# Supplementary Information (SI) for Catalysis Science & Technology.
# 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_bi_a
_database_code_depnum_ccdc_archive 'CCDC 2295241'
loop_
_audit_author_name
_audit_author_address
'Jayanta K. Nath'
;S B DEORAH COLLEGE ULUBARI GHY
India
;
_audit_update_record             
;
2023-09-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H18 O6'
_chemical_formula_sum            'C24 H18 O6'
_chemical_formula_weight         402.38

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           15
_space_group_name_H-M_alt        'I 1 2/c 1'
_space_group_name_Hall           '-I 2yc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.71(3)
_cell_length_b                   8.846(19)
_cell_length_c                   16.24(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.51(18)
_cell_angle_gamma                90.00
_cell_volume                     1966(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    256
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      12.38

_exptl_crystal_description       block
_exptl_crystal_colour            red-brown
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   'SADABS-2014/2 (Bruker,2014/2)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23929
_diffrn_reflns_av_R_equivalents  0.3859
_diffrn_reflns_av_sigmaI/netI    0.2343
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         28.12
_reflns_number_total             2385
_reflns_number_gt                612
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2385
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3392
_refine_ls_R_factor_gt           0.0953
_refine_ls_wR_factor_ref         0.1902
_refine_ls_wR_factor_gt          0.1301
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6171(3) 0.4274(4) -0.0723(2) 0.0728(11) Uani 1 1 d . . .
O2 O 0.4791(3) 0.3469(4) -0.1387(2) 0.0836(13) Uani 1 1 d . . .
O3 O 0.3534(2) -0.1602(4) 0.2783(2) 0.0744(11) Uani 1 1 d . . .
H3 H 0.4030 -0.1850 0.3057 0.112 Uiso 1 1 d R . .
C1 C 0.6402(4) 0.5079(6) -0.1469(3) 0.0842(18) Uani 1 1 d . . .
H1A H 0.6494 0.4366 -0.1903 0.126 Uiso 1 1 calc R . .
H1B H 0.6989 0.5656 -0.1363 0.126 Uiso 1 1 calc R . .
H1C H 0.5873 0.5748 -0.1633 0.126 Uiso 1 1 calc R . .
C2 C 0.5337(4) 0.3488(6) -0.0781(4) 0.0655(16) Uani 1 1 d . . .
C3 C 0.5171(4) 0.2656(5) -0.0002(3) 0.0554(13) Uani 1 1 d . . .
C4 C 0.4321(4) 0.1831(5) 0.0031(3) 0.0565(14) Uani 1 1 d . . .
H4A H 0.3868 0.1840 -0.0419 0.068 Uiso 1 1 calc R . .
C5 C 0.4127(4) 0.0974(5) 0.0735(3) 0.0512(13) Uani 1 1 d . . .
C6 C 0.3241(4) 0.0126(5) 0.0785(3) 0.0557(14) Uani 1 1 d . . .
H6 H 0.2779 0.0137 0.0341 0.067 Uiso 1 1 calc R . .
C7 C 0.3061(3) -0.0688(5) 0.1464(3) 0.0611(14) Uani 1 1 d . . .
H7 H 0.2477 -0.1214 0.1492 0.073 Uiso 1 1 calc R . .
C8 C 0.3775(4) -0.0730(5) 0.2130(3) 0.0564(14) Uani 1 1 d . . .
C9 C 0.4642(3) 0.0061(5) 0.2134(3) 0.0471(12) Uani 1 1 d . . .
C10 C 0.4822(3) 0.0930(5) 0.1428(3) 0.0503(13) Uani 1 1 d . . .
C11 C 0.5691(4) 0.1810(5) 0.1372(3) 0.0608(14) Uani 1 1 d . . .
H11 H 0.6156 0.1817 0.1814 0.073 Uiso 1 1 calc R . .
C12 C 0.5855(4) 0.2643(5) 0.0682(3) 0.0640(15) Uani 1 1 d . . .
H12 H 0.6425 0.3208 0.0665 0.077 Uiso 1 1 calc R . .


_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 1.336(6) . ?
O1 C1 1.458(6) . ?
O2 C2 1.200(6) . ?
O3 C8 1.367(5) . ?
O3 H3 0.8203 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.494(7) . ?
C3 C4 1.378(6) . ?
C3 C12 1.409(6) . ?
C4 C5 1.411(6) . ?
C4 H4A 0.9300 . ?
C5 C10 1.429(6) . ?
C5 C6 1.435(6) . ?
C6 C7 1.352(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.414(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.379(6) . ?
C9 C10 1.415(6) . ?
C9 C9 1.494(9) 2_655 ?
C10 C11 1.432(6) . ?
C11 C12 1.371(6) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?

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
C2 O1 C1 115.1(5) . . ?
C8 O3 H3 109.9 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 O1 123.6(6) . . ?
O2 C2 C3 124.6(6) . . ?
O1 C2 C3 111.8(6) . . ?
C4 C3 C12 119.2(5) . . ?
C4 C3 C2 117.8(5) . . ?
C12 C3 C2 122.9(6) . . ?
C3 C4 C5 121.2(5) . . ?
C3 C4 H4A 119.4 . . ?
C5 C4 H4A 119.4 . . ?
C4 C5 C10 120.2(5) . . ?
C4 C5 C6 122.0(5) . . ?
C10 C5 C6 117.8(5) . . ?
C7 C6 C5 121.5(5) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 119.1(5) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
O3 C8 C9 122.1(5) . . ?
O3 C8 C7 114.8(5) . . ?
C9 C8 C7 123.1(5) . . ?
C8 C9 C10 117.7(4) . . ?
C8 C9 C9 121.9(5) . 2_655 ?
C10 C9 C9 120.4(5) . 2_655 ?
C9 C10 C5 120.8(5) . . ?
C9 C10 C11 122.3(5) . . ?
C5 C10 C11 116.9(5) . . ?
C12 C11 C10 121.5(5) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C3 121.0(5) . . ?
C11 C12 H12 119.5 . . ?
C3 C12 H12 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 O1 C2 O2 -2.4(7) . . . . ?
C1 O1 C2 C3 178.1(4) . . . . ?
O2 C2 C3 C4 -1.3(7) . . . . ?
O1 C2 C3 C4 178.2(4) . . . . ?
O2 C2 C3 C12 176.6(5) . . . . ?
O1 C2 C3 C12 -3.9(6) . . . . ?
C12 C3 C4 C5 -0.2(6) . . . . ?
C2 C3 C4 C5 177.8(4) . . . . ?
C3 C4 C5 C10 -0.9(6) . . . . ?
C3 C4 C5 C6 179.1(4) . . . . ?
C4 C5 C6 C7 -179.8(4) . . . . ?
C10 C5 C6 C7 0.1(6) . . . . ?
C5 C6 C7 C8 -1.4(7) . . . . ?
C6 C7 C8 O3 -179.0(4) . . . . ?
C6 C7 C8 C9 2.0(7) . . . . ?
O3 C8 C9 C10 180.0(4) . . . . ?
C7 C8 C9 C10 -1.1(7) . . . . ?
O3 C8 C9 C9 -2.3(6) . . . 2_655 ?
C7 C8 C9 C9 176.7(4) . . . 2_655 ?
C8 C9 C10 C5 -0.3(6) . . . . ?
C9 C9 C10 C5 -178.1(4) 2_655 . . . ?
C8 C9 C10 C11 179.1(4) . . . . ?
C9 C9 C10 C11 1.3(6) 2_655 . . . ?
C4 C5 C10 C9 -179.3(4) . . . . ?
C6 C5 C10 C9 0.8(6) . . . . ?
C4 C5 C10 C11 1.3(6) . . . . ?
C6 C5 C10 C11 -178.7(4) . . . . ?
C9 C10 C11 C12 179.9(4) . . . . ?
C5 C10 C11 C12 -0.7(6) . . . . ?
C10 C11 C12 C3 -0.3(7) . . . . ?
C4 C3 C12 C11 0.8(7) . . . . ?
C2 C3 C12 C11 -177.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        28.12
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.055

