#------------------------------------------------------------------------------
#$Date: 2020-09-04 03:35:59 +0300 (Fri, 04 Sep 2020) $
#$Revision: 255872 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/88/1558880.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_1558880
loop_
_publ_author_name
'Meng, Ling-Hong'
'Li, Xiao-Ming'
'Zhang, Fan-Zhong'
'Wang, Ya-Nan'
'Wang, Bin-Gui'
_publ_section_title
;
 Talascortenes A-G, Highly Oxygenated Diterpenoid Acids from the
 Sea-Anemone-Derived Endozoic Fungus Talaromyces scorteus AS-242.
;
_journal_issue                   8
_journal_name_full               'Journal of natural products'
_journal_page_first              2528
_journal_page_last               2536
_journal_paper_doi               10.1021/acs.jnatprod.0c00628
_journal_volume                  83
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H32 O4'
_chemical_formula_sum            'C21 H32 O4'
_chemical_formula_weight         348.47
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.2150(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.7113(2)
_cell_length_b                   10.3066(2)
_cell_length_c                   12.1791(3)
_cell_measurement_reflns_used    7589
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      68.23
_cell_measurement_theta_min      5.64
_cell_volume                     960.30(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker d8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13464
_diffrn_reflns_theta_full        68.22
_diffrn_reflns_theta_max         68.22
_diffrn_reflns_theta_min         5.64
_exptl_absorpt_coefficient_mu    0.651
_exptl_absorpt_correction_T_max  0.9087
_exptl_absorpt_correction_T_min  0.8918
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.224
_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   0.0(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3523
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0507
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0680P)²+0.2786P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1382
_reflns_number_gt                3240
_reflns_number_total             3523
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np0c00628_si_006.cif
_cod_data_source_block           t
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_absolute_configuration' value 'AD' was changed
to 'ad' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 1558879--1558884.cif.
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1558880
_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_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6267(3) 0.6521(2) 0.71125(18) 0.0696(6) Uani 1 1 d . . .
H1 H 0.6692 0.7075 0.7549 0.104 Uiso 1 1 calc R . .
O2 O 0.3250(3) 0.3899(2) 0.17414(15) 0.0601(5) Uani 1 1 d . A .
O4 O 0.3717(2) 0.32386(16) 0.54334(18) 0.0460(4) Uani 1 1 d . . .
O5 O 0.4490(3) 0.6219(3) 0.8378(2) 0.0839(7) Uani 1 1 d . . .
C1 C 0.6245(4) 0.3709(3) 0.7227(3) 0.0601(7) Uani 1 1 d . . .
H1A H 0.6495 0.3579 0.8011 0.090 Uiso 1 1 calc R . .
H1B H 0.7218 0.4134 0.6960 0.090 Uiso 1 1 calc R . .
H1C H 0.6050 0.2884 0.6865 0.090 Uiso 1 1 calc R . .
H30 H 0.329(5) 0.319(4) 0.487(3) 0.069(12) Uiso 1 1 d . . .
C2 C 0.4597(3) 0.4557(3) 0.6976(2) 0.0491(6) Uani 1 1 d U . .
C3 C 0.3981(3) 0.4597(2) 0.5692(2) 0.0390(5) Uani 1 1 d . . .
C4 C 0.2200(3) 0.5311(2) 0.5386(2) 0.0414(5) Uani 1 1 d . . .
C5 C 0.1654(3) 0.5198(2) 0.4136(2) 0.0409(5) Uani 1 1 d . . .
C6 C -0.0266(3) 0.5404(3) 0.3731(2) 0.0511(6) Uani 1 1 d . . .
H11 H -0.0906 0.4622 0.3867 0.061 Uiso 1 1 calc R . .
H10 H -0.0708 0.6101 0.4153 0.061 Uiso 1 1 calc R . .
C7 C -0.0598(4) 0.5731(3) 0.2515(2) 0.0579(7) Uani 1 1 d . . .
H7A H -0.0195 0.6607 0.2404 0.070 Uiso 1 1 calc R . .
H7B H -0.1847 0.5707 0.2277 0.070 Uiso 1 1 calc R . .
C21A C -0.1207(15) 0.577(2) 0.0040(13) 0.093(5) Uani 0.47(3) 1 d P A 1
H21A H -0.1847 0.5356 -0.0560 0.111 Uiso 0.47(3) 1 calc PR A 1
H21B H -0.1434 0.6629 0.0195 0.111 Uiso 0.47(3) 1 calc PR A 1
C21B C -0.1035(14) 0.487(2) -0.0165(7) 0.096(5) Uani 0.53(3) 1 d P A 2
H21C H -0.1838 0.5458 -0.0516 0.115 Uiso 0.53(3) 1 calc PR A 2
H21D H -0.0981 0.4030 -0.0434 0.115 Uiso 0.53(3) 1 calc PR A 2
C8 C 0.0321(3) 0.4795(3) 0.1798(2) 0.0531(7) Uani 1 1 d . A .
C9 C -0.0104(5) 0.5190(5) 0.0606(3) 0.0921(14) Uani 1 1 d . . .
H9 H 0.0751 0.4895 0.0191 0.111 Uiso 1 1 calc R A 1
C10 C 0.5059(4) 0.5857(3) 0.7565(2) 0.0574(7) Uani 1 1 d U . .
C11 C 0.5314(3) 0.5130(3) 0.4994(2) 0.0463(5) Uani 1 1 d . . .
H25 H 0.6436 0.4719 0.5213 0.056 Uiso 1 1 calc R . .
H26 H 0.5451 0.6055 0.5125 0.056 Uiso 1 1 calc R . .
C12 C 0.4756(3) 0.4892(3) 0.3770(2) 0.0475(6) Uani 1 1 d . . .
H3 H 0.5138 0.4031 0.3585 0.057 Uiso 1 1 calc R . .
H24 H 0.5350 0.5512 0.3348 0.057 Uiso 1 1 calc R . .
C13 C 0.2800(3) 0.4997(2) 0.34143(19) 0.0402(5) Uani 1 1 d . A .
C14 C 0.2290(3) 0.4943(3) 0.2167(2) 0.0469(6) Uani 1 1 d . . .
H23 H 0.2671 0.5755 0.1854 0.056 Uiso 1 1 calc R A .
C15 C 0.4140(7) 0.4215(6) 0.0835(3) 0.1133(18) Uani 1 1 d . . .
H15A H 0.4469 0.3432 0.0487 0.170 Uiso 1 1 calc R A .
H15B H 0.5169 0.4708 0.1089 0.170 Uiso 1 1 calc R . .
H15C H 0.3388 0.4720 0.0311 0.170 Uiso 1 1 calc R . .
C16 C -0.0262(4) 0.3401(3) 0.1959(3) 0.0675(8) Uani 1 1 d . . .
H16A H -0.1515 0.3353 0.1827 0.101 Uiso 1 1 calc R A .
H16B H 0.0129 0.3129 0.2703 0.101 Uiso 1 1 calc R . .
H16C H 0.0230 0.2843 0.1448 0.101 Uiso 1 1 calc R . .
C17 C 0.2300(4) 0.6774(3) 0.5656(2) 0.0534(6) Uani 1 1 d . . .
H14 H 0.3210 0.7165 0.5298 0.080 Uiso 1 1 calc R . .
H12 H 0.2551 0.6890 0.6442 0.080 Uiso 1 1 calc R . .
H13 H 0.1202 0.7176 0.5396 0.080 Uiso 1 1 calc R . .
C18 C 0.0813(3) 0.4681(3) 0.6040(2) 0.0503(6) Uani 1 1 d . . .
H16 H -0.0261 0.5177 0.5908 0.060 Uiso 1 1 calc R . .
H15 H 0.0567 0.3810 0.5760 0.060 Uiso 1 1 calc R . .
C19 C 0.1378(4) 0.4609(3) 0.7272(2) 0.0615(7) Uani 1 1 d . . .
H17 H 0.0503 0.4138 0.7618 0.074 Uiso 1 1 calc R . .
H20 H 0.1447 0.5481 0.7574 0.074 Uiso 1 1 calc R . .
C20 C 0.3142(4) 0.3943(3) 0.7550(2) 0.0580(7) Uani 1 1 d . . .
H18 H 0.3025 0.3037 0.7336 0.070 Uiso 1 1 calc R . .
H19 H 0.3475 0.3974 0.8344 0.070 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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
C10 O1 H1 109.5 . . ?
C15 O2 C14 115.6(3) . . ?
C3 O4 H30 108(3) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C20 C2 C10 106.7(2) . . ?
C20 C2 C1 108.0(2) . . ?
C10 C2 C1 105.3(2) . . ?
C20 C2 C3 108.45(19) . . ?
C10 C2 C3 117.6(2) . . ?
C1 C2 C3 110.5(2) . . ?
O4 C3 C11 108.4(2) . . ?
O4 C3 C4 108.01(18) . . ?
C11 C3 C4 109.48(19) . . ?
O4 C3 C2 101.97(18) . . ?
C11 C3 C2 115.11(19) . . ?
C4 C3 C2 113.27(18) . . ?
C5 C4 C17 106.6(2) . . ?
C5 C4 C18 110.89(19) . . ?
C17 C4 C18 108.6(2) . . ?
C5 C4 C3 108.95(18) . . ?
C17 C4 C3 113.00(19) . . ?
C18 C4 C3 108.8(2) . . ?
C13 C5 C6 120.5(2) . . ?
C13 C5 C4 122.8(2) . . ?
C6 C5 C4 116.6(2) . . ?
C7 C6 C5 112.9(2) . . ?
C7 C6 H11 109.0 . . ?
C5 C6 H11 109.0 . . ?
C7 C6 H10 109.0 . . ?
C5 C6 H10 109.0 . . ?
H11 C6 H10 107.8 . . ?
C6 C7 C8 112.6(2) . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C9 C21A H21A 120.0 . . ?
C9 C21A H21B 120.0 . . ?
H21A C21A H21B 120.0 . . ?
C9 C21B H21C 120.0 . . ?
C9 C21B H21D 120.0 . . ?
H21C C21B H21D 120.0 . . ?
C9 C8 C16 110.3(3) . . ?
C9 C8 C7 108.6(3) . . ?
C16 C8 C7 110.7(2) . . ?
C9 C8 C14 110.1(2) . . ?
C16 C8 C14 110.7(2) . . ?
C7 C8 C14 106.3(2) . . ?
C21B C9 C21A 48.8(7) . . ?
C21B C9 C8 138.2(9) . . ?
C21A C9 C8 138.7(9) . . ?
C21B C9 H9 82.9 . . ?
C21A C9 H9 110.7 . . ?
C8 C9 H9 110.7 . . ?
O5 C10 O1 122.2(3) . . ?
O5 C10 C2 124.9(3) . . ?
O1 C10 C2 112.8(2) . . ?
C3 C11 C12 111.3(2) . . ?
C3 C11 H25 109.4 . . ?
C12 C11 H25 109.4 . . ?
C3 C11 H26 109.4 . . ?
C12 C11 H26 109.4 . . ?
H25 C11 H26 108.0 . . ?
C11 C12 C13 114.63(19) . . ?
C11 C12 H3 108.6 . . ?
C13 C12 H3 108.6 . . ?
C11 C12 H24 108.6 . . ?
C13 C12 H24 108.6 . . ?
H3 C12 H24 107.6 . . ?
C5 C13 C12 122.5(2) . . ?
C5 C13 C14 123.5(2) . . ?
C12 C13 C14 113.89(19) . . ?
O2 C14 C13 107.87(19) . . ?
O2 C14 C8 110.8(2) . . ?
C13 C14 C8 114.8(2) . . ?
O2 C14 H23 107.7 . . ?
C13 C14 H23 107.7 . . ?
C8 C14 H23 107.7 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C16 H16A 109.5 . . ?
C8 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C8 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C4 C17 H14 109.5 . . ?
C4 C17 H12 109.5 . . ?
H14 C17 H12 109.5 . . ?
C4 C17 H13 109.5 . . ?
H14 C17 H13 109.5 . . ?
H12 C17 H13 109.5 . . ?
C19 C18 C4 113.5(2) . . ?
C19 C18 H16 108.9 . . ?
C4 C18 H16 108.9 . . ?
C19 C18 H15 108.9 . . ?
C4 C18 H15 108.9 . . ?
H16 C18 H15 107.7 . . ?
C18 C19 C20 112.4(2) . . ?
C18 C19 H17 109.1 . . ?
C20 C19 H17 109.1 . . ?
C18 C19 H20 109.1 . . ?
C20 C19 H20 109.1 . . ?
H17 C19 H20 107.9 . . ?
C19 C20 C2 113.4(2) . . ?
C19 C20 H18 108.9 . . ?
C2 C20 H18 108.9 . . ?
C19 C20 H19 108.9 . . ?
C2 C20 H19 108.9 . . ?
H18 C20 H19 107.7 . . ?
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
O1 C10 1.330(4) . ?
O1 H1 0.8200 . ?
O2 C15 1.409(4) . ?
O2 C14 1.439(3) . ?
O4 C3 1.444(3) . ?
O4 H30 0.73(4) . ?
O5 C10 1.192(4) . ?
C1 C2 1.541(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C20 1.532(4) . ?
C2 C10 1.540(4) . ?
C2 C3 1.577(3) . ?
C3 C11 1.516(3) . ?
C3 C4 1.561(3) . ?
C4 C5 1.533(3) . ?
C4 C17 1.543(3) . ?
C4 C18 1.554(3) . ?
C5 C13 1.339(3) . ?
C5 C6 1.515(3) . ?
C6 C7 1.510(4) . ?
C6 H11 0.9700 . ?
C6 H10 0.9700 . ?
C7 C8 1.534(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C21A C9 1.186(12) . ?
C21A H21A 0.9300 . ?
C21A H21B 0.9300 . ?
C21B C9 1.155(11) . ?
C21B H21C 0.9300 . ?
C21B H21D 0.9300 . ?
C8 C9 1.503(4) . ?
C8 C16 1.526(5) . ?
C8 C14 1.536(4) . ?
C9 H9 0.9300 . ?
C11 C12 1.519(4) . ?
C11 H25 0.9700 . ?
C11 H26 0.9700 . ?
C12 C13 1.520(3) . ?
C12 H3 0.9700 . ?
C12 H24 0.9700 . ?
C13 C14 1.521(3) . ?
C14 H23 0.9800 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H14 0.9600 . ?
C17 H12 0.9600 . ?
C17 H13 0.9600 . ?
C18 C19 1.510(4) . ?
C18 H16 0.9700 . ?
C18 H15 0.9700 . ?
C19 C20 1.524(4) . ?
C19 H17 0.9700 . ?
C19 H20 0.9700 . ?
C20 H18 0.9700 . ?
C20 H19 0.9700 . ?
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
C20 C2 C3 O4 -60.4(2) . . . . ?
C10 C2 C3 O4 178.6(2) . . . . ?
C1 C2 C3 O4 57.8(2) . . . . ?
C20 C2 C3 C11 -177.5(2) . . . . ?
C10 C2 C3 C11 61.5(3) . . . . ?
C1 C2 C3 C11 -59.4(3) . . . . ?
C20 C2 C3 C4 55.4(3) . . . . ?
C10 C2 C3 C4 -65.6(3) . . . . ?
C1 C2 C3 C4 173.6(2) . . . . ?
O4 C3 C4 C5 -63.3(2) . . . . ?
C11 C3 C4 C5 54.6(2) . . . . ?
C2 C3 C4 C5 -175.46(19) . . . . ?
O4 C3 C4 C17 178.4(2) . . . . ?
C11 C3 C4 C17 -63.7(3) . . . . ?
C2 C3 C4 C17 66.2(3) . . . . ?
O4 C3 C4 C18 57.7(2) . . . . ?
C11 C3 C4 C18 175.6(2) . . . . ?
C2 C3 C4 C18 -54.5(2) . . . . ?
C17 C4 C5 C13 98.3(3) . . . . ?
C18 C4 C5 C13 -143.7(2) . . . . ?
C3 C4 C5 C13 -23.9(3) . . . . ?
C17 C4 C5 C6 -78.2(3) . . . . ?
C18 C4 C5 C6 39.8(3) . . . . ?
C3 C4 C5 C6 159.5(2) . . . . ?
C13 C5 C6 C7 -16.3(4) . . . . ?
C4 C5 C6 C7 160.3(2) . . . . ?
C5 C6 C7 C8 49.3(3) . . . . ?
C6 C7 C8 C9 179.4(3) . . . . ?
C6 C7 C8 C16 58.1(3) . . . . ?
C6 C7 C8 C14 -62.2(3) . . . . ?
C16 C8 C9 C21B 20.7(17) . . . . ?
C7 C8 C9 C21B -100.8(17) . . . . ?
C14 C8 C9 C21B 143.1(17) . . . . ?
C16 C8 C9 C21A 97.8(19) . . . . ?
C7 C8 C9 C21A -23.7(19) . . . . ?
C14 C8 C9 C21A -139.8(18) . . . . ?
C20 C2 C10 O5 6.7(4) . . . . ?
C1 C2 C10 O5 -107.9(3) . . . . ?
C3 C2 C10 O5 128.6(3) . . . . ?
C20 C2 C10 O1 -177.3(2) . . . . ?
C1 C2 C10 O1 68.1(3) . . . . ?
C3 C2 C10 O1 -55.4(3) . . . . ?
O4 C3 C11 C12 55.5(3) . . . . ?
C4 C3 C11 C12 -62.1(3) . . . . ?
C2 C3 C11 C12 168.9(2) . . . . ?
C3 C11 C12 C13 36.2(3) . . . . ?
C6 C5 C13 C12 175.1(2) . . . . ?
C4 C5 C13 C12 -1.3(4) . . . . ?
C6 C5 C13 C14 -0.8(4) . . . . ?
C4 C5 C13 C14 -177.2(2) . . . . ?
C11 C12 C13 C5 -4.3(3) . . . . ?
C11 C12 C13 C14 171.9(2) . . . . ?
C15 O2 C14 C13 -129.9(3) . . . . ?
C15 O2 C14 C8 103.7(4) . . . . ?
C5 C13 C14 O2 -138.6(2) . . . . ?
C12 C13 C14 O2 45.3(3) . . . . ?
C5 C13 C14 C8 -14.6(4) . . . . ?
C12 C13 C14 C8 169.2(2) . . . . ?
C9 C8 C14 O2 -76.3(3) . . . . ?
C16 C8 C14 O2 45.9(3) . . . . ?
C7 C8 C14 O2 166.2(2) . . . . ?
C9 C8 C14 C13 161.3(3) . . . . ?
C16 C8 C14 C13 -76.5(3) . . . . ?
C7 C8 C14 C13 43.8(3) . . . . ?
C5 C4 C18 C19 172.8(2) . . . . ?
C17 C4 C18 C19 -70.4(3) . . . . ?
C3 C4 C18 C19 53.0(3) . . . . ?
C4 C18 C19 C20 -53.7(3) . . . . ?
C18 C19 C20 C2 54.9(3) . . . . ?
C10 C2 C20 C19 73.2(3) . . . . ?
C1 C2 C20 C19 -174.1(2) . . . . ?
C3 C2 C20 C19 -54.3(3) . . . . ?
