# Supplementary Information (SI) for RSC Sustainability.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_twin4
_database_code_depnum_ccdc_archive 'CCDC 2448917'
loop_
_audit_author_name
_audit_author_address
'Hans-Joachim Drexler'
;LIKAT
Germany
;
_audit_update_record             
;
2025-05-06 deposited with the CCDC.	2025-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 O5'
_chemical_formula_sum            'C8 H8 O5'
_chemical_formula_weight         184.14

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      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                   10.7690(7)
_cell_length_b                   11.3447(7)
_cell_length_c                   11.4890(8)
_cell_angle_alpha                79.281(4)
_cell_angle_beta                 79.151(4)
_cell_angle_gamma                62.178(4)
_cell_volume                     1211.37(14)
_cell_formula_units_Z            6
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1543
_cell_measurement_theta_min      3.94
_cell_measurement_theta_max      63.70

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.112
_shelx_estimated_absorpt_T_min   0.825
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.578
_exptl_absorpt_correction_T_max  0.864
_exptl_absorpt_process_details   'TWINABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   microfocus
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            3941
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_av_R_equivalents  0.0938
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.943
_diffrn_reflns_theta_max         63.718
_diffrn_reflns_theta_full        63.718
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3941
_reflns_number_gt                1148
_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, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'CELL_NOW (Sheldrick, 2008) and 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          
;
 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)+(0.0793P)²] 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         3941
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1393
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1780
_refine_ls_wR_factor_gt          0.1404
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_restrained_S_all      0.971
_refine_ls_shift/su_max          0.004
_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
O11 O 0.6648(3) 0.4752(3) 1.0259(2) 0.0442(7) Uani 1 1 d . . . . .
O12 O 0.6753(3) 0.6508(3) 1.0791(2) 0.0465(7) Uani 1 1 d . . . . .
O13 O 0.6649(3) 0.5637(3) 0.8019(2) 0.0393(6) Uani 1 1 d . . . . .
O14 O 0.6535(3) 0.4579(3) 0.6132(3) 0.0486(7) Uani 1 1 d . . . . .
O15 O 0.6624(3) 0.6341(3) 0.4883(2) 0.0451(7) Uani 1 1 d . . . . .
O21 O 0.9989(3) 0.1409(3) 1.0259(2) 0.0435(7) Uani 1 1 d . . . . .
O22 O 1.0077(3) 0.3185(3) 1.0785(3) 0.0486(7) Uani 1 1 d . . . . .
O23 O 0.9978(3) 0.2308(3) 0.8015(2) 0.0430(7) Uani 1 1 d . . . . .
O24 O 0.9871(4) 0.1251(3) 0.6113(3) 0.0531(8) Uani 1 1 d . . . . .
O25 O 0.9979(3) 0.2997(3) 0.4892(3) 0.0497(7) Uani 1 1 d . . . . .
O31 O 0.6710(3) 0.0328(3) 0.5118(2) 0.0437(7) Uani 1 1 d . . . . .
O32 O 0.6818(3) 0.2089(3) 0.3873(2) 0.0487(7) Uani 1 1 d . . . . .
O33 O 0.6677(3) 0.1036(3) 0.1983(2) 0.0392(6) Uani 1 1 d . . . . .
O34 O 0.6584(3) 0.0158(3) -0.0786(3) 0.0468(7) Uani 1 1 d . . . . .
O35 O 0.6688(3) 0.1931(3) -0.0269(3) 0.0475(7) Uani 1 1 d . . . . .
C11 C 0.6593(4) 0.4197(4) 1.1488(3) 0.0356(8) Uani 1 1 d . . . . .
H11A H 0.7475 0.3976 1.1795 0.053 Uiso 1 1 calc R U . . .
H11B H 0.6473 0.3382 1.1551 0.053 Uiso 1 1 calc R U . . .
H11C H 0.5795 0.4854 1.1955 0.053 Uiso 1 1 calc R U . . .
C12 C 0.6729(4) 0.5899(4) 1.0046(4) 0.0405(9) Uani 1 1 d . . . . .
C13 C 0.6753(4) 0.6382(4) 0.8767(4) 0.0407(9) Uani 1 1 d . . . . .
C14 C 0.6849(5) 0.7482(4) 0.8151(4) 0.0439(9) Uani 1 1 d . . . . .
H14 H 0.6929 0.8156 0.8469 0.053 Uiso 1 1 calc R U . . .
C15 C 0.6808(4) 0.7430(5) 0.6945(4) 0.0474(10) Uani 1 1 d . . . . .
H15 H 0.6859 0.8060 0.6290 0.057 Uiso 1 1 calc R U . . .
C16 C 0.6680(4) 0.6289(5) 0.6899(4) 0.0429(10) Uani 1 1 d . . . . .
C17 C 0.6583(4) 0.5635(5) 0.5959(4) 0.0440(10) Uani 1 1 d . . . . .
C18 C 0.6529(5) 0.5754(4) 0.3905(4) 0.0450(9) Uani 1 1 d . . . . .
H18A H 0.7309 0.4848 0.3870 0.067 Uiso 1 1 calc R U . . .
H18B H 0.6587 0.6309 0.3154 0.067 Uiso 1 1 calc R U . . .
H18C H 0.5626 0.5707 0.4030 0.067 Uiso 1 1 calc R U . . .
C21 C 0.9934(5) 0.0856(4) 1.1498(4) 0.0433(10) Uani 1 1 d . . . . .
H21A H 0.9981 -0.0036 1.1554 0.065 Uiso 1 1 calc R U . . .
H21B H 0.9049 0.1445 1.1937 0.065 Uiso 1 1 calc R U . . .
H21C H 1.0737 0.0784 1.1843 0.065 Uiso 1 1 calc R U . . .
C22 C 1.0065(4) 0.2568(4) 1.0039(4) 0.0427(10) Uani 1 1 d . . . . .
C23 C 1.0087(4) 0.3053(4) 0.8776(4) 0.0430(10) Uani 1 1 d . . . . .
C24 C 1.0184(4) 0.4171(4) 0.8130(3) 0.0390(9) Uani 1 1 d . . . . .
H24 H 1.0267 0.4855 0.8428 0.047 Uiso 1 1 calc R U . . .
C25 C 1.0134(4) 0.4078(4) 0.6930(4) 0.0383(9) Uani 1 1 d . . . . .
H25 H 1.0171 0.4702 0.6263 0.046 Uiso 1 1 calc R U . . .
C26 C 1.0025(4) 0.2942(4) 0.6900(3) 0.0385(9) Uani 1 1 d . . . . .
C27 C 0.9949(4) 0.2289(4) 0.5960(3) 0.0378(9) Uani 1 1 d . . . . .
C28 C 0.9871(5) 0.2409(5) 0.3915(4) 0.0483(10) Uani 1 1 d . . . . .
H28A H 1.0561 0.1460 0.3950 0.073 Uiso 1 1 calc R U . . .
H28B H 1.0064 0.2884 0.3153 0.073 Uiso 1 1 calc R U . . .
H28C H 0.8915 0.2486 0.3984 0.073 Uiso 1 1 calc R U . . .
C31 C 0.6803(6) 0.0892(6) 0.6101(4) 0.0591(12) Uani 1 1 d . . . . .
H31A H 0.7674 0.0996 0.5957 0.089 Uiso 1 1 calc R U . . .
H31B H 0.6811 0.0293 0.6838 0.089 Uiso 1 1 calc R U . . .
H31C H 0.5986 0.1770 0.6179 0.089 Uiso 1 1 calc R U . . .
C32 C 0.6724(4) 0.1039(5) 0.4061(4) 0.0450(10) Uani 1 1 d . . . . .
C33 C 0.6652(4) 0.0362(4) 0.3085(3) 0.0404(9) Uani 1 1 d . . . . .
C34 C 0.6518(4) -0.0764(4) 0.3068(4) 0.0418(9) Uani 1 1 d . . . . .
H34 H 0.6456 -0.1388 0.3726 0.050 Uiso 1 1 calc R U . . .
C35 C 0.6492(4) -0.0802(4) 0.1859(4) 0.0441(10) Uani 1 1 d . . . . .
H35 H 0.6418 -0.1476 0.1535 0.053 Uiso 1 1 calc R U . . .
C36 C 0.6589(4) 0.0272(4) 0.1248(3) 0.0362(9) Uani 1 1 d . . . . .
C37 C 0.6632(4) 0.0744(4) -0.0050(4) 0.0382(9) Uani 1 1 d . . . . .
C38 C 0.6742(6) 0.2476(5) -0.1519(4) 0.0605(13) Uani 1 1 d . . . . .
H38A H 0.5921 0.2574 -0.1852 0.091 Uiso 1 1 calc R U . . .
H38B H 0.7611 0.1865 -0.1961 0.091 Uiso 1 1 calc R U . . .
H38C H 0.6731 0.3354 -0.1586 0.091 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
O11 C12 1.319(5) . ?
O11 C11 1.438(5) . ?
O12 C12 1.207(5) . ?
O13 C16 1.362(5) . ?
O13 C13 1.364(5) . ?
O14 C17 1.202(5) . ?
O15 C17 1.347(5) . ?
O15 C18 1.450(5) . ?
O21 C22 1.330(5) . ?
O21 C21 1.447(5) . ?
O22 C22 1.209(5) . ?
O23 C26 1.353(5) . ?
O23 C23 1.378(5) . ?
O24 C27 1.197(5) . ?
O25 C27 1.339(5) . ?
O25 C28 1.456(5) . ?
O31 C32 1.329(5) . ?
O31 C31 1.438(6) . ?
O32 C32 1.219(5) . ?
O33 C33 1.355(5) . ?
O33 C36 1.360(5) . ?
O34 C37 1.189(5) . ?
O35 C37 1.351(5) . ?
O35 C38 1.456(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.470(6) . ?
C13 C14 1.354(6) . ?
C14 C15 1.407(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.376(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.462(7) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.453(7) . ?
C23 C24 1.384(6) . ?
C24 C25 1.415(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.354(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.453(6) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.504(6) . ?
C33 C34 1.354(6) . ?
C34 C35 1.403(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.327(6) . ?
C35 H35 0.9500 . ?
C36 C37 1.488(5) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 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
C12 O11 C11 116.1(3) . . ?
C16 O13 C13 106.6(3) . . ?
C17 O15 C18 114.2(3) . . ?
C22 O21 C21 116.1(3) . . ?
C26 O23 C23 107.2(3) . . ?
C27 O25 C28 113.8(3) . . ?
C32 O31 C31 115.0(4) . . ?
C33 O33 C36 104.5(3) . . ?
C37 O35 C38 115.3(3) . . ?
O11 C11 H11A 109.5 . . ?
O11 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O11 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O12 C12 O11 125.5(4) . . ?
O12 C12 C13 123.1(4) . . ?
O11 C12 C13 111.4(4) . . ?
C14 C13 O13 110.7(4) . . ?
C14 C13 C12 131.7(4) . . ?
O13 C13 C12 117.6(3) . . ?
C13 C14 C15 106.4(4) . . ?
C13 C14 H14 126.8 . . ?
C15 C14 H14 126.8 . . ?
C16 C15 C14 106.7(3) . . ?
C16 C15 H15 126.6 . . ?
C14 C15 H15 126.6 . . ?
O13 C16 C15 109.5(4) . . ?
O13 C16 C17 114.9(4) . . ?
C15 C16 C17 135.6(4) . . ?
O14 C17 O15 125.2(4) . . ?
O14 C17 C16 123.7(4) . . ?
O15 C17 C16 111.1(4) . . ?
O15 C18 H18A 109.5 . . ?
O15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O21 C21 H21A 109.5 . . ?
O21 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O21 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O22 C22 O21 125.3(4) . . ?
O22 C22 C23 122.7(4) . . ?
O21 C22 C23 112.0(4) . . ?
O23 C23 C24 109.5(4) . . ?
O23 C23 C22 117.6(4) . . ?
C24 C23 C22 132.9(4) . . ?
C23 C24 C25 105.3(3) . . ?
C23 C24 H24 127.4 . . ?
C25 C24 H24 127.4 . . ?
C26 C25 C24 107.9(3) . . ?
C26 C25 H25 126.0 . . ?
C24 C25 H25 126.0 . . ?
O23 C26 C25 110.1(3) . . ?
O23 C26 C27 115.4(3) . . ?
C25 C26 C27 134.5(4) . . ?
O24 C27 O25 124.1(4) . . ?
O24 C27 C26 124.6(4) . . ?
O25 C27 C26 111.3(3) . . ?
O25 C28 H28A 109.5 . . ?
O25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O31 C31 H31A 109.5 . . ?
O31 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O31 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O32 C32 O31 125.7(4) . . ?
O32 C32 C33 123.0(4) . . ?
O31 C32 C33 111.3(4) . . ?
C34 C33 O33 112.1(4) . . ?
C34 C33 C32 133.9(4) . . ?
O33 C33 C32 113.9(4) . . ?
C33 C34 C35 104.4(3) . . ?
C33 C34 H34 127.8 . . ?
C35 C34 H34 127.8 . . ?
C36 C35 C34 107.8(4) . . ?
C36 C35 H35 126.1 . . ?
C34 C35 H35 126.1 . . ?
C35 C36 O33 111.2(3) . . ?
C35 C36 C37 131.6(4) . . ?
O33 C36 C37 117.2(3) . . ?
O34 C37 O35 125.1(4) . . ?
O34 C37 C36 123.7(4) . . ?
O35 C37 C36 111.1(3) . . ?
O35 C38 H38A 109.5 . . ?
O35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 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
C11 O11 C12 O12 -0.4(6) . . . . ?
C11 O11 C12 C13 -179.0(3) . . . . ?
C16 O13 C13 C14 -0.1(5) . . . . ?
C16 O13 C13 C12 179.4(4) . . . . ?
O12 C12 C13 C14 2.6(8) . . . . ?
O11 C12 C13 C14 -178.8(5) . . . . ?
O12 C12 C13 O13 -176.7(4) . . . . ?
O11 C12 C13 O13 1.9(5) . . . . ?
O13 C13 C14 C15 -0.2(5) . . . . ?
C12 C13 C14 C15 -179.5(4) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
C13 O13 C16 C15 0.3(5) . . . . ?
C13 O13 C16 C17 179.8(4) . . . . ?
C14 C15 C16 O13 -0.4(5) . . . . ?
C14 C15 C16 C17 -179.8(5) . . . . ?
C18 O15 C17 O14 3.1(6) . . . . ?
C18 O15 C17 C16 -179.8(3) . . . . ?
O13 C16 C17 O14 -2.8(6) . . . . ?
C15 C16 C17 O14 176.7(5) . . . . ?
O13 C16 C17 O15 -179.9(3) . . . . ?
C15 C16 C17 O15 -0.5(7) . . . . ?
C21 O21 C22 O22 -0.8(6) . . . . ?
C21 O21 C22 C23 -178.9(3) . . . . ?
C26 O23 C23 C24 0.8(5) . . . . ?
C26 O23 C23 C22 -179.8(4) . . . . ?
O22 C22 C23 O23 -175.9(4) . . . . ?
O21 C22 C23 O23 2.2(5) . . . . ?
O22 C22 C23 C24 3.3(8) . . . . ?
O21 C22 C23 C24 -178.6(4) . . . . ?
O23 C23 C24 C25 -0.2(5) . . . . ?
C22 C23 C24 C25 -179.4(4) . . . . ?
C23 C24 C25 C26 -0.5(5) . . . . ?
C23 O23 C26 C25 -1.1(4) . . . . ?
C23 O23 C26 C27 179.0(3) . . . . ?
C24 C25 C26 O23 1.0(5) . . . . ?
C24 C25 C26 C27 -179.1(4) . . . . ?
C28 O25 C27 O24 1.5(6) . . . . ?
C28 O25 C27 C26 -178.6(4) . . . . ?
O23 C26 C27 O24 -1.2(6) . . . . ?
C25 C26 C27 O24 179.0(5) . . . . ?
O23 C26 C27 O25 178.9(3) . . . . ?
C25 C26 C27 O25 -0.9(7) . . . . ?
C31 O31 C32 O32 0.6(7) . . . . ?
C31 O31 C32 C33 178.9(4) . . . . ?
C36 O33 C33 C34 -1.5(5) . . . . ?
C36 O33 C33 C32 -179.4(3) . . . . ?
O32 C32 C33 C34 -178.4(5) . . . . ?
O31 C32 C33 C34 3.3(7) . . . . ?
O32 C32 C33 O33 -1.1(6) . . . . ?
O31 C32 C33 O33 -179.4(3) . . . . ?
O33 C33 C34 C35 1.4(5) . . . . ?
C32 C33 C34 C35 178.8(5) . . . . ?
C33 C34 C35 C36 -0.8(5) . . . . ?
C34 C35 C36 O33 -0.1(5) . . . . ?
C34 C35 C36 C37 179.1(4) . . . . ?
C33 O33 C36 C35 1.0(5) . . . . ?
C33 O33 C36 C37 -178.4(3) . . . . ?
C38 O35 C37 O34 -2.2(6) . . . . ?
C38 O35 C37 C36 179.6(4) . . . . ?
C35 C36 C37 O34 -0.3(7) . . . . ?
O33 C36 C37 O34 178.9(4) . . . . ?
C35 C36 C37 O35 177.9(4) . . . . ?
O33 C36 C37 O35 -2.9(5) . . . . ?

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.106



# start Validation Reply Form
_vrf_PLAT026_twin4               
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        29% Check 
RESPONSE:The crystal was extremely thin. In addition, a twinning ratio 
of 80 to 20 was found. This leads to low resolution. 
However, the measurement provides additional structural proof.
;


# end Validation Reply Form
####################################################################### 
# 
# 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_AX2812absv
_database_code_depnum_ccdc_archive 'CCDC 2448918'
loop_
_audit_author_name
_audit_author_address
'Hans-Joachim Drexler'
;LIKAT
Germany
;
_audit_update_record             
;
2025-05-06 deposited with the CCDC.	2025-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 O5'
_chemical_formula_sum            'C8 H8 O5'
_chemical_formula_weight         184.14

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      monoclinic
_space_group_IT_number           8
_space_group_name_H-M_alt        'C m'
_space_group_name_Hall           'C -2y'

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

_cell_length_a                   6.1134(8)
_cell_length_b                   20.587(3)
_cell_length_c                   3.7976(5)
_cell_angle_alpha                90
_cell_angle_beta                 122.799(7)
_cell_angle_gamma                90
_cell_volume                     401.75(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1722
_cell_measurement_theta_min      4.30
_cell_measurement_theta_max      69.11

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_F_000             192
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.117
_shelx_estimated_absorpt_T_min   0.745
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5931
_exptl_absorpt_correction_T_max  0.7532
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   microfocus
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            2045
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         10.802
_diffrn_reflns_theta_max         69.107
_diffrn_reflns_theta_full        67.679
_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 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             692
_reflns_number_gt                683
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.974
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.997

_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, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_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          
;
 Refined as a 2-component perfect inversion 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)+(0.0560P)²+0.0430P] 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_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         692
_refine_ls_number_parameters     62
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0748
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.082
_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 0.0910(3) 0.62025(8) 0.4294(4) 0.0314(5) Uani 1 1 d . . . . .
O2 O 0.2715(4) 0.5000 0.4494(6) 0.0268(5) Uani 1 2 d S T P . .
O3 O 0.4372(4) 0.66615(8) 0.4695(6) 0.0369(5) Uani 1 1 d . . . . .
C1 C -0.0075(5) 0.68532(12) 0.4153(7) 0.0332(6) Uani 1 1 d . . . . .
H3 H 0.1217 0.7097 0.6643 0.050 Uiso 1 1 calc R U . . .
H1 H -0.1696 0.6822 0.4087 0.050 Uiso 1 1 calc R U . . .
H2 H -0.0409 0.7078 0.1632 0.050 Uiso 1 1 calc R U . . .
C2 C 0.3181(4) 0.61876(12) 0.4571(6) 0.0273(6) Uani 1 1 d . . . . .
C3 C 0.4141(5) 0.55279(11) 0.4754(7) 0.0270(6) Uani 1 1 d . . . . .
C4 C 0.6411(5) 0.53404(11) 0.5158(7) 0.0309(5) Uani 1 1 d . . . . .
H4 H 0.7728 0.5617 0.5392 0.037 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 C2 1.335(3) . ?
O1 C1 1.458(3) . ?
O2 C3 1.363(3) 2_565 ?
O2 C3 1.363(3) . ?
O3 C2 1.203(3) . ?
C1 H3 0.9800 . ?
C1 H1 0.9800 . ?
C1 H2 0.9800 . ?
C2 C3 1.466(3) . ?
C3 C4 1.366(4) . ?
C4 C4 1.402(5) 2_565 ?
C4 H4 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
C2 O1 C1 114.55(18) . . ?
C3 O2 C3 105.8(2) 2_565 . ?
O1 C1 H3 109.5 . . ?
O1 C1 H1 109.5 . . ?
H3 C1 H1 109.5 . . ?
O1 C1 H2 109.5 . . ?
H3 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
O3 C2 O1 124.5(2) . . ?
O3 C2 C3 122.1(2) . . ?
O1 C2 C3 113.44(19) . . ?
O2 C3 C4 110.71(19) . . ?
O2 C3 C2 120.74(19) . . ?
C4 C3 C2 128.5(2) . . ?
C3 C4 C4 106.41(14) . 2_565 ?
C3 C4 H4 126.8 . . ?
C4 C4 H4 126.8 2_565 . ?

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 O3 -0.1(3) . . . . ?
C1 O1 C2 C3 179.38(18) . . . . ?
C3 O2 C3 C4 0.1(3) 2_565 . . . ?
C3 O2 C3 C2 179.88(11) 2_565 . . . ?
O3 C2 C3 O2 -178.2(2) . . . . ?
O1 C2 C3 O2 2.3(3) . . . . ?
O3 C2 C3 C4 1.4(4) . . . . ?
O1 C2 C3 C4 -178.0(3) . . . . ?
O2 C3 C4 C4 -0.1(2) . . . 2_565 ?
C2 C3 C4 C4 -179.80(18) . . . 2_565 ?

_refine_diff_density_max         0.183
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.044



