# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

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

data_sv476p
_database_code_depnum_ccdc_archive 'CCDC 1985012'
loop_
_audit_author_name
_audit_author_address
'Ding-Yah Yang'
;Tunghai University
Taiwan
;
_audit_update_record             
;
2023-12-02 deposited with the CCDC.	2024-05-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C27 H15 N O8'
_chemical_formula_sum            'C27 H15 N O8'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         481.40

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'
N N 0.0061 0.0033 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   24.2196(9)
_cell_length_b                   4.9811(2)
_cell_length_c                   17.9144(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.6851(13)
_cell_angle_gamma                90
_cell_volume                     2108.45(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8903
_cell_measurement_theta_min      3.078
_cell_measurement_theta_max      27.021
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.114
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8527
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37970
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.078
_diffrn_reflns_theta_max         27.125
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4659
_reflns_number_gt                3630
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0508P)²+1.6648P] 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_number_reflns         4659
_refine_ls_number_parameters     329
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1202
_refine_ls_wR_factor_gt          0.1109
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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 0.32064(5) 0.8322(3) 0.20930(8) 0.0257(3) Uani 1 1 d . . . . .
O2 O 0.18740(5) 0.8148(3) 0.31783(7) 0.0208(3) Uani 1 1 d . . . . .
O3 O 0.36271(5) 0.4928(3) 0.27894(8) 0.0276(3) Uani 1 1 d . . . . .
O4 O 0.08958(6) 0.5669(3) 0.23635(9) 0.0378(4) Uani 1 1 d . . . . .
O5 O 0.04569(7) 0.9426(4) 0.23978(10) 0.0510(5) Uani 1 1 d . . . . .
O6 O 0.28116(5) 0.9158(3) 0.46716(7) 0.0228(3) Uani 1 1 d . . . . .
O7 O 0.35846(5) 0.8074(3) 0.55209(7) 0.0223(3) Uani 1 1 d . . . . .
O8 O 0.39364(6) 0.1987(3) 0.41385(8) 0.0262(3) Uani 1 1 d . . . . .
H8A H 0.3809(11) 0.242(6) 0.3648(16) 0.048(8) Uiso 1 1 d . . . . .
N N 0.07158(7) 0.7478(4) 0.27084(10) 0.0296(4) Uani 1 1 d . . . . .
C1 C 0.27515(8) 1.0020(4) 0.18717(10) 0.0224(4) Uani 1 1 d . . . . .
C2 C 0.27731(9) 1.1839(4) 0.12898(11) 0.0270(4) Uani 1 1 d . . . . .
H2A H 0.3092 1.1903 0.1062 0.032 Uiso 1 1 calc R U . . .
C3 C 0.23189(9) 1.3555(4) 0.10494(11) 0.0281(4) Uani 1 1 d . . . . .
H3A H 0.2327 1.4806 0.0652 0.034 Uiso 1 1 calc R U . . .
C4 C 0.18492(9) 1.3478(4) 0.13811(11) 0.0264(4) Uani 1 1 d . . . . .
H4A H 0.1539 1.4653 0.1204 0.032 Uiso 1 1 calc R U . . .
C5 C 0.18348(8) 1.1699(4) 0.19655(11) 0.0228(4) Uani 1 1 d . . . . .
H5A H 0.1517 1.1661 0.2195 0.027 Uiso 1 1 calc R U . . .
C6 C 0.22907(7) 0.9938(4) 0.22213(10) 0.0193(4) Uani 1 1 d . . . . .
C7 C 0.23222(7) 0.8075(4) 0.28403(10) 0.0182(4) Uani 1 1 d . . . . .
C8 C 0.18379(7) 0.6116(4) 0.37039(10) 0.0201(4) Uani 1 1 d . . . . .
C9 C 0.22495(7) 0.4369(4) 0.39485(10) 0.0199(4) Uani 1 1 d . . . . .
H9A H 0.2187 0.2973 0.4282 0.024 Uiso 1 1 calc R U . . .
C10 C 0.28127(7) 0.4495(4) 0.37217(10) 0.0180(4) Uani 1 1 d . . . . .
H10A H 0.2897 0.2670 0.3543 0.022 Uiso 1 1 calc R U . . .
C11 C 0.27673(7) 0.6410(4) 0.30608(10) 0.0186(4) Uani 1 1 d . . . . .
C12 C 0.32215(8) 0.6447(4) 0.26560(10) 0.0213(4) Uani 1 1 d . . . . .
C13 C 0.13141(8) 0.6400(4) 0.39887(11) 0.0215(4) Uani 1 1 d . . . . .
C14 C 0.07951(8) 0.7247(4) 0.35413(11) 0.0241(4) Uani 1 1 d . . . . .
C15 C 0.03298(8) 0.7783(4) 0.38432(13) 0.0299(5) Uani 1 1 d . . . . .
H15A H -0.0011 0.8433 0.3525 0.036 Uiso 1 1 calc R U . . .
C16 C 0.03658(9) 0.7360(5) 0.46143(13) 0.0347(5) Uani 1 1 d . . . . .
H16A H 0.0046 0.7687 0.4829 0.042 Uiso 1 1 calc R U . . .
C17 C 0.08675(9) 0.6457(5) 0.50758(13) 0.0346(5) Uani 1 1 d . . . . .
H17A H 0.0889 0.6120 0.5603 0.041 Uiso 1 1 calc R U . . .
C18 C 0.13373(8) 0.6046(4) 0.47678(12) 0.0282(4) Uani 1 1 d . . . . .
H18A H 0.1684 0.5510 0.5095 0.034 Uiso 1 1 calc R U . . .
C19 C 0.32884(7) 0.5257(4) 0.44016(10) 0.0174(4) Uani 1 1 d . . . . .
C20 C 0.32006(7) 0.7568(3) 0.48461(10) 0.0174(3) Uani 1 1 d . . . . .
C21 C 0.40590(7) 0.6517(4) 0.57509(10) 0.0200(4) Uani 1 1 d . . . . .
C22 C 0.44153(8) 0.7163(4) 0.64490(11) 0.0266(4) Uani 1 1 d . . . . .
H22A H 0.4319 0.8560 0.6758 0.032 Uiso 1 1 calc R U . . .
C23 C 0.49101(8) 0.5735(4) 0.66815(12) 0.0299(5) Uani 1 1 d . . . . .
H23A H 0.5161 0.6180 0.7151 0.036 Uiso 1 1 calc R U . . .
C24 C 0.50477(8) 0.3647(4) 0.62377(12) 0.0310(5) Uani 1 1 d . . . . .
H24A H 0.5388 0.2660 0.6409 0.037 Uiso 1 1 calc R U . . .
C25 C 0.46903(8) 0.3015(4) 0.55500(12) 0.0273(4) Uani 1 1 d . . . . .
H25A H 0.4786 0.1598 0.5246 0.033 Uiso 1 1 calc R U . . .
C26 C 0.41862(7) 0.4451(4) 0.52957(10) 0.0195(4) Uani 1 1 d . . . . .
C27 C 0.37862(7) 0.3899(4) 0.45845(10) 0.0193(4) 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 C12 1.369(2) . ?
O1 C1 1.376(2) . ?
O2 C7 1.355(2) . ?
O2 C8 1.398(2) . ?
O3 C12 1.221(2) . ?
O4 N 1.225(2) . ?
O5 N 1.221(2) . ?
O6 C20 1.217(2) . ?
O7 C21 1.372(2) . ?
O7 C20 1.377(2) . ?
O8 C27 1.344(2) . ?
O8 H8A 0.89(3) . ?
N C14 1.467(3) . ?
C1 C2 1.391(3) . ?
C1 C6 1.395(3) . ?
C2 C3 1.385(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.395(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.378(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.406(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.435(2) . ?
C7 C11 1.349(2) . ?
C8 C9 1.323(3) . ?
C8 C13 1.474(3) . ?
C9 C10 1.508(2) . ?
C9 H9A 0.9500 . ?
C10 C11 1.505(2) . ?
C10 C19 1.529(2) . ?
C10 H10A 1.0000 . ?
C11 C12 1.445(2) . ?
C13 C14 1.399(3) . ?
C13 C18 1.396(3) . ?
C14 C15 1.379(3) . ?
C15 C16 1.381(3) . ?
C15 H15A 0.9500 . ?
C16 C17 1.386(3) . ?
C16 H16A 0.9500 . ?
C17 C18 1.385(3) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 C27 1.358(2) . ?
C19 C20 1.442(2) . ?
C21 C26 1.389(3) . ?
C21 C22 1.392(3) . ?
C22 C23 1.377(3) . ?
C22 H22A 0.9500 . ?
C23 C24 1.393(3) . ?
C23 H23A 0.9500 . ?
C24 C25 1.378(3) . ?
C24 H24A 0.9500 . ?
C25 C26 1.402(3) . ?
C25 H25A 0.9500 . ?
C26 C27 1.447(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
C12 O1 C1 121.44(14) . . ?
C7 O2 C8 117.15(14) . . ?
C21 O7 C20 121.32(14) . . ?
C27 O8 H8A 109.6(18) . . ?
O5 N O4 123.95(19) . . ?
O5 N C14 117.72(18) . . ?
O4 N C14 118.29(17) . . ?
O1 C1 C2 117.17(17) . . ?
O1 C1 C6 121.42(17) . . ?
C2 C1 C6 121.40(18) . . ?
C3 C2 C1 118.50(18) . . ?
C3 C2 H2A 120.8 . . ?
C1 C2 H2A 120.8 . . ?
C2 C3 C4 121.13(18) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C5 C4 C3 120.03(19) . . ?
C5 C4 H4A 120.0 . . ?
C3 C4 H4A 120.0 . . ?
C4 C5 C6 119.98(18) . . ?
C4 C5 H5A 120.0 . . ?
C6 C5 H5A 120.0 . . ?
C1 C6 C5 118.94(17) . . ?
C1 C6 C7 116.98(16) . . ?
C5 C6 C7 124.06(17) . . ?
C11 C7 O2 123.57(16) . . ?
C11 C7 C6 121.84(17) . . ?
O2 C7 C6 114.59(15) . . ?
C9 C8 O2 123.03(16) . . ?
C9 C8 C13 126.27(17) . . ?
O2 C8 C13 110.43(15) . . ?
C8 C9 C10 122.94(17) . . ?
C8 C9 H9A 118.5 . . ?
C10 C9 H9A 118.5 . . ?
C11 C10 C9 108.91(14) . . ?
C11 C10 C19 112.41(14) . . ?
C9 C10 C19 111.33(14) . . ?
C11 C10 H10A 108.0 . . ?
C9 C10 H10A 108.0 . . ?
C19 C10 H10A 108.0 . . ?
C7 C11 C12 119.53(17) . . ?
C7 C11 C10 122.39(16) . . ?
C12 C11 C10 118.08(15) . . ?
O3 C12 O1 117.20(16) . . ?
O3 C12 C11 124.22(18) . . ?
O1 C12 C11 118.58(16) . . ?
C14 C13 C18 116.40(17) . . ?
C14 C13 C8 124.33(17) . . ?
C18 C13 C8 119.02(16) . . ?
C15 C14 C13 122.86(19) . . ?
C15 C14 N 116.63(17) . . ?
C13 C14 N 120.44(17) . . ?
C16 C15 C14 119.03(19) . . ?
C16 C15 H15A 120.5 . . ?
C14 C15 H15A 120.5 . . ?
C15 C16 C17 120.04(19) . . ?
C15 C16 H16A 120.0 . . ?
C17 C16 H16A 120.0 . . ?
C18 C17 C16 120.0(2) . . ?
C18 C17 H17A 120.0 . . ?
C16 C17 H17A 120.0 . . ?
C17 C18 C13 121.58(19) . . ?
C17 C18 H18A 119.2 . . ?
C13 C18 H18A 119.2 . . ?
C27 C19 C20 119.68(16) . . ?
C27 C19 C10 122.84(16) . . ?
C20 C19 C10 117.46(15) . . ?
O6 C20 O7 116.23(16) . . ?
O6 C20 C19 125.24(16) . . ?
O7 C20 C19 118.53(15) . . ?
O7 C21 C26 121.42(16) . . ?
O7 C21 C22 116.88(17) . . ?
C26 C21 C22 121.67(17) . . ?
C23 C22 C21 118.62(19) . . ?
C23 C22 H22A 120.7 . . ?
C21 C22 H22A 120.7 . . ?
C22 C23 C24 120.94(18) . . ?
C22 C23 H23A 119.5 . . ?
C24 C23 H23A 119.5 . . ?
C25 C24 C23 119.92(18) . . ?
C25 C24 H24A 120.0 . . ?
C23 C24 H24A 120.0 . . ?
C24 C25 C26 120.36(19) . . ?
C24 C25 H25A 119.8 . . ?
C26 C25 H25A 119.8 . . ?
C21 C26 C25 118.48(17) . . ?
C21 C26 C27 117.75(16) . . ?
C25 C26 C27 123.77(17) . . ?
O8 C27 C19 123.46(16) . . ?
O8 C27 C26 116.21(15) . . ?
C19 C27 C26 120.32(16) . . ?

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
C12 O1 C1 C2 -179.38(16) . . . . ?
C12 O1 C1 C6 1.2(3) . . . . ?
O1 C1 C2 C3 179.35(17) . . . . ?
C6 C1 C2 C3 -1.3(3) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C3 C4 C5 0.9(3) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
O1 C1 C6 C5 -179.25(16) . . . . ?
C2 C1 C6 C5 1.4(3) . . . . ?
O1 C1 C6 C7 2.3(3) . . . . ?
C2 C1 C6 C7 -177.10(17) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C4 C5 C6 C7 178.01(17) . . . . ?
C8 O2 C7 C11 -9.8(2) . . . . ?
C8 O2 C7 C6 170.50(15) . . . . ?
C1 C6 C7 C11 -2.1(3) . . . . ?
C5 C6 C7 C11 179.46(18) . . . . ?
C1 C6 C7 O2 177.60(15) . . . . ?
C5 C6 C7 O2 -0.8(2) . . . . ?
C7 O2 C8 C9 8.5(3) . . . . ?
C7 O2 C8 C13 -177.08(14) . . . . ?
O2 C8 C9 C10 3.8(3) . . . . ?
C13 C8 C9 C10 -169.67(17) . . . . ?
C8 C9 C10 C11 -13.2(2) . . . . ?
C8 C9 C10 C19 111.29(19) . . . . ?
O2 C7 C11 C12 178.94(16) . . . . ?
C6 C7 C11 C12 -1.3(3) . . . . ?
O2 C7 C11 C10 -1.3(3) . . . . ?
C6 C7 C11 C10 178.42(16) . . . . ?
C9 C10 C11 C7 12.0(2) . . . . ?
C19 C10 C11 C7 -111.84(19) . . . . ?
C9 C10 C11 C12 -168.20(15) . . . . ?
C19 C10 C11 C12 67.9(2) . . . . ?
C1 O1 C12 O3 176.25(16) . . . . ?
C1 O1 C12 C11 -4.8(2) . . . . ?
C7 C11 C12 O3 -176.29(18) . . . . ?
C10 C11 C12 O3 3.9(3) . . . . ?
C7 C11 C12 O1 4.8(3) . . . . ?
C10 C11 C12 O1 -174.99(15) . . . . ?
C9 C8 C13 C14 -149.1(2) . . . . ?
O2 C8 C13 C14 36.8(2) . . . . ?
C9 C8 C13 C18 37.0(3) . . . . ?
O2 C8 C13 C18 -137.15(18) . . . . ?
C18 C13 C14 C15 1.6(3) . . . . ?
C8 C13 C14 C15 -172.48(19) . . . . ?
C18 C13 C14 N -175.31(18) . . . . ?
C8 C13 C14 N 10.6(3) . . . . ?
O5 N C14 C15 44.4(3) . . . . ?
O4 N C14 C15 -133.3(2) . . . . ?
O5 N C14 C13 -138.5(2) . . . . ?
O4 N C14 C13 43.8(3) . . . . ?
C13 C14 C15 C16 -2.9(3) . . . . ?
N C14 C15 C16 174.14(19) . . . . ?
C14 C15 C16 C17 1.2(3) . . . . ?
C15 C16 C17 C18 1.7(3) . . . . ?
C16 C17 C18 C13 -3.0(3) . . . . ?
C14 C13 C18 C17 1.4(3) . . . . ?
C8 C13 C18 C17 175.79(19) . . . . ?
C11 C10 C19 C27 -105.4(2) . . . . ?
C9 C10 C19 C27 132.10(18) . . . . ?
C11 C10 C19 C20 72.9(2) . . . . ?
C9 C10 C19 C20 -49.6(2) . . . . ?
C21 O7 C20 O6 -175.83(16) . . . . ?
C21 O7 C20 C19 3.6(2) . . . . ?
C27 C19 C20 O6 168.64(18) . . . . ?
C10 C19 C20 O6 -9.7(3) . . . . ?
C27 C19 C20 O7 -10.7(3) . . . . ?
C10 C19 C20 O7 170.94(15) . . . . ?
C20 O7 C21 C26 3.2(3) . . . . ?
C20 O7 C21 C22 -178.84(16) . . . . ?
O7 C21 C22 C23 -176.76(17) . . . . ?
C26 C21 C22 C23 1.2(3) . . . . ?
C21 C22 C23 C24 -1.4(3) . . . . ?
C22 C23 C24 C25 1.0(3) . . . . ?
C23 C24 C25 C26 -0.4(3) . . . . ?
O7 C21 C26 C25 177.24(17) . . . . ?
C22 C21 C26 C25 -0.6(3) . . . . ?
O7 C21 C26 C27 -3.1(3) . . . . ?
C22 C21 C26 C27 179.10(17) . . . . ?
C24 C25 C26 C21 0.2(3) . . . . ?
C24 C25 C26 C27 -179.47(19) . . . . ?
C20 C19 C27 O8 -169.81(17) . . . . ?
C10 C19 C27 O8 8.4(3) . . . . ?
C20 C19 C27 C26 11.0(3) . . . . ?
C10 C19 C27 C26 -170.79(16) . . . . ?
C21 C26 C27 O8 176.53(16) . . . . ?
C25 C26 C27 O8 -3.8(3) . . . . ?
C21 C26 C27 C19 -4.2(3) . . . . ?
C25 C26 C27 C19 175.49(18) . . . . ?

_refine_diff_density_max         0.257
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.049

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_h-m   P2(1)/c
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_YR19
_database_code_depnum_ccdc_archive 'CCDC 2264219'
loop_
_audit_author_name
_audit_author_address
'Ding-Yah Yang'
;Tunghai University
Taiwan
;
_audit_update_record             
;
2023-05-20 deposited with the CCDC.	2024-05-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C21 H14 O6'
_chemical_formula_sum            'C21 H14 O6'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         362.32

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2392(18)
_cell_length_b                   8.8663(14)
_cell_length_c                   17.242(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.946(7)
_cell_angle_gamma                90
_cell_volume                     1643.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9885
_cell_measurement_theta_min      2.978
_cell_measurement_theta_max      27.768
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.108
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8691
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34114
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.374
_diffrn_reflns_theta_max         27.949
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3892
_reflns_number_gt                3269
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_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)+(0.0785P)²+0.5173P] 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         3892
_refine_ls_number_parameters     251
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1311
_refine_ls_wR_factor_gt          0.1201
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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
O1 O 0.04153(8) 0.64504(11) 0.43321(6) 0.0308(2) Uani 1 1 d . . . . .
O2 O 0.18271(8) 0.79199(11) 0.51478(5) 0.0277(2) Uani 1 1 d . . . . .
O3 O 0.46178(8) 0.62155(10) 0.42885(5) 0.0224(2) Uani 1 1 d . . . . .
O4 O 0.39909(8) 0.32583(11) 0.23610(5) 0.0269(2) Uani 1 1 d . . . . .
O5 O 0.20203(8) 0.29659(11) 0.23221(6) 0.0288(2) Uani 1 1 d . . . . .
O6 O 0.20274(8) 0.35062(10) 0.41335(5) 0.0262(2) Uani 1 1 d . . . . .
C1 C 0.24843(11) 0.61493(13) 0.42822(7) 0.0210(2) Uani 1 1 d . . . . .
C2 C 0.15032(11) 0.67969(14) 0.45680(7) 0.0237(3) Uani 1 1 d . . . . .
C3 C 0.30397(12) 0.84058(14) 0.54606(7) 0.0251(3) Uani 1 1 d . . . . .
C4 C 0.32636(14) 0.95097(17) 0.60589(8) 0.0329(3) Uani 1 1 d . . . . .
H4A H 0.260262 0.990484 0.623726 0.039 Uiso 1 1 calc R U . . .
C5 C 0.44734(14) 1.00226(17) 0.63903(8) 0.0338(3) Uani 1 1 d . . . . .
H5A H 0.463941 1.078035 0.679739 0.041 Uiso 1 1 calc R U . . .
C6 C 0.54487(13) 0.94393(15) 0.61332(8) 0.0294(3) Uani 1 1 d . . . . .
H6A H 0.627358 0.978771 0.637326 0.035 Uiso 1 1 calc R U . . .
C7 C 0.52194(12) 0.83590(14) 0.55318(7) 0.0241(3) Uani 1 1 d . . . . .
H7A H 0.588237 0.797157 0.535275 0.029 Uiso 1 1 calc R U . . .
C8 C 0.39972(11) 0.78339(13) 0.51849(7) 0.0216(3) Uani 1 1 d . . . . .
C9 C 0.36543(11) 0.66943(13) 0.45613(7) 0.0202(2) Uani 1 1 d . . . . .
C10 C 0.43480(11) 0.52200(13) 0.36554(7) 0.0201(2) Uani 1 1 d . . . . .
C11 C 0.53890(11) 0.48565(14) 0.33616(7) 0.0219(2) Uani 1 1 d . . . . .
C12 C 0.66078(12) 0.54055(15) 0.37044(8) 0.0254(3) Uani 1 1 d . . . . .
H12A H 0.677501 0.611168 0.413718 0.031 Uiso 1 1 calc R U . . .
C13 C 0.75582(13) 0.49116(17) 0.34077(8) 0.0310(3) Uani 1 1 d . . . . .
H13A H 0.838212 0.526847 0.364135 0.037 Uiso 1 1 calc R U . . .
C14 C 0.73055(13) 0.38850(18) 0.27626(9) 0.0339(3) Uani 1 1 d . . . . .
H14A H 0.796464 0.354696 0.256470 0.041 Uiso 1 1 calc R U . . .
C15 C 0.61104(13) 0.33540(17) 0.24081(8) 0.0316(3) Uani 1 1 d . . . . .
H15A H 0.594228 0.267276 0.196400 0.038 Uiso 1 1 calc R U . . .
C16 C 0.51635(12) 0.38401(14) 0.27166(7) 0.0243(3) Uani 1 1 d . . . . .
C17 C 0.30041(11) 0.35660(13) 0.26588(7) 0.0226(3) Uani 1 1 d . . . . .
C18 C 0.32116(11) 0.45994(13) 0.33412(7) 0.0204(2) Uani 1 1 d . . . . .
C19 C 0.21578(11) 0.48520(13) 0.36973(7) 0.0211(2) Uani 1 1 d . . . . .
H19A H 0.137044 0.506721 0.325947 0.025 Uiso 1 1 calc R U . . .
C20 C 0.07949(18) 0.2833(2) 0.38683(14) 0.0346(5) Uani 0.877(4) 1 d . . P A 1
H20A H 0.051434 0.274172 0.327021 0.042 Uiso 0.877(4) 1 calc R U P A 1
H20B H 0.019089 0.346849 0.403846 0.042 Uiso 0.877(4) 1 calc R U P A 1
C21 C 0.08829(18) 0.1305(2) 0.42523(14) 0.0429(5) Uani 0.877(4) 1 d . . P A 1
H21A H 0.006486 0.081846 0.408566 0.064 Uiso 0.877(4) 1 calc R U P A 1
H21B H 0.148182 0.068746 0.407866 0.064 Uiso 0.877(4) 1 calc R U P A 1
H21C H 0.115973 0.141117 0.484367 0.064 Uiso 0.877(4) 1 calc R U P A 1
C20' C 0.0951(16) 0.285(2) 0.4173(10) 0.0346(5) Uani 0.123(4) 1 d . . P A 2
H20C H 0.052976 0.235674 0.364976 0.042 Uiso 0.123(4) 1 calc R U P A 2
H20D H 0.038582 0.362586 0.427938 0.042 Uiso 0.123(4) 1 calc R U P A 2
C21' C 0.1247(13) 0.1657(14) 0.4863(10) 0.0429(5) Uani 0.123(4) 1 d . . P A 2
H21D H 0.047256 0.118505 0.489127 0.064 Uiso 0.123(4) 1 calc R U P A 2
H21E H 0.179991 0.088452 0.475286 0.064 Uiso 0.123(4) 1 calc R U P A 2
H21F H 0.165631 0.215063 0.538098 0.064 Uiso 0.123(4) 1 calc R U P A 2


_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 C2 1.2104(15) . ?
O2 C3 1.3804(15) . ?
O2 C2 1.3825(15) . ?
O3 C10 1.3674(14) . ?
O3 C9 1.3679(15) . ?
O4 C17 1.3785(15) . ?
O4 C16 1.3812(15) . ?
O5 C17 1.2118(15) . ?
O6 C20' 1.363(18) . ?
O6 C19 1.4405(14) . ?
O6 C20 1.454(2) . ?
C1 C9 1.3511(16) . ?
C1 C2 1.4509(17) . ?
C1 C19 1.5030(16) . ?
C3 C4 1.3907(18) . ?
C3 C8 1.3926(18) . ?
C4 C5 1.389(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.396(2) . ?
C5 H5A 0.9500 . ?
C6 C7 1.3796(18) . ?
C6 H6A 0.9500 . ?
C7 C8 1.4080(17) . ?
C7 H7A 0.9500 . ?
C8 C9 1.4436(16) . ?
C10 C18 1.3506(16) . ?
C10 C11 1.4404(17) . ?
C11 C16 1.3960(17) . ?
C11 C12 1.4109(17) . ?
C12 C13 1.3830(19) . ?
C12 H12A 0.9500 . ?
C13 C14 1.401(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.386(2) . ?
C14 H14A 0.9500 . ?
C15 C16 1.3898(19) . ?
C15 H15A 0.9500 . ?
C17 C18 1.4555(16) . ?
C18 C19 1.5013(16) . ?
C19 H19A 1.0000 . ?
C20 C21 1.498(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C20' C21' 1.55(2) . ?
C20' H20C 0.9900 . ?
C20' H20D 0.9900 . ?
C21' H21D 0.9800 . ?
C21' H21E 0.9800 . ?
C21' H21F 0.9800 . ?

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
C3 O2 C2 121.95(10) . . ?
C10 O3 C9 117.47(9) . . ?
C17 O4 C16 121.87(10) . . ?
C20' O6 C19 127.4(8) . . ?
C19 O6 C20 114.10(11) . . ?
C9 C1 C2 119.65(11) . . ?
C9 C1 C19 122.32(11) . . ?
C2 C1 C19 118.01(10) . . ?
O1 C2 O2 116.94(11) . . ?
O1 C2 C1 125.37(12) . . ?
O2 C2 C1 117.69(10) . . ?
O2 C3 C4 117.00(12) . . ?
O2 C3 C8 121.75(11) . . ?
C4 C3 C8 121.24(12) . . ?
C3 C4 C5 118.65(13) . . ?
C3 C4 H4A 120.7 . . ?
C5 C4 H4A 120.7 . . ?
C4 C5 C6 120.87(12) . . ?
C4 C5 H5A 119.6 . . ?
C6 C5 H5A 119.6 . . ?
C7 C6 C5 120.26(12) . . ?
C7 C6 H6A 119.9 . . ?
C5 C6 H6A 119.9 . . ?
C6 C7 C8 119.62(12) . . ?
C6 C7 H7A 120.2 . . ?
C8 C7 H7A 120.2 . . ?
C3 C8 C7 119.34(11) . . ?
C3 C8 C9 116.36(11) . . ?
C7 C8 C9 124.29(11) . . ?
C1 C9 O3 123.53(11) . . ?
C1 C9 C8 122.44(11) . . ?
O3 C9 C8 114.02(10) . . ?
C18 C10 O3 123.15(11) . . ?
C18 C10 C11 122.54(11) . . ?
O3 C10 C11 114.29(10) . . ?
C16 C11 C12 119.02(11) . . ?
C16 C11 C10 116.56(11) . . ?
C12 C11 C10 124.36(11) . . ?
C13 C12 C11 119.73(12) . . ?
C13 C12 H12A 120.1 . . ?
C11 C12 H12A 120.1 . . ?
C12 C13 C14 119.98(12) . . ?
C12 C13 H13A 120.0 . . ?
C14 C13 H13A 120.0 . . ?
C15 C14 C13 121.14(13) . . ?
C15 C14 H14A 119.4 . . ?
C13 C14 H14A 119.4 . . ?
C16 C15 C14 118.53(13) . . ?
C16 C15 H15A 120.7 . . ?
C14 C15 H15A 120.7 . . ?
O4 C16 C15 116.89(11) . . ?
O4 C16 C11 121.53(11) . . ?
C15 C16 C11 121.57(12) . . ?
O5 C17 O4 117.10(11) . . ?
O5 C17 C18 124.92(11) . . ?
O4 C17 C18 117.97(10) . . ?
C10 C18 C17 119.39(11) . . ?
C10 C18 C19 122.80(11) . . ?
C17 C18 C19 117.70(10) . . ?
O6 C19 C18 107.60(9) . . ?
O6 C19 C1 109.01(9) . . ?
C18 C19 C1 108.74(9) . . ?
O6 C19 H19A 110.5 . . ?
C18 C19 H19A 110.5 . . ?
C1 C19 H19A 110.5 . . ?
O6 C20 C21 107.33(15) . . ?
O6 C20 H20A 110.2 . . ?
C21 C20 H20A 110.2 . . ?
O6 C20 H20B 110.2 . . ?
C21 C20 H20B 110.2 . . ?
H20A C20 H20B 108.5 . . ?
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 . . ?
O6 C20' C21' 109.6(12) . . ?
O6 C20' H20C 109.8 . . ?
C21' C20' H20C 109.7 . . ?
O6 C20' H20D 109.8 . . ?
C21' C20' H20D 109.8 . . ?
H20C C20' H20D 108.2 . . ?
C20' C21' H21D 109.5 . . ?
C20' C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
C20' C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 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
C3 O2 C2 O1 180.00(11) . . . . ?
C3 O2 C2 C1 -1.04(16) . . . . ?
C9 C1 C2 O1 176.25(12) . . . . ?
C19 C1 C2 O1 -5.48(18) . . . . ?
C9 C1 C2 O2 -2.62(17) . . . . ?
C19 C1 C2 O2 175.65(10) . . . . ?
C2 O2 C3 C4 -178.09(11) . . . . ?
C2 O2 C3 C8 2.68(18) . . . . ?
O2 C3 C4 C5 179.76(12) . . . . ?
C8 C3 C4 C5 -1.0(2) . . . . ?
C3 C4 C5 C6 -0.3(2) . . . . ?
C4 C5 C6 C7 1.2(2) . . . . ?
C5 C6 C7 C8 -0.75(19) . . . . ?
O2 C3 C8 C7 -179.33(10) . . . . ?
C4 C3 C8 C7 1.46(19) . . . . ?
O2 C3 C8 C9 -0.67(17) . . . . ?
C4 C3 C8 C9 -179.87(11) . . . . ?
C6 C7 C8 C3 -0.57(18) . . . . ?
C6 C7 C8 C9 -179.12(11) . . . . ?
C2 C1 C9 O3 -175.86(10) . . . . ?
C19 C1 C9 O3 5.94(18) . . . . ?
C2 C1 C9 C8 4.73(17) . . . . ?
C19 C1 C9 C8 -173.47(10) . . . . ?
C10 O3 C9 C1 5.34(16) . . . . ?
C10 O3 C9 C8 -175.21(9) . . . . ?
C3 C8 C9 C1 -3.09(17) . . . . ?
C7 C8 C9 C1 175.50(11) . . . . ?
C3 C8 C9 O3 177.45(10) . . . . ?
C7 C8 C9 O3 -3.96(16) . . . . ?
C9 O3 C10 C18 -5.94(16) . . . . ?
C9 O3 C10 C11 175.49(9) . . . . ?
C18 C10 C11 C16 1.23(17) . . . . ?
O3 C10 C11 C16 179.80(10) . . . . ?
C18 C10 C11 C12 -175.90(11) . . . . ?
O3 C10 C11 C12 2.67(17) . . . . ?
C16 C11 C12 C13 -1.13(18) . . . . ?
C10 C11 C12 C13 175.93(11) . . . . ?
C11 C12 C13 C14 0.81(19) . . . . ?
C12 C13 C14 C15 0.4(2) . . . . ?
C13 C14 C15 C16 -1.2(2) . . . . ?
C17 O4 C16 C15 174.72(11) . . . . ?
C17 O4 C16 C11 -4.61(17) . . . . ?
C14 C15 C16 O4 -178.45(11) . . . . ?
C14 C15 C16 C11 0.9(2) . . . . ?
C12 C11 C16 O4 179.57(10) . . . . ?
C10 C11 C16 O4 2.29(17) . . . . ?
C12 C11 C16 C15 0.27(18) . . . . ?
C10 C11 C16 C15 -177.01(11) . . . . ?
C16 O4 C17 O5 -177.70(10) . . . . ?
C16 O4 C17 C18 3.27(16) . . . . ?
O3 C10 C18 C17 179.12(10) . . . . ?
C11 C10 C18 C17 -2.44(17) . . . . ?
O3 C10 C18 C19 -4.76(18) . . . . ?
C11 C10 C18 C19 173.69(10) . . . . ?
O5 C17 C18 C10 -178.73(11) . . . . ?
O4 C17 C18 C10 0.22(16) . . . . ?
O5 C17 C18 C19 4.94(18) . . . . ?
O4 C17 C18 C19 -176.11(10) . . . . ?
C20' O6 C19 C18 -141.3(10) . . . . ?
C20 O6 C19 C18 -123.44(13) . . . . ?
C20' O6 C19 C1 100.9(10) . . . . ?
C20 O6 C19 C1 118.80(14) . . . . ?
C10 C18 C19 O6 -103.90(12) . . . . ?
C17 C18 C19 O6 72.29(12) . . . . ?
C10 C18 C19 C1 14.03(15) . . . . ?
C17 C18 C19 C1 -169.78(10) . . . . ?
C9 C1 C19 O6 102.49(12) . . . . ?
C2 C1 C19 O6 -75.74(12) . . . . ?
C9 C1 C19 C18 -14.55(15) . . . . ?
C2 C1 C19 C18 167.22(10) . . . . ?
C19 O6 C20 C21 168.62(14) . . . . ?
C19 O6 C20' C21' -166.7(8) . . . . ?

_refine_diff_density_max         0.645
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.044

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_h-m   P2(1)/n
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_sv439
_database_code_depnum_ccdc_archive 'CCDC 1985024'
loop_
_audit_author_name
_audit_author_address
'Ding-Yah Yang'
;Tunghai University
Taiwan
;
_audit_update_record             
;
2023-12-02 deposited with the CCDC.	2024-05-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H17 N O6'
_chemical_formula_sum            'C25 H17 N O6'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            ?
_diffrn_ambient_temperature      299(2)
_chemical_formula_weight         427.39

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'
N N 0.0061 0.0033 '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                   8.6514(7)
_cell_length_b                   9.9472(8)
_cell_length_c                   12.8655(9)
_cell_angle_alpha                98.316(3)
_cell_angle_beta                 98.601(2)
_cell_angle_gamma                93.544(3)
_cell_volume                     1079.26(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    9936
_cell_measurement_theta_min      3.030
_cell_measurement_theta_max      26.388
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             444
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8200
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19120
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.827
_diffrn_reflns_theta_max         26.387
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             4307
_reflns_number_gt                3336
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1127P)²+0.9355P] 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_number_reflns         4307
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0614
_refine_ls_wR_factor_ref         0.2037
_refine_ls_wR_factor_gt          0.1789
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_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 0.4622(2) 0.32371(17) 0.50046(14) 0.0489(4) Uani 1 1 d . . . . .
O2 O 0.2453(3) 0.3768(2) 0.82221(16) 0.0647(6) Uani 1 1 d . . . . .
O3 O 0.5713(3) 0.3032(2) 0.35510(17) 0.0653(6) Uani 1 1 d . . . . .
O4 O 0.2423(2) -0.06441(16) 0.41869(13) 0.0413(4) Uani 1 1 d . . . . .
O5 O 0.3176(2) -0.33986(18) 0.16770(15) 0.0531(5) Uani 1 1 d . . . . .
O6 O 0.4717(2) -0.1914(2) 0.11052(14) 0.0532(5) Uani 1 1 d . . . . .
N N 0.2879(3) 0.1784(2) 0.02042(17) 0.0448(5) Uani 1 1 d . . . . .
H0A H 0.308(3) 0.205(3) -0.033(3) 0.050(8) Uiso 1 1 d . . . . .
C1 C 0.3713(3) 0.2709(2) 0.56592(18) 0.0377(5) Uani 1 1 d . . . . .
C2 C 0.3580(3) 0.3559(2) 0.6593(2) 0.0453(6) Uani 1 1 d . . . . .
H2A H 0.4083 0.4435 0.6754 0.054 Uiso 1 1 calc R U . . .
C3 C 0.2673(3) 0.3058(3) 0.7276(2) 0.0474(6) Uani 1 1 d . . . . .
C4 C 0.1932(3) 0.1742(3) 0.7036(2) 0.0478(6) Uani 1 1 d . . . . .
H4A H 0.1335 0.1421 0.7507 0.057 Uiso 1 1 calc R U . . .
C5 C 0.2074(3) 0.0914(2) 0.61084(19) 0.0425(5) Uani 1 1 d . . . . .
H5A H 0.1573 0.0037 0.5951 0.051 Uiso 1 1 calc R U . . .
C6 C 0.2980(3) 0.1401(2) 0.54005(17) 0.0340(5) Uani 1 1 d . . . . .
C7 C 0.3191(2) 0.0642(2) 0.44065(17) 0.0326(5) Uani 1 1 d . . . . .
C8 C 0.2717(3) -0.1498(2) 0.33078(18) 0.0369(5) Uani 1 1 d . . . . .
C9 C 0.2051(3) -0.2858(3) 0.3214(2) 0.0537(7) Uani 1 1 d . . . . .
H9A H 0.1461 -0.3114 0.3712 0.064 Uiso 1 1 calc R U . . .
C10 C 0.2290(4) -0.3758(3) 0.2394(3) 0.0600(8) Uani 1 1 d . . . . .
C11 C 0.3895(3) -0.2090(2) 0.17595(19) 0.0407(5) Uani 1 1 d . . . . .
C12 C 0.3583(2) -0.1087(2) 0.26122(17) 0.0337(5) Uani 1 1 d . . . . .
C13 C 0.4212(2) 0.0376(2) 0.26623(17) 0.0337(5) Uani 1 1 d . . . . .
H13A H 0.5328 0.0392 0.2598 0.040 Uiso 1 1 calc R U . . .
C14 C 0.4059(2) 0.1140(2) 0.37357(17) 0.0332(5) Uani 1 1 d . . . . .
C15 C 0.4852(3) 0.2497(3) 0.4048(2) 0.0430(5) Uani 1 1 d . . . . .
C16 C 0.3357(3) 0.0985(2) 0.17493(17) 0.0342(5) Uani 1 1 d . . . . .
C17 C 0.1723(3) 0.1210(2) 0.15456(17) 0.0322(4) Uani 1 1 d . . . . .
C18 C 0.0447(3) 0.1066(2) 0.2081(2) 0.0425(5) Uani 1 1 d . . . . .
H18A H 0.0577 0.0763 0.2737 0.051 Uiso 1 1 calc R U . . .
C19 C -0.1005(3) 0.1377(3) 0.1625(2) 0.0527(6) Uani 1 1 d . . . . .
H19A H -0.1856 0.1280 0.1981 0.063 Uiso 1 1 calc R U . . .
C20 C -0.1228(3) 0.1834(3) 0.0642(2) 0.0526(7) Uani 1 1 d . . . . .
H20A H -0.2224 0.2027 0.0351 0.063 Uiso 1 1 calc R U . . .
C21 C 0.0003(3) 0.2002(3) 0.0100(2) 0.0464(6) Uani 1 1 d . . . . .
H21A H -0.0141 0.2312 -0.0554 0.056 Uiso 1 1 calc R U . . .
C22 C 0.1470(3) 0.1695(2) 0.05586(17) 0.0371(5) Uani 1 1 d . . . . .
C23 C 0.4000(3) 0.1341(3) 0.09163(19) 0.0433(5) Uani 1 1 d . . . . .
H23A H 0.5048 0.1292 0.0841 0.052 Uiso 1 1 calc R U . . .
C24 C 0.3277(5) 0.5088(4) 0.8571(3) 0.0835(11) Uani 1 1 d . . . . .
H24A H 0.3013 0.5468 0.9245 0.125 Uiso 1 1 calc R U . . .
H24B H 0.4386 0.5007 0.8645 0.125 Uiso 1 1 calc R U . . .
H24C H 0.2983 0.5674 0.8057 0.125 Uiso 1 1 calc R U . . .
C25 C 0.1731(7) -0.5233(4) 0.2146(4) 0.1150(19) Uani 1 1 d . . . . .
H25A H 0.2078 -0.5632 0.1505 0.173 Uiso 1 1 calc R U . . .
H25B H 0.2148 -0.5686 0.2723 0.173 Uiso 1 1 calc R U . . .
H25C H 0.0605 -0.5331 0.2050 0.173 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 C1 1.370(3) . ?
O1 C15 1.388(3) . ?
O2 C3 1.361(3) . ?
O2 C24 1.433(4) . ?
O3 C15 1.200(3) . ?
O4 C8 1.378(3) . ?
O4 C7 1.376(3) . ?
O5 C10 1.357(4) . ?
O5 C11 1.390(3) . ?
O6 C11 1.205(3) . ?
N C22 1.366(3) . ?
N C23 1.370(3) . ?
N H0A 0.81(3) . ?
C1 C6 1.385(3) . ?
C1 C2 1.389(3) . ?
C2 C3 1.387(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.393(4) . ?
C4 C5 1.374(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.405(3) . ?
C5 H5A 0.9300 . ?
C6 C7 1.430(3) . ?
C7 C14 1.351(3) . ?
C8 C12 1.341(3) . ?
C8 C9 1.419(3) . ?
C9 C10 1.330(4) . ?
C9 H9A 0.9300 . ?
C10 C25 1.490(4) . ?
C11 C12 1.441(3) . ?
C12 C13 1.511(3) . ?
C13 C14 1.506(3) . ?
C13 C16 1.515(3) . ?
C13 H13A 0.9800 . ?
C14 C15 1.449(3) . ?
C16 C23 1.359(3) . ?
C16 C17 1.436(3) . ?
C17 C18 1.397(3) . ?
C17 C22 1.414(3) . ?
C18 C19 1.378(4) . ?
C18 H18A 0.9300 . ?
C19 C20 1.396(4) . ?
C19 H19A 0.9300 . ?
C20 C21 1.372(4) . ?
C20 H20A 0.9300 . ?
C21 C22 1.389(3) . ?
C21 H21A 0.9300 . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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 O1 C15 122.05(18) . . ?
C3 O2 C24 118.4(3) . . ?
C8 O4 C7 117.56(17) . . ?
C10 O5 C11 122.4(2) . . ?
C22 N C23 109.1(2) . . ?
C22 N H0A 129(2) . . ?
C23 N H0A 122(2) . . ?
O1 C1 C6 121.5(2) . . ?
O1 C1 C2 116.2(2) . . ?
C6 C1 C2 122.3(2) . . ?
C1 C2 C3 117.8(2) . . ?
C1 C2 H2A 121.1 . . ?
C3 C2 H2A 121.1 . . ?
O2 C3 C2 124.2(2) . . ?
O2 C3 C4 114.8(3) . . ?
C2 C3 C4 120.9(2) . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 H5A 120.2 . . ?
C6 C5 H5A 120.2 . . ?
C1 C6 C5 118.8(2) . . ?
C1 C6 C7 116.6(2) . . ?
C5 C6 C7 124.5(2) . . ?
C14 C7 O4 122.6(2) . . ?
C14 C7 C6 123.3(2) . . ?
O4 C7 C6 114.05(19) . . ?
C12 C8 O4 123.0(2) . . ?
C12 C8 C9 122.8(2) . . ?
O4 C8 C9 114.2(2) . . ?
C10 C9 C8 118.3(3) . . ?
C10 C9 H9A 120.8 . . ?
C8 C9 H9A 120.8 . . ?
C9 C10 O5 121.1(2) . . ?
C9 C10 C25 127.6(3) . . ?
O5 C10 C25 111.2(3) . . ?
O6 C11 O5 116.2(2) . . ?
O6 C11 C12 126.8(2) . . ?
O5 C11 C12 117.0(2) . . ?
C8 C12 C11 118.1(2) . . ?
C8 C12 C13 123.3(2) . . ?
C11 C12 C13 118.5(2) . . ?
C14 C13 C16 112.85(18) . . ?
C14 C13 C12 107.95(17) . . ?
C16 C13 C12 110.30(18) . . ?
C14 C13 H13A 108.5 . . ?
C16 C13 H13A 108.5 . . ?
C12 C13 H13A 108.5 . . ?
C7 C14 C15 118.6(2) . . ?
C7 C14 C13 123.47(19) . . ?
C15 C14 C13 117.91(19) . . ?
O3 C15 O1 116.9(2) . . ?
O3 C15 C14 125.3(2) . . ?
O1 C15 C14 117.8(2) . . ?
C23 C16 C17 106.6(2) . . ?
C23 C16 C13 125.3(2) . . ?
C17 C16 C13 127.89(19) . . ?
C18 C17 C22 118.2(2) . . ?
C18 C17 C16 135.3(2) . . ?
C22 C17 C16 106.54(19) . . ?
C19 C18 C17 119.2(2) . . ?
C19 C18 H18A 120.4 . . ?
C17 C18 H18A 120.4 . . ?
C18 C19 C20 121.5(2) . . ?
C18 C19 H19A 119.3 . . ?
C20 C19 H19A 119.3 . . ?
C21 C20 C19 120.9(2) . . ?
C21 C20 H20A 119.5 . . ?
C19 C20 H20A 119.5 . . ?
C20 C21 C22 117.8(2) . . ?
C20 C21 H21A 121.1 . . ?
C22 C21 H21A 121.1 . . ?
N C22 C21 130.0(2) . . ?
N C22 C17 107.6(2) . . ?
C21 C22 C17 122.4(2) . . ?
C16 C23 N 110.1(2) . . ?
C16 C23 H23A 124.9 . . ?
N C23 H23A 124.9 . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C10 C25 H25A 109.5 . . ?
C10 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C10 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_refine_diff_density_max         0.238
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.053


_symmetry_cell_setting           ?
_symmetry_space_group_name_h-m   ?
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_sv342
_database_code_depnum_ccdc_archive 'CCDC 2018939'
loop_
_audit_author_name
_audit_author_address
'Ding-Yah Yang'
;Tunghai University
Taiwan
;
_audit_update_record             
;
2023-12-02 deposited with the CCDC.	2024-05-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C28 H14 O8, C H4 O'
_chemical_formula_sum            'C29 H18 O9'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         510.43

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.1182(12)
_cell_length_b                   24.292(4)
_cell_length_c                   12.101(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.341(5)
_cell_angle_gamma                90
_cell_volume                     2277.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9946
_cell_measurement_theta_min      3.071
_cell_measurement_theta_max      26.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.112
_shelx_estimated_absorpt_T_min   0.944
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6748
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37001
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_av_R_equivalents  0.1331
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.072
_diffrn_reflns_theta_max         26.488
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4689
_reflns_number_gt                3278
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1191P)²+1.1664P] 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_number_reflns         4689
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0643
_refine_ls_wR_factor_ref         0.1992
_refine_ls_wR_factor_gt          0.1631
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_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 0.3268(2) 0.54627(7) 0.32634(14) 0.0291(4) Uani 1 1 d . . . . .
O2 O 0.2100(2) 0.46912(6) 0.00838(14) 0.0259(4) Uani 1 1 d . . . . .
O3 O -0.0558(2) 0.32240(7) -0.06744(15) 0.0316(4) Uani 1 1 d . . . . .
O4 O -0.0722(2) 0.31527(8) 0.11043(16) 0.0365(5) Uani 1 1 d . . . . .
O5 O 0.1995(2) 0.48034(7) 0.39697(15) 0.0338(4) Uani 1 1 d . . . . .
O6 O 0.0253(2) 0.34893(7) 0.38031(16) 0.0319(4) Uani 1 1 d . . . . .
H6A H -0.052(5) 0.3713(15) 0.336(3) 0.053(10) Uiso 1 1 d . . . . .
O7 O 0.5136(2) 0.33161(7) 0.34980(14) 0.0270(4) Uani 1 1 d . . . . .
O8 O 0.4574(2) 0.38715(7) 0.20000(14) 0.0267(4) Uani 1 1 d . . . . .
C1 C 0.3732(3) 0.56922(10) 0.2364(2) 0.0258(5) Uani 1 1 d . . . . .
C2 C 0.4603(3) 0.61918(10) 0.2574(2) 0.0308(6) Uani 1 1 d . . . . .
H2A H 0.4861 0.6362 0.3313 0.037 Uiso 1 1 calc R U . . .
C3 C 0.5084(3) 0.64349(10) 0.1695(2) 0.0333(6) Uani 1 1 d . . . . .
H3A H 0.5670 0.6778 0.1827 0.040 Uiso 1 1 calc R U . . .
C4 C 0.4728(3) 0.61873(10) 0.0609(2) 0.0306(6) Uani 1 1 d . . . . .
H4A H 0.5084 0.6360 0.0014 0.037 Uiso 1 1 calc R U . . .
C5 C 0.3861(3) 0.56936(10) 0.0398(2) 0.0277(5) Uani 1 1 d . . . . .
H5A H 0.3609 0.5527 -0.0343 0.033 Uiso 1 1 calc R U . . .
C6 C 0.3352(3) 0.54377(9) 0.1284(2) 0.0231(5) Uani 1 1 d . . . . .
C7 C 0.2447(3) 0.49223(9) 0.11619(19) 0.0224(5) Uani 1 1 d . . . . .
C8 C 0.1204(3) 0.42032(9) -0.0114(2) 0.0230(5) Uani 1 1 d . . . . .
C9 C 0.0784(3) 0.40075(10) -0.1285(2) 0.0241(5) Uani 1 1 d . . . . .
C10 C 0.1188(3) 0.42816(11) -0.2185(2) 0.0292(6) Uani 1 1 d . . . . .
H10A H 0.1794 0.4621 -0.2040 0.035 Uiso 1 1 calc R U . . .
C11 C 0.0710(3) 0.40609(11) -0.3284(2) 0.0348(6) Uani 1 1 d . . . . .
H11A H 0.0981 0.4248 -0.3897 0.042 Uiso 1 1 calc R U . . .
C12 C -0.0171(3) 0.35629(12) -0.3493(2) 0.0362(6) Uani 1 1 d . . . . .
H12A H -0.0512 0.3414 -0.4254 0.043 Uiso 1 1 calc R U . . .
C13 C -0.0558(3) 0.32815(11) -0.2613(2) 0.0355(6) Uani 1 1 d . . . . .
H13A H -0.1136 0.2937 -0.2757 0.043 Uiso 1 1 calc R U . . .
C14 C -0.0090(3) 0.35090(10) -0.1517(2) 0.0273(5) Uani 1 1 d . . . . .
C15 C -0.0220(3) 0.34214(10) 0.0432(2) 0.0279(5) Uani 1 1 d . . . . .
C16 C 0.0733(3) 0.39343(9) 0.0714(2) 0.0232(5) Uani 1 1 d . . . . .
C17 C 0.1150(3) 0.41337(9) 0.1947(2) 0.0223(5) Uani 1 1 d . . . . .
H17A H 0.0043 0.4175 0.2142 0.027 Uiso 1 1 calc R U . . .
C18 C 0.1996(3) 0.46935(9) 0.2038(2) 0.0222(5) Uani 1 1 d . . . . .
C19 C 0.2382(3) 0.49703(10) 0.3143(2) 0.0262(5) Uani 1 1 d . . . . .
C20 C 0.2294(3) 0.37304(9) 0.28032(19) 0.0221(5) Uani 1 1 d . . . . .
C21 C 0.1775(3) 0.34530(9) 0.3625(2) 0.0244(5) Uani 1 1 d . . . . .
C22 C 0.2971(3) 0.30820(9) 0.4409(2) 0.0263(5) Uani 1 1 d . . . . .
C23 C 0.2530(4) 0.27781(10) 0.5260(2) 0.0320(6) Uani 1 1 d . . . . .
H23A H 0.1391 0.2798 0.5321 0.038 Uiso 1 1 calc R U . . .
C24 C 0.3742(4) 0.24511(10) 0.6008(2) 0.0371(6) Uani 1 1 d . . . . .
H24A H 0.3442 0.2252 0.6596 0.045 Uiso 1 1 calc R U . . .
C25 C 0.5397(4) 0.24090(10) 0.5914(2) 0.0369(6) Uani 1 1 d . . . . .
H25A H 0.6221 0.2181 0.6437 0.044 Uiso 1 1 calc R U . . .
C26 C 0.5860(3) 0.26945(10) 0.5067(2) 0.0329(6) Uani 1 1 d . . . . .
H26A H 0.6987 0.2661 0.4991 0.039 Uiso 1 1 calc R U . . .
C27 C 0.4636(3) 0.30328(9) 0.4327(2) 0.0266(5) Uani 1 1 d . . . . .
C28 C 0.4004(3) 0.36553(9) 0.27272(19) 0.0230(5) Uani 1 1 d . . . . .
O9 O 0.2141(2) 0.57904(7) 0.71420(15) 0.0313(4) Uani 1 1 d . . . . .
H9A H 0.324(4) 0.5913(14) 0.753(3) 0.046(9) Uiso 1 1 d . . . . .
C29 C 0.2342(4) 0.54677(12) 0.6197(3) 0.0372(6) Uani 1 1 d . . . . .
H29A H 0.276(4) 0.5689(14) 0.564(3) 0.049(9) Uiso 1 1 d . . . . .
H29B H 0.122(5) 0.5326(14) 0.585(3) 0.053(9) Uiso 1 1 d . . . . .
H29C H 0.327(4) 0.5195(14) 0.649(3) 0.048(9) Uiso 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 C19 1.380(3) . ?
O1 C1 1.372(3) . ?
O2 C7 1.370(3) . ?
O2 C8 1.374(3) . ?
O3 C15 1.371(3) . ?
O3 C14 1.376(3) . ?
O4 C15 1.204(3) . ?
O5 C19 1.205(3) . ?
O6 C21 1.319(3) . ?
O6 H6A 0.88(4) . ?
O7 C27 1.374(3) . ?
O7 C28 1.372(3) . ?
O8 C28 1.228(3) . ?
C1 C2 1.389(3) . ?
C1 C6 1.394(3) . ?
C2 C3 1.371(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.394(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.375(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.404(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.437(3) . ?
C7 C18 1.341(3) . ?
C8 C16 1.343(3) . ?
C8 C9 1.436(3) . ?
C9 C14 1.389(3) . ?
C9 C10 1.397(3) . ?
C10 C11 1.378(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.389(4) . ?
C11 H11A 0.9500 . ?
C12 C13 1.378(4) . ?
C12 H12A 0.9500 . ?
C13 C14 1.381(3) . ?
C13 H13A 0.9500 . ?
C15 C16 1.453(3) . ?
C16 C17 1.508(3) . ?
C17 C18 1.512(3) . ?
C17 C20 1.524(3) . ?
C17 H17A 1.0000 . ?
C18 C19 1.445(3) . ?
C20 C21 1.367(3) . ?
C20 C28 1.430(3) . ?
C21 C22 1.451(3) . ?
C22 C27 1.390(4) . ?
C22 C23 1.398(3) . ?
C23 C24 1.374(4) . ?
C23 H23A 0.9500 . ?
C24 C25 1.386(4) . ?
C24 H24A 0.9500 . ?
C25 C26 1.379(4) . ?
C25 H25A 0.9500 . ?
C26 C27 1.391(3) . ?
C26 H26A 0.9500 . ?
O9 C29 1.435(3) . ?
O9 H9A 0.92(3) . ?
C29 H29A 1.00(3) . ?
C29 H29B 0.94(4) . ?
C29 H29C 0.99(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
C19 O1 C1 121.72(18) . . ?
C7 O2 C8 117.84(18) . . ?
C15 O3 C14 121.93(19) . . ?
C21 O6 H6A 118(2) . . ?
C27 O7 C28 120.89(18) . . ?
O1 C1 C2 117.1(2) . . ?
O1 C1 C6 121.8(2) . . ?
C2 C1 C6 121.1(2) . . ?
C1 C2 C3 118.8(2) . . ?
C1 C2 H2A 120.6 . . ?
C3 C2 H2A 120.6 . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4A 119.9 . . ?
C3 C4 H4A 119.9 . . ?
C4 C5 C6 119.7(2) . . ?
C4 C5 H5A 120.2 . . ?
C6 C5 H5A 120.2 . . ?
C5 C6 C1 119.1(2) . . ?
C5 C6 C7 124.4(2) . . ?
C1 C6 C7 116.5(2) . . ?
C18 C7 O2 123.8(2) . . ?
C18 C7 C6 122.1(2) . . ?
O2 C7 C6 114.13(19) . . ?
C16 C8 O2 122.9(2) . . ?
C16 C8 C9 122.6(2) . . ?
O2 C8 C9 114.5(2) . . ?
C14 C9 C10 118.8(2) . . ?
C14 C9 C8 116.4(2) . . ?
C10 C9 C8 124.8(2) . . ?
C11 C10 C9 120.2(2) . . ?
C11 C10 H10A 119.9 . . ?
C9 C10 H10A 119.9 . . ?
C10 C11 C12 119.7(2) . . ?
C10 C11 H11A 120.1 . . ?
C12 C11 H11A 120.1 . . ?
C13 C12 C11 121.0(2) . . ?
C13 C12 H12A 119.5 . . ?
C11 C12 H12A 119.5 . . ?
C12 C13 C14 118.9(2) . . ?
C12 C13 H13A 120.6 . . ?
C14 C13 H13A 120.6 . . ?
O3 C14 C9 121.7(2) . . ?
O3 C14 C13 116.9(2) . . ?
C9 C14 C13 121.4(2) . . ?
O4 C15 O3 117.4(2) . . ?
O4 C15 C16 124.7(2) . . ?
O3 C15 C16 117.8(2) . . ?
C8 C16 C15 119.5(2) . . ?
C8 C16 C17 123.5(2) . . ?
C15 C16 C17 117.0(2) . . ?
C16 C17 C18 108.90(18) . . ?
C16 C17 C20 112.20(18) . . ?
C18 C17 C20 110.94(18) . . ?
C16 C17 H17A 108.2 . . ?
C18 C17 H17A 108.2 . . ?
C20 C17 H17A 108.2 . . ?
C7 C18 C19 120.2(2) . . ?
C7 C18 C17 122.7(2) . . ?
C19 C18 C17 117.0(2) . . ?
O5 C19 O1 117.4(2) . . ?
O5 C19 C18 125.0(2) . . ?
O1 C19 C18 117.6(2) . . ?
C21 C20 C28 120.0(2) . . ?
C21 C20 C17 123.6(2) . . ?
C28 C20 C17 116.4(2) . . ?
O6 C21 C20 126.4(2) . . ?
O6 C21 C22 114.3(2) . . ?
C20 C21 C22 119.3(2) . . ?
C27 C22 C23 118.4(2) . . ?
C27 C22 C21 118.9(2) . . ?
C23 C22 C21 122.8(2) . . ?
C24 C23 C22 120.0(3) . . ?
C24 C23 H23A 120.0 . . ?
C22 C23 H23A 120.0 . . ?
C23 C24 C25 120.6(3) . . ?
C23 C24 H24A 119.7 . . ?
C25 C24 H24A 119.7 . . ?
C26 C25 C24 120.7(2) . . ?
C26 C25 H25A 119.7 . . ?
C24 C25 H25A 119.7 . . ?
C25 C26 C27 118.4(3) . . ?
C25 C26 H26A 120.8 . . ?
C27 C26 H26A 120.8 . . ?
O7 C27 C22 120.9(2) . . ?
O7 C27 C26 117.1(2) . . ?
C22 C27 C26 121.9(2) . . ?
O8 C28 O7 115.2(2) . . ?
O8 C28 C20 124.9(2) . . ?
O7 C28 C20 120.0(2) . . ?
C29 O9 H9A 105(2) . . ?
O9 C29 H29A 112.9(19) . . ?
O9 C29 H29B 103(2) . . ?
H29A C29 H29B 112(3) . . ?
O9 C29 H29C 109.7(18) . . ?
H29A C29 H29C 103(3) . . ?
H29B C29 H29C 116(3) . . ?

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.087

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_h-m   P2(1)/c
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_YR194
_database_code_depnum_ccdc_archive 'CCDC 2264217'
loop_
_audit_author_name
_audit_author_address
'Ding-Yah Yang'
;Tunghai University
Taiwan
;
_audit_update_record             
;
2023-05-20 deposited with the CCDC.	2024-05-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C21 H14 O6'
_chemical_formula_sum            'C21 H14 O6'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         362.32

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                   7.3169(10)
_cell_length_b                   13.6614(18)
_cell_length_c                   17.661(2)
_cell_angle_alpha                112.114(5)
_cell_angle_beta                 94.065(5)
_cell_angle_gamma                96.280(5)
_cell_volume                     1613.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9969
_cell_measurement_theta_min      3.000
_cell_measurement_theta_max      27.886
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.110
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8571
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32338
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.945
_diffrn_reflns_theta_max         27.928
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             7672
_reflns_number_gt                6130
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_refine_special_details          
; 
 Refined as a 2-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1265P)²+3.1199P] 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         7672
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0719
_refine_ls_wR_factor_ref         0.2508
_refine_ls_wR_factor_gt          0.2282
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_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 0.3530(4) 1.1094(2) 0.47758(15) 0.0305(6) Uani 1 1 d . . . . .
O2 O 0.3389(4) 1.1498(2) 0.36783(16) 0.0300(6) Uani 1 1 d . . . . .
O3 O 0.0791(3) 0.8161(2) 0.09611(15) 0.0258(5) Uani 1 1 d . . . . .
O4 O 0.1367(3) 0.66028(18) 0.09262(14) 0.0222(5) Uani 1 1 d . . . . .
O5 O 0.3508(3) 0.78657(18) 0.33640(14) 0.0224(5) Uani 1 1 d . . . . .
O6 O 0.1235(3) 0.87302(19) 0.40914(14) 0.0230(5) Uani 1 1 d . . . . .
C1 C 0.3385(5) 1.0767(3) 0.4035(2) 0.0243(7) Uani 1 1 d . . . . .
C2 C 0.3499(5) 1.1209(3) 0.2846(2) 0.0260(7) Uani 1 1 d . . . . .
C3 C 0.3823(5) 1.2045(3) 0.2585(3) 0.0317(8) Uani 1 1 d . . . . .
H3A H 0.388446 1.276226 0.296446 0.038 Uiso 1 1 calc R U . . .
C4 C 0.4053(5) 1.1830(3) 0.1777(3) 0.0314(8) Uani 1 1 d . . . . .
H4A H 0.424623 1.239745 0.159141 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4002(5) 1.0775(3) 0.1228(2) 0.0289(7) Uani 1 1 d . . . . .
H5A H 0.421292 1.062830 0.067405 0.035 Uiso 1 1 calc R U . . .
C6 C 0.3649(5) 0.9946(3) 0.1485(2) 0.0243(7) Uani 1 1 d . . . . .
H6A H 0.362060 0.923248 0.110519 0.029 Uiso 1 1 calc R U . . .
C7 C 0.3328(4) 1.0140(3) 0.2304(2) 0.0217(6) Uani 1 1 d . . . . .
C8 C 0.2943(4) 0.9325(3) 0.26457(19) 0.0195(6) Uani 1 1 d . . . . .
C9 C 0.2492(4) 0.8169(2) 0.21700(19) 0.0179(6) Uani 1 1 d . . . . .
C10 C 0.1520(4) 0.7704(2) 0.13372(19) 0.0191(6) Uani 1 1 d . . . . .
C11 C 0.1888(4) 0.5954(2) 0.13096(19) 0.0192(6) Uani 1 1 d . . . . .
C12 C 0.1646(4) 0.4865(3) 0.0839(2) 0.0223(6) Uani 1 1 d . . . . .
H12A H 0.118161 0.459332 0.027131 0.027 Uiso 1 1 calc R U . . .
C13 C 0.2097(5) 0.4182(3) 0.1215(2) 0.0248(7) Uani 1 1 d . . . . .
H13A H 0.192816 0.343436 0.090150 0.030 Uiso 1 1 calc R U . . .
C14 C 0.2793(5) 0.4576(3) 0.2044(2) 0.0271(7) Uani 1 1 d . . . . .
H14A H 0.309059 0.409691 0.229233 0.033 Uiso 1 1 calc R U . . .
C15 C 0.3053(5) 0.5660(3) 0.2507(2) 0.0233(6) Uani 1 1 d . . . . .
H15A H 0.353478 0.592851 0.307215 0.028 Uiso 1 1 calc R U . . .
C16 C 0.2601(4) 0.6365(3) 0.21384(19) 0.0191(6) Uani 1 1 d . . . . .
C17 C 0.2847(4) 0.7504(3) 0.25683(19) 0.0188(6) Uani 1 1 d . . . . .
C18 C 0.3012(4) 0.8884(2) 0.38996(19) 0.0206(6) Uani 1 1 d . . . . .
H18A H 0.389335 0.918503 0.441887 0.025 Uiso 1 1 calc R U . . .
C19 C 0.3134(4) 0.9652(3) 0.3481(2) 0.0210(6) Uani 1 1 d . . . . .
C20 C 0.1089(6) 0.8338(3) 0.4749(2) 0.0314(8) Uani 1 1 d . . . . .
H20A H 0.192658 0.779714 0.468369 0.038 Uiso 1 1 calc R U . . .
H20B H -0.019355 0.798572 0.470233 0.038 Uiso 1 1 calc R U . . .
C21 C 0.1579(6) 0.9218(3) 0.5586(2) 0.0336(8) Uani 1 1 d . . . . .
H21A H 0.146240 0.891999 0.600831 0.050 Uiso 1 1 calc R U . . .
H21B H 0.285642 0.955968 0.563816 0.050 Uiso 1 1 calc R U . . .
H21C H 0.073676 0.974822 0.565681 0.050 Uiso 1 1 calc R U . . .
O7 O 0.9292(4) 0.3724(2) 0.43830(15) 0.0345(6) Uani 1 1 d . . . . .
O8 O 0.8900(4) 0.2349(2) 0.31954(15) 0.0271(5) Uani 1 1 d . . . . .
O9 O 0.5860(3) 0.32191(19) 0.07425(14) 0.0243(5) Uani 1 1 d . . . . .
O10 O 0.6452(3) 0.48800(18) 0.08609(13) 0.0217(5) Uani 1 1 d . . . . .
O11 O 0.8782(3) 0.58740(19) 0.32575(14) 0.0220(5) Uani 1 1 d . . . . .
O12 O 0.6489(3) 0.52396(19) 0.38733(14) 0.0246(5) Uani 1 1 d . . . . .
C22 C 0.8950(5) 0.3416(3) 0.3644(2) 0.0247(7) Uani 1 1 d . . . . .
C23 C 0.8779(4) 0.1946(3) 0.2348(2) 0.0222(6) Uani 1 1 d . . . . .
C24 C 0.8929(5) 0.0873(3) 0.1985(2) 0.0266(7) Uani 1 1 d . . . . .
H24A H 0.902277 0.045808 0.230933 0.032 Uiso 1 1 calc R U . . .
C25 C 0.8941(5) 0.0416(3) 0.1145(2) 0.0282(7) Uani 1 1 d . . . . .
H25A H 0.901811 -0.032391 0.088330 0.034 Uiso 1 1 calc R U . . .
C26 C 0.8838(5) 0.1044(3) 0.0680(2) 0.0261(7) Uani 1 1 d . . . . .
H26A H 0.890660 0.073432 0.010407 0.031 Uiso 1 1 calc R U . . .
C27 C 0.8639(4) 0.2104(3) 0.1044(2) 0.0215(6) Uani 1 1 d . . . . .
H27A H 0.857644 0.251841 0.071762 0.026 Uiso 1 1 calc R U . . .
C28 C 0.8525(4) 0.2582(3) 0.18948(19) 0.0191(6) Uani 1 1 d . . . . .
C29 C 0.8221(4) 0.3676(3) 0.23475(19) 0.0183(6) Uani 1 1 d . . . . .
C30 C 0.7692(4) 0.4435(2) 0.19827(18) 0.0181(6) Uani 1 1 d . . . . .
C31 C 0.6636(4) 0.4099(2) 0.11718(19) 0.0187(6) Uani 1 1 d . . . . .
C32 C 0.6861(4) 0.5949(2) 0.13405(19) 0.0183(6) Uani 1 1 d . . . . .
C33 C 0.6413(5) 0.6652(3) 0.0980(2) 0.0224(6) Uani 1 1 d . . . . .
H33A H 0.589473 0.639560 0.041986 0.027 Uiso 1 1 calc R U . . .
C34 C 0.6741(5) 0.7733(3) 0.1460(2) 0.0269(7) Uani 1 1 d . . . . .
H34A H 0.645578 0.822797 0.122521 0.032 Uiso 1 1 calc R U . . .
C35 C 0.7485(5) 0.8106(3) 0.2284(2) 0.0272(7) Uani 1 1 d . . . . .
H35A H 0.769107 0.885229 0.260586 0.033 Uiso 1 1 calc R U . . .
C36 C 0.7927(5) 0.7401(3) 0.2637(2) 0.0240(7) Uani 1 1 d . . . . .
H36A H 0.842151 0.766019 0.320028 0.029 Uiso 1 1 calc R U . . .
C37 C 0.7642(4) 0.6304(2) 0.21593(19) 0.0183(6) Uani 1 1 d . . . . .
C38 C 0.8043(4) 0.5505(3) 0.24694(19) 0.0187(6) Uani 1 1 d . . . . .
C39 C 0.8303(5) 0.5195(3) 0.37015(19) 0.0219(6) Uani 1 1 d . . . . .
H39A H 0.915013 0.544599 0.422871 0.026 Uiso 1 1 calc R U . . .
C40 C 0.8500(4) 0.4063(3) 0.31872(19) 0.0207(6) Uani 1 1 d . . . . .
C41 C 0.6247(6) 0.6263(3) 0.4482(2) 0.0346(8) Uani 1 1 d . . . . .
H41A H 0.634056 0.680803 0.423770 0.041 Uiso 1 1 calc R U . . .
H41B H 0.723276 0.648761 0.495266 0.041 Uiso 1 1 calc R U . . .
C42 C 0.4378(6) 0.6174(3) 0.4775(3) 0.0359(9) Uani 1 1 d . . . . .
H42A H 0.421256 0.686714 0.518803 0.054 Uiso 1 1 calc R U . . .
H42B H 0.340701 0.595813 0.430823 0.054 Uiso 1 1 calc R U . . .
H42C H 0.429699 0.563851 0.502140 0.054 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 C1 1.205(4) . ?
O2 C1 1.366(4) . ?
O2 C2 1.381(4) . ?
O3 C10 1.204(4) . ?
O4 C11 1.371(4) . ?
O4 C10 1.390(4) . ?
O5 C17 1.335(4) . ?
O5 C18 1.460(4) . ?
O6 C18 1.381(4) . ?
O6 C20 1.455(4) . ?
C1 C19 1.450(4) . ?
C2 C3 1.388(5) . ?
C2 C7 1.399(5) . ?
C3 C4 1.372(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.396(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.376(5) . ?
C5 H5A 0.9500 . ?
C6 C7 1.411(5) . ?
C6 H6A 0.9500 . ?
C7 C8 1.463(4) . ?
C8 C19 1.362(4) . ?
C8 C9 1.468(4) . ?
C9 C17 1.376(4) . ?
C9 C10 1.457(4) . ?
C11 C16 1.392(4) . ?
C11 C12 1.387(4) . ?
C12 C13 1.386(5) . ?
C12 H12A 0.9500 . ?
C13 C14 1.390(5) . ?
C13 H13A 0.9500 . ?
C14 C15 1.379(5) . ?
C14 H14A 0.9500 . ?
C15 C16 1.404(4) . ?
C15 H15A 0.9500 . ?
C16 C17 1.436(4) . ?
C18 C19 1.493(4) . ?
C18 H18A 1.0000 . ?
C20 C21 1.500(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
O7 C22 1.208(4) . ?
O8 C22 1.367(4) . ?
O8 C23 1.378(4) . ?
O9 C31 1.202(4) . ?
O10 C32 1.370(4) . ?
O10 C31 1.386(4) . ?
O11 C38 1.338(4) . ?
O11 C39 1.454(4) . ?
O12 C39 1.385(4) . ?
O12 C41 1.446(4) . ?
C22 C40 1.451(4) . ?
C23 C24 1.382(5) . ?
C23 C28 1.404(4) . ?
C24 C25 1.376(5) . ?
C24 H24A 0.9500 . ?
C25 C26 1.398(5) . ?
C25 H25A 0.9500 . ?
C26 C27 1.375(5) . ?
C26 H26A 0.9500 . ?
C27 C28 1.408(4) . ?
C27 H27A 0.9500 . ?
C28 C29 1.456(4) . ?
C29 C40 1.365(4) . ?
C29 C30 1.481(4) . ?
C30 C38 1.372(4) . ?
C30 C31 1.459(4) . ?
C32 C33 1.390(4) . ?
C32 C37 1.395(4) . ?
C33 C34 1.381(5) . ?
C33 H33A 0.9500 . ?
C34 C35 1.393(5) . ?
C34 H34A 0.9500 . ?
C35 C36 1.384(5) . ?
C35 H35A 0.9500 . ?
C36 C37 1.398(4) . ?
C36 H36A 0.9500 . ?
C37 C38 1.441(4) . ?
C39 C40 1.499(4) . ?
C39 H39A 1.0000 . ?
C41 C42 1.505(6) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?

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 C2 121.5(3) . . ?
C11 O4 C10 122.3(2) . . ?
C17 O5 C18 116.8(2) . . ?
C18 O6 C20 114.6(3) . . ?
O1 C1 O2 118.0(3) . . ?
O1 C1 C19 125.5(3) . . ?
O2 C1 C19 116.5(3) . . ?
O2 C2 C3 115.9(3) . . ?
O2 C2 C7 121.9(3) . . ?
C3 C2 C7 122.2(3) . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4A 120.1 . . ?
C5 C4 H4A 120.1 . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 H5A 119.8 . . ?
C4 C5 H5A 119.8 . . ?
C5 C6 C7 121.1(3) . . ?
C5 C6 H6A 119.5 . . ?
C7 C6 H6A 119.5 . . ?
C2 C7 C6 116.7(3) . . ?
C2 C7 C8 117.4(3) . . ?
C6 C7 C8 125.8(3) . . ?
C19 C8 C7 117.6(3) . . ?
C19 C8 C9 116.4(3) . . ?
C7 C8 C9 125.9(3) . . ?
C17 C9 C10 118.9(3) . . ?
C17 C9 C8 117.5(3) . . ?
C10 C9 C8 123.3(3) . . ?
O3 C10 O4 115.3(3) . . ?
O3 C10 C9 127.6(3) . . ?
O4 C10 C9 117.1(3) . . ?
O4 C11 C16 121.6(3) . . ?
O4 C11 C12 117.1(3) . . ?
C16 C11 C12 121.3(3) . . ?
C13 C12 C11 118.6(3) . . ?
C13 C12 H12A 120.7 . . ?
C11 C12 H12A 120.7 . . ?
C12 C13 C14 121.0(3) . . ?
C12 C13 H13A 119.5 . . ?
C14 C13 H13A 119.5 . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 H14A 119.9 . . ?
C13 C14 H14A 119.9 . . ?
C14 C15 C16 119.7(3) . . ?
C14 C15 H15A 120.1 . . ?
C16 C15 H15A 120.1 . . ?
C11 C16 C15 119.2(3) . . ?
C11 C16 C17 117.2(3) . . ?
C15 C16 C17 123.6(3) . . ?
O5 C17 C9 123.0(3) . . ?
O5 C17 C16 115.4(3) . . ?
C9 C17 C16 121.6(3) . . ?
O6 C18 O5 109.8(3) . . ?
O6 C18 C19 109.8(3) . . ?
O5 C18 C19 110.0(2) . . ?
O6 C18 H18A 109.1 . . ?
O5 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
C8 C19 C1 123.1(3) . . ?
C8 C19 C18 122.4(3) . . ?
C1 C19 C18 114.4(3) . . ?
O6 C20 C21 112.2(3) . . ?
O6 C20 H20A 109.2 . . ?
C21 C20 H20A 109.2 . . ?
O6 C20 H20B 109.2 . . ?
C21 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
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 . . ?
C22 O8 C23 121.4(3) . . ?
C32 O10 C31 122.5(2) . . ?
C38 O11 C39 115.9(2) . . ?
C39 O12 C41 112.6(3) . . ?
O7 C22 O8 117.3(3) . . ?
O7 C22 C40 126.1(3) . . ?
O8 C22 C40 116.5(3) . . ?
C24 C23 O8 114.8(3) . . ?
C24 C23 C28 122.9(3) . . ?
O8 C23 C28 122.3(3) . . ?
C23 C24 C25 119.0(3) . . ?
C23 C24 H24A 120.5 . . ?
C25 C24 H24A 120.5 . . ?
C24 C25 C26 119.7(3) . . ?
C24 C25 H25A 120.1 . . ?
C26 C25 H25A 120.1 . . ?
C27 C26 C25 120.8(3) . . ?
C27 C26 H26A 119.6 . . ?
C25 C26 H26A 119.6 . . ?
C26 C27 C28 120.8(3) . . ?
C26 C27 H27A 119.6 . . ?
C28 C27 H27A 119.6 . . ?
C23 C28 C27 116.4(3) . . ?
C23 C28 C29 117.3(3) . . ?
C27 C28 C29 126.2(3) . . ?
C40 C29 C28 117.8(3) . . ?
C40 C29 C30 116.1(3) . . ?
C28 C29 C30 126.1(3) . . ?
C38 C30 C31 118.5(3) . . ?
C38 C30 C29 117.8(3) . . ?
C31 C30 C29 123.3(3) . . ?
O9 C31 O10 115.4(3) . . ?
O9 C31 C30 127.5(3) . . ?
O10 C31 C30 117.1(3) . . ?
O10 C32 C33 116.9(3) . . ?
O10 C32 C37 120.9(3) . . ?
C33 C32 C37 122.1(3) . . ?
C32 C33 C34 118.1(3) . . ?
C32 C33 H33A 120.9 . . ?
C34 C33 H33A 120.9 . . ?
C35 C34 C33 120.8(3) . . ?
C35 C34 H34A 119.6 . . ?
C33 C34 H34A 119.6 . . ?
C36 C35 C34 120.6(3) . . ?
C36 C35 H35A 119.7 . . ?
C34 C35 H35A 119.7 . . ?
C35 C36 C37 119.6(3) . . ?
C35 C36 H36A 120.2 . . ?
C37 C36 H36A 120.2 . . ?
C32 C37 C36 118.7(3) . . ?
C32 C37 C38 117.4(3) . . ?
C36 C37 C38 123.9(3) . . ?
O11 C38 C30 122.4(3) . . ?
O11 C38 C37 115.7(3) . . ?
C30 C38 C37 121.8(3) . . ?
O12 C39 O11 109.8(2) . . ?
O12 C39 C40 109.1(3) . . ?
O11 C39 C40 109.7(2) . . ?
O12 C39 H39A 109.4 . . ?
O11 C39 H39A 109.4 . . ?
C40 C39 H39A 109.4 . . ?
C29 C40 C22 123.2(3) . . ?
C29 C40 C39 121.4(3) . . ?
C22 C40 C39 115.4(3) . . ?
O12 C41 C42 109.4(3) . . ?
O12 C41 H41A 109.8 . . ?
C42 C41 H41A 109.8 . . ?
O12 C41 H41B 109.8 . . ?
C42 C41 H41B 109.8 . . ?
H41A C41 H41B 108.2 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 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
C2 O2 C1 O1 170.5(3) . . . . ?
C2 O2 C1 C19 -11.8(5) . . . . ?
C1 O2 C2 C3 -168.9(3) . . . . ?
C1 O2 C2 C7 9.9(5) . . . . ?
O2 C2 C3 C4 176.4(3) . . . . ?
C7 C2 C3 C4 -2.4(5) . . . . ?
C2 C3 C4 C5 -1.5(5) . . . . ?
C3 C4 C5 C6 2.6(5) . . . . ?
C4 C5 C6 C7 0.1(5) . . . . ?
O2 C2 C7 C6 -173.8(3) . . . . ?
C3 C2 C7 C6 5.0(5) . . . . ?
O2 C2 C7 C8 2.6(5) . . . . ?
C3 C2 C7 C8 -178.6(3) . . . . ?
C5 C6 C7 C2 -3.8(5) . . . . ?
C5 C6 C7 C8 -179.9(3) . . . . ?
C2 C7 C8 C19 -12.5(4) . . . . ?
C6 C7 C8 C19 163.6(3) . . . . ?
C2 C7 C8 C9 172.1(3) . . . . ?
C6 C7 C8 C9 -11.8(5) . . . . ?
C19 C8 C9 C17 -19.3(4) . . . . ?
C7 C8 C9 C17 156.2(3) . . . . ?
C19 C8 C9 C10 154.0(3) . . . . ?
C7 C8 C9 C10 -30.6(5) . . . . ?
C11 O4 C10 O3 -170.6(3) . . . . ?
C11 O4 C10 C9 8.0(4) . . . . ?
C17 C9 C10 O3 164.6(3) . . . . ?
C8 C9 C10 O3 -8.6(5) . . . . ?
C17 C9 C10 O4 -13.8(4) . . . . ?
C8 C9 C10 O4 173.0(3) . . . . ?
C10 O4 C11 C16 0.1(5) . . . . ?
C10 O4 C11 C12 179.1(3) . . . . ?
O4 C11 C12 C13 -177.7(3) . . . . ?
C16 C11 C12 C13 1.2(5) . . . . ?
C11 C12 C13 C14 -0.6(5) . . . . ?
C12 C13 C14 C15 -0.2(5) . . . . ?
C13 C14 C15 C16 0.4(5) . . . . ?
O4 C11 C16 C15 177.8(3) . . . . ?
C12 C11 C16 C15 -1.1(5) . . . . ?
O4 C11 C16 C17 -2.7(4) . . . . ?
C12 C11 C16 C17 178.4(3) . . . . ?
C14 C15 C16 C11 0.3(5) . . . . ?
C14 C15 C16 C17 -179.2(3) . . . . ?
C18 O5 C17 C9 29.8(4) . . . . ?
C18 O5 C17 C16 -152.9(3) . . . . ?
C10 C9 C17 O5 -171.0(3) . . . . ?
C8 C9 C17 O5 2.6(4) . . . . ?
C10 C9 C17 C16 11.8(4) . . . . ?
C8 C9 C17 C16 -174.6(3) . . . . ?
C11 C16 C17 O5 179.1(3) . . . . ?
C15 C16 C17 O5 -1.5(4) . . . . ?
C11 C16 C17 C9 -3.5(4) . . . . ?
C15 C16 C17 C9 175.9(3) . . . . ?
C20 O6 C18 O5 80.7(3) . . . . ?
C20 O6 C18 C19 -158.2(3) . . . . ?
C17 O5 C18 O6 79.2(3) . . . . ?
C17 O5 C18 C19 -41.7(4) . . . . ?
C7 C8 C19 C1 10.8(5) . . . . ?
C9 C8 C19 C1 -173.4(3) . . . . ?
C7 C8 C19 C18 -172.2(3) . . . . ?
C9 C8 C19 C18 3.7(4) . . . . ?
O1 C1 C19 C8 178.7(3) . . . . ?
O2 C1 C19 C8 1.2(5) . . . . ?
O1 C1 C19 C18 1.5(5) . . . . ?
O2 C1 C19 C18 -176.1(3) . . . . ?
O6 C18 C19 C8 -95.4(3) . . . . ?
O5 C18 C19 C8 25.5(4) . . . . ?
O6 C18 C19 C1 81.9(3) . . . . ?
O5 C18 C19 C1 -157.2(3) . . . . ?
C18 O6 C20 C21 81.0(4) . . . . ?
C23 O8 C22 O7 -170.9(3) . . . . ?
C23 O8 C22 C40 12.0(5) . . . . ?
C22 O8 C23 C24 173.8(3) . . . . ?
C22 O8 C23 C28 -6.1(5) . . . . ?
O8 C23 C24 C25 -176.0(3) . . . . ?
C28 C23 C24 C25 3.9(5) . . . . ?
C23 C24 C25 C26 1.3(5) . . . . ?
C24 C25 C26 C27 -3.0(5) . . . . ?
C25 C26 C27 C28 -0.3(5) . . . . ?
C24 C23 C28 C27 -7.0(5) . . . . ?
O8 C23 C28 C27 172.9(3) . . . . ?
C24 C23 C28 C29 174.6(3) . . . . ?
O8 C23 C28 C29 -5.5(5) . . . . ?
C26 C27 C28 C23 5.0(5) . . . . ?
C26 C27 C28 C29 -176.7(3) . . . . ?
C23 C28 C29 C40 10.4(4) . . . . ?
C27 C28 C29 C40 -167.8(3) . . . . ?
C23 C28 C29 C30 -171.8(3) . . . . ?
C27 C28 C29 C30 10.0(5) . . . . ?
C40 C29 C30 C38 18.7(4) . . . . ?
C28 C29 C30 C38 -159.2(3) . . . . ?
C40 C29 C30 C31 -154.1(3) . . . . ?
C28 C29 C30 C31 28.0(5) . . . . ?
C32 O10 C31 O9 164.2(3) . . . . ?
C32 O10 C31 C30 -14.1(4) . . . . ?
C38 C30 C31 O9 -162.5(3) . . . . ?
C29 C30 C31 O9 10.3(5) . . . . ?
C38 C30 C31 O10 15.7(4) . . . . ?
C29 C30 C31 O10 -171.6(3) . . . . ?
C31 O10 C32 C33 -172.6(3) . . . . ?
C31 O10 C32 C37 5.6(4) . . . . ?
O10 C32 C33 C34 177.4(3) . . . . ?
C37 C32 C33 C34 -0.7(5) . . . . ?
C32 C33 C34 C35 -0.6(5) . . . . ?
C33 C34 C35 C36 0.6(5) . . . . ?
C34 C35 C36 C37 0.7(5) . . . . ?
O10 C32 C37 C36 -176.1(3) . . . . ?
C33 C32 C37 C36 2.0(5) . . . . ?
O10 C32 C37 C38 1.6(4) . . . . ?
C33 C32 C37 C38 179.7(3) . . . . ?
C35 C36 C37 C32 -1.9(5) . . . . ?
C35 C36 C37 C38 -179.5(3) . . . . ?
C39 O11 C38 C30 -32.1(4) . . . . ?
C39 O11 C38 C37 148.1(3) . . . . ?
C31 C30 C38 O11 171.0(3) . . . . ?
C29 C30 C38 O11 -2.2(4) . . . . ?
C31 C30 C38 C37 -9.2(4) . . . . ?
C29 C30 C38 C37 177.6(3) . . . . ?
C32 C37 C38 O11 -179.7(3) . . . . ?
C36 C37 C38 O11 -2.1(4) . . . . ?
C32 C37 C38 C30 0.6(4) . . . . ?
C36 C37 C38 C30 178.2(3) . . . . ?
C41 O12 C39 O11 -69.7(3) . . . . ?
C41 O12 C39 C40 170.0(3) . . . . ?
C38 O11 C39 O12 -73.7(3) . . . . ?
C38 O11 C39 C40 46.2(3) . . . . ?
C28 C29 C40 C22 -4.6(5) . . . . ?
C30 C29 C40 C22 177.4(3) . . . . ?
C28 C29 C40 C39 177.2(3) . . . . ?
C30 C29 C40 C39 -0.8(4) . . . . ?
O7 C22 C40 C29 176.5(3) . . . . ?
O8 C22 C40 C29 -6.6(5) . . . . ?
O7 C22 C40 C39 -5.2(5) . . . . ?
O8 C22 C40 C39 171.7(3) . . . . ?
O12 C39 C40 C29 90.2(4) . . . . ?
O11 C39 C40 C29 -30.1(4) . . . . ?
O12 C39 C40 C22 -88.1(3) . . . . ?
O11 C39 C40 C22 151.5(3) . . . . ?
C39 O12 C41 C42 -167.3(3) . . . . ?

_refine_diff_density_max         0.386
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.080

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_h-m   P-1
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_JT033
_database_code_depnum_ccdc_archive 'CCDC 2264220'
loop_
_audit_author_name
_audit_author_address
'Ding-Yah Yang'
;Tunghai University
Taiwan
;
_audit_update_record             
;
2023-05-20 deposited with the CCDC.	2024-05-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C26 H17 N O6'
_chemical_formula_sum            'C26 H17 N O6'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         439.40

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'
N N 0.0061 0.0033 '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                   9.8845(4)
_cell_length_b                   10.1893(6)
_cell_length_c                   11.2626(6)
_cell_angle_alpha                80.8136(19)
_cell_angle_beta                 73.2329(17)
_cell_angle_gamma                65.0222(16)
_cell_volume                     983.58(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9983
_cell_measurement_theta_min      2.697
_cell_measurement_theta_max      27.844
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.107
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6738
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44305
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.358
_diffrn_reflns_theta_max         27.909
_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             4709
_reflns_number_gt                3818
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_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)+(0.0622P)²+0.2236P] 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_number_reflns         4709
_refine_ls_number_parameters     306
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.1057
_refine_ls_wR_factor_gt          0.0947
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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 0.63050(9) 0.08879(10) 0.31220(8) 0.0248(2) Uani 1 1 d . . . . .
O2 O 0.35204(10) 0.52193(10) 0.74382(8) 0.0248(2) Uani 1 1 d . . . . .
O3 O 0.83527(10) 0.10508(10) 0.33712(8) 0.0272(2) Uani 1 1 d . . . . .
O4 O 0.09957(9) 0.52495(10) 0.59232(8) 0.0257(2) Uani 1 1 d . . . . .
O5 O -0.14656(10) 0.55810(11) 0.77297(9) 0.0300(2) Uani 1 1 d . . . . .
H5A H -0.083(2) 0.570(2) 0.693(2) 0.064(6) Uiso 1 1 d . . . . .
O6 O 0.93410(10) 0.16916(11) 0.68205(8) 0.0270(2) Uani 1 1 d . . . . .
H6A H 1.010(2) 0.083(2) 0.6845(19) 0.054(6) Uiso 1 1 d . . . . .
N N 0.58493(11) 0.37878(11) 0.62499(9) 0.0189(2) Uani 1 1 d . . . . .
C1 C 0.47463(13) 0.11606(13) 0.34995(11) 0.0207(2) Uani 1 1 d . . . . .
C2 C 0.42753(15) 0.05205(14) 0.27936(12) 0.0254(3) Uani 1 1 d . . . . .
H2A H 0.498529 -0.001251 0.209502 0.031 Uiso 1 1 calc R U . . .
C3 C 0.27612(15) 0.06624(14) 0.31132(12) 0.0268(3) Uani 1 1 d . . . . .
H3A H 0.242183 0.023515 0.263002 0.032 Uiso 1 1 calc R U . . .
C4 C 0.17391(15) 0.14334(14) 0.41447(12) 0.0262(3) Uani 1 1 d . . . . .
H4A H 0.070702 0.150672 0.438192 0.031 Uiso 1 1 calc R U . . .
C5 C 0.22172(14) 0.20939(13) 0.48268(12) 0.0232(2) Uani 1 1 d . . . . .
H5B H 0.150208 0.262221 0.552605 0.028 Uiso 1 1 calc R U . . .
C6 C 0.37377(13) 0.20020(12) 0.45098(10) 0.0184(2) Uani 1 1 d . . . . .
C7 C 0.43399(12) 0.27076(12) 0.51511(10) 0.0171(2) Uani 1 1 d . . . . .
C8 C 0.35075(12) 0.36728(12) 0.60861(10) 0.0184(2) Uani 1 1 d . . . . .
C9 C 0.42299(13) 0.42996(12) 0.66512(10) 0.0188(2) Uani 1 1 d . . . . .
C10 C 0.66598(13) 0.28794(13) 0.53233(10) 0.0194(2) Uani 1 1 d . . . . .
H10A H 0.774347 0.259936 0.505881 0.023 Uiso 1 1 calc R U . . .
C11 C 0.59688(12) 0.23413(12) 0.47447(10) 0.0182(2) Uani 1 1 d . . . . .
C12 C 0.69674(13) 0.14056(13) 0.37280(11) 0.0209(2) Uani 1 1 d . . . . .
C13 C 0.17754(13) 0.43242(12) 0.65795(11) 0.0191(2) Uani 1 1 d . . . . .
C14 C 0.11041(13) 0.38916(12) 0.78338(11) 0.0199(2) Uani 1 1 d . . . . .
C15 C 0.20353(14) 0.28639(13) 0.85670(12) 0.0250(3) Uani 1 1 d . . . . .
H15A H 0.311331 0.240373 0.822527 0.030 Uiso 1 1 calc R U . . .
C16 C 0.14160(16) 0.25116(14) 0.97696(12) 0.0299(3) Uani 1 1 d . . . . .
H16A H 0.206040 0.181645 1.025493 0.036 Uiso 1 1 calc R U . . .
C17 C -0.01696(16) 0.31855(15) 1.02711(12) 0.0299(3) Uani 1 1 d . . . . .
H17A H -0.060233 0.294123 1.110044 0.036 Uiso 1 1 calc R U . . .
C18 C -0.11086(15) 0.41951(15) 0.95809(12) 0.0276(3) Uani 1 1 d . . . . .
H18A H -0.218462 0.464583 0.993517 0.033 Uiso 1 1 calc R U . . .
C19 C -0.04921(13) 0.45644(13) 0.83600(11) 0.0220(2) Uani 1 1 d . . . . .
C20 C 0.66614(13) 0.42148(13) 0.69424(11) 0.0202(2) Uani 1 1 d . . . . .
H20A H 0.602799 0.521527 0.722192 0.024 Uiso 1 1 calc R U . . .
H20B H 0.765430 0.418991 0.639340 0.024 Uiso 1 1 calc R U . . .
C21 C 0.69455(13) 0.31844(12) 0.80486(10) 0.0184(2) Uani 1 1 d . . . . .
C22 C 0.58479(13) 0.34376(13) 0.91767(11) 0.0232(2) Uani 1 1 d . . . . .
H22A H 0.491402 0.427746 0.925091 0.028 Uiso 1 1 calc R U . . .
C23 C 0.60917(15) 0.24852(15) 1.01973(12) 0.0278(3) Uani 1 1 d . . . . .
H23A H 0.533144 0.267048 1.096314 0.033 Uiso 1 1 calc R U . . .
C24 C 0.74576(15) 0.12594(14) 1.00874(12) 0.0263(3) Uani 1 1 d . . . . .
H24A H 0.763740 0.060924 1.078488 0.032 Uiso 1 1 calc R U . . .
C25 C 0.85607(14) 0.09776(13) 0.89673(11) 0.0227(2) Uani 1 1 d . . . . .
H25A H 0.949087 0.013406 0.889585 0.027 Uiso 1 1 calc R U . . .
C26 C 0.83020(13) 0.19319(12) 0.79502(11) 0.0186(2) 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 C12 1.3554(15) . ?
O1 C1 1.3893(14) . ?
O2 C9 1.2276(14) . ?
O3 C12 1.2158(14) . ?
O4 C13 1.2335(14) . ?
O5 C19 1.3492(15) . ?
O5 H5A 0.96(2) . ?
O6 C26 1.3663(14) . ?
O6 H6A 0.88(2) . ?
N C10 1.3370(15) . ?
N C9 1.4111(14) . ?
N C20 1.4853(14) . ?
C1 C2 1.3819(17) . ?
C1 C6 1.3995(16) . ?
C2 C3 1.3832(18) . ?
C2 H2A 0.9500 . ?
C3 C4 1.3898(18) . ?
C3 H3A 0.9500 . ?
C4 C5 1.3818(17) . ?
C4 H4A 0.9500 . ?
C5 C6 1.4062(16) . ?
C5 H5B 0.9500 . ?
C6 C7 1.4724(15) . ?
C7 C8 1.3786(16) . ?
C7 C11 1.4363(15) . ?
C8 C9 1.4492(16) . ?
C8 C13 1.5131(15) . ?
C10 C11 1.3707(16) . ?
C10 H10A 0.9500 . ?
C11 C12 1.4478(16) . ?
C13 C14 1.4621(16) . ?
C14 C15 1.4050(17) . ?
C14 C19 1.4097(16) . ?
C15 C16 1.3747(18) . ?
C15 H15A 0.9500 . ?
C16 C17 1.3969(19) . ?
C16 H16A 0.9500 . ?
C17 C18 1.371(2) . ?
C17 H17A 0.9500 . ?
C18 C19 1.3959(18) . ?
C18 H18A 0.9500 . ?
C20 C21 1.5062(16) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.3896(16) . ?
C21 C26 1.3975(16) . ?
C22 C23 1.3882(18) . ?
C22 H22A 0.9500 . ?
C23 C24 1.3882(18) . ?
C23 H23A 0.9500 . ?
C24 C25 1.3858(17) . ?
C24 H24A 0.9500 . ?
C25 C26 1.3880(17) . ?
C25 H25A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O1 C1 121.91(9) . . ?
C19 O5 H5A 105.6(13) . . ?
C26 O6 H6A 109.5(13) . . ?
C10 N C9 122.08(10) . . ?
C10 N C20 119.88(9) . . ?
C9 N C20 117.94(9) . . ?
C2 C1 O1 114.12(10) . . ?
C2 C1 C6 122.71(11) . . ?
O1 C1 C6 123.17(11) . . ?
C1 C2 C3 119.43(11) . . ?
C1 C2 H2A 120.3 . . ?
C3 C2 H2A 120.3 . . ?
C2 C3 C4 119.65(12) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
C5 C4 C3 120.31(11) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
C4 C5 C6 121.52(11) . . ?
C4 C5 H5B 119.2 . . ?
C6 C5 H5B 119.2 . . ?
C1 C6 C5 116.27(11) . . ?
C1 C6 C7 118.23(10) . . ?
C5 C6 C7 125.50(10) . . ?
C8 C7 C11 117.44(10) . . ?
C8 C7 C6 126.91(10) . . ?
C11 C7 C6 115.65(10) . . ?
C7 C8 C9 122.00(10) . . ?
C7 C8 C13 126.88(10) . . ?
C9 C8 C13 110.90(9) . . ?
O2 C9 N 119.95(10) . . ?
O2 C9 C8 123.99(10) . . ?
N C9 C8 116.06(10) . . ?
N C10 C11 121.76(10) . . ?
N C10 H10A 119.1 . . ?
C11 C10 H10A 119.1 . . ?
C10 C11 C7 120.37(10) . . ?
C10 C11 C12 116.34(10) . . ?
C7 C11 C12 123.28(10) . . ?
O3 C12 O1 117.35(11) . . ?
O3 C12 C11 125.21(11) . . ?
O1 C12 C11 117.43(10) . . ?
O4 C13 C14 122.80(10) . . ?
O4 C13 C8 118.26(10) . . ?
C14 C13 C8 118.86(10) . . ?
C15 C14 C19 118.46(11) . . ?
C15 C14 C13 121.14(10) . . ?
C19 C14 C13 120.31(11) . . ?
C16 C15 C14 121.25(12) . . ?
C16 C15 H15A 119.4 . . ?
C14 C15 H15A 119.4 . . ?
C15 C16 C17 119.38(13) . . ?
C15 C16 H16A 120.3 . . ?
C17 C16 H16A 120.3 . . ?
C18 C17 C16 120.78(12) . . ?
C18 C17 H17A 119.6 . . ?
C16 C17 H17A 119.6 . . ?
C17 C18 C19 120.35(12) . . ?
C17 C18 H18A 119.8 . . ?
C19 C18 H18A 119.8 . . ?
O5 C19 C18 117.86(11) . . ?
O5 C19 C14 122.35(11) . . ?
C18 C19 C14 119.79(12) . . ?
N C20 C21 109.41(9) . . ?
N C20 H20A 109.8 . . ?
C21 C20 H20A 109.8 . . ?
N C20 H20B 109.8 . . ?
C21 C20 H20B 109.8 . . ?
H20A C20 H20B 108.2 . . ?
C22 C21 C26 118.66(11) . . ?
C22 C21 C20 120.76(10) . . ?
C26 C21 C20 120.56(10) . . ?
C21 C22 C23 121.17(11) . . ?
C21 C22 H22A 119.4 . . ?
C23 C22 H22A 119.4 . . ?
C22 C23 C24 119.33(12) . . ?
C22 C23 H23A 120.3 . . ?
C24 C23 H23A 120.3 . . ?
C25 C24 C23 120.46(12) . . ?
C25 C24 H24A 119.8 . . ?
C23 C24 H24A 119.8 . . ?
C26 C25 C24 119.77(11) . . ?
C26 C25 H25A 120.1 . . ?
C24 C25 H25A 120.1 . . ?
O6 C26 C25 122.06(11) . . ?
O6 C26 C21 117.34(10) . . ?
C25 C26 C21 120.60(11) . . ?

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
C12 O1 C1 C2 -178.51(10) . . . . ?
C12 O1 C1 C6 1.13(17) . . . . ?
O1 C1 C2 C3 177.22(11) . . . . ?
C6 C1 C2 C3 -2.42(19) . . . . ?
C1 C2 C3 C4 -0.62(19) . . . . ?
C2 C3 C4 C5 2.00(19) . . . . ?
C3 C4 C5 C6 -0.42(19) . . . . ?
C2 C1 C6 C5 3.87(17) . . . . ?
O1 C1 C6 C5 -175.74(11) . . . . ?
C2 C1 C6 C7 -176.31(11) . . . . ?
O1 C1 C6 C7 4.07(17) . . . . ?
C4 C5 C6 C1 -2.42(17) . . . . ?
C4 C5 C6 C7 177.78(11) . . . . ?
C1 C6 C7 C8 173.88(11) . . . . ?
C5 C6 C7 C8 -6.32(19) . . . . ?
C1 C6 C7 C11 -5.93(15) . . . . ?
C5 C6 C7 C11 173.87(11) . . . . ?
C11 C7 C8 C9 -0.25(16) . . . . ?
C6 C7 C8 C9 179.94(10) . . . . ?
C11 C7 C8 C13 173.82(10) . . . . ?
C6 C7 C8 C13 -5.99(19) . . . . ?
C10 N C9 O2 -174.29(10) . . . . ?
C20 N C9 O2 9.48(16) . . . . ?
C10 N C9 C8 5.95(16) . . . . ?
C20 N C9 C8 -170.28(9) . . . . ?
C7 C8 C9 O2 175.97(11) . . . . ?
C13 C8 C9 O2 1.04(16) . . . . ?
C7 C8 C9 N -4.28(16) . . . . ?
C13 C8 C9 N -179.21(9) . . . . ?
C9 N C10 C11 -2.94(17) . . . . ?
C20 N C10 C11 173.21(10) . . . . ?
N C10 C11 C7 -2.04(17) . . . . ?
N C10 C11 C12 178.03(10) . . . . ?
C8 C7 C11 C10 3.54(16) . . . . ?
C6 C7 C11 C10 -176.63(10) . . . . ?
C8 C7 C11 C12 -176.54(10) . . . . ?
C6 C7 C11 C12 3.29(16) . . . . ?
C1 O1 C12 O3 176.30(10) . . . . ?
C1 O1 C12 C11 -3.94(16) . . . . ?
C10 C11 C12 O3 1.27(18) . . . . ?
C7 C11 C12 O3 -178.65(11) . . . . ?
C10 C11 C12 O1 -178.46(10) . . . . ?
C7 C11 C12 O1 1.61(17) . . . . ?
C7 C8 C13 O4 -72.32(16) . . . . ?
C9 C8 C13 O4 102.31(12) . . . . ?
C7 C8 C13 C14 110.94(13) . . . . ?
C9 C8 C13 C14 -74.44(13) . . . . ?
O4 C13 C14 C15 -178.10(11) . . . . ?
C8 C13 C14 C15 -1.51(16) . . . . ?
O4 C13 C14 C19 -1.82(17) . . . . ?
C8 C13 C14 C19 174.77(10) . . . . ?
C19 C14 C15 C16 0.17(18) . . . . ?
C13 C14 C15 C16 176.52(11) . . . . ?
C14 C15 C16 C17 0.16(19) . . . . ?
C15 C16 C17 C18 -0.32(19) . . . . ?
C16 C17 C18 C19 0.14(19) . . . . ?
C17 C18 C19 O5 -178.99(11) . . . . ?
C17 C18 C19 C14 0.20(18) . . . . ?
C15 C14 C19 O5 178.80(11) . . . . ?
C13 C14 C19 O5 2.42(17) . . . . ?
C15 C14 C19 C18 -0.35(17) . . . . ?
C13 C14 C19 C18 -176.73(10) . . . . ?
C10 N C20 C21 -91.42(12) . . . . ?
C9 N C20 C21 84.89(12) . . . . ?
N C20 C21 C22 -87.95(13) . . . . ?
N C20 C21 C26 90.23(12) . . . . ?
C26 C21 C22 C23 1.01(18) . . . . ?
C20 C21 C22 C23 179.23(11) . . . . ?
C21 C22 C23 C24 0.06(19) . . . . ?
C22 C23 C24 C25 -0.77(19) . . . . ?
C23 C24 C25 C26 0.38(19) . . . . ?
C24 C25 C26 O6 -178.91(11) . . . . ?
C24 C25 C26 C21 0.73(17) . . . . ?
C22 C21 C26 O6 178.24(10) . . . . ?
C20 C21 C26 O6 0.02(15) . . . . ?
C22 C21 C26 C25 -1.41(16) . . . . ?
C20 C21 C26 C25 -179.63(10) . . . . ?

_refine_diff_density_max         0.259
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.043

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_h-m   P-1
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_JT026
_database_code_depnum_ccdc_archive 'CCDC 2264218'
loop_
_audit_author_name
_audit_author_address
'Ding-Yah Yang'
;Tunghai University
Taiwan
;
_audit_update_record             
;
2023-05-20 deposited with the CCDC.	2024-05-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C28 H14 O8'
_chemical_formula_sum            'C28 H14 O8'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         478.39

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.5445(3)
_cell_length_b                   13.5127(7)
_cell_length_c                   20.4539(11)
_cell_angle_alpha                90
_cell_angle_beta                 99.7112(18)
_cell_angle_gamma                90
_cell_volume                     2055.32(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9883
_cell_measurement_theta_min      2.521
_cell_measurement_theta_max      27.850
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.115
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6905
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35860
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.075
_diffrn_reflns_theta_max         27.883
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4893
_reflns_number_gt                4064
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_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)+(0.0810P)²+0.3195P] 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_number_reflns         4893
_refine_ls_number_parameters     329
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1179
_refine_ls_wR_factor_gt          0.1091
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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 0.58536(13) 0.42227(7) 0.08719(5) 0.0215(2) Uani 1 1 d . . . . .
O2 O 0.23810(11) 0.57102(6) 0.18768(5) 0.01637(19) Uani 1 1 d . . . . .
O3 O 0.30633(12) 0.30444(7) 0.23989(5) 0.0181(2) Uani 1 1 d . . . . .
H3A H 0.359(3) 0.3528(17) 0.2660(11) 0.050(6) Uiso 1 1 d . . . . .
O4 O 0.47028(16) 0.27792(8) 0.10612(7) 0.0379(3) Uani 1 1 d . . . . .
O5 O 0.04957(12) -0.02778(6) 0.18273(4) 0.0170(2) Uani 1 1 d . . . . .
O6 O -0.13487(11) -0.05082(6) 0.08802(4) 0.01550(19) Uani 1 1 d . . . . .
O7 O -0.07253(12) 0.23705(6) 0.03169(4) 0.0164(2) Uani 1 1 d . . . . .
O8 O 0.02876(13) 0.38995(7) 0.04945(5) 0.0209(2) Uani 1 1 d . . . . .
C1 C 0.59999(17) 0.52277(9) 0.09695(6) 0.0173(3) Uani 1 1 d . . . . .
C2 C 0.73654(17) 0.57040(10) 0.07137(7) 0.0204(3) Uani 1 1 d . . . . .
H2A H 0.811627 0.535001 0.046629 0.025 Uiso 1 1 calc R U . . .
C3 C 0.76011(18) 0.67080(10) 0.08293(7) 0.0231(3) Uani 1 1 d . . . . .
H3B H 0.853649 0.704593 0.066335 0.028 Uiso 1 1 calc R U . . .
C4 C 0.64848(19) 0.72331(10) 0.11863(7) 0.0225(3) Uani 1 1 d . . . . .
H4A H 0.667535 0.792084 0.126533 0.027 Uiso 1 1 calc R U . . .
C5 C 0.51047(17) 0.67554(9) 0.14248(7) 0.0189(3) Uani 1 1 d . . . . .
H5A H 0.433194 0.711581 0.165971 0.023 Uiso 1 1 calc R U . . .
C6 C 0.48502(16) 0.57370(9) 0.13186(6) 0.0156(2) Uani 1 1 d . . . . .
C7 C 0.34975(16) 0.51608(9) 0.15720(6) 0.0142(2) Uani 1 1 d . . . . .
C8 C 0.09494(16) 0.52398(9) 0.20928(6) 0.0142(2) Uani 1 1 d . . . . .
C9 C -0.02266(17) 0.58623(9) 0.23538(6) 0.0176(3) Uani 1 1 d . . . . .
H9A H -0.000791 0.655407 0.239011 0.021 Uiso 1 1 calc R U . . .
C10 C -0.17211(17) 0.54511(10) 0.25593(6) 0.0193(3) Uani 1 1 d . . . . .
H10A H -0.253755 0.586356 0.273951 0.023 Uiso 1 1 calc R U . . .
C11 C -0.20352(17) 0.44352(10) 0.25033(6) 0.0192(3) Uani 1 1 d . . . . .
H11A H -0.307443 0.415790 0.263712 0.023 Uiso 1 1 calc R U . . .
C12 C -0.08289(16) 0.38330(9) 0.22523(6) 0.0171(3) Uani 1 1 d . . . . .
H12A H -0.104317 0.314052 0.222006 0.021 Uiso 1 1 calc R U . . .
C13 C 0.07038(16) 0.42248(9) 0.20446(6) 0.0143(2) Uani 1 1 d . . . . .
C14 C 0.21118(16) 0.35478(9) 0.18283(6) 0.0140(2) Uani 1 1 d . . . . .
C15 C 0.34058(16) 0.41627(9) 0.15078(6) 0.0156(2) Uani 1 1 d . . . . .
C16 C 0.46521(17) 0.36607(10) 0.11484(7) 0.0209(3) Uani 1 1 d . . . . .
C17 C 0.11495(15) 0.27514(9) 0.13775(6) 0.0139(2) Uani 1 1 d . . . . .
C18 C 0.09820(15) 0.18057(9) 0.15687(6) 0.0139(2) Uani 1 1 d . . . . .
H18A H 0.157020 0.159207 0.199273 0.017 Uiso 1 1 calc R U . . .
C19 C -0.00866(15) 0.11217(9) 0.11307(6) 0.0130(2) Uani 1 1 d . . . . .
C20 C -0.02521(15) 0.00910(9) 0.13161(6) 0.0132(2) Uani 1 1 d . . . . .
C21 C -0.21792(15) -0.01805(9) 0.02644(6) 0.0137(2) Uani 1 1 d . . . . .
C22 C -0.32132(16) -0.08604(9) -0.01449(6) 0.0159(2) Uani 1 1 d . . . . .
H22A H -0.335738 -0.151857 0.000069 0.019 Uiso 1 1 calc R U . . .
C23 C -0.40293(16) -0.05544(9) -0.07713(6) 0.0172(3) Uani 1 1 d . . . . .
H23A H -0.474294 -0.100927 -0.105668 0.021 Uiso 1 1 calc R U . . .
C24 C -0.38196(17) 0.04086(10) -0.09884(6) 0.0179(3) Uani 1 1 d . . . . .
H24A H -0.437422 0.060179 -0.142139 0.021 Uiso 1 1 calc R U . . .
C25 C -0.28077(16) 0.10843(9) -0.05764(6) 0.0167(3) Uani 1 1 d . . . . .
H25A H -0.267605 0.174299 -0.072330 0.020 Uiso 1 1 calc R U . . .
C26 C -0.19779(15) 0.07931(9) 0.00582(6) 0.0138(2) Uani 1 1 d . . . . .
C27 C -0.09047(15) 0.14363(9) 0.05222(6) 0.0132(2) Uani 1 1 d . . . . .
C28 C 0.02593(16) 0.30858(9) 0.07248(6) 0.0145(2) 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 C16 1.3751(16) . ?
O1 C1 1.3744(15) . ?
O2 C7 1.3515(14) . ?
O2 C8 1.3880(14) . ?
O3 C14 1.4344(14) . ?
O3 H3A 0.89(2) . ?
O4 C16 1.2060(17) . ?
O5 C20 1.2087(15) . ?
O6 C20 1.3735(14) . ?
O6 C21 1.3816(14) . ?
O7 C27 1.3444(14) . ?
O7 C28 1.4046(14) . ?
O8 C28 1.1977(15) . ?
C1 C2 1.3897(17) . ?
C1 C6 1.3946(18) . ?
C2 C3 1.3834(19) . ?
C2 H2A 0.9500 . ?
C3 C4 1.398(2) . ?
C3 H3B 0.9500 . ?
C4 C5 1.3821(18) . ?
C4 H4A 0.9500 . ?
C5 C6 1.4013(17) . ?
C5 H5A 0.9500 . ?
C6 C7 1.4473(16) . ?
C7 C15 1.3558(17) . ?
C8 C13 1.3853(17) . ?
C8 C9 1.3927(17) . ?
C9 C10 1.3843(18) . ?
C9 H9A 0.9500 . ?
C10 C11 1.3945(19) . ?
C10 H10A 0.9500 . ?
C11 C12 1.3826(18) . ?
C11 H11A 0.9500 . ?
C12 C13 1.4013(17) . ?
C12 H12A 0.9500 . ?
C13 C14 1.5229(16) . ?
C14 C15 1.5130(16) . ?
C14 C17 1.5197(16) . ?
C15 C16 1.4552(17) . ?
C17 C18 1.3486(17) . ?
C17 C28 1.4612(17) . ?
C18 C19 1.4364(16) . ?
C18 H18A 0.9500 . ?
C19 C27 1.3609(16) . ?
C19 C20 1.4543(16) . ?
C21 C26 1.3975(17) . ?
C21 C22 1.3905(16) . ?
C22 C23 1.3875(17) . ?
C22 H22A 0.9500 . ?
C23 C24 1.3926(18) . ?
C23 H23A 0.9500 . ?
C24 C25 1.3818(17) . ?
C24 H24A 0.9500 . ?
C25 C26 1.3992(17) . ?
C25 H25A 0.9500 . ?
C26 C27 1.4325(16) . ?

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
C16 O1 C1 121.89(10) . . ?
C7 O2 C8 118.31(10) . . ?
C14 O3 H3A 104.5(14) . . ?
C20 O6 C21 122.26(9) . . ?
C27 O7 C28 122.12(9) . . ?
O1 C1 C2 116.71(11) . . ?
O1 C1 C6 121.35(11) . . ?
C2 C1 C6 121.93(12) . . ?
C1 C2 C3 118.16(12) . . ?
C1 C2 H2A 120.9 . . ?
C3 C2 H2A 120.9 . . ?
C2 C3 C4 121.05(12) . . ?
C2 C3 H3B 119.5 . . ?
C4 C3 H3B 119.5 . . ?
C5 C4 C3 120.23(12) . . ?
C5 C4 H4A 119.9 . . ?
C3 C4 H4A 119.9 . . ?
C4 C5 C6 119.72(12) . . ?
C4 C5 H5A 120.1 . . ?
C6 C5 H5A 120.1 . . ?
C1 C6 C5 118.89(11) . . ?
C1 C6 C7 117.06(11) . . ?
C5 C6 C7 124.00(11) . . ?
O2 C7 C15 124.44(11) . . ?
O2 C7 C6 113.69(10) . . ?
C15 C7 C6 121.87(11) . . ?
C13 C8 O2 122.19(11) . . ?
C13 C8 C9 122.62(11) . . ?
O2 C8 C9 115.19(11) . . ?
C10 C9 C8 118.57(12) . . ?
C10 C9 H9A 120.7 . . ?
C8 C9 H9A 120.7 . . ?
C9 C10 C11 120.39(12) . . ?
C9 C10 H10A 119.8 . . ?
C11 C10 H10A 119.8 . . ?
C12 C11 C10 119.77(12) . . ?
C12 C11 H11A 120.1 . . ?
C10 C11 H11A 120.1 . . ?
C11 C12 C13 121.25(12) . . ?
C11 C12 H12A 119.4 . . ?
C13 C12 H12A 119.4 . . ?
C8 C13 C12 117.37(11) . . ?
C8 C13 C14 121.59(11) . . ?
C12 C13 C14 120.85(11) . . ?
O3 C14 C15 110.00(9) . . ?
O3 C14 C17 106.27(9) . . ?
C15 C14 C17 113.77(10) . . ?
O3 C14 C13 109.05(10) . . ?
C15 C14 C13 109.19(10) . . ?
C17 C14 C13 108.44(9) . . ?
C7 C15 C16 119.07(11) . . ?
C7 C15 C14 122.03(11) . . ?
C16 C15 C14 118.82(11) . . ?
O4 C16 O1 116.43(12) . . ?
O4 C16 C15 125.05(12) . . ?
O1 C16 C15 118.51(11) . . ?
C18 C17 C28 120.46(11) . . ?
C18 C17 C14 123.61(11) . . ?
C28 C17 C14 115.74(10) . . ?
C17 C18 C19 119.94(11) . . ?
C17 C18 H18A 120.0 . . ?
C19 C18 H18A 120.0 . . ?
C27 C19 C18 119.32(11) . . ?
C27 C19 C20 119.48(11) . . ?
C18 C19 C20 121.16(10) . . ?
O5 C20 O6 117.43(11) . . ?
O5 C20 C19 124.92(11) . . ?
O6 C20 C19 117.65(10) . . ?
O6 C21 C26 121.41(10) . . ?
O6 C21 C22 117.34(11) . . ?
C26 C21 C22 121.25(11) . . ?
C23 C22 C21 118.40(11) . . ?
C23 C22 H22A 120.8 . . ?
C21 C22 H22A 120.8 . . ?
C22 C23 C24 121.09(11) . . ?
C22 C23 H23A 119.5 . . ?
C24 C23 H23A 119.5 . . ?
C25 C24 C23 120.24(12) . . ?
C25 C24 H24A 119.9 . . ?
C23 C24 H24A 119.9 . . ?
C24 C25 C26 119.65(12) . . ?
C24 C25 H25A 120.2 . . ?
C26 C25 H25A 120.2 . . ?
C21 C26 C25 119.36(11) . . ?
C21 C26 C27 116.70(11) . . ?
C25 C26 C27 123.94(11) . . ?
O7 C27 C19 121.67(11) . . ?
O7 C27 C26 115.99(10) . . ?
C19 C27 C26 122.33(11) . . ?
O8 C28 O7 116.16(11) . . ?
O8 C28 C17 127.39(11) . . ?
O7 C28 C17 116.45(10) . . ?

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
C16 O1 C1 C2 174.60(12) . . . . ?
C16 O1 C1 C6 -4.30(18) . . . . ?
O1 C1 C2 C3 -177.12(12) . . . . ?
C6 C1 C2 C3 1.8(2) . . . . ?
C1 C2 C3 C4 -0.8(2) . . . . ?
C2 C3 C4 C5 -0.7(2) . . . . ?
C3 C4 C5 C6 1.3(2) . . . . ?
O1 C1 C6 C5 177.59(11) . . . . ?
C2 C1 C6 C5 -1.25(19) . . . . ?
O1 C1 C6 C7 -0.10(18) . . . . ?
C2 C1 C6 C7 -178.95(12) . . . . ?
C4 C5 C6 C1 -0.30(18) . . . . ?
C4 C5 C6 C7 177.23(12) . . . . ?
C8 O2 C7 C15 -5.54(17) . . . . ?
C8 O2 C7 C6 175.13(10) . . . . ?
C1 C6 C7 O2 -177.02(10) . . . . ?
C5 C6 C7 O2 5.41(17) . . . . ?
C1 C6 C7 C15 3.63(17) . . . . ?
C5 C6 C7 C15 -173.94(12) . . . . ?
C7 O2 C8 C13 4.30(16) . . . . ?
C7 O2 C8 C9 -175.06(10) . . . . ?
C13 C8 C9 C10 -1.48(19) . . . . ?
O2 C8 C9 C10 177.87(10) . . . . ?
C8 C9 C10 C11 -0.13(19) . . . . ?
C9 C10 C11 C12 1.19(19) . . . . ?
C10 C11 C12 C13 -0.71(19) . . . . ?
O2 C8 C13 C12 -177.38(11) . . . . ?
C9 C8 C13 C12 1.93(18) . . . . ?
O2 C8 C13 C14 7.49(17) . . . . ?
C9 C8 C13 C14 -173.20(11) . . . . ?
C11 C12 C13 C8 -0.81(18) . . . . ?
C11 C12 C13 C14 174.36(11) . . . . ?
C8 C13 C14 O3 104.24(13) . . . . ?
C12 C13 C14 O3 -70.72(13) . . . . ?
C8 C13 C14 C15 -15.97(15) . . . . ?
C12 C13 C14 C15 169.06(11) . . . . ?
C8 C13 C14 C17 -140.44(11) . . . . ?
C12 C13 C14 C17 44.59(15) . . . . ?
O2 C7 C15 C16 177.95(11) . . . . ?
C6 C7 C15 C16 -2.77(18) . . . . ?
O2 C7 C15 C14 -5.26(19) . . . . ?
C6 C7 C15 C14 174.01(11) . . . . ?
O3 C14 C15 C7 -104.63(13) . . . . ?
C17 C14 C15 C7 136.29(12) . . . . ?
C13 C14 C15 C7 15.00(16) . . . . ?
O3 C14 C15 C16 72.16(14) . . . . ?
C17 C14 C15 C16 -46.92(15) . . . . ?
C13 C14 C15 C16 -168.21(11) . . . . ?
C1 O1 C16 O4 -176.07(13) . . . . ?
C1 O1 C16 C15 5.13(18) . . . . ?
C7 C15 C16 O4 179.74(15) . . . . ?
C14 C15 C16 O4 2.9(2) . . . . ?
C7 C15 C16 O1 -1.57(18) . . . . ?
C14 C15 C16 O1 -178.45(11) . . . . ?
O3 C14 C17 C18 12.02(16) . . . . ?
C15 C14 C17 C18 133.21(12) . . . . ?
C13 C14 C17 C18 -105.09(13) . . . . ?
O3 C14 C17 C28 -172.97(10) . . . . ?
C15 C14 C17 C28 -51.78(14) . . . . ?
C13 C14 C17 C28 69.92(13) . . . . ?
C28 C17 C18 C19 -0.38(18) . . . . ?
C14 C17 C18 C19 174.41(11) . . . . ?
C17 C18 C19 C27 0.71(18) . . . . ?
C17 C18 C19 C20 178.31(11) . . . . ?
C21 O6 C20 O5 -175.88(10) . . . . ?
C21 O6 C20 C19 4.52(16) . . . . ?
C27 C19 C20 O5 175.80(12) . . . . ?
C18 C19 C20 O5 -1.80(19) . . . . ?
C27 C19 C20 O6 -4.63(17) . . . . ?
C18 C19 C20 O6 177.77(10) . . . . ?
C20 O6 C21 C26 -1.55(17) . . . . ?
C20 O6 C21 C22 177.95(10) . . . . ?
O6 C21 C22 C23 -178.65(10) . . . . ?
C26 C21 C22 C23 0.85(18) . . . . ?
C21 C22 C23 C24 0.17(18) . . . . ?
C22 C23 C24 C25 -0.93(19) . . . . ?
C23 C24 C25 C26 0.67(19) . . . . ?
O6 C21 C26 C25 178.38(10) . . . . ?
C22 C21 C26 C25 -1.10(17) . . . . ?
O6 C21 C26 C27 -1.38(17) . . . . ?
C22 C21 C26 C27 179.14(11) . . . . ?
C24 C25 C26 C21 0.32(18) . . . . ?
C24 C25 C26 C27 -179.94(11) . . . . ?
C28 O7 C27 C19 -2.33(17) . . . . ?
C28 O7 C27 C26 178.73(10) . . . . ?
C18 C19 C27 O7 0.63(18) . . . . ?
C20 C19 C27 O7 -177.01(10) . . . . ?
C18 C19 C27 C26 179.50(11) . . . . ?
C20 C19 C27 C26 1.86(18) . . . . ?
C21 C26 C27 O7 -179.93(10) . . . . ?
C25 C26 C27 O7 0.33(17) . . . . ?
C21 C26 C27 C19 1.14(17) . . . . ?
C25 C26 C27 C19 -178.60(11) . . . . ?
C27 O7 C28 O8 -178.16(11) . . . . ?
C27 O7 C28 C17 2.55(16) . . . . ?
C18 C17 C28 O8 179.62(13) . . . . ?
C14 C17 C28 O8 4.44(19) . . . . ?
C18 C17 C28 O7 -1.18(17) . . . . ?
C14 C17 C28 O7 -176.36(10) . . . . ?

_refine_diff_density_max         0.365
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.051

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_h-m   P2(1)/n
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

