# Electronic Supplementary Material (ESI) for Green Chemistry.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2307840'
loop_
_audit_author_name
_audit_author_address
'Andrew Ken Inge'
;Stockholm University
Sweden
;
_audit_update_record             
;
2023-11-14 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H16 O6'
_chemical_formula_sum            'C12 H16 O6'
_chemical_formula_weight         256.25

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           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                   7.1937(2)
_cell_length_b                   9.3874(3)
_cell_length_c                   8.8093(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.7090(10)
_cell_angle_gamma                90
_cell_volume                     588.03(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    7238
_cell_measurement_theta_min      6.22
_cell_measurement_theta_max      72.19

_exptl_crystal_description       stubby
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_F_000             272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.37
_exptl_absorpt_coefficient_mu    0.991
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5193
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10018
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         6.224
_diffrn_reflns_theta_max         72.243
_diffrn_reflns_theta_full        67.679
_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             1155
_reflns_number_gt                1052
_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       'Bruker AXS APEX 3 v2017.3-0'
_computing_cell_refinement       'Bruker AXS APEX 3 v2017.3-0'
_computing_data_reduction        'Bruker AXS APEX 3 v2017.3-0'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2018/1 (Sheldrick, 2018)'
_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)+(0.0328P)²+0.1737P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1155
_refine_ls_number_parameters     106
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0855
_refine_ls_wR_factor_gt          0.0828
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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
C1 C 0.77623(17) 0.60966(13) 0.46266(14) 0.0321(3) Uani 1 1 d . . . . .
H1 H 0.890(2) 0.5944(16) 0.5380(18) 0.039 Uiso 1 1 d . U . . .
C2 C 0.60005(16) 0.58619(12) 0.53231(14) 0.0294(3) Uani 1 1 d . . . . .
H2 H 0.5895(19) 0.6595(16) 0.6105(17) 0.035 Uiso 1 1 d . U . . .
C3 C 0.42282(17) 0.56909(13) 0.40943(14) 0.0312(3) Uani 1 1 d . . . . .
H3 H 0.321(2) 0.6300(16) 0.4205(16) 0.037 Uiso 1 1 d . U . . .
C4 C 0.46062(18) 0.57779(13) 0.24713(15) 0.0363(3) Uani 1 1 d . . . . .
C5 C 0.6475(2) 0.52477(16) 0.21304(15) 0.0411(3) Uani 1 1 d . . . . .
H5A H 0.625(2) 0.4288(19) 0.1644(19) 0.049 Uiso 1 1 d . U . . .
H5B H 0.692(2) 0.5876(19) 0.1332(19) 0.049 Uiso 1 1 d . U . . .
C6 C 0.9445(2) 0.8003(2) 0.3707(2) 0.0510(4) Uani 1 1 d . . . . .
H6A H 1.037(3) 0.792(2) 0.460(3) 0.077 Uiso 1 1 d . U . . .
H6B H 0.984(3) 0.743(2) 0.289(3) 0.077 Uiso 1 1 d . U . . .
H6C H 0.925(3) 0.898(3) 0.340(2) 0.077 Uiso 1 1 d . U . . .
O1 O 0.76929(12) 0.74992(9) 0.40730(11) 0.0365(3) Uani 1 1 d . . . . .
O2 O 0.34596(15) 0.62367(13) 0.14386(12) 0.0573(3) Uani 1 1 d . . . . .
O3 O 0.78928(13) 0.50866(10) 0.34478(10) 0.0392(3) 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
C1 O1 1.4024(15) . ?
C1 O3 1.4197(15) . ?
C1 C2 1.5056(17) . ?
C1 H1 0.982(15) . ?
C2 C3 1.5508(16) . ?
C2 C3 1.5623(17) 3_666 ?
C2 H2 0.984(15) . ?
C3 C4 1.4975(19) . ?
C3 H3 0.946(15) . ?
C4 O2 1.2109(16) . ?
C4 C5 1.506(2) . ?
C5 O3 1.4325(17) . ?
C5 H5A 1.000(18) . ?
C5 H5B 1.007(18) . ?
C6 O1 1.4279(17) . ?
C6 H6A 0.95(2) . ?
C6 H6B 0.98(2) . ?
C6 H6C 0.97(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
O1 C1 O3 112.05(10) . . ?
O1 C1 C2 106.93(9) . . ?
O3 C1 C2 110.69(10) . . ?
O1 C1 H1 110.8(9) . . ?
O3 C1 H1 104.8(9) . . ?
C2 C1 H1 111.7(9) . . ?
C1 C2 C3 112.61(10) . . ?
C1 C2 C3 114.04(10) . 3_666 ?
C3 C2 C3 90.94(9) . 3_666 ?
C1 C2 H2 110.0(8) . . ?
C3 C2 H2 114.7(8) . . ?
C3 C2 H2 113.5(8) 3_666 . ?
C4 C3 C2 114.32(10) . . ?
C4 C3 C2 114.08(10) . 3_666 ?
C2 C3 C2 89.06(9) . 3_666 ?
C4 C3 H3 108.7(9) . . ?
C2 C3 H3 115.7(9) . . ?
C2 C3 H3 114.1(9) 3_666 . ?
O2 C4 C3 122.36(12) . . ?
O2 C4 C5 119.66(13) . . ?
C3 C4 C5 117.98(11) . . ?
O3 C5 C4 114.90(11) . . ?
O3 C5 H5A 107.4(9) . . ?
C4 C5 H5A 107.2(10) . . ?
O3 C5 H5B 111.4(9) . . ?
C4 C5 H5B 109.5(9) . . ?
H5A C5 H5B 106.0(14) . . ?
O1 C6 H6A 108.3(13) . . ?
O1 C6 H6B 110.3(13) . . ?
H6A C6 H6B 108.9(18) . . ?
O1 C6 H6C 106.3(13) . . ?
H6A C6 H6C 111.6(18) . . ?
H6B C6 H6C 111.4(18) . . ?
C1 O1 C6 113.76(11) . . ?
C1 O3 C5 113.84(9) . . ?

_refine_diff_density_max         0.166
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.038


####################################################################### 
# 
# 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_compund_2
_database_code_depnum_ccdc_archive 'CCDC 2308513'
loop_
_audit_author_name
_audit_author_address
'Erik Svensson Grape'
;Uppsala University
Sweden
;
_audit_update_record             
;
2023-11-16 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H16 O6'
_chemical_formula_sum            'C12 H16 O6'
_chemical_formula_weight         256.25

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           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   10.5173(6)
_cell_length_b                   8.6150(5)
_cell_length_c                   26.8090(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2429.1(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    9918
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      70.00

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.71
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.959
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.4177
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20488
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.297
_diffrn_reflns_theta_max         70.109
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2314
_reflns_number_gt                2020
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (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)+(0.0673P)²+0.6410P] 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     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0120(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2314
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.1172
_refine_ls_wR_factor_gt          0.1121
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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
O3 O 0.26767(10) 0.64385(12) 0.30595(4) 0.0350(3) Uani 1 1 d . . . . .
O1 O 0.16795(10) 0.60532(14) 0.38045(4) 0.0394(3) Uani 1 1 d . . . . .
O6 O 0.59950(11) 0.54256(14) 0.44147(4) 0.0435(3) Uani 1 1 d . . . . .
O4 O 0.54524(13) 0.80027(14) 0.45708(4) 0.0477(4) Uani 1 1 d . . . . .
O2 O 0.51795(13) 0.42459(16) 0.25044(5) 0.0559(4) Uani 1 1 d . . . . .
O5 O 0.74975(13) 0.7550(2) 0.34368(5) 0.0619(4) Uani 1 1 d . . . . .
C8 C 0.43564(14) 0.67033(16) 0.39355(5) 0.0287(3) Uani 1 1 d . . . . .
H8 H 0.3751(17) 0.756(2) 0.3946(7) 0.034 Uiso 1 1 d . U . . .
C3 C 0.49004(14) 0.50623(16) 0.33455(5) 0.0289(3) Uani 1 1 d . . . . .
H3 H 0.5528(17) 0.433(2) 0.3414(7) 0.035 Uiso 1 1 d . U . . .
C9 C 0.53373(14) 0.67418(16) 0.35006(5) 0.0295(3) Uani 1 1 d . . . . .
H9 H 0.5170(17) 0.749(2) 0.3255(7) 0.035 Uiso 1 1 d . U . . .
C2 C 0.37894(14) 0.51807(16) 0.37267(5) 0.0293(3) Uani 1 1 d . . . . .
H2 H 0.3743(17) 0.432(2) 0.3958(7) 0.035 Uiso 1 1 d . U . . .
C4 C 0.45271(15) 0.49271(17) 0.28040(6) 0.0346(4) Uani 1 1 d . . . . .
C1 C 0.25269(14) 0.53923(17) 0.34692(5) 0.0302(3) Uani 1 1 d . . . . .
H1 H 0.2182(16) 0.441(2) 0.3342(7) 0.036 Uiso 1 1 d . U . . .
C7 C 0.49951(15) 0.65378(19) 0.44367(6) 0.0364(4) Uani 1 1 d . . . . .
H7 H 0.4393(19) 0.615(2) 0.4695(8) 0.044 Uiso 1 1 d . U . . .
C10 C 0.66975(15) 0.68282(18) 0.36616(6) 0.0375(4) Uani 1 1 d . . . . .
C5 C 0.32926(17) 0.5682(2) 0.26542(6) 0.0410(4) Uani 1 1 d . . . . .
H5A H 0.344(2) 0.650(2) 0.2407(8) 0.049 Uiso 1 1 d . U . . .
H5B H 0.275(2) 0.492(2) 0.2514(8) 0.049 Uiso 1 1 d . U . . .
C6 C 0.03919(15) 0.6043(2) 0.36364(7) 0.0442(4) Uani 1 1 d . . . . .
H6A H 0.035177 0.644755 0.330315 0.066 Uiso 1 1 calc R U . . .
H6B H -0.011623 0.667603 0.385346 0.066 Uiso 1 1 calc R U . . .
H6C H 0.007412 0.499838 0.363962 0.066 Uiso 1 1 calc R U . . .
C11 C 0.70493(17) 0.5955(2) 0.41298(7) 0.0471(4) Uani 1 1 d . . . . .
H11A H 0.750(2) 0.507(3) 0.4031(8) 0.056 Uiso 1 1 d . U . . .
H11B H 0.757(2) 0.668(3) 0.4330(9) 0.056 Uiso 1 1 d . U . . .
C12 C 0.5938(3) 0.8079(3) 0.50704(8) 0.0766(7) Uani 1 1 d . . . . .
H12A H 0.531044 0.768903 0.529825 0.115 Uiso 1 1 calc R U . . .
H12B H 0.613300 0.913710 0.515239 0.115 Uiso 1 1 calc R U . . .
H12C H 0.669527 0.746143 0.509468 0.115 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
O3 C5 1.423(2) . ?
O3 C1 1.4295(18) . ?
O1 C1 1.3879(18) . ?
O1 C6 1.4273(19) . ?
O6 C11 1.422(2) . ?
O6 C7 1.424(2) . ?
O4 C7 1.397(2) . ?
O4 C12 1.435(2) . ?
O2 C4 1.209(2) . ?
O5 C10 1.208(2) . ?
C8 C7 1.509(2) . ?
C8 C2 1.5458(19) . ?
C8 C9 1.5572(19) . ?
C8 H8 0.977(19) . ?
C3 C4 1.508(2) . ?
C3 C2 1.5557(19) . ?
C3 C9 1.5741(19) . ?
C3 H3 0.934(18) . ?
C9 C10 1.496(2) . ?
C9 H9 0.94(2) . ?
C2 C1 1.508(2) . ?
C2 H2 0.966(18) . ?
C4 C5 1.507(2) . ?
C1 H1 0.982(19) . ?
C7 H7 1.00(2) . ?
C10 C11 1.509(3) . ?
C5 H5A 0.98(2) . ?
C5 H5B 0.95(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C11 H11A 0.94(2) . ?
C11 H11B 0.98(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 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
C5 O3 C1 110.38(12) . . ?
C1 O1 C6 113.72(12) . . ?
C11 O6 C7 112.48(13) . . ?
C7 O4 C12 113.82(16) . . ?
C7 C8 C2 114.46(12) . . ?
C7 C8 C9 111.95(12) . . ?
C2 C8 C9 90.14(10) . . ?
C7 C8 H8 109.6(11) . . ?
C2 C8 H8 113.7(10) . . ?
C9 C8 H8 116.0(11) . . ?
C4 C3 C2 116.22(12) . . ?
C4 C3 C9 113.66(12) . . ?
C2 C3 C9 89.16(11) . . ?
C4 C3 H3 108.7(11) . . ?
C2 C3 H3 116.5(11) . . ?
C9 C3 H3 111.5(11) . . ?
C10 C9 C8 114.75(12) . . ?
C10 C9 C3 113.65(12) . . ?
C8 C9 C3 89.13(10) . . ?
C10 C9 H9 110.3(11) . . ?
C8 C9 H9 114.5(11) . . ?
C3 C9 H9 113.2(11) . . ?
C1 C2 C8 113.77(12) . . ?
C1 C2 C3 111.64(12) . . ?
C8 C2 C3 90.22(11) . . ?
C1 C2 H2 110.0(11) . . ?
C8 C2 H2 115.9(11) . . ?
C3 C2 H2 114.2(11) . . ?
O2 C4 C5 121.45(15) . . ?
O2 C4 C3 121.97(15) . . ?
C5 C4 C3 116.58(13) . . ?
O1 C1 O3 108.04(12) . . ?
O1 C1 C2 108.58(12) . . ?
O3 C1 C2 109.33(11) . . ?
O1 C1 H1 110.0(10) . . ?
O3 C1 H1 108.4(11) . . ?
C2 C1 H1 112.4(10) . . ?
O4 C7 O6 111.35(13) . . ?
O4 C7 C8 107.27(12) . . ?
O6 C7 C8 110.82(12) . . ?
O4 C7 H7 110.2(11) . . ?
O6 C7 H7 105.6(11) . . ?
C8 C7 H7 111.6(11) . . ?
O5 C10 C9 123.23(16) . . ?
O5 C10 C11 120.06(16) . . ?
C9 C10 C11 116.71(14) . . ?
O3 C5 C4 112.74(13) . . ?
O3 C5 H5A 104.9(12) . . ?
C4 C5 H5A 111.0(13) . . ?
O3 C5 H5B 110.4(13) . . ?
C4 C5 H5B 108.8(12) . . ?
H5A C5 H5B 108.9(18) . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O6 C11 C10 114.56(14) . . ?
O6 C11 H11A 106.8(14) . . ?
C10 C11 H11A 107.2(13) . . ?
O6 C11 H11B 110.0(13) . . ?
C10 C11 H11B 105.9(13) . . ?
H11A C11 H11B 112.4(19) . . ?
O4 C12 H12A 109.5 . . ?
O4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_refine_diff_density_max         0.341
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.055


####################################################################### 
# 
# 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_Compound2
_database_code_depnum_ccdc_archive 'CCDC 2307841'
loop_
_audit_author_name
_audit_author_address
'Andrew Ken Inge'
;Stockholm University
Sweden
;
_audit_update_record             
;
2023-11-14 deposited with the CCDC.	2024-05-21 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         ?
_chemical_formula_sum            'C12 H16 O6'
_chemical_formula_weight         256.25

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           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                   9.4404(3)
_cell_length_b                   14.2743(4)
_cell_length_c                   9.8596(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.0830(10)
_cell_angle_gamma                90
_cell_volume                     1239.69(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9482
_cell_measurement_theta_min      5.02
_cell_measurement_theta_max      74.60

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.940
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6099
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_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            30151
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         5.021
_diffrn_reflns_theta_max         74.623
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2552
_reflns_number_gt                2327
_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       '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          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1038P)²+0.3075P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.051(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2552
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1467
_refine_ls_wR_factor_gt          0.1408
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.936
_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 0.15330(13) 0.81850(10) 0.46305(13) 0.0632(4) Uani 1 1 d . . . . .
C1 C 0.18537(14) 0.77733(9) 0.59785(14) 0.0388(3) Uani 1 1 d . . . . .
H1 H 0.2106 0.8264 0.6722 0.047 Uiso 1 1 calc R U . . .
O2 O 0.06122(11) 0.72489(8) 0.60475(12) 0.0515(3) Uani 1 1 d . . . . .
C2 C 0.32215(14) 0.71627(9) 0.62389(14) 0.0372(3) Uani 1 1 d . . . . .
H2 H 0.4055 0.7501 0.6086 0.045 Uiso 1 1 calc R U . . .
O3 O 0.0801(2) 0.55139(13) 0.35056(18) 0.1067(7) Uani 1 1 d . . . . .
C3 C 0.28403(18) 0.62344(10) 0.53694(15) 0.0470(4) Uani 1 1 d . . . . .
H3 H 0.3494 0.6127 0.4805 0.056 Uiso 1 1 calc R U . . .
O4 O 0.45340(19) 0.42722(9) 0.64537(19) 0.0855(5) Uani 1 1 d . . . . .
C4 C 0.1202(2) 0.60695(12) 0.44938(19) 0.0638(5) Uani 1 1 d . . . . .
O5 O 0.63712(12) 0.63961(9) 0.79301(13) 0.0577(4) Uani 1 1 d . . . . .
C5 C 0.0037(2) 0.66061(15) 0.4884(3) 0.0784(6) Uani 1 1 d . . . . .
H5A H -0.0597 0.6947 0.4031 0.094 Uiso 1 1 calc R U . . .
H5B H -0.0609 0.6161 0.5131 0.094 Uiso 1 1 calc R U . . .
O6 O 0.56790(12) 0.63733(8) 0.99771(11) 0.0531(3) Uani 1 1 d . . . . .
C6 C 0.0361(2) 0.88673(17) 0.4254(3) 0.0848(7) Uani 1 1 d . . . . .
H6A H -0.0608 0.8561 0.3882 0.127 Uiso 1 1 calc R U . . .
H6B H 0.0466 0.9278 0.3525 0.127 Uiso 1 1 calc R U . . .
H6C H 0.0431 0.9225 0.5100 0.127 Uiso 1 1 calc R U . . .
C7 C 0.54070(15) 0.67701(10) 0.86161(14) 0.0408(3) Uani 1 1 d . . . . .
H7 H 0.5592 0.7446 0.8743 0.049 Uiso 1 1 calc R U . . .
C8 C 0.37583(15) 0.66195(9) 0.76902(14) 0.0372(3) Uani 1 1 d . . . . .
H8 H 0.3091 0.6728 0.8240 0.045 Uiso 1 1 calc R U . . .
C9 C 0.33959(16) 0.56778(9) 0.68493(15) 0.0434(4) Uani 1 1 d . . . . .
H9 H 0.2564 0.5341 0.7007 0.052 Uiso 1 1 calc R U . . .
C11 C 0.6274(2) 0.54066(15) 0.7792(3) 0.0781(7) Uani 1 1 d . . . . .
H11A H 0.6643 0.5132 0.8757 0.094 Uiso 1 1 calc R U . . .
H11B H 0.6940 0.5200 0.7297 0.094 Uiso 1 1 calc R U . . .
C10 C 0.4715(2) 0.50446(11) 0.69859(19) 0.0550(4) Uani 1 1 d . . . . .
C12 C 0.7119(2) 0.66194(17) 1.10298(19) 0.0697(5) Uani 1 1 d . . . . .
H12A H 0.7902 0.6270 1.0849 0.104 Uiso 1 1 calc R U . . .
H12B H 0.7131 0.6476 1.1985 0.104 Uiso 1 1 calc R U . . .
H12C H 0.7293 0.7278 1.0964 0.104 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 1.3835(16) . ?
O1 C6 1.420(2) . ?
C1 O2 1.4128(16) . ?
C1 C2 1.5014(17) . ?
C1 H1 0.9800 . ?
O2 C5 1.416(2) . ?
C2 C8 1.5439(17) . ?
C2 C3 1.5487(19) . ?
C2 H2 0.9800 . ?
O3 C4 1.207(2) . ?
C3 C4 1.494(2) . ?
C3 C9 1.5763(19) . ?
C3 H3 0.9800 . ?
O4 C10 1.206(2) . ?
C4 C5 1.500(3) . ?
O5 C11 1.419(2) . ?
O5 C7 1.4192(16) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
O6 C7 1.3927(17) . ?
O6 C12 1.426(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.5099(18) . ?
C7 H7 0.9800 . ?
C8 C9 1.5515(18) . ?
C8 H8 0.9800 . ?
C9 C10 1.505(2) . ?
C9 H9 0.9800 . ?
C11 C10 1.492(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 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 C6 115.05(13) . . ?
O1 C1 O2 111.88(11) . . ?
O1 C1 C2 106.76(10) . . ?
O2 C1 C2 111.19(11) . . ?
O1 C1 H1 109.0 . . ?
O2 C1 H1 109.0 . . ?
C2 C1 H1 109.0 . . ?
C1 O2 C5 112.81(13) . . ?
C1 C2 C8 115.18(10) . . ?
C1 C2 C3 112.81(11) . . ?
C8 C2 C3 90.96(10) . . ?
C1 C2 H2 112.1 . . ?
C8 C2 H2 112.1 . . ?
C3 C2 H2 112.1 . . ?
C4 C3 C2 116.15(12) . . ?
C4 C3 C9 112.71(13) . . ?
C2 C3 C9 89.15(10) . . ?
C4 C3 H3 112.3 . . ?
C2 C3 H3 112.3 . . ?
C9 C3 H3 112.3 . . ?
O3 C4 C3 121.95(19) . . ?
O3 C4 C5 119.77(19) . . ?
C3 C4 C5 118.27(14) . . ?
C11 O5 C7 112.95(14) . . ?
O2 C5 C4 115.83(14) . . ?
O2 C5 H5A 108.3 . . ?
C4 C5 H5A 108.3 . . ?
O2 C5 H5B 108.3 . . ?
C4 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C7 O6 C12 113.46(13) . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O6 C7 O5 112.25(11) . . ?
O6 C7 C8 108.50(11) . . ?
O5 C7 C8 110.89(11) . . ?
O6 C7 H7 108.4 . . ?
O5 C7 H7 108.4 . . ?
C8 C7 H7 108.4 . . ?
C7 C8 C2 114.34(11) . . ?
C7 C8 C9 115.32(11) . . ?
C2 C8 C9 90.24(10) . . ?
C7 C8 H8 111.8 . . ?
C2 C8 H8 111.8 . . ?
C9 C8 H8 111.8 . . ?
C10 C9 C8 117.14(12) . . ?
C10 C9 C3 112.00(12) . . ?
C8 C9 C3 89.65(10) . . ?
C10 C9 H9 112.1 . . ?
C8 C9 H9 112.1 . . ?
C3 C9 H9 112.1 . . ?
O5 C11 C10 114.40(14) . . ?
O5 C11 H11A 108.7 . . ?
C10 C11 H11A 108.7 . . ?
O5 C11 H11B 108.7 . . ?
C10 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
O4 C10 C11 120.44(16) . . ?
O4 C10 C9 121.79(17) . . ?
C11 C10 C9 117.77(14) . . ?
O6 C12 H12A 109.5 . . ?
O6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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
C6 O1 C1 O2 64.4(2) . . . . ?
C6 O1 C1 C2 -173.79(16) . . . . ?
O1 C1 O2 C5 51.28(17) . . . . ?
C2 C1 O2 C5 -68.00(16) . . . . ?
O1 C1 C2 C8 -179.01(11) . . . . ?
O2 C1 C2 C8 -56.71(15) . . . . ?
O1 C1 C2 C3 -76.42(14) . . . . ?
O2 C1 C2 C3 45.87(15) . . . . ?
C1 C2 C3 C4 -3.21(18) . . . . ?
C8 C2 C3 C4 114.73(14) . . . . ?
C1 C2 C3 C9 -118.23(11) . . . . ?
C8 C2 C3 C9 -0.28(10) . . . . ?
C2 C3 C4 O3 160.7(2) . . . . ?
C9 C3 C4 O3 -98.5(2) . . . . ?
C2 C3 C4 C5 -20.2(2) . . . . ?
C9 C3 C4 C5 80.6(2) . . . . ?
C1 O2 C5 C4 42.8(2) . . . . ?
O3 C4 C5 O2 -179.4(2) . . . . ?
C3 C4 C5 O2 1.5(3) . . . . ?
C12 O6 C7 O5 67.99(17) . . . . ?
C12 O6 C7 C8 -169.11(14) . . . . ?
C11 O5 C7 O6 55.96(17) . . . . ?
C11 O5 C7 C8 -65.58(16) . . . . ?
O6 C7 C8 C2 170.32(11) . . . . ?
O5 C7 C8 C2 -65.96(15) . . . . ?
O6 C7 C8 C9 -87.03(13) . . . . ?
O5 C7 C8 C9 36.68(16) . . . . ?
C1 C2 C8 C7 -125.72(12) . . . . ?
C3 C2 C8 C7 118.40(12) . . . . ?
C1 C2 C8 C9 116.16(12) . . . . ?
C3 C2 C8 C9 0.29(10) . . . . ?
C7 C8 C9 C10 -2.83(18) . . . . ?
C2 C8 C9 C10 114.42(13) . . . . ?
C7 C8 C9 C3 -117.53(12) . . . . ?
C2 C8 C9 C3 -0.28(10) . . . . ?
C4 C3 C9 C10 122.83(14) . . . . ?
C2 C3 C9 C10 -119.03(13) . . . . ?
C4 C3 C9 C8 -117.86(13) . . . . ?
C2 C3 C9 C8 0.28(10) . . . . ?
C7 O5 C11 C10 57.1(2) . . . . ?
O5 C11 C10 O4 159.68(18) . . . . ?
O5 C11 C10 C9 -19.6(3) . . . . ?
C8 C9 C10 O4 174.83(16) . . . . ?
C3 C9 C10 O4 -83.6(2) . . . . ?
C8 C9 C10 C11 -5.9(2) . . . . ?
C3 C9 C10 C11 95.61(19) . . . . ?

_refine_diff_density_max         0.220
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.037



