# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_vg20k
_database_code_depnum_ccdc_archive 'CCDC 1828113'
_audit_update_record             
;
2018-06-14 deposited with the CCDC.
2018-06-18 downloaded from the CCDC.
;
_audit_creation_date             2018-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5497)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl O4), C20 H26 Fe N6'
_chemical_formula_sum            'C20 H26 Cl2 Fe N6 O8'
_chemical_formula_weight         605.22
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           34
_space_group_name_H-M_alt        'P n n 2'
_space_group_name_Hall           'P 2 -2n'
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                   16.9207(6)
_cell_length_b                   15.7742(6)
_cell_length_c                   9.8061(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2617.35(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3505
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      21.2000
_cell_measurement_theta_min      4.0470
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.906
_exptl_absorpt_coefficient_mu    0.836
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0739
_diffrn_reflns_av_unetI/netI     0.0865
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            23100
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         3.433
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean 16.0267
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.997
_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    -52.00 -18.00   1.00   18.50    --  -20.96 -66.00 -70.53   34
  2  ω    -42.00   2.00   1.00   18.50    --  -20.96 -69.00 -45.98   44
  3  ω    -84.00   4.00   1.00   18.50    --  -20.96 -69.00  53.56   88
  4  ω    -35.00  -9.00   1.00   18.50    --  -20.96 -68.00  97.24   26
  5  ω    -48.00  47.00   1.00   18.50    --   21.90 -68.00 162.40   95
  6  ω    -47.00 -10.00   1.00   18.50    --   21.90 -57.00  30.00   37
  7  ω     67.00  92.00   1.00   18.50    --   21.90  69.00 -70.78   25
  8  ω    -45.00  48.00   1.00   18.50    --   21.90 -66.00 -85.41   93
  9  ω     -1.00  25.00   1.00   18.50    --   21.90  69.00 -70.78   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.891
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                3515
_reflns_number_total             5990
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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 (Sheldrick, 2015)'
_refine_diff_density_max         1.011
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.106
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.09(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     410
_refine_ls_number_reflns         5990
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.1439
_refine_ls_R_factor_gt           0.0871
_refine_ls_restrained_S_all      1.035
_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)+(0.1465P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2189
_refine_ls_wR_factor_ref         0.2644
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.91(6)
 0.09(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
3. Restrained distances
 N2B-C6B
 1.5 with sigma of 0.02
 C20B-N6B
 1.49 with sigma of 0.02
 N5B-C19B
 1.5 with sigma of 0.02
 O5-O7A
 2.3 with sigma of 0.02
 N6B-N5B
 2.7 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
C18A \\sim C14B: within 2A with sigma of 0.02 and sigma for terminal atoms of
0.04
C15A \\sim C17B: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
C8A \\sim C12B: within 2A with sigma of 0.02 and sigma for terminal atoms of
0.04
C9A \\sim C11B: within 2A with sigma of 0.02 and sigma for terminal atoms of
0.04
C10A \\sim C10B: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
C11A \\sim C9B: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
C12A \\sim C8B: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
Cl2A \\sim Cl2B: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
O8A \\sim O8B: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
O7A \\sim O7B: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
5. Others
 Fixed Sof: C1A(0.85) H1A(0.85) C2A(0.85) H2A(0.85) C3A(0.85) H3A(0.85)
 C4A(0.85) H4A(0.85) C5A(0.85) C6A(0.85) H6AA(0.85) H6AB(0.85) C7A(0.85)
 H7AA(0.85) H7AB(0.85) C8A(0.85) C9A(0.85) H9A(0.85) C10A(0.85) H10A(0.85)
 C11A(0.85) H11A(0.85) C12A(0.85) H12A(0.85) C13A(0.85) H13A(0.85) H13B(0.85)
 C14A(0.85) C15A(0.85) H15A(0.85) C16A(0.85) H16A(0.85) C17A(0.85) H17A(0.85)
 C18A(0.85) H18A(0.85) C19A(0.85) H19A(0.85) H19B(0.85) C20A(0.85) H20A(0.85)
 H20B(0.85) Fe1A(0.85) N1A(0.85) N2A(0.85) N3A(0.85) N4A(0.85) N5A(0.85)
 H5AA(0.85) H5AB(0.85) N6A(0.85) H6AC(0.85) H6AD(0.85) C1B(0.15) H1B(0.15)
 C2B(0.15) H2B(0.15) C3B(0.15) H3B(0.15) C4B(0.15) H4B(0.15) C5B(0.15)
 N1B(0.15) C6B(0.15) H6BA(0.15) H6BB(0.15) C7B(0.15) H7BA(0.15) H7BB(0.15)
 C8B(0.15) C9B(0.15) H9B(0.15) C10B(0.15) H10B(0.15) C11B(0.15) H11B(0.15)
 C12B(0.15) H12B(0.15) N3B(0.15) C13B(0.15) H13C(0.15) H13D(0.15) C14B(0.15)
 C15B(0.15) H15B(0.15) C16B(0.15) H16B(0.15) C17B(0.15) H17B(0.15) C18B(0.15)
 H18B(0.15) N4B(0.15) C19B(0.15) H19C(0.15) H19D(0.15) C20B(0.15) H20C(0.15)
 H20D(0.15) Fe1B(0.15) N2B(0.15) N5B(0.15) H5BA(0.15) H5BB(0.15) N6B(0.15)
 H6BC(0.15) H6BD(0.15) Cl2A(0.5) O7A(0.5) O8A(0.5) Cl2B(0.5) O7B(0.5) O8B(0.5)
 Fixed Uiso: C13B(0.05) C20B(0.05) N5B(0.07577)
 Fixed X: C13B(0.63904) N5B(0.69287)
 Fixed Y: C13B(0.61477) N5B(0.66695)
 Fixed Z: C13B(0.59105) N5B(0.11935)
6.a Secondary CH2 refined with riding coordinates:
 C6A(H6AA,H6AB), C7A(H7AA,H7AB), C13A(H13A,H13B), C19A(H19A,H19B), C20A(H20A,
 H20B), N5A(H5AA,H5AB), N6A(H6AC,H6AD), C6B(H6BA,H6BB), C7B(H7BA,H7BB),
 C13B(H13C,H13D), C19B(H19C,H19D), C20B(H20C,H20D), N5B(H5BA,H5BB), N6B(H6BC,
 H6BD)
6.b Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C2A(H2A), C3A(H3A), C4A(H4A), C9A(H9A), C10A(H10A), C11A(H11A),
 C12A(H12A), C15A(H15A), C16A(H16A), C17A(H17A), C18A(H18A), C1B(H1B), C2B(H2B),
  C3B(H3B), C4B(H4B), C9B(H9B), C10B(H10B), C11B(H11B), C12B(H12B), C15B(H15B),
 C16B(H16B), C17B(H17B), C18B(H18B)
6.c Fitted hexagon refined as free rotating group:
 C1B(C2B,C3B,C4B,C5B,N1B), C8B(C9B,C10B,C11B,C12B,N3B), C14B(C15B,C16B,C17B,
 C18B,N4B)
;
_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
Cl1 Cl 0.76816(17) 0.48538(16) -0.114(4) 0.0599(8) Uani 1 1 d . . . . .
O1 O 0.7247(10) 0.4692(8) 0.004(4) 0.141(6) Uani 1 1 d . . . . .
O2 O 0.7862(6) 0.5712(6) -0.128(4) 0.081(3) Uani 1 1 d . . . . .
O3 O 0.7365(10) 0.4491(9) -0.232(4) 0.126(5) Uani 1 1 d . . . . .
O4 O 0.8392(7) 0.4418(8) -0.086(4) 0.150(6) Uani 1 1 d . . . . .
O5 O 0.4657(6) 0.6951(7) 0.030(4) 0.087(3) Uani 1 1 d D . . . .
O6 O 0.4246(6) 0.7307(9) -0.192(4) 0.095(4) Uani 1 1 d . . . . .
C1A C 0.5399(7) 0.7593(9) 0.522(4) 0.055(3) Uani 0.85 1 d . . P A 1
H1A H 0.542727 0.732503 0.608364 0.066 Uiso 0.85 1 calc R . P A 1
C2A C 0.4781(9) 0.8148(11) 0.496(4) 0.069(4) Uani 0.85 1 d . . P A 1
H2A H 0.441638 0.829224 0.566143 0.082 Uiso 0.85 1 calc R . P A 1
C3A C 0.4706(9) 0.8482(11) 0.368(4) 0.077(5) Uani 0.85 1 d . . P A 1
H3A H 0.426280 0.882624 0.346104 0.092 Uiso 0.85 1 calc R . P A 1
C4A C 0.5274(8) 0.8319(9) 0.271(4) 0.058(3) Uani 0.85 1 d . . P A 1
H4A H 0.524144 0.856952 0.183436 0.069 Uiso 0.85 1 calc R . P A 1
C5A C 0.5903(7) 0.7777(9) 0.305(4) 0.048(3) Uani 0.85 1 d . . P A 1
C6A C 0.6557(8) 0.7577(9) 0.209(4) 0.049(3) Uani 0.85 1 d . . P A 1
H6AA H 0.635967 0.757404 0.114303 0.059 Uiso 0.85 1 calc R . P A 1
H6AB H 0.697899 0.800853 0.216945 0.059 Uiso 0.85 1 calc R . P A 1
C7A C 0.7682(7) 0.6572(9) 0.195(4) 0.050(3) Uani 0.85 1 d . . P A 1
H7AA H 0.766329 0.637800 0.099471 0.060 Uiso 0.85 1 calc R . P A 1
H7AB H 0.799453 0.710240 0.199110 0.060 Uiso 0.85 1 calc R . P A 1
C8A C 0.8062(7) 0.5914(9) 0.282(4) 0.054(3) Uani 0.85 1 d . U P A 1
C9A C 0.8607(9) 0.5338(9) 0.233(4) 0.061(4) Uani 0.85 1 d . U P A 1
H9A H 0.873979 0.533009 0.139234 0.074 Uiso 0.85 1 calc R . P A 1
C10A C 0.8951(9) 0.4788(10) 0.319(4) 0.072(5) Uani 0.85 1 d . U P A 1
H10A H 0.933149 0.439399 0.286951 0.087 Uiso 0.85 1 calc R . P A 1
C11A C 0.8742(9) 0.4799(10) 0.458(4) 0.074(5) Uani 0.85 1 d . U P A 1
H11A H 0.899215 0.443267 0.521372 0.088 Uiso 0.85 1 calc R . P A 1
C12A C 0.8153(7) 0.5370(10) 0.500(4) 0.058(4) Uani 0.85 1 d . U P A 1
H12A H 0.798189 0.536200 0.591771 0.070 Uiso 0.85 1 calc R . P A 1
C13A C 0.6299(7) 0.6070(9) 0.191(4) 0.059(4) Uani 0.85 1 d . . P A 1
H13A H 0.578384 0.633786 0.169965 0.070 Uiso 0.85 1 calc R . P A 1
H13B H 0.651213 0.582778 0.105001 0.070 Uiso 0.85 1 calc R . P A 1
C14A C 0.6188(9) 0.5388(14) 0.292(4) 0.050(4) Uani 0.85 1 d . . P A 1
C15A C 0.5918(8) 0.4547(10) 0.249(4) 0.055(3) Uani 0.85 1 d . U P A 1
H15A H 0.584305 0.440829 0.155162 0.066 Uiso 0.85 1 calc R . P A 1
C16A C 0.5786(7) 0.3993(10) 0.347(4) 0.060(4) Uani 0.85 1 d . . P A 1
H16A H 0.563443 0.343430 0.321878 0.072 Uiso 0.85 1 calc R . P A 1
C17A C 0.5857(10) 0.4179(13) 0.486(4) 0.065(6) Uani 0.85 1 d . . P A 1
H17A H 0.573040 0.378201 0.555441 0.078 Uiso 0.85 1 calc R . P A 1
C18A C 0.6125(8) 0.4983(12) 0.514(4) 0.057(4) Uani 0.85 1 d . U P A 1
H18A H 0.620106 0.513721 0.606536 0.068 Uiso 0.85 1 calc R . P A 1
C19A C 0.7861(8) 0.7641(9) 0.624(4) 0.051(3) Uani 0.85 1 d . . P A 1
H19A H 0.828320 0.721249 0.635723 0.061 Uiso 0.85 1 calc R . P A 1
H19B H 0.807183 0.820217 0.650353 0.061 Uiso 0.85 1 calc R . P A 1
C20A C 0.7154(9) 0.7418(10) 0.709(4) 0.060(4) Uani 0.85 1 d . . P A 1
H20A H 0.730987 0.734671 0.805379 0.073 Uiso 0.85 1 calc R . P A 1
H20B H 0.675226 0.787285 0.703107 0.073 Uiso 0.85 1 calc R . P A 1
Fe1A Fe 0.68769(8) 0.66385(10) 0.446(4) 0.0441(5) Uani 0.85 1 d . . P A 1
N1A N 0.5954(5) 0.7420(6) 0.430(4) 0.045(2) Uani 0.85 1 d . . P A 1
N2A N 0.6868(6) 0.6732(7) 0.246(4) 0.037(3) Uani 0.85 1 d . . P A 1
N3A N 0.7831(6) 0.5915(7) 0.414(4) 0.046(3) Uani 0.85 1 d . . P A 1
N4A N 0.6283(6) 0.5557(10) 0.418(4) 0.046(4) Uani 0.85 1 d . . P A 1
N5A N 0.7586(6) 0.7657(7) 0.477(4) 0.046(2) Uani 0.85 1 d . . P A 1
H5AA H 0.800825 0.763485 0.419847 0.056 Uiso 0.85 1 calc R . P A 1
H5AB H 0.731425 0.814355 0.460183 0.056 Uiso 0.85 1 calc R . P A 1
N6A N 0.6831(6) 0.6609(7) 0.653(4) 0.050(3) Uani 0.85 1 d . . P A 1
H6AC H 0.632244 0.654046 0.681353 0.060 Uiso 0.85 1 calc R . P A 1
H6AD H 0.711999 0.616400 0.685186 0.060 Uiso 0.85 1 calc R . P A 1
C1B C 0.536(3) 0.759(3) 0.266(6) 0.040(15) Uiso 0.15 1 d . . P B 2
H1B H 0.533793 0.726729 0.184062 0.048 Uiso 0.15 1 calc R . P B 2
C2B C 0.480(3) 0.821(3) 0.291(5) 0.06(2) Uiso 0.15 1 d G . P B 2
H2B H 0.438862 0.831279 0.226785 0.071 Uiso 0.15 1 calc R . P B 2
C3B C 0.483(3) 0.869(3) 0.410(6) 0.022(15) Uiso 0.15 1 d G . P B 2
H3B H 0.444833 0.911024 0.427734 0.027 Uiso 0.15 1 calc R . P B 2
C4B C 0.543(3) 0.854(3) 0.504(5) 0.08(3) Uiso 0.15 1 d G . P B 2
H4B H 0.545735 0.886221 0.585962 0.097 Uiso 0.15 1 calc R . P B 2
C5B C 0.600(3) 0.792(4) 0.479(6) 0.06(2) Uiso 0.15 1 d G . P B 2
N1B N 0.596(2) 0.744(3) 0.360(7) 0.032(16) Uiso 0.15 1 d G . P B 2
C6B C 0.665(5) 0.763(4) 0.570(10) 0.06(2) Uiso 0.15 1 d D . P B 2
H6BA H 0.645044 0.767114 0.664860 0.074 Uiso 0.15 1 calc R . P B 2
H6BB H 0.708133 0.805009 0.561295 0.074 Uiso 0.15 1 calc R . P B 2
C7B C 0.783(4) 0.654(4) 0.562(8) 0.040(14) Uiso 0.15 1 d . . P B 2
H7BA H 0.814242 0.706781 0.547702 0.048 Uiso 0.15 1 calc R . P B 2
H7BB H 0.793396 0.635352 0.656743 0.048 Uiso 0.15 1 calc R . P B 2
C8B C 0.811(3) 0.596(3) 0.478(7) 0.030(13) Uiso 0.15 1 d . U P B 2
C9B C 0.871(4) 0.540(4) 0.514(6) 0.07(2) Uiso 0.15 1 d G U P B 2
H9B H 0.890898 0.539641 0.604441 0.088 Uiso 0.15 1 calc R . P B 2
C10B C 0.901(3) 0.483(4) 0.418(9) 0.06(2) Uiso 0.15 1 d G U P B 2
H10B H 0.941481 0.445005 0.442733 0.069 Uiso 0.15 1 calc R . P B 2
C11B C 0.871(4) 0.483(4) 0.286(8) 0.072(16) Uiso 0.15 1 d G U P B 2
H11B H 0.891299 0.444711 0.220373 0.087 Uiso 0.15 1 calc R . P B 2
C12B C 0.811(4) 0.539(5) 0.250(6) 0.059(14) Uiso 0.15 1 d G U P B 2
H12B H 0.790533 0.539054 0.159719 0.071 Uiso 0.15 1 calc R . P B 2
N3B N 0.781(3) 0.595(3) 0.346(7) 0.041(19) Uiso 0.15 1 d G . P B 2
C13B C 0.639040 0.614770 0.591050 0.050 Uiso 0.15 1 d . . P B 2
H13C H 0.653851 0.593451 0.682501 0.060 Uiso 0.15 1 calc R . P B 2
H13D H 0.589855 0.647863 0.603519 0.060 Uiso 0.15 1 calc R . P B 2
C14B C 0.619(3) 0.546(4) 0.518(8) 0.046(13) Uiso 0.15 1 d . U P B 2
C15B C 0.605(3) 0.462(5) 0.549(6) 0.043(19) Uiso 0.15 1 d G . P B 2
H15B H 0.603295 0.443847 0.641769 0.052 Uiso 0.15 1 calc R . P B 2
C16B C 0.593(3) 0.403(3) 0.445(8) 0.012(11) Uiso 0.15 1 d G . P B 2
H16B H 0.583055 0.345569 0.466469 0.015 Uiso 0.15 1 calc R . P B 2
C17B C 0.595(4) 0.430(5) 0.310(7) 0.09(3) Uiso 0.15 1 d G U P B 2
H17B H 0.586475 0.389767 0.238758 0.112 Uiso 0.15 1 calc R . P B 2
C18B C 0.609(5) 0.514(5) 0.279(7) 0.04(3) Uiso 0.15 1 d G . P B 2
H18B H 0.610137 0.532244 0.186344 0.047 Uiso 0.15 1 calc R . P B 2
N4B N 0.621(4) 0.573(3) 0.383(10) 0.05(3) Uiso 0.15 1 d G . P B 2
C19B C 0.678(6) 0.761(2) 0.104(12) 0.07(3) Uiso 0.15 1 d D . P B 2
H19C H 0.675190 0.772337 0.005429 0.089 Uiso 0.15 1 calc R . P B 2
H19D H 0.624043 0.771104 0.141095 0.089 Uiso 0.15 1 calc R . P B 2
C20B C 0.719(4) 0.813(5) 0.152(7) 0.050 Uiso 0.15 1 d D . P B 2
H20C H 0.688337 0.864831 0.168668 0.060 Uiso 0.15 1 calc R . P B 2
H20D H 0.761847 0.826299 0.086783 0.060 Uiso 0.15 1 calc R . P B 2
Fe1B Fe 0.6878(6) 0.6661(8) 0.327(4) 0.040(3) Uani 0.15 1 d . . P B 2
N2B N 0.701(5) 0.677(4) 0.553(12) 0.07(2) Uiso 0.15 1 d D . P B 2
N5B N 0.692870 0.666950 0.119350 0.076 Uiso 0.15 1 d D . P B 2
H5BA H 0.741117 0.651321 0.086964 0.091 Uiso 0.15 1 calc R . P B 2
H5BB H 0.654386 0.634724 0.080431 0.091 Uiso 0.15 1 calc R . P B 2
N6B N 0.756(4) 0.784(3) 0.284(5) 0.052(15) Uiso 0.15 1 d D . P B 2
H6BC H 0.748571 0.823385 0.350799 0.063 Uiso 0.15 1 calc R . P B 2
H6BD H 0.808029 0.773314 0.274001 0.063 Uiso 0.15 1 calc R . P B 2
Cl2A Cl 0.4771(8) 0.7536(9) -0.077(4) 0.065(3) Uani 0.5 1 d . U P C 3
O7A O 0.5561(14) 0.7210(19) -0.138(4) 0.114(8) Uiso 0.5 1 d D U P C 3
O8A O 0.4632(13) 0.8334(14) -0.040(5) 0.099(6) Uiso 0.5 1 d . U P C 3
Cl2B Cl 0.4869(7) 0.7264(9) -0.112(4) 0.059(3) Uani 0.5 1 d . U P C 4
O7B O 0.5517(10) 0.7768(12) -0.112(4) 0.074(5) Uiso 0.5 1 d . U P C 4
O8B O 0.525(2) 0.648(2) -0.175(5) 0.145(11) Uiso 0.5 1 d . U P C 4


_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
Cl1 O1 1.389(11) . ?
Cl1 O2 1.396(9) . ?
Cl1 O3 1.398(13) . ?
Cl1 O4 1.410(11) . ?
O5 Cl2A 1.412(17) . ?
O5 Cl2B 1.519(17) . ?
O6 Cl2A 1.477(18) . ?
O6 Cl2B 1.314(17) . ?
C1A C2A 1.39(2) . ?
C1A N1A 1.328(17) . ?
C2A C3A 1.37(3) . ?
C3A C4A 1.37(2) . ?
C4A C5A 1.405(19) . ?
C5A C6A 1.482(19) . ?
C5A N1A 1.353(19) . ?
C6A N2A 1.478(17) . ?
C7A C8A 1.49(2) . ?
C7A N2A 1.486(15) . ?
C8A C9A 1.379(19) . ?
C8A N3A 1.36(2) . ?
C9A C10A 1.34(2) . ?
C10A C11A 1.40(3) . ?
C11A C12A 1.40(2) . ?
C12A N3A 1.318(18) . ?
C13A C14A 1.48(2) . ?
C13A N2A 1.521(17) . ?
C14A C15A 1.47(2) . ?
C14A N4A 1.28(2) . ?
C15A C16A 1.32(2) . ?
C16A C17A 1.40(2) . ?
C17A C18A 1.37(2) . ?
C18A N4A 1.33(2) . ?
C19A C20A 1.500(19) . ?
C19A N5A 1.511(16) . ?
C20A N6A 1.491(18) . ?
Fe1A N1A 1.996(9) . ?
Fe1A N2A 1.970(14) . ?
Fe1A N3A 2.002(10) . ?
Fe1A N4A 1.999(13) . ?
Fe1A N5A 2.027(10) . ?
Fe1A N6A 2.033(13) . ?
C1B C2B 1.3900 . ?
C1B N1B 1.3900 . ?
C2B C3B 1.3900 . ?
C3B C4B 1.3900 . ?
C4B C5B 1.3900 . ?
C5B N1B 1.3900 . ?
C5B C6B 1.49(9) . ?
N1B Fe1B 2.01(3) . ?
C6B N2B 1.50(3) . ?
C7B C8B 1.33(8) . ?
C7B N2B 1.44(10) . ?
C8B C9B 1.3900 . ?
C8B N3B 1.3900 . ?
C9B C10B 1.3900 . ?
C10B C11B 1.3900 . ?
C11B C12B 1.3900 . ?
C12B N3B 1.3900 . ?
N3B Fe1B 1.94(5) . ?
C13B C14B 1.34(5) . ?
C13B N2B 1.48(9) . ?
C14B C15B 1.3900 . ?
C14B N4B 1.3900 . ?
C15B C16B 1.3900 . ?
C16B C17B 1.3900 . ?
C17B C18B 1.3900 . ?
C18B N4B 1.3900 . ?
N4B Fe1B 1.94(5) . ?
C19B C20B 1.18(10) . ?
C19B N5B 1.51(3) . ?
C20B N6B 1.50(3) . ?
Fe1B N2B 2.24(11) . ?
Fe1B N5B 2.04(4) . ?
Fe1B N6B 2.23(5) . ?
Cl2A O7A 1.55(3) . ?
Cl2A O8A 1.33(3) . ?
Cl2B O7B 1.36(2) . ?
Cl2B O8B 1.53(4) . ?

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
O1 Cl1 O2 112.3(7) . . ?
O1 Cl1 O3 114.0(7) . . ?
O1 Cl1 O4 101.7(12) . . ?
O2 Cl1 O3 113.4(7) . . ?
O2 Cl1 O4 107.8(7) . . ?
O3 Cl1 O4 106.7(11) . . ?
N1A C1A C2A 122.7(14) . . ?
C3A C2A C1A 118.6(14) . . ?
C2A C3A C4A 119.8(14) . . ?
C3A C4A C5A 118.9(15) . . ?
C4A C5A C6A 123.2(14) . . ?
N1A C5A C4A 120.8(12) . . ?
N1A C5A C6A 115.9(12) . . ?
N2A C6A C5A 107.8(11) . . ?
C8A C7A N2A 109.2(11) . . ?
C9A C8A C7A 123.7(16) . . ?
N3A C8A C7A 114.8(13) . . ?
N3A C8A C9A 121.5(14) . . ?
C10A C9A C8A 120.0(16) . . ?
C9A C10A C11A 119.4(14) . . ?
C10A C11A C12A 118.0(15) . . ?
N3A C12A C11A 121.8(14) . . ?
C14A C13A N2A 109.9(14) . . ?
C15A C14A C13A 120.2(16) . . ?
N4A C14A C13A 119(2) . . ?
N4A C14A C15A 120.6(17) . . ?
C16A C15A C14A 116.0(14) . . ?
C15A C16A C17A 123.9(15) . . ?
C18A C17A C16A 114.6(17) . . ?
N4A C18A C17A 123.7(15) . . ?
C20A C19A N5A 106.7(10) . . ?
N6A C20A C19A 106.9(11) . . ?
N1A Fe1A N3A 166.0(6) . . ?
N1A Fe1A N4A 97.1(5) . . ?
N1A Fe1A N5A 89.2(4) . . ?
N1A Fe1A N6A 93.7(5) . . ?
N2A Fe1A N1A 82.4(5) . . ?
N2A Fe1A N3A 83.8(6) . . ?
N2A Fe1A N4A 85.6(5) . . ?
N2A Fe1A N5A 95.4(4) . . ?
N2A Fe1A N6A 176.0(4) . . ?
N3A Fe1A N5A 89.9(4) . . ?
N3A Fe1A N6A 100.1(6) . . ?
N4A Fe1A N3A 84.1(5) . . ?
N4A Fe1A N5A 173.8(5) . . ?
N4A Fe1A N6A 95.6(5) . . ?
N5A Fe1A N6A 83.8(4) . . ?
C1A N1A C5A 119.0(11) . . ?
C1A N1A Fe1A 128.6(11) . . ?
C5A N1A Fe1A 112.3(9) . . ?
C6A N2A C7A 113.8(11) . . ?
C6A N2A C13A 107.9(10) . . ?
C6A N2A Fe1A 108.2(9) . . ?
C7A N2A C13A 110.6(10) . . ?
C7A N2A Fe1A 108.2(8) . . ?
C13A N2A Fe1A 108.0(9) . . ?
C8A N3A Fe1A 112.6(11) . . ?
C12A N3A C8A 119.2(12) . . ?
C12A N3A Fe1A 127.3(11) . . ?
C14A N4A C18A 121.0(15) . . ?
C14A N4A Fe1A 112.0(15) . . ?
C18A N4A Fe1A 125.9(11) . . ?
C19A N5A Fe1A 108.1(8) . . ?
C20A N6A Fe1A 109.3(9) . . ?
C2B C1B N1B 120.0 . . ?
C3B C2B C1B 120.0 . . ?
C4B C3B C2B 120.0 . . ?
C3B C4B C5B 120.0 . . ?
C4B C5B C6B 128(4) . . ?
N1B C5B C4B 120.0 . . ?
N1B C5B C6B 112(4) . . ?
C1B N1B Fe1B 124(3) . . ?
C5B N1B C1B 120.0 . . ?
C5B N1B Fe1B 116(3) . . ?
C5B C6B N2B 120(7) . . ?
C8B C7B N2B 118(7) . . ?
C7B C8B C9B 123(5) . . ?
C7B C8B N3B 117(5) . . ?
C9B C8B N3B 120.0 . . ?
C8B C9B C10B 120.0 . . ?
C11B C10B C9B 120.0 . . ?
C10B C11B C12B 120.0 . . ?
N3B C12B C11B 120.0 . . ?
C8B N3B Fe1B 113(4) . . ?
C12B N3B C8B 120.0 . . ?
C12B N3B Fe1B 127(4) . . ?
C14B C13B N2B 125(5) . . ?
C13B C14B C15B 134(6) . . ?
C13B C14B N4B 105(6) . . ?
C15B C14B N4B 120.0 . . ?
C14B C15B C16B 120.0 . . ?
C17B C16B C15B 120.0 . . ?
C16B C17B C18B 120.0 . . ?
C17B C18B N4B 120.0 . . ?
C14B N4B Fe1B 121(5) . . ?
C18B N4B C14B 120.0 . . ?
C18B N4B Fe1B 112(5) . . ?
C20B C19B N5B 123(7) . . ?
C19B C20B N6B 112(6) . . ?
N1B Fe1B N2B 82(2) . . ?
N1B Fe1B N5B 100.9(17) . . ?
N1B Fe1B N6B 85(2) . . ?
N3B Fe1B N1B 165(3) . . ?
N3B Fe1B N2B 82(3) . . ?
N3B Fe1B N5B 94(2) . . ?
N3B Fe1B N6B 95(2) . . ?
N4B Fe1B N1B 88(3) . . ?
N4B Fe1B N3B 91(2) . . ?
N4B Fe1B N2B 80(3) . . ?
N4B Fe1B N5B 108(3) . . ?
N4B Fe1B N6B 172(3) . . ?
N5B Fe1B N2B 171(2) . . ?
N5B Fe1B N6B 77.5(12) . . ?
N6B Fe1B N2B 94(2) . . ?
C6B N2B Fe1B 98(6) . . ?
C7B N2B C6B 127(7) . . ?
C7B N2B C13B 120(6) . . ?
C7B N2B Fe1B 98(6) . . ?
C13B N2B C6B 107(6) . . ?
C13B N2B Fe1B 98(5) . . ?
C19B N5B Fe1B 95(5) . . ?
C20B N6B Fe1B 102(3) . . ?
O5 Cl2A O6 108.8(12) . . ?
O5 Cl2A O7A 100.8(13) . . ?
O6 Cl2A O7A 98.3(13) . . ?
O8A Cl2A O5 113.0(14) . . ?
O8A Cl2A O6 109.5(15) . . ?
O8A Cl2A O7A 124.8(18) . . ?
O5 Cl2B O8B 101.9(16) . . ?
O6 Cl2B O5 111.8(10) . . ?
O6 Cl2B O7B 128.4(16) . . ?
O6 Cl2B O8B 97.7(16) . . ?
O7B Cl2B O5 112.3(13) . . ?
O7B Cl2B O8B 98.1(16) . . ?

_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
;
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.91(6)
2 0.09(6)

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1828116'
_audit_update_record             
;
2018-05-07 deposited with the CCDC.
2018-06-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H26 Cl2 Fe N6 O8'
_chemical_formula_weight         653.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'

_cell_length_a                   9.36020(10)
_cell_length_b                   9.36020(10)
_cell_length_c                   32.5285(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2849.93(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    6631
_cell_measurement_theta_min      3.8020
_cell_measurement_theta_max      25.2610

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_F_000             1344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.774
_shelx_estimated_absorpt_T_min   0.722
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_T_min  0.84653
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16450
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         3.319
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5882
_reflns_number_gt                4907
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.891
_reflns_Friedel_fraction_max     0.866
_reflns_Friedel_fraction_full    0.996

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SIR97 (A. Altomare et al, 1999)'
_computing_structure_refinement  'WinGX (Farrugia, 2012)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'WinGX (Farrugia, 2012)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0383P)²+1.3214P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1977 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.015(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5882
_refine_ls_number_parameters     370
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.0973
_refine_ls_wR_factor_gt          0.0873
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.1404(7) 0.0708(7) 0.9598(2) 0.0561(17) Uani 1 1 d . . . . .
H1 H 0.1492 -0.0241 0.9506 0.067 Uiso 1 1 calc R U . . .
C2 C 0.0144(9) 0.1116(9) 0.9780(2) 0.077(2) Uani 1 1 d . . . . .
H2 H -0.0613 0.0467 0.9813 0.092 Uiso 1 1 calc R U . . .
C3 C 0.0031(11) 0.2501(10) 0.9910(3) 0.099(3) Uani 1 1 d . . . . .
H3 H -0.0816 0.2816 1.0036 0.119 Uiso 1 1 calc R U . . .
C4 C 0.1148(9) 0.3430(8) 0.9858(3) 0.078(2) Uani 1 1 d . . . . .
H4 H 0.1074 0.4380 0.9949 0.093 Uiso 1 1 calc R U . . .
C5 C 0.2385(7) 0.2952(6) 0.96692(18) 0.0486(15) Uani 1 1 d . . . . .
C6 C 0.3667(7) 0.3881(6) 0.96113(17) 0.0492(15) Uani 1 1 d . . . . .
H6A H 0.3361 0.4872 0.9571 0.059 Uiso 1 1 calc R U . . .
H6B H 0.4263 0.3843 0.9859 0.059 Uiso 1 1 calc R U . . .
C7 C 0.3907(9) 0.4022(7) 0.88715(19) 0.065(2) Uani 1 1 d . . . . .
H7A H 0.4631 0.4641 0.8746 0.078 Uiso 1 1 calc R U . . .
H7B H 0.3098 0.4631 0.8948 0.078 Uiso 1 1 calc R U . . .
C8 C 0.3405(5) 0.2991(5) 0.85528(15) 0.0332(11) Uani 1 1 d . . . . .
C9 C 0.2864(6) 0.3510(7) 0.81849(17) 0.0476(14) Uani 1 1 d . . . . .
H9 H 0.2783 0.4498 0.8140 0.057 Uiso 1 1 calc R U . . .
C10 C 0.2452(8) 0.2556(7) 0.78894(19) 0.0619(18) Uani 1 1 d . . . . .
H10 H 0.2098 0.2886 0.7636 0.074 Uiso 1 1 calc R U . . .
C11 C 0.2557(8) 0.1110(7) 0.7963(2) 0.0635(19) Uani 1 1 d . . . . .
H11 H 0.2284 0.0438 0.7763 0.076 Uiso 1 1 calc R U . . .
C12 C 0.3073(7) 0.0688(6) 0.83380(18) 0.0471(14) Uani 1 1 d . . . . .
H12 H 0.3124 -0.0296 0.8394 0.057 Uiso 1 1 calc R U . . .
C13 C 0.6040(7) 0.3815(7) 0.9294(2) 0.0641(19) Uani 1 1 d . . . . .
H13A H 0.6156 0.4828 0.9225 0.077 Uiso 1 1 calc R U . . .
H13B H 0.6337 0.3686 0.9581 0.077 Uiso 1 1 calc R U . . .
C14 C 0.6970(7) 0.2945(7) 0.9024(2) 0.0557(16) Uani 1 1 d . . . . .
C15 C 0.8223(9) 0.3485(9) 0.8870(4) 0.100(3) Uani 1 1 d . . . . .
H15 H 0.8485 0.4437 0.8924 0.120 Uiso 1 1 calc R U . . .
C16 C 0.9089(9) 0.2624(11) 0.8638(4) 0.107(3) Uani 1 1 d . . . . .
H16 H 0.9941 0.2985 0.8526 0.129 Uiso 1 1 calc R U . . .
C17 C 0.8701(8) 0.1238(10) 0.8572(3) 0.088(3) Uani 1 1 d . . . . .
H17 H 0.9295 0.0620 0.8421 0.105 Uiso 1 1 calc R U . . .
C18 C 0.7430(7) 0.0765(7) 0.8729(2) 0.0616(18) Uani 1 1 d . . . . .
H18 H 0.7150 -0.0182 0.8676 0.074 Uiso 1 1 calc R U . . .
C19 C 0.5712(7) 0.0943(6) 1.01267(16) 0.0483(15) Uani 1 1 d . . . . .
H19 H 0.5330 0.1868 1.0153 0.058 Uiso 1 1 calc R U . . .
C20 C 0.6498(7) 0.0392(6) 1.04478(17) 0.0517(16) Uani 1 1 d . . . . .
H20 H 0.6656 0.0932 1.0687 0.062 Uiso 1 1 calc R U . . .
C21 C 0.7040(7) -0.0947(6) 1.04114(18) 0.0491(15) Uani 1 1 d . . . . .
H21 H 0.7574 -0.1350 1.0627 0.059 Uiso 1 1 calc R U . . .
C22 C 0.6803(6) -0.1704(6) 1.00595(17) 0.0445(14) Uani 1 1 d . . . . .
H22 H 0.7183 -0.2627 1.0029 0.053 Uiso 1 1 calc R U . . .
C23 C 0.6006(6) -0.1106(5) 0.97521(15) 0.0359(12) Uani 1 1 d . . . . .
C24 C 0.5707(7) -0.1907(6) 0.93593(18) 0.0518(16) Uani 1 1 d . . . . .
H24A H 0.6584 -0.1948 0.9195 0.062 Uiso 1 1 calc R U . . .
H24B H 0.5431 -0.2889 0.9427 0.062 Uiso 1 1 calc R U . . .
N1 N 0.2506(5) 0.1589(5) 0.95446(13) 0.0412(11) Uani 1 1 d . . . . .
N2 N 0.4518(5) 0.3413(4) 0.92517(13) 0.0379(10) Uani 1 1 d . . . . .
N3 N 0.3508(5) 0.1599(4) 0.86286(12) 0.0350(10) Uani 1 1 d . . . . .
N4 N 0.6569(5) 0.1602(5) 0.89541(14) 0.0427(11) Uani 1 1 d . . . . .
N5 N 0.5469(5) 0.0221(4) 0.97796(13) 0.0376(10) Uani 1 1 d . . . . .
N6 N 0.4578(5) -0.1249(5) 0.91150(14) 0.0435(11) Uani 1 1 d . . . . .
H6C H 0.3659 -0.1683 0.9188 0.052 Uiso 1 1 calc R U . . .
H6D H 0.4755 -0.1436 0.8823 0.052 Uiso 1 1 calc R U . . .
O1 O 0.0845(8) -0.1757(5) 0.88696(15) 0.0940(19) Uani 1 1 d . . . . .
O2 O -0.0526(7) -0.2862(10) 0.9369(2) 0.137(3) Uani 1 1 d . . . . .
O3 O 0.0755(6) -0.4237(5) 0.89105(16) 0.0763(15) Uani 1 1 d . . . . .
O4 O 0.1915(6) -0.2909(5) 0.94119(14) 0.0702(14) Uani 1 1 d . . . . .
O5 O 0.4091(4) -0.2987(4) 0.83138(12) 0.0478(10) Uani 1 1 d . . . . .
O6 O 0.5885(7) -0.4544(6) 0.8097(3) 0.130(3) Uani 1 1 d . . . . .
O7 O 0.6461(6) -0.2280(8) 0.8321(2) 0.120(3) Uani 1 1 d . . . . .
O8 O 0.5360(7) -0.2644(10) 0.77058(17) 0.132(3) Uani 1 1 d . . . . .
Cl1 Cl 0.07023(17) -0.29472(16) 0.91413(4) 0.0502(4) Uani 1 1 d . . . . .
Cl2 Cl 0.54563(15) -0.31000(16) 0.81148(4) 0.0461(4) Uani 1 1 d . . . . .
Fe Fe 0.44647(8) 0.10357(7) 0.92152(2) 0.03248(18) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.333(8) . ?
C1 C2 1.373(9) . ?
C2 C3 1.368(11) . ?
C3 C4 1.370(12) . ?
C4 C5 1.385(9) . ?
C5 N1 1.343(7) . ?
C5 C6 1.494(9) . ?
C6 N2 1.481(7) . ?
C7 N2 1.477(7) . ?
C7 C8 1.493(8) . ?
C8 N3 1.329(6) . ?
C8 C9 1.387(7) . ?
C9 C10 1.367(8) . ?
C10 C11 1.377(9) . ?
C11 C12 1.371(8) . ?
C12 N3 1.336(7) . ?
C13 C14 1.481(9) . ?
C13 N2 1.481(8) . ?
C14 N4 1.332(7) . ?
C14 C15 1.372(10) . ?
C15 C16 1.370(12) . ?
C16 C17 1.364(12) . ?
C17 C18 1.368(10) . ?
C18 N4 1.343(8) . ?
C19 N5 1.336(7) . ?
C19 C20 1.378(8) . ?
C20 C21 1.357(9) . ?
C21 C22 1.365(8) . ?
C22 C23 1.368(7) . ?
C23 N5 1.343(7) . ?
C23 C24 1.508(7) . ?
C24 N6 1.459(7) . ?
N1 Fe 2.186(5) . ?
N2 Fe 2.229(4) . ?
N3 Fe 2.173(4) . ?
N4 Fe 2.209(5) . ?
N5 Fe 2.199(4) . ?
N6 Fe 2.166(4) . ?
O1 Cl1 1.428(5) . ?
O2 Cl1 1.371(6) . ?
O3 Cl1 1.422(5) . ?
O4 Cl1 1.437(5) . ?
O5 Cl2 1.436(4) . ?
O6 Cl2 1.411(6) . ?
O7 Cl2 1.386(5) . ?
O8 Cl2 1.400(6) . ?

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
N1 C1 C2 123.2(7) . . ?
C3 C2 C1 117.6(7) . . ?
C2 C3 C4 120.2(7) . . ?
C3 C4 C5 119.2(7) . . ?
N1 C5 C4 120.7(6) . . ?
N1 C5 C6 116.5(5) . . ?
C4 C5 C6 122.7(6) . . ?
N2 C6 C5 111.1(5) . . ?
N2 C7 C8 117.0(5) . . ?
N3 C8 C9 122.0(5) . . ?
N3 C8 C7 118.8(4) . . ?
C9 C8 C7 119.2(5) . . ?
C10 C9 C8 118.7(6) . . ?
C9 C10 C11 120.0(6) . . ?
C12 C11 C10 117.6(6) . . ?
N3 C12 C11 123.6(6) . . ?
C14 C13 N2 111.7(5) . . ?
N4 C14 C15 121.8(7) . . ?
N4 C14 C13 117.1(6) . . ?
C15 C14 C13 121.1(7) . . ?
C16 C15 C14 119.3(8) . . ?
C17 C16 C15 119.3(8) . . ?
C16 C17 C18 118.7(8) . . ?
N4 C18 C17 122.5(7) . . ?
N5 C19 C20 122.8(5) . . ?
C21 C20 C19 118.6(5) . . ?
C22 C21 C20 119.5(5) . . ?
C21 C22 C23 119.3(5) . . ?
N5 C23 C22 122.3(5) . . ?
N5 C23 C24 116.6(5) . . ?
C22 C23 C24 121.1(5) . . ?
N6 C24 C23 112.7(4) . . ?
C1 N1 C5 118.9(5) . . ?
C1 N1 Fe 124.5(4) . . ?
C5 N1 Fe 116.4(4) . . ?
C7 N2 C6 109.8(4) . . ?
C7 N2 C13 110.7(5) . . ?
C6 N2 C13 111.6(5) . . ?
C7 N2 Fe 109.4(3) . . ?
C6 N2 Fe 109.0(3) . . ?
C13 N2 Fe 106.3(3) . . ?
C8 N3 C12 118.2(5) . . ?
C8 N3 Fe 115.5(3) . . ?
C12 N3 Fe 126.3(4) . . ?
C14 N4 C18 118.3(6) . . ?
C14 N4 Fe 114.3(4) . . ?
C18 N4 Fe 127.3(4) . . ?
C19 N5 C23 117.4(5) . . ?
C19 N5 Fe 127.1(4) . . ?
C23 N5 Fe 115.2(3) . . ?
C24 N6 Fe 111.7(3) . . ?
O2 Cl1 O3 111.3(5) . . ?
O2 Cl1 O1 111.6(5) . . ?
O3 Cl1 O1 109.4(3) . . ?
O2 Cl1 O4 109.2(4) . . ?
O3 Cl1 O4 108.5(3) . . ?
O1 Cl1 O4 106.6(3) . . ?
O7 Cl2 O8 109.5(5) . . ?
O7 Cl2 O6 110.9(5) . . ?
O8 Cl2 O6 105.8(5) . . ?
O7 Cl2 O5 110.2(3) . . ?
O8 Cl2 O5 110.4(4) . . ?
O6 Cl2 O5 110.0(3) . . ?
N6 Fe N3 97.33(16) . . ?
N6 Fe N1 110.42(18) . . ?
N3 Fe N1 91.55(17) . . ?
N6 Fe N5 76.26(16) . . ?
N3 Fe N5 173.48(16) . . ?
N1 Fe N5 91.82(17) . . ?
N6 Fe N4 97.79(18) . . ?
N3 Fe N4 88.38(17) . . ?
N1 Fe N4 151.55(17) . . ?
N5 Fe N4 91.31(18) . . ?
N6 Fe N2 173.07(18) . . ?
N3 Fe N2 79.26(16) . . ?
N1 Fe N2 75.87(17) . . ?
N5 Fe N2 106.99(16) . . ?
N4 Fe N2 76.18(17) . . ?

_refine_diff_density_max         0.386
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.051

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1828115'
_audit_update_record             
;
2018-05-07 deposited with the CCDC.
2018-06-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H26 Cl2 Fe N6 O8'
_chemical_formula_weight         653.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'

_cell_length_a                   9.28910(10)
_cell_length_b                   9.28910(10)
_cell_length_c                   31.9712(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2758.71(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    25392
_cell_measurement_theta_min      3.8570
_cell_measurement_theta_max      27.8700

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_F_000             1344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.800
_shelx_estimated_absorpt_T_min   0.790
_shelx_estimated_absorpt_T_max   0.924
_exptl_absorpt_correction_T_min  0.76044
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39578
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         3.353
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6023
_reflns_number_gt                5859
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.918
_reflns_Friedel_fraction_max     0.932
_reflns_Friedel_fraction_full    0.998

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SIR97 (A. Altomare et al, 1999)'
_computing_structure_refinement  'WinGX (Farrugia, 2012)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'WinGX (Farrugia, 2012)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0391P)²+1.9292P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2705 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.014(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6023
_refine_ls_number_parameters     370
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0845
_refine_ls_wR_factor_gt          0.0837
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.7272(5) 0.9135(5) 0.12224(16) 0.0440(11) Uani 1 1 d . . . . .
H1 H 0.6905 1.0034 0.1316 0.053 Uiso 1 1 calc R U . . .
C2 C 0.8623(6) 0.8691(7) 0.13594(19) 0.0569(14) Uani 1 1 d . . . . .
H2 H 0.9178 0.9286 0.1539 0.068 Uiso 1 1 calc R U . . .
C3 C 0.9139(6) 0.7387(7) 0.1232(2) 0.0654(16) Uani 1 1 d . . . . .
H3 H 1.0056 0.7062 0.1323 0.079 Uiso 1 1 calc R U . . .
C4 C 0.8320(6) 0.6545(7) 0.0969(2) 0.0584(15) Uani 1 1 d . . . . .
H4 H 0.8660 0.5634 0.0876 0.070 Uiso 1 1 calc R U . . .
C5 C 0.6999(5) 0.7051(5) 0.08427(14) 0.0358(9) Uani 1 1 d . . . . .
C6 C 0.6078(5) 0.6196(5) 0.05568(15) 0.0410(11) Uani 1 1 d . . . . .
H6A H 0.6263 0.5156 0.0598 0.049 Uiso 1 1 calc R U . . .
H6B H 0.6303 0.6442 0.0263 0.049 Uiso 1 1 calc R U . . .
C7 C 0.4158(6) 0.5856(4) 0.10573(13) 0.0376(10) Uani 1 1 d . . . . .
H7A H 0.5047 0.5493 0.1191 0.045 Uiso 1 1 calc R U . . .
H7B H 0.3523 0.5020 0.1004 0.045 Uiso 1 1 calc R U . . .
C8 C 0.3412(4) 0.6860(4) 0.13562(11) 0.0249(7) Uani 1 1 d . . . . .
C9 C 0.2780(4) 0.6349(4) 0.17205(12) 0.0287(8) Uani 1 1 d . . . . .
H9 H 0.2724 0.5343 0.1772 0.034 Uiso 1 1 calc R U . . .
C10 C 0.2243(5) 0.7295(5) 0.20029(14) 0.0386(10) Uani 1 1 d . . . . .
H10 H 0.1810 0.6961 0.2254 0.046 Uiso 1 1 calc R U . . .
C11 C 0.2334(5) 0.8774(5) 0.19203(15) 0.0412(11) Uani 1 1 d . . . . .
H11 H 0.1985 0.9461 0.2116 0.049 Uiso 1 1 calc R U . . .
C12 C 0.2943(4) 0.9204(4) 0.15479(13) 0.0321(9) Uani 1 1 d . . . . .
H12 H 0.2982 1.0204 0.1486 0.038 Uiso 1 1 calc R U . . .
C13 C 0.3566(5) 0.6047(4) 0.03063(12) 0.0300(8) Uani 1 1 d . . . . .
H13A H 0.3203 0.5068 0.0369 0.036 Uiso 1 1 calc R U . . .
H13B H 0.4107 0.6004 0.0040 0.036 Uiso 1 1 calc R U . . .
C14 C 0.2323(5) 0.7057(4) 0.02606(13) 0.0330(9) Uani 1 1 d . . . . .
C15 C 0.1052(6) 0.6639(6) 0.00646(16) 0.0497(12) Uani 1 1 d . . . . .
H15 H 0.0928 0.5678 -0.0031 0.060 Uiso 1 1 calc R U . . .
C16 C -0.0026(7) 0.7647(8) 0.0011(2) 0.0680(18) Uani 1 1 d . . . . .
H16 H -0.0897 0.7394 -0.0126 0.082 Uiso 1 1 calc R U . . .
C17 C 0.0179(6) 0.9016(7) 0.0159(2) 0.0612(16) Uani 1 1 d . . . . .
H17 H -0.0551 0.9725 0.0128 0.073 Uiso 1 1 calc R U . . .
C18 C 0.1448(6) 0.9346(5) 0.03520(18) 0.0487(12) Uani 1 1 d . . . . .
H18 H 0.1572 1.0295 0.0457 0.058 Uiso 1 1 calc R U . . .
C19 C 0.5590(5) 0.8839(5) -0.02081(13) 0.0341(9) Uani 1 1 d . . . . .
H19 H 0.5159 0.7918 -0.0238 0.041 Uiso 1 1 calc R U . . .
C20 C 0.6362(6) 0.9390(5) -0.05417(13) 0.0400(10) Uani 1 1 d . . . . .
H20 H 0.6455 0.8858 -0.0794 0.048 Uiso 1 1 calc R U . . .
C21 C 0.6994(5) 1.0724(5) -0.05010(13) 0.0368(10) Uani 1 1 d . . . . .
H21 H 0.7556 1.1119 -0.0721 0.044 Uiso 1 1 calc R U . . .
C22 C 0.6792(5) 1.1469(5) -0.01340(13) 0.0339(9) Uani 1 1 d . . . . .
H22 H 0.7201 1.2399 -0.0100 0.041 Uiso 1 1 calc R U . . .
C23 C 0.5995(4) 1.0864(5) 0.01839(13) 0.0310(8) Uani 1 1 d . . . . .
C24 C 0.5727(5) 1.1661(5) 0.05835(14) 0.0421(11) Uani 1 1 d . . . . .
H24A H 0.6606 1.1641 0.0759 0.051 Uiso 1 1 calc R U . . .
H24B H 0.5497 1.2679 0.0521 0.051 Uiso 1 1 calc R U . . .
N1 N 0.6473(3) 0.8333(3) 0.09627(10) 0.0286(7) Uani 1 1 d . . . . .
N2 N 0.4544(4) 0.6527(3) 0.06483(10) 0.0271(7) Uani 1 1 d . . . . .
N3 N 0.3483(3) 0.8275(3) 0.12688(9) 0.0238(6) Uani 1 1 d . . . . .
N4 N 0.2526(4) 0.8407(3) 0.04012(12) 0.0334(8) Uani 1 1 d . . . . .
N5 N 0.5419(4) 0.9535(4) 0.01542(11) 0.0324(7) Uani 1 1 d . . . . .
N6 N 0.4521(4) 1.0999(4) 0.08140(11) 0.0377(8) Uani 1 1 d . . . . .
H6C H 0.3603 1.1440 0.0723 0.045 Uiso 1 1 calc R U . . .
H6D H 0.4637 1.1185 0.1117 0.045 Uiso 1 1 calc R U . . .
O1 O 0.5091(6) 1.2196(7) 0.22240(14) 0.0928(17) Uani 1 1 d . . . . .
O2 O 0.3886(3) 1.2830(3) 0.16049(9) 0.0330(6) Uani 1 1 d . . . . .
O3 O 0.6319(4) 1.2244(5) 0.15959(14) 0.0715(13) Uani 1 1 d . . . . .
O4 O 0.5558(4) 1.4380(4) 0.19170(15) 0.0695(13) Uani 1 1 d . . . . .
O5 O 0.0894(4) 1.4309(3) 0.10089(11) 0.0462(8) Uani 1 1 d . . . . .
O6 O 0.1948(4) 1.2856(3) 0.04973(12) 0.0539(10) Uani 1 1 d . . . . .
O7 O 0.0706(5) 1.1792(4) 0.10480(11) 0.0621(11) Uani 1 1 d . . . . .
O8 O -0.0544(5) 1.3066(6) 0.05341(17) 0.0863(16) Uani 1 1 d . . . . .
Cl1 Cl 0.52331(10) 1.29374(10) 0.18285(3) 0.0314(2) Uani 1 1 d . . . . .
Cl2 Cl 0.07171(11) 1.30061(10) 0.07725(3) 0.0342(2) Uani 1 1 d . . . . .
Fe Fe 0.44503(5) 0.87842(5) 0.07090(2) 0.02405(13) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.340(6) . ?
C1 C2 1.392(7) . ?
C2 C3 1.365(9) . ?
C3 C4 1.378(9) . ?
C4 C5 1.374(6) . ?
C5 N1 1.343(5) . ?
C5 C6 1.482(7) . ?
C6 N2 1.487(6) . ?
C7 N2 1.492(5) . ?
C7 C8 1.505(6) . ?
C8 N3 1.345(5) . ?
C8 C9 1.388(5) . ?
C9 C10 1.355(6) . ?
C10 C11 1.401(6) . ?
C11 C12 1.377(6) . ?
C12 N3 1.339(5) . ?
C13 N2 1.490(5) . ?
C13 C14 1.495(6) . ?
C14 N4 1.345(5) . ?
C14 C15 1.392(7) . ?
C15 C16 1.382(9) . ?
C16 C17 1.371(10) . ?
C17 C18 1.365(8) . ?
C18 N4 1.338(6) . ?
C19 N5 1.336(5) . ?
C19 C20 1.383(6) . ?
C20 C21 1.377(7) . ?
C21 C22 1.375(6) . ?
C22 C23 1.377(6) . ?
C23 N5 1.349(5) . ?
C23 C24 1.498(6) . ?
C24 N6 1.475(6) . ?
N1 Fe 2.089(3) . ?
N2 Fe 2.108(3) . ?
N3 Fe 2.058(3) . ?
N4 Fe 2.070(4) . ?
N5 Fe 2.108(4) . ?
N6 Fe 2.085(4) . ?
O1 Cl1 1.446(5) . ?
O2 Cl1 1.444(3) . ?
O3 Cl1 1.409(4) . ?
O4 Cl1 1.402(4) . ?
O5 Cl2 1.436(3) . ?
O6 Cl2 1.449(4) . ?
O7 Cl2 1.431(4) . ?
O8 Cl2 1.399(4) . ?

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
N1 C1 C2 122.0(5) . . ?
C3 C2 C1 119.1(5) . . ?
C2 C3 C4 119.5(5) . . ?
C5 C4 C3 118.5(5) . . ?
N1 C5 C4 123.0(5) . . ?
N1 C5 C6 116.1(4) . . ?
C4 C5 C6 120.8(4) . . ?
C5 C6 N2 108.8(3) . . ?
N2 C7 C8 114.1(3) . . ?
N3 C8 C9 122.0(4) . . ?
N3 C8 C7 116.8(3) . . ?
C9 C8 C7 121.0(3) . . ?
C10 C9 C8 119.5(4) . . ?
C9 C10 C11 119.2(4) . . ?
C12 C11 C10 118.2(4) . . ?
N3 C12 C11 122.9(4) . . ?
N2 C13 C14 110.8(3) . . ?
N4 C14 C15 122.0(4) . . ?
N4 C14 C13 116.3(4) . . ?
C15 C14 C13 121.6(4) . . ?
C16 C15 C14 118.8(5) . . ?
C17 C16 C15 119.0(5) . . ?
C18 C17 C16 119.0(5) . . ?
N4 C18 C17 123.6(5) . . ?
N5 C19 C20 123.5(4) . . ?
C21 C20 C19 118.7(4) . . ?
C22 C21 C20 118.4(4) . . ?
C21 C22 C23 119.8(4) . . ?
N5 C23 C22 122.3(4) . . ?
N5 C23 C24 116.5(4) . . ?
C22 C23 C24 121.1(4) . . ?
N6 C24 C23 110.2(3) . . ?
C1 N1 C5 117.9(4) . . ?
C1 N1 Fe 128.8(3) . . ?
C5 N1 Fe 113.2(3) . . ?
C6 N2 C7 108.5(3) . . ?
C6 N2 C13 112.2(3) . . ?
C7 N2 C13 111.8(3) . . ?
C6 N2 Fe 105.2(2) . . ?
C7 N2 Fe 108.9(2) . . ?
C13 N2 Fe 109.9(2) . . ?
C12 N3 C8 118.2(3) . . ?
C12 N3 Fe 126.5(3) . . ?
C8 N3 Fe 115.3(2) . . ?
C18 N4 C14 117.6(4) . . ?
C18 N4 Fe 126.3(3) . . ?
C14 N4 Fe 116.0(3) . . ?
C19 N5 C23 117.1(4) . . ?
C19 N5 Fe 128.4(3) . . ?
C23 N5 Fe 114.4(3) . . ?
C24 N6 Fe 110.8(3) . . ?
O4 Cl1 O3 112.9(3) . . ?
O4 Cl1 O2 110.6(2) . . ?
O3 Cl1 O2 109.1(2) . . ?
O4 Cl1 O1 107.3(3) . . ?
O3 Cl1 O1 108.0(4) . . ?
O2 Cl1 O1 108.7(3) . . ?
O8 Cl2 O7 111.1(3) . . ?
O8 Cl2 O5 110.4(3) . . ?
O7 Cl2 O5 109.9(2) . . ?
O8 Cl2 O6 109.5(3) . . ?
O7 Cl2 O6 107.7(2) . . ?
O5 Cl2 O6 108.1(2) . . ?
N3 Fe N4 89.85(13) . . ?
N3 Fe N6 95.77(13) . . ?
N4 Fe N6 105.71(14) . . ?
N3 Fe N1 90.52(13) . . ?
N4 Fe N1 157.99(13) . . ?
N6 Fe N1 96.14(14) . . ?
N3 Fe N5 173.97(13) . . ?
N4 Fe N5 91.41(13) . . ?
N6 Fe N5 78.21(14) . . ?
N1 Fe N5 90.52(13) . . ?
N3 Fe N2 82.50(12) . . ?
N4 Fe N2 79.82(13) . . ?
N6 Fe N2 174.23(14) . . ?
N1 Fe N2 78.41(13) . . ?
N5 Fe N2 103.53(13) . . ?

_refine_diff_density_max         0.530
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.052

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1828117'
_audit_update_record             
;
2018-05-07 deposited with the CCDC.
2018-06-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H26 Cl2 Fe N6 O8'
_chemical_formula_weight         653.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'

_cell_length_a                   9.38270(10)
_cell_length_b                   9.38270(10)
_cell_length_c                   32.7021(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2878.93(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    5169
_cell_measurement_theta_min      3.5820
_cell_measurement_theta_max      22.3060

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_F_000             1344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.766
_shelx_estimated_absorpt_T_min   0.724
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.76920
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16751
_diffrn_reflns_av_unetI/netI     0.0628
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         3.305
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.902
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5942
_reflns_number_gt                4288
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.892
_reflns_Friedel_fraction_max     0.866
_reflns_Friedel_fraction_full    0.996

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SIR97 (A. Altomare et al, 1999)'
_computing_structure_refinement  'WinGX (Farrugia, 2012)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'WinGX (Farrugia, 2012)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0569P)²+0.5521P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1599 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.019(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5942
_refine_ls_number_parameters     370
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0523
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.1077
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.6900(9) 0.0657(8) 0.9033(2) 0.062(2) Uani 1 1 d . . . . .
H1 H 0.6854 -0.0317 0.8981 0.074 Uiso 1 1 calc R U . . .
C2 C 0.7402(10) 0.1102(10) 0.9401(3) 0.081(3) Uani 1 1 d . . . . .
H2 H 0.7686 0.0446 0.9598 0.097 Uiso 1 1 calc R U . . .
C3 C 0.7481(10) 0.2527(11) 0.9476(3) 0.083(3) Uani 1 1 d . . . . .
H3 H 0.7800 0.2853 0.9729 0.099 Uiso 1 1 calc R U . . .
C4 C 0.7095(9) 0.3459(9) 0.9184(2) 0.064(2) Uani 1 1 d . . . . .
H4 H 0.7175 0.4435 0.9229 0.077 Uiso 1 1 calc R U . . .
C5 C 0.6576(7) 0.2945(7) 0.88142(18) 0.0450(15) Uani 1 1 d . . . . .
C6 C 0.6106(11) 0.3976(9) 0.8497(2) 0.078(3) Uani 1 1 d . . . . .
H6A H 0.6926 0.4542 0.8417 0.094 Uiso 1 1 calc R U . . .
H6B H 0.5422 0.4619 0.8621 0.094 Uiso 1 1 calc R U . . .
C7 C 0.3942(10) 0.3788(8) 0.8084(3) 0.080(3) Uani 1 1 d . . . . .
H7A H 0.3830 0.4784 0.8156 0.096 Uiso 1 1 calc R U . . .
H7B H 0.3640 0.3670 0.7803 0.096 Uiso 1 1 calc R U . . .
C8 C 0.3034(9) 0.2909(9) 0.8352(3) 0.066(2) Uani 1 1 d . . . . .
C9 C 0.1785(12) 0.3463(13) 0.8511(5) 0.122(5) Uani 1 1 d . . . . .
H9 H 0.1543 0.4411 0.8466 0.147 Uiso 1 1 calc R U . . .
C10 C 0.0916(13) 0.2598(14) 0.8733(5) 0.127(5) Uani 1 1 d . . . . .
H10 H 0.0069 0.2947 0.8842 0.153 Uiso 1 1 calc R U . . .
C11 C 0.1308(12) 0.1192(13) 0.8795(4) 0.110(4) Uani 1 1 d . . . . .
H11 H 0.0726 0.0573 0.8941 0.133 Uiso 1 1 calc R U . . .
C12 C 0.2571(9) 0.0742(9) 0.8635(3) 0.076(2) Uani 1 1 d . . . . .
H12 H 0.2856 -0.0192 0.8684 0.091 Uiso 1 1 calc R U . . .
C13 C 0.6307(10) 0.3844(8) 0.7761(2) 0.064(2) Uani 1 1 d . . . . .
H13A H 0.5715 0.3805 0.7518 0.077 Uiso 1 1 calc R U . . .
H13B H 0.6611 0.4823 0.7799 0.077 Uiso 1 1 calc R U . . .
C14 C 0.7572(10) 0.2924(8) 0.7703(2) 0.062(2) Uani 1 1 d . . . . .
C15 C 0.8819(12) 0.3404(11) 0.7517(4) 0.099(3) Uani 1 1 d . . . . .
H15 H 0.8896 0.4341 0.7427 0.119 Uiso 1 1 calc R U . . .
C16 C 0.9936(15) 0.2465(15) 0.7467(4) 0.127(5) Uani 1 1 d . . . . .
H16 H 1.0776 0.2778 0.7346 0.152 Uiso 1 1 calc R U . . .
C17 C 0.9827(12) 0.1086(12) 0.7593(3) 0.097(3) Uani 1 1 d . . . . .
H17 H 1.0574 0.0446 0.7558 0.117 Uiso 1 1 calc R U . . .
C18 C 0.8574(9) 0.0681(9) 0.7772(3) 0.072(2) Uani 1 1 d . . . . .
H18 H 0.8484 -0.0258 0.7859 0.087 Uiso 1 1 calc R U . . .
C19 C 0.4265(10) 0.0885(8) 0.7249(2) 0.065(2) Uani 1 1 d . . . . .
H19 H 0.4612 0.1810 0.7225 0.078 Uiso 1 1 calc R U . . .
C20 C 0.3509(10) 0.0326(9) 0.6928(2) 0.070(2) Uani 1 1 d . . . . .
H20 H 0.3354 0.0854 0.6691 0.084 Uiso 1 1 calc R U . . .
C21 C 0.2998(9) -0.1006(9) 0.6964(2) 0.065(2) Uani 1 1 d . . . . .
H21 H 0.2483 -0.1412 0.6751 0.078 Uiso 1 1 calc R U . . .
C22 C 0.3233(8) -0.1756(8) 0.7312(2) 0.0596(19) Uani 1 1 d . . . . .
H22 H 0.2869 -0.2672 0.7341 0.072 Uiso 1 1 calc R U . . .
C23 C 0.4009(7) -0.1152(7) 0.7618(2) 0.0467(16) Uani 1 1 d . . . . .
C24 C 0.4314(9) -0.1936(8) 0.8012(2) 0.065(2) Uani 1 1 d . . . . .
H24A H 0.3446 -0.1976 0.8173 0.078 Uiso 1 1 calc R U . . .
H24B H 0.4589 -0.2907 0.7948 0.078 Uiso 1 1 calc R U . . .
N1 N 0.6469(6) 0.1560(6) 0.87410(16) 0.0481(14) Uani 1 1 d . . . . .
N2 N 0.5457(6) 0.3382(5) 0.81221(17) 0.0496(14) Uani 1 1 d . . . . .
N3 N 0.3403(6) 0.1568(6) 0.84162(19) 0.0560(15) Uani 1 1 d . . . . .
N4 N 0.7465(7) 0.1566(6) 0.78279(17) 0.0540(15) Uani 1 1 d . . . . .
N5 N 0.4528(7) 0.0181(6) 0.75931(16) 0.0510(14) Uani 1 1 d . . . . .
N6 N 0.5427(7) -0.1286(6) 0.82555(17) 0.0557(15) Uani 1 1 d . . . . .
H6C H 0.6338 -0.1707 0.8184 0.067 Uiso 1 1 calc R U . . .
H6D H 0.5249 -0.1474 0.8543 0.067 Uiso 1 1 calc R U . . .
O1 O 0.3489(9) -0.2351(13) 0.9049(3) 0.184(5) Uani 1 1 d . . . . .
O2 O 0.4547(11) -0.2709(14) 0.9659(2) 0.175(4) Uani 1 1 d . . . . .
O3 O 0.4079(10) -0.4537(9) 0.9283(4) 0.176(5) Uani 1 1 d . . . . .
O4 O 0.5840(6) -0.3009(6) 0.90561(16) 0.0679(15) Uani 1 1 d . . . . .
O5 O 0.9131(11) -0.1809(8) 0.8498(2) 0.127(3) Uani 1 1 d . . . . .
O6 O 0.9251(8) -0.4276(7) 0.8448(2) 0.105(2) Uani 1 1 d . . . . .
O7 O 1.0483(10) -0.2851(15) 0.8000(3) 0.187(5) Uani 1 1 d . . . . .
O8 O 0.8095(8) -0.2931(7) 0.7960(2) 0.100(2) Uani 1 1 d . . . . .
Cl1 Cl 0.4480(2) -0.3116(2) 0.92510(5) 0.0595(5) Uani 1 1 d . . . . .
Cl2 Cl 0.9305(2) -0.2976(2) 0.82254(6) 0.0668(5) Uani 1 1 d . . . . .
Fe Fe 0.55182(10) 0.10030(9) 0.81556(3) 0.0431(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.338(9) . ?
C1 C2 1.358(11) . ?
C2 C3 1.361(13) . ?
C3 C4 1.345(11) . ?
C4 C5 1.391(9) . ?
C5 N1 1.325(8) . ?
C5 C6 1.484(10) . ?
C6 N2 1.479(9) . ?
C7 C8 1.475(12) . ?
C7 N2 1.477(10) . ?
C8 N3 1.322(9) . ?
C8 C9 1.383(13) . ?
C9 C10 1.361(16) . ?
C10 C11 1.385(15) . ?
C11 C12 1.361(13) . ?
C12 N3 1.313(10) . ?
C13 C14 1.480(12) . ?
C13 N2 1.488(9) . ?
C14 N4 1.342(9) . ?
C14 C15 1.394(12) . ?
C15 C16 1.379(15) . ?
C16 C17 1.361(15) . ?
C17 C18 1.367(13) . ?
C18 N4 1.344(10) . ?
C19 N5 1.328(9) . ?
C19 C20 1.372(11) . ?
C20 C21 1.344(11) . ?
C21 C22 1.355(11) . ?
C22 C23 1.362(9) . ?
C23 N5 1.345(8) . ?
C23 C24 1.510(10) . ?
C24 N6 1.448(9) . ?
N1 Fe 2.176(5) . ?
N2 Fe 2.236(5) . ?
N3 Fe 2.224(6) . ?
N4 Fe 2.182(6) . ?
N5 Fe 2.200(5) . ?
N6 Fe 2.174(5) . ?
O1 Cl1 1.348(7) . ?
O2 Cl1 1.389(8) . ?
O3 Cl1 1.389(8) . ?
O4 Cl1 1.430(5) . ?
O5 Cl2 1.420(7) . ?
O6 Cl2 1.421(6) . ?
O7 Cl2 1.333(8) . ?
O8 Cl2 1.430(7) . ?

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
N1 C1 C2 122.8(8) . . ?
C1 C2 C3 118.8(8) . . ?
C4 C3 C2 119.7(8) . . ?
C3 C4 C5 119.1(8) . . ?
N1 C5 C4 121.6(6) . . ?
N1 C5 C6 119.4(6) . . ?
C4 C5 C6 119.1(6) . . ?
C5 C6 N2 117.2(6) . . ?
C8 C7 N2 111.2(6) . . ?
N3 C8 C9 121.4(9) . . ?
N3 C8 C7 118.4(8) . . ?
C9 C8 C7 120.1(9) . . ?
C10 C9 C8 118.9(10) . . ?
C9 C10 C11 119.1(11) . . ?
C12 C11 C10 118.1(10) . . ?
N3 C12 C11 122.9(9) . . ?
C14 C13 N2 111.2(6) . . ?
N4 C14 C15 120.2(8) . . ?
N4 C14 C13 117.0(7) . . ?
C15 C14 C13 122.8(8) . . ?
C16 C15 C14 118.9(9) . . ?
C17 C16 C15 121.0(10) . . ?
C16 C17 C18 117.3(10) . . ?
N4 C18 C17 123.5(9) . . ?
N5 C19 C20 123.7(7) . . ?
C21 C20 C19 118.2(7) . . ?
C20 C21 C22 119.9(7) . . ?
C23 C22 C21 119.2(7) . . ?
N5 C23 C22 122.4(6) . . ?
N5 C23 C24 115.8(6) . . ?
C22 C23 C24 121.7(6) . . ?
N6 C24 C23 113.6(6) . . ?
C5 N1 C1 118.0(6) . . ?
C5 N1 Fe 115.2(4) . . ?
C1 N1 Fe 126.8(5) . . ?
C6 N2 C7 111.7(7) . . ?
C6 N2 C13 109.1(6) . . ?
C7 N2 C13 112.0(6) . . ?
C6 N2 Fe 108.9(4) . . ?
C7 N2 Fe 106.6(4) . . ?
C13 N2 Fe 108.4(4) . . ?
C8 N3 C12 119.5(7) . . ?
C8 N3 Fe 113.6(5) . . ?
C12 N3 Fe 126.8(6) . . ?
C14 N4 C18 119.2(7) . . ?
C14 N4 Fe 116.2(5) . . ?
C18 N4 Fe 124.5(5) . . ?
C19 N5 C23 116.5(6) . . ?
C19 N5 Fe 127.7(5) . . ?
C23 N5 Fe 115.4(4) . . ?
C24 N6 Fe 111.2(4) . . ?
O1 Cl1 O3 111.1(7) . . ?
O1 Cl1 O2 110.9(7) . . ?
O3 Cl1 O2 101.8(8) . . ?
O1 Cl1 O4 111.0(4) . . ?
O3 Cl1 O4 110.0(4) . . ?
O2 Cl1 O4 111.6(5) . . ?
O7 Cl2 O6 112.7(7) . . ?
O7 Cl2 O5 111.9(7) . . ?
O6 Cl2 O5 109.7(5) . . ?
O7 Cl2 O8 108.7(6) . . ?
O6 Cl2 O8 107.9(4) . . ?
O5 Cl2 O8 105.5(5) . . ?
N6 Fe N1 97.0(2) . . ?
N6 Fe N4 110.2(2) . . ?
N1 Fe N4 91.8(2) . . ?
N6 Fe N5 76.3(2) . . ?
N1 Fe N5 173.2(2) . . ?
N4 Fe N5 91.6(2) . . ?
N6 Fe N3 98.2(2) . . ?
N1 Fe N3 88.4(2) . . ?
N4 Fe N3 151.3(2) . . ?
N5 Fe N3 91.6(2) . . ?
N6 Fe N2 173.1(2) . . ?
N1 Fe N2 79.3(2) . . ?
N4 Fe N2 75.9(2) . . ?
N5 Fe N2 107.3(2) . . ?
N3 Fe N2 76.0(2) . . ?

_refine_diff_density_max         0.420
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.051

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1828114'
_audit_update_record             
;
2018-05-07 deposited with the CCDC.
2018-06-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H26 Cl2 Fe N6 O8'
_chemical_formula_weight         653.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           76
_space_group_name_H-M_alt        'P 41'
_space_group_name_Hall           'P 4w'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'

_cell_length_a                   9.25960(10)
_cell_length_b                   9.25960(10)
_cell_length_c                   31.6205(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2711.15(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    5138
_cell_measurement_theta_min      3.8870
_cell_measurement_theta_max      27.2160

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_F_000             1344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.870
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    0.814
_shelx_estimated_absorpt_T_min   0.538
_shelx_estimated_absorpt_T_max   0.816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.76920
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10061
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         3.368
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             5400
_reflns_number_gt                5084
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.885
_reflns_Friedel_fraction_max     0.834
_reflns_Friedel_fraction_full    0.985

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SIR97 (A. Altomare et al, 1999)'
_computing_structure_refinement  'WinGX (Farrugia, 2012)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'WinGX (Farrugia, 2012)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+0.7445P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2223 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.04(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5400
_refine_ls_number_parameters     370
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0740
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.2809(5) 0.0976(5) 0.08627(15) 0.0277(11) Uani 1 1 d . . . . .
H1 H 0.3218 0.0117 0.0750 0.033 Uiso 1 1 calc R U . . .
C2 C 0.1438(5) 0.1383(6) 0.07344(16) 0.0359(13) Uani 1 1 d . . . . .
H2 H 0.0909 0.0792 0.0544 0.043 Uiso 1 1 calc R U . . .
C3 C 0.0845(6) 0.2647(6) 0.08837(18) 0.0382(13) Uani 1 1 d . . . . .
H3 H -0.0096 0.2939 0.0800 0.046 Uiso 1 1 calc R U . . .
C4 C 0.1656(5) 0.3486(5) 0.11595(16) 0.0305(12) Uani 1 1 d . . . . .
H4 H 0.1287 0.4374 0.1264 0.037 Uiso 1 1 calc R U . . .
C5 C 0.3000(5) 0.3007(5) 0.12787(14) 0.0210(10) Uani 1 1 d . . . . .
C6 C 0.3934(5) 0.3877(4) 0.15696(14) 0.0220(10) Uani 1 1 d . . . . .
H6A H 0.3741 0.4920 0.1531 0.026 Uiso 1 1 calc R U . . .
H6B H 0.3729 0.3620 0.1868 0.026 Uiso 1 1 calc R U . . .
C7 C 0.6463(5) 0.4026(4) 0.18051(13) 0.0185(9) Uani 1 1 d . . . . .
H7A H 0.5937 0.4096 0.2077 0.022 Uiso 1 1 calc R U . . .
H7B H 0.6850 0.4994 0.1736 0.022 Uiso 1 1 calc R U . . .
C8 C 0.7690(5) 0.2970(4) 0.18484(13) 0.0200(10) Uani 1 1 d . . . . .
C9 C 0.8965(5) 0.3340(6) 0.20499(15) 0.0279(11) Uani 1 1 d . . . . .
H9 H 0.9111 0.4293 0.2152 0.033 Uiso 1 1 calc R U . . .
C10 C 1.0029(5) 0.2292(6) 0.21001(16) 0.0341(12) Uani 1 1 d . . . . .
H10 H 1.0901 0.2503 0.2246 0.041 Uiso 1 1 calc R U . . .
C11 C 0.9784(5) 0.0950(6) 0.19335(16) 0.0328(12) Uani 1 1 d . . . . .
H11 H 1.0506 0.0225 0.1954 0.039 Uiso 1 1 calc R U . . .
C12 C 0.8503(5) 0.0650(5) 0.17379(16) 0.0265(11) Uani 1 1 d . . . . .
H12 H 0.8353 -0.0295 0.1629 0.032 Uiso 1 1 calc R U . . .
C13 C 0.5823(5) 0.4254(5) 0.10517(13) 0.0204(10) Uani 1 1 d . . . . .
H13A H 0.4923 0.4595 0.0915 0.024 Uiso 1 1 calc R U . . .
H13B H 0.6439 0.5108 0.1106 0.024 Uiso 1 1 calc R U . . .
C14 C 0.6589(4) 0.3262(5) 0.07574(13) 0.0170(9) Uani 1 1 d . . . . .
C15 C 0.7257(5) 0.3778(5) 0.03924(13) 0.0185(9) Uani 1 1 d . . . . .
H15 H 0.7322 0.4786 0.0340 0.022 Uiso 1 1 calc R U . . .
C16 C 0.7816(5) 0.2805(5) 0.01106(14) 0.0262(11) Uani 1 1 d . . . . .
H16 H 0.8251 0.3130 -0.0144 0.031 Uiso 1 1 calc R U . . .
C17 C 0.7744(5) 0.1347(5) 0.02002(15) 0.0271(11) Uani 1 1 d . . . . .
H17 H 0.8119 0.0658 0.0007 0.033 Uiso 1 1 calc R U . . .
C18 C 0.7119(5) 0.0907(5) 0.05749(14) 0.0213(10) Uani 1 1 d . . . . .
H18 H 0.7110 -0.0094 0.0642 0.026 Uiso 1 1 calc R U . . .
C19 C 0.4467(5) 0.1318(5) 0.23143(13) 0.0212(10) Uani 1 1 d . . . . .
H19 H 0.4921 0.2231 0.2349 0.025 Uiso 1 1 calc R U . . .
C20 C 0.3710(5) 0.0762(5) 0.26487(14) 0.0249(11) Uani 1 1 d . . . . .
H20 H 0.3637 0.1285 0.2906 0.030 Uiso 1 1 calc R U . . .
C21 C 0.3050(5) -0.0575(5) 0.26066(14) 0.0262(11) Uani 1 1 d . . . . .
H21 H 0.2490 -0.0973 0.2830 0.031 Uiso 1 1 calc R U . . .
C22 C 0.3230(5) -0.1313(5) 0.22305(13) 0.0231(10) Uani 1 1 d . . . . .
H22 H 0.2819 -0.2245 0.2195 0.028 Uiso 1 1 calc R U . . .
C23 C 0.4009(5) -0.0689(5) 0.19075(14) 0.0191(9) Uani 1 1 d . . . . .
C24 C 0.4259(5) -0.1473(5) 0.15023(13) 0.0268(11) Uani 1 1 d . . . . .
H24A H 0.3387 -0.1416 0.1322 0.032 Uiso 1 1 calc R U . . .
H24B H 0.4465 -0.2504 0.1560 0.032 Uiso 1 1 calc R U . . .
N1 N 0.3580(4) 0.1757(4) 0.11418(11) 0.0183(8) Uani 1 1 d . . . . .
N2 N 0.5452(4) 0.3552(4) 0.14665(10) 0.0153(7) Uani 1 1 d . . . . .
N3 N 0.7448(4) 0.1630(4) 0.16922(11) 0.0199(8) Uani 1 1 d . . . . .
N4 N 0.6522(4) 0.1845(4) 0.08488(11) 0.0156(7) Uani 1 1 d . . . . .
N5 N 0.4604(4) 0.0646(4) 0.19395(11) 0.0178(8) Uani 1 1 d . . . . .
N6 N 0.5509(4) -0.0798(4) 0.12810(11) 0.0223(8) Uani 1 1 d . . . . .
H6C H 0.5430 -0.0974 0.0973 0.027 Uiso 1 1 calc R U . . .
H6D H 0.6419 -0.1242 0.1382 0.027 Uiso 1 1 calc R U . . .
O1 O 0.4569(4) -0.4261(4) 0.01732(11) 0.0335(9) Uani 1 1 d . . . . .
O2 O 0.3769(4) -0.2136(4) 0.04970(12) 0.0431(10) Uani 1 1 d . . . . .
O3 O 0.6234(3) -0.2705(3) 0.04952(10) 0.0240(7) Uani 1 1 d . . . . .
O4 O 0.5071(5) -0.2026(4) -0.01343(11) 0.0486(11) Uani 1 1 d . . . . .
O5 O 0.7996(4) -0.2795(3) 0.15996(11) 0.0367(9) Uani 1 1 d . . . . .
O6 O 0.9082(4) -0.4293(3) 0.10946(11) 0.0283(8) Uani 1 1 d . . . . .
O7 O 1.0503(5) -0.3076(5) 0.15899(14) 0.0606(13) Uani 1 1 d . . . . .
O8 O 0.9359(4) -0.1771(4) 0.10576(11) 0.0409(10) Uani 1 1 d . . . . .
Cl1 Cl 0.49037(11) -0.27920(11) 0.02601(3) 0.0211(2) Uani 1 1 d . . . . .
Cl2 Cl 0.92620(12) -0.29870(11) 0.13342(3) 0.0226(2) Uani 1 1 d . . . . .
Fe Fe 0.55521(6) 0.13702(6) 0.13937(2) 0.01565(14) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.346(6) . ?
C1 C2 1.385(7) . ?
C2 C3 1.376(7) . ?
C3 C4 1.388(7) . ?
C4 C5 1.374(6) . ?
C5 N1 1.347(5) . ?
C5 C6 1.498(6) . ?
C6 N2 1.474(5) . ?
C7 N2 1.488(5) . ?
C7 C8 1.505(6) . ?
C8 N3 1.355(5) . ?
C8 C9 1.384(6) . ?
C9 C10 1.391(7) . ?
C10 C11 1.369(7) . ?
C11 C12 1.366(7) . ?
C12 N3 1.341(5) . ?
C13 C14 1.488(6) . ?
C13 N2 1.503(5) . ?
C14 N4 1.345(5) . ?
C14 C15 1.394(6) . ?
C15 C16 1.369(6) . ?
C16 C17 1.381(6) . ?
C17 C18 1.380(6) . ?
C18 N4 1.346(5) . ?
C19 N5 1.345(5) . ?
C19 C20 1.370(6) . ?
C20 C21 1.387(7) . ?
C21 C22 1.381(6) . ?
C22 C23 1.377(6) . ?
C23 N5 1.357(5) . ?
C23 C24 1.491(6) . ?
C24 N6 1.490(6) . ?
N1 Fe 2.024(4) . ?
N2 Fe 2.036(3) . ?
N3 Fe 2.008(4) . ?
N4 Fe 1.992(3) . ?
N5 Fe 2.049(4) . ?
N6 Fe 2.039(4) . ?
O1 Cl1 1.422(3) . ?
O2 Cl1 1.426(4) . ?
O3 Cl1 1.441(3) . ?
O4 Cl1 1.443(4) . ?
O5 Cl2 1.452(3) . ?
O6 Cl2 1.437(3) . ?
O7 Cl2 1.408(4) . ?
O8 Cl2 1.428(4) . ?

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
N1 C1 C2 122.2(4) . . ?
C3 C2 C1 119.8(5) . . ?
C2 C3 C4 118.4(5) . . ?
C5 C4 C3 118.8(4) . . ?
N1 C5 C4 123.4(4) . . ?
N1 C5 C6 115.4(4) . . ?
C4 C5 C6 121.2(4) . . ?
N2 C6 C5 107.8(3) . . ?
N2 C7 C8 110.4(3) . . ?
N3 C8 C9 122.3(4) . . ?
N3 C8 C7 115.9(4) . . ?
C9 C8 C7 121.7(4) . . ?
C8 C9 C10 119.0(5) . . ?
C11 C10 C9 118.1(5) . . ?
C12 C11 C10 120.2(5) . . ?
N3 C12 C11 122.9(5) . . ?
C14 C13 N2 112.8(3) . . ?
N4 C14 C15 122.2(4) . . ?
N4 C14 C13 116.5(4) . . ?
C15 C14 C13 121.2(4) . . ?
C16 C15 C14 118.8(4) . . ?
C15 C16 C17 119.4(4) . . ?
C18 C17 C16 119.0(4) . . ?
N4 C18 C17 122.3(4) . . ?
N5 C19 C20 123.7(4) . . ?
C19 C20 C21 119.2(4) . . ?
C22 C21 C20 118.1(4) . . ?
C23 C22 C21 119.6(4) . . ?
N5 C23 C22 122.6(4) . . ?
N5 C23 C24 116.4(4) . . ?
C22 C23 C24 121.0(4) . . ?
C23 C24 N6 108.7(4) . . ?
C1 N1 C5 117.4(4) . . ?
C1 N1 Fe 129.9(3) . . ?
C5 N1 Fe 112.7(3) . . ?
C6 N2 C7 112.4(3) . . ?
C6 N2 C13 108.8(3) . . ?
C7 N2 C13 110.9(3) . . ?
C6 N2 Fe 105.7(2) . . ?
C7 N2 Fe 110.2(2) . . ?
C13 N2 Fe 108.6(2) . . ?
C12 N3 C8 117.4(4) . . ?
C12 N3 Fe 127.3(3) . . ?
C8 N3 Fe 115.2(3) . . ?
C18 N4 C14 118.2(4) . . ?
C18 N4 Fe 126.8(3) . . ?
C14 N4 Fe 115.0(3) . . ?
C19 N5 C23 116.7(4) . . ?
C19 N5 Fe 129.1(3) . . ?
C23 N5 Fe 114.2(3) . . ?
C24 N6 Fe 110.3(3) . . ?
O1 Cl1 O2 110.4(2) . . ?
O1 Cl1 O3 109.86(19) . . ?
O2 Cl1 O3 109.6(2) . . ?
O1 Cl1 O4 109.0(2) . . ?
O2 Cl1 O4 108.9(3) . . ?
O3 Cl1 O4 109.1(2) . . ?
O7 Cl2 O8 110.3(3) . . ?
O7 Cl2 O6 110.4(2) . . ?
O8 Cl2 O6 110.3(2) . . ?
O7 Cl2 O5 109.5(3) . . ?
O8 Cl2 O5 107.9(2) . . ?
O6 Cl2 O5 108.3(2) . . ?
N4 Fe N3 89.19(14) . . ?
N4 Fe N1 91.56(14) . . ?
N3 Fe N1 162.30(14) . . ?
N4 Fe N2 84.22(13) . . ?
N3 Fe N2 82.40(14) . . ?
N1 Fe N2 80.08(14) . . ?
N4 Fe N6 94.30(14) . . ?
N3 Fe N6 102.54(15) . . ?
N1 Fe N6 95.04(15) . . ?
N2 Fe N6 174.84(15) . . ?
N4 Fe N5 173.61(14) . . ?
N3 Fe N5 91.02(14) . . ?
N1 Fe N5 90.18(14) . . ?
N2 Fe N5 102.14(13) . . ?
N6 Fe N5 79.43(14) . . ?

_refine_diff_density_max         0.420
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.056

_shelxl_version_number           2013-4

