# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_t_a
_database_code_depnum_ccdc_archive 'CCDC 2478061'
loop_
_audit_author_name
_audit_author_address
'Junli Yang'
;Chongqing University
China
;
_audit_update_record             
;
2025-08-03 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.230(2)
_cell_length_b                   6.529(2)
_cell_length_c                   17.766(4)
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 90.00(3)
_cell_angle_gamma                90.00(3)
_cell_volume                     722.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    9887
_cell_measurement_theta_min      4.98
_cell_measurement_theta_max      72.63

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.312
_shelx_estimated_absorpt_T_min   0.798
_shelx_estimated_absorpt_T_max   0.827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6429
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10773
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.978
_diffrn_reflns_theta_max         68.206
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             1291
_reflns_number_gt                1274
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.651
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    0.986

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0450P)²+0.1551P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 503 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         1291
_refine_ls_number_parameters     121
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0272
_refine_ls_R_factor_gt           0.0269
_refine_ls_wR_factor_ref         0.0718
_refine_ls_wR_factor_gt          0.0715
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_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
O4 O 0.5232(2) 1.1249(2) 0.42416(8) 0.0251(3) Uani 1 1 d . . . . .
H4A H 0.453(3) 1.224(4) 0.4340(14) 0.038 Uiso 1 1 calc R U . . .
C4 C 0.3923(3) 0.9791(3) 0.38491(10) 0.0193(4) Uani 1 1 d . . . . .
H4 H 0.339048 1.038658 0.337845 0.023 Uiso 1 1 calc R U . . .
C1 C 0.1948(3) 0.5767(3) 0.38193(10) 0.0200(4) Uani 1 1 d . . . . .
H1 H 0.317(5) 0.590(5) 0.2337(18) 0.048(8) Uiso 1 1 d . . . . .
O5 O 0.7036(2) 0.8442(2) 0.32036(8) 0.0260(4) Uani 1 1 d . . . . .
H5 H 0.813(4) 0.825(4) 0.3420(10) 0.039 Uiso 1 1 calc R U . . .
C5 C 0.2048(3) 0.9164(3) 0.43484(11) 0.0234(4) Uani 1 1 d . . . . .
H5A H 0.259121 0.867549 0.482750 0.028 Uiso 1 1 calc R U . . .
H5B H 0.114820 1.034804 0.444466 0.028 Uiso 1 1 calc R U . . .
C2 C 0.3889(3) 0.6271(3) 0.33131(10) 0.0193(4) Uani 1 1 d . . . . .
H2 H 0.474832 0.502979 0.323895 0.023 Uiso 1 1 calc R U . . .
O6 O 0.3167(3) 0.7001(2) 0.26030(8) 0.0283(4) Uani 1 1 d . . . . .
C6 C 0.0342(3) 0.4339(3) 0.34446(12) 0.0254(4) Uani 1 1 d . . . . .
H6A H -0.039951 0.504194 0.303991 0.030 Uiso 1 1 calc R U . . .
H6B H 0.107101 0.315397 0.323703 0.030 Uiso 1 1 calc R U . . .
C3 C 0.5276(3) 0.7920(3) 0.36845(10) 0.0182(4) Uani 1 1 d . . . . .
H3 H 0.584357 0.738278 0.415963 0.022 Uiso 1 1 calc R U . . .
O1 O 0.0785(2) 0.7584(2) 0.40010(8) 0.0227(3) Uani 1 1 d . . . . .
O2 O 0.2789(2) 0.4868(2) 0.44809(7) 0.0227(3) Uani 1 1 d . . . . .
H2A H 0.185(4) 0.462(4) 0.4761(12) 0.034 Uiso 1 1 calc R U . . .
O3 O -0.1127(3) 0.3731(3) 0.40057(11) 0.0465(5) Uani 1 1 d . . . . .
H3A H -0.210(5) 0.286(6) 0.3804(10) 0.070 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
O4 C4 1.434(2) . ?
C4 C3 1.513(3) . ?
C4 C5 1.523(3) . ?
C1 O2 1.415(2) . ?
C1 O1 1.426(2) . ?
C1 C6 1.521(3) . ?
C1 C2 1.543(2) . ?
O5 C3 1.431(2) . ?
C5 O1 1.437(2) . ?
C2 O6 1.422(2) . ?
C2 C3 1.530(3) . ?
C6 O3 1.411(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
O4 C4 C3 108.23(14) . . ?
O4 C4 C5 109.35(15) . . ?
C3 C4 C5 108.85(15) . . ?
O2 C1 O1 110.19(15) . . ?
O2 C1 C6 110.67(16) . . ?
O1 C1 C6 105.96(15) . . ?
O2 C1 C2 106.38(14) . . ?
O1 C1 C2 110.67(15) . . ?
C6 C1 C2 113.02(16) . . ?
O1 C5 C4 111.27(15) . . ?
O6 C2 C3 108.97(15) . . ?
O6 C2 C1 109.92(14) . . ?
C3 C2 C1 109.97(14) . . ?
O3 C6 C1 106.87(16) . . ?
O5 C3 C4 110.49(15) . . ?
O5 C3 C2 110.06(15) . . ?
C4 C3 C2 109.67(14) . . ?
C1 O1 C5 114.61(14) . . ?

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
O4 C4 C5 O1 -175.46(14) . . . . ?
C3 C4 C5 O1 -57.40(19) . . . . ?
O2 C1 C2 O6 174.38(14) . . . . ?
O1 C1 C2 O6 -65.92(19) . . . . ?
C6 C1 C2 O6 52.7(2) . . . . ?
O2 C1 C2 C3 -65.65(18) . . . . ?
O1 C1 C2 C3 54.05(18) . . . . ?
C6 C1 C2 C3 172.71(15) . . . . ?
O2 C1 C6 O3 50.8(2) . . . . ?
O1 C1 C6 O3 -68.6(2) . . . . ?
C2 C1 C6 O3 170.00(16) . . . . ?
O4 C4 C3 O5 -62.35(18) . . . . ?
C5 C4 C3 O5 178.89(15) . . . . ?
O4 C4 C3 C2 176.16(14) . . . . ?
C5 C4 C3 C2 57.40(19) . . . . ?
O6 C2 C3 O5 -57.38(18) . . . . ?
C1 C2 C3 O5 -177.92(14) . . . . ?
O6 C2 C3 C4 64.37(18) . . . . ?
C1 C2 C3 C4 -56.17(18) . . . . ?
O2 C1 O1 C5 61.64(19) . . . . ?
C6 C1 O1 C5 -178.61(15) . . . . ?
C2 C1 O1 C5 -55.7(2) . . . . ?
C4 C5 O1 C1 58.0(2) . . . . ?

_refine_diff_density_max         0.299
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.045

