#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/05/7150534.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_7150534
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         'C30 H46 O2'
_chemical_formula_sum            'C30 H46 O2'
_chemical_formula_weight         438.67
_chemical_melting_point          566
_chemical_name_systematic
;
A-neo-18α-olean-3(5)-en-28,19β-olide
;
_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                 93.615(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.2214(4)
_cell_length_b                   6.4962(2)
_cell_length_c                   29.8420(9)
_cell_measurement_reflns_used    3298
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19.4413
_cell_measurement_theta_min      2.7356
_cell_volume                     2558.00(13)
_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 0.997
_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  0.0612
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            22819
_diffrn_reflns_theta_full        25.76
_diffrn_reflns_theta_max         25.76
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2000)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.139
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         2655
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_gt           0.0462
_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)+(0.0606P)²+0.2469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0958
_refine_ls_wR_factor_ref         0.1158
_reflns_number_gt                1677
_reflns_number_total             2655
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b814448f.txt
_cod_data_source_block           rsrx54
_cod_original_sg_symbol_H-M      C2
_cod_database_code               7150534
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 0.6521(3) 0.5112(6) 0.85987(11) 0.0492(9) Uani 1 1 d . . .
H1A H 0.5828 0.5607 0.8595 0.059 Uiso 1 1 calc R . .
H1B H 0.6548 0.3944 0.8397 0.059 Uiso 1 1 calc R . .
C2 C 0.6909(3) 0.4509(6) 0.90790(12) 0.0568(10) Uani 1 1 d . . .
H2A H 0.6572 0.5298 0.9302 0.068 Uiso 1 1 calc R . .
H2B H 0.6810 0.3053 0.9133 0.068 Uiso 1 1 calc R . .
C3 C 0.8042(3) 0.5051(6) 0.90827(12) 0.0500(9) Uani 1 1 d . . .
C4 C 0.8792(3) 0.4289(6) 0.94373(13) 0.0615(11) Uani 1 1 d . . .
H4 H 0.9442 0.4953 0.9389 0.074 Uiso 1 1 calc R . .
C5 C 0.8208(2) 0.6275(5) 0.87375(12) 0.0430(9) Uani 1 1 d . . .
C6 C 0.9185(2) 0.7138(6) 0.85992(12) 0.0486(9) Uani 1 1 d . . .
H6A H 0.9744 0.6460 0.8766 0.058 Uiso 1 1 calc R . .
H6B H 0.9216 0.8594 0.8670 0.058 Uiso 1 1 calc R . .
C7 C 0.9289(2) 0.6840(6) 0.80982(11) 0.0440(9) Uani 1 1 d . . .
H7A H 0.9333 0.5378 0.8036 0.053 Uiso 1 1 calc R . .
H7B H 0.9917 0.7471 0.8018 0.053 Uiso 1 1 calc R . .
C8 C 0.8407(2) 0.7759(5) 0.78000(11) 0.0353(8) Uani 1 1 d . . .
C9 C 0.7406(2) 0.6763(5) 0.79507(10) 0.0349(8) Uani 1 1 d . . .
H9 H 0.7474 0.5295 0.7883 0.042 Uiso 1 1 calc R . .
C10 C 0.7240(2) 0.6837(5) 0.84597(11) 0.0405(8) Uani 1 1 d . . .
C11 C 0.6482(2) 0.7466(6) 0.76566(11) 0.0456(9) Uani 1 1 d . . .
H11A H 0.5882 0.6774 0.7752 0.055 Uiso 1 1 calc R . .
H11B H 0.6387 0.8935 0.7694 0.055 Uiso 1 1 calc R . .
C12 C 0.6607(2) 0.6997(6) 0.71617(11) 0.0455(9) Uani 1 1 d . . .
H12A H 0.6025 0.7525 0.6983 0.055 Uiso 1 1 calc R . .
H12B H 0.6629 0.5518 0.7119 0.055 Uiso 1 1 calc R . .
C13 C 0.7572(2) 0.7957(5) 0.69986(10) 0.0348(8) Uani 1 1 d . . .
H13 H 0.7518 0.9448 0.7041 0.042 Uiso 1 1 calc R . .
C14 C 0.8525(2) 0.7229(5) 0.72875(11) 0.0357(8) Uani 1 1 d . . .
C15 C 0.9449(2) 0.8355(6) 0.71046(12) 0.0499(10) Uani 1 1 d . . .
H15A H 0.9363 0.9827 0.7142 0.060 Uiso 1 1 calc R . .
H15B H 1.0057 0.7948 0.7282 0.060 Uiso 1 1 calc R . .
C16 C 0.9592(2) 0.7902(6) 0.66120(12) 0.0520(10) Uani 1 1 d . . .
H16A H 1.0147 0.8728 0.6514 0.062 Uiso 1 1 calc R . .
H16B H 0.9772 0.6464 0.6580 0.062 Uiso 1 1 calc R . .
C17 C 0.8645(2) 0.8354(5) 0.63138(11) 0.0401(8) Uani 1 1 d . . .
C18 C 0.7655(2) 0.7586(5) 0.64969(11) 0.0377(8) Uani 1 1 d . . .
H18 H 0.7558 0.6121 0.6428 0.045 Uiso 1 1 calc R . .
C19 C 0.6922(3) 0.8884(5) 0.61989(12) 0.0447(9) Uani 1 1 d . . .
H19 H 0.6258 0.8958 0.6327 0.054 Uiso 1 1 calc R . .
C20 C 0.6808(3) 0.8177(6) 0.57071(12) 0.0491(9) Uani 1 1 d . . .
C21 C 0.7849(3) 0.8280(6) 0.55130(11) 0.0511(10) Uani 1 1 d . . .
H21A H 0.7834 0.7462 0.5241 0.061 Uiso 1 1 calc R . .
H21B H 0.7985 0.9694 0.5431 0.061 Uiso 1 1 calc R . .
C22 C 0.8713(3) 0.7517(6) 0.58337(11) 0.0494(10) Uani 1 1 d . . .
H22A H 0.9354 0.7935 0.5721 0.059 Uiso 1 1 calc R . .
H22B H 0.8700 0.6025 0.5842 0.059 Uiso 1 1 calc R . .
C23 C 0.8493(4) 0.4900(11) 0.98992(15) 0.1097(19) Uani 1 1 d . . .
H23A H 0.8530 0.6370 0.9930 0.165 Uiso 1 1 calc R . .
H23B H 0.8946 0.4268 1.0123 0.165 Uiso 1 1 calc R . .
H23C H 0.7813 0.4451 0.9939 0.165 Uiso 1 1 calc R . .
C24 C 0.8948(4) 0.2015(9) 0.94066(18) 0.111(2) Uani 1 1 d . . .
H24A H 0.8323 0.1319 0.9454 0.167 Uiso 1 1 calc R . .
H24B H 0.9457 0.1591 0.9631 0.167 Uiso 1 1 calc R . .
H24C H 0.9163 0.1674 0.9114 0.167 Uiso 1 1 calc R . .
C25 C 0.6826(3) 0.8897(6) 0.86296(13) 0.0578(11) Uani 1 1 d . . .
H25A H 0.6234 0.9284 0.8446 0.087 Uiso 1 1 calc R . .
H25B H 0.7334 0.9944 0.8613 0.087 Uiso 1 1 calc R . .
H25C H 0.6652 0.8743 0.8935 0.087 Uiso 1 1 calc R . .
C26 C 0.8410(3) 1.0118(5) 0.78696(12) 0.0501(10) Uani 1 1 d . . .
H26A H 0.7842 1.0714 0.7700 0.075 Uiso 1 1 calc R . .
H26B H 0.9027 1.0684 0.7769 0.075 Uiso 1 1 calc R . .
H26C H 0.8364 1.0420 0.8183 0.075 Uiso 1 1 calc R . .
C27 C 0.8691(3) 0.4902(5) 0.72195(12) 0.0460(9) Uani 1 1 d . . .
H27A H 0.8196 0.4143 0.7373 0.069 Uiso 1 1 calc R . .
H27B H 0.9358 0.4531 0.7338 0.069 Uiso 1 1 calc R . .
H27C H 0.8624 0.4585 0.6905 0.069 Uiso 1 1 calc R . .
C28 C 0.8425(3) 1.0634(6) 0.62675(12) 0.0497(10) Uani 1 1 d . . .
C29 C 0.6076(3) 0.9619(8) 0.54459(13) 0.0723(13) Uani 1 1 d . . .
H29A H 0.5409 0.9460 0.5551 0.108 Uiso 1 1 calc R . .
H29B H 0.6062 0.9288 0.5132 0.108 Uiso 1 1 calc R . .
H29C H 0.6296 1.1017 0.5490 0.108 Uiso 1 1 calc R . .
C30 C 0.6384(3) 0.5986(7) 0.56866(13) 0.0678(12) Uani 1 1 d . . .
H30A H 0.6906 0.5033 0.5786 0.102 Uiso 1 1 calc R . .
H30B H 0.6151 0.5668 0.5383 0.102 Uiso 1 1 calc R . .
H30C H 0.5828 0.5883 0.5878 0.102 Uiso 1 1 calc R . .
O19 O 0.7417(2) 1.0921(4) 0.62139(8) 0.0529(7) Uani 1 1 d . . .
O28 O 0.9005(2) 1.2052(4) 0.62627(9) 0.0698(8) 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
C2 C1 C10 105.1(3) . . ?
C2 C1 H1A 110.7 . . ?
C10 C1 H1A 110.7 . . ?
C2 C1 H1B 110.7 . . ?
C10 C1 H1B 110.7 . . ?
H1A C1 H1B 108.8 . . ?
C3 C2 C1 102.4(3) . . ?
C3 C2 H2A 111.3 . . ?
C1 C2 H2A 111.3 . . ?
C3 C2 H2B 111.3 . . ?
C1 C2 H2B 111.3 . . ?
H2A C2 H2B 109.2 . . ?
C5 C3 C4 127.8(3) . . ?
C5 C3 C2 109.9(3) . . ?
C4 C3 C2 122.3(3) . . ?
C3 C4 C24 111.9(4) . . ?
C3 C4 C23 111.1(4) . . ?
C24 C4 C23 111.1(5) . . ?
C3 C4 H4 107.5 . . ?
C24 C4 H4 107.5 . . ?
C23 C4 H4 107.5 . . ?
C3 C5 C6 128.9(3) . . ?
C3 C5 C10 112.9(3) . . ?
C6 C5 C10 118.2(3) . . ?
C5 C6 C7 111.0(3) . . ?
C5 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C6 C7 C8 113.9(3) . . ?
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 . . ?
C7 C8 C26 108.1(3) . . ?
C7 C8 C9 107.3(3) . . ?
C26 C8 C9 111.5(3) . . ?
C7 C8 C14 110.9(3) . . ?
C26 C8 C14 110.2(3) . . ?
C9 C8 C14 108.9(2) . . ?
C11 C9 C10 113.4(3) . . ?
C11 C9 C8 111.8(3) . . ?
C10 C9 C8 116.3(2) . . ?
C11 C9 H9 104.6 . . ?
C10 C9 H9 104.6 . . ?
C8 C9 H9 104.6 . . ?
C5 C10 C1 101.0(3) . . ?
C5 C10 C25 109.4(3) . . ?
C1 C10 C25 107.7(3) . . ?
C5 C10 C9 111.1(3) . . ?
C1 C10 C9 111.6(3) . . ?
C25 C10 C9 115.1(3) . . ?
C12 C11 C9 111.4(3) . . ?
C12 C11 H11A 109.4 . . ?
C9 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C9 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C11 C12 C13 111.7(3) . . ?
C11 C12 H12A 109.3 . . ?
C13 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C13 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C18 C13 C12 111.2(3) . . ?
C18 C13 C14 113.0(2) . . ?
C12 C13 C14 111.3(3) . . ?
C18 C13 H13 107.0 . . ?
C12 C13 H13 107.0 . . ?
C14 C13 H13 107.0 . . ?
C27 C14 C15 107.1(3) . . ?
C27 C14 C13 110.0(3) . . ?
C15 C14 C13 106.9(3) . . ?
C27 C14 C8 111.3(3) . . ?
C15 C14 C8 111.4(3) . . ?
C13 C14 C8 110.1(2) . . ?
C16 C15 C14 113.4(3) . . ?
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 112.4(3) . . ?
C17 C16 H16A 109.1 . . ?
C15 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.9 . . ?
C28 C17 C16 112.9(3) . . ?
C28 C17 C18 100.9(3) . . ?
C16 C17 C18 114.8(3) . . ?
C28 C17 C22 106.4(3) . . ?
C16 C17 C22 112.5(3) . . ?
C18 C17 C22 108.5(3) . . ?
C13 C18 C19 113.7(3) . . ?
C13 C18 C17 114.4(3) . . ?
C19 C18 C17 97.9(3) . . ?
C13 C18 H18 110.1 . . ?
C19 C18 H18 110.1 . . ?
C17 C18 H18 110.1 . . ?
O19 C19 C18 102.3(3) . . ?
O19 C19 C20 108.3(3) . . ?
C18 C19 C20 114.3(3) . . ?
O19 C19 H19 110.5 . . ?
C18 C19 H19 110.5 . . ?
C20 C19 H19 110.5 . . ?
C29 C20 C21 109.7(3) . . ?
C29 C20 C30 109.4(3) . . ?
C21 C20 C30 111.2(3) . . ?
C29 C20 C19 109.0(3) . . ?
C21 C20 C19 108.2(3) . . ?
C30 C20 C19 109.3(3) . . ?
C22 C21 C20 113.8(3) . . ?
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 112.6(3) . . ?
C21 C22 H22A 109.1 . . ?
C17 C22 H22A 109.1 . . ?
C21 C22 H22B 109.1 . . ?
C17 C22 H22B 109.1 . . ?
H22A C22 H22B 107.8 . . ?
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 . . ?
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 . . ?
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 . . ?
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 . . ?
O28 C28 O19 121.5(3) . . ?
O28 C28 C17 129.3(4) . . ?
O19 C28 C17 109.2(3) . . ?
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 . . ?
C28 O19 C19 108.3(3) . . ?
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 1.542(5) . ?
C1 C10 1.543(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.538(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C5 1.331(5) . ?
C3 C4 1.489(5) . ?
C4 C24 1.495(7) . ?
C4 C23 1.511(6) . ?
C4 H4 0.9800 . ?
C5 C6 1.489(5) . ?
C5 C10 1.525(5) . ?
C6 C7 1.522(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.542(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C26 1.546(5) . ?
C8 C9 1.564(4) . ?
C8 C14 1.585(4) . ?
C9 C11 1.528(4) . ?
C9 C10 1.549(4) . ?
C9 H9 0.9800 . ?
C10 C25 1.544(5) . ?
C11 C12 1.527(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.527(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C18 1.527(4) . ?
C13 C14 1.554(4) . ?
C13 H13 0.9800 . ?
C14 C27 1.543(4) . ?
C14 C15 1.552(4) . ?
C15 C16 1.523(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.518(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C28 1.514(5) . ?
C17 C18 1.533(4) . ?
C17 C22 1.540(5) . ?
C18 C19 1.528(4) . ?
C18 H18 0.9800 . ?
C19 O19 1.475(4) . ?
C19 C20 1.536(5) . ?
C19 H19 0.9800 . ?
C20 C29 1.525(5) . ?
C20 C21 1.529(5) . ?
C20 C30 1.529(6) . ?
C21 C22 1.525(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 O28 1.199(4) . ?
C28 O19 1.346(4) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
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 -27.5(4) . . . . ?
C1 C2 C3 C5 16.0(4) . . . . ?
C1 C2 C3 C4 -165.1(3) . . . . ?
C5 C3 C4 C24 -112.8(5) . . . . ?
C2 C3 C4 C24 68.4(5) . . . . ?
C5 C3 C4 C23 122.3(5) . . . . ?
C2 C3 C4 C23 -56.4(5) . . . . ?
C4 C3 C5 C6 3.0(7) . . . . ?
C2 C3 C5 C6 -178.1(4) . . . . ?
C4 C3 C5 C10 -176.4(3) . . . . ?
C2 C3 C5 C10 2.4(4) . . . . ?
C3 C5 C6 C7 132.3(4) . . . . ?
C10 C5 C6 C7 -48.3(4) . . . . ?
C5 C6 C7 C8 56.0(4) . . . . ?
C6 C7 C8 C26 63.8(4) . . . . ?
C6 C7 C8 C9 -56.6(4) . . . . ?
C6 C7 C8 C14 -175.4(3) . . . . ?
C7 C8 C9 C11 -176.5(3) . . . . ?
C26 C8 C9 C11 65.4(4) . . . . ?
C14 C8 C9 C11 -56.4(3) . . . . ?
C7 C8 C9 C10 51.1(4) . . . . ?
C26 C8 C9 C10 -67.0(4) . . . . ?
C14 C8 C9 C10 171.2(3) . . . . ?
C3 C5 C10 C1 -19.7(4) . . . . ?
C6 C5 C10 C1 160.8(3) . . . . ?
C3 C5 C10 C25 93.6(4) . . . . ?
C6 C5 C10 C25 -85.9(4) . . . . ?
C3 C5 C10 C9 -138.2(3) . . . . ?
C6 C5 C10 C9 42.3(4) . . . . ?
C2 C1 C10 C5 28.3(3) . . . . ?
C2 C1 C10 C25 -86.3(3) . . . . ?
C2 C1 C10 C9 146.5(3) . . . . ?
C11 C9 C10 C5 -175.7(3) . . . . ?
C8 C9 C10 C5 -44.1(4) . . . . ?
C11 C9 C10 C1 72.3(4) . . . . ?
C8 C9 C10 C1 -156.0(3) . . . . ?
C11 C9 C10 C25 -50.7(4) . . . . ?
C8 C9 C10 C25 80.9(4) . . . . ?
C10 C9 C11 C12 -169.5(3) . . . . ?
C8 C9 C11 C12 56.6(4) . . . . ?
C9 C11 C12 C13 -56.0(4) . . . . ?
C11 C12 C13 C18 -176.6(3) . . . . ?
C11 C12 C13 C14 56.6(4) . . . . ?
C18 C13 C14 C27 -59.7(3) . . . . ?
C12 C13 C14 C27 66.2(3) . . . . ?
C18 C13 C14 C15 56.2(3) . . . . ?
C12 C13 C14 C15 -177.9(3) . . . . ?
C18 C13 C14 C8 177.3(2) . . . . ?
C12 C13 C14 C8 -56.8(3) . . . . ?
C7 C8 C14 C27 51.5(3) . . . . ?
C26 C8 C14 C27 171.1(3) . . . . ?
C9 C8 C14 C27 -66.3(3) . . . . ?
C7 C8 C14 C15 -67.8(3) . . . . ?
C26 C8 C14 C15 51.7(3) . . . . ?
C9 C8 C14 C15 174.4(3) . . . . ?
C7 C8 C14 C13 173.8(2) . . . . ?
C26 C8 C14 C13 -66.6(3) . . . . ?
C9 C8 C14 C13 56.0(3) . . . . ?
C27 C14 C15 C16 58.4(4) . . . . ?
C13 C14 C15 C16 -59.5(4) . . . . ?
C8 C14 C15 C16 -179.8(3) . . . . ?
C14 C15 C16 C17 54.6(4) . . . . ?
C15 C16 C17 C28 70.6(4) . . . . ?
C15 C16 C17 C18 -44.3(4) . . . . ?
C15 C16 C17 C22 -169.0(3) . . . . ?
C12 C13 C18 C19 73.2(3) . . . . ?
C14 C13 C18 C19 -160.8(3) . . . . ?
C12 C13 C18 C17 -175.4(3) . . . . ?
C14 C13 C18 C17 -49.5(3) . . . . ?
C28 C17 C18 C13 -79.2(3) . . . . ?
C16 C17 C18 C13 42.5(4) . . . . ?
C22 C17 C18 C13 169.2(3) . . . . ?
C28 C17 C18 C19 41.4(3) . . . . ?
C16 C17 C18 C19 163.0(3) . . . . ?
C22 C17 C18 C19 -70.2(3) . . . . ?
C13 C18 C19 O19 77.2(3) . . . . ?
C17 C18 C19 O19 -43.9(3) . . . . ?
C13 C18 C19 C20 -166.0(3) . . . . ?
C17 C18 C19 C20 72.9(3) . . . . ?
O19 C19 C20 C29 -65.5(4) . . . . ?
C18 C19 C20 C29 -178.9(3) . . . . ?
O19 C19 C20 C21 53.7(4) . . . . ?
C18 C19 C20 C21 -59.7(4) . . . . ?
O19 C19 C20 C30 175.0(3) . . . . ?
C18 C19 C20 C30 61.6(4) . . . . ?
C29 C20 C21 C22 160.1(3) . . . . ?
C30 C20 C21 C22 -78.8(4) . . . . ?
C19 C20 C21 C22 41.3(4) . . . . ?
C20 C21 C22 C17 -44.9(4) . . . . ?
C28 C17 C22 C21 -46.0(4) . . . . ?
C16 C17 C22 C21 -170.1(3) . . . . ?
C18 C17 C22 C21 61.8(4) . . . . ?
C16 C17 C28 O28 33.4(5) . . . . ?
C18 C17 C28 O28 156.3(4) . . . . ?
C22 C17 C28 O28 -90.5(5) . . . . ?
C16 C17 C28 O19 -148.6(3) . . . . ?
C18 C17 C28 O19 -25.6(3) . . . . ?
C22 C17 C28 O19 87.5(3) . . . . ?
O28 C28 O19 C19 175.4(3) . . . . ?
C17 C28 O19 C19 -2.8(4) . . . . ?
C18 C19 O19 C28 30.4(3) . . . . ?
C20 C19 O19 C28 -90.7(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653358
2 PubChem 100929882
