 O9B 122.8(4) . . ?
O8B C062 C4B 125.7(4) . . ?
O9B C062 C4B 111.4(4) . . ?
C059 C063 C031 119.4(5) . . ?
C059 C063 H063 120.3 . . ?
C031 C063 H063 120.3 . . ?
C1A O1A H1A1 109.5 . . ?
C1B O1B H1B1 109.5 . . ?
C023 O3A C053 117.7(4) . . ?
C016 O3B C050 115.9(4) . . ?
C055 O5A C035 117.2(4) . . ?
C040 O5B C2 116.0(4) . . ?
C012 O6A H6A 109.5 . . ?
C045 O7B C3 108.0(6) . . ?
C028 O8A C1 115.6(4) . . ?
C062 O9B C056 118.1(4) . . ?
C027 O10A C048 116.1(3) . . ?
C044 O10B H10B 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
C1 O8A 1.447(5) . ?
C1 H1A 0.96 . ?
C1 H1B 0.96 . ?
C1 H1C 0.96 . ?
C2 O5B 1.444(6) . ?
C2 H2A 0.96 . ?
C2 H2B 0.96 . ?
C2 H2C 0.96 . ?
C3 O7B 1.510(7) . ?
C3 H3A 0.96 . ?
C3 H3B 0.96 . ?
C3 H3C 0.96 . ?
C2A C012 1.489(6) . ?
C2A C027 1.523(6) . ?
C2A C1A 1.548(5) . ?
C2A H001 0.98 . ?
C009 C012 1.321(5) . ?
C009 C055 1.455(6) . ?
C009 C3A 1.520(5) . ?
C012 O6A 1.346(4) . ?
C013 C3A 1.532(5) . ?
C013 C6A 1.540(5) . ?
C013 H01A 0.97 . ?
C013 H01B 0.97 . ?
C6A C036 1.499(5) . ?
C6A C5A 1.520(5) . ?
C6A H015 0.98 . ?
C016 O2B 1.176(5) . ?
C016 O3B 1.332(5) . ?
C016 C2B 1.513(6) . ?
C018 C3B 1.526(5) . ?
C018 C6B 1.529(5) . ?
C018 H01C 0.97 . ?
C018 H01D 0.97 . ?
C6B C032 1.512(6) . ?
C6B C5B 1.524(6) . ?
C6B H019 0.98 . ?
C4A C023 1.510(6) . ?
C4A C3A 1.518(5) . ?
C4A C1A 1.526(5) . ?
C4A H021 0.98 . ?
C1A O1A 1.414(4) . ?
C1A C5A 1.559(5) . ?
C023 O2A 1.199(5) . ?
C023 O3A 1.308(5) . ?
C5A C028 1.515(6) . ?
C5A H024 0.98 . ?
C027 O9A 1.193(5) . ?
C027 O10A 1.326(5) . ?
C028 O7A 1.194(5) . ?
C028 O8A 1.313(5) . ?
C031 C032 1.374(6) . ?
C031 C063 1.396(7) . ?
C031 H031 0.93 . ?
C032 C061 1.389(6) . ?
C3B C042 1.490(6) . ?
C3B C4B 1.525(6) . ?
C3B H034 0.98 . ?
C035 O5A 1.447(5) . ?
C035 H03A 0.96 . ?
C035 H03B 0.96 . ?
C035 H03C 0.96 . ?
C036 C047 1.381(6) . ?
C036 C057 1.392(6) . ?
C038 C049 1.362(7) . ?
C038 C060 1.363(7) . ?
C038 H038 0.93 . ?
C2B C044 1.488(6) . ?
C2B C1B 1.544(6) . ?
C2B H039 0.98 . ?
C040 O4B 1.209(5) . ?
C040 O5B 1.322(6) . ?
C040 C042 1.449(6) . ?
C042 C044 1.330(6) . ?
C4B C062 1.504(6) . ?
C4B C1B 1.528(5) . ?
C4B H043 0.98 . ?
C044 O10B 1.354(5) . ?
C045 O6B 1.199(7) . ?
C045 O7B 1.297(7) . ?
C045 C5B 1.530(7) . ?
C046 C061 1.356(7) . ?
C046 C059 1.367(8) . ?
C046 H046 0.93 . ?
C047 C060 1.376(6) . ?
C047 H047 0.93 . ?
C048 O10A 1.434(5) . ?
C048 H04A 0.96 . ?
C048 H04B 0.96 . ?
C048 H04C 0.96 . ?
C049 C057 1.386(6) . ?
C049 H049 0.93 . ?
C050 O3B 1.447(5) . ?
C050 H05A 0.96 . ?
C050 H05B 0.96 . ?
C050 H05C 0.96 . ?
C1B O1B 1.409(5) . ?
C1B C5B 1.549(5) . ?
C053 O3A 1.440(5) . ?
C053 H05D 0.96 . ?
C053 H05E 0.96 . ?
C053 H05F 0.96 . ?
C3A H054 0.98 . ?
C055 O4A 1.218(5) . ?
C055 O5A 1.316(5) . ?
C056 O9B 1.436(6) . ?
C056 H05G 0.96 . ?
C056 H05H 0.96 . ?
C056 H05I 0.96 . ?
C057 Br1A 1.893(5) . ?
C5B H058 0.98 . ?
C059 C063 1.375(8) . ?
C059 H059 0.93 . ?
C060 H060 0.93 . ?
C061 Br1B 1.883(5) . ?
C062 O8B 1.200(5) . ?
C062 O9B 1.319(5) . ?
C063 H063 0.93 . ?
O1A H1A1 0.82 . ?
O1B H1B1 0.82 . ?
O6A H6A 0.82 . ?
O10B H10B 0.82 . ?
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
C055 C009 C012 O6A -4.5(6) . . . . ?
C3A C009 C012 O6A -177.5(4) . . . . ?
C055 C009 C012 C2A 177.1(4) . . . . ?
C3A C009 C012 C2A 4.1(6) . . . . ?
C027 C2A C012 C009 112.7(5) . . . . ?
C1A C2A C012 C009 -9.8(6) . . . . ?
C027 C2A C012 O6A -65.8(4) . . . . ?
C1A C2A C012 O6A 171.7(3) . . . . ?
C3A C013 C6A C036 178.6(3) . . . . ?
C3A C013 C6A C5A -54.1(4) . . . . ?
C3B C018 C6B C032 178.0(3) . . . . ?
C3B C018 C6B C5B -54.7(4) . . . . ?
C023 C4A C1A O1A 51.3(4) . . . . ?
C3A C4A C1A O1A -179.6(3) . . . . ?
C023 C4A C1A C2A 166.7(3) . . . . ?
C3A C4A C1A C2A -64.2(4) . . . . ?
C023 C4A C1A C5A -69.6(4) . . . . ?
C3A C4A C1A C5A 59.6(4) . . . . ?
C012 C2A C1A O1A 159.9(3) . . . . ?
C027 C2A C1A O1A 39.2(4) . . . . ?
C012 C2A C1A C4A 39.1(4) . . . . ?
C027 C2A C1A C4A -81.7(4) . . . . ?
C012 C2A C1A C5A -82.0(4) . . . . ?
C027 C2A C1A C5A 157.2(3) . . . . ?
C3A C4A C023 O2A -145.9(4) . . . . ?
C1A C4A C023 O2A -19.7(6) . . . . ?
C3A C4A C023 O3A 35.8(5) . . . . ?
C1A C4A C023 O3A 162.0(3) . . . . ?
C036 C6A C5A C028 -59.6(4) . . . . ?
C013 C6A C5A C028 176.4(3) . . . . ?
C036 C6A C5A C1A 176.5(3) . . . . ?
C013 C6A C5A C1A 52.4(4) . . . . ?
O1A C1A C5A C028 56.6(4) . . . . ?
C4A C1A C5A C028 -179.8(4) . . . . ?
C2A C1A C5A C028 -58.9(4) . . . . ?
O1A C1A C5A C6A -179.3(3) . . . . ?
C4A C1A C5A C6A -55.8(4) . . . . ?
C2A C1A C5A C6A 65.1(4) . . . . ?
C012 C2A C027 O9A -59.7(5) . . . . ?
C1A C2A C027 O9A 64.8(5) . . . . ?
C012 C2A C027 O10A 118.1(4) . . . . ?
C1A C2A C027 O10A -117.3(4) . . . . ?
C6A C5A C028 O7A -44.1(5) . . . . ?
C1A C5A C028 O7A 81.9(5) . . . . ?
C6A C5A C028 O8A 136.0(4) . . . . ?
C1A C5A C028 O8A -98.0(4) . . . . ?
C063 C031 C032 C061 1.7(6) . . . . ?
C063 C031 C032 C6B -173.4(4) . . . . ?
C5B C6B C032 C031 -30.6(5) . . . . ?
C018 C6B C032 C031 94.3(4) . . . . ?
C5B C6B C032 C061 154.4(4) . . . . ?
C018 C6B C032 C061 -80.7(5) . . . . ?
C6B C018 C3B C042 -60.3(4) . . . . ?
C6B C018 C3B C4B 61.7(4) . . . . ?
C5A C6A C036 C047 -37.7(5) . . . . ?
C013 C6A C036 C047 86.5(4) . . . . ?
C5A C6A C036 C057 147.9(4) . . . . ?
C013 C6A C036 C057 -87.9(4) . . . . ?
O2B C016 C2B C044 -64.2(6) . . . . ?
O3B C016 C2B C044 112.6(4) . . . . ?
O2B C016 C2B C1B 60.8(6) . . . . ?
O3B C016 C2B C1B -122.4(4) . . . . ?
O4B C040 C042 C044 5.0(8) . . . . ?
O5B C040 C042 C044 -174.7(4) . . . . ?
O4B C040 C042 C3B 177.9(5) . . . . ?
O5B C040 C042 C3B -1.8(6) . . . . ?
C4B C3B C042 C044 -28.7(5) . . . . ?
C018 C3B C042 C044 92.3(4) . . . . ?
C4B C3B C042 C040 158.5(4) . . . . ?
C018 C3B C042 C040 -80.5(5) . . . . ?
C042 C3B C4B C062 -175.1(3) . . . . ?
C018 C3B C4B C062 62.4(4) . . . . ?
C042 C3B C4B C1B 58.9(4) . . . . ?
C018 C3B C4B C1B -63.5(4) . . . . ?
C040 C042 C044 O10B -2.8(7) . . . . ?
C3B C042 C044 O10B -175.8(4) . . . . ?
C040 C042 C044 C2B 178.2(4) . . . . ?
C3B C042 C044 C2B 5.3(7) . . . . ?
C016 C2B C044 C042 112.4(5) . . . . ?
C1B C2B C044 C042 -11.5(6) . . . . ?
C016 C2B C044 O10B -66.6(5) . . . . ?
C1B C2B C044 O10B 169.5(3) . . . . ?
C057 C036 C047 C060 1.0(6) . . . . ?
C6A C036 C047 C060 -173.7(4) . . . . ?
C060 C038 C049 C057 -0.4(7) . . . . ?
C062 C4B C1B O1B 56.2(4) . . . . ?
C3B C4B C1B O1B -178.5(3) . . . . ?
C062 C4B C1B C2B 170.2(3) . . . . ?
C3B C4B C1B C2B -64.5(4) . . . . ?
C062 C4B C1B C5B -66.5(4) . . . . ?
C3B C4B C1B C5B 58.8(4) . . . . ?
C044 C2B C1B O1B 159.2(3) . . . . ?
C016 C2B C1B O1B 37.3(4) . . . . ?
C044 C2B C1B C4B 40.1(5) . . . . ?
C016 C2B C1B C4B -81.8(4) . . . . ?
C044 C2B C1B C5B -81.6(4) . . . . ?
C016 C2B C1B C5B 156.5(3) . . . . ?
C023 C4A C3A C009 -173.1(3) . . . . ?
C1A C4A C3A C009 58.2(4) . . . . ?
C023 C4A C3A C013 65.4(4) . . . . ?
C1A C4A C3A C013 -63.3(4) . . . . ?
C012 C009 C3A C4A -28.3(5) . . . . ?
C055 C009 C3A C4A 158.7(4) . . . . ?
C012 C009 C3A C013 92.8(4) . . . . ?
C055 C009 C3A C013 -80.2(4) . . . . ?
C6A C013 C3A C4A 60.6(4) . . . . ?
C6A C013 C3A C009 -60.4(4) . . . . ?
C012 C009 C055 O4A 6.0(7) . . . . ?
C3A C009 C055 O4A 179.1(4) . . . . ?
C012 C009 C055 O5A -173.0(4) . . . . ?
C3A C009 C055 O5A 0.1(6) . . . . ?
C038 C049 C057 C036 0.0(7) . . . . ?
C038 C049 C057 Br1A 177.9(4) . . . . ?
C047 C036 C057 C049 -0.3(6) . . . . ?
C6A C036 C057 C049 174.4(4) . . . . ?
C047 C036 C057 Br1A -178.2(3) . . . . ?
C6A C036 C057 Br1A -3.4(5) . . . . ?
C032 C6B C5B C045 -61.7(5) . . . . ?
C018 C6B C5B C045 174.5(4) . . . . ?
C032 C6B C5B C1B 174.1(3) . . . . ?
C018 C6B C5B C1B 50.3(4) . . . . ?
O6B C045 C5B C6B -38.7(6) . . . . ?
O7B C045 C5B C6B 142.7(4) . . . . ?
O6B C045 C5B C1B 86.8(6) . . . . ?
O7B C045 C5B C1B -91.8(5) . . . . ?
O1B C1B C5B C6B -176.9(3) . . . . ?
C4B C1B C5B C6B -53.0(5) . . . . ?
C2B C1B C5B C6B 67.2(4) . . . . ?
O1B C1B C5B C045 59.6(5) . . . . ?
C4B C1B C5B C045 -176.5(4) . . . . ?
C2B C1B C5B C045 -56.3(5) . . . . ?
C061 C046 C059 C063 0.2(8) . . . . ?
C049 C038 C060 C047 1.1(7) . . . . ?
C036 C047 C060 C038 -1.5(6) . . . . ?
C059 C046 C061 C032 3.1(7) . . . . ?
C059 C046 C061 Br1B 179.2(4) . . . . ?
C031 C032 C061 C046 -4.0(6) . . . . ?
C6B C032 C061 C046 171.1(4) . . . . ?
C031 C032 C061 Br1B -179.9(3) . . . . ?
C6B C032 C061 Br1B -4.7(5) . . . . ?
C3B C4B C062 O8B -135.3(5) . . . . ?
C1B C4B C062 O8B -11.7(6) . . . . ?
C3B C4B C062 O9B 47.8(5) . . . . ?
C1B C4B C062 O9B 171.4(3) . . . . ?
C046 C059 C063 C031 -2.4(7) . . . . ?
C032 C031 C063 C059 1.3(7) . . . . ?
O2A C023 O3A C053 -4.0(6) . . . . ?
C4A C023 O3A C053 174.3(4) . . . . ?
O2B C016 O3B C050 2.7(7) . . . . ?
C2B C016 O3B C050 -174.1(4) . . . . ?
O4A C055 O5A C035 -2.1(7) . . . . ?
C009 C055 O5A C035 176.9(4) . . . . ?
O4B C040 O5B C2 -0.6(8) . . . . ?
C042 C040 O5B C2 179.2(5) . . . . ?
O6B C045 O7B C3 -1.6(7) . . . . ?
C5B C045 O7B C3 176.9(4) . . . . ?
O7A C028 O8A C1 -4.9(6) . . . . ?
C5A C028 O8A C1 174.9(4) . . . . ?
O8B C062 O9B C056 1.1(7) . . . . ?
C4B C062 O9B C056 178.1(4) . . . . ?
O9A C027 O10A C048 3.1(6) . . . . ?
C2A C027 O10A C048 -174.8(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 29330431
