# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_m
_database_code_depnum_ccdc_archive 'CCDC 2288230'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H15 Li O5'
_chemical_formula_sum            'C10 H15 Li O5'
_chemical_formula_weight         222.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Li Li -0.0003 0.0001 '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                   19.757(8)
_cell_length_b                   6.8303(15)
_cell_length_c                   18.858(9)
_cell_angle_alpha                90
_cell_angle_beta                 115.43(5)
_cell_angle_gamma                90
_cell_volume                     2298.2(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2774
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      26

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.410
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.101
_shelx_estimated_absorpt_T_min   0.955
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;

_oxdiff_exptl_absorpt_empirical_full_min 0.977
_oxdiff_exptl_absorpt_empirical_full_max 1.022
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.3456
_diffrn_reflns_number            5504
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_av_R_equivalents  0.0151
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.579
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2500
_reflns_number_gt                2194
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0519P)²+1.5167P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2500
_refine_ls_number_parameters     150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.1040
_refine_ls_wR_factor_gt          0.0991
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
Li1 Li 0.32376(12) 0.5700(3) 0.24997(12) 0.0216(4) Uani 1 1 d . . . . .
O1 O 0.30213(5) 0.57814(12) 0.33806(5) 0.0185(2) Uani 1 1 d . . . . .
C1 C 0.34728(7) 0.63071(17) 0.41043(7) 0.0163(3) Uani 1 1 d . . . . .
C2 C 0.32004(7) 0.62942(18) 0.46880(7) 0.0192(3) Uani 1 1 d . . . . .
H2 H 0.2703 0.5863 0.4550 0.023 Uiso 1 1 calc R U . . .
C3 C 0.36315(7) 0.68829(19) 0.54440(7) 0.0215(3) Uani 1 1 d . . . . .
H3 H 0.3429 0.6863 0.5819 0.026 Uiso 1 1 calc R U . . .
C4 C 0.43671(8) 0.7512(2) 0.56654(8) 0.0247(3) Uani 1 1 d . . . . .
H4 H 0.4664 0.7938 0.6188 0.030 Uiso 1 1 calc R U . . .
C5 C 0.46582(7) 0.75090(19) 0.51209(8) 0.0221(3) Uani 1 1 d . . . . .
H5 H 0.5161 0.7917 0.5275 0.027 Uiso 1 1 calc R U . . .
C6 C 0.42251(7) 0.69128(17) 0.43397(7) 0.0174(3) Uani 1 1 d . . . . .
C7 C 0.45673(7) 0.69373(17) 0.37821(7) 0.0178(3) Uani 1 1 d . . . . .
O2 O 0.42524(5) 0.65465(14) 0.30820(5) 0.0219(2) Uani 1 1 d . . . . .
O3 O 0.52896(5) 0.74581(14) 0.41182(5) 0.0237(2) Uani 1 1 d . . . . .
C8 C 0.56618(8) 0.7517(2) 0.36067(8) 0.0281(3) Uani 1 1 d . . . . .
H8A H 0.5420 0.8498 0.3195 0.042 Uiso 1 1 calc R U . . .
H8B H 0.5628 0.6228 0.3365 0.042 Uiso 1 1 calc R U . . .
H8C H 0.6190 0.7864 0.3912 0.042 Uiso 1 1 calc R U . . .
O4 O 0.25880(6) 0.72485(13) 0.16081(5) 0.0253(2) Uani 1 1 d . . . . .
H4A H 0.2397 0.8353 0.1625 0.041(5) Uiso 1 1 d R . . . .
C9 C 0.21153(9) 0.6385(2) 0.08769(8) 0.0318(3) Uani 1 1 d . . . . .
H9A H 0.2122 0.7183 0.0448 0.048 Uiso 1 1 calc R U . . .
H9B H 0.1602 0.6312 0.0829 0.048 Uiso 1 1 calc R U . . .
H9C H 0.2295 0.5063 0.0848 0.048 Uiso 1 1 calc R U . . .
O5 O 0.31999(5) 0.30393(13) 0.21090(5) 0.0205(2) Uani 1 1 d . . . . .
H5A H 0.2803 0.2353 0.1939 0.046(6) Uiso 1 1 d R . . . .
C10 C 0.38016(8) 0.1768(2) 0.25463(9) 0.0333(3) Uani 1 1 d . . . . .
H10A H 0.3700 0.0464 0.2306 0.050 Uiso 1 1 calc R U . . .
H10B H 0.3856 0.1679 0.3087 0.050 Uiso 1 1 calc R U . . .
H10C H 0.4266 0.2281 0.2549 0.050 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
Li1 O1 1.885(2) . ?
Li1 O2 1.915(3) . ?
Li1 O4 1.934(3) . ?
Li1 O5 1.951(2) . ?
O1 C1 1.3198(16) . ?
C1 C2 1.4178(17) . ?
C1 C6 1.4180(18) . ?
C2 C3 1.370(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.396(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.3756(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.4092(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.4743(18) . ?
C7 O2 1.2231(17) . ?
C7 O3 1.3372(17) . ?
O3 C8 1.4429(16) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O4 C9 1.4198(18) . ?
O4 H4A 0.8500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
O5 C10 1.4162(17) . ?
O5 H5A 0.8500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Li1 O2 93.64(11) . . ?
O1 Li1 O4 115.66(12) . . ?
O2 Li1 O4 118.30(13) . . ?
O1 Li1 O5 111.95(11) . . ?
O2 Li1 O5 111.01(11) . . ?
O4 Li1 O5 106.12(11) . . ?
C1 O1 Li1 127.65(11) . . ?
O1 C1 C2 119.20(11) . . ?
O1 C1 C6 123.73(11) . . ?
C2 C1 C6 117.07(12) . . ?
C3 C2 C1 122.17(12) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 120.23(12) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.44(13) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.33(13) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 119.72(12) . . ?
C5 C6 C7 118.93(12) . . ?
C1 C6 C7 121.34(12) . . ?
O2 C7 O3 120.96(12) . . ?
O2 C7 C6 126.22(12) . . ?
O3 C7 C6 112.82(11) . . ?
C7 O2 Li1 127.36(11) . . ?
C7 O3 C8 115.91(11) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 O4 Li1 122.10(11) . . ?
C9 O4 H4A 106.7 . . ?
Li1 O4 H4A 126.3 . . ?
O4 C9 H9A 109.5 . . ?
O4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 O5 Li1 117.71(11) . . ?
C10 O5 H5A 106.8 . . ?
Li1 O5 H5A 122.4 . . ?
O5 C10 H10A 109.5 . . ?
O5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
O2 Li1 O1 C1 1.01(15) . . . . ?
O4 Li1 O1 C1 -122.88(13) . . . . ?
O5 Li1 O1 C1 115.40(13) . . . . ?
Li1 O1 C1 C2 179.17(11) . . . . ?
Li1 O1 C1 C6 -0.22(19) . . . . ?
O1 C1 C2 C3 -177.84(11) . . . . ?
C6 C1 C2 C3 1.60(17) . . . . ?
C1 C2 C3 C4 -0.43(19) . . . . ?
C2 C3 C4 C5 -0.9(2) . . . . ?
C3 C4 C5 C6 1.0(2) . . . . ?
C4 C5 C6 C1 0.20(19) . . . . ?
C4 C5 C6 C7 -179.90(12) . . . . ?
O1 C1 C6 C5 177.94(11) . . . . ?
C2 C1 C6 C5 -1.46(17) . . . . ?
O1 C1 C6 C7 -1.95(18) . . . . ?
C2 C1 C6 C7 178.65(10) . . . . ?
C5 C6 C7 O2 -176.53(12) . . . . ?
C1 C6 C7 O2 3.37(19) . . . . ?
C5 C6 C7 O3 3.17(16) . . . . ?
C1 C6 C7 O3 -176.94(10) . . . . ?
O3 C7 O2 Li1 177.98(11) . . . . ?
C6 C7 O2 Li1 -2.3(2) . . . . ?
O2 C7 O3 C8 -0.21(17) . . . . ?
C6 C7 O3 C8 -179.92(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O1 0.85 1.85 2.7008(13) 177.5 4
O5 H5A O1 0.85 1.82 2.6718(16) 176.8 4_545

_refine_diff_density_max         0.340
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.041

_chemical_properties_physical    Moisture-sensitive,Hygroscopic,Heat-sensitive
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2288233'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H26 Li2 O8'
_chemical_formula_sum            'C20 H26 Li2 O8'
_chemical_formula_weight         408.29

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        '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                   23.405(4)
_cell_length_b                   8.9588(12)
_cell_length_c                   20.406(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.63(2)
_cell_angle_gamma                90
_cell_volume                     4264.8(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    18911
_cell_measurement_theta_min      3.1900
_cell_measurement_theta_max      36.7820

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_F_000             1728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.400
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Xcalibur PX κ-geometry diffractometer'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20355
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.198
_diffrn_reflns_theta_max         26.986
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4647
_reflns_number_gt                4475
_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       'CrysAlisPro 1.171.42.42a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.42a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.42a (Rigaku OD, 2022)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0343P)²+28.1649P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         4647
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0787
_refine_ls_R_factor_gt           0.0773
_refine_ls_wR_factor_ref         0.1972
_refine_ls_wR_factor_gt          0.1967
_refine_ls_goodness_of_fit_ref   1.210
_refine_ls_restrained_S_all      1.210
_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
Li1 Li 0.4263(2) 0.2524(6) 0.6740(3) 0.0214(11) Uani 1 1 d . . . . .
Li2 Li 0.4095(2) 0.4542(6) 0.7637(3) 0.0217(11) Uani 1 1 d . . . . .
O1 O 0.42184(9) 0.4647(2) 0.67052(10) 0.0187(4) Uani 1 1 d . . . . .
O2 O 0.37696(9) 0.2276(2) 0.59469(10) 0.0215(5) Uani 1 1 d . . . . .
C1 C 0.39190(12) 0.5464(3) 0.62717(14) 0.0171(6) Uani 1 1 d . . . . .
C2 C 0.39097(13) 0.7040(4) 0.63459(16) 0.0215(6) Uani 1 1 d . . . . .
H2 H 0.4113 0.7471 0.6721 0.026 Uiso 1 1 calc R U . . .
C3 C 0.36188(14) 0.7967(4) 0.58989(17) 0.0252(7) Uani 1 1 d . . . . .
H3 H 0.3625 0.9015 0.5970 0.030 Uiso 1 1 calc R U . . .
C4 C 0.33135(14) 0.7379(4) 0.53390(17) 0.0257(7) Uani 1 1 d . . . . .
H4 H 0.3112 0.8020 0.5029 0.031 Uiso 1 1 calc R U . . .
C5 C 0.33102(14) 0.5870(4) 0.52457(16) 0.0246(7) Uani 1 1 d . . . . .
H5 H 0.3105 0.5469 0.4865 0.030 Uiso 1 1 calc R U . . .
C6 C 0.36033(13) 0.4885(3) 0.57004(15) 0.0193(6) Uani 1 1 d . . . . .
C7 C 0.35751(13) 0.3265(4) 0.55787(15) 0.0209(6) Uani 1 1 d . . . . .
O3 O 0.33019(12) 0.2920(3) 0.49931(12) 0.0342(6) Uani 1 1 d . . . . .
C8 C 0.3263(2) 0.1358(4) 0.48258(18) 0.0415(10) Uani 1 1 d . . . . .
H8A H 0.3645 0.0904 0.4888 0.062 Uiso 1 1 calc R U . . .
H8B H 0.3114 0.1250 0.4366 0.062 Uiso 1 1 calc R U . . .
H8C H 0.3005 0.0858 0.5110 0.062 Uiso 1 1 calc R U . . .
O4 O 0.40579(9) 0.2408(2) 0.76489(10) 0.0180(4) Uani 1 1 d . . . . .
O5 O 0.33999(9) 0.4802(2) 0.80255(11) 0.0205(5) Uani 1 1 d . . . . .
C9 C 0.36246(12) 0.1605(3) 0.78156(13) 0.0163(6) Uani 1 1 d . . . . .
C10 C 0.36288(13) 0.0040(3) 0.77057(15) 0.0194(6) Uani 1 1 d . . . . .
H10 H 0.3944 -0.0392 0.7510 0.023 Uiso 1 1 calc R U . . .
C11 C 0.31862(13) -0.0877(3) 0.78754(15) 0.0209(6) Uani 1 1 d . . . . .
H11 H 0.3203 -0.1920 0.7794 0.025 Uiso 1 1 calc R U . . .
C12 C 0.27162(13) -0.0274(3) 0.81654(15) 0.0201(6) Uani 1 1 d . . . . .
H12 H 0.2412 -0.0901 0.8278 0.024 Uiso 1 1 calc R U . . .
C13 C 0.26989(13) 0.1231(3) 0.82858(14) 0.0182(6) Uani 1 1 d . . . . .
H13 H 0.2382 0.1633 0.8489 0.022 Uiso 1 1 calc R U . . .
C14 C 0.31425(12) 0.2204(3) 0.81142(14) 0.0169(6) Uani 1 1 d . . . . .
C15 C 0.30840(12) 0.3823(3) 0.82099(14) 0.0166(6) Uani 1 1 d . . . . .
O6 O 0.26222(9) 0.4181(2) 0.85274(10) 0.0201(5) Uani 1 1 d . . . . .
C16 C 0.25055(14) 0.5756(4) 0.85649(16) 0.0228(6) Uani 1 1 d . . . . .
H16A H 0.2820 0.6249 0.8828 0.034 Uiso 1 1 calc R U . . .
H16B H 0.2146 0.5910 0.8772 0.034 Uiso 1 1 calc R U . . .
H16C H 0.2471 0.6181 0.8121 0.034 Uiso 1 1 calc R U . . .
O7 O 0.49665(9) 0.1489(3) 0.66544(11) 0.0258(5) Uani 1 1 d . . . . .
H71 H 0.5286 0.1848 0.6790 0.039 Uiso 0.463(9) 1 calc R U P A 1
H72 H 0.5246 0.1489 0.6940 0.039 Uiso 0.537(9) 1 calc R U P A 2
C17A C 0.5050(3) 0.0191(9) 0.6284(4) 0.0258(18) Uani 0.463(9) 1 d . . P A 1
H17A H 0.4675 -0.0176 0.6092 0.031 Uiso 0.463(9) 1 calc R U P A 1
H17B H 0.5222 -0.0596 0.6578 0.031 Uiso 0.463(9) 1 calc R U P A 1
C18A C 0.5439(4) 0.0473(10) 0.5734(4) 0.035(2) Uani 0.463(9) 1 d . . P A 1
H18A H 0.5475 -0.0446 0.5480 0.052 Uiso 0.463(9) 1 calc R U P A 1
H18B H 0.5819 0.0783 0.5924 0.052 Uiso 0.463(9) 1 calc R U P A 1
H18C H 0.5274 0.1262 0.5445 0.052 Uiso 0.463(9) 1 calc R U P A 1
C17B C 0.5154(3) 0.0998(10) 0.6035(3) 0.0325(19) Uani 0.537(9) 1 d . . P A 2
H17C H 0.4837 0.0470 0.5781 0.039 Uiso 0.537(9) 1 calc R U P A 2
H17D H 0.5478 0.0294 0.6112 0.039 Uiso 0.537(9) 1 calc R U P A 2
C18B C 0.5339(4) 0.2332(10) 0.5647(4) 0.047(2) Uani 0.537(9) 1 d . . P A 2
H18D H 0.5442 0.2002 0.5214 0.071 Uiso 0.537(9) 1 calc R U P A 2
H18E H 0.5672 0.2806 0.5884 0.071 Uiso 0.537(9) 1 calc R U P A 2
H18F H 0.5024 0.3052 0.5592 0.071 Uiso 0.537(9) 1 calc R U P A 2
O8 O 0.46675(10) 0.5639(3) 0.81653(11) 0.0261(5) Uani 1 1 d . . . . .
H81 H 0.4846 0.5024 0.8416 0.039 Uiso 0.530(9) 1 calc R U P B 1
H82 H 0.5005 0.5316 0.8174 0.039 Uiso 0.470(9) 1 calc R U P B 2
C19A C 0.4541(3) 0.6902(9) 0.8520(4) 0.0285(17) Uani 0.530(9) 1 d . . P B 1
H19A H 0.4133 0.7168 0.8414 0.034 Uiso 0.530(9) 1 calc R U P B 1
H19B H 0.4777 0.7744 0.8382 0.034 Uiso 0.530(9) 1 calc R U P B 1
C20A C 0.4648(3) 0.6693(9) 0.9259(4) 0.037(2) Uani 0.530(9) 1 d . . P B 1
H20A H 0.4578 0.7637 0.9482 0.055 Uiso 0.530(9) 1 calc R U P B 1
H20B H 0.5046 0.6380 0.9366 0.055 Uiso 0.530(9) 1 calc R U P B 1
H20C H 0.4388 0.5926 0.9406 0.055 Uiso 0.530(9) 1 calc R U P B 1
C19B C 0.4550(3) 0.6132(10) 0.8819(4) 0.028(2) Uani 0.470(9) 1 d . . P B 2
H19C H 0.4175 0.6644 0.8803 0.033 Uiso 0.470(9) 1 calc R U P B 2
H19D H 0.4850 0.6841 0.8993 0.033 Uiso 0.470(9) 1 calc R U P B 2
C20B C 0.4545(4) 0.4780(11) 0.9257(4) 0.040(2) Uani 0.470(9) 1 d . . P B 2
H20D H 0.4446 0.5082 0.9695 0.059 Uiso 0.470(9) 1 calc R U P B 2
H20E H 0.4925 0.4314 0.9290 0.059 Uiso 0.470(9) 1 calc R U P B 2
H20F H 0.4260 0.4064 0.9069 0.059 Uiso 0.470(9) 1 calc R U P B 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
Li1 O1 1.906(6) . ?
Li1 O7 1.911(6) . ?
Li1 O2 1.924(6) . ?
Li1 O4 1.955(6) . ?
Li1 Li2 2.624(8) . ?
Li2 O5 1.881(6) . ?
Li2 O4 1.914(6) . ?
Li2 O8 1.920(6) . ?
Li2 O1 1.949(6) . ?
O1 C1 1.308(4) . ?
O2 C7 1.226(4) . ?
C1 C2 1.420(4) . ?
C1 C6 1.427(4) . ?
C2 C3 1.373(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.401(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.365(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.417(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.473(4) . ?
C7 O3 1.345(4) . ?
O3 C8 1.442(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O4 C9 1.311(4) . ?
O5 C15 1.226(4) . ?
C9 C10 1.419(4) . ?
C9 C14 1.430(4) . ?
C10 C11 1.388(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.399(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.371(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.421(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.472(4) . ?
C15 O6 1.343(4) . ?
O6 C16 1.440(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
O7 C17A 1.410(8) . ?
O7 C17B 1.441(7) . ?
O7 H71 0.8400 . ?
O7 H72 0.8400 . ?
C17A C18A 1.521(12) . ?
C17A H17A 0.9900 . ?
C17A H17B 0.9900 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C17B C18B 1.516(12) . ?
C17B H17C 0.9900 . ?
C17B H17D 0.9900 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
O8 C19A 1.388(7) . ?
O8 C19B 1.452(7) . ?
O8 H81 0.8400 . ?
O8 H82 0.8400 . ?
C19A C20A 1.520(10) . ?
C19A H19A 0.9900 . ?
C19A H19B 0.9900 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C19B C20B 1.505(12) . ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Li1 O7 121.7(3) . . ?
O1 Li1 O2 93.2(2) . . ?
O7 Li1 O2 109.2(3) . . ?
O1 Li1 O4 94.1(3) . . ?
O7 Li1 O4 109.9(3) . . ?
O2 Li1 O4 128.0(3) . . ?
O1 Li1 Li2 47.79(18) . . ?
O7 Li1 Li2 125.2(3) . . ?
O2 Li1 Li2 123.6(3) . . ?
O4 Li1 Li2 46.63(18) . . ?
O5 Li2 O4 94.4(3) . . ?
O5 Li2 O8 106.7(3) . . ?
O4 Li2 O8 122.3(3) . . ?
O5 Li2 O1 127.3(3) . . ?
O4 Li2 O1 94.1(3) . . ?
O8 Li2 O1 111.8(3) . . ?
O5 Li2 Li1 124.2(3) . . ?
O4 Li2 Li1 47.94(18) . . ?
O8 Li2 Li1 127.4(3) . . ?
O1 Li2 Li1 46.40(18) . . ?
C1 O1 Li1 127.5(2) . . ?
C1 O1 Li2 125.0(2) . . ?
Li1 O1 Li2 85.8(2) . . ?
C7 O2 Li1 126.9(3) . . ?
O1 C1 C2 119.8(3) . . ?
O1 C1 C6 124.3(3) . . ?
C2 C1 C6 116.0(3) . . ?
C3 C2 C1 122.8(3) . . ?
C3 C2 H2 118.6 . . ?
C1 C2 H2 118.6 . . ?
C2 C3 C4 120.5(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 118.9(3) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 121.9(3) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 C7 119.4(3) . . ?
C1 C6 C7 120.6(3) . . ?
O2 C7 O3 120.3(3) . . ?
O2 C7 C6 126.8(3) . . ?
O3 C7 C6 112.8(3) . . ?
C7 O3 C8 116.7(3) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 O4 Li2 126.1(3) . . ?
C9 O4 Li1 122.0(2) . . ?
Li2 O4 Li1 85.4(2) . . ?
C15 O5 Li2 127.2(3) . . ?
O4 C9 C10 119.1(3) . . ?
O4 C9 C14 123.9(3) . . ?
C10 C9 C14 117.0(3) . . ?
C11 C10 C9 122.0(3) . . ?
C11 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
C10 C11 C12 120.3(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C13 C12 C11 119.4(3) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 121.7(3) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C13 C14 C9 119.5(3) . . ?
C13 C14 C15 119.6(3) . . ?
C9 C14 C15 120.8(3) . . ?
O5 C15 O6 120.4(3) . . ?
O5 C15 C14 126.9(3) . . ?
O6 C15 C14 112.8(3) . . ?
C15 O6 C16 115.0(2) . . ?
O6 C16 H16A 109.5 . . ?
O6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17A O7 Li1 127.5(4) . . ?
C17B O7 Li1 123.7(4) . . ?
C17A O7 H71 109.5 . . ?
Li1 O7 H71 122.4 . . ?
C17B O7 H72 109.5 . . ?
Li1 O7 H72 124.5 . . ?
O7 C17A C18A 112.1(7) . . ?
O7 C17A H17A 109.2 . . ?
C18A C17A H17A 109.2 . . ?
O7 C17A H17B 109.2 . . ?
C18A C17A H17B 109.2 . . ?
H17A C17A H17B 107.9 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
O7 C17B C18B 109.7(6) . . ?
O7 C17B H17C 109.7 . . ?
C18B C17B H17C 109.7 . . ?
O7 C17B H17D 109.7 . . ?
C18B C17B H17D 109.7 . . ?
H17C C17B H17D 108.2 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C19A O8 Li2 122.8(4) . . ?
C19B O8 Li2 119.7(4) . . ?
C19A O8 H81 109.5 . . ?
Li2 O8 H81 107.2 . . ?
C19B O8 H82 109.5 . . ?
Li2 O8 H82 116.5 . . ?
O8 C19A C20A 113.0(6) . . ?
O8 C19A H19A 109.0 . . ?
C20A C19A H19A 109.0 . . ?
O8 C19A H19B 109.0 . . ?
C20A C19A H19B 109.0 . . ?
H19A C19A H19B 107.8 . . ?
C19A C20A H20A 109.5 . . ?
C19A C20A H20B 109.5 . . ?
H20A C20A H20B 109.5 . . ?
C19A C20A H20C 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
O8 C19B C20B 108.1(6) . . ?
O8 C19B H19C 110.1 . . ?
C20B C19B H19C 110.1 . . ?
O8 C19B H19D 110.1 . . ?
C20B C19B H19D 110.1 . . ?
H19C C19B H19D 108.4 . . ?
C19B C20B H20D 109.5 . . ?
C19B C20B H20E 109.5 . . ?
H20D C20B H20E 109.5 . . ?
C19B C20B H20F 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H71 O4 0.84 1.91 2.718(3) 161.9 2_656
O8 H82 O1 0.84 1.91 2.748(3) 173.5 2_656

_refine_diff_density_max         0.365
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.086

_chemical_properties_physical    Moisture-sensitive,Hygroscopic,Heat-sensitive
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2288232'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H15 Li O6'
_chemical_formula_sum            'C16 H15 Li O6'
_chemical_formula_weight         310.22

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'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   4.9781(10)
_cell_length_b                   11.479(2)
_cell_length_c                   26.144(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.95(2)
_cell_angle_gamma                90
_cell_volume                     1488.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16317
_cell_measurement_theta_min      3.3
_cell_measurement_theta_max      60

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.881
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.42a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.647
_oxdiff_exptl_absorpt_empirical_full_max 1.463
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_special_details           
;
 ?
;
_diffrn_ambient_temperature      100(2)
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            34153
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.394
_diffrn_reflns_theta_max         69.987
_diffrn_reflns_theta_full        67.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2804
_reflns_number_gt                2351
_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       'CrysAlisPro 1.171.42.42a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.42a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.42a (Rigaku OD, 2022)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0768P)²+0.4874P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         2804
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1292
_refine_ls_wR_factor_gt          0.1224
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
Li1 Li 0.3179(6) 0.4798(3) 0.38164(12) 0.0369(7) Uani 1 1 d . . . . .
O1 O 0.6220(2) 0.38390(11) 0.37604(5) 0.0333(3) Uani 1 1 d . . . . .
O2 O 0.2676(3) 0.41441(11) 0.44854(5) 0.0357(3) Uani 1 1 d . . . . .
O3 O 0.3065(3) 0.28788(12) 0.51342(5) 0.0388(3) Uani 1 1 d . . . . .
O4 O -0.0041(2) 0.47554(11) 0.33742(5) 0.0358(3) Uani 1 1 d . . . . .
H4A H -0.1324 0.4360 0.3471 0.054 Uiso 1 1 calc R U . . .
O5 O 0.3696(2) 0.64206(11) 0.36641(5) 0.0348(3) Uani 1 1 d . . . . .
O6 O 0.2760(3) 0.81896(11) 0.33434(5) 0.0359(3) Uani 1 1 d . . . . .
C1 C 0.6801(3) 0.28316(15) 0.39929(7) 0.0295(4) Uani 1 1 d . . . . .
C2 C 0.8694(3) 0.20731(16) 0.37983(7) 0.0334(4) Uani 1 1 d . . . . .
H2 H 0.9558 0.2299 0.3504 0.040 Uiso 1 1 calc R U . . .
C3 C 0.9318(4) 0.10168(16) 0.40236(8) 0.0366(4) Uani 1 1 d . . . . .
H3 H 1.0598 0.0523 0.3883 0.044 Uiso 1 1 calc R U . . .
C4 C 0.8086(4) 0.06617(16) 0.44583(7) 0.0372(4) Uani 1 1 d . . . . .
H4 H 0.8503 -0.0074 0.4612 0.045 Uiso 1 1 calc R U . . .
C5 C 0.6262(4) 0.13919(16) 0.46608(7) 0.0349(4) Uani 1 1 d . . . . .
H5 H 0.5440 0.1156 0.4959 0.042 Uiso 1 1 calc R U . . .
C6 C 0.5581(3) 0.24787(15) 0.44383(6) 0.0295(4) Uani 1 1 d . . . . .
C7 C 0.3654(3) 0.32534(16) 0.46703(6) 0.0303(4) Uani 1 1 d . . . . .
C8 C 0.1212(4) 0.3606(2) 0.53929(7) 0.0439(5) Uani 1 1 d . . . . .
H8A H 0.1976 0.4389 0.5442 0.066 Uiso 1 1 calc R U . . .
H8B H 0.0925 0.3265 0.5727 0.066 Uiso 1 1 calc R U . . .
H8C H -0.0514 0.3655 0.5183 0.066 Uiso 1 1 calc R U . . .
C9 C -0.0995(3) 0.55312(16) 0.30219(7) 0.0307(4) Uani 1 1 d . . . . .
C10 C -0.3200(4) 0.52339(16) 0.26734(7) 0.0338(4) Uani 1 1 d . . . . .
H10 H -0.3968 0.4478 0.2687 0.041 Uiso 1 1 calc R U . . .
C11 C -0.4265(4) 0.60195(17) 0.23123(7) 0.0345(4) Uani 1 1 d . . . . .
H11 H -0.5758 0.5799 0.2082 0.041 Uiso 1 1 calc R U . . .
C12 C -0.3180(4) 0.71303(16) 0.22815(7) 0.0349(4) Uani 1 1 d . . . . .
H12 H -0.3918 0.7668 0.2031 0.042 Uiso 1 1 calc R U . . .
C13 C -0.1016(4) 0.74425(16) 0.26191(7) 0.0330(4) Uani 1 1 d . . . . .
H13 H -0.0263 0.8200 0.2598 0.040 Uiso 1 1 calc R U . . .
C14 C 0.0095(3) 0.66595(15) 0.29946(6) 0.0296(4) Uani 1 1 d . . . . .
C15 C 0.2344(3) 0.70384(15) 0.33613(6) 0.0296(4) Uani 1 1 d . . . . .
C16 C 0.4949(4) 0.86304(17) 0.36867(8) 0.0402(5) Uani 1 1 d . . . . .
H16A H 0.4694 0.8390 0.4039 0.060 Uiso 1 1 calc R U . . .
H16B H 0.4981 0.9483 0.3668 0.060 Uiso 1 1 calc R U . . .
H16C H 0.6660 0.8318 0.3587 0.060 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
Li1 O1 1.888(3) . ?
Li1 O4 1.894(3) . ?
Li1 O5 1.927(3) . ?
Li1 O2 1.939(3) . ?
O1 C1 1.327(2) . ?
O2 C7 1.215(2) . ?
O3 C7 1.343(2) . ?
O3 C8 1.454(2) . ?
O4 C9 1.338(2) . ?
O4 H4A 0.8400 . ?
O5 C15 1.221(2) . ?
O6 C15 1.339(2) . ?
O6 C16 1.442(2) . ?
C1 C2 1.410(2) . ?
C1 C6 1.418(2) . ?
C2 C3 1.372(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.398(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.375(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.406(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.476(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.407(2) . ?
C9 C14 1.409(3) . ?
C10 C11 1.378(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.380(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.409(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.475(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Li1 O4 125.42(19) . . ?
O1 Li1 O5 115.17(17) . . ?
O4 Li1 O5 91.15(14) . . ?
O1 Li1 O2 90.63(14) . . ?
O4 Li1 O2 111.84(17) . . ?
O5 Li1 O2 126.20(18) . . ?
C1 O1 Li1 128.13(15) . . ?
C7 O2 Li1 127.32(15) . . ?
C7 O3 C8 115.65(14) . . ?
C9 O4 Li1 129.34(15) . . ?
C9 O4 H4A 109.5 . . ?
Li1 O4 H4A 117.1 . . ?
C15 O5 Li1 128.28(15) . . ?
C15 O6 C16 115.81(14) . . ?
O1 C1 C2 119.94(16) . . ?
O1 C1 C6 122.22(16) . . ?
C2 C1 C6 117.84(16) . . ?
C3 C2 C1 121.64(17) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 120.51(17) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.08(17) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 121.69(18) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 119.23(16) . . ?
C5 C6 C7 120.44(16) . . ?
C1 C6 C7 120.33(16) . . ?
O2 C7 O3 121.19(16) . . ?
O2 C7 C6 126.57(16) . . ?
O3 C7 C6 112.23(15) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C9 C10 119.66(16) . . ?
O4 C9 C14 122.11(15) . . ?
C10 C9 C14 118.21(16) . . ?
C11 C10 C9 121.17(17) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 120.77(17) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C13 C12 C11 119.15(16) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C13 C14 121.21(17) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C9 C14 C13 119.49(16) . . ?
C9 C14 C15 120.81(15) . . ?
C13 C14 C15 119.69(16) . . ?
O5 C15 O6 121.16(16) . . ?
O5 C15 C14 126.52(16) . . ?
O6 C15 C14 112.29(15) . . ?
O6 C16 H16A 109.5 . . ?
O6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
O4 Li1 O1 C1 -93.5(2) . . . . ?
O5 Li1 O1 C1 155.33(16) . . . . ?
O2 Li1 O1 C1 24.2(2) . . . . ?
O1 Li1 O4 C9 -109.1(2) . . . . ?
O5 Li1 O4 C9 13.3(2) . . . . ?
O2 Li1 O4 C9 143.44(16) . . . . ?
Li1 O1 C1 C2 161.23(17) . . . . ?
Li1 O1 C1 C6 -18.9(3) . . . . ?
O1 C1 C2 C3 -179.03(16) . . . . ?
C6 C1 C2 C3 1.1(3) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C1 0.1(3) . . . . ?
C4 C5 C6 C7 -178.84(16) . . . . ?
O1 C1 C6 C5 179.08(15) . . . . ?
C2 C1 C6 C5 -1.0(2) . . . . ?
O1 C1 C6 C7 -2.0(2) . . . . ?
C2 C1 C6 C7 177.92(15) . . . . ?
Li1 O2 C7 O3 -177.82(17) . . . . ?
Li1 O2 C7 C6 3.2(3) . . . . ?
C8 O3 C7 O2 -0.1(2) . . . . ?
C8 O3 C7 C6 178.98(15) . . . . ?
C5 C6 C7 O2 -171.05(17) . . . . ?
C1 C6 C7 O2 10.0(3) . . . . ?
C5 C6 C7 O3 9.9(2) . . . . ?
C1 C6 C7 O3 -169.02(15) . . . . ?
Li1 O4 C9 C10 169.01(18) . . . . ?
Li1 O4 C9 C14 -12.6(3) . . . . ?
O4 C9 C10 C11 178.74(16) . . . . ?
C14 C9 C10 C11 0.3(3) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C10 C11 C12 C13 -0.2(3) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
O4 C9 C14 C13 -179.22(16) . . . . ?
C10 C9 C14 C13 -0.9(2) . . . . ?
O4 C9 C14 C15 -0.6(3) . . . . ?
C10 C9 C14 C15 177.77(15) . . . . ?
C12 C13 C14 C9 0.9(3) . . . . ?
C12 C13 C14 C15 -177.75(16) . . . . ?
Li1 O5 C15 O6 171.61(17) . . . . ?
Li1 O5 C15 C14 -6.5(3) . . . . ?
C16 O6 C15 O5 2.4(2) . . . . ?
C16 O6 C15 C14 -179.28(14) . . . . ?
C9 C14 C15 O5 10.6(3) . . . . ?
C13 C14 C15 O5 -170.82(17) . . . . ?
C9 C14 C15 O6 -167.68(15) . . . . ?
C13 C14 C15 O6 10.9(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O1 0.84 1.61 2.4319(17) 166.3 1_455

_refine_diff_density_max         0.318
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.062

_chemical_properties_physical    Moisture-sensitive,Hygroscopic
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_o
_database_code_depnum_ccdc_archive 'CCDC 2288231'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H15 Li O5'
_chemical_formula_sum            'C10 H15 Li O5'
_chemical_formula_weight         222.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   16.660(6)
_cell_length_b                   10.120(2)
_cell_length_c                   7.0040(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1180.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10293
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      25

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_T_min  0.878
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.876
_oxdiff_exptl_absorpt_empirical_full_max 1.149
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_reflns_number            12820
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.355
_diffrn_reflns_theta_max         29.006
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.836
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.836
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             2557
_reflns_number_gt                2473
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_max     0.785
_reflns_Friedel_fraction_full    0.960

_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       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0408P)²+0.1520P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1096 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.28(18)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2557
_refine_ls_number_parameters     148
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0245
_refine_ls_wR_factor_ref         0.0673
_refine_ls_wR_factor_gt          0.0667
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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
Li Li 0.44150(15) 0.3999(2) 0.5607(4) 0.0185(5) Uani 1 1 d . . . . .
O1 O 0.55387(6) 0.38214(9) 0.57712(15) 0.0157(2) Uani 1 1 d . . . . .
C1 C 0.59418(8) 0.27851(13) 0.6381(2) 0.0140(3) Uani 1 1 d . . . . .
C2 C 0.67944(9) 0.28195(14) 0.6371(2) 0.0172(3) Uani 1 1 d . . . . .
H2 H 0.7058 0.3579 0.5878 0.021 Uiso 1 1 calc R U . . .
C3 C 0.72509(10) 0.17908(15) 0.7050(2) 0.0191(3) Uani 1 1 d . . . . .
H3 H 0.7820 0.1851 0.7019 0.023 Uiso 1 1 calc R U . . .
C4 C 0.68845(9) 0.06550(15) 0.7789(2) 0.0202(3) Uani 1 1 d . . . . .
H4 H 0.7200 -0.0052 0.8270 0.024 Uiso 1 1 calc R U . . .
C5 C 0.60606(9) 0.05797(14) 0.7805(2) 0.0180(3) Uani 1 1 d . . . . .
H5 H 0.5811 -0.0190 0.8305 0.022 Uiso 1 1 calc R U . . .
C6 C 0.55769(9) 0.16124(13) 0.7103(2) 0.0145(3) Uani 1 1 d . . . . .
C7 C 0.46995(9) 0.14643(13) 0.7137(2) 0.0147(3) Uani 1 1 d . . . . .
O2 O 0.42079(6) 0.22525(10) 0.65126(16) 0.0186(2) Uani 1 1 d . . . . .
O3 O 0.44573(6) 0.03346(10) 0.79516(17) 0.0194(2) Uani 1 1 d . . . . .
C8 C 0.35976(9) 0.01336(14) 0.8027(2) 0.0196(3) Uani 1 1 d . . . . .
H8A H 0.3384 0.0084 0.6725 0.029 Uiso 1 1 calc R U . . .
H8B H 0.3346 0.0873 0.8703 0.029 Uiso 1 1 calc R U . . .
H8C H 0.3481 -0.0692 0.8702 0.029 Uiso 1 1 calc R U . . .
O4 O 0.39687(7) 0.53713(10) 0.72398(17) 0.0201(2) Uani 1 1 d . . . . .
H4A H 0.4150 0.5538 0.8333 0.030 Uiso 1 1 d R U . . .
C9 C 0.36672(13) 0.65505(16) 0.6406(3) 0.0339(4) Uani 1 1 d . . . . .
H9A H 0.3424 0.6346 0.5166 0.051 Uiso 1 1 calc R U . . .
H9B H 0.4108 0.7180 0.6227 0.051 Uiso 1 1 calc R U . . .
H9C H 0.3261 0.6939 0.7248 0.051 Uiso 1 1 calc R U . . .
O5 O 0.39942(7) 0.41925(10) 0.30508(17) 0.0215(2) Uani 1 1 d . . . . .
H5A H 0.4159 0.4796 0.2327 0.032 Uiso 1 1 d R U . . .
C10 C 0.36513(17) 0.31821(19) 0.1955(3) 0.0489(6) Uani 1 1 d . . . . .
H10A H 0.3254 0.3560 0.1080 0.073 Uiso 1 1 calc R U . . .
H10B H 0.3389 0.2543 0.2800 0.073 Uiso 1 1 calc R U . . .
H10C H 0.4072 0.2737 0.1218 0.073 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
Li O1 1.884(3) . ?
Li O2 1.909(3) . ?
Li O5 1.932(3) . ?
Li O4 1.947(3) . ?
O1 C1 1.3164(17) . ?
C1 C2 1.421(2) . ?
C1 C6 1.4261(19) . ?
C2 C3 1.374(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.375(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.4085(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.470(2) . ?
C7 O2 1.2241(18) . ?
C7 O3 1.3398(16) . ?
O3 C8 1.4475(18) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O4 C9 1.4205(19) . ?
O4 H4A 0.8400 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
O5 C10 1.400(2) . ?
O5 H5A 0.8400 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Li O2 94.06(12) . . ?
O1 Li O5 115.26(14) . . ?
O2 Li O5 109.64(13) . . ?
O1 Li O4 114.31(14) . . ?
O2 Li O4 113.34(14) . . ?
O5 Li O4 109.48(13) . . ?
C1 O1 Li 127.06(11) . . ?
O1 C1 C2 119.26(12) . . ?
O1 C1 C6 124.09(12) . . ?
C2 C1 C6 116.63(12) . . ?
C3 C2 C1 122.21(13) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 120.55(14) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.94(14) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 121.81(14) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 119.83(13) . . ?
C5 C6 C7 119.19(12) . . ?
C1 C6 C7 120.98(12) . . ?
O2 C7 O3 120.44(13) . . ?
O2 C7 C6 126.38(13) . . ?
O3 C7 C6 113.18(12) . . ?
C7 O2 Li 126.95(13) . . ?
C7 O3 C8 115.68(11) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 O4 Li 119.51(13) . . ?
C9 O4 H4A 109.5 . . ?
Li O4 H4A 122.8 . . ?
O4 C9 H9A 109.5 . . ?
O4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 O5 Li 125.57(13) . . ?
C10 O5 H5A 109.5 . . ?
Li O5 H5A 120.9 . . ?
O5 C10 H10A 109.5 . . ?
O5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O1 0.84 1.90 2.7310(17) 170.5 2_665
O5 H5A O1 0.84 1.84 2.6823(15) 176.3 2_664

_refine_diff_density_max         0.200
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.031

_chemical_properties_physical    Moisture-sensitive,Hygroscopic,Heat-sensitive
####################################################################### 
# 
# 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_4_m
_database_code_depnum_ccdc_archive 'CCDC 2288234'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 Li2 O8'
_chemical_formula_sum            'C16 H18 Li2 O8'
_chemical_formula_weight         352.18

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'
Li Li 0.0008 0.0003 '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                   6.4307(16)
_cell_length_b                   10.351(2)
_cell_length_c                   24.580(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.61(3)
_cell_angle_gamma                90
_cell_volume                     1636.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4138
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      60

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.952
_shelx_estimated_absorpt_T_min   0.825
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.725
_oxdiff_exptl_absorpt_empirical_full_max 1.274
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.3456
_diffrn_reflns_number            11081
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.597
_diffrn_reflns_theta_max         67.376
_diffrn_reflns_theta_full        67.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2896
_reflns_number_gt                2624
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1292P)²+0.9923P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2896
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0672
_refine_ls_wR_factor_ref         0.1916
_refine_ls_wR_factor_gt          0.1856
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Li1 Li 0.6898(5) 0.5519(3) 0.24286(14) 0.0195(7) Uani 1 1 d . . . . .
Li2 Li 0.3151(5) 0.6276(3) 0.26215(14) 0.0209(7) Uani 1 1 d . . . . .
O1 O 0.4307(2) 0.50193(13) 0.21168(5) 0.0174(4) Uani 1 1 d . . . . .
C1 C 0.3799(3) 0.50807(18) 0.15982(8) 0.0163(5) Uani 1 1 d . . . . .
C2 C 0.1925(3) 0.44889(19) 0.14150(8) 0.0183(5) Uani 1 1 d . . . . .
H2 H 0.1076 0.4061 0.1672 0.022 Uiso 1 1 calc R U . . .
C3 C 0.1296(3) 0.4514(2) 0.08791(9) 0.0208(5) Uani 1 1 d . . . . .
H3 H 0.0036 0.4100 0.0774 0.025 Uiso 1 1 calc R U . . .
C4 C 0.2493(3) 0.5141(2) 0.04870(8) 0.0205(5) Uani 1 1 d . . . . .
H4 H 0.2054 0.5161 0.0117 0.025 Uiso 1 1 calc R U . . .
C5 C 0.4326(3) 0.5732(2) 0.06484(9) 0.0195(5) Uani 1 1 d . . . . .
H5 H 0.5142 0.6162 0.0384 0.023 Uiso 1 1 calc R U . . .
C6 C 0.5015(3) 0.5713(2) 0.11940(8) 0.0173(5) Uani 1 1 d . . . . .
C7 C 0.6983(3) 0.63688(19) 0.13393(8) 0.0170(5) Uani 1 1 d . . . . .
O2 O 0.7805(2) 0.64181(14) 0.17900(6) 0.0192(4) Uani 1 1 d . . . . .
O3 O 0.7824(2) 0.69756(14) 0.09139(6) 0.0202(4) Uani 1 1 d . . . . .
C8 C 0.9666(3) 0.7731(2) 0.10310(9) 0.0232(5) Uani 1 1 d . . . . .
H8A H 1.0144 0.8145 0.0696 0.035 Uiso 1 1 calc R U . . .
H8B H 1.0763 0.7165 0.1175 0.035 Uiso 1 1 calc R U . . .
H8C H 0.9340 0.8395 0.1301 0.035 Uiso 1 1 calc R U . . .
O4 O 0.5744(2) 0.67926(14) 0.29295(5) 0.0176(4) Uani 1 1 d . . . . .
C9 C 0.6192(3) 0.68130(18) 0.34498(8) 0.0164(5) Uani 1 1 d . . . . .
C10 C 0.8060(3) 0.74221(19) 0.36323(8) 0.0173(5) Uani 1 1 d . . . . .
H10 H 0.8947 0.7801 0.3370 0.021 Uiso 1 1 calc R U . . .
C11 C 0.8629(3) 0.7484(2) 0.41698(9) 0.0209(5) Uani 1 1 d . . . . .
H11 H 0.9889 0.7902 0.4272 0.025 Uiso 1 1 calc R U . . .
C12 C 0.7369(3) 0.6936(2) 0.45710(9) 0.0210(5) Uani 1 1 d . . . . .
H12 H 0.7761 0.6981 0.4944 0.025 Uiso 1 1 calc R U . . .
C13 C 0.5549(3) 0.6329(2) 0.44132(8) 0.0200(5) Uani 1 1 d . . . . .
H13 H 0.4692 0.5954 0.4683 0.024 Uiso 1 1 calc R U . . .
C14 C 0.4925(3) 0.62499(19) 0.38626(8) 0.0171(5) Uani 1 1 d . . . . .
C15 C 0.2980(3) 0.55634(19) 0.37216(8) 0.0168(5) Uani 1 1 d . . . . .
O5 O 0.2224(2) 0.54190(14) 0.32681(6) 0.0198(4) Uani 1 1 d . . . . .
O6 O 0.2063(2) 0.50570(14) 0.41605(6) 0.0213(4) Uani 1 1 d . . . . .
C16 C 0.0214(3) 0.4296(2) 0.40552(9) 0.0231(5) Uani 1 1 d . . . . .
H16A H 0.0568 0.3556 0.3825 0.035 Uiso 1 1 calc R U . . .
H16B H -0.0828 0.4831 0.3868 0.035 Uiso 1 1 calc R U . . .
H16C H -0.0348 0.3987 0.4400 0.035 Uiso 1 1 calc R U . . .
O1W O 0.8694(2) 0.41339(14) 0.26650(6) 0.0230(4) Uani 1 1 d . . . . .
H1W H 0.9760 0.4278 0.2856 0.034 Uiso 1 1 d R U . . .
H2W H 0.8758 0.3450 0.2482 0.034 Uiso 1 1 d R U . . .
O2W O 0.1373(2) 0.76439(14) 0.23688(6) 0.0232(4) Uani 1 1 d . . . . .
H3W H 0.1223 0.8334 0.2544 0.035 Uiso 1 1 d R U . . .
H4W H 0.0336 0.7474 0.2170 0.036 Uiso 1 1 d 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
Li1 O1 1.898(4) . ?
Li1 O2 1.921(4) . ?
Li1 O1W 1.927(4) . ?
Li1 O4 1.956(4) . ?
Li2 O4 1.900(4) . ?
Li2 O2W 1.919(4) . ?
Li2 O5 1.921(4) . ?
Li2 O1 1.950(4) . ?
O1 C1 1.314(2) . ?
C1 C2 1.421(3) . ?
C1 C6 1.429(3) . ?
C2 C3 1.374(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.408(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.477(3) . ?
C7 O2 1.223(2) . ?
C7 O3 1.339(3) . ?
O3 C8 1.446(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O4 C9 1.308(2) . ?
C9 C10 1.425(3) . ?
C9 C14 1.432(3) . ?
C10 C11 1.369(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.403(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.380(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.410(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.477(3) . ?
C15 O5 1.221(2) . ?
C15 O6 1.342(3) . ?
O6 C16 1.447(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
O1W H1W 0.8400 . ?
O1W H2W 0.8400 . ?
O2W H3W 0.8401 . ?
O2W H4W 0.8401 . ?

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 Li1 O2 94.30(16) . . ?
O1 Li1 O1W 116.09(19) . . ?
O2 Li1 O1W 114.88(18) . . ?
O1 Li1 O4 95.76(16) . . ?
O2 Li1 O4 107.96(18) . . ?
O1W Li1 O4 122.82(19) . . ?
O4 Li2 O2W 116.02(19) . . ?
O4 Li2 O5 94.53(17) . . ?
O2W Li2 O5 114.79(18) . . ?
O4 Li2 O1 95.88(16) . . ?
O2W Li2 O1 121.07(19) . . ?
O5 Li2 O1 110.00(18) . . ?
C1 O1 Li1 125.90(16) . . ?
C1 O1 Li2 119.49(16) . . ?
Li1 O1 Li2 84.28(16) . . ?
O1 C1 C2 119.19(17) . . ?
O1 C1 C6 124.36(18) . . ?
C2 C1 C6 116.45(18) . . ?
C3 C2 C1 122.40(19) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 120.70(19) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 118.74(19) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 121.74(19) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 119.97(18) . . ?
C5 C6 C7 118.95(18) . . ?
C1 C6 C7 121.07(18) . . ?
O2 C7 O3 120.87(18) . . ?
O2 C7 C6 126.82(18) . . ?
O3 C7 C6 112.29(17) . . ?
C7 O2 Li1 125.98(17) . . ?
C7 O3 C8 115.80(16) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 O4 Li2 125.27(16) . . ?
C9 O4 Li1 123.03(15) . . ?
Li2 O4 Li1 84.08(16) . . ?
O4 C9 C10 119.42(18) . . ?
O4 C9 C14 124.41(18) . . ?
C10 C9 C14 116.17(18) . . ?
C11 C10 C9 122.71(19) . . ?
C11 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?
C10 C11 C12 120.60(19) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 118.75(19) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C12 C13 C14 121.88(19) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C13 C14 C9 119.89(18) . . ?
C13 C14 C15 119.01(18) . . ?
C9 C14 C15 121.10(18) . . ?
O5 C15 O6 120.82(18) . . ?
O5 C15 C14 126.97(19) . . ?
O6 C15 C14 112.20(17) . . ?
C15 O5 Li2 125.10(17) . . ?
C15 O6 C16 115.84(16) . . ?
O6 C16 H16A 109.5 . . ?
O6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Li1 O1W H1W 121.3 . . ?
Li1 O1W H2W 119.9 . . ?
H1W O1W H2W 113.9 . . ?
Li2 O2W H3W 122.2 . . ?
Li2 O2W H4W 120.0 . . ?
H3W O2W H4W 112.4 . . ?

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
O2 Li1 O1 C1 13.4(2) . . . . ?
O1W Li1 O1 C1 -107.0(2) . . . . ?
O4 Li1 O1 C1 122.01(17) . . . . ?
Li2 Li1 O1 C1 122.6(2) . . . . ?
O2 Li1 O1 Li2 -109.12(17) . . . . ?
O1W Li1 O1 Li2 130.4(2) . . . . ?
O4 Li1 O1 Li2 -0.56(15) . . . . ?
Li1 O1 C1 C2 170.39(18) . . . . ?
Li2 O1 C1 C2 -84.1(2) . . . . ?
Li1 O1 C1 C6 -9.7(3) . . . . ?
Li2 O1 C1 C6 95.9(2) . . . . ?
O1 C1 C2 C3 -179.96(17) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C1 -0.6(3) . . . . ?
C4 C5 C6 C7 -179.68(18) . . . . ?
O1 C1 C6 C5 -179.56(17) . . . . ?
C2 C1 C6 C5 0.4(3) . . . . ?
O1 C1 C6 C7 -0.5(3) . . . . ?
C2 C1 C6 C7 179.50(17) . . . . ?
C5 C6 C7 O2 -178.52(18) . . . . ?
C1 C6 C7 O2 2.4(3) . . . . ?
C5 C6 C7 O3 3.3(3) . . . . ?
C1 C6 C7 O3 -175.83(17) . . . . ?
O3 C7 O2 Li1 -175.86(18) . . . . ?
C6 C7 O2 Li1 6.1(3) . . . . ?
O2 C7 O3 C8 -3.2(3) . . . . ?
C6 C7 O3 C8 175.14(16) . . . . ?
Li2 O4 C9 C10 -169.53(19) . . . . ?
Li1 O4 C9 C10 82.5(2) . . . . ?
Li2 O4 C9 C14 10.8(3) . . . . ?
Li1 O4 C9 C14 -97.2(2) . . . . ?
O4 C9 C10 C11 179.84(17) . . . . ?
C14 C9 C10 C11 -0.5(3) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C11 C12 C13 C14 -0.2(3) . . . . ?
C12 C13 C14 C9 -0.2(3) . . . . ?
C12 C13 C14 C15 178.77(18) . . . . ?
O4 C9 C14 C13 -179.82(17) . . . . ?
C10 C9 C14 C13 0.5(3) . . . . ?
O4 C9 C14 C15 1.2(3) . . . . ?
C10 C9 C14 C15 -178.44(16) . . . . ?
C13 C14 C15 O5 179.42(19) . . . . ?
C9 C14 C15 O5 -1.6(3) . . . . ?
C13 C14 C15 O6 -1.7(3) . . . . ?
C9 C14 C15 O6 177.27(17) . . . . ?
O6 C15 O5 Li2 171.18(18) . . . . ?
C14 C15 O5 Li2 -10.0(3) . . . . ?
O5 C15 O6 C16 2.7(3) . . . . ?
C14 C15 O6 C16 -176.22(16) . . . . ?

_refine_diff_density_max         0.686
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.102

_chemical_properties_physical    Hygroscopic,Heat-sensitive
####################################################################### 
# 
# 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_4a
_database_code_depnum_ccdc_archive 'CCDC 2288236'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16.80 H19.60 Li2 O8'
_chemical_formula_sum            'C16.80 H19.60 Li2 O8'
_chemical_formula_weight         363.40

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'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   26.154(5)
_cell_length_b                   10.3840(18)
_cell_length_c                   6.4727(11)
_cell_angle_alpha                90
_cell_angle_beta                 102.25(3)
_cell_angle_gamma                90
_cell_volume                     1717.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5291
_cell_measurement_theta_min      3.4
_cell_measurement_theta_max      70

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             762
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.924
_shelx_estimated_absorpt_T_min   0.823
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_T_min  0.816
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.554
_oxdiff_exptl_absorpt_empirical_full_max 1.601
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_special_details           
;
 ?
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            7773
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.459
_diffrn_reflns_theta_max         70.999
_diffrn_reflns_theta_full        67.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1650
_reflns_number_gt                1540
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0496P)²+1.7517P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1650
_refine_ls_number_parameters     131
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.1005
_refine_ls_wR_factor_gt          0.0990
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.200
_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
Li1 Li 0.25913(9) 0.7880(2) 0.6955(4) 0.0217(5) Uani 1 1 d . . . . .
O1 O 0.28873(3) 0.83894(9) 0.46397(14) 0.0171(2) Uani 1 1 d . . . . .
C1 C 0.33894(5) 0.83762(12) 0.4627(2) 0.0159(3) Uani 1 1 d . . . . .
C2 C 0.35650(5) 0.89722(13) 0.2938(2) 0.0191(3) Uani 1 1 d . . . . .
H2 H 0.3315 0.9361 0.1834 0.023 Uiso 1 1 calc R U . . .
C3 C 0.40857(5) 0.90096(14) 0.2835(2) 0.0220(3) Uani 1 1 d . . . . .
H3 H 0.4188 0.9420 0.1675 0.026 Uiso 1 1 calc R U . . .
C4 C 0.44656(5) 0.84451(14) 0.4432(2) 0.0239(3) Uani 1 1 d . . . . .
H4 H 0.4825 0.8477 0.4375 0.029 Uiso 1 1 calc R U . . .
C5 C 0.43081(5) 0.78431(14) 0.6087(2) 0.0218(3) Uani 1 1 d . . . . .
H5 H 0.4564 0.7451 0.7164 0.026 Uiso 1 1 calc R U . . .
C6 C 0.37791(5) 0.77915(13) 0.6231(2) 0.0172(3) Uani 1 1 d . . . . .
C7 C 0.36437(5) 0.71193(13) 0.8048(2) 0.0185(3) Uani 1 1 d . . . . .
O2 O 0.32073(4) 0.70098(9) 0.84351(14) 0.0214(2) Uani 1 1 d . . . . .
O3 O 0.40619(4) 0.65811(10) 0.93018(16) 0.0263(3) Uani 1 1 d . . . . .
C8 C 0.39735(7) 0.58230(17) 1.1070(2) 0.0374(4) Uani 1 1 d D . . . .
H8A H 0.3707 0.5168 1.0561 0.056 Uiso 0.6 1 calc R U P A 1
H8B H 0.3853 0.6386 1.2085 0.056 Uiso 0.6 1 calc R U P A 1
H8C H 0.4300 0.5401 1.1760 0.056 Uiso 0.6 1 calc R U P A 1
H8D H 0.3778 0.5019 1.0615 0.056 Uiso 0.4 1 calc R U P B 2
H8E H 0.3795 0.6319 1.2017 0.056 Uiso 0.4 1 calc R U P B 2
C9 C 0.45913(14) 0.5556(5) 1.2125(8) 0.0436(11) Uani 0.4 1 d D . P C 2
H9A H 0.4777 0.6379 1.2387 0.065 Uiso 0.4 1 calc R U P C 2
H9B H 0.4747 0.5035 1.1155 0.065 Uiso 0.4 1 calc R U P C 2
H9C H 0.4619 0.5093 1.3464 0.065 Uiso 0.4 1 calc R U P C 2
O1W O 0.23570(4) 0.92480(10) 0.85299(15) 0.0241(3) Uani 1 1 d . . . . .
H1W H 0.2519 0.9946 0.8813 0.050(6) Uiso 1 1 d R . . . .
H2W H 0.2166 0.9090 0.9392 0.042(5) Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Li1 O1 1.902(2) . ?
Li1 O2 1.917(3) . ?
Li1 O1W 1.923(3) . ?
Li1 O1 1.955(3) 7_566 ?
O1 C1 1.3152(15) . ?
O1 Li1 1.955(3) 7_566 ?
C1 C2 1.4150(19) . ?
C1 C6 1.4270(19) . ?
C2 C3 1.3780(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.401(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.4076(18) . ?
C5 H5 0.9500 . ?
C6 C7 1.4737(19) . ?
C7 O2 1.2248(16) . ?
C7 O3 1.3381(17) . ?
O3 C8 1.4475(18) . ?
C8 C9 1.639(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 H8D 0.9900 . ?
C8 H8E 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
O1W H1W 0.8402 . ?
O1W H2W 0.8402 . ?

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 Li1 O2 94.90(11) . . ?
O1 Li1 O1W 116.19(13) . . ?
O2 Li1 O1W 114.32(12) . . ?
O1 Li1 O1 95.37(10) . 7_566 ?
O2 Li1 O1 108.78(12) . 7_566 ?
O1W Li1 O1 122.53(12) . 7_566 ?
C1 O1 Li1 125.18(11) . . ?
C1 O1 Li1 121.19(10) . 7_566 ?
Li1 O1 Li1 84.63(10) . 7_566 ?
O1 C1 C2 119.25(12) . . ?
O1 C1 C6 124.03(12) . . ?
C2 C1 C6 116.73(11) . . ?
C3 C2 C1 122.38(12) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 120.39(13) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 118.79(12) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 121.99(13) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 119.71(12) . . ?
C5 C6 C7 118.49(12) . . ?
C1 C6 C7 121.80(11) . . ?
O2 C7 O3 120.95(12) . . ?
O2 C7 C6 126.82(12) . . ?
O3 C7 C6 112.22(11) . . ?
C7 O2 Li1 125.09(11) . . ?
C7 O3 C8 117.36(12) . . ?
O3 C8 C9 96.5(2) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O3 C8 H8D 112.5 . . ?
C9 C8 H8D 112.5 . . ?
O3 C8 H8E 112.5 . . ?
C9 C8 H8E 112.5 . . ?
H8D C8 H8E 110.0 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Li1 O1W H1W 123.4 . . ?
Li1 O1W H2W 120.6 . . ?
H1W O1W H2W 111.5 . . ?

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
Li1 O1 C1 C2 -169.85(12) . . . . ?
Li1 O1 C1 C2 83.11(15) 7_566 . . . ?
Li1 O1 C1 C6 10.08(19) . . . . ?
Li1 O1 C1 C6 -96.95(15) 7_566 . . . ?
O1 C1 C2 C3 179.15(12) . . . . ?
C6 C1 C2 C3 -0.79(19) . . . . ?
C1 C2 C3 C4 0.1(2) . . . . ?
C2 C3 C4 C5 0.7(2) . . . . ?
C3 C4 C5 C6 -0.7(2) . . . . ?
C4 C5 C6 C1 0.0(2) . . . . ?
C4 C5 C6 C7 179.56(13) . . . . ?
O1 C1 C6 C5 -179.20(12) . . . . ?
C2 C1 C6 C5 0.74(18) . . . . ?
O1 C1 C6 C7 1.3(2) . . . . ?
C2 C1 C6 C7 -178.80(11) . . . . ?
C5 C6 C7 O2 178.33(13) . . . . ?
C1 C6 C7 O2 -2.1(2) . . . . ?
C5 C6 C7 O3 -2.97(17) . . . . ?
C1 C6 C7 O3 176.57(11) . . . . ?
O3 C7 O2 Li1 172.93(12) . . . . ?
C6 C7 O2 Li1 -8.5(2) . . . . ?
O2 C7 O3 C8 2.60(19) . . . . ?
C6 C7 O3 C8 -176.19(12) . . . . ?
C7 O3 C8 C9 -174.4(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9C O3 0.98 2.40 3.107(5) 128.3 6_566
O1W H1W O1 0.84 2.00 2.8348(14) 176.6 6_576
O1W H2W O2 0.84 2.20 2.9956(14) 159.2 7_567

_refine_diff_density_max         0.292
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.045

_chemical_properties_physical    Hygroscopic,Heat-sensitive
####################################################################### 
# 
# 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_4_t
_database_code_depnum_ccdc_archive 'CCDC 2288235'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT097_4_t                 
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.99 eA-3
RESPONSE: The observed alert is due to poor crystal quality and the presence of disordered water molecules.
;
# Added during the CSD deposition process: Friday 11 August 2023 07:17 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 Li2 O8'
_chemical_formula_sum            'C16 H18 Li2 O8'
_chemical_formula_weight         352.18

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'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.442(3)
_cell_length_b                   10.346(2)
_cell_length_c                   12.498(2)
_cell_angle_alpha                99.32(2)
_cell_angle_beta                 91.04(2)
_cell_angle_gamma                90.12(2)
_cell_volume                     821.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1645
_cell_measurement_theta_min      3.5815
_cell_measurement_theta_max      74.6437

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.948
_shelx_estimated_absorpt_T_min   0.727
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_T_min  0.781
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_detector_area_resol_mean 8.1956
_diffrn_measurement_method       ω
_diffrn_reflns_number            5688
_diffrn_reflns_av_unetI/netI     0.0776
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.584
_diffrn_reflns_theta_max         68.976
_diffrn_reflns_theta_full        67.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             2994
_reflns_number_gt                2195
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2994
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1235
_refine_ls_R_factor_gt           0.1079
_refine_ls_wR_factor_ref         0.3029
_refine_ls_wR_factor_gt          0.2720
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_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
Li1 Li 0.3137(10) 0.4647(6) 0.5193(5) 0.0305(13) Uani 1 1 d . . . . .
O1 O 0.5721(4) 0.4258(2) 0.58027(19) 0.0271(6) Uani 1 1 d . . . . .
C1 C 0.6237(5) 0.4487(3) 0.6834(3) 0.0241(8) Uani 1 1 d . . . . .
C2 C 0.8119(6) 0.3958(3) 0.7201(3) 0.0272(8) Uani 1 1 d . . . . .
H2 H 0.8965 0.3441 0.6684 0.033 Uiso 1 1 calc R U . . .
C3 C 0.8741(6) 0.4165(3) 0.8256(3) 0.0297(8) Uani 1 1 d . . . . .
H3 H 1.0003 0.3790 0.8460 0.036 Uiso 1 1 calc R U . . .
C4 C 0.7560(6) 0.4924(4) 0.9053(3) 0.0307(8) Uani 1 1 d . . . . .
H4 H 0.8009 0.5066 0.9791 0.037 Uiso 1 1 calc R U . . .
C5 C 0.5726(6) 0.5460(3) 0.8740(3) 0.0282(8) Uani 1 1 d . . . . .
H5 H 0.4909 0.5974 0.9273 0.034 Uiso 1 1 calc R U . . .
C6 C 0.5040(6) 0.5260(3) 0.7646(3) 0.0262(8) Uani 1 1 d . . . . .
C7 C 0.3071(6) 0.5869(3) 0.7370(3) 0.0260(8) Uani 1 1 d . . . . .
O2 O 0.2250(4) 0.5784(2) 0.64697(19) 0.0285(6) Uani 1 1 d . . . . .
O3 O 0.2213(4) 0.6602(2) 0.8231(2) 0.0301(6) Uani 1 1 d . . . . .
C8 C 0.0374(6) 0.7318(4) 0.8013(3) 0.0336(9) Uani 1 1 d . . . . .
H8A H -0.0090 0.7848 0.8688 0.050 Uiso 1 1 calc R U . . .
H8B H -0.0727 0.6700 0.7718 0.050 Uiso 1 1 calc R U . . .
H8C H 0.0691 0.7892 0.7486 0.050 Uiso 1 1 calc R U . . .
O1W O 0.1332(4) 0.3185(2) 0.4701(2) 0.0336(7) Uani 1 1 d . . . . .
H1W H 0.0363 0.3080 0.4235 0.050 Uiso 1 1 d R U . . .
H2W H 0.1146 0.2469 0.4921 0.050 Uiso 1 1 d R U . . .
Li2 Li 0.8149(10) 0.0416(6) 0.5195(5) 0.0298(13) Uani 1 1 d . . . . .
O4 O 1.0730(4) 0.1037(2) 0.58227(19) 0.0270(6) Uani 1 1 d . . . . .
C9 C 1.1219(6) 0.1227(3) 0.6858(3) 0.0266(8) Uani 1 1 d . . . . .
C10 C 1.3085(6) 0.1905(3) 0.7232(3) 0.0274(8) Uani 1 1 d . . . . .
H10 H 1.3952 0.2207 0.6717 0.033 Uiso 1 1 calc R U . . .
C11 C 1.3684(6) 0.2140(3) 0.8301(3) 0.0320(8) Uani 1 1 d . . . . .
H11 H 1.4947 0.2594 0.8509 0.038 Uiso 1 1 calc R U . . .
C12 C 1.2454(6) 0.1719(3) 0.9091(3) 0.0304(8) Uani 1 1 d . . . . .
H12 H 1.2863 0.1891 0.9834 0.036 Uiso 1 1 calc R U . . .
C13 C 1.0642(6) 0.1050(3) 0.8770(3) 0.0314(8) Uani 1 1 d . . . . .
H13 H 0.9811 0.0749 0.9301 0.038 Uiso 1 1 calc R U . . .
C14 C 0.9987(5) 0.0800(3) 0.7673(3) 0.0264(8) Uani 1 1 d . . . . .
C15 C 0.8031(5) 0.0066(3) 0.7380(3) 0.0251(7) Uani 1 1 d . . . . .
O5 O 0.7233(4) -0.0211(2) 0.64729(19) 0.0293(6) Uani 1 1 d . . . . .
O6 O 0.7133(4) -0.0319(3) 0.8238(2) 0.0335(7) Uani 1 1 d . . . . .
C16 C 0.5283(6) -0.1107(4) 0.8018(3) 0.0348(9) Uani 1 1 d . . . . .
H16A H 0.4729 -0.1298 0.8701 0.052 Uiso 1 1 calc R U . . .
H16B H 0.5618 -0.1930 0.7547 0.052 Uiso 1 1 calc R U . . .
H16C H 0.4243 -0.0630 0.7655 0.052 Uiso 1 1 calc R U . . .
O2W O 0.6338(4) 0.1692(2) 0.4710(2) 0.0327(7) Uani 1 1 d . . . . .
H3W H 0.5249 0.1424 0.4365 0.049 Uiso 1 1 d R U . . .
H4W H 0.6106 0.2467 0.5003 0.049 Uiso 1 1 d 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
Li1 O1 1.889(7) . ?
Li1 O1W 1.919(7) . ?
Li1 O2 1.920(7) . ?
Li1 O1 1.965(6) 2_666 ?
O1 C1 1.309(4) . ?
O1 Li1 1.965(6) 2_666 ?
C1 C6 1.425(5) . ?
C1 C2 1.429(5) . ?
C2 C3 1.355(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.401(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.412(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.478(5) . ?
C7 O2 1.225(4) . ?
C7 O3 1.341(4) . ?
O3 C8 1.444(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O1W H1W 0.8400 . ?
O1W H2W 0.8400 . ?
Li2 O4 1.891(7) . ?
Li2 O5 1.921(7) . ?
Li2 O2W 1.926(6) . ?
Li2 O4 1.954(7) 2_756 ?
Li2 Li2 2.565(13) 2_756 ?
O4 C9 1.309(4) . ?
O4 Li2 1.954(7) 2_756 ?
C9 C10 1.424(5) . ?
C9 C14 1.427(5) . ?
C10 C11 1.366(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.400(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.375(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.410(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.479(5) . ?
C15 O5 1.226(4) . ?
C15 O6 1.344(4) . ?
O6 C16 1.439(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
O2W H3W 0.8400 . ?
O2W H4W 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
O1 Li1 O1W 116.4(3) . . ?
O1 Li1 O2 94.7(3) . . ?
O1W Li1 O2 115.0(3) . . ?
O1 Li1 O1 95.8(3) . 2_666 ?
O1W Li1 O1 122.2(3) . 2_666 ?
O2 Li1 O1 107.9(3) . 2_666 ?
C1 O1 Li1 125.9(3) . . ?
C1 O1 Li1 120.1(3) . 2_666 ?
Li1 O1 Li1 84.2(3) . 2_666 ?
O1 C1 C6 124.1(3) . . ?
O1 C1 C2 119.8(3) . . ?
C6 C1 C2 116.1(3) . . ?
C3 C2 C1 122.5(3) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C2 C3 C4 121.3(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 C7 118.5(3) . . ?
C1 C6 C7 121.3(3) . . ?
O2 C7 O3 120.5(3) . . ?
O2 C7 C6 126.8(3) . . ?
O3 C7 C6 112.7(3) . . ?
C7 O2 Li1 125.2(3) . . ?
C7 O3 C8 116.0(3) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Li1 O1W H1W 131.7 . . ?
Li1 O1W H2W 132.3 . . ?
H1W O1W H2W 95.7 . . ?
O4 Li2 O5 94.2(3) . . ?
O4 Li2 O2W 116.7(3) . . ?
O5 Li2 O2W 114.1(3) . . ?
O4 Li2 O4 96.3(3) . 2_756 ?
O5 Li2 O4 109.7(3) . 2_756 ?
O2W Li2 O4 121.3(3) . 2_756 ?
C9 O4 Li2 126.1(3) . . ?
C9 O4 Li2 122.3(3) . 2_756 ?
Li2 O4 Li2 83.7(3) . 2_756 ?
O4 C9 C10 119.9(3) . . ?
O4 C9 C14 124.4(3) . . ?
C10 C9 C14 115.7(3) . . ?
C11 C10 C9 122.9(3) . . ?
C11 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?
C10 C11 C12 120.7(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 118.8(3) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C12 C13 C14 121.6(3) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C9 120.3(3) . . ?
C13 C14 C15 119.0(3) . . ?
C9 C14 C15 120.7(3) . . ?
O5 C15 O6 120.3(3) . . ?
O5 C15 C14 127.1(3) . . ?
O6 C15 C14 112.6(3) . . ?
C15 O5 Li2 125.4(3) . . ?
C15 O6 C16 116.4(3) . . ?
O6 C16 H16A 109.5 . . ?
O6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Li2 O2W H3W 118.2 . . ?
Li2 O2W H4W 129.1 . . ?
H3W O2W H4W 106.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1W O2 0.84 2.30 2.999(4) 141.2 2_566
O1W H2W O4 0.84 2.02 2.842(3) 165.5 1_455
O2W H3W O5 0.84 2.18 2.992(4) 164.3 2_656
O2W H4W O1 0.84 1.98 2.814(4) 174.8 .

_refine_diff_density_max         0.987
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.154

_chemical_properties_physical    Hygroscopic,Heat-sensitive
####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2288238'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_7                   
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         11 Note
RESPONSE: The low angle reflections are probably missing due to the beamstop. 
;
# Added during the CSD deposition process: Friday 11 August 2023 07:17 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H54 Li6 O18'
_chemical_formula_sum            'C54 H54 Li6 O18'
_chemical_formula_weight         1032.61

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.377(2)
_cell_length_b                   12.233(3)
_cell_length_c                   13.360(3)
_cell_angle_alpha                68.71(3)
_cell_angle_beta                 80.75(3)
_cell_angle_gamma                89.55(3)
_cell_volume                     1257.2(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3993
_cell_measurement_theta_min      3.7010
_cell_measurement_theta_max      30.2040

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_F_000             540
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.360
_exptl_absorpt_coefficient_mu    0.100
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.946
_oxdiff_exptl_absorpt_empirical_full_max 1.075
_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     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.3456
_diffrn_reflns_number            9334
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.283
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5460
_reflns_number_gt                4533
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0405P)²+0.3923P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         5460
_refine_ls_number_parameters     355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.0942
_refine_ls_wR_factor_gt          0.0867
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
Li1 Li 0.3126(3) 0.3903(2) 0.61903(18) 0.0194(5) Uani 1 1 d . . . . .
Li2 Li 0.5785(3) 0.3905(2) 0.41661(17) 0.0184(5) Uani 1 1 d . . . . .
Li3 Li 0.3585(3) 0.6046(2) 0.39419(17) 0.0191(5) Uani 1 1 d . . . . .
O1 O 0.23531(11) 0.53845(8) 0.53977(7) 0.01482(19) Uani 1 1 d . . . . .
C1 C 0.09132(15) 0.57459(11) 0.56850(10) 0.0141(3) Uani 1 1 d . . . . .
C2 C 0.03126(16) 0.67599(12) 0.49578(10) 0.0172(3) Uani 1 1 d . . . . .
H2 H 0.0933 0.7152 0.4254 0.021 Uiso 1 1 calc R U . . .
C3 C -0.11442(16) 0.71957(12) 0.52393(11) 0.0188(3) Uani 1 1 d . . . . .
H3 H -0.1509 0.7875 0.4726 0.023 Uiso 1 1 calc R U . . .
C4 C -0.20937(16) 0.66536(12) 0.62689(11) 0.0184(3) Uani 1 1 d . . . . .
H4 H -0.3093 0.6960 0.6461 0.022 Uiso 1 1 calc R U . . .
C5 C -0.15467(16) 0.56633(12) 0.69996(10) 0.0168(3) Uani 1 1 d . . . . .
H5 H -0.2176 0.5295 0.7704 0.020 Uiso 1 1 calc R U . . .
C6 C -0.00781(15) 0.51853(11) 0.67268(10) 0.0145(3) Uani 1 1 d . . . . .
C7 C 0.03752(15) 0.40874(12) 0.75233(10) 0.0143(3) Uani 1 1 d . . . . .
O2 O 0.13465(11) 0.34087(8) 0.73262(7) 0.0170(2) Uani 1 1 d . . . . .
O3 O -0.04107(11) 0.38507(8) 0.85455(7) 0.0174(2) Uani 1 1 d . . . . .
C8 C 0.00576(17) 0.27905(12) 0.93564(10) 0.0183(3) Uani 1 1 d . . . . .
H8A H 0.1246 0.2814 0.9324 0.022 Uiso 1 1 calc R U . . .
H8B H -0.0268 0.2088 0.9220 0.022 Uiso 1 1 calc R U . . .
C9 C -0.07908(19) 0.27414(14) 1.04575(11) 0.0289(4) Uani 1 1 d . . . . .
H9A H -0.0563 0.2008 1.1020 0.043 Uiso 1 1 calc R U . . .
H9B H -0.1961 0.2774 1.0462 0.043 Uiso 1 1 calc R U . . .
H9C H -0.0400 0.3411 1.0606 0.043 Uiso 1 1 calc R U . . .
O4 O 0.47248(11) 0.30177(8) 0.56356(7) 0.01487(19) Uani 1 1 d . . . . .
C10 C 0.47448(15) 0.18636(11) 0.61144(10) 0.0142(3) Uani 1 1 d . . . . .
C11 C 0.38052(16) 0.12760(12) 0.71642(10) 0.0175(3) Uani 1 1 d . . . . .
H11 H 0.3138 0.1722 0.7499 0.021 Uiso 1 1 calc R U . . .
C12 C 0.38320(17) 0.00811(12) 0.77115(10) 0.0192(3) Uani 1 1 d . . . . .
H12 H 0.3186 -0.0276 0.8412 0.023 Uiso 1 1 calc R U . . .
C13 C 0.47938(16) -0.06152(12) 0.72533(10) 0.0180(3) Uani 1 1 d . . . . .
H13 H 0.4808 -0.1438 0.7633 0.022 Uiso 1 1 calc R U . . .
C14 C 0.57181(16) -0.00771(12) 0.62385(10) 0.0166(3) Uani 1 1 d . . . . .
H14 H 0.6377 -0.0541 0.5921 0.020 Uiso 1 1 calc R U . . .
C15 C 0.57168(15) 0.11418(11) 0.56567(10) 0.0143(3) Uani 1 1 d . . . . .
C16 C 0.67251(15) 0.16465(11) 0.45662(10) 0.0143(3) Uani 1 1 d . . . . .
O5 O 0.65666(11) 0.26014(8) 0.38637(7) 0.0176(2) Uani 1 1 d . . . . .
O6 O 0.78742(11) 0.09433(8) 0.43892(7) 0.0171(2) Uani 1 1 d . . . . .
C17 C 0.89485(16) 0.14252(13) 0.33420(10) 0.0188(3) Uani 1 1 d . . . . .
H17A H 0.9563 0.2138 0.3289 0.023 Uiso 1 1 calc R U . . .
H17B H 0.8316 0.1639 0.2739 0.023 Uiso 1 1 calc R U . . .
C18 C 1.00893(19) 0.04856(15) 0.32761(12) 0.0283(3) Uani 1 1 d . . . . .
H18A H 1.0933 0.0813 0.2631 0.042 Uiso 1 1 calc R U . . .
H18B H 0.9485 -0.0168 0.3222 0.042 Uiso 1 1 calc R U . . .
H18C H 1.0591 0.0201 0.3932 0.042 Uiso 1 1 calc R U . . .
O7 O 0.51874(11) 0.53841(8) 0.31636(7) 0.0152(2) Uani 1 1 d . . . . .
C19 C 0.54546(15) 0.56994(11) 0.20911(10) 0.0141(3) Uani 1 1 d . . . . .
C20 C 0.64765(16) 0.50361(12) 0.15975(10) 0.0172(3) Uani 1 1 d . . . . .
H20 H 0.6915 0.4351 0.2051 0.021 Uiso 1 1 calc R U . . .
C21 C 0.68513(17) 0.53567(12) 0.04814(11) 0.0197(3) Uani 1 1 d . . . . .
H21 H 0.7532 0.4886 0.0184 0.024 Uiso 1 1 calc R U . . .
C22 C 0.62459(17) 0.63629(12) -0.02205(10) 0.0191(3) Uani 1 1 d . . . . .
H22 H 0.6524 0.6587 -0.0989 0.023 Uiso 1 1 calc R U . . .
C23 C 0.52395(16) 0.70207(12) 0.02265(10) 0.0172(3) Uani 1 1 d . . . . .
H23 H 0.4823 0.7706 -0.0244 0.021 Uiso 1 1 calc R U . . .
C24 C 0.48091(15) 0.67059(11) 0.13648(10) 0.0145(3) Uani 1 1 d . . . . .
C25 C 0.36703(15) 0.74250(12) 0.17774(10) 0.0145(3) Uani 1 1 d . . . . .
O8 O 0.29558(11) 0.71566(8) 0.27146(7) 0.0175(2) Uani 1 1 d . . . . .
O9 O 0.34307(11) 0.84585(8) 0.10099(7) 0.0181(2) Uani 1 1 d . . . . .
C26 C 0.24327(17) 0.92406(12) 0.14136(10) 0.0191(3) Uani 1 1 d . . . . .
H26A H 0.2953 0.9455 0.1936 0.023 Uiso 1 1 calc R U . . .
H26B H 0.1354 0.8854 0.1787 0.023 Uiso 1 1 calc R U . . .
C27 C 0.2271(2) 1.03195(13) 0.04329(11) 0.0266(3) Uani 1 1 d . . . . .
H27A H 0.1716 1.0912 0.0674 0.040 Uiso 1 1 calc R U . . .
H27B H 0.1641 1.0109 -0.0035 0.040 Uiso 1 1 calc R U . . .
H27C H 0.3349 1.0639 0.0023 0.040 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
Li1 O2 1.874(2) . ?
Li1 O1 1.906(3) . ?
Li1 O4 1.939(2) . ?
Li1 O7 2.111(3) 2_666 ?
Li2 O5 1.871(2) . ?
Li2 O4 1.931(2) . ?
Li2 O7 1.939(3) . ?
Li2 O1 2.051(3) 2_666 ?
Li3 O8 1.860(2) . ?
Li3 O7 1.919(2) . ?
Li3 O1 1.931(2) . ?
Li3 O4 2.095(3) 2_666 ?
O1 C1 1.3281(15) . ?
O1 Li2 2.051(3) 2_666 ?
C1 C2 1.4169(19) . ?
C1 C6 1.4287(18) . ?
C2 C3 1.3794(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.3995(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.3808(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.4098(18) . ?
C5 H5 0.9500 . ?
C6 C7 1.4712(18) . ?
C7 O2 1.2247(16) . ?
C7 O3 1.3451(15) . ?
O3 C8 1.4554(16) . ?
C8 C9 1.5077(19) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
O4 C10 1.3229(16) . ?
O4 Li3 2.095(3) 2_666 ?
C10 C11 1.4231(19) . ?
C10 C15 1.4274(18) . ?
C11 C12 1.379(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.3995(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.3760(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.4093(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.4753(18) . ?
C16 O5 1.2266(16) . ?
C16 O6 1.3357(16) . ?
O6 C17 1.4558(16) . ?
C17 C18 1.507(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
O7 C19 1.3225(15) . ?
O7 Li1 2.111(3) 2_666 ?
C19 C20 1.4221(18) . ?
C19 C24 1.4284(18) . ?
C20 C21 1.3793(19) . ?
C20 H20 0.9500 . ?
C21 C22 1.399(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.3752(19) . ?
C22 H22 0.9500 . ?
C23 C24 1.4113(18) . ?
C23 H23 0.9500 . ?
C24 C25 1.4689(18) . ?
C25 O8 1.2237(16) . ?
C25 O9 1.3456(16) . ?
O9 C26 1.4569(16) . ?
C26 C27 1.509(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Li1 O1 96.91(11) . . ?
O2 Li1 O4 131.12(13) . . ?
O1 Li1 O4 127.38(12) . . ?
O2 Li1 O7 103.33(11) . 2_666 ?
O1 Li1 O7 94.73(11) . 2_666 ?
O4 Li1 O7 93.52(10) . 2_666 ?
O5 Li2 O4 95.59(11) . . ?
O5 Li2 O7 128.42(12) . . ?
O4 Li2 O7 128.01(13) . . ?
O5 Li2 O1 106.98(11) . 2_666 ?
O4 Li2 O1 95.87(10) . 2_666 ?
O7 Li2 O1 95.66(11) . 2_666 ?
O8 Li3 O7 96.14(11) . . ?
O8 Li3 O1 127.85(13) . . ?
O7 Li3 O1 130.96(13) . . ?
O8 Li3 O4 103.79(12) . 2_666 ?
O7 Li3 O4 94.61(11) . 2_666 ?
O1 Li3 O4 94.48(10) . 2_666 ?
C1 O1 Li1 123.69(11) . . ?
C1 O1 Li3 122.99(11) . . ?
Li1 O1 Li3 110.75(11) . . ?
C1 O1 Li2 113.32(10) . 2_666 ?
Li1 O1 Li2 85.43(11) . 2_666 ?
Li3 O1 Li2 84.76(10) . 2_666 ?
O1 C1 C2 120.08(11) . . ?
O1 C1 C6 123.35(12) . . ?
C2 C1 C6 116.54(12) . . ?
C3 C2 C1 122.06(12) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 121.03(13) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.54(12) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 121.65(12) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 120.15(12) . . ?
C5 C6 C7 118.51(12) . . ?
C1 C6 C7 121.32(12) . . ?
O2 C7 O3 120.25(12) . . ?
O2 C7 C6 126.18(11) . . ?
O3 C7 C6 113.56(11) . . ?
C7 O2 Li1 122.77(11) . . ?
C7 O3 C8 114.67(10) . . ?
O3 C8 C9 107.30(11) . . ?
O3 C8 H8A 110.3 . . ?
C9 C8 H8A 110.3 . . ?
O3 C8 H8B 110.3 . . ?
C9 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 O4 Li2 124.27(10) . . ?
C10 O4 Li1 121.16(11) . . ?
Li2 O4 Li1 112.37(11) . . ?
C10 O4 Li3 113.94(10) . 2_666 ?
Li2 O4 Li3 83.58(10) . 2_666 ?
Li1 O4 Li3 85.19(10) . 2_666 ?
O4 C10 C11 120.11(11) . . ?
O4 C10 C15 123.80(11) . . ?
C11 C10 C15 116.06(12) . . ?
C12 C11 C10 122.18(12) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C13 121.13(12) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 118.31(13) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
C13 C14 C15 121.99(12) . . ?
C13 C14 H14 119.0 . . ?
C15 C14 H14 119.0 . . ?
C14 C15 C10 120.34(12) . . ?
C14 C15 C16 118.55(11) . . ?
C10 C15 C16 121.10(12) . . ?
O5 C16 O6 121.18(11) . . ?
O5 C16 C15 125.82(12) . . ?
O6 C16 C15 113.00(11) . . ?
O5 C16 Li2 34.37(7) . . ?
O6 C16 Li2 147.68(10) . . ?
C15 C16 Li2 95.16(9) . . ?
C16 O5 Li2 123.92(11) . . ?
C16 O6 C17 115.07(10) . . ?
O6 C17 C18 106.94(11) . . ?
O6 C17 H17A 110.3 . . ?
C18 C17 H17A 110.3 . . ?
O6 C17 H17B 110.3 . . ?
C18 C17 H17B 110.3 . . ?
H17A C17 H17B 108.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C19 O7 Li3 123.73(11) . . ?
C19 O7 Li2 124.29(11) . . ?
Li3 O7 Li2 109.08(10) . . ?
C19 O7 Li1 115.58(10) . 2_666 ?
Li3 O7 Li1 85.21(10) . 2_666 ?
Li2 O7 Li1 82.98(10) . 2_666 ?
O7 C19 C20 119.76(12) . . ?
O7 C19 C24 124.06(12) . . ?
C20 C19 C24 116.16(11) . . ?
C21 C20 C19 122.06(13) . . ?
C21 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
C20 C21 C22 121.14(12) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C23 C22 C21 118.50(12) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
C22 C23 C24 121.80(13) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C23 C24 C19 120.30(12) . . ?
C23 C24 C25 118.44(12) . . ?
C19 C24 C25 121.25(11) . . ?
O8 C25 O9 120.23(12) . . ?
O8 C25 C24 126.13(12) . . ?
O9 C25 C24 113.64(11) . . ?
C25 O8 Li3 125.56(11) . . ?
C25 O9 C26 114.93(10) . . ?
O9 C26 C27 106.59(11) . . ?
O9 C26 H26A 110.4 . . ?
C27 C26 H26A 110.4 . . ?
O9 C26 H26B 110.4 . . ?
C27 C26 H26B 110.4 . . ?
H26A C26 H26B 108.6 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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
Li1 O1 C1 C2 -168.97(12) . . . . ?
Li3 O1 C1 C2 -8.80(18) . . . . ?
Li2 O1 C1 C2 90.47(14) 2_666 . . . ?
Li1 O1 C1 C6 13.33(19) . . . . ?
Li3 O1 C1 C6 173.50(12) . . . . ?
Li2 O1 C1 C6 -87.22(15) 2_666 . . . ?
O1 C1 C2 C3 -177.18(12) . . . . ?
C6 C1 C2 C3 0.66(19) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
C3 C4 C5 C6 -0.8(2) . . . . ?
C4 C5 C6 C1 2.0(2) . . . . ?
C4 C5 C6 C7 -176.26(12) . . . . ?
O1 C1 C6 C5 175.91(12) . . . . ?
C2 C1 C6 C5 -1.86(18) . . . . ?
O1 C1 C6 C7 -5.89(19) . . . . ?
C2 C1 C6 C7 176.34(11) . . . . ?
C5 C6 C7 O2 159.92(13) . . . . ?
C1 C6 C7 O2 -18.3(2) . . . . ?
C5 C6 C7 O3 -19.14(17) . . . . ?
C1 C6 C7 O3 162.63(11) . . . . ?
O3 C7 O2 Li1 -150.98(13) . . . . ?
C6 C7 O2 Li1 30.02(19) . . . . ?
O1 Li1 O2 C7 -17.94(16) . . . . ?
O4 Li1 O2 C7 -174.50(14) . . . . ?
O7 Li1 O2 C7 78.60(14) 2_666 . . . ?
O2 C7 O3 C8 2.95(17) . . . . ?
C6 C7 O3 C8 -177.93(11) . . . . ?
Li1 C7 O3 C8 -28.7(2) . . . . ?
C7 O3 C8 C9 173.57(12) . . . . ?
Li2 O4 C10 C11 -174.27(12) . . . . ?
Li1 O4 C10 C11 -12.42(18) . . . . ?
Li3 O4 C10 C11 86.85(14) 2_666 . . . ?
Li2 O4 C10 C15 8.07(19) . . . . ?
Li1 O4 C10 C15 169.91(12) . . . . ?
Li3 O4 C10 C15 -90.81(14) 2_666 . . . ?
O4 C10 C11 C12 -177.64(12) . . . . ?
C15 C10 C11 C12 0.19(19) . . . . ?
C10 C11 C12 C13 -0.1(2) . . . . ?
C11 C12 C13 C14 0.0(2) . . . . ?
C12 C13 C14 C15 -0.1(2) . . . . ?
C13 C14 C15 C10 0.26(19) . . . . ?
C13 C14 C15 C16 -179.14(12) . . . . ?
O4 C10 C15 C14 177.47(12) . . . . ?
C11 C10 C15 C14 -0.28(18) . . . . ?
O4 C10 C15 C16 -3.16(19) . . . . ?
C11 C10 C15 C16 179.10(11) . . . . ?
C14 C15 C16 O5 161.16(13) . . . . ?
C10 C15 C16 O5 -18.2(2) . . . . ?
C14 C15 C16 O6 -18.22(17) . . . . ?
C10 C15 C16 O6 162.39(11) . . . . ?
O6 C16 O5 Li2 -149.87(13) . . . . ?
C15 C16 O5 Li2 30.8(2) . . . . ?
O4 Li2 O5 C16 -20.39(16) . . . . ?
O7 Li2 O5 C16 -170.55(14) . . . . ?
O1 Li2 O5 C16 77.50(15) 2_666 . . . ?
O5 C16 O6 C17 3.23(17) . . . . ?
C15 C16 O6 C17 -177.36(10) . . . . ?
Li2 C16 O6 C17 -28.8(2) . . . . ?
C16 O6 C17 C18 -177.14(11) . . . . ?
Li3 O7 C19 C20 -169.92(12) . . . . ?
Li2 O7 C19 C20 -11.28(18) . . . . ?
Li1 O7 C19 C20 88.07(14) 2_666 . . . ?
Li3 O7 C19 C24 11.87(19) . . . . ?
Li2 O7 C19 C24 170.51(12) . . . . ?
Li1 O7 C19 C24 -90.14(15) 2_666 . . . ?
O7 C19 C20 C21 -177.10(13) . . . . ?
C24 C19 C20 C21 1.24(19) . . . . ?
C19 C20 C21 C22 0.5(2) . . . . ?
C20 C21 C22 C23 -1.1(2) . . . . ?
C21 C22 C23 C24 0.0(2) . . . . ?
C22 C23 C24 C19 1.8(2) . . . . ?
C22 C23 C24 C25 -177.29(12) . . . . ?
O7 C19 C24 C23 175.94(12) . . . . ?
C20 C19 C24 C23 -2.32(18) . . . . ?
O7 C19 C24 C25 -5.0(2) . . . . ?
C20 C19 C24 C25 176.73(12) . . . . ?
C23 C24 C25 O8 165.78(13) . . . . ?
C19 C24 C25 O8 -13.3(2) . . . . ?
C23 C24 C25 O9 -13.47(17) . . . . ?
C19 C24 C25 O9 167.46(11) . . . . ?
O9 C25 O8 Li3 -159.27(13) . . . . ?
C24 C25 O8 Li3 21.5(2) . . . . ?
O7 Li3 O8 C25 -11.89(17) . . . . ?
O1 Li3 O8 C25 -168.58(14) . . . . ?
O4 Li3 O8 C25 84.41(15) 2_666 . . . ?
O8 C25 O9 C26 6.44(17) . . . . ?
C24 C25 O9 C26 -174.26(11) . . . . ?
C25 O9 C26 C27 -178.26(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O8 0.95 2.44 3.309(2) 151.2 .
C2 H2 O8 0.95 2.44 3.309(2) 151.2 .

_refine_diff_density_max         0.284
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.044

_chemical_properties_physical    Moisture-sensitive,Hygroscopic
####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 2288240'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C57.24 H64.48 Li6 O23.62'
_chemical_formula_sum            'C57.24 H64.48 Li6 O23.62'
_chemical_formula_weight         1172.00

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.823(3)
_cell_length_b                   12.501(3)
_cell_length_c                   13.588(4)
_cell_angle_alpha                102.57(2)
_cell_angle_beta                 108.41(2)
_cell_angle_gamma                111.69(2)
_cell_volume                     1499.8(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2959
_cell_measurement_theta_min      3.1210
_cell_measurement_theta_max      26.5920

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_F_000             615
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.531
_exptl_crystal_size_mid          0.393
_exptl_crystal_size_min          0.154
_exptl_absorpt_coefficient_mu    0.099
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire2'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11032
_diffrn_reflns_av_unetI/netI     0.0614
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.994
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             6274
_reflns_number_gt                4071
_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       'CrysAlisPro 1.171.36.28  (Agilent, 2013)'
_computing_cell_refinement       'CrysAlisPro 1.171.36.28  (Agilent, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.36.28  (Agilent, 2013)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1134P)²+0.2209P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         6274
_refine_ls_number_parameters     444
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1100
_refine_ls_R_factor_gt           0.0739
_refine_ls_wR_factor_ref         0.2227
_refine_ls_wR_factor_gt          0.1851
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
Li1 Li 0.7026(5) 0.6503(4) 0.6053(4) 0.0433(11) Uani 1 1 d . . . . .
Li2 Li 0.6038(5) 0.4150(4) 0.3944(4) 0.0452(11) Uani 1 1 d . . . . .
Li3 Li 0.5098(5) 0.3855(4) 0.5840(4) 0.0412(10) Uani 1 1 d . . . . .
O1 O 0.68101(19) 0.54056(17) 0.68069(14) 0.0388(4) Uani 1 1 d . . . . .
C1 C 0.7577(3) 0.5714(3) 0.7879(2) 0.0386(6) Uani 1 1 d . . . . .
C2 C 0.7280(3) 0.4807(3) 0.8354(2) 0.0478(7) Uani 1 1 d . . . . .
H2 H 0.6499 0.3989 0.7889 0.057 Uiso 1 1 calc R U . . .
C3 C 0.8080(3) 0.5061(3) 0.9464(2) 0.0536(8) Uani 1 1 d . . . . .
H3 H 0.7847 0.4420 0.9748 0.064 Uiso 1 1 calc R U . . .
C4 C 0.9234(3) 0.6256(3) 1.0179(2) 0.0514(8) Uani 1 1 d . . . . .
H4 H 0.9791 0.6432 1.0946 0.062 Uiso 1 1 calc R U . . .
C5 C 0.9543(3) 0.7161(3) 0.9754(2) 0.0461(7) Uani 1 1 d . . . . .
H5 H 1.0322 0.7974 1.0240 0.055 Uiso 1 1 calc R U . . .
C6 C 0.8753(3) 0.6940(3) 0.8623(2) 0.0389(6) Uani 1 1 d . . . . .
C7 C 0.9199(3) 0.7947(3) 0.8229(2) 0.0407(7) Uani 1 1 d . . . . .
O2 O 0.8754(2) 0.78689(18) 0.72549(16) 0.0451(5) Uani 1 1 d . . . . .
O3 O 1.0216(2) 0.90628(19) 0.90673(16) 0.0532(6) Uani 1 1 d . . . . .
C8A C 1.0674(5) 1.0098(5) 0.8746(6) 0.0458(13) Uani 0.77 1 d . . P A 1
H8A1 H 1.1208 0.9996 0.8300 0.069 Uiso 0.77 1 calc R U P A 1
H8A2 H 1.1324 1.0863 0.9418 0.069 Uiso 0.77 1 calc R U P A 1
H8A3 H 0.9804 1.0150 0.8299 0.069 Uiso 0.77 1 calc R U P A 1
C8B C 1.068(4) 1.020(4) 0.857(4) 0.136(18) Uiso 0.23 1 d D . P A 2
H8B1 H 0.9913 0.9998 0.7822 0.163 Uiso 0.23 1 calc R U P A 2
H8B2 H 1.0943 1.1021 0.9095 0.163 Uiso 0.23 1 calc R U P A 2
C9B C 1.1991(15) 1.0121(14) 0.8511(11) 0.057(4) Uiso 0.23 1 d D . P A 2
H9B1 H 1.1599 0.9321 0.7894 0.068 Uiso 0.23 1 calc R U P A 2
H9B2 H 1.2452 1.0783 0.8258 0.068 Uiso 0.23 1 calc R U P A 2
O4B O 1.3162(14) 1.0191(12) 0.9408(10) 0.086(4) Uiso 0.23 1 d D . P A 2
C10B C 1.433(3) 1.000(3) 0.932(3) 0.145(10) Uiso 0.23 1 d D . P A 2
H10A H 1.4999 1.0096 1.0053 0.218 Uiso 0.23 1 calc R U P A 2
H10B H 1.3926 0.9153 0.8780 0.218 Uiso 0.23 1 calc R U P A 2
H10C H 1.4868 1.0604 0.9060 0.218 Uiso 0.23 1 calc R U P A 2
O5 O 0.67175(19) 0.59243(17) 0.44923(14) 0.0383(4) Uani 1 1 d . . . . .
C11 C 0.7535(3) 0.6559(2) 0.4066(2) 0.0360(6) Uani 1 1 d . . . . .
C12 C 0.8751(3) 0.7756(3) 0.4752(2) 0.0416(6) Uani 1 1 d . . . . .
H12 H 0.8979 0.8091 0.5523 0.050 Uiso 1 1 calc R U . . .
C13 C 0.9614(3) 0.8449(3) 0.4334(3) 0.0451(7) Uani 1 1 d . . . . .
H13 H 1.0437 0.9241 0.4823 0.054 Uiso 1 1 calc R U . . .
C14 C 0.9299(3) 0.8006(3) 0.3205(3) 0.0479(7) Uani 1 1 d . . . . .
H14 H 0.9891 0.8489 0.2917 0.058 Uiso 1 1 calc R U . . .
C15 C 0.8105(3) 0.6846(3) 0.2511(2) 0.0448(7) Uani 1 1 d . . . . .
H15 H 0.7872 0.6542 0.1737 0.054 Uiso 1 1 calc R U . . .
C16 C 0.7231(3) 0.6108(3) 0.2916(2) 0.0374(6) Uani 1 1 d . . . . .
C17 C 0.6048(3) 0.4842(3) 0.2143(2) 0.0409(6) Uani 1 1 d . . . . .
O6 O 0.5466(2) 0.39904(18) 0.24111(15) 0.0458(5) Uani 1 1 d . . . . .
O7 O 0.5658(2) 0.4677(2) 0.10608(16) 0.0558(6) Uani 1 1 d . . . . .
C18A C 0.4569(9) 0.3445(7) 0.0263(5) 0.0541(15) Uani 0.77 1 d . . P B 3
H18A H 0.4905 0.2847 0.0425 0.081 Uiso 0.77 1 calc R U P B 3
H18B H 0.4427 0.3408 -0.0495 0.081 Uiso 0.77 1 calc R U P B 3
H18C H 0.3631 0.3239 0.0315 0.081 Uiso 0.77 1 calc R U P B 3
C18B C 0.418(3) 0.338(4) 0.029(3) 0.076(11) Uiso 0.23 1 d D . P B 4
H18D H 0.3946 0.2842 0.0711 0.091 Uiso 0.23 1 calc R U P B 4
H18E H 0.3320 0.3499 -0.0080 0.091 Uiso 0.23 1 calc R U P B 4
C19B C 0.4714(15) 0.2917(15) -0.0508(12) 0.059(4) Uiso 0.23 1 d D . P B 4
H19A H 0.3887 0.2132 -0.1119 0.071 Uiso 0.23 1 calc R U P B 4
H19B H 0.5025 0.3533 -0.0848 0.071 Uiso 0.23 1 calc R U P B 4
O8B O 0.5922(13) 0.2700(12) 0.0011(10) 0.079(3) Uiso 0.23 1 d D . P B 4
C20B C 0.536(3) 0.151(2) 0.008(3) 0.150(10) Uiso 0.23 1 d D . P B 4
H20A H 0.6178 0.1357 0.0432 0.225 Uiso 0.23 1 calc R U P B 4
H20B H 0.4800 0.1491 0.0524 0.225 Uiso 0.23 1 calc R U P B 4
H20C H 0.4704 0.0876 -0.0679 0.225 Uiso 0.23 1 calc R U P B 4
O9 O 0.46208(18) 0.30207(16) 0.42927(14) 0.0381(4) Uani 1 1 d . . . . .
C21 C 0.4097(3) 0.1815(3) 0.3762(2) 0.0406(7) Uani 1 1 d . . . . .
C22 C 0.3796(3) 0.1352(3) 0.2620(2) 0.0476(7) Uani 1 1 d . . . . .
H22 H 0.3991 0.1917 0.2253 0.057 Uiso 1 1 calc R U . . .
C23 C 0.3225(3) 0.0097(3) 0.2024(3) 0.0553(9) Uani 1 1 d . . . . .
H23 H 0.3042 -0.0179 0.1259 0.066 Uiso 1 1 calc R U . . .
C24 C 0.2915(3) -0.0763(3) 0.2518(3) 0.0558(9) Uani 1 1 d . . . . .
H24 H 0.2517 -0.1624 0.2100 0.067 Uiso 1 1 calc R U . . .
C25 C 0.3194(3) -0.0351(3) 0.3621(3) 0.0512(8) Uani 1 1 d . . . . .
H25 H 0.2996 -0.0935 0.3970 0.061 Uiso 1 1 calc R U . . .
C26 C 0.3768(3) 0.0919(3) 0.4256(2) 0.0428(7) Uani 1 1 d . . . . .
C27 C 0.4015(3) 0.1297(3) 0.5434(3) 0.0442(7) Uani 1 1 d . . . . .
O10 O 0.4690(2) 0.23672(19) 0.61298(16) 0.0480(5) Uani 1 1 d . . . . .
O11 O 0.3412(2) 0.0338(2) 0.5716(2) 0.0557(6) Uani 1 1 d . . . . .
C28A C 0.3646(17) 0.0690(13) 0.6880(14) 0.061(4) Uani 0.65 1 d . . P C 5
H28A H 0.4709 0.1123 0.7374 0.092 Uiso 0.65 1 calc R U P C 5
H28B H 0.3165 -0.0058 0.7019 0.092 Uiso 0.65 1 calc R U P C 5
H28C H 0.3223 0.1243 0.7030 0.092 Uiso 0.65 1 calc R U P C 5
C28B C 0.343(3) 0.064(3) 0.682(2) 0.070(9) Uani 0.35 1 d . . P C 6
H28D H 0.4380 0.1381 0.7361 0.085 Uiso 0.35 1 calc R U P C 6
H28E H 0.2633 0.0871 0.6786 0.085 Uiso 0.35 1 calc R U P C 6
C29B C 0.3222(12) -0.0339(9) 0.7235(9) 0.062(3) Uani 0.35 1 d . . P C 6
H29A H 0.3801 -0.0739 0.7054 0.074 Uiso 0.35 1 calc R U P C 6
H29B H 0.2166 -0.0973 0.6831 0.074 Uiso 0.35 1 calc R U P C 6
O12B O 0.3640(10) 0.0030(8) 0.8416(8) 0.083(2) Uani 0.35 1 d . . P C 6
C30B C 0.3192(16) -0.1061(11) 0.8698(13) 0.087(4) Uani 0.35 1 d . . P C 6
H30A H 0.2252 -0.1730 0.8086 0.130 Uiso 0.35 1 calc R U P C 6
H30B H 0.3071 -0.0857 0.9388 0.130 Uiso 0.35 1 calc R U P C 6
H30C H 0.3950 -0.1332 0.8810 0.130 Uiso 0.35 1 calc R U P C 6
O13 O 0.7744(2) 0.3881(2) 0.4294(2) 0.0602(6) Uani 1 1 d . . . . .
H13A H 0.8463 0.4366 0.4224 0.090 Uiso 1 1 calc R U . . .
C31 C 0.8209(4) 0.3234(4) 0.4941(3) 0.0651(9) Uani 1 1 d . . . . .
H31A H 0.8931 0.3041 0.4747 0.078 Uiso 1 1 calc R U . . .
H31B H 0.7345 0.2436 0.4749 0.078 Uiso 1 1 calc R U . . .
C32 C 0.8896(4) 0.3962(4) 0.6167(3) 0.0656(10) Uani 1 1 d . . . . .
H32A H 0.8232 0.4251 0.6355 0.079 Uiso 1 1 calc R U . . .
H32B H 0.9051 0.3430 0.6585 0.079 Uiso 1 1 calc R U . . .
O14 O 1.0277(3) 0.5005(3) 0.6482(2) 0.0676(7) Uani 1 1 d . . . . .
C33 C 1.0996(5) 0.5726(5) 0.7646(3) 0.0899(14) Uani 1 1 d . . . . .
H33A H 1.0357 0.6018 0.7856 0.135 Uiso 1 1 calc R U . . .
H33B H 1.1927 0.6443 0.7824 0.135 Uiso 1 1 calc R U . . .
H33C H 1.1202 0.5216 0.8063 0.135 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
Li1 O1 1.875(5) . ?
Li1 O2 1.891(5) . ?
Li1 O5 1.959(5) . ?
Li1 O9 2.032(5) 2_666 ?
Li2 O6 1.917(5) . ?
Li2 O9 1.928(5) . ?
Li2 O13 1.930(5) . ?
Li2 O5 1.935(5) . ?
Li3 O1 1.901(5) . ?
Li3 O10 1.906(5) . ?
Li3 O9 1.933(5) . ?
Li3 O5 2.009(5) 2_666 ?
O1 C1 1.309(3) . ?
C1 C2 1.410(4) . ?
C1 C6 1.436(4) . ?
C2 C3 1.374(4) . ?
C3 C4 1.400(4) . ?
C4 C5 1.360(4) . ?
C5 C6 1.407(4) . ?
C6 C7 1.453(4) . ?
C7 O2 1.225(3) . ?
C7 O3 1.355(3) . ?
O3 C8A 1.421(7) . ?
O3 C8B 1.69(5) . ?
C8B C9B 1.481(19) . ?
C9B O4B 1.413(14) . ?
O4B C10B 1.405(18) . ?
C10B C10B 1.96(6) 2_877 ?
O5 C11 1.324(3) . ?
O5 Li3 2.009(5) 2_666 ?
C11 C12 1.415(4) . ?
C11 C16 1.422(4) . ?
C11 Li3 2.752(5) 2_666 ?
C12 C13 1.378(4) . ?
C13 C14 1.391(4) . ?
C14 C15 1.383(4) . ?
C15 C16 1.398(4) . ?
C16 C17 1.475(4) . ?
C17 O6 1.217(3) . ?
C17 O7 1.340(3) . ?
O7 C18A 1.436(6) . ?
O7 C18B 1.60(3) . ?
C18B C19B 1.490(18) . ?
C19B O8B 1.430(13) . ?
O8B C20B 1.415(17) . ?
O9 C21 1.323(3) . ?
O9 Li1 2.032(5) 2_666 ?
C21 C22 1.414(4) . ?
C21 C26 1.419(4) . ?
C22 C23 1.383(4) . ?
C23 C24 1.382(5) . ?
C24 C25 1.366(5) . ?
C25 C26 1.409(4) . ?
C26 C27 1.472(4) . ?
C27 O10 1.228(3) . ?
C27 O11 1.337(4) . ?
O11 C28A 1.457(16) . ?
O11 C28B 1.46(3) . ?
C28B C29B 1.43(3) . ?
C29B O12B 1.434(13) . ?
O12B C30B 1.447(13) . ?
O13 C31 1.418(4) . ?
C31 C32 1.488(5) . ?
C32 O14 1.425(4) . ?
O14 C33 1.415(4) . ?

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 Li1 O2 96.3(2) . . ?
O1 Li1 O5 120.3(3) . . ?
O2 Li1 O5 125.3(3) . . ?
O1 Li1 O9 112.6(2) . 2_666 ?
O2 Li1 O9 108.4(2) . 2_666 ?
O5 Li1 O9 94.1(2) . 2_666 ?
O6 Li2 O9 117.9(3) . . ?
O6 Li2 O13 103.0(2) . . ?
O9 Li2 O13 109.2(3) . . ?
O6 Li2 O5 93.4(2) . . ?
O9 Li2 O5 122.7(3) . . ?
O13 Li2 O5 108.4(2) . . ?
O1 Li3 O10 123.4(3) . . ?
O1 Li3 O9 123.5(2) . . ?
O10 Li3 O9 92.7(2) . . ?
O1 Li3 O5 109.7(2) . 2_666 ?
O10 Li3 O5 107.5(2) . 2_666 ?
O9 Li3 O5 95.7(2) . 2_666 ?
C1 O1 Li1 125.1(2) . . ?
C1 O1 Li3 124.8(2) . . ?
Li1 O1 Li3 109.4(2) . . ?
O1 C1 C2 119.7(2) . . ?
O1 C1 C6 123.9(3) . . ?
C2 C1 C6 116.4(2) . . ?
C3 C2 C1 122.5(3) . . ?
C2 C3 C4 120.6(3) . . ?
C5 C4 C3 118.6(3) . . ?
C4 C5 C6 122.6(3) . . ?
C5 C6 C1 119.3(3) . . ?
C5 C6 C7 118.9(3) . . ?
C1 C6 C7 121.8(2) . . ?
O2 C7 O3 119.9(3) . . ?
O2 C7 C6 126.8(2) . . ?
O3 C7 C6 113.3(2) . . ?
C7 O2 Li1 124.2(2) . . ?
C7 O3 C8A 116.4(3) . . ?
C7 O3 C8B 111.4(17) . . ?
C9B C8B O3 95(2) . . ?
O4B C9B C8B 125(2) . . ?
C10B O4B C9B 124.8(17) . . ?
O4B C10B C10B 115(2) . 2_877 ?
C11 O5 Li2 115.8(2) . . ?
C11 O5 Li1 125.3(2) . . ?
Li2 O5 Li1 109.2(2) . . ?
C11 O5 Li3 109.6(2) . 2_666 ?
Li2 O5 Li3 106.5(2) . 2_666 ?
Li1 O5 Li3 84.4(2) . 2_666 ?
O5 C11 C12 120.3(2) . . ?
O5 C11 C16 122.9(2) . . ?
C12 C11 C16 116.8(2) . . ?
C13 C12 C11 121.9(3) . . ?
C12 C13 C14 120.9(3) . . ?
C15 C14 C13 118.5(3) . . ?
C14 C15 C16 121.9(3) . . ?
C15 C16 C11 120.0(2) . . ?
C15 C16 C17 118.7(2) . . ?
C11 C16 C17 121.2(2) . . ?
O6 C17 O7 120.7(3) . . ?
O6 C17 C16 126.1(2) . . ?
O7 C17 C16 113.2(3) . . ?
C17 O6 Li2 122.6(2) . . ?
C17 O7 C18A 116.1(4) . . ?
C17 O7 C18B 109.7(14) . . ?
C19B C18B O7 96.8(16) . . ?
O8B C19B C18B 112.9(19) . . ?
C20B O8B C19B 108.8(17) . . ?
C21 O9 Li2 117.4(2) . . ?
C21 O9 Li3 126.7(2) . . ?
Li2 O9 Li3 106.7(2) . . ?
C21 O9 Li1 111.1(2) . 2_666 ?
Li2 O9 Li1 103.5(2) . 2_666 ?
Li3 O9 Li1 84.4(2) . 2_666 ?
O9 C21 C22 119.5(3) . . ?
O9 C21 C26 124.2(2) . . ?
C22 C21 C26 116.2(3) . . ?
C23 C22 C21 121.7(3) . . ?
C24 C23 C22 121.4(3) . . ?
C25 C24 C23 118.6(3) . . ?
C24 C25 C26 121.7(3) . . ?
C25 C26 C21 120.4(3) . . ?
C25 C26 C27 118.9(3) . . ?
C21 C26 C27 120.8(2) . . ?
O10 C27 O11 120.4(3) . . ?
O10 C27 C26 126.2(3) . . ?
O11 C27 C26 113.4(3) . . ?
C27 O10 Li3 127.1(2) . . ?
C27 O11 C28A 114.3(6) . . ?
C27 O11 C28B 116.6(12) . . ?
C29B C28B O11 114.6(19) . . ?
C28B C29B O12B 115.5(12) . . ?
C29B O12B C30B 109.9(10) . . ?
C31 O13 Li2 131.0(2) . . ?
O13 C31 C32 112.4(3) . . ?
O14 C32 C31 109.5(3) . . ?
C33 O14 C32 112.1(3) . . ?

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
O2 Li1 O1 C1 9.1(3) . . . . ?
O5 Li1 O1 C1 146.7(2) . . . . ?
O9 Li1 O1 C1 -103.8(3) 2_666 . . . ?
C7 Li1 O1 C1 3.3(2) . . . . ?
O2 Li1 O1 Li3 179.3(2) . . . . ?
O5 Li1 O1 Li3 -43.1(3) . . . . ?
O9 Li1 O1 Li3 66.4(3) 2_666 . . . ?
C7 Li1 O1 Li3 173.51(18) . . . . ?
Li1 O1 C1 C2 178.2(3) . . . . ?
Li3 O1 C1 C2 9.5(4) . . . . ?
Li1 O1 C1 C6 -3.2(4) . . . . ?
Li3 O1 C1 C6 -171.9(3) . . . . ?
O1 C1 C2 C3 177.7(3) . . . . ?
C6 C1 C2 C3 -1.1(4) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C5 C6 C1 -0.3(4) . . . . ?
C4 C5 C6 C7 -177.3(3) . . . . ?
O1 C1 C6 C5 -177.7(2) . . . . ?
C2 C1 C6 C5 1.0(4) . . . . ?
O1 C1 C6 C7 -0.8(4) . . . . ?
C2 C1 C6 C7 177.9(2) . . . . ?
C5 C6 C7 O2 170.3(3) . . . . ?
C1 C6 C7 O2 -6.6(4) . . . . ?
C5 C6 C7 O3 -9.6(3) . . . . ?
C1 C6 C7 O3 173.4(2) . . . . ?
O3 C7 O2 Li1 -163.7(2) . . . . ?
C6 C7 O2 Li1 16.4(4) . . . . ?
O1 Li1 O2 C7 -15.6(3) . . . . ?
O5 Li1 O2 C7 -150.0(3) . . . . ?
O9 Li1 O2 C7 100.8(3) 2_666 . . . ?
O2 C7 O3 C8A 1.8(4) . . . . ?
C6 C7 O3 C8A -178.3(3) . . . . ?
O2 C7 O3 C8B 0.7(9) . . . . ?
C6 C7 O3 C8B -179.3(9) . . . . ?
C7 O3 C8B C9B -94(2) . . . . ?
O3 C8B C9B O4B -54(3) . . . . ?
C8B C9B O4B C10B 174(3) . . . . ?
C9B O4B C10B C10B -174(2) . . . 2_877 ?
O5 C11 C12 C13 -179.2(3) . . . . ?
C16 C11 C12 C13 -0.8(4) . . . . ?
C11 C12 C13 C14 1.5(4) . . . . ?
C12 C13 C14 C15 -0.6(4) . . . . ?
C13 C14 C15 C16 -1.0(4) . . . . ?
C14 C15 C16 C11 1.7(4) . . . . ?
C14 C15 C16 C17 -175.3(3) . . . . ?
O5 C11 C16 C15 177.5(3) . . . . ?
C12 C11 C16 C15 -0.8(4) . . . . ?
O5 C11 C16 C17 -5.5(4) . . . . ?
C12 C11 C16 C17 176.2(2) . . . . ?
C15 C16 C17 O6 159.4(3) . . . . ?
C11 C16 C17 O6 -17.6(4) . . . . ?
C15 C16 C17 O7 -19.0(4) . . . . ?
C11 C16 C17 O7 164.0(2) . . . . ?
O7 C17 O6 Li2 177.2(3) . . . . ?
C16 C17 O6 Li2 -1.1(4) . . . . ?
O6 C17 O7 C18A -1.9(6) . . . . ?
C16 C17 O7 C18A 176.7(5) . . . . ?
O6 C17 O7 C18B 12.2(14) . . . . ?
C16 C17 O7 C18B -169.3(13) . . . . ?
Li2 C17 O7 C18B 16.2(15) . . . . ?
C17 O7 C18B C19B -131.5(17) . . . . ?
O7 C18B C19B O8B 65(3) . . . . ?
C18B C19B O8B C20B 83(2) . . . . ?
Li2 O9 C21 C22 -38.2(3) . . . . ?
Li3 O9 C21 C22 179.6(2) . . . . ?
Li1 O9 C21 C22 80.5(3) 2_666 . . . ?
Li2 O9 C21 C26 143.5(3) . . . . ?
Li3 O9 C21 C26 1.3(4) . . . . ?
Li1 O9 C21 C26 -97.8(3) 2_666 . . . ?
O9 C21 C22 C23 -179.0(2) . . . . ?
C26 C21 C22 C23 -0.5(4) . . . . ?
C21 C22 C23 C24 0.3(4) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C23 C24 C25 C26 0.8(4) . . . . ?
C24 C25 C26 C21 -1.0(4) . . . . ?
C24 C25 C26 C27 178.8(3) . . . . ?
O9 C21 C26 C25 179.2(2) . . . . ?
C22 C21 C26 C25 0.8(4) . . . . ?
O9 C21 C26 C27 -0.6(4) . . . . ?
C22 C21 C26 C27 -179.0(2) . . . . ?
C25 C26 C27 O10 169.2(3) . . . . ?
C21 C26 C27 O10 -11.0(4) . . . . ?
C25 C26 C27 O11 -11.1(4) . . . . ?
C21 C26 C27 O11 168.7(2) . . . . ?
O11 C27 O10 Li3 -159.2(2) . . . . ?
C26 C27 O10 Li3 20.5(4) . . . . ?
O10 C27 O11 C28A -0.4(7) . . . . ?
C26 C27 O11 C28A 179.8(6) . . . . ?
O10 C27 O11 C28B 8.2(13) . . . . ?
C26 C27 O11 C28B -171.6(13) . . . . ?
C27 O11 C28B C29B -160.9(14) . . . . ?
O11 C28B C29B O12B 163.0(15) . . . . ?
C28B C29B O12B C30B 172.1(16) . . . . ?
Li2 O13 C31 C32 -77.3(4) . . . . ?
O13 C31 C32 O14 -68.8(4) . . . . ?
C31 C32 O14 C33 -179.1(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O10 0.95 2.38 3.258(4) 153.7 .
C10B H10A O4B 0.98 2.09 2.85(3) 133.3 2_877
C22 H22 O6 0.95 2.41 3.248(4) 147.4 .
O13 H13A O14 0.84 1.94 2.738(3) 158.7 2_766

_refine_diff_density_max         0.406
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.071


#===========================================================================END

#=====================  End of CIF submission =================================


_chemical_properties_physical    Moisture-sensitive,Hygroscopic,Heat-sensitive
####################################################################### 
# 
# 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_7a
_database_code_depnum_ccdc_archive 'CCDC 2288239'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C51 H48 Li6 O18'
_chemical_formula_sum            'C51 H48 Li6 O18'
_chemical_formula_weight         990.53

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.285(2)
_cell_length_b                   12.146(4)
_cell_length_c                   13.254(4)
_cell_angle_alpha                67.26(3)
_cell_angle_beta                 78.53(2)
_cell_angle_gamma                87.65(2)
_cell_volume                     1204.6(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3724
_cell_measurement_theta_min      3.6350
_cell_measurement_theta_max      28.7200

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_F_000             516
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.101
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_reflns_number            9615
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_av_R_equivalents  0.0155
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.300
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5160
_reflns_number_gt                4306
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0395P)²+0.3800P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         5160
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.0970
_refine_ls_wR_factor_gt          0.0907
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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
Li1 Li 0.6400(3) 0.3904(2) 0.6090(2) 0.0295(5) Uani 1 1 d . . . . .
Li2 Li 0.6923(3) 0.6128(2) 0.3766(2) 0.0299(5) Uani 1 1 d . . . . .
Li3 Li 0.4125(3) 0.6086(2) 0.58517(19) 0.0279(5) Uani 1 1 d . . . . .
O1 O 0.47161(11) 0.45653(8) 0.68801(7) 0.0234(2) Uani 1 1 d . . . . .
C1 C 0.44137(15) 0.42454(12) 0.79759(11) 0.0229(3) Uani 1 1 d . . . . .
C2 C 0.33753(17) 0.49330(13) 0.84713(12) 0.0284(3) Uani 1 1 d . . . . .
H2 H 0.2937 0.5637 0.8002 0.034 Uiso 1 1 calc R U . . .
C3 C 0.29806(19) 0.46137(14) 0.96108(12) 0.0333(3) Uani 1 1 d . . . . .
H3 H 0.2289 0.5104 0.9909 0.040 Uiso 1 1 calc R U . . .
C4 C 0.35793(19) 0.35837(14) 1.03327(12) 0.0343(3) Uani 1 1 d . . . . .
H4 H 0.3290 0.3361 1.1118 0.041 Uiso 1 1 calc R U . . .
C5 C 0.45946(18) 0.28974(14) 0.98861(12) 0.0308(3) Uani 1 1 d . . . . .
H5 H 0.5003 0.2191 1.0374 0.037 Uiso 1 1 calc R U . . .
C6 C 0.50503(16) 0.32092(12) 0.87235(11) 0.0249(3) Uani 1 1 d . . . . .
C7 C 0.62103(17) 0.24618(13) 0.83097(12) 0.0279(3) Uani 1 1 d . . . . .
O2 O 0.69808(12) 0.27342(10) 0.73529(8) 0.0314(2) Uani 1 1 d . . . . .
O3 O 0.64132(14) 0.13985(10) 0.91034(9) 0.0402(3) Uani 1 1 d . . . . .
C8 C 0.7475(3) 0.06123(18) 0.87044(17) 0.0545(5) Uani 1 1 d . . . . .
H8A H 0.6998 0.0434 0.8162 0.082 Uiso 0.5 1 calc R U P A 1
H8B H 0.7576 -0.0132 0.9335 0.082 Uiso 0.5 1 calc R U P A 1
H8C H 0.8567 0.1004 0.8347 0.082 Uiso 0.5 1 calc R U P A 1
H8D H 0.6903 0.0320 0.8262 0.065 Uiso 0.5 1 calc R U P B 2
H8E H 0.8490 0.1065 0.8209 0.065 Uiso 0.5 1 calc R U P B 2
C9 C 0.7898(5) -0.0359(3) 0.9584(3) 0.0494(9) Uani 0.5 1 d . . P C 2
H9A H 0.8537 -0.0075 0.9990 0.074 Uiso 0.5 1 calc R U P C 2
H9B H 0.8561 -0.0896 0.9289 0.074 Uiso 0.5 1 calc R U P C 2
H9C H 0.6893 -0.0791 1.0091 0.074 Uiso 0.5 1 calc R U P C 2
O4 O 0.77013(11) 0.46171(8) 0.45951(8) 0.0233(2) Uani 1 1 d . . . . .
C10 C 0.91807(15) 0.42410(12) 0.43024(11) 0.0225(3) Uani 1 1 d . . . . .
C11 C 0.97610(16) 0.31899(12) 0.50513(11) 0.0254(3) Uani 1 1 d . . . . .
H11 H 0.9097 0.2785 0.5770 0.030 Uiso 1 1 calc R U . . .
C12 C 1.12589(16) 0.27356(13) 0.47710(12) 0.0277(3) Uani 1 1 d . . . . .
H12 H 1.1607 0.2030 0.5298 0.033 Uiso 1 1 calc R U . . .
C13 C 1.22700(16) 0.32978(13) 0.37237(12) 0.0279(3) Uani 1 1 d . . . . .
H13 H 1.3300 0.2981 0.3533 0.033 Uiso 1 1 calc R U . . .
C14 C 1.17465(16) 0.43186(12) 0.29732(12) 0.0261(3) Uani 1 1 d . . . . .
H14 H 1.2422 0.4701 0.2255 0.031 Uiso 1 1 calc R U . . .
C15 C 1.02327(16) 0.48128(12) 0.32425(11) 0.0233(3) Uani 1 1 d . . . . .
C16 C 0.97916(16) 0.59351(12) 0.24116(12) 0.0258(3) Uani 1 1 d . . . . .
O5 O 0.87627(12) 0.66232(9) 0.25874(9) 0.0307(2) Uani 1 1 d . . . . .
O6 O 1.06653(13) 0.61778(9) 0.13741(8) 0.0342(2) Uani 1 1 d . . . . .
C17 C 1.0226(2) 0.72484(16) 0.05196(14) 0.0460(4) Uani 1 1 d . . . . .
H17A H 0.9061 0.7182 0.0494 0.069 Uiso 0.6 1 calc R U P D 1
H17B H 1.0908 0.7345 -0.0206 0.069 Uiso 0.6 1 calc R U P D 1
H17C H 1.0411 0.7943 0.0692 0.069 Uiso 0.6 1 calc R U P D 1
H17D H 0.9010 0.7261 0.0616 0.055 Uiso 0.4 1 calc R U P E 2
H17E H 1.0606 0.7954 0.0621 0.055 Uiso 0.4 1 calc R U P E 2
C18 C 1.0876(5) 0.7337(5) -0.0530(3) 0.0463(11) Uani 0.4 1 d . . P F 2
H18A H 1.2077 0.7293 -0.0624 0.069 Uiso 0.4 1 calc R U P F 2
H18B H 1.0593 0.8101 -0.1067 0.069 Uiso 0.4 1 calc R U P F 2
H18C H 1.0428 0.6680 -0.0661 0.069 Uiso 0.4 1 calc R U P F 2
O7 O 0.52397(11) 0.70049(8) 0.43524(8) 0.0233(2) Uani 1 1 d . . . . .
C19 C 0.52341(16) 0.81826(12) 0.38695(11) 0.0234(3) Uani 1 1 d . . . . .
C20 C 0.62404(17) 0.87889(13) 0.28018(12) 0.0278(3) Uani 1 1 d . . . . .
H20 H 0.6930 0.8337 0.2456 0.033 Uiso 1 1 calc R U . . .
C21 C 0.62489(19) 1.00115(13) 0.22507(12) 0.0321(3) Uani 1 1 d . . . . .
H21 H 0.6936 1.0382 0.1535 0.038 Uiso 1 1 calc R U . . .
C22 C 0.52635(19) 1.07122(13) 0.27279(12) 0.0327(3) Uani 1 1 d . . . . .
H22 H 0.5284 1.1556 0.2350 0.039 Uiso 1 1 calc R U . . .
C23 C 0.42636(18) 1.01569(13) 0.37555(12) 0.0301(3) Uani 1 1 d . . . . .
H23 H 0.3577 1.0628 0.4081 0.036 Uiso 1 1 calc R U . . .
C24 C 0.42255(16) 0.89098(12) 0.43421(11) 0.0252(3) Uani 1 1 d . . . . .
C25 C 0.31425(17) 0.83843(13) 0.54483(12) 0.0276(3) Uani 1 1 d . . . . .
O8 O 0.32508(12) 0.73920(9) 0.61633(8) 0.0308(2) Uani 1 1 d . . . . .
O9 O 0.19725(13) 0.91101(10) 0.56349(10) 0.0377(3) Uani 1 1 d . . . . .
C26 C 0.0836(2) 0.86119(17) 0.67036(16) 0.0471(4) Uani 1 1 d . . . . .
H26A H 0.0302 0.7876 0.6769 0.071 Uiso 0.4 1 calc R U P G 1
H26B H -0.0003 0.9191 0.6754 0.071 Uiso 0.4 1 calc R U P G 1
H26C H 0.1443 0.8433 0.7309 0.071 Uiso 0.4 1 calc R U P G 1
H26D H 0.0183 0.7935 0.6727 0.056 Uiso 0.6 1 calc R U P H 2
H26E H 0.1466 0.8305 0.7312 0.056 Uiso 0.6 1 calc R U P H 2
C27 C -0.0243(3) 0.9492(3) 0.6870(3) 0.0409(6) Uani 0.6 1 d . . P I 2
H27A H 0.0389 1.0111 0.6945 0.061 Uiso 0.6 1 calc R U P I 2
H27B H -0.1080 0.9119 0.7551 0.061 Uiso 0.6 1 calc R U P I 2
H27C H -0.0783 0.9853 0.6230 0.061 Uiso 0.6 1 calc R U P I 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
Li1 O2 1.865(3) . ?
Li1 O1 1.915(3) . ?
Li1 O4 1.933(3) . ?
Li1 O7 2.086(3) 2_666 ?
Li2 O5 1.878(3) . ?
Li2 O4 1.901(3) . ?
Li2 O7 1.942(3) . ?
Li2 O1 2.098(3) 2_666 ?
Li3 O8 1.871(3) . ?
Li3 O7 1.920(3) . ?
Li3 O1 1.938(3) . ?
Li3 O4 2.055(2) 2_666 ?
O1 C1 1.3229(16) . ?
O1 Li2 2.098(3) 2_666 ?
C1 C2 1.417(2) . ?
C1 C6 1.426(2) . ?
C2 C3 1.378(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.371(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.411(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.467(2) . ?
C7 O2 1.2232(18) . ?
C7 O3 1.3435(18) . ?
O3 C8 1.450(2) . ?
C8 C9 1.392(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 H8D 0.9900 . ?
C8 H8E 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
O4 C10 1.3279(16) . ?
O4 Li3 2.055(2) 2_666 ?
C10 C11 1.4163(19) . ?
C10 C15 1.4227(19) . ?
C11 C12 1.3790(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.395(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.374(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.4094(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.471(2) . ?
C16 O5 1.2217(17) . ?
C16 O6 1.3453(18) . ?
O6 C17 1.447(2) . ?
C17 C18 1.352(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 H17D 0.9900 . ?
C17 H17E 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
O7 C19 1.3224(17) . ?
O7 Li1 2.086(3) 2_666 ?
C19 C20 1.420(2) . ?
C19 C24 1.425(2) . ?
C20 C21 1.378(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.394(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.372(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.408(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.471(2) . ?
C25 O8 1.2249(18) . ?
C25 O9 1.3347(18) . ?
O9 C26 1.454(2) . ?
C26 C27 1.420(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C26 H26D 0.9900 . ?
C26 H26E 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Li1 O1 96.14(12) . . ?
O2 Li1 O4 128.74(14) . . ?
O1 Li1 O4 130.18(14) . . ?
O2 Li1 O7 103.51(12) . 2_666 ?
O1 Li1 O7 94.82(11) . 2_666 ?
O4 Li1 O7 94.22(11) . 2_666 ?
O5 Li2 O4 97.09(12) . . ?
O5 Li2 O7 132.42(14) . . ?
O4 Li2 O7 126.02(14) . . ?
O5 Li2 O1 102.49(12) . 2_666 ?
O4 Li2 O1 95.01(11) . 2_666 ?
O7 Li2 O1 93.61(10) . 2_666 ?
O8 Li3 O7 95.93(12) . . ?
O8 Li3 O1 128.35(13) . . ?
O7 Li3 O1 128.19(14) . . ?
O8 Li3 O4 106.86(12) . 2_666 ?
O7 Li3 O4 95.61(11) . 2_666 ?
O1 Li3 O4 95.29(11) . 2_666 ?
C1 O1 Li3 123.57(11) . . ?
Li1 O1 Li3 109.18(11) . . ?
C1 O1 Li2 116.54(10) . 2_666 ?
Li1 O1 Li2 85.34(11) . 2_666 ?
Li3 O1 Li2 83.28(10) . 2_666 ?
O1 C1 C2 120.04(12) . . ?
O1 C1 C6 123.76(12) . . ?
C2 C1 C6 116.19(12) . . ?
C3 C2 C1 122.15(14) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 121.05(14) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.59(14) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 121.91(14) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 120.08(13) . . ?
C5 C6 C7 118.58(13) . . ?
C1 C6 C7 121.32(12) . . ?
O2 C7 O3 120.21(14) . . ?
O2 C7 C6 126.24(13) . . ?
O3 C7 C6 113.53(13) . . ?
C7 O2 Li1 125.19(12) . . ?
C7 O3 C8 114.69(13) . . ?
C9 C8 O3 111.5(2) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 C8 H8D 109.3 . . ?
O3 C8 H8D 109.3 . . ?
C9 C8 H8E 109.3 . . ?
O3 C8 H8E 109.3 . . ?
H8D C8 H8E 108.0 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 O4 Li2 123.59(11) . . ?
C10 O4 Li1 122.29(11) . . ?
Li2 O4 Li1 111.95(12) . . ?
C10 O4 Li3 112.49(10) . 2_666 ?
Li2 O4 Li3 85.37(11) . 2_666 ?
Li1 O4 Li3 84.75(10) . 2_666 ?
O4 C10 C11 119.82(12) . . ?
O4 C10 C15 123.72(12) . . ?
C11 C10 C15 116.42(12) . . ?
C12 C11 C10 122.09(13) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C11 C12 C13 120.90(13) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 118.69(13) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C13 C14 C15 121.64(13) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C10 120.24(12) . . ?
C14 C15 C16 118.39(12) . . ?
C10 C15 C16 121.36(12) . . ?
O5 C16 O6 120.24(13) . . ?
O5 C16 C15 126.57(13) . . ?
O6 C16 C15 113.19(12) . . ?
C16 O5 Li2 122.84(12) . . ?
C16 O6 C17 115.16(13) . . ?
C18 C17 O6 113.5(3) . . ?
O6 C17 H17A 109.5 . . ?
O6 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O6 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C17 H17D 108.9 . . ?
O6 C17 H17D 108.9 . . ?
C18 C17 H17E 108.9 . . ?
O6 C17 H17E 108.9 . . ?
H17D C17 H17E 107.7 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C19 O7 Li3 124.19(12) . . ?
C19 O7 Li2 120.26(11) . . ?
Li3 O7 Li2 112.99(11) . . ?
C19 O7 Li1 114.76(10) . 2_666 ?
Li3 O7 Li1 84.25(10) . 2_666 ?
Li2 O7 Li1 85.00(11) . 2_666 ?
O7 C19 C20 119.86(13) . . ?
O7 C19 C24 123.90(13) . . ?
C20 C19 C24 116.22(12) . . ?
C21 C20 C19 122.14(14) . . ?
C21 C20 H20 118.9 . . ?
C19 C20 H20 118.9 . . ?
C20 C21 C22 120.97(14) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C23 C22 C21 118.58(14) . . ?
C23 C22 H22 120.7 . . ?
C21 C22 H22 120.7 . . ?
C22 C23 C24 121.93(14) . . ?
C22 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
C23 C24 C19 120.16(13) . . ?
C23 C24 C25 118.66(13) . . ?
C19 C24 C25 121.17(12) . . ?
O8 C25 O9 120.69(14) . . ?
O8 C25 C24 126.06(13) . . ?
O9 C25 C24 113.24(13) . . ?
C25 O8 Li3 124.06(12) . . ?
C25 O9 C26 115.17(13) . . ?
C27 C26 O9 110.68(19) . . ?
O9 C26 H26A 109.5 . . ?
O9 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O9 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C26 H26D 109.5 . . ?
O9 C26 H26D 109.5 . . ?
C27 C26 H26E 109.5 . . ?
O9 C26 H26E 109.5 . . ?
H26D C26 H26E 108.1 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C11 H11 O2 0.95 2.43 3.305(2) 152.2 .

_refine_diff_density_max         0.283
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.037

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2288237'
loop_
_audit_author_name
_audit_author_address
'Rafal Petrus'
;Faculty of Chemistry, Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2023-08-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H60 Li4 O20'
_chemical_formula_sum            'C46 H60 Li4 O20'
_chemical_formula_weight         960.70

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.112(2)
_cell_length_b                   11.581(3)
_cell_length_c                   11.920(3)
_cell_angle_alpha                76.17(2)
_cell_angle_beta                 85.10(2)
_cell_angle_gamma                65.65(3)
_cell_volume                     1234.7(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    18807
_cell_measurement_theta_min      2.1940
_cell_measurement_theta_max      47.8290

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.099
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            22577
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_av_R_equivalents  0.0156
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.760
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5956
_reflns_number_gt                5366
_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       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0422P)²+0.3012P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5956
_refine_ls_number_parameters     323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0842
_refine_ls_wR_factor_gt          0.0825
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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
Li1 Li 0.25319(17) 0.62073(16) 0.43831(13) 0.0203(3) Uani 1 1 d . . . . .
Li2 Li 0.47598(17) 0.57308(15) 0.63256(13) 0.0195(3) Uani 1 1 d . . . . .
O1 O 0.27746(7) 0.63249(6) 0.58940(5) 0.01700(13) Uani 1 1 d . . . . .
C1 C 0.16284(9) 0.68021(8) 0.65042(7) 0.01427(16) Uani 1 1 d . . . . .
C2 C 0.16755(10) 0.63216(9) 0.77243(8) 0.01917(18) Uani 1 1 d . . . . .
H2 H 0.2553 0.5659 0.8079 0.023 Uiso 1 1 calc R U . . .
C3 C 0.04912(11) 0.67853(10) 0.84071(8) 0.02166(19) Uani 1 1 d . . . . .
H3 H 0.0561 0.6422 0.9215 0.026 Uiso 1 1 calc R U . . .
C4 C -0.08144(10) 0.77843(10) 0.79279(8) 0.02119(19) Uani 1 1 d . . . . .
H4 H -0.1625 0.8109 0.8403 0.025 Uiso 1 1 calc R U . . .
C5 C -0.08967(9) 0.82857(9) 0.67519(8) 0.01797(17) Uani 1 1 d . . . . .
H5 H -0.1773 0.8973 0.6421 0.022 Uiso 1 1 calc R U . . .
C6 C 0.02817(9) 0.78083(8) 0.60264(7) 0.01424(16) Uani 1 1 d . . . . .
C7 C 0.00942(9) 0.83443(8) 0.47704(7) 0.01486(16) Uani 1 1 d . . . . .
O2 O 0.08690(7) 0.78408(6) 0.40289(5) 0.02069(14) Uani 1 1 d . . . . .
O3 O -0.10849(7) 0.94624(6) 0.44922(5) 0.01947(14) Uani 1 1 d . . . . .
C8 C -0.14779(10) 0.99878(9) 0.32774(8) 0.01968(18) Uani 1 1 d . . . . .
H8A H -0.1158 0.9278 0.2858 0.024 Uiso 1 1 calc R U . . .
H8B H -0.1013 1.0590 0.2927 0.024 Uiso 1 1 calc R U . . .
C9 C -0.31016(10) 1.06986(9) 0.32120(8) 0.02097(18) Uani 1 1 d . . . . .
H9A H -0.3432 1.1306 0.3738 0.025 Uiso 1 1 calc R U . . .
H9B H -0.3417 1.1206 0.2415 0.025 Uiso 1 1 calc R U . . .
O4 O -0.36998(7) 0.97546(6) 0.35430(6) 0.02231(15) Uani 1 1 d . . . . .
C10 C -0.52392(11) 1.03186(11) 0.34964(10) 0.0293(2) Uani 1 1 d . . . . .
H10A H -0.5571 1.0715 0.2692 0.044 Uiso 1 1 calc R U . . .
H10B H -0.5608 1.0987 0.3951 0.044 Uiso 1 1 calc R U . . .
H10C H -0.5602 0.9644 0.3814 0.044 Uiso 1 1 calc R U . . .
O5 O 0.58935(7) 0.38848(6) 0.67028(5) 0.01639(13) Uani 1 1 d . . . . .
C11 C 0.64493(9) 0.31597(8) 0.77215(7) 0.01514(16) Uani 1 1 d . . . . .
C12 C 0.69870(11) 0.17872(9) 0.79205(8) 0.02173(19) Uani 1 1 d . . . . .
H12 H 0.6882 0.1408 0.7328 0.026 Uiso 1 1 calc R U . . .
C13 C 0.76564(12) 0.09878(9) 0.89454(9) 0.0275(2) Uani 1 1 d . . . . .
H13 H 0.8013 0.0071 0.9044 0.033 Uiso 1 1 calc R U . . .
C14 C 0.78185(12) 0.15074(10) 0.98452(8) 0.0270(2) Uani 1 1 d . . . . .
H14 H 0.8291 0.0952 1.0549 0.032 Uiso 1 1 calc R U . . .
C15 C 0.72825(10) 0.28367(9) 0.96927(8) 0.02046(18) Uani 1 1 d . . . . .
H15 H 0.7375 0.3195 1.0305 0.025 Uiso 1 1 calc R U . . .
C16 C 0.65983(9) 0.36806(8) 0.86497(7) 0.01523(16) Uani 1 1 d . . . . .
C17 C 0.61059(9) 0.50919(8) 0.85121(7) 0.01499(16) Uani 1 1 d . . . . .
O6 O 0.53787(7) 0.59426(6) 0.77134(5) 0.01977(14) Uani 1 1 d . . . . .
O7 O 0.65681(7) 0.54076(6) 0.93812(5) 0.01794(13) Uani 1 1 d . . . . .
C18 C 0.61978(10) 0.67816(8) 0.92285(8) 0.01870(18) Uani 1 1 d . . . . .
H18A H 0.5133 0.7276 0.9141 0.022 Uiso 1 1 calc R U . . .
H18B H 0.6662 0.7097 0.8528 0.022 Uiso 1 1 calc R U . . .
C19 C 0.67384(10) 0.69666(9) 1.02868(8) 0.01889(18) Uani 1 1 d . . . . .
H19A H 0.6246 0.6690 1.0987 0.023 Uiso 1 1 calc R U . . .
H19B H 0.7799 0.6454 1.0392 0.023 Uiso 1 1 calc R U . . .
O8 O 0.63999(8) 0.83141(6) 1.00798(6) 0.02326(15) Uani 1 1 d . . . . .
C20 C 0.65973(13) 0.86827(10) 1.10868(9) 0.0297(2) Uani 1 1 d . . . . .
H20A H 0.6295 0.9627 1.0921 0.045 Uiso 1 1 calc R U . . .
H20B H 0.7624 0.8248 1.1321 0.045 Uiso 1 1 calc R U . . .
H20C H 0.6010 0.8427 1.1712 0.045 Uiso 1 1 calc R U . . .
O9 O 0.55380(7) 0.64298(7) 0.48743(6) 0.02238(15) Uani 1 1 d . . . . .
H9 H 0.5057(16) 0.6452(14) 0.4309(12) 0.036(4) Uiso 1 1 d . . . . .
C21 C 0.68102(10) 0.66014(9) 0.44169(8) 0.02170(19) Uani 1 1 d . . . . .
H21A H 0.6544 0.7510 0.3980 0.026 Uiso 1 1 calc R U . . .
H21B H 0.7284 0.6019 0.3881 0.026 Uiso 1 1 calc R U . . .
C22 C 0.78408(11) 0.62941(10) 0.53885(9) 0.0247(2) Uani 1 1 d . . . . .
H22A H 0.8658 0.6535 0.5089 0.030 Uiso 1 1 calc R U . . .
H22B H 0.7333 0.6801 0.5973 0.030 Uiso 1 1 calc R U . . .
O10 O 0.83788(7) 0.49375(7) 0.59045(6) 0.02338(15) Uani 1 1 d . . . . .
C23 C 0.93138(11) 0.45952(12) 0.68717(9) 0.0292(2) Uani 1 1 d . . . . .
H23A H 1.0136 0.4831 0.6622 0.044 Uiso 1 1 calc R U . . .
H23B H 0.9674 0.3656 0.7194 0.044 Uiso 1 1 calc R U . . .
H23C H 0.8773 0.5063 0.7462 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
Li1 O1 1.8821(17) . ?
Li1 O2 1.9238(19) . ?
Li1 O5 1.9483(18) 2_666 ?
Li1 O10 2.0004(18) 2_666 ?
Li2 O1 1.9068(17) . ?
Li2 O6 1.9199(17) . ?
Li2 O5 1.9220(19) . ?
Li2 O9 1.9724(18) . ?
O1 C1 1.3030(11) . ?
C1 C2 1.4249(12) . ?
C1 C6 1.4294(13) . ?
C2 C3 1.3773(13) . ?
C2 H2 0.9500 . ?
C3 C4 1.4004(15) . ?
C3 H3 0.9500 . ?
C4 C5 1.3784(14) . ?
C4 H4 0.9500 . ?
C5 C6 1.4082(12) . ?
C5 H5 0.9500 . ?
C6 C7 1.4731(12) . ?
C7 O2 1.2191(11) . ?
C7 O3 1.3406(12) . ?
O3 C8 1.4501(11) . ?
C8 C9 1.5020(14) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 O4 1.4196(12) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
O4 C10 1.4184(12) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
O5 C11 1.3174(11) . ?
O5 Li1 1.9484(18) 2_666 ?
C11 C12 1.4169(13) . ?
C11 C16 1.4259(12) . ?
C12 C13 1.3754(15) . ?
C12 H12 0.9500 . ?
C13 C14 1.3998(14) . ?
C13 H13 0.9500 . ?
C14 C15 1.3754(14) . ?
C14 H14 0.9500 . ?
C15 C16 1.4099(13) . ?
C15 H15 0.9500 . ?
C16 C17 1.4700(13) . ?
C17 O6 1.2214(12) . ?
C17 O7 1.3527(10) . ?
O7 C18 1.4448(11) . ?
C18 C19 1.5098(12) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 O8 1.4153(11) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
O8 C20 1.4209(12) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
O9 C21 1.4250(12) . ?
O9 H9 0.854(15) . ?
C21 C22 1.5025(14) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 O10 1.4257(13) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
O10 C23 1.4279(12) . ?
O10 Li1 2.0005(18) 2_666 ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Li1 O2 94.52(8) . . ?
O1 Li1 O5 118.44(9) . 2_666 ?
O2 Li1 O5 112.98(9) . 2_666 ?
O1 Li1 O10 121.03(9) . 2_666 ?
O2 Li1 O10 98.26(8) . 2_666 ?
O5 Li1 O10 108.50(8) 2_666 2_666 ?
O1 Li2 O6 123.74(9) . . ?
O1 Li2 O5 117.63(9) . . ?
O6 Li2 O5 92.05(7) . . ?
O1 Li2 O9 100.75(8) . . ?
O6 Li2 O9 115.74(9) . . ?
O5 Li2 O9 106.64(8) . . ?
C1 O1 Li1 119.03(7) . . ?
C1 O1 Li2 127.85(7) . . ?
Li1 O1 Li2 113.11(8) . . ?
O1 C1 C2 119.92(8) . . ?
O1 C1 C6 123.95(8) . . ?
C2 C1 C6 116.13(8) . . ?
C3 C2 C1 122.21(9) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 120.97(9) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.52(9) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 121.87(9) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 120.27(8) . . ?
C5 C6 C7 118.98(8) . . ?
C1 C6 C7 120.75(8) . . ?
O2 C7 O3 121.36(8) . . ?
O2 C7 C6 125.80(8) . . ?
O3 C7 C6 112.80(8) . . ?
C7 O2 Li1 122.91(8) . . ?
C7 O3 C8 117.34(7) . . ?
O3 C8 C9 106.78(8) . . ?
O3 C8 H8A 110.4 . . ?
C9 C8 H8A 110.4 . . ?
O3 C8 H8B 110.4 . . ?
C9 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
O4 C9 C8 107.58(8) . . ?
O4 C9 H9A 110.2 . . ?
C8 C9 H9A 110.2 . . ?
O4 C9 H9B 110.2 . . ?
C8 C9 H9B 110.2 . . ?
H9A C9 H9B 108.5 . . ?
C10 O4 C9 112.51(8) . . ?
O4 C10 H10A 109.5 . . ?
O4 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O4 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 O5 Li2 126.98(7) . . ?
C11 O5 Li1 108.90(7) . 2_666 ?
Li2 O5 Li1 99.25(8) . 2_666 ?
O5 C11 C12 119.90(8) . . ?
O5 C11 C16 123.29(8) . . ?
C12 C11 C16 116.77(8) . . ?
C13 C12 C11 121.97(9) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 C14 120.85(9) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 118.83(9) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C14 C15 C16 121.61(9) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C11 119.95(8) . . ?
C15 C16 C17 119.40(8) . . ?
C11 C16 C17 120.59(8) . . ?
O6 C17 O7 120.28(8) . . ?
O6 C17 C16 126.78(8) . . ?
O7 C17 C16 112.93(8) . . ?
C17 O6 Li2 127.72(8) . . ?
C17 O7 C18 114.36(7) . . ?
O7 C18 C19 107.45(7) . . ?
O7 C18 H18A 110.2 . . ?
C19 C18 H18A 110.2 . . ?
O7 C18 H18B 110.2 . . ?
C19 C18 H18B 110.2 . . ?
H18A C18 H18B 108.5 . . ?
O8 C19 C18 105.39(7) . . ?
O8 C19 H19A 110.7 . . ?
C18 C19 H19A 110.7 . . ?
O8 C19 H19B 110.7 . . ?
C18 C19 H19B 110.7 . . ?
H19A C19 H19B 108.8 . . ?
C19 O8 C20 112.00(8) . . ?
O8 C20 H20A 109.5 . . ?
O8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 O9 Li2 141.37(8) . . ?
C21 O9 H9 107.5(9) . . ?
Li2 O9 H9 108.5(10) . . ?
O9 C21 C22 109.51(8) . . ?
O9 C21 H21A 109.8 . . ?
C22 C21 H21A 109.8 . . ?
O9 C21 H21B 109.8 . . ?
C22 C21 H21B 109.8 . . ?
H21A C21 H21B 108.2 . . ?
O10 C22 C21 109.21(8) . . ?
O10 C22 H22A 109.8 . . ?
C21 C22 H22A 109.8 . . ?
O10 C22 H22B 109.8 . . ?
C21 C22 H22B 109.8 . . ?
H22A C22 H22B 108.3 . . ?
C22 O10 C23 111.83(8) . . ?
C22 O10 Li1 122.67(7) . 2_666 ?
C23 O10 Li1 123.05(8) . 2_666 ?
O10 C23 H23A 109.5 . . ?
O10 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O10 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
O2 Li1 O1 C1 38.65(10) . . . . ?
O5 Li1 O1 C1 157.86(8) 2_666 . . . ?
O10 Li1 O1 C1 -63.81(12) 2_666 . . . ?
O2 Li1 O1 Li2 -140.16(8) . . . . ?
O5 Li1 O1 Li2 -20.94(12) 2_666 . . . ?
O10 Li1 O1 Li2 117.39(10) 2_666 . . . ?
Li1 O1 C1 C2 146.67(9) . . . . ?
Li2 O1 C1 C2 -34.72(13) . . . . ?
Li1 O1 C1 C6 -33.51(12) . . . . ?
Li2 O1 C1 C6 145.09(9) . . . . ?
O1 C1 C2 C3 -179.46(8) . . . . ?
C6 C1 C2 C3 0.71(13) . . . . ?
C1 C2 C3 C4 -1.65(14) . . . . ?
C2 C3 C4 C5 0.79(14) . . . . ?
C3 C4 C5 C6 0.98(13) . . . . ?
C4 C5 C6 C1 -1.91(13) . . . . ?
C4 C5 C6 C7 176.96(8) . . . . ?
O1 C1 C6 C5 -178.79(8) . . . . ?
C2 C1 C6 C5 1.03(12) . . . . ?
O1 C1 C6 C7 2.37(13) . . . . ?
C2 C1 C6 C7 -177.81(7) . . . . ?
C5 C6 C7 O2 -161.97(9) . . . . ?
C1 C6 C7 O2 16.89(13) . . . . ?
C5 C6 C7 O3 15.67(11) . . . . ?
C1 C6 C7 O3 -165.47(7) . . . . ?
O3 C7 O2 Li1 -177.74(8) . . . . ?
C6 C7 O2 Li1 -0.28(13) . . . . ?
O2 C7 O3 C8 5.50(12) . . . . ?
C6 C7 O3 C8 -172.26(7) . . . . ?
C7 O3 C8 C9 148.88(8) . . . . ?
O3 C8 C9 O4 -69.72(9) . . . . ?
C8 C9 O4 C10 -179.12(8) . . . . ?
Li2 O5 C11 C12 166.38(9) . . . . ?
Li1 O5 C11 C12 -75.56(10) 2_666 . . . ?
Li2 O5 C11 C16 -16.13(13) . . . . ?
Li1 O5 C11 C16 101.93(10) 2_666 . . . ?
Li2 O5 C11 Li1 -118.07(11) . . . 2_666 ?
O5 C11 C12 C13 175.96(9) . . . . ?
C16 C11 C12 C13 -1.69(14) . . . . ?
C11 C12 C13 C14 0.73(16) . . . . ?
C12 C13 C14 C15 0.65(17) . . . . ?
C13 C14 C15 C16 -1.01(16) . . . . ?
C14 C15 C16 C11 0.00(14) . . . . ?
C14 C15 C16 C17 -177.14(9) . . . . ?
O5 C11 C16 C15 -176.25(8) . . . . ?
C12 C11 C16 C15 1.31(12) . . . . ?
O5 C11 C16 C17 0.86(13) . . . . ?
C12 C11 C16 C17 178.42(8) . . . . ?
C15 C16 C17 O6 -172.37(9) . . . . ?
C11 C16 C17 O6 10.50(14) . . . . ?
C15 C16 C17 O7 8.87(11) . . . . ?
C11 C16 C17 O7 -168.25(7) . . . . ?
O7 C17 O6 Li2 173.62(8) . . . . ?
C16 C17 O6 Li2 -5.05(14) . . . . ?
O6 C17 O7 C18 -3.36(12) . . . . ?
C16 C17 O7 C18 175.49(7) . . . . ?
C17 O7 C18 C19 177.86(7) . . . . ?
O7 C18 C19 O8 177.94(7) . . . . ?
C18 C19 O8 C20 169.07(8) . . . . ?
Li2 O9 C21 C22 -9.99(15) . . . . ?
O9 C21 C22 O10 67.79(10) . . . . ?
C21 C22 O10 C23 -177.22(8) . . . . ?
C21 C22 O10 Li1 -14.51(12) . . . 2_666 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O9 H9 O5 0.854(15) 1.806(15) 2.6438(11) 166.5(14) 2_666
C21 H21A O4 0.99 2.44 3.3773(15) 158.7 1_655

_refine_diff_density_max         0.355
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.037

_chemical_properties_physical    Moisture-sensitive,Hygroscopic,Heat-sensitive
