# Supplementary Information (SI) for ChemComm.
# 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_jg_209_auto
_database_code_depnum_ccdc_archive 'CCDC 2450774'
loop_
_audit_author_name
_audit_author_address
'Nathan Halcovitch'
;Lancaster University
United Kingdom
;
_audit_update_record             
;
2025-05-13 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_audit_creation_date             2024-05-03
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H4 Li4 O4'
_chemical_formula_sum            'C8 H4 Li4 O4'
_chemical_formula_weight         191.87
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Li H C O'
_chemical_oxdiff_usercomment     'Li Li2BDC'
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'

_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                   8.4602(5)
_cell_length_b                   5.1400(2)
_cell_length_c                   16.5862(9)
_cell_angle_alpha                90
_cell_angle_beta                 99.445(6)
_cell_angle_gamma                90
_cell_volume                     711.48(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2365
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.9670
_cell_measurement_theta_min      5.3910
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.907
_exptl_absorpt_coefficient_mu    1.102
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49387
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0949
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8592
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.561
_diffrn_reflns_theta_min         5.407
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2282
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -16.00   1.00    1.00    --  -40.68 -37.00-120.00   99
  2  ω   -113.00 -13.00   1.00    1.00    --  -40.68 -57.00 150.00  100
  3  ω    -87.00  -6.00   1.00    1.00    --  -40.68 125.00-120.00   81
  4  ω     27.00  95.00   1.00    1.00    --   40.68-125.00-180.00   68
  5  ω     39.00 138.00   1.00    1.00    --  112.00 -45.00-180.00   99
  6  ω     39.00 109.00   1.00    1.00    --  112.00-111.00 120.00   70
  7  ω    104.00 178.00   1.00    1.00    --  112.00 111.00 -90.00   74
  8  ω    103.00 178.00   1.00    1.00    --  112.00  77.00-180.00   75
  9  ω     30.00 165.00   1.00    1.00    --  112.00 -15.00 120.00  135
 10  ω    104.00 178.00   1.00    1.00    --  112.00 111.00-120.00   74
 11  ω    104.00 178.00   1.00    1.00    --  112.00 111.00 150.00   74
 12  ω    103.00 178.00   1.00    1.00    --  112.00  77.00 -60.00   75
 13  ω     39.00 138.00   1.00    1.00    --  112.00 -45.00 -30.00   99
 14  ω     61.00 146.00   1.00    1.00    --  112.00 178.00-180.00   85
 15  ω    103.00 178.00   1.00    1.00    --  112.00  77.00-150.00   75
 16  ω   -113.00 -13.00   1.00    1.00    --  -40.68 -57.00  60.00  100
 17  ω    -69.00  32.00   1.00    1.00    --  -40.68  57.00-150.00  101
 18  ω   -113.00 -13.00   1.00    1.00    --  -40.68 -57.00   0.00  100
 19  ω    -65.00  34.00   1.00    1.00    --  -40.68  37.00  30.00   99
 20  ω   -114.00 -60.00   1.00    1.00    --  -40.68-151.00 -60.00   54
 21  ω     39.00 109.00   1.00    1.00    --  112.00-111.00   0.00   70
 22  ω     84.00 178.00   1.00    1.00    --  112.00  30.00 150.00   94
 23  ω     84.00 178.00   1.00    1.00    --  112.00  30.00  30.00   94
 24  ω     39.00 109.00   1.00    1.00    --  112.00-111.00-120.00   70
 25  ω     83.00 178.00   1.00    1.00    --  112.00  61.00  60.00   95
 26  ω     84.00 178.00   1.00    1.00    --  112.00  30.00 -60.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1311124000
_diffrn_orient_matrix_UB_12      0.0611896000
_diffrn_orient_matrix_UB_13      0.0735144000
_diffrn_orient_matrix_UB_21      0.1043655000
_diffrn_orient_matrix_UB_22      0.1208913000
_diffrn_orient_matrix_UB_23      -0.0581383000
_diffrn_orient_matrix_UB_31      -0.0772235000
_diffrn_orient_matrix_UB_32      0.2673299000
_diffrn_orient_matrix_UB_33      0.0094217000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1135
_reflns_number_total             1491
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         1491
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0629
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0896P)²+0.4238P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1743
_refine_ls_wR_factor_ref         0.1871
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
O1 O 0.5163(3) 0.6493(4) 0.58247(12) 0.0244(5) Uani 1 1 d . . . . .
O2 O 0.6266(3) 0.2556(4) 0.60698(12) 0.0238(5) Uani 1 1 d . . . . .
O3 O 0.3664(3) 0.1843(4) 0.99074(12) 0.0213(5) Uani 1 1 d . . . . .
O4 O 0.2506(3) 0.5834(4) 0.96838(12) 0.0222(5) Uani 1 1 d . . . . .
C1 C 0.5555(4) 0.4581(6) 0.63630(17) 0.0210(6) Uani 1 1 d . . . . .
C2 C 0.5205(3) 0.4612(6) 0.71501(16) 0.0206(6) Uani 1 1 d . . . . .
C3 C 0.5755(4) 0.2611(5) 0.77377(17) 0.0207(6) Uani 1 1 d . . . . .
H3 H 0.659(4) 0.133(7) 0.762(2) 0.027(9) Uiso 1 1 d . . . . .
C4 C 0.5269(4) 0.2462(6) 0.84767(17) 0.0212(6) Uani 1 1 d . . . . .
H4 H 0.564(4) 0.097(7) 0.883(2) 0.025(9) Uiso 1 1 d . . . . .
C5 C 0.4122(4) 0.4286(5) 0.87318(17) 0.0202(6) Uani 1 1 d . . . . .
C6 C 0.3694(4) 0.6440(6) 0.81601(17) 0.0203(6) Uani 1 1 d . . . . .
H6 H 0.288(5) 0.782(7) 0.824(2) 0.033(10) Uiso 1 1 d . . . . .
C7 C 0.4206(4) 0.6589(5) 0.74320(18) 0.0212(6) Uani 1 1 d . . . . .
H7 H 0.381(4) 0.804(6) 0.7041(19) 0.013(7) Uiso 1 1 d . . . . .
C8 C 0.3436(3) 0.3978(5) 0.94239(16) 0.0191(6) Uani 1 1 d . . . . .
Li1 Li 0.4601(7) 0.9975(11) 0.5945(3) 0.0309(12) Uani 1 1 d . . . . .
Li2 Li 0.3480(7) 0.5327(12) 0.4933(3) 0.0322(12) Uani 1 1 d . . . . .
Li3 Li 0.7918(8) 0.0514(13) 0.5837(4) 0.0390(14) Uani 1 1 d . . . . .
Li4 Li 0.4138(7) -0.1576(10) 0.9528(3) 0.0272(11) 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
O1 C1 1.332(3) . ?
O1 Li1 1.871(6) . ?
O1 Li2 1.970(6) . ?
O1 Li2 2.060(6) 3_666 ?
O2 C1 1.333(3) . ?
O2 Li1 1.921(6) 1_545 ?
O2 Li2 2.029(6) 3_666 ?
O2 Li3 1.839(6) . ?
O3 C8 1.354(3) . ?
O3 Li2 2.031(6) 2_546 ?
O3 Li3 2.223(7) 4_566 ?
O3 Li4 1.931(6) . ?
O3 Li4 1.944(6) 3_657 ?
O4 C8 1.352(3) . ?
O4 Li1 1.962(6) 2_546 ?
O4 Li2 2.570(6) 2_556 ?
O4 Li3 2.011(6) 4_566 ?
O4 Li4 1.966(6) 1_565 ?
C1 C2 1.385(4) . ?
C1 Li1 2.560(6) 1_545 ?
C1 Li2 2.422(6) 3_666 ?
C1 Li2 2.736(7) . ?
C2 C3 1.441(4) . ?
C2 C7 1.447(4) . ?
C3 C4 1.358(4) . ?
C4 C5 1.461(4) . ?
C4 Li3 2.353(7) 2_656 ?
C5 C6 1.464(4) . ?
C5 C8 1.378(4) . ?
C5 Li3 2.568(7) 2_656 ?
C5 Li4 2.503(6) 1_565 ?
C6 C7 1.350(4) . ?
C6 Li4 2.460(6) 1_565 ?
C8 Li1 2.593(7) 2_546 ?
C8 Li3 2.468(6) 4_566 ?
C8 Li4 2.361(6) 1_565 ?
C8 Li4 2.754(6) 3_657 ?
Li1 O2 1.921(6) 1_565 ?
Li1 O4 1.962(6) 2_556 ?
Li1 C1 2.560(6) 1_565 ?
Li1 C8 2.593(7) 2_556 ?
Li1 Li1 3.312(11) 3_676 ?
Li1 Li2 3.371(8) 3_676 ?
Li1 Li2 2.983(8) . ?
Li1 Li2 3.280(8) 1_565 ?
Li1 Li3 3.358(8) 3_666 ?
Li1 Li3 2.855(9) 1_565 ?
Li2 O1 2.060(6) 3_666 ?
Li2 O2 2.029(6) 3_666 ?
Li2 O3 2.031(6) 2_556 ?
Li2 O4 2.570(6) 2_546 ?
Li2 C1 2.422(6) 3_666 ?
Li2 Li1 3.280(8) 1_545 ?
Li2 Li2 2.567(12) 3_666 ?
Li2 Li3 2.666(9) 3_666 ?
Li2 Li4 2.704(8) 2_556 ?
Li3 O3 2.223(7) 4_665 ?
Li3 O4 2.011(6) 4_665 ?
Li3 C4 2.353(7) 2_646 ?
Li3 C5 2.567(7) 2_646 ?
Li3 C8 2.468(6) 4_665 ?
Li3 Li1 3.358(8) 3_666 ?
Li3 Li1 2.855(9) 1_545 ?
Li3 Li2 2.666(9) 3_666 ?
Li3 Li2 3.399(9) 3_656 ?
Li3 Li4 3.050(9) 2_656 ?
Li3 Li4 3.258(8) 4_655 ?
Li4 O3 1.944(6) 3_657 ?
Li4 O4 1.966(6) 1_545 ?
Li4 C5 2.503(6) 1_545 ?
Li4 C6 2.460(6) 1_545 ?
Li4 C8 2.361(6) 1_545 ?
Li4 C8 2.754(6) 3_657 ?
Li4 Li2 2.704(8) 2_546 ?
Li4 Li3 3.050(9) 2_646 ?
Li4 Li3 3.258(8) 4_556 ?
Li4 Li4 2.540(11) 3_657 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 Li1 132.4(2) . . ?
C1 O1 Li2 88.4(2) . 3_666 ?
C1 O1 Li2 110.4(3) . . ?
Li1 O1 Li2 132.5(3) . 3_666 ?
Li1 O1 Li2 101.9(3) . . ?
Li2 O1 Li2 79.1(3) . 3_666 ?
C1 O2 Li1 102.2(2) . 1_545 ?
C1 O2 Li2 89.7(2) . 3_666 ?
C1 O2 Li3 157.8(3) . . ?
Li1 O2 Li2 117.2(3) 1_545 3_666 ?
Li3 O2 Li1 98.8(3) . 1_545 ?
Li3 O2 Li2 87.0(3) . 3_666 ?
C8 O3 Li2 110.2(3) . 2_546 ?
C8 O3 Li3 83.5(2) . 4_566 ?
C8 O3 Li4 112.0(2) . 3_657 ?
C8 O3 Li4 124.2(2) . . ?
Li2 O3 Li3 77.5(2) 2_546 4_566 ?
Li4 O3 Li2 135.6(3) 3_657 2_546 ?
Li4 O3 Li2 86.0(3) . 2_546 ?
Li4 O3 Li3 151.6(2) . 4_566 ?
Li4 O3 Li3 93.8(2) 3_657 4_566 ?
Li4 O3 Li4 81.9(3) . 3_657 ?
C8 O4 Li1 101.4(2) . 2_546 ?
C8 O4 Li2 160.5(2) . 2_556 ?
C8 O4 Li3 92.3(3) . 4_566 ?
C8 O4 Li4 88.7(2) . 1_565 ?
Li1 O4 Li2 91.7(2) 2_546 2_556 ?
Li1 O4 Li3 115.4(3) 2_546 4_566 ?
Li1 O4 Li4 132.8(3) 2_546 1_565 ?
Li3 O4 Li2 95.0(2) 4_566 2_556 ?
Li4 O4 Li2 71.8(2) 1_565 2_556 ?
Li4 O4 Li3 110.0(3) 1_565 4_566 ?
O1 C1 O2 114.1(2) . . ?
O1 C1 C2 123.7(3) . . ?
O1 C1 Li1 117.9(2) . 1_545 ?
O1 C1 Li2 58.25(19) . 3_666 ?
O1 C1 Li2 42.46(19) . . ?
O2 C1 C2 122.1(3) . . ?
O2 C1 Li1 47.17(19) . 1_545 ?
O2 C1 Li2 93.3(2) . . ?
O2 C1 Li2 56.9(2) . 3_666 ?
C2 C1 Li1 99.2(2) . 1_545 ?
C2 C1 Li2 127.5(2) . . ?
C2 C1 Li2 172.5(3) . 3_666 ?
Li1 C1 Li2 76.5(2) 1_545 . ?
Li2 C1 Li1 85.1(2) 3_666 1_545 ?
Li2 C1 Li2 59.3(2) 3_666 . ?
C1 C2 C3 122.3(3) . . ?
C1 C2 C7 122.6(3) . . ?
C3 C2 C7 115.1(2) . . ?
C4 C3 C2 122.6(3) . . ?
C3 C4 C5 122.6(3) . . ?
C3 C4 Li3 97.4(2) . 2_656 ?
C5 C4 Li3 81.0(2) . 2_656 ?
C4 C5 C6 113.8(2) . . ?
C4 C5 Li3 64.8(2) . 2_656 ?
C4 C5 Li4 138.8(2) . 1_565 ?
C6 C5 Li3 96.9(2) . 2_656 ?
C6 C5 Li4 71.2(2) . 1_565 ?
C8 C5 C4 123.9(3) . . ?
C8 C5 C6 122.2(3) . . ?
C8 C5 Li3 108.7(2) . 2_656 ?
C8 C5 Li4 67.9(2) . 1_565 ?
Li4 C5 Li3 73.9(2) 1_565 2_656 ?
C5 C6 Li4 74.5(2) . 1_565 ?
C7 C6 C5 122.7(3) . . ?
C7 C6 Li4 141.1(3) . 1_565 ?
C6 C7 C2 122.6(3) . . ?
O3 C8 C5 123.2(3) . . ?
O3 C8 Li1 109.8(2) . 2_546 ?
O3 C8 Li3 63.5(2) . 4_566 ?
O3 C8 Li4 40.89(17) . 3_657 ?
O3 C8 Li4 137.0(2) . 1_565 ?
O4 C8 O3 114.6(2) . . ?
O4 C8 C5 122.1(2) . . ?
O4 C8 Li1 47.88(18) . 2_546 ?
O4 C8 Li3 54.5(2) . 4_566 ?
O4 C8 Li4 56.35(19) . 1_565 ?
O4 C8 Li4 121.9(2) . 3_657 ?
C5 C8 Li1 108.5(2) . 2_546 ?
C5 C8 Li3 160.7(3) . 4_566 ?
C5 C8 Li4 101.9(2) . 3_657 ?
C5 C8 Li4 79.3(2) . 1_565 ?
Li1 C8 Li4 147.6(2) 2_546 3_657 ?
Li3 C8 Li1 83.1(2) 4_566 2_546 ?
Li3 C8 Li4 71.2(2) 4_566 3_657 ?
Li4 C8 Li1 93.1(2) 1_565 2_546 ?
Li4 C8 Li3 84.8(2) 1_565 4_566 ?
Li4 C8 Li4 103.61(18) 1_565 3_657 ?
O1 Li1 O2 118.5(3) . 1_565 ?
O1 Li1 O4 112.5(3) . 2_556 ?
O1 Li1 C1 147.1(3) . 1_565 ?
O1 Li1 C8 92.6(2) . 2_556 ?
O1 Li1 Li1 79.2(2) . 3_676 ?
O1 Li1 Li2 143.6(3) . 1_565 ?
O1 Li1 Li2 119.4(3) . 3_676 ?
O1 Li1 Li2 40.26(18) . . ?
O1 Li1 Li3 88.3(2) . 3_666 ?
O1 Li1 Li3 79.4(2) . 1_565 ?
O2 Li1 O4 119.2(3) 1_565 2_556 ?
O2 Li1 C1 30.59(12) 1_565 1_565 ?
O2 Li1 C8 147.4(3) 1_565 2_556 ?
O2 Li1 Li1 80.6(3) 1_565 3_676 ?
O2 Li1 Li2 140.7(3) 1_565 . ?
O2 Li1 Li2 67.8(2) 1_565 1_565 ?
O2 Li1 Li2 32.38(15) 1_565 3_676 ?
O2 Li1 Li3 39.54(19) 1_565 1_565 ?
O2 Li1 Li3 119.7(3) 1_565 3_666 ?
O4 Li1 C1 98.9(2) 2_556 1_565 ?
O4 Li1 C8 30.73(12) 2_556 2_556 ?
O4 Li1 Li1 78.7(2) 2_556 3_676 ?
O4 Li1 Li2 94.0(2) 2_556 3_676 ?
O4 Li1 Li2 51.55(17) 2_556 1_565 ?
O4 Li1 Li2 72.8(2) 2_556 . ?
O4 Li1 Li3 139.6(3) 2_556 1_565 ?
O4 Li1 Li3 32.75(15) 2_556 3_666 ?
C1 Li1 C8 120.2(2) 1_565 2_556 ?
C1 Li1 Li1 98.3(3) 1_565 3_676 ?
C1 Li1 Li2 45.71(15) 1_565 3_676 ?
C1 Li1 Li2 54.19(16) 1_565 1_565 ?
C1 Li1 Li2 161.8(3) 1_565 . ?
C1 Li1 Li3 70.0(2) 1_565 1_565 ?
C1 Li1 Li3 115.7(2) 1_565 3_666 ?
C8 Li1 Li1 97.3(3) 2_556 3_676 ?
C8 Li1 Li2 59.86(17) 2_556 . ?
C8 Li1 Li2 124.6(2) 2_556 3_676 ?
C8 Li1 Li2 81.55(19) 2_556 1_565 ?
C8 Li1 Li3 46.86(16) 2_556 3_666 ?
C8 Li1 Li3 162.0(3) 2_556 1_565 ?
Li1 Li1 Li2 53.01(19) 3_676 3_676 ?
Li1 Li1 Li3 50.67(19) 3_676 3_666 ?
Li2 Li1 Li1 66.2(2) 1_565 3_676 ?
Li2 Li1 Li1 64.5(2) . 3_676 ?
Li2 Li1 Li2 117.5(2) . 3_676 ?
Li2 Li1 Li2 45.4(2) 1_565 3_676 ?
Li2 Li1 Li2 110.2(2) . 1_565 ?
Li2 Li1 Li3 61.58(18) 1_565 3_666 ?
Li2 Li1 Li3 49.29(18) . 3_666 ?
Li3 Li1 Li1 65.5(2) 1_565 3_676 ?
Li3 Li1 Li2 95.2(2) 1_565 1_565 ?
Li3 Li1 Li2 105.5(2) 1_565 . ?
Li3 Li1 Li2 49.86(19) 1_565 3_676 ?
Li3 Li1 Li2 87.4(2) 3_666 3_676 ?
Li3 Li1 Li3 116.2(2) 1_565 3_666 ?
O1 Li2 O1 100.9(3) . 3_666 ?
O1 Li2 O2 106.9(3) . 3_666 ?
O1 Li2 O3 109.7(3) . 2_556 ?
O1 Li2 O4 88.8(2) 3_666 2_546 ?
O1 Li2 O4 108.2(3) . 2_546 ?
O1 Li2 C1 110.7(3) . 3_666 ?
O1 Li2 C1 27.16(12) . . ?
O1 Li2 C1 33.36(12) 3_666 3_666 ?
O1 Li2 C1 97.1(2) 3_666 . ?
O1 Li2 Li1 77.8(2) 3_666 1_545 ?
O1 Li2 Li1 37.86(17) . . ?
O1 Li2 Li1 123.3(3) 3_666 . ?
O1 Li2 Li1 76.0(2) . 1_545 ?
O1 Li2 Li2 48.9(2) 3_666 3_666 ?
O1 Li2 Li2 52.0(2) . 3_666 ?
O1 Li2 Li3 108.6(3) 3_666 3_666 ?
O1 Li2 Li3 109.0(3) . 3_666 ?
O1 Li2 Li4 127.3(3) 3_666 2_556 ?
O1 Li2 Li4 113.1(3) . 2_556 ?
O2 Li2 O1 66.33(19) 3_666 3_666 ?
O2 Li2 O3 96.8(3) 3_666 2_556 ?
O2 Li2 O4 140.1(3) 3_666 2_546 ?
O2 Li2 C1 33.40(12) 3_666 3_666 ?
O2 Li2 C1 130.3(3) 3_666 . ?
O2 Li2 Li1 144.0(3) 3_666 1_545 ?
O2 Li2 Li1 88.0(2) 3_666 . ?
O2 Li2 Li2 84.4(3) 3_666 3_666 ?
O2 Li2 Li3 43.54(18) 3_666 3_666 ?
O2 Li2 Li4 131.9(3) 3_666 2_556 ?
O3 Li2 O1 148.5(3) 2_556 3_666 ?
O3 Li2 O4 88.8(2) 2_556 2_546 ?
O3 Li2 C1 113.6(2) 2_556 . ?
O3 Li2 C1 123.1(3) 2_556 3_666 ?
O3 Li2 Li1 116.4(3) 2_556 1_545 ?
O3 Li2 Li1 80.1(2) 2_556 . ?
O3 Li2 Li2 160.5(4) 2_556 3_666 ?
O3 Li2 Li3 54.5(2) 2_556 3_666 ?
O3 Li2 Li4 45.42(17) 2_556 2_556 ?
O4 Li2 C1 81.26(18) 2_546 . ?
O4 Li2 Li1 36.72(14) 2_546 1_545 ?
O4 Li2 Li1 131.8(2) 2_546 . ?
O4 Li2 Li3 134.6(3) 2_546 3_666 ?
O4 Li2 Li4 43.67(15) 2_546 2_556 ?
C1 Li2 O4 114.0(2) 3_666 2_546 ?
C1 Li2 C1 120.7(2) 3_666 . ?
C1 Li2 Li1 49.36(15) . 1_545 ?
C1 Li2 Li1 61.65(17) . . ?
C1 Li2 Li1 111.1(2) 3_666 1_545 ?
C1 Li2 Li1 111.2(2) 3_666 . ?
C1 Li2 Li2 66.5(2) 3_666 3_666 ?
C1 Li2 Li3 75.3(2) 3_666 3_666 ?
C1 Li2 Li4 135.6(3) 3_666 2_556 ?
Li1 Li2 Li1 110.2(2) . 1_545 ?
Li2 Li2 O4 102.8(3) 3_666 2_546 ?
Li2 Li2 C1 54.2(2) 3_666 . ?
Li2 Li2 Li1 69.2(3) 3_666 1_545 ?
Li2 Li2 Li1 80.5(3) 3_666 . ?
Li2 Li2 Li3 120.4(4) 3_666 3_666 ?
Li2 Li2 Li4 142.0(4) 3_666 2_556 ?
Li3 Li2 C1 134.3(3) 3_666 . ?
Li3 Li2 Li1 72.7(2) 3_666 . ?
Li3 Li2 Li1 170.4(3) 3_666 1_545 ?
Li3 Li2 Li4 97.2(3) 3_666 2_556 ?
Li4 Li2 C1 96.1(2) 2_556 . ?
Li4 Li2 Li1 73.2(2) 2_556 1_545 ?
Li4 Li2 Li1 107.8(2) 2_556 . ?
O2 Li3 O3 96.3(3) . 4_665 ?
O2 Li3 O4 112.1(3) . 4_665 ?
O2 Li3 C4 137.5(3) . 2_646 ?
O2 Li3 C5 145.3(3) . 2_646 ?
O2 Li3 C8 113.5(3) . 4_665 ?
O2 Li3 Li1 41.69(19) . 1_545 ?
O2 Li3 Li1 80.4(2) . 3_666 ?
O2 Li3 Li2 49.5(2) . 3_666 ?
O2 Li3 Li2 110.7(3) . 3_656 ?
O2 Li3 Li4 146.0(3) . 4_655 ?
O2 Li3 Li4 115.8(3) . 2_656 ?
O3 Li3 C4 120.4(3) 4_665 2_646 ?
O3 Li3 C5 88.2(2) 4_665 2_646 ?
O3 Li3 C8 33.02(12) 4_665 4_665 ?
O3 Li3 Li1 69.29(18) 4_665 3_666 ?
O3 Li3 Li1 119.8(3) 4_665 1_545 ?
O3 Li3 Li2 48.06(18) 4_665 3_666 ?
O3 Li3 Li2 113.6(2) 4_665 3_656 ?
O3 Li3 Li4 39.51(16) 4_665 2_656 ?
O3 Li3 Li4 76.13(19) 4_665 4_655 ?
O4 Li3 O3 64.86(19) 4_665 4_665 ?
O4 Li3 C4 103.2(3) 4_665 2_646 ?
O4 Li3 C5 100.9(3) 4_665 2_646 ?
O4 Li3 C8 33.18(13) 4_665 4_665 ?
O4 Li3 Li1 90.4(3) 4_665 1_545 ?
O4 Li3 Li1 31.86(16) 4_665 3_666 ?
O4 Li3 Li2 80.0(2) 4_665 3_666 ?
O4 Li3 Li2 48.88(19) 4_665 3_656 ?
O4 Li3 Li4 90.0(3) 4_665 2_656 ?
O4 Li3 Li4 34.54(16) 4_665 4_655 ?
C4 Li3 C5 34.19(13) 2_646 2_646 ?
C4 Li3 C8 109.1(3) 2_646 4_665 ?
C4 Li3 Li1 118.3(3) 2_646 1_545 ?
C4 Li3 Li1 130.2(3) 2_646 3_666 ?
C4 Li3 Li2 165.8(4) 2_646 3_666 ?
C4 Li3 Li2 75.6(2) 2_646 3_656 ?
C4 Li3 Li4 69.84(19) 2_646 4_655 ?
C4 Li3 Li4 86.2(2) 2_646 2_656 ?
C5 Li3 Li1 132.5(2) 2_646 3_666 ?
C5 Li3 Li1 152.0(3) 2_646 1_545 ?
C5 Li3 Li2 131.8(3) 2_646 3_666 ?
C5 Li3 Li2 98.7(2) 2_646 3_656 ?
C5 Li3 Li4 68.38(18) 2_646 4_655 ?
C5 Li3 Li4 52.06(17) 2_646 2_656 ?
C8 Li3 C5 88.5(2) 4_665 2_646 ?
C8 Li3 Li1 50.05(16) 4_665 3_666 ?
C8 Li3 Li1 113.5(3) 4_665 1_545 ?
C8 Li3 Li2 66.0(2) 4_665 3_666 ?
C8 Li3 Li2 80.9(2) 4_665 3_656 ?
C8 Li3 Li4 46.19(15) 4_665 4_655 ?
C8 Li3 Li4 58.76(19) 4_665 2_656 ?
Li1 Li3 Li1 63.8(2) 1_545 3_666 ?
Li1 Li3 Li2 69.7(2) 1_545 3_656 ?
Li1 Li3 Li2 58.09(17) 3_666 3_656 ?
Li1 Li3 Li4 113.8(3) 1_545 4_655 ?
Li1 Li3 Li4 154.6(3) 1_545 2_656 ?
Li2 Li3 Li1 75.2(2) 3_666 1_545 ?
Li2 Li3 Li1 58.0(2) 3_666 3_666 ?
Li2 Li3 Li2 115.4(3) 3_666 3_656 ?
Li2 Li3 Li4 79.9(2) 3_666 2_656 ?
Li2 Li3 Li4 110.1(2) 3_666 4_655 ?
Li4 Li3 Li1 65.90(18) 4_655 3_666 ?
Li4 Li3 Li1 106.4(2) 2_656 3_666 ?
Li4 Li3 Li2 127.1(2) 2_656 3_656 ?
Li4 Li3 Li2 47.88(16) 4_655 3_656 ?
Li4 Li3 Li4 79.3(2) 2_656 4_655 ?
O3 Li4 O3 98.1(3) . 3_657 ?
O3 Li4 O4 121.7(3) 3_657 1_545 ?
O3 Li4 O4 112.7(3) . 1_545 ?
O3 Li4 C5 96.7(2) 3_657 1_545 ?
O3 Li4 C5 164.2(3) . 1_545 ?
O3 Li4 C6 132.0(3) . 1_545 ?
O3 Li4 C6 113.8(3) 3_657 1_545 ?
O3 Li4 C8 27.11(11) 3_657 3_657 ?
O3 Li4 C8 100.1(2) 3_657 1_545 ?
O3 Li4 C8 112.1(2) . 3_657 ?
O3 Li4 C8 147.3(3) . 1_545 ?
O3 Li4 Li2 129.6(3) 3_657 2_546 ?
O3 Li4 Li2 48.54(19) . 2_546 ?
O3 Li4 Li3 104.1(2) . 4_556 ?
O3 Li4 Li3 91.0(2) 3_657 4_556 ?
O3 Li4 Li3 137.0(3) . 2_646 ?
O3 Li4 Li3 46.65(17) 3_657 2_646 ?
O3 Li4 Li4 49.29(19) . 3_657 ?
O3 Li4 Li4 48.8(2) 3_657 3_657 ?
O4 Li4 C5 63.29(17) 1_545 1_545 ?
O4 Li4 C6 80.6(2) 1_545 1_545 ?
O4 Li4 C8 94.6(2) 1_545 3_657 ?
O4 Li4 C8 34.92(12) 1_545 1_545 ?
O4 Li4 Li2 64.5(2) 1_545 2_546 ?
O4 Li4 Li3 107.9(2) 1_545 2_646 ?
O4 Li4 Li3 35.44(16) 1_545 4_556 ?
O4 Li4 Li4 134.1(4) 1_545 3_657 ?
C5 Li4 C8 83.75(18) 1_545 3_657 ?
C5 Li4 Li2 123.2(3) 1_545 2_546 ?
C5 Li4 Li3 81.29(19) 1_545 4_556 ?
C5 Li4 Li3 54.00(17) 1_545 2_646 ?
C5 Li4 Li4 145.1(4) 1_545 3_657 ?
C6 Li4 C5 34.30(12) 1_545 1_545 ?
C6 Li4 C8 112.4(2) 1_545 3_657 ?
C6 Li4 Li2 116.4(3) 1_545 2_546 ?
C6 Li4 Li3 67.63(18) 1_545 2_646 ?
C6 Li4 Li3 109.9(2) 1_545 4_556 ?
C6 Li4 Li4 144.9(4) 1_545 3_657 ?
C8 Li4 C5 32.74(11) 1_545 1_545 ?
C8 Li4 C6 62.12(16) 1_545 1_545 ?
C8 Li4 C8 76.39(18) 1_545 3_657 ?
C8 Li4 Li2 99.5(2) 1_545 2_546 ?
C8 Li4 Li3 50.02(16) 3_657 2_646 ?
C8 Li4 Li3 48.99(16) 1_545 4_556 ?
C8 Li4 Li3 73.40(19) 1_545 2_646 ?
C8 Li4 Li3 65.51(17) 3_657 4_556 ?
C8 Li4 Li4 140.8(4) 1_545 3_657 ?
Li2 Li4 C8 121.3(2) 2_546 3_657 ?
Li2 Li4 Li3 169.4(3) 2_546 2_646 ?
Li2 Li4 Li3 68.8(2) 2_546 4_556 ?
Li3 Li4 Li3 100.7(2) 2_646 4_556 ?
Li4 Li4 C8 66.7(2) 3_657 3_657 ?
Li4 Li4 Li2 89.1(3) 3_657 2_546 ?
Li4 Li4 Li3 101.4(3) 3_657 4_556 ?
Li4 Li4 Li3 91.7(3) 3_657 2_646 ?

_olex2_exptl_crystal_mounting_method 
'mounted on a Mitegen loop using Paratone-N oil'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.634
_oxdiff_exptl_absorpt_empirical_full_min 0.596
_chemical_properties_physical    Air-sensitive,Moisture-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_jg208_auto
_database_code_depnum_ccdc_archive 'CCDC 2450777'
loop_
_audit_author_name
_audit_author_address
'Nathan Halcovitch'
;Lancaster University
United Kingdom
;
_audit_update_record             
;
2025-05-13 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_audit_creation_date             2025-05-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H3 Li2 O2'
_chemical_formula_sum            'C6 H3 Li2 O2'
_chemical_formula_weight         120.96
_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'
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'

_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                   9.7425(5)
_cell_length_b                   5.9515(3)
_cell_length_c                   8.3569(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.758(7)
_cell_angle_gamma                90
_cell_volume                     466.34(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3220
_cell_measurement_temperature    102(3)
_cell_measurement_theta_max      74.1130
_cell_measurement_theta_min      4.6970
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.898
_exptl_absorpt_coefficient_mu    0.996
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             244
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5116
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.597
_diffrn_reflns_theta_min         4.716
_diffrn_ambient_temperature      102.15
_diffrn_detector_area_resol_mean 5.2282
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00   1.00   1.00    5.00    --  -39.93 -19.00-120.00  121
  2  ω      6.00  80.00   1.00    5.00    --   39.93 -99.00 120.00   74
  3  ω    -21.00  73.00   1.00    5.00    --   39.93 -77.00 -90.00   94
  4  ω    104.00 178.00   1.00   20.00    --  107.34 111.00   0.00   74
  5  ω    104.00 178.00   1.00   20.00    --  107.34 111.00-180.00   74
  6  ω     79.00 178.00   1.00   20.00    --  107.34  30.00  30.00   99
  7  ω     25.00 106.00   1.00   20.00    --  107.34 -94.00-150.00   81
  8  ω     35.00 136.00   1.00   20.00    --  107.34 -61.00  30.00  101
  9  ω     34.00 109.00   1.00   20.00    --  107.34-111.00   0.00   75
 10  ω    104.00 178.00   1.00   20.00    --  107.34 111.00 -60.00   74
 11  ω     81.00 178.00   1.00   20.00    --  107.34  45.00-180.00   97
 12  ω   -114.00 -58.00   1.00    5.00    --  -39.93-153.00-136.00   56
 13  ω   -112.00 -12.00   1.00    5.00    --  -39.93 -57.00 150.00  100
 14  ω   -112.00 -12.00   1.00    5.00    --  -39.93 -57.00  30.00  100
 15  ω     78.00 178.00   1.00   20.00    --  107.34  61.00 120.00  100
 16  ω     79.00 178.00   1.00   20.00    --  107.34  30.00 -90.00   99
 17  ω     81.00 178.00   1.00   20.00    --  107.34  45.00 -30.00   97
 18  ω     78.00 178.00   1.00   20.00    --  107.34  61.00-150.00  100
 19  ω    104.00 178.00   1.00   20.00    --  107.34 111.00  30.00   74
 20  ω     81.00 178.00   1.00   20.00    --  107.34  45.00  90.00   97
 21  ω   -112.00 -12.00   1.00    5.00    --  -39.93 -57.00-120.00  100
 22  ω   -112.00 -12.00   1.00    5.00    --  -39.93 -57.00  90.00  100
 23  ω     12.00 112.00   1.00    5.00    --   39.93  57.00  30.00  100
 24  ω     78.00 178.00   1.00   20.00    --  107.34  61.00  30.00  100
 25  ω     25.00 106.00   1.00   20.00    --  107.34 -94.00  30.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                809
_reflns_number_total             931
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     103
_refine_ls_number_reflns         931
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0490
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0996P)²+0.2325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1403
_refine_ls_wR_factor_ref         0.1481
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.41346(13) 0.5129(3) 0.26854(17) 0.0228(4) Uani 1 1 d . . . . .
O2 O 0.41857(14) 0.8105(2) 0.43529(17) 0.0228(4) Uani 1 1 d . . . . .
C1 C 0.35691(19) 0.6174(4) 0.3754(2) 0.0212(5) Uani 1 1 d . . . . .
C2 C 0.23827(19) 0.5348(3) 0.4204(2) 0.0215(5) Uani 1 1 d . . . . .
C3 C 0.1602(2) 0.6724(3) 0.5093(2) 0.0217(5) Uani 1 1 d . . . . .
H3 H 0.196(3) 0.827(4) 0.548(3) 0.019(6) Uiso 1 1 d . . . . .
C4 C 0.03085(19) 0.6077(3) 0.5302(2) 0.0208(5) Uani 1 1 d . . . . .
C5 C 0.1764(2) 0.3180(4) 0.3637(2) 0.0222(5) Uani 1 1 d . . . . .
H5 H 0.224(3) 0.215(4) 0.299(3) 0.028(6) Uiso 1 1 d . . . . .
C6 C 0.0513(2) 0.2482(3) 0.3895(2) 0.0217(5) Uani 1 1 d . . . . .
H6 H 0.013(2) 0.100(4) 0.348(3) 0.020(5) Uiso 1 1 d . . . . .
Li1 Li 0.3845(4) 0.4114(7) 0.0422(4) 0.0278(8) Uani 1 1 d . . . . .
Li2 Li 0.5691(4) 0.3169(6) 0.3316(4) 0.0264(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
O1 C1 1.325(2) . ?
O1 Li1 1.932(4) . ?
O1 Li2 1.872(4) . ?
O1 Li2 2.020(4) 2_655 ?
O2 C1 1.330(3) . ?
O2 Li1 1.952(4) 4_576 ?
O2 Li1 1.970(4) 2_655 ?
O2 Li2 2.064(4) 3_666 ?
O2 Li2 2.266(4) 2_655 ?
C1 C2 1.398(3) . ?
C1 Li2 2.390(4) 3_666 ?
C1 Li2 2.366(4) 2_655 ?
C2 C3 1.451(3) . ?
C2 C5 1.449(3) . ?
C2 Li2 2.546(4) 3_666 ?
C3 H3 1.01(2) . ?
C3 C4 1.374(3) . ?
C3 Li2 2.612(4) 3_666 ?
C4 C4 1.447(4) 3_566 ?
C4 C6 1.455(3) 3_566 ?
C5 H5 1.01(3) . ?
C5 C6 1.359(3) . ?
C5 Li1 2.561(4) 4_566 ?
C6 H6 0.99(3) . ?
Li1 Li1 2.745(7) 3_665 ?
Li1 Li2 2.653(5) . ?
Li1 Li2 3.146(5) 4_565 ?
Li1 Li2 2.624(5) 2_655 ?
Li2 Li2 3.396(4) 2_645 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 Li1 146.08(16) . . ?
C1 O1 Li2 87.45(15) . 2_655 ?
C1 O1 Li2 123.81(16) . . ?
Li1 O1 Li2 83.16(16) . 2_655 ?
Li2 O1 Li1 88.43(17) . . ?
Li2 O1 Li2 121.46(9) . 2_655 ?
C1 O2 Li1 142.15(15) . 4_576 ?
C1 O2 Li1 128.90(16) . 2_655 ?
C1 O2 Li2 86.70(15) . 3_666 ?
C1 O2 Li2 77.49(14) . 2_655 ?
Li1 O2 Li1 88.85(15) 4_576 2_655 ?
Li1 O2 Li2 77.19(15) 2_655 2_655 ?
Li1 O2 Li2 102.50(16) 2_655 3_666 ?
Li1 O2 Li2 81.55(16) 4_576 3_666 ?
Li1 O2 Li2 119.81(16) 4_576 2_655 ?
Li2 O2 Li2 158.50(10) 3_666 2_655 ?
O1 C1 O2 115.56(15) . . ?
O1 C1 C2 122.82(19) . . ?
O1 C1 Li2 134.64(16) . 3_666 ?
O1 C1 Li2 58.54(13) . 2_655 ?
O2 C1 C2 121.60(17) . . ?
O2 C1 Li2 59.55(13) . 3_666 ?
O2 C1 Li2 69.23(13) . 2_655 ?
C2 C1 Li2 79.80(14) . 3_666 ?
C2 C1 Li2 144.22(17) . 2_655 ?
Li2 C1 Li2 126.87(13) 2_655 3_666 ?
C1 C2 C3 121.72(19) . . ?
C1 C2 C5 121.71(18) . . ?
C1 C2 Li2 67.48(13) . 3_666 ?
C3 C2 Li2 76.16(14) . 3_666 ?
C5 C2 C3 116.16(16) . . ?
C5 C2 Li2 136.41(16) . 3_666 ?
C2 C3 H3 119.7(14) . . ?
C2 C3 Li2 71.19(13) . 3_666 ?
C4 C3 C2 122.23(19) . . ?
C4 C3 H3 117.8(14) . . ?
C4 C3 Li2 140.92(17) . 3_666 ?
Li2 C3 H3 66.5(14) 3_666 . ?
C3 C4 C4 120.8(2) . 3_566 ?
C3 C4 C6 122.13(19) . 3_566 ?
C4 C4 C6 117.0(2) 3_566 3_566 ?
C2 C5 H5 120.2(15) . . ?
C2 C5 Li1 95.23(14) . 4_566 ?
C6 C5 C2 122.09(18) . . ?
C6 C5 H5 117.7(15) . . ?
C6 C5 Li1 110.30(16) . 4_566 ?
Li1 C5 H5 65.3(15) 4_566 . ?
C4 C6 H6 119.0(13) 3_566 . ?
C5 C6 C4 121.50(19) . 3_566 ?
C5 C6 H6 119.5(13) . . ?
O1 Li1 O2 100.68(19) . 4_575 ?
O1 Li1 O2 97.03(17) . 2_645 ?
O1 Li1 C5 128.25(16) . 4_565 ?
O1 Li1 Li1 102.7(2) . 3_665 ?
O1 Li1 Li2 44.85(12) . . ?
O1 Li1 Li2 49.86(12) . 2_655 ?
O1 Li1 Li2 136.81(18) . 4_565 ?
O2 Li1 O2 91.15(15) 4_575 2_645 ?
O2 Li1 C5 113.05(17) 4_575 4_565 ?
O2 Li1 C5 119.31(18) 2_645 4_565 ?
O2 Li1 Li1 45.85(12) 4_575 3_665 ?
O2 Li1 Li1 45.30(11) 2_645 3_665 ?
O2 Li1 Li2 51.08(13) 4_575 2_655 ?
O2 Li1 Li2 56.41(12) 2_645 . ?
O2 Li1 Li2 100.67(18) 2_645 2_655 ?
O2 Li1 Li2 116.08(18) 4_575 . ?
O2 Li1 Li2 39.82(10) 2_645 4_565 ?
O2 Li1 Li2 85.19(13) 4_575 4_565 ?
C5 Li1 Li1 129.0(2) 4_565 3_665 ?
C5 Li1 Li2 138.36(17) 4_565 2_655 ?
C5 Li1 Li2 130.67(18) 4_565 . ?
C5 Li1 Li2 85.77(13) 4_565 4_565 ?
Li1 Li1 Li2 52.35(13) 3_665 4_565 ?
Li2 Li1 Li1 85.15(18) . 3_665 ?
Li2 Li1 Li1 71.71(18) 2_655 3_665 ?
Li2 Li1 Li2 80.12(13) 2_655 . ?
Li2 Li1 Li2 124.06(14) 2_655 4_565 ?
Li2 Li1 Li2 93.98(13) . 4_565 ?
O1 Li2 O1 126.5(2) . 2_645 ?
O1 Li2 O2 94.13(16) 2_645 3_666 ?
O1 Li2 O2 109.24(17) . 3_666 ?
O1 Li2 O2 62.89(11) 2_645 2_645 ?
O1 Li2 O2 89.37(15) . 2_645 ?
O1 Li2 C1 34.01(8) 2_645 2_645 ?
O1 Li2 C1 119.43(18) . 2_645 ?
O1 Li2 C1 100.50(16) . 3_666 ?
O1 Li2 C1 122.35(18) 2_645 3_666 ?
O1 Li2 C2 121.42(17) 2_645 3_666 ?
O1 Li2 C2 112.02(18) . 3_666 ?
O1 Li2 C3 139.2(2) . 3_666 ?
O1 Li2 C3 92.64(14) 2_645 3_666 ?
O1 Li2 Li1 136.40(19) . 2_645 ?
O1 Li2 Li1 88.27(14) 2_645 4_566 ?
O1 Li2 Li1 85.68(16) 2_645 . ?
O1 Li2 Li1 46.98(12) 2_645 2_645 ?
O1 Li2 Li1 46.72(12) . . ?
O1 Li2 Li1 83.34(14) . 4_566 ?
O1 Li2 Li2 28.05(5) 2_645 2_645 ?
O1 Li2 Li2 103.3(2) . 2_645 ?
O2 Li2 O2 156.63(19) 3_666 2_645 ?
O2 Li2 C1 33.75(8) 3_666 3_666 ?
O2 Li2 C1 158.36(18) 2_645 3_666 ?
O2 Li2 C1 123.68(18) 3_666 2_645 ?
O2 Li2 C1 33.28(8) 2_645 2_645 ?
O2 Li2 C2 125.64(16) 2_645 3_666 ?
O2 Li2 C2 61.17(11) 3_666 3_666 ?
O2 Li2 C3 100.70(13) 2_645 3_666 ?
O2 Li2 C3 74.71(13) 3_666 3_666 ?
O2 Li2 Li1 109.32(17) 2_645 2_645 ?
O2 Li2 Li1 37.68(10) 3_666 4_566 ?
O2 Li2 Li1 142.17(17) 3_666 . ?
O2 Li2 Li1 46.40(10) 2_645 . ?
O2 Li2 Li1 47.38(11) 3_666 2_645 ?
O2 Li2 Li1 137.25(17) 2_645 4_566 ?
O2 Li2 Li2 88.40(13) 3_666 2_645 ?
O2 Li2 Li2 73.22(15) 2_645 2_645 ?
C1 Li2 C1 139.84(17) 2_645 3_666 ?
C1 Li2 C2 32.72(8) 3_666 3_666 ?
C1 Li2 C2 117.74(15) 2_645 3_666 ?
C1 Li2 C3 59.49(10) 3_666 3_666 ?
C1 Li2 C3 85.34(12) 2_645 3_666 ?
C1 Li2 Li1 121.74(16) 2_645 4_566 ?
C1 Li2 Li1 77.22(14) 2_645 2_645 ?
C1 Li2 Li1 72.89(13) 2_645 . ?
C1 Li2 Li1 147.21(18) 3_666 . ?
C1 Li2 Li1 63.67(11) 3_666 4_566 ?
C1 Li2 Li1 76.55(14) 3_666 2_645 ?
C1 Li2 Li2 55.46(11) 2_645 2_645 ?
C1 Li2 Li2 122.08(16) 3_666 2_645 ?
C2 Li2 C3 32.65(8) 3_666 3_666 ?
C2 Li2 Li1 95.81(13) 3_666 4_566 ?
C2 Li2 Li1 146.72(19) 3_666 . ?
C2 Li2 Li1 89.03(14) 3_666 2_645 ?
C2 Li2 Li2 139.00(16) 3_666 2_645 ?
C3 Li2 Li1 143.12(16) 3_666 . ?
C3 Li2 Li1 112.15(15) 3_666 4_566 ?
C3 Li2 Li1 77.16(13) 3_666 2_645 ?
C3 Li2 Li2 117.47(14) 3_666 2_645 ?
Li1 Li2 Li1 104.62(16) . 4_566 ?
Li1 Li2 Li1 55.94(14) 2_645 4_566 ?
Li1 Li2 Li1 124.17(19) 2_645 . ?
Li1 Li2 Li2 50.32(10) 2_645 2_645 ?
Li1 Li2 Li2 73.91(17) . 2_645 ?
Li1 Li2 Li2 67.76(12) 4_566 2_645 ?

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
O1 C1 C2 C3 -166.93(18) . . . . ?
O1 C1 C2 C5 5.5(3) . . . . ?
O1 C1 C2 Li2 137.2(2) . . . 3_666 ?
O2 C1 C2 C3 11.6(3) . . . . ?
O2 C1 C2 C5 -176.05(17) . . . . ?
O2 C1 C2 Li2 -44.33(18) . . . 3_666 ?
C1 O1 Li2 O1 134.2(2) . . . 2_645 ?
C1 O1 Li2 O2 23.6(3) . . . 3_666 ?
C1 O1 Li2 O2 -170.84(15) . . . 2_645 ?
C1 O1 Li2 C1 174.20(18) . . . 2_645 ?
C1 O1 Li2 C1 -10.2(3) . . . 3_666 ?
C1 O1 Li2 C2 -42.2(2) . . . 3_666 ?
C1 O1 Li2 C3 -65.1(3) . . . 3_666 ?
C1 O1 Li2 Li1 168.7(2) . . . . ?
C1 O1 Li2 Li1 51.4(2) . . . 4_566 ?
C1 O1 Li2 Li1 71.2(3) . . . 2_645 ?
C1 O1 Li2 Li2 116.6(2) . . . 2_645 ?
C1 C2 C3 C4 169.02(19) . . . . ?
C1 C2 C3 Li2 -51.98(19) . . . 3_666 ?
C1 C2 C5 C6 -171.74(19) . . . . ?
C1 C2 C5 Li1 70.3(2) . . . 4_566 ?
C2 C3 C4 C4 2.7(4) . . . 3_566 ?
C2 C3 C4 C6 -176.20(17) . . . 3_566 ?
C2 C5 C6 C4 2.7(3) . . . 3_566 ?
C3 C2 C5 C6 1.0(3) . . . . ?
C3 C2 C5 Li1 -116.89(17) . . . 4_566 ?
C5 C2 C3 C4 -3.8(3) . . . . ?
C5 C2 C3 Li2 135.24(19) . . . 3_666 ?
Li1 O1 C1 O2 -114.8(3) . . . . ?
Li1 O1 C1 C2 63.7(4) . . . . ?
Li1 O1 C1 Li2 173.6(3) . . . 3_666 ?
Li1 O1 C1 Li2 -73.7(3) . . . 2_655 ?
Li1 O1 Li2 O1 -34.5(2) . . . 2_645 ?
Li1 O1 Li2 O2 20.46(15) . . . 2_645 ?
Li1 O1 Li2 O2 -145.12(19) . . . 3_666 ?
Li1 O1 Li2 C1 -178.92(16) . . . 3_666 ?
Li1 O1 Li2 C1 5.5(2) . . . 2_645 ?
Li1 O1 Li2 C2 149.08(17) . . . 3_666 ?
Li1 O1 Li2 C3 126.2(3) . . . 3_666 ?
Li1 O1 Li2 Li1 -117.33(12) . . . 4_566 ?
Li1 O1 Li2 Li1 -97.5(3) . . . 2_645 ?
Li1 O1 Li2 Li2 -52.12(18) . . . 2_645 ?
Li1 O2 C1 O1 159.8(2) 4_576 . . . ?
Li1 O2 C1 O1 -25.1(3) 2_655 . . . ?
Li1 O2 C1 C2 -18.8(4) 4_576 . . . ?
Li1 O2 C1 C2 156.3(2) 2_655 . . . ?
Li1 O2 C1 Li2 -61.9(2) 2_655 . . 2_655 ?
Li1 O2 C1 Li2 -71.7(3) 4_576 . . 3_666 ?
Li1 O2 C1 Li2 103.4(2) 2_655 . . 3_666 ?
Li1 O2 C1 Li2 123.0(3) 4_576 . . 2_655 ?
Li1 C5 C6 C4 112.9(2) 4_566 . . 3_566 ?
Li2 O1 C1 O2 -41.10(19) 2_655 . . . ?
Li2 O1 C1 O2 85.7(2) . . . . ?
Li2 O1 C1 C2 -95.7(2) . . . . ?
Li2 O1 C1 C2 137.5(2) 2_655 . . . ?
Li2 O1 C1 Li2 -112.6(2) 2_655 . . 3_666 ?
Li2 O1 C1 Li2 14.2(4) . . . 3_666 ?
Li2 O1 C1 Li2 126.79(18) . . . 2_655 ?
Li2 O1 Li2 O1 -115.5(3) 2_655 . . 2_645 ?
Li2 O1 Li2 O2 133.89(16) 2_655 . . 3_666 ?
Li2 O1 Li2 O2 -60.54(18) 2_655 . . 2_645 ?
Li2 O1 Li2 C1 -75.5(3) 2_655 . . 2_645 ?
Li2 O1 Li2 C1 100.08(11) 2_655 . . 3_666 ?
Li2 O1 Li2 C2 68.08(12) 2_655 . . 3_666 ?
Li2 O1 Li2 C3 45.2(2) 2_655 . . 3_666 ?
Li2 O1 Li2 Li1 161.67(14) 2_655 . . 4_566 ?
Li2 O1 Li2 Li1 -80.99(16) 2_655 . . . ?
Li2 O1 Li2 Li1 -178.5(3) 2_655 . . 2_645 ?
Li2 O1 Li2 Li2 -133.1(2) 2_655 . . 2_645 ?
Li2 O2 C1 O1 36.85(18) 2_655 . . . ?
Li2 O2 C1 O1 -128.48(18) 3_666 . . . ?
Li2 O2 C1 C2 52.9(2) 3_666 . . . ?
Li2 O2 C1 C2 -141.8(2) 2_655 . . . ?
Li2 O2 C1 Li2 -165.33(18) 3_666 . . 2_655 ?
Li2 O2 C1 Li2 165.33(18) 2_655 . . 3_666 ?
Li2 C1 C2 C3 55.9(2) 3_666 . . . ?
Li2 C1 C2 C3 -86.6(3) 2_655 . . . ?
Li2 C1 C2 C5 85.8(3) 2_655 . . . ?
Li2 C1 C2 C5 -131.7(2) 3_666 . . . ?
Li2 C1 C2 Li2 -142.5(3) 2_655 . . 3_666 ?
Li2 C2 C3 C4 -139.0(2) 3_666 . . . ?
Li2 C2 C5 C6 98.5(3) 3_666 . . . ?
Li2 C2 C5 Li1 -19.5(2) 3_666 . . 4_566 ?
Li2 C3 C4 C4 -97.2(3) 3_666 . . 3_566 ?
Li2 C3 C4 C6 83.9(3) 3_666 . . 3_566 ?

_olex2_exptl_crystal_mounting_method 'mounted on a Mitegen loop'
_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
;
_chemical_properties_physical    Air-sensitive,Moisture-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_jg200_auto
_database_code_depnum_ccdc_archive 'CCDC 2450775'
loop_
_audit_author_name
_audit_author_address
'Nathan Halcovitch'
;Lancaster University
United Kingdom
;
_audit_update_record             
;
2025-05-13 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_audit_creation_date             2025-05-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Li2BDC
_chemical_formula_moiety         'C4 H2 Li O2'
_chemical_formula_sum            'C4 H2 Li O2'
_chemical_formula_weight         89.00
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O Li'
_chemical_oxdiff_usercomment     LiBDC
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'

_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                   8.35839(16)
_cell_length_b                   5.13401(12)
_cell_length_c                   8.47960(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.1870(18)
_cell_angle_gamma                90
_cell_volume                     363.315(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4401
_cell_measurement_temperature    290.8(4)
_cell_measurement_theta_max      75.7460
_cell_measurement_theta_min      5.2110
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71160
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             180
_exptl_crystal_preparation       oil
_exptl_crystal_recrystallization_method 'H2O / acetone vapour diffusion'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_unetI/netI     0.0098
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5515
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.881
_diffrn_reflns_theta_min         5.300
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290.8(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2282
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_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    -71.00  36.00   1.00    1.00    --  -39.87  57.00 -60.00  107
  2  ω    -71.00  36.00   1.00    1.00    --  -39.87  57.00-180.00  107
  3  ω     27.00  96.00   1.00    1.00    --   39.87-125.00-180.00   69
  4  ω     28.00 106.00   1.00    1.00    --  113.00 -94.00   0.00   78
  5  ω     31.00 148.00   1.00    1.00    --  113.00 -77.00  90.00  117
  6  ω     79.00 178.00   1.00    1.00    --  113.00  30.00 -30.00   99
  7  ω    103.00 178.00   1.00    1.00    --  113.00  77.00-180.00   75
  8  ω     61.00 146.00   1.00    1.00    --  113.00 178.00 150.00   85
  9  ω     33.00 147.00   1.00    1.00    --  113.00 -30.00-180.00  114
 10  ω    103.00 178.00   1.00    1.00    --  113.00  77.00 -90.00   75
 11  ω    103.00 178.00   1.00    1.00    --  113.00  77.00 150.00   75
 12  ω   -116.00  -9.00   1.00    1.00    --  -39.87 -57.00  30.00  107
 13  ω    -87.00  -6.00   1.00    1.00    --  -39.87 125.00   0.00   81
 14  ω   -116.00  -9.00   1.00    1.00    --  -39.87 -57.00-180.00  107
 15  ω   -116.00  -9.00   1.00    1.00    --  -39.87 -57.00 -90.00  107
 16  ω     81.00 178.00   1.00    1.00    --  113.00  61.00 -90.00   97
 17  ω     36.00 109.00   1.00    1.00    --  113.00-111.00 -60.00   73
 18  ω     81.00 178.00   1.00    1.00    --  113.00  61.00-120.00   97
 19  ω     81.00 178.00   1.00    1.00    --  113.00  61.00 120.00   97
 20  ω     36.00 178.00   1.00    1.00    --  113.00  15.00 120.00  142
 21  ω     81.00 178.00   1.00    1.00    --  113.00  61.00 -30.00   97
 22  ω     79.00 178.00   1.00    1.00    --  113.00  30.00-180.00   99
 23  ω     81.00 178.00   1.00    1.00    --  113.00  61.00   0.00   97
 24  ω   -118.00 -11.00   1.00    1.00    --  -39.87 -37.00  60.00  107
 25  ω   -116.00  -9.00   1.00    1.00    --  -39.87 -57.00 -60.00  107
 26  ω   -116.00  -9.00   1.00    1.00    --  -39.87 -57.00 120.00  107
 27  ω      6.00  82.00   1.00    1.00    --   39.87 -99.00 -31.00   76
 28  ω     81.00 178.00   1.00    1.00    --  113.00  61.00  90.00   97
 29  ω     81.00 178.00   1.00    1.00    --  113.00  61.00-180.00   97
 30  ω     81.00 178.00   1.00    1.00    --  113.00  61.00-150.00   97
 31  ω     28.00 106.00   1.00    1.00    --  113.00 -94.00-180.00   78
 32  ω     81.00 107.00   1.00    1.00    --  113.00  61.00  30.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0761872000
_diffrn_orient_matrix_UB_12      -0.0807268000
_diffrn_orient_matrix_UB_13      -0.1622625000
_diffrn_orient_matrix_UB_21      0.1681421000
_diffrn_orient_matrix_UB_22      -0.0354578000
_diffrn_orient_matrix_UB_23      -0.0626293000
_diffrn_orient_matrix_UB_31      0.0006716000
_diffrn_orient_matrix_UB_32      -0.2868227000
_diffrn_orient_matrix_UB_33      0.0534609000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                738
_reflns_number_total             761
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         761
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0445P)²+0.1026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0814
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.12036(9) 0.17331(15) 0.55386(9) 0.0277(3) Uani 1 1 d . . . . .
O2 O 0.11343(9) 0.54411(15) 0.68803(9) 0.0263(2) Uani 1 1 d . . . . .
C1 C 0.18046(12) 0.3872(2) 0.59852(12) 0.0205(3) Uani 1 1 d . . . . .
C2 C 0.34496(12) 0.4507(2) 0.54515(12) 0.0206(3) Uani 1 1 d . . . . .
C3 C 0.42910(13) 0.6661(2) 0.60578(13) 0.0240(3) Uani 1 1 d . . . . .
H3 H 0.382103 0.777054 0.676497 0.029 Uiso 1 1 calc R U . . .
C4 C 0.58322(13) 0.7144(2) 0.56030(12) 0.0234(3) Uani 1 1 d . . . . .
H4 H 0.639100 0.858529 0.600672 0.028 Uiso 1 1 calc R U . . .
Li1 Li 0.0120(2) -0.1139(4) 0.6462(2) 0.0272(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2571(13) . ?
O1 Li1 1.920(2) . ?
O1 Li1 1.996(2) 3_556 ?
O2 C1 1.2595(13) . ?
O2 Li1 1.973(2) 1_565 ?
O2 Li1 1.974(2) 2_556 ?
C1 C2 1.5069(13) . ?
C1 Li1 2.768(2) 2_556 ?
C2 C3 1.3934(15) . ?
C2 C4 1.3921(15) 3_666 ?
C3 H3 0.9300 . ?
C3 C4 1.3874(15) . ?
C4 H4 0.9300 . ?
Li1 Li1 3.125(2) 2_556 ?
Li1 Li1 3.125(2) 2_546 ?
Li1 Li1 2.739(4) 3_556 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 Li1 137.53(9) . . ?
C1 O1 Li1 125.64(9) . 3_556 ?
Li1 O1 Li1 88.71(9) . 3_556 ?
C1 O2 Li1 131.45(9) . 1_565 ?
C1 O2 Li1 115.97(9) . 2_556 ?
Li1 O2 Li1 104.70(6) 1_565 2_556 ?
O1 C1 O2 123.82(9) . . ?
O1 C1 C2 117.03(9) . . ?
O1 C1 Li1 89.66(7) . 2_556 ?
O2 C1 C2 119.11(9) . . ?
O2 C1 Li1 39.88(6) . 2_556 ?
C2 C1 Li1 144.58(8) . 2_556 ?
C3 C2 C1 120.74(9) . . ?
C4 C2 C1 119.64(10) 3_666 . ?
C4 C2 C3 119.56(9) 3_666 . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.80(10) . . ?
C4 C3 H3 120.1 . . ?
C2 C4 H4 119.7 3_666 . ?
C3 C4 C2 120.64(10) . 3_666 ?
C3 C4 H4 119.7 . . ?
O1 Li1 O1 91.29(9) . 3_556 ?
O1 Li1 O2 104.83(10) . 2_546 ?
O1 Li1 O2 123.28(10) . 1_545 ?
O1 Li1 C1 110.27(8) 3_556 2_546 ?
O1 Li1 C1 128.70(9) . 2_546 ?
O1 Li1 Li1 46.79(6) . 3_556 ?
O1 Li1 Li1 123.67(10) 3_556 2_556 ?
O1 Li1 Li1 107.66(8) 3_556 2_546 ?
O1 Li1 Li1 44.51(6) 3_556 3_556 ?
O1 Li1 Li1 69.23(5) . 2_556 ?
O1 Li1 Li1 155.07(13) . 2_546 ?
O2 Li1 O1 103.24(9) 1_545 3_556 ?
O2 Li1 O1 112.14(10) 2_546 3_556 ?
O2 Li1 O2 118.53(10) 1_545 2_546 ?
O2 Li1 C1 24.15(4) 2_546 2_546 ?
O2 Li1 C1 97.11(8) 1_545 2_546 ?
O2 Li1 Li1 123.48(12) 1_545 3_556 ?
O2 Li1 Li1 37.65(3) 1_545 2_546 ?
O2 Li1 Li1 37.65(6) 2_546 2_556 ?
O2 Li1 Li1 83.30(10) 2_546 2_546 ?
O2 Li1 Li1 117.02(12) 2_546 3_556 ?
O2 Li1 Li1 132.05(12) 1_545 2_556 ?
C1 Li1 Li1 60.19(7) 2_546 2_546 ?
C1 Li1 Li1 59.98(7) 2_546 2_556 ?
Li1 Li1 C1 133.70(12) 3_556 2_546 ?
Li1 Li1 Li1 98.94(8) 3_556 2_556 ?
Li1 Li1 Li1 148.98(12) 3_556 2_546 ?
Li1 Li1 Li1 110.44(12) 2_546 2_556 ?

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
O1 C1 C2 C3 -171.45(9) . . . . ?
O1 C1 C2 C4 5.54(14) . . . 3_666 ?
O2 C1 C2 C3 6.35(15) . . . . ?
O2 C1 C2 C4 -176.66(10) . . . 3_666 ?
C1 C2 C3 C4 177.15(9) . . . . ?
C2 C3 C4 C2 -0.17(18) . . . 3_666 ?
C4 C2 C3 C4 0.17(18) 3_666 . . . ?
Li1 O1 C1 O2 -44.39(18) . . . . ?
Li1 O1 C1 O2 93.53(13) 3_556 . . . ?
Li1 O1 C1 C2 -88.79(12) 3_556 . . . ?
Li1 O1 C1 C2 133.29(12) . . . . ?
Li1 O1 C1 Li1 115.45(10) 3_556 . . 2_556 ?
Li1 O1 C1 Li1 -22.47(15) . . . 2_556 ?
Li1 O2 C1 O1 35.61(15) 2_556 . . . ?
Li1 O2 C1 O1 -108.15(13) 1_565 . . . ?
Li1 O2 C1 C2 -142.03(10) 2_556 . . . ?
Li1 O2 C1 C2 74.20(14) 1_565 . . . ?
Li1 O2 C1 Li1 -143.77(13) 1_565 . . 2_556 ?
Li1 C1 C2 C3 -36.55(19) 2_556 . . . ?
Li1 C1 C2 C4 140.44(13) 2_556 . . 3_666 ?

_olex2_exptl_crystal_mounting_method 'Mitegen loop'
_olex2_submission_original_sample_id JG200_auto
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.076
_oxdiff_exptl_absorpt_empirical_full_min 0.602
####################################################################### 
# 
# 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_jg201_auto
_database_code_depnum_ccdc_archive 'CCDC 2450776'
loop_
_audit_author_name
_audit_author_address
'Nathan Halcovitch'
;Lancaster University
United Kingdom
;
_audit_update_record             
;
2025-05-13 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_audit_creation_date             2025-05-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H3 Li O2'
_chemical_formula_sum            'C6 H3 Li O2'
_chemical_formula_weight         114.02
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O Li'
_chemical_oxdiff_usercomment     LiNDC
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'

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

_cell_length_a                   10.2674(2)
_cell_length_b                   5.33790(10)
_cell_length_c                   8.62550(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.7210(10)
_cell_angle_gamma                90
_cell_volume                     467.267(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5399
_cell_measurement_temperature    291.5(3)
_cell_measurement_theta_max      75.7930
_cell_measurement_theta_min      4.3210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.989
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             232
_exptl_crystal_preparation       oil
_exptl_crystal_recrystallization_method 'water / acetone vapour diffusion'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0123
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7966
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.461
_diffrn_reflns_theta_min         4.357
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      291.5(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2282
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_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    -66.00  33.00   1.00    1.00    --  -41.43  37.00  90.00   99
  2  ω   -116.00 -17.00   1.00    1.00    --  -41.43 -37.00  90.00   99
  3  ω    -66.00  33.00   1.00    1.00    --  -41.43  37.00   0.00   99
  4  ω    103.00 178.00   1.00    1.41    --  112.00  77.00  30.00   75
  5  ω     39.00 109.00   1.00    1.41    --  112.00-111.00  60.00   70
  6  ω     39.00 138.00   1.00    1.41    --  112.00 -45.00-120.00   99
  7  ω     59.00 178.00   1.00    1.41    --  112.00  15.00 -90.00  119
  8  ω     39.00 109.00   1.00    1.41    --  112.00-111.00   0.00   70
  9  ω     39.00 109.00   1.00    1.41    --  112.00-111.00 120.00   70
 10  ω    104.00 178.00   1.00    1.41    --  112.00 111.00 120.00   74
 11  ω     36.00 145.00   1.00    1.41    --  112.00 -77.00 120.00  109
 12  ω    -86.00  -6.00   1.00    1.00    --  -41.43 125.00 150.00   80
 13  ω   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00-120.00  101
 14  ω   -116.00 -17.00   1.00    1.00    --  -41.43 -37.00 -30.00   99
 15  ω     83.00 178.00   1.00    1.41    --  112.00  61.00 -60.00   95
 16  ω     84.00 178.00   1.00    1.41    --  112.00  30.00 120.00   94
 17  ω     83.00 178.00   1.00    1.41    --  112.00  61.00-180.00   95
 18  ω     83.00 178.00   1.00    1.41    --  112.00  61.00-120.00   95
 19  ω     86.00 178.00   1.00    1.41    --  112.00  45.00  60.00   92
 20  ω     84.00 178.00   1.00    1.41    --  112.00  30.00   7.00   94
 21  ω   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00 -60.00  101
 22  ω   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00-180.00  101
 23  ω   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00  60.00  101
 24  ω     83.00 178.00   1.00    1.41    --  112.00  61.00 -90.00   95
 25  ω     86.00 178.00   1.00    1.41    --  112.00  45.00 150.00   92
 26  ω     86.00 178.00   1.00    1.41    --  112.00  45.00  30.00   92
 27  ω     83.00 178.00   1.00    1.41    --  112.00  61.00-150.00   95
 28  ω     39.00 109.00   1.00    1.41    --  112.00-111.00-150.00   70
 29  ω     29.00 107.00   1.00    1.41    --  112.00 -94.00-120.00   78
 30  ω   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00  90.00  101
 31  ω   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00   0.00  101
 32  ω     27.00  95.00   1.00    1.00    --   41.43-125.00 -60.00   68
 33  ω     83.00 108.00   1.00    1.41    --  112.00  61.00 120.00   25
 34  ω     83.00 178.00   1.00    1.41    --  112.00  61.00  60.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1445709000
_diffrn_orient_matrix_UB_12      0.0265898000
_diffrn_orient_matrix_UB_13      0.0258482000
_diffrn_orient_matrix_UB_21      -0.0460364000
_diffrn_orient_matrix_UB_22      -0.1078755000
_diffrn_orient_matrix_UB_23      -0.1648019000
_diffrn_orient_matrix_UB_31      0.0043612000
_diffrn_orient_matrix_UB_32      -0.2664510000
_diffrn_orient_matrix_UB_33      0.0693367000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                936
_reflns_number_total             978
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         978
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.076
_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)+(0.0483P)²+0.1469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0867
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C5(H5)
;
_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
O2 O 0.90099(7) 0.17337(15) 0.43514(9) 0.0236(2) Uani 1 1 d . . . . .
O1 O 0.92248(7) 0.53187(15) 0.30907(9) 0.0240(2) Uani 1 1 d . . . . .
C4 C 0.52822(10) 0.38752(19) 0.53343(11) 0.0185(3) Uani 1 1 d . . . . .
C1 C 0.86078(10) 0.3870(2) 0.38824(12) 0.0185(2) Uani 1 1 d . . . . .
C2 C 0.72805(10) 0.4716(2) 0.42316(12) 0.0192(3) Uani 1 1 d . . . . .
C3 C 0.65781(10) 0.3219(2) 0.51033(12) 0.0197(2) Uani 1 1 d . . . . .
H3 H 0.695773 0.175504 0.554848 0.024 Uiso 1 1 calc R U . . .
C6 C 0.32835(10) 0.3020(2) 0.64183(13) 0.0214(3) Uani 1 1 d . . . . .
H6 H 0.280456 0.199339 0.699599 0.026 Uiso 1 1 calc R U . . .
C5 C 0.45272(10) 0.2337(2) 0.62010(12) 0.0209(3) Uani 1 1 d . . . . .
H5 H 0.488249 0.084176 0.662795 0.025 Uiso 1 1 calc R U . . .
Li1 Li 1.01162(19) 0.3845(4) 0.1453(2) 0.0258(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C1 1.2583(13) . ?
O2 Li1 1.963(2) 2_745 ?
O2 Li1 2.012(2) 4_566 ?
O1 C1 1.2638(13) . ?
O1 Li1 1.961(2) . ?
O1 Li1 2.018(2) 2_755 ?
C4 C4 1.417(2) 3_666 ?
C4 C3 1.4189(14) . ?
C4 C5 1.4177(14) . ?
C1 C2 1.5087(14) . ?
C1 Li1 2.788(2) . ?
C2 C3 1.3740(14) . ?
C2 C6 1.4184(15) 3_666 ?
C3 H3 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.3680(14) . ?
C5 H5 0.9300 . ?
Li1 Li1 2.771(4) 3_765 ?
Li1 Li1 3.252(2) 2_755 ?
Li1 Li1 3.252(2) 2_745 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O2 Li1 138.03(9) . 2_745 ?
C1 O2 Li1 122.80(9) . 4_566 ?
Li1 O2 Li1 88.39(9) 2_745 4_566 ?
C1 O1 Li1 118.08(9) . . ?
C1 O1 Li1 130.24(8) . 2_755 ?
Li1 O1 Li1 109.60(6) . 2_755 ?
C4 C4 C3 119.09(12) 3_666 . ?
C4 C4 C5 118.87(11) 3_666 . ?
C5 C4 C3 122.04(10) . . ?
O2 C1 O1 124.15(9) . . ?
O2 C1 C2 117.99(9) . . ?
O2 C1 Li1 92.56(7) . . ?
O1 C1 C2 117.81(9) . . ?
O1 C1 Li1 38.35(6) . . ?
C2 C1 Li1 140.61(8) . . ?
C3 C2 C1 120.01(10) . . ?
C3 C2 C6 119.66(9) . 3_666 ?
C6 C2 C1 120.21(9) 3_666 . ?
C4 C3 H3 119.5 . . ?
C2 C3 C4 120.97(10) . . ?
C2 C3 H3 119.5 . . ?
C2 C6 H6 119.8 3_666 . ?
C5 C6 C2 120.45(10) . 3_666 ?
C5 C6 H6 119.8 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.94(10) . . ?
C6 C5 H5 119.5 . . ?
O2 Li1 O2 91.61(9) 2_755 4_565 ?
O2 Li1 O1 99.18(9) 4_565 2_745 ?
O2 Li1 O1 130.08(10) 2_755 2_745 ?
O2 Li1 C1 126.69(9) 2_755 . ?
O2 Li1 C1 112.08(8) 4_565 . ?
O2 Li1 Li1 46.52(6) 2_755 3_765 ?
O2 Li1 Li1 123.20(10) 4_565 2_755 ?
O2 Li1 Li1 156.50(13) 2_755 2_745 ?
O2 Li1 Li1 68.13(4) 2_755 2_755 ?
O2 Li1 Li1 107.20(8) 4_565 2_745 ?
O2 Li1 Li1 45.09(6) 4_565 3_765 ?
O1 Li1 O2 116.70(10) . 4_565 ?
O1 Li1 O2 103.15(9) . 2_755 ?
O1 Li1 O1 114.39(10) . 2_745 ?
O1 Li1 C1 23.57(4) . . ?
O1 Li1 C1 93.77(7) 2_745 . ?
O1 Li1 Li1 35.78(6) . 2_755 ?
O1 Li1 Li1 135.03(12) 2_745 2_755 ?
O1 Li1 Li1 124.88(12) 2_745 3_765 ?
O1 Li1 Li1 81.23(10) . 2_745 ?
O1 Li1 Li1 119.17(12) . 3_765 ?
O1 Li1 Li1 34.61(3) 2_745 2_745 ?
C1 Li1 Li1 58.84(7) . 2_755 ?
C1 Li1 Li1 59.37(7) . 2_745 ?
Li1 Li1 C1 134.12(12) 3_765 . ?
Li1 Li1 Li1 149.81(12) 3_765 2_745 ?
Li1 Li1 Li1 97.68(8) 3_765 2_755 ?
Li1 Li1 Li1 110.32(11) 2_745 2_755 ?

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 C1 C2 C3 3.10(15) . . . . ?
O2 C1 C2 C6 -172.97(9) . . . 3_666 ?
O1 C1 C2 C3 -179.25(9) . . . . ?
O1 C1 C2 C6 4.68(15) . . . 3_666 ?
C4 C4 C3 C2 -0.71(18) 3_666 . . . ?
C4 C4 C5 C6 -1.18(18) 3_666 . . . ?
C1 C2 C3 C4 -174.61(9) . . . . ?
C2 C6 C5 C4 0.42(17) 3_666 . . . ?
C3 C4 C5 C6 179.46(10) . . . . ?
C6 C2 C3 C4 1.48(16) 3_666 . . . ?
C5 C4 C3 C2 178.66(10) . . . . ?
Li1 O2 C1 O1 91.31(13) 4_566 . . . ?
Li1 O2 C1 O1 -40.49(18) 2_745 . . . ?
Li1 O2 C1 C2 -91.21(12) 4_566 . . . ?
Li1 O2 C1 C2 137.00(12) 2_745 . . . ?
Li1 O2 C1 Li1 114.64(10) 4_566 . . . ?
Li1 O2 C1 Li1 -17.15(16) 2_745 . . . ?
Li1 O1 C1 O2 -122.08(12) 2_755 . . . ?
Li1 O1 C1 O2 39.63(15) . . . . ?
Li1 O1 C1 C2 -137.87(10) . . . . ?
Li1 O1 C1 C2 60.43(15) 2_755 . . . ?
Li1 O1 C1 Li1 -161.71(13) 2_755 . . . ?
Li1 C1 C2 C3 139.75(11) . . . . ?
Li1 C1 C2 C6 -36.32(18) . . . 3_666 ?

_olex2_exptl_crystal_mounting_method 'mitegen loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.517
_oxdiff_exptl_absorpt_empirical_full_min 0.538
