#------------------------------------------------------------------------------
#$Date: 2022-06-22 12:29:56 +0300 (Wed, 22 Jun 2022) $
#$Revision: 276154 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/54/8105455.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_8105455
loop_
_publ_author_name
'Zhao, Ruo-Lin'
'Wang, Hui-Yun'
'Wang, Xiao-Hui'
'Liu, Li'
'Meng, Qing-Guo'
_publ_section_title
;
 The crystal structure of benzyl 3β-acetylglycyrrhetate, C39H54O5
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1319
_journal_page_last               1321
_journal_paper_doi               10.1515/ncrs-2020-0296
_journal_volume                  235
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C39 H54 O5'
_chemical_formula_sum            'C39 H54 O5'
_chemical_formula_weight         602.82
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_cell_angle_alpha                90
_cell_angle_beta                 117.789(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.98138(17)
_cell_length_b                   37.9050(6)
_cell_length_c                   7.28644(16)
_cell_measurement_reflns_used    9020
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.9040
_cell_measurement_theta_min      6.8400
_cell_volume                     1705.83(8)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4674
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -32.00  30.00   1.00    1.00    --   42.08 -38.00  60.00   62
  2  ω     -3.00  91.00   1.00    1.00    --   42.08-125.00-150.00   94
  3  ω     40.00  66.00   1.00    1.00    --   42.08 -38.00  60.00   26
  4  ω    119.00 147.00   1.00    3.12    --   92.50  61.00  60.00   28
  5  ω     63.00 120.00   1.00    3.12    --   92.50 -77.00 -90.00   57
  6  ω     64.00 124.00   1.00    3.12    --   92.50 -91.00  83.90   60
  7  ω     76.00 123.00   1.00    3.12    --   92.50 125.00-180.00   47
  8  ω     19.00  79.00   1.00    3.12    --   92.50-125.00-120.00   60
  9  ω    140.00 165.00   1.00    3.12    --   92.50 125.00  30.00   25
 10  ω     17.00  42.00   1.00    3.12    --   92.50 -77.00 -90.00   25
 11  ω     11.00  83.00   1.00    3.12    --   92.50 -95.00  90.00   72
 12  ω     32.00  58.00   1.00    3.12    --   92.50 -91.00  83.90   26
 13  ω     90.00 116.00   1.00    3.12    --   92.50  77.00-180.00   26
 14  ω     42.00  68.00   1.00    3.12    --   92.50 -30.00 -90.00   26
 15  ω     85.00 112.00   1.00    3.12    --   92.50 -30.00 -90.00   27
 16  ω     73.00 155.00   1.00    3.12    --   92.50 125.00-120.00   82
 17  ω    103.00 161.00   1.00    3.12    --   92.50 125.00 -30.00   58
 18  ω     74.00 122.00   1.00    3.12    --   92.50  61.00  30.00   48
 19  ω     23.00  72.00   1.00    3.12    --   92.50-125.00 -30.00   49
 20  ω     19.00  44.00   1.00    3.12    --   92.50-125.00 120.00   25
 21  ω     68.00  93.00   1.00    3.12    --   92.50-125.00 120.00   25
 22  ω     42.00  69.00   1.00    3.12    --   92.50 -95.00-120.00   27
 23  ω     80.00 113.00   1.00    3.12    --   92.50  61.00  60.00   33
 24  ω     88.00 162.00   1.00    3.12    --   92.50  30.00-180.00   74
 25  ω     31.00  60.00   1.00    1.00    --   42.20  38.00 -60.00   29
 26  ω     87.00 113.00   1.00    3.12    --   92.50  30.00  90.00   26
 27  ω     36.00  90.00   1.00    3.12    --   92.50 -45.00  90.00   54
 28  ω     31.00  69.00   1.00    3.12    --   92.50-125.00   0.00   38
 29  ω     87.00 124.00   1.00    3.12    --   92.50 -90.00 173.00   37
 30  ω    139.00 166.00   1.00    3.12    --   92.50  30.00  90.00   27
 31  ω     91.00 156.00   1.00    3.12    --   92.50 125.00 120.00   65
 32  ω     88.00 116.00   1.00    3.12    --   92.50 -45.00-180.00   28
 33  ω     68.00 118.00   1.00    3.12    --   92.50 -61.00 -30.00   50
 34  ω    109.00 142.00   1.00    3.12    --   92.50 -15.00   0.00   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0407414000
_diffrn_orient_matrix_UB_12      -0.0385877000
_diffrn_orient_matrix_UB_13      0.0748608000
_diffrn_orient_matrix_UB_21      0.2399757000
_diffrn_orient_matrix_UB_22      0.0086659000
_diffrn_orient_matrix_UB_23      0.1432316000
_diffrn_orient_matrix_UB_31      -0.0546899000
_diffrn_orient_matrix_UB_32      0.0093517000
_diffrn_orient_matrix_UB_33      0.1760282000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            17341
_diffrn_reflns_point_group_measured_fraction_full 0.931
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        66.876
_diffrn_reflns_theta_max         66.876
_diffrn_reflns_theta_min         4.666
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.593
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.112
_refine_diff_density_rms         0.029
_refine_ls_abs_structure_details
;
 Flack x determined using 2361 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(7)
_refine_ls_extinction_coef       0.0105(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         5669
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0326
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0498P)²+0.1323P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0872
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_full    0.869
_reflns_Friedel_fraction_max     0.869
_reflns_number_gt                5431
_reflns_number_total             5669
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2020-0296_suppl.cif
_cod_data_source_block           a
_cod_original_cell_volume        1705.82(8)
_cod_database_code               8105455
_chemical_oxdiff_formula         'C1 H1 O1'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 98.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C5(H5), C9(H9), C18(H18)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C6(H6A,H6B), C7(H7A,H7B), C15(H15A,H15B), C16(H16A,
 H16B), C19(H19A,H19B), C21(H21A,H21B), C22(H22A,H22B), C31(H31A,H31B)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37)
2.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C39(H39A,
 H39B,H39C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.4864(3) 0.32041(4) 0.0024(3) 0.0604(4) Uani 1 1 d . . . . .
C1 C 0.2614(4) 0.41188(6) -0.1744(3) 0.0487(5) Uani 1 1 d . . . . .
H1A H 0.1412 0.4197 -0.3034 0.058 Uiso 1 1 calc R . . . .
H1B H 0.3915 0.4233 -0.1610 0.058 Uiso 1 1 calc R . . . .
O2 O -0.0263(3) 0.47398(5) -0.3207(2) 0.0633(5) Uani 1 1 d . . . . .
C2 C 0.2866(5) 0.37197(6) -0.1838(4) 0.0529(6) Uani 1 1 d . . . . .
H2A H 0.1541 0.3604 -0.2045 0.063 Uiso 1 1 calc R . . . .
H2B H 0.3118 0.3662 -0.3005 0.063 Uiso 1 1 calc R . . . .
O3 O -0.0299(4) 0.63530(5) -0.3056(3) 0.0720(6) Uani 1 1 d . . . . .
C3 C 0.4726(4) 0.35879(6) 0.0134(4) 0.0492(5) Uani 1 1 d . . . . .
H3 H 0.6069 0.3692 0.0262 0.059 Uiso 1 1 calc R . . . .
O4 O 0.0348(3) 0.68426(4) -0.1158(3) 0.0582(4) Uani 1 1 d . . . . .
C4 C 0.4547(4) 0.36724(6) 0.2106(3) 0.0474(5) Uani 1 1 d . . . . .
O5 O 0.7215(5) 0.32346(7) -0.1239(5) 0.1022(9) Uani 1 1 d . . . . .
C5 C 0.4095(3) 0.40766(5) 0.2092(3) 0.0383(4) Uani 1 1 d . . . . .
H5 H 0.5403 0.4191 0.2198 0.046 Uiso 1 1 calc R . . . .
C6 C 0.3948(4) 0.41981(6) 0.4019(3) 0.0445(5) Uani 1 1 d . . . . .
H6A H 0.5052 0.4080 0.5235 0.053 Uiso 1 1 calc R . . . .
H6B H 0.2544 0.4135 0.3891 0.053 Uiso 1 1 calc R . . . .
C7 C 0.4260(4) 0.45969(6) 0.4281(3) 0.0421(5) Uani 1 1 d . . . . .
H7A H 0.5723 0.4654 0.4554 0.050 Uiso 1 1 calc R . . . .
H7B H 0.4103 0.4669 0.5482 0.050 Uiso 1 1 calc R . . . .
C8 C 0.2661(3) 0.48086(5) 0.2389(3) 0.0346(4) Uani 1 1 d . . . . .
C9 C 0.2469(3) 0.46436(5) 0.0336(3) 0.0336(4) Uani 1 1 d . . . . .
H9 H 0.3872 0.4692 0.0389 0.040 Uiso 1 1 calc R . . . .
C10 C 0.2211(3) 0.42328(5) 0.0082(3) 0.0376(4) Uani 1 1 d . . . . .
C11 C 0.0863(3) 0.48616(6) -0.1490(3) 0.0418(5) Uani 1 1 d . . . . .
C12 C 0.0749(3) 0.52417(5) -0.1149(3) 0.0420(5) Uani 1 1 d . . . . .
H12 H -0.0188 0.5377 -0.2277 0.050 Uiso 1 1 calc R . . . .
C13 C 0.1891(3) 0.54082(5) 0.0660(3) 0.0349(4) Uani 1 1 d . . . . .
C14 C 0.3514(3) 0.52010(5) 0.2539(3) 0.0341(4) Uani 1 1 d . . . . .
C15 C 0.3927(4) 0.53731(6) 0.4626(3) 0.0431(5) Uani 1 1 d . . . . .
H15A H 0.2805 0.5296 0.4967 0.052 Uiso 1 1 calc R . . . .
H15B H 0.5302 0.5289 0.5711 0.052 Uiso 1 1 calc R . . . .
C16 C 0.3965(4) 0.57757(6) 0.4610(3) 0.0452(5) Uani 1 1 d . . . . .
H16A H 0.5211 0.5854 0.4465 0.054 Uiso 1 1 calc R . . . .
H16B H 0.4128 0.5863 0.5927 0.054 Uiso 1 1 calc R . . . .
C17 C 0.1905(3) 0.59345(6) 0.2846(3) 0.0431(5) Uani 1 1 d . . . . .
C18 C 0.1675(3) 0.58071(5) 0.0744(3) 0.0374(4) Uani 1 1 d . . . . .
H18 H 0.0199 0.5866 -0.0301 0.045 Uiso 1 1 calc R . . . .
C19 C 0.3209(4) 0.59952(5) 0.0085(3) 0.0418(5) Uani 1 1 d . . . . .
H19A H 0.4685 0.5923 0.1005 0.050 Uiso 1 1 calc R . . . .
H19B H 0.2868 0.5920 -0.1307 0.050 Uiso 1 1 calc R . . . .
C20 C 0.3072(4) 0.63997(6) 0.0122(3) 0.0458(5) Uani 1 1 d . . . . .
C21 C 0.3532(4) 0.65112(6) 0.2308(4) 0.0513(5) Uani 1 1 d . . . . .
H21A H 0.5000 0.6445 0.3287 0.062 Uiso 1 1 calc R . . . .
H21B H 0.3419 0.6766 0.2356 0.062 Uiso 1 1 calc R . . . .
C22 C 0.1964(4) 0.63406(6) 0.2937(4) 0.0510(5) Uani 1 1 d . . . . .
H22A H 0.0521 0.6429 0.2038 0.061 Uiso 1 1 calc R . . . .
H22B H 0.2343 0.6413 0.4342 0.061 Uiso 1 1 calc R . . . .
C23 C 0.2849(6) 0.34408(7) 0.2282(5) 0.0649(7) Uani 1 1 d . . . . .
H23A H 0.2539 0.3533 0.3342 0.097 Uiso 1 1 calc GR . . . .
H23B H 0.3392 0.3204 0.2634 0.097 Uiso 1 1 calc GR . . . .
H23C H 0.1548 0.3439 0.0979 0.097 Uiso 1 1 calc GR . . . .
C24 C 0.6769(5) 0.35927(8) 0.3962(4) 0.0735(8) Uani 1 1 d . . . . .
H24A H 0.7814 0.3760 0.3990 0.110 Uiso 1 1 calc GR . . . .
H24B H 0.7214 0.3359 0.3827 0.110 Uiso 1 1 calc GR . . . .
H24C H 0.6663 0.3610 0.5226 0.110 Uiso 1 1 calc GR . . . .
C25 C -0.0062(4) 0.41106(7) -0.0349(4) 0.0526(5) Uani 1 1 d . . . . .
H25A H -0.0351 0.3882 -0.0993 0.079 Uiso 1 1 calc GR . . . .
H25B H -0.1120 0.4276 -0.1257 0.079 Uiso 1 1 calc GR . . . .
H25C H -0.0132 0.4097 0.0933 0.079 Uiso 1 1 calc GR . . . .
C26 C 0.0439(4) 0.48055(6) 0.2371(4) 0.0481(5) Uani 1 1 d . . . . .
H26A H 0.0504 0.4952 0.3474 0.072 Uiso 1 1 calc GR . . . .
H26B H 0.0082 0.4568 0.2561 0.072 Uiso 1 1 calc GR . . . .
H26C H -0.0649 0.4895 0.1065 0.072 Uiso 1 1 calc GR . . . .
C27 C 0.5704(3) 0.52206(6) 0.2482(3) 0.0401(4) Uani 1 1 d . . . . .
H27A H 0.5471 0.5175 0.1097 0.060 Uiso 1 1 calc GR . . . .
H27B H 0.6680 0.5048 0.3410 0.060 Uiso 1 1 calc GR . . . .
H27C H 0.6317 0.5452 0.2903 0.060 Uiso 1 1 calc GR . . . .
C28 C -0.0076(4) 0.58161(7) 0.3055(5) 0.0602(6) Uani 1 1 d . . . . .
H28A H -0.1356 0.5919 0.1962 0.090 Uiso 1 1 calc GR . . . .
H28B H 0.0070 0.5891 0.4373 0.090 Uiso 1 1 calc GR . . . .
H28C H -0.0189 0.5564 0.2960 0.090 Uiso 1 1 calc GR . . . .
C29 C 0.0850(4) 0.65196(6) -0.1532(3) 0.0485(5) Uani 1 1 d . . . . .
C30 C 0.4721(5) 0.65655(7) -0.0464(5) 0.0639(7) Uani 1 1 d . . . . .
H30A H 0.4459 0.6481 -0.1803 0.096 Uiso 1 1 calc GR . . . .
H30B H 0.6160 0.6501 0.0550 0.096 Uiso 1 1 calc GR . . . .
H30C H 0.4576 0.6818 -0.0504 0.096 Uiso 1 1 calc GR . . . .
C31 C -0.1643(5) 0.70011(7) -0.2759(4) 0.0608(6) Uani 1 1 d . . . . .
H31A H -0.2353 0.7134 -0.2110 0.073 Uiso 1 1 calc R . . . .
H31B H -0.2623 0.6817 -0.3600 0.073 Uiso 1 1 calc R . . . .
C32 C -0.1131(4) 0.72410(6) -0.4108(4) 0.0535(6) Uani 1 1 d . . . . .
C33 C -0.0552(6) 0.71064(8) -0.5519(5) 0.0735(8) Uani 1 1 d . . . . .
H33 H -0.0543 0.6864 -0.5700 0.088 Uiso 1 1 calc R . . . .
C34 C 0.0021(7) 0.73309(11) -0.6676(6) 0.0915(11) Uani 1 1 d . . . . .
H34 H 0.0446 0.7239 -0.7613 0.110 Uiso 1 1 calc R . . . .
C35 C -0.0038(6) 0.76938(10) -0.6440(6) 0.0884(10) Uani 1 1 d . . . . .
H35 H 0.0379 0.7845 -0.7194 0.106 Uiso 1 1 calc R . . . .
C36 C -0.0701(6) 0.78244(8) -0.5118(6) 0.0791(9) Uani 1 1 d . . . . .
H36 H -0.0803 0.8067 -0.5000 0.095 Uiso 1 1 calc R . . . .
C37 C -0.1226(5) 0.76019(7) -0.3943(5) 0.0648(7) Uani 1 1 d . . . . .
H37 H -0.1656 0.7696 -0.3015 0.078 Uiso 1 1 calc R . . . .
C38 C 0.6153(4) 0.30643(7) -0.0668(4) 0.0609(7) Uani 1 1 d . . . . .
C39 C 0.6069(6) 0.26696(8) -0.0651(6) 0.0833(10) Uani 1 1 d . . . . .
H39A H 0.6054 0.2592 0.0596 0.125 Uiso 1 1 calc GR . . . .
H39B H 0.7318 0.2575 -0.0703 0.125 Uiso 1 1 calc GR . . . .
H39C H 0.4781 0.2589 -0.1834 0.125 Uiso 1 1 calc GR . . . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
C38 O1 C3 119.4(2) . .
C2 C1 C10 112.74(17) . .
C3 C2 C1 110.62(19) . .
O1 C3 C2 109.13(19) . .
O1 C3 C4 107.18(18) . .
C2 C3 C4 114.5(2) . .
C29 O4 C31 117.09(19) . .
C3 C4 C5 107.63(17) . .
C3 C4 C24 107.1(2) . .
C23 C4 C3 111.3(2) . .
C23 C4 C5 113.7(2) . .
C23 C4 C24 108.5(2) . .
C24 C4 C5 108.41(19) . .
C6 C5 C4 112.92(16) . .
C6 C5 C10 111.12(17) . .
C10 C5 C4 117.25(16) . .
C5 C6 C7 110.30(16) . .
C6 C7 C8 113.81(17) . .
C7 C8 C9 110.57(16) . .
C7 C8 C14 109.62(15) . .
C7 C8 C26 108.08(17) . .
C9 C8 C14 107.59(14) . .
C26 C8 C9 110.45(16) . .
C26 C8 C14 110.54(15) . .
C8 C9 C10 117.56(15) . .
C11 C9 C8 108.52(16) . .
C11 C9 C10 116.00(15) . .
C1 C10 C5 106.86(17) . .
C1 C10 C9 108.81(16) . .
C5 C10 C9 105.42(15) . .
C25 C10 C1 108.95(18) . .
C25 C10 C5 114.60(17) . .
C25 C10 C9 111.95(17) . .
O2 C11 C9 123.53(19) . .
O2 C11 C12 119.06(18) . .
C12 C11 C9 117.38(16) . .
C13 C12 C11 125.05(18) . .
C12 C13 C14 119.53(17) . .
C12 C13 C18 118.88(18) . .
C18 C13 C14 121.39(16) . .
C13 C14 C8 108.84(14) . .
C13 C14 C15 112.55(16) . .
C13 C14 C27 106.26(15) . .
C15 C14 C8 110.71(15) . .
C27 C14 C8 112.72(15) . .
C27 C14 C15 105.71(16) . .
C16 C15 C14 114.11(17) . .
C15 C16 C17 112.66(18) . .
C16 C17 C18 109.38(16) . .
C16 C17 C22 111.10(18) . .
C22 C17 C18 110.12(18) . .
C28 C17 C16 109.9(2) . .
C28 C17 C18 109.08(18) . .
C28 C17 C22 107.24(18) . .
C13 C18 C17 112.61(17) . .
C13 C18 C19 110.55(16) . .
C19 C18 C17 113.56(17) . .
C20 C19 C18 113.50(17) . .
C21 C20 C19 108.00(18) . .
C21 C20 C30 110.8(2) . .
C29 C20 C19 109.42(18) . .
C29 C20 C21 112.54(19) . .
C29 C20 C30 106.1(2) . .
C30 C20 C19 110.0(2) . .
C22 C21 C20 111.49(19) . .
C21 C22 C17 114.96(19) . .
O3 C29 O4 123.0(2) . .
O3 C29 C20 124.7(2) . .
O4 C29 C20 112.26(19) . .
O4 C31 C32 110.1(2) . .
C33 C32 C31 120.8(2) . .
C33 C32 C37 118.6(3) . .
C37 C32 C31 120.6(3) . .
C32 C33 C34 120.0(3) . .
C33 C34 C35 120.1(3) . .
C36 C35 C34 119.6(3) . .
C35 C36 C37 120.3(3) . .
C36 C37 C32 121.3(3) . .
O1 C38 C39 111.0(3) . .
O5 C38 O1 123.8(3) . .
O5 C38 C39 125.2(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C3 1.463(3) .
O1 C38 1.330(3) .
C1 C2 1.528(3) .
C1 C10 1.545(3) .
O2 C11 1.216(3) .
C2 C3 1.504(4) .
O3 C29 1.202(3) .
C3 C4 1.533(3) .
O4 C29 1.336(3) .
O4 C31 1.463(3) .
C4 C5 1.563(3) .
C4 C23 1.528(4) .
C4 C24 1.539(4) .
O5 C38 1.194(4) .
C5 C6 1.526(3) .
C5 C10 1.559(3) .
C6 C7 1.527(3) .
C7 C8 1.535(3) .
C8 C9 1.568(3) .
C8 C14 1.587(3) .
C8 C26 1.545(3) .
C9 C10 1.569(3) .
C9 C11 1.523(3) .
C10 C25 1.538(3) .
C11 C12 1.470(3) .
C12 C13 1.338(3) .
C13 C14 1.526(3) .
C13 C18 1.523(3) .
C14 C15 1.553(3) .
C14 C27 1.551(3) .
C15 C16 1.526(3) .
C16 C17 1.536(3) .
C17 C18 1.542(3) .
C17 C22 1.541(3) .
C17 C28 1.528(3) .
C18 C19 1.538(3) .
C19 C20 1.537(3) .
C20 C21 1.530(3) .
C20 C29 1.524(3) .
C20 C30 1.537(4) .
C21 C22 1.515(4) .
C31 C32 1.499(4) .
C32 C33 1.367(4) .
C32 C37 1.378(4) .
C33 C34 1.381(5) .
C34 C35 1.389(6) .
C35 C36 1.343(6) .
C36 C37 1.368(5) .
C38 C39 1.497(4) .
