# Supplementary Information (SI) for RSC Advances.
# 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_gl_20_auto
_database_code_depnum_ccdc_archive 'CCDC 2423950'
loop_
_audit_author_name
_audit_author_address
'ANDREAS C KOURTELLARIS'
;University of Cyprus, European University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-10-30 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
_audit_creation_date             2025-10-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H8 F6 O8 S2'
_chemical_formula_sum            'C14 H8 F6 O8 S2'
_chemical_formula_weight         482.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C O H S F'
_chemical_oxdiff_usercomment     ZnL
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'
F F 0.0727 0.0534 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           165
_space_group_name_H-M_alt        'P -3 c 1'
_space_group_name_Hall           '-P 3 2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'

_cell_length_a                   18.7218(4)
_cell_length_b                   18.7218(4)
_cell_length_c                   9.4802(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2877.68(14)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    6033
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      76.2170
_cell_measurement_theta_min      2.7380
_shelx_estimated_absorpt_T_max   0.819
_shelx_estimated_absorpt_T_min   0.793
_exptl_absorpt_coefficient_mu    3.466
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1452
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10336
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.524
_diffrn_reflns_theta_min         2.725
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  20.00   0.50    0.07    --  -47.19  19.00-180.00   92
  2  ω   -176.00-104.00   0.50    0.29    -- -106.00 -30.00 -30.00  144
  3  ω   -177.00 -96.00   0.50    0.29    -- -106.00 -15.00   0.00  162
  4  ω    -87.00 -54.00   0.50    0.29    -- -106.00  71.00  79.00   66
  5  ω     52.00  92.00   0.50    0.29    --  106.24 -95.00  30.00   80
  6  ω     44.00  71.00   0.50    0.29    --  106.24 -61.00 120.00   54
  7  ω     38.00  86.00   0.50    0.29    --  106.24 -71.00 -51.00   96
  8  ω     34.00  65.00   0.50    0.29    --  106.24 -61.00-180.00   62
  9  ω    151.00 177.00   0.50    0.29    --  106.24  65.00 -89.00   52
 10  ω     92.00 137.00   0.50    0.29    --  106.24  65.00 -89.00   90
 11  ω     93.00 118.00   0.50    0.07    --   47.19 126.00 -30.00   50
 12  ω     56.00 118.00   0.50    0.07    --   47.19 151.00 -49.00  124
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0207023000
_diffrn_orient_matrix_UB_12      0.0864781000
_diffrn_orient_matrix_UB_13      0.0507538000
_diffrn_orient_matrix_UB_21      -0.0026611000
_diffrn_orient_matrix_UB_22      0.0254387000
_diffrn_orient_matrix_UB_23      -0.1536020000
_diffrn_orient_matrix_UB_31      -0.0926417000
_diffrn_orient_matrix_UB_32      -0.0300997000
_diffrn_orient_matrix_UB_33      0.0158778000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1856
_reflns_number_total             1999
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.735
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1999
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0567
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0872P)²+3.2814P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1638
_refine_ls_wR_factor_ref         0.1661
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
S1 S 0.44902(5) 0.12215(4) 0.70031(7) 0.0350(3) Uani 1 1 d . . . . .
O2 O 0.45742(12) 0.04910(12) 0.63343(19) 0.0319(5) Uani 1 1 d . . . . .
F2 F 0.50023(15) 0.26687(12) 0.6016(2) 0.0563(6) Uani 1 1 d . . . . .
F1 F 0.57391(16) 0.21479(16) 0.5410(3) 0.0735(8) Uani 1 1 d . . . . .
F3 F 0.4561(2) 0.17244(16) 0.4434(2) 0.0761(8) Uani 1 1 d . . . . .
O3 O 0.49933(19) 0.15229(16) 0.8214(2) 0.0518(7) Uani 1 1 d . . . . .
O4 O 0.36587(17) 0.09918(18) 0.6997(3) 0.0591(7) Uani 1 1 d . . . . .
C1 C 0.51256(17) 0.02678(16) 0.6930(3) 0.0274(5) Uani 1 1 d . . . . .
C2 C 0.58843(17) 0.05259(16) 0.6339(3) 0.0303(6) Uani 1 1 d . . . . .
H2 H 0.605918 0.088667 0.554990 0.036 Uiso 1 1 calc R U . . .
C3 C 0.64010(18) 0.02572(17) 0.6900(3) 0.0320(6) Uani 1 1 d . . . . .
O1 O 0.90700(17) 0.07186(18) 0.5285(5) 0.0747(10) Uani 1 1 d . . . . .
H1 H 0.882665 0.020097 0.530549 0.112 Uiso 1 1 calc R U . . .
C4 C 0.71771(19) 0.05049(19) 0.6229(3) 0.0385(7) Uani 1 1 d . . . . .
C10 C 0.4986(2) 0.1989(2) 0.5612(3) 0.0427(7) Uani 1 1 d . . . . .
C5 C 0.7797(2) 0.0716(2) 0.5582(4) 0.0455(8) Uani 1 1 d . . . . .
C6 C 0.8548(2) 0.0970(3) 0.4722(5) 0.0615(11) Uani 1 1 d . . . . .
H6A H 0.838071 0.073702 0.376251 0.074 Uiso 1 1 calc R U . . .
H6B H 0.885257 0.157882 0.463582 0.074 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
S1 O2 1.585(2) . ?
S1 O3 1.411(2) . ?
S1 O4 1.392(3) . ?
S1 C10 1.826(3) . ?
O2 C1 1.411(3) . ?
F2 C10 1.314(4) . ?
F1 C10 1.302(4) . ?
F3 C10 1.316(4) . ?
C1 C1 1.386(5) 5_556 ?
C1 C2 1.371(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.399(4) . ?
C3 C3 1.411(6) 5_556 ?
C3 C4 1.434(4) . ?
O1 H1 0.8400 . ?
O1 C6 1.387(5) . ?
C4 C5 1.192(5) . ?
C5 C6 1.482(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?

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
O2 S1 C10 99.20(13) . . ?
O3 S1 O2 109.64(12) . . ?
O3 S1 C10 107.32(17) . . ?
O4 S1 O2 108.04(15) . . ?
O4 S1 O3 123.14(18) . . ?
O4 S1 C10 106.83(16) . . ?
C1 O2 S1 119.88(16) . . ?
C1 C1 O2 118.22(13) 5_556 . ?
C2 C1 O2 121.0(2) . . ?
C2 C1 C1 120.65(16) . 5_556 ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 119.9(3) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C3 119.37(16) . 5_556 ?
C2 C3 C4 119.1(3) . . ?
C3 C3 C4 121.56(17) 5_556 . ?
C6 O1 H1 109.5 . . ?
C5 C4 C3 175.2(4) . . ?
F2 C10 S1 107.9(2) . . ?
F2 C10 F3 109.2(3) . . ?
F1 C10 S1 110.6(2) . . ?
F1 C10 F2 108.9(3) . . ?
F1 C10 F3 110.1(3) . . ?
F3 C10 S1 110.0(2) . . ?
C4 C5 C6 177.6(4) . . ?
O1 C6 C5 113.3(4) . . ?
O1 C6 H6A 108.9 . . ?
O1 C6 H6B 108.9 . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?

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
S1 O2 C1 C1 84.1(3) . . . 5_556 ?
S1 O2 C1 C2 -100.5(3) . . . . ?
O2 S1 C10 F2 -177.6(2) . . . . ?
O2 S1 C10 F1 -58.6(3) . . . . ?
O2 S1 C10 F3 63.3(3) . . . . ?
O2 C1 C2 C3 -176.3(2) . . . . ?
O3 S1 O2 C1 -2.8(2) . . . . ?
O3 S1 C10 F2 -63.6(3) . . . . ?
O3 S1 C10 F1 55.4(3) . . . . ?
O3 S1 C10 F3 177.3(2) . . . . ?
O4 S1 O2 C1 -139.5(2) . . . . ?
O4 S1 C10 F2 70.3(3) . . . . ?
O4 S1 C10 F1 -170.7(3) . . . . ?
O4 S1 C10 F3 -48.9(3) . . . . ?
C1 C1 C2 C3 -0.9(5) 5_556 . . . ?
C1 C2 C3 C3 -2.0(5) . . . 5_556 ?
C1 C2 C3 C4 177.3(3) . . . . ?
C10 S1 O2 C1 109.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.167
_oxdiff_exptl_absorpt_empirical_full_min 0.831
####################################################################### 
# 
# 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_gl5
_database_code_depnum_ccdc_archive 'CCDC 2423955'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-02-14 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
_audit_creation_date             2024-07-09
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H39 Cl O6 Si2'
_chemical_formula_sum            'C27 H39 Cl O6 Si2'
_chemical_formula_weight         551.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N O H'
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'
Cl Cl 0.3639 0.7018 '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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   18.961(3)
_cell_length_b                   8.0956(10)
_cell_length_c                   19.913(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.868(13)
_cell_angle_gamma                90
_cell_volume                     3027.9(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3990
_cell_measurement_temperature    99.98(18)
_cell_measurement_theta_max      75.1240
_cell_measurement_theta_min      4.4430
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.958
_exptl_absorpt_coefficient_mu    2.174
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30492
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   needle
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.005
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2029
_diffrn_reflns_av_unetI/netI     0.1512
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            24560
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.636
_diffrn_reflns_theta_min         4.483
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -83.00 -44.00   0.60    1.00    --    0.00 178.00 -60.00   65
  2  ω     59.00  86.00   0.60    1.00    --    0.00  57.00 -60.00   45
  3  ω    -90.00 -60.60   0.60    1.00    --    0.00 178.00  30.00   49
  4  ω    -38.00  25.00   0.60    1.00    --    0.00  57.00 -60.00  105
  5  ω    -16.00  29.00   0.60    1.00    --    0.00 -77.00 -30.00   75
  6  ω    -65.00 -32.00   0.60   25.00    --  -60.50 -45.00  60.00   55
  7  ω   -148.00 -82.00   0.60   25.00    --  -60.50 -77.00 120.00  110
  8  ω   -145.00 -91.00   0.60   25.00    --  -60.50 -45.00  60.00   90
  9  ω    104.00 155.60   0.60   25.00    --   60.50  77.00 -60.00   86
 10  ω    105.00 147.00   0.60   25.00    --   60.50  77.00-150.00   70
 11  ω     97.00 133.60   0.60   25.00    --   60.50 125.00-120.00   61
 12  ω    105.00 144.60   0.60   25.00    --   60.50  77.00  90.00   66
 13  ω     11.00 147.80   0.60   25.00    --   60.50  30.00 -60.00  228
 14  ω     35.00 134.00   0.60   25.00    --   60.50  61.00 150.00  165
 15  ω    111.00 146.40   0.60   25.00    --   60.50 125.00  60.00   59
 16  ω    111.00 138.00   0.60   25.00    --   60.50 125.00   0.00   45
 17  ω    102.00 129.00   0.60   25.00    --   60.50 125.00  90.00   45
 18  ω     70.00 101.80   0.60   55.00    --  121.00-111.00 -60.00   53
 19  ω     82.00 161.80   0.60   55.00    --  121.00 -64.00-120.00  133
 20  ω     83.00 110.00   0.60   55.00    --  121.00  50.00 120.00   45
 21  ω     72.00 105.60   0.60   55.00    --  121.00-111.00-150.00   56
 22  ω    128.80 177.40   0.60   55.00    --  121.00  64.00  90.00   81
 23  ω     80.00 105.80   0.60   55.00    --  121.00  64.00  90.00   43
 24  ω    105.00 165.00   0.60   55.00    --  121.00 111.00 -90.00  100
 25  ω     79.00 161.20   0.60   55.00    --  121.00  64.00 -90.00  137
 26  ω     61.00 145.00   0.60   55.00    --  121.00 178.00 -90.00  140
 27  ω    112.00 172.60   0.60   55.00    --  121.00  64.00  30.00  101
 28  ω    103.00 178.00   0.60   55.00    --  121.00  77.00   0.00  125
 29  ω    119.00 176.60   0.60   55.00    --  121.00  64.00  60.00   96
 30  ω     79.00 106.00   0.60   55.00    --  121.00  64.00  60.00   45
 31  ω     83.00 108.80   0.60   55.00    --  121.00  38.00 -30.00   43
 32  ω     83.00 134.00   0.60   55.00    --  121.00  57.00 145.00   85
 33  ω    152.00 178.40   0.60   55.00    --  121.00  77.00-180.00   44
 34  ω    110.00 161.00   0.60   55.00    --  121.00 114.00-139.00   85
 35  ω     82.00 110.80   0.60   55.00    --  121.00  50.00  90.00   48
 36  ω     42.00  88.80   0.60   55.00    --  121.00-111.00 150.00   78
 37  ω     52.00  89.80   0.60   55.00    --  121.00  25.00-180.00   63
 38  ω    114.00 171.00   0.60   55.00    --  121.00  50.00 120.00   95
 39  ω     33.00  90.00   0.60   55.00    --  121.00-111.00-120.00   95
 40  ω     47.00 160.40   0.60   55.00    --  121.00 -50.00-150.00  189
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0049228000
_diffrn_orient_matrix_UB_12      -0.0340848000
_diffrn_orient_matrix_UB_13      -0.0752781000
_diffrn_orient_matrix_UB_21      -0.0608525000
_diffrn_orient_matrix_UB_22      -0.1269810000
_diffrn_orient_matrix_UB_23      -0.0020421000
_diffrn_orient_matrix_UB_31      -0.0545848000
_diffrn_orient_matrix_UB_32      0.1381944000
_diffrn_orient_matrix_UB_33      -0.0204121000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2506
_reflns_number_total             6261
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.950
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.351
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         6261
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.2529
_refine_ls_R_factor_gt           0.1885
_refine_ls_restrained_S_all      1.368
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4577
_refine_ls_wR_factor_ref         0.5330
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C16-C18
 2.55 with sigma of 0.02
3. Rigid bond restraints
 C15, C18
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C18 \\sim C15: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
Uanis(C16) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.2
Uanis(Si2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C15) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
5. Rigid body (RIGU) restrains
 C15, C16
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Si2, Si
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C23(H23A,H23B), C25(H25A,H25B)
6.b Me refined with riding coordinates:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C16(H16A,H16B,
 H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.2717(6) 0.3369(14) 0.6525(4) 0.086(3) Uani 1 1 d . . . . .
C2 C 0.3214(5) 0.2168(12) 0.6725(4) 0.072(2) Uani 1 1 d . . . . .
H2 H 0.318907 0.156639 0.713061 0.087 Uiso 1 1 calc R U . . .
C3 C 0.3752(5) 0.1827(12) 0.6338(4) 0.071(2) Uani 1 1 d . . . . .
C4 C 0.3797(5) 0.2736(13) 0.5752(4) 0.073(2) Uani 1 1 d . . . . .
C5 C 0.3299(6) 0.3950(14) 0.5563(4) 0.093(3) Uani 1 1 d . . . . .
H5 H 0.332894 0.456446 0.516198 0.111 Uiso 1 1 calc R U . . .
C6 C 0.2761(6) 0.4295(15) 0.5937(4) 0.087(3) Uani 1 1 d . . . . .
C7 C 0.1690(7) 0.0675(16) 0.7374(6) 0.103(4) Uani 1 1 d . . . . .
H7A H 0.149323 0.017208 0.775638 0.155 Uiso 1 1 calc R U . . .
H7B H 0.135122 0.054025 0.695970 0.155 Uiso 1 1 calc R U . . .
H7C H 0.213984 0.013261 0.731758 0.155 Uiso 1 1 calc R U . . .
C8 C 0.2444(6) 0.3199(17) 0.8340(5) 0.098(3) Uani 1 1 d . . . . .
H8A H 0.223983 0.266735 0.871124 0.147 Uiso 1 1 calc R U . . .
H8B H 0.290990 0.271165 0.830253 0.147 Uiso 1 1 calc R U . . .
H8C H 0.249962 0.438491 0.843166 0.147 Uiso 1 1 calc R U . . .
C9 C 0.1015(7) 0.4056(15) 0.7564(5) 0.097(4) Uani 1 1 d . . . . .
C10 C 0.0512(7) 0.3789(18) 0.6878(5) 0.105(4) Uani 1 1 d . . . . .
H10A H 0.075092 0.417478 0.650114 0.158 Uiso 1 1 calc R U . . .
H10B H 0.040029 0.261186 0.681979 0.158 Uiso 1 1 calc R U . . .
H10C H 0.007071 0.441471 0.688650 0.158 Uiso 1 1 calc R U . . .
C11 C 0.1178(7) 0.5922(12) 0.7653(6) 0.090(3) Uani 1 1 d . . . . .
H11A H 0.143393 0.630327 0.728646 0.135 Uiso 1 1 calc R U . . .
H11B H 0.073036 0.653619 0.763801 0.135 Uiso 1 1 calc R U . . .
H11C H 0.147189 0.610950 0.809041 0.135 Uiso 1 1 calc R U . . .
C12 C 0.0613(7) 0.3432(16) 0.8132(6) 0.104(4) Uani 1 1 d . . . . .
H12A H 0.051385 0.225038 0.806947 0.156 Uiso 1 1 calc R U . . .
H12B H 0.090551 0.361079 0.857164 0.156 Uiso 1 1 calc R U . . .
H12C H 0.016398 0.403748 0.811924 0.156 Uiso 1 1 calc R U . . .
C13 C 0.1316(19) 0.446(4) 0.475(2) 0.35(3) Uani 1 1 d . . . . .
H13A H 0.105203 0.474680 0.430734 0.524 Uiso 1 1 calc R U . . .
H13B H 0.161036 0.348073 0.470196 0.524 Uiso 1 1 calc R U . . .
H13C H 0.098003 0.421924 0.506949 0.524 Uiso 1 1 calc R U . . .
C14 C 0.2462(12) 0.667(3) 0.4402(7) 0.205(12) Uani 1 1 d . . . . .
H14A H 0.216360 0.719528 0.402184 0.307 Uiso 1 1 calc R U . . .
H14B H 0.287357 0.737283 0.455279 0.307 Uiso 1 1 calc R U . . .
H14C H 0.262802 0.559460 0.425698 0.307 Uiso 1 1 calc R U . . .
C15 C 0.1344(8) 0.7990(17) 0.5220(6) 0.108(4) Uani 1 1 d . U . . .
C16 C 0.0915(12) 0.866(3) 0.4633(7) 0.230(14) Uani 1 1 d D U . . .
H16A H 0.120454 0.877100 0.426340 0.345 Uiso 1 1 calc R U . . .
H16B H 0.051364 0.791912 0.449150 0.345 Uiso 1 1 calc R U . . .
H16C H 0.073510 0.974803 0.474261 0.345 Uiso 1 1 calc R U . . .
C17 C 0.0941(9) 0.778(2) 0.5807(6) 0.145(7) Uani 1 1 d . . . . .
H17A H 0.125713 0.732377 0.619217 0.217 Uiso 1 1 calc R U . . .
H17B H 0.076166 0.885858 0.593236 0.217 Uiso 1 1 calc R U . . .
H17C H 0.054020 0.702968 0.568126 0.217 Uiso 1 1 calc R U . . .
C18 C 0.1926(15) 0.951(3) 0.5512(14) 0.259(14) Uani 1 1 d D U . . .
H18A H 0.223402 0.911566 0.591564 0.389 Uiso 1 1 calc R U . . .
H18B H 0.221746 0.979930 0.515956 0.389 Uiso 1 1 calc R U . . .
H18C H 0.166093 1.048199 0.562856 0.389 Uiso 1 1 calc R U . . .
C19 C 0.4365(7) 0.2435(11) 0.5321(4) 0.081(3) Uani 1 1 d . . . . .
C20 C 0.5041(6) 0.2957(12) 0.5426(4) 0.081(3) Uani 1 1 d . . . . .
C21 C 0.5295(6) 0.4018(13) 0.5991(4) 0.082(3) Uani 1 1 d . . . . .
H21A H 0.489136 0.456383 0.616779 0.098 Uiso 1 1 calc R U . . .
H21B H 0.561507 0.488004 0.584986 0.098 Uiso 1 1 calc R U . . .
C22 C 0.6286(8) 0.3441(15) 0.6892(5) 0.091(3) Uani 1 1 d . . . . .
C23 C 0.6568(7) 0.2179(16) 0.7389(6) 0.099(3) Uani 1 1 d . . . . .
H23A H 0.673833 0.273586 0.782376 0.119 Uiso 1 1 calc R U . . .
H23B H 0.698541 0.165001 0.722849 0.119 Uiso 1 1 calc R U . . .
C24 C 0.6051(6) 0.0854(12) 0.7519(5) 0.080(3) Uani 1 1 d . . . . .
C25 C 0.5363(5) -0.1338(12) 0.7020(4) 0.077(2) Uani 1 1 d . . . . .
H25A H 0.531844 -0.175118 0.748043 0.093 Uiso 1 1 calc R U . . .
H25B H 0.540442 -0.230209 0.672209 0.093 Uiso 1 1 calc R U . . .
C26 C 0.4726(6) -0.0364(13) 0.6759(4) 0.077(3) Uani 1 1 d . . . . .
C27 C 0.4271(6) 0.0583(13) 0.6564(4) 0.075(2) Uani 1 1 d . . . . .
O1 O 0.2188(4) 0.3796(9) 0.6892(3) 0.087(2) Uani 1 1 d . . . . .
O2 O 0.2272(5) 0.5562(12) 0.5766(4) 0.122(3) Uani 1 1 d . . . . .
O3 O 0.5720(4) 0.0932(9) 0.7992(3) 0.089(2) Uani 1 1 d . . . . .
O4 O 0.6001(4) -0.0298(8) 0.7044(3) 0.0783(18) Uani 1 1 d . . . . .
O5 O 0.6506(5) 0.4836(11) 0.6837(4) 0.114(3) Uani 1 1 d . . . . .
O6 O 0.5690(5) 0.2929(11) 0.6520(4) 0.104(2) Uani 1 1 d . . . . .
Si Si 0.18487(18) 0.2889(4) 0.75425(13) 0.0843(9) Uani 1 1 d . . . . .
Si2 Si 0.1946(3) 0.6364(6) 0.50995(15) 0.1244(16) Uani 1 1 d . U . . .
Cl1 Cl 0.40972(18) 0.1169(4) 0.46181(11) 0.1014(10) Uani 1 1 d . . . . .
H20 H 0.531(4) 0.274(9) 0.511(4) 0.05(2) Uiso 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 C2 1.374(14) . ?
C1 C6 1.403(11) . ?
C1 O1 1.364(10) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(11) . ?
C3 C4 1.391(11) . ?
C3 C27 1.436(13) . ?
C4 C5 1.379(13) . ?
C4 C19 1.487(11) . ?
C5 H5 0.9500 . ?
C5 C6 1.371(12) . ?
C6 O2 1.394(12) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 Si 1.841(12) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 Si 1.835(12) . ?
C9 C10 1.569(17) . ?
C9 C11 1.547(16) . ?
C9 C12 1.534(12) . ?
C9 Si 1.847(12) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 Si2 2.02(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 Si2 1.822(13) . ?
C15 C16 1.436(19) . ?
C15 C17 1.490(13) . ?
C15 C18 1.70(2) . ?
C15 Si2 1.780(13) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.339(16) . ?
C19 Cl1 1.753(10) . ?
C20 C21 1.446(14) . ?
C20 H20 0.88(8) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 O6 1.494(12) . ?
C22 C23 1.471(16) . ?
C22 O5 1.214(13) . ?
C22 O6 1.330(14) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.500(16) . ?
C24 O3 1.202(10) . ?
C24 O4 1.323(11) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.476(13) . ?
C25 O4 1.469(11) . ?
C26 C27 1.179(13) . ?
O1 Si 1.691(6) . ?
O2 Si2 1.531(8) . ?

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 C1 C6 120.2(8) . . ?
O1 C1 C2 123.4(7) . . ?
O1 C1 C6 116.3(10) . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.5(8) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 C4 119.6(9) . . ?
C2 C3 C27 119.3(7) . . ?
C4 C3 C27 121.1(7) . . ?
C3 C4 C19 122.0(8) . . ?
C5 C4 C3 119.2(8) . . ?
C5 C4 C19 118.8(7) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 C4 122.0(8) . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 118.5(10) . . ?
C5 C6 O2 122.5(8) . . ?
O2 C6 C1 118.9(8) . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si C7 H7A 109.5 . . ?
Si C7 H7B 109.5 . . ?
Si C7 H7C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Si C8 H8A 109.5 . . ?
Si C8 H8B 109.5 . . ?
Si C8 H8C 109.5 . . ?
C10 C9 Si 109.3(7) . . ?
C11 C9 C10 108.8(10) . . ?
C11 C9 Si 110.1(9) . . ?
C12 C9 C10 107.0(11) . . ?
C12 C9 C11 110.4(8) . . ?
C12 C9 Si 111.2(8) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si2 C13 H13A 109.5 . . ?
Si2 C13 H13B 109.5 . . ?
Si2 C13 H13C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si2 C14 H14A 109.5 . . ?
Si2 C14 H14B 109.5 . . ?
Si2 C14 H14C 109.5 . . ?
C16 C15 C17 112.8(12) . . ?
C16 C15 C18 105.9(13) . . ?
C16 C15 Si2 118.1(10) . . ?
C17 C15 C18 101.0(15) . . ?
C17 C15 Si2 115.4(9) . . ?
C18 C15 Si2 100.5(12) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C4 C19 Cl1 113.8(8) . . ?
C20 C19 C4 127.8(9) . . ?
C20 C19 Cl1 118.4(7) . . ?
C19 C20 C21 121.3(8) . . ?
C19 C20 H20 118(5) . . ?
C21 C20 H20 120(5) . . ?
C20 C21 H21A 110.5 . . ?
C20 C21 H21B 110.5 . . ?
C20 C21 O6 106.3(9) . . ?
H21A C21 H21B 108.7 . . ?
O6 C21 H21A 110.5 . . ?
O6 C21 H21B 110.5 . . ?
O5 C22 C23 127.5(14) . . ?
O5 C22 O6 121.1(12) . . ?
O6 C22 C23 111.2(11) . . ?
C22 C23 H23A 108.5 . . ?
C22 C23 H23B 108.5 . . ?
C22 C23 C24 115.2(11) . . ?
H23A C23 H23B 107.5 . . ?
C24 C23 H23A 108.5 . . ?
C24 C23 H23B 108.5 . . ?
O3 C24 C23 121.5(10) . . ?
O3 C24 O4 127.1(10) . . ?
O4 C24 C23 111.4(8) . . ?
H25A C25 H25B 108.2 . . ?
C26 C25 H25A 109.8 . . ?
C26 C25 H25B 109.8 . . ?
O4 C25 H25A 109.8 . . ?
O4 C25 H25B 109.8 . . ?
O4 C25 C26 109.6(7) . . ?
C27 C26 C25 171.7(11) . . ?
C26 C27 C3 176.0(11) . . ?
C1 O1 Si 133.2(7) . . ?
C6 O2 Si2 134.5(6) . . ?
C24 O4 C25 113.9(7) . . ?
C22 O6 C21 120.9(9) . . ?
C7 Si C9 112.5(6) . . ?
C8 Si C7 110.9(6) . . ?
C8 Si C9 109.7(6) . . ?
O1 Si C7 110.7(4) . . ?
O1 Si C8 110.5(5) . . ?
O1 Si C9 102.3(4) . . ?
C14 Si2 C13 101.2(16) . . ?
C15 Si2 C13 104.6(10) . . ?
C15 Si2 C14 115.2(6) . . ?
O2 Si2 C13 97.1(12) . . ?
O2 Si2 C14 121.5(7) . . ?
O2 Si2 C15 112.8(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 C2 C3 C4 1.5(15) . . . . ?
C1 C2 C3 C27 179.0(9) . . . . ?
C1 C6 O2 Si2 -151.6(11) . . . . ?
C1 O1 Si C7 -46.1(11) . . . . ?
C1 O1 Si C8 77.1(11) . . . . ?
C1 O1 Si C9 -166.1(10) . . . . ?
C2 C1 C6 C5 1.4(18) . . . . ?
C2 C1 C6 O2 -176.8(11) . . . . ?
C2 C1 O1 Si -15.0(17) . . . . ?
C2 C3 C4 C5 -0.7(15) . . . . ?
C2 C3 C4 C19 179.5(9) . . . . ?
C3 C4 C5 C6 0.3(18) . . . . ?
C3 C4 C19 C20 -79.6(14) . . . . ?
C3 C4 C19 Cl1 97.5(10) . . . . ?
C4 C5 C6 C1 -0.7(19) . . . . ?
C4 C5 C6 O2 177.4(12) . . . . ?
C4 C19 C20 C21 -3.6(15) . . . . ?
C5 C4 C19 C20 100.6(13) . . . . ?
C5 C4 C19 Cl1 -82.2(11) . . . . ?
C5 C6 O2 Si2 30(2) . . . . ?
C6 C1 C2 C3 -1.8(16) . . . . ?
C6 C1 O1 Si 168.7(9) . . . . ?
C6 O2 Si2 C13 71.7(17) . . . . ?
C6 O2 Si2 C14 -36.2(18) . . . . ?
C6 O2 Si2 C15 -179.2(12) . . . . ?
C10 C9 Si C7 -56.3(9) . . . . ?
C10 C9 Si C8 179.7(8) . . . . ?
C10 C9 Si O1 62.5(9) . . . . ?
C11 C9 Si C7 -175.8(7) . . . . ?
C11 C9 Si C8 60.3(8) . . . . ?
C11 C9 Si O1 -57.0(8) . . . . ?
C12 C9 Si C7 61.6(11) . . . . ?
C12 C9 Si C8 -62.4(11) . . . . ?
C12 C9 Si O1 -179.6(9) . . . . ?
C16 C15 Si2 C13 -66(2) . . . . ?
C16 C15 Si2 C14 44.6(18) . . . . ?
C16 C15 Si2 O2 -170.0(14) . . . . ?
C17 C15 Si2 C13 72.3(19) . . . . ?
C17 C15 Si2 C14 -177.6(15) . . . . ?
C17 C15 Si2 O2 -32.2(15) . . . . ?
C18 C15 Si2 C13 179.9(17) . . . . ?
C18 C15 Si2 C14 -69.9(14) . . . . ?
C18 C15 Si2 O2 75.5(12) . . . . ?
C19 C4 C5 C6 -179.9(11) . . . . ?
C19 C20 C21 O6 100.8(11) . . . . ?
C20 C21 O6 C22 141.3(9) . . . . ?
C22 C23 C24 O3 -96.4(13) . . . . ?
C22 C23 C24 O4 81.0(11) . . . . ?
C23 C22 O6 C21 178.6(8) . . . . ?
C23 C24 O4 C25 -162.4(8) . . . . ?
C26 C25 O4 C24 70.7(9) . . . . ?
C27 C3 C4 C5 -178.2(10) . . . . ?
C27 C3 C4 C19 2.0(15) . . . . ?
O1 C1 C2 C3 -178.0(10) . . . . ?
O1 C1 C6 C5 177.9(11) . . . . ?
O1 C1 C6 O2 -0.3(17) . . . . ?
O3 C24 O4 C25 14.8(15) . . . . ?
O5 C22 C23 C24 157.3(11) . . . . ?
O5 C22 O6 C21 3.9(14) . . . . ?
O6 C22 C23 C24 -16.9(13) . . . . ?
Cl1 C19 C20 C21 179.4(7) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.366 0.721 0.068 17.7 3.0 ?
2 0.366 0.779 0.568 17.7 3.0 ?
3 0.634 0.279 0.932 17.7 3.0 ?
4 0.634 0.221 0.432 17.7 3.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2021-04-29
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.859
_oxdiff_exptl_absorpt_empirical_full_min 0.363

# start Validation Reply Form

_vrf_PLAT084_gl5                 
;
RESPONSE: Crystals diffracted extremely weakly. 
Multiple attempts were made to grow better diffracting crystals. 
Several attempts for better xray data were also made.  
All results were consistent with the model in this report (from the Cu data collection), 
however, all yielded serious problems due to weak diffraction and disorder in the atom positions. 
The high R factor results from the weak diffraction, and the inclusion of reflections that are 
essentially unobserved.
;
_vrf_RINTA01_gl5                 
;
RESPONSE: Multiple attempts were made to grow better diffracting crystals. 
Several attempts for better xray data were also made.  
All results were consistent with the model in this report (from the Cu data collection), 
however, all yielded serious problems due to weak diffraction and disorder in the atom positions. 
The high R factor results from the weak diffraction, and the inclusion of reflections that are 
essentially unobserved.
;
_vrf_PLAT020_gl5                 
;
RESPONSE: All measured crystals were of low quality. 
Therefore, not better data could be obtained. 
Additional refinement cycles do not improve the results. 
We are confidant the structural characterization is valid.
;
_vrf_PLAT082_gl5                 
;
RESPONSE: We made several attempts to obtain better quality 
data for this structure however, due to disorder, poor crystal quality etc. 
the R1 value is high. We are confidant the structural characterization is valid.
;
_vrf_PLAT242_gl5                 
;
RESPONSE: RIGU restraints were applied to atoms in the disordered chains. 
Several of the atoms were still not ideally shaped, 
however, this does not indicate an incorrect atom-type assignment
;
_vrf_PLAT340_gl5                 
;
RESPONSE: These alerts are generated because 
there is an amount of disorder in the structure
;
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2423958'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-02-14 deposited with the CCDC.	2026-03-30 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         'C34 H16 F12 O22 S4 [+ solvent]'
_chemical_formula_sum            'C34 H16 F12 O22 S4 [+ solvent]'
_chemical_formula_weight         1132.71

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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   44.719(3)
_cell_length_b                   5.5125(6)
_cell_length_c                   16.5460(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.745(6)
_cell_angle_gamma                90
_cell_volume                     4064.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2316
_cell_measurement_theta_min      5.3580
_cell_measurement_theta_max      70.7980

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_F_000             2272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    3.504
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68322
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.595
_oxdiff_exptl_absorpt_empirical_full_max 2.230
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            12882
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       52
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         5.365
_diffrn_reflns_theta_max         66.999
_diffrn_reflns_theta_full        66.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3614
_reflns_number_gt                2700
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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    ?
_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)+(0.2000P)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         3614
_refine_ls_number_parameters     344
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.1263
_refine_ls_R_factor_gt           0.1063
_refine_ls_wR_factor_ref         0.3224
_refine_ls_wR_factor_gt          0.2970
_refine_ls_goodness_of_fit_ref   1.309
_refine_ls_restrained_S_all      1.308
_refine_ls_shift/su_max          0.001
_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
S1 S 0.40064(3) 0.6205(3) 0.35196(8) 0.0525(5) Uani 1 1 d . . . . .
S2 S 0.44511(3) 0.7432(3) 0.64281(9) 0.0586(5) Uani 1 1 d . . . . .
F5 F 0.44605(8) 0.8863(9) 0.4042(2) 0.0672(11) Uani 1 1 d . . . . .
O3 O 0.31669(8) 1.9328(8) 0.6690(2) 0.0482(9) Uani 1 1 d . . . . .
O1 O 0.25011(8) 1.4930(8) 0.4116(2) 0.0504(10) Uani 1 1 d . . . . .
O2 O 0.26512(8) 1.3218(9) 0.2972(2) 0.0525(10) Uani 1 1 d . . . . .
O4 O 0.18450(9) 1.3333(9) 0.2194(2) 0.0577(11) Uani 1 1 d . . . . .
F4 F 0.45258(9) 0.5037(10) 0.4246(3) 0.0767(13) Uani 1 1 d . . . . .
O7 O 0.38952(10) 0.8177(9) 0.3034(2) 0.0577(11) Uani 1 1 d . . . . .
F6 F 0.45380(10) 0.6473(10) 0.3039(3) 0.0781(13) Uani 1 1 d . . . . .
O5 O 0.39051(10) 0.6386(9) 0.4410(3) 0.0570(11) Uani 1 1 d . . . . .
O9 O 0.43637(10) 0.8826(10) 0.7088(3) 0.0653(13) Uani 1 1 d . . . . .
O8 O 0.39601(13) 0.3767(10) 0.3291(3) 0.0711(13) Uani 1 1 d . . . . .
F3 F 0.49309(13) 1.0133(14) 0.6518(4) 0.112(2) Uani 1 1 d . . . . .
C15 C 0.19343(11) 1.3804(12) 0.2892(3) 0.0488(13) Uani 1 1 d . . . . .
C5 C 0.35798(11) 0.9865(11) 0.4513(3) 0.0471(12) Uani 1 1 d . . . . .
H5 H 0.346469 0.941196 0.404367 0.057 Uiso 1 1 calc R U . . .
C7 C 0.32417(11) 1.3336(12) 0.4675(3) 0.0495(13) Uani 1 1 d . . . . .
C12 C 0.35757(11) 1.4449(12) 0.6169(3) 0.0485(13) Uani 1 1 d . . . . .
C6 C 0.34989(11) 1.1858(12) 0.4955(3) 0.0452(12) Uani 1 1 d . . . . .
C8 C 0.30363(11) 1.4580(12) 0.4453(3) 0.0491(13) Uani 1 1 d . . . . .
C1 C 0.36649(12) 1.2521(12) 0.5680(3) 0.0490(13) Uani 1 1 d . . . . .
F2 F 0.49000(12) 0.755(2) 0.5548(4) 0.153(4) Uani 1 1 d . . . . .
C14 C 0.33862(12) 1.7822(12) 0.7145(3) 0.0502(13) Uani 1 1 d . . . . .
H14A H 0.355399 1.880124 0.736446 0.060 Uiso 1 1 calc R U . . .
H14B H 0.329641 1.704553 0.759266 0.060 Uiso 1 1 calc R U . . .
C9 C 0.27887(12) 1.6238(12) 0.4208(4) 0.0510(13) Uani 1 1 d . . . . .
H9A H 0.282551 1.700418 0.369801 0.061 Uiso 1 1 calc R U . . .
H9B H 0.277857 1.750031 0.461326 0.061 Uiso 1 1 calc R U . . .
C11 C 0.21596(11) 1.2290(12) 0.3393(3) 0.0494(13) Uani 1 1 d . . . . .
H11A H 0.217426 1.070189 0.314651 0.059 Uiso 1 1 calc R U . . .
H11B H 0.209376 1.207146 0.393218 0.059 Uiso 1 1 calc R U . . .
C13 C 0.34879(11) 1.6010(13) 0.6597(3) 0.0516(14) Uani 1 1 d . . . . .
C10 C 0.24648(12) 1.3508(12) 0.3452(3) 0.0500(13) Uani 1 1 d . . . . .
C4 C 0.38335(13) 0.8548(12) 0.4776(3) 0.0509(13) Uani 1 1 d . . . . .
C2 C 0.39271(13) 1.1185(15) 0.5925(3) 0.0602(17) Uani 1 1 d . . . . .
H2 H 0.404491 1.161418 0.639266 0.072 Uiso 1 1 calc R U . . .
C3 C 0.40054(13) 0.9264(16) 0.5470(3) 0.0627(18) Uani 1 1 d . . . . .
C17 C 0.44118(14) 0.6668(15) 0.3724(4) 0.0622(16) Uani 1 1 d . . . . .
F1 F 0.46371(17) 1.1188(17) 0.5594(5) 0.130(3) Uani 1 1 d D U . . .
C16 C 0.4774(3) 0.931(3) 0.6021(7) 0.126(4) Uani 1 1 d D U . . .
O11 O 0.49691(19) 0.684(2) 0.6965(6) 0.151(4) Uani 1 1 d . . . . .
O10A O 0.4592(2) 0.5147(19) 0.6450(6) 0.081(3) Uani 0.608(16) 1 d . . P A 1
O6A O 0.42294(18) 0.7372(17) 0.5661(5) 0.051(2) Uani 0.608(16) 1 d . U P A 1
O10B O 0.4357(3) 0.502(3) 0.6474(8) 0.070(4) Uani 0.392(16) 1 d . . P A 2
O6B O 0.4317(2) 0.862(3) 0.5612(6) 0.049(4) Uani 0.392(16) 1 d . . P A 2


_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
S1 O8 1.407(6) . ?
S1 O7 1.417(5) . ?
S1 O5 1.581(4) . ?
S1 C17 1.834(7) . ?
S2 O10B 1.398(14) . ?
S2 O10A 1.409(10) . ?
S2 O9 1.417(5) . ?
S2 O6A 1.545(8) . ?
S2 O6B 1.576(10) . ?
S2 C16 1.940(13) . ?
F5 C17 1.329(9) . ?
O3 C15 1.340(8) 7_586 ?
O3 C14 1.448(7) . ?
O1 C10 1.348(7) . ?
O1 C9 1.471(7) . ?
O2 C10 1.210(7) . ?
O4 C15 1.219(7) . ?
F4 C17 1.319(9) . ?
F6 C17 1.311(8) . ?
O5 C4 1.386(8) . ?
F3 C16 1.132(15) . ?
C15 C11 1.503(8) . ?
C5 C4 1.386(8) . ?
C5 C6 1.384(9) . ?
C7 C8 1.180(9) . ?
C7 C6 1.454(8) . ?
C12 C13 1.201(9) . ?
C12 C1 1.412(9) . ?
C6 C1 1.406(7) . ?
C8 C9 1.467(8) . ?
C1 C2 1.415(9) . ?
F2 C16 1.393(14) . ?
C14 C13 1.448(9) . ?
C11 C10 1.517(8) . ?
C4 C3 1.385(9) . ?
C2 C3 1.362(11) . ?
C3 O6B 1.436(11) . ?
C3 O6A 1.462(10) . ?
F1 C16 1.369(9) . ?
O11 O11 1.770(19) 2_656 ?

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
O8 S1 O7 122.9(3) . . ?
O8 S1 O5 105.3(3) . . ?
O7 S1 O5 111.5(3) . . ?
O8 S1 C17 107.7(3) . . ?
O7 S1 C17 107.0(3) . . ?
O5 S1 C17 100.0(3) . . ?
O10B S2 O9 111.8(6) . . ?
O10A S2 O9 128.1(5) . . ?
O10A S2 O6A 105.0(5) . . ?
O9 S2 O6A 116.5(3) . . ?
O10B S2 O6B 110.4(7) . . ?
O9 S2 O6B 108.9(5) . . ?
O10B S2 C16 139.5(7) . . ?
O10A S2 C16 98.1(6) . . ?
O9 S2 C16 103.8(5) . . ?
O6A S2 C16 99.8(5) . . ?
O6B S2 C16 73.9(6) . . ?
C15 O3 C14 114.5(4) 7_586 . ?
C10 O1 C9 114.5(4) . . ?
C4 O5 S1 123.8(4) . . ?
O4 C15 O3 123.7(5) . 7_586 ?
O4 C15 C11 123.8(6) . . ?
O3 C15 C11 112.5(5) 7_586 . ?
C4 C5 C6 119.5(5) . . ?
C8 C7 C6 178.6(7) . . ?
C13 C12 C1 176.5(6) . . ?
C5 C6 C1 121.0(5) . . ?
C5 C6 C7 120.7(5) . . ?
C1 C6 C7 118.3(5) . . ?
C7 C8 C9 176.7(6) . . ?
C6 C1 C12 122.0(5) . . ?
C6 C1 C2 118.4(6) . . ?
C12 C1 C2 119.6(5) . . ?
C13 C14 O3 107.7(4) . . ?
C8 C9 O1 110.9(5) . . ?
C15 C11 C10 110.4(5) . . ?
C12 C13 C14 177.4(6) . . ?
O2 C10 O1 124.7(5) . . ?
O2 C10 C11 124.3(5) . . ?
O1 C10 C11 110.9(5) . . ?
C5 C4 C3 119.6(6) . . ?
C5 C4 O5 121.8(5) . . ?
C3 C4 O5 118.3(6) . . ?
C3 C2 C1 119.4(5) . . ?
C2 C3 C4 122.0(6) . . ?
C2 C3 O6B 113.0(8) . . ?
C4 C3 O6B 122.0(7) . . ?
C2 C3 O6A 129.6(6) . . ?
C4 C3 O6A 107.4(7) . . ?
F6 C17 F4 109.8(6) . . ?
F6 C17 F5 110.4(6) . . ?
F4 C17 F5 108.7(5) . . ?
F6 C17 S1 108.6(5) . . ?
F4 C17 S1 110.4(5) . . ?
F5 C17 S1 109.1(4) . . ?
F3 C16 F1 107.1(13) . . ?
F3 C16 F2 115.5(9) . . ?
F1 C16 F2 114.8(10) . . ?
F3 C16 S2 113.4(8) . . ?
F1 C16 S2 105.7(7) . . ?
F2 C16 S2 100.0(10) . . ?
C3 O6A S2 122.9(6) . . ?
C3 O6B S2 122.6(8) . . ?

_refine_diff_density_max         1.918
_refine_diff_density_min         -0.880
_refine_diff_density_rms         0.153



# start Validation Reply Form

_vrf_PLAT431_shelx               
;
RESPONSE: O11 is a free  oxygen which forms a
non-covalent interaction.
;
_vrf_PLAT097_shelx               
;
RESPONSE: This alert was mainly due to there is q peak that not 
assigned to any element. However, when observed closely the 
electron density appears to be around F atoms. 
This is due to the disorder.
;
_vrf_PLAT306_shelx               
;
RESPONSE: We observed a high level of solvent disorder, 
whose atoms we could not unambiguously identify and place. 
O11 is an oxygen we put in lieu of a solvent molecule.
;
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2423957'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-02-14 deposited with the CCDC.	2026-03-30 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         'C17 H8 F6 O10 S2'
_chemical_formula_sum            'C17 H8 F6 O10 S2'
_chemical_formula_weight         550.35

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'
F F 0.0727 0.0534 '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'
S S 0.3331 0.5567 '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                   14.1102(5)
_cell_length_b                   5.6464(2)
_cell_length_c                   25.3583(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.723(3)
_cell_angle_gamma                90
_cell_volume                     2016.08(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3106
_cell_measurement_theta_min      8.5460
_cell_measurement_theta_max      71.1000

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    3.472
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94856
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.896
_oxdiff_exptl_absorpt_empirical_full_max 1.160
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            7425
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.493
_diffrn_reflns_theta_max         71.226
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3820
_reflns_number_gt                3252
_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-2018/3 (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)+(0.0502P)²+0.2561P] 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-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00072(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3820
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0952
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.001
_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 0.35969(14) 0.5245(4) 0.31475(8) 0.0170(4) Uani 1 1 d . . . . .
C2 C 0.32838(14) 0.4590(4) 0.26420(8) 0.0174(4) Uani 1 1 d . . . . .
H2 H 0.353747 0.326374 0.248555 0.021 Uiso 1 1 calc R U . . .
C3 C 0.25833(14) 0.5933(4) 0.23669(8) 0.0169(4) Uani 1 1 d . . . . .
C4 C 0.22613(14) 0.5276(4) 0.18378(8) 0.0181(4) Uani 1 1 d . . . . .
C5 C 0.20046(15) 0.4746(4) 0.13941(8) 0.0187(4) Uani 1 1 d . . . . .
C6 C 0.16450(15) 0.4090(4) 0.08590(8) 0.0205(4) Uani 1 1 d . . . . .
H6A H 0.203187 0.481893 0.060119 0.025 Uiso 1 1 calc R U . . .
H6B H 0.167419 0.238575 0.081560 0.025 Uiso 1 1 calc R U . . .
C7 C 0.05273(16) 0.7057(4) 0.05616(8) 0.0195(4) Uani 1 1 d . . . . .
C8 C -0.04884(16) 0.7786(4) 0.06109(9) 0.0214(4) Uani 1 1 d . . . . .
H8A H -0.090835 0.645174 0.053499 0.026 Uiso 1 1 calc R U . . .
H8B H -0.065915 0.904289 0.036184 0.026 Uiso 1 1 calc R U . . .
C9 C -0.05832(14) 0.8644(4) 0.11728(8) 0.0195(4) Uani 1 1 d . . . . .
C10 C 0.00289(15) 1.1460(4) 0.18015(8) 0.0211(4) Uani 1 1 d . . . . .
H10A H -0.056530 1.116330 0.196196 0.025 Uiso 1 1 calc R U . . .
H10B H 0.013451 1.315669 0.179643 0.025 Uiso 1 1 calc R U . . .
C11 C 0.08103(15) 1.0295(4) 0.21100(8) 0.0187(4) Uani 1 1 d . . . . .
C12 C 0.14568(14) 0.9272(4) 0.23361(8) 0.0181(4) Uani 1 1 d . . . . .
C13 C 0.22028(14) 0.7931(4) 0.26093(8) 0.0165(4) Uani 1 1 d . . . . .
C14 C 0.25272(14) 0.8570(4) 0.31258(8) 0.0166(4) Uani 1 1 d . . . . .
H14 H 0.228104 0.989222 0.328750 0.020 Uiso 1 1 calc R U . . .
C15 C 0.32159(14) 0.7203(4) 0.33887(8) 0.0162(4) Uani 1 1 d . . . . .
C16 C 0.59628(15) 0.4660(4) 0.38550(9) 0.0226(5) Uani 1 1 d . . . . .
C17 C 0.31785(15) 0.4456(4) 0.45730(8) 0.0175(4) Uani 1 1 d . . . . .
F1 F 0.56502(11) 0.6786(3) 0.39648(6) 0.0351(4) Uani 1 1 d . . . . .
F2 F 0.58809(11) 0.3267(3) 0.42654(5) 0.0339(3) Uani 1 1 d . . . . .
F3 F 0.68648(10) 0.4790(3) 0.37478(6) 0.0350(3) Uani 1 1 d . . . . .
F4 F 0.40955(9) 0.4107(2) 0.46711(5) 0.0234(3) Uani 1 1 d . . . . .
F5 F 0.28519(9) 0.3084(2) 0.41786(5) 0.0223(3) Uani 1 1 d . . . . .
F6 F 0.27243(9) 0.3971(2) 0.50009(5) 0.0240(3) Uani 1 1 d . . . . .
O1 O 0.06686(11) 0.4895(3) 0.07769(6) 0.0227(3) Uani 1 1 d . . . . .
O2 O 0.11357(12) 0.8221(3) 0.03757(7) 0.0308(4) Uani 1 1 d . . . . .
O3 O -0.00214(10) 1.0541(3) 0.12673(6) 0.0203(3) Uani 1 1 d . . . . .
O4 O -0.10652(13) 0.7760(3) 0.14912(7) 0.0320(4) Uani 1 1 d . . . . .
O5 O 0.42492(10) 0.3817(3) 0.34484(6) 0.0192(3) Uani 1 1 d . . . . .
O6 O 0.54769(11) 0.4829(3) 0.28317(6) 0.0263(4) Uani 1 1 d . . . . .
O7 O 0.54599(11) 0.0934(3) 0.32903(6) 0.0240(3) Uani 1 1 d . . . . .
O8 O 0.35796(10) 0.7825(3) 0.39019(6) 0.0176(3) Uani 1 1 d . . . . .
O9 O 0.33762(12) 0.8985(3) 0.47957(6) 0.0253(4) Uani 1 1 d . . . . .
O10 O 0.19585(11) 0.7712(3) 0.42294(6) 0.0224(3) Uani 1 1 d . . . . .
S1 S 0.52970(3) 0.33956(9) 0.32728(2) 0.01738(14) Uani 1 1 d . . . . .
S2 S 0.29398(4) 0.75636(9) 0.43914(2) 0.01719(14) 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 C2 1.379(3) . ?
C1 C15 1.388(3) . ?
C1 O5 1.410(2) . ?
C2 C3 1.396(3) . ?
C3 C13 1.408(3) . ?
C3 C4 1.437(3) . ?
C4 C5 1.197(3) . ?
C5 C6 1.465(3) . ?
C6 O1 1.453(3) . ?
C7 O2 1.202(3) . ?
C7 O1 1.347(3) . ?
C7 C8 1.504(3) . ?
C8 C9 1.519(3) . ?
C9 O4 1.198(3) . ?
C9 O3 1.345(3) . ?
C10 O3 1.448(3) . ?
C10 C11 1.466(3) . ?
C11 C12 1.194(3) . ?
C12 C13 1.438(3) . ?
C13 C14 1.406(3) . ?
C14 C15 1.378(3) . ?
C15 O8 1.412(2) . ?
C16 F1 1.315(3) . ?
C16 F2 1.316(3) . ?
C16 F3 1.321(3) . ?
C16 S1 1.842(2) . ?
C17 F4 1.317(2) . ?
C17 F5 1.324(2) . ?
C17 F6 1.324(2) . ?
C17 S2 1.839(2) . ?
O5 S1 1.5895(15) . ?
O6 S1 1.4170(16) . ?
O7 S1 1.4092(17) . ?
O8 S2 1.5882(15) . ?
O9 S2 1.4116(16) . ?
O10 S2 1.4209(16) . ?

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 C1 C15 120.88(19) . . ?
C2 C1 O5 120.53(19) . . ?
C15 C1 O5 118.34(18) . . ?
C1 C2 C3 119.52(19) . . ?
C2 C3 C13 119.65(19) . . ?
C2 C3 C4 119.82(19) . . ?
C13 C3 C4 120.53(19) . . ?
C5 C4 C3 179.0(2) . . ?
C4 C5 C6 177.3(2) . . ?
O1 C6 C5 108.79(17) . . ?
O2 C7 O1 124.3(2) . . ?
O2 C7 C8 126.3(2) . . ?
O1 C7 C8 109.35(18) . . ?
C7 C8 C9 107.92(17) . . ?
O4 C9 O3 124.5(2) . . ?
O4 C9 C8 126.0(2) . . ?
O3 C9 C8 109.53(18) . . ?
O3 C10 C11 109.16(17) . . ?
C12 C11 C10 176.2(2) . . ?
C11 C12 C13 176.9(2) . . ?
C14 C13 C3 120.13(19) . . ?
C14 C13 C12 119.85(19) . . ?
C3 C13 C12 119.99(19) . . ?
C15 C14 C13 118.92(19) . . ?
C14 C15 C1 120.91(19) . . ?
C14 C15 O8 120.61(18) . . ?
C1 C15 O8 118.43(18) . . ?
F1 C16 F2 109.3(2) . . ?
F1 C16 F3 109.5(2) . . ?
F2 C16 F3 109.36(18) . . ?
F1 C16 S1 111.28(15) . . ?
F2 C16 S1 109.64(16) . . ?
F3 C16 S1 107.75(16) . . ?
F4 C17 F5 110.16(17) . . ?
F4 C17 F6 109.65(17) . . ?
F5 C17 F6 109.56(17) . . ?
F4 C17 S2 110.60(14) . . ?
F5 C17 S2 108.66(14) . . ?
F6 C17 S2 108.19(14) . . ?
C7 O1 C6 117.10(17) . . ?
C9 O3 C10 116.38(17) . . ?
C1 O5 S1 121.35(13) . . ?
C15 O8 S2 120.41(13) . . ?
O7 S1 O6 123.45(10) . . ?
O7 S1 O5 106.96(9) . . ?
O6 S1 O5 110.68(9) . . ?
O7 S1 C16 106.47(10) . . ?
O6 S1 C16 107.65(11) . . ?
O5 S1 C16 98.79(9) . . ?
O9 S2 O10 123.18(10) . . ?
O9 S2 O8 105.76(9) . . ?
O10 S2 O8 111.18(9) . . ?
O9 S2 C17 107.24(9) . . ?
O10 S2 C17 106.71(10) . . ?
O8 S2 C17 100.38(9) . . ?

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2423951'
loop_
_audit_author_name
_audit_author_address
'ANDREAS C KOURTELLARIS'
;University of Cyprus, European University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-10-30 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
_audit_creation_date             2025-10-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 O4'
_chemical_formula_sum            'C18 H18 O4'
_chemical_formula_weight         298.32
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   26.8172(12)
_cell_length_b                   6.2237(3)
_cell_length_c                   18.7127(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.189(4)
_cell_angle_gamma                90
_cell_volume                     3083.1(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5629
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.9810
_cell_measurement_theta_min      8.8630
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       polyhedra
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0842
_diffrn_reflns_av_unetI/netI     0.0706
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18796
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.395
_diffrn_reflns_theta_min         4.788
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4223
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4305
_reflns_number_total             5996
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.542
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         5996
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1009
_refine_ls_R_factor_gt           0.0743
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1130P)²+1.3535P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1900
_refine_ls_wR_factor_ref         0.2192
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C19) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C3) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.001
Uanis(C20) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C14(H14A,H14B), C17(H17A,H17B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B),
  C28(H28A,H28B), C29(H29A,H29B), C32(H32A,H32B), C35(H35A,H35B)
3.b Aromatic/amide H refined with riding coordinates:
 C00J(H00J), C3(H3), C19(H19), C22(H22)
3.c Tetrahedral OH refined with riding coordinates:
 O3(H3A), O4(H4), O7(H7), O8(H8)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
C00J C 0.89721(9) 0.8938(4) 0.33432(13) 0.0201(5) Uani 1 1 d . . . . .
H00J H 0.885533 1.015727 0.305931 0.024 Uiso 1 1 calc R U . . .
C1 C 0.86367(10) 0.7314(4) 0.34974(13) 0.0195(5) Uani 1 1 d . . . . .
C2 C 0.88143(10) 0.5534(4) 0.39311(12) 0.0190(5) Uani 1 1 d . . . . .
C3 C 0.93326(9) 0.5307(4) 0.42036(13) 0.0189(5) Uani 1 1 d . U . . .
H3 H 0.945773 0.410847 0.449199 0.023 Uiso 1 1 calc R U . . .
C4 C 0.96476(9) 0.6892(4) 0.40339(12) 0.0173(5) Uani 1 1 d . . . . .
C5 C 0.94710(9) 0.8680(4) 0.36199(13) 0.0185(5) Uani 1 1 d . . . . .
C6 C 1.03267(9) 0.8889(4) 0.38708(13) 0.0181(5) Uani 1 1 d . . . . .
C7 C 1.06433(11) 1.0349(5) 0.44037(13) 0.0266(6) Uani 1 1 d . . . . .
H7A H 1.093105 0.953051 0.466964 0.032 Uiso 1 1 calc R U . . .
H7B H 1.043723 1.088906 0.475980 0.032 Uiso 1 1 calc R U . . .
C8 C 1.08426(11) 1.2248(5) 0.40137(15) 0.0273(6) Uani 1 1 d . . . . .
H8A H 1.055594 1.317013 0.380145 0.033 Uiso 1 1 calc R U . . .
H8B H 1.107121 1.312144 0.436762 0.033 Uiso 1 1 calc R U . . .
C9 C 1.11260(10) 1.1496(4) 0.34173(14) 0.0237(5) Uani 1 1 d . . . . .
H9A H 1.143474 1.071380 0.363472 0.028 Uiso 1 1 calc R U . . .
H9B H 1.123039 1.275819 0.315519 0.028 Uiso 1 1 calc R U . . .
C10 C 1.07953(10) 1.0023(4) 0.28844(13) 0.0232(5) Uani 1 1 d . . . . .
H10A H 1.050652 1.085443 0.262732 0.028 Uiso 1 1 calc R U . . .
H10B H 1.099481 0.948624 0.251972 0.028 Uiso 1 1 calc R U . . .
C11 C 1.05962(10) 0.8113(4) 0.32695(12) 0.0194(5) Uani 1 1 d . . . . .
H11A H 1.036041 0.726405 0.291755 0.023 Uiso 1 1 calc R U . . .
H11B H 1.088125 0.717068 0.347270 0.023 Uiso 1 1 calc R U . . .
C12 C 0.81130(10) 0.7389(4) 0.31774(13) 0.0218(5) Uani 1 1 d . . . . .
C13 C 0.76769(10) 0.7324(4) 0.29109(14) 0.0233(5) Uani 1 1 d . . . . .
C14 C 0.71380(11) 0.7284(5) 0.25985(15) 0.0278(6) Uani 1 1 d . . . . .
H14A H 0.710144 0.751812 0.206942 0.033 Uiso 1 1 calc R U . . .
H14B H 0.699706 0.585101 0.268015 0.033 Uiso 1 1 calc R U . . .
C15 C 0.84629(10) 0.3963(4) 0.41073(13) 0.0221(5) Uani 1 1 d . . . . .
C16 C 0.81570(11) 0.2717(5) 0.42658(14) 0.0247(6) Uani 1 1 d . . . . .
C17 C 0.77891(11) 0.1223(5) 0.44886(14) 0.0285(6) Uani 1 1 d . . . . .
H17A H 0.746760 0.199255 0.450235 0.034 Uiso 1 1 calc R U . . .
H17B H 0.772152 0.005507 0.412704 0.034 Uiso 1 1 calc R U . . .
C18 C 0.61488(9) 0.0690(4) 0.59212(12) 0.0184(5) Uani 1 1 d . . . . .
C19 C 0.56237(9) 0.0354(4) 0.57308(12) 0.0180(5) Uani 1 1 d . U . . .
H19 H 0.549168 -0.086669 0.545983 0.022 Uiso 1 1 calc R U . . .
C20 C 0.53125(9) 0.1885(4) 0.59571(12) 0.0161(5) Uani 1 1 d . U . . .
C21 C 0.54970(9) 0.3679(4) 0.63553(12) 0.0173(5) Uani 1 1 d . . . . .
C22 C 0.60039(9) 0.4038(4) 0.65515(13) 0.0199(5) Uani 1 1 d . . . . .
H22 H 0.612696 0.527055 0.682329 0.024 Uiso 1 1 calc R U . . .
C23 C 0.63368(9) 0.2498(4) 0.63329(13) 0.0184(5) Uani 1 1 d . . . . .
C24 C 0.46425(9) 0.3785(4) 0.61984(12) 0.0185(5) Uani 1 1 d . . . . .
C25 C 0.43708(9) 0.3059(4) 0.68047(12) 0.0194(5) Uani 1 1 d . . . . .
H25A H 0.460739 0.224288 0.716576 0.023 Uiso 1 1 calc R U . . .
H25B H 0.408939 0.209018 0.660752 0.023 Uiso 1 1 calc R U . . .
C26 C 0.41629(10) 0.4974(5) 0.71737(13) 0.0234(5) Uani 1 1 d . . . . .
H26A H 0.396427 0.445010 0.754130 0.028 Uiso 1 1 calc R U . . .
H26B H 0.444691 0.584514 0.742442 0.028 Uiso 1 1 calc R U . . .
C27 C 0.38293(11) 0.6366(5) 0.66252(15) 0.0267(6) Uani 1 1 d . . . . .
H27A H 0.371027 0.762484 0.687425 0.032 Uiso 1 1 calc R U . . .
H27B H 0.352952 0.553113 0.640547 0.032 Uiso 1 1 calc R U . . .
C28 C 0.41153(13) 0.7134(5) 0.60326(15) 0.0312(6) Uani 1 1 d . . . . .
H28A H 0.439726 0.807760 0.624647 0.037 Uiso 1 1 calc R U . . .
H28B H 0.388583 0.798455 0.567263 0.037 Uiso 1 1 calc R U . . .
C29 C 0.43234(11) 0.5242(5) 0.56566(13) 0.0261(6) Uani 1 1 d . . . . .
H29A H 0.403953 0.440830 0.538740 0.031 Uiso 1 1 calc R U . . .
H29B H 0.453151 0.578535 0.530347 0.031 Uiso 1 1 calc R U . . .
C30 C 0.64871(9) -0.0825(4) 0.56752(12) 0.0202(5) Uani 1 1 d . . . . .
C31 C 0.67660(10) -0.2075(4) 0.54513(14) 0.0221(5) Uani 1 1 d . . . . .
C32 C 0.71152(10) -0.3576(5) 0.51842(16) 0.0279(6) Uani 1 1 d . . . . .
H32A H 0.699368 -0.506362 0.523082 0.034 Uiso 1 1 calc R U . . .
H32B H 0.711855 -0.329397 0.466429 0.034 Uiso 1 1 calc R U . . .
C33 C 0.68718(10) 0.2708(4) 0.65514(14) 0.0215(5) Uani 1 1 d . . . . .
C34 C 0.73246(11) 0.2740(4) 0.67216(15) 0.0250(6) Uani 1 1 d . . . . .
C35 C 0.78780(10) 0.2828(5) 0.68837(15) 0.0281(6) Uani 1 1 d . . . . .
H35A H 0.798007 0.393780 0.725741 0.034 Uiso 1 1 calc R U . . .
H35B H 0.800780 0.142644 0.708354 0.034 Uiso 1 1 calc R U . . .
O1 O 1.01578(7) 0.7052(3) 0.42510(9) 0.0228(4) Uani 1 1 d . . . . .
O2 O 0.98641(7) 1.0024(3) 0.35568(10) 0.0247(4) Uani 1 1 d . . . . .
O3 O 0.79639(8) 0.0320(3) 0.51801(11) 0.0325(5) Uani 1 1 d . . . . .
H3A H 0.780554 0.086950 0.548734 0.049 Uiso 1 1 calc R U . . .
O4 O 0.68604(8) 0.8877(4) 0.29065(12) 0.0346(5) Uani 1 1 d . . . . .
H4 H 0.656759 0.895671 0.266855 0.052 Uiso 1 1 calc R U . . .
O5 O 0.47978(7) 0.1917(3) 0.58286(10) 0.0257(4) Uani 1 1 d . . . . .
O6 O 0.51057(7) 0.4912(3) 0.65026(10) 0.0260(4) Uani 1 1 d . . . . .
O7 O 0.76122(8) -0.3390(3) 0.55679(13) 0.0363(5) Uani 1 1 d . . . . .
H7 H 0.774759 -0.460999 0.561194 0.054 Uiso 1 1 calc R U . . .
O8 O 0.80998(7) 0.3312(3) 0.62564(12) 0.0294(5) Uani 1 1 d . . . . .
H8 H 0.815240 0.216532 0.604368 0.044 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
C00J H00J 0.9500 . ?
C00J C1 1.413(4) . ?
C00J C5 1.365(4) . ?
C1 C2 1.410(4) . ?
C1 C12 1.437(4) . ?
C2 C3 1.409(4) . ?
C2 C15 1.432(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.368(4) . ?
C4 C5 1.395(3) . ?
C4 O1 1.367(3) . ?
C5 O2 1.366(3) . ?
C6 C7 1.507(4) . ?
C6 C11 1.510(3) . ?
C6 O1 1.456(3) . ?
C6 O2 1.466(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.530(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.521(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.530(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.529(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.196(4) . ?
C13 C14 1.470(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 O4 1.416(4) . ?
C15 C16 1.200(4) . ?
C16 C17 1.464(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 O3 1.420(3) . ?
C18 C19 1.412(3) . ?
C18 C23 1.411(4) . ?
C18 C30 1.434(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.377(3) . ?
C20 C21 1.389(3) . ?
C20 O5 1.363(3) . ?
C21 C22 1.369(3) . ?
C21 O6 1.363(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.414(4) . ?
C23 C33 1.434(4) . ?
C24 C25 1.512(3) . ?
C24 C29 1.519(4) . ?
C24 O5 1.447(3) . ?
C24 O6 1.461(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.527(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.520(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.522(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.523(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.200(4) . ?
C31 C32 1.466(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 O7 1.414(3) . ?
C33 C34 1.205(4) . ?
C34 C35 1.467(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 O8 1.430(3) . ?
O3 H3A 0.8400 . ?
O4 H4 0.8400 . ?
O7 H7 0.8400 . ?
O8 H8 0.8400 . ?

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 C00J H00J 121.5 . . ?
C5 C00J H00J 121.5 . . ?
C5 C00J C1 117.1(2) . . ?
C00J C1 C12 120.2(2) . . ?
C2 C1 C00J 120.8(2) . . ?
C2 C1 C12 118.9(2) . . ?
C1 C2 C15 119.6(2) . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 C15 119.7(2) . . ?
C2 C3 H3 121.5 . . ?
C4 C3 C2 117.0(2) . . ?
C4 C3 H3 121.5 . . ?
C3 C4 C5 122.4(2) . . ?
O1 C4 C3 127.5(2) . . ?
O1 C4 C5 110.0(2) . . ?
C00J C5 C4 122.0(2) . . ?
O2 C5 C00J 128.2(2) . . ?
O2 C5 C4 109.8(2) . . ?
C7 C6 C11 113.6(2) . . ?
O1 C6 C7 109.65(19) . . ?
O1 C6 C11 109.6(2) . . ?
O1 C6 O2 105.36(18) . . ?
O2 C6 C7 109.0(2) . . ?
O2 C6 C11 109.30(19) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 C8 110.7(2) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 C7 111.4(2) . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 C10 110.9(2) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C9 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 C9 111.6(2) . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
C6 C11 C10 110.3(2) . . ?
C6 C11 H11A 109.6 . . ?
C6 C11 H11B 109.6 . . ?
C10 C11 H11A 109.6 . . ?
C10 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C13 C12 C1 176.2(3) . . ?
C12 C13 C14 178.5(3) . . ?
C13 C14 H14A 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
O4 C14 C13 111.9(2) . . ?
O4 C14 H14A 109.2 . . ?
O4 C14 H14B 109.2 . . ?
C16 C15 C2 177.2(3) . . ?
C15 C16 C17 177.8(3) . . ?
C16 C17 H17A 109.3 . . ?
C16 C17 H17B 109.3 . . ?
H17A C17 H17B 107.9 . . ?
O3 C17 C16 111.8(2) . . ?
O3 C17 H17A 109.3 . . ?
O3 C17 H17B 109.3 . . ?
C19 C18 C30 118.6(2) . . ?
C23 C18 C19 120.7(2) . . ?
C23 C18 C30 120.7(2) . . ?
C18 C19 H19 121.7 . . ?
C20 C19 C18 116.7(2) . . ?
C20 C19 H19 121.7 . . ?
C19 C20 C21 122.7(2) . . ?
O5 C20 C19 127.1(2) . . ?
O5 C20 C21 110.3(2) . . ?
C22 C21 C20 121.9(2) . . ?
O6 C21 C20 110.0(2) . . ?
O6 C21 C22 128.1(2) . . ?
C21 C22 H22 121.4 . . ?
C21 C22 C23 117.2(2) . . ?
C23 C22 H22 121.4 . . ?
C18 C23 C22 120.8(2) . . ?
C18 C23 C33 118.8(2) . . ?
C22 C23 C33 120.3(2) . . ?
C25 C24 C29 113.1(2) . . ?
O5 C24 C25 109.2(2) . . ?
O5 C24 C29 109.57(19) . . ?
O5 C24 O6 106.28(18) . . ?
O6 C24 C25 109.44(19) . . ?
O6 C24 C29 109.1(2) . . ?
C24 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C24 C25 C26 111.1(2) . . ?
H25A C25 H25B 108.0 . . ?
C26 C25 H25A 109.4 . . ?
C26 C25 H25B 109.4 . . ?
C25 C26 H26A 109.4 . . ?
C25 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C27 C26 C25 111.0(2) . . ?
C27 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
C26 C27 H27A 109.4 . . ?
C26 C27 H27B 109.4 . . ?
C26 C27 C28 111.1(2) . . ?
H27A C27 H27B 108.0 . . ?
C28 C27 H27A 109.4 . . ?
C28 C27 H27B 109.4 . . ?
C27 C28 H28A 109.4 . . ?
C27 C28 H28B 109.4 . . ?
C27 C28 C29 111.0(2) . . ?
H28A C28 H28B 108.0 . . ?
C29 C28 H28A 109.4 . . ?
C29 C28 H28B 109.4 . . ?
C24 C29 C28 111.3(2) . . ?
C24 C29 H29A 109.4 . . ?
C24 C29 H29B 109.4 . . ?
C28 C29 H29A 109.4 . . ?
C28 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
C31 C30 C18 178.3(3) . . ?
C30 C31 C32 178.9(3) . . ?
C31 C32 H32A 109.2 . . ?
C31 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
O7 C32 C31 112.1(2) . . ?
O7 C32 H32A 109.2 . . ?
O7 C32 H32B 109.2 . . ?
C34 C33 C23 175.6(3) . . ?
C33 C34 C35 176.5(3) . . ?
C34 C35 H35A 109.2 . . ?
C34 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
O8 C35 C34 112.2(2) . . ?
O8 C35 H35A 109.2 . . ?
O8 C35 H35B 109.2 . . ?
C4 O1 C6 106.66(18) . . ?
C5 O2 C6 106.58(19) . . ?
C17 O3 H3A 109.5 . . ?
C14 O4 H4 109.5 . . ?
C20 O5 C24 106.76(18) . . ?
C21 O6 C24 106.54(19) . . ?
C32 O7 H7 109.5 . . ?
C35 O8 H8 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
C00J C1 C2 C3 -1.8(4) . . . . ?
C00J C1 C2 C15 177.0(2) . . . . ?
C00J C5 O2 C6 -173.0(2) . . . . ?
C1 C00J C5 C4 0.4(4) . . . . ?
C1 C00J C5 O2 -179.0(2) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C2 C3 C4 C5 0.9(4) . . . . ?
C2 C3 C4 O1 178.0(2) . . . . ?
C3 C4 C5 C00J -1.5(4) . . . . ?
C3 C4 C5 O2 178.0(2) . . . . ?
C3 C4 O1 C6 174.3(2) . . . . ?
C4 C5 O2 C6 7.5(3) . . . . ?
C5 C00J C1 C2 1.2(4) . . . . ?
C5 C00J C1 C12 -175.0(2) . . . . ?
C5 C4 O1 C6 -8.3(3) . . . . ?
C6 C7 C8 C9 -54.5(3) . . . . ?
C7 C6 C11 C10 -54.6(3) . . . . ?
C7 C6 O1 C4 129.7(2) . . . . ?
C7 C6 O2 C5 -129.8(2) . . . . ?
C7 C8 C9 C10 55.4(3) . . . . ?
C8 C9 C10 C11 -55.6(3) . . . . ?
C9 C10 C11 C6 54.3(3) . . . . ?
C11 C6 C7 C8 54.8(3) . . . . ?
C11 C6 O1 C4 -105.0(2) . . . . ?
C11 C6 O2 C5 105.5(2) . . . . ?
C12 C1 C2 C3 174.5(2) . . . . ?
C12 C1 C2 C15 -6.7(3) . . . . ?
C15 C2 C3 C4 -178.1(2) . . . . ?
C18 C19 C20 C21 -0.2(4) . . . . ?
C18 C19 C20 O5 178.9(2) . . . . ?
C19 C18 C23 C22 -1.3(4) . . . . ?
C19 C18 C23 C33 176.3(2) . . . . ?
C19 C20 C21 C22 -0.2(4) . . . . ?
C19 C20 C21 O6 179.9(2) . . . . ?
C19 C20 O5 C24 177.7(2) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
C20 C21 O6 C24 2.0(3) . . . . ?
C21 C20 O5 C24 -3.1(3) . . . . ?
C21 C22 C23 C18 0.9(3) . . . . ?
C21 C22 C23 C33 -176.7(2) . . . . ?
C22 C21 O6 C24 -177.8(2) . . . . ?
C23 C18 C19 C20 0.9(3) . . . . ?
C24 C25 C26 C27 54.7(3) . . . . ?
C25 C24 C29 C28 53.2(3) . . . . ?
C25 C24 O5 C20 -113.7(2) . . . . ?
C25 C24 O6 C21 114.0(2) . . . . ?
C25 C26 C27 C28 -56.9(3) . . . . ?
C26 C27 C28 C29 56.8(3) . . . . ?
C27 C28 C29 C24 -54.3(3) . . . . ?
C29 C24 C25 C26 -53.3(3) . . . . ?
C29 C24 O5 C20 121.9(2) . . . . ?
C29 C24 O6 C21 -121.9(2) . . . . ?
C30 C18 C19 C20 -177.9(2) . . . . ?
C30 C18 C23 C22 177.5(2) . . . . ?
C30 C18 C23 C33 -5.0(3) . . . . ?
O1 C4 C5 C00J -179.0(2) . . . . ?
O1 C4 C5 O2 0.4(3) . . . . ?
O1 C6 C7 C8 177.8(2) . . . . ?
O1 C6 C11 C10 -177.66(19) . . . . ?
O1 C6 O2 C5 -12.2(2) . . . . ?
O2 C6 C7 C8 -67.3(3) . . . . ?
O2 C6 C11 C10 67.3(3) . . . . ?
O2 C6 O1 C4 12.5(2) . . . . ?
O5 C20 C21 C22 -179.5(2) . . . . ?
O5 C20 C21 O6 0.7(3) . . . . ?
O5 C24 C25 C26 -175.53(19) . . . . ?
O5 C24 C29 C28 175.2(2) . . . . ?
O5 C24 O6 C21 -3.8(3) . . . . ?
O6 C21 C22 C23 179.7(2) . . . . ?
O6 C24 C25 C26 68.5(3) . . . . ?
O6 C24 C29 C28 -68.8(3) . . . . ?
O6 C24 O5 C20 4.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.798
_oxdiff_exptl_absorpt_empirical_full_min 0.220

# start Validation Reply Form

_vrf_PLAT415_shelx               
;
RESPONSE: This alert is generated due to the configuration 
and packing of the structure in the unit cell and the way
 two molecules interact with each other when they are in 
close proximity.
;
_vrf_PLAT417_shelx               
;
RESPONSE: This alert is generated due to the configuration 
and packing of the structure in the unit cell and the way
 two molecules interact with each other when they are in 
close proximity.
;
_vrf_PLAT420_shelx               
;
RESPONSE: This alert is generated due to the configuration 
and packing of the structure in the unit cell and the way
two molecules interact with each other when they are in 
close proximity.
;
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2423952'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-02-14 deposited with the CCDC.	2026-03-30 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         'C21 H18 O6'
_chemical_formula_sum            'C21 H18 O6'
_chemical_formula_weight         366.35

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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   26.2190(4)
_cell_length_b                   26.2190(4)
_cell_length_c                   10.3673(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7126.9(3)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6098
_cell_measurement_theta_min      4.5610
_cell_measurement_theta_max      73.0210

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             3072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.836
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77347
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.448
_oxdiff_exptl_absorpt_empirical_full_max 1.628
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            13591
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.371
_diffrn_reflns_theta_max         73.195
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3501
_reflns_number_gt                3018
_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-2018/3 (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)+(0.0730P)²+2.5702P] 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         3501
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1179
_refine_ls_wR_factor_gt          0.1116
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.005
_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
C1 C 0.81767(5) 0.72195(5) 0.62302(13) 0.0238(3) Uani 1 1 d . . . . .
C2 C 0.84958(5) 0.76127(5) 0.57800(13) 0.0250(3) Uani 1 1 d . . . . .
H2 H 0.866910 0.782623 0.634661 0.030 Uiso 1 1 calc R U . . .
C3 C 0.85400(5) 0.76673(5) 0.44663(13) 0.0246(3) Uani 1 1 d . . . . .
C4 C 0.82785(5) 0.73538(5) 0.36051(13) 0.0237(3) Uani 1 1 d . . . . .
C5 C 0.79670(5) 0.69659(5) 0.40102(13) 0.0241(3) Uani 1 1 d . . . . .
H5 H 0.779541 0.675859 0.342580 0.029 Uiso 1 1 calc R U . . .
C6 C 0.79183(5) 0.68950(5) 0.53549(13) 0.0236(3) Uani 1 1 d . . . . .
C7 C 0.87965(5) 0.78641(5) 0.24533(13) 0.0249(3) Uani 1 1 d . . . . .
C8 C 0.86997(5) 0.83186(5) 0.15922(14) 0.0278(3) Uani 1 1 d . . . . .
H8A H 0.895490 0.857830 0.175795 0.033 Uiso 1 1 calc R U . . .
H8B H 0.836759 0.846203 0.178741 0.033 Uiso 1 1 calc R U . . .
C9 C 0.87191(6) 0.81643(6) 0.01681(14) 0.0304(3) Uani 1 1 d . . . . .
H9A H 0.843010 0.794657 -0.002691 0.036 Uiso 1 1 calc R U . . .
H9B H 0.869305 0.846726 -0.036480 0.036 Uiso 1 1 calc R U . . .
C10 C 0.92113(6) 0.78828(6) -0.01568(14) 0.0323(3) Uani 1 1 d . . . . .
H10A H 0.949785 0.811369 -0.006139 0.039 Uiso 1 1 calc R U . . .
H10B H 0.920013 0.777129 -0.104847 0.039 Uiso 1 1 calc R U . . .
C11 C 0.92891(6) 0.74210(6) 0.07176(14) 0.0293(3) Uani 1 1 d . . . . .
H11A H 0.961251 0.726004 0.051562 0.035 Uiso 1 1 calc R U . . .
H11B H 0.902011 0.717439 0.056358 0.035 Uiso 1 1 calc R U . . .
C12 C 0.92841(5) 0.75801(6) 0.21397(13) 0.0271(3) Uani 1 1 d . . . . .
H12A H 0.931054 0.727963 0.268133 0.033 Uiso 1 1 calc R U . . .
H12B H 0.957530 0.779732 0.231670 0.033 Uiso 1 1 calc R U . . .
C13 C 0.80994(5) 0.71428(5) 0.75830(13) 0.0246(3) Uani 1 1 d . . . . .
C14 C 0.79992(5) 0.70586(5) 0.86876(13) 0.0245(3) Uani 1 1 d . . . . .
C15 C 0.78083(5) 0.69081(5) 0.99529(13) 0.0242(3) Uani 1 1 d . . . . .
H15A H 0.766037 0.719701 1.040195 0.029 Uiso 1 1 calc R U . . .
H15B H 0.807925 0.676530 1.047780 0.029 Uiso 1 1 calc R U . . .
C16 C 0.72439(5) 0.62467(5) 1.06406(13) 0.0252(3) Uani 1 1 d . . . . .
C17 C 0.68300(6) 0.58869(6) 1.01748(14) 0.0329(3) Uani 1 1 d . . . . .
H17A H 0.693191 0.553835 1.035388 0.039 Uiso 1 1 calc R U . . .
H17B H 0.651834 0.595431 1.064942 0.039 Uiso 1 1 calc R U . . .
C18 C 0.67266(5) 0.59426(5) 0.87484(15) 0.0290(3) Uani 1 1 d . . . . .
C19 C 0.70286(6) 0.57208(6) 0.66551(14) 0.0336(3) Uani 1 1 d . . . . .
H19A H 0.667741 0.578178 0.640422 0.040 Uiso 1 1 calc R U . . .
H19B H 0.714131 0.540920 0.623900 0.040 Uiso 1 1 calc R U . . .
C20 C 0.73456(6) 0.61456(6) 0.62201(13) 0.0286(3) Uani 1 1 d . . . . .
C21 C 0.76056(5) 0.64875(5) 0.58326(13) 0.0262(3) Uani 1 1 d . . . . .
O1 O 0.88075(4) 0.80294(4) 0.37971(9) 0.0278(2) Uani 1 1 d . . . . .
O2 O 0.83685(4) 0.75100(4) 0.23672(9) 0.0261(2) Uani 1 1 d . . . . .
O3 O 0.74211(4) 0.65245(4) 0.96655(9) 0.0286(2) Uani 1 1 d . . . . .
O4 O 0.73900(4) 0.62724(4) 1.17366(10) 0.0307(2) Uani 1 1 d . . . . .
O5 O 0.70560(4) 0.56583(4) 0.80489(10) 0.0280(2) Uani 1 1 d . . . . .
O6 O 0.63996(4) 0.62020(4) 0.82823(12) 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 C2 1.407(2) . ?
C1 C6 1.4165(19) . ?
C1 C13 1.4313(18) . ?
C2 C3 1.3744(19) . ?
C2 H2 0.9300 . ?
C3 O1 1.3691(17) . ?
C3 C4 1.3939(19) . ?
C4 O2 1.3677(16) . ?
C4 C5 1.370(2) . ?
C5 C6 1.4122(18) . ?
C5 H5 0.9300 . ?
C6 C21 1.435(2) . ?
C7 O2 1.4591(16) . ?
C7 O1 1.4592(15) . ?
C7 C8 1.5104(19) . ?
C7 C12 1.5148(19) . ?
C8 C9 1.5316(19) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.524(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.526(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.5322(18) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.195(2) . ?
C14 C15 1.4584(19) . ?
C15 O3 1.4600(16) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 O4 1.2010(18) . ?
C16 O3 1.3297(18) . ?
C16 C17 1.517(2) . ?
C17 C18 1.511(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 O6 1.196(2) . ?
C18 O5 1.3517(19) . ?
C19 O5 1.4561(17) . ?
C19 C20 1.461(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.196(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
C2 C1 C6 120.79(12) . . ?
C2 C1 C13 120.81(12) . . ?
C6 C1 C13 118.40(12) . . ?
C3 C2 C1 117.07(12) . . ?
C3 C2 H2 121.5 . . ?
C1 C2 H2 121.5 . . ?
O1 C3 C2 128.14(12) . . ?
O1 C3 C4 109.65(12) . . ?
C2 C3 C4 122.13(13) . . ?
O2 C4 C5 127.78(12) . . ?
O2 C4 C3 109.85(12) . . ?
C5 C4 C3 122.32(13) . . ?
C4 C5 C6 117.01(12) . . ?
C4 C5 H5 121.5 . . ?
C6 C5 H5 121.5 . . ?
C5 C6 C1 120.67(12) . . ?
C5 C6 C21 119.37(12) . . ?
C1 C6 C21 119.96(12) . . ?
O2 C7 O1 105.22(10) . . ?
O2 C7 C8 109.67(11) . . ?
O1 C7 C8 109.47(11) . . ?
O2 C7 C12 108.87(11) . . ?
O1 C7 C12 109.53(11) . . ?
C8 C7 C12 113.74(11) . . ?
C7 C8 C9 110.85(12) . . ?
C7 C8 H8A 109.5 . . ?
C9 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C10 C9 C8 111.65(12) . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
C9 C10 C11 111.48(12) . . ?
C9 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
C10 C11 C12 110.75(12) . . ?
C10 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C7 C12 C11 110.34(11) . . ?
C7 C12 H12A 109.6 . . ?
C11 C12 H12A 109.6 . . ?
C7 C12 H12B 109.6 . . ?
C11 C12 H12B 109.6 . . ?
H12A C12 H12B 108.1 . . ?
C14 C13 C1 174.71(15) . . ?
C13 C14 C15 170.75(14) . . ?
C14 C15 O3 103.97(10) . . ?
C14 C15 H15A 111.0 . . ?
O3 C15 H15A 111.0 . . ?
C14 C15 H15B 111.0 . . ?
O3 C15 H15B 111.0 . . ?
H15A C15 H15B 109.0 . . ?
O4 C16 O3 125.25(13) . . ?
O4 C16 C17 124.35(13) . . ?
O3 C16 C17 110.40(12) . . ?
C18 C17 C16 112.32(12) . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.9 . . ?
O6 C18 O5 123.69(14) . . ?
O6 C18 C17 125.38(15) . . ?
O5 C18 C17 110.93(12) . . ?
O5 C19 C20 111.35(11) . . ?
O5 C19 H19A 109.4 . . ?
C20 C19 H19A 109.4 . . ?
O5 C19 H19B 109.4 . . ?
C20 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
C21 C20 C19 178.27(15) . . ?
C20 C21 C6 179.39(16) . . ?
C3 O1 C7 105.53(10) . . ?
C4 O2 C7 105.41(10) . . ?
C16 O3 C15 117.72(10) . . ?
C18 O5 C19 116.02(12) . . ?

_refine_diff_density_max         0.342
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2423954'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-02-14 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H38 O6 Si2'
_chemical_formula_sum            'C27 H38 O6 Si2'
_chemical_formula_weight         514.75

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'
Si Si 0.0817 0.0704 '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/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   6.6012(3)
_cell_length_b                   9.5836(5)
_cell_length_c                   45.8856(19)
_cell_angle_alpha                90
_cell_angle_beta                 90.243(4)
_cell_angle_gamma                90
_cell_volume                     2902.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4131
_cell_measurement_theta_min      3.7270
_cell_measurement_theta_max      26.2070

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.158
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.30593
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.507
_oxdiff_exptl_absorpt_empirical_full_max 2.582
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            20960
_diffrn_reflns_av_unetI/netI     0.0931
_diffrn_reflns_av_R_equivalents  0.0899
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -61
_diffrn_reflns_limit_l_max       56
_diffrn_reflns_theta_min         3.356
_diffrn_reflns_theta_max         28.913
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6890
_reflns_number_gt                3716
_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    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_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)+(0.0789P)²+0.1235P] 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         6890
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1294
_refine_ls_R_factor_gt           0.0679
_refine_ls_wR_factor_ref         0.2068
_refine_ls_wR_factor_gt          0.1598
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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 0.6130(4) 0.6583(3) 0.38571(6) 0.0476(7) Uani 1 1 d . . . . .
C2 C 0.4489(4) 0.7247(3) 0.37228(6) 0.0464(7) Uani 1 1 d . . . . .
C3 C 0.3712(4) 0.6713(3) 0.34684(6) 0.0502(7) Uani 1 1 d . . . . .
H3 H 0.256210 0.712096 0.338733 0.060 Uiso 1 1 calc R U . . .
C4 C 0.4591(4) 0.5579(3) 0.33281(6) 0.0451(7) Uani 1 1 d . . . . .
C5 C 0.6304(4) 0.4947(3) 0.34548(6) 0.0460(7) Uani 1 1 d . . . . .
C6 C 0.7039(5) 0.5455(3) 0.37188(6) 0.0508(7) Uani 1 1 d . . . . .
H6 H 0.816067 0.503143 0.380453 0.061 Uiso 1 1 calc R U . . .
C7 C 0.7296(4) 0.3827(3) 0.33061(6) 0.0486(7) Uani 1 1 d . . . . .
C8 C 0.8083(4) 0.2917(3) 0.31688(6) 0.0516(7) Uani 1 1 d . . . . .
C9 C 0.9064(5) 0.1826(4) 0.29970(6) 0.0635(9) Uani 1 1 d . . . . .
H9A H 1.051838 0.186387 0.302730 0.076 Uiso 1 1 calc R U . . .
H9B H 0.858883 0.091776 0.305994 0.076 Uiso 1 1 calc R U . . .
C10 C 0.7315(4) 0.1106(4) 0.25661(7) 0.0545(8) Uani 1 1 d . . . . .
C11 C 0.6782(5) 0.1573(4) 0.22625(6) 0.0622(9) Uani 1 1 d . . . . .
H11A H 0.798144 0.196196 0.217204 0.075 Uiso 1 1 calc R U . . .
H11B H 0.637133 0.076592 0.214933 0.075 Uiso 1 1 calc R U . . .
C12 C 0.5131(4) 0.2632(3) 0.22517(6) 0.0509(7) Uani 1 1 d . . . . .
C13 C 0.2881(4) 0.3985(4) 0.25431(6) 0.0574(8) Uani 1 1 d . . . . .
H13A H 0.150537 0.363039 0.253468 0.069 Uiso 1 1 calc R U . . .
H13B H 0.305639 0.466291 0.238833 0.069 Uiso 1 1 calc R U . . .
C14 C 0.3285(4) 0.4619(3) 0.28256(7) 0.0521(7) Uani 1 1 d . . . . .
C15 C 0.3814(4) 0.5061(3) 0.30572(6) 0.0484(7) Uani 1 1 d . . . . .
C16 C 0.6878(7) 0.4623(4) 0.44666(9) 0.0978(14) Uani 1 1 d . . . . .
H16A H 0.756481 0.419753 0.462862 0.147 Uiso 1 1 calc R U . . .
H16B H 0.546525 0.472052 0.451089 0.147 Uiso 1 1 calc R U . . .
H16C H 0.703193 0.404873 0.429681 0.147 Uiso 1 1 calc R U . . .
C17 C 1.0709(5) 0.6202(5) 0.43146(9) 0.0901(13) Uani 1 1 d . . . . .
H17A H 1.139445 0.576875 0.447581 0.135 Uiso 1 1 calc R U . . .
H17B H 1.088577 0.564395 0.414280 0.135 Uiso 1 1 calc R U . . .
H17C H 1.126551 0.711442 0.428238 0.135 Uiso 1 1 calc R U . . .
C18 C 0.7535(5) 0.7555(4) 0.47125(7) 0.0616(9) Uani 1 1 d . . . . .
C19 C 0.8654(8) 0.6968(6) 0.49806(8) 0.1168(18) Uani 1 1 d . . . . .
H19A H 0.816200 0.604712 0.502218 0.175 Uiso 1 1 calc R U . . .
H19B H 1.008033 0.692837 0.494158 0.175 Uiso 1 1 calc R U . . .
H19C H 0.841730 0.756315 0.514528 0.175 Uiso 1 1 calc R U . . .
C20 C 0.8331(8) 0.9004(5) 0.46507(10) 0.1100(15) Uani 1 1 d . . . . .
H20A H 0.975263 0.895526 0.460874 0.165 Uiso 1 1 calc R U . . .
H20B H 0.762419 0.939017 0.448614 0.165 Uiso 1 1 calc R U . . .
H20C H 0.812100 0.958730 0.481798 0.165 Uiso 1 1 calc R U . . .
C21 C 0.5276(6) 0.7665(6) 0.47783(9) 0.1125(17) Uani 1 1 d . . . . .
H21A H 0.474447 0.675234 0.481813 0.169 Uiso 1 1 calc R U . . .
H21B H 0.508045 0.825382 0.494501 0.169 Uiso 1 1 calc R U . . .
H21C H 0.458364 0.805669 0.461316 0.169 Uiso 1 1 calc R U . . .
C22 C 0.3969(5) 1.0133(4) 0.33404(7) 0.0655(9) Uani 1 1 d . . . . .
H22A H 0.336915 1.093105 0.324760 0.098 Uiso 1 1 calc R U . . .
H22B H 0.538140 1.030757 0.337518 0.098 Uiso 1 1 calc R U . . .
H22C H 0.382202 0.933237 0.321639 0.098 Uiso 1 1 calc R U . . .
C23 C -0.0059(5) 0.9473(4) 0.36515(8) 0.0705(10) Uani 1 1 d . . . . .
H23A H -0.068886 1.025985 0.355883 0.106 Uiso 1 1 calc R U . . .
H23B H -0.026648 0.865449 0.353439 0.106 Uiso 1 1 calc R U . . .
H23C H -0.064799 0.933234 0.384021 0.106 Uiso 1 1 calc R U . . .
C24 C 0.3196(5) 1.1276(4) 0.39486(8) 0.0647(9) Uani 1 1 d . . . . .
C25 C 0.2251(8) 1.0985(5) 0.42468(9) 0.1076(15) Uani 1 1 d . . . . .
H25A H 0.081317 1.087516 0.422506 0.161 Uiso 1 1 calc R U . . .
H25B H 0.282109 1.014606 0.432675 0.161 Uiso 1 1 calc R U . . .
H25C H 0.252778 1.175234 0.437549 0.161 Uiso 1 1 calc R U . . .
C26 C 0.5494(6) 1.1451(5) 0.39842(10) 0.1004(14) Uani 1 1 d . . . . .
H26A H 0.608945 1.163302 0.379747 0.151 Uiso 1 1 calc R U . . .
H26B H 0.576853 1.221773 0.411300 0.151 Uiso 1 1 calc R U . . .
H26C H 0.606185 1.061146 0.406426 0.151 Uiso 1 1 calc R U . . .
C27 C 0.2318(7) 1.2645(4) 0.38257(11) 0.1057(15) Uani 1 1 d . . . . .
H27A H 0.290598 1.283158 0.363867 0.158 Uiso 1 1 calc R U . . .
H27B H 0.087593 1.255803 0.380527 0.158 Uiso 1 1 calc R U . . .
H27C H 0.262626 1.339798 0.395648 0.158 Uiso 1 1 calc R U . . .
O1 O 0.6805(3) 0.7103(2) 0.41176(4) 0.0605(6) Uani 1 1 d . . . . .
O2 O 0.3725(3) 0.8412(2) 0.38539(4) 0.0570(5) Uani 1 1 d . . . . .
O3 O 0.8607(3) 0.2018(2) 0.26911(4) 0.0554(5) Uani 1 1 d . . . . .
O4 O 0.6669(4) 0.0101(3) 0.26846(6) 0.0856(8) Uani 1 1 d . . . . .
O5 O 0.4329(3) 0.2851(2) 0.25129(4) 0.0599(6) Uani 1 1 d . . . . .
O6 O 0.4577(4) 0.3212(3) 0.20356(5) 0.0793(7) Uani 1 1 d . . . . .
SI1 Si 0.79759(13) 0.63545(9) 0.43969(2) 0.0534(3) Uani 1 1 d . . . . .
SI2 Si 0.26823(12) 0.98010(9) 0.36922(2) 0.0487(2) 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 1.368(3) . ?
C1 C6 1.391(4) . ?
C1 C2 1.397(4) . ?
C2 O2 1.366(3) . ?
C2 C3 1.372(4) . ?
C3 C4 1.391(4) . ?
C4 C5 1.406(4) . ?
C4 C15 1.432(4) . ?
C5 C6 1.391(4) . ?
C5 C7 1.432(4) . ?
C7 C8 1.196(4) . ?
C8 C9 1.462(4) . ?
C9 O3 1.446(3) . ?
C10 O4 1.187(4) . ?
C10 O3 1.347(4) . ?
C10 C11 1.503(4) . ?
C11 C12 1.489(4) . ?
C12 O6 1.193(3) . ?
C12 O5 1.329(3) . ?
C13 O5 1.455(3) . ?
C13 C14 1.455(4) . ?
C14 C15 1.195(4) . ?
C16 SI1 1.839(4) . ?
C17 SI1 1.851(4) . ?
C18 C20 1.512(6) . ?
C18 C21 1.526(5) . ?
C18 C19 1.539(5) . ?
C18 SI1 1.873(3) . ?
C22 SI2 1.855(3) . ?
C23 SI2 1.846(3) . ?
C24 C25 1.532(5) . ?
C24 C26 1.534(5) . ?
C24 C27 1.540(5) . ?
C24 SI2 1.869(3) . ?
O1 SI1 1.657(2) . ?
O2 SI2 1.671(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 C6 122.8(2) . . ?
O1 C1 C2 117.9(3) . . ?
C6 C1 C2 119.2(2) . . ?
O2 C2 C3 122.8(2) . . ?
O2 C2 C1 117.7(2) . . ?
C3 C2 C1 119.5(3) . . ?
C2 C3 C4 122.0(3) . . ?
C3 C4 C5 118.8(2) . . ?
C3 C4 C15 121.6(2) . . ?
C5 C4 C15 119.6(2) . . ?
C6 C5 C4 119.1(3) . . ?
C6 C5 C7 121.2(2) . . ?
C4 C5 C7 119.6(2) . . ?
C5 C6 C1 121.3(3) . . ?
C8 C7 C5 176.6(3) . . ?
C7 C8 C9 178.8(4) . . ?
O3 C9 C8 110.0(2) . . ?
O4 C10 O3 124.0(3) . . ?
O4 C10 C11 125.7(3) . . ?
O3 C10 C11 110.3(3) . . ?
C12 C11 C10 113.7(2) . . ?
O6 C12 O5 123.6(3) . . ?
O6 C12 C11 124.6(3) . . ?
O5 C12 C11 111.8(3) . . ?
O5 C13 C14 106.2(2) . . ?
C15 C14 C13 172.8(3) . . ?
C14 C15 C4 176.0(3) . . ?
C20 C18 C21 108.3(4) . . ?
C20 C18 C19 108.6(3) . . ?
C21 C18 C19 109.4(3) . . ?
C20 C18 SI1 111.3(3) . . ?
C21 C18 SI1 110.5(2) . . ?
C19 C18 SI1 108.6(3) . . ?
C25 C24 C26 109.3(3) . . ?
C25 C24 C27 109.1(3) . . ?
C26 C24 C27 108.4(3) . . ?
C25 C24 SI2 110.6(3) . . ?
C26 C24 SI2 109.1(2) . . ?
C27 C24 SI2 110.3(3) . . ?
C1 O1 SI1 131.86(19) . . ?
C2 O2 SI2 127.44(18) . . ?
C10 O3 C9 117.4(3) . . ?
C12 O5 C13 117.9(2) . . ?
O1 SI1 C16 110.02(16) . . ?
O1 SI1 C17 109.16(16) . . ?
C16 SI1 C17 110.5(2) . . ?
O1 SI1 C18 104.98(13) . . ?
C16 SI1 C18 110.91(18) . . ?
C17 SI1 C18 111.16(17) . . ?
O2 SI2 C23 108.12(15) . . ?
O2 SI2 C22 109.51(14) . . ?
C23 SI2 C22 113.19(16) . . ?
O2 SI2 C24 104.45(13) . . ?
C23 SI2 C24 111.58(16) . . ?
C22 SI2 C24 109.61(16) . . ?

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_gl_25
_database_code_depnum_ccdc_archive 'CCDC 2423956'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-02-14 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
_audit_creation_date             2024-07-10
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H14 O6'
_chemical_formula_sum            'C17 H14 O6'
_chemical_formula_weight         314.28
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_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'
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                   7.2063(3)
_cell_length_b                   8.3188(4)
_cell_length_c                   24.7645(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1484.58(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2584
_cell_measurement_temperature    293.2(2)
_cell_measurement_theta_max      71.0180
_cell_measurement_theta_min      9.4090
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.906
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            5890
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.291
_diffrn_reflns_theta_min         3.570
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4223
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.705
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                2361
_reflns_number_total             2580
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.132
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2580
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0359
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0522P)²+0.0374P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0918
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C13(H13A,H13B), C15(H15A,H15B)
2.b Me refined with riding coordinates:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.3526(3) 0.4694(3) 0.25864(9) 0.0299(5) Uani 1 1 d . . . . .
C2 C 0.3788(3) 0.4127(3) 0.20577(9) 0.0315(5) Uani 1 1 d . . . . .
H2 H 0.485156 0.354633 0.197279 0.038 Uiso 1 1 calc R U . . .
C3 C 0.2483(3) 0.4422(3) 0.16642(8) 0.0306(5) Uani 1 1 d . . . . .
C4 C 0.0854(3) 0.5291(3) 0.17933(8) 0.0286(5) Uani 1 1 d . . . . .
C5 C 0.0592(3) 0.5849(3) 0.23152(9) 0.0318(5) Uani 1 1 d . . . . .
H5 H -0.047737 0.642146 0.240031 0.038 Uiso 1 1 calc R U . . .
C6 C 0.1918(3) 0.5557(3) 0.27143(9) 0.0303(5) Uani 1 1 d . . . . .
C7 C 0.4311(4) 0.3244(4) 0.09697(10) 0.0455(7) Uani 1 1 d . . . . .
H7A H 0.422862 0.296366 0.059442 0.068 Uiso 1 1 calc R U . . .
H7B H 0.530350 0.399896 0.102098 0.068 Uiso 1 1 calc R U . . .
H7C H 0.454926 0.229499 0.117886 0.068 Uiso 1 1 calc R U . . .
C8 C -0.1928(3) 0.6506(4) 0.14711(10) 0.0399(6) Uani 1 1 d . . . . .
H8A H -0.264979 0.658649 0.114638 0.060 Uiso 1 1 calc R U . . .
H8B H -0.266534 0.602465 0.175061 0.060 Uiso 1 1 calc R U . . .
H8C H -0.154286 0.755935 0.158248 0.060 Uiso 1 1 calc R U . . .
C9 C 0.4883(3) 0.4362(3) 0.29978(9) 0.0331(5) Uani 1 1 d . . . . .
C10 C 0.5928(3) 0.4077(3) 0.33605(9) 0.0346(5) Uani 1 1 d . . . . .
C11 C 0.6957(3) 0.3717(4) 0.38514(9) 0.0390(6) Uani 1 1 d . . . . .
H11A H 0.772753 0.277331 0.380065 0.047 Uiso 1 1 calc R U . . .
H11B H 0.774629 0.461521 0.394963 0.047 Uiso 1 1 calc R U . . .
C12 C 0.5666(3) 0.4279(3) 0.47285(9) 0.0291(5) Uani 1 1 d . . . . .
C13 C 0.3899(3) 0.4068(3) 0.50398(9) 0.0316(5) Uani 1 1 d . . . . .
H13A H 0.397643 0.465057 0.537836 0.038 Uiso 1 1 calc R U . . .
H13B H 0.371358 0.293903 0.512107 0.038 Uiso 1 1 calc R U . . .
C14 C 0.2290(3) 0.4687(3) 0.47144(8) 0.0273(5) Uani 1 1 d . . . . .
C15 C 0.1063(3) 0.6982(3) 0.42765(8) 0.0301(5) Uani 1 1 d . . . . .
H15A H 0.112166 0.814374 0.430748 0.036 Uiso 1 1 calc R U . . .
H15B H -0.014901 0.663614 0.440119 0.036 Uiso 1 1 calc R U . . .
C16 C 0.1304(3) 0.6519(3) 0.37117(9) 0.0305(5) Uani 1 1 d . . . . .
C17 C 0.1594(3) 0.6107(3) 0.32567(9) 0.0320(5) Uani 1 1 d . . . . .
O1 O 0.2605(2) 0.3951(2) 0.11402(6) 0.0387(5) Uani 1 1 d . . . . .
O2 O -0.0329(2) 0.5532(2) 0.13724(6) 0.0354(4) Uani 1 1 d . . . . .
O3 O 0.5578(2) 0.3429(3) 0.42687(6) 0.0373(4) Uani 1 1 d . . . . .
O4 O 0.6953(2) 0.5097(3) 0.48562(7) 0.0459(5) Uani 1 1 d . . . . .
O5 O 0.1006(2) 0.3903(2) 0.45576(8) 0.0426(5) Uani 1 1 d . . . . .
O6 O 0.2492(2) 0.62635(19) 0.46127(6) 0.0284(4) 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 C2 1.405(3) . ?
C1 C6 1.399(3) . ?
C1 C9 1.439(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.376(3) . ?
C3 C4 1.415(3) . ?
C3 O1 1.358(3) . ?
C4 C5 1.386(3) . ?
C4 O2 1.361(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.396(3) . ?
C6 C17 1.438(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C7 O1 1.427(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C8 O2 1.430(3) . ?
C9 C10 1.196(3) . ?
C10 C11 1.455(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 O3 1.453(3) . ?
C12 C13 1.499(3) . ?
C12 O3 1.342(3) . ?
C12 O4 1.193(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.503(3) . ?
C14 O5 1.197(3) . ?
C14 O6 1.343(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.461(3) . ?
C15 O6 1.453(3) . ?
C16 C17 1.196(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
C2 C1 C9 120.3(2) . . ?
C6 C1 C2 119.6(2) . . ?
C6 C1 C9 120.1(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 119.9(2) . . ?
O1 C3 C2 125.5(2) . . ?
O1 C3 C4 114.63(19) . . ?
C5 C4 C3 119.7(2) . . ?
O2 C4 C3 114.94(18) . . ?
O2 C4 C5 125.4(2) . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C17 120.6(2) . . ?
C5 C6 C1 119.7(2) . . ?
C5 C6 C17 119.6(2) . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
C10 C9 C1 176.2(3) . . ?
C9 C10 C11 171.6(2) . . ?
C10 C11 H11A 110.5 . . ?
C10 C11 H11B 110.5 . . ?
H11A C11 H11B 108.7 . . ?
O3 C11 C10 106.23(19) . . ?
O3 C11 H11A 110.5 . . ?
O3 C11 H11B 110.5 . . ?
O3 C12 C13 109.5(2) . . ?
O4 C12 C13 126.2(2) . . ?
O4 C12 O3 124.2(2) . . ?
C12 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
C12 C13 C14 109.86(17) . . ?
H13A C13 H13B 108.2 . . ?
C14 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
O5 C14 C13 125.7(2) . . ?
O5 C14 O6 123.7(2) . . ?
O6 C14 C13 110.6(2) . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15B 109.5 . . ?
O6 C15 C16 110.81(19) . . ?
C17 C16 C15 176.5(2) . . ?
C16 C17 C6 178.0(3) . . ?
C3 O1 C7 117.21(18) . . ?
C4 O2 C8 117.22(18) . . ?
C12 O3 C11 118.9(2) . . ?
C14 O6 C15 115.62(18) . . ?

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 C2 C3 C4 -0.6(4) . . . . ?
C1 C2 C3 O1 179.0(2) . . . . ?
C2 C1 C6 C5 -0.1(4) . . . . ?
C2 C1 C6 C17 178.1(2) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C2 C3 C4 O2 179.2(2) . . . . ?
C2 C3 O1 C7 -7.1(4) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C3 C4 O2 C8 -175.5(2) . . . . ?
C4 C3 O1 C7 172.5(2) . . . . ?
C4 C5 C6 C1 0.0(4) . . . . ?
C4 C5 C6 C17 -178.3(2) . . . . ?
C5 C4 O2 C8 3.2(4) . . . . ?
C6 C1 C2 C3 0.5(4) . . . . ?
C9 C1 C2 C3 179.1(3) . . . . ?
C9 C1 C6 C5 -178.8(2) . . . . ?
C9 C1 C6 C17 -0.6(4) . . . . ?
C10 C11 O3 C12 -125.6(2) . . . . ?
C12 C13 C14 O5 117.8(3) . . . . ?
C12 C13 C14 O6 -61.3(3) . . . . ?
C13 C12 O3 C11 167.1(2) . . . . ?
C13 C14 O6 C15 177.03(16) . . . . ?
C16 C15 O6 C14 -74.9(2) . . . . ?
O1 C3 C4 C5 -179.3(2) . . . . ?
O1 C3 C4 O2 -0.5(3) . . . . ?
O2 C4 C5 C6 -178.7(2) . . . . ?
O3 C12 C13 C14 -61.4(3) . . . . ?
O4 C12 C13 C14 117.1(3) . . . . ?
O4 C12 O3 C11 -11.5(4) . . . . ?
O5 C14 O6 C15 -2.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_bismalonate_K_sketto
_database_code_depnum_ccdc_archive 'CCDC 2423953'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-02-14 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
_audit_creation_date             2024-12-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H20 O8'
_chemical_formula_sum            'C30 H20 O8'
_chemical_formula_weight         508.46
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.9784(3)
_cell_length_b                   9.4845(5)
_cell_length_c                   13.8410(8)
_cell_angle_alpha                107.549(5)
_cell_angle_beta                 97.168(5)
_cell_angle_gamma                99.712(5)
_cell_volume                     603.37(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1131
_cell_measurement_temperature    149.99(11)
_cell_measurement_theta_max      74.7830
_cell_measurement_theta_min      3.4040
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.960
_exptl_absorpt_coefficient_mu    0.852
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.104a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       'rect. Prism'
_exptl_crystal_F_000             264
_exptl_crystal_size_max          0.048
_exptl_crystal_size_mid          0.018
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_Laue_measured_fraction_full 0.845
_diffrn_reflns_Laue_measured_fraction_max 0.793
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3470
_diffrn_reflns_point_group_measured_fraction_full 0.845
_diffrn_reflns_point_group_measured_fraction_max 0.793
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.969
_diffrn_reflns_theta_min         3.409
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.845
_diffrn_measured_fraction_theta_max 0.793
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00 -38.00   0.80    5.00    --  -47.27  98.00 -86.00   40
  2  ω    -33.00  -1.80   0.80    5.00    --  -47.27  98.00 -86.00   39
  3  ω    -23.00  26.60   0.80    5.00    --   47.27 -98.00 166.00   62
  4  ω   -105.00 -80.20   0.80   10.00    -- -106.00  98.00 -86.00   31
  5  ω   -159.00-111.80   0.80   10.00    -- -106.00 -98.00 166.00   59
  6  ω     53.00 105.00   0.80   10.00    --  107.77 -98.00 166.00   65
  7  ω     -7.00  29.00   0.80    5.00    --   47.27 -19.00-180.00   45
  8  ω    -27.00  26.60   0.80    5.00    --   47.27 -19.00  60.00   67
  9  ω     -8.00  27.20   0.80    5.00    --   47.27 -19.00 150.00   44
 10  ω    -67.00 -37.40   0.80   10.00    -- -106.00  61.00  30.00   37
 11  ω    -65.00 -37.80   0.80   10.00    -- -106.00  61.00  60.00   34
 12  ω    -68.00 -33.60   0.80   10.00    -- -106.00  61.00 150.00   43
 13  ω    -70.00 -34.00   0.80   10.00    -- -106.00  61.00  90.00   45
 14  ω    -70.00 -46.00   0.80   10.00    -- -106.00  61.00 120.00   30
 15  ω    -68.00 -40.80   0.80   10.00    -- -106.00  61.00-120.00   34
 16  ω    142.00 177.20   0.80   10.00    --  107.77  61.00 -30.00   44
 17  ω     44.00  68.80   0.80   10.00    --  107.77 -61.00-180.00   31
 18  ω     37.00  70.60   0.80   10.00    --  107.77 -61.00-120.00   42
 19  ω     92.00 135.20   0.80   10.00    --  107.77  61.00 -30.00   54
 20  ω    123.00 169.40   0.80   10.00    --  107.77  45.00-120.00   58
 21  ω     38.00  62.80   0.80   10.00    --  107.77 -61.00   0.00   31
 22  ω     35.00  70.20   0.80   10.00    --  107.77 -61.00-150.00   44
 23  ω    111.00 156.60   0.80   10.00    --  107.77  98.00 -86.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1493
_reflns_number_total             2021
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.104a 64-bit (release 22-12-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2021
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+0.1243P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.1026
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C13(H13A,H13B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.3940(3) 0.15654(14) 0.45800(10) 0.0264(3) Uani 1 1 d . . . . .
C1 C 1.2210(4) 0.6780(2) 0.70199(16) 0.0286(5) Uani 1 1 d . . . . .
H1 H 1.234595 0.668073 0.632486 0.034 Uiso 1 1 calc R U . . .
O2 O -0.0599(3) 0.06114(18) 0.40284(15) 0.0483(5) Uani 1 1 d . . . . .
C2 C 1.4200(4) 0.7827(2) 0.78164(18) 0.0334(5) Uani 1 1 d . . . . .
H2 H 1.570812 0.843308 0.766593 0.040 Uiso 1 1 calc R U . . .
O3 O 0.1514(3) 0.25018(15) 0.77078(10) 0.0275(3) Uani 1 1 d . . . . .
C3 C 1.3997(4) 0.7992(2) 0.88276(17) 0.0339(5) Uani 1 1 d . . . . .
H3 H 1.536212 0.871817 0.936973 0.041 Uiso 1 1 calc R U . . .
O4 O -0.1276(3) 0.11980(17) 0.84456(11) 0.0372(4) Uani 1 1 d . . . . .
C4 C 1.1831(4) 0.7112(2) 0.90611(16) 0.0317(5) Uani 1 1 d . . . . .
H4 H 1.169925 0.724702 0.976080 0.038 Uiso 1 1 calc R U . . .
C5 C 0.9832(4) 0.6024(2) 0.82700(16) 0.0262(4) Uani 1 1 d . . . . .
C6 C 1.0011(4) 0.5873(2) 0.72312(15) 0.0250(4) Uani 1 1 d . . . . .
C7 C 0.7833(4) 0.4815(2) 0.64400(15) 0.0257(4) Uani 1 1 d . . . . .
C8 C 0.5852(4) 0.3929(2) 0.58645(15) 0.0251(4) Uani 1 1 d . . . . .
C9 C 0.3273(4) 0.2894(2) 0.52665(15) 0.0270(4) Uani 1 1 d . . . . .
H9A H 0.210837 0.259851 0.573339 0.032 Uiso 1 1 calc R U . . .
H9B H 0.222537 0.339352 0.486188 0.032 Uiso 1 1 calc R U . . .
C10 C 0.1746(4) 0.0491(2) 0.40031(15) 0.0242(4) Uani 1 1 d . . . . .
C11 C 0.7605(4) 0.5057(2) 0.84811(15) 0.0271(4) Uani 1 1 d . . . . .
C12 C 0.5720(4) 0.4197(2) 0.85928(15) 0.0283(4) Uani 1 1 d . . . . .
C13 C 0.3367(4) 0.3152(2) 0.87094(15) 0.0304(5) Uani 1 1 d . . . . .
H13A H 0.400887 0.234275 0.892749 0.037 Uiso 1 1 calc R U . . .
H13B H 0.239409 0.369793 0.923649 0.037 Uiso 1 1 calc R U . . .
C14 C -0.0780(4) 0.1518(2) 0.77007(16) 0.0259(4) Uani 1 1 d . . . . .
C15 C -0.2614(4) 0.0874(2) 0.66501(15) 0.0263(4) Uani 1 1 d . . . . .
H15A H -0.456397 0.058324 0.672336 0.032 Uiso 1 1 calc R U . . .
H15B H -0.249766 0.165406 0.630758 0.032 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 C9 1.449(2) . ?
O1 C10 1.336(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.385(3) . ?
C1 C6 1.392(3) . ?
O2 C10 1.196(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.379(3) . ?
O3 C13 1.458(2) . ?
O3 C14 1.344(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(3) . ?
O4 C14 1.201(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.398(3) . ?
C5 C6 1.417(3) . ?
C5 C11 1.434(3) . ?
C6 C7 1.434(3) . ?
C7 C8 1.197(3) . ?
C8 C9 1.455(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C15 1.503(3) 2_556 ?
C11 C12 1.193(3) . ?
C12 C13 1.461(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.505(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?

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
C10 O1 C9 114.83(14) . . ?
C2 C1 H1 119.8 . . ?
C2 C1 C6 120.4(2) . . ?
C6 C1 H1 119.8 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 119.9 . . ?
C14 O3 C13 113.69(15) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.8(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.1(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 119.13(18) . . ?
C4 C5 C11 121.78(19) . . ?
C6 C5 C11 119.08(18) . . ?
C1 C6 C5 119.39(18) . . ?
C1 C6 C7 122.81(19) . . ?
C5 C6 C7 117.76(18) . . ?
C8 C7 C6 172.8(2) . . ?
C7 C8 C9 173.2(2) . . ?
O1 C9 C8 108.39(15) . . ?
O1 C9 H9A 110.0 . . ?
O1 C9 H9B 110.0 . . ?
C8 C9 H9A 110.0 . . ?
C8 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
O1 C10 C15 111.47(16) . 2_556 ?
O2 C10 O1 123.34(18) . . ?
O2 C10 C15 125.18(18) . 2_556 ?
C12 C11 C5 175.9(2) . . ?
C11 C12 C13 178.6(2) . . ?
O3 C13 C12 107.02(16) . . ?
O3 C13 H13A 110.3 . . ?
O3 C13 H13B 110.3 . . ?
C12 C13 H13A 110.3 . . ?
C12 C13 H13B 110.3 . . ?
H13A C13 H13B 108.6 . . ?
O3 C14 C15 111.64(17) . . ?
O4 C14 O3 123.60(18) . . ?
O4 C14 C15 124.76(18) . . ?
C10 C15 C14 110.65(17) 2_556 . ?
C10 C15 H15A 109.5 2_556 . ?
C10 C15 H15B 109.5 2_556 . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?

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 C2 C3 C4 0.5(3) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
C2 C1 C6 C7 177.4(2) . . . . ?
C2 C3 C4 C5 0.9(3) . . . . ?
O3 C14 C15 C10 86.5(2) . . . 2_556 ?
C3 C4 C5 C6 -2.0(3) . . . . ?
C3 C4 C5 C11 177.9(2) . . . . ?
O4 C14 C15 C10 -93.2(2) . . . 2_556 ?
C4 C5 C6 C1 1.7(3) . . . . ?
C4 C5 C6 C7 -176.1(2) . . . . ?
C6 C1 C2 C3 -0.8(3) . . . . ?
C9 O1 C10 O2 1.3(3) . . . . ?
C9 O1 C10 C15 -177.42(16) . . . 2_556 ?
C10 O1 C9 C8 178.01(17) . . . . ?
C11 C5 C6 C1 -178.28(19) . . . . ?
C11 C5 C6 C7 4.0(3) . . . . ?
C13 O3 C14 O4 0.1(3) . . . . ?
C13 O3 C14 C15 -179.68(16) . . . . ?
C14 O3 C13 C12 -179.44(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form

_vrf_PLAT029_bismalonate_K_sketto 
;
RESPONSE: The completeness of data is less than the usual 99-100% 
for this compound, however it is only the very high angle data that 
is incomplete. This is due to limited diffraction of the crystal. 
Crystals diffracted extremely weakly. Multiple attempts were made 
to grow better diffracting crystals. Several attempts for better 
xray data were also made. All results were consistent with the 
model in this report.
;
_vrf_PLAT911_bismalonate_K_sketto 
;
RESPONSE: Incomplete coverage of diffraction pattern for all 
scans and some data rejected because of poor intensity during 
integration and scaling. Some reflections can be blocked 
by the beam stop.
;
# 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_giorgos_lefkaritis_auto
_database_code_depnum_ccdc_archive 'CCDC 2424604'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus, European University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-02-17 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
_audit_creation_date             2024-07-09
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H10 O4'
_chemical_formula_sum            'C15 H10 O4'
_chemical_formula_weight         254.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.2640(3)
_cell_length_b                   4.6033(2)
_cell_length_c                   24.6429(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.708(3)
_cell_angle_gamma                90
_cell_volume                     1164.25(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1921
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      51.9440
_cell_measurement_theta_min      3.5930
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.917
_exptl_absorpt_coefficient_mu    0.883
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.104a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.020
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            3574
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        51.936
_diffrn_reflns_theta_max         51.936
_diffrn_reflns_theta_min         3.587
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00   2.00   0.50    0.05    --   -0.70  93.00-123.00   50
  2  ω    -44.00  12.00   0.50    0.06    --  -56.42  38.00-150.00  112
  3  ω    -85.00 -27.00   0.50    0.06    --  -56.42  93.00-123.00  116
  4  ω    -23.00   3.00   0.50    0.06    --  -56.42  93.00-123.00   52
  5  ω    -22.00  17.00   0.50    0.06    --  -56.42  19.00-150.00   78
  6  ω    -22.00   8.00   0.50    0.06    --  -56.42  19.00-180.00   60
  7  ω    -20.00  29.00   0.50    0.06    --   55.02 -19.00-150.00   98
  8  ω    -19.00  16.00   0.50    0.06    --  -56.42  19.00  60.00   70
  9  ω    -14.00  83.00   0.50    0.06    --   55.02 -93.00 124.00  194
 10  ω    -26.00  -1.00   0.50    0.05    --   -0.70 -93.00 124.00   50
 11  ω   -126.00 -73.00   0.50    0.06    --  -56.42-125.00-180.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0172598000
_diffrn_orient_matrix_UB_12      -0.3093160000
_diffrn_orient_matrix_UB_13      0.0228579000
_diffrn_orient_matrix_UB_21      -0.1439533000
_diffrn_orient_matrix_UB_22      -0.0027422000
_diffrn_orient_matrix_UB_23      0.0169234000
_diffrn_orient_matrix_UB_31      -0.0386423000
_diffrn_orient_matrix_UB_32      -0.1278530000
_diffrn_orient_matrix_UB_33      -0.0556947000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1194
_reflns_number_total             1288
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.0026(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         1288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0365
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0362P)²+0.4068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.0865
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C13(H13A,H13B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C3(H3), C2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
C10 C 0.8182(2) 0.5377(5) 0.25992(9) 0.0205(6) Uani 1 1 d . . . . .
O2 O 0.87467(15) 0.7015(4) 0.23028(6) 0.0283(5) Uani 1 1 d . . . . .
O1 O 0.84392(14) 0.5019(3) 0.31268(6) 0.0229(5) Uani 1 1 d . . . . .
C9 C 0.9408(2) 0.6932(5) 0.33743(9) 0.0257(6) Uani 1 1 d . . . . .
H9A H 0.933199 0.892489 0.322602 0.031 Uiso 1 1 calc R U . . .
H9B H 1.029993 0.620287 0.330972 0.031 Uiso 1 1 calc R U . . .
O4 O 0.66138(14) 0.0295(3) 0.31505(6) 0.0220(4) Uani 1 1 d . . . . .
C8 C 0.9114(2) 0.6892(5) 0.39515(10) 0.0220(6) Uani 1 1 d . . . . .
O3 O 0.51897(16) 0.3913(3) 0.29843(6) 0.0251(5) Uani 1 1 d . . . . .
C7 C 0.8726(2) 0.6680(5) 0.44001(10) 0.0232(6) Uani 1 1 d . . . . .
C6 C 0.8135(2) 0.6272(5) 0.49248(9) 0.0214(6) Uani 1 1 d . . . . .
C5 C 0.8565(2) 0.7714(5) 0.53872(9) 0.0275(7) Uani 1 1 d . . . . .
H5 H 0.928930 0.899307 0.536631 0.033 Uiso 1 1 calc R U . . .
C4 C 0.7953(2) 0.7314(5) 0.58789(10) 0.0294(7) Uani 1 1 d . . . . .
H4 H 0.825710 0.831711 0.619267 0.035 Uiso 1 1 calc R U . . .
C3 C 0.6902(2) 0.5461(5) 0.59133(9) 0.0288(7) Uani 1 1 d . . . . .
H3 H 0.648072 0.519083 0.625061 0.035 Uiso 1 1 calc R U . . .
C2 C 0.6462(2) 0.3996(5) 0.54573(9) 0.0259(6) Uani 1 1 d . . . . .
H2 H 0.573338 0.273214 0.548322 0.031 Uiso 1 1 calc R U . . .
C1 C 0.7070(2) 0.4348(5) 0.49623(9) 0.0191(6) Uani 1 1 d . . . . .
C15 C 0.6629(2) 0.2760(5) 0.44900(10) 0.0211(6) Uani 1 1 d . . . . .
C14 C 0.6301(2) 0.1396(5) 0.40991(10) 0.0202(6) Uani 1 1 d . . . . .
C13 C 0.5915(2) -0.0433(5) 0.36412(8) 0.0225(6) Uani 1 1 d . . . . .
H13A H 0.608333 -0.249174 0.373461 0.027 Uiso 1 1 calc R U . . .
H13B H 0.496829 -0.020902 0.357283 0.027 Uiso 1 1 calc R U . . .
C12 C 0.6173(2) 0.2614(5) 0.28744(9) 0.0202(6) Uani 1 1 d . . . . .
C11 C 0.7073(2) 0.3422(5) 0.24188(9) 0.0218(6) Uani 1 1 d . . . . .
H11A H 0.656279 0.441756 0.213044 0.026 Uiso 1 1 calc R U . . .
H11B H 0.743908 0.162482 0.226105 0.026 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
C10 O2 1.203(3) . ?
C10 O1 1.334(3) . ?
C10 C11 1.513(3) . ?
O1 C9 1.456(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C8 1.458(3) . ?
O4 C13 1.452(2) . ?
O4 C12 1.342(3) . ?
C8 C7 1.184(3) . ?
O3 C12 1.207(3) . ?
C7 C6 1.447(3) . ?
C6 C5 1.386(3) . ?
C6 C1 1.411(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.384(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.379(4) . ?
C3 H3 0.9500 . ?
C3 C2 1.382(3) . ?
C2 H2 0.9500 . ?
C2 C1 1.387(3) . ?
C1 C15 1.443(3) . ?
C15 C14 1.195(3) . ?
C14 C13 1.459(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C12 C11 1.509(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?

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
O2 C10 O1 125.3(2) . . ?
O2 C10 C11 124.1(2) . . ?
O1 C10 C11 110.6(2) . . ?
C10 O1 C9 117.36(17) . . ?
O1 C9 H9A 110.8 . . ?
O1 C9 H9B 110.8 . . ?
O1 C9 C8 104.62(18) . . ?
H9A C9 H9B 108.9 . . ?
C8 C9 H9A 110.8 . . ?
C8 C9 H9B 110.8 . . ?
C12 O4 C13 116.04(17) . . ?
C7 C8 C9 171.3(2) . . ?
C8 C7 C6 174.1(2) . . ?
C5 C6 C7 122.7(2) . . ?
C5 C6 C1 119.1(2) . . ?
C1 C6 C7 118.3(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.8(2) . . ?
C4 C5 H5 119.6 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.0(2) . . ?
C3 C4 H4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C4 C3 C2 120.0(2) . . ?
C2 C3 H3 120.0 . . ?
C3 C2 H2 119.6 . . ?
C3 C2 C1 120.8(2) . . ?
C1 C2 H2 119.6 . . ?
C6 C1 C15 120.07(19) . . ?
C2 C1 C6 119.3(2) . . ?
C2 C1 C15 120.7(2) . . ?
C14 C15 C1 177.9(2) . . ?
C15 C14 C13 176.4(2) . . ?
O4 C13 C14 112.28(18) . . ?
O4 C13 H13A 109.1 . . ?
O4 C13 H13B 109.1 . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
O4 C12 C11 111.6(2) . . ?
O3 C12 O4 123.9(2) . . ?
O3 C12 C11 124.5(2) . . ?
C10 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
C12 C11 C10 113.12(18) . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?

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
C10 O1 C9 C8 157.81(18) . . . . ?
O2 C10 O1 C9 5.4(3) . . . . ?
O2 C10 C11 C12 -154.9(2) . . . . ?
O1 C10 C11 C12 25.3(3) . . . . ?
O4 C12 C11 C10 -85.5(2) . . . . ?
O3 C12 C11 C10 93.4(3) . . . . ?
C7 C6 C5 C4 178.5(2) . . . . ?
C7 C6 C1 C2 -177.9(2) . . . . ?
C7 C6 C1 C15 2.4(3) . . . . ?
C6 C5 C4 C3 0.1(4) . . . . ?
C5 C6 C1 C2 1.4(3) . . . . ?
C5 C6 C1 C15 -178.2(2) . . . . ?
C5 C4 C3 C2 0.2(4) . . . . ?
C4 C3 C2 C1 0.4(4) . . . . ?
C3 C2 C1 C6 -1.2(3) . . . . ?
C3 C2 C1 C15 178.4(2) . . . . ?
C1 C6 C5 C4 -0.9(3) . . . . ?
C13 O4 C12 O3 -6.8(3) . . . . ?
C13 O4 C12 C11 172.11(17) . . . . ?
C12 O4 C13 C14 -79.8(2) . . . . ?
C11 C10 O1 C9 -174.77(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.465
_oxdiff_exptl_absorpt_empirical_full_min 0.721

# start Validation Reply Form

_vrf_THETM01_giorgos_lefkaritis_auto 
;
RESPONSE: Due to the weak diffraction produced by these crystals, 
data was truncated to include only the portion in which reflections 
were observed. These were still weak, despite using Cu radiation.
;
_vrf_PLAT088_giorgos_lefkaritis_auto 
;
RESPONSE: All non-hydrogen atoms were refined anisotropically. 
The reflections to parameters ratio is low due to the very 
large number of refined parameters and the very weakly 
diffracting nature of the crystals. 
;
# 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_shelx_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 2423960'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-02-14 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  0.75Ang From I2              4.40 eA-3
RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus,such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT971_shelx_2             
;
PROBLEM: Check Calcd Resid. Dens.  0.81Ang From I2              4.24 eA-3
RESPONSE: RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus,such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT971_shelx_3             
;
PROBLEM: Check Calcd Resid. Dens.  0.74Ang From I1              4.22 eA-3
RESPONSE: RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus, such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT971_shelx_4             
;
PROBLEM: Check Calcd Resid. Dens.  0.67Ang From I2              4.21 eA-3
RESPONSE: RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus,such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT971_shelx_5             
;
PROBLEM: Check Calcd Resid. Dens.  0.75Ang From I2              4.04 eA-3
RESPONSE: RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus,such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT971_shelx_6             
;
PROBLEM: Check Calcd Resid. Dens.  0.91Ang From I1              3.91 eA-3
RESPONSE: RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus,such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT971_shelx_7             
;
PROBLEM: Check Calcd Resid. Dens.  0.99Ang From I1              3.70 eA-3
RESPONSE: RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus,such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT971_shelx_8             
;
PROBLEM: Check Calcd Resid. Dens.  0.77Ang From I1              3.57 eA-3
RESPONSE: RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus,such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT971_shelx_9             
;
PROBLEM: Check Calcd Resid. Dens.  0.89Ang From I1              2.95 eA-3
RESPONSE: RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus,such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT971_shelx_10            
;
PROBLEM: Check Calcd Resid. Dens.  0.47Ang From C3              1.98 eA-3
RESPONSE: The alert was mainly due to there are q peaks that not  assigned to any elements. However, when observed closely the electrons  density appears to be around iodine atoms.  Thus,such residual density is likely not from unaccounted atom types.
;
# Added during the CSD deposition process: Friday 14 February 2025 01:18 PM
# end Validation Reply Form

_audit_creation_date             2025-02-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 I2 O2'
_chemical_formula_sum            'C12 H12 I2 O2'
_chemical_formula_weight         442.02
_chemical_melting_point          ?
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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   9.8726(4)
_cell_length_b                   10.1182(5)
_cell_length_c                   12.6876(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.083(4)
_cell_angle_gamma                90
_cell_volume                     1265.57(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2689
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.9990
_cell_measurement_theta_min      4.4010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    38.906
_exptl_absorpt_correction_T_max  0.04237
_exptl_absorpt_correction_T_min  0.00181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.320
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_av_unetI/netI     0.0665
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4618
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.124
_diffrn_reflns_theta_min         4.485
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4223
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2264
_reflns_number_total             2492
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         4.438
_refine_diff_density_min         -2.092
_refine_diff_density_rms         0.732
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2492
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.1129
_refine_ls_restrained_S_all      1.169
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2600
_refine_ls_wR_factor_ref         0.2712
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C8(H8A,H8B), C12(H12A,H12B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
I2 I 0.33245(6) 0.98078(8) 0.25841(5) 0.0459(4) Uani 1 1 d . . . . .
I1 I 0.18179(6) 0.94216(8) 0.51540(6) 0.0483(4) Uani 1 1 d . . . . .
O1 O 0.6455(8) 0.6693(9) 0.6139(6) 0.0488(18) Uani 1 1 d . . . . .
O2 O 0.7333(7) 0.6758(10) 0.4465(6) 0.0491(18) Uani 1 1 d . . . . .
C3 C 0.3709(10) 0.8640(13) 0.4830(9) 0.046(2) Uani 1 1 d . . . . .
C1 C 0.5619(10) 0.7401(13) 0.5443(9) 0.045(2) Uani 1 1 d . . . . .
C4 C 0.4257(11) 0.8757(13) 0.3832(9) 0.047(2) Uani 1 1 d . . . . .
C2 C 0.4401(10) 0.7975(13) 0.5667(9) 0.046(2) Uani 1 1 d . . . . .
H2 H 0.405847 0.792447 0.633466 0.055 Uiso 1 1 calc R U . . .
C9 C 0.9324(11) 0.6247(13) 0.7053(9) 0.046(2) Uani 1 1 d . . . . .
H9A H 0.866816 0.648488 0.756325 0.056 Uiso 1 1 calc R U . . .
H9B H 1.019900 0.659359 0.730232 0.056 Uiso 1 1 calc R U . . .
C7 C 0.7609(10) 0.6246(12) 0.5517(8) 0.044(2) Uani 1 1 d . . . . .
C11 C 0.8037(12) 0.4174(13) 0.6566(10) 0.048(2) Uani 1 1 d . . . . .
H11A H 0.811409 0.322157 0.650443 0.058 Uiso 1 1 calc R U . . .
H11B H 0.735641 0.436163 0.706901 0.058 Uiso 1 1 calc R U . . .
C6 C 0.6123(10) 0.7448(12) 0.4461(9) 0.044(2) Uani 1 1 d . . . . .
C5 C 0.5521(10) 0.8103(11) 0.3633(8) 0.043(2) Uani 1 1 d . . . . .
H5 H 0.589692 0.813163 0.297655 0.051 Uiso 1 1 calc R U . . .
C8 C 0.8911(11) 0.6874(12) 0.5997(8) 0.045(2) Uani 1 1 d . . . . .
H8A H 0.963473 0.676103 0.551662 0.054 Uiso 1 1 calc R U . . .
H8B H 0.876987 0.781428 0.609205 0.054 Uiso 1 1 calc R U . . .
C12 C 0.7586(12) 0.4748(14) 0.5503(10) 0.052(3) Uani 1 1 d . . . . .
H12A H 0.667405 0.444689 0.530870 0.063 Uiso 1 1 calc R U . . .
H12B H 0.818065 0.443118 0.497344 0.063 Uiso 1 1 calc R U . . .
C10 C 0.9410(11) 0.4745(12) 0.6982(10) 0.045(2) Uani 1 1 d . . . . .
H10A H 0.965064 0.438145 0.767408 0.054 Uiso 1 1 calc R U . . .
H10B H 1.010993 0.449894 0.651132 0.054 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
I2 C4 2.080(11) . ?
I1 C3 2.088(11) . ?
O1 C1 1.377(14) . ?
O1 C7 1.490(13) . ?
O2 C7 1.444(13) . ?
O2 C6 1.384(13) . ?
C3 C4 1.409(16) . ?
C3 C2 1.404(16) . ?
C1 C2 1.378(16) . ?
C1 C6 1.368(16) . ?
C4 C5 1.447(16) . ?
C2 H2 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.519(15) . ?
C9 C10 1.525(17) . ?
C7 C8 1.530(14) . ?
C7 C12 1.516(19) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.514(18) . ?
C11 C10 1.540(16) . ?
C6 C5 1.352(15) . ?
C5 H5 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?

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 C7 105.5(8) . . ?
C6 O2 C7 107.7(8) . . ?
C4 C3 I1 122.4(8) . . ?
C2 C3 I1 115.9(8) . . ?
C2 C3 C4 121.7(10) . . ?
O1 C1 C2 125.9(10) . . ?
C6 C1 O1 111.6(9) . . ?
C6 C1 C2 122.5(11) . . ?
C3 C4 I2 123.5(8) . . ?
C3 C4 C5 119.7(10) . . ?
C5 C4 I2 116.8(8) . . ?
C3 C2 H2 121.9 . . ?
C1 C2 C3 116.1(10) . . ?
C1 C2 H2 121.9 . . ?
H9A C9 H9B 107.9 . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
C8 C9 C10 112.2(10) . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
O1 C7 C8 108.3(9) . . ?
O1 C7 C12 107.4(9) . . ?
O2 C7 O1 105.6(8) . . ?
O2 C7 C8 109.3(9) . . ?
O2 C7 C12 110.2(9) . . ?
C12 C7 C8 115.5(9) . . ?
H11A C11 H11B 107.9 . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
C12 C11 C10 111.9(10) . . ?
C10 C11 H11A 109.2 . . ?
C10 C11 H11B 109.2 . . ?
C1 C6 O2 109.6(10) . . ?
C5 C6 O2 126.4(10) . . ?
C5 C6 C1 124.0(10) . . ?
C4 C5 H5 122.1 . . ?
C6 C5 C4 115.8(10) . . ?
C6 C5 H5 122.1 . . ?
C9 C8 C7 110.9(9) . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.0 . . ?
C7 C12 H12A 109.3 . . ?
C7 C12 H12B 109.3 . . ?
C11 C12 C7 111.7(10) . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C9 C10 C11 110.1(9) . . ?
C9 C10 H10A 109.6 . . ?
C9 C10 H10B 109.6 . . ?
C11 C10 H10A 109.6 . . ?
C11 C10 H10B 109.6 . . ?
H10A C10 H10B 108.2 . . ?

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
I2 C4 C5 C6 178.7(8) . . . . ?
I1 C3 C4 I2 3.8(15) . . . . ?
I1 C3 C4 C5 -175.1(8) . . . . ?
I1 C3 C2 C1 176.9(9) . . . . ?
O1 C1 C2 C3 -179.3(11) . . . . ?
O1 C1 C6 O2 0.1(14) . . . . ?
O1 C1 C6 C5 -178.5(11) . . . . ?
O1 C7 C8 C9 71.9(11) . . . . ?
O1 C7 C12 C11 -72.4(11) . . . . ?
O2 C7 C8 C9 -173.5(9) . . . . ?
O2 C7 C12 C11 173.1(9) . . . . ?
O2 C6 C5 C4 -179.6(11) . . . . ?
C3 C4 C5 C6 -2.4(16) . . . . ?
C1 O1 C7 O2 0.1(12) . . . . ?
C1 O1 C7 C8 117.1(10) . . . . ?
C1 O1 C7 C12 -117.5(10) . . . . ?
C1 C6 C5 C4 -1.2(17) . . . . ?
C4 C3 C2 C1 -2.5(18) . . . . ?
C2 C3 C4 I2 -176.9(9) . . . . ?
C2 C3 C4 C5 4.3(18) . . . . ?
C2 C1 C6 O2 -178.2(11) . . . . ?
C2 C1 C6 C5 3.1(19) . . . . ?
C7 O1 C1 C2 178.2(11) . . . . ?
C7 O1 C1 C6 -0.1(13) . . . . ?
C7 O2 C6 C1 -0.1(13) . . . . ?
C7 O2 C6 C5 178.5(11) . . . . ?
C6 O2 C7 O1 0.0(11) . . . . ?
C6 O2 C7 C8 -116.3(10) . . . . ?
C6 O2 C7 C12 115.7(10) . . . . ?
C6 C1 C2 C3 -1.2(18) . . . . ?
C8 C9 C10 C11 -57.7(12) . . . . ?
C8 C7 C12 C11 48.6(13) . . . . ?
C12 C7 C8 C9 -48.6(13) . . . . ?
C12 C11 C10 C9 57.2(13) . . . . ?
C10 C9 C8 C7 52.8(12) . . . . ?
C10 C11 C12 C7 -52.2(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_shelx_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 2423959'
loop_
_audit_author_name
_audit_author_address
'Andreas Kourtellaris'
;University of Cyprus, European University of Cyprus
Cyprus
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
_audit_creation_date             2024-12-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.25(C56 H64 Cl8 O16)'
_chemical_formula_sum            'C14 H16 Cl2 O4'
_chemical_formula_weight         319.17
_chemical_melting_point          ?
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'
Cl Cl 0.3639 0.7018 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.3695(4)
_cell_length_b                   7.1981(2)
_cell_length_c                   37.3231(14)
_cell_angle_alpha                90
_cell_angle_beta                 95.476(3)
_cell_angle_gamma                90
_cell_volume                     3040.54(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3570
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.5820
_cell_measurement_theta_min      7.1000
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.937
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0860
_diffrn_reflns_av_unetI/netI     0.0914
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            10222
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.968
_diffrn_reflns_theta_max         66.968
_diffrn_reflns_theta_min         3.973
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4223
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3855
_reflns_number_total             5412
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.766
_refine_diff_density_min         -1.511
_refine_diff_density_rms         0.143
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.335
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5412
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1338
_refine_ls_R_factor_gt           0.1085
_refine_ls_restrained_S_all      1.351
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3187
_refine_ls_wR_factor_ref         0.3643
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C8-C7
 1.45 with sigma of 0.01
 C10-C11
 1.42 with sigma of 0.01
 C21-C22
 1.35 with sigma of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C12(H12A,H12B), C23(H23A,H23B), C26(H26A,H26B)
3.b Me refined with riding coordinates:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C8(H8), C11(H11), C16(H16), C19(H19), C22(H22), C25(H25)
3.d Tetrahedral OH refined with riding coordinates:
 O1(H1), O2(H2A), O5(H5A), O6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.7231(4) 0.1473(6) 0.36485(14) 0.0301(10) Uani 1 1 d . . . . .
C2 C 0.7341(4) 0.0375(6) 0.33442(14) 0.0321(10) Uani 1 1 d . . . . .
H2 H 0.685801 -0.065886 0.330160 0.039 Uiso 1 1 calc R U . . .
C3 C 0.8162(5) 0.0809(7) 0.31054(16) 0.0402(13) Uani 1 1 d . . . . .
C4 C 0.8866(4) 0.2421(7) 0.31625(14) 0.0355(11) Uani 1 1 d . . . . .
C5 C 0.8727(4) 0.3535(6) 0.34563(15) 0.0340(11) Uani 1 1 d . . . . .
H5 H 0.917141 0.461626 0.349030 0.041 Uiso 1 1 calc R U . . .
C6 C 0.7925(4) 0.3058(6) 0.37047(14) 0.0304(10) Uani 1 1 d . . . . .
C7 C 0.6407(4) 0.0881(6) 0.39082(13) 0.0299(10) Uani 1 1 d D . . . .
C8 C 0.6743(5) 0.0361(7) 0.42529(14) 0.0376(12) Uani 1 1 d D . . . .
H8 H 0.754492 0.044708 0.432758 0.045 Uiso 1 1 calc R U . . .
C9 C 0.5971(5) -0.0329(7) 0.45237(16) 0.0387(12) Uani 1 1 d . . . . .
H9A H 0.514948 -0.016842 0.443252 0.046 Uiso 1 1 calc R U . . .
H9B H 0.611153 -0.164495 0.456403 0.046 Uiso 1 1 calc R U . . .
C10 C 0.7795(4) 0.4301(6) 0.40084(14) 0.0332(11) Uani 1 1 d D . . . .
C11 C 0.8506(5) 0.4387(7) 0.43185(16) 0.0452(14) Uani 1 1 d D . . . .
H11 H 0.916122 0.360795 0.434053 0.054 Uiso 1 1 calc R U . . .
C12 C 0.8329(6) 0.5628(8) 0.46298(18) 0.0530(17) Uani 1 1 d . . . . .
H12A H 0.868771 0.682638 0.459232 0.064 Uiso 1 1 calc R U . . .
H12B H 0.749024 0.582114 0.464273 0.064 Uiso 1 1 calc R U . . .
C13 C 0.7651(7) -0.1843(9) 0.27437(18) 0.0562(17) Uani 1 1 d . . . . .
H13A H 0.787321 -0.244801 0.253097 0.084 Uiso 1 1 calc R U . . .
H13B H 0.777207 -0.267661 0.294461 0.084 Uiso 1 1 calc R U . . .
H13C H 0.683316 -0.149600 0.270870 0.084 Uiso 1 1 calc R U . . .
C14 C 1.0303(6) 0.4415(8) 0.2945(2) 0.0509(15) Uani 1 1 d . . . . .
H14A H 1.081317 0.449792 0.275500 0.076 Uiso 1 1 calc R U . . .
H14B H 0.977238 0.545570 0.293137 0.076 Uiso 1 1 calc R U . . .
H14C H 1.076971 0.442367 0.317331 0.076 Uiso 1 1 calc R U . . .
C15 C 0.2160(4) 0.7830(6) 0.37026(14) 0.0319(11) Uani 1 1 d . . . . .
C16 C 0.2221(4) 0.8950(6) 0.33940(14) 0.0315(10) Uani 1 1 d . . . . .
H16 H 0.172656 0.997662 0.335908 0.038 Uiso 1 1 calc R U . . .
C17 C 0.3013(5) 0.8539(6) 0.31396(14) 0.0362(12) Uani 1 1 d . . . . .
C18 C 0.3729(4) 0.6955(7) 0.31887(14) 0.0350(11) Uani 1 1 d . . . . .
C19 C 0.3642(4) 0.5826(6) 0.34822(14) 0.0314(11) Uani 1 1 d . . . . .
H19 H 0.409922 0.475469 0.350788 0.038 Uiso 1 1 calc R U . . .
C20 C 0.2880(4) 0.6254(6) 0.37421(14) 0.0299(10) Uani 1 1 d . . . . .
C21 C 0.1405(4) 0.8419(6) 0.39805(13) 0.0326(11) Uani 1 1 d D . . . .
C22 C 0.1776(5) 0.8809(6) 0.43209(14) 0.0376(12) Uani 1 1 d D . . . .
H22 H 0.257656 0.862027 0.438687 0.045 Uiso 1 1 calc R U . . .
C23 C 0.1076(5) 0.9507(7) 0.46097(16) 0.0398(12) Uani 1 1 d . . . . .
H23A H 0.111194 1.085279 0.461525 0.048 Uiso 1 1 calc R U . . .
H23B H 0.025596 0.914887 0.455527 0.048 Uiso 1 1 calc R U . . .
C24 C 0.2829(5) 0.4967(6) 0.40501(15) 0.0354(11) Uani 1 1 d . . . . .
C25 C 0.3681(5) 0.4667(7) 0.43107(16) 0.0397(12) Uani 1 1 d . . . . .
H25 H 0.437090 0.535664 0.430564 0.048 Uiso 1 1 calc R U . . .
C26 C 0.3628(6) 0.3313(7) 0.46125(17) 0.0482(14) Uani 1 1 d . . . . .
H26A H 0.294496 0.358643 0.474051 0.058 Uiso 1 1 calc R U . . .
H26B H 0.353362 0.206704 0.451476 0.058 Uiso 1 1 calc R U . . .
C27 C 0.2453(6) 1.1219(8) 0.27959(16) 0.0485(14) Uani 1 1 d . . . . .
H27A H 0.262606 1.183993 0.257944 0.073 Uiso 1 1 calc R U . . .
H27B H 0.163097 1.088840 0.277789 0.073 Uiso 1 1 calc R U . . .
H27C H 0.262760 1.203148 0.299789 0.073 Uiso 1 1 calc R U . . .
C28 C 0.5170(6) 0.5037(8) 0.29514(17) 0.0485(14) Uani 1 1 d . . . . .
H28A H 0.566440 0.499472 0.275688 0.073 Uiso 1 1 calc R U . . .
H28B H 0.565437 0.501718 0.317658 0.073 Uiso 1 1 calc R U . . .
H28C H 0.465286 0.397984 0.293730 0.073 Uiso 1 1 calc R U . . .
O1 O 0.6194(4) 0.0640(6) 0.48534(13) 0.0504(11) Uani 1 1 d . . . . .
H1 H 0.688558 0.048946 0.493238 0.076 Uiso 1 1 calc R U . . .
O2 O 0.8831(4) 0.4867(6) 0.49583(11) 0.0492(10) Uani 1 1 d . . . . .
H2A H 0.954245 0.471737 0.494928 0.074 Uiso 1 1 calc R U . . .
O3 O 0.8358(4) -0.0221(5) 0.28131(12) 0.0474(10) Uani 1 1 d . . . . .
O4 O 0.9641(3) 0.2737(6) 0.29084(11) 0.0455(10) Uani 1 1 d . . . . .
O5 O 0.1498(4) 0.8799(6) 0.49536(12) 0.0492(10) Uani 1 1 d . . . . .
H5A H 0.218790 0.911313 0.500198 0.074 Uiso 1 1 calc R U . . .
O6 O 0.4657(5) 0.3384(5) 0.48552(13) 0.0625(15) Uani 1 1 d . . . . .
H6 H 0.472798 0.442703 0.494294 0.094 Uiso 1 1 calc R U . . .
O7 O 0.3157(4) 0.9575(5) 0.28441(11) 0.0457(10) Uani 1 1 d . . . . .
O8 O 0.4489(4) 0.6689(5) 0.29268(11) 0.0444(9) Uani 1 1 d . . . . .
Cl1 Cl 0.49370(12) 0.0678(2) 0.37363(4) 0.0492(5) Uani 1 1 d . . . . .
Cl2 Cl 0.65915(16) 0.5783(2) 0.39505(5) 0.0641(6) Uani 1 1 d . . . . .
Cl3 Cl -0.00871(12) 0.8763(2) 0.38270(4) 0.0513(5) Uani 1 1 d . . . . .
Cl4 Cl 0.15209(15) 0.3692(2) 0.40409(6) 0.0673(6) 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 C2 1.399(7) . ?
C1 C6 1.392(6) . ?
C1 C7 1.473(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(8) . ?
C3 C4 1.415(7) . ?
C3 O3 1.355(7) . ?
C4 C5 1.379(8) . ?
C4 O4 1.373(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.404(7) . ?
C6 C10 1.463(7) . ?
C7 C8 1.359(6) . ?
C7 Cl1 1.739(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.486(8) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 O1 1.416(7) . ?
C10 C11 1.348(6) . ?
C10 Cl2 1.732(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.494(8) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 O2 1.412(7) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 O3 1.428(7) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 O4 1.423(7) . ?
C15 C16 1.413(7) . ?
C15 C20 1.399(6) . ?
C15 C21 1.470(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.402(8) . ?
C17 C18 1.403(7) . ?
C17 O7 1.355(7) . ?
C18 C19 1.375(7) . ?
C18 O8 1.378(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.395(8) . ?
C20 C24 1.482(7) . ?
C21 C22 1.330(6) . ?
C21 Cl3 1.756(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.487(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 O5 1.421(7) . ?
C24 C25 1.323(7) . ?
C24 Cl4 1.745(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.495(8) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 O6 1.411(7) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C27 O7 1.431(7) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C28 O8 1.418(7) . ?
O1 H1 0.8200 . ?
O2 H2A 0.8200 . ?
O5 H5A 0.8200 . ?
O6 H6 0.8200 . ?

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 C1 C7 118.9(4) . . ?
C6 C1 C2 119.4(5) . . ?
C6 C1 C7 121.6(5) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.9(4) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 C4 119.6(5) . . ?
O3 C3 C2 124.6(5) . . ?
O3 C3 C4 115.8(6) . . ?
C5 C4 C3 119.4(5) . . ?
O4 C4 C3 115.0(5) . . ?
O4 C4 C5 125.6(5) . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 120.9(4) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 119.7(5) . . ?
C1 C6 C10 121.4(5) . . ?
C5 C6 C10 118.8(4) . . ?
C1 C7 Cl1 115.5(3) . . ?
C8 C7 C1 124.3(4) . . ?
C8 C7 Cl1 120.0(4) . . ?
C7 C8 H8 116.4 . . ?
C7 C8 C9 127.3(5) . . ?
C9 C8 H8 116.4 . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
O1 C9 C8 111.0(4) . . ?
O1 C9 H9A 109.4 . . ?
O1 C9 H9B 109.4 . . ?
C6 C10 Cl2 114.6(3) . . ?
C11 C10 C6 126.7(5) . . ?
C11 C10 Cl2 118.7(4) . . ?
C10 C11 H11 117.2 . . ?
C10 C11 C12 125.5(5) . . ?
C12 C11 H11 117.2 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
O2 C12 C11 111.7(5) . . ?
O2 C12 H12A 109.3 . . ?
O2 C12 H12B 109.3 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O4 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
O4 C14 H14C 109.5 . . ?
C16 C15 C21 119.2(4) . . ?
C20 C15 C16 118.3(5) . . ?
C20 C15 C21 122.3(4) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.1(4) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C18 119.1(5) . . ?
O7 C17 C16 124.8(5) . . ?
O7 C17 C18 116.1(5) . . ?
C19 C18 C17 119.9(5) . . ?
C19 C18 O8 125.5(5) . . ?
O8 C18 C17 114.5(5) . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.4(4) . . ?
C20 C19 H19 119.3 . . ?
C15 C20 C24 121.5(5) . . ?
C19 C20 C15 120.1(5) . . ?
C19 C20 C24 118.3(4) . . ?
C15 C21 Cl3 114.9(3) . . ?
C22 C21 C15 125.6(4) . . ?
C22 C21 Cl3 119.4(4) . . ?
C21 C22 H22 115.8 . . ?
C21 C22 C23 128.4(5) . . ?
C23 C22 H22 115.8 . . ?
C22 C23 H23A 109.2 . . ?
C22 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
O5 C23 C22 112.1(4) . . ?
O5 C23 H23A 109.2 . . ?
O5 C23 H23B 109.2 . . ?
C20 C24 Cl4 114.2(3) . . ?
C25 C24 C20 126.3(5) . . ?
C25 C24 Cl4 119.4(4) . . ?
C24 C25 H25 117.2 . . ?
C24 C25 C26 125.5(5) . . ?
C26 C25 H25 117.2 . . ?
C25 C26 H26A 109.3 . . ?
C25 C26 H26B 109.3 . . ?
H26A C26 H26B 107.9 . . ?
O6 C26 C25 111.7(5) . . ?
O6 C26 H26A 109.3 . . ?
O6 C26 H26B 109.3 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O7 C27 H27A 109.5 . . ?
O7 C27 H27B 109.5 . . ?
O7 C27 H27C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O8 C28 H28A 109.5 . . ?
O8 C28 H28B 109.5 . . ?
O8 C28 H28C 109.5 . . ?
C9 O1 H1 109.5 . . ?
C12 O2 H2A 109.5 . . ?
C3 O3 C13 117.4(5) . . ?
C4 O4 C14 116.2(5) . . ?
C23 O5 H5A 109.5 . . ?
C26 O6 H6 109.5 . . ?
C17 O7 C27 116.6(5) . . ?
C18 O8 C28 116.5(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 C2 C3 C4 -2.4(7) . . . . ?
C1 C2 C3 O3 177.2(5) . . . . ?
C1 C6 C10 C11 101.8(7) . . . . ?
C1 C6 C10 Cl2 -78.0(5) . . . . ?
C1 C7 C8 C9 -177.1(4) . . . . ?
C2 C1 C6 C5 -0.1(6) . . . . ?
C2 C1 C6 C10 176.7(4) . . . . ?
C2 C1 C7 C8 114.7(5) . . . . ?
C2 C1 C7 Cl1 -59.9(5) . . . . ?
C2 C3 C4 C5 0.2(7) . . . . ?
C2 C3 C4 O4 -179.3(4) . . . . ?
C2 C3 O3 C13 1.3(8) . . . . ?
C3 C4 C5 C6 2.0(7) . . . . ?
C3 C4 O4 C14 175.8(5) . . . . ?
C4 C3 O3 C13 -179.1(5) . . . . ?
C4 C5 C6 C1 -2.1(7) . . . . ?
C4 C5 C6 C10 -179.0(4) . . . . ?
C5 C4 O4 C14 -3.6(7) . . . . ?
C5 C6 C10 C11 -81.3(7) . . . . ?
C5 C6 C10 Cl2 98.8(5) . . . . ?
C6 C1 C2 C3 2.4(7) . . . . ?
C6 C1 C7 C8 -63.2(6) . . . . ?
C6 C1 C7 Cl1 122.2(4) . . . . ?
C6 C10 C11 C12 -177.8(6) . . . . ?
C7 C1 C2 C3 -175.6(4) . . . . ?
C7 C1 C6 C5 177.8(4) . . . . ?
C7 C1 C6 C10 -5.4(6) . . . . ?
C7 C8 C9 O1 -130.3(5) . . . . ?
C10 C11 C12 O2 152.7(6) . . . . ?
C15 C16 C17 C18 2.0(7) . . . . ?
C15 C16 C17 O7 -177.5(4) . . . . ?
C15 C20 C24 C25 -114.1(6) . . . . ?
C15 C20 C24 Cl4 69.0(5) . . . . ?
C15 C21 C22 C23 176.3(5) . . . . ?
C16 C15 C20 C19 0.5(7) . . . . ?
C16 C15 C20 C24 -177.3(4) . . . . ?
C16 C15 C21 C22 -118.5(5) . . . . ?
C16 C15 C21 Cl3 57.0(5) . . . . ?
C16 C17 C18 C19 0.4(7) . . . . ?
C16 C17 C18 O8 -179.1(4) . . . . ?
C16 C17 O7 C27 1.0(7) . . . . ?
C17 C18 C19 C20 -2.3(7) . . . . ?
C17 C18 O8 C28 -175.7(4) . . . . ?
C18 C17 O7 C27 -178.5(5) . . . . ?
C18 C19 C20 C15 1.9(7) . . . . ?
C18 C19 C20 C24 179.7(4) . . . . ?
C19 C18 O8 C28 4.8(7) . . . . ?
C19 C20 C24 C25 68.0(7) . . . . ?
C19 C20 C24 Cl4 -108.9(5) . . . . ?
C20 C15 C16 C17 -2.4(7) . . . . ?
C20 C15 C21 C22 57.5(7) . . . . ?
C20 C15 C21 Cl3 -127.0(4) . . . . ?
C20 C24 C25 C26 -177.7(5) . . . . ?
C21 C15 C16 C17 173.7(4) . . . . ?
C21 C15 C20 C19 -175.5(4) . . . . ?
C21 C15 C20 C24 6.7(7) . . . . ?
C21 C22 C23 O5 146.1(5) . . . . ?
C24 C25 C26 O6 -177.2(5) . . . . ?
O3 C3 C4 C5 -179.4(4) . . . . ?
O3 C3 C4 O4 1.1(6) . . . . ?
O4 C4 C5 C6 -178.6(4) . . . . ?
O7 C17 C18 C19 179.9(4) . . . . ?
O7 C17 C18 O8 0.4(6) . . . . ?
O8 C18 C19 C20 177.2(4) . . . . ?
Cl1 C7 C8 C9 -2.7(7) . . . . ?
Cl2 C10 C11 C12 2.1(9) . . . . ?
Cl3 C21 C22 C23 1.0(7) . . . . ?
Cl4 C24 C25 C26 -1.0(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form

_vrf_PLAT417_shelx               
;
RESPONSE: These hydrogen atoms were placed using the riding model on an alcohol, 
which is free to rotate.
;
_vrf_PLAT084_shelx               
;
RESPONSE: Crystals diffracted extremely weakly. 
The high R factor results from the weak diffraction, 
and the inclusion of reflections that are essentially 
unobserved.
;
# end Validation Reply Form
