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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-67-1
_database_code_depnum_ccdc_archive 'CCDC 2183663'
loop_
_audit_author_name
_audit_author_address
'Renrong Liu'
;Qingdao University
China
;
_audit_update_record             
;
2022-07-04 deposited with the CCDC.	2023-03-01 downloaded from the CCDC.
;
_audit_creation_date             2022-04-30
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H24 O4'
_chemical_formula_sum            'C20 H24 O4'
_chemical_formula_weight         328.39
_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      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                   7.73185(8)
_cell_length_b                   5.91229(7)
_cell_length_c                   19.8978(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.4788(10)
_cell_angle_gamma                90
_cell_volume                     908.734(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6131
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.2770
_cell_measurement_theta_min      4.4520
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (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_density_diffrn    1.200
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0114
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6616
_diffrn_reflns_point_group_measured_fraction_full 0.938
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.469
_diffrn_reflns_theta_min         4.448
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_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     98.00 132.00   0.50    0.50    --   42.30  77.00-180.00   68
  2  ω     80.00 105.00   0.50    0.50    --   42.30  77.00 150.00   50
  3  ω      0.00  79.00   0.50    0.50    --   42.30 -82.00 -90.00  158
  4  ω     89.00 115.00   0.50    0.50    --   42.30  77.00-150.00   52
  5  ω     82.00 124.00   0.50    0.50    --   42.30  77.00  30.00   84
  6  ω     93.00 131.00   0.50    0.50    --   42.30  77.00 -30.00   76
  7  ω     79.00 123.00   0.50    0.50    --  101.60  77.00  30.00   88
  8  ω     12.00 109.00   0.50    0.50    --  101.60 -38.00 -90.00  194
  9  ω     48.00  88.00   0.50    0.50    --  101.60 -50.00 120.00   80
 10  ω     93.00 154.00   0.50    0.50    --  101.60  50.00  90.00  122
 11  ω    113.00 152.00   0.50    0.50    --  101.60  82.00 -60.00   78
 12  ω     12.00 114.00   0.50    0.50    --  101.60 -38.00 120.00  204
 13  ω     91.00 127.00   0.50    0.50    --  101.60 -50.00 120.00   72
 14  ω     12.00  38.00   0.50    0.50    --  101.60 -50.00 120.00   52
 15  ω     89.00 148.00   0.50    0.50    --  101.60  25.00  30.00  118
 16  ω     81.00 122.00   0.50    0.50    --   42.30  77.00   0.00   82
 17  ω     88.00 131.00   0.50    0.50    --   42.30  77.00  60.00   86
 18  ω    -33.00  -1.00   0.50    0.50    --   42.30 -57.00 -30.00   64
 19  ω     24.00  84.00   0.50    0.50    --   42.30  57.00-180.00  120
 20  ω      5.00  59.00   0.50    0.50    --   42.30 -57.00 -30.00  108
 21  ω     89.00 124.00   0.50    0.50    --   42.30  57.00-180.00   70
 22  ω     87.00 115.00   0.50    0.50    --  101.60  50.00 120.00   56
 23  ω    113.00 190.00   0.50    0.50    --  101.60  38.00-180.00  154
 24  ω     50.00 107.00   0.50    0.50    --  101.60 -82.00 -90.00  114
 25  ω     13.00  47.00   0.50    0.50    --  101.60 -82.00 -90.00   68
 26  ω     96.00 127.00   0.50    0.50    --  101.60 -63.00 -90.00   62
 27  ω    140.00 182.00   0.50    0.50    --  101.60  50.00 120.00   84
 28  ω    106.00 151.00   0.50    0.50    --  101.60  38.00-150.00   90
 29  ω     30.00  56.00   0.50    1.00    --  101.60  25.00  90.00   52
 30  ω     65.00 102.00   0.50    1.00    --  101.60  38.00-150.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0685935000
_diffrn_orient_matrix_UB_12      0.1824130000
_diffrn_orient_matrix_UB_13      0.0472438000
_diffrn_orient_matrix_UB_21      -0.1814002000
_diffrn_orient_matrix_UB_22      -0.0220427000
_diffrn_orient_matrix_UB_23      -0.0345135000
_diffrn_orient_matrix_UB_31      -0.0461773000
_diffrn_orient_matrix_UB_32      -0.1848292000
_diffrn_orient_matrix_UB_33      0.0508436000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.679
_reflns_Friedel_fraction_full    0.866
_reflns_Friedel_fraction_max     0.821
_reflns_number_gt                3218
_reflns_number_total             3229
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.133
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details 
;
 Flack x determined using 1293 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(6)
_refine_ls_extinction_coef       0.0266(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3229
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0258
_refine_ls_restrained_S_all      1.077
_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)+(0.0352P)²+0.1510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0681
_refine_ls_wR_factor_ref         0.0682
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C16(H16A,H16B), C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C17(H17A,H17B,H17C), C20(H20A,H20B,H20C)
;
_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 0.26192(15) 0.5655(2) 0.04773(6) 0.0326(3) Uani 1 1 d . . . . .
O2 O 0.49534(16) 0.3742(2) 0.08765(6) 0.0337(3) Uani 1 1 d . . . . .
O3 O 0.12501(14) 0.3423(2) 0.17247(6) 0.0257(3) Uani 1 1 d . . . . .
O4 O 0.05059(14) 0.6971(2) 0.19970(7) 0.0328(3) Uani 1 1 d . . . . .
C1 C 0.33876(19) 0.6200(3) 0.16194(8) 0.0217(3) Uani 1 1 d . . . . .
C2 C 0.3698(2) 0.8769(3) 0.15469(9) 0.0265(4) Uani 1 1 d . . . . .
H2A H 0.355213 0.924543 0.108141 0.032 Uiso 1 1 calc R U . . .
H2B H 0.291963 0.963191 0.181772 0.032 Uiso 1 1 calc R U . . .
C3 C 0.5550(2) 0.9024(3) 0.18027(8) 0.0270(4) Uani 1 1 d . . . . .
H3 H 0.622153 1.029878 0.173121 0.032 Uiso 1 1 calc R U . . .
C4 C 0.6107(2) 0.7222(3) 0.21406(8) 0.0269(4) Uani 1 1 d . . . . .
H4 H 0.722231 0.708368 0.233082 0.032 Uiso 1 1 calc R U . . .
C5 C 0.47362(19) 0.5413(3) 0.21843(8) 0.0237(3) Uani 1 1 d . . . . .
H5 H 0.521879 0.393993 0.206679 0.028 Uiso 1 1 calc R U . . .
C6 C 0.4019(2) 0.5308(3) 0.28753(8) 0.0255(3) Uani 1 1 d . . . . .
H6 H 0.355439 0.662042 0.305140 0.031 Uiso 1 1 calc R U . . .
C7 C 0.4016(2) 0.3450(3) 0.32451(8) 0.0279(4) Uani 1 1 d . . . . .
H7 H 0.446043 0.215297 0.305207 0.034 Uiso 1 1 calc R U . . .
C8 C 0.3383(2) 0.3208(3) 0.39314(8) 0.0289(4) Uani 1 1 d . . . . .
C9 C 0.3745(2) 0.1238(3) 0.42923(9) 0.0368(4) Uani 1 1 d . . . . .
H9 H 0.433030 0.006539 0.408859 0.044 Uiso 1 1 calc R U . . .
C10 C 0.3253(3) 0.0987(4) 0.49494(10) 0.0423(5) Uani 1 1 d . . . . .
H10 H 0.352026 -0.034328 0.518069 0.051 Uiso 1 1 calc R U . . .
C11 C 0.2368(2) 0.2687(4) 0.52658(9) 0.0410(5) Uani 1 1 d . . . . .
C12 C 0.1962(3) 0.4628(4) 0.49020(9) 0.0407(5) Uani 1 1 d . . . . .
H12 H 0.134030 0.577438 0.510156 0.049 Uiso 1 1 calc R U . . .
C13 C 0.2466(2) 0.4895(3) 0.42457(9) 0.0358(4) Uani 1 1 d . . . . .
H13 H 0.218528 0.621954 0.401371 0.043 Uiso 1 1 calc R U . . .
C14 C 0.1886(3) 0.2462(5) 0.59920(11) 0.0593(7) Uani 1 1 d . . . . .
H14A H 0.285384 0.289382 0.628232 0.089 Uiso 1 1 calc R U . . .
H14B H 0.157858 0.092162 0.608136 0.089 Uiso 1 1 calc R U . . .
H14C H 0.091925 0.342932 0.607273 0.089 Uiso 1 1 calc R U . . .
C15 C 0.15388(19) 0.5632(3) 0.18003(7) 0.0224(3) Uani 1 1 d . . . . .
C16 C -0.0443(2) 0.2587(3) 0.19051(9) 0.0289(4) Uani 1 1 d . . . . .
H16A H -0.067334 0.115498 0.168094 0.035 Uiso 1 1 calc R U . . .
H16B H -0.132881 0.365247 0.175134 0.035 Uiso 1 1 calc R U . . .
C17 C -0.0530(2) 0.2273(4) 0.26498(10) 0.0395(5) Uani 1 1 d . . . . .
H17A H -0.164874 0.169709 0.275232 0.059 Uiso 1 1 calc R U . . .
H17B H -0.034266 0.369999 0.287153 0.059 Uiso 1 1 calc R U . . .
H17C H 0.034724 0.122098 0.280300 0.059 Uiso 1 1 calc R U . . .
C18 C 0.3776(2) 0.5013(3) 0.09584(8) 0.0234(3) Uani 1 1 d . . . . .
C19 C 0.2774(3) 0.4645(4) -0.01858(8) 0.0385(4) Uani 1 1 d . . . . .
H19A H 0.397842 0.428935 -0.025468 0.046 Uiso 1 1 calc R U . . .
H19B H 0.238854 0.571918 -0.052886 0.046 Uiso 1 1 calc R U . . .
C20 C 0.1719(3) 0.2548(4) -0.02511(10) 0.0479(5) Uani 1 1 d . . . . .
H20A H 0.178176 0.196089 -0.069917 0.072 Uiso 1 1 calc R U . . .
H20B H 0.053628 0.288766 -0.016232 0.072 Uiso 1 1 calc R U . . .
H20C H 0.215735 0.144296 0.006595 0.072 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C18 1.337(2) . ?
O1 C19 1.458(2) . ?
O2 C18 1.197(2) . ?
O3 C15 1.332(2) . ?
O3 C16 1.4586(19) . ?
O4 C15 1.2021(19) . ?
C1 C2 1.545(2) . ?
C1 C5 1.570(2) . ?
C1 C15 1.526(2) . ?
C1 C18 1.532(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.506(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.322(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.511(2) . ?
C5 H5 0.9800 . ?
C5 C6 1.506(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.323(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.477(2) . ?
C8 C9 1.391(3) . ?
C8 C13 1.388(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.386(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.383(3) . ?
C11 C12 1.386(3) . ?
C11 C14 1.514(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(2) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.498(2) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.486(3) . ?
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
C18 O1 C19 116.94(14) . . ?
C15 O3 C16 116.88(12) . . ?
C2 C1 C5 104.89(13) . . ?
C15 C1 C2 112.88(13) . . ?
C15 C1 C5 111.46(12) . . ?
C15 C1 C18 108.78(12) . . ?
C18 C1 C2 109.45(13) . . ?
C18 C1 C5 109.29(12) . . ?
C1 C2 H2A 111.3 . . ?
C1 C2 H2B 111.3 . . ?
H2A C2 H2B 109.2 . . ?
C3 C2 C1 102.46(13) . . ?
C3 C2 H2A 111.3 . . ?
C3 C2 H2B 111.3 . . ?
C2 C3 H3 124.0 . . ?
C4 C3 C2 112.07(15) . . ?
C4 C3 H3 124.0 . . ?
C3 C4 H4 123.7 . . ?
C3 C4 C5 112.66(14) . . ?
C5 C4 H4 123.7 . . ?
C1 C5 H5 109.9 . . ?
C4 C5 C1 101.25(13) . . ?
C4 C5 H5 109.9 . . ?
C6 C5 C1 113.99(12) . . ?
C6 C5 C4 111.63(13) . . ?
C6 C5 H5 109.9 . . ?
C5 C6 H6 118.2 . . ?
C7 C6 C5 123.51(15) . . ?
C7 C6 H6 118.2 . . ?
C6 C7 H7 116.4 . . ?
C6 C7 C8 127.12(17) . . ?
C8 C7 H7 116.4 . . ?
C9 C8 C7 119.40(17) . . ?
C13 C8 C7 122.90(16) . . ?
C13 C8 C9 117.69(16) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.29(19) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 120.90(19) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 C12 118.00(17) . . ?
C10 C11 C14 121.2(2) . . ?
C12 C11 C14 120.8(2) . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.29(19) . . ?
C13 C12 H12 119.4 . . ?
C8 C13 H13 119.6 . . ?
C12 C13 C8 120.79(18) . . ?
C12 C13 H13 119.6 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 C1 110.06(13) . . ?
O4 C15 O3 124.89(14) . . ?
O4 C15 C1 125.03(15) . . ?
O3 C16 H16A 109.4 . . ?
O3 C16 H16B 109.4 . . ?
O3 C16 C17 111.37(13) . . ?
H16A C16 H16B 108.0 . . ?
C17 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O1 C18 C1 109.57(13) . . ?
O2 C18 O1 124.76(14) . . ?
O2 C18 C1 125.64(14) . . ?
O1 C19 H19A 109.5 . . ?
O1 C19 H19B 109.5 . . ?
O1 C19 C20 110.77(15) . . ?
H19A C19 H19B 108.1 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -15.51(18) . . . . ?
C1 C5 C6 C7 121.89(17) . . . . ?
C2 C1 C5 C4 -24.40(14) . . . . ?
C2 C1 C5 C6 95.60(15) . . . . ?
C2 C1 C15 O3 167.65(13) . . . . ?
C2 C1 C15 O4 -13.9(2) . . . . ?
C2 C1 C18 O1 -66.36(16) . . . . ?
C2 C1 C18 O2 112.08(18) . . . . ?
C2 C3 C4 C5 -0.56(19) . . . . ?
C3 C4 C5 C1 16.04(17) . . . . ?
C3 C4 C5 C6 -105.62(16) . . . . ?
C4 C5 C6 C7 -124.14(17) . . . . ?
C5 C1 C2 C3 24.33(15) . . . . ?
C5 C1 C15 O3 -74.60(16) . . . . ?
C5 C1 C15 O4 103.80(18) . . . . ?
C5 C1 C18 O1 179.28(13) . . . . ?
C5 C1 C18 O2 -2.3(2) . . . . ?
C5 C6 C7 C8 178.34(15) . . . . ?
C6 C7 C8 C9 -168.95(17) . . . . ?
C6 C7 C8 C13 9.4(3) . . . . ?
C7 C8 C9 C10 176.71(17) . . . . ?
C7 C8 C13 C12 -177.20(17) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
C9 C8 C13 C12 1.2(3) . . . . ?
C9 C10 C11 C12 1.2(3) . . . . ?
C9 C10 C11 C14 -177.63(19) . . . . ?
C10 C11 C12 C13 -1.7(3) . . . . ?
C11 C12 C13 C8 0.5(3) . . . . ?
C13 C8 C9 C10 -1.8(3) . . . . ?
C14 C11 C12 C13 177.09(19) . . . . ?
C15 O3 C16 C17 -80.28(19) . . . . ?
C15 C1 C2 C3 145.87(13) . . . . ?
C15 C1 C5 C4 -146.86(13) . . . . ?
C15 C1 C5 C6 -26.86(18) . . . . ?
C15 C1 C18 O1 57.38(16) . . . . ?
C15 C1 C18 O2 -124.18(17) . . . . ?
C16 O3 C15 O4 -0.9(2) . . . . ?
C16 O3 C15 C1 177.52(12) . . . . ?
C18 O1 C19 C20 90.87(19) . . . . ?
C18 C1 C2 C3 -92.83(15) . . . . ?
C18 C1 C5 C4 92.87(14) . . . . ?
C18 C1 C5 C6 -147.13(13) . . . . ?
C18 C1 C15 O3 45.97(17) . . . . ?
C18 C1 C15 O4 -135.63(16) . . . . ?
C19 O1 C18 O2 2.8(2) . . . . ?
C19 O1 C18 C1 -178.70(14) . . . . ?

_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 1.544
_oxdiff_exptl_absorpt_empirical_full_min 0.533
