# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_exp_576
_database_code_depnum_ccdc_archive 'CCDC 1947384'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C17 H22 O4)'
_chemical_formula_sum            'C34 H44 O8'
_chemical_formula_weight         580.69
_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                   10.6905(2)
_cell_length_b                   12.90170(10)
_cell_length_c                   11.27500(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.6040(10)
_cell_angle_gamma                90
_cell_volume                     1533.32(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    19351
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.0690
_cell_measurement_theta_min      5.2400
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.720
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21024
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            33570
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.410
_diffrn_reflns_theta_min         3.976
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -87.00  19.00   1.00    1.00    --    0.00 -38.00  30.00  106
  2  ω    -16.00  44.00   1.00    1.00    --    0.00  19.00-180.00   60
  3  ω    -19.00  10.00   1.00    1.00    --    0.00  38.00 -60.00   29
  4  ω     21.00  54.00   1.00    1.00    --    0.00  82.00  90.00   33
  5  ω     40.00  71.00   1.00    1.00    --    0.00  77.00-150.00   31
  6  ω     24.00  85.00   1.00    1.00    --    0.00  38.00 -60.00   61
  7  ω    -30.00  32.00   1.00    1.00    --    0.00  77.00-150.00   62
  8  ω    -15.00  63.00   1.00    1.00    --    0.00  82.00-120.00   78
  9  ω    -31.00  19.00   1.00    1.00    --    0.00  82.00  90.00   50
 10  ω    -15.00  84.00   1.00    1.00    --    0.00  38.00   0.00   99
 11  ω     52.00  82.00   1.00    1.00    --    0.00  19.00-180.00   30
 12  ω      6.00 116.00   1.00    1.00    --   95.80 -82.00 120.00  110
 13  ω     73.00 183.00   1.00    1.00    --   95.80  53.00 113.45  110
 14  ω     59.00 107.00   1.00    1.00    --   95.80 -82.00  60.00   48
 15  ω      6.00 120.00   1.00    1.00    --   95.80 -61.00-120.00  114
 16  ω    160.00 185.00   1.00    1.00    --   95.80  82.00-175.04   25
 17  ω    155.00 185.00   1.00    1.00    --   95.80  64.00 149.50   30
 18  ω     74.00 149.00   1.00    1.00    --   95.80  50.00  20.94   75
 19  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  60.00   26
 20  ω     63.00  97.00   1.00    1.00    --   95.80  82.00-175.04   34
 21  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  30.00   26
 22  ω      6.00 116.00   1.00    1.00    --   95.80 -82.00-120.00  110
 23  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-150.00   25
 24  ω    103.00 185.00   1.00    1.00    --   95.80  77.00-150.00   82
 25  ω     64.00  91.00   1.00    1.00    --   95.80  82.00  30.00   27
 26  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -60.00   25
 27  ω    112.00 138.00   1.00    1.00    --   95.80  82.00 -60.00   26
 28  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -90.00   26
 29  ω     93.00 185.00   1.00    1.00    --   95.80  82.00 167.16   92
 30  ω     65.00  97.00   1.00    1.00    --   95.80  77.00-120.00   32
 31  ω     70.00 101.00   1.00    1.00    --   95.80  64.00 149.50   31
 32  ω     65.00  92.00   1.00    1.00    --   95.80  77.00  60.00   27
 33  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 120.00   25
 34  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 35  ω     65.00  92.00   1.00    1.00    --   95.80  77.00 -30.00   27
 36  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 167.16   26
 37  ω     75.00 166.00   1.00    1.00    --   95.80  45.00   0.00   91
 38  ω     72.00  97.00   1.00    1.00    --   95.80  61.00  90.00   25
 39  ω     74.00 100.00   1.00    1.00    --   95.80  61.00 -60.00   26
 40  ω     65.00  91.00   1.00    1.00    --   95.80  77.00   0.00   26
 41  ω     71.00 158.00   1.00    1.00    --   95.80  61.00-120.00   87
 42  ω     64.00  90.00   1.00    1.00    --   95.80  82.00 -30.00   26
 43  ω     76.00 152.00   1.00    1.00    --   95.80  45.00  90.00   76
 44  ω    123.00 178.00   1.00    1.00    --   95.80  82.00  60.00   55
 45  ω     41.00 106.00   1.00    1.00    --   95.80 -82.00   0.00   65
 46  ω     72.00  97.00   1.00    1.00    --   95.80  61.00 120.00   25
 47  ω      6.00 104.00   1.00    1.00    --   95.80 -61.00 120.00   98
 48  ω     76.00 102.00   1.00    1.00    --   95.80  30.00-120.00   26
 49  ω     75.00 115.00   1.00    1.00    --   95.80  61.00-180.00   40
 50  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 150.00   25
 51  ω     66.00  92.00   1.00    1.00    --   95.80  77.00  90.00   26
 52  ω     77.00 103.00   1.00    1.00    --   95.80  30.00 -60.00   26
 53  ω     76.00 123.00   1.00    1.00    --   95.80  45.00 -60.00   47
 54  ω     73.00 110.00   1.00    1.00    --   95.80  61.00  30.00   37
 55  ω     65.00  91.00   1.00    1.00    --   95.80  82.00-120.00   26
 56  ω     63.00  89.00   1.00    1.00    --   95.80  81.00 138.77   26
 57  ω     69.00 179.00   1.00    1.00    --   95.80  65.00 126.11  110
 58  ω    123.00 173.00   1.00    1.00    --   95.80  51.00 -31.85   50
 59  ω     74.00 107.00   1.00    1.00    --   95.80  51.00 -31.85   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0595064000
_diffrn_orient_matrix_UB_12      0.1081548000
_diffrn_orient_matrix_UB_13      0.0060218000
_diffrn_orient_matrix_UB_21      -0.0096261000
_diffrn_orient_matrix_UB_22      0.0112716000
_diffrn_orient_matrix_UB_23      -0.1372317000
_diffrn_orient_matrix_UB_31      -0.1332073000
_diffrn_orient_matrix_UB_32      -0.0492638000
_diffrn_orient_matrix_UB_33      -0.0182130000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.897
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                5734
_reflns_number_total             6136
_reflns_odcompleteness_completeness 99.97
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.109
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Flack x determined using 2505 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         6136
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0372
_refine_ls_restrained_S_all      1.059
_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)+(0.0626P)²+0.0552P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1012
_refine_ls_wR_factor_ref         0.1026
_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:
 C7(H7), C24(H24)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C13(H13A,H13B), C27(H27A,H27B), C28(H28A,
 H28B), C30(H30A,H30B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C19(H19), C20(H20)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,
 H17C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,
 H34B,H34C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3), O7(H7A)
;
_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 0.8450(2) -0.00784(18) 1.03039(15) 0.0851(6) Uani 1 1 d . . . . .
O2 O 0.44518(16) -0.01981(17) 0.6524(2) 0.0747(5) Uani 1 1 d . . . . .
O3 O 0.6692(2) -0.04861(17) 0.53435(16) 0.0781(6) Uani 1 1 d . . . . .
H3 H 0.633890 -0.095410 0.565207 0.117 Uiso 1 1 calc GR . . . .
O4 O 0.7903(3) 0.1256(2) 0.38070(19) 0.1011(8) Uani 1 1 d . . . . .
C1 C 0.5380(2) -0.01905(17) 0.7530(2) 0.0556(5) Uani 1 1 d . . . . .
C2 C 0.5205(3) -0.04687(18) 0.8667(3) 0.0670(7) Uani 1 1 d . . . . .
H2 H 0.440831 -0.067803 0.880242 0.080 Uiso 1 1 calc R . . . .
C3 C 0.6214(3) -0.04377(18) 0.9612(2) 0.0681(7) Uani 1 1 d . . . . .
H3A H 0.608949 -0.062456 1.038033 0.082 Uiso 1 1 calc R . . . .
C4 C 0.7391(3) -0.01347(17) 0.9425(2) 0.0592(6) Uani 1 1 d . . . . .
C5 C 0.7594(2) 0.01769(16) 0.82725(18) 0.0492(5) Uani 1 1 d . . . . .
C6 C 0.6582(2) 0.01491(15) 0.73316(19) 0.0466(4) Uani 1 1 d . . . . .
C7 C 0.6718(2) 0.04254(18) 0.60609(19) 0.0520(5) Uani 1 1 d . . . . .
H7 H 0.597255 0.083845 0.572670 0.062 Uiso 1 1 calc R . . . .
C8 C 0.7903(2) 0.10862(18) 0.59514(19) 0.0515(5) Uani 1 1 d . . . . .
C9 C 0.8273(3) 0.0815(2) 0.4741(2) 0.0658(6) Uani 1 1 d . . . . .
C10 C 0.9220(3) -0.0056(3) 0.4900(3) 0.0797(8) Uani 1 1 d . . . . .
H10A H 0.999819 0.014860 0.462737 0.096 Uiso 1 1 calc R . . . .
H10B H 0.887876 -0.066317 0.445074 0.096 Uiso 1 1 calc R . . . .
C11 C 0.9464(3) -0.0280(2) 0.6251(3) 0.0693(7) Uani 1 1 d . . . . .
H11A H 1.034912 -0.044764 0.652651 0.083 Uiso 1 1 calc R . . . .
H11B H 0.894405 -0.085276 0.644166 0.083 Uiso 1 1 calc R . . . .
C12 C 0.9099(2) 0.0732(2) 0.6836(2) 0.0555(5) Uani 1 1 d . . . . .
C13 C 0.8876(3) 0.0583(2) 0.8121(2) 0.0635(6) Uani 1 1 d . . . . .
H13A H 0.951524 0.010950 0.852111 0.076 Uiso 1 1 calc R . . . .
H13B H 0.900555 0.124435 0.853277 0.076 Uiso 1 1 calc R . . . .
C14 C 0.8350(5) -0.0501(4) 1.1445(3) 0.1189(17) Uani 1 1 d . . . . .
H14A H 0.797332 -0.117711 1.134247 0.178 Uiso 1 1 calc GR . . . .
H14B H 0.782858 -0.005775 1.184328 0.178 Uiso 1 1 calc GR . . . .
H14C H 0.917923 -0.055279 1.192295 0.178 Uiso 1 1 calc GR . . . .
C15 C 0.3287(3) -0.0680(3) 0.6603(4) 0.0920(10) Uani 1 1 d . . . . .
H15A H 0.272581 -0.061375 0.584851 0.138 Uiso 1 1 calc GR . . . .
H15B H 0.291313 -0.035336 0.722490 0.138 Uiso 1 1 calc GR . . . .
H15C H 0.342845 -0.140045 0.679113 0.138 Uiso 1 1 calc GR . . . .
C16 C 0.7551(3) 0.2224(2) 0.6042(3) 0.0761(8) Uani 1 1 d . . . . .
H16A H 0.683448 0.238244 0.543544 0.114 Uiso 1 1 calc GR . . . .
H16B H 0.825759 0.264963 0.592455 0.114 Uiso 1 1 calc GR . . . .
H16C H 0.734091 0.235867 0.682258 0.114 Uiso 1 1 calc GR . . . .
C17 C 1.0198(3) 0.1501(3) 0.6865(3) 0.0835(9) Uani 1 1 d . . . . .
H17A H 1.037017 0.160178 0.606436 0.125 Uiso 1 1 calc GR . . . .
H17B H 1.094113 0.123057 0.736623 0.125 Uiso 1 1 calc GR . . . .
H17C H 0.997166 0.215168 0.718389 0.125 Uiso 1 1 calc GR . . . .
O5 O 0.43178(19) 0.34109(14) 0.69938(18) 0.0701(5) Uani 1 1 d . . . . .
O6 O 0.83186(18) 0.35157(14) 1.07677(16) 0.0652(4) Uani 1 1 d . . . . .
O7 O 0.60838(19) 0.49242(14) 0.61590(14) 0.0644(4) Uani 1 1 d . . . . .
H7A H 0.549482 0.464158 0.571767 0.097 Uiso 1 1 calc GR . . . .
O8 O 0.5763(2) 0.75092(16) 0.6213(2) 0.0805(6) Uani 1 1 d . . . . .
C18 C 0.5309(2) 0.33482(16) 0.7936(2) 0.0492(5) Uani 1 1 d . . . . .
C19 C 0.5601(2) 0.24939(17) 0.8654(2) 0.0561(5) Uani 1 1 d . . . . .
H19 H 0.511301 0.189605 0.850862 0.067 Uiso 1 1 calc R . . . .
C20 C 0.6619(2) 0.25164(16) 0.9595(2) 0.0536(5) Uani 1 1 d . . . . .
H20 H 0.682065 0.193181 1.007171 0.064 Uiso 1 1 calc R . . . .
C21 C 0.7331(2) 0.34057(16) 0.98226(19) 0.0477(4) Uani 1 1 d . . . . .
C22 C 0.70556(19) 0.42857(16) 0.90897(18) 0.0443(4) Uani 1 1 d . . . . .
C23 C 0.60478(19) 0.42577(15) 0.81415(18) 0.0428(4) Uani 1 1 d . . . . .
C24 C 0.5709(2) 0.51567(16) 0.72906(19) 0.0474(4) Uani 1 1 d . . . . .
H24 H 0.478327 0.522589 0.715060 0.057 Uiso 1 1 calc R . . . .
C25 C 0.6274(2) 0.62066(15) 0.77901(19) 0.0477(4) Uani 1 1 d . . . . .
C26 C 0.6486(2) 0.68639(17) 0.6711(2) 0.0562(5) Uani 1 1 d . . . . .
C27 C 0.7792(2) 0.6637(2) 0.6424(2) 0.0635(6) Uani 1 1 d . . . . .
H27A H 0.827987 0.727079 0.642008 0.076 Uiso 1 1 calc R . . . .
H27B H 0.773080 0.630523 0.564454 0.076 Uiso 1 1 calc R . . . .
C28 C 0.8406(2) 0.5910(2) 0.7429(2) 0.0557(5) Uani 1 1 d . . . . .
H28A H 0.929765 0.607288 0.767228 0.067 Uiso 1 1 calc R . . . .
H28B H 0.832763 0.519257 0.716863 0.067 Uiso 1 1 calc R . . . .
C29 C 0.7662(2) 0.61047(16) 0.8470(2) 0.0498(5) Uani 1 1 d . . . . .
C30 C 0.7825(2) 0.52489(18) 0.9407(2) 0.0548(5) Uani 1 1 d . . . . .
H30A H 0.871414 0.505555 0.956800 0.066 Uiso 1 1 calc R . . . .
H30B H 0.761087 0.552733 1.014634 0.066 Uiso 1 1 calc R . . . .
C31 C 0.3522(3) 0.2540(2) 0.6739(3) 0.0789(8) Uani 1 1 d . . . . .
H31A H 0.284985 0.270060 0.608831 0.118 Uiso 1 1 calc GR . . . .
H31B H 0.316781 0.235950 0.743957 0.118 Uiso 1 1 calc GR . . . .
H31C H 0.400669 0.196737 0.651548 0.118 Uiso 1 1 calc GR . . . .
C32 C 0.8576(3) 0.2655(2) 1.1554(3) 0.0744(8) Uani 1 1 d . . . . .
H32A H 0.875929 0.205844 1.110500 0.112 Uiso 1 1 calc GR . . . .
H32B H 0.784881 0.251674 1.192724 0.112 Uiso 1 1 calc GR . . . .
H32C H 0.929235 0.280910 1.216249 0.112 Uiso 1 1 calc GR . . . .
C33 C 0.5339(3) 0.6698(2) 0.8497(3) 0.0672(6) Uani 1 1 d . . . . .
H33A H 0.453650 0.678893 0.798165 0.101 Uiso 1 1 calc GR . . . .
H33B H 0.565633 0.735978 0.879952 0.101 Uiso 1 1 calc GR . . . .
H33C H 0.523296 0.625599 0.915830 0.101 Uiso 1 1 calc GR . . . .
C34 C 0.8132(3) 0.7125(2) 0.9101(3) 0.0719(7) Uani 1 1 d . . . . .
H34A H 0.801909 0.768139 0.852728 0.108 Uiso 1 1 calc GR . . . .
H34B H 0.901433 0.706249 0.943704 0.108 Uiso 1 1 calc GR . . . .
H34C H 0.765360 0.726786 0.973143 0.108 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 C4 1.376(4) . ?
O1 C14 1.418(3) . ?
O2 C1 1.377(3) . ?
O2 C15 1.407(3) . ?
O3 H3 0.8200 . ?
O3 C7 1.425(3) . ?
O4 C9 1.204(3) . ?
C1 C2 1.374(3) . ?
C1 C6 1.410(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(4) . ?
C3 H3A 0.9300 . ?
C3 C4 1.367(4) . ?
C4 C5 1.412(3) . ?
C5 C6 1.384(3) . ?
C5 C13 1.503(3) . ?
C6 C7 1.507(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.549(3) . ?
C8 C9 1.524(3) . ?
C8 C12 1.553(3) . ?
C8 C16 1.523(4) . ?
C9 C10 1.504(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.530(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.541(4) . ?
C12 C13 1.520(3) . ?
C12 C17 1.535(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
O5 C18 1.372(3) . ?
O5 C31 1.409(3) . ?
O6 C21 1.377(3) . ?
O6 C32 1.418(3) . ?
O7 H7A 0.8200 . ?
O7 C24 1.431(3) . ?
O8 C26 1.209(3) . ?
C18 C19 1.372(3) . ?
C18 C23 1.412(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.389(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.377(3) . ?
C21 C22 1.406(3) . ?
C22 C23 1.386(3) . ?
C22 C30 1.500(3) . ?
C23 C24 1.510(3) . ?
C24 H24 0.9800 . ?
C24 C25 1.550(3) . ?
C25 C26 1.530(3) . ?
C25 C29 1.558(3) . ?
C25 C33 1.518(3) . ?
C26 C27 1.513(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.533(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.544(3) . ?
C29 C30 1.518(3) . ?
C29 C34 1.540(3) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O1 C14 117.1(3) . . ?
C1 O2 C15 118.3(2) . . ?
C7 O3 H3 109.5 . . ?
O2 C1 C6 115.0(2) . . ?
C2 C1 O2 125.1(2) . . ?
C2 C1 C6 119.9(2) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3A 119.7 . . ?
C4 C3 C2 120.6(2) . . ?
C4 C3 H3A 119.7 . . ?
O1 C4 C5 114.4(2) . . ?
C3 C4 O1 124.9(2) . . ?
C3 C4 C5 120.7(3) . . ?
C4 C5 C13 119.1(2) . . ?
C6 C5 C4 118.5(2) . . ?
C6 C5 C13 122.22(18) . . ?
C1 C6 C7 117.3(2) . . ?
C5 C6 C1 120.21(19) . . ?
C5 C6 C7 122.40(18) . . ?
O3 C7 C6 110.41(18) . . ?
O3 C7 H7 107.1 . . ?
O3 C7 C8 110.32(18) . . ?
C6 C7 H7 107.1 . . ?
C6 C7 C8 114.57(17) . . ?
C8 C7 H7 107.1 . . ?
C7 C8 C12 112.54(17) . . ?
C9 C8 C7 106.47(19) . . ?
C9 C8 C12 101.43(19) . . ?
C16 C8 C7 108.1(2) . . ?
C16 C8 C9 112.6(2) . . ?
C16 C8 C12 115.2(2) . . ?
O4 C9 C8 125.3(3) . . ?
O4 C9 C10 125.1(3) . . ?
C10 C9 C8 109.6(2) . . ?
C9 C10 H10A 110.7 . . ?
C9 C10 H10B 110.7 . . ?
C9 C10 C11 105.0(2) . . ?
H10A C10 H10B 108.8 . . ?
C11 C10 H10A 110.7 . . ?
C11 C10 H10B 110.7 . . ?
C10 C11 H11A 110.8 . . ?
C10 C11 H11B 110.8 . . ?
C10 C11 C12 104.7(2) . . ?
H11A C11 H11B 108.9 . . ?
C12 C11 H11A 110.8 . . ?
C12 C11 H11B 110.8 . . ?
C11 C12 C8 102.41(19) . . ?
C13 C12 C8 114.0(2) . . ?
C13 C12 C11 113.1(2) . . ?
C13 C12 C17 107.6(2) . . ?
C17 C12 C8 111.7(2) . . ?
C17 C12 C11 108.0(2) . . ?
C5 C13 C12 116.30(19) . . ?
C5 C13 H13A 108.2 . . ?
C5 C13 H13B 108.2 . . ?
C12 C13 H13A 108.2 . . ?
C12 C13 H13B 108.2 . . ?
H13A C13 H13B 107.4 . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
O2 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 109.5 . . ?
C12 C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 O5 C31 118.2(2) . . ?
C21 O6 C32 116.5(2) . . ?
C24 O7 H7A 109.5 . . ?
O5 C18 C19 125.1(2) . . ?
O5 C18 C23 114.63(18) . . ?
C19 C18 C23 120.3(2) . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.87(19) . . ?
C21 C20 H20 120.1 . . ?
O6 C21 C20 123.95(19) . . ?
O6 C21 C22 115.46(19) . . ?
C20 C21 C22 120.6(2) . . ?
C21 C22 C30 118.43(18) . . ?
C23 C22 C21 119.46(18) . . ?
C23 C22 C30 122.02(18) . . ?
C18 C23 C24 117.76(18) . . ?
C22 C23 C18 119.34(18) . . ?
C22 C23 C24 122.89(18) . . ?
O7 C24 C23 109.40(16) . . ?
O7 C24 H24 107.5 . . ?
O7 C24 C25 110.91(17) . . ?
C23 C24 H24 107.5 . . ?
C23 C24 C25 113.75(17) . . ?
C25 C24 H24 107.5 . . ?
C24 C25 C29 112.73(17) . . ?
C26 C25 C24 107.21(18) . . ?
C26 C25 C29 100.53(17) . . ?
C33 C25 C24 107.75(19) . . ?
C33 C25 C26 112.58(19) . . ?
C33 C25 C29 115.7(2) . . ?
O8 C26 C25 125.7(2) . . ?
O8 C26 C27 125.1(2) . . ?
C27 C26 C25 109.11(19) . . ?
C26 C27 H27A 110.8 . . ?
C26 C27 H27B 110.8 . . ?
C26 C27 C28 104.87(18) . . ?
H27A C27 H27B 108.8 . . ?
C28 C27 H27A 110.8 . . ?
C28 C27 H27B 110.8 . . ?
C27 C28 H28A 110.8 . . ?
C27 C28 H28B 110.8 . . ?
C27 C28 C29 104.51(19) . . ?
H28A C28 H28B 108.9 . . ?
C29 C28 H28A 110.8 . . ?
C29 C28 H28B 110.8 . . ?
C28 C29 C25 102.05(17) . . ?
C30 C29 C25 113.15(18) . . ?
C30 C29 C28 113.36(19) . . ?
C30 C29 C34 108.05(19) . . ?
C34 C29 C25 111.4(2) . . ?
C34 C29 C28 108.7(2) . . ?
C22 C30 C29 116.24(18) . . ?
C22 C30 H30A 108.2 . . ?
C22 C30 H30B 108.2 . . ?
C29 C30 H30A 108.2 . . ?
C29 C30 H30B 108.2 . . ?
H30A C30 H30B 107.4 . . ?
O5 C31 H31A 109.5 . . ?
O5 C31 H31B 109.5 . . ?
O5 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O6 C32 H32A 109.5 . . ?
O6 C32 H32B 109.5 . . ?
O6 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C25 C33 H33A 109.5 . . ?
C25 C33 H33B 109.5 . . ?
C25 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

_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 4.323
_oxdiff_exptl_absorpt_empirical_full_min 0.533
####################################################################### 
# 
# 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_exp_937
_database_code_depnum_ccdc_archive 'CCDC 1947396'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2019-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C18 H24 O4)'
_chemical_formula_sum            'C72 H96 O16'
_chemical_formula_weight         1217.48
_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                   10.0882(2)
_cell_length_b                   11.6472(2)
_cell_length_c                   14.4851(3)
_cell_angle_alpha                101.004(2)
_cell_angle_beta                 106.600(2)
_cell_angle_gamma                96.185(2)
_cell_volume                     1577.06(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    25453
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.2670
_cell_measurement_theta_min      4.4930
_shelx_estimated_absorpt_T_max   0.881
_shelx_estimated_absorpt_T_min   0.802
_exptl_absorpt_coefficient_mu    0.723
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36233
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            36802
_diffrn_reflns_point_group_measured_fraction_full 0.927
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.520
_diffrn_reflns_theta_min         3.925
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.980
_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  66.00   1.00    1.00    --    0.00  57.00-120.00   26
  2  ω     59.00  86.00   1.00    1.00    --    0.00  38.00 150.00   27
  3  ω    -31.00  25.00   1.00    1.00    --    0.00  82.00-180.00   56
  4  ω    -62.00  23.00   1.00    1.00    --    0.00 -57.00-180.00   85
  5  ω     24.00  50.00   1.00    1.00    --    0.00  82.00 -90.00   26
  6  ω    -30.00   1.00   1.00    1.00    --    0.00  82.00 -90.00   31
  7  ω     51.00  88.00   1.00    1.00    --    0.00  82.00 -90.00   37
  8  ω     44.00  87.00   1.00    1.00    --    0.00  82.00-180.00   43
  9  ω    -16.00  18.00   1.00    1.00    --    0.00 -38.00 120.00   34
 10  ω     42.00  67.00   1.00    1.00    --    0.00  57.00-180.00   25
 11  ω    -23.00  42.00   1.00    1.00    --    0.00  19.00   0.00   65
 12  ω    -54.00 -28.00   1.00    1.00    --    0.00 -38.00 120.00   26
 13  ω    -17.00  34.00   1.00    1.00    --    0.00  38.00 150.00   51
 14  ω    -19.00  81.00   1.00    1.00    --    0.00  38.00  30.00  100
 15  ω    -23.00  22.00   1.00    1.00    --    0.00  57.00-120.00   45
 16  ω    -21.00  11.00   1.00    1.00    --    0.00  57.00-180.00   32
 17  ω     65.00 183.00   1.00    1.00    --   95.80  77.00  71.57  118
 18  ω    128.00 185.00   1.00    1.00    --   95.80  64.00-103.40   57
 19  ω    115.00 185.00   1.00    1.00    --   95.80  79.00   8.78   70
 20  ω     71.00  97.00   1.00    1.00    --   95.80  64.00-103.40   26
 21  ω     66.00 127.00   1.00    1.00    --   95.80 -82.00  60.00   61
 22  ω    159.00 185.00   1.00    1.00    --   95.80  76.00 -13.91   26
 23  ω     64.00  90.00   1.00    1.00    --   95.80  79.00   8.78   26
 24  ω     63.00  90.00   1.00    1.00    --   95.80  82.00 -60.00   27
 25  ω     64.00  90.00   1.00    1.00    --   95.80  82.00 -30.00   26
 26  ω     77.00 103.00   1.00    1.00    --   95.80  45.00 -60.00   26
 27  ω     78.00 105.00   1.00    1.00    --   95.80  45.00  60.00   27
 28  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  30.00   25
 29  ω     65.00 148.00   1.00    1.00    --   95.80  77.00 150.00   83
 30  ω    150.00 176.00   1.00    1.00    --   95.80  77.00 150.00   26
 31  ω     76.00 141.00   1.00    1.00    --   95.80  42.00 -35.13   65
 32  ω     63.00 184.00   1.00    1.00    --   95.80  82.00-150.00  121
 33  ω    140.00 166.00   1.00    1.00    --   95.80  61.00  60.00   26
 34  ω     66.00  92.00   1.00    1.00    --   95.80  76.00 -13.91   26
 35  ω     71.00 122.00   1.00    1.00    --   95.80  61.00  60.00   51
 36  ω     33.00  74.00   1.00    1.00    --   95.80 -82.00 -30.00   41
 37  ω      6.00 127.00   1.00    1.00    --   95.80 -82.00 -90.00  121
 38  ω     70.00 181.00   1.00    1.00    --   95.80  63.00  98.56  111
 39  ω     63.00 182.00   1.00    1.00    --   95.80  81.00-168.23  119
 40  ω     83.00 127.00   1.00    1.00    --   95.80 -82.00 -30.00   44
 41  ω     75.00 158.00   1.00    1.00    --   95.80  45.00   0.00   83
 42  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 43  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -60.00   26
 44  ω      9.00 114.00   1.00    1.00    --   95.80 -77.00 150.00  105
 45  ω     66.00  97.00   1.00    1.00    --   95.80  77.00 120.00   31
 46  ω     75.00 100.00   1.00    1.00    --   95.80  45.00 -90.00   25
 47  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-180.00   25
 48  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  30.00   26
 49  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  90.00   26
 50  ω     63.00  88.00   1.00    1.00    --   95.80  82.00-120.00   25
 51  ω     64.00  90.00   1.00    1.00    --   95.80  82.00-180.00   26
 52  ω     64.00  89.00   1.00    1.00    --   95.80  80.00 108.00   25
 53  ω     65.00 185.00   1.00    1.00    --   95.80  77.00   0.00  120
 54  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  60.00   26
 55  ω     88.00 113.00   1.00    1.00    --   95.80 -82.00 120.00   25
 56  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  90.00   26
 57  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -90.00   26
 58  ω     47.00  84.00   1.00    1.00    --   95.80 -82.00 120.00   37
 59  ω     66.00 185.00   1.00    1.00    --   95.80  75.00 136.86  119
 60  ω     64.00  90.00   1.00    1.00    --   95.80  82.00 150.00   26
 61  ω     58.00  83.00   1.00    1.00    --   95.80 -82.00-180.00   25
 62  ω     97.00 125.00   1.00    1.00    --   95.80 -82.00-180.00   28
 63  ω     70.00  96.00   1.00    1.00    --   95.80  63.00-171.65   26
 64  ω    145.00 185.00   1.00    1.00    --   95.80  42.00 -35.13   40
 65  ω     70.00 103.00   1.00    1.00    --   95.80  63.00 -12.59   33
 66  ω     76.00 134.00   1.00    1.00    --   95.80  36.00 -59.88   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0656955000
_diffrn_orient_matrix_UB_12      -0.0150937000
_diffrn_orient_matrix_UB_13      0.1059733000
_diffrn_orient_matrix_UB_21      -0.0177254000
_diffrn_orient_matrix_UB_22      -0.1349610000
_diffrn_orient_matrix_UB_23      -0.0403258000
_diffrn_orient_matrix_UB_31      0.1467693000
_diffrn_orient_matrix_UB_32      0.0164657000
_diffrn_orient_matrix_UB_33      -0.0128351000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.836
_reflns_Friedel_fraction_full    0.857
_reflns_Friedel_fraction_max     0.820
_reflns_number_gt                11303
_reflns_number_total             11615
_reflns_odcompleteness_completeness 99.70
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.212
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 4906 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(7)
_refine_ls_extinction_coef       0.0022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     813
_refine_ls_number_reflns         11615
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0353
_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)+(0.0528P)²+0.1658P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0933
_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:
 C46(H46), C68(H68), C10(H10), C60(H60), C44(H44), C19(H19), C25(H25), C8(H8A)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B), C48(H48A,H48B), C47(H47A,H47B), C23(H23A,H23B),
 C49(H49A,H49B), C43(H43A,H43B), C61(H61A,H61B), C32(H32A,H32B), C57(H57A,H57B),
  C50(H50A,H50B), C20(H20A,H20B), C21(H21A,H21B), C58(H58A,H58B), C59(H59A,
 H59B), C13(H13A,H13B), C11(H11A,H11B), C69(H69A,H69B), C22(H22A,H22B),
 C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C28(H28), C64(H64), C40(H40), C65(H65), C3(H3A), C39(H39), C29(H29)
2.d Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C72(H72A,H72B,H72C), C53(H53A,H53B,H53C), C36(H36A,H36B,
 H36C), C34(H34A,H34B,H34C), C52(H52A,H52B,H52C), C16(H16A,H16B,H16C), C15(H15A,
 H15B,H15C), C71(H71A,H71B,H71C), C18(H18A,H18B,H18C), C35(H35A,H35B,H35C),
 C02G(H02A,H02B,H02C)
2.e Idealised tetrahedral OH refined as rotating group:
 O15(H15), O3(H3), O8(H8)
;
_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
O6 O 0.61407(18) -0.07901(14) 0.07918(12) 0.0211(3) Uani 1 1 d . . . . .
O15 O 0.62407(18) 0.57993(14) -0.13849(12) 0.0217(3) Uani 1 1 d . . . . .
H15 H 0.613775 0.558009 -0.197748 0.033 Uiso 1 1 calc GR . . . .
O9 O 0.57724(18) 0.55158(14) 0.44663(11) 0.0195(3) Uani 1 1 d . . . . .
O3 O 0.37148(17) -0.29947(14) 0.38589(12) 0.0195(3) Uani 1 1 d . . . . .
H3 H 0.428727 -0.238111 0.400571 0.029 Uiso 1 1 calc GR . . . .
O8 O 0.52390(18) 0.31323(14) 0.33710(11) 0.0209(3) Uani 1 1 d . . . . .
H8 H 0.545813 0.383757 0.365429 0.031 Uiso 1 1 calc GR . . . .
O12 O 0.64870(19) 0.52843(15) 0.66153(12) 0.0233(4) Uani 1 1 d . . . . .
O13 O 0.40848(18) 0.61566(15) -0.03818(12) 0.0228(3) Uani 1 1 d . . . . .
O2 O 0.3787(2) -0.06290(15) 0.76381(12) 0.0266(4) Uani 1 1 d . . . . .
O11 O 0.66224(18) 1.04948(14) 0.50623(12) 0.0224(4) Uani 1 1 d . . . . .
O1 O 0.26615(18) -0.48180(14) 0.48072(12) 0.0234(4) Uani 1 1 d . . . . .
O4 O 0.3005(2) -0.10766(16) 0.26795(12) 0.0266(4) Uani 1 1 d . . . . .
O5 O 0.79480(18) 0.38499(15) 0.29582(14) 0.0281(4) Uani 1 1 d . . . . .
O10 O 0.6822(2) 0.61403(15) 0.28548(11) 0.0251(4) Uani 1 1 d . . . . .
O14 O 0.16881(18) 0.18983(15) -0.31079(13) 0.0256(4) Uani 1 1 d . . . . .
O16 O 0.86874(18) 0.45392(15) -0.16599(12) 0.0240(4) Uani 1 1 d . . . . .
O7 O 0.19612(19) 0.28190(17) 0.26015(13) 0.0311(4) Uani 1 1 d . . . . .
C41 C 0.6626(2) 0.9443(2) 0.44507(16) 0.0187(4) Uani 1 1 d . . . . .
C5 C 0.3530(2) -0.1720(2) 0.69945(16) 0.0202(5) Uani 1 1 d . . . . .
C46 C 0.7094(2) 0.63269(19) 0.47958(16) 0.0177(4) Uani 1 1 d . . . . .
H46 H 0.775575 0.591422 0.453733 0.021 Uiso 1 1 calc R . . . .
C6 C 0.3184(2) -0.1681(2) 0.59890(16) 0.0179(4) Uani 1 1 d . . . . .
C51 C 0.7383(3) 0.5451(2) 0.62260(15) 0.0195(5) Uani 1 1 d . . . . .
C63 C 0.2195(3) 0.2991(2) -0.24609(16) 0.0191(4) Uani 1 1 d . . . . .
C4 C 0.3591(3) -0.2789(2) 0.72749(17) 0.0226(5) Uani 1 1 d . . . . .
H4 H 0.383105 -0.280091 0.794209 0.027 Uiso 1 1 calc R . . . .
C68 C 0.5835(2) 0.4802(2) -0.10164(16) 0.0176(4) Uani 1 1 d . . . . .
H68 H 0.606724 0.508382 -0.029756 0.021 Uiso 1 1 calc R . . . .
C67 C 0.4265(2) 0.43912(19) -0.14213(15) 0.0163(4) Uani 1 1 d . . . . .
C31 C 0.5703(2) 0.1030(2) 0.15790(15) 0.0171(4) Uani 1 1 d . . . . .
C28 C 0.8568(3) 0.2011(2) 0.22120(18) 0.0232(5) Uani 1 1 d . . . . .
H28 H 0.951970 0.233096 0.243226 0.028 Uiso 1 1 calc R . . . .
C10 C 0.2529(2) -0.27515(19) 0.41908(15) 0.0166(4) Uani 1 1 d . . . . .
H10 H 0.175389 -0.341227 0.382996 0.020 Uiso 1 1 calc R . . . .
C27 C 0.7605(3) 0.2691(2) 0.24314(17) 0.0211(5) Uani 1 1 d . . . . .
C62 C 0.3667(2) 0.3333(2) -0.21261(15) 0.0169(4) Uani 1 1 d . . . . .
C26 C 0.6159(2) 0.2207(2) 0.21089(16) 0.0179(4) Uani 1 1 d . . . . .
C33 C 0.2737(2) 0.3262(2) 0.22093(17) 0.0227(5) Uani 1 1 d . . . . .
C64 C 0.1347(2) 0.3724(2) -0.21333(17) 0.0211(5) Uani 1 1 d . . . . .
H64 H 0.037556 0.350037 -0.237410 0.025 Uiso 1 1 calc R . . . .
C60 C 0.6097(2) 0.30544(19) -0.22662(15) 0.0170(4) Uani 1 1 d . . . . .
H60 H 0.616605 0.357883 -0.271133 0.020 Uiso 1 1 calc R . . . .
C44 C 0.6981(2) 0.7573(2) 0.64120(16) 0.0174(4) Uani 1 1 d . . . . .
H44 H 0.598944 0.722776 0.624827 0.021 Uiso 1 1 calc R . . . .
C45 C 0.7702(2) 0.66360(19) 0.59408(15) 0.0168(4) Uani 1 1 d . . . . .
C19 C 0.3203(2) 0.1195(2) 0.16273(16) 0.0182(4) Uani 1 1 d . . . . .
H19 H 0.327242 0.109768 0.229583 0.022 Uiso 1 1 calc R . . . .
C7 C 0.3160(3) -0.0497(2) 0.57189(16) 0.0203(5) Uani 1 1 d . . . . .
H7A H 0.400973 0.003949 0.614482 0.024 Uiso 1 1 calc R . . . .
H7B H 0.237235 -0.017672 0.586168 0.024 Uiso 1 1 calc R . . . .
C40 C 0.6394(3) 0.9278(2) 0.34412(17) 0.0218(5) Uani 1 1 d . . . . .
H40 H 0.620557 0.990293 0.313639 0.026 Uiso 1 1 calc R . . . .
C37 C 0.6928(2) 0.7401(2) 0.43580(16) 0.0177(4) Uani 1 1 d . . . . .
C42 C 0.6865(2) 0.8494(2) 0.49169(16) 0.0176(4) Uani 1 1 d . . . . .
C65 C 0.1954(2) 0.4799(2) -0.14401(17) 0.0206(5) Uani 1 1 d . . . . .
H65 H 0.138602 0.529346 -0.122286 0.025 Uiso 1 1 calc R . . . .
C9 C 0.2044(2) -0.1615(2) 0.39187(15) 0.0169(4) Uani 1 1 d . . . . .
C2 C 0.2943(2) -0.3831(2) 0.55670(16) 0.0193(4) Uani 1 1 d . . . . .
C3 C 0.3294(3) -0.3849(2) 0.65587(18) 0.0231(5) Uani 1 1 d . . . . .
H3A H 0.333096 -0.456779 0.674765 0.028 Uiso 1 1 calc R . . . .
C25 C 0.5150(2) 0.3002(2) 0.23493(16) 0.0174(4) Uani 1 1 d . . . . .
H25 H 0.543492 0.378711 0.224620 0.021 Uiso 1 1 calc R . . . .
C14 C 0.2583(3) 0.0651(2) 0.43850(17) 0.0223(5) Uani 1 1 d . . . . .
H14A H 0.317458 0.132616 0.489152 0.027 Uiso 1 1 calc R . . . .
H14B H 0.272152 0.071712 0.376016 0.027 Uiso 1 1 calc R . . . .
C48 C 0.9216(3) 0.8287(2) 0.78986(18) 0.0273(6) Uani 1 1 d . . . . .
H48A H 0.945336 0.904173 0.774362 0.033 Uiso 1 1 calc R . . . .
H48B H 0.957190 0.839333 0.861169 0.033 Uiso 1 1 calc R . . . .
C38 C 0.6726(2) 0.7252(2) 0.33339(16) 0.0196(5) Uani 1 1 d . . . . .
C66 C 0.3391(2) 0.5125(2) -0.10789(16) 0.0180(4) Uani 1 1 d . . . . .
C47 C 0.7616(3) 0.7916(2) 0.75495(16) 0.0212(5) Uani 1 1 d . . . . .
H47A H 0.720269 0.856631 0.781229 0.025 Uiso 1 1 calc R . . . .
H47B H 0.737606 0.724508 0.781328 0.025 Uiso 1 1 calc R . . . .
C55 C 0.6698(2) 0.3807(2) -0.11928(15) 0.0177(4) Uani 1 1 d . . . . .
C23 C 0.3367(3) 0.2735(2) 0.06416(17) 0.0237(5) Uani 1 1 d . . . . .
H23A H 0.362152 0.357462 0.068400 0.028 Uiso 1 1 calc R . . . .
H23B H 0.396549 0.231326 0.033154 0.028 Uiso 1 1 calc R . . . .
C1 C 0.2874(2) -0.2742(2) 0.52776(16) 0.0181(4) Uani 1 1 d . . . . .
C30 C 0.6697(2) 0.0361(2) 0.13441(15) 0.0180(4) Uani 1 1 d . . . . .
C39 C 0.6442(3) 0.8176(2) 0.28805(16) 0.0223(5) Uani 1 1 d . . . . .
H39 H 0.628263 0.806547 0.220217 0.027 Uiso 1 1 calc R . . . .
C49 C 0.9919(3) 0.7363(2) 0.74076(18) 0.0275(5) Uani 1 1 d . . . . .
H49A H 0.979200 0.663992 0.763461 0.033 Uiso 1 1 calc R . . . .
H49B H 1.091930 0.765712 0.760043 0.033 Uiso 1 1 calc R . . . .
C43 C 0.7049(3) 0.8696(2) 0.60070(16) 0.0196(5) Uani 1 1 d . . . . .
H43A H 0.632682 0.912524 0.614250 0.024 Uiso 1 1 calc R . . . .
H43B H 0.794926 0.920109 0.636813 0.024 Uiso 1 1 calc R . . . .
C61 C 0.4548(2) 0.2520(2) -0.25181(16) 0.0184(4) Uani 1 1 d . . . . .
H61A H 0.414418 0.227324 -0.323300 0.022 Uiso 1 1 calc R . . . .
H61B H 0.449207 0.181397 -0.225860 0.022 Uiso 1 1 calc R . . . .
C54 C 0.6255(3) 1.1441(2) 0.45880(19) 0.0275(5) Uani 1 1 d . . . . .
H54A H 0.538039 1.116899 0.406247 0.041 Uiso 1 1 calc GR . . . .
H54B H 0.697655 1.168757 0.432079 0.041 Uiso 1 1 calc GR . . . .
H54C H 0.616027 1.209848 0.506307 0.041 Uiso 1 1 calc GR . . . .
C8 C 0.3047(2) -0.0499(2) 0.46395(16) 0.0180(4) Uani 1 1 d . . . . .
H8A H 0.398263 -0.051938 0.456974 0.022 Uiso 1 1 calc R . . . .
C32 C 0.4185(2) 0.0461(2) 0.12505(16) 0.0188(4) Uani 1 1 d . . . . .
H32A H 0.412739 -0.027925 0.146210 0.023 Uiso 1 1 calc R . . . .
H32B H 0.384492 0.026523 0.053217 0.023 Uiso 1 1 calc R . . . .
C57 C 0.7637(3) 0.2047(2) -0.06271(19) 0.0294(6) Uani 1 1 d . . . . .
H57A H 0.761945 0.153076 -0.017671 0.035 Uiso 1 1 calc R . . . .
H57B H 0.860127 0.243086 -0.047530 0.035 Uiso 1 1 calc R . . . .
C29 C 0.8102(3) 0.0841(2) 0.16585(17) 0.0217(5) Uani 1 1 d . . . . .
H29 H 0.874368 0.038562 0.150151 0.026 Uiso 1 1 calc R . . . .
C17 C 0.2113(3) -0.1693(2) 0.28582(16) 0.0205(5) Uani 1 1 d . . . . .
C50 C 0.9300(2) 0.7087(2) 0.62762(17) 0.0223(5) Uani 1 1 d . . . . .
H50A H 0.975307 0.648848 0.598405 0.027 Uiso 1 1 calc R . . . .
H50B H 0.948106 0.779872 0.604478 0.027 Uiso 1 1 calc R . . . .
C24 C 0.3610(2) 0.2527(2) 0.16897(16) 0.0166(4) Uani 1 1 d . . . . .
C20 C 0.1677(3) 0.0709(2) 0.09585(18) 0.0241(5) Uani 1 1 d . . . . .
H20A H 0.149249 -0.014551 0.087749 0.029 Uiso 1 1 calc R . . . .
H20B H 0.104217 0.104689 0.128252 0.029 Uiso 1 1 calc R . . . .
C70 C 0.8180(3) 0.4492(2) -0.10035(17) 0.0224(5) Uani 1 1 d . . . . .
C21 C 0.1373(3) 0.0989(2) -0.00653(18) 0.0290(6) Uani 1 1 d . . . . .
H21A H 0.186431 0.052162 -0.044328 0.035 Uiso 1 1 calc R . . . .
H21B H 0.037485 0.076407 -0.041583 0.035 Uiso 1 1 calc R . . . .
C58 C 0.7121(3) 0.1299(2) -0.16925(19) 0.0259(5) Uani 1 1 d . . . . .
H58A H 0.778323 0.077775 -0.178379 0.031 Uiso 1 1 calc R . . . .
H58B H 0.622419 0.080743 -0.180575 0.031 Uiso 1 1 calc R . . . .
C59 C 0.6953(3) 0.2067(2) -0.24523(17) 0.0205(5) Uani 1 1 d . . . . .
H59A H 0.649238 0.156345 -0.310926 0.025 Uiso 1 1 calc R . . . .
H59B H 0.787662 0.242533 -0.243455 0.025 Uiso 1 1 calc R . . . .
C13 C 0.1054(3) 0.0699(2) 0.43073(18) 0.0267(5) Uani 1 1 d . . . . .
H13A H 0.078491 0.138010 0.405153 0.032 Uiso 1 1 calc R . . . .
H13B H 0.095128 0.080106 0.496236 0.032 Uiso 1 1 calc R . . . .
C72 C 0.3244(3) 0.6850(2) 0.0048(2) 0.0295(6) Uani 1 1 d . . . . .
H72A H 0.256747 0.709123 -0.046180 0.044 Uiso 1 1 calc GR . . . .
H72B H 0.383124 0.754120 0.051981 0.044 Uiso 1 1 calc GR . . . .
H72C H 0.276501 0.638805 0.037546 0.044 Uiso 1 1 calc GR . . . .
C11 C 0.0539(3) -0.1549(2) 0.39357(18) 0.0224(5) Uani 1 1 d . . . . .
H11A H -0.009376 -0.224665 0.348582 0.027 Uiso 1 1 calc R . . . .
H11B H 0.049366 -0.153826 0.459723 0.027 Uiso 1 1 calc R . . . .
C53 C 0.6722(3) 0.5969(2) 0.18415(17) 0.0298(6) Uani 1 1 d . . . . .
H53A H 0.580298 0.606102 0.146758 0.045 Uiso 1 1 calc GR . . . .
H53B H 0.688148 0.518485 0.160394 0.045 Uiso 1 1 calc GR . . . .
H53C H 0.741510 0.654522 0.176570 0.045 Uiso 1 1 calc GR . . . .
C36 C 0.7074(3) -0.1454(2) 0.04399(19) 0.0266(5) Uani 1 1 d . . . . .
H36A H 0.747178 -0.103739 0.004335 0.040 Uiso 1 1 calc GR . . . .
H36B H 0.656892 -0.221885 0.004631 0.040 Uiso 1 1 calc GR . . . .
H36C H 0.781256 -0.155196 0.099277 0.040 Uiso 1 1 calc GR . . . .
C69 C 0.6734(3) 0.2989(2) -0.04680(17) 0.0231(5) Uani 1 1 d . . . . .
H69A H 0.710916 0.346018 0.020757 0.028 Uiso 1 1 calc R . . . .
H69B H 0.578543 0.260447 -0.056638 0.028 Uiso 1 1 calc R . . . .
C34 C 0.2864(3) 0.4566(2) 0.2227(2) 0.0342(6) Uani 1 1 d . . . . .
H34A H 0.229268 0.467261 0.160499 0.051 Uiso 1 1 calc GR . . . .
H34B H 0.382630 0.489324 0.233740 0.051 Uiso 1 1 calc GR . . . .
H34C H 0.255402 0.496452 0.275139 0.051 Uiso 1 1 calc GR . . . .
C22 C 0.1829(3) 0.2304(2) 0.00041(18) 0.0309(6) Uani 1 1 d . . . . .
H22A H 0.123722 0.276442 0.028973 0.037 Uiso 1 1 calc R . . . .
H22B H 0.170952 0.243007 -0.065572 0.037 Uiso 1 1 calc R . . . .
C12 C 0.0075(3) -0.0430(2) 0.3628(2) 0.0287(5) Uani 1 1 d . . . . .
H12A H 0.006592 -0.046718 0.295193 0.034 Uiso 1 1 calc R . . . .
H12B H -0.087279 -0.040064 0.365094 0.034 Uiso 1 1 calc R . . . .
C52 C 0.8169(3) 0.4472(2) 0.59638(18) 0.0265(5) Uani 1 1 d . . . . .
H52A H 0.789438 0.380121 0.620445 0.040 Uiso 1 1 calc GR . . . .
H52B H 0.915994 0.475017 0.626266 0.040 Uiso 1 1 calc GR . . . .
H52C H 0.795184 0.424233 0.525733 0.040 Uiso 1 1 calc GR . . . .
C16 C 0.2914(3) -0.5915(2) 0.50790(19) 0.0285(6) Uani 1 1 d . . . . .
H16A H 0.273805 -0.653043 0.449193 0.043 Uiso 1 1 calc GR . . . .
H16B H 0.230096 -0.612370 0.544249 0.043 Uiso 1 1 calc GR . . . .
H16C H 0.387303 -0.582601 0.548438 0.043 Uiso 1 1 calc GR . . . .
C15 C 0.4190(3) -0.0615(3) 0.86632(18) 0.0347(6) Uani 1 1 d . . . . .
H15A H 0.345494 -0.108012 0.880049 0.052 Uiso 1 1 calc GR . . . .
H15B H 0.435225 0.018806 0.904133 0.052 Uiso 1 1 calc GR . . . .
H15C H 0.503491 -0.094297 0.884101 0.052 Uiso 1 1 calc GR . . . .
C71 C 0.0254(3) 0.1424(3) -0.3305(2) 0.0352(6) Uani 1 1 d . . . . .
H71A H -0.032557 0.188733 -0.367612 0.053 Uiso 1 1 calc GR . . . .
H71B H 0.006066 0.144613 -0.269097 0.053 Uiso 1 1 calc GR . . . .
H71C H 0.005735 0.061739 -0.368133 0.053 Uiso 1 1 calc GR . . . .
C18 C 0.1039(3) -0.2617(2) 0.20235(18) 0.0294(6) Uani 1 1 d . . . . .
H18A H 0.014901 -0.235190 0.187360 0.044 Uiso 1 1 calc GR . . . .
H18B H 0.094528 -0.335420 0.222165 0.044 Uiso 1 1 calc GR . . . .
H18C H 0.134140 -0.272855 0.144645 0.044 Uiso 1 1 calc GR . . . .
C35 C 0.9388(3) 0.4374(3) 0.3302(3) 0.0411(7) Uani 1 1 d . . . . .
H35A H 0.973256 0.436171 0.274826 0.062 Uiso 1 1 calc GR . . . .
H35B H 0.991195 0.393510 0.373320 0.062 Uiso 1 1 calc GR . . . .
H35C H 0.949460 0.518037 0.365911 0.062 Uiso 1 1 calc GR . . . .
C02G C 0.9009(3) 0.5151(3) 0.0047(2) 0.0392(7) Uani 1 1 d . . . . .
H02A H 0.925614 0.458934 0.044611 0.059 Uiso 1 1 calc GR . . . .
H02B H 0.844787 0.565353 0.031292 0.059 Uiso 1 1 calc GR . . . .
H02C H 0.984727 0.562671 0.004717 0.059 Uiso 1 1 calc GR . . . .
H9 H 0.509(4) 0.594(3) 0.434(2) 0.034(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
O6 C30 1.387(3) . ?
O6 C36 1.423(3) . ?
O15 H15 0.8200 . ?
O15 C68 1.435(3) . ?
O9 C46 1.446(3) . ?
O9 H9 0.89(3) . ?
O3 H3 0.8200 . ?
O3 C10 1.446(3) . ?
O8 H8 0.8200 . ?
O8 C25 1.434(3) . ?
O12 C51 1.212(3) . ?
O13 C66 1.380(3) . ?
O13 C72 1.420(3) . ?
O2 C5 1.374(3) . ?
O2 C15 1.419(3) . ?
O11 C41 1.369(3) . ?
O11 C54 1.433(3) . ?
O1 C2 1.372(3) . ?
O1 C16 1.435(3) . ?
O4 C17 1.207(3) . ?
O5 C27 1.371(3) . ?
O5 C35 1.418(3) . ?
O10 C38 1.375(3) . ?
O10 C53 1.416(3) . ?
O14 C63 1.375(3) . ?
O14 C71 1.418(3) . ?
O16 C70 1.208(3) . ?
O7 C33 1.217(3) . ?
C41 C40 1.385(3) . ?
C41 C42 1.410(3) . ?
C5 C6 1.408(3) . ?
C5 C4 1.384(3) . ?
C46 H46 0.9800 . ?
C46 C45 1.549(3) . ?
C46 C37 1.511(3) . ?
C6 C7 1.504(3) . ?
C6 C1 1.391(3) . ?
C51 C45 1.541(3) . ?
C51 C52 1.508(3) . ?
C63 C62 1.409(3) . ?
C63 C64 1.386(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.394(4) . ?
C68 H68 0.9800 . ?
C68 C67 1.510(3) . ?
C68 C55 1.549(3) . ?
C67 C62 1.390(3) . ?
C67 C66 1.416(3) . ?
C31 C26 1.393(3) . ?
C31 C30 1.412(3) . ?
C31 C32 1.502(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.385(3) . ?
C28 C29 1.396(4) . ?
C10 H10 0.9800 . ?
C10 C9 1.541(3) . ?
C10 C1 1.510(3) . ?
C27 C26 1.413(3) . ?
C62 C61 1.508(3) . ?
C26 C25 1.516(3) . ?
C33 C24 1.539(3) . ?
C33 C34 1.505(4) . ?
C64 H64 0.9300 . ?
C64 C65 1.398(3) . ?
C60 H60 0.9800 . ?
C60 C55 1.543(3) . ?
C60 C61 1.530(3) . ?
C60 C59 1.539(3) . ?
C44 H44 0.9800 . ?
C44 C45 1.535(3) . ?
C44 C47 1.541(3) . ?
C44 C43 1.535(3) . ?
C45 C50 1.544(3) . ?
C19 H19 0.9800 . ?
C19 C32 1.524(3) . ?
C19 C24 1.540(3) . ?
C19 C20 1.543(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.534(3) . ?
C40 H40 0.9300 . ?
C40 C39 1.395(3) . ?
C37 C42 1.390(3) . ?
C37 C38 1.412(3) . ?
C42 C43 1.505(3) . ?
C65 H65 0.9300 . ?
C65 C66 1.375(3) . ?
C9 C8 1.549(3) . ?
C9 C17 1.543(3) . ?
C9 C11 1.536(3) . ?
C2 C3 1.383(3) . ?
C2 C1 1.412(3) . ?
C3 H3A 0.9300 . ?
C25 H25 0.9800 . ?
C25 C24 1.549(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C8 1.541(3) . ?
C14 C13 1.523(4) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C48 C47 1.533(4) . ?
C48 C49 1.525(4) . ?
C38 C39 1.378(3) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C55 C70 1.540(3) . ?
C55 C69 1.543(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.538(3) . ?
C23 C22 1.533(3) . ?
C30 C29 1.375(3) . ?
C39 H39 0.9300 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 C50 1.533(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C8 H8A 0.9800 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C57 C58 1.530(4) . ?
C57 C69 1.526(3) . ?
C29 H29 0.9300 . ?
C17 C18 1.516(3) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.532(4) . ?
C70 C02G 1.513(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.527(4) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C58 C59 1.530(3) . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C12 1.531(4) . ?
C72 H72A 0.9600 . ?
C72 H72B 0.9600 . ?
C72 H72C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.533(3) . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C69 H69A 0.9700 . ?
C69 H69B 0.9700 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C71 H71A 0.9600 . ?
C71 H71B 0.9600 . ?
C71 H71C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C02G H02A 0.9600 . ?
C02G H02B 0.9600 . ?
C02G H02C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C30 O6 C36 116.77(19) . . ?
C68 O15 H15 109.5 . . ?
C46 O9 H9 107(2) . . ?
C10 O3 H3 109.5 . . ?
C25 O8 H8 109.5 . . ?
C66 O13 C72 116.55(19) . . ?
C5 O2 C15 116.60(19) . . ?
C41 O11 C54 115.96(18) . . ?
C2 O1 C16 116.76(17) . . ?
C27 O5 C35 117.2(2) . . ?
C38 O10 C53 117.09(18) . . ?
C63 O14 C71 116.99(19) . . ?
O11 C41 C40 124.3(2) . . ?
O11 C41 C42 115.17(19) . . ?
C40 C41 C42 120.6(2) . . ?
O2 C5 C6 114.4(2) . . ?
O2 C5 C4 124.8(2) . . ?
C4 C5 C6 120.9(2) . . ?
O9 C46 H46 107.3 . . ?
O9 C46 C45 110.60(18) . . ?
O9 C46 C37 110.30(17) . . ?
C45 C46 H46 107.3 . . ?
C37 C46 H46 107.3 . . ?
C37 C46 C45 113.74(18) . . ?
C5 C6 C7 119.1(2) . . ?
C1 C6 C5 118.7(2) . . ?
C1 C6 C7 122.19(19) . . ?
O12 C51 C45 121.4(2) . . ?
O12 C51 C52 120.2(2) . . ?
C52 C51 C45 118.3(2) . . ?
O14 C63 C62 115.6(2) . . ?
O14 C63 C64 123.6(2) . . ?
C64 C63 C62 120.8(2) . . ?
C5 C4 H4 119.9 . . ?
C5 C4 C3 120.1(2) . . ?
C3 C4 H4 119.9 . . ?
O15 C68 H68 106.8 . . ?
O15 C68 C67 110.63(18) . . ?
O15 C68 C55 111.38(18) . . ?
C67 C68 H68 106.8 . . ?
C67 C68 C55 113.96(18) . . ?
C55 C68 H68 106.8 . . ?
C62 C67 C68 121.9(2) . . ?
C62 C67 C66 119.8(2) . . ?
C66 C67 C68 118.31(19) . . ?
C26 C31 C30 118.9(2) . . ?
C26 C31 C32 121.7(2) . . ?
C30 C31 C32 119.4(2) . . ?
C27 C28 H28 120.2 . . ?
C27 C28 C29 119.6(2) . . ?
C29 C28 H28 120.2 . . ?
O3 C10 H10 107.2 . . ?
O3 C10 C9 110.72(17) . . ?
O3 C10 C1 109.79(17) . . ?
C9 C10 H10 107.2 . . ?
C1 C10 H10 107.2 . . ?
C1 C10 C9 114.45(18) . . ?
O5 C27 C28 124.3(2) . . ?
O5 C27 C26 115.1(2) . . ?
C28 C27 C26 120.6(2) . . ?
C63 C62 C61 118.95(19) . . ?
C67 C62 C63 119.0(2) . . ?
C67 C62 C61 122.0(2) . . ?
C31 C26 C27 119.6(2) . . ?
C31 C26 C25 122.2(2) . . ?
C27 C26 C25 118.2(2) . . ?
O7 C33 C24 121.9(2) . . ?
O7 C33 C34 119.8(2) . . ?
C34 C33 C24 118.3(2) . . ?
C63 C64 H64 120.1 . . ?
C63 C64 C65 119.9(2) . . ?
C65 C64 H64 120.1 . . ?
C55 C60 H60 107.9 . . ?
C61 C60 H60 107.9 . . ?
C61 C60 C55 111.60(18) . . ?
C61 C60 C59 110.21(18) . . ?
C59 C60 H60 107.9 . . ?
C59 C60 C55 111.25(17) . . ?
C45 C44 H44 107.8 . . ?
C45 C44 C47 111.66(18) . . ?
C45 C44 C43 112.17(18) . . ?
C47 C44 H44 107.8 . . ?
C43 C44 H44 107.8 . . ?
C43 C44 C47 109.39(18) . . ?
C51 C45 C46 104.14(17) . . ?
C51 C45 C50 110.78(18) . . ?
C44 C45 C46 111.40(17) . . ?
C44 C45 C51 110.23(18) . . ?
C44 C45 C50 109.69(18) . . ?
C50 C45 C46 110.50(18) . . ?
C32 C19 H19 108.0 . . ?
C32 C19 C24 112.08(18) . . ?
C32 C19 C20 109.30(18) . . ?
C24 C19 H19 108.0 . . ?
C24 C19 C20 111.35(18) . . ?
C20 C19 H19 108.0 . . ?
C6 C7 H7A 108.3 . . ?
C6 C7 H7B 108.3 . . ?
C6 C7 C8 116.10(19) . . ?
H7A C7 H7B 107.4 . . ?
C8 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
C41 C40 H40 119.9 . . ?
C41 C40 C39 120.1(2) . . ?
C39 C40 H40 119.9 . . ?
C42 C37 C46 121.86(19) . . ?
C42 C37 C38 119.8(2) . . ?
C38 C37 C46 118.2(2) . . ?
C41 C42 C43 118.9(2) . . ?
C37 C42 C41 119.11(19) . . ?
C37 C42 C43 122.01(19) . . ?
C64 C65 H65 120.0 . . ?
C66 C65 C64 120.1(2) . . ?
C66 C65 H65 120.0 . . ?
C10 C9 C8 110.42(17) . . ?
C10 C9 C17 104.88(17) . . ?
C17 C9 C8 110.30(18) . . ?
C11 C9 C10 112.03(18) . . ?
C11 C9 C8 109.19(18) . . ?
C11 C9 C17 109.98(18) . . ?
O1 C2 C3 124.5(2) . . ?
O1 C2 C1 115.31(19) . . ?
C3 C2 C1 120.2(2) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H3A 120.0 . . ?
O8 C25 C26 109.36(17) . . ?
O8 C25 H25 108.3 . . ?
O8 C25 C24 109.50(18) . . ?
C26 C25 H25 108.3 . . ?
C26 C25 C24 112.88(18) . . ?
C24 C25 H25 108.3 . . ?
H14A C14 H14B 107.8 . . ?
C8 C14 H14A 109.0 . . ?
C8 C14 H14B 109.0 . . ?
C13 C14 H14A 109.0 . . ?
C13 C14 H14B 109.0 . . ?
C13 C14 C8 113.1(2) . . ?
H48A C48 H48B 108.0 . . ?
C47 C48 H48A 109.3 . . ?
C47 C48 H48B 109.3 . . ?
C49 C48 H48A 109.3 . . ?
C49 C48 H48B 109.3 . . ?
C49 C48 C47 111.7(2) . . ?
O10 C38 C37 114.93(19) . . ?
O10 C38 C39 124.6(2) . . ?
C39 C38 C37 120.5(2) . . ?
O13 C66 C67 115.4(2) . . ?
C65 C66 O13 124.2(2) . . ?
C65 C66 C67 120.4(2) . . ?
C44 C47 H47A 109.0 . . ?
C44 C47 H47B 109.0 . . ?
C48 C47 C44 112.7(2) . . ?
C48 C47 H47A 109.0 . . ?
C48 C47 H47B 109.0 . . ?
H47A C47 H47B 107.8 . . ?
C60 C55 C68 110.78(17) . . ?
C60 C55 C69 109.31(19) . . ?
C70 C55 C68 103.54(18) . . ?
C70 C55 C60 110.82(18) . . ?
C70 C55 C69 110.47(19) . . ?
C69 C55 C68 111.84(19) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C22 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
C22 C23 C24 111.1(2) . . ?
C6 C1 C10 120.96(19) . . ?
C6 C1 C2 120.2(2) . . ?
C2 C1 C10 118.75(19) . . ?
O6 C30 C31 114.8(2) . . ?
C29 C30 O6 124.2(2) . . ?
C29 C30 C31 121.0(2) . . ?
C40 C39 H39 120.1 . . ?
C38 C39 C40 119.9(2) . . ?
C38 C39 H39 120.1 . . ?
C48 C49 H49A 109.4 . . ?
C48 C49 H49B 109.4 . . ?
C48 C49 C50 111.2(2) . . ?
H49A C49 H49B 108.0 . . ?
C50 C49 H49A 109.4 . . ?
C50 C49 H49B 109.4 . . ?
C44 C43 H43A 108.4 . . ?
C44 C43 H43B 108.4 . . ?
C42 C43 C44 115.66(19) . . ?
C42 C43 H43A 108.4 . . ?
C42 C43 H43B 108.4 . . ?
H43A C43 H43B 107.4 . . ?
C62 C61 C60 115.31(18) . . ?
C62 C61 H61A 108.4 . . ?
C62 C61 H61B 108.4 . . ?
C60 C61 H61A 108.4 . . ?
C60 C61 H61B 108.4 . . ?
H61A C61 H61B 107.5 . . ?
O11 C54 H54A 109.5 . . ?
O11 C54 H54B 109.5 . . ?
O11 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C7 C8 C9 111.23(18) . . ?
C7 C8 C14 110.33(18) . . ?
C7 C8 H8A 107.9 . . ?
C9 C8 H8A 107.9 . . ?
C14 C8 C9 111.47(18) . . ?
C14 C8 H8A 107.9 . . ?
C31 C32 C19 116.22(18) . . ?
C31 C32 H32A 108.2 . . ?
C31 C32 H32B 108.2 . . ?
C19 C32 H32A 108.2 . . ?
C19 C32 H32B 108.2 . . ?
H32A C32 H32B 107.4 . . ?
H57A C57 H57B 107.9 . . ?
C58 C57 H57A 109.3 . . ?
C58 C57 H57B 109.3 . . ?
C69 C57 H57A 109.3 . . ?
C69 C57 H57B 109.3 . . ?
C69 C57 C58 111.8(2) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.3(2) . . ?
C30 C29 H29 119.9 . . ?
O4 C17 C9 122.6(2) . . ?
O4 C17 C18 119.6(2) . . ?
C18 C17 C9 117.7(2) . . ?
C45 C50 H50A 109.5 . . ?
C45 C50 H50B 109.5 . . ?
C49 C50 C45 110.9(2) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 108.0 . . ?
C33 C24 C19 110.81(19) . . ?
C33 C24 C25 104.44(17) . . ?
C19 C24 C25 110.98(17) . . ?
C23 C24 C33 109.53(18) . . ?
C23 C24 C19 109.69(18) . . ?
C23 C24 C25 111.30(19) . . ?
C19 C20 H20A 109.0 . . ?
C19 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C21 C20 C19 112.9(2) . . ?
C21 C20 H20A 109.0 . . ?
C21 C20 H20B 109.0 . . ?
O16 C70 C55 122.6(2) . . ?
O16 C70 C02G 119.4(2) . . ?
C02G C70 C55 118.0(2) . . ?
C20 C21 H21A 109.2 . . ?
C20 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 C20 112.0(2) . . ?
C22 C21 H21A 109.2 . . ?
C22 C21 H21B 109.2 . . ?
C57 C58 H58A 109.2 . . ?
C57 C58 H58B 109.2 . . ?
H58A C58 H58B 107.9 . . ?
C59 C58 C57 112.2(2) . . ?
C59 C58 H58A 109.2 . . ?
C59 C58 H58B 109.2 . . ?
C60 C59 H59A 109.0 . . ?
C60 C59 H59B 109.0 . . ?
C58 C59 C60 112.95(19) . . ?
C58 C59 H59A 109.0 . . ?
C58 C59 H59B 109.0 . . ?
H59A C59 H59B 107.8 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C14 C13 C12 111.8(2) . . ?
H13A C13 H13B 107.9 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
O13 C72 H72A 109.5 . . ?
O13 C72 H72B 109.5 . . ?
O13 C72 H72C 109.5 . . ?
H72A C72 H72B 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C12 C11 C9 110.6(2) . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
O10 C53 H53A 109.5 . . ?
O10 C53 H53B 109.5 . . ?
O10 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
O6 C36 H36A 109.5 . . ?
O6 C36 H36B 109.5 . . ?
O6 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C55 C69 H69A 109.5 . . ?
C55 C69 H69B 109.5 . . ?
C57 C69 C55 110.9(2) . . ?
C57 C69 H69A 109.5 . . ?
C57 C69 H69B 109.5 . . ?
H69A C69 H69B 108.0 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C23 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
C21 C22 C23 111.3(2) . . ?
C21 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C13 C12 C11 111.7(2) . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
O1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O14 C71 H71A 109.5 . . ?
O14 C71 H71B 109.5 . . ?
O14 C71 H71C 109.5 . . ?
H71A C71 H71B 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 C35 H35A 109.5 . . ?
O5 C35 H35B 109.5 . . ?
O5 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C70 C02G H02A 109.5 . . ?
C70 C02G H02B 109.5 . . ?
C70 C02G H02C 109.5 . . ?
H02A C02G H02B 109.5 . . ?
H02A C02G H02C 109.5 . . ?
H02B C02G H02C 109.5 . . ?

_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 2.452
_oxdiff_exptl_absorpt_empirical_full_min 0.522
####################################################################### 
# 
# 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_exp_764
_database_code_depnum_ccdc_archive 'CCDC 1947393'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2019-04-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H28 O4'
_chemical_formula_sum            'C20 H28 O4'
_chemical_formula_weight         332.42
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.73630(10)
_cell_length_b                   7.52970(10)
_cell_length_c                   13.3695(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.3200(10)
_cell_angle_gamma                90
_cell_volume                     879.45(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15601
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.9280
_cell_measurement_theta_min      5.0540
_shelx_estimated_absorpt_T_max   0.863
_shelx_estimated_absorpt_T_min   0.761
_exptl_absorpt_coefficient_mu    0.690
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41048
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17821
_diffrn_reflns_point_group_measured_fraction_full 0.946
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         5.063
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00 -36.00   1.00    1.00    --    0.00 -57.00-180.00   52
  2  ω    -88.00  18.00   1.00    1.00    --    0.00 -38.00-120.00  106
  3  ω    -83.00 -47.00   1.00    1.00    --    0.00 -19.00 -30.00   36
  4  ω    -22.00  19.00   1.00    1.00    --    0.00 -57.00-180.00   41
  5  ω    -23.00  14.00   1.00    1.00    --    0.00  57.00-120.00   37
  6  ω    -40.00  19.00   1.00    1.00    --    0.00 -19.00 -30.00   59
  7  ω    -17.00  15.00   1.00    1.00    --    0.00  38.00 120.00   32
  8  ω    -45.00 -19.00   1.00    1.00    --    0.00 -38.00  30.00   26
  9  ω    -71.00  -3.00   1.00    1.00    --    0.00 -38.00 -60.00   68
 10  ω    -61.00  19.00   1.00    1.00    --    0.00 -38.00  90.00   80
 11  ω    -18.00  19.00   1.00    1.00    --    0.00 -38.00  30.00   37
 12  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-120.00   26
 13  ω    121.00 161.00   1.00    1.00    --   95.80  80.00 104.93   40
 14  ω    121.00 147.00   1.00    1.00    --   95.80  82.00-120.00   26
 15  ω     76.00 133.00   1.00    1.00    --   95.80  61.00  90.00   57
 16  ω     63.00  93.00   1.00    1.00    --   95.80  82.00-150.00   30
 17  ω     64.00  90.00   1.00    1.00    --   95.80  80.00 104.93   26
 18  ω     71.00 121.00   1.00    1.00    --   95.80  66.00 -28.25   50
 19  ω     75.00 128.00   1.00    1.00    --   95.80 -82.00-180.00   53
 20  ω     69.00 105.00   1.00    1.00    --   95.80  68.00  97.47   36
 21  ω      6.00  67.00   1.00    1.00    --   95.80 -82.00-180.00   61
 22  ω    119.00 145.00   1.00    1.00    --   95.80  45.00-180.00   26
 23  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-180.00   26
 24  ω     50.00 120.00   1.00    1.00    --   95.80 -82.00 -60.00   70
 25  ω     66.00  92.00   1.00    1.00    --   95.80  77.00-120.00   26
 26  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  30.00   25
 27  ω     71.00 182.00   1.00    1.00    --   95.80  61.00  60.00  111
 28  ω     72.00  99.00   1.00    1.00    --   95.80  61.00 -90.00   27
 29  ω     64.00  90.00   1.00    1.00    --   95.80  82.00 120.00   26
 30  ω    116.00 184.00   1.00    1.00    --   95.80  82.00 120.00   68
 31  ω    145.00 185.00   1.00    1.00    --   95.80  80.00 -17.60   40
 32  ω     75.00 185.00   1.00    1.00    --   95.80  55.00-165.24  110
 33  ω     76.00 102.00   1.00    1.00    --   95.80  45.00-180.00   26
 34  ω     64.00  90.00   1.00    1.00    --   95.80  80.00 -17.60   26
 35  ω     65.00  92.00   1.00    1.00    --   95.80  77.00 150.00   27
 36  ω     63.00  88.00   1.00    1.00    --   95.80  82.00  60.00   25
 37  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -30.00   25
 38  ω      8.00  62.00   1.00    1.00    --   95.80 -61.00  30.00   54
 39  ω     67.00 120.00   1.00    1.00    --   95.80 -61.00  30.00   53
 40  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 41  ω     66.00  92.00   1.00    1.00    --   95.80  82.00  90.00   26
 42  ω    110.00 182.00   1.00    1.00    --   95.80  82.00  90.00   72
 43  ω     75.00 159.00   1.00    1.00    --   95.80  45.00 -90.00   84
 44  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -60.00   26
 45  ω     36.00 127.00   1.00    1.00    --   95.80 -82.00  30.00   91
 46  ω     65.00  91.00   1.00    1.00    --   95.80  77.00   0.00   26
 47  ω      6.00 126.00   1.00    1.00    --   95.80 -77.00 150.00  120
 48  ω     63.00  89.00   1.00    1.00    --   95.80  82.00   0.00   26
 49  ω     71.00  97.00   1.00    1.00    --   95.80  61.00-180.00   26
 50  ω     71.00 185.00   1.00    1.00    --   95.80  61.00   0.00  114
 51  ω     66.00 138.00   1.00    1.00    --   95.80  82.00 -90.00   72
 52  ω     69.00  95.00   1.00    1.00    --   95.80  65.00  68.67   26
 53  ω    123.00 148.00   1.00    1.00    --   95.80  66.00 -28.25   25
 54  ω     75.00 181.00   1.00    1.00    --   95.80  45.00 -30.00  106
 55  ω    155.00 180.00   1.00    1.00    --   95.80  58.00  41.45   25
 56  ω     65.00 115.00   1.00    1.00    --   95.80  77.00 120.00   50
 57  ω     77.00 102.00   1.00    1.00    --   95.80  30.00 -90.00   25
 58  ω     71.00 114.00   1.00    1.00    --   95.80  61.00-150.00   43
 59  ω     72.00  98.00   1.00    1.00    --   95.80  58.00  41.45   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1515152000
_diffrn_orient_matrix_UB_12      0.0017990000
_diffrn_orient_matrix_UB_13      -0.0582962000
_diffrn_orient_matrix_UB_21      -0.0893333000
_diffrn_orient_matrix_UB_22      -0.0238616000
_diffrn_orient_matrix_UB_23      -0.0987334000
_diffrn_orient_matrix_UB_31      -0.0120533000
_diffrn_orient_matrix_UB_32      0.2033197000
_diffrn_orient_matrix_UB_33      -0.0110276000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_full    0.885
_reflns_Friedel_fraction_max     0.885
_reflns_number_gt                2931
_reflns_number_total             2951
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.129
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 1242 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         2951
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0267
_refine_ls_R_factor_gt           0.0266
_refine_ls_restrained_S_all      1.035
_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)+(0.0383P)²+0.1762P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0687
_refine_ls_wR_factor_ref         0.0688
_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:
 C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3A), C5(H5), C18(H18)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.20370(13) 0.26757(18) 0.54347(9) 0.0188(3) Uani 1 1 d . . . . .
O2 O 0.71863(13) 0.08242(19) 0.59266(9) 0.0205(3) Uani 1 1 d . . . . .
O3 O 0.20200(14) 0.66050(19) 0.60755(9) 0.0227(3) Uani 1 1 d . . . . .
H3 H 0.227817 0.618108 0.553726 0.034 Uiso 1 1 calc GR . . . .
O4 O 0.09570(16) 0.9161(2) 0.81578(11) 0.0297(3) Uani 1 1 d . . . . .
C1 C 0.35261(18) 0.4099(3) 0.66627(12) 0.0157(4) Uani 1 1 d . . . . .
C2 C 0.34336(19) 0.2810(3) 0.58995(12) 0.0165(4) Uani 1 1 d . . . . .
C3 C 0.46729(19) 0.1749(3) 0.56576(12) 0.0178(4) Uani 1 1 d . . . . .
H3A H 0.460535 0.092311 0.514207 0.021 Uiso 1 1 calc R . . . .
C4 C 0.60276(18) 0.1951(2) 0.62075(12) 0.0172(4) Uani 1 1 d . . . . .
C5 C 0.61397(19) 0.3177(3) 0.69705(13) 0.0180(4) Uani 1 1 d . . . . .
H5 H 0.704702 0.328761 0.733225 0.022 Uiso 1 1 calc R . . . .
C6 C 0.48828(19) 0.4256(2) 0.71990(13) 0.0169(4) Uani 1 1 d . . . . .
C7 C 0.50131(19) 0.5519(3) 0.80746(13) 0.0199(4) Uani 1 1 d . . . . .
H7A H 0.601127 0.608034 0.804979 0.024 Uiso 1 1 calc R . . . .
H7B H 0.497552 0.482616 0.868579 0.024 Uiso 1 1 calc R . . . .
C8 C 0.37883(19) 0.6993(3) 0.81405(13) 0.0179(4) Uani 1 1 d . . . . .
C9 C 0.3843(2) 0.7744(3) 0.92137(14) 0.0236(4) Uani 1 1 d . . . . .
H9A H 0.489923 0.800095 0.938749 0.028 Uiso 1 1 calc R . . . .
H9B H 0.328355 0.885708 0.922640 0.028 Uiso 1 1 calc R . . . .
C10 C 0.3180(2) 0.6514(3) 1.00033(13) 0.0248(4) Uani 1 1 d . . . . .
H10A H 0.380765 0.545545 1.005695 0.030 Uiso 1 1 calc R . . . .
H10B H 0.318940 0.710719 1.064751 0.030 Uiso 1 1 calc R . . . .
C11 C 0.1551(2) 0.5996(3) 0.97301(13) 0.0231(4) Uani 1 1 d . . . . .
H11A H 0.092258 0.705792 0.972135 0.028 Uiso 1 1 calc R . . . .
H11B H 0.115617 0.521814 1.024622 0.028 Uiso 1 1 calc R . . . .
C12 C 0.13936(19) 0.5056(3) 0.87122(13) 0.0179(4) Uani 1 1 d . . . . .
C13 C 0.21457(18) 0.6261(2) 0.78644(12) 0.0153(4) Uani 1 1 d . . . . .
C14 C 0.21560(18) 0.5271(2) 0.68457(12) 0.0161(4) Uani 1 1 d . . . . .
H14 H 0.123950 0.452219 0.681387 0.019 Uiso 1 1 calc R . . . .
C15 C 0.8586(2) 0.0894(3) 0.64813(15) 0.0272(4) Uani 1 1 d . . . . .
H15A H 0.928458 0.002392 0.622440 0.041 Uiso 1 1 calc GR . . . .
H15B H 0.838619 0.064936 0.717309 0.041 Uiso 1 1 calc GR . . . .
H15C H 0.902927 0.205513 0.641945 0.041 Uiso 1 1 calc GR . . . .
C16 C 0.1871(2) 0.1330(3) 0.46886(14) 0.0257(4) Uani 1 1 d . . . . .
H16A H 0.255555 0.156880 0.414589 0.039 Uiso 1 1 calc GR . . . .
H16B H 0.083558 0.132318 0.444401 0.039 Uiso 1 1 calc GR . . . .
H16C H 0.210960 0.019295 0.497467 0.039 Uiso 1 1 calc GR . . . .
C17 C 0.4285(2) 0.8474(3) 0.74162(15) 0.0266(4) Uani 1 1 d . . . . .
H17A H 0.524614 0.895908 0.763446 0.040 Uiso 1 1 calc GR . . . .
H17B H 0.352426 0.939388 0.740679 0.040 Uiso 1 1 calc GR . . . .
H17C H 0.439299 0.799034 0.675587 0.040 Uiso 1 1 calc GR . . . .
C18 C 0.0987(2) 0.7763(3) 0.77201(13) 0.0202(4) Uani 1 1 d . . . . .
H18 H 0.022344 0.757692 0.724373 0.024 Uiso 1 1 calc R . . . .
C19 C -0.0345(2) 0.4829(3) 0.85274(15) 0.0261(4) Uani 1 1 d . . . . .
H19A H -0.075914 0.403130 0.901640 0.039 Uiso 1 1 calc GR . . . .
H19B H -0.051450 0.435311 0.786989 0.039 Uiso 1 1 calc GR . . . .
H19C H -0.084144 0.596247 0.858125 0.039 Uiso 1 1 calc GR . . . .
C20 C 0.2067(2) 0.3178(3) 0.87628(14) 0.0231(4) Uani 1 1 d . . . . .
H20A H 0.314904 0.324897 0.888432 0.035 Uiso 1 1 calc GR . . . .
H20B H 0.188238 0.257793 0.814008 0.035 Uiso 1 1 calc GR . . . .
H20C H 0.159041 0.253048 0.929565 0.035 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 C2 1.370(2) . ?
O1 C16 1.429(2) . ?
O2 C4 1.375(2) . ?
O2 C15 1.428(2) . ?
O3 H3 0.8200 . ?
O3 C14 1.443(2) . ?
O4 C18 1.205(2) . ?
C1 C2 1.410(2) . ?
C1 C6 1.387(2) . ?
C1 C14 1.508(2) . ?
C2 C3 1.385(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.398(2) . ?
C4 C5 1.379(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.401(3) . ?
C6 C7 1.512(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.545(2) . ?
C8 C9 1.543(2) . ?
C8 C13 1.579(2) . ?
C8 C17 1.540(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.521(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.519(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.540(2) . ?
C12 C13 1.596(2) . ?
C12 C19 1.547(2) . ?
C12 C20 1.533(3) . ?
C13 C14 1.553(2) . ?
C13 C18 1.530(2) . ?
C14 H14 0.9800 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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 C16 117.12(14) . . ?
C4 O2 C15 117.74(14) . . ?
C14 O3 H3 109.5 . . ?
C2 C1 C14 118.53(14) . . ?
C6 C1 C2 118.54(15) . . ?
C6 C1 C14 122.91(16) . . ?
O1 C2 C1 115.23(15) . . ?
O1 C2 C3 123.15(16) . . ?
C3 C2 C1 121.61(15) . . ?
C2 C3 H3A 120.8 . . ?
C2 C3 C4 118.36(16) . . ?
C4 C3 H3A 120.8 . . ?
O2 C4 C3 114.32(15) . . ?
O2 C4 C5 124.47(15) . . ?
C5 C4 C3 121.20(15) . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.81(15) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 120.44(16) . . ?
C1 C6 C7 120.94(15) . . ?
C5 C6 C7 118.54(15) . . ?
C6 C7 H7A 108.2 . . ?
C6 C7 H7B 108.2 . . ?
C6 C7 C8 116.55(14) . . ?
H7A C7 H7B 107.3 . . ?
C8 C7 H7A 108.2 . . ?
C8 C7 H7B 108.2 . . ?
C7 C8 C13 111.37(15) . . ?
C9 C8 C7 107.39(14) . . ?
C9 C8 C13 111.63(13) . . ?
C17 C8 C7 106.67(14) . . ?
C17 C8 C9 108.18(15) . . ?
C17 C8 C13 111.37(14) . . ?
C8 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 C8 114.35(16) . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C9 C10 H10A 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 C9 110.44(15) . . ?
C11 C10 H10A 109.6 . . ?
C11 C10 H10B 109.6 . . ?
C10 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
C10 C11 C12 114.20(14) . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
C11 C12 C13 109.33(15) . . ?
C11 C12 C19 105.94(14) . . ?
C19 C12 C13 110.91(14) . . ?
C20 C12 C11 110.67(15) . . ?
C20 C12 C13 113.35(14) . . ?
C20 C12 C19 106.35(15) . . ?
C8 C13 C12 114.19(13) . . ?
C14 C13 C8 111.28(13) . . ?
C14 C13 C12 110.76(14) . . ?
C18 C13 C8 111.80(15) . . ?
C18 C13 C12 103.59(13) . . ?
C18 C13 C14 104.55(13) . . ?
O3 C14 C1 110.72(13) . . ?
O3 C14 C13 106.92(14) . . ?
O3 C14 H14 107.8 . . ?
C1 C14 C13 115.57(13) . . ?
C1 C14 H14 107.8 . . ?
C13 C14 H14 107.8 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
O1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C8 C17 H17A 109.5 . . ?
C8 C17 H17B 109.5 . . ?
C8 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O4 C18 C13 126.93(17) . . ?
O4 C18 H18 116.5 . . ?
C13 C18 H18 116.5 . . ?
C12 C19 H19A 109.5 . . ?
C12 C19 H19B 109.5 . . ?
C12 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C12 C20 H20A 109.5 . . ?
C12 C20 H20B 109.5 . . ?
C12 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.244 0.359 0.148 8.7 0.3 ?
2 0.756 0.859 0.852 8.7 0.3 ?

_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 2.118
_oxdiff_exptl_absorpt_empirical_full_min 0.547
####################################################################### 
# 
# 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_exp_677
_database_code_depnum_ccdc_archive 'CCDC 1947386'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2019-03-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C19 H24 O4)'
_chemical_formula_sum            'C38 H48 O8'
_chemical_formula_weight         632.76
_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                   8.10660(10)
_cell_length_b                   17.4846(2)
_cell_length_c                   11.70950(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.9350(10)
_cell_angle_gamma                90
_cell_volume                     1659.49(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    24822
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.1260
_cell_measurement_theta_min      3.7760
_shelx_estimated_absorpt_T_max   0.805
_shelx_estimated_absorpt_T_min   0.736
_exptl_absorpt_coefficient_mu    0.709
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            39997
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.560
_diffrn_reflns_theta_min         4.545
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     32.00  76.00   1.00    1.00    --    0.00  56.00  34.00   44
  2  ω     -5.00  21.00   1.00    1.00    --    0.00  56.00  34.00   26
  3  ω     70.00 117.00   1.00    1.00    --   95.80 -56.00-107.00   47
  4  ω     72.00 153.00   1.00    1.00    --   95.80  56.00  34.00   81
  5  ω    -23.00  10.00   1.00    1.00    --    0.00  57.00  60.00   33
  6  ω    -23.00   2.00   1.00    1.00    --    0.00 -77.00   0.00   25
  7  ω    -22.00  18.00   1.00    1.00    --    0.00 -38.00 120.00   40
  8  ω    -23.00  34.00   1.00    1.00    --    0.00  19.00  30.00   57
  9  ω    -69.00 -42.00   1.00    1.00    --    0.00 -38.00 120.00   27
 10  ω    -41.00  22.00   1.00    1.00    --    0.00 -56.00-107.00   63
 11  ω    -80.00 -37.00   1.00    1.00    --    0.00 -77.00   0.00   43
 12  ω    -23.00  43.00   1.00    1.00    --    0.00  57.00 120.00   66
 13  ω    -23.00  78.00   1.00    1.00    --    0.00  57.00 -90.00  101
 14  ω     52.00  79.00   1.00    1.00    --    0.00  19.00  30.00   27
 15  ω     15.00  85.00   1.00    1.00    --    0.00  57.00  60.00   70
 16  ω    -18.00  89.00   1.00    1.00    --    0.00  38.00-150.00  107
 17  ω     64.00  89.00   1.00    1.00    --   95.80  82.00 120.00   25
 18  ω    125.00 184.00   1.00    1.00    --   95.80  82.00  30.00   59
 19  ω    131.00 180.00   1.00    1.00    --   95.80  82.00 -30.00   49
 20  ω     63.00  90.00   1.00    1.00    --   95.80  82.00  30.00   27
 21  ω     72.00 184.00   1.00    1.00    --   95.80  61.00-150.00  112
 22  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -30.00   25
 23  ω    117.00 185.00   1.00    1.00    --   95.80  61.00 -90.00   68
 24  ω     10.00  35.00   1.00    1.00    --   95.80 -82.00-120.00   25
 25  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 150.00   25
 26  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 150.00   26
 27  ω     42.00 125.00   1.00    1.00    --   95.80 -82.00-120.00   83
 28  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  97.47   26
 29  ω     71.00  98.00   1.00    1.00    --   95.80  70.00 -37.13   27
 30  ω    113.00 172.00   1.00    1.00    --   95.80  70.00 -37.13   59
 31  ω     65.00  97.00   1.00    1.00    --   95.80  77.00-150.00   32
 32  ω     72.00  97.00   1.00    1.00    --   95.80  59.00  12.73   25
 33  ω    151.00 176.00   1.00    1.00    --   95.80  59.00  12.73   25
 34  ω     69.00 129.00   1.00    1.00    --   95.80  65.00 -52.63   60
 35  ω    157.00 183.00   1.00    1.00    --   95.80  80.00  74.59   26
 36  ω     64.00  90.00   1.00    1.00    --   95.80  80.00  74.59   26
 37  ω     10.00 117.00   1.00    1.00    --   95.80 -82.00-180.00  107
 38  ω    139.00 184.00   1.00    1.00    --   95.80  77.00 169.95   45
 39  ω     69.00 159.00   1.00    1.00    --   95.80  65.00  41.84   90
 40  ω    125.00 178.00   1.00    1.00    --   95.80  62.00 109.49   53
 41  ω    104.00 162.00   1.00    1.00    --   95.80  61.00 -60.00   58
 42  ω     70.00 118.00   1.00    1.00    --   95.80  62.00 109.49   48
 43  ω     65.00  92.00   1.00    1.00    --   95.80  77.00 120.00   27
 44  ω     65.00  92.00   1.00    1.00    --   95.80  77.00   0.00   27
 45  ω     65.00  94.00   1.00    1.00    --   95.80  77.00-120.00   29
 46  ω     66.00  91.00   1.00    1.00    --   95.80  77.00 -60.00   25
 47  ω     73.00 103.00   1.00    1.00    --   95.80  61.00 -60.00   30
 48  ω     75.00 137.00   1.00    1.00    --   95.80  45.00-180.00   62
 49  ω     75.00 148.00   1.00    1.00    --   95.80  45.00   0.00   73
 50  ω     63.00  90.00   1.00    1.00    --   95.80  82.00-180.00   27
 51  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -60.00   26
 52  ω     50.00 128.00   1.00    1.00    --   95.80 -82.00  90.00   78
 53  ω    121.00 182.00   1.00    1.00    --   95.80  45.00  90.00   61
 54  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  60.00   26
 55  ω    122.00 148.00   1.00    1.00    --   95.80  77.00 -90.00   26
 56  ω     72.00 121.00   1.00    1.00    --   95.80  61.00  90.00   49
 57  ω     66.00  93.00   1.00    1.00    --   95.80  82.00   0.00   27
 58  ω     77.00 106.00   1.00    1.00    --   95.80  30.00-180.00   29
 59  ω     76.00 101.00   1.00    1.00    --   95.80  45.00 -60.00   25
 60  ω     73.00 100.00   1.00    1.00    --   95.80  61.00   0.00   27
 61  ω     92.00 127.00   1.00    1.00    --   95.80 -82.00 -60.00   35
 62  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 63  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  30.00   26
 64  ω     65.00  92.00   1.00    1.00    --   95.80  77.00  90.00   27
 65  ω     65.00 185.00   1.00    1.00    --   95.80  77.00-129.38  120
 66  ω     69.00 184.00   1.00    1.00    --   95.80  66.00 123.36  115
 67  ω    148.00 173.00   1.00    1.00    --   95.80  82.00 120.00   25
 68  ω     76.00 102.00   1.00    1.00    --   95.80  45.00  90.00   26
 69  ω     66.00 116.00   1.00    1.00    --   95.80  77.00 169.95   50
 70  ω      7.00 125.00   1.00    1.00    --   95.80 -82.00  30.00  118
 71  ω     71.00  98.00   1.00    1.00    --   95.80  61.00 -90.00   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0313657000
_diffrn_orient_matrix_UB_12      -0.0480240000
_diffrn_orient_matrix_UB_13      -0.1076455000
_diffrn_orient_matrix_UB_21      -0.1530653000
_diffrn_orient_matrix_UB_22      0.0358162000
_diffrn_orient_matrix_UB_23      -0.0584194000
_diffrn_orient_matrix_UB_31      0.1083419000
_diffrn_orient_matrix_UB_32      0.0646258000
_diffrn_orient_matrix_UB_33      -0.0479086000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.920
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.960
_reflns_number_gt                6366
_reflns_number_total             6567
_reflns_odcompleteness_completeness 99.97
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.929
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 2907 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6567
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0432
_refine_ls_restrained_S_all      1.104
_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)+(0.0800P)²+0.2564P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1165
_refine_ls_wR_factor_ref         0.1174
_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
 C19-C18
 1.32 with sigma of 0.01
3. Rigid bond restraints
 C19, C18
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C18, C19
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
C19 \\sim C18: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.08
C18 \\sim C19: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
5.a Ternary CH refined with riding coordinates:
 C7(H7), C13(H13), C25(H25), C31(H31)
5.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C17(H17A,H17B),
 C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C32(H32A,H32B), C38(H38A,H38B)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C18(H18), C21(H21), C22(H22), C37(H37)
5.d X=CH2 refined with riding coordinates:
 C19(H19A,H19B), C36(H36A,H36B)
5.e Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C34(H34A,H34B,H34C), C35(H35A,H35B,
 H35C)
5.f Idealised tetrahedral OH refined as rotating group:
 O3(H3), O7(H7A)
;
_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 0.8428(2) 0.65881(11) 0.87123(15) 0.0284(4) Uani 1 1 d . . . . .
O2 O 0.6558(3) 0.41947(11) 0.59150(16) 0.0338(4) Uani 1 1 d . . . . .
O3 O 1.0068(3) 0.44495(11) 0.53311(16) 0.0324(4) Uani 1 1 d . . . . .
H3 H 0.977508 0.411860 0.487498 0.049 Uiso 1 1 calc GR . . . .
O4 O 1.0482(3) 0.53911(15) 0.28183(17) 0.0411(5) Uani 1 1 d . . . . .
C1 C 0.6938(3) 0.47715(15) 0.6665(2) 0.0265(5) Uani 1 1 d . . . . .
C2 C 0.6142(3) 0.48901(15) 0.7689(2) 0.0287(5) Uani 1 1 d . . . . .
H2 H 0.529668 0.456457 0.790746 0.034 Uiso 1 1 calc R . . . .
C3 C 0.6613(3) 0.54978(15) 0.8388(2) 0.0260(5) Uani 1 1 d . . . . .
H3A H 0.607547 0.558113 0.907295 0.031 Uiso 1 1 calc R . . . .
C4 C 0.7882(3) 0.59794(14) 0.8066(2) 0.0245(5) Uani 1 1 d . . . . .
C5 C 0.8692(3) 0.58720(14) 0.7030(2) 0.0239(5) Uani 1 1 d . . . . .
C6 C 1.0022(3) 0.64297(15) 0.6698(2) 0.0271(5) Uani 1 1 d . . . . .
H6A H 1.074628 0.650940 0.735505 0.033 Uiso 1 1 calc R . . . .
H6B H 0.950475 0.691640 0.651907 0.033 Uiso 1 1 calc R . . . .
C7 C 1.1080(3) 0.61913(16) 0.5681(2) 0.0278(5) Uani 1 1 d . . . . .
H7 H 1.149034 0.666744 0.534755 0.033 Uiso 1 1 calc R . . . .
C8 C 1.2606(4) 0.57274(18) 0.6018(2) 0.0322(6) Uani 1 1 d . . . . .
H8A H 1.320534 0.598317 0.663206 0.039 Uiso 1 1 calc R . . . .
H8B H 1.228044 0.522525 0.628527 0.039 Uiso 1 1 calc R . . . .
C9 C 1.3704(4) 0.5649(2) 0.4980(2) 0.0383(7) Uani 1 1 d . . . . .
H9A H 1.470673 0.537829 0.519588 0.046 Uiso 1 1 calc R . . . .
H9B H 1.401046 0.615267 0.470992 0.046 Uiso 1 1 calc R . . . .
C10 C 1.2813(4) 0.5214(2) 0.4022(2) 0.0371(6) Uani 1 1 d . . . . .
H10A H 1.344558 0.526483 0.332996 0.045 Uiso 1 1 calc R . . . .
H10B H 1.279099 0.467540 0.422020 0.045 Uiso 1 1 calc R . . . .
C11 C 1.1073(4) 0.54735(18) 0.3774(2) 0.0323(6) Uani 1 1 d . . . . .
C12 C 1.0011(3) 0.58039(16) 0.4735(2) 0.0272(5) Uani 1 1 d . . . . .
C13 C 0.9031(3) 0.51106(15) 0.5197(2) 0.0275(5) Uani 1 1 d . . . . .
H13 H 0.816451 0.498548 0.463397 0.033 Uiso 1 1 calc R . . . .
C14 C 0.8211(3) 0.52684(14) 0.6320(2) 0.0251(5) Uani 1 1 d . . . . .
C15 C 0.7570(4) 0.67230(16) 0.9751(2) 0.0327(6) Uani 1 1 d . . . . .
H15A H 0.641897 0.679886 0.958329 0.049 Uiso 1 1 calc GR . . . .
H15B H 0.801211 0.717066 1.011899 0.049 Uiso 1 1 calc GR . . . .
H15C H 0.770487 0.628988 1.024779 0.049 Uiso 1 1 calc GR . . . .
C16 C 0.5273(5) 0.3687(2) 0.6236(3) 0.0489(9) Uani 1 1 d . . . . .
H16A H 0.520939 0.327065 0.570222 0.073 Uiso 1 1 calc GR . . . .
H16B H 0.424222 0.395703 0.623329 0.073 Uiso 1 1 calc GR . . . .
H16C H 0.550209 0.349091 0.698740 0.073 Uiso 1 1 calc GR . . . .
C17 C 0.8741(4) 0.63751(17) 0.4223(3) 0.0348(6) Uani 1 1 d . . . . .
H17A H 0.809091 0.611557 0.363805 0.042 Uiso 1 1 calc R . . . .
H17B H 0.799586 0.653229 0.481907 0.042 Uiso 1 1 calc R . . . .
C18 C 0.9491(6) 0.7063(2) 0.3719(4) 0.0668(10) Uani 1 1 d D U . . .
H18 H 1.023684 0.697789 0.313815 0.080 Uiso 1 1 calc R . . . .
C19 C 0.9249(9) 0.7741(3) 0.3976(5) 0.0867(12) Uani 1 1 d D U . . .
H19A H 0.851595 0.786259 0.455057 0.104 Uiso 1 1 calc R . . . .
H19B H 0.980036 0.812774 0.359289 0.104 Uiso 1 1 calc R . . . .
O5 O 0.2039(2) 0.42497(12) -0.07106(17) 0.0326(4) Uani 1 1 d . . . . .
O6 O 0.5703(3) 0.61470(10) 0.21052(17) 0.0310(4) Uani 1 1 d . . . . .
O7 O 0.8088(2) 0.49636(10) 0.12331(15) 0.0273(4) Uani 1 1 d . . . . .
H7A H 0.879551 0.513676 0.167010 0.041 Uiso 1 1 calc GR . . . .
O8 O 0.9026(2) 0.35796(11) 0.33703(17) 0.0324(4) Uani 1 1 d . . . . .
C20 C 0.2865(3) 0.47704(16) -0.0038(2) 0.0273(5) Uani 1 1 d . . . . .
C21 C 0.2463(3) 0.55329(17) 0.0055(2) 0.0320(6) Uani 1 1 d . . . . .
H21 H 0.157342 0.572918 -0.036202 0.038 Uiso 1 1 calc R . . . .
C22 C 0.3380(4) 0.60096(16) 0.0770(2) 0.0317(6) Uani 1 1 d . . . . .
H22 H 0.308850 0.652133 0.084439 0.038 Uiso 1 1 calc R . . . .
C23 C 0.4733(3) 0.57229(15) 0.1372(2) 0.0263(5) Uani 1 1 d . . . . .
C24 C 0.5167(3) 0.49457(15) 0.1273(2) 0.0238(5) Uani 1 1 d . . . . .
C25 C 0.6735(3) 0.46771(14) 0.1879(2) 0.0242(5) Uani 1 1 d . . . . .
H25 H 0.678203 0.491375 0.263708 0.029 Uiso 1 1 calc R . . . .
C26 C 0.6802(3) 0.37922(14) 0.2035(2) 0.0230(5) Uani 1 1 d . . . . .
C27 C 0.8589(3) 0.35870(14) 0.2371(2) 0.0253(5) Uani 1 1 d . . . . .
C28 C 0.9826(3) 0.34293(16) 0.1451(2) 0.0288(5) Uani 1 1 d . . . . .
H28A H 1.068359 0.310138 0.176710 0.035 Uiso 1 1 calc R . . . .
H28B H 1.033895 0.390901 0.124033 0.035 Uiso 1 1 calc R . . . .
C29 C 0.9125(3) 0.30528(16) 0.0368(2) 0.0305(6) Uani 1 1 d . . . . .
H29A H 0.991972 0.309734 -0.023861 0.037 Uiso 1 1 calc R . . . .
H29B H 0.894528 0.251295 0.051113 0.037 Uiso 1 1 calc R . . . .
C30 C 0.7506(3) 0.34195(15) -0.0016(2) 0.0264(5) Uani 1 1 d . . . . .
H30A H 0.708561 0.316268 -0.069492 0.032 Uiso 1 1 calc R . . . .
H30B H 0.769012 0.395259 -0.020418 0.032 Uiso 1 1 calc R . . . .
C31 C 0.6247(3) 0.33619(14) 0.0933(2) 0.0227(5) Uani 1 1 d . . . . .
H31 H 0.616562 0.281944 0.113437 0.027 Uiso 1 1 calc R . . . .
C32 C 0.4529(3) 0.36146(15) 0.0542(2) 0.0254(5) Uani 1 1 d . . . . .
H32A H 0.434771 0.344274 -0.023727 0.031 Uiso 1 1 calc R . . . .
H32B H 0.372401 0.335933 0.101360 0.031 Uiso 1 1 calc R . . . .
C33 C 0.4211(3) 0.44632(15) 0.0589(2) 0.0248(5) Uani 1 1 d . . . . .
C34 C 0.0748(4) 0.4552(2) -0.1420(3) 0.0421(7) Uani 1 1 d . . . . .
H34A H 0.118825 0.493811 -0.191163 0.063 Uiso 1 1 calc GR . . . .
H34B H -0.008734 0.477287 -0.095041 0.063 Uiso 1 1 calc GR . . . .
H34C H 0.027422 0.414860 -0.187415 0.063 Uiso 1 1 calc GR . . . .
C35 C 0.5203(4) 0.69092(16) 0.2339(3) 0.0363(6) Uani 1 1 d . . . . .
H35A H 0.517405 0.719837 0.164189 0.055 Uiso 1 1 calc GR . . . .
H35B H 0.597276 0.713974 0.286707 0.055 Uiso 1 1 calc GR . . . .
H35C H 0.412474 0.690454 0.266556 0.055 Uiso 1 1 calc GR . . . .
C36 C 0.4182(4) 0.23648(19) 0.3355(3) 0.0387(7) Uani 1 1 d . . . . .
H36A H 0.317486 0.260008 0.319899 0.046 Uiso 1 1 calc R . . . .
H36B H 0.421903 0.184705 0.353581 0.046 Uiso 1 1 calc R . . . .
C37 C 0.5553(3) 0.27638(16) 0.3321(2) 0.0292(5) Uani 1 1 d . . . . .
H37 H 0.653651 0.250871 0.348284 0.035 Uiso 1 1 calc R . . . .
C38 C 0.5654(3) 0.35996(14) 0.3042(2) 0.0259(5) Uani 1 1 d . . . . .
H38A H 0.604410 0.387238 0.371568 0.031 Uiso 1 1 calc R . . . .
H38B H 0.455370 0.378470 0.285865 0.031 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.375(3) . ?
O1 C15 1.430(3) . ?
O2 C1 1.369(3) . ?
O2 C16 1.423(4) . ?
O3 H3 0.8200 . ?
O3 C13 1.437(3) . ?
O4 C11 1.219(4) . ?
C1 C2 1.387(4) . ?
C1 C14 1.413(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(4) . ?
C3 H3A 0.9300 . ?
C3 C4 1.386(4) . ?
C4 C5 1.402(3) . ?
C5 C6 1.509(4) . ?
C5 C14 1.395(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.537(4) . ?
C7 H7 0.9800 . ?
C7 C8 1.526(4) . ?
C7 C12 1.551(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.525(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.527(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.506(4) . ?
C11 C12 1.540(4) . ?
C12 C13 1.551(4) . ?
C12 C17 1.549(4) . ?
C13 H13 0.9800 . ?
C13 C14 1.509(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.476(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.238(7) . ?
C19 H19A 0.9300 . ?
C19 H19B 0.9300 . ?
O5 C20 1.371(3) . ?
O5 C34 1.427(3) . ?
O6 C23 1.372(3) . ?
O6 C35 1.421(3) . ?
O7 H7A 0.8200 . ?
O7 C25 1.433(3) . ?
O8 C27 1.218(3) . ?
C20 C21 1.377(4) . ?
C20 C33 1.411(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.388(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.388(4) . ?
C23 C24 1.409(4) . ?
C24 C25 1.520(3) . ?
C24 C33 1.390(4) . ?
C25 H25 0.9800 . ?
C25 C26 1.559(3) . ?
C26 C27 1.537(3) . ?
C26 C31 1.554(3) . ?
C26 C38 1.551(3) . ?
C27 C28 1.509(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.530(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.522(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.524(3) . ?
C31 H31 0.9800 . ?
C31 C32 1.524(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.507(4) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9300 . ?
C36 H36B 0.9300 . ?
C36 C37 1.313(4) . ?
C37 H37 0.9300 . ?
C37 C38 1.500(4) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O1 C15 116.0(2) . . ?
C1 O2 C16 116.6(2) . . ?
C13 O3 H3 109.5 . . ?
O2 C1 C2 124.2(2) . . ?
O2 C1 C14 115.3(2) . . ?
C2 C1 C14 120.5(2) . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3A 120.0 . . ?
O1 C4 C3 123.7(2) . . ?
O1 C4 C5 115.4(2) . . ?
C3 C4 C5 121.0(2) . . ?
C4 C5 C6 118.9(2) . . ?
C14 C5 C4 119.1(2) . . ?
C14 C5 C6 122.0(2) . . ?
C5 C6 H6A 108.3 . . ?
C5 C6 H6B 108.3 . . ?
C5 C6 C7 115.7(2) . . ?
H6A C6 H6B 107.4 . . ?
C7 C6 H6A 108.3 . . ?
C7 C6 H6B 108.3 . . ?
C6 C7 H7 106.0 . . ?
C6 C7 C12 111.1(2) . . ?
C8 C7 C6 113.8(2) . . ?
C8 C7 H7 106.0 . . ?
C8 C7 C12 113.2(2) . . ?
C12 C7 H7 106.0 . . ?
C7 C8 H8A 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 C7 108.8(2) . . ?
C9 C8 H8A 109.9 . . ?
C9 C8 H8B 109.9 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 C10 110.8(2) . . ?
H9A C9 H9B 108.1 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C9 C10 H10A 108.5 . . ?
C9 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 C9 115.0(3) . . ?
C11 C10 H10A 108.5 . . ?
C11 C10 H10B 108.5 . . ?
O4 C11 C10 119.6(3) . . ?
O4 C11 C12 120.0(3) . . ?
C10 C11 C12 120.3(2) . . ?
C7 C12 C13 112.1(2) . . ?
C11 C12 C7 111.9(2) . . ?
C11 C12 C13 104.9(2) . . ?
C11 C12 C17 109.6(2) . . ?
C17 C12 C7 110.8(2) . . ?
C17 C12 C13 107.3(2) . . ?
O3 C13 C12 111.4(2) . . ?
O3 C13 H13 107.8 . . ?
O3 C13 C14 108.5(2) . . ?
C12 C13 H13 107.8 . . ?
C14 C13 C12 113.3(2) . . ?
C14 C13 H13 107.8 . . ?
C1 C14 C13 118.1(2) . . ?
C5 C14 C1 119.6(2) . . ?
C5 C14 C13 122.3(2) . . ?
O1 C15 H15A 109.5 . . ?
O1 C15 H15B 109.5 . . ?
O1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 H16A 109.5 . . ?
O2 C16 H16B 109.5 . . ?
O2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 108.8 . . ?
C12 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 C12 113.9(3) . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C17 C18 H18 116.0 . . ?
C19 C18 C17 128.0(5) . . ?
C19 C18 H18 116.0 . . ?
C18 C19 H19A 120.0 . . ?
C18 C19 H19B 120.0 . . ?
H19A C19 H19B 120.0 . . ?
C20 O5 C34 115.8(2) . . ?
C23 O6 C35 117.7(2) . . ?
C25 O7 H7A 109.5 . . ?
O5 C20 C21 125.0(2) . . ?
O5 C20 C33 114.4(2) . . ?
C21 C20 C33 120.6(3) . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.2(2) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H22 120.0 . . ?
O6 C23 C22 124.3(2) . . ?
O6 C23 C24 115.6(2) . . ?
C22 C23 C24 120.2(2) . . ?
C23 C24 C25 117.9(2) . . ?
C33 C24 C23 119.7(2) . . ?
C33 C24 C25 122.4(2) . . ?
O7 C25 C24 106.72(19) . . ?
O7 C25 H25 108.2 . . ?
O7 C25 C26 112.6(2) . . ?
C24 C25 H25 108.2 . . ?
C24 C25 C26 112.9(2) . . ?
C26 C25 H25 108.2 . . ?
C27 C26 C25 107.0(2) . . ?
C27 C26 C31 111.0(2) . . ?
C27 C26 C38 109.2(2) . . ?
C31 C26 C25 111.95(19) . . ?
C38 C26 C25 106.55(19) . . ?
C38 C26 C31 110.9(2) . . ?
O8 C27 C26 120.4(2) . . ?
O8 C27 C28 119.9(2) . . ?
C28 C27 C26 119.6(2) . . ?
C27 C28 H28A 108.4 . . ?
C27 C28 H28B 108.4 . . ?
C27 C28 C29 115.3(2) . . ?
H28A C28 H28B 107.5 . . ?
C29 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
C30 C29 C28 111.7(2) . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C29 C30 H30A 109.7 . . ?
C29 C30 H30B 109.7 . . ?
C29 C30 C31 110.0(2) . . ?
H30A C30 H30B 108.2 . . ?
C31 C30 H30A 109.7 . . ?
C31 C30 H30B 109.7 . . ?
C26 C31 H31 106.7 . . ?
C30 C31 C26 112.7(2) . . ?
C30 C31 H31 106.7 . . ?
C30 C31 C32 112.4(2) . . ?
C32 C31 C26 111.1(2) . . ?
C32 C31 H31 106.7 . . ?
C31 C32 H32A 108.4 . . ?
C31 C32 H32B 108.4 . . ?
H32A C32 H32B 107.5 . . ?
C33 C32 C31 115.5(2) . . ?
C33 C32 H32A 108.4 . . ?
C33 C32 H32B 108.4 . . ?
C20 C33 C32 119.1(2) . . ?
C24 C33 C20 119.2(2) . . ?
C24 C33 C32 121.6(2) . . ?
O5 C34 H34A 109.5 . . ?
O5 C34 H34B 109.5 . . ?
O5 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O6 C35 H35A 109.5 . . ?
O6 C35 H35B 109.5 . . ?
O6 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
H36A C36 H36B 120.0 . . ?
C37 C36 H36A 120.0 . . ?
C37 C36 H36B 120.0 . . ?
C36 C37 H37 117.5 . . ?
C36 C37 C38 125.0(3) . . ?
C38 C37 H37 117.5 . . ?
C26 C38 H38A 108.7 . . ?
C26 C38 H38B 108.7 . . ?
C37 C38 C26 114.4(2) . . ?
C37 C38 H38A 108.7 . . ?
C37 C38 H38B 108.7 . . ?
H38A C38 H38B 107.6 . . ?

_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 2.122
_oxdiff_exptl_absorpt_empirical_full_min 0.566
####################################################################### 
# 
# 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_exp_594
_database_code_depnum_ccdc_archive 'CCDC 1947385'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H24 O4'
_chemical_formula_sum            'C18 H24 O4'
_chemical_formula_weight         304.37
_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                   6.8205(2)
_cell_length_b                   17.9401(3)
_cell_length_c                   6.9699(2)
_cell_angle_alpha                90
_cell_angle_beta                 116.508(3)
_cell_angle_gamma                90
_cell_volume                     763.18(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10362
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.1780
_cell_measurement_theta_min      4.9240
_shelx_estimated_absorpt_T_max   0.853
_shelx_estimated_absorpt_T_min   0.775
_exptl_absorpt_coefficient_mu    0.747
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55059
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            14686
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.290
_diffrn_reflns_theta_min         4.930
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.983
_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  51.00   1.00    1.00    --    0.00  38.00   0.00   70
  2  ω    -23.00  68.00   1.00    1.00    --    0.00  57.00  90.00   91
  3  ω     58.00  89.00   1.00    1.00    --    0.00  82.00  30.00   31
  4  ω    -69.00   4.00   1.00    1.00    --    0.00 -38.00  60.00   73
  5  ω    -32.00   5.00   1.00    1.00    --    0.00  82.00  30.00   37
  6  ω     -5.00  88.00   1.00    1.00    --    0.00  57.00-150.00   93
  7  ω    -28.00  56.00   1.00    1.00    --    0.00  77.00 150.00   84
  8  ω     11.00  47.00   1.00    1.00    --    0.00  82.00  30.00   36
  9  ω     65.00  96.00   1.00    1.00    --   95.80  77.00  90.00   31
 10  ω     85.00 123.00   1.00    1.00    --   95.80 -77.00  60.00   38
 11  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-180.00   26
 12  ω     98.00 124.00   1.00    1.00    --   95.80  77.00-180.00   26
 13  ω     72.00 180.00   1.00    1.00    --   95.80  61.00 -90.00  108
 14  ω    124.00 164.00   1.00    1.00    --   95.80  61.00-180.00   40
 15  ω     95.00 185.00   1.00    1.00    --   95.80  77.00 150.00   90
 16  ω     64.00  90.00   1.00    1.00    --   95.80  82.00  30.00   26
 17  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-120.00   26
 18  ω    111.00 180.00   1.00    1.00    --   95.80  77.00  60.00   69
 19  ω    143.00 172.00   1.00    1.00    --   95.80  77.00-150.00   29
 20  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -60.00   26
 21  ω    121.00 147.00   1.00    1.00    --   95.80  77.00 -60.00   26
 22  ω      8.00  77.00   1.00    1.00    --   95.80 -77.00  60.00   69
 23  ω     75.00 111.00   1.00    1.00    --   95.80  45.00  60.00   36
 24  ω     76.00 154.00   1.00    1.00    --   95.80  45.00 150.00   78
 25  ω     65.00  93.00   1.00    1.00    --   95.80  77.00 -90.00   28
 26  ω    160.00 185.00   1.00    1.00    --   95.80  77.00 -90.00   25
 27  ω     51.00 128.00   1.00    1.00    --   95.80 -82.00-150.00   77
 28  ω     74.00 101.00   1.00    1.00    --   95.80  61.00-180.00   27
 29  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  60.00   25
 30  ω     72.00 148.00   1.00    1.00    --   95.80  61.00  90.00   76
 31  ω    111.00 184.00   1.00    1.00    --   95.80  82.00   0.00   73
 32  ω     65.00 125.00   1.00    1.00    --   95.80 -82.00   0.00   60
 33  ω     65.00  93.00   1.00    1.00    --   95.80  77.00  30.00   28
 34  ω     52.00 115.00   1.00    1.00    --   95.80 -82.00 -90.00   63
 35  ω     98.00 123.00   1.00    1.00    --   95.80  45.00  30.00   25
 36  ω    140.00 176.00   1.00    1.00    --   95.80  45.00  30.00   36
 37  ω     71.00 181.00   1.00    1.00    --   95.80  61.00 -30.00  110
 38  ω     63.00  99.00   1.00    1.00    --   95.80  82.00   0.00   36
 39  ω     63.00  95.00   1.00    1.00    --   95.80  82.00-180.00   32
 40  ω    148.00 174.00   1.00    1.00    --   95.80  82.00-120.00   26
 41  ω     67.00  93.00   1.00    1.00    --   95.80  82.00  90.00   26
 42  ω    131.00 185.00   1.00    1.00    --   95.80  82.00  90.00   54
 43  ω     92.00 127.00   1.00    1.00    --   95.80 -82.00  90.00   35
 44  ω     66.00  92.00   1.00    1.00    --   95.80  77.00 -30.00   26
 45  ω     75.00 100.00   1.00    1.00    --   95.80  45.00 -30.00   25
 46  ω     75.00 118.00   1.00    1.00    --   95.80  45.00-120.00   43
 47  ω     63.00  96.00   1.00    1.00    --   95.80  82.00 120.00   33
 48  ω     76.00 101.00   1.00    1.00    --   95.80  45.00  90.00   25
 49  ω     71.00 157.00   1.00    1.00    --   95.80  61.00   0.00   86
 50  ω    148.00 173.00   1.00    1.00    --   95.80  77.00  90.00   25
 51  ω     66.00  92.00   1.00    1.00    --   95.80  77.00-150.00   26
 52  ω     66.00  92.00   1.00    1.00    --   95.80  77.00 150.00   26
 53  ω     69.00 176.00   1.00    1.00    --   95.80  65.00-111.91  107
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2149803000
_diffrn_orient_matrix_UB_12      0.0448363000
_diffrn_orient_matrix_UB_13      -0.0857698000
_diffrn_orient_matrix_UB_21      -0.1319331000
_diffrn_orient_matrix_UB_22      -0.0732196000
_diffrn_orient_matrix_UB_23      -0.0537567000
_diffrn_orient_matrix_UB_31      0.0101766000
_diffrn_orient_matrix_UB_32      -0.0004038000
_diffrn_orient_matrix_UB_33      0.2253021000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                2920
_reflns_number_total             3037
_reflns_odcompleteness_completeness 99.22
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.384
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 1309 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(11)
_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     204
_refine_ls_number_reflns         3037
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0377
_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)+(0.0721P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1007
_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:
 C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3A), C4(H4)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C18(H18A,H18B,
 H18C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.4907(3) 0.40541(9) 0.9859(3) 0.0247(4) Uani 1 1 d . . . . .
O2 O 0.9416(3) 0.38258(8) 0.4993(3) 0.0267(4) Uani 1 1 d . . . . .
O3 O 0.2894(3) 0.52042(9) 0.7451(3) 0.0230(4) Uani 1 1 d . . . . .
H3 H 0.199324 0.542340 0.639114 0.035 Uiso 1 1 calc GR . . . .
O4 O 0.1210(3) 0.63025(9) 0.3247(3) 0.0269(4) Uani 1 1 d . . . . .
C1 C 0.6103(3) 0.45619(10) 0.7436(4) 0.0168(4) Uani 1 1 d . . . . .
C2 C 0.6080(4) 0.39491(11) 0.8697(4) 0.0206(5) Uani 1 1 d . . . . .
C3 C 0.7158(4) 0.32955(11) 0.8720(4) 0.0241(5) Uani 1 1 d . . . . .
H3A H 0.710946 0.289491 0.954417 0.029 Uiso 1 1 calc R . . . .
C4 C 0.8317(4) 0.32333(12) 0.7515(4) 0.0245(5) Uani 1 1 d . . . . .
H4 H 0.905329 0.279447 0.753849 0.029 Uiso 1 1 calc R . . . .
C5 C 0.8363(4) 0.38307(11) 0.6281(4) 0.0208(5) Uani 1 1 d . . . . .
C6 C 0.7261(3) 0.45017(11) 0.6228(4) 0.0174(4) Uani 1 1 d . . . . .
C7 C 0.7330(3) 0.51223(11) 0.4794(4) 0.0186(4) Uani 1 1 d . . . . .
H7A H 0.636005 0.499278 0.331954 0.022 Uiso 1 1 calc R . . . .
H7B H 0.880381 0.515274 0.492393 0.022 Uiso 1 1 calc R . . . .
C8 C 0.6679(3) 0.58924(11) 0.5261(4) 0.0167(4) Uani 1 1 d . . . . .
C9 C 0.8515(3) 0.62395(11) 0.7279(4) 0.0192(5) Uani 1 1 d . . . . .
H9A H 0.960572 0.647096 0.693693 0.023 Uiso 1 1 calc R . . . .
H9B H 0.922664 0.586094 0.836412 0.023 Uiso 1 1 calc R . . . .
C10 C 0.7411(4) 0.68294(11) 0.8092(4) 0.0213(5) Uani 1 1 d . . . . .
H10A H 0.771518 0.732811 0.775810 0.026 Uiso 1 1 calc R . . . .
H10B H 0.794011 0.678855 0.963139 0.026 Uiso 1 1 calc R . . . .
C11 C 0.4925(4) 0.66623(11) 0.6912(4) 0.0191(5) Uani 1 1 d . . . . .
H11A H 0.429625 0.665197 0.791458 0.023 Uiso 1 1 calc R . . . .
H11B H 0.417288 0.703852 0.583141 0.023 Uiso 1 1 calc R . . . .
C12 C 0.4732(3) 0.58899(11) 0.5861(4) 0.0165(4) Uani 1 1 d . . . . .
C13 C 0.5030(3) 0.52932(10) 0.7571(4) 0.0169(4) Uani 1 1 d . . . . .
H13 H 0.596096 0.551343 0.897332 0.020 Uiso 1 1 calc R . . . .
C14 C 0.4630(5) 0.34263(13) 1.0985(4) 0.0298(6) Uani 1 1 d . . . . .
H14A H 0.404661 0.301469 1.001322 0.045 Uiso 1 1 calc GR . . . .
H14B H 0.363729 0.355437 1.156675 0.045 Uiso 1 1 calc GR . . . .
H14C H 0.602224 0.328905 1.212798 0.045 Uiso 1 1 calc GR . . . .
C15 C 1.0597(4) 0.31694(14) 0.5012(5) 0.0317(6) Uani 1 1 d . . . . .
H15A H 1.116950 0.321868 0.398593 0.048 Uiso 1 1 calc GR . . . .
H15B H 0.963363 0.274690 0.464758 0.048 Uiso 1 1 calc GR . . . .
H15C H 1.178387 0.309972 0.641661 0.048 Uiso 1 1 calc GR . . . .
C16 C 0.6164(4) 0.63945(11) 0.3303(4) 0.0220(5) Uani 1 1 d . . . . .
H16A H 0.741336 0.641267 0.301372 0.033 Uiso 1 1 calc GR . . . .
H16B H 0.582487 0.688834 0.359468 0.033 Uiso 1 1 calc GR . . . .
H16C H 0.493122 0.619558 0.207874 0.033 Uiso 1 1 calc GR . . . .
C17 C 0.2501(3) 0.57861(12) 0.3916(4) 0.0196(5) Uani 1 1 d . . . . .
C18 C 0.1940(4) 0.50459(13) 0.2760(4) 0.0241(5) Uani 1 1 d . . . . .
H18A H 0.038422 0.497024 0.212916 0.036 Uiso 1 1 calc GR . . . .
H18B H 0.266384 0.465220 0.376025 0.036 Uiso 1 1 calc GR . . . .
H18C H 0.241640 0.504498 0.165472 0.036 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 C2 1.382(3) . ?
O1 C14 1.432(3) . ?
O2 C5 1.378(3) . ?
O2 C15 1.423(3) . ?
O3 H3 0.8200 . ?
O3 C13 1.430(2) . ?
O4 C17 1.218(3) . ?
C1 C2 1.412(3) . ?
C1 C6 1.392(3) . ?
C1 C13 1.526(3) . ?
C2 C3 1.380(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.391(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(3) . ?
C5 C6 1.411(3) . ?
C6 C7 1.511(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.530(3) . ?
C8 C9 1.537(3) . ?
C8 C12 1.560(3) . ?
C8 C16 1.539(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.546(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.548(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.545(3) . ?
C12 C13 1.546(3) . ?
C12 C17 1.532(3) . ?
C13 H13 0.9800 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.511(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C14 117.76(18) . . ?
C5 O2 C15 117.17(19) . . ?
C13 O3 H3 109.5 . . ?
C2 C1 C13 119.5(2) . . ?
C6 C1 C2 118.90(18) . . ?
C6 C1 C13 121.44(18) . . ?
O1 C2 C1 115.41(19) . . ?
C3 C2 O1 123.6(2) . . ?
C3 C2 C1 121.0(2) . . ?
C2 C3 H3A 119.8 . . ?
C2 C3 C4 120.3(2) . . ?
C4 C3 H3A 119.8 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 H4 120.3 . . ?
O2 C5 C4 124.28(19) . . ?
O2 C5 C6 114.51(19) . . ?
C4 C5 C6 121.2(2) . . ?
C1 C6 C5 119.3(2) . . ?
C1 C6 C7 122.42(17) . . ?
C5 C6 C7 118.2(2) . . ?
C6 C7 H7A 108.5 . . ?
C6 C7 H7B 108.5 . . ?
C6 C7 C8 115.30(18) . . ?
H7A C7 H7B 107.5 . . ?
C8 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
C7 C8 C9 111.42(17) . . ?
C7 C8 C12 114.64(16) . . ?
C7 C8 C16 108.22(18) . . ?
C9 C8 C12 101.51(17) . . ?
C9 C8 C16 110.16(17) . . ?
C16 C8 C12 110.77(17) . . ?
C8 C9 H9A 110.5 . . ?
C8 C9 H9B 110.5 . . ?
C8 C9 C10 106.34(17) . . ?
H9A C9 H9B 108.7 . . ?
C10 C9 H9A 110.5 . . ?
C10 C9 H9B 110.5 . . ?
C9 C10 H10A 110.6 . . ?
C9 C10 H10B 110.6 . . ?
C9 C10 C11 105.65(17) . . ?
H10A C10 H10B 108.7 . . ?
C11 C10 H10A 110.6 . . ?
C11 C10 H10B 110.6 . . ?
C10 C11 H11A 110.6 . . ?
C10 C11 H11B 110.6 . . ?
H11A C11 H11B 108.8 . . ?
C12 C11 C10 105.51(16) . . ?
C12 C11 H11A 110.6 . . ?
C12 C11 H11B 110.6 . . ?
C11 C12 C8 102.79(16) . . ?
C11 C12 C13 107.56(18) . . ?
C13 C12 C8 111.94(16) . . ?
C17 C12 C8 113.01(19) . . ?
C17 C12 C11 111.70(17) . . ?
C17 C12 C13 109.59(17) . . ?
O3 C13 C1 113.88(16) . . ?
O3 C13 C12 104.58(16) . . ?
O3 C13 H13 107.0 . . ?
C1 C13 C12 116.70(19) . . ?
C1 C13 H13 107.0 . . ?
C12 C13 H13 107.0 . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
O2 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 . . ?
O4 C17 C12 120.6(2) . . ?
O4 C17 C18 119.8(2) . . ?
C18 C17 C12 119.60(18) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_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 3.267
_oxdiff_exptl_absorpt_empirical_full_min 0.206
####################################################################### 
# 
# 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_exp_678
_database_code_depnum_ccdc_archive 'CCDC 1947387'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2019-03-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H22 O4'
_chemical_formula_sum            'C16 H22 O4'
_chemical_formula_weight         278.33
_chemical_absolute_configuration ?
_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                   8.09720(10)
_cell_length_b                   7.08550(10)
_cell_length_c                   13.1638(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.6040(10)
_cell_angle_gamma                90
_cell_volume                     719.875(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13242
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.0320
_cell_measurement_theta_min      5.7170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.741
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26323
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15309
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.280
_diffrn_reflns_theta_min         5.733
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00 -35.00   1.00    1.00    --    0.00 -38.00 -90.00   53
  2  ω     17.00  43.00   1.00    1.00    --    0.00  57.00   0.00   26
  3  ω    -14.00  21.00   1.00    1.00    --    0.00 -57.00 120.00   35
  4  ω    -88.00 -46.00   1.00    1.00    --    0.00 -57.00   0.00   42
  5  ω    -78.00 -53.00   1.00    1.00    --    0.00 -57.00 120.00   25
  6  ω     20.00  52.00   1.00    1.00    --    0.00  82.00 120.00   32
  7  ω    -30.00   5.00   1.00    1.00    --    0.00  82.00 120.00   35
  8  ω    -83.00 -32.00   1.00    1.00    --    0.00 -19.00  60.00   51
  9  ω    -24.00  22.00   1.00    1.00    --    0.00 -57.00   0.00   46
 10  ω     50.00  89.00   1.00    1.00    --    0.00  57.00   0.00   39
 11  ω    -10.00  19.00   1.00    1.00    --    0.00 -38.00 -90.00   29
 12  ω     38.00  82.00   1.00    1.00    --    0.00  82.00-180.00   44
 13  ω    -29.00  21.00   1.00    1.00    --    0.00 -19.00  60.00   50
 14  ω    -31.00  18.00   1.00    1.00    --    0.00  82.00-180.00   49
 15  ω     71.00 106.00   1.00    1.00    --   95.80  61.00-180.00   35
 16  ω      6.00 128.00   1.00    1.00    --   95.80 -82.00-120.00  122
 17  ω     71.00 105.00   1.00    1.00    --   95.80  60.00 -44.34   34
 18  ω     47.00 120.00   1.00    1.00    --   95.80 -82.00  60.00   73
 19  ω     10.00  36.00   1.00    1.00    --   95.80 -82.00  60.00   26
 20  ω     66.00  91.00   1.00    1.00    --   95.80  75.00 109.73   25
 21  ω     66.00  92.00   1.00    1.00    --   95.80  77.00  93.16   26
 22  ω     63.00  94.00   1.00    1.00    --   95.80  82.00 -60.00   31
 23  ω    129.00 184.00   1.00    1.00    --   95.80  82.00 -60.00   55
 24  ω     64.00  90.00   1.00    1.00    --   95.80  82.00  60.00   26
 25  ω     61.00 110.00   1.00    1.00    --   95.80 -82.00-180.00   49
 26  ω     77.00 120.00   1.00    1.00    --   95.80  30.00  60.00   43
 27  ω     65.00  92.00   1.00    1.00    --   95.80  82.00 -90.00   27
 28  ω    104.00 142.00   1.00    1.00    --   95.80  82.00 -90.00   38
 29  ω     76.00 115.00   1.00    1.00    --   95.80  45.00  60.00   39
 30  ω     76.00 102.00   1.00    1.00    --   95.80  45.00-120.00   26
 31  ω     59.00 125.00   1.00    1.00    --   95.80 -77.00   0.00   66
 32  ω     64.00  90.00   1.00    1.00    --   95.80  82.00-180.00   26
 33  ω     71.00  97.00   1.00    1.00    --   95.80  61.00  60.00   26
 34  ω    143.00 184.00   1.00    1.00    --   95.80  61.00 -90.00   41
 35  ω     68.00  93.00   1.00    1.00    --   95.80  68.00  98.77   25
 36  ω     73.00 138.00   1.00    1.00    --   95.80  61.00 -90.00   65
 37  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 120.00   25
 38  ω    125.00 184.00   1.00    1.00    --   95.80  82.00 -30.00   59
 39  ω     71.00 145.00   1.00    1.00    --   95.80  61.00 150.00   74
 40  ω     72.00 184.00   1.00    1.00    --   95.80  61.00-120.00  112
 41  ω     65.00 100.00   1.00    1.00    --   95.80  77.00-180.00   35
 42  ω    150.00 175.00   1.00    1.00    --   95.80  77.00-180.00   25
 43  ω     63.00  98.00   1.00    1.00    --   95.80  82.00 -30.00   35
 44  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-150.00   26
 45  ω    160.00 185.00   1.00    1.00    --   95.80  77.00-150.00   25
 46  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-120.00   26
 47  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -30.00   26
 48  ω     65.00 124.00   1.00    1.00    --   95.80  77.00   0.00   59
 49  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  60.00   25
 50  ω    127.00 178.00   1.00    1.00    --   95.80  77.00  60.00   51
 51  ω    119.00 144.00   1.00    1.00    --   95.80  45.00-120.00   25
 52  ω    132.00 184.00   1.00    1.00    --   95.80  61.00-180.00   52
 53  ω    153.00 178.00   1.00    1.00    --   95.80  60.00 -44.34   25
 54  ω     79.00 125.00   1.00    1.00    --   95.80  45.00 120.00   46
 55  ω     71.00 184.00   1.00    1.00    --   95.80  61.00 120.00  113
 56  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 57  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  30.00   26
 58  ω     76.00 130.00   1.00    1.00    --   95.80  30.00-150.00   54
 59  ω     82.00 118.00   1.00    1.00    --   95.80  30.00   0.00   36
 60  ω    155.00 181.00   1.00    1.00    --   95.80  77.00  93.16   26
 61  ω    125.00 173.00   1.00    1.00    --   95.80  45.00  95.18   48
 62  ω      6.00 116.00   1.00    1.00    --   95.80 -61.00-120.00  110
 63  ω     64.00  90.00   1.00    1.00    --   95.80  82.00 150.00   26
 64  ω    142.00 176.00   1.00    1.00    --   95.80  82.00 150.00   34
 65  ω     76.00 112.00   1.00    1.00    --   95.80  45.00  95.18   36
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0655881000
_diffrn_orient_matrix_UB_12      0.0079234000
_diffrn_orient_matrix_UB_13      -0.1226116000
_diffrn_orient_matrix_UB_21      0.1781358000
_diffrn_orient_matrix_UB_22      -0.0682232000
_diffrn_orient_matrix_UB_23      -0.0046579000
_diffrn_orient_matrix_UB_31      -0.0615397000
_diffrn_orient_matrix_UB_32      -0.2064245000
_diffrn_orient_matrix_UB_33      -0.0031614000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.790
_reflns_Friedel_fraction_full    0.952
_reflns_Friedel_fraction_max     0.931
_reflns_number_gt                2824
_reflns_number_total             2836
_reflns_odcompleteness_completeness 99.93
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.209
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Flack x determined using 1232 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(7)
_refine_ls_extinction_coef       0.0145(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         2836
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0267
_refine_ls_restrained_S_all      1.025
_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)+(0.0424P)²+0.1310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0708
_refine_ls_wR_factor_ref         0.0709
_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:
 C6(H6), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C12(H12A,H12B,H12C), C16(H16A,H16B,H16C), C14(H14A,H14B,
 H14C), C11(H11A,H11B,H11C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.28282(13) 0.37352(17) 0.08082(8) 0.0175(2) Uani 1 1 d . . . . .
H3 H 0.376141 0.326581 0.082411 0.026 Uiso 1 1 calc GR . . . .
O1 O 0.09541(14) 0.29303(17) 0.25388(9) 0.0211(3) Uani 1 1 d . . . . .
O4 O 0.41914(15) 0.70830(19) -0.02281(9) 0.0208(3) Uani 1 1 d . . . . .
O2 O 0.79675(14) 0.29599(18) 0.46714(9) 0.0196(3) Uani 1 1 d . . . . .
C10 C 0.55630(19) 0.3968(2) 0.32707(12) 0.0143(3) Uani 1 1 d . . . . .
C1 C 0.6209(2) 0.2817(2) 0.41784(12) 0.0157(3) Uani 1 1 d . . . . .
C6 C 0.30722(19) 0.5004(2) 0.16861(12) 0.0142(3) Uani 1 1 d . . . . .
H6 H 0.192479 0.547186 0.166832 0.017 Uiso 1 1 calc R . . . .
C4 C 0.2680(2) 0.2818(2) 0.31084(12) 0.0159(3) Uani 1 1 d . . . . .
C2 C 0.5109(2) 0.1686(2) 0.45353(12) 0.0174(3) Uani 1 1 d . . . . .
H2 H 0.555157 0.091162 0.512567 0.021 Uiso 1 1 calc R . . . .
C5 C 0.38003(19) 0.3947(2) 0.27281(11) 0.0139(3) Uani 1 1 d . . . . .
C8 C 0.60921(19) 0.6146(2) 0.18374(12) 0.0152(3) Uani 1 1 d . . . . .
H8 H 0.615414 0.517978 0.131750 0.018 Uiso 1 1 calc R . . . .
C3 C 0.3329(2) 0.1707(2) 0.40072(12) 0.0177(3) Uani 1 1 d . . . . .
H3A H 0.258127 0.097704 0.425898 0.021 Uiso 1 1 calc R . . . .
C9 C 0.67797(19) 0.5278(2) 0.29512(12) 0.0155(3) Uani 1 1 d . . . . .
H9A H 0.783357 0.458991 0.299219 0.019 Uiso 1 1 calc R . . . .
H9B H 0.708749 0.629532 0.346730 0.019 Uiso 1 1 calc R . . . .
C15 C 0.3944(2) 0.8287(2) 0.23566(13) 0.0184(3) Uani 1 1 d . . . . .
H15A H 0.273092 0.848853 0.224817 0.028 Uiso 1 1 calc GR . . . .
H15B H 0.446573 0.943862 0.222138 0.028 Uiso 1 1 calc GR . . . .
H15C H 0.448910 0.789503 0.307880 0.028 Uiso 1 1 calc GR . . . .
C13 C 0.3447(2) 0.7419(2) 0.04261(12) 0.0169(3) Uani 1 1 d . . . . .
C12 C -0.0148(2) 0.1497(3) 0.27228(15) 0.0235(4) Uani 1 1 d . . . . .
H12A H -0.128060 0.162406 0.221887 0.035 Uiso 1 1 calc GR . . . .
H12B H -0.022690 0.161677 0.343300 0.035 Uiso 1 1 calc GR . . . .
H12C H 0.031964 0.028115 0.264096 0.035 Uiso 1 1 calc GR . . . .
C16 C 0.7310(2) 0.7757(3) 0.17649(13) 0.0218(4) Uani 1 1 d . . . . .
H16A H 0.734632 0.867321 0.230838 0.033 Uiso 1 1 calc GR . . . .
H16B H 0.689456 0.834316 0.107694 0.033 Uiso 1 1 calc GR . . . .
H16C H 0.845227 0.726457 0.186381 0.033 Uiso 1 1 calc GR . . . .
C7 C 0.41805(19) 0.6749(2) 0.15923(12) 0.0143(3) Uani 1 1 d . . . . .
C14 C 0.1772(2) 0.8516(3) 0.01194(14) 0.0257(4) Uani 1 1 d . . . . .
H14A H 0.198308 0.977030 0.040545 0.038 Uiso 1 1 calc GR . . . .
H14B H 0.095055 0.789704 0.040068 0.038 Uiso 1 1 calc GR . . . .
H14C H 0.131784 0.857957 -0.064315 0.038 Uiso 1 1 calc GR . . . .
C11 C 0.8710(2) 0.1673(3) 0.55172(15) 0.0290(4) Uani 1 1 d . . . . .
H11A H 0.845078 0.040342 0.526506 0.043 Uiso 1 1 calc GR . . . .
H11B H 0.823677 0.190240 0.609215 0.043 Uiso 1 1 calc GR . . . .
H11C H 0.994333 0.184642 0.576450 0.043 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
O3 H3 0.8200 . ?
O3 C6 1.4301(18) . ?
O1 C4 1.3737(18) . ?
O1 C12 1.420(2) . ?
O4 C13 1.214(2) . ?
O2 C1 1.3787(18) . ?
O2 C11 1.424(2) . ?
C10 C1 1.410(2) . ?
C10 C5 1.390(2) . ?
C10 C9 1.503(2) . ?
C1 C2 1.382(2) . ?
C6 H6 0.9800 . ?
C6 C5 1.517(2) . ?
C6 C7 1.554(2) . ?
C4 C5 1.410(2) . ?
C4 C3 1.385(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.398(2) . ?
C8 H8 0.9800 . ?
C8 C9 1.531(2) . ?
C8 C16 1.530(2) . ?
C8 C7 1.543(2) . ?
C3 H3A 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15 C7 1.534(2) . ?
C13 C7 1.544(2) . ?
C13 C14 1.509(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O3 H3 109.5 . . ?
C4 O1 C12 116.95(13) . . ?
C1 O2 C11 116.92(13) . . ?
C1 C10 C9 119.20(13) . . ?
C5 C10 C1 119.28(13) . . ?
C5 C10 C9 121.41(14) . . ?
O2 C1 C10 114.94(13) . . ?
O2 C1 C2 124.26(14) . . ?
C2 C1 C10 120.78(14) . . ?
O3 C6 H6 107.2 . . ?
O3 C6 C5 109.96(12) . . ?
O3 C6 C7 112.20(12) . . ?
C5 C6 H6 107.2 . . ?
C5 C6 C7 112.88(12) . . ?
C7 C6 H6 107.2 . . ?
O1 C4 C5 115.52(13) . . ?
O1 C4 C3 124.02(14) . . ?
C3 C4 C5 120.46(14) . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.88(14) . . ?
C3 C2 H2 120.1 . . ?
C10 C5 C6 121.15(13) . . ?
C10 C5 C4 119.66(14) . . ?
C4 C5 C6 119.03(13) . . ?
C9 C8 H8 107.9 . . ?
C9 C8 C7 111.27(12) . . ?
C16 C8 H8 107.9 . . ?
C16 C8 C9 107.75(12) . . ?
C16 C8 C7 113.89(14) . . ?
C7 C8 H8 107.9 . . ?
C4 C3 C2 119.90(14) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C10 C9 C8 115.89(12) . . ?
C10 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
C8 C9 H9A 108.3 . . ?
C8 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C7 C15 H15A 109.5 . . ?
C7 C15 H15B 109.5 . . ?
C7 C15 H15C 109.5 . . ?
O4 C13 C7 121.39(14) . . ?
O4 C13 C14 120.66(14) . . ?
C14 C13 C7 117.95(13) . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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 . . ?
C8 C7 C6 109.26(13) . . ?
C8 C7 C13 110.65(12) . . ?
C15 C7 C6 108.87(12) . . ?
C15 C7 C8 112.07(13) . . ?
C15 C7 C13 110.32(13) . . ?
C13 C7 C6 105.43(12) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_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 3.063
_oxdiff_exptl_absorpt_empirical_full_min 0.488
####################################################################### 
# 
# 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_exp_680
_database_code_depnum_ccdc_archive 'CCDC 1947388'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2019-03-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C23 H26 O4)'
_chemical_formula_sum            'C46 H52 O8'
_chemical_formula_weight         732.87
_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                   11.30660(10)
_cell_length_b                   8.37820(10)
_cell_length_c                   20.2485(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.5070(10)
_cell_angle_gamma                90
_cell_volume                     1905.76(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25611
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.3320
_cell_measurement_theta_min      3.9190
_shelx_estimated_absorpt_T_max   0.840
_shelx_estimated_absorpt_T_min   0.741
_exptl_absorpt_coefficient_mu    0.693
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33227
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1011
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            45553
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.532
_diffrn_reflns_theta_min         3.935
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_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  -9.00   1.00    1.00    --    0.00 -77.00  90.00   31
  2  ω    -27.00  -1.00   1.00    1.00    --    0.00 -57.00 150.00   26
  3  ω     44.00  83.00   1.00    1.00    --    0.00  38.00  30.00   39
  4  ω    -18.00  86.00   1.00    1.00    --    0.00  38.00  90.00  104
  5  ω    -31.00  21.00   1.00    1.00    --    0.00  82.00 150.00   52
  6  ω     42.00  89.00   1.00    1.00    --    0.00  38.00-180.00   47
  7  ω    -89.00 -42.00   1.00    1.00    --    0.00 -57.00 150.00   47
  8  ω    -19.00  39.00   1.00    1.00    --    0.00  38.00  30.00   58
  9  ω    -87.00 -46.00   1.00    1.00    --    0.00 -77.00  90.00   41
 10  ω      4.00  33.00   1.00    1.00    --    0.00  38.00-180.00   29
 11  ω     40.00  66.00   1.00    1.00    --    0.00  57.00-150.00   26
 12  ω    -23.00  33.00   1.00    1.00    --    0.00  57.00-150.00   56
 13  ω    -19.00  49.00   1.00    1.00    --    0.00  38.00 -60.00   68
 14  ω     71.00  96.00   1.00    1.00    --   95.80  61.00-150.00   25
 15  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  43.13   25
 16  ω    144.00 182.00   1.00    1.00    --   95.80  57.00 165.99   38
 17  ω     66.00  92.00   1.00    1.00    --   95.80  76.00 -38.39   26
 18  ω    130.00 161.00   1.00    1.00    --   95.80  73.00 -93.04   31
 19  ω     73.00 106.00   1.00    1.00    --   95.80  57.00 165.99   33
 20  ω     67.00 103.00   1.00    1.00    --   95.80  72.00  -1.93   36
 21  ω     63.00  90.00   1.00    1.00    --   95.80  82.00-120.00   27
 22  ω     83.00 124.00   1.00    1.00    --   95.80 -82.00-120.00   41
 23  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -30.00   25
 24  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-180.00   25
 25  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 120.00   26
 26  ω     70.00 183.00   1.00    1.00    --   95.80  62.00 102.17  113
 27  ω     63.00  91.00   1.00    1.00    --   95.80  82.00 150.00   28
 28  ω    121.00 184.00   1.00    1.00    --   95.80  82.00 150.00   63
 29  ω     10.00  42.00   1.00    1.00    --   95.80 -61.00  60.00   32
 30  ω     46.00 118.00   1.00    1.00    --   95.80 -61.00  60.00   72
 31  ω     67.00 123.00   1.00    1.00    --   95.80  73.00 -93.04   56
 32  ω      8.00  79.00   1.00    1.00    --   95.80 -82.00-120.00   71
 33  ω     77.00 185.00   1.00    1.00    --   95.80  45.00-120.00  108
 34  ω     68.00  93.00   1.00    1.00    --   95.80  70.00 -61.78   25
 35  ω     69.00 174.00   1.00    1.00    --   95.80  66.00-114.09  105
 36  ω     77.00 182.00   1.00    1.00    --   95.80  45.00  90.00  105
 37  ω     75.00 102.00   1.00    1.00    --   95.80  45.00-150.00   27
 38  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  60.00   26
 39  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  60.00   26
 40  ω     71.00 128.00   1.00    1.00    --   95.80  61.00   0.00   57
 41  ω    133.00 158.00   1.00    1.00    --   95.80  61.00   0.00   25
 42  ω     71.00  97.00   1.00    1.00    --   95.80  61.00  60.00   26
 43  ω     72.00  98.00   1.00    1.00    --   95.80  61.00 150.00   26
 44  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-150.00   26
 45  ω     66.00  92.00   1.00    1.00    --   95.80  77.00 -90.00   26
 46  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  90.00   26
 47  ω     63.00  89.00   1.00    1.00    --   95.80  82.00   0.00   26
 48  ω    110.00 135.00   1.00    1.00    --   95.80  82.00   0.00   25
 49  ω     75.00 185.00   1.00    1.00    --   95.80  45.00  60.00  110
 50  ω     72.00 185.00   1.00    1.00    --   95.80  61.00 -30.00  113
 51  ω     65.00  91.00   1.00    1.00    --   95.80  77.00   0.00   26
 52  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  30.00   26
 53  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  90.00   26
 54  ω     71.00 185.00   1.00    1.00    --   95.80  61.00 -60.00  114
 55  ω     41.00 126.00   1.00    1.00    --   95.80 -82.00-150.00   85
 56  ω     65.00 127.00   1.00    1.00    --   95.80 -82.00   0.00   62
 57  ω     59.00 120.00   1.00    1.00    --   95.80 -82.00  90.00   61
 58  ω    135.00 161.00   1.00    1.00    --   95.80  76.00 -42.73   26
 59  ω     76.00 112.00   1.00    1.00    --   95.80  30.00-150.00   36
 60  ω    119.00 144.00   1.00    1.00    --   95.80  77.00 -60.00   25
 61  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -60.00   25
 62  ω     11.00  95.00   1.00    1.00    --   95.80 -82.00  60.00   84
 63  ω     45.00  72.00   1.00    1.00    --   95.80 -82.00 -90.00   27
 64  ω     65.00  91.00   1.00    1.00    --   95.80  76.00 -42.73   26
 65  ω    133.00 158.00   1.00    1.00    --   95.80  72.00  -1.93   25
 66  ω    125.00 185.00   1.00    1.00    --   95.80  66.00 129.88   60
 67  ω     95.00 126.00   1.00    1.00    --   95.80 -82.00 -90.00   31
 68  ω     69.00  95.00   1.00    1.00    --   95.80  66.00 129.88   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0792907000
_diffrn_orient_matrix_UB_12      -0.0743334000
_diffrn_orient_matrix_UB_13      -0.0488923000
_diffrn_orient_matrix_UB_21      -0.1115421000
_diffrn_orient_matrix_UB_22      -0.0398036000
_diffrn_orient_matrix_UB_23      -0.0481183000
_diffrn_orient_matrix_UB_31      0.0088957000
_diffrn_orient_matrix_UB_32      0.1634705000
_diffrn_orient_matrix_UB_33      -0.0339670000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.834
_reflns_Friedel_fraction_full    0.983
_reflns_Friedel_fraction_max     0.957
_reflns_number_gt                7341
_reflns_number_total             7638
_reflns_odcompleteness_completeness 99.97
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.449
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 3150 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(11)
_refine_ls_extinction_coef       0.0039(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     503
_refine_ls_number_reflns         7638
_refine_ls_number_restraints     184
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.104
_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)+(0.0610P)²+1.0425P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1328
_refine_ls_wR_factor_ref         0.1344
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
C3 \\sim C4: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002
C12 \\sim C11: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
Uanis(C11) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(C4) \\sim Ueq, Uanis(C3) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
4. Others
 Fixed Sof: H10A(0.5) H10B(0.5) H10C(0.5) H10D(0.5) C11A(0.5) H11A(0.5)
 H11B(0.5) C11(0.5) H11C(0.5) H11D(0.5)
5.a Ternary CH refined with riding coordinates:
 C8(H8), C14(H14), C31(H31), C37(H37)
5.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C10(H10C,H10D), C17(H17A,H17B),
 C11A(H11A,H11B), C11(H11C,H11D), C30(H30A,H30B), C32(H32A,H32B), C33(H33A,
 H33B), C34(H34A,H34B), C40(H40A,H40B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26),
 C27(H27), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46)
5.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C38(H38A,H38B,H38C), C39(H39A,H39B,
 H39C)
5.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O5(H5)
;
_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 0.7356(2) 0.8168(3) 0.22789(16) 0.0492(7) Uani 1 1 d . U . . .
O2 O 0.4764(2) 0.7862(3) 0.29551(10) 0.0314(5) Uani 1 1 d . U . . .
H2 H 0.530688 0.754793 0.322699 0.047 Uiso 1 1 calc GR . . . .
O3 O 0.3819(2) 0.4536(3) 0.29580(14) 0.0416(6) Uani 1 1 d . U . . .
O4 O 0.1068(2) 0.7364(5) 0.08485(15) 0.0548(7) Uani 1 1 d . U . . .
C1 C 0.3535(3) 0.6442(4) 0.21124(16) 0.0273(5) Uani 1 1 d . U . . .
C2 C 0.3056(3) 0.5174(4) 0.24446(19) 0.0350(6) Uani 1 1 d . U . . .
C3 C 0.1902(3) 0.4647(5) 0.2247(2) 0.0461(6) Uani 1 1 d . U . . .
H3 H 0.158815 0.380281 0.246915 0.055 Uiso 1 1 calc R . . . .
C4 C 0.1218(4) 0.5383(5) 0.1717(2) 0.0486(7) Uani 1 1 d . U . . .
H4 H 0.044482 0.503607 0.158960 0.058 Uiso 1 1 calc R . . . .
C5 C 0.1673(3) 0.6592(5) 0.1391(2) 0.0410(7) Uani 1 1 d . U . . .
C6 C 0.2835(3) 0.7160(4) 0.15805(16) 0.0302(6) Uani 1 1 d . U . . .
C7 C 0.3291(3) 0.8483(5) 0.11780(17) 0.0335(6) Uani 1 1 d . U . . .
H7A H 0.267840 0.929324 0.110216 0.040 Uiso 1 1 calc R . . . .
H7B H 0.343388 0.805963 0.074816 0.040 Uiso 1 1 calc R . . . .
C8 C 0.4428(3) 0.9266(4) 0.14964(15) 0.0258(5) Uani 1 1 d . U . . .
H8 H 0.479838 0.978496 0.113772 0.031 Uiso 1 1 calc R . . . .
C9 C 0.4180(3) 1.0585(4) 0.19915(17) 0.0342(7) Uani 1 1 d . U . . .
H9A H 0.364172 1.136530 0.176711 0.041 Uiso 1 1 calc R . . . .
H9B H 0.379228 1.012084 0.234953 0.041 Uiso 1 1 calc R . . . .
C10 C 0.5313(4) 1.1414(5) 0.2280(2) 0.0474(9) Uani 1 1 d . U . . .
H10A H 0.527842 1.252267 0.214125 0.057 Uiso 0.5 1 calc R . P A 1
H10B H 0.535707 1.139171 0.276069 0.057 Uiso 0.5 1 calc R . P A 1
H10C H 0.512575 1.210114 0.263884 0.057 Uiso 0.5 1 calc R . P B 2
H10D H 0.558171 1.209238 0.193821 0.057 Uiso 0.5 1 calc R . P B 2
C12 C 0.6429(3) 0.8851(4) 0.21594(15) 0.0274(5) Uani 1 1 d . U . . .
C13 C 0.5326(3) 0.8022(4) 0.18095(14) 0.0219(5) Uani 1 1 d . U . . .
C14 C 0.4788(3) 0.7005(4) 0.23428(14) 0.0235(5) Uani 1 1 d . U . . .
H14 H 0.529123 0.605969 0.243379 0.028 Uiso 1 1 calc R . . . .
C15 C -0.0081(4) 0.6735(10) 0.0613(3) 0.088(2) Uani 1 1 d . U . . .
H15A H -0.036461 0.723003 0.019717 0.133 Uiso 1 1 calc GR . . . .
H15B H -0.062645 0.695169 0.093229 0.133 Uiso 1 1 calc GR . . . .
H15C H -0.002289 0.560320 0.055100 0.133 Uiso 1 1 calc GR . . . .
C16 C 0.3358(5) 0.3295(5) 0.3337(3) 0.0578(12) Uani 1 1 d . U . . .
H16A H 0.310432 0.241895 0.305026 0.087 Uiso 1 1 calc GR . . . .
H16B H 0.269293 0.369241 0.354353 0.087 Uiso 1 1 calc GR . . . .
H16C H 0.396694 0.293845 0.367420 0.087 Uiso 1 1 calc GR . . . .
C17 C 0.5708(3) 0.6839(4) 0.12862(14) 0.0240(5) Uani 1 1 d . U . . .
H17A H 0.637374 0.621722 0.149201 0.029 Uiso 1 1 calc R . . . .
H17B H 0.505498 0.610612 0.116643 0.029 Uiso 1 1 calc R . . . .
C18 C 0.6064(3) 0.7573(4) 0.06536(14) 0.0243(6) Uani 1 1 d . U . . .
C19 C 0.5385(3) 0.7270(4) 0.00469(15) 0.0293(6) Uani 1 1 d . U . . .
H19 H 0.471150 0.662990 0.003518 0.035 Uiso 1 1 calc R . . . .
C20 C 0.5704(3) 0.7913(4) -0.05372(16) 0.0345(7) Uani 1 1 d . U . . .
H20 H 0.523387 0.770482 -0.093523 0.041 Uiso 1 1 calc R . . . .
C21 C 0.6698(3) 0.8850(4) -0.05417(17) 0.0346(7) Uani 1 1 d . U . . .
H21 H 0.690838 0.926334 -0.093834 0.042 Uiso 1 1 calc R . . . .
C22 C 0.7386(3) 0.9171(5) 0.00573(18) 0.0371(7) Uani 1 1 d . U . . .
H22 H 0.805930 0.981132 0.006249 0.045 Uiso 1 1 calc R . . . .
C23 C 0.7072(3) 0.8537(4) 0.06506(17) 0.0297(6) Uani 1 1 d . U . . .
H23 H 0.753910 0.875801 0.104828 0.036 Uiso 1 1 calc R . . . .
C11A C 0.6275(7) 1.0773(9) 0.2101(3) 0.0350(10) Uani 0.5 1 d . U P C 1
H11A H 0.695011 1.125815 0.236459 0.042 Uiso 0.5 1 calc R . P C 1
H11B H 0.632536 1.106644 0.164131 0.042 Uiso 0.5 1 calc R . P C 1
C11 C 0.6407(6) 1.0255(9) 0.2562(3) 0.0303(7) Uani 0.5 1 d . U P C 2
H11C H 0.715372 1.082569 0.256228 0.036 Uiso 0.5 1 calc R . P C 2
H11D H 0.631907 0.995204 0.301577 0.036 Uiso 0.5 1 calc R . P C 2
O5 O 0.9060(2) 0.5983(3) 0.26648(11) 0.0281(5) Uani 1 1 d . U . . .
H5 H 0.863626 0.672388 0.251680 0.042 Uiso 1 1 calc GR . . . .
O6 O 0.6900(2) 0.6901(3) 0.37142(12) 0.0356(5) Uani 1 1 d . U . . .
O7 O 0.8066(2) 0.3930(3) 0.15091(11) 0.0352(6) Uani 1 1 d . U . . .
O8 O 1.0764(2) -0.0105(3) 0.32304(11) 0.0293(5) Uani 1 1 d . U . . .
C24 C 0.8886(3) 0.3174(4) 0.25897(14) 0.0223(5) Uani 1 1 d . U . . .
C25 C 0.8756(3) 0.2854(4) 0.18995(15) 0.0280(6) Uani 1 1 d . U . . .
C26 C 0.9313(3) 0.1551(4) 0.16552(16) 0.0309(6) Uani 1 1 d . U . . .
H26 H 0.922570 0.134821 0.120076 0.037 Uiso 1 1 calc R . . . .
C27 C 1.0005(3) 0.0537(4) 0.20863(15) 0.0281(6) Uani 1 1 d . U . . .
H27 H 1.039009 -0.032932 0.191907 0.034 Uiso 1 1 calc R . . . .
C28 C 1.0119(3) 0.0822(4) 0.27627(15) 0.0238(5) Uani 1 1 d . U . . .
C29 C 0.9546(2) 0.2138(4) 0.30202(14) 0.0209(5) Uani 1 1 d . U . . .
C30 C 0.9615(3) 0.2331(4) 0.37648(14) 0.0247(5) Uani 1 1 d . U . . .
H30A H 1.041965 0.208448 0.395612 0.030 Uiso 1 1 calc R . . . .
H30B H 0.908958 0.155286 0.393373 0.030 Uiso 1 1 calc R . . . .
C31 C 0.9287(3) 0.3982(4) 0.40057(14) 0.0230(5) Uani 1 1 d . U . . .
H31 H 0.907699 0.384238 0.445857 0.028 Uiso 1 1 calc R . . . .
C32 C 1.0336(3) 0.5138(4) 0.40547(15) 0.0273(6) Uani 1 1 d . U . . .
H32A H 1.102293 0.464832 0.430652 0.033 Uiso 1 1 calc R . . . .
H32B H 1.054108 0.537657 0.361294 0.033 Uiso 1 1 calc R . . . .
C33 C 1.0018(3) 0.6672(5) 0.43942(16) 0.0331(6) Uani 1 1 d . U . . .
H33A H 1.068692 0.740224 0.441456 0.040 Uiso 1 1 calc R . . . .
H33B H 0.986817 0.643507 0.484621 0.040 Uiso 1 1 calc R . . . .
C34 C 0.8923(3) 0.7471(4) 0.40280(17) 0.0325(6) Uani 1 1 d . U . . .
H34A H 0.862830 0.825249 0.432271 0.039 Uiso 1 1 calc R . . . .
H34B H 0.916677 0.804493 0.364988 0.039 Uiso 1 1 calc R . . . .
C35 C 0.7914(3) 0.6374(4) 0.37827(14) 0.0263(5) Uani 1 1 d . U . . .
C36 C 0.8166(3) 0.4644(4) 0.35877(14) 0.0234(5) Uani 1 1 d . U . . .
C37 C 0.8331(3) 0.4686(4) 0.28299(14) 0.0233(5) Uani 1 1 d . U . . .
H37 H 0.754397 0.481431 0.257838 0.028 Uiso 1 1 calc R . . . .
C38 C 0.7759(4) 0.3500(5) 0.08270(16) 0.0445(10) Uani 1 1 d . U . . .
H38A H 0.846895 0.343142 0.060968 0.067 Uiso 1 1 calc GR . . . .
H38B H 0.723980 0.429630 0.061141 0.067 Uiso 1 1 calc GR . . . .
H38C H 0.736193 0.248581 0.080253 0.067 Uiso 1 1 calc GR . . . .
C39 C 1.1425(3) -0.1401(5) 0.29932(18) 0.0340(7) Uani 1 1 d . U . . .
H39A H 1.195614 -0.099997 0.269445 0.051 Uiso 1 1 calc GR . . . .
H39B H 1.088531 -0.215334 0.276353 0.051 Uiso 1 1 calc GR . . . .
H39C H 1.187676 -0.191890 0.336241 0.051 Uiso 1 1 calc GR . . . .
C40 C 0.7056(3) 0.3590(4) 0.36404(16) 0.0276(6) Uani 1 1 d . U . . .
H40A H 0.636285 0.418452 0.345205 0.033 Uiso 1 1 calc R . . . .
H40B H 0.711970 0.265851 0.336185 0.033 Uiso 1 1 calc R . . . .
C41 C 0.6820(3) 0.3009(4) 0.43241(16) 0.0288(6) Uani 1 1 d . U . . .
C42 C 0.6779(3) 0.1385(5) 0.44475(18) 0.0336(7) Uani 1 1 d . U . . .
H42 H 0.693633 0.067128 0.411665 0.040 Uiso 1 1 calc R . . . .
C43 C 0.6505(3) 0.0792(5) 0.50604(19) 0.0392(7) Uani 1 1 d . U . . .
H43 H 0.647848 -0.030305 0.513331 0.047 Uiso 1 1 calc R . . . .
C44 C 0.6276(3) 0.1844(5) 0.55531(18) 0.0397(7) Uani 1 1 d . U . . .
H44 H 0.610204 0.146366 0.596277 0.048 Uiso 1 1 calc R . . . .
C45 C 0.6306(3) 0.3459(5) 0.54355(19) 0.0402(8) Uani 1 1 d . U . . .
H45 H 0.614828 0.416791 0.576804 0.048 Uiso 1 1 calc R . . . .
C46 C 0.6568(3) 0.4048(5) 0.48259(17) 0.0344(7) Uani 1 1 d . U . . .
H46 H 0.657502 0.514423 0.475344 0.041 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C12 1.195(4) . ?
O2 H2 0.8200 . ?
O2 C14 1.436(4) . ?
O3 C2 1.381(5) . ?
O3 C16 1.426(5) . ?
O4 C5 1.386(5) . ?
O4 C15 1.432(5) . ?
C1 C2 1.399(5) . ?
C1 C6 1.398(5) . ?
C1 C14 1.516(4) . ?
C2 C3 1.392(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.344(6) . ?
C5 C6 1.409(4) . ?
C6 C7 1.501(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.520(5) . ?
C8 H8 0.9800 . ?
C8 C9 1.539(4) . ?
C8 C13 1.540(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.515(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C10 H10D 0.9700 . ?
C10 C11A 1.300(9) . ?
C10 C11 1.624(9) . ?
C12 C13 1.530(4) . ?
C12 C11A 1.622(8) . ?
C12 C11 1.432(8) . ?
C13 C14 1.553(4) . ?
C13 C17 1.547(4) . ?
C14 H14 0.9800 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.516(4) . ?
C18 C19 1.396(4) . ?
C18 C23 1.397(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.384(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.372(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.391(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.396(5) . ?
C23 H23 0.9300 . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C11 H11D 0.9700 . ?
O5 H5 0.8200 . ?
O5 C37 1.426(4) . ?
O6 C35 1.222(4) . ?
O7 C25 1.381(4) . ?
O7 C38 1.431(4) . ?
O8 C28 1.369(4) . ?
O8 C39 1.432(4) . ?
C24 C25 1.414(4) . ?
C24 C29 1.387(4) . ?
C24 C37 1.518(4) . ?
C25 C26 1.379(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.393(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.382(4) . ?
C28 C29 1.408(4) . ?
C29 C30 1.510(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.526(4) . ?
C31 H31 0.9800 . ?
C31 C32 1.526(4) . ?
C31 C36 1.546(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.520(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.524(5) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C35 1.505(5) . ?
C35 C36 1.538(5) . ?
C36 C37 1.567(4) . ?
C36 C40 1.548(4) . ?
C37 H37 0.9800 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C41 1.519(4) . ?
C41 C42 1.386(5) . ?
C41 C46 1.391(5) . ?
C42 H42 0.9300 . ?
C42 C43 1.404(5) . ?
C43 H43 0.9300 . ?
C43 C44 1.378(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.375(6) . ?
C45 H45 0.9300 . ?
C45 C46 1.392(5) . ?
C46 H46 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 O2 H2 109.5 . . ?
C2 O3 C16 116.9(3) . . ?
C5 O4 C15 116.1(5) . . ?
C2 C1 C14 119.2(3) . . ?
C6 C1 C2 118.7(3) . . ?
C6 C1 C14 122.1(3) . . ?
O3 C2 C1 114.4(3) . . ?
O3 C2 C3 125.3(4) . . ?
C3 C2 C1 120.3(4) . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.1(4) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(4) . . ?
C5 C4 H4 119.9 . . ?
O4 C5 C6 114.8(4) . . ?
C4 C5 O4 124.0(3) . . ?
C4 C5 C6 121.2(4) . . ?
C1 C6 C5 119.6(4) . . ?
C1 C6 C7 122.4(3) . . ?
C5 C6 C7 117.9(3) . . ?
C6 C7 H7A 108.6 . . ?
C6 C7 H7B 108.6 . . ?
C6 C7 C8 114.5(3) . . ?
H7A C7 H7B 107.6 . . ?
C8 C7 H7A 108.6 . . ?
C8 C7 H7B 108.6 . . ?
C7 C8 H8 106.8 . . ?
C7 C8 C9 112.2(3) . . ?
C7 C8 C13 111.6(3) . . ?
C9 C8 H8 106.8 . . ?
C9 C8 C13 112.2(2) . . ?
C13 C8 H8 106.8 . . ?
C8 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 C8 111.8(3) . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
C9 C10 H10C 108.3 . . ?
C9 C10 H10D 108.3 . . ?
C9 C10 C11 116.0(4) . . ?
H10A C10 H10B 107.7 . . ?
H10C C10 H10D 107.4 . . ?
C11A C10 C9 113.7(4) . . ?
C11A C10 H10A 108.8 . . ?
C11A C10 H10B 108.8 . . ?
C11 C10 H10C 108.3 . . ?
C11 C10 H10D 108.3 . . ?
O1 C12 C13 121.8(3) . . ?
O1 C12 C11A 125.1(4) . . ?
O1 C12 C11 110.5(4) . . ?
C13 C12 C11A 110.0(4) . . ?
C11 C12 C13 124.8(4) . . ?
C8 C13 C14 111.5(2) . . ?
C8 C13 C17 111.9(2) . . ?
C12 C13 C8 110.3(3) . . ?
C12 C13 C14 106.9(2) . . ?
C12 C13 C17 109.4(2) . . ?
C17 C13 C14 106.7(2) . . ?
O2 C14 C1 108.2(2) . . ?
O2 C14 C13 111.9(3) . . ?
O2 C14 H14 108.0 . . ?
C1 C14 C13 112.5(3) . . ?
C1 C14 H14 108.0 . . ?
C13 C14 H14 108.0 . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O3 C16 H16A 109.5 . . ?
O3 C16 H16B 109.5 . . ?
O3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 H17A 108.2 . . ?
C13 C17 H17B 108.2 . . ?
H17A C17 H17B 107.4 . . ?
C18 C17 C13 116.2(3) . . ?
C18 C17 H17A 108.2 . . ?
C18 C17 H17B 108.2 . . ?
C19 C18 C17 119.8(3) . . ?
C19 C18 C23 117.9(3) . . ?
C23 C18 C17 122.2(3) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.7(3) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.4(3) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 120.6 . . ?
C20 C21 C22 118.9(3) . . ?
C22 C21 H21 120.6 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.3(3) . . ?
C23 C22 H22 119.8 . . ?
C18 C23 H23 119.6 . . ?
C22 C23 C18 120.7(3) . . ?
C22 C23 H23 119.6 . . ?
C10 C11A C12 118.4(6) . . ?
C10 C11A H11A 107.7 . . ?
C10 C11A H11B 107.7 . . ?
C12 C11A H11A 107.7 . . ?
C12 C11A H11B 107.7 . . ?
H11A C11A H11B 107.1 . . ?
C10 C11 H11C 109.5 . . ?
C10 C11 H11D 109.5 . . ?
C12 C11 C10 110.6(4) . . ?
C12 C11 H11C 109.5 . . ?
C12 C11 H11D 109.5 . . ?
H11C C11 H11D 108.1 . . ?
C37 O5 H5 109.5 . . ?
C25 O7 C38 116.6(3) . . ?
C28 O8 C39 117.1(2) . . ?
C25 C24 C37 118.3(3) . . ?
C29 C24 C25 119.4(3) . . ?
C29 C24 C37 122.2(3) . . ?
O7 C25 C24 115.5(3) . . ?
C26 C25 O7 124.2(3) . . ?
C26 C25 C24 120.3(3) . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.3(3) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 119.9(3) . . ?
C28 C27 H27 120.0 . . ?
O8 C28 C27 124.8(3) . . ?
O8 C28 C29 114.8(3) . . ?
C27 C28 C29 120.5(3) . . ?
C24 C29 C28 119.7(3) . . ?
C24 C29 C30 121.6(3) . . ?
C28 C29 C30 118.7(3) . . ?
C29 C30 H30A 108.4 . . ?
C29 C30 H30B 108.4 . . ?
C29 C30 C31 115.4(3) . . ?
H30A C30 H30B 107.5 . . ?
C31 C30 H30A 108.4 . . ?
C31 C30 H30B 108.4 . . ?
C30 C31 H31 106.5 . . ?
C30 C31 C36 111.3(2) . . ?
C32 C31 C30 112.4(3) . . ?
C32 C31 H31 106.5 . . ?
C32 C31 C36 113.1(3) . . ?
C36 C31 H31 106.5 . . ?
C31 C32 H32A 109.6 . . ?
C31 C32 H32B 109.6 . . ?
H32A C32 H32B 108.2 . . ?
C33 C32 C31 110.1(3) . . ?
C33 C32 H32A 109.6 . . ?
C33 C32 H32B 109.6 . . ?
C32 C33 H33A 109.2 . . ?
C32 C33 H33B 109.2 . . ?
C32 C33 C34 111.9(3) . . ?
H33A C33 H33B 107.9 . . ?
C34 C33 H33A 109.2 . . ?
C34 C33 H33B 109.2 . . ?
C33 C34 H34A 108.3 . . ?
C33 C34 H34B 108.3 . . ?
H34A C34 H34B 107.4 . . ?
C35 C34 C33 115.8(3) . . ?
C35 C34 H34A 108.3 . . ?
C35 C34 H34B 108.3 . . ?
O6 C35 C34 118.9(3) . . ?
O6 C35 C36 120.7(3) . . ?
C34 C35 C36 120.3(3) . . ?
C31 C36 C37 111.3(2) . . ?
C31 C36 C40 112.3(3) . . ?
C35 C36 C31 111.2(3) . . ?
C35 C36 C37 106.0(2) . . ?
C35 C36 C40 110.2(3) . . ?
C40 C36 C37 105.5(2) . . ?
O5 C37 C24 106.9(2) . . ?
O5 C37 C36 112.5(2) . . ?
O5 C37 H37 108.0 . . ?
C24 C37 C36 113.2(3) . . ?
C24 C37 H37 108.0 . . ?
C36 C37 H37 108.0 . . ?
O7 C38 H38A 109.5 . . ?
O7 C38 H38B 109.5 . . ?
O7 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
O8 C39 H39A 109.5 . . ?
O8 C39 H39B 109.5 . . ?
O8 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C36 C40 H40A 107.8 . . ?
C36 C40 H40B 107.8 . . ?
H40A C40 H40B 107.1 . . ?
C41 C40 C36 118.2(3) . . ?
C41 C40 H40A 107.8 . . ?
C41 C40 H40B 107.8 . . ?
C42 C41 C40 119.4(3) . . ?
C42 C41 C46 118.0(3) . . ?
C46 C41 C40 122.5(3) . . ?
C41 C42 H42 119.3 . . ?
C41 C42 C43 121.5(4) . . ?
C43 C42 H42 119.3 . . ?
C42 C43 H43 120.3 . . ?
C44 C43 C42 119.5(4) . . ?
C44 C43 H43 120.3 . . ?
C43 C44 H44 120.2 . . ?
C45 C44 C43 119.6(3) . . ?
C45 C44 H44 120.2 . . ?
C44 C45 H45 119.5 . . ?
C44 C45 C46 121.0(4) . . ?
C46 C45 H45 119.5 . . ?
C41 C46 C45 120.5(4) . . ?
C41 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.151 0.168 0.101 11.9 0.7 ?
2 0.229 0.221 0.464 12.0 0.5 ?
3 0.771 0.721 0.536 12.0 0.5 ?
4 0.849 0.668 0.899 11.9 0.7 ?

_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 4.628
_oxdiff_exptl_absorpt_empirical_full_min 0.273
####################################################################### 
# 
# 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_exp_907
_database_code_depnum_ccdc_archive 'CCDC 1947395'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2019-06-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C19 H26 O4)'
_chemical_formula_sum            'C38 H52 O8'
_chemical_formula_weight         636.79
_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.2554(2)
_cell_length_b                   19.3711(3)
_cell_length_c                   10.2742(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.900(2)
_cell_angle_gamma                90
_cell_volume                     1657.01(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    22645
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.3030
_cell_measurement_theta_min      4.5260
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.710
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51615
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0708
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            37450
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.074
_diffrn_reflns_theta_max         67.074
_diffrn_reflns_theta_min         4.565
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -48.00  10.00   1.00    1.00    --    0.00 -19.00-128.00   58
  2  ω     24.00  50.00   1.00    1.00    --    0.00  19.00  38.00   26
  3  ω     71.00 176.00   1.00    1.00    --   95.80  19.00  38.00  105
  4  ω     61.00  87.00   1.00    1.00    --   95.80 -19.00-128.00   26
  5  ω    -16.00  22.00   1.00    1.00    --    0.00  57.00   0.00   38
  6  ω     37.00  88.00   1.00    1.00    --    0.00  38.00-180.00   51
  7  ω     33.00  89.00   1.00    1.00    --    0.00  57.00 120.00   56
  8  ω    -23.00   9.00   1.00    1.00    --    0.00  57.00  60.00   32
  9  ω    -19.00  68.00   1.00    1.00    --    0.00  38.00   0.00   87
 10  ω     53.00  79.00   1.00    1.00    --    0.00  57.00   0.00   26
 11  ω    -19.00  33.00   1.00    1.00    --    0.00  38.00-180.00   52
 12  ω    -23.00  29.00   1.00    1.00    --    0.00  57.00 120.00   52
 13  ω    -21.00  53.00   1.00    1.00    --    0.00  57.00-120.00   74
 14  ω     13.00  69.00   1.00    1.00    --    0.00  57.00  60.00   56
 15  ω    -87.00  19.00   1.00    1.00    --    0.00 -38.00  60.00  106
 16  ω     50.00  77.00   1.00    1.00    --    0.00  82.00 -90.00   27
 17  ω    -27.00   5.00   1.00    1.00    --    0.00  82.00 -90.00   32
 18  ω    153.00 184.00   1.00    1.00    --   95.80  77.00 -30.00   31
 19  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -30.00   25
 20  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-150.00   25
 21  ω     63.00  88.00   1.00    1.00    --   95.80  82.00  90.00   25
 22  ω    149.00 175.00   1.00    1.00    --   95.80  82.00  60.00   26
 23  ω      6.00 126.00   1.00    1.00    --   95.80 -77.00   0.00  120
 24  ω     79.00 128.00   1.00    1.00    --   95.80 -82.00-180.00   49
 25  ω    141.00 167.00   1.00    1.00    --   95.80  45.00-180.00   26
 26  ω     75.00 118.00   1.00    1.00    --   95.80  45.00-180.00   43
 27  ω     63.00 100.00   1.00    1.00    --   95.80  82.00 -90.00   37
 28  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  12.94   26
 29  ω    131.00 157.00   1.00    1.00    --   95.80  82.00  12.94   26
 30  ω     68.00  98.00   1.00    1.00    --   95.80  71.00-131.57   30
 31  ω    140.00 170.00   1.00    1.00    --   95.80  71.00-131.57   30
 32  ω     73.00 119.00   1.00    1.00    --   95.80  54.00  17.07   46
 33  ω     67.00  92.00   1.00    1.00    --   95.80  72.00  88.37   25
 34  ω     40.00  67.00   1.00    1.00    --   95.80 -82.00  60.00   27
 35  ω     64.00  89.00   1.00    1.00    --   95.80  82.00  60.00   25
 36  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-180.00   26
 37  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 150.00   25
 38  ω    140.00 166.00   1.00    1.00    --   95.80  82.00 120.00   26
 39  ω    116.00 144.00   1.00    1.00    --   95.80  77.00-180.00   28
 40  ω     65.00  92.00   1.00    1.00    --   95.80  77.00  60.00   27
 41  ω     65.00  91.00   1.00    1.00    --   95.80  77.00   0.00   26
 42  ω     78.00 127.00   1.00    1.00    --   95.80 -82.00-120.00   49
 43  ω     94.00 183.00   1.00    1.00    --   95.80  77.00-100.11   89
 44  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-100.11   26
 45  ω     14.00  67.00   1.00    1.00    --   95.80 -82.00-120.00   53
 46  ω     63.00  88.00   1.00    1.00    --   95.80  82.00-120.00   25
 47  ω     39.00 127.00   1.00    1.00    --   95.80 -82.00 -30.00   88
 48  ω     75.00 110.00   1.00    1.00    --   95.80  45.00 -30.00   35
 49  ω     71.00 184.00   1.00    1.00    --   95.80  61.00-180.00  113
 50  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 120.00   25
 51  ω     38.00 127.00   1.00    1.00    --   95.80 -82.00 150.00   89
 52  ω     71.00  97.00   1.00    1.00    --   95.80  61.00   0.00   26
 53  ω     64.00  93.00   1.00    1.00    --   95.80  82.00 120.00   29
 54  ω     71.00 178.00   1.00    1.00    --   95.80  61.00-150.00  107
 55  ω     75.00 180.00   1.00    1.00    --   95.80  50.00  84.10  105
 56  ω     75.00 101.00   1.00    1.00    --   95.80  47.00 -43.72   26
 57  ω    120.00 185.00   1.00    1.00    --   95.80  47.00 -43.72   65
 58  ω     74.00 102.00   1.00    1.00    --   95.80  56.00 115.04   28
 59  ω     72.00 173.00   1.00    1.00    --   95.80  55.00  58.71  101
 60  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -60.00   25
 61  ω     74.00 120.00   1.00    1.00    --   95.80  54.00  43.48   46
 62  ω     71.00  97.00   1.00    1.00    --   95.80  61.00  60.00   26
 63  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -60.00   25
 64  ω     75.00 140.00   1.00    1.00    --   95.80  45.00 150.00   65
 65  ω     75.00 101.00   1.00    1.00    --   95.80  45.00   0.00   26
 66  ω     86.00 126.00   1.00    1.00    --   95.80 -82.00  60.00   40
 67  ω     64.00  90.00   1.00    1.00    --   95.80  82.00  30.00   26
 68  ω     92.00 117.00   1.00    1.00    --   95.80  77.00-150.00   25
 69  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-180.00   25
 70  ω     22.00  75.00   1.00    1.00    --   95.80 -82.00-180.00   53
 71  ω     65.00 178.00   1.00    1.00    --   95.80  77.00-120.00  113
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1707455000
_diffrn_orient_matrix_UB_12      0.0143598000
_diffrn_orient_matrix_UB_13      0.1182020000
_diffrn_orient_matrix_UB_21      -0.0571833000
_diffrn_orient_matrix_UB_22      -0.0142287000
_diffrn_orient_matrix_UB_23      0.1175232000
_diffrn_orient_matrix_UB_31      0.0425860000
_diffrn_orient_matrix_UB_32      -0.0769192000
_diffrn_orient_matrix_UB_33      0.0002380000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.866
_reflns_Friedel_fraction_full    0.921
_reflns_Friedel_fraction_max     0.921
_reflns_number_gt                5499
_reflns_number_total             5673
_reflns_odcompleteness_completeness 99.97
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.275
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 2462 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     423
_refine_ls_number_reflns         5673
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.061
_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)+(0.0652P)²+0.2424P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1025
_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:
 C7(H7), C26(H26)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11a,H11b), C15(H15a,H15b), C10(H10a,H10b), C29(H29a,H29b), C14(H14a,
 H14b), C12(H12a,H12b), C30(H30a,H30b), C13(H13a,H13b), C32(H32a,H32b),
 C33(H33a,H33b), C34(H34a,H34b), C31(H31a,H31b)
2.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C4(H4), C3(H3a), C35(H35), C22(H22), C23(H23)
2.d Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c), C17(H17a,H17b,H17c), C36(H36a,H36b,H36c), C37(H37a,H37b,
 H37c), C19(H19a,H19b,H19c), C38(H38a,H38b,H38c)
2.e Idealised tetrahedral OH refined as rotating group:
 O8(H8), O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.7900(2) 0.39210(10) 0.31996(18) 0.0258(4) Uani 1 1 d . . . . .
O8 O 0.3175(2) 0.03545(10) -0.02851(18) 0.0271(4) Uani 1 1 d . . . . .
H8 H 0.273523 0.031849 0.025257 0.041 Uiso 1 1 calc GR . . . .
O5 O 0.2676(2) 0.11430(11) 0.18040(19) 0.0274(4) Uani 1 1 d . . . . .
O3 O 0.85541(19) 0.36761(10) 0.59553(18) 0.0269(4) Uani 1 1 d . . . . .
H3 H 0.889647 0.370326 0.534337 0.040 Uiso 1 1 calc GR . . . .
O6 O 0.8759(2) 0.20431(10) 0.29135(18) 0.0268(4) Uani 1 1 d . . . . .
O4 O 0.7241(2) 0.28836(11) 0.82244(19) 0.0311(4) Uani 1 1 d . . . . .
O2 O 0.1835(2) 0.29975(10) 0.21160(17) 0.0266(4) Uani 1 1 d . . . . .
O7 O 0.2270(3) 0.08714(14) -0.3993(2) 0.0553(7) Uani 1 1 d . . . . .
C24 C 0.4218(3) 0.13795(13) 0.2199(3) 0.0222(5) Uani 1 1 d . . . . .
C2 C 0.3307(3) 0.32255(14) 0.2276(3) 0.0220(5) Uani 1 1 d . . . . .
C25 C 0.4743(3) 0.13357(13) 0.1099(3) 0.0210(5) Uani 1 1 d . . . . .
C1 C 0.4316(3) 0.34893(13) 0.3652(2) 0.0198(5) Uani 1 1 d . . . . .
C18 C 0.6751(3) 0.31068(14) 0.7008(3) 0.0230(5) Uani 1 1 d . . . . .
H18 H 0.653995 0.279287 0.626221 0.028 Uiso 1 1 calc R . . . .
C11 C 0.4083(3) 0.38970(14) 0.7267(2) 0.0225(5) Uani 1 1 d . . . . .
H11A H 0.428232 0.341940 0.757951 0.027 Uiso 1 1 calc R . . . .
H11B H 0.473116 0.418566 0.808749 0.027 Uiso 1 1 calc R . . . .
C9 C 0.4603(3) 0.40145(13) 0.6043(2) 0.0188(5) Uani 1 1 d . . . . .
C21 C 0.7292(3) 0.18174(14) 0.2760(3) 0.0224(5) Uani 1 1 d . . . . .
C7 C 0.6994(3) 0.39938(14) 0.5412(2) 0.0202(5) Uani 1 1 d . . . . .
H7 H 0.711380 0.449168 0.532012 0.024 Uiso 1 1 calc R . . . .
C5 C 0.6367(3) 0.36804(14) 0.2836(3) 0.0211(5) Uani 1 1 d . . . . .
C4 C 0.5359(3) 0.34288(14) 0.1478(2) 0.0242(5) Uani 1 1 d . . . . .
H4 H 0.570634 0.341267 0.075476 0.029 Uiso 1 1 calc R . . . .
C8 C 0.6455(3) 0.38687(13) 0.6617(2) 0.0195(5) Uani 1 1 d . . . . .
C15 C 0.4203(3) 0.47684(14) 0.5524(2) 0.0218(5) Uani 1 1 d . . . . .
H15A H 0.489248 0.507402 0.629267 0.026 Uiso 1 1 calc R . . . .
H15B H 0.443874 0.483908 0.470229 0.026 Uiso 1 1 calc R . . . .
C20 C 0.6283(3) 0.15447(13) 0.1386(2) 0.0206(5) Uani 1 1 d . . . . .
C10 C 0.3689(3) 0.35129(14) 0.4784(2) 0.0198(5) Uani 1 1 d . . . . .
H10A H 0.374873 0.305251 0.517551 0.024 Uiso 1 1 calc R . . . .
H10B H 0.256678 0.364633 0.432154 0.024 Uiso 1 1 calc R . . . .
C29 C 0.6927(3) 0.14883(14) 0.0272(3) 0.0237(5) Uani 1 1 d . . . . .
H29A H 0.804255 0.134585 0.075152 0.028 Uiso 1 1 calc R . . . .
H29B H 0.689370 0.194123 -0.014275 0.028 Uiso 1 1 calc R . . . .
C3 C 0.3826(3) 0.32003(14) 0.1196(3) 0.0244(5) Uani 1 1 d . . . . .
H3A H 0.314831 0.303068 0.028441 0.029 Uiso 1 1 calc R . . . .
C14 C 0.2443(3) 0.49658(15) 0.5087(3) 0.0256(6) Uani 1 1 d . . . . .
H14A H 0.230136 0.545499 0.486530 0.031 Uiso 1 1 calc R . . . .
H14B H 0.175644 0.471436 0.421905 0.031 Uiso 1 1 calc R . . . .
C6 C 0.5857(3) 0.37076(13) 0.3941(2) 0.0195(5) Uani 1 1 d . . . . .
C26 C 0.3563(3) 0.10640(14) -0.0369(2) 0.0230(5) Uani 1 1 d . . . . .
H26 H 0.256897 0.133041 -0.066798 0.028 Uiso 1 1 calc R . . . .
C28 C 0.6001(3) 0.09761(14) -0.0964(2) 0.0222(5) Uani 1 1 d . . . . .
C35 C 0.3158(3) 0.06764(15) -0.2811(3) 0.0274(6) Uani 1 1 d . . . . .
H35 H 0.324928 0.020318 -0.264138 0.033 Uiso 1 1 calc R . . . .
C22 C 0.6767(3) 0.18540(14) 0.3831(3) 0.0249(5) Uani 1 1 d . . . . .
H22 H 0.744087 0.202819 0.473904 0.030 Uiso 1 1 calc R . . . .
C12 C 0.2296(3) 0.40631(16) 0.6788(3) 0.0278(6) Uani 1 1 d . . . . .
H12A H 0.163966 0.375648 0.600596 0.033 Uiso 1 1 calc R . . . .
H12B H 0.202828 0.398734 0.758974 0.033 Uiso 1 1 calc R . . . .
C30 C 0.6354(3) 0.02228(14) -0.0413(3) 0.0234(5) Uani 1 1 d . . . . .
H30A H 0.608748 0.016937 0.039605 0.028 Uiso 1 1 calc R . . . .
H30B H 0.566184 -0.008404 -0.117739 0.028 Uiso 1 1 calc R . . . .
C13 C 0.1938(3) 0.48054(15) 0.6285(3) 0.0281(6) Uani 1 1 d . . . . .
H13A H 0.250270 0.511111 0.709820 0.034 Uiso 1 1 calc R . . . .
H13B H 0.079565 0.489070 0.593070 0.034 Uiso 1 1 calc R . . . .
C23 C 0.5224(3) 0.16287(14) 0.3544(3) 0.0254(6) Uani 1 1 d . . . . .
H23 H 0.487614 0.164762 0.426625 0.030 Uiso 1 1 calc R . . . .
C16 C 0.8482(3) 0.38647(17) 0.2115(3) 0.0305(6) Uani 1 1 d . . . . .
H16A H 0.782304 0.413914 0.128995 0.046 Uiso 1 1 calc GR . . . .
H16B H 0.844180 0.339088 0.182746 0.046 Uiso 1 1 calc GR . . . .
H16C H 0.957104 0.402668 0.250382 0.046 Uiso 1 1 calc GR . . . .
C17 C 0.0747(3) 0.27416(16) 0.0720(3) 0.0317(6) Uani 1 1 d . . . . .
H17A H 0.046770 0.310806 0.002285 0.048 Uiso 1 1 calc GR . . . .
H17B H -0.020650 0.257093 0.075962 0.048 Uiso 1 1 calc GR . . . .
H17C H 0.125170 0.237460 0.044187 0.048 Uiso 1 1 calc GR . . . .
C32 C 0.8628(3) 0.01161(17) -0.1132(3) 0.0320(6) Uani 1 1 d . . . . .
H32A H 0.803409 -0.019304 -0.193132 0.038 Uiso 1 1 calc R . . . .
H32B H 0.976150 0.000857 -0.077087 0.038 Uiso 1 1 calc R . . . .
C36 C 0.2080(3) 0.12064(18) 0.2872(3) 0.0339(7) Uani 1 1 d . . . . .
H36A H 0.097632 0.106369 0.246453 0.051 Uiso 1 1 calc GR . . . .
H36B H 0.216124 0.167856 0.318023 0.051 Uiso 1 1 calc GR . . . .
H36C H 0.270339 0.091941 0.368767 0.051 Uiso 1 1 calc GR . . . .
C27 C 0.4153(3) 0.11550(14) -0.1559(2) 0.0234(6) Uani 1 1 d . . . . .
C33 C 0.8335(4) 0.08614(17) -0.1667(3) 0.0324(6) Uani 1 1 d . . . . .
H33A H 0.861576 0.091313 -0.246764 0.039 Uiso 1 1 calc R . . . .
H33B H 0.902054 0.116635 -0.089483 0.039 Uiso 1 1 calc R . . . .
C37 C 0.9867(3) 0.22690(17) 0.4319(3) 0.0329(6) Uani 1 1 d . . . . .
H37A H 1.083575 0.242650 0.428841 0.049 Uiso 1 1 calc GR . . . .
H37B H 1.011276 0.189244 0.498933 0.049 Uiso 1 1 calc GR . . . .
H37C H 0.939987 0.264014 0.462453 0.049 Uiso 1 1 calc GR . . . .
C19 C 0.7530(3) 0.42957(14) 0.7948(2) 0.0232(5) Uani 1 1 d . . . . .
H19A H 0.733604 0.416248 0.875767 0.035 Uiso 1 1 calc GR . . . .
H19B H 0.729000 0.477718 0.774778 0.035 Uiso 1 1 calc GR . . . .
H19C H 0.863696 0.421453 0.817085 0.035 Uiso 1 1 calc GR . . . .
C34 C 0.6574(3) 0.10686(15) -0.2161(3) 0.0282(6) Uani 1 1 d . . . . .
H34A H 0.590292 0.079094 -0.299184 0.034 Uiso 1 1 calc R . . . .
H34B H 0.643964 0.154798 -0.246352 0.034 Uiso 1 1 calc R . . . .
C31 C 0.8103(3) 0.00039(15) 0.0068(3) 0.0282(6) Uani 1 1 d . . . . .
H31A H 0.879237 0.026885 0.091353 0.034 Uiso 1 1 calc R . . . .
H31B H 0.822121 -0.048022 0.033632 0.034 Uiso 1 1 calc R . . . .
C38 C 0.3799(4) 0.19063(15) -0.2081(3) 0.0302(6) Uani 1 1 d . . . . .
H38A H 0.267512 0.199914 -0.240838 0.045 Uiso 1 1 calc GR . . . .
H38B H 0.408644 0.197766 -0.286227 0.045 Uiso 1 1 calc GR . . . .
H38C H 0.441378 0.221174 -0.129714 0.045 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 C5 1.381(3) . ?
O1 C16 1.438(3) . ?
O8 H8 0.8200 . ?
O8 C26 1.433(3) . ?
O5 C24 1.381(3) . ?
O5 C36 1.432(3) . ?
O3 H3 0.8200 . ?
O3 C7 1.439(3) . ?
O6 C21 1.368(3) . ?
O6 C37 1.426(3) . ?
O4 C18 1.208(3) . ?
O2 C2 1.372(3) . ?
O2 C17 1.434(3) . ?
O7 C35 1.192(3) . ?
C24 C25 1.414(3) . ?
C24 C23 1.373(4) . ?
C2 C1 1.407(3) . ?
C2 C3 1.390(3) . ?
C25 C20 1.384(4) . ?
C25 C26 1.518(3) . ?
C1 C10 1.510(3) . ?
C1 C6 1.390(3) . ?
C18 H18 0.9300 . ?
C18 C8 1.523(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C9 1.547(3) . ?
C11 C12 1.539(3) . ?
C9 C8 1.576(3) . ?
C9 C15 1.543(4) . ?
C9 C10 1.542(3) . ?
C21 C20 1.411(3) . ?
C21 C22 1.385(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.543(3) . ?
C7 C6 1.519(3) . ?
C5 C4 1.385(3) . ?
C5 C6 1.409(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.390(4) . ?
C8 C19 1.535(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C14 1.536(3) . ?
C20 C29 1.508(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C28 1.543(3) . ?
C3 H3A 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C13 1.528(3) . ?
C26 H26 0.9800 . ?
C26 C27 1.552(3) . ?
C28 C30 1.548(4) . ?
C28 C27 1.583(3) . ?
C28 C34 1.547(3) . ?
C35 H35 0.9300 . ?
C35 C27 1.526(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.396(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.515(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.532(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C23 H23 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.526(4) . ?
C32 C31 1.526(3) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C27 C38 1.536(4) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.534(4) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 O1 C16 117.0(2) . . ?
C26 O8 H8 109.5 . . ?
C24 O5 C36 116.2(2) . . ?
C7 O3 H3 109.5 . . ?
C21 O6 C37 116.95(19) . . ?
C2 O2 C17 117.24(19) . . ?
O5 C24 C25 114.6(2) . . ?
C23 C24 O5 124.9(2) . . ?
C23 C24 C25 120.4(2) . . ?
O2 C2 C1 115.2(2) . . ?
O2 C2 C3 124.4(2) . . ?
C3 C2 C1 120.4(2) . . ?
C24 C25 C26 117.8(2) . . ?
C20 C25 C24 119.5(2) . . ?
C20 C25 C26 122.7(2) . . ?
C2 C1 C10 118.4(2) . . ?
C6 C1 C2 119.7(2) . . ?
C6 C1 C10 122.0(2) . . ?
O4 C18 H18 117.9 . . ?
O4 C18 C8 124.3(2) . . ?
C8 C18 H18 117.9 . . ?
H11A C11 H11B 107.9 . . ?
C9 C11 H11A 109.1 . . ?
C9 C11 H11B 109.1 . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C12 C11 C9 112.39(19) . . ?
C11 C9 C8 110.08(18) . . ?
C15 C9 C11 107.90(19) . . ?
C15 C9 C8 110.89(19) . . ?
C10 C9 C11 109.77(19) . . ?
C10 C9 C8 107.99(19) . . ?
C10 C9 C15 110.22(18) . . ?
O6 C21 C20 115.1(2) . . ?
O6 C21 C22 124.5(2) . . ?
C22 C21 C20 120.3(2) . . ?
O3 C7 H7 108.8 . . ?
O3 C7 C8 104.06(18) . . ?
O3 C7 C6 111.79(19) . . ?
C8 C7 H7 108.8 . . ?
C6 C7 H7 108.8 . . ?
C6 C7 C8 114.48(19) . . ?
O1 C5 C4 123.5(2) . . ?
O1 C5 C6 115.8(2) . . ?
C4 C5 C6 120.7(2) . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 119.9(2) . . ?
C3 C4 H4 120.0 . . ?
C18 C8 C9 108.26(19) . . ?
C18 C8 C7 106.3(2) . . ?
C18 C8 C19 108.37(19) . . ?
C7 C8 C9 110.62(17) . . ?
C19 C8 C9 114.4(2) . . ?
C19 C8 C7 108.61(19) . . ?
C9 C15 H15A 108.8 . . ?
C9 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C14 C15 C9 113.6(2) . . ?
C14 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C25 C20 C21 119.5(2) . . ?
C25 C20 C29 121.9(2) . . ?
C21 C20 C29 118.6(2) . . ?
C1 C10 C9 114.27(19) . . ?
C1 C10 H10A 108.7 . . ?
C1 C10 H10B 108.7 . . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C20 C29 H29A 108.7 . . ?
C20 C29 H29B 108.7 . . ?
C20 C29 C28 114.2(2) . . ?
H29A C29 H29B 107.6 . . ?
C28 C29 H29A 108.7 . . ?
C28 C29 H29B 108.7 . . ?
C2 C3 C4 120.0(2) . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 H3A 120.0 . . ?
C15 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C13 C14 C15 111.8(2) . . ?
C13 C14 H14A 109.2 . . ?
C13 C14 H14B 109.2 . . ?
C1 C6 C7 121.6(2) . . ?
C1 C6 C5 119.4(2) . . ?
C5 C6 C7 119.0(2) . . ?
O8 C26 C25 111.31(19) . . ?
O8 C26 H26 107.4 . . ?
O8 C26 C27 109.9(2) . . ?
C25 C26 H26 107.4 . . ?
C25 C26 C27 113.3(2) . . ?
C27 C26 H26 107.4 . . ?
C29 C28 C30 110.6(2) . . ?
C29 C28 C27 107.2(2) . . ?
C29 C28 C34 108.6(2) . . ?
C30 C28 C27 111.6(2) . . ?
C34 C28 C30 108.0(2) . . ?
C34 C28 C27 110.82(19) . . ?
O7 C35 H35 118.0 . . ?
O7 C35 C27 124.0(3) . . ?
C27 C35 H35 118.0 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.8(2) . . ?
C23 C22 H22 120.1 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 C11 110.6(2) . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C28 C30 H30A 108.8 . . ?
C28 C30 H30B 108.8 . . ?
H30A C30 H30B 107.7 . . ?
C31 C30 C28 113.8(2) . . ?
C31 C30 H30A 108.8 . . ?
C31 C30 H30B 108.8 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C12 C13 C14 111.7(2) . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 107.9 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
O1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 C33 110.9(2) . . ?
O5 C36 H36A 109.5 . . ?
O5 C36 H36B 109.5 . . ?
O5 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C26 C27 C28 111.32(18) . . ?
C35 C27 C26 107.7(2) . . ?
C35 C27 C28 110.2(2) . . ?
C35 C27 C38 108.9(2) . . ?
C38 C27 C26 106.7(2) . . ?
C38 C27 C28 111.9(2) . . ?
C32 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
C32 C33 C34 111.3(2) . . ?
H33A C33 H33B 108.0 . . ?
C34 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
O6 C37 H37A 109.5 . . ?
O6 C37 H37B 109.5 . . ?
O6 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C8 C19 H19A 109.5 . . ?
C8 C19 H19B 109.5 . . ?
C8 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C28 C34 H34A 109.0 . . ?
C28 C34 H34B 109.0 . . ?
C33 C34 C28 113.0(2) . . ?
C33 C34 H34A 109.0 . . ?
C33 C34 H34B 109.0 . . ?
H34A C34 H34B 107.8 . . ?
C30 C31 H31A 109.3 . . ?
C30 C31 H31B 109.3 . . ?
C32 C31 C30 111.4(2) . . ?
C32 C31 H31A 109.3 . . ?
C32 C31 H31B 109.3 . . ?
H31A C31 H31B 108.0 . . ?
C27 C38 H38A 109.5 . . ?
C27 C38 H38B 109.5 . . ?
C27 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_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 2.073
_oxdiff_exptl_absorpt_empirical_full_min 0.465
####################################################################### 
# 
# 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_exp_809
_database_code_depnum_ccdc_archive 'CCDC 1947392'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2019-05-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H21 F24 O4, C39 H22 F24 O4'
_chemical_formula_sum            'C78 H43 F48 O8'
_chemical_formula_weight         2020.12
_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'
F F 0.0727 0.0534 '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                   10.53300(10)
_cell_length_b                   32.5011(2)
_cell_length_c                   12.42090(10)
_cell_angle_alpha                90
_cell_angle_beta                 111.3170(10)
_cell_angle_gamma                90
_cell_volume                     3961.18(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    57042
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      74.3100
_cell_measurement_theta_min      4.0630
_shelx_estimated_absorpt_T_max   0.751
_shelx_estimated_absorpt_T_min   0.498
_exptl_absorpt_coefficient_mu    1.685
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2014
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            103203
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.783
_diffrn_reflns_theta_min         4.055
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  78.00   1.00    1.00    --    0.00  38.00  30.00   96
  2  ω     26.00  63.00   1.00    1.00    --    0.00  57.00 120.00   37
  3  ω     54.00  84.00   1.00    1.00    --    0.00  57.00-150.00   30
  4  ω    -19.00  88.00   1.00    1.00    --    0.00  38.00  90.00  107
  5  ω    -22.00  18.00   1.00    1.00    --    0.00  57.00 120.00   40
  6  ω    -17.00  88.00   1.00    1.00    --    0.00  38.00 -30.00  105
  7  ω    -16.00  89.00   1.00    1.00    --    0.00  38.00 -90.00  105
  8  ω    -20.00  53.00   1.00    1.00    --    0.00  57.00-150.00   73
  9  ω    -32.00  67.00   1.00    1.00    --    0.00  82.00 150.00   99
 10  ω     66.00  92.00   1.00    1.00    --   95.80  74.00  54.92   26
 11  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-104.90   26
 12  ω    152.00 178.00   1.00    1.00    --   95.80  74.00 141.30   26
 13  ω    138.00 182.00   1.00    1.00    --   95.80  82.00-104.90   44
 14  ω     63.00  90.00   1.00    1.00    --   95.80  82.00 102.58   27
 15  ω    150.00 178.00   1.00    1.00    --   95.80  60.00 -46.30   28
 16  ω     73.00 134.00   1.00    1.00    --   95.80  54.00  -5.25   61
 17  ω     66.00  92.00   1.00    1.00    --   95.80  74.00 141.30   26
 18  ω    129.00 156.00   1.00    1.00    --   95.80  77.00  30.00   27
 19  ω      6.00 127.00   1.00    1.00    --   95.80 -82.00   0.00  121
 20  ω    102.00 129.00   1.00    1.00    --   95.80  79.00 164.40   27
 21  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  90.00   25
 22  ω     46.00 127.00   1.00    1.00    --   95.80 -82.00  90.00   81
 23  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  60.00   26
 24  ω     63.00  90.00   1.00    1.00    --   95.80  82.00  90.00   27
 25  ω     63.00  90.00   1.00    1.00    --   95.80  82.00 -60.00   27
 26  ω     63.00  90.00   1.00    1.00    --   95.80  82.00 -90.00   27
 27  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-120.00   26
 28  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-150.00   26
 29  ω      6.00 126.00   1.00    1.00    --   95.80 -77.00  30.00  120
 30  ω     71.00 181.00   1.00    1.00    --   95.80  61.00   0.00  110
 31  ω     71.00 134.00   1.00    1.00    --   95.80  60.00 -46.30   63
 32  ω      7.00 123.00   1.00    1.00    --   95.80 -82.00-180.00  116
 33  ω     75.00 185.00   1.00    1.00    --   95.80  45.00-120.00  110
 34  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -60.00   26
 35  ω    133.00 167.00   1.00    1.00    --   95.80  82.00-144.66   34
 36  ω     65.00  90.00   1.00    1.00    --   95.80  79.00 164.40   25
 37  ω     64.00  89.00   1.00    1.00    --   95.80  82.00-120.00   25
 38  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  60.00   26
 39  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -30.00   26
 40  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  30.00   25
 41  ω     72.00  99.00   1.00    1.00    --   95.80  61.00 120.00   27
 42  ω     71.00  97.00   1.00    1.00    --   95.80  61.00 -60.00   26
 43  ω     71.00 162.00   1.00    1.00    --   95.80  61.00 -30.00   91
 44  ω     72.00  99.00   1.00    1.00    --   95.80  61.00  90.00   27
 45  ω    129.00 171.00   1.00    1.00    --   95.80  61.00  90.00   42
 46  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 47  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-180.00   26
 48  ω     47.00 122.00   1.00    1.00    --   95.80 -82.00 -90.00   75
 49  ω     75.00 146.00   1.00    1.00    --   95.80  45.00 120.00   71
 50  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-144.66   26
 51  ω     71.00  97.00   1.00    1.00    --   95.80  61.00 -90.00   26
 52  ω     72.00 185.00   1.00    1.00    --   95.80  61.00  30.00  113
 53  ω     72.00 125.00   1.00    1.00    --   95.80  61.00 150.00   53
 54  ω    129.00 160.00   1.00    1.00    --   95.80  61.00 150.00   31
 55  ω     65.00  91.00   1.00    1.00    --   95.80  77.00   0.00   26
 56  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 120.00   26
 57  ω     76.00 173.00   1.00    1.00    --   95.80  45.00-150.00   97
 58  ω     75.00 181.00   1.00    1.00    --   95.80  45.00 -90.00  106
 59  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 150.00   26
 60  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -30.00   26
 61  ω     65.00  95.00   1.00    1.00    --   95.80  77.00-180.00   30
 62  ω     99.00 180.00   1.00    1.00    --   95.80  82.00 102.58   81
 63  ω     68.00 184.00   1.00    1.00    --   95.80  68.00  53.08  116
 64  ω     66.00  92.00   1.00    1.00    --   95.80  74.00  29.18   26
 65  ω     71.00  99.00   1.00    1.00    --   95.80  61.00-180.00   28
 66  ω     20.00 126.00   1.00    1.00    --   95.80 -77.00-150.00  106
 67  ω    131.00 156.00   1.00    1.00    --   95.80  57.00  19.68   25
 68  ω     72.00  98.00   1.00    1.00    --   95.80  57.00  19.68   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0420230000
_diffrn_orient_matrix_UB_12      0.0285868000
_diffrn_orient_matrix_UB_13      -0.1062081000
_diffrn_orient_matrix_UB_21      -0.0801074000
_diffrn_orient_matrix_UB_22      -0.0355747000
_diffrn_orient_matrix_UB_23      -0.0767767000
_diffrn_orient_matrix_UB_31      -0.1283087000
_diffrn_orient_matrix_UB_32      0.0128671000
_diffrn_orient_matrix_UB_33      0.0234274000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.947
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                15675
_reflns_number_total             15951
_reflns_odcompleteness_completeness 99.96
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.719
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details 
;
 Flack x determined using 7220 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1250
_refine_ls_number_reflns         15951
_refine_ls_number_restraints     100
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0454
_refine_ls_restrained_S_all      1.177
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0528P)²+4.5068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1131
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C28-F7 = C28-F8 = C28-F9
 1.32 with sigma of 0.01
 C28-F7' = C28-F8' = C28-F9'
 1.32 with sigma of 0.01
 C28-F7 \\sim C28-F8 \\sim C28-F9 \\sim C28-F7' \\sim C28-F8' \\sim C28-F9'
 with sigma of 0.02
 F7-F7' \\sim F7'-F8 \\sim F8-F8' \\sim F8'-F9 \\sim F9-F9' \\sim F9'-F7
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F7 \\sim F8 \\sim F9 \\sim F7' \\sim F8' \\sim F9': within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
Uanis(F25) \\sim Ueq, Uanis(F7) \\sim Ueq, Uanis(F7') \\sim Ueq, Uanis(F26)
\\sim Ueq, Uanis(F8') \\sim Ueq: with sigma of 0.002 and sigma for terminal
atoms of 0.004
Uanis(F2) \\sim Ueq, Uanis(F1) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(F25) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(F26) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
4. Others
 Fixed Sof: F7(0.5) F8(0.5) F9(0.5) F7'(0.5) F8'(0.5) F9'(0.5)
5.a Ternary CH refined with riding coordinates:
 C74(H74), C75(H75), C35(H35), C36(H36)
5.b Aromatic/amide H refined with riding coordinates:
 C41(H41), C43(H43), C45(H45), C47(H47), C49(H49), C51(H51), C53(H53),
 C55(H55), C57(H57), C59(H59), C61(H61), C63(H63), C2(H2A), C4(H4), C6(H6),
 C8(H8), C10(H10), C12(H12), C14(H14), C16(H16), C18(H18), C20(H20), C22(H22),
 C24(H24)
5.c Idealised Me refined as rotating group:
 C77(H77A,H77B,H77C), C78(H78A,H78B,H78C), C38(H38A,H38B,H38C), C39(H39A,H39B,
 H39C)
;
_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
F1 F 1.4344(4) 0.50371(11) 1.2207(4) 0.0730(13) Uani 1 1 d . U . . .
F2 F 1.4003(4) 0.54945(19) 1.3241(3) 0.0854(14) Uani 1 1 d . U . . .
F3 F 1.5156(3) 0.56325(11) 1.2217(3) 0.0504(9) Uani 1 1 d . . . . .
F4 F 1.2139(3) 0.59256(9) 0.7742(2) 0.0402(7) Uani 1 1 d . . . . .
F5 F 1.0217(3) 0.56192(10) 0.7225(2) 0.0377(7) Uani 1 1 d . . . . .
F6 F 1.2076(4) 0.52712(10) 0.7793(2) 0.0448(8) Uani 1 1 d . . . . .
F10 F 0.7420(3) 0.50471(9) 1.3479(2) 0.0348(6) Uani 1 1 d . . . . .
F11 F 0.7543(4) 0.54741(9) 1.4836(3) 0.0463(8) Uani 1 1 d . . . . .
F12 F 0.9209(3) 0.50700(9) 1.5011(2) 0.0346(6) Uani 1 1 d . . . . .
F13 F 0.3604(4) 0.64665(9) 1.2523(3) 0.0488(8) Uani 1 1 d . . . . .
F14 F 0.2387(3) 0.70130(12) 1.2008(3) 0.0486(8) Uani 1 1 d . . . . .
F15 F 0.4550(3) 0.70542(10) 1.2666(2) 0.0416(7) Uani 1 1 d . . . . .
F16 F 0.2272(3) 0.72922(9) 0.6985(2) 0.0348(6) Uani 1 1 d . . . . .
F17 F 0.1491(4) 0.75862(10) 0.8159(3) 0.0574(10) Uani 1 1 d . . . . .
F18 F 0.0616(3) 0.70217(12) 0.7332(3) 0.0473(8) Uani 1 1 d . . . . .
F19 F 0.4398(5) 0.49717(9) 0.6847(3) 0.0591(11) Uani 1 1 d . . . . .
F20 F 0.3183(3) 0.52849(11) 0.5316(3) 0.0542(9) Uani 1 1 d . . . . .
F21 F 0.5163(3) 0.50815(9) 0.5488(3) 0.0433(7) Uani 1 1 d . . . . .
F22 F 0.5539(4) 0.68465(10) 0.5125(3) 0.0546(9) Uani 1 1 d . . . . .
F23 F 0.7467(4) 0.68549(12) 0.6471(3) 0.0544(9) Uani 1 1 d . . . . .
F24 F 0.7007(6) 0.64112(10) 0.5077(4) 0.0808(16) Uani 1 1 d . . . . .
F25 F 0.8881(8) 0.49554(17) 1.7972(4) 0.141(2) Uani 1 1 d . U . . .
F26 F 1.0482(5) 0.4541(2) 1.8852(6) 0.118(2) Uani 1 1 d . U . . .
F27 F 0.9078(4) 0.47175(10) 1.9569(3) 0.0524(8) Uani 1 1 d . . . . .
F28 F 0.7804(3) 0.32608(10) 1.9874(2) 0.0406(7) Uani 1 1 d . . . . .
F29 F 0.6429(3) 0.29703(10) 1.8335(3) 0.0469(8) Uani 1 1 d . . . . .
F30 F 0.8577(3) 0.29528(9) 1.8718(3) 0.0419(7) Uani 1 1 d . . . . .
F31 F 0.2078(5) 0.36640(11) 1.7062(3) 0.0657(11) Uani 1 1 d . . . . .
F32 F 0.0526(3) 0.41110(18) 1.6397(3) 0.0782(16) Uani 1 1 d . . . . .
F33 F 0.2502(4) 0.42825(11) 1.7559(2) 0.0490(8) Uani 1 1 d . . . . .
F34 F -0.0207(2) 0.45035(9) 1.2316(2) 0.0348(6) Uani 1 1 d . . . . .
F35 F 0.1568(3) 0.46568(8) 1.1923(2) 0.0300(6) Uani 1 1 d . . . . .
F36 F 0.0993(3) 0.50337(8) 1.3095(3) 0.0352(6) Uani 1 1 d . . . . .
F37 F 0.5077(4) 0.27279(9) 1.0193(3) 0.0578(10) Uani 1 1 d . . . . .
F38 F 0.3263(4) 0.30176(14) 1.0198(4) 0.0731(13) Uani 1 1 d . . . . .
F39 F 0.3930(4) 0.31040(11) 0.8788(2) 0.0513(9) Uani 1 1 d . . . . .
F40 F 0.5778(5) 0.45260(13) 0.9005(4) 0.0740(13) Uani 1 1 d . . . . .
F41 F 0.4270(4) 0.47085(9) 0.9629(3) 0.0540(9) Uani 1 1 d . . . . .
F42 F 0.6318(5) 0.48569(11) 1.0617(3) 0.0836(17) Uani 1 1 d . . . . .
F43 F 1.0893(3) 0.31740(9) 1.0996(2) 0.0376(7) Uani 1 1 d . . . . .
F44 F 1.0873(3) 0.38219(8) 1.1293(2) 0.0330(6) Uani 1 1 d . . . . .
F45 F 1.2679(2) 0.34718(10) 1.2189(2) 0.0345(6) Uani 1 1 d . . . . .
F46 F 1.1962(5) 0.24096(12) 1.5226(3) 0.0791(15) Uani 1 1 d . . . . .
F47 F 1.1354(3) 0.27674(10) 1.6395(3) 0.0437(8) Uani 1 1 d . . . . .
F48 F 1.3141(3) 0.29319(14) 1.6077(3) 0.0640(11) Uani 1 1 d . . . . .
O5 O 0.6047(3) 0.43427(8) 1.4498(2) 0.0179(5) Uani 1 1 d . . . . .
O6 O 0.8250(3) 0.40951(8) 1.4015(2) 0.0170(5) Uani 1 1 d . . . . .
O7 O 0.6861(3) 0.30727(8) 1.4032(2) 0.0173(5) Uani 1 1 d . . . . .
O8 O 0.5155(3) 0.32794(8) 1.4633(2) 0.0173(5) Uani 1 1 d . . . . .
C40 C 1.1041(4) 0.30596(13) 1.4576(3) 0.0235(8) Uani 1 1 d . . . . .
C41 C 1.1564(4) 0.31435(12) 1.3720(3) 0.0211(8) Uani 1 1 d . . . . .
H41 H 1.241154 0.304209 1.377604 0.025 Uiso 1 1 calc R . . . .
C42 C 1.0799(4) 0.33814(12) 1.2781(3) 0.0192(7) Uani 1 1 d . . . . .
C43 C 0.9555(4) 0.35419(11) 1.2717(3) 0.0179(7) Uani 1 1 d . . . . .
H43 H 0.905680 0.370119 1.208148 0.022 Uiso 1 1 calc R . . . .
C44 C 0.9034(4) 0.34695(11) 1.3586(3) 0.0164(7) Uani 1 1 d . . . . .
C45 C 0.9801(4) 0.32217(12) 1.4518(3) 0.0205(8) Uani 1 1 d . . . . .
H45 H 0.947360 0.316526 1.510414 0.025 Uiso 1 1 calc R . . . .
C46 C 0.8293(5) 0.42647(15) 1.7992(4) 0.0289(9) Uani 1 1 d . . . . .
C47 C 0.7440(4) 0.42930(13) 1.6838(3) 0.0233(8) Uani 1 1 d . . . . .
H47 H 0.745173 0.452909 1.641809 0.028 Uiso 1 1 calc R . . . .
C48 C 0.6571(4) 0.39710(11) 1.6307(3) 0.0158(7) Uani 1 1 d . . . . .
C49 C 0.6582(4) 0.36187(12) 1.6952(3) 0.0193(7) Uani 1 1 d . . . . .
H49 H 0.599043 0.340310 1.661507 0.023 Uiso 1 1 calc R . . . .
C50 C 0.7477(4) 0.35869(13) 1.8100(3) 0.0212(8) Uani 1 1 d . . . . .
C51 C 0.8328(4) 0.39100(15) 1.8623(4) 0.0276(9) Uani 1 1 d . . . . .
H51 H 0.891725 0.389023 1.938903 0.033 Uiso 1 1 calc R . . . .
C52 C 0.4124(4) 0.40909(11) 1.4925(3) 0.0155(7) Uani 1 1 d . . . . .
C53 C 0.3261(4) 0.42816(11) 1.3908(3) 0.0174(7) Uani 1 1 d . . . . .
H53 H 0.357111 0.433389 1.330939 0.021 Uiso 1 1 calc R . . . .
C54 C 0.1954(4) 0.43917(11) 1.3797(3) 0.0175(7) Uani 1 1 d . . . . .
C55 C 0.1446(4) 0.43117(12) 1.4665(3) 0.0197(8) Uani 1 1 d . . . . .
H55 H 0.056054 0.438485 1.457687 0.024 Uiso 1 1 calc R . . . .
C56 C 0.2295(4) 0.41203(13) 1.5664(3) 0.0204(8) Uani 1 1 d . . . . .
C57 C 0.3624(4) 0.40115(12) 1.5793(3) 0.0203(8) Uani 1 1 d . . . . .
H57 H 0.418198 0.388417 1.647045 0.024 Uiso 1 1 calc R . . . .
C58 C 0.6748(4) 0.37415(12) 1.2293(3) 0.0170(7) Uani 1 1 d . . . . .
C59 C 0.6553(4) 0.41212(12) 1.1740(3) 0.0205(8) Uani 1 1 d . . . . .
H59 H 0.701179 0.435116 1.214039 0.025 Uiso 1 1 calc R . . . .
C60 C 0.5681(4) 0.41607(13) 1.0598(4) 0.0258(9) Uani 1 1 d . . . . .
C61 C 0.4947(4) 0.38215(14) 0.9989(4) 0.0269(9) Uani 1 1 d . . . . .
H61 H 0.433585 0.384970 0.923356 0.032 Uiso 1 1 calc R . . . .
C62 C 0.5153(4) 0.34414(13) 1.0540(3) 0.0233(8) Uani 1 1 d . . . . .
C63 C 0.6071(4) 0.34006(12) 1.1679(3) 0.0194(7) Uani 1 1 d . . . . .
H63 H 0.622894 0.314262 1.202641 0.023 Uiso 1 1 calc R . . . .
C64 C 1.1318(4) 0.34594(13) 1.1823(3) 0.0211(8) Uani 1 1 d . . . . .
C65 C 1.1867(5) 0.27933(16) 1.5566(4) 0.0345(10) Uani 1 1 d . . . . .
C66 C 0.9182(6) 0.46210(19) 1.8570(4) 0.0457(14) Uani 1 1 d . . . . .
C67 C 0.7561(4) 0.31932(15) 1.8753(4) 0.0287(9) Uani 1 1 d . . . . .
C68 C 0.1822(4) 0.40471(15) 1.6656(4) 0.0275(9) Uani 1 1 d . . . . .
C69 C 0.1083(4) 0.46407(12) 1.2777(4) 0.0231(8) Uani 1 1 d . . . . .
C70 C 0.4350(5) 0.30755(15) 0.9929(4) 0.0304(10) Uani 1 1 d . . . . .
C71 C 0.5526(5) 0.45611(16) 0.9982(4) 0.0371(11) Uani 1 1 d . . . . .
C72 C 0.5609(4) 0.40075(11) 1.5040(3) 0.0153(7) Uani 1 1 d . . . . .
C73 C 0.7755(4) 0.37015(11) 1.3549(3) 0.0160(7) Uani 1 1 d . . . . .
C74 C 0.5677(4) 0.36370(11) 1.4278(3) 0.0152(7) Uani 1 1 d . . . . .
H74 H 0.511847 0.369745 1.347087 0.018 Uiso 1 1 calc R . . . .
C75 C 0.7100(4) 0.34951(11) 1.4344(3) 0.0150(7) Uani 1 1 d . . . . .
H75 H 0.773446 0.351400 1.514746 0.018 Uiso 1 1 calc R . . . .
C76 C 0.5813(4) 0.29211(11) 1.4399(3) 0.0178(7) Uani 1 1 d . . . . .
C77 C 0.4818(4) 0.26761(13) 1.3414(4) 0.0263(9) Uani 1 1 d . . . . .
H77A H 0.438443 0.285532 1.277074 0.039 Uiso 1 1 calc GR . . . .
H77B H 0.414004 0.255472 1.366339 0.039 Uiso 1 1 calc GR . . . .
H77C H 0.529880 0.246305 1.318547 0.039 Uiso 1 1 calc GR . . . .
C78 C 0.6433(5) 0.26737(13) 1.5502(4) 0.0280(9) Uani 1 1 d . . . . .
H78A H 0.679833 0.242125 1.533554 0.042 Uiso 1 1 calc GR . . . .
H78B H 0.574423 0.261335 1.581487 0.042 Uiso 1 1 calc GR . . . .
H78C H 0.715035 0.282996 1.605393 0.042 Uiso 1 1 calc GR . . . .
O1 O 0.8133(3) 0.55488(8) 1.0216(2) 0.0178(5) Uani 1 1 d . . . . .
O2 O 0.5627(3) 0.58415(8) 1.0016(2) 0.0178(5) Uani 1 1 d . . . . .
O3 O 0.7156(3) 0.68331(8) 0.9877(2) 0.0189(5) Uani 1 1 d . . . . .
O4 O 0.9352(3) 0.65955(8) 1.0524(2) 0.0185(5) Uani 1 1 d . . . . .
C1 C 1.0438(4) 0.57647(11) 1.0583(3) 0.0154(7) Uani 1 1 d . . . . .
C2 C 1.1653(4) 0.56676(11) 1.1481(3) 0.0185(7) Uani 1 1 d . . . . .
H2A H 1.170075 0.568011 1.224240 0.022 Uiso 1 1 calc R . . . .
C3 C 1.2796(4) 0.55519(12) 1.1241(3) 0.0190(7) Uani 1 1 d . . . . .
C4 C 1.2757(4) 0.55353(12) 1.0111(3) 0.0197(7) Uani 1 1 d . . . . .
H4 H 1.352796 0.546370 0.995605 0.024 Uiso 1 1 calc R . . . .
C5 C 1.1544(4) 0.56277(12) 0.9222(3) 0.0178(7) Uani 1 1 d . . . . .
C6 C 1.0392(4) 0.57406(11) 0.9445(3) 0.0171(7) Uani 1 1 d . . . . .
H6 H 0.958634 0.580056 0.883465 0.021 Uiso 1 1 calc R . . . .
C7 C 0.9299(4) 0.58893(11) 1.2056(3) 0.0163(7) Uani 1 1 d . . . . .
C8 C 1.0168(4) 0.61835(12) 1.2776(3) 0.0204(8) Uani 1 1 d . . . . .
H8 H 1.061109 0.637180 1.247042 0.024 Uiso 1 1 calc R . . . .
C9 C 1.0373(4) 0.61957(13) 1.3949(3) 0.0227(8) Uani 1 1 d . . . . .
C10 C 0.9746(4) 0.59163(13) 1.4434(3) 0.0228(8) Uani 1 1 d . . . . .
H10 H 0.989825 0.592333 1.521970 0.027 Uiso 1 1 calc R . . . .
C11 C 0.8880(4) 0.56240(12) 1.3713(3) 0.0198(7) Uani 1 1 d . . . . .
C12 C 0.8650(4) 0.56118(12) 1.2538(3) 0.0186(7) Uani 1 1 d . . . . .
H12 H 0.805752 0.541674 1.207020 0.022 Uiso 1 1 calc R . . . .
C13 C 0.4623(4) 0.64947(11) 0.9557(3) 0.0168(7) Uani 1 1 d . . . . .
C14 C 0.3746(4) 0.67248(11) 0.8640(3) 0.0173(7) Uani 1 1 d . . . . .
H14 H 0.380916 0.670763 0.791406 0.021 Uiso 1 1 calc R . . . .
C15 C 0.2770(4) 0.69811(12) 0.8812(3) 0.0193(7) Uani 1 1 d . . . . .
C16 C 0.2668(4) 0.70140(13) 0.9889(4) 0.0224(8) Uani 1 1 d . . . . .
H16 H 0.202464 0.718732 1.000149 0.027 Uiso 1 1 calc R . . . .
C17 C 0.3541(4) 0.67841(12) 1.0796(3) 0.0207(8) Uani 1 1 d . . . . .
C18 C 0.4506(4) 0.65272(12) 1.0636(3) 0.0194(7) Uani 1 1 d . . . . .
H18 H 0.508197 0.637476 1.125426 0.023 Uiso 1 1 calc R . . . .
C19 C 0.5620(4) 0.61288(12) 0.8212(3) 0.0168(7) Uani 1 1 d . . . . .
C20 C 0.5095(4) 0.57515(12) 0.7713(3) 0.0187(7) Uani 1 1 d . . . . .
H20 H 0.478161 0.556432 0.812584 0.022 Uiso 1 1 calc R . . . .
C21 C 0.5035(4) 0.56519(12) 0.6612(3) 0.0213(8) Uani 1 1 d . . . . .
C22 C 0.5490(4) 0.59257(13) 0.5972(3) 0.0233(8) Uani 1 1 d . . . . .
H22 H 0.544947 0.585737 0.523321 0.028 Uiso 1 1 calc R . . . .
C23 C 0.6004(4) 0.63010(12) 0.6455(3) 0.0216(8) Uani 1 1 d . . . . .
C24 C 0.6053(4) 0.64076(12) 0.7555(3) 0.0184(7) Uani 1 1 d . . . . .
H24 H 0.637630 0.666532 0.785639 0.022 Uiso 1 1 calc R . . . .
C25 C 1.1478(4) 0.56111(13) 0.7993(3) 0.0222(8) Uani 1 1 d . . . . .
C26 C 1.4076(4) 0.54329(14) 1.2212(4) 0.0246(8) Uani 1 1 d . . . . .
C27 C 0.8256(4) 0.53080(13) 1.4251(3) 0.0225(8) Uani 1 1 d . . . . .
C28 C 1.1325(5) 0.65149(13) 1.4694(3) 0.0328(10) Uani 1 1 d D . . . .
F7 F 1.0679(14) 0.6873(3) 1.4588(13) 0.060(4) Uani 0.5 1 d D U P A 1
F8 F 1.1892(9) 0.6419(3) 1.5800(6) 0.038(2) Uani 0.5 1 d D U P A 1
F9 F 1.2375(10) 0.6601(4) 1.4368(8) 0.063(4) Uani 0.5 1 d D U P A 1
F7' F 1.1383(12) 0.6494(4) 1.5766(8) 0.062(3) Uani 0.5 1 d D U P A 2
F8' F 1.2560(11) 0.6472(4) 1.4664(13) 0.075(4) Uani 0.5 1 d D U P A 2
F9' F 1.1022(14) 0.6893(3) 1.4349(12) 0.065(4) Uani 0.5 1 d D U P A 2
C29 C 0.3515(4) 0.68292(13) 1.1991(4) 0.0243(8) Uani 1 1 d . . . . .
C30 C 0.1793(5) 0.72193(14) 0.7820(4) 0.0266(9) Uani 1 1 d . . . . .
C31 C 0.4442(5) 0.52481(14) 0.6080(4) 0.0300(9) Uani 1 1 d . . . . .
C32 C 0.6525(5) 0.65946(14) 0.5783(4) 0.0299(9) Uani 1 1 d . . . . .
C33 C 0.9115(4) 0.58646(11) 1.0781(3) 0.0153(7) Uani 1 1 d . . . . .
C34 C 0.5745(4) 0.62175(11) 0.9459(3) 0.0162(7) Uani 1 1 d . . . . .
C35 C 0.8456(4) 0.62569(11) 1.0108(3) 0.0155(7) Uani 1 1 d . . . . .
H35 H 0.830518 0.621541 0.928934 0.019 Uiso 1 1 calc R . . . .
C36 C 0.7134(4) 0.64145(11) 1.0206(3) 0.0160(7) Uani 1 1 d . . . . .
H36 H 0.722515 0.640493 1.101945 0.019 Uiso 1 1 calc R . . . .
C37 C 0.8539(4) 0.69676(12) 1.0329(4) 0.0209(8) Uani 1 1 d . . . . .
C38 C 0.8779(5) 0.72272(14) 0.9407(4) 0.0299(9) Uani 1 1 d . . . . .
H38A H 0.869558 0.705813 0.875145 0.045 Uiso 1 1 calc GR . . . .
H38B H 0.967686 0.734387 0.971198 0.045 Uiso 1 1 calc GR . . . .
H38C H 0.811571 0.744415 0.917507 0.045 Uiso 1 1 calc GR . . . .
C39 C 0.8866(5) 0.71870(14) 1.1470(4) 0.0306(10) Uani 1 1 d . . . . .
H39A H 0.839282 0.744544 1.134498 0.046 Uiso 1 1 calc GR . . . .
H39B H 0.982953 0.723464 1.181071 0.046 Uiso 1 1 calc GR . . . .
H39C H 0.858192 0.702020 1.197993 0.046 Uiso 1 1 calc GR . . . .
H6A H 0.765(5) 0.4198(15) 1.417(4) 0.018(12) Uiso 1 1 d . . . . .
H5 H 0.589(5) 0.4582(16) 1.470(4) 0.018(11) Uiso 1 1 d . . . . .
H2 H 0.635(6) 0.5698(18) 1.014(5) 0.034(15) 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
F1 C26 1.318(6) . ?
F2 C26 1.323(5) . ?
F3 C26 1.308(5) . ?
F4 C25 1.336(5) . ?
F5 C25 1.325(5) . ?
F6 C25 1.339(5) . ?
F10 C27 1.342(5) . ?
F11 C27 1.335(5) . ?
F12 C27 1.345(5) . ?
F13 C29 1.338(5) . ?
F14 C29 1.337(5) . ?
F15 C29 1.327(5) . ?
F16 C30 1.330(5) . ?
F17 C30 1.341(5) . ?
F18 C30 1.331(6) . ?
F19 C31 1.322(6) . ?
F20 C31 1.326(6) . ?
F21 C31 1.348(5) . ?
F22 C32 1.341(6) . ?
F23 C32 1.347(6) . ?
F24 C32 1.307(6) . ?
F25 C66 1.290(8) . ?
F26 C66 1.310(8) . ?
F27 C66 1.322(6) . ?
F28 C67 1.340(5) . ?
F29 C67 1.329(6) . ?
F30 C67 1.338(5) . ?
F31 C68 1.334(6) . ?
F32 C68 1.300(5) . ?
F33 C68 1.331(5) . ?
F34 C69 1.345(5) . ?
F35 C69 1.335(5) . ?
F36 C69 1.351(5) . ?
F37 C70 1.337(6) . ?
F38 C70 1.318(6) . ?
F39 C70 1.325(5) . ?
F40 C71 1.338(7) . ?
F41 C71 1.323(6) . ?
F42 C71 1.328(6) . ?
F43 C64 1.335(5) . ?
F44 C64 1.348(5) . ?
F45 C64 1.338(5) . ?
F46 C65 1.332(6) . ?
F47 C65 1.327(6) . ?
F48 C65 1.336(7) . ?
O5 C72 1.441(4) . ?
O5 H5 0.85(5) . ?
O6 C73 1.423(4) . ?
O6 H6A 0.80(5) . ?
O7 C75 1.424(4) . ?
O7 C76 1.427(5) . ?
O8 C74 1.422(4) . ?
O8 C76 1.438(4) . ?
C40 C41 1.391(6) . ?
C40 C45 1.386(6) . ?
C40 C65 1.497(6) . ?
C41 H41 0.9300 . ?
C41 C42 1.387(6) . ?
C42 C43 1.384(5) . ?
C42 C64 1.500(5) . ?
C43 H43 0.9300 . ?
C43 C44 1.398(5) . ?
C44 C45 1.401(5) . ?
C44 C73 1.530(5) . ?
C45 H45 0.9300 . ?
C46 C47 1.391(6) . ?
C46 C51 1.387(7) . ?
C46 C66 1.498(6) . ?
C47 H47 0.9300 . ?
C47 C48 1.389(5) . ?
C48 C49 1.395(5) . ?
C48 C72 1.536(5) . ?
C49 H49 0.9300 . ?
C49 C50 1.398(5) . ?
C50 C51 1.381(6) . ?
C50 C67 1.500(6) . ?
C51 H51 0.9300 . ?
C52 C53 1.404(5) . ?
C52 C57 1.385(5) . ?
C52 C72 1.542(5) . ?
C53 H53 0.9300 . ?
C53 C54 1.380(5) . ?
C54 C55 1.391(6) . ?
C54 C69 1.502(5) . ?
C55 H55 0.9300 . ?
C55 C56 1.385(6) . ?
C56 C57 1.396(6) . ?
C56 C68 1.507(6) . ?
C57 H57 0.9300 . ?
C58 C59 1.390(5) . ?
C58 C63 1.387(5) . ?
C58 C73 1.540(5) . ?
C59 H59 0.9300 . ?
C59 C60 1.387(6) . ?
C60 C61 1.400(6) . ?
C60 C71 1.488(6) . ?
C61 H61 0.9300 . ?
C61 C62 1.390(6) . ?
C62 C63 1.400(5) . ?
C62 C70 1.496(6) . ?
C63 H63 0.9300 . ?
C72 C74 1.550(5) . ?
C73 C75 1.548(5) . ?
C74 H74 0.9800 . ?
C74 C75 1.542(5) . ?
C75 H75 0.9800 . ?
C76 C77 1.516(6) . ?
C76 C78 1.516(5) . ?
C77 H77A 0.9600 . ?
C77 H77B 0.9600 . ?
C77 H77C 0.9600 . ?
C78 H78A 0.9600 . ?
C78 H78B 0.9600 . ?
C78 H78C 0.9600 . ?
O1 C33 1.445(4) . ?
O2 C34 1.432(4) . ?
O2 H2 0.86(6) . ?
O3 C36 1.423(4) . ?
O3 C37 1.426(5) . ?
O4 C35 1.419(4) . ?
O4 C37 1.451(4) . ?
C1 C2 1.394(5) . ?
C1 C6 1.399(5) . ?
C1 C33 1.536(5) . ?
C2 H2A 0.9300 . ?
C2 C3 1.392(6) . ?
C3 C4 1.390(5) . ?
C3 C26 1.497(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(5) . ?
C5 C6 1.388(5) . ?
C5 C25 1.504(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.399(5) . ?
C7 C12 1.392(5) . ?
C7 C33 1.527(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.393(5) . ?
C9 C10 1.384(6) . ?
C9 C28 1.504(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.394(6) . ?
C11 C12 1.391(5) . ?
C11 C27 1.500(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.394(5) . ?
C13 C18 1.393(5) . ?
C13 C34 1.527(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.398(5) . ?
C15 C16 1.384(6) . ?
C15 C30 1.502(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(6) . ?
C17 C18 1.384(6) . ?
C17 C29 1.502(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.394(5) . ?
C19 C24 1.402(5) . ?
C19 C34 1.533(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.384(5) . ?
C21 C22 1.390(6) . ?
C21 C31 1.500(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.380(6) . ?
C23 C24 1.392(5) . ?
C23 C32 1.497(6) . ?
C24 H24 0.9300 . ?
C28 F7 1.330(9) . ?
C28 F8 1.321(7) . ?
C28 F9 1.339(8) . ?
C28 F7' 1.313(9) . ?
C28 F8' 1.323(10) . ?
C28 F9' 1.303(9) . ?
C33 C35 1.544(5) . ?
C34 C36 1.557(5) . ?
C35 H35 0.9800 . ?
C35 C36 1.530(5) . ?
C36 H36 0.9800 . ?
C37 C38 1.515(6) . ?
C37 C39 1.511(6) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C72 O5 H5 115(3) . . ?
C73 O6 H6A 106(4) . . ?
C75 O7 C76 109.0(3) . . ?
C74 O8 C76 109.3(3) . . ?
C41 C40 C65 117.9(4) . . ?
C45 C40 C41 120.9(4) . . ?
C45 C40 C65 121.2(4) . . ?
C40 C41 H41 120.6 . . ?
C42 C41 C40 118.8(4) . . ?
C42 C41 H41 120.6 . . ?
C41 C42 C64 119.5(4) . . ?
C43 C42 C41 120.5(4) . . ?
C43 C42 C64 120.0(3) . . ?
C42 C43 H43 119.3 . . ?
C42 C43 C44 121.4(3) . . ?
C44 C43 H43 119.3 . . ?
C43 C44 C45 117.7(3) . . ?
C43 C44 C73 118.9(3) . . ?
C45 C44 C73 123.0(3) . . ?
C40 C45 C44 120.8(4) . . ?
C40 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C47 C46 C66 120.0(4) . . ?
C51 C46 C47 120.8(4) . . ?
C51 C46 C66 119.2(4) . . ?
C46 C47 H47 119.8 . . ?
C48 C47 C46 120.4(4) . . ?
C48 C47 H47 119.8 . . ?
C47 C48 C49 118.7(3) . . ?
C47 C48 C72 120.2(3) . . ?
C49 C48 C72 121.1(3) . . ?
C48 C49 H49 119.7 . . ?
C48 C49 C50 120.5(4) . . ?
C50 C49 H49 119.7 . . ?
C49 C50 C67 120.0(4) . . ?
C51 C50 C49 120.4(4) . . ?
C51 C50 C67 119.6(4) . . ?
C46 C51 H51 120.4 . . ?
C50 C51 C46 119.1(4) . . ?
C50 C51 H51 120.4 . . ?
C53 C52 C72 117.6(3) . . ?
C57 C52 C53 118.6(4) . . ?
C57 C52 C72 123.7(3) . . ?
C52 C53 H53 120.0 . . ?
C54 C53 C52 120.0(4) . . ?
C54 C53 H53 120.0 . . ?
C53 C54 C55 121.6(3) . . ?
C53 C54 C69 120.3(4) . . ?
C55 C54 C69 117.8(3) . . ?
C54 C55 H55 120.9 . . ?
C56 C55 C54 118.3(4) . . ?
C56 C55 H55 120.9 . . ?
C55 C56 C57 120.7(4) . . ?
C55 C56 C68 120.4(4) . . ?
C57 C56 C68 118.8(4) . . ?
C52 C57 C56 120.8(4) . . ?
C52 C57 H57 119.6 . . ?
C56 C57 H57 119.6 . . ?
C59 C58 C73 119.9(3) . . ?
C63 C58 C59 118.9(3) . . ?
C63 C58 C73 121.1(3) . . ?
C58 C59 H59 119.6 . . ?
C60 C59 C58 120.7(4) . . ?
C60 C59 H59 119.6 . . ?
C59 C60 C61 120.6(4) . . ?
C59 C60 C71 121.0(4) . . ?
C61 C60 C71 118.4(4) . . ?
C60 C61 H61 120.7 . . ?
C62 C61 C60 118.5(4) . . ?
C62 C61 H61 120.7 . . ?
C61 C62 C63 120.5(4) . . ?
C61 C62 C70 119.9(4) . . ?
C63 C62 C70 119.5(4) . . ?
C58 C63 C62 120.6(4) . . ?
C58 C63 H63 119.7 . . ?
C62 C63 H63 119.7 . . ?
F43 C64 F44 105.7(3) . . ?
F43 C64 F45 107.4(3) . . ?
F43 C64 C42 112.1(3) . . ?
F44 C64 C42 111.9(3) . . ?
F45 C64 F44 106.2(3) . . ?
F45 C64 C42 113.0(3) . . ?
F46 C65 F48 106.8(5) . . ?
F46 C65 C40 111.6(4) . . ?
F47 C65 F46 106.6(4) . . ?
F47 C65 F48 105.9(4) . . ?
F47 C65 C40 113.2(4) . . ?
F48 C65 C40 112.2(4) . . ?
F25 C66 F26 109.5(6) . . ?
F25 C66 F27 104.7(6) . . ?
F25 C66 C46 113.3(4) . . ?
F26 C66 F27 103.4(5) . . ?
F26 C66 C46 112.7(5) . . ?
F27 C66 C46 112.5(4) . . ?
F28 C67 C50 111.9(4) . . ?
F29 C67 F28 107.4(4) . . ?
F29 C67 F30 106.5(4) . . ?
F29 C67 C50 112.7(3) . . ?
F30 C67 F28 106.1(3) . . ?
F30 C67 C50 111.8(4) . . ?
F31 C68 C56 112.0(4) . . ?
F32 C68 F31 107.0(5) . . ?
F32 C68 F33 108.2(4) . . ?
F32 C68 C56 113.7(4) . . ?
F33 C68 F31 104.2(4) . . ?
F33 C68 C56 111.2(4) . . ?
F34 C69 F36 105.7(3) . . ?
F34 C69 C54 113.1(3) . . ?
F35 C69 F34 107.1(3) . . ?
F35 C69 F36 106.5(3) . . ?
F35 C69 C54 113.5(3) . . ?
F36 C69 C54 110.4(3) . . ?
F37 C70 C62 112.3(4) . . ?
F38 C70 F37 106.8(5) . . ?
F38 C70 F39 107.3(4) . . ?
F38 C70 C62 111.5(4) . . ?
F39 C70 F37 105.1(4) . . ?
F39 C70 C62 113.2(4) . . ?
F40 C71 C60 111.7(4) . . ?
F41 C71 F40 103.6(4) . . ?
F41 C71 F42 105.8(5) . . ?
F41 C71 C60 113.4(4) . . ?
F42 C71 F40 108.1(5) . . ?
F42 C71 C60 113.6(4) . . ?
O5 C72 C48 109.5(3) . . ?
O5 C72 C52 108.0(3) . . ?
O5 C72 C74 102.0(3) . . ?
C48 C72 C52 112.2(3) . . ?
C48 C72 C74 114.0(3) . . ?
C52 C72 C74 110.5(3) . . ?
O6 C73 C44 104.0(3) . . ?
O6 C73 C58 110.6(3) . . ?
O6 C73 C75 108.2(3) . . ?
C44 C73 C58 110.2(3) . . ?
C44 C73 C75 111.0(3) . . ?
C58 C73 C75 112.4(3) . . ?
O8 C74 C72 109.7(3) . . ?
O8 C74 H74 109.0 . . ?
O8 C74 C75 102.5(3) . . ?
C72 C74 H74 109.0 . . ?
C75 C74 C72 117.4(3) . . ?
C75 C74 H74 109.0 . . ?
O7 C75 C73 108.6(3) . . ?
O7 C75 C74 101.6(3) . . ?
O7 C75 H75 109.0 . . ?
C73 C75 H75 109.0 . . ?
C74 C75 C73 119.1(3) . . ?
C74 C75 H75 109.0 . . ?
O7 C76 O8 105.7(3) . . ?
O7 C76 C77 108.2(3) . . ?
O7 C76 C78 110.0(3) . . ?
O8 C76 C77 110.2(3) . . ?
O8 C76 C78 109.2(3) . . ?
C77 C76 C78 113.3(3) . . ?
C76 C77 H77A 109.5 . . ?
C76 C77 H77B 109.5 . . ?
C76 C77 H77C 109.5 . . ?
H77A C77 H77B 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C76 C78 H78A 109.5 . . ?
C76 C78 H78B 109.5 . . ?
C76 C78 H78C 109.5 . . ?
H78A C78 H78B 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C34 O2 H2 109(4) . . ?
C36 O3 C37 107.5(3) . . ?
C35 O4 C37 108.1(3) . . ?
C2 C1 C6 118.7(3) . . ?
C2 C1 C33 122.9(3) . . ?
C6 C1 C33 118.3(3) . . ?
C1 C2 H2A 119.9 . . ?
C3 C2 C1 120.2(4) . . ?
C3 C2 H2A 119.9 . . ?
C2 C3 C26 119.5(4) . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 C26 119.4(3) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 C3 118.5(4) . . ?
C5 C4 H4 120.8 . . ?
C4 C5 C6 121.2(3) . . ?
C4 C5 C25 119.4(3) . . ?
C6 C5 C25 119.4(3) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.3(3) . . ?
C5 C6 H6 119.9 . . ?
C8 C7 C33 120.4(3) . . ?
C12 C7 C8 118.6(3) . . ?
C12 C7 C33 121.0(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.3(4) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C28 118.6(4) . . ?
C10 C9 C8 121.3(4) . . ?
C10 C9 C28 120.1(3) . . ?
C9 C10 H10 120.9 . . ?
C9 C10 C11 118.2(4) . . ?
C11 C10 H10 120.9 . . ?
C10 C11 C27 118.1(3) . . ?
C12 C11 C10 121.2(4) . . ?
C12 C11 C27 120.7(4) . . ?
C7 C12 H12 119.8 . . ?
C11 C12 C7 120.5(4) . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C34 123.6(3) . . ?
C18 C13 C14 118.7(3) . . ?
C18 C13 C34 117.6(3) . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0(4) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C30 120.3(4) . . ?
C16 C15 C14 120.9(4) . . ?
C16 C15 C30 118.8(3) . . ?
C15 C16 H16 120.6 . . ?
C15 C16 C17 118.8(4) . . ?
C17 C16 H16 120.6 . . ?
C16 C17 C29 120.4(4) . . ?
C18 C17 C16 120.9(4) . . ?
C18 C17 C29 118.6(4) . . ?
C13 C18 H18 119.7 . . ?
C17 C18 C13 120.6(4) . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C24 118.1(3) . . ?
C20 C19 C34 119.3(3) . . ?
C24 C19 C34 122.7(3) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.9(4) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 C22 120.9(4) . . ?
C20 C21 C31 120.2(4) . . ?
C22 C21 C31 118.9(4) . . ?
C21 C22 H22 120.7 . . ?
C23 C22 C21 118.6(4) . . ?
C23 C22 H22 120.7 . . ?
C22 C23 C24 121.1(4) . . ?
C22 C23 C32 119.1(4) . . ?
C24 C23 C32 119.9(4) . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.4(4) . . ?
C23 C24 H24 119.8 . . ?
F4 C25 F6 105.6(3) . . ?
F4 C25 C5 112.0(3) . . ?
F5 C25 F4 106.7(3) . . ?
F5 C25 F6 107.4(3) . . ?
F5 C25 C5 113.2(3) . . ?
F6 C25 C5 111.5(3) . . ?
F1 C26 F2 103.9(4) . . ?
F1 C26 C3 112.4(4) . . ?
F2 C26 C3 112.8(4) . . ?
F3 C26 F1 107.3(4) . . ?
F3 C26 F2 106.1(4) . . ?
F3 C26 C3 113.8(3) . . ?
F10 C27 F12 105.5(3) . . ?
F10 C27 C11 113.3(3) . . ?
F11 C27 F10 106.9(4) . . ?
F11 C27 F12 105.9(3) . . ?
F11 C27 C11 113.0(3) . . ?
F12 C27 C11 111.8(3) . . ?
F7 C28 C9 109.9(7) . . ?
F7 C28 F9 103.7(9) . . ?
F8 C28 C9 115.2(5) . . ?
F8 C28 F7 109.3(8) . . ?
F8 C28 F9 104.7(7) . . ?
F9 C28 C9 113.4(5) . . ?
F7' C28 C9 111.3(7) . . ?
F7' C28 F8' 109.9(9) . . ?
F8' C28 C9 110.6(7) . . ?
F9' C28 C9 114.8(7) . . ?
F9' C28 F7' 107.3(9) . . ?
F9' C28 F8' 102.5(9) . . ?
F13 C29 C17 112.3(3) . . ?
F14 C29 F13 106.8(4) . . ?
F14 C29 C17 113.2(4) . . ?
F15 C29 F13 106.2(4) . . ?
F15 C29 F14 105.9(4) . . ?
F15 C29 C17 111.9(4) . . ?
F16 C30 F17 106.7(4) . . ?
F16 C30 F18 106.6(4) . . ?
F16 C30 C15 113.0(3) . . ?
F17 C30 C15 111.8(4) . . ?
F18 C30 F17 106.5(4) . . ?
F18 C30 C15 111.9(4) . . ?
F19 C31 F20 106.8(4) . . ?
F19 C31 F21 107.1(4) . . ?
F19 C31 C21 113.2(3) . . ?
F20 C31 F21 105.1(4) . . ?
F20 C31 C21 112.6(4) . . ?
F21 C31 C21 111.4(4) . . ?
F22 C32 F23 103.4(4) . . ?
F22 C32 C23 111.7(4) . . ?
F23 C32 C23 112.5(3) . . ?
F24 C32 F22 105.8(4) . . ?
F24 C32 F23 109.6(5) . . ?
F24 C32 C23 113.2(4) . . ?
O1 C33 C1 107.6(3) . . ?
O1 C33 C7 109.9(3) . . ?
O1 C33 C35 102.8(3) . . ?
C1 C33 C35 110.1(3) . . ?
C7 C33 C1 113.4(3) . . ?
C7 C33 C35 112.4(3) . . ?
O2 C34 C13 105.0(3) . . ?
O2 C34 C19 109.7(3) . . ?
O2 C34 C36 106.9(3) . . ?
C13 C34 C19 114.0(3) . . ?
C13 C34 C36 107.3(3) . . ?
C19 C34 C36 113.4(3) . . ?
O4 C35 C33 109.6(3) . . ?
O4 C35 H35 108.6 . . ?
O4 C35 C36 102.5(3) . . ?
C33 C35 H35 108.6 . . ?
C36 C35 C33 118.5(3) . . ?
C36 C35 H35 108.6 . . ?
O3 C36 C34 109.4(3) . . ?
O3 C36 C35 100.8(3) . . ?
O3 C36 H36 108.7 . . ?
C34 C36 H36 108.7 . . ?
C35 C36 C34 120.0(3) . . ?
C35 C36 H36 108.7 . . ?
O3 C37 O4 105.5(3) . . ?
O3 C37 C38 107.5(3) . . ?
O3 C37 C39 111.4(3) . . ?
O4 C37 C38 109.9(3) . . ?
O4 C37 C39 108.5(3) . . ?
C39 C37 C38 113.7(4) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

_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 4.184
_oxdiff_exptl_absorpt_empirical_full_min 0.636
####################################################################### 
# 
# 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_exp_683
_database_code_depnum_ccdc_archive 'CCDC 1947390'
loop_
_audit_author_name
_audit_author_address
'Xiaoli Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2019-03-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C67 H102 O4)'
_chemical_formula_sum            'C134 H204 O8'
_chemical_formula_weight         1942.96
_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                   17.74070(10)
_cell_length_b                   27.9256(2)
_cell_length_c                   27.9774(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13860.56(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    74253
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.9410
_cell_measurement_theta_min      4.0300
_shelx_estimated_absorpt_T_max   0.913
_shelx_estimated_absorpt_T_min   0.823
_exptl_absorpt_coefficient_mu    0.422
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.931
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             4288
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0933
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            384609
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.827
_diffrn_reflns_theta_min         3.538
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  12.00   1.00    2.00    --    0.00  38.00-150.00   30
  2  ω    -30.00   7.00   1.00    2.00    --    0.00  77.00-120.00   37
  3  ω    -23.00  78.00   1.00    2.00    --    0.00  57.00  90.00  101
  4  ω     50.00  76.00   1.00    2.00    --    0.00  77.00-120.00   26
  5  ω    -19.00  84.00   1.00    2.00    --    0.00  38.00 -30.00  103
  6  ω     22.00  86.00   1.00    2.00    --    0.00  38.00-150.00   64
  7  ω    -17.00  86.00   1.00    2.00    --    0.00  38.00  30.00  103
  8  ω    -15.00  13.00   1.00    2.00    --    0.00  57.00-120.00   28
  9  ω    -18.00  20.00   1.00    2.00    --    0.00  38.00 150.00   38
 10  ω     -3.00  23.00   1.00    2.00    --    0.00 -57.00 -90.00   26
 11  ω    -89.00 -64.00   1.00    2.00    --    0.00 -57.00 -90.00   25
 12  ω     39.00  88.00   1.00    2.00    --    0.00  38.00 150.00   49
 13  ω    -27.00  70.00   1.00    2.00    --    0.00  82.00 150.00   97
 14  ω     46.00  84.00   1.00    2.00    --    0.00  57.00-120.00   38
 15  ω     19.00  45.00   1.00    2.00    --    0.00  77.00-120.00   26
 16  ω     64.00  90.00   1.00    5.00    --   95.80  79.00-130.44   26
 17  ω    154.00 182.00   1.00    5.00    --   95.80  79.00 110.44   28
 18  ω     68.00 184.00   1.00    5.00    --   95.80  69.00-145.88  116
 19  ω     64.00  89.00   1.00    5.00    --   95.80  79.00 110.44   25
 20  ω     66.00  91.00   1.00    5.00    --   95.80  75.00 171.06   25
 21  ω     71.00 168.00   1.00    5.00    --   95.80  60.00-151.59   97
 22  ω    145.00 172.00   1.00    5.00    --   95.80  47.00 111.64   27
 23  ω     96.00 124.00   1.00    5.00    --   95.80  76.00  19.54   28
 24  ω    127.00 163.00   1.00    5.00    --   95.80  76.00  19.54   36
 25  ω     65.00  90.00   1.00    5.00    --   95.80  77.00  79.18   25
 26  ω     67.00  92.00   1.00    5.00    --   95.80  71.00 157.29   25
 27  ω     65.00  91.00   1.00    5.00    --   95.80 -82.00  60.00   26
 28  ω     93.00 122.00   1.00    5.00    --   95.80 -82.00  60.00   29
 29  ω      6.00 125.00   1.00    5.00    --   95.80 -82.00-120.00  119
 30  ω     71.00 183.00   1.00    5.00    --   95.80  61.00 120.00  112
 31  ω     65.00  93.00   1.00    5.00    --   95.80  76.00  19.54   28
 32  ω     67.00  95.00   1.00    5.00    --   95.80  73.00  -4.26   28
 33  ω    149.00 175.00   1.00    5.00    --   95.80  72.00 -95.65   26
 34  ω     66.00  92.00   1.00    5.00    --   95.80  74.00 -36.99   26
 35  ω    107.00 171.00   1.00    5.00    --   95.80  78.00 -74.27   64
 36  ω     67.00  95.00   1.00    5.00    --   95.80  72.00 -95.65   28
 37  ω    146.00 183.00   1.00    5.00    --   95.80  71.00 -37.81   37
 38  ω     63.00  88.00   1.00    5.00    --   95.80  82.00-150.00   25
 39  ω     65.00 101.00   1.00    5.00    --   95.80  77.00  60.00   36
 40  ω     63.00  88.00   1.00    5.00    --   95.80  82.00-120.00   25
 41  ω     65.00  90.00   1.00    5.00    --   95.80  77.00 -90.00   25
 42  ω     63.00  89.00   1.00    5.00    --   95.80  82.00-180.00   26
 43  ω     63.00 128.00   1.00    5.00    --   95.80 -82.00 150.00   65
 44  ω     63.00  89.00   1.00    5.00    --   95.80  82.00   0.00   26
 45  ω     65.00  90.00   1.00    5.00    --   95.80  78.00 -74.27   25
 46  ω      7.00 126.00   1.00    5.00    --   95.80 -82.00  30.00  119
 47  ω     63.00  88.00   1.00    5.00    --   95.80  82.00 150.00   25
 48  ω     65.00  91.00   1.00    5.00    --   95.80  77.00 -60.00   26
 49  ω     65.00  91.00   1.00    5.00    --   95.80  77.00  90.00   26
 50  ω     65.00  90.00   1.00    5.00    --   95.80  77.00 120.00   25
 51  ω     63.00  89.00   1.00    5.00    --   95.80  82.00  30.00   26
 52  ω     65.00  90.00   1.00    5.00    --   95.80  77.00-180.00   25
 53  ω     95.00 121.00   1.00    5.00    --   95.80  77.00-180.00   26
 54  ω     65.00  94.00   1.00    5.00    --   95.80  77.00 -30.00   29
 55  ω     65.00 184.00   1.00    5.00    --   95.80  77.00  30.00  119
 56  ω     63.00  88.00   1.00    5.00    --   95.80  82.00 -90.00   25
 57  ω    114.00 140.00   1.00    5.00    --   95.80  82.00 -90.00   26
 58  ω     63.00  89.00   1.00    5.00    --   95.80  82.00  60.00   26
 59  ω     65.00  91.00   1.00    5.00    --   95.80  77.00-120.00   26
 60  ω     75.00 162.00   1.00    5.00    --   95.80  45.00 -90.00   87
 61  ω     66.00  91.00   1.00    5.00    --   95.80  74.00 136.01   25
 62  ω     65.00 137.00   1.00    5.00    --   95.80  77.00   0.00   72
 63  ω     71.00 140.00   1.00    5.00    --   95.80  61.00 -50.25   69
 64  ω     63.00  89.00   1.00    5.00    --   95.80  82.00 -30.00   26
 65  ω     99.00 125.00   1.00    5.00    --   95.80 -82.00-180.00   26
 66  ω    103.00 185.00   1.00    5.00    --   95.80  82.00  90.00   82
 67  ω     64.00 183.00   1.00    5.00    --   95.80  79.00  43.90  119
 68  ω      6.00  82.00   1.00    5.00    --   95.80 -82.00-180.00   76
 69  ω     63.00  88.00   1.00    5.00    --   95.80  82.00  90.00   25
 70  ω     48.00 125.00   1.00    5.00    --   95.80 -82.00   0.00   77
 71  ω     67.00 124.00   1.00    5.00    --   95.80 -82.00 -60.00   57
 72  ω    107.00 174.00   1.00    5.00    --   95.80  79.00-130.44   67
 73  ω     70.00 161.00   1.00    5.00    --   95.80  62.00 167.74   91
 74  ω     67.00  92.00   1.00    5.00    --   95.80  71.00 -37.81   25
 75  ω     75.00 111.00   1.00    5.00    --   95.80  47.00 111.64   36
 76  ω     72.00 182.00   1.00    5.00    --   95.80  56.00 -33.58  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0366676000
_diffrn_orient_matrix_UB_12      -0.0151649000
_diffrn_orient_matrix_UB_13      0.0475627000
_diffrn_orient_matrix_UB_21      0.0784743000
_diffrn_orient_matrix_UB_22      0.0031229000
_diffrn_orient_matrix_UB_23      -0.0233437000
_diffrn_orient_matrix_UB_31      0.0058886000
_diffrn_orient_matrix_UB_32      0.0529580000
_diffrn_orient_matrix_UB_33      0.0150153000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.858
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                26055
_reflns_number_total             28172
_reflns_odcompleteness_completeness 99.93
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.203
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 10967 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1343
_refine_ls_number_reflns         28172
_refine_ls_number_restraints     80
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0413
_refine_ls_restrained_S_all      1.064
_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)+(0.0534P)²+2.1909P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1029
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 C120, C123
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C120, C121
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C120, C122
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C33, C36
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C33, C34
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C33, C35
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C116, C119
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C116, C118
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
C120 \\sim C123: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C108 \\sim C110: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C108 \\sim C111: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C109 \\sim C108: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C120 \\sim C121: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C123 \\sim C120: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C122 \\sim C120: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C33 \\sim C36: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C33 \\sim C35: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C33 \\sim C34: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C37 \\sim C38: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C40 \\sim C37: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C37 \\sim C39: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
4.a Ternary CH refined with riding coordinates:
 C125(H125), C126(H126), C127(H127), C130(H130), C58(H58), C59(H59), C60(H60),
 C63(H63)
4.b Aromatic/amide H refined with riding coordinates:
 C69(H69), C71(H71), C73(H73), C75(H75), C77(H77), C79(H79), C81(H81),
 C83(H83), C85(H85), C87(H87), C89(H89), C91(H91), C2(H2), C4(H4A), C6(H6),
 C8(H8), C10(H10), C12(H12), C14(H14), C16(H16), C18(H18), C20(H20), C22(H22),
 C24(H24)
4.c Tetrahedral OH refined with riding coordinates:
 O5(H5), O3(H3)
4.d Idealised Me refined as rotating group:
 C93(H93A,H93B,H93C), C94(H94A,H94B,H94C), C95(H95A,H95B,H95C), C97(H97A,H97B,
 H97C), C98(H98A,H98B,H98C), C99(H99A,H99B,H99C), C101(H10A,H10B,H10C),
 C102(H10D,H10E,H10F), C103(H10G,H10H,H10I), C105(H10J,H10K,H10L), C106(H10M,
 H10N,H10O), C107(H10P,H10Q,H10R), C109(H10S,H10T,H10U), C110(H11A,H11B,H11C),
 C111(H11D,H11E,H11F), C113(H11G,H11H,H11I), C114(H11J,H11K,H11L), C115(H11M,
 H11N,H11O), C117(H11P,H11Q,H11R), C118(H11S,H11T,H11U), C119(H11V,H11W,H11X),
 C121(H12A,H12B,H12C), C122(H12D,H12E,H12F), C123(H12G,H12H,H12I), C128(H12J,
 H12K,H12L), C129(H12M,H12N,H12O), C131(H13A,H13B,H13C), C132(H13D,H13E,H13F),
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C30(H30A,H30B,
 H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C34(H34A,H34B,H34C), C35(H35A,
 H35B,H35C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C),
 C40(H40A,H40B,H40C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,
 H44C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C50(H50A,
 H50B,H50C), C51(H51A,H51B,H51C), C52(H52A,H52B,H52C), C54(H54A,H54B,H54C),
 C55(H55A,H55B,H55C), C56(H56A,H56B,H56C), C61(H61A,H61B,H61C), C62(H62A,H62B,
 H62C), C64(H64A,H64B,H64C), C65(H65A,H65B,H65C)
;
_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 0.01621(7) 0.58747(5) 0.29786(5) 0.0200(3) Uani 1 1 d . . . . .
O2 O -0.03040(7) 0.51708(5) 0.32611(5) 0.0222(3) Uani 1 1 d . . . . .
O4 O 0.15879(8) 0.47022(6) 0.34177(5) 0.0251(3) Uani 1 1 d . . . . .
O5 O 0.35349(7) 0.52410(5) 0.32777(5) 0.0228(3) Uani 1 1 d . . . . .
H5 H 0.335132 0.551027 0.326649 0.034 Uiso 1 1 calc R . . . .
O6 O 0.53827(7) 0.47380(5) 0.30680(5) 0.0201(3) Uani 1 1 d . . . . .
O7 O 0.48712(7) 0.40112(5) 0.28987(5) 0.0202(3) Uani 1 1 d . . . . .
O8 O 0.29412(8) 0.44156(5) 0.30574(5) 0.0224(3) Uani 1 1 d . . . . .
C68 C 0.37311(11) 0.41144(8) 0.44577(7) 0.0238(4) Uani 1 1 d . . . . .
C69 C 0.35593(11) 0.42370(7) 0.39868(7) 0.0201(4) Uani 1 1 d . . . . .
H69 H 0.338347 0.454343 0.391943 0.024 Uiso 1 1 calc R . . . .
C70 C 0.36461(10) 0.39088(7) 0.36148(7) 0.0185(4) Uani 1 1 d . . . . .
C71 C 0.38736(11) 0.34440(7) 0.37175(7) 0.0223(4) Uani 1 1 d . . . . .
H71 H 0.394199 0.322622 0.346977 0.027 Uiso 1 1 calc R . . . .
C72 C 0.40018(13) 0.32988(8) 0.41935(8) 0.0288(5) Uani 1 1 d . . . . .
C73 C 0.39442(13) 0.36435(8) 0.45506(8) 0.0286(5) Uani 1 1 d . . . . .
H73 H 0.405237 0.355602 0.486394 0.034 Uiso 1 1 calc R . . . .
C74 C 0.35402(11) 0.31005(7) 0.21131(7) 0.0207(4) Uani 1 1 d . . . . .
C75 C 0.28699(11) 0.28735(8) 0.22282(7) 0.0232(4) Uani 1 1 d . . . . .
H75 H 0.272455 0.260564 0.205349 0.028 Uiso 1 1 calc R . . . .
C76 C 0.24050(11) 0.30340(7) 0.25987(7) 0.0204(4) Uani 1 1 d . . . . .
C77 C 0.26453(11) 0.34217(7) 0.28670(7) 0.0198(4) Uani 1 1 d . . . . .
H77 H 0.234704 0.352957 0.311825 0.024 Uiso 1 1 calc R . . . .
C78 C 0.33281(10) 0.36557(7) 0.27688(7) 0.0174(4) Uani 1 1 d . . . . .
C79 C 0.37540(11) 0.34963(7) 0.23862(7) 0.0197(4) Uani 1 1 d . . . . .
H79 H 0.419593 0.365764 0.230867 0.024 Uiso 1 1 calc R . . . .
C80 C 0.45201(11) 0.62147(7) 0.41865(7) 0.0209(4) Uani 1 1 d . . . . .
C81 C 0.42286(11) 0.59210(7) 0.38293(7) 0.0184(4) Uani 1 1 d . . . . .
H81 H 0.372988 0.595982 0.373461 0.022 Uiso 1 1 calc R . . . .
C82 C 0.46666(10) 0.55712(7) 0.36114(7) 0.0177(4) Uani 1 1 d . . . . .
C83 C 0.54158(11) 0.55144(7) 0.37534(7) 0.0229(4) Uani 1 1 d . . . . .
H83 H 0.570751 0.527612 0.361300 0.027 Uiso 1 1 calc R . . . .
C84 C 0.57339(12) 0.58078(8) 0.41011(8) 0.0259(4) Uani 1 1 d . . . . .
C85 C 0.52775(12) 0.61580(8) 0.43124(8) 0.0249(4) Uani 1 1 d . . . . .
H85 H 0.548428 0.635872 0.454298 0.030 Uiso 1 1 calc R . . . .
C86 C 0.53725(12) 0.59239(8) 0.21961(8) 0.0278(4) Uani 1 1 d . . . . .
C87 C 0.48521(14) 0.58692(9) 0.18260(8) 0.0322(5) Uani 1 1 d . . . . .
H87 H 0.496404 0.599898 0.152822 0.039 Uiso 1 1 calc R . . . .
C88 C 0.41738(13) 0.56285(8) 0.18854(8) 0.0295(5) Uani 1 1 d . . . . .
C89 C 0.40077(12) 0.54487(7) 0.23399(7) 0.0228(4) Uani 1 1 d . . . . .
H89 H 0.354967 0.529515 0.239129 0.027 Uiso 1 1 calc R . . . .
C90 C 0.45111(11) 0.54947(7) 0.27141(7) 0.0195(4) Uani 1 1 d . . . . .
C91 C 0.51886(11) 0.57333(7) 0.26377(7) 0.0221(4) Uani 1 1 d . . . . .
H91 H 0.552673 0.576549 0.288967 0.027 Uiso 1 1 calc R . . . .
C92 C 0.36877(14) 0.44814(8) 0.48648(8) 0.0309(5) Uani 1 1 d . . . . .
C93 C 0.30285(16) 0.43483(9) 0.51954(9) 0.0385(6) Uani 1 1 d . . . . .
H93A H 0.256607 0.435495 0.501732 0.058 Uiso 1 1 calc GR . . . .
H93B H 0.300049 0.457402 0.545353 0.058 Uiso 1 1 calc GR . . . .
H93C H 0.310721 0.403261 0.532180 0.058 Uiso 1 1 calc GR . . . .
C94 C 0.44309(17) 0.44715(11) 0.51492(9) 0.0467(7) Uani 1 1 d . . . . .
H94A H 0.451315 0.415523 0.527317 0.070 Uiso 1 1 calc GR . . . .
H94B H 0.440168 0.469521 0.540908 0.070 Uiso 1 1 calc GR . . . .
H94C H 0.484107 0.455785 0.494266 0.070 Uiso 1 1 calc GR . . . .
C95 C 0.35729(18) 0.49950(9) 0.46823(8) 0.0412(6) Uani 1 1 d . . . . .
H95A H 0.398736 0.508291 0.447988 0.062 Uiso 1 1 calc GR . . . .
H95B H 0.354823 0.521062 0.494912 0.062 Uiso 1 1 calc GR . . . .
H95C H 0.311150 0.501250 0.450395 0.062 Uiso 1 1 calc GR . . . .
C96 C 0.42237(16) 0.27745(9) 0.42947(10) 0.0418(6) Uani 1 1 d . . . . .
C97 C 0.36239(19) 0.24313(9) 0.40623(11) 0.0491(7) Uani 1 1 d . . . . .
H97A H 0.313861 0.249061 0.420212 0.074 Uiso 1 1 calc GR . . . .
H97B H 0.376641 0.210451 0.411860 0.074 Uiso 1 1 calc GR . . . .
H97C H 0.360061 0.248938 0.372447 0.074 Uiso 1 1 calc GR . . . .
C98 C 0.4209(2) 0.26598(11) 0.48182(11) 0.0615(9) Uani 1 1 d . . . . .
H98A H 0.458541 0.284633 0.498017 0.092 Uiso 1 1 calc GR . . . .
H98B H 0.431252 0.232535 0.486346 0.092 Uiso 1 1 calc GR . . . .
H98C H 0.372122 0.273420 0.494622 0.092 Uiso 1 1 calc GR . . . .
C99 C 0.4973(2) 0.26696(13) 0.40682(18) 0.0857(14) Uani 1 1 d . . . . .
H99A H 0.494527 0.273230 0.373127 0.129 Uiso 1 1 calc GR . . . .
H99B H 0.510063 0.233940 0.411917 0.129 Uiso 1 1 calc GR . . . .
H99C H 0.535239 0.286989 0.420926 0.129 Uiso 1 1 calc GR . . . .
C100 C 0.16675(12) 0.27649(7) 0.27057(8) 0.0248(4) Uani 1 1 d . . . . .
C101 C 0.12323(13) 0.26660(10) 0.22384(9) 0.0394(6) Uani 1 1 d . . . . .
H10A H 0.108955 0.296431 0.209389 0.059 Uiso 1 1 calc GR . . . .
H10B H 0.078846 0.248220 0.230827 0.059 Uiso 1 1 calc GR . . . .
H10C H 0.154820 0.248987 0.202222 0.059 Uiso 1 1 calc GR . . . .
C102 C 0.11413(12) 0.30601(8) 0.30174(9) 0.0309(5) Uani 1 1 d . . . . .
H10D H 0.136593 0.310589 0.332616 0.046 Uiso 1 1 calc GR . . . .
H10E H 0.066987 0.289501 0.305257 0.046 Uiso 1 1 calc GR . . . .
H10F H 0.105566 0.336583 0.287015 0.046 Uiso 1 1 calc GR . . . .
C103 C 0.18622(14) 0.22923(9) 0.29503(12) 0.0464(7) Uani 1 1 d . . . . .
H10G H 0.219277 0.210996 0.274865 0.070 Uiso 1 1 calc GR . . . .
H10H H 0.140848 0.211365 0.300678 0.070 Uiso 1 1 calc GR . . . .
H10I H 0.210773 0.235595 0.324943 0.070 Uiso 1 1 calc GR . . . .
C104 C 0.40387(12) 0.29345(8) 0.16970(8) 0.0262(4) Uani 1 1 d . . . . .
C105 C 0.38932(15) 0.24109(9) 0.15651(10) 0.0400(6) Uani 1 1 d . . . . .
H10J H 0.397293 0.221243 0.184060 0.060 Uiso 1 1 calc GR . . . .
H10K H 0.423255 0.231617 0.131510 0.060 Uiso 1 1 calc GR . . . .
H10L H 0.338273 0.237569 0.145673 0.060 Uiso 1 1 calc GR . . . .
C106 C 0.48740(14) 0.29720(12) 0.18310(12) 0.0565(9) Uani 1 1 d . . . . .
H10M H 0.501099 0.330304 0.186278 0.085 Uiso 1 1 calc GR . . . .
H10N H 0.517463 0.282645 0.158546 0.085 Uiso 1 1 calc GR . . . .
H10O H 0.495967 0.281000 0.212871 0.085 Uiso 1 1 calc GR . . . .
C107 C 0.3876(2) 0.32466(12) 0.12674(10) 0.0591(9) Uani 1 1 d . . . . .
H10P H 0.335529 0.321455 0.117963 0.089 Uiso 1 1 calc GR . . . .
H10Q H 0.418844 0.314853 0.100493 0.089 Uiso 1 1 calc GR . . . .
H10R H 0.398088 0.357474 0.134502 0.089 Uiso 1 1 calc GR . . . .
C108 C 0.65697(14) 0.57696(10) 0.42414(11) 0.0444(5) Uani 1 1 d . U . . .
C109 C 0.69770(15) 0.53602(11) 0.39749(12) 0.0519(7) Uani 1 1 d . U . . .
H10S H 0.674361 0.506027 0.405354 0.078 Uiso 1 1 calc GR . . . .
H10T H 0.749733 0.535289 0.406893 0.078 Uiso 1 1 calc GR . . . .
H10U H 0.694340 0.541307 0.363651 0.078 Uiso 1 1 calc GR . . . .
C110 C 0.66579(17) 0.57054(14) 0.47641(12) 0.0595(7) Uani 1 1 d . U . . .
H11A H 0.642963 0.597046 0.492788 0.089 Uiso 1 1 calc GR . . . .
H11B H 0.718423 0.569114 0.484256 0.089 Uiso 1 1 calc GR . . . .
H11C H 0.641701 0.541320 0.486064 0.089 Uiso 1 1 calc GR . . . .
C111 C 0.69774(15) 0.62369(11) 0.40784(12) 0.0525(7) Uani 1 1 d . U . . .
H11D H 0.692824 0.627217 0.373847 0.079 Uiso 1 1 calc GR . . . .
H11E H 0.750164 0.621843 0.416143 0.079 Uiso 1 1 calc GR . . . .
H11F H 0.675319 0.650765 0.423487 0.079 Uiso 1 1 calc GR . . . .
C112 C 0.40508(11) 0.65945(7) 0.44433(7) 0.0223(4) Uani 1 1 d . . . . .
C113 C 0.32223(12) 0.65907(8) 0.42871(9) 0.0302(5) Uani 1 1 d . . . . .
H11G H 0.318839 0.667772 0.395583 0.045 Uiso 1 1 calc GR . . . .
H11H H 0.294282 0.681608 0.447608 0.045 Uiso 1 1 calc GR . . . .
H11I H 0.301687 0.627574 0.433155 0.045 Uiso 1 1 calc GR . . . .
C114 C 0.43769(13) 0.70917(8) 0.43403(8) 0.0292(5) Uani 1 1 d . . . . .
H11J H 0.489429 0.710191 0.444032 0.044 Uiso 1 1 calc GR . . . .
H11K H 0.409395 0.732874 0.451214 0.044 Uiso 1 1 calc GR . . . .
H11L H 0.434698 0.715597 0.400372 0.044 Uiso 1 1 calc GR . . . .
C115 C 0.40741(14) 0.64988(9) 0.49846(8) 0.0326(5) Uani 1 1 d . . . . .
H11M H 0.387288 0.618631 0.504926 0.049 Uiso 1 1 calc GR . . . .
H11N H 0.377801 0.673566 0.514770 0.049 Uiso 1 1 calc GR . . . .
H11O H 0.458601 0.651467 0.509477 0.049 Uiso 1 1 calc GR . . . .
C116 C 0.61009(13) 0.62098(9) 0.21148(9) 0.0361(5) Uani 1 1 d . U . . .
C117 C 0.66309(14) 0.61823(10) 0.25460(10) 0.0429(6) Uani 1 1 d . . . . .
H11P H 0.640116 0.633852 0.281469 0.064 Uiso 1 1 calc GR . . . .
H11Q H 0.709814 0.633820 0.247024 0.064 Uiso 1 1 calc GR . . . .
H11R H 0.672568 0.585281 0.262342 0.064 Uiso 1 1 calc GR . . . .
C118 C 0.58948(16) 0.67339(11) 0.20332(12) 0.0545(8) Uani 1 1 d . U . . .
H11S H 0.558803 0.676065 0.175177 0.082 Uiso 1 1 calc GR . . . .
H11T H 0.634658 0.691860 0.199209 0.082 Uiso 1 1 calc GR . . . .
H11U H 0.562023 0.685212 0.230424 0.082 Uiso 1 1 calc GR . . . .
C119 C 0.65271(19) 0.60090(17) 0.16885(13) 0.0736(11) Uani 1 1 d . U . . .
H11V H 0.663772 0.567697 0.174313 0.110 Uiso 1 1 calc GR . . . .
H11W H 0.698930 0.618292 0.164704 0.110 Uiso 1 1 calc GR . . . .
H11X H 0.622371 0.604027 0.140615 0.110 Uiso 1 1 calc GR . . . .
C120 C 0.36227(16) 0.55386(11) 0.14735(9) 0.0438(5) Uani 1 1 d . U . . .
C121 C 0.3872(2) 0.57759(13) 0.10139(11) 0.0669(8) Uani 1 1 d . U . . .
H12A H 0.390538 0.611564 0.106149 0.100 Uiso 1 1 calc GR . . . .
H12B H 0.351155 0.570910 0.076662 0.100 Uiso 1 1 calc GR . . . .
H12C H 0.435606 0.565345 0.092193 0.100 Uiso 1 1 calc GR . . . .
C122 C 0.35801(17) 0.49986(10) 0.13812(10) 0.0445(6) Uani 1 1 d . U . . .
H12D H 0.406467 0.488410 0.127992 0.067 Uiso 1 1 calc GR . . . .
H12E H 0.321448 0.493582 0.113616 0.067 Uiso 1 1 calc GR . . . .
H12F H 0.343441 0.483735 0.166989 0.067 Uiso 1 1 calc GR . . . .
C123 C 0.28337(18) 0.57069(13) 0.16146(11) 0.0580(7) Uani 1 1 d . U . . .
H12G H 0.267289 0.553868 0.189587 0.087 Uiso 1 1 calc GR . . . .
H12H H 0.248889 0.564322 0.135784 0.087 Uiso 1 1 calc GR . . . .
H12I H 0.284364 0.604462 0.167855 0.087 Uiso 1 1 calc GR . . . .
C124 C 0.55721(10) 0.42616(7) 0.29237(8) 0.0227(4) Uani 1 1 d . . . . .
C125 C 0.46152(10) 0.47453(7) 0.32325(7) 0.0176(4) Uani 1 1 d . . . . .
H125 H 0.460454 0.464280 0.356746 0.021 Uiso 1 1 calc R . . . .
C126 C 0.42593(10) 0.43450(7) 0.29200(7) 0.0173(4) Uani 1 1 d . . . . .
H126 H 0.416367 0.447131 0.259883 0.021 Uiso 1 1 calc R . . . .
C127 C 0.60706(11) 0.40184(8) 0.33030(9) 0.0285(5) Uani 1 1 d . . . . .
H127 H 0.656235 0.417811 0.329594 0.034 Uiso 1 1 calc R . . . .
C128 C 0.62038(14) 0.34913(9) 0.31850(11) 0.0405(6) Uani 1 1 d . . . . .
H12J H 0.572962 0.332585 0.317721 0.061 Uiso 1 1 calc GR . . . .
H12K H 0.652130 0.335091 0.342487 0.061 Uiso 1 1 calc GR . . . .
H12L H 0.644414 0.346582 0.287859 0.061 Uiso 1 1 calc GR . . . .
C129 C 0.57639(13) 0.40661(8) 0.38094(9) 0.0323(5) Uani 1 1 d . . . . .
H12M H 0.571750 0.439900 0.388988 0.048 Uiso 1 1 calc GR . . . .
H12N H 0.610288 0.391352 0.402931 0.048 Uiso 1 1 calc GR . . . .
H12O H 0.527808 0.391588 0.382825 0.048 Uiso 1 1 calc GR . . . .
C130 C 0.59467(12) 0.42944(8) 0.24270(8) 0.0289(5) Uani 1 1 d . . . . .
H130 H 0.609378 0.396932 0.233355 0.035 Uiso 1 1 calc R . . . .
C131 C 0.54186(13) 0.44857(9) 0.20423(8) 0.0321(5) Uani 1 1 d . . . . .
H13A H 0.497656 0.428802 0.202643 0.048 Uiso 1 1 calc GR . . . .
H13B H 0.567118 0.448141 0.173884 0.048 Uiso 1 1 calc GR . . . .
H13C H 0.527536 0.480810 0.211916 0.048 Uiso 1 1 calc GR . . . .
C132 C 0.66608(13) 0.45974(10) 0.24413(10) 0.0414(6) Uani 1 1 d . . . . .
H13D H 0.654574 0.490711 0.257111 0.062 Uiso 1 1 calc GR . . . .
H13E H 0.685585 0.463334 0.212319 0.062 Uiso 1 1 calc GR . . . .
H13F H 0.703071 0.444271 0.263843 0.062 Uiso 1 1 calc GR . . . .
C133 C 0.43307(10) 0.52708(7) 0.32030(7) 0.0176(4) Uani 1 1 d . . . . .
C134 C 0.35455(10) 0.40726(7) 0.30977(7) 0.0164(4) Uani 1 1 d . . . . .
C1 C 0.07789(12) 0.41748(7) 0.21031(8) 0.0254(4) Uani 1 1 d . . . . .
C2 C 0.10000(11) 0.44032(7) 0.25246(7) 0.0211(4) Uani 1 1 d . . . . .
H2 H 0.145675 0.456644 0.253181 0.025 Uiso 1 1 calc R . . . .
C3 C 0.05554(11) 0.43928(7) 0.29334(7) 0.0204(4) Uani 1 1 d . . . . .
C4 C -0.01277(11) 0.41425(7) 0.29209(8) 0.0256(4) Uani 1 1 d . . . . .
H4A H -0.042942 0.413504 0.319267 0.031 Uiso 1 1 calc R . . . .
C5 C -0.03650(12) 0.39047(8) 0.25112(9) 0.0275(5) Uani 1 1 d . . . . .
C6 C 0.01052(12) 0.39229(8) 0.21056(8) 0.0276(4) Uani 1 1 d . . . . .
H6 H -0.004106 0.376069 0.183053 0.033 Uiso 1 1 calc R . . . .
C7 C 0.26204(11) 0.67967(7) 0.24715(7) 0.0229(4) Uani 1 1 d . . . . .
C8 C 0.23876(11) 0.64637(7) 0.28023(7) 0.0202(4) Uani 1 1 d . . . . .
H8 H 0.269375 0.639922 0.306440 0.024 Uiso 1 1 calc R . . . .
C9 C 0.16999(10) 0.62183(7) 0.27553(7) 0.0185(4) Uani 1 1 d . . . . .
C10 C 0.12523(11) 0.63162(7) 0.23605(7) 0.0220(4) Uani 1 1 d . . . . .
H10 H 0.080134 0.615124 0.232068 0.026 Uiso 1 1 calc R . . . .
C11 C 0.14655(12) 0.66578(8) 0.20214(7) 0.0259(4) Uani 1 1 d . . . . .
C12 C 0.21416(12) 0.68968(8) 0.20850(8) 0.0267(4) Uani 1 1 d . . . . .
H12 H 0.228251 0.713028 0.186537 0.032 Uiso 1 1 calc R . . . .
C13 C 0.10522(11) 0.68316(7) 0.40884(7) 0.0217(4) Uani 1 1 d . . . . .
C14 C 0.11020(11) 0.65590(8) 0.45056(7) 0.0235(4) Uani 1 1 d . . . . .
H14 H 0.100894 0.670639 0.479782 0.028 Uiso 1 1 calc R . . . .
C15 C 0.12874(11) 0.60709(8) 0.44995(7) 0.0236(4) Uani 1 1 d . . . . .
C16 C 0.14567(10) 0.58653(7) 0.40588(7) 0.0207(4) Uani 1 1 d . . . . .
H16 H 0.162081 0.554922 0.404856 0.025 Uiso 1 1 calc R . . . .
C17 C 0.13869(10) 0.61207(7) 0.36322(7) 0.0172(4) Uani 1 1 d . . . . .
C18 C 0.11798(10) 0.66003(7) 0.36540(7) 0.0187(4) Uani 1 1 d . . . . .
H18 H 0.112493 0.677170 0.337114 0.022 Uiso 1 1 calc R . . . .
C19 C 0.07490(13) 0.37300(8) 0.43890(8) 0.0283(5) Uani 1 1 d . . . . .
C20 C 0.00634(15) 0.38401(9) 0.46090(10) 0.0395(6) Uani 1 1 d . . . . .
H20 H -0.009705 0.365268 0.486425 0.047 Uiso 1 1 calc R . . . .
C21 C -0.03786(15) 0.42113(10) 0.44641(11) 0.0434(7) Uani 1 1 d . . . . .
C22 C -0.01534(13) 0.44867(8) 0.40669(9) 0.0325(5) Uani 1 1 d . . . . .
H22 H -0.045758 0.473590 0.395996 0.039 Uiso 1 1 calc R . . . .
C23 C 0.05237(11) 0.43874(7) 0.38333(8) 0.0235(4) Uani 1 1 d . . . . .
C24 C 0.09711(12) 0.40129(7) 0.40027(7) 0.0230(4) Uani 1 1 d . . . . .
H24 H 0.142962 0.395030 0.385421 0.028 Uiso 1 1 calc R . . . .
C25 C 0.12711(13) 0.42212(8) 0.16548(8) 0.0296(5) Uani 1 1 d . . . . .
C26 C 0.09979(18) 0.39029(13) 0.12454(10) 0.0549(8) Uani 1 1 d . . . . .
H26A H 0.103961 0.357270 0.133726 0.082 Uiso 1 1 calc GR . . . .
H26B H 0.130153 0.395990 0.096709 0.082 Uiso 1 1 calc GR . . . .
H26C H 0.048113 0.397608 0.117464 0.082 Uiso 1 1 calc GR . . . .
C27 C 0.12453(17) 0.47431(11) 0.14863(10) 0.0464(7) Uani 1 1 d . . . . .
H27A H 0.073582 0.482793 0.140772 0.070 Uiso 1 1 calc GR . . . .
H27B H 0.155855 0.477992 0.120894 0.070 Uiso 1 1 calc GR . . . .
H27C H 0.142550 0.494831 0.173678 0.070 Uiso 1 1 calc GR . . . .
C28 C 0.20899(14) 0.40851(10) 0.17682(9) 0.0355(5) Uani 1 1 d . . . . .
H28A H 0.228631 0.429857 0.200655 0.053 Uiso 1 1 calc GR . . . .
H28B H 0.238855 0.410911 0.148309 0.053 Uiso 1 1 calc GR . . . .
H28C H 0.210695 0.376233 0.188593 0.053 Uiso 1 1 calc GR . . . .
C29 C -0.11002(12) 0.36130(8) 0.24948(9) 0.0329(5) Uani 1 1 d . . . . .
C30 C -0.09034(14) 0.30821(9) 0.24072(11) 0.0402(6) Uani 1 1 d . . . . .
H30A H -0.063038 0.305251 0.211242 0.060 Uiso 1 1 calc GR . . . .
H30B H -0.135919 0.289766 0.238902 0.060 Uiso 1 1 calc GR . . . .
H30C H -0.059822 0.296568 0.266564 0.060 Uiso 1 1 calc GR . . . .
C31 C -0.15954(14) 0.37936(10) 0.20844(12) 0.0474(7) Uani 1 1 d . . . . .
H31A H -0.168841 0.412988 0.212447 0.071 Uiso 1 1 calc GR . . . .
H31B H -0.206587 0.362379 0.208570 0.071 Uiso 1 1 calc GR . . . .
H31C H -0.134234 0.374040 0.178581 0.071 Uiso 1 1 calc GR . . . .
C32 C -0.15455(14) 0.36472(10) 0.29593(11) 0.0458(7) Uani 1 1 d . . . . .
H32A H -0.124242 0.353092 0.321874 0.069 Uiso 1 1 calc GR . . . .
H32B H -0.199474 0.345728 0.293414 0.069 Uiso 1 1 calc GR . . . .
H32C H -0.167981 0.397509 0.301752 0.069 Uiso 1 1 calc GR . . . .
C33 C -0.1140(2) 0.43332(13) 0.47041(15) 0.0762(8) Uani 1 1 d . U . . .
C34 C -0.1283(2) 0.40080(15) 0.51421(16) 0.0888(11) Uani 1 1 d . U . . .
H34A H -0.135265 0.368366 0.503735 0.133 Uiso 1 1 calc GR . . . .
H34B H -0.172723 0.411456 0.530675 0.133 Uiso 1 1 calc GR . . . .
H34C H -0.085835 0.402399 0.535412 0.133 Uiso 1 1 calc GR . . . .
C35 C -0.17736(19) 0.42629(14) 0.43471(17) 0.0837(10) Uani 1 1 d . U . . .
H35A H -0.169183 0.446601 0.407514 0.126 Uiso 1 1 calc GR . . . .
H35B H -0.224546 0.434354 0.449441 0.126 Uiso 1 1 calc GR . . . .
H35C H -0.178455 0.393452 0.424565 0.126 Uiso 1 1 calc GR . . . .
C36 C -0.1150(2) 0.48485(14) 0.48733(16) 0.0817(10) Uani 1 1 d . U . . .
H36A H -0.075443 0.489683 0.510242 0.123 Uiso 1 1 calc GR . . . .
H36B H -0.162769 0.491724 0.501917 0.123 Uiso 1 1 calc GR . . . .
H36C H -0.107436 0.505804 0.460551 0.123 Uiso 1 1 calc GR . . . .
C37 C 0.12128(14) 0.33001(9) 0.45632(9) 0.0333(5) Uani 1 1 d . U . . .
C38 C 0.12764(17) 0.33054(11) 0.51097(9) 0.0460(6) Uani 1 1 d . U . . .
H38A H 0.152533 0.359362 0.520994 0.069 Uiso 1 1 calc GR . . . .
H38B H 0.156247 0.303275 0.521361 0.069 Uiso 1 1 calc GR . . . .
H38C H 0.078139 0.329304 0.524768 0.069 Uiso 1 1 calc GR . . . .
C39 C 0.07985(15) 0.28418(8) 0.44020(10) 0.0383(5) Uani 1 1 d . U . . .
H39A H 0.029904 0.283926 0.453394 0.057 Uiso 1 1 calc GR . . . .
H39B H 0.106991 0.256568 0.451227 0.057 Uiso 1 1 calc GR . . . .
H39C H 0.076894 0.283539 0.405941 0.057 Uiso 1 1 calc GR . . . .
C40 C 0.20107(13) 0.32981(9) 0.43622(9) 0.0340(5) Uani 1 1 d . U . . .
H40A H 0.199177 0.325128 0.402253 0.051 Uiso 1 1 calc GR . . . .
H40B H 0.229361 0.304319 0.450647 0.051 Uiso 1 1 calc GR . . . .
H40C H 0.224973 0.359876 0.443109 0.051 Uiso 1 1 calc GR . . . .
C41 C 0.09480(13) 0.67544(10) 0.15902(8) 0.0334(5) Uani 1 1 d . . . . .
C42 C 0.01470(15) 0.68691(11) 0.17709(10) 0.0418(6) Uani 1 1 d . . . . .
H42A H -0.004491 0.660066 0.194738 0.063 Uiso 1 1 calc GR . . . .
H42B H -0.017639 0.693251 0.150319 0.063 Uiso 1 1 calc GR . . . .
H42C H 0.016363 0.714549 0.197467 0.063 Uiso 1 1 calc GR . . . .
C43 C 0.09131(19) 0.63121(14) 0.12781(11) 0.0651(10) Uani 1 1 d . . . . .
H43A H 0.140605 0.624390 0.115395 0.098 Uiso 1 1 calc GR . . . .
H43B H 0.057089 0.636678 0.101800 0.098 Uiso 1 1 calc GR . . . .
H43C H 0.074037 0.604515 0.146451 0.098 Uiso 1 1 calc GR . . . .
C44 C 0.1203(2) 0.71889(16) 0.12965(13) 0.0745(12) Uani 1 1 d . . . . .
H44A H 0.125880 0.746090 0.150332 0.112 Uiso 1 1 calc GR . . . .
H44B H 0.083220 0.725837 0.105618 0.112 Uiso 1 1 calc GR . . . .
H44C H 0.167663 0.711955 0.114598 0.112 Uiso 1 1 calc GR . . . .
C45 C 0.33584(12) 0.70804(8) 0.25344(8) 0.0257(4) Uani 1 1 d . . . . .
C46 C 0.31634(14) 0.75617(9) 0.27633(11) 0.0422(6) Uani 1 1 d . . . . .
H46A H 0.283712 0.773851 0.255407 0.063 Uiso 1 1 calc GR . . . .
H46B H 0.361758 0.774067 0.281684 0.063 Uiso 1 1 calc GR . . . .
H46C H 0.291301 0.750808 0.306276 0.063 Uiso 1 1 calc GR . . . .
C47 C 0.39199(12) 0.68115(9) 0.28490(10) 0.0361(6) Uani 1 1 d . . . . .
H47A H 0.372154 0.678488 0.316714 0.054 Uiso 1 1 calc GR . . . .
H47B H 0.438845 0.698332 0.285745 0.054 Uiso 1 1 calc GR . . . .
H47C H 0.400295 0.649724 0.272026 0.054 Uiso 1 1 calc GR . . . .
C48 C 0.37487(14) 0.71693(11) 0.20538(10) 0.0430(6) Uani 1 1 d . . . . .
H48A H 0.382052 0.686983 0.189170 0.064 Uiso 1 1 calc GR . . . .
H48B H 0.422903 0.731808 0.210778 0.064 Uiso 1 1 calc GR . . . .
H48C H 0.344088 0.737583 0.186104 0.064 Uiso 1 1 calc GR . . . .
C49 C 0.12880(13) 0.57846(9) 0.49656(8) 0.0304(5) Uani 1 1 d . . . . .
C50 C 0.05381(15) 0.58793(11) 0.52344(9) 0.0420(6) Uani 1 1 d . . . . .
H50A H 0.050171 0.621332 0.531227 0.063 Uiso 1 1 calc GR . . . .
H50B H 0.052687 0.569337 0.552293 0.063 Uiso 1 1 calc GR . . . .
H50C H 0.012152 0.578985 0.503443 0.063 Uiso 1 1 calc GR . . . .
C51 C 0.13493(16) 0.52502(9) 0.48812(9) 0.0422(6) Uani 1 1 d . . . . .
H51A H 0.094917 0.514827 0.467380 0.063 Uiso 1 1 calc GR . . . .
H51B H 0.131141 0.508467 0.518094 0.063 Uiso 1 1 calc GR . . . .
H51C H 0.182615 0.517911 0.473534 0.063 Uiso 1 1 calc GR . . . .
C52 C 0.19480(15) 0.59538(11) 0.52814(9) 0.0426(6) Uani 1 1 d . . . . .
H52A H 0.241651 0.588299 0.512492 0.064 Uiso 1 1 calc GR . . . .
H52B H 0.192942 0.579097 0.558334 0.064 Uiso 1 1 calc GR . . . .
H52C H 0.190911 0.629282 0.533257 0.064 Uiso 1 1 calc GR . . . .
C53 C 0.08674(12) 0.73670(8) 0.40922(8) 0.0275(5) Uani 1 1 d . . . . .
C54 C 0.01379(13) 0.74546(9) 0.38108(10) 0.0344(5) Uani 1 1 d . . . . .
H54A H 0.019982 0.734282 0.348875 0.052 Uiso 1 1 calc GR . . . .
H54B H 0.002713 0.779111 0.380776 0.052 Uiso 1 1 calc GR . . . .
H54C H -0.026953 0.728477 0.395996 0.052 Uiso 1 1 calc GR . . . .
C55 C 0.15186(13) 0.76414(8) 0.38554(9) 0.0324(5) Uani 1 1 d . . . . .
H55A H 0.198090 0.756988 0.401884 0.049 Uiso 1 1 calc GR . . . .
H55B H 0.142160 0.797915 0.387285 0.049 Uiso 1 1 calc GR . . . .
H55C H 0.156008 0.754658 0.352667 0.049 Uiso 1 1 calc GR . . . .
C56 C 0.07605(17) 0.75647(10) 0.45975(9) 0.0425(6) Uani 1 1 d . . . . .
H56A H 0.033765 0.740971 0.474565 0.064 Uiso 1 1 calc GR . . . .
H56B H 0.067006 0.790322 0.458166 0.064 Uiso 1 1 calc GR . . . .
H56C H 0.120653 0.750507 0.478246 0.064 Uiso 1 1 calc GR . . . .
C57 C -0.05254(10) 0.56213(7) 0.30651(8) 0.0234(4) Uani 1 1 d . . . . .
C58 C 0.04798(10) 0.51838(7) 0.33882(8) 0.0199(4) Uani 1 1 d . . . . .
H58 H 0.052798 0.531557 0.371142 0.024 Uiso 1 1 calc R . . . .
C59 C 0.07899(10) 0.55559(7) 0.30242(7) 0.0185(4) Uani 1 1 d . . . . .
H59 H 0.087777 0.539676 0.271698 0.022 Uiso 1 1 calc R . . . .
C60 C -0.09981(11) 0.59083(8) 0.34283(8) 0.0274(4) Uani 1 1 d . . . . .
H60 H -0.147650 0.573804 0.347046 0.033 Uiso 1 1 calc R . . . .
C61 C -0.11846(14) 0.64110(9) 0.32396(9) 0.0363(5) Uani 1 1 d . . . . .
H61A H -0.072529 0.658084 0.317517 0.054 Uiso 1 1 calc GR . . . .
H61B H -0.147173 0.658202 0.347507 0.054 Uiso 1 1 calc GR . . . .
H61C H -0.147343 0.638422 0.295067 0.054 Uiso 1 1 calc GR . . . .
C62 C -0.06294(12) 0.59454(8) 0.39160(8) 0.0286(5) Uani 1 1 d . . . . .
H62A H -0.053022 0.562995 0.403691 0.043 Uiso 1 1 calc GR . . . .
H62B H -0.096059 0.611106 0.413121 0.043 Uiso 1 1 calc GR . . . .
H62C H -0.016416 0.611881 0.388858 0.043 Uiso 1 1 calc GR . . . .
C63 C -0.09434(11) 0.55264(8) 0.25937(9) 0.0290(5) Uani 1 1 d . . . . .
H63 H -0.111606 0.583660 0.247194 0.035 Uiso 1 1 calc R . . . .
C64 C -0.04495(13) 0.53030(9) 0.22090(9) 0.0335(5) Uani 1 1 d . . . . .
H64A H -0.002230 0.550578 0.215061 0.050 Uiso 1 1 calc GR . . . .
H64B H -0.073544 0.526828 0.191976 0.050 Uiso 1 1 calc GR . . . .
H64C H -0.027910 0.499416 0.231394 0.050 Uiso 1 1 calc GR . . . .
C65 C -0.16431(13) 0.52146(10) 0.26678(10) 0.0401(6) Uani 1 1 d . . . . .
H65A H -0.149276 0.490320 0.277758 0.060 Uiso 1 1 calc GR . . . .
H65B H -0.191005 0.518405 0.237092 0.060 Uiso 1 1 calc GR . . . .
H65C H -0.196545 0.536096 0.290154 0.060 Uiso 1 1 calc GR . . . .
C66 C 0.14937(10) 0.58642(7) 0.31543(7) 0.0181(4) Uani 1 1 d . . . . .
C67 C 0.07823(11) 0.46603(7) 0.33883(7) 0.0204(4) Uani 1 1 d . . . . .
H4 H 0.181(2) 0.4466(16) 0.3293(15) 0.089(14) Uiso 1 1 d . . . . .
O3 O 0.21130(8) 0.55352(5) 0.31832(5) 0.0271(3) Uani 1 1 d . . . . .
H3 H 0.195100 0.526058 0.319803 0.041 Uiso 1 1 calc R . . . .
H8A H 0.327(4) 0.470(3) 0.315(2) 0.18(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
O1 C57 1.431(2) . ?
O1 C59 1.431(2) . ?
O2 C57 1.428(2) . ?
O2 C58 1.436(2) . ?
O4 C67 1.436(2) . ?
O4 H4 0.84(4) . ?
O5 H5 0.8200 . ?
O5 C133 1.430(2) . ?
O6 C124 1.430(2) . ?
O6 C125 1.437(2) . ?
O7 C124 1.428(2) . ?
O7 C126 1.432(2) . ?
O8 C134 1.442(2) . ?
O8 H8A 1.03(7) . ?
C68 C69 1.395(3) . ?
C68 C73 1.393(3) . ?
C68 C92 1.534(3) . ?
C69 H69 0.9300 . ?
C69 C70 1.395(3) . ?
C70 C71 1.389(3) . ?
C70 C134 1.528(3) . ?
C71 H71 0.9300 . ?
C71 C72 1.410(3) . ?
C72 C73 1.391(3) . ?
C72 C96 1.542(3) . ?
C73 H73 0.9300 . ?
C74 C75 1.386(3) . ?
C74 C79 1.396(3) . ?
C74 C104 1.534(3) . ?
C75 H75 0.9300 . ?
C75 C76 1.398(3) . ?
C76 C77 1.385(3) . ?
C76 C100 1.538(3) . ?
C77 H77 0.9300 . ?
C77 C78 1.404(3) . ?
C78 C79 1.384(3) . ?
C78 C134 1.533(3) . ?
C79 H79 0.9300 . ?
C80 C81 1.392(3) . ?
C80 C85 1.398(3) . ?
C80 C112 1.528(3) . ?
C81 H81 0.9300 . ?
C81 C82 1.389(3) . ?
C82 C83 1.396(3) . ?
C82 C133 1.538(3) . ?
C83 H83 0.9300 . ?
C83 C84 1.392(3) . ?
C84 C85 1.400(3) . ?
C84 C108 1.538(3) . ?
C85 H85 0.9300 . ?
C86 C87 1.396(3) . ?
C86 C91 1.384(3) . ?
C86 C116 1.536(3) . ?
C87 H87 0.9300 . ?
C87 C88 1.388(3) . ?
C88 C89 1.398(3) . ?
C88 C120 1.532(3) . ?
C89 H89 0.9300 . ?
C89 C90 1.382(3) . ?
C90 C91 1.391(3) . ?
C90 C133 1.538(3) . ?
C91 H91 0.9300 . ?
C92 C93 1.537(3) . ?
C92 C94 1.540(4) . ?
C92 C95 1.536(3) . ?
C93 H93A 0.9600 . ?
C93 H93B 0.9600 . ?
C93 H93C 0.9600 . ?
C94 H94A 0.9600 . ?
C94 H94B 0.9600 . ?
C94 H94C 0.9600 . ?
C95 H95A 0.9600 . ?
C95 H95B 0.9600 . ?
C95 H95C 0.9600 . ?
C96 C97 1.573(4) . ?
C96 C98 1.499(4) . ?
C96 C99 1.502(4) . ?
C97 H97A 0.9600 . ?
C97 H97B 0.9600 . ?
C97 H97C 0.9600 . ?
C98 H98A 0.9600 . ?
C98 H98B 0.9600 . ?
C98 H98C 0.9600 . ?
C99 H99A 0.9600 . ?
C99 H99B 0.9600 . ?
C99 H99C 0.9600 . ?
C100 C101 1.543(3) . ?
C100 C102 1.520(3) . ?
C100 C103 1.526(3) . ?
C101 H10A 0.9600 . ?
C101 H10B 0.9600 . ?
C101 H10C 0.9600 . ?
C102 H10D 0.9600 . ?
C102 H10E 0.9600 . ?
C102 H10F 0.9600 . ?
C103 H10G 0.9600 . ?
C103 H10H 0.9600 . ?
C103 H10I 0.9600 . ?
C104 C105 1.530(3) . ?
C104 C106 1.532(3) . ?
C104 C107 1.512(4) . ?
C105 H10J 0.9600 . ?
C105 H10K 0.9600 . ?
C105 H10L 0.9600 . ?
C106 H10M 0.9600 . ?
C106 H10N 0.9600 . ?
C106 H10O 0.9600 . ?
C107 H10P 0.9600 . ?
C107 H10Q 0.9600 . ?
C107 H10R 0.9600 . ?
C108 C109 1.544(4) . ?
C108 C110 1.482(4) . ?
C108 C111 1.560(4) . ?
C109 H10S 0.9600 . ?
C109 H10T 0.9600 . ?
C109 H10U 0.9600 . ?
C110 H11A 0.9600 . ?
C110 H11B 0.9600 . ?
C110 H11C 0.9600 . ?
C111 H11D 0.9600 . ?
C111 H11E 0.9600 . ?
C111 H11F 0.9600 . ?
C112 C113 1.534(3) . ?
C112 C114 1.531(3) . ?
C112 C115 1.538(3) . ?
C113 H11G 0.9600 . ?
C113 H11H 0.9600 . ?
C113 H11I 0.9600 . ?
C114 H11J 0.9600 . ?
C114 H11K 0.9600 . ?
C114 H11L 0.9600 . ?
C115 H11M 0.9600 . ?
C115 H11N 0.9600 . ?
C115 H11O 0.9600 . ?
C116 C117 1.532(3) . ?
C116 C118 1.526(4) . ?
C116 C119 1.519(4) . ?
C117 H11P 0.9600 . ?
C117 H11Q 0.9600 . ?
C117 H11R 0.9600 . ?
C118 H11S 0.9600 . ?
C118 H11T 0.9600 . ?
C118 H11U 0.9600 . ?
C119 H11V 0.9600 . ?
C119 H11W 0.9600 . ?
C119 H11X 0.9600 . ?
C120 C121 1.512(4) . ?
C120 C122 1.532(4) . ?
C120 C123 1.529(4) . ?
C121 H12A 0.9600 . ?
C121 H12B 0.9600 . ?
C121 H12C 0.9600 . ?
C122 H12D 0.9600 . ?
C122 H12E 0.9600 . ?
C122 H12F 0.9600 . ?
C123 H12G 0.9600 . ?
C123 H12H 0.9600 . ?
C123 H12I 0.9600 . ?
C124 C127 1.539(3) . ?
C124 C130 1.543(3) . ?
C125 H125 0.9800 . ?
C125 C126 1.553(3) . ?
C125 C133 1.554(3) . ?
C126 H126 0.9800 . ?
C126 C134 1.559(2) . ?
C127 H127 0.9800 . ?
C127 C128 1.527(3) . ?
C127 C129 1.524(3) . ?
C128 H12J 0.9600 . ?
C128 H12K 0.9600 . ?
C128 H12L 0.9600 . ?
C129 H12M 0.9600 . ?
C129 H12N 0.9600 . ?
C129 H12O 0.9600 . ?
C130 H130 0.9800 . ?
C130 C131 1.524(3) . ?
C130 C132 1.524(3) . ?
C131 H13A 0.9600 . ?
C131 H13B 0.9600 . ?
C131 H13C 0.9600 . ?
C132 H13D 0.9600 . ?
C132 H13E 0.9600 . ?
C132 H13F 0.9600 . ?
C1 C2 1.397(3) . ?
C1 C6 1.387(3) . ?
C1 C25 1.534(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.390(3) . ?
C3 C4 1.400(3) . ?
C3 C67 1.530(3) . ?
C4 H4A 0.9300 . ?
C4 C5 1.390(3) . ?
C5 C6 1.409(3) . ?
C5 C29 1.538(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.375(3) . ?
C7 C12 1.403(3) . ?
C7 C45 1.540(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.406(3) . ?
C9 C10 1.388(3) . ?
C9 C66 1.535(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.397(3) . ?
C11 C12 1.384(3) . ?
C11 C41 1.540(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.396(3) . ?
C13 C18 1.395(3) . ?
C13 C53 1.531(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.402(3) . ?
C15 C16 1.393(3) . ?
C15 C49 1.530(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.396(3) . ?
C17 C18 1.390(3) . ?
C17 C66 1.529(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.397(3) . ?
C19 C24 1.395(3) . ?
C19 C37 1.535(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.362(4) . ?
C21 C22 1.409(3) . ?
C21 C33 1.546(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.395(3) . ?
C23 C24 1.396(3) . ?
C23 C67 1.530(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.529(3) . ?
C25 C27 1.532(4) . ?
C25 C28 1.535(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.543(3) . ?
C29 C31 1.531(4) . ?
C29 C32 1.524(4) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.546(5) . ?
C33 C35 1.517(6) . ?
C33 C36 1.515(6) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.533(3) . ?
C37 C39 1.543(3) . ?
C37 C40 1.523(3) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.542(3) . ?
C41 C43 1.514(4) . ?
C41 C44 1.534(4) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 C46 1.528(3) . ?
C45 C47 1.527(3) . ?
C45 C48 1.533(3) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 C50 1.551(3) . ?
C49 C51 1.515(4) . ?
C49 C52 1.541(3) . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C53 C54 1.534(3) . ?
C53 C55 1.536(3) . ?
C53 C56 1.529(3) . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 C60 1.542(3) . ?
C57 C63 1.536(3) . ?
C58 H58 0.9800 . ?
C58 C59 1.556(3) . ?
C58 C67 1.557(3) . ?
C59 H59 0.9800 . ?
C59 C66 1.560(3) . ?
C60 H60 0.9800 . ?
C60 C61 1.536(3) . ?
C60 C62 1.517(3) . ?
C61 H61A 0.9600 . ?
C61 H61B 0.9600 . ?
C61 H61C 0.9600 . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?
C63 H63 0.9800 . ?
C63 C64 1.521(3) . ?
C63 C65 1.530(3) . ?
C64 H64A 0.9600 . ?
C64 H64B 0.9600 . ?
C64 H64C 0.9600 . ?
C65 H65A 0.9600 . ?
C65 H65B 0.9600 . ?
C65 H65C 0.9600 . ?
C66 O3 1.435(2) . ?
O3 H3 0.8200 . ?

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
C57 O1 C59 109.92(14) . . ?
C57 O2 C58 109.84(14) . . ?
C67 O4 H4 112(3) . . ?
C133 O5 H5 109.5 . . ?
C124 O6 C125 109.03(14) . . ?
C124 O7 C126 109.83(14) . . ?
C134 O8 H8A 95(4) . . ?
C69 C68 C92 121.75(19) . . ?
C73 C68 C69 117.86(19) . . ?
C73 C68 C92 120.39(19) . . ?
C68 C69 H69 119.4 . . ?
C68 C69 C70 121.27(19) . . ?
C70 C69 H69 119.4 . . ?
C69 C70 C134 119.78(17) . . ?
C71 C70 C69 119.45(18) . . ?
C71 C70 C134 120.63(17) . . ?
C70 C71 H71 119.6 . . ?
C70 C71 C72 120.71(19) . . ?
C72 C71 H71 119.6 . . ?
C71 C72 C96 119.2(2) . . ?
C73 C72 C71 117.9(2) . . ?
C73 C72 C96 122.9(2) . . ?
C68 C73 H73 118.7 . . ?
C72 C73 C68 122.6(2) . . ?
C72 C73 H73 118.7 . . ?
C75 C74 C79 117.91(18) . . ?
C75 C74 C104 122.21(18) . . ?
C79 C74 C104 119.87(18) . . ?
C74 C75 H75 118.9 . . ?
C74 C75 C76 122.13(18) . . ?
C76 C75 H75 118.9 . . ?
C75 C76 C100 119.30(18) . . ?
C77 C76 C75 118.08(18) . . ?
C77 C76 C100 122.57(18) . . ?
C76 C77 H77 119.2 . . ?
C76 C77 C78 121.59(18) . . ?
C78 C77 H77 119.2 . . ?
C77 C78 C134 116.95(16) . . ?
C79 C78 C77 118.21(17) . . ?
C79 C78 C134 124.84(17) . . ?
C74 C79 H79 119.0 . . ?
C78 C79 C74 121.99(18) . . ?
C78 C79 H79 119.0 . . ?
C81 C80 C85 118.10(18) . . ?
C81 C80 C112 122.96(18) . . ?
C85 C80 C112 118.94(18) . . ?
C80 C81 H81 119.3 . . ?
C82 C81 C80 121.43(18) . . ?
C82 C81 H81 119.3 . . ?
C81 C82 C83 119.18(18) . . ?
C81 C82 C133 119.53(16) . . ?
C83 C82 C133 121.22(17) . . ?
C82 C83 H83 119.4 . . ?
C84 C83 C82 121.20(19) . . ?
C84 C83 H83 119.4 . . ?
C83 C84 C85 118.15(19) . . ?
C83 C84 C108 121.9(2) . . ?
C85 C84 C108 119.89(19) . . ?
C80 C85 C84 121.90(19) . . ?
C80 C85 H85 119.1 . . ?
C84 C85 H85 119.1 . . ?
C87 C86 C116 120.2(2) . . ?
C91 C86 C87 117.7(2) . . ?
C91 C86 C116 122.03(19) . . ?
C86 C87 H87 118.7 . . ?
C88 C87 C86 122.5(2) . . ?
C88 C87 H87 118.7 . . ?
C87 C88 C89 117.73(19) . . ?
C87 C88 C120 122.8(2) . . ?
C89 C88 C120 119.4(2) . . ?
C88 C89 H89 119.4 . . ?
C90 C89 C88 121.28(19) . . ?
C90 C89 H89 119.4 . . ?
C89 C90 C91 119.11(19) . . ?
C89 C90 C133 120.10(17) . . ?
C91 C90 C133 120.76(17) . . ?
C86 C91 C90 121.67(19) . . ?
C86 C91 H91 119.2 . . ?
C90 C91 H91 119.2 . . ?
C68 C92 C93 108.86(18) . . ?
C68 C92 C94 109.2(2) . . ?
C68 C92 C95 112.57(18) . . ?
C93 C92 C94 109.6(2) . . ?
C95 C92 C93 109.0(2) . . ?
C95 C92 C94 107.6(2) . . ?
C92 C93 H93A 109.5 . . ?
C92 C93 H93B 109.5 . . ?
C92 C93 H93C 109.5 . . ?
H93A C93 H93B 109.5 . . ?
H93A C93 H93C 109.5 . . ?
H93B C93 H93C 109.5 . . ?
C92 C94 H94A 109.5 . . ?
C92 C94 H94B 109.5 . . ?
C92 C94 H94C 109.5 . . ?
H94A C94 H94B 109.5 . . ?
H94A C94 H94C 109.5 . . ?
H94B C94 H94C 109.5 . . ?
C92 C95 H95A 109.5 . . ?
C92 C95 H95B 109.5 . . ?
C92 C95 H95C 109.5 . . ?
H95A C95 H95B 109.5 . . ?
H95A C95 H95C 109.5 . . ?
H95B C95 H95C 109.5 . . ?
C72 C96 C97 109.3(2) . . ?
C98 C96 C72 112.2(2) . . ?
C98 C96 C97 105.2(2) . . ?
C98 C96 C99 112.7(3) . . ?
C99 C96 C72 109.5(2) . . ?
C99 C96 C97 107.8(3) . . ?
C96 C97 H97A 109.5 . . ?
C96 C97 H97B 109.5 . . ?
C96 C97 H97C 109.5 . . ?
H97A C97 H97B 109.5 . . ?
H97A C97 H97C 109.5 . . ?
H97B C97 H97C 109.5 . . ?
C96 C98 H98A 109.5 . . ?
C96 C98 H98B 109.5 . . ?
C96 C98 H98C 109.5 . . ?
H98A C98 H98B 109.5 . . ?
H98A C98 H98C 109.5 . . ?
H98B C98 H98C 109.5 . . ?
C96 C99 H99A 109.5 . . ?
C96 C99 H99B 109.5 . . ?
C96 C99 H99C 109.5 . . ?
H99A C99 H99B 109.5 . . ?
H99A C99 H99C 109.5 . . ?
H99B C99 H99C 109.5 . . ?
C76 C100 C101 110.37(18) . . ?
C102 C100 C76 111.66(17) . . ?
C102 C100 C101 106.01(18) . . ?
C102 C100 C103 110.5(2) . . ?
C103 C100 C76 108.49(17) . . ?
C103 C100 C101 109.8(2) . . ?
C100 C101 H10A 109.5 . . ?
C100 C101 H10B 109.5 . . ?
C100 C101 H10C 109.5 . . ?
H10A C101 H10B 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
C100 C102 H10D 109.5 . . ?
C100 C102 H10E 109.5 . . ?
C100 C102 H10F 109.5 . . ?
H10D C102 H10E 109.5 . . ?
H10D C102 H10F 109.5 . . ?
H10E C102 H10F 109.5 . . ?
C100 C103 H10G 109.5 . . ?
C100 C103 H10H 109.5 . . ?
C100 C103 H10I 109.5 . . ?
H10G C103 H10H 109.5 . . ?
H10G C103 H10I 109.5 . . ?
H10H C103 H10I 109.5 . . ?
C105 C104 C74 112.00(18) . . ?
C105 C104 C106 106.7(2) . . ?
C106 C104 C74 110.56(18) . . ?
C107 C104 C74 108.60(19) . . ?
C107 C104 C105 109.1(2) . . ?
C107 C104 C106 109.9(3) . . ?
C104 C105 H10J 109.5 . . ?
C104 C105 H10K 109.5 . . ?
C104 C105 H10L 109.5 . . ?
H10J C105 H10K 109.5 . . ?
H10J C105 H10L 109.5 . . ?
H10K C105 H10L 109.5 . . ?
C104 C106 H10M 109.5 . . ?
C104 C106 H10N 109.5 . . ?
C104 C106 H10O 109.5 . . ?
H10M C106 H10N 109.5 . . ?
H10M C106 H10O 109.5 . . ?
H10N C106 H10O 109.5 . . ?
C104 C107 H10P 109.5 . . ?
C104 C107 H10Q 109.5 . . ?
C104 C107 H10R 109.5 . . ?
H10P C107 H10Q 109.5 . . ?
H10P C107 H10R 109.5 . . ?
H10Q C107 H10R 109.5 . . ?
C84 C108 C109 112.3(2) . . ?
C84 C108 C111 108.3(2) . . ?
C109 C108 C111 105.1(2) . . ?
C110 C108 C84 111.2(2) . . ?
C110 C108 C109 109.7(2) . . ?
C110 C108 C111 109.9(2) . . ?
C108 C109 H10S 109.5 . . ?
C108 C109 H10T 109.5 . . ?
C108 C109 H10U 109.5 . . ?
H10S C109 H10T 109.5 . . ?
H10S C109 H10U 109.5 . . ?
H10T C109 H10U 109.5 . . ?
C108 C110 H11A 109.5 . . ?
C108 C110 H11B 109.5 . . ?
C108 C110 H11C 109.5 . . ?
H11A C110 H11B 109.5 . . ?
H11A C110 H11C 109.5 . . ?
H11B C110 H11C 109.5 . . ?
C108 C111 H11D 109.5 . . ?
C108 C111 H11E 109.5 . . ?
C108 C111 H11F 109.5 . . ?
H11D C111 H11E 109.5 . . ?
H11D C111 H11F 109.5 . . ?
H11E C111 H11F 109.5 . . ?
C80 C112 C113 112.54(16) . . ?
C80 C112 C114 109.57(16) . . ?
C80 C112 C115 109.12(18) . . ?
C113 C112 C115 107.77(17) . . ?
C114 C112 C113 108.35(18) . . ?
C114 C112 C115 109.43(17) . . ?
C112 C113 H11G 109.5 . . ?
C112 C113 H11H 109.5 . . ?
C112 C113 H11I 109.5 . . ?
H11G C113 H11H 109.5 . . ?
H11G C113 H11I 109.5 . . ?
H11H C113 H11I 109.5 . . ?
C112 C114 H11J 109.5 . . ?
C112 C114 H11K 109.5 . . ?
C112 C114 H11L 109.5 . . ?
H11J C114 H11K 109.5 . . ?
H11J C114 H11L 109.5 . . ?
H11K C114 H11L 109.5 . . ?
C112 C115 H11M 109.5 . . ?
C112 C115 H11N 109.5 . . ?
C112 C115 H11O 109.5 . . ?
H11M C115 H11N 109.5 . . ?
H11M C115 H11O 109.5 . . ?
H11N C115 H11O 109.5 . . ?
C117 C116 C86 111.95(19) . . ?
C118 C116 C86 108.6(2) . . ?
C118 C116 C117 108.3(2) . . ?
C119 C116 C86 110.1(2) . . ?
C119 C116 C117 107.1(2) . . ?
C119 C116 C118 110.8(3) . . ?
C116 C117 H11P 109.5 . . ?
C116 C117 H11Q 109.5 . . ?
C116 C117 H11R 109.5 . . ?
H11P C117 H11Q 109.5 . . ?
H11P C117 H11R 109.5 . . ?
H11Q C117 H11R 109.5 . . ?
C116 C118 H11S 109.5 . . ?
C116 C118 H11T 109.5 . . ?
C116 C118 H11U 109.5 . . ?
H11S C118 H11T 109.5 . . ?
H11S C118 H11U 109.5 . . ?
H11T C118 H11U 109.5 . . ?
C116 C119 H11V 109.5 . . ?
C116 C119 H11W 109.5 . . ?
C116 C119 H11X 109.5 . . ?
H11V C119 H11W 109.5 . . ?
H11V C119 H11X 109.5 . . ?
H11W C119 H11X 109.5 . . ?
C121 C120 C88 112.4(2) . . ?
C121 C120 C122 107.6(3) . . ?
C121 C120 C123 110.6(3) . . ?
C122 C120 C88 108.6(2) . . ?
C123 C120 C88 109.9(2) . . ?
C123 C120 C122 107.5(2) . . ?
C120 C121 H12A 109.5 . . ?
C120 C121 H12B 109.5 . . ?
C120 C121 H12C 109.5 . . ?
H12A C121 H12B 109.5 . . ?
H12A C121 H12C 109.5 . . ?
H12B C121 H12C 109.5 . . ?
C120 C122 H12D 109.5 . . ?
C120 C122 H12E 109.5 . . ?
C120 C122 H12F 109.5 . . ?
H12D C122 H12E 109.5 . . ?
H12D C122 H12F 109.5 . . ?
H12E C122 H12F 109.5 . . ?
C120 C123 H12G 109.5 . . ?
C120 C123 H12H 109.5 . . ?
C120 C123 H12I 109.5 . . ?
H12G C123 H12H 109.5 . . ?
H12G C123 H12I 109.5 . . ?
H12H C123 H12I 109.5 . . ?
O6 C124 C127 110.55(16) . . ?
O6 C124 C130 107.47(17) . . ?
O7 C124 O6 105.34(14) . . ?
O7 C124 C127 108.53(17) . . ?
O7 C124 C130 111.09(16) . . ?
C127 C124 C130 113.55(17) . . ?
O6 C125 H125 108.7 . . ?
O6 C125 C126 101.22(14) . . ?
O6 C125 C133 107.69(15) . . ?
C126 C125 H125 108.7 . . ?
C126 C125 C133 121.17(15) . . ?
C133 C125 H125 108.7 . . ?
O7 C126 C125 100.58(14) . . ?
O7 C126 H126 109.1 . . ?
O7 C126 C134 108.14(14) . . ?
C125 C126 H126 109.1 . . ?
C125 C126 C134 120.12(15) . . ?
C134 C126 H126 109.1 . . ?
C124 C127 H127 107.3 . . ?
C128 C127 C124 111.42(19) . . ?
C128 C127 H127 107.3 . . ?
C129 C127 C124 113.41(17) . . ?
C129 C127 H127 107.3 . . ?
C129 C127 C128 109.9(2) . . ?
C127 C128 H12J 109.5 . . ?
C127 C128 H12K 109.5 . . ?
C127 C128 H12L 109.5 . . ?
H12J C128 H12K 109.5 . . ?
H12J C128 H12L 109.5 . . ?
H12K C128 H12L 109.5 . . ?
C127 C129 H12M 109.5 . . ?
C127 C129 H12N 109.5 . . ?
C127 C129 H12O 109.5 . . ?
H12M C129 H12N 109.5 . . ?
H12M C129 H12O 109.5 . . ?
H12N C129 H12O 109.5 . . ?
C124 C130 H130 107.5 . . ?
C131 C130 C124 113.09(17) . . ?
C131 C130 H130 107.5 . . ?
C131 C130 C132 109.6(2) . . ?
C132 C130 C124 111.55(19) . . ?
C132 C130 H130 107.5 . . ?
C130 C131 H13A 109.5 . . ?
C130 C131 H13B 109.5 . . ?
C130 C131 H13C 109.5 . . ?
H13A C131 H13B 109.5 . . ?
H13A C131 H13C 109.5 . . ?
H13B C131 H13C 109.5 . . ?
C130 C132 H13D 109.5 . . ?
C130 C132 H13E 109.5 . . ?
C130 C132 H13F 109.5 . . ?
H13D C132 H13E 109.5 . . ?
H13D C132 H13F 109.5 . . ?
H13E C132 H13F 109.5 . . ?
O5 C133 C82 107.81(15) . . ?
O5 C133 C90 111.06(15) . . ?
O5 C133 C125 104.95(15) . . ?
C82 C133 C125 110.48(15) . . ?
C90 C133 C82 111.01(15) . . ?
C90 C133 C125 111.32(15) . . ?
O8 C134 C70 111.09(15) . . ?
O8 C134 C78 105.69(14) . . ?
O8 C134 C126 104.76(14) . . ?
C70 C134 C78 111.74(15) . . ?
C70 C134 C126 110.69(15) . . ?
C78 C134 C126 112.55(15) . . ?
C2 C1 C25 119.47(18) . . ?
C6 C1 C2 117.99(19) . . ?
C6 C1 C25 122.52(19) . . ?
C1 C2 H2 119.1 . . ?
C3 C2 C1 121.73(19) . . ?
C3 C2 H2 119.1 . . ?
C2 C3 C4 118.78(19) . . ?
C2 C3 C67 121.69(17) . . ?
C4 C3 C67 119.50(17) . . ?
C3 C4 H4A 119.3 . . ?
C5 C4 C3 121.4(2) . . ?
C5 C4 H4A 119.3 . . ?
C4 C5 C6 117.86(19) . . ?
C4 C5 C29 122.3(2) . . ?
C6 C5 C29 119.8(2) . . ?
C1 C6 C5 122.2(2) . . ?
C1 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C8 C7 C12 118.14(19) . . ?
C8 C7 C45 121.73(18) . . ?
C12 C7 C45 120.00(18) . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.82(18) . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C66 116.93(17) . . ?
C10 C9 C8 118.36(18) . . ?
C10 C9 C66 124.70(17) . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.34(19) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C41 119.4(2) . . ?
C12 C11 C10 118.46(19) . . ?
C12 C11 C41 122.2(2) . . ?
C7 C12 H12 119.1 . . ?
C11 C12 C7 121.83(19) . . ?
C11 C12 H12 119.1 . . ?
C14 C13 C53 122.69(19) . . ?
C18 C13 C14 117.75(18) . . ?
C18 C13 C53 119.56(18) . . ?
C13 C14 H14 118.8 . . ?
C13 C14 C15 122.31(19) . . ?
C15 C14 H14 118.8 . . ?
C14 C15 C49 119.86(19) . . ?
C16 C15 C14 117.52(18) . . ?
C16 C15 C49 122.62(19) . . ?
C15 C16 H16 119.1 . . ?
C15 C16 C17 121.82(18) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 C66 119.84(17) . . ?
C18 C17 C16 118.56(18) . . ?
C18 C17 C66 121.50(17) . . ?
C13 C18 H18 119.1 . . ?
C17 C18 C13 121.83(18) . . ?
C17 C18 H18 119.1 . . ?
C20 C19 C37 119.9(2) . . ?
C24 C19 C20 117.5(2) . . ?
C24 C19 C37 122.5(2) . . ?
C19 C20 H20 118.7 . . ?
C21 C20 C19 122.5(2) . . ?
C21 C20 H20 118.7 . . ?
C20 C21 C22 119.1(2) . . ?
C20 C21 C33 122.8(2) . . ?
C22 C21 C33 118.0(2) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 118.65(19) . . ?
C22 C23 C67 122.70(19) . . ?
C24 C23 C67 118.61(17) . . ?
C19 C24 C23 121.77(19) . . ?
C19 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C1 C25 C28 110.42(18) . . ?
C26 C25 C1 112.5(2) . . ?
C26 C25 C27 108.2(2) . . ?
C26 C25 C28 108.1(2) . . ?
C27 C25 C1 108.35(19) . . ?
C27 C25 C28 109.1(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
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 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C5 C29 C30 108.76(18) . . ?
C31 C29 C5 109.5(2) . . ?
C31 C29 C30 109.1(2) . . ?
C32 C29 C5 112.39(19) . . ?
C32 C29 C30 108.2(2) . . ?
C32 C29 C31 108.7(2) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C21 C33 C34 111.0(3) . . ?
C35 C33 C21 109.5(3) . . ?
C35 C33 C34 108.9(3) . . ?
C36 C33 C21 110.8(3) . . ?
C36 C33 C34 107.9(3) . . ?
C36 C33 C35 108.7(3) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C19 C37 C39 107.5(2) . . ?
C38 C37 C19 110.4(2) . . ?
C38 C37 C39 109.5(2) . . ?
C40 C37 C19 112.57(19) . . ?
C40 C37 C38 107.4(2) . . ?
C40 C37 C39 109.4(2) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C11 C41 C42 109.21(18) . . ?
C43 C41 C11 109.5(2) . . ?
C43 C41 C42 108.7(2) . . ?
C43 C41 C44 110.4(3) . . ?
C44 C41 C11 112.5(2) . . ?
C44 C41 C42 106.4(2) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 C7 107.93(17) . . ?
C46 C45 C48 109.1(2) . . ?
C47 C45 C7 111.57(17) . . ?
C47 C45 C46 109.8(2) . . ?
C47 C45 C48 106.90(19) . . ?
C48 C45 C7 111.54(19) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C15 C49 C50 108.88(18) . . ?
C15 C49 C52 109.22(18) . . ?
C51 C49 C15 112.47(19) . . ?
C51 C49 C50 107.8(2) . . ?
C51 C49 C52 109.7(2) . . ?
C52 C49 C50 108.7(2) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C49 C51 H51A 109.5 . . ?
C49 C51 H51B 109.5 . . ?
C49 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C13 C53 C54 109.43(18) . . ?
C13 C53 C55 108.84(17) . . ?
C54 C53 C55 109.48(19) . . ?
C56 C53 C13 112.7(2) . . ?
C56 C53 C54 108.2(2) . . ?
C56 C53 C55 108.2(2) . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C53 C55 H55A 109.5 . . ?
C53 C55 H55B 109.5 . . ?
C53 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C53 C56 H56A 109.5 . . ?
C53 C56 H56B 109.5 . . ?
C53 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
O1 C57 C60 108.54(16) . . ?
O1 C57 C63 110.60(17) . . ?
O2 C57 O1 105.44(14) . . ?
O2 C57 C60 110.76(17) . . ?
O2 C57 C63 108.09(16) . . ?
C63 C57 C60 113.14(16) . . ?
O2 C58 H58 108.8 . . ?
O2 C58 C59 101.37(15) . . ?
O2 C58 C67 108.06(15) . . ?
C59 C58 H58 108.8 . . ?
C59 C58 C67 120.35(16) . . ?
C67 C58 H58 108.8 . . ?
O1 C59 C58 101.46(14) . . ?
O1 C59 H59 109.1 . . ?
O1 C59 C66 107.48(14) . . ?
C58 C59 H59 109.1 . . ?
C58 C59 C66 119.94(16) . . ?
C66 C59 H59 109.1 . . ?
C57 C60 H60 107.4 . . ?
C61 C60 C57 111.45(19) . . ?
C61 C60 H60 107.4 . . ?
C62 C60 C57 113.20(17) . . ?
C62 C60 H60 107.4 . . ?
C62 C60 C61 109.85(19) . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C60 C62 H62A 109.5 . . ?
C60 C62 H62B 109.5 . . ?
C60 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C57 C63 H63 107.3 . . ?
C64 C63 C57 113.58(17) . . ?
C64 C63 H63 107.3 . . ?
C64 C63 C65 109.26(19) . . ?
C65 C63 C57 111.9(2) . . ?
C65 C63 H63 107.3 . . ?
C63 C64 H64A 109.5 . . ?
C63 C64 H64B 109.5 . . ?
C63 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C63 C65 H65A 109.5 . . ?
C63 C65 H65B 109.5 . . ?
C63 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C9 C66 C59 112.13(16) . . ?
C17 C66 C9 111.32(15) . . ?
C17 C66 C59 111.32(15) . . ?
O3 C66 C9 105.72(15) . . ?
O3 C66 C17 110.22(15) . . ?
O3 C66 C59 105.83(15) . . ?
O4 C67 C3 110.45(16) . . ?
O4 C67 C23 107.00(16) . . ?
O4 C67 C58 105.44(15) . . ?
C3 C67 C23 110.79(16) . . ?
C3 C67 C58 111.57(17) . . ?
C23 C67 C58 111.36(16) . . ?
C66 O3 H3 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.241 -0.006 0.470 732.1 110.7 ?
2 0.259 0.006 0.970 732.1 110.8 ?
3 -0.259 0.506 0.530 732.1 110.8 ?
4 -0.016 0.349 0.586 9.7 0.0 ?
5 -0.241 0.494 0.030 732.1 110.8 ?
6 0.016 0.849 0.914 9.7 0.0 ?
7 0.484 0.151 0.414 9.7 0.0 ?
8 0.516 0.651 0.086 9.7 0.0 ?

