# 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_compound_14
_database_code_depnum_ccdc_archive 'CCDC 1859291'
loop_
_audit_author_name
_audit_author_address
'Felipe Martins'
;UFG
Brazil
;
_audit_update_record             
;
2018-07-30 deposited with the CCDC.	2019-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H18 Fe N4 O2'
_chemical_formula_sum            'C21 H18 Fe N4 O2'
_chemical_formula_weight         414.24

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

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

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

_cell_length_a                   19.016(16)
_cell_length_b                   12.875(8)
_cell_length_c                   7.696(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1884(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4325
_cell_measurement_theta_min      1.582
_cell_measurement_theta_max      25.242

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    1.461
_exptl_absorpt_coefficient_mu    0.825
_exptl_crystal_F_000             856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Multi-scan (SADABS; Krause et al., 2015)
;
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.869

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker APEX2 CCD'
_diffrn_measurement_method       CCD
_diffrn_reflns_number            4325
_diffrn_reflns_av_unetI/netI     0.0784
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.582
_diffrn_reflns_theta_max         25.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.808
_diffrn_measured_fraction_theta_full 0.813
_diffrn_reflns_Laue_measured_fraction_max 0.808
_diffrn_reflns_Laue_measured_fraction_full 0.813
_diffrn_reflns_point_group_measured_fraction_max 0.720
_diffrn_reflns_point_group_measured_fraction_full 0.727
_reflns_number_total             2490
_reflns_number_gt                1557
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.647
_reflns_Friedel_fraction_max     0.617
_reflns_Friedel_fraction_full    0.624

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0981P)²+1.7179P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 461 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.31(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2490
_refine_ls_number_parameters     253
_refine_ls_number_restraints     169
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0645
_refine_ls_wR_factor_ref         0.2004
_refine_ls_wR_factor_gt          0.1562
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      0.979
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.61158(8) -0.17233(13) 0.7603(3) 0.0547(6) Uani 1 1 d . U . . .
C2 C 0.8737(8) 0.4846(11) 1.669(3) 0.067(5) Uani 1 1 d . U . . .
C14 C 0.5730(9) -0.1351(13) 0.516(2) 0.072(5) Uani 1 1 d . U . . .
H14 H 0.5716 -0.1753 0.4160 0.087 Uiso 1 1 calc R U . . .
C15 C 0.5209(7) -0.1301(12) 0.644(2) 0.068(4) Uani 1 1 d . U . . .
H15 H 0.4793 -0.1679 0.6452 0.082 Uiso 1 1 calc R U . . .
C16 C 0.5429(6) -0.0568(10) 0.772(3) 0.064(4) Uani 1 1 d . U . . .
H16 H 0.5186 -0.0390 0.8722 0.077 Uiso 1 1 calc R U . . .
C12 C 0.6082(7) -0.0162(11) 0.717(2) 0.065(6) Uani 1 1 d . U . . .
C11 C 0.6516(7) 0.0495(11) 0.8213(18) 0.058(4) Uani 1 1 d . U . . .
H11 H 0.6345 0.0710 0.9287 0.069 Uiso 1 1 calc R U . . .
N4 N 0.7117(5) 0.0799(7) 0.7758(18) 0.052(3) Uani 1 1 d . U . . .
N3 N 0.7494(6) 0.1394(7) 0.8900(17) 0.053(3) Uani 1 1 d . U . . .
H3N H 0.7321 0.1526 0.9909 0.063 Uiso 1 1 calc R U . . .
C9 C 0.8479(7) 0.2319(13) 0.990(2) 0.063(4) Uani 1 1 d . U . . .
C8 C 0.8809(6) 0.3137(11) 1.2020(17) 0.043(4) Uani 1 1 d . U . . .
N2 N 0.8240(5) 0.2843(9) 1.1114(18) 0.053(3) Uani 1 1 d . U . . .
C5 C 0.8789(7) 0.3714(10) 1.366(2) 0.051(4) Uani 1 1 d . U . . .
C4 C 0.9388(7) 0.3852(13) 1.464(2) 0.067(5) Uani 1 1 d . U . . .
H4 H 0.9816 0.3576 1.4277 0.081 Uiso 1 1 calc R U . . .
C6 C 0.8169(7) 0.4108(11) 1.422(2) 0.059(4) Uani 1 1 d . U . . .
H6 H 0.7761 0.3980 1.3590 0.070 Uiso 1 1 calc R U . . .
O1 O 0.9172(6) 0.2206(11) 0.9872(15) 0.092(4) Uani 1 1 d . U . . .
C7 C 0.8131(8) 0.4697(12) 1.572(2) 0.067(4) Uani 1 1 d . U . . .
H7 H 0.7707 0.4989 1.6069 0.080 Uiso 1 1 calc R U . . .
C10 C 0.8131(7) 0.1775(11) 0.848(2) 0.058(4) Uani 1 1 d . U . . .
N1 N 0.9427(8) 0.2734(14) 1.138(2) 0.102(5) Uani 1 1 d . U . . .
O2 O 0.8378(5) 0.1674(8) 0.7036(15) 0.077(4) Uani 1 1 d . U . . .
C13 C 0.6286(7) -0.0681(11) 0.567(2) 0.060(4) Uani 1 1 d . U . . .
H13 H 0.6712 -0.0601 0.5091 0.072 Uiso 1 1 calc R U . . .
C3 C 0.9339(8) 0.4408(14) 1.617(2) 0.081(5) Uani 1 1 d . U . . .
H3 H 0.9738 0.4480 1.6856 0.098 Uiso 1 1 calc R U . . .
C1 C 0.8721(9) 0.5437(15) 1.832(2) 0.096(7) Uani 1 1 d . U . . .
H1A H 0.8255 0.5699 1.8508 0.144 Uiso 1 1 calc R U . . .
H1B H 0.8853 0.4994 1.9264 0.144 Uiso 1 1 calc R U . . .
H1C H 0.9045 0.6008 1.8240 0.144 Uiso 1 1 calc R U . . .
C19 C 0.631(2) -0.3247(19) 0.787(4) 0.136(11) Uani 1 1 d . U . . .
H19 H 0.6191 -0.3743 0.7042 0.164 Uiso 1 1 calc R U . . .
C20 C 0.5949(13) -0.298(2) 0.910(4) 0.118(9) Uani 1 1 d . U . . .
H20 H 0.5503 -0.3239 0.9340 0.142 Uiso 1 1 calc R U . . .
C18 C 0.6908(14) -0.271(3) 0.791(6) 0.170(18) Uani 1 1 d . U . . .
H18 H 0.7283 -0.2791 0.7149 0.204 Uiso 1 1 calc R U . . .
C22 C 0.629(3) -0.225(3) 1.007(4) 0.166(16) Uani 1 1 d . U . . .
H21 H 0.6144 -0.1972 1.1121 0.200 Uiso 1 1 calc R U . . .
C17 C 0.688(2) -0.203(3) 0.920(7) 0.19(2) Uani 1 1 d . U . . .
H17 H 0.7209 -0.1511 0.9450 0.234 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C17 1.95(2) . ?
Fe1 C16 1.982(12) . ?
Fe1 C18 1.98(2) . ?
Fe1 C20 2.01(2) . ?
Fe1 C15 2.017(14) . ?
Fe1 C19 2.01(2) . ?
Fe1 C13 2.031(15) . ?
Fe1 C12 2.038(14) . ?
Fe1 C14 2.072(17) . ?
Fe1 C22 2.05(3) . ?
C2 C3 1.338(19) . ?
C2 C7 1.39(2) . ?
C2 C1 1.46(2) . ?
C14 C15 1.40(2) . ?
C14 C13 1.42(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.43(2) . ?
C15 H15 0.9300 . ?
C16 C12 1.411(18) . ?
C16 H16 0.9300 . ?
C12 C13 1.39(2) . ?
C12 C11 1.428(19) . ?
C11 N4 1.257(16) . ?
C11 H11 0.9300 . ?
N4 N3 1.368(15) . ?
N3 C10 1.347(18) . ?
N3 H3N 0.8600 . ?
C9 N2 1.24(2) . ?
C9 O1 1.326(16) . ?
C9 C10 1.46(2) . ?
C9 C8 2.04(2) . ?
C8 N2 1.342(17) . ?
C8 N1 1.376(17) . ?
C8 C5 1.46(2) . ?
C5 C6 1.356(18) . ?
C5 C4 1.38(2) . ?
C4 C3 1.38(2) . ?
C4 H4 0.9300 . ?
C6 C7 1.38(2) . ?
C6 H6 0.9300 . ?
O1 N1 1.428(17) . ?
C7 H7 0.9300 . ?
C10 O2 1.211(17) . ?
C13 H13 0.9300 . ?
C3 H3 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C19 C20 1.22(4) . ?
C19 C18 1.33(4) . ?
C19 H19 0.9300 . ?
C20 C22 1.36(4) . ?
C20 H20 0.9300 . ?
C18 C17 1.32(5) . ?
C18 H18 0.9300 . ?
C22 C17 1.34(5) . ?
C22 H21 0.9300 . ?
C17 H17 0.9300 . ?

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
C17 Fe1 C16 128.2(18) . . ?
C17 Fe1 C18 39.2(15) . . ?
C16 Fe1 C18 167.2(16) . . ?
C17 Fe1 C20 66.0(12) . . ?
C16 Fe1 C20 118.4(9) . . ?
C18 Fe1 C20 62.4(10) . . ?
C17 Fe1 C15 167(2) . . ?
C16 Fe1 C15 41.7(7) . . ?
C18 Fe1 C15 151.0(15) . . ?
C20 Fe1 C15 109.7(9) . . ?
C17 Fe1 C19 66.3(13) . . ?
C16 Fe1 C19 148.3(12) . . ?
C18 Fe1 C19 39.0(11) . . ?
C20 Fe1 C19 35.3(11) . . ?
C15 Fe1 C19 117.8(11) . . ?
C17 Fe1 C13 118.5(11) . . ?
C16 Fe1 C13 69.0(6) . . ?
C18 Fe1 C13 112.9(10) . . ?
C20 Fe1 C13 167.5(12) . . ?
C15 Fe1 C13 68.4(6) . . ?
C19 Fe1 C13 133.7(12) . . ?
C17 Fe1 C12 109.0(10) . . ?
C16 Fe1 C12 41.1(5) . . ?
C18 Fe1 C12 132.3(12) . . ?
C20 Fe1 C12 151.9(11) . . ?
C15 Fe1 C12 68.6(6) . . ?
C19 Fe1 C12 170.5(13) . . ?
C13 Fe1 C12 40.0(6) . . ?
C17 Fe1 C14 152.0(18) . . ?
C16 Fe1 C14 68.5(8) . . ?
C18 Fe1 C14 121.7(14) . . ?
C20 Fe1 C14 130.5(12) . . ?
C15 Fe1 C14 39.9(7) . . ?
C19 Fe1 C14 112.6(10) . . ?
C13 Fe1 C14 40.4(6) . . ?
C12 Fe1 C14 67.3(7) . . ?
C17 Fe1 C22 39.2(14) . . ?
C16 Fe1 C22 108.6(11) . . ?
C18 Fe1 C22 63.3(14) . . ?
C20 Fe1 C22 39.2(12) . . ?
C15 Fe1 C22 129.9(14) . . ?
C19 Fe1 C22 63.1(11) . . ?
C13 Fe1 C22 151.2(14) . . ?
C12 Fe1 C22 119.1(10) . . ?
C14 Fe1 C22 167.5(15) . . ?
C3 C2 C7 119.2(18) . . ?
C3 C2 C1 119.7(16) . . ?
C7 C2 C1 121.0(16) . . ?
C15 C14 C13 108.0(15) . . ?
C15 C14 Fe1 67.9(10) . . ?
C13 C14 Fe1 68.3(9) . . ?
C15 C14 H14 126.0 . . ?
C13 C14 H14 126.0 . . ?
Fe1 C14 H14 129.4 . . ?
C14 C15 C16 107.9(14) . . ?
C14 C15 Fe1 72.2(10) . . ?
C16 C15 Fe1 67.8(8) . . ?
C14 C15 H15 126.0 . . ?
C16 C15 H15 126.0 . . ?
Fe1 C15 H15 125.6 . . ?
C12 C16 C15 107.4(16) . . ?
C12 C16 Fe1 71.6(7) . . ?
C15 C16 Fe1 70.5(8) . . ?
C12 C16 H16 126.3 . . ?
C15 C16 H16 126.3 . . ?
Fe1 C16 H16 123.3 . . ?
C13 C12 C16 108.3(14) . . ?
C13 C12 C11 126.1(13) . . ?
C16 C12 C11 124.2(17) . . ?
C13 C12 Fe1 69.7(8) . . ?
C16 C12 Fe1 67.3(8) . . ?
C11 C12 Fe1 118.4(11) . . ?
N4 C11 C12 123.6(13) . . ?
N4 C11 H11 118.2 . . ?
C12 C11 H11 118.2 . . ?
C11 N4 N3 118.1(12) . . ?
C10 N3 N4 121.3(13) . . ?
C10 N3 H3N 119.4 . . ?
N4 N3 H3N 119.4 . . ?
N2 C9 O1 115.8(14) . . ?
N2 C9 C10 131.4(13) . . ?
O1 C9 C10 112.7(15) . . ?
N2 C9 C8 39.5(8) . . ?
O1 C9 C8 76.3(9) . . ?
C10 C9 C8 171.0(12) . . ?
N2 C8 N1 113.3(13) . . ?
N2 C8 C5 124.7(11) . . ?
N1 C8 C5 121.6(12) . . ?
N2 C8 C9 36.0(7) . . ?
N1 C8 C9 77.3(10) . . ?
C5 C8 C9 160.4(10) . . ?
C9 N2 C8 104.4(11) . . ?
C6 C5 C4 119.6(16) . . ?
C6 C5 C8 119.3(13) . . ?
C4 C5 C8 121.0(13) . . ?
C3 C4 C5 118.5(14) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C5 C6 C7 121.2(14) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C9 O1 N1 105.8(12) . . ?
C2 C7 C6 118.9(15) . . ?
C2 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
O2 C10 N3 122.1(16) . . ?
O2 C10 C9 124.2(14) . . ?
N3 C10 C9 113.6(14) . . ?
C8 N1 O1 100.4(12) . . ?
C12 C13 C14 108.2(13) . . ?
C12 C13 Fe1 70.2(9) . . ?
C14 C13 Fe1 71.3(9) . . ?
C12 C13 H13 125.9 . . ?
C14 C13 H13 125.9 . . ?
Fe1 C13 H13 124.1 . . ?
C2 C3 C4 122.3(15) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C20 C19 C18 108(3) . . ?
C20 C19 Fe1 72.6(14) . . ?
C18 C19 Fe1 69.4(16) . . ?
C20 C19 H19 125.8 . . ?
C18 C19 H19 125.8 . . ?
Fe1 C19 H19 123.8 . . ?
C19 C20 C22 110(3) . . ?
C19 C20 Fe1 72.1(16) . . ?
C22 C20 Fe1 71.7(16) . . ?
C19 C20 H20 124.8 . . ?
C22 C20 H20 124.8 . . ?
Fe1 C20 H20 123.0 . . ?
C17 C18 C19 110(3) . . ?
C17 C18 Fe1 69.1(15) . . ?
C19 C18 Fe1 71.6(12) . . ?
C17 C18 H18 125.2 . . ?
C19 C18 H18 125.3 . . ?
Fe1 C18 H18 125.7 . . ?
C17 C22 C20 106(3) . . ?
C17 C22 Fe1 66.6(18) . . ?
C20 C22 Fe1 69.1(15) . . ?
C17 C22 H21 127.1 . . ?
C20 C22 H21 127.0 . . ?
Fe1 C22 H21 128.8 . . ?
C18 C17 C22 105(2) . . ?
C18 C17 Fe1 71.7(16) . . ?
C22 C17 Fe1 74.3(18) . . ?
C18 C17 H17 127.4 . . ?
C22 C17 H17 127.4 . . ?
Fe1 C17 H17 118.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 C14 C15 C16 2.0(19) . . . . ?
Fe1 C14 C15 C16 58.6(10) . . . . ?
C13 C14 C15 Fe1 -56.5(12) . . . . ?
C14 C15 C16 C12 1.2(18) . . . . ?
Fe1 C15 C16 C12 62.5(10) . . . . ?
C14 C15 C16 Fe1 -61.3(12) . . . . ?
C15 C16 C12 C13 -4.0(17) . . . . ?
Fe1 C16 C12 C13 57.8(11) . . . . ?
C15 C16 C12 C11 -171.6(13) . . . . ?
Fe1 C16 C12 C11 -109.8(14) . . . . ?
C15 C16 C12 Fe1 -61.8(9) . . . . ?
C13 C12 C11 N4 10(2) . . . . ?
C16 C12 C11 N4 175.4(13) . . . . ?
Fe1 C12 C11 N4 94.7(16) . . . . ?
C12 C11 N4 N3 -177.4(12) . . . . ?
C11 N4 N3 C10 -177.8(13) . . . . ?
O1 C9 N2 C8 0.5(18) . . . . ?
C10 C9 N2 C8 179.4(16) . . . . ?
N1 C8 N2 C9 -2.9(19) . . . . ?
C5 C8 N2 C9 -175.5(13) . . . . ?
N2 C8 C5 C6 -9(2) . . . . ?
N1 C8 C5 C6 179.1(16) . . . . ?
C9 C8 C5 C6 -17(4) . . . . ?
N2 C8 C5 C4 170.2(16) . . . . ?
N1 C8 C5 C4 -2(2) . . . . ?
C9 C8 C5 C4 162(3) . . . . ?
C6 C5 C4 C3 -1(2) . . . . ?
C8 C5 C4 C3 179.8(14) . . . . ?
C4 C5 C6 C7 4(2) . . . . ?
C8 C5 C6 C7 -177.2(13) . . . . ?
N2 C9 O1 N1 1.9(19) . . . . ?
C10 C9 O1 N1 -177.2(15) . . . . ?
C8 C9 O1 N1 2.2(12) . . . . ?
C3 C2 C7 C6 -1(3) . . . . ?
C1 C2 C7 C6 -178.2(14) . . . . ?
C5 C6 C7 C2 -3(2) . . . . ?
N4 N3 C10 O2 5(2) . . . . ?
N4 N3 C10 C9 -175.3(11) . . . . ?
N2 C9 C10 O2 146.8(18) . . . . ?
O1 C9 C10 O2 -34(2) . . . . ?
N2 C9 C10 N3 -33(3) . . . . ?
O1 C9 C10 N3 146.3(13) . . . . ?
N2 C8 N1 O1 3.8(19) . . . . ?
C5 C8 N1 O1 176.6(12) . . . . ?
C9 C8 N1 O1 2.1(11) . . . . ?
C9 O1 N1 C8 -3.2(17) . . . . ?
C16 C12 C13 C14 5.3(18) . . . . ?
C11 C12 C13 C14 172.5(14) . . . . ?
Fe1 C12 C13 C14 61.6(11) . . . . ?
C16 C12 C13 Fe1 -56.3(11) . . . . ?
C11 C12 C13 Fe1 111.0(15) . . . . ?
C15 C14 C13 C12 -4.5(19) . . . . ?
Fe1 C14 C13 C12 -60.9(11) . . . . ?
C15 C14 C13 Fe1 56.3(12) . . . . ?
C7 C2 C3 C4 3(3) . . . . ?
C1 C2 C3 C4 -179.1(16) . . . . ?
C5 C4 C3 C2 -2(3) . . . . ?
C18 C19 C20 C22 -1(3) . . . . ?
Fe1 C19 C20 C22 -61.8(19) . . . . ?
C18 C19 C20 Fe1 61(2) . . . . ?
C20 C19 C18 C17 -4(4) . . . . ?
Fe1 C19 C18 C17 59(2) . . . . ?
C20 C19 C18 Fe1 -63(2) . . . . ?
C19 C20 C22 C17 6(3) . . . . ?
Fe1 C20 C22 C17 -56(2) . . . . ?
C19 C20 C22 Fe1 62(2) . . . . ?
C19 C18 C17 C22 7(4) . . . . ?
Fe1 C18 C17 C22 67(2) . . . . ?
C19 C18 C17 Fe1 -60(2) . . . . ?
C20 C22 C17 C18 -7(4) . . . . ?
Fe1 C22 C17 C18 -65(2) . . . . ?
C20 C22 C17 Fe1 58(2) . . . . ?

_refine_diff_density_max         0.312
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.073

_shelxl_version_number           2014-3



# start Validation Reply Form
_vrf_PLAT029_compound_14         
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PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.813 Why?  
RESPONSE: The best obtained crystal has diffracted poorly even at the medium resolution shell, precluding full completeness at high resolution angles. Even so, there is not any problem with the elucidated structure.
;
_vrf_PLAT234_compound_14         
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PROBLEM: Large Hirshfeld Difference C18      --C19              0.33 Ang.  
RESPONSE: This is due to a common disorder over the cyclopentadienyl ring.
;
_vrf_PLAT213_compound_14         
;
PROBLEM: Atom C17             has ADP max/min Ratio .....        4.1 prolat
RESPONSE: This is due to a common disorder over the cyclopentadienyl ring, which cannot be modeled upon a split atom model because fraction sites were close together, resulting in worst refinement statistics and convergence.

;
_vrf_PLAT241_compound_14         
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PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of        C17 Check 
RESPONSE: This is due to a common disorder over the cyclopentadienyl ring as replied to PLAT213.

;
_vrf_PLAT242_compound_14         
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        Fe1 Check 
RESPONSE: This is due to a common disorder over the cyclopentadienyl ring bonded to this iron ion, as replied to PLAT213.

;
_vrf_PLAT341_compound_14         
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PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0289 Ang.  
RESPONSE: The aforementioned disorder has precluded precision on some atom positions, especially those of cyclopentadienyl carbons.

;
_vrf_PLAT987_compound_14         
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PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check
RESPONSE: Such a refinement using both instructions was attempted, but no improvement on statistical parameters was achieved. Furthermore, Flack parameter is meaningless on our MoKalpha data.
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# end Validation Reply Form
