# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_Compound-1-100K
_database_code_depnum_ccdc_archive 'CCDC 2121455'
loop_
_audit_author_name
_audit_author_address
'Chong-Bin Tian'
;Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-12-15 deposited with the CCDC.	2022-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H30 Fe N20'
_chemical_formula_weight         630.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 -0.2673 2.5550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   10.40180(10)
_cell_length_b                   10.40180(10)
_cell_length_c                   25.2056(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2727.18(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12536
_cell_measurement_theta_min      3.9740
_cell_measurement_theta_max      60.4390

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    3.362
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.79269
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16502
_diffrn_reflns_av_unetI/netI     0.0123
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.049
_diffrn_reflns_theta_max         60.742
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1556
_reflns_number_gt                1516
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component 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)+(0.0343P)²+2.3097P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1556
_refine_ls_number_parameters     102
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0250
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0639
_refine_ls_wR_factor_gt          0.0634
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.500000 0.250000 0.375000 0.01219(10) Uani 1 4 d S T P . .
N1 N 0.35701(9) 0.37078(9) 0.36149(4) 0.0148(2) Uani 1 1 d . . . . .
N2 N 0.27628(10) 0.44736(10) 0.38812(4) 0.0188(2) Uani 1 1 d . . . . .
N3 N 0.20943(10) 0.51482(10) 0.35311(4) 0.0214(2) Uani 1 1 d . . . . .
N4 N 0.24540(10) 0.48320(10) 0.30315(4) 0.0195(2) Uani 1 1 d . . . . .
N5 N 0.500000 0.250000 0.29868(5) 0.0134(3) Uani 1 2 d S T P . .
N6 N 0.000000 0.250000 0.50581(6) 0.0185(3) Uani 1 2 d S T P . .
C1 C 0.33543(11) 0.39413(11) 0.30975(4) 0.0150(2) Uani 1 1 d . . . . .
C2 C 0.41476(11) 0.32340(11) 0.27205(5) 0.0148(2) Uani 1 1 d . . . . .
C3 C 0.41122(12) 0.32502(12) 0.21717(5) 0.0189(2) Uani 1 1 d . . . . .
H3 H 0.349944 0.375890 0.198713 0.023 Uiso 1 1 calc R U . . .
C4 C 0.500000 0.250000 0.18975(7) 0.0208(4) Uani 1 2 d S T P . .
H4 H 0.499999 0.250002 0.152059 0.025 Uiso 1 2 calc R U P . .
C5 C 0.09571(13) 0.31624(13) 0.47091(5) 0.0233(3) Uani 1 1 d . . . . .
H1 H 0.140378 0.252360 0.449076 0.035 Uiso 1 1 calc R U . . .
H5 H 0.158334 0.362119 0.492946 0.035 Uiso 1 1 calc R U . . .
H2 H 0.051101 0.377625 0.447870 0.035 Uiso 1 1 calc R U . . .
C6 C 0.06810(14) 0.15575(13) 0.54072(5) 0.0258(3) Uani 1 1 d . . . . .
H6 H 0.128450 0.201645 0.563797 0.039 Uiso 1 1 calc R U . . .
H7 H 0.115360 0.094125 0.518707 0.039 Uiso 1 1 calc R U . . .
H8 H 0.005105 0.109739 0.562518 0.039 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 1.9236(14) 11_666 ?
FE1 N5 1.9236(14) . ?
FE1 N1 1.9764(10) 11_666 ?
FE1 N1 1.9764(10) 16_656 ?
FE1 N1 1.9764(10) 6_554 ?
FE1 N1 1.9765(10) . ?
N1 N2 1.3380(14) . ?
N1 C1 1.3455(14) . ?
N2 N3 1.3247(15) . ?
N3 N4 1.3543(15) . ?
N4 C1 1.3278(15) . ?
N5 C2 1.3489(13) 6_554 ?
N5 C2 1.3490(13) . ?
N6 C6 1.4956(15) . ?
N6 C6 1.4957(15) 6_454 ?
N6 C5 1.4965(15) 6_454 ?
N6 C5 1.4965(15) . ?
C1 C2 1.4577(16) . ?
C2 C3 1.3841(16) . ?
C3 C4 1.3926(15) . ?
C3 H3 0.9500 . ?
C4 C3 1.3926(15) 6_554 ?
C4 H4 0.9500 . ?
C5 H1 0.9800 . ?
C5 H5 0.9800 . ?
C5 H2 0.9800 . ?
C6 H6 0.9800 . ?
C6 H7 0.9800 . ?
C6 H8 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
N5 FE1 N5 180.0 11_666 . ?
N5 FE1 N1 80.08(3) 11_666 11_666 ?
N5 FE1 N1 99.92(3) . 11_666 ?
N5 FE1 N1 80.08(3) 11_666 16_656 ?
N5 FE1 N1 99.92(3) . 16_656 ?
N1 FE1 N1 160.17(6) 11_666 16_656 ?
N5 FE1 N1 99.92(3) 11_666 6_554 ?
N5 FE1 N1 80.08(3) . 6_554 ?
N1 FE1 N1 91.700(10) 11_666 6_554 ?
N1 FE1 N1 91.700(9) 16_656 6_554 ?
N5 FE1 N1 99.92(3) 11_666 . ?
N5 FE1 N1 80.08(3) . . ?
N1 FE1 N1 91.699(9) 11_666 . ?
N1 FE1 N1 91.701(10) 16_656 . ?
N1 FE1 N1 160.16(6) 6_554 . ?
N2 N1 C1 105.91(9) . . ?
N2 N1 FE1 139.85(8) . . ?
C1 N1 FE1 114.03(8) . . ?
N3 N2 N1 108.10(9) . . ?
N2 N3 N4 110.23(10) . . ?
C1 N4 N3 104.34(10) . . ?
C2 N5 C2 120.32(14) 6_554 . ?
C2 N5 FE1 119.84(7) 6_554 . ?
C2 N5 FE1 119.84(7) . . ?
C6 N6 C6 107.93(14) . 6_454 ?
C6 N6 C5 111.04(8) . 6_454 ?
C6 N6 C5 109.42(8) 6_454 6_454 ?
C6 N6 C5 109.42(8) . . ?
C6 N6 C5 111.04(8) 6_454 . ?
C5 N6 C5 108.01(14) 6_454 . ?
N4 C1 N1 111.41(10) . . ?
N4 C1 C2 132.04(11) . . ?
N1 C1 C2 116.51(10) . . ?
N5 C2 C3 121.45(11) . . ?
N5 C2 C1 109.48(10) . . ?
C3 C2 C1 129.08(11) . . ?
C2 C3 C4 118.14(12) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C3 C4 C3 120.50(16) 6_554 . ?
C3 C4 H4 119.7 6_554 . ?
C3 C4 H4 119.7 . . ?
N6 C5 H1 109.5 . . ?
N6 C5 H5 109.5 . . ?
H1 C5 H5 109.5 . . ?
N6 C5 H2 109.5 . . ?
H1 C5 H2 109.5 . . ?
H5 C5 H2 109.5 . . ?
N6 C6 H6 109.5 . . ?
N6 C6 H7 109.5 . . ?
H6 C6 H7 109.5 . . ?
N6 C6 H8 109.5 . . ?
H6 C6 H8 109.5 . . ?
H7 C6 H8 109.5 . . ?

_refine_diff_density_max         0.254
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.042



loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_Compound-4-100K
_database_code_depnum_ccdc_archive 'CCDC 2121468'
loop_
_audit_author_name
_audit_author_address
'Chong-Bin Tian'
;Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-12-16 deposited with the CCDC.	2022-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H26 Fe N20 O0'
_chemical_formula_weight         602.46

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   23.034(7)
_cell_length_b                   8.547(3)
_cell_length_c                   13.723(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.673(6)
_cell_angle_gamma                90
_cell_volume                     2670.7(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1784
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      23.02

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.618
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6495
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10874
_diffrn_reflns_av_unetI/netI     0.0821
_diffrn_reflns_av_R_equivalents  0.1083
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.545
_diffrn_reflns_theta_max         23.261
_diffrn_reflns_theta_full        23.261
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1920
_reflns_number_gt                1364
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0122P)²+9.6763P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1920
_refine_ls_number_parameters     189
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.0968
_refine_ls_wR_factor_gt          0.0812
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.500000 0.33734(11) 0.750000 0.0166(3) Uani 1 2 d S T P . .
N1 N 0.56868(15) 0.4974(4) 0.7151(2) 0.0164(9) Uani 1 1 d . . . . .
N2 N 0.60572(16) 0.6090(4) 0.7565(3) 0.0207(10) Uani 1 1 d . . . . .
N3 N 0.64111(15) 0.6492(4) 0.6931(3) 0.0209(9) Uani 1 1 d . . . . .
N4 N 0.62777(16) 0.5649(4) 0.6086(3) 0.0194(9) Uani 1 1 d . . . . .
N5 N 0.50534(15) 0.3003(4) 0.5952(2) 0.0158(9) Uani 1 1 d . . . . .
N6 N 0.43094(15) 0.1634(4) 0.6936(2) 0.0182(9) Uani 1 1 d . . . . .
N7 N 0.38433(16) 0.0906(4) 0.7223(3) 0.0218(10) Uani 1 1 d . . . . .
N8 N 0.35193(16) 0.0264(4) 0.6453(3) 0.0232(10) Uani 1 1 d . . . . .
N9 N 0.37685(16) 0.0557(4) 0.5636(3) 0.0202(9) Uani 1 1 d . . . . .
N10 N 0.31938(15) -0.0473(4) 0.8609(2) 0.0202(9) Uani 1 1 d . . . . .
H10 H 0.342189 0.009800 0.825396 0.030 Uiso 1 1 calc R U . . .
H11 H 0.318196 -0.148461 0.839953 0.030 Uiso 1 1 calc R U . . .
H12 H 0.334781 -0.043332 0.925894 0.030 Uiso 1 1 calc R U . . .
C1 C 0.58340(19) 0.4752(5) 0.6245(3) 0.0164(11) Uani 1 1 d . . . . .
C2 C 0.54982(19) 0.3661(5) 0.5563(3) 0.0182(11) Uani 1 1 d . . . . .
C3 C 0.55955(19) 0.3326(5) 0.4615(3) 0.0195(11) Uani 1 1 d . . . . .
H3 H 0.591653 0.378131 0.435682 0.023 Uiso 1 1 calc R U . . .
C4 C 0.52133(19) 0.2311(5) 0.4050(3) 0.0202(11) Uani 1 1 d . . . . .
H4 H 0.526826 0.207283 0.339367 0.024 Uiso 1 1 calc R U . . .
C5 C 0.47549(18) 0.1650(5) 0.4439(3) 0.0168(10) Uani 1 1 d . . . . .
H5 H 0.448837 0.096202 0.405481 0.020 Uiso 1 1 calc R U . . .
C6 C 0.46882(18) 0.2007(5) 0.5407(3) 0.0154(11) Uani 1 1 d . . . . .
C7 C 0.42444(19) 0.1389(5) 0.5964(3) 0.0160(11) Uani 1 1 d . . . . .
C8 C 0.2629(2) 0.1910(6) 0.8716(4) 0.0371(14) Uani 1 1 d . . . . .
H6 H 0.223386 0.236401 0.864992 0.056 Uiso 1 1 calc R U . . .
H7 H 0.285519 0.244202 0.826436 0.056 Uiso 1 1 calc R U . . .
H8 H 0.282592 0.204067 0.939500 0.056 Uiso 1 1 calc R U . . .
C9 C 0.25832(19) 0.0188(5) 0.8465(3) 0.0225(12) Uani 1 1 d . . . . .
H9 H 0.240675 0.006820 0.775760 0.027 Uiso 1 1 calc R U . . .
C10 C 0.2222(2) -0.0753(6) 0.9100(4) 0.0440(16) Uani 1 1 d . . . . .
H13 H 0.181415 -0.038507 0.898614 0.066 Uiso 1 1 calc R U . . .
H14 H 0.238451 -0.061594 0.979653 0.066 Uiso 1 1 calc R U . . .
H15 H 0.223383 -0.186277 0.892506 0.066 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 2.169(3) 2_656 ?
FE1 N5 2.169(3) . ?
FE1 N1 2.198(4) . ?
FE1 N1 2.198(4) 2_656 ?
FE1 N6 2.229(4) 2_656 ?
FE1 N6 2.229(4) . ?
N1 N2 1.347(5) . ?
N1 C1 1.350(5) . ?
N2 N3 1.324(4) . ?
N3 N4 1.360(5) . ?
N4 C1 1.322(5) . ?
N5 C6 1.342(5) . ?
N5 C2 1.347(5) . ?
N6 C7 1.336(5) . ?
N6 N7 1.350(4) . ?
N7 N8 1.318(5) . ?
N8 N9 1.357(5) . ?
N9 C7 1.327(5) . ?
N10 C9 1.501(5) . ?
N10 H10 0.9100 . ?
N10 H11 0.9100 . ?
N10 H12 0.9100 . ?
C1 C2 1.458(6) . ?
C2 C3 1.383(5) . ?
C3 C4 1.387(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.395(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.464(6) . ?
C8 C9 1.512(6) . ?
C8 H6 0.9800 . ?
C8 H7 0.9800 . ?
C8 H8 0.9800 . ?
C9 C10 1.522(6) . ?
C9 H9 1.0000 . ?
C10 H13 0.9800 . ?
C10 H14 0.9800 . ?
C10 H15 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
N5 FE1 N5 163.22(19) 2_656 . ?
N5 FE1 N1 116.93(13) 2_656 . ?
N5 FE1 N1 74.25(13) . . ?
N5 FE1 N1 74.25(13) 2_656 2_656 ?
N5 FE1 N1 116.94(13) . 2_656 ?
N1 FE1 N1 103.03(18) . 2_656 ?
N5 FE1 N6 72.87(12) 2_656 2_656 ?
N5 FE1 N6 95.73(12) . 2_656 ?
N1 FE1 N6 89.51(13) . 2_656 ?
N1 FE1 N6 147.01(12) 2_656 2_656 ?
N5 FE1 N6 95.73(12) 2_656 . ?
N5 FE1 N6 72.87(13) . . ?
N1 FE1 N6 147.02(12) . . ?
N1 FE1 N6 89.50(13) 2_656 . ?
N6 FE1 N6 96.32(19) 2_656 . ?
N2 N1 C1 104.9(3) . . ?
N2 N1 FE1 141.3(3) . . ?
C1 N1 FE1 113.7(3) . . ?
N3 N2 N1 108.7(3) . . ?
N2 N3 N4 109.9(3) . . ?
C1 N4 N3 104.3(3) . . ?
C6 N5 C2 119.6(4) . . ?
C6 N5 FE1 121.0(3) . . ?
C2 N5 FE1 119.1(3) . . ?
C7 N6 N7 104.2(3) . . ?
C7 N6 FE1 114.7(3) . . ?
N7 N6 FE1 139.8(3) . . ?
N8 N7 N6 109.7(3) . . ?
N7 N8 N9 109.1(3) . . ?
C7 N9 N8 104.5(3) . . ?
C9 N10 H10 109.5 . . ?
C9 N10 H11 109.5 . . ?
H10 N10 H11 109.5 . . ?
C9 N10 H12 109.5 . . ?
H10 N10 H12 109.5 . . ?
H11 N10 H12 109.5 . . ?
N4 C1 N1 112.3(4) . . ?
N4 C1 C2 127.8(4) . . ?
N1 C1 C2 119.9(4) . . ?
N5 C2 C3 121.8(4) . . ?
N5 C2 C1 112.0(4) . . ?
C3 C2 C1 126.2(4) . . ?
C2 C3 C4 118.4(4) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 118.8(4) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
N5 C6 C5 121.3(4) . . ?
N5 C6 C7 111.5(4) . . ?
C5 C6 C7 127.2(4) . . ?
N9 C7 N6 112.6(4) . . ?
N9 C7 C6 128.5(4) . . ?
N6 C7 C6 118.8(4) . . ?
C9 C8 H6 109.5 . . ?
C9 C8 H7 109.5 . . ?
H6 C8 H7 109.5 . . ?
C9 C8 H8 109.5 . . ?
H6 C8 H8 109.5 . . ?
H7 C8 H8 109.5 . . ?
N10 C9 C8 107.8(4) . . ?
N10 C9 C10 108.0(4) . . ?
C8 C9 C10 114.2(4) . . ?
N10 C9 H9 108.9 . . ?
C8 C9 H9 108.9 . . ?
C10 C9 H9 108.9 . . ?
C9 C10 H13 109.5 . . ?
C9 C10 H14 109.5 . . ?
H13 C10 H14 109.5 . . ?
C9 C10 H15 109.5 . . ?
H13 C10 H15 109.5 . . ?
H14 C10 H15 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
C1 N1 N2 N3 -0.7(4) . . . . ?
FE1 N1 N2 N3 173.7(3) . . . . ?
N1 N2 N3 N4 0.3(5) . . . . ?
N2 N3 N4 C1 0.3(5) . . . . ?
C7 N6 N7 N8 0.0(5) . . . . ?
FE1 N6 N7 N8 164.8(3) . . . . ?
N6 N7 N8 N9 0.1(5) . . . . ?
N7 N8 N9 C7 -0.2(5) . . . . ?
N3 N4 C1 N1 -0.8(5) . . . . ?
N3 N4 C1 C2 176.9(4) . . . . ?
N2 N1 C1 N4 0.9(5) . . . . ?
FE1 N1 C1 N4 -175.2(3) . . . . ?
N2 N1 C1 C2 -176.9(4) . . . . ?
FE1 N1 C1 C2 6.9(5) . . . . ?
C6 N5 C2 C3 -0.7(6) . . . . ?
FE1 N5 C2 C3 172.5(3) . . . . ?
C6 N5 C2 C1 177.8(4) . . . . ?
FE1 N5 C2 C1 -9.0(5) . . . . ?
N4 C1 C2 N5 -176.4(4) . . . . ?
N1 C1 C2 N5 1.1(6) . . . . ?
N4 C1 C2 C3 2.0(7) . . . . ?
N1 C1 C2 C3 179.5(4) . . . . ?
N5 C2 C3 C4 1.5(6) . . . . ?
C1 C2 C3 C4 -176.8(4) . . . . ?
C2 C3 C4 C5 -0.7(6) . . . . ?
C3 C4 C5 C6 -0.7(6) . . . . ?
C2 N5 C6 C5 -0.8(6) . . . . ?
FE1 N5 C6 C5 -173.9(3) . . . . ?
C2 N5 C6 C7 178.6(4) . . . . ?
FE1 N5 C6 C7 5.5(5) . . . . ?
C4 C5 C6 N5 1.4(6) . . . . ?
C4 C5 C6 C7 -177.8(4) . . . . ?
N8 N9 C7 N6 0.1(5) . . . . ?
N8 N9 C7 C6 178.8(4) . . . . ?
N7 N6 C7 N9 -0.1(5) . . . . ?
FE1 N6 C7 N9 -169.4(3) . . . . ?
N7 N6 C7 C6 -178.9(4) . . . . ?
FE1 N6 C7 C6 11.8(5) . . . . ?
N5 C6 C7 N9 169.9(4) . . . . ?
C5 C6 C7 N9 -10.8(7) . . . . ?
N5 C6 C7 N6 -11.4(6) . . . . ?
C5 C6 C7 N6 167.9(4) . . . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.080




# start Validation Reply Form
_vrf_THETM01_Compound-4-100K     
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: This alert is caused by the fact that crystal is very small and 
there is no useful diffraction data at high angle
;
# 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_Compound-3-100K
_database_code_depnum_ccdc_archive 'CCDC 2121466'
loop_
_audit_author_name
_audit_author_address
'Chong-Bin Tian'
;Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-12-16 deposited with the CCDC.	2022-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H38 Fe N20'
_chemical_formula_weight         686.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 -0.2673 2.5550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   15.5423(3)
_cell_length_b                   21.1135(3)
_cell_length_c                   10.7801(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.074(2)
_cell_angle_gamma                90
_cell_volume                     3381.60(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11689
_cell_measurement_theta_min      3.1720
_cell_measurement_theta_max      60.6460

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             1440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    2.739
_shelx_estimated_absorpt_T_min   0.61948
_shelx_estimated_absorpt_T_max   1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.61948
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      103.5(3)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13718
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.162
_diffrn_reflns_theta_max         60.699
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3756
_reflns_number_gt                3595
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+1.9066P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3756
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0735
_refine_ls_wR_factor_gt          0.0730
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.500000 0.24662(2) 0.250000 0.01053(8) Uani 1 2 d S T P . .
N1 N 0.44480(6) 0.18254(4) 0.33900(9) 0.01327(19) Uani 1 1 d . . . . .
N2 N 0.37451(6) 0.14305(5) 0.31482(9) 0.0159(2) Uani 1 1 d . . . . .
N3 N 0.37469(7) 0.11638(5) 0.42618(10) 0.0193(2) Uani 1 1 d . . . . .
N4 N 0.44431(7) 0.13776(5) 0.52483(10) 0.0195(2) Uani 1 1 d . . . . .
N5 N 0.58037(7) 0.25245(4) 0.42420(10) 0.01264(19) Uani 1 1 d . . . . .
N6 N 0.58297(6) 0.31126(4) 0.22423(9) 0.01407(19) Uani 1 1 d . . . . .
N7 N 0.59678(7) 0.34525(5) 0.12741(10) 0.0181(2) Uani 1 1 d . . . . .
N8 N 0.66860(7) 0.38108(5) 0.17748(10) 0.0201(2) Uani 1 1 d . . . . .
N9 N 0.70270(7) 0.37123(5) 0.30663(10) 0.0188(2) Uani 1 1 d . . . . .
N10 N 0.75676(6) 0.45753(5) 0.03113(9) 0.01443(19) Uani 1 1 d . . . . .
H1 H 0.792363 0.433941 -0.001484 0.017 Uiso 1 1 calc R U . . .
H2 H 0.731118 0.431628 0.074988 0.017 Uiso 1 1 calc R U . . .
C1 C 0.64829(8) 0.32799(5) 0.33196(11) 0.0145(2) Uani 1 1 d . . . . .
C2 C 0.64696(8) 0.29607(5) 0.45157(11) 0.0145(2) Uani 1 1 d . . . . .
C3 C 0.70098(8) 0.30600(5) 0.57745(11) 0.0179(2) Uani 1 1 d . . . . .
H3 H 0.746913 0.335911 0.595261 0.022 Uiso 1 1 calc R U . . .
C4 C 0.68477(8) 0.27012(6) 0.67647(11) 0.0197(2) Uani 1 1 d . . . . .
H4 H 0.720691 0.275608 0.761508 0.024 Uiso 1 1 calc R U . . .
C5 C 0.61508(8) 0.22602(6) 0.64907(11) 0.0193(2) Uani 1 1 d . . . . .
H5 H 0.603280 0.202231 0.714833 0.023 Uiso 1 1 calc R U . . .
C6 C 0.56382(8) 0.21860(5) 0.52088(11) 0.0148(2) Uani 1 1 d . . . . .
C7 C 0.48584(8) 0.17814(5) 0.46783(10) 0.0145(2) Uani 1 1 d . . . . .
C8 C 0.64057(9) 0.42839(6) -0.16700(12) 0.0254(3) Uani 1 1 d . . . . .
H6 H 0.595167 0.443822 -0.241906 0.038 Uiso 1 1 calc R U . . .
H7 H 0.613662 0.400154 -0.119259 0.038 Uiso 1 1 calc R U . . .
H8 H 0.685852 0.406169 -0.194106 0.038 Uiso 1 1 calc R U . . .
C9 C 0.68345(8) 0.48396(6) -0.08090(11) 0.0180(2) Uani 1 1 d . . . . .
H9 H 0.710332 0.512693 -0.130552 0.022 Uiso 1 1 calc R U . . .
C10 C 0.61524(9) 0.52047(6) -0.03273(14) 0.0258(3) Uani 1 1 d . . . . .
H10 H 0.567856 0.535577 -0.105613 0.039 Uiso 1 1 calc R U . . .
H12 H 0.644388 0.555797 0.018730 0.039 Uiso 1 1 calc R U . . .
H13 H 0.590416 0.493106 0.019097 0.039 Uiso 1 1 calc R U . . .
C11 C 0.81590(8) 0.50296(5) 0.12729(11) 0.0164(2) Uani 1 1 d . . . . .
H11 H 0.777822 0.529812 0.163549 0.020 Uiso 1 1 calc R U . . .
C12 C 0.87661(8) 0.46341(6) 0.23546(11) 0.0203(2) Uani 1 1 d . . . . .
H14 H 0.913154 0.490853 0.300967 0.030 Uiso 1 1 calc R U . . .
H15 H 0.914647 0.437274 0.200944 0.030 Uiso 1 1 calc R U . . .
H16 H 0.840438 0.437068 0.272910 0.030 Uiso 1 1 calc R U . . .
C13 C 0.86951(9) 0.54480(6) 0.06252(12) 0.0202(2) Uani 1 1 d . . . . .
H17 H 0.907252 0.572689 0.125833 0.030 Uiso 1 1 calc R U . . .
H18 H 0.828953 0.569358 -0.004575 0.030 Uiso 1 1 calc R U . . .
H19 H 0.906221 0.518815 0.025334 0.030 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 1.9299(10) . ?
FE1 N5 1.9299(10) 2_655 ?
FE1 N6 1.9527(9) . ?
FE1 N6 1.9528(9) 2_655 ?
FE1 N1 1.9926(9) . ?
FE1 N1 1.9926(9) 2_655 ?
N1 N2 1.3378(13) . ?
N1 C7 1.3505(14) . ?
N2 N3 1.3252(13) . ?
N3 N4 1.3527(14) . ?
N4 C7 1.3243(15) . ?
N5 C6 1.3495(14) . ?
N5 C2 1.3517(14) . ?
N6 N7 1.3349(13) . ?
N6 C1 1.3461(14) . ?
N7 N8 1.3252(14) . ?
N8 N9 1.3524(14) . ?
N9 C1 1.3263(15) . ?
N10 C9 1.5033(14) . ?
N10 C11 1.5100(14) . ?
N10 H1 0.8900 . ?
N10 H2 0.8900 . ?
C1 C2 1.4604(15) . ?
C2 C3 1.3861(16) . ?
C3 C4 1.3910(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.3926(18) . ?
C4 H4 0.9300 . ?
C5 C6 1.3865(16) . ?
C5 H5 0.9300 . ?
C6 C7 1.4555(15) . ?
C8 C9 1.5228(17) . ?
C8 H6 0.9600 . ?
C8 H7 0.9600 . ?
C8 H8 0.9600 . ?
C9 C10 1.5202(17) . ?
C9 H9 0.9800 . ?
C10 H10 0.9600 . ?
C10 H12 0.9600 . ?
C10 H13 0.9600 . ?
C11 C12 1.5169(16) . ?
C11 C13 1.5178(16) . ?
C11 H11 0.9800 . ?
C12 H14 0.9600 . ?
C12 H15 0.9600 . ?
C12 H16 0.9600 . ?
C13 H17 0.9600 . ?
C13 H18 0.9600 . ?
C13 H19 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
N5 FE1 N5 172.69(5) . 2_655 ?
N5 FE1 N6 80.10(4) . . ?
N5 FE1 N6 94.75(4) 2_655 . ?
N5 FE1 N6 94.75(4) . 2_655 ?
N5 FE1 N6 80.10(4) 2_655 2_655 ?
N6 FE1 N6 91.32(5) . 2_655 ?
N5 FE1 N1 79.75(4) . . ?
N5 FE1 N1 105.34(4) 2_655 . ?
N6 FE1 N1 159.84(4) . . ?
N6 FE1 N1 90.59(4) 2_655 . ?
N5 FE1 N1 105.34(4) . 2_655 ?
N5 FE1 N1 79.74(4) 2_655 2_655 ?
N6 FE1 N1 90.59(4) . 2_655 ?
N6 FE1 N1 159.84(4) 2_655 2_655 ?
N1 FE1 N1 94.47(5) . 2_655 ?
N2 N1 C7 105.64(9) . . ?
N2 N1 FE1 140.52(7) . . ?
C7 N1 FE1 113.68(7) . . ?
N3 N2 N1 107.69(9) . . ?
N2 N3 N4 111.03(9) . . ?
C7 N4 N3 103.68(9) . . ?
C6 N5 C2 119.98(10) . . ?
C6 N5 FE1 120.13(8) . . ?
C2 N5 FE1 119.42(8) . . ?
N7 N6 C1 106.25(9) . . ?
N7 N6 FE1 138.72(8) . . ?
C1 N6 FE1 115.02(7) . . ?
N8 N7 N6 107.34(9) . . ?
N7 N8 N9 111.11(9) . . ?
C1 N9 N8 103.71(9) . . ?
C9 N10 C11 118.74(9) . . ?
C9 N10 H1 107.6 . . ?
C11 N10 H1 107.6 . . ?
C9 N10 H2 107.6 . . ?
C11 N10 H2 107.6 . . ?
H1 N10 H2 107.1 . . ?
N9 C1 N6 111.59(10) . . ?
N9 C1 C2 132.43(10) . . ?
N6 C1 C2 115.98(10) . . ?
N5 C2 C3 121.44(10) . . ?
N5 C2 C1 109.27(10) . . ?
C3 C2 C1 129.28(11) . . ?
C2 C3 C4 118.35(11) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C3 C4 C5 120.41(11) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 118.07(11) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
N5 C6 C5 121.72(11) . . ?
N5 C6 C7 109.45(9) . . ?
C5 C6 C7 128.79(10) . . ?
N4 C7 N1 111.96(10) . . ?
N4 C7 C6 131.18(10) . . ?
N1 C7 C6 116.81(10) . . ?
C9 C8 H6 109.5 . . ?
C9 C8 H7 109.5 . . ?
H6 C8 H7 109.5 . . ?
C9 C8 H8 109.5 . . ?
H6 C8 H8 109.5 . . ?
H7 C8 H8 109.5 . . ?
N10 C9 C10 110.73(10) . . ?
N10 C9 C8 107.25(10) . . ?
C10 C9 C8 112.00(10) . . ?
N10 C9 H9 108.9 . . ?
C10 C9 H9 108.9 . . ?
C8 C9 H9 108.9 . . ?
C9 C10 H10 109.5 . . ?
C9 C10 H12 109.5 . . ?
H10 C10 H12 109.5 . . ?
C9 C10 H13 109.5 . . ?
H10 C10 H13 109.5 . . ?
H12 C10 H13 109.5 . . ?
N10 C11 C12 107.09(9) . . ?
N10 C11 C13 111.08(9) . . ?
C12 C11 C13 111.87(10) . . ?
N10 C11 H11 108.9 . . ?
C12 C11 H11 108.9 . . ?
C13 C11 H11 108.9 . . ?
C11 C12 H14 109.5 . . ?
C11 C12 H15 109.5 . . ?
H14 C12 H15 109.5 . . ?
C11 C12 H16 109.5 . . ?
H14 C12 H16 109.5 . . ?
H15 C12 H16 109.5 . . ?
C11 C13 H17 109.5 . . ?
C11 C13 H18 109.5 . . ?
H17 C13 H18 109.5 . . ?
C11 C13 H19 109.5 . . ?
H17 C13 H19 109.5 . . ?
H18 C13 H19 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
C7 N1 N2 N3 -0.10(12) . . . . ?
FE1 N1 N2 N3 -174.98(9) . . . . ?
N1 N2 N3 N4 0.17(12) . . . . ?
N2 N3 N4 C7 -0.17(13) . . . . ?
C1 N6 N7 N8 -0.01(12) . . . . ?
FE1 N6 N7 N8 -178.66(9) . . . . ?
N6 N7 N8 N9 0.02(13) . . . . ?
N7 N8 N9 C1 -0.02(13) . . . . ?
N8 N9 C1 N6 0.01(12) . . . . ?
N8 N9 C1 C2 179.56(12) . . . . ?
N7 N6 C1 N9 0.00(12) . . . . ?
FE1 N6 C1 N9 179.02(7) . . . . ?
N7 N6 C1 C2 -179.63(9) . . . . ?
FE1 N6 C1 C2 -0.61(12) . . . . ?
C6 N5 C2 C3 1.73(16) . . . . ?
FE1 N5 C2 C3 173.93(8) . . . . ?
C6 N5 C2 C1 -177.34(9) . . . . ?
FE1 N5 C2 C1 -5.13(12) . . . . ?
N9 C1 C2 N5 -175.98(12) . . . . ?
N6 C1 C2 N5 3.56(14) . . . . ?
N9 C1 C2 C3 5.1(2) . . . . ?
N6 C1 C2 C3 -175.42(11) . . . . ?
N5 C2 C3 C4 -0.47(17) . . . . ?
C1 C2 C3 C4 178.39(11) . . . . ?
C2 C3 C4 C5 -0.83(18) . . . . ?
C3 C4 C5 C6 0.86(19) . . . . ?
C2 N5 C6 C5 -1.69(17) . . . . ?
FE1 N5 C6 C5 -173.84(9) . . . . ?
C2 N5 C6 C7 176.32(9) . . . . ?
FE1 N5 C6 C7 4.17(12) . . . . ?
C4 C5 C6 N5 0.40(18) . . . . ?
C4 C5 C6 C7 -177.20(11) . . . . ?
N3 N4 C7 N1 0.11(13) . . . . ?
N3 N4 C7 C6 177.70(12) . . . . ?
N2 N1 C7 N4 -0.01(13) . . . . ?
FE1 N1 C7 N4 176.44(8) . . . . ?
N2 N1 C7 C6 -177.98(9) . . . . ?
FE1 N1 C7 C6 -1.54(12) . . . . ?
N5 C6 C7 N4 -179.02(12) . . . . ?
C5 C6 C7 N4 -1.2(2) . . . . ?
N5 C6 C7 N1 -1.52(14) . . . . ?
C5 C6 C7 N1 176.32(11) . . . . ?
C11 N10 C9 C10 -62.26(13) . . . . ?
C11 N10 C9 C8 175.27(9) . . . . ?
C9 N10 C11 C12 174.43(9) . . . . ?
C9 N10 C11 C13 -63.15(13) . . . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.043




# start Validation Reply Form
_vrf_PLAT601_Compound-6-100K     
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .        140 Ang**3
RESPONSE: It looks like that there should be some solvents. However, the 
intensity of residual peaks (Q peaks) is smaller than 0.34, indicating the
 structure has been completely solved. Moreover, when we use the
 PLATON-SQUEEZE try to remove the possible solvents, the
 improvement of refinement results was not observed. Given the 
above analyses and that the structure of this compound is 3D H-bonds
framework, the absence of solvent in the structure is reasonable. And
 thus, the compound should be a solvent-free compound, as 
suggested by the TGA curves
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT601_Compound-3-100K     
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .        140 Ang**3
RESPONSE: It looks like that there should be some solvents. However, the 
intensity of residual peaks (Q peaks) is smaller than 0.34, indicating the
 structure has been completely solved. Moreover, when we use the
 PLATON-SQUEEZE try to remove the possible solvents, the
 improvement of refinement results was not observed. Given the 
above analyses and that the structure of this compound is 3D H-bonds
framework, the absence of solvent in the structure is reasonable. And
 thus, the compound should be a solvent-free compound, as 
suggested by the TGA curves
;
# 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_Compound-1-400K
_database_code_depnum_ccdc_archive 'CCDC 2121456'
loop_
_audit_author_name
_audit_author_address
'Chong-Bin Tian'
;Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-12-16 deposited with the CCDC.	2022-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H30 Fe N20'
_chemical_formula_weight         630.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 -0.2673 2.5550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   10.5565(9)
_cell_length_b                   10.5565(9)
_cell_length_c                   25.489(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2840.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    400(2)
_cell_measurement_reflns_used    2827
_cell_measurement_theta_min      3.9500
_cell_measurement_theta_max      60.0080

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    3.228
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88761
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      400(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5199
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.015
_diffrn_reflns_theta_max         60.579
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1595
_reflns_number_gt                1382
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component 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)+(0.0462P)²+0.3757P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1595
_refine_ls_number_parameters     102
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0854
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.500000 0.250000 0.375000 0.04045(15) Uani 1 4 d S T P . .
N1 N 0.35796(13) 0.37149(13) 0.36013(6) 0.0507(3) Uani 1 1 d . . . . .
N2 N 0.27919(17) 0.44846(16) 0.38581(7) 0.0699(5) Uani 1 1 d . . . . .
N3 N 0.21623(18) 0.51411(19) 0.35086(9) 0.0823(5) Uani 1 1 d . . . . .
N4 N 0.25211(17) 0.48148(17) 0.30152(8) 0.0728(5) Uani 1 1 d . . . . .
N5 N 0.500000 0.250000 0.29819(7) 0.0437(4) Uani 1 2 d S T P . .
N6 N 0.000000 0.250000 0.50898(10) 0.0599(5) Uani 1 2 d S T P . .
C1 C 0.33892(16) 0.39334(15) 0.30903(7) 0.0501(4) Uani 1 1 d . . . . .
C2 C 0.41666(15) 0.32227(15) 0.27191(6) 0.0486(4) Uani 1 1 d . . . . .
C3 C 0.4131(2) 0.32333(18) 0.21796(7) 0.0640(5) Uani 1 1 d . . . . .
H3 H 0.352655 0.373115 0.199623 0.077 Uiso 1 1 calc R U . . .
C4 C 0.500000 0.250000 0.19126(10) 0.0739(8) Uani 1 2 d S T P . .
H4 H 0.499998 0.250003 0.153990 0.089 Uiso 1 2 calc R U P . .
C5 C 0.0895(2) 0.3202(2) 0.47455(10) 0.0852(7) Uani 1 1 d . . . . .
H1 H 0.134861 0.260073 0.452058 0.128 Uiso 1 1 calc R U . . .
H5 H 0.150443 0.366632 0.496247 0.128 Uiso 1 1 calc R U . . .
H2 H 0.042166 0.380020 0.452655 0.128 Uiso 1 1 calc R U . . .
C6 C 0.0715(2) 0.1620(2) 0.54337(11) 0.0913(8) Uani 1 1 d . . . . .
H6 H 0.131377 0.210299 0.564904 0.137 Uiso 1 1 calc R U . . .
H7 H 0.118095 0.101085 0.521709 0.137 Uiso 1 1 calc R U . . .
H8 H 0.012305 0.116527 0.566222 0.137 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 1.9579(18) . ?
FE1 N5 1.9579(18) 11_666 ?
FE1 N1 2.0092(14) 11_666 ?
FE1 N1 2.0092(14) 16_656 ?
FE1 N1 2.0092(14) 6_554 ?
FE1 N1 2.0092(14) . ?
N1 N2 1.334(2) . ?
N1 C1 1.338(2) . ?
N2 N3 1.310(3) . ?
N3 N4 1.358(3) . ?
N4 C1 1.320(2) . ?
N5 C2 1.3434(18) . ?
N5 C2 1.3434(18) 6_554 ?
N6 C6 1.484(3) . ?
N6 C6 1.484(3) 6_454 ?
N6 C5 1.487(2) . ?
N6 C5 1.487(2) 6_454 ?
C1 C2 1.460(2) . ?
C2 C3 1.376(2) . ?
C3 C4 1.379(2) . ?
C3 H3 0.9500 . ?
C4 C3 1.379(2) 6_554 ?
C4 H4 0.9500 . ?
C5 H1 0.9800 . ?
C5 H5 0.9800 . ?
C5 H2 0.9800 . ?
C6 H6 0.9800 . ?
C6 H7 0.9800 . ?
C6 H8 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
N5 FE1 N5 180.0 . 11_666 ?
N5 FE1 N1 100.87(4) . 11_666 ?
N5 FE1 N1 79.13(4) 11_666 11_666 ?
N5 FE1 N1 100.87(4) . 16_656 ?
N5 FE1 N1 79.13(4) 11_666 16_656 ?
N1 FE1 N1 158.26(8) 11_666 16_656 ?
N5 FE1 N1 79.13(4) . 6_554 ?
N5 FE1 N1 100.87(4) 11_666 6_554 ?
N1 FE1 N1 92.039(15) 11_666 6_554 ?
N1 FE1 N1 92.039(15) 16_656 6_554 ?
N5 FE1 N1 79.13(4) . . ?
N5 FE1 N1 100.87(4) 11_666 . ?
N1 FE1 N1 92.039(15) 11_666 . ?
N1 FE1 N1 92.038(15) 16_656 . ?
N1 FE1 N1 158.26(8) 6_554 . ?
N2 N1 C1 106.20(15) . . ?
N2 N1 FE1 139.59(13) . . ?
C1 N1 FE1 113.94(11) . . ?
N3 N2 N1 107.75(17) . . ?
N2 N3 N4 110.74(16) . . ?
C1 N4 N3 103.79(17) . . ?
C2 N5 C2 120.2(2) . 6_554 ?
C2 N5 FE1 119.91(10) . . ?
C2 N5 FE1 119.90(10) 6_554 . ?
C6 N6 C6 107.6(3) . 6_454 ?
C6 N6 C5 109.71(14) . . ?
C6 N6 C5 111.11(13) 6_454 . ?
C6 N6 C5 111.11(13) . 6_454 ?
C6 N6 C5 109.71(14) 6_454 6_454 ?
C5 N6 C5 107.7(2) . 6_454 ?
N4 C1 N1 111.52(17) . . ?
N4 C1 C2 131.20(17) . . ?
N1 C1 C2 117.25(14) . . ?
N5 C2 C3 121.38(16) . . ?
N5 C2 C1 109.69(15) . . ?
C3 C2 C1 128.94(16) . . ?
C2 C3 C4 118.08(18) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C3 C4 C3 120.9(2) . 6_554 ?
C3 C4 H4 119.6 . . ?
C3 C4 H4 119.6 6_554 . ?
N6 C5 H1 109.5 . . ?
N6 C5 H5 109.5 . . ?
H1 C5 H5 109.5 . . ?
N6 C5 H2 109.5 . . ?
H1 C5 H2 109.5 . . ?
H5 C5 H2 109.5 . . ?
N6 C6 H6 109.5 . . ?
N6 C6 H7 109.5 . . ?
H6 C6 H7 109.5 . . ?
N6 C6 H8 109.5 . . ?
H6 C6 H8 109.5 . . ?
H7 C6 H8 109.5 . . ?

_refine_diff_density_max         0.201
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.050



####################################################################### 
# 
# 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_Compound-3-298K
_database_code_depnum_ccdc_archive 'CCDC 2121467'
loop_
_audit_author_name
_audit_author_address
'Chong-Bin Tian'
;Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-12-17 deposited with the CCDC.	2022-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H38 Fe N20'
_chemical_formula_weight         686.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 -0.2673 2.5550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   15.9965(3)
_cell_length_b                   21.1381(3)
_cell_length_c                   10.9355(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.075(2)
_cell_angle_gamma                90
_cell_volume                     3494.65(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    13630
_cell_measurement_theta_min      3.1080
_cell_measurement_theta_max      60.2520

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             1440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    2.650
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85689
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21361
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.125
_diffrn_reflns_theta_max         60.354
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3925
_reflns_number_gt                3687
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0400P)²+1.0848P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3925
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0278
_refine_ls_wR_factor_ref         0.0732
_refine_ls_wR_factor_gt          0.0722
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.500000 0.23635(2) 0.250000 0.03099(8) Uani 1 2 d S T P . .
N1 N 0.44670(7) 0.17175(5) 0.36358(9) 0.0363(2) Uani 1 1 d . . . . .
N2 N 0.37579(7) 0.13486(5) 0.34872(11) 0.0441(2) Uani 1 1 d . . . . .
N3 N 0.37354(8) 0.12005(6) 0.46421(11) 0.0519(3) Uani 1 1 d . . . . .
N4 N 0.44203(8) 0.14660(6) 0.55681(11) 0.0520(3) Uani 1 1 d . . . . .
N5 N 0.58211(7) 0.24919(5) 0.44822(9) 0.0343(2) Uani 1 1 d . . . . .
N6 N 0.59754(8) 0.30715(5) 0.24626(10) 0.0440(2) Uani 1 1 d . . . . .
N7 N 0.61868(9) 0.34296(6) 0.16020(12) 0.0590(3) Uani 1 1 d . . . . .
N8 N 0.68698(10) 0.37828(6) 0.22400(13) 0.0624(4) Uani 1 1 d . . . . .
N9 N 0.71167(9) 0.36653(6) 0.35163(12) 0.0542(3) Uani 1 1 d . . . . .
N10 N 0.76147(7) 0.45492(5) 0.06869(10) 0.0396(2) Uani 1 1 d . . . . .
H1 H 0.794266 0.430715 0.035589 0.048 Uiso 1 1 calc R U . . .
H2 H 0.737823 0.429662 0.113692 0.048 Uiso 1 1 calc R U . . .
C1 C 0.65520(9) 0.32246(6) 0.36129(12) 0.0401(3) Uani 1 1 d . . . . .
C2 C 0.64844(8) 0.29136(6) 0.47763(12) 0.0384(3) Uani 1 1 d . . . . .
C3 C 0.70032(10) 0.30252(7) 0.60447(13) 0.0490(3) Uani 1 1 d . . . . .
H3 H 0.746771 0.331328 0.623933 0.059 Uiso 1 1 calc R U . . .
C4 C 0.68126(11) 0.26974(7) 0.70130(13) 0.0545(4) Uani 1 1 d . . . . .
H4 H 0.715886 0.276003 0.787090 0.065 Uiso 1 1 calc R U . . .
C5 C 0.61112(10) 0.22762(7) 0.67211(13) 0.0494(3) Uani 1 1 d . . . . .
H5 H 0.597058 0.206126 0.737009 0.059 Uiso 1 1 calc R U . . .
C6 C 0.56266(8) 0.21865(6) 0.54280(11) 0.0371(2) Uani 1 1 d . . . . .
C7 C 0.48518(8) 0.17784(6) 0.49156(11) 0.0363(2) Uani 1 1 d . . . . .
C8 C 0.64340(13) 0.42709(10) -0.12879(18) 0.0791(5) Uani 1 1 d . . . . .
H6 H 0.597928 0.443089 -0.203419 0.119 Uiso 1 1 calc R U . . .
H7 H 0.617726 0.398768 -0.082321 0.119 Uiso 1 1 calc R U . . .
H8 H 0.686668 0.404816 -0.155805 0.119 Uiso 1 1 calc R U . . .
C9 C 0.68725(9) 0.48149(7) -0.04199(14) 0.0519(3) Uani 1 1 d . . . . .
H9 H 0.712118 0.510444 -0.091061 0.062 Uiso 1 1 calc R U . . .
C10 C 0.62332(12) 0.51800(10) 0.0076(2) 0.0818(6) Uani 1 1 d . . . . .
H10 H 0.575972 0.534280 -0.064377 0.123 Uiso 1 1 calc R U . . .
H12 H 0.653870 0.552456 0.060720 0.123 Uiso 1 1 calc R U . . .
H13 H 0.599620 0.490378 0.057747 0.123 Uiso 1 1 calc R U . . .
C11 C 0.82266(9) 0.50011(6) 0.16244(12) 0.0426(3) Uani 1 1 d . . . . .
H11 H 0.787557 0.527685 0.198899 0.051 Uiso 1 1 calc R U . . .
C12 C 0.88425(11) 0.46080(8) 0.27027(13) 0.0565(4) Uani 1 1 d . . . . .
H14 H 0.923425 0.488239 0.333263 0.085 Uiso 1 1 calc R U . . .
H15 H 0.918213 0.433071 0.235233 0.085 Uiso 1 1 calc R U . . .
H16 H 0.850152 0.436159 0.310686 0.085 Uiso 1 1 calc R U . . .
C13 C 0.87235(10) 0.54066(7) 0.09500(14) 0.0524(3) Uani 1 1 d . . . . .
H17 H 0.913799 0.567071 0.157428 0.079 Uiso 1 1 calc R U . . .
H18 H 0.831207 0.566675 0.031268 0.079 Uiso 1 1 calc R U . . .
H19 H 0.903548 0.513923 0.053554 0.079 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 2.1533(10) . ?
FE1 N5 2.1534(10) 2_655 ?
FE1 N6 2.1720(10) 2_655 ?
FE1 N6 2.1720(10) . ?
FE1 N1 2.1969(10) 2_655 ?
FE1 N1 2.1969(10) . ?
N1 C7 1.3382(15) . ?
N1 N2 1.3418(14) . ?
N2 N3 1.3131(15) . ?
N3 N4 1.3474(16) . ?
N4 C7 1.3205(15) . ?
N5 C6 1.3393(15) . ?
N5 C2 1.3420(16) . ?
N6 C1 1.3340(17) . ?
N6 N7 1.3347(15) . ?
N7 N8 1.3189(18) . ?
N8 N9 1.3436(18) . ?
N9 C1 1.3256(16) . ?
N10 C9 1.5002(18) . ?
N10 C11 1.5051(16) . ?
N10 H1 0.8900 . ?
N10 H2 0.8900 . ?
C1 C2 1.4671(17) . ?
C2 C3 1.3842(18) . ?
C3 C4 1.380(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.3857(17) . ?
C5 H5 0.9300 . ?
C6 C7 1.4629(17) . ?
C8 C9 1.510(2) . ?
C8 H6 0.9600 . ?
C8 H7 0.9600 . ?
C8 H8 0.9600 . ?
C9 C10 1.516(2) . ?
C9 H9 0.9800 . ?
C10 H10 0.9600 . ?
C10 H12 0.9600 . ?
C10 H13 0.9600 . ?
C11 C12 1.514(2) . ?
C11 C13 1.5145(18) . ?
C11 H11 0.9800 . ?
C12 H14 0.9600 . ?
C12 H15 0.9600 . ?
C12 H16 0.9600 . ?
C13 H17 0.9600 . ?
C13 H18 0.9600 . ?
C13 H19 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
N5 FE1 N5 165.51(5) . 2_655 ?
N5 FE1 N6 95.73(4) . 2_655 ?
N5 FE1 N6 74.13(4) 2_655 2_655 ?
N5 FE1 N6 74.13(4) . . ?
N5 FE1 N6 95.72(4) 2_655 . ?
N6 FE1 N6 92.89(6) 2_655 . ?
N5 FE1 N1 115.20(4) . 2_655 ?
N5 FE1 N1 74.39(4) 2_655 2_655 ?
N6 FE1 N1 148.52(4) 2_655 2_655 ?
N6 FE1 N1 90.21(4) . 2_655 ?
N5 FE1 N1 74.39(4) . . ?
N5 FE1 N1 115.20(4) 2_655 . ?
N6 FE1 N1 90.21(4) 2_655 . ?
N6 FE1 N1 148.52(4) . . ?
N1 FE1 N1 103.15(5) 2_655 . ?
C7 N1 N2 105.33(9) . . ?
C7 N1 FE1 113.61(8) . . ?
N2 N1 FE1 139.60(8) . . ?
N3 N2 N1 108.05(10) . . ?
N2 N3 N4 110.64(10) . . ?
C7 N4 N3 104.03(10) . . ?
C6 N5 C2 120.02(10) . . ?
C6 N5 FE1 119.83(8) . . ?
C2 N5 FE1 119.96(8) . . ?
C1 N6 N7 105.71(11) . . ?
C1 N6 FE1 115.41(8) . . ?
N7 N6 FE1 138.87(9) . . ?
N8 N7 N6 107.76(12) . . ?
N7 N8 N9 110.88(11) . . ?
C1 N9 N8 103.65(12) . . ?
C9 N10 C11 118.62(10) . . ?
C9 N10 H1 107.7 . . ?
C11 N10 H1 107.7 . . ?
C9 N10 H2 107.7 . . ?
C11 N10 H2 107.7 . . ?
H1 N10 H2 107.1 . . ?
N9 C1 N6 112.00(11) . . ?
N9 C1 C2 129.00(12) . . ?
N6 C1 C2 118.99(11) . . ?
N5 C2 C3 121.43(11) . . ?
N5 C2 C1 111.50(10) . . ?
C3 C2 C1 127.06(12) . . ?
C4 C3 C2 118.22(12) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C3 C4 C5 120.74(13) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 117.64(13) . . ?
C4 C5 H5 121.2 . . ?
C6 C5 H5 121.2 . . ?
N5 C6 C5 121.90(12) . . ?
N5 C6 C7 111.71(10) . . ?
C5 C6 C7 126.37(11) . . ?
N4 C7 N1 111.96(11) . . ?
N4 C7 C6 127.94(11) . . ?
N1 C7 C6 119.99(10) . . ?
C9 C8 H6 109.5 . . ?
C9 C8 H7 109.5 . . ?
H6 C8 H7 109.5 . . ?
C9 C8 H8 109.5 . . ?
H6 C8 H8 109.5 . . ?
H7 C8 H8 109.5 . . ?
N10 C9 C8 107.74(13) . . ?
N10 C9 C10 110.53(13) . . ?
C8 C9 C10 112.54(15) . . ?
N10 C9 H9 108.6 . . ?
C8 C9 H9 108.6 . . ?
C10 C9 H9 108.6 . . ?
C9 C10 H10 109.5 . . ?
C9 C10 H12 109.5 . . ?
H10 C10 H12 109.5 . . ?
C9 C10 H13 109.5 . . ?
H10 C10 H13 109.5 . . ?
H12 C10 H13 109.5 . . ?
N10 C11 C12 107.16(11) . . ?
N10 C11 C13 110.82(10) . . ?
C12 C11 C13 112.23(12) . . ?
N10 C11 H11 108.9 . . ?
C12 C11 H11 108.9 . . ?
C13 C11 H11 108.9 . . ?
C11 C12 H14 109.5 . . ?
C11 C12 H15 109.5 . . ?
H14 C12 H15 109.5 . . ?
C11 C12 H16 109.5 . . ?
H14 C12 H16 109.5 . . ?
H15 C12 H16 109.5 . . ?
C11 C13 H17 109.5 . . ?
C11 C13 H18 109.5 . . ?
H17 C13 H18 109.5 . . ?
C11 C13 H19 109.5 . . ?
H17 C13 H19 109.5 . . ?
H18 C13 H19 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
C7 N1 N2 N3 -0.13(14) . . . . ?
FE1 N1 N2 N3 -164.49(10) . . . . ?
N1 N2 N3 N4 0.09(16) . . . . ?
N2 N3 N4 C7 -0.01(16) . . . . ?
C1 N6 N7 N8 -0.07(16) . . . . ?
FE1 N6 N7 N8 178.83(11) . . . . ?
N6 N7 N8 N9 -0.06(19) . . . . ?
N7 N8 N9 C1 0.16(18) . . . . ?
N8 N9 C1 N6 -0.21(16) . . . . ?
N8 N9 C1 C2 -179.04(14) . . . . ?
N7 N6 C1 N9 0.18(16) . . . . ?
FE1 N6 C1 N9 -179.02(9) . . . . ?
N7 N6 C1 C2 179.14(12) . . . . ?
FE1 N6 C1 C2 -0.06(15) . . . . ?
C6 N5 C2 C3 2.64(19) . . . . ?
FE1 N5 C2 C3 177.50(10) . . . . ?
C6 N5 C2 C1 -176.26(11) . . . . ?
FE1 N5 C2 C1 -1.40(14) . . . . ?
N9 C1 C2 N5 179.69(13) . . . . ?
N6 C1 C2 N5 0.93(17) . . . . ?
N9 C1 C2 C3 0.9(2) . . . . ?
N6 C1 C2 C3 -177.90(13) . . . . ?
N5 C2 C3 C4 -1.1(2) . . . . ?
C1 C2 C3 C4 177.67(14) . . . . ?
C2 C3 C4 C5 -1.1(2) . . . . ?
C3 C4 C5 C6 1.5(2) . . . . ?
C2 N5 C6 C5 -2.13(19) . . . . ?
FE1 N5 C6 C5 -177.00(10) . . . . ?
C2 N5 C6 C7 176.45(11) . . . . ?
FE1 N5 C6 C7 1.58(14) . . . . ?
C4 C5 C6 N5 0.1(2) . . . . ?
C4 C5 C6 C7 -178.30(14) . . . . ?
N3 N4 C7 N1 -0.08(15) . . . . ?
N3 N4 C7 C6 176.17(13) . . . . ?
N2 N1 C7 N4 0.13(14) . . . . ?
FE1 N1 C7 N4 169.14(9) . . . . ?
N2 N1 C7 C6 -176.45(11) . . . . ?
FE1 N1 C7 C6 -7.44(14) . . . . ?
N5 C6 C7 N4 -171.88(13) . . . . ?
C5 C6 C7 N4 6.6(2) . . . . ?
N5 C6 C7 N1 4.10(17) . . . . ?
C5 C6 C7 N1 -177.40(13) . . . . ?
C11 N10 C9 C8 173.42(12) . . . . ?
C11 N10 C9 C10 -63.24(15) . . . . ?
C9 N10 C11 C12 174.21(10) . . . . ?
C9 N10 C11 C13 -63.04(14) . . . . ?

_refine_diff_density_max         0.207
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.039



####################################################################### 
# 
# 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_Compound-2-400K
_database_code_depnum_ccdc_archive 'CCDC 2121465'
loop_
_audit_author_name
_audit_author_address
'Chong-Bin Tian'
;Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-12-16 deposited with the CCDC.	2022-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H30 Fe N20'
_chemical_formula_weight         630.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 -0.2673 2.5550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   20.5868(6)
_cell_length_b                   10.3980(3)
_cell_length_c                   14.0701(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.916(3)
_cell_angle_gamma                90
_cell_volume                     3007.97(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    400(2)
_cell_measurement_reflns_used    4853
_cell_measurement_theta_min      4.1560
_cell_measurement_theta_max      57.8900

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    3.048
_shelx_estimated_absorpt_T_min   0.61505
_shelx_estimated_absorpt_T_max   1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.61505
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      400(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13039
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.738
_diffrn_reflns_theta_max         60.651
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3383
_reflns_number_gt                2599
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0768P)²+0.5632P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3383
_refine_ls_number_parameters     206
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1371
_refine_ls_wR_factor_gt          0.1275
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.500000 0.18241(4) 0.750000 0.05836(19) Uani 1 2 d S T P . .
N1 N 0.43114(10) 0.0412(2) 0.69228(15) 0.0704(5) Uani 1 1 d . . . . .
N2 N 0.39144(12) -0.0511(2) 0.72242(19) 0.0901(7) Uani 1 1 d . . . . .
N3 N 0.35952(13) -0.0989(3) 0.6471(2) 0.0990(8) Uani 1 1 d . . . . .
N4 N 0.37664(12) -0.0403(2) 0.5678(2) 0.0900(7) Uani 1 1 d . . . . .
N5 N 0.49766(9) 0.20842(18) 0.59900(13) 0.0601(5) Uani 1 1 d . . . . .
N6 N 0.56935(10) 0.33434(19) 0.72507(16) 0.0699(5) Uani 1 1 d . . . . .
N7 N 0.60708(12) 0.4162(2) 0.77616(19) 0.0879(7) Uani 1 1 d . . . . .
N8 N 0.63232(13) 0.4970(3) 0.7156(2) 0.0983(8) Uani 1 1 d . . . . .
N9 N 0.61132(12) 0.4704(2) 0.6261(2) 0.0930(7) Uani 1 1 d . . . . .
N10 N 0.71737(13) 0.6880(2) 0.7890(2) 0.0931(8) Uani 1 1 d . U . . .
H1 H 0.689030 0.626119 0.767376 0.112 Uiso 1 1 calc R U . . .
H2 H 0.693748 0.754759 0.810739 0.112 Uiso 1 1 calc R U . . .
C1 C 0.42093(11) 0.0451(2) 0.59800(18) 0.0674(6) Uani 1 1 d . . . . .
C2 C 0.45677(12) 0.1378(2) 0.54285(17) 0.0649(6) Uani 1 1 d . . . . .
C3 C 0.45109(16) 0.1567(3) 0.44626(19) 0.0843(8) Uani 1 1 d . . . . .
H3 H 0.423128 0.104344 0.406877 0.101 Uiso 1 1 calc R U . . .
C4 C 0.48689(17) 0.2533(4) 0.4082(2) 0.0965(9) Uani 1 1 d . . . . .
H4 H 0.483072 0.268873 0.341654 0.116 Uiso 1 1 calc R U . . .
C5 C 0.52855(17) 0.3285(3) 0.4651(2) 0.0870(8) Uani 1 1 d . . . . .
H5 H 0.553288 0.395739 0.438912 0.104 Uiso 1 1 calc R U . . .
C6 C 0.53269(12) 0.3020(2) 0.56127(18) 0.0662(6) Uani 1 1 d . . . . .
C7 C 0.57232(12) 0.3705(2) 0.63470(19) 0.0668(6) Uani 1 1 d . . . . .
C8 C 0.7191(2) 0.5893(5) 0.9449(3) 0.1374(15) Uani 1 1 d . . . . .
H6 H 0.747457 0.558951 0.998356 0.206 Uiso 1 1 calc R U . . .
H7 H 0.691343 0.518577 0.921221 0.206 Uiso 1 1 calc R U . . .
H8 H 0.691867 0.659867 0.966356 0.206 Uiso 1 1 calc R U . . .
C9 C 0.75913(18) 0.6353(4) 0.8683(4) 0.1219(14) Uani 1 1 d . . . . .
H9 H 0.785426 0.563303 0.844892 0.146 Uiso 1 1 calc R U . . .
H10 H 0.789286 0.702834 0.893302 0.146 Uiso 1 1 calc R U . . .
C10 C 0.7550(3) 0.7321(7) 0.7108(5) 0.178(2) Uani 1 1 d D U . . .
H12 H 0.778009 0.811843 0.731113 0.214 Uiso 0.655(12) 1 calc R U P A 1
H11 H 0.788433 0.666492 0.698918 0.214 Uiso 0.655(12) 1 calc R U P A 1
H12' H 0.738588 0.820381 0.698545 0.214 Uiso 0.345(12) 1 calc R U P A 2
H11' H 0.799316 0.743153 0.740288 0.214 Uiso 0.345(12) 1 calc R U P A 2
C11 C 0.7188(5) 0.7577(10) 0.6220(6) 0.168(4) Uani 0.655(12) 1 d D U P A 1
H13 H 0.748670 0.786800 0.574438 0.201 Uiso 0.655(12) 1 calc R U P A 1
H15 H 0.696803 0.678970 0.599597 0.201 Uiso 0.655(12) 1 calc R U P A 1
H14 H 0.686347 0.824769 0.631892 0.201 Uiso 0.655(12) 1 calc R U P A 1
C11' C 0.7663(11) 0.6831(19) 0.6168(10) 0.175(6) Uani 0.345(12) 1 d D U P A 2
H14' H 0.795220 0.741821 0.584599 0.209 Uiso 0.345(12) 1 calc R U P A 2
H13' H 0.786488 0.597953 0.622287 0.209 Uiso 0.345(12) 1 calc R U P A 2
H15' H 0.724751 0.676463 0.579851 0.209 Uiso 0.345(12) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 2.1398(19) 2_656 ?
FE1 N5 2.1398(19) . ?
FE1 N6 2.170(2) . ?
FE1 N6 2.170(2) 2_656 ?
FE1 N1 2.170(2) . ?
FE1 N1 2.170(2) 2_656 ?
N1 C1 1.333(3) . ?
N1 N2 1.342(3) . ?
N2 N3 1.316(4) . ?
N3 N4 1.334(4) . ?
N4 C1 1.327(3) . ?
N5 C6 1.337(3) . ?
N5 C2 1.343(3) . ?
N6 C7 1.330(3) . ?
N6 N7 1.337(3) . ?
N7 N8 1.322(4) . ?
N8 N9 1.340(4) . ?
N9 C7 1.323(3) . ?
N10 C10 1.451(6) . ?
N10 C9 1.479(5) . ?
N10 H1 0.9100 . ?
N10 H2 0.9100 . ?
C1 C2 1.461(4) . ?
C2 C3 1.372(4) . ?
C3 C4 1.370(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.379(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.468(3) . ?
C8 C9 1.469(6) . ?
C8 H6 0.9800 . ?
C8 H7 0.9800 . ?
C8 H8 0.9800 . ?
C9 H9 0.9900 . ?
C9 H10 0.9900 . ?
C10 C11 1.447(8) . ?
C10 C11' 1.448(9) . ?
C10 H12 0.9900 . ?
C10 H11 0.9900 . ?
C10 H12' 0.9900 . ?
C10 H11' 0.9900 . ?
C11a H13 0.9800 . ?
C11a H15 0.9800 . ?
C11a H14 0.9800 . ?
C11'b H14' 0.9800 . ?
C11'b H13' 0.9800 . ?
C11'b H15' 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
N5 FE1 N5 165.48(10) 2_656 . ?
N5 FE1 N6 94.98(8) 2_656 . ?
N5 FE1 N6 74.29(8) . . ?
N5 FE1 N6 74.29(8) 2_656 2_656 ?
N5 FE1 N6 94.98(8) . 2_656 ?
N6 FE1 N6 86.55(12) . 2_656 ?
N5 FE1 N1 116.00(8) 2_656 . ?
N5 FE1 N1 74.49(8) . . ?
N6 FE1 N1 148.75(8) . . ?
N6 FE1 N1 97.50(8) 2_656 . ?
N5 FE1 N1 74.50(7) 2_656 2_656 ?
N5 FE1 N1 116.00(8) . 2_656 ?
N6 FE1 N1 97.50(8) . 2_656 ?
N6 FE1 N1 148.75(8) 2_656 2_656 ?
N1 FE1 N1 94.82(11) . 2_656 ?
C1 N1 N2 105.6(2) . . ?
C1 N1 FE1 114.75(16) . . ?
N2 N1 FE1 139.62(18) . . ?
N3 N2 N1 107.6(2) . . ?
N2 N3 N4 111.0(2) . . ?
C1 N4 N3 104.2(2) . . ?
C6 N5 C2 119.9(2) . . ?
C6 N5 FE1 120.06(16) . . ?
C2 N5 FE1 119.79(16) . . ?
C7 N6 N7 106.3(2) . . ?
C7 N6 FE1 115.01(15) . . ?
N7 N6 FE1 138.21(19) . . ?
N8 N7 N6 107.1(2) . . ?
N7 N8 N9 110.9(2) . . ?
C7 N9 N8 104.1(2) . . ?
C10 N10 C9 112.2(4) . . ?
C10 N10 H1 109.2 . . ?
C9 N10 H1 109.2 . . ?
C10 N10 H2 109.2 . . ?
C9 N10 H2 109.2 . . ?
H1 N10 H2 107.9 . . ?
N4 C1 N1 111.7(2) . . ?
N4 C1 C2 129.0(2) . . ?
N1 C1 C2 119.4(2) . . ?
N5 C2 C3 121.6(3) . . ?
N5 C2 C1 111.5(2) . . ?
C3 C2 C1 126.9(2) . . ?
C4 C3 C2 118.1(3) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C3 C4 C5 121.2(3) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 117.3(3) . . ?
C6 C5 H5 121.3 . . ?
C4 C5 H5 121.3 . . ?
N5 C6 C5 121.8(3) . . ?
N5 C6 C7 111.4(2) . . ?
C5 C6 C7 126.7(2) . . ?
N9 C7 N6 111.6(2) . . ?
N9 C7 C6 129.4(3) . . ?
N6 C7 C6 119.0(2) . . ?
C9 C8 H6 109.5 . . ?
C9 C8 H7 109.5 . . ?
H6 C8 H7 109.5 . . ?
C9 C8 H8 109.5 . . ?
H6 C8 H8 109.5 . . ?
H7 C8 H8 109.5 . . ?
C8 C9 N10 110.4(3) . . ?
C8 C9 H9 109.6 . . ?
N10 C9 H9 109.6 . . ?
C8 C9 H10 109.6 . . ?
N10 C9 H10 109.6 . . ?
H9 C9 H10 108.1 . . ?
C11a C10 N10 116.2(6) . . ?
C11'b C10 N10 134.3(9) . . ?
C11a C10 H12 108.2 . . ?
N10 C10 H12 108.2 . . ?
C11a C10 H11 108.2 . . ?
N10 C10 H11 108.2 . . ?
H12a C10 H11 107.4 . . ?
C11'b C10 H12' 103.6 . . ?
N10 C10 H12' 103.6 . . ?
C11'b C10 H11' 103.6 . . ?
N10 C10 H11' 103.6 . . ?
H12'b C10 H11' 105.3 . . ?
C10 C11a H13 109.5 . . ?
C10 C11a H15 109.5 . . ?
H13a C11a H15 109.5 . . ?
C10 C11a H14 109.5 . . ?
H13a C11a H14 109.5 . . ?
H15a C11a H14 109.5 . . ?
C10 C11'b H14' 109.5 . . ?
C10 C11'b H13' 109.5 . . ?
H14'b C11'b H13' 109.5 . . ?
C10 C11'b H15' 109.5 . . ?
H14'b C11'b H15' 109.5 . . ?
H13'b C11'b H15' 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
C1 N1 N2 N3 0.2(3) . . . . ?
FE1 N1 N2 N3 177.0(2) . . . . ?
N1 N2 N3 N4 -0.4(3) . . . . ?
N2 N3 N4 C1 0.5(3) . . . . ?
C7 N6 N7 N8 -1.1(3) . . . . ?
FE1 N6 N7 N8 -172.1(2) . . . . ?
N6 N7 N8 N9 0.7(3) . . . . ?
N7 N8 N9 C7 0.0(3) . . . . ?
N3 N4 C1 N1 -0.3(3) . . . . ?
N3 N4 C1 C2 -179.6(3) . . . . ?
N2 N1 C1 N4 0.1(3) . . . . ?
FE1 N1 C1 N4 -177.65(17) . . . . ?
N2 N1 C1 C2 179.4(2) . . . . ?
FE1 N1 C1 C2 1.7(3) . . . . ?
C6 N5 C2 C3 1.9(4) . . . . ?
FE1 N5 C2 C3 176.2(2) . . . . ?
C6 N5 C2 C1 -177.3(2) . . . . ?
FE1 N5 C2 C1 -3.0(3) . . . . ?
N4 C1 C2 N5 179.9(2) . . . . ?
N1 C1 C2 N5 0.8(3) . . . . ?
N4 C1 C2 C3 0.8(5) . . . . ?
N1 C1 C2 C3 -178.3(3) . . . . ?
N5 C2 C3 C4 -2.2(4) . . . . ?
C1 C2 C3 C4 176.9(3) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C3 C4 C5 C6 0.3(5) . . . . ?
C2 N5 C6 C5 -0.4(4) . . . . ?
FE1 N5 C6 C5 -174.7(2) . . . . ?
C2 N5 C6 C7 177.9(2) . . . . ?
FE1 N5 C6 C7 3.6(3) . . . . ?
C4 C5 C6 N5 -0.6(4) . . . . ?
C4 C5 C6 C7 -178.7(3) . . . . ?
N8 N9 C7 N6 -0.8(3) . . . . ?
N8 N9 C7 C6 177.0(3) . . . . ?
N7 N6 C7 N9 1.2(3) . . . . ?
FE1 N6 C7 N9 174.58(18) . . . . ?
N7 N6 C7 C6 -176.8(2) . . . . ?
FE1 N6 C7 C6 -3.4(3) . . . . ?
N5 C6 C7 N9 -177.6(3) . . . . ?
C5 C6 C7 N9 0.7(5) . . . . ?
N5 C6 C7 N6 0.0(3) . . . . ?
C5 C6 C7 N6 178.3(3) . . . . ?
C10 N10 C9 C8 -178.8(4) . . . . ?
C9 N10 C10 C11a 166.4(7) . . . . ?
C9 N10 C10 C11'b 105.9(16) . . . . ?

_refine_diff_density_max         0.394
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.041



####################################################################### 
# 
# 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_Compound-2-100K
_database_code_depnum_ccdc_archive 'CCDC 2121464'
loop_
_audit_author_name
_audit_author_address
'Chong-Bin Tian'
;Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-12-15 deposited with the CCDC.	2022-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H30 Fe N20'
_chemical_formula_weight         630.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 -0.2673 2.5550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   20.8907(5)
_cell_length_b                   10.0801(2)
_cell_length_c                   13.7695(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.482(2)
_cell_angle_gamma                90
_cell_volume                     2898.62(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9758
_cell_measurement_theta_min      4.2500
_cell_measurement_theta_max      60.5090

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    3.163
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84568
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9758
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.234
_diffrn_reflns_theta_max         52.931
_diffrn_reflns_theta_full        52.931
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2554
_reflns_number_gt                2510
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0370P)²+2.2920P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2554
_refine_ls_number_parameters     197
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0676
_refine_ls_wR_factor_gt          0.0674
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.500000 0.22289(3) 0.750000 0.01166(10) Uani 1 2 d S T P . .
N1 N 0.43465(5) 0.08692(11) 0.71491(8) 0.0148(2) Uani 1 1 d . . . . .
N2 N 0.39418(6) 0.00421(12) 0.75790(9) 0.0181(3) Uani 1 1 d . . . . .
N3 N 0.36033(6) -0.05696(12) 0.68835(9) 0.0208(3) Uani 1 1 d . . . . .
N4 N 0.37786(6) -0.01636(12) 0.59943(9) 0.0195(3) Uani 1 1 d . . . . .
N5 N 0.50222(5) 0.22925(10) 0.60915(8) 0.0140(2) Uani 1 1 d . . . . .
N6 N 0.56509(5) 0.36077(11) 0.73251(8) 0.0148(2) Uani 1 1 d . . . . .
N7 N 0.60218(6) 0.44148(12) 0.78666(9) 0.0195(3) Uani 1 1 d . . . . .
N8 N 0.63520(6) 0.51520(12) 0.72617(9) 0.0228(3) Uani 1 1 d . . . . .
N9 N 0.62053(6) 0.48572(12) 0.63251(9) 0.0211(3) Uani 1 1 d . . . . .
N10 N 0.71998(6) 0.72269(11) 0.76646(9) 0.0205(3) Uani 1 1 d . . . . .
H1 H 0.691936 0.656000 0.752147 0.025 Uiso 1 1 calc R U . . .
H2 H 0.696781 0.793619 0.786371 0.025 Uiso 1 1 calc R U . . .
C1 C 0.42373(6) 0.07142(13) 0.61846(10) 0.0157(3) Uani 1 1 d . . . . .
C2 C 0.46243(6) 0.15233(13) 0.55477(10) 0.0156(3) Uani 1 1 d . . . . .
C3 C 0.46160(7) 0.15783(15) 0.45435(10) 0.0206(3) Uani 1 1 d . . . . .
H3 H 0.434782 0.100409 0.416704 0.025 Uiso 1 1 calc R U . . .
C4 C 0.50090(7) 0.24928(16) 0.41009(11) 0.0232(3) Uani 1 1 d . . . . .
H4 H 0.500564 0.255786 0.341253 0.028 Uiso 1 1 calc R U . . .
C5 C 0.54089(7) 0.33171(15) 0.46561(10) 0.0209(3) Uani 1 1 d . . . . .
H5 H 0.567482 0.395619 0.435917 0.025 Uiso 1 1 calc R U . . .
C6 C 0.54054(6) 0.31732(14) 0.56538(10) 0.0160(3) Uani 1 1 d . . . . .
C7 C 0.57715(6) 0.39062(13) 0.63937(10) 0.0162(3) Uani 1 1 d . . . . .
C8 C 0.72334(8) 0.62657(16) 0.93059(12) 0.0292(4) Uani 1 1 d . . . . .
H6 H 0.751826 0.601111 0.985116 0.044 Uiso 1 1 calc R U . . .
H7 H 0.698918 0.548913 0.908149 0.044 Uiso 1 1 calc R U . . .
H8 H 0.693745 0.695573 0.951756 0.044 Uiso 1 1 calc R U . . .
C9 C 0.76273(7) 0.67915(16) 0.84849(12) 0.0269(3) Uani 1 1 d . . . . .
H9 H 0.789032 0.754958 0.871845 0.032 Uiso 1 1 calc R U . . .
H10 H 0.791977 0.608956 0.825960 0.032 Uiso 1 1 calc R U . . .
C10 C 0.75315(8) 0.75990(16) 0.67626(12) 0.0276(4) Uani 1 1 d . . . . .
H11 H 0.777574 0.682895 0.652340 0.033 Uiso 1 1 calc R U . . .
H12 H 0.783769 0.832768 0.690414 0.033 Uiso 1 1 calc R U . . .
C11 C 0.70494(8) 0.80395(17) 0.59902(12) 0.0292(4) Uani 1 1 d . . . . .
H13 H 0.727544 0.835993 0.542106 0.044 Uiso 1 1 calc R U . . .
H14 H 0.678526 0.875532 0.624699 0.044 Uiso 1 1 calc R U . . .
H15 H 0.677528 0.728868 0.580186 0.044 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 1.9422(12) 2_656 ?
FE1 N5 1.9422(12) . ?
FE1 N6 1.9634(11) 2_656 ?
FE1 N6 1.9635(11) . ?
FE1 N1 1.9854(11) . ?
FE1 N1 1.9854(11) 2_656 ?
N1 N2 1.3365(16) . ?
N1 C1 1.3508(17) . ?
N2 N3 1.3275(17) . ?
N3 N4 1.3505(17) . ?
N4 C1 1.3255(18) . ?
N5 C6 1.3479(18) . ?
N5 C2 1.3493(17) . ?
N6 N7 1.3373(16) . ?
N6 C7 1.3474(18) . ?
N7 N8 1.3234(18) . ?
N8 N9 1.3509(17) . ?
N9 C7 1.3242(19) . ?
N10 C10 1.486(2) . ?
N10 C9 1.4878(19) . ?
N10 H1 0.9100 . ?
N10 H2 0.9100 . ?
C1 C2 1.4576(19) . ?
C2 C3 1.384(2) . ?
C3 C4 1.386(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.4590(19) . ?
C8 C9 1.511(2) . ?
C8 H6 0.9800 . ?
C8 H7 0.9800 . ?
C8 H8 0.9800 . ?
C9 H9 0.9900 . ?
C9 H10 0.9900 . ?
C10 C11 1.512(2) . ?
C10 H11 0.9900 . ?
C10 H12 0.9900 . ?
C11 H13 0.9800 . ?
C11 H14 0.9800 . ?
C11 H15 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
N5 FE1 N5 176.22(6) 2_656 . ?
N5 FE1 N6 79.61(5) 2_656 2_656 ?
N5 FE1 N6 97.68(5) . 2_656 ?
N5 FE1 N6 97.67(5) 2_656 . ?
N5 FE1 N6 79.61(5) . . ?
N6 FE1 N6 89.89(7) 2_656 . ?
N5 FE1 N1 103.41(5) 2_656 . ?
N5 FE1 N1 79.27(5) . . ?
N6 FE1 N1 92.55(5) 2_656 . ?
N6 FE1 N1 158.88(5) . . ?
N5 FE1 N1 79.26(5) 2_656 2_656 ?
N5 FE1 N1 103.41(5) . 2_656 ?
N6 FE1 N1 158.88(5) 2_656 2_656 ?
N6 FE1 N1 92.55(5) . 2_656 ?
N1 FE1 N1 92.69(6) . 2_656 ?
N2 N1 C1 105.70(11) . . ?
N2 N1 FE1 139.62(9) . . ?
C1 N1 FE1 114.63(9) . . ?
N3 N2 N1 107.54(11) . . ?
N2 N3 N4 111.19(11) . . ?
C1 N4 N3 103.57(11) . . ?
C6 N5 C2 119.65(12) . . ?
C6 N5 FE1 119.87(9) . . ?
C2 N5 FE1 120.33(9) . . ?
N7 N6 C7 105.95(11) . . ?
N7 N6 FE1 139.06(9) . . ?
C7 N6 FE1 114.96(9) . . ?
N8 N7 N6 107.14(11) . . ?
N7 N8 N9 111.61(11) . . ?
C7 N9 N8 103.29(12) . . ?
C10 N10 C9 115.17(12) . . ?
C10 N10 H1 108.5 . . ?
C9 N10 H1 108.5 . . ?
C10 N10 H2 108.5 . . ?
C9 N10 H2 108.5 . . ?
H1 N10 H2 107.5 . . ?
N4 C1 N1 111.99(12) . . ?
N4 C1 C2 131.61(13) . . ?
N1 C1 C2 116.40(12) . . ?
N5 C2 C3 121.55(13) . . ?
N5 C2 C1 109.33(12) . . ?
C3 C2 C1 129.11(13) . . ?
C2 C3 C4 118.28(13) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C3 C4 C5 120.61(13) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 117.68(13) . . ?
C6 C5 H5 121.2 . . ?
C4 C5 H5 121.2 . . ?
N5 C6 C5 122.16(13) . . ?
N5 C6 C7 109.15(12) . . ?
C5 C6 C7 128.67(13) . . ?
N9 C7 N6 112.01(12) . . ?
N9 C7 C6 131.62(13) . . ?
N6 C7 C6 116.35(12) . . ?
C9 C8 H6 109.5 . . ?
C9 C8 H7 109.5 . . ?
H6 C8 H7 109.5 . . ?
C9 C8 H8 109.5 . . ?
H6 C8 H8 109.5 . . ?
H7 C8 H8 109.5 . . ?
N10 C9 C8 110.10(12) . . ?
N10 C9 H9 109.6 . . ?
C8 C9 H9 109.6 . . ?
N10 C9 H10 109.6 . . ?
C8 C9 H10 109.6 . . ?
H9 C9 H10 108.2 . . ?
N10 C10 C11 110.21(13) . . ?
N10 C10 H11 109.6 . . ?
C11 C10 H11 109.6 . . ?
N10 C10 H12 109.6 . . ?
C11 C10 H12 109.6 . . ?
H11 C10 H12 108.1 . . ?
C10 C11 H13 109.5 . . ?
C10 C11 H14 109.5 . . ?
H13 C11 H14 109.5 . . ?
C10 C11 H15 109.5 . . ?
H13 C11 H15 109.5 . . ?
H14 C11 H15 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
C1 N1 N2 N3 -0.45(14) . . . . ?
FE1 N1 N2 N3 176.63(10) . . . . ?
N1 N2 N3 N4 0.18(15) . . . . ?
N2 N3 N4 C1 0.16(15) . . . . ?
C7 N6 N7 N8 -0.51(14) . . . . ?
FE1 N6 N7 N8 -178.24(10) . . . . ?
N6 N7 N8 N9 0.37(15) . . . . ?
N7 N8 N9 C7 -0.06(15) . . . . ?
N3 N4 C1 N1 -0.46(15) . . . . ?
N3 N4 C1 C2 -179.62(14) . . . . ?
N2 N1 C1 N4 0.58(15) . . . . ?
FE1 N1 C1 N4 -177.34(9) . . . . ?
N2 N1 C1 C2 179.88(11) . . . . ?
FE1 N1 C1 C2 1.96(15) . . . . ?
C6 N5 C2 C3 2.5(2) . . . . ?
FE1 N5 C2 C3 177.97(10) . . . . ?
C6 N5 C2 C1 -176.82(11) . . . . ?
FE1 N5 C2 C1 -1.34(15) . . . . ?
N4 C1 C2 N5 178.66(14) . . . . ?
N1 C1 C2 N5 -0.47(17) . . . . ?
N4 C1 C2 C3 -0.6(2) . . . . ?
N1 C1 C2 C3 -179.72(13) . . . . ?
N5 C2 C3 C4 -2.8(2) . . . . ?
C1 C2 C3 C4 176.32(14) . . . . ?
C2 C3 C4 C5 1.1(2) . . . . ?
C3 C4 C5 C6 1.0(2) . . . . ?
C2 N5 C6 C5 -0.3(2) . . . . ?
FE1 N5 C6 C5 -175.80(10) . . . . ?
C2 N5 C6 C7 178.26(11) . . . . ?
FE1 N5 C6 C7 2.75(15) . . . . ?
C4 C5 C6 N5 -1.4(2) . . . . ?
C4 C5 C6 C7 -179.67(14) . . . . ?
N8 N9 C7 N6 -0.28(15) . . . . ?
N8 N9 C7 C6 178.27(14) . . . . ?
N7 N6 C7 N9 0.50(15) . . . . ?
FE1 N6 C7 N9 178.86(9) . . . . ?
N7 N6 C7 C6 -178.28(11) . . . . ?
FE1 N6 C7 C6 0.08(15) . . . . ?
N5 C6 C7 N9 179.76(14) . . . . ?
C5 C6 C7 N9 -1.8(3) . . . . ?
N5 C6 C7 N6 -1.74(17) . . . . ?
C5 C6 C7 N6 176.68(13) . . . . ?
C10 N10 C9 C8 -172.31(12) . . . . ?
C9 N10 C10 C11 -179.24(12) . . . . ?

_refine_diff_density_max         0.295
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.041



