# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2023

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

data_008rwfk22
_database_code_depnum_ccdc_archive 'CCDC 2207317'
loop_
_audit_author_name
_audit_author_address
'Ryan W. F. Kerr'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-09-14 deposited with the CCDC.	2023-02-14 downloaded from the CCDC.
;
_audit_creation_date             2022-09-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Ryan.Kerr@chem.ox.ac.uk
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H30 Fe K N2 O8'
_chemical_formula_sum            'C25 H30 Fe K N2 O8'
_chemical_formula_weight         581.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         C25H33Fe1K1N2O8
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'
K K 0.3868 1.0657 '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      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                   9.8770(6)
_cell_length_b                   12.1262(9)
_cell_length_c                   12.1406(8)
_cell_angle_alpha                66.668(6)
_cell_angle_beta                 83.456(5)
_cell_angle_gamma                83.448(5)
_cell_volume                     1322.68(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5448
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      76.0090
_cell_measurement_theta_min      3.9390
_shelx_estimated_absorpt_T_max   0.631
_shelx_estimated_absorpt_T_min   0.436
_exptl_absorpt_coefficient_mu    6.418
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84588
_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 dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             606
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.079
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14130
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.469
_diffrn_reflns_theta_min         3.977
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5035
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_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    -20.00  15.00   1.00    7.50    --  -41.27  37.00 -90.00   35
  2  ω     -2.00  24.00   1.00    7.50    --  -41.27  19.00-180.00   26
  3  ω    -11.00  15.00   1.00    7.50    --  -41.27  37.00-120.00   26
  4  ω    -43.00  24.00   1.00    7.50    --  -41.27  57.00 120.00   67
  5  ω    -18.00  26.00   1.00    7.50    --  -41.27  37.00-150.00   44
  6  ω     48.00  95.00   1.00    7.50    --   41.27-125.00   0.00   47
  7  ω    106.00 168.00   1.00   30.00    --  111.00  77.00  90.00   62
  8  ω    109.00 178.00   1.00   30.00    --  111.00  77.00-150.00   69
  9  ω    116.00 169.00   1.00   30.00    --  111.00  77.00 120.00   53
 10  ω     33.00  84.00   1.00   30.00    --  111.00 -94.00  30.00   51
 11  ω     51.00 107.00   1.00   30.00    --  111.00 -94.00  60.00   56
 12  ω     60.00  90.00   1.00   30.00    --  111.00 -61.00 150.00   30
 13  ω     44.00  70.00   1.00   30.00    --  111.00 -45.00-180.00   26
 14  ω    134.00 164.00   1.00   30.00    --  111.00 125.00   0.00   30
 15  ω     73.00 101.00   1.00   30.00    --  111.00 -94.00-150.00   28
 16  ω     51.00  91.00   1.00   30.00    --  111.00 -61.00 120.00   40
 17  ω     60.00 104.00   1.00   30.00    --  111.00 -94.00  90.00   44
 18  ω     99.00 125.00   1.00   30.00    --  111.00 125.00   0.00   26
 19  ω    103.00 163.00   1.00   30.00    --  111.00  77.00-180.00   60
 20  ω     96.00 123.00   1.00   30.00    --  111.00-138.00-136.16   27
 21  ω     45.00  72.00   1.00   30.00    --  111.00-138.00-136.16   27
 22  ω     -5.00  24.00   1.00    7.50    --  -41.27  19.00 -60.00   29
 23  ω    -21.00   4.00   1.00    7.50    --  -41.27  37.00  30.00   25
 24  ω      2.00  28.00   1.00    7.50    --  -41.27  19.00-180.00   26
 25  ω    -17.00  20.00   1.00    7.50    --  -41.27  37.00  60.00   37
 26  ω    -15.00  26.00   1.00    7.50    --  -41.27  37.00 -30.00   41
 27  ω     49.00  88.00   1.00    7.50    --   41.27-125.00 150.00   39
 28  ω     48.00  74.00   1.00    7.50    --   41.27-125.00 -60.00   26
 29  ω     65.00 105.00   1.00   30.00    --  111.00 -94.00 -30.00   40
 30  ω     59.00  89.00   1.00   30.00    --  111.00 -61.00  60.00   30
 31  ω     72.00  98.00   1.00   30.00    --  111.00  15.00 -30.00   26
 32  ω    145.00 172.00   1.00   30.00    --  111.00  45.00-180.00   27
 33  ω     83.00 124.00   1.00   30.00    --  111.00  61.00  90.00   41
 34  ω     31.00  71.00   1.00   30.00    --  111.00 -94.00   0.00   40
 35  ω     55.00 112.00   1.00   30.00    --  111.00-125.00 -60.00   57
 36  ω    110.00 158.00   1.00   30.00    --  111.00  77.00 -30.00   48
 37  ω     78.00 106.00   1.00   30.00    --  111.00 -94.00 -90.00   28
 38  ω     41.00  68.00   1.00   30.00    --  111.00 -45.00 -90.00   27
 39  ω     97.00 165.00   1.00   30.00    --  111.00 125.00  30.00   68
 40  ω     42.00  68.00   1.00   30.00    --  111.00 -61.00 -90.00   26
 41  ω     79.00 107.00   1.00   30.00    --  111.00 -94.00   0.00   28
 42  ω     39.00  85.00   1.00   30.00    --  111.00-125.00-180.00   46
 43  ω     40.00  65.00   1.00   30.00    --  111.00 -45.00   0.00   25
 44  ω     99.00 145.00   1.00   30.00    --  111.00  15.00 -30.00   46
 45  ω     75.00 107.00   1.00   30.00    --  111.00 -94.00 -60.00   32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0387555000
_diffrn_orient_matrix_UB_12      -0.0843776000
_diffrn_orient_matrix_UB_13      0.1272482000
_diffrn_orient_matrix_UB_21      0.0540493000
_diffrn_orient_matrix_UB_22      0.1062835000
_diffrn_orient_matrix_UB_23      0.0165663000
_diffrn_orient_matrix_UB_31      -0.1427104000
_diffrn_orient_matrix_UB_32      0.0289129000
_diffrn_orient_matrix_UB_33      0.0523523000
_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              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4834
_reflns_number_total             5480
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         5480
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.035
_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)+(0.0522P)²+0.2281P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0969
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C8(H8), C16(H16), C18(H18), C5(H5), C3(H3), C17(H17), C4(H4)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C23(H23A,H23B,H23C), C1(H1A,H1B,
 H1C), C21(H21A,H21B,H21C), C25(H25A,H25B,H25C)
;
_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 0.73473(3) 0.62785(3) 0.62429(3) 0.02464(9) Uani 1 1 d . . . . .
K1 K 0.46925(4) 0.84263(4) 0.46225(4) 0.03295(11) Uani 1 1 d . . . . .
O3 O 0.71499(14) 0.71980(13) 0.45427(12) 0.0291(3) Uani 1 1 d . . . . .
O2 O 0.54447(14) 0.66261(13) 0.67487(13) 0.0294(3) Uani 1 1 d . . . . .
O5 O 0.71628(14) 0.47050(13) 0.61285(14) 0.0318(3) Uani 1 1 d . . . . .
O7 O 0.78669(14) 0.77181(13) 0.65327(14) 0.0318(3) Uani 1 1 d . . . . .
O1 O 0.30938(15) 0.79122(15) 0.66883(16) 0.0386(3) Uani 1 1 d . . . . .
O4 O 0.61850(16) 0.86735(15) 0.25130(14) 0.0387(3) Uani 1 1 d . . . . .
O8 O 0.63389(17) 0.92785(15) 0.57846(17) 0.0431(4) Uani 1 1 d . . . . .
O6 O 0.66142(16) 0.29773(15) 0.61640(18) 0.0419(4) Uani 1 1 d . . . . .
N1 N 0.76501(17) 0.53002(15) 0.80974(15) 0.0277(3) Uani 1 1 d . . . . .
N2 N 0.94991(16) 0.60573(15) 0.58261(15) 0.0265(3) Uani 1 1 d . . . . .
C20 C 0.8037(2) 0.78301(18) 0.37105(18) 0.0279(4) Uani 1 1 d . . . . .
C7 C 0.5008(2) 0.68273(18) 0.77217(19) 0.0291(4) Uani 1 1 d . . . . .
C22 C 0.6297(2) 0.39325(19) 0.62974(18) 0.0288(4) Uani 1 1 d . . . . .
C15 C 0.9457(2) 0.77215(18) 0.38428(18) 0.0300(4) Uani 1 1 d . . . . .
C19 C 0.7568(2) 0.86304(19) 0.25797(19) 0.0322(4) Uani 1 1 d . . . . .
C14 C 1.00973(19) 0.68011(19) 0.48644(19) 0.0293(4) Uani 1 1 d . . . . .
H14 H 1.106793 0.674080 0.481798 0.035 Uiso 1 1 calc R U . . .
C10 C 1.0190(2) 0.48040(19) 0.79440(18) 0.0297(4) Uani 1 1 d . . . . .
C8 C 0.6911(2) 0.55375(19) 0.89278(18) 0.0307(4) Uani 1 1 d . . . . .
H8 H 0.718198 0.512398 0.972449 0.037 Uiso 1 1 calc R U . . .
C9 C 0.8770(2) 0.43587(18) 0.84730(18) 0.0302(4) Uani 1 1 d . . . . .
H9A H 0.861268 0.370041 0.822572 0.036 Uiso 1 1 calc R U . . .
H9B H 0.875603 0.402106 0.936182 0.036 Uiso 1 1 calc R U . . .
C2 C 0.3748(2) 0.75367(19) 0.7722(2) 0.0344(4) Uani 1 1 d . . . . .
C6 C 0.5704(2) 0.63729(19) 0.87755(19) 0.0321(4) Uani 1 1 d . . . . .
C24 C 0.7234(2) 0.8714(2) 0.6468(2) 0.0351(4) Uani 1 1 d . . . . .
C13 C 1.0385(2) 0.5062(2) 0.66024(19) 0.0330(4) Uani 1 1 d . . . . .
H13A H 1.134796 0.523939 0.632504 0.040 Uiso 1 1 calc R U . . .
H13B H 1.023270 0.432107 0.649080 0.040 Uiso 1 1 calc R U . . .
C11 C 1.0430(2) 0.5918(2) 0.8168(2) 0.0343(4) Uani 1 1 d . . . . .
H11A H 0.977565 0.658367 0.774654 0.052 Uiso 1 1 calc R U . . .
H11B H 1.136299 0.614775 0.786816 0.052 Uiso 1 1 calc R U . . .
H11C H 1.030643 0.573780 0.903295 0.052 Uiso 1 1 calc R U . . .
C12 C 1.1235(2) 0.3762(2) 0.8564(2) 0.0379(5) Uani 1 1 d . . . . .
H12A H 1.117874 0.359923 0.942539 0.057 Uiso 1 1 calc R U . . .
H12B H 1.215653 0.398228 0.820976 0.057 Uiso 1 1 calc R U . . .
H12C H 1.103639 0.304061 0.845420 0.057 Uiso 1 1 calc R U . . .
C16 C 1.0347(2) 0.8406(2) 0.2877(2) 0.0383(5) Uani 1 1 d . . . . .
H16 H 1.129997 0.832507 0.296949 0.046 Uiso 1 1 calc R U . . .
C18 C 0.8453(2) 0.9295(2) 0.1649(2) 0.0369(5) Uani 1 1 d . . . . .
H18 H 0.811408 0.982521 0.090435 0.044 Uiso 1 1 calc R U . . .
C5 C 0.5181(2) 0.6638(2) 0.9781(2) 0.0388(5) Uani 1 1 d . . . . .
H5 H 0.565865 0.631878 1.049131 0.047 Uiso 1 1 calc R U . . .
C3 C 0.3270(2) 0.7791(2) 0.8717(2) 0.0405(5) Uani 1 1 d . . . . .
H3 H 0.243652 0.827128 0.870017 0.049 Uiso 1 1 calc R U . . .
C17 C 0.9853(3) 0.9186(2) 0.1805(2) 0.0419(5) Uani 1 1 d . . . . .
H17 H 1.046153 0.965203 0.116882 0.050 Uiso 1 1 calc R U . . .
C23 C 0.4830(2) 0.4213(2) 0.6671(2) 0.0412(5) Uani 1 1 d . . . . .
H23A H 0.475258 0.410548 0.751872 0.062 Uiso 1 1 calc R U . . .
H23B H 0.424594 0.366839 0.656201 0.062 Uiso 1 1 calc R U . . .
H23C H 0.453987 0.504818 0.617407 0.062 Uiso 1 1 calc R U . . .
C4 C 0.3993(3) 0.7351(2) 0.9746(2) 0.0432(5) Uani 1 1 d . . . . .
H4 H 0.366421 0.754522 1.041873 0.052 Uiso 1 1 calc R U . . .
C1 C 0.1898(2) 0.8731(2) 0.6570(3) 0.0464(6) Uani 1 1 d . . . . .
H1A H 0.213619 0.946711 0.662970 0.070 Uiso 1 1 calc R U . . .
H1B H 0.120061 0.835210 0.721300 0.070 Uiso 1 1 calc R U . . .
H1C H 0.154104 0.893257 0.578721 0.070 Uiso 1 1 calc R U . . .
C21 C 0.5675(3) 0.9170(3) 0.1358(2) 0.0494(6) Uani 1 1 d . . . . .
H21A H 0.471216 0.900970 0.142891 0.074 Uiso 1 1 calc R U . . .
H21B H 0.620334 0.880322 0.083980 0.074 Uiso 1 1 calc R U . . .
H21C H 0.575708 1.004211 0.100622 0.074 Uiso 1 1 calc R U . . .
C25 C 0.7652(4) 0.9192(3) 0.7352(4) 0.0715(10) Uani 1 1 d . . . . .
H25A H 0.726292 0.872083 0.816232 0.107 Uiso 1 1 calc R U . . .
H25B H 0.731256 1.003879 0.711909 0.107 Uiso 1 1 calc R U . . .
H25C H 0.865114 0.912381 0.734569 0.107 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 K1 3.6177(6) . ?
Fe1 O3 1.9393(14) . ?
Fe1 O2 1.9615(13) . ?
Fe1 O5 1.9970(15) . ?
Fe1 O7 2.0413(15) . ?
Fe1 N1 2.1266(17) . ?
Fe1 N2 2.1394(16) . ?
K1 O3 2.7120(15) . ?
K1 O2 2.7539(16) . ?
K1 O1 2.6935(17) . ?
K1 O4 2.7303(17) . ?
K1 O8 2.7864(18) . ?
K1 O8 2.7215(17) 2_676 ?
K1 O6 2.7466(17) 2_666 ?
K1 H25B 2.975(7) 2_676 ?
O3 C20 1.309(2) . ?
O2 C7 1.315(2) . ?
O5 C22 1.282(3) . ?
O7 C24 1.273(3) . ?
O1 C2 1.366(3) . ?
O1 C1 1.435(3) . ?
O4 C19 1.371(3) . ?
O4 C21 1.416(3) . ?
O8 C24 1.232(3) . ?
O6 C22 1.233(3) . ?
N1 C8 1.283(3) . ?
N1 C9 1.466(3) . ?
N2 C14 1.287(3) . ?
N2 C13 1.469(3) . ?
C20 C15 1.415(3) . ?
C20 C19 1.424(3) . ?
C7 C2 1.429(3) . ?
C7 C6 1.404(3) . ?
C22 C23 1.510(3) . ?
C15 C14 1.451(3) . ?
C15 C16 1.413(3) . ?
C19 C18 1.380(3) . ?
C14 H14 0.9500 . ?
C10 C9 1.538(3) . ?
C10 C13 1.525(3) . ?
C10 C11 1.528(3) . ?
C10 C12 1.534(3) . ?
C8 H8 0.9500 . ?
C8 C6 1.452(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C2 C3 1.382(3) . ?
C6 C5 1.411(3) . ?
C24 C25 1.518(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C17 1.376(4) . ?
C18 H18 0.9500 . ?
C18 C17 1.401(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.370(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(4) . ?
C17 H17 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C4 H4 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
O3 Fe1 K1 47.42(4) . . ?
O3 Fe1 O2 94.89(6) . . ?
O3 Fe1 O5 93.57(6) . . ?
O3 Fe1 O7 93.67(6) . . ?
O3 Fe1 N1 177.46(6) . . ?
O3 Fe1 N2 88.42(6) . . ?
O2 Fe1 K1 48.78(5) . . ?
O2 Fe1 O5 99.06(6) . . ?
O2 Fe1 O7 88.83(6) . . ?
O2 Fe1 N1 87.04(6) . . ?
O2 Fe1 N2 171.51(6) . . ?
O5 Fe1 K1 108.36(5) . . ?
O5 Fe1 O7 168.79(6) . . ?
O5 Fe1 N1 87.73(7) . . ?
O5 Fe1 N2 88.50(6) . . ?
O7 Fe1 K1 82.83(4) . . ?
O7 Fe1 N1 84.72(6) . . ?
O7 Fe1 N2 83.16(6) . . ?
N1 Fe1 K1 134.08(5) . . ?
N1 Fe1 N2 89.44(6) . . ?
N2 Fe1 K1 132.23(5) . . ?
Fe1 K1 H25B 167.3(2) . 2_676 ?
O3 K1 Fe1 31.77(3) . . ?
O3 K1 O2 63.43(4) . . ?
O3 K1 O4 57.42(5) . . ?
O3 K1 O8 138.96(5) . 2_676 ?
O3 K1 O8 76.37(5) . . ?
O3 K1 O6 92.91(5) . 2_666 ?
O3 K1 H25B 137.1(4) . 2_676 ?
O2 K1 Fe1 32.40(3) . . ?
O2 K1 O8 69.31(5) . . ?
O2 K1 H25B 154.1(6) . 2_676 ?
O1 K1 Fe1 89.87(4) . . ?
O1 K1 O3 121.31(5) . . ?
O1 K1 O2 57.88(5) . . ?
O1 K1 O4 172.09(5) . . ?
O1 K1 O8 83.01(5) . . ?
O1 K1 O8 83.03(5) . 2_676 ?
O1 K1 O6 94.26(5) . 2_666 ?
O1 K1 H25B 99.7(5) . 2_676 ?
O4 K1 Fe1 89.20(4) . . ?
O4 K1 O2 120.13(5) . . ?
O4 K1 O8 103.65(5) . . ?
O4 K1 O6 78.21(5) . 2_666 ?
O4 K1 H25B 80.2(5) . 2_676 ?
O8 K1 Fe1 139.22(4) 2_676 . ?
O8 K1 Fe1 64.69(3) . . ?
O8 K1 O2 128.72(5) 2_676 . ?
O8 K1 O4 102.72(6) 2_676 . ?
O8 K1 O8 74.58(6) 2_676 . ?
O8 K1 O6 119.65(5) 2_676 2_666 ?
O8 K1 H25B 124.6(3) . 2_676 ?
O8 K1 H25B 51.33(15) 2_676 2_676 ?
O6 K1 Fe1 100.86(4) 2_666 . ?
O6 K1 O2 96.88(5) 2_666 . ?
O6 K1 O8 165.20(5) 2_666 . ?
O6 K1 H25B 70.2(3) 2_666 2_676 ?
Fe1 O3 K1 100.81(5) . . ?
C20 O3 Fe1 129.27(13) . . ?
C20 O3 K1 113.64(12) . . ?
Fe1 O2 K1 98.82(6) . . ?
C7 O2 Fe1 126.65(13) . . ?
C7 O2 K1 114.91(12) . . ?
C22 O5 Fe1 142.35(13) . . ?
C24 O7 Fe1 133.61(14) . . ?
C2 O1 K1 116.54(12) . . ?
C2 O1 C1 118.02(19) . . ?
C1 O1 K1 112.85(15) . . ?
C19 O4 K1 113.71(12) . . ?
C19 O4 C21 117.97(19) . . ?
C21 O4 K1 125.54(15) . . ?
K1 O8 K1 105.42(5) 2_676 . ?
C24 O8 K1 125.59(15) . 2_676 ?
C24 O8 K1 128.41(14) . . ?
C22 O6 K1 134.36(14) . 2_666 ?
C8 N1 Fe1 122.08(15) . . ?
C8 N1 C9 117.18(17) . . ?
C9 N1 Fe1 120.67(12) . . ?
C14 N2 Fe1 121.33(14) . . ?
C14 N2 C13 115.76(16) . . ?
C13 N2 Fe1 122.91(13) . . ?
O3 C20 C15 123.81(19) . . ?
O3 C20 C19 118.59(18) . . ?
C15 C20 C19 117.51(18) . . ?
O2 C7 C2 118.8(2) . . ?
O2 C7 C6 123.60(18) . . ?
C6 C7 C2 117.58(19) . . ?
O5 C22 C23 118.27(18) . . ?
O6 C22 O5 122.63(19) . . ?
O6 C22 C23 119.10(19) . . ?
C20 C15 C14 123.05(18) . . ?
C16 C15 C20 119.9(2) . . ?
C16 C15 C14 116.35(19) . . ?
O4 C19 C20 114.17(18) . . ?
O4 C19 C18 124.2(2) . . ?
C18 C19 C20 121.7(2) . . ?
N2 C14 C15 127.34(18) . . ?
N2 C14 H14 116.3 . . ?
C15 C14 H14 116.3 . . ?
C13 C10 C9 111.11(17) . . ?
C13 C10 C11 110.40(18) . . ?
C13 C10 C12 106.91(16) . . ?
C11 C10 C9 111.45(16) . . ?
C11 C10 C12 110.29(18) . . ?
C12 C10 C9 106.51(17) . . ?
N1 C8 H8 116.6 . . ?
N1 C8 C6 126.7(2) . . ?
C6 C8 H8 116.6 . . ?
N1 C9 C10 113.73(16) . . ?
N1 C9 H9A 108.8 . . ?
N1 C9 H9B 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
O1 C2 C7 114.74(19) . . ?
O1 C2 C3 124.7(2) . . ?
C3 C2 C7 120.6(2) . . ?
C7 C6 C8 122.52(18) . . ?
C7 C6 C5 120.5(2) . . ?
C5 C6 C8 116.8(2) . . ?
O7 C24 C25 114.1(2) . . ?
O8 C24 O7 126.0(2) . . ?
O8 C24 C25 119.9(2) . . ?
N2 C13 C10 116.10(16) . . ?
N2 C13 H13A 108.3 . . ?
N2 C13 H13B 108.3 . . ?
C10 C13 H13A 108.3 . . ?
C10 C13 H13B 108.3 . . ?
H13A C13 H13B 107.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 120.9(2) . . ?
C17 C16 H16 119.5 . . ?
C19 C18 H18 120.1 . . ?
C19 C18 C17 119.9(2) . . ?
C17 C18 H18 120.1 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.8(2) . . ?
C4 C5 H5 119.6 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.9(2) . . ?
C4 C3 H3 119.5 . . ?
C16 C17 C18 120.1(2) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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 O3 C20 C15 16.5(3) . . . . ?
Fe1 O3 C20 C19 -166.93(14) . . . . ?
Fe1 O2 C7 C2 154.01(15) . . . . ?
Fe1 O2 C7 C6 -26.6(3) . . . . ?
Fe1 O5 C22 O6 -176.53(17) . . . . ?
Fe1 O5 C22 C23 3.7(3) . . . . ?
Fe1 O7 C24 O8 -30.5(4) . . . . ?
Fe1 O7 C24 C25 148.4(2) . . . . ?
Fe1 N1 C8 C6 7.2(3) . . . . ?
Fe1 N1 C9 C10 57.4(2) . . . . ?
Fe1 N2 C14 C15 -12.1(3) . . . . ?
Fe1 N2 C13 C10 -46.1(2) . . . . ?
K1 O3 C20 C15 145.00(16) . . . . ?
K1 O3 C20 C19 -38.4(2) . . . . ?
K1 O2 C7 C2 30.2(2) . . . . ?
K1 O2 C7 C6 -150.41(16) . . . . ?
K1 O1 C2 C7 -34.4(2) . . . . ?
K1 O1 C2 C3 146.05(18) . . . . ?
K1 O4 C19 C20 34.8(2) . . . . ?
K1 O4 C19 C18 -145.12(18) . . . . ?
K1 O8 C24 O7 21.2(3) . . . . ?
K1 O8 C24 O7 -168.78(15) 2_676 . . . ?
K1 O8 C24 C25 -157.6(2) . . . . ?
K1 O8 C24 C25 12.3(3) 2_676 . . . ?
K1 O6 C22 O5 -146.09(16) 2_666 . . . ?
K1 O6 C22 C23 33.7(3) 2_666 . . . ?
O3 C20 C15 C14 7.1(3) . . . . ?
O3 C20 C15 C16 177.37(19) . . . . ?
O3 C20 C19 O4 2.2(3) . . . . ?
O3 C20 C19 C18 -177.88(19) . . . . ?
O2 C7 C2 O1 1.9(3) . . . . ?
O2 C7 C2 C3 -178.56(19) . . . . ?
O2 C7 C6 C8 -6.2(3) . . . . ?
O2 C7 C6 C5 179.24(19) . . . . ?
O1 C2 C3 C4 178.8(2) . . . . ?
O4 C19 C18 C17 -179.9(2) . . . . ?
N1 C8 C6 C7 15.2(3) . . . . ?
N1 C8 C6 C5 -170.0(2) . . . . ?
C20 C15 C14 N2 -7.8(3) . . . . ?
C20 C15 C16 C17 0.4(3) . . . . ?
C20 C19 C18 C17 0.3(3) . . . . ?
C7 C2 C3 C4 -0.7(3) . . . . ?
C7 C6 C5 C4 -0.6(3) . . . . ?
C15 C20 C19 O4 179.01(17) . . . . ?
C15 C20 C19 C18 -1.1(3) . . . . ?
C15 C16 C17 C18 -1.3(4) . . . . ?
C19 C20 C15 C14 -169.45(18) . . . . ?
C19 C20 C15 C16 0.8(3) . . . . ?
C19 C18 C17 C16 0.9(4) . . . . ?
C14 N2 C13 C10 133.94(19) . . . . ?
C14 C15 C16 C17 171.2(2) . . . . ?
C8 N1 C9 C10 -119.65(19) . . . . ?
C8 C6 C5 C4 -175.5(2) . . . . ?
C9 N1 C8 C6 -175.79(19) . . . . ?
C9 C10 C13 N2 65.5(2) . . . . ?
C2 C7 C6 C8 173.22(19) . . . . ?
C2 C7 C6 C5 -1.4(3) . . . . ?
C2 C3 C4 C5 -1.3(4) . . . . ?
C6 C7 C2 O1 -177.54(18) . . . . ?
C6 C7 C2 C3 2.0(3) . . . . ?
C6 C5 C4 C3 1.9(4) . . . . ?
C13 N2 C14 C15 167.82(19) . . . . ?
C13 C10 C9 N1 -71.7(2) . . . . ?
C11 C10 C9 N1 51.9(2) . . . . ?
C11 C10 C13 N2 -58.7(2) . . . . ?
C12 C10 C9 N1 172.19(17) . . . . ?
C12 C10 C13 N2 -178.66(18) . . . . ?
C16 C15 C14 N2 -178.3(2) . . . . ?
C1 O1 C2 C7 -173.65(19) . . . . ?
C1 O1 C2 C3 6.8(3) . . . . ?
C21 O4 C19 C20 -163.1(2) . . . . ?
C21 O4 C19 C18 17.1(3) . . . . ?



_ins_header                      
;
TITL 008RWFK22 in P-1 
REM P-1 (#2 in standard setting)
CELL 1.54184   9.877000  12.126201  12.140591  66.6684  83.4557  83.4475
ZERR    4.00   0.000615   0.000856   0.000759   0.0064   0.0051   0.0055
LATT  1
SFAC C H N O K Fe
UNIT 100.00 132.00 8.00 32.00 4.00 4.00
TREF
HKLF 4
END
;
_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 1.292
_oxdiff_exptl_absorpt_empirical_full_min 0.841
####################################################################### 
# 
# 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_013rwfk22
_database_code_depnum_ccdc_archive 'CCDC 2207318'
loop_
_audit_author_name
_audit_author_address
'Ryan W. F. Kerr'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2022-09-14 deposited with the CCDC.	2023-02-14 downloaded from the CCDC.
;
_audit_creation_date             2022-09-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H27 Fe N2 O6'
_chemical_formula_sum            'C23 H27 Fe N2 O6'
_chemical_formula_weight         483.31
_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 0.0181 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           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                   9.0238(2)
_cell_length_b                   12.9234(2)
_cell_length_c                   19.4802(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.797(2)
_cell_angle_gamma                90
_cell_volume                     2255.78(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22679
_cell_measurement_temperature    150.0(5)
_cell_measurement_theta_max      76.3170
_cell_measurement_theta_min      4.0710
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.720
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.452
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1012
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 7 -6 0.0546
-1 -2 12 0.0947
0 -8 4 0.0716
1 3 -12 0.0948
1 -4 -11 0.1346
-1 8 3 0.1222
3 7 -4 0.0374
-1 -8 5 0.0656
6 2 0 0.0834
-5 2 -2 0.1062
-3 7 -5 0.0820
-4 -5 2 0.0975

_exptl_crystal_size_max          0.287
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.122
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            52275
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.286
_diffrn_reflns_theta_min         4.114
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 10.5035
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  29.00   1.00    2.00    --  -41.15  19.00 -90.00   34
  2  ω     -1.00  26.00   1.00    2.00    --  -41.15  19.00-180.00   27
  3  ω     -5.00  28.00   1.00    2.00    --  -41.15  19.00-150.00   33
  4  ω    -43.00 -17.00   1.00    2.00    --  -41.15  57.00   0.00   26
  5  ω     -3.00  32.00   1.00    2.00    --  -41.15  19.00 150.00   35
  6  ω     -5.00  30.00   1.00    2.00    --  -41.15  19.00-120.00   35
  7  ω     -4.00  34.00   1.00    2.00    --  -41.15  19.00 -60.00   38
  8  ω     59.00  90.00   1.00    2.00    --   41.15-125.00-120.00   31
  9  ω     44.00  71.00   1.00    6.00    --  111.00 -45.00  30.00   27
 10  ω     45.00  88.00   1.00    6.00    --  111.00 -61.00 -60.00   43
 11  ω     99.00 137.00   1.00    6.00    --  111.00  30.00 -30.00   38
 12  ω     74.00 112.00   1.00    6.00    --  111.00-125.00 -60.00   38
 13  ω     41.00  67.00   1.00    6.00    --  111.00 -45.00  90.00   26
 14  ω     42.00  72.00   1.00    6.00    --  111.00 -45.00 -60.00   30
 15  ω     39.00  79.00   1.00    6.00    --  111.00 -77.00  30.00   40
 16  ω     45.00  71.00   1.00    6.00    --  111.00 -45.00-120.00   26
 17  ω     49.00 102.00   1.00    6.00    --  111.00-125.00 -90.00   53
 18  ω     52.00  77.00   1.00    6.00    --  111.00 -61.00 -90.00   25
 19  ω     88.00 158.00   1.00    6.00    --  111.00  30.00-180.00   70
 20  ω     40.00  72.00   1.00    6.00    --  111.00 -45.00  60.00   32
 21  ω     84.00 116.00   1.00    6.00    --  111.00 -77.00  30.00   32
 22  ω     60.00  87.00   1.00    6.00    --  111.00 -61.00-120.00   27
 23  ω     41.00  66.00   1.00    6.00    --  111.00 -61.00 150.00   25
 24  ω     44.00  72.00   1.00    6.00    --  111.00 -45.00-150.00   28
 25  ω    111.00 161.00   1.00    6.00    --  111.00  77.00-180.00   50
 26  ω     67.00  92.00   1.00    6.00    --  111.00 -61.00  60.00   25
 27  ω     43.00  83.00   1.00    6.00    --  111.00 -61.00  30.00   40
 28  ω    -43.00  23.00   1.00    2.00    --  -41.15  57.00  30.00   66
 29  ω    -20.00  18.00   1.00    2.00    --  -41.15  37.00-180.00   38
 30  ω    -20.00  13.00   1.00    2.00    --  -41.15  37.00 120.00   33
 31  ω     37.00  96.00   1.00    2.00    --   41.15-125.00 -90.00   59
 32  ω     41.00  85.00   1.00    2.00    --   41.15-125.00  90.00   44
 33  ω     42.00  86.00   1.00    6.00    --  111.00-125.00-150.00   44
 34  ω    105.00 159.00   1.00    6.00    --  111.00  77.00  30.00   54
 35  ω     44.00  71.00   1.00    6.00    --  111.00-133.00  25.25   27
 36  ω     39.00 111.00   1.00    6.00    --  111.00-125.00  60.00   72
 37  ω     57.00 106.00   1.00    6.00    --  111.00 -94.00 150.00   49
 38  ω    109.00 152.00   1.00    6.00    --  111.00 125.00 120.00   43
 39  ω     75.00 111.00   1.00    6.00    --  111.00-125.00-180.00   36
 40  ω     79.00 106.00   1.00    6.00    --  111.00 -94.00  60.00   27
 41  ω    110.00 153.00   1.00    6.00    --  111.00  77.00-150.00   43
 42  ω    111.00 138.00   1.00    6.00    --  111.00  77.00  90.00   27
 43  ω     82.00 107.00   1.00    6.00    --  111.00 -94.00 -90.00   25
 44  ω    151.00 178.00   1.00    6.00    --  111.00  30.00 -60.00   27
 45  ω     88.00 135.00   1.00    6.00    --  111.00  30.00 -60.00   47
 46  ω     41.00  68.00   1.00    6.00    --  111.00 -45.00 150.00   27
 47  ω     86.00 112.00   1.00    6.00    --  111.00-125.00  90.00   26
 48  ω     80.00 107.00   1.00    6.00    --  111.00 -94.00 -60.00   27
 49  ω     92.00 118.00   1.00    6.00    --  111.00-133.00  25.25   26
 50  ω     80.00 107.00   1.00    6.00    --  111.00-105.00-119.05   27
 51  ω     80.00 107.00   1.00    6.00    --  111.00 -94.00  90.00   27
 52  ω    104.00 156.00   1.00    6.00    --  111.00 125.00-150.00   52
 53  ω     72.00 112.00   1.00    6.00    --  111.00-125.00-120.00   40
 54  ω     77.00 106.00   1.00    6.00    --  111.00 -94.00   0.00   29
 55  ω     35.00  63.00   1.00    6.00    --  111.00-105.00-119.05   28
 56  ω    -75.00 -12.00   1.00    2.00    --  -41.15 -19.00  30.00   63
 57  ω     -3.00  36.00   1.00    2.00    --  -41.15  19.00   0.00   39
 58  ω     -4.00  26.00   1.00    2.00    --  -41.15  19.00  90.00   30
 59  ω     16.00  86.00   1.00    2.00    --   41.15  57.00 150.00   70
 60  ω      8.00  33.00   1.00    2.00    --   41.15  83.00 128.92   25
 61  ω     15.00  42.00   1.00    2.00    --   41.15  79.00  42.07   27
 62  ω     10.00  36.00   1.00    2.00    --   41.15  75.00 104.97   26
 63  ω     55.00  82.00   1.00    2.00    --   41.15  57.00  30.00   27
 64  ω      8.00  33.00   1.00    2.00    --   41.15  83.00 -40.48   25
 65  ω     10.00  38.00   1.00    2.00    --   41.15  76.00-147.14   28
 66  ω     17.00 105.00   1.00    2.00    --   41.15  57.00-150.00   88
 67  ω     23.00  88.00   1.00    2.00    --   41.15  57.00 -60.00   65
 68  ω     12.00  42.00   1.00    2.00    --   41.15  80.00-102.66   30
 69  ω     15.00  46.00   1.00    2.00    --   41.15  57.00  30.00   31
 70  ω     10.00  37.00   1.00    2.00    --   41.15  81.00  -7.03   27
 71  ω    153.00 178.00   1.00    6.00    --  111.00  63.00 -72.84   25
 72  ω     83.00 109.00   1.00    6.00    --  111.00  63.00 -72.84   26
 73  ω     85.00 112.00   1.00    6.00    --  111.00  55.00-156.84   27
 74  ω     83.00 110.00   1.00    6.00    --  111.00  64.00-107.22   27
 75  ω    147.00 174.00   1.00    6.00    --  111.00  65.00  39.44   27
 76  ω     83.00 109.00   1.00    6.00    --  111.00  61.00 -78.21   26
 77  ω    132.00 159.00   1.00    6.00    --  111.00  71.00 -36.07   27
 78  ω     82.00 109.00   1.00    6.00    --  111.00  66.00 130.96   27
 79  ω    117.00 144.00   1.00    6.00    --  111.00  66.00 130.96   27
 80  ω     82.00 109.00   1.00    6.00    --  111.00  67.00 154.32   27
 81  ω     84.00 110.00   1.00    6.00    --  111.00  63.00-175.39   26
 82  ω    153.00 178.00   1.00    6.00    --  111.00  63.00-175.39   25
 83  ω     83.00 110.00   1.00    6.00    --  111.00  65.00 119.79   27
 84  ω     81.00 107.00   1.00    6.00    --  111.00  71.00  90.93   26
 85  ω     83.00 109.00   1.00    6.00    --  111.00  65.00  39.44   26
 86  ω     81.00 107.00   1.00    6.00    --  111.00  70.00 -67.01   26
 87  ω     82.00 164.00   1.00    6.00    --  111.00  66.00 -19.22   82
 88  ω     86.00 129.00   1.00    6.00    --  111.00  50.00 -23.98   43
 89  ω    148.00 175.00   1.00    6.00    --  111.00  62.00-109.48   27
 90  ω     83.00 120.00   1.00    6.00    --  111.00  61.00   0.00   37
 91  ω     83.00 130.00   1.00    6.00    --  111.00  61.00-120.00   47
 92  ω     82.00 162.00   1.00    6.00    --  111.00  69.00  64.41   80
 93  ω     83.00 129.00   1.00    6.00    --  111.00  61.00  60.00   46
 94  ω    132.00 159.00   1.00    6.00    --  111.00  67.00 108.59   27
 95  ω     84.00 168.00   1.00    6.00    --  111.00  60.00  17.06   84
 96  ω     83.00 178.00   1.00    6.00    --  111.00  61.00  90.00   95
 97  ω     84.00 111.00   1.00    6.00    --  111.00  61.00 -30.00   27
 98  ω     83.00 110.00   1.00    6.00    --  111.00  61.00 150.00   27
 99  ω     84.00 111.00   1.00    6.00    --  111.00  64.00  47.84   27
100  ω     82.00 108.00   1.00    6.00    --  111.00  67.00 108.59   26
101  ω     83.00 110.00   1.00    6.00    --  111.00  61.00 -47.51   27
102  ω     83.00 110.00   1.00    6.00    --  111.00  61.00-180.00   27
103  ω     83.00 110.00   1.00    6.00    --  111.00  61.00-150.00   27
104  ω     83.00 109.00   1.00    6.00    --  111.00  61.00 -90.00   26
105  ω    140.00 171.00   1.00    6.00    --  111.00  61.00 -90.00   31
106  ω     83.00 110.00   1.00    6.00    --  111.00  61.00  30.00   27
107  ω     82.00 116.00   1.00    6.00    --  111.00  69.00-144.81   34
108  ω     84.00 109.00   1.00    6.00    --  111.00  64.00  18.05   25
109  ω    138.00 163.00   1.00    6.00    --  111.00  55.00-156.84   25
110  ω     83.00 109.00   1.00    6.00    --  111.00  62.00-109.48   26
111  ω     81.00 107.00   1.00    6.00    --  111.00  71.00 -36.07   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4128
_reflns_number_total             4720
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4720
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.029
_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)+(0.0438P)²+0.7379P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0809
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C16(H16), C8(H8), C5(H5), C3(H3), C4(H4), C18(H18), C17(H17)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C1(H1A,H1B,H1C), C21(H21A,H21B,
 H21C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.56005(3) 0.51721(2) 0.66661(2) 0.01959(8) Uani 1 1 d . . . . .
O3 O 0.60107(13) 0.64842(9) 0.62732(6) 0.0238(2) Uani 1 1 d . . . . .
O6 O 0.39845(14) 0.57927(10) 0.72406(6) 0.0266(3) Uani 1 1 d . . . . .
O5 O 0.32951(14) 0.50936(10) 0.62355(6) 0.0272(3) Uani 1 1 d . . . . .
O2 O 0.73471(14) 0.52701(10) 0.73285(6) 0.0266(3) Uani 1 1 d . . . . .
O4 O 0.71534(15) 0.83373(10) 0.64348(7) 0.0309(3) Uani 1 1 d . . . . .
O1 O 0.94817(14) 0.61868(11) 0.82736(7) 0.0329(3) Uani 1 1 d . . . . .
N1 N 0.53669(15) 0.36896(11) 0.70762(7) 0.0218(3) Uani 1 1 d . . . . .
N2 N 0.62616(15) 0.44785(11) 0.57773(7) 0.0203(3) Uani 1 1 d . . . . .
C14 C 0.71920(18) 0.49219(13) 0.54182(8) 0.0217(3) Uani 1 1 d . . . . .
H14 H 0.750747 0.453659 0.504636 0.026 Uiso 1 1 calc R U . . .
C20 C 0.71819(18) 0.66805(13) 0.59536(8) 0.0216(3) Uani 1 1 d . . . . .
C15 C 0.77998(18) 0.59517(13) 0.55293(8) 0.0220(3) Uani 1 1 d . . . . .
C6 C 0.65877(19) 0.41574(14) 0.82086(9) 0.0247(3) Uani 1 1 d . . . . .
C7 C 0.74338(19) 0.49812(14) 0.79797(9) 0.0238(3) Uani 1 1 d . . . . .
C10 C 0.56553(18) 0.26061(13) 0.60458(8) 0.0228(3) Uani 1 1 d . . . . .
C13 C 0.56189(19) 0.34839(13) 0.55154(8) 0.0237(3) Uani 1 1 d . . . . .
H13A H 0.616364 0.325288 0.513051 0.028 Uiso 1 1 calc R U . . .
H13B H 0.456787 0.360372 0.532275 0.028 Uiso 1 1 calc R U . . .
C16 C 0.8961(2) 0.62544(15) 0.51421(9) 0.0289(4) Uani 1 1 d . . . . .
H16 H 0.932105 0.578034 0.482799 0.035 Uiso 1 1 calc R U . . .
C8 C 0.57109(18) 0.34848(14) 0.77231(9) 0.0239(3) Uani 1 1 d . . . . .
H8 H 0.536640 0.285039 0.789288 0.029 Uiso 1 1 calc R U . . .
C19 C 0.7821(2) 0.76857(14) 0.60145(9) 0.0250(3) Uani 1 1 d . . . . .
C9 C 0.46928(19) 0.28641(13) 0.66264(9) 0.0239(3) Uani 1 1 d . . . . .
H9A H 0.368729 0.308336 0.641901 0.029 Uiso 1 1 calc R U . . .
H9B H 0.457786 0.223584 0.690605 0.029 Uiso 1 1 calc R U . . .
C2 C 0.84667(19) 0.54894(15) 0.84768(9) 0.0271(4) Uani 1 1 d . . . . .
C22 C 0.2954(2) 0.55643(15) 0.67638(9) 0.0279(4) Uani 1 1 d . . . . .
C5 C 0.6725(2) 0.38902(15) 0.89162(9) 0.0296(4) Uani 1 1 d . . . . .
H5 H 0.616156 0.332996 0.906599 0.036 Uiso 1 1 calc R U . . .
C3 C 0.8548(2) 0.52250(16) 0.91668(9) 0.0315(4) Uani 1 1 d . . . . .
H3 H 0.921670 0.558866 0.949494 0.038 Uiso 1 1 calc R U . . .
C12 C 0.4911(2) 0.16657(15) 0.56643(10) 0.0308(4) Uani 1 1 d . . . . .
H12A H 0.388051 0.183965 0.548437 0.046 Uiso 1 1 calc R U . . .
H12B H 0.491085 0.108173 0.598522 0.046 Uiso 1 1 calc R U . . .
H12C H 0.546595 0.147605 0.527994 0.046 Uiso 1 1 calc R U . . .
C4 C 0.7674(2) 0.44404(17) 0.93918(9) 0.0333(4) Uani 1 1 d . . . . .
H4 H 0.772829 0.428194 0.987032 0.040 Uiso 1 1 calc R U . . .
C18 C 0.9010(2) 0.79394(15) 0.56646(10) 0.0317(4) Uani 1 1 d . . . . .
H18 H 0.945665 0.860363 0.572671 0.038 Uiso 1 1 calc R U . . .
C11 C 0.72518(19) 0.23514(14) 0.63420(9) 0.0278(4) Uani 1 1 d . . . . .
H11A H 0.780881 0.211105 0.597001 0.042 Uiso 1 1 calc R U . . .
H11B H 0.724292 0.180685 0.669159 0.042 Uiso 1 1 calc R U . . .
H11C H 0.773076 0.297233 0.655490 0.042 Uiso 1 1 calc R U . . .
C17 C 0.9567(2) 0.72245(15) 0.52168(11) 0.0343(4) Uani 1 1 d . . . . .
H17 H 1.036541 0.741426 0.496549 0.041 Uiso 1 1 calc R U . . .
C1 C 0.8896(2) 0.71285(16) 0.79702(12) 0.0390(5) Uani 1 1 d . . . . .
H1A H 0.802264 0.697674 0.763665 0.058 Uiso 1 1 calc R U . . .
H1B H 0.966030 0.747076 0.773299 0.058 Uiso 1 1 calc R U . . .
H1C H 0.860242 0.758480 0.833255 0.058 Uiso 1 1 calc R U . . .
C21 C 0.7677(3) 0.93724(16) 0.64884(13) 0.0479(6) Uani 1 1 d . . . . .
H21A H 0.758583 0.968757 0.602779 0.072 Uiso 1 1 calc R U . . .
H21B H 0.872661 0.937733 0.668799 0.072 Uiso 1 1 calc R U . . .
H21C H 0.708187 0.976731 0.678652 0.072 Uiso 1 1 calc R U . . .
C23 C 0.1369(2) 0.5857(2) 0.68200(11) 0.0528(7) Uani 1 1 d . . . . .
H23A H 0.116777 0.578452 0.730115 0.079 Uiso 1 1 calc R U . . .
H23B H 0.069999 0.540087 0.652462 0.079 Uiso 1 1 calc R U . . .
H23C H 0.120157 0.657572 0.667123 0.079 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O3 1.9144(12) . ?
Fe1 O6 2.0997(12) . ?
Fe1 O5 2.1515(12) . ?
Fe1 O2 1.9193(12) . ?
Fe1 N1 2.0961(14) . ?
Fe1 N2 2.0979(14) . ?
Fe1 C22 2.4709(18) . ?
O3 C20 1.313(2) . ?
O6 C22 1.269(2) . ?
O5 C22 1.264(2) . ?
O2 C7 1.316(2) . ?
O4 C19 1.363(2) . ?
O4 C21 1.419(2) . ?
O1 C2 1.376(2) . ?
O1 C1 1.427(3) . ?
N1 C8 1.289(2) . ?
N1 C9 1.466(2) . ?
N2 C14 1.289(2) . ?
N2 C13 1.476(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.446(2) . ?
C20 C15 1.411(2) . ?
C20 C19 1.420(2) . ?
C15 C16 1.416(2) . ?
C6 C7 1.413(2) . ?
C6 C8 1.449(2) . ?
C6 C5 1.412(2) . ?
C7 C2 1.423(2) . ?
C10 C13 1.532(2) . ?
C10 C9 1.542(2) . ?
C10 C12 1.537(2) . ?
C10 C11 1.523(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C16 H16 0.9500 . ?
C16 C17 1.369(3) . ?
C8 H8 0.9500 . ?
C19 C18 1.377(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C2 C3 1.380(3) . ?
C22 C23 1.495(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.382(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C4 H4 0.9500 . ?
C18 H18 0.9500 . ?
C18 C17 1.404(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C17 H17 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Fe1 O6 93.10(5) . . ?
O3 Fe1 O5 96.30(5) . . ?
O3 Fe1 O2 91.61(5) . . ?
O3 Fe1 N1 174.22(5) . . ?
O3 Fe1 N2 87.78(5) . . ?
O3 Fe1 C22 94.79(6) . . ?
O6 Fe1 O5 61.66(5) . . ?
O6 Fe1 C22 30.90(5) . . ?
O5 Fe1 C22 30.77(5) . . ?
O2 Fe1 O6 100.56(5) . . ?
O2 Fe1 O5 160.80(5) . . ?
O2 Fe1 N1 85.16(5) . . ?
O2 Fe1 N2 106.98(5) . . ?
O2 Fe1 C22 131.22(6) . . ?
N1 Fe1 O6 92.20(5) . . ?
N1 Fe1 O5 88.24(5) . . ?
N1 Fe1 N2 88.58(5) . . ?
N1 Fe1 C22 90.94(6) . . ?
N2 Fe1 O6 152.42(5) . . ?
N2 Fe1 O5 90.83(5) . . ?
N2 Fe1 C22 121.54(6) . . ?
C20 O3 Fe1 124.41(11) . . ?
C22 O6 Fe1 90.93(10) . . ?
C22 O5 Fe1 88.71(11) . . ?
C7 O2 Fe1 125.44(11) . . ?
C19 O4 C21 117.36(15) . . ?
C2 O1 C1 116.82(14) . . ?
C8 N1 Fe1 122.46(12) . . ?
C8 N1 C9 118.01(15) . . ?
C9 N1 Fe1 119.39(11) . . ?
C14 N2 Fe1 121.67(12) . . ?
C14 N2 C13 117.00(14) . . ?
C13 N2 Fe1 121.26(10) . . ?
N2 C14 H14 117.0 . . ?
N2 C14 C15 126.00(15) . . ?
C15 C14 H14 117.0 . . ?
O3 C20 C15 123.02(15) . . ?
O3 C20 C19 118.58(15) . . ?
C15 C20 C19 118.35(15) . . ?
C20 C15 C14 122.21(15) . . ?
C20 C15 C16 119.75(16) . . ?
C16 C15 C14 117.76(15) . . ?
C7 C6 C8 121.33(15) . . ?
C5 C6 C7 120.28(17) . . ?
C5 C6 C8 117.93(17) . . ?
O2 C7 C6 123.05(16) . . ?
O2 C7 C2 118.99(16) . . ?
C6 C7 C2 117.91(16) . . ?
C13 C10 C9 111.45(14) . . ?
C13 C10 C12 106.63(14) . . ?
C12 C10 C9 105.89(14) . . ?
C11 C10 C13 111.06(14) . . ?
C11 C10 C9 111.01(14) . . ?
C11 C10 C12 110.61(15) . . ?
N2 C13 C10 115.81(13) . . ?
N2 C13 H13A 108.3 . . ?
N2 C13 H13B 108.3 . . ?
C10 C13 H13A 108.3 . . ?
C10 C13 H13B 108.3 . . ?
H13A C13 H13B 107.4 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.51(17) . . ?
C17 C16 H16 119.7 . . ?
N1 C8 C6 124.38(16) . . ?
N1 C8 H8 117.8 . . ?
C6 C8 H8 117.8 . . ?
O4 C19 C20 114.28(15) . . ?
O4 C19 C18 125.14(17) . . ?
C18 C19 C20 120.58(16) . . ?
N1 C9 C10 111.46(13) . . ?
N1 C9 H9A 109.3 . . ?
N1 C9 H9B 109.3 . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
O1 C2 C7 120.75(16) . . ?
O1 C2 C3 118.81(16) . . ?
C3 C2 C7 120.22(18) . . ?
O6 C22 Fe1 58.17(9) . . ?
O6 C22 C23 120.80(17) . . ?
O5 C22 Fe1 60.52(9) . . ?
O5 C22 O6 118.65(16) . . ?
O5 C22 C23 120.55(17) . . ?
C23 C22 Fe1 177.20(17) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.27(18) . . ?
C4 C5 H5 119.9 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.47(17) . . ?
C4 C3 H3 119.3 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C4 C3 119.66(17) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C19 C18 H18 119.7 . . ?
C19 C18 C17 120.54(17) . . ?
C17 C18 H18 119.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C16 C17 C18 120.06(17) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

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 O3 C20 C15 36.4(2) . . . . ?
Fe1 O3 C20 C19 -146.21(12) . . . . ?
Fe1 O6 C22 O5 2.29(17) . . . . ?
Fe1 O6 C22 C23 -176.96(19) . . . . ?
Fe1 O5 C22 O6 -2.23(17) . . . . ?
Fe1 O5 C22 C23 177.01(19) . . . . ?
Fe1 O2 C7 C6 31.0(2) . . . . ?
Fe1 O2 C7 C2 -151.58(13) . . . . ?
Fe1 N1 C8 C6 -14.4(2) . . . . ?
Fe1 N1 C9 C10 64.25(16) . . . . ?
Fe1 N2 C14 C15 -5.4(2) . . . . ?
Fe1 N2 C13 C10 -51.35(18) . . . . ?
O3 C20 C15 C14 -0.5(2) . . . . ?
O3 C20 C15 C16 173.14(15) . . . . ?
O3 C20 C19 O4 2.6(2) . . . . ?
O3 C20 C19 C18 -177.22(16) . . . . ?
O2 C7 C2 O1 -7.5(3) . . . . ?
O2 C7 C2 C3 177.92(16) . . . . ?
O4 C19 C18 C17 -176.81(18) . . . . ?
O1 C2 C3 C4 -172.37(17) . . . . ?
N2 C14 C15 C20 -14.6(3) . . . . ?
N2 C14 C15 C16 171.60(16) . . . . ?
C14 N2 C13 C10 131.75(16) . . . . ?
C14 C15 C16 C17 179.05(17) . . . . ?
C20 C15 C16 C17 5.1(3) . . . . ?
C20 C19 C18 C17 3.0(3) . . . . ?
C15 C20 C19 O4 -179.96(15) . . . . ?
C15 C20 C19 C18 0.3(3) . . . . ?
C15 C16 C17 C18 -1.9(3) . . . . ?
C6 C7 C2 O1 170.04(16) . . . . ?
C6 C7 C2 C3 -4.5(3) . . . . ?
C6 C5 C4 C3 -3.1(3) . . . . ?
C7 C6 C8 N1 -15.2(3) . . . . ?
C7 C6 C5 C4 0.8(3) . . . . ?
C7 C2 C3 C4 2.3(3) . . . . ?
C13 N2 C14 C15 171.51(15) . . . . ?
C13 C10 C9 N1 -70.07(18) . . . . ?
C8 N1 C9 C10 -119.90(16) . . . . ?
C8 C6 C7 O2 8.4(3) . . . . ?
C8 C6 C7 C2 -169.04(16) . . . . ?
C8 C6 C5 C4 173.09(16) . . . . ?
C19 C20 C15 C14 -177.89(15) . . . . ?
C19 C20 C15 C16 -4.2(2) . . . . ?
C19 C18 C17 C16 -2.1(3) . . . . ?
C9 N1 C8 C6 169.92(15) . . . . ?
C9 C10 C13 N2 63.89(19) . . . . ?
C2 C3 C4 C5 1.6(3) . . . . ?
C5 C6 C7 O2 -179.55(16) . . . . ?
C5 C6 C7 C2 3.0(2) . . . . ?
C5 C6 C8 N1 172.54(16) . . . . ?
C12 C10 C13 N2 178.99(14) . . . . ?
C12 C10 C9 N1 174.37(14) . . . . ?
C11 C10 C13 N2 -60.44(19) . . . . ?
C11 C10 C9 N1 54.29(19) . . . . ?
C1 O1 C2 C7 67.0(2) . . . . ?
C1 O1 C2 C3 -118.35(19) . . . . ?
C21 O4 C19 C20 -176.45(18) . . . . ?
C21 O4 C19 C18 3.3(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
;
