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

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

data_lipmea_dcm_pentane
_database_code_depnum_ccdc_archive 'CCDC 2473175'
loop_
_audit_author_name
_audit_author_address
'Kazuhide Ueno'
;Yokohama National University
Japan
;
_audit_update_record             
;
2025-07-16 deposited with the CCDC.	2025-10-31 downloaded from the CCDC.
;
_audit_creation_date             2025-05-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H26 F6 Li2 N2 O8 S2'
_chemical_formula_sum            'C14 H26 F6 Li2 N2 O8 S2'
_chemical_formula_weight         542.37
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.29450(10)
_cell_length_b                   8.96000(10)
_cell_length_c                   18.6185(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.3830(10)
_cell_angle_gamma                90
_cell_volume                     1211.51(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8594
_cell_measurement_temperature    223
_cell_measurement_theta_max      71.1460
_cell_measurement_theta_min      5.4830
_shelx_estimated_absorpt_T_max   0.767
_shelx_estimated_absorpt_T_min   0.604
_exptl_absorpt_coefficient_mu    2.805
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1124
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11780
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.593
_diffrn_reflns_theta_max         66.593
_diffrn_reflns_theta_min         6.334
_diffrn_ambient_temperature      223
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -34.00  82.00   0.50    0.50    --   45.70 -61.00-153.00  232
  2  ω     70.00 122.00   0.50    0.61    --   98.30 -61.00-153.00  104
  3  ω    120.00 152.00   0.50    0.61    --   98.30  61.00 -14.00   64
  4  ω     24.00  61.00   0.50    0.61    --   98.30 -61.00-153.00   74
  5  ω     36.00 135.00   0.50    0.50    --   45.70  57.00  60.00  198
  6  ω     71.00 135.00   0.50    0.50    --   45.70  77.00 -60.00  128
  7  ω     31.00 134.00   0.50    0.50    --   45.70  77.00 -90.00  206
  8  ω     50.00  99.00   0.50    0.50    --   45.70  61.00 -14.00   98
  9  ω     59.00 188.00   0.50    0.61    --   98.30  45.00 120.00  258
 10  ω      9.00  93.00   0.50    0.61    --   98.30 -82.00 -90.00  168
 11  ω     61.00  94.00   0.50    0.61    --   98.30  61.00 -90.00   66
 12  ω      9.00  63.00   0.50    0.61    --   98.30 -45.00 -60.00  108
 13  ω     58.00 157.00   0.50    0.61    --   98.30  61.00-150.00  198
 14  ω      9.00  37.00   0.50    0.61    --   98.30 -30.00  60.00   56
 15  ω     71.00 157.00   0.50    0.61    --   98.30 -30.00  60.00  172
 16  ω     76.00 184.00   0.50    0.61    --   98.30  45.00 -60.00  216
 17  ω     55.00  84.00   0.50    0.61    --   98.30  45.00  60.00   58
 18  ω     88.00 115.00   0.50    0.61    --   98.30  45.00  60.00   54
 19  ω     82.00 137.00   0.50    0.61    --   98.30 -77.00  90.00  110
 20  ω     11.00  72.00   0.50    0.61    --   98.30 -77.00  90.00  122
 21  ω    126.00 186.00   0.50    0.61    --   98.30  45.00  60.00  120
 22  ω    100.00 125.00   0.50    0.61    --   98.30 -82.00 -90.00   50
 23  ω    119.00 188.00   0.50    0.61    --   98.30  61.00 -90.00  138
 24  ω     67.00  92.00   0.50    0.61    --   98.30 -45.00 -60.00   50
 25  ω    107.00 132.00   0.50    0.61    --   98.30  61.00  90.00   50
 26  ω     48.00 161.00   0.50    0.61    --   98.30  45.00  90.00  226
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1561885000
_diffrn_orient_matrix_UB_12      0.0128399000
_diffrn_orient_matrix_UB_13      0.0498165000
_diffrn_orient_matrix_UB_21      -0.1079409000
_diffrn_orient_matrix_UB_22      -0.1229841000
_diffrn_orient_matrix_UB_23      -0.0435750000
_diffrn_orient_matrix_UB_31      0.0944829000
_diffrn_orient_matrix_UB_32      -0.1195814000
_diffrn_orient_matrix_UB_33      0.0502580000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1980
_reflns_number_total             2152
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.986
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       0.0076(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0651
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1237P)²+0.1371P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1675
_refine_ls_wR_factor_ref         0.1702
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.49921(7) 0.38247(6) 0.37653(2) 0.0316(3) Uani 1 1 d . . . . .
F1 F 0.8168(2) 0.5047(3) 0.35679(11) 0.0735(6) Uani 1 1 d . . . . .
F2 F 0.6423(2) 0.4647(2) 0.25916(9) 0.0689(6) Uani 1 1 d . . . . .
F4 F 0.7877(3) 0.2845(2) 0.31493(12) 0.0790(7) Uani 1 1 d . . . . .
O1 O 0.5917(2) 0.3340(2) 0.44526(9) 0.0429(5) Uani 1 1 d . . . . .
O2 O 0.3945(3) 0.2717(2) 0.33418(10) 0.0478(5) Uani 1 1 d . . . . .
O3 O 0.4511(3) 0.8567(2) 0.40700(9) 0.0469(5) Uani 1 1 d . . . . .
O4 O 0.7643(2) 0.7545(2) 0.47454(10) 0.0493(5) Uani 1 1 d . . . . .
N1 N 0.4095(2) 0.5337(2) 0.38518(9) 0.0337(5) Uani 1 1 d . . . . .
C1 C 0.6969(4) 0.4097(3) 0.32453(14) 0.0463(6) Uani 1 1 d . . . . .
C2 C 0.2686(3) 0.5838(3) 0.32748(13) 0.0461(6) Uani 1 1 d . . . . .
H2A H 0.171768 0.508103 0.319944 0.055 Uiso 1 1 calc R U . . .
H2B H 0.325529 0.595873 0.282207 0.055 Uiso 1 1 calc R U . . .
C3 C 0.1853(4) 0.7298(3) 0.34787(15) 0.0524(7) Uani 1 1 d . . . . .
H3A H 0.075631 0.749361 0.314639 0.063 Uiso 1 1 calc R U . . .
H3B H 0.145429 0.720532 0.396493 0.063 Uiso 1 1 calc R U . . .
C4 C 0.3136(6) 0.8610(4) 0.34644(16) 0.0665(9) Uani 1 1 d . . . . .
H4A H 0.373784 0.859455 0.301539 0.080 Uiso 1 1 calc R U . . .
H4B H 0.243014 0.953814 0.347676 0.080 Uiso 1 1 calc R U . . .
C5 C 0.6176(5) 0.9267(4) 0.3926(2) 0.0727(10) Uani 1 1 d . . . . .
H5A H 0.596183 1.032619 0.381782 0.087 Uiso 1 1 calc R U . . .
H5B H 0.666769 0.879702 0.350872 0.087 Uiso 1 1 calc R U . . .
C6 C 0.7509(5) 0.9098(3) 0.4581(2) 0.0697(10) Uani 1 1 d . . . . .
H6A H 0.871727 0.949166 0.448699 0.084 Uiso 1 1 calc R U . . .
H6B H 0.707440 0.964812 0.498660 0.084 Uiso 1 1 calc R U . . .
C7 C 0.9025(4) 0.7212(5) 0.53051(19) 0.0682(9) Uani 1 1 d . . . . .
H7A H 1.021217 0.752998 0.516520 0.102 Uiso 1 1 calc R U . . .
H7B H 0.904863 0.614481 0.539349 0.102 Uiso 1 1 calc R U . . .
H7C H 0.876490 0.773199 0.574103 0.102 Uiso 1 1 calc R U . . .
Li1 Li 0.4914(5) 0.3267(4) 0.53766(18) 0.0344(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4558(16) . ?
S1 O2 1.4410(17) . ?
S1 N1 1.5202(19) . ?
S1 C1 1.827(3) . ?
F1 C1 1.324(3) . ?
F2 C1 1.338(3) . ?
F4 C1 1.324(3) . ?
O1 Li1 1.933(4) . ?
O3 C4 1.437(4) . ?
O3 C5 1.415(4) . ?
O3 Li1 1.964(4) 3_666 ?
O4 C6 1.426(4) . ?
O4 C7 1.413(4) . ?
O4 Li1 1.995(4) 3_666 ?
N1 C2 1.485(3) . ?
N1 Li1 1.989(4) 3_666 ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 C3 1.505(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 C4 1.505(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 C6 1.494(5) . ?
C5 Li1 2.769(5) 3_666 ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 Li1 2.765(5) 3_666 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
Li1 Li1 3.415(7) 3_666 ?

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 S1 N1 109.95(10) . . ?
O1 S1 C1 100.48(11) . . ?
O2 S1 O1 116.99(11) . . ?
O2 S1 N1 117.44(10) . . ?
O2 S1 C1 101.89(11) . . ?
N1 S1 C1 107.81(12) . . ?
S1 O1 Li1 127.56(15) . . ?
C4 O3 Li1 122.2(2) . 3_666 ?
C5 O3 C4 112.8(2) . . ?
C5 O3 Li1 109.0(2) . 3_666 ?
C6 O4 Li1 106.7(2) . 3_666 ?
C7 O4 C6 113.2(2) . . ?
C7 O4 Li1 127.0(2) . 3_666 ?
S1 N1 Li1 120.43(14) . 3_666 ?
C2 N1 S1 117.93(16) . . ?
C2 N1 Li1 120.83(19) . 3_666 ?
F1 C1 S1 111.49(18) . . ?
F1 C1 F2 107.7(2) . . ?
F1 C1 F4 106.8(2) . . ?
F2 C1 S1 110.44(18) . . ?
F4 C1 S1 112.8(2) . . ?
F4 C1 F2 107.4(2) . . ?
N1 C2 H2A 109.6 . . ?
N1 C2 H2B 109.6 . . ?
N1 C2 C3 110.4(2) . . ?
H2A C2 H2B 108.1 . . ?
C3 C2 H2A 109.6 . . ?
C3 C2 H2B 109.6 . . ?
C2 C3 H3A 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
C4 C3 C2 114.0(3) . . ?
C4 C3 H3A 108.7 . . ?
C4 C3 H3B 108.7 . . ?
O3 C4 C3 110.8(2) . . ?
O3 C4 H4A 109.5 . . ?
O3 C4 H4B 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
O3 C5 H5A 110.2 . . ?
O3 C5 H5B 110.2 . . ?
O3 C5 C6 107.7(3) . . ?
O3 C5 Li1 42.12(14) . 3_666 ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.2 . . ?
C6 C5 H5B 110.2 . . ?
C6 C5 Li1 74.19(18) . 3_666 ?
Li1 C5 H5A 147.5 3_666 . ?
Li1 C5 H5B 99.3 3_666 . ?
O4 C6 C5 107.5(2) . . ?
O4 C6 H6A 110.2 . . ?
O4 C6 H6B 110.2 . . ?
O4 C6 Li1 43.71(14) . 3_666 ?
C5 C6 H6A 110.2 . . ?
C5 C6 H6B 110.2 . . ?
C5 C6 Li1 74.48(17) . 3_666 ?
H6A C6 H6B 108.5 . . ?
Li1 C6 H6A 150.4 3_666 . ?
Li1 C6 H6B 96.3 3_666 . ?
O4 C7 H7A 109.5 . . ?
O4 C7 H7B 109.5 . . ?
O4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 Li1 O3 114.6(2) . 3_666 ?
O1 Li1 O4 109.82(18) . 3_666 ?
O1 Li1 N1 118.63(19) . 3_666 ?
O1 Li1 C5 126.5(2) . 3_666 ?
O1 Li1 C6 110.39(17) . 3_666 ?
O1 Li1 Li1 64.65(13) . 3_666 ?
O3 Li1 O4 84.61(16) 3_666 3_666 ?
O3 Li1 N1 95.85(16) 3_666 3_666 ?
O3 Li1 C5 28.90(12) 3_666 3_666 ?
O3 Li1 C6 56.60(14) 3_666 3_666 ?
O3 Li1 Li1 164.2(2) 3_666 3_666 ?
O4 Li1 C5 56.49(13) 3_666 3_666 ?
O4 Li1 C6 29.60(11) 3_666 3_666 ?
O4 Li1 Li1 110.79(19) 3_666 3_666 ?
N1 Li1 O4 125.7(2) 3_666 3_666 ?
N1 Li1 C5 106.11(17) 3_666 3_666 ?
N1 Li1 C6 130.61(19) 3_666 3_666 ?
N1 Li1 Li1 72.53(14) 3_666 3_666 ?
C5 Li1 Li1 164.1(2) 3_666 3_666 ?
C6 Li1 C5 31.33(12) 3_666 3_666 ?
C6 Li1 Li1 139.2(2) 3_666 3_666 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C2 C3 175.72(18) . . . . ?
O1 S1 N1 C2 -164.06(17) . . . . ?
O1 S1 N1 Li1 26.18(19) . . . 3_666 ?
O1 S1 C1 F1 -56.4(2) . . . . ?
O1 S1 C1 F2 -176.08(19) . . . . ?
O1 S1 C1 F4 63.7(2) . . . . ?
O2 S1 O1 Li1 -86.9(2) . . . . ?
O2 S1 N1 C2 -27.0(2) . . . . ?
O2 S1 N1 Li1 163.28(16) . . . 3_666 ?
O2 S1 C1 F1 -177.1(2) . . . . ?
O2 S1 C1 F2 63.2(2) . . . . ?
O2 S1 C1 F4 -57.0(2) . . . . ?
O3 C5 C6 O4 54.9(4) . . . . ?
O3 C5 C6 Li1 25.8(2) . . . 3_666 ?
N1 S1 O1 Li1 50.4(2) . . . . ?
N1 S1 C1 F1 58.7(2) . . . . ?
N1 S1 C1 F2 -61.0(2) . . . . ?
N1 S1 C1 F4 178.80(18) . . . . ?
N1 C2 C3 C4 70.7(3) . . . . ?
C1 S1 O1 Li1 163.90(19) . . . . ?
C1 S1 N1 C2 87.3(2) . . . . ?
C1 S1 N1 Li1 -82.48(19) . . . 3_666 ?
C2 C3 C4 O3 -73.8(3) . . . . ?
C4 O3 C5 C6 -177.8(3) . . . . ?
C4 O3 C5 Li1 -139.1(3) . . . 3_666 ?
C5 O3 C4 C3 151.7(3) . . . . ?
C7 O4 C6 C5 173.0(3) . . . . ?
C7 O4 C6 Li1 -144.4(3) . . . 3_666 ?
Li1 O3 C4 C3 18.7(4) 3_666 . . . ?
Li1 O3 C5 C6 -38.7(3) 3_666 . . . ?
Li1 O4 C6 C5 -42.6(3) 3_666 . . . ?
Li1 N1 C2 C3 -14.6(3) 3_666 . . . ?
Li1 C5 C6 O4 29.1(2) 3_666 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
;
_oxdiff_exptl_absorpt_empirical_full_max 6.127
_oxdiff_exptl_absorpt_empirical_full_min 0.701
####################################################################### 
# 
# 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_240529_litfn2o2o1
_database_code_depnum_ccdc_archive 'CCDC 2473176'
loop_
_audit_author_name
_audit_author_address
'Kazuhide Ueno'
;Yokohama National University
Japan
;
_audit_update_record             
;
2025-07-16 deposited with the CCDC.	2025-10-31 downloaded from the CCDC.
;
_audit_creation_date             2025-05-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        LiTfN2O2O1
_chemical_formula_moiety         'C6 H11 F3 Li N O4 S'
_chemical_formula_sum            'C6 H11 F3 Li N O4 S'
_chemical_formula_weight         257.16
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.18030(10)
_cell_length_b                   20.92980(10)
_cell_length_c                   18.25210(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.4210(10)
_cell_angle_gamma                90
_cell_volume                     3477.62(5)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    23441
_cell_measurement_temperature    223
_cell_measurement_theta_max      71.3310
_cell_measurement_theta_min      4.8630
_shelx_estimated_absorpt_T_max   0.760
_shelx_estimated_absorpt_T_min   0.595
_exptl_absorpt_coefficient_mu    2.900
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.66a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            40088
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        66.594
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         6.436
_diffrn_ambient_temperature      223
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    103.00 135.00   0.50    1.79    --   45.70  77.00-150.00   64
  2  ω     10.00  67.00   0.50    1.79    --   45.70 -57.00 -30.00  114
  3  ω     78.00 104.00   0.50    1.79    --   45.70 -38.00-150.00   52
  4  ω      1.00 135.00   0.50    1.79    --   45.70  82.00 -60.00  268
  5  ω    -43.00  73.00   0.50    1.79    --   45.70 -38.00-150.00  232
  6  ω    -44.00  -6.00   0.50    1.79    --   45.70 -57.00 -30.00   76
  7  ω     38.00  78.00   0.50    1.79    --   45.70  77.00-150.00   80
  8  ω     -2.00  54.00   0.50    1.79    --   45.70  82.00-180.00  112
  9  ω     10.00  48.00   0.50    7.17    --   98.30  15.00  60.00   76
 10  ω     11.00 127.00   0.50    7.17    --   98.30 -82.00 150.00  232
 11  ω     51.00 162.00   0.50    7.17    --   98.30  82.00-120.00  222
 12  ω     79.00 105.00   0.50    7.17    --   98.30 -82.00  90.00   52
 13  ω     91.00 117.00   0.50    7.17    --   98.30 -82.00 -90.00   52
 14  ω     76.00 188.00   0.50    7.17    --   98.30  82.00 -30.00  224
 15  ω     13.00 114.00   0.50    7.17    --   98.30 -82.00 -64.93  202
 16  ω     76.00 102.00   0.50    7.17    --   98.30 -82.00  60.00   52
 17  ω     21.00  64.00   0.50    7.17    --   98.30 -82.00  30.00   86
 18  ω     10.00  45.00   0.50    7.17    --   98.30 -82.00  60.00   70
 19  ω     74.00 179.00   0.50    7.17    --   98.30 -30.00-150.00  210
 20  ω      9.00  67.00   0.50    7.17    --   98.30 -30.00-150.00  116
 21  ω     76.00 139.00   0.50    7.17    --   98.30 -82.00  30.00  126
 22  ω     65.00 121.00   0.50    7.17    --   98.30 -82.00-150.00  112
 23  ω     14.00 129.00   0.50    7.17    --   98.30 -82.00 -30.00  230
 24  ω     13.00  38.00   0.50    7.17    --   98.30 -61.00 -60.00   50
 25  ω     95.00 188.00   0.50    7.17    --   98.30  15.00  60.00  186
 26  ω     13.00 126.00   0.50    7.17    --   98.30 -61.00  30.00  226
 27  ω     94.00 146.00   0.50    7.17    --   98.30 -82.00-130.23  104
 28  ω     51.00  93.00   0.50    7.17    --   98.30  82.00-180.00   84
 29  ω    104.00 130.00   0.50    7.17    --   98.30  82.00-180.00   52
 30  ω     34.00  59.00   0.50    7.17    --   98.30 -82.00-130.23   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1384494000
_diffrn_orient_matrix_UB_12      0.0409315000
_diffrn_orient_matrix_UB_13      0.0209987000
_diffrn_orient_matrix_UB_21      0.0946915000
_diffrn_orient_matrix_UB_22      -0.0609431000
_diffrn_orient_matrix_UB_23      0.0079913000
_diffrn_orient_matrix_UB_31      0.0220644000
_diffrn_orient_matrix_UB_32      0.0045835000
_diffrn_orient_matrix_UB_33      -0.0821769000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5676
_reflns_number_total             6097
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.632
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.00026(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     447
_refine_ls_number_reflns         6097
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0481P)²+2.1181P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1072
_refine_ls_wR_factor_ref         0.1090
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O8) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.005
3. Others
 Sof(O12B)=Sof(H17C)=Sof(H17D)=Sof(H18D)=Sof(H18E)=Sof(H18F)=1-FVAR(1)
 Sof(O12A)=Sof(H17A)=Sof(H17B)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C8(H8A,H8B), C9(H9A,H9B),
 C10(H10A,H10B), C11(H11A,H11B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B),
  C17(H17A,H17B), C17(H17C,H17D)
4.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C12(H12A,H12B,H12C), C18(H18A,H18B,H18C), C18(H18D,H18E,H18F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.57495(5) 0.16211(2) 0.73329(3) 0.03565(14) Uani 1 1 d . . . . .
S2 S 0.62704(5) 0.31240(2) 0.49396(2) 0.03554(14) Uani 1 1 d . . . . .
S3 S 0.84789(5) 0.20323(2) 0.29415(3) 0.03960(14) Uani 1 1 d . . . . .
F1 F 0.41287(19) 0.06851(7) 0.77526(9) 0.0745(5) Uani 1 1 d . . . . .
F2 F 0.5404(2) 0.04193(7) 0.69090(11) 0.0833(5) Uani 1 1 d . . . . .
F3 F 0.3506(2) 0.10040(8) 0.66434(10) 0.0841(5) Uani 1 1 d . . . . .
F4 F 0.37051(16) 0.35483(8) 0.52447(9) 0.0679(4) Uani 1 1 d . . . . .
F5 F 0.55304(19) 0.41525(8) 0.56239(9) 0.0749(5) Uani 1 1 d . . . . .
F6 F 0.46855(18) 0.41255(8) 0.44708(9) 0.0728(4) Uani 1 1 d . . . . .
F7 F 0.9662(2) 0.10336(9) 0.36664(11) 0.0927(6) Uani 1 1 d . . . . .
F8 F 0.8362(2) 0.08005(8) 0.26399(12) 0.0887(6) Uani 1 1 d . . . . .
F9 F 1.04915(18) 0.12098(9) 0.26433(11) 0.0813(5) Uani 1 1 d . . . . .
O1 O 0.63450(17) 0.16799(7) 0.66383(8) 0.0453(3) Uani 1 1 d . . . . .
O2 O 0.67754(17) 0.14276(7) 0.79592(8) 0.0469(4) Uani 1 1 d . . . . .
O3 O 0.38664(15) 0.33348(6) 0.77845(7) 0.0383(3) Uani 1 1 d . . . . .
O4 O 0.4763(2) 0.35957(8) 0.91845(9) 0.0578(4) Uani 1 1 d . . . . .
O5 O 0.54925(18) 0.28144(7) 0.43032(8) 0.0477(4) Uani 1 1 d . . . . .
O6 O 0.63008(16) 0.27902(7) 0.56372(7) 0.0434(3) Uani 1 1 d . . . . .
O7 O 0.9524(2) 0.25165(11) 0.56634(12) 0.0747(6) Uani 1 1 d . . . . .
O8 O 0.9166(4) 0.13769(13) 0.61658(19) 0.1203(11) Uani 1 1 d . U . . .
O9 O 0.71822(16) 0.19147(8) 0.32906(9) 0.0508(4) Uani 1 1 d . . . . .
O10 O 0.8249(2) 0.21303(9) 0.21525(9) 0.0598(4) Uani 1 1 d . . . . .
O11 O 1.0405(2) 0.37213(9) 0.35323(14) 0.0819(7) Uani 1 1 d . . . . .
O12A O 0.8611(10) 0.4551(4) 0.3715(18) 0.070(6) Uani 0.30(3) 1 d . . P A 1
O12B O 0.8809(9) 0.4670(5) 0.4123(7) 0.082(3) Uani 0.70(3) 1 d . . P A 2
N1 N 0.47356(19) 0.21477(8) 0.75307(9) 0.0371(4) Uani 1 1 d . . . . .
N2 N 0.7708(2) 0.34192(9) 0.47753(9) 0.0424(4) Uani 1 1 d . . . . .
N3 N 0.95140(19) 0.24839(9) 0.33974(10) 0.0437(4) Uani 1 1 d . . . . .
C1 C 0.4648(3) 0.08949(11) 0.71528(13) 0.0516(5) Uani 1 1 d . . . . .
C2 C 0.3876(2) 0.25021(10) 0.69197(11) 0.0390(4) Uani 1 1 d . . . . .
H2A H 0.282968 0.240220 0.690347 0.047 Uiso 1 1 calc R U . . .
H2B H 0.418974 0.237698 0.644690 0.047 Uiso 1 1 calc R U . . .
C3 C 0.4121(2) 0.32035(10) 0.70451(11) 0.0408(5) Uani 1 1 d . . . . .
H3A H 0.512948 0.331858 0.697636 0.049 Uiso 1 1 calc R U . . .
H3B H 0.344278 0.345044 0.669518 0.049 Uiso 1 1 calc R U . . .
C4 C 0.4101(3) 0.39861(10) 0.79882(12) 0.0486(5) Uani 1 1 d . . . . .
H4A H 0.341842 0.426184 0.767470 0.058 Uiso 1 1 calc R U . . .
H4B H 0.510758 0.411417 0.793273 0.058 Uiso 1 1 calc R U . . .
C5 C 0.3842(3) 0.40411(11) 0.87780(13) 0.0513(5) Uani 1 1 d . . . . .
H5A H 0.407046 0.447444 0.896111 0.062 Uiso 1 1 calc R U . . .
H5B H 0.281109 0.394955 0.882563 0.062 Uiso 1 1 calc R U . . .
C6 C 0.4639(5) 0.36200(17) 0.99477(16) 0.0960(13) Uani 1 1 d . . . . .
H6A H 0.498595 0.403087 1.014495 0.144 Uiso 1 1 calc R U . . .
H6B H 0.522644 0.328216 1.020129 0.144 Uiso 1 1 calc R U . . .
H6C H 0.361866 0.356381 1.002059 0.144 Uiso 1 1 calc R U . . .
C7 C 0.4983(3) 0.37706(12) 0.50747(13) 0.0509(5) Uani 1 1 d . . . . .
C8 C 0.8765(3) 0.35982(12) 0.54175(13) 0.0528(6) Uani 1 1 d . . . . .
H8A H 0.827339 0.359591 0.586322 0.063 Uiso 1 1 calc R U . . .
H8B H 0.912524 0.403204 0.534886 0.063 Uiso 1 1 calc R U . . .
C9 C 1.0033(3) 0.31446(17) 0.55152(18) 0.0747(9) Uani 1 1 d . . . . .
H9A H 1.051418 0.313769 0.506604 0.090 Uiso 1 1 calc R U . . .
H9B H 1.075422 0.328632 0.592622 0.090 Uiso 1 1 calc R U . . .
C10 C 1.0353(4) 0.2031(2) 0.5406(2) 0.0894(10) Uani 1 1 d . . . . .
H10A H 1.136687 0.206014 0.564983 0.107 Uiso 1 1 calc R U . . .
H10B H 1.036795 0.208395 0.487378 0.107 Uiso 1 1 calc R U . . .
C11 C 0.9764(6) 0.1413(2) 0.5547(2) 0.1109(15) Uani 1 1 d . . . . .
H11A H 0.901900 0.129972 0.513287 0.133 Uiso 1 1 calc R U . . .
H11B H 1.055402 0.109600 0.556476 0.133 Uiso 1 1 calc R U . . .
C12 C 0.8877(7) 0.0762(2) 0.6420(3) 0.148(2) Uani 1 1 d . . . . .
H12A H 0.814301 0.055593 0.606874 0.222 Uiso 1 1 calc R U . . .
H12B H 0.851513 0.079428 0.689542 0.222 Uiso 1 1 calc R U . . .
H12C H 0.977378 0.051176 0.647308 0.222 Uiso 1 1 calc R U . . .
C13 C 0.9282(3) 0.12261(13) 0.29776(15) 0.0586(6) Uani 1 1 d . . . . .
C14 C 1.0805(3) 0.27065(13) 0.30567(15) 0.0569(6) Uani 1 1 d . . . . .
H14A H 1.150979 0.235602 0.304549 0.068 Uiso 1 1 calc R U . . .
H14B H 1.049351 0.284442 0.254743 0.068 Uiso 1 1 calc R U . . .
C15 C 1.1502(3) 0.32414(15) 0.34894(19) 0.0712(8) Uani 1 1 d . . . . .
H15A H 1.189606 0.309652 0.398620 0.085 Uiso 1 1 calc R U . . .
H15B H 1.231220 0.341461 0.324961 0.085 Uiso 1 1 calc R U . . .
C16 C 1.0921(3) 0.43464(15) 0.3598(2) 0.0830(10) Uani 1 1 d . . . . .
H16A H 1.145010 0.444692 0.317922 0.100 Uiso 1 1 calc R U . . .
H16B H 1.161054 0.438819 0.405217 0.100 Uiso 1 1 calc R U . . .
C17 C 0.9722(5) 0.47959(14) 0.3616(2) 0.0959(13) Uani 1 1 d . . . . .
H17A H 0.999618 0.510777 0.400992 0.115 Uiso 0.30(3) 1 calc R U P A 1
H17B H 0.957116 0.502868 0.314620 0.115 Uiso 0.30(3) 1 calc R U P A 1
H17C H 1.013796 0.522337 0.371249 0.115 Uiso 0.70(3) 1 calc R U P A 2
H17D H 0.914127 0.480482 0.312593 0.115 Uiso 0.70(3) 1 calc R U P A 2
C18 C 0.7522(4) 0.50147(16) 0.4046(3) 0.0953(12) Uani 1 1 d . . . . .
H18A H 0.775765 0.502752 0.457942 0.143 Uiso 0.30(3) 1 calc R U P A 1
H18B H 0.652325 0.486323 0.391732 0.143 Uiso 0.30(3) 1 calc R U P A 1
H18C H 0.761270 0.544021 0.384614 0.143 Uiso 0.30(3) 1 calc R U P A 1
H18D H 0.695168 0.491317 0.357546 0.143 Uiso 0.70(3) 1 calc R U P A 2
H18E H 0.774625 0.546780 0.406483 0.143 Uiso 0.70(3) 1 calc R U P A 2
H18F H 0.696095 0.490614 0.444386 0.143 Uiso 0.70(3) 1 calc R U P A 2
Li1 Li 0.8369(4) 0.1580(2) 0.8738(2) 0.0560(10) Uani 1 1 d . . . . .
Li2 Li 0.7825(4) 0.2284(2) 0.6300(2) 0.0495(9) Uani 1 1 d . . . . .
Li3 Li 0.5278(4) 0.22381(16) 0.34796(18) 0.0396(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4493(15) . ?
S1 O2 1.4420(15) . ?
S1 N1 1.5160(17) . ?
S1 C1 1.832(2) . ?
S2 O5 1.4370(15) . ?
S2 O6 1.4494(14) . ?
S2 N2 1.5213(18) . ?
S2 C7 1.834(2) . ?
S3 O9 1.4422(16) . ?
S3 O10 1.4429(17) . ?
S3 N3 1.5116(19) . ?
S3 C13 1.839(3) . ?
F1 C1 1.324(3) . ?
F2 C1 1.323(3) . ?
F3 C1 1.328(3) . ?
F4 C7 1.335(3) . ?
F5 C7 1.329(3) . ?
F6 C7 1.328(3) . ?
F7 C13 1.324(3) . ?
F8 C13 1.324(3) . ?
F9 C13 1.335(3) . ?
O1 Li2 2.011(4) . ?
O2 Li1 1.930(4) . ?
O3 C3 1.426(2) . ?
O3 C4 1.422(3) . ?
O3 Li3 2.074(4) 4_566 ?
O4 C5 1.405(3) . ?
O4 C6 1.413(3) . ?
O4 Li3 2.254(4) 4_566 ?
O5 Li3 1.917(4) . ?
O6 Li2 2.026(4) . ?
O7 C9 1.433(4) . ?
O7 C10 1.387(4) . ?
O7 Li2 2.118(4) . ?
O8 C11 1.320(4) . ?
O8 C12 1.405(5) . ?
O8 Li2 2.294(5) . ?
O9 Li3 1.947(4) . ?
O10 Li2 1.979(4) 4_565 ?
O11 C15 1.431(3) . ?
O11 C16 1.391(3) . ?
O11 Li1 2.053(4) 4_565 ?
O12A C17 1.176(12) . ?
O12A C18 1.570(17) . ?
O12A Li1 2.378(10) 4_565 ?
O12B C17 1.351(6) . ?
O12B C18 1.376(5) . ?
N1 C2 1.479(2) . ?
N1 Li3 2.163(4) 4_566 ?
N2 C8 1.471(3) . ?
N2 Li1 2.061(4) 4_565 ?
N3 C14 1.483(3) . ?
N3 Li1 2.345(5) 4_565 ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 C3 1.498(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 C5 1.496(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C9 1.495(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 C11 1.439(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 C15 1.468(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 C17 1.452(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 H17D 0.9800 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C18 H18D 0.9700 . ?
C18 H18E 0.9700 . ?
C18 H18F 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 117.33(9) . . ?
O1 S1 C1 100.09(10) . . ?
O2 S1 O1 115.83(9) . . ?
O2 S1 N1 111.95(9) . . ?
O2 S1 C1 101.43(10) . . ?
N1 S1 C1 107.71(11) . . ?
O5 S2 O6 116.35(9) . . ?
O5 S2 N2 112.14(9) . . ?
O5 S2 C7 100.36(10) . . ?
O6 S2 N2 116.75(9) . . ?
O6 S2 C7 100.20(10) . . ?
N2 S2 C7 108.49(11) . . ?
O9 S3 O10 116.27(10) . . ?
O9 S3 N3 111.07(10) . . ?
O9 S3 C13 100.21(11) . . ?
O10 S3 N3 117.46(11) . . ?
O10 S3 C13 99.93(12) . . ?
N3 S3 C13 109.48(11) . . ?
S1 O1 Li2 131.93(15) . . ?
S1 O2 Li1 153.20(18) . . ?
C3 O3 Li3 107.56(15) . 4_566 ?
C4 O3 C3 113.23(16) . . ?
C4 O3 Li3 109.44(15) . 4_566 ?
C5 O4 C6 112.1(2) . . ?
C5 O4 Li3 111.63(15) . 4_566 ?
C6 O4 Li3 129.80(19) . 4_566 ?
S2 O5 Li3 155.16(15) . . ?
S2 O6 Li2 135.22(14) . . ?
C9 O7 Li2 126.5(2) . . ?
C10 O7 C9 113.7(3) . . ?
C10 O7 Li2 119.5(2) . . ?
C11 O8 C12 116.9(3) . . ?
C11 O8 Li2 109.4(3) . . ?
C12 O8 Li2 126.6(3) . . ?
S3 O9 Li3 146.14(15) . . ?
S3 O10 Li2 149.45(17) . 4_565 ?
C15 O11 Li1 117.3(2) . 4_565 ?
C16 O11 C15 115.5(2) . . ?
C16 O11 Li1 125.5(2) . 4_565 ?
C17 O12A C18 113.4(8) . . ?
C17 O12A Li1 121.5(7) . 4_565 ?
C18 O12A Li1 122.9(9) . 4_565 ?
C17 O12B C18 115.4(4) . . ?
S1 N1 Li3 122.54(13) . 4_566 ?
C2 N1 S1 117.98(13) . . ?
C2 N1 Li3 110.53(15) . 4_566 ?
S2 N2 Li1 123.17(15) . 4_565 ?
C8 N2 S2 116.51(14) . . ?
C8 N2 Li1 119.30(17) . 4_565 ?
S3 N3 Li1 113.39(13) . 4_565 ?
C14 N3 S3 116.44(15) . . ?
C14 N3 Li1 105.00(17) . 4_565 ?
F1 C1 S1 112.09(16) . . ?
F1 C1 F3 107.4(2) . . ?
F2 C1 S1 112.54(18) . . ?
F2 C1 F1 106.79(19) . . ?
F2 C1 F3 107.2(2) . . ?
F3 C1 S1 110.53(16) . . ?
N1 C2 H2A 109.9 . . ?
N1 C2 H2B 109.9 . . ?
N1 C2 C3 108.74(16) . . ?
H2A C2 H2B 108.3 . . ?
C3 C2 H2A 109.9 . . ?
C3 C2 H2B 109.9 . . ?
O3 C3 C2 107.08(16) . . ?
O3 C3 H3A 110.3 . . ?
O3 C3 H3B 110.3 . . ?
C2 C3 H3A 110.3 . . ?
C2 C3 H3B 110.3 . . ?
H3A C3 H3B 108.6 . . ?
O3 C4 H4A 110.4 . . ?
O3 C4 H4B 110.4 . . ?
O3 C4 C5 106.75(17) . . ?
H4A C4 H4B 108.6 . . ?
C5 C4 H4A 110.4 . . ?
C5 C4 H4B 110.4 . . ?
O4 C5 C4 107.34(18) . . ?
O4 C5 H5A 110.2 . . ?
O4 C5 H5B 110.2 . . ?
C4 C5 H5A 110.2 . . ?
C4 C5 H5B 110.2 . . ?
H5A C5 H5B 108.5 . . ?
O4 C6 H6A 109.5 . . ?
O4 C6 H6B 109.5 . . ?
O4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
F4 C7 S2 112.02(17) . . ?
F5 C7 S2 110.96(16) . . ?
F5 C7 F4 107.0(2) . . ?
F6 C7 S2 111.60(16) . . ?
F6 C7 F4 107.16(19) . . ?
F6 C7 F5 107.9(2) . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
N2 C8 C9 110.9(2) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
O7 C9 C8 109.7(2) . . ?
O7 C9 H9A 109.7 . . ?
O7 C9 H9B 109.7 . . ?
C8 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
O7 C10 H10A 109.4 . . ?
O7 C10 H10B 109.4 . . ?
O7 C10 C11 111.3(3) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
O8 C11 C10 114.2(3) . . ?
O8 C11 H11A 108.7 . . ?
O8 C11 H11B 108.7 . . ?
C10 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
O8 C12 H12A 109.5 . . ?
O8 C12 H12B 109.5 . . ?
O8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
F7 C13 S3 111.64(18) . . ?
F7 C13 F8 108.2(2) . . ?
F7 C13 F9 107.0(2) . . ?
F8 C13 S3 111.85(18) . . ?
F8 C13 F9 106.8(2) . . ?
F9 C13 S3 111.11(19) . . ?
N3 C14 H14A 109.8 . . ?
N3 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
C15 C14 N3 109.3(2) . . ?
C15 C14 H14A 109.8 . . ?
C15 C14 H14B 109.8 . . ?
O11 C15 C14 107.7(2) . . ?
O11 C15 H15A 110.2 . . ?
O11 C15 H15B 110.2 . . ?
C14 C15 H15A 110.2 . . ?
C14 C15 H15B 110.2 . . ?
H15A C15 H15B 108.5 . . ?
O11 C16 H16A 109.4 . . ?
O11 C16 H16B 109.4 . . ?
O11 C16 C17 111.1(2) . . ?
H16A C16 H16B 108.0 . . ?
C17 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
O12A C17 C16 113.3(5) . . ?
O12A C17 H17A 108.9 . . ?
O12A C17 H17B 108.9 . . ?
O12B C17 C16 115.3(4) . . ?
O12B C17 H17C 108.4 . . ?
O12B C17 H17D 108.4 . . ?
C16 C17 H17A 108.9 . . ?
C16 C17 H17B 108.9 . . ?
C16 C17 H17C 108.4 . . ?
C16 C17 H17D 108.4 . . ?
H17A C17 H17B 107.7 . . ?
H17C C17 H17D 107.5 . . ?
O12A C18 H18A 109.5 . . ?
O12A C18 H18B 109.5 . . ?
O12A C18 H18C 109.5 . . ?
O12B C18 H18D 109.5 . . ?
O12B C18 H18E 109.5 . . ?
O12B C18 H18F 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
H18D C18 H18E 109.5 . . ?
H18D C18 H18F 109.5 . . ?
H18E C18 H18F 109.5 . . ?
O2 Li1 O11 115.8(2) . 4_566 ?
O2 Li1 O12A 83.4(6) . 4_566 ?
O2 Li1 N2 113.0(2) . 4_566 ?
O2 Li1 N3 105.41(19) . 4_566 ?
O11 Li1 O12A 66.5(3) 4_566 4_566 ?
O11 Li1 N2 123.5(2) 4_566 4_566 ?
O11 Li1 N3 76.01(15) 4_566 4_566 ?
N2 Li1 O12A 93.3(8) 4_566 4_566 ?
N2 Li1 N3 116.0(2) 4_566 4_566 ?
N3 Li1 O12A 141.3(5) 4_566 4_566 ?
O1 Li2 O6 94.03(17) . . ?
O1 Li2 O7 152.5(2) . . ?
O1 Li2 O8 84.56(17) . . ?
O6 Li2 O7 93.06(16) . . ?
O6 Li2 O8 135.1(2) . . ?
O7 Li2 O8 71.82(15) . . ?
O10 Li2 O1 102.71(18) 4_566 . ?
O10 Li2 O6 101.3(2) 4_566 . ?
O10 Li2 O7 101.83(19) 4_566 . ?
O10 Li2 O8 122.9(2) 4_566 . ?
O3 Li3 O4 75.00(12) 4_565 4_565 ?
O3 Li3 N1 78.04(13) 4_565 4_565 ?
O5 Li3 O3 146.7(2) . 4_565 ?
O5 Li3 O4 92.72(15) . 4_565 ?
O5 Li3 O9 110.72(18) . . ?
O5 Li3 N1 104.10(17) . 4_565 ?
O9 Li3 O3 101.24(16) . 4_565 ?
O9 Li3 O4 95.22(16) . 4_565 ?
O9 Li3 N1 100.59(16) . 4_565 ?
N1 Li3 O4 150.91(18) 4_565 4_565 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C2 C3 -127.86(16) . . . . ?
S2 N2 C8 C9 106.8(2) . . . . ?
S3 N3 C14 C15 167.5(2) . . . . ?
O1 S1 O2 Li1 76.6(4) . . . . ?
O1 S1 N1 C2 28.01(19) . . . . ?
O1 S1 N1 Li3 -116.09(15) . . . 4_566 ?
O1 S1 C1 F1 171.50(17) . . . . ?
O1 S1 C1 F2 51.10(19) . . . . ?
O1 S1 C1 F3 -68.66(19) . . . . ?
O2 S1 O1 Li2 -66.3(2) . . . . ?
O2 S1 N1 C2 165.49(14) . . . . ?
O2 S1 N1 Li3 21.39(18) . . . 4_566 ?
O2 S1 C1 F1 52.3(2) . . . . ?
O2 S1 C1 F2 -68.08(19) . . . . ?
O2 S1 C1 F3 172.16(17) . . . . ?
O3 C4 C5 O4 55.1(2) . . . . ?
O5 S2 O6 Li2 105.1(2) . . . . ?
O5 S2 N2 C8 -164.55(16) . . . . ?
O5 S2 N2 Li1 3.8(2) . . . 4_565 ?
O5 S2 C7 F4 64.23(17) . . . . ?
O5 S2 C7 F5 -176.27(17) . . . . ?
O5 S2 C7 F6 -55.93(19) . . . . ?
O6 S2 O5 Li3 -85.6(4) . . . . ?
O6 S2 N2 C8 -26.7(2) . . . . ?
O6 S2 N2 Li1 141.66(19) . . . 4_565 ?
O6 S2 C7 F4 -55.20(17) . . . . ?
O6 S2 C7 F5 64.30(19) . . . . ?
O6 S2 C7 F6 -175.36(17) . . . . ?
O7 C10 C11 O8 -34.0(6) . . . . ?
O9 S3 O10 Li2 87.8(3) . . . 4_565 ?
O9 S3 N3 C14 -172.81(17) . . . . ?
O9 S3 N3 Li1 -50.80(17) . . . 4_565 ?
O9 S3 C13 F7 -63.7(2) . . . . ?
O9 S3 C13 F8 57.7(2) . . . . ?
O9 S3 C13 F9 176.88(18) . . . . ?
O10 S3 O9 Li3 -58.8(3) . . . . ?
O10 S3 N3 C14 -35.5(2) . . . . ?
O10 S3 N3 Li1 86.49(16) . . . 4_565 ?
O10 S3 C13 F7 177.1(2) . . . . ?
O10 S3 C13 F8 -61.5(2) . . . . ?
O10 S3 C13 F9 57.7(2) . . . . ?
O11 C16 C17 O12A 13.7(18) . . . . ?
O11 C16 C17 O12B 52.5(9) . . . . ?
N1 S1 O1 Li2 69.5(2) . . . . ?
N1 S1 O2 Li1 -61.6(4) . . . . ?
N1 S1 C1 F1 -65.4(2) . . . . ?
N1 S1 C1 F2 174.22(17) . . . . ?
N1 S1 C1 F3 54.5(2) . . . . ?
N1 C2 C3 O3 -50.6(2) . . . . ?
N2 S2 O5 Li3 52.5(4) . . . . ?
N2 S2 O6 Li2 -31.0(2) . . . . ?
N2 S2 C7 F4 -178.05(15) . . . . ?
N2 S2 C7 F5 -58.55(19) . . . . ?
N2 S2 C7 F6 61.79(19) . . . . ?
N2 C8 C9 O7 -62.8(3) . . . . ?
N3 S3 O9 Li3 79.1(3) . . . . ?
N3 S3 O10 Li2 -47.4(4) . . . 4_565 ?
N3 S3 C13 F7 53.1(2) . . . . ?
N3 S3 C13 F8 174.50(19) . . . . ?
N3 S3 C13 F9 -66.3(2) . . . . ?
N3 C14 C15 O11 -55.5(3) . . . . ?
C1 S1 O1 Li2 -174.4(2) . . . . ?
C1 S1 O2 Li1 -176.2(3) . . . . ?
C1 S1 N1 C2 -83.84(17) . . . . ?
C1 S1 N1 Li3 132.06(16) . . . 4_566 ?
C3 O3 C4 C5 -178.12(18) . . . . ?
C4 O3 C3 C2 178.37(17) . . . . ?
C6 O4 C5 C4 178.2(3) . . . . ?
C7 S2 O5 Li3 167.5(3) . . . . ?
C7 S2 O6 Li2 -147.8(2) . . . . ?
C7 S2 N2 C8 85.53(19) . . . . ?
C7 S2 N2 Li1 -106.1(2) . . . 4_565 ?
C9 O7 C10 C11 -178.0(3) . . . . ?
C10 O7 C9 C8 149.4(3) . . . . ?
C12 O8 C11 C10 -165.9(5) . . . . ?
C13 S3 O9 Li3 -165.3(3) . . . . ?
C13 S3 O10 Li2 -165.6(3) . . . 4_565 ?
C13 S3 N3 C14 77.4(2) . . . . ?
C13 S3 N3 Li1 -160.55(15) . . . 4_565 ?
C15 O11 C16 C17 178.4(3) . . . . ?
C16 O11 C15 C14 -151.0(3) . . . . ?
C18 O12A C17 C16 156.8(12) . . . . ?
C18 O12B C17 C16 -167.7(8) . . . . ?
Li1 O11 C15 C14 43.1(3) 4_565 . . . ?
Li1 O11 C16 C17 -17.1(5) 4_565 . . . ?
Li1 O12A C17 C16 -7(3) 4_565 . . . ?
Li1 N2 C8 C9 -62.0(3) 4_565 . . . ?
Li1 N3 C14 C15 41.2(3) 4_565 . . . ?
Li2 O7 C9 C8 -36.6(3) . . . . ?
Li2 O7 C10 C11 7.6(4) . . . . ?
Li2 O8 C11 C10 41.6(5) . . . . ?
Li3 O3 C3 C2 57.3(2) 4_566 . . . ?
Li3 O3 C4 C5 -58.2(2) 4_566 . . . ?
Li3 O4 C5 C4 -27.0(2) 4_566 . . . ?
Li3 N1 C2 C3 20.3(2) 4_566 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 11.634
_oxdiff_exptl_absorpt_empirical_full_min 0.549
