# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

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

data_sv498
_database_code_depnum_ccdc_archive 'CCDC 1952549'
loop_
_audit_author_name
_audit_author_address
'Sameer Vyasamudri'
;Tunghai University
Taiwan
;
_audit_update_record             
;
2019-09-10 deposited with the CCDC.	2020-06-01 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         'C18 H12 O5'
_chemical_formula_sum            'C18 H12 O5'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         308.28

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                   10.6500(3)
_cell_length_b                   17.8886(5)
_cell_length_c                   7.6179(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.6871(12)
_cell_angle_gamma                90
_cell_volume                     1421.23(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9937
_cell_measurement_theta_min      2.958
_cell_measurement_theta_max      26.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.106
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8623
_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            22834
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.000
_diffrn_reflns_theta_max         26.403
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2908
_reflns_number_gt                2540
_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)+(0.0488P)²+0.5505P] 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         2908
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0963
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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 0.09781(10) 0.05042(5) 0.36076(12) 0.0319(2) Uani 1 1 d . . . . .
O2 O 0.39768(8) 0.03769(5) 0.25500(11) 0.0237(2) Uani 1 1 d . . . . .
O3 O 0.30442(8) 0.06503(5) -0.04100(11) 0.0223(2) Uani 1 1 d . . . . .
O4 O 0.28363(9) 0.19544(5) -0.03943(12) 0.0256(2) Uani 1 1 d . . . . .
O5 O 0.09508(10) 0.17261(5) 0.39052(13) 0.0351(3) Uani 1 1 d . . . . .
C1 C 0.11046(12) -0.01116(7) 0.25317(16) 0.0238(3) Uani 1 1 d . . . . .
C2 C 0.03568(13) -0.07274(7) 0.27337(17) 0.0272(3) Uani 1 1 d . . . . .
H2A H -0.0205 -0.0717 0.3556 0.033 Uiso 1 1 calc R U . . .
C3 C 0.04466(12) -0.13558(7) 0.17131(18) 0.0269(3) Uani 1 1 d . . . . .
H3A H -0.0043 -0.1787 0.1856 0.032 Uiso 1 1 calc R U . . .
C4 C 0.12451(13) -0.13631(7) 0.04791(18) 0.0276(3) Uani 1 1 d . . . . .
H4A H 0.1280 -0.1793 -0.0242 0.033 Uiso 1 1 calc R U . . .
C5 C 0.19917(12) -0.07435(7) 0.02991(17) 0.0254(3) Uani 1 1 d . . . . .
H5A H 0.2540 -0.0750 -0.0542 0.031 Uiso 1 1 calc R U . . .
C6 C 0.19379(12) -0.01136(7) 0.13493(16) 0.0216(3) Uani 1 1 d . . . . .
C7 C 0.27861(11) 0.05498(7) 0.13212(15) 0.0209(3) Uani 1 1 d . . . . .
C8 C 0.49251(12) 0.08967(7) 0.24957(16) 0.0219(3) Uani 1 1 d . . . . .
C9 C 0.59825(12) 0.09038(7) 0.39070(17) 0.0269(3) Uani 1 1 d . . . . .
H9A H 0.6057 0.0548 0.4848 0.032 Uiso 1 1 calc R U . . .
C10 C 0.69244(13) 0.14380(8) 0.39169(19) 0.0300(3) Uani 1 1 d . . . . .
H10A H 0.7656 0.1445 0.4867 0.036 Uiso 1 1 calc R U . . .
C11 C 0.68108(13) 0.19644(7) 0.25484(18) 0.0290(3) Uani 1 1 d . . . . .
H11A H 0.7446 0.2340 0.2588 0.035 Uiso 1 1 calc R U . . .
C12 C 0.57697(13) 0.19387(7) 0.11295(17) 0.0250(3) Uani 1 1 d . . . . .
H12A H 0.5697 0.2295 0.0190 0.030 Uiso 1 1 calc R U . . .
C13 C 0.48273(11) 0.13932(7) 0.10691(16) 0.0211(3) Uani 1 1 d . . . . .
C14 C 0.37077(12) 0.13299(7) -0.04988(16) 0.0229(3) Uani 1 1 d . . . . .
C15 C 0.21877(12) 0.18782(7) 0.09294(16) 0.0231(3) Uani 1 1 d . . . . .
H15A H 0.1719 0.2296 0.1224 0.028 Uiso 1 1 calc R U . . .
C16 C 0.21651(11) 0.12437(7) 0.18597(16) 0.0215(3) Uani 1 1 d . . . . .
C17 C 0.13414(12) 0.12052(7) 0.31739(17) 0.0253(3) Uani 1 1 d . . . . .
C18 C 0.40410(14) 0.13675(8) -0.23275(18) 0.0307(3) Uani 1 1 d . . . . .
H18A H 0.4504 0.1833 -0.2437 0.046 Uiso 1 1 calc R U . . .
H18B H 0.4584 0.0940 -0.2485 0.046 Uiso 1 1 calc R U . . .
H18C H 0.3252 0.1353 -0.3250 0.046 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 C17 1.3723(15) . ?
O1 C1 1.3957(15) . ?
O2 C8 1.3796(14) . ?
O2 C7 1.4488(14) . ?
O3 C7 1.4121(14) . ?
O3 C14 1.4147(14) . ?
O4 C15 1.3398(15) . ?
O4 C14 1.4647(14) . ?
O5 C17 1.2023(16) . ?
C1 C6 1.3866(17) . ?
C1 C2 1.3861(17) . ?
C2 C3 1.3810(19) . ?
C2 H2A 0.9500 . ?
C3 C4 1.3896(19) . ?
C3 H3A 0.9500 . ?
C4 C5 1.3870(18) . ?
C4 H4A 0.9500 . ?
C5 C6 1.3898(17) . ?
C5 H5A 0.9500 . ?
C6 C7 1.4942(16) . ?
C7 C16 1.5021(16) . ?
C8 C13 1.3910(17) . ?
C8 C9 1.3906(18) . ?
C9 C10 1.3844(19) . ?
C9 H9A 0.9500 . ?
C10 C11 1.392(2) . ?
C10 H10A 0.9500 . ?
C11 C12 1.3836(19) . ?
C11 H11A 0.9500 . ?
C12 C13 1.3938(17) . ?
C12 H12A 0.9500 . ?
C13 C14 1.5114(17) . ?
C14 C18 1.5071(17) . ?
C15 C16 1.3409(17) . ?
C15 H15A 0.9500 . ?
C16 C17 1.4603(17) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
C17 O1 C1 120.95(10) . . ?
C8 O2 C7 112.76(9) . . ?
C7 O3 C14 110.35(9) . . ?
C15 O4 C14 113.10(9) . . ?
C6 C1 C2 121.86(11) . . ?
C6 C1 O1 122.29(11) . . ?
C2 C1 O1 115.85(11) . . ?
C1 C2 C3 118.53(12) . . ?
C1 C2 H2A 120.7 . . ?
C3 C2 H2A 120.7 . . ?
C4 C3 C2 120.67(12) . . ?
C4 C3 H3A 119.7 . . ?
C2 C3 H3A 119.7 . . ?
C3 C4 C5 120.06(12) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
C4 C5 C6 119.98(12) . . ?
C4 C5 H5A 120.0 . . ?
C6 C5 H5A 120.0 . . ?
C1 C6 C5 118.84(11) . . ?
C1 C6 C7 118.40(11) . . ?
C5 C6 C7 122.70(11) . . ?
O3 C7 O2 108.67(9) . . ?
O3 C7 C6 110.31(9) . . ?
O2 C7 C6 105.89(9) . . ?
O3 C7 C16 109.25(9) . . ?
O2 C7 C16 112.10(9) . . ?
C6 C7 C16 110.58(10) . . ?
O2 C8 C13 120.96(11) . . ?
O2 C8 C9 117.78(11) . . ?
C13 C8 C9 121.26(12) . . ?
C10 C9 C8 118.88(12) . . ?
C10 C9 H9A 120.6 . . ?
C8 C9 H9A 120.6 . . ?
C9 C10 C11 120.66(13) . . ?
C9 C10 H10A 119.7 . . ?
C11 C10 H10A 119.7 . . ?
C12 C11 C10 119.80(12) . . ?
C12 C11 H11A 120.1 . . ?
C10 C11 H11A 120.1 . . ?
C11 C12 C13 120.45(12) . . ?
C11 C12 H12A 119.8 . . ?
C13 C12 H12A 119.8 . . ?
C8 C13 C12 118.80(12) . . ?
C8 C13 C14 119.46(11) . . ?
C12 C13 C14 121.74(11) . . ?
O3 C14 O4 108.95(9) . . ?
O3 C14 C13 110.39(9) . . ?
O4 C14 C13 107.88(9) . . ?
O3 C14 C18 107.22(10) . . ?
O4 C14 C18 106.66(10) . . ?
C13 C14 C18 115.55(11) . . ?
O4 C15 C16 123.44(11) . . ?
O4 C15 H15A 118.3 . . ?
C16 C15 H15A 118.3 . . ?
C15 C16 C17 118.67(11) . . ?
C15 C16 C7 119.94(11) . . ?
C17 C16 C7 120.47(10) . . ?
O5 C17 O1 117.12(11) . . ?
O5 C17 C16 126.40(12) . . ?
O1 C17 C16 116.48(11) . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_refine_diff_density_max         0.268
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.043

_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_sv500r
_database_code_depnum_ccdc_archive 'CCDC 1960547'
loop_
_audit_author_name
_audit_author_address
'Sameer Vyasamudri'
;Tunghai University
Taiwan
;
_audit_update_record             
;
2020-03-07 deposited with the CCDC.	2020-06-01 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         'C18 H12 O5'
_chemical_formula_sum            'C18 H12 O5'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         308.28

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                   7.6581(2)
_cell_length_b                   17.9590(6)
_cell_length_c                   10.1131(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.0863(11)
_cell_angle_gamma                90
_cell_volume                     1389.95(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9878
_cell_measurement_theta_min      2.893
_cell_measurement_theta_max      27.893
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.340
_exptl_absorpt_coefficient_mu    0.108
_shelx_estimated_absorpt_T_min   0.955
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8713
_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            23177
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.471
_diffrn_reflns_theta_max         27.901
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3292
_reflns_number_gt                2930
_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)+(0.0738P)²+0.3903P] 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         3292
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1195
_refine_ls_wR_factor_gt          0.1126
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.26719(11) 0.57647(4) 0.34711(8) 0.0270(2) Uani 1 1 d . . . . .
O2 O 0.37189(10) 0.35227(4) 0.38230(7) 0.02180(19) Uani 1 1 d . . . . .
O3 O 0.50369(10) 0.35250(4) 0.17650(8) 0.02293(19) Uani 1 1 d . . . . .
O4 O 0.28895(11) 0.40501(5) 0.03617(7) 0.0261(2) Uani 1 1 d . . . . .
O5 O 0.33827(12) 0.57584(5) 0.13733(9) 0.0331(2) Uani 1 1 d . . . . .
C1 C 0.24588(14) 0.54062(6) 0.46567(11) 0.0224(2) Uani 1 1 d . . . . .
C2 C 0.18515(16) 0.58307(7) 0.56924(13) 0.0306(3) Uani 1 1 d . . . . .
H2A H 0.1589 0.6344 0.5570 0.037 Uiso 1 1 calc R U . . .
C3 C 0.16360(16) 0.54949(8) 0.69008(13) 0.0338(3) Uani 1 1 d . . . . .
H3A H 0.1229 0.5781 0.7618 0.041 Uiso 1 1 calc R U . . .
C4 C 0.20082(16) 0.47413(8) 0.70853(12) 0.0325(3) Uani 1 1 d . . . . .
H4A H 0.1865 0.4519 0.7926 0.039 Uiso 1 1 calc R U . . .
C5 C 0.25855(15) 0.43174(7) 0.60461(11) 0.0259(2) Uani 1 1 d . . . . .
H5A H 0.2818 0.3802 0.6168 0.031 Uiso 1 1 calc R U . . .
C6 C 0.28267(13) 0.46504(6) 0.48149(10) 0.0195(2) Uani 1 1 d . . . . .
C7 C 0.33977(13) 0.42541(6) 0.36678(10) 0.0180(2) Uani 1 1 d . . . . .
C8 C 0.38922(14) 0.31255(6) 0.25654(11) 0.0213(2) Uani 1 1 d . . . . .
C9 C 0.21082(14) 0.30781(6) 0.18784(11) 0.0217(2) Uani 1 1 d . . . . .
C10 C 0.08455(16) 0.25759(7) 0.22899(13) 0.0292(3) Uani 1 1 d . . . . .
H10A H 0.1098 0.2258 0.3022 0.035 Uiso 1 1 calc R U . . .
C11 C -0.07788(17) 0.25395(8) 0.16340(15) 0.0374(3) Uani 1 1 d . . . . .
H11A H -0.1626 0.2191 0.1908 0.045 Uiso 1 1 calc R U . . .
C12 C -0.11600(16) 0.30115(8) 0.05813(14) 0.0371(3) Uani 1 1 d . . . . .
H12A H -0.2276 0.2989 0.0142 0.045 Uiso 1 1 calc R U . . .
C13 C 0.00669(16) 0.35168(8) 0.01612(12) 0.0316(3) Uani 1 1 d . . . . .
H13A H -0.0200 0.3840 -0.0562 0.038 Uiso 1 1 calc R U . . .
C14 C 0.16997(14) 0.35442(6) 0.08156(11) 0.0236(2) Uani 1 1 d . . . . .
C15 C 0.42552(14) 0.41971(6) 0.13278(11) 0.0220(2) Uani 1 1 d . . . . .
H15A H 0.5164 0.4510 0.0911 0.026 Uiso 1 1 calc R U . . .
C16 C 0.35836(13) 0.46081(6) 0.24993(10) 0.0193(2) Uani 1 1 d . . . . .
C17 C 0.32290(14) 0.53944(6) 0.23669(11) 0.0229(2) Uani 1 1 d . . . . .
C18 C 0.47583(17) 0.23964(7) 0.29271(14) 0.0314(3) Uani 1 1 d . . . . .
H18A H 0.3990 0.2106 0.3485 0.047 Uiso 1 1 calc R U . . .
H18B H 0.4982 0.2116 0.2120 0.047 Uiso 1 1 calc R U . . .
H18C H 0.5867 0.2493 0.3412 0.047 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 1.3759(13) . ?
O1 C17 1.3805(14) . ?
O2 C7 1.3444(12) . ?
O2 C8 1.4685(13) . ?
O3 C8 1.4108(13) . ?
O3 C15 1.4113(13) . ?
O4 C14 1.3773(14) . ?
O4 C15 1.4296(13) . ?
O5 C17 1.2080(14) . ?
C1 C2 1.3892(16) . ?
C1 C6 1.3943(16) . ?
C2 C3 1.3781(19) . ?
C2 H2A 0.9500 . ?
C3 C4 1.394(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.3833(17) . ?
C4 H4A 0.9500 . ?
C5 C6 1.3996(15) . ?
C5 H5A 0.9500 . ?
C6 C7 1.4424(14) . ?
C7 C16 1.3540(14) . ?
C8 C18 1.5068(15) . ?
C8 C9 1.5125(15) . ?
C9 C14 1.3890(16) . ?
C9 C10 1.3966(15) . ?
C10 C11 1.3898(18) . ?
C10 H10A 0.9500 . ?
C11 C12 1.384(2) . ?
C11 H11A 0.9500 . ?
C12 C13 1.384(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.3942(16) . ?
C13 H13A 0.9500 . ?
C15 C16 1.5024(14) . ?
C15 H15A 1.0000 . ?
C16 C17 1.4433(15) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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 O1 C17 121.97(9) . . ?
C7 O2 C8 113.29(8) . . ?
C8 O3 C15 110.45(8) . . ?
C14 O4 C15 111.74(8) . . ?
O1 C1 C2 116.99(10) . . ?
O1 C1 C6 121.71(10) . . ?
C2 C1 C6 121.30(11) . . ?
C1 C2 C3 118.86(12) . . ?
C1 C2 H2A 120.6 . . ?
C3 C2 H2A 120.6 . . ?
C2 C3 C4 120.86(11) . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 H3A 119.6 . . ?
C5 C4 C3 120.13(11) . . ?
C5 C4 H4A 119.9 . . ?
C3 C4 H4A 119.9 . . ?
C4 C5 C6 119.80(11) . . ?
C4 C5 H5A 120.1 . . ?
C6 C5 H5A 120.1 . . ?
C1 C6 C5 119.03(10) . . ?
C1 C6 C7 117.00(10) . . ?
C5 C6 C7 123.94(10) . . ?
O2 C7 C16 122.42(9) . . ?
O2 C7 C6 116.59(9) . . ?
C16 C7 C6 120.98(10) . . ?
O3 C8 O2 109.12(8) . . ?
O3 C8 C18 107.70(9) . . ?
O2 C8 C18 105.36(9) . . ?
O3 C8 C9 109.56(9) . . ?
O2 C8 C9 108.46(8) . . ?
C18 C8 C9 116.41(9) . . ?
C14 C9 C10 118.74(11) . . ?
C14 C9 C8 119.72(10) . . ?
C10 C9 C8 121.54(10) . . ?
C11 C10 C9 120.36(12) . . ?
C11 C10 H10A 119.8 . . ?
C9 C10 H10A 119.8 . . ?
C10 C11 C12 119.90(12) . . ?
C10 C11 H11A 120.0 . . ?
C12 C11 H11A 120.0 . . ?
C13 C12 C11 120.75(12) . . ?
C13 C12 H12A 119.6 . . ?
C11 C12 H12A 119.6 . . ?
C12 C13 C14 118.98(13) . . ?
C12 C13 H13A 120.5 . . ?
C14 C13 H13A 120.5 . . ?
O4 C14 C9 121.49(10) . . ?
O4 C14 C13 117.24(11) . . ?
C9 C14 C13 121.26(11) . . ?
O3 C15 O4 110.33(9) . . ?
O3 C15 C16 109.07(8) . . ?
O4 C15 C16 111.52(9) . . ?
O3 C15 H15A 108.6 . . ?
O4 C15 H15A 108.6 . . ?
C16 C15 H15A 108.6 . . ?
C7 C16 C17 121.00(10) . . ?
C7 C16 C15 120.49(9) . . ?
C17 C16 C15 118.44(9) . . ?
O5 C17 O1 117.03(10) . . ?
O5 C17 C16 125.65(11) . . ?
O1 C17 C16 117.32(9) . . ?
C8 C18 H18A 109.5 . . ?
C8 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C8 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C17 O1 C1 C2 -178.49(10) . . . . ?
C17 O1 C1 C6 1.25(16) . . . . ?
O1 C1 C2 C3 -179.37(10) . . . . ?
C6 C1 C2 C3 0.90(18) . . . . ?
C1 C2 C3 C4 -0.39(19) . . . . ?
C2 C3 C4 C5 -0.66(19) . . . . ?
C3 C4 C5 C6 1.21(18) . . . . ?
O1 C1 C6 C5 179.93(10) . . . . ?
C2 C1 C6 C5 -0.35(16) . . . . ?
O1 C1 C6 C7 -1.64(15) . . . . ?
C2 C1 C6 C7 178.09(10) . . . . ?
C4 C5 C6 C1 -0.71(16) . . . . ?
C4 C5 C6 C7 -179.03(10) . . . . ?
C8 O2 C7 C16 -13.02(14) . . . . ?
C8 O2 C7 C6 166.58(8) . . . . ?
C1 C6 C7 O2 -178.82(9) . . . . ?
C5 C6 C7 O2 -0.47(15) . . . . ?
C1 C6 C7 C16 0.78(15) . . . . ?
C5 C6 C7 C16 179.13(10) . . . . ?
C15 O3 C8 O2 -69.54(10) . . . . ?
C15 O3 C8 C18 176.57(9) . . . . ?
C15 O3 C8 C9 49.06(11) . . . . ?
C7 O2 C8 O3 48.19(11) . . . . ?
C7 O2 C8 C18 163.59(9) . . . . ?
C7 O2 C8 C9 -71.10(10) . . . . ?
O3 C8 C9 C14 -15.29(13) . . . . ?
O2 C8 C9 C14 103.73(11) . . . . ?
C18 C8 C9 C14 -137.75(11) . . . . ?
O3 C8 C9 C10 164.97(10) . . . . ?
O2 C8 C9 C10 -76.01(12) . . . . ?
C18 C8 C9 C10 42.51(15) . . . . ?
C14 C9 C10 C11 0.80(16) . . . . ?
C8 C9 C10 C11 -179.46(10) . . . . ?
C9 C10 C11 C12 -1.09(18) . . . . ?
C10 C11 C12 C13 0.69(19) . . . . ?
C11 C12 C13 C14 0.00(18) . . . . ?
C15 O4 C14 C9 -18.84(14) . . . . ?
C15 O4 C14 C13 161.37(10) . . . . ?
C10 C9 C14 O4 -179.88(10) . . . . ?
C8 C9 C14 O4 0.37(15) . . . . ?
C10 C9 C14 C13 -0.10(16) . . . . ?
C8 C9 C14 C13 -179.85(10) . . . . ?
C12 C13 C14 O4 179.49(10) . . . . ?
C12 C13 C14 C9 -0.30(17) . . . . ?
C8 O3 C15 O4 -71.58(10) . . . . ?
C8 O3 C15 C16 51.23(11) . . . . ?
C14 O4 C15 O3 53.41(11) . . . . ?
C14 O4 C15 C16 -67.96(11) . . . . ?
O2 C7 C16 C17 -179.95(9) . . . . ?
C6 C7 C16 C17 0.47(16) . . . . ?
O2 C7 C16 C15 -3.14(15) . . . . ?
C6 C7 C16 C15 177.28(9) . . . . ?
O3 C15 C16 C7 -15.73(13) . . . . ?
O4 C15 C16 C7 106.38(11) . . . . ?
O3 C15 C16 C17 161.17(9) . . . . ?
O4 C15 C16 C17 -76.73(12) . . . . ?
C1 O1 C17 O5 -179.72(10) . . . . ?
C1 O1 C17 C16 0.05(15) . . . . ?
C7 C16 C17 O5 178.85(11) . . . . ?
C15 C16 C17 O5 1.98(17) . . . . ?
C7 C16 C17 O1 -0.90(15) . . . . ?
C15 C16 C17 O1 -177.77(9) . . . . ?

_refine_diff_density_max         0.324
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.060

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

