# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

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

data_1-297K
_database_code_depnum_ccdc_archive 'CCDC 2247892'
loop_
_audit_author_name
_audit_author_address
'Chao Shi'
;Jiangxi University of Science and Technology
China
;
_audit_update_record             
;
2023-03-11 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_audit_creation_date             2023-03-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Co Li N6 O12, 2(C7 H13 N O)'
_chemical_formula_sum            'C14 H28 Co Li N8 O14'
_chemical_formula_weight         598.31
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N H O Li Co '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   17.0535(6)
_cell_length_b                   10.0663(4)
_cell_length_c                   6.9926(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.543(3)
_cell_angle_gamma                90
_cell_volume                     1199.95(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6087
_cell_measurement_temperature    296.89(15)
_cell_measurement_theta_max      31.1600
_cell_measurement_theta_min      2.3460
_shelx_estimated_absorpt_T_max   0.924
_shelx_estimated_absorpt_T_min   0.795
_exptl_absorpt_coefficient_mu    0.800
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66747
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.834
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7378
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.779
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.882
_diffrn_reflns_theta_min         2.350
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.89(15)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.834
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.00  67.00   0.50    1.50    --    4.92  77.00 150.00  160
  2  ω     -6.00  77.00   0.50    1.50    --    4.92  19.00 150.00  166
  3  ω    -14.00  37.00   0.50    1.50    --    4.92 -99.00 120.00  102
  4  ω    -68.00  -4.00   0.50    1.50    --   -5.39 -57.00   0.00  128
  5  ω    -72.00   7.00   0.50    1.50    --   -5.39 -57.00-150.00  158
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0013938000
_diffrn_orient_matrix_UB_12      0.0508228000
_diffrn_orient_matrix_UB_13      0.0702324000
_diffrn_orient_matrix_UB_21      -0.0015112000
_diffrn_orient_matrix_UB_22      -0.0486465000
_diffrn_orient_matrix_UB_23      0.0731944000
_diffrn_orient_matrix_UB_31      0.0415670000
_diffrn_orient_matrix_UB_32      -0.0034619000
_diffrn_orient_matrix_UB_33      0.0030787000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.776
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.718
_reflns_number_gt                2684
_reflns_number_total             2957
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.598
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.163
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.73(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2957
_refine_ls_number_restraints     209
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0967
_refine_ls_restrained_S_all      1.152
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1838P)²+4.7030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2740
_refine_ls_wR_factor_ref         0.2827
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.27(6)
 0.73(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
3. Restrained distances
 C2-C7
 1.54 with sigma of 0.02
 C1-N1
 1.51 with sigma of 0.02
 C7-C6
 1.5 with sigma of 0.02
 C4-C1
 1.54 with sigma of 0.02
 C4-C6
 1.5 with sigma of 0.02
 O3-N4
 1.21 with sigma of 0.02
 N4-O4
 1.21 with sigma of 0.02
 C1-N1 = N1-C2
 1.51 with sigma of 0.02
 C5-C6 = C6-C4
 1.51 with sigma of 0.02
 C2-N1 = N1-C3
 1.51 with sigma of 0.02
 C5-C6 = C6-C7
 1.51 with sigma of 0.02
 C4-C6 = C6-C7
 1.51 with sigma of 0.02
 O4-N4 = N4-O3
 1.21 with sigma of 0.02
 O6-N3 = N3-O5
 1.21 with sigma of 0.02
 N1-C3
 1.51 with sigma of 0.02
 C6-C5
 1.5 with sigma of 0.02
 O7-C5
 1.43 with sigma of 0.002
 N1-C3 = N1-C2 = N1-C1
 1.5 with sigma of 0.002
 C7-C6 = C6-C4 = C5-C6
 1.5 with sigma of 0.002
 C4-C1 = C7-C2 = C3-C5
 1.53 with sigma of 0.002
 C2-C3
 2.443 with sigma of 0.04
 C5-C4
 2.443 with sigma of 0.04
 C1-C2
 2.443 with sigma of 0.04
 C4-C7
 2.443 with sigma of 0.04
 C5-C7
 2.443 with sigma of 0.04
 O4-O3
 2.024 with sigma of 0.04
 O6-O5
 2.024 with sigma of 0.04
 O2-O1
 2.086 with sigma of 0.04
 C6-O7
 2.371 with sigma of 0.04
 C1-C4 \\sim C5-C3 \\sim C2-C7
 with sigma of 0.02
4. Rigid bond restraints
 O4, N4
 with sigma for 1-2 distances of 1.21 and sigma for 1-3 distances of 1.21
5. Uiso/Uaniso restraints and constraints
O2 \\sim N2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
N4 \\sim O4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
O5 \\sim N3: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
O4 \\sim N4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
O3 \\sim N4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C2 \\sim N1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C1 \\sim N1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C6 \\sim C7: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C6 \\sim C5: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
N2 \\sim O2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
Li1 \\sim O4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
O6 \\sim O4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C3 \\sim N1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
Uanis(O4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O4) \\sim Ueq, Uanis(O3) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O4) \\sim Ueq, Uanis(O6) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(O7) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
6. Rigid body (RIGU) restrains
 O6, N3, O5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O1, N2, O2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O3, N4, O4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C2, N1, C7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N1, C1, C4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C6, C7, C2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 Li1, O4, N4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C3, N1, C1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C5, O7, C6
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
7.a Ternary CH refined with riding coordinates:
 C6(H6), C5(H5)
7.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C7(H7A,H7B)
7.c Tetrahedral OH refined with riding coordinates:
 O7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.500000 0.8671(6) 0.500000 0.0362(5) Uani 1 2 d S T P . .
O7 O 0.3308(6) 0.1597(13) -0.056(2) 0.103(4) Uani 1 1 d D U . A 1
H7 H 0.331341 0.078745 -0.042692 0.155 Uiso 1 1 calc R U . A 1
C4 C 0.4011(9) 0.3964(14) -0.038(3) 0.096(5) Uani 1 1 d D . . A 1
H4A H 0.421010 0.345929 -0.144200 0.115 Uiso 1 1 calc R U . A 1
H4B H 0.436161 0.470621 -0.013302 0.115 Uiso 1 1 calc R U . A 1
C1 C 0.3189(9) 0.4483(19) -0.0895(19) 0.090(4) Uani 1 1 d D U . A 1
H1A H 0.322379 0.535256 -0.148322 0.107 Uiso 1 1 calc R U . A 1
H1B H 0.292851 0.388579 -0.179644 0.107 Uiso 1 1 calc R U . A 1
O6 O 0.4514(7) 0.7287(15) 0.8251(13) 0.065(3) Uani 1 1 d D U . . .
N2 N 0.4031(4) 0.8727(18) 0.3419(8) 0.056(2) Uani 1 1 d . U . . .
N4 N 0.4533(8) 1.0094(12) 0.6519(12) 0.049(2) Uani 1 1 d D U . . .
N3 N 0.4504(10) 0.7291(14) 0.6475(15) 0.066(4) Uani 1 1 d D U . . .
O5 O 0.4260(11) 0.6255(15) 0.5712(15) 0.113(5) Uani 1 1 d D U . . .
O3 O 0.4119(11) 1.0859(17) 0.5649(14) 0.119(5) Uani 1 1 d D U . . .
O1 O 0.4021(3) 0.8669(18) 0.1669(7) 0.0597(19) Uani 1 1 d D . . . .
O2 O 0.3409(4) 0.848(2) 0.4189(11) 0.109(5) Uani 1 1 d D U . . .
Li1 Li 0.500000 0.875(3) 1.000000 0.038(3) Uani 1 2 d S TU P . .
O4 O 0.4545(5) 1.0105(12) 0.8265(9) 0.048(2) Uani 1 1 d D U . . .
N1 N 0.2733(8) 0.4569(9) 0.0906(15) 0.081(3) Uani 1 1 d D U . A 1
C6 C 0.3987(10) 0.3095(11) 0.137(2) 0.106(5) Uani 1 1 d D U . A 1
H6 H 0.446647 0.256071 0.148733 0.127 Uiso 1 1 calc R U . A 1
C2 C 0.3225(11) 0.4956(19) 0.263(3) 0.108(5) Uani 1 1 d D U . A 1
H2A H 0.292145 0.482045 0.376317 0.129 Uiso 1 1 calc R U . A 1
H2B H 0.334626 0.589509 0.254556 0.129 Uiso 1 1 calc R U . A 1
C5 C 0.3277(8) 0.2214(12) 0.129(2) 0.107(5) Uani 1 1 d D U . A 1
H5 H 0.329476 0.155351 0.231491 0.129 Uiso 1 1 calc R U . A 1
C3 C 0.2579(9) 0.3157(8) 0.147(3) 0.090(4) Uani 1 1 d D U . A 1
H3A H 0.214511 0.282006 0.069209 0.109 Uiso 1 1 calc R U . A 1
H3B H 0.241757 0.314748 0.279429 0.109 Uiso 1 1 calc R U . A 1
C7 C 0.3992(11) 0.4177(16) 0.284(3) 0.118(6) Uani 1 1 d D U . A 1
H7A H 0.443497 0.476343 0.265569 0.142 Uiso 1 1 calc R U . A 1
H7B H 0.403975 0.379601 0.411073 0.142 Uiso 1 1 calc R U . A 1

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0315(6) 0.0624(9) 0.0147(5) 0.000 -0.0009(4) 0.000
O7 0.062(5) 0.088(7) 0.158(9) -0.067(7) -0.007(6) 0.014(5)
C4 0.102(7) 0.068(11) 0.117(13) 0.025(8) 0.010(7) -0.028(6)
C1 0.110(7) 0.088(8) 0.071(6) 0.007(6) 0.014(6) -0.007(7)
O6 0.078(7) 0.082(6) 0.033(4) 0.005(3) -0.010(4) -0.017(5)
N2 0.035(2) 0.113(6) 0.019(2) 0.004(4) -0.0026(18) 0.019(6)
N4 0.063(6) 0.069(5) 0.016(3) -0.005(3) 0.002(3) 0.016(4)
N3 0.080(8) 0.086(7) 0.032(4) 0.003(4) -0.015(4) -0.037(6)
O5 0.190(14) 0.108(7) 0.042(5) -0.003(5) -0.023(7) -0.080(8)
O3 0.182(11) 0.134(9) 0.038(5) -0.011(5) -0.019(6) 0.102(9)
O1 0.041(3) 0.119(6) 0.0188(18) 0.004(4) -0.0060(17) 0.017(7)
O2 0.041(3) 0.251(15) 0.036(3) 0.010(8) 0.002(2) -0.009(7)
Li1 0.040(6) 0.057(7) 0.018(5) 0.000 0.002(4) 0.000
O4 0.066(5) 0.063(4) 0.016(3) -0.008(2) 0.003(3) 0.021(3)
N1 0.096(6) 0.076(5) 0.071(5) -0.001(5) 0.007(4) -0.020(5)
C6 0.104(8) 0.066(6) 0.147(12) -0.035(7) -0.003(8) -0.020(6)
C2 0.122(8) 0.106(9) 0.094(8) -0.038(8) -0.015(7) 0.017(7)
C5 0.112(9) 0.068(7) 0.143(9) -0.045(7) 0.026(8) -0.029(7)
C3 0.093(7) 0.093(6) 0.083(7) 0.030(6) -0.034(6) -0.046(5)
C7 0.110(8) 0.085(7) 0.159(13) -0.048(8) -0.024(9) 0.001(7)

_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
Co1 N2 1.965(6) 2_656 ?
Co1 N2 1.965(6) . ?
Co1 N4 1.964(10) 2_656 ?
Co1 N4 1.964(10) . ?
Co1 N3 1.938(12) 2_656 ?
Co1 N3 1.937(12) . ?
O7 H7 0.8200 . ?
O7 C5 1.431(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C1 1.529(3) . ?
C4 C6 1.502(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 N1 1.500(3) . ?
O6 N3 1.242(13) . ?
O6 Li1 2.07(3) . ?
N2 O1 1.225(8) . ?
N2 O2 1.227(11) . ?
N4 O3 1.200(12) . ?
N4 O4 1.221(10) . ?
N3 O5 1.239(14) . ?
O1 Li1 2.064(6) 1_554 ?
Li1 O4 1.97(2) . ?
Li1 O4 1.97(2) 2_657 ?
N1 C2 1.499(3) . ?
N1 C3 1.501(3) . ?
C6 H6 0.9800 . ?
C6 C5 1.500(3) . ?
C6 C7 1.499(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C7 1.529(3) . ?
C5 H5 0.9800 . ?
C5 C3 1.531(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Co1 N2 176.7(11) . 2_656 ?
N4 Co1 N2 86.3(5) 2_656 2_656 ?
N4 Co1 N2 91.2(6) 2_656 . ?
N4 Co1 N2 86.4(5) . . ?
N4 Co1 N2 91.2(6) . 2_656 ?
N4 Co1 N4 86.3(7) 2_656 . ?
N3 Co1 N2 95.4(6) 2_656 . ?
N3 Co1 N2 87.0(6) 2_656 2_656 ?
N3 Co1 N2 87.0(6) . . ?
N3 Co1 N2 95.4(6) . 2_656 ?
N3 Co1 N4 92.6(4) . . ?
N3 Co1 N4 92.6(4) 2_656 2_656 ?
N3 Co1 N4 178.0(8) 2_656 . ?
N3 Co1 N4 178.0(8) . 2_656 ?
N3 Co1 N3 88.4(9) . 2_656 ?
C5 O7 H7 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C1 C4 H4A 109.6 . . ?
C1 C4 H4B 109.6 . . ?
C6 C4 H4A 109.6 . . ?
C6 C4 H4B 109.6 . . ?
C6 C4 C1 110.3(13) . . ?
C4 C1 H1A 110.0 . . ?
C4 C1 H1B 110.0 . . ?
H1A C1 H1B 108.4 . . ?
N1 C1 C4 108.3(13) . . ?
N1 C1 H1A 110.0 . . ?
N1 C1 H1B 110.0 . . ?
N3 O6 Li1 125.6(12) . . ?
O1 N2 Co1 123.3(5) . . ?
O1 N2 O2 116.1(8) . . ?
O2 N2 Co1 118.1(6) . . ?
O3 N4 Co1 115.8(8) . . ?
O3 N4 O4 119.7(11) . . ?
O4 N4 Co1 123.5(9) . . ?
O6 N3 Co1 122.7(10) . . ?
O5 N3 Co1 121.4(10) . . ?
O5 N3 O6 115.0(13) . . ?
N2 O1 Li1 125.0(5) . 1_554 ?
O6 Li1 O6 89.5(15) 2_657 . ?
O1 Li1 O6 89.4(8) 1_556 . ?
O1 Li1 O6 87.5(8) 2_656 . ?
O1 Li1 O6 87.5(8) 1_556 2_657 ?
O1 Li1 O6 89.4(8) 2_656 2_657 ?
O1 Li1 O1 176(2) 2_656 1_556 ?
O4 Li1 O6 89.1(3) . . ?
O4 Li1 O6 178.2(11) . 2_657 ?
O4 Li1 O6 89.1(3) 2_657 2_657 ?
O4 Li1 O6 178.2(11) 2_657 . ?
O4 Li1 O1 89.4(8) . 2_656 ?
O4 Li1 O1 89.4(8) 2_657 1_556 ?
O4 Li1 O1 93.7(7) 2_657 2_656 ?
O4 Li1 O1 93.7(7) . 1_556 ?
O4 Li1 O4 92.4(15) 2_657 . ?
N4 O4 Li1 127.2(10) . . ?
C1 N1 C3 105.4(13) . . ?
C2 N1 C1 113.4(13) . . ?
C2 N1 C3 97.5(12) . . ?
C4 C6 H6 110.5 . . ?
C5 C6 C4 110.7(13) . . ?
C5 C6 H6 110.5 . . ?
C7 C6 C4 97.7(14) . . ?
C7 C6 H6 110.5 . . ?
C7 C6 C5 116.4(13) . . ?
N1 C2 H2A 108.8 . . ?
N1 C2 H2B 108.8 . . ?
N1 C2 C7 113.8(13) . . ?
H2A C2 H2B 107.7 . . ?
C7 C2 H2A 108.8 . . ?
C7 C2 H2B 108.8 . . ?
O7 C5 C6 104.0(10) . . ?
O7 C5 H5 111.4 . . ?
O7 C5 C3 113.2(14) . . ?
C6 C5 H5 111.4 . . ?
C6 C5 C3 105.0(12) . . ?
C3 C5 H5 111.4 . . ?
N1 C3 C5 114.9(13) . . ?
N1 C3 H3A 108.5 . . ?
N1 C3 H3B 108.5 . . ?
C5 C3 H3A 108.5 . . ?
C5 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
C6 C7 C2 108.5(14) . . ?
C6 C7 H7A 110.0 . . ?
C6 C7 H7B 110.0 . . ?
C2 C7 H7A 110.0 . . ?
C2 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?

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
Co1 N2 O1 Li1 -8(3) . . . 1_554 ?
Co1 N4 O4 Li1 -1(2) . . . . ?
O7 C5 C3 N1 -89.7(15) . . . . ?
C4 C1 N1 C2 34.9(18) . . . . ?
C4 C1 N1 C3 -70.6(16) . . . . ?
C4 C6 C5 O7 51.5(17) . . . . ?
C4 C6 C5 C3 -67.6(16) . . . . ?
C4 C6 C7 C2 66(2) . . . . ?
C1 C4 C6 C5 41.0(18) . . . . ?
C1 C4 C6 C7 -81.1(16) . . . . ?
C1 N1 C2 C7 -47(2) . . . . ?
C1 N1 C3 C5 42.7(17) . . . . ?
O3 N4 O4 Li1 166.8(17) . . . . ?
O2 N2 O1 Li1 -170.3(19) . . . 1_554 ?
Li1 O6 N3 Co1 3(2) . . . . ?
Li1 O6 N3 O5 172.5(16) . . . . ?
N1 C2 C7 C6 -7(3) . . . . ?
C6 C4 C1 N1 28.6(19) . . . . ?
C6 C5 C3 N1 23.1(19) . . . . ?
C2 N1 C3 C5 -74.2(16) . . . . ?
C5 C6 C7 C2 -51(2) . . . . ?
C3 N1 C2 C7 63(2) . . . . ?
C7 C6 C5 O7 161.9(14) . . . . ?
C7 C6 C5 C3 42.8(19) . . . . ?

_shelx_res_file                  
;
TITL 1_a.res in C2
    1.res
    created by SHELXL-2018/3 at 21:00:37 on 03-Mar-2023
REM Old TITL 1 in C2 #5
REM SHELXT solution in C2: R1 0.400, Rweak 0.053, Alpha 0.057
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Flack x = 0.496 ( 0.014 ) from 1023 Parsons' quotients
REM Formula found by SHELXT: C46 Li10 N20 O14 Co
CELL 0.71073 17.0535 10.0663 6.9926 90 91.543 90
ZERR 2 0.0006 0.0004 0.0002 0 0.003 0
LATT -7
SYMM -X,+Y,-Z
SFAC C H Co Li N O
UNIT 28 56 2 2 16 28
DFIX 1.54 C2 C7
DFIX 1.51 C1 N1
DFIX 1.5 C7 C6
DFIX 1.54 C4 C1
DFIX 1.5 C4 C6
SADI C1 C4 C5 C3 C2 C7
DFIX 1.21 O3 N4
DFIX 1.21 N4 O4
DELU 1.21 1.21 O4 N4
DFIX 1.51 C1 N1 N1 C2
DFIX 1.51 C5 C6 C6 C4
DFIX 1.51 C2 N1 N1 C3
DANG 2.443 C2 C3
DANG 2.443 C5 C4
DANG 2.443 C1 C2
DFIX 1.51 C5 C6 C6 C7
DANG 2.443 C4 C7
DANG 2.443 C5 C7
DFIX 1.51 C4 C6 C6 C7
DFIX 1.21 O4 N4 N4 O3
DANG 2.024 O4 O3
DFIX 1.21 O6 N3 N3 O5
DANG 2.024 O6 O5
DFIX 1.51 N1 C3
DANG 2.086 O2 O1
ISOR 0.01 0.02 O4
ISOR 0.01 0.02 O4 O3
ISOR 0.01 0.02 O4 O6 C3 O7
SIMU 0.01 0.02 2 O2 N2
SIMU 0.01 0.02 2 N4 O4
RIGU 0.001 0.002 O6 N3 O5
SIMU 0.01 0.02 2 O5 N3
RIGU 0.001 0.002 O1 N2 O2
RIGU 0.001 0.002 O3 N4 O4
SIMU 0.01 0.02 2 O4 N4
SIMU 0.01 0.02 2 O3 N4
RIGU 0.001 0.002 C2 N1 C7
SIMU 0.01 0.02 2 C2 N1
SIMU 0.01 0.02 2 C1 N1
RIGU 0.001 0.002 N1 C1 C4
RIGU 0.001 0.002 C6 C7 C2
SIMU 0.01 0.02 2 C6 C7
SIMU 0.01 0.02 2 C6 C5
DFIX 1.5 C6 C5
DANG 2.371 C6 O7
SIMU 0.01 0.02 2 N2 O2
RIGU 0.001 0.002 Li1 O4 N4
SIMU 0.01 0.02 2 Li1 O4
SIMU 0.01 0.02 2 O6 O4
DFIX 1.43 0.002 O7 C5
RIGU 0.001 0.002 C3 N1 C1
SIMU 0.01 0.02 2 C3 N1
RIGU 0.001 0.002 C5 O7 C6
DFIX 1.5 0.002 N1 C3 N1 C2 N1 C1
DFIX 1.5 0.002 C7 C6 C6 C4 C5 C6
DFIX 1.53 0.002 C4 C1 C7 C2 C3 C5

L.S. 10 0 0
PLAN  1
SIZE 0.1 0.2 0.3
TEMP 23.89
CONF
BOND
list 4
MORE -1
BOND $H
fmap 2 53
acta
TWIN -1 0 0 0 -1 0 0 0 -1 2
OMIT 0 -6 1
OMIT 9 3 1
OMIT 4 4 1
OMIT -3 1 1
OMIT -2 0 2
OMIT -10 10 1
OMIT 8 4 4
REM <olex2.extras>
REM <HklSrc "%.\\1.hkl">
REM </olex2.extras>

WGHT    0.183800    4.703000
BASF   0.72764
FVAR       0.09440
CO1   3    0.500000    0.867104    0.500000    10.50000    0.03152    0.06239 =
         0.01468    0.00000   -0.00094    0.00000
PART 1
O7    6    0.330771    0.159711   -0.055549    11.00000    0.06234    0.08808 =
         0.15847   -0.06725   -0.00680    0.01382
AFIX  83
H7    2    0.331341    0.078745   -0.042692    11.00000   -1.50000
AFIX   0
C4    1    0.401059    0.396361   -0.037778    11.00000    0.10196    0.06809 =
         0.11709    0.02538    0.01000   -0.02793
AFIX  23
H4A   2    0.421010    0.345929   -0.144200    11.00000   -1.20000
H4B   2    0.436161    0.470621   -0.013302    11.00000   -1.20000
AFIX   0
C1    1    0.318911    0.448266   -0.089481    11.00000    0.10995    0.08830 =
         0.07094    0.00682    0.01391   -0.00717
AFIX  23
H1A   2    0.322379    0.535256   -0.148322    11.00000   -1.20000
H1B   2    0.292851    0.388579   -0.179644    11.00000   -1.20000
AFIX   0

PART 0
O6    6    0.451358    0.728703    0.825127    11.00000    0.07837    0.08171 =
         0.03322    0.00494   -0.00985   -0.01667
N2    5    0.403074    0.872735    0.341867    11.00000    0.03538    0.11342 =
         0.01949    0.00422   -0.00258    0.01871
N4    5    0.453344    1.009412    0.651868    11.00000    0.06307    0.06892 =
         0.01573   -0.00480    0.00205    0.01647
N3    5    0.450421    0.729131    0.647452    11.00000    0.07975    0.08582 =
         0.03187    0.00295   -0.01476   -0.03732
O5    6    0.425994    0.625504    0.571189    11.00000    0.18951    0.10792 =
         0.04167   -0.00348   -0.02262   -0.08035
O3    6    0.411898    1.085894    0.564861    11.00000    0.18209    0.13439 =
         0.03785   -0.01094   -0.01892    0.10184
O1    6    0.402086    0.866909    0.166897    11.00000    0.04090    0.11903 =
         0.01882    0.00427   -0.00597    0.01746
O2    6    0.340930    0.848249    0.418906    11.00000    0.04061    0.25084 =
         0.03600    0.00980    0.00218   -0.00906
LI1   4    0.500000    0.874956    1.000000    10.50000    0.04029    0.05703 =
         0.01777    0.00000    0.00227    0.00000
O4    6    0.454543    1.010527    0.826504    11.00000    0.06569    0.06285 =
         0.01563   -0.00774    0.00284    0.02101

PART 1
N1    5    0.273342    0.456881    0.090565    11.00000    0.09649    0.07559 =
         0.07054   -0.00094    0.00679   -0.02046
C6    1    0.398717    0.309457    0.136562    11.00000    0.10351    0.06575 =
         0.14733   -0.03517   -0.00294   -0.02010
AFIX  13
H6    2    0.446647    0.256071    0.148733    11.00000   -1.20000
AFIX   0
C2    1    0.322492    0.495565    0.262592    11.00000    0.12180    0.10609 =
         0.09406   -0.03849   -0.01492    0.01708
AFIX  23
H2A   2    0.292145    0.482045    0.376317    11.00000   -1.20000
H2B   2    0.334626    0.589509    0.254556    11.00000   -1.20000
AFIX   0
C5    1    0.327743    0.221416    0.128525    11.00000    0.11162    0.06809 =
         0.14332   -0.04491    0.02623   -0.02872
AFIX  13
H5    2    0.329476    0.155351    0.231491    11.00000   -1.20000
AFIX   0
C3    1    0.257922    0.315696    0.147494    11.00000    0.09310    0.09342 =
         0.08304    0.03005   -0.03361   -0.04628
AFIX  23
H3A   2    0.214511    0.282006    0.069209    11.00000   -1.20000
H3B   2    0.241757    0.314748    0.279429    11.00000   -1.20000
AFIX   0
C7    1    0.399211    0.417657    0.283849    11.00000    0.10983    0.08463 =
         0.15851   -0.04836   -0.02383    0.00116
AFIX  23
H7A   2    0.443497    0.476343    0.265569    11.00000   -1.20000
H7B   2    0.403975    0.379601    0.411073    11.00000   -1.20000
AFIX   0
HKLF 4




REM  1_a.res in C2
REM wR2 = 0.2827, GooF = S = 1.090, Restrained GooF = 1.152 for all data
REM R1 = 0.0967 for 2684 Fo > 4sig(Fo) and 0.1025 for all 2957 data
REM 174 parameters refined using 209 restraints

END

WGHT      0.1836      4.7085

REM Highest difference peak  1.598,  deepest hole -0.748,  1-sigma level  0.163
Q1    1   0.2368  0.3690  0.2045  11.00000  0.05    1.60
;
_shelx_res_checksum              68849
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.895
_oxdiff_exptl_absorpt_empirical_full_min 0.316
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.27(6)
2 0.73(6)

# start Validation Reply Form
_vrf_PLAT250_1-297K              
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        4.2 Note  
RESPONSE: The oxygen atom in nitrite is slightly disordered.
;
_vrf_PLAT341_1-297K              
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02133 Ang.  
RESPONSE: Such problems are caused by slight 
distortion of organic cations.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-350K
_database_code_depnum_ccdc_archive 'CCDC 2247893'
loop_
_audit_author_name
_audit_author_address
'Chao Shi'
;Jiangxi University of Science and Technology
China
;
_audit_update_record             
;
2023-03-11 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_audit_creation_date             2023-03-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Co Li N6 O12, 2(C7 H13 N O)'
_chemical_formula_sum            'C14 H28 Co Li N8 O14'
_chemical_formula_weight         598.31
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N H O Li Co '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           150
_space_group_name_H-M_alt        'P 3 2 1'
_space_group_name_Hall           'P 3 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'

_cell_length_a                   9.9786(3)
_cell_length_b                   9.9786(3)
_cell_length_c                   7.0265(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     605.91(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    6087
_cell_measurement_temperature    350(15)
_cell_measurement_theta_max      31.1600
_cell_measurement_theta_min      2.3460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.775
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66747
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             234
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9303
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.883
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.015
_diffrn_reflns_theta_min         2.357
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      350(15)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.00  67.00   0.50    1.50    --    4.92  77.00 150.00  160
  2  ω     -6.00  77.00   0.50    1.50    --    4.92  19.00 150.00  166
  3  ω    -14.00  37.00   0.50    1.50    --    4.92 -99.00 120.00  102
  4  ω    -68.00  -4.00   0.50    1.50    --   -5.39 -57.00   0.00  128
  5  ω    -72.00   7.00   0.50    1.50    --   -5.39 -57.00-150.00  158
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0013938000
_diffrn_orient_matrix_UB_12      0.0508228000
_diffrn_orient_matrix_UB_13      0.0702324000
_diffrn_orient_matrix_UB_21      -0.0015112000
_diffrn_orient_matrix_UB_22      -0.0486465000
_diffrn_orient_matrix_UB_23      0.0731944000
_diffrn_orient_matrix_UB_31      0.0415670000
_diffrn_orient_matrix_UB_32      -0.0034619000
_diffrn_orient_matrix_UB_33      0.0030787000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.675
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.842
_reflns_number_gt                956
_reflns_number_total             1141
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.707
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.243
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.44(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.332
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1141
_refine_ls_number_restraints     104
_refine_ls_R_factor_all          0.1227
_refine_ls_R_factor_gt           0.1150
_refine_ls_restrained_S_all      1.578
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2907
_refine_ls_wR_factor_ref         0.2977
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.55682
 0.44318
2. Restrained distances
 C3-C2 = C3-C2_$1 = C3-C2_$2
 1.5 with sigma of 0.002
 N2-C3
 2.523 with sigma of 0.002
 O4-C2 = O4-C2 = O4-C2
 1.43 with sigma of 0.002
 N2-C1
 1.5 with sigma of 0.002
 C1-C2
 1.53 with sigma of 0.002
 O4-C3
 2.43 with sigma of 0.002
 O4-C1
 2.38 with sigma of 0.002
 C1-C3
 2.42 with sigma of 0.002
 O4-N2
 2.47 with sigma of 0.002
 C2-N2
 2.3 with sigma of 0.002
3. Uiso/Uaniso restraints and constraints
C2 \\sim O4 \\sim C1 \\sim N2 \\sim C3: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
N2 \\sim C2 \\sim C1 \\sim O4 \\sim C3: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
C2 \\sim C1 \\sim O4 \\sim C3 \\sim N2: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of
0.02
Uanis(O2) \\sim Ueq, Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C1, C2, O4, C3, N2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C3, C2, C1, O4, N2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Others
 Fixed Sof: O1(0.5) C2(0.3333) C1(0.3333) O4(0.3333) N2(0.3333) O2(0.5)
 C3(0.3333)
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.000000 0.000000 0.500000 0.0532(8) Uani 1 6 d S T P . .
O3 O 0.0835(15) 0.1885(7) 0.8253(6) 0.079(2) Uani 1 1 d . . . . .
N1 N 0.103(2) 0.1860(7) 0.6547(7) 0.082(3) Uani 1 1 d . . . . .
O1 O 0.197(2) 0.3112(17) 0.570(2) 0.076(5) Uani 0.5 1 d . U P . .
Li1 Li 0.000000 0.000000 1.000000 0.052(4) Uani 1 6 d S T P . .
C2 C 0.408(3) 0.604(3) 1.255(3) 0.183(10) Uani 0.3333 1 d D U P A -1
C1 C 0.510(3) 0.743(4) 1.123(3) 0.179(10) Uani 0.3333 1 d D U P A -1
O4 O 0.295(4) 0.489(2) 1.131(3) 0.161(10) Uani 0.3333 1 d D U P A -1
N2 N 0.378(6) 0.760(3) 1.044(3) 0.178(12) Uani 0.3333 1 d D U P A -1
O2 O 0.077(3) 0.312(2) 0.588(3) 0.090(6) Uani 0.5 1 d . U P . .
C3 C 0.3326(3) 0.6673(3) 1.386(3) 0.224(13) Uani 0.3333 1 d D U P A -1

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0647(9) 0.0647(9) 0.0301(9) 0.000 0.000 0.0324(4)
O3 0.123(8) 0.062(2) 0.042(2) -0.0063(15) -0.008(5) 0.038(6)
N1 0.110(7) 0.059(3) 0.045(2) 0.004(2) -0.007(6) 0.020(7)
O1 0.090(9) 0.052(5) 0.052(5) 0.014(4) -0.003(5) 0.009(5)
Li1 0.056(6) 0.056(6) 0.043(9) 0.000 0.000 0.028(3)
C2 0.184(13) 0.184(12) 0.180(12) 0.011(8) -0.004(9) 0.091(9)
C1 0.175(13) 0.176(13) 0.184(13) 0.007(9) -0.006(9) 0.086(9)
O4 0.182(17) 0.150(14) 0.159(15) 0.037(11) -0.003(12) 0.091(11)
N2 0.166(16) 0.158(18) 0.200(19) 0.020(14) 0.000(15) 0.073(14)
O2 0.108(10) 0.074(8) 0.079(10) 0.009(7) -0.007(8) 0.040(7)
C3 0.23(2) 0.221(19) 0.210(17) -0.013(15) 0.019(14) 0.104(14)

_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
Co1 N1 1.943(6) . ?
Co1 N1 1.943(6) 3 ?
Co1 N1 1.943(6) 6_556 ?
Co1 N1 1.943(6) 2 ?
Co1 N1 1.943(6) 4_556 ?
Co1 N1 1.943(6) 5_556 ?
O3 N1 1.217(8) . ?
O3 Li1 2.042(5) . ?
N1 O1 1.273(16) . ?
N1 O2 1.48(3) . ?
O1 O2 1.20(3) . ?
C2 C1 1.554(2) . ?
C2 O4 1.4349(16) . ?
C2 C3 1.515(3) . ?
C1 N2 1.509(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 Co1 N1 174.0(12) . 5_556 ?
N1 Co1 N1 92.7(10) 3 4_556 ?
N1 Co1 N1 84.1(9) . 4_556 ?
N1 Co1 N1 91.8(2) 6_556 4_556 ?
N1 Co1 N1 174.0(12) 6_556 3 ?
N1 Co1 N1 91.8(2) 3 2 ?
N1 Co1 N1 91.8(2) . 3 ?
N1 Co1 N1 92.7(10) . 6_556 ?
N1 Co1 N1 84.1(9) 5_556 3 ?
N1 Co1 N1 92.7(10) 5_556 2 ?
N1 Co1 N1 174.0(12) 4_556 2 ?
N1 Co1 N1 91.8(2) 5_556 6_556 ?
N1 Co1 N1 91.8(2) . 2 ?
N1 Co1 N1 91.8(2) 5_556 4_556 ?
N1 Co1 N1 84.1(9) 6_556 2 ?
N1 O3 Li1 124.7(6) . . ?
O3 N1 Co1 123.8(6) . . ?
O3 N1 O1 119.2(10) . . ?
O3 N1 O2 101.3(14) . . ?
O1 N1 Co1 117.0(9) . . ?
O1 N1 O2 51.1(11) . . ?
O2 N1 Co1 113.7(13) . . ?
O2 O1 N1 73.4(19) . . ?
O3 Li1 O3 87.60(19) 2 . ?
O3 Li1 O3 88.4(6) 2 5_557 ?
O3 Li1 O3 87.60(19) 3 . ?
O3 Li1 O3 96.7(6) 3 5_557 ?
O3 Li1 O3 174.0(8) 2 4_557 ?
O3 Li1 O3 174.0(8) 5_557 . ?
O3 Li1 O3 174.0(8) 6_557 3 ?
O3 Li1 O3 87.60(19) 6_557 5_557 ?
O3 Li1 O3 87.60(19) 6_557 4_557 ?
O3 Li1 O3 87.59(19) 5_557 4_557 ?
O3 Li1 O3 96.7(6) 6_557 2 ?
O3 Li1 O3 88.4(6) 6_557 . ?
O3 Li1 O3 96.7(6) . 4_557 ?
O3 Li1 O3 87.60(19) 3 2 ?
O3 Li1 O3 88.4(6) 3 4_557 ?
O4 C2 C1 104.53(19) . . ?
O4 C2 C3 110.2(2) . . ?
C3 C2 C1 103.27(19) . . ?
N2 C1 C2 96.05(16) . . ?
O1 O2 N1 55.5(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 N1 O1 O2 100(2) . . . . ?
Co1 N1 O2 O1 -106.4(18) . . . . ?
O3 N1 O1 O2 -81(2) . . . . ?
O3 N1 O2 O1 118.6(18) . . . . ?
Li1 O3 N1 Co1 21(3) . . . . ?
Li1 O3 N1 O1 -158.7(15) . . . . ?
Li1 O3 N1 O2 149.8(13) . . . . ?
O4 C2 C1 N2 56.1(3) . . . . ?
C3 C2 C1 N2 -59.3(3) . . . . ?

_shelx_res_file                  
;
TITL a_b.res in P321
    1_350k.res
    created by SHELXL-2018/3 at 16:02:02 on 08-Mar-2023
REM Old TITL a in P321
REM SHELXT solution in P321: R1 0.219, Rweak 0.061, Alpha 0.065
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Flack x = 0.438 ( 0.027 ) from 327 Parsons' quotients
REM Formula found by SHELXT: C42 Li O6 Co
CELL 0.71073 9.9786 9.9786 7.0265 90 90 120
ZERR 6 0.0003 0.0003 0.0003 0 0 0
LATT -1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SFAC C Co Li N O
UNIT 6 1 1 8 14
EQIV $1 +Y-X,1-X,+Z
EQIV $2 1-Y,1+X-Y,+Z
DFIX 1.5 0.002 C3 C2 C3 C2_$1 C3 C2_$2
DFIX 2.523 0.002 N2 C3
DFIX 1.43 0.002 O4 C2 O4 C2 O4 C2
DFIX 1.5 0.002 N2 C1
DFIX 1.53 0.002 C1 C2
DFIX 2.43 0.002 O4 C3
DFIX 2.38 0.002 O4 C1
SIMU 0.01 0.02 2 C2 O4 C1 N2 C3
DFIX 2.42 0.002 C1 C3
RIGU 0.001 0.002 C1 C2 O4 C3 N2
SIMU 0.01 0.02 2 N2 C2 C1 O4 C3
DFIX 2.47 0.002 O4 N2
DFIX 2.3 0.002 C2 N2
SIMU 0.01 0.02 2 C2 C1 O4 C3 N2
ISOR 0.01 0.02 C1 C2 O4 C3 N2
RIGU 0.01 0.02 C3 C2 C1 O4 N2
ISOR 0.01 0.02 O2 O1

L.S. 30
PLAN  11
TEMP 23.89
CONF
LIST 6
MORE -1
fmap 2
acta
TWIN -1 0 0 0 -1 0 0 0 -1 2
OMIT 0 3 0
REM <olex2.extras>
REM <HklSrc "%.\\1_350K.hkl">
REM </olex2.extras>

WGHT    0.200000
BASF   0.44318
FVAR       1.13466
CO1   2    0.000000    0.000000    0.500000    10.16667    0.06472    0.06472 =
         0.03012    0.00000    0.00000    0.03236
O3    5    0.083518    0.188464    0.825293    11.00000    0.12333    0.06173 =
         0.04168   -0.00626   -0.00761    0.03779
N1    4    0.103184    0.186043    0.654726    11.00000    0.11043    0.05944 =
         0.04464    0.00378   -0.00735    0.01986
O1    5    0.196784    0.311209    0.569838    10.50000    0.09005    0.05207 =
         0.05214    0.01361   -0.00253    0.00930
LI1   3    0.000000    0.000000    1.000000    10.16667    0.05618    0.05618 =
         0.04344    0.00000    0.00000    0.02809
PART -1
C2    1    0.408442    0.603987    1.255414    10.33333    0.18381    0.18440 =
         0.17952    0.01110   -0.00417    0.09096
C1    1    0.509890    0.743019    1.122692    10.33333    0.17466    0.17567 =
         0.18422    0.00676   -0.00558    0.08602
O4    5    0.295355    0.488737    1.131277    10.33333    0.18235    0.15039 =
         0.15927    0.03681   -0.00306    0.09102
N2    4    0.378454    0.760161    1.044186    10.33333    0.16576    0.15797 =
         0.20047    0.02044   -0.00050    0.07285

PART 0
O2    5    0.077387    0.312146    0.588295    10.50000    0.10801    0.07438 =
         0.07939    0.00910   -0.00708    0.04000

PART -1
C3    1    0.332582    0.667344    1.386053    10.33333    0.22866    0.22081 =
         0.20977   -0.01254    0.01892    0.10363
HKLF 4




REM  a_b.res in P321
REM wR2 = 0.2977, GooF = S = 1.332, Restrained GooF = 1.578 for all data
REM R1 = 0.1150 for 956 Fo > 4sig(Fo) and 0.1227 for all 1141 data
REM 87 parameters refined using 104 restraints

END

WGHT      0.2000      0.0000

REM Highest difference peak  1.707,  deepest hole -0.769,  1-sigma level  0.243
Q1    1   0.4669  0.7320  1.2783  11.00000  0.05    1.37
Q2    1   0.3801  0.7626  0.9346  11.00000  0.05    1.12
Q3    1   0.3766  0.8093  1.1156  11.00000  0.05    1.02
Q4    1   0.3610  0.5401  1.2373  11.00000  0.05    0.85
Q5    1   0.3689  0.8627  0.9248  11.00000  0.05    0.58
Q6    1   0.3546  0.4712  0.9568  11.00000  0.05    0.53
Q7    1   0.0000  0.0000  0.3218  10.33333  0.05    0.20
Q8    1   0.3333  0.6667  1.5349  10.33333  0.05    0.18
Q9    1   0.0585  0.1090  0.6003  11.00000  0.05    0.17
Q10   1   0.2725  0.7038  1.5454  11.00000  0.05    0.14
Q11   1   0.0608  0.1294  0.7326  11.00000  0.05    0.13
;
_shelx_res_checksum              76684
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.895
_oxdiff_exptl_absorpt_empirical_full_min 0.316
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.55682
2 0.44318

# start Validation Reply Form
_vrf_PLAT043_1-350K              
;
PROBLEM: Calculated and Reported Mol. Weight Differ by ..     124.31 Check   
RESPONSE: The model of the organic cation is obviously different from its real 
structure, because of the total disorder in the high temperature phases. 
And all atoms were refined as C atoms..
;

# end Validation Reply Form
