# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

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

data_LZQ-94
_database_code_depnum_ccdc_archive 'CCDC 2052734'
loop_
_audit_author_name
_audit_author_address
'Jiang Lou'
;Qilu University of Technology
China
;
_audit_update_record             
;
2020-12-28 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H20 O5 S2'
_chemical_formula_weight         380.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   8.6038(8)
_cell_length_b                   9.8764(10)
_cell_length_c                   11.2269(12)
_cell_angle_alpha                94.108(9)
_cell_angle_beta                 103.211(8)
_cell_angle_gamma                95.986(8)
_cell_volume                     919.19(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2349
_cell_measurement_theta_min      4.224
_cell_measurement_theta_max      26.898

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_F_000             400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.315
_shelx_estimated_absorpt_T_min   0.948
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8179
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4070
_diffrn_reflns_number            7376
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.013
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3608
_reflns_number_gt                2566
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0562P)²+0.6212P] 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_number_reflns         3608
_refine_ls_number_parameters     250
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1372
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.001

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
S1 S 0.25212(8) 0.91459(7) 0.80702(8) 0.0512(2) Uani 1 1 d . . . . .
S2 S 0.00066(10) 1.10217(8) 0.83253(11) 0.0700(3) Uani 1 1 d . . . . .
O1 O -0.3027(3) 0.9386(2) 0.7750(3) 0.0702(7) Uani 1 1 d . . . . .
O2 O -0.4872(2) 0.2957(2) 0.6060(2) 0.0542(5) Uani 1 1 d . . . . .
O3 O 0.1289(3) 0.6308(3) 0.5892(2) 0.0711(7) Uani 1 1 d . . . . .
O4 O 0.1015(3) 0.5010(2) 0.7958(2) 0.0659(7) Uani 1 1 d . . . . .
O5 O 0.1073(2) 0.6816(2) 0.92695(18) 0.0529(5) Uani 1 1 d . . . . .
C1 C -0.2391(3) 0.8364(3) 0.7583(3) 0.0440(7) Uani 1 1 d . . . . .
C2 C -0.3191(3) 0.6971(3) 0.7248(2) 0.0377(6) Uani 1 1 d . . . . .
C3 C -0.4808(3) 0.6472(3) 0.7115(3) 0.0459(7) Uani 1 1 d . . . . .
H3 H -0.5532 0.7050 0.7288 0.055 Uiso 1 1 calc R U . . .
C4 C -0.5306(3) 0.5129(3) 0.6731(3) 0.0455(7) Uani 1 1 d . . . . .
H4 H -0.6376 0.4783 0.6650 0.055 Uiso 1 1 calc R U . . .
C5 C -0.4221(3) 0.4262(3) 0.6456(2) 0.0397(6) Uani 1 1 d . . . . .
C6 C -0.2608(3) 0.4739(3) 0.6593(2) 0.0361(6) Uani 1 1 d . . . . .
H6 H -0.1884 0.4162 0.6417 0.043 Uiso 1 1 calc R U . . .
C7 C -0.2123(3) 0.6103(3) 0.7001(2) 0.0336(6) Uani 1 1 d . . . . .
C8 C -0.0420(3) 0.6858(3) 0.7230(2) 0.0331(6) Uani 1 1 d . . . . .
C9 C -0.0654(3) 0.8319(3) 0.7639(2) 0.0365(6) Uani 1 1 d . . . . .
C10 C 0.0494(3) 0.9390(3) 0.7965(3) 0.0405(6) Uani 1 1 d . . . . .
C11 C 0.0137(3) 0.6818(3) 0.6011(2) 0.0391(6) Uani 1 1 d . . . . .
C12 C -0.0849(4) 0.7457(4) 0.4988(3) 0.0614(9) Uani 1 1 d . . . . .
H12A H -0.0389 0.8386 0.4990 0.092 Uiso 1 1 calc R U . . .
H12B H -0.1927 0.7445 0.5094 0.092 Uiso 1 1 calc R U . . .
H12C H -0.0869 0.6954 0.4220 0.092 Uiso 1 1 calc R U . . .
C13 C 0.0664(3) 0.6118(3) 0.8177(3) 0.0372(6) Uani 1 1 d . . . . .
C14 C 0.201(2) 0.622(3) 1.027(3) 0.0693(18) Uani 0.5 1 d D U P A 1
H14A H 0.1621 0.5255 1.0229 0.083 Uiso 0.5 1 calc R U P A 1
H14B H 0.1894 0.6660 1.1045 0.083 Uiso 0.5 1 calc R U P A 1
C15 C 0.3759(10) 0.6391(10) 1.0227(9) 0.080(2) Uani 0.5 1 d D U P A 1
H15A H 0.3900 0.5806 0.9549 0.120 Uiso 0.5 1 calc R U P A 1
H15B H 0.4404 0.6149 1.0980 0.120 Uiso 0.5 1 calc R U P A 1
H15C H 0.4086 0.7326 1.0123 0.120 Uiso 0.5 1 calc R U P A 1
C14' C 0.217(2) 0.620(3) 1.023(3) 0.0699(18) Uani 0.5 1 d D U P A 2
H14C H 0.2382 0.5314 0.9912 0.084 Uiso 0.5 1 calc R U P A 2
H14D H 0.1685 0.6061 1.0924 0.084 Uiso 0.5 1 calc R U P A 2
C15' C 0.3680(11) 0.7146(10) 1.0632(8) 0.079(2) Uani 0.5 1 d D U P A 2
H15D H 0.4225 0.7170 0.9975 0.119 Uiso 0.5 1 calc R U P A 2
H15E H 0.4360 0.6838 1.1337 0.119 Uiso 0.5 1 calc R U P A 2
H15F H 0.3437 0.8046 1.0841 0.119 Uiso 0.5 1 calc R U P A 2
C16 C -0.3859(4) 0.2021(3) 0.5739(3) 0.0636(9) Uani 1 1 d . . . . .
H16A H -0.3298 0.2399 0.5168 0.095 Uiso 1 1 calc R U . . .
H16B H -0.4498 0.1177 0.5367 0.095 Uiso 1 1 calc R U . . .
H16C H -0.3095 0.1853 0.6465 0.095 Uiso 1 1 calc R U . . .
C17 C 0.3121(5) 1.0247(4) 0.7041(4) 0.0791(11) Uani 1 1 d . . . . .
H17A H 0.2554 0.9918 0.6215 0.119 Uiso 1 1 calc R U . . .
H17B H 0.4257 1.0270 0.7115 0.119 Uiso 1 1 calc R U . . .
H17C H 0.2878 1.1152 0.7235 0.119 Uiso 1 1 calc R U . . .
C18 C 0.1819(5) 1.1969(4) 0.9213(4) 0.0793(12) Uani 1 1 d . . . . .
H18A H 0.2446 1.1371 0.9706 0.119 Uiso 1 1 calc R U . . .
H18B H 0.1570 1.2683 0.9739 0.119 Uiso 1 1 calc R U . . .
H18C H 0.2422 1.2365 0.8675 0.119 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
S1 C10 1.764(3) . ?
S1 C17 1.766(4) . ?
S2 C10 1.750(3) . ?
S2 C18 1.776(4) . ?
O1 C1 1.220(3) . ?
O2 C5 1.351(3) . ?
O2 C16 1.417(4) . ?
O3 C11 1.188(3) . ?
O4 C13 1.189(3) . ?
O5 C13 1.317(3) . ?
O5 C14 1.43(4) . ?
O5 C14' 1.48(4) . ?
C1 C2 1.455(4) . ?
C1 C9 1.487(3) . ?
C2 C7 1.379(3) . ?
C2 C3 1.398(4) . ?
C3 C4 1.357(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.400(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(3) . ?
C6 C7 1.381(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.530(3) . ?
C8 C13 1.528(4) . ?
C8 C9 1.530(3) . ?
C8 C11 1.549(4) . ?
C9 C10 1.338(4) . ?
C11 C12 1.486(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C14 C15 1.512(16) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C14' C15' 1.481(17) . ?
C14' H14C 0.9700 . ?
C14' H14D 0.9700 . ?
C15' H15D 0.9600 . ?
C15' H15E 0.9600 . ?
C15' H15F 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
C10 S1 C17 103.60(16) . . ?
C10 S2 C18 105.78(16) . . ?
C5 O2 C16 118.3(2) . . ?
C13 O5 C14 118.7(13) . . ?
C13 O5 C14' 115.6(12) . . ?
O1 C1 C2 126.7(3) . . ?
O1 C1 C9 126.1(3) . . ?
C2 C1 C9 107.1(2) . . ?
C7 C2 C3 120.2(3) . . ?
C7 C2 C1 110.6(2) . . ?
C3 C2 C1 129.2(2) . . ?
C4 C3 C2 118.9(2) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 120.6(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
O2 C5 C6 124.0(2) . . ?
O2 C5 C4 114.8(2) . . ?
C6 C5 C4 121.2(3) . . ?
C7 C6 C5 117.3(2) . . ?
C7 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
C2 C7 C6 121.9(2) . . ?
C2 C7 C8 111.2(2) . . ?
C6 C7 C8 126.9(2) . . ?
C13 C8 C9 116.5(2) . . ?
C13 C8 C7 106.9(2) . . ?
C9 C8 C7 102.39(19) . . ?
C13 C8 C11 110.6(2) . . ?
C9 C8 C11 110.4(2) . . ?
C7 C8 C11 109.5(2) . . ?
C10 C9 C1 125.3(2) . . ?
C10 C9 C8 126.2(2) . . ?
C1 C9 C8 108.4(2) . . ?
C9 C10 S2 120.5(2) . . ?
C9 C10 S1 119.68(19) . . ?
S2 C10 S1 119.78(16) . . ?
O3 C11 C12 121.3(3) . . ?
O3 C11 C8 122.3(3) . . ?
C12 C11 C8 116.4(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O4 C13 O5 124.5(3) . . ?
O4 C13 C8 123.4(2) . . ?
O5 C13 C8 112.0(2) . . ?
O5 C14 C15 110(2) . . ?
O5 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
O5 C14 H14B 109.6 . . ?
C15 C14 H14B 109.6 . . ?
H14A C14 H14B 108.2 . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O5 C14' C15' 107(2) . . ?
O5 C14' H14C 110.2 . . ?
C15' C14' H14C 110.2 . . ?
O5 C14' H14D 110.3 . . ?
C15' C14' H14D 110.3 . . ?
H14C C14' H14D 108.5 . . ?
C14' C15' H15D 109.5 . . ?
C14' C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C14' C15' H15F 109.4 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?
O2 C16 H16A 109.5 . . ?
O2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
S1 C17 H17A 109.5 . . ?
S1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
S1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
S2 C18 H18A 109.5 . . ?
S2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
S2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
O1 C1 C2 C7 173.1(3) . . . . ?
C9 C1 C2 C7 -4.7(3) . . . . ?
O1 C1 C2 C3 -4.4(5) . . . . ?
C9 C1 C2 C3 177.8(3) . . . . ?
C7 C2 C3 C4 -0.6(4) . . . . ?
C1 C2 C3 C4 176.7(3) . . . . ?
C2 C3 C4 C5 -0.8(4) . . . . ?
C16 O2 C5 C6 -1.4(4) . . . . ?
C16 O2 C5 C4 178.8(3) . . . . ?
C3 C4 C5 O2 -178.7(3) . . . . ?
C3 C4 C5 C6 1.4(4) . . . . ?
O2 C5 C6 C7 179.6(2) . . . . ?
C4 C5 C6 C7 -0.5(4) . . . . ?
C3 C2 C7 C6 1.5(4) . . . . ?
C1 C2 C7 C6 -176.3(2) . . . . ?
C3 C2 C7 C8 -178.9(2) . . . . ?
C1 C2 C7 C8 3.3(3) . . . . ?
C5 C6 C7 C2 -0.9(4) . . . . ?
C5 C6 C7 C8 179.6(2) . . . . ?
C2 C7 C8 C13 122.4(2) . . . . ?
C6 C7 C8 C13 -58.0(3) . . . . ?
C2 C7 C8 C9 -0.6(3) . . . . ?
C6 C7 C8 C9 178.9(3) . . . . ?
C2 C7 C8 C11 -117.8(2) . . . . ?
C6 C7 C8 C11 61.8(3) . . . . ?
O1 C1 C9 C10 4.9(5) . . . . ?
C2 C1 C9 C10 -177.3(3) . . . . ?
O1 C1 C9 C8 -173.7(3) . . . . ?
C2 C1 C9 C8 4.2(3) . . . . ?
C13 C8 C9 C10 63.0(4) . . . . ?
C7 C8 C9 C10 179.2(3) . . . . ?
C11 C8 C9 C10 -64.2(3) . . . . ?
C13 C8 C9 C1 -118.5(2) . . . . ?
C7 C8 C9 C1 -2.2(3) . . . . ?
C11 C8 C9 C1 114.3(2) . . . . ?
C1 C9 C10 S2 -2.0(4) . . . . ?
C8 C9 C10 S2 176.3(2) . . . . ?
C1 C9 C10 S1 176.3(2) . . . . ?
C8 C9 C10 S1 -5.4(4) . . . . ?
C18 S2 C10 C9 159.4(3) . . . . ?
C18 S2 C10 S1 -19.0(3) . . . . ?
C17 S1 C10 C9 122.4(3) . . . . ?
C17 S1 C10 S2 -59.2(2) . . . . ?
C13 C8 C11 O3 -2.3(4) . . . . ?
C9 C8 C11 O3 128.2(3) . . . . ?
C7 C8 C11 O3 -119.8(3) . . . . ?
C13 C8 C11 C12 177.8(2) . . . . ?
C9 C8 C11 C12 -51.8(3) . . . . ?
C7 C8 C11 C12 60.2(3) . . . . ?
C14 O5 C13 O4 0.2(10) . . . . ?
C14' O5 C13 O4 5.8(10) . . . . ?
C14 O5 C13 C8 176.3(9) . . . . ?
C14' O5 C13 C8 -178.0(10) . . . . ?
C9 C8 C13 O4 -175.8(3) . . . . ?
C7 C8 C13 O4 70.5(3) . . . . ?
C11 C8 C13 O4 -48.7(3) . . . . ?
C9 C8 C13 O5 8.0(3) . . . . ?
C7 C8 C13 O5 -105.7(2) . . . . ?
C11 C8 C13 O5 135.1(2) . . . . ?
C13 O5 C14 C15 79.9(19) . . . . ?
C14' O5 C14 C15 20(19) . . . . ?
C13 O5 C14' C15' 117.2(16) . . . . ?
C14 O5 C14' C15' -120(22) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C17 H17C S2 0.96 2.99 3.446(4) 110.4 .
C17 H17B O1 0.96 2.55 3.438(4) 154.6 1_655
C16 H16A O3 0.96 2.59 3.534(4) 166.1 2_566
C4 H4 O3 0.93 2.66 3.230(3) 120.4 1_455
C17 H17C S2 0.96 2.99 3.446(4) 110.4 .
C17 H17B O1 0.96 2.55 3.438(4) 154.6 1_655
C16 H16A O3 0.96 2.59 3.534(4) 166.1 2_566
C4 H4 O3 0.93 2.66 3.230(3) 120.4 1_455
C4 H4 O3 0.93 2.66 3.230(3) 120.4 1_455
C16 H16A O3 0.96 2.59 3.534(4) 166.1 2_566
C17 H17B O1 0.96 2.55 3.438(4) 154.6 1_655
C17 H17C S2 0.96 2.99 3.446(4) 110.4 .

_refine_diff_density_max         0.394
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.051

_shelxl_version_number           2013-4



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_2020611-1
_database_code_depnum_ccdc_archive 'CCDC 2052735'
loop_
_audit_author_name
_audit_author_address
'Jiang Lou'
;Qilu University of Technology
China
;
_audit_update_record             
;
2020-12-28 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H20 O6'
_chemical_formula_weight         368.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   7.3893(7)
_cell_length_b                   10.2769(14)
_cell_length_c                   12.0917(11)
_cell_angle_alpha                90.188(9)
_cell_angle_beta                 101.277(8)
_cell_angle_gamma                91.828(9)
_cell_volume                     900.01(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6868
_cell_measurement_theta_min      2.995
_cell_measurement_theta_max      29.399

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_F_000             388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.100
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.815
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4070
_diffrn_reflns_number            5899
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.995
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_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 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3337
_reflns_number_gt                2258
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0652P)²+0.2034P] 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     SHELXL
_refine_ls_extinction_coef       0.040(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3337
_refine_ls_number_parameters     249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1481
_refine_ls_wR_factor_gt          0.1235
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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 0.2586(3) 0.91715(16) 0.43146(14) 0.0732(5) Uani 1 1 d . . . . .
O2 O 0.13211(19) 0.54049(14) 0.34691(11) 0.0496(4) Uani 1 1 d . . . . .
O3 O 0.1789(4) 0.8777(2) 0.13590(19) 0.1216(10) Uani 1 1 d . . . . .
O4 O -0.0417(2) 0.93425(15) 0.22345(13) 0.0632(5) Uani 1 1 d . . . . .
O5 O 0.6449(3) 0.5988(2) 0.83385(15) 0.0873(7) Uani 1 1 d . . . . .
O6 O 0.3784(2) 0.67451(16) 0.85778(12) 0.0615(5) Uani 1 1 d . . . . .
C1 C 0.0928(3) 0.6355(2) 0.26940(17) 0.0485(5) Uani 1 1 d . . . . .
C2 C 0.1351(3) 0.7601(2) 0.29636(17) 0.0480(5) Uani 1 1 d . . . . .
C3 C 0.2237(3) 0.8017(2) 0.40956(18) 0.0472(5) Uani 1 1 d . . . . .
C4 C 0.2683(3) 0.69590(19) 0.49079(16) 0.0399(5) Uani 1 1 d . . . . .
C5 C 0.3593(3) 0.71667(19) 0.60621(16) 0.0417(5) Uani 1 1 d . . . . .
C6 C 0.3974(3) 0.61095(19) 0.67442(16) 0.0420(5) Uani 1 1 d . . . . .
C7 C 0.3548(3) 0.48042(19) 0.63480(16) 0.0407(5) Uani 1 1 d . . . . .
C8 C 0.4002(3) 0.3699(2) 0.70230(18) 0.0509(6) Uani 1 1 d . . . . .
H8 H 0.4620 0.3808 0.7766 0.061 Uiso 1 1 calc R U . . .
C9 C 0.3549(3) 0.2479(2) 0.6603(2) 0.0581(6) Uani 1 1 d . . . . .
H9 H 0.3872 0.1766 0.7062 0.070 Uiso 1 1 calc R U . . .
C10 C 0.2611(3) 0.2278(2) 0.5498(2) 0.0579(6) Uani 1 1 d . . . . .
H10 H 0.2296 0.1438 0.5224 0.069 Uiso 1 1 calc R U . . .
C11 C 0.2159(3) 0.3319(2) 0.48213(19) 0.0523(6) Uani 1 1 d . . . . .
H11 H 0.1536 0.3185 0.4081 0.063 Uiso 1 1 calc R U . . .
C12 C 0.2623(3) 0.45963(19) 0.52267(17) 0.0421(5) Uani 1 1 d . . . . .
C13 C 0.2214(3) 0.5708(2) 0.45413(16) 0.0410(5) Uani 1 1 d . . . . .
C14 C -0.0014(3) 0.5798(3) 0.15913(19) 0.0655(7) Uani 1 1 d . . . . .
H14A H -0.0425 0.6490 0.1082 0.098 Uiso 1 1 calc R U . . .
H14B H -0.1058 0.5264 0.1693 0.098 Uiso 1 1 calc R U . . .
H14C H 0.0830 0.5278 0.1285 0.098 Uiso 1 1 calc R U . . .
C15 C 0.0961(3) 0.8628(2) 0.20959(19) 0.0605(6) Uani 1 1 d . . . . .
C16 C -0.0824(4) 1.0465(2) 0.1525(2) 0.0724(8) Uani 1 1 d . . . . .
H16A H -0.2127 1.0641 0.1431 0.087 Uiso 1 1 calc R U . . .
H16B H -0.0560 1.0282 0.0786 0.087 Uiso 1 1 calc R U . . .
C17 C 0.0262(5) 1.1603(3) 0.2010(4) 0.1151(13) Uani 1 1 d . . . . .
H17A H 0.0057 1.1753 0.2759 0.173 Uiso 1 1 calc R U . . .
H17B H -0.0102 1.2348 0.1553 0.173 Uiso 1 1 calc R U . . .
H17C H 0.1547 1.1460 0.2039 0.173 Uiso 1 1 calc R U . . .
C18 C 0.4172(3) 0.8524(2) 0.64977(19) 0.0557(6) Uani 1 1 d . . . . .
H18A H 0.4787 0.8484 0.7273 0.084 Uiso 1 1 calc R U . . .
H18B H 0.3101 0.9043 0.6439 0.084 Uiso 1 1 calc R U . . .
H18C H 0.4998 0.8908 0.6059 0.084 Uiso 1 1 calc R U . . .
C19 C 0.4910(3) 0.6277(2) 0.79526(18) 0.0491(5) Uani 1 1 d . . . . .
C20 C 0.4532(4) 0.6924(3) 0.9777(2) 0.0784(8) Uani 1 1 d . . . . .
H20A H 0.5285 0.6190 1.0045 0.094 Uiso 1 1 calc R U . . .
H20B H 0.3521 0.6934 1.0181 0.094 Uiso 1 1 calc R U . . .
C21 C 0.5648(4) 0.8126(3) 1.0029(2) 0.0865(9) Uani 1 1 d . . . . .
H21A H 0.6713 0.8089 0.9686 0.130 Uiso 1 1 calc R U . . .
H21B H 0.6036 0.8226 1.0830 0.130 Uiso 1 1 calc R U . . .
H21C H 0.4928 0.8854 0.9734 0.130 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 C3 1.223(2) . ?
O2 C1 1.354(3) . ?
O2 C13 1.365(2) . ?
O3 C15 1.183(3) . ?
O4 C15 1.311(3) . ?
O4 C16 1.444(3) . ?
O5 C19 1.189(2) . ?
O6 C19 1.329(3) . ?
O6 C20 1.456(3) . ?
C1 C2 1.333(3) . ?
C1 C14 1.482(3) . ?
C2 C3 1.453(3) . ?
C2 C15 1.485(3) . ?
C3 C4 1.469(3) . ?
C4 C13 1.371(3) . ?
C4 C5 1.438(3) . ?
C5 C6 1.369(3) . ?
C5 C18 1.508(3) . ?
C6 C7 1.428(3) . ?
C6 C19 1.496(3) . ?
C7 C12 1.406(3) . ?
C7 C8 1.411(3) . ?
C8 C9 1.358(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.358(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.408(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.419(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C16 C17 1.451(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C20 C21 1.461(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
C1 O2 C13 120.20(17) . . ?
C15 O4 C16 118.22(19) . . ?
C19 O6 C20 116.79(19) . . ?
C2 C1 O2 121.19(19) . . ?
C2 C1 C14 128.1(2) . . ?
O2 C1 C14 110.7(2) . . ?
C1 C2 C3 122.3(2) . . ?
C1 C2 C15 120.5(2) . . ?
C3 C2 C15 117.1(2) . . ?
O1 C3 C2 120.4(2) . . ?
O1 C3 C4 124.5(2) . . ?
C2 C3 C4 115.05(19) . . ?
C13 C4 C5 118.39(18) . . ?
C13 C4 C3 118.08(18) . . ?
C5 C4 C3 123.53(18) . . ?
C6 C5 C4 118.82(18) . . ?
C6 C5 C18 120.81(18) . . ?
C4 C5 C18 120.33(18) . . ?
C5 C6 C7 122.63(18) . . ?
C5 C6 C19 120.77(18) . . ?
C7 C6 C19 116.59(18) . . ?
C12 C7 C8 117.69(19) . . ?
C12 C7 C6 118.77(18) . . ?
C8 C7 C6 123.53(18) . . ?
C9 C8 C7 121.0(2) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 121.1(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C12 120.8(2) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C7 C12 C11 119.86(19) . . ?
C7 C12 C13 117.55(18) . . ?
C11 C12 C13 122.59(19) . . ?
O2 C13 C4 123.11(18) . . ?
O2 C13 C12 113.12(17) . . ?
C4 C13 C12 123.77(18) . . ?
C1 C14 H14A 109.5 . . ?
C1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 O4 123.8(2) . . ?
O3 C15 C2 123.9(2) . . ?
O4 C15 C2 112.2(2) . . ?
O4 C16 C17 111.1(2) . . ?
O4 C16 H16A 109.4 . . ?
C17 C16 H16A 109.4 . . ?
O4 C16 H16B 109.4 . . ?
C17 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 C19 O6 122.7(2) . . ?
O5 C19 C6 125.40(19) . . ?
O6 C19 C6 111.82(18) . . ?
O6 C20 C21 112.8(2) . . ?
O6 C20 H20A 109.0 . . ?
C21 C20 H20A 109.0 . . ?
O6 C20 H20B 109.0 . . ?
C21 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
C13 O2 C1 C2 -1.9(3) . . . . ?
C13 O2 C1 C14 179.13(17) . . . . ?
O2 C1 C2 C3 -0.5(3) . . . . ?
C14 C1 C2 C3 178.2(2) . . . . ?
O2 C1 C2 C15 178.16(18) . . . . ?
C14 C1 C2 C15 -3.1(3) . . . . ?
C1 C2 C3 O1 -179.2(2) . . . . ?
C15 C2 C3 O1 2.1(3) . . . . ?
C1 C2 C3 C4 1.9(3) . . . . ?
C15 C2 C3 C4 -176.84(18) . . . . ?
O1 C3 C4 C13 -179.8(2) . . . . ?
C2 C3 C4 C13 -0.9(3) . . . . ?
O1 C3 C4 C5 -0.1(3) . . . . ?
C2 C3 C4 C5 178.76(18) . . . . ?
C13 C4 C5 C6 0.8(3) . . . . ?
C3 C4 C5 C6 -178.86(18) . . . . ?
C13 C4 C5 C18 178.69(18) . . . . ?
C3 C4 C5 C18 -1.0(3) . . . . ?
C4 C5 C6 C7 1.7(3) . . . . ?
C18 C5 C6 C7 -176.24(18) . . . . ?
C4 C5 C6 C19 -179.69(17) . . . . ?
C18 C5 C6 C19 2.4(3) . . . . ?
C5 C6 C7 C12 -3.0(3) . . . . ?
C19 C6 C7 C12 178.30(17) . . . . ?
C5 C6 C7 C8 177.10(18) . . . . ?
C19 C6 C7 C8 -1.6(3) . . . . ?
C12 C7 C8 C9 -0.4(3) . . . . ?
C6 C7 C8 C9 179.53(19) . . . . ?
C7 C8 C9 C10 -0.5(3) . . . . ?
C8 C9 C10 C11 0.8(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C8 C7 C12 C11 1.0(3) . . . . ?
C6 C7 C12 C11 -178.95(17) . . . . ?
C8 C7 C12 C13 -178.27(17) . . . . ?
C6 C7 C12 C13 1.8(3) . . . . ?
C10 C11 C12 C7 -0.7(3) . . . . ?
C10 C11 C12 C13 178.53(19) . . . . ?
C1 O2 C13 C4 3.0(3) . . . . ?
C1 O2 C13 C12 -176.31(16) . . . . ?
C5 C4 C13 O2 178.87(16) . . . . ?
C3 C4 C13 O2 -1.5(3) . . . . ?
C5 C4 C13 C12 -1.9(3) . . . . ?
C3 C4 C13 C12 177.73(17) . . . . ?
C7 C12 C13 O2 179.87(15) . . . . ?
C11 C12 C13 O2 0.7(3) . . . . ?
C7 C12 C13 C4 0.6(3) . . . . ?
C11 C12 C13 C4 -178.62(18) . . . . ?
C16 O4 C15 O3 -7.0(4) . . . . ?
C16 O4 C15 C2 173.54(19) . . . . ?
C1 C2 C15 O3 -71.5(4) . . . . ?
C3 C2 C15 O3 107.2(3) . . . . ?
C1 C2 C15 O4 107.9(2) . . . . ?
C3 C2 C15 O4 -73.3(3) . . . . ?
C15 O4 C16 C17 -87.2(3) . . . . ?
C20 O6 C19 O5 1.4(3) . . . . ?
C20 O6 C19 C6 178.7(2) . . . . ?
C5 C6 C19 O5 -109.5(3) . . . . ?
C7 C6 C19 O5 69.2(3) . . . . ?
C5 C6 C19 O6 73.2(3) . . . . ?
C7 C6 C19 O6 -108.0(2) . . . . ?
C19 O6 C20 C21 80.7(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C14 H14C O5 0.96 2.40 3.247(3) 146.9 2_666
C14 H14C O5 0.96 2.40 3.247(3) 146.9 2_666
C14 H14C O5 0.96 2.40 3.247(3) 146.9 2_666

_refine_diff_density_max         0.186
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.037

_shelxl_version_number           2013-4



