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

data_1_100K
_database_code_depnum_ccdc_archive 'CCDC 2131324'
loop_
_audit_author_name
_audit_author_address
'Hiroaki Hagiwara'
;Gifu University
Japan
;
_audit_update_record             
;
2021-12-28 deposited with the CCDC.	2022-05-13 downloaded from the CCDC.
;
_audit_creation_date             2021-12-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
hagiwara@gifu-u.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 Fe N10 S2'
_chemical_formula_sum            'C24 H24 Fe N10 S2'
_chemical_formula_weight         572.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.1742(7)
_cell_length_b                   11.4148(5)
_cell_length_c                   20.2335(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.288(6)
_cell_angle_gamma                90
_cell_volume                     2553.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7110
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.4130
_cell_measurement_theta_min      1.9750
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.790
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_preparation       'Magnetic properties'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.304
_exptl_crystal_size_mid          0.283
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            20932
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.861
_diffrn_reflns_theta_min         1.842
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 14.7059
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -80.00 100.00   0.50   10.00   0.00  20.00   0.00    --   360
  2  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00   0.00   94
  3  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00  90.00   94
  4  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 180.00   94
  5  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 270.00   94
;
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0168180000
_diffrn_orient_matrix_UB_12      -0.0125525000
_diffrn_orient_matrix_UB_13      -0.0317114000
_diffrn_orient_matrix_UB_21      -0.0504126000
_diffrn_orient_matrix_UB_22      0.0324393000
_diffrn_orient_matrix_UB_23      -0.0156225000
_diffrn_orient_matrix_UB_31      0.0358815000
_diffrn_orient_matrix_UB_32      0.0515538000
_diffrn_orient_matrix_UB_33      0.0020403000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5167
_reflns_number_total             7210
_reflns_odcompleteness_completeness 89.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.79
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         7210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0398P)²+3.4169P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
_refine_ls_wR_factor_ref         0.1332
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C21(H21)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.74022(3) 0.75188(3) 0.74368(2) 0.02184(10) Uani 1 1 d . . . . .
S1 S 0.64380(8) 1.05217(7) 0.58302(4) 0.0374(2) Uani 1 1 d . . . . .
S2 S 0.87415(8) 1.02150(7) 0.91583(4) 0.03630(19) Uani 1 1 d . . . . .
N1 N 0.6679(2) 0.50501(19) 0.60043(11) 0.0228(5) Uani 1 1 d . . . . .
N2 N 0.6267(2) 0.56755(19) 0.64944(11) 0.0241(5) Uani 1 1 d . . . . .
N3 N 0.7163(2) 0.63527(18) 0.67388(11) 0.0222(5) Uani 1 1 d . . . . .
N4 N 0.9056(2) 0.75088(19) 0.71813(11) 0.0230(4) Uani 1 1 d . . . . .
N5 N 0.6990(2) 0.8761(2) 0.67890(12) 0.0266(5) Uani 1 1 d . . . . .
N6 N 0.8174(2) 0.50205(18) 0.88546(11) 0.0219(4) Uani 1 1 d . . . . .
N7 N 0.8582(2) 0.56726(19) 0.83751(11) 0.0229(5) Uani 1 1 d . . . . .
N8 N 0.7655(2) 0.62889(19) 0.81045(11) 0.0228(5) Uani 1 1 d . . . . .
N9 N 0.5737(2) 0.73908(19) 0.76534(11) 0.0250(5) Uani 1 1 d . . . . .
N10 N 0.7814(2) 0.8671(2) 0.81341(12) 0.0257(5) Uani 1 1 d . . . . .
C1 C 0.5894(2) 0.4220(2) 0.56311(13) 0.0239(5) Uani 1 1 d . . . . .
C2 C 0.4791(3) 0.3947(2) 0.58347(14) 0.0280(6) Uani 1 1 d . . . . .
H2 H 0.455737 0.430498 0.622033 0.034 Uiso 1 1 calc R U . . .
C3 C 0.4039(3) 0.3148(3) 0.54685(15) 0.0310(6) Uani 1 1 d . . . . .
H3 H 0.328133 0.295740 0.560217 0.037 Uiso 1 1 calc R U . . .
C4 C 0.4380(3) 0.2623(2) 0.49082(15) 0.0309(6) Uani 1 1 d . . . . .
H4 H 0.386721 0.206248 0.466255 0.037 Uiso 1 1 calc R U . . .
C5 C 0.5473(3) 0.2918(2) 0.47083(15) 0.0302(6) Uani 1 1 d . . . . .
H5 H 0.569946 0.256402 0.431980 0.036 Uiso 1 1 calc R U . . .
C6 C 0.6242(3) 0.3719(2) 0.50637(14) 0.0267(6) Uani 1 1 d . . . . .
H6 H 0.699003 0.392131 0.492257 0.032 Uiso 1 1 calc R U . . .
C7 C 0.7835(2) 0.5342(2) 0.59390(14) 0.0249(5) Uani 1 1 d . . . . .
H7 H 0.831972 0.503473 0.563066 0.030 Uiso 1 1 calc R U . . .
C8 C 0.8144(2) 0.6179(2) 0.64193(13) 0.0236(5) Uani 1 1 d . . . . .
C9 C 0.9199(2) 0.6854(2) 0.66801(13) 0.0250(5) Uani 1 1 d . . . . .
H9 H 0.993563 0.681876 0.649778 0.030 Uiso 1 1 calc R U . . .
C10 C 1.0089(3) 0.8226(2) 0.74741(14) 0.0275(6) Uani 1 1 d . . . . .
H10A H 0.981049 0.903175 0.754957 0.033 Uiso 1 1 calc R U . . .
H10B H 1.068878 0.826900 0.715929 0.033 Uiso 1 1 calc R U . . .
C11 C 1.0680(3) 0.7708(3) 0.81315(15) 0.0346(7) Uani 1 1 d . . . . .
H11A H 1.133918 0.821989 0.833016 0.052 Uiso 1 1 calc R U . . .
H11B H 1.100477 0.693086 0.805188 0.052 Uiso 1 1 calc R U . . .
H11C H 1.007855 0.763728 0.843698 0.052 Uiso 1 1 calc R U . . .
C12 C 0.6774(3) 0.9497(2) 0.63950(14) 0.0265(6) Uani 1 1 d . . . . .
C13 C 0.8998(2) 0.4255(2) 0.92536(13) 0.0229(5) Uani 1 1 d . . . . .
C14 C 1.0227(3) 0.4353(2) 0.92338(14) 0.0276(6) Uani 1 1 d . . . . .
H14 H 1.052771 0.492040 0.895570 0.033 Uiso 1 1 calc R U . . .
C15 C 1.1010(3) 0.3612(2) 0.96257(14) 0.0301(6) Uani 1 1 d . . . . .
H15 H 1.185502 0.366612 0.961458 0.036 Uiso 1 1 calc R U . . .
C16 C 1.0572(3) 0.2790(2) 1.00353(14) 0.0310(6) Uani 1 1 d . . . . .
H16 H 1.111410 0.228083 1.030198 0.037 Uiso 1 1 calc R U . . .
C17 C 0.9345(3) 0.2716(2) 1.00539(14) 0.0307(6) Uani 1 1 d . . . . .
H17 H 0.904687 0.216152 1.034008 0.037 Uiso 1 1 calc R U . . .
C18 C 0.8546(3) 0.3439(2) 0.96608(14) 0.0275(6) Uani 1 1 d . . . . .
H18 H 0.770066 0.337752 0.966904 0.033 Uiso 1 1 calc R U . . .
C19 C 0.6988(3) 0.5230(2) 0.88828(14) 0.0262(6) Uani 1 1 d . . . . .
H19 H 0.649876 0.489297 0.917948 0.031 Uiso 1 1 calc R U . . .
C20 C 0.6652(2) 0.6033(2) 0.83911(13) 0.0247(5) Uani 1 1 d . . . . .
C21 C 0.5571(2) 0.6658(2) 0.81151(14) 0.0258(6) Uani 1 1 d . . . . .
H21 H 0.480926 0.653900 0.826074 0.031 Uiso 1 1 calc R U . . .
C22 C 0.4727(3) 0.8100(3) 0.73291(15) 0.0336(7) Uani 1 1 d . . . . .
H22A H 0.471073 0.803772 0.683986 0.040 Uiso 1 1 calc R U . . .
H22B H 0.489481 0.892958 0.745258 0.040 Uiso 1 1 calc R U . . .
C23 C 0.3490(3) 0.7803(4) 0.7485(2) 0.0522(10) Uani 1 1 d . . . . .
H23A H 0.289717 0.834656 0.724959 0.078 Uiso 1 1 calc R U . . .
H23B H 0.348241 0.786924 0.796757 0.078 Uiso 1 1 calc R U . . .
H23C H 0.328375 0.699978 0.734086 0.078 Uiso 1 1 calc R U . . .
C24 C 0.8185(2) 0.9321(2) 0.85601(14) 0.0249(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N3 1.931(2) . ?
Fe1 N4 1.989(2) . ?
Fe1 N5 1.941(2) . ?
Fe1 N8 1.941(2) . ?
Fe1 N9 1.978(2) . ?
Fe1 N10 1.935(2) . ?
S1 C12 1.640(3) . ?
S2 C24 1.636(3) . ?
N1 N2 1.355(3) . ?
N1 C1 1.430(3) . ?
N1 C7 1.359(3) . ?
N2 N3 1.304(3) . ?
N3 C8 1.365(3) . ?
N4 C9 1.288(3) . ?
N4 C10 1.468(3) . ?
N5 C12 1.159(4) . ?
N6 N7 1.353(3) . ?
N6 C13 1.431(3) . ?
N6 C19 1.356(3) . ?
N7 N8 1.305(3) . ?
N8 C20 1.366(3) . ?
N9 C21 1.287(4) . ?
N9 C22 1.465(3) . ?
N10 C24 1.167(4) . ?
C1 C2 1.391(4) . ?
C1 C6 1.387(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(4) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.371(4) . ?
C8 C9 1.444(4) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.517(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.384(4) . ?
C13 C18 1.387(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.379(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.364(4) . ?
C20 C21 1.444(4) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.500(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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
N3 Fe1 N4 80.91(9) . . ?
N3 Fe1 N5 90.88(9) . . ?
N3 Fe1 N8 90.08(9) . . ?
N3 Fe1 N9 94.32(9) . . ?
N3 Fe1 N10 174.27(10) . . ?
N5 Fe1 N4 88.14(9) . . ?
N5 Fe1 N9 93.69(10) . . ?
N8 Fe1 N4 97.42(9) . . ?
N8 Fe1 N5 174.44(10) . . ?
N8 Fe1 N9 80.77(10) . . ?
N9 Fe1 N4 174.93(9) . . ?
N10 Fe1 N4 93.50(9) . . ?
N10 Fe1 N5 90.22(10) . . ?
N10 Fe1 N8 89.36(9) . . ?
N10 Fe1 N9 91.22(9) . . ?
N2 N1 C1 119.2(2) . . ?
N2 N1 C7 111.7(2) . . ?
C7 N1 C1 129.0(2) . . ?
N3 N2 N1 105.5(2) . . ?
N2 N3 Fe1 134.74(18) . . ?
N2 N3 C8 111.0(2) . . ?
C8 N3 Fe1 114.22(17) . . ?
C9 N4 Fe1 115.68(19) . . ?
C9 N4 C10 117.5(2) . . ?
C10 N4 Fe1 126.70(18) . . ?
C12 N5 Fe1 178.1(2) . . ?
N7 N6 C13 119.0(2) . . ?
N7 N6 C19 111.4(2) . . ?
C19 N6 C13 129.6(2) . . ?
N8 N7 N6 105.6(2) . . ?
N7 N8 Fe1 135.17(18) . . ?
N7 N8 C20 110.9(2) . . ?
C20 N8 Fe1 113.85(18) . . ?
C21 N9 Fe1 116.54(19) . . ?
C21 N9 C22 120.2(2) . . ?
C22 N9 Fe1 123.26(19) . . ?
C24 N10 Fe1 172.9(2) . . ?
C2 C1 N1 119.6(2) . . ?
C6 C1 N1 119.1(2) . . ?
C6 C1 C2 121.2(3) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 H6 120.8 . . ?
C5 C6 C1 118.4(3) . . ?
C5 C6 H6 120.8 . . ?
N1 C7 H7 127.8 . . ?
N1 C7 C8 104.3(2) . . ?
C8 C7 H7 127.8 . . ?
N3 C8 C7 107.4(2) . . ?
N3 C8 C9 114.8(2) . . ?
C7 C8 C9 137.7(3) . . ?
N4 C9 C8 114.2(2) . . ?
N4 C9 H9 122.9 . . ?
C8 C9 H9 122.9 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
N4 C10 C11 110.7(2) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N5 C12 S1 178.6(3) . . ?
C14 C13 N6 119.7(2) . . ?
C14 C13 C18 121.3(3) . . ?
C18 C13 N6 119.0(2) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.8(3) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.6(3) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.7(3) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 H18 120.5 . . ?
C17 C18 C13 118.9(3) . . ?
C17 C18 H18 120.5 . . ?
N6 C19 H19 127.6 . . ?
N6 C19 C20 104.8(2) . . ?
C20 C19 H19 127.6 . . ?
N8 C20 C21 115.0(2) . . ?
C19 C20 N8 107.3(2) . . ?
C19 C20 C21 137.8(3) . . ?
N9 C21 C20 113.7(2) . . ?
N9 C21 H21 123.1 . . ?
C20 C21 H21 123.1 . . ?
N9 C22 H22A 108.0 . . ?
N9 C22 H22B 108.0 . . ?
N9 C22 C23 117.0(3) . . ?
H22A C22 H22B 107.3 . . ?
C23 C22 H22A 108.0 . . ?
C23 C22 H22B 108.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N10 C24 S2 178.4(3) . . ?

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
Fe1 N3 C8 C7 -179.57(17) . . . . ?
Fe1 N3 C8 C9 2.8(3) . . . . ?
Fe1 N4 C9 C8 -3.9(3) . . . . ?
Fe1 N4 C10 C11 79.7(3) . . . . ?
Fe1 N8 C20 C19 -175.19(18) . . . . ?
Fe1 N8 C20 C21 4.2(3) . . . . ?
Fe1 N9 C21 C20 -0.9(3) . . . . ?
Fe1 N9 C22 C23 172.8(2) . . . . ?
N1 N2 N3 Fe1 179.96(18) . . . . ?
N1 N2 N3 C8 -0.1(3) . . . . ?
N1 C1 C2 C3 179.7(2) . . . . ?
N1 C1 C6 C5 180.0(2) . . . . ?
N1 C7 C8 N3 -0.6(3) . . . . ?
N1 C7 C8 C9 176.2(3) . . . . ?
N2 N1 C1 C2 -9.0(4) . . . . ?
N2 N1 C1 C6 169.8(2) . . . . ?
N2 N1 C7 C8 0.6(3) . . . . ?
N2 N3 C8 C7 0.5(3) . . . . ?
N2 N3 C8 C9 -177.2(2) . . . . ?
N3 C8 C9 N4 0.8(3) . . . . ?
N6 N7 N8 Fe1 174.91(18) . . . . ?
N6 N7 N8 C20 -1.1(3) . . . . ?
N6 C13 C14 C15 179.6(2) . . . . ?
N6 C13 C18 C17 -178.9(2) . . . . ?
N6 C19 C20 N8 -1.6(3) . . . . ?
N6 C19 C20 C21 179.2(3) . . . . ?
N7 N6 C13 C14 12.2(4) . . . . ?
N7 N6 C13 C18 -168.7(2) . . . . ?
N7 N6 C19 C20 1.0(3) . . . . ?
N7 N8 C20 C19 1.7(3) . . . . ?
N7 N8 C20 C21 -178.9(2) . . . . ?
N8 C20 C21 N9 -2.1(3) . . . . ?
C1 N1 N2 N3 -179.6(2) . . . . ?
C1 N1 C7 C8 179.8(2) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
C2 C1 C6 C5 -1.3(4) . . . . ?
C2 C3 C4 C5 -1.2(4) . . . . ?
C3 C4 C5 C6 0.9(4) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
C6 C1 C2 C3 1.0(4) . . . . ?
C7 N1 N2 N3 -0.3(3) . . . . ?
C7 N1 C1 C2 171.9(3) . . . . ?
C7 N1 C1 C6 -9.3(4) . . . . ?
C7 C8 C9 N4 -175.8(3) . . . . ?
C9 N4 C10 C11 -104.9(3) . . . . ?
C10 N4 C9 C8 -179.8(2) . . . . ?
C13 N6 N7 N8 -179.0(2) . . . . ?
C13 N6 C19 C20 179.9(2) . . . . ?
C13 C14 C15 C16 -0.5(4) . . . . ?
C14 C13 C18 C17 0.2(4) . . . . ?
C14 C15 C16 C17 -0.3(4) . . . . ?
C15 C16 C17 C18 1.0(4) . . . . ?
C16 C17 C18 C13 -1.0(4) . . . . ?
C18 C13 C14 C15 0.5(4) . . . . ?
C19 N6 N7 N8 0.0(3) . . . . ?
C19 N6 C13 C14 -166.6(3) . . . . ?
C19 N6 C13 C18 12.5(4) . . . . ?
C19 C20 C21 N9 177.0(3) . . . . ?
C21 N9 C22 C23 -8.9(4) . . . . ?
C22 N9 C21 C20 -179.4(2) . . . . ?

_olex2_exptl_crystal_mounting_method Fiber
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.220
_oxdiff_exptl_absorpt_empirical_full_min 0.718
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_190K
_database_code_depnum_ccdc_archive 'CCDC 2131327'
loop_
_audit_author_name
_audit_author_address
'Hiroaki Hagiwara'
;Gifu University
Japan
;
_audit_update_record             
;
2021-12-28 deposited with the CCDC.	2022-05-13 downloaded from the CCDC.
;
_audit_creation_date             2021-12-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
hagiwara@gifu-u.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 Fe N10 S2'
_chemical_formula_sum            'C24 H24 Fe N10 S2'
_chemical_formula_weight         572.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   10.7263(3)
_cell_length_b                   11.7000(4)
_cell_length_c                   21.7531(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.441(3)
_cell_angle_gamma                90
_cell_volume                     2692.99(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7622
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      30.4730
_cell_measurement_theta_min      2.0270
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.749
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'reddish orange'
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.304
_exptl_crystal_size_mid          0.283
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_av_unetI/netI     0.0141
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            11647
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.758
_diffrn_reflns_theta_min         2.595
_diffrn_ambient_temperature      190(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 14.7059
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -80.00 100.00   0.50   10.00   0.00  20.00   0.00    --   360
  2  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00   0.00   94
  3  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00  90.00   94
  4  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 180.00   94
  5  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 270.00   94
;
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0217698000
_diffrn_orient_matrix_UB_12      -0.0498806000
_diffrn_orient_matrix_UB_13      0.0134275000
_diffrn_orient_matrix_UB_21      -0.0181644000
_diffrn_orient_matrix_UB_22      -0.0237184000
_diffrn_orient_matrix_UB_23      -0.0301455000
_diffrn_orient_matrix_UB_31      0.0607795000
_diffrn_orient_matrix_UB_32      -0.0249443000
_diffrn_orient_matrix_UB_33      0.0017700000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3211
_reflns_number_total             3834
_reflns_odcompleteness_completeness 90.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.69
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         3834
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0502P)²+1.6196P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1050
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.500000 0.52364(3) 0.250000 0.04144(11) Uani 1 2 d S T P . .
S1 S 0.37150(5) 0.77910(5) 0.07683(2) 0.05860(14) Uani 1 1 d . . . . .
N1 N 0.42779(10) 0.26171(10) 0.10886(6) 0.0352(2) Uani 1 1 d . . . . .
N2 N 0.38111(11) 0.32184(11) 0.15297(6) 0.0386(3) Uani 1 1 d . . . . .
N3 N 0.47330(11) 0.38596(11) 0.18038(6) 0.0384(3) Uani 1 1 d . . . . .
N4 N 0.68649(13) 0.49993(12) 0.22423(7) 0.0453(3) Uani 1 1 d . . . . .
N5 N 0.44346(16) 0.64077(15) 0.18029(8) 0.0596(4) Uani 1 1 d . . . . .
C1 C 0.34880(12) 0.18141(12) 0.07069(7) 0.0349(3) Uani 1 1 d . . . . .
C2 C 0.22862(15) 0.15973(17) 0.08217(10) 0.0551(4) Uani 1 1 d . . . . .
H2 H 0.197231 0.197658 0.115102 0.066 Uiso 1 1 calc R U . . .
C3 C 0.15420(17) 0.08155(18) 0.04483(11) 0.0627(5) Uani 1 1 d . . . . .
H3 H 0.071074 0.065972 0.052313 0.075 Uiso 1 1 calc R U . . .
C4 C 0.19862(18) 0.02659(14) -0.00258(10) 0.0538(4) Uani 1 1 d . . . . .
H4 H 0.147235 -0.027560 -0.027573 0.065 Uiso 1 1 calc R U . . .
C5 C 0.3171(2) 0.0501(2) -0.01369(10) 0.0647(5) Uani 1 1 d . . . . .
H5 H 0.347997 0.012330 -0.046806 0.078 Uiso 1 1 calc R U . . .
C6 C 0.39334(17) 0.12838(19) 0.02263(9) 0.0585(5) Uani 1 1 d . . . . .
H6 H 0.475592 0.145022 0.014241 0.070 Uiso 1 1 calc R U . . .
C7 C 0.55052(13) 0.28822(14) 0.10849(8) 0.0426(3) Uani 1 1 d . . . . .
H7 H 0.604679 0.258296 0.081986 0.051 Uiso 1 1 calc R U . . .
C8 C 0.57907(13) 0.36736(13) 0.15460(7) 0.0409(3) Uani 1 1 d . . . . .
C9 C 0.69309(14) 0.43068(15) 0.17992(8) 0.0478(4) Uani 1 1 d . . . . .
H9 H 0.769517 0.420497 0.163842 0.057 Uiso 1 1 calc R U . . .
C10 C 0.80246(17) 0.56218(19) 0.25070(10) 0.0601(5) Uani 1 1 d . . . . .
H10A H 0.781990 0.643392 0.257040 0.072 Uiso 1 1 calc R U . . .
H10B H 0.863732 0.559032 0.221297 0.072 Uiso 1 1 calc R U . . .
C11 C 0.8601(2) 0.5099(3) 0.31178(12) 0.0834(8) Uani 1 1 d . . . . .
H11A H 0.934490 0.554220 0.330067 0.125 Uiso 1 1 calc R U . . .
H11B H 0.885269 0.431003 0.304944 0.125 Uiso 1 1 calc R U . . .
H11C H 0.798030 0.510316 0.340217 0.125 Uiso 1 1 calc R U . . .
C12 C 0.41464(14) 0.69886(15) 0.13727(8) 0.0441(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N3 2.1972(13) . ?
Fe1 N3 2.1972(13) 2_655 ?
Fe1 N4 2.1819(14) . ?
Fe1 N4 2.1819(14) 2_655 ?
Fe1 N5 2.0600(18) 2_655 ?
Fe1 N5 2.0600(18) . ?
S1 C12 1.6201(18) . ?
N1 N2 1.3505(17) . ?
N1 C1 1.4350(18) . ?
N1 C7 1.3538(17) . ?
N2 N3 1.3049(17) . ?
N3 C8 1.3630(18) . ?
N4 C9 1.270(2) . ?
N4 C10 1.475(2) . ?
N5 C12 1.157(2) . ?
C1 C2 1.376(2) . ?
C1 C6 1.367(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.386(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.366(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.360(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.363(2) . ?
C8 C9 1.458(2) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.501(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 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
N3 Fe1 N3 85.70(7) 2_655 . ?
N4 Fe1 N3 75.58(5) . . ?
N4 Fe1 N3 93.58(5) . 2_655 ?
N4 Fe1 N3 93.58(5) 2_655 . ?
N4 Fe1 N3 75.58(5) 2_655 2_655 ?
N4 Fe1 N4 165.39(8) . 2_655 ?
N5 Fe1 N3 169.87(6) 2_655 . ?
N5 Fe1 N3 89.48(6) 2_655 2_655 ?
N5 Fe1 N3 169.87(6) . 2_655 ?
N5 Fe1 N3 89.48(6) . . ?
N5 Fe1 N4 93.84(6) . . ?
N5 Fe1 N4 95.86(6) 2_655 . ?
N5 Fe1 N4 95.86(6) . 2_655 ?
N5 Fe1 N4 93.84(6) 2_655 2_655 ?
N5 Fe1 N5 96.60(10) . 2_655 ?
N2 N1 C1 119.98(11) . . ?
N2 N1 C7 111.04(12) . . ?
C7 N1 C1 128.97(12) . . ?
N3 N2 N1 106.42(11) . . ?
N2 N3 Fe1 137.71(10) . . ?
N2 N3 C8 109.86(12) . . ?
C8 N3 Fe1 112.18(9) . . ?
C9 N4 Fe1 116.34(11) . . ?
C9 N4 C10 117.58(15) . . ?
C10 N4 Fe1 125.95(12) . . ?
C12 N5 Fe1 173.54(16) . . ?
C2 C1 N1 119.83(14) . . ?
C6 C1 N1 119.49(13) . . ?
C6 C1 C2 120.68(15) . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.80(17) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.97(17) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.39(17) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 120.91(19) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 119.23(17) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
N1 C7 H7 127.7 . . ?
N1 C7 C8 104.64(13) . . ?
C8 C7 H7 127.7 . . ?
N3 C8 C9 117.82(14) . . ?
C7 C8 N3 108.04(13) . . ?
C7 C8 C9 134.15(14) . . ?
N4 C9 C8 117.58(14) . . ?
N4 C9 H9 121.2 . . ?
C8 C9 H9 121.2 . . ?
N4 C10 H10A 109.7 . . ?
N4 C10 H10B 109.7 . . ?
N4 C10 C11 110.04(17) . . ?
H10A C10 H10B 108.2 . . ?
C11 C10 H10A 109.7 . . ?
C11 C10 H10B 109.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N5 C12 S1 178.87(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N3 C8 C7 -174.77(11) . . . . ?
Fe1 N3 C8 C9 5.54(19) . . . . ?
Fe1 N4 C9 C8 -5.1(2) . . . . ?
Fe1 N4 C10 C11 81.3(2) . . . . ?
N1 N2 N3 Fe1 173.18(11) . . . . ?
N1 N2 N3 C8 -0.31(17) . . . . ?
N1 C1 C2 C3 -179.79(17) . . . . ?
N1 C1 C6 C5 179.39(18) . . . . ?
N1 C7 C8 N3 -0.46(18) . . . . ?
N1 C7 C8 C9 179.14(19) . . . . ?
N2 N1 C1 C2 -4.8(2) . . . . ?
N2 N1 C1 C6 174.31(15) . . . . ?
N2 N1 C7 C8 0.29(18) . . . . ?
N2 N3 C8 C7 0.50(19) . . . . ?
N2 N3 C8 C9 -179.19(15) . . . . ?
N3 C8 C9 N4 -0.5(3) . . . . ?
C1 N1 N2 N3 179.25(12) . . . . ?
C1 N1 C7 C8 -178.86(14) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C1 C6 C5 -1.6(3) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 C1 0.8(3) . . . . ?
C6 C1 C2 C3 1.2(3) . . . . ?
C7 N1 N2 N3 0.01(17) . . . . ?
C7 N1 C1 C2 174.33(17) . . . . ?
C7 N1 C1 C6 -6.6(2) . . . . ?
C7 C8 C9 N4 179.97(19) . . . . ?
C9 N4 C10 C11 -103.0(2) . . . . ?
C10 N4 C9 C8 178.76(16) . . . . ?

_olex2_exptl_crystal_mounting_method Fiber
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.133
_oxdiff_exptl_absorpt_empirical_full_min 0.896
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_170K
_database_code_depnum_ccdc_archive 'CCDC 2131326'
loop_
_audit_author_name
_audit_author_address
'Hiroaki Hagiwara'
;Gifu University
Japan
;
_audit_update_record             
;
2021-12-28 deposited with the CCDC.	2022-05-13 downloaded from the CCDC.
;
_audit_creation_date             2021-12-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
hagiwara@gifu-u.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 Fe N10 S2'
_chemical_formula_sum            'C24 H24 Fe N10 S2'
_chemical_formula_weight         572.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2148(6)
_cell_length_b                   11.4800(4)
_cell_length_c                   20.4163(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.314(5)
_cell_angle_gamma                90
_cell_volume                     2600.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6418
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      30.2910
_cell_measurement_theta_min      2.0170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.775
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.304
_exptl_crystal_size_mid          0.283
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            21494
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.896
_diffrn_reflns_theta_min         1.835
_diffrn_ambient_temperature      170(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 14.7059
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -80.00 100.00   0.50   10.00   0.00  20.00   0.00    --   360
  2  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00   0.00   94
  3  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00  90.00   94
  4  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 180.00   94
  5  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 270.00   94
;
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0173399000
_diffrn_orient_matrix_UB_12      -0.0125292000
_diffrn_orient_matrix_UB_13      -0.0313043000
_diffrn_orient_matrix_UB_21      -0.0501210000
_diffrn_orient_matrix_UB_22      0.0321090000
_diffrn_orient_matrix_UB_23      -0.0157359000
_diffrn_orient_matrix_UB_31      0.0356269000
_diffrn_orient_matrix_UB_32      0.0513223000
_diffrn_orient_matrix_UB_33      0.0022404000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4696
_reflns_number_total             7332
_reflns_odcompleteness_completeness 88.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.83
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.704
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         7332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1142
_refine_ls_R_factor_gt           0.0654
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0475P)²+4.4619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1408
_refine_ls_wR_factor_ref         0.1610
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C21(H21)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.74075(4) 0.75140(4) 0.74402(2) 0.02978(13) Uani 1 1 d . . . . .
S1 S 0.64295(11) 1.04995(9) 0.58375(5) 0.0529(3) Uani 1 1 d . . . . .
S2 S 0.87231(10) 1.02203(9) 0.91504(5) 0.0518(3) Uani 1 1 d . . . . .
N1 N 0.6681(2) 0.5046(2) 0.60117(13) 0.0308(6) Uani 1 1 d . . . . .
N2 N 0.6273(2) 0.5671(2) 0.64989(13) 0.0314(6) Uani 1 1 d . . . . .
N3 N 0.7165(2) 0.6347(2) 0.67450(13) 0.0293(6) Uani 1 1 d . . . . .
N4 N 0.9065(2) 0.7494(2) 0.71849(13) 0.0317(6) Uani 1 1 d . . . . .
N5 N 0.6994(3) 0.8750(3) 0.67903(14) 0.0372(7) Uani 1 1 d . . . . .
N6 N 0.8181(2) 0.5023(2) 0.88556(13) 0.0292(6) Uani 1 1 d . . . . .
N7 N 0.8587(2) 0.5672(2) 0.83811(13) 0.0304(6) Uani 1 1 d . . . . .
N8 N 0.7664(2) 0.6286(2) 0.81089(13) 0.0301(6) Uani 1 1 d . . . . .
N9 N 0.5739(2) 0.7380(2) 0.76555(14) 0.0343(6) Uani 1 1 d . . . . .
N10 N 0.7821(3) 0.8670(2) 0.81343(14) 0.0355(6) Uani 1 1 d . . . . .
C1 C 0.5894(3) 0.4217(3) 0.56362(16) 0.0328(7) Uani 1 1 d . . . . .
C2 C 0.4793(3) 0.3953(3) 0.58356(18) 0.0386(8) Uani 1 1 d . . . . .
H2 H 0.455843 0.431141 0.621668 0.046 Uiso 1 1 calc R U . . .
C3 C 0.4043(3) 0.3160(3) 0.54694(19) 0.0431(9) Uani 1 1 d . . . . .
H3 H 0.328409 0.297790 0.559865 0.052 Uiso 1 1 calc R U . . .
C4 C 0.4386(3) 0.2626(3) 0.49149(19) 0.0426(8) Uani 1 1 d . . . . .
H4 H 0.387656 0.206526 0.467269 0.051 Uiso 1 1 calc R U . . .
C5 C 0.5474(3) 0.2920(3) 0.47211(19) 0.0418(8) Uani 1 1 d . . . . .
H5 H 0.570184 0.257151 0.433556 0.050 Uiso 1 1 calc R U . . .
C6 C 0.6248(3) 0.3717(3) 0.50785(17) 0.0376(8) Uani 1 1 d . . . . .
H6 H 0.699824 0.391254 0.494302 0.045 Uiso 1 1 calc R U . . .
C7 C 0.7839(3) 0.5336(3) 0.59495(17) 0.0345(7) Uani 1 1 d . . . . .
H7 H 0.832168 0.503167 0.564376 0.041 Uiso 1 1 calc R U . . .
C8 C 0.8150(3) 0.6167(3) 0.64287(16) 0.0308(7) Uani 1 1 d . . . . .
C9 C 0.9204(3) 0.6838(3) 0.66893(16) 0.0339(7) Uani 1 1 d . . . . .
H9 H 0.993898 0.679827 0.650991 0.041 Uiso 1 1 calc R U . . .
C10 C 1.0098(3) 0.8210(3) 0.74769(18) 0.0385(8) Uani 1 1 d . . . . .
H10A H 0.981917 0.900928 0.755470 0.046 Uiso 1 1 calc R U . . .
H10B H 1.069275 0.825788 0.716360 0.046 Uiso 1 1 calc R U . . .
C11 C 1.0696(4) 0.7690(4) 0.81272(19) 0.0503(10) Uani 1 1 d . . . . .
H11A H 1.135732 0.819644 0.832147 0.075 Uiso 1 1 calc R U . . .
H11B H 1.101330 0.691650 0.804619 0.075 Uiso 1 1 calc R U . . .
H11C H 1.010170 0.762309 0.843319 0.075 Uiso 1 1 calc R U . . .
C12 C 0.6769(3) 0.9480(3) 0.63985(17) 0.0352(7) Uani 1 1 d . . . . .
C13 C 0.8998(3) 0.4251(3) 0.92560(16) 0.0299(7) Uani 1 1 d . . . . .
C14 C 1.0224(3) 0.4332(3) 0.92326(17) 0.0374(8) Uani 1 1 d . . . . .
H14 H 1.052421 0.488995 0.895378 0.045 Uiso 1 1 calc R U . . .
C15 C 1.1002(3) 0.3595(3) 0.96187(18) 0.0408(8) Uani 1 1 d . . . . .
H15 H 1.184371 0.364071 0.960330 0.049 Uiso 1 1 calc R U . . .
C16 C 1.0562(4) 0.2784(3) 1.00312(18) 0.0425(9) Uani 1 1 d . . . . .
H16 H 1.109986 0.227255 1.029426 0.051 Uiso 1 1 calc R U . . .
C17 C 0.9347(4) 0.2727(3) 1.00552(18) 0.0412(8) Uani 1 1 d . . . . .
H17 H 0.904851 0.218152 1.034144 0.049 Uiso 1 1 calc R U . . .
C18 C 0.8546(3) 0.3457(3) 0.96672(18) 0.0380(8) Uani 1 1 d . . . . .
H18 H 0.770487 0.341140 0.968370 0.046 Uiso 1 1 calc R U . . .
C19 C 0.6994(3) 0.5232(3) 0.88851(17) 0.0354(7) Uani 1 1 d . . . . .
H19 H 0.650612 0.489372 0.917837 0.042 Uiso 1 1 calc R U . . .
C20 C 0.6659(3) 0.6038(3) 0.83969(17) 0.0330(7) Uani 1 1 d . . . . .
C21 C 0.5585(3) 0.6658(3) 0.81168(17) 0.0358(7) Uani 1 1 d . . . . .
H21 H 0.482600 0.654150 0.826171 0.043 Uiso 1 1 calc R U . . .
C22 C 0.4724(3) 0.8074(4) 0.7323(2) 0.0489(10) Uani 1 1 d . . . . .
H22A H 0.473152 0.802128 0.683912 0.059 Uiso 1 1 calc R U . . .
H22B H 0.486874 0.889952 0.745043 0.059 Uiso 1 1 calc R U . . .
C23 C 0.3502(4) 0.7752(6) 0.7457(3) 0.090(2) Uani 1 1 d . . . . .
H23A H 0.291542 0.832217 0.724857 0.135 Uiso 1 1 calc R U . . .
H23B H 0.348925 0.774489 0.793584 0.135 Uiso 1 1 calc R U . . .
H23C H 0.329232 0.697661 0.727496 0.135 Uiso 1 1 calc R U . . .
C24 C 0.8183(3) 0.9320(3) 0.85556(17) 0.0351(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N3 1.942(3) . ?
Fe1 N4 2.002(3) . ?
Fe1 N5 1.952(3) . ?
Fe1 N8 1.955(3) . ?
Fe1 N9 1.989(3) . ?
Fe1 N10 1.948(3) . ?
S1 C12 1.643(4) . ?
S2 C24 1.642(4) . ?
N1 N2 1.358(4) . ?
N1 C1 1.441(4) . ?
N1 C7 1.364(4) . ?
N2 N3 1.307(4) . ?
N3 C8 1.374(4) . ?
N4 C9 1.289(4) . ?
N4 C10 1.474(4) . ?
N5 C12 1.161(4) . ?
N6 N7 1.352(4) . ?
N6 C13 1.441(4) . ?
N6 C19 1.363(4) . ?
N7 N8 1.308(4) . ?
N8 C20 1.375(4) . ?
N9 C21 1.285(4) . ?
N9 C22 1.472(4) . ?
N10 C24 1.167(4) . ?
C1 C2 1.388(5) . ?
C1 C6 1.384(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(5) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.375(4) . ?
C8 C9 1.446(5) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.520(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.385(5) . ?
C13 C18 1.385(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.379(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.393(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.373(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(5) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.373(5) . ?
C20 C21 1.444(5) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.484(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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
N3 Fe1 N4 80.74(11) . . ?
N3 Fe1 N5 90.59(11) . . ?
N3 Fe1 N8 90.22(11) . . ?
N3 Fe1 N9 94.10(11) . . ?
N3 Fe1 N10 174.33(12) . . ?
N5 Fe1 N4 88.25(12) . . ?
N5 Fe1 N8 174.57(12) . . ?
N5 Fe1 N9 93.89(12) . . ?
N8 Fe1 N4 97.18(11) . . ?
N8 Fe1 N9 80.69(11) . . ?
N9 Fe1 N4 174.44(12) . . ?
N10 Fe1 N4 93.72(12) . . ?
N10 Fe1 N5 90.42(12) . . ?
N10 Fe1 N8 89.31(11) . . ?
N10 Fe1 N9 91.40(12) . . ?
N2 N1 C1 119.6(3) . . ?
N2 N1 C7 111.4(3) . . ?
C7 N1 C1 129.0(3) . . ?
N3 N2 N1 106.0(3) . . ?
N2 N3 Fe1 135.1(2) . . ?
N2 N3 C8 110.7(3) . . ?
C8 N3 Fe1 114.2(2) . . ?
C9 N4 Fe1 115.7(2) . . ?
C9 N4 C10 117.8(3) . . ?
C10 N4 Fe1 126.4(2) . . ?
C12 N5 Fe1 178.7(3) . . ?
N7 N6 C13 119.5(3) . . ?
N7 N6 C19 111.5(3) . . ?
C19 N6 C13 128.9(3) . . ?
N8 N7 N6 105.9(2) . . ?
N7 N8 Fe1 135.5(2) . . ?
N7 N8 C20 110.8(3) . . ?
C20 N8 Fe1 113.6(2) . . ?
C21 N9 Fe1 116.3(2) . . ?
C21 N9 C22 120.7(3) . . ?
C22 N9 Fe1 123.1(2) . . ?
C24 N10 Fe1 173.3(3) . . ?
C2 C1 N1 119.4(3) . . ?
C6 C1 N1 119.0(3) . . ?
C6 C1 C2 121.6(3) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.8(3) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.9(4) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.4(3) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 118.2(3) . . ?
C1 C6 H6 120.9 . . ?
C5 C6 H6 120.9 . . ?
N1 C7 H7 127.8 . . ?
N1 C7 C8 104.5(3) . . ?
C8 C7 H7 127.8 . . ?
N3 C8 C7 107.5(3) . . ?
N3 C8 C9 114.7(3) . . ?
C7 C8 C9 137.8(3) . . ?
N4 C9 C8 114.5(3) . . ?
N4 C9 H9 122.8 . . ?
C8 C9 H9 122.8 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
N4 C10 C11 110.9(3) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N5 C12 S1 179.0(4) . . ?
C14 C13 N6 119.4(3) . . ?
C18 C13 N6 119.4(3) . . ?
C18 C13 C14 121.2(3) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.2(3) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.4(4) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.0(3) . . ?
C18 C17 H17 119.5 . . ?
C13 C18 C17 118.6(3) . . ?
C13 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
N6 C19 H19 127.7 . . ?
N6 C19 C20 104.7(3) . . ?
C20 C19 H19 127.7 . . ?
N8 C20 C21 114.7(3) . . ?
C19 C20 N8 107.1(3) . . ?
C19 C20 C21 138.2(3) . . ?
N9 C21 C20 114.5(3) . . ?
N9 C21 H21 122.7 . . ?
C20 C21 H21 122.7 . . ?
N9 C22 H22A 108.1 . . ?
N9 C22 H22B 108.1 . . ?
N9 C22 C23 117.0(4) . . ?
H22A C22 H22B 107.3 . . ?
C23 C22 H22A 108.1 . . ?
C23 C22 H22B 108.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N10 C24 S2 178.6(3) . . ?

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
Fe1 N3 C8 C7 -179.3(2) . . . . ?
Fe1 N3 C8 C9 2.7(4) . . . . ?
Fe1 N4 C9 C8 -3.8(4) . . . . ?
Fe1 N4 C10 C11 80.4(4) . . . . ?
Fe1 N8 C20 C19 -175.6(2) . . . . ?
Fe1 N8 C20 C21 4.8(4) . . . . ?
Fe1 N9 C21 C20 -1.2(4) . . . . ?
Fe1 N9 C22 C23 170.6(4) . . . . ?
N1 N2 N3 Fe1 179.8(2) . . . . ?
N1 N2 N3 C8 -0.4(3) . . . . ?
N1 C1 C2 C3 179.7(3) . . . . ?
N1 C1 C6 C5 -179.9(3) . . . . ?
N1 C7 C8 N3 -0.9(4) . . . . ?
N1 C7 C8 C9 176.4(4) . . . . ?
N2 N1 C1 C2 -8.8(4) . . . . ?
N2 N1 C1 C6 170.2(3) . . . . ?
N2 N1 C7 C8 0.8(4) . . . . ?
N2 N3 C8 C7 0.9(4) . . . . ?
N2 N3 C8 C9 -177.2(3) . . . . ?
N3 C8 C9 N4 0.8(4) . . . . ?
N6 N7 N8 Fe1 175.1(2) . . . . ?
N6 N7 N8 C20 -0.5(3) . . . . ?
N6 C13 C14 C15 179.7(3) . . . . ?
N6 C13 C18 C17 -179.3(3) . . . . ?
N6 C19 C20 N8 -1.0(4) . . . . ?
N6 C19 C20 C21 178.4(4) . . . . ?
N7 N6 C13 C14 11.5(4) . . . . ?
N7 N6 C13 C18 -169.9(3) . . . . ?
N7 N6 C19 C20 0.8(4) . . . . ?
N7 N8 C20 C19 1.0(4) . . . . ?
N7 N8 C20 C21 -178.6(3) . . . . ?
N8 C20 C21 N9 -2.4(4) . . . . ?
C1 N1 N2 N3 -179.5(3) . . . . ?
C1 N1 C7 C8 179.9(3) . . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C2 C1 C6 C5 -0.9(5) . . . . ?
C2 C3 C4 C5 -1.8(6) . . . . ?
C3 C4 C5 C6 1.6(6) . . . . ?
C4 C5 C6 C1 -0.3(5) . . . . ?
C6 C1 C2 C3 0.8(5) . . . . ?
C7 N1 N2 N3 -0.2(3) . . . . ?
C7 N1 C1 C2 172.2(3) . . . . ?
C7 N1 C1 C6 -8.9(5) . . . . ?
C7 C8 C9 N4 -176.4(4) . . . . ?
C9 N4 C10 C11 -104.2(4) . . . . ?
C10 N4 C9 C8 -179.7(3) . . . . ?
C13 N6 N7 N8 -179.3(3) . . . . ?
C13 N6 C19 C20 179.8(3) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C14 C13 C18 C17 -0.6(5) . . . . ?
C14 C15 C16 C17 -0.5(5) . . . . ?
C15 C16 C17 C18 0.9(5) . . . . ?
C16 C17 C18 C13 -0.4(5) . . . . ?
C18 C13 C14 C15 1.1(5) . . . . ?
C19 N6 N7 N8 -0.2(3) . . . . ?
C19 N6 C13 C14 -167.5(3) . . . . ?
C19 N6 C13 C18 11.2(5) . . . . ?
C19 C20 C21 N9 178.2(4) . . . . ?
C21 N9 C22 C23 -10.6(6) . . . . ?
C22 N9 C21 C20 179.9(3) . . . . ?

_olex2_exptl_crystal_mounting_method Fiber
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.330
_oxdiff_exptl_absorpt_empirical_full_min 0.823
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_140K
_database_code_depnum_ccdc_archive 'CCDC 2131325'
loop_
_audit_author_name
_audit_author_address
'Hiroaki Hagiwara'
;Gifu University
Japan
;
_audit_update_record             
;
2021-12-28 deposited with the CCDC.	2022-05-13 downloaded from the CCDC.
;
_audit_creation_date             2021-12-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
hagiwara@gifu-u.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 Fe N10 S2'
_chemical_formula_sum            'C24 H24 Fe N10 S2'
_chemical_formula_weight         572.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2176(6)
_cell_length_b                   11.4699(4)
_cell_length_c                   20.3726(9)
_cell_angle_alpha                90
_cell_angle_beta                 98.280(4)
_cell_angle_gamma                90
_cell_volume                     2593.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6998
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      30.4550
_cell_measurement_theta_min      2.0000
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.777
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.304
_exptl_crystal_size_mid          0.283
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            21332
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.841
_diffrn_reflns_theta_min         1.835
_diffrn_ambient_temperature      140(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 14.7059
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -80.00 100.00   0.50   10.00   0.00  20.00   0.00    --   360
  2  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00   0.00   94
  3  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00  90.00   94
  4  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 180.00   94
  5  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 270.00   94
;
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0169252000
_diffrn_orient_matrix_UB_12      -0.0125478000
_diffrn_orient_matrix_UB_13      -0.0314645000
_diffrn_orient_matrix_UB_21      -0.0501955000
_diffrn_orient_matrix_UB_22      0.0322008000
_diffrn_orient_matrix_UB_23      -0.0155929000
_diffrn_orient_matrix_UB_31      0.0356717000
_diffrn_orient_matrix_UB_32      0.0513384000
_diffrn_orient_matrix_UB_33      0.0021150000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5106
_reflns_number_total             7277
_reflns_odcompleteness_completeness 89.01
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.77
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.687
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         7277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0936
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)²+3.0327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1125
_refine_ls_wR_factor_ref         0.1260
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C21(H21)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.74043(3) 0.75153(3) 0.74380(2) 0.02523(10) Uani 1 1 d . . . . .
S1 S 0.64355(8) 1.05125(7) 0.58344(4) 0.0442(2) Uani 1 1 d . . . . .
S2 S 0.87300(8) 1.02187(7) 0.91525(4) 0.0439(2) Uani 1 1 d . . . . .
N1 N 0.66789(19) 0.50479(18) 0.60080(10) 0.0260(4) Uani 1 1 d . . . . .
N2 N 0.6270(2) 0.56761(19) 0.64974(10) 0.0271(5) Uani 1 1 d . . . . .
N3 N 0.71649(19) 0.63500(18) 0.67420(10) 0.0255(4) Uani 1 1 d . . . . .
N4 N 0.90620(19) 0.75036(18) 0.71836(10) 0.0267(4) Uani 1 1 d . . . . .
N5 N 0.6990(2) 0.8756(2) 0.67893(11) 0.0308(5) Uani 1 1 d . . . . .
N6 N 0.81744(19) 0.50233(18) 0.88548(10) 0.0255(4) Uani 1 1 d . . . . .
N7 N 0.85831(19) 0.56714(18) 0.83770(10) 0.0268(5) Uani 1 1 d . . . . .
N8 N 0.76595(19) 0.62887(18) 0.81048(10) 0.0258(5) Uani 1 1 d . . . . .
N9 N 0.57360(19) 0.73851(19) 0.76537(11) 0.0288(5) Uani 1 1 d . . . . .
N10 N 0.7817(2) 0.86700(19) 0.81334(11) 0.0298(5) Uani 1 1 d . . . . .
C1 C 0.5897(2) 0.4222(2) 0.56355(13) 0.0282(5) Uani 1 1 d . . . . .
C2 C 0.4792(3) 0.3949(2) 0.58365(14) 0.0324(6) Uani 1 1 d . . . . .
H2 H 0.455856 0.430459 0.621940 0.039 Uiso 1 1 calc R U . . .
C3 C 0.4041(3) 0.3154(3) 0.54708(15) 0.0362(6) Uani 1 1 d . . . . .
H3 H 0.328549 0.296798 0.560299 0.043 Uiso 1 1 calc R U . . .
C4 C 0.4380(3) 0.2623(2) 0.49123(15) 0.0369(6) Uani 1 1 d . . . . .
H4 H 0.386917 0.206437 0.466973 0.044 Uiso 1 1 calc R U . . .
C5 C 0.5474(3) 0.2920(2) 0.47127(14) 0.0345(6) Uani 1 1 d . . . . .
H5 H 0.570096 0.257098 0.432620 0.041 Uiso 1 1 calc R U . . .
C6 C 0.6241(3) 0.3719(2) 0.50704(14) 0.0322(6) Uani 1 1 d . . . . .
H6 H 0.698795 0.391882 0.493146 0.039 Uiso 1 1 calc R U . . .
C7 C 0.7835(2) 0.5344(2) 0.59456(13) 0.0295(6) Uani 1 1 d . . . . .
H7 H 0.831838 0.504050 0.563879 0.035 Uiso 1 1 calc R U . . .
C8 C 0.8146(2) 0.6174(2) 0.64231(13) 0.0271(5) Uani 1 1 d . . . . .
C9 C 0.9202(2) 0.6849(2) 0.66849(13) 0.0289(6) Uani 1 1 d . . . . .
H9 H 0.993616 0.681315 0.650416 0.035 Uiso 1 1 calc R U . . .
C10 C 1.0090(3) 0.8221(2) 0.74768(14) 0.0327(6) Uani 1 1 d . . . . .
H10A H 0.980855 0.901984 0.755539 0.039 Uiso 1 1 calc R U . . .
H10B H 1.068580 0.827170 0.716360 0.039 Uiso 1 1 calc R U . . .
C11 C 1.0687(3) 0.7698(3) 0.81301(15) 0.0413(7) Uani 1 1 d . . . . .
H11A H 1.135486 0.819830 0.832266 0.062 Uiso 1 1 calc R U . . .
H11B H 1.099529 0.691909 0.804925 0.062 Uiso 1 1 calc R U . . .
H11C H 1.009474 0.763898 0.843828 0.062 Uiso 1 1 calc R U . . .
C12 C 0.6772(3) 0.9491(2) 0.63972(13) 0.0308(6) Uani 1 1 d . . . . .
C13 C 0.8997(2) 0.4257(2) 0.92530(12) 0.0257(5) Uani 1 1 d . . . . .
C14 C 1.0226(3) 0.4348(2) 0.92325(13) 0.0315(6) Uani 1 1 d . . . . .
H14 H 1.052809 0.490873 0.895539 0.038 Uiso 1 1 calc R U . . .
C15 C 1.1005(3) 0.3605(2) 0.96235(14) 0.0344(6) Uani 1 1 d . . . . .
H15 H 1.184680 0.365542 0.961155 0.041 Uiso 1 1 calc R U . . .
C16 C 1.0567(3) 0.2788(2) 1.00326(14) 0.0359(7) Uani 1 1 d . . . . .
H16 H 1.110709 0.227998 1.029673 0.043 Uiso 1 1 calc R U . . .
C17 C 0.9346(3) 0.2719(2) 1.00536(14) 0.0364(7) Uani 1 1 d . . . . .
H17 H 0.904923 0.216786 1.033837 0.044 Uiso 1 1 calc R U . . .
C18 C 0.8545(3) 0.3446(2) 0.96626(14) 0.0329(6) Uani 1 1 d . . . . .
H18 H 0.770325 0.339142 0.967457 0.039 Uiso 1 1 calc R U . . .
C19 C 0.6990(2) 0.5232(2) 0.88834(14) 0.0306(6) Uani 1 1 d . . . . .
H19 H 0.650238 0.489550 0.917780 0.037 Uiso 1 1 calc R U . . .
C20 C 0.6657(2) 0.6036(2) 0.83921(13) 0.0280(5) Uani 1 1 d . . . . .
C21 C 0.5578(2) 0.6657(2) 0.81136(14) 0.0304(6) Uani 1 1 d . . . . .
H21 H 0.481851 0.653765 0.825807 0.036 Uiso 1 1 calc R U . . .
C22 C 0.4724(3) 0.8087(3) 0.73241(15) 0.0394(7) Uani 1 1 d . . . . .
H22A H 0.471803 0.802472 0.683893 0.047 Uiso 1 1 calc R U . . .
H22B H 0.488180 0.891330 0.744714 0.047 Uiso 1 1 calc R U . . .
C23 C 0.3493(3) 0.7781(4) 0.7472(2) 0.0690(12) Uani 1 1 d . . . . .
H23A H 0.290499 0.833490 0.724723 0.104 Uiso 1 1 calc R U . . .
H23B H 0.348324 0.781860 0.795133 0.104 Uiso 1 1 calc R U . . .
H23C H 0.328492 0.699044 0.731272 0.104 Uiso 1 1 calc R U . . .
C24 C 0.8179(2) 0.9321(2) 0.85563(14) 0.0301(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N3 1.939(2) . ?
Fe1 N4 2.001(2) . ?
Fe1 N5 1.952(2) . ?
Fe1 N8 1.948(2) . ?
Fe1 N9 1.989(2) . ?
Fe1 N10 1.946(2) . ?
S1 C12 1.644(3) . ?
S2 C24 1.643(3) . ?
N1 N2 1.362(3) . ?
N1 C1 1.432(3) . ?
N1 C7 1.364(3) . ?
N2 N3 1.307(3) . ?
N3 C8 1.372(3) . ?
N4 C9 1.291(3) . ?
N4 C10 1.471(3) . ?
N5 C12 1.164(3) . ?
N6 N7 1.356(3) . ?
N6 C13 1.438(3) . ?
N6 C19 1.359(3) . ?
N7 N8 1.310(3) . ?
N8 C20 1.372(3) . ?
N9 C21 1.286(3) . ?
N9 C22 1.472(3) . ?
N10 C24 1.168(3) . ?
C1 C2 1.395(4) . ?
C1 C6 1.391(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(4) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.370(4) . ?
C8 C9 1.451(4) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.524(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.390(4) . ?
C13 C18 1.393(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.390(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.379(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.373(4) . ?
C20 C21 1.448(4) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.496(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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
N3 Fe1 N4 80.90(9) . . ?
N3 Fe1 N5 90.74(9) . . ?
N3 Fe1 N8 90.17(9) . . ?
N3 Fe1 N9 94.25(9) . . ?
N3 Fe1 N10 174.24(9) . . ?
N5 Fe1 N4 88.21(9) . . ?
N5 Fe1 N9 93.71(9) . . ?
N8 Fe1 N4 97.30(9) . . ?
N8 Fe1 N5 174.49(10) . . ?
N8 Fe1 N9 80.80(9) . . ?
N9 Fe1 N4 174.82(9) . . ?
N10 Fe1 N4 93.47(9) . . ?
N10 Fe1 N5 90.31(10) . . ?
N10 Fe1 N8 89.33(9) . . ?
N10 Fe1 N9 91.33(9) . . ?
N2 N1 C1 119.5(2) . . ?
N2 N1 C7 111.2(2) . . ?
C7 N1 C1 129.3(2) . . ?
N3 N2 N1 105.7(2) . . ?
N2 N3 Fe1 134.76(18) . . ?
N2 N3 C8 110.9(2) . . ?
C8 N3 Fe1 114.33(17) . . ?
C9 N4 Fe1 115.53(18) . . ?
C9 N4 C10 117.9(2) . . ?
C10 N4 Fe1 126.46(17) . . ?
C12 N5 Fe1 178.3(2) . . ?
N7 N6 C13 119.0(2) . . ?
N7 N6 C19 111.6(2) . . ?
C19 N6 C13 129.4(2) . . ?
N8 N7 N6 105.7(2) . . ?
N7 N8 Fe1 135.50(18) . . ?
N7 N8 C20 110.6(2) . . ?
C20 N8 Fe1 113.77(17) . . ?
C21 N9 Fe1 116.29(18) . . ?
C21 N9 C22 120.6(2) . . ?
C22 N9 Fe1 123.13(18) . . ?
C24 N10 Fe1 173.3(2) . . ?
C2 C1 N1 119.7(2) . . ?
C6 C1 N1 119.4(2) . . ?
C6 C1 C2 120.9(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 120.9(3) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 H6 120.6 . . ?
C5 C6 C1 118.9(3) . . ?
C5 C6 H6 120.6 . . ?
N1 C7 H7 127.6 . . ?
N1 C7 C8 104.8(2) . . ?
C8 C7 H7 127.6 . . ?
N3 C8 C9 114.6(2) . . ?
C7 C8 N3 107.4(2) . . ?
C7 C8 C9 138.0(3) . . ?
N4 C9 C8 114.5(2) . . ?
N4 C9 H9 122.8 . . ?
C8 C9 H9 122.8 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
N4 C10 C11 110.8(2) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N5 C12 S1 178.6(3) . . ?
C14 C13 N6 119.8(2) . . ?
C14 C13 C18 121.1(2) . . ?
C18 C13 N6 119.1(2) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.9(3) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.7(3) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.7(3) . . ?
C18 C17 H17 119.6 . . ?
C13 C18 H18 120.6 . . ?
C17 C18 C13 118.9(3) . . ?
C17 C18 H18 120.6 . . ?
N6 C19 H19 127.7 . . ?
N6 C19 C20 104.6(2) . . ?
C20 C19 H19 127.7 . . ?
N8 C20 C19 107.4(2) . . ?
N8 C20 C21 114.8(2) . . ?
C19 C20 C21 137.8(3) . . ?
N9 C21 C20 114.2(2) . . ?
N9 C21 H21 122.9 . . ?
C20 C21 H21 122.9 . . ?
N9 C22 H22A 108.1 . . ?
N9 C22 H22B 108.1 . . ?
N9 C22 C23 117.0(3) . . ?
H22A C22 H22B 107.3 . . ?
C23 C22 H22A 108.1 . . ?
C23 C22 H22B 108.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N10 C24 S2 178.2(3) . . ?

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
Fe1 N3 C8 C7 -179.39(17) . . . . ?
Fe1 N3 C8 C9 2.8(3) . . . . ?
Fe1 N4 C9 C8 -3.9(3) . . . . ?
Fe1 N4 C10 C11 80.3(3) . . . . ?
Fe1 N8 C20 C19 -175.32(17) . . . . ?
Fe1 N8 C20 C21 4.5(3) . . . . ?
Fe1 N9 C21 C20 -0.9(3) . . . . ?
Fe1 N9 C22 C23 172.0(3) . . . . ?
N1 N2 N3 Fe1 179.89(18) . . . . ?
N1 N2 N3 C8 0.0(3) . . . . ?
N1 C1 C2 C3 179.7(2) . . . . ?
N1 C1 C6 C5 -179.9(2) . . . . ?
N1 C7 C8 N3 -0.8(3) . . . . ?
N1 C7 C8 C9 176.2(3) . . . . ?
N2 N1 C1 C2 -9.0(3) . . . . ?
N2 N1 C1 C6 169.8(2) . . . . ?
N2 N1 C7 C8 0.8(3) . . . . ?
N2 N3 C8 C7 0.5(3) . . . . ?
N2 N3 C8 C9 -177.3(2) . . . . ?
N3 C8 C9 N4 0.8(3) . . . . ?
N6 N7 N8 Fe1 174.89(18) . . . . ?
N6 N7 N8 C20 -1.0(3) . . . . ?
N6 C13 C14 C15 179.6(2) . . . . ?
N6 C13 C18 C17 -179.1(2) . . . . ?
N6 C19 C20 N8 -1.4(3) . . . . ?
N6 C19 C20 C21 178.9(3) . . . . ?
N7 N6 C13 C14 12.1(3) . . . . ?
N7 N6 C13 C18 -169.0(2) . . . . ?
N7 N6 C19 C20 0.8(3) . . . . ?
N7 N8 C20 C19 1.5(3) . . . . ?
N7 N8 C20 C21 -178.7(2) . . . . ?
N8 C20 C21 N9 -2.4(3) . . . . ?
C1 N1 N2 N3 -179.6(2) . . . . ?
C1 N1 C7 C8 179.8(2) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C2 C1 C6 C5 -1.1(4) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
C4 C5 C6 C1 0.0(4) . . . . ?
C6 C1 C2 C3 0.9(4) . . . . ?
C7 N1 N2 N3 -0.5(3) . . . . ?
C7 N1 C1 C2 172.0(3) . . . . ?
C7 N1 C1 C6 -9.1(4) . . . . ?
C7 C8 C9 N4 -176.1(3) . . . . ?
C9 N4 C10 C11 -104.3(3) . . . . ?
C10 N4 C9 C8 -179.8(2) . . . . ?
C13 N6 N7 N8 -179.1(2) . . . . ?
C13 N6 C19 C20 179.9(2) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C14 C13 C18 C17 -0.2(4) . . . . ?
C14 C15 C16 C17 -0.4(4) . . . . ?
C15 C16 C17 C18 0.9(4) . . . . ?
C16 C17 C18 C13 -0.6(4) . . . . ?
C18 C13 C14 C15 0.7(4) . . . . ?
C19 N6 N7 N8 0.1(3) . . . . ?
C19 N6 C13 C14 -166.9(3) . . . . ?
C19 N6 C13 C18 12.0(4) . . . . ?
C19 C20 C21 N9 177.4(3) . . . . ?
C21 N9 C22 C23 -9.3(4) . . . . ?
C22 N9 C21 C20 -179.7(2) . . . . ?

_olex2_exptl_crystal_mounting_method Fiber
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.315
_oxdiff_exptl_absorpt_empirical_full_min 0.804
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_296K
_database_code_depnum_ccdc_archive 'CCDC 2131329'
loop_
_audit_author_name
_audit_author_address
'Hiroaki Hagiwara'
;Gifu University
Japan
;
_audit_update_record             
;
2021-12-28 deposited with the CCDC.	2022-05-13 downloaded from the CCDC.
;
_audit_creation_date             2021-12-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
hagiwara@gifu-u.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 Fe N10 S2'
_chemical_formula_sum            'C24 H24 Fe N10 S2'
_chemical_formula_weight         572.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   10.8131(4)
_cell_length_b                   11.8013(5)
_cell_length_c                   21.8679(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.875(3)
_cell_angle_gamma                90
_cell_volume                     2749.19(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6679
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.3680
_cell_measurement_theta_min      2.0060
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.733
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96731
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'reddish orange'
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.253
_exptl_crystal_size_min          0.222
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.881
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            11936
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.753
_diffrn_reflns_theta_min         1.891
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 14.7059
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.881
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -80.00 100.00   0.50   10.00   0.00  20.00   0.00    --   360
  2  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00   0.00   94
  3  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00  90.00   94
  4  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 180.00   94
  5  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 270.00   94
;
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0608353000
_diffrn_orient_matrix_UB_12      -0.0072300000
_diffrn_orient_matrix_UB_13      -0.0074301000
_diffrn_orient_matrix_UB_21      -0.0084069000
_diffrn_orient_matrix_UB_22      -0.0596095000
_diffrn_orient_matrix_UB_23      -0.0003837000
_diffrn_orient_matrix_UB_31      -0.0257191000
_diffrn_orient_matrix_UB_32      0.0023768000
_diffrn_orient_matrix_UB_33      -0.0320787000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2844
_reflns_number_total             3793
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         3793
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0558P)²+0.8664P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1141
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.500000 0.52227(3) 0.250000 0.05782(13) Uani 1 2 d S T P . .
S1 S 0.37255(6) 0.77711(6) 0.07795(3) 0.0860(2) Uani 1 1 d . . . . .
N1 N 0.42761(12) 0.25964(11) 0.10833(6) 0.0511(3) Uani 1 1 d . . . . .
N2 N 0.38125(12) 0.31934(13) 0.15200(6) 0.0569(3) Uani 1 1 d . . . . .
N3 N 0.47273(12) 0.38270(13) 0.17965(6) 0.0567(3) Uani 1 1 d . . . . .
N4 N 0.68637(14) 0.49584(14) 0.22392(7) 0.0653(4) Uani 1 1 d . . . . .
N5 N 0.44252(18) 0.63828(17) 0.17977(8) 0.0833(5) Uani 1 1 d . . . . .
C1 C 0.34921(14) 0.18005(13) 0.07021(7) 0.0506(3) Uani 1 1 d . . . . .
C2 C 0.23044(18) 0.15785(19) 0.08147(10) 0.0745(5) Uani 1 1 d . . . . .
H2 H 0.200415 0.194175 0.113714 0.089 Uiso 1 1 calc R U . . .
C3 C 0.1563(2) 0.0809(2) 0.04429(11) 0.0864(6) Uani 1 1 d . . . . .
H3 H 0.075591 0.065872 0.051494 0.104 Uiso 1 1 calc R U . . .
C4 C 0.1996(2) 0.02686(18) -0.00276(11) 0.0796(6) Uani 1 1 d . . . . .
H4 H 0.149585 -0.026070 -0.026986 0.095 Uiso 1 1 calc R U . . .
C5 C 0.3160(2) 0.0507(2) -0.01402(11) 0.0883(7) Uani 1 1 d . . . . .
H5 H 0.345012 0.014729 -0.046644 0.106 Uiso 1 1 calc R U . . .
C6 C 0.39277(19) 0.1280(2) 0.02229(9) 0.0761(5) Uani 1 1 d . . . . .
H6 H 0.472567 0.144027 0.014152 0.091 Uiso 1 1 calc R U . . .
C7 C 0.54886(16) 0.28646(16) 0.10866(8) 0.0636(4) Uani 1 1 d . . . . .
H7 H 0.601644 0.257753 0.083009 0.076 Uiso 1 1 calc R U . . .
C8 C 0.57723(15) 0.36437(16) 0.15450(8) 0.0594(4) Uani 1 1 d . . . . .
C9 C 0.69098(17) 0.42716(18) 0.17997(9) 0.0704(5) Uani 1 1 d . . . . .
H9 H 0.764847 0.416864 0.164252 0.084 Uiso 1 1 calc R U . . .
C10 C 0.8023(2) 0.5571(2) 0.25030(11) 0.0876(7) Uani 1 1 d . . . . .
H10A H 0.782812 0.635875 0.256945 0.105 Uiso 1 1 calc R U . . .
H10B H 0.860983 0.554436 0.221388 0.105 Uiso 1 1 calc R U . . .
C11 C 0.8602(3) 0.5050(3) 0.30994(15) 0.1267(12) Uani 1 1 d . . . . .
H11A H 0.933796 0.546956 0.327443 0.190 Uiso 1 1 calc R U . . .
H11B H 0.882983 0.428050 0.302915 0.190 Uiso 1 1 calc R U . . .
H11C H 0.801201 0.506116 0.338136 0.190 Uiso 1 1 calc R U . . .
C12 C 0.41507(16) 0.69671(16) 0.13759(8) 0.0606(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N3 2.2386(14) . ?
Fe1 N3 2.2386(14) 2_655 ?
Fe1 N4 2.2087(16) 2_655 ?
Fe1 N4 2.2087(16) . ?
Fe1 N5 2.0716(18) . ?
Fe1 N5 2.0716(18) 2_655 ?
S1 C12 1.6147(19) . ?
N1 N2 1.3504(18) . ?
N1 C1 1.433(2) . ?
N1 C7 1.348(2) . ?
N2 N3 1.303(2) . ?
N3 C8 1.356(2) . ?
N4 C9 1.265(2) . ?
N4 C10 1.476(2) . ?
N5 C12 1.149(2) . ?
C1 C2 1.374(2) . ?
C1 C6 1.366(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.380(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.360(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.353(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.356(2) . ?
C8 C9 1.462(2) . ?
C9 H9 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.480(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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
N3 Fe1 N3 85.25(7) 2_655 . ?
N4 Fe1 N3 93.16(5) 2_655 . ?
N4 Fe1 N3 74.75(5) . . ?
N4 Fe1 N3 93.16(5) . 2_655 ?
N4 Fe1 N3 74.76(5) 2_655 2_655 ?
N4 Fe1 N4 163.76(9) 2_655 . ?
N5 Fe1 N3 169.46(7) . 2_655 ?
N5 Fe1 N3 89.39(7) . . ?
N5 Fe1 N3 89.39(7) 2_655 2_655 ?
N5 Fe1 N3 169.46(7) 2_655 . ?
N5 Fe1 N4 94.18(7) . . ?
N5 Fe1 N4 94.18(7) 2_655 2_655 ?
N5 Fe1 N4 96.53(7) . 2_655 ?
N5 Fe1 N4 96.53(7) 2_655 . ?
N5 Fe1 N5 97.27(11) 2_655 . ?
N2 N1 C1 119.94(13) . . ?
C7 N1 N2 110.65(13) . . ?
C7 N1 C1 129.41(14) . . ?
N3 N2 N1 106.45(12) . . ?
N2 N3 Fe1 137.83(11) . . ?
N2 N3 C8 109.84(13) . . ?
C8 N3 Fe1 112.05(11) . . ?
C9 N4 Fe1 116.32(12) . . ?
C9 N4 C10 117.99(17) . . ?
C10 N4 Fe1 125.54(14) . . ?
C12 N5 Fe1 174.24(18) . . ?
C2 C1 N1 119.91(15) . . ?
C6 C1 N1 119.59(15) . . ?
C6 C1 C2 120.50(16) . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.10(19) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.9(2) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.1(2) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 118.90(19) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
N1 C7 H7 127.5 . . ?
N1 C7 C8 105.05(15) . . ?
C8 C7 H7 127.5 . . ?
N3 C8 C7 108.02(15) . . ?
N3 C8 C9 118.02(15) . . ?
C7 C8 C9 133.96(16) . . ?
N4 C9 C8 118.30(16) . . ?
N4 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
N4 C10 H10A 109.6 . . ?
N4 C10 H10B 109.6 . . ?
N4 C10 C11 110.1(2) . . ?
H10A C10 H10B 108.2 . . ?
C11 C10 H10A 109.6 . . ?
C11 C10 H10B 109.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N5 C12 S1 178.3(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N3 C8 C7 -174.43(12) . . . . ?
Fe1 N3 C8 C9 5.7(2) . . . . ?
Fe1 N4 C9 C8 -5.5(3) . . . . ?
Fe1 N4 C10 C11 82.3(3) . . . . ?
N1 N2 N3 Fe1 172.83(12) . . . . ?
N1 N2 N3 C8 -0.16(19) . . . . ?
N1 C1 C2 C3 -179.99(19) . . . . ?
N1 C1 C6 C5 179.70(19) . . . . ?
N1 C7 C8 N3 -0.6(2) . . . . ?
N1 C7 C8 C9 179.2(2) . . . . ?
N2 N1 C1 C2 -5.3(2) . . . . ?
N2 N1 C1 C6 173.79(16) . . . . ?
N2 N1 C7 C8 0.5(2) . . . . ?
N2 N3 C8 C7 0.5(2) . . . . ?
N2 N3 C8 C9 -179.33(16) . . . . ?
N3 C8 C9 N4 -0.4(3) . . . . ?
C1 N1 N2 N3 179.08(13) . . . . ?
C1 N1 C7 C8 -178.71(15) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C2 C1 C6 C5 -1.2(3) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C3 C4 C5 C6 1.1(4) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
C6 C1 C2 C3 0.9(3) . . . . ?
C7 N1 N2 N3 -0.25(19) . . . . ?
C7 N1 C1 C2 173.90(19) . . . . ?
C7 N1 C1 C6 -7.0(3) . . . . ?
C7 C8 C9 N4 179.9(2) . . . . ?
C9 N4 C10 C11 -102.3(3) . . . . ?
C10 N4 C9 C8 178.70(19) . . . . ?

_olex2_exptl_crystal_mounting_method Fiber
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.101
_oxdiff_exptl_absorpt_empirical_full_min 0.944
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_230K
_database_code_depnum_ccdc_archive 'CCDC 2131328'
loop_
_audit_author_name
_audit_author_address
'Hiroaki Hagiwara'
;Gifu University
Japan
;
_audit_update_record             
;
2021-12-28 deposited with the CCDC.	2022-05-13 downloaded from the CCDC.
;
_audit_creation_date             2021-12-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
hagiwara@gifu-u.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 Fe N10 S2'
_chemical_formula_sum            'C24 H24 Fe N10 S2'
_chemical_formula_weight         572.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   10.7423(3)
_cell_length_b                   11.7166(4)
_cell_length_c                   21.8606(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.702(3)
_cell_angle_gamma                90
_cell_volume                     2712.09(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7451
_cell_measurement_temperature    230(2)
_cell_measurement_theta_max      30.8080
_cell_measurement_theta_min      2.0280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'reddish orange'
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.304
_exptl_crystal_size_mid          0.283
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0144
_diffrn_reflns_av_unetI/netI     0.0147
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.896
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            11752
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.926
_diffrn_reflns_theta_min         2.593
_diffrn_ambient_temperature      230(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 14.7059
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -80.00 100.00   0.50   10.00   0.00  20.00   0.00    --   360
  2  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00   0.00   94
  3  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00  90.00   94
  4  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 180.00   94
  5  ω    -19.50  27.50   0.50   10.00    --   20.00  90.00 270.00   94
;
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0217562000
_diffrn_orient_matrix_UB_12      -0.0497674000
_diffrn_orient_matrix_UB_13      -0.0133645000
_diffrn_orient_matrix_UB_21      0.0181864000
_diffrn_orient_matrix_UB_22      -0.0237630000
_diffrn_orient_matrix_UB_23      0.0300181000
_diffrn_orient_matrix_UB_31      -0.0606935000
_diffrn_orient_matrix_UB_32      -0.0249630000
_diffrn_orient_matrix_UB_33      -0.0018994000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3156
_reflns_number_total             3863
_reflns_odcompleteness_completeness 89.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.86
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         3863
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0508P)²+1.1327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.1034
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.500000 0.52414(3) 0.250000 0.04507(11) Uani 1 2 d S T P . .
S1 S 0.37171(5) 0.77891(5) 0.07702(2) 0.06559(15) Uani 1 1 d . . . . .
N1 N 0.42779(10) 0.26068(10) 0.10858(5) 0.0401(2) Uani 1 1 d . . . . .
N2 N 0.38112(11) 0.32054(12) 0.15240(6) 0.0442(3) Uani 1 1 d . . . . .
N3 N 0.47314(11) 0.38458(11) 0.18004(6) 0.0441(3) Uani 1 1 d . . . . .
N4 N 0.68727(12) 0.49841(12) 0.22406(6) 0.0498(3) Uani 1 1 d . . . . .
N5 N 0.44258(16) 0.64077(15) 0.17997(8) 0.0653(4) Uani 1 1 d . . . . .
C1 C 0.34915(12) 0.18076(12) 0.07037(6) 0.0399(3) Uani 1 1 d . . . . .
C2 C 0.22926(15) 0.15819(17) 0.08186(9) 0.0602(4) Uani 1 1 d . . . . .
H2 H 0.198510 0.194895 0.114528 0.072 Uiso 1 1 calc R U . . .
C3 C 0.15521(17) 0.08066(18) 0.04449(11) 0.0697(5) Uani 1 1 d . . . . .
H3 H 0.073205 0.064842 0.051811 0.084 Uiso 1 1 calc R U . . .
C4 C 0.19916(18) 0.02661(15) -0.00293(10) 0.0624(5) Uani 1 1 d . . . . .
H4 H 0.148263 -0.026819 -0.027661 0.075 Uiso 1 1 calc R U . . .
C5 C 0.3169(2) 0.05059(19) -0.01409(10) 0.0701(5) Uani 1 1 d . . . . .
H5 H 0.347025 0.013758 -0.046888 0.084 Uiso 1 1 calc R U . . .
C6 C 0.39332(16) 0.12885(18) 0.02232(8) 0.0622(5) Uani 1 1 d . . . . .
H6 H 0.474345 0.145875 0.014020 0.075 Uiso 1 1 calc R U . . .
C7 C 0.55021(13) 0.28766(14) 0.10865(8) 0.0490(3) Uani 1 1 d . . . . .
H7 H 0.603953 0.258449 0.082669 0.059 Uiso 1 1 calc R U . . .
C8 C 0.57843(13) 0.36639(13) 0.15463(7) 0.0462(3) Uani 1 1 d . . . . .
C9 C 0.69252(14) 0.42965(15) 0.18006(8) 0.0542(4) Uani 1 1 d . . . . .
H9 H 0.767779 0.419503 0.164137 0.065 Uiso 1 1 calc R U . . .
C10 C 0.80345(17) 0.56033(19) 0.25061(9) 0.0661(5) Uani 1 1 d . . . . .
H10A H 0.783454 0.640592 0.257030 0.079 Uiso 1 1 calc R U . . .
H10B H 0.863882 0.557301 0.221701 0.079 Uiso 1 1 calc R U . . .
C11 C 0.8608(2) 0.5076(3) 0.31119(12) 0.0938(8) Uani 1 1 d . . . . .
H11A H 0.935329 0.550396 0.329162 0.141 Uiso 1 1 calc R U . . .
H11B H 0.884293 0.429252 0.304359 0.141 Uiso 1 1 calc R U . . .
H11C H 0.799960 0.508904 0.339318 0.141 Uiso 1 1 calc R U . . .
C12 C 0.41449(14) 0.69890(14) 0.13727(8) 0.0477(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N3 2.2244(13) 2_655 ?
Fe1 N3 2.2244(13) . ?
Fe1 N4 2.2009(13) . ?
Fe1 N4 2.2009(13) 2_655 ?
Fe1 N5 2.0671(16) . ?
Fe1 N5 2.0671(16) 2_655 ?
S1 C12 1.6189(17) . ?
N1 N2 1.3502(17) . ?
N1 C1 1.4319(18) . ?
N1 C7 1.3523(17) . ?
N2 N3 1.3052(17) . ?
N3 C8 1.3583(18) . ?
N4 C9 1.263(2) . ?
N4 C10 1.475(2) . ?
N5 C12 1.154(2) . ?
C1 C2 1.379(2) . ?
C1 C6 1.366(2) . ?
C2 H2 0.9400 . ?
C2 C3 1.381(2) . ?
C3 H3 0.9400 . ?
C3 C4 1.365(3) . ?
C4 H4 0.9400 . ?
C4 C5 1.357(3) . ?
C5 H5 0.9400 . ?
C5 C6 1.389(3) . ?
C6 H6 0.9400 . ?
C7 H7 0.9400 . ?
C7 C8 1.360(2) . ?
C8 C9 1.460(2) . ?
C9 H9 0.9400 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 C11 1.497(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Fe1 N3 85.36(7) . 2_655 ?
N4 Fe1 N3 93.33(5) . 2_655 ?
N4 Fe1 N3 74.96(5) . . ?
N4 Fe1 N3 74.96(5) 2_655 2_655 ?
N4 Fe1 N3 93.34(5) 2_655 . ?
N4 Fe1 N4 164.26(8) . 2_655 ?
N5 Fe1 N3 169.46(6) . 2_655 ?
N5 Fe1 N3 89.36(6) . . ?
N5 Fe1 N3 169.46(6) 2_655 . ?
N5 Fe1 N3 89.36(6) 2_655 2_655 ?
N5 Fe1 N4 96.30(6) 2_655 . ?
N5 Fe1 N4 94.09(6) . . ?
N5 Fe1 N4 94.09(6) 2_655 2_655 ?
N5 Fe1 N4 96.30(6) . 2_655 ?
N5 Fe1 N5 97.24(10) 2_655 . ?
N2 N1 C1 120.03(11) . . ?
N2 N1 C7 110.79(12) . . ?
C7 N1 C1 129.17(12) . . ?
N3 N2 N1 106.51(11) . . ?
N2 N3 Fe1 137.83(9) . . ?
N2 N3 C8 109.78(12) . . ?
C8 N3 Fe1 112.09(9) . . ?
C9 N4 Fe1 116.33(10) . . ?
C9 N4 C10 118.02(14) . . ?
C10 N4 Fe1 125.50(11) . . ?
C12 N5 Fe1 173.75(15) . . ?
C2 C1 N1 119.77(13) . . ?
C6 C1 N1 119.50(13) . . ?
C6 C1 C2 120.72(15) . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.76(17) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.07(17) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.51(17) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.84(19) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 119.09(17) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
N1 C7 H7 127.6 . . ?
N1 C7 C8 104.77(12) . . ?
C8 C7 H7 127.6 . . ?
N3 C8 C7 108.13(13) . . ?
N3 C8 C9 117.92(13) . . ?
C7 C8 C9 133.94(14) . . ?
N4 C9 C8 118.12(14) . . ?
N4 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
N4 C10 H10A 109.7 . . ?
N4 C10 H10B 109.7 . . ?
N4 C10 C11 109.87(17) . . ?
H10A C10 H10B 108.2 . . ?
C11 C10 H10A 109.7 . . ?
C11 C10 H10B 109.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N5 C12 S1 178.58(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N3 C8 C7 -174.47(11) . . . . ?
Fe1 N3 C8 C9 5.87(18) . . . . ?
Fe1 N4 C9 C8 -5.5(2) . . . . ?
Fe1 N4 C10 C11 81.7(2) . . . . ?
N1 N2 N3 Fe1 172.75(11) . . . . ?
N1 N2 N3 C8 -0.17(17) . . . . ?
N1 C1 C2 C3 -179.88(17) . . . . ?
N1 C1 C6 C5 179.35(17) . . . . ?
N1 C7 C8 N3 -0.46(18) . . . . ?
N1 C7 C8 C9 179.12(18) . . . . ?
N2 N1 C1 C2 -5.4(2) . . . . ?
N2 N1 C1 C6 173.72(15) . . . . ?
N2 N1 C7 C8 0.37(18) . . . . ?
N2 N3 C8 C7 0.40(19) . . . . ?
N2 N3 C8 C9 -179.25(14) . . . . ?
N3 C8 C9 N4 -0.4(3) . . . . ?
C1 N1 N2 N3 179.25(12) . . . . ?
C1 N1 C7 C8 -178.94(14) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C1 C6 C5 -1.6(3) . . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
C6 C1 C2 C3 1.0(3) . . . . ?
C7 N1 N2 N3 -0.13(17) . . . . ?
C7 N1 C1 C2 173.88(17) . . . . ?
C7 N1 C1 C6 -7.0(2) . . . . ?
C7 C8 C9 N4 -179.95(19) . . . . ?
C9 N4 C10 C11 -103.0(2) . . . . ?
C10 N4 C9 C8 178.66(16) . . . . ?

_olex2_exptl_crystal_mounting_method Fiber
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.113
_oxdiff_exptl_absorpt_empirical_full_min 0.934
_exptl_crystal_preparation       'Magnetic properties'
