# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_202104113
_database_code_depnum_ccdc_archive 'CCDC 2107685'
loop_
_audit_author_name
_audit_author_address
'Fissisternoids A'
;Henan University of Traditional Chinese Medicine
China
;
_audit_update_record             
;
2021-09-05 deposited with the CCDC.	2021-11-18 downloaded from the CCDC.
;
_audit_creation_date             2021-05-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H32 O6'
_chemical_formula_sum            'C27 H32 O6'
_chemical_formula_weight         452.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O5N2
_chemical_oxdiff_usercomment     r
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           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6532(5)
_cell_length_b                   9.9783(5)
_cell_length_c                   14.7050(7)
_cell_angle_alpha                100.835(4)
_cell_angle_beta                 102.254(4)
_cell_angle_gamma                95.682(4)
_cell_volume                     1205.82(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5023
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.0520
_cell_measurement_theta_min      4.5550
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.901
_exptl_absorpt_coefficient_mu    0.709
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16455
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.073
_diffrn_reflns_theta_max         67.073
_diffrn_reflns_theta_min         4.560
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00 -19.00   1.00    1.00    --    0.00 -77.00 -90.00   49
  2  ω    -66.00 -31.00   1.00    1.00    --    0.00 -57.00   0.00   35
  3  ω    -14.00  26.00   1.00    1.00    --    0.00 -77.00 -90.00   40
  4  ω    -14.00  18.00   1.00    1.00    --    0.00 -57.00   0.00   32
  5  ω    -34.00  -5.00   1.00    1.50    --  -33.50 -77.00 120.00   29
  6  ω    -88.00 -62.00   1.00    1.50    --  -33.50 -77.00 120.00   26
  7  ω     64.00 109.00   1.00    1.50    --   36.47 178.00  90.00   45
  8  ω      8.00  73.00   1.00    1.50    --   36.47 -99.00-180.00   65
  9  ω     57.00 107.00   1.00    1.50    --   36.47 178.00 -30.00   50
 10  ω     -2.00  23.00   1.00    1.50    --   36.47 -99.00 -30.00   25
 11  ω     63.00 110.00   1.00    1.50    --   36.47 178.00 150.00   47
 12  ω      3.00  28.00   1.00    1.50    --   36.47  86.00 110.64   25
 13  ω     74.00 109.00   1.00    1.50    --   36.47 178.00  60.00   35
 14  ω     50.00  77.00   1.00    1.50    --   36.47 -99.00 -30.00   27
 15  ω     65.00  91.00   1.00    1.50    --   36.47 178.00-150.00   26
 16  ω      2.00  27.00   1.00    1.50    --   40.00  95.00-109.85   25
 17  ω      2.00  27.00   1.00    1.50    --   40.00  95.00 -90.72   25
 18  ω      8.00  34.00   1.00    1.50    --   44.00  91.00  88.07   26
 19  ω     13.00  38.00   1.00    1.50    --   48.00  88.00  10.52   25
 20  ω     15.00  40.00   1.00    1.50    --   48.00  85.00-170.92   25
 21  ω     13.00  38.00   1.00    1.50    --   48.00  88.00-119.11   25
 22  ω     20.00  45.00   1.00    1.50    --   52.00  84.00  76.30   25
 23  ω     20.00  45.00   1.00    1.50    --   52.00  83.00 -27.79   25
 24  ω     20.00  45.00   1.00    1.50    --   52.00  83.00 146.49   25
 25  ω     20.00  45.00   1.00    1.50    --   52.00  83.00 166.02   25
 26  ω     85.00 110.00   1.00    1.50    --   56.00  77.00 106.61   25
 27  ω     80.00 118.00   1.00    1.50    --   56.00  78.00-127.34   38
 28  ω     28.00  55.00   1.00    1.50    --   56.00  76.00   7.93   27
 29  ω     90.00 124.00   1.00    1.50    --   56.00  76.00   7.93   34
 30  ω     31.00  68.00   1.00    1.50    --   56.00  78.00-127.34   37
 31  ω     28.00  54.00   1.00    1.50    --   56.00  77.00 106.61   26
 32  ω     34.00  61.00   1.00    1.50    --   60.00  72.00 -82.03   27
 33  ω     75.00 129.00   1.00    1.50    --   60.00  77.00 150.44   54
 34  ω     31.00  67.00   1.00    1.50    --   60.00  77.00 150.44   36
 35  ω     33.00  58.00   1.00    1.50    --   60.00  74.00  41.86   25
 36  ω     93.00 127.00   1.00    1.50    --   60.00  72.00 -53.25   34
 37  ω     38.00  85.00   1.00    1.50    --   60.00  72.00 -53.25   47
 38  ω     70.00 124.00   1.00    1.50    --   60.00  75.00  57.62   54
 39  ω     32.00  66.00   1.00    1.50    --   60.00  75.00  57.62   34
 40  ω     36.00  74.00   1.00    1.50    --   60.00  73.00 117.91   38
 41  ω     97.00 124.00   1.00    1.50    --   60.00  72.00 -82.03   27
 42  ω     86.00 132.00   1.00    1.50    --   64.00  77.00-164.00   46
 43  ω     35.00  70.00   1.00    1.50    --   64.00  77.00-164.00   35
 44  ω     57.00  96.00   1.00    6.00    --   76.00  53.00  37.36   39
 45  ω     79.00 105.00   1.00    6.00    --  108.00  77.00 -60.00   26
 46  ω     90.00 117.00   1.00    6.00    --  108.00  61.00 -90.00   27
 47  ω     72.00 109.00   1.00    6.00    --  108.00 -94.00 150.00   37
 48  ω     88.00 162.00   1.00    6.00    --  108.00  61.00 120.00   74
 49  ω     79.00 105.00   1.00    6.00    --  108.00  77.00 120.00   26
 50  ω     85.00 110.00   1.00    6.00    --  108.00 -94.00-150.00   25
 51  ω     38.00  63.00   1.00    6.00    --  108.00 -94.00-150.00   25
 52  ω    150.00 176.00   1.00    6.00    --  108.00  77.00  90.00   26
 53  ω     47.00 112.00   1.00    6.00    --  108.00-111.00  90.00   65
 54  ω     80.00 162.00   1.00    6.00    --  108.00  77.00-150.00   82
 55  ω     79.00 104.00   1.00    6.00    --  108.00  77.00  90.00   25
 56  ω     79.00 175.00   1.00    6.00    --  108.00  77.00  30.00   96
 57  ω     79.00 105.00   1.00    6.00    --  108.00  77.00 150.00   26
 58  ω     79.00 105.00   1.00    6.00    --  108.00  77.00 -30.00   26
 59  ω    125.00 161.00   1.00    6.00    --  108.00  77.00 -90.00   36
 60  ω     89.00 168.00   1.00    6.00    --  108.00  61.00 -30.00   79
 61  ω     88.00 160.00   1.00    6.00    --  108.00  61.00 -60.00   72
 62  ω     79.00 105.00   1.00    6.00    --  108.00  77.00 -90.00   26
 63  ω    127.00 174.00   1.00    6.00    --  108.00  61.00  90.00   47
 64  ω     79.00 104.00   1.00    6.00    --  108.00  77.00-180.00   25
 65  ω     89.00 118.00   1.00    6.00    --  108.00  61.00  90.00   29
 66  ω     80.00 106.00   1.00    6.00    --  108.00  77.00   0.00   26
 67  ω    118.00 170.00   1.00    6.00    --  108.00  77.00-120.00   52
 68  ω    136.00 172.00   1.00    6.00    --  108.00 111.00   0.00   36
 69  ω     79.00 105.00   1.00    6.00    --  108.00  77.00-120.00   26
 70  ω     38.00 113.00   1.00    6.00    --  108.00 -45.00 -60.00   75
 71  ω     89.00 168.00   1.00    6.00    --  108.00  61.00   0.00   79
 72  ω     88.00 152.00   1.00    6.00    --  108.00  61.00 150.00   64
 73  ω     88.00 153.00   1.00    6.00    --  108.00  61.00-180.00   65
 74  ω    122.00 175.00   1.00    6.00    --  108.00  77.00  60.00   53
 75  ω     39.00  95.00   1.00    6.00    --  108.00 -94.00 -60.00   56
 76  ω     79.00 105.00   1.00    6.00    --  108.00  77.00  60.00   26
 77  ω     69.00 103.00   1.00    6.00    --  108.00 -94.00 -30.00   34
 78  ω     43.00 128.00   1.00    6.00    --  108.00 -61.00  60.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0953186000
_diffrn_orient_matrix_UB_12      -0.0097460000
_diffrn_orient_matrix_UB_13      0.0764734000
_diffrn_orient_matrix_UB_21      0.0360894000
_diffrn_orient_matrix_UB_22      0.1577981000
_diffrn_orient_matrix_UB_23      0.0354244000
_diffrn_orient_matrix_UB_31      -0.1533392000
_diffrn_orient_matrix_UB_32      0.0155911000
_diffrn_orient_matrix_UB_33      -0.0703345000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3456
_reflns_number_total             4294
_reflns_odcompleteness_completeness 99.86
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4294
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0588
_refine_ls_restrained_S_all      1.065
_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)+(0.0879P)²+0.3615P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1588
_refine_ls_wR_factor_ref         0.1722
_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. Uiso/Uaniso restraints and constraints
Uanis(C9') = Uanis(C9A)
Uanis(C10') = Uanis(C10A)
Uanis(C15') = Uanis(C15A)
Uanis(C14') = Uanis(C14A)
Uanis(C13') = Uanis(C13A)
Uanis(C12') = Uanis(C12A)
Uanis(C11') = Uanis(C11A)
3. Others
 Sof(H8'C)=Sof(H8'D)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(C11A)=Sof(H11A)=
 Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=Sof(C15A)=
 Sof(H15A)=Sof(C10A)=1-FVAR(1)
 Sof(H8'A)=Sof(H8'B)=Sof(C9')=Sof(H9'A)=Sof(H9'B)=Sof(C11')=Sof(H11')=
 Sof(C12')=Sof(H12')=Sof(C13')=Sof(H13')=Sof(C14')=Sof(H14')=Sof(C15')=
 Sof(H15')=Sof(C10')=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C3(H3A), C5(H5A)
4.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C8(H8A,H8B), C8'(H8'A,H8'B), C8'(H8'C,H8'D), C9'(H9'A,H9'B),
 C9A(H9AA,H9AB)
4.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C11'(H11'), C12'(H12'), C13'(H13'), C14'(H14'), C15'(H15'),
 C11A(H11A), C12A(H12A), C13A(H13A), C14A(H14A), C15A(H15A)
4.d Fitted hexagon refined as free rotating group:
 C11'(C12',C13',C14',C15',C10'), C11A(C12A,C13A,C14A,C15A,C10A)
4.e X=CH2 refined with riding coordinates:
 C1(H1A,H1B)
4.f Idealised Me refined as rotating group:
 C4"(H4"A,H4"B,H4"C), C6"(H6"A,H6"B,H6"C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
4.g Idealised tetrahedral OH refined as rotating group:
 O3(H3), O5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.15279(19) 0.46227(19) 0.30057(11) 0.0590(4) Uani 1 1 d . . . . .
O2 O -0.01141(17) 0.52512(18) 0.10946(10) 0.0515(4) Uani 1 1 d . . . . .
O3 O 0.26296(17) 0.5671(2) 0.05508(10) 0.0552(4) Uani 1 1 d . . . . .
H3 H 0.1716 0.5413 0.0227 0.083 Uiso 1 1 calc GR . . . .
O4 O 0.55210(17) 0.61203(18) 0.20814(10) 0.0541(4) Uani 1 1 d . . . . .
O5 O 0.54297(18) 0.59990(18) 0.37901(10) 0.0521(4) Uani 1 1 d . . . . .
H5 H 0.6085 0.5895 0.3463 0.078 Uiso 1 1 calc GR . . . .
O6 O 0.28423(19) 0.37742(15) 0.28502(11) 0.0531(4) Uani 1 1 d . . . . .
C1 C 0.6167(4) 0.9382(3) 0.4191(3) 0.0926(11) Uani 1 1 d . . . . .
H1A H 0.6919 1.0072 0.4129 0.111 Uiso 1 1 calc R . . . .
H1B H 0.6264 0.9102 0.4767 0.111 Uiso 1 1 calc R . . . .
C1' C 0.1027(2) 0.5402(2) 0.27418(13) 0.0376(4) Uani 1 1 d . . . . .
C2 C 0.4951(3) 0.8794(2) 0.3454(2) 0.0607(6) Uani 1 1 d . . . . .
C2' C 0.1126(2) 0.5437(2) 0.17186(13) 0.0379(4) Uani 1 1 d . . . . .
C3' C 0.2653(2) 0.5694(2) 0.14866(13) 0.0399(4) Uani 1 1 d . . . . .
C3 C 0.3686(2) 0.7717(2) 0.35808(15) 0.0450(5) Uani 1 1 d . . . . .
H3A H 0.3782 0.7839 0.4269 0.054 Uiso 1 1 calc R . . . .
C4" C 0.5896(3) 0.5585(4) 0.1192(2) 0.0838(10) Uani 1 1 d . . . . .
H4"A H 0.5538 0.6142 0.0745 0.126 Uiso 1 1 calc GR . . . .
H4"B H 0.5370 0.4654 0.0948 0.126 Uiso 1 1 calc GR . . . .
H4"C H 0.7030 0.5601 0.1288 0.126 Uiso 1 1 calc GR . . . .
C4' C 0.4012(2) 0.5956(2) 0.21758(14) 0.0399(4) Uani 1 1 d . . . . .
C4 C 0.1995(3) 0.7964(2) 0.31515(16) 0.0459(5) Uani 1 1 d . . . . .
H4A H 0.1896 0.7990 0.2486 0.055 Uiso 1 1 calc R . . . .
H4B H 0.1812 0.8852 0.3479 0.055 Uiso 1 1 calc R . . . .
C5' C 0.3965(2) 0.6200(2) 0.32207(13) 0.0391(4) Uani 1 1 d . . . . .
C5 C 0.0722(2) 0.6834(2) 0.32307(14) 0.0422(5) Uani 1 1 d . . . . .
H5A H -0.0329 0.7000 0.2902 0.051 Uiso 1 1 calc R . . . .
C6" C 0.4010(4) 0.3052(3) 0.3304(3) 0.0865(10) Uani 1 1 d . . . . .
H6"A H 0.3719 0.2080 0.3044 0.130 Uiso 1 1 calc GR . . . .
H6"B H 0.4065 0.3233 0.3976 0.130 Uiso 1 1 calc GR . . . .
H6"C H 0.5033 0.3355 0.3200 0.130 Uiso 1 1 calc GR . . . .
C6' C 0.2625(2) 0.5109(2) 0.33198(13) 0.0407(4) Uani 1 1 d . . . . .
C6 C 0.0730(3) 0.6905(2) 0.42703(15) 0.0500(5) Uani 1 1 d . . . . .
C7' C -0.0435(3) 0.4303(2) 0.26587(14) 0.0453(5) Uani 1 1 d . . . . .
C7 C 0.1606(3) 0.6163(3) 0.47620(15) 0.0575(6) Uani 1 1 d . . . . .
H7 H 0.1643 0.6290 0.5410 0.069 Uiso 1 1 calc R . . . .
C8 C 0.2547(3) 0.5131(3) 0.43533(15) 0.0553(6) Uani 1 1 d . . . . .
H8A H 0.2085 0.4222 0.4389 0.066 Uiso 1 1 calc R . . . .
H8B H 0.3629 0.5315 0.4747 0.066 Uiso 1 1 calc R . . . .
C8' C -0.0479(3) 0.2851(3) 0.2125(2) 0.0707(7) Uani 1 1 d . . . . .
H8'A H 0.0200 0.2875 0.1680 0.085 Uiso 0.437(5) 1 calc R . P A 1
H8'B H -0.0021 0.2321 0.2577 0.085 Uiso 0.437(5) 1 calc R . P A 1
H8'C H -0.0210 0.2888 0.1522 0.085 Uiso 0.563(5) 1 calc R . P A 2
H8'D H 0.0339 0.2434 0.2488 0.085 Uiso 0.563(5) 1 calc R . P A 2
C9 C 0.4764(5) 0.9223(3) 0.2520(3) 0.0920(11) Uani 1 1 d . . . . .
H9A H 0.4683 0.8427 0.2021 0.138 Uiso 1 1 calc GR . . . .
H9B H 0.5676 0.9870 0.2541 0.138 Uiso 1 1 calc GR . . . .
H9C H 0.3814 0.9646 0.2398 0.138 Uiso 1 1 calc GR . . . .
C10 C -0.0261(3) 0.7892(3) 0.4686(2) 0.0725(8) Uani 1 1 d . . . . .
H10A H 0.0000 0.8780 0.4550 0.109 Uiso 1 1 calc GR . . . .
H10B H -0.0045 0.7971 0.5363 0.109 Uiso 1 1 calc GR . . . .
H10C H -0.1373 0.7557 0.4411 0.109 Uiso 1 1 calc GR . . . .
C9' C -0.205(3) 0.213(2) 0.1601(13) 0.082(3) Uani 0.437(5) 1 d . . P A 1
H9'A H -0.2455 0.2578 0.1085 0.098 Uiso 0.437(5) 1 calc R . P A 1
H9'B H -0.2777 0.2202 0.2023 0.098 Uiso 0.437(5) 1 calc R . P A 1
C11' C -0.3268(8) 0.0309(7) 0.0366(6) 0.103(2) Uani 0.437(5) 1 d . . P A 1
H11' H -0.4009 0.0917 0.0285 0.123 Uiso 0.437(5) 1 calc R . P A 1
C12' C -0.3395(10) -0.0879(9) -0.0328(5) 0.115(3) Uani 0.437(5) 1 d G . P A 1
H12' H -0.4220 -0.1066 -0.0875 0.138 Uiso 0.437(5) 1 calc R . P A 1
C13' C -0.2287(10) -0.1787(7) -0.0206(6) 0.1010(17) Uani 0.437(5) 1 d G . P A 1
H13' H -0.2372 -0.2582 -0.0670 0.121 Uiso 0.437(5) 1 calc R . P A 1
C14' C -0.1053(9) -0.1507(7) 0.0611(7) 0.103(2) Uani 0.437(5) 1 d G . P A 1
H14' H -0.0312 -0.2115 0.0693 0.123 Uiso 0.437(5) 1 calc R . P A 1
C15' C -0.0926(8) -0.0319(9) 0.1306(6) 0.0865(17) Uani 0.437(5) 1 d G . P A 1
H15' H -0.0100 -0.0132 0.1853 0.104 Uiso 0.437(5) 1 calc R . P A 1
C10' C -0.2034(8) 0.0589(7) 0.1183(5) 0.0753(10) Uani 0.437(5) 1 d G . P A 1
C9A C -0.204(2) 0.1946(17) 0.1932(9) 0.082(3) Uani 0.563(5) 1 d . . P A 2
H9AA H -0.2911 0.2455 0.1754 0.098 Uiso 0.563(5) 1 calc R . P A 2
H9AB H -0.2150 0.1616 0.2498 0.098 Uiso 0.563(5) 1 calc R . P A 2
C11A C -0.2469(8) 0.0523(5) 0.0115(4) 0.103(2) Uani 0.563(5) 1 d . . P A 2
H11A H -0.2783 0.1246 -0.0164 0.123 Uiso 0.563(5) 1 calc R . P A 2
C12A C -0.2405(8) -0.0741(6) -0.0454(3) 0.115(3) Uani 0.563(5) 1 d G . P A 2
H12A H -0.2675 -0.0865 -0.1114 0.138 Uiso 0.563(5) 1 calc R . P A 2
C13A C -0.1936(8) -0.1821(5) -0.0036(5) 0.1010(17) Uani 0.563(5) 1 d G . P A 2
H13A H -0.1893 -0.2667 -0.0417 0.121 Uiso 0.563(5) 1 calc R . P A 2
C14A C -0.1532(8) -0.1637(6) 0.0950(5) 0.103(2) Uani 0.563(5) 1 d G . P A 2
H14A H -0.1218 -0.2360 0.1229 0.123 Uiso 0.563(5) 1 calc R . P A 2
C15A C -0.1596(7) -0.0373(7) 0.1519(4) 0.0865(17) Uani 0.563(5) 1 d G . P A 2
H15A H -0.1325 -0.0249 0.2179 0.104 Uiso 0.563(5) 1 calc R . P A 2
C10A C -0.2065(6) 0.0708(5) 0.1102(4) 0.0753(10) Uani 0.563(5) 1 d G . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7' 1.208(3) . ?
O2 C2' 1.228(2) . ?
O3 H3 0.8200 . ?
O3 C3' 1.368(2) . ?
O4 C4" 1.432(3) . ?
O4 C4' 1.339(2) . ?
O5 H5 0.8200 . ?
O5 C5' 1.418(2) . ?
O6 C6" 1.423(3) . ?
O6 C6' 1.430(2) . ?
C1 H1A 0.9300 . ?
C1 H1B 0.9300 . ?
C1 C2 1.335(4) . ?
C1' C2' 1.532(3) . ?
C1' C5 1.549(3) . ?
C1' C6' 1.547(3) . ?
C1' C7' 1.558(3) . ?
C2 C3 1.522(3) . ?
C2 C9 1.496(5) . ?
C2' C3' 1.444(3) . ?
C3' C4' 1.346(3) . ?
C3 H3A 0.9800 . ?
C3 C4 1.529(3) . ?
C3 C5' 1.567(3) . ?
C4" H4"A 0.9600 . ?
C4" H4"B 0.9600 . ?
C4" H4"C 0.9600 . ?
C4' C5' 1.520(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.535(3) . ?
C5' C6' 1.560(3) . ?
C5 H5A 0.9800 . ?
C5 C6 1.515(3) . ?
C6" H6"A 0.9600 . ?
C6" H6"B 0.9600 . ?
C6" H6"C 0.9600 . ?
C6' C8 1.532(3) . ?
C6 C7 1.314(4) . ?
C6 C10 1.497(3) . ?
C7' C8' 1.505(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.491(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8' H8'A 0.9700 . ?
C8' H8'B 0.9700 . ?
C8' H8'C 0.9700 . ?
C8' H8'D 0.9700 . ?
C8' C9' 1.45(2) . ?
C8' C9A 1.488(16) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C9' H9'A 0.9700 . ?
C9' H9'B 0.9700 . ?
C9' C10' 1.55(2) . ?
C11' H11' 0.9300 . ?
C11' C12' 1.3900 . ?
C11' C10' 1.3900 . ?
C12' H12' 0.9300 . ?
C12' C13' 1.3900 . ?
C13' H13' 0.9300 . ?
C13' C14' 1.3900 . ?
C14' H14' 0.9300 . ?
C14' C15' 1.3900 . ?
C15' H15' 0.9300 . ?
C15' C10' 1.3900 . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A C10A 1.560(16) . ?
C11A H11A 0.9300 . ?
C11A C12A 1.3900 . ?
C11A C10A 1.3900 . ?
C12A H12A 0.9300 . ?
C12A C13A 1.3900 . ?
C13A H13A 0.9300 . ?
C13A C14A 1.3900 . ?
C14A H14A 0.9300 . ?
C14A C15A 1.3900 . ?
C15A H15A 0.9300 . ?
C15A C10A 1.3900 . ?

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
C3' O3 H3 109.5 . . ?
C4' O4 C4" 120.70(18) . . ?
C5' O5 H5 109.5 . . ?
C6" O6 C6' 120.43(19) . . ?
H1A C1 H1B 120.0 . . ?
C2 C1 H1A 120.0 . . ?
C2 C1 H1B 120.0 . . ?
C2' C1' C5 108.77(16) . . ?
C2' C1' C6' 110.63(15) . . ?
C2' C1' C7' 106.07(15) . . ?
C5 C1' C7' 109.44(16) . . ?
C6' C1' C5 107.66(15) . . ?
C6' C1' C7' 114.17(16) . . ?
C1 C2 C3 119.4(3) . . ?
C1 C2 C9 121.2(3) . . ?
C9 C2 C3 119.3(2) . . ?
O2 C2' C1' 119.12(17) . . ?
O2 C2' C3' 120.11(17) . . ?
C3' C2' C1' 120.77(16) . . ?
O3 C3' C2' 116.75(16) . . ?
C4' C3' O3 122.96(18) . . ?
C4' C3' C2' 120.28(17) . . ?
C2 C3 H3A 106.4 . . ?
C2 C3 C4 111.82(19) . . ?
C2 C3 C5' 113.18(17) . . ?
C4 C3 H3A 106.4 . . ?
C4 C3 C5' 112.18(16) . . ?
C5' C3 H3A 106.4 . . ?
O4 C4" H4"A 109.5 . . ?
O4 C4" H4"B 109.5 . . ?
O4 C4" H4"C 109.5 . . ?
H4"A C4" H4"B 109.5 . . ?
H4"A C4" H4"C 109.5 . . ?
H4"B C4" H4"C 109.5 . . ?
O4 C4' C3' 128.16(18) . . ?
O4 C4' C5' 110.89(16) . . ?
C3' C4' C5' 120.85(17) . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
C3 C4 C5 111.85(17) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
O5 C5' C3 107.79(15) . . ?
O5 C5' C4' 110.88(16) . . ?
O5 C5' C6' 107.70(16) . . ?
C4' C5' C3 110.27(16) . . ?
C4' C5' C6' 107.63(15) . . ?
C6' C5' C3 112.57(16) . . ?
C1' C5 H5A 108.5 . . ?
C4 C5 C1' 110.04(16) . . ?
C4 C5 H5A 108.5 . . ?
C6 C5 C1' 111.61(17) . . ?
C6 C5 C4 109.54(17) . . ?
C6 C5 H5A 108.5 . . ?
O6 C6" H6"A 109.5 . . ?
O6 C6" H6"B 109.5 . . ?
O6 C6" H6"C 109.5 . . ?
H6"A C6" H6"B 109.5 . . ?
H6"A C6" H6"C 109.5 . . ?
H6"B C6" H6"C 109.5 . . ?
O6 C6' C1' 105.55(15) . . ?
O6 C6' C5' 108.77(16) . . ?
O6 C6' C8 111.09(17) . . ?
C1' C6' C5' 106.82(15) . . ?
C8 C6' C1' 110.58(17) . . ?
C8 C6' C5' 113.63(17) . . ?
C7 C6 C5 120.5(2) . . ?
C7 C6 C10 123.6(2) . . ?
C10 C6 C5 115.9(2) . . ?
O1 C7' C1' 120.2(2) . . ?
O1 C7' C8' 120.7(2) . . ?
C8' C7' C1' 119.09(19) . . ?
C6 C7 H7 117.7 . . ?
C6 C7 C8 124.51(19) . . ?
C8 C7 H7 117.7 . . ?
C6' C8 H8A 108.5 . . ?
C6' C8 H8B 108.5 . . ?
C7 C8 C6' 115.25(19) . . ?
C7 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C7' C8' H8'A 108.3 . . ?
C7' C8' H8'B 108.3 . . ?
C7' C8' H8'C 108.5 . . ?
C7' C8' H8'D 108.5 . . ?
H8'A C8' H8'B 107.4 . . ?
H8'C C8' H8'D 107.5 . . ?
C9' C8' C7' 115.7(10) . . ?
C9' C8' H8'A 108.3 . . ?
C9' C8' H8'B 108.3 . . ?
C9A C8' C7' 115.1(7) . . ?
C9A C8' H8'C 108.5 . . ?
C9A C8' H8'D 108.5 . . ?
C2 C9 H9A 109.5 . . ?
C2 C9 H9B 109.5 . . ?
C2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8' C9' H9'A 109.0 . . ?
C8' C9' H9'B 109.0 . . ?
C8' C9' C10' 112.7(18) . . ?
H9'A C9' H9'B 107.8 . . ?
C10' C9' H9'A 109.0 . . ?
C10' C9' H9'B 109.0 . . ?
C12' C11' H11' 120.0 . . ?
C12' C11' C10' 120.0 . . ?
C10' C11' H11' 120.0 . . ?
C11' C12' H12' 120.0 . . ?
C13' C12' C11' 120.0 . . ?
C13' C12' H12' 120.0 . . ?
C12' C13' H13' 120.0 . . ?
C14' C13' C12' 120.0 . . ?
C14' C13' H13' 120.0 . . ?
C13' C14' H14' 120.0 . . ?
C15' C14' C13' 120.0 . . ?
C15' C14' H14' 120.0 . . ?
C14' C15' H15' 120.0 . . ?
C14' C15' C10' 120.0 . . ?
C10' C15' H15' 120.0 . . ?
C11' C10' C9' 102.7(11) . . ?
C15' C10' C9' 134.9(11) . . ?
C15' C10' C11' 120.0 . . ?
C8' C9A H9AA 110.2 . . ?
C8' C9A H9AB 110.2 . . ?
C8' C9A C10A 107.7(9) . . ?
H9AA C9A H9AB 108.5 . . ?
C10A C9A H9AA 110.2 . . ?
C10A C9A H9AB 110.2 . . ?
C12A C11A H11A 120.0 . . ?
C12A C11A C10A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C13A C12A C11A 120.0 . . ?
C13A C12A H12A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C12A C13A C14A 120.0 . . ?
C14A C13A H13A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C15A C14A C13A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C10A C15A C14A 120.0 . . ?
C10A C15A H15A 120.0 . . ?
C11A C10A C9A 133.3(7) . . ?
C15A C10A C9A 106.7(7) . . ?
C15A C10A C11A 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3 O2 0.82 2.08 2.823(2) 150.6 2_565
O5 H5 O1 0.82 2.67 3.399(2) 149.4 1_655

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C7' C8' C9' 33.3(7) . . . . ?
O1 C7' C8' C9A 9.4(7) . . . . ?
O2 C2' C3' O3 -2.1(3) . . . . ?
O2 C2' C3' C4' 177.13(19) . . . . ?
O3 C3' C4' O4 -6.0(4) . . . . ?
O3 C3' C4' C5' 169.96(19) . . . . ?
O4 C4' C5' O5 -22.9(2) . . . . ?
O4 C4' C5' C3 96.38(19) . . . . ?
O4 C4' C5' C6' -140.48(17) . . . . ?
O5 C5' C6' O6 -69.77(18) . . . . ?
O5 C5' C6' C1' 176.74(14) . . . . ?
O5 C5' C6' C8 54.5(2) . . . . ?
O6 C6' C8 C7 -152.59(19) . . . . ?
C1 C2 C3 C4 134.2(3) . . . . ?
C1 C2 C3 C5' -97.9(3) . . . . ?
C1' C2' C3' O3 178.37(18) . . . . ?
C1' C2' C3' C4' -2.5(3) . . . . ?
C1' C5 C6 C7 29.8(3) . . . . ?
C1' C5 C6 C10 -152.2(2) . . . . ?
C1' C6' C8 C7 -35.7(3) . . . . ?
C1' C7' C8' C9' -145.5(6) . . . . ?
C1' C7' C8' C9A -169.4(6) . . . . ?
C2 C3 C4 C5 176.89(17) . . . . ?
C2 C3 C5' O5 63.6(2) . . . . ?
C2 C3 C5' C4' -57.6(2) . . . . ?
C2 C3 C5' C6' -177.82(18) . . . . ?
C2' C1' C5 C4 -54.0(2) . . . . ?
C2' C1' C5 C6 -175.85(16) . . . . ?
C2' C1' C6' O6 -62.03(19) . . . . ?
C2' C1' C6' C5' 53.6(2) . . . . ?
C2' C1' C6' C8 177.74(17) . . . . ?
C2' C1' C7' O1 -121.5(2) . . . . ?
C2' C1' C7' C8' 57.3(3) . . . . ?
C2' C3' C4' O4 174.9(2) . . . . ?
C2' C3' C4' C5' -9.2(3) . . . . ?
C3' C4' C5' O5 160.51(19) . . . . ?
C3' C4' C5' C3 -80.2(2) . . . . ?
C3' C4' C5' C6' 43.0(2) . . . . ?
C3 C4 C5 C1' -57.0(2) . . . . ?
C3 C4 C5 C6 66.0(2) . . . . ?
C3 C5' C6' O6 171.55(15) . . . . ?
C3 C5' C6' C1' 58.1(2) . . . . ?
C3 C5' C6' C8 -64.1(2) . . . . ?
C4" O4 C4' C3' -21.1(4) . . . . ?
C4" O4 C4' C5' 162.6(2) . . . . ?
C4' C5' C6' O6 49.83(19) . . . . ?
C4' C5' C6' C1' -63.65(19) . . . . ?
C4' C5' C6' C8 174.14(17) . . . . ?
C4 C3 C5' O5 -168.77(16) . . . . ?
C4 C3 C5' C4' 70.1(2) . . . . ?
C4 C3 C5' C6' -50.1(2) . . . . ?
C4 C5 C6 C7 -92.3(3) . . . . ?
C4 C5 C6 C10 85.7(2) . . . . ?
C5' C3 C4 C5 48.5(2) . . . . ?
C5' C6' C8 C7 84.4(2) . . . . ?
C5 C1' C2' O2 -83.1(2) . . . . ?
C5 C1' C2' C3' 96.4(2) . . . . ?
C5 C1' C6' O6 179.24(15) . . . . ?
C5 C1' C6' C5' -65.10(19) . . . . ?
C5 C1' C6' C8 59.0(2) . . . . ?
C5 C1' C7' O1 -4.3(3) . . . . ?
C5 C1' C7' C8' 174.4(2) . . . . ?
C5 C6 C7 C8 -4.9(4) . . . . ?
C6" O6 C6' C1' -166.4(2) . . . . ?
C6" O6 C6' C5' 79.3(3) . . . . ?
C6" O6 C6' C8 -46.5(3) . . . . ?
C6' C1' C2' O2 158.81(18) . . . . ?
C6' C1' C2' C3' -21.6(2) . . . . ?
C6' C1' C5 C4 65.9(2) . . . . ?
C6' C1' C5 C6 -55.9(2) . . . . ?
C6' C1' C7' O1 116.4(2) . . . . ?
C6' C1' C7' C8' -64.8(3) . . . . ?
C6 C7 C8 C6' 8.0(3) . . . . ?
C7' C1' C2' O2 34.5(2) . . . . ?
C7' C1' C2' C3' -145.93(19) . . . . ?
C7' C1' C5 C4 -169.49(16) . . . . ?
C7' C1' C5 C6 68.7(2) . . . . ?
C7' C1' C6' O6 57.5(2) . . . . ?
C7' C1' C6' C5' 173.18(16) . . . . ?
C7' C1' C6' C8 -62.7(2) . . . . ?
C7' C8' C9' C10' -172.3(6) . . . . ?
C7' C8' C9A C10A 160.6(7) . . . . ?
C8' C9' C10' C11' -149.7(8) . . . . ?
C8' C9' C10' C15' 11.6(14) . . . . ?
C8' C9A C10A C11A -84.8(14) . . . . ?
C8' C9A C10A C15A 96.4(8) . . . . ?
C9 C2 C3 C4 -42.8(3) . . . . ?
C9 C2 C3 C5' 85.0(3) . . . . ?
C10 C6 C7 C8 177.3(2) . . . . ?
C11' C12' C13' C14' 0.0 . . . . ?
C12' C11' C10' C9' 164.8(8) . . . . ?
C12' C11' C10' C15' 0.0 . . . . ?
C12' C13' C14' C15' 0.0 . . . . ?
C13' C14' C15' C10' 0.0 . . . . ?
C14' C15' C10' C9' -158.8(10) . . . . ?
C14' C15' C10' C11' 0.0 . . . . ?
C10' C11' C12' C13' 0.0 . . . . ?
C11A C12A C13A C14A 0.0 . . . . ?
C12A C11A C10A C9A -178.6(9) . . . . ?
C12A C11A C10A C15A 0.0 . . . . ?
C12A C13A C14A C15A 0.0 . . . . ?
C13A C14A C15A C10A 0.0 . . . . ?
C14A C15A C10A C9A 178.9(7) . . . . ?
C14A C15A C10A C11A 0.0 . . . . ?
C10A C11A C12A C13A 0.0 . . . . ?

_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 2.198
_oxdiff_exptl_absorpt_empirical_full_min 0.783
