# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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_a23090201aqlq_autored
_database_code_depnum_ccdc_archive 'CCDC 2294598'
loop_
_audit_author_name
_audit_author_address
'Bendu Pan'
;University
China
;
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2024-11-05 downloaded from the CCDC.
;
_audit_creation_date             2023-09-07
_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         'C21 H16 O3'
_chemical_formula_sum            'C21 H16 O3'
_chemical_formula_weight         316.34
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHO
_chemical_oxdiff_usercomment     QLQ
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                   4.51690(10)
_cell_length_b                   9.4428(2)
_cell_length_c                   18.5211(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.565(2)
_cell_angle_gamma                90
_cell_volume                     786.24(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    22148
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      75.5670
_cell_measurement_theta_min      4.6670
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.926
_exptl_absorpt_coefficient_mu    0.715
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80563
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.92a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            28582
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.123
_diffrn_reflns_theta_min         4.798
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_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    -40.00  28.00   1.00    1.00    --  -41.69  57.00  90.00   68
  2  ω    -68.00  24.00   1.00    1.00    --  -41.69  57.00-150.00   92
  3  ω    -77.00 -16.00   1.00    1.00    --  -41.69 -57.00 -90.00   61
  4  ω    -47.00 -20.00   1.00    1.00    --  -41.69 -57.00 -60.00   27
  5  ω    -78.00 -26.00   1.00    1.00    --  -41.69 -38.00 -60.00   52
  6  ω   -111.00 -54.00   1.00    1.00    --  -41.69 -57.00 -60.00   57
  7  ω     21.00  64.00   1.00    1.00    --   41.69 -99.00 -60.00   43
  8  ω     34.00  87.00   1.00    1.00    --   41.69  38.00 -90.00   53
  9  ω     30.00  57.00   1.00    1.00    --   41.69  57.00 -30.00   27
 10  ω     83.00 110.00   1.00    4.00    --  111.00 -77.00 -60.00   27
 11  ω     37.00  80.00   1.00    4.00    --  111.00 -77.00 -60.00   43
 12  ω     87.00 115.00   1.00    4.00    --  111.00  45.00  30.00   28
 13  ω     88.00 152.00   1.00    4.00    --  111.00  45.00 -30.00   64
 14  ω     90.00 120.00   1.00    4.00    --  111.00  45.00 -90.00   30
 15  ω     83.00 178.00   1.00   16.00    --  111.00  61.00-120.00   95
 16  ω     87.00 115.00   1.00   16.00    --  111.00  43.00 -53.52   28
 17  ω    153.00 178.00   1.00   16.00    --  111.00  45.00   0.00   25
 18  ω     84.00 109.00   1.00   16.00    --  111.00  61.00   0.00   25
 19  ω     88.00 137.00   1.00   16.00    --  111.00  45.00   0.00   49
 20  ω     96.00 138.00   1.00   16.00    --  111.00  30.00-120.00   42
 21  ω     83.00 110.00   1.00   16.00    --  111.00  61.00 -90.00   27
 22  ω     83.00 110.00   1.00   16.00    --  111.00  61.00 -60.00   27
 23  ω    141.00 175.00   1.00   16.00    --  111.00  61.00 -30.00   34
 24  ω     84.00 109.00   1.00   16.00    --  111.00  61.00 -30.00   25
 25  ω    144.00 172.00   1.00   16.00    --  111.00  45.00  30.00   28
 26  ω     43.00 102.00   1.00   16.00    --  111.00-111.00-120.00   59
 27  ω     89.00 117.00   1.00   16.00    --  111.00 -77.00  90.00   28
 28  ω    129.00 178.00   1.00   16.00    --  111.00 111.00-150.00   49
 29  ω     32.00  63.00   1.00   16.00    --  111.00 -94.00 -90.00   31
 30  ω     82.00 107.00   1.00   16.00    --  111.00 -94.00 -90.00   25
 31  ω     46.00 124.00   1.00   16.00    --  111.00 -61.00  90.00   78
 32  ω     86.00 111.00   1.00   16.00    --  111.00  61.00  30.00   25
 33  ω     87.00 115.00   1.00   16.00    --  111.00  45.00 -60.00   28
 34  ω    149.00 177.00   1.00   16.00    --  111.00  45.00 -90.00   28
 35  ω     64.00  98.00   1.00   16.00    --  111.00-111.00  60.00   34
 36  ω    126.00 178.00   1.00   16.00    --  111.00  56.00 -61.68   52
 37  ω     85.00 112.00   1.00   16.00    --  111.00  56.00 -61.68   27
 38  ω    -78.00 -52.00   1.00    3.00    --  -42.19 -57.00 -60.00   26
 39  ω    -41.00 -16.00   1.00    3.00    --  -42.19 -57.00 150.00   25
 40  ω     11.00  36.00   1.00    3.00    --   42.19  82.00  77.15   25
 41  ω     10.00  35.00   1.00    3.00    --   42.19  80.00 -48.11   25
 42  ω     90.00 116.00   1.00   16.00    --  111.00  30.00   0.00   26
 43  ω     83.00 108.00   1.00   16.00    --  111.00  61.00 -30.00   25
 44  ω     87.00 113.00   1.00   16.00    --  111.00  45.00-120.00   26
 45  ω     84.00 110.00   1.00   16.00    --  111.00  61.00  30.00   26
 46  ω     83.00 109.00   1.00   16.00    --  111.00  61.00   0.00   26
 47  ω     88.00 114.00   1.00   16.00    --  111.00  41.00 -33.02   26
 48  ω   -112.00 -16.00   1.00    3.00    --  -42.19 -57.00  90.00   96
 49  ω    -65.00  30.00   1.00    3.00    --  -42.19  38.00  30.00   95
 50  ω   -112.00 -16.00   1.00    3.00    --  -42.19 -57.00  30.00   96
 51  ω   -121.00  -5.00   1.00    3.00    --  -42.19 -19.00  60.00  116
 52  ω     20.00 115.00   1.00    3.00    --   42.19  38.00  60.00   95
 53  ω      6.00  81.00   1.00    3.00    --   42.19 -99.00 -60.00   75
 54  ω     10.00  42.00   1.00    3.00    --   42.19  80.00 -81.27   32
 55  ω     27.00  95.00   1.00    3.00    --   42.19-125.00  90.00   68
 56  ω     10.00  42.00   1.00    3.00    --   42.19  80.00 -48.11   32
 57  ω     12.00 114.00   1.00    3.00    --   42.19  71.00-128.21  102
 58  ω     16.00 112.00   1.00    3.00    --   42.19  57.00-150.00   96
 59  ω      9.00  42.00   1.00    3.00    --   42.19  82.00  77.15   33
 60  ω     11.00  42.00   1.00    3.00    --   42.19  78.00  47.31   31
 61  ω     87.00 178.00   1.00   16.00    --  111.00  45.00  90.00   91
 62  ω     87.00 178.00   1.00   16.00    --  111.00  30.00 150.00   91
 63  ω     83.00 178.00   1.00   16.00    --  111.00  61.00 150.00   95
 64  ω     39.00 109.00   1.00   16.00    --  111.00-111.00  30.00   70
 65  ω     87.00 178.00   1.00   16.00    --  111.00  45.00  60.00   91
 66  ω     83.00 178.00   1.00   16.00    --  111.00  61.00-180.00   95
 67  ω     82.00 108.00   1.00   16.00    --  111.00  69.00-114.28   26
 68  ω     89.00 114.00   1.00   16.00    --  111.00  35.00 -54.39   25
 69  ω     86.00 113.00   1.00   14.57    --  111.00  56.00  28.65   27
 70  ω     85.00 111.00   1.00    8.00    --  111.00  64.00  12.46   26
 71  ω    153.00 178.00   1.00    8.00    --  111.00 132.00  76.00   25
 72  ω     87.00 112.00   1.00    8.00    --  111.00  30.00  30.00   25
 73  ω     87.00 113.00   1.00    8.00    --  111.00  48.00  10.93   26
 74  ω     13.00  38.00   1.00    2.00    --   46.00  82.00 -52.31   25
 75  ω     15.00  40.00   1.00    2.00    --   46.00  76.00 131.85   25
 76  ω     34.00  60.00   1.00    2.00    --   54.00  69.00 -92.56   26
 77  ω     32.00  59.00   1.00    2.00    --   58.00  71.00 -48.27   27
 78  ω     30.00  64.00   1.00    2.00    --   58.00  69.00   8.92   34
 79  ω     33.00  59.00   1.00    2.00    --   62.00  67.00  66.20   26
 80  ω     32.00  68.00   1.00    2.00    --   62.00  71.00 170.35   36
 81  ω     36.00  72.00   1.00    2.00    --   66.00  70.00-139.82   36
 82  ω     39.00  78.00   1.00    2.00    --   66.00  63.00 136.95   39
 83  ω     36.00  68.00   1.00    2.00    --   66.00  70.00  86.96   32
 84  ω     45.00  90.00   1.00    2.00    --   70.00  53.00 -26.94   45
 85  ω    135.00 167.00   1.00    8.00    --  111.00  61.00-150.00   32
 86  ω     83.00 108.00   1.00    8.00    --  111.00  61.00-150.00   25
 87  ω     84.00 110.00   1.00    8.00    --  111.00  61.00  90.00   26
 88  ω     82.00 109.00   1.00    8.00    --  111.00-111.00 120.00   27
 89  ω    113.00 139.00   1.00    8.00    --  111.00 -61.00-150.00   26
 90  ω     85.00 111.00   1.00    8.00    --  111.00  61.00  60.00   26
 91  ω     63.00  95.00   1.00    8.00    --  111.00 -61.00-150.00   32
 92  ω     60.00 101.00   1.00    8.00    --  111.00 -45.00 -30.00   41
 93  ω    153.00 178.00   1.00    8.00    --  111.00  61.00  60.00   25
 94  ω    143.00 169.00   1.00    8.00    --  111.00  61.00 120.00   26
 95  ω    119.00 145.00   1.00    8.00    --  111.00  77.00   0.00   26
 96  ω     85.00 110.00   1.00    8.00    --  111.00  61.00 120.00   25
 97  ω     51.00  77.00   1.00    2.00    --   70.00  61.00   3.14   26
 98  ω     46.00  71.00   1.00    2.00    --   74.00  61.00 -82.29   25
 99  ω     63.00  89.00   1.00    8.00    --   86.00  69.00 -62.10   26
100  ω     62.00  88.00   1.00    8.00    --   90.00  68.00  28.03   26
101  ω     50.00  80.00   1.00   18.00    --   78.00  61.00-179.31   30
102  ω     62.00  88.00   1.00   18.00    --   90.00  62.00 -36.40   26
103  ω    -44.00 129.00   1.00    3.00    --   42.19   0.00-120.00  173
104  ω    -44.00 129.00   1.00    3.00    --   42.19   0.00 -60.00  173
105  ω    -44.00 129.00   1.00    3.00    --   42.19   0.00 -30.00  173
106  ω    -44.00 129.00   1.00    3.00    --   42.19   0.00 -90.00  173
107  ω    -44.00 129.00   1.00    3.00    --   42.19   0.00  60.00  173
108  ω    -44.00 129.00   1.00    3.00    --   42.19   0.00  30.00  173
109  ω    -44.00 129.00   1.00    3.00    --   42.19   0.00   0.00  173
110  ω    -44.00 129.00   1.00    3.00    --   42.19   0.00-180.00  173
111  ω    -44.00 129.00   1.00    3.00    --   42.19   0.00-150.00  173
112  ω     13.00  42.00   1.00    3.00    --   46.00  82.00  60.66   29
113  ω     14.00  42.00   1.00    3.00    --   46.00  79.00-133.49   28
114  ω     21.00 121.00   1.00    3.00    --   50.00  68.00-132.80  100
115  ω     24.00 126.00   1.00    3.00    --   54.00  70.00 -20.09  102
116  ω     36.00 138.00   1.00    3.00    --   66.00  71.00 106.61  102
117  ω     42.00 140.00   1.00    3.00    --   70.00  64.00  88.57   98
118  ω     47.00 144.00   1.00    3.00    --   74.00  58.00  79.00   97
119  ω     51.00 146.00   1.00    3.00    --   74.00  41.00 -71.96   95
120  ω     85.00 111.00   1.00   18.00    --  111.00  53.00 -81.24   26
121  ω     81.00 107.00   1.00   18.00    --  111.00  71.00 -34.27   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1884805000
_diffrn_orient_matrix_UB_12      0.0357479000
_diffrn_orient_matrix_UB_13      0.0625478000
_diffrn_orient_matrix_UB_21      0.2657217000
_diffrn_orient_matrix_UB_22      -0.0363060000
_diffrn_orient_matrix_UB_23      0.0553765000
_diffrn_orient_matrix_UB_31      0.1068234000
_diffrn_orient_matrix_UB_32      0.1549574000
_diffrn_orient_matrix_UB_33      -0.0013023000
_diffrn_oxdiff_digest_frames     
;
01208d5879c9da901a5cb6cd79d750582406864e5cf
;
_diffrn_oxdiff_digest_hkl        
;
0124d0fa58fc60106a20c9bc6359e2804db98f
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.825
_reflns_Friedel_fraction_full    0.954
_reflns_Friedel_fraction_max     0.926
_reflns_number_gt                3093
_reflns_number_total             3170
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_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         0.251
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 1373 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3170
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      1.072
_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)+(0.0550P)²+0.1271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.0930
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C20(H20)
2.d X=CH2 refined with riding coordinates:
 C21(H21A,H21B)
;
_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 -0.1197(4) 0.3494(2) 0.91533(10) 0.0505(5) Uani 1 1 d . . . . .
O2 O 0.0702(4) 0.55478(19) 0.95062(7) 0.0383(4) Uani 1 1 d . . . . .
O3 O -0.0107(3) 0.71986(17) 0.82276(8) 0.0348(4) Uani 1 1 d . . . . .
C1 C 0.0181(5) 0.4528(3) 0.90034(12) 0.0354(5) Uani 1 1 d . . . . .
C2 C 0.1322(5) 0.4736(2) 0.82858(11) 0.0306(4) Uani 1 1 d . . . . .
C3 C 0.1243(5) 0.6050(2) 0.79396(10) 0.0303(4) Uani 1 1 d . . . . .
C4 C 0.2315(6) 0.6162(3) 0.72636(11) 0.0360(5) Uani 1 1 d . . . . .
H4 H 0.2309 0.7054 0.7026 0.043 Uiso 1 1 calc R . . . .
C5 C 0.3394(6) 0.4974(3) 0.69349(11) 0.0372(5) Uani 1 1 d . . . . .
H5 H 0.4124 0.5068 0.6473 0.045 Uiso 1 1 calc R . . . .
C6 C 0.3437(5) 0.3640(2) 0.72653(11) 0.0318(4) Uani 1 1 d . . . . .
C7 C 0.2397(5) 0.3548(2) 0.79465(11) 0.0311(4) Uani 1 1 d . . . . .
H7 H 0.2418 0.2657 0.8186 0.037 Uiso 1 1 calc R . . . .
C8 C 0.4571(5) 0.2335(2) 0.69313(11) 0.0322(5) Uani 1 1 d . . . . .
C9 C 0.6554(5) 0.1495(3) 0.73358(12) 0.0349(5) Uani 1 1 d . . . . .
H9 H 0.7157 0.1758 0.7823 0.042 Uiso 1 1 calc R . . . .
C10 C 0.7743(5) 0.0249(3) 0.70574(13) 0.0417(5) Uani 1 1 d . . . . .
H10 H 0.9091 -0.0322 0.7356 0.050 Uiso 1 1 calc R . . . .
C11 C 0.6928(5) -0.0132(3) 0.63470(13) 0.0402(5) Uani 1 1 d . . . . .
H11 H 0.7748 -0.0958 0.6152 0.048 Uiso 1 1 calc R . . . .
C12 C 0.4875(5) 0.0703(2) 0.59097(11) 0.0323(4) Uani 1 1 d . . . . .
C13 C 0.4059(5) 0.0344(3) 0.51721(12) 0.0383(5) Uani 1 1 d . . . . .
H13 H 0.4973 -0.0446 0.4967 0.046 Uiso 1 1 calc R . . . .
C14 C 0.1987(5) 0.1111(3) 0.47526(12) 0.0382(5) Uani 1 1 d . . . . .
H14 H 0.1496 0.0867 0.4258 0.046 Uiso 1 1 calc R . . . .
C15 C 0.0587(5) 0.2262(3) 0.50562(12) 0.0357(5) Uani 1 1 d . . . . .
H15 H -0.0925 0.2764 0.4770 0.043 Uiso 1 1 calc R . . . .
C16 C 0.1360(5) 0.2677(2) 0.57581(11) 0.0317(4) Uani 1 1 d . . . . .
H16 H 0.0391 0.3463 0.5952 0.038 Uiso 1 1 calc R . . . .
C17 C 0.3608(5) 0.1935(2) 0.61989(11) 0.0301(4) Uani 1 1 d . . . . .
C18 C 0.2790(5) 0.6655(3) 0.93795(11) 0.0336(5) Uani 1 1 d . . . . .
H18A H 0.4493 0.6242 0.9154 0.040 Uiso 1 1 calc R . . . .
H18B H 0.3562 0.7079 0.9849 0.040 Uiso 1 1 calc R . . . .
C19 C 0.1369(4) 0.7799(3) 0.88901(10) 0.0312(4) Uani 1 1 d . . . . .
H19 H -0.0174 0.8280 0.9155 0.037 Uiso 1 1 calc R . . . .
C20 C 0.3594(4) 0.8886(3) 0.87195(11) 0.0328(4) Uani 1 1 d . . . . .
H20 H 0.4900 0.8668 0.8363 0.039 Uiso 1 1 calc R . . . .
C21 C 0.3839(6) 1.0127(3) 0.90368(12) 0.0404(5) Uani 1 1 d . . . . .
H21A H 0.2561 1.0372 0.9395 0.048 Uiso 1 1 calc R . . . .
H21B H 0.5296 1.0782 0.8908 0.048 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 C1 1.205(3) . ?
O2 C1 1.344(3) . ?
O2 C18 1.442(3) . ?
O3 C3 1.377(3) . ?
O3 C19 1.454(2) . ?
C1 C2 1.485(3) . ?
C2 C3 1.395(3) . ?
C2 C7 1.396(3) . ?
C3 C4 1.390(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.399(3) . ?
C6 C7 1.391(3) . ?
C6 C8 1.492(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.365(3) . ?
C8 C17 1.434(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.412(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.412(3) . ?
C12 C13 1.421(3) . ?
C12 C17 1.423(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.365(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.402(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.370(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.424(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.512(3) . ?
C19 H19 1.0000 . ?
C19 C20 1.492(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.311(3) . ?
C21 H21A 0.9500 . ?
C21 H21B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O2 C18 118.66(15) . . ?
C3 O3 C19 116.73(15) . . ?
O1 C1 O2 118.72(18) . . ?
O1 C1 C2 123.1(2) . . ?
O2 C1 C2 118.2(2) . . ?
C3 C2 C1 122.24(19) . . ?
C3 C2 C7 120.17(17) . . ?
C7 C2 C1 117.54(19) . . ?
O3 C3 C2 120.98(17) . . ?
O3 C3 C4 119.71(19) . . ?
C4 C3 C2 119.06(19) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.1 . . ?
C4 C5 C6 121.75(18) . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C8 123.55(17) . . ?
C7 C6 C5 117.5(2) . . ?
C7 C6 C8 118.94(19) . . ?
C2 C7 H7 119.3 . . ?
C6 C7 C2 121.35(19) . . ?
C6 C7 H7 119.3 . . ?
C9 C8 C6 119.08(19) . . ?
C9 C8 C17 119.2(2) . . ?
C17 C8 C6 121.7(2) . . ?
C8 C9 H9 118.8 . . ?
C8 C9 C10 122.5(2) . . ?
C10 C9 H9 118.8 . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.4(2) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.1(2) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C13 120.9(2) . . ?
C11 C12 C17 120.4(2) . . ?
C13 C12 C17 118.7(2) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.3(2) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.6(2) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.2(2) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C12 C17 C8 118.4(2) . . ?
C12 C17 C16 118.46(19) . . ?
C16 C17 C8 123.12(19) . . ?
O2 C18 H18A 109.3 . . ?
O2 C18 H18B 109.3 . . ?
O2 C18 C19 111.66(18) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
O3 C19 C18 111.15(18) . . ?
O3 C19 H19 107.9 . . ?
O3 C19 C20 110.66(16) . . ?
C18 C19 H19 107.9 . . ?
C20 C19 C18 111.30(18) . . ?
C20 C19 H19 107.9 . . ?
C19 C20 H20 118.3 . . ?
C21 C20 C19 123.34(19) . . ?
C21 C20 H20 118.3 . . ?
C20 C21 H21A 120.0 . . ?
C20 C21 H21B 120.0 . . ?
H21A C21 H21B 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 140.2(2) . . . . ?
O1 C1 C2 C7 -37.4(3) . . . . ?
O2 C1 C2 C3 -39.4(3) . . . . ?
O2 C1 C2 C7 143.0(2) . . . . ?
O2 C18 C19 O3 -52.1(2) . . . . ?
O2 C18 C19 C20 -175.97(16) . . . . ?
O3 C3 C4 C5 -173.2(2) . . . . ?
O3 C19 C20 C21 134.2(2) . . . . ?
C1 O2 C18 C19 81.8(2) . . . . ?
C1 C2 C3 O3 -4.8(3) . . . . ?
C1 C2 C3 C4 -179.1(2) . . . . ?
C1 C2 C7 C6 178.3(2) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C3 O3 C19 C18 -36.4(2) . . . . ?
C3 O3 C19 C20 87.8(2) . . . . ?
C3 C2 C7 C6 0.7(3) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C4 C5 C6 C7 -1.1(3) . . . . ?
C4 C5 C6 C8 179.9(2) . . . . ?
C5 C6 C7 C2 0.6(3) . . . . ?
C5 C6 C8 C9 130.7(2) . . . . ?
C5 C6 C8 C17 -49.9(3) . . . . ?
C6 C8 C9 C10 -179.6(2) . . . . ?
C6 C8 C17 C12 177.67(17) . . . . ?
C6 C8 C17 C16 -5.0(3) . . . . ?
C7 C2 C3 O3 172.73(18) . . . . ?
C7 C2 C3 C4 -1.6(3) . . . . ?
C7 C6 C8 C9 -48.3(3) . . . . ?
C7 C6 C8 C17 131.0(2) . . . . ?
C8 C6 C7 C2 179.74(19) . . . . ?
C8 C9 C10 C11 1.2(3) . . . . ?
C9 C8 C17 C12 -2.9(3) . . . . ?
C9 C8 C17 C16 174.41(19) . . . . ?
C9 C10 C11 C12 -1.3(3) . . . . ?
C10 C11 C12 C13 178.6(2) . . . . ?
C10 C11 C12 C17 -0.7(3) . . . . ?
C11 C12 C13 C14 177.3(2) . . . . ?
C11 C12 C17 C8 2.8(3) . . . . ?
C11 C12 C17 C16 -174.7(2) . . . . ?
C12 C13 C14 C15 -1.2(3) . . . . ?
C13 C12 C17 C8 -176.52(19) . . . . ?
C13 C12 C17 C16 6.0(3) . . . . ?
C13 C14 C15 C16 3.2(3) . . . . ?
C14 C15 C16 C17 -0.4(3) . . . . ?
C15 C16 C17 C8 178.43(19) . . . . ?
C15 C16 C17 C12 -4.2(3) . . . . ?
C17 C8 C9 C10 1.0(3) . . . . ?
C17 C12 C13 C14 -3.4(3) . . . . ?
C18 O2 C1 O1 168.9(2) . . . . ?
C18 O2 C1 C2 -11.5(3) . . . . ?
C18 C19 C20 C21 -101.7(2) . . . . ?
C19 O3 C3 C2 70.0(3) . . . . ?
C19 O3 C3 C4 -115.7(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.893
_oxdiff_exptl_absorpt_empirical_full_min 0.645
