# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

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

data_shi_4730_ilgu
_database_code_depnum_ccdc_archive 'CCDC 2161994'
loop_
_audit_author_name
_audit_author_address
'Ilya Guralskiy'
;Taras Shevchenko National University of Kyiv
Ukraine
;
_audit_update_record             
;
2022-03-25 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;
_audit_creation_date             2020-09-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H14 B2 Fe N18, 2(C H Cl3)'
_chemical_formula_sum            'C14 H16 B2 Cl6 Fe N18'
_chemical_formula_weight         726.62
_chemical_melting_point          ?
_chemical_oxdiff_formula         C15H15N12B1Fe1Cl3
_chemical_oxdiff_usercomment     HO-404CHCl3
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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                   8.2460(4)
_cell_length_b                   12.1991(4)
_cell_length_c                   14.6014(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.973(4)
_cell_angle_gamma                90
_cell_volume                     1412.11(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3810
_cell_measurement_temperature    180.00(14)
_cell_measurement_theta_max      28.4840
_cell_measurement_theta_min      2.2070
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.847
_exptl_absorpt_coefficient_mu    1.147
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89110
_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            'clear light red'
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.875
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9532
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.907
_diffrn_reflns_theta_min         2.212
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0797
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00   0.00   1.00  125.00    --  -20.11 110.00  55.00   69
  2  ω     -2.00  73.00   1.00  125.00    --   22.22-110.00 -39.00   75
  3  ω    -95.00 -69.00   1.00  125.00    --  -20.11-178.00  90.00   26
  4  ω    -33.00  -7.00   1.00  125.00    --  -20.11 -77.00 150.00   26
  5  ω    -50.00   2.00   1.00  125.00    --  -20.11  38.00 -90.00   52
  6  ω     21.00  52.00   1.00  125.00    --  -20.11  38.00 -90.00   31
  7  ω     -1.00  90.00   1.00  125.00    --   22.22  57.00 150.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0101215000
_diffrn_orient_matrix_UB_12      -0.0563568000
_diffrn_orient_matrix_UB_13      -0.0089699000
_diffrn_orient_matrix_UB_21      -0.0885132000
_diffrn_orient_matrix_UB_22      -0.0076484000
_diffrn_orient_matrix_UB_23      -0.0104977000
_diffrn_orient_matrix_UB_31      -0.0085059000
_diffrn_orient_matrix_UB_32      0.0120454000
_diffrn_orient_matrix_UB_33      -0.0486238000
_diffrn_oxdiff_digest_frames     
;
01c127d97795453e5699317a2692ba20be003889522
;
_diffrn_oxdiff_digest_hkl        
;
01379af3ea8ebb51e6dfa1b02a51161b023ef0
;
_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                2740
_reflns_number_total             3251
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.721
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3251
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.047
_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)+(0.0245P)²+1.7120P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0802
_refine_ls_wR_factor_ref         0.0848
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 B1-H1
 1.1 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C7(H7)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C6(H6), C5(H5), C2(H2), C1(H1A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 1.000000 0.500000 0.500000 0.01417(11) Uani 1 2 d S T P . .
Cl2 Cl 0.13117(10) 0.09815(6) 0.65488(6) 0.0475(2) Uani 1 1 d . . . . .
Cl1 Cl 0.47945(11) 0.15799(8) 0.68290(6) 0.0587(2) Uani 1 1 d . . . . .
Cl3 Cl 0.28193(19) 0.08223(7) 0.49949(6) 0.0833(4) Uani 1 1 d . . . . .
N5 N 0.8930(2) 0.35657(15) 0.46655(13) 0.0184(4) Uani 1 1 d . . . . .
N6 N 0.8764(3) 0.29515(17) 0.39079(14) 0.0252(4) Uani 1 1 d . . . . .
B1 B 0.8280(3) 0.3622(2) 0.62350(18) 0.0204(5) Uani 1 1 d D . . . .
C4 C 0.7641(3) 0.20749(19) 0.49142(17) 0.0243(5) Uani 1 1 d . . . . .
H4 H 0.711060 0.154545 0.518836 0.029 Uiso 1 1 calc R . . . .
C7 C 0.2783(4) 0.1563(2) 0.60220(19) 0.0406(7) Uani 1 1 d . . . . .
H7 H 0.244266 0.231947 0.583779 0.049 Uiso 1 1 calc R . . . .
C3 C 0.7965(3) 0.2026(2) 0.40479(18) 0.0288(6) Uani 1 1 d . . . . .
H3 H 0.768089 0.144563 0.362053 0.035 Uiso 1 1 calc R . . . .
N4 N 0.8246(2) 0.30456(15) 0.52882(13) 0.0189(4) Uani 1 1 d . . . . .
N7 N 0.7431(2) 0.47454(15) 0.59743(12) 0.0184(4) Uani 1 1 d . . . . .
N8 N 0.8080(2) 0.54383(15) 0.54482(12) 0.0177(4) Uani 1 1 d . . . . .
N9 N 0.7233(2) 0.63629(16) 0.53254(14) 0.0225(4) Uani 1 1 d . . . . .
C6 C 0.6125(3) 0.5246(2) 0.61828(16) 0.0239(5) Uani 1 1 d . . . . .
H6 H 0.543475 0.495922 0.653131 0.029 Uiso 1 1 calc R . . . .
C5 C 0.6019(3) 0.6257(2) 0.57808(17) 0.0266(5) Uani 1 1 d . . . . .
H5 H 0.523400 0.679229 0.581369 0.032 Uiso 1 1 calc R . . . .
N1 N 1.0155(2) 0.38458(16) 0.67453(13) 0.0195(4) Uani 1 1 d . . . . .
N2 N 1.1071(2) 0.44308(16) 0.62787(13) 0.0183(4) Uani 1 1 d . . . . .
N3 N 1.2630(2) 0.45190(18) 0.68141(13) 0.0245(4) Uani 1 1 d . . . . .
C2 C 1.1164(3) 0.3549(2) 0.75982(16) 0.0263(5) Uani 1 1 d . . . . .
H2 H 1.086962 0.313982 0.806541 0.032 Uiso 1 1 calc R . . . .
C1 C 1.2714(3) 0.3976(2) 0.76357(17) 0.0304(6) Uani 1 1 d . . . . .
H1A H 1.367572 0.390494 0.814513 0.036 Uiso 1 1 calc R . . . .
H1 H 0.764(3) 0.3152(18) 0.6673(15) 0.020(6) Uiso 1 1 d 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 N5 1.9600(19) 3_766 ?
Fe1 N5 1.9600(19) . ?
Fe1 N8 1.9468(18) . ?
Fe1 N8 1.9468(18) 3_766 ?
Fe1 N2 1.9597(18) 3_766 ?
Fe1 N2 1.9597(18) . ?
Cl2 C7 1.755(3) . ?
Cl1 C7 1.751(3) . ?
Cl3 C7 1.758(3) . ?
N5 N6 1.312(3) . ?
N5 N4 1.353(2) . ?
N6 C3 1.351(3) . ?
B1 N4 1.544(3) . ?
B1 N7 1.539(3) . ?
B1 N1 1.545(3) . ?
B1 H1 1.094(16) . ?
C4 H4 0.9300 . ?
C4 C3 1.364(3) . ?
C4 N4 1.341(3) . ?
C7 H7 0.9800 . ?
C3 H3 0.9300 . ?
N7 N8 1.348(3) . ?
N7 C6 1.344(3) . ?
N8 N9 1.313(3) . ?
N9 C5 1.352(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.358(4) . ?
C5 H5 0.9300 . ?
N1 N2 1.352(2) . ?
N1 C2 1.343(3) . ?
N2 N3 1.312(3) . ?
N3 C1 1.355(3) . ?
C2 H2 0.9300 . ?
C2 C1 1.367(4) . ?
C1 H1A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 Fe1 N5 180.0 . 3_766 ?
N8 Fe1 N5 88.68(8) 3_766 3_766 ?
N8 Fe1 N5 91.32(8) . 3_766 ?
N8 Fe1 N5 88.68(8) . . ?
N8 Fe1 N5 91.32(8) 3_766 . ?
N8 Fe1 N8 180.0 . 3_766 ?
N8 Fe1 N2 88.40(7) 3_766 3_766 ?
N8 Fe1 N2 91.60(8) 3_766 . ?
N8 Fe1 N2 88.40(7) . . ?
N8 Fe1 N2 91.60(8) . 3_766 ?
N2 Fe1 N5 88.57(8) 3_766 3_766 ?
N2 Fe1 N5 91.43(8) 3_766 . ?
N2 Fe1 N5 91.43(8) . 3_766 ?
N2 Fe1 N5 88.57(8) . . ?
N2 Fe1 N2 180.00(6) 3_766 . ?
N6 N5 Fe1 130.94(15) . . ?
N6 N5 N4 109.45(18) . . ?
N4 N5 Fe1 119.59(14) . . ?
N5 N6 C3 106.97(19) . . ?
N4 B1 N1 106.36(18) . . ?
N4 B1 H1 113.1(13) . . ?
N7 B1 N4 106.80(18) . . ?
N7 B1 N1 106.77(19) . . ?
N7 B1 H1 110.6(13) . . ?
N1 B1 H1 112.8(13) . . ?
C3 C4 H4 127.2 . . ?
N4 C4 H4 127.2 . . ?
N4 C4 C3 105.7(2) . . ?
Cl2 C7 Cl3 109.99(17) . . ?
Cl2 C7 H7 108.7 . . ?
Cl1 C7 Cl2 110.54(15) . . ?
Cl1 C7 Cl3 110.16(18) . . ?
Cl1 C7 H7 108.7 . . ?
Cl3 C7 H7 108.7 . . ?
N6 C3 C4 109.4(2) . . ?
N6 C3 H3 125.3 . . ?
C4 C3 H3 125.3 . . ?
N5 N4 B1 118.69(18) . . ?
C4 N4 N5 108.51(18) . . ?
C4 N4 B1 132.80(19) . . ?
N8 N7 B1 118.32(17) . . ?
C6 N7 B1 133.43(19) . . ?
C6 N7 N8 108.23(19) . . ?
N7 N8 Fe1 120.44(14) . . ?
N9 N8 Fe1 129.90(15) . . ?
N9 N8 N7 109.67(17) . . ?
N8 N9 C5 106.79(19) . . ?
N7 C6 H6 127.0 . . ?
N7 C6 C5 106.0(2) . . ?
C5 C6 H6 127.0 . . ?
N9 C5 C6 109.3(2) . . ?
N9 C5 H5 125.3 . . ?
C6 C5 H5 125.3 . . ?
N2 N1 B1 118.32(17) . . ?
C2 N1 B1 133.00(19) . . ?
C2 N1 N2 108.66(19) . . ?
N1 N2 Fe1 119.95(14) . . ?
N3 N2 Fe1 130.50(15) . . ?
N3 N2 N1 109.55(17) . . ?
N2 N3 C1 106.91(19) . . ?
N1 C2 H2 127.2 . . ?
N1 C2 C1 105.6(2) . . ?
C1 C2 H2 127.2 . . ?
N3 C1 C2 109.3(2) . . ?
N3 C1 H1A 125.3 . . ?
C2 C1 H1A 125.3 . . ?

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 N5 N6 C3 178.26(17) . . . . ?
Fe1 N5 N4 B1 2.0(3) . . . . ?
Fe1 N5 N4 C4 -178.21(15) . . . . ?
Fe1 N8 N9 C5 -179.82(16) . . . . ?
Fe1 N2 N3 C1 179.98(18) . . . . ?
N5 N6 C3 C4 -0.2(3) . . . . ?
N6 N5 N4 B1 -179.45(19) . . . . ?
N6 N5 N4 C4 0.3(2) . . . . ?
B1 N7 N8 Fe1 1.9(2) . . . . ?
B1 N7 N8 N9 -177.85(18) . . . . ?
B1 N7 C6 C5 177.3(2) . . . . ?
B1 N1 N2 Fe1 1.5(3) . . . . ?
B1 N1 N2 N3 -178.8(2) . . . . ?
B1 N1 C2 C1 178.4(2) . . . . ?
C3 C4 N4 N5 -0.4(3) . . . . ?
C3 C4 N4 B1 179.3(2) . . . . ?
N4 N5 N6 C3 -0.1(2) . . . . ?
N4 B1 N7 N8 -57.8(2) . . . . ?
N4 B1 N7 C6 124.4(2) . . . . ?
N4 B1 N1 N2 56.2(3) . . . . ?
N4 B1 N1 C2 -121.8(3) . . . . ?
N4 C4 C3 N6 0.4(3) . . . . ?
N7 B1 N4 N5 55.4(2) . . . . ?
N7 B1 N4 C4 -124.4(3) . . . . ?
N7 B1 N1 N2 -57.5(2) . . . . ?
N7 B1 N1 C2 124.5(3) . . . . ?
N7 N8 N9 C5 -0.1(2) . . . . ?
N7 C6 C5 N9 0.7(3) . . . . ?
N8 N7 C6 C5 -0.7(2) . . . . ?
N8 N9 C5 C6 -0.4(3) . . . . ?
C6 N7 N8 Fe1 -179.73(14) . . . . ?
C6 N7 N8 N9 0.5(2) . . . . ?
N1 B1 N4 N5 -58.4(2) . . . . ?
N1 B1 N4 C4 121.9(3) . . . . ?
N1 B1 N7 N8 55.7(2) . . . . ?
N1 B1 N7 C6 -122.1(2) . . . . ?
N1 N2 N3 C1 0.3(3) . . . . ?
N1 C2 C1 N3 -0.1(3) . . . . ?
N2 N1 C2 C1 0.3(3) . . . . ?
N2 N3 C1 C2 -0.1(3) . . . . ?
C2 N1 N2 Fe1 179.92(16) . . . . ?
C2 N1 N2 N3 -0.4(3) . . . . ?

_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 1.188
_oxdiff_exptl_absorpt_empirical_full_min 0.786
####################################################################### 
# 
# 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_shi_5192_ilgu_autored
_database_code_depnum_ccdc_archive 'CCDC 2161996'
loop_
_audit_author_name
_audit_author_address
'Ilya Guralskiy'
;Taras Shevchenko National University of Kyiv
Ukraine
;
_audit_update_record             
;
2022-05-08 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;
_audit_creation_date             2022-04-25
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2022.04.21 svn.rca3783a0 for OlexSys, GUI svn.r6444)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H14 B2 Fe1 N18, 7(C2 H6 O S)'
_chemical_formula_sum            'C26 H56 B2 Fe N18 O7 S7'
_chemical_formula_weight         1034.77
_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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c'
_space_group_name_Hall           '-R 3 2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'

_cell_length_a                   13.3415(3)
_cell_length_b                   13.3415(3)
_cell_length_c                   48.9618(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7547.4(4)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    3237
_cell_measurement_temperature    159.9(2)
_cell_measurement_theta_max      28.6160
_cell_measurement_theta_min      1.9640
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.950
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93770
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear intense red'
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3252
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_limit_l_min       -65
_diffrn_reflns_number            10071
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.875
_diffrn_reflns_theta_min         1.949
_diffrn_ambient_temperature      159.9(2)
_diffrn_detector_area_resol_mean 16.1593
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.910
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  35.00   1.00  100.00    --   22.22  77.00 -30.00   35
  2  ω     18.00  88.00   1.00  100.00    --   22.22  57.00  60.00   70
  3  ω    -37.00  87.00   1.00  100.00    --   22.22   0.00  60.00  124
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1677
_reflns_number_total             2021
_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 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2021
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.060
_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)+(0.0435P)²+19.4875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1088
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 B1-H1A
 1.1 with sigma of 0.02
3. Others
 Fixed Sof: S1A(0.83) O1B(0.17) H3AA(0.83) H3AB(0.83) H3AC(0.83) H3BD(0.17)
 H3BE(0.17) H3BF(0.17) H4AA(0.83) H4AB(0.83) H4AC(0.83) H4BD(0.17) H4BE(0.17)
 H4BF(0.17) S1B(0.17) O1A(0.83) S2(0.16667) O2(0.16667) C5(0.33335)
 H5A(0.33335) H5B(0.33335) H5C(0.33335)
4.a Ternary CH refined with riding coordinates and stretchable bonds:
 B1(H1A)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2)
4.c Idealised Me refined as rotating group:
 C3(H3AA,H3AB,H3AC), C3(H3BD,H3BE,H3BF), C4(H4AA,H4AB,H4AC), C4(H4BD,H4BE,
 H4BF), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 1.000000 1.000000 0.500000 0.01702(17) Uani 1 6 d S T P . .
S1A S 0.39830(7) 0.42924(8) 0.52678(2) 0.0518(3) Uani 0.83 1 d . . P A 1
N1 N 0.89556(14) 0.89018(14) 0.55157(3) 0.0233(4) Uani 1 1 d . . . . .
N2 N 0.88275(14) 0.88086(14) 0.52403(3) 0.0215(3) Uani 1 1 d . . . . .
N3 N 0.78758(15) 0.78378(15) 0.51800(3) 0.0282(4) Uani 1 1 d . . . . .
C1 C 0.7390(2) 0.72975(19) 0.54196(5) 0.0346(5) Uani 1 1 d . . . . .
H1 H 0.669200 0.657764 0.543727 0.042 Uiso 1 1 calc R U . . .
O1B O 0.476(3) 0.559(2) 0.5414(6) 0.072(9) Uani 0.17 1 d . . P A 2
C2 C 0.80697(19) 0.79593(19) 0.56313(4) 0.0311(5) Uani 1 1 d . . . . .
H2 H 0.794228 0.778831 0.582074 0.037 Uiso 1 1 calc R U . . .
B1 B 1.000000 1.000000 0.56354(8) 0.0237(7) Uani 1 3 d DS T P . .
H1A H 1.00000(2) 1.00001(2) 0.5860(4) 0.028 Uiso 1 3 calc DR U P . .
C3 C 0.2978(3) 0.3111(3) 0.54621(7) 0.0739(10) Uani 1 1 d . . . . .
H3AA H 0.239113 0.252811 0.534097 0.111 Uiso 0.83 1 calc R U P A 1
H3AB H 0.260374 0.337249 0.559369 0.111 Uiso 0.83 1 calc R U P A 1
H3AC H 0.337711 0.277166 0.556023 0.111 Uiso 0.83 1 calc R U P A 1
H3BD H 0.313741 0.293659 0.564609 0.111 Uiso 0.17 1 calc R U P A 2
H3BE H 0.336935 0.288292 0.532718 0.111 Uiso 0.17 1 calc R U P A 2
H3BF H 0.214172 0.268115 0.542869 0.111 Uiso 0.17 1 calc R U P A 2
C4 C 0.3026(3) 0.4764(3) 0.51403(7) 0.0739(10) Uani 1 1 d . . . . .
H4AA H 0.274135 0.502824 0.529281 0.111 Uiso 0.83 1 calc R U P A 1
H4AB H 0.237011 0.411852 0.504740 0.111 Uiso 0.83 1 calc R U P A 1
H4AC H 0.344381 0.540139 0.501118 0.111 Uiso 0.83 1 calc R U P A 1
H4BD H 0.360710 0.491051 0.499987 0.111 Uiso 0.17 1 calc R U P A 2
H4BE H 0.290488 0.542865 0.515242 0.111 Uiso 0.17 1 calc R U P A 2
H4BF H 0.229552 0.406979 0.509207 0.111 Uiso 0.17 1 calc R U P A 2
S1B S 0.3477(4) 0.4567(4) 0.54347(8) 0.0506(10) Uani 0.17 1 d . . P A 2
O1A O 0.4780(7) 0.5170(5) 0.54750(13) 0.0804(18) Uani 0.83 1 d . . P A 1
S2 S 0.7164(7) 0.4083(7) 0.56156(16) 0.094(2) Uani 0.1667 1 d . . P B -1
O2 O 0.651(10) 0.325(5) 0.5403(4) 0.189(19) Uani 0.1667 1 d . . P B -1
C5 C 0.645(4) 0.431(3) 0.5812(9) 0.133(12) Uani 0.3334 1 d . . P B -1
H5A H 0.601623 0.460336 0.571348 0.200 Uiso 0.3334 1 calc R U P B -1
H5B H 0.696115 0.488083 0.594648 0.200 Uiso 0.3334 1 calc R U P B -1
H5C H 0.591595 0.358580 0.590527 0.200 Uiso 0.3334 1 calc R U P B -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N2 1.9676(16) . y
Fe1 N2 1.9677(16) 19_776 y
Fe1 N2 1.9677(16) 20_566 y
Fe1 N2 1.9677(16) 21_656 y
Fe1 N2 1.9677(16) 3_675 y
Fe1 N2 1.9677(16) 2_765 y
S1A C3 1.753(4) . ?
S1A C4 1.794(4) . ?
S1A O1A 1.512(7) . ?
N1 N2 1.357(2) . ?
N1 C2 1.346(3) . ?
N1 B1 1.546(2) . ?
N2 N3 1.316(2) . ?
N3 C1 1.360(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.370(3) . ?
O1B S1B 1.57(3) . ?
C2 H2 0.9500 . ?
B1 H1A 1.100(18) . ?
C3 H3AA 0.9800 . ?
C3 H3AB 0.9800 . ?
C3 H3AC 0.9800 . ?
C3 H3BD 0.9800 . ?
C3 H3BE 0.9800 . ?
C3 H3BF 0.9800 . ?
C3 S1B 1.715(6) . ?
C4 H4AA 0.9800 . ?
C4 H4AB 0.9800 . ?
C4 H4AC 0.9800 . ?
C4 H4BD 0.9800 . ?
C4 H4BE 0.9800 . ?
C4 H4BF 0.9800 . ?
C4 S1B 1.633(6) . ?
S2 O2 1.45(4) . ?
S2 C5 1.48(5) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
N2 Fe1 N2 92.09(6) . 21_656 y
N2 Fe1 N2 92.09(6) 3_675 20_566 y
N2 Fe1 N2 92.09(6) 3_675 19_776 y
N2 Fe1 N2 87.91(6) . 3_675 y
N2 Fe1 N2 180.0 . 19_776 y
N2 Fe1 N2 180.00(7) 21_656 3_675 y
N2 Fe1 N2 87.91(6) 20_566 19_776 y
N2 Fe1 N2 87.91(6) . 2_765 y
N2 Fe1 N2 180.0 2_765 20_566 y
N2 Fe1 N2 92.09(6) 21_656 2_765 y
N2 Fe1 N2 87.91(6) 21_656 19_776 y
N2 Fe1 N2 87.91(6) 3_675 2_765 y
N2 Fe1 N2 92.09(6) 2_765 19_776 y
N2 Fe1 N2 92.09(6) . 20_566 y
N2 Fe1 N2 87.91(6) 21_656 20_566 y
C3 S1A C4 98.36(19) . . ?
O1A S1A C3 104.9(2) . . ?
O1A S1A C4 108.1(3) . . ?
N2 N1 B1 118.43(18) . . ?
C2 N1 N2 108.70(16) . . ?
C2 N1 B1 132.86(18) . . ?
N1 N2 Fe1 120.49(12) . . ?
N3 N2 Fe1 130.30(12) . . ?
N3 N2 N1 109.18(15) . . ?
N2 N3 C1 107.31(17) . . ?
N3 C1 H1 125.5 . . ?
N3 C1 C2 108.95(19) . . ?
C2 C1 H1 125.5 . . ?
N1 C2 C1 105.85(18) . . ?
N1 C2 H2 127.1 . . ?
C1 C2 H2 127.1 . . ?
N1 B1 N1 106.52(15) 2_765 3_675 ?
N1 B1 N1 106.52(15) . 3_675 ?
N1 B1 N1 106.52(15) . 2_765 ?
N1 B1 H1A 112.3 . . ?
N1 B1 H1A 112.3 3_675 . ?
N1 B1 H1A 112.3 2_765 . ?
S1A C3 H3AA 109.5 . . ?
S1A C3 H3AB 109.5 . . ?
S1A C3 H3AC 109.5 . . ?
H3AA C3 H3AB 109.5 . . ?
H3AA C3 H3AC 109.5 . . ?
H3AB C3 H3AC 109.5 . . ?
H3BD C3 H3BE 109.5 . . ?
H3BD C3 H3BF 109.5 . . ?
H3BE C3 H3BF 109.5 . . ?
S1B C3 H3BD 109.5 . . ?
S1B C3 H3BE 109.5 . . ?
S1B C3 H3BF 109.5 . . ?
S1A C4 H4AA 109.5 . . ?
S1A C4 H4AB 109.5 . . ?
S1A C4 H4AC 109.5 . . ?
H4AA C4 H4AB 109.5 . . ?
H4AA C4 H4AC 109.5 . . ?
H4AB C4 H4AC 109.5 . . ?
H4BD C4 H4BE 109.5 . . ?
H4BD C4 H4BF 109.5 . . ?
H4BE C4 H4BF 109.5 . . ?
S1B C4 H4BD 109.5 . . ?
S1B C4 H4BE 109.5 . . ?
S1B C4 H4BF 109.5 . . ?
O1B S1B C3 128.5(14) . . ?
O1B S1B C4 97.7(10) . . ?
C4 S1B C3 106.6(3) . . ?
O2 S2 C5 115(5) . . ?
S2 C5 H5A 109.5 . . ?
S2 C5 H5B 109.5 . . ?
S2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N2 N3 C1 177.55(15) . . . . ?
N1 N2 N3 C1 -0.3(2) . . . . ?
N2 N1 C2 C1 -0.8(2) . . . . ?
N2 N1 B1 N1 54.5(2) . . . 3_675 ?
N2 N1 B1 N1 -58.94(19) . . . 2_765 ?
N2 N3 C1 C2 -0.2(3) . . . . ?
N3 C1 C2 N1 0.6(3) . . . . ?
C2 N1 N2 Fe1 -177.37(14) . . . . ?
C2 N1 N2 N3 0.8(2) . . . . ?
C2 N1 B1 N1 -124.0(3) . . . 3_675 ?
C2 N1 B1 N1 122.6(3) . . . 2_765 ?
B1 N1 N2 Fe1 3.8(2) . . . . ?
B1 N1 N2 N3 -178.06(13) . . . . ?
B1 N1 C2 C1 177.74(17) . . . . ?

_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
;
####################################################################### 
# 
# 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_shi_5186_ilgu
_database_code_depnum_ccdc_archive 'CCDC 2161993'
loop_
_audit_author_name
_audit_author_address
'Ilya Guralskiy'
;Taras Shevchenko National University of Kyiv
Ukraine
;
_audit_update_record             
;
2022-05-08 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;

_vrf_PLAT082_shi_5186_ilgu       
;
PROBLEM: High R1 Value ..................................       0.24 Report
RESPONSE: This crystal was obtained via crystal-to-crystal transformation through thermally induced solvent loss. This led to a low quality multi-domain twin crystal.
;
_vrf_PLAT084_shi_5186_ilgu       
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.54 Report
RESPONSE: This crystal was obtained via crystal-to-crystal transformation through thermally induced solvent loss. This led to a low quality multi-domain crystal.
;
_vrf_PLAT341_shi_5186_ilgu       
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............       0.04 Ang.
RESPONSE: This crystal was obtained via crystal-to-crystal transformation through thermally induced solvent loss. This led to a low quality multi-domain crystal.
;
# Added during the CSD deposition process: Sunday 08 May 2022 06:03 PM
# end Validation Reply Form

_audit_creation_date             2021-10-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H14 B2 Fe N18'
_chemical_formula_sum            'C12 H14 B2 Fe N18'
_chemical_formula_weight         487.88
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N9B2Fe1
_chemical_oxdiff_usercomment     'HO-443_40 C'
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'
B B 0.0013 0.0007 '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'

_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                   8.2563(13)
_cell_length_b                   8.2491(19)
_cell_length_c                   15.902(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.91(2)
_cell_angle_gamma                90
_cell_volume                     1063.5(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1851
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.6740
_cell_measurement_theta_min      2.3920
_shelx_estimated_absorpt_T_max   0.846
_shelx_estimated_absorpt_T_min   0.621
_exptl_absorpt_coefficient_mu    0.753
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0936
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.825
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            2425
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.825
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.418
_diffrn_reflns_theta_min         2.512
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1593
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.825
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  51.00   1.00   30.00    --  -16.23  71.00 122.00   61
  2  ω    -83.00   7.00   1.00   30.00    --  -16.23 -71.00  -8.00   90
  3  ω     -3.00  45.00   1.00   30.00    --   18.73  71.00 122.00   48
  4  ω     -8.00  21.00   1.00   30.00    --   18.73  77.00   0.00   29
  5  ω      2.00  32.00   1.00   30.00    --   18.73  77.00 -90.00   30
  6  ω     -7.00  34.00   1.00   30.00    --   18.73  77.00-120.00   41
  7  ω    -43.00 -17.00   1.00   30.00    --   17.79 -70.00-134.00   26
  8  ω     -4.00  21.00   1.00   30.00    --   17.79  77.00-180.00   25
  9  ω     -9.00  16.00   1.00   30.00    --   17.79  77.00-120.00   25
 10  ω      2.00  28.00   1.00   30.00    --   17.79  77.00 -60.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0145020157
_diffrn_orient_matrix_UB_12      0.0234846902
_diffrn_orient_matrix_UB_13      -0.0436811238
_diffrn_orient_matrix_UB_21      0.0513525098
_diffrn_orient_matrix_UB_22      -0.0640465521
_diffrn_orient_matrix_UB_23      -0.0090196654
_diffrn_orient_matrix_UB_31      -0.0693669464
_diffrn_orient_matrix_UB_32      -0.0524313312
_diffrn_orient_matrix_UB_33      -0.0084253374
_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                1801
_reflns_number_total             2425
_reflns_odcompleteness_completeness 98.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         2.502
_refine_diff_density_min         -1.375
_refine_diff_density_rms         0.252
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2425
_refine_ls_number_restraints     59
_refine_ls_R_factor_all          0.2663
_refine_ls_R_factor_gt           0.2410
_refine_ls_restrained_S_all      1.100
_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)+(0.1002P)²+62.2669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5271
_refine_ls_wR_factor_ref         0.5393
_refine_special_details          
;
 Refined as a 3-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.791(17)
 0.072(9) 0.137(14)
2. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
3. Restrained distances
 B1-H1A
 1.1 with sigma of 0.02
 N3-N2
 1.34 with sigma of 0.02
 C6-C5
 1.34 with sigma of 0.02
 C3-C4
 1.34 with sigma of 0.02
 N7-N8
 1.34 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C6) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(N5) \\sim
Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(N8)
\\sim Ueq, Uanis(N9) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms
of 0.02
5.a Ternary CH refined with riding coordinates and stretchable bonds:
 B1(H1A)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C3(H3), C6(H6), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.500000 0.000000 0.0386(11) Uani 1 2 d S . P . .
N2 N 0.2955(17) 0.4510(16) 0.0444(11) 0.034(4) Uani 1 1 d D . . . .
N5 N 0.595(2) 0.576(2) 0.1135(11) 0.043(4) Uani 1 1 d . U . . .
C1 C 0.080(3) 0.355(3) 0.0766(14) 0.047(5) Uani 1 1 d . U . . .
H1 H -0.007020 0.285529 0.079142 0.057 Uiso 1 1 calc R U . . .
N4 N 0.507(2) 0.679(3) 0.1575(13) 0.051(5) Uani 1 1 d . U . . .
N3 N 0.207(2) 0.3172(19) 0.0376(13) 0.045(4) Uani 1 1 d D . . . .
C2 C 0.094(3) 0.510(4) 0.1127(15) 0.058(6) Uani 1 1 d . U . . .
H2 H 0.022303 0.563737 0.141532 0.070 Uiso 1 1 calc R U . . .
N1 N 0.238(2) 0.559(2) 0.0947(13) 0.046(5) Uani 1 1 d . . . . .
N6 N 0.746(2) 0.558(3) 0.1617(13) 0.052(5) Uani 1 1 d . . . . .
C4 C 0.595(3) 0.711(4) 0.2339(16) 0.079(10) Uani 1 1 d D . . . .
H4 H 0.561803 0.769893 0.277601 0.094 Uiso 1 1 calc R U . . .
C3 C 0.743(3) 0.641(5) 0.2353(17) 0.092(13) Uani 1 1 d D . . . .
H3 H 0.832091 0.647892 0.280885 0.111 Uiso 1 1 calc R U . . .
B1 B 0.320(3) 0.721(3) 0.113(2) 0.054(7) Uani 1 1 d D . . . .
H1A H 0.257(3) 0.799(4) 0.153(2) 0.065 Uiso 1 1 calc DR U . . .
N7 N 0.332(2) 0.798(2) 0.0265(11) 0.046(4) Uani 1 1 d D U . . .
C6 C 0.288(3) 0.945(3) -0.0084(15) 0.054(6) Uani 1 1 d D U . . .
H6 H 0.243828 1.029860 0.018062 0.064 Uiso 1 1 calc R U . . .
C5 C 0.320(4) 0.945(4) -0.0878(17) 0.083(9) Uani 1 1 d D U . . .
H5 H 0.294613 1.029533 -0.127057 0.100 Uiso 1 1 calc R U . . .
N8 N 0.4066(17) 0.7142(19) -0.0296(10) 0.033(3) Uani 1 1 d D U . . .
N9 N 0.398(2) 0.800(3) -0.1029(14) 0.056(5) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N2 1.991(14) 3_665 ?
Fe1 N2 1.991(14) . ?
Fe1 N5 1.931(18) 3_665 ?
Fe1 N5 1.931(19) . ?
Fe1 N8 1.950(15) 3_665 ?
Fe1 N8 1.950(15) . ?
N2 N3 1.317(15) . ?
N2 N1 1.34(2) . ?
N5 N4 1.39(2) . ?
N5 N6 1.35(2) . ?
C1 H1 0.9300 . ?
C1 N3 1.35(3) . ?
C1 C2 1.39(4) . ?
N4 C4 1.32(3) . ?
N4 B1 1.61(3) . ?
C2 H2 0.9300 . ?
C2 N1 1.34(3) . ?
N1 B1 1.49(3) . ?
N6 C3 1.36(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.353(19) . ?
C3 H3 0.9300 . ?
B1 H1A 1.10(2) . ?
B1 N7 1.53(4) . ?
N7 C6 1.35(3) . ?
N7 N8 1.364(15) . ?
C6 H6 0.9300 . ?
C6 C5 1.338(18) . ?
C5 H5 0.9300 . ?
C5 N9 1.40(4) . ?
N8 N9 1.35(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Fe1 N2 180.0 . 3_665 ?
N5 Fe1 N2 92.5(7) 3_665 . ?
N5 Fe1 N2 92.5(7) . 3_665 ?
N5 Fe1 N2 87.5(7) 3_665 3_665 ?
N5 Fe1 N2 87.5(7) . . ?
N5 Fe1 N5 180.0 3_665 . ?
N5 Fe1 N8 89.8(7) 3_665 . ?
N5 Fe1 N8 90.2(7) 3_665 3_665 ?
N5 Fe1 N8 90.2(7) . . ?
N5 Fe1 N8 89.8(7) . 3_665 ?
N8 Fe1 N2 86.9(6) 3_665 3_665 ?
N8 Fe1 N2 86.9(6) . . ?
N8 Fe1 N2 93.1(6) . 3_665 ?
N8 Fe1 N2 93.1(6) 3_665 . ?
N8 Fe1 N8 180.0 3_665 . ?
N3 N2 Fe1 129.5(12) . . ?
N3 N2 N1 110.6(15) . . ?
N1 N2 Fe1 119.7(11) . . ?
N4 N5 Fe1 120.8(13) . . ?
N6 N5 Fe1 131.7(14) . . ?
N6 N5 N4 107.3(17) . . ?
N3 C1 H1 123.4 . . ?
N3 C1 C2 113.1(19) . . ?
C2 C1 H1 123.4 . . ?
N5 N4 B1 117.2(18) . . ?
C4 N4 N5 109.8(19) . . ?
C4 N4 B1 132.7(19) . . ?
N2 N3 C1 103.5(17) . . ?
C1 C2 H2 129.3 . . ?
N1 C2 C1 101(2) . . ?
N1 C2 H2 129.3 . . ?
N2 N1 B1 120.6(16) . . ?
C2 N1 N2 110.6(19) . . ?
C2 N1 B1 128(2) . . ?
N5 N6 C3 105.6(18) . . ?
N4 C4 H4 127.2 . . ?
N4 C4 C3 106(2) . . ?
C3 C4 H4 127.2 . . ?
N6 C3 H3 124.3 . . ?
C4 C3 N6 111(2) . . ?
C4 C3 H3 124.3 . . ?
N4 B1 H1A 112.9 . . ?
N1 B1 N4 104.7(19) . . ?
N1 B1 H1A 112.9 . . ?
N1 B1 N7 108(2) . . ?
N7 B1 N4 105.2(19) . . ?
N7 B1 H1A 112.9 . . ?
C6 N7 B1 133.1(18) . . ?
C6 N7 N8 107.6(17) . . ?
N8 N7 B1 119.2(17) . . ?
N7 C6 H6 126.0 . . ?
C5 C6 N7 108(2) . . ?
C5 C6 H6 126.0 . . ?
C6 C5 H5 125.3 . . ?
C6 C5 N9 109(3) . . ?
N9 C5 H5 125.3 . . ?
N7 N8 Fe1 120.6(13) . . ?
N9 N8 Fe1 129.4(13) . . ?
N9 N8 N7 110.0(16) . . ?
N8 N9 C5 104.6(19) . . ?

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 N2 N3 C1 -177.8(15) . . . . ?
Fe1 N2 N1 C2 175.5(16) . . . . ?
Fe1 N2 N1 B1 4(3) . . . . ?
Fe1 N5 N4 C4 178.6(18) . . . . ?
Fe1 N5 N4 B1 4(3) . . . . ?
Fe1 N5 N6 C3 179(2) . . . . ?
Fe1 N8 N9 C5 -179.4(17) . . . . ?
N2 N1 B1 N4 -59(3) . . . . ?
N2 N1 B1 N7 52(3) . . . . ?
N5 N4 C4 C3 5(3) . . . . ?
N5 N4 B1 N1 55(3) . . . . ?
N5 N4 B1 N7 -59(2) . . . . ?
N5 N6 C3 C4 -1(4) . . . . ?
C1 C2 N1 N2 6(3) . . . . ?
C1 C2 N1 B1 177(2) . . . . ?
N4 N5 N6 C3 4(3) . . . . ?
N4 C4 C3 N6 -3(4) . . . . ?
N4 B1 N7 C6 -120(2) . . . . ?
N4 B1 N7 N8 57(2) . . . . ?
N3 N2 N1 C2 -9(3) . . . . ?
N3 N2 N1 B1 179(2) . . . . ?
N3 C1 C2 N1 -2(3) . . . . ?
C2 C1 N3 N2 -4(3) . . . . ?
C2 N1 B1 N4 131(2) . . . . ?
C2 N1 B1 N7 -117(3) . . . . ?
N1 N2 N3 C1 8(2) . . . . ?
N1 B1 N7 C6 129(2) . . . . ?
N1 B1 N7 N8 -55(2) . . . . ?
N6 N5 N4 C4 -6(3) . . . . ?
N6 N5 N4 B1 180(2) . . . . ?
C4 N4 B1 N1 -118(3) . . . . ?
C4 N4 B1 N7 129(3) . . . . ?
B1 N4 C4 C3 178(3) . . . . ?
B1 N7 C6 C5 -177(2) . . . . ?
B1 N7 N8 Fe1 -1(2) . . . . ?
B1 N7 N8 N9 177.0(18) . . . . ?
N7 C6 C5 N9 -4(3) . . . . ?
N7 N8 N9 C5 3(2) . . . . ?
C6 N7 N8 Fe1 176.4(14) . . . . ?
C6 N7 N8 N9 -5(2) . . . . ?
C6 C5 N9 N8 1(3) . . . . ?
N8 N7 C6 C5 6(3) . . . . ?

_olex2_date_sample_data_collection 2021-10-11
_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 1.605
_oxdiff_exptl_absorpt_empirical_full_min 0.483
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.791(17)
2 0.072(9)
3 0.137(14)
####################################################################### 
# 
# 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_shi_4719_igfr
_database_code_depnum_ccdc_archive 'CCDC 2161995'
loop_
_audit_author_name
_audit_author_address
'Ilya Guralskiy'
;Taras Shevchenko National University of Kyiv
Ukraine
;
_audit_update_record             
;
2022-05-08 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;
_audit_creation_date             2022-04-25
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2022.04.21 svn.rca3783a0 for OlexSys, GUI svn.r6444)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H14 B2 Fe N18, 2(C2 H6 O S)'
_chemical_formula_sum            'C16 H26 B2 Fe N18 O2 S2'
_chemical_formula_weight         644.14
_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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3929(13)
_cell_length_b                   9.0045(15)
_cell_length_c                   10.0309(16)
_cell_angle_alpha                86.465(13)
_cell_angle_beta                 84.490(13)
_cell_angle_gamma                65.635(16)
_cell_volume                     687.2(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1053
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.8970
_cell_measurement_theta_min      2.0480
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.550
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68476
_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            'clear light orange'
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_unetI/netI     0.1125
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5142
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         2.040
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1593
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -40.00  42.00   1.00   85.00    --  -15.13  80.00 -93.00   82
  2  ω    -41.00  33.00   1.00   85.00    --   17.71 -80.00 143.00   74
  3  ω     -8.00  17.00   1.00   85.00    --   17.71  80.00 -93.00   25
  4  ω    -33.00  11.00   1.00   85.00    --  -15.13 -77.00 150.00   44
  5  ω    -33.00  -5.00   1.00   85.00    --  -15.13 -77.00  60.00   28
  6  ω    -34.00   8.00   1.00   85.00    --  -15.13 -77.00 -90.00   42
  7  ω    -11.00  89.00   1.00   85.00    --   17.71  19.00  90.00  100
  8  ω      8.00  10.00   1.00   85.00    --   17.71 -77.00  30.00    2
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1668
_reflns_number_total             2408
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2408
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0591
_refine_ls_restrained_S_all      0.996
_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)+(0.0259P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.1033
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 B1-H1A
 1.1 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C6(H6), C5(H5), C1(H1), C2(H2)
3.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 1.000000 0.500000 0.500000 0.0226(3) Uani 1 2 d S . P . .
S1 S 0.39848(16) 0.84881(18) 0.84395(14) 0.0554(4) Uani 1 1 d . . . . .
N5 N 1.0279(4) 0.3023(4) 0.4108(3) 0.0263(8) Uani 1 1 d . . . . .
N2 N 1.0347(4) 0.5922(4) 0.3240(3) 0.0239(8) Uani 1 1 d . . . . .
N8 N 0.7482(4) 0.5885(4) 0.4745(3) 0.0274(8) Uani 1 1 d . . . . .
N7 N 0.6926(4) 0.5713(4) 0.3572(3) 0.0268(8) Uani 1 1 d . . . . .
N9 N 0.6117(4) 0.6709(4) 0.5566(3) 0.0340(9) Uani 1 1 d . . . . .
N4 N 0.9487(4) 0.3137(4) 0.2972(3) 0.0272(9) Uani 1 1 d . . . . .
N6 N 1.1168(4) 0.1490(4) 0.4439(3) 0.0345(9) Uani 1 1 d . . . . .
C4 C 0.9894(5) 0.1625(6) 0.2557(4) 0.0355(11) Uani 1 1 d . . . . .
H4 H 0.953770 0.133495 0.180086 0.043 Uiso 1 1 calc R U . . .
C3 C 1.0944(5) 0.0604(6) 0.3484(4) 0.0390(12) Uani 1 1 d . . . . .
H3 H 1.143189 -0.052879 0.346294 0.047 Uiso 1 1 calc R U . . .
N1 N 0.9500(4) 0.5794(4) 0.2200(3) 0.0245(8) Uani 1 1 d . . . . .
C6 C 0.5179(5) 0.6426(6) 0.3655(4) 0.0366(12) Uani 1 1 d . . . . .
H6 H 0.445056 0.648882 0.299126 0.044 Uiso 1 1 calc R U . . .
N3 N 1.1254(4) 0.6778(4) 0.2852(3) 0.0304(9) Uani 1 1 d . . . . .
C5 C 0.4681(5) 0.7037(6) 0.4890(4) 0.0399(12) Uani 1 1 d . . . . .
H5 H 0.352625 0.759955 0.522897 0.048 Uiso 1 1 calc R U . . .
C1 C 1.0980(5) 0.7221(5) 0.1550(4) 0.0358(11) Uani 1 1 d . . . . .
H1 H 1.146103 0.784497 0.102579 0.043 Uiso 1 1 calc R U . . .
C2 C 0.9881(5) 0.6600(5) 0.1133(4) 0.0306(11) Uani 1 1 d . . . . .
H2 H 0.947982 0.671137 0.028415 0.037 Uiso 1 1 calc R U . . .
O1 O 0.2912(4) 0.9222(5) 0.9689(4) 0.0829(13) Uani 1 1 d . . . . .
C8 C 0.6173(6) 0.7546(7) 0.8868(5) 0.078(2) Uani 1 1 d . . . . .
H8A H 0.647788 0.832982 0.926089 0.116 Uiso 1 1 calc R U . . .
H8B H 0.693644 0.712656 0.807764 0.116 Uiso 1 1 calc R U . . .
H8C H 0.629893 0.666657 0.950027 0.116 Uiso 1 1 calc R U . . .
B1 B 0.8324(6) 0.4845(6) 0.2432(5) 0.0286(12) Uani 1 1 d D . . . .
C7 C 0.4176(7) 1.0098(7) 0.7431(5) 0.0743(18) Uani 1 1 d . . . . .
H7A H 0.305756 1.077929 0.710681 0.111 Uiso 1 1 calc R U . . .
H7B H 0.501909 0.965506 0.668569 0.111 Uiso 1 1 calc R U . . .
H7C H 0.455344 1.073367 0.795372 0.111 Uiso 1 1 calc R U . . .
H1A H 0.775(6) 0.480(6) 0.150(3) 0.111 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N5 1.959(3) . y
Fe1 N5 1.959(3) 2_766 y
Fe1 N2 1.952(3) . y
Fe1 N2 1.952(3) 2_766 y
Fe1 N8 1.964(3) 2_766 y
Fe1 N8 1.964(3) . y
S1 O1 1.487(3) . ?
S1 C8 1.761(5) . ?
S1 C7 1.769(5) . ?
N5 N4 1.351(4) . ?
N5 N6 1.310(4) . ?
N2 N1 1.353(4) . ?
N2 N3 1.310(4) . ?
N8 N7 1.347(4) . ?
N8 N9 1.317(4) . ?
N7 C6 1.332(4) . ?
N7 B1 1.546(5) . ?
N9 C5 1.356(5) . ?
N4 C4 1.343(5) . ?
N4 B1 1.540(6) . ?
N6 C3 1.357(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.368(5) . ?
C3 H3 0.9300 . ?
N1 C2 1.343(5) . ?
N1 B1 1.544(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.344(5) . ?
N3 C1 1.355(4) . ?
C5 H5 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.366(5) . ?
C2 H2 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
B1 H1A 1.104(19) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 Fe1 N5 180.0 2_766 . y
N5 Fe1 N8 88.44(14) 2_766 2_766 y
N5 Fe1 N8 91.56(13) . 2_766 y
N5 Fe1 N8 91.56(13) 2_766 . y
N5 Fe1 N8 88.44(13) . . y
N2 Fe1 N5 88.21(13) 2_766 2_766 y
N2 Fe1 N5 91.78(13) 2_766 . y
N2 Fe1 N5 88.21(13) . . y
N2 Fe1 N5 91.79(13) . 2_766 y
N2 Fe1 N2 180.0 2_766 . y
N2 Fe1 N8 88.17(12) 2_766 2_766 y
N2 Fe1 N8 88.17(12) . . y
N2 Fe1 N8 91.83(12) . 2_766 y
N2 Fe1 N8 91.83(12) 2_766 . y
N8 Fe1 N8 180.0 . 2_766 y
O1 S1 C8 106.0(2) . . ?
O1 S1 C7 107.0(2) . . ?
C8 S1 C7 97.5(3) . . ?
N4 N5 Fe1 120.2(3) . . ?
N6 N5 Fe1 129.7(3) . . ?
N6 N5 N4 110.1(3) . . ?
N1 N2 Fe1 120.3(2) . . ?
N3 N2 Fe1 130.4(2) . . ?
N3 N2 N1 109.2(3) . . ?
N7 N8 Fe1 120.4(3) . . ?
N9 N8 Fe1 130.1(3) . . ?
N9 N8 N7 109.4(3) . . ?
N8 N7 B1 118.1(3) . . ?
C6 N7 N8 108.6(3) . . ?
C6 N7 B1 133.3(3) . . ?
N8 N9 C5 106.1(3) . . ?
N5 N4 B1 118.4(3) . . ?
C4 N4 N5 108.6(3) . . ?
C4 N4 B1 133.0(4) . . ?
N5 N6 C3 106.2(3) . . ?
N4 C4 H4 127.4 . . ?
N4 C4 C3 105.2(4) . . ?
C3 C4 H4 127.4 . . ?
N6 C3 C4 109.9(4) . . ?
N6 C3 H3 125.1 . . ?
C4 C3 H3 125.1 . . ?
N2 N1 B1 118.3(3) . . ?
C2 N1 N2 108.6(3) . . ?
C2 N1 B1 133.1(3) . . ?
N7 C6 H6 126.9 . . ?
N7 C6 C5 106.2(4) . . ?
C5 C6 H6 126.9 . . ?
N2 N3 C1 107.5(3) . . ?
N9 C5 H5 125.1 . . ?
C6 C5 N9 109.8(4) . . ?
C6 C5 H5 125.1 . . ?
N3 C1 H1 125.6 . . ?
N3 C1 C2 108.8(4) . . ?
C2 C1 H1 125.6 . . ?
N1 C2 C1 105.9(3) . . ?
N1 C2 H2 127.1 . . ?
C1 C2 H2 127.1 . . ?
S1 C8 H8A 109.5 . . ?
S1 C8 H8B 109.5 . . ?
S1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N7 B1 H1A 113(2) . . ?
N4 B1 N7 107.2(3) . . ?
N4 B1 N1 106.6(3) . . ?
N4 B1 H1A 112(3) . . ?
N1 B1 N7 106.3(3) . . ?
N1 B1 H1A 111(3) . . ?
S1 C7 H7A 109.5 . . ?
S1 C7 H7B 109.5 . . ?
S1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N5 N4 C4 179.4(3) . . . . ?
Fe1 N5 N4 B1 -1.9(4) . . . . ?
Fe1 N5 N6 C3 -179.5(3) . . . . ?
Fe1 N2 N1 C2 176.6(3) . . . . ?
Fe1 N2 N1 B1 -2.4(4) . . . . ?
Fe1 N2 N3 C1 -176.0(3) . . . . ?
Fe1 N8 N7 C6 -179.5(3) . . . . ?
Fe1 N8 N7 B1 -1.7(5) . . . . ?
Fe1 N8 N9 C5 179.5(3) . . . . ?
N5 N4 C4 C3 0.4(4) . . . . ?
N5 N4 B1 N7 -55.6(4) . . . . ?
N5 N4 B1 N1 57.9(4) . . . . ?
N5 N6 C3 C4 -0.1(5) . . . . ?
N2 N1 C2 C1 0.0(4) . . . . ?
N2 N1 B1 N7 58.7(4) . . . . ?
N2 N1 B1 N4 -55.4(4) . . . . ?
N2 N3 C1 C2 -0.5(5) . . . . ?
N8 N7 C6 C5 0.2(5) . . . . ?
N8 N7 B1 N4 57.6(4) . . . . ?
N8 N7 B1 N1 -56.1(4) . . . . ?
N8 N9 C5 C6 -0.6(5) . . . . ?
N7 N8 N9 C5 0.7(4) . . . . ?
N7 C6 C5 N9 0.3(5) . . . . ?
N9 N8 N7 C6 -0.6(4) . . . . ?
N9 N8 N7 B1 177.3(3) . . . . ?
N4 N5 N6 C3 0.3(4) . . . . ?
N4 C4 C3 N6 -0.2(5) . . . . ?
N6 N5 N4 C4 -0.5(4) . . . . ?
N6 N5 N4 B1 178.2(3) . . . . ?
C4 N4 B1 N7 122.7(4) . . . . ?
C4 N4 B1 N1 -123.8(4) . . . . ?
N1 N2 N3 C1 0.5(4) . . . . ?
C6 N7 B1 N4 -125.2(5) . . . . ?
C6 N7 B1 N1 121.1(5) . . . . ?
N3 N2 N1 C2 -0.3(4) . . . . ?
N3 N2 N1 B1 -179.3(3) . . . . ?
N3 C1 C2 N1 0.3(5) . . . . ?
C2 N1 B1 N7 -120.0(4) . . . . ?
C2 N1 B1 N4 125.9(4) . . . . ?
B1 N7 C6 C5 -177.2(4) . . . . ?
B1 N4 C4 C3 -178.0(4) . . . . ?
B1 N1 C2 C1 178.8(4) . . . . ?

_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
;
####################################################################### 
# 
# 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_shi_4813_igfr
_database_code_depnum_ccdc_archive 'CCDC 2161998'
loop_
_audit_author_name
_audit_author_address
'Ilya Guralskiy'
;Taras Shevchenko National University of Kyiv
Ukraine
;
_audit_update_record             
;
2022-05-08 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;
_audit_creation_date             2022-04-25
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2022.04.21 svn.rca3783a0 for OlexSys, GUI svn.r6444)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H14 B2 Fe N18, 2(C3 H7 N O), H2 O'
_chemical_formula_sum            'C18 H30 B2 Fe N20 O3'
_chemical_formula_weight         652.09
_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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.3469(5)
_cell_length_b                   15.7421(7)
_cell_length_c                   22.5116(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2958.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1894
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.8950
_cell_measurement_theta_min      2.7450
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.857
_exptl_absorpt_coefficient_mu    0.570
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97767
_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            'clear light red'
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_av_unetI/netI     0.0612
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            10062
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.588
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1593
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  28.00   1.00   30.00    --   17.79  57.00  41.00   27
  2  ω     14.00  74.00   1.00   30.00    --   17.79-134.00-152.00   60
  3  ω    -87.00 -60.00   1.00   30.00    --  -15.29 178.00 -60.00   27
  4  ω     -8.00  36.00   1.00   30.00    --  -15.29  77.00-120.00   44
  5  ω     -8.00  37.00   1.00   30.00    --   17.79  77.00 -90.00   45
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1804
_reflns_number_total             2601
_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       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2601
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0537
_refine_ls_restrained_S_all      1.053
_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)+(0.0352P)²+0.8011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.1082
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 B1(H1A), O2(H2A)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C1(H1), C2(H2), C4(H4), C3(H3), C7(H7)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.500000 0.500000 0.500000 0.0290(2) Uani 1 2 d S . P . .
N1 N 0.6691(3) 0.66033(16) 0.50252(12) 0.0383(7) Uani 1 1 d . . . . .
N5 N 0.7152(3) 0.48141(17) 0.46679(11) 0.0344(7) Uani 1 1 d . . . . .
N9 N 0.3216(3) 0.56096(17) 0.39311(12) 0.0394(7) Uani 1 1 d . . . . .
N2 N 0.5779(3) 0.60610(16) 0.53496(12) 0.0354(7) Uani 1 1 d . . . . .
N4 N 0.7963(3) 0.54680(18) 0.44238(11) 0.0381(7) Uani 1 1 d . . . . .
N8 N 0.4487(3) 0.56418(16) 0.42762(11) 0.0330(7) Uani 1 1 d . . . . .
N6 N 0.7998(4) 0.41189(18) 0.46394(12) 0.0440(8) Uani 1 1 d . . . . .
N7 N 0.5551(3) 0.61995(16) 0.40510(11) 0.0362(7) Uani 1 1 d . . . . .
N3 N 0.5509(4) 0.63968(17) 0.58746(13) 0.0449(8) Uani 1 1 d . . . . .
N10 N 0.7594(4) 0.8961(2) 0.26625(14) 0.0574(9) Uani 1 1 d . . . . .
O1 O 0.7564(4) 0.7529(2) 0.26681(16) 0.0999(12) Uani 1 1 d . . . . .
C6 C 0.4935(5) 0.6525(2) 0.35480(15) 0.0461(10) Uani 1 1 d . . . . .
H6 H 0.541134 0.692090 0.329756 0.055 Uiso 1 1 calc R U . . .
C5 C 0.3481(4) 0.6157(2) 0.34808(15) 0.0456(10) Uani 1 1 d . . . . .
H5 H 0.277290 0.626528 0.317110 0.055 Uiso 1 1 calc R U . . .
C1 C 0.6254(5) 0.7156(2) 0.58851(18) 0.0547(11) Uani 1 1 d . . . . .
H1 H 0.626583 0.752650 0.620661 0.066 Uiso 1 1 calc R U . . .
C2 C 0.6985(5) 0.7297(2) 0.53552(17) 0.0531(11) Uani 1 1 d . . . . .
H2 H 0.756746 0.777473 0.524394 0.064 Uiso 1 1 calc R U . . .
C4 C 0.9383(4) 0.5164(3) 0.42331(15) 0.0498(10) Uani 1 1 d . . . . .
H4 H 1.019145 0.546830 0.404462 0.060 Uiso 1 1 calc R U . . .
C3 C 0.9396(5) 0.4327(3) 0.43711(16) 0.0544(11) Uani 1 1 d . . . . .
H3 H 1.023382 0.395391 0.429373 0.065 Uiso 1 1 calc R U . . .
C7 C 0.7875(6) 0.8222(3) 0.2898(2) 0.0746(14) Uani 1 1 d . . . . .
H7 H 0.835126 0.821486 0.327150 0.090 Uiso 1 1 calc R U . . .
C9 C 0.8038(6) 0.9738(3) 0.29658(18) 0.0823(15) Uani 1 1 d . . . . .
H9A H 0.851930 0.960148 0.334128 0.123 Uiso 1 1 calc R U . . .
H9B H 0.710025 1.007849 0.303009 0.123 Uiso 1 1 calc R U . . .
H9C H 0.879038 1.004835 0.272712 0.123 Uiso 1 1 calc R U . . .
B1 B 0.7147(5) 0.6343(3) 0.43882(17) 0.0421(11) Uani 1 1 d . . . . .
H1A H 0.791782 0.681911 0.417297 0.051 Uiso 1 1 d R U . . .
O2 O 1.000000 0.6305(3) 0.250000 0.166(3) Uani 1 2 d S T P . .
H2A H 0.920690 0.663377 0.253430 0.249 Uiso 1 1 d R U . A 1
C8 C 0.6848(6) 0.9029(3) 0.20843(17) 0.0917(16) Uani 1 1 d . . . . .
H8A H 0.764227 0.917733 0.179387 0.138 Uiso 1 1 calc R U . . .
H8B H 0.603569 0.946096 0.209515 0.138 Uiso 1 1 calc R U . . .
H8C H 0.637009 0.849491 0.198020 0.138 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N5 1.968(3) 5_666 ?
Fe1 N5 1.968(3) . ?
Fe1 N2 1.958(3) 5_666 ?
Fe1 N2 1.958(3) . ?
Fe1 N8 1.964(2) 5_666 ?
Fe1 N8 1.964(2) . ?
N1 N2 1.357(3) . ?
N1 C2 1.343(4) . ?
N1 B1 1.539(5) . ?
N5 N4 1.349(3) . ?
N5 N6 1.304(3) . ?
N9 N8 1.316(3) . ?
N9 C5 1.349(4) . ?
N2 N3 1.314(3) . ?
N4 C4 1.349(4) . ?
N4 B1 1.538(5) . ?
N8 N7 1.348(3) . ?
N6 C3 1.355(4) . ?
N7 C6 1.345(4) . ?
N7 B1 1.550(5) . ?
N3 C1 1.347(4) . ?
N10 C7 1.300(5) . ?
N10 C9 1.449(5) . ?
N10 C8 1.447(5) . ?
O1 C7 1.235(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.353(5) . ?
C5 H5 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.358(5) . ?
C2 H2 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.353(5) . ?
C3 H3 0.9300 . ?
C7 H7 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
B1 H1A 1.1001 . ?
O2 H2A 0.8442 . ?
O2 H2A 0.8442 3_755 ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 Fe1 N5 180.0 . 5_666 ?
N2 Fe1 N5 88.64(11) 5_666 5_666 ?
N2 Fe1 N5 88.64(11) . . ?
N2 Fe1 N5 91.36(11) . 5_666 ?
N2 Fe1 N5 91.36(11) 5_666 . ?
N2 Fe1 N2 180.0 . 5_666 ?
N2 Fe1 N8 91.89(10) 5_666 . ?
N2 Fe1 N8 88.11(10) . . ?
N2 Fe1 N8 91.89(10) . 5_666 ?
N2 Fe1 N8 88.11(10) 5_666 5_666 ?
N8 Fe1 N5 87.73(11) 5_666 5_666 ?
N8 Fe1 N5 92.27(11) 5_666 . ?
N8 Fe1 N5 92.27(11) . 5_666 ?
N8 Fe1 N5 87.73(11) . . ?
N8 Fe1 N8 180.0 5_666 . ?
N2 N1 B1 118.2(3) . . ?
C2 N1 N2 108.4(3) . . ?
C2 N1 B1 133.3(3) . . ?
N4 N5 Fe1 119.9(2) . . ?
N6 N5 Fe1 129.6(2) . . ?
N6 N5 N4 110.5(3) . . ?
N8 N9 C5 106.6(3) . . ?
N1 N2 Fe1 120.5(2) . . ?
N3 N2 Fe1 130.4(2) . . ?
N3 N2 N1 109.1(2) . . ?
N5 N4 C4 107.4(3) . . ?
N5 N4 B1 118.9(3) . . ?
C4 N4 B1 133.6(3) . . ?
N9 N8 Fe1 130.2(2) . . ?
N9 N8 N7 109.5(2) . . ?
N7 N8 Fe1 120.2(2) . . ?
N5 N6 C3 106.6(3) . . ?
N8 N7 B1 118.5(3) . . ?
C6 N7 N8 108.2(3) . . ?
C6 N7 B1 133.3(3) . . ?
N2 N3 C1 107.1(3) . . ?
C7 N10 C9 121.1(4) . . ?
C7 N10 C8 120.7(4) . . ?
C8 N10 C9 118.1(4) . . ?
N7 C6 H6 127.0 . . ?
N7 C6 C5 105.9(3) . . ?
C5 C6 H6 127.0 . . ?
N9 C5 C6 109.7(3) . . ?
N9 C5 H5 125.2 . . ?
C6 C5 H5 125.2 . . ?
N3 C1 H1 125.1 . . ?
N3 C1 C2 109.7(3) . . ?
C2 C1 H1 125.1 . . ?
N1 C2 C1 105.7(3) . . ?
N1 C2 H2 127.2 . . ?
C1 C2 H2 127.2 . . ?
N4 C4 H4 126.9 . . ?
N4 C4 C3 106.2(3) . . ?
C3 C4 H4 126.9 . . ?
N6 C3 H3 125.3 . . ?
C4 C3 N6 109.3(3) . . ?
C4 C3 H3 125.3 . . ?
N10 C7 H7 117.2 . . ?
O1 C7 N10 125.6(5) . . ?
O1 C7 H7 117.2 . . ?
N10 C9 H9A 109.5 . . ?
N10 C9 H9B 109.5 . . ?
N10 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 B1 N7 106.4(3) . . ?
N1 B1 H1A 111.9 . . ?
N4 B1 N1 107.4(3) . . ?
N4 B1 N7 106.0(3) . . ?
N4 B1 H1A 112.0 . . ?
N7 B1 H1A 112.7 . . ?
H2A O2 H2A 104.3 . 3_755 ?
N10 C8 H8A 109.5 . . ?
N10 C8 H8B 109.5 . . ?
N10 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2A O1 0.84 1.99 2.827(5) 171.6 . yes

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 N5 N4 C4 -179.9(2) . . . . ?
Fe1 N5 N4 B1 -2.5(4) . . . . ?
Fe1 N5 N6 C3 -179.9(2) . . . . ?
Fe1 N2 N3 C1 -176.7(2) . . . . ?
Fe1 N8 N7 C6 177.7(2) . . . . ?
Fe1 N8 N7 B1 -2.2(4) . . . . ?
N1 N2 N3 C1 -0.1(4) . . . . ?
N5 N4 C4 C3 -0.3(4) . . . . ?
N5 N4 B1 N1 57.8(4) . . . . ?
N5 N4 B1 N7 -55.6(4) . . . . ?
N5 N6 C3 C4 -0.3(4) . . . . ?
N9 N8 N7 C6 -0.3(3) . . . . ?
N9 N8 N7 B1 179.8(3) . . . . ?
N2 N1 C2 C1 0.8(4) . . . . ?
N2 N1 B1 N4 -54.8(4) . . . . ?
N2 N1 B1 N7 58.4(4) . . . . ?
N2 N3 C1 C2 0.6(4) . . . . ?
N4 N5 N6 C3 0.2(4) . . . . ?
N4 C4 C3 N6 0.4(4) . . . . ?
N8 N9 C5 C6 0.4(4) . . . . ?
N8 N7 C6 C5 0.6(4) . . . . ?
N8 N7 B1 N1 -55.7(4) . . . . ?
N8 N7 B1 N4 58.4(4) . . . . ?
N6 N5 N4 C4 0.1(4) . . . . ?
N6 N5 N4 B1 177.5(3) . . . . ?
N7 C6 C5 N9 -0.6(4) . . . . ?
N3 C1 C2 N1 -0.9(4) . . . . ?
C6 N7 B1 N1 124.4(4) . . . . ?
C6 N7 B1 N4 -121.4(4) . . . . ?
C5 N9 N8 Fe1 -177.8(2) . . . . ?
C5 N9 N8 N7 -0.1(3) . . . . ?
C2 N1 N2 Fe1 176.5(2) . . . . ?
C2 N1 N2 N3 -0.5(4) . . . . ?
C2 N1 B1 N4 126.5(4) . . . . ?
C2 N1 B1 N7 -120.4(4) . . . . ?
C4 N4 B1 N1 -125.6(4) . . . . ?
C4 N4 B1 N7 121.0(4) . . . . ?
C9 N10 C7 O1 -178.7(5) . . . . ?
B1 N1 N2 Fe1 -2.5(4) . . . . ?
B1 N1 N2 N3 -179.5(3) . . . . ?
B1 N1 C2 C1 179.7(4) . . . . ?
B1 N4 C4 C3 -177.1(3) . . . . ?
B1 N7 C6 C5 -179.6(3) . . . . ?
C8 N10 C7 O1 0.4(7) . . . . ?

_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
;
####################################################################### 
# 
# 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_shi_4731_ilgu
_database_code_depnum_ccdc_archive 'CCDC 2161997'
loop_
_audit_author_name
_audit_author_address
'Ilya Guralskiy'
;Taras Shevchenko National University of Kyiv
Ukraine
;
_audit_update_record             
;
2022-05-08 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;
_audit_creation_date             2022-04-25
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2022.04.21 svn.rca3783a0 for OlexSys, GUI svn.r6444)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H14 B2 Fe N18, 2(C H4 O)'
_chemical_formula_sum            'C14 H22 B2 Fe N18 O2'
_chemical_formula_weight         551.96
_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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.4567(8)
_cell_length_b                   8.2415(5)
_cell_length_c                   13.9101(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.208(7)
_cell_angle_gamma                90
_cell_volume                     1183.31(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1952
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      25.6300
_cell_measurement_theta_min      2.2670
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.819
_exptl_absorpt_coefficient_mu    0.692
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94350
_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            'clear light red'
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0733
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8240
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.271
_diffrn_ambient_temperature      180
_diffrn_detector_area_resol_mean 8.0797
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00   7.00   1.00   30.00    --  -15.37 114.00 124.00   70
  2  ω      4.00  29.00   1.00   30.00    --   17.79-114.00  33.00   25
  3  ω    -19.00  10.00   1.00   30.00    --  -15.37 -77.00 -60.00   29
  4  ω      1.00  27.00   1.00   30.00    --   17.79  57.00 -60.00   26
  5  ω     13.00  85.00   1.00   30.00    --   17.79  57.00  30.00   72
  6  ω     -9.00  39.00   1.00   30.00    --   17.79  77.00 -60.00   48
  7  ω     34.00  73.00   1.00   30.00    --   17.79  57.00-120.00   39
  8  ω     41.00  67.00   1.00   30.00    --   17.79  57.00 -60.00   26
  9  ω      4.00  30.00   1.00   30.00    --   17.79  57.00-120.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1868
_reflns_number_total             2322
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2322
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0538
_refine_ls_restrained_S_all      1.084
_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)+(0.0233P)²+0.6937P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0932
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 B1-H1
 1.1 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C1(H1A), C2(H2), C4(H4), C3(H3)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.500000 0.000000 0.500000 0.01341(17) Uani 1 2 d S . P . .
C6 C 0.2290(3) 0.2046(4) 0.2951(2) 0.0252(8) Uani 1 1 d . . . . .
H6 H 0.205078 0.265769 0.238945 0.030 Uiso 1 1 calc R U . . .
N8 N 0.3427(3) 0.0793(3) 0.41842(16) 0.0174(6) Uani 1 1 d . . . . .
O1 O 0.8778(3) 0.1598(3) 0.44154(16) 0.0373(6) Uani 1 1 d . . . . .
H1B H 0.842791 0.088118 0.468887 0.056 Uiso 1 1 calc R U . . .
N2 N 0.5735(2) 0.2178(3) 0.49518(16) 0.0161(6) Uani 1 1 d . . . . .
N1 N 0.5588(2) 0.3016(3) 0.41018(16) 0.0168(6) Uani 1 1 d . . . . .
N9 N 0.2206(3) 0.0528(3) 0.42444(18) 0.0218(6) Uani 1 1 d . . . . .
C5 C 0.1483(3) 0.1293(4) 0.3484(2) 0.0282(8) Uani 1 1 d . . . . .
H5 H 0.058256 0.130131 0.334780 0.034 Uiso 1 1 calc R U . . .
C7 C 0.9611(4) 0.2507(4) 0.5116(3) 0.0399(10) Uani 1 1 d . . . . .
H7A H 0.995212 0.341284 0.480523 0.060 Uiso 1 1 calc R U . . .
H7B H 1.031184 0.183018 0.541383 0.060 Uiso 1 1 calc R U . . .
H7C H 0.913571 0.289366 0.560619 0.060 Uiso 1 1 calc R U . . .
N7 N 0.3498(3) 0.1733(3) 0.33957(16) 0.0176(6) Uani 1 1 d . . . . .
B1 B 0.4857(4) 0.2195(4) 0.3183(2) 0.0203(9) Uani 1 1 d D . . . .
N3 N 0.6406(3) 0.3056(3) 0.56433(17) 0.0215(6) Uani 1 1 d . . . . .
C1 C 0.6688(3) 0.4468(4) 0.5233(2) 0.0278(8) Uani 1 1 d . . . . .
H1A H 0.715585 0.531839 0.555897 0.033 Uiso 1 1 calc R U . . .
C2 C 0.6183(3) 0.4454(4) 0.4274(2) 0.0254(8) Uani 1 1 d . . . . .
H2 H 0.623694 0.527680 0.382417 0.031 Uiso 1 1 calc R U . . .
N4 N 0.5566(3) 0.0586(3) 0.30574(16) 0.0171(6) Uani 1 1 d . . . . .
N5 N 0.5705(3) -0.0493(3) 0.37997(16) 0.0170(6) Uani 1 1 d . . . . .
N6 N 0.6333(3) -0.1773(3) 0.35527(18) 0.0218(6) Uani 1 1 d . . . . .
C4 C 0.6104(3) -0.0035(4) 0.2329(2) 0.0237(7) Uani 1 1 d . . . . .
H4 H 0.614161 0.044366 0.172888 0.028 Uiso 1 1 calc R U . . .
C3 C 0.6583(3) -0.1509(4) 0.2644(2) 0.0259(8) Uani 1 1 d . . . . .
H3 H 0.701526 -0.222226 0.228891 0.031 Uiso 1 1 calc R U . . .
H1 H 0.481(3) 0.296(3) 0.2534(14) 0.012(7) Uiso 1 1 d 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 N8 1.955(2) . y
Fe1 N8 1.955(2) 3_656 y
Fe1 N2 1.958(2) 3_656 y
Fe1 N2 1.958(2) . y
Fe1 N5 1.972(2) . y
Fe1 N5 1.972(2) 3_656 y
C6 H6 0.9300 . ?
C6 C5 1.358(5) . ?
C6 N7 1.340(4) . ?
N8 N9 1.311(3) . ?
N8 N7 1.355(3) . ?
O1 H1B 0.8200 . ?
O1 C7 1.414(4) . ?
N2 N1 1.357(3) . ?
N2 N3 1.314(3) . ?
N1 B1 1.538(4) . ?
N1 C2 1.343(4) . ?
N9 C5 1.354(4) . ?
C5 H5 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
N7 B1 1.544(5) . ?
B1 N4 1.543(4) . ?
B1 H1 1.096(16) . ?
N3 C1 1.349(4) . ?
C1 H1A 0.9300 . ?
C1 C2 1.355(4) . ?
C2 H2 0.9300 . ?
N4 N5 1.352(3) . ?
N4 C4 1.336(4) . ?
N5 N6 1.317(3) . ?
N6 C3 1.349(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.360(4) . ?
C3 H3 0.9300 . ?

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
N8 Fe1 N8 180.0 . 3_656 y
N8 Fe1 N2 91.60(10) 3_656 . y
N8 Fe1 N2 88.40(10) 3_656 3_656 y
N8 Fe1 N2 88.40(10) . . y
N8 Fe1 N2 91.60(10) . 3_656 y
N8 Fe1 N5 88.35(10) . . y
N8 Fe1 N5 88.35(10) 3_656 3_656 y
N8 Fe1 N5 91.65(10) . 3_656 y
N8 Fe1 N5 91.65(10) 3_656 . y
N2 Fe1 N2 180.0 . 3_656 y
N2 Fe1 N5 87.59(10) 3_656 3_656 y
N2 Fe1 N5 92.41(10) 3_656 . y
N2 Fe1 N5 87.59(10) . . y
N2 Fe1 N5 92.41(10) . 3_656 y
N5 Fe1 N5 180.00(13) . 3_656 y
C5 C6 H6 126.8 . . ?
N7 C6 H6 126.8 . . ?
N7 C6 C5 106.4(3) . . ?
N9 N8 Fe1 130.15(19) . . ?
N9 N8 N7 109.1(2) . . ?
N7 N8 Fe1 120.7(2) . . ?
C7 O1 H1B 109.5 . . ?
N1 N2 Fe1 120.41(18) . . ?
N3 N2 Fe1 130.28(19) . . ?
N3 N2 N1 109.3(2) . . ?
N2 N1 B1 118.2(2) . . ?
C2 N1 N2 108.0(2) . . ?
C2 N1 B1 133.7(3) . . ?
N8 N9 C5 107.5(3) . . ?
C6 C5 H5 125.6 . . ?
N9 C5 C6 108.7(3) . . ?
N9 C5 H5 125.6 . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 N7 N8 108.3(3) . . ?
C6 N7 B1 133.8(3) . . ?
N8 N7 B1 117.9(2) . . ?
N1 B1 N7 107.4(2) . . ?
N1 B1 N4 106.7(3) . . ?
N1 B1 H1 112.3(13) . . ?
N7 B1 H1 112.4(15) . . ?
N4 B1 N7 106.5(3) . . ?
N4 B1 H1 111.2(14) . . ?
N2 N3 C1 107.0(2) . . ?
N3 C1 H1A 125.3 . . ?
N3 C1 C2 109.4(3) . . ?
C2 C1 H1A 125.3 . . ?
N1 C2 C1 106.2(3) . . ?
N1 C2 H2 126.9 . . ?
C1 C2 H2 126.9 . . ?
N5 N4 B1 118.3(2) . . ?
C4 N4 B1 133.0(3) . . ?
C4 N4 N5 108.7(2) . . ?
N4 N5 Fe1 120.14(19) . . ?
N6 N5 Fe1 130.93(19) . . ?
N6 N5 N4 108.9(2) . . ?
N5 N6 C3 107.1(2) . . ?
N4 C4 H4 127.0 . . ?
N4 C4 C3 106.0(3) . . ?
C3 C4 H4 127.0 . . ?
N6 C3 C4 109.2(3) . . ?
N6 C3 H3 125.4 . . ?
C4 C3 H3 125.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N8 N9 C5 -177.4(2) . . . . ?
Fe1 N8 N7 C6 177.56(19) . . . . ?
Fe1 N8 N7 B1 -1.7(3) . . . . ?
Fe1 N2 N1 B1 -1.2(3) . . . . ?
Fe1 N2 N1 C2 -179.8(2) . . . . ?
Fe1 N2 N3 C1 179.8(2) . . . . ?
Fe1 N5 N6 C3 179.1(2) . . . . ?
C6 N7 B1 N1 125.4(3) . . . . ?
C6 N7 B1 N4 -120.6(3) . . . . ?
N8 N9 C5 C6 -0.3(4) . . . . ?
N8 N7 B1 N1 -55.6(3) . . . . ?
N8 N7 B1 N4 58.5(3) . . . . ?
N2 N1 B1 N7 57.3(3) . . . . ?
N2 N1 B1 N4 -56.6(3) . . . . ?
N2 N1 C2 C1 0.1(3) . . . . ?
N2 N3 C1 C2 -0.1(4) . . . . ?
N1 N2 N3 C1 0.2(3) . . . . ?
N1 B1 N4 N5 56.9(4) . . . . ?
N1 B1 N4 C4 -123.8(3) . . . . ?
N9 N8 N7 C6 -0.6(3) . . . . ?
N9 N8 N7 B1 -179.9(2) . . . . ?
C5 C6 N7 N8 0.4(3) . . . . ?
C5 C6 N7 B1 179.5(3) . . . . ?
N7 C6 C5 N9 -0.1(4) . . . . ?
N7 N8 N9 C5 0.5(3) . . . . ?
N7 B1 N4 N5 -57.5(3) . . . . ?
N7 B1 N4 C4 121.7(3) . . . . ?
B1 N1 C2 C1 -178.2(3) . . . . ?
B1 N4 N5 Fe1 0.4(3) . . . . ?
B1 N4 N5 N6 -179.9(3) . . . . ?
B1 N4 C4 C3 -179.8(3) . . . . ?
N3 N2 N1 B1 178.5(3) . . . . ?
N3 N2 N1 C2 -0.2(3) . . . . ?
N3 C1 C2 N1 0.0(4) . . . . ?
C2 N1 B1 N7 -124.5(3) . . . . ?
C2 N1 B1 N4 121.6(3) . . . . ?
N4 N5 N6 C3 -0.5(3) . . . . ?
N4 C4 C3 N6 0.2(4) . . . . ?
N5 N4 C4 C3 -0.5(3) . . . . ?
N5 N6 C3 C4 0.2(4) . . . . ?
C4 N4 N5 Fe1 -179.1(2) . . . . ?
C4 N4 N5 N6 0.7(3) . . . . ?

_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
;
