# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_ic22883
_database_code_depnum_ccdc_archive 'CCDC 2401634'
loop_
_audit_author_name
_audit_author_address
'Ping-Jyun Sung'
;National Museum of Marine Biology and Aquarium
Taiwan
;
_audit_update_record             
;
2024-11-11 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        
(4Z,8S,9R,12E,14E)-9-Hydroxy-1-isopropyl-8,12-dimethyl_oxabicyclo[9.3.2]-hexadeca-4,12,14-trien-18-one
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H30 O3'
_chemical_formula_weight         318.44

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'

_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'

_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. 
;

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                   7.6524(2)
_cell_length_b                   13.8446(3)
_cell_length_c                   17.0676(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1808.22(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8808
_cell_measurement_theta_min      4.11
_cell_measurement_theta_max      74.40

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.604
_shelx_estimated_absorpt_T_min   0.825
_shelx_estimated_absorpt_T_max   0.942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8779
_exptl_absorpt_correction_T_max  0.9819
_exptl_absorpt_process_details   
; 
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015). 
"Comparison of silver and molybdenum microfocus X-ray sources for 
single-crystal structure determination" 
J. Appl. Cryst. 48, 3-10. 
doi:10.1107/S1600576714022985 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker D8 VENTURE (PHOTON III C14 COMS-10cmx14cm)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14037
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.111
_diffrn_reflns_theta_max         74.422
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3676
_reflns_number_gt                3570
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.734
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.998

_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. 
;

_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1503)'
_computing_publication_material  'Bruker APEX5 v2023.9-4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0459P)²+0.1593P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1486 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.07(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3676
_refine_ls_number_parameters     213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0790
_refine_ls_wR_factor_gt          0.0777
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.12154(14) 0.31616(10) 0.87863(7) 0.0401(3) Uani 1 1 d . . . . .
H1A H 0.036181 0.323180 0.848211 0.048 Uiso 1 1 calc R U . . .
O2 O 0.59594(14) 0.31889(10) 0.85102(7) 0.0407(3) Uani 1 1 d . . . . .
O3 O 0.82936(15) 0.31758(13) 0.77942(8) 0.0543(4) Uani 1 1 d . . . . .
C1 C 0.54438(19) 0.39626(11) 0.56060(9) 0.0299(3) Uani 1 1 d . . . . .
C2 C 0.3965(2) 0.43506(11) 0.58893(9) 0.0321(3) Uani 1 1 d . . . . .
H2 H 0.310751 0.454093 0.551741 0.038 Uiso 1 1 calc R U . . .
C3 C 0.3550(2) 0.45071(11) 0.67111(9) 0.0307(3) Uani 1 1 d . . . . .
H3 H 0.436784 0.426906 0.708265 0.037 Uiso 1 1 calc R U . . .
C4 C 0.2130(2) 0.49533(11) 0.69989(10) 0.0331(3) Uani 1 1 d . . . . .
C5 C 0.1777(2) 0.50604(12) 0.78659(10) 0.0371(4) Uani 1 1 d . . . . .
H5A H 0.057714 0.482506 0.796948 0.045 Uiso 1 1 calc R U . . .
H5B H 0.179708 0.575783 0.799369 0.045 Uiso 1 1 calc R U . . .
C6 C 0.3011(2) 0.45451(13) 0.84272(10) 0.0374(3) Uani 1 1 d . . . . .
H6A H 0.278902 0.477429 0.896759 0.045 Uiso 1 1 calc R U . . .
H6B H 0.423250 0.470978 0.829058 0.045 Uiso 1 1 calc R U . . .
C7 C 0.27815(19) 0.34501(12) 0.83975(8) 0.0302(3) Uani 1 1 d . . . . .
H7 H 0.271280 0.324404 0.783680 0.036 Uiso 1 1 calc R U . . .
C8 C 0.4240(2) 0.28678(14) 0.88056(9) 0.0365(3) Uani 1 1 d . . . . .
C9 C 0.4040(2) 0.17857(14) 0.86933(11) 0.0424(4) Uani 1 1 d . . . . .
H9A H 0.516406 0.147268 0.882767 0.051 Uiso 1 1 calc R U . . .
H9B H 0.315351 0.154802 0.906909 0.051 Uiso 1 1 calc R U . . .
C10 C 0.3514(2) 0.14645(12) 0.78781(12) 0.0396(4) Uani 1 1 d . . . . .
H10A H 0.351921 0.074951 0.786846 0.048 Uiso 1 1 calc R U . . .
H10B H 0.229415 0.167507 0.778749 0.048 Uiso 1 1 calc R U . . .
C11 C 0.45926(19) 0.18117(12) 0.72085(10) 0.0338(3) Uani 1 1 d . . . . .
H11 H 0.427570 0.154393 0.671609 0.041 Uiso 1 1 calc R U . . .
C12 C 0.59269(19) 0.24330(11) 0.71777(9) 0.0303(3) Uani 1 1 d . . . . .
C13 C 0.6893(2) 0.25969(12) 0.64123(10) 0.0355(3) Uani 1 1 d . . . . .
H13A H 0.633542 0.219497 0.600282 0.043 Uiso 1 1 calc R U . . .
H13B H 0.810753 0.236378 0.647615 0.043 Uiso 1 1 calc R U . . .
C14 C 0.69577(19) 0.36522(11) 0.61159(9) 0.0308(3) Uani 1 1 d . . . . .
H14A H 0.701003 0.408638 0.657616 0.037 Uiso 1 1 calc R U . . .
H14B H 0.805279 0.374218 0.581583 0.037 Uiso 1 1 calc R U . . .
C15 C 0.5694(2) 0.38903(14) 0.47208(9) 0.0363(3) Uani 1 1 d . . . . .
H15 H 0.452963 0.400673 0.447207 0.044 Uiso 1 1 calc R U . . .
C16 C 0.6929(3) 0.46813(15) 0.44310(11) 0.0498(5) Uani 1 1 d . . . . .
H16A H 0.701253 0.465202 0.385851 0.075 Uiso 1 1 calc R U . . .
H16B H 0.808980 0.458468 0.466032 0.075 Uiso 1 1 calc R U . . .
H16C H 0.647585 0.531439 0.458831 0.075 Uiso 1 1 calc R U . . .
C17 C 0.6323(2) 0.28955(14) 0.44519(10) 0.0407(4) Uani 1 1 d . . . . .
H17A H 0.634003 0.287256 0.387805 0.061 Uiso 1 1 calc R U . . .
H17B H 0.552776 0.239799 0.465158 0.061 Uiso 1 1 calc R U . . .
H17C H 0.750259 0.277833 0.465371 0.061 Uiso 1 1 calc R U . . .
C18 C 0.0750(2) 0.54084(15) 0.64896(12) 0.0480(4) Uani 1 1 d . . . . .
H18A H 0.077403 0.611109 0.655807 0.072 Uiso 1 1 calc R U . . .
H18B H -0.040170 0.516044 0.663962 0.072 Uiso 1 1 calc R U . . .
H18C H 0.098004 0.524985 0.593953 0.072 Uiso 1 1 calc R U . . .
C19 C 0.4364(3) 0.3119(2) 0.96715(10) 0.0539(5) Uani 1 1 d . . . . .
H19A H 0.321761 0.303436 0.991777 0.081 Uiso 1 1 calc R U . . .
H19B H 0.473991 0.379206 0.972918 0.081 Uiso 1 1 calc R U . . .
H19C H 0.521538 0.269269 0.992535 0.081 Uiso 1 1 calc R U . . .
C20 C 0.67685(19) 0.29348(13) 0.78526(9) 0.0348(3) 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 C7 1.4269(17) . ?
O2 C20 1.329(2) . ?
O2 C8 1.4775(18) . ?
O3 C20 1.218(2) . ?
C1 C2 1.343(2) . ?
C1 C14 1.511(2) . ?
C1 C15 1.526(2) . ?
C2 C3 1.454(2) . ?
C3 C4 1.343(2) . ?
C4 C18 1.506(2) . ?
C4 C5 1.512(2) . ?
C5 C6 1.523(2) . ?
C6 C7 1.527(2) . ?
C7 C8 1.543(2) . ?
C8 C9 1.518(3) . ?
C8 C19 1.521(2) . ?
C9 C10 1.515(3) . ?
C10 C11 1.489(2) . ?
C11 C12 1.336(2) . ?
C12 C20 1.491(2) . ?
C12 C13 1.518(2) . ?
C13 C14 1.547(2) . ?
C15 C16 1.529(3) . ?
C15 C17 1.529(2) . ?

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
C20 O2 C8 128.56(13) . . ?
C2 C1 C14 123.54(14) . . ?
C2 C1 C15 119.23(14) . . ?
C14 C1 C15 117.08(13) . . ?
C1 C2 C3 126.21(15) . . ?
C4 C3 C2 126.72(15) . . ?
C3 C4 C18 123.27(16) . . ?
C3 C4 C5 123.24(15) . . ?
C18 C4 C5 113.48(14) . . ?
C4 C5 C6 117.32(13) . . ?
C5 C6 C7 111.89(13) . . ?
O1 C7 C6 111.04(13) . . ?
O1 C7 C8 104.56(12) . . ?
C6 C7 C8 114.87(13) . . ?
O2 C8 C9 110.09(14) . . ?
O2 C8 C19 101.95(13) . . ?
C9 C8 C19 110.77(16) . . ?
O2 C8 C7 109.45(13) . . ?
C9 C8 C7 112.69(13) . . ?
C19 C8 C7 111.36(15) . . ?
C10 C9 C8 115.62(14) . . ?
C11 C10 C9 117.55(14) . . ?
C12 C11 C10 131.41(16) . . ?
C11 C12 C20 126.84(14) . . ?
C11 C12 C13 120.14(15) . . ?
C20 C12 C13 112.63(13) . . ?
C12 C13 C14 116.00(13) . . ?
C1 C14 C13 115.61(13) . . ?
C1 C15 C16 110.54(15) . . ?
C1 C15 C17 113.30(14) . . ?
C16 C15 C17 110.71(14) . . ?
O3 C20 O2 116.29(16) . . ?
O3 C20 C12 118.57(15) . . ?
O2 C20 C12 125.05(13) . . ?

_refine_diff_density_max         0.149
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.029



####################################################################### 
# 
# 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_ic22934
_database_code_depnum_ccdc_archive 'CCDC 2401635'
loop_
_audit_author_name
_audit_author_address
'Ping-Jyun Sung'
;National Museum of Marine Biology and Aquarium
Taiwan
;
_audit_update_record             
;
2024-11-11 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        'sarsolilide A'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H28 O3'
_chemical_formula_weight         316.42

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'

_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'

_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. 
;

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                   10.9227(3)
_cell_length_b                   11.4366(3)
_cell_length_c                   14.0387(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1753.69(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    11079
_cell_measurement_theta_min      4.99
_cell_measurement_theta_max      74.34

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_F_000             688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.171
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.109
_exptl_absorpt_coefficient_mu    0.622
_shelx_estimated_absorpt_T_min   0.901
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7309
_exptl_absorpt_correction_T_max  0.9154
_exptl_absorpt_process_details   
; 
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015). 
"Comparison of silver and molybdenum microfocus X-ray sources for 
single-crystal structure determination" 
J. Appl. Cryst. 48, 3-10. 
doi:10.1107/S1600576714022985 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker D8 VENTURE (PHOTON III C14 COMS-10cmx14cm)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15840
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.988
_diffrn_reflns_theta_max         74.394
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3550
_reflns_number_gt                3484
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_max     0.981
_reflns_Friedel_fraction_full    0.999

_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. 
;

_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1503)'
_computing_publication_material  'Bruker APEX5 v2023.9-4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+0.2669P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1459 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.08(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3550
_refine_ls_number_parameters     212
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0804
_refine_ls_wR_factor_gt          0.0799
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.15320(10) 0.50396(11) 0.17744(9) 0.0301(3) Uani 1 1 d . . . . .
H1 H 0.096783 0.461627 0.155894 0.045 Uiso 1 1 calc R U . . .
O2 O 0.01803(10) 0.69114(10) 0.36427(8) 0.0260(2) Uani 1 1 d . . . . .
O3 O 0.04574(11) 0.87378(10) 0.40262(8) 0.0314(3) Uani 1 1 d . . . . .
C1 C 0.39690(15) 0.74683(16) 0.29815(12) 0.0283(3) Uani 1 1 d . . . . .
C2 C 0.32865(14) 0.67832(16) 0.24249(11) 0.0275(3) Uani 1 1 d . . . . .
H2 H 0.363638 0.606111 0.223058 0.033 Uiso 1 1 calc R U . . .
C3 C 0.20175(14) 0.70480(14) 0.20777(11) 0.0245(3) Uani 1 1 d . . . . .
H3 H 0.171863 0.773647 0.245023 0.029 Uiso 1 1 calc R U . . .
C4 C 0.19569(16) 0.73874(15) 0.10285(11) 0.0295(3) Uani 1 1 d . . . . .
C5 C 0.07227(17) 0.70360(18) 0.06417(13) 0.0363(4) Uani 1 1 d . . . . .
H5A H 0.081096 0.642543 0.014651 0.044 Uiso 1 1 calc R U . . .
H5B H 0.029621 0.771799 0.036147 0.044 Uiso 1 1 calc R U . . .
C6 C 0.00183(15) 0.65653(16) 0.14988(12) 0.0303(4) Uani 1 1 d . . . . .
H6A H -0.055488 0.593850 0.130471 0.036 Uiso 1 1 calc R U . . .
H6B H -0.045002 0.719645 0.181532 0.036 Uiso 1 1 calc R U . . .
C7 C 0.10217(14) 0.60834(14) 0.21620(11) 0.0241(3) Uani 1 1 d . . . . .
C8 C 0.05621(14) 0.58005(14) 0.31862(12) 0.0251(3) Uani 1 1 d . . . . .
C9 C 0.14888(16) 0.50734(15) 0.37660(12) 0.0303(4) Uani 1 1 d . . . . .
H9A H 0.127009 0.423561 0.371559 0.036 Uiso 1 1 calc R U . . .
H9B H 0.231450 0.517536 0.348728 0.036 Uiso 1 1 calc R U . . .
C10 C 0.15281(18) 0.54207(15) 0.48235(12) 0.0337(4) Uani 1 1 d . . . . .
H10A H 0.069116 0.558358 0.505943 0.040 Uiso 1 1 calc R U . . .
H10B H 0.188193 0.477865 0.520809 0.040 Uiso 1 1 calc R U . . .
C11 C 0.23038(16) 0.64891(16) 0.49014(11) 0.0305(4) Uani 1 1 d . . . . .
H11 H 0.301236 0.644270 0.529198 0.037 Uiso 1 1 calc R U . . .
C12 C 0.20840(14) 0.75018(14) 0.44683(10) 0.0256(3) Uani 1 1 d . . . . .
C13 C 0.30141(15) 0.84720(16) 0.44196(12) 0.0313(4) Uani 1 1 d . . . . .
H13A H 0.369758 0.829843 0.486073 0.038 Uiso 1 1 calc R U . . .
H13B H 0.262987 0.921435 0.462497 0.038 Uiso 1 1 calc R U . . .
C14 C 0.35197(16) 0.86123(15) 0.33956(12) 0.0305(4) Uani 1 1 d . . . . .
H14A H 0.286725 0.893221 0.298123 0.037 Uiso 1 1 calc R U . . .
H14B H 0.420317 0.918077 0.340308 0.037 Uiso 1 1 calc R U . . .
C15 C 0.52679(16) 0.71429(19) 0.32810(15) 0.0407(4) Uani 1 1 d . . . . .
H15 H 0.542293 0.755043 0.389954 0.049 Uiso 1 1 calc R U . . .
C16 C 0.5466(2) 0.5846(2) 0.34648(18) 0.0519(6) Uani 1 1 d . . . . .
H16A H 0.629097 0.572298 0.372032 0.078 Uiso 1 1 calc R U . . .
H16B H 0.537581 0.541301 0.286667 0.078 Uiso 1 1 calc R U . . .
H16C H 0.485911 0.556726 0.392594 0.078 Uiso 1 1 calc R U . . .
C17 C 0.6195(2) 0.7619(4) 0.2581(3) 0.0907(12) Uani 1 1 d . U . . .
H17A H 0.702292 0.749310 0.283008 0.136 Uiso 1 1 calc R U . . .
H17B H 0.605586 0.845769 0.248970 0.136 Uiso 1 1 calc R U . . .
H17C H 0.610741 0.721340 0.196974 0.136 Uiso 1 1 calc R U . . .
C18 C 0.28438(19) 0.79225(19) 0.05526(14) 0.0431(5) Uani 1 1 d . . . . .
H18A H 0.273076 0.812110 -0.009854 0.052 Uiso 1 1 calc R U . . .
H18B H 0.359215 0.810714 0.086296 0.052 Uiso 1 1 calc R U . . .
C19 C -0.06543(16) 0.51445(17) 0.31640(14) 0.0363(4) Uani 1 1 d . . . . .
H19A H -0.057703 0.445350 0.275560 0.055 Uiso 1 1 calc R U . . .
H19B H -0.129425 0.565868 0.291104 0.055 Uiso 1 1 calc R U . . .
H19C H -0.087286 0.490014 0.381112 0.055 Uiso 1 1 calc R U . . .
C20 C 0.08841(14) 0.77553(14) 0.40184(10) 0.0232(3) 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 C7 1.4254(19) . ?
O2 C20 1.3419(19) . ?
O2 C8 1.4828(19) . ?
O3 C20 1.2165(19) . ?
C1 C2 1.334(2) . ?
C1 C14 1.514(2) . ?
C1 C15 1.526(2) . ?
C2 C3 1.500(2) . ?
C3 C4 1.525(2) . ?
C3 C7 1.554(2) . ?
C4 C18 1.326(3) . ?
C4 C5 1.508(2) . ?
C5 C6 1.526(3) . ?
C6 C7 1.540(2) . ?
C7 C8 1.557(2) . ?
C8 C19 1.526(2) . ?
C8 C9 1.542(2) . ?
C9 C10 1.537(2) . ?
C10 C11 1.491(3) . ?
C11 C12 1.330(2) . ?
C12 C20 1.484(2) . ?
C12 C13 1.506(2) . ?
C13 C14 1.548(2) . ?
C15 C17 1.512(4) . ?
C15 C16 1.521(3) . ?

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
C20 O2 C8 128.69(12) . . ?
C2 C1 C14 123.46(15) . . ?
C2 C1 C15 122.53(17) . . ?
C14 C1 C15 113.99(15) . . ?
C1 C2 C3 126.02(16) . . ?
C2 C3 C4 113.92(13) . . ?
C2 C3 C7 118.60(14) . . ?
C4 C3 C7 102.94(13) . . ?
C18 C4 C5 126.48(17) . . ?
C18 C4 C3 124.91(17) . . ?
C5 C4 C3 108.60(14) . . ?
C4 C5 C6 105.12(14) . . ?
C5 C6 C7 104.13(14) . . ?
O1 C7 C6 110.32(13) . . ?
O1 C7 C3 106.97(12) . . ?
C6 C7 C3 101.42(13) . . ?
O1 C7 C8 107.74(13) . . ?
C6 C7 C8 113.78(13) . . ?
C3 C7 C8 116.33(12) . . ?
O2 C8 C19 100.67(12) . . ?
O2 C8 C9 114.74(13) . . ?
C19 C8 C9 108.48(14) . . ?
O2 C8 C7 108.17(12) . . ?
C19 C8 C7 111.35(13) . . ?
C9 C8 C7 112.82(13) . . ?
C10 C9 C8 112.87(14) . . ?
C11 C10 C9 107.36(14) . . ?
C12 C11 C10 125.28(15) . . ?
C11 C12 C20 121.62(15) . . ?
C11 C12 C13 122.72(15) . . ?
C20 C12 C13 115.64(14) . . ?
C12 C13 C14 111.04(13) . . ?
C1 C14 C13 112.50(14) . . ?
C17 C15 C16 111.5(2) . . ?
C17 C15 C1 110.85(19) . . ?
C16 C15 C1 114.64(17) . . ?
O3 C20 O2 116.65(14) . . ?
O3 C20 C12 121.00(14) . . ?
O2 C20 C12 122.20(13) . . ?

_refine_diff_density_max         0.167
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.031



####################################################################### 
# 
# 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_ic22957
_database_code_depnum_ccdc_archive 'CCDC 2401636'
loop_
_audit_author_name
_audit_author_address
'Ping-Jyun Sung'
;National Museum of Marine Biology and Aquarium
Taiwan
;
_audit_update_record             
;
2024-11-11 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H28 O3'
_chemical_formula_weight         316.42

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'

_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'

_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. 
;

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                   10.9787(4)
_cell_length_b                   11.8275(4)
_cell_length_c                   13.8005(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1792.00(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9875
_cell_measurement_theta_min      5.15
_cell_measurement_theta_max      74.42

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_F_000             688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.289
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.609
_shelx_estimated_absorpt_T_min   0.824
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7389
_exptl_absorpt_correction_T_max  0.9288
_exptl_absorpt_process_details   
; 
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015). 
"Comparison of silver and molybdenum microfocus X-ray sources for 
single-crystal structure determination" 
J. Appl. Cryst. 48, 3-10. 
doi:10.1107/S1600576714022985 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker D8 VENTURE (PHOTON III C14 COMS-10cmx14cm)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18753
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.924
_diffrn_reflns_theta_max         74.417
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3646
_reflns_number_gt                3578
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.999

_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. 
;

_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1503)'
_computing_publication_material  'Bruker APEX5 v2023.9-4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+0.2614P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1514 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.16(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3646
_refine_ls_number_parameters     216
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0866
_refine_ls_wR_factor_gt          0.0859
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.84805(11) 0.48568(10) 0.81196(9) 0.0338(3) Uani 1 1 d . . . . .
H1 H 0.905(2) 0.444(2) 0.835(2) 0.050(7) Uiso 1 1 d . . . . .
O2 O 0.99053(11) 0.67684(10) 0.63426(9) 0.0305(3) Uani 1 1 d . . . . .
O3 O 0.96289(12) 0.85556(10) 0.60214(10) 0.0377(3) Uani 1 1 d . . . . .
C1 C 0.60940(15) 0.72718(16) 0.70319(13) 0.0321(4) Uani 1 1 d . . . . .
C2 C 0.67821(14) 0.65836(16) 0.75698(12) 0.0308(4) Uani 1 1 d . . . . .
H2 H 0.644026 0.587578 0.774851 0.037 Uiso 1 1 calc R U . . .
C3 C 0.80501(14) 0.68344(14) 0.79156(12) 0.0280(3) Uani 1 1 d . . . . .
H3 H 0.834658 0.750103 0.753735 0.034 Uiso 1 1 calc R U . . .
C4 C 0.81702(16) 0.71372(15) 0.89839(13) 0.0336(4) Uani 1 1 d . . . . .
C5 C 0.92545(17) 0.68349(17) 0.93148(13) 0.0372(4) Uani 1 1 d . . . . .
H5 H 0.952416 0.695834 0.996027 0.045 Uiso 1 1 calc R U . . .
C6 C 1.00083(16) 0.62704(15) 0.85399(13) 0.0339(4) Uani 1 1 d . . . . .
H6A H 1.046421 0.561647 0.880270 0.041 Uiso 1 1 calc R U . . .
H6B H 1.058864 0.680818 0.824155 0.041 Uiso 1 1 calc R U . . .
C7 C 0.90272(14) 0.58879(14) 0.78056(12) 0.0281(3) Uani 1 1 d . . . . .
C8 C 0.95196(15) 0.56737(14) 0.67591(13) 0.0300(4) Uani 1 1 d . . . . .
C9 C 0.86109(18) 0.49992(15) 0.61259(13) 0.0364(4) Uani 1 1 d . . . . .
H9A H 0.884561 0.419105 0.613118 0.044 Uiso 1 1 calc R U . . .
H9B H 0.778687 0.506048 0.641247 0.044 Uiso 1 1 calc R U . . .
C10 C 0.8567(2) 0.54161(16) 0.50751(13) 0.0406(4) Uani 1 1 d . . . . .
H10A H 0.939784 0.560029 0.484496 0.049 Uiso 1 1 calc R U . . .
H10B H 0.822281 0.482304 0.464943 0.049 Uiso 1 1 calc R U . . .
C11 C 0.77841(18) 0.64438(17) 0.50526(12) 0.0368(4) Uani 1 1 d . . . . .
H11 H 0.707306 0.641872 0.466086 0.044 Uiso 1 1 calc R U . . .
C12 C 0.80027(15) 0.73970(15) 0.55393(12) 0.0305(3) Uani 1 1 d . . . . .
C13 C 0.70754(17) 0.83247(16) 0.56230(13) 0.0373(4) Uani 1 1 d . . . . .
H13A H 0.640718 0.818409 0.515666 0.045 Uiso 1 1 calc R U . . .
H13B H 0.746035 0.905485 0.545197 0.045 Uiso 1 1 calc R U . . .
C14 C 0.65404(17) 0.84030(15) 0.66609(13) 0.0354(4) Uani 1 1 d . . . . .
H14A H 0.717374 0.869624 0.710543 0.042 Uiso 1 1 calc R U . . .
H14B H 0.585457 0.894641 0.666121 0.042 Uiso 1 1 calc R U . . .
C15 C 0.48056(17) 0.69758(19) 0.67151(16) 0.0438(5) Uani 1 1 d . . . . .
H15 H 0.467455 0.736435 0.608007 0.053 Uiso 1 1 calc R U . . .
C16 C 0.4589(2) 0.5725(2) 0.6533(2) 0.0662(7) Uani 1 1 d . . . . .
H16A H 0.377312 0.561720 0.626057 0.099 Uiso 1 1 calc R U . . .
H16B H 0.465561 0.531016 0.714523 0.099 Uiso 1 1 calc R U . . .
H16C H 0.519954 0.544141 0.607526 0.099 Uiso 1 1 calc R U . . .
C17 C 0.3876(2) 0.7468(4) 0.7408(3) 0.0909(11) Uani 1 1 d . . . . .
H17A H 0.305903 0.738803 0.713103 0.136 Uiso 1 1 calc R U . . .
H17B H 0.405329 0.827065 0.751431 0.136 Uiso 1 1 calc R U . . .
H17C H 0.391569 0.706385 0.802718 0.136 Uiso 1 1 calc R U . . .
C18 C 0.7194(2) 0.77619(19) 0.95121(16) 0.0469(5) Uani 1 1 d . . . . .
H18A H 0.744749 0.788790 1.018424 0.070 Uiso 1 1 calc R U . . .
H18B H 0.644111 0.731624 0.950326 0.070 Uiso 1 1 calc R U . . .
H18C H 0.705077 0.849169 0.919563 0.070 Uiso 1 1 calc R U . . .
C19 C 1.07258(18) 0.50387(17) 0.67828(16) 0.0430(4) Uani 1 1 d . . . . .
H19A H 1.062564 0.433321 0.714654 0.064 Uiso 1 1 calc R U . . .
H19B H 1.134519 0.550856 0.709806 0.064 Uiso 1 1 calc R U . . .
H19C H 1.098298 0.486584 0.611915 0.064 Uiso 1 1 calc R U . . .
C20 C 0.92020(15) 0.76054(14) 0.59994(12) 0.0279(3) 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 C7 1.427(2) . ?
O2 C20 1.342(2) . ?
O2 C8 1.4785(19) . ?
O3 C20 1.218(2) . ?
C1 C2 1.336(2) . ?
C1 C14 1.514(3) . ?
C1 C15 1.521(2) . ?
C2 C3 1.501(2) . ?
C3 C4 1.523(2) . ?
C3 C7 1.558(2) . ?
C4 C5 1.324(3) . ?
C4 C18 1.492(3) . ?
C5 C6 1.508(3) . ?
C6 C7 1.547(2) . ?
C7 C8 1.563(2) . ?
C8 C19 1.523(2) . ?
C8 C9 1.548(2) . ?
C9 C10 1.532(3) . ?
C10 C11 1.489(3) . ?
C11 C12 1.334(3) . ?
C12 C20 1.482(2) . ?
C12 C13 1.501(3) . ?
C13 C14 1.551(3) . ?
C15 C17 1.515(4) . ?
C15 C16 1.519(4) . ?

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
C20 O2 C8 128.20(13) . . ?
C2 C1 C14 122.91(15) . . ?
C2 C1 C15 123.04(17) . . ?
C14 C1 C15 114.02(15) . . ?
C1 C2 C3 125.50(16) . . ?
C2 C3 C4 115.75(14) . . ?
C2 C3 C7 117.74(14) . . ?
C4 C3 C7 101.76(13) . . ?
C5 C4 C18 127.67(18) . . ?
C5 C4 C3 110.37(15) . . ?
C18 C4 C3 121.82(16) . . ?
C4 C5 C6 111.62(16) . . ?
C5 C6 C7 102.24(14) . . ?
O1 C7 C6 110.12(13) . . ?
O1 C7 C3 107.16(13) . . ?
C6 C7 C3 101.86(13) . . ?
O1 C7 C8 106.72(13) . . ?
C6 C7 C8 114.33(13) . . ?
C3 C7 C8 116.40(13) . . ?
O2 C8 C19 101.02(13) . . ?
O2 C8 C9 114.62(14) . . ?
C19 C8 C9 108.57(15) . . ?
O2 C8 C7 108.45(13) . . ?
C19 C8 C7 111.15(15) . . ?
C9 C8 C7 112.48(13) . . ?
C10 C9 C8 112.87(15) . . ?
C11 C10 C9 107.49(15) . . ?
C12 C11 C10 125.13(17) . . ?
C11 C12 C20 121.06(17) . . ?
C11 C12 C13 122.30(16) . . ?
C20 C12 C13 116.60(15) . . ?
C12 C13 C14 111.81(14) . . ?
C1 C14 C13 112.47(15) . . ?
C17 C15 C16 111.9(2) . . ?
C17 C15 C1 110.9(2) . . ?
C16 C15 C1 114.64(18) . . ?
O3 C20 O2 116.78(15) . . ?
O3 C20 C12 120.39(15) . . ?
O2 C20 C12 122.66(14) . . ?

_refine_diff_density_max         0.207
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.033



