# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_chenxiaow-138_0830_auto
_database_code_depnum_ccdc_archive 'CCDC 2226749'
loop_
_audit_author_name
_audit_author_address
e
;Lanzhou University
China
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2023-05-02 downloaded from the CCDC.
;
_audit_creation_date             2022-08-31
_audit_creation_method           
;
Olex2 1.5
(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         'C18 H24 O2, 0.5(H2 O)'
_chemical_formula_sum            'C18 H25 O2.50'
_chemical_formula_weight         281.38
_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                   17.9138(6)
_cell_length_b                   6.1604(2)
_cell_length_c                   15.2956(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.418(4)
_cell_angle_gamma                90
_cell_volume                     1619.14(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4066
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      76.9340
_cell_measurement_theta_min      2.9850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.592
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50231
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (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    1.154
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0811
_diffrn_reflns_av_unetI/netI     0.0806
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7068
_diffrn_reflns_point_group_measured_fraction_full 0.905
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.151
_diffrn_reflns_theta_min         3.012
_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 1.000
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     40.00 119.00   0.50    0.05    --   47.45  39.00 -64.00  158
  2  ω    108.00 173.00   0.50    0.05    --  107.75  37.00-150.00  130
  3  ω    114.00 164.00   0.50    0.05    --  107.75  39.00 -64.00  100
  4  ω    135.00 172.00   0.50    0.05    --  107.75  37.00  60.00   74
  5  ω     96.00 122.00   0.50    0.05    --  107.75  37.00  60.00   52
  6  ω      7.00  34.00   0.50    0.05    --   47.45 -39.00 141.00   54
  7  ω    -24.00  21.00   0.50    0.05    --   47.45 -19.00 -60.00   90
  8  ω    -23.00  18.00   0.50    0.05    --   47.45 -19.00   0.00   82
  9  ω     37.00 112.00   0.50    0.05    --  107.75-125.00-150.00  150
 10  ω     87.00 112.00   0.50    0.05    --  107.75-125.00  30.00   50
 11  ω     35.00  73.00   0.50    0.05    --  107.75-125.00  30.00   76
 12  ω     35.00  60.00   0.50    0.05    --  107.75 -57.00 -30.00   50
 13  ω     36.00  62.00   0.50    0.05    --  107.75 -57.00-180.00   52
 14  ω     35.00  63.00   0.50    0.05    --  107.75 -57.00-150.00   56
 15  ω     35.00  60.00   0.50    0.05    --  107.75 -57.00-120.00   50
 16  ω     35.00  60.00   0.50    0.05    --  107.75 -57.00 -60.00   50
 17  ω     35.00  61.00   0.50    0.05    --  107.75 -57.00  60.00   52
 18  ω     35.00  60.00   0.50    0.05    --  107.75 -57.00 120.00   50
 19  ω     37.00  62.00   0.50    0.05    --  107.75 -57.00 150.00   50
 20  ω    -41.00 -10.00   0.50    0.05    --  -47.45  39.00 -64.00   62
 21  ω    -62.00 -35.00   0.50    0.05    -- -100.00  57.00  30.00   54
 22  ω    -68.00 -28.00   0.50    0.05    -- -100.00  57.00  60.00   80
 23  ω    -68.00 -32.00   0.50    0.05    -- -100.00  57.00 120.00   72
 24  ω    -54.00 -28.00   0.50    0.05    -- -100.00  57.00 150.00   52
 25  ω    -88.00 -46.00   0.50    0.05    --  -47.45 -39.00 141.00   84
 26  ω   -154.00-129.00   0.50    0.05    -- -100.00 -39.00 141.00   50
 27  ω     95.00 121.00   0.50    0.20    --  107.75  39.00 -64.00   52
 28  ω    -78.00 -37.00   0.50    0.05    --  -47.57 -57.00   0.00   82
 29  ω    -42.00 -15.00   0.50    0.05    --  -47.57  37.00 120.00   54
 30  ω    -97.00 -36.00   0.50    0.05    --  -47.57 -57.00  60.00  122
 31  ω     -2.00  25.00   0.50    0.05    --  -47.57  37.00 120.00   54
 32  ω      3.00  28.00   0.50    0.05    --  -47.57  19.00 -60.00   50
 33  ω     87.00 112.00   0.50    0.05    --   47.57  37.00 -30.00   50
 34  ω   -107.00 -81.00   0.50    0.20    -- -100.00 -69.00  58.42   52
 35  ω   -105.00 -77.00   0.50    0.20    -- -100.00 -77.00  30.00   56
 36  ω   -166.00 -84.00   0.50    0.20    -- -100.00 -61.00  24.39  164
 37  ω   -138.00-114.00   0.50    0.20    -- -100.00 -56.00 -12.05   48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0421840000
_diffrn_orient_matrix_UB_12      0.0976341000
_diffrn_orient_matrix_UB_13      -0.0657428000
_diffrn_orient_matrix_UB_21      -0.0785796000
_diffrn_orient_matrix_UB_22      0.0774987000
_diffrn_orient_matrix_UB_23      -0.0630511000
_diffrn_orient_matrix_UB_31      0.0091545000
_diffrn_orient_matrix_UB_32      0.2168089000
_diffrn_orient_matrix_UB_33      0.0522036000
_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_target            Mo
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.602
_reflns_Friedel_fraction_full    0.788
_reflns_Friedel_fraction_max     0.707
_reflns_number_gt                2579
_reflns_number_total             2909
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 
;
 Flack x determined using 860 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2909
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0562
_refine_ls_restrained_S_all      1.041
_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)+(0.0851P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1412
_refine_ls_wR_factor_ref         0.1477
_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, All O(H,H) groups
2. Others
 Fixed Sof: H3A(0.5) H3B(0.5)
3.a Free rotating group:
 O3(H3A,H3B)
3.b Ternary CH refined with riding coordinates:
 C6(H6), C7(H7), C10(H10)
3.c Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B)
3.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C9(H9), C11(H11)
3.e X=CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B)
3.f Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
3.g Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_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 0.09946(11) 0.5531(4) 0.50292(14) 0.0348(5) Uani 1 1 d . . . . .
H1 H 0.077298 0.433890 0.505056 0.052 Uiso 1 1 calc R U . . .
O2 O 0.40136(11) 0.4197(3) 0.38980(13) 0.0332(5) Uani 1 1 d . . . . .
H2 H 0.400779 0.317436 0.425945 0.050 Uiso 1 1 calc R U . . .
C1 C 0.23886(15) 0.5174(5) 0.32585(17) 0.0272(6) Uani 1 1 d . . . . .
C2 C 0.14511(15) 0.5364(4) 0.44398(18) 0.0286(6) Uani 1 1 d . . . . .
C3 C 0.19060(16) 0.3445(5) 0.33239(19) 0.0293(6) Uani 1 1 d . . . . .
H3 H 0.189502 0.218866 0.296040 0.035 Uiso 1 1 calc R U . . .
C4 C 0.14373(16) 0.3527(5) 0.39157(19) 0.0291(6) Uani 1 1 d . . . . .
H4 H 0.111293 0.233440 0.395700 0.035 Uiso 1 1 calc R U . . .
C5 C 0.23944(16) 0.6984(5) 0.37998(18) 0.0298(6) Uani 1 1 d . . . . .
H5 H 0.272357 0.817268 0.376803 0.036 Uiso 1 1 calc R U . . .
C6 C 0.29045(15) 0.5070(5) 0.26203(18) 0.0282(6) Uani 1 1 d . . . . .
H6 H 0.311108 0.656266 0.257842 0.034 Uiso 1 1 calc R U . . .
C7 C 0.36014(16) 0.3559(5) 0.29917(19) 0.0299(6) Uani 1 1 d . . . . .
H7 H 0.339389 0.206375 0.302391 0.036 Uiso 1 1 calc R U . . .
C8 C 0.41546(17) 0.3456(5) 0.2379(2) 0.0343(7) Uani 1 1 d . . . . .
C9 C 0.19275(16) 0.7097(5) 0.43895(18) 0.0306(6) Uani 1 1 d . . . . .
H9 H 0.193666 0.835275 0.475300 0.037 Uiso 1 1 calc R U . . .
C10 C 0.24435(16) 0.4362(6) 0.16487(19) 0.0354(7) Uani 1 1 d . . . . .
H10 H 0.224385 0.286299 0.169511 0.042 Uiso 1 1 calc R U . . .
C11 C 0.45561(17) 0.5623(6) 0.2375(2) 0.0385(7) Uani 1 1 d . . . . .
H11 H 0.464664 0.646857 0.291433 0.046 Uiso 1 1 calc R U . . .
C12 C 0.17412(18) 0.5800(7) 0.1230(2) 0.0453(8) Uani 1 1 d . . . . .
C13 C 0.3675(2) 0.2754(6) 0.1428(2) 0.0432(8) Uani 1 1 d . . . . .
H13A H 0.401490 0.273421 0.101822 0.052 Uiso 1 1 calc R U . . .
H13B H 0.348322 0.125732 0.146103 0.052 Uiso 1 1 calc R U . . .
C14 C 0.29829(18) 0.4236(7) 0.1023(2) 0.0438(8) Uani 1 1 d . . . . .
H14A H 0.268598 0.367816 0.041716 0.053 Uiso 1 1 calc R U . . .
H14B H 0.317241 0.570914 0.093818 0.053 Uiso 1 1 calc R U . . .
C15 C 0.1838(2) 0.8190(7) 0.1331(3) 0.0559(10) Uani 1 1 d . . . . .
H15A H 0.188249 0.860281 0.196204 0.084 Uiso 1 1 calc R U . . .
H15B H 0.138606 0.891357 0.092137 0.084 Uiso 1 1 calc R U . . .
H15C H 0.231065 0.863043 0.117469 0.084 Uiso 1 1 calc R U . . .
C16 C 0.4792(2) 0.1778(7) 0.2783(3) 0.0521(9) Uani 1 1 d . . . . .
H16A H 0.508466 0.222551 0.339906 0.078 Uiso 1 1 calc R U . . .
H16B H 0.514511 0.167978 0.239841 0.078 Uiso 1 1 calc R U . . .
H16C H 0.455233 0.035827 0.280875 0.078 Uiso 1 1 calc R U . . .
C17 C 0.1072(2) 0.4918(10) 0.0772(3) 0.0701(14) Uani 1 1 d . . . . .
H17A H 0.063896 0.581811 0.049690 0.084 Uiso 1 1 calc R U . . .
H17B H 0.102502 0.338475 0.071778 0.084 Uiso 1 1 calc R U . . .
C18 C 0.4792(3) 0.6458(8) 0.1711(3) 0.0658(12) Uani 1 1 d . . . . .
H18A H 0.471657 0.568373 0.115610 0.079 Uiso 1 1 calc R U . . .
H18B H 0.503835 0.783862 0.178545 0.079 Uiso 1 1 calc R U . . .
O3 O 0.500000 0.7109(5) 0.500000 0.0334(6) Uani 1 2 d GS T P . .
H3A H 0.513232 0.650189 0.553522 0.050 Uiso 0.5 1 d G U P . .
H3B H 0.469916 0.616157 0.464783 0.050 Uiso 0.5 1 d G U P . .


_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 H1 0.8400 . ?
O1 C2 1.382(3) . ?
O2 H2 0.8400 . ?
O2 C7 1.429(3) . ?
C1 C3 1.393(4) . ?
C1 C5 1.387(4) . ?
C1 C6 1.524(3) . ?
C2 C4 1.383(4) . ?
C2 C9 1.383(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.399(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C5 C9 1.394(4) . ?
C6 H6 1.0000 . ?
C6 C7 1.532(4) . ?
C6 C10 1.545(4) . ?
C7 H7 1.0000 . ?
C7 C8 1.546(4) . ?
C8 C11 1.517(5) . ?
C8 C13 1.527(5) . ?
C8 C16 1.534(5) . ?
C9 H9 0.9500 . ?
C10 H10 1.0000 . ?
C10 C12 1.524(5) . ?
C10 C14 1.543(4) . ?
C11 H11 0.9500 . ?
C11 C18 1.310(5) . ?
C12 C15 1.486(6) . ?
C12 C17 1.322(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.523(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9500 . ?
C17 H17B 0.9500 . ?
C18 H18A 0.9500 . ?
C18 H18B 0.9500 . ?
O3 H3A 0.87(6) 2_656 ?
O3 H3A 0.8698 . ?
O3 H3B 0.87(10) 2_656 ?
O3 H3B 0.8702 . ?

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 109.5 . . ?
C7 O2 H2 109.5 . . ?
C3 C1 C6 121.0(2) . . ?
C5 C1 C3 118.2(2) . . ?
C5 C1 C6 120.8(2) . . ?
O1 C2 C4 121.5(2) . . ?
O1 C2 C9 117.8(2) . . ?
C4 C2 C9 120.6(2) . . ?
C1 C3 H3 119.4 . . ?
C1 C3 C4 121.1(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C4 C3 119.3(3) . . ?
C2 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C1 C5 H5 119.3 . . ?
C1 C5 C9 121.4(3) . . ?
C9 C5 H5 119.3 . . ?
C1 C6 H6 107.8 . . ?
C1 C6 C7 111.5(2) . . ?
C1 C6 C10 111.8(2) . . ?
C7 C6 H6 107.8 . . ?
C7 C6 C10 110.1(2) . . ?
C10 C6 H6 107.8 . . ?
O2 C7 C6 109.7(2) . . ?
O2 C7 H7 107.6 . . ?
O2 C7 C8 110.8(2) . . ?
C6 C7 H7 107.6 . . ?
C6 C7 C8 113.3(2) . . ?
C8 C7 H7 107.6 . . ?
C11 C8 C7 110.6(2) . . ?
C11 C8 C13 112.7(3) . . ?
C11 C8 C16 107.1(3) . . ?
C13 C8 C7 107.7(2) . . ?
C13 C8 C16 110.3(3) . . ?
C16 C8 C7 108.4(3) . . ?
C2 C9 C5 119.3(3) . . ?
C2 C9 H9 120.3 . . ?
C5 C9 H9 120.3 . . ?
C6 C10 H10 107.3 . . ?
C12 C10 C6 113.2(3) . . ?
C12 C10 H10 107.3 . . ?
C12 C10 C14 110.9(2) . . ?
C14 C10 C6 110.7(2) . . ?
C14 C10 H10 107.3 . . ?
C8 C11 H11 116.4 . . ?
C18 C11 C8 127.3(3) . . ?
C18 C11 H11 116.4 . . ?
C15 C12 C10 118.3(3) . . ?
C17 C12 C10 120.1(4) . . ?
C17 C12 C15 121.6(4) . . ?
C8 C13 H13A 109.0 . . ?
C8 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C14 C13 C8 113.1(3) . . ?
C14 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C10 C14 H14A 109.4 . . ?
C10 C14 H14B 109.4 . . ?
C13 C14 C10 111.0(3) . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C16 H16A 109.5 . . ?
C8 C16 H16B 109.5 . . ?
C8 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 120.0 . . ?
C12 C17 H17B 120.0 . . ?
H17A C17 H17B 120.0 . . ?
C11 C18 H18A 120.0 . . ?
C11 C18 H18B 120.0 . . ?
H18A C18 H18B 120.0 . . ?
H3A O3 H3A 129.1 . 2_656 ?
H3A O3 H3B 34.2 . 2_656 ?
H3A O3 H3B 104.5 2_656 2_656 ?
H3A O3 H3B 104.5 . . ?
H3B O3 H3A 34.2 . 2_656 ?
H3B O3 H3B 95.7 . 2_656 ?

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 C4 C3 179.5(3) . . . . ?
O1 C2 C9 C5 -179.8(2) . . . . ?
O2 C7 C8 C11 -56.8(3) . . . . ?
O2 C7 C8 C13 179.7(3) . . . . ?
O2 C7 C8 C16 60.3(3) . . . . ?
C1 C3 C4 C2 0.4(4) . . . . ?
C1 C5 C9 C2 0.3(4) . . . . ?
C1 C6 C7 O2 -54.0(3) . . . . ?
C1 C6 C7 C8 -178.3(2) . . . . ?
C1 C6 C10 C12 55.8(3) . . . . ?
C1 C6 C10 C14 -179.1(3) . . . . ?
C3 C1 C5 C9 -0.6(4) . . . . ?
C3 C1 C6 C7 -73.8(3) . . . . ?
C3 C1 C6 C10 49.9(3) . . . . ?
C4 C2 C9 C5 0.3(4) . . . . ?
C5 C1 C3 C4 0.2(4) . . . . ?
C5 C1 C6 C7 105.3(3) . . . . ?
C5 C1 C6 C10 -130.9(3) . . . . ?
C6 C1 C3 C4 179.4(3) . . . . ?
C6 C1 C5 C9 -179.7(3) . . . . ?
C6 C7 C8 C11 66.9(3) . . . . ?
C6 C7 C8 C13 -56.6(3) . . . . ?
C6 C7 C8 C16 -175.9(3) . . . . ?
C6 C10 C12 C15 44.2(4) . . . . ?
C6 C10 C12 C17 -137.6(3) . . . . ?
C6 C10 C14 C13 55.0(4) . . . . ?
C7 C6 C10 C12 -179.7(2) . . . . ?
C7 C6 C10 C14 -54.6(3) . . . . ?
C7 C8 C11 C18 -149.7(4) . . . . ?
C7 C8 C13 C14 56.4(4) . . . . ?
C8 C13 C14 C10 -57.4(4) . . . . ?
C9 C2 C4 C3 -0.6(4) . . . . ?
C10 C6 C7 O2 -178.7(2) . . . . ?
C10 C6 C7 C8 56.9(3) . . . . ?
C11 C8 C13 C14 -65.8(3) . . . . ?
C12 C10 C14 C13 -178.6(3) . . . . ?
C13 C8 C11 C18 -29.1(5) . . . . ?
C14 C10 C12 C15 -80.9(4) . . . . ?
C14 C10 C12 C17 97.4(4) . . . . ?
C16 C8 C11 C18 92.4(5) . . . . ?
C16 C8 C13 C14 174.5(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 4.948
_oxdiff_exptl_absorpt_empirical_full_min 0.224
####################################################################### 
# 
# 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_chenxiaow_0110-2_auto
_database_code_depnum_ccdc_archive 'CCDC 2226753'
loop_
_audit_author_name
_audit_author_address
ba
;Lanzhou University
China
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2023-05-02 downloaded from the CCDC.
;
_audit_creation_date             2022-01-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H26 O2'
_chemical_formula_sum            'C19 H26 O2'
_chemical_formula_weight         286.40
_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      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                   6.55997(12)
_cell_length_b                   14.3262(3)
_cell_length_c                   17.4645(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1641.30(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3738
_cell_measurement_temperature    149.95(10)
_cell_measurement_theta_max      77.2020
_cell_measurement_theta_min      3.9820
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.569
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (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    1.159
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.13
_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  0.0741
_diffrn_reflns_av_unetI/netI     0.0814
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5454
_diffrn_reflns_point_group_measured_fraction_full 0.917
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.347
_diffrn_reflns_theta_min         3.991
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.95(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 0.933
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -27.00  18.00   0.50    0.07    --   47.57 -19.00-180.00   90
  2  ω     37.00  62.00   0.50    0.28    --  107.75 -57.00 -30.00   50
  3  ω    -10.00  23.00   0.50    0.07    --   47.57  -8.00  81.00   66
  4  ω     36.00  61.00   0.50    0.28    --  107.75 -57.00  60.00   50
  5  ω    146.00 175.00   0.50    0.28    --  107.75  37.00 -60.00   58
  6  ω     35.00  76.00   0.50    0.07    --   47.57-121.00 -67.00   82
  7  ω     40.00  69.00   0.50    0.28    --  107.75-121.00 -67.00   58
  8  ω     73.00 108.00   0.50    0.28    --  107.75-121.00 -67.00   70
  9  ω    -25.00  19.00   0.50    0.07    --  -47.57  19.00-180.00   88
 10  ω    -69.00 -44.00   0.50    0.28    -- -100.00  57.00 -30.00   50
 11  ω   -114.00 -48.00   0.50    0.28    -- -100.00 130.00 100.00  132
 12  ω   -170.00 -84.00   0.50    0.28    -- -100.00  -8.00  81.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0263128000
_diffrn_orient_matrix_UB_12      -0.0461143000
_diffrn_orient_matrix_UB_13      -0.0791090000
_diffrn_orient_matrix_UB_21      0.0053107000
_diffrn_orient_matrix_UB_22      -0.0971134000
_diffrn_orient_matrix_UB_23      0.0378000000
_diffrn_orient_matrix_UB_31      -0.2332440000
_diffrn_orient_matrix_UB_32      0.0030208000
_diffrn_orient_matrix_UB_33      0.0098004000
_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         0.553
_reflns_Friedel_fraction_full    0.802
_reflns_Friedel_fraction_max     0.710
_reflns_number_gt                2674
_reflns_number_total             2925
_reflns_odcompleteness_completeness 100.00
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 921 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(18)
_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     194
_refine_ls_number_reflns         2925
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0541
_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)+(0.0965P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1472
_refine_ls_wR_factor_ref         0.1513
_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:
 C003(H003), C006(H006), C00F(H00F)
2.b Secondary CH2 refined with riding coordinates:
 C00G(H00G,H00H), C00H(H00I,H00J)
2.c Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008), C009(H009), C00A(H00A), C00B(H00B)
2.d X=CH2 refined with riding coordinates:
 C00K(H00Q,H00R), C00L(H00S,H00T)
2.e Idealised Me refined as rotating group:
 C00D(H00C,H00D,H00E), C00I(H00K,H00L,H00M), C00J(H00N,H00O,H00P)
2.f Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
_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
O001 O 0.3365(3) 0.74665(14) 0.34073(12) 0.0261(5) Uani 1 1 d . . . . .
O002 O 0.4678(3) 0.65225(13) 0.67849(12) 0.0253(5) Uani 1 1 d . . . . .
H002 H 0.580031 0.679640 0.684014 0.038 Uiso 1 1 calc R U . . .
C003 C 0.5023(4) 0.55603(18) 0.66497(17) 0.0211(5) Uani 1 1 d . . . . .
H003 H 0.637192 0.549599 0.638803 0.025 Uiso 1 1 calc R U . . .
C004 C 0.3442(4) 0.68912(17) 0.40411(15) 0.0188(5) Uani 1 1 d . . . . .
C005 C 0.3373(4) 0.57795(17) 0.53646(16) 0.0200(5) Uani 1 1 d . . . . .
C006 C 0.3371(4) 0.52110(17) 0.60974(16) 0.0209(5) Uani 1 1 d . . . . .
H006 H 0.202082 0.530503 0.635149 0.025 Uiso 1 1 calc R U . . .
C007 C 0.1704(4) 0.63306(18) 0.51601(16) 0.0212(5) Uani 1 1 d . . . . .
H007 H 0.052339 0.632838 0.547520 0.025 Uiso 1 1 calc R U . . .
C008 C 0.5052(4) 0.57872(19) 0.48769(17) 0.0220(5) Uani 1 1 d . . . . .
H008 H 0.619063 0.540424 0.499602 0.026 Uiso 1 1 calc R U . . .
C009 C 0.5117(4) 0.63381(18) 0.42196(16) 0.0220(5) Uani 1 1 d . . . . .
H009 H 0.628685 0.633567 0.389894 0.026 Uiso 1 1 calc R U . . .
C00A C 0.1732(4) 0.68797(19) 0.45084(16) 0.0220(5) Uani 1 1 d . . . . .
H00A H 0.057852 0.724942 0.438087 0.026 Uiso 1 1 calc R U . . .
C00B C 0.7075(4) 0.5313(2) 0.78128(19) 0.0309(7) Uani 1 1 d . . . . .
H00B H 0.829599 0.520965 0.753251 0.037 Uiso 1 1 calc R U . . .
C00C C 0.2041(4) 0.37766(19) 0.53935(19) 0.0259(6) Uani 1 1 d . . . . .
C00D C 0.5131(4) 0.7516(2) 0.29343(17) 0.0281(6) Uani 1 1 d . . . . .
H00C H 0.486095 0.792821 0.249817 0.042 Uiso 1 1 calc R U . . .
H00D H 0.547204 0.689022 0.274712 0.042 Uiso 1 1 calc R U . . .
H00E H 0.627609 0.776345 0.323224 0.042 Uiso 1 1 calc R U . . .
C00E C 0.5131(4) 0.5014(2) 0.74169(17) 0.0254(6) Uani 1 1 d . . . . .
C00F C 0.3621(4) 0.41532(19) 0.59432(17) 0.0238(6) Uani 1 1 d . . . . .
H00F H 0.498542 0.406241 0.569900 0.029 Uiso 1 1 calc R U . . .
C00G C 0.5291(4) 0.3961(2) 0.7239(2) 0.0308(7) Uani 1 1 d . . . . .
H00G H 0.663938 0.383322 0.700784 0.037 Uiso 1 1 calc R U . . .
H00H H 0.520823 0.360805 0.772559 0.037 Uiso 1 1 calc R U . . .
C00H C 0.3635(4) 0.3611(2) 0.66998(19) 0.0296(6) Uani 1 1 d . . . . .
H00I H 0.229055 0.367572 0.695151 0.036 Uiso 1 1 calc R U . . .
H00J H 0.386125 0.294044 0.659278 0.036 Uiso 1 1 calc R U . . .
C00I C -0.0170(4) 0.3919(2) 0.5597(2) 0.0372(8) Uani 1 1 d . . . . .
H00K H -0.043883 0.365321 0.610369 0.056 Uiso 1 1 calc R U . . .
H00L H -0.103090 0.360812 0.521552 0.056 Uiso 1 1 calc R U . . .
H00M H -0.047776 0.458837 0.560271 0.056 Uiso 1 1 calc R U . . .
C00J C 0.3254(4) 0.5220(2) 0.79148(19) 0.0316(7) Uani 1 1 d . . . . .
H00N H 0.310739 0.589611 0.797915 0.047 Uiso 1 1 calc R U . . .
H00O H 0.342482 0.492592 0.841741 0.047 Uiso 1 1 calc R U . . .
H00P H 0.203348 0.496882 0.766553 0.047 Uiso 1 1 calc R U . . .
C00K C 0.2578(5) 0.3319(2) 0.4764(2) 0.0353(7) Uani 1 1 d . . . . .
H00Q H 0.156053 0.307537 0.443259 0.042 Uiso 1 1 calc R U . . .
H00R H 0.397905 0.323607 0.464481 0.042 Uiso 1 1 calc R U . . .
C00L C 0.7307(6) 0.5692(3) 0.8485(2) 0.0434(9) Uani 1 1 d . . . . .
H00S H 0.614948 0.581481 0.879644 0.052 Uiso 1 1 calc R U . . .
H00T H 0.863213 0.584557 0.866439 0.052 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
O001 C004 1.381(3) . ?
O001 C00D 1.425(3) . ?
O002 H002 0.8400 . ?
O002 C003 1.417(3) . ?
C003 H003 1.0000 . ?
C003 C006 1.535(4) . ?
C003 C00E 1.553(4) . ?
C004 C009 1.390(4) . ?
C004 C00A 1.388(4) . ?
C005 C006 1.517(4) . ?
C005 C007 1.397(4) . ?
C005 C008 1.392(4) . ?
C006 H006 1.0000 . ?
C006 C00F 1.548(4) . ?
C007 H007 0.9500 . ?
C007 C00A 1.384(4) . ?
C008 H008 0.9500 . ?
C008 C009 1.394(4) . ?
C009 H009 0.9500 . ?
C00A H00A 0.9500 . ?
C00B H00B 0.9500 . ?
C00B C00E 1.512(4) . ?
C00B C00L 1.303(5) . ?
C00C C00F 1.512(4) . ?
C00C C00I 1.507(4) . ?
C00C C00K 1.327(5) . ?
C00D H00C 0.9800 . ?
C00D H00D 0.9800 . ?
C00D H00E 0.9800 . ?
C00E C00G 1.544(4) . ?
C00E C00J 1.536(4) . ?
C00F H00F 1.0000 . ?
C00F C00H 1.533(4) . ?
C00G H00G 0.9900 . ?
C00G H00H 0.9900 . ?
C00G C00H 1.523(4) . ?
C00H H00I 0.9900 . ?
C00H H00J 0.9900 . ?
C00I H00K 0.9800 . ?
C00I H00L 0.9800 . ?
C00I H00M 0.9800 . ?
C00J H00N 0.9800 . ?
C00J H00O 0.9800 . ?
C00J H00P 0.9800 . ?
C00K H00Q 0.9500 . ?
C00K H00R 0.9500 . ?
C00L H00S 0.9500 . ?
C00L H00T 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
C004 O001 C00D 117.7(2) . . ?
C003 O002 H002 109.5 . . ?
O002 C003 H003 107.9 . . ?
O002 C003 C006 108.00(19) . . ?
O002 C003 C00E 110.7(2) . . ?
C006 C003 H003 107.9 . . ?
C006 C003 C00E 114.2(2) . . ?
C00E C003 H003 107.9 . . ?
O001 C004 C009 123.3(2) . . ?
O001 C004 C00A 116.7(2) . . ?
C00A C004 C009 120.0(2) . . ?
C007 C005 C006 121.2(2) . . ?
C008 C005 C006 121.4(2) . . ?
C008 C005 C007 117.3(2) . . ?
C003 C006 H006 107.6 . . ?
C003 C006 C00F 110.7(2) . . ?
C005 C006 C003 110.8(2) . . ?
C005 C006 H006 107.6 . . ?
C005 C006 C00F 112.3(2) . . ?
C00F C006 H006 107.6 . . ?
C005 C007 H007 119.3 . . ?
C00A C007 C005 121.4(2) . . ?
C00A C007 H007 119.3 . . ?
C005 C008 H008 118.9 . . ?
C005 C008 C009 122.2(2) . . ?
C009 C008 H008 118.9 . . ?
C004 C009 C008 118.9(2) . . ?
C004 C009 H009 120.6 . . ?
C008 C009 H009 120.6 . . ?
C004 C00A H00A 120.0 . . ?
C007 C00A C004 120.1(2) . . ?
C007 C00A H00A 120.0 . . ?
C00E C00B H00B 115.5 . . ?
C00L C00B H00B 115.5 . . ?
C00L C00B C00E 128.9(3) . . ?
C00I C00C C00F 117.5(3) . . ?
C00K C00C C00F 121.4(3) . . ?
C00K C00C C00I 121.1(3) . . ?
O001 C00D H00C 109.5 . . ?
O001 C00D H00D 109.5 . . ?
O001 C00D H00E 109.5 . . ?
H00C C00D H00D 109.5 . . ?
H00C C00D H00E 109.5 . . ?
H00D C00D H00E 109.5 . . ?
C00B C00E C003 106.9(2) . . ?
C00B C00E C00G 108.1(2) . . ?
C00B C00E C00J 111.3(3) . . ?
C00G C00E C003 108.8(2) . . ?
C00J C00E C003 110.8(2) . . ?
C00J C00E C00G 110.8(2) . . ?
C006 C00F H00F 107.2 . . ?
C00C C00F C006 112.8(2) . . ?
C00C C00F H00F 107.2 . . ?
C00C C00F C00H 111.8(2) . . ?
C00H C00F C006 110.3(2) . . ?
C00H C00F H00F 107.2 . . ?
C00E C00G H00G 108.9 . . ?
C00E C00G H00H 108.9 . . ?
H00G C00G H00H 107.7 . . ?
C00H C00G C00E 113.5(2) . . ?
C00H C00G H00G 108.9 . . ?
C00H C00G H00H 108.9 . . ?
C00F C00H H00I 109.3 . . ?
C00F C00H H00J 109.3 . . ?
C00G C00H C00F 111.8(2) . . ?
C00G C00H H00I 109.3 . . ?
C00G C00H H00J 109.3 . . ?
H00I C00H H00J 107.9 . . ?
C00C C00I H00K 109.5 . . ?
C00C C00I H00L 109.5 . . ?
C00C C00I H00M 109.5 . . ?
H00K C00I H00L 109.5 . . ?
H00K C00I H00M 109.5 . . ?
H00L C00I H00M 109.5 . . ?
C00E C00J H00N 109.5 . . ?
C00E C00J H00O 109.5 . . ?
C00E C00J H00P 109.5 . . ?
H00N C00J H00O 109.5 . . ?
H00N C00J H00P 109.5 . . ?
H00O C00J H00P 109.5 . . ?
C00C C00K H00Q 120.0 . . ?
C00C C00K H00R 120.0 . . ?
H00Q C00K H00R 120.0 . . ?
C00B C00L H00S 120.0 . . ?
C00B C00L H00T 120.0 . . ?
H00S C00L H00T 120.0 . . ?

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
O001 C004 C009 C008 179.4(2) . . . . ?
O001 C004 C00A C007 -179.1(2) . . . . ?
O002 C003 C006 C005 56.5(3) . . . . ?
O002 C003 C006 C00F -178.3(2) . . . . ?
O002 C003 C00E C00B -69.1(3) . . . . ?
O002 C003 C00E C00G 174.4(2) . . . . ?
O002 C003 C00E C00J 52.3(3) . . . . ?
C003 C006 C00F C00C -179.3(2) . . . . ?
C003 C006 C00F C00H 55.0(3) . . . . ?
C003 C00E C00G C00H -52.5(3) . . . . ?
C005 C006 C00F C00C -54.9(3) . . . . ?
C005 C006 C00F C00H 179.32(19) . . . . ?
C005 C007 C00A C004 0.1(4) . . . . ?
C005 C008 C009 C004 -0.7(4) . . . . ?
C006 C003 C00E C00B 168.7(2) . . . . ?
C006 C003 C00E C00G 52.2(3) . . . . ?
C006 C003 C00E C00J -69.9(3) . . . . ?
C006 C005 C007 C00A 177.3(2) . . . . ?
C006 C005 C008 C009 -177.0(2) . . . . ?
C006 C00F C00H C00G -56.3(3) . . . . ?
C007 C005 C006 C003 -115.7(3) . . . . ?
C007 C005 C006 C00F 120.0(3) . . . . ?
C007 C005 C008 C009 1.8(4) . . . . ?
C008 C005 C006 C003 63.1(3) . . . . ?
C008 C005 C006 C00F -61.3(3) . . . . ?
C008 C005 C007 C00A -1.5(4) . . . . ?
C009 C004 C00A C007 1.1(4) . . . . ?
C00A C004 C009 C008 -0.8(4) . . . . ?
C00B C00E C00G C00H -168.2(2) . . . . ?
C00C C00F C00H C00G 177.4(2) . . . . ?
C00D O001 C004 C009 -2.5(4) . . . . ?
C00D O001 C004 C00A 177.7(2) . . . . ?
C00E C003 C006 C005 -179.9(2) . . . . ?
C00E C003 C006 C00F -54.7(3) . . . . ?
C00E C00G C00H C00F 56.5(3) . . . . ?
C00I C00C C00F C006 -56.3(3) . . . . ?
C00I C00C C00F C00H 68.7(3) . . . . ?
C00J C00E C00G C00H 69.6(3) . . . . ?
C00K C00C C00F C006 125.2(3) . . . . ?
C00K C00C C00F C00H -109.9(3) . . . . ?
C00L C00B C00E C003 121.6(4) . . . . ?
C00L C00B C00E C00G -121.4(4) . . . . ?
C00L C00B C00E C00J 0.5(5) . . . . ?

_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 4.158
_oxdiff_exptl_absorpt_empirical_full_min 0.307
####################################################################### 
# 
# 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_chenxiaowei88-zhfm_0908-1_auto
_database_code_depnum_ccdc_archive 'CCDC 2226754'
loop_
_audit_author_name
_audit_author_address
yy
;Lanzhou University
China
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2023-05-02 downloaded from the CCDC.
;
_audit_creation_date             2022-09-09
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H26 O2'
_chemical_formula_sum            'C19 H26 O2'
_chemical_formula_weight         286.40
_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      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                   6.1934(2)
_cell_length_b                   13.5942(4)
_cell_length_c                   20.6761(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1740.81(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4905
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      77.3710
_cell_measurement_theta_min      3.9080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.536
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62327
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (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    1.093
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            8246
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.918
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.811
_diffrn_reflns_theta_min         3.892
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Image Plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'Rigaku IP'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  25.00   0.50    1.63    --  -47.45  19.00 178.00   74
  2  ω   -175.00 -87.00   0.50    6.52    -- -100.00 -19.00  10.00  176
  3  ω   -148.00-122.00   0.50    6.52    -- -100.00-107.00-152.00   52
  4  ω    134.00 172.00   0.50    6.52    --  107.75 125.00  26.00   76
  5  ω     82.00 116.00   0.50    6.52    --  107.75 125.00  26.00   68
  6  ω    -82.00 -23.00   0.50    1.63    --  -47.45 125.00  60.00  118
  7  ω    -22.00  21.00   0.50    1.63    --   47.45 -19.00  10.00   86
  8  ω    -26.00  39.00   0.50    1.63    --   47.45 -37.00 -60.00  130
  9  ω    -69.00 -44.00   0.50    6.52    -- -100.00  57.00 -90.00   50
 10  ω   -137.00 -92.00   0.50    6.52    -- -100.00 -37.00-120.00   90
 11  ω    -60.00 -34.00   0.50    6.52    -- -100.00  57.00 -30.00   52
 12  ω     82.00 112.00   0.50    6.52    --  107.75-125.00-120.00   60
 13  ω     35.00 112.00   0.50    6.52    --  107.75-125.00   0.00  154
 14  ω     35.00  72.00   0.50    6.52    --  107.75-125.00-120.00   74
 15  ω     35.00  60.00   0.50    6.52    --  107.75 -57.00   0.00   50
 16  ω     36.00  61.00   0.50    6.52    --  107.75 -57.00  30.00   50
 17  ω     35.00  60.00   0.50    6.52    --  107.75 -57.00 -90.00   50
 18  ω     35.00  61.00   0.50    6.52    --  107.75 -57.00-150.00   52
 19  ω     49.00  74.00   0.50    6.52    --  107.75 -77.00-120.00   50
 20  ω     38.00  63.00   0.50    6.52    --  107.75 -57.00-180.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDER IP'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0027658000
_diffrn_orient_matrix_UB_12      -0.1106145000
_diffrn_orient_matrix_UB_13      -0.0162659000
_diffrn_orient_matrix_UB_21      -0.0616956000
_diffrn_orient_matrix_UB_22      0.0236680000
_diffrn_orient_matrix_UB_23      -0.0705036000
_diffrn_orient_matrix_UB_31      0.2408517000
_diffrn_orient_matrix_UB_32      0.0073029000
_diffrn_orient_matrix_UB_33      -0.0178324000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.661
_reflns_Friedel_fraction_full    0.963
_reflns_Friedel_fraction_max     0.870
_reflns_number_gt                3011
_reflns_number_total             3406
_reflns_odcompleteness_completeness 99.57
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Flack x determined using 1066 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         3406
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0519
_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)+(0.0807P)²+0.3881P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1406
_refine_ls_wR_factor_ref         0.1477
_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:
 C2(H2A), C3(H3), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C10(H10), C11(H11)
2.d X=CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B)
2.e Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C19(H19A,H19B,H19C)
2.f Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_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 0.7621(3) 0.42318(14) 0.70396(9) 0.0288(5) Uani 1 1 d . . . . .
O2 O 0.6040(4) 0.87042(17) 0.73467(12) 0.0388(5) Uani 1 1 d . . . . .
H2 H 0.494380 0.873042 0.758552 0.058 Uiso 1 1 calc GR . . . .
C1 C 0.6493(4) 0.6025(2) 0.63634(14) 0.0255(6) Uani 1 1 d . . . . .
C2 C 0.6724(4) 0.5052(2) 0.60182(15) 0.0268(6) Uani 1 1 d . . . . .
H2A H 0.527396 0.472934 0.600383 0.032 Uiso 1 1 calc R . . . .
C3 C 0.8291(4) 0.4364(2) 0.63835(14) 0.0251(6) Uani 1 1 d . . . . .
H3 H 0.974100 0.468668 0.638937 0.030 Uiso 1 1 calc R . . . .
C4 C 0.6085(5) 0.7825(2) 0.70346(14) 0.0285(6) Uani 1 1 d . . . . .
C5 C 0.7541(5) 0.5176(2) 0.53141(14) 0.0297(6) Uani 1 1 d . . . . .
H5 H 0.903941 0.544729 0.533922 0.036 Uiso 1 1 calc R . . . .
C6 C 0.4603(5) 0.6274(2) 0.67011(15) 0.0309(6) Uani 1 1 d . . . . .
H6 H 0.343454 0.582119 0.670534 0.037 Uiso 1 1 calc R . . . .
C7 C 0.8148(5) 0.6712(2) 0.63758(16) 0.0313(6) Uani 1 1 d . . . . .
H7 H 0.944857 0.657015 0.615085 0.038 Uiso 1 1 calc R . . . .
C8 C 1.0432(5) 0.2832(2) 0.64056(16) 0.0350(7) Uani 1 1 d . . . . .
H8 H 1.164196 0.323529 0.650319 0.042 Uiso 1 1 calc R . . . .
C9 C 0.8559(5) 0.3342(2) 0.60709(14) 0.0289(6) Uani 1 1 d . . . . .
C10 C 0.7976(5) 0.7591(2) 0.67022(16) 0.0342(7) Uani 1 1 d . . . . .
H10 H 0.915083 0.804094 0.670098 0.041 Uiso 1 1 calc R . . . .
C11 C 0.4389(5) 0.7158(2) 0.70284(15) 0.0313(6) Uani 1 1 d . . . . .
H11 H 0.308230 0.730668 0.724828 0.038 Uiso 1 1 calc R . . . .
C12 C 0.6210(5) 0.5895(2) 0.49198(16) 0.0345(7) Uani 1 1 d . . . . .
C13 C 0.7698(6) 0.4171(2) 0.49848(15) 0.0380(7) Uani 1 1 d . . . . .
H13A H 0.624645 0.386844 0.496223 0.046 Uiso 1 1 calc R . . . .
H13B H 0.823798 0.425517 0.453749 0.046 Uiso 1 1 calc R . . . .
C14 C 0.6486(5) 0.2733(2) 0.61130(15) 0.0350(7) Uani 1 1 d . . . . .
H14A H 0.606515 0.265877 0.656731 0.053 Uiso 1 1 calc GR . . . .
H14B H 0.673714 0.208185 0.592335 0.053 Uiso 1 1 calc GR . . . .
H14C H 0.533013 0.306654 0.587541 0.053 Uiso 1 1 calc GR . . . .
C15 C 0.8869(6) 0.4751(3) 0.75059(15) 0.0376(7) Uani 1 1 d . . . . .
H15A H 0.881549 0.545702 0.741207 0.056 Uiso 1 1 calc GR . . . .
H15B H 1.036891 0.452345 0.748823 0.056 Uiso 1 1 calc GR . . . .
H15C H 0.828054 0.462941 0.793868 0.056 Uiso 1 1 calc GR . . . .
C16 C 0.9219(6) 0.3496(2) 0.53587(15) 0.0361(7) Uani 1 1 d . . . . .
H16A H 1.069261 0.377724 0.534567 0.043 Uiso 1 1 calc R . . . .
H16B H 0.926662 0.284796 0.514048 0.043 Uiso 1 1 calc R . . . .
C17 C 0.7171(6) 0.6626(3) 0.46066(19) 0.0478(9) Uani 1 1 d . . . . .
H17A H 0.634051 0.706354 0.434871 0.057 Uiso 1 1 calc R . . . .
H17B H 0.868881 0.671183 0.464036 0.057 Uiso 1 1 calc R . . . .
C18 C 1.0592(7) 0.1915(3) 0.6576(2) 0.0495(9) Uani 1 1 d . . . . .
H18A H 0.943769 0.147343 0.649176 0.059 Uiso 1 1 calc R . . . .
H18B H 1.186433 0.168675 0.678382 0.059 Uiso 1 1 calc R . . . .
C19 C 0.3816(6) 0.5733(3) 0.4880(2) 0.0505(9) Uani 1 1 d . . . . .
H19A H 0.352889 0.507322 0.470978 0.076 Uiso 1 1 calc GR . . . .
H19B H 0.317601 0.622537 0.459115 0.076 Uiso 1 1 calc GR . . . .
H19C H 0.318119 0.579594 0.531181 0.076 Uiso 1 1 calc GR . . . .


_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 C3 1.430(3) . ?
O1 C15 1.423(4) . ?
O2 C4 1.359(4) . ?
C1 C2 1.510(4) . ?
C1 C6 1.404(4) . ?
C1 C7 1.387(4) . ?
C2 C3 1.545(4) . ?
C2 C5 1.550(4) . ?
C3 C9 1.540(4) . ?
C4 C10 1.394(4) . ?
C4 C11 1.388(4) . ?
C5 C12 1.517(4) . ?
C5 C13 1.529(4) . ?
C6 C11 1.385(4) . ?
C7 C10 1.377(4) . ?
C8 C9 1.519(4) . ?
C8 C18 1.299(5) . ?
C9 C14 1.530(4) . ?
C9 C16 1.542(4) . ?
C12 C17 1.327(5) . ?
C12 C19 1.501(5) . ?
C13 C16 1.526(5) . ?

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
C15 O1 C3 115.0(2) . . ?
C6 C1 C2 121.7(2) . . ?
C7 C1 C2 121.9(2) . . ?
C7 C1 C6 116.4(3) . . ?
C1 C2 C3 111.0(2) . . ?
C1 C2 C5 112.3(2) . . ?
C3 C2 C5 108.6(2) . . ?
O1 C3 C2 110.9(2) . . ?
O1 C3 C9 108.4(2) . . ?
C9 C3 C2 114.1(2) . . ?
O2 C4 C10 116.9(3) . . ?
O2 C4 C11 124.3(3) . . ?
C11 C4 C10 118.8(3) . . ?
C12 C5 C2 113.4(2) . . ?
C12 C5 C13 111.8(3) . . ?
C13 C5 C2 110.0(2) . . ?
C11 C6 C1 122.1(3) . . ?
C10 C7 C1 122.5(3) . . ?
C18 C8 C9 128.3(3) . . ?
C3 C9 C16 107.9(2) . . ?
C8 C9 C3 107.6(2) . . ?
C8 C9 C14 111.6(3) . . ?
C8 C9 C16 107.1(3) . . ?
C14 C9 C3 112.0(2) . . ?
C14 C9 C16 110.5(3) . . ?
C7 C10 C4 120.3(3) . . ?
C6 C11 C4 119.9(3) . . ?
C17 C12 C5 120.1(3) . . ?
C17 C12 C19 121.7(3) . . ?
C19 C12 C5 118.2(3) . . ?
C16 C13 C5 110.5(3) . . ?
C13 C16 C9 113.7(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 3.313
_oxdiff_exptl_absorpt_empirical_full_min 0.321
####################################################################### 
# 
# 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_chenxiaow-137-b_0830_auto
_database_code_depnum_ccdc_archive 'CCDC 2226756'
loop_
_audit_author_name
_audit_author_address
ys
;Lanzhou University
China
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2023-05-02 downloaded from the CCDC.
;
_audit_creation_date             2022-08-31
_audit_creation_method           
;
Olex2 1.5
(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         'C19 H26 O2'
_chemical_formula_sum            'C19 H26 O2'
_chemical_formula_weight         286.40
_chemical_absolute_configuration unk
_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                   6.02770(10)
_cell_length_b                   10.7851(2)
_cell_length_c                   25.2404(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1640.86(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6096
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      77.1900
_cell_measurement_theta_min      3.4910
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.569
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.14061
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (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    1.159
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0874
_diffrn_reflns_av_unetI/netI     0.0730
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            8138
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.421
_diffrn_reflns_theta_min         3.502
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   6.00   0.50    0.18    --   47.57 -19.00 -30.00   50
  2  ω     35.00  60.00   0.50    0.74    --  107.75 -57.00-150.00   50
  3  ω     38.00  63.00   0.50    0.74    --  107.75 -57.00 -60.00   50
  4  ω    -11.00  14.00   0.50    0.18    --   47.57  -8.00  39.00   50
  5  ω     72.00  97.00   0.50    0.18    --   47.57 131.00  60.00   50
  6  ω     35.00  64.00   0.50    0.74    --  107.75-125.00 -60.00   58
  7  ω     82.00 111.00   0.50    0.74    --  107.75-125.00 -60.00   58
  8  ω     73.00 110.00   0.50    0.74    --  107.75-125.00   0.00   74
  9  ω     39.00  69.00   0.50    0.74    --  107.75-125.00   0.00   60
 10  ω     42.00  70.00   0.50    0.74    --  107.75-125.00  30.00   56
 11  ω     87.00 112.00   0.50    0.74    --  107.75-125.00  30.00   50
 12  ω   -116.00 -31.00   0.50    0.18    --  -47.57  -8.00  39.00  170
 13  ω   -156.00 -84.00   0.50    0.74    -- -100.00  -8.00  39.00  144
 14  ω    -85.00 -41.00   0.50    0.18    --  -47.57 125.00 -90.00   88
 15  ω    -69.00 -36.00   0.50    0.74    -- -100.00  57.00 -90.00   66
 16  ω   -169.00-143.00   0.50    0.74    -- -100.00-125.00 150.00   52
 17  ω   -134.00-105.00   0.50    0.74    -- -100.00-125.00 150.00   58
 18  ω    -99.00 -64.00   0.50    0.74    -- -100.00-151.00  92.00   70
 19  ω   -154.00-104.00   0.50    0.74    -- -100.00-151.00  92.00  100
 20  ω   -167.00 -78.00   0.50    0.74    -- -100.00-131.00 -10.00  178
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0167347000
_diffrn_orient_matrix_UB_12      0.0592821000
_diffrn_orient_matrix_UB_13      0.0553882000
_diffrn_orient_matrix_UB_21      -0.0219231000
_diffrn_orient_matrix_UB_22      -0.1291018000
_diffrn_orient_matrix_UB_23      0.0255817000
_diffrn_orient_matrix_UB_31      0.2540714000
_diffrn_orient_matrix_UB_32      -0.0151334000
_diffrn_orient_matrix_UB_33      -0.0014936000
_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         0.670
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.898
_reflns_number_gt                3072
_reflns_number_total             3260
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details 
;
 Flack x determined using 1142 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         3260
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0792
_refine_ls_restrained_S_all      1.068
_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)+(0.1538P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1914
_refine_ls_wR_factor_ref         0.1933
_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:
 C003(H003), C005(H005), C006(H006)
2.b Secondary CH2 refined with riding coordinates:
 C00G(H00I,H00J), C00H(H00K,H00L)
2.c Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E)
2.d X=CH2 refined with riding coordinates:
 C00I(H00M,H00N), C00K(H00R,H00S)
2.e Idealised Me refined as rotating group:
 C00F(H00F,H00G,H00H), C00J(H00O,H00P,H00Q), C00L(H00T,H00U,H00V)
2.f Idealised tetrahedral OH refined as rotating group:
 O001(H001)
;
_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
O001 O 0.5966(3) 0.7001(2) 0.35017(9) 0.0251(5) Uani 1 1 d . . . . .
H001 H 0.650777 0.741224 0.375296 0.038 Uiso 1 1 calc R U . . .
O002 O 0.4190(4) 0.6596(2) 0.59324(9) 0.0307(6) Uani 1 1 d . . . . .
C003 C 0.5578(4) 0.4880(3) 0.38210(12) 0.0202(6) Uani 1 1 d . . . . .
H003 H 0.407837 0.481426 0.365375 0.024 Uiso 1 1 calc R U . . .
C004 C 0.5259(4) 0.5348(3) 0.43838(11) 0.0201(6) Uani 1 1 d . . . . .
C005 C 0.6652(4) 0.3574(3) 0.38076(12) 0.0228(6) Uani 1 1 d . . . . .
H005 H 0.817354 0.365130 0.396196 0.027 Uiso 1 1 calc R U . . .
C006 C 0.6947(4) 0.5795(3) 0.34919(11) 0.0214(6) Uani 1 1 d . . . . .
H006 H 0.845843 0.585496 0.365325 0.026 Uiso 1 1 calc R U . . .
C007 C 0.7214(5) 0.5388(3) 0.29081(12) 0.0220(6) Uani 1 1 d . . . . .
C008 C 0.4654(5) 0.6179(3) 0.54286(12) 0.0232(6) Uani 1 1 d . . . . .
C009 C 0.5403(5) 0.2619(3) 0.41347(13) 0.0254(6) Uani 1 1 d . . . . .
C00A C 0.6946(4) 0.5250(3) 0.47607(12) 0.0234(6) Uani 1 1 d . . . . .
H00A H 0.832683 0.489670 0.466012 0.028 Uiso 1 1 calc R U . . .
C00B C 0.5009(5) 0.5457(3) 0.26214(11) 0.0258(6) Uani 1 1 d . . . . .
H00B H 0.406826 0.613008 0.271397 0.031 Uiso 1 1 calc R U . . .
C00C C 0.2947(5) 0.6308(3) 0.50583(12) 0.0246(6) Uani 1 1 d . . . . .
H00C H 0.157652 0.667621 0.515778 0.030 Uiso 1 1 calc R U . . .
C00D C 0.6660(5) 0.5657(3) 0.52795(12) 0.0243(6) Uani 1 1 d . . . . .
H00D H 0.783053 0.557703 0.552935 0.029 Uiso 1 1 calc R U . . .
C00E C 0.3274(4) 0.5894(3) 0.45436(12) 0.0233(6) Uani 1 1 d . . . . .
H00E H 0.210926 0.598480 0.429293 0.028 Uiso 1 1 calc R U . . .
C00F C 0.8798(5) 0.6287(3) 0.26237(13) 0.0301(7) Uani 1 1 d . . . . .
H00F H 0.818796 0.712872 0.263841 0.045 Uiso 1 1 calc R U . . .
H00G H 0.896506 0.603351 0.225298 0.045 Uiso 1 1 calc R U . . .
H00H H 1.024941 0.627194 0.279845 0.045 Uiso 1 1 calc R U . . .
C00G C 0.6916(5) 0.3144(3) 0.32316(12) 0.0273(7) Uani 1 1 d . . . . .
H00I H 0.768384 0.233310 0.322503 0.033 Uiso 1 1 calc R U . . .
H00J H 0.543127 0.303322 0.307073 0.033 Uiso 1 1 calc R U . . .
C00H C 0.8233(5) 0.4076(3) 0.29072(13) 0.0274(6) Uani 1 1 d . . . . .
H00K H 0.832945 0.377724 0.253708 0.033 Uiso 1 1 calc R U . . .
H00L H 0.976088 0.412255 0.304963 0.033 Uiso 1 1 calc R U . . .
C00I C 0.4247(6) 0.4688(4) 0.22575(14) 0.0357(8) Uani 1 1 d . . . . .
H00M H 0.511614 0.399818 0.214943 0.043 Uiso 1 1 calc R U . . .
H00N H 0.282873 0.482397 0.210383 0.043 Uiso 1 1 calc R U . . .
C00J C 0.2947(6) 0.2506(4) 0.40447(17) 0.0399(8) Uani 1 1 d . . . . .
H00O H 0.219978 0.324770 0.418039 0.060 Uiso 1 1 calc R U . . .
H00P H 0.238558 0.177215 0.423048 0.060 Uiso 1 1 calc R U . . .
H00Q H 0.265312 0.242351 0.366439 0.060 Uiso 1 1 calc R U . . .
C00K C 0.6442(6) 0.1922(4) 0.44877(16) 0.0376(8) Uani 1 1 d . . . . .
H00R H 0.563386 0.133405 0.469090 0.045 Uiso 1 1 calc R U . . .
H00S H 0.799612 0.200967 0.453793 0.045 Uiso 1 1 calc R U . . .
C00L C 0.5818(6) 0.6357(4) 0.63322(13) 0.0350(8) Uani 1 1 d . . . . .
H00T H 0.719648 0.679165 0.624295 0.053 Uiso 1 1 calc R U . . .
H00U H 0.610330 0.546388 0.635231 0.053 Uiso 1 1 calc R U . . .
H00V H 0.527033 0.665289 0.667527 0.053 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
O001 H001 0.8400 . ?
O001 C006 1.428(4) . ?
O002 C008 1.378(4) . ?
O002 C00L 1.431(4) . ?
C003 H003 1.0000 . ?
C003 C004 1.520(4) . ?
C003 C005 1.550(4) . ?
C003 C006 1.532(4) . ?
C004 C00A 1.397(4) . ?
C004 C00E 1.393(4) . ?
C005 H005 1.0000 . ?
C005 C009 1.520(4) . ?
C005 C00G 1.534(4) . ?
C006 H006 1.0000 . ?
C006 C007 1.546(4) . ?
C007 C00B 1.516(4) . ?
C007 C00F 1.539(4) . ?
C007 C00H 1.542(4) . ?
C008 C00C 1.397(4) . ?
C008 C00D 1.386(4) . ?
C009 C00J 1.503(4) . ?
C009 C00K 1.323(5) . ?
C00A H00A 0.9500 . ?
C00A C00D 1.392(4) . ?
C00B H00B 0.9500 . ?
C00B C00I 1.320(5) . ?
C00C H00C 0.9500 . ?
C00C C00E 1.388(4) . ?
C00D H00D 0.9500 . ?
C00E H00E 0.9500 . ?
C00F H00F 0.9800 . ?
C00F H00G 0.9800 . ?
C00F H00H 0.9800 . ?
C00G H00I 0.9900 . ?
C00G H00J 0.9900 . ?
C00G C00H 1.520(4) . ?
C00H H00K 0.9900 . ?
C00H H00L 0.9900 . ?
C00I H00M 0.9500 . ?
C00I H00N 0.9500 . ?
C00J H00O 0.9800 . ?
C00J H00P 0.9800 . ?
C00J H00Q 0.9800 . ?
C00K H00R 0.9500 . ?
C00K H00S 0.9500 . ?
C00L H00T 0.9800 . ?
C00L H00U 0.9800 . ?
C00L H00V 0.9800 . ?

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
C006 O001 H001 109.5 . . ?
C008 O002 C00L 116.9(2) . . ?
C004 C003 H003 107.7 . . ?
C004 C003 C005 112.0(2) . . ?
C004 C003 C006 111.2(2) . . ?
C005 C003 H003 107.7 . . ?
C006 C003 H003 107.7 . . ?
C006 C003 C005 110.4(2) . . ?
C00A C004 C003 121.3(2) . . ?
C00E C004 C003 121.3(2) . . ?
C00E C004 C00A 117.4(3) . . ?
C003 C005 H005 107.4 . . ?
C009 C005 C003 113.4(2) . . ?
C009 C005 H005 107.4 . . ?
C009 C005 C00G 111.2(3) . . ?
C00G C005 C003 109.8(2) . . ?
C00G C005 H005 107.4 . . ?
O001 C006 C003 110.7(2) . . ?
O001 C006 H006 108.1 . . ?
O001 C006 C007 108.6(2) . . ?
C003 C006 H006 108.1 . . ?
C003 C006 C007 112.9(2) . . ?
C007 C006 H006 108.1 . . ?
C00B C007 C006 110.5(2) . . ?
C00B C007 C00F 106.9(3) . . ?
C00B C007 C00H 113.2(3) . . ?
C00F C007 C006 109.3(2) . . ?
C00F C007 C00H 109.3(2) . . ?
C00H C007 C006 107.7(2) . . ?
O002 C008 C00C 115.8(3) . . ?
O002 C008 C00D 124.1(3) . . ?
C00D C008 C00C 120.1(3) . . ?
C00J C009 C005 117.5(3) . . ?
C00K C009 C005 121.1(3) . . ?
C00K C009 C00J 121.5(3) . . ?
C004 C00A H00A 119.1 . . ?
C00D C00A C004 121.8(3) . . ?
C00D C00A H00A 119.1 . . ?
C007 C00B H00B 116.3 . . ?
C00I C00B C007 127.3(3) . . ?
C00I C00B H00B 116.3 . . ?
C008 C00C H00C 120.4 . . ?
C00E C00C C008 119.3(3) . . ?
C00E C00C H00C 120.4 . . ?
C008 C00D C00A 119.4(3) . . ?
C008 C00D H00D 120.3 . . ?
C00A C00D H00D 120.3 . . ?
C004 C00E H00E 119.0 . . ?
C00C C00E C004 121.9(3) . . ?
C00C C00E H00E 119.0 . . ?
C007 C00F H00F 109.5 . . ?
C007 C00F H00G 109.5 . . ?
C007 C00F H00H 109.5 . . ?
H00F C00F H00G 109.5 . . ?
H00F C00F H00H 109.5 . . ?
H00G C00F H00H 109.5 . . ?
C005 C00G H00I 109.3 . . ?
C005 C00G H00J 109.3 . . ?
H00I C00G H00J 108.0 . . ?
C00H C00G C005 111.4(3) . . ?
C00H C00G H00I 109.3 . . ?
C00H C00G H00J 109.3 . . ?
C007 C00H H00K 108.9 . . ?
C007 C00H H00L 108.9 . . ?
C00G C00H C007 113.4(2) . . ?
C00G C00H H00K 108.9 . . ?
C00G C00H H00L 108.9 . . ?
H00K C00H H00L 107.7 . . ?
C00B C00I H00M 120.0 . . ?
C00B C00I H00N 120.0 . . ?
H00M C00I H00N 120.0 . . ?
C009 C00J H00O 109.5 . . ?
C009 C00J H00P 109.5 . . ?
C009 C00J H00Q 109.5 . . ?
H00O C00J H00P 109.5 . . ?
H00O C00J H00Q 109.5 . . ?
H00P C00J H00Q 109.5 . . ?
C009 C00K H00R 120.0 . . ?
C009 C00K H00S 120.0 . . ?
H00R C00K H00S 120.0 . . ?
O002 C00L H00T 109.5 . . ?
O002 C00L H00U 109.5 . . ?
O002 C00L H00V 109.5 . . ?
H00T C00L H00U 109.5 . . ?
H00T C00L H00V 109.5 . . ?
H00U C00L H00V 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
O001 C006 C007 C00B -54.9(3) . . . . ?
O001 C006 C007 C00F 62.4(3) . . . . ?
O001 C006 C007 C00H -178.9(2) . . . . ?
O002 C008 C00C C00E -179.1(3) . . . . ?
O002 C008 C00D C00A 179.2(3) . . . . ?
C003 C004 C00A C00D -178.9(3) . . . . ?
C003 C004 C00E C00C 179.0(3) . . . . ?
C003 C005 C009 C00J 50.6(4) . . . . ?
C003 C005 C009 C00K -128.9(3) . . . . ?
C003 C005 C00G C00H 55.7(3) . . . . ?
C003 C006 C007 C00B 68.3(3) . . . . ?
C003 C006 C007 C00F -174.3(2) . . . . ?
C003 C006 C007 C00H -55.7(3) . . . . ?
C004 C003 C005 C009 54.5(3) . . . . ?
C004 C003 C005 C00G 179.5(2) . . . . ?
C004 C003 C006 O001 -55.1(3) . . . . ?
C004 C003 C006 C007 -177.1(2) . . . . ?
C004 C00A C00D C008 -0.3(4) . . . . ?
C005 C003 C004 C00A 45.7(4) . . . . ?
C005 C003 C004 C00E -134.4(3) . . . . ?
C005 C003 C006 O001 179.9(2) . . . . ?
C005 C003 C006 C007 57.9(3) . . . . ?
C005 C00G C00H C007 -57.0(3) . . . . ?
C006 C003 C004 C00A -78.3(3) . . . . ?
C006 C003 C004 C00E 101.6(3) . . . . ?
C006 C003 C005 C009 179.0(2) . . . . ?
C006 C003 C005 C00G -56.0(3) . . . . ?
C006 C007 C00B C00I -142.8(3) . . . . ?
C006 C007 C00H C00G 55.1(3) . . . . ?
C008 C00C C00E C004 0.1(5) . . . . ?
C009 C005 C00G C00H -178.1(2) . . . . ?
C00A C004 C00E C00C -1.1(4) . . . . ?
C00B C007 C00H C00G -67.3(3) . . . . ?
C00C C008 C00D C00A -0.8(4) . . . . ?
C00D C008 C00C C00E 0.9(4) . . . . ?
C00E C004 C00A C00D 1.2(4) . . . . ?
C00F C007 C00B C00I 98.4(4) . . . . ?
C00F C007 C00H C00G 173.7(3) . . . . ?
C00G C005 C009 C00J -73.7(4) . . . . ?
C00G C005 C009 C00K 106.8(4) . . . . ?
C00H C007 C00B C00I -22.0(4) . . . . ?
C00L O002 C008 C00C 173.7(3) . . . . ?
C00L O002 C008 C00D -6.3(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 5.795
_oxdiff_exptl_absorpt_empirical_full_min 0.124
####################################################################### 
# 
# 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_chenxiaowei_0426_auto
_database_code_depnum_ccdc_archive 'CCDC 2226760'
loop_
_audit_author_name
_audit_author_address
b
;Lanzhou University
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-05-02 downloaded from the CCDC.
;
_audit_creation_date             2022-12-18
_audit_creation_method           
;
Olex2 1.5
(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         '2(C18 H26 O3), C H4 O'
_chemical_formula_sum            'C37 H56 O7'
_chemical_formula_weight         612.81
_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                   15.3362(3)
_cell_length_b                   6.95130(12)
_cell_length_c                   16.3195(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.0819(18)
_cell_angle_gamma                90
_cell_volume                     1707.32(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13795
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      77.0600
_cell_measurement_theta_min      2.7310
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.643
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (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    1.192
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             668
_exptl_crystal_size_max          0.14
_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  0.0500
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16825
_diffrn_reflns_point_group_measured_fraction_full 0.904
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.169
_diffrn_reflns_theta_min         2.759
_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 1.000
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      6.00 112.00   0.50    0.05    --   47.57   7.00 -46.00  212
  2  ω    118.00 175.00   0.50    0.10    --  107.75  37.00-180.00  114
  3  ω     70.00 175.00   0.50    0.10    --  107.75   7.00 -46.00  210
  4  ω    148.00 174.00   0.50    0.10    --  107.75  57.00   0.00   52
  5  ω     94.00 125.00   0.50    0.10    --  107.75  57.00   0.00   62
  6  ω   -106.00 -32.00   0.50    0.10    -- -100.00  77.00  60.00  148
  7  ω    -64.00 -35.00   0.50    0.10    -- -100.00  57.00 150.00   58
  8  ω    -63.00 -37.00   0.50    0.10    -- -100.00 125.00  30.00   52
  9  ω   -112.00 -70.00   0.50    0.10    -- -100.00 125.00  30.00   84
 10  ω    -69.00 -29.00   0.50    0.10    -- -100.00  57.00-150.00   80
 11  ω    -75.00 -50.00   0.50    0.10    -- -100.00 125.00-150.00   50
 12  ω   -112.00 -86.00   0.50    0.10    -- -100.00 125.00-150.00   52
 13  ω    -88.00 -47.00   0.50    0.05    --  -47.57 125.00   0.00   82
 14  ω   -117.00 -34.00   0.50    0.05    --  -47.57  -7.00 138.00  166
 15  ω   -140.00-104.00   0.50    0.10    -- -100.00  -7.00 138.00   72
 16  ω    -13.00  13.00   0.50    0.05    --   47.57  -7.00 138.00   52
 17  ω     38.00  63.00   0.50    0.10    --  107.75 -57.00  60.00   50
 18  ω     35.00  61.00   0.50    0.10    --  107.75 -57.00 -90.00   52
 19  ω     35.00  62.00   0.50    0.10    --  107.75 -57.00 -60.00   54
 20  ω     80.00 105.00   0.50    0.10    --  107.75 -99.00  60.00   50
 21  ω     45.00 104.00   0.50    0.10    --  107.75 -99.00 120.00  118
 22  ω     36.00  62.00   0.50    0.10    --  107.75 -99.00  60.00   52
 23  ω   -126.00 -88.00   0.50    0.10    -- -100.00  -7.00 138.00   76
 24  ω    -61.00 -34.00   0.50    0.05    --  -47.57 -53.00  94.89   54
 25  ω    -80.00 -37.00   0.50    0.05    --  -47.57 -19.00  60.00   86
 26  ω     25.00  53.00   0.50    0.05    --   47.57  77.00   0.00   56
 27  ω     27.00  76.00   0.50    0.05    --   47.57  77.00  90.00   98
 28  ω     39.00  65.00   0.50    0.05    --   47.57  37.00  30.00   52
 29  ω     25.00  63.00   0.50    0.05    --   47.57  77.00  60.00   76
 30  ω     35.00  70.00   0.50    0.05    --   47.57  37.00  90.00   70
 31  ω     35.00  62.00   0.50    0.05    --   47.57  37.00  60.00   54
 32  ω   -167.00-141.00   0.50    0.10    -- -100.00 -78.00   0.51   52
 33  ω   -107.00 -79.00   0.50    0.10    -- -100.00 -73.00  80.64   56
 34  ω   -104.00 -79.00   0.50    0.10    -- -100.00 -72.00  50.05   50
 35  ω   -164.00-138.00   0.50    0.10    -- -100.00 -70.00 102.44   52
 36  ω   -105.00 -80.00   0.50    0.10    -- -100.00 -70.00 102.44   50
 37  ω   -104.00 -78.00   0.50    0.10    -- -100.00 -76.00  12.22   52
 38  ω   -167.00-158.50   0.50    0.10    -- -100.00 -61.00 117.59   17
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1002726000
_diffrn_orient_matrix_UB_12      0.0158299000
_diffrn_orient_matrix_UB_13      0.0359187000
_diffrn_orient_matrix_UB_21      0.0187779000
_diffrn_orient_matrix_UB_22      0.0159073000
_diffrn_orient_matrix_UB_23      -0.0891402000
_diffrn_orient_matrix_UB_31      -0.0084319000
_diffrn_orient_matrix_UB_32      0.2205089000
_diffrn_orient_matrix_UB_33      0.0039291000
_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         0.623
_reflns_Friedel_fraction_full    0.790
_reflns_Friedel_fraction_max     0.710
_reflns_number_gt                5784
_reflns_number_total             6125
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 2099 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.22(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         6125
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0401
_refine_ls_restrained_S_all      1.060
_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)+(0.0713P)²+0.0277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1075
_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:
 C19(H19), C20(H20), C30(H30), C18(H18), C26(H26), C37(H37)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C33(H33A,H33B), C21(H21A,H21B), C36(H36A,H36B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C5(H5A), C22(H22), C28(H28), C32(H32), C6(H6A), C8(H8), C12(H12),
 C16(H16), C23(H23)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C7(H7A,H7B,H7C), C17(H17A,H17B,H17C), C13(H13A,H13B,H13C),
 C27(H27A,H27B,H27C), C29(H29A,H29B,H29C), C35(H35A,H35B,H35C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 0.67927(11) 0.7514(2) 0.40235(10) 0.0265(4) Uani 1 1 d . . . . .
H1 H 0.647970 0.656903 0.382664 0.040 Uiso 1 1 calc R U . . .
O2 O 0.77463(11) 0.9209(3) 0.73107(10) 0.0257(4) Uani 1 1 d . . . . .
O5 O 0.41625(10) 0.9136(3) 0.62694(11) 0.0293(4) Uani 1 1 d . . . . .
C2 C 0.81905(18) 0.4803(5) 0.37650(18) 0.0390(6) Uani 1 1 d . . . . .
H2A H 0.809148 0.360814 0.401462 0.047 Uiso 1 1 calc R U . . .
C3 C 0.85923(18) 1.1319(4) 0.65734(16) 0.0311(5) Uani 1 1 d . . . . .
H3A H 0.904678 1.134554 0.622554 0.047 Uiso 1 1 calc R U . . .
H3B H 0.877455 1.215670 0.705910 0.047 Uiso 1 1 calc R U . . .
H3C H 0.802606 1.177376 0.624674 0.047 Uiso 1 1 calc R U . . .
C4 C 0.66668(14) 0.8556(3) 0.56455(13) 0.0213(4) Uani 1 1 d . . . . .
C5 C 0.53837(15) 1.0497(3) 0.57851(14) 0.0256(5) Uani 1 1 d . . . . .
H5A H 0.509229 1.170908 0.573455 0.031 Uiso 1 1 calc R U . . .
C7 C 0.92779(16) 0.8705(5) 0.75409(15) 0.0347(6) Uani 1 1 d . . . . .
H7A H 0.927161 0.946316 0.804607 0.052 Uiso 1 1 calc R U . . .
H7B H 0.982874 0.896058 0.733935 0.052 Uiso 1 1 calc R U . . .
H7C H 0.924377 0.733324 0.766972 0.052 Uiso 1 1 calc R U . . .
C9 C 0.8169(3) 0.4762(7) 0.2963(2) 0.0604(10) Uani 1 1 d . . . . .
H9A H 0.799(3) 0.352(7) 0.264(3) 0.074(13) Uiso 1 1 d . . . . .
H9B H 0.829(3) 0.600(8) 0.261(3) 0.080(14) Uiso 1 1 d . . . . .
C11 C 0.83544(16) 0.6520(4) 0.43519(14) 0.0274(5) Uani 1 1 d . . . . .
C14 C 0.49880(14) 0.8917(3) 0.60820(13) 0.0227(4) Uani 1 1 d . . . . .
C15 C 0.90680(17) 0.5943(4) 0.51048(16) 0.0313(5) Uani 1 1 d . . . . .
H15A H 0.890517 0.468545 0.531762 0.038 Uiso 1 1 calc R U . . .
H15B H 0.964066 0.577697 0.491812 0.038 Uiso 1 1 calc R U . . .
C17 C 0.86337(17) 0.8306(4) 0.39174(16) 0.0342(6) Uani 1 1 d . . . . .
H17A H 0.817198 0.862320 0.343279 0.051 Uiso 1 1 calc R U . . .
H17B H 0.919380 0.804670 0.373279 0.051 Uiso 1 1 calc R U . . .
H17C H 0.871420 0.938973 0.430853 0.051 Uiso 1 1 calc R U . . .
C19 C 0.83286(14) 0.7792(3) 0.61344(13) 0.0222(4) Uani 1 1 d . . . . .
H19 H 0.815097 0.655048 0.636495 0.027 Uiso 1 1 calc R U . . .
C20 C 0.75712(14) 0.8348(3) 0.53953(13) 0.0212(4) Uani 1 1 d . . . . .
H20 H 0.772672 0.961882 0.517447 0.025 Uiso 1 1 calc R U . . .
C22 C 0.54290(15) 0.7151(3) 0.61728(14) 0.0232(4) Uani 1 1 d . . . . .
H22 H 0.516570 0.606631 0.638337 0.028 Uiso 1 1 calc R U . . .
C28 C 0.62111(15) 1.0296(3) 0.55613(14) 0.0240(4) Uani 1 1 d . . . . .
H28 H 0.647106 1.137805 0.534538 0.029 Uiso 1 1 calc R U . . .
C30 C 0.74874(14) 0.6876(3) 0.46801(14) 0.0228(4) Uani 1 1 d . . . . .
H30 H 0.729854 0.562288 0.489136 0.027 Uiso 1 1 calc R U . . .
C32 C 0.62558(14) 0.6995(3) 0.59522(13) 0.0230(4) Uani 1 1 d . . . . .
H32 H 0.655136 0.578767 0.601180 0.028 Uiso 1 1 calc R U . . .
C33 C 0.91928(15) 0.7403(4) 0.58171(15) 0.0292(5) Uani 1 1 d . . . . .
H33A H 0.941344 0.862596 0.562225 0.035 Uiso 1 1 calc R U . . .
H33B H 0.964859 0.691701 0.628482 0.035 Uiso 1 1 calc R U . . .
C34 C 0.84827(15) 0.9263(4) 0.68676(14) 0.0246(5) Uani 1 1 d . . . . .
O3 O 0.77006(11) 0.7042(2) 0.88063(10) 0.0241(3) Uani 1 1 d . . . . .
O4 O 0.72921(10) -0.1122(2) 1.01674(10) 0.0210(3) Uani 1 1 d . . . . .
O6 O 0.33954(10) 0.1612(3) 0.87339(10) 0.0261(3) Uani 1 1 d . . . . .
C1 C 0.43025(14) 0.1695(3) 0.89311(13) 0.0203(4) Uani 1 1 d . . . . .
C6 C 0.56747(14) 0.2650(3) 0.98122(13) 0.0198(4) Uani 1 1 d . . . . .
H6A H 0.597588 0.327164 1.030445 0.024 Uiso 1 1 calc R U . . .
C8 C 0.57074(14) 0.0858(3) 0.85726(13) 0.0202(4) Uani 1 1 d . . . . .
H8 H 0.603042 0.024367 0.820475 0.024 Uiso 1 1 calc R U . . .
C10 C 0.61710(13) 0.1797(3) 0.92793(13) 0.0175(4) Uani 1 1 d . . . . .
C12 C 0.47544(14) 0.2618(3) 0.96442(13) 0.0206(4) Uani 1 1 d . . . . .
H12 H 0.443252 0.322439 1.001502 0.025 Uiso 1 1 calc R U . . .
C13 C 0.75800(18) 0.4176(4) 0.79560(15) 0.0298(5) Uani 1 1 d . . . . .
H13A H 0.747861 0.498430 0.745454 0.045 Uiso 1 1 calc R U . . .
H13B H 0.726105 0.295652 0.783397 0.045 Uiso 1 1 calc R U . . .
H13C H 0.821738 0.392135 0.812877 0.045 Uiso 1 1 calc R U . . .
C16 C 0.47848(15) 0.0800(3) 0.83940(14) 0.0225(4) Uani 1 1 d . . . . .
H16 H 0.448304 0.015338 0.790865 0.027 Uiso 1 1 calc R U . . .
C18 C 0.71786(13) 0.1981(3) 0.94576(13) 0.0179(4) Uani 1 1 d . . . . .
H18 H 0.740584 0.136315 0.898655 0.021 Uiso 1 1 calc R U . . .
C21 C 0.84711(14) 0.4337(3) 0.98821(14) 0.0239(5) Uani 1 1 d . . . . .
H21A H 0.882108 0.389659 0.946707 0.029 Uiso 1 1 calc R U . . .
H21B H 0.860790 0.571367 0.999647 0.029 Uiso 1 1 calc R U . . .
C23 C 0.88161(15) 0.0063(4) 1.14062(14) 0.0268(5) Uani 1 1 d . . . . .
H23 H 0.850810 0.049707 1.182386 0.032 Uiso 1 1 calc R U . . .
C24 C 0.72421(14) 0.5214(3) 0.86577(13) 0.0205(4) Uani 1 1 d . . . . .
C25 C 0.85691(14) 0.1040(3) 1.05639(13) 0.0203(4) Uani 1 1 d . . . . .
C26 C 0.75537(14) 0.0847(3) 1.02649(13) 0.0185(4) Uani 1 1 d . . . . .
H26 H 0.726871 0.139002 1.071627 0.022 Uiso 1 1 calc R U . . .
C27 C 0.90878(14) 0.0196(3) 0.99362(14) 0.0237(4) Uani 1 1 d . . . . .
H27A H 0.899585 -0.119893 0.989937 0.036 Uiso 1 1 calc R U . . .
H27B H 0.972205 0.046944 1.012056 0.036 Uiso 1 1 calc R U . . .
H27C H 0.887768 0.077679 0.938656 0.036 Uiso 1 1 calc R U . . .
C29 C 0.62508(16) 0.5677(4) 0.83890(15) 0.0283(5) Uani 1 1 d . . . . .
H29A H 0.603099 0.625302 0.885852 0.043 Uiso 1 1 calc R U . . .
H29B H 0.592167 0.448982 0.821635 0.043 Uiso 1 1 calc R U . . .
H29C H 0.616617 0.658331 0.792050 0.043 Uiso 1 1 calc R U . . .
C31 C 0.9403(2) -0.1309(5) 1.1632(2) 0.0428(7) Uani 1 1 d . . . . .
H31A H 0.960(2) -0.182(5) 1.221(2) 0.050(9) Uiso 1 1 d . . . . .
H31B H 0.978(3) -0.176(7) 1.126(3) 0.064(12) Uiso 1 1 d . . . . .
C36 C 0.87578(14) 0.3200(3) 1.06851(14) 0.0237(5) Uani 1 1 d . . . . .
H36A H 0.843975 0.369909 1.111429 0.028 Uiso 1 1 calc R U . . .
H36B H 0.940211 0.339324 1.089185 0.028 Uiso 1 1 calc R U . . .
C37 C 0.74767(13) 0.4129(3) 0.95056(13) 0.0184(4) Uani 1 1 d . . . . .
H37 H 0.714533 0.478459 0.989752 0.022 Uiso 1 1 calc R U . . .
O7 O 0.34711(14) 0.6001(3) 0.67415(12) 0.0383(4) Uani 1 1 d . . . . .
C35 C 0.3607(2) 0.5700(5) 0.76186(19) 0.0464(7) Uani 1 1 d . . . . .
H35A H 0.356973 0.693354 0.790055 0.070 Uiso 1 1 calc R U . . .
H35B H 0.419598 0.513349 0.781314 0.070 Uiso 1 1 calc R U . . .
H35C H 0.315060 0.482567 0.774681 0.070 Uiso 1 1 calc R U . . .
H7 H 0.337(3) 0.484(7) 0.646(3) 0.059(11) Uiso 1 1 d . . . . .
H4 H 0.743(2) -0.154(6) 0.973(2) 0.052(10) Uiso 1 1 d . . . . .
H6 H 0.313(2) 0.236(6) 0.909(2) 0.052(10) Uiso 1 1 d . . . . .
H5 H 0.393(2) 0.795(6) 0.640(2) 0.051(10) Uiso 1 1 d . . . . .
H3 H 0.760(3) 0.764(7) 0.834(3) 0.066(12) Uiso 1 1 d . . . . .
H2 H 0.723(2) 0.940(5) 0.699(2) 0.042(9) 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 H1 0.8400 . ?
O1 C30 1.429(3) . ?
O2 C34 1.454(3) . ?
O2 H2 0.88(4) . ?
O5 C14 1.367(3) . ?
O5 H5 0.94(4) . ?
C2 H2A 0.9500 . ?
C2 C9 1.303(4) . ?
C2 C11 1.521(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 C34 1.527(4) . ?
C4 C20 1.526(3) . ?
C4 C28 1.391(3) . ?
C4 C32 1.395(3) . ?
C5 H5A 0.9500 . ?
C5 C14 1.386(3) . ?
C5 C28 1.393(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 C34 1.526(3) . ?
C9 H9A 1.03(5) . ?
C9 H9B 1.07(5) . ?
C11 C15 1.533(3) . ?
C11 C17 1.531(4) . ?
C11 C30 1.546(3) . ?
C14 C22 1.396(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C33 1.527(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C19 H19 1.0000 . ?
C19 C20 1.554(3) . ?
C19 C33 1.537(3) . ?
C19 C34 1.557(3) . ?
C20 H20 1.0000 . ?
C20 C30 1.539(3) . ?
C22 H22 0.9500 . ?
C22 C32 1.387(3) . ?
C28 H28 0.9500 . ?
C30 H30 1.0000 . ?
C32 H32 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
O3 C24 1.450(3) . ?
O3 H3 0.85(5) . ?
O4 C26 1.427(3) . ?
O4 H4 0.83(4) . ?
O6 C1 1.368(3) . ?
O6 H6 0.93(4) . ?
C1 C12 1.391(3) . ?
C1 C16 1.397(3) . ?
C6 H6A 0.9500 . ?
C6 C10 1.394(3) . ?
C6 C12 1.385(3) . ?
C8 H8 0.9500 . ?
C8 C10 1.395(3) . ?
C8 C16 1.389(3) . ?
C10 C18 1.522(3) . ?
C12 H12 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 C24 1.526(3) . ?
C16 H16 0.9500 . ?
C18 H18 1.0000 . ?
C18 C26 1.548(3) . ?
C18 C37 1.559(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C36 1.521(3) . ?
C21 C37 1.538(3) . ?
C23 H23 0.9500 . ?
C23 C25 1.514(3) . ?
C23 C31 1.315(4) . ?
C24 C29 1.533(3) . ?
C24 C37 1.556(3) . ?
C25 C26 1.546(3) . ?
C25 C27 1.529(3) . ?
C25 C36 1.535(3) . ?
C26 H26 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 H31A 0.99(4) . ?
C31 H31B 0.97(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 H37 1.0000 . ?
O7 C35 1.422(4) . ?
O7 H7 0.93(5) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?

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
C30 O1 H1 109.5 . . ?
C34 O2 H2 113(2) . . ?
C14 O5 H5 112(2) . . ?
C9 C2 H2A 115.9 . . ?
C9 C2 C11 128.2(3) . . ?
C11 C2 H2A 115.9 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C34 C3 H3A 109.5 . . ?
C34 C3 H3B 109.5 . . ?
C34 C3 H3C 109.5 . . ?
C28 C4 C20 121.4(2) . . ?
C28 C4 C32 117.3(2) . . ?
C32 C4 C20 121.3(2) . . ?
C14 C5 H5A 120.2 . . ?
C14 C5 C28 119.6(2) . . ?
C28 C5 H5A 120.2 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C34 C7 H7A 109.5 . . ?
C34 C7 H7B 109.5 . . ?
C34 C7 H7C 109.5 . . ?
C2 C9 H9A 120(3) . . ?
C2 C9 H9B 123(3) . . ?
H9A C9 H9B 117(3) . . ?
C2 C11 C15 107.8(2) . . ?
C2 C11 C17 111.8(2) . . ?
C2 C11 C30 107.2(2) . . ?
C15 C11 C30 107.06(18) . . ?
C17 C11 C15 111.3(2) . . ?
C17 C11 C30 111.5(2) . . ?
O5 C14 C5 118.5(2) . . ?
O5 C14 C22 121.7(2) . . ?
C5 C14 C22 119.9(2) . . ?
C11 C15 H15A 108.8 . . ?
C11 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C33 C15 C11 113.7(2) . . ?
C33 C15 H15A 108.8 . . ?
C33 C15 H15B 108.8 . . ?
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 . . ?
C20 C19 H19 106.8 . . ?
C20 C19 C34 114.43(18) . . ?
C33 C19 H19 106.8 . . ?
C33 C19 C20 110.28(18) . . ?
C33 C19 C34 111.18(18) . . ?
C34 C19 H19 106.8 . . ?
C4 C20 C19 113.45(17) . . ?
C4 C20 H20 107.8 . . ?
C4 C20 C30 108.55(17) . . ?
C19 C20 H20 107.8 . . ?
C30 C20 C19 111.36(17) . . ?
C30 C20 H20 107.8 . . ?
C14 C22 H22 120.4 . . ?
C32 C22 C14 119.3(2) . . ?
C32 C22 H22 120.4 . . ?
C4 C28 C5 121.8(2) . . ?
C4 C28 H28 119.1 . . ?
C5 C28 H28 119.1 . . ?
O1 C30 C11 110.92(18) . . ?
O1 C30 C20 107.70(18) . . ?
O1 C30 H30 107.8 . . ?
C11 C30 H30 107.8 . . ?
C20 C30 C11 114.67(18) . . ?
C20 C30 H30 107.8 . . ?
C4 C32 H32 119.0 . . ?
C22 C32 C4 122.1(2) . . ?
C22 C32 H32 119.0 . . ?
C15 C33 C19 112.6(2) . . ?
C15 C33 H33A 109.1 . . ?
C15 C33 H33B 109.1 . . ?
C19 C33 H33A 109.1 . . ?
C19 C33 H33B 109.1 . . ?
H33A C33 H33B 107.8 . . ?
O2 C34 C3 108.87(19) . . ?
O2 C34 C7 103.00(18) . . ?
O2 C34 C19 110.35(17) . . ?
C3 C34 C19 112.49(18) . . ?
C7 C34 C3 110.1(2) . . ?
C7 C34 C19 111.6(2) . . ?
C24 O3 H3 106(3) . . ?
C26 O4 H4 109(3) . . ?
C1 O6 H6 112(2) . . ?
O6 C1 C12 122.5(2) . . ?
O6 C1 C16 118.09(19) . . ?
C12 C1 C16 119.44(19) . . ?
C10 C6 H6A 119.1 . . ?
C12 C6 H6A 119.1 . . ?
C12 C6 C10 121.84(19) . . ?
C10 C8 H8 119.2 . . ?
C16 C8 H8 119.2 . . ?
C16 C8 C10 121.6(2) . . ?
C6 C10 C8 117.54(19) . . ?
C6 C10 C18 120.08(18) . . ?
C8 C10 C18 122.33(18) . . ?
C1 C12 H12 120.1 . . ?
C6 C12 C1 119.9(2) . . ?
C6 C12 H12 120.1 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C24 C13 H13A 109.5 . . ?
C24 C13 H13B 109.5 . . ?
C24 C13 H13C 109.5 . . ?
C1 C16 H16 120.1 . . ?
C8 C16 C1 119.7(2) . . ?
C8 C16 H16 120.1 . . ?
C10 C18 H18 107.9 . . ?
C10 C18 C26 108.51(16) . . ?
C10 C18 C37 111.55(16) . . ?
C26 C18 H18 107.9 . . ?
C26 C18 C37 112.81(16) . . ?
C37 C18 H18 107.9 . . ?
H21A C21 H21B 107.7 . . ?
C36 C21 H21A 108.9 . . ?
C36 C21 H21B 108.9 . . ?
C36 C21 C37 113.31(18) . . ?
C37 C21 H21A 108.9 . . ?
C37 C21 H21B 108.9 . . ?
C25 C23 H23 115.9 . . ?
C31 C23 H23 115.9 . . ?
C31 C23 C25 128.2(2) . . ?
O3 C24 C13 108.43(18) . . ?
O3 C24 C29 106.64(18) . . ?
O3 C24 C37 104.74(16) . . ?
C13 C24 C29 110.22(19) . . ?
C13 C24 C37 112.59(18) . . ?
C29 C24 C37 113.76(17) . . ?
C23 C25 C26 107.99(17) . . ?
C23 C25 C27 111.38(18) . . ?
C23 C25 C36 108.27(18) . . ?
C27 C25 C26 112.17(17) . . ?
C27 C25 C36 110.61(18) . . ?
C36 C25 C26 106.20(17) . . ?
O4 C26 C18 110.08(16) . . ?
O4 C26 C25 111.29(16) . . ?
O4 C26 H26 106.9 . . ?
C18 C26 H26 106.9 . . ?
C25 C26 C18 114.30(17) . . ?
C25 C26 H26 106.9 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C23 C31 H31A 126(2) . . ?
C23 C31 H31B 121(3) . . ?
H31A C31 H31B 112(3) . . ?
C21 C36 C25 112.40(18) . . ?
C21 C36 H36A 109.1 . . ?
C21 C36 H36B 109.1 . . ?
C25 C36 H36A 109.1 . . ?
C25 C36 H36B 109.1 . . ?
H36A C36 H36B 107.9 . . ?
C18 C37 H37 106.8 . . ?
C21 C37 C18 111.64(17) . . ?
C21 C37 C24 110.59(17) . . ?
C21 C37 H37 106.8 . . ?
C24 C37 C18 113.84(17) . . ?
C24 C37 H37 106.8 . . ?
C35 O7 H7 110(3) . . ?
O7 C35 H35A 109.5 . . ?
O7 C35 H35B 109.5 . . ?
O7 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 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
O5 C14 C22 C32 178.3(2) . . . . ?
C2 C11 C15 C33 -170.3(2) . . . . ?
C2 C11 C30 O1 -67.4(2) . . . . ?
C2 C11 C30 C20 170.4(2) . . . . ?
C4 C20 C30 O1 55.6(2) . . . . ?
C4 C20 C30 C11 179.57(18) . . . . ?
C5 C14 C22 C32 -0.9(3) . . . . ?
C9 C2 C11 C15 -130.6(3) . . . . ?
C9 C2 C11 C17 -8.0(4) . . . . ?
C9 C2 C11 C30 114.5(3) . . . . ?
C11 C15 C33 C19 57.1(3) . . . . ?
C14 C5 C28 C4 -1.5(3) . . . . ?
C14 C22 C32 C4 0.4(3) . . . . ?
C15 C11 C30 O1 177.21(19) . . . . ?
C15 C11 C30 C20 55.0(3) . . . . ?
C17 C11 C15 C33 66.7(3) . . . . ?
C17 C11 C30 O1 55.3(3) . . . . ?
C17 C11 C30 C20 -67.0(3) . . . . ?
C19 C20 C30 O1 -178.83(17) . . . . ?
C19 C20 C30 C11 -54.8(3) . . . . ?
C20 C4 C28 C5 179.7(2) . . . . ?
C20 C4 C32 C22 -179.17(19) . . . . ?
C20 C19 C33 C15 -52.8(3) . . . . ?
C20 C19 C34 O2 70.3(2) . . . . ?
C20 C19 C34 C3 -51.5(3) . . . . ?
C20 C19 C34 C7 -175.8(2) . . . . ?
C28 C4 C20 C19 118.4(2) . . . . ?
C28 C4 C20 C30 -117.3(2) . . . . ?
C28 C4 C32 C22 -0.4(3) . . . . ?
C28 C5 C14 O5 -177.7(2) . . . . ?
C28 C5 C14 C22 1.5(3) . . . . ?
C30 C11 C15 C33 -55.3(3) . . . . ?
C32 C4 C20 C19 -62.9(3) . . . . ?
C32 C4 C20 C30 61.4(3) . . . . ?
C32 C4 C28 C5 1.0(3) . . . . ?
C33 C19 C20 C4 174.03(19) . . . . ?
C33 C19 C20 C30 51.2(2) . . . . ?
C33 C19 C34 O2 -163.94(19) . . . . ?
C33 C19 C34 C3 74.3(2) . . . . ?
C33 C19 C34 C7 -50.0(3) . . . . ?
C34 C19 C20 C4 -59.7(2) . . . . ?
C34 C19 C20 C30 177.43(17) . . . . ?
C34 C19 C33 C15 179.2(2) . . . . ?
O3 C24 C37 C18 -170.70(16) . . . . ?
O3 C24 C37 C21 -44.1(2) . . . . ?
O6 C1 C12 C6 179.8(2) . . . . ?
O6 C1 C16 C8 179.8(2) . . . . ?
C6 C10 C18 C26 67.4(2) . . . . ?
C6 C10 C18 C37 -57.5(2) . . . . ?
C8 C10 C18 C26 -115.3(2) . . . . ?
C8 C10 C18 C37 119.9(2) . . . . ?
C10 C6 C12 C1 0.8(3) . . . . ?
C10 C8 C16 C1 -0.1(3) . . . . ?
C10 C18 C26 O4 58.6(2) . . . . ?
C10 C18 C26 C25 -175.33(17) . . . . ?
C10 C18 C37 C21 166.76(17) . . . . ?
C10 C18 C37 C24 -67.1(2) . . . . ?
C12 C1 C16 C8 -0.7(3) . . . . ?
C12 C6 C10 C8 -1.5(3) . . . . ?
C12 C6 C10 C18 175.93(19) . . . . ?
C13 C24 C37 C18 -53.1(2) . . . . ?
C13 C24 C37 C21 73.6(2) . . . . ?
C16 C1 C12 C6 0.4(3) . . . . ?
C16 C8 C10 C6 1.2(3) . . . . ?
C16 C8 C10 C18 -176.2(2) . . . . ?
C23 C25 C26 O4 -61.3(2) . . . . ?
C23 C25 C26 C18 173.19(18) . . . . ?
C23 C25 C36 C21 -176.03(18) . . . . ?
C26 C18 C37 C21 44.3(2) . . . . ?
C26 C18 C37 C24 170.42(16) . . . . ?
C26 C25 C36 C21 -60.3(2) . . . . ?
C27 C25 C26 O4 61.8(2) . . . . ?
C27 C25 C26 C18 -63.7(2) . . . . ?
C27 C25 C36 C21 61.7(2) . . . . ?
C29 C24 C37 C18 73.2(2) . . . . ?
C29 C24 C37 C21 -160.13(19) . . . . ?
C31 C23 C25 C26 125.0(3) . . . . ?
C31 C23 C25 C27 1.4(4) . . . . ?
C31 C23 C25 C36 -120.4(3) . . . . ?
C36 C21 C37 C18 -48.4(2) . . . . ?
C36 C21 C37 C24 -176.26(18) . . . . ?
C36 C25 C26 O4 -177.30(17) . . . . ?
C36 C25 C26 C18 57.2(2) . . . . ?
C37 C18 C26 O4 -177.31(15) . . . . ?
C37 C18 C26 C25 -51.2(2) . . . . ?
C37 C21 C36 C25 58.6(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 2.045
_oxdiff_exptl_absorpt_empirical_full_min 0.308
####################################################################### 
# 
# 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_chenxiaow-137a_0830_auto
_database_code_depnum_ccdc_archive 'CCDC 2226759'
loop_
_audit_author_name
_audit_author_address
ys'
;Lanzhou University
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-05-02 downloaded from the CCDC.
;
_audit_creation_date             2022-12-18
_audit_creation_method           
;
Olex2 1.5
(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         '2(C19 H26 O2)'
_chemical_formula_sum            'C38 H52 O4'
_chemical_formula_weight         572.79
_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                   25.3714(5)
_cell_length_b                   6.05801(10)
_cell_length_c                   23.3168(5)
_cell_angle_alpha                90
_cell_angle_beta                 112.787(2)
_cell_angle_gamma                90
_cell_volume                     3304.08(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14455
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      77.2910
_cell_measurement_theta_min      2.0750
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.565
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67187
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (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    1.151
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            19488
_diffrn_reflns_point_group_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.458
_diffrn_reflns_theta_min         2.055
_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 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 111.00   0.50    0.05    --   47.57  18.00-129.00  152
  2  ω     53.00 102.00   0.50    0.05    --  107.75 -77.00-180.00   98
  3  ω     97.00 140.00   0.50    0.05    --  107.75  18.00-129.00   86
  4  ω    -15.00  37.00   0.50    0.05    --   47.57 -37.00 -90.00  104
  5  ω     35.00  61.00   0.50    0.05    --  107.75 -57.00  90.00   52
  6  ω     37.00  62.00   0.50    0.05    --  107.75 -57.00 120.00   50
  7  ω     96.00 154.00   0.50    0.05    --  107.75  57.00 150.00  116
  8  ω     37.00  63.00   0.50    0.05    --  107.75 -57.00 150.00   52
  9  ω    -26.00  -1.00   0.50    0.05    --   47.57 -18.00  62.00   50
 10  ω     66.00 104.00   0.50    0.05    --  107.75-125.00  30.00   76
 11  ω     56.00 105.00   0.50    0.05    --  107.75 -99.00 -90.00   98
 12  ω    -26.00  28.00   0.50    0.05    --  -47.57  19.00   0.00  108
 13  ω    -23.00   3.00   0.50    0.05    --  -47.57  18.00-129.00   52
 14  ω    -60.00 -34.00   0.50    0.05    -- -100.00  57.00-180.00   52
 15  ω    -69.00 -27.00   0.50    0.05    -- -100.00  57.00 -60.00   84
 16  ω    -64.00 -33.00   0.50    0.05    -- -100.00  57.00   0.00   62
 17  ω    -55.00 -30.00   0.50    0.05    -- -100.00  77.00  60.00   50
 18  ω    -68.00 -27.00   0.50    0.05    -- -100.00  57.00  60.00   82
 19  ω   -109.00 -76.00   0.50    0.05    -- -100.00  77.00  60.00   66
 20  ω    -64.00 -28.00   0.50    0.05    -- -100.00  57.00 150.00   72
 21  ω    -69.00 -43.00   0.50    0.05    -- -100.00  57.00 -30.00   52
 22  ω   -115.00 -50.00   0.50    0.05    --  -47.57 -18.00  62.00  130
 23  ω   -138.00 -79.00   0.50    0.05    -- -100.00 -77.00 -30.00  118
 24  ω   -158.00 -88.00   0.50    0.05    -- -100.00 -18.00  62.00  140
 25  ω    -18.00   8.00   0.50    0.05    --   47.57 -18.00  62.00   52
 26  ω    -74.00 -34.00   0.50    0.05    --  -47.57 -57.00 -90.00   80
 27  ω    -67.00 -37.00   0.50    0.05    --  -47.57 -37.00 -30.00   60
 28  ω    -64.00 -25.00   0.50    0.05    --  -47.57 -77.00   0.00   78
 29  ω      9.00  36.00   0.50    0.05    --   47.57 -37.00 -60.00   54
 30  ω     25.00  73.00   0.50    0.05    --   47.57  77.00 -60.00   96
 31  ω     42.00  68.00   0.50    0.05    --   47.57  57.00   0.00   52
 32  ω    -19.00   7.00   0.50    0.05    --   47.57 -19.00-150.00   52
 33  ω     35.00  66.00   0.50    0.05    --   47.57  37.00 -90.00   62
 34  ω     48.00  74.00   0.50    0.05    --   47.57  57.00  60.00   52
 35  ω   -111.00 -86.00   0.50    0.20    -- -100.00 -48.00 -91.34   50
 36  ω   -108.00 -83.00   0.50    0.20    -- -100.00 -67.00   1.37   50
 37  ω   -108.00 -82.00   0.50    0.20    -- -100.00 -65.00 -23.34   52
 38  ω   -106.00 -81.00   0.50    0.20    -- -100.00 -68.00 -56.46   50
 39  ω   -103.00 -77.00   0.50    0.20    -- -100.00 -76.00  47.12   52
 40  ω   -170.00-144.00   0.50    0.20    -- -100.00 -68.00 -56.46   52
 41  ω   -104.00 -78.00   0.50    0.20    -- -100.00 -77.00 -90.00   52
 42  ω   -108.00 -82.00   0.50    0.20    -- -100.00 -65.00 -12.91   52
 43  ω   -110.00 -84.00   0.50    0.20    -- -100.00 -59.00 -65.98   52
 44  ω   -124.00 -86.00   0.50    0.20    -- -100.00 -57.00 -38.96   76
 45  ω   -113.00 -87.00   0.50    0.20    -- -100.00 -49.00 -84.14   52
 46  ω   -165.00-139.00   0.50    0.20    -- -100.00 -71.00 -43.43   52
 47  ω   -105.00 -80.00   0.50    0.20    -- -100.00 -71.00 -43.43   50
 48  ω   -115.00 -86.00   0.50    0.20    -- -100.00 -57.00 -42.46   58
 49  ω   -106.00 -93.00   0.50    0.20    -- -100.00 -74.00 -74.62   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0277903000
_diffrn_orient_matrix_UB_12      0.0503501000
_diffrn_orient_matrix_UB_13      0.0467379000
_diffrn_orient_matrix_UB_21      0.0581783000
_diffrn_orient_matrix_UB_22      -0.0333996000
_diffrn_orient_matrix_UB_23      0.0542736000
_diffrn_orient_matrix_UB_31      0.0135939000
_diffrn_orient_matrix_UB_32      0.2469230000
_diffrn_orient_matrix_UB_33      -0.0021760000
_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_target            Mo
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.669
_reflns_Friedel_fraction_full    0.866
_reflns_Friedel_fraction_max     0.777
_reflns_number_gt                5717
_reflns_number_total             6149
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 2115 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     393
_refine_ls_number_reflns         6149
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.069
_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)+(0.0673P)²+0.4184P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1146
_refine_ls_wR_factor_ref         0.1169
_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. Restrained distances
 H2-O2
 0.86 with sigma of 0.01
3.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5), C9(H9), C48(H48), C51(H51), C53(H53)
3.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C15(H15A,H15B), C57(H57A,H57B), C61(H61A,H61B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C11(H11), C17(H17), C18(H18), C31(H31), C58(H58), C63(H63), C64(H64),
 C77(H77), C79(H79)
3.d X=CH2 refined with riding coordinates:
 C20(H20A,H20B), C28(H28A,H28B), C68(H68A,H68B), C74(H74A,H74B)
3.e Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C29(H29A,H29B,H29C), C44(H44A,H44B,H44C), C59(H59A,H59B,
 H59C), C75(H75A,H75B,H75C), C91(H91A,H91B,H91C)
;
_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
O2 O 0.45922(8) 0.0209(3) 0.03015(8) 0.0311(4) Uani 1 1 d D . . . .
O43 O 0.63750(7) 0.4703(3) 0.25383(8) 0.0328(4) Uani 1 1 d . . . . .
C1 C 0.55531(10) 0.2534(4) 0.21063(11) 0.0267(5) Uani 1 1 d . . . . .
H1 H 0.573613 0.146628 0.241866 0.032 Uiso 1 1 calc R U . . .
C4 C 0.42733(9) 0.2221(4) 0.01162(11) 0.0235(5) Uani 1 1 d . . . . .
H4 H 0.451083 0.330466 -0.000266 0.028 Uiso 1 1 calc R U . . .
C5 C 0.41602(9) 0.3185(4) 0.06697(11) 0.0225(5) Uani 1 1 d . . . . .
H5 H 0.396448 0.463659 0.053085 0.027 Uiso 1 1 calc R U . . .
C6 C 0.37217(10) 0.1791(4) -0.04595(11) 0.0249(5) Uani 1 1 d . . . . .
C9 C 0.37490(9) 0.1712(4) 0.08461(11) 0.0250(5) Uani 1 1 d . . . . .
H9 H 0.393709 0.024631 0.098279 0.030 Uiso 1 1 calc R U . . .
C10 C 0.47272(9) 0.3660(4) 0.12000(11) 0.0216(5) Uani 1 1 d . . . . .
C11 C 0.34680(10) 0.3995(4) -0.07386(12) 0.0296(5) Uani 1 1 d . . . . .
H11 H 0.373431 0.512183 -0.072090 0.035 Uiso 1 1 calc R U . . .
C12 C 0.33148(11) 0.0363(4) -0.02719(12) 0.0288(5) Uani 1 1 d . . . . .
H12A H 0.294942 0.019258 -0.063549 0.035 Uiso 1 1 calc R U . . .
H12B H 0.348419 -0.112317 -0.015339 0.035 Uiso 1 1 calc R U . . .
C13 C 0.38726(11) 0.0580(5) -0.09551(12) 0.0331(6) Uani 1 1 d . . . . .
H13A H 0.414270 0.147304 -0.106357 0.050 Uiso 1 1 calc R U . . .
H13B H 0.352425 0.034349 -0.132714 0.050 Uiso 1 1 calc R U . . .
H13C H 0.404717 -0.084821 -0.079052 0.050 Uiso 1 1 calc R U . . .
C15 C 0.31927(10) 0.1338(5) 0.02697(11) 0.0308(5) Uani 1 1 d . . . . .
H15A H 0.294055 0.032162 0.037940 0.037 Uiso 1 1 calc R U . . .
H15B H 0.298942 0.276087 0.013968 0.037 Uiso 1 1 calc R U . . .
C16 C 0.36109(10) 0.2663(5) 0.13748(12) 0.0296(5) Uani 1 1 d . . . . .
C17 C 0.50104(10) 0.2117(4) 0.16663(11) 0.0256(5) Uani 1 1 d . . . . .
H17 H 0.482683 0.076333 0.168059 0.031 Uiso 1 1 calc R U . . .
C18 C 0.50099(10) 0.5640(4) 0.12101(11) 0.0260(5) Uani 1 1 d . . . . .
H18 H 0.482398 0.673137 0.090623 0.031 Uiso 1 1 calc R U . . .
C20 C 0.29222(11) 0.4545(5) -0.10035(12) 0.0375(6) Uani 1 1 d . . . . .
H20A H 0.263508 0.349008 -0.103539 0.045 Uiso 1 1 calc R U . . .
H20B H 0.281715 0.599423 -0.116200 0.045 Uiso 1 1 calc R U . . .
C28 C 0.36049(12) 0.1370(6) 0.18365(13) 0.0409(7) Uani 1 1 d . . . . .
H28A H 0.350944 0.197410 0.215990 0.049 Uiso 1 1 calc R U . . .
H28B H 0.369600 -0.015236 0.184136 0.049 Uiso 1 1 calc R U . . .
C29 C 0.34707(12) 0.5057(5) 0.13504(14) 0.0414(7) Uani 1 1 d . . . . .
H29A H 0.381487 0.592772 0.141641 0.062 Uiso 1 1 calc R U . . .
H29B H 0.332960 0.540427 0.167620 0.062 Uiso 1 1 calc R U . . .
H29C H 0.317548 0.541330 0.094255 0.062 Uiso 1 1 calc R U . . .
C31 C 0.55552(10) 0.6075(4) 0.16499(11) 0.0267(5) Uani 1 1 d . . . . .
H31 H 0.573605 0.744367 0.164485 0.032 Uiso 1 1 calc R U . . .
C40 C 0.58331(9) 0.4496(4) 0.20960(10) 0.0242(5) Uani 1 1 d . . . . .
C44 C 0.66921(11) 0.6618(5) 0.25216(13) 0.0355(6) Uani 1 1 d . . . . .
H44A H 0.674366 0.666668 0.212634 0.053 Uiso 1 1 calc R U . . .
H44B H 0.706692 0.657167 0.286697 0.053 Uiso 1 1 calc R U . . .
H44C H 0.648458 0.793773 0.255980 0.053 Uiso 1 1 calc R U . . .
O49 O 0.54325(7) 0.9764(3) 0.47456(9) 0.0282(4) Uani 1 1 d . . . . .
O90 O 0.70710(7) 0.4767(4) 0.70783(8) 0.0371(4) Uani 1 1 d . . . . .
C48 C 0.62541(9) 0.8002(4) 0.41926(11) 0.0211(4) Uani 1 1 d . . . . .
H48 H 0.636044 0.944429 0.441671 0.025 Uiso 1 1 calc R U . . .
C51 C 0.53358(9) 0.7749(4) 0.43968(10) 0.0214(5) Uani 1 1 d . . . . .
H51 H 0.511750 0.672480 0.456004 0.026 Uiso 1 1 calc R U . . .
C53 C 0.59128(9) 0.6655(4) 0.44956(10) 0.0200(4) Uani 1 1 d . . . . .
H53 H 0.582507 0.519325 0.427974 0.024 Uiso 1 1 calc R U . . .
C54 C 0.49676(9) 0.8217(4) 0.37064(11) 0.0229(5) Uani 1 1 d . . . . .
C56 C 0.62495(9) 0.6195(4) 0.51823(11) 0.0210(4) Uani 1 1 d . . . . .
C57 C 0.53174(9) 0.9579(4) 0.34237(11) 0.0266(5) Uani 1 1 d . . . . .
H57A H 0.508950 0.978865 0.297408 0.032 Uiso 1 1 calc R U . . .
H57B H 0.539349 1.105438 0.362150 0.032 Uiso 1 1 calc R U . . .
C58 C 0.47595(10) 0.6040(4) 0.33785(11) 0.0282(5) Uani 1 1 d . . . . .
H58 H 0.464776 0.496244 0.360532 0.034 Uiso 1 1 calc R U . . .
C59 C 0.44341(10) 0.9532(5) 0.36612(12) 0.0302(5) Uani 1 1 d . . . . .
H59A H 0.421437 0.867600 0.384905 0.045 Uiso 1 1 calc R U . . .
H59B H 0.419653 0.982002 0.322315 0.045 Uiso 1 1 calc R U . . .
H59C H 0.455165 1.093615 0.388277 0.045 Uiso 1 1 calc R U . . .
C61 C 0.58854(9) 0.8489(4) 0.35077(11) 0.0259(5) Uani 1 1 d . . . . .
H61A H 0.609994 0.947245 0.333600 0.031 Uiso 1 1 calc R U . . .
H61B H 0.580889 0.709142 0.326938 0.031 Uiso 1 1 calc R U . . .
C62 C 0.68014(9) 0.6852(4) 0.42408(10) 0.0235(5) Uani 1 1 d . . . . .
C63 C 0.66279(9) 0.7716(4) 0.55802(11) 0.0245(5) Uani 1 1 d . . . . .
H63 H 0.669594 0.906758 0.541378 0.029 Uiso 1 1 calc R U . . .
C64 C 0.61682(9) 0.4210(4) 0.54421(11) 0.0251(5) Uani 1 1 d . . . . .
H64 H 0.591539 0.313395 0.518208 0.030 Uiso 1 1 calc R U . . .
C68 C 0.47145(11) 0.5457(5) 0.28185(12) 0.0376(6) Uani 1 1 d . . . . .
H68A H 0.481967 0.646295 0.256864 0.045 Uiso 1 1 calc R U . . .
H68B H 0.457670 0.402979 0.266361 0.045 Uiso 1 1 calc R U . . .
C74 C 0.72783(10) 0.7997(5) 0.43684(13) 0.0333(6) Uani 1 1 d . . . . .
H74A H 0.761456 0.728122 0.437749 0.040 Uiso 1 1 calc R U . . .
H74B H 0.728409 0.953496 0.445087 0.040 Uiso 1 1 calc R U . . .
C75 C 0.67678(10) 0.4422(4) 0.41070(12) 0.0310(5) Uani 1 1 d . . . . .
H75A H 0.669782 0.362550 0.443652 0.046 Uiso 1 1 calc R U . . .
H75B H 0.712911 0.392095 0.409104 0.046 Uiso 1 1 calc R U . . .
H75C H 0.645457 0.413333 0.370622 0.046 Uiso 1 1 calc R U . . .
C77 C 0.69090(10) 0.7314(4) 0.62142(11) 0.0260(5) Uani 1 1 d . . . . .
H77 H 0.716130 0.838751 0.647568 0.031 Uiso 1 1 calc R U . . .
C79 C 0.64488(10) 0.3781(4) 0.60708(12) 0.0281(5) Uani 1 1 d . . . . .
H79 H 0.638883 0.241585 0.623702 0.034 Uiso 1 1 calc R U . . .
C88 C 0.68193(9) 0.5343(4) 0.64616(11) 0.0261(5) Uani 1 1 d . . . . .
C91 C 0.74086(13) 0.6398(6) 0.74982(13) 0.0474(7) Uani 1 1 d . . . . .
H91A H 0.773567 0.677838 0.739268 0.071 Uiso 1 1 calc R U . . .
H91B H 0.754640 0.582201 0.792388 0.071 Uiso 1 1 calc R U . . .
H91C H 0.717645 0.771991 0.746766 0.071 Uiso 1 1 calc R U . . .
H2 H 0.4892(17) 0.051(13) 0.0624(19) 0.14(2) Uiso 1 1 d D . . . .
H49 H 0.565(3) 0.975(15) 0.509(3) 0.15(3) 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
O2 C4 1.434(3) . ?
O2 H2 0.857(13) . ?
O43 C40 1.368(3) . ?
O43 C44 1.421(3) . ?
C1 H1 0.9500 . ?
C1 C17 1.385(3) . ?
C1 C40 1.389(3) . ?
C4 H4 1.0000 . ?
C4 C5 1.541(3) . ?
C4 C6 1.541(3) . ?
C5 H5 1.0000 . ?
C5 C9 1.545(3) . ?
C5 C10 1.518(3) . ?
C6 C11 1.515(3) . ?
C6 C12 1.534(3) . ?
C6 C13 1.537(3) . ?
C9 H9 1.0000 . ?
C9 C15 1.543(3) . ?
C9 C16 1.519(3) . ?
C10 C17 1.402(3) . ?
C10 C18 1.393(3) . ?
C11 H11 0.9500 . ?
C11 C20 1.322(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C15 1.531(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C28 1.336(4) . ?
C16 C29 1.489(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C31 1.391(3) . ?
C20 H20A 0.9500 . ?
C20 H20B 0.9500 . ?
C28 H28A 0.9500 . ?
C28 H28B 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 H31 0.9500 . ?
C31 C40 1.388(3) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
O49 C51 1.435(3) . ?
O49 H49 0.78(7) . ?
O90 C88 1.373(3) . ?
O90 C91 1.421(4) . ?
C48 H48 1.0000 . ?
C48 C53 1.546(3) . ?
C48 C61 1.535(3) . ?
C48 C62 1.518(3) . ?
C51 H51 1.0000 . ?
C51 C53 1.541(3) . ?
C51 C54 1.543(3) . ?
C53 H53 1.0000 . ?
C53 C56 1.520(3) . ?
C54 C57 1.535(3) . ?
C54 C58 1.513(3) . ?
C54 C59 1.538(3) . ?
C56 C63 1.394(3) . ?
C56 C64 1.397(3) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C57 C61 1.527(3) . ?
C58 H58 0.9500 . ?
C58 C68 1.314(4) . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C62 C74 1.325(3) . ?
C62 C75 1.500(4) . ?
C63 H63 0.9500 . ?
C63 C77 1.392(3) . ?
C64 H64 0.9500 . ?
C64 C79 1.384(3) . ?
C68 H68A 0.9500 . ?
C68 H68B 0.9500 . ?
C74 H74A 0.9500 . ?
C74 H74B 0.9500 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C77 H77 0.9500 . ?
C77 C88 1.383(3) . ?
C79 H79 0.9500 . ?
C79 C88 1.395(3) . ?
C91 H91A 0.9800 . ?
C91 H91B 0.9800 . ?
C91 H91C 0.9800 . ?

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 O2 H2 107(5) . . ?
C40 O43 C44 118.0(2) . . ?
C17 C1 H1 119.6 . . ?
C17 C1 C40 120.8(2) . . ?
C40 C1 H1 119.6 . . ?
O2 C4 H4 108.1 . . ?
O2 C4 C5 109.64(18) . . ?
O2 C4 C6 109.56(19) . . ?
C5 C4 H4 108.1 . . ?
C6 C4 H4 108.1 . . ?
C6 C4 C5 113.13(17) . . ?
C4 C5 H5 107.0 . . ?
C4 C5 C9 111.60(19) . . ?
C9 C5 H5 107.0 . . ?
C10 C5 C4 109.20(17) . . ?
C10 C5 H5 107.0 . . ?
C10 C5 C9 114.66(19) . . ?
C11 C6 C4 108.44(19) . . ?
C11 C6 C12 113.5(2) . . ?
C11 C6 C13 106.6(2) . . ?
C12 C6 C4 109.35(19) . . ?
C12 C6 C13 109.7(2) . . ?
C13 C6 C4 109.21(19) . . ?
C5 C9 H9 108.0 . . ?
C15 C9 C5 109.71(19) . . ?
C15 C9 H9 108.0 . . ?
C16 C9 C5 112.88(19) . . ?
C16 C9 H9 108.0 . . ?
C16 C9 C15 109.99(18) . . ?
C17 C10 C5 123.0(2) . . ?
C18 C10 C5 119.8(2) . . ?
C18 C10 C17 117.1(2) . . ?
C6 C11 H11 116.0 . . ?
C20 C11 C6 128.1(2) . . ?
C20 C11 H11 116.0 . . ?
C6 C12 H12A 109.0 . . ?
C6 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C15 C12 C6 113.1(2) . . ?
C15 C12 H12A 109.0 . . ?
C15 C12 H12B 109.0 . . ?
C6 C13 H13A 109.5 . . ?
C6 C13 H13B 109.5 . . ?
C6 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C15 H15A 109.3 . . ?
C9 C15 H15B 109.3 . . ?
C12 C15 C9 111.48(19) . . ?
C12 C15 H15A 109.3 . . ?
C12 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C28 C16 C9 120.7(3) . . ?
C28 C16 C29 121.6(3) . . ?
C29 C16 C9 117.7(2) . . ?
C1 C17 C10 121.1(2) . . ?
C1 C17 H17 119.5 . . ?
C10 C17 H17 119.5 . . ?
C10 C18 H18 118.9 . . ?
C31 C18 C10 122.3(2) . . ?
C31 C18 H18 118.9 . . ?
C11 C20 H20A 120.0 . . ?
C11 C20 H20B 120.0 . . ?
H20A C20 H20B 120.0 . . ?
C16 C28 H28A 120.0 . . ?
C16 C28 H28B 120.0 . . ?
H28A C28 H28B 120.0 . . ?
C16 C29 H29A 109.5 . . ?
C16 C29 H29B 109.5 . . ?
C16 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C18 C31 H31 120.2 . . ?
C40 C31 C18 119.6(2) . . ?
C40 C31 H31 120.2 . . ?
O43 C40 C1 115.9(2) . . ?
O43 C40 C31 124.9(2) . . ?
C31 C40 C1 119.2(2) . . ?
O43 C44 H44A 109.5 . . ?
O43 C44 H44B 109.5 . . ?
O43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C51 O49 H49 118(7) . . ?
C88 O90 C91 117.2(2) . . ?
C53 C48 H48 107.9 . . ?
C61 C48 H48 107.9 . . ?
C61 C48 C53 110.71(17) . . ?
C62 C48 H48 107.9 . . ?
C62 C48 C53 112.47(18) . . ?
C62 C48 C61 109.67(18) . . ?
O49 C51 H51 108.1 . . ?
O49 C51 C53 109.72(17) . . ?
O49 C51 C54 109.67(19) . . ?
C53 C51 H51 108.1 . . ?
C53 C51 C54 113.05(17) . . ?
C54 C51 H51 108.1 . . ?
C48 C53 H53 107.0 . . ?
C51 C53 C48 111.87(18) . . ?
C51 C53 H53 107.0 . . ?
C56 C53 C48 113.10(17) . . ?
C56 C53 C51 110.50(17) . . ?
C56 C53 H53 107.0 . . ?
C57 C54 C51 109.25(18) . . ?
C57 C54 C59 109.39(19) . . ?
C58 C54 C51 108.59(19) . . ?
C58 C54 C57 113.5(2) . . ?
C58 C54 C59 106.92(19) . . ?
C59 C54 C51 109.14(19) . . ?
C63 C56 C53 122.8(2) . . ?
C63 C56 C64 117.4(2) . . ?
C64 C56 C53 119.8(2) . . ?
C54 C57 H57A 109.0 . . ?
C54 C57 H57B 109.0 . . ?
H57A C57 H57B 107.8 . . ?
C61 C57 C54 112.74(19) . . ?
C61 C57 H57A 109.0 . . ?
C61 C57 H57B 109.0 . . ?
C54 C58 H58 116.0 . . ?
C68 C58 C54 128.0(3) . . ?
C68 C58 H58 116.0 . . ?
C54 C59 H59A 109.5 . . ?
C54 C59 H59B 109.5 . . ?
C54 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C48 C61 H61A 109.1 . . ?
C48 C61 H61B 109.1 . . ?
C57 C61 C48 112.40(18) . . ?
C57 C61 H61A 109.1 . . ?
C57 C61 H61B 109.1 . . ?
H61A C61 H61B 107.9 . . ?
C74 C62 C48 120.4(2) . . ?
C74 C62 C75 122.3(2) . . ?
C75 C62 C48 117.3(2) . . ?
C56 C63 H63 119.0 . . ?
C77 C63 C56 121.9(2) . . ?
C77 C63 H63 119.0 . . ?
C56 C64 H64 119.4 . . ?
C79 C64 C56 121.3(2) . . ?
C79 C64 H64 119.4 . . ?
C58 C68 H68A 120.0 . . ?
C58 C68 H68B 120.0 . . ?
H68A C68 H68B 120.0 . . ?
C62 C74 H74A 120.0 . . ?
C62 C74 H74B 120.0 . . ?
H74A C74 H74B 120.0 . . ?
C62 C75 H75A 109.5 . . ?
C62 C75 H75B 109.5 . . ?
C62 C75 H75C 109.5 . . ?
H75A C75 H75B 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C63 C77 H77 120.2 . . ?
C88 C77 C63 119.7(2) . . ?
C88 C77 H77 120.2 . . ?
C64 C79 H79 119.9 . . ?
C64 C79 C88 120.3(2) . . ?
C88 C79 H79 119.9 . . ?
O90 C88 C77 124.8(2) . . ?
O90 C88 C79 115.7(2) . . ?
C77 C88 C79 119.4(2) . . ?
O90 C91 H91A 109.5 . . ?
O90 C91 H91B 109.5 . . ?
O90 C91 H91C 109.5 . . ?
H91A C91 H91B 109.5 . . ?
H91A C91 H91C 109.5 . . ?
H91B C91 H91C 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 C4 C5 C9 -67.5(2) . . . . ?
O2 C4 C5 C10 60.3(2) . . . . ?
O2 C4 C6 C11 -166.37(18) . . . . ?
O2 C4 C6 C12 69.4(2) . . . . ?
O2 C4 C6 C13 -50.6(2) . . . . ?
C4 C5 C9 C15 -54.8(2) . . . . ?
C4 C5 C9 C16 -177.8(2) . . . . ?
C4 C5 C10 C17 -90.9(3) . . . . ?
C4 C5 C10 C18 84.1(3) . . . . ?
C4 C6 C11 C20 -143.9(3) . . . . ?
C4 C6 C12 C15 54.2(3) . . . . ?
C5 C4 C6 C11 71.0(2) . . . . ?
C5 C4 C6 C12 -53.2(3) . . . . ?
C5 C4 C6 C13 -173.2(2) . . . . ?
C5 C9 C15 C12 55.7(3) . . . . ?
C5 C9 C16 C28 -136.5(2) . . . . ?
C5 C9 C16 C29 44.9(3) . . . . ?
C5 C10 C17 C1 173.5(2) . . . . ?
C5 C10 C18 C31 -173.6(2) . . . . ?
C6 C4 C5 C9 55.1(3) . . . . ?
C6 C4 C5 C10 -177.12(18) . . . . ?
C6 C12 C15 C9 -56.9(3) . . . . ?
C9 C5 C10 C17 35.2(3) . . . . ?
C9 C5 C10 C18 -149.8(2) . . . . ?
C10 C5 C9 C15 -179.59(19) . . . . ?
C10 C5 C9 C16 57.4(3) . . . . ?
C10 C18 C31 C40 0.2(4) . . . . ?
C11 C6 C12 C15 -67.0(3) . . . . ?
C12 C6 C11 C20 -22.1(4) . . . . ?
C13 C6 C11 C20 98.7(3) . . . . ?
C13 C6 C12 C15 173.9(2) . . . . ?
C15 C9 C16 C28 100.6(3) . . . . ?
C15 C9 C16 C29 -78.0(3) . . . . ?
C16 C9 C15 C12 -179.6(2) . . . . ?
C17 C1 C40 O43 -177.8(2) . . . . ?
C17 C1 C40 C31 2.0(3) . . . . ?
C17 C10 C18 C31 1.6(3) . . . . ?
C18 C10 C17 C1 -1.6(3) . . . . ?
C18 C31 C40 O43 177.8(2) . . . . ?
C18 C31 C40 C1 -2.0(3) . . . . ?
C40 C1 C17 C10 -0.2(4) . . . . ?
C44 O43 C40 C1 176.0(2) . . . . ?
C44 O43 C40 C31 -3.7(3) . . . . ?
O49 C51 C53 C48 -68.6(2) . . . . ?
O49 C51 C53 C56 58.4(2) . . . . ?
O49 C51 C54 C57 68.5(2) . . . . ?
O49 C51 C54 C58 -167.25(17) . . . . ?
O49 C51 C54 C59 -51.0(2) . . . . ?
C48 C53 C56 C63 36.6(3) . . . . ?
C48 C53 C56 C64 -145.9(2) . . . . ?
C51 C53 C56 C63 -89.6(2) . . . . ?
C51 C53 C56 C64 87.9(2) . . . . ?
C51 C54 C57 C61 54.9(3) . . . . ?
C51 C54 C58 C68 -140.4(3) . . . . ?
C53 C48 C61 C57 53.4(3) . . . . ?
C53 C48 C62 C74 -139.4(2) . . . . ?
C53 C48 C62 C75 43.6(3) . . . . ?
C53 C51 C54 C57 -54.3(2) . . . . ?
C53 C51 C54 C58 70.0(2) . . . . ?
C53 C51 C54 C59 -173.83(19) . . . . ?
C53 C56 C63 C77 176.4(2) . . . . ?
C53 C56 C64 C79 -177.1(2) . . . . ?
C54 C51 C53 C48 54.2(2) . . . . ?
C54 C51 C53 C56 -178.85(18) . . . . ?
C54 C57 C61 C48 -56.0(3) . . . . ?
C56 C63 C77 C88 0.8(3) . . . . ?
C56 C64 C79 C88 0.4(3) . . . . ?
C57 C54 C58 C68 -18.7(4) . . . . ?
C58 C54 C57 C61 -66.4(3) . . . . ?
C59 C54 C57 C61 174.3(2) . . . . ?
C59 C54 C58 C68 102.0(3) . . . . ?
C61 C48 C53 C51 -52.3(2) . . . . ?
C61 C48 C53 C56 -177.85(19) . . . . ?
C61 C48 C62 C74 96.9(3) . . . . ?
C61 C48 C62 C75 -80.1(3) . . . . ?
C62 C48 C53 C51 -175.37(19) . . . . ?
C62 C48 C53 C56 59.1(2) . . . . ?
C62 C48 C61 C57 178.06(19) . . . . ?
C63 C56 C64 C79 0.5(3) . . . . ?
C63 C77 C88 O90 -179.8(2) . . . . ?
C63 C77 C88 C79 0.2(3) . . . . ?
C64 C56 C63 C77 -1.1(3) . . . . ?
C64 C79 C88 O90 179.3(2) . . . . ?
C64 C79 C88 C77 -0.8(3) . . . . ?
C91 O90 C88 C77 5.8(3) . . . . ?
C91 O90 C88 C79 -174.3(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 4.451
_oxdiff_exptl_absorpt_empirical_full_min 0.191
####################################################################### 
# 
# 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_chenxw_1006-2_auto
_database_code_depnum_ccdc_archive 'CCDC 2226751'
loop_
_audit_author_name
_audit_author_address
hh
;Lanzhou University
China
;
_audit_update_record             
;
2023-01-02 deposited with the CCDC.	2023-05-02 downloaded from the CCDC.
;
_audit_creation_date             2023-01-01
_audit_creation_method           
;
Olex2 1.5
(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         '4(C19 H26 O3)'
_chemical_formula_sum            'C76 H104 O12'
_chemical_formula_weight         1209.59
_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      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                   9.51230(10)
_cell_length_b                   11.7533(2)
_cell_length_c                   16.8232(2)
_cell_angle_alpha                109.4870(10)
_cell_angle_beta                 90.4410(10)
_cell_angle_gamma                100.6710(10)
_cell_volume                     1737.54(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    32182
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      74.4010
_cell_measurement_theta_min      2.7850
_shelx_estimated_absorpt_T_max   0.931
_shelx_estimated_absorpt_T_min   0.909
_exptl_absorpt_coefficient_mu    0.607
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31230
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (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    1.156
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.16
_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  0.0890
_diffrn_reflns_av_unetI/netI     0.0529
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            59003
_diffrn_reflns_point_group_measured_fraction_full 0.931
_diffrn_reflns_point_group_measured_fraction_max 0.845
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.866
_diffrn_reflns_theta_min         2.794
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -93.00 -68.00   0.50    0.30    --  -47.57 144.00   3.00   50
  2  ω   -113.00 -69.00   0.50    0.30    --  -47.57-144.00 -49.00   88
  3  ω    -95.00 -27.00   0.50    0.30    --  -47.57 126.00-164.00  136
  4  ω     50.00  87.00   0.50    0.30    --   47.57-144.00 -49.00   74
  5  ω     67.00  92.00   0.50    0.30    --   47.57 144.00   3.00   50
  6  ω     57.00  82.00   0.50    0.30    --   47.57-126.00 117.00   50
  7  ω   -105.00 -49.00   0.50    1.00    -- -100.00 126.00-164.00  112
  8  ω   -144.00-119.00   0.50    1.00    -- -100.00-144.00 -49.00   50
  9  ω   -152.00-127.00   0.50    1.00    -- -100.00-126.00 117.00   50
 10  ω   -125.00 -65.00   0.50    1.00    -- -100.00 144.00   3.00  120
 11  ω     75.00 101.00   0.50    1.00    --  107.75-144.00 -49.00   52
 12  ω    112.00 138.00   0.50    1.00    --  107.75 144.00   3.00   52
 13  ω    101.00 126.00   0.50    1.00    --  107.75 126.00-164.00   50
 14  ω     73.00  98.00   0.50    1.00    --  107.75-126.00 117.00   50
 15  ω    -18.00  21.00   0.50    0.30    --   12.00  95.00-164.79   78
 16  ω    -18.00  16.00   0.50    0.30    --   12.00  95.00  44.23   68
 17  ω     -6.00  23.00   0.50    0.30    --   24.00  94.00 -64.21   58
 18  ω    -80.00 -19.00   0.50    0.30    --  -36.00 118.00 106.53  122
 19  ω      8.00  34.00   0.50    0.30    --   36.00  88.00  52.28   52
 20  ω      6.00  31.00   0.50    0.30    --   36.00  92.00 -66.54   50
 21  ω      8.00  35.00   0.50    0.30    --   36.00  89.00 140.32   54
 22  ω     30.00  56.00   0.50    0.30    --   52.00  76.00-138.15   52
 23  ω    100.00 125.00   0.50    0.30    --   52.00  76.00-138.15   50
 24  ω     31.00  65.00   0.50    0.30    --   52.00  78.00 139.95   68
 25  ω     29.00  62.00   0.50    0.30    --   52.00  77.00-105.64   66
 26  ω     30.00  73.00   0.50    0.30    --   52.00  75.00 -62.56   86
 27  ω     32.00  58.00   0.50    0.30    --   52.00  71.00  40.10   52
 28  ω     33.00  60.00   0.50    0.30    --   52.00  78.00-173.03   54
 29  ω     33.00  58.00   0.50    0.30    --   56.00  77.00  64.49   50
 30  ω     35.00  60.00   0.50    0.30    --   56.00  74.00 173.44   50
 31  ω     33.00  71.00   0.50    0.30    --   56.00  78.00 -17.02   76
 32  ω     37.00  63.00   0.50    0.30    --   56.00  73.00 -58.14   52
 33  ω    -67.00 -42.00   0.50    0.30    --  -60.00 -65.00-173.67   50
 34  ω     40.00  77.00   0.50    0.30    --   60.00  70.00 -32.01   74
 35  ω     40.00  66.00   0.50    0.30    --   60.00  73.00  33.90   52
 36  ω     40.00  66.00   0.50    0.30    --   60.00  71.00 132.78   52
 37  ω     41.00  77.00   0.50    0.30    --   60.00  72.00  96.01   72
 38  ω     39.00  69.00   0.50    0.30    --   60.00  74.00  77.89   60
 39  ω    -89.00 -48.00   0.50    0.30    --  -64.00 -64.00 143.73   82
 40  ω    -72.00 -46.00   0.50    0.30    --  -64.00 -66.00-151.36   52
 41  ω    -73.00 -47.00   0.50    0.30    --  -64.00 -66.00  93.65   52
 42  ω    -73.00 -48.00   0.50    0.30    --  -64.00 -65.00-132.53   50
 43  ω    -72.00 -47.00   0.50    0.30    --  -64.00 -65.00-123.46   50
 44  ω    -74.00 -48.00   0.50    0.30    --  -64.00 -64.00 173.64   52
 45  ω     43.00  69.00   0.50    0.30    --   64.00  76.00  38.93   52
 46  ω     44.00  70.00   0.50    0.30    --   64.00  74.00  95.80   52
 47  ω    -76.00 -50.00   0.50    0.30    --  -68.00 -69.00 -19.64   52
 48  ω    -76.00 -50.00   0.50    0.30    --  -68.00 -65.00-136.44   52
 49  ω    -78.00 -52.00   0.50    0.30    --  -68.00 -63.00 110.47   52
 50  ω    -83.00 -50.00   0.50    0.30    --  -68.00 -65.00  82.84   66
 51  ω    -79.00 -53.00   0.50    0.30    --  -68.00 -63.00  99.12   52
 52  ω    -77.00 -51.00   0.50    0.30    --  -68.00 -68.00  16.08   52
 53  ω    -77.00 -51.00   0.50    0.30    --  -68.00 -67.00 -80.52   52
 54  ω    -79.00 -53.00   0.50    0.30    --  -72.00 -68.00   9.39   52
 55  ω    -80.00 -54.00   0.50    0.30    --  -72.00 -67.00  38.87   52
 56  ω    -82.00 -56.00   0.50    0.30    --  -72.00 -66.00 -75.70   52
 57  ω    -82.00 -56.00   0.50    0.30    --  -72.00 -65.00  53.55   52
 58  ω    -74.00 -49.00   0.50    0.30    --  -72.00 -77.00-163.24   50
 59  ω    -82.00 -56.00   0.50    0.30    --  -72.00 -62.00-138.11   52
 60  ω    -83.00 -57.00   0.50    0.30    --  -72.00 -60.00-165.02   52
 61  ω    -75.00 -49.00   0.50    0.30    --  -72.00 -76.00 -77.42   52
 62  ω    -82.00 -56.00   0.50    0.30    --  -72.00 -65.00  72.86   52
 63  ω    -80.00 -55.00   0.50    0.30    --  -72.00 -63.00  80.62   50
 64  ω    -81.00 -55.00   0.50    0.30    --  -72.00 -67.00  31.51   52
 65  ω    -99.00 -54.00   0.50    0.30    --  -72.00 -68.00 -33.82   90
 66  ω    -84.00 -59.00   0.50    1.00    --  -76.00 -64.00  67.73   50
 67  ω    -83.00 -57.00   0.50    1.00    --  -76.00 -67.00 -54.04   52
 68  ω    -83.00 -58.00   0.50    1.00    --  -76.00 -64.00  60.87   50
 69  ω    -89.00 -63.00   0.50    1.00    --  -76.00 -62.00-122.28   52
 70  ω    -83.00 -57.00   0.50    1.00    --  -76.00 -72.00 -96.09   52
 71  ω    -84.00 -58.00   0.50    1.00    --  -76.00 -64.00  80.47   52
 72  ω    -88.00 -58.00   0.50    1.00    --  -80.00 -74.00 158.96   60
 73  ω    -95.00 -69.00   0.50    1.00    --  -80.00 -62.00-107.61   52
 74  ω    -91.00 -65.00   0.50    1.00    --  -80.00 -62.00  93.36   52
 75  ω    -91.00 -65.00   0.50    1.00    --  -80.00 -61.00-131.70   52
 76  ω    -89.00 -64.00   0.50    1.00    --  -80.00 -61.00 101.18   50
 77  ω   -110.00 -66.00   0.50    1.00    --  -80.00 -60.00-144.28   88
 78  ω   -151.00-116.00   0.50    1.00    --  -80.00 -60.00-144.28   70
 79  ω    -91.00 -65.00   0.50    1.00    --  -80.00 -62.00  80.14   52
 80  ω     60.00  85.00   0.50    1.00    --   80.00  71.00  79.19   50
 81  ω    -87.00 -61.00   0.50    1.00    --  -80.00 -71.00  33.56   52
 82  ω    -83.00 -58.00   0.50    1.00    --  -80.00 -74.00 170.06   50
 83  ω    -91.00 -66.00   0.50    1.00    --  -84.00 -65.00 -73.77   50
 84  ω    -86.00 -61.00   0.50    1.00    --  -84.00 -76.00 -34.56   50
 85  ω   -117.00 -66.00   0.50    1.00    --  -84.00 -65.00  57.18  102
 86  ω    -95.00 -63.00   0.50    1.00    --  -84.00 -73.00   6.99   64
 87  ω    -88.00 -62.00   0.50    1.00    --  -84.00 -75.00 154.81   52
 88  ω   -102.00 -71.00   0.50    1.00    --  -88.00 -65.00 -76.51   62
 89  ω    -92.00 -66.00   0.50    1.00    --  -88.00 -75.00 146.53   52
 90  ω   -153.00-119.00   0.50    1.00    --  -88.00 -75.00 146.53   68
 91  ω    -97.00 -71.00   0.50    1.00    --  -88.00 -65.00 -68.65   52
 92  ω    -94.00 -67.00   0.50    1.00    --  -88.00 -75.00-165.15   54
 93  ω   -119.00 -73.00   0.50    1.00    --  -88.00 -60.00-136.70   92
 94  ω    -94.00 -68.00   0.50    1.00    --  -88.00 -70.00  78.61   52
 95  ω    -96.00 -71.00   0.50    1.00    --  -88.00 -63.00  76.37   50
 96  ω    -93.00 -67.00   0.50    1.00    --  -88.00 -76.00 -39.92   52
 97  ω   -105.00 -67.00   0.50    1.00    --  -88.00 -73.00  36.49   76
 98  ω   -150.00-116.00   0.50    1.00    --  -88.00 -73.00  36.49   68
 99  ω    -91.00 -66.00   0.50    1.00    --  -88.00 -74.00-147.59   50
100  ω    -94.00 -69.00   0.50    1.00    --  -92.00 -77.00-121.70   50
101  ω   -165.00-108.00   0.50    1.00    --  -92.00 -77.00-121.70  114
102  ω   -141.00 -78.00   0.50    1.00    --  -92.00 -63.00 111.10  126
103  ω   -112.00 -69.00   0.50    1.00    --  -92.00 -76.00 139.63   86
104  ω   -115.00 -76.00   0.50    1.00    --  -92.00 -64.00 -92.16   78
105  ω   -145.00-119.00   0.50    1.00    --  -92.00 -76.00 139.63   52
106  ω    -97.00 -70.00   0.50    1.00    --  -92.00 -76.00-146.04   54
107  ω   -153.00-106.00   0.50    1.00    --  -92.00 -62.00-118.51   94
108  ω   -140.00-114.00   0.50    1.00    --  -92.00 -76.00-146.04   52
109  ω   -165.00 -70.00   0.50    1.00    --  -92.00 -75.00 165.57  190
110  ω   -102.00 -76.00   0.50    1.00    --  -92.00 -64.00  99.68   52
111  ω   -147.00 -73.00   0.50    1.00    --  -96.00 -76.00   3.90  148
112  ω   -108.00 -73.00   0.50    1.00    --  -96.00 -76.00  20.95   70
113  ω   -152.00-125.00   0.50    1.00    --  -96.00 -76.00  20.95   54
114  ω   -165.00 -73.00   0.50    1.00    --  -96.00 -76.00-178.39  184
115  ω   -156.00 -74.00   0.50    1.00    --  -96.00 -76.00 -21.36  164
116  ω   -169.00 -74.00   0.50    1.00    --  -96.00 -76.00  32.88  190
117  ω   -168.00 -73.00   0.50    1.00    --  -96.00 -76.00-149.60  190
118  ω    -98.00 -73.00   0.50    1.00    --  -96.00 -77.00 155.23   50
119  ω   -108.00 -74.00   0.50    1.00    --  -96.00 -75.00  -4.27   68
120  ω   -158.00 -80.00   0.50    1.00    -- -100.00 -71.00 -43.09  156
121  ω   -106.00 -81.00   0.50    1.00    -- -100.00 -67.00 -81.31   50
122  ω   -103.00 -77.00   0.50    1.00    -- -100.00 -77.00  94.12   52
123  ω   -172.00 -84.00   0.50    1.00    -- -100.00 -64.00 116.28  176
124  ω   -173.00 -77.00   0.50    1.00    -- -100.00 -78.00 -80.00  192
125  ω   -104.00 -79.00   0.50    1.00    -- -100.00 -75.00 -96.08   50
126  ω   -172.00-140.00   0.50    1.00    -- -100.00 -75.00 -96.08   64
127  ω   -154.00 -77.00   0.50    1.00    -- -100.00 -77.00 -30.00  154
128  ω   -108.00 -50.00   0.50    1.00    -- -100.00 111.00-142.03  116
129  ω    -68.00 -35.00   0.50    1.00    -- -100.00  61.00-120.00   66
130  ω    -65.00 -40.00   0.50    1.00    -- -100.00  61.00 120.00   50
131  ω   -126.00 -90.00   0.50    1.00    -- -100.00 144.00 -85.26   72
132  ω   -170.00 -81.00   0.50    1.00    -- -100.00 -67.00  99.52  178
133  ω   -108.00 -30.00   0.50    1.00    -- -100.00 109.00 -64.14  156
134  ω   -111.00 -58.00   0.50    1.00    -- -100.00 125.00  90.00  106
135  ω   -165.00-119.50   0.50    1.00    -- -100.00 -74.00 -61.40   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0104323000
_diffrn_orient_matrix_UB_12      -0.0966722000
_diffrn_orient_matrix_UB_13      -0.0892584000
_diffrn_orient_matrix_UB_21      -0.0203241000
_diffrn_orient_matrix_UB_22      -0.1034097000
_diffrn_orient_matrix_UB_23      0.0384738000
_diffrn_orient_matrix_UB_31      -0.1636824000
_diffrn_orient_matrix_UB_32      -0.0095272000
_diffrn_orient_matrix_UB_33      -0.0064628000
_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         0.834
_reflns_Friedel_fraction_full    0.869
_reflns_Friedel_fraction_max     0.768
_reflns_number_gt                11512
_reflns_number_total             12367
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 4681 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.15(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     859
_refine_ls_number_reflns         12367
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0558
_refine_ls_restrained_S_all      1.026
_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)+(0.1115P)²+0.0394P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1413
_refine_ls_wR_factor_ref         0.1440
_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
 H8-H2
 2.4 with sigma of 0.01
3. Others
 Fixed Sof: H43A(0.6) H43(0.4) C74(0.6) H74A(0.6) H74B(0.6) C77(0.4) H77A(0.4)
 H77B(0.4) O12(0.75) H12(0.75) H7(0.25) H23(0.75) H60A(0.6) H60(0.4) C72(0.6)
 H72A(0.6) H72B(0.6) C79(0.4) H79A(0.4) H79B(0.4) H53A(0.6) H53(0.4) C75(0.6)
 H75A(0.6) H75B(0.6) C76(0.4) H76A(0.4) H76B(0.4) H62A(0.6) H62(0.4) C73(0.6)
 H73A(0.6) H73B(0.6) C78(0.4) H78A(0.4) H78B(0.4) O13(0.25) H13(0.25)
4.a Ternary CH refined with riding coordinates:
 C22(H22), C25(H25), C40(H40), C32(H32), C36(H36), C50(H50), C13(H13A),
 C33(H33), C34(H34), C26(H26), C27(H27), C39(H39)
4.b Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C42(H42A,H42B), C48(H48A,H48B), C65(H65A,H65B), C29(H29A,
 H29B), C44(H44A,H44B), C46(H46A,H46B), C47(H47A,H47B)
4.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C24(H24), C28(H28), C43(H43A), C43(H43), C7(H7), C23(H23), C35(H35),
  C38(H38), C60(H60A), C60(H60), C10(H10A), C15(H15), C53(H53A), C53(H53),
 C80(H80), C8(H8A), C14(H14), C20(H20), C62(H62A), C62(H62)
4.d X=CH2 refined with riding coordinates:
 C69(H69A,H69B), C74(H74A,H74B), C77(H77A,H77B), C70(H70A,H70B), C72(H72A,
 H72B), C79(H79A,H79B), C67(H67A,H67B), C75(H75A,H75B), C76(H76A,H76B),
 C66(H66A,H66B), C73(H73A,H73B), C78(H78A,H78B)
4.e Idealised Me refined as rotating group:
 C52(H52A,H52B,H52C), C58(H58A,H58B,H58C), C61(H61A,H61B,H61C), C57(H57A,H57B,
 H57C), C63(H63A,H63B,H63C), C71(H71A,H71B,H71C), C54(H54A,H54B,H54C), C64(H64A,
 H64B,H64C), C68(H68A,H68B,H68C), C51(H51A,H51B,H51C), C56(H56A,H56B,H56C),
 C59(H59A,H59B,H59C)
4.f Idealised tetrahedral OH refined as rotating group:
 O2(H2), O11(H11), O8(H8), O12(H12), O4(H4), O10(H10), O5(H5), O9(H9), O13(H13)
;
_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 0.1865(2) 0.65798(19) 0.67645(13) 0.0310(5) Uani 1 1 d . . . . .
O2 O -0.4740(2) 0.6119(2) 0.57998(14) 0.0322(5) Uani 1 1 d . . . . .
H2 H -0.526451 0.546019 0.580102 0.048 Uiso 1 1 calc DR U . . .
O11 O -0.3888(3) 0.4215(2) 0.60947(18) 0.0444(6) Uani 1 1 d . . . . .
H11 H -0.352920 0.369616 0.622826 0.067 Uiso 1 1 calc R U . . .
C1 C -0.3478(3) 0.6319(3) 0.62620(19) 0.0276(6) Uani 1 1 d . . . . .
C6 C -0.3029(3) 0.5346(3) 0.64353(19) 0.0284(6) Uani 1 1 d . . . . .
C9 C 0.3055(3) 0.7675(3) 0.8179(2) 0.0309(7) Uani 1 1 d . . . . .
C17 C -0.0975(3) 0.6775(3) 0.73072(18) 0.0259(6) Uani 1 1 d . . . . .
C19 C -0.2645(3) 0.7497(3) 0.6584(2) 0.0286(6) Uani 1 1 d . . . . .
H19 H -0.291717 0.815080 0.644722 0.034 Uiso 1 1 calc R U . . .
C22 C 0.1723(3) 0.7454(3) 0.75797(19) 0.0270(6) Uani 1 1 d . . . . .
H22 H 0.167418 0.825279 0.750091 0.032 Uiso 1 1 calc R U . . .
C24 C -0.1798(3) 0.5587(3) 0.69554(19) 0.0276(6) Uani 1 1 d . . . . .
H24 H -0.150515 0.492849 0.707631 0.033 Uiso 1 1 calc R U . . .
C25 C 0.0302(3) 0.7017(3) 0.79193(18) 0.0266(6) Uani 1 1 d . . . . .
H25 H 0.035656 0.622201 0.800235 0.032 Uiso 1 1 calc R U . . .
C28 C -0.1419(3) 0.7720(3) 0.7105(2) 0.0301(6) Uani 1 1 d . . . . .
H28 H -0.086712 0.853374 0.733061 0.036 Uiso 1 1 calc R U . . .
C40 C 0.0119(4) 0.7960(3) 0.8798(2) 0.0327(7) Uani 1 1 d . . . . .
H40 H 0.006527 0.875369 0.871273 0.039 Uiso 1 1 calc R U . . .
C41 C 0.2821(4) 0.8605(3) 0.9040(2) 0.0380(7) Uani 1 1 d . . . . .
H41A H 0.363866 0.872249 0.944588 0.046 Uiso 1 1 calc R U . . .
H41B H 0.281419 0.940831 0.897144 0.046 Uiso 1 1 calc R U . . .
C42 C 0.1432(4) 0.8208(3) 0.9408(2) 0.0375(7) Uani 1 1 d . . . . .
H42A H 0.133222 0.886254 0.994478 0.045 Uiso 1 1 calc R U . . .
H42B H 0.147665 0.745239 0.953694 0.045 Uiso 1 1 calc R U . . .
C43 C 0.3287(4) 0.6479(3) 0.8266(2) 0.0362(7) Uani 1 1 d . . . . .
H43A H 0.313294 0.576228 0.777433 0.043 Uiso 0.6 1 calc R U P A 2
H43 H 0.258914 0.610444 0.855165 0.043 Uiso 0.4 1 calc R U P B 1
C45 C -0.1264(4) 0.7559(4) 0.9160(2) 0.0406(8) Uani 1 1 d . . . . .
C52 C -0.1535(5) 0.6331(4) 0.9251(2) 0.0494(10) Uani 1 1 d . . . . .
H52A H -0.178396 0.569422 0.869249 0.074 Uiso 1 1 calc R U . . .
H52B H -0.233023 0.626976 0.961114 0.074 Uiso 1 1 calc R U . . .
H52C H -0.067069 0.621334 0.950935 0.074 Uiso 1 1 calc R U . . .
C58 C 0.1742(5) 0.7010(4) 0.6073(2) 0.0472(9) Uani 1 1 d . . . . .
H58A H 0.192131 0.638599 0.554947 0.071 Uiso 1 1 calc R U . . .
H58B H 0.244717 0.777505 0.617195 0.071 Uiso 1 1 calc R U . . .
H58C H 0.077392 0.716564 0.602228 0.071 Uiso 1 1 calc R U . . .
C61 C 0.4369(4) 0.8239(3) 0.7814(2) 0.0422(8) Uani 1 1 d . . . . .
H61A H 0.451366 0.765451 0.726404 0.063 Uiso 1 1 calc R U . . .
H61B H 0.521927 0.841945 0.820168 0.063 Uiso 1 1 calc R U . . .
H61C H 0.421216 0.900189 0.774440 0.063 Uiso 1 1 calc R U . . .
C69 C -0.2185(5) 0.8322(5) 0.9403(3) 0.0577(11) Uani 1 1 d . . . . .
H69A H -0.304159 0.807863 0.964188 0.069 Uiso 1 1 calc R U . . .
H69B H -0.198178 0.910619 0.933726 0.069 Uiso 1 1 calc R U . . .
C74 C 0.3706(8) 0.6374(6) 0.9015(4) 0.0462(14) Uani 0.6 1 d . . P C 2
H74A H 0.386773 0.707569 0.951653 0.055 Uiso 0.6 1 calc R U P C 2
H74B H 0.383514 0.560060 0.903264 0.055 Uiso 0.6 1 calc R U P C 2
C77 C 0.4348(12) 0.5892(11) 0.7991(6) 0.050(2) Uani 0.4 1 d . . P C 1
H77A H 0.507845 0.622159 0.770111 0.060 Uiso 0.4 1 calc R U P C 1
H77B H 0.437785 0.514296 0.808475 0.060 Uiso 0.4 1 calc R U P C 1
O3 O 0.1129(2) 0.3530(2) 0.33137(14) 0.0321(5) Uani 1 1 d . . . . .
O8 O -0.5196(3) 0.3894(2) 0.42806(14) 0.0344(5) Uani 1 1 d . . . . .
H8 H -0.540907 0.456276 0.429656 0.052 Uiso 1 1 calc DR U . . .
O12 O -0.3416(4) 0.5804(2) 0.4014(2) 0.0360(7) Uani 0.75 1 d . . P D 1
H12 H -0.276384 0.632508 0.392311 0.054 Uiso 0.75 1 calc R U P D 1
C3 C -0.4041(3) 0.3695(3) 0.38031(19) 0.0276(6) Uani 1 1 d . . . . .
C7 C -0.3139(4) 0.4661(3) 0.36450(19) 0.0296(6) Uani 1 1 d . . . . .
H7 H -0.327507 0.548141 0.389989 0.036 Uiso 0.25 1 calc R U P D 2
C21 C -0.1819(3) 0.3227(3) 0.27360(18) 0.0288(6) Uani 1 1 d . . . . .
C23 C -0.3807(3) 0.2504(3) 0.3448(2) 0.0293(6) Uani 1 1 d . . . . .
H23 H -0.439581 0.184729 0.357203 0.035 Uiso 0.75 1 calc R U P E 1
C32 C -0.0650(3) 0.2992(3) 0.21301(19) 0.0298(6) Uani 1 1 d . . . . .
H32 H -0.026978 0.378035 0.202920 0.036 Uiso 1 1 calc R U . . .
C35 C -0.2040(4) 0.4419(3) 0.3113(2) 0.0300(6) Uani 1 1 d . . . . .
H35 H -0.142957 0.508013 0.300618 0.036 Uiso 1 1 calc R U . . .
C36 C 0.0606(3) 0.2633(3) 0.2499(2) 0.0299(6) Uani 1 1 d . . . . .
H36 H 0.023733 0.183062 0.258323 0.036 Uiso 1 1 calc R U . . .
C37 C 0.1856(4) 0.2458(3) 0.1920(2) 0.0359(7) Uani 1 1 d . . . . .
C38 C -0.2715(3) 0.2272(3) 0.2913(2) 0.0298(6) Uani 1 1 d . . . . .
H38 H -0.257341 0.145186 0.266353 0.036 Uiso 1 1 calc R U . . .
C48 C -0.0016(4) 0.1841(4) 0.0666(2) 0.0489(9) Uani 1 1 d . . . . .
H48A H 0.031811 0.261402 0.054788 0.059 Uiso 1 1 calc R U . . .
H48B H -0.037927 0.117994 0.012261 0.059 Uiso 1 1 calc R U . . .
C50 C -0.1223(4) 0.2002(3) 0.1257(2) 0.0386(8) Uani 1 1 d . . . . .
H50 H -0.154620 0.120155 0.135335 0.046 Uiso 1 1 calc R U . . .
C55 C -0.2507(5) 0.2275(5) 0.0868(2) 0.0519(10) Uani 1 1 d . . . . .
C57 C 0.0763(5) 0.3130(4) 0.4013(2) 0.0505(10) Uani 1 1 d . . . . .
H57A H 0.113156 0.238189 0.395116 0.076 Uiso 1 1 calc R U . . .
H57B H -0.028259 0.295560 0.402894 0.076 Uiso 1 1 calc R U . . .
H57C H 0.118935 0.377882 0.454030 0.076 Uiso 1 1 calc R U . . .
C60 C 0.2577(4) 0.3672(3) 0.1838(2) 0.0422(8) Uani 1 1 d . . . . .
H60A H 0.200184 0.403066 0.156363 0.051 Uiso 0.6 1 calc R U P F 2
H60 H 0.268910 0.441635 0.230655 0.051 Uiso 0.4 1 calc R U P G 1
C63 C 0.2937(4) 0.1934(4) 0.2304(3) 0.0483(9) Uani 1 1 d . . . . .
H63A H 0.336394 0.254318 0.284659 0.072 Uiso 1 1 calc R U . . .
H63B H 0.369226 0.174127 0.191785 0.072 Uiso 1 1 calc R U . . .
H63C H 0.244514 0.118219 0.239493 0.072 Uiso 1 1 calc R U . . .
C65 C 0.1240(4) 0.1513(4) 0.1055(2) 0.0472(9) Uani 1 1 d . . . . .
H65A H 0.201270 0.143863 0.066099 0.057 Uiso 1 1 calc R U . . .
H65B H 0.091827 0.069990 0.111890 0.057 Uiso 1 1 calc R U . . .
C70 C -0.3707(5) 0.1402(6) 0.0587(3) 0.0694(14) Uani 1 1 d . . . . .
H70A H -0.450081 0.156781 0.032977 0.083 Uiso 1 1 calc R U . . .
H70B H -0.375878 0.061940 0.064682 0.083 Uiso 1 1 calc R U . . .
C71 C -0.2367(6) 0.3504(5) 0.0792(3) 0.0642(13) Uani 1 1 d . . . . .
H71A H -0.235739 0.412078 0.135432 0.096 Uiso 1 1 calc R U . . .
H71B H -0.317922 0.350980 0.043276 0.096 Uiso 1 1 calc R U . . .
H71C H -0.146962 0.369871 0.053865 0.096 Uiso 1 1 calc R U . . .
C72 C 0.3903(8) 0.4300(7) 0.2097(5) 0.0544(17) Uani 0.6 1 d . . P H 2
H72A H 0.453636 0.399378 0.237677 0.065 Uiso 0.6 1 calc R U P H 2
H72B H 0.422013 0.505766 0.200381 0.065 Uiso 0.6 1 calc R U P H 2
C79 C 0.3069(13) 0.3673(10) 0.1068(7) 0.056(3) Uani 0.4 1 d . . P H 1
H79A H 0.295172 0.292319 0.060322 0.067 Uiso 0.4 1 calc R U P H 1
H79B H 0.352440 0.442403 0.100231 0.067 Uiso 0.4 1 calc R U P H 1
O4 O 0.2842(2) 0.44484(19) 0.59477(14) 0.0307(5) Uani 1 1 d . . . . .
H4 H 0.257692 0.506213 0.628796 0.046 Uiso 1 1 calc R U . . .
O6 O -0.2530(3) 0.24062(19) 0.62485(14) 0.0328(5) Uani 1 1 d . . . . .
O10 O 0.3607(3) 0.2216(2) 0.50701(16) 0.0381(5) Uani 1 1 d . . . . .
H10 H 0.398453 0.292862 0.508549 0.057 Uiso 1 1 calc R U . . .
C2 C 0.2144(3) 0.3395(3) 0.60737(19) 0.0259(6) Uani 1 1 d . . . . .
C4 C 0.2550(3) 0.2281(3) 0.56134(18) 0.0277(6) Uani 1 1 d . . . . .
C10 C 0.1069(3) 0.3401(3) 0.66190(18) 0.0251(6) Uani 1 1 d . . . . .
H10A H 0.080250 0.415893 0.692467 0.030 Uiso 1 1 calc R U . . .
C13 C -0.0844(3) 0.2342(3) 0.73203(19) 0.0260(6) Uani 1 1 d . . . . .
H13A H -0.085745 0.322233 0.764898 0.031 Uiso 1 1 calc R U . . .
C15 C 0.0781(3) 0.1228(3) 0.6282(2) 0.0292(6) Uani 1 1 d . . . . .
H15 H 0.032245 0.048165 0.635177 0.035 Uiso 1 1 calc R U . . .
C16 C -0.3601(3) 0.1730(3) 0.7359(2) 0.0316(7) Uani 1 1 d . . . . .
C18 C 0.0360(3) 0.2319(3) 0.67335(19) 0.0264(6) Uani 1 1 d . . . . .
C29 C -0.3288(4) 0.1098(3) 0.7993(2) 0.0342(7) Uani 1 1 d . . . . .
H29A H -0.407429 0.112173 0.837686 0.041 Uiso 1 1 calc R U . . .
H29B H -0.327795 0.022207 0.767738 0.041 Uiso 1 1 calc R U . . .
C31 C 0.0825(4) 0.2223(3) 0.8471(2) 0.0369(7) Uani 1 1 d . . . . .
C33 C -0.2306(3) 0.1757(3) 0.68156(19) 0.0276(6) Uani 1 1 d . . . . .
H33 H -0.227588 0.088800 0.646568 0.033 Uiso 1 1 calc R U . . .
C34 C -0.0610(4) 0.1688(3) 0.7961(2) 0.0304(6) Uani 1 1 d . . . . .
H34 H -0.060559 0.080776 0.762531 0.036 Uiso 1 1 calc R U . . .
C44 C -0.1864(4) 0.1694(3) 0.8523(2) 0.0355(7) Uani 1 1 d . . . . .
H44A H -0.172276 0.124004 0.890845 0.043 Uiso 1 1 calc R U . . .
H44B H -0.189188 0.255302 0.887172 0.043 Uiso 1 1 calc R U . . .
C53 C -0.3836(4) 0.3019(3) 0.7816(2) 0.0397(8) Uani 1 1 d . . . . .
H53A H -0.310635 0.355745 0.823002 0.048 Uiso 0.6 1 calc R U P I 2
H53 H -0.372224 0.358562 0.751841 0.048 Uiso 0.4 1 calc R U P J 1
C54 C -0.2396(5) 0.1767(4) 0.5383(2) 0.0459(9) Uani 1 1 d . . . . .
H54A H -0.265501 0.224019 0.504182 0.069 Uiso 1 1 calc R U . . .
H54B H -0.303645 0.095698 0.520664 0.069 Uiso 1 1 calc R U . . .
H54C H -0.140206 0.166298 0.530165 0.069 Uiso 1 1 calc R U . . .
C64 C 0.1135(5) 0.3558(4) 0.8966(3) 0.0493(9) Uani 1 1 d . . . . .
H64A H 0.126802 0.402862 0.857901 0.074 Uiso 1 1 calc R U . . .
H64B H 0.201081 0.376081 0.933708 0.074 Uiso 1 1 calc R U . . .
H64C H 0.033069 0.376853 0.930857 0.074 Uiso 1 1 calc R U . . .
C67 C 0.1738(5) 0.1497(4) 0.8481(3) 0.0549(10) Uani 1 1 d . . . . .
H67A H 0.262445 0.183094 0.881395 0.066 Uiso 1 1 calc R U . . .
H67B H 0.150344 0.064475 0.815607 0.066 Uiso 1 1 calc R U . . .
C68 C -0.4941(4) 0.0956(4) 0.6779(3) 0.0425(8) Uani 1 1 d . . . . .
H68A H -0.479201 0.011607 0.649694 0.064 Uiso 1 1 calc R U . . .
H68B H -0.511288 0.132571 0.635355 0.064 Uiso 1 1 calc R U . . .
H68C H -0.577325 0.093283 0.711760 0.064 Uiso 1 1 calc R U . . .
C75 C -0.4975(9) 0.3469(7) 0.7691(5) 0.0582(18) Uani 0.6 1 d . . P K 2
H75A H -0.573083 0.296434 0.728321 0.070 Uiso 0.6 1 calc R U P K 2
H75B H -0.502923 0.429421 0.800914 0.070 Uiso 0.6 1 calc R U P K 2
C76 C -0.4216(10) 0.3430(8) 0.8663(6) 0.0397(19) Uani 0.4 1 d . . P K 1
H76A H -0.433637 0.288352 0.897630 0.048 Uiso 0.4 1 calc R U P K 1
H76B H -0.434950 0.425128 0.891762 0.048 Uiso 0.4 1 calc R U P K 1
C80 C 0.1860(4) 0.1210(3) 0.5728(2) 0.0302(6) Uani 1 1 d . . . . .
H80 H 0.212770 0.045141 0.542517 0.036 Uiso 1 1 calc R U . . .
O5 O 0.3187(2) 0.56080(19) 0.41420(14) 0.0323(5) Uani 1 1 d . . . . .
H5 H 0.264095 0.498998 0.380001 0.048 Uiso 1 1 calc R U . . .
O7 O -0.1271(2) 0.75904(19) 0.37990(14) 0.0325(5) Uani 1 1 d . . . . .
O9 O 0.5004(3) 0.7837(2) 0.49994(15) 0.0371(5) Uani 1 1 d . . . . .
H9 H 0.495658 0.714808 0.505737 0.056 Uiso 1 1 calc R U . . .
C5 C 0.2973(3) 0.6652(3) 0.40050(18) 0.0260(6) Uani 1 1 d . . . . .
C8 C 0.1870(3) 0.6641(3) 0.34585(18) 0.0263(6) Uani 1 1 d . . . . .
H8A H 0.123780 0.588297 0.316415 0.032 Uiso 1 1 calc R U . . .
C11 C 0.3913(3) 0.7768(3) 0.44529(19) 0.0283(6) Uani 1 1 d . . . . .
C12 C 0.1661(3) 0.7713(3) 0.33282(18) 0.0271(6) Uani 1 1 d . . . . .
C14 C 0.3702(3) 0.8834(3) 0.4329(2) 0.0300(6) Uani 1 1 d . . . . .
H14 H 0.432329 0.959518 0.462959 0.036 Uiso 1 1 calc R U . . .
C20 C 0.2598(3) 0.8810(3) 0.3774(2) 0.0301(6) Uani 1 1 d . . . . .
H20 H 0.248136 0.955328 0.369830 0.036 Uiso 1 1 calc R U . . .
C26 C -0.0767(3) 0.8241(3) 0.32378(19) 0.0277(6) Uani 1 1 d . . . . .
H26 H -0.033613 0.910957 0.359200 0.033 Uiso 1 1 calc R U . . .
C27 C 0.0422(3) 0.7671(3) 0.27421(19) 0.0288(6) Uani 1 1 d . . . . .
H27 H 0.000762 0.678463 0.242340 0.035 Uiso 1 1 calc R U . . .
C30 C -0.2048(4) 0.8275(3) 0.2690(2) 0.0332(7) Uani 1 1 d . . . . .
C39 C 0.0930(4) 0.8292(3) 0.2085(2) 0.0334(7) Uani 1 1 d . . . . .
H39 H 0.136515 0.917325 0.240504 0.040 Uiso 1 1 calc R U . . .
C46 C -0.1462(4) 0.8897(3) 0.2057(2) 0.0359(7) Uani 1 1 d . . . . .
H46A H -0.226954 0.888668 0.167859 0.043 Uiso 1 1 calc R U . . .
H46B H -0.102215 0.976892 0.237138 0.043 Uiso 1 1 calc R U . . .
C47 C -0.0355(4) 0.8279(3) 0.1525(2) 0.0399(8) Uani 1 1 d . . . . .
H47A H -0.002302 0.871381 0.112734 0.048 Uiso 1 1 calc R U . . .
H47B H -0.079936 0.741700 0.118838 0.048 Uiso 1 1 calc R U . . .
C49 C 0.2078(5) 0.7717(4) 0.1568(2) 0.0452(9) Uani 1 1 d . . . . .
C51 C -0.3028(4) 0.9039(4) 0.3266(3) 0.0429(8) Uani 1 1 d . . . . .
H51A H -0.332140 0.868787 0.370597 0.064 Uiso 1 1 calc R U . . .
H51B H -0.388055 0.902473 0.292894 0.064 Uiso 1 1 calc R U . . .
H51C H -0.250894 0.989034 0.352978 0.064 Uiso 1 1 calc R U . . .
C56 C -0.0846(4) 0.8218(4) 0.4668(2) 0.0443(8) Uani 1 1 d . . . . .
H56A H 0.020064 0.835691 0.475576 0.067 Uiso 1 1 calc R U . . .
H56B H -0.129134 0.771966 0.499842 0.067 Uiso 1 1 calc R U . . .
H56C H -0.115206 0.901169 0.485151 0.067 Uiso 1 1 calc R U . . .
C59 C 0.1760(6) 0.6407(4) 0.1091(3) 0.0550(11) Uani 1 1 d . . . . .
H59A H 0.166657 0.594447 0.148350 0.083 Uiso 1 1 calc R U . . .
H59B H 0.253873 0.619075 0.072783 0.083 Uiso 1 1 calc R U . . .
H59C H 0.085867 0.619947 0.074099 0.083 Uiso 1 1 calc R U . . .
C62 C -0.2903(4) 0.6972(3) 0.2239(3) 0.0421(8) Uani 1 1 d . . . . .
H62A H -0.306244 0.641938 0.254668 0.051 Uiso 0.6 1 calc R U P L 2
H62 H -0.246713 0.640446 0.182237 0.051 Uiso 0.4 1 calc R U P M 1
C66 C 0.3367(5) 0.8438(5) 0.1543(3) 0.0591(11) Uani 1 1 d . . . . .
H66A H 0.407950 0.808415 0.120829 0.071 Uiso 1 1 calc R U . . .
H66B H 0.355244 0.929433 0.185947 0.071 Uiso 1 1 calc R U . . .
C73 C -0.3464(7) 0.6548(6) 0.1396(4) 0.0440(14) Uani 0.6 1 d . . P N 2
H73A H -0.332087 0.708111 0.107315 0.053 Uiso 0.6 1 calc R U P N 2
H73B H -0.398795 0.572805 0.114748 0.053 Uiso 0.6 1 calc R U P N 2
C78 C -0.4311(13) 0.6589(10) 0.2421(7) 0.054(3) Uani 0.4 1 d . . P N 1
H78A H -0.476165 0.714624 0.283560 0.065 Uiso 0.4 1 calc R U P N 1
H78B H -0.481514 0.577318 0.212958 0.065 Uiso 0.4 1 calc R U P N 1
O13 O -0.4716(10) 0.1536(8) 0.3595(6) 0.0341(19) Uani 0.25 1 d . . P O 2
H13 H -0.524643 0.181787 0.397875 0.051 Uiso 0.25 1 calc R U P O 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 C22 1.438(4) . ?
O1 C58 1.427(4) . ?
O2 H2 0.8400 . ?
O2 C1 1.364(4) . ?
O11 H11 0.8400 . ?
O11 C6 1.358(4) . ?
C1 C6 1.406(4) . ?
C1 C19 1.387(4) . ?
C6 C24 1.383(4) . ?
C9 C22 1.541(4) . ?
C9 C41 1.543(5) . ?
C9 C43 1.517(5) . ?
C9 C61 1.533(5) . ?
C17 C24 1.396(4) . ?
C17 C25 1.508(4) . ?
C17 C28 1.396(4) . ?
C19 H19 0.9500 . ?
C19 C28 1.384(5) . ?
C22 H22 1.0000 . ?
C22 C25 1.538(4) . ?
C24 H24 0.9500 . ?
C25 H25 1.0000 . ?
C25 C40 1.558(4) . ?
C28 H28 0.9500 . ?
C40 H40 1.0000 . ?
C40 C42 1.531(5) . ?
C40 C45 1.515(5) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.524(5) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9500 . ?
C43 H43 0.9500 . ?
C43 C74 1.369(8) . ?
C43 C77 1.327(11) . ?
C45 C52 1.478(6) . ?
C45 C69 1.338(6) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C69 H69A 0.9500 . ?
C69 H69B 0.9500 . ?
C74 H74A 0.9500 . ?
C74 H74B 0.9500 . ?
C77 H77A 0.9500 . ?
C77 H77B 0.9500 . ?
O3 C36 1.437(4) . ?
O3 C57 1.429(4) . ?
O8 H8 0.8400 . ?
O8 C3 1.375(4) . ?
O12 H12 0.8400 . ?
O12 C7 1.355(4) . ?
C3 C7 1.392(4) . ?
C3 C23 1.388(4) . ?
C7 H7 0.9500 . ?
C7 C35 1.388(5) . ?
C21 C32 1.515(4) . ?
C21 C35 1.389(4) . ?
C21 C38 1.395(4) . ?
C23 H23 0.9500 . ?
C23 C38 1.385(5) . ?
C23 O13 1.389(9) . ?
C32 H32 1.0000 . ?
C32 C36 1.531(5) . ?
C32 C50 1.556(4) . ?
C35 H35 0.9500 . ?
C36 H36 1.0000 . ?
C36 C37 1.543(5) . ?
C37 C60 1.515(5) . ?
C37 C63 1.531(5) . ?
C37 C65 1.538(5) . ?
C38 H38 0.9500 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C50 1.523(5) . ?
C48 C65 1.526(6) . ?
C50 H50 1.0000 . ?
C50 C55 1.515(6) . ?
C55 C70 1.346(7) . ?
C55 C71 1.474(7) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C60 H60A 0.9500 . ?
C60 H60 0.9500 . ?
C60 C72 1.326(8) . ?
C60 C79 1.382(13) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C70 H70A 0.9500 . ?
C70 H70B 0.9500 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C72 H72A 0.9500 . ?
C72 H72B 0.9500 . ?
C79 H79A 0.9500 . ?
C79 H79B 0.9500 . ?
O4 H4 0.8400 . ?
O4 C2 1.376(3) . ?
O6 C33 1.443(3) . ?
O6 C54 1.418(4) . ?
O10 H10 0.8400 . ?
O10 C4 1.359(4) . ?
C2 C4 1.406(4) . ?
C2 C10 1.379(4) . ?
C4 C80 1.383(4) . ?
C10 H10A 0.9500 . ?
C10 C18 1.398(4) . ?
C13 H13A 1.0000 . ?
C13 C18 1.516(4) . ?
C13 C33 1.537(4) . ?
C13 C34 1.554(4) . ?
C15 H15 0.9500 . ?
C15 C18 1.388(4) . ?
C15 C80 1.390(5) . ?
C16 C29 1.544(4) . ?
C16 C33 1.542(4) . ?
C16 C53 1.512(5) . ?
C16 C68 1.538(5) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C44 1.527(5) . ?
C31 C34 1.516(5) . ?
C31 C64 1.482(6) . ?
C31 C67 1.328(6) . ?
C33 H33 1.0000 . ?
C34 H34 1.0000 . ?
C34 C44 1.528(5) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C53 H53A 0.9500 . ?
C53 H53 0.9500 . ?
C53 C75 1.335(9) . ?
C53 C76 1.417(10) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C67 H67A 0.9500 . ?
C67 H67B 0.9500 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C75 H75A 0.9500 . ?
C75 H75B 0.9500 . ?
C76 H76A 0.9500 . ?
C76 H76B 0.9500 . ?
C80 H80 0.9500 . ?
O5 H5 0.8400 . ?
O5 C5 1.372(3) . ?
O7 C26 1.435(3) . ?
O7 C56 1.417(4) . ?
O9 H9 0.8400 . ?
O9 C11 1.354(4) . ?
C5 C8 1.385(4) . ?
C5 C11 1.408(4) . ?
C8 H8A 0.9500 . ?
C8 C12 1.398(4) . ?
C11 C14 1.386(4) . ?
C12 C20 1.392(4) . ?
C12 C27 1.514(4) . ?
C14 H14 0.9500 . ?
C14 C20 1.390(5) . ?
C20 H20 0.9500 . ?
C26 H26 1.0000 . ?
C26 C27 1.532(4) . ?
C26 C30 1.536(5) . ?
C27 H27 1.0000 . ?
C27 C39 1.551(4) . ?
C30 C46 1.535(4) . ?
C30 C51 1.535(5) . ?
C30 C62 1.529(5) . ?
C39 H39 1.0000 . ?
C39 C47 1.532(5) . ?
C39 C49 1.517(5) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C47 1.518(5) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C49 C59 1.452(6) . ?
C49 C66 1.365(7) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C62 H62A 0.9500 . ?
C62 H62 0.9500 . ?
C62 C73 1.400(8) . ?
C62 C78 1.402(12) . ?
C66 H66A 0.9500 . ?
C66 H66B 0.9500 . ?
C73 H73A 0.9500 . ?
C73 H73B 0.9500 . ?
C78 H78A 0.9500 . ?
C78 H78B 0.9500 . ?
O13 H13 0.8400 . ?

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
C58 O1 C22 114.7(2) . . ?
C1 O2 H2 109.5 . . ?
C6 O11 H11 109.5 . . ?
O2 C1 C6 120.5(3) . . ?
O2 C1 C19 120.0(3) . . ?
C19 C1 C6 119.5(3) . . ?
O11 C6 C1 116.4(3) . . ?
O11 C6 C24 124.0(3) . . ?
C24 C6 C1 119.5(3) . . ?
C22 C9 C41 107.4(3) . . ?
C43 C9 C22 111.0(2) . . ?
C43 C9 C41 111.3(3) . . ?
C43 C9 C61 109.3(3) . . ?
C61 C9 C22 108.5(3) . . ?
C61 C9 C41 109.2(3) . . ?
C24 C17 C25 120.0(3) . . ?
C28 C17 C24 117.8(3) . . ?
C28 C17 C25 122.0(3) . . ?
C1 C19 H19 119.9 . . ?
C28 C19 C1 120.1(3) . . ?
C28 C19 H19 119.9 . . ?
O1 C22 C9 110.2(2) . . ?
O1 C22 H22 107.7 . . ?
O1 C22 C25 109.4(2) . . ?
C9 C22 H22 107.7 . . ?
C25 C22 C9 113.8(2) . . ?
C25 C22 H22 107.7 . . ?
C6 C24 C17 121.6(3) . . ?
C6 C24 H24 119.2 . . ?
C17 C24 H24 119.2 . . ?
C17 C25 C22 112.4(2) . . ?
C17 C25 H25 107.6 . . ?
C17 C25 C40 111.2(3) . . ?
C22 C25 H25 107.6 . . ?
C22 C25 C40 110.3(2) . . ?
C40 C25 H25 107.6 . . ?
C17 C28 H28 119.3 . . ?
C19 C28 C17 121.4(3) . . ?
C19 C28 H28 119.3 . . ?
C25 C40 H40 107.3 . . ?
C42 C40 C25 110.6(3) . . ?
C42 C40 H40 107.3 . . ?
C45 C40 C25 112.0(3) . . ?
C45 C40 H40 107.3 . . ?
C45 C40 C42 112.0(3) . . ?
C9 C41 H41A 108.8 . . ?
C9 C41 H41B 108.8 . . ?
H41A C41 H41B 107.7 . . ?
C42 C41 C9 113.7(3) . . ?
C42 C41 H41A 108.8 . . ?
C42 C41 H41B 108.8 . . ?
C40 C42 H42A 109.3 . . ?
C40 C42 H42B 109.3 . . ?
C41 C42 C40 111.8(3) . . ?
C41 C42 H42A 109.3 . . ?
C41 C42 H42B 109.3 . . ?
H42A C42 H42B 107.9 . . ?
C9 C43 H43A 118.2 . . ?
C9 C43 H43 116.1 . . ?
C74 C43 C9 123.6(4) . . ?
C74 C43 H43A 118.2 . . ?
C77 C43 C9 127.7(6) . . ?
C77 C43 H43 116.1 . . ?
C52 C45 C40 118.2(3) . . ?
C69 C45 C40 119.9(4) . . ?
C69 C45 C52 121.9(4) . . ?
C45 C52 H52A 109.5 . . ?
C45 C52 H52B 109.5 . . ?
C45 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O1 C58 H58A 109.5 . . ?
O1 C58 H58B 109.5 . . ?
O1 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C9 C61 H61A 109.5 . . ?
C9 C61 H61B 109.5 . . ?
C9 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C45 C69 H69A 120.0 . . ?
C45 C69 H69B 120.0 . . ?
H69A C69 H69B 120.0 . . ?
C43 C74 H74A 120.0 . . ?
C43 C74 H74B 120.0 . . ?
H74A C74 H74B 120.0 . . ?
C43 C77 H77A 120.0 . . ?
C43 C77 H77B 120.0 . . ?
H77A C77 H77B 120.0 . . ?
C57 O3 C36 114.6(2) . . ?
C3 O8 H8 109.5 . . ?
C7 O12 H12 109.5 . . ?
O8 C3 C7 121.1(3) . . ?
O8 C3 C23 119.2(3) . . ?
C23 C3 C7 119.7(3) . . ?
O12 C7 C3 117.0(3) . . ?
O12 C7 C35 123.3(3) . . ?
C3 C7 H7 120.1 . . ?
C35 C7 C3 119.7(3) . . ?
C35 C7 H7 120.1 . . ?
C35 C21 C32 119.6(3) . . ?
C35 C21 C38 118.5(3) . . ?
C38 C21 C32 121.9(3) . . ?
C3 C23 H23 120.0 . . ?
C3 C23 O13 119.9(5) . . ?
C38 C23 C3 120.1(3) . . ?
C38 C23 H23 120.0 . . ?
C38 C23 O13 120.0(5) . . ?
C21 C32 H32 107.3 . . ?
C21 C32 C36 112.2(2) . . ?
C21 C32 C50 112.5(3) . . ?
C36 C32 H32 107.3 . . ?
C36 C32 C50 109.8(3) . . ?
C50 C32 H32 107.3 . . ?
C7 C35 C21 121.1(3) . . ?
C7 C35 H35 119.4 . . ?
C21 C35 H35 119.4 . . ?
O3 C36 C32 110.4(2) . . ?
O3 C36 H36 107.6 . . ?
O3 C36 C37 109.7(2) . . ?
C32 C36 H36 107.6 . . ?
C32 C36 C37 113.7(3) . . ?
C37 C36 H36 107.6 . . ?
C60 C37 C36 110.8(3) . . ?
C60 C37 C63 110.0(3) . . ?
C60 C37 C65 111.1(3) . . ?
C63 C37 C36 108.3(3) . . ?
C63 C37 C65 108.8(3) . . ?
C65 C37 C36 107.7(3) . . ?
C21 C38 H38 119.6 . . ?
C23 C38 C21 120.9(3) . . ?
C23 C38 H38 119.6 . . ?
H48A C48 H48B 108.0 . . ?
C50 C48 H48A 109.4 . . ?
C50 C48 H48B 109.4 . . ?
C50 C48 C65 111.0(3) . . ?
C65 C48 H48A 109.4 . . ?
C65 C48 H48B 109.4 . . ?
C32 C50 H50 107.3 . . ?
C48 C50 C32 110.1(3) . . ?
C48 C50 H50 107.3 . . ?
C55 C50 C32 112.7(3) . . ?
C55 C50 C48 111.9(3) . . ?
C55 C50 H50 107.3 . . ?
C70 C55 C50 120.1(5) . . ?
C70 C55 C71 122.3(5) . . ?
C71 C55 C50 117.5(4) . . ?
O3 C57 H57A 109.5 . . ?
O3 C57 H57B 109.5 . . ?
O3 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C37 C60 H60A 115.6 . . ?
C37 C60 H60 120.7 . . ?
C72 C60 C37 128.8(5) . . ?
C72 C60 H60A 115.6 . . ?
C79 C60 C37 118.6(5) . . ?
C79 C60 H60 120.7 . . ?
C37 C63 H63A 109.5 . . ?
C37 C63 H63B 109.5 . . ?
C37 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C37 C65 H65A 108.8 . . ?
C37 C65 H65B 108.8 . . ?
C48 C65 C37 113.9(3) . . ?
C48 C65 H65A 108.8 . . ?
C48 C65 H65B 108.8 . . ?
H65A C65 H65B 107.7 . . ?
C55 C70 H70A 120.0 . . ?
C55 C70 H70B 120.0 . . ?
H70A C70 H70B 120.0 . . ?
C55 C71 H71A 109.5 . . ?
C55 C71 H71B 109.5 . . ?
C55 C71 H71C 109.5 . . ?
H71A C71 H71B 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C60 C72 H72A 120.0 . . ?
C60 C72 H72B 120.0 . . ?
H72A C72 H72B 120.0 . . ?
C60 C79 H79A 120.0 . . ?
C60 C79 H79B 120.0 . . ?
H79A C79 H79B 120.0 . . ?
C2 O4 H4 109.5 . . ?
C54 O6 C33 115.2(2) . . ?
C4 O10 H10 109.5 . . ?
O4 C2 C4 117.6(3) . . ?
O4 C2 C10 122.4(3) . . ?
C10 C2 C4 120.0(2) . . ?
O10 C4 C2 122.8(3) . . ?
O10 C4 C80 118.6(3) . . ?
C80 C4 C2 118.6(3) . . ?
C2 C10 H10A 119.2 . . ?
C2 C10 C18 121.7(3) . . ?
C18 C10 H10A 119.2 . . ?
C18 C13 H13A 107.9 . . ?
C18 C13 C33 111.0(2) . . ?
C18 C13 C34 111.8(3) . . ?
C33 C13 H13A 107.9 . . ?
C33 C13 C34 110.2(2) . . ?
C34 C13 H13A 107.9 . . ?
C18 C15 H15 119.4 . . ?
C18 C15 C80 121.1(3) . . ?
C80 C15 H15 119.4 . . ?
C33 C16 C29 107.4(3) . . ?
C53 C16 C29 111.0(3) . . ?
C53 C16 C33 110.9(2) . . ?
C53 C16 C68 109.9(3) . . ?
C68 C16 C29 109.0(3) . . ?
C68 C16 C33 108.7(3) . . ?
C10 C18 C13 120.8(3) . . ?
C15 C18 C10 117.7(3) . . ?
C15 C18 C13 121.4(3) . . ?
C16 C29 H29A 108.9 . . ?
C16 C29 H29B 108.9 . . ?
H29A C29 H29B 107.7 . . ?
C44 C29 C16 113.4(3) . . ?
C44 C29 H29A 108.9 . . ?
C44 C29 H29B 108.9 . . ?
C64 C31 C34 117.5(3) . . ?
C67 C31 C34 120.2(4) . . ?
C67 C31 C64 122.3(4) . . ?
O6 C33 C13 109.4(2) . . ?
O6 C33 C16 108.6(2) . . ?
O6 C33 H33 107.9 . . ?
C13 C33 C16 114.8(2) . . ?
C13 C33 H33 107.9 . . ?
C16 C33 H33 107.9 . . ?
C13 C34 H34 107.2 . . ?
C31 C34 C13 112.3(2) . . ?
C31 C34 H34 107.2 . . ?
C31 C34 C44 112.3(3) . . ?
C44 C34 C13 110.3(3) . . ?
C44 C34 H34 107.2 . . ?
C29 C44 C34 111.1(3) . . ?
C29 C44 H44A 109.4 . . ?
C29 C44 H44B 109.4 . . ?
C34 C44 H44A 109.4 . . ?
C34 C44 H44B 109.4 . . ?
H44A C44 H44B 108.0 . . ?
C16 C53 H53A 117.0 . . ?
C16 C53 H53 118.1 . . ?
C75 C53 C16 125.9(5) . . ?
C75 C53 H53A 117.0 . . ?
C76 C53 C16 123.7(4) . . ?
C76 C53 H53 118.1 . . ?
O6 C54 H54A 109.5 . . ?
O6 C54 H54B 109.5 . . ?
O6 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C31 C64 H64A 109.5 . . ?
C31 C64 H64B 109.5 . . ?
C31 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C31 C67 H67A 120.0 . . ?
C31 C67 H67B 120.0 . . ?
H67A C67 H67B 120.0 . . ?
C16 C68 H68A 109.5 . . ?
C16 C68 H68B 109.5 . . ?
C16 C68 H68C 109.5 . . ?
H68A C68 H68B 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C53 C75 H75A 120.0 . . ?
C53 C75 H75B 120.0 . . ?
H75A C75 H75B 120.0 . . ?
C53 C76 H76A 120.0 . . ?
C53 C76 H76B 120.0 . . ?
H76A C76 H76B 120.0 . . ?
C4 C80 C15 120.9(3) . . ?
C4 C80 H80 119.6 . . ?
C15 C80 H80 119.6 . . ?
C5 O5 H5 109.5 . . ?
C56 O7 C26 115.9(2) . . ?
C11 O9 H9 109.5 . . ?
O5 C5 C8 122.5(3) . . ?
O5 C5 C11 117.6(3) . . ?
C8 C5 C11 120.0(3) . . ?
C5 C8 H8A 119.1 . . ?
C5 C8 C12 121.8(3) . . ?
C12 C8 H8A 119.1 . . ?
O9 C11 C5 122.6(3) . . ?
O9 C11 C14 119.0(3) . . ?
C14 C11 C5 118.4(3) . . ?
C8 C12 C27 120.3(3) . . ?
C20 C12 C8 117.7(3) . . ?
C20 C12 C27 122.0(3) . . ?
C11 C14 H14 119.4 . . ?
C11 C14 C20 121.2(3) . . ?
C20 C14 H14 119.4 . . ?
C12 C20 H20 119.5 . . ?
C14 C20 C12 121.0(3) . . ?
C14 C20 H20 119.5 . . ?
O7 C26 H26 107.7 . . ?
O7 C26 C27 109.3(2) . . ?
O7 C26 C30 109.3(2) . . ?
C27 C26 H26 107.7 . . ?
C27 C26 C30 114.9(3) . . ?
C30 C26 H26 107.7 . . ?
C12 C27 C26 111.4(2) . . ?
C12 C27 H27 107.5 . . ?
C12 C27 C39 111.6(3) . . ?
C26 C27 H27 107.5 . . ?
C26 C27 C39 111.1(2) . . ?
C39 C27 H27 107.5 . . ?
C46 C30 C26 107.9(3) . . ?
C46 C30 C51 109.6(3) . . ?
C51 C30 C26 108.6(3) . . ?
C62 C30 C26 110.3(3) . . ?
C62 C30 C46 111.5(3) . . ?
C62 C30 C51 108.8(3) . . ?
C27 C39 H39 107.4 . . ?
C47 C39 C27 110.3(3) . . ?
C47 C39 H39 107.4 . . ?
C49 C39 C27 112.1(3) . . ?
C49 C39 H39 107.4 . . ?
C49 C39 C47 112.0(3) . . ?
C30 C46 H46A 109.0 . . ?
C30 C46 H46B 109.0 . . ?
H46A C46 H46B 107.8 . . ?
C47 C46 C30 113.1(3) . . ?
C47 C46 H46A 109.0 . . ?
C47 C46 H46B 109.0 . . ?
C39 C47 H47A 109.5 . . ?
C39 C47 H47B 109.5 . . ?
C46 C47 C39 110.8(3) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 108.1 . . ?
C59 C49 C39 118.7(4) . . ?
C66 C49 C39 119.9(4) . . ?
C66 C49 C59 121.5(4) . . ?
C30 C51 H51A 109.5 . . ?
C30 C51 H51B 109.5 . . ?
C30 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
O7 C56 H56A 109.5 . . ?
O7 C56 H56B 109.5 . . ?
O7 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C49 C59 H59A 109.5 . . ?
C49 C59 H59B 109.5 . . ?
C49 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C30 C62 H62A 118.2 . . ?
C30 C62 H62 119.0 . . ?
C73 C62 C30 123.6(4) . . ?
C73 C62 H62A 118.2 . . ?
C78 C62 C30 122.0(6) . . ?
C78 C62 H62 119.0 . . ?
C49 C66 H66A 120.0 . . ?
C49 C66 H66B 120.0 . . ?
H66A C66 H66B 120.0 . . ?
C62 C73 H73A 120.0 . . ?
C62 C73 H73B 120.0 . . ?
H73A C73 H73B 120.0 . . ?
C62 C78 H78A 120.0 . . ?
C62 C78 H78B 120.0 . . ?
H78A C78 H78B 120.0 . . ?
C23 O13 H13 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 C22 C25 C17 -54.6(3) . . . . ?
O1 C22 C25 C40 -179.3(2) . . . . ?
O2 C1 C6 O11 2.3(4) . . . . ?
O2 C1 C6 C24 -175.4(3) . . . . ?
O2 C1 C19 C28 175.2(3) . . . . ?
O11 C6 C24 C17 -178.2(3) . . . . ?
C1 C6 C24 C17 -0.8(5) . . . . ?
C1 C19 C28 C17 1.1(5) . . . . ?
C6 C1 C19 C28 -3.1(5) . . . . ?
C9 C22 C25 C17 -178.4(2) . . . . ?
C9 C22 C25 C40 56.8(3) . . . . ?
C9 C41 C42 C40 -56.4(4) . . . . ?
C17 C25 C40 C42 -179.2(3) . . . . ?
C17 C25 C40 C45 55.1(4) . . . . ?
C19 C1 C6 O11 -179.5(3) . . . . ?
C19 C1 C6 C24 2.9(4) . . . . ?
C22 C9 C41 C42 55.1(4) . . . . ?
C22 C9 C43 C74 -139.7(5) . . . . ?
C22 C9 C43 C77 112.1(7) . . . . ?
C22 C25 C40 C42 -53.8(3) . . . . ?
C22 C25 C40 C45 -179.5(3) . . . . ?
C24 C17 C25 C22 116.4(3) . . . . ?
C24 C17 C25 C40 -119.4(3) . . . . ?
C24 C17 C28 C19 1.0(4) . . . . ?
C25 C17 C24 C6 175.8(3) . . . . ?
C25 C17 C28 C19 -175.9(3) . . . . ?
C25 C40 C42 C41 54.0(4) . . . . ?
C25 C40 C45 C52 55.2(4) . . . . ?
C25 C40 C45 C69 -126.1(4) . . . . ?
C28 C17 C24 C6 -1.1(4) . . . . ?
C28 C17 C25 C22 -66.8(4) . . . . ?
C28 C17 C25 C40 57.4(4) . . . . ?
C41 C9 C22 O1 -179.3(2) . . . . ?
C41 C9 C22 C25 -55.9(3) . . . . ?
C41 C9 C43 C74 -20.1(6) . . . . ?
C41 C9 C43 C77 -128.3(7) . . . . ?
C42 C40 C45 C52 -69.7(4) . . . . ?
C42 C40 C45 C69 109.0(4) . . . . ?
C43 C9 C22 O1 -57.4(3) . . . . ?
C43 C9 C22 C25 66.0(3) . . . . ?
C43 C9 C41 C42 -66.6(4) . . . . ?
C45 C40 C42 C41 179.7(3) . . . . ?
C58 O1 C22 C9 -123.8(3) . . . . ?
C58 O1 C22 C25 110.3(3) . . . . ?
C61 C9 C22 O1 62.7(3) . . . . ?
C61 C9 C22 C25 -173.9(3) . . . . ?
C61 C9 C41 C42 172.6(3) . . . . ?
C61 C9 C43 C74 100.7(5) . . . . ?
C61 C9 C43 C77 -7.5(8) . . . . ?
O3 C36 C37 C60 -57.2(4) . . . . ?
O3 C36 C37 C63 63.6(3) . . . . ?
O3 C36 C37 C65 -178.9(3) . . . . ?
O8 C3 C7 O12 2.9(5) . . . . ?
O8 C3 C7 C35 -175.6(3) . . . . ?
O8 C3 C23 C38 175.1(3) . . . . ?
O8 C3 C23 O13 -1.5(6) . . . . ?
O12 C7 C35 C21 -178.6(3) . . . . ?
C3 C7 C35 C21 -0.2(5) . . . . ?
C3 C23 C38 C21 1.3(5) . . . . ?
C7 C3 C23 C38 -2.5(5) . . . . ?
C7 C3 C23 O13 -179.1(5) . . . . ?
C21 C32 C36 O3 -53.0(3) . . . . ?
C21 C32 C36 C37 -176.7(2) . . . . ?
C21 C32 C50 C48 177.9(3) . . . . ?
C21 C32 C50 C55 52.2(4) . . . . ?
C23 C3 C7 O12 -179.6(3) . . . . ?
C23 C3 C7 C35 1.9(5) . . . . ?
C32 C21 C35 C7 177.4(3) . . . . ?
C32 C21 C38 C23 -177.9(3) . . . . ?
C32 C36 C37 C60 66.9(3) . . . . ?
C32 C36 C37 C63 -172.3(3) . . . . ?
C32 C36 C37 C65 -54.8(4) . . . . ?
C32 C50 C55 C70 -129.1(4) . . . . ?
C32 C50 C55 C71 52.5(5) . . . . ?
C35 C21 C32 C36 109.9(3) . . . . ?
C35 C21 C32 C50 -125.6(3) . . . . ?
C35 C21 C38 C23 0.5(5) . . . . ?
C36 C32 C50 C48 -56.4(4) . . . . ?
C36 C32 C50 C55 177.9(3) . . . . ?
C36 C37 C60 C72 115.0(6) . . . . ?
C36 C37 C60 C79 -143.2(7) . . . . ?
C36 C37 C65 C48 54.1(4) . . . . ?
C38 C21 C32 C36 -71.8(4) . . . . ?
C38 C21 C32 C50 52.7(4) . . . . ?
C38 C21 C35 C7 -1.0(5) . . . . ?
C48 C50 C55 C70 106.2(5) . . . . ?
C48 C50 C55 C71 -72.2(5) . . . . ?
C50 C32 C36 O3 -178.9(2) . . . . ?
C50 C32 C36 C37 57.4(3) . . . . ?
C50 C48 C65 C37 -57.0(5) . . . . ?
C57 O3 C36 C32 106.4(3) . . . . ?
C57 O3 C36 C37 -127.5(3) . . . . ?
C60 C37 C65 C48 -67.4(4) . . . . ?
C63 C37 C60 C72 -4.7(7) . . . . ?
C63 C37 C60 C79 97.1(7) . . . . ?
C63 C37 C65 C48 171.2(3) . . . . ?
C65 C37 C60 C72 -125.4(6) . . . . ?
C65 C37 C60 C79 -23.5(7) . . . . ?
C65 C48 C50 C32 56.3(4) . . . . ?
C65 C48 C50 C55 -177.6(3) . . . . ?
O4 C2 C4 O10 1.2(4) . . . . ?
O4 C2 C4 C80 -179.8(3) . . . . ?
O4 C2 C10 C18 179.3(3) . . . . ?
O10 C4 C80 C15 179.5(3) . . . . ?
C2 C4 C80 C15 0.5(5) . . . . ?
C2 C10 C18 C13 -178.5(3) . . . . ?
C2 C10 C18 C15 0.4(4) . . . . ?
C4 C2 C10 C18 0.2(4) . . . . ?
C10 C2 C4 O10 -179.6(3) . . . . ?
C10 C2 C4 C80 -0.7(4) . . . . ?
C13 C34 C44 C29 56.4(3) . . . . ?
C16 C29 C44 C34 -58.3(4) . . . . ?
C18 C13 C33 O6 -57.9(3) . . . . ?
C18 C13 C33 C16 179.7(2) . . . . ?
C18 C13 C34 C31 55.6(3) . . . . ?
C18 C13 C34 C44 -178.3(2) . . . . ?
C18 C15 C80 C4 0.1(5) . . . . ?
C29 C16 C33 O6 -176.8(2) . . . . ?
C29 C16 C33 C13 -53.9(3) . . . . ?
C29 C16 C53 C75 -126.1(5) . . . . ?
C29 C16 C53 C76 -20.4(7) . . . . ?
C31 C34 C44 C29 -177.4(3) . . . . ?
C33 C13 C18 C10 107.6(3) . . . . ?
C33 C13 C18 C15 -71.2(4) . . . . ?
C33 C13 C34 C31 179.5(3) . . . . ?
C33 C13 C34 C44 -54.4(3) . . . . ?
C33 C16 C29 C44 54.7(3) . . . . ?
C33 C16 C53 C75 114.8(5) . . . . ?
C33 C16 C53 C76 -139.6(6) . . . . ?
C34 C13 C18 C10 -129.0(3) . . . . ?
C34 C13 C18 C15 52.2(4) . . . . ?
C34 C13 C33 O6 177.7(2) . . . . ?
C34 C13 C33 C16 55.3(3) . . . . ?
C53 C16 C29 C44 -66.6(4) . . . . ?
C53 C16 C33 O6 -55.4(3) . . . . ?
C53 C16 C33 C13 67.4(3) . . . . ?
C54 O6 C33 C13 106.5(3) . . . . ?
C54 O6 C33 C16 -127.5(3) . . . . ?
C64 C31 C34 C13 57.1(4) . . . . ?
C64 C31 C34 C44 -67.9(4) . . . . ?
C67 C31 C34 C13 -124.6(4) . . . . ?
C67 C31 C34 C44 110.4(4) . . . . ?
C68 C16 C29 C44 172.2(3) . . . . ?
C68 C16 C33 O6 65.4(3) . . . . ?
C68 C16 C33 C13 -171.7(3) . . . . ?
C68 C16 C53 C75 -5.4(6) . . . . ?
C68 C16 C53 C76 100.2(6) . . . . ?
C80 C15 C18 C10 -0.6(5) . . . . ?
C80 C15 C18 C13 178.3(3) . . . . ?
O5 C5 C8 C12 179.7(3) . . . . ?
O5 C5 C11 O9 0.4(4) . . . . ?
O5 C5 C11 C14 -179.3(3) . . . . ?
O7 C26 C27 C12 -58.6(3) . . . . ?
O7 C26 C27 C39 176.3(2) . . . . ?
O7 C26 C30 C46 -176.2(2) . . . . ?
O7 C26 C30 C51 65.1(3) . . . . ?
O7 C26 C30 C62 -54.1(3) . . . . ?
O9 C11 C14 C20 179.9(3) . . . . ?
C5 C8 C12 C20 -0.5(4) . . . . ?
C5 C8 C12 C27 -178.5(3) . . . . ?
C5 C11 C14 C20 -0.4(4) . . . . ?
C8 C5 C11 O9 179.6(3) . . . . ?
C8 C5 C11 C14 -0.1(4) . . . . ?
C8 C12 C20 C14 0.0(4) . . . . ?
C8 C12 C27 C26 106.2(3) . . . . ?
C8 C12 C27 C39 -129.0(3) . . . . ?
C11 C5 C8 C12 0.6(4) . . . . ?
C11 C14 C20 C12 0.4(5) . . . . ?
C12 C27 C39 C47 -177.8(3) . . . . ?
C12 C27 C39 C49 56.7(4) . . . . ?
C20 C12 C27 C26 -71.7(3) . . . . ?
C20 C12 C27 C39 53.1(4) . . . . ?
C26 C27 C39 C47 -52.8(3) . . . . ?
C26 C27 C39 C49 -178.3(3) . . . . ?
C26 C30 C46 C47 55.7(4) . . . . ?
C26 C30 C62 C73 -138.7(5) . . . . ?
C26 C30 C62 C78 113.9(7) . . . . ?
C27 C12 C20 C14 178.0(3) . . . . ?
C27 C26 C30 C46 -52.8(3) . . . . ?
C27 C26 C30 C51 -171.6(3) . . . . ?
C27 C26 C30 C62 69.2(3) . . . . ?
C27 C39 C47 C46 56.3(4) . . . . ?
C27 C39 C49 C59 57.4(4) . . . . ?
C27 C39 C49 C66 -124.1(4) . . . . ?
C30 C26 C27 C12 178.1(2) . . . . ?
C30 C26 C27 C39 53.0(3) . . . . ?
C30 C46 C47 C39 -59.6(4) . . . . ?
C46 C30 C62 C73 -18.9(6) . . . . ?
C46 C30 C62 C78 -126.2(6) . . . . ?
C47 C39 C49 C59 -67.2(4) . . . . ?
C47 C39 C49 C66 111.4(4) . . . . ?
C49 C39 C47 C46 -178.1(3) . . . . ?
C51 C30 C46 C47 173.8(3) . . . . ?
C51 C30 C62 C73 102.1(5) . . . . ?
C51 C30 C62 C78 -5.2(7) . . . . ?
C56 O7 C26 C27 106.5(3) . . . . ?
C56 O7 C26 C30 -126.9(3) . . . . ?
C62 C30 C46 C47 -65.7(4) . . . . ?
O13 C23 C38 C21 177.9(5) . . . . ?


_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 3.933
_oxdiff_exptl_absorpt_empirical_full_min 0.330
