#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/15/2211500.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2211500
loop_
_publ_author_name
'Thompson, Hugh W.'
'Lalancette, Roger A.'
'Kikolski, Elizabeth M.'
_publ_section_title
;
 (+)-14bα-3-Oxoglycyrrhetinic acid: catemeric hydrogen bonding in a
 non-racemic triterpenoid diketo acid
;
_journal_coeditor_code           LH2223
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o5482
_journal_page_last               o5484
_journal_paper_doi               10.1107/S1600536806045788
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C30 H44 O4'
_chemical_formula_moiety         'C30 H44 O4'
_chemical_formula_sum            'C30 H44 O4'
_chemical_formula_weight         468.65
_chemical_melting_point          598
_chemical_name_common            '(+)-14bα-3-Oxoglycyrrhetinic acid'
_chemical_name_systematic
;
(+)-10,13-dioxo-2α,4aβ,6aα,6bβ,9,9,12aβ-heptamethyl-
1,2,3,4,4a,5,6,6a,6 b,7,8,8aα,9,10,11,12,12a,12bα,13,14bα-
eicosahydropicene-2β-carboxylic acid
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_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_method           SHELXL-97
_cell_angle_alpha                90.085(2)
_cell_angle_beta                 96.287(2)
_cell_angle_gamma                114.225(2)
_cell_formula_units_Z            1
_cell_length_a                   6.6054(2)
_cell_length_b                   7.2228(2)
_cell_length_c                   14.5495(3)
_cell_measurement_reflns_used    8622
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.71
_cell_measurement_theta_min      3.06
_cell_volume                     628.39(3)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.906
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_device_type  'Bruker SMART CCD APEX-II area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_av_sigmaI/netI    0.034
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8622
_diffrn_reflns_theta_full        67.71
_diffrn_reflns_theta_max         67.71
_diffrn_reflns_theta_min         3.06
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.627
_exptl_absorpt_correction_T_max  0.945
_exptl_absorpt_correction_T_min  0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2001)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             256
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.20
_refine_ls_abs_structure_details 'Flack (1983), 1651 Friedel pairs'
_refine_ls_abs_structure_Flack   0.2(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.04
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         3702
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.04
_refine_ls_R_factor_all          0.056
_refine_ls_R_factor_gt           0.046
_refine_ls_shift/su_max          0.00
_refine_ls_shift/su_mean         0.00
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0454P)²+0.3681P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.106
_refine_ls_wR_factor_ref         0.113
_reflns_number_gt                3345
_reflns_number_total             3702
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2223.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (2
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (2 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (2
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (2 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2211500
_cod_database_fobs_code          2211500
loop_
_symmetry_equiv_pos_as_xyz
'x, y, 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
C C1 1.0963(6) 0.3181(5) 0.8084(2) 0.0384(8) Uani d . 1
H H1A 0.9926 0.3822 0.7892 0.046 Uiso calc R 1
H H1B 1.2383 0.3957 0.7827 0.046 Uiso calc R 1
O O1 1.2654(4) -0.0900(3) 0.13736(15) 0.0420(6) Uani d . 1
C C2 1.1424(5) 0.3330(5) 0.9151(2) 0.0362(8) Uani d . 1
O O2 1.0843(4) 0.4036(3) 0.47008(14) 0.0369(5) Uani d . 1
C C3 0.9278(6) 0.1925(5) 0.9563(2) 0.0447(9) Uani d . 1
H H3A 0.9648 0.1871 1.0238 0.054 Uiso calc R 1
H H3B 0.8165 0.2519 0.9472 0.054 Uiso calc R 1
O O3 1.1774(4) 0.6796(4) 0.90149(16) 0.0544(7) Uani d . 1
C C4 0.8252(6) -0.0202(5) 0.9135(2) 0.0485(10) Uani d . 1
H H4A 0.6841 -0.0981 0.9398 0.058 Uiso calc R 1
H H4B 0.9279 -0.0863 0.9305 0.058 Uiso calc R 1
C C4A 0.7751(5) -0.0307(5) 0.8073(2) 0.0396(8) Uani d . 1
O O4 1.2512(4) 0.5752(4) 1.03971(15) 0.0505(7) Uani d . 1
H H4 1.2475 0.6838 1.0582 0.076 Uiso calc R 1
C C5 0.7100(6) -0.2479(5) 0.7720(2) 0.0445(9) Uani d . 1
H H5A 0.5730 -0.3384 0.7980 0.053 Uiso calc R 1
H H5B 0.8309 -0.2902 0.7943 0.053 Uiso calc R 1
C C6 0.6679(6) -0.2742(5) 0.6663(2) 0.0414(9) Uani d . 1
H H6A 0.5336 -0.2503 0.6448 0.050 Uiso calc R 1
H H6B 0.6358 -0.4164 0.6478 0.050 Uiso calc R 1
C C6A 0.8666(5) -0.1293(4) 0.61690(19) 0.0277(6) Uani d . 1
C C6B 0.7869(5) -0.1274(4) 0.51001(19) 0.0274(6) Uani d . 1
C C7 0.7242(5) -0.3363(4) 0.46163(19) 0.0289(7) Uani d . 1
H H7A 0.8391 -0.3863 0.4836 0.035 Uiso calc R 1
H H7B 0.5800 -0.4330 0.4803 0.035 Uiso calc R 1
C C8 0.7034(5) -0.3363(4) 0.3564(2) 0.0313(7) Uani d . 1
H H8A 0.5794 -0.2989 0.3331 0.038 Uiso calc R 1
H H8B 0.6683 -0.4745 0.3306 0.038 Uiso calc R 1
C C8A 0.9209(5) -0.1856(4) 0.32446(19) 0.0287(7) Uani d . 1
H H8A1 1.0413 -0.2154 0.3603 0.034 Uiso calc R 1
C C9 0.9426(5) -0.2203(4) 0.21993(19) 0.0323(7) Uani d . 1
C C10 1.1550(5) -0.0550(4) 0.19087(18) 0.0315(7) Uani d . 1
C C11 1.2240(5) 0.1602(4) 0.2279(2) 0.0318(7) Uani d . 1
H H11A 1.1304 0.2196 0.1925 0.038 Uiso calc R 1
H H11B 1.3814 0.2419 0.2180 0.038 Uiso calc R 1
C C12 1.2017(5) 0.1746(4) 0.33116(18) 0.0286(7) Uani d . 1
H H12A 1.2337 0.3170 0.3492 0.034 Uiso calc R 1
H H12B 1.3152 0.1387 0.3673 0.034 Uiso calc R 1
C C12A 0.9688(5) 0.0350(4) 0.35646(19) 0.0268(7) Uani d . 1
C C12B 0.9836(5) 0.0391(4) 0.46472(18) 0.0249(6) Uani d . 1
H H12C 1.1173 0.0110 0.4854 0.030 Uiso calc R 1
C C13 1.0356(5) 0.2455(4) 0.51112(19) 0.0291(7) Uani d . 1
C C14 1.0400(5) 0.2501(4) 0.61213(19) 0.0308(7) Uani d . 1
H H14 1.1003 0.3796 0.6442 0.037 Uiso calc R 1
C C14A 0.9656(5) 0.0860(4) 0.66254(19) 0.0297(7) Uani d . 1
C C14B 0.9965(5) 0.1019(5) 0.7674(2) 0.0344(7) Uani d . 1
H H14B 1.1057 0.0426 0.7880 0.041 Uiso calc R 1
C C15 1.1923(5) 0.5472(5) 0.9484(2) 0.0373(8) Uani d . 1
C C16 1.3405(6) 0.2824(5) 0.9505(2) 0.0421(8) Uani d . 1
H H16A 1.4762 0.3787 0.9270 0.063 Uiso calc R 1
H H16B 1.3098 0.1439 0.9288 0.063 Uiso calc R 1
H H16C 1.3620 0.2924 1.0184 0.063 Uiso calc R 1
C C17 0.5905(6) 0.0420(6) 0.7776(2) 0.0468(9) Uani d . 1
H H17A 0.5717 0.0469 0.7100 0.070 Uiso calc R 1
H H17B 0.6323 0.1780 0.8058 0.070 Uiso calc R 1
H H17C 0.4496 -0.0525 0.7980 0.070 Uiso calc R 1
C C18 1.0542(6) -0.2055(5) 0.6326(2) 0.0417(8) Uani d . 1
H H18A 1.1874 -0.1104 0.6070 0.062 Uiso calc R 1
H H18B 1.0033 -0.3402 0.6016 0.062 Uiso calc R 1
H H18C 1.0908 -0.2141 0.6991 0.062 Uiso calc R 1
C C19 0.5797(5) -0.0779(5) 0.4975(2) 0.0322(7) Uani d . 1
H H19A 0.5491 -0.0520 0.4325 0.048 Uiso calc R 1
H H19B 0.6081 0.0430 0.5365 0.048 Uiso calc R 1
H H19C 0.4502 -0.1933 0.5156 0.048 Uiso calc R 1
C C20 0.9524(7) -0.4273(5) 0.2079(2) 0.0520(10) Uani d . 1
H H20A 0.9722 -0.4493 0.1436 0.078 Uiso calc R 1
H H20B 0.8129 -0.5350 0.2231 0.078 Uiso calc R 1
H H20C 1.0785 -0.4299 0.2494 0.078 Uiso calc R 1
C C21 0.7467(6) -0.2230(5) 0.1517(2) 0.0408(8) Uani d . 1
H H21A 0.7460 -0.0876 0.1521 0.061 Uiso calc R 1
H H21B 0.6056 -0.3220 0.1701 0.061 Uiso calc R 1
H H21C 0.7634 -0.2611 0.0892 0.061 Uiso calc R 1
C C22 0.7943(5) 0.1076(5) 0.3114(2) 0.0315(7) Uani d . 1
H H22A 0.6464 -0.0064 0.3038 0.047 Uiso calc R 1
H H22B 0.8338 0.1591 0.2506 0.047 Uiso calc R 1
H H22C 0.7914 0.2163 0.3509 0.047 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 0.0181 0.0091 '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 0.0492 0.0322 '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_publ_flag
C14B C1 C2 113.5(3) ?
C14B C1 H1A 108.9 ?
C2 C1 H1A 108.9 ?
C14B C1 H1B 108.9 ?
C2 C1 H1B 108.9 ?
H1A C1 H1B 107.7 ?
C15 C2 C16 109.0(3) ?
C15 C2 C1 108.3(3) ?
C16 C2 C1 112.5(3) ?
C15 C2 C3 106.3(3) ?
C16 C2 C3 110.9(3) ?
C1 C2 C3 109.6(3) ?
C4 C3 C2 113.2(3) ?
C4 C3 H3A 108.9 ?
C2 C3 H3A 108.9 ?
C4 C3 H3B 108.9 ?
C2 C3 H3B 108.9 ?
H3A C3 H3B 107.7 ?
C3 C4 C4A 113.8(3) ?
C3 C4 H4A 108.8 ?
C4A C4 H4A 108.8 ?
C3 C4 H4B 108.8 ?
C4A C4 H4B 108.8 ?
H4A C4 H4B 107.7 ?
C5 C4A C17 111.6(3) ?
C5 C4A C4 108.3(3) ?
C17 C4A C4 110.9(3) ?
C5 C4A C14B 106.4(3) ?
C17 C4A C14B 111.4(3) ?
C4 C4A C14B 108.1(2) ?
C15 O4 H4 109.5 ?
C4A C5 C6 112.9(3) ?
C4A C5 H5A 109.0 ?
C6 C5 H5A 109.0 ?
C4A C5 H5B 109.0 ?
C6 C5 H5B 109.0 ?
H5A C5 H5B 107.8 ?
C5 C6 C6A 113.9(3) ?
C5 C6 H6A 108.8 ?
C6A C6 H6A 108.8 ?
C5 C6 H6B 108.8 ?
C6A C6 H6B 108.8 ?
H6A C6 H6B 107.7 ?
C14A C6A C18 105.8(2) ?
C14A C6A C6 110.8(2) ?
C18 C6A C6 107.3(3) ?
C14A C6A C6B 110.9(2) ?
C18 C6A C6B 112.0(2) ?
C6 C6A C6B 110.0(2) ?
C7 C6B C19 108.3(2) ?
C7 C6B C12B 109.6(2) ?
C19 C6B C12B 109.6(2) ?
C7 C6B C6A 110.5(2) ?
C19 C6B C6A 110.3(2) ?
C12B C6B C6A 108.6(2) ?
C8 C7 C6B 114.4(2) ?
C8 C7 H7A 108.7 ?
C6B C7 H7A 108.7 ?
C8 C7 H7B 108.7 ?
C6B C7 H7B 108.7 ?
H7A C7 H7B 107.6 ?
C7 C8 C8A 110.5(2) ?
C7 C8 H8A 109.6 ?
C8A C8 H8A 109.6 ?
C7 C8 H8B 109.6 ?
C8A C8 H8B 109.6 ?
H8A C8 H8B 108.1 ?
C8 C8A C12A 110.7(2) ?
C8 C8A C9 113.9(2) ?
C12A C8A C9 116.1(2) ?
C8 C8A H8A1 105.0 ?
C12A C8A H8A1 105.0 ?
C9 C8A H8A1 105.0 ?
C10 C9 C20 109.0(3) ?
C10 C9 C21 106.8(2) ?
C20 C9 C21 107.2(3) ?
C10 C9 C8A 111.0(2) ?
C20 C9 C8A 108.2(2) ?
C21 C9 C8A 114.4(3) ?
O1 C10 C11 119.4(3) ?
O1 C10 C9 122.4(3) ?
C11 C10 C9 118.2(2) ?
C10 C11 C12 113.1(2) ?
C10 C11 H11A 108.9 ?
C12 C11 H11A 108.9 ?
C10 C11 H11B 108.9 ?
C12 C11 H11B 108.9 ?
H11A C11 H11B 107.8 ?
C11 C12 C12A 113.5(2) ?
C11 C12 H12A 108.9 ?
C12A C12 H12A 108.9 ?
C11 C12 H12B 108.9 ?
C12A C12 H12B 108.9 ?
H12A C12 H12B 107.7 ?
C22 C12A C12 109.5(2) ?
C22 C12A C8A 113.0(2) ?
C12 C12A C8A 107.5(2) ?
C22 C12A C12B 112.8(2) ?
C12 C12A C12B 107.4(2) ?
C8A C12A C12B 106.2(2) ?
C13 C12B C12A 114.9(2) ?
C13 C12B C6B 108.4(2) ?
C12A C12B C6B 118.0(2) ?
C13 C12B H12C 104.6 ?
C12A C12B H12C 104.6 ?
C6B C12B H12C 104.6 ?
O2 C13 C14 120.0(3) ?
O2 C13 C12B 124.2(2) ?
C14 C13 C12B 115.7(2) ?
C14A C14 C13 125.0(3) ?
C14A C14 H14 117.5 ?
C13 C14 H14 117.5 ?
C14 C14A C14B 122.0(3) ?
C14 C14A C6A 121.2(2) ?
C14B C14A C6A 116.5(2) ?
C1 C14B C14A 114.0(2) ?
C1 C14B C4A 111.5(3) ?
C14A C14B C4A 111.3(2) ?
C1 C14B H14B 106.5 ?
C14A C14B H14B 106.5 ?
C4A C14B H14B 106.5 ?
O3 C15 O4 122.1(3) ?
O3 C15 C2 126.4(3) y
O4 C15 C2 111.5(3) y
C2 C16 H16A 109.5 ?
C2 C16 H16B 109.5 ?
H16A C16 H16B 109.5 ?
C2 C16 H16C 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
C4A C17 H17A 109.5 ?
C4A C17 H17B 109.5 ?
H17A C17 H17B 109.5 ?
C4A C17 H17C 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
C6A C18 H18A 109.5 ?
C6A C18 H18B 109.5 ?
H18A C18 H18B 109.5 ?
C6A C18 H18C 109.5 ?
H18A C18 H18C 109.5 ?
H18B C18 H18C 109.5 ?
C6B C19 H19A 109.5 ?
C6B C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C6B C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
C9 C20 H20A 109.5 ?
C9 C20 H20B 109.5 ?
H20A C20 H20B 109.5 ?
C9 C20 H20C 109.5 ?
H20A C20 H20C 109.5 ?
H20B C20 H20C 109.5 ?
C9 C21 H21A 109.5 ?
C9 C21 H21B 109.5 ?
H21A C21 H21B 109.5 ?
C9 C21 H21C 109.5 ?
H21A C21 H21C 109.5 ?
H21B C21 H21C 109.5 ?
C12A C22 H22A 109.5 ?
C12A C22 H22B 109.5 ?
H22A C22 H22B 109.5 ?
C12A C22 H22C 109.5 ?
H22A C22 H22C 109.5 ?
H22B C22 H22C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C14B 1.515(4) ?
C1 C2 1.544(4) ?
C1 H1A 0.9900 ?
C1 H1B 0.9900 ?
O1 C10 1.215(3) ?
C2 C15 1.510(4) ?
C2 C16 1.535(5) ?
C2 C3 1.551(4) ?
O2 C13 1.227(3) ?
C3 C4 1.502(5) ?
C3 H3A 0.9900 ?
C3 H3B 0.9900 ?
O3 C15 1.206(4) y
C4 C4A 1.540(4) ?
C4 H4A 0.9900 ?
C4 H4B 0.9900 ?
C4A C5 1.519(5) ?
C4A C17 1.536(5) ?
C4A C14B 1.558(4) ?
O4 C15 1.334(4) y
O4 H4 0.8400 ?
C5 C6 1.529(4) ?
C5 H5A 0.9900 ?
C5 H5B 0.9900 ?
C6 C6A 1.555(4) ?
C6 H6A 0.9900 ?
C6 H6B 0.9900 ?
C6A C14A 1.534(4) ?
C6A C18 1.545(5) ?
C6A C6B 1.588(4) ?
C6B C7 1.538(4) ?
C6B C19 1.543(5) ?
C6B C12B 1.574(3) ?
C7 C8 1.522(4) ?
C7 H7A 0.9900 ?
C7 H7B 0.9900 ?
C8 C8A 1.526(4) ?
C8 H8A 0.9900 ?
C8 H8B 0.9900 ?
C8A C12A 1.552(4) ?
C8A C9 1.572(4) ?
C8A H8A1 1.0000 ?
C9 C10 1.527(4) ?
C9 C20 1.534(4) ?
C9 C21 1.536(5) ?
C10 C11 1.508(4) ?
C11 C12 1.533(4) ?
C11 H11A 0.9900 ?
C11 H11B 0.9900 ?
C12 C12A 1.540(4) ?
C12 H12A 0.9900 ?
C12 H12B 0.9900 ?
C12A C22 1.538(4) ?
C12A C12B 1.567(4) ?
C12B C13 1.524(4) ?
C12B H12C 1.0000 ?
C13 C14 1.467(4) ?
C14 C14A 1.337(4) ?
C14 H14 0.9500 ?
C14A C14B 1.515(4) ?
C14B H14B 1.0000 ?
C16 H16A 0.9800 ?
C16 H16B 0.9800 ?
C16 H16C 0.9800 ?
C17 H17A 0.9800 ?
C17 H17B 0.9800 ?
C17 H17C 0.9800 ?
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 H20A 0.9800 ?
C20 H20B 0.9800 ?
C20 H20C 0.9800 ?
C21 H21A 0.9800 ?
C21 H21B 0.9800 ?
C21 H21C 0.9800 ?
C22 H22A 0.9800 ?
C22 H22B 0.9800 ?
C22 H22C 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
O4 H4 O1 1_566 0.84 1.95 2.766(3) 163 yes
C7 H7A O2 1_545 0.99 2.66 3.579(4) 155 yes
C17 H17C O3 1_445 0.98 2.64 3.575(4) 159 yes
C20 H20A O4 1_544 0.98 2.46 3.304(4) 144 yes
C21 H21B O4 1_444 0.98 2.69 3.225(4) 115 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
C14B C1 C2 C15 -167.8(3)
C14B C1 C2 C16 71.6(3)
C14B C1 C2 C3 -52.2(4)
C15 C2 C3 C4 167.1(3)
C16 C2 C3 C4 -74.5(4)
C1 C2 C3 C4 50.3(4)
C2 C3 C4 C4A -54.6(4)
C3 C4 C4A C5 170.5(3)
C3 C4 C4A C17 -66.7(4)
C3 C4 C4A C14B 55.7(4)
C17 C4A C5 C6 60.6(3)
C4 C4A C5 C6 -177.1(3)
C14B C4A C5 C6 -61.1(4)
C4A C5 C6 C6A 55.0(4)
C5 C6 C6A C14A -42.7(4)
C5 C6 C6A C18 72.3(3)
C5 C6 C6A C6B -165.7(3)
C14A C6A C6B C7 170.7(3)
C18 C6A C6B C7 52.8(3)
C6 C6A C6B C7 -66.3(3)
C14A C6A C6B C19 -69.6(3)
C18 C6A C6B C19 172.5(3)
C6 C6A C6B C19 53.4(3)
C14A C6A C6B C12B 50.6(3)
C18 C6A C6B C12B -67.3(3)
C6 C6A C6B C12B 173.5(3)
C19 C6B C7 C8 74.0(3)
C12B C6B C7 C8 -45.5(3)
C6A C6B C7 C8 -165.1(2)
C6B C7 C8 C8A 57.2(3)
C7 C8 C8A C12A -64.4(3)
C7 C8 C8A C9 162.6(2)
C8 C8A C9 C10 175.7(3)
C12A C8A C9 C10 45.4(4)
C8 C8A C9 C20 -64.7(4)
C12A C8A C9 C20 165.0(3)
C8 C8A C9 C21 54.7(3)
C12A C8A C9 C21 -75.7(3)
C20 C9 C10 O1 24.1(4)
C21 C9 C10 O1 -91.3(3)
C8A C9 C10 O1 143.3(3)
C20 C9 C10 C11 -158.0(3)
C21 C9 C10 C11 86.5(3)
C8A C9 C10 C11 -38.9(4)
O1 C10 C11 C12 -138.8(3)
C9 C10 C11 C12 43.3(4)
C10 C11 C12 C12A -52.6(4)
C11 C12 C12A C22 -66.4(3)
C11 C12 C12A C8A 56.8(3)
C11 C12 C12A C12B 170.8(2)
C8 C8A C12A C22 -65.1(3)
C9 C8A C12A C22 66.8(3)
C8 C8A C12A C12 173.9(2)
C9 C8A C12A C12 -54.2(3)
C8 C8A C12A C12B 59.1(3)
C9 C8A C12A C12B -169.0(2)
C22 C12A C12B C13 -57.0(3)
C12 C12A C12B C13 63.8(3)
C8A C12A C12B C13 178.7(3)
C22 C12A C12B C6B 73.0(3)
C12 C12A C12B C6B -166.2(2)
C8A C12A C12B C6B -51.3(3)
C7 C6B C12B C13 177.6(2)
C19 C6B C12B C13 58.9(3)
C6A C6B C12B C13 -61.7(3)
C7 C6B C12B C12A 44.7(3)
C19 C6B C12B C12A -74.0(3)
C6A C6B C12B C12A 165.4(2)
C12A C12B C13 O2 -6.8(4)
C6B C12B C13 O2 -141.4(3)
C12A C12B C13 C14 177.3(2)
C6B C12B C13 C14 42.8(3)
O2 C13 C14 C14A 171.8(3)
C12B C13 C14 C14A -12.2(4)
C13 C14 C14A C14B 173.8(3)
C13 C14 C14A C6A 0.3(5)
C18 C6A C14A C14 101.0(3)
C6 C6A C14A C14 -143.0(3)
C6B C6A C14A C14 -20.6(4)
C18 C6A C14A C14B -72.7(3)
C6 C6A C14A C14B 43.2(4)
C6B C6A C14A C14B 165.7(2)
C2 C1 C14B C14A -175.9(3)
C2 C1 C14B C4A 57.0(4)
C14 C14A C14B C1 5.9(4)
C6A C14A C14B C1 179.6(3)
C14 C14A C14B C4A 133.0(3)
C6A C14A C14B C4A -53.3(4)
C5 C4A C14B C1 -172.1(3)
C17 C4A C14B C1 66.0(3)
C4 C4A C14B C1 -56.0(4)
C5 C4A C14B C14A 59.3(4)
C17 C4A C14B C14A -62.5(3)
C4 C4A C14B C14A 175.4(3)
C16 C2 C15 O3 129.6(4)
C1 C2 C15 O3 6.8(5)
C3 C2 C15 O3 -110.8(4)
C16 C2 C15 O4 -52.3(3)
C1 C2 C15 O4 -175.0(3)
C3 C2 C15 O4 67.3(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 200163
