#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/18/1501831.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_1501831
loop_
_publ_author_name
'Cheng, Shi-Yie'
'Wang, Chao-Min'
'Hsu, Yuan-Man'
'Huang, Tsurng-Juhn'
'Chou, Shen-Chieh'
'Lin, En-Hung'
'Chou, Chang-Hung'
_publ_section_title
;
 Oleanane-type triterpenoids from the leaves and twigs of Fatsia
 polycarpa.
;
_journal_issue                   8
_journal_name_full               'Journal of natural products'
_journal_page_first              1744
_journal_page_last               1750
_journal_paper_doi               10.1021/np2002435
_journal_volume                  74
_journal_year                    2011
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C30 H46 O3'
_chemical_formula_sum            'C30 H46 O3'
_chemical_formula_weight         454.67
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      1
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2010-05-28'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                78.885(7)
_cell_angle_beta                 81.171(7)
_cell_angle_gamma                63.150(8)
_cell_formula_units_Z            1
_cell_length_a                   6.7903(6)
_cell_length_b                   7.0914(5)
_cell_length_c                   14.7228(13)
_cell_measurement_reflns_used    2639
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      29.1142
_cell_measurement_theta_min      2.8140
_cell_volume                     618.86(10)
_computing_cell_refinement
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_collection
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.855
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0711
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5421
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         29.18
_diffrn_reflns_theta_min         2.83
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 
(compiled Aug 27 2009,17:19:36) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             250
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.5(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4439
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.921
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0631
_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)+(0.0962P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1479
_refine_ls_wR_factor_ref         0.1561
_reflns_number_gt                3072
_reflns_number_total             4439
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np2002435_si_003.cif
_cod_data_source_block           3a-hydroxyolean-11-en-28,13b-olide
_cod_original_cell_volume        618.86(9)
_cod_database_code               1501831
loop_
_symmetry_equiv_pos_as_xyz
'x, y, 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
O1 O 0.3879(4) 0.2508(4) -0.07628(18) 0.0375(7) Uani 1 1 d .
H1A H 0.4142 0.1295 -0.0874 0.056 Uiso 1 1 calc R
O2 O 0.7526(4) 0.4535(4) 0.40956(17) 0.0280(6) Uani 1 1 d .
O3 O 0.7572(4) 0.6535(4) 0.50887(18) 0.0328(6) Uani 1 1 d .
C1 C 0.7275(6) 0.1080(6) 0.0607(2) 0.0301(8) Uani 1 1 d .
H1B H 0.8516 -0.0133 0.0925 0.036 Uiso 1 1 calc R
H1C H 0.5903 0.0920 0.0840 0.036 Uiso 1 1 calc R
C2 C 0.7676(6) 0.0974(6) -0.0440(3) 0.0302(8) Uani 1 1 d .
H2A H 0.9116 0.0999 -0.0665 0.036 Uiso 1 1 calc R
H2B H 0.7756 -0.0389 -0.0556 0.036 Uiso 1 1 calc R
C3 C 0.5851(6) 0.2827(6) -0.0981(2) 0.0279(8) Uani 1 1 d .
H3A H 0.6288 0.2748 -0.1657 0.033 Uiso 1 1 calc R
C4 C 0.5510(6) 0.5010(5) -0.0793(2) 0.0254(8) Uani 1 1 d .
C5 C 0.5233(5) 0.5047(5) 0.0280(2) 0.0233(8) Uani 1 1 d .
H5A H 0.3860 0.4845 0.0491 0.028 Uiso 1 1 calc R
C6 C 0.4713(6) 0.7200(5) 0.0550(2) 0.0274(8) Uani 1 1 d .
H6A H 0.6068 0.7432 0.0435 0.033 Uiso 1 1 calc R
H6B H 0.3582 0.8345 0.0155 0.033 Uiso 1 1 calc R
C7 C 0.3869(6) 0.7349(5) 0.1565(2) 0.0241(8) Uani 1 1 d .
H7A H 0.2408 0.7317 0.1660 0.029 Uiso 1 1 calc R
H7B H 0.3659 0.8732 0.1715 0.029 Uiso 1 1 calc R
C8 C 0.5448(5) 0.5529(5) 0.2234(2) 0.0216(7) Uani 1 1 d .
C9 C 0.6135(6) 0.3352(5) 0.1891(2) 0.0220(7) Uani 1 1 d .
H9A H 0.4716 0.3224 0.1926 0.026 Uiso 1 1 calc R
C10 C 0.7062(6) 0.3171(5) 0.0859(2) 0.0253(8) Uani 1 1 d .
C11 C 0.7503(5) 0.1531(5) 0.2591(2) 0.0271(8) Uani 1 1 d .
H11A H 0.8488 0.0212 0.2380 0.033 Uiso 1 1 calc R
C12 C 0.7404(6) 0.1673(5) 0.3487(2) 0.0284(8) Uani 1 1 d .
H12A H 0.8271 0.0426 0.3882 0.034 Uiso 1 1 calc R
C13 C 0.6019(6) 0.3662(5) 0.3911(2) 0.0228(7) Uani 1 1 d .
C14 C 0.4278(6) 0.5386(5) 0.3248(2) 0.0226(7) Uani 1 1 d .
C15 C 0.3292(6) 0.7516(5) 0.3638(2) 0.0261(8) Uani 1 1 d .
H15A H 0.1953 0.8535 0.3316 0.031 Uiso 1 1 calc R
H15B H 0.4380 0.8123 0.3511 0.031 Uiso 1 1 calc R
C16 C 0.2675(6) 0.7255(5) 0.4689(2) 0.0248(8) Uani 1 1 d .
H16A H 0.1354 0.6968 0.4803 0.030 Uiso 1 1 calc R
H16B H 0.2284 0.8608 0.4923 0.030 Uiso 1 1 calc R
C17 C 0.4580(6) 0.5418(5) 0.5233(2) 0.0238(8) Uani 1 1 d .
C18 C 0.5126(5) 0.3286(5) 0.4932(2) 0.0244(8) Uani 1 1 d .
H18A H 0.6465 0.2240 0.5261 0.029 Uiso 1 1 calc R
C19 C 0.3365(6) 0.2450(6) 0.5277(2) 0.0272(8) Uani 1 1 d .
H19A H 0.3875 0.1016 0.5099 0.033 Uiso 1 1 calc R
H19B H 0.1963 0.3419 0.4988 0.033 Uiso 1 1 calc R
C20 C 0.2977(6) 0.2329(6) 0.6346(2) 0.0289(8) Uani 1 1 d .
C21 C 0.2407(6) 0.4477(6) 0.6637(2) 0.0291(8) Uani 1 1 d .
H21A H 0.2233 0.4333 0.7323 0.035 Uiso 1 1 calc R
H21B H 0.0963 0.5529 0.6404 0.035 Uiso 1 1 calc R
C22 C 0.4116(6) 0.5349(6) 0.6290(2) 0.0296(8) Uani 1 1 d .
H22A H 0.3556 0.6804 0.6454 0.035 Uiso 1 1 calc R
H22B H 0.5507 0.4429 0.6596 0.035 Uiso 1 1 calc R
C23 C 0.3372(6) 0.6728(6) -0.1225(3) 0.0331(9) Uani 1 1 d .
H23A H 0.2105 0.6477 -0.0923 0.050 Uiso 1 1 calc R
H23B H 0.3495 0.6653 -0.1890 0.050 Uiso 1 1 calc R
H23C H 0.3159 0.8144 -0.1136 0.050 Uiso 1 1 calc R
C24 C 0.7413(6) 0.5487(6) -0.1304(3) 0.0317(9) Uani 1 1 d .
H24A H 0.7474 0.5428 -0.1968 0.048 Uiso 1 1 calc R
H24B H 0.8814 0.4424 -0.1055 0.048 Uiso 1 1 calc R
H24C H 0.7167 0.6914 -0.1215 0.048 Uiso 1 1 calc R
C25 C 0.9384(6) 0.3135(6) 0.0686(3) 0.0288(8) Uani 1 1 d .
H25A H 0.9229 0.4602 0.0557 0.074(16) Uiso 1 1 calc R
H25B H 1.0184 0.2388 0.0153 0.014(8) Uiso 1 1 calc R
H25C H 1.0211 0.2392 0.1237 0.075(16) Uiso 1 1 calc R
C26 C 0.7468(6) 0.5979(6) 0.2226(2) 0.0258(8) Uani 1 1 d .
H26A H 0.8143 0.6057 0.1590 0.039 Uiso 1 1 calc R
H26B H 0.8552 0.4827 0.2626 0.039 Uiso 1 1 calc R
H26C H 0.6994 0.7338 0.2456 0.039 Uiso 1 1 calc R
C27 C 0.2404(6) 0.4753(6) 0.3237(3) 0.0287(8) Uani 1 1 d .
H27A H 0.1693 0.4667 0.3865 0.043 Uiso 1 1 calc R
H27B H 0.3010 0.3361 0.3020 0.043 Uiso 1 1 calc R
H27C H 0.1309 0.5827 0.2819 0.043 Uiso 1 1 calc R
C28 C 0.6690(6) 0.5623(5) 0.4838(2) 0.0250(8) Uani 1 1 d .
C29 C 0.1024(6) 0.1772(6) 0.6657(3) 0.0362(9) Uani 1 1 d .
H29A H -0.0302 0.2887 0.6369 0.054 Uiso 1 1 calc R
H29B H 0.0759 0.1672 0.7334 0.054 Uiso 1 1 calc R
H29C H 0.1364 0.0400 0.6467 0.054 Uiso 1 1 calc R
C30 C 0.5022(6) 0.0536(6) 0.6818(3) 0.0344(9) Uani 1 1 d .
H30A H 0.6305 0.0846 0.6629 0.052 Uiso 1 1 calc R
H30B H 0.5330 -0.0831 0.6631 0.052 Uiso 1 1 calc R
H30C H 0.4727 0.0455 0.7494 0.052 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
C3 O1 H1A 109.5
C28 O2 C13 110.4(2)
C2 C1 C10 113.3(3)
C2 C1 H1B 108.9
C10 C1 H1B 108.9
C2 C1 H1C 108.9
C10 C1 H1C 108.9
H1B C1 H1C 107.7
C3 C2 C1 112.0(3)
C3 C2 H2A 109.2
C1 C2 H2A 109.2
C3 C2 H2B 109.2
C1 C2 H2B 109.2
H2A C2 H2B 107.9
O1 C3 C2 107.5(3)
O1 C3 C4 112.7(3)
C2 C3 C4 112.8(3)
O1 C3 H3A 107.9
C2 C3 H3A 107.9
C4 C3 H3A 107.9
C3 C4 C24 108.9(3)
C3 C4 C23 108.2(3)
C24 C4 C23 106.5(3)
C3 C4 C5 109.4(3)
C24 C4 C5 114.7(3)
C23 C4 C5 109.0(3)
C6 C5 C10 111.8(3)
C6 C5 C4 114.1(3)
C10 C5 C4 116.3(3)
C6 C5 H5A 104.4
C10 C5 H5A 104.4
C4 C5 H5A 104.4
C7 C6 C5 112.3(3)
C7 C6 H6A 109.2
C5 C6 H6A 109.2
C7 C6 H6B 109.2
C5 C6 H6B 109.2
H6A C6 H6B 107.9
C6 C7 C8 113.0(3)
C6 C7 H7A 109.0
C8 C7 H7A 109.0
C6 C7 H7B 109.0
C8 C7 H7B 109.0
H7A C7 H7B 107.8
C7 C8 C26 106.5(3)
C7 C8 C9 109.4(3)
C26 C8 C9 111.2(3)
C7 C8 C14 111.6(3)
C26 C8 C14 111.8(3)
C9 C8 C14 106.4(2)
C11 C9 C10 115.1(3)
C11 C9 C8 110.0(3)
C10 C9 C8 116.9(3)
C11 C9 H9A 104.4
C10 C9 H9A 104.4
C8 C9 H9A 104.4
C1 C10 C25 107.6(3)
C1 C10 C5 107.4(3)
C25 C10 C5 115.3(3)
C1 C10 C9 109.3(3)
C25 C10 C9 112.1(3)
C5 C10 C9 105.1(3)
C12 C11 C9 123.7(3)
C12 C11 H11A 118.1
C9 C11 H11A 118.1
C11 C12 C13 124.2(3)
C11 C12 H12A 117.9
C13 C12 H12A 117.9
C12 C13 O2 107.7(3)
C12 C13 C18 114.5(3)
O2 C13 C18 97.3(2)
C12 C13 C14 111.8(3)
O2 C13 C14 108.5(2)
C18 C13 C14 115.6(3)
C27 C14 C15 108.1(3)
C27 C14 C13 109.1(3)
C15 C14 C13 108.2(3)
C27 C14 C8 110.0(3)
C15 C14 C8 112.2(3)
C13 C14 C8 109.1(2)
C14 C15 C16 112.2(3)
C14 C15 H15A 109.2
C16 C15 H15A 109.2
C14 C15 H15B 109.2
C16 C15 H15B 109.2
H15A C15 H15B 107.9
C15 C16 C17 112.6(3)
C15 C16 H16A 109.1
C17 C16 H16A 109.1
C15 C16 H16B 109.1
C17 C16 H16B 109.1
H16A C16 H16B 107.8
C28 C17 C18 98.9(3)
C28 C17 C22 115.3(3)
C18 C17 C22 111.7(3)
C28 C17 C16 106.5(3)
C18 C17 C16 110.5(3)
C22 C17 C16 113.1(3)
C17 C18 C19 114.1(3)
C17 C18 C13 99.9(3)
C19 C18 C13 126.8(3)
C17 C18 H18A 104.7
C19 C18 H18A 104.7
C13 C18 H18A 104.7
C18 C19 C20 109.2(3)
C18 C19 H19A 109.8
C20 C19 H19A 109.8
C18 C19 H19B 109.8
C20 C19 H19B 109.8
H19A C19 H19B 108.3
C21 C20 C29 108.7(3)
C21 C20 C19 110.5(3)
C29 C20 C19 108.1(3)
C21 C20 C30 111.2(3)
C29 C20 C30 107.6(3)
C19 C20 C30 110.7(3)
C20 C21 C22 114.7(3)
C20 C21 H21A 108.6
C22 C21 H21A 108.6
C20 C21 H21B 108.6
C22 C21 H21B 108.6
H21A C21 H21B 107.6
C17 C22 C21 110.2(3)
C17 C22 H22A 109.6
C21 C22 H22A 109.6
C17 C22 H22B 109.6
C21 C22 H22B 109.6
H22A C22 H22B 108.1
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
O3 C28 O2 122.2(3)
O3 C28 C17 129.8(3)
O2 C28 C17 108.0(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
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.436(4)
O1 H1A 0.8400
O2 C28 1.361(4)
O2 C13 1.492(4)
O3 C28 1.193(4)
C1 C2 1.534(5)
C1 C10 1.536(5)
C1 H1B 0.9900
C1 H1C 0.9900
C2 C3 1.525(5)
C2 H2A 0.9900
C2 H2B 0.9900
C3 C4 1.532(5)
C3 H3A 1.0000
C4 C24 1.532(5)
C4 C23 1.544(5)
C4 C5 1.565(5)
C5 C6 1.523(5)
C5 C10 1.561(4)
C5 H5A 1.0000
C6 C7 1.521(5)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.539(4)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C26 1.540(5)
C8 C9 1.560(5)
C8 C14 1.588(4)
C9 C11 1.513(4)
C9 C10 1.559(5)
C9 H9A 1.0000
C10 C25 1.547(5)
C11 C12 1.331(5)
C11 H11A 0.9500
C12 C13 1.492(5)
C12 H12A 0.9500
C13 C18 1.552(4)
C13 C14 1.560(4)
C14 C27 1.532(5)
C14 C15 1.537(5)
C15 C16 1.537(5)
C15 H15A 0.9900
C15 H15B 0.9900
C16 C17 1.551(5)
C16 H16A 0.9900
C16 H16B 0.9900
C17 C28 1.520(5)
C17 C18 1.524(5)
C17 C22 1.536(5)
C18 C19 1.541(5)
C18 H18A 1.0000
C19 C20 1.547(5)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C21 1.523(5)
C20 C29 1.531(5)
C20 C30 1.546(5)
C21 C22 1.529(5)
C21 H21A 0.9900
C21 H21B 0.9900
C22 H22A 0.9900
C22 H22B 0.9900
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 8941476 ChemSpider
