# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tc_53
_database_code_depnum_ccdc_archive 'CCDC 2189113'
loop_
_audit_author_name
_audit_author_address
zhuyangli
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-07-09 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-06-06
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H26 O4'
_chemical_formula_sum            'C20 H26 O4'
_chemical_formula_weight         330.41
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNO
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   6.55823(16)
_cell_length_b                   11.1807(3)
_cell_length_c                   12.2365(3)
_cell_angle_alpha                86.0177(19)
_cell_angle_beta                 75.071(2)
_cell_angle_gamma                83.9039(19)
_cell_volume                     861.23(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15062
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      75.5510
_cell_measurement_theta_min      3.7250
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.908
_exptl_absorpt_coefficient_mu    0.704
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68844
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_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    1.274
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            25530
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.073
_diffrn_reflns_theta_max         67.073
_diffrn_reflns_theta_min         3.742
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    131.00 171.00   1.00    0.50    --  105.98  58.00  63.00   40
  2  ω    101.00 127.00   1.00    0.50    --  105.98  58.00  63.00   26
  3  ω     84.00 109.00   1.00    0.10    --   48.46  58.00  63.00   25
  4  ω     41.00  76.00   1.00    0.10    --   48.46  58.00  63.00   35
  5  ω    137.00 178.00   1.00    0.50    --  105.98 125.00 -30.00   41
  6  ω    101.00 134.00   1.00    0.50    --  105.98 125.00 -30.00   33
  7  ω      7.00  63.00   1.00    0.10    --   48.46 -58.00 -77.00   56
  8  ω     33.00  66.00   1.00    0.50    --  105.98 -61.00 -60.00   33
  9  ω     34.00  67.00   1.00    0.50    --  105.98 -58.00 -77.00   33
 10  ω     44.00  71.00   1.00    0.50    --  105.98 -61.00  60.00   27
 11  ω     33.00  71.00   1.00    0.50    --  105.98 -61.00  90.00   38
 12  ω     33.00 106.00   1.00    0.50    --  105.98 -94.00  60.00   73
 13  ω     50.00 106.00   1.00    0.50    --  105.98 -94.00 120.00   56
 14  ω     46.00 112.00   1.00    0.50    --  105.98-125.00  30.00   66
 15  ω     76.00 112.00   1.00    0.50    --  105.98-125.00 -90.00   36
 16  ω     41.00  66.00   1.00    0.50    --  105.98-125.00 -90.00   25
 17  ω     47.00 104.00   1.00    0.50    --  105.98 -94.00 -90.00   57
 18  ω    -64.00 -20.00   1.00    0.10    --  -48.46  58.00  63.00   44
 19  ω    -26.00  26.00   1.00    0.10    --  -48.46  19.00  60.00   52
 20  ω     -4.00  22.00   1.00    0.10    --  -48.46  58.00  63.00   26
 21  ω    -15.00  26.00   1.00    0.10    --  -48.46  19.00-180.00   41
 22  ω    -63.00 -19.00   1.00    0.50    --  -91.75  61.00-150.00   44
 23  ω    -49.00 -21.00   1.00    0.50    --  -91.75  45.00 -90.00   28
 24  ω    -60.00 -19.00   1.00    0.50    --  -91.75  58.00  63.00   41
 25  ω   -101.00 -75.00   1.00    0.50    --  -91.75 -61.00 150.00   26
 26  ω   -159.00-123.00   1.00    0.50    --  -91.75 -61.00   0.00   36
 27  ω   -105.00 -75.00   1.00    0.50    --  -91.75 -61.00-120.00   30
 28  ω   -162.00-117.00   1.00    0.50    --  -91.75 -61.00-120.00   45
 29  ω   -157.00 -89.00   1.00    0.50    --  -91.75 -58.00 -77.00   68
 30  ω   -119.00 -34.00   1.00    0.10    --  -48.46 -58.00 -77.00   85
 31  ω   -115.00 -75.00   1.00    0.50    --  -91.75 -61.00   0.00   40
 32  ω   -161.00-107.00   1.00    0.50    --  -91.75 -61.00 150.00   54
 33  ω   -158.00 -85.00   1.00    0.50    --  -91.75 -94.00  30.00   73
 34  ω    -17.00  10.00   1.00    0.10    --   48.46 -58.00 -77.00   27
 35  ω    -68.00 -42.00   1.00    0.10    --    6.00 169.00-138.28   26
 36  ω    -15.00  11.00   1.00    0.10    --   14.00  97.00  51.62   26
 37  ω    -14.00  11.00   1.00    0.10    --   18.00  98.00-157.21   25
 38  ω     -6.00  19.00   1.00    0.10    --   26.00  96.00  84.33   25
 39  ω      1.00  26.00   1.00    0.10    --   34.00  98.00 156.38   25
 40  ω   -116.00 -91.00   1.00    0.10    --  -48.46 -77.00  30.00   25
 41  ω    -69.00 -26.00   1.00    0.10    --  -48.46 -77.00  30.00   43
 42  ω   -115.00 -88.00   1.00    0.10    --  -48.46 -77.00 -30.00   27
 43  ω    -54.00 -28.00   1.00    0.10    --  -48.46 -77.00 -60.00   26
 44  ω    -51.00 -26.00   1.00    0.10    --  -48.46 -77.00 -30.00   25
 45  ω    -53.00 -27.00   1.00    0.10    --  -48.46 -77.00-120.00   26
 46  ω   -119.00 -92.00   1.00    0.10    --  -48.46 -19.00  60.00   27
 47  ω    -70.00 -39.00   1.00    0.10    --  -48.46 -19.00  60.00   31
 48  ω     27.00  53.00   1.00    0.10    --   50.00  77.00  86.38   26
 49  ω     35.00  61.00   1.00    0.10    --   54.00  75.00 164.97   26
 50  ω     36.00  62.00   1.00    0.10    --   54.00  74.00 133.61   26
 51  ω     96.00 123.00   1.00    0.10    --   54.00  75.00 164.97   27
 52  ω     34.00  60.00   1.00    0.10    --   54.00  76.00-152.98   26
 53  ω     33.00  59.00   1.00    0.10    --   54.00  75.00  92.37   26
 54  ω    105.00 130.00   1.00    0.10    --   58.00  77.00  18.74   25
 55  ω     36.00  62.00   1.00    0.10    --   58.00  77.00  18.74   26
 56  ω    -66.00 -40.00   1.00    0.10    --  -62.00 -75.00-145.03   26
 57  ω   -129.00-103.00   1.00    0.10    --  -66.00 -69.00  17.82   26
 58  ω    -76.00 -48.00   1.00    0.10    --  -66.00 -69.00  17.82   28
 59  ω    -69.00 -44.00   1.00    0.10    --  -66.00 -74.00 108.48   25
 60  ω   -139.00-113.00   1.00    0.10    --  -66.00 -74.00 108.48   26
 61  ω    -72.00 -47.00   1.00    0.10    --  -66.00 -68.00 -53.67   25
 62  ω    -81.00 -47.00   1.00    0.10    --  -66.00 -71.00-112.30   34
 63  ω    -76.00 -50.00   1.00    0.10    --  -70.00 -70.00-129.52   26
 64  ω    -78.00 -52.00   1.00    0.10    --  -70.00 -67.00 -77.99   26
 65  ω    -79.00 -53.00   1.00    0.10    --  -70.00 -64.00  60.09   26
 66  ω    -75.00 -50.00   1.00    0.10    --  -70.00 -69.00  48.22   25
 67  ω    -81.00 -56.00   1.00    0.50    --  -74.00 -66.00 -22.47   25
 68  ω    -80.00 -55.00   1.00    0.50    --  -74.00 -73.00  97.37   25
 69  ω    -83.00 -57.00   1.00    0.50    --  -74.00 -64.00 170.60   26
 70  ω    -82.00 -56.00   1.00    0.50    --  -74.00 -66.00  10.51   26
 71  ω    -83.00 -57.00   1.00    0.50    --  -74.00 -66.00  -2.98   26
 72  ω    -83.00 -57.00   1.00    0.50    --  -74.00 -65.00 135.85   26
 73  ω    -76.00 -51.00   1.00    0.50    --  -74.00 -77.00 -41.31   25
 74  ω    -77.00 -52.00   1.00    0.50    --  -74.00 -75.00 138.08   25
 75  ω    -83.00 -57.00   1.00    0.50    --  -78.00 -73.00-154.04   26
 76  ω    -84.00 -58.00   1.00    0.50    --  -78.00 -73.00-128.15   26
 77  ω    -83.00 -57.00   1.00    0.50    --  -78.00 -74.00 164.79   26
 78  ω    -91.00 -64.00   1.00    0.50    --  -82.00 -64.00 125.79   27
 79  ω    -90.00 -64.00   1.00    0.50    --  -82.00 -64.00 -37.35   26
 80  ω   -100.00 -65.00   1.00    0.50    --  -82.00 -66.00-100.41   35
 81  ω    -85.00 -59.00   1.00    0.50    --  -82.00 -76.00 -53.02   26
 82  ω   -154.00-128.00   1.00    0.50    --  -82.00 -76.00 -53.02   26
 83  ω    -90.00 -64.00   1.00    0.50    --  -86.00 -75.00-174.05   26
 84  ω    -91.00 -65.00   1.00    0.50    --  -86.00 -72.00-104.23   26
 85  ω   -101.00 -67.00   1.00    0.50    --  -86.00 -74.00-130.68   34
 86  ω   -158.00-128.00   1.00    0.50    --  -86.00 -74.00-130.68   30
 87  ω    -92.00 -67.00   1.00    0.50    --  -90.00 -77.00  21.69   25
 88  ω    -51.00 -25.00   1.00    0.50    --  -91.75  45.00  90.00   26
 89  ω    -99.00 -73.00   1.00    0.50    --  -91.75 -72.00   5.14   26
 90  ω   -101.00 -76.00   1.00    0.50    --  -91.75 -61.00 -30.00   25
 91  ω    -95.00 -70.00   1.00    0.50    --  -91.75 -75.00  99.04   25
 92  ω   -159.00-113.00   1.00    0.50    --  -91.75 -61.00 -30.00   46
 93  ω   -159.00-122.00   1.00    0.50    --  -91.75 -75.00  99.04   37
 94  ω    -99.00 -73.00   1.00    0.50    --  -91.75 -68.00  62.42   26
 95  ω   -113.00 -71.00   1.00    0.50    --  -91.75 -76.00 112.54   42
 96  ω   -102.00 -71.00   1.00    0.50    --  -91.75 -77.00  90.00   31
 97  ω   -122.00 -73.00   1.00    0.50    --  -91.75 -72.00  37.52   49
 98  ω   -112.00 -83.00   1.00    0.50    --  -91.75 -71.00-165.72   29
 99  ω    -95.00 -69.00   1.00    0.50    --  -91.75 -77.00 -60.00   26
100  ω   -119.00 -74.00   1.00    0.50    --  -91.75 -77.00-120.00   45
101  ω   -101.00 -69.00   1.00    0.50    --  -91.75 -76.00-151.03   32
102  ω   -103.00 -76.00   1.00    0.50    --  -91.75 -65.00 -39.96   27
103  ω   -105.00 -70.00   1.00    0.50    --  -91.75 -77.00 150.00   35
104  ω   -133.00-108.00   1.00    0.50    --  -91.75 -65.00 -39.96   25
105  ω   -156.00-117.00   1.00    0.50    --  -91.75 -76.00-151.03   39
106  ω   -157.00-126.00   1.00    0.50    --  -91.75 -77.00 -60.00   31
107  ω   -158.00-133.00   1.00    0.50    --  -91.75 -77.00-120.00   25
108  ω   -155.00-121.00   1.00    0.50    --  -91.75 -71.00-165.72   34
109  ω   -120.00 -72.00   1.00    0.50    --  -91.75 -71.00  29.61   48
110  ω   -152.00 -76.00   1.00    0.50    --  -91.75 -66.00 171.84   76
111  ω    -98.00 -73.00   1.00    0.50    --  -91.75 -66.00 -67.30   25
112  ω    -95.00 -70.00   1.00    0.50    --  -91.75 -77.00  60.00   25
113  ω   -130.00 -75.00   1.00    0.50    --  -91.75 -61.00  60.00   55
114  ω   -116.00 -80.00   1.00    0.50    --  -91.75 -61.00 -90.00   36
115  ω   -150.00-123.00   1.00    0.50    --  -91.75 -61.00 -90.00   27
116  ω   -118.00 -71.00   1.00    0.50    --  -91.75 -71.00 122.40   47
117  ω    -70.00 -27.00   1.00    0.50    --  -91.75  61.00 -60.00   43
118  ω     82.00 112.00   1.00    0.50    --  105.98-125.00   0.00   30
119  ω     87.00 112.00   1.00    0.50    --  105.98-125.00 150.00   25
120  ω     48.00  87.00   1.00    0.50    --  105.98 -77.00   0.00   39
121  ω     81.00 106.00   1.00    0.50    --  105.98 -94.00 150.00   25
122  ω     36.00  63.00   1.00    0.50    --  105.98 -94.00 150.00   27
123  ω     79.00 104.00   1.00    0.50    --  105.98 -94.00   0.00   25
124  ω     80.00 105.00   1.00    0.50    --  105.98 -77.00-120.00   25
125  ω     33.00  59.00   1.00    0.50    --  105.98 -61.00 150.00   26
126  ω     26.00  52.00   1.00    0.10    --   48.46  77.00-180.00   26
127  ω    -80.00 -54.00   1.00    0.50    --  -74.00 -71.00 -79.33   26
128  ω     53.00  78.00   1.00    0.10    --   48.46  58.00  63.00   25
129  ω     53.00  78.00   1.00    0.10    --   48.46  58.00  63.00   25
130  ω   -101.00 -76.00   1.00    0.10    --  -48.46 -58.00 -77.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0561693000
_diffrn_orient_matrix_UB_12      0.1038110000
_diffrn_orient_matrix_UB_13      -0.0888164000
_diffrn_orient_matrix_UB_21      -0.2375352000
_diffrn_orient_matrix_UB_22      0.0359172000
_diffrn_orient_matrix_UB_23      0.0109097000
_diffrn_orient_matrix_UB_31      -0.0047506000
_diffrn_orient_matrix_UB_32      0.0846923000
_diffrn_orient_matrix_UB_33      0.0948821000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.956
_reflns_Friedel_fraction_full    0.955
_reflns_Friedel_fraction_max     0.955
_reflns_number_gt                5777
_reflns_number_total             6009
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.128
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 2665 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     441
_refine_ls_number_reflns         6009
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0531P)²+0.0502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.0891
_refine_special_details          ?
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C18(H18), C24(H24), C34(H34), C36(H36), C29(H29), C33(H33)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C16(H16A,H16B), C40(H40A,H40B), C23(H23A,H23B), C3(H3A,H3B),
 C25(H25A,H25B), C13(H13A,H13B), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C20(H20), C32(H32), C21(H21), C11(H11), C27(H27), C31(H31),
 C35(H35), C37(H37), C39(H39)
2.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C15(H15A,H15B,H15C),
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C)
2.e Idealised tetrahedral OH refined as rotating group:
 O4(H4), O8(H8)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.7229(3) 0.47941(15) 0.44049(15) 0.0249(4) Uani 1 1 d . . . . .
O4 O 0.3678(3) 0.34146(17) 0.67992(15) 0.0296(4) Uani 1 1 d . . . . .
H4 H 0.463627 0.331056 0.714729 0.044 Uiso 1 1 calc R U . . .
O6 O 0.1450(3) -0.46795(15) 0.95170(15) 0.0265(4) Uani 1 1 d . . . . .
O8 O 0.2292(3) -0.31251(18) 1.18253(15) 0.0325(4) Uani 1 1 d . . . . .
H8 H 0.099138 -0.312696 1.213672 0.049 Uiso 1 1 calc R U . . .
O2 O 0.7149(3) 0.47458(17) 0.62361(16) 0.0306(4) Uani 1 1 d . . . . .
O5 O -0.0531(3) -0.44820(17) 1.12806(16) 0.0316(4) Uani 1 1 d . . . . .
O3 O 0.8111(3) -0.2624(2) 0.32424(18) 0.0440(5) Uani 1 1 d . . . . .
O7 O 0.6453(3) 0.2579(2) -0.17220(16) 0.0400(5) Uani 1 1 d . . . . .
C1 C 0.6413(4) 0.4471(2) 0.5494(2) 0.0245(5) Uani 1 1 d . . . . .
C4 C 0.1048(4) -0.4271(2) 1.0557(2) 0.0242(5) Uani 1 1 d . . . . .
C6 C 0.7217(4) 0.2236(2) -0.0038(2) 0.0257(5) Uani 1 1 d . . . . .
C8 C 0.5527(4) 0.2556(2) 0.4921(2) 0.0218(5) Uani 1 1 d . . . . .
C10 C 0.2535(4) -0.2365(2) 0.9828(2) 0.0216(5) Uani 1 1 d . . . . .
C12 C 0.7385(4) 0.1905(2) 0.5341(2) 0.0229(5) Uani 1 1 d . . . . .
H12A H 0.839188 0.249528 0.536914 0.027 Uiso 1 1 calc R U . . .
H12B H 0.684043 0.156943 0.611975 0.027 Uiso 1 1 calc R U . . .
C14 C 0.5197(4) -0.4594(2) 0.9309(2) 0.0300(6) Uani 1 1 d . . . . .
H14 H 0.647092 -0.505678 0.896168 0.036 Uiso 1 1 calc R U . . .
C16 C 0.0272(4) -0.1741(2) 1.0128(2) 0.0224(5) Uani 1 1 d . . . . .
H16A H -0.074761 -0.234874 1.018409 0.027 Uiso 1 1 calc R U . . .
H16B H -0.001036 -0.138628 1.087756 0.027 Uiso 1 1 calc R U . . .
C18 C 0.8600(4) 0.1079(2) 0.3318(2) 0.0247(5) Uani 1 1 d . . . . .
H18 H 0.731128 0.074310 0.321472 0.030 Uiso 1 1 calc R U . . .
C20 C 0.3744(4) 0.4821(2) 0.4076(2) 0.0268(5) Uani 1 1 d . . . . .
H20 H 0.293533 0.531167 0.364487 0.032 Uiso 1 1 calc R U . . .
C22 C 0.8434(4) 0.2432(2) 0.2947(2) 0.0218(5) Uani 1 1 d . . . . .
C24 C 0.6262(4) 0.3013(2) 0.3649(2) 0.0200(5) Uani 1 1 d . . . . .
H24 H 0.517392 0.279171 0.327628 0.024 Uiso 1 1 calc R U . . .
C26 C 0.5842(4) -0.2055(2) 0.4864(2) 0.0262(5) Uani 1 1 d . . . . .
C28 C -0.0299(4) -0.3038(2) 0.7957(2) 0.0267(5) Uani 1 1 d . . . . .
H28A H 0.012152 -0.388407 0.777966 0.040 Uiso 1 1 calc R U . . .
H28B H -0.113328 -0.266563 0.744324 0.040 Uiso 1 1 calc R U . . .
H28C H -0.115412 -0.298963 0.874047 0.040 Uiso 1 1 calc R U . . .
C30 C 0.1696(4) -0.2369(2) 0.7812(2) 0.0225(5) Uani 1 1 d . . . . .
C32 C 0.4816(4) -0.4175(2) 1.0329(2) 0.0298(6) Uani 1 1 d . . . . .
H32 H 0.579468 -0.430790 1.078700 0.036 Uiso 1 1 calc R U . . .
C34 C 0.3122(4) -0.2873(2) 0.8617(2) 0.0212(5) Uani 1 1 d . . . . .
H34 H 0.456741 -0.262291 0.824478 0.025 Uiso 1 1 calc R U . . .
C36 C 0.6051(4) 0.4406(2) 0.3633(2) 0.0238(5) Uani 1 1 d . . . . .
H36 H 0.660632 0.474728 0.284752 0.029 Uiso 1 1 calc R U . . .
C38 C 0.4577(4) 0.3700(2) 0.5649(2) 0.0237(5) Uani 1 1 d . . . . .
C40 C 0.2972(4) -0.2560(2) 0.6573(2) 0.0252(5) Uani 1 1 d . . . . .
H40A H 0.348492 -0.342339 0.650786 0.030 Uiso 1 1 calc R U . . .
H40B H 0.198013 -0.238202 0.608208 0.030 Uiso 1 1 calc R U . . .
C5 C 0.4095(4) -0.1487(2) 0.9944(2) 0.0274(5) Uani 1 1 d . . . . .
H5A H 0.403403 -0.079366 0.941457 0.041 Uiso 1 1 calc R U . . .
H5B H 0.553342 -0.189339 0.977259 0.041 Uiso 1 1 calc R U . . .
H5C H 0.371746 -0.121257 1.072029 0.041 Uiso 1 1 calc R U . . .
C21 C 0.2965(4) 0.4431(2) 0.5126(2) 0.0267(5) Uani 1 1 d . . . . .
H21 H 0.152124 0.459439 0.551996 0.032 Uiso 1 1 calc R U . . .
C11 C 0.7819(5) -0.2510(3) 0.4381(2) 0.0336(6) Uani 1 1 d . . . . .
H11 H 0.888235 -0.272623 0.477751 0.040 Uiso 1 1 calc R U . . .
C23 C -0.0087(4) -0.0750(2) 0.9252(2) 0.0256(5) Uani 1 1 d . . . . .
H23A H 0.033828 0.001101 0.945750 0.031 Uiso 1 1 calc R U . . .
H23B H -0.162064 -0.062773 0.929096 0.031 Uiso 1 1 calc R U . . .
C3 C 0.8564(4) 0.0884(2) 0.4581(2) 0.0246(5) Uani 1 1 d . . . . .
H3A H 0.790059 0.013145 0.487061 0.029 Uiso 1 1 calc R U . . .
H3B H 1.004530 0.076844 0.464861 0.029 Uiso 1 1 calc R U . . .
C25 C 0.8473(4) 0.2601(2) 0.1669(2) 0.0240(5) Uani 1 1 d . . . . .
H25A H 0.810923 0.346674 0.151152 0.029 Uiso 1 1 calc R U . . .
H25B H 0.995143 0.240173 0.123089 0.029 Uiso 1 1 calc R U . . .
C13 C 0.7049(4) 0.1892(2) 0.1195(2) 0.0272(5) Uani 1 1 d . . . . .
H13A H 0.746467 0.101970 0.127772 0.033 Uiso 1 1 calc R U . . .
H13B H 0.556042 0.205248 0.163402 0.033 Uiso 1 1 calc R U . . .
C27 C 0.5730(5) 0.2214(3) -0.0608(2) 0.0355(6) Uani 1 1 d . . . . .
H27 H 0.434776 0.197554 -0.028108 0.043 Uiso 1 1 calc R U . . .
C7 C 0.3777(4) 0.1705(2) 0.5095(2) 0.0268(5) Uani 1 1 d . . . . .
H7A H 0.432524 0.098591 0.465788 0.040 Uiso 1 1 calc R U . . .
H7B H 0.257581 0.211567 0.483835 0.040 Uiso 1 1 calc R U . . .
H7C H 0.330872 0.146786 0.590022 0.040 Uiso 1 1 calc R U . . .
C29 C 0.3404(4) -0.4264(2) 0.8751(2) 0.0257(5) Uani 1 1 d . . . . .
H29 H 0.371257 -0.463608 0.799877 0.031 Uiso 1 1 calc R U . . .
C15 C 1.0344(4) 0.3049(2) 0.3068(2) 0.0258(5) Uani 1 1 d . . . . .
H15A H 1.034096 0.304257 0.387010 0.039 Uiso 1 1 calc R U . . .
H15B H 1.025180 0.388203 0.276647 0.039 Uiso 1 1 calc R U . . .
H15C H 1.165631 0.261427 0.264667 0.039 Uiso 1 1 calc R U . . .
C31 C 0.9021(4) 0.2661(2) -0.0857(2) 0.0282(6) Uani 1 1 d . . . . .
H31 H 1.034592 0.278273 -0.072274 0.034 Uiso 1 1 calc R U . . .
C2 C 0.2690(4) -0.3468(2) 1.0704(2) 0.0240(5) Uani 1 1 d . . . . .
C33 C 0.1135(4) -0.1009(2) 0.8019(2) 0.0246(5) Uani 1 1 d . . . . .
H33 H 0.251131 -0.064384 0.788251 0.029 Uiso 1 1 calc R U . . .
C17 C 1.0523(5) 0.0333(3) 0.2615(2) 0.0337(6) Uani 1 1 d . . . . .
H17A H 1.052532 0.043104 0.181303 0.051 Uiso 1 1 calc R U . . .
H17B H 1.044940 -0.051811 0.286056 0.051 Uiso 1 1 calc R U . . .
H17C H 1.182433 0.060826 0.272329 0.051 Uiso 1 1 calc R U . . .
C35 C 0.8483(4) 0.2851(3) -0.1843(2) 0.0318(6) Uani 1 1 d . . . . .
H35 H 0.938499 0.313459 -0.252874 0.038 Uiso 1 1 calc R U . . .
C9 C 0.4885(4) -0.1825(2) 0.6089(2) 0.0290(6) Uani 1 1 d . . . . .
H9A H 0.442555 -0.095709 0.617432 0.035 Uiso 1 1 calc R U . . .
H9B H 0.596484 -0.204491 0.652105 0.035 Uiso 1 1 calc R U . . .
C37 C 0.4791(5) -0.1870(3) 0.3965(2) 0.0404(7) Uani 1 1 d . . . . .
H37 H 0.336240 -0.155943 0.402728 0.048 Uiso 1 1 calc R U . . .
C19 C -0.0067(5) -0.0336(3) 0.7211(2) 0.0344(6) Uani 1 1 d . . . . .
H19A H 0.076430 -0.043612 0.642791 0.052 Uiso 1 1 calc R U . . .
H19B H -0.029980 0.052161 0.737010 0.052 Uiso 1 1 calc R U . . .
H19C H -0.143719 -0.066261 0.731625 0.052 Uiso 1 1 calc R U . . .
C39 C 0.6223(5) -0.2222(3) 0.3015(3) 0.0473(8) Uani 1 1 d . . . . .
H39 H 0.595477 -0.219402 0.228610 0.057 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C1 1.341(3) . ?
O1 C36 1.477(3) . ?
O4 H4 0.8400 . ?
O4 C38 1.407(3) . ?
O6 C4 1.334(3) . ?
O6 C29 1.478(3) . ?
O8 H8 0.8400 . ?
O8 C2 1.402(3) . ?
O2 C1 1.203(3) . ?
O5 C4 1.209(3) . ?
O3 C11 1.370(4) . ?
O3 C39 1.362(4) . ?
O7 C27 1.371(3) . ?
O7 C35 1.365(4) . ?
C1 C38 1.520(3) . ?
C4 C2 1.525(4) . ?
C6 C13 1.510(4) . ?
C6 C27 1.340(4) . ?
C6 C31 1.439(4) . ?
C8 C12 1.537(3) . ?
C8 C24 1.571(3) . ?
C8 C38 1.588(4) . ?
C8 C7 1.532(3) . ?
C10 C16 1.536(3) . ?
C10 C34 1.563(4) . ?
C10 C5 1.529(3) . ?
C10 C2 1.589(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C3 1.535(4) . ?
C14 H14 0.9500 . ?
C14 C32 1.316(4) . ?
C14 C29 1.507(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C23 1.530(3) . ?
C18 H18 1.0000 . ?
C18 C22 1.550(3) . ?
C18 C3 1.541(4) . ?
C18 C17 1.530(4) . ?
C20 H20 0.9500 . ?
C20 C36 1.504(4) . ?
C20 C21 1.317(4) . ?
C22 C24 1.562(3) . ?
C22 C25 1.555(3) . ?
C22 C15 1.536(3) . ?
C24 H24 1.0000 . ?
C24 C36 1.548(3) . ?
C26 C11 1.340(4) . ?
C26 C9 1.497(4) . ?
C26 C37 1.435(4) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C28 C30 1.540(3) . ?
C30 C34 1.566(3) . ?
C30 C40 1.548(3) . ?
C30 C33 1.549(3) . ?
C32 H32 0.9500 . ?
C32 C2 1.505(4) . ?
C34 H34 1.0000 . ?
C34 C29 1.549(3) . ?
C36 H36 1.0000 . ?
C38 C21 1.513(3) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C40 C9 1.538(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C21 H21 0.9500 . ?
C11 H11 0.9500 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C33 1.546(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C13 1.528(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C27 H27 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C29 H29 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C31 H31 0.9500 . ?
C31 C35 1.339(4) . ?
C33 H33 1.0000 . ?
C33 C19 1.529(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C35 H35 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C37 H37 0.9500 . ?
C37 C39 1.346(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C39 H39 0.9500 . ?

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
C1 O1 C36 113.37(18) . . ?
C38 O4 H4 109.5 . . ?
C4 O6 C29 113.14(19) . . ?
C2 O8 H8 109.5 . . ?
C39 O3 C11 105.8(2) . . ?
C35 O7 C27 105.8(2) . . ?
O1 C1 C38 112.5(2) . . ?
O2 C1 O1 121.8(2) . . ?
O2 C1 C38 125.6(2) . . ?
O6 C4 C2 113.4(2) . . ?
O5 C4 O6 122.1(2) . . ?
O5 C4 C2 124.4(2) . . ?
C27 C6 C13 127.7(2) . . ?
C27 C6 C31 105.1(2) . . ?
C31 C6 C13 127.2(2) . . ?
C12 C8 C24 111.45(19) . . ?
C12 C8 C38 109.59(19) . . ?
C24 C8 C38 107.43(18) . . ?
C7 C8 C12 108.88(19) . . ?
C7 C8 C24 111.6(2) . . ?
C7 C8 C38 107.79(19) . . ?
C16 C10 C34 111.41(19) . . ?
C16 C10 C2 109.04(18) . . ?
C34 C10 C2 107.60(19) . . ?
C5 C10 C16 109.6(2) . . ?
C5 C10 C34 111.56(19) . . ?
C5 C10 C2 107.53(19) . . ?
C8 C12 H12A 109.1 . . ?
C8 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
C3 C12 C8 112.5(2) . . ?
C3 C12 H12A 109.1 . . ?
C3 C12 H12B 109.1 . . ?
C32 C14 H14 123.5 . . ?
C32 C14 C29 113.1(2) . . ?
C29 C14 H14 123.5 . . ?
C10 C16 H16A 109.1 . . ?
C10 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C23 C16 C10 112.55(19) . . ?
C23 C16 H16A 109.1 . . ?
C23 C16 H16B 109.1 . . ?
C22 C18 H18 106.9 . . ?
C3 C18 H18 106.9 . . ?
C3 C18 C22 112.2(2) . . ?
C17 C18 H18 106.9 . . ?
C17 C18 C22 114.5(2) . . ?
C17 C18 C3 109.1(2) . . ?
C36 C20 H20 123.6 . . ?
C21 C20 H20 123.6 . . ?
C21 C20 C36 112.7(2) . . ?
C18 C22 C24 107.40(18) . . ?
C18 C22 C25 111.0(2) . . ?
C25 C22 C24 108.35(18) . . ?
C15 C22 C18 111.56(19) . . ?
C15 C22 C24 113.4(2) . . ?
C15 C22 C25 105.0(2) . . ?
C8 C24 H24 105.8 . . ?
C22 C24 C8 116.58(18) . . ?
C22 C24 H24 105.8 . . ?
C36 C24 C8 107.2(2) . . ?
C36 C24 C22 114.83(19) . . ?
C36 C24 H24 105.8 . . ?
C11 C26 C9 127.8(3) . . ?
C11 C26 C37 105.5(3) . . ?
C37 C26 C9 126.7(2) . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C28 H28A 109.5 . . ?
C30 C28 H28B 109.5 . . ?
C30 C28 H28C 109.5 . . ?
C28 C30 C34 113.76(19) . . ?
C28 C30 C40 105.0(2) . . ?
C28 C30 C33 111.9(2) . . ?
C40 C30 C34 108.54(19) . . ?
C40 C30 C33 110.46(19) . . ?
C33 C30 C34 107.2(2) . . ?
C14 C32 H32 123.0 . . ?
C14 C32 C2 114.0(2) . . ?
C2 C32 H32 123.0 . . ?
C10 C34 C30 116.72(19) . . ?
C10 C34 H34 105.5 . . ?
C30 C34 H34 105.5 . . ?
C29 C34 C10 107.73(19) . . ?
C29 C34 C30 114.8(2) . . ?
C29 C34 H34 105.5 . . ?
O1 C36 C20 108.4(2) . . ?
O1 C36 C24 108.75(18) . . ?
O1 C36 H36 110.6 . . ?
C20 C36 C24 107.76(19) . . ?
C20 C36 H36 110.6 . . ?
C24 C36 H36 110.6 . . ?
O4 C38 C1 111.8(2) . . ?
O4 C38 C8 113.7(2) . . ?
O4 C38 C21 110.5(2) . . ?
C1 C38 C8 105.25(19) . . ?
C21 C38 C1 106.0(2) . . ?
C21 C38 C8 109.2(2) . . ?
C30 C40 H40A 107.8 . . ?
C30 C40 H40B 107.8 . . ?
H40A C40 H40B 107.1 . . ?
C9 C40 C30 118.1(2) . . ?
C9 C40 H40A 107.8 . . ?
C9 C40 H40B 107.8 . . ?
C10 C5 H5A 109.5 . . ?
C10 C5 H5B 109.5 . . ?
C10 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C20 C21 C38 113.9(2) . . ?
C20 C21 H21 123.0 . . ?
C38 C21 H21 123.0 . . ?
O3 C11 H11 124.3 . . ?
C26 C11 O3 111.4(3) . . ?
C26 C11 H11 124.3 . . ?
C16 C23 H23A 108.6 . . ?
C16 C23 H23B 108.6 . . ?
C16 C23 C33 114.6(2) . . ?
H23A C23 H23B 107.6 . . ?
C33 C23 H23A 108.6 . . ?
C33 C23 H23B 108.6 . . ?
C12 C3 C18 115.5(2) . . ?
C12 C3 H3A 108.4 . . ?
C12 C3 H3B 108.4 . . ?
C18 C3 H3A 108.4 . . ?
C18 C3 H3B 108.4 . . ?
H3A C3 H3B 107.5 . . ?
C22 C25 H25A 107.5 . . ?
C22 C25 H25B 107.5 . . ?
H25A C25 H25B 107.0 . . ?
C13 C25 C22 119.3(2) . . ?
C13 C25 H25A 107.5 . . ?
C13 C25 H25B 107.5 . . ?
C6 C13 C25 111.2(2) . . ?
C6 C13 H13A 109.4 . . ?
C6 C13 H13B 109.4 . . ?
C25 C13 H13A 109.4 . . ?
C25 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
O7 C27 H27 124.2 . . ?
C6 C27 O7 111.5(2) . . ?
C6 C27 H27 124.2 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O6 C29 C14 108.0(2) . . ?
O6 C29 C34 108.47(19) . . ?
O6 C29 H29 110.9 . . ?
C14 C29 C34 107.6(2) . . ?
C14 C29 H29 110.9 . . ?
C34 C29 H29 110.9 . . ?
C22 C15 H15A 109.5 . . ?
C22 C15 H15B 109.5 . . ?
C22 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C6 C31 H31 126.4 . . ?
C35 C31 C6 107.2(2) . . ?
C35 C31 H31 126.4 . . ?
O8 C2 C4 111.6(2) . . ?
O8 C2 C10 113.3(2) . . ?
O8 C2 C32 111.7(2) . . ?
C4 C2 C10 103.95(19) . . ?
C32 C2 C4 106.5(2) . . ?
C32 C2 C10 109.2(2) . . ?
C30 C33 H33 106.5 . . ?
C23 C33 C30 113.27(19) . . ?
C23 C33 H33 106.5 . . ?
C19 C33 C30 114.4(2) . . ?
C19 C33 C23 109.1(2) . . ?
C19 C33 H33 106.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O7 C35 H35 124.8 . . ?
C31 C35 O7 110.4(2) . . ?
C31 C35 H35 124.8 . . ?
C26 C9 C40 111.1(2) . . ?
C26 C9 H9A 109.4 . . ?
C26 C9 H9B 109.4 . . ?
C40 C9 H9A 109.4 . . ?
C40 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C26 C37 H37 126.7 . . ?
C39 C37 C26 106.7(3) . . ?
C39 C37 H37 126.7 . . ?
C33 C19 H19A 109.5 . . ?
C33 C19 H19B 109.5 . . ?
C33 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C39 H39 124.7 . . ?
C37 C39 O3 110.6(3) . . ?
C37 C39 H39 124.7 . . ?

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
O1 C1 C38 O4 -177.32(19) . . . . ?
O1 C1 C38 C8 58.7(2) . . . . ?
O1 C1 C38 C21 -56.9(3) . . . . ?
O4 C38 C21 C20 174.4(2) . . . . ?
O6 C4 C2 O8 -175.93(19) . . . . ?
O6 C4 C2 C10 61.5(2) . . . . ?
O6 C4 C2 C32 -53.8(3) . . . . ?
O2 C1 C38 O4 5.3(3) . . . . ?
O2 C1 C38 C8 -118.7(3) . . . . ?
O2 C1 C38 C21 125.7(3) . . . . ?
O5 C4 C2 O8 7.5(3) . . . . ?
O5 C4 C2 C10 -115.0(2) . . . . ?
O5 C4 C2 C32 129.7(2) . . . . ?
C1 O1 C36 C20 51.9(2) . . . . ?
C1 O1 C36 C24 -65.0(2) . . . . ?
C1 C38 C21 C20 53.1(3) . . . . ?
C4 O6 C29 C14 54.1(3) . . . . ?
C4 O6 C29 C34 -62.3(3) . . . . ?
C6 C31 C35 O7 0.0(3) . . . . ?
C8 C12 C3 C18 31.4(3) . . . . ?
C8 C24 C36 O1 53.9(2) . . . . ?
C8 C24 C36 C20 -63.4(2) . . . . ?
C8 C38 C21 C20 -59.8(3) . . . . ?
C10 C16 C23 C33 34.4(3) . . . . ?
C10 C34 C29 O6 55.2(2) . . . . ?
C10 C34 C29 C14 -61.4(2) . . . . ?
C12 C8 C24 C22 17.7(3) . . . . ?
C12 C8 C24 C36 -112.5(2) . . . . ?
C12 C8 C38 O4 -64.1(2) . . . . ?
C12 C8 C38 C1 58.6(2) . . . . ?
C12 C8 C38 C21 172.0(2) . . . . ?
C14 C32 C2 O8 175.3(2) . . . . ?
C14 C32 C2 C4 53.2(3) . . . . ?
C14 C32 C2 C10 -58.5(3) . . . . ?
C16 C10 C34 C30 17.0(3) . . . . ?
C16 C10 C34 C29 -113.9(2) . . . . ?
C16 C10 C2 O8 -61.8(3) . . . . ?
C16 C10 C2 C4 59.6(2) . . . . ?
C16 C10 C2 C32 172.9(2) . . . . ?
C16 C23 C33 C30 24.5(3) . . . . ?
C16 C23 C33 C19 153.2(2) . . . . ?
C18 C22 C24 C8 38.2(3) . . . . ?
C18 C22 C24 C36 164.72(19) . . . . ?
C18 C22 C25 C13 47.6(3) . . . . ?
C22 C18 C3 C12 27.5(3) . . . . ?
C22 C24 C36 O1 -77.3(2) . . . . ?
C22 C24 C36 C20 165.4(2) . . . . ?
C22 C25 C13 C6 176.5(2) . . . . ?
C24 C8 C12 C3 -53.9(3) . . . . ?
C24 C8 C38 O4 174.64(18) . . . . ?
C24 C8 C38 C1 -62.7(2) . . . . ?
C24 C8 C38 C21 50.7(2) . . . . ?
C24 C22 C25 C13 -70.1(3) . . . . ?
C26 C37 C39 O3 0.3(4) . . . . ?
C28 C30 C34 C10 -85.8(3) . . . . ?
C28 C30 C34 C29 41.7(3) . . . . ?
C28 C30 C40 C9 169.9(2) . . . . ?
C28 C30 C33 C23 65.1(3) . . . . ?
C28 C30 C33 C19 -60.8(3) . . . . ?
C30 C34 C29 O6 -76.7(3) . . . . ?
C30 C34 C29 C14 166.7(2) . . . . ?
C30 C40 C9 C26 -176.1(2) . . . . ?
C32 C14 C29 O6 -55.0(3) . . . . ?
C32 C14 C29 C34 61.9(3) . . . . ?
C34 C10 C16 C23 -55.2(3) . . . . ?
C34 C10 C2 O8 177.22(18) . . . . ?
C34 C10 C2 C4 -61.4(2) . . . . ?
C34 C10 C2 C32 51.9(3) . . . . ?
C34 C30 C40 C9 -68.1(3) . . . . ?
C34 C30 C33 C23 -60.2(2) . . . . ?
C34 C30 C33 C19 173.9(2) . . . . ?
C36 O1 C1 O2 -177.9(2) . . . . ?
C36 O1 C1 C38 4.5(3) . . . . ?
C36 C20 C21 C38 2.0(3) . . . . ?
C38 C8 C12 C3 -172.68(19) . . . . ?
C38 C8 C24 C22 137.8(2) . . . . ?
C38 C8 C24 C36 7.5(2) . . . . ?
C40 C30 C34 C10 157.70(19) . . . . ?
C40 C30 C34 C29 -74.8(2) . . . . ?
C40 C30 C33 C23 -178.3(2) . . . . ?
C40 C30 C33 C19 55.8(3) . . . . ?
C5 C10 C16 C23 68.7(3) . . . . ?
C5 C10 C34 C30 -105.8(2) . . . . ?
C5 C10 C34 C29 123.3(2) . . . . ?
C5 C10 C2 O8 56.9(3) . . . . ?
C5 C10 C2 C4 178.3(2) . . . . ?
C5 C10 C2 C32 -68.4(3) . . . . ?
C21 C20 C36 O1 -56.1(3) . . . . ?
C21 C20 C36 C24 61.4(3) . . . . ?
C11 O3 C39 C37 -0.1(4) . . . . ?
C11 C26 C9 C40 -119.5(3) . . . . ?
C11 C26 C37 C39 -0.3(3) . . . . ?
C3 C18 C22 C24 -61.7(2) . . . . ?
C3 C18 C22 C25 -180.0(2) . . . . ?
C3 C18 C22 C15 63.2(3) . . . . ?
C25 C22 C24 C8 158.2(2) . . . . ?
C25 C22 C24 C36 -75.3(2) . . . . ?
C13 C6 C27 O7 -179.4(2) . . . . ?
C13 C6 C31 C35 179.7(3) . . . . ?
C27 O7 C35 C31 0.3(3) . . . . ?
C27 C6 C13 C25 -150.8(3) . . . . ?
C27 C6 C31 C35 -0.3(3) . . . . ?
C7 C8 C12 C3 69.6(3) . . . . ?
C7 C8 C24 C22 -104.3(2) . . . . ?
C7 C8 C24 C36 125.5(2) . . . . ?
C7 C8 C38 O4 54.2(2) . . . . ?
C7 C8 C38 C1 176.93(18) . . . . ?
C7 C8 C38 C21 -69.7(2) . . . . ?
C29 O6 C4 O5 177.0(2) . . . . ?
C29 O6 C4 C2 0.4(3) . . . . ?
C29 C14 C32 C2 0.1(3) . . . . ?
C15 C22 C24 C8 -85.5(2) . . . . ?
C15 C22 C24 C36 41.0(3) . . . . ?
C15 C22 C25 C13 168.3(2) . . . . ?
C31 C6 C13 C25 29.2(4) . . . . ?
C31 C6 C27 O7 0.6(3) . . . . ?
C2 C10 C16 C23 -173.8(2) . . . . ?
C2 C10 C34 C30 136.5(2) . . . . ?
C2 C10 C34 C29 5.6(2) . . . . ?
C33 C30 C34 C10 38.4(3) . . . . ?
C33 C30 C34 C29 165.88(19) . . . . ?
C33 C30 C40 C9 49.1(3) . . . . ?
C17 C18 C22 C24 173.2(2) . . . . ?
C17 C18 C22 C25 54.9(3) . . . . ?
C17 C18 C22 C15 -61.9(3) . . . . ?
C17 C18 C3 C12 155.5(2) . . . . ?
C35 O7 C27 C6 -0.6(3) . . . . ?
C9 C26 C11 O3 178.3(2) . . . . ?
C9 C26 C37 C39 -178.4(3) . . . . ?
C37 C26 C11 O3 0.2(3) . . . . ?
C37 C26 C9 C40 58.1(4) . . . . ?
C39 O3 C11 C26 -0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.601
_oxdiff_exptl_absorpt_empirical_full_min 0.543
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tc-69
_database_code_depnum_ccdc_archive 'CCDC 2189120'
loop_
_audit_author_name
_audit_author_address
zhuyangli
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-07-09 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-06-16
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H30 O6'
_chemical_formula_sum            'C22 H30 O6'
_chemical_formula_weight         390.46
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.68330(10)
_cell_length_b                   10.38870(10)
_cell_length_c                   12.8658(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.3330(10)
_cell_angle_gamma                90
_cell_volume                     1006.92(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5264
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      71.3460
_cell_measurement_theta_min      3.4960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.759
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67127
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0120
_diffrn_reflns_av_unetI/netI     0.0139
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5765
_diffrn_reflns_point_group_measured_fraction_full 0.785
_diffrn_reflns_point_group_measured_fraction_max 0.756
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.489
_diffrn_reflns_theta_min         3.504
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     80.00 116.00   0.50    0.50    --   42.30  77.00 -90.00   72
  2  ω     86.00 130.00   0.50    0.50    --   42.30  77.00   0.00   88
  3  ω     -8.00  90.00   0.50    0.50    --   42.30 -38.00  90.00  196
  4  ω     82.00 126.00   0.50    0.50    --   42.30  77.00 -60.00   88
  5  ω     82.00 131.00   0.50    0.50    --   42.30  77.00  60.00   98
  6  ω     84.00 109.00   0.50    0.50    --   42.30  77.00 -30.00   50
  7  ω     96.00 137.00   0.50    0.50    --  101.60  77.00 150.00   82
  8  ω     53.00 103.00   0.50    0.50    --  101.60 -77.00 120.00  100
  9  ω     42.00 126.00   0.50    0.50    --  101.60 -50.00 -90.00  168
 10  ω     13.00  39.00   0.50    0.50    --  101.60 -77.00 120.00   52
 11  ω     13.00  39.00   0.50    0.50    --  101.60 -50.00 -90.00   52
 12  ω    114.00 141.00   0.50    0.50    --  101.60 -77.00 120.00   54
 13  ω     57.00 123.00   0.50    0.50    --  101.60 -63.00 120.00  132
 14  ω     88.00 147.00   0.50    0.50    --  101.60  82.00-120.00  118
 15  ω     12.00  49.00   0.50    0.50    --  101.60 -63.00 120.00   74
 16  ω    137.00 185.00   0.50    0.50    --  101.60  12.00 -90.00   96
 17  ω    161.00 187.00   0.50    0.50    --  101.60  82.00-120.00   52
 18  ω     12.00 101.00   0.50    0.50    --  101.60  12.00 -90.00  178
 19  ω     -5.00  36.00   0.50    0.50    --   42.30 -82.00 -30.00   82
 20  ω     92.00 118.00   0.50    0.50    --   42.30  77.00-120.00   52
 21  ω     81.00 126.00   0.50    0.50    --   42.30  77.00  30.00   90
 22  ω     41.00  85.00   0.50    0.50    --   42.30 -82.00 -30.00   88
 23  ω     57.00  82.00   0.50    0.50    --   42.30 -82.00   0.00   50
 24  ω     23.00  84.00   0.50    0.50    --   42.30  57.00-180.00  122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0867550000
_diffrn_orient_matrix_UB_12      -0.1342686000
_diffrn_orient_matrix_UB_13      0.0088081000
_diffrn_orient_matrix_UB_21      0.0920799000
_diffrn_orient_matrix_UB_22      0.0296036000
_diffrn_orient_matrix_UB_23      0.1149977000
_diffrn_orient_matrix_UB_31      -0.1605758000
_diffrn_orient_matrix_UB_32      -0.0556223000
_diffrn_orient_matrix_UB_33      0.0401873000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.466
_reflns_Friedel_fraction_full    0.547
_reflns_Friedel_fraction_max     0.511
_reflns_number_gt                2952
_reflns_number_total             2966
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 
;
 Flack x determined using 933 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(8)
_refine_ls_extinction_coef       0.0226(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         2966
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0263
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0374P)²+0.2261P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0688
_refine_ls_wR_factor_ref         0.0689
_refine_special_details          ?
_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, All O(H) groups
2. Rigid body (RIGU) restrains
 O2, O7, C21
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O1, O2, C21
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Others
 Sof(O1)=1-FVAR(1)
 Sof(O7)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C3(H3A), C6(H6), C8(H8), C10(H10)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C7(H7A,H7B), C11(H11A,H11B), C12(H12A,H12B)
4.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16)
4.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C22(H22A,H22B,
 H22C)
4.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.104(4) 0.716(3) -0.0834(17) 0.062(5) Uani 0.44(6) 1 d . . P A 2
O2 O 0.18258(17) 0.58946(14) 0.05951(10) 0.0285(3) Uani 1 1 d . . . . .
O3 O 0.64460(17) 0.68102(13) 0.10622(10) 0.0275(3) Uani 1 1 d . . . . .
H3 H 0.613957 0.733686 0.058675 0.041 Uiso 1 1 calc R U . . .
O4 O 0.49679(19) 0.51528(16) -0.07204(10) 0.0340(4) Uani 1 1 d . . . . .
O5 O 0.45438(18) 0.37666(13) 0.05341(10) 0.0255(3) Uani 1 1 d . . . . .
O6 O 1.1590(2) 0.29762(17) 0.66475(13) 0.0436(4) Uani 1 1 d . . . . .
O7 O 0.049(3) 0.7328(7) -0.0574(19) 0.059(4) Uani 0.56(6) 1 d . . P A 1
C1 C 0.3172(3) 0.6238(2) 0.28882(15) 0.0261(4) Uani 1 1 d . . . . .
H1A H 0.219472 0.564955 0.264999 0.031 Uiso 1 1 calc R U . . .
H1B H 0.298937 0.663185 0.354183 0.031 Uiso 1 1 calc R U . . .
C2 C 0.3145(3) 0.7285(2) 0.20545(16) 0.0303(5) Uani 1 1 d . . . . .
H2A H 0.204361 0.776380 0.197742 0.036 Uiso 1 1 calc R U . . .
H2B H 0.411592 0.787888 0.229217 0.036 Uiso 1 1 calc R U . . .
C3 C 0.3312(2) 0.67361(19) 0.09915(15) 0.0260(4) Uani 1 1 d . . . . .
H3A H 0.332757 0.744217 0.048823 0.031 Uiso 1 1 calc R U . . .
C4 C 0.5037(2) 0.59509(18) 0.10918(14) 0.0218(4) Uani 1 1 d . . . . .
C5 C 0.5469(2) 0.50396(18) 0.20672(13) 0.0194(4) Uani 1 1 d . . . . .
C6 C 0.4295(3) 0.38990(19) 0.16338(13) 0.0214(4) Uani 1 1 d . . . . .
H6 H 0.305865 0.415122 0.161010 0.026 Uiso 1 1 calc R U . . .
C7 C 0.4652(3) 0.27144(19) 0.23069(16) 0.0257(4) Uani 1 1 d . . . . .
H7A H 0.590931 0.251437 0.245643 0.031 Uiso 1 1 calc R U . . .
H7B H 0.400784 0.198347 0.195212 0.031 Uiso 1 1 calc R U . . .
C8 C 0.4003(3) 0.3034(2) 0.33407(15) 0.0257(4) Uani 1 1 d . . . . .
H8 H 0.443450 0.233017 0.383120 0.031 Uiso 1 1 calc R U . . .
C9 C 0.4862(2) 0.42897(19) 0.38957(14) 0.0226(4) Uani 1 1 d . . . . .
C10 C 0.4923(2) 0.54659(17) 0.31153(13) 0.0199(4) Uani 1 1 d . . . . .
H10 H 0.584835 0.605276 0.347325 0.024 Uiso 1 1 calc R U . . .
C11 C 0.6734(3) 0.3878(2) 0.45080(14) 0.0255(4) Uani 1 1 d . . . . .
H11A H 0.656785 0.327569 0.505620 0.031 Uiso 1 1 calc R U . . .
H11B H 0.731342 0.341218 0.401753 0.031 Uiso 1 1 calc R U . . .
C12 C 0.8011(3) 0.4924(2) 0.50304(16) 0.0304(5) Uani 1 1 d . . . . .
H12A H 0.842879 0.541257 0.448503 0.037 Uiso 1 1 calc R U . . .
H12B H 0.738141 0.551105 0.541266 0.037 Uiso 1 1 calc R U . . .
C13 C 0.9586(3) 0.4371(2) 0.57872(15) 0.0265(4) Uani 1 1 d . . . . .
C14 C 1.0824(3) 0.5039(3) 0.65772(16) 0.0364(5) Uani 1 1 d . . . . .
H14 H 1.082961 0.591656 0.672192 0.044 Uiso 1 1 calc R U . . .
C15 C 1.1978(3) 0.4159(3) 0.70713(17) 0.0423(6) Uani 1 1 d . . . . .
H15 H 1.291627 0.433815 0.762843 0.051 Uiso 1 1 calc R U . . .
C16 C 1.0114(3) 0.3134(2) 0.58641(17) 0.0335(5) Uani 1 1 d . . . . .
H16 H 0.955089 0.247220 0.544046 0.040 Uiso 1 1 calc R U . . .
C17 C 0.1967(3) 0.2954(2) 0.31465(17) 0.0351(5) Uani 1 1 d . . . . .
H17A H 0.146397 0.363274 0.267604 0.053 Uiso 1 1 calc R U . . .
H17B H 0.158012 0.304112 0.380854 0.053 Uiso 1 1 calc R U . . .
H17C H 0.158542 0.213680 0.283372 0.053 Uiso 1 1 calc R U . . .
C18 C 0.4848(2) 0.4959(2) 0.01842(14) 0.0240(4) Uani 1 1 d . . . . .
C19 C 0.7465(2) 0.4730(2) 0.22129(15) 0.0251(4) Uani 1 1 d . . . . .
H19A H 0.777409 0.408257 0.274993 0.038 Uiso 1 1 calc R U . . .
H19B H 0.814318 0.549525 0.242336 0.038 Uiso 1 1 calc R U . . .
H19C H 0.771991 0.441916 0.155621 0.038 Uiso 1 1 calc R U . . .
C20 C 0.3844(3) 0.4692(2) 0.47612(15) 0.0309(5) Uani 1 1 d . . . . .
H20A H 0.440116 0.543475 0.512836 0.046 Uiso 1 1 calc R U . . .
H20B H 0.385615 0.399755 0.525445 0.046 Uiso 1 1 calc R U . . .
H20C H 0.263911 0.489640 0.444075 0.046 Uiso 1 1 calc R U . . .
C21 C 0.0664(3) 0.6253(2) -0.02798(17) 0.0346(5) Uani 1 1 d . . . . .
C22 C -0.0643(3) 0.5219(3) -0.06490(18) 0.0412(6) Uani 1 1 d . . . . .
H22A H -0.047563 0.490391 -0.132385 0.062 Uiso 1 1 calc R U . . .
H22B H -0.182383 0.555625 -0.071784 0.062 Uiso 1 1 calc R U . . .
H22C H -0.047723 0.452741 -0.014409 0.062 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C21 1.247(8) . ?
O2 C3 1.449(2) . ?
O2 C21 1.344(2) . ?
O3 H3 0.8200 . ?
O3 C4 1.409(2) . ?
O4 C18 1.202(2) . ?
O5 C6 1.471(2) . ?
O5 C18 1.354(2) . ?
O6 C15 1.354(3) . ?
O6 C16 1.371(3) . ?
O7 C21 1.179(11) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.525(3) . ?
C1 C10 1.544(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.510(3) . ?
C3 H3A 0.9800 . ?
C3 C4 1.540(3) . ?
C4 C5 1.555(2) . ?
C4 C18 1.543(3) . ?
C5 C6 1.527(3) . ?
C5 C10 1.553(2) . ?
C5 C19 1.541(2) . ?
C6 H6 0.9800 . ?
C6 C7 1.499(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.545(3) . ?
C8 H8 0.9800 . ?
C8 C9 1.569(3) . ?
C8 C17 1.537(3) . ?
C9 C10 1.588(3) . ?
C9 C11 1.558(3) . ?
C9 C20 1.539(3) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.529(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.510(3) . ?
C13 C14 1.428(3) . ?
C13 C16 1.345(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.344(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.484(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

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
C21 O2 C3 118.38(16) . . ?
C4 O3 H3 109.5 . . ?
C18 O5 C6 107.33(14) . . ?
C15 O6 C16 105.80(18) . . ?
H1A C1 H1B 107.7 . . ?
C2 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
C2 C1 C10 113.23(16) . . ?
C10 C1 H1A 108.9 . . ?
C10 C1 H1B 108.9 . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 C1 112.08(17) . . ?
C3 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
O2 C3 C2 110.19(16) . . ?
O2 C3 H3A 109.3 . . ?
O2 C3 C4 108.40(15) . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 C4 110.42(15) . . ?
C4 C3 H3A 109.3 . . ?
O3 C4 C3 108.37(15) . . ?
O3 C4 C5 111.35(14) . . ?
O3 C4 C18 111.18(15) . . ?
C3 C4 C5 115.72(15) . . ?
C3 C4 C18 109.82(14) . . ?
C18 C4 C5 100.22(15) . . ?
C6 C5 C4 99.24(13) . . ?
C6 C5 C10 107.29(14) . . ?
C6 C5 C19 112.63(16) . . ?
C10 C5 C4 118.41(15) . . ?
C19 C5 C4 105.95(14) . . ?
C19 C5 C10 112.70(14) . . ?
O5 C6 C5 104.16(14) . . ?
O5 C6 H6 107.7 . . ?
O5 C6 C7 115.81(16) . . ?
C5 C6 H6 107.7 . . ?
C7 C6 C5 113.47(14) . . ?
C7 C6 H6 107.7 . . ?
C6 C7 H7A 110.6 . . ?
C6 C7 H7B 110.6 . . ?
C6 C7 C8 105.53(16) . . ?
H7A C7 H7B 108.8 . . ?
C8 C7 H7A 110.6 . . ?
C8 C7 H7B 110.6 . . ?
C7 C8 H8 105.6 . . ?
C7 C8 C9 113.12(16) . . ?
C9 C8 H8 105.6 . . ?
C17 C8 C7 109.78(16) . . ?
C17 C8 H8 105.6 . . ?
C17 C8 C9 116.26(17) . . ?
C8 C9 C10 114.46(14) . . ?
C11 C9 C8 105.41(16) . . ?
C11 C9 C10 113.05(15) . . ?
C20 C9 C8 109.11(16) . . ?
C20 C9 C10 109.31(16) . . ?
C20 C9 C11 105.00(15) . . ?
C1 C10 C5 110.97(14) . . ?
C1 C10 C9 112.72(15) . . ?
C1 C10 H10 106.9 . . ?
C5 C10 C9 112.09(14) . . ?
C5 C10 H10 106.9 . . ?
C9 C10 H10 106.9 . . ?
C9 C11 H11A 107.7 . . ?
C9 C11 H11B 107.7 . . ?
H11A C11 H11B 107.1 . . ?
C12 C11 C9 118.44(17) . . ?
C12 C11 H11A 107.7 . . ?
C12 C11 H11B 107.7 . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 C11 112.10(18) . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C14 C13 C12 127.6(2) . . ?
C16 C13 C12 127.12(19) . . ?
C16 C13 C14 105.23(19) . . ?
C13 C14 H14 126.5 . . ?
C15 C14 C13 106.9(2) . . ?
C15 C14 H14 126.5 . . ?
O6 C15 H15 124.6 . . ?
C14 C15 O6 110.76(19) . . ?
C14 C15 H15 124.6 . . ?
O6 C16 H16 124.4 . . ?
C13 C16 O6 111.3(2) . . ?
C13 C16 H16 124.4 . . ?
C8 C17 H17A 109.5 . . ?
C8 C17 H17B 109.5 . . ?
C8 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O4 C18 O5 121.77(18) . . ?
O4 C18 C4 127.35(19) . . ?
O5 C18 C4 110.87(15) . . ?
C5 C19 H19A 109.5 . . ?
C5 C19 H19B 109.5 . . ?
C5 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 C20 H20A 109.5 . . ?
C9 C20 H20B 109.5 . . ?
C9 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C21 O2 119.9(8) . . ?
O1 C21 C22 125.5(7) . . ?
O2 C21 C22 111.35(18) . . ?
O7 C21 O2 123.0(6) . . ?
O7 C21 C22 123.9(7) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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
O2 C3 C4 O3 157.10(14) . . . . ?
O2 C3 C4 C5 -77.04(19) . . . . ?
O2 C3 C4 C18 35.5(2) . . . . ?
O3 C4 C5 C6 -153.84(15) . . . . ?
O3 C4 C5 C10 90.68(19) . . . . ?
O3 C4 C5 C19 -37.0(2) . . . . ?
O3 C4 C18 O4 -41.3(3) . . . . ?
O3 C4 C18 O5 137.61(15) . . . . ?
O5 C6 C7 C8 -170.83(15) . . . . ?
C1 C2 C3 O2 61.7(2) . . . . ?
C1 C2 C3 C4 -58.0(2) . . . . ?
C2 C1 C10 C5 -47.5(2) . . . . ?
C2 C1 C10 C9 -174.16(16) . . . . ?
C2 C3 C4 O3 -82.11(19) . . . . ?
C2 C3 C4 C5 43.8(2) . . . . ?
C2 C3 C4 C18 156.27(17) . . . . ?
C3 O2 C21 O1 13(3) . . . . ?
C3 O2 C21 O7 -21(2) . . . . ?
C3 O2 C21 C22 173.23(18) . . . . ?
C3 C4 C5 C6 81.83(18) . . . . ?
C3 C4 C5 C10 -33.7(2) . . . . ?
C3 C4 C5 C19 -161.30(15) . . . . ?
C3 C4 C18 O4 78.6(2) . . . . ?
C3 C4 C18 O5 -102.46(17) . . . . ?
C4 C5 C6 O5 42.01(17) . . . . ?
C4 C5 C6 C7 168.82(16) . . . . ?
C4 C5 C10 C1 34.2(2) . . . . ?
C4 C5 C10 C9 161.23(14) . . . . ?
C5 C4 C18 O4 -159.11(19) . . . . ?
C5 C4 C18 O5 19.80(18) . . . . ?
C5 C6 C7 C8 68.7(2) . . . . ?
C6 O5 C18 O4 -174.34(17) . . . . ?
C6 O5 C18 C4 6.68(19) . . . . ?
C6 C5 C10 C1 -76.85(18) . . . . ?
C6 C5 C10 C9 50.16(18) . . . . ?
C6 C7 C8 C9 -54.7(2) . . . . ?
C6 C7 C8 C17 77.0(2) . . . . ?
C7 C8 C9 C10 44.6(2) . . . . ?
C7 C8 C9 C11 -80.26(19) . . . . ?
C7 C8 C9 C20 167.42(16) . . . . ?
C8 C9 C10 C1 84.1(2) . . . . ?
C8 C9 C10 C5 -42.0(2) . . . . ?
C8 C9 C11 C12 172.73(17) . . . . ?
C9 C11 C12 C13 167.25(16) . . . . ?
C10 C1 C2 C3 62.1(2) . . . . ?
C10 C5 C6 O5 165.75(13) . . . . ?
C10 C5 C6 C7 -67.45(19) . . . . ?
C10 C9 C11 C12 47.0(2) . . . . ?
C11 C9 C10 C1 -155.22(15) . . . . ?
C11 C9 C10 C5 78.72(19) . . . . ?
C11 C12 C13 C14 -165.1(2) . . . . ?
C11 C12 C13 C16 14.4(3) . . . . ?
C12 C13 C14 C15 179.0(2) . . . . ?
C12 C13 C16 O6 -179.39(19) . . . . ?
C13 C14 C15 O6 0.9(3) . . . . ?
C14 C13 C16 O6 0.2(2) . . . . ?
C15 O6 C16 C13 0.3(3) . . . . ?
C16 O6 C15 C14 -0.7(3) . . . . ?
C16 C13 C14 C15 -0.7(3) . . . . ?
C17 C8 C9 C10 -83.8(2) . . . . ?
C17 C8 C9 C11 151.36(16) . . . . ?
C17 C8 C9 C20 39.0(2) . . . . ?
C18 O5 C6 C5 -31.44(18) . . . . ?
C18 O5 C6 C7 -156.78(16) . . . . ?
C18 C4 C5 C6 -36.15(16) . . . . ?
C18 C4 C5 C10 -151.64(15) . . . . ?
C18 C4 C5 C19 80.71(16) . . . . ?
C19 C5 C6 O5 -69.68(17) . . . . ?
C19 C5 C6 C7 57.1(2) . . . . ?
C19 C5 C10 C1 158.62(16) . . . . ?
C19 C5 C10 C9 -74.38(19) . . . . ?
C20 C9 C10 C1 -38.7(2) . . . . ?
C20 C9 C10 C5 -164.72(14) . . . . ?
C20 C9 C11 C12 -72.1(2) . . . . ?
C21 O2 C3 C2 113.50(19) . . . . ?
C21 O2 C3 C4 -125.56(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.515
_oxdiff_exptl_absorpt_empirical_full_min 0.479
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tc_39
_database_code_depnum_ccdc_archive 'CCDC 2189115'
loop_
_audit_author_name
_audit_author_address
zhuyangli
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-07-09 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2021-12-31
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H26 O6'
_chemical_formula_sum            'C20 H26 O6'
_chemical_formula_weight         362.41
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         CO
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.49264(14)
_cell_length_b                   18.9905(4)
_cell_length_c                   7.55045(15)
_cell_angle_alpha                90
_cell_angle_beta                 100.551(2)
_cell_angle_gamma                90
_cell_volume                     915.22(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6535
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.5110
_cell_measurement_theta_min      4.5960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.795
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
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    1.315
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9095
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         4.657
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    138.00 177.00   0.50    1.20    --  106.49  38.00 -60.00   78
  2  ω    135.00 177.00   0.50    1.20    --  106.49  77.00  90.00   84
  3  ω     84.00 122.00   0.50    1.20    --  106.49  77.00  90.00   76
  4  ω     86.00 163.00   0.50    1.20    --  106.49  76.00 170.00  154
  5  ω     90.00 115.00   0.50    0.10    --   48.45  76.00 170.00   50
  6  ω     93.00 131.00   0.50    1.20    --  106.49  38.00 -60.00   76
  7  ω    143.00 178.00   0.50    1.20    --  106.49  19.00-150.00   70
  8  ω    112.00 138.00   0.50    1.20    --  106.49  19.00-150.00   52
  9  ω     37.00  66.00   0.50    1.20    --  106.49 -57.00-120.00   58
 10  ω    145.00 177.00   0.50    1.20    --  106.49 125.00-150.00   64
 11  ω     99.00 137.00   0.50    1.20    --  106.49 125.00-150.00   76
 12  ω     -6.00  27.00   0.50    0.10    --   48.45 -76.00  43.00   66
 13  ω     34.00 102.00   0.50    1.20    --  106.49 -77.00 120.00  136
 14  ω     39.00  87.00   0.50    1.20    --  106.49 -76.00  43.00   96
 15  ω     37.00  63.00   0.50    1.20    --  106.49 -99.00 -30.00   52
 16  ω     65.00 106.00   0.50    1.20    --  106.49 -99.00 -30.00   82
 17  ω     34.00  90.00   0.50    1.20    --  106.49-125.00  30.00  112
 18  ω     35.00  92.00   0.50    1.20    --  106.49 -99.00  30.00  114
 19  ω     38.00 106.00   0.50    1.20    --  106.49-125.00-120.00  136
 20  ω    -27.00  23.00   0.50    0.10    --  -48.45  19.00-180.00  100
 21  ω    -42.00 -13.00   0.50    1.20    --  -86.25  38.00-120.00   58
 22  ω    -66.00  24.00   0.50    0.10    --  -48.45  76.00 170.00  180
 23  ω    -93.00 -40.00   0.50    1.20    --  -86.25  76.00 170.00  106
 24  ω    -42.00 -17.00   0.50    1.20    --  -86.25  38.00 150.00   50
 25  ω    -42.00 -13.00   0.50    1.20    --  -86.25  38.00 120.00   58
 26  ω   -101.00 -45.00   0.50    0.10    --  -48.45 -76.00  43.00  112
 27  ω   -158.00-101.00   0.50    1.20    --  -86.25 -38.00 120.00  114
 28  ω   -104.00 -78.00   0.50    1.20    --  -86.25 -76.00  43.00   52
 29  ω   -152.00 -82.00   0.50    1.20    --  -86.25 -38.00 -60.00  140
 30  ω   -159.00 -75.00   0.50    1.20    --  -86.25 -38.00-120.00  168
 31  ω   -119.00 -74.00   0.50    0.10    --  -48.45-125.00   0.00   90
 32  ω   -120.00 -73.00   0.50    0.10    --  -48.45-125.00-150.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2172896000
_diffrn_orient_matrix_UB_12      -0.0194851000
_diffrn_orient_matrix_UB_13      -0.0400460000
_diffrn_orient_matrix_UB_21      0.0961613000
_diffrn_orient_matrix_UB_22      0.0642274000
_diffrn_orient_matrix_UB_23      0.1096315000
_diffrn_orient_matrix_UB_31      0.0425408000
_diffrn_orient_matrix_UB_32      -0.0455475000
_diffrn_orient_matrix_UB_33      0.1715767000
_diffrn_oxdiff_digest_frames     
;
0186ade26baf8f9943271a3663dd0656c0000271e6b
;
_diffrn_oxdiff_digest_hkl        
;
015582bee5c707f3eece9232063da65ad96418
;
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.918
_reflns_Friedel_fraction_full    0.966
_reflns_Friedel_fraction_max     0.980
_reflns_number_gt                3025
_reflns_number_total             3223
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 1359 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.06(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3223
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0519P)²+0.0615P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0948
_refine_special_details          
;
 ?
;
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C10(H10), C13(H13), C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C12(H12A,H12B), C14(H14A,H14B), C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C5(H5A), C6(H6A)
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
2.e Idealised tetrahedral OH refined as rotating group:
 O5(H5), O6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 1.0289(4) 0.27137(12) 1.1106(3) 0.0580(6) Uani 1 1 d . . . . .
O2 O 0.3961(3) 0.62333(10) 0.1614(2) 0.0441(5) Uani 1 1 d . . . . .
O3 O 0.5206(4) 0.72841(12) 0.1031(3) 0.0581(6) Uani 1 1 d . . . . .
O4 O 0.8855(4) 0.28462(16) 1.3557(3) 0.0700(7) Uani 1 1 d . . . . .
O5 O 0.8536(4) 0.69890(12) 0.3892(3) 0.0563(6) Uani 1 1 d . . . . .
H5 H 0.8995 0.7182 0.4856 0.085 Uiso 1 1 calc GR . . . .
O6 O 1.1949(4) 0.33535(15) 0.9166(4) 0.0716(7) Uani 1 1 d . . . . .
H6 H 1.2835 0.3048 0.9140 0.107 Uiso 1 1 calc GR . . . .
C1 C 0.5459(5) 0.70754(15) 0.5289(4) 0.0452(7) Uani 1 1 d . . . . .
H1 H 0.4641 0.7472 0.4954 0.054 Uiso 1 1 calc R . . . .
C2 C 0.8942(5) 0.30157(17) 1.2029(4) 0.0503(7) Uani 1 1 d . . . . .
C3 C 0.8413(5) 0.35892(15) 0.9350(4) 0.0422(6) Uani 1 1 d . . . . .
C4 C 0.5204(5) 0.67928(15) 0.2044(4) 0.0423(6) Uani 1 1 d . . . . .
C5 C 0.5678(5) 0.68315(16) 0.6935(4) 0.0479(7) Uani 1 1 d . . . . .
H5A H 0.5009 0.7062 0.7758 0.058 Uiso 1 1 calc R . . . .
C6 C 0.7761(5) 0.35615(16) 1.0911(4) 0.0458(6) Uani 1 1 d . . . . .
H6A H 0.6721 0.3843 1.1242 0.055 Uiso 1 1 calc R . . . .
C7 C 0.5955(4) 0.45455(14) 0.7950(4) 0.0405(6) Uani 1 1 d . . . . .
H7A H 0.6447 0.4843 0.8985 0.049 Uiso 1 1 calc R . . . .
H7B H 0.4818 0.4262 0.8240 0.049 Uiso 1 1 calc R . . . .
C8 C 0.6729(4) 0.55995(13) 0.6117(3) 0.0341(5) Uani 1 1 d . . . . .
H8 H 0.8071 0.5349 0.6321 0.041 Uiso 1 1 calc R . . . .
C9 C 0.5027(4) 0.50320(14) 0.6354(3) 0.0351(5) Uani 1 1 d . . . . .
C10 C 1.0088(5) 0.30440(16) 0.9348(4) 0.0495(7) Uani 1 1 d . . . . .
H10 H 0.9654 0.2698 0.8388 0.059 Uiso 1 1 calc R . . . .
C11 C 0.3060(4) 0.53531(16) 0.6927(4) 0.0432(6) Uani 1 1 d . . . . .
H11A H 0.2024 0.4992 0.6929 0.065 Uiso 1 1 calc GR . . . .
H11B H 0.2500 0.5717 0.6094 0.065 Uiso 1 1 calc GR . . . .
H11C H 0.3434 0.5549 0.8114 0.065 Uiso 1 1 calc GR . . . .
C12 C 0.7743(5) 0.40453(17) 0.7735(4) 0.0481(7) Uani 1 1 d . . . . .
H12A H 0.7295 0.3749 0.6690 0.058 Uiso 1 1 calc R . . . .
H12B H 0.8933 0.4320 0.7521 0.058 Uiso 1 1 calc R . . . .
C13 C 0.4473(4) 0.45881(14) 0.4586(4) 0.0392(6) Uani 1 1 d . . . . .
H13 H 0.5790 0.4379 0.4382 0.047 Uiso 1 1 calc R . . . .
C14 C 0.3606(4) 0.50339(15) 0.2871(4) 0.0394(6) Uani 1 1 d . . . . .
H14A H 0.4190 0.4863 0.1858 0.047 Uiso 1 1 calc R . . . .
H14B H 0.2094 0.4988 0.2574 0.047 Uiso 1 1 calc R . . . .
C15 C 0.6448(4) 0.58980(13) 0.4164(3) 0.0329(5) Uani 1 1 d . . . . .
C16 C 0.6972(5) 0.61924(16) 0.7532(4) 0.0471(7) Uani 1 1 d . . . . .
H16A H 0.6580 0.6012 0.8625 0.056 Uiso 1 1 calc R . . . .
H16B H 0.8435 0.6329 0.7818 0.056 Uiso 1 1 calc R . . . .
C17 C 0.6541(5) 0.67092(14) 0.3938(4) 0.0407(6) Uani 1 1 d . . . . .
C18 C 0.8010(5) 0.55649(16) 0.3120(4) 0.0438(6) Uani 1 1 d . . . . .
H18A H 0.9402 0.5719 0.3625 0.066 Uiso 1 1 calc GR . . . .
H18B H 0.7672 0.5705 0.1879 0.066 Uiso 1 1 calc GR . . . .
H18C H 0.7936 0.5061 0.3200 0.066 Uiso 1 1 calc GR . . . .
C19 C 0.2973(6) 0.39752(18) 0.4680(5) 0.0601(9) Uani 1 1 d . . . . .
H19A H 0.3504 0.3688 0.5708 0.090 Uiso 1 1 calc GR . . . .
H19B H 0.2852 0.3697 0.3604 0.090 Uiso 1 1 calc GR . . . .
H19C H 0.1620 0.4155 0.4788 0.090 Uiso 1 1 calc GR . . . .
C20 C 0.4186(4) 0.57895(13) 0.3222(3) 0.0349(6) Uani 1 1 d . . . . .
H20 H 0.3275 0.5982 0.4004 0.042 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C2 1.342(4) . ?
O1 C10 1.453(4) . ?
O2 C4 1.338(4) . ?
O2 C20 1.463(3) . ?
O3 C4 1.206(4) . ?
O4 C2 1.209(4) . ?
O5 C17 1.407(4) . ?
O6 C10 1.373(4) . ?
C1 C5 1.309(4) . ?
C1 C17 1.510(4) . ?
C2 C6 1.462(4) . ?
C3 C6 1.324(4) . ?
C3 C10 1.502(4) . ?
C3 C12 1.494(4) . ?
C4 C17 1.539(4) . ?
C5 C16 1.498(5) . ?
C7 C9 1.550(4) . ?
C7 C12 1.532(4) . ?
C8 C9 1.577(4) . ?
C8 C15 1.559(3) . ?
C8 C16 1.540(4) . ?
C9 C11 1.547(4) . ?
C9 C13 1.564(4) . ?
C13 C14 1.563(4) . ?
C13 C19 1.528(4) . ?
C14 C20 1.495(4) . ?
C15 C17 1.552(4) . ?
C15 C18 1.531(4) . ?
C15 C20 1.524(3) . ?

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 O1 C10 109.4(2) . . ?
C4 O2 C20 106.96(19) . . ?
C5 C1 C17 119.7(3) . . ?
O1 C2 C6 109.0(3) . . ?
O4 C2 O1 122.0(3) . . ?
O4 C2 C6 128.9(4) . . ?
C6 C3 C10 108.9(2) . . ?
C6 C3 C12 131.1(3) . . ?
C12 C3 C10 120.1(3) . . ?
O2 C4 C17 110.9(2) . . ?
O3 C4 O2 122.1(3) . . ?
O3 C4 C17 127.1(3) . . ?
C1 C5 C16 122.0(3) . . ?
C3 C6 C2 108.8(3) . . ?
C12 C7 C9 118.8(2) . . ?
C15 C8 C9 113.12(19) . . ?
C16 C8 C9 114.0(2) . . ?
C16 C8 C15 111.7(2) . . ?
C7 C9 C8 108.3(2) . . ?
C7 C9 C13 109.8(2) . . ?
C11 C9 C7 103.9(2) . . ?
C11 C9 C8 113.2(2) . . ?
C11 C9 C13 112.3(2) . . ?
C13 C9 C8 109.2(2) . . ?
O1 C10 C3 103.9(2) . . ?
O6 C10 O1 110.1(3) . . ?
O6 C10 C3 110.8(3) . . ?
C3 C12 C7 112.7(2) . . ?
C14 C13 C9 114.0(2) . . ?
C19 C13 C9 114.8(2) . . ?
C19 C13 C14 108.4(2) . . ?
C20 C14 C13 109.39(19) . . ?
C17 C15 C8 117.7(2) . . ?
C18 C15 C8 111.3(2) . . ?
C18 C15 C17 108.1(2) . . ?
C20 C15 C8 109.1(2) . . ?
C20 C15 C17 97.8(2) . . ?
C20 C15 C18 112.1(2) . . ?
C5 C16 C8 113.8(2) . . ?
O5 C17 C1 112.8(2) . . ?
O5 C17 C4 107.7(2) . . ?
O5 C17 C15 115.6(2) . . ?
C1 C17 C4 109.1(2) . . ?
C1 C17 C15 110.5(2) . . ?
C4 C17 C15 100.3(2) . . ?
O2 C20 C14 114.95(19) . . ?
O2 C20 C15 104.5(2) . . ?
C14 C20 C15 113.7(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.230
_oxdiff_exptl_absorpt_empirical_full_min 0.858
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tc_29
_database_code_depnum_ccdc_archive 'CCDC 2189959'
loop_
_audit_author_name
_audit_author_address
zhuyangli
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-01-01
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C21 H26 O7'
_chemical_formula_sum            'C21 H26 O7'
_chemical_formula_weight         390.42
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHO
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.1388(2)
_cell_length_b                   14.1451(4)
_cell_length_c                   8.5805(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.182(2)
_cell_angle_gamma                90
_cell_volume                     985.19(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5332
_cell_measurement_temperature    293
_cell_measurement_theta_max      76.0490
_cell_measurement_theta_min      5.1330
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.819
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_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    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            10439
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.072
_diffrn_reflns_theta_max         67.072
_diffrn_reflns_theta_min         5.169
_diffrn_ambient_temperature      293.00
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00  -9.00   0.50    0.30    --  -48.45 119.00 164.00   84
  2  ω    -87.00 -54.00   0.50    0.30    --  -48.45-156.00 -76.00   66
  3  ω     74.00  99.00   0.50    0.30    --   48.45 156.00 -39.00   50
  4  ω     61.00  86.00   0.50    0.30    --   48.45-119.00  79.00   50
  5  ω     60.00 101.00   0.50    0.30    --   48.45-156.00 -76.00   82
  6  ω    -27.00  25.00   0.50    0.30    --  -48.45  19.00  60.00  104
  7  ω    -92.00 -67.00   0.50    0.30    --  -48.45 156.00 -39.00   50
  8  ω    -27.00  26.00   0.50    0.30    --  -48.45  19.00   0.00  106
  9  ω   -119.00 -74.00   0.50    0.30    --  -48.45-125.00  30.00   90
 10  ω    -27.00  27.00   0.50    0.30    --  -48.45  19.00 120.00  108
 11  ω    -94.00 -57.00   0.50    2.50    --  -86.25-156.00 -76.00   74
 12  ω   -145.00 -97.00   0.50    2.50    --  -86.25-156.00 -76.00   96
 13  ω    -80.00 -44.00   0.50    2.50    --  -86.25 119.00 164.00   72
 14  ω    -93.00 -68.00   0.50    2.50    --  -86.25 156.00 -39.00   50
 15  ω   -142.00-117.00   0.50    2.50    --  -86.25-119.00  79.00   50
 16  ω   -159.00 -75.00   0.50    2.50    --  -86.25 -38.00 -30.00  168
 17  ω    -47.00 -13.00   0.50    2.50    --  -86.25 125.00 -60.00   68
 18  ω    -43.00 -17.00   0.50    2.50    --  -86.25  38.00 150.00   52
 19  ω    -85.00 -50.00   0.50    2.50    --  -86.25 125.00 -60.00   70
 20  ω    -43.00 -15.00   0.50    2.50    --  -86.25  38.00 120.00   56
 21  ω    -39.00 -13.00   0.50    2.50    --  -86.25  38.00  30.00   52
 22  ω    -42.00 -16.00   0.50    2.50    --  -86.25  57.00 -30.00   52
 23  ω   -159.00 -74.00   0.50    2.50    --  -86.25 -19.00-120.00  170
 24  ω    114.00 139.00   0.50    2.50    --  106.49 119.00 164.00   50
 25  ω     51.00 109.00   0.50    2.50    --  106.49-119.00  79.00  116
 26  ω     51.00  91.00   0.50    2.50    --  106.49-156.00 -76.00   80
 27  ω     96.00 133.00   0.50    2.50    --  106.49-156.00 -76.00   74
 28  ω     34.00 105.00   0.50    2.50    --  106.49 -77.00 120.00  142
 29  ω     47.00 103.00   0.50    2.50    --  106.49 -77.00  60.00  112
 30  ω     96.00 167.00   0.50    2.50    --  106.49 125.00  30.00  142
 31  ω     37.00  64.00   0.50    2.50    --  106.49 -57.00-150.00   54
 32  ω     39.00  65.00   0.50    2.50    --  106.49 -57.00 120.00   52
 33  ω     36.00  62.00   0.50    2.50    --  106.49 -57.00 -30.00   52
 34  ω     82.00 110.00   0.50    2.50    --  106.49-125.00   0.00   56
 35  ω     95.00 121.00   0.50    2.50    --  106.49  57.00 -30.00   52
 36  ω    135.00 178.00   0.50    2.50    --  106.49  57.00 -30.00   86
 37  ω     74.00 110.00   0.50    2.50    --  106.49-125.00 -30.00   72
 38  ω     37.00  62.00   0.50    2.50    --  106.49-125.00   0.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0314862000
_diffrn_orient_matrix_UB_12      -0.0581170000
_diffrn_orient_matrix_UB_13      -0.1510917000
_diffrn_orient_matrix_UB_21      0.0070196000
_diffrn_orient_matrix_UB_22      0.0911814000
_diffrn_orient_matrix_UB_23      -0.0974743000
_diffrn_orient_matrix_UB_31      0.1870279000
_diffrn_orient_matrix_UB_32      -0.0132263000
_diffrn_orient_matrix_UB_33      -0.0085547000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.881
_reflns_Friedel_fraction_full    0.959
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                3101
_reflns_number_total             3455
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1310 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         3455
_refine_ls_number_restraints     183
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0531
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1168P)²+0.0295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1508
_refine_ls_wR_factor_ref         0.1564
_refine_special_details          ?
_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, All O(H) groups
2. Restrained distances
 C13-C2
 1.55 with sigma of 0.01
 C9-C20
 1.55 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O6 \\sim O7 \\sim O8 \\sim O9 \\sim C20 \\sim C21 \\sim C22: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
O5 \\sim O10 \\sim C13 \\sim C14 \\sim C18 \\sim C19 \\sim C23 \\sim C24 \\sim
C25: within 1.7A with sigma of 0.004 and sigma for terminal atoms of 0.008
within 1.7A
4. Others
 Sof(O6)=Sof(O9)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=1-FVAR(1)
 Sof(O7)=Sof(O8)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(H21C)=FVAR(1)
 Sof(O5)=Sof(C14)=Sof(H14)=Sof(C18)=Sof(H18)=Sof(C19)=Sof(H19)=1-FVAR(2)
 Sof(O10)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C1(H1), C2(H2A), C5(H5), C10(H10), C15(H15)
5.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B), C16(H16A,H16B)
5.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C18(H18), C19(H19), C23(H23), C24(H24), C25(H25)
5.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C17(H17A,H17B,H17C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
5.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.7176(4) 0.3821(2) 0.7066(4) 0.0659(8) Uani 1 1 d . . . . .
O2 O 0.9684(4) 0.5487(2) 0.1316(4) 0.0651(8) Uani 1 1 d . . . . .
H2 H 1.034313 0.585936 0.174550 0.098 Uiso 1 1 calc R U . . .
O3 O 0.9093(4) 0.3218(2) 0.5666(4) 0.0647(8) Uani 1 1 d . . . . .
O4 O 0.2039(4) 0.6450(2) 0.3188(4) 0.0669(8) Uani 1 1 d . . . . .
H4 H 0.173873 0.699329 0.334061 0.100 Uiso 1 1 calc R U . . .
O5 O 1.0824(13) 0.2426(6) 0.0546(10) 0.0875(17) Uani 0.592(13) 1 d . U P A 2
O6 O 0.476(3) 0.5915(14) 0.9465(17) 0.092(3) Uani 0.52(3) 1 d . U P B 2
O7 O 0.404(3) 0.5742(14) 0.930(2) 0.095(4) Uani 0.48(3) 1 d . U P B 1
O8 O 0.422(3) 0.7230(17) 0.847(2) 0.083(2) Uani 0.48(3) 1 d . U P B 1
O9 O 0.463(2) 0.7304(16) 0.830(2) 0.084(2) Uani 0.52(3) 1 d . U P B 2
O10 O 1.002(2) 0.2216(9) 0.0630(15) 0.0880(19) Uani 0.408(13) 1 d . U P A 1
C1 C 0.5570(4) 0.4902(3) 0.4575(4) 0.0461(8) Uani 1 1 d . . . . .
H1 H 0.551704 0.422150 0.436776 0.055 Uiso 1 1 calc R U . . .
C2 C 0.9554(4) 0.4678(3) 0.2268(4) 0.0472(8) Uani 1 1 d D . . . .
H2A H 1.032143 0.475050 0.319529 0.057 Uiso 1 1 calc R U . . .
C3 C 0.7377(4) 0.5189(2) 0.4233(4) 0.0421(7) Uani 1 1 d . . . . .
C4 C 0.8372(5) 0.3904(3) 0.6095(5) 0.0546(9) Uani 1 1 d . . . . .
C5 C 0.8579(5) 0.4939(3) 0.5677(5) 0.0498(8) Uani 1 1 d . . . . .
H5 H 0.972427 0.509292 0.549944 0.060 Uiso 1 1 calc R U . . .
C6 C 0.7816(4) 0.4582(3) 0.2805(4) 0.0446(8) Uani 1 1 d . . . . .
H6A H 0.763899 0.392278 0.305550 0.054 Uiso 1 1 calc R U . . .
H6B H 0.704353 0.474081 0.192927 0.054 Uiso 1 1 calc R U . . .
C7 C 0.7598(5) 0.6240(2) 0.3884(5) 0.0498(8) Uani 1 1 d . . . . .
H7A H 0.703300 0.639024 0.289342 0.075 Uiso 1 1 calc R U . . .
H7B H 0.874921 0.637865 0.384985 0.075 Uiso 1 1 calc R U . . .
H7C H 0.714933 0.661016 0.468877 0.075 Uiso 1 1 calc R U . . .
C8 C 0.4231(5) 0.5326(3) 0.3440(5) 0.0499(8) Uani 1 1 d . . . . .
H8A H 0.461663 0.530995 0.239673 0.060 Uiso 1 1 calc R U . . .
H8B H 0.326322 0.492468 0.343406 0.060 Uiso 1 1 calc R U . . .
C9 C 0.4478(6) 0.6001(3) 0.6612(5) 0.0607(11) Uani 1 1 d D . . . .
C10 C 0.3716(5) 0.6338(3) 0.3790(5) 0.0492(8) Uani 1 1 d . . . . .
H10 H 0.440827 0.677564 0.324240 0.059 Uiso 1 1 calc R U . . .
C11 C 0.5073(5) 0.5002(3) 0.6303(5) 0.0572(10) Uani 1 1 d . . . . .
C12 C 0.3863(5) 0.6569(3) 0.5484(5) 0.0578(10) Uani 1 1 d . . . . .
H12 H 0.349400 0.716000 0.577798 0.069 Uiso 1 1 calc R U . . .
C13 C 1.0068(6) 0.3822(3) 0.1368(6) 0.0626(10) Uani 1 1 d D U . . .
C14 C 1.1278(15) 0.3057(9) -0.0527(15) 0.0693(18) Uani 0.592(13) 1 d . U P A 2
H14 H 1.173977 0.291863 -0.145976 0.083 Uiso 0.592(13) 1 calc R U P A 2
C15 C 0.6581(6) 0.4770(3) 0.7430(5) 0.0652(11) Uani 1 1 d . . . . .
H15 H 0.629936 0.480723 0.851950 0.078 Uiso 1 1 calc R U . . .
C16 C 0.8035(6) 0.5396(3) 0.7158(5) 0.0632(11) Uani 1 1 d . . . . .
H16A H 0.888218 0.535890 0.801141 0.076 Uiso 1 1 calc R U . . .
H16B H 0.770890 0.604970 0.698910 0.076 Uiso 1 1 calc R U . . .
C17 C 0.3699(7) 0.4292(4) 0.6581(8) 0.0868(18) Uani 1 1 d . . . . .
H17A H 0.269933 0.448508 0.600610 0.130 Uiso 1 1 calc R U . . .
H17B H 0.352742 0.426918 0.767511 0.130 Uiso 1 1 calc R U . . .
H17C H 0.401129 0.367607 0.623463 0.130 Uiso 1 1 calc R U . . .
C18 C 1.0219(15) 0.2888(9) 0.1801(17) 0.0779(18) Uani 0.592(13) 1 d . U P A 2
H18 H 0.996495 0.262195 0.274548 0.094 Uiso 0.592(13) 1 calc R U P A 2
C19 C 1.0939(15) 0.3910(10) 0.0004(17) 0.0710(18) Uani 0.592(13) 1 d . U P A 2
H19 H 1.122803 0.447765 -0.044791 0.085 Uiso 0.592(13) 1 calc R U P A 2
C20 C 0.4448(8) 0.6340(5) 0.8280(6) 0.0831(15) Uani 1 1 d D U . . .
C21 C 0.402(3) 0.7529(17) 0.998(2) 0.088(4) Uani 0.48(3) 1 d . U P B 1
H21A H 0.395439 0.820649 0.999860 0.133 Uiso 0.48(3) 1 calc R U P B 1
H21B H 0.494485 0.732383 1.065265 0.133 Uiso 0.48(3) 1 calc R U P B 1
H21C H 0.302678 0.726449 1.033004 0.133 Uiso 0.48(3) 1 calc R U P B 1
C22 C 0.462(3) 0.7767(16) 0.988(2) 0.090(4) Uani 0.52(3) 1 d . U P B 2
H22A H 0.469648 0.844047 0.976133 0.135 Uiso 0.52(3) 1 calc R U P B 2
H22B H 0.554295 0.754493 1.053911 0.135 Uiso 0.52(3) 1 calc R U P B 2
H22C H 0.361638 0.761195 1.034121 0.135 Uiso 0.52(3) 1 calc R U P B 2
C23 C 1.076(2) 0.2856(13) -0.054(3) 0.0722(19) Uani 0.408(13) 1 d . U P A 1
H23 H 1.131820 0.267218 -0.140517 0.087 Uiso 0.408(13) 1 calc R U P A 1
C24 C 1.046(2) 0.3753(14) -0.008(3) 0.0696(19) Uani 0.408(13) 1 d . U P A 1
H24 H 1.052651 0.427362 -0.073332 0.084 Uiso 0.408(13) 1 calc R U P A 1
C25 C 0.964(2) 0.2858(15) 0.167(3) 0.0794(19) Uani 0.408(13) 1 d . U P A 1
H25 H 0.911774 0.269128 0.256074 0.095 Uiso 0.408(13) 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C4 1.332(6) . ?
O1 C15 1.468(6) . ?
O2 H2 0.8200 . ?
O2 C2 1.415(5) . ?
O3 C4 1.206(5) . ?
O4 H4 0.8200 . ?
O4 C10 1.433(5) . ?
O5 C14 1.353(15) . ?
O5 C18 1.381(15) . ?
O6 C20 1.192(16) . ?
O7 C20 1.274(18) . ?
O8 C20 1.29(2) . ?
O8 C21 1.38(2) . ?
O9 C20 1.37(2) . ?
O9 C22 1.51(2) . ?
O10 C23 1.51(2) . ?
O10 C25 1.33(2) . ?
C1 H1 0.9800 . ?
C1 C3 1.574(5) . ?
C1 C8 1.530(5) . ?
C1 C11 1.571(5) . ?
C2 H2A 0.9800 . ?
C2 C6 1.525(5) . ?
C2 C13 1.512(5) . ?
C3 C5 1.562(5) . ?
C3 C6 1.559(5) . ?
C3 C7 1.530(5) . ?
C4 C5 1.519(6) . ?
C5 H5 0.9800 . ?
C5 C16 1.520(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C10 1.528(5) . ?
C9 C11 1.524(6) . ?
C9 C12 1.327(6) . ?
C9 C20 1.511(6) . ?
C10 H10 0.9800 . ?
C10 C12 1.486(6) . ?
C11 C15 1.542(6) . ?
C11 C17 1.535(7) . ?
C12 H12 0.9300 . ?
C13 C18 1.376(14) . ?
C13 C19 1.417(15) . ?
C13 C24 1.31(2) . ?
C13 C25 1.44(2) . ?
C14 H14 0.9300 . ?
C14 C19 1.325(15) . ?
C15 H15 0.9800 . ?
C15 C16 1.510(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23 0.9300 . ?
C23 C24 1.36(2) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?

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
C4 O1 C15 108.6(3) . . ?
C2 O2 H2 109.5 . . ?
C10 O4 H4 109.5 . . ?
C14 O5 C18 110.4(9) . . ?
C20 O8 C21 116.5(16) . . ?
C20 O9 C22 115.9(13) . . ?
C25 O10 C23 99.4(14) . . ?
C3 C1 H1 104.4 . . ?
C8 C1 H1 104.4 . . ?
C8 C1 C3 114.4(3) . . ?
C8 C1 C11 110.2(3) . . ?
C11 C1 H1 104.4 . . ?
C11 C1 C3 117.5(3) . . ?
O2 C2 H2A 108.3 . . ?
O2 C2 C6 110.9(3) . . ?
O2 C2 C13 108.5(3) . . ?
C6 C2 H2A 108.3 . . ?
C13 C2 H2A 108.3 . . ?
C13 C2 C6 112.3(3) . . ?
C5 C3 C1 109.5(3) . . ?
C6 C3 C1 106.0(3) . . ?
C6 C3 C5 109.5(3) . . ?
C7 C3 C1 114.3(3) . . ?
C7 C3 C5 107.4(3) . . ?
C7 C3 C6 110.1(3) . . ?
O1 C4 C5 109.4(4) . . ?
O3 C4 O1 121.0(4) . . ?
O3 C4 C5 129.7(4) . . ?
C3 C5 H5 112.0 . . ?
C4 C5 C3 109.4(3) . . ?
C4 C5 H5 112.0 . . ?
C4 C5 C16 99.7(4) . . ?
C16 C5 C3 111.3(3) . . ?
C16 C5 H5 112.0 . . ?
C2 C6 C3 117.3(3) . . ?
C2 C6 H6A 108.0 . . ?
C2 C6 H6B 108.0 . . ?
C3 C6 H6A 108.0 . . ?
C3 C6 H6B 108.0 . . ?
H6A C6 H6B 107.2 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C8 H8A 108.4 . . ?
C1 C8 H8B 108.4 . . ?
H8A C8 H8B 107.4 . . ?
C10 C8 C1 115.7(3) . . ?
C10 C8 H8A 108.4 . . ?
C10 C8 H8B 108.4 . . ?
C12 C9 C11 122.8(4) . . ?
C12 C9 C20 117.9(4) . . ?
C20 C9 C11 119.1(4) . . ?
O4 C10 C8 107.5(3) . . ?
O4 C10 H10 108.8 . . ?
O4 C10 C12 109.6(3) . . ?
C8 C10 H10 108.8 . . ?
C12 C10 C8 113.3(3) . . ?
C12 C10 H10 108.8 . . ?
C9 C11 C1 110.8(3) . . ?
C9 C11 C15 109.7(4) . . ?
C9 C11 C17 109.6(4) . . ?
C15 C11 C1 109.0(3) . . ?
C17 C11 C1 109.2(4) . . ?
C17 C11 C15 108.6(4) . . ?
C9 C12 C10 125.4(4) . . ?
C9 C12 H12 117.3 . . ?
C10 C12 H12 117.3 . . ?
C18 C13 C2 130.8(7) . . ?
C18 C13 C19 105.5(8) . . ?
C19 C13 C2 121.7(7) . . ?
C24 C13 C2 129.8(10) . . ?
C24 C13 C25 100.4(13) . . ?
C25 C13 C2 126.0(9) . . ?
O5 C14 H14 126.5 . . ?
C19 C14 O5 107.0(9) . . ?
C19 C14 H14 126.5 . . ?
O1 C15 C11 108.7(4) . . ?
O1 C15 H15 110.9 . . ?
O1 C15 C16 103.2(4) . . ?
C11 C15 H15 110.9 . . ?
C16 C15 C11 112.0(3) . . ?
C16 C15 H15 110.9 . . ?
C5 C16 H16A 111.9 . . ?
C5 C16 H16B 111.9 . . ?
C15 C16 C5 99.2(3) . . ?
C15 C16 H16A 111.9 . . ?
C15 C16 H16B 111.9 . . ?
H16A C16 H16B 109.6 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O5 C18 H18 127.1 . . ?
C13 C18 O5 105.9(11) . . ?
C13 C18 H18 127.1 . . ?
C13 C19 H19 125.3 . . ?
C14 C19 C13 109.5(10) . . ?
C14 C19 H19 125.3 . . ?
O6 C20 O9 118.2(13) . . ?
O6 C20 C9 129.1(10) . . ?
O7 C20 O8 121.0(12) . . ?
O7 C20 C9 117.4(11) . . ?
O8 C20 C9 116.3(10) . . ?
O9 C20 C9 108.5(8) . . ?
O8 C21 H21A 109.5 . . ?
O8 C21 H21B 109.5 . . ?
O8 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O9 C22 H22A 109.5 . . ?
O9 C22 H22B 109.5 . . ?
O9 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O10 C23 H23 127.1 . . ?
C24 C23 O10 105.8(14) . . ?
C24 C23 H23 127.1 . . ?
C13 C24 C23 114.2(16) . . ?
C13 C24 H24 122.9 . . ?
C23 C24 H24 122.9 . . ?
O10 C25 C13 117.2(17) . . ?
O10 C25 H25 121.4 . . ?
C13 C25 H25 121.4 . . ?

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
O1 C4 C5 C3 -87.6(4) . . . . ?
O1 C4 C5 C16 29.2(4) . . . . ?
O1 C15 C16 C5 41.1(4) . . . . ?
O2 C2 C6 C3 -81.5(4) . . . . ?
O2 C2 C13 C18 177.0(8) . . . . ?
O2 C2 C13 C19 15.4(8) . . . . ?
O2 C2 C13 C24 -5.0(12) . . . . ?
O2 C2 C13 C25 -158.9(10) . . . . ?
O3 C4 C5 C3 91.4(5) . . . . ?
O3 C4 C5 C16 -151.8(4) . . . . ?
O4 C10 C12 C9 124.5(5) . . . . ?
O5 C14 C19 C13 -6.9(12) . . . . ?
O10 C23 C24 C13 17.6(18) . . . . ?
C1 C3 C5 C4 53.9(4) . . . . ?
C1 C3 C5 C16 -55.2(4) . . . . ?
C1 C3 C6 C2 -176.8(3) . . . . ?
C1 C8 C10 O4 -152.0(3) . . . . ?
C1 C8 C10 C12 -30.8(5) . . . . ?
C1 C11 C15 O1 -56.2(4) . . . . ?
C1 C11 C15 C16 57.3(5) . . . . ?
C2 C13 C18 O5 -176.5(6) . . . . ?
C2 C13 C19 C14 178.2(7) . . . . ?
C2 C13 C24 C23 -176.0(9) . . . . ?
C2 C13 C25 O10 171.1(10) . . . . ?
C3 C1 C8 C10 -82.3(4) . . . . ?
C3 C1 C11 C9 86.1(4) . . . . ?
C3 C1 C11 C15 -34.7(5) . . . . ?
C3 C1 C11 C17 -153.1(4) . . . . ?
C3 C5 C16 C15 73.9(4) . . . . ?
C4 O1 C15 C11 94.5(4) . . . . ?
C4 O1 C15 C16 -24.6(4) . . . . ?
C4 C5 C16 C15 -41.4(4) . . . . ?
C5 C3 C6 C2 -58.8(4) . . . . ?
C6 C2 C13 C18 -60.1(9) . . . . ?
C6 C2 C13 C19 138.4(7) . . . . ?
C6 C2 C13 C24 117.9(11) . . . . ?
C6 C2 C13 C25 -35.9(11) . . . . ?
C6 C3 C5 C4 -61.9(4) . . . . ?
C6 C3 C5 C16 -171.0(3) . . . . ?
C7 C3 C5 C4 178.5(3) . . . . ?
C7 C3 C5 C16 69.4(4) . . . . ?
C7 C3 C6 C2 59.1(4) . . . . ?
C8 C1 C3 C5 165.6(3) . . . . ?
C8 C1 C3 C6 -76.4(4) . . . . ?
C8 C1 C3 C7 45.1(4) . . . . ?
C8 C1 C11 C9 -47.3(5) . . . . ?
C8 C1 C11 C15 -168.1(3) . . . . ?
C8 C1 C11 C17 73.5(4) . . . . ?
C8 C10 C12 C9 4.5(7) . . . . ?
C9 C11 C15 O1 -177.6(3) . . . . ?
C9 C11 C15 C16 -64.1(4) . . . . ?
C11 C1 C3 C5 34.1(4) . . . . ?
C11 C1 C3 C6 152.1(3) . . . . ?
C11 C1 C3 C7 -86.4(4) . . . . ?
C11 C1 C8 C10 52.7(4) . . . . ?
C11 C9 C12 C10 -2.1(8) . . . . ?
C11 C9 C20 O6 -4.0(18) . . . . ?
C11 C9 C20 O7 -37.1(14) . . . . ?
C11 C9 C20 O8 168.1(12) . . . . ?
C11 C9 C20 O9 152.4(9) . . . . ?
C11 C15 C16 C5 -75.7(4) . . . . ?
C12 C9 C11 C1 24.2(6) . . . . ?
C12 C9 C11 C15 144.5(5) . . . . ?
C12 C9 C11 C17 -96.3(6) . . . . ?
C12 C9 C20 O6 171.0(16) . . . . ?
C12 C9 C20 O7 137.9(13) . . . . ?
C12 C9 C20 O8 -16.8(14) . . . . ?
C12 C9 C20 O9 -32.6(11) . . . . ?
C13 C2 C6 C3 156.9(3) . . . . ?
C14 O5 C18 C13 9.2(12) . . . . ?
C15 O1 C4 O3 177.7(4) . . . . ?
C15 O1 C4 C5 -3.2(4) . . . . ?
C17 C11 C15 O1 62.7(5) . . . . ?
C17 C11 C15 C16 176.1(4) . . . . ?
C18 O5 C14 C19 -1.4(12) . . . . ?
C18 C13 C19 C14 12.5(12) . . . . ?
C19 C13 C18 O5 -12.8(11) . . . . ?
C20 C9 C11 C1 -161.0(4) . . . . ?
C20 C9 C11 C15 -40.7(6) . . . . ?
C20 C9 C11 C17 78.4(6) . . . . ?
C20 C9 C12 C10 -176.9(5) . . . . ?
C21 O8 C20 O7 20(3) . . . . ?
C21 O8 C20 C9 173.6(12) . . . . ?
C22 O9 C20 O6 -21(2) . . . . ?
C22 O9 C20 C9 179.7(10) . . . . ?
C23 O10 C25 C13 -1.5(18) . . . . ?
C24 C13 C25 O10 11.3(18) . . . . ?
C25 O10 C23 C24 -8.7(16) . . . . ?
C25 C13 C24 C23 -17.3(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.452
_oxdiff_exptl_absorpt_empirical_full_min 0.737
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9
_database_code_depnum_ccdc_archive 'CCDC 2190012'
loop_
_audit_author_name
_audit_author_address
zhuyangli
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-07-13
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H30 O6'
_chemical_formula_sum            'C21 H30 O6'
_chemical_formula_weight         378.45
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   22.8607(6)
_cell_length_b                   13.8482(3)
_cell_length_c                   12.0545(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.794(2)
_cell_angle_gamma                90
_cell_volume                     3811.67(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    15240
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      71.7800
_cell_measurement_theta_min      3.6570
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.905
_exptl_absorpt_coefficient_mu    0.783
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pale colourless'
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18937
_diffrn_reflns_point_group_measured_fraction_full 0.944
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         71.972
_diffrn_reflns_theta_min         3.671
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     79.00 127.00   0.50    0.50    --   41.80  77.00-120.00   96
  2  ω     13.00  42.00   0.50    0.50    --   41.80 -82.00   0.00   58
  3  ω    -48.00  64.00   0.50    0.50    --   41.80 -57.00  30.00  224
  4  ω    -34.00  85.00   0.50    0.50    --   41.80 -82.00 -30.00  238
  5  ω     98.00 129.00   0.50    0.50    --   41.80  77.00 -90.00   62
  6  ω    -21.00  23.00   0.50    0.50    --   41.80 -82.00-180.00   88
  7  ω     69.00  95.00   0.50    0.50    --  102.30 -82.00  60.00   52
  8  ω     71.00 191.00   0.50    0.50    --  102.30  63.00 -30.00  240
  9  ω     75.00 181.00   0.50    0.50    --  102.30  63.00  30.00  212
 10  ω     71.00 162.00   0.50    0.50    --  102.30  63.00  90.00  182
 11  ω     65.00 121.00   0.50    0.50    --  102.30 -82.00  30.00  112
 12  ω     40.00 129.00   0.50    0.50    --  102.30 -82.00 -90.00  178
 13  ω     81.00 119.00   0.50    0.50    --  102.30 -82.00 -60.00   76
 14  ω     41.00  66.00   0.50    0.50    --  102.30 -82.00 -60.00   50
 15  ω     48.00 140.00   0.50    0.50    --  102.30 -82.00   0.00  184
 16  ω     98.00 191.00   0.50    0.50    --  102.30  82.00 -90.00  186
 17  ω     60.00  86.00   0.50    0.50    --   42.30 -82.00-120.00   52
 18  ω     19.00  65.00   0.50    0.50    --   42.30 -57.00  60.00   92
 19  ω    -31.00   4.00   0.50    0.50    --   42.30 -82.00-150.00   70
 20  ω    -11.00  44.00   0.50    0.50    --   42.30 -82.00-120.00  110
 21  ω     80.00 105.00   0.50    0.50    --   42.30  77.00 -90.00   50
 22  ω     20.00  59.00   0.50    0.50    --   42.30 -82.00-150.00   78
 23  ω     87.00 142.00   0.50    0.50    --  101.60  82.00   0.00  110
 24  ω    132.00 185.00   0.50    0.50    --  101.60   0.00-150.00  106
 25  ω     99.00 125.00   0.50    0.50    --  101.60 -82.00-150.00   52
 26  ω     60.00  94.00   0.50    0.50    --  101.60 -82.00-150.00   68
 27  ω     88.00 114.00   0.50    0.50    --  101.60 -82.00-180.00   52
 28  ω     69.00 126.00   0.50    0.50    --  101.60 -82.00 120.00  114
 29  ω     66.00 134.00   0.50    0.50    --  101.60 -77.00 150.00  136
 30  ω     87.00 113.00   0.50    0.50    --  101.60 -63.00 -30.00   52
 31  ω     73.00 143.00   0.50    0.50    --  101.60 -38.00 150.00  140
 32  ω     14.00  58.00   0.50    0.50    --  101.60 -38.00 150.00   88
 33  ω     27.00  53.00   0.50    0.50    --  101.60 -63.00 -30.00   52
 34  ω     82.00 124.00   0.50    0.50    --  101.60  77.00-150.00   84
 35  ω    137.00 167.00   0.50    0.50    --  101.60  77.00-150.00   60
 36  ω     93.00 119.00   0.50    0.50    --  101.60  50.00 120.00   52
 37  ω    144.00 184.50   0.50    0.50    --  101.60  50.00 120.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0062944000
_diffrn_orient_matrix_UB_12      0.0950611000
_diffrn_orient_matrix_UB_13      -0.0345778000
_diffrn_orient_matrix_UB_21      -0.0013493000
_diffrn_orient_matrix_UB_22      0.0574822000
_diffrn_orient_matrix_UB_23      0.0576707000
_diffrn_orient_matrix_UB_31      0.1278636000
_diffrn_orient_matrix_UB_32      -0.0040411000
_diffrn_orient_matrix_UB_33      0.0055754000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.797
_reflns_Friedel_fraction_full    0.893
_reflns_Friedel_fraction_max     0.850
_reflns_number_gt                6791
_reflns_number_total             6876
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 2924 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.14(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     516
_refine_ls_number_reflns         6876
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0605P)²+2.3349P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1029
_refine_special_details          ?
_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, All O(H) groups
2. Rigid body (RIGU) restrains
 O13, C38, C39, C40, C41
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O12, C38, C39B, C40, C41
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Others
 Sof(O12)=Sof(H38A)=Sof(C39B)=Sof(H39B)=Sof(H40A)=1-FVAR(1)
 Sof(O13)=Sof(H38)=Sof(C39)=Sof(H39)=Sof(H40)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C1(H1), C2(H2A), C7(H7), C9(H9), C22(H22), C23(H23), C26(H26), C31(H31)
4.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C17(H17A,H17B), C27(H27A,H27B), C28(H28A,H28B), C33(H33A,H33B), C34(H34A,H34B),
  C35(H35A,H35B), C36(H36A,H36B)
4.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16), C38(H38), C38(H38A), C39(H39), C39B(H39B),
 C40(H40A), C40(H40)
4.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C25(H25A,H25B,
 H25C), C32(H32A,H32B,H32C), C43(H43A,H43B,H43C)
4.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3), O8(H8), O11(H11)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.35547(8) 0.47157(13) 0.90726(16) 0.0269(4) Uani 1 1 d . . . . .
O2 O 0.26013(8) 0.65825(13) 0.93189(16) 0.0262(4) Uani 1 1 d . . . . .
H2 H 0.228558 0.633300 0.913817 0.039 Uiso 1 1 calc R U . . .
O3 O 0.33394(8) 0.78918(14) 0.86976(16) 0.0277(4) Uani 1 1 d . . . . .
H3 H 0.304668 0.796801 0.905469 0.042 Uiso 1 1 calc R U . . .
O4 O 0.24312(8) 0.67759(15) 0.66377(16) 0.0303(4) Uani 1 1 d . . . . .
O5 O 0.27142(9) 0.83114(15) 0.68886(17) 0.0323(4) Uani 1 1 d . . . . .
O6 O 0.67942(9) 0.42957(16) 0.84556(18) 0.0354(5) Uani 1 1 d . . . . .
C1 C 0.35350(12) 0.57386(19) 0.9314(2) 0.0250(5) Uani 1 1 d . . . . .
H1 H 0.345202 0.581658 1.009904 0.030 Uiso 1 1 calc R U . . .
C2 C 0.30408(11) 0.62346(19) 0.8610(2) 0.0226(5) Uani 1 1 d . . . . .
H2A H 0.286279 0.576142 0.809164 0.027 Uiso 1 1 calc R U . . .
C3 C 0.32475(11) 0.71082(18) 0.7947(2) 0.0232(5) Uani 1 1 d . . . . .
C4 C 0.38367(11) 0.69357(19) 0.7319(2) 0.0247(5) Uani 1 1 d . . . . .
C5 C 0.37364(12) 0.6710(2) 0.6066(2) 0.0301(6) Uani 1 1 d . . . . .
H5A H 0.341316 0.710503 0.577772 0.036 Uiso 1 1 calc R U . . .
H5B H 0.408259 0.691001 0.569255 0.036 Uiso 1 1 calc R U . . .
C6 C 0.36067(12) 0.5672(2) 0.5754(2) 0.0299(6) Uani 1 1 d . . . . .
H6A H 0.355743 0.561453 0.495310 0.036 Uiso 1 1 calc R U . . .
H6B H 0.324555 0.546849 0.607421 0.036 Uiso 1 1 calc R U . . .
C7 C 0.41122(12) 0.5023(2) 0.6184(2) 0.0283(6) Uani 1 1 d . . . . .
H7 H 0.447072 0.528784 0.588968 0.034 Uiso 1 1 calc R U . . .
C8 C 0.41914(11) 0.50649(19) 0.7466(2) 0.0234(5) Uani 1 1 d . . . . .
C9 C 0.42319(11) 0.61383(18) 0.7902(2) 0.0234(5) Uani 1 1 d . . . . .
H9 H 0.463787 0.634252 0.781871 0.028 Uiso 1 1 calc R U . . .
C10 C 0.41339(12) 0.6166(2) 0.9137(2) 0.0267(5) Uani 1 1 d . . . . .
H10A H 0.443442 0.579517 0.954085 0.032 Uiso 1 1 calc R U . . .
H10B H 0.415130 0.682700 0.940388 0.032 Uiso 1 1 calc R U . . .
C11 C 0.47713(11) 0.4545(2) 0.7863(2) 0.0273(5) Uani 1 1 d . . . . .
H11A H 0.485271 0.469820 0.863991 0.033 Uiso 1 1 calc R U . . .
H11B H 0.470853 0.385317 0.781057 0.033 Uiso 1 1 calc R U . . .
C12 C 0.53154(12) 0.4800(2) 0.7219(3) 0.0310(6) Uani 1 1 d . . . . .
H12A H 0.526676 0.454495 0.647098 0.037 Uiso 1 1 calc R U . . .
H12B H 0.534690 0.549665 0.716592 0.037 Uiso 1 1 calc R U . . .
C13 C 0.58714(12) 0.4406(2) 0.7758(2) 0.0285(6) Uani 1 1 d . . . . .
C14 C 0.59812(14) 0.3446(2) 0.8163(3) 0.0357(7) Uani 1 1 d . . . . .
H14 H 0.571479 0.293812 0.815164 0.043 Uiso 1 1 calc R U . . .
C15 C 0.65335(14) 0.3416(2) 0.8559(3) 0.0366(7) Uani 1 1 d . . . . .
H15 H 0.671686 0.287104 0.886413 0.044 Uiso 1 1 calc R U . . .
C16 C 0.63794(12) 0.4884(2) 0.7962(2) 0.0300(6) Uani 1 1 d . . . . .
H16 H 0.643917 0.552956 0.778937 0.036 Uiso 1 1 calc R U . . .
C17 C 0.36740(11) 0.45190(19) 0.7945(2) 0.0253(5) Uani 1 1 d . . . . .
H17A H 0.332430 0.466592 0.748812 0.030 Uiso 1 1 calc R U . . .
H17B H 0.374695 0.383214 0.787612 0.030 Uiso 1 1 calc R U . . .
C18 C 0.27480(11) 0.73652(19) 0.7088(2) 0.0248(5) Uani 1 1 d . . . . .
C19 C 0.22460(15) 0.8597(2) 0.6102(3) 0.0398(7) Uani 1 1 d . . . . .
H19A H 0.233622 0.838741 0.537035 0.060 Uiso 1 1 calc R U . . .
H19B H 0.220615 0.928712 0.610817 0.060 Uiso 1 1 calc R U . . .
H19C H 0.188556 0.830573 0.630530 0.060 Uiso 1 1 calc R U . . .
C20 C 0.41797(13) 0.7894(2) 0.7382(3) 0.0330(6) Uani 1 1 d . . . . .
H20A H 0.393576 0.840681 0.708808 0.050 Uiso 1 1 calc R U . . .
H20B H 0.452216 0.784080 0.695601 0.050 Uiso 1 1 calc R U . . .
H20C H 0.429496 0.803184 0.814244 0.050 Uiso 1 1 calc R U . . .
C21 C 0.40434(13) 0.3997(2) 0.5722(3) 0.0342(6) Uani 1 1 d . . . . .
H21A H 0.437535 0.361527 0.596822 0.051 Uiso 1 1 calc R U . . .
H21B H 0.401893 0.401976 0.492554 0.051 Uiso 1 1 calc R U . . .
H21C H 0.369263 0.371323 0.598406 0.051 Uiso 1 1 calc R U . . .
O7 O 0.66186(8) 1.05047(13) 0.88212(15) 0.0261(4) Uani 1 1 d . . . . .
O8 O 0.75417(8) 0.85377(14) 0.93008(16) 0.0276(4) Uani 1 1 d . . . . .
H8 H 0.783006 0.889065 0.932926 0.041 Uiso 1 1 calc R U . . .
O9 O 0.76576(9) 0.82735(15) 0.66700(17) 0.0321(4) Uani 1 1 d . . . . .
O10 O 0.72963(9) 0.67887(14) 0.69049(17) 0.0315(4) Uani 1 1 d . . . . .
O11 O 0.67112(8) 0.73196(13) 0.86149(16) 0.0260(4) Uani 1 1 d . . . . .
H11 H 0.699596 0.721346 0.903736 0.039 Uiso 1 1 calc R U . . .
O12 O 0.3804(4) 1.2110(6) 0.9074(8) 0.0523(19) Uani 0.63(2) 1 d . . P A 2
O13 O 0.3345(7) 1.1201(11) 0.871(2) 0.048(3) Uani 0.37(2) 1 d . . P A 1
C22 C 0.66452(12) 0.95039(19) 0.9178(2) 0.0245(5) Uani 1 1 d . . . . .
H22 H 0.676627 0.949481 0.996934 0.029 Uiso 1 1 calc R U . . .
C23 C 0.71039(11) 0.89360(19) 0.8548(2) 0.0227(5) Uani 1 1 d . . . . .
H23 H 0.729266 0.937668 0.803975 0.027 Uiso 1 1 calc R U . . .
C24 C 0.68440(11) 0.80830(18) 0.7879(2) 0.0226(5) Uani 1 1 d . . . . .
C25 C 0.77302(15) 0.6428(2) 0.6176(3) 0.0398(7) Uani 1 1 d . . . . .
H25A H 0.762793 0.661982 0.542595 0.060 Uiso 1 1 calc R U . . .
H25B H 0.774362 0.573559 0.621855 0.060 Uiso 1 1 calc R U . . .
H25C H 0.810718 0.668743 0.639824 0.060 Uiso 1 1 calc R U . . .
C26 C 0.58628(11) 0.90664(19) 0.7813(2) 0.0229(5) Uani 1 1 d . . . . .
H26 H 0.546371 0.880806 0.773868 0.027 Uiso 1 1 calc R U . . .
C27 C 0.60394(12) 0.90725(19) 0.9053(2) 0.0252(5) Uani 1 1 d . . . . .
H27A H 0.576500 0.945569 0.945609 0.030 Uiso 1 1 calc R U . . .
H27B H 0.604054 0.842002 0.934569 0.030 Uiso 1 1 calc R U . . .
C28 C 0.64232(11) 1.06335(19) 0.7683(2) 0.0243(5) Uani 1 1 d . . . . .
H28A H 0.671740 1.037753 0.721019 0.029 Uiso 1 1 calc R U . . .
H28B H 0.638466 1.131883 0.753066 0.029 Uiso 1 1 calc R U . . .
C29 C 0.58347(11) 1.01356(19) 0.7390(2) 0.0241(5) Uani 1 1 d . . . . .
C31 C 0.56842(12) 1.0184(2) 0.6115(2) 0.0283(6) Uani 1 1 d . . . . .
H31 H 0.525585 1.019700 0.602620 0.034 Uiso 1 1 calc R U . . .
C32 C 0.58997(16) 1.1109(2) 0.5567(3) 0.0405(7) Uani 1 1 d . . . . .
H32A H 0.632014 1.111436 0.559672 0.061 Uiso 1 1 calc R U . . .
H32B H 0.575926 1.166090 0.595516 0.061 Uiso 1 1 calc R U . . .
H32C H 0.575489 1.112948 0.480650 0.061 Uiso 1 1 calc R U . . .
C33 C 0.58835(14) 0.9286(2) 0.5484(3) 0.0352(7) Uani 1 1 d . . . . .
H33A H 0.556222 0.882911 0.542231 0.042 Uiso 1 1 calc R U . . .
H33B H 0.597654 0.947522 0.473764 0.042 Uiso 1 1 calc R U . . .
C34 C 0.64132(12) 0.8792(2) 0.6039(2) 0.0279(6) Uani 1 1 d . . . . .
H34A H 0.672820 0.925717 0.614740 0.033 Uiso 1 1 calc R U . . .
H34B H 0.654668 0.828414 0.555862 0.033 Uiso 1 1 calc R U . . .
C35 C 0.53590(12) 1.0707(2) 0.7988(2) 0.0278(5) Uani 1 1 d . . . . .
H35A H 0.551026 1.085958 0.873264 0.033 Uiso 1 1 calc R U . . .
H35B H 0.529134 1.131247 0.759858 0.033 Uiso 1 1 calc R U . . .
C36 C 0.47716(12) 1.0193(2) 0.8072(3) 0.0322(6) Uani 1 1 d . . . . .
H36A H 0.466373 0.990365 0.735769 0.039 Uiso 1 1 calc R U . . .
H36B H 0.481903 0.967349 0.860889 0.039 Uiso 1 1 calc R U . . .
C38 C 0.43077(17) 1.1760(3) 0.8854(3) 0.0486(8) Uani 1 1 d . . . . .
H38 H 0.462717 1.215517 0.903464 0.058 Uiso 0.37(2) 1 calc R U P A 1
H38A H 0.465719 1.209451 0.898229 0.058 Uiso 0.63(2) 1 calc R U P A 2
C39 C 0.3656(14) 1.193(3) 0.896(2) 0.054(3) Uani 0.37(2) 1 d . . P A 1
H39 H 0.350054 1.251115 0.918132 0.065 Uiso 0.37(2) 1 calc R U P A 1
C39B C 0.3396(8) 1.1439(15) 0.872(2) 0.048(2) Uani 0.63(2) 1 d . . P A 2
H39B H 0.299240 1.151776 0.871834 0.058 Uiso 0.63(2) 1 calc R U P A 2
C40 C 0.36892(14) 1.0603(3) 0.8339(3) 0.0423(7) Uani 1 1 d . . . . .
H40A H 0.351988 1.002427 0.809983 0.051 Uiso 0.63(2) 1 calc R U P A 2
H40 H 0.355599 1.002396 0.802905 0.051 Uiso 0.37(2) 1 calc R U P A 1
C41 C 0.42794(14) 1.0833(2) 0.8405(2) 0.0347(6) Uani 1 1 d . . . . .
C42 C 0.73125(11) 0.7740(2) 0.7091(2) 0.0242(5) Uani 1 1 d . . . . .
C43 C 0.59202(12) 0.7418(2) 0.6953(3) 0.0299(6) Uani 1 1 d . . . . .
H43A H 0.617017 0.694435 0.663863 0.045 Uiso 1 1 calc R U . . .
H43B H 0.559355 0.754633 0.644367 0.045 Uiso 1 1 calc R U . . .
H43C H 0.578025 0.717812 0.763875 0.045 Uiso 1 1 calc R U . . .
C44 C 0.62669(11) 0.83547(19) 0.7174(2) 0.0229(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C1 1.447(3) . ?
O1 C17 1.426(3) . ?
O2 H2 0.8200 . ?
O2 C2 1.434(3) . ?
O3 H3 0.8200 . ?
O3 C3 1.422(3) . ?
O4 C18 1.203(3) . ?
O5 C18 1.334(3) . ?
O5 C19 1.450(4) . ?
O6 C15 1.365(4) . ?
O6 C16 1.364(4) . ?
C1 H1 0.9800 . ?
C1 C2 1.541(4) . ?
C1 C10 1.517(4) . ?
C2 H2A 0.9800 . ?
C2 C3 1.537(3) . ?
C3 C4 1.595(4) . ?
C3 C18 1.545(4) . ?
C4 C5 1.548(4) . ?
C4 C9 1.571(4) . ?
C4 C20 1.542(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.512(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.534(4) . ?
C7 H7 0.9800 . ?
C7 C8 1.548(4) . ?
C7 C21 1.531(4) . ?
C8 C9 1.578(4) . ?
C8 C11 1.563(4) . ?
C8 C17 1.540(4) . ?
C9 H9 0.9800 . ?
C9 C10 1.517(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.539(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.501(4) . ?
C13 C14 1.434(4) . ?
C13 C16 1.349(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.328(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O7 C22 1.452(3) . ?
O7 C28 1.433(3) . ?
O8 H8 0.8200 . ?
O8 C23 1.428(3) . ?
O9 C42 1.210(3) . ?
O10 C25 1.446(4) . ?
O10 C42 1.337(3) . ?
O11 H11 0.8200 . ?
O11 C24 1.422(3) . ?
O12 C38 1.289(8) . ?
O12 C39B 1.37(2) . ?
O13 C39 1.26(4) . ?
O13 C40 1.240(16) . ?
C22 H22 0.9800 . ?
C22 C23 1.540(4) . ?
C22 C27 1.509(4) . ?
C23 H23 0.9800 . ?
C23 C24 1.534(3) . ?
C24 C42 1.541(4) . ?
C24 C44 1.579(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26 0.9800 . ?
C26 C27 1.529(4) . ?
C26 C29 1.567(4) . ?
C26 C44 1.577(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.538(3) . ?
C29 C31 1.560(4) . ?
C29 C35 1.550(4) . ?
C31 H31 0.9800 . ?
C31 C32 1.532(4) . ?
C31 C33 1.538(4) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.518(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C44 1.548(4) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.528(4) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C41 1.503(4) . ?
C38 H38 0.9300 . ?
C38 H38A 0.9300 . ?
C38 C39 1.52(3) . ?
C38 C41 1.393(5) . ?
C39 H39 0.9300 . ?
C39B H39B 0.9300 . ?
C39B C40 1.422(16) . ?
C40 H40A 0.9300 . ?
C40 H40 0.9300 . ?
C40 C41 1.385(5) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C43 C44 1.537(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
C17 O1 C1 112.84(19) . . ?
C2 O2 H2 109.5 . . ?
C3 O3 H3 109.5 . . ?
C18 O5 C19 114.8(2) . . ?
C16 O6 C15 106.0(2) . . ?
O1 C1 H1 108.2 . . ?
O1 C1 C2 110.8(2) . . ?
O1 C1 C10 108.5(2) . . ?
C2 C1 H1 108.2 . . ?
C10 C1 H1 108.2 . . ?
C10 C1 C2 113.0(2) . . ?
O2 C2 C1 109.7(2) . . ?
O2 C2 H2A 108.9 . . ?
O2 C2 C3 106.7(2) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 C1 113.7(2) . . ?
C3 C2 H2A 108.9 . . ?
O3 C3 C2 108.0(2) . . ?
O3 C3 C4 108.3(2) . . ?
O3 C3 C18 109.4(2) . . ?
C2 C3 C4 114.7(2) . . ?
C2 C3 C18 107.1(2) . . ?
C18 C3 C4 109.3(2) . . ?
C5 C4 C3 113.9(2) . . ?
C5 C4 C9 110.4(2) . . ?
C9 C4 C3 112.0(2) . . ?
C20 C4 C3 106.7(2) . . ?
C20 C4 C5 105.8(2) . . ?
C20 C4 C9 107.6(2) . . ?
C4 C5 H5A 108.1 . . ?
C4 C5 H5B 108.1 . . ?
H5A C5 H5B 107.3 . . ?
C6 C5 C4 116.9(2) . . ?
C6 C5 H5A 108.1 . . ?
C6 C5 H5B 108.1 . . ?
C5 C6 H6A 109.7 . . ?
C5 C6 H6B 109.7 . . ?
C5 C6 C7 109.7(2) . . ?
H6A C6 H6B 108.2 . . ?
C7 C6 H6A 109.7 . . ?
C7 C6 H6B 109.7 . . ?
C6 C7 H7 106.8 . . ?
C6 C7 C8 111.4(2) . . ?
C8 C7 H7 106.8 . . ?
C21 C7 C6 111.0(2) . . ?
C21 C7 H7 106.8 . . ?
C21 C7 C8 113.7(2) . . ?
C7 C8 C9 111.7(2) . . ?
C7 C8 C11 110.1(2) . . ?
C11 C8 C9 107.3(2) . . ?
C17 C8 C7 107.6(2) . . ?
C17 C8 C9 111.8(2) . . ?
C17 C8 C11 108.3(2) . . ?
C4 C9 C8 119.4(2) . . ?
C4 C9 H9 106.2 . . ?
C8 C9 H9 106.2 . . ?
C10 C9 C4 108.1(2) . . ?
C10 C9 C8 110.0(2) . . ?
C10 C9 H9 106.2 . . ?
C1 C10 C9 107.8(2) . . ?
C1 C10 H10A 110.1 . . ?
C1 C10 H10B 110.1 . . ?
C9 C10 H10A 110.1 . . ?
C9 C10 H10B 110.1 . . ?
H10A C10 H10B 108.5 . . ?
C8 C11 H11A 108.3 . . ?
C8 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C12 C11 C8 115.8(2) . . ?
C12 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
C11 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 C11 112.8(2) . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C14 C13 C12 127.9(3) . . ?
C16 C13 C12 127.2(3) . . ?
C16 C13 C14 104.9(2) . . ?
C13 C14 H14 126.3 . . ?
C15 C14 C13 107.4(3) . . ?
C15 C14 H14 126.3 . . ?
O6 C15 H15 124.7 . . ?
C14 C15 O6 110.5(3) . . ?
C14 C15 H15 124.7 . . ?
O6 C16 H16 124.4 . . ?
C13 C16 O6 111.2(3) . . ?
C13 C16 H16 124.4 . . ?
O1 C17 C8 116.7(2) . . ?
O1 C17 H17A 108.1 . . ?
O1 C17 H17B 108.1 . . ?
C8 C17 H17A 108.1 . . ?
C8 C17 H17B 108.1 . . ?
H17A C17 H17B 107.3 . . ?
O4 C18 O5 123.9(2) . . ?
O4 C18 C3 123.7(2) . . ?
O5 C18 C3 112.4(2) . . ?
O5 C19 H19A 109.5 . . ?
O5 C19 H19B 109.5 . . ?
O5 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C4 C20 H20A 109.5 . . ?
C4 C20 H20B 109.5 . . ?
C4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C7 C21 H21A 109.5 . . ?
C7 C21 H21B 109.5 . . ?
C7 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C28 O7 C22 114.16(18) . . ?
C23 O8 H8 109.5 . . ?
C42 O10 C25 115.4(2) . . ?
C24 O11 H11 109.5 . . ?
C38 O12 C39B 106.3(7) . . ?
C40 O13 C39 105.0(14) . . ?
O7 C22 H22 107.8 . . ?
O7 C22 C23 111.2(2) . . ?
O7 C22 C27 108.9(2) . . ?
C23 C22 H22 107.8 . . ?
C27 C22 H22 107.8 . . ?
C27 C22 C23 113.1(2) . . ?
O8 C23 C22 110.9(2) . . ?
O8 C23 H23 108.8 . . ?
O8 C23 C24 106.1(2) . . ?
C22 C23 H23 108.8 . . ?
C24 C23 C22 113.4(2) . . ?
C24 C23 H23 108.8 . . ?
O11 C24 C23 109.5(2) . . ?
O11 C24 C42 109.4(2) . . ?
O11 C24 C44 108.3(2) . . ?
C23 C24 C42 107.4(2) . . ?
C23 C24 C44 113.0(2) . . ?
C42 C24 C44 109.2(2) . . ?
O10 C25 H25A 109.5 . . ?
O10 C25 H25B 109.5 . . ?
O10 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 H26 107.0 . . ?
C27 C26 C29 108.5(2) . . ?
C27 C26 C44 110.3(2) . . ?
C29 C26 H26 107.0 . . ?
C29 C26 C44 116.6(2) . . ?
C44 C26 H26 107.0 . . ?
C22 C27 C26 107.3(2) . . ?
C22 C27 H27A 110.3 . . ?
C22 C27 H27B 110.3 . . ?
C26 C27 H27A 110.3 . . ?
C26 C27 H27B 110.3 . . ?
H27A C27 H27B 108.5 . . ?
O7 C28 H28A 108.9 . . ?
O7 C28 H28B 108.9 . . ?
O7 C28 C29 113.2(2) . . ?
H28A C28 H28B 107.8 . . ?
C29 C28 H28A 108.9 . . ?
C29 C28 H28B 108.9 . . ?
C28 C29 C26 109.1(2) . . ?
C28 C29 C31 110.8(2) . . ?
C28 C29 C35 106.9(2) . . ?
C31 C29 C26 111.4(2) . . ?
C35 C29 C26 110.4(2) . . ?
C35 C29 C31 108.0(2) . . ?
C29 C31 H31 106.2 . . ?
C32 C31 C29 113.6(2) . . ?
C32 C31 H31 106.2 . . ?
C32 C31 C33 110.7(2) . . ?
C33 C31 C29 113.3(2) . . ?
C33 C31 H31 106.2 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 108.9 . . ?
C31 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
C34 C33 C31 113.3(2) . . ?
C34 C33 H33A 108.9 . . ?
C34 C33 H33B 108.9 . . ?
C33 C34 H34A 109.4 . . ?
C33 C34 H34B 109.4 . . ?
C33 C34 C44 111.4(2) . . ?
H34A C34 H34B 108.0 . . ?
C44 C34 H34A 109.4 . . ?
C44 C34 H34B 109.4 . . ?
C29 C35 H35A 108.4 . . ?
C29 C35 H35B 108.4 . . ?
H35A C35 H35B 107.4 . . ?
C36 C35 C29 115.6(2) . . ?
C36 C35 H35A 108.4 . . ?
C36 C35 H35B 108.4 . . ?
C35 C36 H36A 108.6 . . ?
C35 C36 H36B 108.6 . . ?
H36A C36 H36B 107.6 . . ?
C41 C36 C35 114.5(3) . . ?
C41 C36 H36A 108.6 . . ?
C41 C36 H36B 108.6 . . ?
O12 C38 H38A 123.1 . . ?
O12 C38 C41 113.7(5) . . ?
C39 C38 H38 130.9 . . ?
C41 C38 H38 130.9 . . ?
C41 C38 H38A 123.1 . . ?
C41 C38 C39 98.3(17) . . ?
O13 C39 C38 113.9(19) . . ?
O13 C39 H39 123.1 . . ?
C38 C39 H39 123.1 . . ?
O12 C39B H39B 125.4 . . ?
O12 C39B C40 109.2(12) . . ?
C40 C39B H39B 125.4 . . ?
O13 C40 H40 121.3 . . ?
O13 C40 C41 117.3(9) . . ?
C39B C40 H40A 127.3 . . ?
C41 C40 C39B 105.5(10) . . ?
C41 C40 H40A 127.3 . . ?
C41 C40 H40 121.3 . . ?
C38 C41 C36 128.8(3) . . ?
C40 C41 C36 126.1(3) . . ?
C40 C41 C38 105.1(3) . . ?
O9 C42 O10 123.0(3) . . ?
O9 C42 C24 123.9(2) . . ?
O10 C42 C24 113.1(2) . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C44 C43 H43A 109.5 . . ?
C44 C43 H43B 109.5 . . ?
C44 C43 H43C 109.5 . . ?
C26 C44 C24 112.3(2) . . ?
C34 C44 C24 111.0(2) . . ?
C34 C44 C26 110.1(2) . . ?
C43 C44 C24 107.6(2) . . ?
C43 C44 C26 107.6(2) . . ?
C43 C44 C34 108.0(2) . . ?

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
O1 C1 C2 O2 114.1(2) . . . . ?
O1 C1 C2 C3 -126.5(2) . . . . ?
O1 C1 C10 C9 68.8(3) . . . . ?
O2 C2 C3 O3 45.5(3) . . . . ?
O2 C2 C3 C4 166.3(2) . . . . ?
O2 C2 C3 C18 -72.3(2) . . . . ?
O3 C3 C4 C5 -139.3(2) . . . . ?
O3 C3 C4 C9 94.6(2) . . . . ?
O3 C3 C4 C20 -22.9(3) . . . . ?
O3 C3 C18 O4 -151.2(3) . . . . ?
O3 C3 C18 O5 29.8(3) . . . . ?
C1 O1 C17 C8 48.3(3) . . . . ?
C1 C2 C3 O3 -75.6(3) . . . . ?
C1 C2 C3 C4 45.2(3) . . . . ?
C1 C2 C3 C18 166.6(2) . . . . ?
C2 C1 C10 C9 -54.5(3) . . . . ?
C2 C3 C4 C5 100.1(3) . . . . ?
C2 C3 C4 C9 -26.1(3) . . . . ?
C2 C3 C4 C20 -143.6(2) . . . . ?
C2 C3 C18 O4 -34.4(3) . . . . ?
C2 C3 C18 O5 146.7(2) . . . . ?
C3 C4 C5 C6 -84.2(3) . . . . ?
C3 C4 C9 C8 95.6(3) . . . . ?
C3 C4 C9 C10 -31.1(3) . . . . ?
C4 C3 C18 O4 90.4(3) . . . . ?
C4 C3 C18 O5 -88.6(3) . . . . ?
C4 C5 C6 C7 -58.6(3) . . . . ?
C4 C9 C10 C1 73.2(3) . . . . ?
C5 C4 C9 C8 -32.4(3) . . . . ?
C5 C4 C9 C10 -159.1(2) . . . . ?
C5 C6 C7 C8 61.4(3) . . . . ?
C5 C6 C7 C21 -170.7(2) . . . . ?
C6 C7 C8 C9 -51.1(3) . . . . ?
C6 C7 C8 C11 -170.2(2) . . . . ?
C6 C7 C8 C17 71.9(3) . . . . ?
C7 C8 C9 C4 38.0(3) . . . . ?
C7 C8 C9 C10 163.8(2) . . . . ?
C7 C8 C11 C12 46.1(3) . . . . ?
C7 C8 C17 O1 -160.9(2) . . . . ?
C8 C9 C10 C1 -58.7(3) . . . . ?
C8 C11 C12 C13 170.5(2) . . . . ?
C9 C4 C5 C6 42.7(3) . . . . ?
C9 C8 C11 C12 -75.6(3) . . . . ?
C9 C8 C17 O1 -38.0(3) . . . . ?
C10 C1 C2 O2 -124.0(2) . . . . ?
C10 C1 C2 C3 -4.6(3) . . . . ?
C11 C8 C9 C4 158.8(2) . . . . ?
C11 C8 C9 C10 -75.4(3) . . . . ?
C11 C8 C17 O1 80.0(3) . . . . ?
C11 C12 C13 C14 47.7(4) . . . . ?
C11 C12 C13 C16 -132.6(3) . . . . ?
C12 C13 C14 C15 179.2(3) . . . . ?
C12 C13 C16 O6 -179.5(3) . . . . ?
C13 C14 C15 O6 0.8(4) . . . . ?
C14 C13 C16 O6 0.3(3) . . . . ?
C15 O6 C16 C13 0.2(3) . . . . ?
C16 O6 C15 C14 -0.6(3) . . . . ?
C16 C13 C14 C15 -0.7(4) . . . . ?
C17 O1 C1 C2 61.7(3) . . . . ?
C17 O1 C1 C10 -62.9(3) . . . . ?
C17 C8 C9 C4 -82.6(3) . . . . ?
C17 C8 C9 C10 43.2(3) . . . . ?
C17 C8 C11 C12 163.5(2) . . . . ?
C18 C3 C4 C5 -20.2(3) . . . . ?
C18 C3 C4 C9 -146.3(2) . . . . ?
C18 C3 C4 C20 96.2(2) . . . . ?
C19 O5 C18 O4 2.0(4) . . . . ?
C19 O5 C18 C3 -179.0(2) . . . . ?
C20 C4 C5 C6 159.0(2) . . . . ?
C20 C4 C9 C8 -147.5(2) . . . . ?
C20 C4 C9 C10 85.8(3) . . . . ?
C21 C7 C8 C9 -177.5(2) . . . . ?
C21 C7 C8 C11 63.4(3) . . . . ?
C21 C7 C8 C17 -54.4(3) . . . . ?
O7 C22 C23 O8 120.8(2) . . . . ?
O7 C22 C23 C24 -119.9(2) . . . . ?
O7 C22 C27 C26 64.7(3) . . . . ?
O7 C28 C29 C26 -49.5(3) . . . . ?
O7 C28 C29 C31 -172.6(2) . . . . ?
O7 C28 C29 C35 69.9(3) . . . . ?
O8 C23 C24 O11 47.5(3) . . . . ?
O8 C23 C24 C42 -71.1(2) . . . . ?
O8 C23 C24 C44 168.4(2) . . . . ?
O11 C24 C42 O9 -152.3(3) . . . . ?
O11 C24 C42 O10 28.4(3) . . . . ?
O11 C24 C44 C26 83.0(3) . . . . ?
O11 C24 C44 C34 -153.3(2) . . . . ?
O11 C24 C44 C43 -35.3(3) . . . . ?
O12 C38 C41 C36 -178.5(6) . . . . ?
O12 C38 C41 C40 0.6(6) . . . . ?
O12 C39B C40 C41 -4.6(15) . . . . ?
O13 C40 C41 C36 176.0(13) . . . . ?
O13 C40 C41 C38 -3.1(13) . . . . ?
C22 O7 C28 C29 53.7(3) . . . . ?
C22 C23 C24 O11 -74.5(3) . . . . ?
C22 C23 C24 C42 166.9(2) . . . . ?
C22 C23 C24 C44 46.4(3) . . . . ?
C23 C22 C27 C26 -59.4(3) . . . . ?
C23 C24 C42 O9 -33.6(3) . . . . ?
C23 C24 C42 O10 147.1(2) . . . . ?
C23 C24 C44 C26 -38.5(3) . . . . ?
C23 C24 C44 C34 85.2(3) . . . . ?
C23 C24 C44 C43 -156.8(2) . . . . ?
C25 O10 C42 O9 1.1(4) . . . . ?
C25 O10 C42 C24 -179.6(2) . . . . ?
C26 C29 C31 C32 -155.2(2) . . . . ?
C26 C29 C31 C33 -27.8(3) . . . . ?
C26 C29 C35 C36 -45.7(3) . . . . ?
C27 C22 C23 O8 -116.4(2) . . . . ?
C27 C22 C23 C24 2.9(3) . . . . ?
C27 C26 C29 C28 54.7(3) . . . . ?
C27 C26 C29 C31 177.4(2) . . . . ?
C27 C26 C29 C35 -62.5(3) . . . . ?
C27 C26 C44 C24 -16.7(3) . . . . ?
C27 C26 C44 C34 -141.0(2) . . . . ?
C27 C26 C44 C43 101.5(2) . . . . ?
C28 O7 C22 C23 64.4(3) . . . . ?
C28 O7 C22 C27 -60.8(3) . . . . ?
C28 C29 C31 C32 -33.5(3) . . . . ?
C28 C29 C31 C33 93.9(3) . . . . ?
C28 C29 C35 C36 -164.2(2) . . . . ?
C29 C26 C27 C22 -62.8(3) . . . . ?
C29 C26 C44 C24 107.6(2) . . . . ?
C29 C26 C44 C34 -16.6(3) . . . . ?
C29 C26 C44 C43 -134.1(2) . . . . ?
C29 C31 C33 C34 -28.2(4) . . . . ?
C29 C35 C36 C41 -166.4(2) . . . . ?
C31 C29 C35 C36 76.5(3) . . . . ?
C31 C33 C34 C44 66.1(3) . . . . ?
C32 C31 C33 C34 100.8(3) . . . . ?
C33 C34 C44 C24 -165.5(2) . . . . ?
C33 C34 C44 C26 -40.4(3) . . . . ?
C33 C34 C44 C43 76.8(3) . . . . ?
C35 C29 C31 C32 83.3(3) . . . . ?
C35 C29 C31 C33 -149.3(2) . . . . ?
C35 C36 C41 C38 -14.1(5) . . . . ?
C35 C36 C41 C40 166.9(3) . . . . ?
C38 O12 C39B C40 5.0(14) . . . . ?
C39 O13 C40 C41 7(2) . . . . ?
C39 C38 C41 C36 179.7(10) . . . . ?
C39 C38 C41 C40 -1.2(10) . . . . ?
C39B O12 C38 C41 -3.5(10) . . . . ?
C39B C40 C41 C36 -178.4(10) . . . . ?
C39B C40 C41 C38 2.5(10) . . . . ?
C40 O13 C39 C38 -7(2) . . . . ?
C41 C38 C39 O13 5(2) . . . . ?
C42 C24 C44 C26 -158.0(2) . . . . ?
C42 C24 C44 C34 -34.2(3) . . . . ?
C42 C24 C44 C43 83.7(2) . . . . ?
C44 C24 C42 O9 89.3(3) . . . . ?
C44 C24 C42 O10 -90.0(3) . . . . ?
C44 C26 C27 C22 66.0(3) . . . . ?
C44 C26 C29 C28 -70.6(3) . . . . ?
C44 C26 C29 C31 52.1(3) . . . . ?
C44 C26 C29 C35 172.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.747
_oxdiff_exptl_absorpt_empirical_full_min 0.577
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tc-74
_database_code_depnum_ccdc_archive 'CCDC 2191234'
loop_
_audit_author_name
_audit_author_address
'zhuyangli '
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-07-19 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-07-14
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H24 O6, 0.25(H2 O)'
_chemical_formula_sum            'C21 H24.50 O6.25'
_chemical_formula_weight         376.90
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   14.3159(3)
_cell_length_b                   10.5927(2)
_cell_length_c                   25.4095(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.113(2)
_cell_angle_gamma                90
_cell_volume                     3719.93(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    14423
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      70.8260
_cell_measurement_theta_min      3.1960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.818
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pale colourless'
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1604
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            29302
_diffrn_reflns_point_group_measured_fraction_full 0.909
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.671
_diffrn_reflns_theta_min         3.198
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  52.00   0.50    0.51    --   42.30   0.00-120.00   64
  2  ω     81.00 122.00   0.50    0.51    --   42.30  77.00 150.00   82
  3  ω    101.00 131.00   0.50    0.51    --   42.30  77.00 -60.00   60
  4  ω     90.00 132.00   0.50    0.51    --   42.30   0.00-120.00   84
  5  ω    -43.00 -10.00   0.50    0.51    --   42.30   0.00-120.00   66
  6  ω     93.00 130.00   0.50    0.51    --   42.30  77.00-120.00   74
  7  ω     82.00 131.00   0.50    0.51    --   42.30  77.00-150.00   98
  8  ω     27.00 132.00   0.50    0.51    --   42.30  57.00-180.00  210
  9  ω    143.00 188.00   0.50    0.50    --  101.60 -12.00  30.00   90
 10  ω     98.00 124.00   0.50    0.50    --  101.60  63.00-120.00   52
 11  ω     21.00 127.00   0.50    0.50    --  101.60 -12.00  30.00  212
 12  ω    151.00 181.00   0.50    0.50    --  101.60  63.00-120.00   60
 13  ω     13.00 145.00   0.50    0.50    --  101.60 -38.00 150.00  264
 14  ω     35.00 132.00   0.50    0.50    --  101.60 -50.00 150.00  194
 15  ω     36.00 130.00   0.50    0.50    --  101.60 -63.00 -30.00  188
 16  ω     13.00 131.00   0.50    0.50    --  101.60 -82.00 -30.00  236
 17  ω     88.00 114.00   0.50    0.51    --   42.30  77.00  30.00   52
 18  ω     87.00 124.00   0.50    0.51    --   42.30  77.00 120.00   74
 19  ω    -21.00  55.00   0.50    0.51    --   42.30 -57.00  30.00  152
 20  ω    -45.00  65.00   0.50    0.51    --   42.30 -57.00-180.00  220
 21  ω     28.00  63.00   0.50    0.51    --   42.30  57.00-120.00   70
 22  ω     72.00  99.00   0.50    0.50    --  101.60  63.00-120.00   54
 23  ω    126.00 170.00   0.50    0.50    --  101.60  50.00  60.00   88
 24  ω     69.00 170.00   0.50    0.50    --  101.60  69.00-171.76  202
 25  ω     70.00  95.00   0.50    0.50    --  101.60  50.00-120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0561742000
_diffrn_orient_matrix_UB_12      0.0748309000
_diffrn_orient_matrix_UB_13      0.0503097000
_diffrn_orient_matrix_UB_21      -0.0961763000
_diffrn_orient_matrix_UB_22      0.0492380000
_diffrn_orient_matrix_UB_23      0.0086141000
_diffrn_orient_matrix_UB_31      -0.0046922000
_diffrn_orient_matrix_UB_32      -0.1146036000
_diffrn_orient_matrix_UB_33      0.0365665000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.699
_reflns_Friedel_fraction_full    0.808
_reflns_Friedel_fraction_max     0.769
_reflns_number_gt                11662
_reflns_number_total             12802
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 4426 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     997
_refine_ls_number_reflns         12802
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0394
_refine_ls_restrained_S_all      1.016
_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)+(0.0566P)²+0.7890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1036
_refine_special_details          ?
_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, All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB)
2.b Ternary CH refined with riding coordinates:
 C6(H6), C10(H10), C12(H12), C29(H29), C34(H34), C40(H40), C55(H55), C60(H60),
 C74(H74), C82(H82), C86(H86), C92(H92)
2.c Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C7(H7A,H7B), C11(H11A,H11B), C30(H30A,H30B),
 C31(H31A,H31B), C35(H35A,H35B), C41(H41A,H41B), C56(H56A,H56B), C61(H61A,H61B),
  C72(H72A,H72B), C73(H73A,H73B), C83(H83A,H83B), C87(H87A,H87B), C93(H93A,
 H93B), C94(H94A,H94B)
2.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C14(H14), C15(H15), C16(H16), C32(H32), C44(H44), C46(H46), C47(H47),
 C65(H65), C66(H66), C68(H68), C71(H71), C95(H95), C103(H103), C105(H105),
 C106(H106)
2.e Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C48(H48A,H48B,
 H48C), C52(H52A,H52B,H52C), C54(H54A,H54B,H54C), C77(H77A,H77B,H77C), C79(H79A,
 H79B,H79C), C81(H81A,H81B,H81C), C99(H99A,H99B,H99C), C101(H10A,H10B,H10C),
 C108(H10D,H10E,H10F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.21933(17) 0.2922(2) 0.19817(9) 0.0410(6) Uani 1 1 d . . . . .
O2 O 0.3533(2) 0.3967(2) 0.23863(12) 0.0550(7) Uani 1 1 d . . . . .
O3 O 0.55355(16) 0.3987(2) 0.13939(9) 0.0345(5) Uani 1 1 d . . . . .
O4 O 0.61596(16) 0.3605(2) 0.06918(10) 0.0412(6) Uani 1 1 d . . . . .
O5 O 0.42149(15) 0.32159(19) 0.00499(8) 0.0309(5) Uani 1 1 d . . . . .
O6 O 0.54768(19) 0.1949(2) -0.13371(10) 0.0438(6) Uani 1 1 d . . . . .
C1 C 0.4775(2) 0.0087(3) 0.15457(13) 0.0325(7) Uani 1 1 d . . . . .
H1A H 0.483654 -0.049268 0.126105 0.039 Uiso 1 1 calc R U . . .
H1B H 0.530995 -0.007341 0.186228 0.039 Uiso 1 1 calc R U . . .
C2 C 0.3826(3) -0.0194(3) 0.16948(14) 0.0349(7) Uani 1 1 d . . . . .
H2A H 0.337797 -0.057181 0.138093 0.042 Uiso 1 1 calc R U . . .
H2B H 0.395468 -0.081515 0.198553 0.042 Uiso 1 1 calc R U . . .
C3 C 0.3350(2) 0.0911(3) 0.18712(12) 0.0317(7) Uani 1 1 d . . . . .
H3 H 0.278656 0.076729 0.197975 0.038 Uiso 1 1 calc R U . . .
C4 C 0.3670(2) 0.2102(3) 0.18856(12) 0.0297(6) Uani 1 1 d . . . . .
C5 C 0.4626(2) 0.2439(3) 0.17553(12) 0.0296(6) Uani 1 1 d . . . . .
C6 C 0.4587(2) 0.3774(3) 0.15010(13) 0.0314(7) Uani 1 1 d . . . . .
H6 H 0.445877 0.441419 0.175174 0.038 Uiso 1 1 calc R U . . .
C7 C 0.3889(2) 0.3924(3) 0.09337(13) 0.0319(7) Uani 1 1 d . . . . .
H7A H 0.325113 0.358835 0.091715 0.038 Uiso 1 1 calc R U . . .
H7B H 0.383488 0.479417 0.081084 0.038 Uiso 1 1 calc R U . . .
C8 C 0.4438(2) 0.3111(3) 0.06217(12) 0.0277(6) Uani 1 1 d . . . . .
C9 C 0.4326(2) 0.1697(3) 0.07479(12) 0.0274(6) Uani 1 1 d . . . . .
C10 C 0.4862(2) 0.1443(3) 0.13497(12) 0.0287(6) Uani 1 1 d . . . . .
H10 H 0.554990 0.155964 0.137084 0.034 Uiso 1 1 calc R U . . .
C11 C 0.4797(2) 0.1135(3) 0.03194(12) 0.0312(7) Uani 1 1 d . . . . .
H11A H 0.549670 0.119198 0.043676 0.037 Uiso 1 1 calc R U . . .
H11B H 0.461021 0.026001 0.024169 0.037 Uiso 1 1 calc R U . . .
C12 C 0.4379(2) 0.1986(3) -0.01770(13) 0.0318(7) Uani 1 1 d . . . . .
H12 H 0.375036 0.164188 -0.037624 0.038 Uiso 1 1 calc R U . . .
C13 C 0.5004(2) 0.2102(3) -0.05668(13) 0.0328(7) Uani 1 1 d . . . . .
C14 C 0.6017(2) 0.2389(3) -0.04488(14) 0.0368(7) Uani 1 1 d . . . . .
H14 H 0.642299 0.261042 -0.011213 0.044 Uiso 1 1 calc R U . . .
C15 C 0.6260(3) 0.2276(3) -0.09198(15) 0.0421(8) Uani 1 1 d . . . . .
H15 H 0.688124 0.240229 -0.095969 0.051 Uiso 1 1 calc R U . . .
C16 C 0.4714(3) 0.1849(3) -0.11043(14) 0.0370(7) Uani 1 1 d . . . . .
H16 H 0.408516 0.163610 -0.129193 0.044 Uiso 1 1 calc R U . . .
C17 C 0.5472(2) 0.3572(3) 0.08830(13) 0.0325(7) Uani 1 1 d . . . . .
C18 C 0.3152(3) 0.3097(3) 0.21093(13) 0.0348(7) Uani 1 1 d . . . . .
C19 C 0.5422(3) 0.2440(3) 0.22922(13) 0.0402(8) Uani 1 1 d . . . . .
H19A H 0.604038 0.255064 0.221700 0.060 Uiso 1 1 calc R U . . .
H19B H 0.541375 0.165194 0.247725 0.060 Uiso 1 1 calc R U . . .
H19C H 0.531127 0.311960 0.251869 0.060 Uiso 1 1 calc R U . . .
C20 C 0.3253(2) 0.1313(3) 0.05868(13) 0.0317(7) Uani 1 1 d . . . . .
H20A H 0.294650 0.161386 0.085651 0.048 Uiso 1 1 calc R U . . .
H20B H 0.320368 0.040952 0.056413 0.048 Uiso 1 1 calc R U . . .
H20C H 0.294045 0.167473 0.023919 0.048 Uiso 1 1 calc R U . . .
C21 C 0.1660(3) 0.3856(4) 0.22034(16) 0.0495(9) Uani 1 1 d . . . . .
H21A H 0.175171 0.467386 0.206196 0.074 Uiso 1 1 calc R U . . .
H21B H 0.189203 0.386520 0.259363 0.074 Uiso 1 1 calc R U . . .
H21C H 0.098453 0.364679 0.210156 0.074 Uiso 1 1 calc R U . . .
O38 O 0.53646(16) 0.5308(2) 0.64363(9) 0.0372(5) Uani 1 1 d . . . . .
O39 O 0.47280(16) 0.3709(2) 0.51686(9) 0.0343(5) Uani 1 1 d . . . . .
O45 O 0.26356(19) 0.4937(3) 0.35759(10) 0.0504(7) Uani 1 1 d . . . . .
O49 O 0.41965(16) 0.5886(2) 0.57114(10) 0.0404(5) Uani 1 1 d . . . . .
O51 O 0.88866(18) 0.2624(2) 0.68472(9) 0.0400(5) Uani 1 1 d . . . . .
O53 O 0.78382(18) 0.3323(3) 0.73050(9) 0.0469(6) Uani 1 1 d . . . . .
C28 C 0.7063(2) 0.5224(3) 0.64301(13) 0.0323(7) Uani 1 1 d . . . . .
C29 C 0.6759(2) 0.5815(3) 0.58400(12) 0.0309(7) Uani 1 1 d . . . . .
H29 H 0.630048 0.648950 0.585795 0.037 Uiso 1 1 calc R U . . .
C30 C 0.7616(2) 0.6473(3) 0.56961(14) 0.0373(7) Uani 1 1 d . . . . .
H30A H 0.774440 0.725963 0.589738 0.045 Uiso 1 1 calc R U . . .
H30B H 0.743067 0.668101 0.531106 0.045 Uiso 1 1 calc R U . . .
C31 C 0.8557(3) 0.5701(4) 0.58164(15) 0.0468(9) Uani 1 1 d . . . . .
H31A H 0.859738 0.528588 0.548280 0.056 Uiso 1 1 calc R U . . .
H31B H 0.909937 0.627807 0.592183 0.056 Uiso 1 1 calc R U . . .
C32 C 0.8656(3) 0.4730(4) 0.62487(14) 0.0400(8) Uani 1 1 d . . . . .
H32 H 0.923716 0.428919 0.634850 0.048 Uiso 1 1 calc R U . . .
C33 C 0.7982(2) 0.4434(3) 0.65075(13) 0.0326(7) Uani 1 1 d . . . . .
C34 C 0.6207(2) 0.4457(3) 0.65290(13) 0.0330(7) Uani 1 1 d . . . . .
H34 H 0.636685 0.412093 0.690115 0.040 Uiso 1 1 calc R U . . .
C35 C 0.5829(2) 0.3402(3) 0.61125(13) 0.0343(7) Uani 1 1 d . . . . .
H35A H 0.634631 0.287779 0.605185 0.041 Uiso 1 1 calc R U . . .
H35B H 0.534753 0.287890 0.621400 0.041 Uiso 1 1 calc R U . . .
C36 C 0.5389(2) 0.4245(3) 0.56269(12) 0.0308(7) Uani 1 1 d . . . . .
C37 C 0.4890(2) 0.5241(3) 0.59031(13) 0.0334(7) Uani 1 1 d . . . . .
C40 C 0.4828(2) 0.4346(3) 0.46761(13) 0.0330(7) Uani 1 1 d . . . . .
H40 H 0.513291 0.375853 0.447327 0.040 Uiso 1 1 calc R U . . .
C41 C 0.5539(2) 0.5441(3) 0.48843(13) 0.0332(7) Uani 1 1 d . . . . .
H41A H 0.590501 0.565347 0.462480 0.040 Uiso 1 1 calc R U . . .
H41B H 0.520399 0.618777 0.496095 0.040 Uiso 1 1 calc R U . . .
C42 C 0.6189(2) 0.4873(3) 0.54072(12) 0.0301(7) Uani 1 1 d . . . . .
C43 C 0.3863(2) 0.4695(3) 0.43245(13) 0.0346(7) Uani 1 1 d . . . . .
C44 C 0.3556(3) 0.4510(4) 0.37801(14) 0.0431(8) Uani 1 1 d . . . . .
H44 H 0.392652 0.413721 0.357148 0.052 Uiso 1 1 calc R U . . .
C46 C 0.2351(3) 0.5404(4) 0.40155(15) 0.0447(8) Uani 1 1 d . . . . .
H46 H 0.174732 0.575445 0.399759 0.054 Uiso 1 1 calc R U . . .
C47 C 0.3066(3) 0.5283(3) 0.44723(14) 0.0386(8) Uani 1 1 d . . . . .
H47 H 0.304944 0.553354 0.482045 0.046 Uiso 1 1 calc R U . . .
C48 C 0.6831(2) 0.3861(3) 0.52421(13) 0.0360(7) Uani 1 1 d . . . . .
H48A H 0.724637 0.349168 0.556380 0.054 Uiso 1 1 calc R U . . .
H48B H 0.721650 0.424252 0.502799 0.054 Uiso 1 1 calc R U . . .
H48C H 0.642871 0.321700 0.503170 0.054 Uiso 1 1 calc R U . . .
C50 C 0.8212(2) 0.3429(3) 0.69275(13) 0.0349(7) Uani 1 1 d . . . . .
C52 C 0.9130(3) 0.1583(3) 0.72190(15) 0.0456(9) Uani 1 1 d . . . . .
H52A H 0.952609 0.099490 0.708726 0.068 Uiso 1 1 calc R U . . .
H52B H 0.854784 0.117004 0.724718 0.068 Uiso 1 1 calc R U . . .
H52C H 0.947775 0.188817 0.757136 0.068 Uiso 1 1 calc R U . . .
C54 C 0.7294(3) 0.6296(4) 0.68537(14) 0.0433(8) Uani 1 1 d . . . . .
H54A H 0.671783 0.677623 0.683646 0.065 Uiso 1 1 calc R U . . .
H54B H 0.777960 0.683758 0.677688 0.065 Uiso 1 1 calc R U . . .
H54C H 0.752796 0.594279 0.721190 0.065 Uiso 1 1 calc R U . . .
O59 O 0.89087(16) 0.5087(2) 0.85978(9) 0.0404(6) Uani 1 1 d . . . . .
O63 O 0.95955(17) 0.6519(2) 0.98953(9) 0.0374(5) Uani 1 1 d . . . . .
O67 O 0.9052(2) 0.5292(3) 1.14942(11) 0.0549(7) Uani 1 1 d . . . . .
O76 O 1.19878(19) 0.7543(3) 0.79881(10) 0.0492(6) Uani 1 1 d . . . . .
O78 O 1.0442(2) 0.6982(3) 0.76556(12) 0.0672(9) Uani 1 1 d . . . . .
O80 O 0.85263(17) 0.4356(2) 0.93352(10) 0.0435(6) Uani 1 1 d . . . . .
C55 C 1.0166(3) 0.5807(3) 1.03613(13) 0.0369(7) Uani 1 1 d . . . . .
H55 H 1.068266 0.635861 1.056689 0.044 Uiso 1 1 calc R U . . .
C56 C 1.0636(2) 0.4732(3) 1.01123(14) 0.0372(7) Uani 1 1 d . . . . .
H56A H 1.021498 0.400103 1.002973 0.045 Uiso 1 1 calc R U . . .
H56B H 1.125197 0.448191 1.035336 0.045 Uiso 1 1 calc R U . . .
C57 C 1.0770(2) 0.5356(3) 0.95882(13) 0.0338(7) Uani 1 1 d . . . . .
C58 C 0.9001(2) 0.5066(3) 0.91375(14) 0.0369(7) Uani 1 1 d . . . . .
C60 C 0.9654(2) 0.5944(3) 0.84955(14) 0.0389(8) Uani 1 1 d . . . . .
H60 H 0.944029 0.633184 0.813392 0.047 Uiso 1 1 calc R U . . .
C61 C 0.9741(3) 0.6924(3) 0.89439(13) 0.0387(8) Uani 1 1 d . . . . .
H61A H 1.032581 0.742385 0.899738 0.046 Uiso 1 1 calc R U . . .
H61B H 0.918167 0.747556 0.887673 0.046 Uiso 1 1 calc R U . . .
C62 C 0.9782(2) 0.6028(3) 0.94148(13) 0.0340(7) Uani 1 1 d . . . . .
C64 C 0.9544(2) 0.5447(3) 1.07277(14) 0.0372(7) Uani 1 1 d . . . . .
C65 C 0.8626(3) 0.4815(3) 1.06084(15) 0.0410(8) Uani 1 1 d . . . . .
H65 H 0.827895 0.450906 1.027087 0.049 Uiso 1 1 calc R U . . .
C66 C 0.8365(3) 0.4750(4) 1.10753(16) 0.0479(9) Uani 1 1 d . . . . .
H66 H 0.779442 0.438571 1.111182 0.057 Uiso 1 1 calc R U . . .
C68 C 0.9756(3) 0.5713(4) 1.12623(15) 0.0458(9) Uani 1 1 d . . . . .
H68 H 1.031369 0.613091 1.145196 0.055 Uiso 1 1 calc R U . . .
C69 C 1.0567(2) 0.5113(3) 0.85425(14) 0.0370(7) Uani 1 1 d . . . . .
C70 C 1.1414(2) 0.5868(3) 0.84302(14) 0.0400(8) Uani 1 1 d . . . . .
C71 C 1.2328(3) 0.5561(4) 0.86666(17) 0.0495(9) Uani 1 1 d . . . . .
H71 H 1.280332 0.600332 0.855445 0.059 Uiso 1 1 calc R U . . .
C72 C 1.2665(3) 0.4580(4) 0.90925(19) 0.0567(11) Uani 1 1 d . . . . .
H72A H 1.302450 0.498961 0.942522 0.068 Uiso 1 1 calc R U . . .
H72B H 1.310566 0.401713 0.897532 0.068 Uiso 1 1 calc R U . . .
C73 C 1.1849(2) 0.3790(4) 0.92193(18) 0.0469(9) Uani 1 1 d . . . . .
H73A H 1.205158 0.352737 0.959772 0.056 Uiso 1 1 calc R U . . .
H73B H 1.176131 0.303412 0.899658 0.056 Uiso 1 1 calc R U . . .
C74 C 1.0868(2) 0.4467(3) 0.91223(14) 0.0365(7) Uani 1 1 d . . . . .
H74 H 1.039157 0.379520 0.910956 0.044 Uiso 1 1 calc R U . . .
C75 C 1.1214(3) 0.6838(4) 0.79878(15) 0.0435(8) Uani 1 1 d . . . . .
C77 C 1.1855(4) 0.8508(4) 0.75748(18) 0.0613(12) Uani 1 1 d . . . . .
H77A H 1.170600 0.812059 0.722120 0.092 Uiso 1 1 calc R U . . .
H77B H 1.243881 0.899370 0.762765 0.092 Uiso 1 1 calc R U . . .
H77C H 1.133305 0.905295 0.760049 0.092 Uiso 1 1 calc R U . . .
C79 C 1.0293(3) 0.4094(4) 0.80995(16) 0.0479(9) Uani 1 1 d . . . . .
H79A H 0.972146 0.366154 0.813192 0.072 Uiso 1 1 calc R U . . .
H79B H 1.081491 0.350128 0.814271 0.072 Uiso 1 1 calc R U . . .
H79C H 1.017139 0.448220 0.774667 0.072 Uiso 1 1 calc R U . . .
C81 C 1.1584(3) 0.6343(4) 0.97549(15) 0.0444(9) Uani 1 1 d . . . . .
H81A H 1.173152 0.667557 0.943424 0.067 Uiso 1 1 calc R U . . .
H81B H 1.215130 0.595217 0.998331 0.067 Uiso 1 1 calc R U . . .
H81C H 1.137772 0.701684 0.995093 0.067 Uiso 1 1 calc R U . . .
O85 O 0.90013(16) 0.6781(2) 0.47979(9) 0.0341(5) Uani 1 1 d . . . . .
O90 O 0.88736(16) 0.5794(2) 0.34538(9) 0.0365(5) Uani 1 1 d . . . . .
O98 O 0.50225(16) 0.7453(2) 0.28242(9) 0.0372(5) Uani 1 1 d . . . . .
O100 O 0.59657(18) 0.5989(2) 0.25907(11) 0.0506(6) Uani 1 1 d . . . . .
O102 O 1.16731(18) 0.7843(2) 0.61271(10) 0.0423(6) Uani 1 1 d . . . . .
O107 O 1.02284(17) 0.6121(2) 0.41152(10) 0.0429(6) Uani 1 1 d . . . . .
C82 C 0.7851(2) 0.6143(3) 0.33733(13) 0.0336(7) Uani 1 1 d . . . . .
H82 H 0.742613 0.552110 0.314307 0.040 Uiso 1 1 calc R U . . .
C83 C 0.7738(2) 0.6106(3) 0.39545(13) 0.0323(7) Uani 1 1 d . . . . .
H83A H 0.715282 0.652811 0.398523 0.039 Uiso 1 1 calc R U . . .
H83B H 0.775316 0.525159 0.409350 0.039 Uiso 1 1 calc R U . . .
C84 C 0.8642(2) 0.6843(3) 0.42282(12) 0.0297(7) Uani 1 1 d . . . . .
C86 C 0.9458(2) 0.7990(3) 0.49952(13) 0.0340(7) Uani 1 1 d . . . . .
H86 H 0.905906 0.841454 0.520170 0.041 Uiso 1 1 calc R U . . .
C87 C 0.9421(2) 0.8769(3) 0.44820(13) 0.0343(7) Uani 1 1 d . . . . .
H87A H 0.998718 0.862131 0.434836 0.041 Uiso 1 1 calc R U . . .
H87B H 0.936806 0.966429 0.454896 0.041 Uiso 1 1 calc R U . . .
C88 C 0.8498(2) 0.8263(3) 0.40812(13) 0.0301(7) Uani 1 1 d . . . . .
C89 C 0.9360(2) 0.6239(3) 0.39441(13) 0.0348(7) Uani 1 1 d . . . . .
C91 C 0.7723(2) 0.7467(3) 0.30964(12) 0.0313(7) Uani 1 1 d . . . . .
C92 C 0.8431(2) 0.8425(3) 0.34665(13) 0.0321(7) Uani 1 1 d . . . . .
H92 H 0.907447 0.820971 0.342661 0.039 Uiso 1 1 calc R U . . .
C93 C 0.8245(2) 0.9784(3) 0.32578(14) 0.0376(8) Uani 1 1 d . . . . .
H93A H 0.863345 1.034909 0.352836 0.045 Uiso 1 1 calc R U . . .
H93B H 0.846239 0.986749 0.292838 0.045 Uiso 1 1 calc R U . . .
C94 C 0.7190(2) 1.0203(3) 0.31346(15) 0.0400(8) Uani 1 1 d . . . . .
H94A H 0.708879 1.062360 0.345439 0.048 Uiso 1 1 calc R U . . .
H94B H 0.707178 1.081718 0.284144 0.048 Uiso 1 1 calc R U . . .
C95 C 0.6466(2) 0.9165(3) 0.29770(13) 0.0335(7) Uani 1 1 d . . . . .
H95 H 0.581535 0.938919 0.287241 0.040 Uiso 1 1 calc R U . . .
C96 C 0.6682(2) 0.7934(3) 0.29749(12) 0.0312(7) Uani 1 1 d . . . . .
C97 C 0.5880(2) 0.7017(3) 0.27781(13) 0.0328(7) Uani 1 1 d . . . . .
C99 C 0.4213(3) 0.6608(3) 0.26379(15) 0.0431(8) Uani 1 1 d . . . . .
H99A H 0.410761 0.646178 0.225403 0.065 Uiso 1 1 calc R U . . .
H99B H 0.364397 0.697950 0.270599 0.065 Uiso 1 1 calc R U . . .
H99C H 0.434868 0.582085 0.282986 0.065 Uiso 1 1 calc R U . . .
C101 C 0.7969(3) 0.7328(4) 0.25394(14) 0.0425(8) Uani 1 1 d . . . . .
H10A H 0.754818 0.671114 0.232162 0.064 Uiso 1 1 calc R U . . .
H10B H 0.862885 0.706049 0.259839 0.064 Uiso 1 1 calc R U . . .
H10C H 0.788120 0.812529 0.235354 0.064 Uiso 1 1 calc R U . . .
C103 C 1.0714(2) 0.8068(3) 0.59061(14) 0.0373(7) Uani 1 1 d . . . . .
H103 H 1.029297 0.836586 0.610152 0.045 Uiso 1 1 calc R U . . .
C104 C 1.0450(2) 0.7803(3) 0.53663(14) 0.0350(7) Uani 1 1 d . . . . .
C105 C 1.1319(3) 0.7371(3) 0.52418(15) 0.0406(8) Uani 1 1 d . . . . .
H105 H 1.138111 0.711040 0.490305 0.049 Uiso 1 1 calc R U . . .
C106 C 1.2025(3) 0.7416(3) 0.57081(15) 0.0417(8) Uani 1 1 d . . . . .
H106 H 1.266489 0.718876 0.574155 0.050 Uiso 1 1 calc R U . . .
C108 C 0.7622(2) 0.8781(3) 0.42608(14) 0.0344(7) Uani 1 1 d . . . . .
H10D H 0.763326 0.845624 0.461504 0.052 Uiso 1 1 calc R U . . .
H10E H 0.703447 0.852390 0.400385 0.052 Uiso 1 1 calc R U . . .
H10F H 0.765323 0.968635 0.427511 0.052 Uiso 1 1 calc R U . . .
O1W O 0.8102(2) 0.2308(3) 0.84100(12) 0.0569(7) Uani 1 1 d G . . . .
H1WA H 0.798739 0.265004 0.809715 0.085 Uiso 1 1 d G U . . .
H1WB H 0.825162 0.292032 0.863235 0.085 Uiso 1 1 d G U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C18 1.339(4) . ?
O1 C21 1.450(4) . ?
O2 C18 1.200(4) . ?
O3 C6 1.470(4) . ?
O3 C17 1.351(4) . ?
O4 C17 1.206(4) . ?
O5 C8 1.408(4) . ?
O5 C12 1.468(4) . ?
O6 C15 1.372(5) . ?
O6 C16 1.375(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.532(4) . ?
C1 C10 1.536(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.482(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.340(4) . ?
C4 C5 1.531(4) . ?
C4 C18 1.484(4) . ?
C5 C6 1.550(4) . ?
C5 C10 1.572(4) . ?
C5 C19 1.533(4) . ?
C6 H6 0.9800 . ?
C6 C7 1.533(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.520(4) . ?
C8 C9 1.549(4) . ?
C8 C17 1.536(4) . ?
C9 C10 1.545(4) . ?
C9 C11 1.542(4) . ?
C9 C20 1.538(4) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.539(4) . ?
C12 H12 0.9800 . ?
C12 C13 1.503(4) . ?
C13 C14 1.435(5) . ?
C13 C16 1.347(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.336(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O38 C34 1.474(4) . ?
O38 C37 1.350(4) . ?
O39 C36 1.414(4) . ?
O39 C40 1.461(4) . ?
O45 C44 1.361(4) . ?
O45 C46 1.377(4) . ?
O49 C37 1.199(4) . ?
O51 C50 1.343(4) . ?
O51 C52 1.435(4) . ?
O53 C50 1.220(4) . ?
C28 C29 1.578(4) . ?
C28 C33 1.528(5) . ?
C28 C34 1.545(4) . ?
C28 C54 1.540(5) . ?
C29 H29 0.9800 . ?
C29 C30 1.536(4) . ?
C29 C42 1.550(5) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.536(5) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.484(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.339(4) . ?
C33 C50 1.483(5) . ?
C34 H34 0.9800 . ?
C34 C35 1.537(5) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.520(4) . ?
C36 C37 1.542(4) . ?
C36 C42 1.549(4) . ?
C40 H40 0.9800 . ?
C40 C41 1.543(5) . ?
C40 C43 1.483(5) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.533(4) . ?
C42 C48 1.540(4) . ?
C43 C44 1.352(5) . ?
C43 C47 1.433(5) . ?
C44 H44 0.9300 . ?
C46 H46 0.9300 . ?
C46 C47 1.339(5) . ?
C47 H47 0.9300 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
O59 C58 1.343(4) . ?
O59 C60 1.474(4) . ?
O63 C55 1.460(4) . ?
O63 C62 1.415(4) . ?
O67 C66 1.372(5) . ?
O67 C68 1.369(5) . ?
O76 C75 1.336(5) . ?
O76 C77 1.442(5) . ?
O78 C75 1.213(4) . ?
O80 C58 1.207(4) . ?
C55 H55 0.9800 . ?
C55 C56 1.541(5) . ?
C55 C64 1.496(5) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C56 C57 1.543(5) . ?
C57 C62 1.541(4) . ?
C57 C74 1.548(5) . ?
C57 C81 1.541(5) . ?
C58 C62 1.541(5) . ?
C60 H60 0.9800 . ?
C60 C61 1.522(5) . ?
C60 C69 1.555(5) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C61 C62 1.516(5) . ?
C64 C65 1.436(5) . ?
C64 C68 1.342(5) . ?
C65 H65 0.9300 . ?
C65 C66 1.335(5) . ?
C66 H66 0.9300 . ?
C68 H68 0.9300 . ?
C69 C70 1.540(5) . ?
C69 C74 1.579(5) . ?
C69 C79 1.535(5) . ?
C70 C71 1.330(5) . ?
C70 C75 1.495(5) . ?
C71 H71 0.9300 . ?
C71 C72 1.487(5) . ?
C72 H72A 0.9700 . ?
C72 H72B 0.9700 . ?
C72 C73 1.538(5) . ?
C73 H73A 0.9700 . ?
C73 H73B 0.9700 . ?
C73 C74 1.538(5) . ?
C74 H74 0.9800 . ?
C77 H77A 0.9600 . ?
C77 H77B 0.9600 . ?
C77 H77C 0.9600 . ?
C79 H79A 0.9600 . ?
C79 H79B 0.9600 . ?
C79 H79C 0.9600 . ?
C81 H81A 0.9600 . ?
C81 H81B 0.9600 . ?
C81 H81C 0.9600 . ?
O85 C84 1.406(4) . ?
O85 C86 1.466(4) . ?
O90 C82 1.472(4) . ?
O90 C89 1.344(4) . ?
O98 C97 1.345(4) . ?
O98 C99 1.443(4) . ?
O100 C97 1.208(4) . ?
O102 C103 1.363(4) . ?
O102 C106 1.368(4) . ?
O107 C89 1.212(4) . ?
C82 H82 0.9800 . ?
C82 C83 1.528(4) . ?
C82 C91 1.558(4) . ?
C83 H83A 0.9700 . ?
C83 H83B 0.9700 . ?
C83 C84 1.517(4) . ?
C84 C88 1.550(4) . ?
C84 C89 1.541(4) . ?
C86 H86 0.9800 . ?
C86 C87 1.532(4) . ?
C86 C104 1.498(5) . ?
C87 H87A 0.9700 . ?
C87 H87B 0.9700 . ?
C87 C88 1.539(5) . ?
C88 C92 1.549(4) . ?
C88 C108 1.543(4) . ?
C91 C92 1.563(5) . ?
C91 C96 1.523(4) . ?
C91 C101 1.552(4) . ?
C92 H92 0.9800 . ?
C92 C93 1.533(4) . ?
C93 H93A 0.9700 . ?
C93 H93B 0.9700 . ?
C93 C94 1.527(5) . ?
C94 H94A 0.9700 . ?
C94 H94B 0.9700 . ?
C94 C95 1.493(5) . ?
C95 H95 0.9300 . ?
C95 C96 1.341(4) . ?
C96 C97 1.487(5) . ?
C99 H99A 0.9600 . ?
C99 H99B 0.9600 . ?
C99 H99C 0.9600 . ?
C101 H10A 0.9600 . ?
C101 H10B 0.9600 . ?
C101 H10C 0.9600 . ?
C103 H103 0.9300 . ?
C103 C104 1.354(5) . ?
C104 C105 1.436(5) . ?
C105 H105 0.9300 . ?
C105 C106 1.343(5) . ?
C106 H106 0.9300 . ?
C108 H10D 0.9600 . ?
C108 H10E 0.9600 . ?
C108 H10F 0.9600 . ?
O1W H1WA 0.8497 . ?
O1W H1WB 0.8499 . ?

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
C18 O1 C21 114.9(3) . . ?
C17 O3 C6 107.1(2) . . ?
C8 O5 C12 108.6(2) . . ?
C15 O6 C16 105.5(3) . . ?
H1A C1 H1B 107.6 . . ?
C2 C1 H1A 108.6 . . ?
C2 C1 H1B 108.6 . . ?
C2 C1 C10 114.5(3) . . ?
C10 C1 H1A 108.6 . . ?
C10 C1 H1B 108.6 . . ?
C1 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
H2A C2 H2B 107.5 . . ?
C3 C2 C1 115.4(3) . . ?
C3 C2 H2A 108.4 . . ?
C3 C2 H2B 108.4 . . ?
C2 C3 H3 117.6 . . ?
C4 C3 C2 124.8(3) . . ?
C4 C3 H3 117.6 . . ?
C3 C4 C5 122.2(3) . . ?
C3 C4 C18 118.5(3) . . ?
C18 C4 C5 118.8(3) . . ?
C4 C5 C6 111.5(3) . . ?
C4 C5 C10 110.1(2) . . ?
C4 C5 C19 107.9(3) . . ?
C6 C5 C10 109.2(2) . . ?
C19 C5 C6 107.9(3) . . ?
C19 C5 C10 110.3(3) . . ?
O3 C6 C5 106.4(2) . . ?
O3 C6 H6 110.7 . . ?
O3 C6 C7 102.6(2) . . ?
C5 C6 H6 110.7 . . ?
C7 C6 C5 115.5(2) . . ?
C7 C6 H6 110.7 . . ?
C6 C7 H7A 112.2 . . ?
C6 C7 H7B 112.2 . . ?
H7A C7 H7B 109.8 . . ?
C8 C7 C6 97.6(2) . . ?
C8 C7 H7A 112.2 . . ?
C8 C7 H7B 112.2 . . ?
O5 C8 C7 119.0(2) . . ?
O5 C8 C9 106.4(2) . . ?
O5 C8 C17 110.8(2) . . ?
C7 C8 C9 110.1(2) . . ?
C7 C8 C17 99.6(2) . . ?
C17 C8 C9 110.9(3) . . ?
C10 C9 C8 108.8(2) . . ?
C11 C9 C8 98.1(2) . . ?
C11 C9 C10 115.9(2) . . ?
C20 C9 C8 110.5(2) . . ?
C20 C9 C10 114.9(2) . . ?
C20 C9 C11 107.4(2) . . ?
C1 C10 C5 111.4(2) . . ?
C1 C10 C9 115.0(2) . . ?
C1 C10 H10 105.4 . . ?
C5 C10 H10 105.4 . . ?
C9 C10 C5 113.3(2) . . ?
C9 C10 H10 105.4 . . ?
C9 C11 H11A 111.4 . . ?
C9 C11 H11B 111.4 . . ?
H11A C11 H11B 109.3 . . ?
C12 C11 C9 101.8(2) . . ?
C12 C11 H11A 111.4 . . ?
C12 C11 H11B 111.4 . . ?
O5 C12 C11 105.4(2) . . ?
O5 C12 H12 108.3 . . ?
O5 C12 C13 111.7(2) . . ?
C11 C12 H12 108.3 . . ?
C13 C12 C11 114.6(3) . . ?
C13 C12 H12 108.3 . . ?
C14 C13 C12 128.5(3) . . ?
C16 C13 C12 125.0(3) . . ?
C16 C13 C14 106.3(3) . . ?
C13 C14 H14 126.9 . . ?
C15 C14 C13 106.2(3) . . ?
C15 C14 H14 126.9 . . ?
O6 C15 H15 124.3 . . ?
C14 C15 O6 111.3(3) . . ?
C14 C15 H15 124.3 . . ?
O6 C16 H16 124.7 . . ?
C13 C16 O6 110.6(3) . . ?
C13 C16 H16 124.7 . . ?
O3 C17 C8 109.5(3) . . ?
O4 C17 O3 121.4(3) . . ?
O4 C17 C8 129.1(3) . . ?
O1 C18 C4 113.1(3) . . ?
O2 C18 O1 121.9(3) . . ?
O2 C18 C4 125.0(3) . . ?
C5 C19 H19A 109.5 . . ?
C5 C19 H19B 109.5 . . ?
C5 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 C20 H20A 109.5 . . ?
C9 C20 H20B 109.5 . . ?
C9 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C21 H21A 109.5 . . ?
O1 C21 H21B 109.5 . . ?
O1 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C37 O38 C34 107.8(2) . . ?
C36 O39 C40 109.0(2) . . ?
C44 O45 C46 105.8(3) . . ?
C50 O51 C52 116.6(3) . . ?
C33 C28 C29 110.7(2) . . ?
C33 C28 C34 112.6(3) . . ?
C33 C28 C54 107.0(3) . . ?
C34 C28 C29 109.3(3) . . ?
C54 C28 C29 109.1(3) . . ?
C54 C28 C34 108.0(3) . . ?
C28 C29 H29 105.5 . . ?
C30 C29 C28 111.5(3) . . ?
C30 C29 H29 105.5 . . ?
C30 C29 C42 115.4(3) . . ?
C42 C29 C28 112.5(2) . . ?
C42 C29 H29 105.5 . . ?
C29 C30 H30A 108.5 . . ?
C29 C30 H30B 108.5 . . ?
C29 C30 C31 115.1(3) . . ?
H30A C30 H30B 107.5 . . ?
C31 C30 H30A 108.5 . . ?
C31 C30 H30B 108.5 . . ?
C30 C31 H31A 108.5 . . ?
C30 C31 H31B 108.5 . . ?
H31A C31 H31B 107.5 . . ?
C32 C31 C30 115.2(3) . . ?
C32 C31 H31A 108.5 . . ?
C32 C31 H31B 108.5 . . ?
C31 C32 H32 117.2 . . ?
C33 C32 C31 125.7(3) . . ?
C33 C32 H32 117.2 . . ?
C32 C33 C28 121.0(3) . . ?
C32 C33 C50 117.9(3) . . ?
C50 C33 C28 120.5(3) . . ?
O38 C34 C28 107.6(3) . . ?
O38 C34 H34 110.6 . . ?
O38 C34 C35 102.0(3) . . ?
C28 C34 H34 110.6 . . ?
C35 C34 C28 115.0(3) . . ?
C35 C34 H34 110.6 . . ?
C34 C35 H35A 112.3 . . ?
C34 C35 H35B 112.3 . . ?
H35A C35 H35B 109.9 . . ?
C36 C35 C34 97.4(3) . . ?
C36 C35 H35A 112.3 . . ?
C36 C35 H35B 112.3 . . ?
O39 C36 C35 118.7(3) . . ?
O39 C36 C37 111.1(3) . . ?
O39 C36 C42 105.9(2) . . ?
C35 C36 C37 100.1(2) . . ?
C35 C36 C42 110.9(3) . . ?
C37 C36 C42 110.1(2) . . ?
O38 C37 C36 108.7(3) . . ?
O49 C37 O38 121.7(3) . . ?
O49 C37 C36 129.6(3) . . ?
O39 C40 H40 108.3 . . ?
O39 C40 C41 104.9(2) . . ?
O39 C40 C43 110.3(3) . . ?
C41 C40 H40 108.3 . . ?
C43 C40 H40 108.3 . . ?
C43 C40 C41 116.5(3) . . ?
C40 C41 H41A 111.5 . . ?
C40 C41 H41B 111.5 . . ?
H41A C41 H41B 109.3 . . ?
C42 C41 C40 101.5(2) . . ?
C42 C41 H41A 111.5 . . ?
C42 C41 H41B 111.5 . . ?
C36 C42 C29 108.8(2) . . ?
C41 C42 C29 116.8(3) . . ?
C41 C42 C36 98.2(2) . . ?
C41 C42 C48 107.9(2) . . ?
C48 C42 C29 113.6(3) . . ?
C48 C42 C36 110.4(3) . . ?
C44 C43 C40 125.7(3) . . ?
C44 C43 C47 105.2(3) . . ?
C47 C43 C40 129.1(3) . . ?
O45 C44 H44 124.3 . . ?
C43 C44 O45 111.5(3) . . ?
C43 C44 H44 124.3 . . ?
O45 C46 H46 124.9 . . ?
C47 C46 O45 110.3(3) . . ?
C47 C46 H46 124.9 . . ?
C43 C47 H47 126.4 . . ?
C46 C47 C43 107.2(3) . . ?
C46 C47 H47 126.4 . . ?
C42 C48 H48A 109.5 . . ?
C42 C48 H48B 109.5 . . ?
C42 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O51 C50 C33 112.4(3) . . ?
O53 C50 O51 122.8(3) . . ?
O53 C50 C33 124.9(3) . . ?
O51 C52 H52A 109.5 . . ?
O51 C52 H52B 109.5 . . ?
O51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C28 C54 H54A 109.5 . . ?
C28 C54 H54B 109.5 . . ?
C28 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C58 O59 C60 107.9(3) . . ?
C62 O63 C55 108.6(2) . . ?
C68 O67 C66 105.1(3) . . ?
C75 O76 C77 116.4(3) . . ?
O63 C55 H55 108.0 . . ?
O63 C55 C56 105.1(3) . . ?
O63 C55 C64 109.8(3) . . ?
C56 C55 H55 108.0 . . ?
C64 C55 H55 108.0 . . ?
C64 C55 C56 117.5(3) . . ?
C55 C56 H56A 111.4 . . ?
C55 C56 H56B 111.4 . . ?
C55 C56 C57 101.7(3) . . ?
H56A C56 H56B 109.3 . . ?
C57 C56 H56A 111.4 . . ?
C57 C56 H56B 111.4 . . ?
C56 C57 C74 117.1(3) . . ?
C62 C57 C56 97.7(3) . . ?
C62 C57 C74 108.8(3) . . ?
C81 C57 C56 108.0(3) . . ?
C81 C57 C62 109.7(3) . . ?
C81 C57 C74 114.2(3) . . ?
O59 C58 C62 108.8(3) . . ?
O80 C58 O59 121.3(3) . . ?
O80 C58 C62 129.9(3) . . ?
O59 C60 H60 111.1 . . ?
O59 C60 C61 102.1(3) . . ?
O59 C60 C69 105.7(3) . . ?
C61 C60 H60 111.1 . . ?
C61 C60 C69 115.2(3) . . ?
C69 C60 H60 111.1 . . ?
C60 C61 H61A 112.1 . . ?
C60 C61 H61B 112.1 . . ?
H61A C61 H61B 109.8 . . ?
C62 C61 C60 98.2(3) . . ?
C62 C61 H61A 112.1 . . ?
C62 C61 H61B 112.1 . . ?
O63 C62 C57 106.8(3) . . ?
O63 C62 C58 111.1(3) . . ?
O63 C62 C61 118.3(3) . . ?
C57 C62 C58 109.1(3) . . ?
C61 C62 C57 111.0(3) . . ?
C61 C62 C58 100.3(3) . . ?
C65 C64 C55 130.4(3) . . ?
C68 C64 C55 124.2(3) . . ?
C68 C64 C65 105.3(3) . . ?
C64 C65 H65 126.6 . . ?
C66 C65 C64 106.8(3) . . ?
C66 C65 H65 126.6 . . ?
O67 C66 H66 124.5 . . ?
C65 C66 O67 111.0(3) . . ?
C65 C66 H66 124.5 . . ?
O67 C68 H68 124.2 . . ?
C64 C68 O67 111.7(3) . . ?
C64 C68 H68 124.2 . . ?
C60 C69 C74 109.6(3) . . ?
C70 C69 C60 112.2(3) . . ?
C70 C69 C74 111.2(3) . . ?
C79 C69 C60 107.0(3) . . ?
C79 C69 C70 107.0(3) . . ?
C79 C69 C74 109.6(3) . . ?
C71 C70 C69 121.2(3) . . ?
C71 C70 C75 118.7(3) . . ?
C75 C70 C69 119.4(3) . . ?
C70 C71 H71 116.8 . . ?
C70 C71 C72 126.4(3) . . ?
C72 C71 H71 116.8 . . ?
C71 C72 H72A 108.7 . . ?
C71 C72 H72B 108.7 . . ?
C71 C72 C73 114.4(3) . . ?
H72A C72 H72B 107.6 . . ?
C73 C72 H72A 108.7 . . ?
C73 C72 H72B 108.7 . . ?
C72 C73 H73A 108.5 . . ?
C72 C73 H73B 108.5 . . ?
C72 C73 C74 115.1(3) . . ?
H73A C73 H73B 107.5 . . ?
C74 C73 H73A 108.5 . . ?
C74 C73 H73B 108.5 . . ?
C57 C74 C69 113.1(3) . . ?
C57 C74 H74 105.4 . . ?
C69 C74 H74 105.4 . . ?
C73 C74 C57 115.0(3) . . ?
C73 C74 C69 111.5(3) . . ?
C73 C74 H74 105.4 . . ?
O76 C75 C70 112.8(3) . . ?
O78 C75 O76 122.4(4) . . ?
O78 C75 C70 124.8(4) . . ?
O76 C77 H77A 109.5 . . ?
O76 C77 H77B 109.5 . . ?
O76 C77 H77C 109.5 . . ?
H77A C77 H77B 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C69 C79 H79A 109.5 . . ?
C69 C79 H79B 109.5 . . ?
C69 C79 H79C 109.5 . . ?
H79A C79 H79B 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C57 C81 H81A 109.5 . . ?
C57 C81 H81B 109.5 . . ?
C57 C81 H81C 109.5 . . ?
H81A C81 H81B 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
C84 O85 C86 108.8(2) . . ?
C89 O90 C82 107.3(2) . . ?
C97 O98 C99 115.6(3) . . ?
C103 O102 C106 105.8(3) . . ?
O90 C82 H82 110.7 . . ?
O90 C82 C83 102.2(2) . . ?
O90 C82 C91 106.5(2) . . ?
C83 C82 H82 110.7 . . ?
C83 C82 C91 115.4(3) . . ?
C91 C82 H82 110.7 . . ?
C82 C83 H83A 112.2 . . ?
C82 C83 H83B 112.2 . . ?
H83A C83 H83B 109.8 . . ?
C84 C83 C82 97.9(2) . . ?
C84 C83 H83A 112.2 . . ?
C84 C83 H83B 112.2 . . ?
O85 C84 C83 119.2(2) . . ?
O85 C84 C88 106.5(2) . . ?
O85 C84 C89 110.7(3) . . ?
C83 C84 C88 110.1(3) . . ?
C83 C84 C89 99.5(3) . . ?
C89 C84 C88 110.7(2) . . ?
O85 C86 H86 108.2 . . ?
O85 C86 C87 105.4(2) . . ?
O85 C86 C104 111.4(3) . . ?
C87 C86 H86 108.2 . . ?
C104 C86 H86 108.2 . . ?
C104 C86 C87 115.1(3) . . ?
C86 C87 H87A 111.4 . . ?
C86 C87 H87B 111.4 . . ?
C86 C87 C88 102.1(3) . . ?
H87A C87 H87B 109.2 . . ?
C88 C87 H87A 111.4 . . ?
C88 C87 H87B 111.4 . . ?
C87 C88 C84 98.1(2) . . ?
C87 C88 C92 116.4(2) . . ?
C87 C88 C108 107.7(3) . . ?
C92 C88 C84 108.7(2) . . ?
C108 C88 C84 110.0(2) . . ?
C108 C88 C92 114.6(3) . . ?
O90 C89 C84 109.4(3) . . ?
O107 C89 O90 122.1(3) . . ?
O107 C89 C84 128.4(3) . . ?
C82 C91 C92 109.4(3) . . ?
C96 C91 C82 112.2(3) . . ?
C96 C91 C92 110.9(3) . . ?
C96 C91 C101 106.7(3) . . ?
C101 C91 C82 107.4(3) . . ?
C101 C91 C92 110.2(3) . . ?
C88 C92 C91 113.2(2) . . ?
C88 C92 H92 105.4 . . ?
C91 C92 H92 105.4 . . ?
C93 C92 C88 114.4(3) . . ?
C93 C92 C91 112.0(3) . . ?
C93 C92 H92 105.4 . . ?
C92 C93 H93A 108.6 . . ?
C92 C93 H93B 108.6 . . ?
H93A C93 H93B 107.6 . . ?
C94 C93 C92 114.7(3) . . ?
C94 C93 H93A 108.6 . . ?
C94 C93 H93B 108.6 . . ?
C93 C94 H94A 108.5 . . ?
C93 C94 H94B 108.5 . . ?
H94A C94 H94B 107.5 . . ?
C95 C94 C93 114.9(3) . . ?
C95 C94 H94A 108.5 . . ?
C95 C94 H94B 108.5 . . ?
C94 C95 H95 117.5 . . ?
C96 C95 C94 124.9(3) . . ?
C96 C95 H95 117.5 . . ?
C95 C96 C91 122.0(3) . . ?
C95 C96 C97 118.5(3) . . ?
C97 C96 C91 119.0(3) . . ?
O98 C97 C96 112.9(3) . . ?
O100 C97 O98 122.2(3) . . ?
O100 C97 C96 124.9(3) . . ?
O98 C99 H99A 109.5 . . ?
O98 C99 H99B 109.5 . . ?
O98 C99 H99C 109.5 . . ?
H99A C99 H99B 109.5 . . ?
H99A C99 H99C 109.5 . . ?
H99B C99 H99C 109.5 . . ?
C91 C101 H10A 109.5 . . ?
C91 C101 H10B 109.5 . . ?
C91 C101 H10C 109.5 . . ?
H10A C101 H10B 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
O102 C103 H103 124.3 . . ?
C104 C103 O102 111.5(3) . . ?
C104 C103 H103 124.3 . . ?
C103 C104 C86 125.3(3) . . ?
C103 C104 C105 105.1(3) . . ?
C105 C104 C86 129.5(3) . . ?
C104 C105 H105 126.6 . . ?
C106 C105 C104 106.9(3) . . ?
C106 C105 H105 126.6 . . ?
O102 C106 H106 124.6 . . ?
C105 C106 O102 110.7(3) . . ?
C105 C106 H106 124.6 . . ?
C88 C108 H10D 109.5 . . ?
C88 C108 H10E 109.5 . . ?
C88 C108 H10F 109.5 . . ?
H10D C108 H10E 109.5 . . ?
H10D C108 H10F 109.5 . . ?
H10E C108 H10F 109.5 . . ?
H1WA O1W H1WB 104.5 . . ?

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
O3 C6 C7 C8 46.5(3) . . . . ?
O5 C8 C9 C10 162.1(2) . . . . ?
O5 C8 C9 C11 41.2(3) . . . . ?
O5 C8 C9 C20 -70.9(3) . . . . ?
O5 C8 C17 O3 153.3(2) . . . . ?
O5 C8 C17 O4 -25.9(4) . . . . ?
O5 C12 C13 C14 70.3(4) . . . . ?
O5 C12 C13 C16 -115.2(3) . . . . ?
C1 C2 C3 C4 2.7(5) . . . . ?
C2 C1 C10 C5 50.5(4) . . . . ?
C2 C1 C10 C9 -80.3(3) . . . . ?
C2 C3 C4 C5 -4.4(5) . . . . ?
C2 C3 C4 C18 -175.7(3) . . . . ?
C3 C4 C5 C6 149.4(3) . . . . ?
C3 C4 C5 C10 28.1(4) . . . . ?
C3 C4 C5 C19 -92.3(4) . . . . ?
C3 C4 C18 O1 -36.9(4) . . . . ?
C3 C4 C18 O2 141.7(4) . . . . ?
C4 C5 C6 O3 -179.9(2) . . . . ?
C4 C5 C6 C7 -66.9(3) . . . . ?
C4 C5 C10 C1 -49.7(3) . . . . ?
C4 C5 C10 C9 81.9(3) . . . . ?
C5 C4 C18 O1 151.5(3) . . . . ?
C5 C4 C18 O2 -29.9(5) . . . . ?
C5 C6 C7 C8 -68.8(3) . . . . ?
C6 O3 C17 O4 -178.2(3) . . . . ?
C6 O3 C17 C8 2.5(3) . . . . ?
C6 C5 C10 C1 -172.4(3) . . . . ?
C6 C5 C10 C9 -40.8(3) . . . . ?
C6 C7 C8 O5 -163.3(2) . . . . ?
C6 C7 C8 C9 73.6(3) . . . . ?
C6 C7 C8 C17 -43.0(3) . . . . ?
C7 C8 C9 C10 -67.7(3) . . . . ?
C7 C8 C9 C11 171.4(2) . . . . ?
C7 C8 C9 C20 59.3(3) . . . . ?
C7 C8 C17 O3 27.2(3) . . . . ?
C7 C8 C17 O4 -152.1(3) . . . . ?
C8 O5 C12 C11 -3.9(3) . . . . ?
C8 O5 C12 C13 -129.0(3) . . . . ?
C8 C9 C10 C1 177.1(2) . . . . ?
C8 C9 C10 C5 47.3(3) . . . . ?
C8 C9 C11 C12 -41.5(3) . . . . ?
C9 C8 C17 O3 -88.8(3) . . . . ?
C9 C8 C17 O4 91.9(4) . . . . ?
C9 C11 C12 O5 29.8(3) . . . . ?
C9 C11 C12 C13 153.1(3) . . . . ?
C10 C1 C2 C3 -26.5(4) . . . . ?
C10 C5 C6 O3 -58.1(3) . . . . ?
C10 C5 C6 C7 55.0(3) . . . . ?
C10 C9 C11 C12 -157.0(2) . . . . ?
C11 C9 C10 C1 -73.6(3) . . . . ?
C11 C9 C10 C5 156.6(2) . . . . ?
C11 C12 C13 C14 -49.5(4) . . . . ?
C11 C12 C13 C16 125.0(3) . . . . ?
C12 O5 C8 C7 -148.9(3) . . . . ?
C12 O5 C8 C9 -23.9(3) . . . . ?
C12 O5 C8 C17 96.7(3) . . . . ?
C12 C13 C14 C15 174.6(3) . . . . ?
C12 C13 C16 O6 -175.1(3) . . . . ?
C13 C14 C15 O6 0.7(4) . . . . ?
C14 C13 C16 O6 0.3(4) . . . . ?
C15 O6 C16 C13 0.1(3) . . . . ?
C16 O6 C15 C14 -0.5(4) . . . . ?
C16 C13 C14 C15 -0.6(4) . . . . ?
C17 O3 C6 C5 90.4(3) . . . . ?
C17 O3 C6 C7 -31.3(3) . . . . ?
C17 C8 C9 C10 41.6(3) . . . . ?
C17 C8 C9 C11 -79.3(3) . . . . ?
C17 C8 C9 C20 168.6(2) . . . . ?
C18 C4 C5 C6 -39.3(4) . . . . ?
C18 C4 C5 C10 -160.6(3) . . . . ?
C18 C4 C5 C19 79.0(3) . . . . ?
C19 C5 C6 O3 61.8(3) . . . . ?
C19 C5 C6 C7 174.9(3) . . . . ?
C19 C5 C10 C1 69.2(3) . . . . ?
C19 C5 C10 C9 -159.2(3) . . . . ?
C20 C9 C10 C1 52.7(3) . . . . ?
C20 C9 C10 C5 -77.1(3) . . . . ?
C20 C9 C11 C12 73.1(3) . . . . ?
C21 O1 C18 O2 -0.1(5) . . . . ?
C21 O1 C18 C4 178.5(3) . . . . ?
O38 C34 C35 C36 46.8(3) . . . . ?
O39 C36 C37 O38 152.8(2) . . . . ?
O39 C36 C37 O49 -26.9(5) . . . . ?
O39 C36 C42 C29 162.9(2) . . . . ?
O39 C36 C42 C41 40.8(3) . . . . ?
O39 C36 C42 C48 -71.8(3) . . . . ?
O39 C40 C41 C42 32.2(3) . . . . ?
O39 C40 C43 C44 -133.9(3) . . . . ?
O39 C40 C43 C47 46.0(4) . . . . ?
O45 C46 C47 C43 -0.4(4) . . . . ?
C28 C29 C30 C31 47.8(4) . . . . ?
C28 C29 C42 C36 47.5(3) . . . . ?
C28 C29 C42 C41 157.4(2) . . . . ?
C28 C29 C42 C48 -75.9(3) . . . . ?
C28 C33 C50 O51 163.5(3) . . . . ?
C28 C33 C50 O53 -16.2(5) . . . . ?
C28 C34 C35 C36 -69.3(3) . . . . ?
C29 C28 C33 C32 31.0(4) . . . . ?
C29 C28 C33 C50 -157.4(3) . . . . ?
C29 C28 C34 O38 -55.8(3) . . . . ?
C29 C28 C34 C35 57.0(3) . . . . ?
C29 C30 C31 C32 -25.0(5) . . . . ?
C30 C29 C42 C36 177.1(3) . . . . ?
C30 C29 C42 C41 -73.0(3) . . . . ?
C30 C29 C42 C48 53.7(4) . . . . ?
C30 C31 C32 C33 4.4(6) . . . . ?
C31 C32 C33 C28 -8.5(6) . . . . ?
C31 C32 C33 C50 179.7(3) . . . . ?
C32 C33 C50 O51 -24.6(4) . . . . ?
C32 C33 C50 O53 155.7(4) . . . . ?
C33 C28 C29 C30 -49.5(3) . . . . ?
C33 C28 C29 C42 82.1(3) . . . . ?
C33 C28 C34 O38 -179.3(2) . . . . ?
C33 C28 C34 C35 -66.4(4) . . . . ?
C34 O38 C37 O49 -176.6(3) . . . . ?
C34 O38 C37 C36 3.6(3) . . . . ?
C34 C28 C29 C30 -174.0(3) . . . . ?
C34 C28 C29 C42 -42.5(3) . . . . ?
C34 C28 C33 C32 153.7(3) . . . . ?
C34 C28 C33 C50 -34.7(4) . . . . ?
C34 C35 C36 O39 -164.1(3) . . . . ?
C34 C35 C36 C37 -43.2(3) . . . . ?
C34 C35 C36 C42 73.0(3) . . . . ?
C35 C36 C37 O38 26.6(3) . . . . ?
C35 C36 C37 O49 -153.1(3) . . . . ?
C35 C36 C42 C29 -67.2(3) . . . . ?
C35 C36 C42 C41 170.8(3) . . . . ?
C35 C36 C42 C48 58.1(3) . . . . ?
C36 O39 C40 C41 -6.5(3) . . . . ?
C36 O39 C40 C43 -132.7(3) . . . . ?
C37 O38 C34 C28 89.0(3) . . . . ?
C37 O38 C34 C35 -32.3(3) . . . . ?
C37 C36 C42 C29 42.7(3) . . . . ?
C37 C36 C42 C41 -79.4(3) . . . . ?
C37 C36 C42 C48 168.0(3) . . . . ?
C40 O39 C36 C35 -147.2(3) . . . . ?
C40 O39 C36 C37 97.6(3) . . . . ?
C40 O39 C36 C42 -21.9(3) . . . . ?
C40 C41 C42 C29 -158.8(3) . . . . ?
C40 C41 C42 C36 -42.9(3) . . . . ?
C40 C41 C42 C48 71.7(3) . . . . ?
C40 C43 C44 O45 -179.8(3) . . . . ?
C40 C43 C47 C46 -179.8(3) . . . . ?
C41 C40 C43 C44 106.8(4) . . . . ?
C41 C40 C43 C47 -73.3(4) . . . . ?
C42 C29 C30 C31 -82.2(4) . . . . ?
C42 C36 C37 O38 -90.2(3) . . . . ?
C42 C36 C37 O49 90.1(4) . . . . ?
C43 C40 C41 C42 154.4(3) . . . . ?
C44 O45 C46 C47 0.5(4) . . . . ?
C44 C43 C47 C46 0.1(4) . . . . ?
C46 O45 C44 C43 -0.5(4) . . . . ?
C47 C43 C44 O45 0.2(4) . . . . ?
C52 O51 C50 O53 2.3(5) . . . . ?
C52 O51 C50 C33 -177.4(3) . . . . ?
C54 C28 C29 C30 68.1(3) . . . . ?
C54 C28 C29 C42 -160.4(3) . . . . ?
C54 C28 C33 C32 -87.8(4) . . . . ?
C54 C28 C33 C50 83.8(4) . . . . ?
C54 C28 C34 O38 62.7(3) . . . . ?
C54 C28 C34 C35 175.6(3) . . . . ?
O59 C58 C62 O63 150.4(2) . . . . ?
O59 C58 C62 C57 -92.1(3) . . . . ?
O59 C58 C62 C61 24.6(3) . . . . ?
O59 C60 C61 C62 45.9(3) . . . . ?
O59 C60 C69 C70 178.5(3) . . . . ?
O59 C60 C69 C74 -57.4(3) . . . . ?
O59 C60 C69 C79 61.4(3) . . . . ?
O63 C55 C56 C57 31.6(3) . . . . ?
O63 C55 C64 C65 52.4(5) . . . . ?
O63 C55 C64 C68 -125.6(4) . . . . ?
O80 C58 C62 O63 -30.8(5) . . . . ?
O80 C58 C62 C57 86.6(4) . . . . ?
O80 C58 C62 C61 -156.7(3) . . . . ?
C55 O63 C62 C57 -22.4(3) . . . . ?
C55 O63 C62 C58 96.5(3) . . . . ?
C55 O63 C62 C61 -148.4(3) . . . . ?
C55 C56 C57 C62 -42.3(3) . . . . ?
C55 C56 C57 C74 -158.0(3) . . . . ?
C55 C56 C57 C81 71.4(3) . . . . ?
C55 C64 C65 C66 -178.4(4) . . . . ?
C55 C64 C68 O67 178.9(3) . . . . ?
C56 C55 C64 C65 -67.6(5) . . . . ?
C56 C55 C64 C68 114.4(4) . . . . ?
C56 C57 C62 O63 40.7(3) . . . . ?
C56 C57 C62 C58 -79.5(3) . . . . ?
C56 C57 C62 C61 170.9(3) . . . . ?
C56 C57 C74 C69 155.9(3) . . . . ?
C56 C57 C74 C73 -74.4(4) . . . . ?
C58 O59 C60 C61 -32.6(3) . . . . ?
C58 O59 C60 C69 88.2(3) . . . . ?
C60 O59 C58 O80 -174.0(3) . . . . ?
C60 O59 C58 C62 4.9(3) . . . . ?
C60 C61 C62 O63 -162.6(3) . . . . ?
C60 C61 C62 C57 73.5(3) . . . . ?
C60 C61 C62 C58 -41.7(3) . . . . ?
C60 C69 C70 C71 150.0(4) . . . . ?
C60 C69 C70 C75 -39.2(4) . . . . ?
C60 C69 C74 C57 -40.3(4) . . . . ?
C60 C69 C74 C73 -171.8(3) . . . . ?
C61 C60 C69 C70 -69.6(4) . . . . ?
C61 C60 C69 C74 54.5(4) . . . . ?
C61 C60 C69 C79 173.3(3) . . . . ?
C62 O63 C55 C56 -6.1(3) . . . . ?
C62 O63 C55 C64 -133.4(3) . . . . ?
C62 C57 C74 C69 46.4(3) . . . . ?
C62 C57 C74 C73 176.1(3) . . . . ?
C64 C55 C56 C57 154.0(3) . . . . ?
C64 C65 C66 O67 -0.3(4) . . . . ?
C65 C64 C68 O67 0.5(4) . . . . ?
C66 O67 C68 C64 -0.6(4) . . . . ?
C68 O67 C66 C65 0.5(4) . . . . ?
C68 C64 C65 C66 -0.1(4) . . . . ?
C69 C60 C61 C62 -68.1(4) . . . . ?
C69 C70 C71 C72 -6.1(7) . . . . ?
C69 C70 C75 O76 170.8(3) . . . . ?
C69 C70 C75 O78 -9.9(6) . . . . ?
C70 C69 C74 C57 84.4(3) . . . . ?
C70 C69 C74 C73 -47.0(4) . . . . ?
C70 C71 C72 C73 5.9(7) . . . . ?
C71 C70 C75 O76 -18.2(5) . . . . ?
C71 C70 C75 O78 161.2(4) . . . . ?
C71 C72 C73 C74 -28.2(6) . . . . ?
C72 C73 C74 C57 -81.3(4) . . . . ?
C72 C73 C74 C69 49.2(5) . . . . ?
C74 C57 C62 O63 162.8(3) . . . . ?
C74 C57 C62 C58 42.6(3) . . . . ?
C74 C57 C62 C61 -67.0(3) . . . . ?
C74 C69 C70 C71 26.8(5) . . . . ?
C74 C69 C70 C75 -162.4(3) . . . . ?
C75 C70 C71 C72 -176.9(4) . . . . ?
C77 O76 C75 O78 0.9(5) . . . . ?
C77 O76 C75 C70 -179.7(3) . . . . ?
C79 C69 C70 C71 -92.9(4) . . . . ?
C79 C69 C70 C75 77.9(4) . . . . ?
C79 C69 C74 C57 -157.5(3) . . . . ?
C79 C69 C74 C73 71.1(4) . . . . ?
C81 C57 C62 O63 -71.6(3) . . . . ?
C81 C57 C62 C58 168.2(3) . . . . ?
C81 C57 C62 C61 58.6(4) . . . . ?
C81 C57 C74 C69 -76.5(3) . . . . ?
C81 C57 C74 C73 53.2(4) . . . . ?
O85 C84 C88 C87 40.2(3) . . . . ?
O85 C84 C88 C92 161.7(2) . . . . ?
O85 C84 C88 C108 -72.0(3) . . . . ?
O85 C84 C89 O90 152.5(2) . . . . ?
O85 C84 C89 O107 -25.8(4) . . . . ?
O85 C86 C87 C88 30.1(3) . . . . ?
O85 C86 C104 C103 -113.2(4) . . . . ?
O85 C86 C104 C105 69.6(4) . . . . ?
O90 C82 C83 C84 46.8(3) . . . . ?
O90 C82 C91 C92 -58.0(3) . . . . ?
O90 C82 C91 C96 178.5(2) . . . . ?
O90 C82 C91 C101 61.6(3) . . . . ?
O102 C103 C104 C86 -177.5(3) . . . . ?
O102 C103 C104 C105 0.3(4) . . . . ?
C82 O90 C89 O107 -178.0(3) . . . . ?
C82 O90 C89 C84 3.6(3) . . . . ?
C82 C83 C84 O85 -163.1(3) . . . . ?
C82 C83 C84 C88 73.5(3) . . . . ?
C82 C83 C84 C89 -42.8(3) . . . . ?
C82 C91 C92 C88 -40.9(3) . . . . ?
C82 C91 C92 C93 -172.1(3) . . . . ?
C82 C91 C96 C95 149.1(3) . . . . ?
C82 C91 C96 C97 -39.0(4) . . . . ?
C83 C82 C91 C92 54.7(4) . . . . ?
C83 C82 C91 C96 -68.8(4) . . . . ?
C83 C82 C91 C101 174.3(3) . . . . ?
C83 C84 C88 C87 170.7(2) . . . . ?
C83 C84 C88 C92 -67.8(3) . . . . ?
C83 C84 C88 C108 58.5(3) . . . . ?
C83 C84 C89 O90 26.2(3) . . . . ?
C83 C84 C89 O107 -152.1(3) . . . . ?
C84 O85 C86 C87 -4.7(3) . . . . ?
C84 O85 C86 C104 -130.2(3) . . . . ?
C84 C88 C92 C91 47.7(3) . . . . ?
C84 C88 C92 C93 177.6(3) . . . . ?
C86 O85 C84 C83 -148.0(3) . . . . ?
C86 O85 C84 C88 -22.8(3) . . . . ?
C86 O85 C84 C89 97.6(3) . . . . ?
C86 C87 C88 C84 -41.1(3) . . . . ?
C86 C87 C88 C92 -156.7(3) . . . . ?
C86 C87 C88 C108 73.0(3) . . . . ?
C86 C104 C105 C106 177.4(3) . . . . ?
C87 C86 C104 C103 126.9(4) . . . . ?
C87 C86 C104 C105 -50.3(5) . . . . ?
C87 C88 C92 C91 157.2(3) . . . . ?
C87 C88 C92 C93 -72.9(4) . . . . ?
C88 C84 C89 O90 -89.7(3) . . . . ?
C88 C84 C89 O107 92.1(4) . . . . ?
C88 C92 C93 C94 -80.6(4) . . . . ?
C89 O90 C82 C83 -32.2(3) . . . . ?
C89 O90 C82 C91 89.4(3) . . . . ?
C89 C84 C88 C87 -80.2(3) . . . . ?
C89 C84 C88 C92 41.3(3) . . . . ?
C89 C84 C88 C108 167.5(3) . . . . ?
C91 C82 C83 C84 -68.4(3) . . . . ?
C91 C92 C93 C94 50.0(4) . . . . ?
C91 C96 C97 O98 163.4(3) . . . . ?
C91 C96 C97 O100 -17.2(5) . . . . ?
C92 C91 C96 C95 26.5(4) . . . . ?
C92 C91 C96 C97 -161.6(3) . . . . ?
C92 C93 C94 C95 -27.8(4) . . . . ?
C93 C94 C95 C96 4.7(5) . . . . ?
C94 C95 C96 C91 -4.8(5) . . . . ?
C94 C95 C96 C97 -176.7(3) . . . . ?
C95 C96 C97 O98 -24.4(4) . . . . ?
C95 C96 C97 O100 155.0(3) . . . . ?
C96 C91 C92 C88 83.3(3) . . . . ?
C96 C91 C92 C93 -47.9(3) . . . . ?
C99 O98 C97 O100 0.4(5) . . . . ?
C99 O98 C97 C96 179.8(3) . . . . ?
C101 C91 C92 C88 -158.7(3) . . . . ?
C101 C91 C92 C93 70.1(3) . . . . ?
C101 C91 C96 C95 -93.6(4) . . . . ?
C101 C91 C96 C97 78.3(3) . . . . ?
C103 O102 C106 C105 -0.1(4) . . . . ?
C103 C104 C105 C106 -0.3(4) . . . . ?
C104 C86 C87 C88 153.2(3) . . . . ?
C104 C105 C106 O102 0.2(4) . . . . ?
C106 O102 C103 C104 -0.1(4) . . . . ?
C108 C88 C92 C91 -75.8(3) . . . . ?
C108 C88 C92 C93 54.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.458
_oxdiff_exptl_absorpt_empirical_full_min 0.528
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tc-16
_database_code_depnum_ccdc_archive 'CCDC 2191235'
loop_
_audit_author_name
_audit_author_address
'zhuyangli '
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-07-19 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-07-16
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H26 O7'
_chemical_formula_sum            'C21 H26 O7'
_chemical_formula_weight         390.42
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   17.1455(5)
_cell_length_b                   6.58147(20)
_cell_length_c                   17.5378(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.154(3)
_cell_angle_gamma                90
_cell_volume                     1900.88(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4860
_cell_measurement_temperature    169.98(10)
_cell_measurement_theta_max      70.7710
_cell_measurement_theta_min      2.6250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.849
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pale colourless'
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            6338
_diffrn_reflns_point_group_measured_fraction_full 0.830
_diffrn_reflns_point_group_measured_fraction_max 0.805
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.173
_diffrn_reflns_theta_min         2.623
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -43.00  -7.00   0.50    0.50    --   42.30 -57.00-120.00   72
  2  ω     84.00 128.00   0.50    0.50    --   42.30  77.00 -60.00   88
  3  ω     50.00  81.00   0.50    0.50    --   42.30 -82.00-120.00   62
  4  ω    100.00 131.00   0.50    0.50    --   42.30  77.00-120.00   62
  5  ω    -28.00   8.00   0.50    0.50    --   42.30 -82.00-120.00   72
  6  ω     -4.00  72.00   0.50    0.50    --   42.30 -57.00-120.00  152
  7  ω     83.00 126.00   0.50    0.50    --   42.30  77.00 150.00   86
  8  ω    149.00 176.00   0.50    0.60    --  101.60  82.00  30.00   54
  9  ω     13.00 139.00   0.50    0.60    --  101.60 -77.00-150.00  252
 10  ω     74.00 150.00   0.50    0.60    --  101.60  63.00 -30.00  152
 11  ω    158.00 188.00   0.50    0.60    --  101.60  77.00 -90.00   60
 12  ω     18.00 112.00   0.50    0.60    --  101.60 -63.00  30.00  188
 13  ω     79.00 150.00   0.50    0.60    --  101.60  77.00 -90.00  142
 14  ω    110.00 191.00   0.50    0.60    --  101.60  12.00   0.00  162
 15  ω     12.00  77.00   0.50    0.60    --  101.60  12.00   0.00  130
 16  ω     53.00  78.00   0.50    0.50    --   42.30 -77.00 -90.00   50
 17  ω     80.00 105.00   0.50    0.50    --   42.30  77.00-120.00   50
 18  ω     80.00 105.00   0.50    0.50    --   42.30  77.00   0.00   50
 19  ω    -15.00  12.00   0.50    0.50    --   42.30 -77.00 -90.00   54
 20  ω     88.00 129.00   0.50    0.50    --   42.30  77.00-150.00   82
 21  ω    -41.00  65.00   0.50    0.50    --   42.30 -38.00 -90.00  212
 22  ω     84.00 110.00   0.50    0.50    --   42.30  77.00 120.00   52
 23  ω    -45.00 -17.00   0.50    0.50    --   42.30 -77.00 -90.00   56
 24  ω    103.00 129.00   0.50    0.50    --   42.30  77.00-180.00   52
 25  ω      2.00  56.00   0.50    0.50    --   42.30 -82.00-150.00  108
 26  ω     71.00 103.00   0.50    0.60    --  101.60  50.00  30.00   64
 27  ω    141.00 191.00   0.50    0.60    --  101.60  63.00 -90.00  100
 28  ω     79.00 100.50   0.50    0.60    --  101.60  77.00-150.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0522443000
_diffrn_orient_matrix_UB_12      -0.0034384000
_diffrn_orient_matrix_UB_13      -0.0586551000
_diffrn_orient_matrix_UB_21      -0.0332852000
_diffrn_orient_matrix_UB_22      0.2105098000
_diffrn_orient_matrix_UB_23      -0.0314539000
_diffrn_orient_matrix_UB_31      0.0700733000
_diffrn_orient_matrix_UB_32      0.1023221000
_diffrn_orient_matrix_UB_33      0.0627305000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.501
_reflns_Friedel_fraction_full    0.627
_reflns_Friedel_fraction_max     0.592
_reflns_number_gt                2872
_reflns_number_total             2962
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 952 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         2962
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0668P)²+1.2016P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1108
_refine_ls_wR_factor_ref         0.1115
_refine_special_details          ?
_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:
 C2(H2), C10(H10), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C6(H6A,H6B), C7(H7A,H7B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C14(H14), C15(H15), C16(H16)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.22156(13) 0.4960(4) 0.24043(14) 0.0328(5) Uani 1 1 d . . . . .
O2 O 0.35360(19) 0.6353(5) -0.00948(15) 0.0506(7) Uani 1 1 d . . . . .
O3 O 0.37521(14) 0.3153(4) 0.03419(12) 0.0337(5) Uani 1 1 d . . . . .
O4 O 0.60582(12) 0.8139(3) 0.29812(12) 0.0267(5) Uani 1 1 d . . . . .
O5 O 0.68310(12) 0.4051(4) 0.23738(13) 0.0338(6) Uani 1 1 d . . . . .
O6 O 0.66717(11) 0.4051(3) 0.35700(11) 0.0273(5) Uani 1 1 d . . . . .
O7 O 0.69827(17) 0.2171(5) 0.60237(14) 0.0536(8) Uani 1 1 d . . . . .
C1 C 0.35993(17) 0.6279(5) 0.28918(17) 0.0241(6) Uani 1 1 d . . . . .
H1A H 0.379501 0.579412 0.343389 0.029 Uiso 1 1 calc R U . . .
H1B H 0.327280 0.747909 0.289889 0.029 Uiso 1 1 calc R U . . .
C2 C 0.30489(16) 0.4640(5) 0.23968(18) 0.0253(7) Uani 1 1 d . . . . .
H2 H 0.322146 0.333478 0.265882 0.030 Uiso 1 1 calc R U . . .
C3 C 0.31058(17) 0.4453(5) 0.15604(17) 0.0239(6) Uani 1 1 d . . . . .
H3 H 0.277571 0.350149 0.123075 0.029 Uiso 1 1 calc R U . . .
C4 C 0.35983(16) 0.5563(5) 0.12617(17) 0.0232(6) Uani 1 1 d . . . . .
C5 C 0.40671(16) 0.7378(5) 0.17007(17) 0.0226(6) Uani 1 1 d . . . . .
C6 C 0.48196(16) 0.7999(5) 0.14307(17) 0.0261(7) Uani 1 1 d . . . . .
H6A H 0.466104 0.811136 0.085655 0.031 Uiso 1 1 calc R U . . .
H6B H 0.499963 0.933010 0.164640 0.031 Uiso 1 1 calc R U . . .
C7 C 0.55274(17) 0.6526(5) 0.16825(17) 0.0256(7) Uani 1 1 d . . . . .
H7A H 0.536883 0.521803 0.143295 0.031 Uiso 1 1 calc R U . . .
H7B H 0.598035 0.703222 0.150738 0.031 Uiso 1 1 calc R U . . .
C8 C 0.57885(17) 0.6272(5) 0.25788(17) 0.0238(6) Uani 1 1 d . . . . .
C9 C 0.50876(16) 0.5460(5) 0.28947(16) 0.0214(6) Uani 1 1 d . . . . .
C10 C 0.43402(16) 0.6912(5) 0.26074(16) 0.0213(6) Uani 1 1 d . . . . .
H10 H 0.451798 0.821890 0.286554 0.026 Uiso 1 1 calc R U . . .
C11 C 0.53899(16) 0.5468(5) 0.38072(17) 0.0264(7) Uani 1 1 d . . . . .
H11A H 0.507927 0.447713 0.401014 0.032 Uiso 1 1 calc R U . . .
H11B H 0.528211 0.679346 0.399734 0.032 Uiso 1 1 calc R U . . .
C12 C 0.63042(17) 0.4986(5) 0.41515(17) 0.0277(7) Uani 1 1 d . . . . .
H12 H 0.659210 0.625613 0.433986 0.033 Uiso 1 1 calc R U . . .
C13 C 0.64714(18) 0.3519(6) 0.48253(18) 0.0340(8) Uani 1 1 d . . . . .
C14 C 0.6139(3) 0.1540(7) 0.4838(2) 0.0517(11) Uani 1 1 d . . . . .
H14 H 0.576892 0.087950 0.442313 0.062 Uiso 1 1 calc R U . . .
C15 C 0.6469(3) 0.0832(8) 0.5568(3) 0.0567(12) Uani 1 1 d . . . . .
H15 H 0.635719 -0.044175 0.574204 0.068 Uiso 1 1 calc R U . . .
C16 C 0.6976(2) 0.3796(7) 0.55545(19) 0.0413(9) Uani 1 1 d . . . . .
H16 H 0.728215 0.496393 0.571599 0.050 Uiso 1 1 calc R U . . .
C17 C 0.64754(16) 0.4728(5) 0.28271(17) 0.0248(6) Uani 1 1 d . . . . .
C18 C 0.36191(18) 0.5129(5) 0.04252(17) 0.0282(7) Uani 1 1 d . . . . .
C19 C 0.34821(18) 0.9208(5) 0.15289(19) 0.0295(7) Uani 1 1 d . . . . .
H19A H 0.332214 0.948476 0.096933 0.044 Uiso 1 1 calc R U . . .
H19B H 0.375025 1.037761 0.181044 0.044 Uiso 1 1 calc R U . . .
H19C H 0.300988 0.890007 0.169981 0.044 Uiso 1 1 calc R U . . .
C20 C 0.49013(17) 0.3235(5) 0.26279(17) 0.0257(6) Uani 1 1 d . . . . .
H20A H 0.471974 0.317573 0.205883 0.039 Uiso 1 1 calc R U . . .
H20B H 0.448446 0.271391 0.284346 0.039 Uiso 1 1 calc R U . . .
H20C H 0.538392 0.243042 0.281551 0.039 Uiso 1 1 calc R U . . .
C21 C 0.3760(2) 0.2451(7) -0.04366(19) 0.0423(9) Uani 1 1 d . . . . .
H21A H 0.334816 0.315012 -0.083354 0.064 Uiso 1 1 calc R U . . .
H21B H 0.365573 0.101657 -0.047685 0.064 Uiso 1 1 calc R U . . .
H21C H 0.428208 0.272066 -0.051656 0.064 Uiso 1 1 calc R U . . .
H1 H 0.213(3) 0.622(9) 0.234(3) 0.056(15) Uiso 1 1 d . . . . .
H4 H 0.643(2) 0.866(7) 0.277(2) 0.037(10) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C2 1.448(3) . ?
O1 H1 0.85(6) . ?
O2 C18 1.195(4) . ?
O3 C18 1.335(4) . ?
O3 C21 1.445(4) . ?
O4 C8 1.428(4) . ?
O4 H4 0.89(4) . ?
O5 C17 1.214(4) . ?
O6 C12 1.474(3) . ?
O6 C17 1.329(4) . ?
O7 C15 1.341(6) . ?
O7 C16 1.347(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.534(4) . ?
C1 C10 1.546(3) . ?
C2 H2 0.9800 . ?
C2 C3 1.502(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.329(4) . ?
C4 C5 1.524(4) . ?
C4 C18 1.505(4) . ?
C5 C6 1.548(4) . ?
C5 C10 1.558(4) . ?
C5 C19 1.542(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.519(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.519(4) . ?
C8 C9 1.551(4) . ?
C8 C17 1.524(4) . ?
C9 C10 1.565(4) . ?
C9 C11 1.539(4) . ?
C9 C20 1.544(4) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.548(4) . ?
C12 H12 0.9800 . ?
C12 C13 1.491(5) . ?
C13 C14 1.424(6) . ?
C13 C16 1.342(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.332(6) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

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 O1 H1 106(3) . . ?
C18 O3 C21 117.5(3) . . ?
C8 O4 H4 107(3) . . ?
C17 O6 C12 119.8(2) . . ?
C15 O7 C16 105.4(3) . . ?
H1A C1 H1B 107.4 . . ?
C2 C1 H1A 108.3 . . ?
C2 C1 H1B 108.3 . . ?
C2 C1 C10 116.0(2) . . ?
C10 C1 H1A 108.3 . . ?
C10 C1 H1B 108.3 . . ?
O1 C2 C1 110.2(2) . . ?
O1 C2 H2 107.1 . . ?
O1 C2 C3 110.7(2) . . ?
C1 C2 H2 107.1 . . ?
C3 C2 C1 114.4(2) . . ?
C3 C2 H2 107.1 . . ?
C2 C3 H3 117.9 . . ?
C4 C3 C2 124.1(3) . . ?
C4 C3 H3 117.9 . . ?
C3 C4 C5 122.4(3) . . ?
C3 C4 C18 118.0(3) . . ?
C18 C4 C5 119.3(2) . . ?
C4 C5 C6 114.8(2) . . ?
C4 C5 C10 109.2(2) . . ?
C4 C5 C19 106.9(2) . . ?
C6 C5 C10 109.0(2) . . ?
C19 C5 C6 106.6(2) . . ?
C19 C5 C10 110.3(2) . . ?
C5 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 C5 114.1(3) . . ?
C7 C6 H6A 108.7 . . ?
C7 C6 H6B 108.7 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 C6 110.7(2) . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
O4 C8 C7 112.2(2) . . ?
O4 C8 C9 107.2(2) . . ?
O4 C8 C17 108.3(2) . . ?
C7 C8 C9 111.9(2) . . ?
C7 C8 C17 110.5(2) . . ?
C17 C8 C9 106.4(2) . . ?
C8 C9 C10 108.7(2) . . ?
C11 C9 C8 107.5(2) . . ?
C11 C9 C10 110.0(2) . . ?
C11 C9 C20 107.4(2) . . ?
C20 C9 C8 109.5(2) . . ?
C20 C9 C10 113.6(2) . . ?
C1 C10 C5 110.0(2) . . ?
C1 C10 C9 113.9(2) . . ?
C1 C10 H10 105.4 . . ?
C5 C10 C9 115.8(2) . . ?
C5 C10 H10 105.4 . . ?
C9 C10 H10 105.4 . . ?
C9 C11 H11A 108.6 . . ?
C9 C11 H11B 108.6 . . ?
C9 C11 C12 114.6(2) . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
O6 C12 C11 113.4(2) . . ?
O6 C12 H12 108.5 . . ?
O6 C12 C13 104.6(3) . . ?
C11 C12 H12 108.5 . . ?
C13 C12 C11 113.1(2) . . ?
C13 C12 H12 108.5 . . ?
C14 C13 C12 128.0(3) . . ?
C16 C13 C12 126.8(4) . . ?
C16 C13 C14 105.3(3) . . ?
C13 C14 H14 127.2 . . ?
C15 C14 C13 105.7(4) . . ?
C15 C14 H14 127.2 . . ?
O7 C15 H15 124.0 . . ?
C14 C15 O7 112.1(4) . . ?
C14 C15 H15 124.0 . . ?
O7 C16 H16 124.2 . . ?
C13 C16 O7 111.6(4) . . ?
C13 C16 H16 124.2 . . ?
O5 C17 O6 118.9(3) . . ?
O5 C17 C8 123.2(3) . . ?
O6 C17 C8 117.9(2) . . ?
O2 C18 O3 124.1(3) . . ?
O2 C18 C4 125.8(3) . . ?
O3 C18 C4 110.1(3) . . ?
C5 C19 H19A 109.5 . . ?
C5 C19 H19B 109.5 . . ?
C5 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 C20 H20A 109.5 . . ?
C9 C20 H20B 109.5 . . ?
C9 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

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
O1 C2 C3 C4 126.6(3) . . . . ?
O4 C8 C9 C10 68.1(3) . . . . ?
O4 C8 C9 C11 -50.9(3) . . . . ?
O4 C8 C9 C20 -167.3(2) . . . . ?
O4 C8 C17 O5 -113.4(3) . . . . ?
O4 C8 C17 O6 68.9(3) . . . . ?
O6 C12 C13 C14 -68.7(4) . . . . ?
O6 C12 C13 C16 111.1(3) . . . . ?
C1 C2 C3 C4 1.4(4) . . . . ?
C2 C1 C10 C5 49.2(4) . . . . ?
C2 C1 C10 C9 -82.7(3) . . . . ?
C2 C3 C4 C5 -9.6(5) . . . . ?
C2 C3 C4 C18 176.9(3) . . . . ?
C3 C4 C5 C6 159.0(3) . . . . ?
C3 C4 C5 C10 36.4(4) . . . . ?
C3 C4 C5 C19 -83.0(3) . . . . ?
C3 C4 C18 O2 128.2(4) . . . . ?
C3 C4 C18 O3 -52.3(4) . . . . ?
C4 C5 C6 C7 -71.8(3) . . . . ?
C4 C5 C10 C1 -53.7(3) . . . . ?
C4 C5 C10 C9 77.1(3) . . . . ?
C5 C4 C18 O2 -45.5(4) . . . . ?
C5 C4 C18 O3 134.0(3) . . . . ?
C5 C6 C7 C8 -57.5(3) . . . . ?
C6 C5 C10 C1 -179.8(3) . . . . ?
C6 C5 C10 C9 -48.9(3) . . . . ?
C6 C7 C8 O4 -61.3(3) . . . . ?
C6 C7 C8 C9 59.3(3) . . . . ?
C6 C7 C8 C17 177.7(2) . . . . ?
C7 C8 C9 C10 -55.4(3) . . . . ?
C7 C8 C9 C11 -174.4(2) . . . . ?
C7 C8 C9 C20 69.2(3) . . . . ?
C7 C8 C17 O5 9.9(4) . . . . ?
C7 C8 C17 O6 -167.8(3) . . . . ?
C8 C9 C10 C1 -179.4(2) . . . . ?
C8 C9 C10 C5 51.6(3) . . . . ?
C8 C9 C11 C12 -34.3(4) . . . . ?
C9 C8 C17 O5 131.6(3) . . . . ?
C9 C8 C17 O6 -46.1(3) . . . . ?
C9 C11 C12 O6 -16.3(4) . . . . ?
C9 C11 C12 C13 -135.2(3) . . . . ?
C10 C1 C2 O1 -147.8(3) . . . . ?
C10 C1 C2 C3 -22.4(4) . . . . ?
C10 C5 C6 C7 50.9(3) . . . . ?
C10 C9 C11 C12 -152.5(3) . . . . ?
C11 C9 C10 C1 -62.0(3) . . . . ?
C11 C9 C10 C5 169.0(2) . . . . ?
C11 C12 C13 C14 55.2(4) . . . . ?
C11 C12 C13 C16 -125.1(3) . . . . ?
C12 O6 C17 O5 174.2(3) . . . . ?
C12 O6 C17 C8 -8.0(4) . . . . ?
C12 C13 C14 C15 -179.8(3) . . . . ?
C12 C13 C16 O7 179.7(3) . . . . ?
C13 C14 C15 O7 -0.1(5) . . . . ?
C14 C13 C16 O7 -0.5(4) . . . . ?
C15 O7 C16 C13 0.5(4) . . . . ?
C16 O7 C15 C14 -0.2(4) . . . . ?
C16 C13 C14 C15 0.4(4) . . . . ?
C17 O6 C12 C11 40.9(4) . . . . ?
C17 O6 C12 C13 164.6(2) . . . . ?
C17 C8 C9 C10 -176.2(2) . . . . ?
C17 C8 C9 C11 64.8(3) . . . . ?
C17 C8 C9 C20 -51.6(3) . . . . ?
C18 C4 C5 C6 -27.6(4) . . . . ?
C18 C4 C5 C10 -150.2(2) . . . . ?
C18 C4 C5 C19 90.4(3) . . . . ?
C19 C5 C6 C7 170.0(2) . . . . ?
C19 C5 C10 C1 63.5(3) . . . . ?
C19 C5 C10 C9 -165.7(2) . . . . ?
C20 C9 C10 C1 58.4(3) . . . . ?
C20 C9 C10 C5 -70.5(3) . . . . ?
C20 C9 C11 C12 83.4(3) . . . . ?
C21 O3 C18 O2 -2.8(5) . . . . ?
C21 O3 C18 C4 177.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.973
_oxdiff_exptl_absorpt_empirical_full_min 0.553
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cu_tc_79_0m
_database_code_depnum_ccdc_archive 'CCDC 2198294'
loop_
_audit_author_name
_audit_author_address
zhuyangli
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-08-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H26 O5'
_chemical_formula_sum            'C20 H26 O5'
_chemical_formula_weight         346.41
_chemical_absolute_configuration syn
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.9441(7)
_cell_length_b                   10.7304(7)
_cell_length_c                   17.5667(12)
_cell_angle_alpha                90
_cell_angle_beta                 97.762(3)
_cell_angle_gamma                90
_cell_volume                     1857.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9907
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      71.876
_cell_measurement_theta_min      4.487
_shelx_estimated_absorpt_T_max   0.965
_shelx_estimated_absorpt_T_min   0.912
_exptl_absorpt_coefficient_mu    0.718
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6163
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1095 before and 0.0658 after correction.
The Ratio of minimum to maximum transmission is 0.8178.
The λ/2 correction factor is Not present.
;
_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    1.239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24818
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.063
_diffrn_reflns_theta_min         4.487
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8VENTURE'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.857
_reflns_Friedel_fraction_full    0.942
_reflns_Friedel_fraction_max     0.955
_reflns_number_gt                5821
_reflns_number_total             6460
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Flack x determined using 2479 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.01(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         6460
_refine_ls_number_restraints     356
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0628
_refine_ls_restrained_S_all      1.163
_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)+(0.1400P)²+0.1342P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1831
_refine_ls_wR_factor_ref         0.1901
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Restrained distances
 C29-C11 = C31-C29 = C37-C31 = C41-C11
 1.55 with sigma of 0.01
 C5-C11
 2.35 with sigma of 0.01
 C11-C21
 2.35 with sigma of 0.01
2. Restrained planarity
 C41, C21, C5, C11
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C29 \\sim C31 \\sim O9 \\sim C9 \\sim C37 \\sim C19 \\sim C39 \\sim O5 \\sim C5
\\sim C41 \\sim C43 \\sim C21 \\sim C11: within 2A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 2A
O2 \\sim C2 \\sim C33 \\sim C17 \\sim C35 \\sim C3 \\sim O11 \\sim C47 \\sim
C23 \\sim C45: within 2A with sigma of 0.004 and sigma for terminal atoms of
0.008 within 2A
4. Others
 Sof(O5)=Sof(C5)=Sof(H5)=Sof(C41)=Sof(C21)=Sof(H21)=Sof(C43)=Sof(H43)=1-FVAR(1)
 Sof(O9)=Sof(C9)=Sof(H9)=Sof(C37)=Sof(C19)=Sof(H19)=Sof(C39)=Sof(H39)=FVAR(1)
 Sof(H29C)=Sof(H29D)=Sof(C11)=Sof(H11A)=Sof(H11B)=1-FVAR(2)
 Sof(H29A)=Sof(H29B)=Sof(C31)=Sof(H31A)=Sof(H31B)=FVAR(2)
 Sof(H7BC)=Sof(H7BD)=Sof(C45)=Sof(C23)=Sof(H23)=Sof(C47)=Sof(H47)=Sof(O11)=
 Sof(C3)=Sof(H3A)=1-FVAR(3)
 Sof(H7AA)=Sof(H7AB)=Sof(O2)=Sof(C2)=Sof(H2)=Sof(C33)=Sof(C17)=Sof(H17)=
 Sof(C35)=Sof(H35)=FVAR(3)
5.a Ternary CH refined with riding coordinates:
 C1(H1), C14(H14), C22(H22), C30(H30), C36(H36), C42(H42)
5.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C6(H6A,H6B), C12(H12A,H12B), C46(H46A,H46B), C48(H48A,H48B),
 C7(H7AA,H7AB), C7(H7BC,H7BD), C29(H29A,H29B), C29(H29C,H29D), C31(H31A,H31B),
 C11(H11A,H11B)
5.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C32(H32), C2(H2), C17(H17), C35(H35), C9(H9), C19(H19), C39(H39),
 C5(H5), C21(H21), C43(H43), C23(H23), C47(H47), C3(H3A)
5.d Fitted pentagon refined as free rotating group:
 O2(C2,C33,C17,C35), O9(C9,C37,C19,C39), O5(C5,C41,C21,C43), C45(C23,C47,O11,C3)
5.e Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C44(H44A,H44B,H44C), C49(H49A,H49B,H49C), C25(H25A,H25B,
 H25C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C)
5.f Idealised tetrahedral OH refined as rotating group:
 O4(H4), O6(H6), O12(H12), O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.3547(3) 0.3965(3) 0.59950(16) 0.0492(7) Uani 1 1 d . . . . .
O4 O 0.2239(3) 0.8300(3) 0.56806(19) 0.0550(7) Uani 1 1 d . . . . .
H4 H 0.2722 0.8190 0.5343 0.082 Uiso 1 1 calc R U . . .
O6 O 0.6885(3) 0.4246(3) 0.68563(18) 0.0553(8) Uani 1 1 d . . . . .
H6 H 0.7416 0.4216 0.6538 0.083 Uiso 1 1 calc R U . . .
O8 O -0.0434(3) 1.0077(4) 0.47478(17) 0.0599(8) Uani 1 1 d . . . . .
O10 O 0.5346(4) 0.3333(3) 0.54531(19) 0.0655(9) Uani 1 1 d . . . . .
O12 O 0.2158(3) 1.1592(3) 0.52895(19) 0.0552(8) Uani 1 1 d . . . . .
H12 H 0.2693 1.2167 0.5397 0.083 Uiso 1 1 calc R U . . .
O3 O 0.4910(3) 0.6332(3) 0.55653(17) 0.0529(7) Uani 1 1 d . . . . .
H3 H 0.5159 0.6857 0.5275 0.079 Uiso 1 1 calc R U . . .
O7 O 0.1155(4) 0.9131(5) 0.4174(2) 0.0747(11) Uani 1 1 d . . . . .
C1 C 0.4652(4) 0.6081(3) 0.7621(2) 0.0409(8) Uani 1 1 d . . . . .
H1 H 0.5400 0.5977 0.8040 0.049 Uiso 1 1 calc R U . . .
C4 C 0.2958(4) 1.0726(4) 0.6564(2) 0.0465(9) Uani 1 1 d . . . . .
H4A H 0.3671 1.1345 0.6661 0.056 Uiso 1 1 calc R U . . .
H4B H 0.3286 0.9958 0.6815 0.056 Uiso 1 1 calc R U . . .
C6 C 0.1714(4) 1.1171(4) 0.6904(2) 0.0453(9) Uani 1 1 d . . . . .
H6A H 0.1350 1.1910 0.6632 0.054 Uiso 1 1 calc R U . . .
H6B H 0.1975 1.1393 0.7439 0.054 Uiso 1 1 calc R U . . .
C8 C 0.0368(3) 0.9574(3) 0.6042(2) 0.0383(8) Uani 1 1 d . . . . .
C10 C -0.1881(4) 1.0553(5) 0.5744(3) 0.0518(10) Uani 1 1 d . . . . .
H10 H -0.2638 1.0570 0.5370 0.062 Uiso 1 1 calc R U . . .
C12 C 0.4993(5) 0.7252(4) 0.7173(3) 0.0531(10) Uani 1 1 d . . . . .
H12A H 0.4220 0.7461 0.6796 0.064 Uiso 1 1 calc R U . . .
H12B H 0.5155 0.7947 0.7526 0.064 Uiso 1 1 calc R U . . .
C14 C 0.3329(4) 0.4926(4) 0.6565(2) 0.0408(8) Uani 1 1 d . . . . .
H14 H 0.3243 0.5739 0.6308 0.049 Uiso 1 1 calc R U . . .
C16 C 0.4875(5) 0.3966(4) 0.5928(2) 0.0465(9) Uani 1 1 d . . . . .
C18 C 0.3311(4) 0.6169(4) 0.8010(2) 0.0465(9) Uani 1 1 d . . . . .
C20 C 0.4649(4) 0.4905(3) 0.7116(2) 0.0372(8) Uani 1 1 d . . . . .
C22 C -0.0511(4) 1.0502(4) 0.5529(2) 0.0461(9) Uani 1 1 d . . . . .
H22 H -0.0100 1.1331 0.5596 0.055 Uiso 1 1 calc R U . . .
C24 C 0.0787(4) 0.9545(5) 0.4747(3) 0.0541(10) Uani 1 1 d . . . . .
C26 C -0.0296(4) 0.8285(4) 0.6058(3) 0.0506(10) Uani 1 1 d . . . . .
H26A H -0.1146 0.8360 0.6256 0.076 Uiso 1 1 calc R U . . .
H26B H 0.0293 0.7737 0.6382 0.076 Uiso 1 1 calc R U . . .
H26C H -0.0450 0.7951 0.5547 0.076 Uiso 1 1 calc R U . . .
C28 C -0.0792(4) 1.0580(4) 0.7122(2) 0.0425(8) Uani 1 1 d . . . . .
C30 C 0.2644(4) 1.0504(4) 0.5705(2) 0.0437(8) Uani 1 1 d . . . . .
H30 H 0.3474 1.0222 0.5513 0.052 Uiso 1 1 calc R U . . .
C32 C 0.2154(4) 0.4743(4) 0.6978(3) 0.0537(10) Uani 1 1 d . . . . .
H32 H 0.1435 0.4237 0.6775 0.064 Uiso 1 1 calc R U . . .
C34 C -0.2019(4) 1.0575(4) 0.6486(3) 0.0503(10) Uani 1 1 d . . . . .
C36 C 0.6002(4) 0.6051(4) 0.6156(2) 0.0431(8) Uani 1 1 d . . . . .
H36 H 0.6835 0.5946 0.5922 0.052 Uiso 1 1 calc R U . . .
C38 C 0.1562(4) 0.9462(4) 0.5563(2) 0.0414(8) Uani 1 1 d . . . . .
C40 C 0.5674(4) 0.4819(3) 0.6529(2) 0.0388(8) Uani 1 1 d . . . . .
C42 C 0.0612(4) 1.0154(3) 0.6846(2) 0.0380(8) Uani 1 1 d . . . . .
H42 H 0.0974 0.9486 0.7196 0.046 Uiso 1 1 calc R U . . .
C44 C 0.4802(5) 0.3724(4) 0.7609(2) 0.0485(10) Uani 1 1 d . . . . .
H44A H 0.5634 0.3764 0.7956 0.073 Uiso 1 1 calc R U . . .
H44B H 0.4818 0.3008 0.7282 0.073 Uiso 1 1 calc R U . . .
H44C H 0.4051 0.3658 0.7897 0.073 Uiso 1 1 calc R U . . .
C46 C 0.6234(5) 0.7062(4) 0.6765(3) 0.0575(11) Uani 1 1 d . . . . .
H46A H 0.6450 0.7839 0.6527 0.069 Uiso 1 1 calc R U . . .
H46B H 0.7003 0.6836 0.7140 0.069 Uiso 1 1 calc R U . . .
C48 C -0.1071(5) 0.9690(5) 0.7777(3) 0.0615(12) Uani 1 1 d . . . . .
H48A H -0.1973 0.9859 0.7904 0.074 Uiso 1 1 calc R U . . .
H48B H -0.1064 0.8839 0.7591 0.074 Uiso 1 1 calc R U . . .
C49 C 0.2708(6) 0.7492(5) 0.7929(4) 0.0706(14) Uani 1 1 d . . . . .
H49A H 0.3356 0.8079 0.8175 0.106 Uiso 1 1 calc R U . . .
H49B H 0.1895 0.7525 0.8167 0.106 Uiso 1 1 calc R U . . .
H49C H 0.2499 0.7699 0.7394 0.106 Uiso 1 1 calc R U . . .
C25 C -0.3418(5) 1.0699(5) 0.6719(4) 0.0667(13) Uani 1 1 d . . . . .
H25A H -0.3630 0.9961 0.6988 0.100 Uiso 1 1 calc R U . . .
H25B H -0.4071 1.0803 0.6269 0.100 Uiso 1 1 calc R U . . .
H25C H -0.3443 1.1410 0.7048 0.100 Uiso 1 1 calc R U . . .
C13 C -0.0714(5) 1.1945(4) 0.7419(3) 0.0567(11) Uani 1 1 d . . . . .
H13A H -0.0591 1.2498 0.7004 0.085 Uiso 1 1 calc R U . . .
H13B H 0.0038 1.2029 0.7820 0.085 Uiso 1 1 calc R U . . .
H13C H -0.1540 1.2153 0.7616 0.085 Uiso 1 1 calc R U . . .
C27 C 0.2143(5) 0.5316(5) 0.7647(3) 0.0589(11) Uani 1 1 d . . . . .
C7 C -0.0075(7) 0.9792(6) 0.8498(3) 0.0791(16) Uani 1 1 d . . . . .
H7AA H -0.0145 1.0621 0.8709 0.095 Uiso 0.425(11) 1 calc R U P A 1
H7AB H 0.0834 0.9705 0.8362 0.095 Uiso 0.425(11) 1 calc R U P A 1
H7BC H 0.0836 0.9688 0.8368 0.095 Uiso 0.575(11) 1 calc R U P A 2
H7BD H -0.0134 1.0622 0.8710 0.095 Uiso 0.575(11) 1 calc R U P A 2
C29 C 0.3643(7) 0.5870(8) 0.8873(3) 0.0900(17) Uani 1 1 d D U . . .
H29A H 0.2796 0.5836 0.9089 0.108 Uiso 0.854(18) 1 calc R U P B 1
H29B H 0.4045 0.5046 0.8924 0.108 Uiso 0.854(18) 1 calc R U P B 1
H29C H 0.2962 0.6313 0.9114 0.108 Uiso 0.146(18) 1 calc R U P B 2
H29D H 0.3433 0.4992 0.8915 0.108 Uiso 0.146(18) 1 calc R U P B 2
C15 C 0.0903(7) 0.5184(8) 0.8058(5) 0.102(2) Uani 1 1 d . . . . .
H15A H 0.0165 0.4844 0.7712 0.153 Uiso 1 1 calc R U . . .
H15B H 0.0649 0.5988 0.8233 0.153 Uiso 1 1 calc R U . . .
H15C H 0.1109 0.4638 0.8491 0.153 Uiso 1 1 calc R U . . .
C31 C 0.4577(11) 0.6760(11) 0.9346(4) 0.106(2) Uani 0.854(18) 1 d D U P B 1
H31A H 0.4143 0.7570 0.9346 0.127 Uiso 0.854(18) 1 calc R U P B 1
H31B H 0.5401 0.6855 0.9113 0.127 Uiso 0.854(18) 1 calc R U P B 1
O2 O -0.081(2) 0.7926(15) 1.0217(6) 0.150(3) Uani 0.425(11) 1 d G U P A 1
C2 C -0.013(2) 0.8955(16) 0.9933(9) 0.148(3) Uani 0.425(11) 1 d G U P A 1
H2 H 0.0314 0.9590 1.0227 0.177 Uiso 0.425(11) 1 calc R U P A 1
C33 C -0.025(2) 0.885(2) 0.9121(9) 0.141(3) Uani 0.425(11) 1 d G U P A 1
C17 C -0.101(2) 0.775(2) 0.8903(6) 0.145(3) Uani 0.425(11) 1 d G U P A 1
H17 H -0.1233 0.7454 0.8405 0.174 Uiso 0.425(11) 1 calc R U P A 1
C35 C -0.135(2) 0.7180(16) 0.9581(9) 0.149(3) Uani 0.425(11) 1 d G U P A 1
H35 H -0.1844 0.6448 0.9604 0.179 Uiso 0.425(11) 1 calc R U P A 1
O9 O 0.6291(9) 0.5635(12) 1.1254(4) 0.129(2) Uani 0.581(8) 1 d G U P B 1
C9 C 0.6307(9) 0.6102(14) 1.0499(5) 0.126(2) Uani 0.581(8) 1 d G U P B 1
H9 H 0.7076 0.6238 1.0262 0.151 Uiso 0.581(8) 1 calc R U P B 1
C37 C 0.4945(10) 0.6325(14) 1.0170(4) 0.1151(19) Uani 0.581(8) 1 d DG U P B 1
C19 C 0.4086(8) 0.5996(15) 1.0721(5) 0.121(2) Uani 0.581(8) 1 d G U P B 1
H19 H 0.3144 0.6050 1.0655 0.145 Uiso 0.581(8) 1 calc R U P B 1
C39 C 0.4918(10) 0.5570(14) 1.1391(4) 0.123(2) Uani 0.581(8) 1 d G U P B 1
H39 H 0.4616 0.5296 1.1841 0.148 Uiso 0.581(8) 1 calc R U P B 1
O5 O 0.5404(15) 0.5782(15) 1.1453(4) 0.124(2) Uani 0.419(8) 1 d G U P B 2
C5 C 0.5773(14) 0.6258(17) 1.0756(6) 0.123(2) Uani 0.419(8) 1 d DG U P B 2
H5 H 0.6493 0.6794 1.0711 0.147 Uiso 0.419(8) 1 calc R U P B 2
C41 C 0.4850(13) 0.5773(18) 1.0140(4) 0.1173(19) Uani 0.419(8) 1 d DG U P B 2
C21 C 0.3910(15) 0.4997(18) 1.0456(6) 0.122(2) Uani 0.419(8) 1 d DG U P B 2
H21 H 0.3196 0.4561 1.0180 0.147 Uiso 0.419(8) 1 calc R U P B 2
C43 C 0.4252(16) 0.5002(17) 1.1268(6) 0.122(2) Uani 0.419(8) 1 d G U P B 2
H43 H 0.3802 0.4571 1.1616 0.146 Uiso 0.419(8) 1 calc R U P B 2
C11 C 0.4947(18) 0.606(3) 0.9403(7) 0.108(2) Uani 0.146(18) 1 d D U P B 2
H11A H 0.5648 0.5544 0.9229 0.129 Uiso 0.146(18) 1 calc R U P B 2
H11B H 0.5225 0.6921 0.9375 0.129 Uiso 0.146(18) 1 calc R U P B 2
C45 C -0.0300(16) 0.8864(14) 0.9092(7) 0.141(3) Uani 0.575(11) 1 d G U P A 2
C23 C -0.1258(15) 0.7888(17) 0.9116(7) 0.146(3) Uani 0.575(11) 1 d G U P A 2
H23 H -0.2014 0.7742 0.8754 0.175 Uiso 0.575(11) 1 calc R U P A 2
C47 C -0.0858(16) 0.7175(13) 0.9789(7) 0.148(3) Uani 0.575(11) 1 d G U P A 2
H47 H -0.1306 0.6479 0.9946 0.178 Uiso 0.575(11) 1 calc R U P A 2
O11 O 0.0347(16) 0.7709(12) 1.0181(6) 0.153(3) Uani 0.575(11) 1 d G U P A 2
C3 C 0.0692(16) 0.8754(12) 0.9750(7) 0.146(3) Uani 0.575(11) 1 d G U P A 2
H3A H 0.1437 0.9274 0.9877 0.175 Uiso 0.575(11) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C14 1.474(5) . ?
O1 C16 1.341(5) . ?
O4 H4 0.8200 . ?
O4 C38 1.419(5) . ?
O6 H6 0.8200 . ?
O6 C40 1.405(4) . ?
O8 C22 1.457(5) . ?
O8 C24 1.342(6) . ?
O10 C16 1.218(5) . ?
O12 H12 0.8200 . ?
O12 C30 1.426(5) . ?
O3 H3 0.8200 . ?
O3 C36 1.429(5) . ?
O7 C24 1.201(6) . ?
C1 H1 0.9800 . ?
C1 C12 1.544(6) . ?
C1 C18 1.581(6) . ?
C1 C20 1.543(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C6 1.521(6) . ?
C4 C30 1.518(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C42 1.540(5) . ?
C8 C22 1.534(5) . ?
C8 C26 1.534(5) . ?
C8 C38 1.551(5) . ?
C8 C42 1.533(5) . ?
C10 H10 0.9300 . ?
C10 C22 1.463(6) . ?
C10 C34 1.330(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C46 1.521(7) . ?
C14 H14 0.9800 . ?
C14 C20 1.523(5) . ?
C14 C32 1.469(6) . ?
C16 C40 1.534(5) . ?
C18 C49 1.541(6) . ?
C18 C27 1.548(7) . ?
C18 C29 1.540(7) . ?
C20 C40 1.548(5) . ?
C20 C44 1.530(5) . ?
C22 H22 0.9800 . ?
C24 C38 1.536(6) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C28 C34 1.539(6) . ?
C28 C42 1.605(5) . ?
C28 C48 1.550(6) . ?
C28 C13 1.554(6) . ?
C30 H30 0.9800 . ?
C30 C38 1.548(5) . ?
C32 H32 0.9300 . ?
C32 C27 1.328(7) . ?
C34 C25 1.508(6) . ?
C36 H36 0.9800 . ?
C36 C40 1.531(5) . ?
C36 C46 1.520(6) . ?
C42 H42 0.9800 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C48 C7 1.502(8) . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C27 C15 1.518(7) . ?
C7 H7AA 0.9700 . ?
C7 H7AB 0.9700 . ?
C7 H7BC 0.9700 . ?
C7 H7BD 0.9700 . ?
C7 C33 1.521(12) . ?
C7 C45 1.481(10) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C29 H29D 0.9700 . ?
C29 C31 1.503(10) . ?
C29 C11 1.505(13) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C37 1.517(9) . ?
O2 C2 1.4200 . ?
O2 C35 1.4200 . ?
C2 H2 0.9300 . ?
C2 C33 1.4200 . ?
C33 C17 1.4200 . ?
C17 H17 0.9300 . ?
C17 C35 1.4200 . ?
C35 H35 0.9300 . ?
O9 C9 1.4200 . ?
O9 C39 1.4200 . ?
C9 H9 0.9300 . ?
C9 C37 1.4200 . ?
C37 C19 1.4200 . ?
C19 H19 0.9300 . ?
C19 C39 1.4200 . ?
C39 H39 0.9300 . ?
O5 C5 1.4200 . ?
O5 C43 1.4200 . ?
C5 H5 0.9300 . ?
C5 C41 1.4200 . ?
C41 C21 1.4200 . ?
C41 C11 1.346(9) . ?
C21 H21 0.9300 . ?
C21 C43 1.4200 . ?
C43 H43 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C45 C23 1.4200 . ?
C45 C3 1.4200 . ?
C23 H23 0.9300 . ?
C23 C47 1.4200 . ?
C47 H47 0.9300 . ?
C47 O11 1.4200 . ?
O11 C3 1.4200 . ?
C3 H3A 0.9300 . ?

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
C16 O1 C14 107.2(3) . . ?
C38 O4 H4 109.5 . . ?
C40 O6 H6 109.5 . . ?
C24 O8 C22 107.2(3) . . ?
C30 O12 H12 109.5 . . ?
C36 O3 H3 109.5 . . ?
C12 C1 H1 106.3 . . ?
C12 C1 C18 115.4(3) . . ?
C18 C1 H1 106.3 . . ?
C20 C1 H1 106.3 . . ?
C20 C1 C12 110.8(3) . . ?
C20 C1 C18 111.2(3) . . ?
H4A C4 H4B 107.9 . . ?
C6 C4 H4A 109.3 . . ?
C6 C4 H4B 109.3 . . ?
C30 C4 H4A 109.3 . . ?
C30 C4 H4B 109.3 . . ?
C30 C4 C6 111.8(3) . . ?
C4 C6 H6A 109.4 . . ?
C4 C6 H6B 109.4 . . ?
C4 C6 C42 111.1(3) . . ?
H6A C6 H6B 108.0 . . ?
C42 C6 H6A 109.4 . . ?
C42 C6 H6B 109.4 . . ?
C22 C8 C38 98.5(3) . . ?
C26 C8 C22 112.5(3) . . ?
C26 C8 C38 107.7(3) . . ?
C42 C8 C22 106.6(3) . . ?
C42 C8 C26 111.4(3) . . ?
C42 C8 C38 119.6(3) . . ?
C22 C10 H10 120.8 . . ?
C34 C10 H10 120.8 . . ?
C34 C10 C22 118.5(4) . . ?
C1 C12 H12A 109.1 . . ?
C1 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
C46 C12 C1 112.3(4) . . ?
C46 C12 H12A 109.1 . . ?
C46 C12 H12B 109.1 . . ?
O1 C14 H14 108.7 . . ?
O1 C14 C20 103.2(3) . . ?
C20 C14 H14 108.7 . . ?
C32 C14 O1 116.2(3) . . ?
C32 C14 H14 108.7 . . ?
C32 C14 C20 111.0(3) . . ?
O1 C16 C40 111.4(3) . . ?
O10 C16 O1 122.2(4) . . ?
O10 C16 C40 126.4(4) . . ?
C49 C18 C1 110.8(4) . . ?
C49 C18 C27 104.2(4) . . ?
C49 C18 C29 108.2(5) . . ?
C27 C18 C1 114.6(3) . . ?
C29 C18 C1 109.4(4) . . ?
C29 C18 C27 109.3(4) . . ?
C1 C20 C40 118.8(3) . . ?
C14 C20 C1 106.7(3) . . ?
C14 C20 C40 99.5(3) . . ?
C14 C20 C44 112.6(3) . . ?
C44 C20 C1 111.2(3) . . ?
C44 C20 C40 107.6(3) . . ?
O8 C22 C8 104.6(3) . . ?
O8 C22 C10 115.1(3) . . ?
O8 C22 H22 108.8 . . ?
C8 C22 H22 108.8 . . ?
C10 C22 C8 110.4(3) . . ?
C10 C22 H22 108.8 . . ?
O8 C24 C38 111.3(4) . . ?
O7 C24 O8 122.5(4) . . ?
O7 C24 C38 126.1(4) . . ?
C8 C26 H26A 109.5 . . ?
C8 C26 H26B 109.5 . . ?
C8 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C34 C28 C42 114.7(3) . . ?
C34 C28 C48 109.5(4) . . ?
C34 C28 C13 104.2(3) . . ?
C48 C28 C42 107.4(3) . . ?
C48 C28 C13 109.7(4) . . ?
C13 C28 C42 111.3(3) . . ?
O12 C30 C4 113.0(3) . . ?
O12 C30 H30 108.7 . . ?
O12 C30 C38 109.2(3) . . ?
C4 C30 H30 108.7 . . ?
C4 C30 C38 108.5(3) . . ?
C38 C30 H30 108.7 . . ?
C14 C32 H32 120.7 . . ?
C27 C32 C14 118.5(4) . . ?
C27 C32 H32 120.7 . . ?
C10 C34 C28 122.4(3) . . ?
C10 C34 C25 119.2(4) . . ?
C25 C34 C28 118.2(4) . . ?
O3 C36 H36 108.8 . . ?
O3 C36 C40 107.9(3) . . ?
O3 C36 C46 112.9(4) . . ?
C40 C36 H36 108.8 . . ?
C46 C36 H36 108.8 . . ?
C46 C36 C40 109.6(3) . . ?
O4 C38 C8 111.8(3) . . ?
O4 C38 C24 110.8(3) . . ?
O4 C38 C30 107.8(3) . . ?
C24 C38 C8 100.2(3) . . ?
C24 C38 C30 111.1(3) . . ?
C30 C38 C8 115.1(3) . . ?
O6 C40 C16 110.9(3) . . ?
O6 C40 C20 111.0(3) . . ?
O6 C40 C36 109.4(3) . . ?
C16 C40 C20 99.7(3) . . ?
C36 C40 C16 110.0(3) . . ?
C36 C40 C20 115.6(3) . . ?
C6 C42 C28 114.8(3) . . ?
C6 C42 H42 106.2 . . ?
C8 C42 C6 111.8(3) . . ?
C8 C42 C28 110.9(3) . . ?
C8 C42 H42 106.2 . . ?
C28 C42 H42 106.2 . . ?
C20 C44 H44A 109.5 . . ?
C20 C44 H44B 109.5 . . ?
C20 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C12 C46 H46A 109.3 . . ?
C12 C46 H46B 109.3 . . ?
C36 C46 C12 111.8(4) . . ?
C36 C46 H46A 109.3 . . ?
C36 C46 H46B 109.3 . . ?
H46A C46 H46B 107.9 . . ?
C28 C48 H48A 108.6 . . ?
C28 C48 H48B 108.6 . . ?
H48A C48 H48B 107.6 . . ?
C7 C48 C28 114.7(5) . . ?
C7 C48 H48A 108.6 . . ?
C7 C48 H48B 108.6 . . ?
C18 C49 H49A 109.5 . . ?
C18 C49 H49B 109.5 . . ?
C18 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C34 C25 H25A 109.5 . . ?
C34 C25 H25B 109.5 . . ?
C34 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C28 C13 H13A 109.5 . . ?
C28 C13 H13B 109.5 . . ?
C28 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C32 C27 C18 122.9(4) . . ?
C32 C27 C15 118.9(5) . . ?
C15 C27 C18 118.1(5) . . ?
C48 C7 H7AA 108.4 . . ?
C48 C7 H7AB 108.4 . . ?
C48 C7 H7BC 108.9 . . ?
C48 C7 H7BD 108.9 . . ?
C48 C7 C33 115.5(10) . . ?
H7AA C7 H7AB 107.5 . . ?
H7BC C7 H7BD 107.7 . . ?
C33 C7 H7AA 108.4 . . ?
C33 C7 H7AB 108.4 . . ?
C45 C7 C48 113.5(8) . . ?
C45 C7 H7BC 108.9 . . ?
C45 C7 H7BD 108.9 . . ?
C18 C29 H29A 108.2 . . ?
C18 C29 H29B 108.2 . . ?
C18 C29 H29C 105.0 . . ?
C18 C29 H29D 105.0 . . ?
H29A C29 H29B 107.3 . . ?
H29C C29 H29D 105.8 . . ?
C31 C29 C18 116.5(6) . . ?
C31 C29 H29A 108.2 . . ?
C31 C29 H29B 108.2 . . ?
C11 C29 C18 129.3(7) . . ?
C11 C29 H29C 105.0 . . ?
C11 C29 H29D 105.0 . . ?
C27 C15 H15A 109.5 . . ?
C27 C15 H15B 109.5 . . ?
C27 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C29 C31 H31A 109.1 . . ?
C29 C31 H31B 109.1 . . ?
C29 C31 C37 112.5(9) . . ?
H31A C31 H31B 107.8 . . ?
C37 C31 H31A 109.1 . . ?
C37 C31 H31B 109.1 . . ?
C2 O2 C35 108.0 . . ?
O2 C2 H2 126.0 . . ?
C33 C2 O2 108.0 . . ?
C33 C2 H2 126.0 . . ?
C2 C33 C7 131.7(14) . . ?
C2 C33 C17 108.0 . . ?
C17 C33 C7 117.9(14) . . ?
C33 C17 H17 126.0 . . ?
C35 C17 C33 108.0 . . ?
C35 C17 H17 126.0 . . ?
O2 C35 H35 126.0 . . ?
C17 C35 O2 108.0 . . ?
C17 C35 H35 126.0 . . ?
C39 O9 C9 108.0 . . ?
O9 C9 H9 126.0 . . ?
C37 C9 O9 108.0 . . ?
C37 C9 H9 126.0 . . ?
C9 C37 C31 122.3(8) . . ?
C9 C37 C19 108.0 . . ?
C19 C37 C31 129.6(8) . . ?
C37 C19 H19 126.0 . . ?
C39 C19 C37 108.0 . . ?
C39 C19 H19 126.0 . . ?
O9 C39 H39 126.0 . . ?
C19 C39 O9 108.0 . . ?
C19 C39 H39 126.0 . . ?
C43 O5 C5 108.0 . . ?
O5 C5 H5 126.0 . . ?
C41 C5 O5 108.0 . . ?
C41 C5 H5 126.0 . . ?
C21 C41 C5 108.0 . . ?
C11 C41 C5 121.8(8) . . ?
C11 C41 C21 130.2(8) . . ?
C41 C21 H21 126.0 . . ?
C43 C21 C41 108.0 . . ?
C43 C21 H21 126.0 . . ?
O5 C43 C21 108.0 . . ?
O5 C43 H43 126.0 . . ?
C21 C43 H43 126.0 . . ?
C29 C11 H11A 108.9 . . ?
C29 C11 H11B 108.9 . . ?
C41 C11 C29 113.4(10) . . ?
C41 C11 H11A 108.9 . . ?
C41 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C23 C45 C7 133.1(10) . . ?
C3 C45 C7 118.4(10) . . ?
C3 C45 C23 108.0 . . ?
C45 C23 H23 126.0 . . ?
C47 C23 C45 108.0 . . ?
C47 C23 H23 126.0 . . ?
C23 C47 H47 126.0 . . ?
C23 C47 O11 108.0 . . ?
O11 C47 H47 126.0 . . ?
C47 O11 C3 108.0 . . ?
C45 C3 O11 108.0 . . ?
C45 C3 H3A 126.0 . . ?
O11 C3 H3A 126.0 . . ?

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
O1 C14 C20 C1 167.0(3) . . . . ?
O1 C14 C20 C40 42.9(3) . . . . ?
O1 C14 C20 C44 -70.8(4) . . . . ?
O1 C14 C32 C27 158.6(4) . . . . ?
O1 C16 C40 O6 136.7(3) . . . . ?
O1 C16 C40 C20 19.7(4) . . . . ?
O1 C16 C40 C36 -102.1(4) . . . . ?
O8 C24 C38 O4 138.9(4) . . . . ?
O8 C24 C38 C8 20.7(4) . . . . ?
O8 C24 C38 C30 -101.3(4) . . . . ?
O10 C16 C40 O6 -41.6(6) . . . . ?
O10 C16 C40 C20 -158.6(4) . . . . ?
O10 C16 C40 C36 79.5(5) . . . . ?
O12 C30 C38 O4 155.0(3) . . . . ?
O12 C30 C38 C8 -79.5(4) . . . . ?
O12 C30 C38 C24 33.5(5) . . . . ?
O3 C36 C40 O6 154.9(3) . . . . ?
O3 C36 C40 C16 32.9(4) . . . . ?
O3 C36 C40 C20 -78.9(4) . . . . ?
O3 C36 C46 C12 60.9(5) . . . . ?
O7 C24 C38 O4 -36.9(6) . . . . ?
O7 C24 C38 C8 -155.1(5) . . . . ?
O7 C24 C38 C30 82.8(6) . . . . ?
C1 C12 C46 C36 63.4(5) . . . . ?
C1 C18 C27 C32 -12.6(6) . . . . ?
C1 C18 C27 C15 170.5(5) . . . . ?
C1 C18 C29 C31 64.3(8) . . . . ?
C1 C18 C29 C11 28.5(19) . . . . ?
C1 C20 C40 O6 91.1(4) . . . . ?
C1 C20 C40 C16 -152.0(3) . . . . ?
C1 C20 C40 C36 -34.3(5) . . . . ?
C4 C6 C42 C8 -47.3(4) . . . . ?
C4 C6 C42 C28 -174.8(3) . . . . ?
C4 C30 C38 O4 -81.5(4) . . . . ?
C4 C30 C38 C8 44.1(4) . . . . ?
C4 C30 C38 C24 157.0(3) . . . . ?
C6 C4 C30 O12 59.1(4) . . . . ?
C6 C4 C30 C38 -62.1(4) . . . . ?
C12 C1 C18 C49 -6.4(5) . . . . ?
C12 C1 C18 C27 111.2(4) . . . . ?
C12 C1 C18 C29 -125.6(5) . . . . ?
C12 C1 C20 C14 -76.5(4) . . . . ?
C12 C1 C20 C40 34.8(5) . . . . ?
C12 C1 C20 C44 160.5(4) . . . . ?
C14 O1 C16 O10 -174.2(4) . . . . ?
C14 O1 C16 C40 7.4(4) . . . . ?
C14 C20 C40 O6 -153.8(3) . . . . ?
C14 C20 C40 C16 -36.9(3) . . . . ?
C14 C20 C40 C36 80.9(4) . . . . ?
C14 C32 C27 C18 0.1(7) . . . . ?
C14 C32 C27 C15 177.0(5) . . . . ?
C16 O1 C14 C20 -32.3(4) . . . . ?
C16 O1 C14 C32 -154.0(4) . . . . ?
C18 C1 C12 C46 -175.7(4) . . . . ?
C18 C1 C20 C14 53.2(4) . . . . ?
C18 C1 C20 C40 164.5(3) . . . . ?
C18 C1 C20 C44 -69.8(4) . . . . ?
C18 C29 C31 C37 -174.7(7) . . . . ?
C18 C29 C11 C41 175.5(7) . . . . ?
C20 C1 C12 C46 -48.2(5) . . . . ?
C20 C1 C18 C49 -133.7(4) . . . . ?
C20 C1 C18 C27 -16.1(5) . . . . ?
C20 C1 C18 C29 107.1(5) . . . . ?
C20 C14 C32 C27 41.2(6) . . . . ?
C22 O8 C24 O7 -178.2(5) . . . . ?
C22 O8 C24 C38 5.8(5) . . . . ?
C22 C8 C38 O4 -153.5(3) . . . . ?
C22 C8 C38 C24 -36.1(4) . . . . ?
C22 C8 C38 C30 83.0(4) . . . . ?
C22 C8 C42 C6 -78.1(4) . . . . ?
C22 C8 C42 C28 51.4(4) . . . . ?
C22 C10 C34 C28 1.5(7) . . . . ?
C22 C10 C34 C25 176.7(4) . . . . ?
C24 O8 C22 C8 -30.8(4) . . . . ?
C24 O8 C22 C10 -152.1(4) . . . . ?
C26 C8 C22 O8 -71.5(4) . . . . ?
C26 C8 C22 C10 52.9(5) . . . . ?
C26 C8 C38 O4 -36.5(4) . . . . ?
C26 C8 C38 C24 80.9(4) . . . . ?
C26 C8 C38 C30 -159.9(3) . . . . ?
C26 C8 C42 C6 158.8(3) . . . . ?
C26 C8 C42 C28 -71.7(4) . . . . ?
C28 C48 C7 C33 -174.6(11) . . . . ?
C28 C48 C7 C45 -175.4(8) . . . . ?
C30 C4 C6 C42 65.5(4) . . . . ?
C32 C14 C20 C1 -67.8(4) . . . . ?
C32 C14 C20 C40 168.1(3) . . . . ?
C32 C14 C20 C44 54.4(4) . . . . ?
C34 C10 C22 O8 160.9(4) . . . . ?
C34 C10 C22 C8 42.7(6) . . . . ?
C34 C28 C42 C6 116.1(4) . . . . ?
C34 C28 C42 C8 -11.8(4) . . . . ?
C34 C28 C48 C7 -168.9(4) . . . . ?
C38 C8 C22 O8 41.7(4) . . . . ?
C38 C8 C22 C10 166.1(3) . . . . ?
C38 C8 C42 C6 32.2(4) . . . . ?
C38 C8 C42 C28 161.7(3) . . . . ?
C40 C36 C46 C12 -59.5(5) . . . . ?
C42 C8 C22 O8 166.2(3) . . . . ?
C42 C8 C22 C10 -69.5(4) . . . . ?
C42 C8 C38 O4 91.8(4) . . . . ?
C42 C8 C38 C24 -150.7(3) . . . . ?
C42 C8 C38 C30 -31.6(5) . . . . ?
C42 C28 C34 C10 -17.3(6) . . . . ?
C42 C28 C34 C25 167.5(4) . . . . ?
C42 C28 C48 C7 66.1(5) . . . . ?
C44 C20 C40 O6 -36.3(4) . . . . ?
C44 C20 C40 C16 80.6(3) . . . . ?
C44 C20 C40 C36 -161.7(3) . . . . ?
C46 C36 C40 O6 -81.7(4) . . . . ?
C46 C36 C40 C16 156.3(4) . . . . ?
C46 C36 C40 C20 44.5(5) . . . . ?
C48 C28 C34 C10 -138.0(5) . . . . ?
C48 C28 C34 C25 46.8(5) . . . . ?
C48 C28 C42 C6 -122.0(4) . . . . ?
C48 C28 C42 C8 110.1(4) . . . . ?
C48 C7 C33 C2 -140.9(16) . . . . ?
C48 C7 C33 C17 19.3(17) . . . . ?
C48 C7 C45 C23 0.8(15) . . . . ?
C48 C7 C45 C3 171.1(8) . . . . ?
C49 C18 C27 C32 108.7(5) . . . . ?
C49 C18 C27 C15 -68.2(6) . . . . ?
C49 C18 C29 C31 -56.5(8) . . . . ?
C49 C18 C29 C11 -92.3(18) . . . . ?
C13 C28 C34 C10 104.7(5) . . . . ?
C13 C28 C34 C25 -70.6(5) . . . . ?
C13 C28 C42 C6 -1.9(5) . . . . ?
C13 C28 C42 C8 -129.8(4) . . . . ?
C13 C28 C48 C7 -55.1(5) . . . . ?
C27 C18 C29 C31 -169.4(6) . . . . ?
C27 C18 C29 C11 154.8(18) . . . . ?
C7 C33 C17 C35 -165(2) . . . . ?
C7 C45 C23 C47 171.1(16) . . . . ?
C7 C45 C3 O11 -172.6(13) . . . . ?
C29 C18 C27 C32 -135.8(5) . . . . ?
C29 C18 C27 C15 47.3(7) . . . . ?
C29 C31 C37 C9 120.7(10) . . . . ?
C29 C31 C37 C19 -55.0(15) . . . . ?
C31 C29 C11 C41 97.8(19) . . . . ?
C31 C37 C19 C39 176.1(14) . . . . ?
O2 C2 C33 C7 162(2) . . . . ?
O2 C2 C33 C17 0.0 . . . . ?
C2 O2 C35 C17 0.0 . . . . ?
C2 C33 C17 C35 0.0 . . . . ?
C33 C7 C45 C23 -158(39) . . . . ?
C33 C7 C45 C3 12(38) . . . . ?
C33 C17 C35 O2 0.0 . . . . ?
C35 O2 C2 C33 0.0 . . . . ?
O9 C9 C37 C31 -176.5(13) . . . . ?
O9 C9 C37 C19 0.0 . . . . ?
C9 O9 C39 C19 0.0 . . . . ?
C9 C37 C19 C39 0.0 . . . . ?
C37 C19 C39 O9 0.0 . . . . ?
C39 O9 C9 C37 0.0 . . . . ?
O5 C5 C41 C21 0.0 . . . . ?
O5 C5 C41 C11 -179.7(4) . . . . ?
C5 O5 C43 C21 0.0 . . . . ?
C5 C41 C21 C43 0.0 . . . . ?
C5 C41 C11 C29 -158.6(19) . . . . ?
C41 C21 C43 O5 0.0 . . . . ?
C21 C41 C11 C29 22(2) . . . . ?
C43 O5 C5 C41 0.0 . . . . ?
C11 C29 C31 C37 -52.3(13) . . . . ?
C11 C41 C21 C43 179.7(4) . . . . ?
C45 C7 C33 C2 -119(39) . . . . ?
C45 C7 C33 C17 41(38) . . . . ?
C45 C23 C47 O11 0.0 . . . . ?
C23 C45 C3 O11 0.0 . . . . ?
C23 C47 O11 C3 0.0 . . . . ?
C47 O11 C3 C45 0.0 . . . . ?
C3 C45 C23 C47 0.0 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cu_tc_73_0m
_database_code_depnum_ccdc_archive 'CCDC 2198339'
loop_
_audit_author_name
_audit_author_address
zhuyangli
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-08-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C21 H24 O6'
_chemical_formula_sum            'C21 H24 O6'
_chemical_formula_weight         372.40
_chemical_absolute_configuration syn
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.6514(4)
_cell_length_b                   12.1518(5)
_cell_length_c                   18.3209(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1926.08(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9178
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      72.281
_cell_measurement_theta_min      2.412
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.893
_exptl_absorpt_coefficient_mu    0.774
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0968 before and 0.0478 after correction.
The Ratio of minimum to maximum transmission is 0.8958.
The λ/2 correction factor is Not present.
;
_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    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14025
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.006
_diffrn_reflns_theta_min         5.655
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8VENTURE'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.737
_reflns_Friedel_fraction_full    0.976
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                3247
_reflns_number_total             3402
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 
;
 Flack x determined using 1348 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.01(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0615P)²+0.2335P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1029
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C4(H4), C10(H10), C21(H21)
1.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C11(H11A,H11B), C2(H2A,H2B), C9(H9A,H9B)
1.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C13(H13), C17(H17), C5(H5)
1.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C15(H15A,H15B,H15C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.2313(2) -0.07092(15) 0.18752(10) 0.0654(5) Uani 1 1 d . . . . .
O4 O 0.0243(2) 0.09814(15) 0.36608(11) 0.0745(6) Uani 1 1 d . . . . .
O6 O 0.1213(3) 0.52071(15) 0.34943(10) 0.0774(6) Uani 1 1 d . . . . .
O3 O 0.3490(3) 0.04782(18) 0.11366(10) 0.0767(6) Uani 1 1 d . . . . .
O2 O -0.0512(3) 0.23429(19) 0.43865(12) 0.0867(7) Uani 1 1 d . . . . .
C1 C 0.3694(2) 0.07984(17) 0.23925(12) 0.0431(5) Uani 1 1 d . . . . .
O5 O 0.2565(4) 0.6135(2) 0.57978(13) 0.1141(10) Uani 1 1 d . . . . .
C4 C 0.3300(3) 0.18460(18) 0.35788(12) 0.0474(5) Uani 1 1 d . . . . .
H4 H 0.2948 0.1679 0.4075 0.057 Uiso 1 1 calc R U . . .
C6 C 0.2492(2) 0.29679(16) 0.33779(10) 0.0406(4) Uani 1 1 d . . . . .
C8 C 0.3070(3) 0.01143(18) 0.17915(12) 0.0471(5) Uani 1 1 d . . . . .
C10 C 0.0764(2) 0.27382(18) 0.32137(11) 0.0442(5) Uani 1 1 d . . . . .
H10 H 0.0182 0.3419 0.3131 0.053 Uiso 1 1 calc R U . . .
C12 C 0.1997(3) 0.55287(19) 0.46869(13) 0.0560(6) Uani 1 1 d . . . . .
C14 C 0.2800(3) 0.08272(16) 0.31098(11) 0.0441(5) Uani 1 1 d . . . . .
C16 C 0.3224(3) 0.35497(19) 0.27224(14) 0.0548(6) Uani 1 1 d . . . . .
H16A H 0.4218 0.3835 0.2858 0.082 Uiso 1 1 calc R U . . .
H16B H 0.2569 0.4144 0.2569 0.082 Uiso 1 1 calc R U . . .
H16C H 0.3343 0.3035 0.2329 0.082 Uiso 1 1 calc R U . . .
C18 C 0.5090(3) 0.12397(19) 0.23237(17) 0.0611(7) Uani 1 1 d . . . . .
H18 H 0.5571 0.1186 0.1871 0.073 Uiso 1 1 calc R U . . .
C20 C 0.0594(3) 0.1937(2) 0.25791(13) 0.0516(5) Uani 1 1 d . . . . .
H20A H -0.0459 0.1908 0.2399 0.062 Uiso 1 1 calc R U . . .
H20B H 0.1290 0.2114 0.2181 0.062 Uiso 1 1 calc R U . . .
C21 C 0.1051(3) 0.08899(19) 0.29599(13) 0.0524(6) Uani 1 1 d . . . . .
H21 H 0.0696 0.0244 0.2687 0.063 Uiso 1 1 calc R U . . .
C11 C 0.2608(3) 0.37188(18) 0.40576(12) 0.0530(6) Uani 1 1 d . . . . .
H11A H 0.2146 0.3329 0.4465 0.064 Uiso 1 1 calc R U . . .
H11B H 0.3695 0.3815 0.4170 0.064 Uiso 1 1 calc R U . . .
C3 C 0.1880(3) 0.48460(18) 0.40228(12) 0.0495(5) Uani 1 1 d . . . . .
C13 C 0.2716(4) 0.5301(3) 0.53151(15) 0.0761(8) Uani 1 1 d . . . . .
H13 H 0.3251 0.4652 0.5408 0.091 Uiso 1 1 calc R U . . .
C7 C 0.0084(3) 0.2066(2) 0.38223(15) 0.0620(6) Uani 1 1 d . . . . .
C15 C 0.3150(5) -0.0243(2) 0.35260(14) 0.0754(9) Uani 1 1 d . . . . .
H15A H 0.2925 -0.0863 0.3219 0.113 Uiso 1 1 calc R U . . .
H15B H 0.2523 -0.0277 0.3958 0.113 Uiso 1 1 calc R U . . .
H15C H 0.4222 -0.0256 0.3661 0.113 Uiso 1 1 calc R U . . .
C2 C 0.5072(3) 0.1897(3) 0.36322(18) 0.0755(9) Uani 1 1 d . . . . .
H2A H 0.5354 0.2585 0.3865 0.091 Uiso 1 1 calc R U . . .
H2B H 0.5416 0.1305 0.3948 0.091 Uiso 1 1 calc R U . . .
C17 C 0.1325(5) 0.6596(3) 0.4786(2) 0.0934(11) Uani 1 1 d . . . . .
H17 H 0.0736 0.6988 0.4450 0.112 Uiso 1 1 calc R U . . .
C9 C 0.5942(3) 0.1814(3) 0.2917(2) 0.0871(11) Uani 1 1 d . . . . .
H9A H 0.6195 0.2551 0.2752 0.104 Uiso 1 1 calc R U . . .
H9B H 0.6906 0.1429 0.3003 0.104 Uiso 1 1 calc R U . . .
C19 C 0.2917(5) -0.0154(4) 0.05198(15) 0.1010(13) Uani 1 1 d . . . . .
H19A H 0.3536 0.0000 0.0097 0.151 Uiso 1 1 calc R U . . .
H19B H 0.1863 0.0045 0.0424 0.151 Uiso 1 1 calc R U . . .
H19C H 0.2974 -0.0925 0.0631 0.151 Uiso 1 1 calc R U . . .
C5 C 0.1709(7) 0.6911(3) 0.5450(2) 0.1187(17) Uani 1 1 d . . . . .
H5 H 0.1428 0.7581 0.5655 0.142 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C8 1.206(3) . ?
O4 C21 1.466(3) . ?
O4 C7 1.358(3) . ?
O6 C3 1.210(3) . ?
O3 C8 1.329(3) . ?
O3 C19 1.454(4) . ?
O2 C7 1.203(3) . ?
C1 C8 1.482(3) . ?
C1 C14 1.525(3) . ?
C1 C18 1.328(3) . ?
O5 C13 1.352(3) . ?
O5 C5 1.358(5) . ?
C4 H4 0.9800 . ?
C4 C6 1.575(3) . ?
C4 C14 1.568(3) . ?
C4 C2 1.537(4) . ?
C6 C10 1.551(3) . ?
C6 C16 1.531(3) . ?
C6 C11 1.547(3) . ?
C10 H10 0.9800 . ?
C10 C20 1.523(3) . ?
C10 C7 1.502(3) . ?
C12 C3 1.476(3) . ?
C12 C13 1.337(4) . ?
C12 C17 1.433(4) . ?
C14 C21 1.540(3) . ?
C14 C15 1.537(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C18 H18 0.9300 . ?
C18 C9 1.487(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.504(4) . ?
C21 H21 0.9800 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C3 1.509(3) . ?
C13 H13 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C9 1.515(5) . ?
C17 H17 0.9300 . ?
C17 C5 1.317(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C5 H5 0.9300 . ?

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
C7 O4 C21 108.23(18) . . ?
C8 O3 C19 115.6(3) . . ?
C8 C1 C14 117.93(18) . . ?
C18 C1 C8 119.2(2) . . ?
C18 C1 C14 122.3(2) . . ?
C13 O5 C5 105.5(3) . . ?
C6 C4 H4 105.0 . . ?
C14 C4 H4 105.0 . . ?
C14 C4 C6 115.67(17) . . ?
C2 C4 H4 105.0 . . ?
C2 C4 C6 114.9(2) . . ?
C2 C4 C14 109.99(19) . . ?
C10 C6 C4 108.48(17) . . ?
C16 C6 C4 113.56(18) . . ?
C16 C6 C10 109.24(17) . . ?
C16 C6 C11 109.43(18) . . ?
C11 C6 C4 107.09(16) . . ?
C11 C6 C10 108.93(18) . . ?
O1 C8 O3 122.6(2) . . ?
O1 C8 C1 124.7(2) . . ?
O3 C8 C1 112.6(2) . . ?
C6 C10 H10 111.9 . . ?
C20 C10 C6 110.85(17) . . ?
C20 C10 H10 111.9 . . ?
C7 C10 C6 109.35(19) . . ?
C7 C10 H10 111.9 . . ?
C7 C10 C20 100.45(19) . . ?
C13 C12 C3 128.7(2) . . ?
C13 C12 C17 105.5(3) . . ?
C17 C12 C3 125.8(3) . . ?
C1 C14 C4 110.52(18) . . ?
C1 C14 C21 110.23(18) . . ?
C1 C14 C15 107.94(19) . . ?
C21 C14 C4 109.25(17) . . ?
C21 C14 C15 108.9(2) . . ?
C15 C14 C4 109.97(19) . . ?
C6 C16 H16A 109.5 . . ?
C6 C16 H16B 109.5 . . ?
C6 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C1 C18 H18 117.6 . . ?
C1 C18 C9 124.8(3) . . ?
C9 C18 H18 117.6 . . ?
C10 C20 H20A 111.9 . . ?
C10 C20 H20B 111.9 . . ?
H20A C20 H20B 109.6 . . ?
C21 C20 C10 99.29(18) . . ?
C21 C20 H20A 111.9 . . ?
C21 C20 H20B 111.9 . . ?
O4 C21 C14 108.4(2) . . ?
O4 C21 C20 102.53(18) . . ?
O4 C21 H21 111.0 . . ?
C14 C21 H21 111.0 . . ?
C20 C21 C14 112.49(18) . . ?
C20 C21 H21 111.0 . . ?
C6 C11 H11A 107.7 . . ?
C6 C11 H11B 107.7 . . ?
H11A C11 H11B 107.1 . . ?
C3 C11 C6 118.34(17) . . ?
C3 C11 H11A 107.7 . . ?
C3 C11 H11B 107.7 . . ?
O6 C3 C12 119.2(2) . . ?
O6 C3 C11 124.2(2) . . ?
C12 C3 C11 116.55(19) . . ?
O5 C13 H13 124.4 . . ?
C12 C13 O5 111.3(3) . . ?
C12 C13 H13 124.4 . . ?
O4 C7 C10 109.1(2) . . ?
O2 C7 O4 120.2(2) . . ?
O2 C7 C10 130.8(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C4 C2 H2A 108.3 . . ?
C4 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
C9 C2 C4 115.9(2) . . ?
C9 C2 H2A 108.3 . . ?
C9 C2 H2B 108.3 . . ?
C12 C17 H17 126.9 . . ?
C5 C17 C12 106.1(3) . . ?
C5 C17 H17 126.9 . . ?
C18 C9 C2 114.7(2) . . ?
C18 C9 H9A 108.6 . . ?
C18 C9 H9B 108.6 . . ?
C2 C9 H9A 108.6 . . ?
C2 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O5 C5 H5 124.2 . . ?
C17 C5 O5 111.7(3) . . ?
C17 C5 H5 124.2 . . ?

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
C1 C14 C21 O4 -176.71(16) . . . . ?
C1 C14 C21 C20 -64.0(2) . . . . ?
C1 C18 C9 C2 -1.5(4) . . . . ?
C4 C6 C10 C20 -59.9(2) . . . . ?
C4 C6 C10 C7 50.0(2) . . . . ?
C4 C6 C11 C3 -178.3(2) . . . . ?
C4 C14 C21 O4 -55.1(2) . . . . ?
C4 C14 C21 C20 57.6(2) . . . . ?
C4 C2 C9 C18 -24.7(4) . . . . ?
C6 C4 C14 C1 82.6(2) . . . . ?
C6 C4 C14 C21 -38.8(3) . . . . ?
C6 C4 C14 C15 -158.3(2) . . . . ?
C6 C4 C2 C9 -82.4(3) . . . . ?
C6 C10 C20 C21 74.4(2) . . . . ?
C6 C10 C7 O4 -90.7(3) . . . . ?
C6 C10 C7 O2 88.4(4) . . . . ?
C6 C11 C3 O6 -0.3(4) . . . . ?
C6 C11 C3 C12 179.1(2) . . . . ?
C8 C1 C14 C4 -161.94(18) . . . . ?
C8 C1 C14 C21 -41.1(3) . . . . ?
C8 C1 C14 C15 77.8(3) . . . . ?
C8 C1 C18 C9 -171.4(2) . . . . ?
C10 C6 C11 C3 -61.2(3) . . . . ?
C10 C20 C21 O4 42.9(2) . . . . ?
C10 C20 C21 C14 -73.4(2) . . . . ?
C12 C17 C5 O5 -0.6(6) . . . . ?
C14 C1 C8 O1 -29.5(3) . . . . ?
C14 C1 C8 O3 153.3(2) . . . . ?
C14 C1 C18 C9 -0.6(4) . . . . ?
C14 C4 C6 C10 40.3(2) . . . . ?
C14 C4 C6 C16 -81.3(2) . . . . ?
C14 C4 C6 C11 157.8(2) . . . . ?
C14 C4 C2 C9 50.3(3) . . . . ?
C16 C6 C10 C20 64.4(2) . . . . ?
C16 C6 C10 C7 174.24(18) . . . . ?
C16 C6 C11 C3 58.2(3) . . . . ?
C18 C1 C8 O1 141.8(2) . . . . ?
C18 C1 C8 O3 -35.5(3) . . . . ?
C18 C1 C14 C4 27.1(3) . . . . ?
C18 C1 C14 C21 148.0(2) . . . . ?
C18 C1 C14 C15 -93.2(3) . . . . ?
C20 C10 C7 O4 25.9(3) . . . . ?
C20 C10 C7 O2 -155.0(3) . . . . ?
C21 O4 C7 O2 -178.0(3) . . . . ?
C21 O4 C7 C10 1.3(3) . . . . ?
C11 C6 C10 C20 -176.12(18) . . . . ?
C11 C6 C10 C7 -66.3(2) . . . . ?
C3 C12 C13 O5 180.0(3) . . . . ?
C3 C12 C17 C5 -179.9(4) . . . . ?
C13 O5 C5 C17 0.2(6) . . . . ?
C13 C12 C3 O6 -177.8(3) . . . . ?
C13 C12 C3 C11 2.7(4) . . . . ?
C13 C12 C17 C5 0.7(5) . . . . ?
C7 O4 C21 C14 90.6(3) . . . . ?
C7 O4 C21 C20 -28.5(3) . . . . ?
C7 C10 C20 C21 -41.1(2) . . . . ?
C15 C14 C21 O4 65.0(2) . . . . ?
C15 C14 C21 C20 177.71(18) . . . . ?
C2 C4 C6 C10 170.3(2) . . . . ?
C2 C4 C6 C16 48.6(3) . . . . ?
C2 C4 C6 C11 -72.3(3) . . . . ?
C2 C4 C14 C1 -49.7(3) . . . . ?
C2 C4 C14 C21 -171.1(2) . . . . ?
C2 C4 C14 C15 69.4(3) . . . . ?
C17 C12 C3 O6 2.8(5) . . . . ?
C17 C12 C3 C11 -176.6(3) . . . . ?
C17 C12 C13 O5 -0.5(4) . . . . ?
C19 O3 C8 O1 2.7(4) . . . . ?
C19 O3 C8 C1 -180.0(3) . . . . ?
C5 O5 C13 C12 0.2(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tc_32_1
_database_code_depnum_ccdc_archive 'CCDC 2191238'
loop_
_audit_author_name
_audit_author_address
'zhuyangli '
;Guangxi Normal University
China
;
_audit_update_record             
;
2022-07-19 deposited with the CCDC.	2022-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-07-17
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H26 O6'
_chemical_formula_sum            'C20 H26 O6'
_chemical_formula_weight         362.41
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHO
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.3598(4)
_cell_length_b                   12.8810(5)
_cell_length_c                   13.9104(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1856.27(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5567
_cell_measurement_temperature    293
_cell_measurement_theta_max      76.3350
_cell_measurement_theta_min      4.6290
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.919
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_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    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.064
_diffrn_reflns_theta_max         67.064
_diffrn_reflns_theta_min         4.679
_diffrn_ambient_temperature      293.00
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -24.00   3.00   0.50    0.05    --   48.45 -19.00 120.00   54
  2  ω     34.00  82.00   0.50    0.40    --  106.49 -69.00 115.00   96
  3  ω     36.00  66.00   0.50    0.40    --  106.49 -57.00  60.00   60
  4  ω     93.00 169.00   0.50    0.40    --  106.49  38.00-150.00  152
  5  ω     94.00 175.00   0.50    0.40    --  106.49  19.00-180.00  162
  6  ω     35.00  60.00   0.50    0.40    --  106.49 -60.00-104.00   50
  7  ω     34.00 103.00   0.50    0.40    --  106.49 -99.00 -30.00  138
  8  ω     35.00 105.00   0.50    0.40    --  106.49 -98.00  21.00  140
  9  ω    -65.00  24.00   0.50    0.05    --  -48.45  69.00-111.00  178
 10  ω    -85.00 -13.00   0.50    0.40    --  -86.25  69.00-111.00  144
 11  ω    -43.00 -18.00   0.50    0.40    --  -86.25  38.00-120.00   50
 12  ω    -66.00 -41.00   0.50    0.40    --  -86.25  60.00  34.00   50
 13  ω    -66.00 -21.00   0.50    0.40    --  -86.25  57.00  90.00   90
 14  ω   -107.00 -76.00   0.50    0.05    --  -48.45-125.00-180.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1158910000
_diffrn_orient_matrix_UB_12      0.0282967000
_diffrn_orient_matrix_UB_13      -0.0643273000
_diffrn_orient_matrix_UB_21      0.0036716000
_diffrn_orient_matrix_UB_22      0.1092904000
_diffrn_orient_matrix_UB_23      0.0449342000
_diffrn_orient_matrix_UB_31      0.0930074000
_diffrn_orient_matrix_UB_32      -0.0396225000
_diffrn_orient_matrix_UB_33      0.0781627000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.727
_reflns_Friedel_fraction_full    0.978
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                2656
_reflns_number_total             3282
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.660
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Flack x determined using 964 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.5(3)
_refine_ls_extinction_coef       0.005(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         3282
_refine_ls_number_restraints     142
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0829
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1792P)²+0.4815P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2489
_refine_ls_wR_factor_ref         0.2635
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C9-O2
 1.55 with sigma of 0.01
 C51-C22 \\sim C3-C19
 with sigma of 0.02
 C25-C24 \\sim C9-C17
 with sigma of 0.02
 O3-C25 \\sim O7-C9
 with sigma of 0.02
 O9-C22 \\sim O8-C19
 with sigma of 0.02
 C51-C24 \\sim C3-C17
 with sigma of 0.02
 O5-C22 \\sim O2-C19
 with sigma of 0.02
 O5-C25 \\sim O2-C9
 with sigma of 0.02
3. Restrained planarity
 O5, C22, C24, C25, C51
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
O2 \\sim O7 \\sim C3 \\sim C9 \\sim C17 \\sim C19: within 1.7A with sigma of
0.004 and sigma for terminal atoms of 0.008 within 1.7A
C10 \\sim C18: within 1.7A with sigma of 0.004 and sigma for terminal atoms of
0.008 within 1.7A
O3 \\sim O5 \\sim O9 \\sim C22 \\sim C24 \\sim C25 \\sim C51: within 2A with
sigma of 0.002 and sigma for terminal atoms of 0.004 within 2A
5. Rigid body (RIGU) restrains
 O3, O5, O9, C22, C24, C25, C51
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
6. Others
 Sof(O3)=Sof(O5)=Sof(O9)=Sof(H9)=Sof(H15C)=Sof(H15D)=Sof(C22)=Sof(H22)=
 Sof(C24)=Sof(H24)=Sof(C25)=Sof(C51)=1-FVAR(1)
 Sof(O2)=Sof(O7)=Sof(O8)=Sof(H8)=Sof(C3)=Sof(C9)=Sof(H15A)=Sof(H15B)=Sof(C17)=
 Sof(H17)=Sof(C19)=Sof(H19)=FVAR(1)
7.a Ternary CH refined with riding coordinates:
 C6(H6), C12(H12), C14(H14), C19(H19), C22(H22)
7.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C13(H13A,H13B), C15(H15A,H15B), C15(H15C,H15D), C16(H16A,H16B)
7.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C17(H17), C21(H21), C24(H24)
7.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C11(H11A,H11B,H11C), C20(H20A,H20B,H20C)
7.e Idealised tetrahedral OH refined as rotating group:
 O4(H4), O8(H8), O9(H9)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.5609(4) 0.6307(3) 0.2040(3) 0.0768(12) Uani 1 1 d . . . . .
O2 O 0.7741(11) 0.0757(6) 0.4802(7) 0.109(2) Uani 0.678(9) 1 d D U P A 1
O3 O 0.721(2) -0.0262(9) 0.4326(14) 0.098(4) Uani 0.322(9) 1 d D U P A 2
O4 O 0.5309(5) 0.8239(3) 0.3894(5) 0.0968(16) Uani 1 1 d . . . . .
H4 H 0.585821 0.863526 0.368105 0.145 Uiso 1 1 calc R U . . .
O5 O 0.8982(16) 0.0672(10) 0.4300(10) 0.090(3) Uani 0.322(9) 1 d D U P A 2
O6 O 0.5429(5) 0.8015(3) 0.1920(4) 0.0983(16) Uani 1 1 d . . . . .
O7 O 0.7052(9) -0.0150(5) 0.3496(7) 0.101(3) Uani 0.678(9) 1 d D U P A 1
O8 O 0.9582(14) 0.1872(10) 0.5174(8) 0.134(4) Uani 0.678(9) 1 d D . P A 1
H8 H 0.972112 0.193043 0.575191 0.201 Uiso 0.678(9) 1 calc R U P A 1
O9 O 1.027(2) 0.2143(13) 0.4894(13) 0.096(4) Uani 0.322(9) 1 d D U P A 2
H9 H 1.005168 0.202625 0.545136 0.144 Uiso 0.322(9) 1 calc R U P A 2
C1 C 0.8054(5) 0.5120(4) 0.2993(4) 0.0601(12) Uani 1 1 d . . . . .
C2 C 1.0491(7) 0.5122(7) 0.3371(8) 0.105(3) Uani 1 1 d . . . . .
H2A H 1.047581 0.438438 0.347103 0.157 Uiso 1 1 calc R U . . .
H2B H 1.112780 0.542955 0.378348 0.157 Uiso 1 1 calc R U . . .
H2C H 1.070370 0.526552 0.271239 0.157 Uiso 1 1 calc R U . . .
C3 C 0.7864(14) 0.2353(10) 0.4088(10) 0.079(2) Uani 0.678(9) 1 d D U P A 1
C4 C 0.6799(5) 0.6700(4) 0.3813(4) 0.0607(13) Uani 1 1 d . . . . .
C6 C 0.6765(5) 0.5571(3) 0.3397(4) 0.0555(12) Uani 1 1 d . . . . .
H6 H 0.657121 0.513389 0.395552 0.067 Uiso 1 1 calc R U . . .
C7 C 0.4380(6) 0.6545(5) 0.3775(6) 0.088(2) Uani 1 1 d . . . . .
H7 H 0.371832 0.675871 0.418034 0.105 Uiso 1 1 calc R U . . .
C8 C 0.7936(6) 0.7313(4) 0.3393(5) 0.0688(14) Uani 1 1 d . . . . .
H8A H 0.779012 0.741891 0.271079 0.083 Uiso 1 1 calc R U . . .
H8B H 0.797208 0.798973 0.369669 0.083 Uiso 1 1 calc R U . . .
C9 C 0.7332(13) 0.0662(7) 0.3798(8) 0.094(2) Uani 0.678(9) 1 d D U P A 1
C10 C 0.5497(6) 0.7239(4) 0.3503(5) 0.0721(14) Uani 1 1 d . U . . .
C11 C 0.8234(7) 0.5363(5) 0.1934(5) 0.0788(17) Uani 1 1 d . . . . .
H11A H 0.753038 0.507291 0.157393 0.118 Uiso 1 1 calc R U . . .
H11B H 0.903183 0.506810 0.171419 0.118 Uiso 1 1 calc R U . . .
H11C H 0.825245 0.610177 0.184451 0.118 Uiso 1 1 calc R U . . .
C12 C 0.5574(5) 0.5474(4) 0.2763(5) 0.0680(14) Uani 1 1 d . . . . .
H12 H 0.555146 0.479222 0.245062 0.082 Uiso 1 1 calc R U . . .
C13 C 0.9232(6) 0.6765(5) 0.3532(5) 0.0754(16) Uani 1 1 d . . . . .
H13A H 0.962824 0.702964 0.411399 0.090 Uiso 1 1 calc R U . . .
H13B H 0.979077 0.694748 0.299872 0.090 Uiso 1 1 calc R U . . .
C14 C 0.9168(5) 0.5575(5) 0.3602(5) 0.0690(15) Uani 1 1 d . . . . .
H14 H 0.898285 0.540501 0.427457 0.083 Uiso 1 1 calc R U . . .
C15 C 0.8022(8) 0.3487(4) 0.4105(6) 0.085(2) Uani 1 1 d . . . . .
H15A H 0.883677 0.366089 0.440843 0.102 Uiso 0.678(9) 1 calc R U P A 1
H15B H 0.733347 0.379572 0.448023 0.102 Uiso 0.678(9) 1 calc R U P A 1
H15C H 0.881568 0.372501 0.440197 0.102 Uiso 0.322(9) 1 calc R U P A 2
H15D H 0.731782 0.380797 0.445443 0.102 Uiso 0.322(9) 1 calc R U P A 2
C16 C 0.7996(6) 0.3926(4) 0.3091(5) 0.0688(15) Uani 1 1 d . . . . .
H16A H 0.721285 0.368562 0.278010 0.083 Uiso 1 1 calc R U . . .
H16B H 0.871864 0.363429 0.273927 0.083 Uiso 1 1 calc R U . . .
C17 C 0.7549(11) 0.1681(6) 0.3402(7) 0.077(2) Uani 0.678(9) 1 d D U P A 1
H17 H 0.747848 0.184686 0.275298 0.092 Uiso 0.678(9) 1 calc R U P A 1
C18 C 0.5499(6) 0.7243(4) 0.2434(6) 0.0762(14) Uani 1 1 d . U . . .
C19 C 0.8167(14) 0.1818(7) 0.5005(9) 0.101(2) Uani 0.678(9) 1 d D U P A 1
H19 H 0.768422 0.212019 0.554238 0.121 Uiso 0.678(9) 1 calc R U P A 1
C20 C 0.6847(7) 0.6709(5) 0.4913(5) 0.0812(17) Uani 1 1 d . . . . .
H20A H 0.608522 0.638267 0.516339 0.122 Uiso 1 1 calc R U . . .
H20B H 0.688983 0.741301 0.513666 0.122 Uiso 1 1 calc R U . . .
H20C H 0.759660 0.633692 0.512728 0.122 Uiso 1 1 calc R U . . .
C21 C 0.4422(6) 0.5616(5) 0.3392(6) 0.085(2) Uani 1 1 d . . . . .
H21 H 0.380497 0.510448 0.349957 0.103 Uiso 1 1 calc R U . . .
C22 C 0.923(2) 0.1791(13) 0.4233(15) 0.089(3) Uani 0.322(9) 1 d D U P A 2
H22 H 0.955890 0.191278 0.358174 0.107 Uiso 0.322(9) 1 calc R U P A 2
C24 C 0.704(3) 0.1619(14) 0.4438(16) 0.089(3) Uani 0.322(9) 1 d D U P A 2
H24 H 0.618857 0.175059 0.460132 0.107 Uiso 0.322(9) 1 calc R U P A 2
C25 C 0.762(2) 0.0590(14) 0.431(2) 0.090(3) Uani 0.322(9) 1 d D U P A 2
C51 C 0.793(3) 0.233(2) 0.428(2) 0.088(3) Uani 0.322(9) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C12 1.471(7) . ?
O1 C18 1.329(7) . ?
O2 C9 1.464(11) . ?
O2 C19 1.464(13) . ?
O3 C25 1.18(2) . ?
O4 H4 0.8200 . ?
O4 C10 1.412(6) . ?
O5 C22 1.469(18) . ?
O5 C25 1.41(2) . ?
O6 C18 1.226(7) . ?
O7 C9 1.164(11) . ?
O8 H8 0.8221 . ?
O8 C19 1.486(19) . ?
O9 H9 0.8243 . ?
O9 C22 1.48(2) . ?
C1 C6 1.562(7) . ?
C1 C11 1.518(9) . ?
C1 C14 1.547(8) . ?
C1 C16 1.545(7) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 C14 1.524(9) . ?
C3 C15 1.469(13) . ?
C3 C17 1.330(15) . ?
C3 C19 1.482(17) . ?
C4 C6 1.565(6) . ?
C4 C8 1.534(7) . ?
C4 C10 1.578(8) . ?
C4 C20 1.530(9) . ?
C6 H6 0.9800 . ?
C6 C12 1.522(8) . ?
C7 H7 0.9300 . ?
C7 C10 1.510(9) . ?
C7 C21 1.311(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C13 1.529(9) . ?
C9 C17 1.442(11) . ?
C10 C18 1.487(10) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12 0.9800 . ?
C12 C21 1.491(10) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.537(8) . ?
C14 H14 0.9800 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C15 C16 1.519(11) . ?
C15 C51 1.52(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17 0.9300 . ?
C19 H19 0.9800 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21 0.9300 . ?
C22 H22 0.9800 . ?
C22 C51 1.51(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.46(2) . ?
C24 C51 1.31(3) . ?

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
C18 O1 C12 112.2(5) . . ?
C9 O2 C19 110.4(8) . . ?
C10 O4 H4 109.5 . . ?
C25 O5 C22 104.5(15) . . ?
C19 O8 H8 109.7 . . ?
C22 O9 H9 109.9 . . ?
C11 C1 C6 112.2(5) . . ?
C11 C1 C14 111.2(5) . . ?
C11 C1 C16 107.2(5) . . ?
C14 C1 C6 107.5(4) . . ?
C16 C1 C6 107.8(4) . . ?
C16 C1 C14 111.0(5) . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C14 C2 H2A 109.5 . . ?
C14 C2 H2B 109.5 . . ?
C14 C2 H2C 109.5 . . ?
C15 C3 C19 115.1(10) . . ?
C17 C3 C15 133.2(10) . . ?
C17 C3 C19 111.5(10) . . ?
C6 C4 C10 106.7(4) . . ?
C8 C4 C6 110.8(4) . . ?
C8 C4 C10 109.0(4) . . ?
C20 C4 C6 112.2(5) . . ?
C20 C4 C8 110.6(5) . . ?
C20 C4 C10 107.3(5) . . ?
C1 C6 C4 117.4(4) . . ?
C1 C6 H6 104.2 . . ?
C4 C6 H6 104.2 . . ?
C12 C6 C1 117.0(4) . . ?
C12 C6 C4 108.0(4) . . ?
C12 C6 H6 104.2 . . ?
C10 C7 H7 122.8 . . ?
C21 C7 H7 122.8 . . ?
C21 C7 C10 114.4(6) . . ?
C4 C8 H8A 109.0 . . ?
C4 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C13 C8 C4 112.8(5) . . ?
C13 C8 H8A 109.0 . . ?
C13 C8 H8B 109.0 . . ?
O7 C9 O2 119.5(10) . . ?
O7 C9 C17 136.0(11) . . ?
C17 C9 O2 104.1(8) . . ?
O4 C10 C4 114.4(5) . . ?
O4 C10 C7 109.8(5) . . ?
O4 C10 C18 112.5(5) . . ?
C7 C10 C4 109.0(5) . . ?
C18 C10 C4 105.9(5) . . ?
C18 C10 C7 104.7(6) . . ?
C1 C11 H11A 109.5 . . ?
C1 C11 H11B 109.5 . . ?
C1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1 C12 C6 108.4(4) . . ?
O1 C12 H12 110.5 . . ?
O1 C12 C21 109.3(4) . . ?
C6 C12 H12 110.5 . . ?
C21 C12 C6 107.4(5) . . ?
C21 C12 H12 110.5 . . ?
C8 C13 H13A 108.4 . . ?
C8 C13 H13B 108.4 . . ?
C8 C13 C14 115.5(4) . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 H13A 108.4 . . ?
C14 C13 H13B 108.4 . . ?
C1 C14 H14 107.0 . . ?
C2 C14 C1 114.2(6) . . ?
C2 C14 C13 109.3(5) . . ?
C2 C14 H14 107.0 . . ?
C13 C14 C1 112.0(5) . . ?
C13 C14 H14 107.0 . . ?
C3 C15 H15A 109.5 . . ?
C3 C15 H15B 109.5 . . ?
C3 C15 C16 110.7(7) . . ?
H15A C15 H15B 108.1 . . ?
H15C C15 H15D 106.8 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C16 C15 H15C 107.0 . . ?
C16 C15 H15D 107.0 . . ?
C51 C15 H15C 107.1 . . ?
C51 C15 H15D 107.0 . . ?
C51 C15 C16 121.1(13) . . ?
C1 C16 H16A 108.1 . . ?
C1 C16 H16B 108.1 . . ?
C15 C16 C1 116.8(5) . . ?
C15 C16 H16A 108.1 . . ?
C15 C16 H16B 108.1 . . ?
H16A C16 H16B 107.3 . . ?
C3 C17 C9 110.9(10) . . ?
C3 C17 H17 124.6 . . ?
C9 C17 H17 124.6 . . ?
O1 C18 C10 114.1(5) . . ?
O6 C18 O1 120.0(7) . . ?
O6 C18 C10 125.8(6) . . ?
O2 C19 O8 111.8(10) . . ?
O2 C19 C3 101.8(10) . . ?
O2 C19 H19 111.3 . . ?
O8 C19 H19 111.3 . . ?
C3 C19 O8 108.9(11) . . ?
C3 C19 H19 111.3 . . ?
C4 C20 H20A 109.5 . . ?
C4 C20 H20B 109.5 . . ?
C4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C7 C21 C12 112.1(5) . . ?
C7 C21 H21 123.9 . . ?
C12 C21 H21 123.9 . . ?
O5 C22 O9 112.9(16) . . ?
O5 C22 H22 106.0 . . ?
O5 C22 C51 106.7(19) . . ?
O9 C22 H22 106.0 . . ?
O9 C22 C51 118.4(17) . . ?
C51 C22 H22 106.0 . . ?
C25 C24 H24 125.7 . . ?
C51 C24 H24 125.6 . . ?
C51 C24 C25 109(2) . . ?
O3 C25 O5 115.7(19) . . ?
O3 C25 C24 134(2) . . ?
O5 C25 C24 110.0(18) . . ?
C22 C51 C15 113(2) . . ?
C24 C51 C15 139(2) . . ?
C24 C51 C22 108(2) . . ?

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
O1 C12 C21 C7 -54.1(8) . . . . ?
O2 C9 C17 C3 -8.1(14) . . . . ?
O4 C10 C18 O1 -176.8(5) . . . . ?
O4 C10 C18 O6 4.3(9) . . . . ?
O5 C22 C51 C15 -173.2(19) . . . . ?
O5 C22 C51 C24 5(2) . . . . ?
O7 C9 C17 C3 -179.6(16) . . . . ?
O9 C22 C51 C15 58(3) . . . . ?
O9 C22 C51 C24 -124(2) . . . . ?
C1 C6 C12 O1 -80.6(5) . . . . ?
C1 C6 C12 C21 161.4(4) . . . . ?
C3 C15 C16 C1 175.8(8) . . . . ?
C4 C6 C12 O1 54.5(6) . . . . ?
C4 C6 C12 C21 -63.5(5) . . . . ?
C4 C8 C13 C14 27.5(8) . . . . ?
C4 C10 C18 O1 57.5(6) . . . . ?
C4 C10 C18 O6 -121.4(6) . . . . ?
C6 C1 C14 C2 173.8(6) . . . . ?
C6 C1 C14 C13 -61.3(6) . . . . ?
C6 C1 C16 C15 -68.0(7) . . . . ?
C6 C4 C8 C13 -54.6(7) . . . . ?
C6 C4 C10 O4 174.4(5) . . . . ?
C6 C4 C10 C7 51.1(7) . . . . ?
C6 C4 C10 C18 -61.1(5) . . . . ?
C6 C12 C21 C7 63.3(7) . . . . ?
C7 C10 C18 O1 -57.6(6) . . . . ?
C7 C10 C18 O6 123.4(7) . . . . ?
C8 C4 C6 C1 22.8(7) . . . . ?
C8 C4 C6 C12 -112.1(5) . . . . ?
C8 C4 C10 O4 -65.9(7) . . . . ?
C8 C4 C10 C7 170.8(6) . . . . ?
C8 C4 C10 C18 58.6(6) . . . . ?
C8 C13 C14 C1 31.8(8) . . . . ?
C8 C13 C14 C2 159.4(7) . . . . ?
C9 O2 C19 O8 -110.9(12) . . . . ?
C9 O2 C19 C3 5.1(14) . . . . ?
C10 C4 C6 C1 141.4(5) . . . . ?
C10 C4 C6 C12 6.5(6) . . . . ?
C10 C4 C8 C13 -171.7(5) . . . . ?
C10 C7 C21 C12 -0.6(9) . . . . ?
C11 C1 C6 C4 -89.4(6) . . . . ?
C11 C1 C6 C12 41.5(6) . . . . ?
C11 C1 C14 C2 -63.1(7) . . . . ?
C11 C1 C14 C13 61.8(6) . . . . ?
C11 C1 C16 C15 171.0(6) . . . . ?
C12 O1 C18 O6 -175.4(6) . . . . ?
C12 O1 C18 C10 5.6(7) . . . . ?
C14 C1 C6 C4 33.1(6) . . . . ?
C14 C1 C6 C12 164.0(4) . . . . ?
C14 C1 C16 C15 49.4(7) . . . . ?
C15 C3 C17 C9 -171.1(14) . . . . ?
C15 C3 C19 O2 172.1(11) . . . . ?
C15 C3 C19 O8 -69.8(15) . . . . ?
C16 C1 C6 C4 152.8(5) . . . . ?
C16 C1 C6 C12 -76.3(6) . . . . ?
C16 C1 C14 C2 56.1(8) . . . . ?
C16 C1 C14 C13 -178.9(5) . . . . ?
C16 C15 C51 C22 85.9(19) . . . . ?
C16 C15 C51 C24 -91(4) . . . . ?
C17 C3 C15 C16 -10(2) . . . . ?
C17 C3 C19 O2 -10.5(16) . . . . ?
C17 C3 C19 O8 107.7(13) . . . . ?
C18 O1 C12 C6 -65.5(6) . . . . ?
C18 O1 C12 C21 51.3(6) . . . . ?
C19 O2 C9 O7 174.4(12) . . . . ?
C19 O2 C9 C17 1.2(14) . . . . ?
C19 C3 C15 C16 166.8(10) . . . . ?
C19 C3 C17 C9 12.1(16) . . . . ?
C20 C4 C6 C1 -101.3(6) . . . . ?
C20 C4 C6 C12 123.8(5) . . . . ?
C20 C4 C8 C13 70.5(6) . . . . ?
C20 C4 C10 O4 54.0(6) . . . . ?
C20 C4 C10 C7 -69.3(6) . . . . ?
C20 C4 C10 C18 178.5(5) . . . . ?
C21 C7 C10 O4 175.7(7) . . . . ?
C21 C7 C10 C4 -58.2(9) . . . . ?
C21 C7 C10 C18 54.7(8) . . . . ?
C22 O5 C25 O3 177(2) . . . . ?
C22 O5 C25 C24 -10(2) . . . . ?
C25 O5 C22 O9 136(2) . . . . ?
C25 O5 C22 C51 3.9(19) . . . . ?
C25 C24 C51 C15 166(3) . . . . ?
C25 C24 C51 C22 -11(3) . . . . ?
C51 C15 C16 C1 178.4(14) . . . . ?
C51 C24 C25 O3 -175(3) . . . . ?
C51 C24 C25 O5 14(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.485
_oxdiff_exptl_absorpt_empirical_full_min 0.646
