#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/50/2225002.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_2225002
loop_
_publ_author_name
'Feng, Chuang'
'Guo, Lan-Qing'
'Yan, Fu-Lin'
'Cui, Jian-Min'
'Di, Xue-Mei'
_publ_section_title
;
 1α,6β,7β,11α,15β-Pentahydroxy-7α,20-epoxy-ent-kaur-16-ene
;
_journal_coeditor_code           HG2628
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o334
_journal_paper_doi               10.1107/S1600536810000619
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C20 H30 O6'
_chemical_formula_moiety         'C20 H30 O6'
_chemical_formula_sum            'C20 H30 O6'
_chemical_formula_weight         366.44
_chemical_melting_point_gt       531
_chemical_melting_point_lt       533
_chemical_name_systematic
;
1α,6β,7β,11α,15β-Pentahydroxy-7α,20-epoxy-ent-kaur-16-ene
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.129(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.581(11)
_cell_length_b                   6.111(3)
_cell_length_c                   14.080(7)
_cell_measurement_reflns_used    3276
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      3.24
_cell_volume                     1833.4(16)
_computing_cell_refinement       'CrystalClear (Rigaku, 2008)'
_computing_data_collection       'CrystalClear (Rigaku, 2008)'
_computing_data_reduction        'CrystalClear (Rigaku, 2008)'
_computing_molecular_graphics    'SHELXTL (Version 5.0; Siemens, 1995)'
_computing_publication_material  'SHELXTL (Version 5.0; Siemens, 1995)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku AFC10/Saturn724+'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_sigmaI/netI    0.0689
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7255
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         3.24
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.9866
_exptl_absorpt_correction_T_min  0.9442
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.211
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         2291
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0202P)²+0.3560P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.0786
_reflns_number_gt                1853
_reflns_number_total             2291
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg2628.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1833.3(16)
_cod_original_sg_symbol_H-M      C2
_cod_database_code               2225002
_cod_database_fobs_code          2225002
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_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.31297(8) 0.1972(3) 0.27447(11) 0.0204(4) Uani d . 1 . .
O O2 0.33579(8) 0.6630(3) 0.49510(11) 0.0188(4) Uani d . 1 . .
O O3 0.32260(8) 0.5439(3) 0.06465(11) 0.0176(4) Uani d . 1 . .
O O4 0.27091(9) 0.1533(3) 0.11757(12) 0.0207(4) Uani d . 1 . .
O O5 0.22162(10) 0.5024(3) 0.43939(12) 0.0225(5) Uani d . 1 . .
O O6 0.21732(9) 0.7558(3) 0.08613(12) 0.0174(4) Uani d . 1 . .
C C1 0.35369(11) 0.7387(4) 0.40541(16) 0.0163(6) Uani d . 1 . .
H H1 0.3340 0.8853 0.3904 0.020 Uiso calc R 1 . .
C C2 0.42453(11) 0.7690(5) 0.42134(17) 0.0206(6) Uani d . 1 . .
H H2A 0.4451 0.6300 0.4447 0.025 Uiso calc R 1 . .
H H2B 0.4364 0.8818 0.4714 0.025 Uiso calc R 1 . .
C C3 0.44778(12) 0.8383(5) 0.32867(17) 0.0213(6) Uani d . 1 . .
H H3A 0.4937 0.8623 0.3424 0.026 Uiso calc R 1 . .
H H3B 0.4277 0.9786 0.3060 0.026 Uiso calc R 1 . .
C C4 0.43308(12) 0.6660(5) 0.24870(17) 0.0195(6) Uani d . 1 . .
C C5 0.36084(11) 0.6243(4) 0.23254(16) 0.0148(6) Uani d . 1 . .
H H5 0.3417 0.7623 0.2031 0.018 Uiso calc R 1 . .
C C6 0.34003(12) 0.4452(4) 0.15804(16) 0.0155(6) Uani d . 1 . .
H H6 0.3764 0.3450 0.1555 0.019 Uiso calc R 1 . .
C C7 0.28650(12) 0.3120(4) 0.18823(16) 0.0163(6) Uani d . 1 . .
C C8 0.23046(12) 0.4508(4) 0.20869(16) 0.0147(5) Uani d . 1 . .
C C9 0.25655(11) 0.6250(4) 0.28591(16) 0.0139(5) Uani d . 1 . .
H H9 0.2554 0.7663 0.2498 0.017 Uiso calc R 1 . .
C C10 0.32775(11) 0.5824(4) 0.32303(16) 0.0140(5) Uani d . 1 . .
C C11 0.21320(11) 0.6621(5) 0.36261(16) 0.0170(6) Uani d . 1 . .
H H11 0.2233 0.8093 0.3921 0.020 Uiso calc R 1 . .
C C12 0.14368(11) 0.6607(5) 0.32056(18) 0.0228(6) Uani d . 1 . .
H H12A 0.1316 0.8079 0.2946 0.027 Uiso calc R 1 . .
H H12B 0.1191 0.6302 0.3727 0.027 Uiso calc R 1 . .
C C13 0.12622(13) 0.4885(5) 0.23918(18) 0.0238(7) Uani d . 1 . .
H H13 0.0845 0.4202 0.2424 0.029 Uiso calc R 1 . .
C C14 0.17780(12) 0.3148(5) 0.24270(18) 0.0215(6) Uani d . 1 . .
H H14A 0.1645 0.1916 0.1985 0.026 Uiso calc R 1 . .
H H14B 0.1907 0.2577 0.3087 0.026 Uiso calc R 1 . .
C C15 0.19233(12) 0.5566(5) 0.11644(17) 0.0181(6) Uani d . 1 . .
H H15 0.1888 0.4485 0.0625 0.022 Uiso calc R 1 . .
C C16 0.12735(13) 0.5961(5) 0.14211(19) 0.0292(7) Uani d . 1 . .
C C17 0.08297(14) 0.7116(6) 0.09052(19) 0.0371(9) Uani d . 1 . .
H H17A 0.0444 0.7361 0.1132 0.045 Uiso calc R 1 . .
H H17B 0.0894 0.7707 0.0305 0.045 Uiso calc R 1 . .
C C18 0.44957(12) 0.7592(6) 0.15453(18) 0.0278(7) Uani d . 1 . .
H H18A 0.4943 0.7971 0.1636 0.033 Uiso calc R 1 . .
H H18B 0.4244 0.8907 0.1365 0.033 Uiso calc R 1 . .
H H18C 0.4406 0.6495 0.1035 0.033 Uiso calc R 1 . .
C C19 0.47522(13) 0.4647(5) 0.2747(2) 0.0282(7) Uani d . 1 . .
H H19A 0.4644 0.3509 0.2258 0.034 Uiso calc R 1 . .
H H19B 0.4689 0.4084 0.3376 0.034 Uiso calc R 1 . .
H H19C 0.5193 0.5065 0.2772 0.034 Uiso calc R 1 . .
C C20 0.33680(12) 0.3413(4) 0.35333(17) 0.0168(6) Uani d . 1 . .
H H20A 0.3820 0.3119 0.3744 0.020 Uiso calc R 1 . .
H H20B 0.3145 0.3122 0.4083 0.020 Uiso calc R 1 . .
H H2O 0.3212(12) 0.785(5) 0.5241(19) 0.029(8) Uiso d . 1 . .
H H3O 0.3098(15) 0.433(6) 0.025(2) 0.054(12) Uiso d . 1 . .
H H4O 0.2434(12) 0.061(5) 0.1325(18) 0.024(8) Uiso d . 1 . .
H H5O 0.2608(14) 0.529(5) 0.4670(18) 0.025(8) Uiso d . 1 . .
H H6O 0.2500(13) 0.724(5) 0.0724(19) 0.027(9) Uiso d . 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 0.0000 '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 0.0000 '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
C7 O1 C20 . . 113.34(18) ?
C1 O2 H2O . . 106.4(18) ?
C6 O3 H3O . . 105(2) ?
C7 O4 H4O . . 112.2(17) ?
C11 O5 H5O . . 101.6(18) ?
C15 O6 H6O . . 105(2) ?
O2 C1 C2 . . 108.07(18) ?
O2 C1 C10 . . 110.0(2) ?
C2 C1 C10 . . 115.1(2) ?
O2 C1 H1 . . 107.8 ?
C2 C1 H1 . . 107.8 ?
C10 C1 H1 . . 107.8 ?
C1 C2 C3 . . 111.5(2) ?
C1 C2 H2A . . 109.3 ?
C3 C2 H2A . . 109.3 ?
C1 C2 H2B . . 109.3 ?
C3 C2 H2B . . 109.3 ?
H2A C2 H2B . . 108.0 ?
C2 C3 C4 . . 112.2(2) ?
C2 C3 H3A . . 109.2 ?
C4 C3 H3A . . 109.2 ?
C2 C3 H3B . . 109.2 ?
C4 C3 H3B . . 109.2 ?
H3A C3 H3B . . 107.9 ?
C18 C4 C3 . . 109.2(2) ?
C18 C4 C19 . . 107.0(2) ?
C3 C4 C19 . . 109.1(2) ?
C18 C4 C5 . . 107.32(19) ?
C3 C4 C5 . . 107.7(2) ?
C19 C4 C5 . . 116.3(2) ?
C6 C5 C4 . . 113.20(19) ?
C6 C5 C10 . . 108.40(19) ?
C4 C5 C10 . . 118.60(19) ?
C6 C5 H5 . . 105.1 ?
C4 C5 H5 . . 105.1 ?
C10 C5 H5 . . 105.1 ?
O3 C6 C7 . . 112.17(19) ?
O3 C6 C5 . . 109.4(2) ?
C7 C6 C5 . . 110.02(19) ?
O3 C6 H6 . . 108.4 ?
C7 C6 H6 . . 108.4 ?
C5 C6 H6 . . 108.4 ?
O4 C7 O1 . . 106.4(2) ?
O4 C7 C6 . . 106.3(2) ?
O1 C7 C6 . . 106.13(19) ?
O4 C7 C8 . . 114.2(2) ?
O1 C7 C8 . . 109.18(19) ?
C6 C7 C8 . . 114.2(2) ?
C7 C8 C14 . . 113.6(2) ?
C7 C8 C9 . . 107.36(19) ?
C14 C8 C9 . . 110.66(19) ?
C7 C8 C15 . . 113.4(2) ?
C14 C8 C15 . . 99.4(2) ?
C9 C8 C15 . . 112.4(2) ?
C11 C9 C8 . . 113.1(2) ?
C11 C9 C10 . . 117.39(18) ?
C8 C9 C10 . . 110.2(2) ?
C11 C9 H9 . . 104.9 ?
C8 C9 H9 . . 104.9 ?
C10 C9 H9 . . 104.9 ?
C20 C10 C1 . . 111.76(19) ?
C20 C10 C9 . . 109.1(2) ?
C1 C10 C9 . . 111.7(2) ?
C20 C10 C5 . . 109.0(2) ?
C1 C10 C5 . . 110.6(2) ?
C9 C10 C5 . . 104.46(18) ?
O5 C11 C12 . . 106.6(2) ?
O5 C11 C9 . . 113.8(2) ?
C12 C11 C9 . . 113.18(19) ?
O5 C11 H11 . . 107.7 ?
C12 C11 H11 . . 107.7 ?
C9 C11 H11 . . 107.7 ?
C11 C12 C13 . . 113.5(2) ?
C11 C12 H12A . . 108.9 ?
C13 C12 H12A . . 108.9 ?
C11 C12 H12B . . 108.9 ?
C13 C12 H12B . . 108.9 ?
H12A C12 H12B . . 107.7 ?
C16 C13 C14 . . 102.3(2) ?
C16 C13 C12 . . 109.4(2) ?
C14 C13 C12 . . 110.7(2) ?
C16 C13 H13 . . 111.3 ?
C14 C13 H13 . . 111.3 ?
C12 C13 H13 . . 111.3 ?
C13 C14 C8 . . 100.6(2) ?
C13 C14 H14A . . 111.7 ?
C8 C14 H14A . . 111.7 ?
C13 C14 H14B . . 111.7 ?
C8 C14 H14B . . 111.7 ?
H14A C14 H14B . . 109.4 ?
O6 C15 C16 . . 110.0(2) ?
O6 C15 C8 . . 115.4(2) ?
C16 C15 C8 . . 104.6(2) ?
O6 C15 H15 . . 108.9 ?
C16 C15 H15 . . 108.9 ?
C8 C15 H15 . . 108.9 ?
C17 C16 C13 . . 128.0(3) ?
C17 C16 C15 . . 125.0(3) ?
C13 C16 C15 . . 107.0(2) ?
C16 C17 H17A . . 120.0 ?
C16 C17 H17B . . 120.0 ?
H17A C17 H17B . . 120.0 ?
C4 C18 H18A . . 109.5 ?
C4 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C4 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C4 C19 H19A . . 109.5 ?
C4 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C4 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
O1 C20 C10 . . 110.87(18) ?
O1 C20 H20A . . 109.5 ?
C10 C20 H20A . . 109.5 ?
O1 C20 H20B . . 109.5 ?
C10 C20 H20B . . 109.5 ?
H20A C20 H20B . . 108.1 ?
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
O1 C7 . 1.440(3) ?
O1 C20 . 1.446(3) ?
O2 C1 . 1.454(3) ?
O2 H2O . 0.93(3) ?
O3 C6 . 1.441(3) ?
O3 H3O . 0.89(3) ?
O4 C7 . 1.392(3) ?
O4 H4O . 0.87(3) ?
O5 C11 . 1.446(3) ?
O5 H5O . 0.89(3) ?
O6 C15 . 1.424(3) ?
O6 H6O . 0.78(3) ?
C1 C2 . 1.521(3) ?
C1 C10 . 1.538(3) ?
C1 H1 . 1.0000 ?
C2 C3 . 1.530(3) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 C4 . 1.537(3) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 C18 . 1.536(3) ?
C4 C19 . 1.539(4) ?
C4 C5 . 1.560(3) ?
C5 C6 . 1.533(3) ?
C5 C10 . 1.577(3) ?
C5 H5 . 1.0000 ?
C6 C7 . 1.528(3) ?
C6 H6 . 1.0000 ?
C7 C8 . 1.541(4) ?
C8 C14 . 1.544(3) ?
C8 C9 . 1.562(3) ?
C8 C15 . 1.563(3) ?
C9 C11 . 1.554(3) ?
C9 C10 . 1.564(3) ?
C9 H9 . 1.0000 ?
C10 C20 . 1.538(4) ?
C11 C12 . 1.523(3) ?
C11 H11 . 1.0000 ?
C12 C13 . 1.557(4) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C16 . 1.520(4) ?
C13 C14 . 1.533(4) ?
C13 H13 . 1.0000 ?
C14 H14A . 0.9900 ?
C14 H14B . 0.9900 ?
C15 C16 . 1.522(4) ?
C15 H15 . 1.0000 ?
C16 C17 . 1.312(4) ?
C17 H17A . 0.9500 ?
C17 H17B . 0.9500 ?
C18 H18A . 0.9800 ?
C18 H18B . 0.9800 ?
C18 H18C . 0.9800 ?
C19 H19A . 0.9800 ?
C19 H19B . 0.9800 ?
C19 H19C . 0.9800 ?
C20 H20A . 0.9900 ?
C20 H20B . 0.9900 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O2 H2O O5 4_556 0.93(3) 1.74(3) 2.655(3) 167(3)
O4 H4O O6 1_545 0.87(3) 2.02(3) 2.696(3) 133(2)
O3 H3O O6 4_545 0.89(3) 1.92(3) 2.787(3) 164(3)
O5 H5O O2 . 0.89(3) 1.80(3) 2.652(3) 160(3)
O6 H6O O3 . 0.78(3) 1.93(3) 2.674(3) 157(3)
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
O2 C1 C2 C3 . . . . 177.3(2) ?
C10 C1 C2 C3 . . . . 53.9(3) ?
C1 C2 C3 C4 . . . . -61.2(3) ?
C2 C3 C4 C18 . . . . 172.4(2) ?
C2 C3 C4 C19 . . . . -70.9(3) ?
C2 C3 C4 C5 . . . . 56.2(3) ?
C18 C4 C5 C6 . . . . 65.8(3) ?
C3 C4 C5 C6 . . . . -176.8(2) ?
C19 C4 C5 C6 . . . . -54.0(3) ?
C18 C4 C5 C10 . . . . -165.6(2) ?
C3 C4 C5 C10 . . . . -48.1(3) ?
C19 C4 C5 C10 . . . . 74.7(3) ?
C4 C5 C6 O3 . . . . -92.9(2) ?
C10 C5 C6 O3 . . . . 133.3(2) ?
C4 C5 C6 C7 . . . . 143.5(2) ?
C10 C5 C6 C7 . . . . 9.7(3) ?
C20 O1 C7 O4 . . . . 174.94(19) ?
C20 O1 C7 C6 . . . . 62.1(2) ?
C20 O1 C7 C8 . . . . -61.4(3) ?
O3 C6 C7 O4 . . . . 58.5(3) ?
C5 C6 C7 O4 . . . . -179.55(19) ?
O3 C6 C7 O1 . . . . 171.43(19) ?
C5 C6 C7 O1 . . . . -66.6(2) ?
O3 C6 C7 C8 . . . . -68.3(3) ?
C5 C6 C7 C8 . . . . 53.7(3) ?
O4 C7 C8 C14 . . . . 59.6(3) ?
O1 C7 C8 C14 . . . . -59.3(3) ?
C6 C7 C8 C14 . . . . -177.88(18) ?
O4 C7 C8 C9 . . . . -177.7(2) ?
O1 C7 C8 C9 . . . . 63.4(2) ?
C6 C7 C8 C9 . . . . -55.2(2) ?
O4 C7 C8 C15 . . . . -53.0(3) ?
O1 C7 C8 C15 . . . . -171.9(2) ?
C6 C7 C8 C15 . . . . 69.5(3) ?
C7 C8 C9 C11 . . . . -139.8(2) ?
C14 C8 C9 C11 . . . . -15.3(3) ?
C15 C8 C9 C11 . . . . 94.9(2) ?
C7 C8 C9 C10 . . . . -6.1(3) ?
C14 C8 C9 C10 . . . . 118.4(2) ?
C15 C8 C9 C10 . . . . -131.5(2) ?
O2 C1 C10 C20 . . . . -43.5(3) ?
C2 C1 C10 C20 . . . . 78.9(3) ?
O2 C1 C10 C9 . . . . 79.1(2) ?
C2 C1 C10 C9 . . . . -158.6(2) ?
O2 C1 C10 C5 . . . . -165.08(19) ?
C2 C1 C10 C5 . . . . -42.7(3) ?
C11 C9 C10 C20 . . . . 80.4(3) ?
C8 C9 C10 C20 . . . . -51.1(2) ?
C11 C9 C10 C1 . . . . -43.6(3) ?
C8 C9 C10 C1 . . . . -175.10(19) ?
C11 C9 C10 C5 . . . . -163.1(2) ?
C8 C9 C10 C5 . . . . 65.4(2) ?
C6 C5 C10 C20 . . . . 49.2(2) ?
C4 C5 C10 C20 . . . . -81.7(3) ?
C6 C5 C10 C1 . . . . 172.4(2) ?
C4 C5 C10 C1 . . . . 41.5(3) ?
C6 C5 C10 C9 . . . . -67.3(2) ?
C4 C5 C10 C9 . . . . 161.8(2) ?
C8 C9 C11 O5 . . . . 82.5(2) ?
C10 C9 C11 O5 . . . . -47.6(3) ?
C8 C9 C11 C12 . . . . -39.4(3) ?
C10 C9 C11 C12 . . . . -169.5(2) ?
O5 C11 C12 C13 . . . . -87.9(2) ?
C9 C11 C12 C13 . . . . 37.9(3) ?
C11 C12 C13 C16 . . . . -93.9(3) ?
C11 C12 C13 C14 . . . . 18.2(3) ?
C16 C13 C14 C8 . . . . 45.9(2) ?
C12 C13 C14 C8 . . . . -70.7(2) ?
C7 C8 C14 C13 . . . . -170.51(19) ?
C9 C8 C14 C13 . . . . 68.7(2) ?
C15 C8 C14 C13 . . . . -49.7(2) ?
C7 C8 C15 O6 . . . . -82.9(3) ?
C14 C8 C15 O6 . . . . 156.1(2) ?
C9 C8 C15 O6 . . . . 39.0(3) ?
C7 C8 C15 C16 . . . . 156.0(2) ?
C14 C8 C15 C16 . . . . 35.1(3) ?
C9 C8 C15 C16 . . . . -82.0(3) ?
C14 C13 C16 C17 . . . . 159.5(3) ?
C12 C13 C16 C17 . . . . -83.0(4) ?
C14 C13 C16 C15 . . . . -23.7(3) ?
C12 C13 C16 C15 . . . . 93.8(3) ?
O6 C15 C16 C17 . . . . 45.0(4) ?
C8 C15 C16 C17 . . . . 169.5(3) ?
O6 C15 C16 C13 . . . . -131.9(2) ?
C8 C15 C16 C13 . . . . -7.4(3) ?
C7 O1 C20 C10 . . . . -0.5(3) ?
C1 C10 C20 O1 . . . . -179.14(19) ?
C9 C10 C20 O1 . . . . 56.9(3) ?
C5 C10 C20 O1 . . . . -56.6(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24744261
