# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_fe_phenol_tob_2_final
_database_code_depnum_ccdc_archive 'CCDC 2309236'
loop_
_audit_author_name
_audit_author_address
'Matthew Crawley'
;University at Buffalo
United States of America
;
_audit_update_record             
;
2024-01-09 deposited with the CCDC.	2024-01-30 downloaded from the CCDC.
;
_audit_creation_date             2024-01-08
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'1.503(Br), C19 H32 Fe N3 O3, 0.497(Cl), 1.75[C2H3N]'
_chemical_formula_sum            'C22.50 H37.25 Br1.50 Cl0.50 Fe N4.75 O3'
_chemical_formula_weight         615.89
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'FeC22.6N4.8O3Br2H37.4 '
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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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                   12.8951(5)
_cell_length_b                   6.9779(2)
_cell_length_c                   15.6193(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.804(4)
_cell_angle_gamma                90
_cell_volume                     1392.42(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5377
_cell_measurement_temperature    100.00(13)
_cell_measurement_theta_max      77.3600
_cell_measurement_theta_min      2.8510
_shelx_estimated_absorpt_T_max   0.864
_shelx_estimated_absorpt_T_min   0.208
_exptl_absorpt_coefficient_mu    7.558
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.396
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.92a (Rigaku Oxford Diffraction, 2023)
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 red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             633
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 0 1 0.0216
2 0 -1 0.0107
0 1 0 0.1071
0 -1 0 0.1953
0 0 1 0.0165
0 0 -1 0.0032

_exptl_crystal_size_max          0.303
_exptl_crystal_size_mid          0.039
_exptl_crystal_size_min          0.02
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2.0045 -0.0028 0.9954 -0.2173 0.1192 0.0191
2.0045 0.0028 -0.9954 0.2173 -0.1192 -0.0191
-0.0027 0.9958 0.0008 0.0083 -0.0206 0.2187
0.0027 -0.9958 -0.0008 -0.0083 0.0206 -0.2187
-0.0060 -0.0032 0.9975 -0.0700 -0.0702 -0.0046
0.0060 0.0032 -0.9975 0.0700 0.0702 0.0046

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12511
_diffrn_reflns_point_group_measured_fraction_full 0.761
_diffrn_reflns_point_group_measured_fraction_max 0.731
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.768
_diffrn_reflns_theta_min         2.856
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -27.00   0.50    2.00    --  -47.65  -7.00  25.00  186
  2  ω    -29.00  26.00   0.50    2.00    --  -47.65   7.00-159.00  110
  3  ω     66.00 118.00   0.50    2.00    --   47.65   7.00-159.00  104
  4  ω   -143.00-116.00   0.50    8.00    --  -91.75  -7.00  25.00   54
  5  ω    147.00 172.00   0.50    8.00    --  113.25   7.00-159.00   50
  6  ω     87.00 119.00   0.50    8.00    --  113.25   7.00-159.00   64
  7  ω     46.00  75.00   0.50    2.00    --   47.65 -99.00  30.00   58
  8  ω    -18.00  42.00   0.50    2.00    --   47.65 -38.00 -90.00  120
  9  ω     52.00  93.00   0.50    2.00    --   47.65-125.00-180.00   82
 10  ω    -23.00   2.00   0.50    2.00    --   47.65  -7.00  25.00   50
 11  ω    103.00 178.00   0.50    8.00    --  113.25  30.00  90.00  150
 12  ω     52.00  78.00   0.50    8.00    --  113.25 -77.00 -60.00   52
 13  ω     61.00 106.00   0.50    8.00    --  113.25 -95.00 -60.00   90
 14  ω    121.00 153.00   0.50    8.00    --  113.25  45.00  30.00   64
 15  ω     66.00  95.00   0.50    8.00    --  113.25 -95.00   0.00   58
 16  ω    102.00 141.00   0.50    8.00    --  113.25  61.00-180.00   78
 17  ω    108.00 135.00   0.50    8.00    --  113.25  45.00 -90.00   54
 18  ω    143.00 178.00   0.50    8.00    --  113.25  45.00 -90.00   70
 19  ω     44.00  85.00   0.50    8.00    --  113.25 -77.00 120.00   82
 20  ω     43.00  94.00   0.50    8.00    --  113.25 -77.00-120.00  102
 21  ω     42.00  70.00   0.50    8.00    --  113.25 -61.00-180.00   56
 22  ω     44.00  95.00   0.50    8.00    --  113.25 -95.00 120.00  102
 23  ω    144.00 177.00   0.50    8.00    --  113.25  45.00 150.00   66
 24  ω     62.00 100.00   0.50    8.00    --  113.25 -77.00-180.00   76
 25  ω     81.00 110.00   0.50    8.00    --  113.25-125.00 -60.00   58
 26  ω     97.00 123.00   0.50    8.00    --  113.25  77.00 150.00   52
 27  ω    104.00 137.00   0.50    8.00    --  113.25  45.00 150.00   66
 28  ω     42.00  67.00   0.50    8.00    --  113.25 -61.00 -90.00   50
 29  ω     70.00 103.00   0.50    8.00    --  113.25 -95.00  90.00   66
 30  ω    121.00 155.00   0.50    8.00    --  113.25  45.00-120.00   68
 31  ω    109.00 178.00   0.50    8.00    --  113.25  61.00-150.00  138
 32  ω     42.00  75.00   0.50    8.00    --  113.25 -77.00 -30.00   66
 33  ω     85.00 110.00   0.50    8.00    --  113.25-125.00 -90.00   50
 34  ω     75.00 101.00   0.50    8.00    --  113.25 -95.00 -30.00   52
 35  ω     43.00  74.00   0.50    8.00    --  113.25 -95.00  30.00   62
 36  ω     59.00 103.00   0.50    8.00    --  113.25-125.00   0.00   88
 37  ω     43.00  70.00   0.50    8.00    --  113.25 -61.00  60.00   54
 38  ω     46.00  71.00   0.50    8.00    --  113.25 -95.00  60.00   50
;
_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      0.0737691000
_diffrn_orient_matrix_UB_12      0.0086037000
_diffrn_orient_matrix_UB_13      -0.0697161000
_diffrn_orient_matrix_UB_21      -0.0946569000
_diffrn_orient_matrix_UB_22      -0.0209109000
_diffrn_orient_matrix_UB_23      -0.0709723000
_diffrn_orient_matrix_UB_31      -0.0117930000
_diffrn_orient_matrix_UB_32      0.2195719000
_diffrn_orient_matrix_UB_33      -0.0039492000
_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         0.372
_reflns_Friedel_fraction_full    0.479
_reflns_Friedel_fraction_max     0.433
_reflns_number_gt                3569
_reflns_number_total             4430
_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 1.171.43.92a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.92a 64-bit (release 05-10-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.92a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 814 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.009(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4430
_refine_ls_number_restraints     268
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.020
_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)+(0.0787P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1213
_refine_ls_wR_factor_ref         0.1282
_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, All O(H) groups
2. Shared sites
{Br1, Cl1}
{Br2, Cl2}
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
Uanis(Br1) = Uanis(Cl1)
Uanis(Br2) = Uanis(Cl2)
5. Others
 Sof(Cl1)=1-FVAR(1)
 Sof(Br1)=FVAR(1)
 Sof(Cl2)=1-FVAR(2)
 Sof(Br2)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C15(H15), C18(H18)
6.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C7(H7A,H7B), C2(H2A,H2B), C14(H14A,H14B), C17(H17A,H17B), C4(H4A,
 H4B), C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B)
6.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C9(H9), C11(H11), C10(H10)
6.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C16(H16A,H16B,H16C)
6.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3)
;
_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
Br2 Br 0.66112(7) 0.78272(10) 0.53059(5) 0.0502(3) Uani 0.717(8) 1 d . U P A 1
Br1 Br 0.39692(8) 0.82588(12) 0.10108(6) 0.0608(4) Uani 0.785(9) 1 d . U P B 1
Fe1 Fe 0.67367(9) 0.56252(12) 0.27464(6) 0.0438(3) Uani 1 1 d . U . . .
O2 O 0.5779(4) 0.7047(6) 0.3451(3) 0.0438(10) Uani 1 1 d . U . . .
H2 H 0.605974 0.754193 0.391587 0.066 Uiso 1 1 calc R U . . .
O3 O 0.6237(4) 0.7079(6) 0.1618(3) 0.0465(10) Uani 1 1 d . U . . .
H3 H 0.563828 0.756741 0.151346 0.070 Uiso 1 1 calc R U . . .
O1 O 0.7940(4) 0.7096(7) 0.3003(3) 0.0507(11) Uani 1 1 d . U . . .
N3 N 0.7199(6) 0.3671(8) 0.1792(4) 0.0580(15) Uani 1 1 d . U . . .
N1 N 0.7435(6) 0.3358(8) 0.3603(4) 0.0594(15) Uani 1 1 d . U . . .
N2 N 0.5407(6) 0.3662(8) 0.2651(4) 0.0589(14) Uani 1 1 d . U . . .
C13 C 0.8923(6) 0.6615(11) 0.3339(6) 0.0594(18) Uani 1 1 d . U . . .
C15 C 0.4781(6) 0.6200(10) 0.3579(5) 0.0537(16) Uani 1 1 d . U . . .
H15 H 0.486842 0.544773 0.412904 0.064 Uiso 1 1 calc R U . . .
C19 C 0.6905(8) 0.7940(13) 0.0276(5) 0.069(2) Uani 1 1 d . U . . .
H19A H 0.631143 0.878144 0.008144 0.103 Uiso 1 1 calc R U . . .
H19B H 0.717719 0.739486 -0.022721 0.103 Uiso 1 1 calc R U . . .
H19C H 0.745735 0.868011 0.062125 0.103 Uiso 1 1 calc R U . . .
C1 C 0.6528(9) 0.2556(11) 0.4001(5) 0.076(2) Uani 1 1 d . U . . .
H1A H 0.629634 0.349802 0.440947 0.092 Uiso 1 1 calc R U . . .
H1B H 0.674644 0.137241 0.432570 0.092 Uiso 1 1 calc R U . . .
C7 C 0.8238(8) 0.4208(11) 0.4302(5) 0.069(2) Uani 1 1 d . U . . .
H7A H 0.788449 0.514089 0.464236 0.083 Uiso 1 1 calc R U . . .
H7B H 0.852552 0.317241 0.469738 0.083 Uiso 1 1 calc R U . . .
C2 C 0.5641(9) 0.2118(12) 0.3297(6) 0.076(2) Uani 1 1 d . U . . .
H2A H 0.581377 0.093653 0.299538 0.091 Uiso 1 1 calc R U . . .
H2B H 0.500385 0.185640 0.356677 0.091 Uiso 1 1 calc R U . . .
C12 C 0.9772(6) 0.7602(14) 0.3056(7) 0.073(2) Uani 1 1 d . U . . .
H12 H 0.964109 0.863721 0.266142 0.087 Uiso 1 1 calc R U . . .
C18 C 0.6545(7) 0.6319(11) 0.0827(4) 0.0574(18) Uani 1 1 d . U . . .
H18 H 0.594812 0.560856 0.049415 0.069 Uiso 1 1 calc R U . . .
C14 C 0.4500(7) 0.4854(11) 0.2820(6) 0.0601(18) Uani 1 1 d . U . . .
H14A H 0.392188 0.400409 0.294004 0.072 Uiso 1 1 calc R U . . .
H14B H 0.424976 0.561361 0.229741 0.072 Uiso 1 1 calc R U . . .
C16 C 0.3973(6) 0.7738(12) 0.3623(6) 0.0589(17) Uani 1 1 d . U . . .
H16A H 0.420681 0.860825 0.410277 0.088 Uiso 1 1 calc R U . . .
H16B H 0.330698 0.714763 0.371506 0.088 Uiso 1 1 calc R U . . .
H16C H 0.387700 0.845916 0.307961 0.088 Uiso 1 1 calc R U . . .
C8 C 0.9121(7) 0.5192(13) 0.3949(6) 0.069(2) Uani 1 1 d . U . . .
C17 C 0.7442(7) 0.4967(11) 0.1103(5) 0.0597(18) Uani 1 1 d . U . . .
H17A H 0.758800 0.420115 0.059909 0.072 Uiso 1 1 calc R U . . .
H17B H 0.807772 0.571696 0.131193 0.072 Uiso 1 1 calc R U . . .
C4 C 0.6323(8) 0.2304(11) 0.1489(5) 0.073(2) Uani 1 1 d . U . . .
H4A H 0.649486 0.102472 0.174344 0.088 Uiso 1 1 calc R U . . .
H4B H 0.626008 0.217858 0.085264 0.088 Uiso 1 1 calc R U . . .
C3 C 0.5268(8) 0.2970(11) 0.1740(5) 0.071(2) Uani 1 1 d . U . . .
H3A H 0.498081 0.401641 0.134961 0.085 Uiso 1 1 calc R U . . .
H3B H 0.476371 0.189316 0.167503 0.085 Uiso 1 1 calc R U . . .
C9 C 1.0130(9) 0.4675(17) 0.4269(7) 0.089(3) Uani 1 1 d . U . . .
H9 H 1.025566 0.371454 0.470138 0.107 Uiso 1 1 calc R U . . .
C5 C 0.8140(8) 0.2670(12) 0.2230(5) 0.071(2) Uani 1 1 d . U . . .
H5A H 0.873984 0.356666 0.230899 0.085 Uiso 1 1 calc R U . . .
H5B H 0.832053 0.158969 0.186701 0.085 Uiso 1 1 calc R U . . .
C6 C 0.7935(9) 0.1923(11) 0.3099(6) 0.074(2) Uani 1 1 d . U . . .
H6A H 0.747713 0.078045 0.301071 0.089 Uiso 1 1 calc R U . . .
H6B H 0.860599 0.151768 0.343411 0.089 Uiso 1 1 calc R U . . .
C11 C 1.0773(8) 0.708(2) 0.3344(8) 0.100(3) Uani 1 1 d . U . . .
H11 H 1.134083 0.772720 0.314022 0.120 Uiso 1 1 calc R U . . .
C10 C 1.0965(9) 0.557(2) 0.3953(8) 0.105(4) Uani 1 1 d . U . . .
H10 H 1.166263 0.517128 0.414443 0.126 Uiso 1 1 calc R U . . .
Cl1 Cl 0.39692(8) 0.82588(12) 0.10108(6) 0.0608(4) Uani 0.215(9) 1 d . U P B 2
Cl2 Cl 0.66112(7) 0.78272(10) 0.53059(5) 0.0502(3) Uani 0.283(8) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O2 2.022(5) . ?
Fe1 O3 2.059(4) . ?
Fe1 O1 1.858(5) . ?
Fe1 N3 2.162(5) . ?
Fe1 N1 2.185(5) . ?
Fe1 N2 2.184(6) . ?
O2 H2 0.8400 . ?
O2 C15 1.455(8) . ?
O3 H3 0.8400 . ?
O3 C18 1.449(9) . ?
O1 C13 1.346(8) . ?
N3 C17 1.472(10) . ?
N3 C4 1.505(11) . ?
N3 C5 1.484(10) . ?
N1 C1 1.505(12) . ?
N1 C7 1.519(10) . ?
N1 C6 1.475(10) . ?
N2 C2 1.479(10) . ?
N2 C14 1.487(11) . ?
N2 C3 1.490(9) . ?
C13 C12 1.415(13) . ?
C13 C8 1.376(13) . ?
C15 H15 1.0000 . ?
C15 C14 1.518(11) . ?
C15 C16 1.504(11) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 C18 1.531(11) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.506(14) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.498(14) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C12 H12 0.9500 . ?
C12 C11 1.357(13) . ?
C18 H18 1.0000 . ?
C18 C17 1.509(12) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C8 C9 1.377(12) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.538(14) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C9 H9 0.9500 . ?
C9 C10 1.392(19) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.510(13) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 H11 0.9500 . ?
C11 C10 1.42(2) . ?
C10 H10 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
O2 Fe1 O3 94.64(19) . . ?
O2 Fe1 N3 158.5(2) . . ?
O2 Fe1 N1 104.7(2) . . ?
O2 Fe1 N2 79.2(2) . . ?
O3 Fe1 N3 78.7(2) . . ?
O3 Fe1 N1 159.3(2) . . ?
O3 Fe1 N2 95.7(2) . . ?
O1 Fe1 O2 99.51(19) . . ?
O1 Fe1 O3 93.9(2) . . ?
O1 Fe1 N3 101.3(2) . . ?
O1 Fe1 N1 90.3(2) . . ?
O1 Fe1 N2 170.4(2) . . ?
N3 Fe1 N1 80.6(2) . . ?
N3 Fe1 N2 81.1(3) . . ?
N2 Fe1 N1 80.9(3) . . ?
Fe1 O2 H2 116.7 . . ?
C15 O2 Fe1 119.5(4) . . ?
C15 O2 H2 109.5 . . ?
Fe1 O3 H3 122.6 . . ?
C18 O3 Fe1 117.4(4) . . ?
C18 O3 H3 109.5 . . ?
C13 O1 Fe1 131.4(5) . . ?
C17 N3 Fe1 102.9(4) . . ?
C17 N3 C4 112.6(6) . . ?
C17 N3 C5 112.6(7) . . ?
C4 N3 Fe1 110.6(5) . . ?
C5 N3 Fe1 105.3(4) . . ?
C5 N3 C4 112.2(6) . . ?
C1 N1 Fe1 104.1(5) . . ?
C1 N1 C7 109.9(6) . . ?
C7 N1 Fe1 109.9(4) . . ?
C6 N1 Fe1 109.8(4) . . ?
C6 N1 C1 112.8(7) . . ?
C6 N1 C7 110.1(7) . . ?
C2 N2 Fe1 108.9(6) . . ?
C2 N2 C14 112.3(7) . . ?
C2 N2 C3 113.8(6) . . ?
C14 N2 Fe1 105.4(4) . . ?
C14 N2 C3 110.8(7) . . ?
C3 N2 Fe1 105.0(5) . . ?
O1 C13 C12 119.0(8) . . ?
O1 C13 C8 121.8(9) . . ?
C8 C13 C12 119.2(8) . . ?
O2 C15 H15 109.5 . . ?
O2 C15 C14 105.5(6) . . ?
O2 C15 C16 110.4(6) . . ?
C14 C15 H15 109.5 . . ?
C16 C15 H15 109.5 . . ?
C16 C15 C14 112.6(7) . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
N1 C1 H1A 109.8 . . ?
N1 C1 H1B 109.8 . . ?
N1 C1 C2 109.2(7) . . ?
H1A C1 H1B 108.3 . . ?
C2 C1 H1A 109.8 . . ?
C2 C1 H1B 109.8 . . ?
N1 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 N1 113.1(7) . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
N2 C2 C1 114.5(7) . . ?
N2 C2 H2A 108.6 . . ?
N2 C2 H2B 108.6 . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C13 C12 H12 119.7 . . ?
C11 C12 C13 120.6(11) . . ?
C11 C12 H12 119.7 . . ?
O3 C18 C19 110.4(6) . . ?
O3 C18 H18 110.2 . . ?
O3 C18 C17 105.9(6) . . ?
C19 C18 H18 110.2 . . ?
C17 C18 C19 110.1(8) . . ?
C17 C18 H18 110.2 . . ?
N2 C14 C15 112.0(6) . . ?
N2 C14 H14A 109.2 . . ?
N2 C14 H14B 109.2 . . ?
C15 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C8 C7 120.4(7) . . ?
C13 C8 C9 121.2(10) . . ?
C9 C8 C7 118.4(9) . . ?
N3 C17 C18 111.2(7) . . ?
N3 C17 H17A 109.4 . . ?
N3 C17 H17B 109.4 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
N3 C4 H4A 109.1 . . ?
N3 C4 H4B 109.1 . . ?
N3 C4 C3 112.3(6) . . ?
H4A C4 H4B 107.9 . . ?
C3 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
N2 C3 C4 110.2(7) . . ?
N2 C3 H3A 109.6 . . ?
N2 C3 H3B 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.5(11) . . ?
C10 C9 H9 120.3 . . ?
N3 C5 H5A 109.6 . . ?
N3 C5 H5B 109.6 . . ?
N3 C5 C6 110.2(8) . . ?
H5A C5 H5B 108.1 . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
N1 C6 C5 112.8(6) . . ?
N1 C6 H6A 109.0 . . ?
N1 C6 H6B 109.0 . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C12 C11 H11 120.3 . . ?
C12 C11 C10 119.5(13) . . ?
C10 C11 H11 120.3 . . ?
C9 C10 C11 119.9(9) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?

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 O2 C15 C14 -24.8(7) . . . . ?
Fe1 O2 C15 C16 -146.7(5) . . . . ?
Fe1 O3 C18 C19 -136.3(6) . . . . ?
Fe1 O3 C18 C17 -17.2(8) . . . . ?
Fe1 O1 C13 C12 145.4(6) . . . . ?
Fe1 O1 C13 C8 -34.5(11) . . . . ?
Fe1 N3 C17 C18 -52.7(6) . . . . ?
Fe1 N3 C4 C3 15.2(8) . . . . ?
Fe1 N3 C5 C6 49.3(7) . . . . ?
Fe1 N1 C1 C2 50.0(7) . . . . ?
Fe1 N1 C7 C8 -60.9(7) . . . . ?
Fe1 N1 C6 C5 18.4(10) . . . . ?
Fe1 N2 C2 C1 17.0(10) . . . . ?
Fe1 N2 C14 C15 -44.0(7) . . . . ?
Fe1 N2 C3 C4 48.9(7) . . . . ?
O2 Fe1 O1 C13 123.9(7) . . . . ?
O2 C15 C14 N2 45.3(8) . . . . ?
O3 Fe1 O1 C13 -140.8(7) . . . . ?
O3 C18 C17 N3 47.3(8) . . . . ?
O1 C13 C12 C11 -176.2(9) . . . . ?
O1 C13 C8 C7 -3.9(12) . . . . ?
O1 C13 C8 C9 178.0(8) . . . . ?
N3 Fe1 O1 C13 -61.5(7) . . . . ?
N3 C4 C3 N2 -43.9(9) . . . . ?
N3 C5 C6 N1 -46.4(10) . . . . ?
N1 Fe1 O1 C13 18.9(7) . . . . ?
N1 C1 C2 N2 -46.5(11) . . . . ?
N1 C7 C8 C13 54.7(9) . . . . ?
N1 C7 C8 C9 -127.2(8) . . . . ?
C13 C12 C11 C10 -1.8(17) . . . . ?
C13 C8 C9 C10 -1.8(14) . . . . ?
C19 C18 C17 N3 166.6(6) . . . . ?
C1 N1 C7 C8 -174.9(6) . . . . ?
C1 N1 C6 C5 134.0(8) . . . . ?
C7 N1 C1 C2 167.7(6) . . . . ?
C7 N1 C6 C5 -102.8(9) . . . . ?
C7 C8 C9 C10 -179.9(9) . . . . ?
C2 N2 C14 C15 74.5(8) . . . . ?
C2 N2 C3 C4 -70.2(9) . . . . ?
C12 C13 C8 C7 176.1(7) . . . . ?
C12 C13 C8 C9 -1.9(13) . . . . ?
C12 C11 C10 C9 -2.0(18) . . . . ?
C14 N2 C2 C1 -99.4(9) . . . . ?
C14 N2 C3 C4 162.2(6) . . . . ?
C16 C15 C14 N2 165.7(6) . . . . ?
C8 C13 C12 C11 3.7(14) . . . . ?
C8 C9 C10 C11 3.7(17) . . . . ?
C17 N3 C4 C3 -99.3(8) . . . . ?
C17 N3 C5 C6 160.6(6) . . . . ?
C4 N3 C17 C18 66.3(8) . . . . ?
C4 N3 C5 C6 -71.1(8) . . . . ?
C3 N2 C2 C1 133.8(9) . . . . ?
C3 N2 C14 C15 -157.1(6) . . . . ?
C5 N3 C17 C18 -165.6(6) . . . . ?
C5 N3 C4 C3 132.4(7) . . . . ?
C6 N1 C1 C2 -69.0(8) . . . . ?
C6 N1 C7 C8 60.2(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 0.000 -0.244 0.000 375.9 82.1 '3.5 acetonitrile'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 2.473
_oxdiff_exptl_absorpt_empirical_full_min 0.634
