# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_n2_0m
_database_code_depnum_ccdc_archive 'CCDC 2248824'
loop_
_audit_author_name
_audit_author_address
'Zhuoer Cai'
;Southeast University
China
;
_audit_update_record             
;
2023-03-15 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V118 by Daniel Kratzert, Freiburg 2023,
https://dkratzert.de/finalcif.html
;
_audit_creation_date             2023-03-15
_diffrn_source_power             0.07
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.53(4)
 0.47(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3.a Rotating group:
 O1(H1D,H1E)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C4(H4A,H4B), C3(H3A,H3B)
3.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C2(H2A,H2B,H2C), C1(H1A,H1B,H1C), C7(H7A,H7B,H7C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C13 H20 Fe K N8 O'
_chemical_formula_moiety         'C6 H2 Fe K N6 O, C7 H18 N2'
_chemical_formula_weight         399.32
_chemical_melting_point          ?
_chemical_absolute_configuration unk
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_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, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.4554(3)
_cell_length_b                   13.6020(5)
_cell_length_c                   16.3290(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1878.00(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150.00
_cell_measurement_reflns_used    5430
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      26.363
_exptl_crystal_description       block
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2142
_exptl_absorpt_correction_T_max  0.2602
_exptl_absorpt_process_details   
;SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction:
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48
(2015) 3-10
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.894
_shelx_estimated_absorpt_T_max   0.940
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      150.00
_diffrn_ambient_environment      ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          x-ray
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              ?
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?
_diffrn_reflns_number            14567
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_theta_min         1.949
_diffrn_reflns_theta_max         26.376
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_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 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3817
_reflns_number_gt                3330
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.747
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.999
_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.
;
_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0314P)²+1.6372P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3817
_refine_ls_number_parameters     223
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.0953
_refine_ls_wR_factor_gt          0.0862
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.716
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.47(4)
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.53(4)
2 0.47(4)

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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'

_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_
_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
Fe1 Fe -0.01123(8) 0.01586(4) 0.89474(4) 0.01720(18) Uani 1 1 d . . . . .
K2 K 0.02431(14) -0.05068(7) 0.63450(6) 0.0221(3) Uani 1 1 d . . . . .
N1 N -0.0057(6) 0.2799(3) 0.3168(2) 0.0266(9) Uani 1 1 d . . . . .
N6 N -0.2074(6) -0.0263(4) 0.5157(3) 0.0323(11) Uani 1 1 d . . . . .
N7 N 0.2794(6) -0.0786(4) 0.5307(3) 0.0340(12) Uani 1 1 d . . . . .
N3 N -0.2446(6) -0.0388(4) 0.7552(3) 0.0268(11) Uani 1 1 d . . . . .
C11 C 0.1624(6) -0.0025(4) 0.8188(3) 0.0192(11) Uani 1 1 d . . . . .
C8 C -0.1577(6) -0.0187(4) 0.8072(3) 0.0211(11) Uani 1 1 d . . . . .
N4 N 0.2634(5) -0.0142(4) 0.7733(3) 0.0267(11) Uani 1 1 d . . . . .
C9 C -0.1884(6) 0.0230(4) 0.9714(3) 0.0255(12) Uani 1 1 d . . . . .
C10 C 0.1337(6) 0.0536(4) 0.9808(3) 0.0231(12) Uani 1 1 d . . . . .
N2 N -0.0351(5) 0.2623(3) 0.1706(2) 0.0187(9) Uani 1 1 d . . . . .
C13 C -0.0272(6) 0.1541(3) 0.8643(3) 0.0218(10) Uani 1 1 d . . . . .
C12 C 0.0195(8) -0.1208(3) 0.9220(3) 0.0295(12) Uani 1 1 d . . . . .
C5 C -0.1267(7) 0.2810(4) 0.2474(3) 0.0256(13) Uani 1 1 d . . . . .
H5A H -0.207203 0.229064 0.255751 0.031 Uiso 1 1 calc R U . . .
H5B H -0.180722 0.345442 0.244595 0.031 Uiso 1 1 calc R U . . .
C6 C -0.0003(10) 0.3787(3) 0.3593(3) 0.0405(15) Uani 1 1 d . . . . .
H6A H 0.024645 0.430010 0.319234 0.061 Uiso 1 1 calc R U . . .
H6B H 0.081208 0.377545 0.401922 0.061 Uiso 1 1 calc R U . . .
H6C H -0.103417 0.392381 0.384237 0.061 Uiso 1 1 calc R U . . .
C4 C 0.1494(7) 0.2542(5) 0.2775(4) 0.0342(14) Uani 1 1 d . . . . .
H4A H 0.212544 0.210538 0.313328 0.041 Uiso 1 1 calc R U . . .
H4B H 0.211589 0.314052 0.265286 0.041 Uiso 1 1 calc R U . . .
N5 N 0.0450(8) -0.2027(3) 0.9363(3) 0.0512(18) Uani 1 1 d . . . . .
C2 C -0.1322(6) 0.2055(4) 0.1098(3) 0.0282(12) Uani 1 1 d . . . . .
H2A H -0.161893 0.141934 0.133395 0.042 Uiso 1 1 calc R U . . .
H2B H -0.070165 0.194866 0.059877 0.042 Uiso 1 1 calc R U . . .
H2C H -0.227959 0.242835 0.096377 0.042 Uiso 1 1 calc R U . . .
C3 C 0.1023(7) 0.2020(4) 0.1997(3) 0.0298(13) Uani 1 1 d . . . . .
H3A H 0.189543 0.202311 0.159271 0.036 Uiso 1 1 calc R U . . .
H3B H 0.070417 0.133224 0.210761 0.036 Uiso 1 1 calc R U . . .
C1 C 0.0180(8) 0.3561(3) 0.1300(3) 0.0308(12) Uani 1 1 d . . . . .
H1A H -0.074483 0.391734 0.109228 0.046 Uiso 1 1 calc R U . . .
H1B H 0.089053 0.340538 0.084421 0.046 Uiso 1 1 calc R U . . .
H1C H 0.073824 0.397207 0.169946 0.046 Uiso 1 1 calc R U . . .
C7 C -0.0519(9) 0.2017(4) 0.3784(3) 0.0462(18) Uani 1 1 d . . . . .
H7A H 0.020063 0.204391 0.425355 0.069 Uiso 1 1 calc R U . . .
H7B H -0.045069 0.136740 0.352609 0.069 Uiso 1 1 calc R U . . .
H7C H -0.160491 0.213325 0.396917 0.069 Uiso 1 1 calc R U . . .
N8 N -0.0291(6) 0.2360(3) 0.8435(3) 0.0318(10) Uani 1 1 d . . . . .
O1 O -0.4395(6) 0.3556(3) 0.3375(3) 0.0538(13) Uani 1 1 d . . . . .
H1D H -0.482588 0.322384 0.377283 0.081 Uiso 1 1 d R U . . .
H1E H -0.494494 0.339595 0.294383 0.081 Uiso 1 1 d R U . . .


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
Fe1 C11 1.939(5) . ?
Fe1 C8 1.948(5) . ?
Fe1 C9 1.955(6) . ?
Fe1 C10 1.934(5) . ?
Fe1 C13 1.949(5) . ?
Fe1 C12 1.929(5) . ?
K2 N6 2.777(5) . ?
K2 N7 2.769(5) . ?
K2 N3 3.014(5) . ?
K2 C11 3.293(5) . ?
K2 C8 3.242(5) . ?
K2 N4 3.077(5) . ?
K2 N8 2.924(4) 4_546 ?
K2 O1 2.710(4) 3_556 ?
N1 C5 1.527(7) . ?
N1 C6 1.512(6) . ?
N1 C4 1.501(8) . ?
N1 C7 1.515(6) . ?
N6 C9 1.140(7) 2_454 ?
N7 C10 1.149(7) 2_554 ?
N3 C8 1.156(7) . ?
C11 N4 1.143(6) . ?
N2 C5 1.495(6) . ?
N2 C2 1.502(6) . ?
N2 C3 1.500(6) . ?
N2 C1 1.507(6) . ?
C13 N8 1.165(6) . ?
C12 N5 1.158(7) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.508(8) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
O1 H1D 0.8709 . ?
O1 H1E 0.8716 . ?

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
C11 Fe1 C8 88.91(19) . . ?
C11 Fe1 C9 175.4(2) . . ?
C11 Fe1 C13 90.8(2) . . ?
C8 Fe1 C9 89.7(2) . . ?
C8 Fe1 C13 90.1(2) . . ?
C10 Fe1 C11 91.1(2) . . ?
C10 Fe1 C8 178.6(2) . . ?
C10 Fe1 C9 90.4(2) . . ?
C10 Fe1 C13 88.5(2) . . ?
C13 Fe1 C9 93.6(2) . . ?
C12 Fe1 C11 85.5(2) . . ?
C12 Fe1 C8 91.3(2) . . ?
C12 Fe1 C9 90.2(2) . . ?
C12 Fe1 C10 90.2(2) . . ?
C12 Fe1 C13 176.0(3) . . ?
N6 K2 N3 85.31(13) . . ?
N6 K2 C11 149.84(14) . . ?
N6 K2 C8 104.89(14) . . ?
N6 K2 N4 163.49(15) . . ?
N6 K2 N8 102.36(14) . 4_546 ?
N7 K2 N6 97.96(14) . . ?
N7 K2 N3 174.45(14) . . ?
N7 K2 C11 108.06(14) . . ?
N7 K2 C8 156.98(14) . . ?
N7 K2 N4 87.76(13) . . ?
N7 K2 N8 85.89(14) . 4_546 ?
N3 K2 C11 70.09(12) . . ?
N3 K2 C8 20.89(12) . . ?
N3 K2 N4 90.31(12) . . ?
C8 K2 C11 49.22(12) . . ?
N4 K2 C11 20.30(11) . . ?
N4 K2 C8 69.48(13) . . ?
N8 K2 N3 89.02(13) 4_546 . ?
N8 K2 C11 94.61(13) 4_546 . ?
N8 K2 C8 91.86(14) 4_546 . ?
N8 K2 N4 93.46(13) 4_546 . ?
O1 K2 N6 94.64(15) 3_556 . ?
O1 K2 N7 98.60(16) 3_556 . ?
O1 K2 N3 85.56(14) 3_556 . ?
O1 K2 C11 67.10(14) 3_556 . ?
O1 K2 C8 77.04(14) 3_556 . ?
O1 K2 N4 69.12(14) 3_556 . ?
O1 K2 N8 161.68(14) 3_556 4_546 ?
C6 N1 C5 110.6(4) . . ?
C6 N1 C7 109.1(4) . . ?
C4 N1 C5 105.7(4) . . ?
C4 N1 C6 112.2(5) . . ?
C4 N1 C7 110.2(5) . . ?
C7 N1 C5 109.1(4) . . ?
C9 N6 K2 173.0(5) 2_454 . ?
C10 N7 K2 153.1(4) 2_554 . ?
C8 N3 K2 90.8(4) . . ?
Fe1 C11 K2 109.98(19) . . ?
N4 C11 Fe1 178.9(5) . . ?
N4 C11 K2 69.1(3) . . ?
Fe1 C8 K2 111.6(2) . . ?
N3 C8 Fe1 179.7(5) . . ?
N3 C8 K2 68.3(3) . . ?
C11 N4 K2 90.6(3) . . ?
N6 C9 Fe1 179.3(5) 2_455 . ?
N7 C10 Fe1 178.0(5) 2 . ?
C5 N2 C2 111.0(4) . . ?
C5 N2 C3 103.2(4) . . ?
C5 N2 C1 112.3(4) . . ?
C2 N2 C1 107.9(4) . . ?
C3 N2 C2 110.6(4) . . ?
C3 N2 C1 111.9(4) . . ?
N8 C13 Fe1 176.1(5) . . ?
N5 C12 Fe1 176.7(6) . . ?
N1 C5 H5A 110.6 . . ?
N1 C5 H5B 110.6 . . ?
N2 C5 N1 105.9(4) . . ?
N2 C5 H5A 110.6 . . ?
N2 C5 H5B 110.6 . . ?
H5A C5 H5B 108.7 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C4 H4A 111.0 . . ?
N1 C4 H4B 111.0 . . ?
N1 C4 C3 103.9(5) . . ?
H4A C4 H4B 109.0 . . ?
C3 C4 H4A 111.0 . . ?
C3 C4 H4B 111.0 . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C3 C4 102.3(4) . . ?
N2 C3 H3A 111.3 . . ?
N2 C3 H3B 111.3 . . ?
C4 C3 H3A 111.3 . . ?
C4 C3 H3B 111.3 . . ?
H3A C3 H3B 109.2 . . ?
N2 C1 H1A 109.5 . . ?
N2 C1 H1B 109.5 . . ?
N2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C13 N8 K2 155.9(4) . 4_556 ?
K2 O1 H1D 109.5 3_456 . ?
K2 O1 H1E 108.7 3_456 . ?
H1D O1 H1E 104.5 . . ?

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
N1 C4 C3 N2 40.6(5) . . . . ?
C5 N1 C4 C3 -22.8(6) . . . . ?
C5 N2 C3 C4 -42.8(5) . . . . ?
C6 N1 C5 N2 118.1(5) . . . . ?
C6 N1 C4 C3 -143.4(4) . . . . ?
C4 N1 C5 N2 -3.5(5) . . . . ?
C2 N2 C5 N1 147.1(4) . . . . ?
C2 N2 C3 C4 -161.6(4) . . . . ?
C3 N2 C5 N1 28.6(5) . . . . ?
C1 N2 C5 N1 -92.0(5) . . . . ?
C1 N2 C3 C4 78.2(5) . . . . ?
C7 N1 C5 N2 -122.0(5) . . . . ?
C7 N1 C4 C3 94.9(5) . . . . ?


####################################################################### 
# 
# 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_caife323
_database_code_depnum_ccdc_archive 'CCDC 2268343'
loop_
_audit_author_name
_audit_author_address
'Zhuoer Cai'
;Southeast University
China
;
_audit_update_record             
;
2023-07-13 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_audit_creation_date             2023-07-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 Fe K N6, 0.5(C14 H36 N4)'
_chemical_formula_sum            'C13 H18 Fe K N8'
_chemical_formula_weight         381.30
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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'

_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      orthorhombic
_space_group_IT_number           63
_space_group_name_H-M_alt        'C m c m'
_space_group_name_Hall           '-C 2c 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z-1/2'
'x, -y, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z-1/2'
'x+1/2, -y+1/2, z-1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   8.9462(11)
_cell_length_b                   16.1267(19)
_cell_length_c                   12.3909(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1787.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1482
_cell_measurement_temperature    323.00
_cell_measurement_theta_max      26.26
_cell_measurement_theta_min      2.53
_shelx_estimated_absorpt_T_max   0.899
_shelx_estimated_absorpt_T_min   0.872
_exptl_absorpt_coefficient_mu    1.087
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5389
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0703 before and 0.0552 after correction.
The Ratio of minimum to maximum transmission is 0.7230.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3620
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.367
_diffrn_reflns_theta_min         2.526
_diffrn_ambient_temperature      323.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                717
_reflns_number_total             1019
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Bruker D8 Venture diffractrometer'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.734
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1019
_refine_ls_number_restraints     220
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0672
_refine_ls_restrained_S_all      1.096
_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)+(0.1428P)²+4.0576P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2019
_refine_ls_wR_factor_ref         0.2321
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N5-C10 = N5-C9 = N5-C8 = N5-C6 = N4-C7 = N4-C6 = N4-C4 = N4-C5
 1.39 with sigma of 0.01
 C8-C7
 1.52 with sigma of 0.01
 C7-C6 \\sim C7-C5 \\sim C6-C5 \\sim C6-C4 \\sim C7-C4 \\sim C5-C4
 with sigma of 0.02
 N5-C7 \\sim C8-N4
 with sigma of 0.02
 C9-C8 \\sim C8-C6 \\sim C8-C10 \\sim C9-C6 \\sim C9-C10 \\sim C6-C10
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C6 \\sim N5 \\sim C7 \\sim C10 \\sim C9 \\sim C8 \\sim N4 \\sim C5 \\sim C4:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(C9) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C5) \\sim
Ueq, Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C8)
\\sim Ueq, Uanis(C10) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Rigid body (RIGU) restrains
 C6, N5, C7, C10, C9, C8, N4, C5, C4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Others
 Fixed Sof: N4(0.25) N5(0.25) C4(0.25) H4A(0.25) H4B(0.25) H4C(0.25) C5(0.25)
 H5A(0.25) H5B(0.25) H5C(0.25) C6(0.25) H6A(0.25) H6B(0.25) C7(0.25) H7A(0.25)
 H7B(0.25) C8(0.25) H8A(0.25) H8B(0.25) C9(0.25) H9A(0.25) H9B(0.25) H9C(0.25)
 C10(0.25) H10A(0.25) H10B(0.25) H10C(0.25)
6.a Riding coordinates:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B),
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.500000 0.63474(7) 0.750000 0.0398(5) Uani 1 4 d S T P . .
K1 K 1.000000 0.86561(11) 0.750000 0.0514(7) Uani 1 4 d S T P . .
N1 N 0.7565(8) 0.7606(4) 0.750000 0.086(3) Uani 1 2 d S T P . .
N2 N 0.500000 0.6358(5) 1.0005(5) 0.088(3) Uani 1 2 d S T P . .
N3 N 0.2641(8) 0.4962(3) 0.750000 0.0578(17) Uani 1 2 d S T P . .
C1 C 0.6582(9) 0.7158(4) 0.750000 0.0541(17) Uani 1 2 d S T P . .
C2 C 0.500000 0.6352(4) 0.9084(6) 0.0533(17) Uani 1 2 d S T P . .
C3 C 0.3506(8) 0.5491(4) 0.750000 0.0450(15) Uani 1 2 d S T P . .
N4 N -0.007(2) 0.5678(9) 0.4949(12) 0.068(4) Uani 0.25 1 d D U P A -1
N5 N -0.0207(18) 0.4223(8) 0.4968(11) 0.053(3) Uani 0.25 1 d D U P A -1
C4 C 0.003(4) 0.6115(11) 0.3968(13) 0.088(5) Uani 0.25 1 d D U P A -1
H4A H -0.094842 0.620126 0.367857 0.132 Uiso 0.25 1 d R U P A -1
H4B H 0.062238 0.580386 0.346167 0.132 Uiso 0.25 1 d R U P A -1
H4C H 0.050178 0.664116 0.409867 0.132 Uiso 0.25 1 d R U P A -1
C5 C -0.064(3) 0.6229(15) 0.5723(19) 0.112(9) Uani 0.25 1 d D U P A -1
H5A H -0.000244 0.670724 0.576886 0.169 Uiso 0.25 1 d R U P A -1
H5B H -0.066464 0.595364 0.640936 0.169 Uiso 0.25 1 d R U P A -1
H5C H -0.163094 0.639974 0.552796 0.169 Uiso 0.25 1 d R U P A -1
C6 C -0.1034(17) 0.4978(10) 0.4839(17) 0.063(4) Uani 0.25 1 d D U P A -1
H6A H -0.149953 0.498648 0.413166 0.075 Uiso 0.25 1 d R U P A -1
H6B H -0.181863 0.500478 0.537776 0.075 Uiso 0.25 1 d R U P A -1
C7 C 0.134(2) 0.5372(10) 0.525(2) 0.086(5) Uani 0.25 1 d D U P A -1
H7A H 0.170270 0.565611 0.588703 0.103 Uiso 0.25 1 d R U P A -1
H7B H 0.205550 0.545671 0.466883 0.103 Uiso 0.25 1 d R U P A -1
C8 C 0.1150(19) 0.4446(10) 0.5476(18) 0.077(4) Uani 0.25 1 d D U P A -1
H8A H 0.197796 0.413190 0.517766 0.093 Uiso 0.25 1 d R U P A -1
H8B H 0.109836 0.434320 0.624626 0.093 Uiso 0.25 1 d R U P A -1
C9 C -0.101(2) 0.3652(10) 0.5604(17) 0.075(6) Uani 0.25 1 d D U P A -1
H9A H -0.141353 0.322496 0.514946 0.112 Uiso 0.25 1 d R U P A -1
H9B H -0.180823 0.393306 0.596806 0.112 Uiso 0.25 1 d R U P A -1
H9C H -0.035003 0.340776 0.612636 0.112 Uiso 0.25 1 d R U P A -1
C10 C 0.007(4) 0.3858(11) 0.3951(12) 0.059(4) Uani 0.25 1 d D U P A -1
H10A H 0.079382 0.342220 0.402947 0.089 Uiso 0.25 1 d R U P A -1
H10B H 0.044812 0.427020 0.346357 0.089 Uiso 0.25 1 d R U P A -1
H10C H -0.084268 0.363200 0.366897 0.089 Uiso 0.25 1 d R U P A -1


_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
Fe1 C1 1.927(7) . ?
Fe1 C1 1.927(7) 3_656 ?
Fe1 C2 1.963(8) . ?
Fe1 C2 1.963(8) 10_557 ?
Fe1 C3 1.922(7) 3_656 ?
Fe1 C3 1.922(7) . ?
K1 N1 2.759(7) . ?
K1 N1 2.759(7) 3_756 ?
K1 N2 3.091(6) 13_667 ?
K1 N2 3.091(6) 6_664 ?
K1 N3 2.982(7) 7_656 ?
K1 N3 2.982(7) 5 ?
K1 C3 3.246(6) 7_656 ?
K1 C3 3.246(6) 5 ?
N1 C1 1.138(8) . ?
N2 C2 1.141(9) . ?
N3 C3 1.151(9) . ?
N4 C4 1.408(10) . ?
N4 C5 1.402(10) . ?
N4 C6 1.424(10) . ?
N4 C7 1.410(10) . ?
N5 C6 1.433(10) . ?
N5 C8 1.414(10) . ?
N5 C9 1.409(10) . ?
N5 C10 1.413(10) . ?
C4 H4A 0.9601 . ?
C4 H4B 0.9601 . ?
C4 H4C 0.9601 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9699 . ?
C7 H7B 0.9700 . ?
C7 C8 1.530(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9701 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9599 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?

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 Fe1 C1 94.5(4) . 3_656 ?
C1 Fe1 C2 89.85(13) . . ?
C1 Fe1 C2 89.85(13) 3_656 . ?
C1 Fe1 C2 89.85(13) . 10_557 ?
C1 Fe1 C2 89.85(13) 3_656 10_557 ?
C2 Fe1 C2 179.6(4) 10_557 . ?
C3 Fe1 C1 88.7(3) 3_656 . ?
C3 Fe1 C1 88.7(3) . 3_656 ?
C3 Fe1 C1 176.8(3) 3_656 3_656 ?
C3 Fe1 C1 176.8(3) . . ?
C3 Fe1 C2 90.16(13) . . ?
C3 Fe1 C2 90.16(13) 3_656 . ?
C3 Fe1 C2 90.16(13) 3_656 10_557 ?
C3 Fe1 C2 90.16(13) . 10_557 ?
C3 Fe1 C3 88.1(4) 3_656 . ?
N1 K1 N1 104.3(3) 3_756 . ?
N1 K1 N2 89.75(10) . 13_667 ?
N1 K1 N2 89.75(10) . 6_664 ?
N1 K1 N2 89.75(10) 3_756 6_664 ?
N1 K1 N2 89.75(10) 3_756 13_667 ?
N1 K1 N3 82.8(2) 3_756 7_656 ?
N1 K1 N3 172.9(2) 3_756 5 ?
N1 K1 N3 172.9(2) . 7_656 ?
N1 K1 N3 82.8(2) . 5 ?
N1 K1 C3 103.56(19) 3_756 7_656 ?
N1 K1 C3 152.2(2) 3_756 5 ?
N1 K1 C3 103.56(19) . 5 ?
N1 K1 C3 152.2(2) . 7_656 ?
N2 K1 N2 179.2(3) 13_667 6_664 ?
N2 K1 C3 90.37(15) 13_667 7_656 ?
N2 K1 C3 90.37(15) 6_664 5 ?
N2 K1 C3 90.37(15) 13_667 5 ?
N2 K1 C3 90.37(15) 6_664 7_656 ?
N3 K1 N2 90.29(12) 5 13_667 ?
N3 K1 N2 90.29(12) 7_656 13_667 ?
N3 K1 N2 90.29(12) 5 6_664 ?
N3 K1 N2 90.29(12) 7_656 6_664 ?
N3 K1 N3 90.1(2) 7_656 5 ?
N3 K1 C3 69.37(18) 7_656 5 ?
N3 K1 C3 20.74(17) 7_656 7_656 ?
N3 K1 C3 69.37(18) 5 7_656 ?
N3 K1 C3 20.74(17) 5 5 ?
C3 K1 C3 48.6(3) 7_656 5 ?
C1 N1 K1 178.5(6) . . ?
C2 N2 K1 179.1(7) . 13_667 ?
C3 N3 K1 92.7(5) . 5_445 ?
N1 C1 Fe1 176.6(7) . . ?
N2 C2 Fe1 179.8(7) . . ?
Fe1 C3 K1 111.6(3) . 5_445 ?
N3 C3 Fe1 178.2(6) . . ?
N3 C3 K1 66.6(4) . 5_445 ?
C4 N4 C6 110.8(10) . . ?
C4 N4 C7 109.8(11) . . ?
C5 N4 C4 107.3(10) . . ?
C5 N4 C6 110.6(11) . . ?
C5 N4 C7 111.5(11) . . ?
C7 N4 C6 106.8(8) . . ?
C8 N5 C6 106.1(7) . . ?
C9 N5 C6 110.8(10) . . ?
C9 N5 C8 110.7(10) . . ?
C9 N5 C10 108.4(10) . . ?
C10 N5 C6 110.2(10) . . ?
C10 N5 C8 110.6(11) . . ?
N4 C4 H4A 109.4 . . ?
N4 C4 H4B 109.9 . . ?
N4 C4 H4C 109.1 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N4 C5 H5A 109.7 . . ?
N4 C5 H5B 108.7 . . ?
N4 C5 H5C 110.0 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N4 C6 N5 110.6(8) . . ?
N4 C6 H6A 109.5 . . ?
N4 C6 H6B 109.5 . . ?
N5 C6 H6A 109.5 . . ?
N5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
N4 C7 H7A 110.4 . . ?
N4 C7 H7B 110.4 . . ?
N4 C7 C8 106.8(8) . . ?
H7A C7 H7B 108.6 . . ?
C8 C7 H7A 110.4 . . ?
C8 C7 H7B 110.4 . . ?
N5 C8 C7 105.2(8) . . ?
N5 C8 H8A 110.7 . . ?
N5 C8 H8B 110.7 . . ?
C7 C8 H8A 110.7 . . ?
C7 C8 H8B 110.7 . . ?
H8A C8 H8B 108.8 . . ?
N5 C9 H9A 109.5 . . ?
N5 C9 H9B 109.5 . . ?
N5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N5 C10 H10A 109.5 . . ?
N5 C10 H10B 109.5 . . ?
N5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

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
N4 C7 C8 N5 18(2) . . . . ?
C4 N4 C6 N5 114.3(16) . . . . ?
C4 N4 C7 C8 -128.2(19) . . . . ?
C5 N4 C6 N5 -126.8(16) . . . . ?
C5 N4 C7 C8 113(2) . . . . ?
C6 N4 C7 C8 -8(2) . . . . ?
C6 N5 C8 C7 -21.2(19) . . . . ?
C7 N4 C6 N5 -5.3(18) . . . . ?
C8 N5 C6 N4 17.3(16) . . . . ?
C9 N5 C6 N4 137.6(13) . . . . ?
C9 N5 C8 C7 -141.5(17) . . . . ?
C10 N5 C6 N4 -102.4(15) . . . . ?
C10 N5 C8 C7 98.3(18) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2_0m
_database_code_depnum_ccdc_archive 'CCDC 2268345'
loop_
_audit_author_name
_audit_author_address
'Zhuoer Cai'
;Southeast University
China
;
_audit_update_record             
;
2023-06-08 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V119 by Daniel Kratzert, Freiburg 2023,
https://dkratzert.de/finalcif.html
;
_audit_creation_date             2023-06-08
_diffrn_source_power             0.07
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: N1(0.5) N007(0.5) C1(0.5) H1A(0.5) H1B(0.5) C2(0.5) H2A(0.5)
 H2B(0.5) H2C(0.5) C00D(0.5) H00A(0.5) H00B(0.5) H00C(0.5) C00F(0.5) H00D(0.5)
 H00E(0.5) C00G(0.5) H00F(0.5) H00G(0.5) H00H(0.5) C00I(0.5) H00I(0.5)
 H00J(0.5) C00H(0.5) H00K(0.5) H00L(0.5) H00M(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C00F(H00D,H00E), C00I(H00I,H00J)
3.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C00D(H00A,H00B,H00C), C00G(H00F,H00G,H00H), C00H(H00K,H00L,
 H00M)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C13 H18 Fe K N8'
_chemical_formula_moiety         'C6 Fe K N6, C7 H18 N2'
_chemical_formula_weight         381.30
_chemical_melting_point          ?
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
_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, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   16.2028(8)
_cell_length_b                   12.4169(8)
_cell_length_c                   8.7273(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1755.83(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    2308
_cell_measurement_theta_min      2.514
_cell_measurement_theta_max      26.386
_exptl_crystal_description       block
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1854
_exptl_absorpt_correction_T_max  0.2602
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1048 before and 0.0505 after correction.
The Ratio of minimum to maximum transmission is 0.7125.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          ?
_diffrn_source                   ?
_diffrn_source_type              ?
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 ?
_diffrn_detector_type            ?
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device       ?
_diffrn_measurement_device_type  Brucker
_diffrn_measurement_method       ?
_diffrn_measurement_specimen_support ?
_diffrn_reflns_number            8186
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_theta_min         2.514
_diffrn_reflns_theta_max         26.404
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1880
_reflns_number_gt                1367
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_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)+(0.0373P)²+1.3152P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1880
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1053
_refine_ls_wR_factor_gt          0.0912
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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'

_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_
_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
Fe01 Fe 0.63495(3) 0.750000 0.51932(6) 0.01808(19) Uani 1 2 d S T P . .
K002 K 0.87069(4) 0.750000 1.02002(9) 0.0218(2) Uani 1 2 d S T P . .
N003 N 0.75640(19) 0.750000 0.7917(4) 0.0266(8) Uani 1 2 d S T P . .
N004 N 0.49007(18) 0.750000 0.7480(4) 0.0251(8) Uani 1 2 d S T P . .
N005 N 0.50697(19) 0.750000 0.2589(4) 0.0299(9) Uani 1 2 d S T P . .
N006 N 0.63338(15) 1.0009(2) 0.5257(3) 0.0333(7) Uani 1 1 d . . . . .
N00E N 0.7724(2) 0.750000 0.2750(4) 0.0504(12) Uani 1 2 d S T P . .
C008 C 0.5554(2) 0.750000 0.3544(4) 0.0216(9) Uani 1 2 d S T P . .
C009 C 0.5449(2) 0.750000 0.6638(4) 0.0187(8) Uani 1 2 d S T P . .
C00A C 0.7123(2) 0.750000 0.6882(4) 0.0196(9) Uani 1 2 d S T P . .
C00B C 0.63413(15) 0.9081(3) 0.5223(3) 0.0244(7) Uani 1 1 d . . . . .
C00C C 0.7225(2) 0.750000 0.3684(4) 0.0284(10) Uani 1 2 d S T P . .
N1 N 0.5637(9) 0.4980(17) 0.010(2) 0.018(2) Uani 0.5 1 d . . P A -1
N007 N 0.4138(8) 0.5010(18) -0.031(2) 0.020(3) Uani 0.5 1 d . . P A -1
C1 C 0.5165(11) 0.5083(16) 0.1618(13) 0.027(3) Uani 0.5 1 d . . P A -1
H1A H 0.507961 0.436686 0.209226 0.032 Uiso 0.5 1 calc R U P A -1
H1B H 0.546858 0.554714 0.234820 0.032 Uiso 0.5 1 calc R U P A -1
C2 C 0.6187(12) 0.596(2) -0.013(2) 0.033(6) Uani 0.5 1 d . . P A -1
H2A H 0.643270 0.593612 -0.115393 0.049 Uiso 0.5 1 calc R U P A -1
H2B H 0.662538 0.596202 0.064417 0.049 Uiso 0.5 1 calc R U P A -1
H2C H 0.585573 0.661836 -0.002571 0.049 Uiso 0.5 1 calc R U P A -1
C00D C 0.3789(11) 0.393(2) -0.002(2) 0.027(5) Uani 0.5 1 d . . P A -1
H00A H 0.366879 0.357733 -0.099334 0.040 Uiso 0.5 1 calc R U P A -1
H00B H 0.327795 0.400489 0.057699 0.040 Uiso 0.5 1 calc R U P A -1
H00C H 0.418691 0.350071 0.056401 0.040 Uiso 0.5 1 calc R U P A -1
C00F C 0.4959(10) 0.4985(15) -0.1132(13) 0.021(2) Uani 0.5 1 d . . P A -1
H00D H 0.501686 0.562587 -0.179903 0.025 Uiso 0.5 1 calc R U P A -1
H00E H 0.500009 0.433166 -0.177763 0.025 Uiso 0.5 1 calc R U P A -1
C00G C 0.3532(3) 0.5656(5) -0.1222(7) 0.0262(13) Uani 0.5 1 d . . P A -1
H00F H 0.344000 0.530730 -0.221523 0.039 Uiso 0.5 1 calc R U P A -1
H00G H 0.374982 0.638290 -0.138471 0.039 Uiso 0.5 1 calc R U P A -1
H00H H 0.300797 0.569947 -0.066351 0.039 Uiso 0.5 1 calc R U P A -1
C00I C 0.4352(3) 0.5586(5) 0.1180(6) 0.0267(13) Uani 0.5 1 d . . P A -1
H00I H 0.441004 0.637125 0.101838 0.032 Uiso 0.5 1 calc R U P A -1
H00J H 0.392744 0.545458 0.197415 0.032 Uiso 0.5 1 calc R U P A -1
C00H C 0.6159(3) 0.4003(5) 0.0024(7) 0.0283(13) Uani 0.5 1 d . . P A -1
H00K H 0.580816 0.336072 0.008640 0.043 Uiso 0.5 1 calc R U P A -1
H00L H 0.655000 0.400327 0.088001 0.043 Uiso 0.5 1 calc R U P A -1
H00M H 0.646269 0.399676 -0.094649 0.043 Uiso 0.5 1 calc R U P A -1


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
Fe01 C008 1.932(4) . ?
Fe01 C009 1.929(4) . ?
Fe01 C00A 1.935(4) . ?
Fe01 C00B 1.963(3) . ?
Fe01 C00B 1.963(3) 8_575 ?
Fe01 C00C 1.936(4) . ?
K002 N003 2.720(3) . ?
K002 N004 3.035(3) 6_657 ?
K002 N005 2.933(3) 6_657 ?
K002 N006 3.094(3) 7_756 ?
K002 N006 3.094(3) 2_675 ?
K002 N00E 2.736(4) 1_556 ?
K002 C008 3.187(4) 6_657 ?
K002 C009 3.246(3) 6_657 ?
N003 C00A 1.151(5) . ?
N004 C009 1.153(4) . ?
N005 C008 1.145(5) . ?
N006 C00B 1.153(4) . ?
N00E C00C 1.148(5) . ?
N1 C1 1.53(3) . ?
N1 C2 1.52(3) . ?
N1 C00F 1.539(13) . ?
N1 C00H 1.48(2) . ?
N007 C00D 1.48(3) . ?
N007 C00F 1.51(3) . ?
N007 C00G 1.498(16) . ?
N007 C00I 1.524(18) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C00I 1.507(18) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C00D H00A 0.9800 . ?
C00D H00B 0.9800 . ?
C00D H00C 0.9800 . ?
C00F H00D 0.9900 . ?
C00F H00E 0.9900 . ?
C00G H00F 0.9800 . ?
C00G H00G 0.9800 . ?
C00G H00H 0.9800 . ?
C00I H00I 0.9900 . ?
C00I H00J 0.9900 . ?
C00H H00K 0.9800 . ?
C00H H00L 0.9800 . ?
C00H H00M 0.9800 . ?

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
C008 Fe01 C00A 178.53(15) . . ?
C008 Fe01 C00B 90.31(8) . . ?
C008 Fe01 C00B 90.31(8) . 8_575 ?
C008 Fe01 C00C 88.99(15) . . ?
C009 Fe01 C008 88.97(14) . . ?
C009 Fe01 C00A 89.56(15) . . ?
C009 Fe01 C00B 89.21(8) . 8_575 ?
C009 Fe01 C00B 89.21(8) . . ?
C009 Fe01 C00C 177.96(15) . . ?
C00A Fe01 C00B 89.67(8) . . ?
C00A Fe01 C00B 89.67(8) . 8_575 ?
C00A Fe01 C00C 92.48(15) . . ?
C00B Fe01 C00B 178.30(16) 8_575 . ?
C00C Fe01 C00B 90.80(8) . . ?
C00C Fe01 C00B 90.80(8) . 8_575 ?
N003 K002 N004 82.48(9) . 6_657 ?
N003 K002 N005 174.06(10) . 6_657 ?
N003 K002 N006 89.84(5) . 2_675 ?
N003 K002 N006 89.84(5) . 7_756 ?
N003 K002 N00E 101.52(11) . 1_556 ?
N003 K002 C008 153.02(10) . 6_657 ?
N003 K002 C009 103.28(10) . 6_657 ?
N004 K002 N006 91.49(5) 6_657 7_756 ?
N004 K002 N006 91.49(5) 6_657 2_675 ?
N004 K002 C008 70.53(9) 6_657 6_657 ?
N004 K002 C009 20.80(8) 6_657 6_657 ?
N005 K002 N004 91.57(9) 6_657 6_657 ?
N005 K002 N006 90.31(5) 6_657 7_756 ?
N005 K002 N006 90.31(5) 6_657 2_675 ?
N005 K002 C008 21.04(9) 6_657 6_657 ?
N005 K002 C009 70.77(9) 6_657 6_657 ?
N006 K002 N006 176.94(10) 2_675 7_756 ?
N006 K002 C008 90.83(5) 7_756 6_657 ?
N006 K002 C008 90.83(5) 2_675 6_657 ?
N006 K002 C009 91.52(5) 7_756 6_657 ?
N006 K002 C009 91.52(5) 2_675 6_657 ?
N00E K002 N004 175.99(11) 1_556 6_657 ?
N00E K002 N005 84.42(10) 1_556 6_657 ?
N00E K002 N006 88.54(5) 1_556 7_756 ?
N00E K002 N006 88.54(5) 1_556 2_675 ?
N00E K002 C008 105.46(11) 1_556 6_657 ?
N00E K002 C009 155.20(11) 1_556 6_657 ?
C008 K002 C009 49.74(10) 6_657 6_657 ?
C00A N003 K002 175.4(3) . . ?
C009 N004 K002 90.0(2) . 6_557 ?
C008 N005 K002 92.1(3) . 6_557 ?
C00B N006 K002 177.5(2) . 2_674 ?
C00C N00E K002 170.8(3) . 1_554 ?
Fe01 C008 K002 111.74(15) . 6_557 ?
N005 C008 Fe01 178.6(3) . . ?
N005 C008 K002 66.9(2) . 6_557 ?
Fe01 C009 K002 109.56(14) . 6_557 ?
N004 C009 Fe01 178.8(3) . . ?
N004 C009 K002 69.2(2) . 6_557 ?
N003 C00A Fe01 178.0(3) . . ?
N006 C00B Fe01 179.2(3) . . ?
N00E C00C Fe01 177.6(4) . . ?
C1 N1 C00F 104.4(14) . . ?
C2 N1 C1 109.9(16) . . ?
C2 N1 C00F 108.7(15) . . ?
C00H N1 C1 113.1(13) . . ?
C00H N1 C2 108.4(14) . . ?
C00H N1 C00F 112.2(14) . . ?
C00D N007 C00F 113.7(17) . . ?
C00D N007 C00G 109.0(12) . . ?
C00D N007 C00I 111.4(14) . . ?
C00F N007 C00I 102.4(9) . . ?
C00G N007 C00F 109.6(13) . . ?
C00G N007 C00I 110.6(14) . . ?
N1 C1 H1A 110.8 . . ?
N1 C1 H1B 110.8 . . ?
H1A C1 H1B 108.9 . . ?
C00I C1 N1 104.5(9) . . ?
C00I C1 H1A 110.8 . . ?
C00I C1 H1B 110.8 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N007 C00D H00A 109.5 . . ?
N007 C00D H00B 109.5 . . ?
N007 C00D H00C 109.5 . . ?
H00A C00D H00B 109.5 . . ?
H00A C00D H00C 109.5 . . ?
H00B C00D H00C 109.5 . . ?
N1 C00F H00D 110.3 . . ?
N1 C00F H00E 110.3 . . ?
N007 C00F N1 107.2(14) . . ?
N007 C00F H00D 110.3 . . ?
N007 C00F H00E 110.3 . . ?
H00D C00F H00E 108.5 . . ?
N007 C00G H00F 109.5 . . ?
N007 C00G H00G 109.5 . . ?
N007 C00G H00H 109.5 . . ?
H00F C00G H00G 109.5 . . ?
H00F C00G H00H 109.5 . . ?
H00G C00G H00H 109.5 . . ?
N007 C00I H00I 111.2 . . ?
N007 C00I H00J 111.2 . . ?
C1 C00I N007 102.8(9) . . ?
C1 C00I H00I 111.2 . . ?
C1 C00I H00J 111.2 . . ?
H00I C00I H00J 109.1 . . ?
N1 C00H H00K 109.5 . . ?
N1 C00H H00L 109.5 . . ?
N1 C00H H00M 109.5 . . ?
H00K C00H H00L 109.5 . . ?
H00K C00H H00M 109.5 . . ?
H00L C00H H00M 109.5 . . ?

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
N1 C1 C00I N007 40.6(12) . . . . ?
C1 N1 C00F N007 -4(3) . . . . ?
C2 N1 C1 C00I 93.8(14) . . . . ?
C2 N1 C00F N007 -121.0(16) . . . . ?
C00D N007 C00F N1 -92.0(17) . . . . ?
C00D N007 C00I C1 79.6(14) . . . . ?
C00F N1 C1 C00I -22.6(19) . . . . ?
C00F N007 C00I C1 -42.3(13) . . . . ?
C00G N007 C00F N1 145.7(9) . . . . ?
C00G N007 C00I C1 -159.1(12) . . . . ?
C00I N007 C00F N1 28(2) . . . . ?
C00H N1 C1 C00I -144.9(11) . . . . ?
C00H N1 C00F N007 119.0(15) . . . . ?


####################################################################### 
# 
# 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_331250c_0m
_database_code_depnum_ccdc_archive 'CCDC 2268348'
loop_
_audit_author_name
_audit_author_address
'Zhuoer Cai'
;Southeast University
China
;
_audit_update_record             
;
2023-06-08 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V119 by Daniel Kratzert, Freiburg 2023,
https://dkratzert.de/finalcif.html
;
_audit_creation_date             2023-06-08
_diffrn_source_power             0.07
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 N1-C6 = N1-C5 = N2-C7 = N2-C5 = N1-C3 = N1-C4 = N2-C1 = N2-C2
 1.34 with sigma of 0.01
 C7-C6
 1.46 with sigma of 0.01
 C1-C2 \\sim C1-C5 \\sim C1-C7 \\sim C2-C5 \\sim C2-C7 \\sim C5-C7
 with sigma of 0.02
 C3-C4 \\sim C3-C5 \\sim C3-C6 \\sim C4-C5 \\sim C4-C6 \\sim C5-C6
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C5 \\sim N1 \\sim C4 \\sim C6 \\sim C3 \\sim N2 \\sim C7 \\sim C2 \\sim C1:
within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002 within 2A
N9 \\sim C10 \\sim C009 \\sim N6 \\sim C003 \\sim N7 \\sim C008 \\sim N8:
within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002 within 2A
Uanis(O1) \\sim Ueq: with sigma of 50 and sigma for terminal atoms of 100
4. Rigid body (RIGU) restrains
 C5, N1, C4, C6, C3, N2, C7, C2, C1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Fixed Sof: N1(0.5) N2(0.5) C4(0.5) H4A(0.5) H4B(0.5) H4C(0.5) C7(0.5)
 H7A(0.5) H7B(0.5) C2(0.5) H2A(0.5) H2B(0.5) H2C(0.5) H1D(0.5) H1E(0.5) C1(0.5)
 H1A(0.5) H1B(0.5) H1C(0.5) C3(0.5) H3A(0.5) H3B(0.5) H3C(0.5) C6(0.5) H6A(0.5)
 H6B(0.5) C5(0.5) H5A(0.5) H5B(0.5)
6.a Riding coordinates:
 O1(H1D,H1E), C1(H1A,H1B,H1C), C3(H3A,H3B,H3C)
6.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C6(H6A,H6B), C5(H5A,H5B)
6.c Me refined with riding coordinates:
 C4(H4A,H4B,H4C), C2(H2A,H2B,H2C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C13 H20 Co K N8 O'
_chemical_formula_moiety         'C6 H2 Co K N6 O, C7 H18 N2'
_chemical_formula_weight         402.40
_chemical_melting_point          ?
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_vrf_PLAT084_331250c_0m          
;PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.37 Report
RESPONSE: This alert is also caused by low resolution and high residual density.
The material is at a unstable transition state and there exist a server disorder
organic cation, which jointly lead a poor data.
;
_vrf_PLAT242_331250c_0m          
;PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of         K1 Check 
RESPONSE: The material is at a unstable transition state and the skeleton tends
to be reconstructed, which caused a large electron residual.
;
_vrf_PLAT420_331250c_0m          
;PROBLEM: D-H Bond Without Acceptor  O1       --H1E      .     Please Check 
RESPONSE: O1-H1E is a part of a water molecule that is likely on a partially
occupied site. The other H atom on the water molecule formed a hydrogen bond
with the cyangroup.
;
_space_group_name_Hall           '-P 2ac 2n'
_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, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   13.734(4)
_cell_length_b                   8.566(2)
_cell_length_c                   16.278(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1915.1(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    323.0
_cell_measurement_reflns_used    3149
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      26.10
_exptl_crystal_description       cube
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.130
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.4429
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1654 before and 0.0890 after correction.
The Ratio of minimum to maximum transmission is 0.5942.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.935
_shelx_estimated_absorpt_T_max   0.956
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      323.0
_diffrn_ambient_environment      ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          x-ray
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              ?
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  Brucker
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support ?
_diffrn_reflns_number            8316
_diffrn_reflns_av_unetI/netI     0.0784
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_theta_min         1.940
_diffrn_reflns_theta_max         26.430
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measured_fraction_theta_full 0.910
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_Laue_measured_fraction_full 0.910
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_point_group_measured_fraction_full 0.910
_reflns_number_total             1928
_reflns_number_gt                1373
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_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     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1928
_refine_ls_number_parameters     160
_refine_ls_number_restraints     195
_refine_ls_R_factor_all          0.1657
_refine_ls_R_factor_gt           0.1332
_refine_ls_wR_factor_ref         0.3739
_refine_ls_wR_factor_gt          0.3412
_refine_ls_goodness_of_fit_ref   1.470
_refine_ls_restrained_S_all      1.412
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.211
_refine_diff_density_min         -0.879
_refine_diff_density_rms         0.205
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
K K 0.2009 0.2494 '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'

_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_
_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
Co01 Co 0.76868(11) 1.750000 0.60966(9) 0.0391(6) Uani 1 2 d S T P . .
K1 K 0.6937(2) 1.750000 0.87242(16) 0.0514(8) Uani 1 2 d S T P . .
C003 C 0.9048(9) 1.750000 0.6351(9) 0.068(3) Uani 1 2 d S TU P . .
C10 C 0.6342(11) 1.750000 0.5835(11) 0.118(5) Uani 1 2 d S TU P . .
N1 N 0.9905(10) 1.266(2) 0.6860(8) 0.126(3) Uani 0.5 1 d D U P A -1
N8 N 0.7298(5) 1.9945(12) 0.7413(5) 0.0604(17) Uani 1 1 d . U . . .
N7 N 0.9854(7) 1.750000 0.6507(8) 0.068(3) Uani 1 2 d S TU P . .
C008 C 0.7434(6) 1.9039(14) 0.6907(7) 0.0596(17) Uani 1 1 d . U . . .
C009 C 0.7910(10) 1.5991(14) 0.5298(7) 0.084(2) Uani 1 1 d . U . . .
N2 N 0.9716(9) 1.276(2) 0.8200(9) 0.126(3) Uani 0.5 1 d D U P A -1
N6 N 0.8009(8) 1.4949(12) 0.4802(6) 0.084(2) Uani 1 1 d . U . . .
C4 C 0.9066(11) 1.246(5) 0.6432(11) 0.127(3) Uani 0.5 1 d D U P A -1
H4A H 0.884962 1.345797 0.622838 0.190 Uiso 0.5 1 calc R U P A -1
H4B H 0.917738 1.177047 0.597861 0.190 Uiso 0.5 1 calc R U P A -1
H4C H 0.857648 1.203136 0.678582 0.190 Uiso 0.5 1 calc R U P A -1
C7 C 0.9757(16) 1.124(2) 0.7962(12) 0.127(3) Uani 0.5 1 d D U P A -1
H7A H 0.910876 1.079916 0.792420 0.152 Uiso 0.5 1 calc R U P A -1
H7B H 1.013670 1.063076 0.834815 0.152 Uiso 0.5 1 calc R U P A -1
N9 N 0.5547(9) 1.750000 0.5680(9) 0.119(5) Uani 1 2 d S TU P . .
C2 C 0.8894(13) 1.304(3) 0.8624(13) 0.127(3) Uani 0.5 1 d D U P A -1
H2A H 0.834038 1.279342 0.828734 0.190 Uiso 0.5 1 calc R U P A -1
H2B H 0.888385 1.239700 0.910814 0.190 Uiso 0.5 1 calc R U P A -1
H2C H 0.886987 1.411728 0.877984 0.190 Uiso 0.5 1 calc R U P A -1
O1 O 0.873(2) 1.750000 0.8632(16) 0.30(2) Uani 1 2 d S TU P . .
H1D H 0.922061 1.722630 0.892103 0.448 Uiso 0.5 1 d R U P . .
H1E H 0.897731 1.805480 0.825053 0.448 Uiso 0.5 1 d R U P . .
C1 C 1.0507(13) 1.309(3) 0.8658(12) 0.127(3) Uani 0.5 1 d D U P A -1
H1A H 1.027497 1.349675 0.917216 0.190 Uiso 0.5 1 d R U P A -1
H1B H 1.090677 1.386405 0.839386 0.190 Uiso 0.5 1 d R U P A -1
H1C H 1.088307 1.216715 0.875416 0.190 Uiso 0.5 1 d R U P A -1
C3 C 1.0590(14) 1.327(3) 0.6356(13) 0.127(3) Uani 0.5 1 d D U P A -1
H3A H 1.120698 1.281081 0.648859 0.190 Uiso 0.5 1 d R U P A -1
H3B H 1.062198 1.437981 0.644199 0.190 Uiso 0.5 1 d R U P A -1
H3C H 1.043568 1.306431 0.579129 0.190 Uiso 0.5 1 d R U P A -1
C6 C 1.0228(18) 1.127(2) 0.7154(12) 0.126(3) Uani 0.5 1 d D U P A -1
H6A H 1.093151 1.125759 0.720121 0.152 Uiso 0.5 1 calc R U P A -1
H6B H 1.001653 1.040989 0.681279 0.152 Uiso 0.5 1 calc R U P A -1
C5 C 0.9740(15) 1.365(2) 0.7500(9) 0.126(3) Uani 0.5 1 d D U P A -1
H5A H 0.912585 1.418555 0.742646 0.152 Uiso 0.5 1 calc R U P A -1
H5B H 1.025615 1.441632 0.753479 0.152 Uiso 0.5 1 calc R U P A -1


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
Co01 C003 1.914(13) . ?
Co01 C10 1.896(16) . ?
Co01 C008 1.897(11) . ?
Co01 C008 1.897(11) 7_595 ?
Co01 C009 1.859(11) 7_595 ?
Co01 C009 1.859(11) . ?
K1 K1 0.000(8) 7_595 ?
K1 N8 3.031(9) 7_595 ?
K1 N8 3.031(10) . ?
K1 N7 2.885(10) 6_557 ?
K1 C008 3.310(11) . ?
K1 C008 3.310(11) 7_595 ?
K1 N6 2.736(9) 2_685 ?
K1 N6 2.736(9) 8_766 ?
K1 O1 2.47(3) . ?
K1 H1E 2.95(4) 7_595 ?
K1 H1E 2.9451 . ?
C003 N7 1.136(16) . ?
C10 N9 1.120(19) . ?
N1 C4 1.357(10) . ?
N1 C3 1.354(10) . ?
N1 C6 1.351(10) . ?
N1 C5 1.363(10) . ?
N8 C008 1.147(14) . ?
C009 N6 1.210(14) . ?
N2 C7 1.359(10) . ?
N2 C2 1.345(10) . ?
N2 C1 1.348(10) . ?
N2 C5 1.367(10) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C6 1.466(10) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
O1 H1D 0.8500 . ?
O1 H1D 0.8500 7_595 ?
O1 H1E 0.8500 7_595 ?
O1 H1E 0.8499 . ?
C1 H1A 0.9595 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9602 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9601 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 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
C10 Co01 C003 179.5(7) . . ?
C10 Co01 C008 88.7(5) . . ?
C10 Co01 C008 88.7(5) . 7_595 ?
C008 Co01 C003 91.6(4) . . ?
C008 Co01 C003 91.6(4) 7_595 . ?
C008 Co01 C008 88.0(7) . 7_595 ?
C009 Co01 C003 89.4(5) . . ?
C009 Co01 C003 89.4(5) 7_595 . ?
C009 Co01 C10 90.2(6) . . ?
C009 Co01 C10 90.2(6) 7_595 . ?
C009 Co01 C008 179.0(5) 7_595 7_595 ?
C009 Co01 C008 91.9(6) . 7_595 ?
C009 Co01 C008 91.9(6) 7_595 . ?
C009 Co01 C008 179.0(5) . . ?
C009 Co01 C009 88.1(8) . 7_595 ?
K1 K1 N8 0(10) 7_595 . ?
K1 K1 N8 0(10) 7_595 7_595 ?
K1 K1 N7 0(10) 7_595 6_557 ?
K1 K1 C008 0(10) 7_595 7_595 ?
K1 K1 C008 0(10) 7_595 . ?
K1 K1 N6 0(10) 7_595 2_685 ?
K1 K1 N6 0(10) 7_595 8_766 ?
K1 K1 O1 0(10) 7_595 . ?
K1 K1 H1E 0.0 7_595 . ?
K1 K1 H1E 0(10) 7_595 7_595 ?
N8 K1 N8 87.4(3) 7_595 . ?
N8 K1 C008 67.2(3) 7_595 . ?
N8 K1 C008 20.2(3) . . ?
N8 K1 C008 20.2(3) 7_595 7_595 ?
N8 K1 C008 67.2(3) . 7_595 ?
N8 K1 H1E 76.8 7_595 . ?
N8 K1 H1E 63.1(3) 7_595 7_595 ?
N8 K1 H1E 76.8(3) . 7_595 ?
N8 K1 H1E 63.1 . . ?
N7 K1 N8 94.1(2) 6_557 . ?
N7 K1 N8 94.1(2) 6_557 7_595 ?
N7 K1 C008 95.1(3) 6_557 . ?
N7 K1 C008 95.1(3) 6_557 7_595 ?
N7 K1 H1E 155.4 6_557 . ?
N7 K1 H1E 155.4(5) 6_557 7_595 ?
C008 K1 C008 47.0(4) 7_595 . ?
C008 K1 H1E 60.4(4) 7_595 7_595 ?
C008 K1 H1E 60.4 . . ?
C008 K1 H1E 68.5(4) . 7_595 ?
C008 K1 H1E 68.5 7_595 . ?
N6 K1 N8 85.2(3) 8_766 . ?
N6 K1 N8 85.2(3) 2_685 7_595 ?
N6 K1 N8 167.7(3) 8_766 7_595 ?
N6 K1 N8 167.7(3) 2_685 . ?
N6 K1 N7 96.4(3) 8_766 6_557 ?
N6 K1 N7 96.4(3) 2_685 6_557 ?
N6 K1 C008 150.8(3) 8_766 7_595 ?
N6 K1 C008 105.2(3) 2_685 7_595 ?
N6 K1 C008 150.8(3) 2_685 . ?
N6 K1 C008 105.2(3) 8_766 . ?
N6 K1 N6 100.1(4) 8_766 2_685 ?
N6 K1 H1E 105.4(4) 8_766 7_595 ?
N6 K1 H1E 91.0(4) 2_685 7_595 ?
N6 K1 H1E 91.0 8_766 . ?
N6 K1 H1E 105.4 2_685 . ?
O1 K1 N8 78.1(4) . . ?
O1 K1 N8 78.1(4) . 7_595 ?
O1 K1 N7 169.0(7) . 6_557 ?
O1 K1 C008 74.9(5) . 7_595 ?
O1 K1 C008 74.9(5) . . ?
O1 K1 N6 90.7(5) . 8_766 ?
O1 K1 N6 90.7(5) . 2_685 ?
O1 K1 H1E 15.1 . . ?
O1 K1 H1E 15.1(2) . 7_595 ?
H1E K1 H1E 18.6 . 7_595 ?
N7 C003 Co01 179.6(14) . . ?
N9 C10 Co01 179.9(17) . . ?
C4 N1 C5 109.0(10) . . ?
C3 N1 C4 109.0(11) . . ?
C3 N1 C5 109.6(11) . . ?
C6 N1 C4 110.8(12) . . ?
C6 N1 C3 109.2(11) . . ?
C6 N1 C5 109.1(10) . . ?
K1 N8 K1 0.00(11) 7_595 . ?
C008 N8 K1 93.7(8) . . ?
C008 N8 K1 93.7(8) . 7_595 ?
C003 N7 K1 159.6(13) . 6_657 ?
Co01 C008 K1 112.5(5) . 7_595 ?
Co01 C008 K1 112.5(5) . . ?
K1 C008 K1 0.00(10) 7_595 . ?
N8 C008 Co01 177.9(9) . . ?
N8 C008 K1 66.0(7) . . ?
N8 C008 K1 66.0(7) . 7_595 ?
N6 C009 Co01 175.6(13) . . ?
C7 N2 C5 107.0(10) . . ?
C2 N2 C7 110.4(11) . . ?
C2 N2 C1 110.8(11) . . ?
C2 N2 C5 110.5(11) . . ?
C1 N2 C7 109.1(11) . . ?
C1 N2 C5 108.9(10) . . ?
C009 N6 K1 174.7(11) . 2_684 ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C7 H7A 110.8 . . ?
N2 C7 H7B 110.8 . . ?
N2 C7 C6 104.8(12) . . ?
H7A C7 H7B 108.9 . . ?
C6 C7 H7A 110.8 . . ?
C6 C7 H7B 110.8 . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
K1 O1 K1 0.000(8) 7_595 . ?
K1 O1 H1D 138.6 . . ?
K1 O1 H1D 138.6 7_595 . ?
K1 O1 H1D 138.6(5) . 7_595 ?
K1 O1 H1D 138.6(5) 7_595 7_595 ?
K1 O1 H1E 115.9 7_595 . ?
K1 O1 H1E 115.9(5) . 7_595 ?
K1 O1 H1E 115.9 . . ?
K1 O1 H1E 115.9(5) 7_595 7_595 ?
H1D O1 H1D 32.0 . 7_595 ?
H1D O1 H1E 104.5 7_595 7_595 ?
H1D O1 H1E 86.7 . 7_595 ?
H1D O1 H1E 104.5 . . ?
H1E O1 H1D 86.7 . 7_595 ?
H1E O1 H1E 68.0 . 7_595 ?
N2 C1 H1A 107.0 . . ?
N2 C1 H1B 111.0 . . ?
N2 C1 H1C 110.4 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C3 H3A 108.4 . . ?
N1 C3 H3B 109.2 . . ?
N1 C3 H3C 110.7 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C6 C7 101.0(12) . . ?
N1 C6 H6A 111.6 . . ?
N1 C6 H6B 111.6 . . ?
C7 C6 H6A 111.6 . . ?
C7 C6 H6B 111.6 . . ?
H6A C6 H6B 109.4 . . ?
N1 C5 N2 107.2(10) . . ?
N1 C5 H5A 110.3 . . ?
N1 C5 H5B 110.3 . . ?
N2 C5 H5A 110.3 . . ?
N2 C5 H5B 110.3 . . ?
H5A C5 H5B 108.5 . . ?

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
K1 N8 C008 K1 0.000(4) . . . 7_595 ?
K1 N8 C008 K1 0.000(4) 7_595 . . . ?
C003 Co01 C008 K1 -89.8(4) . . . . ?
C003 Co01 C008 K1 -89.8(4) . . . 7_595 ?
C10 Co01 C008 K1 90.5(5) . . . 7_595 ?
C10 Co01 C008 K1 90.5(5) . . . . ?
C008 Co01 C008 K1 1.7(5) 7_595 . . . ?
C008 Co01 C008 K1 1.7(5) 7_595 . . 7_595 ?
C009 Co01 C008 K1 -179.3(5) 7_595 . . . ?
C009 Co01 C008 K1 -179.3(5) 7_595 . . 7_595 ?
N2 C7 C6 N1 -33(2) . . . . ?
C4 N1 C6 C7 -91(2) . . . . ?
C4 N1 C5 N2 105.6(16) . . . . ?
C7 N2 C5 N1 -6.7(16) . . . . ?
C2 N2 C7 C6 145(2) . . . . ?
C2 N2 C5 N1 -127.0(15) . . . . ?
C1 N2 C7 C6 -93(2) . . . . ?
C1 N2 C5 N1 111.1(15) . . . . ?
C3 N1 C6 C7 149(2) . . . . ?
C3 N1 C5 N2 -135.1(15) . . . . ?
C6 N1 C5 N2 -15.5(17) . . . . ?
C5 N1 C6 C7 29(2) . . . . ?
C5 N2 C7 C6 24(2) . . . . ?


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

data_n1_0m
_database_code_depnum_ccdc_archive 'CCDC 2248825'
loop_
_audit_author_name
_audit_author_address
'Zhuoer Cai'
;Southeast University
China
;
_audit_update_record             
;
2023-03-15 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V118 by Daniel Kratzert, Freiburg 2023,
https://dkratzert.de/finalcif.html
;
_exptl_crystal_preparation       ?
_audit_creation_date             2023-03-15
_diffrn_source_power             0.07
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.53(2)
 0.47(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3.a Rotating group:
 O008(H00S,H00T)
3.b Secondary CH2 refined with riding coordinates:
 C00D(H00A,H00B), C00K(H00F,H00G), C00M(H00K,H00L)
3.c Idealised Me refined as rotating group:
 C00G(H00C,H00D,H00E), C00L(H00H,H00I,H00J), C00N(H00M,H00N,H00O), C00O(H00P,
 H00Q,H00R)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C13 H20 Co K N8 O'
_chemical_formula_moiety         'C6 H2 Co K N6 O, C7 H18 N2'
_chemical_formula_weight         402.40
_chemical_melting_point          ?
_chemical_absolute_configuration ?
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.4267(11)
_cell_length_b                   13.5866(16)
_cell_length_c                   16.2650(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1862.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150.0
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      2.723
_cell_measurement_theta_max      26.243
_exptl_crystal_description       cube
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5906
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1010 before and 0.0488 after correction.
The Ratio of minimum to maximum transmission is 0.7923.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.955
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      150.0
_diffrn_ambient_environment      ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          x-ray
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              ?
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_measurement_specimen_support ?
_diffrn_reflns_number            17141
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_theta_min         1.953
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3772
_reflns_number_gt                3551
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.997
_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.
;
_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0250P)²+1.2868P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3772
_refine_ls_number_parameters     223
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0272
_refine_ls_wR_factor_ref         0.0663
_refine_ls_wR_factor_gt          0.0635
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.47(2)
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.53(2)
2 0.47(2)

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'
K K 0.2009 0.2494 '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'

_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_
_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
Co01 Co 0.51175(5) 0.48397(3) 0.60587(2) 0.02152(12) Uani 1 1 d . . . . .
K02 K 0.47569(9) 0.55157(5) 0.86655(4) 0.02633(17) Uani 1 1 d . . . . .
N003 N 0.9645(3) 0.76098(19) 0.82923(17) 0.0241(6) Uani 1 1 d . . . . .
N6 N 0.7419(4) 0.5378(2) 0.74384(19) 0.0309(7) Uani 1 1 d . . . . .
N4 N 0.9923(4) 0.77912(19) 0.68209(16) 0.0316(6) Uani 1 1 d . . . . .
N10 N 0.7905(4) 0.4734(3) 0.48623(19) 0.0338(7) Uani 1 1 d . . . . .
N5 N 0.5304(3) 0.2667(2) 0.65523(19) 0.0335(7) Uani 1 1 d . . . . .
O008 O 0.4416(4) 0.3564(2) 0.8377(2) 0.0531(8) Uani 1 1 d . . . . .
H00S H 0.493905 0.322799 0.874825 0.080 Uiso 1 1 d R U . . .
H00T H 0.488145 0.341230 0.791333 0.080 Uiso 1 1 d R U . . .
C009 C 0.3402(4) 0.5007(3) 0.6801(2) 0.0242(7) Uani 1 1 d . . . . .
N8 N 0.2812(4) 0.4233(2) 0.4704(2) 0.0363(7) Uani 1 1 d . . . . .
C00B C 0.5278(4) 0.3483(2) 0.63528(19) 0.0253(7) Uani 1 1 d . . . . .
C00C C 0.3689(4) 0.4477(3) 0.5209(2) 0.0267(7) Uani 1 1 d . . . . .
C00D C 0.8713(4) 0.7801(3) 0.7524(2) 0.0294(8) Uani 1 1 d . . . . .
H00A H 0.817398 0.844727 0.755508 0.035 Uiso 1 1 calc R U . . .
H00B H 0.790288 0.728284 0.744119 0.035 Uiso 1 1 calc R U . . .
N9 N 0.4612(5) 0.6999(2) 0.56467(19) 0.0473(10) Uani 1 1 d . . . . .
N7 N 0.2381(4) 0.5126(2) 0.72613(19) 0.0307(7) Uani 1 1 d . . . . .
C00G C 1.0187(5) 0.8549(2) 0.8698(2) 0.0333(8) Uani 1 1 d . . . . .
H00C H 1.073851 0.896029 0.829374 0.050 Uiso 1 1 calc R U . . .
H00D H 1.091079 0.839166 0.915077 0.050 Uiso 1 1 calc R U . . .
H00E H 0.926437 0.890465 0.891231 0.050 Uiso 1 1 calc R U . . .
C00H C 0.6556(4) 0.5177(3) 0.6914(2) 0.0249(7) Uani 1 1 d . . . . .
C00I C 0.4843(5) 0.6184(2) 0.57912(19) 0.0305(7) Uani 1 1 d . . . . .
C00J C 0.6856(4) 0.4764(3) 0.5306(2) 0.0265(7) Uani 1 1 d . . . . .
C00K C 1.1498(5) 0.7526(3) 0.7217(3) 0.0360(9) Uani 1 1 d . . . . .
H00F H 1.212756 0.708764 0.685616 0.043 Uiso 1 1 calc R U . . .
H00G H 1.212749 0.812295 0.734051 0.043 Uiso 1 1 calc R U . . .
C00L C 0.8671(4) 0.7039(3) 0.8903(2) 0.0309(7) Uani 1 1 d . . . . .
H00H H 0.773025 0.742231 0.905353 0.046 Uiso 1 1 calc R U . . .
H00I H 0.930803 0.690984 0.939506 0.046 Uiso 1 1 calc R U . . .
H00J H 0.834115 0.641323 0.865677 0.046 Uiso 1 1 calc R U . . .
C00M C 1.1023(4) 0.7007(3) 0.7990(2) 0.0322(8) Uani 1 1 d . . . . .
H00K H 1.189970 0.700460 0.839530 0.039 Uiso 1 1 calc R U . . .
H00L H 1.069777 0.632033 0.787670 0.039 Uiso 1 1 calc R U . . .
C00N C 0.9994(6) 0.8778(2) 0.6403(2) 0.0424(9) Uani 1 1 d . . . . .
H00M H 0.897556 0.891405 0.613552 0.064 Uiso 1 1 calc R U . . .
H00N H 1.083971 0.877297 0.598909 0.064 Uiso 1 1 calc R U . . .
H00O H 1.021478 0.928990 0.681177 0.064 Uiso 1 1 calc R U . . .
C00O C 0.9457(6) 0.7014(3) 0.6202(2) 0.0459(11) Uani 1 1 d . . . . .
H00P H 0.953449 0.636171 0.645605 0.069 Uiso 1 1 calc R U . . .
H00Q H 1.017158 0.704707 0.572709 0.069 Uiso 1 1 calc R U . . .
H00R H 0.836361 0.712859 0.602046 0.069 Uiso 1 1 calc R U . . .


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
Co01 C009 1.897(3) . ?
Co01 C00B 1.909(3) . ?
Co01 C00C 1.899(4) . ?
Co01 C00H 1.902(4) . ?
Co01 C00I 1.892(3) . ?
Co01 C00J 1.911(4) . ?
K02 N6 3.008(3) . ?
K02 N10 2.790(3) 2_665 ?
K02 N5 2.945(3) 3_656 ?
K02 O008 2.708(3) . ?
K02 C009 3.313(3) . ?
K02 N8 2.767(3) 2_565 ?
K02 N7 3.083(3) . ?
K02 C00H 3.259(3) . ?
N003 C00D 1.499(4) . ?
N003 C00G 1.507(4) . ?
N003 C00L 1.503(4) . ?
N003 C00M 1.503(4) . ?
N6 C00H 1.153(4) . ?
N4 C00D 1.532(5) . ?
N4 C00K 1.519(5) . ?
N4 C00N 1.504(4) . ?
N4 C00O 1.511(4) . ?
N10 C00J 1.143(5) . ?
N5 C00B 1.155(4) . ?
O008 H00S 0.8751 . ?
O008 H00T 0.8752 . ?
C009 N7 1.152(4) . ?
N8 C00C 1.153(5) . ?
C00D H00A 0.9900 . ?
C00D H00B 0.9900 . ?
N9 C00I 1.149(4) . ?
C00G H00C 0.9800 . ?
C00G H00D 0.9800 . ?
C00G H00E 0.9800 . ?
C00K H00F 0.9900 . ?
C00K H00G 0.9900 . ?
C00K C00M 1.496(5) . ?
C00L H00H 0.9800 . ?
C00L H00I 0.9800 . ?
C00L H00J 0.9800 . ?
C00M H00K 0.9900 . ?
C00M H00L 0.9900 . ?
C00N H00M 0.9800 . ?
C00N H00N 0.9800 . ?
C00N H00O 0.9800 . ?
C00O H00P 0.9800 . ?
C00O H00Q 0.9800 . ?
C00O H00R 0.9800 . ?

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
C009 Co01 C00B 90.58(14) . . ?
C009 Co01 C00C 90.66(15) . . ?
C009 Co01 C00H 89.47(13) . . ?
C009 Co01 C00J 176.21(16) . . ?
C00B Co01 C00J 93.10(15) . . ?
C00C Co01 C00B 88.66(14) . . ?
C00C Co01 C00H 178.89(16) . . ?
C00C Co01 C00J 90.34(15) . . ?
C00H Co01 C00B 90.24(15) . . ?
C00H Co01 C00J 89.60(14) . . ?
C00I Co01 C009 86.44(15) . . ?
C00I Co01 C00B 176.84(16) . . ?
C00I Co01 C00C 90.34(15) . . ?
C00I Co01 C00H 90.77(16) . . ?
C00I Co01 C00J 89.90(16) . . ?
N6 K02 C009 68.69(8) . . ?
N6 K02 N7 88.97(8) . . ?
N6 K02 C00H 20.70(8) . . ?
N10 K02 N6 85.92(9) 2_665 . ?
N10 K02 N5 102.55(9) 2_665 3_656 ?
N10 K02 C009 148.91(9) 2_665 . ?
N10 K02 N7 162.62(10) 2_665 . ?
N10 K02 C00H 105.32(9) 2_665 . ?
N5 K02 N6 89.71(9) 3_656 . ?
N5 K02 C009 95.22(8) 3_656 . ?
N5 K02 N7 94.02(9) 3_656 . ?
N5 K02 C00H 92.47(9) 3_656 . ?
O008 K02 N6 84.45(9) . . ?
O008 K02 N10 94.37(10) . 2_665 ?
O008 K02 N5 161.67(9) . 3_656 ?
O008 K02 C009 66.47(9) . . ?
O008 K02 N8 98.26(10) . 2_565 ?
O008 K02 N7 68.58(9) . . ?
O008 K02 C00H 76.12(10) . . ?
N8 K02 N6 174.91(9) 2_565 . ?
N8 K02 N10 98.13(10) 2_565 2_665 ?
N8 K02 N5 86.40(9) 2_565 3_656 ?
N8 K02 C009 108.37(9) 2_565 . ?
N8 K02 N7 88.03(9) 2_565 . ?
N8 K02 C00H 156.19(9) 2_565 . ?
N7 K02 C009 20.34(8) . . ?
N7 K02 C00H 68.31(8) . . ?
C00H K02 C009 48.01(8) . . ?
C00D N003 C00G 112.1(3) . . ?
C00D N003 C00L 110.7(3) . . ?
C00D N003 C00M 103.1(3) . . ?
C00G N003 C00L 108.2(3) . . ?
C00M N003 C00G 111.7(3) . . ?
C00M N003 C00L 110.9(3) . . ?
C00H N6 K02 92.0(2) . . ?
C00K N4 C00D 105.5(3) . . ?
C00N N4 C00D 110.9(3) . . ?
C00N N4 C00K 111.6(3) . . ?
C00N N4 C00O 109.4(3) . . ?
C00O N4 C00D 109.3(3) . . ?
C00O N4 C00K 110.1(3) . . ?
C00J N10 K02 172.6(3) . 2_664 ?
C00B N5 K02 156.7(3) . 3_646 ?
K02 O008 H00S 109.7 . . ?
K02 O008 H00T 109.4 . . ?
H00S O008 H00T 104.3 . . ?
Co01 C009 K02 110.20(13) . . ?
N7 C009 Co01 178.4(3) . . ?
N7 C009 K02 68.5(2) . . ?
C00C N8 K02 154.2(3) . 2_564 ?
N5 C00B Co01 176.5(3) . . ?
N8 C00C Co01 178.1(3) . . ?
N003 C00D N4 105.8(3) . . ?
N003 C00D H00A 110.6 . . ?
N003 C00D H00B 110.6 . . ?
N4 C00D H00A 110.6 . . ?
N4 C00D H00B 110.6 . . ?
H00A C00D H00B 108.7 . . ?
C009 N7 K02 91.2(2) . . ?
N003 C00G H00C 109.5 . . ?
N003 C00G H00D 109.5 . . ?
N003 C00G H00E 109.5 . . ?
H00C C00G H00D 109.5 . . ?
H00C C00G H00E 109.5 . . ?
H00D C00G H00E 109.5 . . ?
Co01 C00H K02 112.15(13) . . ?
N6 C00H Co01 179.3(3) . . ?
N6 C00H K02 67.3(2) . . ?
N9 C00I Co01 176.9(4) . . ?
N10 C00J Co01 178.8(3) . . ?
N4 C00K H00F 111.1 . . ?
N4 C00K H00G 111.1 . . ?
H00F C00K H00G 109.0 . . ?
C00M C00K N4 103.6(3) . . ?
C00M C00K H00F 111.1 . . ?
C00M C00K H00G 111.0 . . ?
N003 C00L H00H 109.5 . . ?
N003 C00L H00I 109.5 . . ?
N003 C00L H00J 109.5 . . ?
H00H C00L H00I 109.5 . . ?
H00H C00L H00J 109.5 . . ?
H00I C00L H00J 109.5 . . ?
N003 C00M H00K 111.2 . . ?
N003 C00M H00L 111.2 . . ?
C00K C00M N003 103.0(3) . . ?
C00K C00M H00K 111.2 . . ?
C00K C00M H00L 111.2 . . ?
H00K C00M H00L 109.1 . . ?
N4 C00N H00M 109.5 . . ?
N4 C00N H00N 109.5 . . ?
N4 C00N H00O 109.5 . . ?
H00M C00N H00N 109.5 . . ?
H00M C00N H00O 109.5 . . ?
H00N C00N H00O 109.5 . . ?
N4 C00O H00P 109.5 . . ?
N4 C00O H00Q 109.5 . . ?
N4 C00O H00R 109.5 . . ?
H00P C00O H00Q 109.5 . . ?
H00P C00O H00R 109.5 . . ?
H00Q C00O H00R 109.5 . . ?

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
N4 C00K C00M N003 -40.7(4) . . . . ?
C00B Co01 C009 K02 86.59(14) . . . . ?
C00C Co01 C009 K02 175.26(14) . . . . ?
C00D N003 C00M C00K 43.1(3) . . . . ?
C00D N4 C00K C00M 22.7(4) . . . . ?
C00G N003 C00D N4 91.9(3) . . . . ?
C00G N003 C00M C00K -77.5(4) . . . . ?
C00H Co01 C009 K02 -3.65(13) . . . . ?
C00I Co01 C009 K02 -94.45(15) . . . . ?
C00K N4 C00D N003 3.6(4) . . . . ?
C00L N003 C00D N4 -147.1(3) . . . . ?
C00L N003 C00M C00K 161.6(3) . . . . ?
C00M N003 C00D N4 -28.4(3) . . . . ?
C00N N4 C00D N003 -117.4(3) . . . . ?
C00N N4 C00K C00M 143.2(3) . . . . ?
C00O N4 C00D N003 122.0(3) . . . . ?
C00O N4 C00K C00M -95.1(4) . . . . ?


