#------------------------------------------------------------------------------
#$Date: 2020-08-04 04:17:49 +0200 (mar 04 de ago de 2020) $
#$Revision: 254778 $
#$URL: svn://www.crystallography.net/cod/cif/1/55/85/1558569.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_1558569
loop_
_publ_author_name
'Pederson, Petra J.'
'Cai, Shengxin'
'Carver, Chase'
'Powell, Douglas R.'
'Risinger, April L.'
'Grkovic, Tanja'
'O'Keefe, Barry R'
'Mooberry, Susan L.'
'Cichewicz, Robert H.'
_publ_section_title
;
 Triple-Negative Breast Cancer Cells Exhibit Differential Sensitivity to
 Cardenolides from Calotropis gigantea.
;
_journal_issue                   7
_journal_name_full               'Journal of natural products'
_journal_page_first              2269
_journal_page_last               2280
_journal_paper_doi               10.1021/acs.jnatprod.0c00423
_journal_volume                  83
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C23 H34 O4'
_chemical_formula_sum            'C23 H34 O4'
_chemical_formula_weight         374.50
_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   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 100.7421(13)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.3191(2)
_cell_length_b                   11.9806(4)
_cell_length_c                   12.9208(5)
_cell_measurement_reflns_used    9953
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.59
_cell_measurement_theta_min      2.34
_cell_volume                     961.05(6)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2018)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_molecular_graphics    'Mercury (CCDC, 2018)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Photon II cmos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            37792
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.608
_diffrn_reflns_theta_min         2.337
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\mS 3.0'
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.086
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
; 
 Flack x determined using 2457 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
 
 Hooft y      = 0.1(2)
 P2(true)     = 1.000
 P3(true)     = 0.913
 P3(rac-twin) = 0.087
 P3(false)    = 0.2E-04
;
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         5382
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0295
_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)+(0.0550P)²+0.1500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0828
_refine_ls_wR_factor_ref         0.0838
_reflns_Friedel_coverage         0.909
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                5256
_reflns_number_total             5382
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            np0c00423_si_002.cif
_cod_data_source_block           compound_1
_cod_depositor_comments
'Adding full bibliography for 1558566--1558571.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1558569
_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   0.978
_shelx_estimated_absorpt_t_max   0.993
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
O1 O 0.46148(18) 0.41009(10) 0.81718(8) 0.0190(2) Uani 1 1 d . . . . .
H1 H 0.346(4) 0.4321(19) 0.8305(17) 0.023 Uiso 1 1 d . U . . .
O2 O 0.96123(16) 0.40522(9) 0.21189(8) 0.01444(19) Uani 1 1 d . . . . .
H2 H 0.968(3) 0.3380(19) 0.2109(17) 0.017 Uiso 1 1 d . U . . .
O3 O 1.06916(17) 0.50485(10) -0.09718(9) 0.0196(2) Uani 1 1 d . . . . .
O4 O 1.0389(2) 0.66733(10) -0.18459(10) 0.0264(3) Uani 1 1 d . . . . .
C1 C 0.3810(2) 0.53490(12) 0.54172(10) 0.0134(2) Uani 1 1 d . . . . .
H1A H 0.342304 0.611350 0.515843 0.016 Uiso 1 1 calc R U . . .
H1AB H 0.268787 0.483500 0.505205 0.016 Uiso 1 1 calc R U . . .
C2 C 0.3818(2) 0.53052(12) 0.66071(11) 0.0156(3) Uani 1 1 d . . . . .
H2A H 0.482515 0.587474 0.697095 0.019 Uiso 1 1 calc R U . . .
H2AB H 0.235899 0.548036 0.673735 0.019 Uiso 1 1 calc R U . . .
C3 C 0.4497(2) 0.41542(12) 0.70525(10) 0.0145(2) Uani 1 1 d . . . . .
H3 H 0.341823 0.359353 0.670954 0.017 Uiso 1 1 calc R U . . .
C4 C 0.6692(2) 0.38431(11) 0.68187(10) 0.0135(2) Uani 1 1 d . . . . .
H4A H 0.709943 0.308792 0.709766 0.016 Uiso 1 1 calc R U . . .
H4AB H 0.778895 0.437786 0.717047 0.016 Uiso 1 1 calc R U . . .
C5 C 0.6625(2) 0.38634(11) 0.56225(10) 0.0117(2) Uani 1 1 d . . . . .
H5 H 0.545120 0.333878 0.530467 0.014 Uiso 1 1 calc R U . . .
C6 C 0.8694(2) 0.34206(12) 0.53231(11) 0.0141(2) Uani 1 1 d . . . . .
H6A H 0.903050 0.267644 0.564496 0.017 Uiso 1 1 calc R U . . .
H6AB H 0.990258 0.392833 0.560178 0.017 Uiso 1 1 calc R U . . .
C7 C 0.8462(2) 0.33300(12) 0.41263(11) 0.0151(3) Uani 1 1 d . . . . .
H7A H 0.737748 0.275159 0.386094 0.018 Uiso 1 1 calc R U . . .
H7AB H 0.985466 0.309315 0.395123 0.018 Uiso 1 1 calc R U . . .
C8 C 0.7776(2) 0.44421(11) 0.35754(11) 0.0119(2) Uani 1 1 d . . . . .
H8 H 0.895962 0.498912 0.381774 0.014 Uiso 1 1 calc R U . . .
C9 C 0.5725(2) 0.49086(11) 0.39084(10) 0.0113(2) Uani 1 1 d . . . . .
H9 H 0.455079 0.435205 0.368188 0.014 Uiso 1 1 calc R U . . .
C10 C 0.5994(2) 0.50292(11) 0.51286(10) 0.0115(2) Uani 1 1 d . . . . .
C11 C 0.5027(2) 0.59989(12) 0.33171(11) 0.0153(3) Uani 1 1 d . . . . .
H11A H 0.363467 0.624391 0.348723 0.018 Uiso 1 1 calc R U . . .
H11B H 0.610681 0.658542 0.356357 0.018 Uiso 1 1 calc R U . . .
C12 C 0.4784(2) 0.58759(12) 0.21234(11) 0.0143(2) Uani 1 1 d . . . . .
H12A H 0.440310 0.661081 0.179006 0.017 Uiso 1 1 calc R U . . .
H12B H 0.358141 0.535658 0.186771 0.017 Uiso 1 1 calc R U . . .
C13 C 0.6842(2) 0.54376(11) 0.17724(10) 0.0119(2) Uani 1 1 d . . . . .
C14 C 0.7544(2) 0.43392(11) 0.23704(11) 0.0117(2) Uani 1 1 d . . . . .
C15 C 0.5857(2) 0.34979(11) 0.18339(11) 0.0138(2) Uani 1 1 d . . . . .
H15A H 0.448682 0.358203 0.209344 0.017 Uiso 1 1 calc R U . . .
H15B H 0.638112 0.272246 0.196292 0.017 Uiso 1 1 calc R U . . .
C16 C 0.5557(2) 0.37935(12) 0.06534(11) 0.0153(3) Uani 1 1 d . . . . .
H16A H 0.404414 0.366868 0.030244 0.018 Uiso 1 1 calc R U . . .
H16B H 0.650380 0.332426 0.030307 0.018 Uiso 1 1 calc R U . . .
C17 C 0.6165(2) 0.50489(12) 0.05905(10) 0.0130(2) Uani 1 1 d . . . . .
H17 H 0.482136 0.546207 0.027955 0.016 Uiso 1 1 calc R U . . .
C18 C 0.8587(2) 0.63443(12) 0.19475(11) 0.0156(3) Uani 1 1 d . . . . .
H18A H 0.987904 0.606912 0.171249 0.023 Uiso 1 1 d R U . . .
H18B H 0.894154 0.653094 0.269837 0.023 Uiso 1 1 d R U . . .
H18C H 0.805337 0.701212 0.154369 0.023 Uiso 1 1 d R U . . .
C19 C 0.7677(2) 0.59324(12) 0.55503(11) 0.0152(2) Uani 1 1 d . . . . .
H19A H 0.897970 0.581202 0.525591 0.023 Uiso 1 1 d R U . . .
H19B H 0.803609 0.588680 0.632040 0.023 Uiso 1 1 d R U . . .
H19C H 0.708222 0.667181 0.534227 0.023 Uiso 1 1 d R U . . .
C20 C 0.7792(2) 0.52708(12) -0.00932(10) 0.0136(2) Uani 1 1 d . . . . .
C21 C 0.9529(3) 0.44764(14) -0.02647(13) 0.0203(3) Uani 1 1 d . . . . .
H21A H 1.049743 0.430178 0.041039 0.024 Uiso 1 1 calc R U . . .
H21B H 0.889755 0.377208 -0.058405 0.024 Uiso 1 1 calc R U . . .
C22 C 0.7950(2) 0.61890(12) -0.06656(12) 0.0181(3) Uani 1 1 d . . . . .
H22 H 0.704147 0.682514 -0.070012 0.022 Uiso 1 1 calc R U . . .
C23 C 0.9737(2) 0.60590(12) -0.12282(11) 0.0179(3) 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 0.0000 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 H1 108.4(16) . . ?
C14 O2 H2 107.2(15) . . ?
C23 O3 C21 108.64(11) . . ?
C2 C1 C10 113.38(11) . . ?
C2 C1 H1A 108.9 . . ?
C10 C1 H1A 108.9 . . ?
C2 C1 H1AB 108.9 . . ?
C10 C1 H1AB 108.9 . . ?
H1A C1 H1AB 107.7 . . ?
C3 C2 C1 110.88(11) . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2AB 109.5 . . ?
C1 C2 H2AB 109.5 . . ?
H2A C2 H2AB 108.1 . . ?
O1 C3 C4 108.16(11) . . ?
O1 C3 C2 112.23(11) . . ?
C4 C3 C2 110.49(11) . . ?
O1 C3 H3 108.6 . . ?
C4 C3 H3 108.6 . . ?
C2 C3 H3 108.6 . . ?
C3 C4 C5 109.90(10) . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4AB 109.7 . . ?
C5 C4 H4AB 109.7 . . ?
H4A C4 H4AB 108.2 . . ?
C6 C5 C4 112.61(10) . . ?
C6 C5 C10 111.95(10) . . ?
C4 C5 C10 112.54(10) . . ?
C6 C5 H5 106.4 . . ?
C4 C5 H5 106.4 . . ?
C10 C5 H5 106.4 . . ?
C5 C6 C7 110.83(10) . . ?
C5 C6 H6A 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C5 C6 H6AB 109.5 . . ?
C7 C6 H6AB 109.5 . . ?
H6A C6 H6AB 108.1 . . ?
C6 C7 C8 111.89(11) . . ?
C6 C7 H7A 109.2 . . ?
C8 C7 H7A 109.2 . . ?
C6 C7 H7AB 109.2 . . ?
C8 C7 H7AB 109.2 . . ?
H7A C7 H7AB 107.9 . . ?
C7 C8 C14 111.37(11) . . ?
C7 C8 C9 111.37(10) . . ?
C14 C8 C9 112.57(10) . . ?
C7 C8 H8 107.1 . . ?
C14 C8 H8 107.1 . . ?
C9 C8 H8 107.1 . . ?
C11 C9 C8 110.34(10) . . ?
C11 C9 C10 113.01(11) . . ?
C8 C9 C10 112.08(10) . . ?
C11 C9 H9 107.0 . . ?
C8 C9 H9 107.0 . . ?
C10 C9 H9 107.0 . . ?
C19 C10 C1 109.19(11) . . ?
C19 C10 C5 112.19(10) . . ?
C1 C10 C5 107.20(10) . . ?
C19 C10 C9 111.09(11) . . ?
C1 C10 C9 109.46(10) . . ?
C5 C10 C9 107.61(10) . . ?
C12 C11 C9 112.67(11) . . ?
C12 C11 H11A 109.1 . . ?
C9 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C9 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 C13 113.39(11) . . ?
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 . . ?
C18 C13 C12 109.68(11) . . ?
C18 C13 C14 113.39(11) . . ?
C12 C13 C14 108.69(10) . . ?
C18 C13 C17 114.18(11) . . ?
C12 C13 C17 107.03(10) . . ?
C14 C13 C17 103.47(10) . . ?
O2 C14 C15 108.85(11) . . ?
O2 C14 C8 109.05(10) . . ?
C15 C14 C8 115.84(11) . . ?
O2 C14 C13 106.07(10) . . ?
C15 C14 C13 102.85(10) . . ?
C8 C14 C13 113.61(10) . . ?
C14 C15 C16 104.04(11) . . ?
C14 C15 H15A 110.9 . . ?
C16 C15 H15A 110.9 . . ?
C14 C15 H15B 110.9 . . ?
C16 C15 H15B 110.9 . . ?
H15A C15 H15B 109.0 . . ?
C15 C16 C17 106.69(11) . . ?
C15 C16 H16A 110.4 . . ?
C17 C16 H16A 110.4 . . ?
C15 C16 H16B 110.4 . . ?
C17 C16 H16B 110.4 . . ?
H16A C16 H16B 108.6 . . ?
C20 C17 C16 113.88(11) . . ?
C20 C17 C13 115.22(11) . . ?
C16 C17 C13 105.04(11) . . ?
C20 C17 H17 107.4 . . ?
C16 C17 H17 107.4 . . ?
C13 C17 H17 107.4 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C19 H19A 109.5 . . ?
C10 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C10 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22 C20 C17 126.92(13) . . ?
C22 C20 C21 107.92(12) . . ?
C17 C20 C21 125.15(12) . . ?
O3 C21 C20 105.32(12) . . ?
O3 C21 H21A 110.7 . . ?
C20 C21 H21A 110.7 . . ?
O3 C21 H21B 110.7 . . ?
C20 C21 H21B 110.7 . . ?
H21A C21 H21B 108.8 . . ?
C20 C22 C23 109.33(13) . . ?
C20 C22 H22 125.3 . . ?
C23 C22 H22 125.3 . . ?
O4 C23 O3 120.56(14) . . ?
O4 C23 C22 130.69(15) . . ?
O3 C23 C22 108.75(12) . . ?
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 C3 1.4357(16) . ?
O1 H1 0.82(2) . ?
O2 C14 1.4460(15) . ?
O2 H2 0.81(2) . ?
O3 C23 1.3656(19) . ?
O3 C21 1.4473(17) . ?
O4 C23 1.2131(18) . ?
C1 C2 1.5375(18) . ?
C1 C10 1.5435(18) . ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
C2 C3 1.525(2) . ?
C2 H2A 0.9900 . ?
C2 H2AB 0.9900 . ?
C3 C4 1.5196(18) . ?
C3 H3 1.0000 . ?
C4 C5 1.5385(17) . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 C6 1.5265(18) . ?
C5 C10 1.5563(18) . ?
C5 H5 1.0000 . ?
C6 C7 1.5297(19) . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 C8 1.5346(18) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 C14 1.5414(18) . ?
C8 C9 1.5440(17) . ?
C8 H8 1.0000 . ?
C9 C11 1.5360(18) . ?
C9 C10 1.5605(18) . ?
C9 H9 1.0000 . ?
C10 C19 1.5434(18) . ?
C11 C12 1.5283(18) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.5467(18) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C18 1.5341(19) . ?
C13 C14 1.5485(18) . ?
C13 C17 1.5774(18) . ?
C14 C15 1.5355(19) . ?
C15 C16 1.5427(19) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.5582(19) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C20 1.4989(18) . ?
C17 H17 1.0000 . ?
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 C22 1.340(2) . ?
C20 C21 1.500(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.461(2) . ?
C22 H22 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O3 0.82(2) 2.30(2) 3.1116(15) 167(2) 1_456 yes
O2 H2 O4 0.81(2) 2.07(2) 2.8717(16) 171(2) 2_745 yes
C15 H15B O4 0.99 2.43 3.2236(18) 137.3 2_745 yes
C21 H21A O2 0.99 2.39 3.1122(18) 128.8 . yes
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 -56.26(15) . . . . ?
C1 C2 C3 O1 177.37(11) . . . . ?
C1 C2 C3 C4 56.57(14) . . . . ?
O1 C3 C4 C5 178.72(11) . . . . ?
C2 C3 C4 C5 -58.08(14) . . . . ?
C3 C4 C5 C6 -172.94(11) . . . . ?
C3 C4 C5 C10 59.38(14) . . . . ?
C4 C5 C6 C7 173.50(11) . . . . ?
C10 C5 C6 C7 -58.51(14) . . . . ?
C5 C6 C7 C8 54.93(15) . . . . ?
C6 C7 C8 C14 -179.90(10) . . . . ?
C6 C7 C8 C9 -53.34(14) . . . . ?
C7 C8 C9 C11 -177.98(11) . . . . ?
C14 C8 C9 C11 -52.08(14) . . . . ?
C7 C8 C9 C10 55.13(14) . . . . ?
C14 C8 C9 C10 -178.96(11) . . . . ?
C2 C1 C10 C19 -67.39(14) . . . . ?
C2 C1 C10 C5 54.36(14) . . . . ?
C2 C1 C10 C9 170.80(11) . . . . ?
C6 C5 C10 C19 -64.16(14) . . . . ?
C4 C5 C10 C19 63.87(14) . . . . ?
C6 C5 C10 C1 175.98(10) . . . . ?
C4 C5 C10 C1 -55.98(13) . . . . ?
C6 C5 C10 C9 58.33(13) . . . . ?
C4 C5 C10 C9 -173.64(10) . . . . ?
C11 C9 C10 C19 -58.71(14) . . . . ?
C8 C9 C10 C19 66.72(13) . . . . ?
C11 C9 C10 C1 61.95(14) . . . . ?
C8 C9 C10 C1 -172.62(10) . . . . ?
C11 C9 C10 C5 178.13(10) . . . . ?
C8 C9 C10 C5 -56.44(13) . . . . ?
C8 C9 C11 C12 53.18(14) . . . . ?
C10 C9 C11 C12 179.55(11) . . . . ?
C9 C11 C12 C13 -55.87(15) . . . . ?
C11 C12 C13 C18 -70.74(14) . . . . ?
C11 C12 C13 C14 53.73(14) . . . . ?
C11 C12 C13 C17 164.88(11) . . . . ?
C7 C8 C14 O2 -62.20(14) . . . . ?
C9 C8 C14 O2 171.89(10) . . . . ?
C7 C8 C14 C15 60.96(14) . . . . ?
C9 C8 C14 C15 -64.95(14) . . . . ?
C7 C8 C14 C13 179.73(10) . . . . ?
C9 C8 C14 C13 53.83(14) . . . . ?
C18 C13 C14 O2 -50.31(14) . . . . ?
C12 C13 C14 O2 -172.56(10) . . . . ?
C17 C13 C14 O2 73.92(12) . . . . ?
C18 C13 C14 C15 -164.55(11) . . . . ?
C12 C13 C14 C15 73.20(12) . . . . ?
C17 C13 C14 C15 -40.32(12) . . . . ?
C18 C13 C14 C8 69.46(14) . . . . ?
C12 C13 C14 C8 -52.79(14) . . . . ?
C17 C13 C14 C8 -166.31(10) . . . . ?
O2 C14 C15 C16 -71.17(13) . . . . ?
C8 C14 C15 C16 165.57(11) . . . . ?
C13 C14 C15 C16 41.04(13) . . . . ?
C14 C15 C16 C17 -25.75(14) . . . . ?
C15 C16 C17 C20 127.72(12) . . . . ?
C15 C16 C17 C13 0.74(13) . . . . ?
C18 C13 C17 C20 21.81(16) . . . . ?
C12 C13 C17 C20 143.39(11) . . . . ?
C14 C13 C17 C20 -101.90(13) . . . . ?
C18 C13 C17 C16 147.96(11) . . . . ?
C12 C13 C17 C16 -90.46(12) . . . . ?
C14 C13 C17 C16 24.25(12) . . . . ?
C16 C17 C20 C22 148.42(14) . . . . ?
C13 C17 C20 C22 -90.10(17) . . . . ?
C16 C17 C20 C21 -30.63(19) . . . . ?
C13 C17 C20 C21 90.85(17) . . . . ?
C23 O3 C21 C20 -1.67(16) . . . . ?
C22 C20 C21 O3 1.00(17) . . . . ?
C17 C20 C21 O3 -179.80(12) . . . . ?
C17 C20 C22 C23 -179.18(13) . . . . ?
C21 C20 C22 C23 0.00(17) . . . . ?
C21 O3 C23 O4 -177.34(14) . . . . ?
C21 O3 C23 C22 1.71(16) . . . . ?
C20 C22 C23 O4 177.84(16) . . . . ?
C20 C22 C23 O3 -1.08(17) . . . . ?
