#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/05/7150533.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_7150533
loop_
_publ_author_name
'Salvador, Jorge A. R.'
'Pinto, Rui M. A.'
'Santos, Rita C.'
'Le Roux, Christophe'
'Beja, Ana Matos'
'Paixão, José A.'
_publ_section_title
;
 Bismuth triflate-catalyzed Wagner-Meerwein rearrangement in terpenes.
 Application to the synthesis of the 18α-oleanane core and
 A-neo-18α-oleanene compounds from lupanes
;
_journal_issue                   3
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              508
_journal_page_last               517
_journal_paper_doi               10.1039/b814448f
_journal_volume                  7
_journal_year                    2009
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C32 H52 O3'
_chemical_formula_sum            'C32 H52 O3'
_chemical_formula_weight         484.76
_chemical_melting_point          559
_chemical_name_systematic
;
19β,28-epoxy-18α-olean-3β-yl acetate
;
_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                 99.0080(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.3520(2)
_cell_length_b                   6.54000(10)
_cell_length_c                   32.4439(5)
_cell_measurement_reflns_used    9681
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.1742
_cell_measurement_theta_min      2.5425
_cell_volume                     2798.13(7)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'PLATON (Spek, 2005)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  SHELXL-97
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0137
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            26879
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         26.24
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2000)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tabular
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.126
_refine_diff_density_rms         0.027
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.5(14)
_refine_ls_extinction_coef       0.0014(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         3074
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0355
_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)+(0.0600P)²+0.5416P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.0994
_reflns_number_gt                2759
_reflns_number_total             3074
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b814448f.txt
_cod_data_source_block           rsrx55
_cod_original_sg_symbol_H-M      C2
_cod_database_code               7150533
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 0.22967(14) 0.6396(4) 0.33332(6) 0.0424(5) Uani 1 1 d . . .
H1A H 0.1686 0.7171 0.3237 0.051 Uiso 1 1 calc R . .
H1B H 0.2240 0.5092 0.3189 0.051 Uiso 1 1 calc R . .
C2 C 0.23693(14) 0.6013(4) 0.38030(6) 0.0463(5) Uani 1 1 d . . .
H2A H 0.2378 0.7309 0.3949 0.056 Uiso 1 1 calc R . .
H2B H 0.1781 0.5248 0.3857 0.056 Uiso 1 1 calc R . .
C3 C 0.33184(14) 0.4832(3) 0.39625(6) 0.0421(4) Uani 1 1 d . . .
H3 H 0.3272 0.3493 0.3825 0.050 Uiso 1 1 calc R . .
O3A O 0.33907(12) 0.4505(3) 0.44122(4) 0.0519(4) Uani 1 1 d . . .
C3A C 0.30021(17) 0.2804(4) 0.45466(6) 0.0508(5) Uani 1 1 d . . .
O3B O 0.25354(16) 0.1567(3) 0.43213(5) 0.0770(6) Uani 1 1 d . . .
C3B C 0.3224(3) 0.2629(6) 0.50118(7) 0.0835(9) Uani 1 1 d . . .
H3B1 H 0.2635 0.2124 0.5115 0.125 Uiso 1 1 calc R . .
H3B2 H 0.3400 0.3950 0.5130 0.125 Uiso 1 1 calc R . .
H3B3 H 0.3779 0.1702 0.5089 0.125 Uiso 1 1 calc R . .
C4 C 0.43081(15) 0.5850(3) 0.38892(6) 0.0426(4) Uani 1 1 d . . .
C23 C 0.45722(19) 0.7694(4) 0.41788(7) 0.0582(6) Uani 1 1 d . . .
H23A H 0.3991 0.8571 0.4165 0.087 Uiso 1 1 calc R . .
H23B H 0.5123 0.8440 0.4093 0.087 Uiso 1 1 calc R . .
H23C H 0.4767 0.7225 0.4460 0.087 Uiso 1 1 calc R . .
C24 C 0.51572(17) 0.4245(4) 0.39875(7) 0.0600(6) Uani 1 1 d . . .
H24A H 0.5118 0.3620 0.4252 0.090 Uiso 1 1 calc R . .
H24B H 0.5805 0.4899 0.3998 0.090 Uiso 1 1 calc R . .
H24C H 0.5078 0.3217 0.3774 0.090 Uiso 1 1 calc R . .
C5 C 0.41840(13) 0.6370(3) 0.34158(6) 0.0371(4) Uani 1 1 d . . .
H5 H 0.4118 0.5037 0.3276 0.045 Uiso 1 1 calc R . .
C6 C 0.51368(14) 0.7316(4) 0.32846(7) 0.0498(5) Uani 1 1 d . . .
H6A H 0.5189 0.8739 0.3369 0.060 Uiso 1 1 calc R . .
H6B H 0.5733 0.6606 0.3424 0.060 Uiso 1 1 calc R . .
C7 C 0.50952(14) 0.7168(4) 0.28144(6) 0.0477(5) Uani 1 1 d . . .
H7A H 0.5091 0.5737 0.2736 0.057 Uiso 1 1 calc R . .
H7B H 0.5704 0.7781 0.2740 0.057 Uiso 1 1 calc R . .
C8 C 0.41598(14) 0.8228(3) 0.25624(6) 0.0373(4) Uani 1 1 d . . .
C26 C 0.4311(2) 1.0558(3) 0.26212(8) 0.0548(6) Uani 1 1 d . . .
H26A H 0.4505 1.0858 0.2912 0.082 Uiso 1 1 calc R . .
H26B H 0.3689 1.1251 0.2518 0.082 Uiso 1 1 calc R . .
H26C H 0.4833 1.1012 0.2470 0.082 Uiso 1 1 calc R . .
C9 C 0.31879(12) 0.7475(3) 0.27338(5) 0.0336(4) Uani 1 1 d . . .
H9 H 0.3142 0.6014 0.2666 0.040 Uiso 1 1 calc R . .
C10 C 0.32184(14) 0.7567(3) 0.32190(6) 0.0352(4) Uani 1 1 d . . .
C25 C 0.31549(19) 0.9771(4) 0.33803(7) 0.0519(5) Uani 1 1 d . . .
H25A H 0.2911 0.9750 0.3643 0.078 Uiso 1 1 calc R . .
H25B H 0.2698 1.0551 0.3182 0.078 Uiso 1 1 calc R . .
H25C H 0.3816 1.0384 0.3416 0.078 Uiso 1 1 calc R . .
C11 C 0.22298(13) 0.8411(4) 0.24818(6) 0.0462(5) Uani 1 1 d . . .
H11A H 0.1638 0.7863 0.2582 0.055 Uiso 1 1 calc R . .
H11B H 0.2237 0.9879 0.2525 0.055 Uiso 1 1 calc R . .
C12 C 0.21503(13) 0.7967(4) 0.20157(6) 0.0470(5) Uani 1 1 d . . .
H12A H 0.1559 0.8659 0.1867 0.056 Uiso 1 1 calc R . .
H12B H 0.2057 0.6509 0.1969 0.056 Uiso 1 1 calc R . .
C13 C 0.30916(13) 0.8664(3) 0.18390(5) 0.0374(4) Uani 1 1 d . . .
H13 H 0.3154 1.0144 0.1883 0.045 Uiso 1 1 calc R . .
C14 C 0.40645(14) 0.7664(3) 0.20822(6) 0.0374(4) Uani 1 1 d . . .
C27 C 0.40307(18) 0.5332(3) 0.20158(7) 0.0487(5) Uani 1 1 d . . .
H27A H 0.3808 0.5038 0.1726 0.073 Uiso 1 1 calc R . .
H27B H 0.3567 0.4734 0.2180 0.073 Uiso 1 1 calc R . .
H27C H 0.4695 0.4770 0.2100 0.073 Uiso 1 1 calc R . .
C15 C 0.49837(14) 0.8470(4) 0.18925(7) 0.0532(6) Uani 1 1 d . . .
H15A H 0.5047 0.9930 0.1942 0.064 Uiso 1 1 calc R . .
H15B H 0.5596 0.7825 0.2035 0.064 Uiso 1 1 calc R . .
C16 C 0.49019(15) 0.8070(5) 0.14241(7) 0.0557(6) Uani 1 1 d . . .
H16A H 0.5468 0.8724 0.1323 0.067 Uiso 1 1 calc R . .
H16B H 0.4954 0.6610 0.1379 0.067 Uiso 1 1 calc R . .
C17 C 0.39178(15) 0.8847(4) 0.11721(6) 0.0453(5) Uani 1 1 d . . .
C18 C 0.29716(14) 0.8284(3) 0.13669(6) 0.0398(4) Uani 1 1 d . . .
H18 H 0.2777 0.6861 0.1303 0.048 Uiso 1 1 calc R . .
C19 C 0.22245(16) 0.9736(4) 0.11117(6) 0.0491(5) Uani 1 1 d . . .
H19 H 0.1624 0.9912 0.1248 0.059 Uiso 1 1 calc R . .
O19 O 0.27711(14) 1.1634(3) 0.11186(5) 0.0614(4) Uani 1 1 d . . .
C20 C 0.19021(17) 0.9000(5) 0.06577(7) 0.0576(6) Uani 1 1 d . . .
C29 C 0.1163(2) 1.0548(7) 0.04267(8) 0.0861(11) Uani 1 1 d . . .
H29A H 0.0532 1.0490 0.0534 0.129 Uiso 1 1 calc R . .
H29B H 0.1047 1.0230 0.0134 0.129 Uiso 1 1 calc R . .
H29C H 0.1444 1.1897 0.0467 0.129 Uiso 1 1 calc R . .
C30 C 0.1395(2) 0.6895(7) 0.06488(9) 0.0846(10) Uani 1 1 d . . .
H30A H 0.1902 0.5866 0.0728 0.127 Uiso 1 1 calc R . .
H30B H 0.1049 0.6618 0.0372 0.127 Uiso 1 1 calc R . .
H30C H 0.0916 0.6881 0.0841 0.127 Uiso 1 1 calc R . .
C21 C 0.28529(17) 0.8921(5) 0.04486(7) 0.0588(6) Uani 1 1 d . . .
H21A H 0.2707 0.8115 0.0195 0.071 Uiso 1 1 calc R . .
H21B H 0.3017 1.0297 0.0370 0.071 Uiso 1 1 calc R . .
C22 C 0.37728(16) 0.8010(4) 0.07248(6) 0.0560(6) Uani 1 1 d . . .
H22A H 0.4375 0.8304 0.0603 0.067 Uiso 1 1 calc R . .
H22B H 0.3696 0.6537 0.0733 0.067 Uiso 1 1 calc R . .
C28 C 0.38299(19) 1.1170(4) 0.11595(8) 0.0566(6) Uani 1 1 d . . .
H28A H 0.4193 1.1762 0.1414 0.068 Uiso 1 1 calc R . .
H28B H 0.4112 1.1714 0.0924 0.068 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 0.0033 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
C2 C1 C10 113.04(15) . . ?
C2 C1 H1A 109.0 . . ?
C10 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
C10 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C3 C2 C1 110.15(15) . . ?
C3 C2 H2A 109.6 . . ?
C1 C2 H2A 109.6 . . ?
C3 C2 H2B 109.6 . . ?
C1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
O3A C3 C2 109.77(15) . . ?
O3A C3 C4 107.14(14) . . ?
C2 C3 C4 115.10(18) . . ?
O3A C3 H3 108.2 . . ?
C2 C3 H3 108.2 . . ?
C4 C3 H3 108.2 . . ?
C3A O3A C3 118.74(16) . . ?
O3B C3A O3A 123.89(19) . . ?
O3B C3A C3B 124.5(2) . . ?
O3A C3A C3B 111.6(2) . . ?
C3A C3B H3B1 109.5 . . ?
C3A C3B H3B2 109.5 . . ?
H3B1 C3B H3B2 109.5 . . ?
C3A C3B H3B3 109.5 . . ?
H3B1 C3B H3B3 109.5 . . ?
H3B2 C3B H3B3 109.5 . . ?
C3 C4 C23 111.56(17) . . ?
C3 C4 C24 107.24(19) . . ?
C23 C4 C24 108.49(17) . . ?
C3 C4 C5 106.69(14) . . ?
C23 C4 C5 114.27(18) . . ?
C24 C4 C5 108.32(16) . . ?
C4 C23 H23A 109.5 . . ?
C4 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C4 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C4 C24 H24A 109.5 . . ?
C4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C6 C5 C4 113.41(15) . . ?
C6 C5 C10 110.67(17) . . ?
C4 C5 C10 117.90(15) . . ?
C6 C5 H5 104.4 . . ?
C4 C5 H5 104.4 . . ?
C10 C5 H5 104.4 . . ?
C7 C6 C5 110.56(16) . . ?
C7 C6 H6A 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C6 C7 C8 113.69(17) . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C26 C8 C7 107.33(19) . . ?
C26 C8 C9 111.43(17) . . ?
C7 C8 C9 108.43(15) . . ?
C26 C8 C14 109.85(17) . . ?
C7 C8 C14 110.43(15) . . ?
C9 C8 C14 109.35(14) . . ?
C8 C26 H26A 109.5 . . ?
C8 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C8 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C11 C9 C8 110.65(15) . . ?
C11 C9 C10 114.07(13) . . ?
C8 C9 C10 116.77(14) . . ?
C11 C9 H9 104.6 . . ?
C8 C9 H9 104.6 . . ?
C10 C9 H9 104.6 . . ?
C25 C10 C1 107.13(16) . . ?
C25 C10 C5 114.65(17) . . ?
C1 C10 C5 106.99(15) . . ?
C25 C10 C9 112.50(15) . . ?
C1 C10 C9 108.99(14) . . ?
C5 C10 C9 106.37(14) . . ?
C10 C25 H25A 109.5 . . ?
C10 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C10 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C12 C11 C9 112.02(15) . . ?
C12 C11 H11A 109.2 . . ?
C9 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
C9 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C13 112.37(17) . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 C18 111.24(15) . . ?
C12 C13 C14 110.78(15) . . ?
C18 C13 C14 112.76(14) . . ?
C12 C13 H13 107.3 . . ?
C18 C13 H13 107.3 . . ?
C14 C13 H13 107.3 . . ?
C27 C14 C15 106.80(18) . . ?
C27 C14 C13 109.97(18) . . ?
C15 C14 C13 107.84(15) . . ?
C27 C14 C8 111.34(16) . . ?
C15 C14 C8 111.36(16) . . ?
C13 C14 C8 109.43(14) . . ?
C14 C27 H27A 109.5 . . ?
C14 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C14 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C16 C15 C14 113.51(18) . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 113.45(17) . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 C28 113.8(2) . . ?
C16 C17 C22 111.06(17) . . ?
C28 C17 C22 109.4(2) . . ?
C16 C17 C18 113.18(17) . . ?
C28 C17 C18 100.62(17) . . ?
C22 C17 C18 108.17(18) . . ?
C19 C18 C13 113.48(15) . . ?
C19 C18 C17 97.88(16) . . ?
C13 C18 C17 113.94(16) . . ?
C19 C18 H18 110.3 . . ?
C13 C18 H18 110.3 . . ?
C17 C18 H18 110.3 . . ?
O19 C19 C18 103.99(16) . . ?
O19 C19 C20 110.41(18) . . ?
C18 C19 C20 112.60(18) . . ?
O19 C19 H19 109.9 . . ?
C18 C19 H19 109.9 . . ?
C20 C19 H19 109.9 . . ?
C28 O19 C19 108.06(17) . . ?
C29 C20 C21 108.8(2) . . ?
C29 C20 C30 109.7(2) . . ?
C21 C20 C30 110.9(2) . . ?
C29 C20 C19 108.9(2) . . ?
C21 C20 C19 107.83(18) . . ?
C30 C20 C19 110.7(2) . . ?
C20 C29 H29A 109.5 . . ?
C20 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C20 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C20 C30 H30A 109.5 . . ?
C20 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C20 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C22 C21 C20 113.61(17) . . ?
C22 C21 H21A 108.8 . . ?
C20 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C20 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 C17 112.81(18) . . ?
C21 C22 H22A 109.0 . . ?
C17 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
C17 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
O19 C28 C17 106.5(2) . . ?
O19 C28 H28A 110.4 . . ?
C17 C28 H28A 110.4 . . ?
O19 C28 H28B 110.4 . . ?
C17 C28 H28B 110.4 . . ?
H28A C28 H28B 108.6 . . ?
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 C2 1.533(3) . ?
C1 C10 1.543(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.505(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 O3A 1.463(2) . ?
C3 C4 1.531(3) . ?
C3 H3 0.9800 . ?
O3A C3A 1.330(3) . ?
C3A O3B 1.197(3) . ?
C3A C3B 1.496(3) . ?
C3B H3B1 0.9600 . ?
C3B H3B2 0.9600 . ?
C3B H3B3 0.9600 . ?
C4 C23 1.536(3) . ?
C4 C24 1.541(3) . ?
C4 C5 1.556(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C5 C6 1.534(3) . ?
C5 C10 1.557(3) . ?
C5 H5 0.9800 . ?
C6 C7 1.521(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.546(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C26 1.545(3) . ?
C8 C9 1.569(2) . ?
C8 C14 1.587(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C9 C11 1.534(2) . ?
C9 C10 1.569(2) . ?
C9 H9 0.9800 . ?
C10 C25 1.540(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C11 C12 1.527(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.530(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C18 1.535(2) . ?
C13 C14 1.555(2) . ?
C13 H13 0.9800 . ?
C14 C27 1.540(3) . ?
C14 C15 1.549(3) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C15 C16 1.529(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.522(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C28 1.524(3) . ?
C17 C22 1.535(3) . ?
C17 C18 1.543(2) . ?
C18 C19 1.524(3) . ?
C18 H18 0.9800 . ?
C19 O19 1.438(3) . ?
C19 C20 1.546(3) . ?
C19 H19 0.9800 . ?
O19 C28 1.432(3) . ?
C20 C29 1.526(4) . ?
C20 C21 1.531(3) . ?
C20 C30 1.533(5) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C21 C22 1.524(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 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
C10 C1 C2 C3 -58.0(2) . . . . ?
C1 C2 C3 O3A 178.98(17) . . . . ?
C1 C2 C3 C4 58.0(2) . . . . ?
C2 C3 O3A C3A 92.0(2) . . . . ?
C4 C3 O3A C3A -142.38(19) . . . . ?
C3 O3A C3A O3B -4.9(3) . . . . ?
C3 O3A C3A C3B 174.8(2) . . . . ?
O3A C3 C4 C23 -49.5(2) . . . . ?
C2 C3 C4 C23 72.9(2) . . . . ?
O3A C3 C4 C24 69.2(2) . . . . ?
C2 C3 C4 C24 -168.48(17) . . . . ?
O3A C3 C4 C5 -174.95(16) . . . . ?
C2 C3 C4 C5 -52.6(2) . . . . ?
C3 C4 C5 C6 -177.24(18) . . . . ?
C23 C4 C5 C6 59.0(2) . . . . ?
C24 C4 C5 C6 -62.1(2) . . . . ?
C3 C4 C5 C10 51.1(2) . . . . ?
C23 C4 C5 C10 -72.7(2) . . . . ?
C24 C4 C5 C10 166.29(18) . . . . ?
C4 C5 C6 C7 162.17(18) . . . . ?
C10 C5 C6 C7 -62.7(2) . . . . ?
C5 C6 C7 C8 58.3(3) . . . . ?
C6 C7 C8 C26 70.6(2) . . . . ?
C6 C7 C8 C9 -49.8(2) . . . . ?
C6 C7 C8 C14 -169.63(17) . . . . ?
C26 C8 C9 C11 64.5(2) . . . . ?
C7 C8 C9 C11 -177.57(17) . . . . ?
C14 C8 C9 C11 -57.1(2) . . . . ?
C26 C8 C9 C10 -68.2(2) . . . . ?
C7 C8 C9 C10 49.7(2) . . . . ?
C14 C8 C9 C10 170.17(15) . . . . ?
C2 C1 C10 C25 -69.9(2) . . . . ?
C2 C1 C10 C5 53.5(2) . . . . ?
C2 C1 C10 C9 168.11(17) . . . . ?
C6 C5 C10 C25 -66.6(2) . . . . ?
C4 C5 C10 C25 66.3(2) . . . . ?
C6 C5 C10 C1 174.81(16) . . . . ?
C4 C5 C10 C1 -52.3(2) . . . . ?
C6 C5 C10 C9 58.4(2) . . . . ?
C4 C5 C10 C9 -168.71(15) . . . . ?
C11 C9 C10 C25 -59.0(2) . . . . ?
C8 C9 C10 C25 72.1(2) . . . . ?
C11 C9 C10 C1 59.6(2) . . . . ?
C8 C9 C10 C1 -169.22(16) . . . . ?
C11 C9 C10 C5 174.66(16) . . . . ?
C8 C9 C10 C5 -54.2(2) . . . . ?
C8 C9 C11 C12 55.6(2) . . . . ?
C10 C9 C11 C12 -170.35(18) . . . . ?
C9 C11 C12 C13 -55.2(3) . . . . ?
C11 C12 C13 C18 -177.52(18) . . . . ?
C11 C12 C13 C14 56.2(2) . . . . ?
C12 C13 C14 C27 65.0(2) . . . . ?
C18 C13 C14 C27 -60.4(2) . . . . ?
C12 C13 C14 C15 -178.90(18) . . . . ?
C18 C13 C14 C15 55.7(2) . . . . ?
C12 C13 C14 C8 -57.6(2) . . . . ?
C18 C13 C14 C8 176.99(15) . . . . ?
C26 C8 C14 C27 173.75(19) . . . . ?
C7 C8 C14 C27 55.6(2) . . . . ?
C9 C8 C14 C27 -63.7(2) . . . . ?
C26 C8 C14 C15 54.7(2) . . . . ?
C7 C8 C14 C15 -63.5(2) . . . . ?
C9 C8 C14 C15 177.25(17) . . . . ?
C26 C8 C14 C13 -64.5(2) . . . . ?
C7 C8 C14 C13 177.35(16) . . . . ?
C9 C8 C14 C13 58.12(19) . . . . ?
C27 C14 C15 C16 61.4(2) . . . . ?
C13 C14 C15 C16 -56.7(3) . . . . ?
C8 C14 C15 C16 -176.82(19) . . . . ?
C14 C15 C16 C17 53.3(3) . . . . ?
C15 C16 C17 C28 68.2(3) . . . . ?
C15 C16 C17 C22 -167.8(2) . . . . ?
C15 C16 C17 C18 -45.9(3) . . . . ?
C12 C13 C18 C19 72.2(2) . . . . ?
C14 C13 C18 C19 -162.65(17) . . . . ?
C12 C13 C18 C17 -176.92(18) . . . . ?
C14 C13 C18 C17 -51.8(2) . . . . ?
C16 C17 C18 C19 165.7(2) . . . . ?
C28 C17 C18 C19 43.8(2) . . . . ?
C22 C17 C18 C19 -70.8(2) . . . . ?
C16 C17 C18 C13 45.6(3) . . . . ?
C28 C17 C18 C13 -76.3(2) . . . . ?
C22 C17 C18 C13 169.07(18) . . . . ?
C13 C18 C19 O19 75.37(18) . . . . ?
C17 C18 C19 O19 -45.08(18) . . . . ?
C13 C18 C19 C20 -165.08(17) . . . . ?
C17 C18 C19 C20 74.5(2) . . . . ?
C18 C19 O19 C28 28.6(2) . . . . ?
C20 C19 O19 C28 -92.4(2) . . . . ?
O19 C19 C20 C29 -63.9(2) . . . . ?
C18 C19 C20 C29 -179.7(2) . . . . ?
O19 C19 C20 C21 54.0(2) . . . . ?
C18 C19 C20 C21 -61.8(3) . . . . ?
O19 C19 C20 C30 175.4(2) . . . . ?
C18 C19 C20 C30 59.7(2) . . . . ?
C29 C20 C21 C22 160.7(3) . . . . ?
C30 C20 C21 C22 -78.6(3) . . . . ?
C19 C20 C21 C22 42.8(3) . . . . ?
C20 C21 C22 C17 -45.2(3) . . . . ?
C16 C17 C22 C21 -174.1(2) . . . . ?
C28 C17 C22 C21 -47.6(3) . . . . ?
C18 C17 C22 C21 61.1(3) . . . . ?
C19 O19 C28 C17 0.7(2) . . . . ?
C16 C17 C28 O19 -150.38(16) . . . . ?
C22 C17 C28 O19 84.7(2) . . . . ?
C18 C17 C28 O19 -29.0(2) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10244731
