# Supplementary Information (SI) for Dalton Transactions.
# 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_LLi_a
_database_code_depnum_ccdc_archive 'CCDC 2391300'
loop_
_audit_author_name
_audit_author_address
'Shunichiro Ito'
;Kyoto University
Japan
;
_audit_update_record             
;
2024-10-16 deposited with the CCDC.	2025-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            LLi
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H45 Li N2'
_chemical_formula_weight         548.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   13.0332(10)
_cell_length_b                   15.6288(10)
_cell_length_c                   17.0389(12)
_cell_angle_alpha                90
_cell_angle_beta                 112.015(8)
_cell_angle_gamma                90
_cell_volume                     3217.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    20831
_cell_measurement_theta_min      2.13
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.064
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4572
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku Raxis Rapid'
_diffrn_measurement_method       'oscillation method'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29904
_diffrn_reflns_av_unetI/netI     0.0656
_diffrn_reflns_av_R_equivalents  0.0747
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.833
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7345
_reflns_number_gt                4886
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RAPID AUTO (Rigaku, 2017)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2017)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2017)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0388P)²+1.1805P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7345
_refine_ls_number_parameters     396
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.6925(2) 0.2761(2) 0.22836(18) 0.0280(7) Uani 1 1 d . . . . .
N1 N 0.75695(11) 0.29421(8) 0.34727(8) 0.0194(3) Uani 1 1 d . . . . .
N2 N 0.54203(11) 0.28460(9) 0.21244(8) 0.0191(3) Uani 1 1 d . . . . .
C1 C 0.69740(13) 0.28361(10) 0.39503(10) 0.0174(3) Uani 1 1 d . . . . .
C2 C 0.58065(13) 0.28289(10) 0.36185(10) 0.0192(3) Uani 1 1 d . . . . .
H2 H 0.546557 0.277415 0.402066 0.023 Uiso 1 1 calc R U . . .
C3 C 0.50810(13) 0.28928(10) 0.27631(10) 0.0187(3) Uani 1 1 d . . . . .
C4 C 0.75005(13) 0.26987(10) 0.48969(10) 0.0184(3) Uani 1 1 d . . . . .
C5 C 0.83648(14) 0.32004(11) 0.54337(10) 0.0219(4) Uani 1 1 d . . . . .
H5 H 0.862783 0.366995 0.520808 0.026 Uiso 1 1 calc R U . . .
C6 C 0.88459(14) 0.30215(12) 0.62950(10) 0.0246(4) Uani 1 1 d . . . . .
H6 H 0.942007 0.337847 0.665430 0.030 Uiso 1 1 calc R U . . .
C7 C 0.84937(14) 0.23263(12) 0.66328(11) 0.0259(4) Uani 1 1 d . . . . .
H7 H 0.884333 0.219166 0.721694 0.031 Uiso 1 1 calc R U . . .
C8 C 0.76254(14) 0.18294(11) 0.61091(10) 0.0247(4) Uani 1 1 d . . . . .
H8 H 0.737066 0.135701 0.633689 0.030 Uiso 1 1 calc R U . . .
C9 C 0.71262(14) 0.20202(10) 0.52514(10) 0.0211(4) Uani 1 1 d . . . . .
H9 H 0.652092 0.168340 0.490140 0.025 Uiso 1 1 calc R U . . .
C10 C 0.38775(13) 0.30171(10) 0.26098(10) 0.0190(3) Uani 1 1 d . . . . .
C11 C 0.30570(14) 0.24911(11) 0.20623(11) 0.0253(4) Uani 1 1 d . . . . .
H11 H 0.325745 0.203279 0.178223 0.030 Uiso 1 1 calc R U . . .
C12 C 0.19522(15) 0.26292(13) 0.19219(12) 0.0305(4) Uani 1 1 d . . . . .
H12 H 0.140121 0.226508 0.154790 0.037 Uiso 1 1 calc R U . . .
C13 C 0.16486(14) 0.32935(13) 0.23230(11) 0.0299(4) Uani 1 1 d . . . . .
H13 H 0.089041 0.338762 0.222533 0.036 Uiso 1 1 calc R U . . .
C14 C 0.24495(15) 0.38195(12) 0.28656(11) 0.0266(4) Uani 1 1 d . . . . .
H14 H 0.224300 0.427813 0.314170 0.032 Uiso 1 1 calc R U . . .
C15 C 0.35610(14) 0.36811(11) 0.30105(10) 0.0220(4) Uani 1 1 d . . . . .
H15 H 0.410850 0.404525 0.338781 0.026 Uiso 1 1 calc R U . . .
C16 C 0.87431(13) 0.30196(10) 0.38084(10) 0.0192(3) Uani 1 1 d . . . . .
C17 C 0.94486(14) 0.23227(11) 0.41511(10) 0.0215(4) Uani 1 1 d . . . . .
C18 C 1.05860(15) 0.24406(12) 0.44169(12) 0.0302(4) Uani 1 1 d . . . . .
H18 H 1.106774 0.197442 0.466162 0.036 Uiso 1 1 calc R U . . .
C19 C 1.10283(15) 0.32190(13) 0.43327(13) 0.0350(5) Uani 1 1 d . . . . .
H19 H 1.180804 0.329216 0.453116 0.042 Uiso 1 1 calc R U . . .
C20 C 1.03344(16) 0.38901(12) 0.39595(13) 0.0327(4) Uani 1 1 d . . . . .
H20 H 1.064307 0.442197 0.389000 0.039 Uiso 1 1 calc R U . . .
C21 C 0.91933(15) 0.38075(11) 0.36823(11) 0.0254(4) Uani 1 1 d . . . . .
C22 C 0.46846(13) 0.29758(11) 0.12672(10) 0.0190(3) Uani 1 1 d . . . . .
C23 C 0.44660(13) 0.22719(11) 0.07149(10) 0.0228(4) Uani 1 1 d . . . . .
C24 C 0.38574(15) 0.24056(13) -0.01406(11) 0.0294(4) Uani 1 1 d . . . . .
H24 H 0.371343 0.193663 -0.052155 0.035 Uiso 1 1 calc R U . . .
C25 C 0.34573(15) 0.32063(14) -0.04488(11) 0.0338(5) Uani 1 1 d . . . . .
H25 H 0.304547 0.328648 -0.103610 0.041 Uiso 1 1 calc R U . . .
C26 C 0.36598(15) 0.38873(12) 0.01013(11) 0.0297(4) Uani 1 1 d . . . . .
H26 H 0.336825 0.443394 -0.011174 0.036 Uiso 1 1 calc R U . . .
C27 C 0.42829(14) 0.37940(11) 0.09641(10) 0.0229(4) Uani 1 1 d . . . . .
C28 C 0.90048(15) 0.14339(11) 0.41946(11) 0.0238(4) Uani 1 1 d . . . . .
H28 H 0.818635 0.148160 0.403508 0.029 Uiso 1 1 calc R U . . .
C29 C 0.92113(17) 0.08460(12) 0.35483(12) 0.0312(4) Uani 1 1 d . . . . .
H29A H 0.884185 0.108162 0.297824 0.047 Uiso 1 1 calc R U . . .
H29B H 0.891542 0.027510 0.357565 0.047 Uiso 1 1 calc R U . . .
H29C H 1.000858 0.080549 0.367808 0.047 Uiso 1 1 calc R U . . .
C30 C 0.94978(17) 0.10595(12) 0.50892(11) 0.0329(4) Uani 1 1 d . . . . .
H30A H 1.029424 0.096986 0.524674 0.049 Uiso 1 1 calc R U . . .
H30B H 0.914000 0.051145 0.510389 0.049 Uiso 1 1 calc R U . . .
H30C H 0.937449 0.145752 0.548963 0.049 Uiso 1 1 calc R U . . .
C31 C 0.84503(18) 0.45575(13) 0.32566(14) 0.0386(5) Uani 1 1 d . . . . .
H31A H 0.766012 0.437329 0.298632 0.046 Uiso 0.573(18) 1 calc R U P A 1
H31B H 0.777553 0.425500 0.286691 0.046 Uiso 0.427(18) 1 calc R U P A 2
C32 C 0.88183(19) 0.50360(13) 0.26302(13) 0.0421(5) Uani 1 1 d . . . . .
H32A H 0.952855 0.531804 0.293478 0.063 Uiso 1 1 calc R U . . .
H32B H 0.826198 0.546708 0.233341 0.063 Uiso 1 1 calc R U . . .
H32C H 0.890143 0.463132 0.221867 0.063 Uiso 1 1 calc R U . . .
C33A C 0.8610(8) 0.5262(4) 0.4009(5) 0.0421(17) Uani 0.573(18) 1 d . . P A 1
H33A H 0.814692 0.576375 0.376974 0.063 Uiso 0.573(18) 1 calc R U P A 1
H33B H 0.839029 0.500626 0.444746 0.063 Uiso 0.573(18) 1 calc R U P A 1
H33C H 0.938802 0.543700 0.425873 0.063 Uiso 0.573(18) 1 calc R U P A 1
C33B C 0.8011(15) 0.5033(6) 0.3760(6) 0.051(3) Uani 0.427(18) 1 d . . P A 2
H33D H 0.754853 0.549682 0.342147 0.076 Uiso 0.427(18) 1 calc R U P A 2
H33E H 0.756155 0.465779 0.396352 0.076 Uiso 0.427(18) 1 calc R U P A 2
H33F H 0.861740 0.527552 0.424409 0.076 Uiso 0.427(18) 1 calc R U P A 2
C34 C 0.48634(14) 0.13806(11) 0.10535(12) 0.0259(4) Uani 1 1 d . . . . .
H34 H 0.493712 0.136323 0.165900 0.031 Uiso 1 1 calc R U . . .
C35 C 0.59934(16) 0.11714(12) 0.10281(14) 0.0361(5) Uani 1 1 d . . . . .
H35A H 0.593737 0.115446 0.043843 0.054 Uiso 1 1 calc R U . . .
H35B H 0.624166 0.061309 0.129314 0.054 Uiso 1 1 calc R U . . .
H35C H 0.652725 0.161207 0.133625 0.054 Uiso 1 1 calc R U . . .
C36 C 0.40472(18) 0.06795(13) 0.05804(16) 0.0468(6) Uani 1 1 d . . . . .
H36A H 0.403823 0.062623 0.000480 0.070 Uiso 1 1 calc R U . . .
H36B H 0.330468 0.082881 0.055408 0.070 Uiso 1 1 calc R U . . .
H36C H 0.427559 0.013421 0.087917 0.070 Uiso 1 1 calc R U . . .
C37 C 0.45313(15) 0.45737(11) 0.15371(11) 0.0266(4) Uani 1 1 d . . . . .
H37 H 0.486466 0.437006 0.213627 0.032 Uiso 1 1 calc R U . . .
C38 C 0.53779(18) 0.51571(12) 0.13740(14) 0.0393(5) Uani 1 1 d . . . . .
H38A H 0.606572 0.483914 0.148263 0.059 Uiso 1 1 calc R U . . .
H38B H 0.552904 0.565407 0.175132 0.059 Uiso 1 1 calc R U . . .
H38C H 0.507960 0.535064 0.078394 0.059 Uiso 1 1 calc R U . . .
C39 C 0.34892(18) 0.50820(13) 0.14373(14) 0.0398(5) Uani 1 1 d . . . . .
H39A H 0.317495 0.532304 0.086521 0.060 Uiso 1 1 calc R U . . .
H39B H 0.367799 0.554659 0.185375 0.060 Uiso 1 1 calc R U . . .
H39C H 0.294568 0.470264 0.152878 0.060 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Li1 N2 1.881(3) . ?
Li1 N1 1.901(3) . ?
Li1 C8 2.572(3) 4_565 ?
Li1 C7 2.670(3) 4_565 ?
N1 C1 1.329(2) . ?
N1 C16 1.423(2) . ?
N2 C3 1.321(2) . ?
N2 C22 1.430(2) . ?
C1 C2 1.411(2) . ?
C1 C4 1.513(2) . ?
C2 C3 1.412(2) . ?
C3 C10 1.503(2) . ?
C4 C5 1.396(2) . ?
C4 C9 1.396(2) . ?
C5 C6 1.391(2) . ?
C6 C7 1.386(3) . ?
C7 C8 1.387(2) . ?
C8 C9 1.391(2) . ?
C10 C15 1.387(2) . ?
C10 C11 1.393(2) . ?
C11 C12 1.385(2) . ?
C12 C13 1.380(3) . ?
C13 C14 1.377(3) . ?
C14 C15 1.392(2) . ?
C16 C17 1.404(2) . ?
C16 C21 1.415(2) . ?
C17 C18 1.390(2) . ?
C17 C28 1.517(2) . ?
C18 C19 1.377(3) . ?
C19 C20 1.375(3) . ?
C20 C21 1.387(3) . ?
C21 C31 1.520(3) . ?
C22 C27 1.405(2) . ?
C22 C23 1.406(2) . ?
C23 C24 1.390(2) . ?
C23 C34 1.522(2) . ?
C24 C25 1.381(3) . ?
C25 C26 1.377(3) . ?
C26 C27 1.395(2) . ?
C27 C37 1.519(2) . ?
C28 C30 1.531(2) . ?
C28 C29 1.534(2) . ?
C31 C33B 1.408(8) . ?
C31 C32 1.521(3) . ?
C31 C33A 1.643(8) . ?
C34 C35 1.525(2) . ?
C34 C36 1.529(3) . ?
C37 C39 1.527(3) . ?
C37 C38 1.535(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Li1 N1 99.41(15) . . ?
N2 Li1 C8 121.68(14) . 4_565 ?
N1 Li1 C8 130.41(15) . 4_565 ?
N2 Li1 C7 149.66(15) . 4_565 ?
N1 Li1 C7 110.43(14) . 4_565 ?
C8 Li1 C7 30.61(6) 4_565 4_565 ?
C1 N1 C16 123.44(13) . . ?
C1 N1 Li1 120.53(14) . . ?
C16 N1 Li1 114.83(14) . . ?
C3 N2 C22 122.01(13) . . ?
C3 N2 Li1 122.53(14) . . ?
C22 N2 Li1 114.91(13) . . ?
N1 C1 C2 123.06(14) . . ?
N1 C1 C4 122.34(14) . . ?
C2 C1 C4 114.59(14) . . ?
C1 C2 C3 128.11(15) . . ?
N2 C3 C2 123.00(14) . . ?
N2 C3 C10 120.91(14) . . ?
C2 C3 C10 116.09(14) . . ?
C5 C4 C9 118.06(14) . . ?
C5 C4 C1 123.44(14) . . ?
C9 C4 C1 118.47(14) . . ?
C6 C5 C4 120.81(16) . . ?
C7 C6 C5 120.48(16) . . ?
C6 C7 C8 119.30(15) . . ?
C6 C7 Li1 129.59(14) . 4_566 ?
C8 C7 Li1 70.81(12) . 4_566 ?
C7 C8 C9 120.22(16) . . ?
C7 C8 Li1 78.59(12) . 4_566 ?
C9 C8 Li1 126.97(13) . 4_566 ?
C8 C9 C4 121.05(16) . . ?
C15 C10 C11 118.40(15) . . ?
C15 C10 C3 119.64(14) . . ?
C11 C10 C3 121.95(15) . . ?
C12 C11 C10 120.72(17) . . ?
C13 C12 C11 120.27(17) . . ?
C14 C13 C12 119.71(16) . . ?
C13 C14 C15 120.19(17) . . ?
C10 C15 C14 120.70(16) . . ?
C17 C16 C21 119.62(15) . . ?
C17 C16 N1 122.61(15) . . ?
C21 C16 N1 117.22(14) . . ?
C18 C17 C16 119.01(16) . . ?
C18 C17 C28 119.00(16) . . ?
C16 C17 C28 121.90(15) . . ?
C19 C18 C17 121.34(18) . . ?
C20 C19 C18 119.59(17) . . ?
C19 C20 C21 121.44(18) . . ?
C20 C21 C16 118.82(16) . . ?
C20 C21 C31 120.03(17) . . ?
C16 C21 C31 121.16(16) . . ?
C27 C22 C23 120.81(15) . . ?
C27 C22 N2 121.31(14) . . ?
C23 C22 N2 117.57(14) . . ?
C24 C23 C22 118.51(16) . . ?
C24 C23 C34 120.97(16) . . ?
C22 C23 C34 120.51(15) . . ?
C25 C24 C23 121.38(17) . . ?
C26 C25 C24 119.53(16) . . ?
C25 C26 C27 121.59(17) . . ?
C26 C27 C22 118.17(16) . . ?
C26 C27 C37 119.54(16) . . ?
C22 C27 C37 122.27(15) . . ?
C17 C28 C30 111.92(15) . . ?
C17 C28 C29 109.92(14) . . ?
C30 C28 C29 111.39(14) . . ?
C33B C31 C21 116.6(3) . . ?
C33B C31 C32 118.3(4) . . ?
C21 C31 C32 113.71(17) . . ?
C21 C31 C33A 105.8(3) . . ?
C32 C31 C33A 103.7(3) . . ?
C23 C34 C35 112.36(15) . . ?
C23 C34 C36 112.65(15) . . ?
C35 C34 C36 108.65(15) . . ?
C27 C37 C39 112.30(16) . . ?
C27 C37 C38 110.78(15) . . ?
C39 C37 C38 109.92(16) . . ?

_refine_diff_density_max         0.250
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.043






_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane, toluene'
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Hygroscopic,Oxygen-sensitive
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_LLiOEt2_a
_database_code_depnum_ccdc_archive 'CCDC 2391301'
loop_
_audit_author_name
_audit_author_address
'Shunichiro Ito'
;Kyoto University
Japan
;
_audit_update_record             
;
2024-10-16 deposited with the CCDC.	2025-05-14 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT934_LLiOEt2_a           
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          5 Check
RESPONSE: Due to the low crystal quality.
;
# Added during the CSD deposition process: Wednesday 16 October 2024 03:53 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            LLi_OEt
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H55 Li N2 O'
_chemical_formula_weight         622.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.6715(3)
_cell_length_b                   12.0089(3)
_cell_length_c                   18.3158(6)
_cell_angle_alpha                87.453(6)
_cell_angle_beta                 84.286(6)
_cell_angle_gamma                81.445(6)
_cell_volume                     1875.88(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    43507
_cell_measurement_theta_min      1.71
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.103
_exptl_crystal_F_000             676
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.064
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7550
_exptl_absorpt_correction_T_max  1.1337
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku Raxis Rapid'
_diffrn_measurement_method       'oscillation method'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41334
_diffrn_reflns_av_unetI/netI     0.0680
_diffrn_reflns_av_R_equivalents  0.1093
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.076
_diffrn_reflns_theta_max         27.476
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8575
_reflns_number_gt                6778
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RAPID AUTO (Rigaku, 2017)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2017)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2017)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0861P)²+1.5127P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8575
_refine_ls_number_parameters     434
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0680
_refine_ls_wR_factor_ref         0.2054
_refine_ls_wR_factor_gt          0.1636
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.5430(5) 0.6079(3) 0.7145(2) 0.0252(8) Uani 1 1 d . . . . .
N1 N 0.6866(2) 0.49600(14) 0.76062(9) 0.0186(4) Uani 1 1 d . . . . .
N2 N 0.6279(2) 0.73974(14) 0.73886(9) 0.0188(4) Uani 1 1 d . . . . .
C1 C 0.7917(3) 0.52198(17) 0.80268(11) 0.0184(4) Uani 1 1 d . . . . .
C2 C 0.8151(3) 0.63354(17) 0.81442(11) 0.0193(4) Uani 1 1 d . . . . .
H2 H 0.896752 0.641118 0.843949 0.023 Uiso 1 1 calc R U . . .
C3 C 0.7322(3) 0.73564(17) 0.78780(11) 0.0182(4) Uani 1 1 d . . . . .
C4 C 0.8959(3) 0.43060(17) 0.84112(11) 0.0191(4) Uani 1 1 d . . . . .
C5 C 0.9840(3) 0.34227(18) 0.80207(12) 0.0223(5) Uani 1 1 d . . . . .
H5 H 0.978113 0.339316 0.750689 0.027 Uiso 1 1 calc R U . . .
C6 C 1.0806(3) 0.25824(19) 0.83740(14) 0.0281(5) Uani 1 1 d . . . . .
H6 H 1.142174 0.199423 0.809972 0.034 Uiso 1 1 calc R U . . .
C7 C 1.0868(3) 0.26043(19) 0.91258(14) 0.0292(5) Uani 1 1 d . . . . .
H7 H 1.151268 0.202333 0.936828 0.035 Uiso 1 1 calc R U . . .
C8 C 0.9990(3) 0.3473(2) 0.95255(13) 0.0269(5) Uani 1 1 d . . . . .
H8 H 1.003019 0.348564 1.004145 0.032 Uiso 1 1 calc R U . . .
C9 C 0.9050(3) 0.43277(19) 0.91691(12) 0.0225(5) Uani 1 1 d . . . . .
H9 H 0.846677 0.492969 0.944261 0.027 Uiso 1 1 calc R U . . .
C10 C 0.7709(3) 0.84116(17) 0.81917(11) 0.0199(4) Uani 1 1 d . . . . .
C11 C 0.8069(3) 0.93285(18) 0.77446(12) 0.0224(5) Uani 1 1 d . . . . .
H11 H 0.806423 0.929845 0.722748 0.027 Uiso 1 1 calc R U . . .
C12 C 0.8437(3) 1.02890(18) 0.80517(13) 0.0250(5) Uani 1 1 d . . . . .
H12 H 0.868569 1.090570 0.774208 0.030 Uiso 1 1 calc R U . . .
C13 C 0.8440(3) 1.03471(19) 0.88034(13) 0.0274(5) Uani 1 1 d . . . . .
H13 H 0.868549 1.100297 0.901090 0.033 Uiso 1 1 calc R U . . .
C14 C 0.8083(3) 0.9441(2) 0.92544(13) 0.0287(5) Uani 1 1 d . . . . .
H14 H 0.807927 0.947941 0.977146 0.034 Uiso 1 1 calc R U . . .
C15 C 0.7729(3) 0.84744(19) 0.89509(12) 0.0251(5) Uani 1 1 d . . . . .
H15 H 0.750025 0.785467 0.926239 0.030 Uiso 1 1 calc R U . . .
C16 C 0.6469(3) 0.38444(17) 0.76020(11) 0.0187(4) Uani 1 1 d . . . . .
C17 C 0.5588(3) 0.34041(18) 0.82090(12) 0.0206(4) Uani 1 1 d . . . . .
C18 C 0.5020(3) 0.23930(19) 0.81276(12) 0.0245(5) Uani 1 1 d . . . . .
H18 H 0.443954 0.208109 0.853307 0.029 Uiso 1 1 calc R U . . .
C19 C 0.5280(3) 0.18292(19) 0.74705(13) 0.0256(5) Uani 1 1 d . . . . .
H19 H 0.485953 0.115160 0.742534 0.031 Uiso 1 1 calc R U . . .
C20 C 0.6157(3) 0.22628(19) 0.68828(13) 0.0264(5) Uani 1 1 d . . . . .
H20 H 0.633144 0.187682 0.643370 0.032 Uiso 1 1 calc R U . . .
C21 C 0.6790(3) 0.32563(18) 0.69357(12) 0.0207(4) Uani 1 1 d . . . . .
C22 C 0.5286(3) 0.83943(17) 0.71822(11) 0.0190(4) Uani 1 1 d . . . . .
C23 C 0.3927(3) 0.88070(17) 0.76328(12) 0.0203(4) Uani 1 1 d . . . . .
C24 C 0.2800(3) 0.96150(18) 0.73387(13) 0.0239(5) Uani 1 1 d . . . . .
H24 H 0.186480 0.987821 0.763482 0.029 Uiso 1 1 calc R U . . .
C25 C 0.3017(3) 1.00385(19) 0.66263(13) 0.0257(5) Uani 1 1 d . . . . .
H25 H 0.223169 1.057618 0.643317 0.031 Uiso 1 1 calc R U . . .
C26 C 0.4394(3) 0.96692(19) 0.61975(12) 0.0253(5) Uani 1 1 d . . . . .
H26 H 0.456066 0.998281 0.571582 0.030 Uiso 1 1 calc R U . . .
C27 C 0.5540(3) 0.88466(18) 0.64582(11) 0.0204(4) Uani 1 1 d . . . . .
C28 C 0.5142(3) 0.40570(19) 0.89132(11) 0.0219(5) Uani 1 1 d . . . . .
H28 H 0.597775 0.453243 0.896196 0.026 Uiso 1 1 calc R U . . .
C29 C 0.3598(3) 0.4853(2) 0.88596(13) 0.0275(5) Uani 1 1 d . . . . .
H29A H 0.372224 0.539466 0.844948 0.041 Uiso 1 1 calc R U . . .
H29B H 0.331728 0.525835 0.931760 0.041 Uiso 1 1 calc R U . . .
H29C H 0.276718 0.441423 0.877739 0.041 Uiso 1 1 calc R U . . .
C30 C 0.5043(3) 0.3291(2) 0.96038(13) 0.0331(6) Uani 1 1 d . . . . .
H30A H 0.420371 0.283334 0.958076 0.050 Uiso 1 1 calc R U . . .
H30B H 0.481893 0.375439 1.003940 0.050 Uiso 1 1 calc R U . . .
H30C H 0.604223 0.279600 0.963243 0.050 Uiso 1 1 calc R U . . .
C31 C 0.7784(3) 0.3708(2) 0.62884(12) 0.0263(5) Uani 1 1 d . . . . .
H31 H 0.837831 0.426620 0.648091 0.032 Uiso 1 1 calc R U . . .
C32 C 0.6751(3) 0.4330(2) 0.57206(14) 0.0370(6) Uani 1 1 d . . . . .
H32A H 0.620028 0.379320 0.549964 0.056 Uiso 1 1 calc R U . . .
H32B H 0.740858 0.467958 0.533708 0.056 Uiso 1 1 calc R U . . .
H32C H 0.598478 0.491379 0.596295 0.056 Uiso 1 1 calc R U . . .
C33 C 0.8980(3) 0.2790(2) 0.59163(15) 0.0376(6) Uani 1 1 d . . . . .
H33A H 0.960146 0.237273 0.628543 0.056 Uiso 1 1 calc R U . . .
H33B H 0.967496 0.313752 0.554818 0.056 Uiso 1 1 calc R U . . .
H33C H 0.843113 0.227176 0.567683 0.056 Uiso 1 1 calc R U . . .
C34 C 0.3646(3) 0.84018(19) 0.84283(12) 0.0252(5) Uani 1 1 d . . . . .
H34 H 0.454007 0.780822 0.853477 0.030 Uiso 1 1 calc R U . . .
C35 C 0.2124(3) 0.7878(2) 0.85719(16) 0.0383(6) Uani 1 1 d . . . . .
H35A H 0.122924 0.844439 0.847021 0.057 Uiso 1 1 calc R U . . .
H35B H 0.199977 0.761575 0.908595 0.057 Uiso 1 1 calc R U . . .
H35C H 0.217410 0.723901 0.825105 0.057 Uiso 1 1 calc R U . . .
C36 C 0.3626(4) 0.9378(2) 0.89462(13) 0.0379(6) Uani 1 1 d . . . . .
H36A H 0.458313 0.972070 0.883390 0.057 Uiso 1 1 calc R U . . .
H36B H 0.357270 0.908998 0.945585 0.057 Uiso 1 1 calc R U . . .
H36C H 0.271061 0.994458 0.887899 0.057 Uiso 1 1 calc R U . . .
C37 C 0.6989(3) 0.84139(19) 0.59539(12) 0.0241(5) Uani 1 1 d . . . . .
H37 H 0.773308 0.792855 0.625946 0.029 Uiso 1 1 calc R U . . .
C38 C 0.6576(3) 0.7675(2) 0.53567(14) 0.0338(6) Uani 1 1 d . . . . .
H38A H 0.608117 0.705001 0.558885 0.051 Uiso 1 1 calc R U . . .
H38B H 0.753395 0.737569 0.505576 0.051 Uiso 1 1 calc R U . . .
H38C H 0.585130 0.813025 0.504543 0.051 Uiso 1 1 calc R U . . .
C39 C 0.7841(3) 0.9365(2) 0.55988(13) 0.0300(5) Uani 1 1 d . . . . .
H39A H 0.715011 0.984315 0.528300 0.045 Uiso 1 1 calc R U . . .
H39B H 0.879245 0.903870 0.530365 0.045 Uiso 1 1 calc R U . . .
H39C H 0.812250 0.981839 0.598319 0.045 Uiso 1 1 calc R U . . .
O1 O 0.34301(19) 0.59572(13) 0.68036(9) 0.0256(4) Uani 1 1 d . . . . .
C40 C 0.2642(3) 0.4980(2) 0.69749(13) 0.0274(5) Uani 1 1 d . . . . .
H40A H 0.163069 0.522192 0.726454 0.033 Uiso 1 1 calc R U . . .
H40B H 0.328919 0.444173 0.728564 0.033 Uiso 1 1 calc R U . . .
C41 C 0.2333(3) 0.4378(2) 0.63037(14) 0.0347(6) Uani 1 1 d . . . . .
H41A H 0.152424 0.484939 0.604517 0.052 Uiso 1 1 calc R U . . .
H41B H 0.197486 0.365990 0.645777 0.052 Uiso 1 1 calc R U . . .
H41C H 0.329994 0.423648 0.597519 0.052 Uiso 1 1 calc R U . . .
C42 C 0.2650(3) 0.6815(2) 0.63293(13) 0.0281(5) Uani 1 1 d . . . . .
H42A H 0.265554 0.650028 0.583849 0.034 Uiso 1 1 calc R U . . .
H42B H 0.325590 0.745540 0.627075 0.034 Uiso 1 1 calc R U . . .
C43 C 0.0983(3) 0.7251(2) 0.66067(17) 0.0397(6) Uani 1 1 d . . . . .
H43A H 0.033909 0.664657 0.660175 0.060 Uiso 1 1 calc R U . . .
H43B H 0.057429 0.788190 0.628935 0.060 Uiso 1 1 calc R U . . .
H43C H 0.095309 0.750624 0.710936 0.060 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Li1 N1 1.919(4) . ?
Li1 O1 1.929(4) . ?
Li1 N2 1.930(4) . ?
Li1 C22 2.768(4) . ?
N1 C1 1.329(3) . ?
N1 C16 1.433(3) . ?
N2 C3 1.330(3) . ?
N2 C22 1.427(3) . ?
C1 C2 1.413(3) . ?
C1 C4 1.510(3) . ?
C2 C3 1.418(3) . ?
C3 C10 1.509(3) . ?
C4 C5 1.392(3) . ?
C4 C9 1.400(3) . ?
C5 C6 1.392(3) . ?
C6 C7 1.385(3) . ?
C7 C8 1.387(4) . ?
C8 C9 1.393(3) . ?
C10 C11 1.397(3) . ?
C10 C15 1.398(3) . ?
C11 C12 1.397(3) . ?
C12 C13 1.382(3) . ?
C13 C14 1.390(3) . ?
C14 C15 1.395(3) . ?
C16 C17 1.413(3) . ?
C16 C21 1.420(3) . ?
C17 C18 1.396(3) . ?
C17 C28 1.526(3) . ?
C18 C19 1.389(3) . ?
C19 C20 1.383(3) . ?
C20 C21 1.397(3) . ?
C21 C31 1.523(3) . ?
C22 C23 1.409(3) . ?
C22 C27 1.420(3) . ?
C23 C24 1.401(3) . ?
C23 C34 1.523(3) . ?
C24 C25 1.385(3) . ?
C25 C26 1.388(3) . ?
C26 C27 1.397(3) . ?
C27 C37 1.523(3) . ?
C28 C30 1.534(3) . ?
C28 C29 1.534(3) . ?
C31 C33 1.530(3) . ?
C31 C32 1.536(4) . ?
C34 C36 1.537(3) . ?
C34 C35 1.540(4) . ?
C37 C39 1.536(3) . ?
C37 C38 1.539(3) . ?
O1 C42 1.450(3) . ?
O1 C40 1.451(3) . ?
C40 C41 1.519(3) . ?
C42 C43 1.508(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Li1 O1 129.7(2) . . ?
N1 Li1 N2 98.33(19) . . ?
O1 Li1 N2 129.8(2) . . ?
N1 Li1 C22 126.98(18) . . ?
O1 Li1 C22 101.11(17) . . ?
N2 Li1 C22 28.93(9) . . ?
C1 N1 C16 121.99(18) . . ?
C1 N1 Li1 122.76(18) . . ?
C16 N1 Li1 113.70(18) . . ?
C3 N2 C22 124.41(17) . . ?
C3 N2 Li1 122.12(18) . . ?
C22 N2 Li1 110.21(18) . . ?
N1 C1 C2 123.7(2) . . ?
N1 C1 C4 120.62(18) . . ?
C2 C1 C4 115.64(18) . . ?
C1 C2 C3 128.3(2) . . ?
N2 C3 C2 123.28(18) . . ?
N2 C3 C10 121.71(19) . . ?
C2 C3 C10 115.01(18) . . ?
C5 C4 C9 118.7(2) . . ?
C5 C4 C1 120.73(19) . . ?
C9 C4 C1 120.56(19) . . ?
C6 C5 C4 120.8(2) . . ?
C7 C6 C5 119.9(2) . . ?
C6 C7 C8 120.1(2) . . ?
C7 C8 C9 119.9(2) . . ?
C8 C9 C4 120.5(2) . . ?
C11 C10 C15 118.67(19) . . ?
C11 C10 C3 121.96(18) . . ?
C15 C10 C3 119.37(18) . . ?
C12 C11 C10 120.6(2) . . ?
C13 C12 C11 120.4(2) . . ?
C12 C13 C14 119.6(2) . . ?
C13 C14 C15 120.3(2) . . ?
C14 C15 C10 120.5(2) . . ?
C17 C16 C21 120.57(19) . . ?
C17 C16 N1 120.86(18) . . ?
C21 C16 N1 117.98(18) . . ?
C18 C17 C16 118.10(19) . . ?
C18 C17 C28 120.29(19) . . ?
C16 C17 C28 121.40(18) . . ?
C19 C18 C17 121.9(2) . . ?
C20 C19 C18 119.4(2) . . ?
C19 C20 C21 121.4(2) . . ?
C20 C21 C16 118.5(2) . . ?
C20 C21 C31 120.68(19) . . ?
C16 C21 C31 120.77(19) . . ?
C23 C22 C27 120.0(2) . . ?
C23 C22 N2 120.90(19) . . ?
C27 C22 N2 118.20(19) . . ?
C23 C22 Li1 107.47(16) . . ?
C27 C22 Li1 109.76(16) . . ?
N2 C22 Li1 40.86(12) . . ?
C24 C23 C22 118.9(2) . . ?
C24 C23 C34 119.1(2) . . ?
C22 C23 C34 122.0(2) . . ?
C25 C24 C23 121.5(2) . . ?
C24 C25 C26 119.3(2) . . ?
C25 C26 C27 121.5(2) . . ?
C26 C27 C22 118.7(2) . . ?
C26 C27 C37 119.81(19) . . ?
C22 C27 C37 121.4(2) . . ?
C17 C28 C30 113.10(19) . . ?
C17 C28 C29 110.32(18) . . ?
C30 C28 C29 110.6(2) . . ?
C21 C31 C33 112.9(2) . . ?
C21 C31 C32 111.1(2) . . ?
C33 C31 C32 109.9(2) . . ?
C23 C34 C36 110.10(19) . . ?
C23 C34 C35 112.2(2) . . ?
C36 C34 C35 110.6(2) . . ?
C27 C37 C39 112.90(19) . . ?
C27 C37 C38 111.0(2) . . ?
C39 C37 C38 110.05(19) . . ?
C42 O1 C40 115.57(17) . . ?
C42 O1 Li1 122.02(18) . . ?
C40 O1 Li1 122.35(18) . . ?
O1 C40 C41 113.97(19) . . ?
O1 C42 C43 114.1(2) . . ?

_refine_diff_density_max         0.431
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.075




_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: diethyl ether, hexane'
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Hygroscopic,Oxygen-sensitive
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_20250214_llithf_1
_database_code_depnum_ccdc_archive 'CCDC 2440658'
loop_
_audit_author_name
_audit_author_address
'Shunichiro Ito'
;Kyoto University
Japan
;
_audit_update_record             
;
2025-04-03 deposited with the CCDC.	2025-05-14 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_20250214_llithf_1   
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         12 Note
RESPONSE: Probably due to the low quality and the large size of the crystal.
;
# Added during the CSD deposition process: Thursday 03 April 2025 07:30 AM
# end Validation Reply Form

_audit_creation_date             2025-02-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C43 H53 Li N2 O'
_chemical_formula_sum            'C43 H53 Li N2 O'
_chemical_formula_weight         620.81
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.625(3)
_cell_length_b                   12.085(5)
_cell_length_c                   18.367(7)
_cell_angle_alpha                84.102(18)
_cell_angle_beta                 82.022(13)
_cell_angle_gamma                81.110(15)
_cell_volume                     1866.6(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5595
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   '(REQAB; Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.105
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             672
_exptl_crystal_preparation       Loop
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0861
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14433
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.517
_diffrn_reflns_theta_min         3.083
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 0.0000
	             XTD: 45.0039
	          2theta: -20.0252
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 90.0000
	             XTD: 45.0039
	          2theta: -20.0252
;
_diffrn_measurement_device       
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support Loop
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   ?
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_voltage           50.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4489
_reflns_number_total             8063
_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       
;
CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)
;
_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         0.240
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     432
_refine_ls_number_reflns         8063
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      0.932
_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)+(0.0593P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1394
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C34(H34), C22(H22), C37(H37), C25(H25)
2.b Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B), C40(H40A,H40B), C42(H42A,H42B), C41(H41A,H41B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C30(H30), C5(H5), C15(H15), C11(H11), C9(H9), C31(H31), C14(H14),
 C18(H18), C32(H32), C6(H6), C13(H13), C20(H20), C19(H19), C8(H8), C7(H7),
 C12(H12)
2.d Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C23(H23A,H23B,H23C), C39(H39A,H39B,H39C), C38(H38A,H38B,
 H38C), C36(H36A,H36B,H36C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C)
;
_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
O1 O 0.35439(15) 0.62658(10) 0.17694(7) 0.0419(3) Uani 1 1 d . . . . .
N2 N 0.63029(15) 0.75598(10) 0.23816(7) 0.0240(3) Uani 1 1 d . . . . .
N1 N 0.68880(15) 0.51326(10) 0.25978(7) 0.0246(3) Uani 1 1 d . . . . .
C28 C 0.53596(19) 0.85818(12) 0.21600(9) 0.0246(4) Uani 1 1 d . . . . .
C4 C 0.89590(19) 0.44085(13) 0.33976(9) 0.0253(4) Uani 1 1 d . . . . .
C10 C 0.76916(19) 0.85062(13) 0.31722(9) 0.0261(4) Uani 1 1 d . . . . .
C1 C 0.79249(18) 0.53506(13) 0.30142(8) 0.0237(3) Uani 1 1 d . . . . .
C3 C 0.73364(18) 0.74842(13) 0.28624(8) 0.0238(3) Uani 1 1 d . . . . .
C2 C 0.81499(19) 0.64464(12) 0.31293(8) 0.0245(3) Uani 1 1 d . . . . .
H2 H 0.893651 0.649407 0.341884 0.029 Uiso 1 1 calc R U . . .
C33 C 0.5711(2) 0.90762(13) 0.14421(9) 0.0282(4) Uani 1 1 d . . . . .
C16 C 0.64814(19) 0.40314(12) 0.25886(9) 0.0259(4) Uani 1 1 d . . . . .
C29 C 0.39467(19) 0.89759(13) 0.26002(9) 0.0269(4) Uani 1 1 d . . . . .
C17 C 0.5619(2) 0.35326(13) 0.32148(9) 0.0288(4) Uani 1 1 d . . . . .
C30 C 0.2895(2) 0.98358(13) 0.22958(9) 0.0321(4) Uani 1 1 d . . . . .
H30 H 0.195074 1.009354 0.257732 0.039 Uiso 1 1 calc R U . . .
C5 C 0.9049(2) 0.43849(14) 0.41460(9) 0.0317(4) Uani 1 1 d . . . . .
H5 H 0.849096 0.496415 0.441384 0.038 Uiso 1 1 calc R U . . .
C15 C 0.8136(2) 0.94346(13) 0.27270(10) 0.0311(4) Uani 1 1 d . . . . .
H15 H 0.822129 0.943184 0.221684 0.037 Uiso 1 1 calc R U . . .
C34 C 0.3519(2) 0.84761(14) 0.33776(9) 0.0336(4) Uani 1 1 d . . . . .
H34 H 0.439231 0.789362 0.349665 0.040 Uiso 1 1 calc R U . . .
C21 C 0.6749(2) 0.35290(14) 0.19181(9) 0.0315(4) Uani 1 1 d . . . . .
C11 C 0.7589(2) 0.85397(14) 0.39314(9) 0.0354(4) Uani 1 1 d . . . . .
H11 H 0.730894 0.792458 0.424108 0.042 Uiso 1 1 calc R U . . .
C22 C 0.5163(2) 0.41182(14) 0.39211(9) 0.0320(4) Uani 1 1 d . . . . .
H22 H 0.600080 0.456245 0.396343 0.038 Uiso 1 1 calc R U . . .
C9 C 0.9836(2) 0.35473(14) 0.30048(10) 0.0334(4) Uani 1 1 d . . . . .
H9 H 0.978418 0.355139 0.250211 0.040 Uiso 1 1 calc R U . . .
C31 C 0.3222(2) 1.03110(14) 0.15884(10) 0.0362(4) Uani 1 1 d . . . . .
H31 H 0.249685 1.087340 0.139144 0.043 Uiso 1 1 calc R U . . .
C14 C 0.8455(2) 1.03655(14) 0.30329(11) 0.0383(5) Uani 1 1 d . . . . .
H14 H 0.875287 1.097936 0.272719 0.046 Uiso 1 1 calc R U . . .
C37 C 0.7216(2) 0.86431(15) 0.09598(9) 0.0351(4) Uani 1 1 d . . . . .
H37 H 0.795791 0.825184 0.129196 0.042 Uiso 1 1 calc R U . . .
C18 C 0.5091(2) 0.25227(14) 0.31445(11) 0.0390(4) Uani 1 1 d . . . . .
H18 H 0.454292 0.217278 0.355373 0.047 Uiso 1 1 calc R U . . .
C32 C 0.4635(2) 0.99469(14) 0.11732(10) 0.0346(4) Uani 1 1 d . . . . .
H32 H 0.487162 1.029190 0.070298 0.041 Uiso 1 1 calc R U . . .
C25 C 0.7619(2) 0.40603(16) 0.12290(10) 0.0415(5) Uani 1 1 d . . . . .
H25 H 0.802955 0.470751 0.137247 0.050 Uiso 1 1 calc R U . . .
C6 C 0.9970(2) 0.34999(15) 0.44993(11) 0.0394(5) Uani 1 1 d . . . . .
H6 H 1.000512 0.347974 0.500440 0.047 Uiso 1 1 calc R U . . .
C13 C 0.8332(2) 1.03845(15) 0.37852(11) 0.0424(5) Uani 1 1 d . . . . .
H13 H 0.854297 1.101011 0.398941 0.051 Uiso 1 1 calc R U . . .
C20 C 0.6176(2) 0.25208(15) 0.18796(11) 0.0415(5) Uani 1 1 d . . . . .
H20 H 0.635158 0.218115 0.143777 0.050 Uiso 1 1 calc R U . . .
C19 C 0.5352(2) 0.20252(15) 0.24904(12) 0.0447(5) Uani 1 1 d . . . . .
H19 H 0.497172 0.135399 0.246032 0.054 Uiso 1 1 calc R U . . .
C8 C 1.0787(2) 0.26824(14) 0.33558(12) 0.0435(5) Uani 1 1 d . . . . .
H8 H 1.139479 0.212264 0.308602 0.052 Uiso 1 1 calc R U . . .
C7 C 1.0830(2) 0.26538(15) 0.41031(12) 0.0454(5) Uani 1 1 d . . . . .
H7 H 1.144187 0.206154 0.434129 0.055 Uiso 1 1 calc R U . . .
C35 C 0.2028(2) 0.79168(17) 0.34424(11) 0.0495(5) Uani 1 1 d . . . . .
H35A H 0.114115 0.847633 0.335202 0.074 Uiso 1 1 calc R U . . .
H35B H 0.183743 0.755311 0.392967 0.074 Uiso 1 1 calc R U . . .
H35C H 0.216700 0.736982 0.308639 0.074 Uiso 1 1 calc R U . . .
C23 C 0.3636(2) 0.49345(16) 0.38721(10) 0.0440(5) Uani 1 1 d . . . . .
H23A H 0.378793 0.548417 0.346235 0.066 Uiso 1 1 calc R U . . .
H23B H 0.335657 0.530461 0.431977 0.066 Uiso 1 1 calc R U . . .
H23C H 0.280188 0.452804 0.380319 0.066 Uiso 1 1 calc R U . . .
C39 C 0.8029(2) 0.95680(17) 0.05060(11) 0.0509(5) Uani 1 1 d . . . . .
H39A H 0.738398 0.992248 0.013764 0.076 Uiso 1 1 calc R U . . .
H39B H 0.903886 0.924780 0.027045 0.076 Uiso 1 1 calc R U . . .
H39C H 0.817462 1.011607 0.082402 0.076 Uiso 1 1 calc R U . . .
C12 C 0.7897(3) 0.94731(15) 0.42346(11) 0.0446(5) Uani 1 1 d . . . . .
H12 H 0.780853 0.948388 0.474436 0.054 Uiso 1 1 calc R U . . .
C38 C 0.6916(2) 0.77737(16) 0.04617(10) 0.0465(5) Uani 1 1 d . . . . .
H38A H 0.655140 0.714375 0.076166 0.070 Uiso 1 1 calc R U . . .
H38B H 0.788034 0.752386 0.015854 0.070 Uiso 1 1 calc R U . . .
H38C H 0.612794 0.810975 0.015346 0.070 Uiso 1 1 calc R U . . .
C36 C 0.3326(3) 0.93576(16) 0.39376(10) 0.0510(5) Uani 1 1 d . . . . .
H36A H 0.426310 0.971132 0.388230 0.076 Uiso 1 1 calc R U . . .
H36B H 0.316098 0.900031 0.442805 0.076 Uiso 1 1 calc R U . . .
H36C H 0.243206 0.991396 0.385365 0.076 Uiso 1 1 calc R U . . .
C24 C 0.5005(3) 0.33182(18) 0.46160(10) 0.0550(6) Uani 1 1 d . . . . .
H24A H 0.415560 0.289601 0.460241 0.083 Uiso 1 1 calc R U . . .
H24B H 0.478693 0.374216 0.504193 0.083 Uiso 1 1 calc R U . . .
H24C H 0.597465 0.281246 0.464150 0.083 Uiso 1 1 calc R U . . .
C43 C 0.2830(2) 0.71590(17) 0.12845(12) 0.0485(5) Uani 1 1 d . . . . .
H43A H 0.333555 0.710842 0.078088 0.058 Uiso 1 1 calc R U . . .
H43B H 0.291816 0.788772 0.143967 0.058 Uiso 1 1 calc R U . . .
C26 C 0.6497(3) 0.45052(18) 0.06532(10) 0.0554(6) Uani 1 1 d . . . . .
H26A H 0.610273 0.388743 0.048629 0.083 Uiso 1 1 calc R U . . .
H26B H 0.705817 0.489483 0.024217 0.083 Uiso 1 1 calc R U . . .
H26C H 0.562808 0.501203 0.087048 0.083 Uiso 1 1 calc R U . . .
C27 C 0.9031(3) 0.3277(2) 0.08839(12) 0.0631(6) Uani 1 1 d . . . . .
H27A H 0.974554 0.302210 0.124290 0.095 Uiso 1 1 calc R U . . .
H27B H 0.956825 0.367342 0.046879 0.095 Uiso 1 1 calc R U . . .
H27C H 0.866634 0.264160 0.072330 0.095 Uiso 1 1 calc R U . . .
C40 C 0.2496(3) 0.54210(18) 0.19622(13) 0.0563(6) Uani 1 1 d . . . . .
H40A H 0.205980 0.542256 0.247820 0.068 Uiso 1 1 calc R U . . .
H40B H 0.305951 0.467885 0.187289 0.068 Uiso 1 1 calc R U . . .
C42 C 0.1139(3) 0.6991(2) 0.13442(12) 0.0662(7) Uani 1 1 d . . . . .
H42A H 0.069373 0.726789 0.089216 0.079 Uiso 1 1 calc R U . . .
H42B H 0.051332 0.736671 0.175193 0.079 Uiso 1 1 calc R U . . .
C41 C 0.1214(3) 0.5737(2) 0.14778(12) 0.0699(8) Uani 1 1 d . . . . .
H41A H 0.021597 0.553258 0.172408 0.084 Uiso 1 1 calc R U . . .
H41B H 0.148193 0.537828 0.101905 0.084 Uiso 1 1 calc R U . . .
Li1 Li 0.5497(4) 0.6281(2) 0.21325(16) 0.0341(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
O1 C43 1.445(2) . ?
O1 C40 1.451(2) . ?
O1 Li1 1.899(3) . ?
N2 C28 1.4252(19) . ?
N2 C3 1.326(2) . ?
N2 Li1 1.910(3) . ?
N1 C1 1.3259(19) . ?
N1 C16 1.4301(19) . ?
N1 Li1 1.903(3) . ?
C28 C33 1.404(2) . ?
C28 C29 1.411(2) . ?
C28 Li1 2.770(3) . ?
C4 C1 1.511(2) . ?
C4 C5 1.385(2) . ?
C4 C9 1.391(2) . ?
C10 C3 1.501(2) . ?
C10 C15 1.390(2) . ?
C10 C11 1.389(2) . ?
C1 C2 1.409(2) . ?
C3 C2 1.415(2) . ?
C2 H2 0.9300 . ?
C33 C37 1.520(2) . ?
C33 C32 1.390(2) . ?
C16 C17 1.413(2) . ?
C16 C21 1.403(2) . ?
C29 C30 1.395(2) . ?
C29 C34 1.512(2) . ?
C17 C22 1.516(2) . ?
C17 C18 1.391(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.376(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.388(2) . ?
C34 H34 0.9800 . ?
C34 C35 1.529(3) . ?
C34 C36 1.531(2) . ?
C21 C25 1.515(3) . ?
C21 C20 1.396(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.384(2) . ?
C22 H22 0.9800 . ?
C22 C23 1.526(2) . ?
C22 C24 1.523(2) . ?
C9 H9 0.9300 . ?
C9 C8 1.387(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.380(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.373(3) . ?
C37 H37 0.9800 . ?
C37 C39 1.524(2) . ?
C37 C38 1.535(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.374(3) . ?
C32 H32 0.9300 . ?
C25 H25 0.9800 . ?
C25 C26 1.533(3) . ?
C25 C27 1.528(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.376(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.375(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.376(3) . ?
C19 H19 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.375(3) . ?
C7 H7 0.9300 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C12 H12 0.9300 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C42 1.491(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C41 1.494(3) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C41 1.503(3) . ?
C41 H41A 0.9700 . ?
C41 H41B 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
C43 O1 C40 109.52(14) . . ?
C43 O1 Li1 123.78(14) . . ?
C40 O1 Li1 126.59(14) . . ?
C28 N2 Li1 111.52(13) . . ?
C3 N2 C28 123.74(13) . . ?
C3 N2 Li1 122.56(13) . . ?
C1 N1 C16 122.54(13) . . ?
C1 N1 Li1 122.77(14) . . ?
C16 N1 Li1 113.40(13) . . ?
N2 C28 Li1 39.89(9) . . ?
C33 C28 N2 118.36(14) . . ?
C33 C28 C29 120.28(14) . . ?
C33 C28 Li1 109.97(12) . . ?
C29 C28 N2 120.41(13) . . ?
C29 C28 Li1 107.70(12) . . ?
C5 C4 C1 120.67(14) . . ?
C5 C4 C9 118.77(15) . . ?
C9 C4 C1 120.56(15) . . ?
C15 C10 C3 122.52(15) . . ?
C11 C10 C3 119.69(14) . . ?
C11 C10 C15 117.78(15) . . ?
N1 C1 C4 120.83(14) . . ?
N1 C1 C2 123.53(14) . . ?
C2 C1 C4 115.64(14) . . ?
N2 C3 C10 121.60(14) . . ?
N2 C3 C2 122.86(14) . . ?
C2 C3 C10 115.53(13) . . ?
C1 C2 C3 128.53(15) . . ?
C1 C2 H2 115.7 . . ?
C3 C2 H2 115.7 . . ?
C28 C33 C37 120.59(14) . . ?
C32 C33 C28 118.75(16) . . ?
C32 C33 C37 120.63(15) . . ?
C17 C16 N1 120.26(14) . . ?
C21 C16 N1 118.65(15) . . ?
C21 C16 C17 120.45(15) . . ?
C28 C29 C34 122.28(14) . . ?
C30 C29 C28 118.45(15) . . ?
C30 C29 C34 119.24(15) . . ?
C16 C17 C22 121.51(15) . . ?
C18 C17 C16 117.67(16) . . ?
C18 C17 C22 120.63(16) . . ?
C29 C30 H30 119.3 . . ?
C31 C30 C29 121.46(16) . . ?
C31 C30 H30 119.3 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.38(17) . . ?
C6 C5 H5 119.8 . . ?
C10 C15 H15 119.5 . . ?
C14 C15 C10 120.94(17) . . ?
C14 C15 H15 119.5 . . ?
C29 C34 H34 107.7 . . ?
C29 C34 C35 111.41(15) . . ?
C29 C34 C36 111.51(14) . . ?
C35 C34 H34 107.7 . . ?
C35 C34 C36 110.57(17) . . ?
C36 C34 H34 107.7 . . ?
C16 C21 C25 121.89(16) . . ?
C20 C21 C16 119.24(17) . . ?
C20 C21 C25 118.86(16) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.11(16) . . ?
C12 C11 H11 119.4 . . ?
C17 C22 H22 107.5 . . ?
C17 C22 C23 109.91(14) . . ?
C17 C22 C24 113.97(15) . . ?
C23 C22 H22 107.5 . . ?
C24 C22 H22 107.5 . . ?
C24 C22 C23 110.31(16) . . ?
C4 C9 H9 119.7 . . ?
C8 C9 C4 120.63(17) . . ?
C8 C9 H9 119.7 . . ?
C30 C31 H31 120.2 . . ?
C30 C31 C32 119.51(16) . . ?
C32 C31 H31 120.2 . . ?
C15 C14 H14 119.9 . . ?
C13 C14 C15 120.29(17) . . ?
C13 C14 H14 119.9 . . ?
C33 C37 H37 106.9 . . ?
C33 C37 C39 113.86(15) . . ?
C33 C37 C38 111.26(15) . . ?
C39 C37 H37 106.9 . . ?
C39 C37 C38 110.67(15) . . ?
C38 C37 H37 106.9 . . ?
C17 C18 H18 118.9 . . ?
C19 C18 C17 122.15(18) . . ?
C19 C18 H18 118.9 . . ?
C33 C32 H32 119.3 . . ?
C31 C32 C33 121.47(16) . . ?
C31 C32 H32 119.3 . . ?
C21 C25 H25 107.3 . . ?
C21 C25 C26 111.31(17) . . ?
C21 C25 C27 113.42(16) . . ?
C26 C25 H25 107.3 . . ?
C27 C25 H25 107.3 . . ?
C27 C25 C26 109.98(16) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.13(18) . . ?
C7 C6 H6 119.9 . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C12 119.61(17) . . ?
C12 C13 H13 120.2 . . ?
C21 C20 H20 119.7 . . ?
C19 C20 C21 120.50(18) . . ?
C19 C20 H20 119.7 . . ?
C18 C19 C20 119.97(18) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 C9 119.90(18) . . ?
C7 C8 H8 120.0 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.13(17) . . ?
C8 C7 H7 119.9 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.26(18) . . ?
C13 C12 H12 119.9 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O1 C43 H43A 110.7 . . ?
O1 C43 H43B 110.7 . . ?
O1 C43 C42 105.03(17) . . ?
H43A C43 H43B 108.8 . . ?
C42 C43 H43A 110.7 . . ?
C42 C43 H43B 110.7 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O1 C40 H40A 110.6 . . ?
O1 C40 H40B 110.6 . . ?
O1 C40 C41 105.52(17) . . ?
H40A C40 H40B 108.8 . . ?
C41 C40 H40A 110.6 . . ?
C41 C40 H40B 110.6 . . ?
C43 C42 H42A 111.1 . . ?
C43 C42 H42B 111.1 . . ?
C43 C42 C41 103.16(18) . . ?
H42A C42 H42B 109.1 . . ?
C41 C42 H42A 111.1 . . ?
C41 C42 H42B 111.1 . . ?
C40 C41 C42 102.92(18) . . ?
C40 C41 H41A 111.2 . . ?
C40 C41 H41B 111.2 . . ?
C42 C41 H41A 111.2 . . ?
C42 C41 H41B 111.2 . . ?
H41A C41 H41B 109.1 . . ?
O1 Li1 N2 127.07(16) . . ?
O1 Li1 N1 132.16(17) . . ?
O1 Li1 C28 98.74(12) . . ?
N2 Li1 C28 28.59(6) . . ?
N1 Li1 N2 98.75(14) . . ?
N1 Li1 C28 127.16(14) . . ?

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 C43 C42 C41 -32.1(2) . . . . ?
O1 C40 C41 C42 -28.5(2) . . . . ?
N2 C28 C33 C37 -10.0(2) . . . . ?
N2 C28 C33 C32 168.13(14) . . . . ?
N2 C28 C29 C30 -166.54(14) . . . . ?
N2 C28 C29 C34 11.7(2) . . . . ?
N2 C3 C2 C1 -7.3(3) . . . . ?
N1 C1 C2 C3 2.1(3) . . . . ?
N1 C16 C17 C22 -2.7(2) . . . . ?
N1 C16 C17 C18 172.31(14) . . . . ?
N1 C16 C21 C25 7.0(2) . . . . ?
N1 C16 C21 C20 -171.87(14) . . . . ?
C28 N2 C3 C10 -4.9(2) . . . . ?
C28 N2 C3 C2 173.71(14) . . . . ?
C28 C33 C37 C39 -139.97(16) . . . . ?
C28 C33 C37 C38 94.13(19) . . . . ?
C28 C33 C32 C31 -1.7(3) . . . . ?
C28 C29 C30 C31 -1.1(2) . . . . ?
C28 C29 C34 C35 -115.83(18) . . . . ?
C28 C29 C34 C36 120.11(18) . . . . ?
C4 C1 C2 C3 -178.14(15) . . . . ?
C4 C5 C6 C7 1.6(3) . . . . ?
C4 C9 C8 C7 2.0(3) . . . . ?
C10 C3 C2 C1 171.47(15) . . . . ?
C10 C15 C14 C13 -0.1(3) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C1 N1 C16 C17 68.6(2) . . . . ?
C1 N1 C16 C21 -120.53(17) . . . . ?
C1 C4 C5 C6 178.28(15) . . . . ?
C1 C4 C9 C8 179.93(15) . . . . ?
C3 N2 C28 C33 108.79(18) . . . . ?
C3 N2 C28 C29 -82.3(2) . . . . ?
C3 N2 C28 Li1 -163.5(2) . . . . ?
C3 C10 C15 C14 179.97(15) . . . . ?
C3 C10 C11 C12 -179.48(17) . . . . ?
C33 C28 C29 C30 2.1(2) . . . . ?
C33 C28 C29 C34 -179.65(15) . . . . ?
C16 N1 C1 C4 11.4(2) . . . . ?
C16 N1 C1 C2 -168.90(14) . . . . ?
C16 C17 C22 C23 84.29(19) . . . . ?
C16 C17 C22 C24 -151.31(16) . . . . ?
C16 C17 C18 C19 -1.5(3) . . . . ?
C16 C21 C25 C26 -109.88(19) . . . . ?
C16 C21 C25 C27 125.46(18) . . . . ?
C16 C21 C20 C19 0.2(3) . . . . ?
C29 C28 C33 C37 -178.92(15) . . . . ?
C29 C28 C33 C32 -0.8(2) . . . . ?
C29 C30 C31 C32 -1.3(3) . . . . ?
C17 C16 C21 C25 177.87(15) . . . . ?
C17 C16 C21 C20 -1.0(2) . . . . ?
C17 C18 C19 C20 0.8(3) . . . . ?
C30 C29 C34 C35 62.4(2) . . . . ?
C30 C29 C34 C36 -61.7(2) . . . . ?
C30 C31 C32 C33 2.7(3) . . . . ?
C5 C4 C1 N1 -128.63(16) . . . . ?
C5 C4 C1 C2 51.6(2) . . . . ?
C5 C4 C9 C8 -0.2(3) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C15 C10 C3 N2 -53.0(2) . . . . ?
C15 C10 C3 C2 128.30(16) . . . . ?
C15 C10 C11 C12 0.9(3) . . . . ?
C15 C14 C13 C12 0.2(3) . . . . ?
C34 C29 C30 C31 -179.39(15) . . . . ?
C21 C16 C17 C22 -173.39(14) . . . . ?
C21 C16 C17 C18 1.6(2) . . . . ?
C21 C20 C19 C18 -0.1(3) . . . . ?
C11 C10 C3 N2 127.47(17) . . . . ?
C11 C10 C3 C2 -51.3(2) . . . . ?
C11 C10 C15 C14 -0.5(2) . . . . ?
C22 C17 C18 C19 173.56(16) . . . . ?
C9 C4 C1 N1 51.3(2) . . . . ?
C9 C4 C1 C2 -128.51(17) . . . . ?
C9 C4 C5 C6 -1.6(2) . . . . ?
C9 C8 C7 C6 -2.0(3) . . . . ?
C14 C13 C12 C11 0.2(3) . . . . ?
C37 C33 C32 C31 176.46(16) . . . . ?
C18 C17 C22 C23 -90.57(19) . . . . ?
C18 C17 C22 C24 33.8(2) . . . . ?
C32 C33 C37 C39 41.9(2) . . . . ?
C32 C33 C37 C38 -83.97(19) . . . . ?
C25 C21 C20 C19 -178.68(17) . . . . ?
C20 C21 C25 C26 69.0(2) . . . . ?
C20 C21 C25 C27 -55.6(2) . . . . ?
C43 O1 C40 C41 9.0(2) . . . . ?
C43 O1 Li1 N2 34.3(3) . . . . ?
C43 O1 Li1 N1 -165.4(2) . . . . ?
C43 O1 Li1 C28 30.1(2) . . . . ?
C43 C42 C41 C40 37.1(2) . . . . ?
C40 O1 C43 C42 14.6(2) . . . . ?
C40 O1 Li1 N2 -141.4(2) . . . . ?
C40 O1 Li1 N1 18.8(3) . . . . ?
C40 O1 Li1 C28 -145.70(16) . . . . ?
Li1 O1 C43 C42 -161.80(17) . . . . ?
Li1 O1 C40 C41 -174.76(18) . . . . ?
Li1 N2 C28 C33 -87.67(18) . . . . ?
Li1 N2 C28 C29 81.22(18) . . . . ?
Li1 N2 C3 C10 -166.71(15) . . . . ?
Li1 N2 C3 C2 11.9(2) . . . . ?
Li1 N1 C1 C4 177.49(15) . . . . ?
Li1 N1 C1 C2 -2.8(2) . . . . ?
Li1 N1 C16 C17 -98.71(18) . . . . ?
Li1 N1 C16 C21 72.15(19) . . . . ?
Li1 C28 C33 C37 -52.99(19) . . . . ?
Li1 C28 C33 C32 125.15(15) . . . . ?
Li1 C28 C29 C30 -124.83(14) . . . . ?
Li1 C28 C29 C34 53.38(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

####################################################################### 
# 
# 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_20250222_LLiDox_1
_database_code_depnum_ccdc_archive 'CCDC 2440659'
loop_
_audit_author_name
_audit_author_address
'Shunichiro Ito'
;Kyoto University
Japan
;
_audit_update_record             
;
2025-05-12 deposited with the CCDC.	2025-05-14 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_DIFMN02_20250222_LLiDox_1   
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*1.00
RESPONSE: Due to the disordered solvent molecules.
;
_vrf_PLAT098_20250222_LLiDox_1   
;
PROBLEM: Large Reported Min.  (Negative) Residual Density      -0.94 eA-3
RESPONSE: Due to the disordered solvent molecules.
;
_vrf_PLAT910_20250222_LLiDox_1   
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         14 Note
RESPONSE: Due to the poor quality of the crystal.
;
# Added during the CSD deposition process: Monday 12 May 2025 03:51 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H61 Li N2 O4'
_chemical_formula_weight         724.91

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_H-M_alt        'P 42/n'
_space_group_name_Hall           '-P 4bc'

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

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

_cell_length_a                   26.271(6)
_cell_length_b                   26.271(6)
_cell_length_c                   12.344(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8519(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    143(2)
_cell_measurement_reflns_used    24401
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_F_000             3136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.070
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      143(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            67767
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.102
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9750
_reflns_number_gt                8610
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0854P)²+5.5679P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9750
_refine_ls_number_parameters     490
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0750
_refine_ls_wR_factor_ref         0.1940
_refine_ls_wR_factor_gt          0.1864
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      1.767
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.70710(12) 0.54212(14) 0.4087(3) 0.0298(7) Uani 1 1 d . . . . .
N1 N 0.65422(5) 0.56228(5) 0.50513(12) 0.0203(3) Uani 1 1 d . . . . .
N2 N 0.67291(5) 0.55587(6) 0.27455(12) 0.0220(3) Uani 1 1 d . . . . .
C1 C 0.60859(6) 0.57654(6) 0.47124(14) 0.0193(3) Uani 1 1 d . . . . .
C2 C 0.59490(7) 0.58017(6) 0.36101(14) 0.0208(3) Uani 1 1 d . . . . .
H2 H 0.561430 0.592215 0.347214 0.025 Uiso 1 1 calc R U . . .
C3 C 0.62420(7) 0.56832(6) 0.26812(14) 0.0203(3) Uani 1 1 d . . . . .
C4 C 0.56690(6) 0.59047(7) 0.54986(14) 0.0208(3) Uani 1 1 d . . . . .
C5 C 0.57387(7) 0.62689(7) 0.63036(15) 0.0257(4) Uani 1 1 d . . . . .
H5 H 0.606181 0.642699 0.638243 0.031 Uiso 1 1 calc R U . . .
C6 C 0.53462(8) 0.64047(9) 0.69900(16) 0.0332(4) Uani 1 1 d . . . . .
H6 H 0.539837 0.666133 0.752058 0.040 Uiso 1 1 calc R U . . .
C7 C 0.48777(8) 0.61680(9) 0.69070(17) 0.0361(5) Uani 1 1 d . . . . .
H7 H 0.461015 0.625720 0.738865 0.043 Uiso 1 1 calc R U . . .
C8 C 0.48001(8) 0.58022(9) 0.61230(18) 0.0365(5) Uani 1 1 d . . . . .
H8 H 0.447955 0.563679 0.606803 0.044 Uiso 1 1 calc R U . . .
C9 C 0.51912(7) 0.56755(8) 0.54125(16) 0.0299(4) Uani 1 1 d . . . . .
H9 H 0.513236 0.542992 0.486166 0.036 Uiso 1 1 calc R U . . .
C10 C 0.59640(7) 0.57059(6) 0.16192(14) 0.0218(4) Uani 1 1 d . . . . .
C11 C 0.61831(7) 0.59016(7) 0.06783(15) 0.0250(4) Uani 1 1 d . . . . .
H11 H 0.652020 0.603203 0.069979 0.030 Uiso 1 1 calc R U . . .
C12 C 0.59131(8) 0.59080(7) -0.02924(15) 0.0291(4) Uani 1 1 d . . . . .
H12 H 0.606876 0.603726 -0.093027 0.035 Uiso 1 1 calc R U . . .
C13 C 0.54180(8) 0.57265(8) -0.03314(16) 0.0310(4) Uani 1 1 d . . . . .
H13 H 0.523428 0.573158 -0.099415 0.037 Uiso 1 1 calc R U . . .
C14 C 0.51923(8) 0.55377(8) 0.05987(16) 0.0303(4) Uani 1 1 d . . . . .
H14 H 0.485076 0.541928 0.057768 0.036 Uiso 1 1 calc R U . . .
C15 C 0.54640(7) 0.55211(7) 0.15610(15) 0.0251(4) Uani 1 1 d . . . . .
H15 H 0.530904 0.538243 0.219064 0.030 Uiso 1 1 calc R U . . .
C16 C 0.66627(6) 0.55560(7) 0.61675(14) 0.0210(3) Uani 1 1 d . . . . .
C17 C 0.64810(7) 0.51328(7) 0.67570(16) 0.0264(4) Uani 1 1 d . . . . .
C18 C 0.66524(8) 0.50641(9) 0.78160(17) 0.0351(5) Uani 1 1 d . . . . .
H18 H 0.653135 0.478161 0.822149 0.042 Uiso 1 1 calc R U . . .
C19 C 0.69930(8) 0.53956(9) 0.82901(17) 0.0375(5) Uani 1 1 d . . . . .
H19 H 0.710053 0.534392 0.901661 0.045 Uiso 1 1 calc R U . . .
C20 C 0.71769(8) 0.58035(8) 0.77015(16) 0.0328(4) Uani 1 1 d . . . . .
H20 H 0.741335 0.602983 0.802865 0.039 Uiso 1 1 calc R U . . .
C21 C 0.70222(7) 0.58891(7) 0.66388(15) 0.0240(4) Uani 1 1 d . . . . .
C22 C 0.61311(8) 0.47411(8) 0.62425(18) 0.0319(4) Uani 1 1 d . . . . .
H22 H 0.595790 0.490766 0.561417 0.038 Uiso 1 1 calc R U . . .
C23 C 0.64374(12) 0.42951(11) 0.5806(3) 0.0689(9) Uani 1 1 d . . . . .
H23A H 0.667032 0.441582 0.524136 0.103 Uiso 1 1 calc R U . . .
H23B H 0.620561 0.404098 0.549871 0.103 Uiso 1 1 calc R U . . .
H23C H 0.663378 0.414114 0.639591 0.103 Uiso 1 1 calc R U . . .
C24 C 0.57209(11) 0.45620(13) 0.7020(2) 0.0640(9) Uani 1 1 d . . . . .
H24A H 0.587985 0.439442 0.764370 0.096 Uiso 1 1 calc R U . . .
H24B H 0.549577 0.432089 0.664966 0.096 Uiso 1 1 calc R U . . .
H H 0.552220 0.485519 0.726982 0.096 Uiso 1 1 calc R U . . .
C25 C 0.72440(7) 0.63317(7) 0.60030(16) 0.0269(4) Uani 1 1 d . . . . .
H25 H 0.708736 0.632896 0.526468 0.032 Uiso 1 1 calc R U . . .
C26 C 0.78209(8) 0.62763(8) 0.58683(18) 0.0352(5) Uani 1 1 d . . . . .
H26A H 0.795018 0.655525 0.541887 0.053 Uiso 1 1 calc R U . . .
H26B H 0.789719 0.595020 0.551847 0.053 Uiso 1 1 calc R U . . .
H26C H 0.798441 0.628785 0.658146 0.053 Uiso 1 1 calc R U . . .
C27 C 0.71217(8) 0.68435(8) 0.65296(19) 0.0351(5) Uani 1 1 d . . . . .
H27A H 0.727202 0.685570 0.725575 0.053 Uiso 1 1 calc R U . . .
H27B H 0.675173 0.688393 0.658416 0.053 Uiso 1 1 calc R U . . .
H27C H 0.726281 0.711906 0.608689 0.053 Uiso 1 1 calc R U . . .
C28 C 0.70333(7) 0.53744(7) 0.18773(14) 0.0232(4) Uani 1 1 d . . . . .
C29 C 0.69928(7) 0.48680(7) 0.15180(15) 0.0264(4) Uani 1 1 d . . . . .
C30 C 0.73764(8) 0.46718(8) 0.08579(16) 0.0330(4) Uani 1 1 d . . . . .
H30 H 0.735544 0.432828 0.062140 0.040 Uiso 1 1 calc R U . . .
C31 C 0.77882(8) 0.49671(9) 0.05389(16) 0.0353(5) Uani 1 1 d . . . . .
H31 H 0.805236 0.482325 0.011180 0.042 Uiso 1 1 calc R U . . .
C32 C 0.78104(7) 0.54727(9) 0.08481(16) 0.0316(4) Uani 1 1 d . . . . .
H32 H 0.808474 0.567821 0.060296 0.038 Uiso 1 1 calc R U . . .
C33 C 0.74386(7) 0.56865(8) 0.15118(15) 0.0258(4) Uani 1 1 d . . . . .
C34 C 0.65441(8) 0.45319(8) 0.18315(17) 0.0309(4) Uani 1 1 d . . . . .
H34 H 0.632162 0.473269 0.233092 0.037 Uiso 1 1 calc R U . . .
C35 C 0.67139(11) 0.40539(10) 0.2436(3) 0.0553(7) Uani 1 1 d . . . . .
H35A H 0.691961 0.384096 0.195310 0.083 Uiso 1 1 calc R U . . .
H35B H 0.641387 0.386267 0.267429 0.083 Uiso 1 1 calc R U . . .
H35C H 0.691721 0.415152 0.306840 0.083 Uiso 1 1 calc R U . . .
C36 C 0.62276(9) 0.43937(10) 0.0836(2) 0.0456(6) Uani 1 1 d . . . . .
H36A H 0.612997 0.470516 0.045148 0.068 Uiso 1 1 calc R U . . .
H36B H 0.592077 0.421059 0.106354 0.068 Uiso 1 1 calc R U . . .
H36C H 0.642919 0.417656 0.035311 0.068 Uiso 1 1 calc R U . . .
C37 C 0.74690(8) 0.62390(8) 0.18593(17) 0.0319(4) Uani 1 1 d . . . . .
H37 H 0.711791 0.634864 0.206804 0.038 Uiso 1 1 calc R U . . .
C38 C 0.78092(10) 0.63045(9) 0.2854(2) 0.0460(6) Uani 1 1 d . . . . .
H38A H 0.815972 0.621152 0.266745 0.069 Uiso 1 1 calc R U . . .
H38B H 0.768688 0.608386 0.343836 0.069 Uiso 1 1 calc R U . . .
H38C H 0.779919 0.666010 0.309244 0.069 Uiso 1 1 calc R U . . .
C39 C 0.76485(11) 0.65903(10) 0.0948(2) 0.0540(7) Uani 1 1 d . . . . .
H39A H 0.762272 0.694537 0.118530 0.081 Uiso 1 1 calc R U . . .
H39B H 0.743456 0.653863 0.030717 0.081 Uiso 1 1 calc R U . . .
H39C H 0.800329 0.651197 0.076815 0.081 Uiso 1 1 calc R U . . .
O1 O 0.76704(5) 0.50310(6) 0.43895(11) 0.0332(3) Uani 1 1 d . . . . .
O2 O 0.83435(7) 0.41945(7) 0.44447(16) 0.0554(5) Uani 1 1 d . . . . .
C40 C 0.78201(9) 0.48000(9) 0.53910(18) 0.0411(5) Uani 1 1 d . . . . .
H40A H 0.753982 0.482911 0.592360 0.049 Uiso 1 1 calc R U . . .
H40B H 0.812091 0.497929 0.568725 0.049 Uiso 1 1 calc R U . . .
C41 C 0.79462(11) 0.42500(10) 0.5213(2) 0.0544(7) Uani 1 1 d . . . . .
H41A H 0.805123 0.409444 0.590834 0.065 Uiso 1 1 calc R U . . .
H41B H 0.763956 0.406837 0.495244 0.065 Uiso 1 1 calc R U . . .
C42 C 0.81984(10) 0.44269(11) 0.3453(2) 0.0501(6) Uani 1 1 d . . . . .
H42A H 0.789703 0.424887 0.315555 0.060 Uiso 1 1 calc R U . . .
H42B H 0.847918 0.439340 0.292293 0.060 Uiso 1 1 calc R U . . .
C43 C 0.80751(8) 0.49783(9) 0.36072(19) 0.0396(5) Uani 1 1 d . . . . .
H43A H 0.838109 0.516226 0.386362 0.048 Uiso 1 1 calc R U . . .
H43B H 0.796882 0.512911 0.290788 0.048 Uiso 1 1 calc R U . . .
O3A O 0.7881(2) 0.2981(2) 0.3525(4) 0.0883(11) Uani 0.458(4) 1 d D . P A 1
C44A C 0.7851(4) 0.3024(3) 0.2354(6) 0.0883(11) Uani 0.458(4) 1 d D . P A 1
H44A H 0.805100 0.332014 0.210060 0.106 Uiso 0.458(4) 1 calc R U P A 1
H44B H 0.749260 0.307044 0.212460 0.106 Uiso 0.458(4) 1 calc R U P A 1
C45A C 0.8075(3) 0.2512(3) 0.1860(7) 0.0883(11) Uani 0.458(4) 1 d D . P A 1
H45A H 0.789703 0.221144 0.216108 0.106 Uiso 0.458(4) 1 calc R U P A 1
H45B H 0.804118 0.250878 0.106161 0.106 Uiso 0.458(4) 1 calc R U P A 1
O4A O 0.8621(2) 0.2515(3) 0.2188(5) 0.0883(11) Uani 0.458(4) 1 d D . P A 1
C46A C 0.8628(4) 0.2448(4) 0.3355(7) 0.0883(11) Uani 0.458(4) 1 d D . P A 1
H46A H 0.897977 0.238293 0.360900 0.106 Uiso 0.458(4) 1 calc R U P A 1
H46B H 0.841200 0.215571 0.356606 0.106 Uiso 0.458(4) 1 calc R U P A 1
C47A C 0.8408(3) 0.2975(4) 0.3891(8) 0.0883(11) Uani 0.458(4) 1 d D . P A 1
H47A H 0.842902 0.296616 0.469142 0.106 Uiso 0.458(4) 1 calc R U P A 1
H47B H 0.859667 0.327610 0.362092 0.106 Uiso 0.458(4) 1 calc R U P A 1
O3B O 0.84375(19) 0.25279(17) 0.4916(4) 0.0834(9) Uani 0.542(4) 1 d D . P A 2
C44B C 0.8137(3) 0.2849(3) 0.4263(6) 0.0834(9) Uani 0.542(4) 1 d D . P A 2
H44C H 0.802891 0.315106 0.468448 0.100 Uiso 0.542(4) 1 calc R U P A 2
H44D H 0.782750 0.266543 0.402294 0.100 Uiso 0.542(4) 1 calc R U P A 2
C45B C 0.8540(3) 0.2134(3) 0.4178(5) 0.0834(9) Uani 0.542(4) 1 d D . P A 2
H45C H 0.870689 0.184669 0.455745 0.100 Uiso 0.542(4) 1 calc R U P A 2
H45D H 0.821798 0.200841 0.385854 0.100 Uiso 0.542(4) 1 calc R U P A 2
O4B O 0.8553(2) 0.2573(2) 0.2700(5) 0.0834(9) Uani 0.542(4) 1 d D . P A 2
C46B C 0.8424(3) 0.3005(3) 0.3347(6) 0.0834(9) Uani 0.542(4) 1 d D . P A 2
H46C H 0.873874 0.317849 0.358989 0.100 Uiso 0.542(4) 1 calc R U P A 2
H46D H 0.822314 0.324936 0.291119 0.100 Uiso 0.542(4) 1 calc R U P A 2
C47B C 0.8832(3) 0.2301(3) 0.3430(6) 0.0834(9) Uani 0.542(4) 1 d D . P A 2
H47C H 0.900054 0.201252 0.306056 0.100 Uiso 0.542(4) 1 calc R U P A 2
H47D H 0.909850 0.252095 0.374914 0.100 Uiso 0.542(4) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Li1 N1 1.904(4) . ?
Li1 O1 1.916(4) . ?
Li1 N2 1.918(4) . ?
Li1 C28 2.732(4) . ?
N1 C1 1.324(2) . ?
N1 C16 1.425(2) . ?
N2 C3 1.323(2) . ?
N2 C28 1.422(2) . ?
C1 C2 1.411(2) . ?
C1 C4 1.508(2) . ?
C2 C3 1.416(2) . ?
C2 H2 0.9500 . ?
C3 C10 1.502(2) . ?
C4 C5 1.392(3) . ?
C4 C9 1.396(3) . ?
C5 C6 1.381(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.383(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.379(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.391(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.394(2) . ?
C10 C15 1.402(3) . ?
C11 C12 1.393(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.412(3) . ?
C16 C21 1.413(2) . ?
C17 C18 1.394(3) . ?
C17 C22 1.519(3) . ?
C18 C19 1.379(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.382(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.392(3) . ?
C20 H20 0.9500 . ?
C21 C25 1.519(3) . ?
C22 C24 1.518(3) . ?
C22 C23 1.520(3) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H 0.9800 . ?
C25 C27 1.528(3) . ?
C25 C26 1.532(3) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.406(3) . ?
C28 C33 1.418(3) . ?
C29 C30 1.395(3) . ?
C29 C34 1.523(3) . ?
C30 C31 1.388(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.383(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.393(3) . ?
C32 H32 0.9500 . ?
C33 C37 1.516(3) . ?
C34 C35 1.527(3) . ?
C34 C36 1.528(3) . ?
C34 H34 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.528(3) . ?
C37 C39 1.529(3) . ?
C37 H37 1.0000 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
O1 C40 1.432(3) . ?
O1 C43 1.443(3) . ?
O2 C41 1.418(3) . ?
O2 C42 1.420(3) . ?
C40 C41 1.499(4) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.497(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
O3A C44A 1.451(8) . ?
O3A C47A 1.458(9) . ?
C44A C45A 1.590(9) . ?
C44A H44A 0.9900 . ?
C44A H44B 0.9900 . ?
C45A O4A 1.491(8) . ?
C45A H45A 0.9900 . ?
C45A H45B 0.9900 . ?
O4A C46A 1.452(8) . ?
C46A C47A 1.640(9) . ?
C46A H46A 0.9900 . ?
C46A H46B 0.9900 . ?
C47A H47A 0.9900 . ?
C47A H47B 0.9900 . ?
O3B C45B 1.405(7) . ?
O3B C44B 1.410(8) . ?
C44B C46B 1.420(10) . ?
C44B H44C 0.9900 . ?
C44B H44D 0.9900 . ?
C45B C47B 1.278(10) . ?
C45B H45C 0.9900 . ?
C45B H45D 0.9900 . ?
O4B C47B 1.364(8) . ?
O4B C46B 1.429(8) . ?
C46B H46C 0.9900 . ?
C46B H46D 0.9900 . ?
C47B H47C 0.9900 . ?
C47B H47D 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Li1 O1 128.81(19) . . ?
N1 Li1 N2 98.38(16) . . ?
O1 Li1 N2 130.83(19) . . ?
N1 Li1 C28 127.59(16) . . ?
O1 Li1 C28 101.55(14) . . ?
N2 Li1 C28 29.50(8) . . ?
C1 N1 C16 122.80(15) . . ?
C1 N1 Li1 122.80(15) . . ?
C16 N1 Li1 114.09(15) . . ?
C3 N2 C28 125.63(15) . . ?
C3 N2 Li1 123.44(16) . . ?
C28 N2 Li1 108.87(15) . . ?
N1 C1 C2 123.69(16) . . ?
N1 C1 C4 121.53(15) . . ?
C2 C1 C4 114.78(15) . . ?
C1 C2 C3 128.89(16) . . ?
C1 C2 H2 115.6 . . ?
C3 C2 H2 115.6 . . ?
N2 C3 C2 122.12(16) . . ?
N2 C3 C10 122.17(16) . . ?
C2 C3 C10 115.71(15) . . ?
C5 C4 C9 117.97(17) . . ?
C5 C4 C1 122.06(15) . . ?
C9 C4 C1 119.95(16) . . ?
C6 C5 C4 121.15(18) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 120.19(19) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C8 C7 C6 119.80(18) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 119.99(19) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C4 120.85(19) . . ?
C8 C9 H9 119.6 . . ?
C4 C9 H9 119.6 . . ?
C11 C10 C15 118.14(17) . . ?
C11 C10 C3 122.74(16) . . ?
C15 C10 C3 119.12(16) . . ?
C12 C11 C10 120.72(18) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C12 C11 120.24(18) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.77(18) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.09(18) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C10 121.01(18) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
C17 C16 C21 120.10(16) . . ?
C17 C16 N1 121.35(16) . . ?
C21 C16 N1 118.07(15) . . ?
C18 C17 C16 118.42(18) . . ?
C18 C17 C22 119.99(18) . . ?
C16 C17 C22 121.50(17) . . ?
C19 C18 C17 121.71(19) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C18 C19 C20 119.57(19) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C19 C20 C21 121.26(19) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C16 118.89(18) . . ?
C20 C21 C25 119.92(17) . . ?
C16 C21 C25 121.18(16) . . ?
C24 C22 C17 112.0(2) . . ?
C24 C22 C23 111.2(2) . . ?
C17 C22 C23 110.49(18) . . ?
C24 C22 H22 107.6 . . ?
C17 C22 H22 107.6 . . ?
C23 C22 H22 107.6 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H 109.5 . . ?
H24A C24 H 109.5 . . ?
H24B C24 H 109.5 . . ?
C21 C25 C27 111.91(16) . . ?
C21 C25 C26 111.28(16) . . ?
C27 C25 C26 109.76(16) . . ?
C21 C25 H25 107.9 . . ?
C27 C25 H25 107.9 . . ?
C26 C25 H25 107.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C33 120.24(17) . . ?
C29 C28 N2 121.17(16) . . ?
C33 C28 N2 117.71(16) . . ?
C29 C28 Li1 111.12(14) . . ?
C33 C28 Li1 105.34(14) . . ?
N2 C28 Li1 41.63(10) . . ?
C30 C29 C28 118.65(18) . . ?
C30 C29 C34 119.56(18) . . ?
C28 C29 C34 121.79(17) . . ?
C31 C30 C29 121.5(2) . . ?
C31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C32 C31 C30 119.43(18) . . ?
C32 C31 H31 120.3 . . ?
C30 C31 H31 120.3 . . ?
C31 C32 C33 121.32(19) . . ?
C31 C32 H32 119.3 . . ?
C33 C32 H32 119.3 . . ?
C32 C33 C28 118.71(18) . . ?
C32 C33 C37 121.05(17) . . ?
C28 C33 C37 120.23(16) . . ?
C29 C34 C35 112.02(18) . . ?
C29 C34 C36 110.77(18) . . ?
C35 C34 C36 110.9(2) . . ?
C29 C34 H34 107.7 . . ?
C35 C34 H34 107.7 . . ?
C36 C34 H34 107.7 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 C38 111.46(18) . . ?
C33 C37 C39 112.70(19) . . ?
C38 C37 C39 110.02(19) . . ?
C33 C37 H37 107.5 . . ?
C38 C37 H37 107.5 . . ?
C39 C37 H37 107.5 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C40 O1 C43 109.56(16) . . ?
C40 O1 Li1 128.35(16) . . ?
C43 O1 Li1 121.78(16) . . ?
C41 O2 C42 109.55(18) . . ?
O1 C40 C41 110.0(2) . . ?
O1 C40 H40A 109.7 . . ?
C41 C40 H40A 109.7 . . ?
O1 C40 H40B 109.7 . . ?
C41 C40 H40B 109.7 . . ?
H40A C40 H40B 108.2 . . ?
O2 C41 C40 111.1(2) . . ?
O2 C41 H41A 109.4 . . ?
C40 C41 H41A 109.4 . . ?
O2 C41 H41B 109.4 . . ?
C40 C41 H41B 109.4 . . ?
H41A C41 H41B 108.0 . . ?
O2 C42 C43 111.4(2) . . ?
O2 C42 H42A 109.4 . . ?
C43 C42 H42A 109.4 . . ?
O2 C42 H42B 109.4 . . ?
C43 C42 H42B 109.4 . . ?
H42A C42 H42B 108.0 . . ?
O1 C43 C42 109.7(2) . . ?
O1 C43 H43A 109.7 . . ?
C42 C43 H43A 109.7 . . ?
O1 C43 H43B 109.7 . . ?
C42 C43 H43B 109.7 . . ?
H43A C43 H43B 108.2 . . ?
C44A O3A C47A 111.2(7) . . ?
O3A C44A C45A 107.2(6) . . ?
O3A C44A H44A 110.3 . . ?
C45A C44A H44A 110.3 . . ?
O3A C44A H44B 110.3 . . ?
C45A C44A H44B 110.3 . . ?
H44A C44A H44B 108.5 . . ?
O4A C45A C44A 104.4(6) . . ?
O4A C45A H45A 110.9 . . ?
C44A C45A H45A 110.9 . . ?
O4A C45A H45B 110.9 . . ?
C44A C45A H45B 110.9 . . ?
H45A C45A H45B 108.9 . . ?
C46A O4A C45A 106.3(7) . . ?
O4A C46A C47A 107.1(7) . . ?
O4A C46A H46A 110.3 . . ?
C47A C46A H46A 110.3 . . ?
O4A C46A H46B 110.3 . . ?
C47A C46A H46B 110.3 . . ?
H46A C46A H46B 108.6 . . ?
O3A C47A C46A 102.7(6) . . ?
O3A C47A H47A 111.2 . . ?
C46A C47A H47A 111.2 . . ?
O3A C47A H47B 111.2 . . ?
C46A C47A H47B 111.2 . . ?
H47A C47A H47B 109.1 . . ?
C45B O3B C44B 100.2(5) . . ?
O3B C44B C46B 109.3(7) . . ?
O3B C44B H44C 109.8 . . ?
C46B C44B H44C 109.8 . . ?
O3B C44B H44D 109.8 . . ?
C46B C44B H44D 109.8 . . ?
H44C C44B H44D 108.3 . . ?
C47B C45B O3B 109.3(6) . . ?
C47B C45B H45C 109.8 . . ?
O3B C45B H45C 109.8 . . ?
C47B C45B H45D 109.8 . . ?
O3B C45B H45D 109.8 . . ?
H45C C45B H45D 108.3 . . ?
C47B O4B C46B 100.0(6) . . ?
C44B C46B O4B 110.0(6) . . ?
C44B C46B H46C 109.7 . . ?
O4B C46B H46C 109.7 . . ?
C44B C46B H46D 109.7 . . ?
O4B C46B H46D 109.7 . . ?
H46C C46B H46D 108.2 . . ?
C45B C47B O4B 109.7(7) . . ?
C45B C47B H47C 109.7 . . ?
O4B C47B H47C 109.7 . . ?
C45B C47B H47D 109.7 . . ?
O4B C47B H47D 109.7 . . ?
H47C C47B H47D 108.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N1 C1 C2 -175.72(16) . . . . ?
Li1 N1 C1 C2 -2.5(3) . . . . ?
C16 N1 C1 C4 4.5(2) . . . . ?
Li1 N1 C1 C4 177.75(17) . . . . ?
N1 C1 C2 C3 2.5(3) . . . . ?
C4 C1 C2 C3 -177.67(16) . . . . ?
C28 N2 C3 C2 171.72(17) . . . . ?
Li1 N2 C3 C2 9.9(3) . . . . ?
C28 N2 C3 C10 -8.0(3) . . . . ?
Li1 N2 C3 C10 -169.86(18) . . . . ?
C1 C2 C3 N2 -6.6(3) . . . . ?
C1 C2 C3 C10 173.12(17) . . . . ?
N1 C1 C4 C5 53.7(2) . . . . ?
C2 C1 C4 C5 -126.10(18) . . . . ?
N1 C1 C4 C9 -128.04(19) . . . . ?
C2 C1 C4 C9 52.2(2) . . . . ?
C9 C4 C5 C6 -0.7(3) . . . . ?
C1 C4 C5 C6 177.57(17) . . . . ?
C4 C5 C6 C7 1.9(3) . . . . ?
C5 C6 C7 C8 -1.2(3) . . . . ?
C6 C7 C8 C9 -0.6(3) . . . . ?
C7 C8 C9 C4 1.7(3) . . . . ?
C5 C4 C9 C8 -1.1(3) . . . . ?
C1 C4 C9 C8 -179.39(18) . . . . ?
N2 C3 C10 C11 -39.9(3) . . . . ?
C2 C3 C10 C11 140.33(17) . . . . ?
N2 C3 C10 C15 139.74(18) . . . . ?
C2 C3 C10 C15 -40.0(2) . . . . ?
C15 C10 C11 C12 -0.6(3) . . . . ?
C3 C10 C11 C12 179.04(17) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C12 C13 C14 C15 -1.3(3) . . . . ?
C13 C14 C15 C10 1.7(3) . . . . ?
C11 C10 C15 C14 -0.7(3) . . . . ?
C3 C10 C15 C14 179.59(17) . . . . ?
C1 N1 C16 C17 73.6(2) . . . . ?
Li1 N1 C16 C17 -100.1(2) . . . . ?
C1 N1 C16 C21 -114.31(19) . . . . ?
Li1 N1 C16 C21 71.9(2) . . . . ?
C21 C16 C17 C18 2.0(3) . . . . ?
N1 C16 C17 C18 173.92(17) . . . . ?
C21 C16 C17 C22 -174.48(17) . . . . ?
N1 C16 C17 C22 -2.6(3) . . . . ?
C16 C17 C18 C19 -0.3(3) . . . . ?
C22 C17 C18 C19 176.3(2) . . . . ?
C17 C18 C19 C20 -0.9(3) . . . . ?
C18 C19 C20 C21 0.5(3) . . . . ?
C19 C20 C21 C16 1.2(3) . . . . ?
C19 C20 C21 C25 -178.12(19) . . . . ?
C17 C16 C21 C20 -2.5(3) . . . . ?
N1 C16 C21 C20 -174.64(16) . . . . ?
C17 C16 C21 C25 176.87(16) . . . . ?
N1 C16 C21 C25 4.7(2) . . . . ?
C18 C17 C22 C24 42.6(3) . . . . ?
C16 C17 C22 C24 -141.0(2) . . . . ?
C18 C17 C22 C23 -82.0(3) . . . . ?
C16 C17 C22 C23 94.5(3) . . . . ?
C20 C21 C25 C27 -61.5(2) . . . . ?
C16 C21 C25 C27 119.14(19) . . . . ?
C20 C21 C25 C26 61.7(2) . . . . ?
C16 C21 C25 C26 -117.66(19) . . . . ?
C3 N2 C28 C29 -76.7(2) . . . . ?
Li1 N2 C28 C29 87.3(2) . . . . ?
C3 N2 C28 C33 114.1(2) . . . . ?
Li1 N2 C28 C33 -81.9(2) . . . . ?
C3 N2 C28 Li1 -164.1(2) . . . . ?
C33 C28 C29 C30 4.3(3) . . . . ?
N2 C28 C29 C30 -164.68(17) . . . . ?
Li1 C28 C29 C30 -119.33(18) . . . . ?
C33 C28 C29 C34 -175.83(17) . . . . ?
N2 C28 C29 C34 15.2(3) . . . . ?
Li1 C28 C29 C34 60.6(2) . . . . ?
C28 C29 C30 C31 -1.1(3) . . . . ?
C34 C29 C30 C31 179.00(19) . . . . ?
C29 C30 C31 C32 -2.4(3) . . . . ?
C30 C31 C32 C33 2.7(3) . . . . ?
C31 C32 C33 C28 0.4(3) . . . . ?
C31 C32 C33 C37 179.21(19) . . . . ?
C29 C28 C33 C32 -3.9(3) . . . . ?
N2 C28 C33 C32 165.37(17) . . . . ?
Li1 C28 C33 C32 122.37(17) . . . . ?
C29 C28 C33 C37 177.25(17) . . . . ?
N2 C28 C33 C37 -13.4(3) . . . . ?
Li1 C28 C33 C37 -56.4(2) . . . . ?
C30 C29 C34 C35 59.1(3) . . . . ?
C28 C29 C34 C35 -120.8(2) . . . . ?
C30 C29 C34 C36 -65.3(2) . . . . ?
C28 C29 C34 C36 114.8(2) . . . . ?
C32 C33 C37 C38 -84.2(2) . . . . ?
C28 C33 C37 C38 94.6(2) . . . . ?
C32 C33 C37 C39 40.1(3) . . . . ?
C28 C33 C37 C39 -141.1(2) . . . . ?
C43 O1 C40 C41 -58.1(3) . . . . ?
Li1 O1 C40 C41 128.3(2) . . . . ?
C42 O2 C41 C40 -57.9(3) . . . . ?
O1 C40 C41 O2 58.7(3) . . . . ?
C41 O2 C42 C43 57.9(3) . . . . ?
C40 O1 C43 C42 57.8(2) . . . . ?
Li1 O1 C43 C42 -128.1(2) . . . . ?
O2 C42 C43 O1 -58.3(3) . . . . ?
C47A O3A C44A C45A 66.9(9) . . . . ?
O3A C44A C45A O4A -64.7(9) . . . . ?
C44A C45A O4A C46A 68.3(8) . . . . ?
C45A O4A C46A C47A -70.4(9) . . . . ?
C44A O3A C47A C46A -64.2(9) . . . . ?
O4A C46A C47A O3A 65.6(9) . . . . ?
C45B O3B C44B C46B -60.0(7) . . . . ?
C44B O3B C45B C47B 68.4(8) . . . . ?
O3B C44B C46B O4B 63.1(8) . . . . ?
C47B O4B C46B C44B -60.8(8) . . . . ?
O3B C45B C47B O4B -78.9(8) . . . . ?
C46B O4B C47B C45B 69.1(7) . . . . ?

_refine_diff_density_max         0.664
_refine_diff_density_min         -0.936
_refine_diff_density_rms         0.048




_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_exptl_crystal_preparation       Luminescent
