# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_blipc
_database_code_depnum_ccdc_archive 'CCDC 2014942'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2020-07-08 deposited with the CCDC.	2020-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H16 Li N8'
_chemical_formula_sum            'C32 H16 Li N8'
_chemical_formula_weight         519.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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        P21/a
_space_group_name_Hall           '-P 2yab'

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

_cell_length_a                   19.0171(3)
_cell_length_b                   4.90900(10)
_cell_length_c                   14.4572(3)
_cell_angle_alpha                90
_cell_angle_beta                 120.5440(10)
_cell_angle_gamma                90
_cell_volume                     1162.37(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5288
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      68.19

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_F_000             534
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.736
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8854
_exptl_absorpt_correction_T_max  0.9555
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2010)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12093
_diffrn_reflns_av_unetI/netI     0.0745
_diffrn_reflns_av_R_equivalents  0.0841
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.550
_diffrn_reflns_theta_max         68.217
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2124
_reflns_number_gt                1627
_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, 2015)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2015)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2015)'
_computing_structure_solution    'SIR-2014 (Burla, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2124
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1468
_refine_ls_wR_factor_gt          0.1332
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_restrained_S_all      0.909
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.500000 0.500000 0.000000 0.0349(12) Uani 1 2 d S . P . .
N1 N 0.53540(10) 0.7009(3) 0.13315(12) 0.0267(4) Uani 1 1 d . . . . .
N2 N 0.42127(9) 1.0131(3) 0.07072(12) 0.0271(4) Uani 1 1 d . . . . .
N3 N 0.40100(10) 0.7209(3) -0.07610(12) 0.0268(4) Uani 1 1 d . . . . .
N4 N 0.33705(9) 0.5257(3) -0.25481(12) 0.0261(4) Uani 1 1 d . . . . .
C1 C 0.60337(12) 0.6550(4) 0.23086(14) 0.0263(5) Uani 1 1 d . . . . .
C2 C 0.60397(12) 0.8393(4) 0.31204(15) 0.0265(5) Uani 1 1 d . . . . .
C3 C 0.65698(12) 0.8725(4) 0.42131(15) 0.0289(5) Uani 1 1 d . . . . .
H1 H 0.703674 0.766049 0.458338 0.035 Uiso 1 1 calc R U . . .
C4 C 0.63768(12) 1.0718(4) 0.47376(15) 0.0307(5) Uani 1 1 d . . . . .
H2 H 0.672039 1.098192 0.547152 0.037 Uiso 1 1 calc R U . . .
C5 C 0.56816(12) 1.2312(5) 0.41836(15) 0.0300(5) Uani 1 1 d . . . . .
H3 H 0.557068 1.363254 0.455301 0.036 Uiso 1 1 calc R U . . .
C6 C 0.51473(13) 1.1976(4) 0.30877(15) 0.0290(5) Uani 1 1 d . . . . .
H4 H 0.468044 1.303970 0.271608 0.035 Uiso 1 1 calc R U . . .
C7 C 0.53410(12) 0.9986(4) 0.25740(15) 0.0269(5) Uani 1 1 d . . . . .
C8 C 0.49214(12) 0.9054(4) 0.14512(15) 0.0266(5) Uani 1 1 d . . . . .
C9 C 0.37971(11) 0.9222(4) -0.03026(15) 0.0263(5) Uani 1 1 d . . . . .
C10 C 0.30022(12) 1.0362(4) -0.10892(14) 0.0262(5) Uani 1 1 d . . . . .
C11 C 0.25302(12) 1.2415(4) -0.10124(16) 0.0281(5) Uani 1 1 d . . . . .
H5 H 0.270643 1.336745 -0.037561 0.034 Uiso 1 1 calc R U . . .
C12 C 0.17867(12) 1.2983(4) -0.19239(15) 0.0299(5) Uani 1 1 d . . . . .
H6 H 0.145700 1.434623 -0.189947 0.036 Uiso 1 1 calc R U . . .
C13 C 0.15236(12) 1.1550(4) -0.28761(15) 0.0300(5) Uani 1 1 d . . . . .
H7 H 0.101933 1.196658 -0.347273 0.036 Uiso 1 1 calc R U . . .
C14 C 0.20002(12) 0.9501(4) -0.29550(15) 0.0289(5) Uani 1 1 d . . . . .
H8 H 0.182567 0.855454 -0.359277 0.035 Uiso 1 1 calc R U . . .
C15 C 0.27430(12) 0.8938(4) -0.20441(15) 0.0253(5) Uani 1 1 d . . . . .
C16 C 0.33998(11) 0.6958(4) -0.18066(15) 0.0251(5) 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
Li1 N1 1.9531(16) 3_665 ?
Li1 N1 1.9531(16) . ?
Li1 N3 1.9558(16) 3_665 ?
Li1 N3 1.9559(16) . ?
N1 C8 1.363(2) . ?
N1 C1 1.364(2) . ?
N2 C8 1.334(2) . ?
N2 C9 1.335(2) . ?
N3 C9 1.361(2) . ?
N3 C16 1.365(2) . ?
N4 C16 1.337(2) . ?
N4 C1 1.338(2) 3_665 ?
C1 C2 1.477(3) . ?
C2 C3 1.386(3) . ?
C2 C7 1.391(3) . ?
C3 C4 1.396(3) . ?
C4 C5 1.387(3) . ?
C5 C6 1.390(3) . ?
C6 C7 1.385(3) . ?
C7 C8 1.471(3) . ?
C9 C10 1.464(3) . ?
C10 C11 1.391(3) . ?
C10 C15 1.395(3) . ?
C11 C12 1.385(3) . ?
C12 C13 1.393(3) . ?
C13 C14 1.397(3) . ?
C14 C15 1.384(3) . ?
C15 C16 1.479(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
N1 Li1 N1 180.0 3_665 . ?
N1 Li1 N3 91.46(7) 3_665 3_665 ?
N1 Li1 N3 88.54(7) . 3_665 ?
N1 Li1 N3 88.54(7) 3_665 . ?
N1 Li1 N3 91.46(7) . . ?
N3 Li1 N3 180.0 3_665 . ?
C8 N1 C1 107.79(16) . . ?
C8 N1 Li1 124.68(13) . . ?
C1 N1 Li1 127.42(14) . . ?
C8 N2 C9 122.91(18) . . ?
C9 N3 C16 108.00(16) . . ?
C9 N3 Li1 124.62(13) . . ?
C16 N3 Li1 127.32(14) . . ?
C16 N4 C1 121.42(16) . 3_665 ?
N4 C1 N1 127.55(18) 3_665 . ?
N4 C1 C2 122.45(17) 3_665 . ?
N1 C1 C2 110.00(17) . . ?
C3 C2 C7 120.85(19) . . ?
C3 C2 C1 133.26(19) . . ?
C7 C2 C1 105.89(17) . . ?
C2 C3 C4 117.51(19) . . ?
C5 C4 C3 121.19(18) . . ?
C4 C5 C6 121.41(19) . . ?
C7 C6 C5 117.06(19) . . ?
C6 C7 C2 121.97(18) . . ?
C6 C7 C8 131.91(19) . . ?
C2 C7 C8 106.11(18) . . ?
N2 C8 N1 128.09(17) . . ?
N2 C8 C7 121.71(18) . . ?
N1 C8 C7 110.19(17) . . ?
N2 C9 N3 128.16(18) . . ?
N2 C9 C10 121.69(18) . . ?
N3 C9 C10 110.15(16) . . ?
C11 C10 C15 121.62(18) . . ?
C11 C10 C9 131.93(18) . . ?
C15 C10 C9 106.45(17) . . ?
C12 C11 C10 117.25(19) . . ?
C11 C12 C13 121.3(2) . . ?
C12 C13 C14 121.49(19) . . ?
C15 C14 C13 117.19(18) . . ?
C14 C15 C10 121.21(19) . . ?
C14 C15 C16 133.27(18) . . ?
C10 C15 C16 105.52(16) . . ?
N4 C16 N3 127.57(18) . . ?
N4 C16 C15 122.54(17) . . ?
N3 C16 C15 109.88(17) . . ?

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
C8 N1 C1 N4 -179.03(18) . . . 3_665 ?
Li1 N1 C1 N4 4.7(3) . . . 3_665 ?
C8 N1 C1 C2 0.7(2) . . . . ?
Li1 N1 C1 C2 -175.58(13) . . . . ?
N4 C1 C2 C3 -1.6(3) 3_665 . . . ?
N1 C1 C2 C3 178.7(2) . . . . ?
N4 C1 C2 C7 178.76(18) 3_665 . . . ?
N1 C1 C2 C7 -1.0(2) . . . . ?
C7 C2 C3 C4 -0.3(3) . . . . ?
C1 C2 C3 C4 -179.88(19) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C7 -0.2(3) . . . . ?
C5 C6 C7 C2 -0.3(3) . . . . ?
C5 C6 C7 C8 178.9(2) . . . . ?
C3 C2 C7 C6 0.6(3) . . . . ?
C1 C2 C7 C6 -179.72(18) . . . . ?
C3 C2 C7 C8 -178.88(17) . . . . ?
C1 C2 C7 C8 0.8(2) . . . . ?
C9 N2 C8 N1 2.6(3) . . . . ?
C9 N2 C8 C7 -176.20(18) . . . . ?
C1 N1 C8 N2 -179.08(19) . . . . ?
Li1 N1 C8 N2 -2.7(3) . . . . ?
C1 N1 C8 C7 -0.2(2) . . . . ?
Li1 N1 C8 C7 176.24(13) . . . . ?
C6 C7 C8 N2 -0.8(4) . . . . ?
C2 C7 C8 N2 178.54(17) . . . . ?
C6 C7 C8 N1 -179.8(2) . . . . ?
C2 C7 C8 N1 -0.5(2) . . . . ?
C8 N2 C9 N3 -2.4(3) . . . . ?
C8 N2 C9 C10 177.14(17) . . . . ?
C16 N3 C9 N2 179.62(19) . . . . ?
Li1 N3 C9 N2 2.3(3) . . . . ?
C16 N3 C9 C10 0.0(2) . . . . ?
Li1 N3 C9 C10 -177.29(12) . . . . ?
N2 C9 C10 C11 0.2(3) . . . . ?
N3 C9 C10 C11 179.78(19) . . . . ?
N2 C9 C10 C15 -179.44(17) . . . . ?
N3 C9 C10 C15 0.2(2) . . . . ?
C15 C10 C11 C12 0.4(3) . . . . ?
C9 C10 C11 C12 -179.17(19) . . . . ?
C10 C11 C12 C13 0.1(3) . . . . ?
C11 C12 C13 C14 -0.6(3) . . . . ?
C12 C13 C14 C15 0.5(3) . . . . ?
C13 C14 C15 C10 0.0(3) . . . . ?
C13 C14 C15 C16 179.35(19) . . . . ?
C11 C10 C15 C14 -0.4(3) . . . . ?
C9 C10 C15 C14 179.20(17) . . . . ?
C11 C10 C15 C16 -179.95(17) . . . . ?
C9 C10 C15 C16 -0.3(2) . . . . ?
C1 N4 C16 N3 2.4(3) 3_665 . . . ?
C1 N4 C16 C15 -178.83(17) 3_665 . . . ?
C9 N3 C16 N4 178.65(18) . . . . ?
Li1 N3 C16 N4 -4.1(3) . . . . ?
C9 N3 C16 C15 -0.2(2) . . . . ?
Li1 N3 C16 C15 177.00(12) . . . . ?
C14 C15 C16 N4 2.0(3) . . . . ?
C10 C15 C16 N4 -178.61(17) . . . . ?
C14 C15 C16 N3 -179.1(2) . . . . ?
C10 C15 C16 N3 0.3(2) . . . . ?

_refine_diff_density_max         0.221
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.069

####################################################################### 
# 
# 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_xLiPc300K
_database_code_depnum_ccdc_archive 'CCDC 2014945'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2020-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H16 Li N8, 0.35(H2 O)'
_chemical_formula_sum            'C32 H16.70 Li N8 O0.35'
_chemical_formula_weight         525.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           124
_space_group_name_H-M_alt        'P 4/m c c'
_space_group_name_Hall           '-P 4 2c'

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

_cell_length_a                   13.8327(13)
_cell_length_b                   13.8327(13)
_cell_length_c                   6.4804(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1240.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    6228
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      67.30

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_F_000             541
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.707
_shelx_estimated_absorpt_T_min   0.877
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8169
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'NUMABS (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            13190
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.195
_diffrn_reflns_theta_max         68.067
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             627
_reflns_number_gt                514
_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, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2016)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0847P)²+0.0885P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         627
_refine_ls_number_parameters     65
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1312
_refine_ls_wR_factor_gt          0.1286
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          7.287
_refine_ls_shift/su_mean         0.174

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 0.500000 0.500000 0.000000 0.0546(19) Uani 1 8 d S T P . .
N1 N 0.43888(11) 0.37323(12) 0.000000 0.0452(5) Uani 1 2 d S T P . .
N2 N 0.58028(13) 0.27029(12) 0.000000 0.0473(6) Uani 1 2 d S T P . .
C1 C 0.34218(14) 0.35545(15) 0.000000 0.0454(6) Uani 1 2 d S T P . .
C2 C 0.32414(15) 0.25059(14) 0.000000 0.0489(6) Uani 1 2 d S T P . .
C3 C 0.24016(17) 0.19581(17) 0.000000 0.0608(7) Uani 1 2 d S T P . .
H1 H 0.179369 0.224529 0.000000 0.073 Uiso 1 2 calc R U P . .
C4 C 0.2512(2) 0.0962(2) 0.000000 0.0735(9) Uani 1 2 d S T P . .
H2 H 0.196407 0.057163 0.000000 0.088 Uiso 1 2 calc R U P . .
C5 C 0.3416(2) 0.05331(17) 0.000000 0.0750(9) Uani 1 2 d S T P . .
H3 H 0.346382 -0.013750 0.000000 0.090 Uiso 1 2 calc R U P . .
C6 C 0.42479(19) 0.10840(16) 0.000000 0.0634(7) Uani 1 2 d S T P . .
H4 H 0.485584 0.079695 0.000000 0.076 Uiso 1 2 calc R U P . .
C7 C 0.41447(16) 0.20743(14) 0.000000 0.0482(6) Uani 1 2 d S T P . .
C8 C 0.48532(16) 0.28689(13) 0.000000 0.0450(6) Uani 1 2 d S T P . .
O1 O 0.000000 0.000000 0.250000 2.0(7) Uani 0.35 8 d S T P . .


_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 1.9467(16) . ?
Li1 Li1 3.2402(3) 5_655 ?
N1 C8 1.356(2) . ?
N1 C1 1.360(2) . ?
N2 C8 1.334(3) . ?
N2 C1 1.334(3) 3_655 ?
C1 C2 1.472(3) . ?
C2 C7 1.385(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.387(3) . ?
C3 H1 0.9300 . ?
C4 C5 1.384(3) . ?
C4 H2 0.9300 . ?
C5 C6 1.380(3) . ?
C5 H3 0.9300 . ?
C6 C7 1.377(3) . ?
C6 H4 0.9300 . ?
C7 C8 1.473(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
N1 Li1 N1 180.0 . 9_665 ?
N1 Li1 N1 90.001(1) . 11_565 ?
N1 Li1 N1 90.0 9_665 11_565 ?
N1 Li1 N1 90.0 . 3_655 ?
N1 Li1 N1 90.0 9_665 3_655 ?
N1 Li1 N1 180.0 11_565 3_655 ?
N1 Li1 Li1 90.0 . 5_655 ?
N1 Li1 Li1 90.0 9_665 5_655 ?
N1 Li1 Li1 90.0 11_565 5_655 ?
N1 Li1 Li1 90.0 3_655 5_655 ?
N1 Li1 Li1 90.0 . 5_654 ?
N1 Li1 Li1 90.0 9_665 5_654 ?
N1 Li1 Li1 90.0 11_565 5_654 ?
N1 Li1 Li1 90.0 3_655 5_654 ?
Li1 Li1 Li1 180.0 5_655 5_654 ?
C8 N1 C1 107.85(17) . . ?
C8 N1 Li1 125.99(14) . . ?
C1 N1 Li1 126.16(14) . . ?
C8 N2 C1 121.88(17) . 3_655 ?
N2 C1 N1 127.78(18) 11_565 . ?
N2 C1 C2 122.03(17) 11_565 . ?
N1 C1 C2 110.18(19) . . ?
C7 C2 C3 121.3(2) . . ?
C7 C2 C1 105.78(17) . . ?
C3 C2 C1 132.9(2) . . ?
C2 C3 C4 116.8(2) . . ?
C2 C3 H1 121.6 . . ?
C4 C3 H1 121.6 . . ?
C5 C4 C3 121.7(2) . . ?
C5 C4 H2 119.2 . . ?
C3 C4 H2 119.2 . . ?
C6 C5 C4 121.1(2) . . ?
C6 C5 H3 119.4 . . ?
C4 C5 H3 119.4 . . ?
C7 C6 C5 117.6(2) . . ?
C7 C6 H4 121.2 . . ?
C5 C6 H4 121.2 . . ?
C6 C7 C2 121.5(2) . . ?
C6 C7 C8 132.3(2) . . ?
C2 C7 C8 106.18(17) . . ?
N2 C8 N1 128.18(19) . . ?
N2 C8 C7 121.81(18) . . ?
N1 C8 C7 110.01(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 C1 N2 180.0 . . . 11_565 ?
Li1 N1 C1 N2 0.0 . . . 11_565 ?
C8 N1 C1 C2 0.0 . . . . ?
Li1 N1 C1 C2 180.0 . . . . ?
N2 C1 C2 C7 180.0 11_565 . . . ?
N1 C1 C2 C7 0.0 . . . . ?
N2 C1 C2 C3 0.0 11_565 . . . ?
N1 C1 C2 C3 180.0 . . . . ?
C7 C2 C3 C4 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C6 C7 C2 0.0 . . . . ?
C5 C6 C7 C8 180.0 . . . . ?
C3 C2 C7 C6 0.0 . . . . ?
C1 C2 C7 C6 180.0 . . . . ?
C3 C2 C7 C8 180.0 . . . . ?
C1 C2 C7 C8 0.0 . . . . ?
C1 N2 C8 N1 0.0 3_655 . . . ?
C1 N2 C8 C7 180.0 3_655 . . . ?
C1 N1 C8 N2 180.0 . . . . ?
Li1 N1 C8 N2 0.0 . . . . ?
C1 N1 C8 C7 0.0 . . . . ?
Li1 N1 C8 C7 180.0 . . . . ?
C6 C7 C8 N2 0.0 . . . . ?
C2 C7 C8 N2 180.0 . . . . ?
C6 C7 C8 N1 180.0 . . . . ?
C2 C7 C8 N1 0.0 . . . . ?

_refine_diff_density_max         0.113
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_xLiPc100K2
_database_code_depnum_ccdc_archive 'CCDC 2033585'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2020-09-23 deposited with the CCDC.	2020-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H16 Li N8'
_chemical_formula_sum            'C32 H16 Li N8'
_chemical_formula_weight         519.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           124
_space_group_name_H-M_alt        'P 4/m c c'
_space_group_name_Hall           '-P 4 2c'

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

_cell_length_a                   13.8720(10)
_cell_length_b                   13.8720(10)
_cell_length_c                   6.3609(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1224.04(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6487
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      68.18

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_F_000             534
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.699
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8157
_exptl_absorpt_correction_T_max  0.8877
_exptl_absorpt_process_details   'NUMABS (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            12967
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         3.186
_diffrn_reflns_theta_max         68.175
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             624
_reflns_number_gt                542
_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, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2016)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         624
_refine_ls_number_parameters     63
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0866
_refine_ls_wR_factor_ref         0.3579
_refine_ls_wR_factor_gt          0.3562
_refine_ls_goodness_of_fit_ref   1.714
_refine_ls_restrained_S_all      1.714
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.500000 0.500000 0.000000 0.026(4) Uani 1 8 d S T P . .
N1 N 0.4403(3) 0.3731(3) 0.000000 0.0197(13) Uani 1 2 d S T P . .
N2 N 0.2715(3) 0.4183(3) 0.000000 0.0206(13) Uani 1 2 d S T P . .
C1 C 0.4867(4) 0.2878(3) 0.000000 0.0190(13) Uani 1 2 d S T P . .
C2 C 0.4167(4) 0.2074(3) 0.000000 0.0207(14) Uani 1 2 d S T P . .
C3 C 0.4278(4) 0.1088(4) 0.000000 0.0256(15) Uani 1 2 d S T P . .
H1 H 0.489913 0.079982 0.000000 0.031 Uiso 1 2 calc R U P . .
C4 C 0.3444(4) 0.0530(3) 0.000000 0.0281(15) Uani 1 2 d S T P . .
H2 H 0.349607 -0.015306 0.000000 0.034 Uiso 1 2 calc R U P . .
C5 C 0.2534(4) 0.0954(4) 0.000000 0.0275(15) Uani 1 2 d S T P . .
H3 H 0.197721 0.055521 0.000000 0.033 Uiso 1 2 calc R U P . .
C6 C 0.2424(3) 0.1955(4) 0.000000 0.0246(14) Uani 1 2 d S T P . .
H4 H 0.180427 0.224713 0.000000 0.030 Uiso 1 2 calc R U P . .
C7 C 0.3254(4) 0.2501(3) 0.000000 0.0205(14) Uani 1 2 d S T P . .
C8 C 0.3435(3) 0.3546(3) 0.000000 0.0190(14) Uani 1 2 d S T P . .


_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 1.946(4) . ?
Li1 N1 1.946(4) 9_665 ?
Li1 N1 1.946(4) 11_565 ?
Li1 N1 1.946(4) 3_655 ?
Li1 Li1 3.1804(2) 5_655 ?
Li1 Li1 3.1804(2) 5_654 ?
N1 C1 1.348(6) . ?
N1 C8 1.367(5) . ?
N2 C8 1.333(7) . ?
N2 C1 1.337(7) 11_565 ?
C1 C2 1.478(7) . ?
C2 C3 1.376(6) . ?
C2 C7 1.399(6) . ?
C3 C4 1.393(7) . ?
C3 H1 0.9500 . ?
C4 C5 1.393(6) . ?
C4 H2 0.9500 . ?
C5 C6 1.397(7) . ?
C5 H3 0.9500 . ?
C6 C7 1.378(6) . ?
C6 H4 0.9500 . ?
C7 C8 1.472(6) . ?

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 N1 180.0 . 9_665 ?
N1 Li1 N1 90.001(1) . 11_565 ?
N1 Li1 N1 90.0 9_665 11_565 ?
N1 Li1 N1 89.999(1) . 3_655 ?
N1 Li1 N1 90.0 9_665 3_655 ?
N1 Li1 N1 180.0 11_565 3_655 ?
N1 Li1 Li1 90.0 . 5_655 ?
N1 Li1 Li1 90.0 9_665 5_655 ?
N1 Li1 Li1 90.0 11_565 5_655 ?
N1 Li1 Li1 90.0 3_655 5_655 ?
N1 Li1 Li1 90.0 . 5_654 ?
N1 Li1 Li1 90.0 9_665 5_654 ?
N1 Li1 Li1 90.0 11_565 5_654 ?
N1 Li1 Li1 90.0 3_655 5_654 ?
Li1 Li1 Li1 180.0 5_655 5_654 ?
C1 N1 C8 107.8(4) . . ?
C1 N1 Li1 126.2(3) . . ?
C8 N1 Li1 126.0(3) . . ?
C8 N2 C1 121.7(4) . 11_565 ?
N2 C1 N1 128.3(4) 3_655 . ?
N2 C1 C2 121.3(4) 3_655 . ?
N1 C1 C2 110.4(4) . . ?
C3 C2 C7 121.5(5) . . ?
C3 C2 C1 132.6(5) . . ?
C7 C2 C1 106.0(4) . . ?
C2 C3 C4 117.4(5) . . ?
C2 C3 H1 121.3 . . ?
C4 C3 H1 121.3 . . ?
C5 C4 C3 121.2(5) . . ?
C5 C4 H2 119.4 . . ?
C3 C4 H2 119.4 . . ?
C4 C5 C6 121.3(5) . . ?
C4 C5 H3 119.4 . . ?
C6 C5 H3 119.4 . . ?
C7 C6 C5 117.0(4) . . ?
C7 C6 H4 121.5 . . ?
C5 C6 H4 121.5 . . ?
C6 C7 C2 121.6(4) . . ?
C6 C7 C8 133.1(5) . . ?
C2 C7 C8 105.2(4) . . ?
N2 C8 N1 127.7(4) . . ?
N2 C8 C7 121.6(4) . . ?
N1 C8 C7 110.6(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 C1 N2 180.0 . . . 3_655 ?
Li1 N1 C1 N2 0.0 . . . 3_655 ?
C8 N1 C1 C2 0.0 . . . . ?
Li1 N1 C1 C2 180.0 . . . . ?
N2 C1 C2 C3 0.0 3_655 . . . ?
N1 C1 C2 C3 180.0 . . . . ?
N2 C1 C2 C7 180.0 3_655 . . . ?
N1 C1 C2 C7 0.0 . . . . ?
C7 C2 C3 C4 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C6 C7 C2 0.0 . . . . ?
C5 C6 C7 C8 180.0 . . . . ?
C3 C2 C7 C6 0.0 . . . . ?
C1 C2 C7 C6 180.0 . . . . ?
C3 C2 C7 C8 180.0 . . . . ?
C1 C2 C7 C8 0.0 . . . . ?
C1 N2 C8 N1 0.0 11_565 . . . ?
C1 N2 C8 C7 180.0 11_565 . . . ?
C1 N1 C8 N2 180.0 . . . . ?
Li1 N1 C8 N2 0.0 . . . . ?
C1 N1 C8 C7 0.0 . . . . ?
Li1 N1 C8 C7 180.0 . . . . ?
C6 C7 C8 N2 0.0 . . . . ?
C2 C7 C8 N2 180.0 . . . . ?
C6 C7 C8 N1 180.0 . . . . ?
C2 C7 C8 N1 0.0 . . . . ?

_refine_diff_density_max         2.410
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.136

####################################################################### 
# 
# 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_xLiPc300K2
_database_code_depnum_ccdc_archive 'CCDC 2033584'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2020-09-23 deposited with the CCDC.	2020-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H16 Li N8'
_chemical_formula_sum            'C32 H16 Li N8'
_chemical_formula_weight         519.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           124
_space_group_name_H-M_alt        'P 4/m c c'
_space_group_name_Hall           '-P 4 2c'

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

_cell_length_a                   13.8327(13)
_cell_length_b                   13.8327(13)
_cell_length_c                   6.4804(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1240.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    6228
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      67.30

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_F_000             534
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.690
_shelx_estimated_absorpt_T_min   0.880
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8169
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'NUMABS (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            13190
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.195
_diffrn_reflns_theta_max         68.067
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             627
_reflns_number_gt                514
_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, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2016)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0898P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         627
_refine_ls_number_parameters     63
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1248
_refine_ls_wR_factor_gt          0.1218
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.500000 0.500000 0.000000 0.0543(17) Uani 1 8 d S T P . .
N1 N 0.43895(9) 0.37328(11) 0.000000 0.0454(5) Uani 1 2 d S T P . .
N2 N 0.58027(12) 0.27037(11) 0.000000 0.0476(5) Uani 1 2 d S T P . .
C1 C 0.34218(12) 0.35552(14) 0.000000 0.0456(5) Uani 1 2 d S T P . .
C2 C 0.32407(14) 0.25067(12) 0.000000 0.0491(5) Uani 1 2 d S T P . .
C3 C 0.24011(15) 0.19587(15) 0.000000 0.0611(7) Uani 1 2 d S T P . .
H1 H 0.179343 0.224637 0.000000 0.073 Uiso 1 2 calc R U P . .
C4 C 0.25095(17) 0.09621(19) 0.000000 0.0739(8) Uani 1 2 d S T P . .
H2 H 0.196178 0.057221 0.000000 0.089 Uiso 1 2 calc R U P . .
C5 C 0.34161(16) 0.05333(15) 0.000000 0.0758(8) Uani 1 2 d S T P . .
H3 H 0.346453 -0.013723 0.000000 0.091 Uiso 1 2 calc R U P . .
C6 C 0.42456(16) 0.10840(14) 0.000000 0.0639(7) Uani 1 2 d S T P . .
H4 H 0.485344 0.079656 0.000000 0.077 Uiso 1 2 calc R U P . .
C7 C 0.41447(15) 0.20754(13) 0.000000 0.0485(6) Uani 1 2 d S T P . .
C8 C 0.48532(14) 0.28692(12) 0.000000 0.0451(5) Uani 1 2 d S T P . .


_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 1.9457(14) . ?
Li1 N1 1.9457(14) 9_665 ?
Li1 N1 1.9457(14) 11_565 ?
Li1 N1 1.9457(14) 3_655 ?
Li1 Li1 3.2402(3) 5_655 ?
Li1 Li1 3.2402(3) 5_654 ?
N1 C8 1.356(2) . ?
N1 C1 1.361(2) . ?
N2 C1 1.333(3) 3_655 ?
N2 C8 1.333(2) . ?
C1 C2 1.472(2) . ?
C2 C7 1.386(2) . ?
C2 C3 1.387(2) . ?
C3 C4 1.387(3) . ?
C3 H1 0.9300 . ?
C4 C5 1.387(3) . ?
C4 H2 0.9300 . ?
C5 C6 1.377(3) . ?
C5 H3 0.9300 . ?
C6 C7 1.378(3) . ?
C6 H4 0.9300 . ?
C7 C8 1.472(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
N1 Li1 N1 180.0 . 9_665 ?
N1 Li1 N1 90.0 . 11_565 ?
N1 Li1 N1 90.0 9_665 11_565 ?
N1 Li1 N1 90.0 . 3_655 ?
N1 Li1 N1 90.0 9_665 3_655 ?
N1 Li1 N1 180.0 11_565 3_655 ?
N1 Li1 Li1 90.0 . 5_655 ?
N1 Li1 Li1 90.0 9_665 5_655 ?
N1 Li1 Li1 90.0 11_565 5_655 ?
N1 Li1 Li1 90.0 3_655 5_655 ?
N1 Li1 Li1 90.0 . 5_654 ?
N1 Li1 Li1 90.0 9_665 5_654 ?
N1 Li1 Li1 90.0 11_565 5_654 ?
N1 Li1 Li1 90.0 3_655 5_654 ?
Li1 Li1 Li1 180.0 5_655 5_654 ?
C8 N1 C1 107.83(15) . . ?
C8 N1 Li1 126.04(12) . . ?
C1 N1 Li1 126.13(12) . . ?
C1 N2 C8 121.91(15) 3_655 . ?
N2 C1 N1 127.80(17) 11_565 . ?
N2 C1 C2 122.00(15) 11_565 . ?
N1 C1 C2 110.20(16) . . ?
C7 C2 C3 121.36(18) . . ?
C7 C2 C1 105.71(15) . . ?
C3 C2 C1 132.9(2) . . ?
C4 C3 C2 116.9(2) . . ?
C4 C3 H1 121.5 . . ?
C2 C3 H1 121.5 . . ?
C3 C4 C5 121.5(2) . . ?
C3 C4 H2 119.2 . . ?
C5 C4 H2 119.2 . . ?
C6 C5 C4 121.1(2) . . ?
C6 C5 H3 119.4 . . ?
C4 C5 H3 119.4 . . ?
C5 C6 C7 117.8(2) . . ?
C5 C6 H4 121.1 . . ?
C7 C6 H4 121.1 . . ?
C6 C7 C2 121.32(19) . . ?
C6 C7 C8 132.44(19) . . ?
C2 C7 C8 106.24(15) . . ?
N2 C8 N1 128.12(17) . . ?
N2 C8 C7 121.86(16) . . ?
N1 C8 C7 110.02(16) . . ?

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
C8 N1 C1 N2 180.0 . . . 11_565 ?
Li1 N1 C1 N2 0.0 . . . 11_565 ?
C8 N1 C1 C2 0.0 . . . . ?
Li1 N1 C1 C2 180.0 . . . . ?
N2 C1 C2 C7 180.0 11_565 . . . ?
N1 C1 C2 C7 0.0 . . . . ?
N2 C1 C2 C3 0.0 11_565 . . . ?
N1 C1 C2 C3 180.0 . . . . ?
C7 C2 C3 C4 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C6 C7 C2 0.0 . . . . ?
C5 C6 C7 C8 180.0 . . . . ?
C3 C2 C7 C6 0.0 . . . . ?
C1 C2 C7 C6 180.0 . . . . ?
C3 C2 C7 C8 180.0 . . . . ?
C1 C2 C7 C8 0.0 . . . . ?
C1 N2 C8 N1 0.0 3_655 . . . ?
C1 N2 C8 C7 180.0 3_655 . . . ?
C1 N1 C8 N2 180.0 . . . . ?
Li1 N1 C8 N2 0.0 . . . . ?
C1 N1 C8 C7 0.0 . . . . ?
Li1 N1 C8 C7 180.0 . . . . ?
C6 C7 C8 N2 0.0 . . . . ?
C2 C7 C8 N2 180.0 . . . . ?
C6 C7 C8 N1 180.0 . . . . ?
C2 C7 C8 N1 0.0 . . . . ?

_refine_diff_density_max         0.133
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_xLiPc100K_oil
_database_code_depnum_ccdc_archive 'CCDC 2033531'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2020-09-23 deposited with the CCDC.	2020-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H16 Li N8, 0.35(H2 O)'
_chemical_formula_sum            'C32 H16.70 Li N8 O0.35'
_chemical_formula_weight         525.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           124
_space_group_name_H-M_alt        'P 4/m c c'
_space_group_name_Hall           '-P 4 2c'

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

_cell_length_a                   13.8422(3)
_cell_length_b                   13.8422(3)
_cell_length_c                   6.36520(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1219.61(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5784
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      67.96

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_F_000             550
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.751
_shelx_estimated_absorpt_T_min   0.864
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6550
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2010)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12722
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_av_R_equivalents  0.1074
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.193
_diffrn_reflns_theta_max         68.134
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             623
_reflns_number_gt                398
_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, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SIR-2014 (Burla, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Yadokari-XG (Wakita, Nemoto et al., 2009)'
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         623
_refine_ls_number_parameters     64
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0668
_refine_ls_wR_factor_ref         0.1921
_refine_ls_wR_factor_gt          0.1762
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          1.835
_refine_ls_shift/su_mean         0.029

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
N1 N 0.1267(2) 0.0603(2) 0.000000 0.0367(9) Uani 1 2 d S T P . .
C2 C 0.2933(3) 0.0844(3) 0.000000 0.0367(10) Uani 1 2 d S T P . .
C8 C 0.1454(3) 0.1579(3) 0.000000 0.0373(10) Uani 1 2 d S T P . .
C1 C 0.2136(3) 0.0140(3) 0.000000 0.0363(10) Uani 1 2 d S T P . .
N2 N 0.0817(2) 0.2297(2) 0.000000 0.0379(10) Uani 1 2 d S T P . .
C4 C 0.4485(3) 0.1574(3) 0.000000 0.0471(12) Uani 1 2 d S T P . .
H4 H 0.516935 0.152268 0.000000 0.057 Uiso 1 2 calc R U P . .
C3 C 0.3923(3) 0.0741(3) 0.000000 0.0443(12) Uani 1 2 d S T P . .
H3 H 0.421372 0.011900 0.000000 0.053 Uiso 1 2 calc R U P . .
C7 C 0.2505(3) 0.1760(3) 0.000000 0.0382(10) Uani 1 2 d S T P . .
C6 C 0.3063(3) 0.2586(3) 0.000000 0.0437(11) Uani 1 2 d S T P . .
H6 H 0.277334 0.320848 0.000000 0.052 Uiso 1 2 calc R U P . .
C5 C 0.4055(3) 0.2483(3) 0.000000 0.0468(12) Uani 1 2 d S T P . .
H5 H 0.445206 0.304271 0.000000 0.056 Uiso 1 2 calc R U P . .
Li1 Li 0.000000 0.000000 0.000000 0.056(4) Uani 1 8 d S T P . .
O1 O 0.500000 0.500000 0.250000 2.0(4) Uiso 0.35 8 d S . P . .


_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
N1 C1 1.363(4) . ?
N1 C8 1.375(4) . ?
N1 Li1 1.943(3) . ?
C2 C3 1.379(5) . ?
C2 C7 1.399(5) . ?
C2 C1 1.471(5) . ?
C8 N2 1.328(5) . ?
C8 C7 1.476(5) . ?
C1 N2 1.344(5) 7 ?
C4 C5 1.391(5) . ?
C4 C3 1.391(6) . ?
C7 C6 1.380(5) . ?
C6 C5 1.380(5) . ?
Li1 Li1 3.18260(5) 3 ?
Li1 Li1 3.18260(5) 3_554 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 107.2(3) . . ?
C1 N1 Li1 126.5(3) . . ?
C8 N1 Li1 126.3(3) . . ?
C3 C2 C7 121.0(4) . . ?
C3 C2 C1 132.6(4) . . ?
C7 C2 C1 106.5(3) . . ?
N2 C8 N1 127.6(3) . . ?
N2 C8 C7 121.8(3) . . ?
N1 C8 C7 110.6(3) . . ?
N2 C1 N1 127.6(4) 7 . ?
N2 C1 C2 121.9(3) 7 . ?
N1 C1 C2 110.5(3) . . ?
C8 N2 C1 122.0(3) . 15 ?
C5 C4 C3 120.7(4) . . ?
C2 C3 C4 118.0(4) . . ?
C6 C7 C2 121.0(4) . . ?
C6 C7 C8 133.8(4) . . ?
C2 C7 C8 105.2(3) . . ?
C7 C6 C5 118.1(4) . . ?
C6 C5 C4 121.3(4) . . ?
N1 Li1 N1 180.0 . 9 ?
N1 Li1 N1 90.0 . 15 ?
N1 Li1 N1 90.0 9 15 ?
N1 Li1 N1 90.0 . 7 ?
N1 Li1 N1 90.0 9 7 ?
N1 Li1 N1 180.00(15) 15 7 ?
N1 Li1 Li1 90.0 . 3 ?
N1 Li1 Li1 90.0 9 3 ?
N1 Li1 Li1 90.0 15 3 ?
N1 Li1 Li1 90.0 7 3 ?
N1 Li1 Li1 90.0 . 3_554 ?
N1 Li1 Li1 90.0 9 3_554 ?
N1 Li1 Li1 90.0 15 3_554 ?
N1 Li1 Li1 90.0 7 3_554 ?
Li1 Li1 Li1 180.0 3 3_554 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 C8 N2 180.0 . . . . ?
Li1 N1 C8 N2 0.0 . . . . ?
C1 N1 C8 C7 0.0 . . . . ?
Li1 N1 C8 C7 180.0 . . . . ?
C8 N1 C1 N2 180.0 . . . 7 ?
Li1 N1 C1 N2 0.0 . . . 7 ?
C8 N1 C1 C2 0.0 . . . . ?
Li1 N1 C1 C2 180.0 . . . . ?
C3 C2 C1 N2 0.0 . . . 7 ?
C7 C2 C1 N2 180.0 . . . 7 ?
C3 C2 C1 N1 180.0 . . . . ?
C7 C2 C1 N1 0.0 . . . . ?
N1 C8 N2 C1 0.0 . . . 15 ?
C7 C8 N2 C1 180.0 . . . 15 ?
C7 C2 C3 C4 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C5 C4 C3 C2 0.0 . . . . ?
C3 C2 C7 C6 0.0 . . . . ?
C1 C2 C7 C6 180.0 . . . . ?
C3 C2 C7 C8 180.0 . . . . ?
C1 C2 C7 C8 0.0 . . . . ?
N2 C8 C7 C6 0.0 . . . . ?
N1 C8 C7 C6 180.0 . . . . ?
N2 C8 C7 C2 180.0 . . . . ?
N1 C8 C7 C2 0.0 . . . . ?
C2 C7 C6 C5 0.0 . . . . ?
C8 C7 C6 C5 180.0 . . . . ?
C7 C6 C5 C4 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?

_refine_diff_density_max         0.249
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.110

####################################################################### 
# 
# 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_xLiPc100K
_database_code_depnum_ccdc_archive 'CCDC 2014946'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2020-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H16 Li N8, 0.64(N2)'
_chemical_formula_sum            'C32 H16 Li N9.28'
_chemical_formula_weight         537.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           124
_space_group_name_H-M_alt        'P 4/m c c'
_space_group_name_Hall           '-P 4 2c'

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

_cell_length_a                   13.8720(10)
_cell_length_b                   13.8720(10)
_cell_length_c                   6.3609(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1224.04(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6487
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      68.18

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.735
_shelx_estimated_absorpt_T_min   0.873
_shelx_estimated_absorpt_T_max   0.930
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8157
_exptl_absorpt_correction_T_max  0.8877
_exptl_absorpt_process_details   'NUMABS (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            12967
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         3.186
_diffrn_reflns_theta_max         68.175
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             624
_reflns_number_gt                542
_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, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2016)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0895P)²+0.3918P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         624
_refine_ls_number_parameters     66
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1386
_refine_ls_wR_factor_gt          0.1365
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.500000 0.500000 0.000000 0.0256(17) Uani 1 8 d S T P . .
N1 N 0.43994(12) 0.37287(13) 0.000000 0.0212(5) Uani 1 2 d S T P . .
N2 N 0.27111(13) 0.41826(14) 0.000000 0.0209(5) Uani 1 2 d S T P . .
C1 C 0.48670(17) 0.28729(15) 0.000000 0.0205(6) Uani 1 2 d S T P . .
C2 C 0.41667(17) 0.20748(16) 0.000000 0.0215(6) Uani 1 2 d S T P . .
C3 C 0.42787(17) 0.10823(17) 0.000000 0.0260(6) Uani 1 2 d S T P . .
H1 H 0.490020 0.079461 0.000000 0.031 Uiso 1 2 calc R U P . .
C4 C 0.34470(18) 0.05239(17) 0.000000 0.0289(7) Uani 1 2 d S T P . .
H2 H 0.349880 -0.015895 0.000000 0.035 Uiso 1 2 calc R U P . .
C5 C 0.25365(18) 0.09526(18) 0.000000 0.0290(7) Uani 1 2 d S T P . .
H3 H 0.197979 0.055371 0.000000 0.035 Uiso 1 2 calc R U P . .
C6 C 0.24239(16) 0.19487(17) 0.000000 0.0252(6) Uani 1 2 d S T P . .
H4 H 0.180356 0.223888 0.000000 0.030 Uiso 1 2 calc R U P . .
C7 C 0.32600(16) 0.25002(15) 0.000000 0.0215(6) Uani 1 2 d S T P . .
C8 C 0.34321(16) 0.35459(16) 0.000000 0.0208(6) Uani 1 2 d S T P . .
N3 N 0.000000 0.000000 0.16372(2) 0.197(8) Uani 0.64 4 d DS T P . .


_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 1.9504(18) . ?
Li1 Li1 3.1804(2) 5_655 ?
N1 C1 1.353(3) . ?
N1 C8 1.366(3) . ?
N2 C8 1.334(3) . ?
N2 C1 1.337(3) 11_565 ?
C1 C2 1.473(3) . ?
C2 C3 1.386(3) . ?
C2 C7 1.389(3) . ?
C3 C4 1.390(3) . ?
C3 H1 0.9500 . ?
C4 C5 1.396(3) . ?
C4 H2 0.9500 . ?
C5 C6 1.391(3) . ?
C5 H3 0.9500 . ?
C6 C7 1.390(3) . ?
C6 H4 0.9500 . ?
C7 C8 1.470(3) . ?
N3 N3 1.09760(13) 5 ?

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 N1 90.0 9_665 11_565 ?
N1 Li1 N1 90.0 9_665 3_655 ?
N1 Li1 N1 180.0 11_565 3_655 ?
N1 Li1 N1 180.0 9_665 . ?
N1 Li1 N1 90.0 11_565 . ?
N1 Li1 N1 90.0 3_655 . ?
N1 Li1 Li1 90.0 9_665 5_654 ?
N1 Li1 Li1 90.0 11_565 5_654 ?
N1 Li1 Li1 90.0 3_655 5_654 ?
N1 Li1 Li1 90.0 . 5_654 ?
N1 Li1 Li1 90.0 9_665 5_655 ?
N1 Li1 Li1 90.0 11_565 5_655 ?
N1 Li1 Li1 90.0 3_655 5_655 ?
N1 Li1 Li1 90.0 . 5_655 ?
Li1 Li1 Li1 180.0 5_654 5_655 ?
C1 N1 C8 107.95(18) . . ?
C1 N1 Li1 126.06(15) . . ?
C8 N1 Li1 125.99(15) . . ?
C8 N2 C1 121.78(18) . 11_565 ?
N2 C1 N1 128.3(2) 3_655 . ?
N2 C1 C2 121.61(19) 3_655 . ?
N1 C1 C2 110.08(19) . . ?
C3 C2 C7 121.6(2) . . ?
C3 C2 C1 132.3(2) . . ?
C7 C2 C1 106.13(19) . . ?
C2 C3 C4 117.4(2) . . ?
C2 C3 H1 121.3 . . ?
C4 C3 H1 121.3 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H2 119.5 . . ?
C5 C4 H2 119.5 . . ?
C6 C5 C4 121.7(2) . . ?
C6 C5 H3 119.2 . . ?
C4 C5 H3 119.2 . . ?
C7 C6 C5 117.0(2) . . ?
C7 C6 H4 121.5 . . ?
C5 C6 H4 121.5 . . ?
C2 C7 C6 121.5(2) . . ?
C2 C7 C8 105.79(19) . . ?
C6 C7 C8 132.8(2) . . ?
N2 C8 N1 127.85(19) . . ?
N2 C8 C7 122.10(18) . . ?
N1 C8 C7 110.1(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
C8 N1 C1 N2 180.0 . . . 3_655 ?
Li1 N1 C1 N2 0.0 . . . 3_655 ?
C8 N1 C1 C2 0.0 . . . . ?
Li1 N1 C1 C2 180.0 . . . . ?
N2 C1 C2 C3 0.0 3_655 . . . ?
N1 C1 C2 C3 180.0 . . . . ?
N2 C1 C2 C7 180.0 3_655 . . . ?
N1 C1 C2 C7 0.0 . . . . ?
C7 C2 C3 C4 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C3 C2 C7 C6 0.0 . . . . ?
C1 C2 C7 C6 180.0 . . . . ?
C3 C2 C7 C8 180.0 . . . . ?
C1 C2 C7 C8 0.0 . . . . ?
C5 C6 C7 C2 0.0 . . . . ?
C5 C6 C7 C8 180.0 . . . . ?
C1 N2 C8 N1 0.0 11_565 . . . ?
C1 N2 C8 C7 180.0 11_565 . . . ?
C1 N1 C8 N2 180.0 . . . . ?
Li1 N1 C8 N2 0.0 . . . . ?
C1 N1 C8 C7 0.0 . . . . ?
Li1 N1 C8 C7 180.0 . . . . ?
C2 C7 C8 N2 180.0 . . . . ?
C6 C7 C8 N2 0.0 . . . . ?
C2 C7 C8 N1 0.0 . . . . ?
C6 C7 C8 N1 180.0 . . . . ?

_refine_diff_density_max         0.548
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_xLiPc100K_sq
_database_code_depnum_ccdc_archive 'CCDC 2014944'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2020-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H16 Li N8'
_chemical_formula_sum            'C32 H16 Li N8'
_chemical_formula_weight         519.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           124
_space_group_name_H-M_alt        'P 4/m c c'
_space_group_name_Hall           '-P 4 2c'

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

_cell_length_a                   13.8720(10)
_cell_length_b                   13.8720(10)
_cell_length_c                   6.3609(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1224.04(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6487
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      68.18

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_F_000             534
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.699
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8157
_exptl_absorpt_correction_T_max  0.8877
_exptl_absorpt_process_details   'NUMABS (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            12967
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         3.186
_diffrn_reflns_theta_max         68.175
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             624
_reflns_number_gt                542
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2016)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0805P)²+0.1511P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         624
_refine_ls_number_parameters     63
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1217
_refine_ls_wR_factor_gt          0.1195
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.500000 0.500000 0.000000 0.0263(14) Uani 1 8 d S T P . .
N1 N 0.43988(10) 0.37297(11) 0.000000 0.0214(4) Uani 1 2 d S T P . .
N2 N 0.27107(11) 0.41822(12) 0.000000 0.0211(5) Uani 1 2 d S T P . .
C1 C 0.48662(15) 0.28720(12) 0.000000 0.0208(5) Uani 1 2 d S T P . .
C2 C 0.41658(14) 0.20759(14) 0.000000 0.0217(5) Uani 1 2 d S T P . .
C3 C 0.42779(15) 0.10820(14) 0.000000 0.0262(5) Uani 1 2 d S T P . .
H1 H 0.489919 0.079379 0.000000 0.031 Uiso 1 2 calc R U P . .
C4 C 0.34454(15) 0.05249(14) 0.000000 0.0294(6) Uani 1 2 d S T P . .
H2 H 0.349697 -0.015796 0.000000 0.035 Uiso 1 2 calc R U P . .
C5 C 0.25355(15) 0.09521(16) 0.000000 0.0292(6) Uani 1 2 d S T P . .
H3 H 0.197871 0.055333 0.000000 0.035 Uiso 1 2 calc R U P . .
C6 C 0.24243(14) 0.19485(14) 0.000000 0.0257(5) Uani 1 2 d S T P . .
H4 H 0.180438 0.223945 0.000000 0.031 Uiso 1 2 calc R U P . .
C7 C 0.32609(14) 0.24989(12) 0.000000 0.0218(5) Uani 1 2 d S T P . .
C8 C 0.34324(13) 0.35470(14) 0.000000 0.0211(5) Uani 1 2 d S T P . .


_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 1.9496(15) . ?
Li1 N1 1.9496(15) 9_665 ?
Li1 N1 1.9496(15) 11_565 ?
Li1 N1 1.9496(15) 3_655 ?
Li1 Li1 3.1804(2) 5_655 ?
Li1 Li1 3.1804(2) 5_654 ?
N1 C1 1.355(2) . ?
N1 C8 1.364(2) . ?
N2 C8 1.334(3) . ?
N2 C1 1.339(3) 11_565 ?
C1 C2 1.471(3) . ?
C2 C7 1.386(2) . ?
C2 C3 1.387(3) . ?
C3 C4 1.390(3) . ?
C3 H1 0.9500 . ?
C4 C5 1.394(3) . ?
C4 H2 0.9500 . ?
C5 C6 1.391(3) . ?
C5 H3 0.9500 . ?
C6 C7 1.389(3) . ?
C6 H4 0.9500 . ?
C7 C8 1.473(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Li1 N1 180.0 . 9_665 ?
N1 Li1 N1 90.0 . 11_565 ?
N1 Li1 N1 90.0 9_665 11_565 ?
N1 Li1 N1 90.0 . 3_655 ?
N1 Li1 N1 90.0 9_665 3_655 ?
N1 Li1 N1 180.0 11_565 3_655 ?
N1 Li1 Li1 90.0 . 5_655 ?
N1 Li1 Li1 90.0 9_665 5_655 ?
N1 Li1 Li1 90.0 11_565 5_655 ?
N1 Li1 Li1 90.0 3_655 5_655 ?
N1 Li1 Li1 90.0 . 5_654 ?
N1 Li1 Li1 90.0 9_665 5_654 ?
N1 Li1 Li1 90.0 11_565 5_654 ?
N1 Li1 Li1 90.0 3_655 5_654 ?
Li1 Li1 Li1 180.0 5_655 5_654 ?
C1 N1 C8 107.88(15) . . ?
C1 N1 Li1 126.09(13) . . ?
C8 N1 Li1 126.03(13) . . ?
C8 N2 C1 121.73(15) . 11_565 ?
N2 C1 N1 128.21(18) 3_655 . ?
N2 C1 C2 121.72(16) 3_655 . ?
N1 C1 C2 110.07(17) . . ?
C7 C2 C3 121.50(19) . . ?
C7 C2 C1 106.28(16) . . ?
C3 C2 C1 132.22(19) . . ?
C2 C3 C4 117.35(19) . . ?
C2 C3 H1 121.3 . . ?
C4 C3 H1 121.3 . . ?
C3 C4 C5 121.07(19) . . ?
C3 C4 H2 119.5 . . ?
C5 C4 H2 119.5 . . ?
C6 C5 C4 121.51(19) . . ?
C6 C5 H3 119.2 . . ?
C4 C5 H3 119.2 . . ?
C7 C6 C5 116.98(18) . . ?
C7 C6 H4 121.5 . . ?
C5 C6 H4 121.5 . . ?
C2 C7 C6 121.60(17) . . ?
C2 C7 C8 105.77(16) . . ?
C6 C7 C8 132.63(18) . . ?
N2 C8 N1 127.94(17) . . ?
N2 C8 C7 122.07(15) . . ?
N1 C8 C7 109.99(17) . . ?

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
C8 N1 C1 N2 180.0 . . . 3_655 ?
Li1 N1 C1 N2 0.0 . . . 3_655 ?
C8 N1 C1 C2 0.0 . . . . ?
Li1 N1 C1 C2 180.0 . . . . ?
N2 C1 C2 C7 180.0 3_655 . . . ?
N1 C1 C2 C7 0.0 . . . . ?
N2 C1 C2 C3 0.0 3_655 . . . ?
N1 C1 C2 C3 180.0 . . . . ?
C7 C2 C3 C4 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C3 C2 C7 C6 0.0 . . . . ?
C1 C2 C7 C6 180.0 . . . . ?
C3 C2 C7 C8 180.0 . . . . ?
C1 C2 C7 C8 0.0 . . . . ?
C5 C6 C7 C2 0.0 . . . . ?
C5 C6 C7 C8 180.0 . . . . ?
C1 N2 C8 N1 0.0 11_565 . . . ?
C1 N2 C8 C7 180.0 11_565 . . . ?
C1 N1 C8 N2 180.0 . . . . ?
Li1 N1 C8 N2 0.0 . . . . ?
C1 N1 C8 C7 0.0 . . . . ?
Li1 N1 C8 C7 180.0 . . . . ?
C2 C7 C8 N2 180.0 . . . . ?
C6 C7 C8 N2 0.0 . . . . ?
C2 C7 C8 N1 0.0 . . . . ?
C6 C7 C8 N1 180.0 . . . . ?

_refine_diff_density_max         0.179
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.060



####################################################################### 
# 
# 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_xLiPc300K_sq
_database_code_depnum_ccdc_archive 'CCDC 2014943'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2020-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H16 Li N8'
_chemical_formula_sum            'C32 H16 Li N8'
_chemical_formula_weight         519.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           124
_space_group_name_H-M_alt        'P 4/m c c'
_space_group_name_Hall           '-P 4 2c'

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

_cell_length_a                   13.8327(13)
_cell_length_b                   13.8327(13)
_cell_length_c                   6.4804(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1240.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    6228
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      67.30

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_F_000             534
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.690
_shelx_estimated_absorpt_T_min   0.880
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8169
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'NUMABS (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            13190
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.195
_diffrn_reflns_theta_max         68.067
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             627
_reflns_number_gt                514
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2016)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0848P)²+0.1765P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         627
_refine_ls_number_parameters     63
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1488
_refine_ls_wR_factor_gt          0.1461
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.500000 0.500000 0.000000 0.053(2) Uani 1 8 d S T P . .
N1 N 0.43874(13) 0.37315(14) 0.000000 0.0446(6) Uani 1 2 d S T P . .
N2 N 0.58036(15) 0.27020(14) 0.000000 0.0464(6) Uani 1 2 d S T P . .
C1 C 0.34209(17) 0.35539(18) 0.000000 0.0446(7) Uani 1 2 d S T P . .
C2 C 0.32436(18) 0.25045(17) 0.000000 0.0483(7) Uani 1 2 d S T P . .
C3 C 0.2402(2) 0.1957(2) 0.000000 0.0604(8) Uani 1 2 d S T P . .
H1 H 0.179380 0.224362 0.000000 0.072 Uiso 1 2 calc R U P . .
C4 C 0.2515(2) 0.0961(2) 0.000000 0.0729(10) Uani 1 2 d S T P . .
H2 H 0.196783 0.057031 0.000000 0.088 Uiso 1 2 calc R U P . .
C5 C 0.3419(2) 0.0532(2) 0.000000 0.0747(10) Uani 1 2 d S T P . .
H3 H 0.346741 -0.013864 0.000000 0.090 Uiso 1 2 calc R U P . .
C6 C 0.4249(2) 0.10820(19) 0.000000 0.0631(9) Uani 1 2 d S T P . .
H4 H 0.485682 0.079531 0.000000 0.076 Uiso 1 2 calc R U P . .
C7 C 0.41449(19) 0.20734(17) 0.000000 0.0477(7) Uani 1 2 d S T P . .
C8 C 0.48533(18) 0.28674(15) 0.000000 0.0443(6) Uani 1 2 d S T P . .


_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 1.9485(19) 9_665 ?
Li1 N1 1.9485(19) 11_565 ?
Li1 N1 1.9485(19) 3_655 ?
Li1 N1 1.9485(19) . ?
Li1 Li1 3.2402(3) 5_654 ?
Li1 Li1 3.2402(3) 5_655 ?
N1 C8 1.358(3) . ?
N1 C1 1.359(3) . ?
N2 C1 1.334(3) 3_655 ?
N2 C8 1.334(3) . ?
C1 C2 1.472(3) . ?
C2 C7 1.382(3) . ?
C2 C3 1.389(3) . ?
C3 C4 1.386(4) . ?
C3 H1 0.9300 . ?
C4 C5 1.385(4) . ?
C4 H2 0.9300 . ?
C5 C6 1.376(4) . ?
C5 H3 0.9300 . ?
C6 C7 1.379(3) . ?
C6 H4 0.9300 . ?
C7 C8 1.472(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
N1 Li1 N1 90.0 9_665 11_565 ?
N1 Li1 N1 90.0 9_665 3_655 ?
N1 Li1 N1 180.0 11_565 3_655 ?
N1 Li1 N1 180.0 9_665 . ?
N1 Li1 N1 90.0 11_565 . ?
N1 Li1 N1 90.0 3_655 . ?
N1 Li1 Li1 90.0 9_665 5_654 ?
N1 Li1 Li1 90.0 11_565 5_654 ?
N1 Li1 Li1 90.0 3_655 5_654 ?
N1 Li1 Li1 90.0 . 5_654 ?
N1 Li1 Li1 90.0 9_665 5_655 ?
N1 Li1 Li1 90.0 11_565 5_655 ?
N1 Li1 Li1 90.0 3_655 5_655 ?
N1 Li1 Li1 90.0 . 5_655 ?
Li1 Li1 Li1 180.0 5_654 5_655 ?
C8 N1 C1 107.91(19) . . ?
C8 N1 Li1 125.90(16) . . ?
C1 N1 Li1 126.19(16) . . ?
C1 N2 C8 121.9(2) 3_655 . ?
N2 C1 N1 127.8(2) 11_565 . ?
N2 C1 C2 122.2(2) 11_565 . ?
N1 C1 C2 110.0(2) . . ?
C7 C2 C3 121.4(2) . . ?
C7 C2 C1 106.0(2) . . ?
C3 C2 C1 132.6(3) . . ?
C4 C3 C2 116.6(3) . . ?
C4 C3 H1 121.7 . . ?
C2 C3 H1 121.7 . . ?
C5 C4 C3 121.9(3) . . ?
C5 C4 H2 119.1 . . ?
C3 C4 H2 119.1 . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 H3 119.5 . . ?
C4 C5 H3 119.5 . . ?
C5 C6 C7 117.6(3) . . ?
C5 C6 H4 121.2 . . ?
C7 C6 H4 121.2 . . ?
C6 C7 C2 121.5(2) . . ?
C6 C7 C8 132.3(3) . . ?
C2 C7 C8 106.2(2) . . ?
N2 C8 N1 128.2(2) . . ?
N2 C8 C7 121.9(2) . . ?
N1 C8 C7 109.9(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
C8 N1 C1 N2 180.0 . . . 11_565 ?
Li1 N1 C1 N2 0.0 . . . 11_565 ?
C8 N1 C1 C2 0.0 . . . . ?
Li1 N1 C1 C2 180.0 . . . . ?
N2 C1 C2 C7 180.0 11_565 . . . ?
N1 C1 C2 C7 0.0 . . . . ?
N2 C1 C2 C3 0.0 11_565 . . . ?
N1 C1 C2 C3 180.0 . . . . ?
C7 C2 C3 C4 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C6 C7 C2 0.0 . . . . ?
C5 C6 C7 C8 180.0 . . . . ?
C3 C2 C7 C6 0.0 . . . . ?
C1 C2 C7 C6 180.0 . . . . ?
C3 C2 C7 C8 180.0 . . . . ?
C1 C2 C7 C8 0.0 . . . . ?
C1 N2 C8 N1 0.0 3_655 . . . ?
C1 N2 C8 C7 180.0 3_655 . . . ?
C1 N1 C8 N2 180.0 . . . . ?
Li1 N1 C8 N2 0.0 . . . . ?
C1 N1 C8 C7 0.0 . . . . ?
Li1 N1 C8 C7 180.0 . . . . ?
C6 C7 C8 N2 0.0 . . . . ?
C2 C7 C8 N2 180.0 . . . . ?
C6 C7 C8 N1 180.0 . . . . ?
C2 C7 C8 N1 0.0 . . . . ?

_refine_diff_density_max         0.130
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.051



