#------------------------------------------------------------------------------
#$Date: 2020-11-25 07:11:19 +0200 (Wed, 25 Nov 2020) $
#$Revision: 259242 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/22/2022278.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2022278
loop_
_publ_author_name
'Rutherford, Ryan Noboru'
'Ura, Shinji'
'Chan, Tak-Hang'
'Fukumoto, Kozo'
'Nishioka, Takanori'
'Renzetti, Andrea'
_publ_section_title
;
 Dibenzoate esters of cis-tetralin-2,3-diol as analogs of
 (--)-epigallocatechin gallate: synthesis and crystal structure of
 anticancer drug candidates
;
_journal_coeditor_code           OP3007
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229620014916
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C30 H32 O10'
_chemical_formula_moiety         'C30 H32 O10'
_chemical_formula_sum            'C30 H32 O10'
_chemical_formula_weight         552.55
_chemical_name_systematic
;
(2R,3S)-1,2,3,4-Tetrahydronaphthalene-2,3-diyl
bis(3,4,5-trimethoxybenzoate)
;
_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
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                90
_cell_angle_beta                 117.432(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.147(8)
_cell_length_b                   20.697(13)
_cell_length_c                   12.702(9)
_cell_measurement_reflns_used    7542
_cell_measurement_temperature    193.4
_cell_measurement_theta_max      27.4850
_cell_measurement_theta_min      3.1594
_cell_volume                     2834(3)
_computing_cell_refinement
;
CrystalClear-SM Expert (Rigaku, 2011)
;
_computing_data_collection
;
CrystalClear-SM Expert (Rigaku, 2011)
;
_computing_data_reduction
;
CrystalClear-SM Expert (Rigaku, 2011)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      193.4
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19152
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.316
_diffrn_reflns_theta_min         3.159
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5513
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   DTABSCOR
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_description       prism
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.198
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         6351
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.154
_refine_ls_R_factor_all          0.1139
_refine_ls_R_factor_gt           0.0696
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0603P)²+0.2555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1431
_refine_ls_wR_factor_ref         0.1635
_reflns_number_gt                4312
_reflns_number_total             6351
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            op3007sup1.cif
_cod_data_source_block           5
_cod_database_code               2022278
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O5 -0.53432(15) -0.89653(8) -0.49170(14) 0.0498(4) Uani d 1 . .
O O8 -0.06315(14) -0.48493(8) -0.26403(14) 0.0483(4) Uani d 1 . .
O O10 -0.42162(15) -0.60887(8) -0.36939(16) 0.0547(5) Uani d 1 . .
O O1 -0.41098(16) -0.78224(7) -0.76634(15) 0.0518(5) Uani d 1 . .
O O9 -0.27227(15) -0.50882(8) -0.25270(15) 0.0568(5) Uani d 1 . .
O O4 -0.73363(16) -0.83344(8) -0.50406(14) 0.0513(4) Uani d 1 . .
O O3 -0.83623(15) -0.73463(8) -0.65386(15) 0.0541(5) Uani d 1 . .
O O7 -0.06825(17) -0.64743(9) -0.57726(17) 0.0644(5) Uani d 1 . .
O O2 -0.50896(18) -0.68521(9) -0.80440(17) 0.0685(6) Uani d 1 . .
O O6 -0.21321(19) -0.71604(9) -0.5854(2) 0.0833(7) Uani d 1 . .
C C22 -0.1795(2) -0.62430(10) -0.46752(19) 0.0379(5) Uani d 1 . .
C C23 -0.1005(2) -0.57400(10) -0.40323(19) 0.0384(5) Uani d 1 . .
H H23 -0.026053 -0.566066 -0.408242 0.046 Uiso calc 1 . .
C C16 -0.5764(2) -0.84501(10) -0.56775(18) 0.0384(5) Uani d 1 . .
C C17 -0.5181(2) -0.82224(11) -0.63286(19) 0.0402(5) Uani d 1 . .
H H17 -0.446908 -0.843725 -0.628220 0.048 Uiso calc 1 . .
C C24 -0.1328(2) -0.53562(10) -0.33160(19) 0.0374(5) Uani d 1 . .
C C15 -0.6818(2) -0.81383(11) -0.57535(19) 0.0396(5) Uani d 1 . .
C C25 -0.2437(2) -0.54738(11) -0.32526(19) 0.0405(5) Uani d 1 . .
C C13 -0.6713(2) -0.73703(11) -0.71495(19) 0.0412(5) Uani d 1 . .
H H13 -0.702920 -0.700265 -0.764722 0.049 Uiso calc 1 . .
C C26 -0.3191(2) -0.59943(11) -0.3867(2) 0.0402(5) Uani d 1 . .
C C27 -0.2876(2) -0.63796(11) -0.4585(2) 0.0411(5) Uani d 1 . .
H H27 -0.338999 -0.673186 -0.501047 0.049 Uiso calc 1 . .
C C14 -0.7311(2) -0.76071(11) -0.65120(19) 0.0402(5) Uani d 1 . .
C C12 -0.5645(2) -0.76811(11) -0.70446(19) 0.0388(5) Uani d 1 . .
C C21 -0.1462(2) -0.66230(11) -0.5480(2) 0.0433(6) Uani d 1 . .
C C11 -0.4949(2) -0.73958(12) -0.7646(2) 0.0476(6) Uani d 1 . .
C C4 -0.1772(2) -0.87960(13) -0.6923(2) 0.0491(6) Uani d 1 . .
C C5 -0.2385(2) -0.87002(12) -0.8152(2) 0.0470(6) Uani d 1 . .
C C10 -0.2476(2) -0.92254(13) -0.8885(2) 0.0567(7) Uani d 1 . .
H H10 -0.289511 -0.916916 -0.972157 0.068 Uiso calc 1 . .
C C28 0.0576(2) -0.47537(12) -0.2572(2) 0.0550(7) Uani d 1 . .
H H28A 0.102045 -0.441634 -0.198753 0.083 Uiso calc 1 . .
H H28B 0.048105 -0.462181 -0.335020 0.083 Uiso calc 1 . .
H H28C 0.104755 -0.515805 -0.233077 0.083 Uiso calc 1 . .
C C20 -0.4212(2) -0.92665(13) -0.4772(2) 0.0581(7) Uani d 1 . .
H H20A -0.396467 -0.960181 -0.416071 0.087 Uiso calc 1 . .
H H20B -0.355552 -0.894039 -0.453290 0.087 Uiso calc 1 . .
H H20C -0.434660 -0.946199 -0.552497 0.087 Uiso calc 1 . .
C C7 -0.1286(2) -0.94004(14) -0.6470(3) 0.0588(7) Uani d 1 . .
H H7 -0.088559 -0.946604 -0.563626 0.071 Uiso calc 1 . .
C C8 -0.1376(2) -0.99089(14) -0.7216(3) 0.0643(8) Uani d 1 . .
H H8 -0.102523 -1.031730 -0.689360 0.077 Uiso calc 1 . .
C C9 -0.1977(2) -0.98186(14) -0.8430(3) 0.0631(8) Uani d 1 . .
H H9 -0.204577 -1.016519 -0.894666 0.076 Uiso calc 1 . .
C C30 -0.4959(2) -0.66451(13) -0.4226(3) 0.0629(8) Uani d 1 . .
H H30A -0.443400 -0.703145 -0.399175 0.094 Uiso calc 1 . .
H H30B -0.535756 -0.660060 -0.509144 0.094 Uiso calc 1 . .
H H30C -0.559692 -0.668526 -0.396115 0.094 Uiso calc 1 . .
C C1 -0.3080(3) -0.75842(13) -0.7855(3) 0.0577(7) Uani d 1 . .
H H1 -0.325391 -0.713680 -0.818984 0.069 Uiso calc 1 . .
C C6 -0.2902(3) -0.80482(12) -0.8701(2) 0.0570(7) Uani d 1 . .
H H6A -0.371033 -0.811385 -0.941016 0.068 Uiso calc 1 . .
H H6B -0.233138 -0.784768 -0.896544 0.068 Uiso calc 1 . .
C C3 -0.1657(3) -0.82511(14) -0.6070(2) 0.0629(8) Uani d 1 . .
H H3A -0.224050 -0.833192 -0.574052 0.075 Uiso calc 1 . .
H H3B -0.080588 -0.825177 -0.540246 0.075 Uiso calc 1 . .
C C2 -0.1925(3) -0.75932(13) -0.6656(3) 0.0660(9) Uani d 1 . .
H H2 -0.119290 -0.744180 -0.674891 0.079 Uiso calc 1 . .
C C18 -0.8870(3) -0.67763(13) -0.7239(3) 0.0692(8) Uani d 1 . .
H H18A -0.825022 -0.643004 -0.695129 0.104 Uiso calc 1 . .
H H18B -0.960837 -0.663973 -0.717325 0.104 Uiso calc 1 . .
H H18C -0.909800 -0.686979 -0.807053 0.104 Uiso calc 1 . .
C C29 -0.3786(3) -0.46806(14) -0.3129(3) 0.0776(9) Uani d 1 . .
H H29A -0.386657 -0.439387 -0.255441 0.116 Uiso calc 1 . .
H H29B -0.453246 -0.494839 -0.351972 0.116 Uiso calc 1 . .
H H29C -0.368699 -0.442105 -0.372516 0.116 Uiso calc 1 . .
C C19 -0.8253(3) -0.88248(16) -0.5537(3) 0.0780(9) Uani d 1 . .
H H19A -0.856009 -0.894023 -0.497085 0.117 Uiso calc 1 . .
H H19B -0.788930 -0.920687 -0.571186 0.117 Uiso calc 1 . .
H H19C -0.894300 -0.866544 -0.627148 0.117 Uiso calc 1 . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C16 O5 C20 . . 116.76(18) ?
C24 O8 C28 . . 117.33(18) ?
C26 O10 C30 . . 117.43(18) ?
C11 O1 C1 . . 119.26(19) ?
C25 O9 C29 . . 115.2(2) ?
C15 O4 C19 . . 114.81(19) ?
C14 O3 C18 . . 117.91(18) ?
C21 O6 C2 . . 119.15(19) ?
C23 C22 C27 . . 121.4(2) ?
C23 C22 C21 . . 117.8(2) ?
C27 C22 C21 . . 120.8(2) ?
C22 C23 H23 . . 120.6 ?
C24 C23 C22 . . 118.9(2) ?
C24 C23 H23 . . 120.6 ?
O5 C16 C17 . . 123.7(2) ?
O5 C16 C15 . . 116.13(19) ?
C17 C16 C15 . . 120.1(2) ?
C16 C17 H17 . . 120.1 ?
C12 C17 C16 . . 119.9(2) ?
C12 C17 H17 . . 120.1 ?
O8 C24 C23 . . 124.5(2) ?
O8 C24 C25 . . 115.27(19) ?
C23 C24 C25 . . 120.2(2) ?
O4 C15 C16 . . 120.0(2) ?
O4 C15 C14 . . 120.1(2) ?
C16 C15 C14 . . 119.9(2) ?
O9 C25 C24 . . 118.7(2) ?
O9 C25 C26 . . 121.2(2) ?
C26 C25 C24 . . 120.0(2) ?
C14 C13 H13 . . 120.4 ?
C12 C13 H13 . . 120.4 ?
C12 C13 C14 . . 119.3(2) ?
O10 C26 C25 . . 115.40(19) ?
O10 C26 C27 . . 124.5(2) ?
C27 C26 C25 . . 120.1(2) ?
C22 C27 H27 . . 120.3 ?
C26 C27 C22 . . 119.3(2) ?
C26 C27 H27 . . 120.3 ?
O3 C14 C15 . . 115.10(19) ?
O3 C14 C13 . . 124.9(2) ?
C15 C14 C13 . . 120.0(2) ?
C17 C12 C13 . . 120.8(2) ?
C17 C12 C11 . . 119.9(2) ?
C13 C12 C11 . . 119.1(2) ?
O7 C21 O6 . . 122.8(2) ?
O7 C21 C22 . . 125.3(2) ?
O6 C21 C22 . . 111.84(19) ?
O1 C11 C12 . . 110.9(2) ?
O2 C11 O1 . . 124.1(2) ?
O2 C11 C12 . . 125.0(2) ?
C5 C4 C3 . . 121.0(2) ?
C7 C4 C5 . . 119.7(2) ?
C7 C4 C3 . . 119.3(2) ?
C4 C5 C10 . . 118.0(2) ?
C4 C5 C6 . . 122.3(2) ?
C10 C5 C6 . . 119.7(2) ?
C5 C10 H10 . . 119.1 ?
C9 C10 C5 . . 121.9(3) ?
C9 C10 H10 . . 119.1 ?
O8 C28 H28A . . 109.5 ?
O8 C28 H28B . . 109.5 ?
O8 C28 H28C . . 109.5 ?
H28A C28 H28B . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
O5 C20 H20A . . 109.5 ?
O5 C20 H20B . . 109.5 ?
O5 C20 H20C . . 109.5 ?
H20A C20 H20B . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C4 C7 H7 . . 119.5 ?
C8 C7 C4 . . 121.1(3) ?
C8 C7 H7 . . 119.5 ?
C7 C8 H8 . . 120.2 ?
C9 C8 C7 . . 119.6(3) ?
C9 C8 H8 . . 120.2 ?
C10 C9 C8 . . 119.7(3) ?
C10 C9 H9 . . 120.2 ?
C8 C9 H9 . . 120.2 ?
O10 C30 H30A . . 109.5 ?
O10 C30 H30B . . 109.5 ?
O10 C30 H30C . . 109.5 ?
H30A C30 H30B . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
O1 C1 H1 . . 110.7 ?
O1 C1 C6 . . 108.3(2) ?
O1 C1 C2 . . 107.1(2) ?
C6 C1 H1 . . 110.7 ?
C2 C1 H1 . . 110.7 ?
C2 C1 C6 . . 109.3(2) ?
C5 C6 C1 . . 113.5(2) ?
C5 C6 H6A . . 108.9 ?
C5 C6 H6B . . 108.9 ?
C1 C6 H6A . . 108.9 ?
C1 C6 H6B . . 108.9 ?
H6A C6 H6B . . 107.7 ?
C4 C3 H3A . . 109.0 ?
C4 C3 H3B . . 109.0 ?
H3A C3 H3B . . 107.8 ?
C2 C3 C4 . . 112.8(2) ?
C2 C3 H3A . . 109.0 ?
C2 C3 H3B . . 109.0 ?
O6 C2 C1 . . 108.3(2) ?
O6 C2 C3 . . 106.0(2) ?
O6 C2 H2 . . 109.8 ?
C1 C2 H2 . . 109.8 ?
C3 C2 C1 . . 113.2(2) ?
C3 C2 H2 . . 109.8 ?
O3 C18 H18A . . 109.5 ?
O3 C18 H18B . . 109.5 ?
O3 C18 H18C . . 109.5 ?
H18A C18 H18B . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
O9 C29 H29A . . 109.5 ?
O9 C29 H29B . . 109.5 ?
O9 C29 H29C . . 109.5 ?
H29A C29 H29B . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
O4 C19 H19A . . 109.5 ?
O4 C19 H19B . . 109.5 ?
O4 C19 H19C . . 109.5 ?
H19A C19 H19B . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O5 C16 . 1.370(3) ?
O5 C20 . 1.442(3) ?
O8 C24 . 1.373(3) ?
O8 C28 . 1.443(3) ?
O10 C26 . 1.375(3) ?
O10 C30 . 1.427(3) ?
O1 C11 . 1.356(3) ?
O1 C1 . 1.465(3) ?
O9 C25 . 1.379(3) ?
O9 C29 . 1.434(3) ?
O4 C15 . 1.381(3) ?
O4 C19 . 1.422(3) ?
O3 C14 . 1.372(3) ?
O3 C18 . 1.434(3) ?
O7 C21 . 1.205(3) ?
O2 C11 . 1.213(3) ?
O6 C21 . 1.330(3) ?
O6 C2 . 1.463(3) ?
C22 C23 . 1.396(3) ?
C22 C27 . 1.399(3) ?
C22 C21 . 1.486(3) ?
C23 H23 . 0.9500 ?
C23 C24 . 1.393(3) ?
C16 C17 . 1.395(3) ?
C16 C15 . 1.397(3) ?
C17 H17 . 0.9500 ?
C17 C12 . 1.388(3) ?
C24 C25 . 1.407(3) ?
C15 C14 . 1.402(3) ?
C25 C26 . 1.397(3) ?
C13 H13 . 0.9500 ?
C13 C14 . 1.403(3) ?
C13 C12 . 1.398(3) ?
C26 C27 . 1.391(3) ?
C27 H27 . 0.9500 ?
C12 C11 . 1.498(3) ?
C4 C5 . 1.400(4) ?
C4 C7 . 1.390(4) ?
C4 C3 . 1.524(3) ?
C5 C10 . 1.403(3) ?
C5 C6 . 1.516(4) ?
C10 H10 . 0.9500 ?
C10 C9 . 1.374(4) ?
C28 H28A . 0.9800 ?
C28 H28B . 0.9800 ?
C28 H28C . 0.9800 ?
C20 H20A . 0.9800 ?
C20 H20B . 0.9800 ?
C20 H20C . 0.9800 ?
C7 H7 . 0.9500 ?
C7 C8 . 1.386(4) ?
C8 H8 . 0.9500 ?
C8 C9 . 1.381(4) ?
C9 H9 . 0.9500 ?
C30 H30A . 0.9800 ?
C30 H30B . 0.9800 ?
C30 H30C . 0.9800 ?
C1 H1 . 1.0000 ?
C1 C6 . 1.529(3) ?
C1 C2 . 1.523(4) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C3 C2 . 1.513(4) ?
C2 H2 . 1.0000 ?
C18 H18A . 0.9800 ?
C18 H18B . 0.9800 ?
C18 H18C . 0.9800 ?
C29 H29A . 0.9800 ?
C29 H29B . 0.9800 ?
C29 H29C . 0.9800 ?
C19 H19A . 0.9800 ?
C19 H19B . 0.9800 ?
C19 H19C . 0.9800 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O5 C16 C17 C12 . . . . -177.5(2) ?
O5 C16 C15 O4 . . . . 3.2(3) ?
O5 C16 C15 C14 . . . . -179.90(19) ?
O8 C24 C25 O9 . . . . -0.8(3) ?
O8 C24 C25 C26 . . . . -177.4(2) ?
O10 C26 C27 C22 . . . . -178.8(2) ?
O1 C1 C6 C5 . . . . -70.1(3) ?
O1 C1 C2 O6 . . . . -61.3(3) ?
O1 C1 C2 C3 . . . . 55.9(3) ?
O9 C25 C26 O10 . . . . 0.0(3) ?
O9 C25 C26 C27 . . . . -179.4(2) ?
O4 C15 C14 O3 . . . . -4.5(3) ?
O4 C15 C14 C13 . . . . 173.9(2) ?
C22 C23 C24 O8 . . . . 179.86(19) ?
C22 C23 C24 C25 . . . . -0.4(3) ?
C23 C22 C27 C26 . . . . 1.9(3) ?
C23 C22 C21 O7 . . . . -12.5(4) ?
C23 C22 C21 O6 . . . . 167.4(2) ?
C23 C24 C25 O9 . . . . 179.5(2) ?
C23 C24 C25 C26 . . . . 2.9(3) ?
C16 C17 C12 C13 . . . . -1.9(3) ?
C16 C17 C12 C11 . . . . 173.8(2) ?
C16 C15 C14 O3 . . . . 178.59(19) ?
C16 C15 C14 C13 . . . . -3.1(3) ?
C17 C16 C15 O4 . . . . -175.08(19) ?
C17 C16 C15 C14 . . . . 1.9(3) ?
C17 C12 C11 O1 . . . . 17.2(3) ?
C17 C12 C11 O2 . . . . -161.3(2) ?
C24 C25 C26 O10 . . . . 176.5(2) ?
C24 C25 C26 C27 . . . . -2.9(3) ?
C15 C16 C17 C12 . . . . 0.6(3) ?
C25 C26 C27 C22 . . . . 0.5(3) ?
C13 C12 C11 O1 . . . . -167.11(19) ?
C13 C12 C11 O2 . . . . 14.4(4) ?
C27 C22 C23 C24 . . . . -2.0(3) ?
C27 C22 C21 O7 . . . . 166.3(2) ?
C27 C22 C21 O6 . . . . -13.7(3) ?
C14 C13 C12 C17 . . . . 0.6(3) ?
C14 C13 C12 C11 . . . . -175.0(2) ?
C12 C13 C14 O3 . . . . 180.0(2) ?
C12 C13 C14 C15 . . . . 1.8(3) ?
C21 O6 C2 C1 . . . . -113.0(3) ?
C21 O6 C2 C3 . . . . 125.3(3) ?
C21 C22 C23 C24 . . . . 176.9(2) ?
C21 C22 C27 C26 . . . . -176.9(2) ?
C11 O1 C1 C6 . . . . -138.2(2) ?
C11 O1 C1 C2 . . . . 104.0(2) ?
C4 C5 C10 C9 . . . . -0.5(4) ?
C4 C5 C6 C1 . . . . -19.2(3) ?
C4 C7 C8 C9 . . . . -1.2(4) ?
C4 C3 C2 O6 . . . . 164.0(2) ?
C4 C3 C2 C1 . . . . 45.4(3) ?
C5 C4 C7 C8 . . . . 1.3(4) ?
C5 C4 C3 C2 . . . . -16.2(3) ?
C5 C10 C9 C8 . . . . 0.6(4) ?
C10 C5 C6 C1 . . . . 163.2(2) ?
C28 O8 C24 C23 . . . . -7.0(3) ?
C28 O8 C24 C25 . . . . 173.3(2) ?
C20 O5 C16 C17 . . . . 2.0(3) ?
C20 O5 C16 C15 . . . . -176.2(2) ?
C7 C4 C5 C10 . . . . -0.4(3) ?
C7 C4 C5 C6 . . . . -178.1(2) ?
C7 C4 C3 C2 . . . . 165.3(2) ?
C7 C8 C9 C10 . . . . 0.3(4) ?
C30 O10 C26 C25 . . . . -175.0(2) ?
C30 O10 C26 C27 . . . . 4.3(3) ?
C1 O1 C11 O2 . . . . 17.9(4) ?
C1 O1 C11 C12 . . . . -160.6(2) ?
C6 C5 C10 C9 . . . . 177.2(2) ?
C6 C1 C2 O6 . . . . -178.4(2) ?
C6 C1 C2 C3 . . . . -61.2(3) ?
C3 C4 C5 C10 . . . . -178.9(2) ?
C3 C4 C5 C6 . . . . 3.4(3) ?
C3 C4 C7 C8 . . . . 179.8(2) ?
C2 O6 C21 O7 . . . . -0.1(4) ?
C2 O6 C21 C22 . . . . 180.0(2) ?
C2 C1 C6 C5 . . . . 46.3(3) ?
C18 O3 C14 C15 . . . . 176.1(2) ?
C18 O3 C14 C13 . . . . -2.1(3) ?
C29 O9 C25 C24 . . . . 113.3(2) ?
C29 O9 C25 C26 . . . . -70.1(3) ?
C19 O4 C15 C16 . . . . -89.8(3) ?
C19 O4 C15 C14 . . . . 93.3(3) ?

_cod_database_fobs_code 2022278
