# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_200730a
_database_code_depnum_ccdc_archive 'CCDC 2081841'
loop_
_audit_author_name
_audit_author_address
'zhaohui zong'
;shandong university
China
;
_audit_update_record             
;
2021-05-05 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;
_audit_creation_date             2020-07-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H17 Fe N O3'
_chemical_formula_sum            'C19 H17 Fe N O3'
_chemical_formula_weight         363.18
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         FeC
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.6376(7)
_cell_length_b                   10.6097(15)
_cell_length_c                   10.4208(14)
_cell_angle_alpha                90
_cell_angle_beta                 109.602(13)
_cell_angle_gamma                90
_cell_volume                     795.49(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1596
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.5890
_cell_measurement_theta_min      4.4690
_shelx_estimated_absorpt_T_max   0.861
_shelx_estimated_absorpt_T_min   0.747
_exptl_absorpt_coefficient_mu    7.745
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60378
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0705
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4132
_diffrn_reflns_point_group_measured_fraction_full 0.759
_diffrn_reflns_point_group_measured_fraction_max 0.772
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.042
_diffrn_reflns_theta_min         4.504
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    131.00 178.00   1.00    1.11    --  106.49  41.00 106.00   47
  2  ω     95.00 128.00   1.00    1.11    --  106.49  41.00 106.00   33
  3  ω     48.00  86.00   1.00    0.26    --   48.45  41.00 106.00   38
  4  ω    113.00 178.00   1.00    1.11    --  106.49  38.00-150.00   65
  5  ω    139.00 178.00   1.00    1.11    --  106.49  57.00-180.00   39
  6  ω     92.00 126.00   1.00    1.11    --  106.49  57.00-180.00   34
  7  ω     39.00  64.00   1.00    1.11    --  106.49 -57.00 -30.00   25
  8  ω     39.00  65.00   1.00    1.11    --  106.49 -57.00  90.00   26
  9  ω     11.00  40.00   1.00    0.26    --   48.45 -41.00 -45.00   29
 10  ω    -22.00  27.00   1.00    0.26    --   48.45 -19.00-180.00   49
 11  ω     35.00  64.00   1.00    1.11    --  106.49 -99.00 -90.00   29
 12  ω     68.00 104.00   1.00    1.11    --  106.49 -99.00 -90.00   36
 13  ω     42.00 101.00   1.00    1.11    --  106.49-125.00 -90.00   59
 14  ω    -45.00 -11.00   1.00    0.26    --  -48.45  41.00 106.00   34
 15  ω    -46.00 -21.00   1.00    1.11    --  -86.25  41.00 106.00   25
 16  ω    -50.00 -15.00   1.00    1.11    --  -86.25  57.00 -60.00   35
 17  ω   -108.00 -76.00   1.00    1.11    --  -86.25 -19.00   0.00   32
 18  ω   -106.00 -79.00   1.00    1.11    --  -86.25 -41.00 -45.00   27
 19  ω   -161.00-116.00   1.00    1.11    --  -86.25 -19.00   0.00   45
 20  ω   -120.00 -94.00   1.00    0.26    --  -48.45 -41.00 -45.00   26
 21  ω    -92.00 -38.00   1.00    0.26    --  -48.45 -41.00 -45.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0949151000
_diffrn_orient_matrix_UB_12      0.0648328000
_diffrn_orient_matrix_UB_13      0.0916537000
_diffrn_orient_matrix_UB_21      -0.1636521000
_diffrn_orient_matrix_UB_22      0.0382677000
_diffrn_orient_matrix_UB_23      -0.1272043000
_diffrn_orient_matrix_UB_31      -0.1001286000
_diffrn_orient_matrix_UB_32      -0.1239892000
_diffrn_orient_matrix_UB_33      0.0088065000
_diffrn_oxdiff_digest_frames     
;
01d529db6dcf2389ae546aea9f0600206500787bcbc
;
_diffrn_oxdiff_digest_hkl        
;
0170e8d07a209fba103ea8735cd571939d25da
;
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.478
_reflns_Friedel_fraction_full    0.522
_reflns_Friedel_fraction_max     0.531
_reflns_number_gt                1969
_reflns_number_total             2191
_reflns_odcompleteness_completeness 98.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.068
_refine_ls_abs_structure_details 
;
 Flack x determined using 568 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.004(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2191
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.026
_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)+(0.0356P)²+0.6495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1036
_refine_ls_wR_factor_ref         0.1073
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 N9(H9), C19(H19), C22(H22), C18(H18), C21(H21), C17(H17), C3(H3), C6(H6),
 C23(H23), C7(H7), C20(H20), C16(H16), C5(H5), C4(H4), C24(H24)
2.c Idealised tetrahedral OH refined as rotating group:
 O13(H13)
;
_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 0.39181(10) 0.41848(13) 0.07813(9) 0.0275(3) Uani 1 1 d . . . . .
O13 O 0.0334(7) 0.6089(5) 0.6107(5) 0.0388(13) Uani 1 1 d . . . . .
H13 H -0.0204 0.6727 0.6219 0.058 Uiso 1 1 calc GR . . . .
O11 O 0.1063(6) 0.2867(5) 0.2831(5) 0.0362(12) Uani 1 1 d . . . . .
O14 O 0.0346(7) 0.7075(5) 0.4208(5) 0.0432(14) Uani 1 1 d . . . . .
N9 N 0.1198(8) 0.4976(5) 0.3157(6) 0.0296(13) Uani 1 1 d . . . . .
H9 H 0.1155 0.5707 0.2791 0.036 Uiso 1 1 calc R . . . .
C19 C 0.1619(10) 0.5285(8) 0.0421(8) 0.0328(18) Uani 1 1 d . . . . .
H19 H 0.1604 0.6091 0.0767 0.039 Uiso 1 1 calc R . . . .
C22 C 0.6240(11) 0.5188(11) 0.1886(13) 0.064(3) Uani 1 1 d . . . . .
H22 H 0.6278 0.6025 0.2159 0.076 Uiso 1 1 calc R . . . .
C15 C 0.1406(6) 0.4155(10) 0.1062(5) 0.0281(11) Uani 1 1 d . . . . .
C10 C 0.1206(7) 0.3960(8) 0.2420(6) 0.0304(16) Uani 1 1 d . . . . .
C18 C 0.1859(10) 0.4994(9) -0.0832(8) 0.0377(19) Uani 1 1 d . . . . .
H18 H 0.2006 0.5570 -0.1461 0.045 Uiso 1 1 calc R . . . .
C12 C 0.0577(8) 0.6145(7) 0.4913(7) 0.0322(15) Uani 1 1 d . . . . .
C8 C 0.1258(8) 0.4895(6) 0.4566(6) 0.0264(13) Uani 1 1 d . . . . .
H8 H 0.0419 0.4224 0.4646 0.032 Uiso 1 1 calc R . . . .
C21 C 0.6412(11) 0.4747(10) 0.0653(10) 0.048(2) Uani 1 1 d . . . . .
H21 H 0.6557 0.5244 -0.0039 0.058 Uiso 1 1 calc R . . . .
C2 C 0.3227(9) 0.4607(6) 0.5516(7) 0.0262(15) Uani 1 1 d . . . . .
C17 C 0.1835(10) 0.3658(8) -0.0952(8) 0.037(2) Uani 1 1 d . . . . .
H17 H 0.1982 0.3211 -0.1677 0.044 Uiso 1 1 calc R . . . .
C3 C 0.3742(9) 0.3400(8) 0.5979(8) 0.0367(17) Uani 1 1 d . . . . .
H3 H 0.2858 0.2761 0.5755 0.044 Uiso 1 1 calc R . . . .
C6 C 0.6371(10) 0.5282(9) 0.6674(9) 0.052(2) Uani 1 1 d . . . . .
H6 H 0.7248 0.5926 0.6913 0.063 Uiso 1 1 calc R . . . .
C23 C 0.5999(8) 0.4114(16) 0.2636(7) 0.057(2) Uani 1 1 d . . . . .
H23 H 0.5842 0.4122 0.3484 0.068 Uiso 1 1 calc R . . . .
C7 C 0.4569(10) 0.5541(8) 0.5861(8) 0.0386(16) Uani 1 1 d . . . . .
H7 H 0.4251 0.6356 0.5539 0.046 Uiso 1 1 calc R . . . .
C20 C 0.6324(11) 0.3421(11) 0.0659(10) 0.050(2) Uani 1 1 d . . . . .
H20 H 0.6435 0.2889 -0.0019 0.060 Uiso 1 1 calc R . . . .
C16 C 0.1555(9) 0.3119(8) 0.0204(8) 0.0345(18) Uani 1 1 d . . . . .
H16 H 0.1480 0.2265 0.0378 0.041 Uiso 1 1 calc R . . . .
C5 C 0.6868(8) 0.4081(12) 0.7130(7) 0.0496(18) Uani 1 1 d . . . . .
H5 H 0.8082 0.3904 0.7677 0.060 Uiso 1 1 calc R . . . .
C4 C 0.5546(10) 0.3127(8) 0.6767(8) 0.045(2) Uani 1 1 d . . . . .
H4 H 0.5878 0.2305 0.7057 0.054 Uiso 1 1 calc R . . . .
C24 C 0.6042(11) 0.3044(10) 0.1858(9) 0.045(2) Uani 1 1 d . . . . .
H24 H 0.5904 0.2216 0.2101 0.054 Uiso 1 1 calc R . . . .


_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 C19 2.036(7) . ?
Fe1 C22 2.058(9) . ?
Fe1 C15 2.036(4) . ?
Fe1 C18 2.064(7) . ?
Fe1 C21 2.042(8) . ?
Fe1 C17 2.044(7) . ?
Fe1 C23 2.051(6) . ?
Fe1 C20 2.051(8) . ?
Fe1 C16 2.042(7) . ?
Fe1 C24 2.033(8) . ?
O13 H13 0.8200 . ?
O13 C12 1.320(8) . ?
O11 C10 1.253(9) . ?
O14 C12 1.208(9) . ?
N9 H9 0.8600 . ?
N9 C10 1.324(9) . ?
N9 C8 1.456(8) . ?
C19 H19 0.9300 . ?
C19 C15 1.408(12) . ?
C19 C18 1.412(11) . ?
C22 H22 0.9300 . ?
C22 C21 1.414(15) . ?
C22 C23 1.428(17) . ?
C15 C10 1.487(8) . ?
C15 C16 1.445(11) . ?
C18 H18 0.9300 . ?
C18 C17 1.422(11) . ?
C12 C8 1.512(9) . ?
C8 H8 0.9800 . ?
C8 C2 1.528(9) . ?
C21 H21 0.9300 . ?
C21 C20 1.409(10) . ?
C2 C3 1.378(10) . ?
C2 C7 1.383(10) . ?
C17 H17 0.9300 . ?
C17 C16 1.414(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(10) . ?
C6 H6 0.9300 . ?
C6 C7 1.380(11) . ?
C6 C5 1.369(16) . ?
C23 H23 0.9300 . ?
C23 C24 1.402(15) . ?
C7 H7 0.9300 . ?
C20 H20 0.9300 . ?
C20 C24 1.396(13) . ?
C16 H16 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.390(13) . ?
C4 H4 0.9300 . ?
C24 H24 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
C19 Fe1 C22 109.6(4) . . ?
C19 Fe1 C15 40.5(3) . . ?
C19 Fe1 C18 40.3(3) . . ?
C19 Fe1 C21 125.9(4) . . ?
C19 Fe1 C17 68.1(3) . . ?
C19 Fe1 C23 122.9(4) . . ?
C19 Fe1 C20 161.9(4) . . ?
C19 Fe1 C16 68.9(3) . . ?
C22 Fe1 C18 121.2(4) . . ?
C15 Fe1 C22 127.2(4) . . ?
C15 Fe1 C18 68.1(3) . . ?
C15 Fe1 C21 163.4(4) . . ?
C15 Fe1 C17 68.4(3) . . ?
C15 Fe1 C23 109.5(2) . . ?
C15 Fe1 C20 155.5(4) . . ?
C15 Fe1 C16 41.5(3) . . ?
C21 Fe1 C22 40.4(4) . . ?
C21 Fe1 C18 107.3(4) . . ?
C21 Fe1 C17 119.2(4) . . ?
C21 Fe1 C23 68.1(4) . . ?
C21 Fe1 C20 40.3(3) . . ?
C17 Fe1 C22 154.8(4) . . ?
C17 Fe1 C18 40.5(3) . . ?
C17 Fe1 C23 161.8(5) . . ?
C17 Fe1 C20 106.5(4) . . ?
C23 Fe1 C22 40.7(5) . . ?
C23 Fe1 C18 157.0(5) . . ?
C23 Fe1 C20 67.5(4) . . ?
C20 Fe1 C22 67.5(4) . . ?
C20 Fe1 C18 124.6(4) . . ?
C16 Fe1 C22 164.2(4) . . ?
C16 Fe1 C18 68.5(3) . . ?
C16 Fe1 C21 153.4(3) . . ?
C16 Fe1 C17 40.5(3) . . ?
C16 Fe1 C23 125.9(4) . . ?
C16 Fe1 C20 119.0(4) . . ?
C24 Fe1 C19 157.2(3) . . ?
C24 Fe1 C22 67.7(3) . . ?
C24 Fe1 C15 121.8(3) . . ?
C24 Fe1 C18 161.0(3) . . ?
C24 Fe1 C21 67.7(4) . . ?
C24 Fe1 C17 124.4(4) . . ?
C24 Fe1 C23 40.1(4) . . ?
C24 Fe1 C20 40.0(4) . . ?
C24 Fe1 C16 107.2(4) . . ?
C12 O13 H13 109.5 . . ?
C10 N9 H9 118.9 . . ?
C10 N9 C8 122.1(6) . . ?
C8 N9 H9 118.9 . . ?
Fe1 C19 H19 125.3 . . ?
C15 C19 Fe1 69.8(4) . . ?
C15 C19 H19 125.5 . . ?
C15 C19 C18 108.9(8) . . ?
C18 C19 Fe1 71.0(4) . . ?
C18 C19 H19 125.5 . . ?
Fe1 C22 H22 126.7 . . ?
C21 C22 Fe1 69.2(5) . . ?
C21 C22 H22 126.2 . . ?
C21 C22 C23 107.5(10) . . ?
C23 C22 Fe1 69.4(5) . . ?
C23 C22 H22 126.2 . . ?
C19 C15 Fe1 69.8(4) . . ?
C19 C15 C10 129.4(8) . . ?
C19 C15 C16 107.9(5) . . ?
C10 C15 Fe1 122.8(3) . . ?
C16 C15 Fe1 69.5(3) . . ?
C16 C15 C10 122.5(8) . . ?
O11 C10 N9 122.4(6) . . ?
O11 C10 C15 120.2(7) . . ?
N9 C10 C15 117.4(8) . . ?
Fe1 C18 H18 127.5 . . ?
C19 C18 Fe1 68.8(4) . . ?
C19 C18 H18 126.4 . . ?
C19 C18 C17 107.3(8) . . ?
C17 C18 Fe1 69.0(5) . . ?
C17 C18 H18 126.4 . . ?
O13 C12 C8 110.8(6) . . ?
O14 C12 O13 124.9(7) . . ?
O14 C12 C8 124.3(6) . . ?
N9 C8 C12 107.0(5) . . ?
N9 C8 H8 109.2 . . ?
N9 C8 C2 110.9(5) . . ?
C12 C8 H8 109.2 . . ?
C12 C8 C2 111.3(5) . . ?
C2 C8 H8 109.2 . . ?
Fe1 C21 H21 124.9 . . ?
C22 C21 Fe1 70.4(5) . . ?
C22 C21 H21 126.0 . . ?
C20 C21 Fe1 70.2(5) . . ?
C20 C21 C22 107.9(11) . . ?
C20 C21 H21 126.0 . . ?
C3 C2 C8 121.0(6) . . ?
C3 C2 C7 118.3(7) . . ?
C7 C2 C8 120.5(7) . . ?
Fe1 C17 H17 126.0 . . ?
C18 C17 Fe1 70.5(5) . . ?
C18 C17 H17 125.4 . . ?
C16 C17 Fe1 69.7(4) . . ?
C16 C17 C18 109.2(8) . . ?
C16 C17 H17 125.4 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(8) . . ?
C4 C3 H3 119.5 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.1(8) . . ?
Fe1 C23 H23 126.1 . . ?
C22 C23 Fe1 69.9(5) . . ?
C22 C23 H23 126.4 . . ?
C24 C23 Fe1 69.2(5) . . ?
C24 C23 C22 107.3(6) . . ?
C24 C23 H23 126.4 . . ?
C2 C7 H7 119.4 . . ?
C6 C7 C2 121.1(8) . . ?
C6 C7 H7 119.4 . . ?
Fe1 C20 H20 126.8 . . ?
C21 C20 Fe1 69.5(5) . . ?
C21 C20 H20 125.9 . . ?
C24 C20 Fe1 69.3(5) . . ?
C24 C20 C21 108.1(10) . . ?
C24 C20 H20 125.9 . . ?
Fe1 C16 H16 126.0 . . ?
C15 C16 Fe1 69.0(4) . . ?
C15 C16 H16 126.7 . . ?
C17 C16 Fe1 69.8(4) . . ?
C17 C16 C15 106.6(7) . . ?
C17 C16 H16 126.7 . . ?
C6 C5 H5 120.3 . . ?
C6 C5 C4 119.5(7) . . ?
C4 C5 H5 120.3 . . ?
C3 C4 C5 119.9(8) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
Fe1 C24 H24 124.8 . . ?
C23 C24 Fe1 70.6(5) . . ?
C23 C24 H24 125.5 . . ?
C20 C24 Fe1 70.7(5) . . ?
C20 C24 C23 109.1(9) . . ?
C20 C24 H24 125.5 . . ?

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 C19 C15 C10 116.4(5) . . . . ?
Fe1 C19 C15 C16 -59.2(4) . . . . ?
Fe1 C19 C18 C17 58.4(6) . . . . ?
Fe1 C22 C21 C20 -60.5(7) . . . . ?
Fe1 C22 C23 C24 59.4(5) . . . . ?
Fe1 C15 C10 O11 -88.9(8) . . . . ?
Fe1 C15 C10 N9 90.7(8) . . . . ?
Fe1 C15 C16 C17 -60.0(5) . . . . ?
Fe1 C18 C17 C16 59.1(6) . . . . ?
Fe1 C21 C20 C24 -58.7(6) . . . . ?
Fe1 C17 C16 C15 59.5(4) . . . . ?
Fe1 C23 C24 C20 60.5(6) . . . . ?
Fe1 C20 C24 C23 -60.5(5) . . . . ?
O13 C12 C8 N9 171.0(5) . . . . ?
O13 C12 C8 C2 -67.8(7) . . . . ?
O14 C12 C8 N9 -11.2(9) . . . . ?
O14 C12 C8 C2 110.1(7) . . . . ?
N9 C8 C2 C3 -99.5(7) . . . . ?
N9 C8 C2 C7 76.2(8) . . . . ?
C19 C15 C10 O11 -178.7(6) . . . . ?
C19 C15 C10 N9 0.9(8) . . . . ?
C19 C15 C16 Fe1 59.4(4) . . . . ?
C19 C15 C16 C17 -0.7(6) . . . . ?
C19 C18 C17 Fe1 -58.2(5) . . . . ?
C19 C18 C17 C16 0.9(10) . . . . ?
C22 C21 C20 Fe1 60.6(6) . . . . ?
C22 C21 C20 C24 1.9(11) . . . . ?
C22 C23 C24 Fe1 -59.8(5) . . . . ?
C22 C23 C24 C20 0.7(7) . . . . ?
C15 C19 C18 Fe1 -59.7(4) . . . . ?
C15 C19 C18 C17 -1.3(9) . . . . ?
C10 N9 C8 C12 -161.0(5) . . . . ?
C10 N9 C8 C2 77.5(8) . . . . ?
C10 C15 C16 Fe1 -116.6(5) . . . . ?
C10 C15 C16 C17 -176.6(5) . . . . ?
C18 C19 C15 Fe1 60.4(5) . . . . ?
C18 C19 C15 C10 176.8(5) . . . . ?
C18 C19 C15 C16 1.2(6) . . . . ?
C18 C17 C16 Fe1 -59.6(6) . . . . ?
C18 C17 C16 C15 -0.1(9) . . . . ?
C12 C8 C2 C3 141.5(7) . . . . ?
C12 C8 C2 C7 -42.7(8) . . . . ?
C8 N9 C10 O11 7.9(8) . . . . ?
C8 N9 C10 C15 -171.7(5) . . . . ?
C8 C2 C3 C4 176.0(6) . . . . ?
C8 C2 C7 C6 -177.4(6) . . . . ?
C21 C22 C23 Fe1 -59.0(6) . . . . ?
C21 C22 C23 C24 0.4(7) . . . . ?
C21 C20 C24 Fe1 58.9(7) . . . . ?
C21 C20 C24 C23 -1.6(10) . . . . ?
C2 C3 C4 C5 1.3(12) . . . . ?
C3 C2 C7 C6 -1.5(11) . . . . ?
C6 C5 C4 C3 -1.3(12) . . . . ?
C23 C22 C21 Fe1 59.1(5) . . . . ?
C23 C22 C21 C20 -1.4(10) . . . . ?
C7 C2 C3 C4 0.1(12) . . . . ?
C7 C6 C5 C4 -0.1(12) . . . . ?
C16 C15 C10 O11 -3.7(8) . . . . ?
C16 C15 C10 N9 175.9(5) . . . . ?
C5 C6 C7 C2 1.5(12) . . . . ?

_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 1.796
_oxdiff_exptl_absorpt_empirical_full_min 0.637
####################################################################### 
# 
# 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_200617d
_database_code_depnum_ccdc_archive 'CCDC 2081843'
loop_
_audit_author_name
_audit_author_address
'zhaohui zong'
;shandong university
China
;
_audit_update_record             
;
2021-05-05 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;
_audit_creation_date             2021-05-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H19 Fe N O3'
_chemical_formula_sum            'C16 H19 Fe N O3'
_chemical_formula_weight         329.17
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         FeCNO
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.1314(3)
_cell_length_b                   10.4452(4)
_cell_length_c                   10.0130(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.488(5)
_cell_angle_gamma                90
_cell_volume                     718.77(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2004
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      75.9100
_cell_measurement_theta_min      4.5340
_shelx_estimated_absorpt_T_max   0.920
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    8.497
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47032
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (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_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4003
_diffrn_reflns_point_group_measured_fraction_full 0.780
_diffrn_reflns_point_group_measured_fraction_max 0.780
_diffrn_reflns_theta_full        67.063
_diffrn_reflns_theta_max         67.063
_diffrn_reflns_theta_min         4.582
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  74.00   1.00    0.23    --   48.45  36.00 132.00   34
  2  ω     97.00 164.00   1.00    1.30    --  106.49  36.00 132.00   67
  3  ω     99.00 144.00   1.00    1.30    --  106.49  19.00-120.00   45
  4  ω    148.00 178.00   1.00    1.30    --  106.49  19.00-120.00   30
  5  ω    -21.00  27.00   1.00    0.23    --  -48.45  19.00 -60.00   48
  6  ω    -40.00 -13.00   1.00    1.30    --  -86.25  38.00-150.00   27
  7  ω    -63.00 -17.00   1.00    1.30    --  -86.25  57.00 -90.00   46
  8  ω    -47.00 -19.00   1.00    1.30    --  -86.25  57.00 -60.00   28
  9  ω    -41.00 -16.00   1.00    1.30    --  -86.25  36.00 132.00   25
 10  ω     -4.00  24.00   1.00    0.23    --  -48.45  36.00 132.00   28
 11  ω   -122.00 -40.00   1.00    0.23    --  -48.45 -36.00 -24.00   82
 12  ω   -132.00 -75.00   1.00    1.30    --  -86.25 -36.00 -24.00   57
 13  ω     34.00 105.00   1.00    1.30    --  106.49 -77.00   0.00   71
 14  ω     38.00  63.00   1.00    1.30    --  106.49 -57.00  60.00   25
 15  ω     34.00  59.00   1.00    1.30    --  106.49 -57.00  30.00   25
 16  ω      1.00  40.00   1.00    0.23    --   48.45 -36.00 -24.00   39
 17  ω     74.00 104.00   1.00    1.30    --  106.49-125.00-150.00   30
 18  ω     35.00  99.00   1.00    1.30    --  106.49 -99.00-150.00   64
 19  ω     34.00  71.00   1.00    1.30    --  106.49-125.00-150.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0258437000
_diffrn_orient_matrix_UB_12      -0.0399110000
_diffrn_orient_matrix_UB_13      0.1519678000
_diffrn_orient_matrix_UB_21      0.2020921000
_diffrn_orient_matrix_UB_22      -0.0556194000
_diffrn_orient_matrix_UB_23      0.0053815000
_diffrn_orient_matrix_UB_31      0.0935940000
_diffrn_orient_matrix_UB_32      0.1306509000
_diffrn_orient_matrix_UB_33      0.0485124000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.493
_reflns_Friedel_fraction_full    0.548
_reflns_Friedel_fraction_max     0.548
_reflns_number_gt                1842
_reflns_number_total             2001
_reflns_odcompleteness_completeness 98.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_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    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 
;
 Flack x determined using 548 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2001
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      0.988
_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)+(0.0364P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0822
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 N8(H8), C6(H6), C4(H4), C3(H3), C19(H19), C17(H17), C5(H5), C18(H18),
 C21(H21), C20(H20)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C14(H14A,H14B,H14C)
2.d Idealised tetrahedral OH refined as rotating group:
 O11(H11)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.81128(8) 0.54670(6) 0.92081(7) 0.0171(2) Uani 1 1 d . . . . .
O16 O 0.3332(4) 0.7096(3) 0.6970(3) 0.0209(7) Uani 1 1 d . . . . .
O12 O 0.1200(5) 0.2947(4) 0.5513(4) 0.0304(9) Uani 1 1 d . . . . .
O11 O -0.0978(5) 0.4026(3) 0.3879(4) 0.0273(8) Uani 1 1 d . . . . .
H11 H -0.163654 0.335274 0.383231 0.041 Uiso 1 1 calc R U . . .
N8 N 0.3406(5) 0.5024(4) 0.6301(4) 0.0190(8) Uani 1 1 d . . . . .
H8 H 0.404832 0.429694 0.647626 0.023 Uiso 1 1 calc R U . . .
C2 C 0.5151(5) 0.5650(6) 0.8607(4) 0.0168(9) Uani 1 1 d . . . . .
C10 C 0.0677(6) 0.3901(5) 0.4855(5) 0.0185(10) Uani 1 1 d . . . . .
C6 C 0.5708(7) 0.4410(5) 0.9187(5) 0.0200(11) Uani 1 1 d . . . . .
H6 H 0.537294 0.361486 0.872280 0.024 Uiso 1 1 calc R U . . .
C4 C 0.7021(6) 0.5895(5) 1.0862(5) 0.0208(13) Uani 1 1 d . . . . .
H4 H 0.770809 0.626720 1.171844 0.025 Uiso 1 1 calc R U . . .
C7 C 0.3892(5) 0.5988(4) 0.7229(5) 0.0166(10) Uani 1 1 d . . . . .
C9 C 0.1854(6) 0.5143(4) 0.5018(5) 0.0173(10) Uani 1 1 d . . . . .
H9 H 0.099229 0.587373 0.511089 0.021 Uiso 1 1 calc R U . . .
C3 C 0.5992(6) 0.6578(5) 0.9652(5) 0.0196(10) Uani 1 1 d . . . . .
H3 H 0.588510 0.748193 0.955662 0.024 Uiso 1 1 calc R U . . .
C19 C 1.0918(8) 0.6149(7) 0.9661(7) 0.0333(15) Uani 1 1 d . . . . .
H19 H 1.156951 0.663508 1.045057 0.040 Uiso 1 1 calc R U . . .
C13 C 0.2612(6) 0.5367(6) 0.3722(4) 0.0197(10) Uani 1 1 d . . . . .
H13 H 0.146152 0.539323 0.289236 0.024 Uiso 1 1 calc R U . . .
C15 C 0.3637(9) 0.6656(6) 0.3831(6) 0.0333(14) Uani 1 1 d . . . . .
H15A H 0.274383 0.733429 0.394751 0.050 Uiso 1 1 calc R U . . .
H15B H 0.404418 0.681360 0.298534 0.050 Uiso 1 1 calc R U . . .
H15C H 0.478273 0.665102 0.463202 0.050 Uiso 1 1 calc R U . . .
C17 C 0.9100(6) 0.5606(9) 0.7491(5) 0.0373(14) Uani 1 1 d . . . . .
H17 H 0.830087 0.565962 0.656715 0.045 Uiso 1 1 calc R U . . .
C14 C 0.3936(8) 0.4297(6) 0.3507(6) 0.0299(13) Uani 1 1 d . . . . .
H14A H 0.507046 0.424395 0.431294 0.045 Uiso 1 1 calc R U . . .
H14B H 0.436675 0.447001 0.267394 0.045 Uiso 1 1 calc R U . . .
H14C H 0.322540 0.348319 0.339550 0.045 Uiso 1 1 calc R U . . .
C5 C 0.6842(7) 0.4571(6) 1.0567(6) 0.0234(11) Uani 1 1 d . . . . .
H5 H 0.739171 0.390217 1.119224 0.028 Uiso 1 1 calc R U . . .
C18 C 0.9790(8) 0.6641(8) 0.8384(8) 0.0389(17) Uani 1 1 d . . . . .
H18 H 0.954076 0.752033 0.816696 0.047 Uiso 1 1 calc R U . . .
C21 C 0.9817(9) 0.4465(7) 0.8225(9) 0.0419(19) Uani 1 1 d . . . . .
H21 H 0.959408 0.361872 0.787009 0.050 Uiso 1 1 calc R U . . .
C20 C 1.0899(8) 0.4800(7) 0.9547(7) 0.0371(17) Uani 1 1 d . . . . .
H20 H 1.152225 0.421903 1.025693 0.045 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 C2 2.045(4) . ?
Fe1 C6 2.035(5) . ?
Fe1 C4 2.058(5) . ?
Fe1 C3 2.047(5) . ?
Fe1 C19 2.057(5) . ?
Fe1 C17 2.029(5) . ?
Fe1 C5 2.051(5) . ?
Fe1 C18 2.035(7) . ?
Fe1 C21 2.045(6) . ?
Fe1 C20 2.046(5) . ?
O16 C7 1.229(6) . ?
O12 C10 1.198(6) . ?
O11 H11 0.8400 . ?
O11 C10 1.323(5) . ?
N8 H8 0.8800 . ?
N8 C7 1.352(6) . ?
N8 C9 1.460(5) . ?
C2 C6 1.432(8) . ?
C2 C7 1.474(6) . ?
C2 C3 1.435(7) . ?
C10 C9 1.530(6) . ?
C6 H6 0.9500 . ?
C6 C5 1.413(7) . ?
C4 H4 0.9500 . ?
C4 C3 1.428(7) . ?
C4 C5 1.412(9) . ?
C9 H9 1.0000 . ?
C9 C13 1.551(6) . ?
C3 H3 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.413(10) . ?
C19 C20 1.414(8) . ?
C13 H13 1.0000 . ?
C13 C15 1.522(8) . ?
C13 C14 1.515(8) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 H17 0.9500 . ?
C17 C18 1.405(11) . ?
C17 C21 1.422(12) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C5 H5 0.9500 . ?
C18 H18 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.387(10) . ?
C20 H20 0.9500 . ?

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
C2 Fe1 C4 68.50(17) . . ?
C2 Fe1 C3 41.0(2) . . ?
C2 Fe1 C19 154.1(3) . . ?
C2 Fe1 C5 68.5(2) . . ?
C2 Fe1 C20 164.0(3) . . ?
C6 Fe1 C2 41.1(2) . . ?
C6 Fe1 C4 68.1(2) . . ?
C6 Fe1 C3 68.94(18) . . ?
C6 Fe1 C19 163.2(2) . . ?
C6 Fe1 C5 40.5(2) . . ?
C6 Fe1 C21 108.9(2) . . ?
C6 Fe1 C20 126.5(3) . . ?
C3 Fe1 C4 40.7(2) . . ?
C3 Fe1 C19 119.2(2) . . ?
C3 Fe1 C5 68.4(2) . . ?
C19 Fe1 C4 107.6(2) . . ?
C17 Fe1 C2 107.99(18) . . ?
C17 Fe1 C6 120.8(2) . . ?
C17 Fe1 C4 163.2(3) . . ?
C17 Fe1 C3 125.9(3) . . ?
C17 Fe1 C19 68.0(3) . . ?
C17 Fe1 C5 155.4(3) . . ?
C17 Fe1 C18 40.5(3) . . ?
C17 Fe1 C21 40.8(3) . . ?
C17 Fe1 C20 67.9(3) . . ?
C5 Fe1 C4 40.2(2) . . ?
C5 Fe1 C19 126.0(2) . . ?
C18 Fe1 C2 119.8(2) . . ?
C18 Fe1 C6 155.2(2) . . ?
C18 Fe1 C4 125.8(3) . . ?
C18 Fe1 C3 107.1(3) . . ?
C18 Fe1 C19 40.4(3) . . ?
C18 Fe1 C5 162.8(3) . . ?
C18 Fe1 C21 67.9(2) . . ?
C18 Fe1 C20 67.8(3) . . ?
C21 Fe1 C2 127.3(2) . . ?
C21 Fe1 C4 154.1(3) . . ?
C21 Fe1 C3 164.4(3) . . ?
C21 Fe1 C19 67.4(3) . . ?
C21 Fe1 C5 120.7(3) . . ?
C21 Fe1 C20 39.6(3) . . ?
C20 Fe1 C4 120.0(2) . . ?
C20 Fe1 C3 153.9(2) . . ?
C20 Fe1 C19 40.3(2) . . ?
C20 Fe1 C5 108.4(2) . . ?
C10 O11 H11 109.5 . . ?
C7 N8 H8 118.8 . . ?
C7 N8 C9 122.5(4) . . ?
C9 N8 H8 118.8 . . ?
C6 C2 Fe1 69.1(3) . . ?
C6 C2 C7 129.0(5) . . ?
C6 C2 C3 107.4(4) . . ?
C7 C2 Fe1 128.4(3) . . ?
C3 C2 Fe1 69.6(2) . . ?
C3 C2 C7 123.5(5) . . ?
O12 C10 O11 125.0(4) . . ?
O12 C10 C9 124.4(4) . . ?
O11 C10 C9 110.6(4) . . ?
Fe1 C6 H6 125.5 . . ?
C2 C6 Fe1 69.8(3) . . ?
C2 C6 H6 125.9 . . ?
C5 C6 Fe1 70.4(3) . . ?
C5 C6 C2 108.2(5) . . ?
C5 C6 H6 125.9 . . ?
Fe1 C4 H4 126.9 . . ?
C3 C4 Fe1 69.2(3) . . ?
C3 C4 H4 125.8 . . ?
C5 C4 Fe1 69.6(3) . . ?
C5 C4 H4 125.8 . . ?
C5 C4 C3 108.3(5) . . ?
O16 C7 N8 123.2(4) . . ?
O16 C7 C2 120.4(4) . . ?
N8 C7 C2 116.5(4) . . ?
N8 C9 C10 106.7(3) . . ?
N8 C9 H9 108.9 . . ?
N8 C9 C13 113.4(3) . . ?
C10 C9 H9 108.9 . . ?
C10 C9 C13 110.0(4) . . ?
C13 C9 H9 108.9 . . ?
Fe1 C3 H3 125.9 . . ?
C2 C3 Fe1 69.4(3) . . ?
C2 C3 H3 126.2 . . ?
C4 C3 Fe1 70.1(3) . . ?
C4 C3 C2 107.5(5) . . ?
C4 C3 H3 126.2 . . ?
Fe1 C19 H19 126.8 . . ?
C18 C19 Fe1 69.0(3) . . ?
C18 C19 H19 126.3 . . ?
C18 C19 C20 107.4(7) . . ?
C20 C19 Fe1 69.5(4) . . ?
C20 C19 H19 126.3 . . ?
C9 C13 H13 107.9 . . ?
C15 C13 C9 109.9(4) . . ?
C15 C13 H13 107.9 . . ?
C14 C13 C9 112.2(4) . . ?
C14 C13 H13 107.9 . . ?
C14 C13 C15 111.0(4) . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Fe1 C17 H17 125.2 . . ?
C18 C17 Fe1 70.0(4) . . ?
C18 C17 H17 126.3 . . ?
C18 C17 C21 107.4(5) . . ?
C21 C17 Fe1 70.2(3) . . ?
C21 C17 H17 126.3 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Fe1 C5 H5 126.5 . . ?
C6 C5 Fe1 69.2(3) . . ?
C6 C5 H5 125.7 . . ?
C4 C5 Fe1 70.2(3) . . ?
C4 C5 C6 108.5(5) . . ?
C4 C5 H5 125.7 . . ?
Fe1 C18 H18 125.5 . . ?
C19 C18 Fe1 70.6(4) . . ?
C19 C18 H18 125.8 . . ?
C17 C18 Fe1 69.6(4) . . ?
C17 C18 C19 108.3(7) . . ?
C17 C18 H18 125.8 . . ?
Fe1 C21 H21 126.5 . . ?
C17 C21 Fe1 69.0(3) . . ?
C17 C21 H21 125.9 . . ?
C20 C21 Fe1 70.2(4) . . ?
C20 C21 C17 108.3(6) . . ?
C20 C21 H21 125.9 . . ?
Fe1 C20 H20 125.5 . . ?
C19 C20 Fe1 70.2(4) . . ?
C19 C20 H20 125.7 . . ?
C21 C20 Fe1 70.1(3) . . ?
C21 C20 C19 108.6(7) . . ?
C21 C20 H20 125.7 . . ?

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 C2 C6 C5 60.2(3) . . . . ?
Fe1 C2 C7 O16 -97.5(5) . . . . ?
Fe1 C2 C7 N8 82.7(5) . . . . ?
Fe1 C2 C3 C4 -60.0(3) . . . . ?
Fe1 C6 C5 C4 59.3(4) . . . . ?
Fe1 C4 C3 C2 59.5(3) . . . . ?
Fe1 C4 C5 C6 -58.7(3) . . . . ?
Fe1 C19 C18 C17 -59.6(4) . . . . ?
Fe1 C19 C20 C21 59.8(4) . . . . ?
Fe1 C17 C18 C19 60.3(4) . . . . ?
Fe1 C17 C21 C20 -59.5(4) . . . . ?
Fe1 C21 C20 C19 -59.9(5) . . . . ?
O12 C10 C9 N8 -13.4(6) . . . . ?
O12 C10 C9 C13 110.0(5) . . . . ?
O11 C10 C9 N8 167.3(4) . . . . ?
O11 C10 C9 C13 -69.2(5) . . . . ?
N8 C9 C13 C15 -65.3(5) . . . . ?
N8 C9 C13 C14 58.6(5) . . . . ?
C2 C6 C5 Fe1 -59.8(3) . . . . ?
C2 C6 C5 C4 -0.5(6) . . . . ?
C10 C9 C13 C15 175.3(4) . . . . ?
C10 C9 C13 C14 -60.8(5) . . . . ?
C6 C2 C7 O16 169.3(4) . . . . ?
C6 C2 C7 N8 -10.5(6) . . . . ?
C6 C2 C3 Fe1 58.9(3) . . . . ?
C6 C2 C3 C4 -1.0(5) . . . . ?
C7 N8 C9 C10 -136.2(4) . . . . ?
C7 N8 C9 C13 102.5(5) . . . . ?
C7 C2 C6 Fe1 123.1(4) . . . . ?
C7 C2 C6 C5 -176.8(4) . . . . ?
C7 C2 C3 Fe1 -123.2(4) . . . . ?
C7 C2 C3 C4 176.8(4) . . . . ?
C9 N8 C7 O16 -13.4(6) . . . . ?
C9 N8 C7 C2 166.4(4) . . . . ?
C3 C2 C6 Fe1 -59.2(3) . . . . ?
C3 C2 C6 C5 0.9(5) . . . . ?
C3 C2 C7 O16 -8.1(6) . . . . ?
C3 C2 C7 N8 172.2(4) . . . . ?
C3 C4 C5 Fe1 58.5(3) . . . . ?
C3 C4 C5 C6 -0.2(6) . . . . ?
C17 C21 C20 Fe1 58.7(4) . . . . ?
C17 C21 C20 C19 -1.2(7) . . . . ?
C5 C4 C3 Fe1 -58.8(4) . . . . ?
C5 C4 C3 C2 0.7(5) . . . . ?
C18 C19 C20 Fe1 -58.8(4) . . . . ?
C18 C19 C20 C21 1.1(8) . . . . ?
C18 C17 C21 Fe1 60.4(3) . . . . ?
C18 C17 C21 C20 0.9(5) . . . . ?
C21 C17 C18 Fe1 -60.5(3) . . . . ?
C21 C17 C18 C19 -0.2(5) . . . . ?
C20 C19 C18 Fe1 59.1(5) . . . . ?
C20 C19 C18 C17 -0.5(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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.923
_oxdiff_exptl_absorpt_empirical_full_min 0.483
####################################################################### 
# 
# 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_200717d
_database_code_depnum_ccdc_archive 'CCDC 2081842'
loop_
_audit_author_name
_audit_author_address
'zhaohui zong'
;shandong university
China
;
_audit_update_record             
;
2021-05-05 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;
_audit_creation_date             2020-07-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C14 H15 Fe N O3)'
_chemical_formula_sum            'C28 H30 Fe2 N2 O6'
_chemical_formula_weight         602.24
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         FeC
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.9913(2)
_cell_length_b                   9.9535(2)
_cell_length_c                   29.2374(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.299(2)
_cell_angle_gamma                90
_cell_volume                     2884.05(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7850
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      76.0170
_cell_measurement_theta_min      2.9970
_shelx_estimated_absorpt_T_max   0.786
_shelx_estimated_absorpt_T_min   0.678
_exptl_absorpt_coefficient_mu    8.420
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            14670
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.030
_diffrn_reflns_theta_max         67.030
_diffrn_reflns_theta_min         3.048
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_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     62.00 113.00   1.00    3.50    --  106.49-126.00 163.00   51
  2  ω     55.00  81.00   1.00    0.32    --   48.32-126.00 163.00   26
  3  ω     34.00  66.00   1.00    3.50    --  106.49 -57.00 120.00   32
  4  ω     34.00  96.00   1.00    3.50    --  106.49 -99.00  60.00   62
  5  ω     90.00 125.00   1.00    3.50    --  106.49-144.00  -5.00   35
  6  ω     63.00  88.00   1.00    0.32    --   48.32-144.00  -5.00   25
  7  ω     34.00 106.00   1.00    3.50    --  106.49 -99.00   0.00   72
  8  ω     38.00 110.00   1.00    3.50    --  106.49-125.00   0.00   72
  9  ω     40.00  66.00   1.00    3.50    --  106.49 -57.00 -30.00   26
 10  ω     34.00 111.00   1.00    3.50    --  106.49-125.00 -90.00   77
 11  ω     34.00 105.00   1.00    3.50    --  106.49 -77.00-180.00   71
 12  ω     98.00 178.00   1.00    3.50    --  106.49  38.00 -30.00   80
 13  ω     96.00 141.00   1.00    3.50    --  106.49 126.00-120.00   45
 14  ω    138.00 168.00   1.00    3.50    --  106.49 125.00-180.00   30
 15  ω     95.00 133.00   1.00    3.50    --  106.49 125.00-180.00   38
 16  ω     84.00 176.00   1.00    3.50    --  106.49  77.00 -60.00   92
 17  ω     93.00 178.00   1.00    3.50    --  106.49  38.00-120.00   85
 18  ω     84.00 141.00   1.00    3.50    --  106.49 144.00  48.00   57
 19  ω    -27.00  27.00   1.00    0.32    --  -48.32  19.00   0.00   54
 20  ω    -26.00  23.00   1.00    0.32    --  -48.32  19.00  90.00   49
 21  ω    -42.00 -13.00   1.00    3.50    --  -86.25  38.00  90.00   29
 22  ω    -43.00 -18.00   1.00    3.50    --  -86.25  38.00 120.00   25
 23  ω    -42.00 -13.00   1.00    3.50    --  -86.25  38.00  60.00   29
 24  ω    -91.00 -66.00   1.00    3.50    --  -86.25 144.00  48.00   25
 25  ω    -85.00 -41.00   1.00    0.32    --  -48.32 126.00-120.00   44
 26  ω    -80.00 -54.00   1.00    3.50    --  -86.25 126.00-120.00   26
 27  ω    -43.00 -13.00   1.00    3.50    --  -86.25  38.00-120.00   30
 28  ω   -120.00 -26.00   1.00    0.32    --  -48.32 -77.00  60.00   94
 29  ω   -119.00 -73.00   1.00    0.32    --  -48.32-126.00 163.00   46
 30  ω   -120.00 -61.00   1.00    0.32    --  -48.32-144.00  -5.00   59
 31  ω   -131.00-106.00   1.00    3.50    --  -86.25-144.00  -5.00   25
 32  ω   -115.00 -90.00   1.00    3.50    --  -86.25-126.00 163.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0035869000
_diffrn_orient_matrix_UB_12      0.1438634000
_diffrn_orient_matrix_UB_13      0.0194816000
_diffrn_orient_matrix_UB_21      0.0195466000
_diffrn_orient_matrix_UB_22      0.0559286000
_diffrn_orient_matrix_UB_23      -0.0478345000
_diffrn_orient_matrix_UB_31      -0.1542515000
_diffrn_orient_matrix_UB_32      0.0105445000
_diffrn_orient_matrix_UB_33      -0.0123899000
_diffrn_oxdiff_digest_frames     
;
012b2bf108debe2bb154b93269fa3cb42601536ecae
;
_diffrn_oxdiff_digest_hkl        
;
012a515f0a2c2f4d39cb879d5eb0b6f4dac9a1
;
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.856
_reflns_Friedel_fraction_full    0.970
_reflns_Friedel_fraction_max     0.970
_reflns_number_gt                4603
_reflns_number_total             5062
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 1922 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.007(4)
_refine_ls_extinction_coef       0.00015(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         5062
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0413
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0554P)²+2.8163P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1116
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, H26 of O26, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, H12 of O12
2.a Riding coordinates:
 O26(H26)
2.b Ternary CH refined with riding coordinates:
 C23(H23), C10(H10)
2.c Aromatic/amide H refined with riding coordinates:
 N9(H9), N22(H22), C32(H32), C30(H30), C37(H37), C6(H6), C7(H7), C20(H20),
 C35(H35), C19(H19), C4(H4), C33(H33), C5(H5), C17(H17), C38(H38), C36(H36),
 C18(H18), C31(H31), C34(H34), C29(H29)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C27(H27A,H27B,H27C)
2.e Idealised tetrahedral OH refined as rotating group:
 O12(H12)
;
_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 0.17855(8) 0.22614(7) 0.68140(3) 0.0295(2) Uani 1 1 d . . . . .
Fe2 Fe 0.32894(8) 0.79973(8) 0.31835(3) 0.0324(3) Uani 1 1 d . . . . .
O13 O 0.1414(4) 0.4433(4) 0.53955(14) 0.0447(10) Uani 1 1 d . . . . .
O15 O 0.3275(3) 0.5523(4) 0.62802(14) 0.0372(9) Uani 1 1 d . . . . .
O26 O 0.2430(4) 0.3408(5) 0.46682(15) 0.0494(11) Uani 1 1 d . . . . .
H26 H 0.203597 0.368294 0.489577 0.059 Uiso 1 1 d R . . . .
O28 O 0.1611(3) 0.4610(4) 0.35793(14) 0.0391(10) Uani 1 1 d . . . . .
N9 N 0.1001(4) 0.5430(5) 0.62583(16) 0.0321(10) Uani 1 1 d . . . . .
H9 H 0.033309 0.514497 0.639010 0.038 Uiso 1 1 calc R . . . .
C16 C 0.2731(5) 0.6008(6) 0.3100(2) 0.0323(12) Uani 1 1 d . . . . .
O25 O 0.3139(5) 0.5473(5) 0.45301(15) 0.0480(11) Uani 1 1 d . . . . .
N22 N 0.3870(4) 0.4586(5) 0.36972(16) 0.0310(10) Uani 1 1 d . . . . .
H22 H 0.463004 0.484247 0.361788 0.037 Uiso 1 1 calc R . . . .
O12 O 0.1902(5) 0.6530(5) 0.51906(17) 0.0589(12) Uani 1 1 d . . . . .
H12 H 0.238347 0.614193 0.502564 0.088 Uiso 1 1 calc GR . . . .
C24 C 0.3053(5) 0.4251(6) 0.44469(19) 0.0351(12) Uani 1 1 d . . . . .
C32 C 0.0497(6) 0.0650(7) 0.6758(2) 0.0435(14) Uani 1 1 d . . . . .
H32 H 0.002942 0.031267 0.698834 0.052 Uiso 1 1 calc R . . . .
C30 C 0.2135(6) 0.0962(7) 0.6296(2) 0.0418(14) Uani 1 1 d . . . . .
H30 H 0.293279 0.087256 0.616600 0.050 Uiso 1 1 calc R . . . .
C37 C 0.3845(7) 0.8307(8) 0.3872(2) 0.0526(17) Uani 1 1 d . . . . .
H37 H 0.382894 0.767873 0.410673 0.063 Uiso 1 1 calc R . . . .
C11 C 0.1410(5) 0.5668(6) 0.54526(19) 0.0358(12) Uani 1 1 d . . . . .
C6 C 0.3195(6) 0.2603(7) 0.7379(2) 0.0398(15) Uani 1 1 d . . . . .
H6 H 0.375800 0.197927 0.754422 0.048 Uiso 1 1 calc R . . . .
C23 C 0.3824(5) 0.3648(6) 0.4075(2) 0.0359(12) Uani 1 1 d . . . . .
H23 H 0.336727 0.282466 0.395597 0.043 Uiso 1 1 calc R . . . .
C7 C 0.3502(5) 0.3348(6) 0.6993(2) 0.0366(13) Uani 1 1 d . . . . .
H7 H 0.429404 0.329077 0.685794 0.044 Uiso 1 1 calc R . . . .
C20 C 0.3809(5) 0.6338(6) 0.2841(2) 0.0335(12) Uani 1 1 d . . . . .
H20 H 0.466218 0.594941 0.287836 0.040 Uiso 1 1 calc R . . . .
C21 C 0.2706(5) 0.5045(6) 0.3475(2) 0.0319(12) Uani 1 1 d . . . . .
C8 C 0.2269(5) 0.5101(6) 0.64444(19) 0.0295(11) Uani 1 1 d . . . . .
C35 C 0.3236(7) 0.9986(8) 0.3356(3) 0.0509(16) Uani 1 1 d . . . . .
H35 H 0.273517 1.065698 0.319216 0.061 Uiso 1 1 calc R . . . .
C19 C 0.3355(6) 0.7362(7) 0.2516(2) 0.0396(13) Uani 1 1 d . . . . .
H19 H 0.384711 0.773423 0.229772 0.047 Uiso 1 1 calc R . . . .
C4 C 0.1372(6) 0.3974(7) 0.7148(2) 0.0350(13) Uani 1 1 d . . . . .
H4 H 0.053965 0.440047 0.713518 0.042 Uiso 1 1 calc R . . . .
C33 C 0.0035(6) 0.1664(7) 0.6431(2) 0.0442(15) Uani 1 1 d . . . . .
H33 H -0.078704 0.211257 0.641051 0.053 Uiso 1 1 calc R . . . .
C5 C 0.1889(6) 0.2967(7) 0.74719(19) 0.0401(13) Uani 1 1 d . . . . .
H5 H 0.144098 0.261106 0.770432 0.048 Uiso 1 1 calc R . . . .
C10 C 0.0724(5) 0.6241(6) 0.5847(2) 0.0366(13) Uani 1 1 d . . . . .
H10 H -0.024788 0.616144 0.574913 0.044 Uiso 1 1 calc R . . . .
C17 C 0.1621(5) 0.6864(7) 0.2939(2) 0.0386(14) Uani 1 1 d . . . . .
H17 H 0.078478 0.686797 0.304733 0.046 Uiso 1 1 calc R . . . .
C38 C 0.4945(7) 0.8551(8) 0.3617(3) 0.0534(18) Uani 1 1 d . . . . .
H38 H 0.576748 0.810056 0.365322 0.064 Uiso 1 1 calc R . . . .
C14 C 0.0994(6) 0.7736(6) 0.5931(2) 0.0472(15) Uani 1 1 d . . . . .
H14A H 0.041967 0.806854 0.614487 0.071 Uiso 1 1 calc GR . . . .
H14B H 0.081075 0.821507 0.564470 0.071 Uiso 1 1 calc GR . . . .
H14C H 0.192075 0.786460 0.605580 0.071 Uiso 1 1 calc GR . . . .
C36 C 0.2799(7) 0.9172(8) 0.3709(3) 0.0518(18) Uani 1 1 d . . . . .
H36 H 0.195753 0.921215 0.381210 0.062 Uiso 1 1 calc R . . . .
C18 C 0.2014(6) 0.7710(7) 0.2586(2) 0.0422(15) Uani 1 1 d . . . . .
H18 H 0.148566 0.837411 0.242849 0.051 Uiso 1 1 calc R . . . .
C31 C 0.1792(6) 0.0253(7) 0.6669(2) 0.0414(14) Uani 1 1 d . . . . .
H31 H 0.232959 -0.038700 0.683519 0.050 Uiso 1 1 calc R . . . .
C27 C 0.5242(6) 0.3296(8) 0.4298(2) 0.060(2) Uani 1 1 d . . . . .
H27A H 0.576409 0.297479 0.406662 0.089 Uiso 1 1 calc GR . . . .
H27B H 0.519242 0.260928 0.452601 0.089 Uiso 1 1 calc GR . . . .
H27C H 0.566420 0.408117 0.444239 0.089 Uiso 1 1 calc GR . . . .
C34 C 0.4570(7) 0.9595(7) 0.3299(3) 0.0507(17) Uani 1 1 d . . . . .
H34 H 0.509963 0.995892 0.308999 0.061 Uiso 1 1 calc R . . . .
C3 C 0.2379(5) 0.4203(6) 0.6847(2) 0.0314(12) Uani 1 1 d . . . . .
C29 C 0.1047(7) 0.1861(7) 0.6144(2) 0.0458(15) Uani 1 1 d . . . . .
H29 H 0.101688 0.246490 0.590043 0.055 Uiso 1 1 calc R . . . .


_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 C32 2.050(6) . ?
Fe1 C30 2.055(6) . ?
Fe1 C6 2.059(6) . ?
Fe1 C7 2.038(5) . ?
Fe1 C4 2.033(6) . ?
Fe1 C33 2.042(6) . ?
Fe1 C5 2.038(6) . ?
Fe1 C31 2.044(7) . ?
Fe1 C3 2.020(6) . ?
Fe1 C29 2.042(6) . ?
Fe2 C16 2.063(6) . ?
Fe2 C37 2.042(7) . ?
Fe2 C20 2.033(6) . ?
Fe2 C35 2.045(8) . ?
Fe2 C19 2.061(6) . ?
Fe2 C17 2.063(6) . ?
Fe2 C38 2.028(6) . ?
Fe2 C36 2.038(7) . ?
Fe2 C18 2.048(6) . ?
Fe2 C34 2.042(7) . ?
O13 C11 1.240(7) . ?
O15 C8 1.241(7) . ?
O26 H26 0.8599 . ?
O26 C24 1.270(7) . ?
O28 C21 1.250(7) . ?
N9 H9 0.8600 . ?
N9 C8 1.354(7) . ?
N9 C10 1.447(8) . ?
C16 C20 1.430(8) . ?
C16 C21 1.458(9) . ?
C16 C17 1.429(8) . ?
O25 C24 1.241(8) . ?
N22 H22 0.8600 . ?
N22 C23 1.452(7) . ?
N22 C21 1.339(7) . ?
O12 H12 0.8200 . ?
O12 C11 1.288(7) . ?
C24 C23 1.533(8) . ?
C32 H32 0.9300 . ?
C32 C33 1.426(10) . ?
C32 C31 1.408(9) . ?
C30 H30 0.9300 . ?
C30 C31 1.377(10) . ?
C30 C29 1.434(10) . ?
C37 H37 0.9300 . ?
C37 C38 1.426(11) . ?
C37 C36 1.391(11) . ?
C11 C10 1.524(8) . ?
C6 H6 0.9300 . ?
C6 C7 1.417(9) . ?
C6 C5 1.413(8) . ?
C23 H23 0.9800 . ?
C23 C27 1.523(8) . ?
C7 H7 0.9300 . ?
C7 C3 1.429(8) . ?
C20 H20 0.9300 . ?
C20 C19 1.428(9) . ?
C8 C3 1.472(9) . ?
C35 H35 0.9300 . ?
C35 C36 1.422(11) . ?
C35 C34 1.419(9) . ?
C19 H19 0.9300 . ?
C19 C18 1.424(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.429(10) . ?
C4 C3 1.438(8) . ?
C33 H33 0.9300 . ?
C33 C29 1.407(10) . ?
C5 H5 0.9300 . ?
C10 H10 0.9800 . ?
C10 C14 1.526(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.427(9) . ?
C38 H38 0.9300 . ?
C38 C34 1.413(11) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C36 H36 0.9300 . ?
C18 H18 0.9300 . ?
C31 H31 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C34 H34 0.9300 . ?
C29 H29 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
C32 Fe1 C30 67.2(3) . . ?
C32 Fe1 C6 123.5(3) . . ?
C30 Fe1 C6 122.2(3) . . ?
C7 Fe1 C32 159.2(3) . . ?
C7 Fe1 C30 107.9(2) . . ?
C7 Fe1 C6 40.5(2) . . ?
C7 Fe1 C33 158.3(3) . . ?
C7 Fe1 C31 123.2(2) . . ?
C7 Fe1 C29 122.6(3) . . ?
C4 Fe1 C32 122.0(2) . . ?
C4 Fe1 C30 161.1(3) . . ?
C4 Fe1 C6 68.6(2) . . ?
C4 Fe1 C7 69.4(2) . . ?
C4 Fe1 C33 107.2(2) . . ?
C4 Fe1 C5 41.1(3) . . ?
C4 Fe1 C31 157.8(3) . . ?
C4 Fe1 C29 123.6(3) . . ?
C33 Fe1 C32 40.8(3) . . ?
C33 Fe1 C30 68.1(3) . . ?
C33 Fe1 C6 159.9(3) . . ?
C33 Fe1 C31 68.0(3) . . ?
C5 Fe1 C32 107.5(3) . . ?
C5 Fe1 C30 156.8(3) . . ?
C5 Fe1 C6 40.4(2) . . ?
C5 Fe1 C7 68.6(2) . . ?
C5 Fe1 C33 123.7(3) . . ?
C5 Fe1 C31 122.1(3) . . ?
C5 Fe1 C29 160.2(3) . . ?
C31 Fe1 C32 40.2(2) . . ?
C31 Fe1 C30 39.3(3) . . ?
C31 Fe1 C6 108.0(3) . . ?
C3 Fe1 C32 158.4(2) . . ?
C3 Fe1 C30 124.1(3) . . ?
C3 Fe1 C6 68.7(2) . . ?
C3 Fe1 C7 41.2(2) . . ?
C3 Fe1 C4 41.5(2) . . ?
C3 Fe1 C33 122.1(3) . . ?
C3 Fe1 C5 69.3(3) . . ?
C3 Fe1 C31 159.5(2) . . ?
C3 Fe1 C29 107.5(3) . . ?
C29 Fe1 C32 67.9(3) . . ?
C29 Fe1 C30 41.0(3) . . ?
C29 Fe1 C6 158.3(3) . . ?
C29 Fe1 C33 40.3(3) . . ?
C29 Fe1 C31 67.7(3) . . ?
C16 Fe2 C17 40.5(2) . . ?
C37 Fe2 C16 107.3(3) . . ?
C37 Fe2 C35 67.9(3) . . ?
C37 Fe2 C19 160.5(3) . . ?
C37 Fe2 C17 122.0(3) . . ?
C37 Fe2 C18 157.5(3) . . ?
C20 Fe2 C16 40.9(2) . . ?
C20 Fe2 C37 123.6(3) . . ?
C20 Fe2 C35 157.6(3) . . ?
C20 Fe2 C19 40.8(3) . . ?
C20 Fe2 C17 68.3(2) . . ?
C20 Fe2 C36 159.7(3) . . ?
C20 Fe2 C18 68.7(3) . . ?
C20 Fe2 C34 121.3(3) . . ?
C35 Fe2 C16 160.6(2) . . ?
C35 Fe2 C19 122.4(3) . . ?
C35 Fe2 C17 124.7(3) . . ?
C35 Fe2 C18 108.2(3) . . ?
C19 Fe2 C16 68.5(2) . . ?
C19 Fe2 C17 68.1(2) . . ?
C38 Fe2 C16 121.4(3) . . ?
C38 Fe2 C37 41.0(3) . . ?
C38 Fe2 C20 106.8(3) . . ?
C38 Fe2 C35 68.1(3) . . ?
C38 Fe2 C19 123.6(3) . . ?
C38 Fe2 C17 157.5(3) . . ?
C38 Fe2 C36 68.2(3) . . ?
C38 Fe2 C18 160.2(3) . . ?
C38 Fe2 C34 40.6(3) . . ?
C36 Fe2 C16 123.6(3) . . ?
C36 Fe2 C37 39.9(3) . . ?
C36 Fe2 C35 40.8(3) . . ?
C36 Fe2 C19 158.3(3) . . ?
C36 Fe2 C17 108.3(3) . . ?
C36 Fe2 C18 122.7(3) . . ?
C36 Fe2 C34 68.6(3) . . ?
C18 Fe2 C16 68.6(2) . . ?
C18 Fe2 C19 40.6(2) . . ?
C18 Fe2 C17 40.6(2) . . ?
C34 Fe2 C16 157.1(3) . . ?
C34 Fe2 C37 68.5(3) . . ?
C34 Fe2 C35 40.6(3) . . ?
C34 Fe2 C19 107.5(3) . . ?
C34 Fe2 C17 160.8(3) . . ?
C34 Fe2 C18 123.9(3) . . ?
C24 O26 H26 119.1 . . ?
C8 N9 H9 118.7 . . ?
C8 N9 C10 122.6(5) . . ?
C10 N9 H9 118.7 . . ?
C20 C16 Fe2 68.4(3) . . ?
C20 C16 C21 129.4(5) . . ?
C21 C16 Fe2 124.9(4) . . ?
C17 C16 Fe2 69.8(4) . . ?
C17 C16 C20 107.1(5) . . ?
C17 C16 C21 123.4(5) . . ?
C23 N22 H22 120.7 . . ?
C21 N22 H22 120.7 . . ?
C21 N22 C23 118.7(4) . . ?
C11 O12 H12 109.5 . . ?
O26 C24 C23 115.2(5) . . ?
O25 C24 O26 125.0(5) . . ?
O25 C24 C23 119.6(5) . . ?
Fe1 C32 H32 126.4 . . ?
C33 C32 Fe1 69.3(4) . . ?
C33 C32 H32 126.2 . . ?
C31 C32 Fe1 69.7(4) . . ?
C31 C32 H32 126.2 . . ?
C31 C32 C33 107.5(6) . . ?
Fe1 C30 H30 126.6 . . ?
C31 C30 Fe1 69.9(4) . . ?
C31 C30 H30 126.0 . . ?
C31 C30 C29 108.0(6) . . ?
C29 C30 Fe1 69.0(4) . . ?
C29 C30 H30 126.0 . . ?
Fe2 C37 H37 126.7 . . ?
C38 C37 Fe2 68.9(4) . . ?
C38 C37 H37 126.0 . . ?
C36 C37 Fe2 69.9(4) . . ?
C36 C37 H37 126.0 . . ?
C36 C37 C38 108.1(7) . . ?
O13 C11 O12 124.9(6) . . ?
O13 C11 C10 118.8(5) . . ?
O12 C11 C10 116.3(5) . . ?
Fe1 C6 H6 127.8 . . ?
C7 C6 Fe1 69.0(3) . . ?
C7 C6 H6 125.8 . . ?
C5 C6 Fe1 69.0(3) . . ?
C5 C6 H6 125.8 . . ?
C5 C6 C7 108.5(5) . . ?
N22 C23 C24 110.8(5) . . ?
N22 C23 H23 109.0 . . ?
N22 C23 C27 110.9(5) . . ?
C24 C23 H23 109.0 . . ?
C27 C23 C24 108.1(5) . . ?
C27 C23 H23 109.0 . . ?
Fe1 C7 H7 126.3 . . ?
C6 C7 Fe1 70.5(3) . . ?
C6 C7 H7 126.0 . . ?
C6 C7 C3 108.0(5) . . ?
C3 C7 Fe1 68.7(3) . . ?
C3 C7 H7 126.0 . . ?
Fe2 C20 H20 124.6 . . ?
C16 C20 Fe2 70.7(3) . . ?
C16 C20 H20 125.7 . . ?
C19 C20 Fe2 70.6(4) . . ?
C19 C20 C16 108.6(5) . . ?
C19 C20 H20 125.7 . . ?
O28 C21 C16 120.7(5) . . ?
O28 C21 N22 119.7(5) . . ?
N22 C21 C16 119.5(5) . . ?
O15 C8 N9 121.7(5) . . ?
O15 C8 C3 122.2(5) . . ?
N9 C8 C3 116.1(5) . . ?
Fe2 C35 H35 126.6 . . ?
C36 C35 Fe2 69.4(4) . . ?
C36 C35 H35 126.0 . . ?
C34 C35 Fe2 69.6(4) . . ?
C34 C35 H35 126.0 . . ?
C34 C35 C36 108.0(7) . . ?
Fe2 C19 H19 127.6 . . ?
C20 C19 Fe2 68.5(3) . . ?
C20 C19 H19 126.2 . . ?
C18 C19 Fe2 69.2(4) . . ?
C18 C19 C20 107.6(5) . . ?
C18 C19 H19 126.2 . . ?
Fe1 C4 H4 126.8 . . ?
C5 C4 Fe1 69.6(4) . . ?
C5 C4 H4 126.4 . . ?
C5 C4 C3 107.1(5) . . ?
C3 C4 Fe1 68.7(3) . . ?
C3 C4 H4 126.4 . . ?
Fe1 C33 H33 125.6 . . ?
C32 C33 Fe1 69.9(3) . . ?
C32 C33 H33 126.2 . . ?
C29 C33 Fe1 69.8(4) . . ?
C29 C33 C32 107.6(6) . . ?
C29 C33 H33 126.2 . . ?
Fe1 C5 H5 126.0 . . ?
C6 C5 Fe1 70.6(4) . . ?
C6 C5 C4 108.6(5) . . ?
C6 C5 H5 125.7 . . ?
C4 C5 Fe1 69.3(3) . . ?
C4 C5 H5 125.7 . . ?
N9 C10 C11 111.3(5) . . ?
N9 C10 H10 105.9 . . ?
N9 C10 C14 113.5(5) . . ?
C11 C10 H10 105.9 . . ?
C11 C10 C14 113.6(5) . . ?
C14 C10 H10 105.9 . . ?
Fe2 C17 H17 127.0 . . ?
C16 C17 Fe2 69.7(3) . . ?
C16 C17 H17 125.8 . . ?
C18 C17 Fe2 69.1(3) . . ?
C18 C17 C16 108.4(5) . . ?
C18 C17 H17 125.8 . . ?
Fe2 C38 H38 125.4 . . ?
C37 C38 Fe2 70.0(4) . . ?
C37 C38 H38 125.9 . . ?
C34 C38 Fe2 70.2(4) . . ?
C34 C38 C37 108.2(6) . . ?
C34 C38 H38 125.9 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Fe2 C36 H36 125.7 . . ?
C37 C36 Fe2 70.2(4) . . ?
C37 C36 C35 108.4(6) . . ?
C37 C36 H36 125.8 . . ?
C35 C36 Fe2 69.9(4) . . ?
C35 C36 H36 125.8 . . ?
Fe2 C18 H18 125.1 . . ?
C19 C18 Fe2 70.2(3) . . ?
C19 C18 C17 108.1(5) . . ?
C19 C18 H18 125.9 . . ?
C17 C18 Fe2 70.3(4) . . ?
C17 C18 H18 125.9 . . ?
Fe1 C31 H31 125.3 . . ?
C32 C31 Fe1 70.1(4) . . ?
C32 C31 H31 125.4 . . ?
C30 C31 Fe1 70.8(4) . . ?
C30 C31 C32 109.3(6) . . ?
C30 C31 H31 125.4 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Fe2 C34 H34 126.3 . . ?
C35 C34 Fe2 69.8(4) . . ?
C35 C34 H34 126.3 . . ?
C38 C34 Fe2 69.1(4) . . ?
C38 C34 C35 107.4(7) . . ?
C38 C34 H34 126.3 . . ?
C7 C3 Fe1 70.1(3) . . ?
C7 C3 C8 125.2(5) . . ?
C7 C3 C4 107.9(5) . . ?
C8 C3 Fe1 123.5(4) . . ?
C4 C3 Fe1 69.7(3) . . ?
C4 C3 C8 126.8(5) . . ?
Fe1 C29 H29 125.5 . . ?
C30 C29 Fe1 70.0(4) . . ?
C30 C29 H29 126.2 . . ?
C33 C29 Fe1 69.9(4) . . ?
C33 C29 C30 107.6(6) . . ?
C33 C29 H29 126.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 C32 C33 C29 59.9(4) . . . . ?
Fe1 C32 C31 C30 -60.2(5) . . . . ?
Fe1 C30 C31 C32 59.8(5) . . . . ?
Fe1 C30 C29 C33 -60.0(4) . . . . ?
Fe1 C6 C7 C3 58.7(4) . . . . ?
Fe1 C6 C5 C4 -59.1(4) . . . . ?
Fe1 C7 C3 C8 -117.5(6) . . . . ?
Fe1 C7 C3 C4 59.7(4) . . . . ?
Fe1 C4 C5 C6 59.9(4) . . . . ?
Fe1 C4 C3 C7 -60.0(4) . . . . ?
Fe1 C4 C3 C8 117.3(6) . . . . ?
Fe1 C33 C29 C30 60.1(4) . . . . ?
Fe2 C16 C20 C19 -60.7(4) . . . . ?
Fe2 C16 C21 O28 110.2(6) . . . . ?
Fe2 C16 C21 N22 -72.3(7) . . . . ?
Fe2 C16 C17 C18 58.4(5) . . . . ?
Fe2 C37 C38 C34 60.1(5) . . . . ?
Fe2 C37 C36 C35 -59.7(5) . . . . ?
Fe2 C20 C19 C18 -58.3(5) . . . . ?
Fe2 C35 C36 C37 59.9(5) . . . . ?
Fe2 C35 C34 C38 -59.2(5) . . . . ?
Fe2 C19 C18 C17 -60.3(5) . . . . ?
Fe2 C17 C18 C19 60.3(5) . . . . ?
Fe2 C38 C34 C35 59.6(5) . . . . ?
O13 C11 C10 N9 40.6(7) . . . . ?
O13 C11 C10 C14 170.2(5) . . . . ?
O15 C8 C3 Fe1 -111.5(5) . . . . ?
O15 C8 C3 C7 -23.4(9) . . . . ?
O15 C8 C3 C4 159.9(6) . . . . ?
O26 C24 C23 N22 149.2(5) . . . . ?
O26 C24 C23 C27 -89.1(7) . . . . ?
N9 C8 C3 Fe1 67.7(6) . . . . ?
N9 C8 C3 C7 155.8(5) . . . . ?
N9 C8 C3 C4 -21.0(8) . . . . ?
C16 C20 C19 Fe2 60.8(4) . . . . ?
C16 C20 C19 C18 2.4(7) . . . . ?
C16 C17 C18 Fe2 -58.8(4) . . . . ?
C16 C17 C18 C19 1.5(8) . . . . ?
O25 C24 C23 N22 -35.1(7) . . . . ?
O25 C24 C23 C27 86.6(7) . . . . ?
O12 C11 C10 N9 -142.1(5) . . . . ?
O12 C11 C10 C14 -12.5(7) . . . . ?
C32 C33 C29 Fe1 -60.0(4) . . . . ?
C32 C33 C29 C30 0.1(7) . . . . ?
C37 C38 C34 Fe2 -60.0(5) . . . . ?
C37 C38 C34 C35 -0.4(8) . . . . ?
C6 C7 C3 Fe1 -59.8(4) . . . . ?
C6 C7 C3 C8 -177.4(5) . . . . ?
C6 C7 C3 C4 -0.1(7) . . . . ?
C23 N22 C21 O28 -3.6(8) . . . . ?
C23 N22 C21 C16 178.9(5) . . . . ?
C7 C6 C5 Fe1 57.8(4) . . . . ?
C7 C6 C5 C4 -1.3(7) . . . . ?
C20 C16 C21 O28 -160.3(6) . . . . ?
C20 C16 C21 N22 17.2(9) . . . . ?
C20 C16 C17 Fe2 -58.4(4) . . . . ?
C20 C16 C17 C18 0.0(7) . . . . ?
C20 C19 C18 Fe2 57.9(4) . . . . ?
C20 C19 C18 C17 -2.4(8) . . . . ?
C21 C16 C20 Fe2 -118.1(6) . . . . ?
C21 C16 C20 C19 -178.8(6) . . . . ?
C21 C16 C17 Fe2 119.1(6) . . . . ?
C21 C16 C17 C18 177.5(6) . . . . ?
C21 N22 C23 C24 -57.3(7) . . . . ?
C21 N22 C23 C27 -177.3(6) . . . . ?
C8 N9 C10 C11 53.2(7) . . . . ?
C8 N9 C10 C14 -76.4(7) . . . . ?
C33 C32 C31 Fe1 59.2(4) . . . . ?
C33 C32 C31 C30 -1.0(8) . . . . ?
C5 C6 C7 Fe1 -57.8(4) . . . . ?
C5 C6 C7 C3 0.9(7) . . . . ?
C5 C4 C3 Fe1 59.3(4) . . . . ?
C5 C4 C3 C7 -0.7(7) . . . . ?
C5 C4 C3 C8 176.5(6) . . . . ?
C10 N9 C8 O15 2.7(8) . . . . ?
C10 N9 C8 C3 -176.4(5) . . . . ?
C17 C16 C20 Fe2 59.2(4) . . . . ?
C17 C16 C20 C19 -1.5(7) . . . . ?
C17 C16 C21 O28 22.7(9) . . . . ?
C17 C16 C21 N22 -159.7(6) . . . . ?
C38 C37 C36 Fe2 58.6(5) . . . . ?
C38 C37 C36 C35 -1.1(8) . . . . ?
C36 C37 C38 Fe2 -59.2(5) . . . . ?
C36 C37 C38 C34 0.9(8) . . . . ?
C36 C35 C34 Fe2 58.9(5) . . . . ?
C36 C35 C34 C38 -0.3(8) . . . . ?
C31 C32 C33 Fe1 -59.4(4) . . . . ?
C31 C32 C33 C29 0.5(7) . . . . ?
C31 C30 C29 Fe1 59.3(5) . . . . ?
C31 C30 C29 C33 -0.7(8) . . . . ?
C34 C35 C36 Fe2 -59.0(5) . . . . ?
C34 C35 C36 C37 0.9(9) . . . . ?
C3 C4 C5 Fe1 -58.7(4) . . . . ?
C3 C4 C5 C6 1.2(7) . . . . ?
C29 C30 C31 Fe1 -58.7(4) . . . . ?
C29 C30 C31 C32 1.1(8) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.969 -0.012 0.500 207.5 62.2 ?
2 -0.935 0.488 0.000 207.5 62.2 ?

_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 4.085
_oxdiff_exptl_absorpt_empirical_full_min 0.474
