# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_1_100K
_database_code_depnum_ccdc_archive 'CCDC 1062787'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2019-01-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H23 Cl Fe N3 O2, C3 H6 O'
_chemical_formula_sum            'C29 H29 Cl Fe N3 O3'
_chemical_formula_weight         558.85
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.0970(15)
_cell_length_b                   7.0994(4)
_cell_length_c                   24.040(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.105(7)
_cell_angle_gamma                90
_cell_volume                     2664.4(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    28801
_cell_measurement_temperature    100
_cell_measurement_theta_max      71.78
_cell_measurement_theta_min      3.00
_shelx_estimated_absorpt_T_max   0.724
_shelx_estimated_absorpt_T_min   0.364
_exptl_absorpt_coefficient_mu    5.749
_exptl_absorpt_correction_T_max  0.474
_exptl_absorpt_correction_T_min  0.425
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, J. Koziskova, F. Hahn, J. Richter, J. Kozisek, 
Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'reddish brown'
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1164
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_av_unetI/netI     0.0808
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            46100
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         71.391
_diffrn_reflns_theta_min         2.998
_diffrn_ambient_temperature      100
_diffrn_detector                 'Pilatus3R 300K'
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS3R 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'Stoe Stadivari with Xenocs Genix3D Cu HF'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_source                   'Genix3D Cu HF'
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3354
_reflns_number_total             5135
_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       
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.136.0 (STOE, 2017)
;
_computing_data_reduction        
;
X-Area Integrate 1.71.2.0 (STOE, 2017)
X-Area LANA 1.71.6.0 (STOE, 2017)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.79, Darmstadt 2017
;
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.837
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.834
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         5135
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      0.834
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0466P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0882
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C16(H16), C19(H19),
  C20(H20), C21(H21), C22(H22), C24(H24), C25(H25)
2.d Idealised Me refined as rotating group:
 C28S(H28A,H28B,H28C), C29S(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.59461(3) 0.50589(7) 0.42694(2) 0.01356(11) Uani 1 1 d . . . . .
Cl1 Cl 0.63594(4) 0.67268(10) 0.51230(3) 0.02022(16) Uani 1 1 d . . . . .
O1 O 0.64360(11) 0.6606(3) 0.37735(8) 0.0200(4) Uani 1 1 d . . . . .
O2 O 0.48387(11) 0.6384(3) 0.40500(7) 0.0158(4) Uani 1 1 d . . . . .
N1 N 0.71059(14) 0.3474(3) 0.43876(9) 0.0171(5) Uani 1 1 d . . . . .
N2 N 0.57385(14) 0.2562(3) 0.47855(9) 0.0160(5) Uani 1 1 d . . . . .
H2 H 0.534509 0.293791 0.503028 0.019 Uiso 1 1 calc R . . . .
N3 N 0.53240(14) 0.3122(3) 0.36443(9) 0.0157(5) Uani 1 1 d . . . . .
C1 C 0.70991(17) 0.6490(4) 0.35502(11) 0.0175(6) Uani 1 1 d . . . . .
C2 C 0.72039(18) 0.7963(4) 0.31681(12) 0.0224(7) Uani 1 1 d . . . . .
H2A H 0.679728 0.895776 0.308766 0.027 Uiso 1 1 calc R . . . .
C3 C 0.78751(18) 0.7966(4) 0.29178(12) 0.0228(7) Uani 1 1 d . . . . .
H3 H 0.793835 0.898528 0.267534 0.027 Uiso 1 1 calc R . . . .
C4 C 0.84845(17) 0.6480(4) 0.30104(11) 0.0196(6) Uani 1 1 d . . . . .
C5 C 0.91636(18) 0.6472(5) 0.27300(12) 0.0231(7) Uani 1 1 d . . . . .
H5 H 0.921601 0.748461 0.248260 0.028 Uiso 1 1 calc R . . . .
C6 C 0.97435(18) 0.5035(5) 0.28091(12) 0.0276(7) Uani 1 1 d . . . . .
H6 H 1.019960 0.504994 0.262202 0.033 Uiso 1 1 calc R . . . .
C7 C 0.96570(19) 0.3540(5) 0.31696(13) 0.0295(7) Uani 1 1 d . . . . .
H7 H 1.005747 0.253310 0.322364 0.035 Uiso 1 1 calc R . . . .
C8 C 0.90062(18) 0.3495(5) 0.34469(13) 0.0254(7) Uani 1 1 d . . . . .
H8 H 0.895984 0.245313 0.368548 0.030 Uiso 1 1 calc R . . . .
C9 C 0.83998(16) 0.4987(5) 0.33823(11) 0.0193(6) Uani 1 1 d . . . . .
C10 C 0.77045(16) 0.5034(4) 0.36683(11) 0.0176(6) Uani 1 1 d . . . . .
C11 C 0.76851(17) 0.3648(4) 0.40981(11) 0.0178(6) Uani 1 1 d . . . . .
H11 H 0.814277 0.276663 0.417963 0.021 Uiso 1 1 calc R . . . .
C12 C 0.72410(18) 0.1949(4) 0.48153(12) 0.0215(6) Uani 1 1 d . . . . .
H12A H 0.782265 0.205035 0.507153 0.026 Uiso 1 1 calc R . . . .
H12B H 0.719341 0.071370 0.461908 0.026 Uiso 1 1 calc R . . . .
C13 C 0.65804(17) 0.2083(4) 0.51640(11) 0.0187(6) Uani 1 1 d . . . . .
H13A H 0.654241 0.086532 0.535690 0.022 Uiso 1 1 calc R . . . .
H13B H 0.675219 0.306356 0.546285 0.022 Uiso 1 1 calc R . . . .
C14 C 0.53340(19) 0.0989(4) 0.44051(12) 0.0183(6) Uani 1 1 d . . . . .
H14A H 0.470721 0.100413 0.436539 0.022 Uiso 1 1 calc R . . . .
H14B H 0.555936 -0.022820 0.457987 0.022 Uiso 1 1 calc R . . . .
C15 C 0.55178(18) 0.1168(4) 0.38142(11) 0.0175(6) Uani 1 1 d . . . . .
H15A H 0.612557 0.087626 0.383322 0.021 Uiso 1 1 calc R . . . .
H15B H 0.515077 0.029808 0.353788 0.021 Uiso 1 1 calc R . . . .
C16 C 0.47080(16) 0.3488(4) 0.32082(11) 0.0161(6) Uani 1 1 d . . . . .
H16 H 0.448182 0.248133 0.295651 0.019 Uiso 1 1 calc R . . . .
C17 C 0.43363(16) 0.5332(4) 0.30753(11) 0.0152(6) Uani 1 1 d . . . . .
C18 C 0.38338(17) 0.5745(4) 0.25060(12) 0.0174(6) Uani 1 1 d . . . . .
C19 C 0.38245(18) 0.4557(4) 0.20266(12) 0.0231(7) Uani 1 1 d . . . . .
H19 H 0.414841 0.342441 0.208012 0.028 Uiso 1 1 calc R . . . .
C20 C 0.33554(18) 0.5028(5) 0.14910(12) 0.0275(7) Uani 1 1 d . . . . .
H20 H 0.335395 0.420702 0.117875 0.033 Uiso 1 1 calc R . . . .
C21 C 0.28775(19) 0.6692(5) 0.13921(13) 0.0311(8) Uani 1 1 d . . . . .
H21 H 0.256330 0.700955 0.101565 0.037 Uiso 1 1 calc R . . . .
C22 C 0.28673(18) 0.7857(5) 0.18429(13) 0.0257(7) Uani 1 1 d . . . . .
H22 H 0.253629 0.897949 0.177807 0.031 Uiso 1 1 calc R . . . .
C23 C 0.33413(17) 0.7419(4) 0.24042(12) 0.0192(6) Uani 1 1 d . . . . .
C24 C 0.33288(17) 0.8599(4) 0.28778(12) 0.0208(6) Uani 1 1 d . . . . .
H24 H 0.297621 0.968997 0.281904 0.025 Uiso 1 1 calc R . . . .
C25 C 0.38076(16) 0.8211(4) 0.34127(12) 0.0182(6) Uani 1 1 d . . . . .
H25 H 0.377343 0.902542 0.371985 0.022 Uiso 1 1 calc R . . . .
C26 C 0.43621(16) 0.6610(4) 0.35273(11) 0.0152(6) Uani 1 1 d . . . . .
O3S O 0.8992(2) -0.0071(5) 0.44672(14) 0.0771(10) Uani 1 1 d . . . . .
C27S C 0.9305(3) -0.1600(7) 0.4592(2) 0.0604(12) Uani 1 1 d . . . . .
C28S C 0.9001(4) -0.2781(8) 0.5030(2) 0.093(2) Uani 1 1 d . . . . .
H28A H 0.921782 -0.223822 0.541299 0.140 Uiso 1 1 calc GR . . . .
H28B H 0.921542 -0.407076 0.502495 0.140 Uiso 1 1 calc GR . . . .
H28C H 0.837336 -0.279561 0.493561 0.140 Uiso 1 1 calc GR . . . .
C29S C 1.0017(3) -0.2266(9) 0.4337(3) 0.110(3) Uani 1 1 d . . . . .
H29A H 1.013035 -0.131334 0.406927 0.165 Uiso 1 1 calc GR . . . .
H29B H 0.985043 -0.345123 0.413083 0.165 Uiso 1 1 calc GR . . . .
H29C H 1.053607 -0.246661 0.464315 0.165 Uiso 1 1 calc GR . . . .


_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 Cl1 2.3217(8) . ?
Fe1 O1 1.9253(19) . ?
Fe1 O2 1.9704(18) . ?
Fe1 N1 2.139(2) . ?
Fe1 N2 2.235(2) . ?
Fe1 N3 2.102(2) . ?
O1 C1 1.309(3) . ?
O2 C26 1.313(3) . ?
N1 C11 1.298(3) . ?
N1 C12 1.472(4) . ?
N2 H2 1.0000 . ?
N2 C13 1.476(3) . ?
N2 C14 1.489(3) . ?
N3 C15 1.458(4) . ?
N3 C16 1.282(3) . ?
C1 C2 1.429(4) . ?
C1 C10 1.401(4) . ?
C2 H2A 0.9500 . ?
C2 C3 1.359(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.421(4) . ?
C4 C5 1.417(4) . ?
C4 C9 1.415(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.364(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.398(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.372(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.423(4) . ?
C9 C10 1.450(4) . ?
C10 C11 1.433(4) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.509(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.525(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16 0.9500 . ?
C16 C17 1.442(4) . ?
C17 C18 1.440(4) . ?
C17 C26 1.408(4) . ?
C18 C19 1.425(4) . ?
C18 C23 1.416(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.366(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.398(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.367(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.413(4) . ?
C23 C24 1.418(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.357(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.430(4) . ?
O3S C27S 1.204(5) . ?
C27S C28S 1.516(7) . ?
C27S C29S 1.504(7) . ?
C28S H28A 0.9800 . ?
C28S H28B 0.9800 . ?
C28S H28C 0.9800 . ?
C29S H29A 0.9800 . ?
C29S H29B 0.9800 . ?
C29S H29C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 Cl1 100.60(6) . . ?
O1 Fe1 O2 92.43(8) . . ?
O1 Fe1 N1 84.62(8) . . ?
O1 Fe1 N2 159.27(8) . . ?
O1 Fe1 N3 97.24(8) . . ?
O2 Fe1 Cl1 92.22(6) . . ?
O2 Fe1 N1 172.00(8) . . ?
O2 Fe1 N2 106.22(8) . . ?
O2 Fe1 N3 83.03(8) . . ?
N1 Fe1 Cl1 95.63(6) . . ?
N1 Fe1 N2 75.68(9) . . ?
N2 Fe1 Cl1 87.89(6) . . ?
N3 Fe1 Cl1 161.71(7) . . ?
N3 Fe1 N1 89.95(9) . . ?
N3 Fe1 N2 76.61(8) . . ?
C1 O1 Fe1 135.73(18) . . ?
C26 O2 Fe1 126.45(16) . . ?
C11 N1 Fe1 126.61(19) . . ?
C11 N1 C12 116.2(2) . . ?
C12 N1 Fe1 117.08(17) . . ?
Fe1 N2 H2 108.5 . . ?
C13 N2 Fe1 106.60(16) . . ?
C13 N2 H2 108.5 . . ?
C13 N2 C14 113.8(2) . . ?
C14 N2 Fe1 110.86(16) . . ?
C14 N2 H2 108.5 . . ?
C15 N3 Fe1 112.95(16) . . ?
C16 N3 Fe1 126.20(19) . . ?
C16 N3 C15 119.5(2) . . ?
O1 C1 C2 117.0(2) . . ?
O1 C1 C10 124.0(3) . . ?
C10 C1 C2 119.0(2) . . ?
C1 C2 H2A 119.4 . . ?
C3 C2 C1 121.1(3) . . ?
C3 C2 H2A 119.4 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.5(3) . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 120.8(3) . . ?
C9 C4 C3 119.1(3) . . ?
C9 C4 C5 120.1(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 120.5 . . ?
C5 C6 C7 119.1(3) . . ?
C7 C6 H6 120.5 . . ?
C6 C7 H7 119.3 . . ?
C8 C7 C6 121.4(3) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 120.9(3) . . ?
C9 C8 H8 119.5 . . ?
C4 C9 C8 117.2(2) . . ?
C4 C9 C10 119.1(3) . . ?
C8 C9 C10 123.6(3) . . ?
C1 C10 C9 120.0(3) . . ?
C1 C10 C11 121.1(2) . . ?
C11 C10 C9 118.8(3) . . ?
N1 C11 C10 126.6(3) . . ?
N1 C11 H11 116.7 . . ?
C10 C11 H11 116.7 . . ?
N1 C12 H12A 109.7 . . ?
N1 C12 H12B 109.7 . . ?
N1 C12 C13 109.7(2) . . ?
H12A C12 H12B 108.2 . . ?
C13 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
N2 C13 C12 109.7(2) . . ?
N2 C13 H13A 109.7 . . ?
N2 C13 H13B 109.7 . . ?
C12 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
N2 C14 C15 110.8(2) . . ?
H14A C14 H14B 108.1 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
N3 C15 C14 105.3(2) . . ?
N3 C15 H15A 110.7 . . ?
N3 C15 H15B 110.7 . . ?
C14 C15 H15A 110.7 . . ?
C14 C15 H15B 110.7 . . ?
H15A C15 H15B 108.8 . . ?
N3 C16 H16 117.9 . . ?
N3 C16 C17 124.2(3) . . ?
C17 C16 H16 117.9 . . ?
C18 C17 C16 120.1(2) . . ?
C26 C17 C16 118.8(2) . . ?
C26 C17 C18 120.4(2) . . ?
C19 C18 C17 122.8(3) . . ?
C23 C18 C17 119.7(3) . . ?
C23 C18 C19 117.5(2) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.8(3) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.5(3) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.3(3) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.0(3) . . ?
C23 C22 H22 119.5 . . ?
C18 C23 C24 118.3(2) . . ?
C22 C23 C18 119.9(3) . . ?
C22 C23 C24 121.8(3) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 C23 121.7(3) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 H25 119.1 . . ?
C24 C25 C26 121.9(3) . . ?
C26 C25 H25 119.1 . . ?
O2 C26 C17 124.1(2) . . ?
O2 C26 C25 118.2(2) . . ?
C17 C26 C25 117.6(2) . . ?
O3S C27S C28S 119.1(5) . . ?
O3S C27S C29S 119.7(5) . . ?
C29S C27S C28S 121.2(5) . . ?
C27S C28S H28A 109.5 . . ?
C27S C28S H28B 109.5 . . ?
C27S C28S H28C 109.5 . . ?
H28A C28S H28B 109.5 . . ?
H28A C28S H28C 109.5 . . ?
H28B C28S H28C 109.5 . . ?
C27S C29S H29A 109.5 . . ?
C27S C29S H29B 109.5 . . ?
C27S C29S H29C 109.5 . . ?
H29A C29S H29B 109.5 . . ?
H29A C29S H29C 109.5 . . ?
H29B C29S H29C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_6_293K
_database_code_depnum_ccdc_archive 'CCDC 1062793'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H23 Br2 Cl Fe N3 O4'
_chemical_formula_sum            'C21 H23 Br2 Cl Fe N3 O4'
_chemical_formula_weight         632.54
_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'
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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.1850(10)
_cell_length_b                   16.5136(9)
_cell_length_c                   13.1192(9)
_cell_angle_alpha                90
_cell_angle_beta                 114.409(9)
_cell_angle_gamma                90
_cell_volume                     2403.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4446
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.865
_cell_measurement_theta_min      4.086
_shelx_estimated_absorpt_T_max   0.426
_shelx_estimated_absorpt_T_min   0.291
_exptl_absorpt_coefficient_mu    4.096
_exptl_absorpt_correction_T_max  0.686
_exptl_absorpt_correction_T_min  0.224
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, Agilent Technologies'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1260
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 (CrysAlisPro; Agilent, 2012)
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0653
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9330
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.977
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3005
_reflns_number_total             4904
_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
_computing_data_collection       '(CrysAlisPro; Agilent, 2012)'
_computing_data_reduction        CrysAlisPro
_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         0.502
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4904
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1041
_refine_ls_R_factor_gt           0.0478
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0346P)²+0.9936P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0922
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All Cl(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C13(H13), C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 1.0516(4) 0.8247(2) 0.0930(3) 0.0344(10) Uani 1 1 d . . . . .
C2 C 1.1402(4) 0.7962(3) 0.0581(3) 0.0421(11) Uani 1 1 d . . . . .
C3 C 1.1343(4) 0.8171(3) -0.0449(4) 0.0513(12) Uani 1 1 d . . . . .
H3 H 1.194309 0.797846 -0.067530 0.062 Uiso 1 1 calc R . . . .
C4 C 1.0416(5) 0.8661(3) -0.1174(4) 0.0548(13) Uani 1 1 d . . . . .
H4 H 1.038234 0.879955 -0.188910 0.066 Uiso 1 1 calc R . . . .
C5 C 0.9561(4) 0.8938(3) -0.0848(3) 0.0449(11) Uani 1 1 d . . . . .
C6 C 0.9582(4) 0.8745(2) 0.0203(3) 0.0352(10) Uani 1 1 d . . . . .
C7 C 0.8786(3) 0.9128(2) 0.0617(3) 0.0356(10) Uani 1 1 d . . . . .
H7 H 0.837552 0.960182 0.024202 0.043 Uiso 1 1 calc R . . . .
C8 C 0.7948(4) 0.9437(3) 0.1892(3) 0.0440(11) Uani 1 1 d . . . . .
H8A H 0.726957 0.914865 0.196211 0.053 Uiso 1 1 calc R . . . .
H8B H 0.761109 0.989332 0.136499 0.053 Uiso 1 1 calc R . . . .
C9 C 0.8792(4) 0.9762(3) 0.3026(3) 0.0473(12) Uani 1 1 d . . . . .
H9A H 0.949943 1.000665 0.295632 0.057 Uiso 1 1 calc R . . . .
H9B H 0.837318 1.019792 0.324293 0.057 Uiso 1 1 calc R . . . .
C10 C 0.9234(4) 0.9138(2) 0.3954(3) 0.0426(11) Uani 1 1 d . . . . .
H10A H 0.967579 0.941887 0.467550 0.051 Uiso 1 1 calc R . . . .
H10B H 0.852822 0.886608 0.399294 0.051 Uiso 1 1 calc R . . . .
C11 C 1.0522(4) 0.7978(3) 0.4795(3) 0.0451(12) Uani 1 1 d . . . . .
H11A H 0.986008 0.777124 0.497481 0.054 Uiso 1 1 calc R . . . .
H11B H 1.108991 0.828291 0.545103 0.054 Uiso 1 1 calc R . . . .
C12 C 1.1161(4) 0.7288(3) 0.4540(3) 0.0455(12) Uani 1 1 d . . . . .
H12A H 1.190123 0.748290 0.448183 0.055 Uiso 1 1 calc R . . . .
H12B H 1.139274 0.687835 0.514406 0.055 Uiso 1 1 calc R . . . .
C13 C 1.0306(4) 0.6159(3) 0.3363(3) 0.0377(10) Uani 1 1 d . . . . .
H13 H 1.079634 0.585041 0.399911 0.045 Uiso 1 1 calc R . . . .
C14 C 0.9592(4) 0.5717(2) 0.2358(3) 0.0380(10) Uani 1 1 d . . . . .
C15 C 0.9577(4) 0.4862(3) 0.2356(4) 0.0459(12) Uani 1 1 d . . . . .
C16 C 0.8961(4) 0.4415(3) 0.1436(4) 0.0526(13) Uani 1 1 d . . . . .
H16 H 0.895381 0.384065 0.147850 0.063 Uiso 1 1 calc R . . . .
C17 C 0.8334(4) 0.4811(3) 0.0424(4) 0.0494(12) Uani 1 1 d . . . . .
H17 H 0.791896 0.450141 -0.023482 0.059 Uiso 1 1 calc R . . . .
C18 C 0.8307(4) 0.5635(3) 0.0361(3) 0.0388(11) Uani 1 1 d . . . . .
C19 C 0.8914(4) 0.6117(2) 0.1325(3) 0.0348(10) Uani 1 1 d . . . . .
C20 C 0.8350(4) 0.6359(3) -0.1170(4) 0.0666(15) Uani 1 1 d . . . . .
H20A H 0.879065 0.593139 -0.135989 0.100 Uiso 1 1 calc GR . . . .
H20B H 0.892400 0.674336 -0.065244 0.100 Uiso 1 1 calc GR . . . .
H20C H 0.782307 0.664351 -0.185295 0.100 Uiso 1 1 calc GR . . . .
C21 C 1.3181(5) 0.7195(3) 0.1057(5) 0.0677(15) Uani 1 1 d . . . . .
H21A H 1.367434 0.764897 0.100693 0.102 Uiso 1 1 calc GR . . . .
H21B H 1.282191 0.691741 0.033296 0.102 Uiso 1 1 calc GR . . . .
H21C H 1.368816 0.681437 0.163209 0.102 Uiso 1 1 calc GR . . . .
N1 N 0.8586(3) 0.88815(19) 0.1451(2) 0.0324(8) Uani 1 1 d . . . . .
N2 N 1.0029(3) 0.8517(2) 0.3808(3) 0.0369(9) Uani 1 1 d . . . . .
N3 N 1.0339(3) 0.6929(2) 0.3475(2) 0.0357(8) Uani 1 1 d . . . . .
O1 O 1.0625(2) 0.80589(17) 0.1939(2) 0.0388(7) Uani 1 1 d . . . . .
O2 O 0.8844(2) 0.69044(16) 0.1218(2) 0.0406(7) Uani 1 1 d . . . . .
O3 O 1.2268(3) 0.7485(2) 0.1341(2) 0.0622(9) Uani 1 1 d . . . . .
O4 O 0.7639(2) 0.60085(18) -0.0652(2) 0.0454(8) Uani 1 1 d . . . . .
Fe1 Fe 0.92720(5) 0.77729(3) 0.22902(4) 0.03130(16) Uani 1 1 d . . . . .
Br1 Br 0.83131(5) 0.96017(3) -0.18659(4) 0.06788(19) Uani 1 1 d . . . . .
Br2 Br 1.04589(5) 0.42885(3) 0.37201(5) 0.0741(2) Uani 1 1 d . . . . .
Cl1 Cl 0.75541(10) 0.75202(7) 0.26344(8) 0.0469(3) Uani 1 1 d . . . . .
H2 H 1.064(4) 0.875(3) 0.375(4) 0.056 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.416(6) . ?
C1 C6 1.409(5) . ?
C1 O1 1.312(4) . ?
C2 C3 1.367(6) . ?
C2 O3 1.364(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.359(6) . ?
C5 C6 1.405(5) . ?
C5 Br1 1.902(4) . ?
C6 C7 1.439(6) . ?
C7 H7 0.9500 . ?
C7 N1 1.282(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.514(6) . ?
C8 N1 1.468(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.514(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 N2 1.476(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.495(6) . ?
C11 N2 1.479(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 N3 1.466(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.442(5) . ?
C13 N3 1.278(5) . ?
C14 C15 1.412(6) . ?
C14 C19 1.424(5) . ?
C15 C16 1.348(6) . ?
C15 Br2 1.915(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.363(6) . ?
C18 C19 1.417(5) . ?
C18 O4 1.384(5) . ?
C19 O2 1.307(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 O4 1.426(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 O3 1.396(6) . ?
N1 Fe1 2.122(3) . ?
N2 Fe1 2.193(3) . ?
N2 H2 0.86(4) . ?
N3 Fe1 2.092(3) . ?
O1 Fe1 1.944(3) . ?
O2 Fe1 1.924(3) . ?
Fe1 Cl1 2.3539(13) . ?

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
C6 C1 C2 119.0(4) . . ?
O1 C1 C2 118.4(4) . . ?
O1 C1 C6 122.6(4) . . ?
C3 C2 C1 120.1(4) . . ?
O3 C2 C1 114.7(4) . . ?
O3 C2 C3 125.2(4) . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.1(4) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 121.8(4) . . ?
C4 C5 Br1 117.9(3) . . ?
C6 C5 Br1 120.3(4) . . ?
C1 C6 C7 118.8(3) . . ?
C5 C6 C1 118.6(4) . . ?
C5 C6 C7 122.0(4) . . ?
C6 C7 H7 117.3 . . ?
N1 C7 C6 125.4(4) . . ?
N1 C7 H7 117.3 . . ?
H8A C8 H8B 108.1 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
N1 C8 C9 110.7(3) . . ?
C8 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C8 114.9(4) . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
N2 C10 C9 113.8(3) . . ?
N2 C10 H10A 108.8 . . ?
N2 C10 H10B 108.8 . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
N2 C11 H11A 109.9 . . ?
N2 C11 H11B 109.9 . . ?
N2 C11 C12 108.9(3) . . ?
C11 C12 H12A 110.1 . . ?
C11 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
N3 C12 C11 107.9(3) . . ?
N3 C12 H12A 110.1 . . ?
N3 C12 H12B 110.1 . . ?
C14 C13 H13 117.0 . . ?
N3 C13 H13 117.0 . . ?
N3 C13 C14 126.0(4) . . ?
C15 C14 C13 120.7(4) . . ?
C15 C14 C19 117.4(4) . . ?
C19 C14 C13 121.9(4) . . ?
C14 C15 Br2 119.4(3) . . ?
C16 C15 C14 123.5(4) . . ?
C16 C15 Br2 117.1(3) . . ?
C15 C16 H16 120.7 . . ?
C15 C16 C17 118.7(4) . . ?
C17 C16 H16 120.7 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.1(4) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 C19 121.1(4) . . ?
C17 C18 O4 119.5(4) . . ?
O4 C18 C19 119.3(4) . . ?
C18 C19 C14 118.2(4) . . ?
O2 C19 C14 123.4(3) . . ?
O2 C19 C18 118.4(4) . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
C7 N1 C8 117.2(3) . . ?
C7 N1 Fe1 122.9(3) . . ?
C8 N1 Fe1 119.6(3) . . ?
C10 N2 C11 110.8(3) . . ?
C10 N2 Fe1 117.0(2) . . ?
C10 N2 H2 110(3) . . ?
C11 N2 Fe1 108.9(2) . . ?
C11 N2 H2 107(3) . . ?
Fe1 N2 H2 103(3) . . ?
C12 N3 Fe1 114.1(3) . . ?
C13 N3 C12 119.2(3) . . ?
C13 N3 Fe1 126.6(3) . . ?
C1 O1 Fe1 123.7(2) . . ?
C19 O2 Fe1 132.6(2) . . ?
C2 O3 C21 117.7(4) . . ?
C18 O4 C20 114.0(3) . . ?
N1 Fe1 N2 85.12(12) . . ?
N1 Fe1 Cl1 93.52(9) . . ?
N2 Fe1 Cl1 89.94(10) . . ?
N3 Fe1 N1 161.94(12) . . ?
N3 Fe1 N2 78.45(13) . . ?
N3 Fe1 Cl1 93.91(10) . . ?
O1 Fe1 N1 81.86(12) . . ?
O1 Fe1 N2 89.95(12) . . ?
O1 Fe1 N3 90.59(12) . . ?
O1 Fe1 Cl1 175.38(9) . . ?
O2 Fe1 N1 109.53(11) . . ?
O2 Fe1 N2 165.25(12) . . ?
O2 Fe1 N3 86.80(12) . . ?
O2 Fe1 O1 90.46(12) . . ?
O2 Fe1 Cl1 90.82(9) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C8 H8A Cl1 0.99 2.81 3.403(5) 119.4 . yes
C10 H10B Cl1 0.99 2.79 3.376(4) 118.5 . yes
C13 H13 Br2 0.95 2.61 3.119(4) 113.7 . yes
C20 H20B O2 0.98 2.51 3.070(5) 116.1 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -0.3(7) . . . . ?
C1 C2 O3 C21 -179.0(4) . . . . ?
C1 C6 C7 N1 -23.1(6) . . . . ?
C2 C1 C6 C5 0.2(6) . . . . ?
C2 C1 C6 C7 -171.2(4) . . . . ?
C2 C1 O1 Fe1 -140.7(3) . . . . ?
C2 C3 C4 C5 0.3(7) . . . . ?
C3 C2 O3 C21 1.1(7) . . . . ?
C3 C4 C5 C6 0.0(7) . . . . ?
C3 C4 C5 Br1 -179.8(3) . . . . ?
C4 C5 C6 C1 -0.2(6) . . . . ?
C4 C5 C6 C7 170.9(4) . . . . ?
C5 C6 C7 N1 165.8(4) . . . . ?
C6 C1 C2 C3 0.0(6) . . . . ?
C6 C1 C2 O3 -180.0(4) . . . . ?
C6 C1 O1 Fe1 41.7(5) . . . . ?
C6 C7 N1 C8 167.7(4) . . . . ?
C6 C7 N1 Fe1 -6.5(5) . . . . ?
C8 C9 C10 N2 66.9(5) . . . . ?
C9 C8 N1 C7 -109.1(4) . . . . ?
C9 C8 N1 Fe1 65.2(4) . . . . ?
C9 C10 N2 C11 174.4(4) . . . . ?
C9 C10 N2 Fe1 -60.0(4) . . . . ?
C11 C12 N3 C13 -140.4(4) . . . . ?
C11 C12 N3 Fe1 37.5(4) . . . . ?
C12 C11 N2 C10 171.3(3) . . . . ?
C12 C11 N2 Fe1 41.2(4) . . . . ?
C13 C14 C15 C16 -177.7(4) . . . . ?
C13 C14 C15 Br2 2.8(6) . . . . ?
C13 C14 C19 C18 175.5(4) . . . . ?
C13 C14 C19 O2 -3.0(6) . . . . ?
C14 C13 N3 C12 -177.0(4) . . . . ?
C14 C13 N3 Fe1 5.4(6) . . . . ?
C14 C15 C16 C17 2.1(7) . . . . ?
C14 C19 O2 Fe1 -13.5(6) . . . . ?
C15 C14 C19 C18 -2.2(6) . . . . ?
C15 C14 C19 O2 179.3(4) . . . . ?
C15 C16 C17 C18 -2.1(7) . . . . ?
C16 C17 C18 C19 -0.1(7) . . . . ?
C16 C17 C18 O4 -177.7(4) . . . . ?
C17 C18 C19 C14 2.2(6) . . . . ?
C17 C18 C19 O2 -179.2(4) . . . . ?
C17 C18 O4 C20 -106.7(5) . . . . ?
C18 C19 O2 Fe1 168.0(3) . . . . ?
C19 C14 C15 C16 0.0(7) . . . . ?
C19 C14 C15 Br2 -179.5(3) . . . . ?
C19 C18 O4 C20 75.6(5) . . . . ?
N1 C8 C9 C10 -67.3(5) . . . . ?
N2 C11 C12 N3 -51.4(5) . . . . ?
N3 C13 C14 C15 -176.2(4) . . . . ?
N3 C13 C14 C19 6.1(7) . . . . ?
O1 C1 C2 C3 -177.6(4) . . . . ?
O1 C1 C2 O3 2.4(6) . . . . ?
O1 C1 C6 C5 177.8(4) . . . . ?
O1 C1 C6 C7 6.4(6) . . . . ?
O3 C2 C3 C4 179.7(4) . . . . ?
O4 C18 C19 C14 179.8(4) . . . . ?
O4 C18 C19 O2 -1.6(6) . . . . ?
Br1 C5 C6 C1 179.6(3) . . . . ?
Br1 C5 C6 C7 -9.3(6) . . . . ?
Br2 C15 C16 C17 -178.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_5_150K
_database_code_depnum_ccdc_archive 'CCDC 1062792'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H29 Cl Fe N3 O4'
_chemical_formula_sum            'C23 H29 Cl Fe N3 O4'
_chemical_formula_weight         502.79
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8897(6)
_cell_length_b                   10.8138(6)
_cell_length_c                   22.2761(13)
_cell_angle_alpha                90.162(5)
_cell_angle_beta                 91.327(5)
_cell_angle_gamma                107.242(5)
_cell_volume                     2274.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7225
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.24
_cell_measurement_theta_min      4.14
_shelx_estimated_absorpt_T_max   0.854
_shelx_estimated_absorpt_T_min   0.786
_exptl_absorpt_coefficient_mu    0.816
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis Pro, Rigaku Oxford Diffraction Ltd.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1052
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_special_details           '(CrysAlisPro; Agilent, 2012)'
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0496
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            23677
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.040
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur S CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6642
_reflns_number_total             9274
_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
_computing_data_collection       '(CrysAlisPro; Agilent, 2012)'
_computing_data_reduction        CrysAlisPro
_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    'SIR2011 (Burla et al., 2007)'
_refine_diff_density_max         1.024
_refine_diff_density_min         -0.876
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     584
_refine_ls_number_reflns         9274
_refine_ls_number_restraints     433
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0586P)²+2.7086P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1258
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C30A-N4A \\sim C30B-N4B \\sim C36-N6
 with sigma of 0.001
 N4A-C31A \\sim N4B-C31B \\sim N6-C35A \\sim N6-C35B
 with sigma of 0.001
 C31A-C32A \\sim C31B-C32B \\sim C33A-C34A \\sim C34A-C35A \\sim C33B-C34B
\\sim C34B-C35B
 with sigma of 0.001
 N5A-C32A \\sim N5A-C33A \\sim N5B-C32B \\sim N5B-C33B
 with sigma of 0.001
 C29A-N4A \\sim C29B-N4B
 with sigma of 0.02
 C30A-C31A \\sim C30B-C31B \\sim C36-C35A \\sim C36-C35B
 with sigma of 0.02
 N4A-C32A \\sim N4B-C32B
 with sigma of 0.02
 C31A-N5A \\sim C31B-N5B
 with sigma of 0.02
 C32A-C33A \\sim C32B-C33B
 with sigma of 0.02
 N5A-C34A \\sim N5B-C34B
 with sigma of 0.02
 C33A-C35A \\sim C33B-C35B
 with sigma of 0.02
 N6-C34A \\sim N6-C34B
 with sigma of 0.02
 C2A-O3A \\sim C2B-O3B
 with sigma of 0.02
 O7-C45 \\sim O8A-C47A \\sim O8B-C47B \\sim O3A-C22A \\sim O3B-C22B
 with sigma of 0.001
 C45-C46 \\sim C47A-C48A \\sim C47B-C48B \\sim C22A-C23A \\sim C22B-C23B
 with sigma of 0.001
 C41-C45 \\sim C25A-C47A \\sim C25B-C47B \\sim C2A-C22A \\sim C2B-C22B
 with sigma of 0.02
 O7-C46 \\sim O8A-C48A \\sim O8B-C48B \\sim O3A-C23A \\sim O3B-C23B
 with sigma of 0.02
 C6A-C7 \\sim C6B-C7
 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(O5A) = Uanis(O5B) = Uanis(O6)
Uanis(O8A) = Uanis(O8B)
Uanis(C47A) = Uanis(C47B)
Uanis(C48A) = Uanis(C48B)
Uanis(C30A) = Uanis(C30B)
Uanis(C24A) = Uanis(C24B)
Uanis(C25A) = Uanis(C25B)
Uanis(C26A) = Uanis(C26B)
Uanis(C27A) = Uanis(C27B)
Uanis(C28A) = Uanis(C28B)
Uanis(C29A) = Uanis(C29B)
Uanis(C1A) = Uanis(C1B) = Uanis(C6A) = Uanis(C6B)
Uanis(C2A) = Uanis(C2B)
Uanis(C3A) = Uanis(C3B)
Uanis(C4A) = Uanis(C4B)
Uanis(C5A) = Uanis(C5B)
Uanis(C34A) = Uanis(C34B)
4. Rigid body (RIGU) restrains
 C6A, C1A, C2A, C3A, C4A, C5A, O3A, C22A, C23A, C6B, C1B, C2B, C3B, C4B, C5B,
 O3B, C22B, C23B, O5A, C24A, C25A, C26A, C27A, C28A, C29A, O8A, C30A, N4A, N5A,
 C31A, C32A, C33A, C34A, C35A, C47A, C48A, O5B, C24B, C25B, C26B, C27B, C28B,
 C29B, O8B, C30B, N4B, N5B, C31B, C32B, C33B, C34B, C35B, C47B, C48B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H7B)=Sof(C6B)=Sof(C1B)=Sof(C2B)=Sof(C3B)=Sof(H3B)=Sof(C4B)=Sof(H4B)=
 Sof(C5B)=Sof(H5BA)=Sof(O3B)=Sof(C22B)=Sof(H22C)=Sof(H22D)=Sof(C23B)=Sof(H23D)=
 Sof(H23E)=Sof(H23F)=1-FVAR(1)
 Sof(H7A)=Sof(C6A)=Sof(C1A)=Sof(C2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(H4A)=
 Sof(C5A)=Sof(H5AA)=Sof(O3A)=Sof(C22A)=Sof(H22A)=Sof(H22B)=Sof(C23A)=Sof(H23A)=
 Sof(H23B)=Sof(H23C)=FVAR(1)
 Sof(O5B)=Sof(C24B)=Sof(C25B)=Sof(C26B)=Sof(H26B)=Sof(C27B)=Sof(H27B)=
 Sof(C28B)=Sof(H28B)=Sof(C29B)=Sof(O8B)=Sof(C30B)=Sof(H30B)=Sof(N4B)=Sof(N5B)=
 Sof(H5B)=Sof(C31B)=Sof(H31C)=Sof(H31D)=Sof(C32B)=Sof(H32C)=Sof(H32D)=Sof(C33B)=
 Sof(H33C)=Sof(H33D)=Sof(C34B)=Sof(H34C)=Sof(H34D)=Sof(C35B)=Sof(H35C)=
 Sof(H35D)=Sof(C47B)=Sof(H47C)=Sof(H47D)=Sof(C48B)=Sof(H48D)=Sof(H48E)=
 Sof(H48F)=1-FVAR(2)
 Sof(O5A)=Sof(C24A)=Sof(C25A)=Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27A)=
 Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(O8A)=Sof(C30A)=Sof(H30A)=Sof(N4A)=Sof(N5A)=
 Sof(H5A)=Sof(C31A)=Sof(H31A)=Sof(H31B)=Sof(C32A)=Sof(H32A)=Sof(H32B)=Sof(C33A)=
 Sof(H33A)=Sof(H33B)=Sof(C34A)=Sof(H34A)=Sof(H34B)=Sof(C35A)=Sof(H35A)=
 Sof(H35B)=Sof(C47A)=Sof(H47A)=Sof(H47B)=Sof(C48A)=Sof(H48A)=Sof(H48B)=
 Sof(H48C)=FVAR(2)
6.a Free rotating group:
 O5A(C24A,C25A,C26A,C27A,C28A,C29A,O8A,C30A,N4A,N5A,C31A,C32A,C33A,C34A,C35A,
 C47A,C48A), O5B(C24B,C25B,C26B,C27B,C28B,C29B,O8B,C30B,N4B,N5B,C31B,C32B,C33B,
 C34B,C35B,C47B,C48B)
6.b Ternary CH refined with riding coordinates:
 N2(H2), N5A(H5A), N5B(H5B)
6.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C20(H20A,H20B), C45(H45A,H45B), C22A(H22A,H22B), C22B(H22C,H22D), C31A(H31A,
 H31B), C32A(H32A,H32B), C33A(H33A,H33B), C34A(H34A,H34B), C35A(H35A,H35B),
 C47A(H47A,H47B), C31B(H31C,H31D), C32B(H32C,H32D), C33B(H33C,H33D), C34B(H34C,
 H34D), C35B(H35C,H35D), C47B(H47C,H47D)
6.d Me refined with riding coordinates:
 C23A(H23A,H23B,H23C), C23B(H23D,H23E,H23F), C48A(H48A,H48B,H48C), C48B(H48D,
 H48E,H48F)
6.e Aromatic/amide H refined with riding coordinates:
 C7(H7A), C7(H7B), C13(H13), C15(H15), C16(H16), C17(H17), C36(H36), C38(H38),
 C39(H39), C40(H40), C3A(H3A), C4A(H4A), C5A(H5AA), C3B(H3B), C4B(H4B),
 C5B(H5BA), C26A(H26A), C27A(H27A), C28A(H28A), C30A(H30A), C26B(H26B),
 C27B(H27B), C28B(H28B), C30B(H30B)
6.f Fitted hexagon refined as free rotating group:
 C6A(C1A,C2A,C3A,C4A,C5A), C6B(C1B,C2B,C3B,C4B,C5B)
6.g Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C46(H46A,H46B,H46C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.97928(4) 0.86822(4) 0.33029(2) 0.02273(12) Uani 1 1 d . . . . .
Fe2 Fe 0.99318(4) 0.37156(4) 0.17054(2) 0.01891(12) Uani 1 1 d . . . . .
Cl1 Cl 1.12495(9) 0.72550(8) 0.33124(4) 0.0363(2) Uani 1 1 d . . . . .
Cl2 Cl 1.13802(9) 0.22953(8) 0.17058(4) 0.03056(19) Uani 1 1 d . . . . .
C7 C 0.7539(3) 0.6540(3) 0.26715(14) 0.0249(7) Uani 1 1 d D . . . .
H7A H 0.704285 0.614141 0.231762 0.030 Uiso 0.481(6) 1 calc R . P A 1
H7B H 0.707890 0.611093 0.231679 0.030 Uiso 0.519(6) 1 calc R . P A 2
C8 C 0.8749(3) 0.8239(3) 0.20275(14) 0.0296(7) Uani 1 1 d . . . . .
H8A H 0.831561 0.895235 0.198723 0.036 Uiso 1 1 calc R . . . .
H8B H 0.834453 0.758966 0.170713 0.036 Uiso 1 1 calc R . . . .
C9 C 1.0339(4) 0.8757(3) 0.19744(15) 0.0336(8) Uani 1 1 d . . . . .
H9A H 1.075449 0.802993 0.195810 0.040 Uiso 1 1 calc R . . . .
H9B H 1.057605 0.926255 0.160149 0.040 Uiso 1 1 calc R . . . .
C10 C 1.2487(3) 0.9982(3) 0.25247(17) 0.0343(8) Uani 1 1 d . . . . .
H10A H 1.283966 1.039660 0.214005 0.041 Uiso 1 1 calc R . . . .
H10B H 1.279821 0.919551 0.256359 0.041 Uiso 1 1 calc R . . . .
C11 C 1.3149(3) 1.0909(3) 0.30364(17) 0.0370(9) Uani 1 1 d . . . . .
H11A H 1.283144 1.169093 0.299441 0.044 Uiso 1 1 calc R . . . .
H11B H 1.418991 1.118202 0.299325 0.044 Uiso 1 1 calc R . . . .
C12 C 1.2818(3) 1.0383(3) 0.36698(16) 0.0323(8) Uani 1 1 d . . . . .
H12A H 1.306443 0.956373 0.371222 0.039 Uiso 1 1 calc R . . . .
H12B H 1.339448 1.101332 0.396768 0.039 Uiso 1 1 calc R . . . .
C13 C 1.0951(3) 1.0844(3) 0.41835(15) 0.0295(8) Uani 1 1 d . . . . .
H13 H 1.168542 1.139609 0.442774 0.035 Uiso 1 1 calc R . . . .
C14 C 0.9520(3) 1.0855(3) 0.42912(14) 0.0269(7) Uani 1 1 d . . . . .
C15 C 0.9254(4) 1.1445(4) 0.48236(15) 0.0377(9) Uani 1 1 d . . . . .
H15 H 1.000564 1.179705 0.510608 0.045 Uiso 1 1 calc R . . . .
C16 C 0.7934(4) 1.1513(4) 0.49362(15) 0.0400(9) Uani 1 1 d . . . . .
H16 H 0.776393 1.191862 0.529370 0.048 Uiso 1 1 calc R . . . .
C17 C 0.6841(4) 1.0990(3) 0.45277(15) 0.0322(8) Uani 1 1 d . . . . .
H17 H 0.591315 1.101630 0.461291 0.039 Uiso 1 1 calc R . . . .
C18 C 0.7075(3) 1.0427(3) 0.39941(13) 0.0232(7) Uani 1 1 d . . . . .
C19 C 0.8435(3) 1.0366(3) 0.38549(13) 0.0197(6) Uani 1 1 d . . . . .
C20 C 0.5551(4) 0.8580(3) 0.34866(18) 0.0372(9) Uani 1 1 d . . . . .
H20A H 0.635801 0.835811 0.330884 0.045 Uiso 1 1 calc R . . . .
H20B H 0.474853 0.833518 0.319210 0.045 Uiso 1 1 calc R . . . .
C21 C 0.5134(5) 0.7813(4) 0.4047(2) 0.0601(13) Uani 1 1 d . . . . .
H21A H 0.594529 0.800487 0.432931 0.090 Uiso 1 1 calc GR . . . .
H21B H 0.483402 0.688660 0.394628 0.090 Uiso 1 1 calc GR . . . .
H21C H 0.435061 0.804416 0.423066 0.090 Uiso 1 1 calc GR . . . .
C36 C 1.1018(3) 0.5842(3) 0.08221(12) 0.0273(7) Uani 1 1 d D . . . .
H36 H 1.173816 0.638529 0.058493 0.033 Uiso 1 1 calc R . . . .
C37 C 0.9587(3) 0.5868(3) 0.07034(14) 0.0212(6) Uani 1 1 d . . . . .
C38 C 0.9301(4) 0.6463(3) 0.01750(15) 0.0298(7) Uani 1 1 d . . . . .
H38 H 1.003894 0.681630 -0.009740 0.036 Uiso 1 1 calc R . . . .
C39 C 0.7967(4) 0.6536(3) 0.00514(15) 0.0322(8) Uani 1 1 d . . . . .
H39 H 0.777537 0.693964 -0.030555 0.039 Uiso 1 1 calc R . . . .
C40 C 0.6891(3) 0.6016(3) 0.04516(14) 0.0259(7) Uani 1 1 d . . . . .
H40 H 0.595864 0.604750 0.035982 0.031 Uiso 1 1 calc R . . . .
C41 C 0.7156(3) 0.5452(3) 0.09811(13) 0.0196(6) Uani 1 1 d D . . . .
C42 C 0.8524(3) 0.5383(3) 0.11302(13) 0.0179(6) Uani 1 1 d . . . . .
C45 C 0.5654(3) 0.36458(17) 0.14863(12) 0.0258(7) Uani 1 1 d D . . . .
H45A H 0.488694 0.343024 0.178090 0.031 Uiso 1 1 calc R . . . .
H45B H 0.647604 0.342506 0.166714 0.031 Uiso 1 1 calc R . . . .
C46 C 0.5161(4) 0.2836(3) 0.09309(13) 0.0367(8) Uani 1 1 d D . . . .
H46A H 0.438680 0.308809 0.073457 0.055 Uiso 1 1 calc GR . . . .
H46B H 0.482484 0.192017 0.103995 0.055 Uiso 1 1 calc GR . . . .
H46C H 0.594836 0.297072 0.065521 0.055 Uiso 1 1 calc GR . . . .
N1 N 0.8464(3) 0.7647(3) 0.26156(11) 0.0242(6) Uani 1 1 d . . . . .
N2 N 1.0921(3) 0.9594(3) 0.25050(12) 0.0282(6) Uani 1 1 d . . . . .
H2 H 1.065610 1.040921 0.244265 0.034 Uiso 1 1 calc R . . . .
N3 N 1.1315(3) 1.0151(2) 0.37853(12) 0.0270(6) Uani 1 1 d . . . . .
N6 N 1.14065(15) 0.5152(2) 0.12185(11) 0.0233(6) Uani 1 1 d D . . . .
O1 O 0.8577(2) 0.7589(2) 0.38682(9) 0.0270(5) Uani 1 1 d . . . . .
O2 O 0.8665(2) 0.99062(19) 0.33302(8) 0.0190(4) Uani 1 1 d . . . . .
O4 O 0.5944(2) 0.9958(2) 0.35928(10) 0.0263(5) Uani 1 1 d . . . . .
O6 O 0.8792(2) 0.49340(18) 0.16553(8) 0.0175(3) Uani 1 1 d . . . . .
O7 O 0.6053(2) 0.50115(17) 0.13744(9) 0.0225(5) Uani 1 1 d D . . . .
C6A C 0.7184(16) 0.5839(11) 0.3233(3) 0.0265(8) Uani 0.481(6) 1 d D U P A 1
C1A C 0.7829(10) 0.6371(7) 0.3774(4) 0.0265(8) Uani 0.481(6) 1 d G U P A 1
C2A C 0.7607(8) 0.5629(7) 0.4291(3) 0.0303(17) Uani 0.481(6) 1 d DG U P A 1
C3A C 0.6741(8) 0.4355(7) 0.4268(2) 0.045(2) Uani 0.481(6) 1 d G U P A 1
H3A H 0.658943 0.384783 0.462118 0.054 Uiso 0.481(6) 1 calc R . P A 1
C4A C 0.6096(10) 0.3823(7) 0.3727(3) 0.048(3) Uani 0.481(6) 1 d G U P A 1
H4A H 0.550368 0.295296 0.371064 0.058 Uiso 0.481(6) 1 calc R . P A 1
C5A C 0.6318(16) 0.4566(11) 0.3210(2) 0.0383(15) Uani 0.481(6) 1 d G U P A 1
H5AA H 0.587674 0.420232 0.283997 0.046 Uiso 0.481(6) 1 calc R . P A 1
O3A O 0.8293(8) 0.6257(5) 0.4785(2) 0.0347(15) Uani 0.481(6) 1 d D U P A 1
C22A C 0.8146(9) 0.5602(11) 0.5349(3) 0.040(3) Uani 0.481(6) 1 d D U P A 1
H22A H 0.895467 0.603878 0.562074 0.047 Uiso 0.481(6) 1 calc R . P A 1
H22B H 0.815735 0.469823 0.528574 0.047 Uiso 0.481(6) 1 calc R . P A 1
C23A C 0.6787(9) 0.5601(9) 0.5634(4) 0.058(3) Uani 0.481(6) 1 d D U P A 1
H23A H 0.670355 0.515038 0.601885 0.087 Uiso 0.481(6) 1 calc R . P A 1
H23B H 0.678332 0.649591 0.570225 0.087 Uiso 0.481(6) 1 calc R . P A 1
H23C H 0.598724 0.515746 0.536778 0.087 Uiso 0.481(6) 1 calc R . P A 1
C6B C 0.7145(14) 0.5893(10) 0.3244(3) 0.0265(8) Uani 0.519(6) 1 d D U P A 2
C1B C 0.7600(9) 0.6404(6) 0.3812(4) 0.0265(8) Uani 0.519(6) 1 d G U P A 2
C2B C 0.7068(7) 0.5698(6) 0.4320(2) 0.0303(17) Uani 0.519(6) 1 d DG U P A 2
C3B C 0.6082(7) 0.4482(6) 0.4259(2) 0.045(2) Uani 0.519(6) 1 d G U P A 2
H3B H 0.571847 0.399954 0.460623 0.054 Uiso 0.519(6) 1 calc R . P A 2
C4B C 0.5627(9) 0.3971(7) 0.3691(3) 0.048(3) Uani 0.519(6) 1 d G U P A 2
H4B H 0.495300 0.313971 0.364960 0.058 Uiso 0.519(6) 1 calc R . P A 2
C5B C 0.6159(14) 0.4677(10) 0.31833(18) 0.0383(15) Uani 0.519(6) 1 d G U P A 2
H5BA H 0.584793 0.432754 0.279497 0.046 Uiso 0.519(6) 1 calc R . P A 2
O3B O 0.7499(6) 0.6262(5) 0.4882(2) 0.0281(12) Uani 0.519(6) 1 d D U P A 2
C22B C 0.7578(9) 0.5452(8) 0.5382(3) 0.034(2) Uani 0.519(6) 1 d D U P A 2
H22C H 0.666910 0.475554 0.540977 0.041 Uiso 0.519(6) 1 calc R . P A 2
H22D H 0.772401 0.597333 0.575717 0.041 Uiso 0.519(6) 1 calc R . P A 2
C23B C 0.8760(8) 0.4859(7) 0.5323(4) 0.052(2) Uani 0.519(6) 1 d D U P A 2
H23D H 0.878133 0.431388 0.567194 0.077 Uiso 0.519(6) 1 calc R . P A 2
H23E H 0.860866 0.432920 0.495615 0.077 Uiso 0.519(6) 1 calc R . P A 2
H23F H 0.966300 0.554632 0.530336 0.077 Uiso 0.519(6) 1 calc R . P A 2
O5A O 0.87314(14) 0.24768(17) 0.12320(8) 0.0175(3) Uani 0.4778(19) 1 d . U P B
1
C24A C 0.77137(17) 0.14396(17) 0.13670(8) 0.0169(9) Uani 0.4778(19) 1 d G U P B
1
C25A C 0.7038(2) 0.05768(18) 0.08969(9) 0.0229(11) Uani 0.4778(19) 1 d DG U P B
1
C26A C 0.5983(2) -0.05276(18) 0.10110(11) 0.0337(12) Uani 0.4778(19) 1 d G U P
B 1
H26A H 0.554806 -0.109133 0.068786 0.040 Uiso 0.4778(19) 1 calc R . P B 1
C27A C 0.5531(3) -0.08439(19) 0.15928(12) 0.0327(12) Uani 0.4778(19) 1 d G U P
B 1
H27A H 0.481544 -0.162947 0.167058 0.039 Uiso 0.4778(19) 1 calc R . P B 1
C28A C 0.6127(3) -0.0014(2) 0.20442(11) 0.0301(11) Uani 0.4778(19) 1 d G U P B
1
H28A H 0.579185 -0.022278 0.243850 0.036 Uiso 0.4778(19) 1 calc R . P B 1
C29A C 0.7225(2) 0.11473(19) 0.19615(9) 0.0182(11) Uani 0.4778(19) 1 d DG U P B
1
O8A O 0.7497(2) 0.0837(2) 0.03154(9) 0.0282(8) Uani 0.4778(19) 1 d DG U P B 1
C30A C 0.7783(2) 0.2017(2) 0.24596(9) 0.0196(11) Uani 0.4778(19) 1 d DG U P B 1
H30A H 0.726557 0.185486 0.281974 0.024 Uiso 0.4778(19) 1 calc R . P B 1
N4A N 0.8906(2) 0.2986(2) 0.24658(9) 0.0218(15) Uani 0.4778(19) 1 d DG U P B 1
N5A N 1.1404(2) 0.4879(2) 0.24484(12) 0.0155(14) Uani 0.4778(19) 1 d DG U P B 1
H5A H 1.112256 0.568551 0.250550 0.019 Uiso 0.4778(19) 1 calc R . P B 1
C31A C 0.9427(3) 0.3662(3) 0.30373(9) 0.0211(16) Uani 0.4778(19) 1 d DG U P B 1
H31A H 0.913614 0.306526 0.337875 0.025 Uiso 0.4778(19) 1 calc R . P B 1
H31B H 0.904402 0.440192 0.309147 0.025 Uiso 0.4778(19) 1 calc R . P B 1
C32A C 1.1023(3) 0.4131(3) 0.30028(10) 0.0217(16) Uani 0.4778(19) 1 d DG U P B
1
H32A H 1.143206 0.468200 0.335671 0.026 Uiso 0.4778(19) 1 calc R . P B 1
H32B H 1.140669 0.338247 0.300045 0.026 Uiso 0.4778(19) 1 calc R . P B 1
C33A C 1.2954(2) 0.5302(3) 0.23898(14) 0.0224(18) Uani 0.4778(19) 1 d DG U P B
1
H33A H 1.328815 0.452630 0.237074 0.027 Uiso 0.4778(19) 1 calc R . P B 1
H33B H 1.338732 0.580226 0.275439 0.027 Uiso 0.4778(19) 1 calc R . P B 1
C34A C 1.34675(17) 0.6124(3) 0.18450(16) 0.0257(14) Uani 0.4778(19) 1 d DG U P
B 1
H34A H 1.313928 0.690304 0.186309 0.031 Uiso 0.4778(19) 1 calc R . P B 1
H34B H 1.451593 0.641548 0.185614 0.031 Uiso 0.4778(19) 1 calc R . P B 1
C35A C 1.29524(13) 0.5414(3) 0.12584(14) 0.024(2) Uani 0.4778(19) 1 d DG U P B
1
H35A H 1.340162 0.595196 0.091656 0.029 Uiso 0.4778(19) 1 calc R . P B 1
H35B H 1.319977 0.459219 0.124662 0.029 Uiso 0.4778(19) 1 calc R . P B 1
C47A C 0.7076(3) -0.0154(3) -0.01389(10) 0.0330(11) Uani 0.4778(19) 1 d DG U P
B 1
H47A H 0.603623 -0.041141 -0.020654 0.040 Uiso 0.4778(19) 1 calc R . P B 1
H47B H 0.734769 -0.092721 -0.001355 0.040 Uiso 0.4778(19) 1 calc R . P B 1
C48A C 0.7814(4) 0.0390(4) -0.07026(9) 0.0480(14) Uani 0.4778(19) 1 d DG U P B
1
H48A H 0.754744 -0.026540 -0.102328 0.072 Uiso 0.4778(19) 1 calc R . P B 1
H48B H 0.753475 0.115314 -0.082252 0.072 Uiso 0.4778(19) 1 calc R . P B 1
H48C H 0.884075 0.063949 -0.063033 0.072 Uiso 0.4778(19) 1 calc R . P B 1
O5B O 0.86024(13) 0.26190(15) 0.11152(7) 0.0175(3) Uani 0.5222(19) 1 d . U P B
2
C24B C 0.76521(16) 0.14863(15) 0.11439(8) 0.0169(9) Uani 0.5222(19) 1 d G U P B
2
C25B C 0.71189(19) 0.08177(17) 0.06003(8) 0.0229(11) Uani 0.5222(19) 1 d DG U P
B 2
C26B C 0.6140(2) -0.03723(18) 0.06019(10) 0.0337(12) Uani 0.5222(19) 1 d G U P
B 2
H26B H 0.580097 -0.080142 0.023122 0.040 Uiso 0.5222(19) 1 calc R . P B 2
C27B C 0.5629(2) -0.09699(17) 0.11373(11) 0.0327(12) Uani 0.5222(19) 1 d G U P
B 2
H27B H 0.496867 -0.181184 0.113546 0.039 Uiso 0.5222(19) 1 calc R . P B 2
C28B C 0.6087(2) -0.03317(18) 0.16591(10) 0.0301(11) Uani 0.5222(19) 1 d G U P
B 2
H28B H 0.570992 -0.073361 0.202234 0.036 Uiso 0.5222(19) 1 calc R . P B 2
C29B C 0.7098(2) 0.09028(17) 0.16935(8) 0.0182(11) Uani 0.5222(19) 1 d DG U P B
2
O8B O 0.7643(2) 0.1363(2) 0.00600(7) 0.0282(8) Uani 0.5222(19) 1 d DG U P B 2
C30B C 0.7507(2) 0.1555(2) 0.22638(8) 0.0196(11) Uani 0.5222(19) 1 d DG U P B 2
H30B H 0.697446 0.117224 0.260071 0.024 Uiso 0.5222(19) 1 calc R . P B 2
N4B N 0.8517(2) 0.2600(2) 0.23610(7) 0.0172(12) Uani 0.5222(19) 1 d DG U P B 2
N5B N 1.0980(2) 0.4518(2) 0.25376(10) 0.0167(13) Uani 0.5222(19) 1 d DG U P B 2
H5B H 1.071788 0.533080 0.260808 0.020 Uiso 0.5222(19) 1 calc R . P B 2
C31B C 0.8817(3) 0.3166(3) 0.29684(8) 0.0206(14) Uani 0.5222(19) 1 d DG U P B 2
H31C H 0.841917 0.250117 0.327326 0.025 Uiso 0.5222(19) 1 calc R . P B 2
H31D H 0.839136 0.388032 0.301497 0.025 Uiso 0.5222(19) 1 calc R . P B 2
C32B C 1.0411(3) 0.3670(3) 0.30457(8) 0.0210(15) Uani 0.5222(19) 1 d DG U P B 2
H32C H 1.066529 0.416110 0.342824 0.025 Uiso 0.5222(19) 1 calc R . P B 2
H32D H 1.081862 0.293741 0.305689 0.025 Uiso 0.5222(19) 1 calc R . P B 2
C33B C 1.2540(2) 0.4909(3) 0.25493(12) 0.0232(16) Uani 0.5222(19) 1 d DG U P B
2
H33C H 1.285283 0.412432 0.251025 0.028 Uiso 0.5222(19) 1 calc R . P B 2
H33D H 1.289225 0.531532 0.294391 0.028 Uiso 0.5222(19) 1 calc R . P B 2
C34B C 1.32004(19) 0.5844(2) 0.20596(14) 0.0257(14) Uani 0.5222(19) 1 d DG U P
B 2
H34C H 1.288944 0.662769 0.210771 0.031 Uiso 0.5222(19) 1 calc R . P B 2
H34D H 1.424025 0.611066 0.212709 0.031 Uiso 0.5222(19) 1 calc R . P B 2
C35B C 1.28907(14) 0.5380(2) 0.14158(13) 0.034(2) Uani 0.5222(19) 1 d DG U P B
2
H35C H 1.350452 0.603125 0.115032 0.041 Uiso 0.5222(19) 1 calc R . P B 2
H35D H 1.314130 0.456451 0.136773 0.041 Uiso 0.5222(19) 1 calc R . P B 2
C47B C 0.7896(3) 0.0586(3) -0.04234(8) 0.0330(11) Uani 0.5222(19) 1 d DG U P B
2
H47C H 0.814725 0.112469 -0.078624 0.040 Uiso 0.5222(19) 1 calc R . P B 2
H47D H 0.702073 -0.012452 -0.051748 0.040 Uiso 0.5222(19) 1 calc R . P B 2
C48B C 0.9072(3) 0.0028(3) -0.02600(11) 0.0480(14) Uani 0.5222(19) 1 d DG U P B
2
H48D H 0.922579 -0.049759 -0.059587 0.072 Uiso 0.5222(19) 1 calc R . P B 2
H48E H 0.994127 0.073210 -0.017287 0.072 Uiso 0.5222(19) 1 calc R . P B 2
H48F H 0.881621 -0.051548 0.009554 0.072 Uiso 0.5222(19) 1 calc R . P B 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 Cl1 2.4031(9) . ?
Fe1 N1 2.085(2) . ?
Fe1 N2 2.197(3) . ?
Fe1 N3 2.107(3) . ?
Fe1 O1 1.914(2) . ?
Fe1 O2 1.9688(19) . ?
Fe2 Cl2 2.3906(8) . ?
Fe2 N6 2.111(2) . ?
Fe2 O6 1.9737(19) . ?
Fe2 O5A 1.8186(18) . ?
Fe2 N4A 2.033(2) . ?
Fe2 N5A 2.2872(18) . ?
Fe2 O5B 1.9621(16) . ?
Fe2 N4B 2.1567(19) . ?
Fe2 N5B 2.1526(17) . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C7 N1 1.282(4) . ?
C7 C6A 1.460(4) . ?
C7 C6B 1.461(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.512(5) . ?
C8 N1 1.456(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 N2 1.484(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.517(5) . ?
C10 N2 1.479(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.529(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 N3 1.461(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.444(4) . ?
C13 N3 1.284(4) . ?
C14 C15 1.411(4) . ?
C14 C19 1.411(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.359(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(4) . ?
C18 C19 1.408(4) . ?
C18 O4 1.386(4) . ?
C19 O2 1.320(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.497(5) . ?
C20 O4 1.441(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C36 H36 0.9500 . ?
C36 C37 1.442(4) . ?
C36 N6 1.2813(9) . ?
C37 C38 1.406(4) . ?
C37 C42 1.416(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.367(5) . ?
C39 H39 0.9500 . ?
C39 C40 1.391(5) . ?
C40 H40 0.9500 . ?
C40 C41 1.384(4) . ?
C41 C42 1.410(4) . ?
C41 O7 1.386(3) . ?
C42 O6 1.319(3) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.4993(9) . ?
C45 O7 1.4352(9) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
N2 H2 1.0000 . ?
N6 C35A 1.4705 . ?
N6 C35B 1.4709 . ?
O1 C1A 1.319(7) . ?
O1 C1B 1.361(6) . ?
C6A C1A 1.3900 . ?
C6A C5A 1.3900 . ?
C1A C2A 1.3900 . ?
C2A C3A 1.3900 . ?
C2A O3A 1.348(7) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.3900 . ?
C4A H4A 0.9500 . ?
C4A C5A 1.3900 . ?
C5A H5AA 0.9500 . ?
O3A C22A 1.4347(9) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C22A C23A 1.4991(9) . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C23A H23C 0.9800 . ?
C6B C1B 1.3900 . ?
C6B C5B 1.3900 . ?
C1B C2B 1.3900 . ?
C2B C3B 1.3900 . ?
C2B O3B 1.392(6) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.3900 . ?
C4B H4B 0.9500 . ?
C4B C5B 1.3900 . ?
C5B H5BA 0.9500 . ?
O3B C22B 1.4346(9) . ?
C22B H22C 0.9900 . ?
C22B H22D 0.9900 . ?
C22B C23B 1.4991(9) . ?
C23B H23D 0.9800 . ?
C23B H23E 0.9800 . ?
C23B H23F 0.9800 . ?
O5A C24A 1.3069 . ?
C24A C25A 1.4163 . ?
C24A C29A 1.4245 . ?
C25A C26A 1.3622 . ?
C25A O8A 1.3844 . ?
C26A H26A 0.9500 . ?
C26A C27A 1.3911 . ?
C27A H27A 0.9500 . ?
C27A C28A 1.3481 . ?
C28A H28A 0.9500 . ?
C28A C29A 1.4114 . ?
C29A C30A 1.4416 . ?
O8A C47A 1.4341 . ?
C30A H30A 0.9500 . ?
C30A N4A 1.2808 . ?
N4A C31A 1.4703 . ?
N5A H5A 1.0000 . ?
N5A C32A 1.4725 . ?
N5A C33A 1.4729 . ?
C31A H31A 0.9900 . ?
C31A H31B 0.9900 . ?
C31A C32A 1.5121 . ?
C32A H32A 0.9900 . ?
C32A H32B 0.9900 . ?
C33A H33A 0.9900 . ?
C33A H33B 0.9900 . ?
C33A C34A 1.5124 . ?
C34A H34A 0.9900 . ?
C34A H34B 0.9900 . ?
C34A C35A 1.5123 . ?
C35A H35A 0.9900 . ?
C35A H35B 0.9900 . ?
C47A H47A 0.9900 . ?
C47A H47B 0.9900 . ?
C47A C48A 1.4992 . ?
C48A H48A 0.9800 . ?
C48A H48B 0.9800 . ?
C48A H48C 0.9800 . ?
O5B C24B 1.3071 . ?
C24B C25B 1.4166 . ?
C24B C29B 1.4239 . ?
C25B C26B 1.3620 . ?
C25B O8B 1.3844 . ?
C26B H26B 0.9500 . ?
C26B C27B 1.3908 . ?
C27B H27B 0.9500 . ?
C27B C28B 1.3485 . ?
C28B H28B 0.9500 . ?
C28B C29B 1.4116 . ?
C29B C30B 1.4410 . ?
O8B C47B 1.4345 . ?
C30B H30B 0.9500 . ?
C30B N4B 1.2810 . ?
N4B C31B 1.4706 . ?
N5B H5B 1.0000 . ?
N5B C32B 1.4728 . ?
N5B C33B 1.4729 . ?
C31B H31C 0.9900 . ?
C31B H31D 0.9900 . ?
C31B C32B 1.5122 . ?
C32B H32C 0.9900 . ?
C32B H32D 0.9900 . ?
C33B H33C 0.9900 . ?
C33B H33D 0.9900 . ?
C33B C34B 1.5124 . ?
C34B H34C 0.9900 . ?
C34B H34D 0.9900 . ?
C34B C35B 1.5123 . ?
C35B H35C 0.9900 . ?
C35B H35D 0.9900 . ?
C47B H47C 0.9900 . ?
C47B H47D 0.9900 . ?
C47B C48B 1.4991 . ?
C48B H48D 0.9800 . ?
C48B H48E 0.9800 . ?
C48B H48F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 Cl1 93.16(7) . . ?
N1 Fe1 N2 78.79(10) . . ?
N1 Fe1 N3 162.29(11) . . ?
N2 Fe1 Cl1 87.97(7) . . ?
N3 Fe1 Cl1 93.19(7) . . ?
N3 Fe1 N2 84.93(10) . . ?
O1 Fe1 Cl1 89.52(7) . . ?
O1 Fe1 N1 88.42(10) . . ?
O1 Fe1 N2 166.80(9) . . ?
O1 Fe1 N3 108.15(10) . . ?
O1 Fe1 O2 90.58(9) . . ?
O2 Fe1 Cl1 176.91(6) . . ?
O2 Fe1 N1 89.93(9) . . ?
O2 Fe1 N2 92.63(9) . . ?
O2 Fe1 N3 83.84(9) . . ?
N6 Fe2 Cl2 92.97(6) . . ?
N6 Fe2 N5A 77.50(9) . . ?
N6 Fe2 N4B 166.57(9) . . ?
N6 Fe2 N5B 90.57(9) . . ?
O6 Fe2 Cl2 176.28(6) . . ?
O6 Fe2 N6 83.77(8) . . ?
O6 Fe2 N4A 88.81(10) . . ?
O6 Fe2 N5A 93.51(9) . . ?
O6 Fe2 N4B 90.04(9) . . ?
O6 Fe2 N5B 94.08(9) . . ?
O5A Fe2 Cl2 84.53(5) . . ?
O5A Fe2 N6 113.60(8) . . ?
O5A Fe2 O6 95.11(8) . . ?
O5A Fe2 N4A 92.77(7) . . ?
O5A Fe2 N5A 166.62(12) . . ?
N4A Fe2 Cl2 94.91(8) . . ?
N4A Fe2 N6 153.09(9) . . ?
N4A Fe2 N5A 77.18(7) . . ?
N5A Fe2 Cl2 87.52(7) . . ?
O5B Fe2 Cl2 91.47(5) . . ?
O5B Fe2 N6 106.87(8) . . ?
O5B Fe2 O6 87.77(7) . . ?
O5B Fe2 N4B 84.70(6) . . ?
O5B Fe2 N5B 162.56(10) . . ?
N4B Fe2 Cl2 93.52(7) . . ?
N5B Fe2 Cl2 87.73(7) . . ?
N5B Fe2 N4B 77.97(7) . . ?
N1 C7 H7A 117.3 . . ?
N1 C7 H7B 117.8 . . ?
N1 C7 C6A 125.5(5) . . ?
N1 C7 C6B 124.4(5) . . ?
C6A C7 H7A 117.3 . . ?
C6B C7 H7B 117.8 . . ?
H8A C8 H8B 108.5 . . ?
C9 C8 H8A 110.2 . . ?
C9 C8 H8B 110.2 . . ?
N1 C8 H8A 110.2 . . ?
N1 C8 H8B 110.2 . . ?
N1 C8 C9 107.5(3) . . ?
C8 C9 H9A 110.0 . . ?
C8 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
N2 C9 C8 108.5(2) . . ?
N2 C9 H9A 110.0 . . ?
N2 C9 H9B 110.0 . . ?
H10A C10 H10B 107.7 . . ?
C11 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
N2 C10 H10A 108.8 . . ?
N2 C10 H10B 108.8 . . ?
N2 C10 C11 113.6(3) . . ?
C10 C11 H11A 108.3 . . ?
C10 C11 H11B 108.3 . . ?
C10 C11 C12 116.0(3) . . ?
H11A C11 H11B 107.4 . . ?
C12 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
C11 C12 H12A 109.6 . . ?
C11 C12 H12B 109.6 . . ?
H12A C12 H12B 108.1 . . ?
N3 C12 C11 110.2(3) . . ?
N3 C12 H12A 109.6 . . ?
N3 C12 H12B 109.6 . . ?
C14 C13 H13 117.3 . . ?
N3 C13 H13 117.3 . . ?
N3 C13 C14 125.5(3) . . ?
C15 C14 C13 118.5(3) . . ?
C19 C14 C13 120.6(3) . . ?
C19 C14 C15 120.8(3) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.7(3) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.2(3) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 C19 120.9(3) . . ?
O4 C18 C17 118.4(3) . . ?
O4 C18 C19 120.6(3) . . ?
C18 C19 C14 116.8(3) . . ?
O2 C19 C14 122.7(3) . . ?
O2 C19 C18 120.5(3) . . ?
H20A C20 H20B 107.8 . . ?
C21 C20 H20A 109.0 . . ?
C21 C20 H20B 109.0 . . ?
O4 C20 H20A 109.0 . . ?
O4 C20 H20B 109.0 . . ?
O4 C20 C21 112.9(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C37 C36 H36 117.1 . . ?
N6 C36 H36 117.1 . . ?
N6 C36 C37 125.9(2) . . ?
C38 C37 C36 118.3(3) . . ?
C38 C37 C42 121.1(3) . . ?
C42 C37 C36 120.4(3) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 C37 120.3(3) . . ?
C39 C38 H38 119.9 . . ?
C38 C39 H39 120.2 . . ?
C38 C39 C40 119.6(3) . . ?
C40 C39 H39 120.2 . . ?
C39 C40 H40 119.5 . . ?
C41 C40 C39 121.1(3) . . ?
C41 C40 H40 119.5 . . ?
C40 C41 C42 121.0(3) . . ?
C40 C41 O7 118.2(3) . . ?
O7 C41 C42 120.8(3) . . ?
C41 C42 C37 116.8(3) . . ?
O6 C42 C37 122.5(3) . . ?
O6 C42 C41 120.6(3) . . ?
H45A C45 H45B 107.7 . . ?
C46 C45 H45A 108.9 . . ?
C46 C45 H45B 108.9 . . ?
O7 C45 H45A 108.9 . . ?
O7 C45 H45B 108.9 . . ?
O7 C45 C46 113.2(2) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C7 N1 Fe1 125.4(2) . . ?
C7 N1 C8 120.5(3) . . ?
C8 N1 Fe1 113.9(2) . . ?
Fe1 N2 H2 106.0 . . ?
C9 N2 Fe1 108.6(2) . . ?
C9 N2 H2 106.0 . . ?
C10 N2 Fe1 118.2(2) . . ?
C10 N2 C9 111.1(2) . . ?
C10 N2 H2 106.0 . . ?
C12 N3 Fe1 119.6(2) . . ?
C13 N3 Fe1 121.4(2) . . ?
C13 N3 C12 119.0(3) . . ?
C36 N6 Fe2 122.10(16) . . ?
C36 N6 C35A 112.7(2) . . ?
C36 N6 C35B 123.2(2) . . ?
C35A N6 Fe2 125.08(16) . . ?
C35B N6 Fe2 114.46(15) . . ?
C1A O1 Fe1 125.7(4) . . ?
C1B O1 Fe1 132.3(4) . . ?
C19 O2 Fe1 119.08(17) . . ?
C18 O4 C20 114.6(2) . . ?
C42 O6 Fe2 120.15(17) . . ?
C41 O7 C45 114.9(2) . . ?
C1A C6A C7 120.9(8) . . ?
C1A C6A C5A 120.0 . . ?
C5A C6A C7 118.6(8) . . ?
O1 C1A C6A 126.0(7) . . ?
O1 C1A C2A 113.8(7) . . ?
C2A C1A C6A 120.0 . . ?
C3A C2A C1A 120.0 . . ?
O3A C2A C1A 114.1(6) . . ?
O3A C2A C3A 125.9(6) . . ?
C2A C3A H3A 120.0 . . ?
C4A C3A C2A 120.0 . . ?
C4A C3A H3A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C3A C4A C5A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C6A C5A H5AA 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A H5AA 120.0 . . ?
C2A O3A C22A 119.7(6) . . ?
O3A C22A H22A 109.5 . . ?
O3A C22A H22B 109.5 . . ?
O3A C22A C23A 110.5(6) . . ?
H22A C22A H22B 108.1 . . ?
C23A C22A H22A 109.5 . . ?
C23A C22A H22B 109.5 . . ?
C22A C23A H23A 109.5 . . ?
C22A C23A H23B 109.5 . . ?
C22A C23A H23C 109.5 . . ?
H23A C23A H23B 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?
C1B C6B C7 126.5(7) . . ?
C1B C6B C5B 120.0 . . ?
C5B C6B C7 113.4(7) . . ?
O1 C1B C6B 119.7(6) . . ?
O1 C1B C2B 120.3(6) . . ?
C6B C1B C2B 120.0 . . ?
C3B C2B C1B 120.0 . . ?
O3B C2B C1B 118.5(5) . . ?
O3B C2B C3B 121.5(5) . . ?
C2B C3B H3B 120.0 . . ?
C4B C3B C2B 120.0 . . ?
C4B C3B H3B 120.0 . . ?
C3B C4B H4B 120.0 . . ?
C3B C4B C5B 120.0 . . ?
C5B C4B H4B 120.0 . . ?
C6B C5B H5BA 120.0 . . ?
C4B C5B C6B 120.0 . . ?
C4B C5B H5BA 120.0 . . ?
C2B O3B C22B 119.3(5) . . ?
O3B C22B H22C 109.3 . . ?
O3B C22B H22D 109.3 . . ?
O3B C22B C23B 111.8(5) . . ?
H22C C22B H22D 107.9 . . ?
C23B C22B H22C 109.3 . . ?
C23B C22B H22D 109.3 . . ?
C22B C23B H23D 109.5 . . ?
C22B C23B H23E 109.5 . . ?
C22B C23B H23F 109.5 . . ?
H23D C23B H23E 109.5 . . ?
H23D C23B H23F 109.5 . . ?
H23E C23B H23F 109.5 . . ?
C24A O5A Fe2 131.26(7) . . ?
O5A C24A C25A 118.4 . . ?
O5A C24A C29A 123.3 . . ?
C25A C24A C29A 118.2 . . ?
C26A C25A C24A 121.1 . . ?
C26A C25A O8A 119.5 . . ?
O8A C25A C24A 119.3 . . ?
C25A C26A H26A 119.4 . . ?
C25A C26A C27A 121.1 . . ?
C27A C26A H26A 119.4 . . ?
C26A C27A H27A 120.6 . . ?
C28A C27A C26A 118.7 . . ?
C28A C27A H27A 120.6 . . ?
C27A C28A H28A 118.3 . . ?
C27A C28A C29A 123.4 . . ?
C29A C28A H28A 118.3 . . ?
C24A C29A C30A 121.9 . . ?
C28A C29A C24A 117.4 . . ?
C28A C29A C30A 120.7 . . ?
C25A O8A C47A 120.1 . . ?
C29A C30A H30A 116.7 . . ?
N4A C30A C29A 126.6 . . ?
N4A C30A H30A 116.7 . . ?
C30A N4A Fe2 122.6 . . ?
C30A N4A C31A 119.2 . . ?
C31A N4A Fe2 118.1 . . ?
Fe2 N5A H5A 106.0 . . ?
C32A N5A Fe2 106.2 . . ?
C32A N5A H5A 106.0 . . ?
C32A N5A C33A 109.9 . . ?
C33A N5A Fe2 121.6 . . ?
C33A N5A H5A 106.0 . . ?
N4A C31A H31A 110.5 . . ?
N4A C31A H31B 110.5 . . ?
N4A C31A C32A 106.2 . . ?
H31A C31A H31B 108.7 . . ?
C32A C31A H31A 110.5 . . ?
C32A C31A H31B 110.5 . . ?
N5A C32A C31A 108.6 . . ?
N5A C32A H32A 110.0 . . ?
N5A C32A H32B 110.0 . . ?
C31A C32A H32A 110.0 . . ?
C31A C32A H32B 110.0 . . ?
H32A C32A H32B 108.3 . . ?
N5A C33A H33A 108.7 . . ?
N5A C33A H33B 108.7 . . ?
N5A C33A C34A 114.3 . . ?
H33A C33A H33B 107.6 . . ?
C34A C33A H33A 108.7 . . ?
C34A C33A H33B 108.7 . . ?
C33A C34A H34A 109.0 . . ?
C33A C34A H34B 109.0 . . ?
H34A C34A H34B 107.8 . . ?
C35A C34A C33A 113.1 . . ?
C35A C34A H34A 109.0 . . ?
C35A C34A H34B 109.0 . . ?
N6 C35A C34A 107.63(15) . . ?
N6 C35A H35A 110.2 . . ?
N6 C35A H35B 110.2 . . ?
C34A C35A H35A 110.2 . . ?
C34A C35A H35B 110.2 . . ?
H35A C35A H35B 108.5 . . ?
O8A C47A H47A 110.2 . . ?
O8A C47A H47B 110.2 . . ?
O8A C47A C48A 107.4 . . ?
H47A C47A H47B 108.5 . . ?
C48A C47A H47A 110.2 . . ?
C48A C47A H47B 110.2 . . ?
C47A C48A H48A 109.5 . . ?
C47A C48A H48B 109.5 . . ?
C47A C48A H48C 109.5 . . ?
H48A C48A H48B 109.5 . . ?
H48A C48A H48C 109.5 . . ?
H48B C48A H48C 109.5 . . ?
C24B O5B Fe2 133.50(6) . . ?
O5B C24B C25B 118.4 . . ?
O5B C24B C29B 123.3 . . ?
C25B C24B C29B 118.2 . . ?
C26B C25B C24B 121.1 . . ?
C26B C25B O8B 119.5 . . ?
O8B C25B C24B 119.3 . . ?
C25B C26B H26B 119.4 . . ?
C25B C26B C27B 121.1 . . ?
C27B C26B H26B 119.4 . . ?
C26B C27B H27B 120.6 . . ?
C28B C27B C26B 118.8 . . ?
C28B C27B H27B 120.6 . . ?
C27B C28B H28B 118.3 . . ?
C27B C28B C29B 123.4 . . ?
C29B C28B H28B 118.3 . . ?
C24B C29B C30B 121.9 . . ?
C28B C29B C24B 117.4 . . ?
C28B C29B C30B 120.7 . . ?
C25B O8B C47B 121.4 . . ?
C29B C30B H30B 116.8 . . ?
N4B C30B C29B 126.4 . . ?
N4B C30B H30B 116.8 . . ?
C30B N4B Fe2 126.7 . . ?
C30B N4B C31B 120.8 . . ?
C31B N4B Fe2 112.6 . . ?
Fe2 N5B H5B 105.7 . . ?
C32B N5B Fe2 111.1 . . ?
C32B N5B H5B 105.7 . . ?
C32B N5B C33B 111.0 . . ?
C33B N5B Fe2 116.6 . . ?
C33B N5B H5B 105.7 . . ?
N4B C31B H31C 110.3 . . ?
N4B C31B H31D 110.3 . . ?
N4B C31B C32B 106.9 . . ?
H31C C31B H31D 108.6 . . ?
C32B C31B H31C 110.3 . . ?
C32B C31B H31D 110.3 . . ?
N5B C32B C31B 108.7 . . ?
N5B C32B H32C 110.0 . . ?
N5B C32B H32D 110.0 . . ?
C31B C32B H32C 110.0 . . ?
C31B C32B H32D 110.0 . . ?
H32C C32B H32D 108.3 . . ?
N5B C33B H33C 108.8 . . ?
N5B C33B H33D 108.8 . . ?
N5B C33B C34B 113.9 . . ?
H33C C33B H33D 107.7 . . ?
C34B C33B H33C 108.8 . . ?
C34B C33B H33D 108.8 . . ?
C33B C34B H34C 107.9 . . ?
C33B C34B H34D 107.9 . . ?
H34C C34B H34D 107.2 . . ?
C35B C34B C33B 117.7 . . ?
C35B C34B H34C 107.9 . . ?
C35B C34B H34D 107.9 . . ?
N6 C35B C34B 114.12(15) . . ?
N6 C35B H35C 108.7 . . ?
N6 C35B H35D 108.7 . . ?
C34B C35B H35C 108.7 . . ?
C34B C35B H35D 108.7 . . ?
H35C C35B H35D 107.6 . . ?
O8B C47B H47C 109.5 . . ?
O8B C47B H47D 109.5 . . ?
O8B C47B C48B 110.8 . . ?
H47C C47B H47D 108.1 . . ?
C48B C47B H47C 109.5 . . ?
C48B C47B H47D 109.5 . . ?
C47B C48B H48D 109.5 . . ?
C47B C48B H48E 109.5 . . ?
C47B C48B H48F 109.5 . . ?
H48D C48B H48E 109.5 . . ?
H48D C48B H48F 109.5 . . ?
H48E C48B H48F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2 Cl2 1.00 2.56 3.345(3) 134.8 1_565 yes
N5A H5A Cl1 1.00 2.44 3.248(3) 137.0 . yes
N5B H5B Cl1 1.00 2.52 3.360(2) 141.1 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 O1 C1A C6A -35.1(6) . . . . ?
Fe1 O1 C1A C2A 150.4(4) . . . . ?
Fe1 O1 C1B C6B -12.8(6) . . . . ?
Fe1 O1 C1B C2B 166.5(4) . . . . ?
Fe2 N6 C35A C34A -75.12(19) . . . . ?
Fe2 N6 C35B C34B -61.32(17) . . . . ?
Fe2 O5A C24A C25A -173.92(7) . . . . ?
Fe2 O5A C24A C29A 7.65(7) . . . . ?
Fe2 N4A C31A C32A -37.03(6) . . . . ?
Fe2 N5A C32A C31A -44.3 . . . . ?
Fe2 N5A C33A C34A 57.29(6) . . . . ?
Fe2 O5B C24B C25B -164.09(7) . . . . ?
Fe2 O5B C24B C29B 17.53(7) . . . . ?
Fe2 N4B C31B C32B -39.1 . . . . ?
Fe2 N5B C32B C31B -41.5 . . . . ?
Fe2 N5B C33B C34B 54.64(5) . . . . ?
Cl2 Fe2 O5A C24A 87.69(6) . . . . ?
C7 C6A C1A O1 13.7(9) . . . . ?
C7 C6A C1A C2A -172.2(12) . . . . ?
C7 C6A C5A C4A 172.4(12) . . . . ?
C7 C6B C1B O1 -4.5(9) . . . . ?
C7 C6B C1B C2B 176.3(12) . . . . ?
C7 C6B C5B C4B -176.7(11) . . . . ?
C8 C9 N2 Fe1 40.3(3) . . . . ?
C8 C9 N2 C10 172.0(3) . . . . ?
C9 C8 N1 Fe1 40.2(3) . . . . ?
C9 C8 N1 C7 -134.9(3) . . . . ?
C10 C11 C12 N3 -66.7(4) . . . . ?
C11 C10 N2 Fe1 -57.1(3) . . . . ?
C11 C10 N2 C9 176.4(3) . . . . ?
C11 C12 N3 Fe1 67.0(3) . . . . ?
C11 C12 N3 C13 -113.6(3) . . . . ?
C13 C14 C15 C16 178.0(3) . . . . ?
C13 C14 C19 C18 -179.3(3) . . . . ?
C13 C14 C19 O2 -1.5(5) . . . . ?
C14 C13 N3 Fe1 -9.4(5) . . . . ?
C14 C13 N3 C12 171.1(3) . . . . ?
C14 C15 C16 C17 0.6(6) . . . . ?
C14 C19 O2 Fe1 47.0(3) . . . . ?
C15 C14 C19 C18 -3.6(4) . . . . ?
C15 C14 C19 O2 174.2(3) . . . . ?
C15 C16 C17 C18 -1.9(5) . . . . ?
C16 C17 C18 C19 0.4(5) . . . . ?
C16 C17 C18 O4 -177.9(3) . . . . ?
C17 C18 C19 C14 2.4(4) . . . . ?
C17 C18 C19 O2 -175.5(3) . . . . ?
C17 C18 O4 C20 -116.7(3) . . . . ?
C18 C19 O2 Fe1 -135.2(2) . . . . ?
C19 C14 C15 C16 2.2(5) . . . . ?
C19 C18 O4 C20 65.1(4) . . . . ?
C21 C20 O4 C18 59.5(4) . . . . ?
C36 C37 C38 C39 -178.5(3) . . . . ?
C36 C37 C42 C41 179.6(3) . . . . ?
C36 C37 C42 O6 2.4(4) . . . . ?
C36 N6 C35A C34A 109.0(2) . . . . ?
C36 N6 C35B C34B 112.6(3) . . . . ?
C37 C36 N6 Fe2 8.2(4) . . . . ?
C37 C36 N6 C35A -175.8(3) . . . . ?
C37 C36 N6 C35B -165.3(3) . . . . ?
C37 C38 C39 C40 -0.1(5) . . . . ?
C37 C42 O6 Fe2 -46.7(3) . . . . ?
C38 C37 C42 C41 3.9(4) . . . . ?
C38 C37 C42 O6 -173.3(3) . . . . ?
C38 C39 C40 C41 1.6(5) . . . . ?
C39 C40 C41 C42 -0.3(5) . . . . ?
C39 C40 C41 O7 176.8(3) . . . . ?
C40 C41 C42 C37 -2.4(4) . . . . ?
C40 C41 C42 O6 174.9(3) . . . . ?
C40 C41 O7 C45 118.3(3) . . . . ?
C41 C42 O6 Fe2 136.2(2) . . . . ?
C42 C37 C38 C39 -2.8(5) . . . . ?
C42 C41 O7 C45 -64.6(3) . . . . ?
C46 C45 O7 C41 -60.5(3) . . . . ?
N1 C7 C6A C1A 2.0(13) . . . . ?
N1 C7 C6A C5A -170.3(4) . . . . ?
N1 C7 C6B C1B 6.0(13) . . . . ?
N1 C7 C6B C5B -177.5(3) . . . . ?
N1 C8 C9 N2 -52.7(3) . . . . ?
N2 C10 C11 C12 63.5(4) . . . . ?
N3 C13 C14 C15 166.3(3) . . . . ?
N3 C13 C14 C19 -17.9(5) . . . . ?
N6 Fe2 O5A C24A 178.55(6) . . . . ?
N6 C36 C37 C38 -166.8(3) . . . . ?
N6 C36 C37 C42 17.4(5) . . . . ?
O1 C1A C2A C3A 174.8(7) . . . . ?
O1 C1A C2A O3A -5.2(9) . . . . ?
O1 C1B C2B C3B -179.3(7) . . . . ?
O1 C1B C2B O3B 3.5(9) . . . . ?
O4 C18 C19 C14 -179.5(3) . . . . ?
O4 C18 C19 O2 2.7(4) . . . . ?
O6 Fe2 O5A C24A -96.03(8) . . . . ?
O7 C41 C42 C37 -179.4(2) . . . . ?
O7 C41 C42 O6 -2.1(4) . . . . ?
C6A C7 N1 Fe1 4.1(9) . . . . ?
C6A C7 N1 C8 178.7(8) . . . . ?
C6A C1A C2A C3A 0.0 . . . . ?
C6A C1A C2A O3A 179.9(7) . . . . ?
C1A C6A C5A C4A 0.0 . . . . ?
C1A C2A C3A C4A 0.0 . . . . ?
C1A C2A O3A C22A 179.6(7) . . . . ?
C2A C3A C4A C5A 0.0 . . . . ?
C2A O3A C22A C23A -80.5(11) . . . . ?
C3A C2A O3A C22A -0.4(10) . . . . ?
C3A C4A C5A C6A 0.0 . . . . ?
C5A C6A C1A O1 -174.1(8) . . . . ?
C5A C6A C1A C2A 0.0 . . . . ?
O3A C2A C3A C4A -179.9(8) . . . . ?
C6B C7 N1 Fe1 7.9(8) . . . . ?
C6B C7 N1 C8 -177.6(8) . . . . ?
C6B C1B C2B C3B 0.0 . . . . ?
C6B C1B C2B O3B -177.2(6) . . . . ?
C1B C6B C5B C4B 0.0 . . . . ?
C1B C2B C3B C4B 0.0 . . . . ?
C1B C2B O3B C22B -149.8(6) . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
C2B O3B C22B C23B 69.3(8) . . . . ?
C3B C2B O3B C22B 33.1(7) . . . . ?
C3B C4B C5B C6B 0.0 . . . . ?
C5B C6B C1B O1 179.3(7) . . . . ?
C5B C6B C1B C2B 0.0 . . . . ?
O3B C2B C3B C4B 177.1(6) . . . . ?
O5A C24A C25A C26A 179.2 . . . . ?
O5A C24A C25A O8A 1.7 . . . . ?
O5A C24A C29A C28A -179.3 . . . . ?
O5A C24A C29A C30A 2.9 . . . . ?
C24A C25A C26A C27A 0.1 . . . . ?
C24A C25A O8A C47A 165.1 . . . . ?
C24A C29A C30A N4A -13.8 . . . . ?
C25A C24A C29A C28A 2.3 . . . . ?
C25A C24A C29A C30A -175.6 . . . . ?
C25A C26A C27A C28A 2.1 . . . . ?
C25A O8A C47A C48A -176.2 . . . . ?
C26A C25A O8A C47A -12.5 . . . . ?
C26A C27A C28A C29A -2.1 . . . . ?
C27A C28A C29A C24A -0.1 . . . . ?
C27A C28A C29A C30A 177.7 . . . . ?
C28A C29A C30A N4A 168.5 . . . . ?
C29A C24A C25A C26A -2.3 . . . . ?
C29A C24A C25A O8A -179.8 . . . . ?
C29A C30A N4A Fe2 12.78(6) . . . . ?
C29A C30A N4A C31A -171.6 . . . . ?
O8A C25A C26A C27A 177.6 . . . . ?
C30A N4A C31A C32A 147.2 . . . . ?
N4A Fe2 O5A C24A -6.97(10) . . . . ?
N4A C31A C32A N5A 53.1 . . . . ?
N5A Fe2 O5A C24A 33.9(4) . . . . ?
N5A C33A C34A C35A -62.6 . . . . ?
C32A N5A C33A C34A -177.9 . . . . ?
C33A N5A C32A C31A -177.6 . . . . ?
C33A C34A C35A N6 66.32(13) . . . . ?
O5B C24B C25B C26B 179.2 . . . . ?
O5B C24B C25B O8B 1.7 . . . . ?
O5B C24B C29B C28B -179.3 . . . . ?
O5B C24B C29B C30B 2.8 . . . . ?
C24B C25B C26B C27B 0.1 . . . . ?
C24B C25B O8B C47B 140.8 . . . . ?
C24B C29B C30B N4B -10.6 . . . . ?
C25B C24B C29B C28B 2.3 . . . . ?
C25B C24B C29B C30B -175.6 . . . . ?
C25B C26B C27B C28B 2.0 . . . . ?
C25B O8B C47B C48B -66.5 . . . . ?
C26B C25B O8B C47B -36.7 . . . . ?
C26B C27B C28B C29B -2.0 . . . . ?
C27B C28B C29B C24B -0.1 . . . . ?
C27B C28B C29B C30B 177.7 . . . . ?
C28B C29B C30B N4B 171.6 . . . . ?
C29B C24B C25B C26B -2.3 . . . . ?
C29B C24B C25B O8B -179.8 . . . . ?
C29B C30B N4B Fe2 -0.14(5) . . . . ?
C29B C30B N4B C31B 179.8 . . . . ?
O8B C25B C26B C27B 177.6 . . . . ?
C30B N4B C31B C32B 141.0 . . . . ?
N4B C31B C32B N5B 52.3 . . . . ?
N5B C33B C34B C35B -62.9 . . . . ?
C32B N5B C33B C34B -176.7 . . . . ?
C33B N5B C32B C31B -173.0 . . . . ?
C33B C34B C35B N6 67.30(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_2_100K
_database_code_depnum_ccdc_archive 'CCDC 1062788'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H27 Cl Fe N3 O2'
_chemical_formula_sum            'C28 H27 Cl Fe N3 O2'
_chemical_formula_weight         528.82
_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'
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'
Fe Fe 0.3463 0.8444 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   18.021(3)
_cell_length_b                   7.448(5)
_cell_length_c                   18.822(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.640(10)
_cell_angle_gamma                90
_cell_volume                     2509.5(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8027
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.68
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   0.917
_shelx_estimated_absorpt_T_min   0.891
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'CrysAlis RED, Rigaku Oxford Diffraction Ltd.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 (CrysAlisPro; Agilent, 2012)
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_unetI/netI     0.0673
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            16683
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.179
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur S CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3410
_reflns_number_total             5108
_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
_computing_data_collection       '(CrysAlisPro; Agilent, 2012)'
_computing_data_reduction        CrysAlisPro
_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    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5108
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0357P)²+1.1648P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0722
_refine_ls_wR_factor_ref         0.0855
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C21(H21),
  C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.38266(2) 0.88310(5) 0.05889(2) 0.01362(11) Uani 1 1 d . . . . .
Cl1 Cl 0.48586(3) 0.74635(9) 0.12208(3) 0.01976(16) Uani 1 1 d . . . . .
N1 N 0.30648(10) 1.0485(3) -0.00543(11) 0.0141(5) Uani 1 1 d . . . . .
N2 N 0.43598(10) 1.1488(3) 0.07647(10) 0.0148(5) Uani 1 1 d . . . . .
H2 H 0.489393 1.138569 0.067357 0.018 Uiso 1 1 calc R . . . .
N3 N 0.34213(10) 0.9784(3) 0.15589(11) 0.0143(5) Uani 1 1 d . . . . .
O1 O 0.40889(8) 0.8102(2) -0.03509(9) 0.0153(4) Uani 1 1 d . . . . .
O2 O 0.30999(8) 0.6944(2) 0.06505(9) 0.0157(4) Uani 1 1 d . . . . .
C1 C 0.35517(12) 0.7460(3) -0.08252(13) 0.0134(5) Uani 1 1 d . . . . .
C2 C 0.37416(13) 0.6018(3) -0.12695(13) 0.0158(6) Uani 1 1 d . . . . .
H2A H 0.424260 0.559829 -0.122774 0.019 Uiso 1 1 calc R . . . .
C3 C 0.32199(13) 0.5230(4) -0.17525(13) 0.0170(6) Uani 1 1 d . . . . .
H3 H 0.336838 0.431213 -0.205694 0.020 Uiso 1 1 calc R . . . .
C4 C 0.24550(13) 0.5759(3) -0.18085(13) 0.0149(6) Uani 1 1 d . . . . .
C5 C 0.18984(14) 0.4853(4) -0.22670(13) 0.0190(6) Uani 1 1 d . . . . .
H5 H 0.204171 0.392399 -0.256874 0.023 Uiso 1 1 calc R . . . .
C6 C 0.11623(14) 0.5286(4) -0.22847(14) 0.0226(6) Uani 1 1 d . . . . .
H6 H 0.079729 0.468589 -0.260409 0.027 Uiso 1 1 calc R . . . .
C7 C 0.09485(14) 0.6628(4) -0.18261(14) 0.0224(7) Uani 1 1 d . . . . .
H7 H 0.043401 0.690169 -0.182276 0.027 Uiso 1 1 calc R . . . .
C8 C 0.14751(13) 0.7551(4) -0.13817(13) 0.0175(6) Uani 1 1 d . . . . .
H8 H 0.131825 0.844786 -0.107266 0.021 Uiso 1 1 calc R . . . .
C9 C 0.22495(13) 0.7188(3) -0.13762(13) 0.0142(6) Uani 1 1 d . . . . .
C10 C 0.28187(13) 0.8148(3) -0.09220(13) 0.0132(5) Uani 1 1 d . . . . .
C11 C 0.26928(12) 0.9966(3) -0.06483(13) 0.0137(6) Uani 1 1 d . . . . .
C12 C 0.31427(13) 1.2390(3) 0.01475(14) 0.0177(6) Uani 1 1 d . . . . .
H12A H 0.292799 1.261627 0.060016 0.021 Uiso 1 1 calc R . . . .
H12B H 0.288240 1.316173 -0.023087 0.021 Uiso 1 1 calc R . . . .
C13 C 0.39763(12) 1.2777(3) 0.02382(13) 0.0174(6) Uani 1 1 d . . . . .
H13A H 0.417644 1.265112 -0.022749 0.021 Uiso 1 1 calc R . . . .
H13B H 0.406783 1.402238 0.040983 0.021 Uiso 1 1 calc R . . . .
C14 C 0.43388(13) 1.2115(4) 0.15131(13) 0.0184(6) Uani 1 1 d . . . . .
H14A H 0.402402 1.320579 0.150724 0.022 Uiso 1 1 calc R . . . .
H14B H 0.485069 1.245003 0.171852 0.022 Uiso 1 1 calc R . . . .
C15 C 0.40341(13) 1.0711(3) 0.19935(13) 0.0167(6) Uani 1 1 d . . . . .
H15A H 0.443097 0.984632 0.216865 0.020 Uiso 1 1 calc R . . . .
H15B H 0.384846 1.129421 0.241136 0.020 Uiso 1 1 calc R . . . .
C16 C 0.28493(13) 0.9189(3) 0.18391(13) 0.0138(6) Uani 1 1 d . . . . .
C17 C 0.24160(13) 0.7167(3) 0.08206(13) 0.0135(6) Uani 1 1 d . . . . .
C18 C 0.18409(13) 0.6109(4) 0.04401(13) 0.0178(6) Uani 1 1 d . . . . .
H18 H 0.196347 0.531728 0.007550 0.021 Uiso 1 1 calc R . . . .
C19 C 0.11254(13) 0.6210(4) 0.05873(13) 0.0201(6) Uani 1 1 d . . . . .
H19 H 0.075969 0.545551 0.033531 0.024 Uiso 1 1 calc R . . . .
C20 C 0.09076(13) 0.7413(4) 0.11087(13) 0.0182(6) Uani 1 1 d . . . . .
C21 C 0.01555(13) 0.7565(4) 0.12525(14) 0.0235(6) Uani 1 1 d . . . . .
H21 H -0.021389 0.681328 0.100460 0.028 Uiso 1 1 calc R . . . .
C22 C -0.00490(14) 0.8775(4) 0.17418(14) 0.0239(6) Uani 1 1 d . . . . .
H22 H -0.055452 0.884549 0.183691 0.029 Uiso 1 1 calc R . . . .
C23 C 0.04895(13) 0.9906(4) 0.21013(14) 0.0197(6) Uani 1 1 d . . . . .
H23 H 0.034620 1.076869 0.243127 0.024 Uiso 1 1 calc R . . . .
C24 C 0.12243(13) 0.9775(3) 0.19794(13) 0.0171(6) Uani 1 1 d . . . . .
H24 H 0.158074 1.056130 0.222603 0.021 Uiso 1 1 calc R . . . .
C25 C 0.14665(13) 0.8501(3) 0.14968(13) 0.0153(6) Uani 1 1 d . . . . .
C26 C 0.22394(13) 0.8305(3) 0.13704(13) 0.0137(6) Uani 1 1 d . . . . .
C27 C 0.22255(14) 1.1251(4) -0.11313(14) 0.0205(6) Uani 1 1 d . . . . .
H27A H 0.182675 1.174483 -0.087689 0.031 Uiso 1 1 calc GR . . . .
H27B H 0.200486 1.061301 -0.155976 0.031 Uiso 1 1 calc GR . . . .
H27C H 0.254133 1.223121 -0.127111 0.031 Uiso 1 1 calc GR . . . .
C28 C 0.28264(13) 0.9214(3) 0.26407(13) 0.0178(6) Uani 1 1 d . . . . .
H28A H 0.330218 0.876968 0.288145 0.027 Uiso 1 1 calc GR . . . .
H28B H 0.241879 0.844353 0.276249 0.027 Uiso 1 1 calc GR . . . .
H28C H 0.274325 1.044562 0.279687 0.027 Uiso 1 1 calc GR . . . .


_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 Cl1 2.3235(8) . ?
Fe1 N1 2.117(2) . ?
Fe1 N2 2.208(2) . ?
Fe1 N3 2.163(2) . ?
Fe1 O1 1.9598(16) . ?
Fe1 O2 1.9339(18) . ?
N1 C11 1.294(3) . ?
N1 C12 1.472(3) . ?
N2 H2 1.0000 . ?
N2 C13 1.491(3) . ?
N2 C14 1.489(3) . ?
N3 C15 1.469(3) . ?
N3 C16 1.289(3) . ?
O1 C1 1.328(3) . ?
O2 C17 1.319(3) . ?
C1 C2 1.427(3) . ?
C1 C10 1.409(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.363(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.426(3) . ?
C4 C5 1.416(3) . ?
C4 C9 1.415(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.362(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.403(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.374(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.420(3) . ?
C9 C10 1.446(3) . ?
C10 C11 1.476(4) . ?
C11 C27 1.508(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.520(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.526(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C26 1.481(3) . ?
C16 C28 1.514(3) . ?
C17 C18 1.427(3) . ?
C17 C26 1.403(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.352(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.418(4) . ?
C20 C21 1.417(3) . ?
C20 C25 1.427(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.369(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.399(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.373(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.417(3) . ?
C25 C26 1.447(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 Cl1 167.25(6) . . ?
N1 Fe1 N2 78.84(8) . . ?
N1 Fe1 N3 91.82(8) . . ?
N2 Fe1 Cl1 90.43(6) . . ?
N3 Fe1 Cl1 92.31(6) . . ?
N3 Fe1 N2 76.29(7) . . ?
O1 Fe1 Cl1 94.49(5) . . ?
O1 Fe1 N1 81.56(7) . . ?
O1 Fe1 N2 103.74(7) . . ?
O1 Fe1 N3 173.21(7) . . ?
O2 Fe1 Cl1 99.10(6) . . ?
O2 Fe1 N1 93.34(8) . . ?
O2 Fe1 N2 158.19(7) . . ?
O2 Fe1 N3 83.72(7) . . ?
O2 Fe1 O1 95.07(7) . . ?
C11 N1 Fe1 123.87(17) . . ?
C11 N1 C12 122.3(2) . . ?
C12 N1 Fe1 112.16(15) . . ?
Fe1 N2 H2 108.5 . . ?
C13 N2 Fe1 108.49(14) . . ?
C13 N2 H2 108.5 . . ?
C14 N2 Fe1 111.39(14) . . ?
C14 N2 H2 108.5 . . ?
C14 N2 C13 111.50(19) . . ?
C15 N3 Fe1 108.59(14) . . ?
C16 N3 Fe1 126.61(17) . . ?
C16 N3 C15 121.3(2) . . ?
C1 O1 Fe1 118.26(14) . . ?
C17 O2 Fe1 125.54(16) . . ?
O1 C1 C2 117.3(2) . . ?
O1 C1 C10 123.8(2) . . ?
C10 C1 C2 118.9(2) . . ?
C1 C2 H2A 119.3 . . ?
C3 C2 C1 121.4(2) . . ?
C3 C2 H2A 119.3 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.1(2) . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 121.6(2) . . ?
C9 C4 C3 118.7(2) . . ?
C9 C4 C5 119.6(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 120.3 . . ?
C5 C6 C7 119.3(2) . . ?
C7 C6 H6 120.3 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.7(2) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.2(2) . . ?
C9 C8 H8 119.4 . . ?
C4 C9 C8 117.5(2) . . ?
C4 C9 C10 119.8(2) . . ?
C8 C9 C10 122.6(2) . . ?
C1 C10 C9 119.1(2) . . ?
C1 C10 C11 117.9(2) . . ?
C9 C10 C11 122.2(2) . . ?
N1 C11 C10 119.3(2) . . ?
N1 C11 C27 121.9(2) . . ?
C10 C11 C27 118.0(2) . . ?
N1 C12 H12A 110.5 . . ?
N1 C12 H12B 110.5 . . ?
N1 C12 C13 105.97(19) . . ?
H12A C12 H12B 108.7 . . ?
C13 C12 H12A 110.5 . . ?
C13 C12 H12B 110.5 . . ?
N2 C13 C12 109.21(19) . . ?
N2 C13 H13A 109.8 . . ?
N2 C13 H13B 109.8 . . ?
C12 C13 H13A 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
N2 C14 H14A 108.9 . . ?
N2 C14 H14B 108.9 . . ?
N2 C14 C15 113.3(2) . . ?
H14A C14 H14B 107.7 . . ?
C15 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
N3 C15 C14 106.9(2) . . ?
N3 C15 H15A 110.3 . . ?
N3 C15 H15B 110.3 . . ?
C14 C15 H15A 110.3 . . ?
C14 C15 H15B 110.3 . . ?
H15A C15 H15B 108.6 . . ?
N3 C16 C26 118.8(2) . . ?
N3 C16 C28 121.2(2) . . ?
C26 C16 C28 119.7(2) . . ?
O2 C17 C18 117.0(2) . . ?
O2 C17 C26 123.6(2) . . ?
C26 C17 C18 119.4(2) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.4(2) . . ?
C19 C18 H18 119.3 . . ?
C18 C19 H19 119.2 . . ?
C18 C19 C20 121.6(2) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 C25 118.6(2) . . ?
C21 C20 C19 122.0(2) . . ?
C21 C20 C25 119.4(2) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.3(2) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.7(2) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.0 . . ?
C23 C24 C25 122.0(2) . . ?
C25 C24 H24 119.0 . . ?
C20 C25 C26 119.6(2) . . ?
C24 C25 C20 117.2(2) . . ?
C24 C25 C26 123.1(2) . . ?
C17 C26 C16 119.5(2) . . ?
C17 C26 C25 119.1(2) . . ?
C25 C26 C16 121.3(2) . . ?
C11 C27 H27A 109.5 . . ?
C11 C27 H27B 109.5 . . ?
C11 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C16 C28 H28A 109.5 . . ?
C16 C28 H28B 109.5 . . ?
C16 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2 O1 1.00 2.03 3.003(2) 162.9 3_675 yes
C2 H2A Cl1 0.95 2.80 3.611(3) 144.4 3_665 yes
C13 H13A Cl1 0.99 2.70 3.649(2) 161.2 3_675 yes
C15 H15A Cl1 0.99 2.69 3.267(3) 117.3 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N1 C11 C10 -2.7(3) . . . . ?
Fe1 N1 C11 C27 -172.72(16) . . . . ?
Fe1 N1 C12 C13 45.4(2) . . . . ?
Fe1 N2 C13 C12 38.8(2) . . . . ?
Fe1 N2 C14 C15 6.1(2) . . . . ?
Fe1 N3 C15 C14 52.8(2) . . . . ?
Fe1 N3 C16 C26 -25.2(3) . . . . ?
Fe1 N3 C16 C28 148.73(18) . . . . ?
Fe1 O1 C1 C2 -142.34(17) . . . . ?
Fe1 O1 C1 C10 39.2(3) . . . . ?
Fe1 O2 C17 C18 141.20(18) . . . . ?
Fe1 O2 C17 C26 -42.0(3) . . . . ?
N1 C12 C13 N2 -55.3(2) . . . . ?
N2 C14 C15 N3 -38.2(3) . . . . ?
N3 C16 C26 C17 39.2(3) . . . . ?
N3 C16 C26 C25 -144.9(2) . . . . ?
O1 C1 C2 C3 177.5(2) . . . . ?
O1 C1 C10 C9 -170.9(2) . . . . ?
O1 C1 C10 C11 18.7(3) . . . . ?
O2 C17 C18 C19 178.4(2) . . . . ?
O2 C17 C26 C16 -6.1(4) . . . . ?
O2 C17 C26 C25 177.8(2) . . . . ?
C1 C2 C3 C4 -3.1(4) . . . . ?
C1 C10 C11 N1 -36.8(3) . . . . ?
C1 C10 C11 C27 133.7(2) . . . . ?
C2 C1 C10 C9 10.6(3) . . . . ?
C2 C1 C10 C11 -159.8(2) . . . . ?
C2 C3 C4 C5 -174.8(2) . . . . ?
C2 C3 C4 C9 3.1(4) . . . . ?
C3 C4 C5 C6 175.7(2) . . . . ?
C3 C4 C9 C8 -172.9(2) . . . . ?
C3 C4 C9 C10 3.7(3) . . . . ?
C4 C5 C6 C7 -1.6(4) . . . . ?
C4 C9 C10 C1 -10.6(3) . . . . ?
C4 C9 C10 C11 159.4(2) . . . . ?
C5 C4 C9 C8 5.1(3) . . . . ?
C5 C4 C9 C10 -178.3(2) . . . . ?
C5 C6 C7 C8 2.5(4) . . . . ?
C6 C7 C8 C9 0.5(4) . . . . ?
C7 C8 C9 C4 -4.2(4) . . . . ?
C7 C8 C9 C10 179.2(2) . . . . ?
C8 C9 C10 C1 165.9(2) . . . . ?
C8 C9 C10 C11 -24.2(4) . . . . ?
C9 C4 C5 C6 -2.3(4) . . . . ?
C9 C10 C11 N1 153.1(2) . . . . ?
C9 C10 C11 C27 -36.4(3) . . . . ?
C10 C1 C2 C3 -4.0(4) . . . . ?
C11 N1 C12 C13 -120.5(2) . . . . ?
C12 N1 C11 C10 161.6(2) . . . . ?
C12 N1 C11 C27 -8.4(3) . . . . ?
C13 N2 C14 C15 127.4(2) . . . . ?
C14 N2 C13 C12 -84.3(2) . . . . ?
C15 N3 C16 C26 178.5(2) . . . . ?
C15 N3 C16 C28 -7.6(4) . . . . ?
C16 N3 C15 C14 -147.1(2) . . . . ?
C17 C18 C19 C20 2.2(4) . . . . ?
C18 C17 C26 C16 170.6(2) . . . . ?
C18 C17 C26 C25 -5.4(3) . . . . ?
C18 C19 C20 C21 178.2(3) . . . . ?
C18 C19 C20 C25 -1.7(4) . . . . ?
C19 C20 C21 C22 -177.9(3) . . . . ?
C19 C20 C25 C24 175.9(2) . . . . ?
C19 C20 C25 C26 -2.3(4) . . . . ?
C20 C21 C22 C23 1.0(4) . . . . ?
C20 C25 C26 C16 -170.1(2) . . . . ?
C20 C25 C26 C17 5.9(4) . . . . ?
C21 C20 C25 C24 -4.0(4) . . . . ?
C21 C20 C25 C26 177.8(2) . . . . ?
C21 C22 C23 C24 -1.7(4) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C23 C24 C25 C20 3.3(4) . . . . ?
C23 C24 C25 C26 -178.5(2) . . . . ?
C24 C25 C26 C16 11.8(4) . . . . ?
C24 C25 C26 C17 -172.2(2) . . . . ?
C25 C20 C21 C22 2.0(4) . . . . ?
C26 C17 C18 C19 1.5(4) . . . . ?
C28 C16 C26 C17 -134.9(2) . . . . ?
C28 C16 C26 C25 41.1(3) . . . . ?

_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 0.000 0.000 111.6 0.2 ?
2 0.500 0.500 0.500 111.6 0.2 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_3_293K
_database_code_depnum_ccdc_archive 'CCDC 1062789'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H23 Cl Fe N3 O4'
_chemical_formula_sum            'C20 H23 Cl Fe N3 O4'
_chemical_formula_weight         460.71
_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'
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'
Fe Fe 0.3463 0.8444 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.8572(4)
_cell_length_b                   10.4047(3)
_cell_length_c                   18.9387(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.464(4)
_cell_angle_gamma                90
_cell_volume                     2096.75(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4661
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.98
_cell_measurement_theta_min      2.60
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.804
_exptl_absorpt_coefficient_mu    0.878
_exptl_absorpt_correction_T_max  0.866
_exptl_absorpt_correction_T_min  0.742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED, Rigaku Oxford Diffraction Ltd.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 (CrysAlisPro; Agilent, 2012)
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8087
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.738
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3030
_reflns_number_total             4145
_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
_computing_data_collection       '(CrysAlisPro; Agilent, 2012)'
_computing_data_reduction        CrysAlisPro
_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    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.00179(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.240
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         4145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1011
_refine_ls_R_factor_gt           0.0665
_refine_ls_restrained_S_all      1.240
_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)+(0.0014P)²+2.0030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0822
_refine_ls_wR_factor_ref         0.1006
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C12(H12), C14(H14), C15(H15), C16(H16)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.21116(5) 0.03078(5) 0.08539(3) 0.03627(18) Uani 1 1 d . . . . .
Cl1 Cl 0.06845(12) -0.02645(11) 0.15691(7) 0.0625(4) Uani 1 1 d . . . . .
O1 O 0.3639(3) -0.0486(2) 0.13381(14) 0.0489(8) Uani 1 1 d . . . . .
O2 O 0.1738(2) -0.1238(2) 0.02775(14) 0.0374(6) Uani 1 1 d . . . . .
O3 O 0.5239(3) -0.2324(3) 0.18042(18) 0.0702(10) Uani 1 1 d . . . . .
O4 O 0.2003(3) -0.3885(3) 0.04142(19) 0.0613(9) Uani 1 1 d . . . . .
N1 N 0.2767(3) 0.1939(3) 0.15232(17) 0.0415(8) Uani 1 1 d . . . . .
N2 N 0.0833(3) 0.1896(3) 0.03848(18) 0.0434(9) Uani 1 1 d . . . . .
H2 H -0.000036 0.152291 0.020802 0.052 Uiso 1 1 calc R . . . .
N3 N 0.2836(3) 0.0932(3) -0.00558(18) 0.0397(8) Uani 1 1 d . . . . .
C1 C 0.4448(4) -0.0270(4) 0.1940(2) 0.0392(10) Uani 1 1 d . . . . .
C2 C 0.5328(4) -0.1245(4) 0.2212(2) 0.0494(11) Uani 1 1 d . . . . .
C3 C 0.6196(4) -0.1043(5) 0.2841(2) 0.0574(13) Uani 1 1 d . . . . .
H3 H 0.676681 -0.168643 0.302077 0.069 Uiso 1 1 calc R . . . .
C4 C 0.6218(4) 0.0110(5) 0.3203(3) 0.0674(15) Uani 1 1 d . . . . .
H4 H 0.680481 0.023551 0.362767 0.081 Uiso 1 1 calc R . . . .
C5 C 0.5402(4) 0.1058(5) 0.2951(2) 0.0579(13) Uani 1 1 d . . . . .
H5 H 0.543982 0.183273 0.319917 0.069 Uiso 1 1 calc R . . . .
C6 C 0.4499(4) 0.0890(4) 0.2318(2) 0.0397(10) Uani 1 1 d . . . . .
C7 C 0.3651(4) 0.1929(4) 0.2084(2) 0.0436(11) Uani 1 1 d . . . . .
H7 H 0.375180 0.266819 0.236502 0.052 Uiso 1 1 calc R . . . .
C8 C 0.2021(4) 0.3123(4) 0.1386(2) 0.0554(13) Uani 1 1 d . . . . .
H8A H 0.242207 0.371961 0.110908 0.066 Uiso 1 1 calc R . . . .
H8B H 0.196059 0.353016 0.183861 0.066 Uiso 1 1 calc R . . . .
C9 C 0.0728(4) 0.2785(4) 0.0973(2) 0.0519(12) Uani 1 1 d . . . . .
H9A H 0.024613 0.238625 0.129379 0.062 Uiso 1 1 calc R . . . .
H9B H 0.029248 0.355943 0.077699 0.062 Uiso 1 1 calc R . . . .
C10 C 0.1236(4) 0.2527(4) -0.0234(2) 0.0521(12) Uani 1 1 d . . . . .
H10A H 0.108099 0.344423 -0.021968 0.062 Uiso 1 1 calc R . . . .
H10B H 0.074773 0.219186 -0.068078 0.062 Uiso 1 1 calc R . . . .
C11 C 0.2619(4) 0.2293(4) -0.0211(2) 0.0533(12) Uani 1 1 d . . . . .
H11A H 0.283272 0.251022 -0.066975 0.064 Uiso 1 1 calc R . . . .
H11B H 0.312763 0.281253 0.016216 0.064 Uiso 1 1 calc R . . . .
C12 C 0.3285(4) 0.0210(4) -0.0484(2) 0.0503(11) Uani 1 1 d . . . . .
H12 H 0.358917 0.059296 -0.085878 0.060 Uiso 1 1 calc R . . . .
C13 C 0.3348(4) -0.1173(4) -0.0421(2) 0.0417(10) Uani 1 1 d . . . . .
C14 C 0.4129(4) -0.1864(5) -0.0789(2) 0.0570(13) Uani 1 1 d . . . . .
H14 H 0.459887 -0.142334 -0.107099 0.068 Uiso 1 1 calc R . . . .
C15 C 0.4216(4) -0.3171(5) -0.0743(3) 0.0602(14) Uani 1 1 d . . . . .
H15 H 0.473663 -0.361967 -0.099161 0.072 Uiso 1 1 calc R . . . .
C16 C 0.3517(4) -0.3814(4) -0.0320(2) 0.0505(12) Uani 1 1 d . . . . .
H16 H 0.359596 -0.470127 -0.027088 0.061 Uiso 1 1 calc R . . . .
C17 C 0.2712(4) -0.3178(4) 0.0029(2) 0.0420(10) Uani 1 1 d . . . . .
C18 C 0.2582(3) -0.1832(4) -0.0023(2) 0.0340(9) Uani 1 1 d . . . . .
C19 C 0.5962(5) -0.3403(5) 0.2088(3) 0.097(2) Uani 1 1 d . . . . .
H19A H 0.683917 -0.320463 0.214023 0.146 Uiso 1 1 calc GR . . . .
H19B H 0.575642 -0.411829 0.176554 0.146 Uiso 1 1 calc GR . . . .
H19C H 0.578164 -0.361880 0.254924 0.146 Uiso 1 1 calc GR . . . .
C20 C 0.2203(5) -0.3572(4) 0.1165(3) 0.0792(17) Uani 1 1 d . . . . .
H20A H 0.306931 -0.371244 0.138195 0.119 Uiso 1 1 calc GR . . . .
H20B H 0.168108 -0.410857 0.139545 0.119 Uiso 1 1 calc GR . . . .
H20C H 0.199228 -0.268687 0.121983 0.119 Uiso 1 1 calc GR . . . .


_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 Cl1 2.3290(12) . ?
Fe1 O1 1.915(3) . ?
Fe1 O2 1.941(2) . ?
Fe1 N1 2.153(3) . ?
Fe1 N2 2.226(3) . ?
Fe1 N3 2.133(3) . ?
O1 C1 1.312(4) . ?
O2 C18 1.324(4) . ?
O3 C2 1.354(5) . ?
O3 C19 1.413(5) . ?
O4 C17 1.375(5) . ?
O4 C20 1.432(5) . ?
N1 C7 1.282(5) . ?
N1 C8 1.469(5) . ?
N2 H2 0.9800 . ?
N2 C9 1.470(5) . ?
N2 C10 1.483(5) . ?
N3 C11 1.455(5) . ?
N3 C12 1.272(5) . ?
C1 C2 1.419(5) . ?
C1 C6 1.399(5) . ?
C2 C3 1.380(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.348(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.400(5) . ?
C6 C7 1.432(5) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.506(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.513(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12 0.9300 . ?
C12 C13 1.444(5) . ?
C13 C14 1.399(5) . ?
C13 C18 1.407(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.364(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.382(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.367(5) . ?
C17 C18 1.408(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 Cl1 102.95(9) . . ?
O1 Fe1 O2 88.62(11) . . ?
O1 Fe1 N1 84.54(12) . . ?
O1 Fe1 N2 157.38(12) . . ?
O1 Fe1 N3 95.44(12) . . ?
O2 Fe1 Cl1 91.52(8) . . ?
O2 Fe1 N1 172.78(12) . . ?
O2 Fe1 N2 110.29(11) . . ?
O2 Fe1 N3 82.39(11) . . ?
N1 Fe1 Cl1 92.24(9) . . ?
N1 Fe1 N2 75.93(12) . . ?
N2 Fe1 Cl1 89.29(9) . . ?
N3 Fe1 Cl1 160.50(9) . . ?
N3 Fe1 N1 95.96(12) . . ?
N3 Fe1 N2 75.67(12) . . ?
C1 O1 Fe1 135.1(3) . . ?
C18 O2 Fe1 122.9(2) . . ?
C2 O3 C19 118.1(4) . . ?
C17 O4 C20 114.5(3) . . ?
C7 N1 Fe1 125.9(3) . . ?
C7 N1 C8 116.7(3) . . ?
C8 N1 Fe1 116.8(3) . . ?
Fe1 N2 H2 107.6 . . ?
C9 N2 Fe1 107.5(2) . . ?
C9 N2 H2 107.6 . . ?
C9 N2 C10 113.5(3) . . ?
C10 N2 Fe1 112.7(2) . . ?
C10 N2 H2 107.6 . . ?
C11 N3 Fe1 112.8(3) . . ?
C12 N3 Fe1 125.8(3) . . ?
C12 N3 C11 120.9(4) . . ?
O1 C1 C2 118.6(4) . . ?
O1 C1 C6 123.0(4) . . ?
C6 C1 C2 118.4(4) . . ?
O3 C2 C1 114.8(4) . . ?
O3 C2 C3 125.3(4) . . ?
C3 C2 C1 120.0(4) . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 120.9(4) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.7(5) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 119.7(4) . . ?
C1 C6 C7 122.3(4) . . ?
C5 C6 C7 117.9(4) . . ?
N1 C7 C6 126.3(4) . . ?
N1 C7 H7 116.8 . . ?
C6 C7 H7 116.8 . . ?
N1 C8 H8A 110.0 . . ?
N1 C8 H8B 110.0 . . ?
N1 C8 C9 108.7(3) . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 H8A 110.0 . . ?
C9 C8 H8B 110.0 . . ?
N2 C9 C8 109.6(3) . . ?
N2 C9 H9A 109.7 . . ?
N2 C9 H9B 109.7 . . ?
C8 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
N2 C10 C11 110.6(3) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
N3 C11 C10 106.4(3) . . ?
N3 C11 H11A 110.4 . . ?
N3 C11 H11B 110.4 . . ?
C10 C11 H11A 110.4 . . ?
C10 C11 H11B 110.4 . . ?
H11A C11 H11B 108.6 . . ?
N3 C12 H12 118.2 . . ?
N3 C12 C13 123.6(4) . . ?
C13 C12 H12 118.2 . . ?
C14 C13 C12 119.6(4) . . ?
C14 C13 C18 119.8(4) . . ?
C18 C13 C12 120.5(4) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.5(4) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 H15 120.6 . . ?
C14 C15 C16 118.7(4) . . ?
C16 C15 H15 120.6 . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.6(4) . . ?
C17 C16 H16 119.2 . . ?
O4 C17 C18 120.7(4) . . ?
C16 C17 O4 118.5(4) . . ?
C16 C17 C18 120.8(4) . . ?
O2 C18 C13 122.4(3) . . ?
O2 C18 C17 120.1(4) . . ?
C13 C18 C17 117.4(4) . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2 O2 0.98 1.95 2.906(4) 164.1 3 yes
C7 H7 Cl1 0.93 2.93 3.851(4) 170.7 2 yes
C9 H9A Cl1 0.97 2.83 3.371(4) 116.1 . yes
C10 H10B Cl1 0.97 2.87 3.767(5) 154.4 3 yes
C20 H20C O2 0.96 2.31 2.939(5) 122.4 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 O1 C1 C2 165.4(3) . . . . ?
Fe1 O1 C1 C6 -15.9(6) . . . . ?
Fe1 O2 C18 C13 -48.0(5) . . . . ?
Fe1 O2 C18 C17 134.1(3) . . . . ?
Fe1 N1 C7 C6 9.7(6) . . . . ?
Fe1 N1 C8 C9 19.2(4) . . . . ?
Fe1 N2 C9 C8 50.0(4) . . . . ?
Fe1 N2 C10 C11 -21.4(4) . . . . ?
Fe1 N3 C11 C10 -50.6(4) . . . . ?
Fe1 N3 C12 C13 1.2(6) . . . . ?
O1 C1 C2 O3 0.5(6) . . . . ?
O1 C1 C2 C3 179.6(4) . . . . ?
O1 C1 C6 C5 -179.0(4) . . . . ?
O1 C1 C6 C7 1.1(6) . . . . ?
O3 C2 C3 C4 178.4(4) . . . . ?
O4 C17 C18 O2 -2.6(6) . . . . ?
O4 C17 C18 C13 179.4(4) . . . . ?
N1 C8 C9 N2 -45.6(5) . . . . ?
N2 C10 C11 N3 45.6(5) . . . . ?
N3 C12 C13 C14 -163.7(4) . . . . ?
N3 C12 C13 C18 19.6(7) . . . . ?
C1 C2 C3 C4 -0.6(7) . . . . ?
C1 C6 C7 N1 0.3(7) . . . . ?
C2 C1 C6 C5 -0.2(6) . . . . ?
C2 C1 C6 C7 179.9(4) . . . . ?
C2 C3 C4 C5 -0.2(7) . . . . ?
C3 C4 C5 C6 0.9(7) . . . . ?
C4 C5 C6 C1 -0.6(7) . . . . ?
C4 C5 C6 C7 179.3(4) . . . . ?
C5 C6 C7 N1 -179.5(4) . . . . ?
C6 C1 C2 O3 -178.3(4) . . . . ?
C6 C1 C2 C3 0.8(6) . . . . ?
C7 N1 C8 C9 -152.6(4) . . . . ?
C8 N1 C7 C6 -179.4(4) . . . . ?
C9 N2 C10 C11 101.1(4) . . . . ?
C10 N2 C9 C8 -75.4(4) . . . . ?
C11 N3 C12 C13 -170.4(4) . . . . ?
C12 N3 C11 C10 121.9(4) . . . . ?
C12 C13 C14 C15 179.9(4) . . . . ?
C12 C13 C18 O2 3.3(6) . . . . ?
C12 C13 C18 C17 -178.7(4) . . . . ?
C13 C14 C15 C16 -0.2(7) . . . . ?
C14 C13 C18 O2 -173.3(4) . . . . ?
C14 C13 C18 C17 4.7(6) . . . . ?
C14 C15 C16 C17 2.5(7) . . . . ?
C15 C16 C17 O4 177.1(4) . . . . ?
C15 C16 C17 C18 -1.0(7) . . . . ?
C16 C17 C18 O2 175.5(4) . . . . ?
C16 C17 C18 C13 -2.6(6) . . . . ?
C18 C13 C14 C15 -3.4(7) . . . . ?
C19 O3 C2 C1 -171.4(4) . . . . ?
C19 O3 C2 C3 9.5(7) . . . . ?
C20 O4 C17 C16 120.5(4) . . . . ?
C20 O4 C17 C18 -61.4(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_8_293K
_database_code_depnum_ccdc_archive 'CCDC 1062795'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H25 Br2 Cl Fe N3 O4, H2 O'
_chemical_formula_sum            'C22 H27 Br2 Cl Fe N3 O5'
_chemical_formula_weight         664.58
_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'
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'
Fe Fe 0.3463 0.8444 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.0070(10)
_cell_length_b                   16.9410(10)
_cell_length_c                   13.6630(10)
_cell_angle_alpha                90
_cell_angle_beta                 112.820(10)
_cell_angle_gamma                90
_cell_volume                     2561.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8694
_cell_measurement_temperature    293
_cell_measurement_theta_max      26.372
_cell_measurement_theta_min      4.089
_shelx_estimated_absorpt_T_max   0.861
_shelx_estimated_absorpt_T_min   0.249
_exptl_absorpt_coefficient_mu    3.850
_exptl_absorpt_correction_T_max  0.765
_exptl_absorpt_correction_T_min  0.488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED, Rigaku Oxford Diffraction Ltd.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1332
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 (CrysAlisPro; Agilent, 2012)
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0620
_diffrn_reflns_av_unetI/netI     0.1635
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9415
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.883
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2457
_reflns_number_total             5134
_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
_computing_data_collection       '(CrysAlisPro; Agilent, 2012)'
_computing_data_reduction        CrysAlisPro
_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    'SIR2011 (Burla et al., 2007)'
_refine_diff_density_max         0.858
_refine_diff_density_min         -0.734
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       0.00048(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         5134
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.2067
_refine_ls_R_factor_gt           0.0939
_refine_ls_restrained_S_all      1.088
_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)+(0.0353P)²+1.5222P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1843
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O5-H5A = O5-H5B
 0.82 with sigma of 0.001
 H5A-H5B
 1.365 with sigma of 0.02
 H5A-O2_$1 = H5B-O4_$1
 2.1 with sigma of 0.1
3. Uiso/Uaniso restraints and constraints
Uanis(O5) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
4.a Riding coordinates:
 O5(H5A,H5B)
4.b Ternary CH refined with riding coordinates:
 N2(H2)
4.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B)
4.d Me refined with riding coordinates:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
4.e Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C14(H14), C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe4 Fe 0.07507(10) 0.23610(8) 0.10471(10) 0.0420(4) Uani 1 1 d . . . . .
Br1 Br 0.43587(9) -0.01884(7) 0.18310(10) 0.0742(4) Uani 1 1 d . . . . .
Br2 Br 0.27372(11) 0.46774(7) -0.09188(10) 0.0827(5) Uani 1 1 d . . . . .
Cl1 Cl 0.0415(2) 0.28345(15) 0.25203(18) 0.0536(7) Uani 1 1 d . . . . .
O1 O 0.0959(5) 0.1994(4) -0.0246(4) 0.0459(16) Uani 1 1 d . . . . .
O2 O 0.2443(5) 0.2629(3) 0.1714(4) 0.0439(15) Uani 1 1 d D . . . .
O3 O 0.2358(5) 0.1139(4) -0.0908(5) 0.0601(19) Uani 1 1 d . . . . .
O4 O 0.4310(5) 0.3369(4) 0.1626(5) 0.0612(19) Uani 1 1 d D . . . .
N1 N 0.0255(6) 0.3419(4) 0.0157(5) 0.0446(19) Uani 1 1 d . . . . .
N2 N -0.1170(6) 0.2028(5) 0.0305(6) 0.052(2) Uani 1 1 d . . . . .
H2 H -0.129895 0.187369 -0.042281 0.063 Uiso 1 1 calc R . . . .
N3 N 0.1282(6) 0.1237(4) 0.1688(5) 0.0459(19) Uani 1 1 d . . . . .
C1 C 0.1690(7) 0.2365(6) -0.0574(7) 0.043(2) Uani 1 1 d . . . . .
C2 C 0.2484(8) 0.1934(6) -0.0947(6) 0.047(2) Uani 1 1 d . . . . .
C3 C 0.3268(8) 0.2316(7) -0.1283(6) 0.052(3) Uani 1 1 d . . . . .
H3 H 0.376549 0.202395 -0.152495 0.062 Uiso 1 1 calc R . . . .
C4 C 0.3338(8) 0.3131(7) -0.1270(7) 0.061(3) Uani 1 1 d . . . . .
H4 H 0.389788 0.338241 -0.147945 0.073 Uiso 1 1 calc R . . . .
C5 C 0.2591(8) 0.3563(6) -0.0953(7) 0.052(3) Uani 1 1 d . . . . .
C6 C 0.1764(8) 0.3192(6) -0.0610(6) 0.045(2) Uani 1 1 d . . . . .
C7 C 0.0837(8) 0.3649(6) -0.0415(7) 0.050(2) Uani 1 1 d . . . . .
H7 H 0.065067 0.414538 -0.072748 0.060 Uiso 1 1 calc R . . . .
C8 C -0.0796(8) 0.3872(6) 0.0093(8) 0.058(3) Uani 1 1 d . . . . .
H8A H -0.084979 0.434965 -0.031439 0.070 Uiso 1 1 calc R . . . .
H8B H -0.072293 0.402269 0.080049 0.070 Uiso 1 1 calc R . . . .
C9 C -0.1937(8) 0.3375(6) -0.0441(7) 0.061(3) Uani 1 1 d . . . . .
H9A H -0.263706 0.371013 -0.058102 0.073 Uiso 1 1 calc R . . . .
H9B H -0.195698 0.319034 -0.111923 0.073 Uiso 1 1 calc R . . . .
C10 C -0.2042(8) 0.2675(6) 0.0189(8) 0.059(3) Uani 1 1 d . . . . .
H10A H -0.194135 0.285457 0.089254 0.071 Uiso 1 1 calc R . . . .
H10B H -0.285302 0.246296 -0.014551 0.071 Uiso 1 1 calc R . . . .
C11 C -0.1575(8) 0.1339(6) 0.0753(8) 0.061(3) Uani 1 1 d . . . . .
H11A H -0.237819 0.118610 0.026819 0.073 Uiso 1 1 calc R . . . .
H11B H -0.162523 0.149267 0.141903 0.073 Uiso 1 1 calc R . . . .
C12 C -0.0740(9) 0.0637(6) 0.0947(8) 0.066(3) Uani 1 1 d . . . . .
H12A H -0.054906 0.056095 0.032532 0.080 Uiso 1 1 calc R . . . .
H12B H -0.116600 0.017053 0.102488 0.080 Uiso 1 1 calc R . . . .
C13 C 0.0446(8) 0.0708(6) 0.1925(8) 0.064(3) Uani 1 1 d . . . . .
H13A H 0.028466 0.091474 0.251869 0.077 Uiso 1 1 calc R . . . .
H13B H 0.081126 0.019014 0.212040 0.077 Uiso 1 1 calc R . . . .
C14 C 0.2324(8) 0.0943(5) 0.1855(7) 0.048(2) Uani 1 1 d . . . . .
H14 H 0.244885 0.041604 0.206110 0.057 Uiso 1 1 calc R . . . .
C15 C 0.3333(7) 0.1367(6) 0.1749(7) 0.045(2) Uani 1 1 d . . . . .
C16 C 0.4321(8) 0.0925(6) 0.1722(7) 0.052(3) Uani 1 1 d . . . . .
C17 C 0.5271(9) 0.1305(6) 0.1637(8) 0.062(3) Uani 1 1 d . . . . .
H17 H 0.590797 0.101252 0.159836 0.075 Uiso 1 1 calc R . . . .
C18 C 0.5312(7) 0.2118(6) 0.1605(7) 0.052(3) Uani 1 1 d . . . . .
H18 H 0.597718 0.236628 0.155211 0.062 Uiso 1 1 calc R . . . .
C20 C 0.3345(7) 0.2184(6) 0.1696(6) 0.042(2) Uani 1 1 d . . . . .
C21 C 0.3229(8) 0.0674(7) -0.1114(8) 0.076(3) Uani 1 1 d . . . . .
H21A H 0.305926 0.012462 -0.106715 0.091 Uiso 1 1 calc R . . . .
H21B H 0.319400 0.078864 -0.181288 0.091 Uiso 1 1 calc R . . . .
H21C H 0.402064 0.079478 -0.059942 0.091 Uiso 1 1 calc R . . . .
C22 C 0.5251(8) 0.3793(7) 0.1484(8) 0.076(4) Uani 1 1 d . . . . .
H22A H 0.509486 0.434886 0.148097 0.092 Uiso 1 1 calc R . . . .
H22B H 0.600548 0.367254 0.205439 0.092 Uiso 1 1 calc R . . . .
H22C H 0.529189 0.364495 0.082061 0.092 Uiso 1 1 calc R . . . .
C23 C 0.4381(8) 0.2563(6) 0.1651(7) 0.050(3) Uani 1 1 d . . . . .
O5 O -0.1546(8) 0.1170(4) -0.1684(6) 0.113(3) Uani 1 1 d D U . . .
H5A H -0.210678 0.141931 -0.211688 0.169 Uiso 1 1 d DR . . . .
H5B H -0.094338 0.119471 -0.182688 0.169 Uiso 1 1 d DR . . . .


_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
Fe4 Cl1 2.342(2) . ?
Fe4 O1 1.979(5) . ?
Fe4 O2 1.931(5) . ?
Fe4 N1 2.118(7) . ?
Fe4 N2 2.202(7) . ?
Fe4 N3 2.089(7) . ?
Br1 C16 1.892(10) . ?
Br2 C5 1.896(10) . ?
O1 C1 1.293(9) . ?
O2 C20 1.327(9) . ?
O3 C2 1.359(10) . ?
O3 C21 1.420(10) . ?
O4 C22 1.414(10) . ?
O4 C23 1.367(11) . ?
N1 C7 1.295(10) . ?
N1 C8 1.450(10) . ?
N2 H2 0.9800 . ?
N2 C10 1.482(11) . ?
N2 C11 1.485(11) . ?
N3 C13 1.473(10) . ?
N3 C14 1.283(10) . ?
C1 C2 1.442(12) . ?
C1 C6 1.407(12) . ?
C2 C3 1.361(12) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(13) . ?
C4 H4 0.9300 . ?
C4 C5 1.352(12) . ?
C5 C6 1.399(11) . ?
C6 C7 1.462(12) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.531(12) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.498(12) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.511(12) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.534(12) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14 0.9300 . ?
C14 C15 1.463(11) . ?
C15 C16 1.415(11) . ?
C15 C20 1.387(12) . ?
C16 C17 1.353(12) . ?
C17 H17 0.9300 . ?
C17 C18 1.380(13) . ?
C18 H18 0.9300 . ?
C18 C23 1.370(12) . ?
C20 C23 1.423(11) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O5 H5A 0.8201 . ?
O5 H5B 0.8202 . ?

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 Fe4 Cl1 176.95(18) . . ?
O1 Fe4 N1 81.8(3) . . ?
O1 Fe4 N2 88.9(2) . . ?
O1 Fe4 N3 88.0(3) . . ?
O2 Fe4 Cl1 90.80(18) . . ?
O2 Fe4 O1 91.2(2) . . ?
O2 Fe4 N1 94.7(3) . . ?
O2 Fe4 N2 178.6(3) . . ?
O2 Fe4 N3 85.5(3) . . ?
N1 Fe4 Cl1 95.7(2) . . ?
N1 Fe4 N2 86.6(3) . . ?
N2 Fe4 Cl1 89.2(2) . . ?
N3 Fe4 Cl1 94.5(2) . . ?
N3 Fe4 N1 169.8(3) . . ?
N3 Fe4 N2 93.1(3) . . ?
C1 O1 Fe4 119.6(5) . . ?
C20 O2 Fe4 125.1(5) . . ?
C2 O3 C21 116.2(8) . . ?
C23 O4 C22 117.7(8) . . ?
C7 N1 Fe4 120.3(6) . . ?
C7 N1 C8 117.7(8) . . ?
C8 N1 Fe4 121.8(6) . . ?
Fe4 N2 H2 105.1 . . ?
C10 N2 Fe4 115.5(6) . . ?
C10 N2 H2 105.1 . . ?
C10 N2 C11 107.1(7) . . ?
C11 N2 Fe4 117.6(6) . . ?
C11 N2 H2 105.1 . . ?
C13 N3 Fe4 121.6(6) . . ?
C14 N3 Fe4 123.2(6) . . ?
C14 N3 C13 115.1(8) . . ?
O1 C1 C2 120.4(9) . . ?
O1 C1 C6 123.9(8) . . ?
C6 C1 C2 115.7(8) . . ?
O3 C2 C1 113.0(8) . . ?
O3 C2 C3 125.9(10) . . ?
C3 C2 C1 121.1(9) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(9) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.9(9) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 Br2 118.6(7) . . ?
C4 C5 C6 120.7(10) . . ?
C6 C5 Br2 120.6(8) . . ?
C1 C6 C7 117.2(8) . . ?
C5 C6 C1 121.4(9) . . ?
C5 C6 C7 120.8(9) . . ?
N1 C7 C6 125.3(9) . . ?
N1 C7 H7 117.3 . . ?
C6 C7 H7 117.3 . . ?
N1 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
N1 C8 C9 109.5(8) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
C8 C9 H9A 108.5 . . ?
C8 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C8 114.9(8) . . ?
C10 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
N2 C10 C9 115.7(8) . . ?
N2 C10 H10A 108.4 . . ?
N2 C10 H10B 108.4 . . ?
C9 C10 H10A 108.4 . . ?
C9 C10 H10B 108.4 . . ?
H10A C10 H10B 107.4 . . ?
N2 C11 H11A 109.0 . . ?
N2 C11 H11B 109.0 . . ?
N2 C11 C12 112.9(7) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C11 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
C11 C12 C13 114.8(9) . . ?
H12A C12 H12B 107.5 . . ?
C13 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
N3 C13 C12 109.7(8) . . ?
N3 C13 H13A 109.7 . . ?
N3 C13 H13B 109.7 . . ?
C12 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
N3 C14 H14 117.3 . . ?
N3 C14 C15 125.4(8) . . ?
C15 C14 H14 117.3 . . ?
C16 C15 C14 118.6(8) . . ?
C20 C15 C14 121.4(8) . . ?
C20 C15 C16 120.1(8) . . ?
C15 C16 Br1 121.3(7) . . ?
C17 C16 Br1 119.1(7) . . ?
C17 C16 C15 119.6(9) . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.3(9) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 119.7 . . ?
C23 C18 C17 120.6(9) . . ?
C23 C18 H18 119.7 . . ?
O2 C20 C15 122.7(8) . . ?
O2 C20 C23 118.6(8) . . ?
C15 C20 C23 118.7(8) . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C22 H22A 109.5 . . ?
O4 C22 H22B 109.5 . . ?
O4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O4 C23 C18 126.4(9) . . ?
O4 C23 C20 113.9(8) . . ?
C18 C23 C20 119.7(9) . . ?
H5A O5 H5B 110.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2 O5 0.98 2.02 2.957(10) 159.3 . yes
O5 H5A O2 0.82 2.18 2.888(9) 143.9 4_565 yes
O5 H5B O4 0.82 2.37 2.972(10) 131.2 4_565 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe4 O1 C1 C2 137.7(6) . . . . ?
Fe4 O1 C1 C6 -43.2(11) . . . . ?
Fe4 O2 C20 C15 -36.9(11) . . . . ?
Fe4 O2 C20 C23 145.0(6) . . . . ?
Fe4 N1 C7 C6 7.2(12) . . . . ?
Fe4 N1 C8 C9 -62.6(9) . . . . ?
Fe4 N2 C10 C9 58.0(10) . . . . ?
Fe4 N2 C11 C12 -46.3(10) . . . . ?
Fe4 N3 C13 C12 51.3(10) . . . . ?
Fe4 N3 C14 C15 7.6(13) . . . . ?
Br1 C16 C17 C18 -176.9(7) . . . . ?
Br2 C5 C6 C1 -176.4(7) . . . . ?
Br2 C5 C6 C7 11.9(11) . . . . ?
O1 C1 C2 O3 0.1(11) . . . . ?
O1 C1 C2 C3 -179.2(8) . . . . ?
O1 C1 C6 C5 178.7(8) . . . . ?
O1 C1 C6 C7 -9.4(13) . . . . ?
O2 C20 C23 O4 -0.4(12) . . . . ?
O2 C20 C23 C18 -178.4(8) . . . . ?
O3 C2 C3 C4 -178.8(8) . . . . ?
N1 C8 C9 C10 67.4(10) . . . . ?
N2 C11 C12 C13 75.7(11) . . . . ?
N3 C14 C15 C16 -165.8(8) . . . . ?
N3 C14 C15 C20 15.5(14) . . . . ?
C1 C2 C3 C4 0.6(13) . . . . ?
C1 C6 C7 N1 27.7(13) . . . . ?
C2 C1 C6 C5 -2.2(13) . . . . ?
C2 C1 C6 C7 169.8(7) . . . . ?
C2 C3 C4 C5 -2.2(15) . . . . ?
C3 C4 C5 Br2 178.7(7) . . . . ?
C3 C4 C5 C6 1.6(14) . . . . ?
C4 C5 C6 C1 0.7(14) . . . . ?
C4 C5 C6 C7 -171.0(8) . . . . ?
C5 C6 C7 N1 -160.4(9) . . . . ?
C6 C1 C2 O3 -179.0(7) . . . . ?
C6 C1 C2 C3 1.6(12) . . . . ?
C7 N1 C8 C9 112.2(9) . . . . ?
C8 N1 C7 C6 -167.8(8) . . . . ?
C8 C9 C10 N2 -69.2(11) . . . . ?
C10 N2 C11 C12 -178.2(8) . . . . ?
C11 N2 C10 C9 -168.8(8) . . . . ?
C11 C12 C13 N3 -76.7(10) . . . . ?
C13 N3 C14 C15 -175.7(8) . . . . ?
C14 N3 C13 C12 -125.4(9) . . . . ?
C14 C15 C16 Br1 -0.5(12) . . . . ?
C14 C15 C16 C17 -179.2(9) . . . . ?
C14 C15 C20 O2 -1.5(14) . . . . ?
C14 C15 C20 C23 176.6(8) . . . . ?
C15 C16 C17 C18 1.9(15) . . . . ?
C15 C20 C23 O4 -178.5(8) . . . . ?
C15 C20 C23 C18 3.4(13) . . . . ?
C16 C15 C20 O2 179.8(7) . . . . ?
C16 C15 C20 C23 -2.1(13) . . . . ?
C16 C17 C18 C23 -0.5(15) . . . . ?
C17 C18 C23 O4 -179.9(9) . . . . ?
C17 C18 C23 C20 -2.2(14) . . . . ?
C20 C15 C16 Br1 178.3(7) . . . . ?
C20 C15 C16 C17 -0.5(14) . . . . ?
C21 O3 C2 C1 -171.1(7) . . . . ?
C21 O3 C2 C3 8.3(13) . . . . ?
C22 O4 C23 C18 3.5(14) . . . . ?
C22 O4 C23 C20 -174.4(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_4_150K
_database_code_depnum_ccdc_archive 'CCDC 1062791'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H17 Br2 Cl Fe N3 O2, C H4 O'
_chemical_formula_sum            'C19 H21 Br2 Cl Fe N3 O3'
_chemical_formula_weight         590.51
_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'
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'
Fe Fe 0.3463 0.8444 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.5360(4)
_cell_length_b                   12.6730(4)
_cell_length_c                   16.2456(5)
_cell_angle_alpha                94.651(2)
_cell_angle_beta                 101.474(3)
_cell_angle_gamma                106.584(3)
_cell_volume                     2206.59(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7562
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.370
_cell_measurement_theta_min      4.086
_shelx_estimated_absorpt_T_max   0.426
_shelx_estimated_absorpt_T_min   0.238
_exptl_absorpt_coefficient_mu    4.451
_exptl_absorpt_correction_T_max  0.502
_exptl_absorpt_correction_T_min  0.244
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED, Rigaku Oxford Diffraction Ltd.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1172
_exptl_crystal_size_max          0.452
_exptl_crystal_size_mid          0.298
_exptl_crystal_size_min          0.231
_exptl_special_details           
;
 (CrysAlisPro; Agilent, 2012)
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23017
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.191
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  
'Oxford Diffraction Xcalibur 2 Single Crystal X-ray Diffractometer with Sapphire CCD Detector.'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6507
_reflns_number_total             9005
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.674
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         9005
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0290
_refine_ls_restrained_S_all      0.940
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0297P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0575
_refine_ls_wR_factor_ref         0.0596
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2), N5(H5A)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C26(H26A,H26B),
 C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C5(H5), C7(H7), C12(H12), C14(H14), C16(H16), C17(H17),
 C20(H20), C21(H21), C23(H23), C25(H25), C30(H30), C32(H32), C34(H34), C35(H35)
2.d Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC), C2S(H2SA,H2SB,H2SC)
2.e Idealised tetrahedral OH refined as rotating group:
 O1S(H1S), O2S(H2S)
;
_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
Br1 Br -0.31028(2) 0.14356(2) 0.14622(2) 0.02469(7) Uani 1 1 d . . . . .
Br2 Br 0.37914(3) -0.05919(2) 0.20096(2) 0.03869(9) Uani 1 1 d . . . . .
Br3 Br 0.24284(3) 0.63948(2) 0.69073(2) 0.03552(8) Uani 1 1 d . . . . .
Br4 Br 0.91146(3) 0.40992(3) 0.67821(2) 0.04846(10) Uani 1 1 d . . . . .
Fe1 Fe 0.29983(3) 0.43425(3) 0.04184(2) 0.01772(9) Uani 1 1 d . . . . .
Fe2 Fe 0.23236(3) 0.08517(3) 0.53006(2) 0.02040(9) Uani 1 1 d . . . . .
Cl1 Cl 0.24694(7) 0.45939(6) -0.09837(4) 0.03173(17) Uani 1 1 d . . . . .
Cl2 Cl 0.17948(7) -0.00062(6) 0.39097(4) 0.03597(18) Uani 1 1 d . . . . .
O1 O 0.17187(14) 0.29736(13) 0.03981(11) 0.0227(4) Uani 1 1 d . . . . .
O1S O 0.3113(2) 0.30711(19) 0.36199(14) 0.0531(6) Uani 1 1 d . . . . .
H1S H 0.314724 0.269298 0.402039 0.080 Uiso 1 1 calc GR . . . .
O2 O 0.40163(14) 0.33988(13) 0.02039(10) 0.0185(4) Uani 1 1 d . . . . .
O2S O 0.12752(19) 0.15239(17) -0.12342(13) 0.0410(5) Uani 1 1 d . . . . .
H2S H 0.152637 0.192610 -0.075759 0.062 Uiso 1 1 calc GR . . . .
O3 O 0.11821(14) 0.17383(14) 0.50856(10) 0.0208(4) Uani 1 1 d . . . . .
O4 O 0.36385(16) 0.21552(14) 0.52252(12) 0.0270(4) Uani 1 1 d . . . . .
N1 N 0.17400(18) 0.51326(16) 0.08454(13) 0.0198(5) Uani 1 1 d . . . . .
N2 N 0.41128(18) 0.61102(16) 0.07376(13) 0.0195(5) Uani 1 1 d . . . . .
H2 H 0.468076 0.626375 0.034017 0.023 Uiso 1 1 calc R . . . .
N3 N 0.39852(18) 0.44765(17) 0.16942(13) 0.0200(5) Uani 1 1 d . . . . .
N4 N 0.23218(18) 0.12959(17) 0.65936(13) 0.0207(5) Uani 1 1 d . . . . .
N5 N 0.13912(19) -0.07400(17) 0.56852(14) 0.0234(5) Uani 1 1 d . . . . .
H5A H 0.052628 -0.102519 0.532174 0.028 Uiso 1 1 calc R . . . .
N6 N 0.38254(19) 0.01724(17) 0.57405(13) 0.0226(5) Uani 1 1 d . . . . .
C1 C 0.0705(2) 0.2680(2) 0.06839(16) 0.0204(6) Uani 1 1 d . . . . .
C1S C 0.1951(3) 0.2606(3) 0.3028(2) 0.0490(9) Uani 1 1 d . . . . .
H1SA H 0.128051 0.246193 0.333229 0.073 Uiso 1 1 calc GR . . . .
H1SB H 0.193351 0.190615 0.271417 0.073 Uiso 1 1 calc GR . . . .
H1SC H 0.183499 0.312887 0.263052 0.073 Uiso 1 1 calc GR . . . .
C2 C 0.0135(2) 0.1547(2) 0.06997(17) 0.0241(6) Uani 1 1 d . . . . .
H2A H 0.051876 0.102022 0.053225 0.029 Uiso 1 1 calc R . . . .
C2S C 0.0076(3) 0.1543(3) -0.1613(2) 0.0592(10) Uani 1 1 d . . . . .
H2SA H -0.046482 0.135428 -0.121708 0.089 Uiso 1 1 calc GR . . . .
H2SB H -0.026078 0.099898 -0.213253 0.089 Uiso 1 1 calc GR . . . .
H2SC H 0.011882 0.228825 -0.175395 0.089 Uiso 1 1 calc GR . . . .
C3 C -0.0960(2) 0.1179(2) 0.09500(17) 0.0255(6) Uani 1 1 d . . . . .
H3 H -0.133310 0.040745 0.095390 0.031 Uiso 1 1 calc R . . . .
C4 C -0.1517(2) 0.1951(2) 0.11979(16) 0.0217(6) Uani 1 1 d . . . . .
C5 C -0.0976(2) 0.3071(2) 0.12228(16) 0.0201(6) Uani 1 1 d . . . . .
H5 H -0.135917 0.358467 0.141404 0.024 Uiso 1 1 calc R . . . .
C6 C 0.0147(2) 0.3460(2) 0.09657(16) 0.0180(6) Uani 1 1 d . . . . .
C7 C 0.0688(2) 0.4646(2) 0.10011(16) 0.0208(6) Uani 1 1 d . . . . .
H7 H 0.022048 0.510602 0.115402 0.025 Uiso 1 1 calc R . . . .
C8 C 0.2162(2) 0.6360(2) 0.09663(18) 0.0233(6) Uani 1 1 d . . . . .
H8A H 0.243008 0.665338 0.158019 0.028 Uiso 1 1 calc R . . . .
H8B H 0.146903 0.663435 0.071235 0.028 Uiso 1 1 calc R . . . .
C9 C 0.3233(2) 0.6760(2) 0.05469(17) 0.0222(6) Uani 1 1 d . . . . .
H9A H 0.291254 0.667486 -0.007503 0.027 Uiso 1 1 calc R . . . .
H9B H 0.367086 0.755907 0.075651 0.027 Uiso 1 1 calc R . . . .
C10 C 0.4899(2) 0.6391(2) 0.16125(16) 0.0243(6) Uani 1 1 d . . . . .
H10A H 0.497059 0.715846 0.184722 0.029 Uiso 1 1 calc R . . . .
H10B H 0.574429 0.636197 0.160072 0.029 Uiso 1 1 calc R . . . .
C11 C 0.4350(2) 0.5585(2) 0.21828(16) 0.0242(6) Uani 1 1 d . . . . .
H11A H 0.497490 0.564489 0.271365 0.029 Uiso 1 1 calc R . . . .
H11B H 0.361901 0.574522 0.233044 0.029 Uiso 1 1 calc R . . . .
C12 C 0.4317(2) 0.3692(2) 0.20166(17) 0.0232(6) Uani 1 1 d . . . . .
H12 H 0.471111 0.380740 0.260286 0.028 Uiso 1 1 calc R . . . .
C13 C 0.4106(2) 0.2626(2) 0.15093(16) 0.0186(6) Uani 1 1 d . . . . .
C14 C 0.4075(2) 0.1691(2) 0.19159(17) 0.0238(6) Uani 1 1 d . . . . .
H14 H 0.418575 0.175686 0.251520 0.029 Uiso 1 1 calc R . . . .
C15 C 0.3885(2) 0.0681(2) 0.14514(17) 0.0222(6) Uani 1 1 d . . . . .
C16 C 0.3780(2) 0.0571(2) 0.05843(17) 0.0225(6) Uani 1 1 d . . . . .
H16 H 0.366022 -0.013384 0.027171 0.027 Uiso 1 1 calc R . . . .
C17 C 0.3852(2) 0.1492(2) 0.01761(16) 0.0208(6) Uani 1 1 d . . . . .
H17 H 0.380367 0.142058 -0.041741 0.025 Uiso 1 1 calc R . . . .
C18 C 0.3994(2) 0.2531(2) 0.06224(16) 0.0181(6) Uani 1 1 d . . . . .
C19 C 0.1461(2) 0.2762(2) 0.54963(16) 0.0192(6) Uani 1 1 d . . . . .
C20 C 0.1193(2) 0.3607(2) 0.50580(16) 0.0210(6) Uani 1 1 d . . . . .
H20 H 0.080118 0.343298 0.447012 0.025 Uiso 1 1 calc R . . . .
C21 C 0.1484(2) 0.4676(2) 0.54573(17) 0.0231(6) Uani 1 1 d . . . . .
H21 H 0.131712 0.523851 0.514390 0.028 Uiso 1 1 calc R . . . .
C22 C 0.2022(2) 0.4932(2) 0.63214(17) 0.0222(6) Uani 1 1 d . . . . .
C23 C 0.2243(2) 0.4121(2) 0.67807(17) 0.0222(6) Uani 1 1 d . . . . .
H23 H 0.257421 0.429815 0.737670 0.027 Uiso 1 1 calc R . . . .
C24 C 0.1983(2) 0.3038(2) 0.63780(16) 0.0179(6) Uani 1 1 d . . . . .
C25 C 0.2182(2) 0.2197(2) 0.68968(17) 0.0217(6) Uani 1 1 d . . . . .
H25 H 0.220844 0.232460 0.748563 0.026 Uiso 1 1 calc R . . . .
C26 C 0.2305(2) 0.0394(2) 0.71068(17) 0.0245(6) Uani 1 1 d . . . . .
H26A H 0.210942 0.058247 0.765594 0.029 Uiso 1 1 calc R . . . .
H26B H 0.312246 0.025920 0.722017 0.029 Uiso 1 1 calc R . . . .
C27 C 0.1298(2) -0.0625(2) 0.65832(17) 0.0253(6) Uani 1 1 d . . . . .
H27A H 0.137902 -0.129975 0.682566 0.030 Uiso 1 1 calc R . . . .
H27B H 0.047026 -0.056076 0.660976 0.030 Uiso 1 1 calc R . . . .
C28 C 0.2063(2) -0.1521(2) 0.54720(18) 0.0287(7) Uani 1 1 d . . . . .
H28A H 0.192231 -0.168895 0.484761 0.034 Uiso 1 1 calc R . . . .
H28B H 0.174384 -0.222780 0.569154 0.034 Uiso 1 1 calc R . . . .
C29 C 0.3442(2) -0.1010(2) 0.58613(18) 0.0271(7) Uani 1 1 d . . . . .
H29A H 0.361665 -0.106858 0.647476 0.033 Uiso 1 1 calc R . . . .
H29B H 0.391675 -0.141227 0.558635 0.033 Uiso 1 1 calc R . . . .
C30 C 0.4988(3) 0.0698(2) 0.59365(16) 0.0253(6) Uani 1 1 d . . . . .
H30 H 0.553972 0.027987 0.609860 0.030 Uiso 1 1 calc R . . . .
C31 C 0.5536(2) 0.1875(2) 0.59324(17) 0.0230(6) Uani 1 1 d . . . . .
C32 C 0.6818(2) 0.2360(2) 0.62934(17) 0.0277(7) Uani 1 1 d . . . . .
H32 H 0.729406 0.191547 0.653643 0.033 Uiso 1 1 calc R . . . .
C33 C 0.7377(2) 0.3464(3) 0.62956(17) 0.0304(7) Uani 1 1 d . . . . .
C34 C 0.6705(3) 0.4140(2) 0.59495(18) 0.0322(7) Uani 1 1 d . . . . .
H34 H 0.710381 0.491099 0.596359 0.039 Uiso 1 1 calc R . . . .
C35 C 0.5462(2) 0.3681(2) 0.55885(18) 0.0294(7) Uani 1 1 d . . . . .
H35 H 0.500951 0.413973 0.533873 0.035 Uiso 1 1 calc R . . . .
C36 C 0.4834(2) 0.2549(2) 0.55763(17) 0.0242(6) 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
Br1 C4 1.906(2) . ?
Br2 C15 1.901(2) . ?
Br3 C22 1.898(3) . ?
Br4 C33 1.907(3) . ?
Fe1 Cl1 2.3103(7) . ?
Fe1 O1 1.9234(16) . ?
Fe1 O2 1.9564(16) . ?
Fe1 N1 2.1700(19) . ?
Fe1 N2 2.201(2) . ?
Fe1 N3 2.125(2) . ?
Fe2 Cl2 2.3096(8) . ?
Fe2 O3 1.9606(16) . ?
Fe2 O4 1.9291(17) . ?
Fe2 N4 2.131(2) . ?
Fe2 N5 2.202(2) . ?
Fe2 N6 2.171(2) . ?
O1 C1 1.310(3) . ?
O1S H1S 0.8400 . ?
O1S C1S 1.419(4) . ?
O2 C18 1.336(3) . ?
O2S H2S 0.8400 . ?
O2S C2S 1.405(3) . ?
O3 C19 1.330(3) . ?
O4 C36 1.313(3) . ?
N1 C7 1.279(3) . ?
N1 C8 1.475(3) . ?
N2 H2 1.0000 . ?
N2 C9 1.482(3) . ?
N2 C10 1.480(3) . ?
N3 C11 1.459(3) . ?
N3 C12 1.277(3) . ?
N4 C25 1.272(3) . ?
N4 C26 1.466(3) . ?
N5 H5A 1.0000 . ?
N5 C27 1.483(3) . ?
N5 C28 1.480(3) . ?
N6 C29 1.477(3) . ?
N6 C30 1.277(3) . ?
C1 C2 1.403(3) . ?
C1 C6 1.418(3) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
C2 H2A 0.9500 . ?
C2 C3 1.370(3) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
C3 H3 0.9500 . ?
C3 C4 1.389(3) . ?
C4 C5 1.371(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.407(3) . ?
C6 C7 1.445(3) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.511(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.523(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12 0.9500 . ?
C12 C13 1.455(3) . ?
C13 C14 1.397(3) . ?
C13 C18 1.413(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.369(3) . ?
C15 C16 1.382(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.379(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.400(3) . ?
C19 C20 1.404(3) . ?
C19 C24 1.411(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.371(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.388(4) . ?
C22 C23 1.369(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.395(3) . ?
C24 C25 1.451(3) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.522(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.515(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30 0.9500 . ?
C30 C31 1.446(4) . ?
C31 C32 1.409(4) . ?
C31 C36 1.418(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.362(4) . ?
C33 C34 1.392(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.368(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.406(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 Fe1 Cl1 99.55(6) . . ?
O1 Fe1 O2 85.68(7) . . ?
O1 Fe1 N1 84.77(7) . . ?
O1 Fe1 N2 160.15(7) . . ?
O1 Fe1 N3 97.02(8) . . ?
O2 Fe1 Cl1 94.33(5) . . ?
O2 Fe1 N1 167.33(7) . . ?
O2 Fe1 N2 111.54(7) . . ?
O2 Fe1 N3 82.48(7) . . ?
N1 Fe1 Cl1 95.45(6) . . ?
N1 Fe1 N2 76.66(7) . . ?
N2 Fe1 Cl1 89.25(6) . . ?
N3 Fe1 Cl1 162.84(6) . . ?
N3 Fe1 N1 90.45(8) . . ?
N3 Fe1 N2 76.42(8) . . ?
O3 Fe2 Cl2 93.82(5) . . ?
O3 Fe2 N4 83.28(7) . . ?
O3 Fe2 N5 110.42(7) . . ?
O3 Fe2 N6 167.78(8) . . ?
O4 Fe2 Cl2 99.40(6) . . ?
O4 Fe2 O3 87.46(7) . . ?
O4 Fe2 N4 96.75(8) . . ?
O4 Fe2 N5 159.48(7) . . ?
O4 Fe2 N6 84.57(8) . . ?
N4 Fe2 Cl2 163.46(6) . . ?
N4 Fe2 N5 76.25(8) . . ?
N4 Fe2 N6 88.46(8) . . ?
N5 Fe2 Cl2 89.66(6) . . ?
N6 Fe2 Cl2 96.61(6) . . ?
N6 Fe2 N5 76.07(8) . . ?
C1 O1 Fe1 136.03(15) . . ?
C1S O1S H1S 109.5 . . ?
C18 O2 Fe1 119.40(14) . . ?
C2S O2S H2S 109.5 . . ?
C19 O3 Fe2 121.42(14) . . ?
C36 O4 Fe2 134.35(16) . . ?
C7 N1 Fe1 126.85(17) . . ?
C7 N1 C8 117.6(2) . . ?
C8 N1 Fe1 115.53(14) . . ?
Fe1 N2 H2 107.4 . . ?
C9 N2 Fe1 106.60(14) . . ?
C9 N2 H2 107.4 . . ?
C10 N2 Fe1 112.75(15) . . ?
C10 N2 H2 107.4 . . ?
C10 N2 C9 114.8(2) . . ?
C11 N3 Fe1 114.50(15) . . ?
C12 N3 Fe1 124.58(18) . . ?
C12 N3 C11 120.8(2) . . ?
C25 N4 Fe2 125.01(17) . . ?
C25 N4 C26 120.3(2) . . ?
C26 N4 Fe2 114.10(16) . . ?
Fe2 N5 H5A 107.6 . . ?
C27 N5 Fe2 112.96(15) . . ?
C27 N5 H5A 107.6 . . ?
C28 N5 Fe2 106.26(15) . . ?
C28 N5 H5A 107.6 . . ?
C28 N5 C27 114.4(2) . . ?
C29 N6 Fe2 115.71(15) . . ?
C30 N6 Fe2 126.86(18) . . ?
C30 N6 C29 117.4(2) . . ?
O1 C1 C2 118.9(2) . . ?
O1 C1 C6 122.6(2) . . ?
C2 C1 C6 118.5(2) . . ?
O1S C1S H1SA 109.5 . . ?
O1S C1S H1SB 109.5 . . ?
O1S C1S H1SC 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
C1 C2 H2A 119.1 . . ?
C3 C2 C1 121.8(2) . . ?
C3 C2 H2A 119.1 . . ?
O2S C2S H2SA 109.5 . . ?
O2S C2S H2SB 109.5 . . ?
O2S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.0(2) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 Br1 119.11(19) . . ?
C5 C4 Br1 119.33(19) . . ?
C5 C4 C3 121.5(2) . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.1(2) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C7 122.5(2) . . ?
C5 C6 C1 119.1(2) . . ?
C5 C6 C7 118.5(2) . . ?
N1 C7 C6 126.0(2) . . ?
N1 C7 H7 117.0 . . ?
C6 C7 H7 117.0 . . ?
N1 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
N1 C8 C9 109.19(19) . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
N2 C9 C8 110.2(2) . . ?
N2 C9 H9A 109.6 . . ?
N2 C9 H9B 109.6 . . ?
C8 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
N2 C10 H10A 109.4 . . ?
N2 C10 H10B 109.4 . . ?
N2 C10 C11 111.1(2) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
N3 C11 C10 105.8(2) . . ?
N3 C11 H11A 110.6 . . ?
N3 C11 H11B 110.6 . . ?
C10 C11 H11A 110.6 . . ?
C10 C11 H11B 110.6 . . ?
H11A C11 H11B 108.7 . . ?
N3 C12 H12 119.1 . . ?
N3 C12 C13 121.7(2) . . ?
C13 C12 H12 119.1 . . ?
C14 C13 C12 119.1(2) . . ?
C14 C13 C18 119.6(2) . . ?
C18 C13 C12 121.2(2) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.1(2) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 Br2 119.5(2) . . ?
C14 C15 C16 121.2(2) . . ?
C16 C15 Br2 119.22(19) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 C15 119.5(2) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.0(2) . . ?
C18 C17 H17 119.5 . . ?
O2 C18 C13 121.9(2) . . ?
O2 C18 C17 119.6(2) . . ?
C17 C18 C13 118.5(2) . . ?
O3 C19 C20 120.0(2) . . ?
O3 C19 C24 122.4(2) . . ?
C20 C19 C24 117.5(2) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 C19 121.7(2) . . ?
C21 C20 H20 119.2 . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.7(2) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 Br3 121.38(19) . . ?
C23 C22 Br3 118.1(2) . . ?
C23 C22 C21 120.5(2) . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.3(2) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 C25 121.4(2) . . ?
C23 C24 C19 120.2(2) . . ?
C23 C24 C25 118.3(2) . . ?
N4 C25 C24 122.5(2) . . ?
N4 C25 H25 118.7 . . ?
C24 C25 H25 118.7 . . ?
N4 C26 H26A 110.6 . . ?
N4 C26 H26B 110.6 . . ?
N4 C26 C27 105.6(2) . . ?
H26A C26 H26B 108.7 . . ?
C27 C26 H26A 110.6 . . ?
C27 C26 H26B 110.6 . . ?
N5 C27 C26 111.1(2) . . ?
N5 C27 H27A 109.4 . . ?
N5 C27 H27B 109.4 . . ?
C26 C27 H27A 109.4 . . ?
C26 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?
N5 C28 H28A 109.7 . . ?
N5 C28 H28B 109.7 . . ?
N5 C28 C29 109.8(2) . . ?
H28A C28 H28B 108.2 . . ?
C29 C28 H28A 109.7 . . ?
C29 C28 H28B 109.7 . . ?
N6 C29 C28 109.0(2) . . ?
N6 C29 H29A 109.9 . . ?
N6 C29 H29B 109.9 . . ?
C28 C29 H29A 109.9 . . ?
C28 C29 H29B 109.9 . . ?
H29A C29 H29B 108.3 . . ?
N6 C30 H30 117.3 . . ?
N6 C30 C31 125.4(2) . . ?
C31 C30 H30 117.3 . . ?
C32 C31 C30 118.3(2) . . ?
C32 C31 C36 119.3(2) . . ?
C36 C31 C30 122.5(2) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 C31 120.3(3) . . ?
C33 C32 H32 119.8 . . ?
C32 C33 Br4 119.6(2) . . ?
C32 C33 C34 121.3(3) . . ?
C34 C33 Br4 119.1(2) . . ?
C33 C34 H34 120.4 . . ?
C35 C34 C33 119.2(3) . . ?
C35 C34 H34 120.4 . . ?
C34 C35 H35 119.0 . . ?
C34 C35 C36 121.9(3) . . ?
C36 C35 H35 119.0 . . ?
O4 C36 C31 122.7(2) . . ?
O4 C36 C35 119.3(2) . . ?
C35 C36 C31 118.0(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1S H1S O4 0.84 2.15 2.963(3) 163.6 . yes
O2S H2S O1 0.84 2.14 2.967(3) 166.2 . yes
N2 H2 O2 1.00 1.86 2.844(2) 168.6 2_665 yes
N5 H5A O3 1.00 1.87 2.846(3) 163.8 2_556 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C4 C5 C6 -175.01(18) . . . . ?
Br2 C15 C16 C17 -179.78(18) . . . . ?
Br3 C22 C23 C24 -178.74(18) . . . . ?
Br4 C33 C34 C35 179.0(2) . . . . ?
Fe1 O1 C1 C2 -166.52(18) . . . . ?
Fe1 O1 C1 C6 14.6(4) . . . . ?
Fe1 O2 C18 C13 -47.1(3) . . . . ?
Fe1 O2 C18 C17 132.64(19) . . . . ?
Fe1 N1 C7 C6 3.4(4) . . . . ?
Fe1 N1 C8 C9 14.3(3) . . . . ?
Fe1 N2 C9 C8 51.2(2) . . . . ?
Fe1 N2 C10 C11 -25.4(2) . . . . ?
Fe1 N3 C11 C10 -46.1(2) . . . . ?
Fe1 N3 C12 C13 3.8(3) . . . . ?
Fe2 O3 C19 C20 138.69(18) . . . . ?
Fe2 O3 C19 C24 -43.8(3) . . . . ?
Fe2 O4 C36 C31 20.6(4) . . . . ?
Fe2 O4 C36 C35 -160.80(19) . . . . ?
Fe2 N4 C25 C24 1.0(3) . . . . ?
Fe2 N4 C26 C27 -47.1(2) . . . . ?
Fe2 N5 C27 C26 -24.5(2) . . . . ?
Fe2 N5 C28 C29 52.9(2) . . . . ?
Fe2 N6 C29 C28 11.3(3) . . . . ?
Fe2 N6 C30 C31 2.4(4) . . . . ?
O1 C1 C2 C3 -176.6(2) . . . . ?
O1 C1 C6 C5 176.8(2) . . . . ?
O1 C1 C6 C7 -3.3(4) . . . . ?
O3 C19 C20 C21 -179.0(2) . . . . ?
O3 C19 C24 C23 -179.1(2) . . . . ?
O3 C19 C24 C25 -3.5(4) . . . . ?
N1 C8 C9 N2 -43.5(3) . . . . ?
N2 C10 C11 N3 45.1(3) . . . . ?
N3 C12 C13 C14 -158.0(2) . . . . ?
N3 C12 C13 C18 25.1(4) . . . . ?
N4 C26 C27 N5 45.1(3) . . . . ?
N5 C28 C29 N6 -42.6(3) . . . . ?
N6 C30 C31 C32 170.0(2) . . . . ?
N6 C30 C31 C36 -10.3(4) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C1 C6 C7 N1 -4.9(4) . . . . ?
C2 C1 C6 C5 -2.1(4) . . . . ?
C2 C1 C6 C7 177.8(2) . . . . ?
C2 C3 C4 Br1 175.2(2) . . . . ?
C2 C3 C4 C5 -2.1(4) . . . . ?
C3 C4 C5 C6 2.3(4) . . . . ?
C4 C5 C6 C1 -0.1(4) . . . . ?
C4 C5 C6 C7 180.0(2) . . . . ?
C5 C6 C7 N1 175.0(2) . . . . ?
C6 C1 C2 C3 2.3(4) . . . . ?
C7 N1 C8 C9 -165.8(2) . . . . ?
C8 N1 C7 C6 -176.5(2) . . . . ?
C9 N2 C10 C11 96.9(2) . . . . ?
C10 N2 C9 C8 -74.4(3) . . . . ?
C11 N3 C12 C13 -171.8(2) . . . . ?
C12 N3 C11 C10 129.9(2) . . . . ?
C12 C13 C14 C15 -179.6(2) . . . . ?
C12 C13 C18 O2 -3.2(3) . . . . ?
C12 C13 C18 C17 177.0(2) . . . . ?
C13 C14 C15 Br2 -177.98(18) . . . . ?
C13 C14 C15 C16 3.1(4) . . . . ?
C14 C13 C18 O2 179.9(2) . . . . ?
C14 C13 C18 C17 0.1(3) . . . . ?
C14 C15 C16 C17 -0.9(4) . . . . ?
C15 C16 C17 C18 -1.8(4) . . . . ?
C16 C17 C18 O2 -177.6(2) . . . . ?
C16 C17 C18 C13 2.1(3) . . . . ?
C18 C13 C14 C15 -2.7(4) . . . . ?
C19 C20 C21 C22 -2.0(4) . . . . ?
C19 C24 C25 N4 25.0(4) . . . . ?
C20 C19 C24 C23 -1.5(3) . . . . ?
C20 C19 C24 C25 174.1(2) . . . . ?
C20 C21 C22 Br3 -179.43(18) . . . . ?
C20 C21 C22 C23 -1.3(4) . . . . ?
C21 C22 C23 C24 3.0(4) . . . . ?
C22 C23 C24 C19 -1.6(4) . . . . ?
C22 C23 C24 C25 -177.4(2) . . . . ?
C23 C24 C25 N4 -159.3(2) . . . . ?
C24 C19 C20 C21 3.3(3) . . . . ?
C25 N4 C26 C27 124.3(2) . . . . ?
C26 N4 C25 C24 -169.5(2) . . . . ?
C27 N5 C28 C29 -72.4(3) . . . . ?
C28 N5 C27 C26 97.3(2) . . . . ?
C29 N6 C30 C31 -174.4(2) . . . . ?
C30 N6 C29 C28 -171.5(2) . . . . ?
C30 C31 C32 C33 179.3(2) . . . . ?
C30 C31 C36 O4 0.0(4) . . . . ?
C30 C31 C36 C35 -178.6(2) . . . . ?
C31 C32 C33 Br4 -179.65(19) . . . . ?
C31 C32 C33 C34 0.4(4) . . . . ?
C32 C31 C36 O4 179.6(2) . . . . ?
C32 C31 C36 C35 1.0(4) . . . . ?
C32 C33 C34 C35 -1.0(4) . . . . ?
C33 C34 C35 C36 1.7(4) . . . . ?
C34 C35 C36 O4 179.6(2) . . . . ?
C34 C35 C36 C31 -1.7(4) . . . . ?
C36 C31 C32 C33 -0.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_9_293K
_database_code_depnum_ccdc_archive 'CCDC 1062796'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H29 Cl Fe N3 O2'
_chemical_formula_sum            'C29 H29 Cl Fe N3 O2'
_chemical_formula_weight         542.85
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.5539(4)
_cell_length_b                   23.4320(10)
_cell_length_c                   14.2440(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.577(5)
_cell_angle_gamma                90
_cell_volume                     2509.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3396
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.83
_cell_measurement_theta_min      2.60
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.866
_exptl_absorpt_coefficient_mu    0.740
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_correction_T_min  0.851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED, Rigaku Oxford Diffraction Ltd.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1132
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_special_details           '(CrysAlisPro; Agilent, 2012)'
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.1027
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10135
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.709
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2877
_reflns_number_total             5042
_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
_computing_data_collection       
'CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.33.38 (release 14-04-2009 CrysAlis171 .NET) (compiled Apr 14 2009,16:19:46)'
_computing_data_reduction        
'CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.38 (release 14-04-2009 CrysAlis171 .NET) (compiled Apr 14 2009,16:19:46)'
_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    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5042
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1440
_refine_ls_R_factor_gt           0.0728
_refine_ls_restrained_S_all      1.138
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0155P)²+1.1322P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0871
_refine_ls_wR_factor_ref         0.1045
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,
 H16B), C17(H17A,H17B)
2.b Me refined with riding coordinates:
 C29(H29A,H29B,H29C)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C18(H18), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.15077(7) 0.22259(2) 0.27229(5) 0.04059(19) Uani 1 1 d . . . . .
Cl1 Cl -0.05899(14) 0.25852(5) 0.15310(8) 0.0512(3) Uani 1 1 d . . . . .
N1 N 0.3635(4) 0.23578(14) 0.1903(2) 0.0415(9) Uani 1 1 d . . . . .
N2 N 0.1678(4) 0.31309(14) 0.3351(2) 0.0439(9) Uani 1 1 d . . . . .
N3 N -0.0289(4) 0.20922(13) 0.3730(2) 0.0380(9) Uani 1 1 d . . . . .
O1 O 0.1323(3) 0.14673(11) 0.2217(2) 0.0451(8) Uani 1 1 d . . . . .
O2 O 0.3309(3) 0.19503(11) 0.3704(2) 0.0419(8) Uani 1 1 d . . . . .
C1 C 0.2599(5) 0.11356(18) 0.1988(3) 0.0392(11) Uani 1 1 d . . . . .
C2 C 0.2268(5) 0.05400(18) 0.1971(3) 0.0458(12) Uani 1 1 d . . . . .
H2 H 0.121271 0.040343 0.217249 0.055 Uiso 1 1 calc R . . . .
C3 C 0.3440(6) 0.01698(18) 0.1671(3) 0.0483(12) Uani 1 1 d . . . . .
H3 H 0.317029 -0.021751 0.166398 0.058 Uiso 1 1 calc R . . . .
C4 C 0.5079(5) 0.03504(18) 0.1364(3) 0.0423(11) Uani 1 1 d . . . . .
C5 C 0.6251(6) -0.0038(2) 0.1009(3) 0.0553(13) Uani 1 1 d . . . . .
H5 H 0.594643 -0.042231 0.097473 0.066 Uiso 1 1 calc R . . . .
C6 C 0.7826(6) 0.0133(2) 0.0714(4) 0.0625(15) Uani 1 1 d . . . . .
H6 H 0.858788 -0.013006 0.047486 0.075 Uiso 1 1 calc R . . . .
C7 C 0.8272(6) 0.0706(2) 0.0775(4) 0.0591(14) Uani 1 1 d . . . . .
H7 H 0.934574 0.082673 0.057418 0.071 Uiso 1 1 calc R . . . .
C8 C 0.7169(5) 0.10958(19) 0.1122(3) 0.0499(12) Uani 1 1 d . . . . .
H8 H 0.752563 0.147532 0.117626 0.060 Uiso 1 1 calc R . . . .
C9 C 0.5497(5) 0.09363(18) 0.1403(3) 0.0403(11) Uani 1 1 d . . . . .
C10 C 0.4229(5) 0.13389(17) 0.1716(3) 0.0372(10) Uani 1 1 d . . . . .
C11 C 0.4542(5) 0.19390(18) 0.1618(3) 0.0410(11) Uani 1 1 d . . . . .
H11 H 0.552716 0.203742 0.130925 0.049 Uiso 1 1 calc R . . . .
C12 C 0.4143(5) 0.29284(17) 0.1599(3) 0.0508(13) Uani 1 1 d . . . . .
H12A H 0.326961 0.306049 0.110206 0.061 Uiso 1 1 calc R . . . .
H12B H 0.528183 0.290476 0.133966 0.061 Uiso 1 1 calc R . . . .
C13 C 0.4276(6) 0.33553(18) 0.2393(4) 0.0562(13) Uani 1 1 d . . . . .
H13A H 0.488628 0.369217 0.219481 0.067 Uiso 1 1 calc R . . . .
H13B H 0.499587 0.319259 0.292801 0.067 Uiso 1 1 calc R . . . .
C14 C 0.2506(6) 0.35342(17) 0.2709(3) 0.0524(13) Uani 1 1 d . . . . .
H14A H 0.266159 0.389988 0.302536 0.063 Uiso 1 1 calc R . . . .
H14B H 0.167920 0.359094 0.215182 0.063 Uiso 1 1 calc R . . . .
C15 C -0.0117(6) 0.33780(17) 0.3468(3) 0.0543(13) Uani 1 1 d . . . . .
H15A H -0.076355 0.341133 0.284820 0.065 Uiso 1 1 calc R . . . .
H15B H 0.005139 0.376105 0.371929 0.065 Uiso 1 1 calc R . . . .
C16 C -0.1266(6) 0.30533(18) 0.4094(3) 0.0560(13) Uani 1 1 d . . . . .
H16A H -0.061872 0.301632 0.471365 0.067 Uiso 1 1 calc R . . . .
H16B H -0.232194 0.327831 0.416628 0.067 Uiso 1 1 calc R . . . .
C17 C -0.1842(5) 0.24679(17) 0.3756(3) 0.0489(12) Uani 1 1 d . . . . .
H17A H -0.264938 0.230775 0.417540 0.059 Uiso 1 1 calc R . . . .
H17B H -0.246851 0.249489 0.313018 0.059 Uiso 1 1 calc R . . . .
C18 C -0.0046(5) 0.17157(16) 0.4386(3) 0.0384(11) Uani 1 1 d . . . . .
H18 H -0.096484 0.166680 0.476808 0.046 Uiso 1 1 calc R . . . .
C19 C 0.1495(5) 0.13634(16) 0.4590(3) 0.0338(10) Uani 1 1 d . . . . .
C20 C 0.1426(5) 0.08980(16) 0.5242(3) 0.0347(10) Uani 1 1 d . . . . .
C21 C -0.0148(5) 0.07117(18) 0.5612(3) 0.0459(12) Uani 1 1 d . . . . .
H21 H -0.121603 0.089365 0.541972 0.055 Uiso 1 1 calc R . . . .
C22 C -0.0145(6) 0.02791(19) 0.6234(3) 0.0531(13) Uani 1 1 d . . . . .
H22 H -0.120690 0.016776 0.645941 0.064 Uiso 1 1 calc R . . . .
C23 C 0.1426(6) -0.00048(18) 0.6546(3) 0.0534(13) Uani 1 1 d . . . . .
H23 H 0.141585 -0.030157 0.697937 0.064 Uiso 1 1 calc R . . . .
C24 C 0.2971(5) 0.01579(17) 0.6210(3) 0.0443(11) Uani 1 1 d . . . . .
H24 H 0.402159 -0.002910 0.641911 0.053 Uiso 1 1 calc R . . . .
C25 C 0.3013(5) 0.06014(16) 0.5553(3) 0.0365(10) Uani 1 1 d . . . . .
C26 C 0.4606(5) 0.07647(17) 0.5177(3) 0.0438(12) Uani 1 1 d . . . . .
H26 H 0.564873 0.056799 0.536807 0.053 Uiso 1 1 calc R . . . .
C27 C 0.4666(5) 0.11935(17) 0.4554(3) 0.0410(11) Uani 1 1 d . . . . .
H27 H 0.573713 0.128190 0.431758 0.049 Uiso 1 1 calc R . . . .
C28 C 0.3118(5) 0.15140(17) 0.4252(3) 0.0356(10) Uani 1 1 d . . . . .
C29 C 0.2731(6) 0.31259(18) 0.4279(3) 0.0620(14) Uani 1 1 d . . . . .
H29A H 0.219964 0.286693 0.469253 0.074 Uiso 1 1 calc R . . . .
H29B H 0.392320 0.300480 0.420493 0.074 Uiso 1 1 calc R . . . .
H29C H 0.275497 0.350281 0.454460 0.074 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 Cl1 2.3621(12) . ?
Fe1 N1 2.100(3) . ?
Fe1 N2 2.301(3) . ?
Fe1 N3 2.092(3) . ?
Fe1 O1 1.918(3) . ?
Fe1 O2 1.963(3) . ?
N1 C11 1.284(5) . ?
N1 C12 1.468(4) . ?
N2 C14 1.494(5) . ?
N2 C15 1.498(5) . ?
N2 C29 1.475(5) . ?
N3 C17 1.470(4) . ?
N3 C18 1.285(4) . ?
O1 C1 1.305(4) . ?
O2 C28 1.302(4) . ?
C1 C2 1.417(5) . ?
C1 C10 1.410(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.339(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.417(5) . ?
C4 C5 1.398(5) . ?
C4 C9 1.409(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.360(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.385(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.362(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.412(5) . ?
C9 C10 1.445(5) . ?
C10 C11 1.435(5) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.506(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.511(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.509(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.504(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C19 1.434(5) . ?
C19 C20 1.436(5) . ?
C19 C28 1.405(5) . ?
C20 C21 1.416(5) . ?
C20 C25 1.418(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.346(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.395(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.359(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.400(5) . ?
C25 C26 1.417(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.344(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.420(5) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 Cl1 92.51(10) . . ?
N1 Fe1 N2 93.66(13) . . ?
N2 Fe1 Cl1 87.67(9) . . ?
N3 Fe1 Cl1 96.40(9) . . ?
N3 Fe1 N1 170.51(13) . . ?
N3 Fe1 N2 83.50(13) . . ?
O1 Fe1 Cl1 92.35(9) . . ?
O1 Fe1 N1 87.67(12) . . ?
O1 Fe1 N2 178.67(12) . . ?
O1 Fe1 N3 95.18(12) . . ?
O1 Fe1 O2 89.02(11) . . ?
O2 Fe1 Cl1 177.91(9) . . ?
O2 Fe1 N1 85.97(12) . . ?
O2 Fe1 N2 91.00(11) . . ?
O2 Fe1 N3 85.04(12) . . ?
C11 N1 Fe1 121.5(3) . . ?
C11 N1 C12 116.1(3) . . ?
C12 N1 Fe1 122.3(3) . . ?
C14 N2 Fe1 110.8(3) . . ?
C14 N2 C15 105.1(3) . . ?
C15 N2 Fe1 112.5(2) . . ?
C29 N2 Fe1 110.3(2) . . ?
C29 N2 C14 109.4(3) . . ?
C29 N2 C15 108.6(3) . . ?
C17 N3 Fe1 120.0(3) . . ?
C18 N3 Fe1 123.0(3) . . ?
C18 N3 C17 116.8(3) . . ?
C1 O1 Fe1 128.1(2) . . ?
C28 O2 Fe1 125.1(2) . . ?
O1 C1 C2 117.2(4) . . ?
O1 C1 C10 123.7(4) . . ?
C10 C1 C2 119.0(4) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.5(4) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 122.0(4) . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 121.3(4) . . ?
C5 C4 C9 120.1(4) . . ?
C9 C4 C3 118.6(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.6(4) . . ?
C6 C5 H5 119.2 . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.7(4) . . ?
C7 C6 H6 120.6 . . ?
C6 C7 H7 119.3 . . ?
C8 C7 C6 121.3(4) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.4(4) . . ?
C9 C8 H8 119.3 . . ?
C4 C9 C8 116.8(4) . . ?
C4 C9 C10 119.7(4) . . ?
C8 C9 C10 123.5(4) . . ?
C1 C10 C9 119.1(4) . . ?
C1 C10 C11 120.9(4) . . ?
C11 C10 C9 119.3(4) . . ?
N1 C11 C10 128.4(4) . . ?
N1 C11 H11 115.8 . . ?
C10 C11 H11 115.8 . . ?
N1 C12 H12A 109.1 . . ?
N1 C12 H12B 109.1 . . ?
N1 C12 C13 112.5(4) . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
C12 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
C12 C13 C14 114.3(4) . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
N2 C14 C13 116.2(3) . . ?
N2 C14 H14A 108.2 . . ?
N2 C14 H14B 108.2 . . ?
C13 C14 H14A 108.2 . . ?
C13 C14 H14B 108.2 . . ?
H14A C14 H14B 107.4 . . ?
N2 C15 H15A 108.1 . . ?
N2 C15 H15B 108.1 . . ?
N2 C15 C16 116.7(3) . . ?
H15A C15 H15B 107.3 . . ?
C16 C15 H15A 108.1 . . ?
C16 C15 H15B 108.1 . . ?
C15 C16 H16A 108.3 . . ?
C15 C16 H16B 108.3 . . ?
H16A C16 H16B 107.4 . . ?
C17 C16 C15 115.8(4) . . ?
C17 C16 H16A 108.3 . . ?
C17 C16 H16B 108.3 . . ?
N3 C17 C16 110.4(3) . . ?
N3 C17 H17A 109.6 . . ?
N3 C17 H17B 109.6 . . ?
C16 C17 H17A 109.6 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
N3 C18 H18 116.6 . . ?
N3 C18 C19 126.8(4) . . ?
C19 C18 H18 116.6 . . ?
C18 C19 C20 119.3(4) . . ?
C28 C19 C18 120.3(4) . . ?
C28 C19 C20 120.0(3) . . ?
C21 C20 C19 124.0(4) . . ?
C21 C20 C25 116.6(4) . . ?
C25 C20 C19 119.4(4) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 122.0(4) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.1(4) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 120.4 . . ?
C24 C23 C22 119.1(4) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.3(4) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 C20 119.9(4) . . ?
C24 C25 C26 121.9(4) . . ?
C26 C25 C20 118.2(4) . . ?
C25 C26 H26 118.8 . . ?
C27 C26 C25 122.4(4) . . ?
C27 C26 H26 118.8 . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C28 121.1(4) . . ?
C28 C27 H27 119.5 . . ?
O2 C28 C19 123.6(4) . . ?
O2 C28 C27 117.5(4) . . ?
C19 C28 C27 118.9(4) . . ?
N2 C29 H29A 109.5 . . ?
N2 C29 H29B 109.5 . . ?
N2 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N1 C11 C10 5.8(6) . . . . ?
Fe1 N1 C12 C13 47.6(4) . . . . ?
Fe1 N2 C14 C13 -52.4(4) . . . . ?
Fe1 N2 C15 C16 59.4(4) . . . . ?
Fe1 N3 C17 C16 -70.0(4) . . . . ?
Fe1 N3 C18 C19 5.1(6) . . . . ?
Fe1 O1 C1 C2 156.7(3) . . . . ?
Fe1 O1 C1 C10 -26.4(6) . . . . ?
Fe1 O2 C28 C19 -34.8(5) . . . . ?
Fe1 O2 C28 C27 148.3(3) . . . . ?
N1 C12 C13 C14 -72.2(5) . . . . ?
N2 C15 C16 C17 -64.4(5) . . . . ?
N3 C18 C19 C20 -169.4(4) . . . . ?
N3 C18 C19 C28 18.6(6) . . . . ?
O1 C1 C2 C3 174.6(4) . . . . ?
O1 C1 C10 C9 -175.1(4) . . . . ?
O1 C1 C10 C11 -3.9(6) . . . . ?
C1 C2 C3 C4 0.7(7) . . . . ?
C1 C10 C11 N1 13.4(7) . . . . ?
C2 C1 C10 C9 1.7(6) . . . . ?
C2 C1 C10 C11 172.8(4) . . . . ?
C2 C3 C4 C5 -176.8(4) . . . . ?
C2 C3 C4 C9 1.8(7) . . . . ?
C3 C4 C5 C6 180.0(4) . . . . ?
C3 C4 C9 C8 177.8(4) . . . . ?
C3 C4 C9 C10 -2.4(6) . . . . ?
C4 C5 C6 C7 0.5(7) . . . . ?
C4 C9 C10 C1 0.7(6) . . . . ?
C4 C9 C10 C11 -170.6(4) . . . . ?
C5 C4 C9 C8 -3.6(6) . . . . ?
C5 C4 C9 C10 176.1(4) . . . . ?
C5 C6 C7 C8 0.0(8) . . . . ?
C6 C7 C8 C9 -2.4(7) . . . . ?
C7 C8 C9 C4 4.1(6) . . . . ?
C7 C8 C9 C10 -175.6(4) . . . . ?
C8 C9 C10 C1 -179.6(4) . . . . ?
C8 C9 C10 C11 9.1(6) . . . . ?
C9 C4 C5 C6 1.4(7) . . . . ?
C9 C10 C11 N1 -175.5(4) . . . . ?
C10 C1 C2 C3 -2.4(7) . . . . ?
C11 N1 C12 C13 -134.1(4) . . . . ?
C12 N1 C11 C10 -172.6(4) . . . . ?
C12 C13 C14 N2 79.9(5) . . . . ?
C14 N2 C15 C16 -179.9(4) . . . . ?
C15 N2 C14 C13 -174.2(4) . . . . ?
C15 C16 C17 N3 64.0(5) . . . . ?
C17 N3 C18 C19 -169.9(4) . . . . ?
C18 N3 C17 C16 105.2(4) . . . . ?
C18 C19 C20 C21 8.7(6) . . . . ?
C18 C19 C20 C25 -170.7(4) . . . . ?
C18 C19 C28 O2 -3.9(6) . . . . ?
C18 C19 C28 C27 172.9(4) . . . . ?
C19 C20 C21 C22 -178.9(4) . . . . ?
C19 C20 C25 C24 178.1(4) . . . . ?
C19 C20 C25 C26 -2.3(6) . . . . ?
C20 C19 C28 O2 -175.9(4) . . . . ?
C20 C19 C28 C27 0.9(6) . . . . ?
C20 C21 C22 C23 0.3(7) . . . . ?
C20 C25 C26 C27 1.2(6) . . . . ?
C21 C20 C25 C24 -1.3(6) . . . . ?
C21 C20 C25 C26 178.2(4) . . . . ?
C21 C22 C23 C24 -0.4(7) . . . . ?
C22 C23 C24 C25 -0.4(7) . . . . ?
C23 C24 C25 C20 1.3(6) . . . . ?
C23 C24 C25 C26 -178.2(4) . . . . ?
C24 C25 C26 C27 -179.3(4) . . . . ?
C25 C20 C21 C22 0.6(6) . . . . ?
C25 C26 C27 C28 1.1(7) . . . . ?
C26 C27 C28 O2 174.8(4) . . . . ?
C26 C27 C28 C19 -2.2(6) . . . . ?
C28 C19 C20 C21 -179.3(4) . . . . ?
C28 C19 C20 C25 1.3(6) . . . . ?
C29 N2 C14 C13 69.4(5) . . . . ?
C29 N2 C15 C16 -62.9(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_7t_150K
_database_code_depnum_ccdc_archive 'CCDC 1062794'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 Br2 Cl Fe N3 O2'
_chemical_formula_sum            'C20 H21 Br2 Cl Fe N3 O2'
_chemical_formula_weight         586.52
_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'
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'
Fe Fe 0.3463 0.8444 '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'
Br Br -0.2901 2.4595 '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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   15.733(5)
_cell_length_b                   15.024(5)
_cell_length_c                   10.024(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2369.4(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    27046
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.24
_cell_measurement_theta_min      4.11
_shelx_estimated_absorpt_T_max   0.659
_shelx_estimated_absorpt_T_min   0.257
_exptl_absorpt_coefficient_mu    4.142
_exptl_absorpt_correction_T_max  0.688
_exptl_absorpt_correction_T_min  0.465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro Rigaku Oxford Diffraction'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1164
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 (CrysAlisPro; Agilent, 2012)
;
_exptl_transmission_factor_max   0.688
_exptl_transmission_factor_min   0.465
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2980
_diffrn_reflns_point_group_measured_fraction_full 0.717
_diffrn_reflns_point_group_measured_fraction_max 0.716
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         4.116
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.356
_reflns_Friedel_fraction_full    0.401
_reflns_Friedel_fraction_max     0.401
_reflns_number_gt                2273
_reflns_number_total             2980
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       CrysAlisPro
_computing_data_collection       '(CrysAlisPro; Agilent, 2012)'
_computing_data_reduction        CrysAlisPro
_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    'SIR2011 (Burla et al., 2007)'
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.10(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         2980
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      0.961
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0613P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.0954
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.90(2)
 0.10(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
3.a Ternary CH refined with riding coordinates:
 N2(H2A)
3.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13A(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7), C14(H14), C16(H16), C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe -0.57707(6) -0.32779(6) -0.22637(10) 0.0366(3) Uani 1 1 d . . . . .
Br1 Br -0.58012(6) -0.82115(5) -0.25192(8) 0.0530(3) Uani 1 1 d . . . . .
Br2 Br -0.32704(6) 0.08266(6) -0.18183(14) 0.0661(3) Uani 1 1 d . . . . .
Cl1 Cl -0.42844(13) -0.36143(15) -0.2134(2) 0.0555(5) Uani 1 1 d . . . . .
O1 O -0.6024(3) -0.4320(3) -0.1236(6) 0.0438(14) Uani 1 1 d . . . . .
O2 O -0.5556(3) -0.2224(3) -0.3322(6) 0.0454(14) Uani 1 1 d . . . . .
N1 N -0.6079(4) -0.4000(4) -0.3937(7) 0.0428(16) Uani 1 1 d . . . . .
N3 N -0.5778(5) -0.2482(4) -0.0578(7) 0.0447(17) Uani 1 1 d . . . . .
C1 C -0.5926(4) -0.5168(5) -0.1588(7) 0.0323(16) Uani 1 1 d . . . . .
C2 C -0.5849(5) -0.5799(5) -0.0567(8) 0.0399(19) Uani 1 1 d . . . . .
H2 H -0.582778 -0.561130 0.033683 0.048 Uiso 1 1 calc R . . . .
C3 C -0.5806(5) -0.6688(5) -0.0869(9) 0.0399(19) Uani 1 1 d . . . . .
H3 H -0.576162 -0.711192 -0.016953 0.048 Uiso 1 1 calc R . . . .
C4 C -0.5826(4) -0.6975(4) -0.2175(8) 0.0378(18) Uani 1 1 d . . . . .
C5 C -0.5866(5) -0.6359(5) -0.3198(9) 0.0428(19) Uani 1 1 d . . . . .
H5 H -0.585997 -0.655648 -0.409831 0.051 Uiso 1 1 calc R . . . .
C6 C -0.5915(4) -0.5446(5) -0.2920(7) 0.0344(17) Uani 1 1 d . . . . .
C7 C -0.6066(5) -0.4852(6) -0.4029(8) 0.0445(19) Uani 1 1 d . . . . .
H7 H -0.616201 -0.510859 -0.488197 0.053 Uiso 1 1 calc R . . . .
C14 C -0.5398(6) -0.1741(5) -0.0504(9) 0.044(2) Uani 1 1 d . . . . .
H14 H -0.540213 -0.144122 0.033051 0.053 Uiso 1 1 calc R . . . .
C15 C -0.4958(5) -0.1318(4) -0.1601(8) 0.0355(17) Uani 1 1 d . . . . .
C16 C -0.4425(5) -0.0569(6) -0.1274(9) 0.048(2) Uani 1 1 d . . . . .
H16 H -0.435421 -0.039727 -0.036859 0.058 Uiso 1 1 calc R . . . .
C17 C -0.4025(4) -0.0108(5) -0.2256(9) 0.045(2) Uani 1 1 d . . . . .
C18 C -0.4154(5) -0.0331(5) -0.3575(9) 0.046(2) Uani 1 1 d . . . . .
H18 H -0.387884 -0.000076 -0.425760 0.056 Uiso 1 1 calc R . . . .
C19 C -0.4673(5) -0.1021(5) -0.3906(9) 0.0419(18) Uani 1 1 d . . . . .
H19 H -0.477214 -0.114965 -0.482058 0.050 Uiso 1 1 calc R . . . .
C20 C -0.5063(5) -0.1544(5) -0.2930(9) 0.0377(18) Uani 1 1 d . . . . .
C8 C -0.6406(6) -0.3496(6) -0.5131(9) 0.060(3) Uani 1 1 d . . . . .
H8A H -0.657882 -0.391637 -0.584183 0.071 Uiso 1 1 calc R . . . .
H8B H -0.595586 -0.310217 -0.548981 0.071 Uiso 1 1 calc R . . . .
C9 C -0.7218(7) -0.2908(8) -0.4646(14) 0.087(4) Uani 1 1 d . . . . .
H9A H -0.704647 -0.227371 -0.464871 0.104 Uiso 1 1 calc R . . . .
H9B H -0.767314 -0.297597 -0.532096 0.104 Uiso 1 1 calc R . . . .
C10 C -0.7572(7) -0.3101(7) -0.3380(12) 0.072(3) Uani 1 1 d . . . . .
H10A H -0.768117 -0.374974 -0.334699 0.087 Uiso 1 1 calc R . . . .
H10B H -0.813177 -0.280159 -0.333164 0.087 Uiso 1 1 calc R . . . .
N2 N -0.7113(4) -0.2870(4) -0.2201(9) 0.063(2) Uani 1 1 d . . . . .
H2A H -0.708417 -0.220567 -0.223852 0.076 Uiso 1 1 calc R . . . .
C11 C -0.7518(7) -0.3053(7) -0.0866(13) 0.075(3) Uani 1 1 d . . . . .
H11A H -0.812611 -0.288927 -0.093344 0.090 Uiso 1 1 calc R . . . .
H11B H -0.749345 -0.370302 -0.071023 0.090 Uiso 1 1 calc R . . . .
C12 C -0.7172(7) -0.2614(7) 0.0315(13) 0.079(3) Uani 1 1 d . . . . .
H12A H -0.725416 -0.196342 0.021962 0.095 Uiso 1 1 calc R . . . .
H12B H -0.750070 -0.280930 0.110429 0.095 Uiso 1 1 calc R . . . .
C13A C -0.6295(6) -0.2783(6) 0.0553(8) 0.053(2) Uani 1 1 d . . . . .
H13A H -0.620674 -0.342897 0.069217 0.064 Uiso 1 1 calc R . . . .
H13B H -0.611278 -0.246884 0.137311 0.064 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 Cl1 2.396(2) . ?
Fe1 O1 1.916(5) . ?
Fe1 O2 1.935(5) . ?
Fe1 N1 2.056(7) . ?
Fe1 N3 2.071(7) . ?
Fe1 N2 2.199(7) . ?
Br1 C4 1.890(7) . ?
Br2 C17 1.890(7) . ?
O1 C1 1.331(8) . ?
O2 C20 1.342(9) . ?
N1 C7 1.283(10) . ?
N1 C8 1.506(10) . ?
N3 C14 1.265(10) . ?
N3 C13A 1.467(11) . ?
C1 C2 1.401(11) . ?
C1 C6 1.400(11) . ?
C2 C3 1.371(10) . ?
C3 C4 1.378(12) . ?
C4 C5 1.383(11) . ?
C5 C6 1.402(11) . ?
C6 C7 1.445(10) . ?
C14 C15 1.447(11) . ?
C15 C16 1.440(11) . ?
C15 C20 1.385(11) . ?
C16 C17 1.359(12) . ?
C17 C18 1.379(12) . ?
C18 C19 1.360(11) . ?
C19 C20 1.397(11) . ?
C8 C9 1.629(16) . ?
C9 C10 1.416(16) . ?
C10 N2 1.428(12) . ?
N2 C11 1.508(13) . ?
C11 C12 1.461(16) . ?
C12 C13A 1.424(15) . ?

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 Fe1 Cl1 90.09(17) . . ?
O1 Fe1 O2 178.0(2) . . ?
O1 Fe1 N1 87.6(2) . . ?
O1 Fe1 N3 91.8(2) . . ?
O1 Fe1 N2 90.7(2) . . ?
O2 Fe1 Cl1 91.84(17) . . ?
O2 Fe1 N1 91.5(3) . . ?
O2 Fe1 N3 88.6(3) . . ?
O2 Fe1 N2 87.4(2) . . ?
N1 Fe1 Cl1 99.4(2) . . ?
N1 Fe1 N3 165.8(3) . . ?
N1 Fe1 N2 86.8(3) . . ?
N3 Fe1 Cl1 94.7(2) . . ?
N3 Fe1 N2 79.1(3) . . ?
N2 Fe1 Cl1 173.8(2) . . ?
C1 O1 Fe1 128.0(5) . . ?
C20 O2 Fe1 124.3(5) . . ?
C7 N1 Fe1 125.5(6) . . ?
C7 N1 C8 116.7(7) . . ?
C8 N1 Fe1 117.6(5) . . ?
C14 N3 Fe1 123.6(6) . . ?
C14 N3 C13A 119.2(7) . . ?
C13A N3 Fe1 117.1(5) . . ?
O1 C1 C2 117.7(7) . . ?
O1 C1 C6 122.7(6) . . ?
C6 C1 C2 119.6(6) . . ?
C3 C2 C1 120.2(8) . . ?
C2 C3 C4 120.9(8) . . ?
C3 C4 Br1 118.7(6) . . ?
C3 C4 C5 119.7(7) . . ?
C5 C4 Br1 121.5(6) . . ?
C4 C5 C6 120.7(8) . . ?
C1 C6 C5 118.8(7) . . ?
C1 C6 C7 123.2(7) . . ?
C5 C6 C7 117.4(7) . . ?
N1 C7 C6 124.3(8) . . ?
N3 C14 C15 124.6(8) . . ?
C16 C15 C14 116.6(7) . . ?
C20 C15 C14 124.5(7) . . ?
C20 C15 C16 118.7(7) . . ?
C17 C16 C15 120.2(8) . . ?
C16 C17 Br2 120.1(7) . . ?
C16 C17 C18 120.1(7) . . ?
C18 C17 Br2 119.7(6) . . ?
C19 C18 C17 120.5(8) . . ?
C18 C19 C20 121.4(8) . . ?
O2 C20 C15 122.5(7) . . ?
O2 C20 C19 118.6(7) . . ?
C15 C20 C19 118.9(7) . . ?
N1 C8 C9 107.6(8) . . ?
C10 C9 C8 117.7(8) . . ?
C9 C10 N2 119.5(9) . . ?
C10 N2 Fe1 113.2(6) . . ?
C10 N2 C11 118.4(7) . . ?
C11 N2 Fe1 112.4(6) . . ?
C12 C11 N2 118.6(8) . . ?
C13A C12 C11 114.6(9) . . ?
C12 C13A N3 110.6(8) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.90(2)
2 0.10(2)

####################################################################### 
# 
# 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_10_293K
_database_code_depnum_ccdc_archive 'CCDC 1062798'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C23 H27 Br2 Cl Fe N3 O4), 2(H2 O)'
_chemical_formula_sum            'C46 H58 Br4 Cl2 Fe2 N6 O10'
_chemical_formula_weight         1357.22
_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'
Br Br -0.2901 2.4595 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.8416(3)
_cell_length_b                   27.6317(4)
_cell_length_c                   11.0612(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.7690(10)
_cell_angle_gamma                90
_cell_volume                     5675.24(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17701
_cell_measurement_temperature    293
_cell_measurement_theta_max      29.47
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   0.699
_shelx_estimated_absorpt_T_min   0.250
_exptl_absorpt_coefficient_mu    3.478
_exptl_absorpt_correction_T_max  0.6777
_exptl_absorpt_correction_T_min  0.265
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, Rigaku Oxford Diffraction'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2728
_exptl_crystal_size_max          0.552
_exptl_crystal_size_mid          0.459
_exptl_crystal_size_min          0.111
_exptl_special_details           
;
 (CrysAlisPro; Agilent, 2012)
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            93372
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.643
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8177
_reflns_number_total             11592
_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
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.599
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     637
_refine_ls_number_reflns         11592
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0405P)²+1.4684P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0847
_refine_ls_wR_factor_ref         0.0908
_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,H) groups
2.a Riding coordinates:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B),
  C29(H29A,H29B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C10(H10), C11(H11), C14(H14), C17(H17), C18(H18), C30(H30), C33(H33),
 C34(H34), C37(H37), C40(H40), C41(H41)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C44(H44A,H44B,
 H44C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.39647(2) 0.23872(2) 0.34831(4) 0.07315(13) Uani 1 1 d . . . . .
Br2 Br -0.00559(2) 0.41346(2) 0.17538(4) 0.09695(17) Uani 1 1 d . . . . .
Fe1 Fe 0.28101(2) 0.40321(2) 0.03998(3) 0.03440(10) Uani 1 1 d . . . . .
Cl2 Cl 0.28678(5) 0.40462(3) -0.16862(7) 0.0549(2) Uani 1 1 d . . . . .
O1 O 0.22569(10) 0.34411(6) 0.02262(17) 0.0411(5) Uani 1 1 d . . . . .
O2 O 0.27672(10) 0.40516(6) 0.21785(16) 0.0355(4) Uani 1 1 d . . . . .
O3 O 0.11034(13) 0.29594(9) 0.0478(3) 0.0761(7) Uani 1 1 d . . . . .
O4 O 0.29405(12) 0.36013(7) 0.42792(18) 0.0511(5) Uani 1 1 d . . . . .
N1 N 0.37190(12) 0.35925(8) 0.0887(2) 0.0367(5) Uani 1 1 d . . . . .
N2 N 0.34832(13) 0.47156(8) 0.0614(2) 0.0401(6) Uani 1 1 d . . . . .
N3 N 0.18991(13) 0.44848(8) 0.0302(2) 0.0414(6) Uani 1 1 d . . . . .
C1 C 0.44186(15) 0.37214(10) 0.0573(3) 0.0468(7) Uani 1 1 d . . . . .
H1A H 0.439359 0.369177 -0.030715 0.056 Uiso 1 1 calc R . . . .
H1B H 0.477841 0.349457 0.096512 0.056 Uiso 1 1 calc R . . . .
C2 C 0.46526(16) 0.42313(11) 0.0962(3) 0.0536(8) Uani 1 1 d . . . . .
H2A H 0.463605 0.426590 0.182989 0.064 Uiso 1 1 calc R . . . .
H2B H 0.514974 0.427284 0.085773 0.064 Uiso 1 1 calc R . . . .
C3 C 0.42085(16) 0.46332(11) 0.0276(3) 0.0507(8) Uani 1 1 d . . . . .
H3A H 0.448077 0.493192 0.041060 0.061 Uiso 1 1 calc R . . . .
H3B H 0.414410 0.456185 -0.059451 0.061 Uiso 1 1 calc R . . . .
C4 C 0.31559(18) 0.51155(10) -0.0219(3) 0.0528(8) Uani 1 1 d . . . . .
H4A H 0.315980 0.501545 -0.105815 0.063 Uiso 1 1 calc R . . . .
H4B H 0.346591 0.539687 -0.006324 0.063 Uiso 1 1 calc R . . . .
C5 C 0.23960(19) 0.52707(11) -0.0123(3) 0.0584(9) Uani 1 1 d . . . . .
H5A H 0.228467 0.556323 -0.060245 0.070 Uiso 1 1 calc R . . . .
H5B H 0.238032 0.535071 0.072620 0.070 Uiso 1 1 calc R . . . .
C6 C 0.18124(18) 0.48971(11) -0.0551(3) 0.0537(8) Uani 1 1 d . . . . .
H6A H 0.134082 0.504158 -0.057756 0.064 Uiso 1 1 calc R . . . .
H6B H 0.185033 0.478706 -0.137071 0.064 Uiso 1 1 calc R . . . .
C7 C 0.36755(15) 0.31893(10) 0.1449(2) 0.0389(6) Uani 1 1 d . . . . .
H7 H 0.410610 0.302734 0.171772 0.047 Uiso 1 1 calc R . . . .
C8 C 0.30295(15) 0.29621(9) 0.1706(2) 0.0370(6) Uani 1 1 d . . . . .
C9 C 0.30598(18) 0.25796(10) 0.2551(3) 0.0462(7) Uani 1 1 d . . . . .
C10 C 0.2462(2) 0.23344(11) 0.2744(3) 0.0583(9) Uani 1 1 d . . . . .
H10 H 0.249727 0.208931 0.332699 0.070 Uiso 1 1 calc R . . . .
C11 C 0.1801(2) 0.24547(11) 0.2060(3) 0.0624(9) Uani 1 1 d . . . . .
H11 H 0.139295 0.228540 0.218553 0.075 Uiso 1 1 calc R . . . .
C12 C 0.17329(17) 0.28151(11) 0.1209(3) 0.0516(8) Uani 1 1 d . . . . .
C13 C 0.23467(15) 0.30880(9) 0.1029(2) 0.0385(7) Uani 1 1 d . . . . .
C14 C 0.14255(16) 0.44231(10) 0.0981(3) 0.0447(7) Uani 1 1 d . . . . .
H14 H 0.100319 0.460233 0.079792 0.054 Uiso 1 1 calc R . . . .
C15 C 0.14911(15) 0.40971(10) 0.2013(3) 0.0413(7) Uani 1 1 d . . . . .
C16 C 0.08945(17) 0.39671(13) 0.2549(3) 0.0554(8) Uani 1 1 d . . . . .
C17 C 0.0965(2) 0.37104(14) 0.3607(3) 0.0702(10) Uani 1 1 d . . . . .
H17 H 0.055743 0.361779 0.392079 0.084 Uiso 1 1 calc R . . . .
C18 C 0.16489(19) 0.35851(12) 0.4225(3) 0.0606(9) Uani 1 1 d . . . . .
H18 H 0.169627 0.341885 0.496535 0.073 Uiso 1 1 calc R . . . .
C19 C 0.22508(17) 0.37052(10) 0.3749(3) 0.0434(7) Uani 1 1 d . . . . .
C20 C 0.21861(15) 0.39538(9) 0.2612(2) 0.0370(6) Uani 1 1 d . . . . .
C21 C 0.0465(2) 0.27266(19) 0.0676(6) 0.133(2) Uani 1 1 d . . . . .
H21A H 0.048395 0.239071 0.046247 0.199 Uiso 1 1 calc GR . . . .
H21B H 0.005747 0.287597 0.017607 0.199 Uiso 1 1 calc GR . . . .
H21C H 0.041963 0.275507 0.152486 0.199 Uiso 1 1 calc GR . . . .
C22 C 0.3056(2) 0.33253(12) 0.5391(3) 0.0650(10) Uani 1 1 d . . . . .
H22A H 0.288917 0.350607 0.602912 0.098 Uiso 1 1 calc GR . . . .
H22B H 0.356068 0.325888 0.562599 0.098 Uiso 1 1 calc GR . . . .
H22C H 0.279548 0.302592 0.526364 0.098 Uiso 1 1 calc GR . . . .
C23 C 0.35946(18) 0.48955(11) 0.1890(3) 0.0532(8) Uani 1 1 d . . . . .
H23A H 0.380499 0.464422 0.243531 0.080 Uiso 1 1 calc GR . . . .
H23B H 0.314005 0.498908 0.209974 0.080 Uiso 1 1 calc GR . . . .
H23C H 0.391128 0.517005 0.196463 0.080 Uiso 1 1 calc GR . . . .
Br3 Br 0.51838(2) 0.60813(2) 0.26883(4) 0.07302(13) Uani 1 1 d . . . . .
Br4 Br 0.09551(2) 0.75549(2) 0.23735(4) 0.07179(12) Uani 1 1 d . . . . .
Fe2 Fe 0.26707(2) 0.60134(2) 0.51521(3) 0.03622(10) Uani 1 1 d . . . . .
Cl1 Cl 0.29456(5) 0.60175(3) 0.73157(7) 0.0566(2) Uani 1 1 d . . . . .
O5 O 0.24859(10) 0.60001(6) 0.33536(16) 0.0373(4) Uani 1 1 d . . . . .
O6 O 0.31113(10) 0.66490(6) 0.51400(16) 0.0390(4) Uani 1 1 d . . . . .
O7 O 0.19877(11) 0.64055(7) 0.12369(18) 0.0507(5) Uani 1 1 d . . . . .
O8 O 0.40853(11) 0.71704(8) 0.4356(2) 0.0578(6) Uani 1 1 d . . . . .
N4 N 0.35978(12) 0.56296(8) 0.4938(2) 0.0396(5) Uani 1 1 d . . . . .
N5 N 0.21080(13) 0.52956(8) 0.5214(2) 0.0435(6) Uani 1 1 d . . . . .
N6 N 0.16982(12) 0.64041(8) 0.5039(2) 0.0411(6) Uani 1 1 d . . . . .
C24 C 0.38511(18) 0.52239(11) 0.5763(3) 0.0553(8) Uani 1 1 d . . . . .
H24A H 0.391646 0.533189 0.660860 0.066 Uiso 1 1 calc R . . . .
H24B H 0.431120 0.510867 0.559612 0.066 Uiso 1 1 calc R . . . .
C25 C 0.33040(19) 0.48179(11) 0.5566(3) 0.0622(9) Uani 1 1 d . . . . .
H25A H 0.351111 0.453647 0.601834 0.075 Uiso 1 1 calc R . . . .
H25B H 0.321813 0.473333 0.470256 0.075 Uiso 1 1 calc R . . . .
C26 C 0.25861(19) 0.49269(11) 0.5949(3) 0.0580(9) Uani 1 1 d . . . . .
H26A H 0.231907 0.462604 0.592779 0.070 Uiso 1 1 calc R . . . .
H26B H 0.267935 0.503498 0.679545 0.070 Uiso 1 1 calc R . . . .
C27 C 0.14662(18) 0.53391(11) 0.5833(3) 0.0561(9) Uani 1 1 d . . . . .
H27A H 0.163274 0.541871 0.668867 0.067 Uiso 1 1 calc R . . . .
H27B H 0.123400 0.502519 0.581017 0.067 Uiso 1 1 calc R . . . .
C28 C 0.09056(18) 0.57101(11) 0.5303(3) 0.0589(9) Uani 1 1 d . . . . .
H28A H 0.045750 0.563498 0.558384 0.071 Uiso 1 1 calc R . . . .
H28B H 0.082037 0.568040 0.441670 0.071 Uiso 1 1 calc R . . . .
C29 C 0.11059(17) 0.62311(11) 0.5638(3) 0.0532(8) Uani 1 1 d . . . . .
H29A H 0.068775 0.643590 0.539684 0.064 Uiso 1 1 calc R . . . .
H29B H 0.124800 0.625658 0.652097 0.064 Uiso 1 1 calc R . . . .
C30 C 0.39552(15) 0.57358(10) 0.4092(3) 0.0406(7) Uani 1 1 d . . . . .
H30 H 0.441279 0.560254 0.414729 0.049 Uiso 1 1 calc R . . . .
C31 C 0.37060(15) 0.60475(9) 0.3051(2) 0.0364(6) Uani 1 1 d . . . . .
C32 C 0.41763(16) 0.62017(11) 0.2267(3) 0.0459(7) Uani 1 1 d . . . . .
C33 C 0.39344(18) 0.64354(11) 0.1191(3) 0.0547(8) Uani 1 1 d . . . . .
H33 H 0.426029 0.654368 0.070697 0.066 Uiso 1 1 calc R . . . .
C34 C 0.31991(18) 0.65122(11) 0.0816(3) 0.0510(8) Uani 1 1 d . . . . .
H34 H 0.303496 0.666715 0.007503 0.061 Uiso 1 1 calc R . . . .
C35 C 0.27165(16) 0.63603(10) 0.1535(3) 0.0408(7) Uani 1 1 d . . . . .
C36 C 0.29590(15) 0.61323(9) 0.2684(2) 0.0344(6) Uani 1 1 d . . . . .
C37 C 0.15983(16) 0.67990(10) 0.4427(3) 0.0419(7) Uani 1 1 d . . . . .
H37 H 0.113694 0.692979 0.431427 0.050 Uiso 1 1 calc R . . . .
C38 C 0.21326(15) 0.70602(9) 0.3896(2) 0.0375(6) Uani 1 1 d . . . . .
C39 C 0.19412(16) 0.74281(10) 0.3014(3) 0.0440(7) Uani 1 1 d . . . . .
C40 C 0.24389(19) 0.77011(10) 0.2569(3) 0.0512(8) Uani 1 1 d . . . . .
H40 H 0.229448 0.793692 0.197834 0.061 Uiso 1 1 calc R . . . .
C41 C 0.31658(18) 0.76241(10) 0.3006(3) 0.0515(8) Uani 1 1 d . . . . .
H41 H 0.350732 0.780946 0.269982 0.062 Uiso 1 1 calc R . . . .
C42 C 0.33881(16) 0.72803(10) 0.3878(3) 0.0418(7) Uani 1 1 d . . . . .
C43 C 0.28750(15) 0.69815(9) 0.4326(2) 0.0368(6) Uani 1 1 d . . . . .
C44 C 0.1716(2) 0.66561(13) 0.0122(3) 0.0679(10) Uani 1 1 d . . . . .
H44A H 0.191878 0.697536 0.015103 0.102 Uiso 1 1 calc GR . . . .
H44B H 0.120066 0.667893 0.002764 0.102 Uiso 1 1 calc GR . . . .
H44C H 0.184461 0.648218 -0.055988 0.102 Uiso 1 1 calc GR . . . .
C45 C 0.46256(19) 0.73713(14) 0.3761(4) 0.0780(12) Uani 1 1 d . . . . .
H45A H 0.451797 0.730014 0.289964 0.117 Uiso 1 1 calc GR . . . .
H45B H 0.508430 0.723436 0.410150 0.117 Uiso 1 1 calc GR . . . .
H45C H 0.464087 0.771564 0.387789 0.117 Uiso 1 1 calc GR . . . .
C46 C 0.18686(19) 0.50991(11) 0.3956(3) 0.0550(8) Uani 1 1 d . . . . .
H46A H 0.160587 0.480410 0.400533 0.082 Uiso 1 1 calc GR . . . .
H46B H 0.228179 0.503549 0.357853 0.082 Uiso 1 1 calc GR . . . .
H46C H 0.156384 0.533117 0.347349 0.082 Uiso 1 1 calc GR . . . .
O1W O 0.43838(15) 0.40495(11) 0.4020(2) 0.0906(8) Uani 1 1 d . . . . .
H1WA H 0.466518 0.382906 0.385531 0.136 Uiso 1 1 d R . . . .
H1WB H 0.395638 0.394436 0.386081 0.136 Uiso 1 1 d R . . . .
O2W O 0.45280(14) 0.65934(10) 0.6700(2) 0.0853(8) Uani 1 1 d . . . . .
H2WA H 0.418836 0.644274 0.694569 0.128 Uiso 1 1 d R . . . .
H2WB H 0.434436 0.674354 0.605659 0.128 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C9 1.912(3) . ?
Br2 C16 1.913(3) . ?
Fe1 Cl2 2.3285(8) . ?
Fe1 O1 1.9293(18) . ?
Fe1 O2 1.9836(17) . ?
Fe1 N1 2.094(2) . ?
Fe1 N2 2.265(2) . ?
Fe1 N3 2.112(2) . ?
O1 C13 1.311(3) . ?
O2 C20 1.296(3) . ?
O3 C12 1.376(4) . ?
O3 C21 1.414(5) . ?
O4 C19 1.363(3) . ?
O4 C22 1.432(3) . ?
N1 C1 1.463(3) . ?
N1 C7 1.285(3) . ?
N2 C3 1.494(4) . ?
N2 C4 1.503(3) . ?
N2 C23 1.477(4) . ?
N3 C6 1.471(4) . ?
N3 C14 1.271(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.517(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.515(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.516(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.524(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7 0.9300 . ?
C7 C8 1.440(4) . ?
C8 C9 1.405(4) . ?
C8 C13 1.418(4) . ?
C9 C10 1.362(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.383(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.362(5) . ?
C12 C13 1.423(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.443(4) . ?
C15 C16 1.403(4) . ?
C15 C20 1.420(4) . ?
C16 C17 1.356(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.397(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.370(4) . ?
C19 C20 1.421(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
Br3 C32 1.906(3) . ?
Br4 C39 1.905(3) . ?
Fe2 Cl1 2.3611(8) . ?
Fe2 O5 1.9609(18) . ?
Fe2 O6 1.9437(17) . ?
Fe2 N4 2.091(2) . ?
Fe2 N5 2.255(2) . ?
Fe2 N6 2.112(2) . ?
O5 C36 1.304(3) . ?
O6 C43 1.310(3) . ?
O7 C35 1.362(3) . ?
O7 C44 1.431(3) . ?
O8 C42 1.364(3) . ?
O8 C45 1.416(4) . ?
N4 C24 1.473(3) . ?
N4 C30 1.276(3) . ?
N5 C26 1.504(4) . ?
N5 C27 1.492(4) . ?
N5 C46 1.491(4) . ?
N6 C29 1.471(4) . ?
N6 C37 1.281(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.514(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.515(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.517(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.518(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30 0.9300 . ?
C30 C31 1.451(4) . ?
C31 C32 1.407(4) . ?
C31 C36 1.416(4) . ?
C32 C33 1.362(4) . ?
C33 H33 0.9300 . ?
C33 C34 1.393(4) . ?
C34 H34 0.9300 . ?
C34 C35 1.371(4) . ?
C35 C36 1.423(4) . ?
C37 H37 0.9300 . ?
C37 C38 1.442(4) . ?
C38 C39 1.413(4) . ?
C38 C43 1.416(4) . ?
C39 C40 1.359(4) . ?
C40 H40 0.9300 . ?
C40 C41 1.389(4) . ?
C41 H41 0.9300 . ?
C41 C42 1.368(4) . ?
C42 C43 1.422(4) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
O1W H1WA 0.8472 . ?
O1W H1WB 0.8460 . ?
O2W H2WA 0.8459 . ?
O2W H2WB 0.8455 . ?

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 Fe1 Cl2 91.76(6) . . ?
O1 Fe1 O2 90.54(8) . . ?
O1 Fe1 N1 86.50(8) . . ?
O1 Fe1 N2 178.67(8) . . ?
O1 Fe1 N3 94.34(9) . . ?
O2 Fe1 Cl2 177.46(6) . . ?
O2 Fe1 N1 85.96(8) . . ?
O2 Fe1 N2 89.41(8) . . ?
O2 Fe1 N3 82.23(8) . . ?
N1 Fe1 Cl2 95.24(6) . . ?
N1 Fe1 N2 92.17(8) . . ?
N1 Fe1 N3 168.17(9) . . ?
N2 Fe1 Cl2 88.31(6) . . ?
N3 Fe1 Cl2 96.53(7) . . ?
N3 Fe1 N2 86.97(9) . . ?
C13 O1 Fe1 123.87(16) . . ?
C20 O2 Fe1 122.70(17) . . ?
C12 O3 C21 116.7(3) . . ?
C19 O4 C22 118.5(2) . . ?
C1 N1 Fe1 121.85(17) . . ?
C7 N1 Fe1 120.73(19) . . ?
C7 N1 C1 117.4(2) . . ?
C3 N2 Fe1 111.48(16) . . ?
C3 N2 C4 104.8(2) . . ?
C4 N2 Fe1 112.62(17) . . ?
C23 N2 Fe1 111.53(17) . . ?
C23 N2 C3 107.6(2) . . ?
C23 N2 C4 108.4(2) . . ?
C6 N3 Fe1 119.49(19) . . ?
C14 N3 Fe1 122.4(2) . . ?
C14 N3 C6 118.1(3) . . ?
N1 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
N1 C1 C2 112.9(2) . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
C1 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
H2A C2 H2B 107.5 . . ?
C3 C2 C1 115.4(3) . . ?
C3 C2 H2A 108.4 . . ?
C3 C2 H2B 108.4 . . ?
N2 C3 C2 115.9(2) . . ?
N2 C3 H3A 108.3 . . ?
N2 C3 H3B 108.3 . . ?
C2 C3 H3A 108.3 . . ?
C2 C3 H3B 108.3 . . ?
H3A C3 H3B 107.4 . . ?
N2 C4 H4A 108.0 . . ?
N2 C4 H4B 108.0 . . ?
N2 C4 C5 117.4(2) . . ?
H4A C4 H4B 107.2 . . ?
C5 C4 H4A 108.0 . . ?
C5 C4 H4B 108.0 . . ?
C4 C5 H5A 108.5 . . ?
C4 C5 H5B 108.5 . . ?
C4 C5 C6 115.3(3) . . ?
H5A C5 H5B 107.5 . . ?
C6 C5 H5A 108.5 . . ?
C6 C5 H5B 108.5 . . ?
N3 C6 C5 109.2(2) . . ?
N3 C6 H6A 109.8 . . ?
N3 C6 H6B 109.8 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
N1 C7 H7 116.6 . . ?
N1 C7 C8 126.8(3) . . ?
C8 C7 H7 116.6 . . ?
C9 C8 C7 121.3(3) . . ?
C9 C8 C13 117.8(3) . . ?
C13 C8 C7 120.7(2) . . ?
C8 C9 Br1 120.0(2) . . ?
C10 C9 Br1 117.6(2) . . ?
C10 C9 C8 122.5(3) . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.1(3) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.6(3) . . ?
C12 C11 H11 119.2 . . ?
O3 C12 C13 113.9(3) . . ?
C11 C12 O3 126.1(3) . . ?
C11 C12 C13 120.1(3) . . ?
O1 C13 C8 122.8(2) . . ?
O1 C13 C12 118.3(3) . . ?
C8 C13 C12 118.8(3) . . ?
N3 C14 H14 117.4 . . ?
N3 C14 C15 125.2(3) . . ?
C15 C14 H14 117.4 . . ?
C16 C15 C14 121.8(3) . . ?
C16 C15 C20 118.3(3) . . ?
C20 C15 C14 119.4(3) . . ?
C15 C16 Br2 119.9(2) . . ?
C17 C16 Br2 118.0(3) . . ?
C17 C16 C15 122.0(3) . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 119.9(3) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.5(3) . . ?
C19 C18 H18 119.7 . . ?
O4 C19 C18 125.1(3) . . ?
O4 C19 C20 114.5(2) . . ?
C18 C19 C20 120.4(3) . . ?
O2 C20 C15 122.7(2) . . ?
O2 C20 C19 118.5(3) . . ?
C15 C20 C19 118.8(3) . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C22 H22A 109.5 . . ?
O4 C22 H22B 109.5 . . ?
O4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O5 Fe2 Cl1 177.46(6) . . ?
O5 Fe2 N4 83.30(8) . . ?
O5 Fe2 N5 90.63(8) . . ?
O5 Fe2 N6 86.93(8) . . ?
O6 Fe2 Cl1 88.98(6) . . ?
O6 Fe2 O5 90.71(7) . . ?
O6 Fe2 N4 95.24(8) . . ?
O6 Fe2 N5 176.70(8) . . ?
O6 Fe2 N6 84.55(8) . . ?
N4 Fe2 Cl1 94.22(7) . . ?
N4 Fe2 N5 87.91(9) . . ?
N4 Fe2 N6 170.22(9) . . ?
N5 Fe2 Cl1 89.82(6) . . ?
N6 Fe2 Cl1 95.54(7) . . ?
N6 Fe2 N5 92.51(9) . . ?
C36 O5 Fe2 123.39(16) . . ?
C43 O6 Fe2 122.85(16) . . ?
C35 O7 C44 116.9(2) . . ?
C42 O8 C45 117.0(3) . . ?
C24 N4 Fe2 120.31(19) . . ?
C30 N4 Fe2 121.43(18) . . ?
C30 N4 C24 118.3(2) . . ?
C26 N5 Fe2 111.75(18) . . ?
C27 N5 Fe2 111.39(17) . . ?
C27 N5 C26 105.3(2) . . ?
C46 N5 Fe2 111.17(17) . . ?
C46 N5 C26 108.4(2) . . ?
C46 N5 C27 108.5(2) . . ?
C29 N6 Fe2 121.60(18) . . ?
C37 N6 Fe2 121.0(2) . . ?
C37 N6 C29 117.4(2) . . ?
N4 C24 H24A 109.8 . . ?
N4 C24 H24B 109.8 . . ?
N4 C24 C25 109.5(3) . . ?
H24A C24 H24B 108.2 . . ?
C25 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
C24 C25 H25A 108.4 . . ?
C24 C25 H25B 108.4 . . ?
C24 C25 C26 115.5(3) . . ?
H25A C25 H25B 107.5 . . ?
C26 C25 H25A 108.4 . . ?
C26 C25 H25B 108.4 . . ?
N5 C26 C25 117.7(2) . . ?
N5 C26 H26A 107.9 . . ?
N5 C26 H26B 107.9 . . ?
C25 C26 H26A 107.9 . . ?
C25 C26 H26B 107.9 . . ?
H26A C26 H26B 107.2 . . ?
N5 C27 H27A 108.2 . . ?
N5 C27 H27B 108.2 . . ?
N5 C27 C28 116.3(2) . . ?
H27A C27 H27B 107.4 . . ?
C28 C27 H27A 108.2 . . ?
C28 C27 H27B 108.2 . . ?
C27 C28 H28A 108.6 . . ?
C27 C28 H28B 108.6 . . ?
C27 C28 C29 114.7(3) . . ?
H28A C28 H28B 107.6 . . ?
C29 C28 H28A 108.6 . . ?
C29 C28 H28B 108.6 . . ?
N6 C29 C28 112.0(2) . . ?
N6 C29 H29A 109.2 . . ?
N6 C29 H29B 109.2 . . ?
C28 C29 H29A 109.2 . . ?
C28 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
N4 C30 H30 117.3 . . ?
N4 C30 C31 125.3(3) . . ?
C31 C30 H30 117.3 . . ?
C32 C31 C30 121.1(3) . . ?
C32 C31 C36 118.2(2) . . ?
C36 C31 C30 119.8(2) . . ?
C31 C32 Br3 120.1(2) . . ?
C33 C32 Br3 117.9(2) . . ?
C33 C32 C31 122.0(3) . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 120.0(3) . . ?
C34 C33 H33 120.0 . . ?
C33 C34 H34 119.8 . . ?
C35 C34 C33 120.3(3) . . ?
C35 C34 H34 119.8 . . ?
O7 C35 C34 124.9(3) . . ?
O7 C35 C36 114.5(3) . . ?
C34 C35 C36 120.6(3) . . ?
O5 C36 C31 122.2(2) . . ?
O5 C36 C35 119.0(2) . . ?
C31 C36 C35 118.8(3) . . ?
N6 C37 H37 116.9 . . ?
N6 C37 C38 126.2(3) . . ?
C38 C37 H37 116.9 . . ?
C39 C38 C37 121.8(3) . . ?
C39 C38 C43 117.7(3) . . ?
C43 C38 C37 120.3(2) . . ?
C38 C39 Br4 120.5(2) . . ?
C40 C39 Br4 116.9(2) . . ?
C40 C39 C38 122.6(3) . . ?
C39 C40 H40 120.4 . . ?
C39 C40 C41 119.3(3) . . ?
C41 C40 H40 120.4 . . ?
C40 C41 H41 119.4 . . ?
C42 C41 C40 121.2(3) . . ?
C42 C41 H41 119.4 . . ?
O8 C42 C41 125.9(3) . . ?
O8 C42 C43 113.7(2) . . ?
C41 C42 C43 120.2(3) . . ?
O6 C43 C38 122.6(2) . . ?
O6 C43 C42 118.3(3) . . ?
C38 C43 C42 119.0(2) . . ?
O7 C44 H44A 109.5 . . ?
O7 C44 H44B 109.5 . . ?
O7 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
O8 C45 H45A 109.5 . . ?
O8 C45 H45B 109.5 . . ?
O8 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N5 C46 H46A 109.5 . . ?
N5 C46 H46B 109.5 . . ?
N5 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
H1WA O1W H1WB 108.5 . . ?
H2WA O2W H2WB 106.7 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1W H1WA O2W 0.85 2.09 2.924(4) 167.8 3_666 yes
O1W H1WB O4 0.85 2.25 3.046(4) 156.0 . yes
O2W H2WB O6 0.85 2.39 2.926(3) 122.3 . yes
O2W H2WB O8 0.85 2.20 3.038(3) 168.8 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C9 C10 C11 -178.2(2) . . . . ?
Br2 C16 C17 C18 -179.3(3) . . . . ?
Fe1 O1 C13 C8 -34.8(3) . . . . ?
Fe1 O1 C13 C12 146.4(2) . . . . ?
Fe1 O2 C20 C15 -38.2(3) . . . . ?
Fe1 O2 C20 C19 143.7(2) . . . . ?
Fe1 N1 C1 C2 51.7(3) . . . . ?
Fe1 N1 C7 C8 6.6(4) . . . . ?
Fe1 N2 C3 C2 -56.1(3) . . . . ?
Fe1 N2 C4 C5 56.5(3) . . . . ?
Fe1 N3 C6 C5 -67.6(3) . . . . ?
Fe1 N3 C14 C15 10.1(4) . . . . ?
O3 C12 C13 O1 0.8(4) . . . . ?
O3 C12 C13 C8 -178.1(2) . . . . ?
O4 C19 C20 O2 0.9(4) . . . . ?
O4 C19 C20 C15 -177.3(2) . . . . ?
N1 C1 C2 C3 -67.9(3) . . . . ?
N1 C7 C8 C9 -165.9(3) . . . . ?
N1 C7 C8 C13 20.0(4) . . . . ?
N2 C4 C5 C6 -67.8(4) . . . . ?
N3 C14 C15 C16 -165.6(3) . . . . ?
N3 C14 C15 C20 23.1(4) . . . . ?
C1 N1 C7 C8 -171.5(3) . . . . ?
C1 C2 C3 N2 75.1(3) . . . . ?
C3 N2 C4 C5 177.9(3) . . . . ?
C4 N2 C3 C2 -178.2(3) . . . . ?
C4 C5 C6 N3 68.1(3) . . . . ?
C6 N3 C14 C15 -168.1(3) . . . . ?
C7 N1 C1 C2 -130.2(3) . . . . ?
C7 C8 C9 Br1 5.2(4) . . . . ?
C7 C8 C9 C10 -175.0(3) . . . . ?
C7 C8 C13 O1 -6.4(4) . . . . ?
C7 C8 C13 C12 172.5(3) . . . . ?
C8 C9 C10 C11 2.0(5) . . . . ?
C9 C8 C13 O1 179.4(2) . . . . ?
C9 C8 C13 C12 -1.7(4) . . . . ?
C9 C10 C11 C12 -0.6(5) . . . . ?
C10 C11 C12 O3 179.5(3) . . . . ?
C10 C11 C12 C13 -1.9(5) . . . . ?
C11 C12 C13 O1 -178.1(3) . . . . ?
C11 C12 C13 C8 3.0(4) . . . . ?
C13 C8 C9 Br1 179.40(19) . . . . ?
C13 C8 C9 C10 -0.8(4) . . . . ?
C14 N3 C6 C5 110.7(3) . . . . ?
C14 C15 C16 Br2 10.4(4) . . . . ?
C14 C15 C16 C17 -171.7(3) . . . . ?
C14 C15 C20 O2 -9.3(4) . . . . ?
C14 C15 C20 C19 168.9(3) . . . . ?
C15 C16 C17 C18 2.7(6) . . . . ?
C16 C15 C20 O2 179.1(3) . . . . ?
C16 C15 C20 C19 -2.8(4) . . . . ?
C16 C17 C18 C19 -2.2(6) . . . . ?
C17 C18 C19 O4 179.8(3) . . . . ?
C17 C18 C19 C20 -0.8(5) . . . . ?
C18 C19 C20 O2 -178.5(3) . . . . ?
C18 C19 C20 C15 3.3(4) . . . . ?
C20 C15 C16 Br2 -178.2(2) . . . . ?
C20 C15 C16 C17 -0.2(5) . . . . ?
C21 O3 C12 C11 3.3(6) . . . . ?
C21 O3 C12 C13 -175.5(4) . . . . ?
C22 O4 C19 C18 3.1(4) . . . . ?
C22 O4 C19 C20 -176.3(3) . . . . ?
C23 N2 C3 C2 66.5(3) . . . . ?
C23 N2 C4 C5 -67.4(3) . . . . ?
Br3 C32 C33 C34 177.1(2) . . . . ?
Br4 C39 C40 C41 179.9(2) . . . . ?
Fe2 O5 C36 C31 35.2(3) . . . . ?
Fe2 O5 C36 C35 -146.09(19) . . . . ?
Fe2 O6 C43 C38 38.9(3) . . . . ?
Fe2 O6 C43 C42 -142.4(2) . . . . ?
Fe2 N4 C24 C25 65.5(3) . . . . ?
Fe2 N4 C30 C31 -13.6(4) . . . . ?
Fe2 N5 C26 C25 -56.6(3) . . . . ?
Fe2 N5 C27 C28 56.0(3) . . . . ?
Fe2 N6 C29 C28 -51.7(3) . . . . ?
Fe2 N6 C37 C38 -8.9(4) . . . . ?
O7 C35 C36 O5 -1.7(4) . . . . ?
O7 C35 C36 C31 177.1(2) . . . . ?
O8 C42 C43 O6 1.3(4) . . . . ?
O8 C42 C43 C38 -179.9(2) . . . . ?
N4 C24 C25 C26 -66.9(4) . . . . ?
N4 C30 C31 C32 170.4(3) . . . . ?
N4 C30 C31 C36 -20.7(4) . . . . ?
N5 C27 C28 C29 -76.9(4) . . . . ?
N6 C37 C38 C39 165.5(3) . . . . ?
N6 C37 C38 C43 -19.8(4) . . . . ?
C24 N4 C30 C31 165.9(3) . . . . ?
C24 C25 C26 N5 68.4(4) . . . . ?
C26 N5 C27 C28 177.3(3) . . . . ?
C27 N5 C26 C25 -177.7(3) . . . . ?
C27 C28 C29 N6 69.5(4) . . . . ?
C29 N6 C37 C38 172.1(3) . . . . ?
C30 N4 C24 C25 -114.0(3) . . . . ?
C30 C31 C32 Br3 -9.1(4) . . . . ?
C30 C31 C32 C33 170.4(3) . . . . ?
C30 C31 C36 O5 10.6(4) . . . . ?
C30 C31 C36 C35 -168.1(2) . . . . ?
C31 C32 C33 C34 -2.4(5) . . . . ?
C32 C31 C36 O5 179.8(2) . . . . ?
C32 C31 C36 C35 1.1(4) . . . . ?
C32 C33 C34 C35 1.0(5) . . . . ?
C33 C34 C35 O7 -178.1(3) . . . . ?
C33 C34 C35 C36 1.4(4) . . . . ?
C34 C35 C36 O5 178.8(3) . . . . ?
C34 C35 C36 C31 -2.4(4) . . . . ?
C36 C31 C32 Br3 -178.20(19) . . . . ?
C36 C31 C32 C33 1.3(4) . . . . ?
C37 N6 C29 C28 127.3(3) . . . . ?
C37 C38 C39 Br4 -5.8(4) . . . . ?
C37 C38 C39 C40 175.2(3) . . . . ?
C37 C38 C43 O6 5.3(4) . . . . ?
C37 C38 C43 C42 -173.4(2) . . . . ?
C38 C39 C40 C41 -1.1(5) . . . . ?
C39 C38 C43 O6 -179.8(2) . . . . ?
C39 C38 C43 C42 1.5(4) . . . . ?
C39 C40 C41 C42 -0.3(5) . . . . ?
C40 C41 C42 O8 179.0(3) . . . . ?
C40 C41 C42 C43 2.2(5) . . . . ?
C41 C42 C43 O6 178.4(3) . . . . ?
C41 C42 C43 C38 -2.8(4) . . . . ?
C43 C38 C39 Br4 179.40(19) . . . . ?
C43 C38 C39 C40 0.4(4) . . . . ?
C44 O7 C35 C34 -3.8(4) . . . . ?
C44 O7 C35 C36 176.7(3) . . . . ?
C45 O8 C42 C41 -11.0(4) . . . . ?
C45 O8 C42 C43 165.9(3) . . . . ?
C46 N5 C26 C25 66.3(3) . . . . ?
C46 N5 C27 C28 -66.7(3) . . . . ?

_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 0.000 0.500 314.2 61.9 aceton
2 0.000 0.500 1.000 314.2 61.9 aceton

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_7c_293K
_database_code_depnum_ccdc_archive 'CCDC 1063388'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 Br2 Cl Fe N3 O2'
_chemical_formula_sum            'C20 H21 Br2 Cl Fe N3 O2'
_chemical_formula_weight         586.52
_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'
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'
Fe Fe 0.3463 0.8444 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.6216(5)
_cell_length_b                   12.2155(7)
_cell_length_c                   23.4460(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.896(5)
_cell_angle_gamma                90
_cell_volume                     2156.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6449
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.68
_cell_measurement_theta_min      2.70
_shelx_estimated_absorpt_T_max   0.712
_shelx_estimated_absorpt_T_min   0.209
_exptl_absorpt_coefficient_mu    4.551
_exptl_absorpt_correction_T_max  0.812
_exptl_absorpt_correction_T_min  0.530
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE3 ABSPACK in CRYSALISRED'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1164
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 (CrysAlisPro; Agilent, 2012)
;
_exptl_transmission_factor_max   0.712
_exptl_transmission_factor_min   0.209
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            16171
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.990
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur S CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3209
_reflns_number_total             4404
_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
_computing_data_collection       '(CrysAlisPro; Agilent, 2012)'
_computing_data_reduction        CrysAlisPro
_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         0.756
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4404
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0336P)²+1.5529P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0737
_refine_ls_wR_factor_ref         0.0832
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C5(H5), C7(H7), C14(H14), C16(H16), C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.32052(6) 0.35293(4) 0.36712(2) 0.03577(12) Uani 1 1 d . . . . .
Br1 Br 1.01906(6) -0.06999(4) 0.39010(2) 0.08102(17) Uani 1 1 d . . . . .
Br2 Br 0.56715(5) 0.18614(4) 0.66817(2) 0.06683(15) Uani 1 1 d . . . . .
Cl1 Cl 0.36832(13) 0.49661(8) 0.30621(4) 0.0570(2) Uani 1 1 d . . . . .
O1 O 0.5696(3) 0.33178(18) 0.39737(10) 0.0432(5) Uani 1 1 d . . . . .
O2 O 0.2613(3) 0.23548(17) 0.41783(8) 0.0388(5) Uani 1 1 d . . . . .
N1 N 0.3429(3) 0.2368(2) 0.30184(10) 0.0380(6) Uani 1 1 d . . . . .
N2 N 0.0250(3) 0.3681(2) 0.33934(12) 0.0443(7) Uani 1 1 d . . . . .
H2 H -0.025938 0.323116 0.367281 0.053 Uiso 1 1 calc R . . . .
N3 N 0.2727(3) 0.4567(2) 0.43503(11) 0.0395(6) Uani 1 1 d . . . . .
C1 C 0.6574(4) 0.2395(3) 0.39670(13) 0.0383(7) Uani 1 1 d . . . . .
C2 C 0.8002(4) 0.2161(3) 0.44042(15) 0.0470(9) Uani 1 1 d . . . . .
H2A H 0.826235 0.264820 0.471033 0.056 Uiso 1 1 calc R . . . .
C3 C 0.9021(4) 0.1245(3) 0.43962(15) 0.0495(9) Uani 1 1 d . . . . .
H3 H 0.993304 0.110380 0.469915 0.059 Uiso 1 1 calc R . . . .
C4 C 0.8694(4) 0.0528(3) 0.39365(15) 0.0470(8) Uani 1 1 d . . . . .
C5 C 0.7301(4) 0.0703(3) 0.35081(14) 0.0447(8) Uani 1 1 d . . . . .
H5 H 0.708549 0.021182 0.320236 0.054 Uiso 1 1 calc R . . . .
C6 C 0.6194(4) 0.1608(3) 0.35205(13) 0.0376(7) Uani 1 1 d . . . . .
C7 C 0.4708(4) 0.1698(3) 0.30565(13) 0.0403(8) Uani 1 1 d . . . . .
H7 H 0.469107 0.120693 0.275237 0.048 Uiso 1 1 calc R . . . .
C8 C 0.2069(4) 0.2294(3) 0.25056(14) 0.0516(9) Uani 1 1 d . . . . .
H8A H 0.231785 0.166722 0.227672 0.062 Uiso 1 1 calc R . . . .
H8B H 0.211554 0.294531 0.227205 0.062 Uiso 1 1 calc R . . . .
C9 C 0.0222(5) 0.2179(3) 0.26626(16) 0.0583(10) Uani 1 1 d . . . . .
H9A H -0.055668 0.186894 0.233617 0.070 Uiso 1 1 calc R . . . .
H9B H 0.026870 0.166938 0.298204 0.070 Uiso 1 1 calc R . . . .
C10 C -0.0551(4) 0.3234(3) 0.28272(15) 0.0564(10) Uani 1 1 d . . . . .
H10A H -0.042619 0.377343 0.253257 0.068 Uiso 1 1 calc R . . . .
H10B H -0.181090 0.312772 0.282935 0.068 Uiso 1 1 calc R . . . .
C11 C -0.0554(5) 0.4777(3) 0.34432(17) 0.0590(10) Uani 1 1 d . . . . .
H11A H -0.183169 0.470627 0.334153 0.071 Uiso 1 1 calc R . . . .
H11B H -0.015010 0.525568 0.316011 0.071 Uiso 1 1 calc R . . . .
C12 C -0.0164(5) 0.5323(3) 0.40237(18) 0.0623(11) Uani 1 1 d . . . . .
H12A H -0.057258 0.484839 0.430758 0.075 Uiso 1 1 calc R . . . .
H12B H -0.084924 0.599472 0.401007 0.075 Uiso 1 1 calc R . . . .
C13 C 0.1765(5) 0.5597(3) 0.42272(16) 0.0518(9) Uani 1 1 d . . . . .
H13A H 0.224745 0.600096 0.393062 0.062 Uiso 1 1 calc R . . . .
H13B H 0.187704 0.604597 0.457232 0.062 Uiso 1 1 calc R . . . .
C14 C 0.3142(4) 0.4290(3) 0.48807(14) 0.0416(8) Uani 1 1 d . . . . .
H14 H 0.310356 0.483215 0.515699 0.050 Uiso 1 1 calc R . . . .
C15 C 0.3664(4) 0.3205(3) 0.50855(13) 0.0382(7) Uani 1 1 d . . . . .
C16 C 0.4326(4) 0.3070(3) 0.56733(14) 0.0434(8) Uani 1 1 d . . . . .
H16 H 0.450805 0.367891 0.591349 0.052 Uiso 1 1 calc R . . . .
C17 C 0.4703(4) 0.2051(3) 0.58931(14) 0.0452(8) Uani 1 1 d . . . . .
C18 C 0.4363(4) 0.1136(3) 0.55469(15) 0.0475(8) Uani 1 1 d . . . . .
H18 H 0.461294 0.044287 0.570199 0.057 Uiso 1 1 calc R . . . .
C19 C 0.3659(4) 0.1248(3) 0.49758(14) 0.0443(8) Uani 1 1 d . . . . .
H19 H 0.340669 0.062523 0.475017 0.053 Uiso 1 1 calc R . . . .
C20 C 0.3311(4) 0.2281(3) 0.47251(13) 0.0357(7) 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
Fe1 Cl1 2.3267(10) . ?
Fe1 O1 1.938(2) . ?
Fe1 O2 1.960(2) . ?
Fe1 N1 2.113(3) . ?
Fe1 N2 2.254(3) . ?
Fe1 N3 2.110(3) . ?
Br1 C4 1.894(3) . ?
Br2 C17 1.896(3) . ?
O1 C1 1.313(4) . ?
O2 C20 1.313(3) . ?
N1 C7 1.266(4) . ?
N1 C8 1.464(4) . ?
N2 H2 0.9800 . ?
N2 C10 1.477(4) . ?
N2 C11 1.484(5) . ?
N3 C13 1.463(4) . ?
N3 C14 1.280(4) . ?
C1 C2 1.404(4) . ?
C1 C6 1.417(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.364(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(5) . ?
C4 C5 1.361(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.394(4) . ?
C6 C7 1.448(4) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.515(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.493(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.504(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.511(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14 0.9300 . ?
C14 C15 1.444(5) . ?
C15 C16 1.402(4) . ?
C15 C20 1.411(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.361(5) . ?
C17 C18 1.382(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.370(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.399(5) . ?

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 Fe1 Cl1 95.03(7) . . ?
O1 Fe1 O2 89.13(9) . . ?
O1 Fe1 N1 89.51(9) . . ?
O1 Fe1 N2 174.44(10) . . ?
O1 Fe1 N3 94.45(10) . . ?
O2 Fe1 Cl1 175.63(7) . . ?
O2 Fe1 N1 90.00(9) . . ?
O2 Fe1 N2 85.52(9) . . ?
O2 Fe1 N3 84.21(10) . . ?
N1 Fe1 Cl1 91.36(8) . . ?
N1 Fe1 N2 91.99(10) . . ?
N2 Fe1 Cl1 90.28(8) . . ?
N3 Fe1 Cl1 94.12(8) . . ?
N3 Fe1 N1 172.93(10) . . ?
N3 Fe1 N2 83.52(10) . . ?
C1 O1 Fe1 125.61(19) . . ?
C20 O2 Fe1 123.10(19) . . ?
C7 N1 Fe1 122.1(2) . . ?
C7 N1 C8 117.2(3) . . ?
C8 N1 Fe1 120.7(2) . . ?
Fe1 N2 H2 104.0 . . ?
C10 N2 Fe1 119.0(2) . . ?
C10 N2 H2 104.0 . . ?
C10 N2 C11 106.6(3) . . ?
C11 N2 Fe1 117.2(2) . . ?
C11 N2 H2 104.0 . . ?
C13 N3 Fe1 120.5(2) . . ?
C14 N3 Fe1 121.9(2) . . ?
C14 N3 C13 117.4(3) . . ?
O1 C1 C2 120.3(3) . . ?
O1 C1 C6 123.0(3) . . ?
C2 C1 C6 116.6(3) . . ?
C1 C2 H2A 118.8 . . ?
C3 C2 C1 122.4(3) . . ?
C3 C2 H2A 118.8 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(3) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 Br1 119.9(3) . . ?
C5 C4 Br1 119.9(3) . . ?
C5 C4 C3 120.1(3) . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C7 123.4(3) . . ?
C5 C6 C1 119.8(3) . . ?
C5 C6 C7 116.7(3) . . ?
N1 C7 C6 127.3(3) . . ?
N1 C7 H7 116.4 . . ?
C6 C7 H7 116.4 . . ?
N1 C8 H8A 109.2 . . ?
N1 C8 H8B 109.2 . . ?
N1 C8 C9 111.9(3) . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 C8 113.7(3) . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
N2 C10 C9 115.3(3) . . ?
N2 C10 H10A 108.5 . . ?
N2 C10 H10B 108.5 . . ?
C9 C10 H10A 108.5 . . ?
C9 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
N2 C11 H11A 108.2 . . ?
N2 C11 H11B 108.2 . . ?
N2 C11 C12 116.5(3) . . ?
H11A C11 H11B 107.3 . . ?
C12 C11 H11A 108.2 . . ?
C12 C11 H11B 108.2 . . ?
C11 C12 H12A 108.4 . . ?
C11 C12 H12B 108.4 . . ?
C11 C12 C13 115.5(3) . . ?
H12A C12 H12B 107.5 . . ?
C13 C12 H12A 108.4 . . ?
C13 C12 H12B 108.4 . . ?
N3 C13 C12 107.8(3) . . ?
N3 C13 H13A 110.2 . . ?
N3 C13 H13B 110.2 . . ?
C12 C13 H13A 110.2 . . ?
C12 C13 H13B 110.2 . . ?
H13A C13 H13B 108.5 . . ?
N3 C14 H14 117.3 . . ?
N3 C14 C15 125.4(3) . . ?
C15 C14 H14 117.3 . . ?
C16 C15 C14 118.2(3) . . ?
C16 C15 C20 120.1(3) . . ?
C20 C15 C14 121.2(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 Br2 120.6(3) . . ?
C16 C17 C18 120.5(3) . . ?
C18 C17 Br2 118.9(3) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.4(3) . . ?
C20 C19 H19 119.3 . . ?
O2 C20 C15 122.7(3) . . ?
O2 C20 C19 119.6(3) . . ?
C19 C20 C15 117.6(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 O1 C1 C2 -149.5(2) . . . . ?
Fe1 O1 C1 C6 32.7(4) . . . . ?
Fe1 O2 C20 C15 37.6(4) . . . . ?
Fe1 O2 C20 C19 -145.2(2) . . . . ?
Fe1 N1 C7 C6 -1.0(5) . . . . ?
Fe1 N1 C8 C9 -52.5(4) . . . . ?
Fe1 N2 C10 C9 38.4(4) . . . . ?
Fe1 N2 C11 C12 -53.1(4) . . . . ?
Fe1 N3 C13 C12 72.0(3) . . . . ?
Fe1 N3 C14 C15 -11.8(4) . . . . ?
Br1 C4 C5 C6 -179.2(2) . . . . ?
Br2 C17 C18 C19 179.8(2) . . . . ?
O1 C1 C2 C3 -175.8(3) . . . . ?
O1 C1 C6 C5 173.0(3) . . . . ?
O1 C1 C6 C7 -5.7(5) . . . . ?
N1 C8 C9 C10 79.3(4) . . . . ?
N2 C11 C12 C13 63.5(5) . . . . ?
N3 C14 C15 C16 170.8(3) . . . . ?
N3 C14 C15 C20 -17.3(5) . . . . ?
C1 C2 C3 C4 2.1(5) . . . . ?
C1 C6 C7 N1 -10.4(5) . . . . ?
C2 C1 C6 C5 -4.8(4) . . . . ?
C2 C1 C6 C7 176.5(3) . . . . ?
C2 C3 C4 Br1 176.3(3) . . . . ?
C2 C3 C4 C5 -3.5(5) . . . . ?
C3 C4 C5 C6 0.6(5) . . . . ?
C4 C5 C6 C1 3.6(5) . . . . ?
C4 C5 C6 C7 -177.6(3) . . . . ?
C5 C6 C7 N1 170.9(3) . . . . ?
C6 C1 C2 C3 2.1(5) . . . . ?
C7 N1 C8 C9 126.1(3) . . . . ?
C8 N1 C7 C6 -179.6(3) . . . . ?
C8 C9 C10 N2 -71.9(4) . . . . ?
C10 N2 C11 C12 170.6(3) . . . . ?
C11 N2 C10 C9 173.7(3) . . . . ?
C11 C12 C13 N3 -68.7(4) . . . . ?
C13 N3 C14 C15 163.1(3) . . . . ?
C14 N3 C13 C12 -103.0(3) . . . . ?
C14 C15 C16 C17 174.9(3) . . . . ?
C14 C15 C20 O2 4.9(4) . . . . ?
C14 C15 C20 C19 -172.3(3) . . . . ?
C15 C16 C17 Br2 177.9(2) . . . . ?
C15 C16 C17 C18 -3.0(5) . . . . ?
C16 C15 C20 O2 176.7(3) . . . . ?
C16 C15 C20 C19 -0.5(4) . . . . ?
C16 C17 C18 C19 0.7(5) . . . . ?
C17 C18 C19 C20 1.7(5) . . . . ?
C18 C19 C20 O2 -179.1(3) . . . . ?
C18 C19 C20 C15 -1.8(5) . . . . ?
C20 C15 C16 C17 2.8(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_5_293K
_database_code_depnum_ccdc_archive 'CCDC 1507222'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H29 Cl Fe N3 O4'
_chemical_formula_sum            'C23 H29 Cl Fe N3 O4'
_chemical_formula_weight         502.79
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.9944(2)
_cell_length_b                   22.3122(5)
_cell_length_c                   10.9698(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.526(2)
_cell_angle_gamma                90
_cell_volume                     2332.68(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21053
_cell_measurement_temperature    293
_cell_measurement_theta_max      71.53
_cell_measurement_theta_min      3.96
_shelx_estimated_absorpt_T_max   0.736
_shelx_estimated_absorpt_T_min   0.139
_exptl_absorpt_coefficient_mu    6.527
_exptl_absorpt_correction_T_max  0.716
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'STOE LANA, J. Koziskova, F. Hahn, J. Richter, J. Kozisek, Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'blackish red'
_exptl_crystal_colour_modifier   blackish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1052
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            27726
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         71.417
_diffrn_reflns_theta_min         3.963
_diffrn_ambient_temperature      293
_diffrn_detector                 'Pilatus3R 300K'
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS3R 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'Stoe Stadivari with Xenocs Genix3D Cu HF'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_source                   'Genix3D Cu HF'
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2940
_reflns_number_total             4496
_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       
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.136.0 (STOE, 2017)
;
_computing_data_reduction        
'X-Area Integrate 1.71.2.0 (STOE, 2017) X-Area LANA 1.71.6.0 (STOE, 2017)'
_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         0.358
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.835
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         4496
_refine_ls_number_restraints     524
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      0.801
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.0799
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{N1, N1A}
3. Restrained distances
 Fe1-N2 \\sim Fe1-N2A
 with sigma of 0.002
 Fe1-N3 \\sim Fe1-N3A
 with sigma of 0.002
 Fe1-O2 \\sim Fe1-O2A
 with sigma of 0.002
 O3-C20 \\sim O4-C22 \\sim O4A-C22A
 with sigma of 0.004
 C20-C21 \\sim C22-C23 \\sim C22A-C23A
 with sigma of 0.004
 O3-C21 \\sim O4-C23 \\sim O4A-C23A
 with sigma of 0.3
4. Uiso/Uaniso restraints and constraints
Uanis(N1) = Uanis(N1A)
Uanis(C8) = Uanis(C8A)
Uanis(C9) = Uanis(C9A)
Uanis(C10) = Uanis(C10A)
Uanis(N2) = Uanis(N2A)
Uanis(C11) = Uanis(C11A)
Uanis(C12) = Uanis(C12A)
Uanis(N3) = Uanis(N3A)
Uanis(C13) = Uanis(C13A)
Uanis(C14) = Uanis(C14A)
Uanis(C15) = Uanis(C15A)
Uanis(C16) = Uanis(C16A)
Uanis(C17) = Uanis(C17A)
Uanis(C18) = Uanis(C18A)
Uanis(C19) = Uanis(C19A)
Uanis(O2) = Uanis(O2A)
Uanis(O4) = Uanis(O4A)
Uanis(C22) = Uanis(C22A)
Uanis(C23) = Uanis(C23A)
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Same fragment restrains
{N1A, C8A, C9A, C10A, N2A, C11A, C12A, N3A, C13A, C14A, C15A, C16A, C17A, C18A,
C19A, O2A, O4A, C22A, C23A} sigma for 1-2: 0.01, 1-3: 0.04
as
{N1, C8, C9, C10, N2, C11, C12, N3, C13, C14, C15, C16, C17, C18, C19, O2, O4,
C22, C23}
7. Others
 Sof(H7B)=Sof(N1A)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=
 Sof(C10A)=Sof(H10C)=Sof(H10D)=Sof(N2A)=Sof(H2A)=Sof(C11A)=Sof(H11C)=Sof(H11D)=
 Sof(C12A)=Sof(H12C)=Sof(H12D)=Sof(N3A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(C15A)=
 Sof(H15A)=Sof(C16A)=Sof(H16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(C19A)=Sof(O2A)=
 Sof(O4A)=Sof(C22A)=Sof(H22C)=Sof(H22D)=Sof(C23A)=Sof(H23D)=Sof(H23E)=Sof(H23F)=
 1-FVAR(1)
 Sof(H7A)=Sof(N1)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C10)=
 Sof(H10A)=Sof(H10B)=Sof(N2)=Sof(H2)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=
 Sof(H12A)=Sof(H12B)=Sof(N3)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(C15)=Sof(H15)=
 Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(C19)=Sof(O2)=Sof(O4)=Sof(C22)=
 Sof(H22A)=Sof(H22B)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H23C)=FVAR(1)
8.a Riding coordinates:
 C7(H7A,H7B)
8.b Ternary CH refined with riding coordinates:
 N2(H2), N2A(H2A)
8.c Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C22(H22A,H22B), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C10A(H10C,
 H10D), C11A(H11C,H11D), C12A(H12C,H12D), C22A(H22C,H22D)
8.d Me refined with riding coordinates:
 C23(H23A,H23B,H23C), C23A(H23D,H23E,H23F)
8.e Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C13(H13), C15(H15), C16(H16), C17(H17), C13A(H13A),
 C15A(H15A), C16A(H16A), C17A(H17A)
8.f Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.51593(3) 0.67002(2) 0.63241(3) 0.04024(11) Uani 1 1 d D U . . .
Cl1 Cl 0.37144(7) 0.67043(3) 0.77192(6) 0.06435(18) Uani 1 1 d . U . . .
O1 O 0.62876(14) 0.66576(6) 0.51339(13) 0.0404(3) Uani 1 1 d . U . . .
O3 O 0.89876(16) 0.63884(7) 0.50477(15) 0.0515(4) Uani 1 1 d D U . . .
C1 C 0.6523(2) 0.61395(10) 0.46576(19) 0.0379(5) Uani 1 1 d . U . . .
C2 C 0.7882(2) 0.59957(10) 0.4586(2) 0.0425(5) Uani 1 1 d . U . . .
C3 C 0.8105(3) 0.54739(11) 0.4005(2) 0.0545(6) Uani 1 1 d . U . . .
H3 H 0.900219 0.538819 0.396681 0.065 Uiso 1 1 calc R . . . .
C4 C 0.7032(3) 0.50749(12) 0.3478(3) 0.0615(7) Uani 1 1 d . U . . .
H4 H 0.720000 0.472968 0.307217 0.074 Uiso 1 1 calc R . . . .
C5 C 0.5716(3) 0.51923(11) 0.3559(2) 0.0541(6) Uani 1 1 d . U . . .
H5 H 0.498958 0.492369 0.321031 0.065 Uiso 1 1 calc R . . . .
C6 C 0.5454(2) 0.57146(10) 0.4162(2) 0.0423(5) Uani 1 1 d . U . . .
C7 C 0.4043(2) 0.58275(11) 0.4186(2) 0.0470(5) Uani 1 1 d . U . . .
H7A H 0.333329 0.559637 0.364806 0.056 Uiso 0.349(4) 1 d R . P A 1
H7B H 0.333329 0.559637 0.364806 0.056 Uiso 0.651(4) 1 d R . P A 2
C20 C 0.9406(3) 0.64843(12) 0.6414(2) 0.0616(7) Uani 1 1 d D U . . .
H20A H 0.862124 0.665303 0.664440 0.074 Uiso 1 1 calc R . . . .
H20B H 1.016350 0.677461 0.663952 0.074 Uiso 1 1 calc R . . . .
C21 C 0.9870(4) 0.59356(16) 0.7159(3) 0.0850(10) Uani 1 1 d D U . . .
H21A H 1.059901 0.574846 0.688924 0.127 Uiso 1 1 calc GR . . . .
H21B H 0.909244 0.566503 0.702388 0.127 Uiso 1 1 calc GR . . . .
H21C H 1.022334 0.603436 0.805014 0.127 Uiso 1 1 calc GR . . . .
N1 N 0.36782(18) 0.62172(9) 0.48819(17) 0.0444(4) Uani 0.349(4) 1 d D U P A 1
C8 C 0.2143(11) 0.6279(12) 0.458(6) 0.055(2) Uani 0.349(4) 1 d D U P A 1
H8A H 0.187173 0.625322 0.535381 0.066 Uiso 0.349(4) 1 calc R . P A 1
H8B H 0.167663 0.595936 0.400780 0.066 Uiso 0.349(4) 1 calc R . P A 1
C9 C 0.171(3) 0.6884(11) 0.394(3) 0.0639(19) Uani 0.349(4) 1 d D U P A 1
H9A H 0.204394 0.690885 0.319547 0.077 Uiso 0.349(4) 1 calc R . P A 1
H9B H 0.069684 0.690385 0.364109 0.077 Uiso 0.349(4) 1 calc R . P A 1
C10 C 0.2254(17) 0.7418(12) 0.478(3) 0.0630(19) Uani 0.349(4) 1 d D U P A 1
H10A H 0.193278 0.777978 0.428279 0.076 Uiso 0.349(4) 1 calc R . P A 1
H10B H 0.185447 0.741528 0.547937 0.076 Uiso 0.349(4) 1 calc R . P A 1
N2 N 0.3813(17) 0.7441(4) 0.531(2) 0.0505(12) Uani 0.349(4) 1 d D U P A 1
H2 H 0.411067 0.748926 0.453901 0.061 Uiso 0.349(4) 1 calc R . P A 1
C11 C 0.4244(18) 0.8013(8) 0.599(2) 0.0636(17) Uani 0.349(4) 1 d D U P A 1
H11A H 0.386172 0.804469 0.669866 0.076 Uiso 0.349(4) 1 calc R . P A 1
H11B H 0.389570 0.834720 0.541255 0.076 Uiso 0.349(4) 1 calc R . P A 1
C12 C 0.5821(18) 0.8028(6) 0.6465(19) 0.0602(15) Uani 0.349(4) 1 d D U P A 1
H12A H 0.619871 0.807742 0.575374 0.072 Uiso 0.349(4) 1 calc R . P A 1
H12B H 0.613318 0.836321 0.704565 0.072 Uiso 0.349(4) 1 calc R . P A 1
N3 N 0.6313(19) 0.7465(3) 0.7127(17) 0.0482(11) Uani 0.349(4) 1 d D U P A 1
C13 C 0.7298(18) 0.7459(6) 0.8181(13) 0.0495(13) Uani 0.349(4) 1 d D U P A 1
H13 H 0.773381 0.782232 0.847356 0.059 Uiso 0.349(4) 1 calc R . P A 1
C14 C 0.7788(16) 0.6946(5) 0.8947(12) 0.0504(12) Uani 0.349(4) 1 d D U P A 1
C15 C 0.8859(14) 0.7041(5) 1.0120(11) 0.0742(13) Uani 0.349(4) 1 d D U P A 1
H15 H 0.922042 0.742437 1.033392 0.089 Uiso 0.349(4) 1 calc R . P A 1
C16 C 0.9350(17) 0.6587(6) 1.0917(12) 0.105(2) Uani 0.349(4) 1 d D U P A 1
H16 H 1.001289 0.666609 1.169986 0.125 Uiso 0.349(4) 1 calc R . P A 1
C17 C 0.8919(18) 0.6006(6) 1.0630(12) 0.106(2) Uani 0.349(4) 1 d D U P A 1
H17 H 0.933723 0.569735 1.118344 0.127 Uiso 0.349(4) 1 calc R . P A 1
C18 C 0.7849(15) 0.5879(4) 0.9505(10) 0.0637(13) Uani 0.349(4) 1 d D U P A 1
C19 C 0.734(2) 0.6355(5) 0.8616(13) 0.0456(11) Uani 0.349(4) 1 d D U P A 1
O2 O 0.6547(18) 0.6199(5) 0.7462(16) 0.0465(14) Uani 0.349(4) 1 d D U P A 1
O4 O 0.7371(14) 0.5323(4) 0.9103(8) 0.0886(13) Uani 0.349(4) 1 d D U P A 1
C22 C 0.7855(16) 0.4871(4) 1.0077(9) 0.1091(19) Uani 0.349(4) 1 d D U P A 1
H22A H 0.739894 0.491488 1.073691 0.131 Uiso 0.349(4) 1 calc R . P A 1
H22B H 0.886261 0.489880 1.046680 0.131 Uiso 0.349(4) 1 calc R . P A 1
C23 C 0.748(3) 0.4304(6) 0.9405(16) 0.165(3) Uani 0.349(4) 1 d D U P A 1
H23A H 0.776934 0.397872 1.000011 0.247 Uiso 0.349(4) 1 calc R . P A 1
H23B H 0.647771 0.428685 0.902104 0.247 Uiso 0.349(4) 1 calc R . P A 1
H23C H 0.793181 0.427088 0.875270 0.247 Uiso 0.349(4) 1 calc R . P A 1
N1A N 0.36782(18) 0.62172(9) 0.48819(17) 0.0444(4) Uani 0.651(4) 1 d D U P A 2
C8A C 0.2186(6) 0.6365(6) 0.466(3) 0.055(2) Uani 0.651(4) 1 d D U P A 2
H8AA H 0.195526 0.632642 0.545301 0.066 Uiso 0.651(4) 1 calc R . P A 2
H8AB H 0.160765 0.608438 0.404816 0.066 Uiso 0.651(4) 1 calc R . P A 2
C9A C 0.1870(14) 0.7000(5) 0.4149(15) 0.0639(19) Uani 0.651(4) 1 d D U P A 2
H9AA H 0.218573 0.703999 0.339883 0.077 Uiso 0.651(4) 1 calc R . P A 2
H9AB H 0.086058 0.705485 0.387393 0.077 Uiso 0.651(4) 1 calc R . P A 2
C10A C 0.2516(9) 0.7500(6) 0.5060(13) 0.0630(19) Uani 0.651(4) 1 d D U P A 2
H10C H 0.214009 0.787939 0.467427 0.076 Uiso 0.651(4) 1 calc R . P A 2
H10D H 0.224795 0.745266 0.583411 0.076 Uiso 0.651(4) 1 calc R . P A 2
N2A N 0.4075(8) 0.7520(2) 0.5407(11) 0.0505(12) Uani 0.651(4) 1 d D U P A 2
H2A H 0.432496 0.758589 0.461981 0.061 Uiso 0.651(4) 1 calc R . P A 2
C11A C 0.4659(8) 0.8026(4) 0.6286(12) 0.0636(17) Uani 0.651(4) 1 d D U P A 2
H11C H 0.425143 0.802802 0.698425 0.076 Uiso 0.651(4) 1 calc R . P A 2
H11D H 0.443163 0.840316 0.583059 0.076 Uiso 0.651(4) 1 calc R . P A 2
C12A C 0.6227(8) 0.7957(3) 0.6804(9) 0.0602(15) Uani 0.651(4) 1 d D U P A 2
H12C H 0.665061 0.799484 0.611973 0.072 Uiso 0.651(4) 1 calc R . P A 2
H12D H 0.661732 0.826388 0.743718 0.072 Uiso 0.651(4) 1 calc R . P A 2
N3A N 0.6509(9) 0.73620(18) 0.7386(8) 0.0482(11) Uani 0.651(4) 1 d D U P A 2
C13A C 0.7450(8) 0.7286(2) 0.8463(6) 0.0495(13) Uani 0.651(4) 1 d D U P A 2
H13A H 0.791263 0.762658 0.886956 0.059 Uiso 0.651(4) 1 calc R . P A 2
C14A C 0.7850(8) 0.6726(2) 0.9096(6) 0.0504(12) Uani 0.651(4) 1 d D U P A 2
C15A C 0.8873(7) 0.6738(3) 1.0321(5) 0.0742(13) Uani 0.651(4) 1 d D U P A 2
H15A H 0.926818 0.710189 1.066322 0.089 Uiso 0.651(4) 1 calc R . P A 2
C16A C 0.9274(8) 0.6233(3) 1.0986(6) 0.105(2) Uani 0.651(4) 1 d D U P A 2
H16A H 0.992359 0.625246 1.179591 0.125 Uiso 0.651(4) 1 calc R . P A 2
C17A C 0.8743(8) 0.5684(3) 1.0497(6) 0.106(2) Uani 0.651(4) 1 d D U P A 2
H17A H 0.903040 0.534034 1.098517 0.127 Uiso 0.651(4) 1 calc R . P A 2
C18A C 0.7786(7) 0.5636(3) 0.9285(5) 0.0637(13) Uani 0.651(4) 1 d D U P A 2
C19A C 0.7291(11) 0.6169(2) 0.8571(7) 0.0456(11) Uani 0.651(4) 1 d D U P A 2
O2A O 0.6323(8) 0.6120(2) 0.7451(8) 0.0465(14) Uani 0.651(4) 1 d D U P A 2
O4A O 0.7283(6) 0.51158(17) 0.8683(4) 0.0886(13) Uani 0.651(4) 1 d D U P A 2
C22A C 0.7245(8) 0.4596(2) 0.9451(6) 0.1091(19) Uani 0.651(4) 1 d D U P A 2
H22C H 0.813950 0.454774 1.010595 0.131 Uiso 0.651(4) 1 calc R . P A 2
H22D H 0.706403 0.423963 0.892127 0.131 Uiso 0.651(4) 1 calc R . P A 2
C23A C 0.6134(10) 0.4681(4) 1.0039(8) 0.165(3) Uani 0.651(4) 1 d D U P A 2
H23D H 0.609271 0.433815 1.055613 0.247 Uiso 0.651(4) 1 calc R . P A 2
H23E H 0.632357 0.503329 1.056484 0.247 Uiso 0.651(4) 1 calc R . P A 2
H23F H 0.525200 0.472630 0.938445 0.247 Uiso 0.651(4) 1 calc R . 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 Cl1 2.3997(6) . ?
Fe1 O1 1.9678(13) . ?
Fe1 N1 2.1083(19) . ?
Fe1 N2 2.210(3) . ?
Fe1 N3 2.100(3) . ?
Fe1 O2 1.920(2) . ?
Fe1 N1A 2.1083(19) . ?
Fe1 N2A 2.209(2) . ?
Fe1 N3A 2.100(2) . ?
Fe1 O2A 1.921(2) . ?
O1 C1 1.319(2) . ?
O3 C2 1.381(3) . ?
O3 C20 1.445(3) . ?
C1 C2 1.421(3) . ?
C1 C6 1.410(3) . ?
C2 C3 1.377(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.380(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.370(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.403(3) . ?
C6 C7 1.441(3) . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C7 N1 1.280(3) . ?
C7 N1A 1.280(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.467(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
N1 C8 1.476(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.521(8) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.502(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 N2 1.491(8) . ?
N2 H2 0.9800 . ?
N2 C11 1.477(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.504(9) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 N3 1.460(8) . ?
N3 C13 1.273(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.418(8) . ?
C14 C15 1.420(8) . ?
C14 C19 1.404(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.333(11) . ?
C16 H16 0.9300 . ?
C16 C17 1.372(11) . ?
C17 H17 0.9300 . ?
C17 C18 1.397(9) . ?
C18 C19 1.428(8) . ?
C18 O4 1.355(8) . ?
C19 O2 1.321(8) . ?
O4 C22 1.442(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.457(5) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
N1A C8A 1.474(5) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.522(5) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A C10A 1.507(6) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C10A N2A 1.488(6) . ?
N2A H2A 0.9800 . ?
N2A C11A 1.484(5) . ?
C11A H11C 0.9700 . ?
C11A H11D 0.9700 . ?
C11A C12A 1.506(6) . ?
C12A H12C 0.9700 . ?
C12A H12D 0.9700 . ?
C12A N3A 1.463(5) . ?
N3A C13A 1.281(5) . ?
C13A H13A 0.9300 . ?
C13A C14A 1.427(5) . ?
C14A C15A 1.423(5) . ?
C14A C19A 1.413(5) . ?
C15A H15A 0.9300 . ?
C15A C16A 1.337(8) . ?
C16A H16A 0.9300 . ?
C16A C17A 1.378(8) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.388(6) . ?
C18A C19A 1.427(6) . ?
C18A O4A 1.356(5) . ?
C19A O2A 1.319(4) . ?
O4A C22A 1.440(4) . ?
C22A H22C 0.9700 . ?
C22A H22D 0.9700 . ?
C22A C23A 1.454(5) . ?
C23A H23D 0.9600 . ?
C23A H23E 0.9600 . ?
C23A H23F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 Cl1 176.85(5) . . ?
O1 Fe1 N1 83.71(6) . . ?
O1 Fe1 N2 94.8(7) . . ?
O1 Fe1 N3 88.0(8) . . ?
O1 Fe1 N1A 83.71(6) . . ?
O1 Fe1 N2A 92.2(4) . . ?
O1 Fe1 N3A 90.1(4) . . ?
N1 Fe1 Cl1 93.39(5) . . ?
N1 Fe1 N2 79.6(4) . . ?
N2 Fe1 Cl1 85.8(7) . . ?
N3 Fe1 Cl1 95.1(7) . . ?
N3 Fe1 N1 154.6(3) . . ?
N3 Fe1 N2 77.2(5) . . ?
O2 Fe1 Cl1 92.5(8) . . ?
O2 Fe1 O1 87.6(8) . . ?
O2 Fe1 N1 113.4(4) . . ?
O2 Fe1 N2 167.0(6) . . ?
O2 Fe1 N3 90.1(5) . . ?
N1A Fe1 Cl1 93.39(5) . . ?
N1A Fe1 N2A 86.81(19) . . ?
N2A Fe1 Cl1 88.9(4) . . ?
N3A Fe1 Cl1 93.0(4) . . ?
N3A Fe1 N1A 164.60(17) . . ?
N3A Fe1 N2A 79.3(2) . . ?
O2A Fe1 Cl1 87.5(4) . . ?
O2A Fe1 O1 92.2(4) . . ?
O2A Fe1 N1A 106.9(2) . . ?
O2A Fe1 N2A 166.0(3) . . ?
O2A Fe1 N3A 87.3(2) . . ?
C1 O1 Fe1 120.78(12) . . ?
C2 O3 C20 115.10(17) . . ?
O1 C1 C2 120.53(19) . . ?
O1 C1 C6 122.49(18) . . ?
C6 C1 C2 116.95(19) . . ?
O3 C2 C1 120.57(19) . . ?
C3 C2 O3 118.89(19) . . ?
C3 C2 C1 120.5(2) . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.7(2) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C7 120.55(19) . . ?
C5 C6 C1 120.9(2) . . ?
C5 C6 C7 118.4(2) . . ?
C6 C7 H7A 117.1 . . ?
C6 C7 H7B 117.1 . . ?
N1 C7 C6 125.8(2) . . ?
N1 C7 H7A 117.1 . . ?
N1A C7 C6 125.8(2) . . ?
N1A C7 H7B 117.1 . . ?
O3 C20 H20A 108.9 . . ?
O3 C20 H20B 108.9 . . ?
O3 C20 C21 113.5(2) . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 H20A 108.9 . . ?
C21 C20 H20B 108.9 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C7 N1 Fe1 122.21(15) . . ?
C7 N1 C8 113(2) . . ?
C8 N1 Fe1 125(2) . . ?
N1 C8 H8A 110.0 . . ?
N1 C8 H8B 110.0 . . ?
N1 C8 C9 108.5(15) . . ?
H8A C8 H8B 108.4 . . ?
C9 C8 H8A 110.0 . . ?
C9 C8 H8B 110.0 . . ?
C8 C9 H9A 108.5 . . ?
C8 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C8 115.1(17) . . ?
C10 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
N2 C10 C9 114.0(14) . . ?
N2 C10 H10A 108.8 . . ?
N2 C10 H10B 108.8 . . ?
Fe1 N2 H2 102.7 . . ?
C10 N2 Fe1 125.3(14) . . ?
C10 N2 H2 102.7 . . ?
C11 N2 Fe1 110.5(10) . . ?
C11 N2 C10 109.8(11) . . ?
C11 N2 H2 102.7 . . ?
N2 C11 H11A 110.1 . . ?
N2 C11 H11B 110.1 . . ?
N2 C11 C12 108.2(11) . . ?
H11A C11 H11B 108.4 . . ?
C12 C11 H11A 110.1 . . ?
C12 C11 H11B 110.1 . . ?
C11 C12 H12A 110.0 . . ?
C11 C12 H12B 110.0 . . ?
H12A C12 H12B 108.4 . . ?
N3 C12 C11 108.4(12) . . ?
N3 C12 H12A 110.0 . . ?
N3 C12 H12B 110.0 . . ?
C12 N3 Fe1 115.5(8) . . ?
C13 N3 Fe1 123.3(9) . . ?
C13 N3 C12 120.9(9) . . ?
N3 C13 H13 117.2 . . ?
N3 C13 C14 125.6(12) . . ?
C14 C13 H13 117.2 . . ?
C13 C14 C15 116.5(9) . . ?
C19 C14 C13 125.3(9) . . ?
C19 C14 C15 118.1(10) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.5(10) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 118.7 . . ?
C15 C16 C17 122.7(10) . . ?
C17 C16 H16 118.7 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.9(10) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 C19 118.3(10) . . ?
O4 C18 C17 125.0(10) . . ?
O4 C18 C19 116.1(8) . . ?
C14 C19 C18 120.0(9) . . ?
O2 C19 C14 123.2(10) . . ?
O2 C19 C18 116.5(8) . . ?
C19 O2 Fe1 125.2(10) . . ?
C18 O4 C22 113.1(8) . . ?
O4 C22 H22A 110.8 . . ?
O4 C22 H22B 110.8 . . ?
O4 C22 C23 104.8(10) . . ?
H22A C22 H22B 108.9 . . ?
C23 C22 H22A 110.8 . . ?
C23 C22 H22B 110.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C7 N1A Fe1 122.21(15) . . ?
C7 N1A C8A 120.5(11) . . ?
C8A N1A Fe1 117.2(10) . . ?
N1A C8A H8AA 109.5 . . ?
N1A C8A H8AB 109.5 . . ?
N1A C8A C9A 110.9(8) . . ?
H8AA C8A H8AB 108.0 . . ?
C9A C8A H8AA 109.5 . . ?
C9A C8A H8AB 109.5 . . ?
C8A C9A H9AA 108.2 . . ?
C8A C9A H9AB 108.2 . . ?
H9AA C9A H9AB 107.3 . . ?
C10A C9A C8A 116.5(9) . . ?
C10A C9A H9AA 108.2 . . ?
C10A C9A H9AB 108.2 . . ?
C9A C10A H10C 108.9 . . ?
C9A C10A H10D 108.9 . . ?
H10C C10A H10D 107.7 . . ?
N2A C10A C9A 113.5(7) . . ?
N2A C10A H10C 108.9 . . ?
N2A C10A H10D 108.9 . . ?
Fe1 N2A H2A 107.7 . . ?
C10A N2A Fe1 115.1(7) . . ?
C10A N2A H2A 107.7 . . ?
C11A N2A Fe1 106.9(5) . . ?
C11A N2A C10A 111.5(6) . . ?
C11A N2A H2A 107.7 . . ?
N2A C11A H11C 109.8 . . ?
N2A C11A H11D 109.8 . . ?
N2A C11A C12A 109.2(5) . . ?
H11C C11A H11D 108.3 . . ?
C12A C11A H11C 109.8 . . ?
C12A C11A H11D 109.8 . . ?
C11A C12A H12C 110.2 . . ?
C11A C12A H12D 110.2 . . ?
H12C C12A H12D 108.5 . . ?
N3A C12A C11A 107.4(6) . . ?
N3A C12A H12C 110.2 . . ?
N3A C12A H12D 110.2 . . ?
C12A N3A Fe1 112.9(4) . . ?
C13A N3A Fe1 126.1(4) . . ?
C13A N3A C12A 120.9(4) . . ?
N3A C13A H13A 117.1 . . ?
N3A C13A C14A 125.8(5) . . ?
C14A C13A H13A 117.1 . . ?
C15A C14A C13A 117.3(4) . . ?
C19A C14A C13A 123.6(4) . . ?
C19A C14A C15A 119.0(4) . . ?
C14A C15A H15A 119.6 . . ?
C16A C15A C14A 120.7(5) . . ?
C16A C15A H15A 119.6 . . ?
C15A C16A H16A 119.3 . . ?
C15A C16A C17A 121.3(5) . . ?
C17A C16A H16A 119.3 . . ?
C16A C17A H17A 119.5 . . ?
C16A C17A C18A 121.0(5) . . ?
C18A C17A H17A 119.5 . . ?
C17A C18A C19A 119.1(5) . . ?
O4A C18A C17A 125.4(5) . . ?
O4A C18A C19A 115.4(4) . . ?
C14A C19A C18A 118.7(4) . . ?
O2A C19A C14A 122.7(5) . . ?
O2A C19A C18A 118.6(4) . . ?
C19A O2A Fe1 132.5(5) . . ?
C18A O4A C22A 118.4(5) . . ?
O4A C22A H22C 110.0 . . ?
O4A C22A H22D 110.0 . . ?
O4A C22A C23A 108.3(6) . . ?
H22C C22A H22D 108.4 . . ?
C23A C22A H22C 110.0 . . ?
C23A C22A H22D 110.0 . . ?
C22A C23A H23D 109.5 . . ?
C22A C23A H23E 109.5 . . ?
C22A C23A H23F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C5 H5 O4A 0.93 2.58 3.326(5) 138.0 3_666 yes
C20 H20A O1 0.97 2.42 3.033(3) 120.8 . yes
C20 H20A O2 0.97 2.69 3.45(3) 134.9 . yes
C8 H8A Cl1 0.97 2.87 3.46(6) 120.0 . yes
C9 H9B O3 0.97 2.87 3.48(4) 122.2 1_455 yes
N2 H2 Cl1 0.98 2.63 3.40(2) 135.5 4_575 yes
C13 H13 O3 0.93 2.52 3.402(13) 158.4 4_576 yes
C8A H8AA Cl1 0.97 2.71 3.33(3) 122.2 . yes
C10A H10D Cl1 0.97 2.72 3.315(15) 120.3 . yes
N2A H2A Cl1 0.98 2.54 3.343(10) 138.9 4_575 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 O1 C1 C2 -136.44(16) . . . . ?
Fe1 O1 C1 C6 45.7(2) . . . . ?
Fe1 N1 C8 C9 71(4) . . . . ?
Fe1 N2 C11 C12 40(2) . . . . ?
Fe1 N3 C13 C14 2(4) . . . . ?
Fe1 N1A C8A C9A 65.6(18) . . . . ?
Fe1 N2A C11A C12A 42.6(11) . . . . ?
Fe1 N3A C13A C14A 6.1(17) . . . . ?
O1 C1 C2 O3 1.9(3) . . . . ?
O1 C1 C2 C3 -175.3(2) . . . . ?
O1 C1 C6 C5 174.2(2) . . . . ?
O1 C1 C6 C7 -1.5(3) . . . . ?
O3 C2 C3 C4 -177.4(2) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C1 C6 C7 N1 -17.6(3) . . . . ?
C1 C6 C7 N1A -17.6(3) . . . . ?
C2 O3 C20 C21 60.4(3) . . . . ?
C2 C1 C6 C5 -3.8(3) . . . . ?
C2 C1 C6 C7 -179.4(2) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C4 C5 C6 C1 2.3(4) . . . . ?
C4 C5 C6 C7 178.0(2) . . . . ?
C5 C6 C7 N1 166.6(2) . . . . ?
C5 C6 C7 N1A 166.6(2) . . . . ?
C6 C1 C2 O3 179.91(18) . . . . ?
C6 C1 C2 C3 2.7(3) . . . . ?
C6 C7 N1 Fe1 -8.1(3) . . . . ?
C6 C7 N1 C8 172.8(17) . . . . ?
C6 C7 N1A Fe1 -8.1(3) . . . . ?
C6 C7 N1A C8A 169.1(9) . . . . ?
C7 N1 C8 C9 -110(2) . . . . ?
C7 N1A C8A C9A -111.7(12) . . . . ?
C20 O3 C2 C1 65.5(3) . . . . ?
C20 O3 C2 C3 -117.3(2) . . . . ?
N1 C8 C9 C10 -65(4) . . . . ?
C8 C9 C10 N2 58(3) . . . . ?
C9 C10 N2 Fe1 -51(3) . . . . ?
C9 C10 N2 C11 174(2) . . . . ?
C10 N2 C11 C12 -178(2) . . . . ?
N2 C11 C12 N3 -49(2) . . . . ?
C11 C12 N3 Fe1 37(2) . . . . ?
C11 C12 N3 C13 -137(2) . . . . ?
C12 N3 C13 C14 175(2) . . . . ?
N3 C13 C14 C15 -177(2) . . . . ?
N3 C13 C14 C19 5(4) . . . . ?
C13 C14 C15 C16 178.0(19) . . . . ?
C13 C14 C19 C18 -176(2) . . . . ?
C13 C14 C19 O2 10(4) . . . . ?
C14 C15 C16 C17 4(3) . . . . ?
C14 C19 O2 Fe1 -32(4) . . . . ?
C15 C14 C19 C18 7(3) . . . . ?
C15 C14 C19 O2 -167(2) . . . . ?
C15 C16 C17 C18 -5(3) . . . . ?
C16 C17 C18 C19 7(3) . . . . ?
C16 C17 C18 O4 177.7(19) . . . . ?
C17 C18 C19 C14 -8(3) . . . . ?
C17 C18 C19 O2 167(2) . . . . ?
C17 C18 O4 C22 13(3) . . . . ?
C18 C19 O2 Fe1 154.3(18) . . . . ?
C18 O4 C22 C23 -169.1(17) . . . . ?
C19 C14 C15 C16 -4(3) . . . . ?
C19 C18 O4 C22 -176.2(16) . . . . ?
O4 C18 C19 C14 -179(2) . . . . ?
O4 C18 C19 O2 -5(3) . . . . ?
N1A C8A C9A C10A -68.0(19) . . . . ?
C8A C9A C10A N2A 66.4(15) . . . . ?
C9A C10A N2A Fe1 -59.1(14) . . . . ?
C9A C10A N2A C11A 178.9(12) . . . . ?
C10A N2A C11A C12A 169.2(10) . . . . ?
N2A C11A C12A N3A -54.9(11) . . . . ?
C11A C12A N3A Fe1 39.8(10) . . . . ?
C11A C12A N3A C13A -137.1(12) . . . . ?
C12A N3A C13A C14A -177.5(10) . . . . ?
N3A C13A C14A C15A -177.1(10) . . . . ?
N3A C13A C14A C19A 3.2(17) . . . . ?
C13A C14A C15A C16A 178.3(8) . . . . ?
C13A C14A C19A C18A 179.1(9) . . . . ?
C13A C14A C19A O2A -1.4(18) . . . . ?
C14A C15A C16A C17A 1.9(12) . . . . ?
C14A C19A O2A Fe1 -11(2) . . . . ?
C15A C14A C19A C18A -0.6(15) . . . . ?
C15A C14A C19A O2A 178.9(11) . . . . ?
C15A C16A C17A C18A 0.9(13) . . . . ?
C16A C17A C18A C19A -3.5(13) . . . . ?
C16A C17A C18A O4A 174.9(8) . . . . ?
C17A C18A C19A C14A 3.3(14) . . . . ?
C17A C18A C19A O2A -176.3(10) . . . . ?
C17A C18A O4A C22A 26.4(11) . . . . ?
C18A C19A O2A Fe1 168.2(9) . . . . ?
C18A O4A C22A C23A 72.2(8) . . . . ?
C19A C14A C15A C16A -2.0(13) . . . . ?
C19A C18A O4A C22A -155.2(8) . . . . ?
O4A C18A C19A C14A -175.3(9) . . . . ?
O4A C18A C19A O2A 5.2(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_10_100K
_database_code_depnum_ccdc_archive 'CCDC 1062799'
loop_
_audit_author_name
_audit_author_address
'Jan Moncol'
;Slovak University of Technology in Bratislava
Slovakia
;
_audit_update_record             
;
2019-01-18 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C23 H27 Br2 Cl Fe N3 O4), 2(H2 O), C3 H6 O'
_chemical_formula_sum            'C49 H64 Br4 Cl2 Fe2 N6 O11'
_chemical_formula_weight         1415.30
_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'
Br Br -0.2901 2.4595 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.7064(8)
_cell_length_b                   27.4015(14)
_cell_length_c                   10.9938(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.769(3)
_cell_angle_gamma                90
_cell_volume                     5553.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    256127
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      4.09
_shelx_estimated_absorpt_T_max   0.693
_shelx_estimated_absorpt_T_min   0.244
_exptl_absorpt_coefficient_mu    3.559
_exptl_absorpt_correction_T_max  0.599
_exptl_absorpt_correction_T_min  0.251
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'SCALE3 ABSPACK'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2856
_exptl_crystal_size_max          0.552
_exptl_crystal_size_mid          0.459
_exptl_crystal_size_min          0.111
_exptl_special_details           
;
 (CrysAlisPro; Agilent, 2012)
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0116
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            265310
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.502
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Gemini, Rubby, large Be window'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10441
_reflns_number_total             11341
_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
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     673
_refine_ls_number_reflns         11341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0221
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0258P)²+5.9424P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0554
_refine_ls_wR_factor_ref         0.0564
_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 C(H,H,H,H,H,H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H48A(0.5) H48B(0.5) H48C(0.5) H48D(0.5) H48E(0.5) H48F(0.5)
 H49A(0.5) H49B(0.5) H49C(0.5) H49D(0.5) H49E(0.5) H49F(0.5)
3.a Riding coordinates:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B),
  C29(H29A,H29B)
3.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C10(H10), C11(H11), C14(H14), C17(H17), C18(H18), C30(H30), C33(H33),
 C34(H34), C37(H37), C40(H40), C41(H41)
3.d Disordered Me refined with riding coordinates:
 C48(H48A,H48B,H48C,H48D,H48E,H48F), C49(H49A,H49B,H49C,H49D,H49E,H49F)
3.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C44(H44A,H44B,
 H44C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.39130(2) 0.23791(2) 0.35619(2) 0.02324(5) Uani 1 1 d . . . . .
Br2 Br -0.00989(2) 0.41195(2) 0.16558(2) 0.02900(6) Uani 1 1 d . . . . .
Fe1 Fe 0.28391(2) 0.40511(2) 0.04117(2) 0.01155(6) Uani 1 1 d . . . . .
Cl2 Cl 0.29414(3) 0.40722(2) -0.16758(4) 0.01818(9) Uani 1 1 d . . . . .
O1 O 0.22735(7) 0.34563(5) 0.01922(12) 0.0148(3) Uani 1 1 d . . . . .
O2 O 0.27641(7) 0.40664(4) 0.22009(11) 0.0132(2) Uani 1 1 d . . . . .
O3 O 0.10917(8) 0.29799(5) 0.03598(14) 0.0251(3) Uani 1 1 d . . . . .
O4 O 0.29168(7) 0.35979(5) 0.42962(12) 0.0173(3) Uani 1 1 d . . . . .
N1 N 0.37431(8) 0.36003(5) 0.09440(14) 0.0129(3) Uani 1 1 d . . . . .
N2 N 0.35128(8) 0.47355(5) 0.06682(14) 0.0142(3) Uani 1 1 d . . . . .
N3 N 0.19090(8) 0.45026(6) 0.02849(14) 0.0145(3) Uani 1 1 d . . . . .
C1 C 0.44601(10) 0.37291(7) 0.06579(18) 0.0157(4) Uani 1 1 d . . . . .
H1A H 0.444770 0.369692 -0.024234 0.019 Uiso 1 1 calc R . . . .
H1B H 0.482389 0.349506 0.107676 0.019 Uiso 1 1 calc R . . . .
C2 C 0.46979(10) 0.42464(7) 0.10546(18) 0.0180(4) Uani 1 1 d . . . . .
H2A H 0.467485 0.428327 0.194286 0.022 Uiso 1 1 calc R . . . .
H2B H 0.521076 0.428822 0.095652 0.022 Uiso 1 1 calc R . . . .
C3 C 0.42509(10) 0.46529(7) 0.03460(18) 0.0175(4) Uani 1 1 d . . . . .
H3A H 0.452894 0.496099 0.048834 0.021 Uiso 1 1 calc R . . . .
H3B H 0.419252 0.457837 -0.054654 0.021 Uiso 1 1 calc R . . . .
C4 C 0.31925(11) 0.51464(7) -0.01621(18) 0.0182(4) Uani 1 1 d . . . . .
H4A H 0.320995 0.505115 -0.102527 0.022 Uiso 1 1 calc R . . . .
H4B H 0.350883 0.543573 0.002676 0.022 Uiso 1 1 calc R . . . .
C5 C 0.24163(11) 0.52995(7) -0.00894(19) 0.0201(4) Uani 1 1 d . . . . .
H5A H 0.230594 0.560330 -0.057209 0.024 Uiso 1 1 calc R . . . .
H5B H 0.238753 0.537553 0.078125 0.024 Uiso 1 1 calc R . . . .
C6 C 0.18333(11) 0.49213(7) -0.05596(18) 0.0191(4) Uani 1 1 d . . . . .
H6A H 0.134597 0.506818 -0.060550 0.023 Uiso 1 1 calc R . . . .
H6B H 0.188723 0.481241 -0.139796 0.023 Uiso 1 1 calc R . . . .
C7 C 0.36872(10) 0.31941(6) 0.15082(16) 0.0139(3) Uani 1 1 d . . . . .
H7 H 0.412557 0.302682 0.181527 0.017 Uiso 1 1 calc R . . . .
C8 C 0.30142(10) 0.29662(7) 0.17209(17) 0.0146(4) Uani 1 1 d . . . . .
C9 C 0.30195(11) 0.25767(7) 0.25687(17) 0.0163(4) Uani 1 1 d . . . . .
C10 C 0.24015(11) 0.23324(7) 0.27260(18) 0.0201(4) Uani 1 1 d . . . . .
H10 H 0.242191 0.208078 0.332531 0.024 Uiso 1 1 calc R . . . .
C11 C 0.17385(11) 0.24589(7) 0.19901(19) 0.0213(4) Uani 1 1 d . . . . .
H11 H 0.130917 0.228864 0.208624 0.026 Uiso 1 1 calc R . . . .
C12 C 0.17049(11) 0.28280(7) 0.11291(19) 0.0190(4) Uani 1 1 d . . . . .
C13 C 0.23394(10) 0.30985(6) 0.09983(17) 0.0143(4) Uani 1 1 d . . . . .
C14 C 0.14103(10) 0.44303(7) 0.09437(17) 0.0162(4) Uani 1 1 d . . . . .
H14 H 0.097256 0.461037 0.073742 0.019 Uiso 1 1 calc R . . . .
C15 C 0.14678(10) 0.40945(7) 0.19765(17) 0.0152(4) Uani 1 1 d . . . . .
C16 C 0.08547(10) 0.39526(7) 0.24904(18) 0.0197(4) Uani 1 1 d . . . . .
C17 C 0.09123(11) 0.36875(8) 0.3557(2) 0.0236(4) Uani 1 1 d . . . . .
H17 H 0.048925 0.358940 0.386358 0.028 Uiso 1 1 calc R . . . .
C18 C 0.16067(11) 0.35610(7) 0.41974(18) 0.0208(4) Uani 1 1 d . . . . .
H18 H 0.164982 0.338116 0.494503 0.025 Uiso 1 1 calc R . . . .
C19 C 0.22225(10) 0.36956(7) 0.37500(17) 0.0158(4) Uani 1 1 d . . . . .
C20 C 0.21681(10) 0.39556(6) 0.26044(17) 0.0137(3) Uani 1 1 d . . . . .
C21 C 0.04296(13) 0.27470(10) 0.0515(3) 0.0440(7) Uani 1 1 d . . . . .
H21A H 0.046024 0.239740 0.034250 0.066 Uiso 1 1 calc GR . . . .
H21B H 0.002575 0.289088 -0.005743 0.066 Uiso 1 1 calc GR . . . .
H21C H 0.034874 0.279299 0.136476 0.066 Uiso 1 1 calc GR . . . .
C22 C 0.30092(11) 0.33130(7) 0.54098(18) 0.0212(4) Uani 1 1 d . . . . .
H22A H 0.279732 0.348754 0.604085 0.032 Uiso 1 1 calc GR . . . .
H22B H 0.352754 0.325979 0.570633 0.032 Uiso 1 1 calc GR . . . .
H22C H 0.276577 0.299753 0.524146 0.032 Uiso 1 1 calc GR . . . .
C23 C 0.36139(11) 0.49099(7) 0.19649(18) 0.0182(4) Uani 1 1 d . . . . .
H23A H 0.381549 0.464580 0.252029 0.027 Uiso 1 1 calc GR . . . .
H23B H 0.314487 0.501093 0.216493 0.027 Uiso 1 1 calc GR . . . .
H23C H 0.394814 0.518798 0.206536 0.027 Uiso 1 1 calc GR . . . .
Br3 Br 0.52159(2) 0.61095(2) 0.26636(2) 0.02266(5) Uani 1 1 d . . . . .
Br4 Br 0.09724(2) 0.75649(2) 0.23516(2) 0.02265(5) Uani 1 1 d . . . . .
Fe2 Fe 0.26778(2) 0.60074(2) 0.51586(2) 0.01220(6) Uani 1 1 d . . . . .
Cl1 Cl 0.29743(3) 0.60029(2) 0.73366(4) 0.01935(9) Uani 1 1 d . . . . .
O5 O 0.24871(7) 0.59956(5) 0.33434(11) 0.0134(3) Uani 1 1 d . . . . .
O6 O 0.31370(7) 0.66453(5) 0.51507(12) 0.0141(3) Uani 1 1 d . . . . .
O7 O 0.19765(7) 0.64113(5) 0.12268(12) 0.0169(3) Uani 1 1 d . . . . .
O8 O 0.41326(7) 0.71570(5) 0.43498(13) 0.0189(3) Uani 1 1 d . . . . .
N4 N 0.36124(8) 0.56188(6) 0.49229(14) 0.0147(3) Uani 1 1 d . . . . .
N5 N 0.20957(9) 0.52893(6) 0.52134(14) 0.0153(3) Uani 1 1 d . . . . .
N6 N 0.17077(8) 0.64110(6) 0.50697(14) 0.0146(3) Uani 1 1 d . . . . .
C24 C 0.38650(11) 0.52027(7) 0.57298(18) 0.0188(4) Uani 1 1 d . . . . .
H24A H 0.394013 0.530707 0.660431 0.023 Uiso 1 1 calc R . . . .
H24B H 0.433311 0.508153 0.554300 0.023 Uiso 1 1 calc R . . . .
C25 C 0.32977(11) 0.47961(7) 0.55172(19) 0.0203(4) Uani 1 1 d . . . . .
H25A H 0.350692 0.450030 0.595715 0.024 Uiso 1 1 calc R . . . .
H25B H 0.319945 0.471855 0.462489 0.024 Uiso 1 1 calc R . . . .
C26 C 0.25760(11) 0.49090(7) 0.59336(18) 0.0187(4) Uani 1 1 d . . . . .
H26A H 0.229636 0.460132 0.590794 0.022 Uiso 1 1 calc R . . . .
H26B H 0.268172 0.501537 0.680629 0.022 Uiso 1 1 calc R . . . .
C27 C 0.14555(11) 0.53342(7) 0.58610(18) 0.0186(4) Uani 1 1 d . . . . .
H27A H 0.163592 0.541017 0.673981 0.022 Uiso 1 1 calc R . . . .
H27B H 0.121075 0.501303 0.583076 0.022 Uiso 1 1 calc R . . . .
C28 C 0.08918(10) 0.57180(7) 0.53511(19) 0.0192(4) Uani 1 1 d . . . . .
H28A H 0.043530 0.564629 0.565858 0.023 Uiso 1 1 calc R . . . .
H28B H 0.079067 0.569021 0.444019 0.023 Uiso 1 1 calc R . . . .
C29 C 0.11170(10) 0.62431(7) 0.56949(19) 0.0185(4) Uani 1 1 d . . . . .
H29A H 0.069252 0.646053 0.546882 0.022 Uiso 1 1 calc R . . . .
H29B H 0.127608 0.626506 0.659916 0.022 Uiso 1 1 calc R . . . .
C30 C 0.39803(10) 0.57407(7) 0.40826(17) 0.0148(4) Uani 1 1 d . . . . .
H30 H 0.445607 0.561093 0.414433 0.018 Uiso 1 1 calc R . . . .
C31 C 0.37251(10) 0.60623(6) 0.30426(17) 0.0140(3) Uani 1 1 d . . . . .
C32 C 0.41986(10) 0.62281(7) 0.22553(17) 0.0160(4) Uani 1 1 d . . . . .
C33 C 0.39486(11) 0.64692(7) 0.11727(18) 0.0190(4) Uani 1 1 d . . . . .
H33 H 0.428091 0.658692 0.067689 0.023 Uiso 1 1 calc R . . . .
C34 C 0.31996(11) 0.65415(7) 0.07993(17) 0.0178(4) Uani 1 1 d . . . . .
H34 H 0.302631 0.670554 0.004562 0.021 Uiso 1 1 calc R . . . .
C35 C 0.27144(10) 0.63754(7) 0.15217(17) 0.0144(4) Uani 1 1 d . . . . .
C36 C 0.29677(10) 0.61416(6) 0.26782(16) 0.0127(3) Uani 1 1 d . . . . .
C37 C 0.16078(10) 0.68111(7) 0.44447(17) 0.0150(4) Uani 1 1 d . . . . .
H37 H 0.113625 0.695060 0.433325 0.018 Uiso 1 1 calc R . . . .
C38 C 0.21572(10) 0.70671(6) 0.38956(16) 0.0139(4) Uani 1 1 d . . . . .
C39 C 0.19696(10) 0.74359(7) 0.29919(17) 0.0157(4) Uani 1 1 d . . . . .
C40 C 0.24789(11) 0.77066(7) 0.25313(17) 0.0174(4) Uani 1 1 d . . . . .
H40 H 0.233294 0.794705 0.191687 0.021 Uiso 1 1 calc R . . . .
C41 C 0.32188(11) 0.76255(7) 0.29751(18) 0.0179(4) Uani 1 1 d . . . . .
H41 H 0.357476 0.781328 0.266403 0.021 Uiso 1 1 calc R . . . .
C42 C 0.34296(10) 0.72739(7) 0.38617(17) 0.0151(4) Uani 1 1 d . . . . .
C43 C 0.29040(10) 0.69817(6) 0.43277(16) 0.0134(3) Uani 1 1 d . . . . .
C44 C 0.17020(11) 0.66697(8) 0.01135(18) 0.0219(4) Uani 1 1 d . . . . .
H44A H 0.189120 0.700389 0.017142 0.033 Uiso 1 1 calc GR . . . .
H44B H 0.117093 0.667815 -0.000450 0.033 Uiso 1 1 calc GR . . . .
H44C H 0.185584 0.650386 -0.058857 0.033 Uiso 1 1 calc GR . . . .
C45 C 0.46814(11) 0.73669(8) 0.3755(2) 0.0246(4) Uani 1 1 d . . . . .
H45A H 0.457214 0.729823 0.286827 0.037 Uiso 1 1 calc GR . . . .
H45B H 0.515347 0.722579 0.410199 0.037 Uiso 1 1 calc GR . . . .
H45C H 0.469520 0.772070 0.388746 0.037 Uiso 1 1 calc GR . . . .
C46 C 0.18377(11) 0.50980(7) 0.39471(18) 0.0191(4) Uani 1 1 d . . . . .
H46A H 0.156103 0.479718 0.399785 0.029 Uiso 1 1 calc GR . . . .
H46B H 0.225564 0.502919 0.354427 0.029 Uiso 1 1 calc GR . . . .
H46C H 0.152669 0.534187 0.346588 0.029 Uiso 1 1 calc GR . . . .
O1W O 0.43691(9) 0.40515(6) 0.40681(14) 0.0292(3) Uani 1 1 d . . . . .
H1WA H 0.465052 0.383133 0.390375 0.044 Uiso 1 1 d R . . . .
H1WB H 0.394172 0.394643 0.390925 0.044 Uiso 1 1 d R . . . .
O2W O 0.45460(8) 0.65837(6) 0.66842(14) 0.0281(3) Uani 1 1 d . . . . .
H2WA H 0.420642 0.643290 0.692968 0.042 Uiso 1 1 d R . . . .
H2WB H 0.436242 0.673380 0.604058 0.042 Uiso 1 1 d R . . . .
O11 O -0.01446(10) 0.66126(7) 0.35611(17) 0.0413(4) Uani 1 1 d . . . . .
C47 C -0.03208(13) 0.63370(9) 0.2693(2) 0.0324(5) Uani 1 1 d . . . . .
C48 C 0.02266(17) 0.61511(12) 0.1928(3) 0.0507(7) Uani 1 1 d . . . . .
H48A H -0.001716 0.593524 0.127607 0.076 Uiso 0.5 1 calc R . P . .
H48B H 0.044013 0.642820 0.155407 0.076 Uiso 0.5 1 calc R . P . .
H48C H 0.061008 0.597004 0.245973 0.076 Uiso 0.5 1 calc R . P . .
H48D H 0.070586 0.628708 0.225051 0.076 Uiso 0.5 1 calc R . P . .
H48E H 0.024857 0.579412 0.197251 0.076 Uiso 0.5 1 calc R . P . .
H48F H 0.007862 0.625228 0.106685 0.076 Uiso 0.5 1 calc R . P . .
C49 C -0.10764(15) 0.61697(11) 0.2340(3) 0.0479(7) Uani 1 1 d . . . . .
H49A H -0.111251 0.595169 0.162524 0.072 Uiso 0.5 1 calc R . P . .
H49B H -0.122457 0.599397 0.303253 0.072 Uiso 0.5 1 calc R . P . .
H49C H -0.139435 0.645212 0.212683 0.072 Uiso 0.5 1 calc R . P . .
H49D H -0.137511 0.631350 0.289782 0.072 Uiso 0.5 1 calc R . P . .
H49E H -0.126305 0.627122 0.149054 0.072 Uiso 0.5 1 calc R . P . .
H49F H -0.109327 0.581307 0.239624 0.072 Uiso 0.5 1 calc R . P . .


_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
Br1 C9 1.9131(19) . ?
Br2 C16 1.918(2) . ?
Fe1 Cl2 2.3357(5) . ?
Fe1 O1 1.9359(13) . ?
Fe1 O2 1.9960(13) . ?
Fe1 N1 2.0958(15) . ?
Fe1 N2 2.2503(15) . ?
Fe1 N3 2.1201(16) . ?
O1 C13 1.313(2) . ?
O2 C20 1.304(2) . ?
O3 C12 1.369(2) . ?
O3 C21 1.429(3) . ?
O4 C19 1.362(2) . ?
O4 C22 1.437(2) . ?
N1 C1 1.472(2) . ?
N1 C7 1.287(2) . ?
N2 C3 1.500(2) . ?
N2 C4 1.508(2) . ?
N2 C23 1.485(2) . ?
N3 C6 1.467(2) . ?
N3 C14 1.290(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.527(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.525(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.526(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.529(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C8 1.459(3) . ?
C8 C9 1.416(3) . ?
C8 C13 1.420(3) . ?
C9 C10 1.372(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.404(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.380(3) . ?
C12 C13 1.427(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.451(3) . ?
C15 C16 1.416(3) . ?
C15 C20 1.425(3) . ?
C16 C17 1.368(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.412(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.377(3) . ?
C19 C20 1.435(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
Br3 C32 1.9075(18) . ?
Br4 C39 1.9116(19) . ?
Fe2 Cl1 2.3645(5) . ?
Fe2 O5 1.9670(13) . ?
Fe2 O6 1.9483(13) . ?
Fe2 N4 2.1003(16) . ?
Fe2 N5 2.2547(16) . ?
Fe2 N6 2.1133(16) . ?
O5 C36 1.314(2) . ?
O6 C43 1.313(2) . ?
O7 C35 1.367(2) . ?
O7 C44 1.432(2) . ?
O8 C42 1.371(2) . ?
O8 C45 1.428(2) . ?
N4 C24 1.472(2) . ?
N4 C30 1.286(2) . ?
N5 C26 1.509(2) . ?
N5 C27 1.499(2) . ?
N5 C46 1.489(2) . ?
N6 C29 1.471(2) . ?
N6 C37 1.291(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.529(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.529(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.527(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.529(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30 0.9500 . ?
C30 C31 1.458(3) . ?
C31 C32 1.414(3) . ?
C31 C36 1.422(3) . ?
C32 C33 1.372(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.406(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.381(3) . ?
C35 C36 1.431(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.457(3) . ?
C38 C39 1.419(3) . ?
C38 C43 1.417(3) . ?
C39 C40 1.370(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.405(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.380(3) . ?
C42 C43 1.429(3) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
O1W H1WA 0.8403 . ?
O1W H1WB 0.8398 . ?
O2W H2WA 0.8398 . ?
O2W H2WB 0.8398 . ?
O11 C47 1.218(3) . ?
C47 C48 1.519(4) . ?
C47 C49 1.474(4) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C48 H48D 0.9800 . ?
C48 H48E 0.9800 . ?
C48 H48F 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C49 H49D 0.9800 . ?
C49 H49E 0.9800 . ?
C49 H49F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 Cl2 91.87(4) . . ?
O1 Fe1 O2 90.70(5) . . ?
O1 Fe1 N1 86.36(6) . . ?
O1 Fe1 N2 179.08(6) . . ?
O1 Fe1 N3 93.33(6) . . ?
O2 Fe1 Cl2 177.29(4) . . ?
O2 Fe1 N1 85.73(6) . . ?
O2 Fe1 N2 89.45(5) . . ?
O2 Fe1 N3 81.86(6) . . ?
N1 Fe1 Cl2 95.29(4) . . ?
N1 Fe1 N2 92.75(6) . . ?
N1 Fe1 N3 167.58(6) . . ?
N2 Fe1 Cl2 87.99(4) . . ?
N3 Fe1 Cl2 97.13(4) . . ?
N3 Fe1 N2 87.58(6) . . ?
C13 O1 Fe1 123.89(11) . . ?
C20 O2 Fe1 122.51(11) . . ?
C12 O3 C21 116.29(17) . . ?
C19 O4 C22 116.75(15) . . ?
C1 N1 Fe1 121.36(11) . . ?
C7 N1 Fe1 121.11(13) . . ?
C7 N1 C1 117.51(15) . . ?
C3 N2 Fe1 111.30(11) . . ?
C3 N2 C4 104.88(14) . . ?
C4 N2 Fe1 112.94(11) . . ?
C23 N2 Fe1 111.46(11) . . ?
C23 N2 C3 107.64(15) . . ?
C23 N2 C4 108.27(14) . . ?
C6 N3 Fe1 119.20(12) . . ?
C14 N3 Fe1 122.49(13) . . ?
C14 N3 C6 118.29(16) . . ?
N1 C1 H1A 108.9 . . ?
N1 C1 H1B 108.9 . . ?
N1 C1 C2 113.18(15) . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
C1 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C3 C2 C1 115.10(16) . . ?
C3 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
N2 C3 C2 115.88(15) . . ?
N2 C3 H3A 108.3 . . ?
N2 C3 H3B 108.3 . . ?
C2 C3 H3A 108.3 . . ?
C2 C3 H3B 108.3 . . ?
H3A C3 H3B 107.4 . . ?
N2 C4 H4A 108.0 . . ?
N2 C4 H4B 108.0 . . ?
N2 C4 C5 117.21(15) . . ?
H4A C4 H4B 107.2 . . ?
C5 C4 H4A 108.0 . . ?
C5 C4 H4B 108.0 . . ?
C4 C5 H5A 108.5 . . ?
C4 C5 H5B 108.5 . . ?
C4 C5 C6 115.22(16) . . ?
H5A C5 H5B 107.5 . . ?
C6 C5 H5A 108.5 . . ?
C6 C5 H5B 108.5 . . ?
N3 C6 C5 109.22(15) . . ?
N3 C6 H6A 109.8 . . ?
N3 C6 H6B 109.8 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
N1 C7 H7 116.9 . . ?
N1 C7 C8 126.16(17) . . ?
C8 C7 H7 116.9 . . ?
C9 C8 C7 121.21(17) . . ?
C9 C8 C13 117.84(17) . . ?
C13 C8 C7 120.69(16) . . ?
C8 C9 Br1 119.80(14) . . ?
C10 C9 Br1 117.59(15) . . ?
C10 C9 C8 122.61(18) . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.19(18) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.60(18) . . ?
C12 C11 H11 119.7 . . ?
O3 C12 C11 125.62(18) . . ?
O3 C12 C13 113.81(17) . . ?
C11 C12 C13 120.54(18) . . ?
O1 C13 C8 122.75(16) . . ?
O1 C13 C12 118.12(17) . . ?
C8 C13 C12 119.12(17) . . ?
N3 C14 H14 117.6 . . ?
N3 C14 C15 124.90(17) . . ?
C15 C14 H14 117.6 . . ?
C16 C15 C14 121.91(17) . . ?
C16 C15 C20 118.27(17) . . ?
C20 C15 C14 119.23(16) . . ?
C15 C16 Br2 119.62(15) . . ?
C17 C16 Br2 117.93(15) . . ?
C17 C16 C15 122.44(18) . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.33(18) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.71(18) . . ?
C19 C18 H18 119.6 . . ?
O4 C19 C18 125.64(17) . . ?
O4 C19 C20 113.87(16) . . ?
C18 C19 C20 120.48(18) . . ?
O2 C20 C15 122.81(16) . . ?
O2 C20 C19 118.47(16) . . ?
C15 C20 C19 118.69(16) . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C22 H22A 109.5 . . ?
O4 C22 H22B 109.5 . . ?
O4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O5 Fe2 Cl1 176.69(4) . . ?
O5 Fe2 N4 82.99(6) . . ?
O5 Fe2 N5 90.43(5) . . ?
O5 Fe2 N6 87.43(6) . . ?
O6 Fe2 Cl1 88.93(4) . . ?
O6 Fe2 O5 90.83(5) . . ?
O6 Fe2 N4 94.44(6) . . ?
O6 Fe2 N5 176.77(6) . . ?
O6 Fe2 N6 84.61(6) . . ?
N4 Fe2 Cl1 93.73(4) . . ?
N4 Fe2 N5 88.67(6) . . ?
N4 Fe2 N6 170.37(6) . . ?
N5 Fe2 Cl1 89.99(4) . . ?
N6 Fe2 Cl1 95.83(4) . . ?
N6 Fe2 N5 92.48(6) . . ?
C36 O5 Fe2 122.43(11) . . ?
C43 O6 Fe2 122.53(11) . . ?
C35 O7 C44 116.08(15) . . ?
C42 O8 C45 116.29(15) . . ?
C24 N4 Fe2 120.47(12) . . ?
C30 N4 Fe2 121.00(13) . . ?
C30 N4 C24 118.53(16) . . ?
C26 N5 Fe2 111.68(11) . . ?
C27 N5 Fe2 111.68(11) . . ?
C27 N5 C26 105.07(14) . . ?
C46 N5 Fe2 111.32(11) . . ?
C46 N5 C26 108.49(15) . . ?
C46 N5 C27 108.34(15) . . ?
C29 N6 Fe2 121.47(12) . . ?
C37 N6 Fe2 120.99(13) . . ?
C37 N6 C29 117.53(16) . . ?
N4 C24 H24A 109.8 . . ?
N4 C24 H24B 109.8 . . ?
N4 C24 C25 109.19(15) . . ?
H24A C24 H24B 108.3 . . ?
C25 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
C24 C25 H25A 108.4 . . ?
C24 C25 H25B 108.4 . . ?
C24 C25 C26 115.61(16) . . ?
H25A C25 H25B 107.4 . . ?
C26 C25 H25A 108.4 . . ?
C26 C25 H25B 108.4 . . ?
N5 C26 C25 117.37(15) . . ?
N5 C26 H26A 108.0 . . ?
N5 C26 H26B 108.0 . . ?
C25 C26 H26A 108.0 . . ?
C25 C26 H26B 108.0 . . ?
H26A C26 H26B 107.2 . . ?
N5 C27 H27A 108.3 . . ?
N5 C27 H27B 108.3 . . ?
N5 C27 C28 116.10(15) . . ?
H27A C27 H27B 107.4 . . ?
C28 C27 H27A 108.3 . . ?
C28 C27 H27B 108.3 . . ?
C27 C28 H28A 108.7 . . ?
C27 C28 H28B 108.7 . . ?
C27 C28 C29 114.42(16) . . ?
H28A C28 H28B 107.6 . . ?
C29 C28 H28A 108.7 . . ?
C29 C28 H28B 108.7 . . ?
N6 C29 C28 112.10(15) . . ?
N6 C29 H29A 109.2 . . ?
N6 C29 H29B 109.2 . . ?
C28 C29 H29A 109.2 . . ?
C28 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
N4 C30 H30 117.4 . . ?
N4 C30 C31 125.18(17) . . ?
C31 C30 H30 117.4 . . ?
C32 C31 C30 121.21(17) . . ?
C32 C31 C36 118.42(16) . . ?
C36 C31 C30 119.42(16) . . ?
C31 C32 Br3 120.31(14) . . ?
C33 C32 Br3 117.75(14) . . ?
C33 C32 C31 121.93(17) . . ?
C32 C33 H33 120.1 . . ?
C32 C33 C34 119.82(17) . . ?
C34 C33 H33 120.1 . . ?
C33 C34 H34 119.8 . . ?
C35 C34 C33 120.37(17) . . ?
C35 C34 H34 119.8 . . ?
O7 C35 C34 125.16(17) . . ?
O7 C35 C36 114.32(16) . . ?
C34 C35 C36 120.53(17) . . ?
O5 C36 C31 122.67(16) . . ?
O5 C36 C35 118.45(16) . . ?
C31 C36 C35 118.85(16) . . ?
N6 C37 H37 117.2 . . ?
N6 C37 C38 125.52(17) . . ?
C38 C37 H37 117.2 . . ?
C39 C38 C37 121.66(17) . . ?
C43 C38 C37 120.42(16) . . ?
C43 C38 C39 117.72(16) . . ?
C38 C39 Br4 119.97(14) . . ?
C40 C39 Br4 117.39(14) . . ?
C40 C39 C38 122.63(17) . . ?
C39 C40 H40 120.3 . . ?
C39 C40 C41 119.46(17) . . ?
C41 C40 H40 120.3 . . ?
C40 C41 H41 119.9 . . ?
C42 C41 C40 120.16(18) . . ?
C42 C41 H41 119.9 . . ?
O8 C42 C41 125.43(17) . . ?
O8 C42 C43 113.66(16) . . ?
C41 C42 C43 120.87(17) . . ?
O6 C43 C38 122.70(16) . . ?
O6 C43 C42 118.18(16) . . ?
C38 C43 C42 119.12(16) . . ?
O7 C44 H44A 109.5 . . ?
O7 C44 H44B 109.5 . . ?
O7 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
O8 C45 H45A 109.5 . . ?
O8 C45 H45B 109.5 . . ?
O8 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N5 C46 H46A 109.5 . . ?
N5 C46 H46B 109.5 . . ?
N5 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
H1WA O1W H1WB 108.5 . . ?
H2WA O2W H2WB 106.8 . . ?
O11 C47 C48 121.6(2) . . ?
O11 C47 C49 121.3(2) . . ?
C49 C47 C48 117.2(2) . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
H48D C48 H48E 109.5 . . ?
H48D C48 H48F 109.5 . . ?
H48E C48 H48F 109.5 . . ?
C47 C49 H49A 109.5 . . ?
C47 C49 H49B 109.5 . . ?
C47 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
H49D C49 H49E 109.5 . . ?
H49D C49 H49F 109.5 . . ?
H49E C49 H49F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1W H1WA O2W 0.84 2.07 2.899(2) 167.0 3_666 yes
O1W H1WB O4 0.84 2.25 3.036(2) 156.9 . yes
O2W H2WB O6 0.84 2.35 2.8826(19) 122.1 . yes
O2W H2WB O8 0.84 2.17 2.996(2) 167.5 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C9 C10 C11 -178.35(14) . . . . ?
Br2 C16 C17 C18 -179.64(15) . . . . ?
Fe1 O1 C13 C8 -35.0(2) . . . . ?
Fe1 O1 C13 C12 146.18(14) . . . . ?
Fe1 O2 C20 C15 -39.0(2) . . . . ?
Fe1 O2 C20 C19 142.94(13) . . . . ?
Fe1 N1 C1 C2 51.37(19) . . . . ?
Fe1 N1 C7 C8 7.7(2) . . . . ?
Fe1 N2 C3 C2 -57.02(18) . . . . ?
Fe1 N2 C4 C5 55.81(19) . . . . ?
Fe1 N3 C6 C5 -67.34(18) . . . . ?
Fe1 N3 C14 C15 10.7(3) . . . . ?
O3 C12 C13 O1 0.7(2) . . . . ?
O3 C12 C13 C8 -178.17(16) . . . . ?
O4 C19 C20 O2 0.6(2) . . . . ?
O4 C19 C20 C15 -177.52(15) . . . . ?
N1 C1 C2 C3 -67.1(2) . . . . ?
N1 C7 C8 C9 -166.45(18) . . . . ?
N1 C7 C8 C13 19.5(3) . . . . ?
N2 C4 C5 C6 -67.4(2) . . . . ?
N3 C14 C15 C16 -166.05(19) . . . . ?
N3 C14 C15 C20 22.9(3) . . . . ?
C1 N1 C7 C8 -170.73(17) . . . . ?
C1 C2 C3 N2 74.8(2) . . . . ?
C3 N2 C4 C5 177.18(16) . . . . ?
C4 N2 C3 C2 -179.46(16) . . . . ?
C4 C5 C6 N3 68.5(2) . . . . ?
C6 N3 C14 C15 -167.80(17) . . . . ?
C7 N1 C1 C2 -130.25(17) . . . . ?
C7 C8 C9 Br1 5.4(2) . . . . ?
C7 C8 C9 C10 -175.31(17) . . . . ?
C7 C8 C13 O1 -6.2(3) . . . . ?
C7 C8 C13 C12 172.53(17) . . . . ?
C8 C9 C10 C11 2.4(3) . . . . ?
C9 C8 C13 O1 179.49(16) . . . . ?
C9 C8 C13 C12 -1.7(3) . . . . ?
C9 C10 C11 C12 -0.8(3) . . . . ?
C10 C11 C12 O3 179.61(18) . . . . ?
C10 C11 C12 C13 -2.0(3) . . . . ?
C11 C12 C13 O1 -177.88(17) . . . . ?
C11 C12 C13 C8 3.3(3) . . . . ?
C13 C8 C9 Br1 179.66(13) . . . . ?
C13 C8 C9 C10 -1.1(3) . . . . ?
C14 N3 C6 C5 111.19(19) . . . . ?
C14 C15 C16 Br2 10.2(3) . . . . ?
C14 C15 C16 C17 -171.43(19) . . . . ?
C14 C15 C20 O2 -9.0(3) . . . . ?
C14 C15 C20 C19 169.02(16) . . . . ?
C15 C16 C17 C18 2.0(3) . . . . ?
C16 C15 C20 O2 179.60(17) . . . . ?
C16 C15 C20 C19 -2.4(3) . . . . ?
C16 C17 C18 C19 -0.9(3) . . . . ?
C17 C18 C19 O4 179.29(18) . . . . ?
C17 C18 C19 C20 -1.7(3) . . . . ?
C18 C19 C20 O2 -178.49(17) . . . . ?
C18 C19 C20 C15 3.4(3) . . . . ?
C20 C15 C16 Br2 -178.63(13) . . . . ?
C20 C15 C16 C17 -0.3(3) . . . . ?
C21 O3 C12 C11 3.0(3) . . . . ?
C21 O3 C12 C13 -175.4(2) . . . . ?
C22 O4 C19 C18 2.6(3) . . . . ?
C22 O4 C19 C20 -176.42(16) . . . . ?
C23 N2 C3 C2 65.4(2) . . . . ?
C23 N2 C4 C5 -68.1(2) . . . . ?
Br3 C32 C33 C34 176.54(14) . . . . ?
Br4 C39 C40 C41 179.89(14) . . . . ?
Fe2 O5 C36 C31 36.2(2) . . . . ?
Fe2 O5 C36 C35 -145.88(13) . . . . ?
Fe2 O6 C43 C38 39.0(2) . . . . ?
Fe2 O6 C43 C42 -141.46(14) . . . . ?
Fe2 N4 C24 C25 64.60(18) . . . . ?
Fe2 N4 C30 C31 -15.5(3) . . . . ?
Fe2 N5 C26 C25 -56.44(19) . . . . ?
Fe2 N5 C27 C28 55.97(19) . . . . ?
Fe2 N6 C29 C28 -52.7(2) . . . . ?
Fe2 N6 C37 C38 -9.3(3) . . . . ?
O7 C35 C36 O5 -1.3(2) . . . . ?
O7 C35 C36 C31 176.70(15) . . . . ?
O8 C42 C43 O6 0.4(2) . . . . ?
O8 C42 C43 C38 179.94(15) . . . . ?
N4 C24 C25 C26 -67.4(2) . . . . ?
N4 C30 C31 C32 171.51(18) . . . . ?
N4 C30 C31 C36 -19.8(3) . . . . ?
N5 C27 C28 C29 -76.1(2) . . . . ?
N6 C37 C38 C39 165.01(18) . . . . ?
N6 C37 C38 C43 -20.3(3) . . . . ?
C24 N4 C30 C31 165.12(17) . . . . ?
C24 C25 C26 N5 69.1(2) . . . . ?
C26 N5 C27 C28 177.22(16) . . . . ?
C27 N5 C26 C25 -177.69(16) . . . . ?
C27 C28 C29 N6 69.5(2) . . . . ?
C29 N6 C37 C38 171.80(17) . . . . ?
C30 N4 C24 C25 -116.06(19) . . . . ?
C30 C31 C32 Br3 -8.7(2) . . . . ?
C30 C31 C32 C33 170.09(18) . . . . ?
C30 C31 C36 O5 10.2(3) . . . . ?
C30 C31 C36 C35 -167.67(16) . . . . ?
C31 C32 C33 C34 -2.3(3) . . . . ?
C32 C31 C36 O5 179.24(16) . . . . ?
C32 C31 C36 C35 1.3(3) . . . . ?
C32 C33 C34 C35 0.6(3) . . . . ?
C33 C34 C35 O7 -177.63(17) . . . . ?
C33 C34 C35 C36 2.0(3) . . . . ?
C34 C35 C36 O5 179.04(16) . . . . ?
C34 C35 C36 C31 -3.0(3) . . . . ?
C36 C31 C32 Br3 -177.54(13) . . . . ?
C36 C31 C32 C33 1.3(3) . . . . ?
C37 N6 C29 C28 126.20(18) . . . . ?
C37 C38 C39 Br4 -6.0(2) . . . . ?
C37 C38 C39 C40 174.95(17) . . . . ?
C37 C38 C43 O6 6.0(3) . . . . ?
C37 C38 C43 C42 -173.57(16) . . . . ?
C38 C39 C40 C41 -1.0(3) . . . . ?
C39 C38 C43 O6 -179.13(16) . . . . ?
C39 C38 C43 C42 1.4(3) . . . . ?
C39 C40 C41 C42 0.4(3) . . . . ?
C40 C41 C42 O8 178.93(17) . . . . ?
C40 C41 C42 C43 1.1(3) . . . . ?
C41 C42 C43 O6 178.50(17) . . . . ?
C41 C42 C43 C38 -2.0(3) . . . . ?
C43 C38 C39 Br4 179.18(13) . . . . ?
C43 C38 C39 C40 0.1(3) . . . . ?
C44 O7 C35 C34 -4.1(3) . . . . ?
C44 O7 C35 C36 176.29(16) . . . . ?
C45 O8 C42 C41 -9.8(3) . . . . ?
C45 O8 C42 C43 168.22(16) . . . . ?
C46 N5 C26 C25 66.6(2) . . . . ?
C46 N5 C27 C28 -67.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
