# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_complex1
_audit_block_doi                 10.5517/ccdc.csd.cc1l8pp7
_database_code_depnum_ccdc_archive 'CCDC 1468119'
_audit_update_record             
;
2016-11-02 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_complex1            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.890 Note
RESPONSE: We measured SXRD using the synchrotron that leads to incomplete scans compare to actual symmetry.
;
_vrf_PLAT368_complex1            
;
PROBLEM: _A Short C(sp2)-C(sp2) Bond C4 - C5 .. 0.96 Ang.
RESPONSE: This alert is due to a large amount of disorders 
in a phenyl ring.
;
_vrf_PLAT201_complex1            
;
PROBLEM: _Isotropic non-H Atoms in Main Residue(s) ....... 7 Report
RESPONSE: To solve the disorders, we try to refine some atoms isotropically.
;
_vrf_PLAT410_complex1            
;
PROBLEM: _Short Intra H...H Contact H4 .. H5 .. 1.80 Ang.
RESPONSE: This alert is generated because there is serious disorders 
in a phenyl ring.
;
_vrf_PLAT911_complex1            
;
PROBLEM: _Missing # FCF Refl Between THmin & STh/L= 0.595 697 Report
RESPONSE: These reflections were probably affected by unexpected deviations 
in their intensities for symmetry equivalent measurements and omitted during 
initial data reduction.
;
# end Validation Reply Form 
_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H29 Cl Fe N6 O P'
_chemical_formula_weight         755.98

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.4720(17)
_cell_length_b                   15.523(3)
_cell_length_c                   28.037(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.32(3)
_cell_angle_gamma                90
_cell_volume                     3684.1(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    40074
_cell_measurement_theta_min      0.48701999
_cell_measurement_theta_max      30.39459396

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
__exptl_crystal_density_method   'not measured'
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_F_000             1556
_exptl_transmission_factor_min   0
_exptl_transmission_factor_max   0
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.568
_shelx_estimated_absorpt_T_min   0.920
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.9197
_exptl_absorpt_correction_T_max  0.9722
_exptl_absorpt_process_details   HKL2000-Scalepack
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.850
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'bending magnet beamline'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21455
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.739
_diffrn_reflns_theta_max         30.390
_diffrn_reflns_theta_full        30.390
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measured_fraction_theta_full 0.890
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_Laue_measured_fraction_full 0.890
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_point_group_measured_fraction_full 0.890
_reflns_number_total             5789
_reflns_number_gt                5316
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'PAL ADSC Quantum-210'
_computing_cell_refinement       HKL2000
_computing_data_reduction        HKL2000
_computing_structure_solution    SHELXTL
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    WingX
_computing_publication_material  WingX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1249P)²+24.7492P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5789
_refine_ls_number_parameters     434
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1016
_refine_ls_R_factor_gt           0.0955
_refine_ls_wR_factor_ref         0.2487
_refine_ls_wR_factor_gt          0.2417
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.39314(9) 0.27144(5) 0.10568(2) 0.0224(3) Uani 1 1 d . . . . .
CL1 Cl 0.0660(3) 0.12553(11) 0.10673(7) 0.0555(5) Uani 1 1 d . . . . .
C1 C 0.2914(8) 0.3170(4) 0.04620(19) 0.0326(14) Uani 1 1 d . . . . .
C2 C 0.4019(10) 0.1593(5) 0.0758(2) 0.054(2) Uani 1 1 d . . . . .
C3 C 0.4895(7) 0.2147(3) 0.16258(19) 0.0229(12) Uani 1 1 d . . . . .
C4 C 0.7067(16) 0.2511(7) 0.0518(3) 0.084(4) Uani 1 1 d . . . . .
H4 H 0.677971 0.192326 0.047502 0.100 Uiso 1 1 calc R U . . .
C5 C 0.8024(14) 0.2656(7) 0.0364(4) 0.070(3) Uiso 1 1 d . . . . .
H5 H 0.850459 0.224199 0.016717 0.084 Uiso 1 1 calc R U . . .
C6 C 0.8699(16) 0.3444(8) 0.0423(4) 0.092(3) Uiso 1 1 d . . . . .
H6 H 0.967094 0.356125 0.027883 0.111 Uiso 1 1 calc R U . . .
C7 C 0.7991(13) 0.4091(6) 0.0694(4) 0.072(2) Uiso 1 1 d . . . . .
C8 C 0.6438(10) 0.3756(7) 0.0912(3) 0.064(3) Uani 1 1 d . . . . .
C9 C 0.8162(14) 0.4932(7) 0.0842(4) 0.084(3) Uiso 1 1 d . . . . .
H9 H 0.900456 0.522916 0.070019 0.101 Uiso 1 1 calc R U . . .
C10 C 0.7386(15) 0.5393(9) 0.1138(4) 0.096(3) Uiso 1 1 d . . . . .
H10 H 0.775162 0.595785 0.121372 0.115 Uiso 1 1 calc R U . . .
C11 C 0.5975(14) 0.5076(6) 0.1360(4) 0.094(4) Uani 1 1 d . . . . .
H11 H 0.541624 0.540850 0.158232 0.113 Uiso 1 1 calc R U . . .
C12 C 0.5515(9) 0.4270(5) 0.1226(3) 0.0460(19) Uani 1 1 d . . . . .
C13 C 0.2977(9) 0.4099(4) 0.1611(2) 0.0442(18) Uani 1 1 d . . . . .
C14 C 0.1644(7) 0.3513(3) 0.16087(17) 0.0226(11) Uani 1 1 d . . . . .
C15 C 0.0267(9) 0.3734(4) 0.1839(2) 0.0419(16) Uiso 1 1 d . . . . .
H15 H 0.021050 0.426713 0.200381 0.050 Uiso 1 1 calc R U . . .
C16 C -0.1057(9) 0.3162(4) 0.1826(2) 0.0385(14) Uiso 1 1 d . . . . .
H16 H -0.202101 0.328965 0.197234 0.046 Uiso 1 1 calc R U . . .
C17 C -0.0804(9) 0.2409(4) 0.1583(2) 0.0381(16) Uani 1 1 d . . . . .
H17 H -0.163737 0.199999 0.156320 0.046 Uiso 1 1 calc R U . . .
C18 C 0.0556(8) 0.2214(4) 0.1370(2) 0.0388(16) Uani 1 1 d . . . . .
N1 N 0.2333(8) 0.3477(4) 0.01296(18) 0.0437(15) Uani 1 1 d . . . . .
N2 N 0.4244(10) 0.0935(5) 0.0565(2) 0.075(3) Uani 1 1 d . . . . .
N3 N 0.5485(6) 0.1835(3) 0.19584(16) 0.0262(11) Uani 1 1 d . . . . .
N4 N 0.5966(8) 0.2978(6) 0.0800(2) 0.063(2) Uani 1 1 d . . . . .
N5 N 0.4064(8) 0.3802(4) 0.13432(19) 0.0429(14) Uani 1 1 d . . . . .
N6 N 0.1735(7) 0.2743(3) 0.13798(16) 0.0332(13) Uani 1 1 d . . . . .
O1 O 0.3041(9) 0.4798(3) 0.1836(2) 0.074(2) Uani 1 1 d . . . . .
P1 P 0.12077(17) 0.77118(8) 0.14824(5) 0.0212(4) Uani 1 1 d . . . . .
C19 C 0.2262(7) 0.7029(3) 0.10890(18) 0.0228(12) Uani 1 1 d . . . . .
C20 C 0.1749(8) 0.6187(4) 0.0995(2) 0.0305(13) Uani 1 1 d . . . . .
H20 H 0.084771 0.596951 0.114588 0.037 Uiso 1 1 calc R U . . .
C21 C 0.2548(8) 0.5673(4) 0.0685(2) 0.0326(14) Uani 1 1 d . . . . .
H21 H 0.217582 0.510770 0.061411 0.039 Uiso 1 1 calc R U . . .
C22 C 0.3880(8) 0.5974(4) 0.0478(2) 0.0334(14) Uani 1 1 d . . . . .
H22 H 0.442548 0.561648 0.026418 0.040 Uiso 1 1 calc R U . . .
C23 C 0.4436(8) 0.6796(4) 0.0577(2) 0.0334(14) Uani 1 1 d . . . . .
H23 H 0.537068 0.699734 0.043784 0.040 Uiso 1 1 calc R U . . .
C24 C 0.3620(7) 0.7324(4) 0.0882(2) 0.0279(13) Uani 1 1 d . . . . .
H24 H 0.399354 0.788935 0.094956 0.034 Uiso 1 1 calc R U . . .
C25 C 0.2580(7) 0.8464(3) 0.17479(17) 0.0201(11) Uani 1 1 d . . . . .
C26 C 0.3447(7) 0.8244(4) 0.21650(18) 0.0261(12) Uani 1 1 d . . . . .
H26 H 0.328143 0.770636 0.231673 0.031 Uiso 1 1 calc R U . . .
C27 C 0.4553(8) 0.8822(4) 0.23542(19) 0.0323(14) Uani 1 1 d . . . . .
H27 H 0.514900 0.867601 0.263692 0.039 Uiso 1 1 calc R U . . .
C28 C 0.4798(7) 0.9605(4) 0.2138(2) 0.0290(13) Uani 1 1 d . . . . .
H28 H 0.552760 1.000387 0.227848 0.035 Uiso 1 1 calc R U . . .
C29 C 0.3979(7) 0.9811(3) 0.17140(19) 0.0254(12) Uani 1 1 d . . . . .
H29 H 0.417828 1.034249 0.156005 0.030 Uiso 1 1 calc R U . . .
C30 C 0.2873(7) 0.9245(3) 0.15144(18) 0.0228(11) Uani 1 1 d . . . . .
H30 H 0.232021 0.938316 0.122293 0.027 Uiso 1 1 calc R U . . .
C31 C -0.0360(7) 0.8291(3) 0.11727(19) 0.0249(12) Uani 1 1 d . . . . .
C32 C -0.1041(7) 0.7972(4) 0.07515(19) 0.0288(13) Uani 1 1 d . . . . .
H32 H -0.063611 0.746518 0.061121 0.035 Uiso 1 1 calc R U . . .
C33 C -0.2323(8) 0.8399(4) 0.0536(2) 0.0360(15) Uani 1 1 d . . . . .
H33 H -0.278976 0.818306 0.024625 0.043 Uiso 1 1 calc R U . . .
C34 C -0.2917(8) 0.9124(4) 0.0735(2) 0.0389(15) Uani 1 1 d . . . . .
H34 H -0.379247 0.940933 0.058339 0.047 Uiso 1 1 calc R U . . .
C35 C -0.2250(8) 0.9453(4) 0.1162(3) 0.0419(16) Uani 1 1 d . . . . .
H35 H -0.266861 0.995730 0.130070 0.050 Uiso 1 1 calc R U . . .
C36 C -0.0975(8) 0.9034(4) 0.1378(2) 0.0359(14) Uani 1 1 d . . . . .
H36 H -0.051241 0.925066 0.166832 0.043 Uiso 1 1 calc R U . . .
C37 C 0.0334(7) 0.7054(4) 0.19308(19) 0.0289(14) Uani 1 1 d . . . . .
C38 C 0.1222(8) 0.6401(4) 0.2152(2) 0.0317(14) Uani 1 1 d . . . . .
H38 H 0.227989 0.630132 0.206565 0.038 Uiso 1 1 calc R U . . .
C39 C 0.0548(9) 0.5896(4) 0.2499(2) 0.0414(17) Uani 1 1 d . . . . .
H39 H 0.115271 0.545623 0.265514 0.050 Uiso 1 1 calc R U . . .
C40 C -0.1015(10) 0.6034(5) 0.2619(2) 0.049(2) Uani 1 1 d . . . . .
H40 H -0.147689 0.567963 0.285194 0.059 Uiso 1 1 calc R U . . .
C41 C -0.1880(9) 0.6675(5) 0.2403(2) 0.0464(19) Uani 1 1 d . . . . .
H41 H -0.294030 0.676649 0.248830 0.056 Uiso 1 1 calc R U . . .
C42 C -0.1229(8) 0.7199(4) 0.2058(2) 0.0361(15) Uani 1 1 d . . . . .
H42 H -0.183518 0.764765 0.191058 0.043 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 1.871(6) . ?
FE1 C2 1.936(8) . ?
FE1 N4 1.938(7) . ?
FE1 C3 1.971(5) . ?
FE1 C1 1.977(6) . ?
FE1 N6 2.103(6) . ?
CL1 C18 1.717(7) . ?
C1 N1 1.140(8) . ?
C2 N2 1.174(9) . ?
C3 N3 1.147(7) . ?
C4 C5 0.961(14) . ?
C4 N4 1.442(12) . ?
C5 C6 1.358(15) . ?
C6 C7 1.408(15) . ?
C7 C9 1.375(14) . ?
C7 C8 1.562(14) . ?
C8 N4 1.306(12) . ?
C8 C12 1.443(13) . ?
C9 C10 1.297(15) . ?
C10 C11 1.455(16) . ?
C11 C12 1.359(12) . ?
C12 N5 1.476(9) . ?
C13 O1 1.254(9) . ?
C13 N5 1.297(10) . ?
C13 C14 1.450(9) . ?
C14 N6 1.360(7) . ?
C14 C15 1.398(9) . ?
C15 C16 1.431(10) . ?
C16 C17 1.373(9) . ?
C17 C18 1.354(10) . ?
C18 N6 1.293(9) . ?
P1 C25 1.789(5) . ?
P1 C19 1.794(5) . ?
P1 C31 1.798(6) . ?
P1 C37 1.802(6) . ?
C19 C24 1.386(8) . ?
C19 C20 1.399(8) . ?
C20 C21 1.379(8) . ?
C21 C22 1.372(9) . ?
C22 C23 1.384(9) . ?
C23 C24 1.389(8) . ?
C25 C26 1.398(7) . ?
C25 C30 1.404(7) . ?
C26 C27 1.386(8) . ?
C27 C28 1.378(8) . ?
C28 C29 1.388(8) . ?
C29 C30 1.386(8) . ?
C31 C32 1.385(8) . ?
C31 C36 1.398(8) . ?
C32 C33 1.389(9) . ?
C33 C34 1.363(10) . ?
C34 C35 1.397(10) . ?
C35 C36 1.380(9) . ?
C37 C38 1.392(9) . ?
C37 C42 1.403(9) . ?
C38 C39 1.391(8) . ?
C39 C40 1.395(11) . ?
C40 C41 1.364(12) . ?
C41 C42 1.394(9) . ?

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
N5 FE1 C2 174.3(3) . . ?
N5 FE1 N4 86.0(3) . . ?
C2 FE1 N4 88.8(4) . . ?
N5 FE1 C3 92.3(2) . . ?
C2 FE1 C3 85.8(2) . . ?
N4 FE1 C3 92.8(2) . . ?
N5 FE1 C1 93.2(2) . . ?
C2 FE1 C1 88.8(2) . . ?
N4 FE1 C1 88.6(3) . . ?
C3 FE1 C1 174.4(2) . . ?
N5 FE1 N6 80.5(2) . . ?
C2 FE1 N6 104.8(3) . . ?
N4 FE1 N6 166.2(3) . . ?
C3 FE1 N6 90.3(2) . . ?
C1 FE1 N6 89.6(2) . . ?
N1 C1 FE1 176.2(6) . . ?
N2 C2 FE1 172.4(9) . . ?
N3 C3 FE1 178.1(5) . . ?
C5 C4 N4 134.8(14) . . ?
C4 C5 C6 121.1(14) . . ?
C5 C6 C7 121.5(12) . . ?
C9 C7 C6 142.9(11) . . ?
C9 C7 C8 106.2(9) . . ?
C6 C7 C8 110.9(10) . . ?
N4 C8 C12 119.3(8) . . ?
N4 C8 C7 118.0(9) . . ?
C12 C8 C7 122.7(9) . . ?
C10 C9 C7 131.9(13) . . ?
C9 C10 C11 122.2(13) . . ?
C12 C11 C10 115.1(13) . . ?
C11 C12 C8 121.5(9) . . ?
C11 C12 N5 128.6(9) . . ?
C8 C12 N5 109.9(7) . . ?
O1 C13 N5 125.6(8) . . ?
O1 C13 C14 124.2(7) . . ?
N5 C13 C14 110.2(6) . . ?
N6 C14 C15 119.8(5) . . ?
N6 C14 C13 119.6(6) . . ?
C15 C14 C13 120.5(6) . . ?
C14 C15 C16 120.3(6) . . ?
C17 C16 C15 113.8(7) . . ?
C18 C17 C16 124.2(7) . . ?
N6 C18 C17 121.3(7) . . ?
N6 C18 CL1 120.4(6) . . ?
C17 C18 CL1 118.3(5) . . ?
C8 N4 C4 113.4(9) . . ?
C8 N4 FE1 112.0(7) . . ?
C4 N4 FE1 134.6(8) . . ?
C13 N5 C12 124.8(6) . . ?
C13 N5 FE1 122.6(5) . . ?
C12 N5 FE1 112.6(5) . . ?
C18 N6 C14 120.7(6) . . ?
C18 N6 FE1 132.4(5) . . ?
C14 N6 FE1 106.8(4) . . ?
C25 P1 C19 108.1(3) . . ?
C25 P1 C31 109.2(3) . . ?
C19 P1 C31 112.0(2) . . ?
C25 P1 C37 111.0(2) . . ?
C19 P1 C37 108.9(3) . . ?
C31 P1 C37 107.7(3) . . ?
C24 C19 C20 119.1(5) . . ?
C24 C19 P1 120.3(4) . . ?
C20 C19 P1 120.6(4) . . ?
C21 C20 C19 120.2(6) . . ?
C22 C21 C20 120.1(6) . . ?
C21 C22 C23 120.5(5) . . ?
C22 C23 C24 119.6(6) . . ?
C19 C24 C23 120.4(5) . . ?
C26 C25 C30 120.2(5) . . ?
C26 C25 P1 120.0(4) . . ?
C30 C25 P1 119.6(4) . . ?
C27 C26 C25 119.1(5) . . ?
C28 C27 C26 120.9(5) . . ?
C27 C28 C29 120.1(5) . . ?
C30 C29 C28 120.4(5) . . ?
C29 C30 C25 119.2(5) . . ?
C32 C31 C36 119.8(6) . . ?
C32 C31 P1 120.5(4) . . ?
C36 C31 P1 119.6(4) . . ?
C31 C32 C33 119.4(6) . . ?
C34 C33 C32 120.7(6) . . ?
C33 C34 C35 120.6(6) . . ?
C36 C35 C34 119.1(6) . . ?
C35 C36 C31 120.3(6) . . ?
C38 C37 C42 120.2(6) . . ?
C38 C37 P1 119.5(5) . . ?
C42 C37 P1 120.3(5) . . ?
C39 C38 C37 119.4(7) . . ?
C38 C39 C40 120.2(7) . . ?
C41 C40 C39 120.2(6) . . ?
C40 C41 C42 120.9(7) . . ?
C41 C42 C37 119.1(7) . . ?

_refine_diff_density_max         1.691
_refine_diff_density_min         -0.957
_refine_diff_density_rms         0.126



####################################################################### 
# 
# 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_complex2
_audit_block_doi                 10.5517/ccdc.csd.cc1l8pq8
_database_code_depnum_ccdc_archive 'CCDC 1468120'
_audit_update_record             
;
2016-11-02 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_complex2            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.857 Note
RESPONSE: We measured SXRD using the synchrotron that leads to incomplete 
scans compare to actual symmetry.
;
_vrf_SHFSU01_complex2            
;
PROBLEM: _The absolute value of parameter shift to su ratio > 0.20. Absolute value of the parameter shift to su ratio given 5.379. Additional refinement cycles may be required.
;
_vrf_PLAT080_complex2            
;
PROBLEM: _Maximum Shift/Error ............................ 5.38 Why ?
RESPONSE: The crystal quality was not good. Theses alert comes due to 
nonconvergent refinement of some carbon atoms.
;
_vrf_PLAT211_complex2            
;
PROBLEM: _ADP of Atom C16 is N.P.D. or (nearly) 2D ... Please Check
;
_vrf_PLAT368_complex2            
;
PROBLEM: _Short C(sp2)-C(sp2) Bond C16 - C18 .. 0.93 Ang.
;
_vrf_PLAT410_complex2            
;
PROBLEM: _Short Intra H...H Contact H16 .. H18 .. 1.78 Ang.
RESPONSE: These alerts are generated because there are serious disorders 
in the structure. We think about these problems that are caused of strong 
thermal vibration of C16 and C18 or the poor crystal quality.
;
_vrf_THETM01_complex2            
;
PROBLEM: _The value of sine(theta_max)/wavelength is less than 0.575. Calculated sin(theta_max)/wavelength = 0.5620
RESPONSE: The high angle data was dominated by noise because of the weak 
diffraction of the poor quality crystal.
;
_vrf_PLAT201_complex2            
;
PROBLEM: _Isotropic non-H Atoms in Main Residue(s) ....... 5 Report
RESPONSE: We try to refine some carbon atoms isotropically because 
of the large amount of disorders.
;
_vrf_PLAT213_complex2            
;
PROBLEM: _Atom C17 has ADP max/min Ratio ..... 4.4 prolat
RESPONSE: This carbon atom is affected by thermal vibrational disorder 
giving a prolate ellipsoid
;
_vrf_PLAT369_complex2            
;
PROBLEM: _Long C(sp2)-C(sp2) Bond C15 - C16 .. 1.57 Ang.
RESPONSE: This alert are generated because there are serious 
disorders in a phenyl ring. 
;
_vrf_PLAT911_complex2            
;
PROBLEM: _Missing # FCF Refl Between THmin & STh/L= 0.562 728 Report
RESPONSE: These reflections were probably affected by unexpected deviations
in their intensities for symmetry equivalent measurements and omitted during 
initial data reduction.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H29 Br Fe N6 O P'
_chemical_formula_weight         800.44

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'
P P 0.1023 0.0942 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9170(18)
_cell_length_b                   14.417(3)
_cell_length_c                   14.577(3)
_cell_angle_alpha                109.84(3)
_cell_angle_beta                 96.49(3)
_cell_angle_gamma                98.10(3)
_cell_volume                     1718.9(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14569
_cell_measurement_theta_min      0.515668977
_cell_measurement_theta_max      30.37268368

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_F_000             814
_exptl_transmission_factor_min   0
_exptl_transmission_factor_max   0
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.693
_shelx_estimated_absorpt_T_min   0.849
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.8489
_exptl_absorpt_correction_T_max  0.9201
_exptl_absorpt_process_details   HKL2000-Scalepack
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.900
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'bending magnet beamline'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8335
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.909
_diffrn_reflns_theta_max         30.382
_diffrn_reflns_theta_full        30.382
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measured_fraction_theta_full 0.857
_diffrn_reflns_Laue_measured_fraction_max 0.857
_diffrn_reflns_Laue_measured_fraction_full 0.857
_diffrn_reflns_point_group_measured_fraction_max 0.857
_diffrn_reflns_point_group_measured_fraction_full 0.857
_reflns_number_total             4373
_reflns_number_gt                4225
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'PAL ADSC Quantum-210'
_computing_cell_refinement       HKL2000
_computing_data_reduction        HKL2000
_computing_structure_solution    SHELXTL
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    WingX
_computing_publication_material  WingX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1215P)²+28.0625P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4373
_refine_ls_number_parameters     444
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0992
_refine_ls_wR_factor_ref         0.2535
_refine_ls_wR_factor_gt          0.2523
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          5.379
_refine_ls_shift/su_mean         0.037

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 0.32102(14) 0.58363(8) 0.27890(8) 0.0130(4) Uani 1 1 d . . . . .
BR1 Br 0.61420(15) 0.47270(9) 0.13824(10) 0.0485(5) Uani 1 1 d . . . . .
C1 C 0.4360(11) 0.7045(7) 0.2675(6) 0.019(2) Uani 1 1 d . . . . .
C2 C 0.2835(13) 0.5221(7) 0.1354(7) 0.030(3) Uani 1 1 d . . . . .
C3 C 0.1995(12) 0.4584(7) 0.2758(6) 0.021(2) Uani 1 1 d . . . . .
C4 C 0.6304(14) 0.5053(7) 0.2766(9) 0.035(3) Uani 1 1 d . . . . .
C5 C 0.7609(14) 0.4852(8) 0.3223(9) 0.036(3) Uani 1 1 d . . . . .
H5 H 0.829112 0.452057 0.282988 0.044 Uiso 1 1 calc R U . . .
C6 C 0.7919(14) 0.5117(8) 0.4201(11) 0.047(3) Uani 1 1 d . . . . .
H6 H 0.879389 0.496251 0.451316 0.056 Uiso 1 1 calc R U . . .
C7 C 0.6851(13) 0.5660(8) 0.4787(9) 0.039(3) Uani 1 1 d . . . . .
H7 H 0.702729 0.589507 0.548968 0.047 Uiso 1 1 calc R U . . .
C8 C 0.5570(11) 0.5807(6) 0.4247(6) 0.017(2) Uani 1 1 d . . . . .
C9 C 0.4439(13) 0.6365(7) 0.4793(7) 0.028(2) Uani 1 1 d . . . . .
C10 C 0.2023(11) 0.6844(6) 0.4472(6) 0.016(2) Uani 1 1 d . . . . .
C11 C 0.1629(14) 0.7252(7) 0.5387(7) 0.031(3) Uani 1 1 d . . . . .
H11 H 0.228185 0.725677 0.595141 0.037 Uiso 1 1 calc R U . . .
C12 C 0.0345(15) 0.7649(8) 0.5517(8) 0.039(3) Uani 1 1 d . . . . .
H12 H 0.012936 0.792495 0.616785 0.047 Uiso 1 1 calc R U . . .
C13 C -0.0627(14) 0.7665(7) 0.4759(9) 0.036(3) Uani 1 1 d . . . . .
H13 H -0.150355 0.796253 0.488692 0.044 Uiso 1 1 calc R U . . .
C14 C -0.0393(12) 0.7263(7) 0.3796(7) 0.026(2) Uani 1 1 d . . . . .
C15 C -0.1344(13) 0.7216(8) 0.2910(9) 0.036(3) Uani 1 1 d . . . . .
H15 H -0.228362 0.745268 0.288619 0.043 Uiso 1 1 calc R U . . .
C16 C -0.0587(12) 0.6713(6) 0.1989(5) 0.017(2) Uani 1 1 d . . . . .
H16 H -0.100787 0.678540 0.139457 0.020 Uiso 1 1 calc R U . . .
C17 C 0.0978(13) 0.6822(6) 0.3625(6) 0.026(3) Uani 1 1 d . . . . .
C18 C 0.0212(15) 0.6354(9) 0.1935(8) 0.030(2) Uiso 1 1 d . . . . .
H18 H 0.029496 0.594020 0.128562 0.037 Uiso 1 1 calc R U . . .
N1 N 0.5056(10) 0.7774(6) 0.2646(6) 0.0233(19) Uani 1 1 d . . . . .
N2 N 0.2428(12) 0.4881(6) 0.0487(6) 0.037(2) Uani 1 1 d . . . . .
N3 N 0.1203(10) 0.3874(6) 0.2782(6) 0.0244(19) Uani 1 1 d . . . . .
N4 N 0.5300(11) 0.5481(6) 0.3235(6) 0.031(2) Uani 1 1 d . . . . .
N5 N 0.3283(11) 0.6406(6) 0.4160(6) 0.027(2) Uani 1 1 d . . . . .
N6 N 0.1300(10) 0.6360(6) 0.2708(6) 0.0256(19) Uani 1 1 d . . . . .
O1 O 0.4660(9) 0.6748(5) 0.5719(5) 0.0306(16) Uiso 1 1 d . . . . .
P1 P 0.1367(3) 0.00801(15) 0.19827(15) 0.0135(5) Uani 1 1 d . . . . .
C19 C -0.0497(11) 0.0425(6) 0.2035(6) 0.0148(18) Uiso 1 1 d . . . . .
C20 C -0.0814(11) 0.1256(6) 0.1817(6) 0.019(2) Uani 1 1 d . . . . .
H20 H -0.006338 0.162103 0.159096 0.023 Uiso 1 1 calc R U . . .
C21 C -0.2210(12) 0.1550(7) 0.1927(7) 0.022(2) Uiso 1 1 d . . . . .
H21 H -0.241263 0.212507 0.179197 0.026 Uiso 1 1 calc R U . . .
C22 C -0.3314(11) 0.1002(7) 0.2235(6) 0.022(2) Uani 1 1 d . . . . .
H22 H -0.427596 0.120433 0.230948 0.027 Uiso 1 1 calc R U . . .
C23 C -0.3037(12) 0.0161(7) 0.2437(7) 0.026(2) Uani 1 1 d . . . . .
H23 H -0.380736 -0.020879 0.264527 0.032 Uiso 1 1 calc R U . . .
C24 C -0.1646(11) -0.0135(6) 0.2334(6) 0.018(2) Uani 1 1 d . . . . .
H24 H -0.145805 -0.071424 0.246437 0.022 Uiso 1 1 calc R U . . .
C25 C 0.2254(11) 0.0223(6) 0.3213(6) 0.0152(19) Uani 1 1 d . . . . .
C26 C 0.1682(12) -0.0476(7) 0.3607(7) 0.024(2) Uani 1 1 d . . . . .
H26 H 0.091039 -0.104044 0.321022 0.029 Uiso 1 1 calc R U . . .
C27 C 0.2225(13) -0.0356(8) 0.4566(7) 0.031(3) Uani 1 1 d . . . . .
H27 H 0.180160 -0.082111 0.484300 0.037 Uiso 1 1 calc R U . . .
C28 C 0.3397(12) 0.0450(7) 0.5133(7) 0.024(2) Uani 1 1 d . . . . .
H28 H 0.377633 0.053260 0.579750 0.029 Uiso 1 1 calc R U . . .
C29 C 0.4012(11) 0.1130(7) 0.4734(6) 0.022(2) Uani 1 1 d . . . . .
H29 H 0.482057 0.167460 0.512184 0.026 Uiso 1 1 calc R U . . .
C30 C 0.3446(10) 0.1020(6) 0.3764(6) 0.0164(19) Uani 1 1 d . . . . .
H30 H 0.386981 0.148162 0.348356 0.020 Uiso 1 1 calc R U . . .
C31 C 0.2523(10) 0.0866(6) 0.1513(6) 0.0151(19) Uani 1 1 d . . . . .
C32 C 0.2886(11) 0.1917(6) 0.1999(6) 0.0163(19) Uani 1 1 d . . . . .
H32 H 0.250240 0.222243 0.258894 0.020 Uiso 1 1 calc R U . . .
C33 C 0.3798(11) 0.2505(6) 0.1620(6) 0.018(2) Uani 1 1 d . . . . .
H33 H 0.405673 0.321258 0.195847 0.021 Uiso 1 1 calc R U . . .
C34 C 0.4340(11) 0.2066(7) 0.0743(7) 0.020(2) Uani 1 1 d . . . . .
H34 H 0.496615 0.247549 0.048750 0.024 Uiso 1 1 calc R U . . .
C35 C 0.3971(11) 0.1047(7) 0.0249(6) 0.019(2) Uani 1 1 d . . . . .
H35 H 0.433377 0.075740 -0.035339 0.022 Uiso 1 1 calc R U . . .
C36 C 0.3074(11) 0.0428(6) 0.0616(6) 0.0157(19) Uani 1 1 d . . . . .
H36 H 0.283319 -0.027835 0.027108 0.019 Uiso 1 1 calc R U . . .
C37 C 0.1161(11) -0.1203(6) 0.1181(6) 0.016(2) Uani 1 1 d . . . . .
C38 C 0.2377(11) -0.1691(6) 0.1249(6) 0.018(2) Uani 1 1 d . . . . .
H38 H 0.325541 -0.136724 0.175127 0.021 Uiso 1 1 calc R U . . .
C39 C 0.2307(11) -0.2658(6) 0.0581(6) 0.017(2) Uani 1 1 d . . . . .
H39 H 0.314287 -0.299351 0.061919 0.020 Uiso 1 1 calc R U . . .
C40 C 0.1010(11) -0.3130(6) -0.0143(6) 0.018(2) Uani 1 1 d . . . . .
H40 H 0.096410 -0.378750 -0.060522 0.022 Uiso 1 1 calc R U . . .
C41 C -0.0216(11) -0.2648(6) -0.0195(6) 0.020(2) Uani 1 1 d . . . . .
H41 H -0.111136 -0.298313 -0.067968 0.024 Uiso 1 1 calc R U . . .
C42 C -0.0143(11) -0.1674(6) 0.0460(6) 0.0165(19) Uiso 1 1 d . . . . .
H42 H -0.097372 -0.133632 0.041516 0.020 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 1.874(8) . ?
FE1 C2 1.943(10) . ?
FE1 C3 1.954(10) . ?
FE1 C1 1.962(10) . ?
FE1 N6 1.965(9) . ?
FE1 N4 2.093(10) . ?
BR1 C4 1.892(12) . ?
C1 N1 1.158(12) . ?
C2 N2 1.181(13) . ?
C3 N3 1.172(13) . ?
C4 N4 1.287(14) . ?
C4 C5 1.390(17) . ?
C5 C6 1.329(18) . ?
C6 C7 1.479(19) . ?
C7 C8 1.395(15) . ?
C8 N4 1.368(12) . ?
C8 C9 1.508(14) . ?
C9 O1 1.252(12) . ?
C9 N5 1.326(14) . ?
C10 C11 1.371(13) . ?
C10 N5 1.410(13) . ?
C10 C17 1.449(14) . ?
C11 C12 1.355(17) . ?
C12 C13 1.333(18) . ?
C13 C14 1.378(15) . ?
C14 C15 1.438(16) . ?
C14 C17 1.464(15) . ?
C15 C16 1.570(15) . ?
C16 C18 0.933(13) . ?
C17 N6 1.360(12) . ?
C18 N6 1.398(14) . ?
P1 C31 1.781(9) . ?
P1 C37 1.791(8) . ?
P1 C19 1.804(10) . ?
P1 C25 1.807(8) . ?
C19 C20 1.396(13) . ?
C19 C24 1.414(13) . ?
C20 C21 1.379(14) . ?
C21 C22 1.385(14) . ?
C22 C23 1.388(14) . ?
C23 C24 1.375(14) . ?
C25 C26 1.385(13) . ?
C25 C30 1.390(13) . ?
C26 C27 1.371(14) . ?
C27 C28 1.392(14) . ?
C28 C29 1.381(14) . ?
C29 C30 1.394(13) . ?
C31 C32 1.408(12) . ?
C31 C36 1.422(12) . ?
C32 C33 1.383(13) . ?
C33 C34 1.394(13) . ?
C34 C35 1.371(13) . ?
C35 C36 1.394(13) . ?
C37 C38 1.386(13) . ?
C37 C42 1.392(13) . ?
C38 C39 1.392(12) . ?
C39 C40 1.389(13) . ?
C40 C41 1.384(14) . ?
C41 C42 1.391(12) . ?

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
N5 FE1 C2 172.3(4) . . ?
N5 FE1 C3 90.3(4) . . ?
C2 FE1 C3 85.7(4) . . ?
N5 FE1 C1 95.3(3) . . ?
C2 FE1 C1 88.6(4) . . ?
C3 FE1 C1 174.2(4) . . ?
N5 FE1 N6 84.2(4) . . ?
C2 FE1 N6 89.1(4) . . ?
C3 FE1 N6 88.7(4) . . ?
C1 FE1 N6 90.1(4) . . ?
N5 FE1 N4 82.3(4) . . ?
C2 FE1 N4 104.6(4) . . ?
C3 FE1 N4 93.5(4) . . ?
C1 FE1 N4 89.0(3) . . ?
N6 FE1 N4 166.3(3) . . ?
N1 C1 FE1 177.4(8) . . ?
N2 C2 FE1 171.6(11) . . ?
N3 C3 FE1 175.1(9) . . ?
N4 C4 C5 123.8(11) . . ?
N4 C4 BR1 120.8(9) . . ?
C5 C4 BR1 115.2(9) . . ?
C6 C5 C4 121.2(11) . . ?
C5 C6 C7 117.6(11) . . ?
C8 C7 C6 116.1(11) . . ?
N4 C8 C7 122.9(10) . . ?
N4 C8 C9 117.9(8) . . ?
C7 C8 C9 119.2(9) . . ?
O1 C9 N5 127.7(10) . . ?
O1 C9 C8 121.8(9) . . ?
N5 C9 C8 110.5(8) . . ?
C11 C10 N5 132.6(9) . . ?
C11 C10 C17 117.3(9) . . ?
N5 C10 C17 110.1(7) . . ?
C12 C11 C10 122.5(11) . . ?
C13 C12 C11 122.1(11) . . ?
C12 C13 C14 121.8(11) . . ?
C13 C14 C15 127.9(11) . . ?
C13 C14 C17 117.8(10) . . ?
C15 C14 C17 114.3(9) . . ?
C14 C15 C16 109.5(10) . . ?
C18 C16 C15 130.1(11) . . ?
N6 C17 C10 118.0(10) . . ?
N6 C17 C14 123.4(9) . . ?
C10 C17 C14 118.6(8) . . ?
C16 C18 N6 126.9(12) . . ?
C4 N4 C8 118.3(10) . . ?
C4 N4 FE1 133.7(8) . . ?
C8 N4 FE1 108.0(6) . . ?
C9 N5 C10 122.3(8) . . ?
C9 N5 FE1 121.2(7) . . ?
C10 N5 FE1 116.4(6) . . ?
C17 N6 C18 114.0(10) . . ?
C17 N6 FE1 111.1(7) . . ?
C18 N6 FE1 134.9(7) . . ?
C31 P1 C37 109.1(4) . . ?
C31 P1 C19 109.3(4) . . ?
C37 P1 C19 109.8(4) . . ?
C31 P1 C25 110.5(4) . . ?
C37 P1 C25 109.1(4) . . ?
C19 P1 C25 109.0(4) . . ?
C20 C19 C24 119.2(9) . . ?
C20 C19 P1 121.3(7) . . ?
C24 C19 P1 119.5(7) . . ?
C21 C20 C19 120.5(9) . . ?
C20 C21 C22 119.5(9) . . ?
C21 C22 C23 121.0(10) . . ?
C24 C23 C22 119.9(9) . . ?
C23 C24 C19 119.9(9) . . ?
C26 C25 C30 120.5(8) . . ?
C26 C25 P1 117.9(7) . . ?
C30 C25 P1 121.6(7) . . ?
C27 C26 C25 120.2(9) . . ?
C26 C27 C28 119.8(9) . . ?
C29 C28 C27 120.3(8) . . ?
C28 C29 C30 120.1(8) . . ?
C25 C30 C29 119.0(8) . . ?
C32 C31 C36 118.9(8) . . ?
C32 C31 P1 121.6(7) . . ?
C36 C31 P1 119.5(6) . . ?
C33 C32 C31 120.2(8) . . ?
C32 C33 C34 120.3(8) . . ?
C35 C34 C33 120.3(8) . . ?
C34 C35 C36 121.0(8) . . ?
C35 C36 C31 119.2(8) . . ?
C38 C37 C42 120.7(8) . . ?
C38 C37 P1 118.4(6) . . ?
C42 C37 P1 120.8(7) . . ?
C37 C38 C39 119.8(8) . . ?
C40 C39 C38 119.7(9) . . ?
C41 C40 C39 120.3(8) . . ?
C40 C41 C42 120.3(8) . . ?
C41 C42 C37 119.1(9) . . ?

_refine_diff_density_max         2.462
_refine_diff_density_min         -1.972
_refine_diff_density_rms         0.167



####################################################################### 
# 
# 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_complex3
_audit_block_doi                 10.5517/ccdc.csd.cc1l8pr9
_database_code_depnum_ccdc_archive 'CCDC 1468121'
_audit_update_record             
;
2016-11-02 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_complex3            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.747 Note
RESPONSE: We measured SXRD using the synchrotron that leads to incomplete 
scans compare to actual symmetry.
;
_vrf_THETM01_complex3            
;
PROBLEM: _The value of sine(theta_max)/wavelength is less than 0.575. Calculated sin(theta_max)/wavelength = 0.5613
RESPONSE: The high angle data was dominated by noise because of the weak 
diffraction of the poor quality crystal. 
;
_vrf_PLAT430_complex3            
;
PROBLEM: _Short Inter D...A Contact O4 .. N3 .. 2.75 Ang.
RESPONSE: H-atoms were not added to water molecules and H-bonds 
are hence missing
;
_vrf_PLAT911_complex3            
;
PROBLEM: _Missing # FCF Refl Between THmin & STh/L= 0.561 1272 Report
RESPONSE: These reflections were probably affected by unexpected deviations 
in their intensities for symmetry equivalent measurements and omitted during 
initial data reduction.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H22 Cl Fe Mn N8 O4'
_chemical_formula_weight         752.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.013(3)
_cell_length_b                   10.537(2)
_cell_length_c                   25.601(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.91(3)
_cell_angle_gamma                90
_cell_volume                     3434.8(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16227
_cell_measurement_theta_min      0.515668977
_cell_measurement_theta_max      30.37238368

_exptl_crystal_description       Plate
_exptl_crystal_colour            Brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_F_000             1528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.918
_shelx_estimated_absorpt_T_min   0.914
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.9138
_exptl_absorpt_correction_T_max  0.9556
_exptl_absorpt_process_details   HKL2000-Scalepack
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.900
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'bending magnet beamline'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10548
_diffrn_reflns_av_unetI/netI     0.0581
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.059
_diffrn_reflns_theta_max         30.342
_diffrn_reflns_theta_full        30.342
_diffrn_measured_fraction_theta_max 0.747
_diffrn_measured_fraction_theta_full 0.747
_diffrn_reflns_Laue_measured_fraction_max 0.747
_diffrn_reflns_Laue_measured_fraction_full 0.747
_diffrn_reflns_point_group_measured_fraction_max 0.747
_diffrn_reflns_point_group_measured_fraction_full 0.747
_reflns_number_total             3806
_reflns_number_gt                2828
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'PAL ADSC Quantum-210'
_computing_cell_refinement       HKL2000
_computing_data_reduction        HKL2000
_computing_structure_solution    SHELXTL
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    WingX
_computing_publication_material  WingX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1397P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3806
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0678
_refine_ls_wR_factor_ref         0.1973
_refine_ls_wR_factor_gt          0.1820
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.39337(8) 0.38051(9) 0.12742(4) 0.0343(4) Uani 1 1 d . . . . .
MN1 Mn 0.68444(8) 0.02894(9) 0.13868(4) 0.0329(4) Uani 1 1 d . . . . .
CL1 Cl 0.63514(17) 0.5504(2) 0.15876(9) 0.0620(7) Uani 1 1 d . . . . .
C1 C 0.4972(6) 0.2561(7) 0.1167(3) 0.0354(18) Uani 1 1 d . . . . .
C2 C 0.3050(6) 0.5122(7) 0.1493(3) 0.0375(19) Uani 1 1 d . . . . .
C3 C 0.4754(6) 0.3960(7) 0.1998(4) 0.048(2) Uani 1 1 d . . . . .
C4 C 0.5451(6) 0.5876(7) 0.1008(3) 0.045(2) Uani 1 1 d . . . . .
C5 C 0.5665(7) 0.6869(7) 0.0701(4) 0.049(2) Uani 1 1 d . . . . .
H5 H 0.626423 0.738784 0.082050 0.059 Uiso 1 1 calc R U . . .
C6 C 0.5010(7) 0.7106(7) 0.0223(4) 0.051(2) Uani 1 1 d . . . . .
H6 H 0.513709 0.780658 0.001168 0.061 Uiso 1 1 calc R U . . .
C7 C 0.4161(7) 0.6322(7) 0.0049(3) 0.047(2) Uani 1 1 d . . . . .
H7 H 0.371936 0.643509 -0.029308 0.057 Uiso 1 1 calc R U . . .
C8 C 0.3972(6) 0.5373(6) 0.0383(3) 0.0398(19) Uani 1 1 d . . . . .
C9 C 0.3070(6) 0.4496(7) 0.0229(3) 0.0376(19) Uani 1 1 d . . . . .
C10 C 0.2207(6) 0.2753(7) 0.0575(3) 0.041(2) Uani 1 1 d . . . . .
C11 C 0.1409(6) 0.2436(7) 0.0149(3) 0.044(2) Uani 1 1 d . . . . .
H11 H 0.137736 0.281870 -0.019012 0.053 Uiso 1 1 calc R U . . .
C12 C 0.0653(7) 0.1556(8) 0.0218(4) 0.063(3) Uani 1 1 d . . . . .
H12 H 0.010821 0.136110 -0.007924 0.076 Uiso 1 1 calc R U . . .
C13 C 0.0650(7) 0.0963(8) 0.0686(4) 0.055(2) Uani 1 1 d . . . . .
H13 H 0.010913 0.037976 0.071581 0.066 Uiso 1 1 calc R U . . .
C14 C 0.1464(6) 0.1225(7) 0.1128(3) 0.043(2) Uani 1 1 d . . . . .
C15 C 0.1556(6) 0.0641(7) 0.1630(4) 0.054(2) Uani 1 1 d . . . . .
H15 H 0.105181 0.003232 0.168736 0.064 Uiso 1 1 calc R U . . .
C16 C 0.2383(7) 0.0961(7) 0.2037(3) 0.049(2) Uani 1 1 d . . . . .
H16 H 0.245789 0.056151 0.237562 0.058 Uiso 1 1 calc R U . . .
C17 C 0.3116(6) 0.1880(7) 0.1953(3) 0.0415(19) Uani 1 1 d . . . . .
C18 C 0.2224(6) 0.2126(6) 0.1073(3) 0.0374(18) Uani 1 1 d . . . . .
C19 C 0.5363(6) -0.0867(6) 0.1947(3) 0.0358(19) Uani 1 1 d . . . . .
C20 C 0.4554(5) -0.1775(6) 0.1934(3) 0.0362(18) Uani 1 1 d . . . . .
H20 H 0.439383 -0.235361 0.164372 0.043 Uiso 1 1 calc R U . . .
C21 C 0.3992(6) -0.1830(7) 0.2338(3) 0.044(2) Uani 1 1 d . . . . .
H21 H 0.345109 -0.244235 0.232342 0.053 Uiso 1 1 calc R U . . .
C22 C 0.4222(6) -0.0978(7) 0.2773(3) 0.044(2) Uani 1 1 d . . . . .
H22 H 0.383135 -0.100400 0.304779 0.053 Uiso 1 1 calc R U . . .
C23 C 0.5020(6) -0.0107(7) 0.2792(3) 0.043(2) Uani 1 1 d . . . . .
H23 H 0.518736 0.045272 0.308830 0.052 Uiso 1 1 calc R U . . .
C24 C 0.5592(6) -0.0030(6) 0.2383(3) 0.0350(19) Uani 1 1 d . . . . .
C25 C 0.6393(6) 0.0915(6) 0.2438(3) 0.0381(19) Uani 1 1 d . . . . .
H25 H 0.649663 0.143533 0.274783 0.046 Uiso 1 1 calc R U . . .
C26 C 0.7709(6) 0.2227(6) 0.2172(3) 0.045(2) Uani 1 1 d . . . . .
H26A H 0.804310 0.232312 0.255369 0.054 Uiso 1 1 calc R U . . .
H26B H 0.731341 0.301238 0.205094 0.054 Uiso 1 1 calc R U . . .
C27 C 0.8527(5) 0.1999(7) 0.1849(3) 0.043(2) Uani 1 1 d . . . . .
H27A H 0.889443 0.280068 0.180138 0.052 Uiso 1 1 calc R U . . .
H27B H 0.905169 0.137712 0.202990 0.052 Uiso 1 1 calc R U . . .
C28 C 0.8201(6) 0.1874(7) 0.0880(3) 0.043(2) Uani 1 1 d . . . . .
H28 H 0.872772 0.250621 0.089949 0.052 Uiso 1 1 calc R U . . .
C29 C 0.7720(6) 0.1409(7) 0.0360(3) 0.0397(19) Uani 1 1 d . . . . .
C30 C 0.7949(6) 0.2010(7) -0.0094(3) 0.045(2) Uani 1 1 d . . . . .
H30 H 0.844375 0.268513 -0.004647 0.055 Uiso 1 1 calc R U . . .
C31 C 0.7492(6) 0.1659(7) -0.0590(3) 0.041(2) Uani 1 1 d . . . . .
H31 H 0.765184 0.210073 -0.088667 0.050 Uiso 1 1 calc R U . . .
C32 C 0.6786(6) 0.0657(7) -0.0675(3) 0.0407(19) Uani 1 1 d . . . . .
H32 H 0.646288 0.040735 -0.102736 0.049 Uiso 1 1 calc R U . . .
C33 C 0.6559(6) 0.0025(6) -0.0236(3) 0.0380(19) Uani 1 1 d . . . . .
H33 H 0.608111 -0.066798 -0.029426 0.046 Uiso 1 1 calc R U . . .
C34 C 0.7010(5) 0.0375(6) 0.0287(3) 0.0329(18) Uani 1 1 d . . . . .
N1 N 0.5607(5) 0.1827(6) 0.1109(2) 0.0406(15) Uani 1 1 d . . . . .
N2 N 0.2489(5) 0.5888(6) 0.1598(2) 0.0411(16) Uani 1 1 d . . . . .
N3 N 0.5195(6) 0.3953(6) 0.2441(3) 0.062(2) Uani 1 1 d . . . . .
N4 N 0.4588(5) 0.5136(5) 0.0881(2) 0.0385(15) Uani 1 1 d . . . . .
N5 N 0.3010(4) 0.3630(5) 0.0609(2) 0.0340(15) Uani 1 1 d . . . . .
N6 N 0.3033(4) 0.2463(5) 0.1485(2) 0.0348(15) Uani 1 1 d . . . . .
N7 N 0.6993(5) 0.1122(5) 0.2097(2) 0.0372(16) Uani 1 1 d . . . . .
N8 N 0.7976(4) 0.1501(5) 0.1325(3) 0.0395(15) Uani 1 1 d . . . . .
O1 O 0.2454(4) 0.4633(5) -0.0214(2) 0.0532(15) Uani 1 1 d . . . . .
O2 O 0.5833(4) -0.0856(4) 0.15400(19) 0.0363(12) Uani 1 1 d . . . . .
O3 O 0.6774(3) -0.0289(4) 0.06859(19) 0.0349(12) Uani 1 1 d . . . . .
O4 O 0.8138(4) -0.1142(4) 0.1704(2) 0.0495(14) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 1.880(5) . ?
FE1 C1 1.942(8) . ?
FE1 C3 1.946(9) . ?
FE1 C2 1.956(9) . ?
FE1 N6 1.983(6) . ?
FE1 N4 2.014(6) . ?
MN1 O3 1.879(5) . ?
MN1 O2 1.886(5) . ?
MN1 N8 1.980(6) . ?
MN1 N7 1.993(6) . ?
MN1 O4 2.281(5) . ?
MN1 N1 2.291(6) . ?
CL1 C4 1.736(8) . ?
C1 N1 1.163(8) . ?
C2 N2 1.157(9) . ?
C3 N3 1.160(9) . ?
C4 N4 1.350(9) . ?
C4 C5 1.371(10) . ?
C5 C6 1.361(11) . ?
C6 C7 1.378(11) . ?
C7 C8 1.371(10) . ?
C8 N4 1.382(9) . ?
C8 C9 1.481(10) . ?
C9 O1 1.256(8) . ?
C9 N5 1.347(9) . ?
C10 C11 1.384(10) . ?
C10 N5 1.384(9) . ?
C10 C18 1.432(10) . ?
C11 C12 1.389(11) . ?
C12 C13 1.350(11) . ?
C13 C14 1.408(11) . ?
C14 C18 1.398(10) . ?
C14 C15 1.409(11) . ?
C15 C16 1.377(11) . ?
C16 C17 1.407(11) . ?
C17 N6 1.330(9) . ?
C18 N6 1.374(9) . ?
C19 O2 1.312(9) . ?
C19 C24 1.406(10) . ?
C19 C20 1.419(10) . ?
C20 C21 1.387(10) . ?
C21 C22 1.412(11) . ?
C22 C23 1.379(11) . ?
C23 C24 1.406(11) . ?
C24 C25 1.428(10) . ?
C25 N7 1.304(9) . ?
C26 N7 1.478(9) . ?
C26 C27 1.496(11) . ?
C27 N8 1.480(9) . ?
C28 N8 1.294(9) . ?
C28 C29 1.437(10) . ?
C29 C30 1.408(10) . ?
C29 C34 1.416(10) . ?
C30 C31 1.339(10) . ?
C31 C32 1.387(10) . ?
C32 C33 1.389(10) . ?
C33 C34 1.397(10) . ?
C34 O3 1.325(8) . ?

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
N5 FE1 C1 98.0(3) . . ?
N5 FE1 C3 173.6(3) . . ?
C1 FE1 C3 86.0(3) . . ?
N5 FE1 C2 91.4(3) . . ?
C1 FE1 C2 170.5(3) . . ?
C3 FE1 C2 84.7(3) . . ?
N5 FE1 N6 82.7(3) . . ?
C1 FE1 N6 91.4(3) . . ?
C3 FE1 N6 92.2(3) . . ?
C2 FE1 N6 90.7(3) . . ?
N5 FE1 N4 82.7(2) . . ?
C1 FE1 N4 91.2(3) . . ?
C3 FE1 N4 102.2(3) . . ?
C2 FE1 N4 89.1(3) . . ?
N6 FE1 N4 165.4(2) . . ?
O3 MN1 O2 95.3(2) . . ?
O3 MN1 N8 91.3(2) . . ?
O2 MN1 N8 172.7(2) . . ?
O3 MN1 N7 172.2(2) . . ?
O2 MN1 N7 91.8(2) . . ?
N8 MN1 N7 81.7(3) . . ?
O3 MN1 O4 90.73(19) . . ?
O2 MN1 O4 89.9(2) . . ?
N8 MN1 O4 87.0(2) . . ?
N7 MN1 O4 92.3(2) . . ?
O3 MN1 N1 92.3(2) . . ?
O2 MN1 N1 92.4(2) . . ?
N8 MN1 N1 90.3(2) . . ?
N7 MN1 N1 84.3(2) . . ?
O4 MN1 N1 176.02(19) . . ?
N1 C1 FE1 178.7(7) . . ?
N2 C2 FE1 176.4(6) . . ?
N3 C3 FE1 173.6(7) . . ?
N4 C4 C5 124.1(7) . . ?
N4 C4 CL1 117.1(6) . . ?
C5 C4 CL1 118.8(6) . . ?
C6 C5 C4 119.4(8) . . ?
C5 C6 C7 119.5(8) . . ?
C8 C7 C6 118.1(8) . . ?
C7 C8 N4 124.3(7) . . ?
C7 C8 C9 121.5(7) . . ?
N4 C8 C9 114.2(6) . . ?
O1 C9 N5 127.5(7) . . ?
O1 C9 C8 119.5(7) . . ?
N5 C9 C8 113.0(6) . . ?
C11 C10 N5 130.1(7) . . ?
C11 C10 C18 117.5(7) . . ?
N5 C10 C18 112.4(6) . . ?
C10 C11 C12 119.7(8) . . ?
C13 C12 C11 123.6(8) . . ?
C12 C13 C14 118.8(8) . . ?
C18 C14 C13 118.9(8) . . ?
C18 C14 C15 117.3(7) . . ?
C13 C14 C15 123.8(8) . . ?
C16 C15 C14 119.3(8) . . ?
C15 C16 C17 120.1(8) . . ?
N6 C17 C16 121.6(7) . . ?
N6 C18 C14 123.0(7) . . ?
N6 C18 C10 115.6(6) . . ?
C14 C18 C10 121.4(7) . . ?
O2 C19 C24 124.7(7) . . ?
O2 C19 C20 116.9(6) . . ?
C24 C19 C20 118.4(7) . . ?
C21 C20 C19 120.9(7) . . ?
C20 C21 C22 120.2(7) . . ?
C23 C22 C21 119.1(7) . . ?
C22 C23 C24 121.5(7) . . ?
C23 C24 C19 119.9(7) . . ?
C23 C24 C25 117.0(7) . . ?
C19 C24 C25 123.1(7) . . ?
N7 C25 C24 125.2(7) . . ?
N7 C26 C27 107.7(6) . . ?
N8 C27 C26 106.9(6) . . ?
N8 C28 C29 125.3(7) . . ?
C30 C29 C34 118.8(7) . . ?
C30 C29 C28 119.1(7) . . ?
C34 C29 C28 122.1(7) . . ?
C31 C30 C29 122.0(7) . . ?
C30 C31 C32 120.7(7) . . ?
C31 C32 C33 118.9(7) . . ?
C32 C33 C34 122.1(7) . . ?
O3 C34 C33 118.8(6) . . ?
O3 C34 C29 123.6(6) . . ?
C33 C34 C29 117.6(7) . . ?
C1 N1 MN1 154.6(6) . . ?
C4 N4 C8 114.4(6) . . ?
C4 N4 FE1 134.3(5) . . ?
C8 N4 FE1 111.2(5) . . ?
C9 N5 C10 124.3(6) . . ?
C9 N5 FE1 117.8(5) . . ?
C10 N5 FE1 117.1(5) . . ?
C17 N6 C18 118.6(6) . . ?
C17 N6 FE1 129.2(5) . . ?
C18 N6 FE1 112.2(5) . . ?
C25 N7 C26 119.6(6) . . ?
C25 N7 MN1 125.4(5) . . ?
C26 N7 MN1 113.8(5) . . ?
C28 N8 C27 122.3(6) . . ?
C28 N8 MN1 125.0(5) . . ?
C27 N8 MN1 112.7(5) . . ?
C19 O2 MN1 129.1(4) . . ?
C34 O3 MN1 126.3(4) . . ?

_refine_diff_density_max         1.506
_refine_diff_density_min         -0.955
_refine_diff_density_rms         0.115



####################################################################### 
# 
# 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_complex4
_audit_block_doi                 10.5517/ccdc.csd.cc1l8psb
_database_code_depnum_ccdc_archive 'CCDC 1468122'
_audit_update_record             
;
2016-11-02 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_complex4            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.944 Note
RESPONSE: A full set of data was collected, however the very high angle 
data was dominated by noise [I/sigma(I) < 1.0] and was omitted.
;
_vrf_PLAT919_complex4            
;
PROBLEM: _Reflection # Likely Affected by the Beamstop ... 3 Check
;
_vrf_PLAT934_complex4            
;
PROBLEM: _Number of (Iobs-Icalc)/SigmaW > 10 Outliers .... 3 Check
RESPONSE: Alerts above are consequences of the disorder in the structure.
We try to get better result, but the reported one is found to be the best one
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H17 Br2 Cl Fe Mn N8 O3'
_chemical_formula_weight         891.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.4997(8)
_cell_length_b                   12.8619(10)
_cell_length_c                   26.645(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.843(2)
_cell_angle_gamma                90
_cell_volume                     3572.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4942
_cell_measurement_theta_min      2.2085
_cell_measurement_theta_max      21.665

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_F_000             1756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.117
_shelx_estimated_absorpt_T_min   0.574
_shelx_estimated_absorpt_T_max   0.746
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5744
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            52269
_diffrn_reflns_av_unetI/netI     0.1158
_diffrn_reflns_av_R_equivalents  0.1367
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.539
_diffrn_reflns_theta_max         28.296
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measured_fraction_theta_full 0.944
_diffrn_reflns_Laue_measured_fraction_max 0.892
_diffrn_reflns_Laue_measured_fraction_full 0.944
_diffrn_reflns_point_group_measured_fraction_max 0.892
_diffrn_reflns_point_group_measured_fraction_full 0.944
_reflns_number_total             7911
_reflns_number_gt                3899
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker SMART APEXll'
_computing_cell_refinement       'Bruker SMART APEXll'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXTL
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    WingX
_computing_publication_material  WingX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1111P)²+0.2563P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7911
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1512
_refine_ls_R_factor_gt           0.0635
_refine_ls_wR_factor_ref         0.2151
_refine_ls_wR_factor_gt          0.1683
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 1.16797(9) 0.38470(7) 0.84491(4) 0.0270(3) Uani 1 1 d . . . . .
MN1 Mn 0.66905(10) 0.39773(8) 0.83967(4) 0.0295(3) Uani 1 1 d . . . . .
CL1 Cl 1.1976(2) 0.66083(16) 0.83994(10) 0.0648(7) Uani 1 1 d . . . . .
BR1 Br 0.52981(9) 0.16170(6) 1.08127(3) 0.0548(3) Uani 1 1 d . . . . .
BR2 Br 0.58989(10) 0.52925(10) 0.56762(4) 0.0773(4) Uani 1 1 d . . . . .
C1 C 0.9896(8) 0.3952(5) 0.8605(3) 0.0360(17) Uani 1 1 d . . . . .
C2 C 1.3447(8) 0.3946(5) 0.8317(3) 0.0399(19) Uani 1 1 d . . . . .
C3 C 1.2207(9) 0.4686(6) 0.9053(3) 0.054(2) Uani 1 1 d . . . . .
C4 C 1.2392(7) 0.2436(7) 0.9359(3) 0.045(2) Uani 1 1 d . . . . .
H4 H 1.256233 0.301777 0.956346 0.054 Uiso 1 1 calc R U . . .
C5 C 1.2516(7) 0.1566(6) 0.9553(3) 0.0367(18) Uani 1 1 d . . . . .
H5 H 1.270943 0.152516 0.990212 0.044 Uiso 1 1 calc R U . . .
C6 C 1.2381(8) 0.0625(6) 0.9276(3) 0.052(2) Uani 1 1 d . . . . .
H6 H 1.249171 -0.001324 0.943950 0.062 Uiso 1 1 calc R U . . .
C7 C 1.2082(7) 0.0675(5) 0.8761(3) 0.0368(18) Uani 1 1 d . . . . .
C8 C 1.1886(7) -0.0145(5) 0.8416(3) 0.0390(19) Uani 1 1 d . . . . .
H8 H 1.200243 -0.082508 0.853184 0.047 Uiso 1 1 calc R U . . .
C9 C 1.1534(8) 0.0026(6) 0.7924(4) 0.051(2) Uani 1 1 d . . . . .
H9 H 1.146356 -0.053926 0.770534 0.061 Uiso 1 1 calc R U . . .
C10 C 1.1269(8) 0.1010(6) 0.7726(3) 0.045(2) Uani 1 1 d . . . . .
H10 H 1.097837 0.109320 0.738508 0.055 Uiso 1 1 calc R U . . .
C11 C 1.1436(7) 0.1839(5) 0.8031(3) 0.0345(17) Uani 1 1 d . . . . .
C12 C 1.1845(7) 0.1735(5) 0.8558(3) 0.0360(18) Uani 1 1 d . . . . .
C13 C 1.0609(8) 0.3293(6) 0.7480(3) 0.046(2) Uani 1 1 d . . . . .
C14 C 1.0555(7) 0.4415(6) 0.7479(3) 0.0358(17) Uani 1 1 d . . . . .
C15 C 0.9948(8) 0.4976(6) 0.7060(3) 0.051(2) Uani 1 1 d . . . . .
H15 H 0.953381 0.462513 0.678235 0.061 Uiso 1 1 calc R U . . .
C16 C 0.9978(8) 0.6064(6) 0.7069(3) 0.052(2) Uani 1 1 d . . . . .
H16 H 0.958953 0.645068 0.679819 0.063 Uiso 1 1 calc R U . . .
C17 C 1.0616(8) 0.6560(7) 0.7502(4) 0.057(3) Uani 1 1 d . . . . .
H17 H 1.065329 0.728125 0.751914 0.069 Uiso 1 1 calc R U . . .
C18 C 1.1176(8) 0.5971(6) 0.7895(4) 0.052(2) Uani 1 1 d . . . . .
C19 C 0.6267(7) 0.2498(5) 0.9186(3) 0.0298(16) Uani 1 1 d . . . . .
C20 C 0.6131(7) 0.1469(5) 0.9329(3) 0.0373(18) Uani 1 1 d . . . . .
H20 H 0.623002 0.094653 0.909585 0.045 Uiso 1 1 calc R U . . .
C21 C 0.5856(8) 0.1199(5) 0.9799(3) 0.0423(19) Uani 1 1 d . . . . .
H21 H 0.577163 0.050155 0.988122 0.051 Uiso 1 1 calc R U . . .
C22 C 0.5700(7) 0.1981(5) 1.0161(3) 0.0378(18) Uani 1 1 d . . . . .
C23 C 0.5794(7) 0.2995(5) 1.0025(3) 0.0370(18) Uani 1 1 d . . . . .
H23 H 0.566104 0.351003 1.025840 0.044 Uiso 1 1 calc R U . . .
C24 C 0.6085(7) 0.3285(5) 0.9546(3) 0.0313(16) Uani 1 1 d . . . . .
C25 C 0.6149(7) 0.4374(5) 0.9439(3) 0.0383(18) Uani 1 1 d . . . . .
H25 H 0.601609 0.483822 0.969557 0.046 Uiso 1 1 calc R U . . .
C26 C 0.6188(11) 0.5899(6) 0.8923(4) 0.071(3) Uani 1 1 d . . . . .
C27 C 0.6957(10) 0.6221(6) 0.8529(3) 0.055(2) Uani 1 1 d . . . . .
C28 C 0.6811(7) 0.5666(6) 0.7662(3) 0.0394(19) Uani 1 1 d . . . . .
H28 H 0.690505 0.636839 0.759223 0.047 Uiso 1 1 calc R U . . .
C29 C 0.6676(8) 0.4981(6) 0.7241(3) 0.045(2) Uani 1 1 d . . . . .
C30 C 0.6503(7) 0.5392(7) 0.6752(3) 0.047(2) Uani 1 1 d . . . . .
H30 H 0.656432 0.610505 0.670328 0.057 Uiso 1 1 calc R U . . .
C31 C 0.6238(8) 0.4734(9) 0.6339(3) 0.064(3) Uani 1 1 d . . . . .
C32 C 0.6194(8) 0.3669(8) 0.6403(3) 0.058(3) Uani 1 1 d . . . . .
H32 H 0.603674 0.323596 0.612307 0.070 Uiso 1 1 calc R U . . .
C33 C 0.6385(8) 0.3247(7) 0.6884(3) 0.051(2) Uani 1 1 d . . . . .
H33 H 0.634258 0.252896 0.692168 0.062 Uiso 1 1 calc R U . . .
C34 C 0.6638(7) 0.3862(7) 0.7311(3) 0.044(2) Uani 1 1 d . . . . .
N1 N 0.8840(6) 0.4007(5) 0.8633(3) 0.0475(17) Uani 1 1 d . . . . .
N2 N 0.4512(6) 0.4014(5) 0.8228(3) 0.0424(16) Uani 1 1 d . . . . .
N3 N 1.2588(12) 0.5043(6) 0.9439(3) 0.101(4) Uani 1 1 d . . . . .
N4 N 1.2008(6) 0.2582(4) 0.8846(2) 0.0378(15) Uani 1 1 d . . . . .
N5 N 1.1212(6) 0.2958(4) 0.7908(2) 0.0364(14) Uani 1 1 d . . . . .
N6 N 1.1130(6) 0.4940(4) 0.7902(3) 0.0392(16) Uani 1 1 d . . . . .
N7 N 0.6379(6) 0.4755(4) 0.9012(2) 0.0384(15) Uani 1 1 d . . . . .
N8 N 0.6818(6) 0.5419(4) 0.8127(2) 0.0384(15) Uani 1 1 d . . . . .
O1 O 1.0134(6) 0.2768(4) 0.7111(2) 0.0593(17) Uani 1 1 d . . . . .
O2 O 0.6549(5) 0.2685(3) 0.87240(17) 0.0339(12) Uani 1 1 d . . . . .
O3 O 0.6852(5) 0.3406(4) 0.77559(19) 0.0410(13) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
FE1 N5 1.860(6) . ?
FE1 C2 1.934(9) . ?
FE1 N4 1.949(6) . ?
FE1 C3 1.961(9) . ?
FE1 C1 1.971(8) . ?
FE1 N6 2.059(6) . ?
MN1 O3 1.885(5) . ?
MN1 O2 1.891(4) . ?
MN1 N7 1.980(6) . ?
MN1 N8 2.000(6) . ?
MN1 N1 2.270(7) . ?
MN1 N2 2.279(6) . ?
CL1 C18 1.708(10) . ?
BR1 C22 1.894(7) . ?
BR2 C31 1.901(9) . ?
C1 N1 1.121(9) . ?
C2 N2 1.173(9) 1_655 ?
C3 N3 1.154(11) . ?
C4 C5 1.234(10) . ?
C4 N4 1.390(10) . ?
C5 C6 1.416(11) . ?
C6 C7 1.373(11) . ?
C7 C8 1.397(10) . ?
C7 C12 1.477(10) . ?
C8 C9 1.338(12) . ?
C9 C10 1.386(11) . ?
C10 C11 1.338(10) . ?
C11 C12 1.426(11) . ?
C11 N5 1.489(9) . ?
C12 N4 1.333(8) . ?
C13 O1 1.246(9) . ?
C13 N5 1.310(10) . ?
C13 C14 1.444(10) . ?
C14 N6 1.387(9) . ?
C14 C15 1.415(10) . ?
C15 C16 1.401(11) . ?
C16 C17 1.414(12) . ?
C17 C18 1.367(11) . ?
C18 N6 1.327(9) . ?
C19 O2 1.322(8) . ?
C19 C20 1.389(9) . ?
C19 C24 1.423(9) . ?
C20 C21 1.362(10) . ?
C21 C22 1.418(10) . ?
C22 C23 1.360(9) . ?
C23 C24 1.399(9) . ?
C24 C25 1.433(9) . ?
C25 N7 1.288(9) . ?
C26 C27 1.458(12) . ?
C26 N7 1.500(9) . ?
C27 N8 1.482(9) . ?
C28 N8 1.277(9) . ?
C28 C29 1.420(11) . ?
C29 C30 1.397(11) . ?
C29 C34 1.452(11) . ?
C30 C31 1.389(13) . ?
C31 C32 1.382(13) . ?
C32 C33 1.384(11) . ?
C33 C34 1.386(11) . ?
C34 O3 1.318(8) . ?
N2 C2 1.173(9) 1_455 ?

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
N5 FE1 C2 94.0(3) . . ?
N5 FE1 N4 85.5(3) . . ?
C2 FE1 N4 92.4(3) . . ?
N5 FE1 C3 175.4(3) . . ?
C2 FE1 C3 86.0(4) . . ?
N4 FE1 C3 90.0(3) . . ?
N5 FE1 C1 92.0(3) . . ?
C2 FE1 C1 172.1(3) . . ?
N4 FE1 C1 93.1(3) . . ?
C3 FE1 C1 88.4(4) . . ?
N5 FE1 N6 81.1(3) . . ?
C2 FE1 N6 91.2(3) . . ?
N4 FE1 N6 166.3(3) . . ?
C3 FE1 N6 103.5(3) . . ?
C1 FE1 N6 84.8(3) . . ?
O3 MN1 O2 95.5(2) . . ?
O3 MN1 N7 171.2(2) . . ?
O2 MN1 N7 91.9(2) . . ?
O3 MN1 N8 91.1(2) . . ?
O2 MN1 N8 173.5(2) . . ?
N7 MN1 N8 81.6(2) . . ?
O3 MN1 N1 93.6(2) . . ?
O2 MN1 N1 91.0(2) . . ?
N7 MN1 N1 91.1(3) . . ?
N8 MN1 N1 88.7(2) . . ?
O3 MN1 N2 91.5(2) . . ?
O2 MN1 N2 88.7(2) . . ?
N7 MN1 N2 83.8(3) . . ?
N8 MN1 N2 91.0(2) . . ?
N1 MN1 N2 174.9(3) . . ?
N1 C1 FE1 171.7(7) . . ?
N2 C2 FE1 178.7(7) 1_655 . ?
N3 C3 FE1 169.9(8) . . ?
C5 C4 N4 122.5(7) . . ?
C4 C5 C6 124.0(8) . . ?
C7 C6 C5 118.6(7) . . ?
C6 C7 C8 128.3(7) . . ?
C6 C7 C12 114.7(7) . . ?
C8 C7 C12 116.8(7) . . ?
C9 C8 C7 121.4(7) . . ?
C8 C9 C10 122.9(8) . . ?
C11 C10 C9 119.4(8) . . ?
C10 C11 C12 121.7(7) . . ?
C10 C11 N5 129.1(7) . . ?
C12 C11 N5 109.2(6) . . ?
N4 C12 C11 119.6(7) . . ?
N4 C12 C7 122.7(7) . . ?
C11 C12 C7 117.7(6) . . ?
O1 C13 N5 127.9(8) . . ?
O1 C13 C14 122.0(7) . . ?
N5 C13 C14 110.1(7) . . ?
N6 C14 C15 120.2(7) . . ?
N6 C14 C13 118.2(7) . . ?
C15 C14 C13 121.6(7) . . ?
C16 C15 C14 119.3(8) . . ?
C15 C16 C17 118.1(8) . . ?
C18 C17 C16 119.6(8) . . ?
N6 C18 C17 123.4(9) . . ?
N6 C18 CL1 119.0(7) . . ?
C17 C18 CL1 117.6(7) . . ?
O2 C19 C20 118.1(6) . . ?
O2 C19 C24 124.1(6) . . ?
C20 C19 C24 117.8(6) . . ?
C21 C20 C19 122.4(7) . . ?
C20 C21 C22 119.9(7) . . ?
C23 C22 C21 118.8(7) . . ?
C23 C22 BR1 120.8(6) . . ?
C21 C22 BR1 120.4(5) . . ?
C22 C23 C24 122.0(7) . . ?
C23 C24 C19 119.1(6) . . ?
C23 C24 C25 117.6(6) . . ?
C19 C24 C25 123.3(6) . . ?
N7 C25 C24 124.4(7) . . ?
C27 C26 N7 108.5(7) . . ?
C26 C27 N8 107.9(6) . . ?
N8 C28 C29 126.9(7) . . ?
C30 C29 C28 119.5(8) . . ?
C30 C29 C34 119.4(8) . . ?
C28 C29 C34 121.0(7) . . ?
C31 C30 C29 120.0(8) . . ?
C32 C31 C30 120.8(8) . . ?
C32 C31 BR2 118.9(8) . . ?
C30 C31 BR2 120.2(8) . . ?
C31 C32 C33 120.0(9) . . ?
C32 C33 C34 121.9(8) . . ?
O3 C34 C33 118.6(8) . . ?
O3 C34 C29 123.5(7) . . ?
C33 C34 C29 117.8(7) . . ?
C1 N1 MN1 159.7(7) . . ?
C2 N2 MN1 156.5(6) 1_455 . ?
C12 N4 C4 117.3(6) . . ?
C12 N4 FE1 111.6(5) . . ?
C4 N4 FE1 131.1(5) . . ?
C13 N5 C11 123.8(7) . . ?
C13 N5 FE1 121.9(6) . . ?
C11 N5 FE1 113.8(5) . . ?
C18 N6 C14 119.2(7) . . ?
C18 N6 FE1 133.2(6) . . ?
C14 N6 FE1 107.5(4) . . ?
C25 N7 C26 118.5(6) . . ?
C25 N7 MN1 127.3(5) . . ?
C26 N7 MN1 113.4(5) . . ?
C28 N8 C27 121.2(6) . . ?
C28 N8 MN1 125.9(5) . . ?
C27 N8 MN1 112.9(4) . . ?
C19 O2 MN1 128.9(4) . . ?
C34 O3 MN1 128.1(5) . . ?

_refine_diff_density_max         1.057
_refine_diff_density_min         -0.774
_refine_diff_density_rms         0.139



####################################################################### 
# 
# 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_complex5
_audit_block_doi                 10.5517/ccdc.csd.cc1l8ptc
_database_code_depnum_ccdc_archive 'CCDC 1468123'
_audit_update_record             
;
2016-11-02 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_complex5            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.872 Note
RESPONSE: We measured SXRD using the synchrotron that leads to incomplete 
scans compare to actual symmetry.
;
_vrf_PLAT911_complex5            
;
PROBLEM: _Missing # FCF Refl Between THmin & STh/L= 0.600 830 Report
RESPONSE: These reflections were probably affected by unexpected deviations 
in their intensities for symmetry equivalent measurements and omitted during 
initial data reduction.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H23 Br Fe Mn N8 O3'
_chemical_formula_weight         782.30

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'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.680(2)
_cell_length_b                   12.549(3)
_cell_length_c                   27.054(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.62(3)
_cell_angle_gamma                90
_cell_volume                     3584.9(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    35641
_cell_measurement_theta_min      1.52
_cell_measurement_theta_max      26.69

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_F_000             1572
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.916
_shelx_estimated_absorpt_T_min   0.646
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.6459
_exptl_absorpt_correction_T_max  0.9811
_exptl_absorpt_process_details   HKL2000-Scalepack
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'bending magnet beamline'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20358
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.523
_diffrn_reflns_theta_max         26.690
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.790
_diffrn_measured_fraction_theta_full 0.872
_diffrn_reflns_Laue_measured_fraction_max 0.790
_diffrn_reflns_Laue_measured_fraction_full 0.872
_diffrn_reflns_point_group_measured_fraction_max 0.790
_diffrn_reflns_point_group_measured_fraction_full 0.872
_reflns_number_total             5996
_reflns_number_gt                4562
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'PAL ADSC Quantum-210'
_computing_cell_refinement       HKL2000
_computing_data_reduction        HKL2000
_computing_structure_solution    SHELXTL
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    WingX
_computing_publication_material  WingX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1104P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5996
_refine_ls_number_parameters     433
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1555
_refine_ls_wR_factor_gt          0.1460
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.40477(5) 0.35358(4) 0.34460(2) 0.01561(18) Uani 1 1 d . . . . .
MN1 Mn -0.09173(6) 0.34046(4) 0.34809(2) 0.01706(19) Uani 1 1 d . . . . .
C1 C 0.2237(5) 0.3542(3) 0.34852(16) 0.0226(10) Uani 1 1 d . . . . .
C2 C 0.5880(5) 0.3323(3) 0.34855(16) 0.0224(10) Uani 1 1 d . . . . .
C3 C 0.4640(4) 0.5178(3) 0.42605(16) 0.0286(11) Uani 1 1 d . . . . .
H3 H 0.479058 0.461480 0.449669 0.034 Uiso 1 1 calc R U . . .
C4 C 0.4748(5) 0.6221(3) 0.44276(16) 0.0291(11) Uani 1 1 d . . . . .
H4 H 0.494363 0.636022 0.477581 0.035 Uiso 1 1 calc R U . . .
C5 C 0.4580(5) 0.7049(3) 0.41000(17) 0.0309(11) Uani 1 1 d . . . . .
H5 H 0.465615 0.776192 0.421833 0.037 Uiso 1 1 calc R U . . .
C6 C 0.4291(4) 0.6841(3) 0.35835(15) 0.0209(10) Uani 1 1 d . . . . .
C7 C 0.4116(4) 0.7631(3) 0.32122(16) 0.0240(10) Uani 1 1 d . . . . .
H7 H 0.418434 0.836258 0.330228 0.029 Uiso 1 1 calc R U . . .
C8 C 0.3848(4) 0.7342(3) 0.27197(16) 0.0219(10) Uani 1 1 d . . . . .
H8 H 0.374546 0.788560 0.247266 0.026 Uiso 1 1 calc R U . . .
C9 C 0.3717(4) 0.6267(3) 0.25638(16) 0.0201(9) Uani 1 1 d . . . . .
H9 H 0.352688 0.608864 0.221938 0.024 Uiso 1 1 calc R U . . .
C10 C 0.3874(4) 0.5480(3) 0.29273(16) 0.0186(9) Uani 1 1 d . . . . .
C11 C 0.4171(4) 0.5753(3) 0.34357(15) 0.0176(9) Uani 1 1 d . . . . .
C12 C 0.3290(4) 0.3903(3) 0.24241(16) 0.0209(10) Uani 1 1 d . . . . .
C13 C 0.3238(4) 0.2715(3) 0.24791(15) 0.0189(9) Uani 1 1 d . . . . .
C14 C 0.2796(4) 0.2079(3) 0.20766(17) 0.0267(11) Uani 1 1 d . . . . .
H14 H 0.248246 0.238721 0.176147 0.032 Uiso 1 1 calc R U . . .
C15 C 0.2814(4) 0.0986(3) 0.21377(18) 0.0299(11) Uani 1 1 d . . . . .
H15 H 0.248567 0.052905 0.186924 0.036 Uiso 1 1 calc R U . . .
C16 C 0.3320(4) 0.0570(3) 0.25985(17) 0.0267(11) Uani 1 1 d . . . . .
H16 H 0.338449 -0.017902 0.264644 0.032 Uiso 1 1 calc R U . . .
C17 C 0.3730(4) 0.1260(3) 0.29887(17) 0.0236(10) Uani 1 1 d . . . . .
C18 C 0.4165(4) 0.2823(3) 0.40970(17) 0.0225(10) Uani 1 1 d . . . . .
C19 C -0.1353(4) 0.4989(3) 0.42123(15) 0.0185(9) Uani 1 1 d . . . . .
C20 C -0.1729(4) 0.6032(3) 0.43096(17) 0.0256(10) Uani 1 1 d . . . . .
H20 H -0.176680 0.655453 0.405375 0.031 Uiso 1 1 calc R U . . .
C21 C -0.2047(4) 0.6315(4) 0.47697(18) 0.0295(11) Uani 1 1 d . . . . .
H21 H -0.230428 0.702547 0.482330 0.035 Uiso 1 1 calc R U . . .
C22 C -0.1996(5) 0.5576(4) 0.51533(17) 0.0312(12) Uani 1 1 d . . . . .
H22 H -0.222307 0.577517 0.546687 0.037 Uiso 1 1 calc R U . . .
C23 C -0.1616(4) 0.4561(4) 0.50754(17) 0.0321(11) Uani 1 1 d . . . . .
H23 H -0.156831 0.405857 0.534027 0.039 Uiso 1 1 calc R U . . .
C24 C -0.1289(4) 0.4235(3) 0.46088(16) 0.0244(10) Uani 1 1 d . . . . .
C25 C -0.0852(4) 0.3157(4) 0.45595(17) 0.0275(11) Uani 1 1 d . . . . .
H25 H -0.073387 0.272810 0.485209 0.033 Uiso 1 1 calc R U . . .
C26 C -0.0155(5) 0.1633(3) 0.41454(18) 0.0358(13) Uani 1 1 d . . . . .
H26A H -0.030547 0.124594 0.444975 0.043 Uiso 1 1 calc R U . . .
H26B H 0.076405 0.162102 0.412685 0.043 Uiso 1 1 calc R U . . .
C27 C -0.0904(5) 0.1122(3) 0.36780(17) 0.0324(12) Uani 1 1 d . . . . .
H27A H -0.052200 0.043193 0.360498 0.039 Uiso 1 1 calc R U . . .
H27B H -0.179354 0.099796 0.372582 0.039 Uiso 1 1 calc R U . . .
C28 C -0.0725(4) 0.1549(3) 0.28239(18) 0.0266(11) Uani 1 1 d . . . . .
H28 H -0.063673 0.080361 0.277947 0.032 Uiso 1 1 calc R U . . .
C29 C -0.0715(4) 0.2215(3) 0.23965(17) 0.0254(10) Uani 1 1 d . . . . .
C30 C -0.0546(5) 0.1716(4) 0.19408(18) 0.0341(12) Uani 1 1 d . . . . .
H30 H -0.038701 0.097137 0.193915 0.041 Uiso 1 1 calc R U . . .
C31 C -0.0604(5) 0.2269(4) 0.15075(19) 0.0408(13) Uani 1 1 d . . . . .
H31 H -0.048112 0.192041 0.120683 0.049 Uiso 1 1 calc R U . . .
C32 C -0.0851(5) 0.3370(4) 0.15121(18) 0.0377(13) Uani 1 1 d . . . . .
H32 H -0.090299 0.376569 0.121029 0.045 Uiso 1 1 calc R U . . .
C33 C -0.1019(4) 0.3887(4) 0.19501(17) 0.0301(11) Uani 1 1 d . . . . .
H33 H -0.118055 0.463155 0.194367 0.036 Uiso 1 1 calc R U . . .
C34 C -0.0953(4) 0.3328(3) 0.24045(16) 0.0226(10) Uani 1 1 d . . . . .
N1 N 0.1172(4) 0.3534(3) 0.34960(15) 0.0286(9) Uani 1 1 d . . . . .
N2 N -0.3050(4) 0.3218(3) 0.34982(14) 0.0227(8) Uani 1 1 d . . . . .
N3 N 0.4327(3) 0.4939(2) 0.37738(12) 0.0164(7) Uani 1 1 d . . . . .
N4 N 0.3779(3) 0.4371(2) 0.28569(13) 0.0173(8) Uani 1 1 d . . . . .
N5 N 0.3681(3) 0.2327(3) 0.29460(12) 0.0187(8) Uani 1 1 d . . . . .
N6 N 0.4204(4) 0.2479(3) 0.44907(14) 0.0342(10) Uani 1 1 d . . . . .
N7 N -0.0611(3) 0.2732(3) 0.41552(14) 0.0240(8) Uani 1 1 d . . . . .
N8 N -0.0845(3) 0.1883(3) 0.32675(14) 0.0224(8) Uani 1 1 d . . . . .
O1 O 0.2921(3) 0.4337(2) 0.20190(11) 0.0320(8) Uani 1 1 d . . . . .
O2 O -0.1024(3) 0.4769(2) 0.37703(10) 0.0196(6) Uani 1 1 d . . . . .
O3 O -0.1177(3) 0.3850(2) 0.28043(10) 0.0220(7) Uani 1 1 d . . . . .
BR1 Br 0.44724(6) 0.06474(3) 0.35960(2) 0.0408(2) 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 N4 1.893(3) . ?
FE1 C1 1.952(5) . ?
FE1 C18 1.962(5) . ?
FE1 C2 1.962(5) . ?
FE1 N3 1.974(3) . ?
FE1 N5 2.031(3) . ?
MN1 O2 1.893(3) . ?
MN1 O3 1.894(3) . ?
MN1 N7 1.992(4) . ?
MN1 N8 2.000(3) . ?
MN1 N1 2.231(4) . ?
MN1 N2 2.297(4) . ?
C1 N1 1.143(6) . ?
C2 N2 1.145(6) 1_655 ?
C3 N3 1.343(5) . ?
C3 C4 1.384(6) . ?
C4 C5 1.360(6) . ?
C5 C6 1.409(6) . ?
C6 C7 1.404(6) . ?
C6 C11 1.422(6) . ?
C7 C8 1.369(6) . ?
C8 C9 1.414(5) . ?
C9 C10 1.386(6) . ?
C10 N4 1.406(5) . ?
C10 C11 1.407(6) . ?
C11 N3 1.365(5) . ?
C12 O1 1.234(5) . ?
C12 N4 1.344(5) . ?
C12 C13 1.499(6) . ?
C13 N5 1.370(5) . ?
C13 C14 1.375(6) . ?
C14 C15 1.382(6) . ?
C15 C16 1.384(7) . ?
C16 C17 1.385(6) . ?
C17 N5 1.343(5) . ?
C17 BR1 1.879(5) . ?
C18 N6 1.144(6) . ?
C19 O2 1.325(5) . ?
C19 C20 1.406(6) . ?
C19 C24 1.425(6) . ?
C20 C21 1.385(6) . ?
C21 C22 1.387(6) . ?
C22 C23 1.363(6) . ?
C23 C24 1.420(6) . ?
C24 C25 1.443(6) . ?
C25 N7 1.277(5) . ?
C26 N7 1.464(5) . ?
C26 C27 1.532(7) . ?
C27 N8 1.473(6) . ?
C28 N8 1.295(6) . ?
C28 C29 1.428(6) . ?
C29 C30 1.419(6) . ?
C29 C34 1.420(6) . ?
C30 C31 1.356(7) . ?
C31 C32 1.407(7) . ?
C32 C33 1.386(6) . ?
C33 C34 1.408(6) . ?
C34 O3 1.317(5) . ?
N2 C2 1.145(6) 1_455 ?

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
N4 FE1 C1 90.98(16) . . ?
N4 FE1 C18 171.51(15) . . ?
C1 FE1 C18 83.31(19) . . ?
N4 FE1 C2 98.36(16) . . ?
C1 FE1 C2 170.21(17) . . ?
C18 FE1 C2 87.72(18) . . ?
N4 FE1 N3 82.99(14) . . ?
C1 FE1 N3 93.22(15) . . ?
C18 FE1 N3 91.04(14) . . ?
C2 FE1 N3 90.85(15) . . ?
N4 FE1 N5 82.13(14) . . ?
C1 FE1 N5 86.89(15) . . ?
C18 FE1 N5 103.73(15) . . ?
C2 FE1 N5 91.46(15) . . ?
N3 FE1 N5 165.12(14) . . ?
O2 MN1 O3 97.11(12) . . ?
O2 MN1 N7 90.93(13) . . ?
O3 MN1 N7 171.95(13) . . ?
O2 MN1 N8 172.00(13) . . ?
O3 MN1 N8 90.52(13) . . ?
N7 MN1 N8 81.47(14) . . ?
O2 MN1 N1 92.80(13) . . ?
O3 MN1 N1 89.85(14) . . ?
N7 MN1 N1 89.31(15) . . ?
N8 MN1 N1 89.60(14) . . ?
O2 MN1 N2 87.83(12) . . ?
O3 MN1 N2 92.73(13) . . ?
N7 MN1 N2 88.00(14) . . ?
N8 MN1 N2 89.41(14) . . ?
N1 MN1 N2 177.24(14) . . ?
N1 C1 FE1 178.2(4) . . ?
N2 C2 FE1 178.2(4) 1_655 . ?
N3 C3 C4 121.8(4) . . ?
C5 C4 C3 120.9(4) . . ?
C4 C5 C6 119.5(4) . . ?
C7 C6 C5 124.3(4) . . ?
C7 C6 C11 118.7(4) . . ?
C5 C6 C11 117.0(4) . . ?
C8 C7 C6 119.7(4) . . ?
C7 C8 C9 122.7(4) . . ?
C10 C9 C8 118.2(4) . . ?
C9 C10 N4 127.6(4) . . ?
C9 C10 C11 120.3(4) . . ?
N4 C10 C11 112.0(3) . . ?
N3 C11 C10 117.3(3) . . ?
N3 C11 C6 122.2(4) . . ?
C10 C11 C6 120.4(4) . . ?
O1 C12 N4 127.7(4) . . ?
O1 C12 C13 121.0(4) . . ?
N4 C12 C13 111.3(4) . . ?
N5 C13 C14 123.6(4) . . ?
N5 C13 C12 115.6(3) . . ?
C14 C13 C12 120.7(4) . . ?
C13 C14 C15 119.0(4) . . ?
C14 C15 C16 118.6(4) . . ?
C15 C16 C17 119.1(4) . . ?
N5 C17 C16 123.6(4) . . ?
N5 C17 BR1 119.3(3) . . ?
C16 C17 BR1 117.0(3) . . ?
N6 C18 FE1 174.8(4) . . ?
O2 C19 C20 119.0(4) . . ?
O2 C19 C24 123.5(4) . . ?
C20 C19 C24 117.4(4) . . ?
C21 C20 C19 121.5(4) . . ?
C20 C21 C22 120.9(4) . . ?
C23 C22 C21 119.3(4) . . ?
C22 C23 C24 121.7(4) . . ?
C23 C24 C19 119.2(4) . . ?
C23 C24 C25 118.6(4) . . ?
C19 C24 C25 122.2(4) . . ?
N7 C25 C24 125.4(4) . . ?
N7 C26 C27 106.0(4) . . ?
N8 C27 C26 106.0(4) . . ?
N8 C28 C29 125.1(4) . . ?
C30 C29 C34 119.6(4) . . ?
C30 C29 C28 117.6(4) . . ?
C34 C29 C28 122.7(4) . . ?
C31 C30 C29 122.0(5) . . ?
C30 C31 C32 118.6(4) . . ?
C33 C32 C31 121.0(5) . . ?
C32 C33 C34 121.2(4) . . ?
O3 C34 C33 118.6(4) . . ?
O3 C34 C29 123.8(4) . . ?
C33 C34 C29 117.5(4) . . ?
C1 N1 MN1 175.6(3) . . ?
C2 N2 MN1 167.2(3) 1_455 . ?
C3 N3 C11 118.5(3) . . ?
C3 N3 FE1 129.6(3) . . ?
C11 N3 FE1 111.8(3) . . ?
C12 N4 C10 124.2(4) . . ?
C12 N4 FE1 118.8(3) . . ?
C10 N4 FE1 115.8(3) . . ?
C17 N5 C13 115.9(3) . . ?
C17 N5 FE1 133.3(3) . . ?
C13 N5 FE1 110.7(2) . . ?
C25 N7 C26 121.3(4) . . ?
C25 N7 MN1 125.5(3) . . ?
C26 N7 MN1 113.1(3) . . ?
C28 N8 C27 120.7(4) . . ?
C28 N8 MN1 126.1(3) . . ?
C27 N8 MN1 113.2(3) . . ?
C19 O2 MN1 127.0(2) . . ?
C34 O3 MN1 129.0(3) . . ?

_refine_diff_density_max         1.036
_refine_diff_density_min         -1.828
_refine_diff_density_rms         0.127



####################################################################### 
# 
# 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_complex6
_audit_block_doi                 10.5517/ccdc.csd.cc1l8pvd
_database_code_depnum_ccdc_archive 'CCDC 1468124'
_audit_update_record             
;
2016-11-02 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT201_complex6            
;
PROBLEM: _Isotropic non-H Atoms in Main Residue(s) ....... 1 Report
RESPONSE: This alert is generated because there are serious disorders in the structure. 
To solve these problems, we try to refine some atoms isotropically.
;
_vrf_PLAT910_complex6            
;
PROBLEM: _Missing # of FCF Reflection(s) Below Theta(Min) 21 Note
RESPONSE: This alert is generated by the weak diffraction of the poor quality 
crystal. We try to get better result, but the reported one is found to be 
the best one.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H21 Br F2 Fe Mn N8 O3'
_chemical_formula_weight         818.29

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   27.1284(8)
_cell_length_b                   12.7388(4)
_cell_length_c                   20.6433(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.7050(10)
_cell_angle_gamma                90
_cell_volume                     7098.6(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6203
_cell_measurement_theta_min      3.7135
_cell_measurement_theta_max      27.7915

_exptl_crystal_description       cubic
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_F_000             3272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    1.946
_shelx_estimated_absorpt_T_min   0.772
_shelx_estimated_absorpt_T_max   0.800
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.7723
_exptl_absorpt_correction_T_max  0.8000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31009
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.633
_diffrn_reflns_theta_max         28.799
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             9157
_reflns_number_gt                6080
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker SMART APEXll'
_computing_cell_refinement       'Bruker SMART APEXll'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXTL
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    WingX
_computing_publication_material  WingX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0827P)²+16.0035P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9157
_refine_ls_number_parameters     446
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0953
_refine_ls_R_factor_gt           0.0570
_refine_ls_wR_factor_ref         0.1640
_refine_ls_wR_factor_gt          0.1463
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.15521(2) 0.03101(4) 0.28759(3) 0.01690(14) Uani 1 1 d . . . . .
MN1 Mn 0.15381(2) 0.04143(4) 0.03369(3) 0.01519(14) Uani 1 1 d . . . . .
BR1 Br 0.16412(2) -0.25523(3) 0.26142(2) 0.03266(14) Uani 1 1 d . . . . .
F1 F -0.07349(10) 0.2378(2) 0.09471(14) 0.0342(6) Uani 1 1 d . . . . .
F2 F 0.40605(10) -0.0117(2) 0.06695(15) 0.0387(7) Uani 1 1 d . . . . .
C1 C 0.17151(15) 0.0328(3) 0.19795(19) 0.0197(8) Uani 1 1 d . . . . .
C2 C 0.13418(16) 0.0071(3) 0.37416(19) 0.0207(8) Uani 1 1 d . . . . .
C3 C 0.21420(18) -0.1786(3) 0.3111(2) 0.0258(9) Uani 1 1 d . . . . .
C4 C 0.25412(18) -0.2340(4) 0.3389(2) 0.0279(10) Uani 1 1 d . . . . .
H4 H 0.255043 -0.306372 0.333300 0.034 Uiso 1 1 calc R U . . .
C5 C 0.29246(18) -0.1854(4) 0.3744(2) 0.0276(10) Uani 1 1 d . . . . .
H5 H 0.319462 -0.222940 0.393541 0.033 Uiso 1 1 calc R U . . .
C6 C 0.28938(18) -0.0754(4) 0.3808(2) 0.0297(10) Uani 1 1 d . . . . .
H6 H 0.314518 -0.038214 0.404623 0.036 Uiso 1 1 calc R U . . .
C7 C 0.24825(15) -0.0236(3) 0.35095(19) 0.0201(8) Uani 1 1 d . . . . .
C8 C 0.24487(17) 0.0928(3) 0.3543(2) 0.0245(9) Uani 1 1 d . . . . .
C9 C 0.19328(16) 0.2342(3) 0.30701(19) 0.0209(9) Uani 1 1 d . . . . .
C10 C 0.22340(18) 0.3211(4) 0.3163(2) 0.0260(9) Uani 1 1 d . . . . .
H10 H 0.255961 0.313341 0.334525 0.031 Uiso 1 1 calc R U . . .
C11 C 0.2054(2) 0.4205(4) 0.2987(2) 0.0307(11) Uani 1 1 d . . . . .
H11 H 0.226419 0.477996 0.305463 0.037 Uiso 1 1 calc R U . . .
C12 C 0.15831(19) 0.4364(3) 0.2721(2) 0.0303(11) Uani 1 1 d . . . . .
H12 H 0.147139 0.504055 0.261954 0.036 Uiso 1 1 calc R U . . .
C13 C 0.12625(18) 0.3496(4) 0.2598(2) 0.0271(10) Uani 1 1 d . . . . .
C14 C 0.14475(17) 0.2481(3) 0.2779(2) 0.0230(9) Uani 1 1 d . . . . .
C15 C 0.07761(19) 0.3574(4) 0.2294(2) 0.0338(11) Uani 1 1 d . . . . .
H15 H 0.062474 0.421612 0.219074 0.041 Uiso 1 1 calc R U . . .
C16 C 0.0544(2) 0.2641(4) 0.2162(2) 0.0331(11) Uiso 1 1 d . . . . .
H16 H 0.024444 0.266163 0.190052 0.040 Uiso 1 1 calc R U . . .
C17 C 0.07017(18) 0.1711(4) 0.2368(2) 0.0306(10) Uani 1 1 d . . . . .
H17 H 0.049356 0.113181 0.230925 0.037 Uiso 1 1 calc R U . . .
C18 C 0.06932(15) 0.1772(3) 0.04807(18) 0.0188(8) Uani 1 1 d . . . . .
C19 C 0.04891(17) 0.2786(3) 0.0438(2) 0.0249(9) Uani 1 1 d . . . . .
H19 H 0.068267 0.333909 0.031409 0.030 Uiso 1 1 calc R U . . .
C20 C 0.00117(17) 0.2985(4) 0.0574(2) 0.0256(9) Uani 1 1 d . . . . .
H20 H -0.011868 0.366015 0.053565 0.031 Uiso 1 1 calc R U . . .
C21 C -0.02723(16) 0.2153(4) 0.0770(2) 0.0273(10) Uani 1 1 d . . . . .
C22 C -0.01026(16) 0.1150(3) 0.0808(2) 0.0233(9) Uani 1 1 d . . . . .
H22 H -0.030420 0.060971 0.093105 0.028 Uiso 1 1 calc R U . . .
C23 C 0.03868(16) 0.0939(3) 0.06591(19) 0.0216(9) Uani 1 1 d . . . . .
C24 C 0.05499(16) -0.0143(3) 0.07169(18) 0.0202(8) Uani 1 1 d . . . . .
H24 H 0.032710 -0.063633 0.084662 0.024 Uiso 1 1 calc R U . . .
C25 C 0.11239(17) -0.1572(3) 0.0724(2) 0.0227(9) Uani 1 1 d . . . . .
H25A H 0.083874 -0.202550 0.062702 0.027 Uiso 1 1 calc R U . . .
H25B H 0.124592 -0.166577 0.117794 0.027 Uiso 1 1 calc R U . . .
C26 C 0.15253(17) -0.1858(3) 0.0293(2) 0.0228(9) Uani 1 1 d . . . . .
H26A H 0.169218 -0.249696 0.044763 0.027 Uiso 1 1 calc R U . . .
H26B H 0.138294 -0.196757 -0.015137 0.027 Uiso 1 1 calc R U . . .
C27 C 0.23479(16) -0.1121(3) 0.03670(18) 0.0198(8) Uani 1 1 d . . . . .
H27 H 0.246090 -0.181053 0.038229 0.024 Uiso 1 1 calc R U . . .
C28 C 0.27127(16) -0.0307(3) 0.03921(18) 0.0184(8) Uani 1 1 d . . . . .
C29 C 0.32203(17) -0.0597(3) 0.0510(2) 0.0240(9) Uani 1 1 d . . . . .
H29 H 0.331004 -0.130000 0.055593 0.029 Uiso 1 1 calc R U . . .
C30 C 0.35712(17) 0.0164(4) 0.0554(2) 0.0250(9) Uani 1 1 d . . . . .
C31 C 0.34599(17) 0.1227(3) 0.05025(19) 0.0232(9) Uani 1 1 d . . . . .
H31 H 0.370959 0.172971 0.054620 0.028 Uiso 1 1 calc R U . . .
C32 C 0.29709(15) 0.1516(3) 0.03849(19) 0.0195(8) Uani 1 1 d . . . . .
H32 H 0.289228 0.222530 0.034598 0.023 Uiso 1 1 calc R U . . .
C33 C 0.25846(15) 0.0771(3) 0.03213(17) 0.0173(8) Uani 1 1 d . . . . .
C34 C 0.09820(18) -0.0545(4) 0.2546(2) 0.0275(10) Uani 1 1 d . . . . .
N1 N 0.17824(13) 0.0399(3) 0.14398(16) 0.0215(7) Uani 1 1 d . . . . .
N2 N 0.12771(13) 0.0113(3) -0.07253(16) 0.0217(7) Uani 1 1 d . . . . .
N3 N 0.06198(17) -0.0925(3) 0.2314(2) 0.0378(10) Uani 1 1 d . . . . .
N4 N 0.20989(14) -0.0751(3) 0.31654(15) 0.0215(7) Uani 1 1 d . . . . .
N5 N 0.20432(14) 0.1271(3) 0.31795(16) 0.0224(8) Uani 1 1 d . . . . .
N6 N 0.11614(14) 0.1597(3) 0.26621(16) 0.0220(7) Uani 1 1 d . . . . .
N7 N 0.09805(13) -0.0467(2) 0.06015(15) 0.0171(7) Uani 1 1 d . . . . .
N8 N 0.18758(13) -0.0977(2) 0.03250(15) 0.0171(7) Uani 1 1 d . . . . .
O1 O 0.27624(13) 0.1469(3) 0.38702(16) 0.0360(8) Uani 1 1 d . . . . .
O2 O 0.11620(11) 0.1654(2) 0.03701(14) 0.0205(6) Uani 1 1 d . . . . .
O3 O 0.21262(10) 0.1103(2) 0.01765(13) 0.0176(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
FE1 N5 1.871(3) . ?
FE1 C1 1.945(4) . ?
FE1 C2 1.953(4) . ?
FE1 C34 1.958(5) . ?
FE1 N6 1.978(4) . ?
FE1 N4 2.051(4) . ?
MN1 O3 1.879(3) . ?
MN1 O2 1.885(3) . ?
MN1 N8 1.997(3) . ?
MN1 N7 2.003(3) . ?
MN1 N2 2.269(3) . ?
MN1 N1 2.307(3) . ?
BR1 C3 1.891(5) . ?
F1 C21 1.372(5) . ?
F2 C30 1.373(5) . ?
C1 N1 1.150(5) . ?
C2 N2 1.155(5) 6_556 ?
C3 N4 1.329(5) . ?
C3 C4 1.370(6) . ?
C4 C5 1.360(7) . ?
C5 C6 1.411(6) . ?
C6 C7 1.387(6) . ?
C7 N4 1.368(5) . ?
C7 C8 1.487(6) . ?
C8 O1 1.242(5) . ?
C8 N5 1.341(6) . ?
C9 C10 1.378(6) . ?
C9 C14 1.403(6) . ?
C9 N5 1.411(5) . ?
C10 C11 1.393(7) . ?
C11 C12 1.355(7) . ?
C12 C13 1.414(6) . ?
C13 C15 1.407(7) . ?
C13 C14 1.424(6) . ?
C14 N6 1.375(5) . ?
C15 C16 1.361(7) . ?
C16 C17 1.315(7) . ?
C17 N6 1.340(6) . ?
C18 O2 1.323(5) . ?
C18 C19 1.405(6) . ?
C18 C23 1.418(6) . ?
C19 C20 1.376(6) . ?
C20 C21 1.394(7) . ?
C21 C22 1.357(6) . ?
C22 C23 1.418(6) . ?
C23 C24 1.449(6) . ?
C24 N7 1.283(5) . ?
C25 N7 1.476(5) . ?
C25 C26 1.516(6) . ?
C26 N8 1.468(5) . ?
C27 N8 1.288(5) . ?
C27 C28 1.431(6) . ?
C28 C33 1.420(5) . ?
C28 C29 1.423(6) . ?
C29 C30 1.356(6) . ?
C30 C31 1.389(6) . ?
C31 C32 1.375(6) . ?
C32 C33 1.411(6) . ?
C33 O3 1.320(5) . ?
C34 N3 1.155(6) . ?
N2 C2 1.155(5) 6 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 FE1 C1 95.11(16) . . ?
N5 FE1 C2 93.35(16) . . ?
C1 FE1 C2 170.80(17) . . ?
N5 FE1 C34 172.85(18) . . ?
C1 FE1 C34 85.52(17) . . ?
C2 FE1 C34 86.53(18) . . ?
N5 FE1 N6 83.14(16) . . ?
C1 FE1 N6 86.86(15) . . ?
C2 FE1 N6 97.73(16) . . ?
C34 FE1 N6 89.80(17) . . ?
N5 FE1 N4 82.13(15) . . ?
C1 FE1 N4 93.37(15) . . ?
C2 FE1 N4 84.22(15) . . ?
C34 FE1 N4 104.95(17) . . ?
N6 FE1 N4 165.23(15) . . ?
O3 MN1 O2 95.00(12) . . ?
O3 MN1 N8 90.79(13) . . ?
O2 MN1 N8 174.19(13) . . ?
O3 MN1 N7 170.92(13) . . ?
O2 MN1 N7 91.92(13) . . ?
N8 MN1 N7 82.28(14) . . ?
O3 MN1 N2 95.61(12) . . ?
O2 MN1 N2 93.38(13) . . ?
N8 MN1 N2 86.41(13) . . ?
N7 MN1 N2 89.84(13) . . ?
O3 MN1 N1 90.69(12) . . ?
O2 MN1 N1 94.28(12) . . ?
N8 MN1 N1 85.26(13) . . ?
N7 MN1 N1 82.92(12) . . ?
N2 MN1 N1 169.62(13) . . ?
N1 C1 FE1 174.5(4) . . ?
N2 C2 FE1 171.5(4) 6_556 . ?
N4 C3 C4 123.3(4) . . ?
N4 C3 BR1 119.6(3) . . ?
C4 C3 BR1 117.1(3) . . ?
C5 C4 C3 121.4(4) . . ?
C4 C5 C6 117.0(4) . . ?
C7 C6 C5 118.9(4) . . ?
N4 C7 C6 122.6(4) . . ?
N4 C7 C8 117.1(4) . . ?
C6 C7 C8 120.3(4) . . ?
O1 C8 N5 127.1(4) . . ?
O1 C8 C7 122.4(4) . . ?
N5 C8 C7 110.5(4) . . ?
C10 C9 C14 118.5(4) . . ?
C10 C9 N5 129.9(4) . . ?
C14 C9 N5 111.4(4) . . ?
C9 C10 C11 120.4(4) . . ?
C12 C11 C10 122.3(4) . . ?
C11 C12 C13 119.6(4) . . ?
C15 C13 C12 123.9(4) . . ?
C15 C13 C14 118.1(4) . . ?
C12 C13 C14 118.0(4) . . ?
N6 C14 C9 117.5(4) . . ?
N6 C14 C13 121.3(4) . . ?
C9 C14 C13 121.2(4) . . ?
C16 C15 C13 115.0(4) . . ?
C17 C16 C15 126.4(5) . . ?
C16 C17 N6 120.2(5) . . ?
O2 C18 C19 118.3(4) . . ?
O2 C18 C23 123.9(4) . . ?
C19 C18 C23 117.8(4) . . ?
C20 C19 C18 122.0(4) . . ?
C19 C20 C21 118.5(4) . . ?
C22 C21 F1 119.7(4) . . ?
C22 C21 C20 122.6(4) . . ?
F1 C21 C20 117.7(4) . . ?
C21 C22 C23 119.0(4) . . ?
C18 C23 C22 120.0(4) . . ?
C18 C23 C24 123.4(4) . . ?
C22 C23 C24 116.6(4) . . ?
N7 C24 C23 124.6(4) . . ?
N7 C25 C26 108.7(3) . . ?
N8 C26 C25 106.9(3) . . ?
N8 C27 C28 125.4(4) . . ?
C33 C28 C29 119.5(4) . . ?
C33 C28 C27 122.4(4) . . ?
C29 C28 C27 118.1(4) . . ?
C30 C29 C28 119.1(4) . . ?
C29 C30 F2 119.0(4) . . ?
C29 C30 C31 123.1(4) . . ?
F2 C30 C31 117.8(4) . . ?
C32 C31 C30 118.2(4) . . ?
C31 C32 C33 122.1(4) . . ?
O3 C33 C32 118.6(3) . . ?
O3 C33 C28 123.3(4) . . ?
C32 C33 C28 118.0(4) . . ?
N3 C34 FE1 170.7(4) . . ?
C1 N1 MN1 154.0(3) . . ?
C2 N2 MN1 153.2(3) 6 . ?
C3 N4 C7 116.8(4) . . ?
C3 N4 FE1 134.1(3) . . ?
C7 N4 FE1 109.0(3) . . ?
C8 N5 C9 123.6(4) . . ?
C8 N5 FE1 119.4(3) . . ?
C9 N5 FE1 116.5(3) . . ?
C17 N6 C14 118.3(4) . . ?
C17 N6 FE1 130.2(3) . . ?
C14 N6 FE1 111.0(3) . . ?
C24 N7 C25 120.3(3) . . ?
C24 N7 MN1 126.6(3) . . ?
C25 N7 MN1 112.8(3) . . ?
C27 N8 C26 122.0(3) . . ?
C27 N8 MN1 125.4(3) . . ?
C26 N8 MN1 112.5(3) . . ?
C18 O2 MN1 129.4(3) . . ?
C33 O3 MN1 127.4(2) . . ?

_refine_diff_density_max         2.921
_refine_diff_density_min         -1.545
_refine_diff_density_rms         0.122



####################################################################### 
# 
# 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_complex7
_audit_block_doi                 10.5517/ccdc.csd.cc1l8pwf
_database_code_depnum_ccdc_archive 'CCDC 1468125'
_audit_update_record             
;
2016-11-02 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_DIFMX01_complex7            
;
PROBLEM: _The maximum difference density is > 0.1*ZMAX*1.00. _refine_diff_density_max given = 3.850. Test value = 3.500
;
_vrf_PLAT097_complex7            
;
PROBLEM: _Large Reported Max. (Positive) Residual Density 3.85 eA-3
RESPONSE: This is unremarkable for the nitrogen atom of a cyanide group 
in a structure where significant disorder of the cyanide group is observed.
;
_vrf_PLAT201_complex7            
;
PROBLEM: _Isotropic non-H Atoms in Main Residue(s) ....... 3 Report
RESPONSE: This alert is generated because there are serious disorders 
in the structure. To solve these problems, we try to refine some 
atoms isotropically.
;
_vrf_PLAT368_complex7            
;
PROBLEM: _Short C(sp2)-C(sp2) Bond C17 - C18 .. 1.09 Ang.
;
_vrf_PLAT369_complex7            
;
PROBLEM: _Long C(sp2)-C(sp2) Bond C16 - C17 .. 1.58 Ang.
RESPONSE: These alerts are generated because there are serious 
disorders a phenyl ring. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H21 Br Cl2 Fe Mn N8 O3'
_chemical_formula_weight         851.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.4825(2)
_cell_length_b                   12.7551(3)
_cell_length_c                   26.6716(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.7840(10)
_cell_angle_gamma                90
_cell_volume                     3541.17(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6407
_cell_measurement_theta_min      2.218
_cell_measurement_theta_max      28.386

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_F_000             1700
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.096
_exptl_absorpt_coefficient_mu    2.092
_shelx_estimated_absorpt_T_min   0.658
_shelx_estimated_absorpt_T_max   0.824
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6583
_exptl_absorpt_correction_T_max  0.8244
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22037
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.538
_diffrn_reflns_theta_max         28.438
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8656
_reflns_number_gt                6414
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker SMART APEXll'
_computing_cell_refinement       'Bruker SMART APEXll'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXTL
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    WingX
_computing_publication_material  WingX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0824P)²+18.6221P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8656
_refine_ls_number_parameters     436
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0679
_refine_ls_wR_factor_ref         0.1900
_refine_ls_wR_factor_gt          0.1750
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
FE1 Fe 0.33312(6) 0.38555(5) 0.15438(2) 0.01681(15) Uani 1 1 d . . . . .
MN1 Mn -0.16727(6) 0.40202(6) 0.16003(3) 0.02113(17) Uani 1 1 d . . . . .
BR1 Br 0.29565(7) 0.67282(4) 0.15699(3) 0.0492(2) Uani 1 1 d . . . . .
CL1 Cl -0.03572(15) 0.15984(12) -0.07531(6) 0.0438(4) Uani 1 1 d . . . . .
CL2 Cl -0.09391(15) 0.5424(2) 0.42477(6) 0.0735(7) Uani 1 1 d . . . . .
C1 C 0.1545(5) 0.3974(4) 0.16756(19) 0.0261(10) Uani 1 1 d . . . . .
C2 C 0.5103(4) 0.3957(4) 0.13924(18) 0.0241(9) Uani 1 1 d . . . . .
C3 C 0.2815(7) 0.4682(5) 0.0941(2) 0.0455(15) Uani 1 1 d . . . . .
C4 C 0.3847(5) 0.5978(4) 0.2109(2) 0.0338(12) Uani 1 1 d . . . . .
C5 C 0.4414(6) 0.6565(5) 0.2512(2) 0.0384(13) Uiso 1 1 d . . . . .
H5 H 0.438370 0.729296 0.249982 0.046 Uiso 1 1 calc R U . . .
C6 C 0.5033(5) 0.6054(5) 0.2937(2) 0.0402(14) Uani 1 1 d . . . . .
H6 H 0.542877 0.642868 0.321139 0.048 Uiso 1 1 calc R U . . .
C7 C 0.5034(5) 0.4969(5) 0.2933(2) 0.0372(12) Uani 1 1 d . . . . .
H7 H 0.543116 0.460296 0.321009 0.045 Uiso 1 1 calc R U . . .
C8 C 0.4440(4) 0.4419(4) 0.25153(18) 0.0274(10) Uani 1 1 d . . . . .
C9 C 0.4383(5) 0.3265(4) 0.2509(2) 0.0305(11) Uani 1 1 d . . . . .
C10 C 0.3549(4) 0.1832(4) 0.19584(18) 0.0227(9) Uani 1 1 d . . . . .
C11 C 0.3688(5) 0.0982(4) 0.2271(2) 0.0311(11) Uani 1 1 d . . . . .
H11 H 0.394941 0.106480 0.261385 0.037 Uiso 1 1 calc R U . . .
C12 C 0.3431(5) -0.0015(5) 0.2067(2) 0.0361(13) Uani 1 1 d . . . . .
H12 H 0.350623 -0.058774 0.228415 0.043 Uiso 1 1 calc R U . . .
C13 C 0.3081(5) -0.0187(4) 0.1573(2) 0.0318(11) Uani 1 1 d . . . . .
H13 H 0.293827 -0.086785 0.145502 0.038 Uiso 1 1 calc R U . . .
C14 C 0.2930(5) 0.0665(4) 0.1234(2) 0.0287(10) Uani 1 1 d . . . . .
C15 C 0.3149(4) 0.1712(4) 0.14376(18) 0.0235(9) Uani 1 1 d . . . . .
C16 C 0.2619(5) 0.0595(5) 0.0704(2) 0.0376(13) Uani 1 1 d . . . . .
H16 H 0.247806 -0.003875 0.053437 0.045 Uiso 1 1 calc R U . . .
C17 C 0.2531(5) 0.1693(4) 0.0428(2) 0.0293(10) Uiso 1 1 d . . . . .
H17 H 0.237162 0.170737 0.007759 0.035 Uiso 1 1 calc R U . . .
C18 C 0.2651(5) 0.2433(5) 0.0632(2) 0.0356(12) Uiso 1 1 d . . . . .
H18 H 0.250995 0.303799 0.043814 0.043 Uiso 1 1 calc R U . . .
C19 C -0.1251(4) 0.2507(4) 0.08217(18) 0.0223(9) Uani 1 1 d . . . . .
C20 C -0.1138(5) 0.1449(4) 0.0680(2) 0.0287(10) Uani 1 1 d . . . . .
H20 H -0.124364 0.092410 0.091374 0.034 Uiso 1 1 calc R U . . .
C21 C -0.0875(5) 0.1174(4) 0.0204(2) 0.0328(12) Uani 1 1 d . . . . .
H21 H -0.081225 0.047114 0.011752 0.039 Uiso 1 1 calc R U . . .
C22 C -0.0703(5) 0.1952(4) -0.0149(2) 0.0300(11) Uani 1 1 d . . . . .
C23 C -0.0801(5) 0.2986(4) -0.00282(18) 0.0270(10) Uani 1 1 d . . . . .
H23 H -0.068931 0.349878 -0.026715 0.032 Uiso 1 1 calc R U . . .
C24 C -0.1071(4) 0.3279(4) 0.04562(17) 0.0224(9) Uani 1 1 d . . . . .
C25 C -0.1127(5) 0.4388(4) 0.05581(19) 0.0271(10) Uani 1 1 d . . . . .
H25 H -0.098850 0.484592 0.029851 0.033 Uiso 1 1 calc R U . . .
C26 C -0.1147(6) 0.5939(5) 0.1073(2) 0.0412(13) Uani 1 1 d . . . . .
H26A H -0.025246 0.607583 0.119309 0.049 Uiso 1 1 calc R U . . .
H26B H -0.137286 0.633052 0.076379 0.049 Uiso 1 1 calc R U . . .
C27 C -0.1976(7) 0.6262(5) 0.1460(2) 0.0448(15) Uani 1 1 d . . . . .
H27A H -0.171882 0.694668 0.159386 0.054 Uiso 1 1 calc R U . . .
H27B H -0.286593 0.629842 0.131224 0.054 Uiso 1 1 calc R U . . .
C28 C -0.1816(5) 0.5759(5) 0.2322(2) 0.0352(13) Uani 1 1 d . . . . .
H28 H -0.190932 0.647002 0.238653 0.042 Uiso 1 1 calc R U . . .
C29 C -0.1675(5) 0.5065(5) 0.2744(2) 0.0361(13) Uani 1 1 d . . . . .
C30 C -0.1506(5) 0.5508(6) 0.3232(2) 0.0431(16) Uani 1 1 d . . . . .
H30 H -0.156929 0.623002 0.327054 0.052 Uiso 1 1 calc R U . . .
C31 C -0.1251(6) 0.4883(7) 0.3647(2) 0.052(2) Uani 1 1 d . . . . .
C32 C -0.1182(6) 0.3803(8) 0.3599(2) 0.056(2) Uani 1 1 d . . . . .
H32 H -0.100676 0.338724 0.388497 0.067 Uiso 1 1 calc R U . . .
C33 C -0.1372(6) 0.3334(6) 0.3122(2) 0.0444(16) Uani 1 1 d . . . . .
H33 H -0.132616 0.260880 0.309376 0.053 Uiso 1 1 calc R U . . .
C34 C -0.1634(5) 0.3950(5) 0.26838(19) 0.0339(12) Uani 1 1 d . . . . .
N1 N 0.0503(4) 0.4050(4) 0.17681(19) 0.0344(10) Uani 1 1 d . . . . .
N2 N -0.3813(4) 0.4035(4) 0.13652(18) 0.0356(11) Uani 1 1 d . . . . .
N3 N 0.2457(11) 0.5030(6) 0.0557(2) 0.106(4) Uani 1 1 d . . . . .
N4 N 0.3867(4) 0.4943(3) 0.20941(17) 0.0264(9) Uani 1 1 d . . . . .
N5 N 0.3768(4) 0.2917(3) 0.20787(15) 0.0248(8) Uani 1 1 d . . . . .
N6 N 0.2987(4) 0.2580(3) 0.11427(15) 0.0234(8) Uani 1 1 d . . . . .
N7 N -0.1353(4) 0.4791(3) 0.09798(17) 0.0296(9) Uani 1 1 d . . . . .
N8 N -0.1822(4) 0.5478(4) 0.18584(17) 0.0311(9) Uani 1 1 d . . . . .
O1 O 0.4873(4) 0.2742(4) 0.28765(14) 0.0417(10) Uani 1 1 d . . . . .
O2 O -0.1531(3) 0.2707(3) 0.12815(12) 0.0249(7) Uani 1 1 d . . . . .
O3 O -0.1828(4) 0.3462(3) 0.22446(13) 0.0331(8) 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 N5 1.877(4) . ?
FE1 C3 1.944(6) . ?
FE1 C2 1.951(5) . ?
FE1 C1 1.951(5) . ?
FE1 N6 1.957(4) . ?
FE1 N4 2.049(4) . ?
MN1 O3 1.885(4) . ?
MN1 O2 1.892(3) . ?
MN1 N7 1.987(4) . ?
MN1 N8 1.995(5) . ?
MN1 N2 2.257(4) . ?
MN1 N1 2.272(4) . ?
BR1 C4 1.881(6) . ?
CL1 C22 1.752(5) . ?
CL2 C31 1.739(6) . ?
C1 N1 1.152(7) . ?
C2 N2 1.152(6) 1_655 ?
C3 N3 1.138(8) . ?
C4 N4 1.320(7) . ?
C4 C5 1.384(8) . ?
C5 C6 1.399(9) . ?
C6 C7 1.384(9) . ?
C7 C8 1.399(7) . ?
C8 N4 1.382(7) . ?
C8 C9 1.473(8) . ?
C9 O1 1.245(7) . ?
C9 N5 1.325(7) . ?
C10 C11 1.365(7) . ?
C10 C15 1.411(7) . ?
C10 N5 1.433(7) . ?
C11 C12 1.396(8) . ?
C12 C13 1.343(8) . ?
C13 C14 1.411(7) . ?
C14 C16 1.414(8) . ?
C14 C15 1.451(7) . ?
C15 N6 1.357(6) . ?
C16 C17 1.580(8) . ?
C17 C18 1.089(7) . ?
C18 N6 1.380(7) . ?
C19 O2 1.319(6) . ?
C19 C20 1.410(7) . ?
C19 C24 1.415(7) . ?
C20 C21 1.377(7) . ?
C21 C22 1.394(8) . ?
C22 C23 1.365(7) . ?
C23 C24 1.405(7) . ?
C24 C25 1.443(7) . ?
C25 N7 1.284(6) . ?
C26 C27 1.481(9) . ?
C26 N7 1.497(7) . ?
C27 N8 1.455(8) . ?
C28 N8 1.286(7) . ?
C28 C29 1.427(9) . ?
C29 C30 1.410(7) . ?
C29 C34 1.432(9) . ?
C30 C31 1.365(10) . ?
C31 C32 1.387(12) . ?
C32 C33 1.398(9) . ?
C33 C34 1.408(8) . ?
C34 O3 1.321(6) . ?
N2 C2 1.152(6) 1_455 ?

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
N5 FE1 C3 173.1(2) . . ?
N5 FE1 C2 92.71(19) . . ?
C3 FE1 C2 88.4(3) . . ?
N5 FE1 C1 93.76(19) . . ?
C3 FE1 C1 85.8(3) . . ?
C2 FE1 C1 171.6(2) . . ?
N5 FE1 N6 84.15(18) . . ?
C3 FE1 N6 89.0(2) . . ?
C2 FE1 N6 93.49(18) . . ?
C1 FE1 N6 92.52(18) . . ?
N5 FE1 N4 82.29(18) . . ?
C3 FE1 N4 104.5(2) . . ?
C2 FE1 N4 85.20(18) . . ?
C1 FE1 N4 90.34(18) . . ?
N6 FE1 N4 166.30(17) . . ?
O3 MN1 O2 95.48(16) . . ?
O3 MN1 N7 170.89(18) . . ?
O2 MN1 N7 91.94(16) . . ?
O3 MN1 N8 91.06(18) . . ?
O2 MN1 N8 173.44(17) . . ?
N7 MN1 N8 81.60(18) . . ?
O3 MN1 N2 93.81(17) . . ?
O2 MN1 N2 90.63(16) . . ?
N7 MN1 N2 91.38(19) . . ?
N8 MN1 N2 88.38(18) . . ?
O3 MN1 N1 91.12(17) . . ?
O2 MN1 N1 88.45(16) . . ?
N7 MN1 N1 83.79(19) . . ?
N8 MN1 N1 91.99(17) . . ?
N2 MN1 N1 175.05(18) . . ?
N1 C1 FE1 178.0(5) . . ?
N2 C2 FE1 171.7(4) 1_655 . ?
N3 C3 FE1 170.1(7) . . ?
N4 C4 C5 123.8(6) . . ?
N4 C4 BR1 119.6(4) . . ?
C5 C4 BR1 116.5(4) . . ?
C4 C5 C6 119.5(6) . . ?
C7 C6 C5 117.4(5) . . ?
C6 C7 C8 120.5(6) . . ?
N4 C8 C7 121.0(5) . . ?
N4 C8 C9 117.4(4) . . ?
C7 C8 C9 121.6(5) . . ?
O1 C9 N5 128.0(5) . . ?
O1 C9 C8 120.9(5) . . ?
N5 C9 C8 111.1(5) . . ?
C11 C10 C15 120.8(5) . . ?
C11 C10 N5 128.9(5) . . ?
C15 C10 N5 110.2(4) . . ?
C10 C11 C12 119.0(5) . . ?
C13 C12 C11 123.3(5) . . ?
C12 C13 C14 120.0(5) . . ?
C13 C14 C16 126.0(5) . . ?
C13 C14 C15 117.9(5) . . ?
C16 C14 C15 116.1(5) . . ?
N6 C15 C10 119.0(4) . . ?
N6 C15 C14 122.1(4) . . ?
C10 C15 C14 118.9(4) . . ?
C14 C16 C17 113.8(5) . . ?
C18 C17 C16 122.6(6) . . ?
C17 C18 N6 127.7(6) . . ?
O2 C19 C20 118.0(4) . . ?
O2 C19 C24 124.6(4) . . ?
C20 C19 C24 117.4(4) . . ?
C21 C20 C19 121.5(5) . . ?
C20 C21 C22 119.9(5) . . ?
C23 C22 C21 120.6(5) . . ?
C23 C22 CL1 119.7(4) . . ?
C21 C22 CL1 119.7(4) . . ?
C22 C23 C24 120.2(5) . . ?
C23 C24 C19 120.4(4) . . ?
C23 C24 C25 116.8(4) . . ?
C19 C24 C25 122.8(4) . . ?
N7 C25 C24 125.0(5) . . ?
C27 C26 N7 107.6(5) . . ?
N8 C27 C26 107.1(5) . . ?
N8 C28 C29 125.0(5) . . ?
C30 C29 C28 118.0(6) . . ?
C30 C29 C34 120.0(6) . . ?
C28 C29 C34 122.0(5) . . ?
C31 C30 C29 120.4(7) . . ?
C30 C31 C32 120.8(6) . . ?
C30 C31 CL2 120.9(7) . . ?
C32 C31 CL2 118.2(6) . . ?
C31 C32 C33 120.4(7) . . ?
C32 C33 C34 120.6(7) . . ?
O3 C34 C33 117.9(6) . . ?
O3 C34 C29 124.3(5) . . ?
C33 C34 C29 117.8(5) . . ?
C1 N1 MN1 155.7(4) . . ?
C2 N2 MN1 159.7(4) 1_455 . ?
C4 N4 C8 117.7(5) . . ?
C4 N4 FE1 134.0(4) . . ?
C8 N4 FE1 108.1(3) . . ?
C9 N5 C10 124.5(4) . . ?
C9 N5 FE1 119.6(4) . . ?
C10 N5 FE1 115.3(3) . . ?
C15 N6 C18 117.5(4) . . ?
C15 N6 FE1 111.0(3) . . ?
C18 N6 FE1 131.5(4) . . ?
C25 N7 C26 120.0(5) . . ?
C25 N7 MN1 126.7(4) . . ?
C26 N7 MN1 112.4(3) . . ?
C28 N8 C27 119.9(5) . . ?
C28 N8 MN1 126.9(4) . . ?
C27 N8 MN1 113.2(3) . . ?
C19 O2 MN1 128.9(3) . . ?
C34 O3 MN1 127.6(4) . . ?

_refine_diff_density_max         3.850
_refine_diff_density_min         -1.882
_refine_diff_density_rms         0.135



####################################################################### 
# 
# 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_complex8
_audit_block_doi                 10.5517/ccdc.csd.cc1l8pxg
_database_code_depnum_ccdc_archive 'CCDC 1468126'
_audit_update_record             
;
2016-11-02 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_SHFSU01_complex8            
;
PROBLEM: The absolute value of parameter shift to su ratio > 0.20. Absolute value of the parameter shift to su ratio given 2.312. Additional refinement cycles may be required.
;
_vrf_PLAT080_complex8            
;
PROBLEM: A Maximum Shift/Error ............................ 2.31 Why ?
RESPONSE: The crystal quality was not good. 
Theses alert comes due to nonconvergent refinement of some carbon atoms.
;
_vrf_THETM01_complex8            
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550. Calculated sin(theta_max)/wavelength = 0.4719
RESPONSE: The high angle data was dominated by noise
because of the weak diffraction of the poor quality crystal. 
;
_vrf_PLAT211_complex8            
;
PROBLEM: ADP of Atom C16 is N.P.D. or (nearly) 2D ... Please Check
PROBLEM: ADP of Atom C17 is N.P.D. or (nearly) 2D ... Please Check
;
_vrf_PLAT213_complex8            
;
PROBLEM: Atom N4 has ADP max/min Ratio ..... 9.8 prolat
PROBLEM: Atom C26 has ADP max/min Ratio ..... 4.2 oblate
;
_vrf_PLAT368_complex8            
;
PROBLEM: Short C(sp2)-C(sp2) Bond C16 - C17 .. 0.99 Ang.
RESPONSE: These alerts are generated because there are serious disorders 
in the structure. We think about these problems that are caused of 
strong thermal vibration of C16 and C17 or the poor crystal quality.
The N4 is affected by thermal vibrational disorder giving 
a prolate ellipsoid. 
;
_vrf_REFNR01_complex8            
;
PROBLEM: Ratio of reflections to parameters is < 8 for a centrosymmetric structure sine(theta)/lambda 0.4719
Proportion of unique data used 1.0000
Ratio reflections to parameters 7.5505
;
_vrf_PLAT088_complex8            
;
PROBLEM: Poor Data / Parameter Ratio .................... 7.55 Note
RESPONSE: The sample diffracted very weakly, and at high angles 
the reflections were completely absent, 
even when subjected to synchrotron radiation.
;
_vrf_PLAT201_complex8            
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 7 Report
RESPONSE: This alert is generated because there are serious disorders 
in the structure. To solve these problems, 
we try to refine some atoms isotropically.
;
_vrf_PLAT220_complex8            
;
PROBLEM: Non-Solvent Resd 1 C Ueq(max)/Ueq(min) Range 8.0 Ratio
;
_vrf_PLAT341_complex8            
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.0191 Ang.
;
_vrf_PLAT230_complex8            
;
PROBLEM: Hirshfeld Test Diff for C16 -- C17 .. 8.9 s.u.
;
_vrf_PLAT410_complex8            
;
PROBLEM: Short Intra H...H Contact H16 .. H17 .. 1.83 Ang.
RESPONSE: These alerts are generated because there is 
a large amount disorder in the structures.
The C26 is affected by thermal vibrational disorder 
giving a oblate ellipsoid.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H21 Br3 Fe Mn N8 O3'
_chemical_formula_weight         940.11

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'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.4788(4)
_cell_length_b                   12.8922(4)
_cell_length_c                   26.6392(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.718(2)
_cell_angle_gamma                90
_cell_volume                     3574.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    17512
_cell_measurement_theta_min      2.6955
_cell_measurement_theta_max      19.5205

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_F_000             1844
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.160
_shelx_estimated_absorpt_T_min   0.574
_shelx_estimated_absorpt_T_max   0.681
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5742
_exptl_absorpt_correction_T_max  0.6811
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16764
_diffrn_reflns_av_unetI/netI     0.0654
_diffrn_reflns_av_R_equivalents  0.0906
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.757
_diffrn_reflns_theta_max         19.597
_diffrn_reflns_theta_full        19.597
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3141
_reflns_number_gt                2361
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker SMART APEXll'
_computing_cell_refinement       'Bruker SMART APEXll'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXTL
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    WingX
_computing_publication_material  WingX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0577P)²+21.2568P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3141
_refine_ls_number_parameters     416
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1324
_refine_ls_wR_factor_gt          0.1219
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          2.312
_refine_ls_shift/su_mean         0.025

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 0.66772(14) 0.38541(13) 0.84536(6) 0.0206(5) Uani 1 1 d . . . . .
MN1 Mn 0.16877(15) 0.39774(14) 0.83996(6) 0.0233(5) Uani 1 1 d . . . . .
BR1 Br 0.70756(13) 0.67098(11) 0.84216(5) 0.0530(5) Uani 1 1 d . . . . .
BR2 Br 0.03067(12) 0.16069(10) 1.08170(5) 0.0374(4) Uani 1 1 d . . . . .
BR3 Br 0.08891(12) 0.52715(14) 0.56759(5) 0.0579(5) Uani 1 1 d . . . . .
C1 C 0.4906(12) 0.3954(9) 0.8611(4) 0.024(3) Uani 1 1 d . . . . .
C2 C 0.8462(13) 0.3945(9) 0.8318(4) 0.030(3) Uani 1 1 d . . . . .
C3 C 0.7260(13) 0.4668(11) 0.9055(5) 0.049(4) Uani 1 1 d . . . . .
C4 C 0.6164(11) 0.5963(14) 0.7883(5) 0.044(4) Uani 1 1 d . . . . .
C5 C 0.5595(11) 0.6531(11) 0.7491(5) 0.040(4) Uani 1 1 d . . . . .
H5 H 0.565587 0.725047 0.750663 0.049 Uiso 1 1 calc R U . . .
C6 C 0.4932(11) 0.6084(12) 0.7071(5) 0.038(4) Uani 1 1 d . . . . .
H6 H 0.450972 0.647771 0.681059 0.046 Uiso 1 1 calc R U . . .
C7 C 0.4931(11) 0.4970(13) 0.7060(5) 0.044(4) Uani 1 1 d . . . . .
H7 H 0.453974 0.461525 0.677896 0.053 Uiso 1 1 calc R U . . .
C8 C 0.5531(11) 0.4425(10) 0.7481(5) 0.023(3) Uani 1 1 d . . . . .
C9 C 0.5619(12) 0.3292(12) 0.7495(6) 0.038(4) Uani 1 1 d . . . . .
C10 C 0.6423(10) 0.1857(10) 0.8038(5) 0.024(3) Uani 1 1 d . . . . .
C11 C 0.6274(11) 0.1015(13) 0.7730(5) 0.041(4) Uani 1 1 d . . . . .
H11 H 0.599951 0.109217 0.738698 0.049 Uiso 1 1 calc R U . . .
C12 C 0.6533(11) 0.0058(11) 0.7931(6) 0.035(4) Uani 1 1 d . . . . .
H12 H 0.644294 -0.050996 0.771451 0.042 Uiso 1 1 calc R U . . .
C13 C 0.6906(10) -0.0117(10) 0.8416(5) 0.030(3) Uani 1 1 d . . . . .
H13 H 0.705612 -0.079196 0.853142 0.036 Uiso 1 1 calc R U . . .
C14 C 0.7077(10) 0.0732(11) 0.8760(5) 0.034(4) Uani 1 1 d . . . . .
C15 C 0.7416(11) 0.0679(14) 0.9289(6) 0.055(5) Uani 1 1 d . . . . .
H15 H 0.755727 0.004464 0.945166 0.066 Uiso 1 1 calc R U . . .
C16 C 0.7535(12) 0.1618(12) 0.9561(5) 0.008(4) Uani 1 1 d . . . . .
H16 H 0.775331 0.158013 0.990907 0.009 Uiso 1 1 calc R U . . .
C17 C 0.7403(12) 0.2316(19) 0.9408(6) 0.047(5) Uani 1 1 d . . . . .
H17 H 0.752279 0.287335 0.963021 0.056 Uiso 1 1 calc R U . . .
C18 C 0.6842(10) 0.1774(10) 0.8551(4) 0.022(3) Uiso 1 1 d . . . . .
C19 C 0.1241(9) 0.2481(8) 0.9185(4) 0.018(3) Uiso 1 1 d . . . . .
C20 C 0.1147(10) 0.1451(9) 0.9337(4) 0.027(3) Uiso 1 1 d . . . . .
H20 H 0.127290 0.092433 0.910942 0.032 Uiso 1 1 calc R U . . .
C21 C 0.0879(10) 0.1200(10) 0.9802(5) 0.033(3) Uani 1 1 d . . . . .
H21 H 0.081315 0.050546 0.988936 0.039 Uiso 1 1 calc R U . . .
C22 C 0.0698(10) 0.1965(10) 1.0157(4) 0.025(3) Uani 1 1 d . . . . .
C23 C 0.0793(9) 0.2975(11) 1.0028(4) 0.031(3) Uani 1 1 d . . . . .
H23 H 0.067321 0.348120 1.026693 0.037 Uiso 1 1 calc R U . . .
C24 C 0.1071(9) 0.3293(8) 0.9539(4) 0.017(3) Uiso 1 1 d . . . . .
C25 C 0.1110(10) 0.4359(9) 0.9435(4) 0.028(3) Uiso 1 1 d . . . . .
H25 H 0.097161 0.481095 0.969543 0.033 Uiso 1 1 calc R U . . .
C26 C 0.1157(12) 0.5866(9) 0.8914(5) 0.039(3) Uani 1 1 d . . . . .
H26A H 0.139531 0.625117 0.922356 0.047 Uiso 1 1 calc R U . . .
H26B H 0.026214 0.601210 0.879937 0.047 Uiso 1 1 calc R U . . .
C27 C 0.1955(11) 0.6194(10) 0.8530(4) 0.039(4) Uani 1 1 d . . . . .
H27A H 0.284644 0.624633 0.867465 0.047 Uiso 1 1 calc R U . . .
H27B H 0.167665 0.686563 0.839496 0.047 Uiso 1 1 calc R U . . .
C28 C 0.1804(9) 0.5661(10) 0.7656(4) 0.030(3) Uani 1 1 d . . . . .
H28 H 0.188812 0.636138 0.758188 0.036 Uiso 1 1 calc R U . . .
C29 C 0.1676(10) 0.4940(10) 0.7239(4) 0.029(3) Uani 1 1 d . . . . .
C30 C 0.1490(10) 0.5369(12) 0.6753(5) 0.043(4) Uani 1 1 d . . . . .
H30 H 0.152547 0.608441 0.671044 0.051 Uiso 1 1 calc R U . . .
C31 C 0.1257(11) 0.4742(15) 0.6343(5) 0.041(4) Uani 1 1 d . . . . .
C32 C 0.1189(11) 0.3681(14) 0.6403(5) 0.049(4) Uani 1 1 d . . . . .
H32 H 0.100674 0.325503 0.612206 0.059 Uiso 1 1 calc R U . . .
C33 C 0.1396(11) 0.3241(11) 0.6891(5) 0.042(4) Uani 1 1 d . . . . .
H33 H 0.135350 0.252492 0.692809 0.050 Uiso 1 1 calc R U . . .
C34 C 0.1662(10) 0.3864(10) 0.7317(5) 0.029(3) Uiso 1 1 d . . . . .
N1 N 0.3826(10) 0.4031(8) 0.8647(3) 0.032(3) Uani 1 1 d . . . . .
N2 N 0.9516(10) 0.4006(8) 0.8220(4) 0.037(3) Uani 1 1 d . . . . .
N3 N 0.7642(14) 0.5019(10) 0.9437(5) 0.082(5) Uani 1 1 d . . . . .
N4 N 0.6125(9) 0.4937(8) 0.7906(4) 0.032(3) Uani 1 1 d . . . . .
N5 N 0.6216(9) 0.2933(9) 0.7917(4) 0.035(3) Uani 1 1 d . . . . .
N6 N 0.7032(8) 0.2591(8) 0.8858(4) 0.035(3) Uani 1 1 d . . . . .
N7 N 0.1811(8) 0.5400(7) 0.8128(4) 0.026(2) Uiso 1 1 d . . . . .
N8 N 0.1320(8) 0.4765(7) 0.9011(3) 0.024(2) Uani 1 1 d . . . . .
O1 O 0.5095(8) 0.2754(7) 0.7126(3) 0.048(3) Uani 1 1 d . . . . .
O2 O 0.1867(7) 0.3399(6) 0.7760(3) 0.033(2) Uani 1 1 d . . . . .
O3 O 0.1542(6) 0.2686(6) 0.8727(3) 0.027(2) 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 N5 1.878(10) . ?
FE1 C2 1.949(15) . ?
FE1 C3 1.953(15) . ?
FE1 C1 1.954(13) . ?
FE1 N6 1.964(10) . ?
FE1 N4 2.053(10) . ?
MN1 O2 1.888(7) . ?
MN1 O3 1.895(8) . ?
MN1 N7 1.982(10) . ?
MN1 N8 1.995(9) . ?
MN1 N1 2.261(10) . ?
MN1 N2 2.271(11) 1_455 ?
BR1 C4 1.890(13) . ?
BR2 C22 1.909(11) . ?
BR3 C31 1.899(13) . ?
C1 N1 1.151(12) . ?
C2 N2 1.167(13) . ?
C3 N3 1.143(15) . ?
C4 N4 1.325(16) . ?
C4 C5 1.356(17) . ?
C5 C6 1.372(17) . ?
C6 C7 1.436(18) . ?
C7 C8 1.408(17) . ?
C8 N4 1.393(15) . ?
C8 C9 1.464(17) . ?
C9 O1 1.274(15) . ?
C9 N5 1.305(15) . ?
C10 C11 1.358(16) . ?
C10 C18 1.389(15) . ?
C10 N5 1.435(15) . ?
C11 C12 1.361(17) . ?
C12 C13 1.324(16) . ?
C13 C14 1.426(17) . ?
C14 C15 1.412(17) . ?
C14 C18 1.464(17) . ?
C15 C16 1.41(2) . ?
C16 C17 0.991(19) . ?
C17 N6 1.513(18) . ?
C18 N6 1.335(14) . ?
C19 O3 1.321(12) . ?
C19 C20 1.395(14) . ?
C19 C24 1.434(14) . ?
C20 C21 1.343(15) . ?
C21 C22 1.393(16) . ?
C22 C23 1.354(15) . ?
C23 C24 1.427(15) . ?
C24 C25 1.403(15) . ?
C25 N8 1.287(13) . ?
C26 N8 1.450(14) . ?
C26 C27 1.457(15) . ?
C27 N7 1.476(14) . ?
C28 N7 1.302(13) . ?
C28 C29 1.442(16) . ?
C29 C34 1.403(16) . ?
C29 C30 1.402(16) . ?
C30 C31 1.358(18) . ?
C31 C32 1.380(18) . ?
C32 C33 1.411(17) . ?
C33 C34 1.392(16) . ?
C34 O2 1.321(13) . ?
N2 MN1 2.271(11) 1_655 ?

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
N5 FE1 C2 93.7(4) . . ?
N5 FE1 C3 173.0(6) . . ?
C2 FE1 C3 84.5(5) . . ?
N5 FE1 C1 92.2(4) . . ?
C2 FE1 C1 172.6(5) . . ?
C3 FE1 C1 90.1(5) . . ?
N5 FE1 N6 84.7(5) . . ?
C2 FE1 N6 91.6(4) . . ?
C3 FE1 N6 88.6(5) . . ?
C1 FE1 N6 93.5(4) . . ?
N5 FE1 N4 82.1(5) . . ?
C2 FE1 N4 91.4(4) . . ?
C3 FE1 N4 104.6(6) . . ?
C1 FE1 N4 85.0(4) . . ?
N6 FE1 N4 166.7(5) . . ?
O2 MN1 O3 95.2(3) . . ?
O2 MN1 N7 91.1(4) . . ?
O3 MN1 N7 173.7(4) . . ?
O2 MN1 N8 170.6(4) . . ?
O3 MN1 N8 92.1(4) . . ?
N7 MN1 N8 81.6(4) . . ?
O2 MN1 N1 94.3(3) . . ?
O3 MN1 N1 91.3(3) . . ?
N7 MN1 N1 88.5(4) . . ?
N8 MN1 N1 91.5(3) . . ?
O2 MN1 N2 91.1(3) . 1_455 ?
O3 MN1 N2 88.8(3) . 1_455 ?
N7 MN1 N2 90.8(4) . 1_455 ?
N8 MN1 N2 83.1(4) . 1_455 ?
N1 MN1 N2 174.6(4) . 1_455 ?
N1 C1 FE1 172.3(10) . . ?
N2 C2 FE1 177.7(10) . . ?
N3 C3 FE1 170.8(14) . . ?
N4 C4 C5 124.1(13) . . ?
N4 C4 BR1 119.3(11) . . ?
C5 C4 BR1 116.6(13) . . ?
C4 C5 C6 122.4(14) . . ?
C5 C6 C7 115.9(12) . . ?
C8 C7 C6 118.8(13) . . ?
N4 C8 C7 121.8(12) . . ?
N4 C8 C9 115.5(12) . . ?
C7 C8 C9 122.7(14) . . ?
O1 C9 N5 126.3(14) . . ?
O1 C9 C8 120.2(13) . . ?
N5 C9 C8 113.5(14) . . ?
C11 C10 C18 122.2(12) . . ?
C11 C10 N5 129.3(12) . . ?
C18 C10 N5 108.5(11) . . ?
C10 C11 C12 118.9(13) . . ?
C13 C12 C11 124.2(13) . . ?
C12 C13 C14 119.8(12) . . ?
C15 C14 C13 127.0(14) . . ?
C15 C14 C18 115.8(13) . . ?
C13 C14 C18 117.1(11) . . ?
C16 C15 C14 117.9(12) . . ?
C17 C16 C15 124.6(19) . . ?
C16 C17 N6 128(2) . . ?
N6 C18 C10 123.3(12) . . ?
N6 C18 C14 118.9(11) . . ?
C10 C18 C14 117.8(11) . . ?
O3 C19 C20 119.4(10) . . ?
O3 C19 C24 121.6(10) . . ?
C20 C19 C24 119.0(10) . . ?
C21 C20 C19 121.8(11) . . ?
C20 C21 C22 121.0(12) . . ?
C23 C22 C21 119.3(11) . . ?
C23 C22 BR2 119.7(10) . . ?
C21 C22 BR2 121.0(9) . . ?
C22 C23 C24 122.4(12) . . ?
C25 C24 C23 118.3(11) . . ?
C25 C24 C19 125.2(10) . . ?
C23 C24 C19 116.5(10) . . ?
N8 C25 C24 125.7(11) . . ?
N8 C26 C27 110.1(10) . . ?
C26 C27 N7 106.8(10) . . ?
N7 C28 C29 124.5(12) . . ?
C34 C29 C30 121.6(12) . . ?
C34 C29 C28 121.8(11) . . ?
C30 C29 C28 116.6(12) . . ?
C31 C30 C29 120.1(14) . . ?
C30 C31 C32 120.2(13) . . ?
C30 C31 BR3 122.4(13) . . ?
C32 C31 BR3 117.3(12) . . ?
C31 C32 C33 120.1(13) . . ?
C34 C33 C32 120.9(14) . . ?
O2 C34 C33 117.6(12) . . ?
O2 C34 C29 125.3(11) . . ?
C33 C34 C29 117.1(12) . . ?
C1 N1 MN1 157.5(9) . . ?
C2 N2 MN1 154.5(9) . 1_655 ?
C4 N4 C8 116.7(11) . . ?
C4 N4 FE1 134.7(10) . . ?
C8 N4 FE1 108.5(8) . . ?
C9 N5 C10 125.5(11) . . ?
C9 N5 FE1 119.1(11) . . ?
C10 N5 FE1 115.0(8) . . ?
C18 N6 C17 114.4(12) . . ?
C18 N6 FE1 108.2(8) . . ?
C17 N6 FE1 137.4(11) . . ?
C28 N7 C27 120.7(10) . . ?
C28 N7 MN1 126.8(9) . . ?
C27 N7 MN1 112.5(7) . . ?
C25 N8 C26 121.8(10) . . ?
C25 N8 MN1 125.4(8) . . ?
C26 N8 MN1 112.5(7) . . ?
C34 O2 MN1 127.2(8) . . ?
C19 O3 MN1 129.9(7) . . ?

_refine_diff_density_max         0.756
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.104



