# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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_556
_audit_block_doi                 10.5517/ccdc.csd.cc239fyt
_database_code_depnum_ccdc_archive 'CCDC 1945496'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/c7cc01440f 2017
loop_
_audit_author_name
_audit_author_address
'XiaoLi Zhao'
;East China Normal University
China
;
_audit_update_record             
;
2019-08-05 deposited with the CCDC.	2020-11-16 downloaded from the CCDC.
;
_audit_creation_date             2018-11-15
_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 H24 O5'
_chemical_formula_sum            'C20 H24 O5'
_chemical_formula_weight         344.39
_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                   13.2447(2)
_cell_length_b                   12.0770(2)
_cell_length_c                   10.7782(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1724.04(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16106
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.0300
_cell_measurement_theta_min      4.9400
_shelx_estimated_absorpt_T_max   0.886
_shelx_estimated_absorpt_T_min   0.758
_exptl_absorpt_coefficient_mu    0.773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.12921
_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    1.327
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            39902
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.445
_diffrn_reflns_theta_min         4.956
_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 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  89.00   1.00    2.00    --    0.00  38.00 150.00  107
  2  ω    -49.00  18.00   1.00    2.00    --    0.00 -38.00 120.00   67
  3  ω     42.00  88.00   1.00    2.00    --    0.00  57.00 -60.00   46
  4  ω     -2.00  24.00   1.00    2.00    --    0.00  57.00 -60.00   26
  5  ω      6.00  50.00   1.00    2.00    --    0.00  77.00 -60.00   44
  6  ω    -86.00 -55.00   1.00    2.00    --    0.00 -77.00 -60.00   31
  7  ω    -29.00   1.00   1.00    2.00    --    0.00  77.00 -60.00   30
  8  ω    -29.00  75.00   1.00    2.00    --    0.00  77.00  30.00  104
  9  ω    -50.00 -18.00   1.00    2.00    --    0.00 -77.00 -60.00   32
 10  ω     -8.00  29.00   1.00    2.00    --    0.00 -77.00 -60.00   37
 11  ω    -30.00  89.00   1.00    2.00    --    0.00  77.00-120.00  119
 12  ω     65.00  91.00   1.00    2.00    --   95.80  77.00  30.00   26
 13  ω     63.00  89.00   1.00    2.00    --   95.80  82.00 -97.85   26
 14  ω     71.00  97.00   1.00    2.00    --   95.80  61.00-150.00   26
 15  ω     63.00  88.00   1.00    2.00    --   95.80  82.00  60.00   25
 16  ω     65.00  90.00   1.00    2.00    --   95.80  77.00 -60.00   25
 17  ω     66.00  92.00   1.00    2.00    --   95.80  74.00  59.38   26
 18  ω     69.00 184.00   1.00    2.00    --   95.80  65.00-117.06  115
 19  ω     75.00 106.00   1.00    2.00    --   95.80  45.00 150.00   31
 20  ω     63.00  97.00   1.00    2.00    --   95.80  82.00 120.00   34
 21  ω     79.00 128.00   1.00    2.00    --   95.80 -82.00 -90.00   49
 22  ω    138.00 184.00   1.00    2.00    --   95.80  45.00 150.00   46
 23  ω     64.00  90.00   1.00    2.00    --   95.80  82.00 -90.00   26
 24  ω    154.00 181.00   1.00    2.00    --   95.80  82.00 -90.00   27
 25  ω     39.00 120.00   1.00    2.00    --   95.80 -61.00-180.00   81
 26  ω     75.00 111.00   1.00    2.00    --   95.80  45.00-180.00   36
 27  ω    128.00 185.00   1.00    2.00    --   95.80  45.00-180.00   57
 28  ω     66.00  92.00   1.00    2.00    --   95.80  77.00-150.00   26
 29  ω     65.00  91.00   1.00    2.00    --   95.80  77.00-120.00   26
 30  ω     65.00 165.00   1.00    2.00    --   95.80  77.00 -30.00  100
 31  ω     71.00 141.00   1.00    2.00    --   95.80  61.00 -90.00   70
 32  ω     65.00  90.00   1.00    2.00    --   95.80  77.00-180.00   25
 33  ω     69.00  94.00   1.00    2.00    --   95.80  67.00 -31.34   25
 34  ω     65.00  90.00   1.00    2.00    --   95.80  77.00 150.00   25
 35  ω     65.00  90.00   1.00    2.00    --   95.80  77.00  90.00   25
 36  ω     64.00  90.00   1.00    2.00    --   95.80  82.00  90.00   26
 37  ω     65.00  91.00   1.00    2.00    --   95.80  77.00 120.00   26
 38  ω     33.00 127.00   1.00    2.00    --   95.80 -82.00   0.00   94
 39  ω     75.00 107.00   1.00    2.00    --   95.80  45.00  30.00   32
 40  ω    113.00 143.00   1.00    2.00    --   95.80  45.00  30.00   30
 41  ω    147.00 176.00   1.00    2.00    --   95.80  45.00  30.00   29
 42  ω     78.00 114.00   1.00    2.00    --   95.80  45.00 120.00   36
 43  ω    135.00 177.00   1.00    2.00    --   95.80  45.00 120.00   42
 44  ω     71.00  96.00   1.00    2.00    --   95.80  61.00 -60.00   25
 45  ω     63.00  95.00   1.00    2.00    --   95.80  82.00 150.00   32
 46  ω     63.00  89.00   1.00    2.00    --   95.80  82.00 -30.00   26
 47  ω     71.00  97.00   1.00    2.00    --   95.80  61.00  60.00   26
 48  ω     64.00  89.00   1.00    2.00    --   95.80  82.00   0.00   25
 49  ω     75.00 185.00   1.00    2.00    --   95.80  45.00  60.00  110
 50  ω     71.00 106.00   1.00    2.00    --   95.80  61.00-120.00   35
 51  ω     75.00 150.00   1.00    2.00    --   95.80  45.00 -30.00   75
 52  ω     33.00 128.00   1.00    2.00    --   95.80 -82.00  30.00   95
 53  ω     71.00  97.00   1.00    2.00    --   95.80  61.00  90.00   26
 54  ω    148.00 184.00   1.00    2.00    --   95.80  61.00  90.00   36
 55  ω    134.00 159.00   1.00    2.00    --   95.80  45.00-150.00   25
 56  ω     75.00 104.00   1.00    2.00    --   95.80  45.00-150.00   29
 57  ω     65.00  91.00   1.00    2.00    --   95.80  77.00   0.00   26
 58  ω     12.00 125.00   1.00    2.00    --   95.80 -82.00  90.00  113
 59  ω     76.00 184.00   1.00    2.00    --   95.80  45.00  90.00  108
 60  ω     11.00 127.00   1.00    2.00    --   95.80 -82.00-162.06  116
 61  ω     73.00 185.00   1.00    2.00    --   95.80  52.00 -66.84  112
 62  ω    137.00 185.00   1.00    2.00    --   95.80  56.00-128.23   48
 63  ω     72.00 109.00   1.00    2.00    --   95.80  56.00-128.23   37
;
_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      0.0819908000
_diffrn_orient_matrix_UB_12      0.0585365000
_diffrn_orient_matrix_UB_13      0.0770449000
_diffrn_orient_matrix_UB_21      -0.0765269000
_diffrn_orient_matrix_UB_22      0.0901629000
_diffrn_orient_matrix_UB_23      0.0370501000
_diffrn_orient_matrix_UB_31      -0.0307034000
_diffrn_orient_matrix_UB_32      -0.0687023000
_diffrn_orient_matrix_UB_33      0.1145775000
_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         0.743
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                3256
_reflns_number_total             3502
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (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         0.168
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 1222 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.13(9)
_refine_ls_extinction_coef       0.0020(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   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3502
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0435
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0287P)²+0.8058P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.0940
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C)
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 0.43048(15) 0.70868(16) 0.7482(2) 0.0403(5) Uani 1 1 d . . . . .
O2 O 0.69694(15) 0.56378(19) 0.4122(3) 0.0622(8) Uani 1 1 d . . . . .
O3 O 0.63607(18) 0.55970(19) -0.0254(3) 0.0672(9) Uani 1 1 d . . . . .
H3 H 0.690315 0.529405 -0.039238 0.101 Uiso 1 1 calc GR . . . .
O4 O 0.53702(13) 0.39912(14) 0.2360(2) 0.0401(6) Uani 1 1 d . . . . .
O5 O 0.37662(14) 0.35314(15) 0.2614(2) 0.0393(5) Uani 1 1 d . . . . .
C1 C 0.44301(18) 0.6409(2) 0.3704(3) 0.0289(6) Uani 1 1 d . . . . .
C2 C 0.35316(18) 0.6802(2) 0.4206(3) 0.0280(6) Uani 1 1 d . . . . .
H2 H 0.297165 0.691447 0.370054 0.034 Uiso 1 1 calc R . . . .
C3 C 0.34792(19) 0.7022(2) 0.5460(3) 0.0282(6) Uani 1 1 d . . . . .
H3A H 0.288119 0.729523 0.579360 0.034 Uiso 1 1 calc R . . . .
C4 C 0.4309(2) 0.6844(2) 0.6242(3) 0.0315(6) Uani 1 1 d . . . . .
C5 C 0.5215(2) 0.6413(2) 0.5777(3) 0.0369(7) Uani 1 1 d . . . . .
C6 C 0.52472(19) 0.6224(2) 0.4496(3) 0.0355(8) Uani 1 1 d . . . . .
C7 C 0.61253(19) 0.5892(2) 0.3748(4) 0.0443(9) Uani 1 1 d . . . . .
C8 C 0.58377(18) 0.5926(2) 0.2396(4) 0.0396(8) Uani 1 1 d . . . . .
H8 H 0.623116 0.650037 0.197276 0.047 Uiso 1 1 calc R . . . .
C9 C 0.6011(2) 0.4820(2) 0.1766(4) 0.0444(9) Uani 1 1 d . . . . .
H9 H 0.672112 0.460557 0.184834 0.053 Uiso 1 1 calc R . . . .
C10 C 0.5726(2) 0.4864(2) 0.0415(4) 0.0472(10) Uani 1 1 d . . . . .
H10 H 0.578237 0.411998 0.005851 0.057 Uiso 1 1 calc R . . . .
C11 C 0.4620(2) 0.5267(2) 0.0301(3) 0.0360(7) Uani 1 1 d . . . . .
H11 H 0.463782 0.602773 -0.001370 0.043 Uiso 1 1 calc R . . . .
C12 C 0.4128(2) 0.5302(2) 0.1619(3) 0.0313(7) Uani 1 1 d . . . . .
C13 C 0.46985(18) 0.6226(2) 0.2344(3) 0.0315(7) Uani 1 1 d . . . . .
H13 H 0.462026 0.692809 0.189799 0.038 Uiso 1 1 calc R . . . .
C14 C 0.6096(2) 0.6204(3) 0.6624(4) 0.0512(10) Uani 1 1 d . . . . .
H14A H 0.665438 0.666143 0.637715 0.077 Uiso 1 1 calc GR . . . .
H14B H 0.628908 0.543920 0.657324 0.077 Uiso 1 1 calc GR . . . .
H14C H 0.590909 0.637863 0.746175 0.077 Uiso 1 1 calc GR . . . .
C15 C 0.3530(2) 0.7797(3) 0.7935(3) 0.0399(7) Uani 1 1 d . . . . .
H15A H 0.347745 0.843552 0.740863 0.060 Uiso 1 1 calc GR . . . .
H15B H 0.369133 0.802724 0.876405 0.060 Uiso 1 1 calc GR . . . .
H15C H 0.289847 0.740657 0.793784 0.060 Uiso 1 1 calc GR . . . .
C16 C 0.29794(19) 0.5459(2) 0.1578(3) 0.0285(6) Uani 1 1 d . . . . .
H16A H 0.268761 0.482820 0.115225 0.034 Uiso 1 1 calc R . . . .
H16B H 0.272827 0.544846 0.242379 0.034 Uiso 1 1 calc R . . . .
C17 C 0.2595(2) 0.6511(2) 0.0953(3) 0.0334(6) Uani 1 1 d . . . . .
H17A H 0.280873 0.715095 0.142877 0.040 Uiso 1 1 calc R . . . .
H17B H 0.288610 0.656958 0.012976 0.040 Uiso 1 1 calc R . . . .
C18 C 0.1446(2) 0.6506(3) 0.0852(3) 0.0418(7) Uani 1 1 d . . . . .
H18A H 0.123391 0.587719 0.037363 0.063 Uiso 1 1 calc GR . . . .
H18B H 0.122452 0.717330 0.045266 0.063 Uiso 1 1 calc GR . . . .
H18C H 0.115681 0.646368 0.166772 0.063 Uiso 1 1 calc GR . . . .
C19 C 0.4045(3) 0.4572(3) -0.0641(4) 0.0500(9) Uani 1 1 d . . . . .
H19A H 0.441780 0.454620 -0.140478 0.075 Uiso 1 1 calc GR . . . .
H19B H 0.339482 0.489753 -0.078810 0.075 Uiso 1 1 calc GR . . . .
H19C H 0.396073 0.383478 -0.032561 0.075 Uiso 1 1 calc GR . . . .
C20 C 0.43656(19) 0.4207(2) 0.2235(3) 0.0349(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.368(4) . ?
O1 C15 1.424(4) . ?
O2 C7 1.228(4) . ?
O3 H3 0.8200 . ?
O3 C10 1.418(4) . ?
O4 C9 1.460(4) . ?
O4 C20 1.362(3) . ?
O5 C20 1.209(3) . ?
C1 C2 1.390(4) . ?
C1 C6 1.396(4) . ?
C1 C13 1.525(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.380(4) . ?
C3 H3A 0.9300 . ?
C3 C4 1.402(4) . ?
C4 C5 1.400(4) . ?
C5 C6 1.400(5) . ?
C5 C14 1.503(4) . ?
C6 C7 1.471(4) . ?
C7 C8 1.507(5) . ?
C8 H8 0.9800 . ?
C8 C9 1.516(4) . ?
C8 C13 1.553(3) . ?
C9 H9 0.9800 . ?
C9 C10 1.505(6) . ?
C10 H10 0.9800 . ?
C10 C11 1.549(4) . ?
C11 H11 0.9800 . ?
C11 C12 1.564(4) . ?
C11 C19 1.521(5) . ?
C12 C13 1.558(4) . ?
C12 C16 1.533(4) . ?
C12 C20 1.513(4) . ?
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 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.526(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.525(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 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 C15 117.9(2) . . ?
C10 O3 H3 109.5 . . ?
C20 O4 C9 113.2(2) . . ?
C2 C1 C6 118.7(3) . . ?
C2 C1 C13 128.5(3) . . ?
C6 C1 C13 112.6(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3A 119.3 . . ?
C2 C3 C4 121.3(3) . . ?
C4 C3 H3A 119.3 . . ?
O1 C4 C3 123.4(3) . . ?
O1 C4 C5 115.6(2) . . ?
C5 C4 C3 120.9(3) . . ?
C4 C5 C14 120.7(3) . . ?
C6 C5 C4 116.1(3) . . ?
C6 C5 C14 123.2(3) . . ?
C1 C6 C5 123.6(3) . . ?
C1 C6 C7 108.7(3) . . ?
C5 C6 C7 127.6(3) . . ?
O2 C7 C6 127.5(4) . . ?
O2 C7 C8 123.7(3) . . ?
C6 C7 C8 108.9(2) . . ?
C7 C8 H8 109.6 . . ?
C7 C8 C9 111.8(3) . . ?
C7 C8 C13 106.7(3) . . ?
C9 C8 H8 109.6 . . ?
C9 C8 C13 109.7(2) . . ?
C13 C8 H8 109.6 . . ?
O4 C9 C8 108.7(3) . . ?
O4 C9 H9 109.7 . . ?
O4 C9 C10 107.6(3) . . ?
C8 C9 H9 109.7 . . ?
C10 C9 C8 111.4(3) . . ?
C10 C9 H9 109.7 . . ?
O3 C10 C9 111.5(3) . . ?
O3 C10 H10 109.2 . . ?
O3 C10 C11 108.9(3) . . ?
C9 C10 H10 109.2 . . ?
C9 C10 C11 109.0(2) . . ?
C11 C10 H10 109.2 . . ?
C10 C11 H11 107.4 . . ?
C10 C11 C12 109.3(3) . . ?
C12 C11 H11 107.4 . . ?
C19 C11 C10 110.7(2) . . ?
C19 C11 H11 107.4 . . ?
C19 C11 C12 114.4(2) . . ?
C13 C12 C11 105.9(2) . . ?
C16 C12 C11 113.0(3) . . ?
C16 C12 C13 114.0(2) . . ?
C20 C12 C11 106.7(2) . . ?
C20 C12 C13 107.8(2) . . ?
C20 C12 C16 109.1(2) . . ?
C1 C13 C8 103.0(3) . . ?
C1 C13 C12 118.2(2) . . ?
C1 C13 H13 108.8 . . ?
C8 C13 C12 108.8(2) . . ?
C8 C13 H13 108.8 . . ?
C12 C13 H13 108.8 . . ?
C5 C14 H14A 109.5 . . ?
C5 C14 H14B 109.5 . . ?
C5 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
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 . . ?
C12 C16 H16A 108.2 . . ?
C12 C16 H16B 108.2 . . ?
H16A C16 H16B 107.3 . . ?
C17 C16 C12 116.5(2) . . ?
C17 C16 H16A 108.2 . . ?
C17 C16 H16B 108.2 . . ?
C16 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 C16 111.2(2) . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
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 . . ?
C11 C19 H19A 109.5 . . ?
C11 C19 H19B 109.5 . . ?
C11 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 C12 114.4(2) . . ?
O5 C20 O4 118.6(3) . . ?
O5 C20 C12 126.9(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 8.224
_oxdiff_exptl_absorpt_empirical_full_min 0.437
