# Electronic Supplementary Material (ESI) for ChemComm.
# 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_gilb174a
_database_code_depnum_ccdc_archive 'CCDC 1494866'
_audit_update_record             
;
2016-07-19 deposited with the CCDC.
2016-08-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H41 F6 Fe N4 O2 P'
_chemical_formula_weight         678.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   21.0286(15)
_cell_length_b                   8.7204(7)
_cell_length_c                   17.6555(12)
_cell_angle_alpha                90
_cell_angle_beta                 99.237(5)
_cell_angle_gamma                90
_cell_volume                     3195.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3136
_cell_measurement_theta_min      4.26
_cell_measurement_theta_max      65.67

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_F_000             1416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.014
_exptl_crystal_size_mid          0.012
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    4.857
_shelx_estimated_absorpt_T_min   0.935
_shelx_estimated_absorpt_T_max   0.953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5846
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus Incoatec I\mS'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27682
_diffrn_reflns_av_unetI/netI     0.0980
_diffrn_reflns_av_R_equivalents  0.1332
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.128
_diffrn_reflns_theta_max         66.754
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             5641
_reflns_number_gt                3555
_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. 
  
 _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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'



_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)+(0.0730P)²+1.5350P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5641
_refine_ls_number_parameters     392
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1132
_refine_ls_R_factor_gt           0.0647
_refine_ls_wR_factor_ref         0.1614
_refine_ls_wR_factor_gt          0.1394
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.26776(3) 0.16571(8) 0.39072(4) 0.0268(2) Uani 1 1 d . . . . .
O1 O 0.32303(18) -0.0858(5) 0.4836(2) 0.0551(10) Uani 1 1 d . . . . .
O2 O 0.23916(19) -0.0037(5) 0.2492(2) 0.0610(11) Uani 1 1 d . . . . .
N1 N 0.34172(16) 0.2771(4) 0.36437(19) 0.0258(8) Uani 1 1 d . . . . .
N2 N 0.27338(17) 0.3287(4) 0.45922(19) 0.0278(8) Uani 1 1 d . . . . .
N3 N 0.18113(16) 0.1641(4) 0.41833(19) 0.0285(8) Uani 1 1 d . . . . .
N4 N 0.09249(18) -0.2104(4) 0.3658(2) 0.0297(9) Uani 1 1 d . . . . .
C1 C 0.4259(2) 0.4774(6) 0.4040(3) 0.0442(13) Uani 1 1 d . . . . .
H1A H 0.4455 0.4353 0.3617 0.066 Uiso 1 1 calc R U . . .
H1B H 0.4561 0.4671 0.4521 0.066 Uiso 1 1 calc R U . . .
H1C H 0.4158 0.5860 0.3942 0.066 Uiso 1 1 calc R U . . .
C2 C 0.3651(2) 0.3912(5) 0.4100(2) 0.0278(10) Uani 1 1 d . . . . .
C3 C 0.3254(2) 0.4266(5) 0.4669(2) 0.0286(10) Uani 1 1 d . . . . .
C4 C 0.3305(2) 0.5443(6) 0.5189(3) 0.0365(12) Uani 1 1 d . . . . .
H4A H 0.3666 0.6111 0.5241 0.044 Uiso 1 1 calc R U . . .
C5 C 0.2828(2) 0.5661(6) 0.5643(3) 0.0431(13) Uani 1 1 d . . . . .
H5A H 0.2869 0.6463 0.6012 0.052 Uiso 1 1 calc R U . . .
C6 C 0.2296(2) 0.4708(6) 0.5554(3) 0.0366(12) Uani 1 1 d . . . . .
H6A H 0.1967 0.4857 0.5857 0.044 Uiso 1 1 calc R U . . .
C7 C 0.2246(2) 0.3521(5) 0.5013(2) 0.0288(10) Uani 1 1 d . . . . .
C8 C 0.1718(2) 0.2519(6) 0.4775(2) 0.0304(11) Uani 1 1 d . . . . .
C9 C 0.1129(2) 0.2476(6) 0.5153(3) 0.0409(12) Uani 1 1 d . . . . .
H9A H 0.0827 0.1707 0.4899 0.061 Uiso 1 1 calc R U . . .
H9B H 0.0921 0.3486 0.5111 0.061 Uiso 1 1 calc R U . . .
H9C H 0.1252 0.2208 0.5696 0.061 Uiso 1 1 calc R U . . .
C10 C 0.1282(2) 0.0625(5) 0.3834(3) 0.0328(11) Uani 1 1 d . . . . .
H10A H 0.1256 0.0636 0.3269 0.039 Uiso 1 1 calc R U . . .
H10B H 0.0869 0.1016 0.3957 0.039 Uiso 1 1 calc R U . . .
C11 C 0.1385(2) -0.1008(5) 0.4124(3) 0.0324(11) Uani 1 1 d . . . . .
H11A H 0.1833 -0.1324 0.4099 0.039 Uiso 1 1 calc R U . . .
H11B H 0.1323 -0.1053 0.4668 0.039 Uiso 1 1 calc R U . . .
C12 C 0.1145(2) -0.3737(6) 0.3789(3) 0.0400(12) Uani 1 1 d . . . . .
H12A H 0.0806 -0.4430 0.3528 0.048 Uiso 1 1 calc R U . . .
H12B H 0.1203 -0.3962 0.4346 0.048 Uiso 1 1 calc R U . . .
C13 C 0.1766(3) -0.4065(6) 0.3499(3) 0.0485(14) Uani 1 1 d . . . . .
H13A H 0.1888 -0.5138 0.3602 0.073 Uiso 1 1 calc R U . . .
H13B H 0.2106 -0.3393 0.3760 0.073 Uiso 1 1 calc R U . . .
H13C H 0.1709 -0.3875 0.2945 0.073 Uiso 1 1 calc R U . . .
C14 C 0.0246(2) -0.1887(7) 0.3813(3) 0.0465(14) Uani 1 1 d . . . . .
H14A H 0.0163 -0.0777 0.3865 0.056 Uiso 1 1 calc R U . . .
H14B H 0.0204 -0.2385 0.4306 0.056 Uiso 1 1 calc R U . . .
C15 C -0.0255(2) -0.2541(7) 0.3189(3) 0.0522(15) Uani 1 1 d . . . . .
H15A H -0.0685 -0.2369 0.3319 0.078 Uiso 1 1 calc R U . . .
H15B H -0.0183 -0.3644 0.3141 0.078 Uiso 1 1 calc R U . . .
H15C H -0.0224 -0.2035 0.2701 0.078 Uiso 1 1 calc R U . . .
C16 C 0.3711(2) 0.2446(5) 0.2970(2) 0.0280(10) Uani 1 1 d . . . . .
C17 C 0.4215(2) 0.1382(5) 0.3010(3) 0.0337(11) Uani 1 1 d . . . . .
C18 C 0.4446(2) 0.1026(6) 0.2332(3) 0.0409(12) Uani 1 1 d . . . . .
H18A H 0.4781 0.0293 0.2340 0.049 Uiso 1 1 calc R U . . .
C19 C 0.4190(2) 0.1727(7) 0.1652(3) 0.0454(13) Uani 1 1 d . . . . .
H19A H 0.4354 0.1477 0.1196 0.054 Uiso 1 1 calc R U . . .
C20 C 0.3702(2) 0.2782(6) 0.1624(3) 0.0408(13) Uani 1 1 d . . . . .
H20A H 0.3532 0.3251 0.1149 0.049 Uiso 1 1 calc R U . . .
C21 C 0.3452(2) 0.3178(5) 0.2286(3) 0.0316(11) Uani 1 1 d . . . . .
C22 C 0.4499(2) 0.0602(6) 0.3748(3) 0.0410(13) Uani 1 1 d . . . . .
H22A H 0.4280 0.1016 0.4167 0.049 Uiso 1 1 calc R U . . .
C23 C 0.4385(3) -0.1116(7) 0.3699(3) 0.0568(16) Uani 1 1 d . . . . .
H23A H 0.3922 -0.1317 0.3565 0.085 Uiso 1 1 calc R U . . .
H23B H 0.4549 -0.1588 0.4195 0.085 Uiso 1 1 calc R U . . .
H23C H 0.4610 -0.1551 0.3304 0.085 Uiso 1 1 calc R U . . .
C24 C 0.5228(2) 0.0938(8) 0.3959(4) 0.0593(16) Uani 1 1 d . . . . .
H24A H 0.5297 0.2049 0.3990 0.089 Uiso 1 1 calc R U . . .
H24B H 0.5455 0.0507 0.3565 0.089 Uiso 1 1 calc R U . . .
H24C H 0.5394 0.0470 0.4456 0.089 Uiso 1 1 calc R U . . .
C25 C 0.2924(2) 0.4374(6) 0.2254(3) 0.0391(12) Uani 1 1 d . . . . .
H25A H 0.2781 0.4395 0.2767 0.047 Uiso 1 1 calc R U . . .
C26 C 0.2335(3) 0.3968(8) 0.1655(4) 0.0631(18) Uani 1 1 d . . . . .
H26A H 0.2184 0.2937 0.1758 0.095 Uiso 1 1 calc R U . . .
H26B H 0.2454 0.3996 0.1141 0.095 Uiso 1 1 calc R U . . .
H26C H 0.1990 0.4711 0.1684 0.095 Uiso 1 1 calc R U . . .
C27 C 0.3166(3) 0.5963(7) 0.2101(4) 0.0610(17) Uani 1 1 d . . . . .
H27A H 0.3542 0.6209 0.2487 0.092 Uiso 1 1 calc R U . . .
H27B H 0.2825 0.6716 0.2130 0.092 Uiso 1 1 calc R U . . .
H27C H 0.3289 0.5993 0.1589 0.092 Uiso 1 1 calc R U . . .
C28 C 0.3034(2) 0.0070(6) 0.4474(3) 0.0369(12) Uani 1 1 d . . . . .
C29 C 0.2497(2) 0.0659(6) 0.3027(3) 0.0437(13) Uani 1 1 d . . . . .
P1 P 0.92835(6) 0.23226(16) 0.86757(7) 0.0370(3) Uani 1 1 d . . . . .
F1 F 1.00100(13) 0.1889(4) 0.86108(17) 0.0551(9) Uani 1 1 d . . . . .
F2 F 0.92966(17) 0.3636(4) 0.80550(17) 0.0615(9) Uani 1 1 d . . . . .
F3 F 0.85644(15) 0.2728(4) 0.8737(2) 0.0704(10) Uani 1 1 d . . . . .
F4 F 0.92788(16) 0.1003(4) 0.92871(17) 0.0598(9) Uani 1 1 d . . . . .
F5 F 0.95367(16) 0.3514(4) 0.93373(16) 0.0595(9) Uani 1 1 d . . . . .
F6 F 0.90491(15) 0.1150(4) 0.79867(17) 0.0573(9) Uani 1 1 d . . . . .
H4N H 0.091(2) -0.190(5) 0.316(3) 0.034(13) Uiso 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 C29 1.768(6) . ?
Fe1 C28 1.800(6) . ?
Fe1 N2 1.858(4) . ?
Fe1 N1 1.952(4) . ?
Fe1 N3 1.960(3) . ?
O1 C28 1.071(6) . ?
O2 C29 1.114(6) . ?
N1 C2 1.325(6) . ?
N1 C16 1.454(5) . ?
N2 C7 1.375(5) . ?
N2 C3 1.378(6) . ?
N3 C8 1.335(5) . ?
N3 C10 1.477(6) . ?
N4 C12 1.504(6) . ?
N4 C14 1.508(6) . ?
N4 C11 1.507(6) . ?
N4 H4N 0.90(5) . ?
C1 C2 1.502(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.438(6) . ?
C3 C4 1.370(6) . ?
C4 C5 1.393(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.383(7) . ?
C5 H5A 0.9500 . ?
C6 C7 1.400(6) . ?
C6 H6A 0.9500 . ?
C7 C8 1.423(6) . ?
C8 C9 1.499(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.517(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.504(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.509(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C21 1.397(6) . ?
C16 C17 1.402(6) . ?
C17 C18 1.396(6) . ?
C17 C22 1.507(7) . ?
C18 C19 1.377(7) . ?
C18 H18A 0.9500 . ?
C19 C20 1.374(7) . ?
C19 H19A 0.9500 . ?
C20 C21 1.400(6) . ?
C20 H20A 0.9500 . ?
C21 C25 1.517(7) . ?
C22 C23 1.518(8) . ?
C22 C24 1.545(7) . ?
C22 H22A 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C27 1.516(8) . ?
C25 C26 1.535(7) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
P1 F3 1.573(3) . ?
P1 F4 1.579(3) . ?
P1 F2 1.588(3) . ?
P1 F5 1.590(3) . ?
P1 F1 1.596(3) . ?
P1 F6 1.605(3) . ?

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
C29 Fe1 C28 97.0(3) . . ?
C29 Fe1 N2 158.6(2) . . ?
C28 Fe1 N2 104.41(19) . . ?
C29 Fe1 N1 95.86(19) . . ?
C28 Fe1 N1 103.79(18) . . ?
N2 Fe1 N1 78.74(15) . . ?
C29 Fe1 N3 97.96(19) . . ?
C28 Fe1 N3 100.21(18) . . ?
N2 Fe1 N3 78.92(15) . . ?
N1 Fe1 N3 150.53(16) . . ?
C2 N1 C16 118.7(4) . . ?
C2 N1 Fe1 117.4(3) . . ?
C16 N1 Fe1 123.9(3) . . ?
C7 N2 C3 120.3(4) . . ?
C7 N2 Fe1 119.4(3) . . ?
C3 N2 Fe1 120.3(3) . . ?
C8 N3 C10 118.3(4) . . ?
C8 N3 Fe1 116.8(3) . . ?
C10 N3 Fe1 124.6(3) . . ?
C12 N4 C14 111.6(4) . . ?
C12 N4 C11 111.2(4) . . ?
C14 N4 C11 111.4(4) . . ?
C12 N4 H4N 108(3) . . ?
C14 N4 H4N 106(3) . . ?
C11 N4 H4N 109(3) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 112.7(4) . . ?
N1 C2 C1 124.7(4) . . ?
C3 C2 C1 122.6(4) . . ?
C4 C3 N2 120.3(4) . . ?
C4 C3 C2 129.6(4) . . ?
N2 C3 C2 109.8(4) . . ?
C3 C4 C5 120.1(5) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C6 C5 C4 119.8(5) . . ?
C6 C5 H5A 120.1 . . ?
C4 C5 H5A 120.1 . . ?
C5 C6 C7 119.5(4) . . ?
C5 C6 H6A 120.2 . . ?
C7 C6 H6A 120.2 . . ?
N2 C7 C6 119.8(4) . . ?
N2 C7 C8 111.3(4) . . ?
C6 C7 C8 128.7(4) . . ?
N3 C8 C7 112.1(4) . . ?
N3 C8 C9 124.8(4) . . ?
C7 C8 C9 123.1(4) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 111.4(4) . . ?
N3 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
N3 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
N4 C11 C10 111.5(4) . . ?
N4 C11 H11A 109.3 . . ?
C10 C11 H11A 109.3 . . ?
N4 C11 H11B 109.3 . . ?
C10 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
N4 C12 C13 113.0(4) . . ?
N4 C12 H12A 109.0 . . ?
C13 C12 H12A 109.0 . . ?
N4 C12 H12B 109.0 . . ?
C13 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 C15 113.1(4) . . ?
N4 C14 H14A 109.0 . . ?
C15 C14 H14A 109.0 . . ?
N4 C14 H14B 109.0 . . ?
C15 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 C16 C17 122.2(4) . . ?
C21 C16 N1 117.4(4) . . ?
C17 C16 N1 120.3(4) . . ?
C18 C17 C16 117.9(4) . . ?
C18 C17 C22 119.8(4) . . ?
C16 C17 C22 122.3(4) . . ?
C19 C18 C17 120.5(5) . . ?
C19 C18 H18A 119.7 . . ?
C17 C18 H18A 119.7 . . ?
C20 C19 C18 120.8(4) . . ?
C20 C19 H19A 119.6 . . ?
C18 C19 H19A 119.6 . . ?
C19 C20 C21 121.0(5) . . ?
C19 C20 H20A 119.5 . . ?
C21 C20 H20A 119.5 . . ?
C16 C21 C20 117.5(4) . . ?
C16 C21 C25 121.9(4) . . ?
C20 C21 C25 120.6(4) . . ?
C17 C22 C23 111.0(4) . . ?
C17 C22 C24 111.3(4) . . ?
C23 C22 C24 110.0(5) . . ?
C17 C22 H22A 108.1 . . ?
C23 C22 H22A 108.1 . . ?
C24 C22 H22A 108.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C27 C25 C21 111.8(4) . . ?
C27 C25 C26 110.2(5) . . ?
C21 C25 C26 111.8(4) . . ?
C27 C25 H25A 107.6 . . ?
C21 C25 H25A 107.6 . . ?
C26 C25 H25A 107.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O1 C28 Fe1 176.8(5) . . ?
O2 C29 Fe1 176.4(6) . . ?
F3 P1 F4 90.30(19) . . ?
F3 P1 F2 90.5(2) . . ?
F4 P1 F2 179.1(2) . . ?
F3 P1 F5 90.9(2) . . ?
F4 P1 F5 90.69(18) . . ?
F2 P1 F5 89.71(18) . . ?
F3 P1 F1 179.2(2) . . ?
F4 P1 F1 89.28(18) . . ?
F2 P1 F1 89.92(18) . . ?
F5 P1 F1 89.77(18) . . ?
F3 P1 F6 90.75(19) . . ?
F4 P1 F6 91.10(19) . . ?
F2 P1 F6 88.48(18) . . ?
F5 P1 F6 177.57(19) . . ?
F1 P1 F6 88.60(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C29 Fe1 N2 C7 93.3(6) . . . . ?
C28 Fe1 N2 C7 -88.1(3) . . . . ?
N1 Fe1 N2 C7 170.4(3) . . . . ?
N3 Fe1 N2 C7 9.7(3) . . . . ?
C29 Fe1 N2 C3 -85.7(6) . . . . ?
C28 Fe1 N2 C3 93.0(3) . . . . ?
N1 Fe1 N2 C3 -8.6(3) . . . . ?
N3 Fe1 N2 C3 -169.2(3) . . . . ?
C16 N1 C2 C3 170.5(4) . . . . ?
Fe1 N1 C2 C3 -7.9(5) . . . . ?
C16 N1 C2 C1 -8.9(7) . . . . ?
Fe1 N1 C2 C1 172.7(4) . . . . ?
C7 N2 C3 C4 2.9(6) . . . . ?
Fe1 N2 C3 C4 -178.2(3) . . . . ?
C7 N2 C3 C2 -172.2(4) . . . . ?
Fe1 N2 C3 C2 6.7(5) . . . . ?
N1 C2 C3 C4 -173.5(5) . . . . ?
C1 C2 C3 C4 5.9(8) . . . . ?
N1 C2 C3 N2 1.1(5) . . . . ?
C1 C2 C3 N2 -179.5(4) . . . . ?
N2 C3 C4 C5 -0.3(7) . . . . ?
C2 C3 C4 C5 173.7(5) . . . . ?
C3 C4 C5 C6 -1.5(8) . . . . ?
C4 C5 C6 C7 0.7(8) . . . . ?
C3 N2 C7 C6 -3.7(6) . . . . ?
Fe1 N2 C7 C6 177.4(3) . . . . ?
C3 N2 C7 C8 172.0(4) . . . . ?
Fe1 N2 C7 C8 -6.9(5) . . . . ?
C5 C6 C7 N2 1.9(7) . . . . ?
C5 C6 C7 C8 -173.0(5) . . . . ?
C10 N3 C8 C7 -175.4(4) . . . . ?
Fe1 N3 C8 C7 10.4(5) . . . . ?
C10 N3 C8 C9 4.5(7) . . . . ?
Fe1 N3 C8 C9 -169.7(4) . . . . ?
N2 C7 C8 N3 -2.6(6) . . . . ?
C6 C7 C8 N3 172.7(5) . . . . ?
N2 C7 C8 C9 177.6(4) . . . . ?
C6 C7 C8 C9 -7.2(8) . . . . ?
C8 N3 C10 C11 -99.2(5) . . . . ?
Fe1 N3 C10 C11 74.5(4) . . . . ?
C12 N4 C11 C10 163.5(4) . . . . ?
C14 N4 C11 C10 -71.2(5) . . . . ?
N3 C10 C11 N4 -168.5(3) . . . . ?
C14 N4 C12 C13 169.0(4) . . . . ?
C11 N4 C12 C13 -65.9(5) . . . . ?
C12 N4 C14 C15 -74.5(6) . . . . ?
C11 N4 C14 C15 160.5(4) . . . . ?
C2 N1 C16 C21 -91.3(5) . . . . ?
Fe1 N1 C16 C21 87.0(5) . . . . ?
C2 N1 C16 C17 91.5(5) . . . . ?
Fe1 N1 C16 C17 -90.2(5) . . . . ?
C21 C16 C17 C18 -1.9(7) . . . . ?
N1 C16 C17 C18 175.1(4) . . . . ?
C21 C16 C17 C22 179.5(4) . . . . ?
N1 C16 C17 C22 -3.5(7) . . . . ?
C16 C17 C18 C19 1.2(7) . . . . ?
C22 C17 C18 C19 179.9(5) . . . . ?
C17 C18 C19 C20 -0.4(8) . . . . ?
C18 C19 C20 C21 0.1(8) . . . . ?
C17 C16 C21 C20 1.7(7) . . . . ?
N1 C16 C21 C20 -175.4(4) . . . . ?
C17 C16 C21 C25 -177.5(4) . . . . ?
N1 C16 C21 C25 5.4(7) . . . . ?
C19 C20 C21 C16 -0.8(7) . . . . ?
C19 C20 C21 C25 178.5(5) . . . . ?
C18 C17 C22 C23 -62.5(6) . . . . ?
C16 C17 C22 C23 116.1(5) . . . . ?
C18 C17 C22 C24 60.4(6) . . . . ?
C16 C17 C22 C24 -121.0(5) . . . . ?
C16 C21 C25 C27 110.7(5) . . . . ?
C20 C21 C25 C27 -68.4(6) . . . . ?
C16 C21 C25 C26 -125.1(5) . . . . ?
C20 C21 C25 C26 55.7(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9B F4 0.98 2.50 3.382(6) 149.2 2_656
C10 H10B F1 0.99 2.57 3.417(6) 143.1 4_465
C13 H13A N2 0.98 2.67 3.456(6) 137.9 1_545
C13 H13C F2 0.98 2.54 3.270(6) 131.6 3_656
C14 H14A F5 0.99 2.58 3.489(6) 152.0 4_465
C14 H14B F5 0.99 2.50 3.244(6) 132.0 2_646
C15 H15C F1 0.98 2.43 3.349(6) 155.5 3_656
N4 H4N F2 0.90(5) 2.61(5) 3.271(5) 132(4) 3_656
N4 H4N F6 0.90(5) 2.14(5) 3.030(5) 173(4) 3_656

_refine_diff_density_max         0.501
_refine_diff_density_min         -0.654
_refine_diff_density_rms         0.077

_shelxl_version_number           2013-4

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

data_mo_gilb160_0m
_database_code_depnum_ccdc_archive 'CCDC 1494867'
_audit_update_record             
;
2016-07-19 deposited with the CCDC.
2016-08-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29.50 H41 Cl Fe N4 O2'
_chemical_formula_weight         574.96

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

_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                   9.6385(9)
_cell_length_b                   13.7609(13)
_cell_length_c                   23.410(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.164(2)
_cell_angle_gamma                90
_cell_volume                     3102.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6346
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      24.69

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_F_000             1220
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.603
_shelx_estimated_absorpt_T_min   0.830
_shelx_estimated_absorpt_T_max   0.937
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7059
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Apex-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35837
_diffrn_reflns_av_unetI/netI     0.0552
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.114
_diffrn_reflns_theta_max         27.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7488
_reflns_number_gt                5426
_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.
 
 _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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0521P)²+0.1711P] 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         7488
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1119
_refine_ls_wR_factor_gt          0.1051
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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 0.40639(3) 0.02916(2) 0.16171(2) 0.01929(9) Uani 1 1 d . . . . .
N1 N 0.40392(15) 0.12979(12) 0.22085(7) 0.0206(3) Uani 1 1 d . . . . .
N2 N 0.59449(15) 0.04775(11) 0.17576(7) 0.0208(4) Uani 1 1 d . . . . .
N3 N 0.48252(15) -0.07804(12) 0.11820(7) 0.0212(4) Uani 1 1 d . . . . .
N4 N 0.28287(19) -0.18754(14) -0.00775(8) 0.0344(4) Uani 1 1 d . . . . .
O1 O 0.26882(18) 0.12656(12) 0.06418(7) 0.0458(4) Uani 1 1 d . . . . .
O2 O 0.15750(15) -0.07743(12) 0.19175(7) 0.0406(4) Uani 1 1 d . . . . .
C1 C 0.5464(2) 0.25039(17) 0.27847(10) 0.0358(5) Uani 1 1 d . . . . .
H1A H 0.6456 0.2653 0.2830 0.054 Uiso 1 1 calc R U . . .
H1B H 0.4963 0.3079 0.2641 0.054 Uiso 1 1 calc R U . . .
H1C H 0.5108 0.2315 0.3155 0.054 Uiso 1 1 calc R U . . .
C2 C 0.52565(19) 0.16826(15) 0.23677(8) 0.0232(4) Uani 1 1 d . . . . .
C3 C 0.63990(19) 0.12244(14) 0.21100(8) 0.0232(4) Uani 1 1 d . . . . .
C4 C 0.7803(2) 0.14084(16) 0.21958(9) 0.0303(5) Uani 1 1 d . . . . .
H4A H 0.8108 0.1936 0.2430 0.036 Uiso 1 1 calc R U . . .
C5 C 0.8762(2) 0.08143(17) 0.19365(9) 0.0327(5) Uani 1 1 d . . . . .
H5A H 0.9729 0.0932 0.1995 0.039 Uiso 1 1 calc R U . . .
C6 C 0.8306(2) 0.00524(16) 0.15939(9) 0.0280(5) Uani 1 1 d . . . . .
H6A H 0.8960 -0.0360 0.1421 0.034 Uiso 1 1 calc R U . . .
C7 C 0.68909(19) -0.01113(14) 0.15014(8) 0.0225(4) Uani 1 1 d . . . . .
C8 C 0.61995(19) -0.08386(15) 0.11684(8) 0.0232(4) Uani 1 1 d . . . . .
C9 C 0.6984(2) -0.15940(16) 0.08490(9) 0.0320(5) Uani 1 1 d . . . . .
H9A H 0.7984 -0.1481 0.0906 0.048 Uiso 1 1 calc R U . . .
H9B H 0.6752 -0.2241 0.0992 0.048 Uiso 1 1 calc R U . . .
H9C H 0.6729 -0.1553 0.0441 0.048 Uiso 1 1 calc R U . . .
C10 C 0.3984(2) -0.14818(15) 0.08442(8) 0.0245(4) Uani 1 1 d . . . . .
H10A H 0.3076 -0.1563 0.1023 0.029 Uiso 1 1 calc R U . . .
H10B H 0.4458 -0.2120 0.0853 0.029 Uiso 1 1 calc R U . . .
C11 C 0.3737(2) -0.11704(16) 0.02230(8) 0.0281(5) Uani 1 1 d . . . . .
H11A H 0.3300 -0.0519 0.0209 0.034 Uiso 1 1 calc R U . . .
H11B H 0.4635 -0.1130 0.0033 0.034 Uiso 1 1 calc R U . . .
C12 C 0.3466(3) -0.2278(2) -0.05804(11) 0.0504(7) Uani 1 1 d . . . . .
H12A H 0.3813 -0.1740 -0.0816 0.061 Uiso 1 1 calc R U . . .
H12B H 0.2753 -0.2635 -0.0813 0.061 Uiso 1 1 calc R U . . .
C13 C 0.4655(3) -0.2960(2) -0.04254(13) 0.0625(8) Uani 1 1 d . . . . .
H13A H 0.5050 -0.3212 -0.0775 0.094 Uiso 1 1 calc R U . . .
H13B H 0.5373 -0.2607 -0.0202 0.094 Uiso 1 1 calc R U . . .
H13C H 0.4312 -0.3501 -0.0199 0.094 Uiso 1 1 calc R U . . .
C14 C 0.1454(3) -0.1465(2) -0.02213(11) 0.0503(7) Uani 1 1 d . . . . .
H14A H 0.0922 -0.1935 -0.0463 0.060 Uiso 1 1 calc R U . . .
H14B H 0.1572 -0.0866 -0.0449 0.060 Uiso 1 1 calc R U . . .
C15 C 0.0631(3) -0.1226(2) 0.02932(12) 0.0606(8) Uani 1 1 d . . . . .
H15A H -0.0271 -0.0956 0.0169 0.091 Uiso 1 1 calc R U . . .
H15B H 0.0490 -0.1818 0.0516 0.091 Uiso 1 1 calc R U . . .
H15C H 0.1140 -0.0748 0.0530 0.091 Uiso 1 1 calc R U . . .
C16 C 0.28250(18) 0.16265(14) 0.25027(8) 0.0217(4) Uani 1 1 d . . . . .
C17 C 0.20869(19) 0.24453(15) 0.23057(9) 0.0238(4) Uani 1 1 d . . . . .
C18 C 0.0961(2) 0.27464(16) 0.26162(9) 0.0281(5) Uani 1 1 d . . . . .
H18A H 0.0454 0.3306 0.2495 0.034 Uiso 1 1 calc R U . . .
C19 C 0.0565(2) 0.22537(17) 0.30949(9) 0.0322(5) Uani 1 1 d . . . . .
H19A H -0.0210 0.2471 0.3299 0.039 Uiso 1 1 calc R U . . .
C20 C 0.1298(2) 0.14418(17) 0.32766(9) 0.0305(5) Uani 1 1 d . . . . .
H20A H 0.1010 0.1099 0.3604 0.037 Uiso 1 1 calc R U . . .
C21 C 0.2451(2) 0.11124(15) 0.29910(9) 0.0260(4) Uani 1 1 d . . . . .
C22 C 0.2473(2) 0.30124(16) 0.17800(9) 0.0315(5) Uani 1 1 d . . . . .
H22A H 0.3280 0.2679 0.1608 0.038 Uiso 1 1 calc R U . . .
C23 C 0.1274(3) 0.3026(2) 0.13323(11) 0.0489(7) Uani 1 1 d . . . . .
H23A H 0.1550 0.3396 0.0997 0.073 Uiso 1 1 calc R U . . .
H23B H 0.1044 0.2359 0.1218 0.073 Uiso 1 1 calc R U . . .
H23C H 0.0460 0.3332 0.1495 0.073 Uiso 1 1 calc R U . . .
C24 C 0.2917(3) 0.40549(18) 0.19352(12) 0.0554(7) Uani 1 1 d . . . . .
H24A H 0.3160 0.4403 0.1588 0.083 Uiso 1 1 calc R U . . .
H24B H 0.2150 0.4391 0.2115 0.083 Uiso 1 1 calc R U . . .
H24C H 0.3725 0.4036 0.2202 0.083 Uiso 1 1 calc R U . . .
C25 C 0.3275(2) 0.02625(16) 0.32298(9) 0.0327(5) Uani 1 1 d . . . . .
H25A H 0.3951 0.0066 0.2937 0.039 Uiso 1 1 calc R U . . .
C26 C 0.2379(3) -0.06179(19) 0.33535(11) 0.0480(7) Uani 1 1 d . . . . .
H26A H 0.2968 -0.1144 0.3507 0.072 Uiso 1 1 calc R U . . .
H26B H 0.1693 -0.0442 0.3634 0.072 Uiso 1 1 calc R U . . .
H26C H 0.1900 -0.0834 0.2999 0.072 Uiso 1 1 calc R U . . .
C27 C 0.4112(3) 0.0561(2) 0.37720(11) 0.0494(7) Uani 1 1 d . . . . .
H27A H 0.4640 0.0001 0.3921 0.074 Uiso 1 1 calc R U . . .
H27B H 0.4754 0.1085 0.3681 0.074 Uiso 1 1 calc R U . . .
H27C H 0.3477 0.0786 0.4061 0.074 Uiso 1 1 calc R U . . .
C28 C 0.3241(2) 0.09066(15) 0.10320(9) 0.0278(5) Uani 1 1 d . . . . .
C29 C 0.2555(2) -0.03477(15) 0.18148(9) 0.0252(4) 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 C28 1.772(2) . ?
Fe1 C29 1.776(2) . ?
Fe1 N2 1.8482(15) . ?
Fe1 N3 1.9514(16) . ?
Fe1 N1 1.9588(16) . ?
N1 C2 1.328(2) . ?
N1 C16 1.452(2) . ?
N2 C7 1.374(2) . ?
N2 C3 1.379(2) . ?
N3 C8 1.329(2) . ?
N3 C10 1.472(2) . ?
N4 C12 1.458(3) . ?
N4 C11 1.468(3) . ?
N4 C14 1.468(3) . ?
O1 C28 1.151(2) . ?
O2 C29 1.145(2) . ?
C1 C2 1.502(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.423(3) . ?
C3 C4 1.384(3) . ?
C4 C5 1.391(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.382(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.391(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.419(3) . ?
C8 C9 1.501(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.526(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.515(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.503(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.401(3) . ?
C16 C21 1.403(3) . ?
C17 C18 1.391(3) . ?
C17 C22 1.516(3) . ?
C18 C19 1.376(3) . ?
C18 H18A 0.9500 . ?
C19 C20 1.381(3) . ?
C19 H19A 0.9500 . ?
C20 C21 1.394(3) . ?
C20 H20A 0.9500 . ?
C21 C25 1.509(3) . ?
C22 C23 1.531(3) . ?
C22 C24 1.537(3) . ?
C22 H22A 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.522(3) . ?
C25 C27 1.534(3) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C28 Fe1 C29 95.22(9) . . ?
C28 Fe1 N2 118.61(8) . . ?
C29 Fe1 N2 146.07(8) . . ?
C28 Fe1 N3 97.11(8) . . ?
C29 Fe1 N3 95.13(8) . . ?
N2 Fe1 N3 79.16(7) . . ?
C28 Fe1 N1 101.05(8) . . ?
C29 Fe1 N1 97.71(8) . . ?
N2 Fe1 N1 79.30(7) . . ?
N3 Fe1 N1 156.65(6) . . ?
C2 N1 C16 117.52(16) . . ?
C2 N1 Fe1 116.49(13) . . ?
C16 N1 Fe1 125.93(12) . . ?
C7 N2 C3 119.98(16) . . ?
C7 N2 Fe1 120.21(13) . . ?
C3 N2 Fe1 119.79(13) . . ?
C8 N3 C10 118.50(16) . . ?
C8 N3 Fe1 116.94(13) . . ?
C10 N3 Fe1 124.44(12) . . ?
C12 N4 C11 112.11(18) . . ?
C12 N4 C14 111.41(19) . . ?
C11 N4 C14 111.86(19) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 113.21(17) . . ?
N1 C2 C1 125.25(18) . . ?
C3 C2 C1 121.53(17) . . ?
N2 C3 C4 120.65(18) . . ?
N2 C3 C2 110.53(16) . . ?
C4 C3 C2 128.72(19) . . ?
C5 C4 C3 119.5(2) . . ?
C5 C4 H4A 120.3 . . ?
C3 C4 H4A 120.3 . . ?
C6 C5 C4 119.78(19) . . ?
C6 C5 H5A 120.1 . . ?
C4 C5 H5A 120.1 . . ?
C5 C6 C7 120.14(19) . . ?
C5 C6 H6A 119.9 . . ?
C7 C6 H6A 119.9 . . ?
N2 C7 C6 119.94(18) . . ?
N2 C7 C8 110.49(16) . . ?
C6 C7 C8 129.57(19) . . ?
N3 C8 C7 113.09(17) . . ?
N3 C8 C9 125.11(18) . . ?
C7 C8 C9 121.79(17) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 113.00(16) . . ?
N3 C10 H10A 109.0 . . ?
C11 C10 H10A 109.0 . . ?
N3 C10 H10B 109.0 . . ?
C11 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
N4 C11 C10 109.85(17) . . ?
N4 C11 H11A 109.7 . . ?
C10 C11 H11A 109.7 . . ?
N4 C11 H11B 109.7 . . ?
C10 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
N4 C12 C13 112.3(2) . . ?
N4 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
N4 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 C15 113.5(2) . . ?
N4 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
N4 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 122.06(18) . . ?
C17 C16 N1 120.16(17) . . ?
C21 C16 N1 117.76(17) . . ?
C18 C17 C16 117.62(19) . . ?
C18 C17 C22 119.41(19) . . ?
C16 C17 C22 122.96(17) . . ?
C19 C18 C17 121.7(2) . . ?
C19 C18 H18A 119.2 . . ?
C17 C18 H18A 119.2 . . ?
C18 C19 C20 119.64(19) . . ?
C18 C19 H19A 120.2 . . ?
C20 C19 H19A 120.2 . . ?
C19 C20 C21 121.6(2) . . ?
C19 C20 H20A 119.2 . . ?
C21 C20 H20A 119.2 . . ?
C20 C21 C16 117.44(19) . . ?
C20 C21 C25 119.49(19) . . ?
C16 C21 C25 123.00(18) . . ?
C17 C22 C23 111.10(19) . . ?
C17 C22 C24 111.31(19) . . ?
C23 C22 C24 110.3(2) . . ?
C17 C22 H22A 108.0 . . ?
C23 C22 H22A 108.0 . . ?
C24 C22 H22A 108.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C25 C26 113.11(19) . . ?
C21 C25 C27 110.62(19) . . ?
C26 C25 C27 109.87(19) . . ?
C21 C25 H25A 107.7 . . ?
C26 C25 H25A 107.7 . . ?
C27 C25 H25A 107.7 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O1 C28 Fe1 176.88(19) . . ?
O2 C29 Fe1 176.93(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C28 Fe1 N2 C7 -89.11(16) . . . . ?
C29 Fe1 N2 C7 86.1(2) . . . . ?
N3 Fe1 N2 C7 3.13(14) . . . . ?
N1 Fe1 N2 C7 174.05(16) . . . . ?
C28 Fe1 N2 C3 89.34(16) . . . . ?
C29 Fe1 N2 C3 -95.42(19) . . . . ?
N3 Fe1 N2 C3 -178.43(16) . . . . ?
N1 Fe1 N2 C3 -7.50(14) . . . . ?
C16 N1 C2 C3 172.13(17) . . . . ?
Fe1 N1 C2 C3 -5.3(2) . . . . ?
C16 N1 C2 C1 -6.7(3) . . . . ?
Fe1 N1 C2 C1 175.91(17) . . . . ?
C7 N2 C3 C4 2.0(3) . . . . ?
Fe1 N2 C3 C4 -176.47(15) . . . . ?
C7 N2 C3 C2 -174.84(17) . . . . ?
Fe1 N2 C3 C2 6.7(2) . . . . ?
N1 C2 C3 N2 -0.6(2) . . . . ?
C1 C2 C3 N2 178.31(18) . . . . ?
N1 C2 C3 C4 -177.0(2) . . . . ?
C1 C2 C3 C4 1.8(3) . . . . ?
N2 C3 C4 C5 -1.9(3) . . . . ?
C2 C3 C4 C5 174.3(2) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 C7 1.0(3) . . . . ?
C3 N2 C7 C6 -0.6(3) . . . . ?
Fe1 N2 C7 C6 177.88(15) . . . . ?
C3 N2 C7 C8 178.88(17) . . . . ?
Fe1 N2 C7 C8 -2.7(2) . . . . ?
C5 C6 C7 N2 -0.9(3) . . . . ?
C5 C6 C7 C8 179.8(2) . . . . ?
C10 N3 C8 C7 178.76(16) . . . . ?
Fe1 N3 C8 C7 2.4(2) . . . . ?
C10 N3 C8 C9 -2.4(3) . . . . ?
Fe1 N3 C8 C9 -178.70(15) . . . . ?
N2 C7 C8 N3 0.0(2) . . . . ?
C6 C7 C8 N3 179.4(2) . . . . ?
N2 C7 C8 C9 -178.90(17) . . . . ?
C6 C7 C8 C9 0.5(3) . . . . ?
C8 N3 C10 C11 -84.8(2) . . . . ?
Fe1 N3 C10 C11 91.21(18) . . . . ?
C12 N4 C11 C10 -123.4(2) . . . . ?
C14 N4 C11 C10 110.6(2) . . . . ?
N3 C10 C11 N4 -176.85(16) . . . . ?
C11 N4 C12 C13 70.9(3) . . . . ?
C14 N4 C12 C13 -162.9(2) . . . . ?
C12 N4 C14 C15 168.2(2) . . . . ?
C11 N4 C14 C15 -65.4(3) . . . . ?
C2 N1 C16 C17 87.9(2) . . . . ?
Fe1 N1 C16 C17 -95.0(2) . . . . ?
C2 N1 C16 C21 -90.6(2) . . . . ?
Fe1 N1 C16 C21 86.5(2) . . . . ?
C21 C16 C17 C18 0.6(3) . . . . ?
N1 C16 C17 C18 -177.81(16) . . . . ?
C21 C16 C17 C22 179.91(19) . . . . ?
N1 C16 C17 C22 1.5(3) . . . . ?
C16 C17 C18 C19 -1.0(3) . . . . ?
C22 C17 C18 C19 179.69(19) . . . . ?
C17 C18 C19 C20 0.3(3) . . . . ?
C18 C19 C20 C21 0.9(3) . . . . ?
C19 C20 C21 C16 -1.3(3) . . . . ?
C19 C20 C21 C25 175.84(19) . . . . ?
C17 C16 C21 C20 0.5(3) . . . . ?
N1 C16 C21 C20 178.96(17) . . . . ?
C17 C16 C21 C25 -176.54(19) . . . . ?
N1 C16 C21 C25 1.9(3) . . . . ?
C18 C17 C22 C23 -60.0(3) . . . . ?
C16 C17 C22 C23 120.7(2) . . . . ?
C18 C17 C22 C24 63.3(3) . . . . ?
C16 C17 C22 C24 -115.9(2) . . . . ?
C20 C21 C25 C26 51.9(3) . . . . ?
C16 C21 C25 C26 -131.2(2) . . . . ?
C20 C21 C25 C27 -71.9(3) . . . . ?
C16 C21 C25 C27 105.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9C O1 0.98 2.65 3.545(3) 152.7 3_655


loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 0.500 238.5 45.2
2 0.000 0.500 0.000 238.4 45.1
_platon_squeeze_details          
; 
The solvent molecule CH2Cl2 higly disordered around an 
inversion centers was treated be SQUEEZE. The correction 
of the X-ray data 90 electron/cell; the required value is 
84 electron/cell for two solvent molecules in the full unit cell.
;



_refine_diff_density_max         0.469
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_mo_gilb222_0m
_database_code_depnum_ccdc_archive 'CCDC 1494868'
_audit_update_record             
;
2016-07-19 deposited with the CCDC.
2016-08-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H44 Br3 Fe N5'
_chemical_formula_weight         758.27

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'
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                   10.0331(9)
_cell_length_b                   13.3181(12)
_cell_length_c                   14.1000(13)
_cell_angle_alpha                64.813(3)
_cell_angle_beta                 81.091(2)
_cell_angle_gamma                81.046(2)
_cell_volume                     1675.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5593
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      25.86

_exptl_crystal_description       cut-block
_exptl_crystal_colour            dark-blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    4.052
_shelx_estimated_absorpt_T_min   0.563
_shelx_estimated_absorpt_T_max   0.642
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6811
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32196
_diffrn_reflns_av_unetI/netI     0.0770
_diffrn_reflns_av_R_equivalents  0.0652
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.604
_diffrn_reflns_theta_max         28.179
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8179
_reflns_number_gt                5159
_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.
 
 _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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'



_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)+(0.0225P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8179
_refine_ls_number_parameters     519
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0893
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.0696
_refine_ls_wR_factor_gt          0.0591
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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 0.76264(4) 0.20648(3) 0.54112(3) 0.02236(11) Uani 1 1 d . . . . .
Br1 Br 0.90399(3) 0.30768(3) 0.58739(3) 0.04002(10) Uani 1 1 d . . . . .
Br2 Br 0.59136(3) 0.31621(3) 0.41662(3) 0.03475(10) Uani 1 1 d . . . . .
Br3 Br 0.24413(3) 0.32737(3) 0.10656(3) 0.03949(10) Uani 1 1 d . . . . .
N1 N 0.6361(2) 0.12041(19) 0.68971(18) 0.0211(6) Uani 1 1 d . . . . .
N2 N 0.7366(2) 0.05262(18) 0.54356(18) 0.0216(6) Uani 1 1 d . . . . .
N3 N 0.9152(2) 0.1816(2) 0.41874(19) 0.0255(6) Uani 1 1 d . . . . .
N4 N 1.0357(3) 0.4586(2) 0.2227(2) 0.0323(7) Uani 1 1 d . . . . .
C1 C 0.5035(4) -0.0427(3) 0.7939(3) 0.0336(9) Uani 1 1 d . . . . .
C2 C 0.5937(3) 0.0282(2) 0.7018(2) 0.0227(7) Uani 1 1 d . . . . .
C3 C 0.6451(3) -0.0109(2) 0.6166(2) 0.0234(7) Uani 1 1 d . . . . .
C4 C 0.6078(3) -0.1040(3) 0.6094(3) 0.0298(8) Uani 1 1 d . . . . .
C5 C 0.6681(3) -0.1307(3) 0.5261(3) 0.0364(9) Uani 1 1 d . . . . .
C6 C 0.7640(3) -0.0668(3) 0.4539(3) 0.0324(8) Uani 1 1 d . . . . .
C7 C 0.7978(3) 0.0259(2) 0.4637(2) 0.0248(7) Uani 1 1 d . . . . .
C8 C 0.9022(3) 0.1007(2) 0.3938(2) 0.0273(7) Uani 1 1 d . . . . .
C9 C 0.9794(4) 0.0755(3) 0.3050(3) 0.0374(9) Uani 1 1 d . . . . .
C10 C 1.0157(3) 0.2617(3) 0.3588(3) 0.0314(8) Uani 1 1 d . . . . .
C11 C 0.9415(3) 0.3687(3) 0.2815(3) 0.0349(9) Uani 1 1 d . . . . .
C12 C 1.0860(4) 0.5006(3) 0.2951(3) 0.0416(9) Uani 1 1 d . . . . .
C13 C 1.2376(5) 0.4827(5) 0.2931(5) 0.0675(15) Uani 1 1 d . . . . .
C14 C 0.9664(4) 0.5526(3) 0.1300(3) 0.0424(10) Uani 1 1 d . . . . .
C15 C 1.0634(5) 0.6371(3) 0.0581(4) 0.0564(12) Uani 1 1 d . . . . .
C16 C 0.5986(3) 0.1641(2) 0.7703(2) 0.0233(7) Uani 1 1 d . . . . .
C17 C 0.6831(3) 0.1333(2) 0.8513(2) 0.0269(7) Uani 1 1 d . . . . .
C18 C 0.6499(3) 0.1815(3) 0.9237(3) 0.0326(8) Uani 1 1 d . . . . .
C19 C 0.5355(3) 0.2571(3) 0.9174(3) 0.0380(9) Uani 1 1 d . . . . .
C20 C 0.4527(3) 0.2854(3) 0.8379(3) 0.0374(9) Uani 1 1 d . . . . .
C21 C 0.4800(3) 0.2404(2) 0.7626(3) 0.0274(7) Uani 1 1 d . . . . .
C22 C 0.8057(3) 0.0465(3) 0.8641(3) 0.0407(9) Uani 1 1 d . . . . .
C23 C 0.9354(4) 0.0895(4) 0.8686(4) 0.0544(12) Uani 1 1 d . . . . .
C24 C 0.7794(5) -0.0621(4) 0.9607(5) 0.0665(15) Uani 1 1 d . . . . .
C25 C 0.3830(3) 0.2710(3) 0.6792(3) 0.0356(9) Uani 1 1 d . . . . .
C26 C 0.3541(5) 0.3977(3) 0.6181(4) 0.0518(11) Uani 1 1 d . . . . .
C27 C 0.2505(4) 0.2167(4) 0.7282(4) 0.0452(10) Uani 1 1 d . . . . .
N1S N 0.2808(4) 0.7712(3) 0.8331(3) 0.0693(11) Uani 1 1 d . . . . .
C1S C 0.3406(4) 0.6857(4) 0.8496(3) 0.0503(11) Uani 1 1 d . . . . .
C2S C 0.4171(5) 0.5772(4) 0.8706(4) 0.0538(11) Uani 1 1 d . . . . .
H1A H 0.485(3) -0.015(3) 0.845(3) 0.041(10) Uiso 1 1 d . . . . .
H1B H 0.547(3) -0.110(3) 0.823(2) 0.038(10) Uiso 1 1 d . . . . .
H1C H 0.415(4) -0.051(3) 0.772(3) 0.060(11) Uiso 1 1 d . . . . .
H1N H 1.112(3) 0.424(2) 0.191(2) 0.040(9) Uiso 1 1 d . . . . .
H1S H 0.417(4) 0.557(3) 0.809(3) 0.088(16) Uiso 1 1 d . . . . .
H2S H 0.509(4) 0.584(3) 0.882(3) 0.088(15) Uiso 1 1 d . . . . .
H3S H 0.372(3) 0.514(3) 0.931(3) 0.062(12) Uiso 1 1 d . . . . .
H4 H 0.542(2) -0.150(2) 0.662(2) 0.015(7) Uiso 1 1 d . . . . .
H5 H 0.646(3) -0.195(2) 0.523(2) 0.033(9) Uiso 1 1 d . . . . .
H6 H 0.804(3) -0.081(2) 0.404(2) 0.018(8) Uiso 1 1 d . . . . .
H9A H 1.022(3) 0.006(3) 0.330(3) 0.050(11) Uiso 1 1 d . . . . .
H9B H 0.915(4) 0.085(3) 0.249(3) 0.076(13) Uiso 1 1 d . . . . .
H9C H 1.052(3) 0.124(3) 0.267(2) 0.039(10) Uiso 1 1 d . . . . .
H10A H 1.093(3) 0.235(2) 0.317(2) 0.033(8) Uiso 1 1 d . . . . .
H10B H 1.050(3) 0.280(2) 0.406(2) 0.019(8) Uiso 1 1 d . . . . .
H11A H 0.907(3) 0.348(3) 0.227(3) 0.054(11) Uiso 1 1 d . . . . .
H11B H 0.870(3) 0.399(2) 0.318(2) 0.031(9) Uiso 1 1 d . . . . .
H12A H 1.038(3) 0.459(3) 0.372(3) 0.059(11) Uiso 1 1 d . . . . .
H12B H 1.043(3) 0.585(3) 0.263(3) 0.060(11) Uiso 1 1 d . . . . .
H13A H 1.284(4) 0.526(3) 0.222(4) 0.086(18) Uiso 1 1 d . . . . .
H13B H 1.270(4) 0.512(3) 0.330(3) 0.069(14) Uiso 1 1 d . . . . .
H13C H 1.268(4) 0.407(4) 0.317(3) 0.081(16) Uiso 1 1 d . . . . .
H14A H 0.933(4) 0.517(3) 0.091(3) 0.068(13) Uiso 1 1 d . . . . .
H14B H 0.882(3) 0.585(2) 0.164(2) 0.039(9) Uiso 1 1 d . . . . .
H15A H 1.006(4) 0.694(4) -0.003(4) 0.111(17) Uiso 1 1 d . . . . .
H15B H 1.159(4) 0.596(3) 0.030(3) 0.082(13) Uiso 1 1 d . . . . .
H15C H 1.099(4) 0.673(4) 0.101(4) 0.114(19) Uiso 1 1 d . . . . .
H18 H 0.704(3) 0.165(2) 0.975(2) 0.031(9) Uiso 1 1 d . . . . .
H19 H 0.518(3) 0.285(2) 0.973(2) 0.039(9) Uiso 1 1 d . . . . .
H20 H 0.370(3) 0.336(2) 0.833(2) 0.037(9) Uiso 1 1 d . . . . .
H22 H 0.817(3) 0.032(3) 0.801(3) 0.050(11) Uiso 1 1 d . . . . .
H23A H 0.950(4) 0.155(3) 0.805(4) 0.087(15) Uiso 1 1 d . . . . .
H23B H 0.933(3) 0.106(3) 0.932(3) 0.054(12) Uiso 1 1 d . . . . .
H23C H 1.013(4) 0.036(3) 0.871(3) 0.066(12) Uiso 1 1 d . . . . .
H24A H 0.764(4) -0.049(3) 1.030(3) 0.085(16) Uiso 1 1 d . . . . .
H24B H 0.855(3) -0.118(3) 0.968(3) 0.054(11) Uiso 1 1 d . . . . .
H24C H 0.702(4) -0.091(4) 0.960(4) 0.099(18) Uiso 1 1 d . . . . .
H25 H 0.422(3) 0.247(2) 0.623(2) 0.030(8) Uiso 1 1 d . . . . .
H26A H 0.436(4) 0.429(3) 0.591(3) 0.066(14) Uiso 1 1 d . . . . .
H26B H 0.308(3) 0.434(3) 0.665(3) 0.056(11) Uiso 1 1 d . . . . .
H26C H 0.297(3) 0.417(3) 0.558(3) 0.049(11) Uiso 1 1 d . . . . .
H27A H 0.196(4) 0.245(3) 0.670(3) 0.073(13) Uiso 1 1 d . . . . .
H27B H 0.208(3) 0.245(2) 0.780(2) 0.033(9) Uiso 1 1 d . . . . .
H27C H 0.271(3) 0.126(3) 0.765(3) 0.070(12) Uiso 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 N2 2.091(2) . ?
Fe1 N1 2.214(2) . ?
Fe1 N3 2.223(2) . ?
Fe1 Br1 2.4257(5) . ?
Fe1 Br2 2.4778(5) . ?
N1 C2 1.296(3) . ?
N1 C16 1.461(3) . ?
N2 C7 1.352(3) . ?
N2 C3 1.351(3) . ?
N3 C8 1.297(4) . ?
N3 C10 1.474(4) . ?
N4 C11 1.510(4) . ?
N4 C12 1.530(4) . ?
N4 C14 1.542(4) . ?
N4 H1N 0.97(3) . ?
C1 C2 1.501(4) . ?
C1 H1A 0.92(3) . ?
C1 H1B 0.88(3) . ?
C1 H1C 1.01(3) . ?
C2 C3 1.496(4) . ?
C3 C4 1.398(4) . ?
C4 C5 1.393(4) . ?
C4 H4 0.97(2) . ?
C5 C6 1.379(5) . ?
C5 H5 0.94(3) . ?
C6 C7 1.397(4) . ?
C6 H6 0.83(3) . ?
C7 C8 1.494(4) . ?
C8 C9 1.503(4) . ?
C9 H9A 0.90(3) . ?
C9 H9B 1.05(4) . ?
C9 H9C 0.98(3) . ?
C10 C11 1.540(5) . ?
C10 H10A 1.01(3) . ?
C10 H10B 0.93(3) . ?
C11 H11A 1.05(3) . ?
C11 H11B 0.95(3) . ?
C12 C13 1.500(6) . ?
C12 H12A 1.07(4) . ?
C12 H12B 1.07(3) . ?
C13 H13A 1.00(4) . ?
C13 H13B 0.88(4) . ?
C13 H13C 0.94(4) . ?
C14 C15 1.518(5) . ?
C14 H14A 0.98(4) . ?
C14 H14B 1.04(3) . ?
C15 H15A 1.06(5) . ?
C15 H15B 1.13(4) . ?
C15 H15C 1.04(5) . ?
C16 C17 1.409(4) . ?
C16 C21 1.425(4) . ?
C17 C18 1.397(4) . ?
C17 C22 1.527(4) . ?
C18 C19 1.390(4) . ?
C18 H18 0.90(3) . ?
C19 C20 1.386(5) . ?
C19 H19 0.98(3) . ?
C20 C21 1.400(4) . ?
C20 H20 0.97(3) . ?
C21 C25 1.523(4) . ?
C22 C23 1.522(6) . ?
C22 C24 1.532(6) . ?
C22 H22 0.97(3) . ?
C23 H23A 0.96(4) . ?
C23 H23B 1.00(4) . ?
C23 H23C 0.97(4) . ?
C24 H24A 1.05(4) . ?
C24 H24B 0.96(3) . ?
C24 H24C 0.93(4) . ?
C25 C27 1.535(5) . ?
C25 C26 1.537(5) . ?
C25 H25 0.98(3) . ?
C26 H26A 0.93(4) . ?
C26 H26B 1.00(4) . ?
C26 H26C 1.02(3) . ?
C27 H27A 0.96(4) . ?
C27 H27B 0.97(3) . ?
C27 H27C 1.10(4) . ?
N1S C1S 1.147(5) . ?
C1S C2S 1.458(6) . ?
C2S H1S 1.02(4) . ?
C2S H2S 0.98(4) . ?
C2S H3S 1.02(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Fe1 N1 74.09(9) . . ?
N2 Fe1 N3 73.48(9) . . ?
N1 Fe1 N3 144.47(9) . . ?
N2 Fe1 Br1 145.61(6) . . ?
N1 Fe1 Br1 103.82(6) . . ?
N3 Fe1 Br1 94.88(7) . . ?
N2 Fe1 Br2 95.57(6) . . ?
N1 Fe1 Br2 102.71(6) . . ?
N3 Fe1 Br2 94.50(6) . . ?
Br1 Fe1 Br2 117.89(2) . . ?
C2 N1 C16 120.6(2) . . ?
C2 N1 Fe1 116.37(19) . . ?
C16 N1 Fe1 123.04(17) . . ?
C7 N2 C3 121.1(2) . . ?
C7 N2 Fe1 119.06(19) . . ?
C3 N2 Fe1 119.18(19) . . ?
C8 N3 C10 121.0(3) . . ?
C8 N3 Fe1 116.9(2) . . ?
C10 N3 Fe1 121.6(2) . . ?
C11 N4 C12 112.5(3) . . ?
C11 N4 C14 109.3(3) . . ?
C12 N4 C14 113.2(3) . . ?
C11 N4 H1N 105.5(17) . . ?
C12 N4 H1N 109.9(18) . . ?
C14 N4 H1N 106.0(18) . . ?
C2 C1 H1A 111(2) . . ?
C2 C1 H1B 108(2) . . ?
H1A C1 H1B 107(3) . . ?
C2 C1 H1C 112(2) . . ?
H1A C1 H1C 109(3) . . ?
H1B C1 H1C 108(3) . . ?
N1 C2 C3 115.4(3) . . ?
N1 C2 C1 126.1(3) . . ?
C3 C2 C1 118.5(3) . . ?
N2 C3 C4 120.6(3) . . ?
N2 C3 C2 113.6(2) . . ?
C4 C3 C2 125.8(3) . . ?
C5 C4 C3 118.6(3) . . ?
C5 C4 H4 120.4(15) . . ?
C3 C4 H4 121.0(15) . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 H5 121.3(18) . . ?
C4 C5 H5 118.5(18) . . ?
C5 C6 C7 119.4(3) . . ?
C5 C6 H6 122.6(19) . . ?
C7 C6 H6 118.0(19) . . ?
N2 C7 C6 120.1(3) . . ?
N2 C7 C8 114.3(3) . . ?
C6 C7 C8 125.6(3) . . ?
N3 C8 C7 114.2(3) . . ?
N3 C8 C9 127.5(3) . . ?
C7 C8 C9 118.3(3) . . ?
C8 C9 H9A 110(2) . . ?
C8 C9 H9B 111(2) . . ?
H9A C9 H9B 111(3) . . ?
C8 C9 H9C 113.5(18) . . ?
H9A C9 H9C 104(3) . . ?
H9B C9 H9C 107(3) . . ?
N3 C10 C11 108.2(3) . . ?
N3 C10 H10A 115.4(16) . . ?
C11 C10 H10A 108.3(16) . . ?
N3 C10 H10B 107.6(17) . . ?
C11 C10 H10B 107.8(16) . . ?
H10A C10 H10B 109(2) . . ?
N4 C11 C10 111.5(3) . . ?
N4 C11 H11A 108.2(18) . . ?
C10 C11 H11A 107.0(18) . . ?
N4 C11 H11B 106.0(17) . . ?
C10 C11 H11B 111.4(18) . . ?
H11A C11 H11B 113(2) . . ?
C13 C12 N4 111.7(3) . . ?
C13 C12 H12A 111.8(18) . . ?
N4 C12 H12A 108.0(18) . . ?
C13 C12 H12B 116.0(18) . . ?
N4 C12 H12B 100.1(18) . . ?
H12A C12 H12B 108(2) . . ?
C12 C13 H13A 112(2) . . ?
C12 C13 H13B 113(3) . . ?
H13A C13 H13B 99(4) . . ?
C12 C13 H13C 111(2) . . ?
H13A C13 H13C 111(4) . . ?
H13B C13 H13C 110(4) . . ?
C15 C14 N4 111.8(3) . . ?
C15 C14 H14A 110(2) . . ?
N4 C14 H14A 107(2) . . ?
C15 C14 H14B 114.5(17) . . ?
N4 C14 H14B 105.5(17) . . ?
H14A C14 H14B 107(3) . . ?
C14 C15 H15A 105(2) . . ?
C14 C15 H15B 112.1(19) . . ?
H15A C15 H15B 114(3) . . ?
C14 C15 H15C 109(3) . . ?
H15A C15 H15C 114(3) . . ?
H15B C15 H15C 103(3) . . ?
C17 C16 C21 121.6(3) . . ?
C17 C16 N1 119.3(2) . . ?
C21 C16 N1 119.1(3) . . ?
C18 C17 C16 118.4(3) . . ?
C18 C17 C22 119.6(3) . . ?
C16 C17 C22 122.0(3) . . ?
C19 C18 C17 121.2(3) . . ?
C19 C18 H18 118.8(19) . . ?
C17 C18 H18 120.0(19) . . ?
C20 C19 C18 119.6(3) . . ?
C20 C19 H19 124.2(17) . . ?
C18 C19 H19 116.1(18) . . ?
C19 C20 C21 122.2(3) . . ?
C19 C20 H20 121.8(18) . . ?
C21 C20 H20 115.9(18) . . ?
C20 C21 C16 117.0(3) . . ?
C20 C21 C25 120.2(3) . . ?
C16 C21 C25 122.8(3) . . ?
C23 C22 C17 112.4(3) . . ?
C23 C22 C24 111.0(3) . . ?
C17 C22 C24 110.9(3) . . ?
C23 C22 H22 107.5(19) . . ?
C17 C22 H22 105.8(19) . . ?
C24 C22 H22 109(2) . . ?
C22 C23 H23A 108(2) . . ?
C22 C23 H23B 113(2) . . ?
H23A C23 H23B 110(3) . . ?
C22 C23 H23C 112(2) . . ?
H23A C23 H23C 107(3) . . ?
H23B C23 H23C 106(3) . . ?
C22 C24 H24A 111(2) . . ?
C22 C24 H24B 112(2) . . ?
H24A C24 H24B 107(3) . . ?
C22 C24 H24C 113(3) . . ?
H24A C24 H24C 105(4) . . ?
H24B C24 H24C 108(3) . . ?
C21 C25 C27 110.8(3) . . ?
C21 C25 C26 112.5(3) . . ?
C27 C25 C26 110.8(3) . . ?
C21 C25 H25 112.4(16) . . ?
C27 C25 H25 107.8(17) . . ?
C26 C25 H25 102.1(17) . . ?
C25 C26 H26A 109(2) . . ?
C25 C26 H26B 112(2) . . ?
H26A C26 H26B 106(3) . . ?
C25 C26 H26C 111.7(19) . . ?
H26A C26 H26C 109(3) . . ?
H26B C26 H26C 109(3) . . ?
C25 C27 H27A 104(2) . . ?
C25 C27 H27B 108.2(18) . . ?
H27A C27 H27B 108(3) . . ?
C25 C27 H27C 110.3(18) . . ?
H27A C27 H27C 115(3) . . ?
H27B C27 H27C 111(3) . . ?
N1S C1S C2S 179.8(5) . . ?
C1S C2S H1S 109(2) . . ?
C1S C2S H2S 106(2) . . ?
H1S C2S H2S 112(3) . . ?
C1S C2S H3S 112(2) . . ?
H1S C2S H3S 103(3) . . ?
H2S C2S H3S 113(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N1 C2 C3 -176.8(2) . . . . ?
Fe1 N1 C2 C3 4.3(3) . . . . ?
C16 N1 C2 C1 0.9(4) . . . . ?
Fe1 N1 C2 C1 -178.0(3) . . . . ?
C7 N2 C3 C4 -2.2(4) . . . . ?
Fe1 N2 C3 C4 168.7(2) . . . . ?
C7 N2 C3 C2 177.0(2) . . . . ?
Fe1 N2 C3 C2 -12.1(3) . . . . ?
N1 C2 C3 N2 4.6(4) . . . . ?
C1 C2 C3 N2 -173.3(3) . . . . ?
N1 C2 C3 C4 -176.2(3) . . . . ?
C1 C2 C3 C4 5.8(4) . . . . ?
N2 C3 C4 C5 0.8(4) . . . . ?
C2 C3 C4 C5 -178.3(3) . . . . ?
C3 C4 C5 C6 1.0(5) . . . . ?
C4 C5 C6 C7 -1.3(5) . . . . ?
C3 N2 C7 C6 1.9(4) . . . . ?
Fe1 N2 C7 C6 -169.1(2) . . . . ?
C3 N2 C7 C8 -176.5(2) . . . . ?
Fe1 N2 C7 C8 12.6(3) . . . . ?
C5 C6 C7 N2 -0.1(5) . . . . ?
C5 C6 C7 C8 178.1(3) . . . . ?
C10 N3 C8 C7 178.9(2) . . . . ?
Fe1 N3 C8 C7 -8.9(3) . . . . ?
C10 N3 C8 C9 -0.8(5) . . . . ?
Fe1 N3 C8 C9 171.4(3) . . . . ?
N2 C7 C8 N3 -1.8(4) . . . . ?
C6 C7 C8 N3 179.9(3) . . . . ?
N2 C7 C8 C9 177.9(3) . . . . ?
C6 C7 C8 C9 -0.3(5) . . . . ?
C8 N3 C10 C11 100.2(3) . . . . ?
Fe1 N3 C10 C11 -71.7(3) . . . . ?
C12 N4 C11 C10 -66.1(4) . . . . ?
C14 N4 C11 C10 167.3(3) . . . . ?
N3 C10 C11 N4 175.6(3) . . . . ?
C11 N4 C12 C13 120.1(4) . . . . ?
C14 N4 C12 C13 -115.4(4) . . . . ?
C11 N4 C14 C15 -171.4(3) . . . . ?
C12 N4 C14 C15 62.3(4) . . . . ?
C2 N1 C16 C17 90.9(3) . . . . ?
Fe1 N1 C16 C17 -90.3(3) . . . . ?
C2 N1 C16 C21 -91.5(3) . . . . ?
Fe1 N1 C16 C21 87.3(3) . . . . ?
C21 C16 C17 C18 -1.4(4) . . . . ?
N1 C16 C17 C18 176.0(3) . . . . ?
C21 C16 C17 C22 176.3(3) . . . . ?
N1 C16 C17 C22 -6.2(4) . . . . ?
C16 C17 C18 C19 0.8(5) . . . . ?
C22 C17 C18 C19 -177.0(3) . . . . ?
C17 C18 C19 C20 -0.1(5) . . . . ?
C18 C19 C20 C21 0.0(5) . . . . ?
C19 C20 C21 C16 -0.7(5) . . . . ?
C19 C20 C21 C25 177.7(3) . . . . ?
C17 C16 C21 C20 1.4(4) . . . . ?
N1 C16 C21 C20 -176.1(3) . . . . ?
C17 C16 C21 C25 -177.0(3) . . . . ?
N1 C16 C21 C25 5.5(4) . . . . ?
C18 C17 C22 C23 -55.5(4) . . . . ?
C16 C17 C22 C23 126.8(3) . . . . ?
C18 C17 C22 C24 69.5(4) . . . . ?
C16 C17 C22 C24 -108.2(4) . . . . ?
C20 C21 C25 C27 -71.3(4) . . . . ?
C16 C21 C25 C27 107.0(3) . . . . ?
C20 C21 C25 C26 53.4(4) . . . . ?
C16 C21 C25 C26 -128.3(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1C N1S 1.01(3) 2.66(3) 3.409(5) 130(2) 1_545
N4 H1N Br3 0.97(3) 2.27(3) 3.217(3) 164(2) 1_655
C2S H1S Br2 1.02(4) 2.90(4) 3.688(5) 135(3) 2_666
C2S H2S Br3 0.98(4) 2.96(4) 3.912(5) 163(3) 2_666
C2S H3S Br3 1.02(4) 2.95(4) 3.967(5) 178(3) 1_556
C9 H9B N1S 1.05(4) 2.55(4) 3.362(6) 134(3) 2_666
C10 H10A Br3 1.01(3) 2.95(3) 3.757(3) 137(2) 1_655
C10 H10B Br1 0.93(3) 2.88(3) 3.517(4) 127(2) .
C11 H11B Br2 0.95(3) 3.08(3) 3.744(3) 129(2) .
C12 H12A Br1 1.07(4) 3.07(4) 4.127(4) 171(2) .

_refine_diff_density_max         0.471
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.091

_shelxl_version_number           2013-4

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

data_cu_gilbr246_0m
_database_code_depnum_ccdc_archive 'CCDC 1494869'
_audit_update_record             
;
2016-07-19 deposited with the CCDC.
2016-08-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H40 F6 Fe N6 O2 P'
_chemical_formula_weight         681.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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                   8.4876(5)
_cell_length_b                   12.8367(7)
_cell_length_c                   16.0181(9)
_cell_angle_alpha                112.855(4)
_cell_angle_beta                 90.553(4)
_cell_angle_gamma                99.918(4)
_cell_volume                     1578.52(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3732
_cell_measurement_theta_min      3.80
_cell_measurement_theta_max      64.37

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             710
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    4.937
_shelx_estimated_absorpt_T_min   0.545
_shelx_estimated_absorpt_T_max   0.790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5760
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Incoatex I\mS'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20827
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_av_R_equivalents  0.0785
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.004
_diffrn_reflns_theta_max         66.597
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             5531
_reflns_number_gt                4094
_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.
 
 _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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


_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)+(0.1196P)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         5531
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0610
_refine_ls_wR_factor_ref         0.1852
_refine_ls_wR_factor_gt          0.1730
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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 0.51842(7) 0.47484(5) 0.29438(4) 0.0291(2) Uani 1 1 d . . . . .
P1 P 0.89999(14) 0.73484(11) 0.22078(8) 0.0430(3) Uani 1 1 d . . . . .
O1 O 0.8082(4) 0.5101(4) 0.3971(3) 0.0689(11) Uani 1 1 d . . . . .
O2 O 0.3425(5) 0.4017(3) 0.4167(2) 0.0602(10) Uani 1 1 d . . . . .
N1 N 0.5245(4) 0.3137(3) 0.1726(2) 0.0273(7) Uani 1 1 d . . . . .
N2 N 0.4315(4) 0.4981(3) 0.1832(2) 0.0275(7) Uani 1 1 d . . . . .
N3 N 0.4939(4) 0.6518(3) 0.3460(2) 0.0337(8) Uani 1 1 d . . . . .
N4 N 0.7053(4) 0.4979(3) 0.3433(2) 0.0375(8) Uani 1 1 d . . . . .
N5 N 0.3907(4) 0.4239(3) 0.3557(2) 0.0367(8) Uani 1 1 d . . . . .
N6 N 0.2764(4) 0.7715(3) 0.4783(3) 0.0408(9) Uani 1 1 d . . . . .
F1 F 1.0122(6) 0.8546(4) 0.2596(3) 0.131(2) Uani 1 1 d . . . . .
F2 F 0.7626(5) 0.7805(3) 0.1854(2) 0.0864(12) Uani 1 1 d . . . . .
F3 F 0.7853(4) 0.6120(3) 0.1817(2) 0.0774(10) Uani 1 1 d . . . . .
F4 F 1.0315(4) 0.6837(4) 0.2556(2) 0.0875(12) Uani 1 1 d . . . . .
F5 F 0.8251(4) 0.7606(3) 0.3156(2) 0.0746(10) Uani 1 1 d . . . . .
F6 F 0.9728(4) 0.7011(4) 0.1261(2) 0.0986(15) Uani 1 1 d . . . . .
C1 C 0.4407(6) 0.2055(4) 0.0086(3) 0.0418(11) Uani 1 1 d . . . . .
H1A H 0.4905 0.1453 0.0151 0.063 Uiso 1 1 calc R U . . .
H1B H 0.4929 0.2295 -0.0370 0.063 Uiso 1 1 calc R U . . .
H1C H 0.3263 0.1753 -0.0108 0.063 Uiso 1 1 calc R U . . .
C2 C 0.4595(5) 0.3062(3) 0.0975(3) 0.0299(9) Uani 1 1 d . . . . .
C3 C 0.4013(5) 0.4102(3) 0.1013(3) 0.0300(9) Uani 1 1 d . . . . .
C4 C 0.3235(5) 0.4204(4) 0.0294(3) 0.0365(10) Uani 1 1 d . . . . .
H4A H 0.3012 0.3573 -0.0280 0.044 Uiso 1 1 calc R U . . .
C5 C 0.2790(6) 0.5231(4) 0.0421(3) 0.0417(10) Uani 1 1 d . . . . .
H5B H 0.2252 0.5314 -0.0066 0.050 Uiso 1 1 calc R U . . .
C6 C 0.3132(5) 0.6153(4) 0.1269(3) 0.0378(10) Uani 1 1 d . . . . .
H6A H 0.2832 0.6869 0.1368 0.045 Uiso 1 1 calc R U . . .
C7 C 0.3923(5) 0.5997(3) 0.1965(3) 0.0318(9) Uani 1 1 d . . . . .
C8 C 0.4397(5) 0.6890(4) 0.2895(3) 0.0340(9) Uani 1 1 d . . . . .
C9 C 0.4312(6) 0.8102(4) 0.3066(3) 0.0447(11) Uani 1 1 d . . . . .
H9A H 0.4628 0.8591 0.3709 0.067 Uiso 1 1 calc R U . . .
H9B H 0.3212 0.8147 0.2914 0.067 Uiso 1 1 calc R U . . .
H9C H 0.5041 0.8367 0.2688 0.067 Uiso 1 1 calc R U . . .
C10 C 0.5441(5) 0.7264(4) 0.4415(3) 0.0409(10) Uani 1 1 d . . . . .
H10A H 0.5805 0.8068 0.4477 0.049 Uiso 1 1 calc R U . . .
H10B H 0.6350 0.7013 0.4627 0.049 Uiso 1 1 calc R U . . .
C11 C 0.4050(6) 0.7206(4) 0.4992(3) 0.0415(11) Uani 1 1 d . . . . .
H11A H 0.3623 0.6392 0.4883 0.050 Uiso 1 1 calc R U . . .
H11B H 0.4436 0.7621 0.5643 0.050 Uiso 1 1 calc R U . . .
C12 C 0.2993(6) 0.8947(4) 0.5357(3) 0.0482(12) Uani 1 1 d . . . . .
H12A H 0.4089 0.9324 0.5310 0.058 Uiso 1 1 calc R U . . .
H12B H 0.2902 0.9047 0.5999 0.058 Uiso 1 1 calc R U . . .
C13 C 0.1788(7) 0.9535(5) 0.5099(5) 0.0687(17) Uani 1 1 d . . . . .
H13A H 0.2018 1.0359 0.5490 0.103 Uiso 1 1 calc R U . . .
H13B H 0.0703 0.9195 0.5177 0.103 Uiso 1 1 calc R U . . .
H13C H 0.1863 0.9432 0.4462 0.103 Uiso 1 1 calc R U . . .
C14 C 0.1163(6) 0.7066(4) 0.4769(3) 0.0472(12) Uani 1 1 d . . . . .
H14A H 0.1126 0.6248 0.4370 0.057 Uiso 1 1 calc R U . . .
H14B H 0.0376 0.7351 0.4492 0.057 Uiso 1 1 calc R U . . .
C15 C 0.0638(7) 0.7132(6) 0.5692(4) 0.0678(16) Uani 1 1 d . . . . .
H15A H -0.0404 0.6621 0.5609 0.102 Uiso 1 1 calc R U . . .
H15B H 0.0544 0.7926 0.6071 0.102 Uiso 1 1 calc R U . . .
H15C H 0.1436 0.6893 0.5990 0.102 Uiso 1 1 calc R U . . .
C16 C 0.5951(5) 0.2209(3) 0.1778(3) 0.0287(8) Uani 1 1 d . . . . .
C17 C 0.7639(5) 0.2331(3) 0.1754(3) 0.0329(9) Uani 1 1 d . . . . .
C18 C 0.8315(5) 0.1461(4) 0.1834(3) 0.0387(10) Uani 1 1 d . . . . .
H18A H 0.9444 0.1514 0.1821 0.046 Uiso 1 1 calc R U . . .
C19 C 0.7408(6) 0.0524(4) 0.1933(3) 0.0420(11) Uani 1 1 d . . . . .
H19A H 0.7906 -0.0064 0.1976 0.050 Uiso 1 1 calc R U . . .
C20 C 0.5788(6) 0.0445(4) 0.1968(3) 0.0403(10) Uani 1 1 d . . . . .
H20A H 0.5177 -0.0196 0.2050 0.048 Uiso 1 1 calc R U . . .
C21 C 0.4999(5) 0.1275(3) 0.1888(3) 0.0327(9) Uani 1 1 d . . . . .
C22 C 0.8658(5) 0.3329(4) 0.1613(3) 0.0359(9) Uani 1 1 d . . . . .
H22A H 0.8035 0.3966 0.1780 0.043 Uiso 1 1 calc R U . . .
C23 C 1.0256(5) 0.3801(4) 0.2208(3) 0.0458(11) Uani 1 1 d . . . . .
H23A H 1.0046 0.4022 0.2848 0.069 Uiso 1 1 calc R U . . .
H23B H 1.0827 0.4476 0.2117 0.069 Uiso 1 1 calc R U . . .
H23C H 1.0916 0.3205 0.2036 0.069 Uiso 1 1 calc R U . . .
C24 C 0.8986(6) 0.2990(4) 0.0611(3) 0.0475(12) Uani 1 1 d . . . . .
H24A H 0.9646 0.3648 0.0535 0.071 Uiso 1 1 calc R U . . .
H24B H 0.7966 0.2762 0.0237 0.071 Uiso 1 1 calc R U . . .
H24C H 0.9555 0.2344 0.0421 0.071 Uiso 1 1 calc R U . . .
C25 C 0.3193(5) 0.1131(4) 0.1904(3) 0.0384(10) Uani 1 1 d . . . . .
H25A H 0.2862 0.1819 0.1856 0.046 Uiso 1 1 calc R U . . .
C26 C 0.2634(6) 0.1055(4) 0.2792(3) 0.0504(12) Uani 1 1 d . . . . .
H26A H 0.3172 0.1741 0.3311 0.076 Uiso 1 1 calc R U . . .
H26B H 0.2905 0.0366 0.2837 0.076 Uiso 1 1 calc R U . . .
H26C H 0.1470 0.1010 0.2794 0.076 Uiso 1 1 calc R U . . .
C27 C 0.2341(6) 0.0053(4) 0.1099(4) 0.0557(13) Uani 1 1 d . . . . .
H27A H 0.2720 0.0079 0.0530 0.084 Uiso 1 1 calc R U . . .
H27B H 0.1180 0.0025 0.1091 0.084 Uiso 1 1 calc R U . . .
H27C H 0.2580 -0.0635 0.1161 0.084 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 1.686(3) . ?
Fe1 N4 1.689(4) . ?
Fe1 N2 2.066(3) . ?
Fe1 N3 2.144(3) . ?
Fe1 N1 2.234(3) . ?
P1 F1 1.549(4) . ?
P1 F6 1.571(3) . ?
P1 F2 1.582(3) . ?
P1 F4 1.585(3) . ?
P1 F3 1.587(3) . ?
P1 F5 1.588(3) . ?
O1 N4 1.167(5) . ?
O2 N5 1.178(5) . ?
N1 C2 1.280(5) . ?
N1 C16 1.452(5) . ?
N2 C7 1.339(5) . ?
N2 C3 1.342(5) . ?
N3 C8 1.289(5) . ?
N3 C10 1.465(5) . ?
N6 C14 1.461(6) . ?
N6 C11 1.462(6) . ?
N6 C12 1.465(5) . ?
C1 C2 1.490(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.481(5) . ?
C3 C4 1.383(6) . ?
C4 C5 1.373(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.399(6) . ?
C5 H5B 0.9500 . ?
C6 C7 1.392(6) . ?
C6 H6A 0.9500 . ?
C7 C8 1.483(6) . ?
C8 C9 1.486(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.517(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.512(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.524(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C21 1.398(6) . ?
C16 C17 1.417(6) . ?
C17 C18 1.388(6) . ?
C17 C22 1.513(6) . ?
C18 C19 1.377(6) . ?
C18 H18A 0.9500 . ?
C19 C20 1.364(6) . ?
C19 H19A 0.9500 . ?
C20 C21 1.397(6) . ?
C20 H20A 0.9500 . ?
C21 C25 1.514(6) . ?
C22 C24 1.532(6) . ?
C22 C23 1.536(6) . ?
C22 H22A 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C27 1.534(6) . ?
C25 C26 1.538(6) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 Fe1 N4 106.94(18) . . ?
N5 Fe1 N2 120.16(16) . . ?
N4 Fe1 N2 132.90(16) . . ?
N5 Fe1 N3 101.04(15) . . ?
N4 Fe1 N3 96.62(15) . . ?
N2 Fe1 N3 75.16(13) . . ?
N5 Fe1 N1 101.14(15) . . ?
N4 Fe1 N1 99.35(14) . . ?
N2 Fe1 N1 73.16(12) . . ?
N3 Fe1 N1 147.44(13) . . ?
F1 P1 F6 92.2(3) . . ?
F1 P1 F2 93.3(3) . . ?
F6 P1 F2 90.6(2) . . ?
F1 P1 F4 89.4(3) . . ?
F6 P1 F4 90.0(2) . . ?
F2 P1 F4 177.3(2) . . ?
F1 P1 F3 179.5(2) . . ?
F6 P1 F3 88.2(2) . . ?
F2 P1 F3 87.0(2) . . ?
F4 P1 F3 90.3(2) . . ?
F1 P1 F5 90.8(2) . . ?
F6 P1 F5 176.4(2) . . ?
F2 P1 F5 91.3(2) . . ?
F4 P1 F5 88.00(19) . . ?
F3 P1 F5 88.86(19) . . ?
C2 N1 C16 121.3(3) . . ?
C2 N1 Fe1 116.4(3) . . ?
C16 N1 Fe1 122.2(2) . . ?
C7 N2 C3 120.8(3) . . ?
C7 N2 Fe1 118.3(3) . . ?
C3 N2 Fe1 120.7(3) . . ?
C8 N3 C10 122.7(4) . . ?
C8 N3 Fe1 117.5(3) . . ?
C10 N3 Fe1 119.8(3) . . ?
O1 N4 Fe1 160.1(4) . . ?
O2 N5 Fe1 159.6(4) . . ?
C14 N6 C11 113.0(4) . . ?
C14 N6 C12 114.3(4) . . ?
C11 N6 C12 111.1(3) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 115.3(4) . . ?
N1 C2 C1 126.5(4) . . ?
C3 C2 C1 118.3(4) . . ?
N2 C3 C4 121.1(4) . . ?
N2 C3 C2 113.6(3) . . ?
C4 C3 C2 125.3(4) . . ?
C5 C4 C3 119.1(4) . . ?
C5 C4 H4A 120.5 . . ?
C3 C4 H4A 120.5 . . ?
C4 C5 C6 119.8(4) . . ?
C4 C5 H5B 120.1 . . ?
C6 C5 H5B 120.1 . . ?
C7 C6 C5 118.4(4) . . ?
C7 C6 H6A 120.8 . . ?
C5 C6 H6A 120.8 . . ?
N2 C7 C6 120.8(4) . . ?
N2 C7 C8 114.0(4) . . ?
C6 C7 C8 125.2(4) . . ?
N3 C8 C7 114.5(4) . . ?
N3 C8 C9 127.0(4) . . ?
C7 C8 C9 118.3(4) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 109.8(4) . . ?
N3 C10 H10A 109.7 . . ?
C11 C10 H10A 109.7 . . ?
N3 C10 H10B 109.7 . . ?
C11 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
N6 C11 C10 111.4(4) . . ?
N6 C11 H11A 109.3 . . ?
C10 C11 H11A 109.3 . . ?
N6 C11 H11B 109.3 . . ?
C10 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
N6 C12 C13 112.9(4) . . ?
N6 C12 H12A 109.0 . . ?
C13 C12 H12A 109.0 . . ?
N6 C12 H12B 109.0 . . ?
C13 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N6 C14 C15 115.4(4) . . ?
N6 C14 H14A 108.4 . . ?
C15 C14 H14A 108.4 . . ?
N6 C14 H14B 108.4 . . ?
C15 C14 H14B 108.4 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 C16 C17 122.6(4) . . ?
C21 C16 N1 120.7(3) . . ?
C17 C16 N1 116.6(3) . . ?
C18 C17 C16 116.5(4) . . ?
C18 C17 C22 121.2(4) . . ?
C16 C17 C22 122.3(4) . . ?
C19 C18 C17 122.3(4) . . ?
C19 C18 H18A 118.8 . . ?
C17 C18 H18A 118.8 . . ?
C20 C19 C18 119.5(4) . . ?
C20 C19 H19A 120.2 . . ?
C18 C19 H19A 120.2 . . ?
C19 C20 C21 122.2(4) . . ?
C19 C20 H20A 118.9 . . ?
C21 C20 H20A 118.9 . . ?
C20 C21 C16 116.8(4) . . ?
C20 C21 C25 120.3(4) . . ?
C16 C21 C25 122.9(4) . . ?
C17 C22 C24 110.8(4) . . ?
C17 C22 C23 113.3(4) . . ?
C24 C22 C23 109.5(4) . . ?
C17 C22 H22A 107.7 . . ?
C24 C22 H22A 107.7 . . ?
C23 C22 H22A 107.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C25 C27 111.3(4) . . ?
C21 C25 C26 111.8(4) . . ?
C27 C25 C26 108.8(4) . . ?
C21 C25 H25A 108.3 . . ?
C27 C25 H25A 108.3 . . ?
C26 C25 H25A 108.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N5 Fe1 N4 O1 -14.2(11) . . . . ?
N2 Fe1 N4 O1 165.4(10) . . . . ?
N3 Fe1 N4 O1 89.5(10) . . . . ?
N1 Fe1 N4 O1 -119.0(10) . . . . ?
N4 Fe1 N5 O2 16.1(10) . . . . ?
N2 Fe1 N5 O2 -163.6(9) . . . . ?
N3 Fe1 N5 O2 -84.4(10) . . . . ?
N1 Fe1 N5 O2 119.5(10) . . . . ?
C16 N1 C2 C3 -176.5(3) . . . . ?
Fe1 N1 C2 C3 4.8(4) . . . . ?
C16 N1 C2 C1 2.2(6) . . . . ?
Fe1 N1 C2 C1 -176.5(3) . . . . ?
C7 N2 C3 C4 -2.5(6) . . . . ?
Fe1 N2 C3 C4 171.3(3) . . . . ?
C7 N2 C3 C2 177.2(3) . . . . ?
Fe1 N2 C3 C2 -9.0(4) . . . . ?
N1 C2 C3 N2 2.2(5) . . . . ?
C1 C2 C3 N2 -176.6(3) . . . . ?
N1 C2 C3 C4 -178.1(4) . . . . ?
C1 C2 C3 C4 3.0(6) . . . . ?
N2 C3 C4 C5 1.0(6) . . . . ?
C2 C3 C4 C5 -178.6(4) . . . . ?
C3 C4 C5 C6 0.2(7) . . . . ?
C4 C5 C6 C7 0.0(7) . . . . ?
C3 N2 C7 C6 2.7(6) . . . . ?
Fe1 N2 C7 C6 -171.2(3) . . . . ?
C3 N2 C7 C8 -177.6(3) . . . . ?
Fe1 N2 C7 C8 8.4(4) . . . . ?
C5 C6 C7 N2 -1.5(6) . . . . ?
C5 C6 C7 C8 178.9(4) . . . . ?
C10 N3 C8 C7 -178.9(4) . . . . ?
Fe1 N3 C8 C7 3.6(5) . . . . ?
C10 N3 C8 C9 5.6(7) . . . . ?
Fe1 N3 C8 C9 -172.0(3) . . . . ?
N2 C7 C8 N3 -7.7(5) . . . . ?
C6 C7 C8 N3 171.9(4) . . . . ?
N2 C7 C8 C9 168.2(4) . . . . ?
C6 C7 C8 C9 -12.1(6) . . . . ?
C8 N3 C10 C11 93.1(5) . . . . ?
Fe1 N3 C10 C11 -89.4(4) . . . . ?
C14 N6 C11 C10 139.9(4) . . . . ?
C12 N6 C11 C10 -90.1(5) . . . . ?
N3 C10 C11 N6 -67.0(5) . . . . ?
C14 N6 C12 C13 -56.6(6) . . . . ?
C11 N6 C12 C13 174.0(4) . . . . ?
C11 N6 C14 C15 70.7(5) . . . . ?
C12 N6 C14 C15 -57.7(6) . . . . ?
C2 N1 C16 C21 -84.0(5) . . . . ?
Fe1 N1 C16 C21 94.7(4) . . . . ?
C2 N1 C16 C17 98.7(4) . . . . ?
Fe1 N1 C16 C17 -82.6(4) . . . . ?
C21 C16 C17 C18 0.7(6) . . . . ?
N1 C16 C17 C18 178.0(3) . . . . ?
C21 C16 C17 C22 178.5(4) . . . . ?
N1 C16 C17 C22 -4.3(6) . . . . ?
C16 C17 C18 C19 0.0(6) . . . . ?
C22 C17 C18 C19 -177.8(4) . . . . ?
C17 C18 C19 C20 -1.0(7) . . . . ?
C18 C19 C20 C21 1.4(7) . . . . ?
C19 C20 C21 C16 -0.7(6) . . . . ?
C19 C20 C21 C25 178.2(4) . . . . ?
C17 C16 C21 C20 -0.4(6) . . . . ?
N1 C16 C21 C20 -177.5(4) . . . . ?
C17 C16 C21 C25 -179.2(4) . . . . ?
N1 C16 C21 C25 3.6(6) . . . . ?
C18 C17 C22 C24 81.1(5) . . . . ?
C16 C17 C22 C24 -96.5(5) . . . . ?
C18 C17 C22 C23 -42.3(6) . . . . ?
C16 C17 C22 C23 140.0(4) . . . . ?
C20 C21 C25 C27 -62.7(5) . . . . ?
C16 C21 C25 C27 116.1(5) . . . . ?
C20 C21 C25 C26 59.3(5) . . . . ?
C16 C21 C25 C26 -121.9(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4A F2 0.95 2.44 3.381(5) 170.3 2_665
C4 H4A F6 0.95 2.62 3.236(5) 123.1 2_665
C15 H15A O2 0.98 2.63 3.555(7) 158.3 2_566

_refine_diff_density_max         0.648
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.076

_shelxl_version_number           2013-4

