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

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

data_fap57b
_database_code_depnum_ccdc_archive 'CCDC 1896741'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;University of Angers
France
;
_audit_update_record             
;
2019-02-12 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;

_audit_creation_date             2018-04-20T17:32:56-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C24 H24 Fe N4 O7, C H4 O, H2 O'
_chemical_formula_sum            'C25 H30 Fe N4 O9'
_chemical_formula_weight         586.38
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.38700(10)
_cell_length_b                   9.4146(2)
_cell_length_c                   36.6094(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2546.02(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    149.9(3)
_cell_measurement_reflns_used    4607
_cell_measurement_theta_min      4.777
_cell_measurement_theta_max      75.962

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.161
_exptl_crystal_size_min          0.076
_exptl_crystal_density_diffrn    1.53
_exptl_crystal_F_000             1224

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.294
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.55701
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      149.9(3)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_number            7709
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_theta_min         4.832
_diffrn_reflns_theta_max         76.382
_diffrn_reflns_theta_full        76
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.98
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.98
_diffrn_reflns_point_group_measured_fraction_full 0.883
_diffrn_reflns_point_group_measured_fraction_max 0.879
_reflns_Friedel_fraction_full    0.745
_reflns_Friedel_fraction_max     0.741
_reflns_Friedel_coverage         0.554
_reflns_number_total             4688
_reflns_number_gt                4526
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+0.9139P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4688
_refine_ls_number_parameters     360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0311
_refine_ls_wR_factor_ref         0.0794
_refine_ls_wR_factor_gt          0.076
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 1539 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.007(3)
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.063

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0844(4) 0.2327(3) 0.04822(7) 0.0218(5) Uani 1 1 d . . . . .
C2 C 1.1664(4) 0.3642(3) 0.05088(8) 0.0239(6) Uani 1 1 d . . . . .
H2 H 1.240316 0.398058 0.032244 0.029 Uiso 1 1 calc R U . . .
C3 C 1.1358(4) 0.4443(3) 0.08196(8) 0.0232(6) Uani 1 1 d . . . . .
H3 H 1.18678 0.534258 0.084037 0.028 Uiso 1 1 calc R U . . .
C4 C 1.0289(4) 0.3909(3) 0.11016(7) 0.0195(5) Uani 1 1 d . . . . .
C5 C 0.9502(4) 0.2565(3) 0.10746(8) 0.0230(6) Uani 1 1 d . . . . .
H5 H 0.880944 0.220367 0.126525 0.028 Uiso 1 1 calc R U . . .
C6 C 0.9770(4) 0.1775(3) 0.07585(8) 0.0227(5) Uani 1 1 d . . . . .
H6 H 0.923523 0.088673 0.073264 0.027 Uiso 1 1 calc R U . . .
C7 C 0.9147(4) 0.4327(3) 0.17053(7) 0.0203(5) Uani 1 1 d . . . . .
H7 H 0.962761 0.341214 0.178854 0.024 Uiso 1 1 calc R U . . .
C8 C 0.9413(4) 0.5468(3) 0.19958(7) 0.0217(5) Uani 1 1 d . . . . .
H8 H 0.903268 0.638934 0.189795 0.026 Uiso 1 1 calc R U . . .
C9 C 0.8278(4) 0.5110(3) 0.23294(7) 0.0231(6) Uani 1 1 d . . . . .
H9 H 0.87821 0.425611 0.24438 0.028 Uiso 1 1 calc R U . . .
C10 C 0.6319(4) 0.4822(3) 0.22331(7) 0.0214(6) Uani 1 1 d . . . . .
H10 H 0.571642 0.570747 0.216184 0.026 Uiso 1 1 calc R U . . .
C11 C 0.6214(4) 0.3735(3) 0.19195(7) 0.0199(5) Uani 1 1 d . . . . .
H11 H 0.665325 0.280951 0.200428 0.024 Uiso 1 1 calc R U . . .
C12 C 0.4295(4) 0.3594(3) 0.17819(8) 0.0231(6) Uani 1 1 d . . . . .
H12A H 0.347633 0.355894 0.198884 0.028 Uiso 1 1 calc R U . . .
H12B H 0.399064 0.442562 0.163809 0.028 Uiso 1 1 calc R U . . .
C13 C 0.4576(4) 0.2046(3) 0.12140(7) 0.0209(5) Uani 1 1 d . . . . .
H13 H 0.522331 0.264031 0.105881 0.025 Uiso 1 1 calc R U . . .
C14 C 0.3960(4) 0.0695(3) 0.11411(7) 0.0197(5) Uani 1 1 d . . . . .
C15 C 0.4069(4) -0.0153(3) 0.08091(7) 0.0210(5) Uani 1 1 d . . . . .
C16 C 0.3050(4) -0.1412(3) 0.07370(9) 0.0244(6) Uani 1 1 d . . . . .
H16 H 0.22324 -0.184347 0.089526 0.029 Uiso 1 1 calc R U . . .
C17 C 0.3509(4) -0.1890(4) 0.03789(8) 0.0290(6) Uani 1 1 d . . . . .
H17 H 0.304107 -0.2687 0.026225 0.035 Uiso 1 1 calc R U . . .
C18 C 0.4800(5) -0.0941(3) 0.02326(8) 0.0279(7) Uani 1 1 d . . . . .
H18 H 0.532968 -0.100841 0.000282 0.033 Uiso 1 1 calc R U . . .
C19 C 0.5155(4) 0.0138(3) 0.04959(8) 0.0238(6) Uani 1 1 d . . . . .
H19 H 0.595146 0.089507 0.046845 0.029 Uiso 1 1 calc R U . . .
C20 C 0.6715(5) -0.2747(4) 0.11750(8) 0.0296(7) Uani 1 1 d . . . . .
H20 H 0.620539 -0.264423 0.140574 0.035 Uiso 1 1 calc R U . . .
C21 C 0.6282(5) -0.3825(3) 0.09145(9) 0.0313(7) Uani 1 1 d . . . . .
H21 H 0.54556 -0.455946 0.094775 0.038 Uiso 1 1 calc R U . . .
C22 C 0.7326(5) -0.3582(3) 0.05982(9) 0.0284(7) Uani 1 1 d . . . . .
H22 H 0.729126 -0.411923 0.038515 0.034 Uiso 1 1 calc R U . . .
C23 C 0.8438(4) -0.2381(3) 0.06602(9) 0.0270(6) Uani 1 1 d . . . . .
H23 H 0.926827 -0.199364 0.049723 0.032 Uiso 1 1 calc R U . . .
C24 C 0.8046(4) -0.1872(4) 0.10201(8) 0.0265(6) Uani 1 1 d . . . . .
H24 H 0.858369 -0.109242 0.11323 0.032 Uiso 1 1 calc R U . . .
N1 N 1.1033(4) 0.1504(3) 0.01443(7) 0.0279(6) Uani 1 1 d . . . . .
N2 N 0.4038(4) 0.2322(3) 0.15587(6) 0.0211(5) Uani 1 1 d . . . . .
N3 N 0.3127(4) 0.1224(3) 0.16978(7) 0.0264(5) Uani 1 1 d . . . . .
N4 N 0.3076(4) 0.0222(3) 0.14456(7) 0.0265(5) Uani 1 1 d . . . . .
O1 O 1.0138(4) 0.0410(2) 0.01120(6) 0.0357(5) Uani 1 1 d . . . . .
O2 O 1.2070(4) 0.1952(3) -0.00914(6) 0.0392(6) Uani 1 1 d . . . . .
O3 O 1.0081(3) 0.4804(2) 0.13928(5) 0.0234(4) Uani 1 1 d . . . . .
O4 O 0.7289(3) 0.4209(2) 0.16150(5) 0.0218(4) Uani 1 1 d . . . . .
O5 O 1.1240(3) 0.5542(2) 0.21013(5) 0.0233(4) Uani 1 1 d . . . . .
H5A H 1.173102 0.62058 0.19957 0.035 Uiso 1 1 calc R U . . .
O6 O 0.8473(3) 0.6263(3) 0.25767(6) 0.0321(5) Uani 1 1 d . . . . .
H6A H 0.794081 0.607971 0.276754 0.048 Uiso 1 1 calc R U . . .
O7 O 0.5451(3) 0.4226(3) 0.25442(6) 0.0297(5) Uani 1 1 d . . . . .
H7A H 0.455398 0.469802 0.259555 0.045 Uiso 1 1 calc R U . . .
FE1 Fe 0.57502(6) -0.18401(5) 0.07053(2) 0.01875(11) Uani 1 1 d . . . . .
O8 O 0.2547(3) 0.5589(3) 0.27951(6) 0.0305(5) Uani 1 1 d . . . . .
H8A H 0.182543 0.563247 0.262533 0.046 Uiso 1 1 calc R U . . .
C25 C 0.1813(6) 0.4761(5) 0.30764(11) 0.0498(10) Uani 1 1 d . . . . .
H25A H 0.26794 0.467447 0.32706 0.075 Uiso 1 1 calc R U . . .
H25B H 0.152277 0.383392 0.298393 0.075 Uiso 1 1 calc R U . . .
H25C H 0.073418 0.520549 0.316734 0.075 Uiso 1 1 calc R U . . .
O9 O 1.3242(4) 0.7664(3) 0.18661(7) 0.0369(6) Uani 1 1 d G . . . .
H9A H 1.293378 0.832651 0.172122 0.055 Uiso 1 1 d G U . . .
H9B H 1.366248 0.809159 0.205212 0.055 Uiso 1 1 d G U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.382(4) . ?
C1 C6 1.387(4) . ?
C1 N1 1.466(4) . ?
C2 C3 1.383(4) . ?
C2 H2 0.93 . ?
C3 C4 1.394(4) . ?
C3 H3 0.93 . ?
C4 O3 1.368(3) . ?
C4 C5 1.396(4) . ?
C5 C6 1.390(4) . ?
C5 H5 0.93 . ?
C6 H6 0.93 . ?
C7 O3 1.410(3) . ?
C7 O4 1.415(4) . ?
C7 C8 1.524(4) . ?
C7 H7 0.98 . ?
C8 O5 1.405(4) . ?
C8 C9 1.519(4) . ?
C8 H8 0.98 . ?
C9 O6 1.421(4) . ?
C9 C10 1.514(4) . ?
C9 H9 0.98 . ?
C10 O7 1.423(3) . ?
C10 C11 1.540(4) . ?
C10 H10 0.98 . ?
C11 O4 1.440(3) . ?
C11 C12 1.510(4) . ?
C11 H11 0.98 . ?
C12 N2 1.462(4) . ?
C12 H12A 0.97 . ?
C12 H12B 0.97 . ?
C13 N2 1.348(3) . ?
C13 C14 1.377(4) . ?
C13 H13 0.93 . ?
C14 N4 1.367(4) . ?
C14 C15 1.456(4) . ?
C15 C19 1.426(4) . ?
C15 C16 1.429(4) . ?
C15 FE1 2.052(3) . ?
C16 C17 1.427(4) . ?
C16 FE1 2.039(3) . ?
C16 H16 0.93 . ?
C17 C18 1.412(5) . ?
C17 FE1 2.042(3) . ?
C17 H17 0.93 . ?
C18 C19 1.424(4) . ?
C18 FE1 2.050(3) . ?
C18 H18 0.93 . ?
C19 FE1 2.061(3) . ?
C19 H19 0.93 . ?
C20 C24 1.403(5) . ?
C20 C21 1.429(5) . ?
C20 FE1 2.048(3) . ?
C20 H20 0.93 . ?
C21 C22 1.410(5) . ?
C21 FE1 2.058(3) . ?
C21 H21 0.93 . ?
C22 C23 1.416(5) . ?
C22 FE1 2.049(3) . ?
C22 H22 0.93 . ?
C23 C24 1.432(4) . ?
C23 FE1 2.056(3) . ?
C23 H23 0.93 . ?
C24 FE1 2.051(3) . ?
C24 H24 0.93 . ?
N1 O2 1.228(4) . ?
N1 O1 1.229(4) . ?
N2 N3 1.335(4) . ?
N3 N4 1.320(4) . ?
O5 H5A 0.82 . ?
O6 H6A 0.82 . ?
O7 H7A 0.82 . ?
O8 C25 1.401(4) . ?
O8 H8A 0.82 . ?
C25 H25A 0.96 . ?
C25 H25B 0.96 . ?
C25 H25C 0.96 . ?
O9 H9A 0.8498 . ?
O9 H9B 0.85 . ?

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
C2 C1 C6 122.3(3) . . ?
C2 C1 N1 119.4(3) . . ?
C6 C1 N1 118.2(3) . . ?
C1 C2 C3 118.3(3) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C2 C3 C4 120.3(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
O3 C4 C3 114.7(2) . . ?
O3 C4 C5 124.5(3) . . ?
C3 C4 C5 120.7(3) . . ?
C6 C5 C4 119.0(3) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C1 119.2(3) . . ?
C5 C6 H6 120.4 . . ?
C1 C6 H6 120.4 . . ?
O3 C7 O4 108.1(2) . . ?
O3 C7 C8 106.2(2) . . ?
O4 C7 C8 110.1(2) . . ?
O3 C7 H7 110.8 . . ?
O4 C7 H7 110.8 . . ?
C8 C7 H7 110.8 . . ?
O5 C8 C9 108.7(2) . . ?
O5 C8 C7 110.5(2) . . ?
C9 C8 C7 109.5(2) . . ?
O5 C8 H8 109.4 . . ?
C9 C8 H8 109.4 . . ?
C7 C8 H8 109.4 . . ?
O6 C9 C10 112.5(2) . . ?
O6 C9 C8 106.7(2) . . ?
C10 C9 C8 112.3(2) . . ?
O6 C9 H9 108.4 . . ?
C10 C9 H9 108.4 . . ?
C8 C9 H9 108.4 . . ?
O7 C10 C9 108.4(2) . . ?
O7 C10 C11 108.1(2) . . ?
C9 C10 C11 109.9(2) . . ?
O7 C10 H10 110.1 . . ?
C9 C10 H10 110.1 . . ?
C11 C10 H10 110.1 . . ?
O4 C11 C12 106.7(2) . . ?
O4 C11 C10 110.1(2) . . ?
C12 C11 C10 110.7(2) . . ?
O4 C11 H11 109.8 . . ?
C12 C11 H11 109.8 . . ?
C10 C11 H11 109.8 . . ?
N2 C12 C11 112.4(2) . . ?
N2 C12 H12A 109.1 . . ?
C11 C12 H12A 109.1 . . ?
N2 C12 H12B 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
N2 C13 C14 105.2(2) . . ?
N2 C13 H13 127.4 . . ?
C14 C13 H13 127.4 . . ?
N4 C14 C13 107.5(2) . . ?
N4 C14 C15 121.9(3) . . ?
C13 C14 C15 130.5(3) . . ?
C19 C15 C16 107.9(3) . . ?
C19 C15 C14 126.7(3) . . ?
C16 C15 C14 125.4(3) . . ?
C19 C15 FE1 70.06(16) . . ?
C16 C15 FE1 69.04(16) . . ?
C14 C15 FE1 127.8(2) . . ?
C17 C16 C15 107.8(3) . . ?
C17 C16 FE1 69.66(17) . . ?
C15 C16 FE1 70.06(16) . . ?
C17 C16 H16 126.1 . . ?
C15 C16 H16 126.1 . . ?
FE1 C16 H16 125.8 . . ?
C18 C17 C16 108.0(3) . . ?
C18 C17 FE1 70.13(18) . . ?
C16 C17 FE1 69.40(16) . . ?
C18 C17 H17 126 . . ?
C16 C17 H17 126 . . ?
FE1 C17 H17 126.1 . . ?
C17 C18 C19 108.6(3) . . ?
C17 C18 FE1 69.50(17) . . ?
C19 C18 FE1 70.14(17) . . ?
C17 C18 H18 125.7 . . ?
C19 C18 H18 125.7 . . ?
FE1 C18 H18 126.2 . . ?
C15 C19 C18 107.7(3) . . ?
C15 C19 FE1 69.38(16) . . ?
C18 C19 FE1 69.33(17) . . ?
C15 C19 H19 126.1 . . ?
C18 C19 H19 126.1 . . ?
FE1 C19 H19 126.7 . . ?
C24 C20 C21 107.7(3) . . ?
C24 C20 FE1 70.10(17) . . ?
C21 C20 FE1 70.01(18) . . ?
C24 C20 H20 126.1 . . ?
C21 C20 H20 126.1 . . ?
FE1 C20 H20 125.3 . . ?
C22 C21 C20 108.1(3) . . ?
C22 C21 FE1 69.59(18) . . ?
C20 C21 FE1 69.26(18) . . ?
C22 C21 H21 126 . . ?
C20 C21 H21 126 . . ?
FE1 C21 H21 126.8 . . ?
C21 C22 C23 108.4(3) . . ?
C21 C22 FE1 70.25(19) . . ?
C23 C22 FE1 70.09(17) . . ?
C21 C22 H22 125.8 . . ?
C23 C22 H22 125.8 . . ?
FE1 C22 H22 125.4 . . ?
C22 C23 C24 107.3(3) . . ?
C22 C23 FE1 69.56(18) . . ?
C24 C23 FE1 69.40(17) . . ?
C22 C23 H23 126.3 . . ?
C24 C23 H23 126.3 . . ?
FE1 C23 H23 126.3 . . ?
C20 C24 C23 108.5(3) . . ?
C20 C24 FE1 69.87(18) . . ?
C23 C24 FE1 69.80(17) . . ?
C20 C24 H24 125.8 . . ?
C23 C24 H24 125.8 . . ?
FE1 C24 H24 126.1 . . ?
O2 N1 O1 123.7(3) . . ?
O2 N1 C1 118.1(3) . . ?
O1 N1 C1 118.2(3) . . ?
N3 N2 C13 110.9(2) . . ?
N3 N2 C12 119.1(2) . . ?
C13 N2 C12 130.0(2) . . ?
N4 N3 N2 107.5(2) . . ?
N3 N4 C14 108.9(2) . . ?
C4 O3 C7 119.4(2) . . ?
C7 O4 C11 112.2(2) . . ?
C8 O5 H5A 109.5 . . ?
C9 O6 H6A 109.5 . . ?
C10 O7 H7A 109.5 . . ?
C16 FE1 C17 40.94(12) . . ?
C16 FE1 C20 112.03(13) . . ?
C17 FE1 C20 139.80(14) . . ?
C16 FE1 C22 136.48(13) . . ?
C17 FE1 C22 109.28(13) . . ?
C20 FE1 C22 68.23(13) . . ?
C16 FE1 C24 141.28(13) . . ?
C17 FE1 C24 177.30(14) . . ?
C20 FE1 C24 40.03(14) . . ?
C22 FE1 C24 68.03(13) . . ?
C16 FE1 C15 40.90(12) . . ?
C17 FE1 C15 68.63(12) . . ?
C20 FE1 C15 112.21(12) . . ?
C22 FE1 C15 177.38(13) . . ?
C24 FE1 C15 114.06(12) . . ?
C16 FE1 C18 68.37(13) . . ?
C17 FE1 C18 40.37(14) . . ?
C20 FE1 C18 179.53(14) . . ?
C22 FE1 C18 111.32(13) . . ?
C24 FE1 C18 139.77(14) . . ?
C15 FE1 C18 68.24(12) . . ?
C16 FE1 C23 176.76(13) . . ?
C17 FE1 C23 136.88(12) . . ?
C20 FE1 C23 68.18(13) . . ?
C22 FE1 C23 40.35(13) . . ?
C24 FE1 C23 40.80(12) . . ?
C15 FE1 C23 142.26(13) . . ?
C18 FE1 C23 111.40(13) . . ?
C16 FE1 C21 110.19(13) . . ?
C17 FE1 C21 110.59(14) . . ?
C20 FE1 C21 40.74(14) . . ?
C22 FE1 C21 40.16(14) . . ?
C24 FE1 C21 67.65(13) . . ?
C15 FE1 C21 138.58(13) . . ?
C18 FE1 C21 138.99(13) . . ?
C23 FE1 C21 67.72(13) . . ?
C16 FE1 C19 68.52(12) . . ?
C17 FE1 C19 68.29(13) . . ?
C20 FE1 C19 139.75(13) . . ?
C22 FE1 C19 140.64(13) . . ?
C24 FE1 C19 113.49(13) . . ?
C15 FE1 C19 40.56(11) . . ?
C18 FE1 C19 40.53(12) . . ?
C23 FE1 C19 113.56(13) . . ?
C21 FE1 C19 178.68(14) . . ?
C25 O8 H8A 109.5 . . ?
O8 C25 H25A 109.5 . . ?
O8 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O8 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
H9A O9 H9B 104.5 . . ?

####################################################################### 
# 
# 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_fg204b
_database_code_depnum_ccdc_archive 'CCDC 1896743'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;University of Angers
France
;
_audit_update_record             
;
2019-02-12 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;

_audit_creation_date             2018-11-09T15:15:33-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C24 H25 Fe N3 O5, C H4 O'
_chemical_formula_sum            'C25 H29 Fe N3 O6'
_chemical_formula_weight         523.36
_chemical_absolute_configuration rmad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.2219(2)
_cell_length_b                   8.0816(2)
_cell_length_c                   39.3464(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2296.43(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150.0(2)
_cell_measurement_reflns_used    4605
_cell_measurement_theta_min      5.563
_cell_measurement_theta_max      72.376

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.126
_exptl_crystal_size_mid          0.034
_exptl_crystal_size_min          0.022
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_F_000             1096

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.68
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.77166
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150.0(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_number            8346
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         4.495
_diffrn_reflns_theta_max         72.681
_diffrn_reflns_theta_full        72.681
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_reflns_Friedel_fraction_full    0.941
_reflns_Friedel_fraction_max     0.94
_reflns_Friedel_coverage         0.685
_reflns_number_total             4400
_reflns_number_gt                4262
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0285P)²+0.7794P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4400
_refine_ls_number_parameters     321
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0718
_refine_ls_wR_factor_gt          0.0711
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 1633 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.002(2)
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.053

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.018 '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'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.2884(4) 0.4292(4) 0.18181(7) 0.0254(6) Uani 1 1 d . . . . .
H1 H -0.30967 0.393365 0.204468 0.031 Uiso 1 1 calc R U . . .
C2 C -0.3604(4) 0.5781(4) 0.17054(7) 0.0249(6) Uani 1 1 d . . . . .
H2 H -0.431038 0.644777 0.185614 0.03 Uiso 1 1 calc R U . . .
C3 C -0.3302(4) 0.6312(4) 0.13734(7) 0.0212(6) Uani 1 1 d . . . . .
H3 H -0.381191 0.732823 0.129608 0.025 Uiso 1 1 calc R U . . .
C4 C -0.2248(4) 0.5337(3) 0.11569(6) 0.0180(5) Uani 1 1 d . . . . .
C5 C -0.1533(4) 0.3831(4) 0.12644(7) 0.0210(6) Uani 1 1 d . . . . .
H5 H -0.083873 0.315611 0.111321 0.025 Uiso 1 1 calc R U . . .
C6 C -0.1850(4) 0.3330(4) 0.15968(8) 0.0239(6) Uani 1 1 d . . . . .
H6 H -0.134968 0.230959 0.167393 0.029 Uiso 1 1 calc R U . . .
C7 C -0.1049(4) 0.5054(3) 0.05913(7) 0.0176(5) Uani 1 1 d . . . . .
H7 H -0.159775 0.392247 0.05717 0.021 Uiso 1 1 calc R U . . .
C8 C -0.1222(4) 0.5988(3) 0.02559(7) 0.0169(5) Uani 1 1 d . . . . .
H8 H -0.0738 0.713938 0.02844 0.02 Uiso 1 1 calc R U . . .
C9 C -0.0091(4) 0.5091(3) -0.00118(6) 0.0167(5) Uani 1 1 d . . . . .
H9 H -0.070949 0.40125 -0.006346 0.02 Uiso 1 1 calc R U . . .
C10 C 0.1884(4) 0.4741(3) 0.01046(7) 0.0174(5) Uani 1 1 d . . . . .
H10 H 0.260419 0.579769 0.011041 0.021 Uiso 1 1 calc R U . . .
C11 C 0.1893(4) 0.3946(3) 0.04588(6) 0.0160(5) Uani 1 1 d . . . . .
H11 H 0.133648 0.281402 0.044693 0.019 Uiso 1 1 calc R U . . .
C12 C 0.3833(4) 0.3840(4) 0.05975(7) 0.0187(6) Uani 1 1 d . . . . .
H12A H 0.466752 0.343462 0.041604 0.022 Uiso 1 1 calc R U . . .
H12B H 0.424957 0.496383 0.066222 0.022 Uiso 1 1 calc R U . . .
C13 C 0.3461(4) 0.3022(3) 0.12165(7) 0.0172(5) Uani 1 1 d . . . . .
H13 H 0.283377 0.396443 0.130362 0.021 Uiso 1 1 calc R U . . .
C14 C 0.4016(4) 0.1638(3) 0.13932(7) 0.0167(5) Uani 1 1 d . . . . .
C15 C 0.3946(4) 0.1291(3) 0.17555(7) 0.0162(5) Uani 1 1 d . . . . .
C16 C 0.2858(4) 0.2094(3) 0.20074(7) 0.0196(5) Uani 1 1 d . . . . .
H16 H 0.196407 0.293326 0.196698 0.024 Uiso 1 1 calc R U . . .
C17 C 0.3340(4) 0.1424(4) 0.23321(7) 0.0223(6) Uani 1 1 d . . . . .
H17 H 0.283068 0.174593 0.254471 0.027 Uiso 1 1 calc R U . . .
C18 C 0.4711(4) 0.0195(4) 0.22805(7) 0.0208(6) Uani 1 1 d . . . . .
H18 H 0.527995 -0.045509 0.245244 0.025 Uiso 1 1 calc R U . . .
C19 C 0.5087(4) 0.0105(3) 0.19244(7) 0.0183(5) Uani 1 1 d . . . . .
H19 H 0.594709 -0.061913 0.181836 0.022 Uiso 1 1 calc R U . . .
C20 C 0.1460(5) -0.2398(4) 0.17440(11) 0.0394(9) Uani 1 1 d . . . . .
H20 H 0.205485 -0.284468 0.154914 0.047 Uiso 1 1 calc R U . . .
C21 C 0.0103(4) -0.1152(4) 0.17446(8) 0.0275(7) Uani 1 1 d . . . . .
H21 H -0.039061 -0.062044 0.154925 0.033 Uiso 1 1 calc R U . . .
C22 C -0.0404(4) -0.0823(5) 0.20856(9) 0.0320(7) Uani 1 1 d . . . . .
H22 H -0.128885 -0.003036 0.215928 0.038 Uiso 1 1 calc R U . . .
C23 C 0.0640(5) -0.1885(6) 0.22966(10) 0.0444(10) Uani 1 1 d . . . . .
H23 H 0.05832 -0.193092 0.25376 0.053 Uiso 1 1 calc R U . . .
C24 C 0.1785(5) -0.2868(5) 0.20860(13) 0.0492(12) Uani 1 1 d . . . . .
H24 H 0.26235 -0.369797 0.216062 0.059 Uiso 1 1 calc R U . . .
C25 C 0.5547(5) 0.5559(5) -0.08253(9) 0.0384(8) Uani 1 1 d . . . . .
H25A H 0.428859 0.563501 -0.091719 0.058 Uiso 1 1 calc R U . . .
H25B H 0.625101 0.473262 -0.095371 0.058 Uiso 1 1 calc R U . . .
H25C H 0.615757 0.663831 -0.084451 0.058 Uiso 1 1 calc R U . . .
FE1 Fe 0.23588(6) -0.03987(5) 0.20207(2) 0.01766(11) Uani 1 1 d . . . . .
N1 N 0.4000(3) 0.2750(3) 0.08927(6) 0.0174(5) Uani 1 1 d . . . . .
N2 N 0.4842(4) 0.1274(3) 0.08663(6) 0.0223(5) Uani 1 1 d . . . . .
N3 N 0.4869(4) 0.0593(3) 0.11698(6) 0.0222(5) Uani 1 1 d . . . . .
O1 O -0.1998(3) 0.5992(2) 0.08351(5) 0.0203(4) Uani 1 1 d . . . . .
O2 O 0.0841(3) 0.4962(2) 0.06895(5) 0.0179(4) Uani 1 1 d . . . . .
O3 O -0.3091(3) 0.6049(3) 0.01471(5) 0.0208(4) Uani 1 1 d . . . . .
H3A H -0.362125 0.68616 0.023768 0.031 Uiso 1 1 calc R U . . .
O4 O -0.0082(3) 0.6076(2) -0.03145(5) 0.0211(4) Uani 1 1 d . . . . .
H4 H 0.015941 0.547261 -0.048268 0.032 Uiso 1 1 calc R U . . .
O5 O 0.2731(3) 0.3622(2) -0.01255(5) 0.0236(4) Uani 1 1 d . . . . .
H5A H 0.359346 0.410384 -0.022903 0.035 Uiso 1 1 calc R U . . .
O6 O 0.5465(3) 0.5085(3) -0.04783(5) 0.0318(5) Uani 1 1 d . . . . .
H6B H 0.629519 0.558251 -0.036902 0.048 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.384(4) . ?
C1 C6 1.386(4) . ?
C1 H1 0.95 . ?
C2 C3 1.392(4) . ?
C2 H2 0.95 . ?
C3 C4 1.388(4) . ?
C3 H3 0.95 . ?
C4 O1 1.384(3) . ?
C4 C5 1.388(4) . ?
C5 C6 1.388(4) . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?
C7 O1 1.401(3) . ?
C7 O2 1.421(3) . ?
C7 C8 1.525(4) . ?
C7 H7 1 . ?
C8 O3 1.417(3) . ?
C8 C9 1.517(4) . ?
C8 H8 1 . ?
C9 O4 1.433(3) . ?
C9 C10 1.525(4) . ?
C9 H9 1 . ?
C10 O5 1.419(3) . ?
C10 C11 1.535(3) . ?
C10 H10 1 . ?
C11 O2 1.440(3) . ?
C11 C12 1.506(4) . ?
C11 H11 1 . ?
C12 N1 1.463(3) . ?
C12 H12A 0.99 . ?
C12 H12B 0.99 . ?
C13 N1 1.350(3) . ?
C13 C14 1.377(4) . ?
C13 H13 0.95 . ?
C14 N3 1.365(4) . ?
C14 C15 1.454(4) . ?
C15 C16 1.421(4) . ?
C15 C19 1.428(4) . ?
C15 FE1 2.066(3) . ?
C16 C17 1.431(4) . ?
C16 FE1 2.047(3) . ?
C16 H16 0.95 . ?
C17 C18 1.417(4) . ?
C17 FE1 2.043(3) . ?
C17 H17 0.95 . ?
C18 C19 1.429(4) . ?
C18 FE1 2.040(3) . ?
C18 H18 0.95 . ?
C19 FE1 2.047(3) . ?
C19 H19 0.95 . ?
C20 C21 1.405(5) . ?
C20 C24 1.418(6) . ?
C20 FE1 2.053(4) . ?
C20 H20 0.95 . ?
C21 C22 1.416(5) . ?
C21 FE1 2.051(3) . ?
C21 H21 0.95 . ?
C22 C23 1.412(5) . ?
C22 FE1 2.041(3) . ?
C22 H22 0.95 . ?
C23 C24 1.415(7) . ?
C23 FE1 2.040(3) . ?
C23 H23 0.95 . ?
C24 FE1 2.055(4) . ?
C24 H24 0.95 . ?
C25 O6 1.419(4) . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?
N1 N2 1.343(4) . ?
N2 N3 1.315(3) . ?
O3 H3A 0.84 . ?
O4 H4 0.84 . ?
O5 H5A 0.84 . ?
O6 H6B 0.84 . ?

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
C2 C1 C6 119.3(3) . . ?
C2 C1 H1 120.4 . . ?
C6 C1 H1 120.4 . . ?
C1 C2 C3 120.7(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
O1 C4 C3 114.6(2) . . ?
O1 C4 C5 124.4(2) . . ?
C3 C4 C5 121.0(3) . . ?
C4 C5 C6 118.8(3) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 121.1(3) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
O1 C7 O2 108.2(2) . . ?
O1 C7 C8 106.5(2) . . ?
O2 C7 C8 109.9(2) . . ?
O1 C7 H7 110.7 . . ?
O2 C7 H7 110.7 . . ?
C8 C7 H7 110.7 . . ?
O3 C8 C9 108.6(2) . . ?
O3 C8 C7 110.9(2) . . ?
C9 C8 C7 108.7(2) . . ?
O3 C8 H8 109.6 . . ?
C9 C8 H8 109.6 . . ?
C7 C8 H8 109.6 . . ?
O4 C9 C8 108.3(2) . . ?
O4 C9 C10 110.4(2) . . ?
C8 C9 C10 112.5(2) . . ?
O4 C9 H9 108.5 . . ?
C8 C9 H9 108.5 . . ?
C10 C9 H9 108.5 . . ?
O5 C10 C9 109.2(2) . . ?
O5 C10 C11 108.1(2) . . ?
C9 C10 C11 110.7(2) . . ?
O5 C10 H10 109.6 . . ?
C9 C10 H10 109.6 . . ?
C11 C10 H10 109.6 . . ?
O2 C11 C12 107.1(2) . . ?
O2 C11 C10 109.4(2) . . ?
C12 C11 C10 110.9(2) . . ?
O2 C11 H11 109.8 . . ?
C12 C11 H11 109.8 . . ?
C10 C11 H11 109.8 . . ?
N1 C12 C11 113.5(2) . . ?
N1 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
N1 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
N1 C13 C14 105.1(2) . . ?
N1 C13 H13 127.5 . . ?
C14 C13 H13 127.5 . . ?
N3 C14 C13 108.0(2) . . ?
N3 C14 C15 121.9(3) . . ?
C13 C14 C15 129.9(3) . . ?
C16 C15 C19 107.5(2) . . ?
C16 C15 C14 128.0(3) . . ?
C19 C15 C14 124.4(2) . . ?
C16 C15 FE1 69.09(16) . . ?
C19 C15 FE1 68.98(15) . . ?
C14 C15 FE1 130.0(2) . . ?
C15 C16 C17 108.4(2) . . ?
C15 C16 FE1 70.48(16) . . ?
C17 C16 FE1 69.36(17) . . ?
C15 C16 H16 125.8 . . ?
C17 C16 H16 125.8 . . ?
FE1 C16 H16 125.9 . . ?
C18 C17 C16 107.9(2) . . ?
C18 C17 FE1 69.57(17) . . ?
C16 C17 FE1 69.69(16) . . ?
C18 C17 H17 126.1 . . ?
C16 C17 H17 126.1 . . ?
FE1 C17 H17 126.3 . . ?
C17 C18 C19 108.0(2) . . ?
C17 C18 FE1 69.81(17) . . ?
C19 C18 FE1 69.81(16) . . ?
C17 C18 H18 126 . . ?
C19 C18 H18 126 . . ?
FE1 C18 H18 126 . . ?
C15 C19 C18 108.2(2) . . ?
C15 C19 FE1 70.38(16) . . ?
C18 C19 FE1 69.25(16) . . ?
C15 C19 H19 125.9 . . ?
C18 C19 H19 125.9 . . ?
FE1 C19 H19 126 . . ?
C21 C20 C24 107.8(4) . . ?
C21 C20 FE1 69.87(19) . . ?
C24 C20 FE1 69.9(2) . . ?
C21 C20 H20 126.1 . . ?
C24 C20 H20 126.1 . . ?
FE1 C20 H20 125.8 . . ?
C20 C21 C22 108.5(3) . . ?
C20 C21 FE1 70.1(2) . . ?
C22 C21 FE1 69.38(17) . . ?
C20 C21 H21 125.8 . . ?
C22 C21 H21 125.8 . . ?
FE1 C21 H21 126.3 . . ?
C23 C22 C21 107.7(3) . . ?
C23 C22 FE1 69.73(19) . . ?
C21 C22 FE1 70.12(18) . . ?
C23 C22 H22 126.1 . . ?
C21 C22 H22 126.1 . . ?
FE1 C22 H22 125.6 . . ?
C22 C23 C24 108.0(3) . . ?
C22 C23 FE1 69.79(19) . . ?
C24 C23 FE1 70.3(2) . . ?
C22 C23 H23 126 . . ?
C24 C23 H23 126 . . ?
FE1 C23 H23 125.5 . . ?
C23 C24 C20 108.0(3) . . ?
C23 C24 FE1 69.2(2) . . ?
C20 C24 FE1 69.8(2) . . ?
C23 C24 H24 126 . . ?
C20 C24 H24 126 . . ?
FE1 C24 H24 126.6 . . ?
O6 C25 H25A 109.5 . . ?
O6 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O6 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C18 FE1 C23 112.25(14) . . ?
C18 FE1 C22 142.29(13) . . ?
C23 FE1 C22 40.48(15) . . ?
C18 FE1 C17 40.62(12) . . ?
C23 FE1 C17 108.45(15) . . ?
C22 FE1 C17 112.66(13) . . ?
C18 FE1 C19 40.94(11) . . ?
C23 FE1 C19 143.25(14) . . ?
C22 FE1 C19 176.04(13) . . ?
C17 FE1 C19 68.53(11) . . ?
C18 FE1 C16 68.57(11) . . ?
C23 FE1 C16 134.45(16) . . ?
C22 FE1 C16 109.93(13) . . ?
C17 FE1 C16 40.95(11) . . ?
C19 FE1 C16 68.28(11) . . ?
C18 FE1 C21 175.52(13) . . ?
C23 FE1 C21 67.89(14) . . ?
C22 FE1 C21 40.50(13) . . ?
C17 FE1 C21 143.85(13) . . ?
C19 FE1 C21 136.51(12) . . ?
C16 FE1 C21 114.75(12) . . ?
C18 FE1 C20 135.56(14) . . ?
C23 FE1 C20 68.08(17) . . ?
C22 FE1 C20 67.99(15) . . ?
C17 FE1 C20 174.24(15) . . ?
C19 FE1 C20 111.24(13) . . ?
C16 FE1 C20 144.71(15) . . ?
C21 FE1 C20 40.04(15) . . ?
C18 FE1 C24 109.50(14) . . ?
C23 FE1 C24 40.43(19) . . ?
C22 FE1 C24 67.90(15) . . ?
C17 FE1 C24 134.07(16) . . ?
C19 FE1 C24 114.23(14) . . ?
C16 FE1 C24 174.08(17) . . ?
C21 FE1 C24 67.51(15) . . ?
C20 FE1 C24 40.39(18) . . ?
C18 FE1 C15 68.64(11) . . ?
C23 FE1 C15 174.61(16) . . ?
C22 FE1 C15 135.79(13) . . ?
C17 FE1 C15 68.53(11) . . ?
C19 FE1 C15 40.64(11) . . ?
C16 FE1 C15 40.43(11) . . ?
C21 FE1 C15 111.67(12) . . ?
C20 FE1 C15 115.30(14) . . ?
C24 FE1 C15 144.81(16) . . ?
N2 N1 C13 110.4(2) . . ?
N2 N1 C12 120.7(2) . . ?
C13 N1 C12 128.9(2) . . ?
N3 N2 N1 108.0(2) . . ?
N2 N3 C14 108.6(2) . . ?
C4 O1 C7 118.9(2) . . ?
C7 O2 C11 111.4(2) . . ?
C8 O3 H3A 109.5 . . ?
C9 O4 H4 109.5 . . ?
C10 O5 H5A 109.5 . . ?
C25 O6 H6B 109.5 . . ?

####################################################################### 
# 
# 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_fg216-150k
_database_code_depnum_ccdc_archive 'CCDC 1896751'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;University of Angers
France
;
_audit_update_record             
;
2019-02-12 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;

_audit_creation_date             2018-12-21T11:01:37-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C24 H24 F Fe N3 O5, C H4 O'
_chemical_formula_sum            'C25 H28 F Fe N3 O6'
_chemical_formula_weight         541.35
_chemical_absolute_configuration rmad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.9733(2)
_cell_length_b                   7.1751(2)
_cell_length_c                   20.4219(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.648(2)
_cell_angle_gamma                90
_cell_volume                     1168.25(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    150.0(1)
_cell_measurement_reflns_used    2396
_cell_measurement_theta_min      4.288
_cell_measurement_theta_max      71.882

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.207
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.038
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_F_000             564

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.668
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.80543
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150.0(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_number            4410
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         4.33
_diffrn_reflns_theta_max         72.533
_diffrn_reflns_theta_full        70
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.96
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.96
_diffrn_reflns_point_group_measured_fraction_full 0.717
_diffrn_reflns_point_group_measured_fraction_max 0.696
_reflns_Friedel_fraction_full    0.402
_reflns_Friedel_fraction_max     0.384
_reflns_Friedel_coverage         0.338
_reflns_number_total             3224
_reflns_number_gt                3080
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0444P)²+0.3382P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3224
_refine_ls_number_parameters     330
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.0939
_refine_ls_wR_factor_gt          0.092
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.004(6)
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.06

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2741(5) 1.4062(9) 0.65180(19) 0.0328(10) Uani 1 1 d . . . . .
C2 C 0.1272(6) 1.4821(8) 0.6745(2) 0.0330(11) Uani 1 1 d . . . . .
H2 H 0.056198 1.548547 0.64657 0.04 Uiso 1 1 calc R U . . .
C3 C 0.0872(5) 1.4570(7) 0.7402(2) 0.0289(10) Uani 1 1 d . . . . .
H3 H -0.010648 1.507859 0.756959 0.035 Uiso 1 1 calc R U . . .
C4 C 0.1950(5) 1.3555(6) 0.78008(18) 0.0217(9) Uani 1 1 d . . . . .
C5 C 0.3439(6) 1.2836(7) 0.7568(2) 0.0264(9) Uani 1 1 d . . . . .
H5 H 0.416317 1.21867 0.784617 0.032 Uiso 1 1 calc R U . . .
C6 C 0.3842(6) 1.3100(7) 0.6906(2) 0.0307(10) Uani 1 1 d . . . . .
H6 H 0.483423 1.263026 0.673731 0.037 Uiso 1 1 calc R U . . .
C7 C 0.2398(5) 1.2366(6) 0.88876(19) 0.0208(8) Uani 1 1 d . . . . .
H7 H 0.352364 1.29105 0.891594 0.025 Uiso 1 1 calc R U . . .
C8 C 0.1496(5) 1.2522(6) 0.95382(19) 0.0195(8) Uani 1 1 d . . . . .
H8 H 0.034865 1.204734 0.948926 0.023 Uiso 1 1 calc R U . . .
C9 C 0.2437(5) 1.1375(7) 1.00474(18) 0.0199(8) Uani 1 1 d . . . . .
H9 H 0.35217 1.19683 1.013945 0.024 Uiso 1 1 calc R U . . .
C10 C 0.2740(5) 0.9378(6) 0.98140(17) 0.0196(9) Uani 1 1 d . . . . .
H10 H 0.167487 0.869625 0.980323 0.024 Uiso 1 1 calc R U . . .
C11 C 0.3509(5) 0.9382(5) 0.91254(18) 0.0185(8) Uani 1 1 d . . . . .
H11 H 0.464079 0.991382 0.914365 0.022 Uiso 1 1 calc R U . . .
C12 C 0.3571(5) 0.7417(7) 0.88507(19) 0.0216(8) Uani 1 1 d . . . . .
H12A H 0.401269 0.658402 0.918478 0.026 Uiso 1 1 calc R U . . .
H12B H 0.243974 0.701535 0.87432 0.026 Uiso 1 1 calc R U . . .
C13 C 0.4265(5) 0.7821(6) 0.76532(19) 0.0209(8) Uani 1 1 d . . . . .
H13 H 0.332015 0.846348 0.750632 0.025 Uiso 1 1 calc R U . . .
C14 C 0.5607(5) 0.7241(7) 0.72853(19) 0.0221(8) Uani 1 1 d . . . . .
C15 C 0.5861(5) 0.7349(7) 0.65814(19) 0.0232(9) Uani 1 1 d . . . . .
C16 C 0.5003(5) 0.8543(7) 0.61292(19) 0.0258(10) Uani 1 1 d . . . . .
H16 H 0.421904 0.945054 0.623575 0.031 Uiso 1 1 calc R U . . .
C17 C 0.5553(5) 0.8103(8) 0.5490(2) 0.0311(10) Uani 1 1 d . . . . .
H17 H 0.519168 0.867431 0.510484 0.037 Uiso 1 1 calc R U . . .
C18 C 0.6744(5) 0.6651(7) 0.5538(2) 0.0296(10) Uani 1 1 d . . . . .
H18 H 0.729674 0.609463 0.519008 0.035 Uiso 1 1 calc R U . . .
C19 C 0.6950(5) 0.6186(7) 0.6215(2) 0.0257(9) Uani 1 1 d . . . . .
H19 H 0.766808 0.528365 0.638622 0.031 Uiso 1 1 calc R U . . .
C20 C 0.9594(6) 0.9811(8) 0.6594(2) 0.0357(11) Uani 1 1 d . . . . .
H20 H 0.998051 0.92858 0.698342 0.043 Uiso 1 1 calc R U . . .
C21 C 0.8391(6) 1.1272(8) 0.6534(2) 0.0346(11) Uani 1 1 d . . . . .
H21 H 0.785951 1.187626 0.687677 0.042 Uiso 1 1 calc R U . . .
C22 C 0.8152(7) 1.1636(8) 0.5861(3) 0.0389(12) Uani 1 1 d . . . . .
H22 H 0.743216 1.252484 0.568268 0.047 Uiso 1 1 calc R U . . .
C23 C 0.9202(7) 1.0408(9) 0.5502(3) 0.0434(14) Uani 1 1 d . . . . .
H23 H 0.92831 1.034802 0.504838 0.052 Uiso 1 1 calc R U . . .
C24 C 1.0096(6) 0.9300(8) 0.5956(3) 0.0389(13) Uani 1 1 d . . . . .
H24 H 1.088088 0.839004 0.585384 0.047 Uiso 1 1 calc R U . . .
C25 C 0.2018(6) 0.5764(9) 1.1657(2) 0.0401(13) Uani 1 1 d . . . . .
H25A H 0.280502 0.497501 1.188357 0.06 Uiso 1 1 calc R U . . .
H25B H 0.090479 0.527932 1.170937 0.06 Uiso 1 1 calc R U . . .
H25C H 0.207563 0.700012 1.18362 0.06 Uiso 1 1 calc R U . . .
N1 N 0.4607(4) 0.7267(5) 0.82655(15) 0.0199(7) Uani 1 1 d . . . . .
N2 N 0.6101(4) 0.6375(6) 0.82967(16) 0.0254(8) Uani 1 1 d . . . . .
N3 N 0.6710(4) 0.6362(6) 0.76964(17) 0.0267(8) Uani 1 1 d . . . . .
O1 O 0.1388(3) 1.3331(5) 0.84343(13) 0.0234(6) Uani 1 1 d . . . . .
O2 O 0.2467(3) 1.0452(4) 0.86904(13) 0.0211(6) Uani 1 1 d . . . . .
O3 O 0.1452(4) 1.4400(4) 0.97516(14) 0.0240(7) Uani 1 1 d . . . . .
H3A H 0.061485 1.491286 0.959962 0.036 Uiso 1 1 calc R U . . .
O4 O 0.1465(3) 1.1367(5) 1.06361(13) 0.0244(6) Uani 1 1 d . . . . .
H4 H 0.209286 1.125381 1.095446 0.037 Uiso 1 1 calc R U . . .
O5 O 0.3876(3) 0.8479(5) 1.02502(13) 0.0278(7) Uani 1 1 d . . . . .
H5A H 0.335957 0.775617 1.048462 0.042 Uiso 1 1 calc R U . . .
O6 O 0.2411(4) 0.5820(6) 1.09848(16) 0.0353(8) Uani 1 1 d . . . . .
H6A H 0.198433 0.492221 1.079845 0.053 Uiso 1 1 calc R U . . .
F1 F 0.3116(4) 1.4307(6) 0.58722(12) 0.0495(10) Uani 1 1 d . . . . .
FE1 Fe 0.75534(8) 0.89202(10) 0.60558(3) 0.02221(17) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.364(8) . ?
C1 F1 1.367(5) . ?
C1 C2 1.376(7) . ?
C2 C3 1.394(6) . ?
C2 H2 0.93 . ?
C3 C4 1.385(6) . ?
C3 H3 0.93 . ?
C4 C5 1.384(6) . ?
C4 O1 1.383(4) . ?
C5 C6 1.406(6) . ?
C5 H5 0.93 . ?
C6 H6 0.93 . ?
C7 O1 1.403(5) . ?
C7 O2 1.432(5) . ?
C7 C8 1.522(5) . ?
C7 H7 0.98 . ?
C8 O3 1.417(5) . ?
C8 C9 1.518(6) . ?
C8 H8 0.98 . ?
C9 O4 1.438(4) . ?
C9 C10 1.531(6) . ?
C9 H9 0.98 . ?
C10 O5 1.418(5) . ?
C10 C11 1.540(5) . ?
C10 H10 0.98 . ?
C11 O2 1.433(5) . ?
C11 C12 1.518(6) . ?
C11 H11 0.98 . ?
C12 N1 1.464(5) . ?
C12 H12A 0.97 . ?
C12 H12B 0.97 . ?
C13 N1 1.337(5) . ?
C13 C14 1.378(5) . ?
C13 H13 0.93 . ?
C14 N3 1.364(6) . ?
C14 C15 1.456(6) . ?
C15 C19 1.422(6) . ?
C15 C16 1.429(6) . ?
C15 FE1 2.068(4) . ?
C16 C17 1.417(6) . ?
C16 FE1 2.059(4) . ?
C16 H16 0.93 . ?
C17 C18 1.412(8) . ?
C17 FE1 2.044(4) . ?
C17 H17 0.93 . ?
C18 C19 1.431(7) . ?
C18 FE1 2.042(5) . ?
C18 H18 0.93 . ?
C19 FE1 2.047(5) . ?
C19 H19 0.93 . ?
C20 C24 1.416(7) . ?
C20 C21 1.425(8) . ?
C20 FE1 2.055(5) . ?
C20 H20 0.93 . ?
C21 C22 1.409(8) . ?
C21 FE1 2.057(5) . ?
C21 H21 0.93 . ?
C22 C23 1.425(8) . ?
C22 FE1 2.046(5) . ?
C22 H22 0.93 . ?
C23 C24 1.408(9) . ?
C23 FE1 2.045(5) . ?
C23 H23 0.93 . ?
C24 FE1 2.058(5) . ?
C24 H24 0.93 . ?
C25 O6 1.413(6) . ?
C25 H25A 0.96 . ?
C25 H25B 0.96 . ?
C25 H25C 0.96 . ?
N1 N2 1.353(5) . ?
N2 N3 1.324(5) . ?
O3 H3A 0.82 . ?
O4 H4 0.82 . ?
O5 H5A 0.82 . ?
O6 H6A 0.82 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 F1 118.6(4) . . ?
C6 C1 C2 123.3(4) . . ?
F1 C1 C2 118.0(5) . . ?
C1 C2 C3 118.5(4) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 119.1(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 O1 124.4(4) . . ?
C5 C4 C3 121.6(4) . . ?
O1 C4 C3 114.0(3) . . ?
C4 C5 C6 119.1(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C1 C6 C5 118.3(4) . . ?
C1 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
O1 C7 O2 108.1(3) . . ?
O1 C7 C8 105.5(3) . . ?
O2 C7 C8 109.6(3) . . ?
O1 C7 H7 111.1 . . ?
O2 C7 H7 111.1 . . ?
C8 C7 H7 111.1 . . ?
O3 C8 C9 108.6(3) . . ?
O3 C8 C7 110.6(4) . . ?
C9 C8 C7 108.9(3) . . ?
O3 C8 H8 109.6 . . ?
C9 C8 H8 109.6 . . ?
C7 C8 H8 109.6 . . ?
O4 C9 C8 107.9(3) . . ?
O4 C9 C10 110.2(3) . . ?
C8 C9 C10 111.9(3) . . ?
O4 C9 H9 108.9 . . ?
C8 C9 H9 108.9 . . ?
C10 C9 H9 108.9 . . ?
O5 C10 C9 109.4(3) . . ?
O5 C10 C11 108.4(3) . . ?
C9 C10 C11 110.4(3) . . ?
O5 C10 H10 109.5 . . ?
C9 C10 H10 109.5 . . ?
C11 C10 H10 109.5 . . ?
O2 C11 C12 106.9(3) . . ?
O2 C11 C10 109.4(3) . . ?
C12 C11 C10 110.5(3) . . ?
O2 C11 H11 110 . . ?
C12 C11 H11 110 . . ?
C10 C11 H11 110 . . ?
N1 C12 C11 113.0(3) . . ?
N1 C12 H12A 109 . . ?
C11 C12 H12A 109 . . ?
N1 C12 H12B 109 . . ?
C11 C12 H12B 109 . . ?
H12A C12 H12B 107.8 . . ?
N1 C13 C14 105.6(4) . . ?
N1 C13 H13 127.2 . . ?
C14 C13 H13 127.2 . . ?
N3 C14 C13 107.7(4) . . ?
N3 C14 C15 122.4(4) . . ?
C13 C14 C15 129.8(4) . . ?
C19 C15 C16 107.6(4) . . ?
C19 C15 C14 125.5(4) . . ?
C16 C15 C14 126.8(4) . . ?
C19 C15 FE1 69.0(2) . . ?
C16 C15 FE1 69.4(2) . . ?
C14 C15 FE1 129.8(3) . . ?
C17 C16 C15 108.1(4) . . ?
C17 C16 FE1 69.2(2) . . ?
C15 C16 FE1 70.1(2) . . ?
C17 C16 H16 126 . . ?
C15 C16 H16 126 . . ?
FE1 C16 H16 126.3 . . ?
C18 C17 C16 108.4(4) . . ?
C18 C17 FE1 69.7(3) . . ?
C16 C17 FE1 70.3(2) . . ?
C18 C17 H17 125.8 . . ?
C16 C17 H17 125.8 . . ?
FE1 C17 H17 125.7 . . ?
C17 C18 C19 107.9(4) . . ?
C17 C18 FE1 69.9(3) . . ?
C19 C18 FE1 69.7(3) . . ?
C17 C18 H18 126 . . ?
C19 C18 H18 126 . . ?
FE1 C18 H18 126 . . ?
C15 C19 C18 107.9(4) . . ?
C15 C19 FE1 70.6(3) . . ?
C18 C19 FE1 69.3(3) . . ?
C15 C19 H19 126 . . ?
C18 C19 H19 126 . . ?
FE1 C19 H19 125.6 . . ?
C24 C20 C21 108.0(5) . . ?
C24 C20 FE1 70.0(3) . . ?
C21 C20 FE1 69.8(3) . . ?
C24 C20 H20 126 . . ?
C21 C20 H20 126 . . ?
FE1 C20 H20 125.8 . . ?
C22 C21 C20 107.7(4) . . ?
C22 C21 FE1 69.5(3) . . ?
C20 C21 FE1 69.6(3) . . ?
C22 C21 H21 126.2 . . ?
C20 C21 H21 126.2 . . ?
FE1 C21 H21 126.3 . . ?
C21 C22 C23 108.3(5) . . ?
C21 C22 FE1 70.3(3) . . ?
C23 C22 FE1 69.6(3) . . ?
C21 C22 H22 125.9 . . ?
C23 C22 H22 125.9 . . ?
FE1 C22 H22 125.8 . . ?
C24 C23 C22 107.8(5) . . ?
C24 C23 FE1 70.4(3) . . ?
C22 C23 FE1 69.7(3) . . ?
C24 C23 H23 126.1 . . ?
C22 C23 H23 126.1 . . ?
FE1 C23 H23 125.4 . . ?
C23 C24 C20 108.3(5) . . ?
C23 C24 FE1 69.4(3) . . ?
C20 C24 FE1 69.7(3) . . ?
C23 C24 H24 125.9 . . ?
C20 C24 H24 125.9 . . ?
FE1 C24 H24 126.5 . . ?
O6 C25 H25A 109.5 . . ?
O6 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O6 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C13 N1 N2 110.8(3) . . ?
C13 N1 C12 129.1(4) . . ?
N2 N1 C12 120.0(3) . . ?
N3 N2 N1 107.0(3) . . ?
N2 N3 C14 109.0(3) . . ?
C4 O1 C7 119.0(3) . . ?
C7 O2 C11 111.3(3) . . ?
C8 O3 H3A 109.5 . . ?
C9 O4 H4 109.5 . . ?
C10 O5 H5A 109.5 . . ?
C25 O6 H6A 109.5 . . ?
C18 FE1 C17 40.4(2) . . ?
C18 FE1 C23 109.3(2) . . ?
C17 FE1 C23 109.8(2) . . ?
C18 FE1 C22 137.0(2) . . ?
C17 FE1 C22 110.2(2) . . ?
C23 FE1 C22 40.8(2) . . ?
C18 FE1 C19 40.97(19) . . ?
C17 FE1 C19 68.4(2) . . ?
C23 FE1 C19 137.9(2) . . ?
C22 FE1 C19 178.0(2) . . ?
C18 FE1 C20 140.2(2) . . ?
C17 FE1 C20 177.7(2) . . ?
C23 FE1 C20 67.9(2) . . ?
C22 FE1 C20 67.8(2) . . ?
C19 FE1 C20 113.5(2) . . ?
C18 FE1 C21 177.1(2) . . ?
C17 FE1 C21 138.6(2) . . ?
C23 FE1 C21 68.1(2) . . ?
C22 FE1 C21 40.2(2) . . ?
C19 FE1 C21 141.8(2) . . ?
C20 FE1 C21 40.6(2) . . ?
C18 FE1 C24 111.1(2) . . ?
C17 FE1 C24 138.2(2) . . ?
C23 FE1 C24 40.1(2) . . ?
C22 FE1 C24 67.8(2) . . ?
C19 FE1 C24 112.1(2) . . ?
C20 FE1 C24 40.3(2) . . ?
C21 FE1 C24 67.9(2) . . ?
C18 FE1 C16 68.05(18) . . ?
C17 FE1 C16 40.41(17) . . ?
C23 FE1 C16 138.7(2) . . ?
C22 FE1 C16 111.8(2) . . ?
C19 FE1 C16 68.16(18) . . ?
C20 FE1 C16 141.14(18) . . ?
C21 FE1 C16 112.89(19) . . ?
C24 FE1 C16 178.5(2) . . ?
C18 FE1 C15 68.28(17) . . ?
C17 FE1 C15 68.14(18) . . ?
C23 FE1 C15 177.6(2) . . ?
C22 FE1 C15 140.8(2) . . ?
C19 FE1 C15 40.42(17) . . ?
C20 FE1 C15 114.16(18) . . ?
C21 FE1 C15 114.28(19) . . ?
C24 FE1 C15 140.6(2) . . ?
C16 FE1 C15 40.51(17) . . ?

####################################################################### 
# 
# 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_fg206b
_database_code_depnum_ccdc_archive 'CCDC 1896744'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;University of Angers
France
;
_audit_update_record             
;
2019-02-12 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;

_audit_creation_date             2018-11-21T09:39:22-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C19 H23 Fe N3 O5'
_chemical_formula_sum            'C19 H23 Fe N3 O5'
_chemical_formula_weight         429.25
_chemical_absolute_configuration rmad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_Int_Tables_number      5
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   48.634(6)
_cell_length_b                   5.7205(3)
_cell_length_c                   13.3273(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.447(8)
_cell_angle_gamma                90
_cell_volume                     3691.1(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150.00(10)
_cell_measurement_reflns_used    4720
_cell_measurement_theta_min      3.553
_cell_measurement_theta_max      71.988

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.304
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.033
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_F_000             1792

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    6.884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.57159
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_number            10919
_diffrn_reflns_limit_h_min       -59
_diffrn_reflns_limit_h_max       57
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.331
_diffrn_reflns_theta_max         72.669
_diffrn_reflns_theta_full        72.669
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_reflns_Laue_measured_fraction_full 0.98
_diffrn_reflns_Laue_measured_fraction_max 0.98
_diffrn_reflns_point_group_measured_fraction_full 0.766
_diffrn_reflns_point_group_measured_fraction_max 0.766
_reflns_Friedel_fraction_full    0.502
_reflns_Friedel_fraction_max     0.502
_reflns_Friedel_coverage         0.414
_reflns_number_total             5598
_reflns_number_gt                5010
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0961P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5598
_refine_ls_number_parameters     513
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.056
_refine_ls_R_factor_gt           0.051
_refine_ls_wR_factor_ref         0.1422
_refine_ls_wR_factor_gt          0.1354
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.022(5)
_refine_diff_density_max         0.854
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.112

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.12906(10) 0.2405(9) 0.4459(3) 0.0227(10) Uani 1 1 d . . . . .
H1 H 0.132988 0.082118 0.440773 0.027 Uiso 1 1 calc R U . . .
C2 C 0.10451(9) 0.3467(9) 0.4293(3) 0.0158(9) Uani 1 1 d . . . . .
C3 C 0.07764(9) 0.2354(10) 0.4058(4) 0.0254(10) Uani 1 1 d . . . . .
H3A H 0.066133 0.266311 0.459865 0.031 Uiso 1 1 calc R U . . .
H3B H 0.080152 0.067588 0.401615 0.031 Uiso 1 1 calc R U . . .
C4 C 0.06317(9) 0.3230(9) 0.3075(3) 0.0222(9) Uani 1 1 d . . . . .
H4 H 0.060386 0.492235 0.311681 0.027 Uiso 1 1 calc R U . . .
C5 C 0.03527(9) 0.2023(9) 0.2817(4) 0.0229(10) Uani 1 1 d . . . . .
H5 H 0.038652 0.034617 0.274289 0.027 Uiso 1 1 calc R U . . .
C6 C 0.02306(9) 0.2955(9) 0.1808(4) 0.0233(10) Uani 1 1 d . . . . .
H6 H 0.0187 0.461685 0.187376 0.028 Uiso 1 1 calc R U . . .
C7 C 0.04351(9) 0.2656(9) 0.1013(4) 0.0244(10) Uani 1 1 d . . . . .
H7 H 0.045951 0.097278 0.091677 0.029 Uiso 1 1 calc R U . . .
C8 C 0.07195(10) 0.3670(10) 0.1366(4) 0.0229(11) Uani 1 1 d . . . . .
H8 H 0.085011 0.324522 0.088027 0.028 Uiso 1 1 calc R U . . .
C9 C 0.09562(10) 0.7196(10) 0.1671(4) 0.0301(11) Uani 1 1 d . . . . .
H9A H 0.100206 0.702402 0.238405 0.045 Uiso 1 1 calc R U . . .
H9B H 0.09471 0.882689 0.150191 0.045 Uiso 1 1 calc R U . . .
H9C H 0.109526 0.645322 0.13168 0.045 Uiso 1 1 calc R U . . .
C10 C 0.17657(9) 0.3947(9) 0.5048(3) 0.0204(10) Uani 1 1 d . . . . .
C11 C 0.18847(10) 0.1821(10) 0.5455(3) 0.0236(10) Uani 1 1 d . . . . .
H11 H 0.178892 0.044652 0.555388 0.028 Uiso 1 1 calc R U . . .
C12 C 0.21712(10) 0.2154(10) 0.5680(3) 0.0260(11) Uani 1 1 d . . . . .
H12 H 0.229676 0.104504 0.595263 0.031 Uiso 1 1 calc R U . . .
C13 C 0.22339(10) 0.4505(12) 0.5414(4) 0.0290(12) Uani 1 1 d . . . . .
H13 H 0.240789 0.519275 0.548844 0.035 Uiso 1 1 calc R U . . .
C14 C 0.19851(10) 0.5611(11) 0.5018(4) 0.0253(11) Uani 1 1 d . . . . .
H14 H 0.196788 0.713889 0.478175 0.03 Uiso 1 1 calc R U . . .
C15 C 0.16685(11) 0.5955(12) 0.7321(4) 0.0342(13) Uani 1 1 d . . . . .
H15 H 0.149099 0.642022 0.708223 0.041 Uiso 1 1 calc R U . . .
C16 C 0.17466(12) 0.3720(13) 0.7699(4) 0.0342(13) Uani 1 1 d . . . . .
H16 H 0.162905 0.245265 0.775204 0.041 Uiso 1 1 calc R U . . .
C17 C 0.20320(12) 0.3740(12) 0.7981(4) 0.0317(12) Uani 1 1 d . . . . .
H17 H 0.213595 0.249106 0.825523 0.038 Uiso 1 1 calc R U . . .
C18 C 0.21347(12) 0.5994(12) 0.7776(4) 0.0316(13) Uani 1 1 d . . . . .
H18 H 0.231761 0.647865 0.788857 0.038 Uiso 1 1 calc R U . . .
C19 C 0.19111(12) 0.7367(11) 0.7371(4) 0.0334(13) Uani 1 1 d . . . . .
H19 H 0.191984 0.892136 0.717196 0.04 Uiso 1 1 calc R U . . .
C20 C 0.13407(10) 0.7982(9) 0.9447(4) 0.0225(10) Uani 1 1 d . . . . .
H20 H 0.141878 0.65176 0.936761 0.027 Uiso 1 1 calc R U . . .
C21 C 0.10721(9) 0.8588(9) 0.9283(3) 0.0127(8) Uani 1 1 d . . . . .
C22 C 0.08290(10) 0.7116(9) 0.8999(4) 0.0244(10) Uani 1 1 d . . . . .
H22A H 0.070976 0.709898 0.954235 0.029 Uiso 1 1 calc R U . . .
H22B H 0.088759 0.55246 0.888578 0.029 Uiso 1 1 calc R U . . .
C23 C 0.06715(9) 0.8056(9) 0.8050(4) 0.0220(9) Uani 1 1 d . . . . .
H23 H 0.064713 0.974654 0.812268 0.026 Uiso 1 1 calc R U . . .
C24 C 0.03858(10) 0.6915(9) 0.7809(4) 0.0235(10) Uani 1 1 d . . . . .
H24 H 0.041109 0.523197 0.771433 0.028 Uiso 1 1 calc R U . . .
C25 C 0.02615(10) 0.7959(10) 0.6824(4) 0.0241(10) Uani 1 1 d . . . . .
H25 H 0.022743 0.96277 0.692317 0.029 Uiso 1 1 calc R U . . .
C26 C 0.04535(9) 0.7673(9) 0.5998(3) 0.0223(9) Uani 1 1 d . . . . .
H26 H 0.047516 0.599135 0.58883 0.027 Uiso 1 1 calc R U . . .
C27 C 0.07407(10) 0.8660(10) 0.6327(4) 0.0211(10) Uani 1 1 d . . . . .
H27 H 0.086526 0.826759 0.581587 0.025 Uiso 1 1 calc R U . . .
C28 C 0.09858(10) 1.2134(10) 0.6718(4) 0.0296(11) Uani 1 1 d . . . . .
H28A H 0.102207 1.197935 0.743581 0.044 Uiso 1 1 calc R U . . .
H28B H 0.098477 1.375898 0.65387 0.044 Uiso 1 1 calc R U . . .
H28C H 0.112701 1.133902 0.639385 0.044 Uiso 1 1 calc R U . . .
C29 C 0.17644(10) 1.0510(10) 1.0059(3) 0.0223(10) Uani 1 1 d . . . . .
C30 C 0.18664(10) 1.2708(10) 1.0458(3) 0.0239(10) Uani 1 1 d . . . . .
H30 H 0.176071 1.402302 1.056531 0.029 Uiso 1 1 calc R U . . .
C31 C 0.21576(10) 1.2518(11) 1.0659(4) 0.0281(11) Uani 1 1 d . . . . .
H31 H 0.227554 1.369005 1.092443 0.034 Uiso 1 1 calc R U . . .
C32 C 0.22389(10) 1.0222(12) 1.0385(4) 0.0274(12) Uani 1 1 d . . . . .
H32 H 0.241829 0.964026 1.043645 0.033 Uiso 1 1 calc R U . . .
C33 C 0.19953(10) 0.8982(10) 1.0019(3) 0.0225(11) Uani 1 1 d . . . . .
H33 H 0.198816 0.744327 0.979253 0.027 Uiso 1 1 calc R U . . .
C34 C 0.19437(13) 0.7223(11) 1.2383(4) 0.0355(13) Uani 1 1 d . . . . .
H34 H 0.195078 0.567195 1.217824 0.043 Uiso 1 1 calc R U . . .
C35 C 0.17038(12) 0.8600(16) 1.2395(4) 0.0440(17) Uani 1 1 d . . . . .
H35 H 0.152362 0.812558 1.220109 0.053 Uiso 1 1 calc R U . . .
C36 C 0.17889(13) 1.0863(13) 1.2760(4) 0.0400(15) Uani 1 1 d . . . . .
H36 H 0.167368 1.213263 1.284156 0.048 Uiso 1 1 calc R U . . .
C37 C 0.20736(13) 1.0830(11) 1.2970(4) 0.0345(14) Uani 1 1 d . . . . .
H37 H 0.21815 1.20765 1.322374 0.041 Uiso 1 1 calc R U . . .
C38 C 0.21719(12) 0.8627(13) 1.2739(4) 0.0334(13) Uani 1 1 d . . . . .
H38 H 0.235584 0.815936 1.280696 0.04 Uiso 1 1 calc R U . . .
N1 N 0.14736(10) 0.4223(10) 0.4725(4) 0.0316(10) Uani 1 1 d . . . . .
N2 N 0.13302(9) 0.6263(9) 0.4683(4) 0.0285(10) Uani 1 1 d . . . . .
N3 N 0.10675(9) 0.5818(9) 0.4424(4) 0.0273(10) Uani 1 1 d . . . . .
N4 N 0.14727(10) 1.0010(9) 0.9757(4) 0.0323(11) Uani 1 1 d . . . . .
N5 N 0.12815(9) 1.1754(8) 0.9769(4) 0.0285(10) Uani 1 1 d . . . . .
N6 N 0.10364(9) 1.0878(9) 0.9485(4) 0.0284(10) Uani 1 1 d . . . . .
O1 O 0.08131(7) 0.2733(6) 0.2318(2) 0.0238(7) Uani 1 1 d . . . . .
O2 O 0.06939(7) 0.6126(7) 0.1389(3) 0.0250(8) Uani 1 1 d . . . . .
O3 O 0.03342(7) 0.3607(7) 0.0061(3) 0.0271(8) Uani 1 1 d . . . . .
H3 H 0.039346 0.493991 0.001091 0.041 Uiso 1 1 calc R U . . .
O4 O -0.00171(7) 0.1693(7) 0.1512(3) 0.0292(8) Uani 1 1 d . . . . .
H4A H -0.010214 0.235112 0.103108 0.044 Uiso 1 1 calc R U . . .
O5 O 0.01795(7) 0.2321(7) 0.3602(3) 0.0272(8) Uani 1 1 d . . . . .
H5A H 0.013306 0.369645 0.362908 0.041 Uiso 1 1 calc R U . . .
O6 O 0.08428(6) 0.7636(6) 0.7253(2) 0.0216(7) Uani 1 1 d . . . . .
O7 O 0.07214(7) 1.1120(7) 0.6398(3) 0.0260(8) Uani 1 1 d . . . . .
O8 O 0.03418(7) 0.8667(7) 0.5059(3) 0.0276(8) Uani 1 1 d . . . . .
H8A H 0.042728 0.985926 0.494677 0.041 Uiso 1 1 calc R U . . .
O9 O 0.00039(7) 0.6814(7) 0.6537(3) 0.0286(8) Uani 1 1 d . . . . .
H9 H -0.007236 0.744591 0.603282 0.043 Uiso 1 1 calc R U . . .
O10 O 0.02232(7) 0.7260(7) 0.8622(3) 0.0269(7) Uani 1 1 d . . . . .
H10 H 0.016769 0.861355 0.86178 0.04 Uiso 1 1 calc R U . . .
FE1 Fe 0.19549(2) 0.44886(13) 0.64779(5) 0.0206(3) Uani 1 1 d . . . . .
FE2 Fe 0.19687(2) 1.00826(12) 1.14766(5) 0.0198(2) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.339(7) . ?
C1 N1 1.392(7) . ?
C1 H1 0.93 . ?
C2 N3 1.359(8) . ?
C2 C3 1.460(6) . ?
C3 C4 1.512(6) . ?
C3 H3A 0.97 . ?
C3 H3B 0.97 . ?
C4 O1 1.430(6) . ?
C4 C5 1.532(6) . ?
C4 H4 0.98 . ?
C5 O5 1.415(6) . ?
C5 C6 1.515(7) . ?
C5 H5 0.98 . ?
C6 O4 1.428(6) . ?
C6 C7 1.530(6) . ?
C6 H6 0.98 . ?
C7 O3 1.424(6) . ?
C7 C8 1.533(7) . ?
C7 H7 0.98 . ?
C8 O2 1.411(8) . ?
C8 O1 1.412(6) . ?
C8 H8 0.98 . ?
C9 O2 1.433(6) . ?
C9 H9A 0.96 . ?
C9 H9B 0.96 . ?
C9 H9C 0.96 . ?
C10 C11 1.431(7) . ?
C10 C14 1.434(7) . ?
C10 N1 1.454(6) . ?
C10 FE1 2.059(5) . ?
C11 C12 1.410(7) . ?
C11 FE1 2.053(5) . ?
C11 H11 0.93 . ?
C12 C13 1.431(9) . ?
C12 FE1 2.057(5) . ?
C12 H12 0.93 . ?
C13 C14 1.422(8) . ?
C13 FE1 2.053(5) . ?
C13 H13 0.93 . ?
C14 FE1 2.067(5) . ?
C14 H14 0.93 . ?
C15 C16 1.413(10) . ?
C15 C19 1.426(9) . ?
C15 FE1 2.050(5) . ?
C15 H15 0.93 . ?
C16 C17 1.403(8) . ?
C16 FE1 2.045(5) . ?
C16 H16 0.93 . ?
C17 C18 1.419(9) . ?
C17 FE1 2.048(5) . ?
C17 H17 0.93 . ?
C18 C19 1.407(9) . ?
C18 FE1 2.052(5) . ?
C18 H18 0.93 . ?
C19 FE1 2.055(6) . ?
C19 H19 0.93 . ?
C20 C21 1.349(6) . ?
C20 N4 1.370(8) . ?
C20 H20 0.93 . ?
C21 N6 1.352(8) . ?
C21 C22 1.471(6) . ?
C22 C23 1.514(6) . ?
C22 H22A 0.97 . ?
C22 H22B 0.97 . ?
C23 O6 1.431(6) . ?
C23 C24 1.541(6) . ?
C23 H23 0.98 . ?
C24 O10 1.416(6) . ?
C24 C25 1.514(7) . ?
C24 H24 0.98 . ?
C25 O9 1.433(6) . ?
C25 C26 1.518(7) . ?
C25 H25 0.98 . ?
C26 O8 1.433(6) . ?
C26 C27 1.532(6) . ?
C26 H26 0.98 . ?
C27 O6 1.412(6) . ?
C27 O7 1.414(7) . ?
C27 H27 0.98 . ?
C28 O7 1.438(6) . ?
C28 H28A 0.96 . ?
C28 H28B 0.96 . ?
C28 H28C 0.96 . ?
C29 C33 1.428(7) . ?
C29 C30 1.435(8) . ?
C29 N4 1.465(7) . ?
C29 FE2 2.064(5) . ?
C30 C31 1.420(7) . ?
C30 FE2 2.054(5) . ?
C30 H30 0.93 . ?
C31 C32 1.429(9) . ?
C31 FE2 2.040(5) . ?
C31 H31 0.93 . ?
C32 C33 1.427(7) . ?
C32 FE2 2.052(5) . ?
C32 H32 0.93 . ?
C33 FE2 2.058(5) . ?
C33 H33 0.93 . ?
C34 C35 1.409(10) . ?
C34 C38 1.415(8) . ?
C34 FE2 2.044(6) . ?
C34 H34 0.93 . ?
C35 C36 1.430(11) . ?
C35 FE2 2.044(6) . ?
C35 H35 0.93 . ?
C36 C37 1.387(9) . ?
C36 FE2 2.043(5) . ?
C36 H36 0.93 . ?
C37 C38 1.392(10) . ?
C37 FE2 2.052(5) . ?
C37 H37 0.93 . ?
C38 FE2 2.046(5) . ?
C38 H38 0.93 . ?
N1 N2 1.358(7) . ?
N2 N3 1.316(6) . ?
N4 N5 1.365(7) . ?
N5 N6 1.315(6) . ?
O3 H3 0.82 . ?
O4 H4A 0.82 . ?
O5 H5A 0.82 . ?
O8 H8A 0.82 . ?
O9 H9 0.82 . ?
O10 H10 0.82 . ?

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
C2 C1 N1 104.0(5) . . ?
C2 C1 H1 128 . . ?
N1 C1 H1 128 . . ?
C1 C2 N3 111.6(5) . . ?
C1 C2 C3 127.1(5) . . ?
N3 C2 C3 121.2(4) . . ?
C2 C3 C4 112.0(4) . . ?
C2 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
O1 C4 C3 106.1(4) . . ?
O1 C4 C5 110.2(4) . . ?
C3 C4 C5 112.0(4) . . ?
O1 C4 H4 109.5 . . ?
C3 C4 H4 109.5 . . ?
C5 C4 H4 109.5 . . ?
O5 C5 C6 113.8(4) . . ?
O5 C5 C4 110.9(4) . . ?
C6 C5 C4 107.8(4) . . ?
O5 C5 H5 108.1 . . ?
C6 C5 H5 108.1 . . ?
C4 C5 H5 108.1 . . ?
O4 C6 C5 108.5(4) . . ?
O4 C6 C7 109.8(4) . . ?
C5 C6 C7 110.5(4) . . ?
O4 C6 H6 109.3 . . ?
C5 C6 H6 109.3 . . ?
C7 C6 H6 109.3 . . ?
O3 C7 C6 112.5(4) . . ?
O3 C7 C8 110.7(4) . . ?
C6 C7 C8 111.8(4) . . ?
O3 C7 H7 107.2 . . ?
C6 C7 H7 107.2 . . ?
C8 C7 H7 107.2 . . ?
O2 C8 O1 112.3(4) . . ?
O2 C8 C7 107.7(4) . . ?
O1 C8 C7 109.7(4) . . ?
O2 C8 H8 109 . . ?
O1 C8 H8 109 . . ?
C7 C8 H8 109 . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C14 107.4(4) . . ?
C11 C10 N1 123.6(5) . . ?
C14 C10 N1 129.0(5) . . ?
C11 C10 FE1 69.4(3) . . ?
C14 C10 FE1 70.0(3) . . ?
N1 C10 FE1 126.6(3) . . ?
C12 C11 C10 108.8(5) . . ?
C12 C11 FE1 70.1(3) . . ?
C10 C11 FE1 69.9(3) . . ?
C12 C11 H11 125.6 . . ?
C10 C11 H11 125.6 . . ?
FE1 C11 H11 126 . . ?
C11 C12 C13 107.7(5) . . ?
C11 C12 FE1 69.8(3) . . ?
C13 C12 FE1 69.5(3) . . ?
C11 C12 H12 126.2 . . ?
C13 C12 H12 126.2 . . ?
FE1 C12 H12 126.2 . . ?
C14 C13 C12 108.5(4) . . ?
C14 C13 FE1 70.3(3) . . ?
C12 C13 FE1 69.8(3) . . ?
C14 C13 H13 125.8 . . ?
C12 C13 H13 125.8 . . ?
FE1 C13 H13 125.7 . . ?
C13 C14 C10 107.7(5) . . ?
C13 C14 FE1 69.3(3) . . ?
C10 C14 FE1 69.4(3) . . ?
C13 C14 H14 126.2 . . ?
C10 C14 H14 126.2 . . ?
FE1 C14 H14 126.8 . . ?
C16 C15 C19 107.6(5) . . ?
C16 C15 FE1 69.6(3) . . ?
C19 C15 FE1 69.9(3) . . ?
C16 C15 H15 126.2 . . ?
C19 C15 H15 126.2 . . ?
FE1 C15 H15 125.9 . . ?
C17 C16 C15 108.3(6) . . ?
C17 C16 FE1 70.1(3) . . ?
C15 C16 FE1 70.0(3) . . ?
C17 C16 H16 125.9 . . ?
C15 C16 H16 125.9 . . ?
FE1 C16 H16 125.6 . . ?
C16 C17 C18 108.3(6) . . ?
C16 C17 FE1 69.8(3) . . ?
C18 C17 FE1 69.9(3) . . ?
C16 C17 H17 125.9 . . ?
C18 C17 H17 125.9 . . ?
FE1 C17 H17 126 . . ?
C19 C18 C17 107.9(5) . . ?
C19 C18 FE1 70.1(3) . . ?
C17 C18 FE1 69.6(3) . . ?
C19 C18 H18 126 . . ?
C17 C18 H18 126 . . ?
FE1 C18 H18 125.9 . . ?
C18 C19 C15 107.9(6) . . ?
C18 C19 FE1 69.9(3) . . ?
C15 C19 FE1 69.5(3) . . ?
C18 C19 H19 126 . . ?
C15 C19 H19 126 . . ?
FE1 C19 H19 126.2 . . ?
C21 C20 N4 104.5(5) . . ?
C21 C20 H20 127.8 . . ?
N4 C20 H20 127.8 . . ?
C20 C21 N6 110.9(4) . . ?
C20 C21 C22 129.5(5) . . ?
N6 C21 C22 119.4(4) . . ?
C21 C22 C23 110.0(4) . . ?
C21 C22 H22A 109.7 . . ?
C23 C22 H22A 109.7 . . ?
C21 C22 H22B 109.7 . . ?
C23 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?
O6 C23 C22 106.0(4) . . ?
O6 C23 C24 110.5(4) . . ?
C22 C23 C24 113.5(4) . . ?
O6 C23 H23 108.9 . . ?
C22 C23 H23 108.9 . . ?
C24 C23 H23 108.9 . . ?
O10 C24 C25 113.8(4) . . ?
O10 C24 C23 109.8(4) . . ?
C25 C24 C23 106.9(4) . . ?
O10 C24 H24 108.7 . . ?
C25 C24 H24 108.7 . . ?
C23 C24 H24 108.7 . . ?
O9 C25 C24 108.5(4) . . ?
O9 C25 C26 109.8(4) . . ?
C24 C25 C26 111.3(4) . . ?
O9 C25 H25 109 . . ?
C24 C25 H25 109 . . ?
C26 C25 H25 109 . . ?
O8 C26 C25 112.5(4) . . ?
O8 C26 C27 111.3(4) . . ?
C25 C26 C27 111.0(4) . . ?
O8 C26 H26 107.2 . . ?
C25 C26 H26 107.2 . . ?
C27 C26 H26 107.2 . . ?
O6 C27 O7 112.0(4) . . ?
O6 C27 C26 109.4(4) . . ?
O7 C27 C26 108.7(4) . . ?
O6 C27 H27 108.9 . . ?
O7 C27 H27 108.9 . . ?
C26 C27 H27 108.9 . . ?
O7 C28 H28A 109.5 . . ?
O7 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O7 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C33 C29 C30 107.7(4) . . ?
C33 C29 N4 127.9(5) . . ?
C30 C29 N4 124.4(5) . . ?
C33 C29 FE2 69.5(3) . . ?
C30 C29 FE2 69.2(3) . . ?
N4 C29 FE2 126.7(3) . . ?
C31 C30 C29 107.9(5) . . ?
C31 C30 FE2 69.2(3) . . ?
C29 C30 FE2 70.0(3) . . ?
C31 C30 H30 126.1 . . ?
C29 C30 H30 126.1 . . ?
FE2 C30 H30 126.3 . . ?
C30 C31 C32 108.5(5) . . ?
C30 C31 FE2 70.2(3) . . ?
C32 C31 FE2 70.0(3) . . ?
C30 C31 H31 125.8 . . ?
C32 C31 H31 125.8 . . ?
FE2 C31 H31 125.6 . . ?
C33 C32 C31 107.7(5) . . ?
C33 C32 FE2 69.9(3) . . ?
C31 C32 FE2 69.1(3) . . ?
C33 C32 H32 126.2 . . ?
C31 C32 H32 126.2 . . ?
FE2 C32 H32 126.4 . . ?
C32 C33 C29 108.3(5) . . ?
C32 C33 FE2 69.5(3) . . ?
C29 C33 FE2 70.0(3) . . ?
C32 C33 H33 125.9 . . ?
C29 C33 H33 125.9 . . ?
FE2 C33 H33 126.3 . . ?
C35 C34 C38 107.6(6) . . ?
C35 C34 FE2 69.8(4) . . ?
C38 C34 FE2 69.8(3) . . ?
C35 C34 H34 126.2 . . ?
C38 C34 H34 126.2 . . ?
FE2 C34 H34 125.8 . . ?
C34 C35 C36 107.2(5) . . ?
C34 C35 FE2 69.8(3) . . ?
C36 C35 FE2 69.5(3) . . ?
C34 C35 H35 126.4 . . ?
C36 C35 H35 126.4 . . ?
FE2 C35 H35 125.9 . . ?
C37 C36 C35 107.9(6) . . ?
C37 C36 FE2 70.6(3) . . ?
C35 C36 FE2 69.5(3) . . ?
C37 C36 H36 126 . . ?
C35 C36 H36 126 . . ?
FE2 C36 H36 125.4 . . ?
C36 C37 C38 109.0(6) . . ?
C36 C37 FE2 69.8(3) . . ?
C38 C37 FE2 69.9(3) . . ?
C36 C37 H37 125.5 . . ?
C38 C37 H37 125.5 . . ?
FE2 C37 H37 126.3 . . ?
C37 C38 C34 108.2(5) . . ?
C37 C38 FE2 70.4(3) . . ?
C34 C38 FE2 69.7(3) . . ?
C37 C38 H38 125.9 . . ?
C34 C38 H38 125.9 . . ?
FE2 C38 H38 125.6 . . ?
N2 N1 C1 108.5(4) . . ?
N2 N1 C10 126.1(5) . . ?
C1 N1 C10 125.3(5) . . ?
N3 N2 N1 109.1(5) . . ?
N2 N3 C2 106.8(4) . . ?
N5 N4 C20 108.8(4) . . ?
N5 N4 C29 119.8(5) . . ?
C20 N4 C29 131.4(5) . . ?
N6 N5 N4 108.5(5) . . ?
N5 N6 C21 107.2(4) . . ?
C8 O1 C4 113.0(4) . . ?
C8 O2 C9 110.7(4) . . ?
C7 O3 H3 109.5 . . ?
C6 O4 H4A 109.5 . . ?
C5 O5 H5A 109.5 . . ?
C27 O6 C23 113.4(3) . . ?
C27 O7 C28 111.0(4) . . ?
C26 O8 H8A 109.5 . . ?
C25 O9 H9 109.5 . . ?
C24 O10 H10 109.5 . . ?
C16 FE1 C17 40.1(2) . . ?
C16 FE1 C15 40.4(3) . . ?
C17 FE1 C15 67.7(2) . . ?
C16 FE1 C18 67.9(2) . . ?
C17 FE1 C18 40.5(3) . . ?
C15 FE1 C18 67.9(2) . . ?
C16 FE1 C11 107.8(2) . . ?
C17 FE1 C11 119.9(2) . . ?
C15 FE1 C11 126.1(2) . . ?
C18 FE1 C11 154.5(2) . . ?
C16 FE1 C13 163.8(3) . . ?
C17 FE1 C13 127.2(2) . . ?
C15 FE1 C13 154.7(3) . . ?
C18 FE1 C13 108.9(2) . . ?
C11 FE1 C13 67.9(2) . . ?
C16 FE1 C19 68.0(3) . . ?
C17 FE1 C19 67.7(2) . . ?
C15 FE1 C19 40.7(3) . . ?
C18 FE1 C19 40.1(2) . . ?
C11 FE1 C19 163.8(2) . . ?
C13 FE1 C19 120.5(3) . . ?
C16 FE1 C12 126.0(3) . . ?
C17 FE1 C12 108.3(2) . . ?
C15 FE1 C12 163.0(3) . . ?
C18 FE1 C12 120.7(2) . . ?
C11 FE1 C12 40.12(19) . . ?
C13 FE1 C12 40.7(3) . . ?
C19 FE1 C12 154.9(2) . . ?
C16 FE1 C10 119.5(2) . . ?
C17 FE1 C10 153.9(2) . . ?
C15 FE1 C10 107.5(2) . . ?
C18 FE1 C10 163.8(2) . . ?
C11 FE1 C10 40.7(2) . . ?
C13 FE1 C10 68.19(19) . . ?
C19 FE1 C10 126.5(2) . . ?
C12 FE1 C10 68.27(19) . . ?
C16 FE1 C14 154.3(2) . . ?
C17 FE1 C14 164.3(2) . . ?
C15 FE1 C14 120.1(2) . . ?
C18 FE1 C14 126.9(2) . . ?
C11 FE1 C14 68.2(2) . . ?
C13 FE1 C14 40.4(2) . . ?
C19 FE1 C14 108.5(2) . . ?
C12 FE1 C14 68.3(2) . . ?
C10 FE1 C14 40.7(2) . . ?
C31 FE2 C36 123.2(3) . . ?
C31 FE2 C35 160.9(3) . . ?
C36 FE2 C35 41.0(3) . . ?
C31 FE2 C34 156.5(2) . . ?
C36 FE2 C34 68.0(3) . . ?
C35 FE2 C34 40.3(3) . . ?
C31 FE2 C38 120.7(2) . . ?
C36 FE2 C38 67.2(2) . . ?
C35 FE2 C38 67.8(2) . . ?
C34 FE2 C38 40.5(2) . . ?
C31 FE2 C37 107.0(2) . . ?
C36 FE2 C37 39.6(2) . . ?
C35 FE2 C37 67.6(2) . . ?
C34 FE2 C37 67.5(2) . . ?
C38 FE2 C37 39.7(3) . . ?
C31 FE2 C32 40.9(3) . . ?
C36 FE2 C32 159.8(3) . . ?
C35 FE2 C32 157.4(3) . . ?
C34 FE2 C32 121.9(3) . . ?
C38 FE2 C32 107.9(2) . . ?
C37 FE2 C32 124.2(2) . . ?
C31 FE2 C30 40.60(19) . . ?
C36 FE2 C30 107.3(2) . . ?
C35 FE2 C30 124.9(3) . . ?
C34 FE2 C30 162.1(2) . . ?
C38 FE2 C30 155.4(2) . . ?
C37 FE2 C30 120.7(2) . . ?
C32 FE2 C30 68.5(2) . . ?
C31 FE2 C33 68.5(2) . . ?
C36 FE2 C33 158.0(2) . . ?
C35 FE2 C33 122.5(3) . . ?
C34 FE2 C33 109.0(2) . . ?
C38 FE2 C33 125.7(2) . . ?
C37 FE2 C33 161.3(2) . . ?
C32 FE2 C33 40.6(2) . . ?
C30 FE2 C33 68.4(2) . . ?
C31 FE2 C29 68.4(2) . . ?
C36 FE2 C29 122.2(2) . . ?
C35 FE2 C29 108.7(2) . . ?
C34 FE2 C29 125.8(2) . . ?
C38 FE2 C29 162.6(3) . . ?
C37 FE2 C29 156.5(3) . . ?
C32 FE2 C29 68.39(19) . . ?
C30 FE2 C29 40.8(2) . . ?
C33 FE2 C29 40.5(2) . . ?

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

data_fap068-150k
_database_code_depnum_ccdc_archive 'CCDC 1896742'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;University of Angers
France
;
_audit_update_record             
;
2019-02-12 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;

_audit_creation_date             2018-05-23T11:18:44-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C24 H26 Fe N4 O5'
_chemical_formula_sum            'C24 H26 Fe N4 O5'
_chemical_formula_weight         506.34
_chemical_absolute_configuration rmad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   5.64600(10)
_cell_length_b                   11.2718(2)
_cell_length_c                   34.7200(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2209.60(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150.0(5)
_cell_measurement_reflns_used    7307
_cell_measurement_theta_min      4.064
_cell_measurement_theta_max      76.252

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.285
_exptl_crystal_size_mid          0.213
_exptl_crystal_size_min          0.089
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_F_000             1056

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.39985
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150.0(5)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_av_unetI/netI     0.041
_diffrn_reflns_number            10576
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.545
_diffrn_reflns_theta_max         76.354
_diffrn_reflns_theta_full        76.354
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_reflns_Friedel_fraction_full    0.972
_reflns_Friedel_fraction_max     0.972
_reflns_Friedel_coverage         0.703
_reflns_number_total             4534
_reflns_number_gt                4394
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0498P)²+0.4340P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4534
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0853
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.07
_refine_ls_restrained_S_all      1.07
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 1739 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(2)
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.36
_refine_diff_density_rms         0.071

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.3047(6) 0.0532(3) 0.94658(9) 0.0291(6) Uani 1 1 d . . . . .
C2 C 1.4788(6) 0.1261(3) 0.93128(9) 0.0331(7) Uani 1 1 d . . . . .
H2 H 1.61363 0.092798 0.920333 0.04 Uiso 1 1 calc R U . . .
C3 C 1.4529(6) 0.2487(3) 0.93222(9) 0.0317(6) Uani 1 1 d . . . . .
H3 H 1.569862 0.297005 0.921741 0.038 Uiso 1 1 calc R U . . .
C4 C 1.2545(5) 0.2991(3) 0.94861(8) 0.0261(6) Uani 1 1 d . . . . .
C5 C 1.0794(6) 0.2285(3) 0.96440(9) 0.0306(6) Uani 1 1 d . . . . .
H5 H 0.946294 0.26252 0.975647 0.037 Uiso 1 1 calc R U . . .
C6 C 1.1053(6) 0.1049(3) 0.96322(10) 0.0323(6) Uani 1 1 d . . . . .
H6 H 0.987953 0.056742 0.973664 0.039 Uiso 1 1 calc R U . . .
C7 C 1.0364(5) 0.4811(3) 0.94511(8) 0.0247(5) Uani 1 1 d . . . . .
H7 H 0.913414 0.44704 0.961676 0.03 Uiso 1 1 calc R U . . .
C8 C 1.0710(6) 0.6124(3) 0.95385(8) 0.0277(6) Uani 1 1 d . . . . .
H8 H 1.203604 0.641237 0.938232 0.033 Uiso 1 1 calc R U . . .
C9 C 0.8499(6) 0.6817(3) 0.94224(9) 0.0275(6) Uani 1 1 d . . . . .
H9 H 0.716878 0.656418 0.95841 0.033 Uiso 1 1 calc R U . . .
C10 C 0.7896(5) 0.6583(2) 0.90032(8) 0.0260(6) Uani 1 1 d . . . . .
H10 H 0.917254 0.688269 0.883843 0.031 Uiso 1 1 calc R U . . .
C11 C 0.7633(5) 0.5244(3) 0.89455(8) 0.0234(5) Uani 1 1 d . . . . .
H11 H 0.63067 0.494547 0.90996 0.028 Uiso 1 1 calc R U . . .
C12 C 0.7247(6) 0.4951(3) 0.85252(8) 0.0281(6) Uani 1 1 d . . . . .
H12A H 0.589844 0.539711 0.843028 0.034 Uiso 1 1 calc R U . . .
H12B H 0.862784 0.519425 0.837892 0.034 Uiso 1 1 calc R U . . .
C13 C 0.8364(5) 0.2771(3) 0.84809(7) 0.0228(5) Uani 1 1 d . . . . .
H13 H 0.995651 0.279307 0.854915 0.027 Uiso 1 1 calc R U . . .
C14 C 0.7045(5) 0.1801(3) 0.83765(8) 0.0213(5) Uani 1 1 d . . . . .
C15 C 0.7723(5) 0.0558(3) 0.83319(8) 0.0220(5) Uani 1 1 d . . . . .
C16 C 0.6253(5) -0.0375(2) 0.81845(8) 0.0234(5) Uani 1 1 d . . . . .
H16 H 0.467655 -0.030238 0.811074 0.028 Uiso 1 1 calc R U . . .
C17 C 0.7633(6) -0.1434(3) 0.81708(8) 0.0264(6) Uani 1 1 d . . . . .
H17 H 0.711229 -0.217235 0.808651 0.032 Uiso 1 1 calc R U . . .
C18 C 0.9952(5) -0.1164(3) 0.83089(9) 0.0273(6) Uani 1 1 d . . . . .
H18 H 1.120608 -0.169454 0.833039 0.033 Uiso 1 1 calc R U . . .
C19 C 1.0008(5) 0.0072(3) 0.84087(8) 0.0239(5) Uani 1 1 d . . . . .
H19 H 1.130424 0.048294 0.850621 0.029 Uiso 1 1 calc R U . . .
C20 C 0.9321(5) 0.1200(2) 0.74422(8) 0.0241(5) Uani 1 1 d . . . . .
H20 H 0.880851 0.197599 0.747906 0.029 Uiso 1 1 calc R U . . .
C21 C 0.7936(5) 0.0249(3) 0.72924(8) 0.0244(5) Uani 1 1 d . . . . .
H21 H 0.636269 0.029723 0.721442 0.029 Uiso 1 1 calc R U . . .
C22 C 0.9369(5) -0.0783(2) 0.72828(8) 0.0233(5) Uani 1 1 d . . . . .
H22 H 0.889841 -0.152945 0.719839 0.028 Uiso 1 1 calc R U . . .
C23 C 1.1656(5) -0.0478(2) 0.74249(8) 0.0225(5) Uani 1 1 d . . . . .
H23 H 1.2939 -0.099004 0.744807 0.027 Uiso 1 1 calc R U . . .
C24 C 1.1637(5) 0.0753(2) 0.75260(8) 0.0224(5) Uani 1 1 d . . . . .
H24 H 1.289685 0.118348 0.762745 0.027 Uiso 1 1 calc R U . . .
N1 N 1.3359(5) -0.0713(3) 0.94764(9) 0.0338(6) Uani 1 1 d . . . . .
H1A H 1.462(5) -0.1020(13) 0.9389(4) 0.041 Uiso 1 1 calc R U . . .
H1B H 1.229(4) -0.1151(18) 0.9570(4) 0.041 Uiso 1 1 calc R U . . .
N2 N 0.6827(4) 0.3686(2) 0.84623(7) 0.0229(5) Uani 1 1 d . . . . .
N3 N 0.4663(5) 0.3324(2) 0.83516(8) 0.0291(5) Uani 1 1 d . . . . .
N4 N 0.4786(4) 0.2176(2) 0.82986(8) 0.0286(5) Uani 1 1 d . . . . .
O1 O 1.2527(4) 0.42342(19) 0.95078(6) 0.0291(4) Uani 1 1 d . . . . .
O2 O 0.9776(4) 0.46603(17) 0.90559(6) 0.0249(4) Uani 1 1 d . . . . .
O3 O 1.1281(5) 0.6307(2) 0.99297(7) 0.0382(5) Uani 1 1 d . . . . .
H3A H 1.025242 0.60112 1.006589 0.057 Uiso 1 1 calc R U . . .
O4 O 0.8847(5) 0.80581(19) 0.94688(7) 0.0358(5) Uani 1 1 d . . . . .
H4 H 0.836387 0.826312 0.968138 0.054 Uiso 1 1 calc R U . . .
O5 O 0.5723(5) 0.7145(2) 0.89012(7) 0.0350(5) Uani 1 1 d . . . . .
H5A H 0.599351 0.770597 0.875728 0.053 Uiso 1 1 calc R U . . .
FE1 Fe 0.91440(7) -0.01508(3) 0.78375(2) 0.01758(12) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.387(5) . ?
C1 C6 1.393(5) . ?
C1 N1 1.415(4) . ?
C2 C3 1.390(5) . ?
C2 H2 0.93 . ?
C3 C4 1.379(5) . ?
C3 H3 0.93 . ?
C4 C5 1.382(4) . ?
C4 O1 1.404(4) . ?
C5 C6 1.402(4) . ?
C5 H5 0.93 . ?
C6 H6 0.93 . ?
C7 O1 1.398(4) . ?
C7 O2 1.422(3) . ?
C7 C8 1.524(4) . ?
C7 H7 0.98 . ?
C8 O3 1.411(4) . ?
C8 C9 1.526(5) . ?
C8 H8 0.98 . ?
C9 O4 1.422(3) . ?
C9 C10 1.518(4) . ?
C9 H9 0.98 . ?
C10 O5 1.426(4) . ?
C10 C11 1.530(4) . ?
C10 H10 0.98 . ?
C11 O2 1.430(4) . ?
C11 C12 1.512(4) . ?
C11 H11 0.98 . ?
C12 N2 1.462(4) . ?
C12 H12A 0.97 . ?
C12 H12B 0.97 . ?
C13 N2 1.349(4) . ?
C13 C14 1.371(4) . ?
C13 H13 0.93 . ?
C14 N4 1.371(4) . ?
C14 C15 1.461(4) . ?
C15 C19 1.427(4) . ?
C15 C16 1.434(4) . ?
C15 FE1 2.056(3) . ?
C16 C17 1.426(4) . ?
C16 FE1 2.044(3) . ?
C16 H16 0.93 . ?
C17 C18 1.427(5) . ?
C17 FE1 2.039(3) . ?
C17 H17 0.93 . ?
C18 C19 1.436(4) . ?
C18 FE1 2.047(3) . ?
C18 H18 0.93 . ?
C19 FE1 2.058(3) . ?
C19 H19 0.93 . ?
C20 C21 1.425(4) . ?
C20 C24 1.431(4) . ?
C20 FE1 2.052(3) . ?
C20 H20 0.93 . ?
C21 C22 1.417(4) . ?
C21 FE1 2.062(3) . ?
C21 H21 0.93 . ?
C22 C23 1.424(4) . ?
C22 FE1 2.057(3) . ?
C22 H22 0.93 . ?
C23 C24 1.432(4) . ?
C23 FE1 2.049(3) . ?
C23 H23 0.93 . ?
C24 FE1 2.047(3) . ?
C24 H24 0.93 . ?
N1 H1A 0.85(3) . ?
N1 H1B 0.85(3) . ?
N2 N3 1.345(4) . ?
N3 N4 1.310(4) . ?
O3 H3A 0.82 . ?
O4 H4 0.82 . ?
O5 H5A 0.82 . ?

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
C2 C1 C6 119.0(3) . . ?
C2 C1 N1 120.6(3) . . ?
C6 C1 N1 120.3(3) . . ?
C1 C2 C3 120.4(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.5(3) . . ?
C3 C4 O1 116.0(3) . . ?
C5 C4 O1 123.3(3) . . ?
C4 C5 C6 119.1(3) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C1 C6 C5 120.8(3) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
O1 C7 O2 106.5(2) . . ?
O1 C7 C8 108.2(2) . . ?
O2 C7 C8 109.8(2) . . ?
O1 C7 H7 110.7 . . ?
O2 C7 H7 110.7 . . ?
C8 C7 H7 110.7 . . ?
O3 C8 C7 111.3(2) . . ?
O3 C8 C9 111.5(3) . . ?
C7 C8 C9 109.9(2) . . ?
O3 C8 H8 108 . . ?
C7 C8 H8 108 . . ?
C9 C8 H8 108 . . ?
O4 C9 C10 108.1(2) . . ?
O4 C9 C8 111.1(3) . . ?
C10 C9 C8 110.4(2) . . ?
O4 C9 H9 109.1 . . ?
C10 C9 H9 109.1 . . ?
C8 C9 H9 109.1 . . ?
O5 C10 C9 110.7(2) . . ?
O5 C10 C11 108.8(2) . . ?
C9 C10 C11 108.6(2) . . ?
O5 C10 H10 109.6 . . ?
C9 C10 H10 109.6 . . ?
C11 C10 H10 109.6 . . ?
O2 C11 C12 106.3(2) . . ?
O2 C11 C10 109.7(2) . . ?
C12 C11 C10 110.9(2) . . ?
O2 C11 H11 110 . . ?
C12 C11 H11 110 . . ?
C10 C11 H11 110 . . ?
N2 C12 C11 112.4(2) . . ?
N2 C12 H12A 109.1 . . ?
C11 C12 H12A 109.1 . . ?
N2 C12 H12B 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
N2 C13 C14 104.3(2) . . ?
N2 C13 H13 127.8 . . ?
C14 C13 H13 127.8 . . ?
N4 C14 C13 108.2(3) . . ?
N4 C14 C15 121.2(3) . . ?
C13 C14 C15 130.6(3) . . ?
C19 C15 C16 107.9(2) . . ?
C19 C15 C14 125.8(3) . . ?
C16 C15 C14 126.2(3) . . ?
C19 C15 FE1 69.76(15) . . ?
C16 C15 FE1 69.07(15) . . ?
C14 C15 FE1 124.3(2) . . ?
C17 C16 C15 108.0(3) . . ?
C17 C16 FE1 69.37(16) . . ?
C15 C16 FE1 69.98(15) . . ?
C17 C16 H16 126 . . ?
C15 C16 H16 126 . . ?
FE1 C16 H16 126.2 . . ?
C16 C17 C18 108.1(3) . . ?
C16 C17 FE1 69.74(16) . . ?
C18 C17 FE1 69.85(17) . . ?
C16 C17 H17 125.9 . . ?
C18 C17 H17 125.9 . . ?
FE1 C17 H17 126.1 . . ?
C17 C18 C19 108.0(3) . . ?
C17 C18 FE1 69.27(17) . . ?
C19 C18 FE1 69.92(16) . . ?
C17 C18 H18 126 . . ?
C19 C18 H18 126 . . ?
FE1 C18 H18 126.4 . . ?
C15 C19 C18 107.9(3) . . ?
C15 C19 FE1 69.66(16) . . ?
C18 C19 FE1 69.13(16) . . ?
C15 C19 H19 126 . . ?
C18 C19 H19 126 . . ?
FE1 C19 H19 126.7 . . ?
C21 C20 C24 108.1(2) . . ?
C21 C20 FE1 70.08(15) . . ?
C24 C20 FE1 69.36(15) . . ?
C21 C20 H20 125.9 . . ?
C24 C20 H20 125.9 . . ?
FE1 C20 H20 126.2 . . ?
C22 C21 C20 108.2(2) . . ?
C22 C21 FE1 69.71(15) . . ?
C20 C21 FE1 69.38(16) . . ?
C22 C21 H21 125.9 . . ?
C20 C21 H21 125.9 . . ?
FE1 C21 H21 126.6 . . ?
C21 C22 C23 108.1(2) . . ?
C21 C22 FE1 70.04(15) . . ?
C23 C22 FE1 69.40(15) . . ?
C21 C22 H22 125.9 . . ?
C23 C22 H22 125.9 . . ?
FE1 C22 H22 126.2 . . ?
C22 C23 C24 108.2(2) . . ?
C22 C23 FE1 70.02(15) . . ?
C24 C23 FE1 69.46(16) . . ?
C22 C23 H23 125.9 . . ?
C24 C23 H23 125.9 . . ?
FE1 C23 H23 126.2 . . ?
C20 C24 C23 107.3(2) . . ?
C20 C24 FE1 69.77(15) . . ?
C23 C24 FE1 69.63(15) . . ?
C20 C24 H24 126.3 . . ?
C23 C24 H24 126.3 . . ?
FE1 C24 H24 125.8 . . ?
C1 N1 H1A 120 . . ?
C1 N1 H1B 120 . . ?
H1A N1 H1B 120 . . ?
N3 N2 C13 111.5(2) . . ?
N3 N2 C12 119.1(2) . . ?
C13 N2 C12 129.4(3) . . ?
N4 N3 N2 107.0(2) . . ?
N3 N4 C14 109.0(2) . . ?
C7 O1 C4 117.6(2) . . ?
C7 O2 C11 113.7(2) . . ?
C8 O3 H3A 109.5 . . ?
C9 O4 H4 109.5 . . ?
C10 O5 H5A 109.5 . . ?
C17 FE1 C16 40.88(12) . . ?
C17 FE1 C24 160.16(12) . . ?
C16 FE1 C24 157.22(11) . . ?
C17 FE1 C18 40.88(13) . . ?
C16 FE1 C18 68.77(12) . . ?
C24 FE1 C18 123.15(12) . . ?
C17 FE1 C23 123.96(12) . . ?
C16 FE1 C23 160.43(11) . . ?
C24 FE1 C23 40.92(10) . . ?
C18 FE1 C23 107.72(12) . . ?
C17 FE1 C20 157.82(13) . . ?
C16 FE1 C20 121.64(12) . . ?
C24 FE1 C20 40.87(11) . . ?
C18 FE1 C20 159.66(12) . . ?
C23 FE1 C20 68.43(11) . . ?
C17 FE1 C15 68.83(12) . . ?
C16 FE1 C15 40.95(11) . . ?
C24 FE1 C15 121.05(12) . . ?
C18 FE1 C15 68.68(12) . . ?
C23 FE1 C15 157.44(11) . . ?
C20 FE1 C15 106.79(11) . . ?
C17 FE1 C22 108.14(12) . . ?
C16 FE1 C22 123.93(12) . . ?
C24 FE1 C22 68.61(11) . . ?
C18 FE1 C22 122.78(12) . . ?
C23 FE1 C22 40.58(11) . . ?
C20 FE1 C22 68.15(11) . . ?
C15 FE1 C22 160.06(12) . . ?
C17 FE1 C19 68.83(12) . . ?
C16 FE1 C19 68.68(11) . . ?
C24 FE1 C19 106.58(12) . . ?
C18 FE1 C19 40.95(12) . . ?
C23 FE1 C19 122.12(11) . . ?
C20 FE1 C19 122.85(12) . . ?
C15 FE1 C19 40.59(11) . . ?
C22 FE1 C19 158.41(11) . . ?
C17 FE1 C21 122.51(12) . . ?
C16 FE1 C21 107.69(12) . . ?
C24 FE1 C21 68.51(11) . . ?
C18 FE1 C21 158.38(12) . . ?
C23 FE1 C21 68.07(11) . . ?
C20 FE1 C21 40.53(12) . . ?
C15 FE1 C21 123.51(12) . . ?
C22 FE1 C21 40.26(12) . . ?
C19 FE1 C21 159.47(12) . . ?

