#------------------------------------------------------------------------------
#$Date: 2025-08-19 15:18:28 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301805 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/72/2227254.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_2227254
loop_
_publ_author_name
'Goh, Bey Hing'
'Abdul Kadir, Habsah'
'Abdul Malek, Sri Nurestri'
'Ng, Seik Weng'
_publ_section_title
;
 (αR,4R,4aR,6aS,7R,8S,10R,11S)-Methyl
 α-acetoxy-4-(3-furanyl)-10-hydroxy-4a,7,9,9-tetramethyl-2,13-dioxo-1,4,4a,5,6,6a,7,8,9,10,11,12-dodecahydro-7,11-methano-2H-cycloocta[f][2]benzopyran-8-acetate
 (6-O-acetylswietenolide) from the seeds of Swietenia
 macrophylla
;
_journal_coeditor_code           BT5372
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2802
_journal_page_last               o2803
_journal_paper_doi               10.1107/S1600536810039942
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C29 H36 O9'
_chemical_formula_moiety         'C29 H36 O9'
_chemical_formula_sum            'C29 H36 O9'
_chemical_formula_weight         528.58
_chemical_name_common
;
6-O-acetylswietenolide
;
_chemical_name_systematic
;
(αR,4R,4aR,6aS,7R,8S,10R,
11S)-Methyl
α-acetoxy-4-(3-furanyl)-10-hydroxy-4a,7,9,9-tetramethyl-2,13-dioxo-
1,4,4a,5,6,6a,7,8,9,10,11,12-dodecahydro-7,11-methano-2H-
cycloocta[f][2]benzopyran-8-acetate
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   '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                 112.9850(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.5648(9)
_cell_length_b                   8.4355(6)
_cell_length_c                   14.5082(11)
_cell_measurement_reflns_used    4876
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.1
_cell_measurement_theta_min      2.9
_cell_volume                     1302.98(17)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       '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  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12419
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.93
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.197
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         3178
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0338
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0733P)²+0.1429P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.1003
_reflns_number_gt                2952
_reflns_number_total             3178
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5372.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2227254
_cod_database_fobs_code          2227254
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.61851(17) 0.5009(2) 1.01707(12) 0.0283(4) Uani d . 1 . .
O O2 0.47929(19) 1.1423(2) 0.73073(15) 0.0344(4) Uani d . 1 . .
O O3 0.55291(15) 0.92107(19) 0.81247(12) 0.0198(3) Uani d . 1 . .
O O4 0.87219(16) 0.6373(2) 0.44745(12) 0.0257(4) Uani d . 1 . .
O O5 0.89022(14) 0.99908(19) 0.69927(12) 0.0200(3) Uani d D 1 . .
H H5 0.945(2) 1.059(3) 0.7393(18) 0.024(7) Uiso d D 1 . .
O O6 0.92901(15) 0.6390(2) 0.91487(12) 0.0264(4) Uani d . 1 . .
O O7 1.12489(15) 0.5429(2) 0.96568(11) 0.0224(4) Uani d . 1 . .
O O8 1.06597(15) 0.21550(19) 0.82808(12) 0.0218(3) Uani d . 1 . .
O O9 1.10687(14) 0.46053(18) 0.78928(12) 0.0169(3) Uani d . 1 . .
C C1 0.4977(2) 0.5532(3) 0.98089(18) 0.0268(5) Uani d . 1 . .
H H1 0.4365 0.5202 1.0054 0.032 Uiso calc R 1 . .
C C2 0.4760(2) 0.6575(3) 0.90604(17) 0.0237(5) Uani d . 1 . .
H H2 0.3990 0.7097 0.8688 0.028 Uiso calc R 1 . .
C C3 0.5928(2) 0.6741(3) 0.89368(16) 0.0184(4) Uani d . 1 . .
C C4 0.6748(2) 0.5781(3) 0.96307(17) 0.0252(5) Uani d . 1 . .
H H4 0.7605 0.5660 0.9730 0.030 Uiso calc R 1 . .
C C5 0.61902(19) 0.7714(3) 0.81867(16) 0.0162(4) Uani d . 1 . .
H H5A 0.7112 0.7937 0.8451 0.019 Uiso calc R 1 . .
C C6 0.5376(2) 1.0223(3) 0.73623(17) 0.0200(4) Uani d . 1 . .
C C7 0.5993(2) 0.9818(3) 0.66575(16) 0.0174(4) Uani d . 1 . .
H H7A 0.6814 1.0370 0.6892 0.021 Uiso calc R 1 . .
H H7B 0.5471 1.0261 0.5993 0.021 Uiso calc R 1 . .
C C8 0.62213(18) 0.8084(3) 0.65186(15) 0.0144(4) Uani d . 1 . .
C C9 0.57977(19) 0.6948(3) 0.71383(16) 0.0156(4) Uani d . 1 . .
C C10 0.4363(2) 0.6743(3) 0.66379(17) 0.0203(5) Uani d . 1 . .
H H10A 0.4133 0.6334 0.5957 0.030 Uiso calc R 1 . .
H H10B 0.3955 0.7770 0.6610 0.030 Uiso calc R 1 . .
H H10C 0.4088 0.5995 0.7028 0.030 Uiso calc R 1 . .
C C11 0.6478(2) 0.5347(2) 0.72606(16) 0.0159(4) Uani d . 1 . .
H H11A 0.7348 0.5460 0.7762 0.019 Uiso calc R 1 . .
H H11B 0.6046 0.4553 0.7517 0.019 Uiso calc R 1 . .
C C12 0.6513(2) 0.4750(3) 0.62825(16) 0.0178(4) Uani d . 1 . .
H H12A 0.5646 0.4503 0.5813 0.021 Uiso calc R 1 . .
H H12B 0.7002 0.3751 0.6415 0.021 Uiso calc R 1 . .
C C13 0.70907(19) 0.5924(3) 0.57788(16) 0.0159(4) Uani d . 1 . .
H H13 0.6677 0.5706 0.5044 0.019 Uiso calc R 1 . .
C C14 0.67811(19) 0.7634(3) 0.59133(15) 0.0148(4) Uani d . 1 . .
C C15 0.7178(2) 0.8800(3) 0.53024(16) 0.0183(4) Uani d . 1 . .
H H15A 0.7045 0.9891 0.5493 0.022 Uiso calc R 1 . .
H H15B 0.6638 0.8655 0.4585 0.022 Uiso calc R 1 . .
C C16 0.8571(2) 0.8611(3) 0.54462(17) 0.0186(4) Uani d . 1 . .
H H16 0.8712 0.9238 0.4914 0.022 Uiso calc R 1 . .
C C17 0.8692(2) 0.6869(3) 0.52527(16) 0.0189(4) Uani d . 1 . .
C C18 0.85658(19) 0.5781(3) 0.60545(16) 0.0153(4) Uani d . 1 . .
C C19 0.8895(2) 0.4080(3) 0.58576(17) 0.0189(4) Uani d . 1 . .
H H19A 0.8320 0.3742 0.5189 0.028 Uiso calc R 1 . .
H H19B 0.8813 0.3364 0.6361 0.028 Uiso calc R 1 . .
H H19C 0.9760 0.4050 0.5897 0.028 Uiso calc R 1 . .
C C20 0.93657(19) 0.6467(2) 0.71258(15) 0.0125(4) Uani d . 1 . .
H H20 0.8750 0.7049 0.7329 0.015 Uiso calc R 1 . .
C C21 1.03242(19) 0.7743(3) 0.71073(16) 0.0154(4) Uani d . 1 . .
C C22 0.9545(2) 0.9152(3) 0.64803(17) 0.0185(4) Uani d . 1 . .
H H22 1.0139 0.9906 0.6361 0.022 Uiso calc R 1 . .
C C23 1.1253(2) 0.7223(3) 0.66323(18) 0.0211(5) Uani d . 1 . .
H H23A 1.1843 0.6442 0.7067 0.032 Uiso calc R 1 . .
H H23B 1.1719 0.8149 0.6555 0.032 Uiso calc R 1 . .
H H23C 1.0785 0.6748 0.5975 0.032 Uiso calc R 1 . .
C C24 1.1129(2) 0.8349(3) 0.81604(17) 0.0198(5) Uani d . 1 . .
H H24A 1.1701 0.7508 0.8541 0.030 Uiso calc R 1 . .
H H24B 1.0582 0.8656 0.8503 0.030 Uiso calc R 1 . .
H H24C 1.1618 0.9270 0.8110 0.030 Uiso calc R 1 . .
C C25 0.99178(19) 0.5175(2) 0.79253(15) 0.0146(4) Uani d . 1 . .
H H25 0.9310 0.4271 0.7753 0.018 Uiso calc R 1 . .
C C26 1.0111(2) 0.5757(3) 0.89756(16) 0.0179(4) Uani d . 1 . .
C C27 1.1475(3) 0.5980(4) 1.06570(19) 0.0352(7) Uani d . 1 . .
H H27A 1.2382 0.6054 1.1047 0.053 Uiso calc R 1 . .
H H27B 1.1105 0.5233 1.0982 0.053 Uiso calc R 1 . .
H H27C 1.1092 0.7027 1.0620 0.053 Uiso calc R 1 . .
C C28 1.1339(2) 0.3050(3) 0.80775(16) 0.0166(4) Uani d . 1 . .
C C29 1.2531(2) 0.2641(3) 0.79648(18) 0.0216(5) Uani d . 1 . .
H H29A 1.2356 0.2438 0.7258 0.032 Uiso calc R 1 . .
H H29B 1.2898 0.1691 0.8359 0.032 Uiso calc R 1 . .
H H29C 1.3123 0.3526 0.8204 0.032 Uiso calc R 1 . .
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 0.0000 '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 0.0000 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C4 . . 105.78(19) ?
C6 O3 C5 . . 119.61(16) ?
C22 O5 H5 . . 104(2) ?
C26 O7 C27 . . 114.67(18) ?
C28 O9 C25 . . 117.71(17) ?
C2 C1 O1 . . 111.4(2) ?
C2 C1 H1 . . 124.3 ?
O1 C1 H1 . . 124.3 ?
C1 C2 C3 . . 106.0(2) ?
C1 C2 H2 . . 127.0 ?
C3 C2 H2 . . 127.0 ?
C4 C3 C2 . . 105.6(2) ?
C4 C3 C5 . . 126.4(2) ?
C2 C3 C5 . . 128.0(2) ?
C3 C4 O1 . . 111.2(2) ?
C3 C4 H4 . . 124.4 ?
O1 C4 H4 . . 124.4 ?
O3 C5 C3 . . 105.74(16) ?
O3 C5 C9 . . 110.76(17) ?
C3 C5 C9 . . 115.06(18) ?
O3 C5 H5A . . 108.4 ?
C3 C5 H5A . . 108.4 ?
C9 C5 H5A . . 108.4 ?
O2 C6 O3 . . 118.5(2) ?
O2 C6 C7 . . 123.5(2) ?
O3 C6 C7 . . 117.99(19) ?
C6 C7 C8 . . 117.74(19) ?
C6 C7 H7A . . 107.9 ?
C8 C7 H7A . . 107.9 ?
C6 C7 H7B . . 107.9 ?
C8 C7 H7B . . 107.9 ?
H7A C7 H7B . . 107.2 ?
C14 C8 C7 . . 121.15(19) ?
C14 C8 C9 . . 124.17(19) ?
C7 C8 C9 . . 114.66(17) ?
C8 C9 C11 . . 110.70(16) ?
C8 C9 C10 . . 109.21(18) ?
C11 C9 C10 . . 111.35(18) ?
C8 C9 C5 . . 106.23(16) ?
C11 C9 C5 . . 108.21(17) ?
C10 C9 C5 . . 111.03(17) ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C12 C11 C9 . . 112.46(17) ?
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 . . 114.02(17) ?
C11 C12 H12A . . 108.7 ?
C13 C12 H12A . . 108.7 ?
C11 C12 H12B . . 108.7 ?
C13 C12 H12B . . 108.7 ?
H12A C12 H12B . . 107.6 ?
C14 C13 C12 . . 112.65(17) ?
C14 C13 C18 . . 108.77(17) ?
C12 C13 C18 . . 117.01(18) ?
C14 C13 H13 . . 105.9 ?
C12 C13 H13 . . 105.9 ?
C18 C13 H13 . . 105.9 ?
C8 C14 C15 . . 122.6(2) ?
C8 C14 C13 . . 123.70(19) ?
C15 C14 C13 . . 113.74(17) ?
C14 C15 C16 . . 113.10(17) ?
C14 C15 H15A . . 109.0 ?
C16 C15 H15A . . 109.0 ?
C14 C15 H15B . . 109.0 ?
C16 C15 H15B . . 109.0 ?
H15A C15 H15B . . 107.8 ?
C17 C16 C15 . . 103.94(19) ?
C17 C16 C22 . . 112.35(18) ?
C15 C16 C22 . . 115.07(18) ?
C17 C16 H16 . . 108.4 ?
C15 C16 H16 . . 108.4 ?
C22 C16 H16 . . 108.4 ?
O4 C17 C16 . . 123.0(2) ?
O4 C17 C18 . . 122.9(2) ?
C16 C17 C18 . . 113.45(18) ?
C17 C18 C19 . . 108.29(17) ?
C17 C18 C20 . . 109.63(18) ?
C19 C18 C20 . . 115.63(17) ?
C17 C18 C13 . . 100.00(16) ?
C19 C18 C13 . . 109.91(18) ?
C20 C18 C13 . . 112.19(16) ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C25 C20 C21 . . 114.55(16) ?
C25 C20 C18 . . 113.28(17) ?
C21 C20 C18 . . 112.67(16) ?
C25 C20 H20 . . 105.1 ?
C21 C20 H20 . . 105.1 ?
C18 C20 H20 . . 105.1 ?
C24 C21 C23 . . 106.33(18) ?
C24 C21 C20 . . 111.93(17) ?
C23 C21 C20 . . 115.78(18) ?
C24 C21 C22 . . 108.43(18) ?
C23 C21 C22 . . 107.51(17) ?
C20 C21 C22 . . 106.60(16) ?
O5 C22 C16 . . 108.69(17) ?
O5 C22 C21 . . 112.06(17) ?
C16 C22 C21 . . 112.18(18) ?
O5 C22 H22 . . 107.9 ?
C16 C22 H22 . . 107.9 ?
C21 C22 H22 . . 107.9 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
O9 C25 C26 . . 111.32(17) ?
O9 C25 C20 . . 109.29(16) ?
C26 C25 C20 . . 112.31(17) ?
O9 C25 H25 . . 107.9 ?
C26 C25 H25 . . 107.9 ?
C20 C25 H25 . . 107.9 ?
O6 C26 O7 . . 124.9(2) ?
O6 C26 C25 . . 122.11(19) ?
O7 C26 C25 . . 112.95(18) ?
O7 C27 H27A . . 109.5 ?
O7 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
O7 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
O8 C28 O9 . . 122.2(2) ?
O8 C28 C29 . . 126.9(2) ?
O9 C28 C29 . . 110.79(19) ?
C28 C29 H29A . . 109.5 ?
C28 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C28 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.360(3) ?
O1 C4 . 1.364(3) ?
O2 C6 . 1.202(3) ?
O3 C6 . 1.353(3) ?
O3 C5 . 1.461(3) ?
O4 C17 . 1.217(3) ?
O5 C22 . 1.427(3) ?
O5 H5 . 0.840(10) ?
O6 C26 . 1.198(3) ?
O7 C26 . 1.330(3) ?
O7 C27 . 1.447(3) ?
O8 C28 . 1.206(3) ?
O9 C28 . 1.351(3) ?
O9 C25 . 1.433(2) ?
C1 C2 . 1.343(4) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.438(3) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.350(3) ?
C3 C5 . 1.486(3) ?
C4 H4 . 0.9500 ?
C5 C9 . 1.548(3) ?
C5 H5A . 1.0000 ?
C6 C7 . 1.497(3) ?
C7 C8 . 1.513(3) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C8 C14 . 1.333(3) ?
C8 C9 . 1.520(3) ?
C9 C11 . 1.538(3) ?
C9 C10 . 1.539(3) ?
C10 H10A . 0.9800 ?
C10 H10B . 0.9800 ?
C10 H10C . 0.9800 ?
C11 C12 . 1.521(3) ?
C11 H11A . 0.9900 ?
C11 H11B . 0.9900 ?
C12 C13 . 1.530(3) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C14 . 1.518(3) ?
C13 C18 . 1.597(3) ?
C13 H13 . 1.0000 ?
C14 C15 . 1.510(3) ?
C15 C16 . 1.550(3) ?
C15 H15A . 0.9900 ?
C15 H15B . 0.9900 ?
C16 C17 . 1.513(3) ?
C16 C22 . 1.552(3) ?
C16 H16 . 1.0000 ?
C17 C18 . 1.533(3) ?
C18 C19 . 1.540(3) ?
C18 C20 . 1.576(3) ?
C19 H19A . 0.9800 ?
C19 H19B . 0.9800 ?
C19 H19C . 0.9800 ?
C20 C25 . 1.537(3) ?
C20 C21 . 1.553(3) ?
C20 H20 . 1.0000 ?
C21 C24 . 1.533(3) ?
C21 C23 . 1.549(3) ?
C21 C22 . 1.553(3) ?
C22 H22 . 1.0000 ?
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 C26 . 1.532(3) ?
C25 H25 . 1.0000 ?
C27 H27A . 0.9800 ?
C27 H27B . 0.9800 ?
C27 H27C . 0.9800 ?
C28 C29 . 1.490(3) ?
C29 H29A . 0.9800 ?
C29 H29B . 0.9800 ?
C29 H29C . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O5 H5 O8 1_565 0.840(10) 1.990(10) 2.827(2) 175(3) 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 O1 C1 C2 . . . . 0.9(3) ?
O1 C1 C2 C3 . . . . -0.4(3) ?
C1 C2 C3 C4 . . . . -0.3(3) ?
C1 C2 C3 C5 . . . . 177.9(2) ?
C2 C3 C4 O1 . . . . 0.9(3) ?
C5 C3 C4 O1 . . . . -177.3(2) ?
C1 O1 C4 C3 . . . . -1.1(3) ?
C6 O3 C5 C3 . . . . -166.70(18) ?
C6 O3 C5 C9 . . . . -41.4(2) ?
C4 C3 C5 O3 . . . . -140.9(2) ?
C2 C3 C5 O3 . . . . 41.3(3) ?
C4 C3 C5 C9 . . . . 96.5(3) ?
C2 C3 C5 C9 . . . . -81.3(3) ?
C5 O3 C6 O2 . . . . 177.6(2) ?
C5 O3 C6 C7 . . . . -5.1(3) ?
O2 C6 C7 C8 . . . . -155.4(2) ?
O3 C6 C7 C8 . . . . 27.5(3) ?
C6 C7 C8 C14 . . . . -179.1(2) ?
C6 C7 C8 C9 . . . . -0.7(3) ?
C14 C8 C9 C11 . . . . 19.3(3) ?
C7 C8 C9 C11 . . . . -159.00(18) ?
C14 C8 C9 C10 . . . . -103.6(2) ?
C7 C8 C9 C10 . . . . 78.1(2) ?
C14 C8 C9 C5 . . . . 136.6(2) ?
C7 C8 C9 C5 . . . . -41.7(2) ?
O3 C5 C9 C8 . . . . 63.6(2) ?
C3 C5 C9 C8 . . . . -176.52(18) ?
O3 C5 C9 C11 . . . . -177.45(16) ?
C3 C5 C9 C11 . . . . -57.6(2) ?
O3 C5 C9 C10 . . . . -55.0(2) ?
C3 C5 C9 C10 . . . . 64.9(2) ?
C8 C9 C11 C12 . . . . -45.1(2) ?
C10 C9 C11 C12 . . . . 76.6(2) ?
C5 C9 C11 C12 . . . . -161.11(17) ?
C9 C11 C12 C13 . . . . 55.3(2) ?
C11 C12 C13 C14 . . . . -35.6(3) ?
C11 C12 C13 C18 . . . . 91.5(2) ?
C7 C8 C14 C15 . . . . -2.3(3) ?
C9 C8 C14 C15 . . . . 179.45(19) ?
C7 C8 C14 C13 . . . . 177.06(19) ?
C9 C8 C14 C13 . . . . -1.2(3) ?
C12 C13 C14 C8 . . . . 8.9(3) ?
C18 C13 C14 C8 . . . . -122.5(2) ?
C12 C13 C14 C15 . . . . -171.68(18) ?
C18 C13 C14 C15 . . . . 56.9(2) ?
C8 C14 C15 C16 . . . . 127.9(2) ?
C13 C14 C15 C16 . . . . -51.6(3) ?
C14 C15 C16 C17 . . . . 52.2(2) ?
C14 C15 C16 C22 . . . . -71.1(2) ?
C15 C16 C17 O4 . . . . 103.1(2) ?
C22 C16 C17 O4 . . . . -131.9(2) ?
C15 C16 C17 C18 . . . . -68.0(2) ?
C22 C16 C17 C18 . . . . 57.1(2) ?
O4 C17 C18 C19 . . . . 17.1(3) ?
C16 C17 C18 C19 . . . . -171.89(18) ?
O4 C17 C18 C20 . . . . 144.1(2) ?
C16 C17 C18 C20 . . . . -44.9(2) ?
O4 C17 C18 C13 . . . . -97.9(2) ?
C16 C17 C18 C13 . . . . 73.1(2) ?
C14 C13 C18 C17 . . . . -62.5(2) ?
C12 C13 C18 C17 . . . . 168.46(18) ?
C14 C13 C18 C19 . . . . -176.26(17) ?
C12 C13 C18 C19 . . . . 54.7(2) ?
C14 C13 C18 C20 . . . . 53.6(2) ?
C12 C13 C18 C20 . . . . -75.4(2) ?
C17 C18 C20 C25 . . . . -147.54(17) ?
C19 C18 C20 C25 . . . . -24.8(2) ?
C13 C18 C20 C25 . . . . 102.3(2) ?
C17 C18 C20 C21 . . . . -15.5(2) ?
C19 C18 C20 C21 . . . . 107.2(2) ?
C13 C18 C20 C21 . . . . -125.63(18) ?
C25 C20 C21 C24 . . . . -46.3(2) ?
C18 C20 C21 C24 . . . . -177.77(17) ?
C25 C20 C21 C23 . . . . 75.7(2) ?
C18 C20 C21 C23 . . . . -55.7(2) ?
C25 C20 C21 C22 . . . . -164.74(17) ?
C18 C20 C21 C22 . . . . 63.8(2) ?
C17 C16 C22 O5 . . . . -129.80(18) ?
C15 C16 C22 O5 . . . . -11.1(2) ?
C17 C16 C22 C21 . . . . -5.3(2) ?
C15 C16 C22 C21 . . . . 113.3(2) ?
C24 C21 C22 O5 . . . . -49.9(2) ?
C23 C21 C22 O5 . . . . -164.50(18) ?
C20 C21 C22 O5 . . . . 70.7(2) ?
C24 C21 C22 C16 . . . . -172.51(17) ?
C23 C21 C22 C16 . . . . 72.9(2) ?
C20 C21 C22 C16 . . . . -51.8(2) ?
C28 O9 C25 C26 . . . . 90.9(2) ?
C28 O9 C25 C20 . . . . -144.50(18) ?
C21 C20 C25 O9 . . . . -47.2(2) ?
C18 C20 C25 O9 . . . . 84.0(2) ?
C21 C20 C25 C26 . . . . 76.9(2) ?
C18 C20 C25 C26 . . . . -151.96(17) ?
C27 O7 C26 O6 . . . . -3.3(4) ?
C27 O7 C26 C25 . . . . 179.2(2) ?
O9 C25 C26 O6 . . . . 174.3(2) ?
C20 C25 C26 O6 . . . . 51.4(3) ?
O9 C25 C26 O7 . . . . -8.1(3) ?
C20 C25 C26 O7 . . . . -131.01(19) ?
C25 O9 C28 O8 . . . . -1.2(3) ?
C25 O9 C28 C29 . . . . 177.21(17) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10404659
2 PubChem 21636328
