# 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 2020

####################################################################### 
# 
# 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_WE3603
_database_code_depnum_ccdc_archive 'CCDC 2014635'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C12 H13 Fe N O'
_chemical_formula_sum            'C12 H13 Fe N O'
_chemical_formula_weight         243.08
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_space_group_IT_number           4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.9103(2)
_cell_length_b                   7.4810(2)
_cell_length_c                   23.4895(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.4820(10)
_cell_angle_gamma                90
_cell_volume                     1037.61(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      27.50
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.120
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             504
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.422
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.664
_exptl_absorpt_correction_T_max  0.843

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_reflns_av_r_equivalents  0.0389
_diffrn_reflns_av_uneti/neti     0.0358
_diffrn_reflns_number            15694
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.450
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_reflns_number_total             4398
_reflns_number_gt                4272
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.860
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.996

_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.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2017)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0388P)²+1.4890P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4398
_refine_ls_number_parameters     247
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.0902
_refine_ls_wR_factor_gt          0.0891
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.002
_refine_diff_density_max         1.039
_refine_diff_density_min         -0.794
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details 
;
Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.39(3)

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.77175(9) 0.73934(7) 0.09729(2) 0.01294(16) Uani 1 1 d . . . . .
C1 C 0.9291(7) 0.7950(5) 0.02429(16) 0.0382(6) Uani 1 1 d G . . . .
H1 H 0.991708 0.709712 -0.000519 0.046 Uiso 1 1 calc R U . . .
C2 C 1.0449(5) 0.8795(6) 0.07121(17) 0.0382(6) Uani 1 1 d G . . . .
H2 H 1.198495 0.860550 0.083302 0.046 Uiso 1 1 calc R U . . .
C3 C 0.8908(7) 0.9972(5) 0.09688(15) 0.0382(6) Uani 1 1 d G . . . .
H3 H 0.923119 1.070799 0.129166 0.046 Uiso 1 1 calc R U . . .
C4 C 0.6797(6) 0.9855(6) 0.06583(18) 0.0382(6) Uani 1 1 d G . . . .
H4 H 0.546141 1.049902 0.073689 0.046 Uiso 1 1 calc R U . . .
C5 C 0.7035(6) 0.8605(6) 0.02096(15) 0.0382(6) Uani 1 1 d G . . . .
H5 H 0.588531 0.826738 -0.006461 0.046 Uiso 1 1 calc R U . . .
C6 C 0.5510(7) 0.6704(7) 0.15871(18) 0.0186(9) Uani 1 1 d . . . . .
H6 H 0.438843 0.745393 0.173938 0.022 Uiso 1 1 calc R U . . .
C7 C 0.5217(8) 0.5576(7) 0.1102(2) 0.0218(10) Uani 1 1 d . . . . .
H7 H 0.386159 0.543495 0.087434 0.026 Uiso 1 1 calc R U . . .
C8 C 0.7311(9) 0.4697(7) 0.10196(19) 0.0218(9) Uani 1 1 d . . . . .
H8 H 0.759074 0.386412 0.072556 0.026 Uiso 1 1 calc R U . . .
C9 C 0.8927(7) 0.5274(7) 0.14521(18) 0.0181(9) Uani 1 1 d . . . . .
H9 H 1.046219 0.490476 0.149634 0.022 Uiso 1 1 calc R U . . .
C10 C 0.7793(7) 0.6510(6) 0.18044(17) 0.0157(8) Uani 1 1 d . . . . .
N11 N 0.8670(6) 0.7454(5) 0.22856(13) 0.0165(7) Uani 1 1 d . . . . .
H11 H 0.785(8) 0.846(9) 0.235(2) 0.020 Uiso 1 1 d . U . . .
C12 C 1.0568(7) 0.7009(6) 0.25918(16) 0.0169(8) Uani 1 1 d . . . . .
O13 O 1.1729(5) 0.5691(5) 0.24841(13) 0.0243(7) Uani 1 1 d . . . . .
C14 C 1.1213(8) 0.8249(7) 0.30811(18) 0.0226(10) Uani 1 1 d . . . . .
H14A H 1.120720 0.758419 0.344055 0.034 Uiso 1 1 calc R U . . .
H14B H 1.012055 0.923234 0.309103 0.034 Uiso 1 1 calc R U . . .
H14C H 1.273107 0.873298 0.302871 0.034 Uiso 1 1 calc R U . . .
Fe2 Fe 0.71680(8) 0.27378(6) 0.40906(2) 0.01074(15) Uani 1 1 d . . . . .
C21 C 0.4869(6) 0.2037(6) 0.46796(17) 0.0158(8) Uani 1 1 d . . . . .
H21 H 0.375702 0.279437 0.483283 0.019 Uiso 1 1 calc R U . . .
C22 C 0.4572(7) 0.0973(6) 0.41862(17) 0.0162(8) Uani 1 1 d . . . . .
H22 H 0.323056 0.089847 0.394979 0.019 Uiso 1 1 calc R U . . .
C23 C 0.6606(8) 0.0038(6) 0.41031(19) 0.0202(9) Uani 1 1 d . . . . .
H23 H 0.686886 -0.078390 0.380480 0.024 Uiso 1 1 calc R U . . .
C24 C 0.8204(7) 0.0551(6) 0.4550(2) 0.0209(10) Uani 1 1 d . . . . .
H24 H 0.972180 0.014197 0.459857 0.025 Uiso 1 1 calc R U . . .
C25 C 0.7104(7) 0.1787(6) 0.49079(17) 0.0179(9) Uani 1 1 d . . . . .
H25 H 0.775300 0.234253 0.523995 0.021 Uiso 1 1 calc R U . . .
C26 C 0.9085(7) 0.3333(7) 0.34055(18) 0.0166(9) Uani 1 1 d . . . . .
H26 H 0.990052 0.250403 0.318657 0.020 Uiso 1 1 calc R U . . .
C27 C 0.9921(7) 0.4243(7) 0.3908(2) 0.0183(9) Uani 1 1 d . . . . .
H27 H 1.139807 0.412735 0.408006 0.022 Uiso 1 1 calc R U . . .
C28 C 0.8176(7) 0.5344(7) 0.41035(18) 0.0174(9) Uani 1 1 d . . . . .
H28 H 0.827603 0.609162 0.443043 0.021 Uiso 1 1 calc R U . . .
C29 C 0.6237(7) 0.5139(6) 0.37261(17) 0.0144(8) Uani 1 1 d . . . . .
H29 H 0.482184 0.572514 0.375715 0.017 Uiso 1 1 calc R U . . .
C30 C 0.6803(7) 0.3898(6) 0.32939(17) 0.0141(8) Uani 1 1 d . . . . .
N31 N 0.5305(6) 0.3444(5) 0.28354(15) 0.0174(7) Uani 1 1 d . . . . .
H31 H 0.405(9) 0.417(8) 0.275(2) 0.021 Uiso 1 1 d . U . . .
C32 C 0.5425(8) 0.1945(7) 0.25226(18) 0.0227(9) Uani 1 1 d . . . . .
O33 O 0.6858(7) 0.0779(6) 0.26104(16) 0.0387(10) Uani 1 1 d . . . . .
C34 C 0.3622(9) 0.1779(8) 0.2049(2) 0.0301(12) Uani 1 1 d . . . . .
H34A H 0.415675 0.233946 0.170233 0.045 Uiso 1 1 calc R U . . .
H34B H 0.223599 0.237675 0.216191 0.045 Uiso 1 1 calc R U . . .
H34C H 0.330358 0.051206 0.197490 0.045 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
Fe1 C1 2.029(4) . ?
Fe1 C8 2.035(5) . ?
Fe1 C5 2.034(4) . ?
Fe1 C7 2.041(5) . ?
Fe1 C2 2.041(4) . ?
Fe1 C4 2.049(4) . ?
Fe1 C6 2.052(4) . ?
Fe1 C3 2.053(4) . ?
Fe1 C9 2.055(5) . ?
Fe1 C10 2.061(4) . ?
C1 C2 1.4200 . ?
C1 C5 1.4200 . ?
C1 H1 0.9500 . ?
C2 C3 1.4200 . ?
C2 H2 0.9500 . ?
C3 C4 1.4200 . ?
C3 H3 0.9500 . ?
C4 C5 1.4200 . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.421(7) . ?
C6 C10 1.429(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.423(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.430(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.427(6) . ?
C9 H9 0.9500 . ?
C10 N11 1.413(5) . ?
N11 C12 1.347(5) . ?
N11 H11 0.91(6) . ?
C12 O13 1.234(5) . ?
C12 C14 1.513(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
Fe2 C24 2.039(4) . ?
Fe2 C28 2.038(5) . ?
Fe2 C27 2.040(5) . ?
Fe2 C22 2.044(4) . ?
Fe2 C23 2.047(5) . ?
Fe2 C21 2.049(4) . ?
Fe2 C25 2.049(4) . ?
Fe2 C29 2.055(4) . ?
Fe2 C26 2.057(4) . ?
Fe2 C30 2.066(4) . ?
C21 C22 1.411(6) . ?
C21 C25 1.416(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.412(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.433(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.425(7) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C30 1.427(6) . ?
C26 C27 1.432(7) . ?
C26 H26 0.9500 . ?
C27 C28 1.412(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.426(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.426(6) . ?
C29 H29 0.9500 . ?
C30 N31 1.406(5) . ?
N31 C32 1.345(6) . ?
N31 H31 0.93(6) . ?
C32 O33 1.227(6) . ?
C32 C34 1.513(6) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Fe1 C8 107.97(17) . . ?
C1 Fe1 C5 40.91(7) . . ?
C8 Fe1 C5 118.04(17) . . ?
C1 Fe1 C7 128.63(17) . . ?
C8 Fe1 C7 40.9(2) . . ?
C5 Fe1 C7 108.12(17) . . ?
C1 Fe1 C2 40.83(7) . . ?
C8 Fe1 C2 128.46(18) . . ?
C5 Fe1 C2 68.64(8) . . ?
C7 Fe1 C2 166.99(19) . . ?
C1 Fe1 C4 68.58(9) . . ?
C8 Fe1 C4 151.67(19) . . ?
C5 Fe1 C4 40.70(7) . . ?
C7 Fe1 C4 118.02(19) . . ?
C2 Fe1 C4 68.36(9) . . ?
C1 Fe1 C6 166.96(17) . . ?
C8 Fe1 C6 68.5(2) . . ?
C5 Fe1 C6 128.59(17) . . ?
C7 Fe1 C6 40.64(19) . . ?
C2 Fe1 C6 151.06(18) . . ?
C4 Fe1 C6 108.21(17) . . ?
C1 Fe1 C3 68.50(9) . . ?
C8 Fe1 C3 166.58(19) . . ?
C5 Fe1 C3 68.41(9) . . ?
C7 Fe1 C3 151.28(19) . . ?
C2 Fe1 C3 40.58(7) . . ?
C4 Fe1 C3 40.51(7) . . ?
C6 Fe1 C3 117.88(18) . . ?
C1 Fe1 C9 117.39(16) . . ?
C8 Fe1 C9 40.94(19) . . ?
C5 Fe1 C9 151.39(18) . . ?
C7 Fe1 C9 69.0(2) . . ?
C2 Fe1 C9 107.45(16) . . ?
C4 Fe1 C9 166.34(18) . . ?
C6 Fe1 C9 68.76(18) . . ?
C3 Fe1 C9 128.06(17) . . ?
C1 Fe1 C10 151.05(17) . . ?
C8 Fe1 C10 68.20(18) . . ?
C5 Fe1 C10 166.87(17) . . ?
C7 Fe1 C10 68.34(18) . . ?
C2 Fe1 C10 117.68(16) . . ?
C4 Fe1 C10 128.67(17) . . ?
C6 Fe1 C10 40.66(17) . . ?
C3 Fe1 C10 108.22(17) . . ?
C9 Fe1 C10 40.58(16) . . ?
C2 C1 C5 108.0 . . ?
C2 C1 Fe1 70.03(16) . . ?
C5 C1 Fe1 69.72(15) . . ?
C2 C1 H1 126.0 . . ?
C5 C1 H1 126.0 . . ?
Fe1 C1 H1 125.8 . . ?
C1 C2 C3 108.0 . . ?
C1 C2 Fe1 69.13(15) . . ?
C3 C2 Fe1 70.16(16) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 H2 126.0 . . ?
Fe1 C2 H2 126.3 . . ?
C4 C3 C2 108.0 . . ?
C4 C3 Fe1 69.58(15) . . ?
C2 C3 Fe1 69.25(15) . . ?
C4 C3 H3 126.0 . . ?
C2 C3 H3 126.0 . . ?
Fe1 C3 H3 126.7 . . ?
C3 C4 C5 108.0 . . ?
C3 C4 Fe1 69.91(15) . . ?
C5 C4 Fe1 69.09(15) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 126.6 . . ?
C1 C5 C4 108.0 . . ?
C1 C5 Fe1 69.37(15) . . ?
C4 C5 Fe1 70.21(16) . . ?
C1 C5 H5 126.0 . . ?
C4 C5 H5 126.0 . . ?
Fe1 C5 H5 126.0 . . ?
C7 C6 C10 107.8(4) . . ?
C7 C6 Fe1 69.2(3) . . ?
C10 C6 Fe1 70.0(2) . . ?
C7 C6 H6 126.1 . . ?
C10 C6 H6 126.1 . . ?
Fe1 C6 H6 126.3 . . ?
C6 C7 C8 107.9(4) . . ?
C6 C7 Fe1 70.1(3) . . ?
C8 C7 Fe1 69.4(3) . . ?
C6 C7 H7 126.1 . . ?
C8 C7 H7 126.1 . . ?
Fe1 C7 H7 126.0 . . ?
C7 C8 C9 108.7(4) . . ?
C7 C8 Fe1 69.8(3) . . ?
C9 C8 Fe1 70.3(3) . . ?
C7 C8 H8 125.6 . . ?
C9 C8 H8 125.6 . . ?
Fe1 C8 H8 125.9 . . ?
C10 C9 C8 106.9(4) . . ?
C10 C9 Fe1 69.9(3) . . ?
C8 C9 Fe1 68.8(3) . . ?
C10 C9 H9 126.5 . . ?
C8 C9 H9 126.5 . . ?
Fe1 C9 H9 126.3 . . ?
N11 C10 C9 128.5(4) . . ?
N11 C10 C6 122.9(4) . . ?
C9 C10 C6 108.6(4) . . ?
N11 C10 Fe1 126.2(3) . . ?
C9 C10 Fe1 69.5(2) . . ?
C6 C10 Fe1 69.4(2) . . ?
C12 N11 C10 124.9(4) . . ?
C12 N11 H11 123(3) . . ?
C10 N11 H11 112(3) . . ?
O13 C12 N11 123.1(4) . . ?
O13 C12 C14 121.4(4) . . ?
N11 C12 C14 115.5(4) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C24 Fe2 C28 132.73(19) . . ?
C24 Fe2 C27 109.29(18) . . ?
C28 Fe2 C27 40.51(19) . . ?
C24 Fe2 C22 68.49(17) . . ?
C28 Fe2 C22 146.77(18) . . ?
C27 Fe2 C22 171.58(17) . . ?
C24 Fe2 C23 41.07(19) . . ?
C28 Fe2 C23 172.23(19) . . ?
C27 Fe2 C23 132.8(2) . . ?
C22 Fe2 C23 40.37(18) . . ?
C24 Fe2 C21 68.31(17) . . ?
C28 Fe2 C21 115.89(18) . . ?
C27 Fe2 C21 147.33(18) . . ?
C22 Fe2 C21 40.32(16) . . ?
C23 Fe2 C21 67.99(18) . . ?
C24 Fe2 C25 40.81(19) . . ?
C28 Fe2 C25 109.60(18) . . ?
C27 Fe2 C25 115.86(18) . . ?
C22 Fe2 C25 68.18(17) . . ?
C23 Fe2 C25 68.56(18) . . ?
C21 Fe2 C25 40.44(16) . . ?
C24 Fe2 C29 172.2(2) . . ?
C28 Fe2 C29 40.78(16) . . ?
C27 Fe2 C29 68.36(18) . . ?
C22 Fe2 C29 114.95(17) . . ?
C23 Fe2 C29 145.88(18) . . ?
C21 Fe2 C29 109.36(17) . . ?
C25 Fe2 C29 132.72(18) . . ?
C24 Fe2 C26 115.13(18) . . ?
C28 Fe2 C26 68.53(19) . . ?
C27 Fe2 C26 40.91(18) . . ?
C22 Fe2 C26 131.87(18) . . ?
C23 Fe2 C26 108.66(19) . . ?
C21 Fe2 C26 171.00(17) . . ?
C25 Fe2 C26 147.28(18) . . ?
C29 Fe2 C26 68.37(17) . . ?
C24 Fe2 C30 146.5(2) . . ?
C28 Fe2 C30 68.31(18) . . ?
C27 Fe2 C30 68.30(18) . . ?
C22 Fe2 C30 108.76(17) . . ?
C23 Fe2 C30 114.64(19) . . ?
C21 Fe2 C30 132.29(16) . . ?
C25 Fe2 C30 171.54(18) . . ?
C29 Fe2 C30 40.50(17) . . ?
C26 Fe2 C30 40.50(16) . . ?
C22 C21 C25 108.5(4) . . ?
C22 C21 Fe2 69.6(2) . . ?
C25 C21 Fe2 69.8(2) . . ?
C22 C21 H21 125.8 . . ?
C25 C21 H21 125.8 . . ?
Fe2 C21 H21 126.4 . . ?
C21 C22 C23 108.5(4) . . ?
C21 C22 Fe2 70.0(2) . . ?
C23 C22 Fe2 70.0(2) . . ?
C21 C22 H22 125.8 . . ?
C23 C22 H22 125.8 . . ?
Fe2 C22 H22 125.8 . . ?
C22 C23 C24 107.7(4) . . ?
C22 C23 Fe2 69.7(3) . . ?
C24 C23 Fe2 69.2(3) . . ?
C22 C23 H23 126.2 . . ?
C24 C23 H23 126.2 . . ?
Fe2 C23 H23 126.6 . . ?
C25 C24 C23 107.6(4) . . ?
C25 C24 Fe2 70.0(2) . . ?
C23 C24 Fe2 69.8(2) . . ?
C25 C24 H24 126.2 . . ?
C23 C24 H24 126.2 . . ?
Fe2 C24 H24 125.6 . . ?
C21 C25 C24 107.7(4) . . ?
C21 C25 Fe2 69.8(2) . . ?
C24 C25 Fe2 69.2(2) . . ?
C21 C25 H25 126.1 . . ?
C24 C25 H25 126.1 . . ?
Fe2 C25 H25 126.4 . . ?
C30 C26 C27 107.5(4) . . ?
C30 C26 Fe2 70.1(2) . . ?
C27 C26 Fe2 68.9(2) . . ?
C30 C26 H26 126.3 . . ?
C27 C26 H26 126.3 . . ?
Fe2 C26 H26 126.3 . . ?
C28 C27 C26 108.3(4) . . ?
C28 C27 Fe2 69.7(3) . . ?
C26 C27 Fe2 70.2(3) . . ?
C28 C27 H27 125.8 . . ?
C26 C27 H27 125.8 . . ?
Fe2 C27 H27 125.9 . . ?
C27 C28 C29 108.3(4) . . ?
C27 C28 Fe2 69.8(3) . . ?
C29 C28 Fe2 70.2(3) . . ?
C27 C28 H28 125.9 . . ?
C29 C28 H28 125.9 . . ?
Fe2 C28 H28 125.7 . . ?
C30 C29 C28 107.8(4) . . ?
C30 C29 Fe2 70.2(3) . . ?
C28 C29 Fe2 69.0(3) . . ?
C30 C29 H29 126.1 . . ?
C28 C29 H29 126.1 . . ?
Fe2 C29 H29 126.3 . . ?
N31 C30 C29 122.9(4) . . ?
N31 C30 C26 128.9(4) . . ?
C29 C30 C26 108.1(4) . . ?
N31 C30 Fe2 129.1(3) . . ?
C29 C30 Fe2 69.3(2) . . ?
C26 C30 Fe2 69.4(2) . . ?
C32 N31 C30 125.0(4) . . ?
C32 N31 H31 115(3) . . ?
C30 N31 H31 120(3) . . ?
O33 C32 N31 123.6(4) . . ?
O33 C32 C34 121.6(4) . . ?
N31 C32 C34 114.7(4) . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.0 . . . . ?
Fe1 C1 C2 C3 -59.62(15) . . . . ?
C5 C1 C2 Fe1 59.62(15) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
Fe1 C2 C3 C4 -58.98(15) . . . . ?
C1 C2 C3 Fe1 58.98(15) . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
Fe1 C3 C4 C5 -58.77(15) . . . . ?
C2 C3 C4 Fe1 58.77(15) . . . . ?
C2 C1 C5 C4 0.0 . . . . ?
Fe1 C1 C5 C4 59.81(16) . . . . ?
C2 C1 C5 Fe1 -59.81(16) . . . . ?
C3 C4 C5 C1 0.0 . . . . ?
Fe1 C4 C5 C1 -59.29(15) . . . . ?
C3 C4 C5 Fe1 59.29(15) . . . . ?
C10 C6 C7 C8 -0.3(5) . . . . ?
Fe1 C6 C7 C8 59.3(3) . . . . ?
C10 C6 C7 Fe1 -59.6(3) . . . . ?
C6 C7 C8 C9 -0.1(6) . . . . ?
Fe1 C7 C8 C9 59.7(3) . . . . ?
C6 C7 C8 Fe1 -59.8(3) . . . . ?
C7 C8 C9 C10 0.4(5) . . . . ?
Fe1 C8 C9 C10 59.8(3) . . . . ?
C7 C8 C9 Fe1 -59.4(3) . . . . ?
C8 C9 C10 N11 -179.6(4) . . . . ?
Fe1 C9 C10 N11 -120.5(5) . . . . ?
C8 C9 C10 C6 -0.6(5) . . . . ?
Fe1 C9 C10 C6 58.5(3) . . . . ?
C8 C9 C10 Fe1 -59.1(3) . . . . ?
C7 C6 C10 N11 179.6(4) . . . . ?
Fe1 C6 C10 N11 120.5(4) . . . . ?
C7 C6 C10 C9 0.5(5) . . . . ?
Fe1 C6 C10 C9 -58.6(3) . . . . ?
C7 C6 C10 Fe1 59.1(3) . . . . ?
C9 C10 N11 C12 -18.9(7) . . . . ?
C6 C10 N11 C12 162.3(4) . . . . ?
Fe1 C10 N11 C12 -110.4(4) . . . . ?
C10 N11 C12 O13 -1.1(6) . . . . ?
C10 N11 C12 C14 178.5(4) . . . . ?
C25 C21 C22 C23 0.4(5) . . . . ?
Fe2 C21 C22 C23 59.6(3) . . . . ?
C25 C21 C22 Fe2 -59.2(3) . . . . ?
C21 C22 C23 C24 -0.8(5) . . . . ?
Fe2 C22 C23 C24 58.9(3) . . . . ?
C21 C22 C23 Fe2 -59.7(3) . . . . ?
C22 C23 C24 C25 0.8(5) . . . . ?
Fe2 C23 C24 C25 60.0(3) . . . . ?
C22 C23 C24 Fe2 -59.2(3) . . . . ?
C22 C21 C25 C24 0.1(5) . . . . ?
Fe2 C21 C25 C24 -59.0(3) . . . . ?
C22 C21 C25 Fe2 59.1(3) . . . . ?
C23 C24 C25 C21 -0.5(5) . . . . ?
Fe2 C24 C25 C21 59.4(3) . . . . ?
C23 C24 C25 Fe2 -59.9(3) . . . . ?
C30 C26 C27 C28 0.3(5) . . . . ?
Fe2 C26 C27 C28 -59.4(3) . . . . ?
C30 C26 C27 Fe2 59.7(3) . . . . ?
C26 C27 C28 C29 -0.2(5) . . . . ?
Fe2 C27 C28 C29 -59.9(3) . . . . ?
C26 C27 C28 Fe2 59.7(3) . . . . ?
C27 C28 C29 C30 0.0(5) . . . . ?
Fe2 C28 C29 C30 -59.7(3) . . . . ?
C27 C28 C29 Fe2 59.7(3) . . . . ?
C28 C29 C30 N31 -177.1(4) . . . . ?
Fe2 C29 C30 N31 123.9(4) . . . . ?
C28 C29 C30 C26 0.2(5) . . . . ?
Fe2 C29 C30 C26 -58.7(3) . . . . ?
C28 C29 C30 Fe2 58.9(3) . . . . ?
C27 C26 C30 N31 176.8(4) . . . . ?
Fe2 C26 C30 N31 -124.2(5) . . . . ?
C27 C26 C30 C29 -0.3(5) . . . . ?
Fe2 C26 C30 C29 58.7(3) . . . . ?
C27 C26 C30 Fe2 -59.0(3) . . . . ?
C29 C30 N31 C32 -158.5(5) . . . . ?
C26 C30 N31 C32 24.7(7) . . . . ?
Fe2 C30 N31 C32 -69.5(6) . . . . ?
C30 N31 C32 O33 1.1(8) . . . . ?
C30 N31 C32 C34 -179.5(4) . . . . ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_WE9532
_database_code_depnum_ccdc_archive 'CCDC 2014638'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 02 mars 2020                                             #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C12 H10 F3 Fe N O'
_chemical_formula_sum            'C12 H10 F3 Fe N O'
_chemical_formula_weight         297.06
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.261(3)
_cell_length_b                   7.4670(11)
_cell_length_c                   10.2018(16)
_cell_angle_alpha                90
_cell_angle_beta                 109.261(6)
_cell_angle_gamma                90
_cell_volume                     1097.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    6239
_cell_measurement_theta_min      2.8277
_cell_measurement_theta_max      27.5027
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0561062
_diffrn_orient_matrix_UB_21      0.0684801
_diffrn_orient_matrix_UB_31      0.0542595
_diffrn_orient_matrix_UB_12      -0.0100606
_diffrn_orient_matrix_UB_22      0.0879013
_diffrn_orient_matrix_UB_32      -0.1005358
_diffrn_orient_matrix_UB_13      -0.0425435
_diffrn_orient_matrix_UB_23      0.0391076
_diffrn_orient_matrix_UB_33      0.0384502


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.120
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             600
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.400
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_T_max  0.845

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0294
_diffrn_reflns_av_uneti/neti     0.0381
_diffrn_reflns_number            6675
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.828
_diffrn_reflns_theta_max         27.527
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.975
_reflns_number_total             2466
_reflns_number_gt                2147
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+2.1102P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2466
_refine_ls_number_parameters     166
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0763
_refine_ls_wR_factor_gt          0.0720
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.142
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.856
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.079

#------------------------------------------------------------------------------#
#               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 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.82461(2) 0.51208(4) 0.74196(3) 0.01158(10) Uani 1 1 d . . . . .
C1 C 0.7416(2) 0.6318(4) 0.8370(3) 0.0316(6) Uani 1 1 d . U . . .
H1 H 0.681003 0.593681 0.831144 0.038 Uiso 1 1 calc R U . . .
C2 C 0.76335(18) 0.7557(3) 0.7472(3) 0.0251(5) Uani 1 1 d . U . . .
H2 H 0.720187 0.815344 0.670717 0.030 Uiso 1 1 calc R U . . .
C3 C 0.86130(17) 0.7745(3) 0.7922(2) 0.0182(4) Uani 1 1 d . U . . .
H3 H 0.894980 0.849584 0.750622 0.022 Uiso 1 1 calc R U . . .
C4 C 0.9007(2) 0.6630(3) 0.9094(3) 0.0247(5) Uani 1 1 d . U . . .
H4 H 0.964947 0.649758 0.959980 0.030 Uiso 1 1 calc R U . . .
C5 C 0.8258(2) 0.5743(4) 0.9371(3) 0.0321(6) Uani 1 1 d . U . . .
H5 H 0.831393 0.491170 1.009911 0.039 Uiso 1 1 calc R U . . .
C6 C 0.79062(16) 0.4376(3) 0.5382(2) 0.0132(4) Uani 1 1 d . . . . .
H6 H 0.760940 0.510892 0.460031 0.016 Uiso 1 1 calc R U . . .
C7 C 0.88801(16) 0.4208(3) 0.6062(2) 0.0157(5) Uani 1 1 d . . . . .
H7 H 0.935040 0.480235 0.580808 0.019 Uiso 1 1 calc R U . . .
C8 C 0.90267(16) 0.2993(3) 0.7191(2) 0.0169(5) Uani 1 1 d . . . . .
H8 H 0.961333 0.264164 0.781958 0.020 Uiso 1 1 calc R U . . .
C9 C 0.81460(15) 0.2391(3) 0.7222(2) 0.0138(4) Uani 1 1 d . . . . .
H9 H 0.803900 0.158115 0.787139 0.017 Uiso 1 1 calc R U . . .
C10 C 0.74572(15) 0.3237(3) 0.6092(2) 0.0114(4) Uani 1 1 d . . . . .
N11 N 0.64831(13) 0.2993(3) 0.5643(2) 0.0130(4) Uani 1 1 d . . . . .
H11 H 0.6208(19) 0.314(4) 0.484(3) 0.016 Uiso 1 1 d . U . . .
C12 C 0.59977(16) 0.2521(3) 0.6468(2) 0.0149(4) Uani 1 1 d . . . . .
O13 O 0.63053(12) 0.2183(3) 0.77079(17) 0.0232(4) Uani 1 1 d . . . . .
C14 C 0.49414(17) 0.2472(3) 0.5755(2) 0.0188(5) Uani 1 1 d . . . . .
F15 F 0.45353(11) 0.3678(2) 0.63396(17) 0.0293(4) Uani 1 1 d . . . . .
F16 F 0.46685(10) 0.2829(2) 0.43910(15) 0.0309(4) Uani 1 1 d . . . . .
F17 F 0.45974(10) 0.0870(2) 0.59094(17) 0.0282(4) 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
Fe1 C5 2.038(2) . ?
Fe1 C1 2.038(2) . ?
Fe1 C8 2.045(2) . ?
Fe1 C10 2.046(2) . ?
Fe1 C6 2.047(2) . ?
Fe1 C9 2.049(2) . ?
Fe1 C7 2.050(2) . ?
Fe1 C2 2.054(2) . ?
Fe1 C3 2.056(2) . ?
Fe1 C4 2.056(3) . ?
C1 C2 1.416(4) . ?
C1 C5 1.419(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.419(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.418(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.428(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.423(3) . ?
C6 C10 1.430(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.425(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.427(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.426(3) . ?
C9 H9 0.9500 . ?
C10 N11 1.416(3) . ?
N11 C12 1.339(3) . ?
N11 H11 0.80(3) . ?
C12 O13 1.222(3) . ?
C12 C14 1.535(3) . ?
C14 F17 1.336(3) . ?
C14 F15 1.340(3) . ?
C14 F16 1.341(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 Fe1 C1 40.75(13) . . ?
C5 Fe1 C8 118.06(11) . . ?
C1 Fe1 C8 150.67(11) . . ?
C5 Fe1 C10 128.09(10) . . ?
C1 Fe1 C10 107.08(10) . . ?
C8 Fe1 C10 68.17(9) . . ?
C5 Fe1 C6 166.30(11) . . ?
C1 Fe1 C6 127.82(11) . . ?
C8 Fe1 C6 68.60(9) . . ?
C10 Fe1 C6 40.89(8) . . ?
C5 Fe1 C9 107.40(10) . . ?
C1 Fe1 C9 116.42(10) . . ?
C8 Fe1 C9 40.81(9) . . ?
C10 Fe1 C9 40.77(9) . . ?
C6 Fe1 C9 69.15(9) . . ?
C5 Fe1 C7 151.79(12) . . ?
C1 Fe1 C7 166.67(12) . . ?
C8 Fe1 C7 40.72(9) . . ?
C10 Fe1 C7 68.28(9) . . ?
C6 Fe1 C7 40.66(9) . . ?
C9 Fe1 C7 68.85(9) . . ?
C5 Fe1 C2 68.30(12) . . ?
C1 Fe1 C2 40.50(11) . . ?
C8 Fe1 C2 168.09(10) . . ?
C10 Fe1 C2 116.90(10) . . ?
C6 Fe1 C2 107.59(10) . . ?
C9 Fe1 C2 149.74(10) . . ?
C7 Fe1 C2 129.24(10) . . ?
C5 Fe1 C3 68.00(10) . . ?
C1 Fe1 C3 67.94(10) . . ?
C8 Fe1 C3 130.39(10) . . ?
C10 Fe1 C3 150.77(9) . . ?
C6 Fe1 C3 117.99(9) . . ?
C9 Fe1 C3 167.96(9) . . ?
C7 Fe1 C3 109.58(9) . . ?
C2 Fe1 C3 40.39(10) . . ?
C5 Fe1 C4 40.82(11) . . ?
C1 Fe1 C4 68.55(12) . . ?
C8 Fe1 C4 109.25(10) . . ?
C10 Fe1 C4 167.03(9) . . ?
C6 Fe1 C4 151.31(10) . . ?
C9 Fe1 C4 129.06(10) . . ?
C7 Fe1 C4 118.69(10) . . ?
C2 Fe1 C4 68.31(11) . . ?
C3 Fe1 C4 40.34(10) . . ?
C2 C1 C5 108.2(2) . . ?
C2 C1 Fe1 70.34(14) . . ?
C5 C1 Fe1 69.63(15) . . ?
C2 C1 H1 125.9 . . ?
C5 C1 H1 125.9 . . ?
Fe1 C1 H1 125.7 . . ?
C1 C2 C3 107.6(3) . . ?
C1 C2 Fe1 69.16(15) . . ?
C3 C2 Fe1 69.89(14) . . ?
C1 C2 H2 126.2 . . ?
C3 C2 H2 126.2 . . ?
Fe1 C2 H2 126.3 . . ?
C4 C3 C2 108.9(2) . . ?
C4 C3 Fe1 69.85(14) . . ?
C2 C3 Fe1 69.73(14) . . ?
C4 C3 H3 125.6 . . ?
C2 C3 H3 125.6 . . ?
Fe1 C3 H3 126.5 . . ?
C3 C4 C5 107.1(3) . . ?
C3 C4 Fe1 69.82(14) . . ?
C5 C4 Fe1 68.91(15) . . ?
C3 C4 H4 126.4 . . ?
C5 C4 H4 126.4 . . ?
Fe1 C4 H4 126.4 . . ?
C1 C5 C4 108.2(2) . . ?
C1 C5 Fe1 69.62(15) . . ?
C4 C5 Fe1 70.26(14) . . ?
C1 C5 H5 125.9 . . ?
C4 C5 H5 125.9 . . ?
Fe1 C5 H5 125.8 . . ?
C7 C6 C10 107.36(19) . . ?
C7 C6 Fe1 69.79(12) . . ?
C10 C6 Fe1 69.53(12) . . ?
C7 C6 H6 126.3 . . ?
C10 C6 H6 126.3 . . ?
Fe1 C6 H6 125.9 . . ?
C6 C7 C8 108.10(19) . . ?
C6 C7 Fe1 69.55(12) . . ?
C8 C7 Fe1 69.45(12) . . ?
C6 C7 H7 125.9 . . ?
C8 C7 H7 125.9 . . ?
Fe1 C7 H7 126.6 . . ?
C7 C8 C9 108.7(2) . . ?
C7 C8 Fe1 69.83(13) . . ?
C9 C8 Fe1 69.76(12) . . ?
C7 C8 H8 125.7 . . ?
C9 C8 H8 125.7 . . ?
Fe1 C8 H8 126.3 . . ?
C10 C9 C8 106.91(19) . . ?
C10 C9 Fe1 69.50(12) . . ?
C8 C9 Fe1 69.43(13) . . ?
C10 C9 H9 126.5 . . ?
C8 C9 H9 126.5 . . ?
Fe1 C9 H9 126.1 . . ?
N11 C10 C9 128.30(19) . . ?
N11 C10 C6 122.71(19) . . ?
C9 C10 C6 108.93(19) . . ?
N11 C10 Fe1 128.94(15) . . ?
C9 C10 Fe1 69.73(12) . . ?
C6 C10 Fe1 69.57(12) . . ?
C12 N11 C10 124.77(19) . . ?
C12 N11 H11 118(2) . . ?
C10 N11 H11 117(2) . . ?
O13 C12 N11 127.0(2) . . ?
O13 C12 C14 118.08(19) . . ?
N11 C12 C14 114.87(19) . . ?
F17 C14 F15 106.96(18) . . ?
F17 C14 F16 107.5(2) . . ?
F15 C14 F16 107.3(2) . . ?
F17 C14 C12 111.0(2) . . ?
F15 C14 C12 109.91(19) . . ?
F16 C14 C12 113.91(18) . . ?

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
C5 C1 C2 C3 0.0(3) . . . . ?
Fe1 C1 C2 C3 -59.54(16) . . . . ?
C5 C1 C2 Fe1 59.55(18) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
Fe1 C2 C3 C4 -59.04(16) . . . . ?
C1 C2 C3 Fe1 59.09(17) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
Fe1 C3 C4 C5 -59.05(17) . . . . ?
C2 C3 C4 Fe1 58.96(16) . . . . ?
C2 C1 C5 C4 -0.1(3) . . . . ?
Fe1 C1 C5 C4 59.93(17) . . . . ?
C2 C1 C5 Fe1 -59.99(17) . . . . ?
C3 C4 C5 C1 0.1(3) . . . . ?
Fe1 C4 C5 C1 -59.53(17) . . . . ?
C3 C4 C5 Fe1 59.63(17) . . . . ?
C10 C6 C7 C8 -0.7(2) . . . . ?
Fe1 C6 C7 C8 58.93(15) . . . . ?
C10 C6 C7 Fe1 -59.63(14) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
Fe1 C7 C8 C9 59.11(16) . . . . ?
C6 C7 C8 Fe1 -58.99(15) . . . . ?
C7 C8 C9 C10 0.5(2) . . . . ?
Fe1 C8 C9 C10 59.67(15) . . . . ?
C7 C8 C9 Fe1 -59.16(16) . . . . ?
C8 C9 C10 N11 176.2(2) . . . . ?
Fe1 C9 C10 N11 -124.2(2) . . . . ?
C8 C9 C10 C6 -0.9(2) . . . . ?
Fe1 C9 C10 C6 58.67(15) . . . . ?
C8 C9 C10 Fe1 -59.62(15) . . . . ?
C7 C6 C10 N11 -176.29(19) . . . . ?
Fe1 C6 C10 N11 123.9(2) . . . . ?
C7 C6 C10 C9 1.0(2) . . . . ?
Fe1 C6 C10 C9 -58.77(15) . . . . ?
C7 C6 C10 Fe1 59.80(15) . . . . ?
C9 C10 N11 C12 28.7(3) . . . . ?
C6 C10 N11 C12 -154.5(2) . . . . ?
Fe1 C10 N11 C12 -65.3(3) . . . . ?
C10 N11 C12 O13 -2.0(4) . . . . ?
C10 N11 C12 C14 175.9(2) . . . . ?
O13 C12 C14 F17 -57.4(3) . . . . ?
N11 C12 C14 F17 124.5(2) . . . . ?
O13 C12 C14 F15 60.7(3) . . . . ?
N11 C12 C14 F15 -117.4(2) . . . . ?
O13 C12 C14 F16 -178.9(2) . . . . ?
N11 C12 C14 F16 3.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
# Hydrogen bonding scheme
# -----------------------
#
# D       H       A       D-H         H...A       D...A      D-H...A   symm publ
# ------------------------------------------------------------------------------
N11 H11 O13 0.80(3) 2.24(3) 2.919(2) 144(3) 4_565 yes
N11 H11 F16 0.80(3) 2.25(3) 2.642(2) 111(2) . yes

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WE9382
_database_code_depnum_ccdc_archive 'CCDC 2014641'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 06 juillet 2020                                          #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H14 Fe N2 O3'
_chemical_formula_sum            'C17 H14 Fe N2 O3'
_chemical_formula_weight         350.15
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
_space_group_IT_number           60
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.433(3)
_cell_length_b                   10.1869(16)
_cell_length_c                   15.329(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2878.4(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9184
_cell_measurement_theta_min      2.2843
_cell_measurement_theta_max      27.4837
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0741578
_diffrn_orient_matrix_UB_21      -0.0094391
_diffrn_orient_matrix_UB_31      0.0636239
_diffrn_orient_matrix_UB_12      -0.0130829
_diffrn_orient_matrix_UB_22      -0.0636461
_diffrn_orient_matrix_UB_32      0.0058066
_diffrn_orient_matrix_UB_13      0.0338406
_diffrn_orient_matrix_UB_23      -0.0106995
_diffrn_orient_matrix_UB_33      -0.0410308


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

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.580
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1440
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.681
_exptl_absorpt_correction_T_max  0.834

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      127                                        #
# Total length of scans  [*] :   127.00 (deg.)                                 #
# Rotation speed         [*] :     5.00 sec./deg.                              #
# Total exposition time  [*] :         10.6 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       5.0   1.00     34.0     127   0.27 270.94  56.52  23.00 149.98  #
#  2 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0544
_diffrn_reflns_av_r_equivalents  0.0641
_diffrn_reflns_number            13867
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.210
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_reflns_number_total             3282
_reflns_number_gt                2721
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+3.2544P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018_3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0026(4)
_refine_ls_number_reflns         3282
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0975
_refine_ls_wR_factor_gt          0.0899
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_restrained_S_all      0.964
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.081

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.14696(2) 0.52050(3) 0.47209(2) 0.00966(11) Uani 1 1 d . . . . .
C1 C 0.20194(13) 0.3570(2) 0.51038(15) 0.0207(5) Uani 1 1 d . . . . .
H1 H 0.210909 0.281775 0.475362 0.025 Uiso 1 1 calc R U . . .
C2 C 0.24716(13) 0.4689(2) 0.51685(15) 0.0212(5) Uani 1 1 d . . . . .
H2 H 0.291711 0.481980 0.486938 0.025 Uiso 1 1 calc R U . . .
C3 C 0.21406(12) 0.5583(2) 0.57610(14) 0.0180(4) Uani 1 1 d . . . . .
H3 H 0.232639 0.641687 0.592613 0.022 Uiso 1 1 calc R U . . .
C4 C 0.14831(12) 0.5010(2) 0.60623(14) 0.0162(4) Uani 1 1 d . . . . .
H4 H 0.115315 0.539120 0.646537 0.019 Uiso 1 1 calc R U . . .
C5 C 0.14075(12) 0.3767(2) 0.56538(14) 0.0188(5) Uani 1 1 d . . . . .
H5 H 0.101670 0.317058 0.573382 0.023 Uiso 1 1 calc R U . . .
C6 C 0.13548(11) 0.68762(19) 0.39906(13) 0.0126(4) Uani 1 1 d . . . . .
H6 H 0.158807 0.769295 0.409460 0.015 Uiso 1 1 calc R U . . .
C7 C 0.06709(12) 0.6476(2) 0.43289(13) 0.0142(4) Uani 1 1 d . . . . .
H7 H 0.036509 0.698201 0.469755 0.017 Uiso 1 1 calc R U . . .
C8 C 0.05244(12) 0.5184(2) 0.40182(13) 0.0146(4) Uani 1 1 d . . . . .
H8 H 0.010299 0.468168 0.414441 0.018 Uiso 1 1 calc R U . . .
C9 C 0.11165(12) 0.4772(2) 0.34867(13) 0.0127(4) Uani 1 1 d . . . . .
H9 H 0.116222 0.394927 0.320003 0.015 Uiso 1 1 calc R U . . .
C10 C 0.16281(11) 0.58236(19) 0.34643(12) 0.0104(4) Uani 1 1 d . . . . .
N11 N 0.22918(10) 0.59078(17) 0.30099(11) 0.0107(3) Uani 1 1 d . . . . .
H11 H 0.2449(14) 0.666(3) 0.2922(15) 0.013 Uiso 1 1 d . U . . .
C12 C 0.26845(12) 0.48736(18) 0.27380(12) 0.0106(4) Uani 1 1 d . . . . .
O13 O 0.24888(8) 0.37284(13) 0.28655(9) 0.0141(3) Uani 1 1 d . . . . .
C14 C 0.33820(12) 0.51575(19) 0.22682(12) 0.0111(4) Uani 1 1 d . . . . .
C15 C 0.38213(13) 0.4089(2) 0.20565(14) 0.0162(4) Uani 1 1 d . . . . .
H15 H 0.367403 0.322880 0.221788 0.019 Uiso 1 1 calc R U . . .
C16 C 0.44699(12) 0.4265(2) 0.16137(14) 0.0158(4) Uani 1 1 d . . . . .
H16 H 0.476883 0.353666 0.146968 0.019 Uiso 1 1 calc R U . . .
C17 C 0.46698(11) 0.5524(2) 0.13880(13) 0.0132(4) Uani 1 1 d . . . . .
C18 C 0.42517(13) 0.6604(2) 0.15863(16) 0.0214(5) Uani 1 1 d . . . . .
H18 H 0.440524 0.746037 0.142546 0.026 Uiso 1 1 calc R U . . .
C19 C 0.36030(12) 0.6416(2) 0.20248(15) 0.0187(5) Uani 1 1 d . . . . .
H19 H 0.330595 0.715039 0.216116 0.022 Uiso 1 1 calc R U . . .
N20 N 0.53614(10) 0.57211(17) 0.09229(12) 0.0165(4) Uani 1 1 d . . . . .
O21 O 0.56913(10) 0.47445(16) 0.06690(12) 0.0257(4) Uani 1 1 d . . . . .
O22 O 0.55707(10) 0.68437(16) 0.08022(13) 0.0323(4) 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
Fe1 C1 2.036(2) . ?
Fe1 C2 2.039(2) . ?
Fe1 C10 2.0477(19) . ?
Fe1 C8 2.048(2) . ?
Fe1 C6 2.049(2) . ?
Fe1 C9 2.049(2) . ?
Fe1 C5 2.051(2) . ?
Fe1 C7 2.051(2) . ?
Fe1 C3 2.054(2) . ?
Fe1 C4 2.066(2) . ?
C1 C2 1.416(3) . ?
C1 C5 1.422(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.424(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.422(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.420(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.423(3) . ?
C6 C10 1.433(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.426(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.425(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.428(3) . ?
C9 H9 0.9500 . ?
C10 N11 1.410(3) . ?
N11 C12 1.344(3) . ?
N11 H11 0.83(3) . ?
C12 O13 1.237(2) . ?
C12 C14 1.502(3) . ?
C14 C15 1.395(3) . ?
C14 C19 1.396(3) . ?
C15 C16 1.386(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.379(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.377(3) . ?
C17 N20 1.474(3) . ?
C18 C19 1.385(3) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
N20 O22 1.221(2) . ?
N20 O21 1.229(2) . ?

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
C1 Fe1 C2 40.65(10) . . ?
C1 Fe1 C10 116.86(9) . . ?
C2 Fe1 C10 105.46(9) . . ?
C1 Fe1 C8 124.49(9) . . ?
C2 Fe1 C8 160.83(9) . . ?
C10 Fe1 C8 68.28(8) . . ?
C1 Fe1 C6 152.72(9) . . ?
C2 Fe1 C6 119.45(9) . . ?
C10 Fe1 C6 40.97(8) . . ?
C8 Fe1 C6 68.50(8) . . ?
C1 Fe1 C9 104.37(9) . . ?
C2 Fe1 C9 122.88(9) . . ?
C10 Fe1 C9 40.79(8) . . ?
C8 Fe1 C9 40.71(8) . . ?
C6 Fe1 C9 68.99(8) . . ?
C1 Fe1 C5 40.73(9) . . ?
C2 Fe1 C5 68.39(9) . . ?
C10 Fe1 C5 152.11(9) . . ?
C8 Fe1 C5 108.16(9) . . ?
C6 Fe1 C5 165.74(9) . . ?
C9 Fe1 C5 118.19(9) . . ?
C1 Fe1 C7 163.40(9) . . ?
C2 Fe1 C7 155.74(9) . . ?
C10 Fe1 C7 68.44(8) . . ?
C8 Fe1 C7 40.71(8) . . ?
C6 Fe1 C7 40.62(8) . . ?
C9 Fe1 C7 68.73(8) . . ?
C5 Fe1 C7 127.98(9) . . ?
C1 Fe1 C3 68.29(9) . . ?
C2 Fe1 C3 40.71(9) . . ?
C10 Fe1 C3 125.91(9) . . ?
C8 Fe1 C3 157.24(9) . . ?
C6 Fe1 C3 109.30(9) . . ?
C9 Fe1 C3 161.50(9) . . ?
C5 Fe1 C3 68.06(9) . . ?
C7 Fe1 C3 122.77(9) . . ?
C1 Fe1 C4 68.19(9) . . ?
C2 Fe1 C4 68.25(9) . . ?
C10 Fe1 C4 164.62(8) . . ?
C8 Fe1 C4 122.18(9) . . ?
C6 Fe1 C4 128.69(8) . . ?
C9 Fe1 C4 154.45(9) . . ?
C5 Fe1 C4 40.34(9) . . ?
C7 Fe1 C4 111.16(8) . . ?
C3 Fe1 C4 40.39(9) . . ?
C2 C1 C5 108.2(2) . . ?
C2 C1 Fe1 69.79(13) . . ?
C5 C1 Fe1 70.18(13) . . ?
C2 C1 H1 125.9 . . ?
C5 C1 H1 125.9 . . ?
Fe1 C1 H1 125.7 . . ?
C1 C2 C3 107.9(2) . . ?
C1 C2 Fe1 69.56(13) . . ?
C3 C2 Fe1 70.22(13) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 H2 126.0 . . ?
Fe1 C2 H2 125.8 . . ?
C4 C3 C2 108.0(2) . . ?
C4 C3 Fe1 70.25(12) . . ?
C2 C3 Fe1 69.07(13) . . ?
C4 C3 H3 126.0 . . ?
C2 C3 H3 126.0 . . ?
Fe1 C3 H3 126.3 . . ?
C5 C4 C3 107.86(19) . . ?
C5 C4 Fe1 69.25(12) . . ?
C3 C4 Fe1 69.36(12) . . ?
C5 C4 H4 126.1 . . ?
C3 C4 H4 126.1 . . ?
Fe1 C4 H4 126.9 . . ?
C4 C5 C1 108.0(2) . . ?
C4 C5 Fe1 70.41(12) . . ?
C1 C5 Fe1 69.08(12) . . ?
C4 C5 H5 126.0 . . ?
C1 C5 H5 126.0 . . ?
Fe1 C5 H5 126.1 . . ?
C7 C6 C10 107.60(17) . . ?
C7 C6 Fe1 69.77(11) . . ?
C10 C6 Fe1 69.49(11) . . ?
C7 C6 H6 126.2 . . ?
C10 C6 H6 126.2 . . ?
Fe1 C6 H6 126.1 . . ?
C6 C7 C8 108.09(18) . . ?
C6 C7 Fe1 69.61(12) . . ?
C8 C7 Fe1 69.56(12) . . ?
C6 C7 H7 126.0 . . ?
C8 C7 H7 126.0 . . ?
Fe1 C7 H7 126.5 . . ?
C9 C8 C7 108.53(19) . . ?
C9 C8 Fe1 69.66(12) . . ?
C7 C8 Fe1 69.73(12) . . ?
C9 C8 H8 125.7 . . ?
C7 C8 H8 125.7 . . ?
Fe1 C8 H8 126.4 . . ?
C8 C9 C10 107.38(18) . . ?
C8 C9 Fe1 69.63(12) . . ?
C10 C9 Fe1 69.56(11) . . ?
C8 C9 H9 126.3 . . ?
C10 C9 H9 126.3 . . ?
Fe1 C9 H9 126.1 . . ?
N11 C10 C9 129.09(18) . . ?
N11 C10 C6 122.50(18) . . ?
C9 C10 C6 108.40(18) . . ?
N11 C10 Fe1 127.38(14) . . ?
C9 C10 Fe1 69.65(11) . . ?
C6 C10 Fe1 69.55(11) . . ?
C12 N11 C10 124.93(17) . . ?
C12 N11 H11 119.0(18) . . ?
C10 N11 H11 116.0(17) . . ?
O13 C12 N11 122.21(19) . . ?
O13 C12 C14 120.48(18) . . ?
N11 C12 C14 117.31(17) . . ?
C15 C14 C19 119.0(2) . . ?
C15 C14 C12 117.27(18) . . ?
C19 C14 C12 123.69(18) . . ?
C16 C15 C14 120.90(19) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 118.26(19) . . ?
C17 C16 H16 120.9 . . ?
C15 C16 H16 120.9 . . ?
C18 C17 C16 122.6(2) . . ?
C18 C17 N20 118.81(19) . . ?
C16 C17 N20 118.62(18) . . ?
C17 C18 C19 118.71(19) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C18 C19 C14 120.5(2) . . ?
C18 C19 H19 119.7 . . ?
C14 C19 H19 119.7 . . ?
O22 N20 O21 123.61(19) . . ?
O22 N20 C17 118.30(18) . . ?
O21 N20 C17 118.08(18) . . ?

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
C5 C1 C2 C3 0.1(2) . . . . ?
Fe1 C1 C2 C3 59.99(15) . . . . ?
C5 C1 C2 Fe1 -59.92(15) . . . . ?
C1 C2 C3 C4 0.1(2) . . . . ?
Fe1 C2 C3 C4 59.67(15) . . . . ?
C1 C2 C3 Fe1 -59.58(15) . . . . ?
C2 C3 C4 C5 -0.2(2) . . . . ?
Fe1 C3 C4 C5 58.72(15) . . . . ?
C2 C3 C4 Fe1 -58.94(15) . . . . ?
C3 C4 C5 C1 0.3(2) . . . . ?
Fe1 C4 C5 C1 59.05(15) . . . . ?
C3 C4 C5 Fe1 -58.79(15) . . . . ?
C2 C1 C5 C4 -0.2(2) . . . . ?
Fe1 C1 C5 C4 -59.88(15) . . . . ?
C2 C1 C5 Fe1 59.68(15) . . . . ?
C10 C6 C7 C8 0.3(2) . . . . ?
Fe1 C6 C7 C8 -59.11(14) . . . . ?
C10 C6 C7 Fe1 59.43(13) . . . . ?
C6 C7 C8 C9 0.1(2) . . . . ?
Fe1 C7 C8 C9 -59.03(14) . . . . ?
C6 C7 C8 Fe1 59.14(14) . . . . ?
C7 C8 C9 C10 -0.5(2) . . . . ?
Fe1 C8 C9 C10 -59.56(14) . . . . ?
C7 C8 C9 Fe1 59.08(14) . . . . ?
C8 C9 C10 N11 -178.19(19) . . . . ?
Fe1 C9 C10 N11 122.2(2) . . . . ?
C8 C9 C10 C6 0.7(2) . . . . ?
Fe1 C9 C10 C6 -58.93(14) . . . . ?
C8 C9 C10 Fe1 59.61(14) . . . . ?
C7 C6 C10 N11 178.34(17) . . . . ?
Fe1 C6 C10 N11 -122.05(18) . . . . ?
C7 C6 C10 C9 -0.6(2) . . . . ?
Fe1 C6 C10 C9 58.99(14) . . . . ?
C7 C6 C10 Fe1 -59.61(14) . . . . ?
C9 C10 N11 C12 -23.0(3) . . . . ?
C6 C10 N11 C12 158.26(19) . . . . ?
Fe1 C10 N11 C12 70.2(3) . . . . ?
C10 N11 C12 O13 0.2(3) . . . . ?
C10 N11 C12 C14 -179.59(17) . . . . ?
O13 C12 C14 C15 -5.5(3) . . . . ?
N11 C12 C14 C15 174.32(18) . . . . ?
O13 C12 C14 C19 173.4(2) . . . . ?
N11 C12 C14 C19 -6.7(3) . . . . ?
C19 C14 C15 C16 0.2(3) . . . . ?
C12 C14 C15 C16 179.23(19) . . . . ?
C14 C15 C16 C17 0.0(3) . . . . ?
C15 C16 C17 C18 0.1(3) . . . . ?
C15 C16 C17 N20 179.54(19) . . . . ?
C16 C17 C18 C19 -0.4(4) . . . . ?
N20 C17 C18 C19 -179.9(2) . . . . ?
C17 C18 C19 C14 0.6(4) . . . . ?
C15 C14 C19 C18 -0.6(3) . . . . ?
C12 C14 C19 C18 -179.5(2) . . . . ?
C18 C17 N20 O22 6.7(3) . . . . ?
C16 C17 N20 O22 -172.8(2) . . . . ?
C18 C17 N20 O21 -172.5(2) . . . . ?
C16 C17 N20 O21 8.1(3) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WE9682
_database_code_depnum_ccdc_archive 'CCDC 2014642'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 10 mars 2020                                             #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H14 Cl Fe N O'
_chemical_formula_sum            'C17 H14 Cl Fe N O'
_chemical_formula_weight         339.59
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.4453(9)
_cell_length_b                   10.4926(5)
_cell_length_c                   10.0119(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.996(2)
_cell_angle_gamma                90
_cell_volume                     1458.74(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    7279
_cell_measurement_theta_min      2.8720
_cell_measurement_theta_max      27.4938
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0080489
_diffrn_orient_matrix_UB_21      -0.0955118
_diffrn_orient_matrix_UB_31      0.0401096
_diffrn_orient_matrix_UB_12      -0.0194434
_diffrn_orient_matrix_UB_22      0.0347273
_diffrn_orient_matrix_UB_32      0.0865969
_diffrn_orient_matrix_UB_13      -0.0660210
_diffrn_orient_matrix_UB_23      -0.0285665
_diffrn_orient_matrix_UB_33      -0.0033677


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

_exptl_crystal_description       board
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.065
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             696
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.213
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.719
_exptl_absorpt_correction_T_max  0.924

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0341
_diffrn_reflns_av_uneti/neti     0.0416
_diffrn_reflns_number            8541
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.433
_diffrn_reflns_theta_max         27.509
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_reflns_number_total             3327
_reflns_number_gt                2899
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0184P)²+2.0985P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3327
_refine_ls_number_parameters     193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0765
_refine_ls_wR_factor_gt          0.0720
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.077

#------------------------------------------------------------------------------#
#               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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.36872(2) 0.55294(3) 0.64622(3) 0.01204(8) Uani 1 1 d . . . . .
Cl1 Cl -0.00526(5) 0.09259(6) 0.84053(7) 0.03795(16) Uani 1 1 d . . . . .
C1 C 0.28090(15) 0.6016(2) 0.4549(2) 0.0187(4) Uani 1 1 d . . . . .
H1 H 0.275358 0.557785 0.370021 0.022 Uiso 1 1 calc R U . . .
C2 C 0.34602(15) 0.70278(19) 0.5092(2) 0.0202(4) Uani 1 1 d . . . . .
H2 H 0.391349 0.738536 0.466849 0.024 Uiso 1 1 calc R U . . .
C3 C 0.33125(15) 0.74091(19) 0.6381(2) 0.0211(4) Uani 1 1 d . . . . .
H3 H 0.365249 0.806416 0.697083 0.025 Uiso 1 1 calc R U . . .
C4 C 0.25685(15) 0.6641(2) 0.6634(2) 0.0208(4) Uani 1 1 d . . . . .
H4 H 0.232322 0.669424 0.742034 0.025 Uiso 1 1 calc R U . . .
C5 C 0.22544(14) 0.5775(2) 0.5500(2) 0.0190(4) Uani 1 1 d . . . . .
H5 H 0.176366 0.515073 0.539702 0.023 Uiso 1 1 calc R U . . .
C6 C 0.41568(14) 0.46118(19) 0.83253(19) 0.0176(4) Uani 1 1 d . . . . .
H6 H 0.390323 0.470894 0.909987 0.021 Uiso 1 1 calc R U . . .
C7 C 0.49175(15) 0.5342(2) 0.8055(2) 0.0203(4) Uani 1 1 d . . . . .
H7 H 0.526227 0.601018 0.861839 0.024 Uiso 1 1 calc R U . . .
C8 C 0.50684(14) 0.4894(2) 0.6790(2) 0.0200(4) Uani 1 1 d . . . . .
H8 H 0.553265 0.521516 0.636475 0.024 Uiso 1 1 calc R U . . .
C9 C 0.44084(14) 0.38822(19) 0.6266(2) 0.0167(4) Uani 1 1 d . . . . .
H9 H 0.435351 0.341228 0.543692 0.020 Uiso 1 1 calc R U . . .
C10 C 0.38434(14) 0.37080(18) 0.72265(19) 0.0150(4) Uani 1 1 d . . . . .
N11 N 0.31234(12) 0.27970(16) 0.71965(16) 0.0154(3) Uani 1 1 d . . . . .
H11 H 0.2946(17) 0.276(2) 0.795(2) 0.018 Uiso 1 1 d . U . . .
C12 C 0.26796(14) 0.20766(18) 0.60899(19) 0.0152(4) Uani 1 1 d . . . . .
O13 O 0.28864(11) 0.21136(15) 0.49745(14) 0.0234(3) Uani 1 1 d . . . . .
C14 C 0.19258(14) 0.11754(19) 0.63034(19) 0.0166(4) Uani 1 1 d . . . . .
C15 C 0.18028(16) 0.0025(2) 0.5584(2) 0.0223(4) Uani 1 1 d . . . . .
H15 H 0.217436 -0.015441 0.495772 0.027 Uiso 1 1 calc R U . . .
C16 C 0.11397(17) -0.0858(2) 0.5779(2) 0.0281(5) Uani 1 1 d . . . . .
H16 H 0.107107 -0.165245 0.530605 0.034 Uiso 1 1 calc R U . . .
C17 C 0.05756(16) -0.0589(2) 0.6662(3) 0.0277(5) Uani 1 1 d . . . . .
H17 H 0.012178 -0.119450 0.680112 0.033 Uiso 1 1 calc R U . . .
C18 C 0.06837(15) 0.0569(2) 0.7335(2) 0.0229(4) Uani 1 1 d . . . . .
C19 C 0.13572(15) 0.14594(19) 0.7188(2) 0.0182(4) Uani 1 1 d . . . . .
H19 H 0.143036 0.224507 0.767704 0.022 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
Fe1 C4 2.038(2) . ?
Fe1 C3 2.041(2) . ?
Fe1 C6 2.0419(18) . ?
Fe1 C8 2.043(2) . ?
Fe1 C7 2.044(2) . ?
Fe1 C5 2.0445(19) . ?
Fe1 C10 2.0479(19) . ?
Fe1 C1 2.0495(19) . ?
Fe1 C2 2.053(2) . ?
Fe1 C9 2.0552(19) . ?
Cl1 C18 1.746(2) . ?
C1 C2 1.423(3) . ?
C1 C5 1.426(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.422(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.421(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.427(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.426(3) . ?
C6 C10 1.428(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.422(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.427(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.434(3) . ?
C9 H9 0.9500 . ?
C10 N11 1.407(2) . ?
N11 C12 1.348(3) . ?
N11 H11 0.86(2) . ?
C12 O13 1.234(2) . ?
C12 C14 1.501(3) . ?
C14 C15 1.391(3) . ?
C14 C19 1.396(3) . ?
C15 C16 1.385(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.386(3) . ?
C19 H19 0.9500 . ?

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
C4 Fe1 C3 40.77(9) . . ?
C4 Fe1 C6 105.32(8) . . ?
C3 Fe1 C6 120.65(8) . . ?
C4 Fe1 C8 159.27(9) . . ?
C3 Fe1 C8 123.96(9) . . ?
C6 Fe1 C8 68.61(8) . . ?
C4 Fe1 C7 121.89(9) . . ?
C3 Fe1 C7 106.73(9) . . ?
C6 Fe1 C7 40.85(8) . . ?
C8 Fe1 C7 40.74(8) . . ?
C4 Fe1 C5 40.91(8) . . ?
C3 Fe1 C5 68.67(8) . . ?
C6 Fe1 C5 121.89(8) . . ?
C8 Fe1 C5 159.10(9) . . ?
C7 Fe1 C5 158.35(8) . . ?
C4 Fe1 C10 120.71(8) . . ?
C3 Fe1 C10 156.55(8) . . ?
C6 Fe1 C10 40.88(8) . . ?
C8 Fe1 C10 68.47(8) . . ?
C7 Fe1 C10 68.68(8) . . ?
C5 Fe1 C10 106.67(8) . . ?
C4 Fe1 C1 68.61(8) . . ?
C3 Fe1 C1 68.46(8) . . ?
C6 Fe1 C1 159.33(8) . . ?
C8 Fe1 C1 123.87(8) . . ?
C7 Fe1 C1 159.11(8) . . ?
C5 Fe1 C1 40.76(8) . . ?
C10 Fe1 C1 123.91(8) . . ?
C4 Fe1 C2 68.51(9) . . ?
C3 Fe1 C2 40.66(8) . . ?
C6 Fe1 C2 157.42(8) . . ?
C8 Fe1 C2 109.07(8) . . ?
C7 Fe1 C2 122.64(8) . . ?
C5 Fe1 C2 68.52(8) . . ?
C10 Fe1 C2 160.98(8) . . ?
C1 Fe1 C2 40.60(8) . . ?
C4 Fe1 C9 157.49(9) . . ?
C3 Fe1 C9 160.87(8) . . ?
C6 Fe1 C9 68.97(8) . . ?
C8 Fe1 C9 40.75(9) . . ?
C7 Fe1 C9 68.84(9) . . ?
C5 Fe1 C9 122.36(8) . . ?
C10 Fe1 C9 40.91(7) . . ?
C1 Fe1 C9 108.66(8) . . ?
C2 Fe1 C9 124.91(8) . . ?
C2 C1 C5 108.11(18) . . ?
C2 C1 Fe1 69.82(11) . . ?
C5 C1 Fe1 69.43(11) . . ?
C2 C1 H1 125.9 . . ?
C5 C1 H1 125.9 . . ?
Fe1 C1 H1 126.4 . . ?
C1 C2 C3 107.94(18) . . ?
C1 C2 Fe1 69.59(11) . . ?
C3 C2 Fe1 69.23(11) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 H2 126.0 . . ?
Fe1 C2 H2 126.7 . . ?
C4 C3 C2 108.18(18) . . ?
C4 C3 Fe1 69.51(12) . . ?
C2 C3 Fe1 70.11(11) . . ?
C4 C3 H3 125.9 . . ?
C2 C3 H3 125.9 . . ?
Fe1 C3 H3 126.0 . . ?
C3 C4 C5 108.04(18) . . ?
C3 C4 Fe1 69.72(12) . . ?
C5 C4 Fe1 69.78(11) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 126.1 . . ?
C4 C5 C1 107.73(18) . . ?
C4 C5 Fe1 69.31(11) . . ?
C1 C5 Fe1 69.81(11) . . ?
C4 C5 H5 126.1 . . ?
C1 C5 H5 126.1 . . ?
Fe1 C5 H5 126.3 . . ?
C7 C6 C10 107.94(17) . . ?
C7 C6 Fe1 69.65(11) . . ?
C10 C6 Fe1 69.78(10) . . ?
C7 C6 H6 126.0 . . ?
C10 C6 H6 126.0 . . ?
Fe1 C6 H6 126.1 . . ?
C8 C7 C6 107.84(18) . . ?
C8 C7 Fe1 69.58(11) . . ?
C6 C7 Fe1 69.51(11) . . ?
C8 C7 H7 126.1 . . ?
C6 C7 H7 126.1 . . ?
Fe1 C7 H7 126.4 . . ?
C7 C8 C9 108.83(17) . . ?
C7 C8 Fe1 69.68(11) . . ?
C9 C8 Fe1 70.10(11) . . ?
C7 C8 H8 125.6 . . ?
C9 C8 H8 125.6 . . ?
Fe1 C8 H8 126.2 . . ?
C8 C9 C10 107.12(17) . . ?
C8 C9 Fe1 69.15(11) . . ?
C10 C9 Fe1 69.27(11) . . ?
C8 C9 H9 126.4 . . ?
C10 C9 H9 126.4 . . ?
Fe1 C9 H9 126.7 . . ?
N11 C10 C6 122.90(17) . . ?
N11 C10 C9 128.78(18) . . ?
C6 C10 C9 108.28(17) . . ?
N11 C10 Fe1 128.42(14) . . ?
C6 C10 Fe1 69.33(11) . . ?
C9 C10 Fe1 69.82(11) . . ?
C12 N11 C10 125.43(16) . . ?
C12 N11 H11 120.1(16) . . ?
C10 N11 H11 114.4(16) . . ?
O13 C12 N11 123.18(19) . . ?
O13 C12 C14 120.98(18) . . ?
N11 C12 C14 115.81(16) . . ?
C15 C14 C19 120.0(2) . . ?
C15 C14 C12 117.84(18) . . ?
C19 C14 C12 122.17(18) . . ?
C16 C15 C14 120.2(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 120.3(2) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C18 C17 C16 119.0(2) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C17 C18 C19 122.1(2) . . ?
C17 C18 Cl1 118.89(17) . . ?
C19 C18 Cl1 119.05(17) . . ?
C18 C19 C14 118.50(19) . . ?
C18 C19 H19 120.8 . . ?
C14 C19 H19 120.8 . . ?

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
C5 C1 C2 C3 0.3(2) . . . . ?
Fe1 C1 C2 C3 -58.79(14) . . . . ?
C5 C1 C2 Fe1 59.06(14) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
Fe1 C2 C3 C4 -59.30(14) . . . . ?
C1 C2 C3 Fe1 59.01(14) . . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
Fe1 C3 C4 C5 -59.48(14) . . . . ?
C2 C3 C4 Fe1 59.67(14) . . . . ?
C3 C4 C5 C1 0.0(2) . . . . ?
Fe1 C4 C5 C1 -59.46(14) . . . . ?
C3 C4 C5 Fe1 59.44(14) . . . . ?
C2 C1 C5 C4 -0.2(2) . . . . ?
Fe1 C1 C5 C4 59.15(14) . . . . ?
C2 C1 C5 Fe1 -59.31(14) . . . . ?
C10 C6 C7 C8 0.3(2) . . . . ?
Fe1 C6 C7 C8 -59.23(14) . . . . ?
C10 C6 C7 Fe1 59.50(13) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
Fe1 C7 C8 C9 -59.35(14) . . . . ?
C6 C7 C8 Fe1 59.19(14) . . . . ?
C7 C8 C9 C10 0.0(2) . . . . ?
Fe1 C8 C9 C10 -59.10(13) . . . . ?
C7 C8 C9 Fe1 59.09(14) . . . . ?
C7 C6 C10 N11 177.42(18) . . . . ?
Fe1 C6 C10 N11 -123.16(19) . . . . ?
C7 C6 C10 C9 -0.3(2) . . . . ?
Fe1 C6 C10 C9 59.14(13) . . . . ?
C7 C6 C10 Fe1 -59.42(14) . . . . ?
C8 C9 C10 N11 -177.34(19) . . . . ?
Fe1 C9 C10 N11 123.6(2) . . . . ?
C8 C9 C10 C6 0.2(2) . . . . ?
Fe1 C9 C10 C6 -58.84(13) . . . . ?
C8 C9 C10 Fe1 59.02(13) . . . . ?
C6 C10 N11 C12 167.59(19) . . . . ?
C9 C10 N11 C12 -15.2(3) . . . . ?
Fe1 C10 N11 C12 78.9(2) . . . . ?
C10 N11 C12 O13 2.5(3) . . . . ?
C10 N11 C12 C14 -179.48(17) . . . . ?
O13 C12 C14 C15 30.5(3) . . . . ?
N11 C12 C14 C15 -147.60(18) . . . . ?
O13 C12 C14 C19 -149.47(19) . . . . ?
N11 C12 C14 C19 32.4(3) . . . . ?
C19 C14 C15 C16 -2.2(3) . . . . ?
C12 C14 C15 C16 177.84(18) . . . . ?
C14 C15 C16 C17 1.8(3) . . . . ?
C15 C16 C17 C18 0.2(3) . . . . ?
C16 C17 C18 C19 -1.9(3) . . . . ?
C16 C17 C18 Cl1 178.08(16) . . . . ?
C17 C18 C19 C14 1.4(3) . . . . ?
Cl1 C18 C19 C14 -178.50(14) . . . . ?
C15 C14 C19 C18 0.6(3) . . . . ?
C12 C14 C19 C18 -179.42(18) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_KL60
_database_code_depnum_ccdc_archive 'CCDC 2014644'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of diffraction experiment: 01 juillet 2020                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H15 Fe N O'
_chemical_formula_sum            'C14 H15 Fe N O'
_chemical_formula_weight         269.12
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_IT_number           61
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.8360(12)
_cell_length_b                   8.3860(10)
_cell_length_c                   28.171(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2323.6(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9125
_cell_measurement_theta_min      2.5256
_cell_measurement_theta_max      27.4742
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0264134
_diffrn_orient_matrix_UB_21      0.0572199
_diffrn_orient_matrix_UB_31      -0.1012325
_diffrn_orient_matrix_UB_12      0.0981506
_diffrn_orient_matrix_UB_22      -0.0234583
_diffrn_orient_matrix_UB_32      0.0123499
_diffrn_orient_matrix_UB_13      -0.0048842
_diffrn_orient_matrix_UB_23      -0.0300480
_diffrn_orient_matrix_UB_33      -0.0182584


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1120
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.278
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.685
_exptl_absorpt_correction_T_max  0.826

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      270                                        #
# Total length of scans  [*] :   135.00 (deg.)                                 #
# Rotation speed         [*] :    10.00 sec./deg.                              #
# Total exposition time  [*] :         22.5 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       5.0   0.50     34.0     270   0.27 270.94 144.51  23.00 150.00  #
#  2 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0335
_diffrn_reflns_av_r_equivalents  0.0388
_diffrn_reflns_number            11706
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.526
_diffrn_reflns_theta_max         27.506
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_reflns_number_total             2662
_reflns_number_gt                2360
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0257P)²+2.5192P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2662
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0858
_refine_ls_wR_factor_gt          0.0832
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_restrained_S_all      1.162
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.079

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.3760(2) 0.6094(3) 0.36809(8) 0.0234(4) Uani 1 1 d . . . . .
H1 H 0.356605 0.658184 0.338423 0.028 Uiso 1 1 calc R U . . .
C2 C 0.3116(2) 0.6448(3) 0.41220(8) 0.0248(5) Uani 1 1 d . . . . .
H2 H 0.241684 0.721257 0.417073 0.030 Uiso 1 1 calc R U . . .
C3 C 0.3701(2) 0.5457(3) 0.44751(8) 0.0254(5) Uani 1 1 d . . . . .
H3 H 0.346396 0.544410 0.480194 0.031 Uiso 1 1 calc R U . . .
C4 C 0.4707(2) 0.4483(3) 0.42548(8) 0.0239(5) Uani 1 1 d . . . . .
H4 H 0.525451 0.370562 0.440821 0.029 Uiso 1 1 calc R U . . .
C5 C 0.4744(2) 0.4884(3) 0.37629(8) 0.0221(4) Uani 1 1 d . . . . .
H5 H 0.532495 0.442341 0.353088 0.026 Uiso 1 1 calc R U . . .
C6 C 0.70951(19) 0.7536(3) 0.39876(7) 0.0174(4) Uani 1 1 d . . . . .
H6 H 0.769662 0.698250 0.378163 0.021 Uiso 1 1 calc R U . . .
C7 C 0.6975(2) 0.7318(3) 0.44892(7) 0.0222(4) Uani 1 1 d . . . . .
H7 H 0.749627 0.660106 0.467649 0.027 Uiso 1 1 calc R U . . .
C8 C 0.5947(2) 0.8356(3) 0.46596(7) 0.0250(5) Uani 1 1 d . . . . .
H8 H 0.565626 0.844846 0.498009 0.030 Uiso 1 1 calc R U . . .
C9 C 0.5424(2) 0.9234(3) 0.42681(7) 0.0207(4) Uani 1 1 d . . . . .
H9 H 0.472235 1.001098 0.428018 0.025 Uiso 1 1 calc R U . . .
C10 C 0.6145(2) 0.8738(2) 0.38539(7) 0.0155(4) Uani 1 1 d . . . . .
N11 N 0.59074(17) 0.9337(2) 0.33962(6) 0.0175(4) Uani 1 1 d . . . . .
C12 C 0.4727(2) 1.0340(3) 0.32953(9) 0.0271(5) Uani 1 1 d . . . . .
H12A H 0.483895 1.141959 0.343204 0.033 Uiso 1 1 calc R U . . .
H12B H 0.388195 0.985755 0.342131 0.033 Uiso 1 1 calc R U . . .
C13 C 0.4710(3) 1.0396(5) 0.27552(11) 0.0564(9) Uani 1 1 d . . . . .
H13A H 0.401605 0.965383 0.262885 0.068 Uiso 1 1 calc R U . . .
H13B H 0.449395 1.148635 0.264383 0.068 Uiso 1 1 calc R U . . .
C14 C 0.6071(3) 0.9922(3) 0.25935(8) 0.0377(6) Uani 1 1 d . . . . .
H14A H 0.661893 1.087134 0.250908 0.045 Uiso 1 1 calc R U . . .
H14B H 0.600919 0.921637 0.231273 0.045 Uiso 1 1 calc R U . . .
C15 C 0.6697(2) 0.9050(3) 0.30079(7) 0.0245(5) Uani 1 1 d . . . . .
O16 O 0.7736(2) 0.8247(2) 0.30029(6) 0.0386(5) Uani 1 1 d . . . . .
Fe1 Fe 0.51610(3) 0.68483(3) 0.41638(2) 0.01366(10) 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 C5 1.421(3) . ?
C1 C2 1.426(3) . ?
C1 Fe1 2.037(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.418(3) . ?
C2 Fe1 2.043(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.425(3) . ?
C3 Fe1 2.048(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.426(3) . ?
C4 Fe1 2.049(2) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.039(2) . ?
C5 H5 0.9500 . ?
C6 C10 1.425(3) . ?
C6 C7 1.430(3) . ?
C6 Fe1 2.0489(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.418(3) . ?
C7 Fe1 2.045(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.422(3) . ?
C8 Fe1 2.036(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.427(3) . ?
C9 Fe1 2.039(2) . ?
C9 H9 0.9500 . ?
C10 N11 1.403(2) . ?
C10 Fe1 2.0516(19) . ?
N11 C15 1.363(3) . ?
N11 C12 1.462(3) . ?
C12 C13 1.522(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.469(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.509(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 O16 1.224(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 108.1(2) . . ?
C5 C1 Fe1 69.67(12) . . ?
C2 C1 Fe1 69.78(12) . . ?
C5 C1 H1 126.0 . . ?
C2 C1 H1 126.0 . . ?
Fe1 C1 H1 126.1 . . ?
C3 C2 C1 108.0(2) . . ?
C3 C2 Fe1 69.88(12) . . ?
C1 C2 Fe1 69.30(12) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Fe1 C2 H2 126.4 . . ?
C2 C3 C4 108.20(19) . . ?
C2 C3 Fe1 69.54(12) . . ?
C4 C3 Fe1 69.71(12) . . ?
C2 C3 H3 125.9 . . ?
C4 C3 H3 125.9 . . ?
Fe1 C3 H3 126.4 . . ?
C3 C4 C5 107.8(2) . . ?
C3 C4 Fe1 69.59(13) . . ?
C5 C4 Fe1 69.19(13) . . ?
C3 C4 H4 126.1 . . ?
C5 C4 H4 126.1 . . ?
Fe1 C4 H4 126.7 . . ?
C1 C5 C4 107.96(19) . . ?
C1 C5 Fe1 69.52(12) . . ?
C4 C5 Fe1 69.97(12) . . ?
C1 C5 H5 126.0 . . ?
C4 C5 H5 126.0 . . ?
Fe1 C5 H5 126.1 . . ?
C10 C6 C7 107.31(18) . . ?
C10 C6 Fe1 69.76(11) . . ?
C7 C6 Fe1 69.41(11) . . ?
C10 C6 H6 126.3 . . ?
C7 C6 H6 126.3 . . ?
Fe1 C6 H6 126.1 . . ?
C8 C7 C6 108.35(19) . . ?
C8 C7 Fe1 69.34(12) . . ?
C6 C7 Fe1 69.71(11) . . ?
C8 C7 H7 125.8 . . ?
C6 C7 H7 125.8 . . ?
Fe1 C7 H7 126.7 . . ?
C7 C8 C9 108.23(19) . . ?
C7 C8 Fe1 69.98(12) . . ?
C9 C8 Fe1 69.66(12) . . ?
C7 C8 H8 125.9 . . ?
C9 C8 H8 125.9 . . ?
Fe1 C8 H8 126.0 . . ?
C8 C9 C10 107.70(19) . . ?
C8 C9 Fe1 69.49(12) . . ?
C10 C9 Fe1 70.07(12) . . ?
C8 C9 H9 126.2 . . ?
C10 C9 H9 126.2 . . ?
Fe1 C9 H9 125.9 . . ?
N11 C10 C6 127.22(18) . . ?
N11 C10 C9 124.37(19) . . ?
C6 C10 C9 108.40(18) . . ?
N11 C10 Fe1 126.09(14) . . ?
C6 C10 Fe1 69.55(11) . . ?
C9 C10 Fe1 69.09(11) . . ?
C15 N11 C10 125.41(18) . . ?
C15 N11 C12 113.48(18) . . ?
C10 N11 C12 121.11(18) . . ?
N11 C12 C13 102.7(2) . . ?
N11 C12 H12A 111.2 . . ?
C13 C12 H12A 111.2 . . ?
N11 C12 H12B 111.2 . . ?
C13 C12 H12B 111.2 . . ?
H12A C12 H12B 109.1 . . ?
C14 C13 C12 107.0(2) . . ?
C14 C13 H13A 110.3 . . ?
C12 C13 H13A 110.3 . . ?
C14 C13 H13B 110.3 . . ?
C12 C13 H13B 110.3 . . ?
H13A C13 H13B 108.6 . . ?
C13 C14 C15 105.3(2) . . ?
C13 C14 H14A 110.7 . . ?
C15 C14 H14A 110.7 . . ?
C13 C14 H14B 110.7 . . ?
C15 C14 H14B 110.7 . . ?
H14A C14 H14B 108.8 . . ?
O16 C15 N11 125.6(2) . . ?
O16 C15 C14 126.8(2) . . ?
N11 C15 C14 107.6(2) . . ?
C8 Fe1 C1 155.18(10) . . ?
C8 Fe1 C9 40.85(9) . . ?
C1 Fe1 C9 119.15(9) . . ?
C8 Fe1 C5 163.31(10) . . ?
C1 Fe1 C5 40.81(9) . . ?
C9 Fe1 C5 153.93(9) . . ?
C8 Fe1 C2 121.01(9) . . ?
C1 Fe1 C2 40.92(9) . . ?
C9 Fe1 C2 107.14(9) . . ?
C5 Fe1 C2 68.73(9) . . ?
C8 Fe1 C7 40.67(10) . . ?
C1 Fe1 C7 161.75(9) . . ?
C9 Fe1 C7 68.61(9) . . ?
C5 Fe1 C7 125.42(9) . . ?
C2 Fe1 C7 156.49(9) . . ?
C8 Fe1 C3 109.04(9) . . ?
C1 Fe1 C3 68.57(9) . . ?
C9 Fe1 C3 125.92(9) . . ?
C5 Fe1 C3 68.64(9) . . ?
C2 Fe1 C3 40.58(10) . . ?
C7 Fe1 C3 122.00(9) . . ?
C8 Fe1 C6 68.84(9) . . ?
C1 Fe1 C6 123.62(9) . . ?
C9 Fe1 C6 68.94(9) . . ?
C5 Fe1 C6 106.26(9) . . ?
C2 Fe1 C6 161.20(9) . . ?
C7 Fe1 C6 40.88(8) . . ?
C3 Fe1 C6 156.24(9) . . ?
C8 Fe1 C4 126.72(9) . . ?
C1 Fe1 C4 68.62(9) . . ?
C9 Fe1 C4 163.64(9) . . ?
C5 Fe1 C4 40.84(9) . . ?
C2 Fe1 C4 68.49(9) . . ?
C7 Fe1 C4 108.71(9) . . ?
C3 Fe1 C4 40.70(9) . . ?
C6 Fe1 C4 120.35(9) . . ?
C8 Fe1 C10 68.49(8) . . ?
C1 Fe1 C10 105.94(9) . . ?
C9 Fe1 C10 40.83(8) . . ?
C5 Fe1 C10 118.89(8) . . ?
C2 Fe1 C10 124.53(9) . . ?
C7 Fe1 C10 68.30(8) . . ?
C3 Fe1 C10 162.38(9) . . ?
C6 Fe1 C10 40.69(8) . . ?
C4 Fe1 C10 154.65(9) . . ?

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
C5 C1 C2 C3 0.0(2) . . . . ?
Fe1 C1 C2 C3 -59.40(15) . . . . ?
C5 C1 C2 Fe1 59.37(15) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
Fe1 C2 C3 C4 -59.19(15) . . . . ?
C1 C2 C3 Fe1 59.03(15) . . . . ?
C2 C3 C4 C5 0.3(2) . . . . ?
Fe1 C3 C4 C5 -58.81(15) . . . . ?
C2 C3 C4 Fe1 59.09(15) . . . . ?
C2 C1 C5 C4 0.2(2) . . . . ?
Fe1 C1 C5 C4 59.64(15) . . . . ?
C2 C1 C5 Fe1 -59.44(15) . . . . ?
C3 C4 C5 C1 -0.3(2) . . . . ?
Fe1 C4 C5 C1 -59.35(15) . . . . ?
C3 C4 C5 Fe1 59.06(15) . . . . ?
C10 C6 C7 C8 1.0(2) . . . . ?
Fe1 C6 C7 C8 -58.74(15) . . . . ?
C10 C6 C7 Fe1 59.72(14) . . . . ?
C6 C7 C8 C9 -0.4(2) . . . . ?
Fe1 C7 C8 C9 -59.37(15) . . . . ?
C6 C7 C8 Fe1 58.97(14) . . . . ?
C7 C8 C9 C10 -0.3(2) . . . . ?
Fe1 C8 C9 C10 -59.91(14) . . . . ?
C7 C8 C9 Fe1 59.57(15) . . . . ?
C7 C6 C10 N11 -179.91(18) . . . . ?
Fe1 C6 C10 N11 -120.4(2) . . . . ?
C7 C6 C10 C9 -1.2(2) . . . . ?
Fe1 C6 C10 C9 58.31(14) . . . . ?
C7 C6 C10 Fe1 -59.50(14) . . . . ?
C8 C9 C10 N11 179.72(19) . . . . ?
Fe1 C9 C10 N11 120.18(19) . . . . ?
C8 C9 C10 C6 0.9(2) . . . . ?
Fe1 C9 C10 C6 -58.59(14) . . . . ?
C8 C9 C10 Fe1 59.54(15) . . . . ?
C6 C10 N11 C15 -11.0(3) . . . . ?
C9 C10 N11 C15 170.5(2) . . . . ?
Fe1 C10 N11 C15 -101.6(2) . . . . ?
C6 C10 N11 C12 168.0(2) . . . . ?
C9 C10 N11 C12 -10.6(3) . . . . ?
Fe1 C10 N11 C12 77.3(2) . . . . ?
C15 N11 C12 C13 11.0(3) . . . . ?
C10 N11 C12 C13 -168.1(2) . . . . ?
N11 C12 C13 C14 -18.7(3) . . . . ?
C12 C13 C14 C15 19.6(3) . . . . ?
C10 N11 C15 O16 -1.0(4) . . . . ?
C12 N11 C15 O16 -180.0(2) . . . . ?
C10 N11 C15 C14 179.99(19) . . . . ?
C12 N11 C15 C14 1.0(3) . . . . ?
C13 C14 C15 O16 167.9(3) . . . . ?
C13 C14 C15 N11 -13.1(3) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_KL37c
_database_code_depnum_ccdc_archive 'CCDC 2014639'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of diffraction experiment: 24 juin 2020                                 #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H15 Fe N O'
_chemical_formula_sum            'C17 H15 Fe N O'
_chemical_formula_weight         305.15
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
_space_group_IT_number           56
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   10.2809(14)
_cell_length_b                   26.782(4)
_cell_length_c                   9.9687(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2744.8(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9082
_cell_measurement_theta_min      2.9461
_cell_measurement_theta_max      27.4886
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0821984
_diffrn_orient_matrix_UB_21      0.0166751
_diffrn_orient_matrix_UB_31      0.0550301
_diffrn_orient_matrix_UB_12      -0.0494366
_diffrn_orient_matrix_UB_22      0.0225482
_diffrn_orient_matrix_UB_32      -0.0806759
_diffrn_orient_matrix_UB_13      -0.0098963
_diffrn_orient_matrix_UB_23      -0.0357870
_diffrn_orient_matrix_UB_33      -0.0039379


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.490
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1264
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.092
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.575
_exptl_absorpt_correction_T_max  0.646

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      270                                        #
# Total length of scans  [*] :   135.00 (deg.)                                 #
# Rotation speed         [*] :     8.00 sec./deg.                              #
# Total exposition time  [*] :         18.0 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       4.0   0.50     34.0     270   0.27 270.94 232.51  23.00 150.00  #
#  2 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0293
_diffrn_reflns_av_r_equivalents  0.0348
_diffrn_reflns_number            13878
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.122
_diffrn_reflns_theta_max         27.489
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_reflns_number_total             3135
_reflns_number_gt                2814
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0246P)²+2.1463P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018_3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0054(4)
_refine_ls_number_reflns         3135
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0273
_refine_ls_wR_factor_ref         0.0680
_refine_ls_wR_factor_gt          0.0650
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.062

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.44396(2) 0.56972(2) 0.69714(2) 0.01324(8) Uani 1 1 d . . . . .
C1 C 0.39772(16) 0.61486(6) 0.53836(15) 0.0206(3) Uani 1 1 d . . . . .
H1 H 0.444615 0.617657 0.456589 0.025 Uiso 1 1 calc R U . . .
C2 C 0.41869(16) 0.64381(6) 0.65555(17) 0.0208(3) Uani 1 1 d . . . . .
H2 H 0.481920 0.669382 0.666019 0.025 Uiso 1 1 calc R U . . .
C3 C 0.32808(17) 0.62773(6) 0.75487(17) 0.0224(3) Uani 1 1 d . . . . .
H3 H 0.320254 0.640712 0.843194 0.027 Uiso 1 1 calc R U . . .
C4 C 0.25156(16) 0.58886(6) 0.69841(16) 0.0227(3) Uani 1 1 d . . . . .
H4 H 0.183676 0.571269 0.742527 0.027 Uiso 1 1 calc R U . . .
C5 C 0.29417(16) 0.58088(6) 0.56450(16) 0.0211(3) Uani 1 1 d . . . . .
H5 H 0.259740 0.557109 0.503317 0.025 Uiso 1 1 calc R U . . .
C6 C 0.53578(16) 0.54560(6) 0.86724(15) 0.0191(3) Uani 1 1 d . . . . .
H6 H 0.524576 0.558888 0.954845 0.023 Uiso 1 1 calc R U . . .
C7 C 0.46238(16) 0.50603(6) 0.80882(16) 0.0222(3) Uani 1 1 d . . . . .
H7 H 0.393920 0.488076 0.850889 0.027 Uiso 1 1 calc R U . . .
C8 C 0.50970(17) 0.49818(6) 0.67648(17) 0.0213(3) Uani 1 1 d . . . . .
H8 H 0.478028 0.474040 0.614759 0.026 Uiso 1 1 calc R U . . .
C9 C 0.61286(15) 0.53270(6) 0.65200(15) 0.0182(3) Uani 1 1 d . . . . .
H9 H 0.661657 0.535774 0.571499 0.022 Uiso 1 1 calc R U . . .
C10 C 0.62902(15) 0.56165(5) 0.77063(15) 0.0157(3) Uani 1 1 d . . . . .
N11 N 0.72117(13) 0.59942(5) 0.79800(12) 0.0167(3) Uani 1 1 d . . . . .
H11 H 0.7265(19) 0.6078(7) 0.880(2) 0.020 Uiso 1 1 d . U . . .
C12 C 0.79516(14) 0.62281(6) 0.70637(14) 0.0163(3) Uani 1 1 d . . . . .
O13 O 0.79556(12) 0.61129(5) 0.58648(11) 0.0252(3) Uani 1 1 d . . . . .
C14 C 0.88128(15) 0.66367(6) 0.75772(16) 0.0183(3) Uani 1 1 d . . . . .
C15 C 0.99464(18) 0.67413(7) 0.68648(18) 0.0274(4) Uani 1 1 d . . . . .
H15 H 1.014902 0.655779 0.607646 0.033 Uiso 1 1 calc R U . . .
C16 C 1.07813(19) 0.71152(8) 0.7311(2) 0.0389(5) Uani 1 1 d . . . . .
H16 H 1.155880 0.718408 0.683002 0.047 Uiso 1 1 calc R U . . .
C17 C 1.0485(2) 0.73862(7) 0.8447(2) 0.0407(5) Uani 1 1 d . . . . .
H17 H 1.105848 0.764150 0.874400 0.049 Uiso 1 1 calc R U . . .
C18 C 0.9358(2) 0.72884(7) 0.9157(2) 0.0357(5) Uani 1 1 d . . . . .
H18 H 0.915753 0.747687 0.993755 0.043 Uiso 1 1 calc R U . . .
C19 C 0.85165(18) 0.69126(6) 0.87267(17) 0.0250(4) Uani 1 1 d . . . . .
H19 H 0.774285 0.684436 0.921452 0.030 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
Fe1 C3 2.0407(16) . ?
Fe1 C8 2.0422(16) . ?
Fe1 C4 2.0435(17) . ?
Fe1 C2 2.0437(16) . ?
Fe1 C6 2.0455(15) . ?
Fe1 C7 2.0457(15) . ?
Fe1 C1 2.0477(15) . ?
Fe1 C9 2.0496(16) . ?
Fe1 C10 2.0501(15) . ?
Fe1 C5 2.0516(16) . ?
C1 C2 1.419(2) . ?
C1 C5 1.425(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.426(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.421(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.421(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C10 1.425(2) . ?
C6 C7 1.425(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.422(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.428(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.424(2) . ?
C9 H9 0.9500 . ?
C10 N11 1.4125(19) . ?
N11 C12 1.3437(19) . ?
N11 H11 0.85(2) . ?
C12 O13 1.2343(18) . ?
C12 C14 1.498(2) . ?
C14 C15 1.393(2) . ?
C14 C19 1.397(2) . ?
C15 C16 1.392(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.382(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.395(2) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?

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
C3 Fe1 C8 159.39(7) . . ?
C3 Fe1 C4 40.72(7) . . ?
C8 Fe1 C4 123.81(7) . . ?
C3 Fe1 C2 40.87(6) . . ?
C8 Fe1 C2 158.84(7) . . ?
C4 Fe1 C2 68.57(6) . . ?
C3 Fe1 C6 106.03(7) . . ?
C8 Fe1 C6 68.57(6) . . ?
C4 Fe1 C6 121.39(7) . . ?
C2 Fe1 C6 122.24(7) . . ?
C3 Fe1 C7 122.37(7) . . ?
C8 Fe1 C7 40.70(7) . . ?
C4 Fe1 C7 107.19(7) . . ?
C2 Fe1 C7 158.71(7) . . ?
C6 Fe1 C7 40.78(6) . . ?
C3 Fe1 C1 68.47(7) . . ?
C8 Fe1 C1 123.56(7) . . ?
C4 Fe1 C1 68.40(6) . . ?
C2 Fe1 C1 40.57(6) . . ?
C6 Fe1 C1 159.13(7) . . ?
C7 Fe1 C1 159.14(7) . . ?
C3 Fe1 C9 157.64(7) . . ?
C8 Fe1 C9 40.85(7) . . ?
C4 Fe1 C9 160.53(7) . . ?
C2 Fe1 C9 122.20(7) . . ?
C6 Fe1 C9 68.79(6) . . ?
C7 Fe1 C9 68.76(7) . . ?
C1 Fe1 C9 108.22(7) . . ?
C3 Fe1 C10 121.42(7) . . ?
C8 Fe1 C10 68.28(6) . . ?
C4 Fe1 C10 157.30(6) . . ?
C2 Fe1 C10 107.03(6) . . ?
C6 Fe1 C10 40.73(6) . . ?
C7 Fe1 C10 68.39(6) . . ?
C1 Fe1 C10 123.63(6) . . ?
C9 Fe1 C10 40.64(6) . . ?
C3 Fe1 C5 68.45(7) . . ?
C8 Fe1 C5 108.67(6) . . ?
C4 Fe1 C5 40.61(7) . . ?
C2 Fe1 C5 68.44(7) . . ?
C6 Fe1 C5 157.93(7) . . ?
C7 Fe1 C5 122.80(7) . . ?
C1 Fe1 C5 40.68(7) . . ?
C9 Fe1 C5 124.39(6) . . ?
C10 Fe1 C5 160.43(6) . . ?
C2 C1 C5 108.18(14) . . ?
C2 C1 Fe1 69.56(9) . . ?
C5 C1 Fe1 69.81(9) . . ?
C2 C1 H1 125.9 . . ?
C5 C1 H1 125.9 . . ?
Fe1 C1 H1 126.3 . . ?
C1 C2 C3 107.91(14) . . ?
C1 C2 Fe1 69.87(9) . . ?
C3 C2 Fe1 69.45(9) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 H2 126.0 . . ?
Fe1 C2 H2 126.2 . . ?
C4 C3 C2 107.93(15) . . ?
C4 C3 Fe1 69.74(9) . . ?
C2 C3 Fe1 69.68(9) . . ?
C4 C3 H3 126.0 . . ?
C2 C3 H3 126.0 . . ?
Fe1 C3 H3 126.1 . . ?
C3 C4 C5 108.16(14) . . ?
C3 C4 Fe1 69.53(9) . . ?
C5 C4 Fe1 70.00(9) . . ?
C3 C4 H4 125.9 . . ?
C5 C4 H4 125.9 . . ?
Fe1 C4 H4 126.1 . . ?
C4 C5 C1 107.82(14) . . ?
C4 C5 Fe1 69.39(9) . . ?
C1 C5 Fe1 69.52(9) . . ?
C4 C5 H5 126.1 . . ?
C1 C5 H5 126.1 . . ?
Fe1 C5 H5 126.6 . . ?
C10 C6 C7 107.71(14) . . ?
C10 C6 Fe1 69.81(8) . . ?
C7 C6 Fe1 69.62(9) . . ?
C10 C6 H6 126.1 . . ?
C7 C6 H6 126.1 . . ?
Fe1 C6 H6 126.0 . . ?
C8 C7 C6 107.94(14) . . ?
C8 C7 Fe1 69.52(9) . . ?
C6 C7 Fe1 69.60(9) . . ?
C8 C7 H7 126.0 . . ?
C6 C7 H7 126.0 . . ?
Fe1 C7 H7 126.4 . . ?
C7 C8 C9 108.48(13) . . ?
C7 C8 Fe1 69.78(9) . . ?
C9 C8 Fe1 69.85(9) . . ?
C7 C8 H8 125.8 . . ?
C9 C8 H8 125.8 . . ?
Fe1 C8 H8 126.2 . . ?
C10 C9 C8 107.30(14) . . ?
C10 C9 Fe1 69.70(9) . . ?
C8 C9 Fe1 69.30(9) . . ?
C10 C9 H9 126.4 . . ?
C8 C9 H9 126.4 . . ?
Fe1 C9 H9 126.2 . . ?
N11 C10 C9 128.95(14) . . ?
N11 C10 C6 122.45(13) . . ?
C9 C10 C6 108.58(14) . . ?
N11 C10 Fe1 128.03(11) . . ?
C9 C10 Fe1 69.66(9) . . ?
C6 C10 Fe1 69.46(9) . . ?
C12 N11 C10 125.61(13) . . ?
C12 N11 H11 119.7(13) . . ?
C10 N11 H11 114.6(13) . . ?
O13 C12 N11 122.92(14) . . ?
O13 C12 C14 120.77(14) . . ?
N11 C12 C14 116.29(13) . . ?
C15 C14 C19 119.61(16) . . ?
C15 C14 C12 117.85(14) . . ?
C19 C14 C12 122.54(15) . . ?
C16 C15 C14 119.86(18) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C17 C16 C15 120.30(19) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 120.38(18) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C19 119.94(19) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C14 119.91(18) . . ?
C18 C19 H19 120.0 . . ?
C14 C19 H19 120.0 . . ?

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
C5 C1 C2 C3 0.08(18) . . . . ?
Fe1 C1 C2 C3 -59.25(11) . . . . ?
C5 C1 C2 Fe1 59.33(11) . . . . ?
C1 C2 C3 C4 0.03(18) . . . . ?
Fe1 C2 C3 C4 -59.48(11) . . . . ?
C1 C2 C3 Fe1 59.51(11) . . . . ?
C2 C3 C4 C5 -0.13(18) . . . . ?
Fe1 C3 C4 C5 -59.56(11) . . . . ?
C2 C3 C4 Fe1 59.44(11) . . . . ?
C3 C4 C5 C1 0.18(18) . . . . ?
Fe1 C4 C5 C1 -59.09(11) . . . . ?
C3 C4 C5 Fe1 59.27(11) . . . . ?
C2 C1 C5 C4 -0.16(18) . . . . ?
Fe1 C1 C5 C4 59.01(11) . . . . ?
C2 C1 C5 Fe1 -59.17(11) . . . . ?
C10 C6 C7 C8 -0.51(17) . . . . ?
Fe1 C6 C7 C8 59.15(11) . . . . ?
C10 C6 C7 Fe1 -59.66(11) . . . . ?
C6 C7 C8 C9 0.13(18) . . . . ?
Fe1 C7 C8 C9 59.33(11) . . . . ?
C6 C7 C8 Fe1 -59.20(11) . . . . ?
C7 C8 C9 C10 0.30(17) . . . . ?
Fe1 C8 C9 C10 59.59(10) . . . . ?
C7 C8 C9 Fe1 -59.29(11) . . . . ?
C8 C9 C10 N11 177.63(15) . . . . ?
Fe1 C9 C10 N11 -123.03(16) . . . . ?
C8 C9 C10 C6 -0.62(17) . . . . ?
Fe1 C9 C10 C6 58.71(11) . . . . ?
C8 C9 C10 Fe1 -59.34(11) . . . . ?
C7 C6 C10 N11 -177.68(14) . . . . ?
Fe1 C6 C10 N11 122.78(14) . . . . ?
C7 C6 C10 C9 0.71(17) . . . . ?
Fe1 C6 C10 C9 -58.83(11) . . . . ?
C7 C6 C10 Fe1 59.54(11) . . . . ?
C9 C10 N11 C12 15.0(3) . . . . ?
C6 C10 N11 C12 -166.95(15) . . . . ?
Fe1 C10 N11 C12 -78.71(19) . . . . ?
C10 N11 C12 O13 -4.5(2) . . . . ?
C10 N11 C12 C14 176.82(14) . . . . ?
O13 C12 C14 C15 -25.6(2) . . . . ?
N11 C12 C14 C15 153.09(14) . . . . ?
O13 C12 C14 C19 154.16(16) . . . . ?
N11 C12 C14 C19 -27.1(2) . . . . ?
C19 C14 C15 C16 0.7(2) . . . . ?
C12 C14 C15 C16 -179.49(15) . . . . ?
C14 C15 C16 C17 -0.7(3) . . . . ?
C15 C16 C17 C18 0.2(3) . . . . ?
C16 C17 C18 C19 0.2(3) . . . . ?
C17 C18 C19 C14 -0.1(3) . . . . ?
C15 C14 C19 C18 -0.3(2) . . . . ?
C12 C14 C19 C18 179.90(15) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WEKL89C
_database_code_depnum_ccdc_archive 'CCDC 2014645'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 02 mars 2020                                             #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C13 H13 Fe N O'
_chemical_formula_sum            'C13 H13 Fe N O'
_chemical_formula_weight         255.09
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.1641(13)
_cell_length_b                   9.6057(8)
_cell_length_c                   8.2368(8)
_cell_angle_alpha                90
_cell_angle_beta                 106.643(3)
_cell_angle_gamma                90
_cell_volume                     1073.72(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9541
_cell_measurement_theta_min      2.5874
_cell_measurement_theta_max      27.4886
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0144003
_diffrn_orient_matrix_UB_21      0.1201872
_diffrn_orient_matrix_UB_31      0.0374748
_diffrn_orient_matrix_UB_12      -0.0213647
_diffrn_orient_matrix_UB_22      0.0279876
_diffrn_orient_matrix_UB_32      -0.0979700
_diffrn_orient_matrix_UB_13      -0.0710294
_diffrn_orient_matrix_UB_23      0.0081816
_diffrn_orient_matrix_UB_33      0.0178269


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.200
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             528
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.378
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.574
_exptl_absorpt_correction_T_max  0.759

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0407
_diffrn_reflns_av_uneti/neti     0.0273
_diffrn_reflns_number            15508
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.598
_diffrn_reflns_theta_max         27.514
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             2472
_reflns_number_gt                2304
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0418P)²+0.4769P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018_3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.048(2)
_refine_ls_number_reflns         2472
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0224
_refine_ls_wR_factor_ref         0.0652
_refine_ls_wR_factor_gt          0.0629
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_restrained_S_all      0.959
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.059

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.74692(10) 0.47072(14) 0.34661(17) 0.0184(3) Uani 1 1 d . . . . .
H1 H 0.700110 0.529619 0.272223 0.022 Uiso 1 1 calc R U . . .
C2 C 0.72612(10) 0.36868(14) 0.45706(17) 0.0196(3) Uani 1 1 d . . . . .
H2 H 0.662949 0.347266 0.468941 0.024 Uiso 1 1 calc R U . . .
C3 C 0.81665(11) 0.30441(14) 0.54654(18) 0.0217(3) Uani 1 1 d . . . . .
H3 H 0.824418 0.233014 0.629148 0.026 Uiso 1 1 calc R U . . .
C4 C 0.89363(10) 0.36562(14) 0.49084(18) 0.0212(3) Uani 1 1 d . . . . .
H4 H 0.961504 0.341772 0.529222 0.025 Uiso 1 1 calc R U . . .
C5 C 0.85088(10) 0.46891(14) 0.36744(17) 0.0187(3) Uani 1 1 d . . . . .
H5 H 0.885199 0.526321 0.309349 0.022 Uiso 1 1 calc R U . . .
C6 C 0.83940(10) 0.53896(15) 0.84603(16) 0.0174(3) Uani 1 1 d . . . . .
H6 H 0.841606 0.466732 0.925818 0.021 Uiso 1 1 calc R U . . .
C7 C 0.92153(10) 0.59618(15) 0.80043(16) 0.0203(3) Uani 1 1 d . . . . .
H7 H 0.988427 0.569052 0.845774 0.024 Uiso 1 1 calc R U . . .
C8 C 0.88578(10) 0.70081(14) 0.67538(17) 0.0209(3) Uani 1 1 d . . . . .
H8 H 0.924795 0.755469 0.623137 0.025 Uiso 1 1 calc R U . . .
C9 C 0.78122(10) 0.70957(13) 0.64188(17) 0.0182(3) Uani 1 1 d . . . . .
H9 H 0.738244 0.769915 0.562949 0.022 Uiso 1 1 calc R U . . .
C10 C 0.75347(9) 0.61085(13) 0.74904(15) 0.0155(2) Uani 1 1 d . . . . .
N11 N 0.65817(8) 0.58673(12) 0.75968(14) 0.0176(2) Uani 1 1 d . . . . .
C12 C 0.61807(11) 0.47182(16) 0.8387(2) 0.0239(3) Uani 1 1 d . . . . .
H12A H 0.639816 0.472986 0.964136 0.029 Uiso 1 1 calc R U . . .
H12B H 0.626938 0.378522 0.794143 0.029 Uiso 1 1 calc R U . . .
C13 C 0.51488(11) 0.53556(17) 0.7599(2) 0.0242(3) Uani 1 1 d . . . . .
H13A H 0.468907 0.474673 0.676691 0.029 Uiso 1 1 calc R U . . .
H13B H 0.483708 0.574021 0.843514 0.029 Uiso 1 1 calc R U . . .
C14 C 0.56787(10) 0.64401(15) 0.68079(17) 0.0212(3) Uani 1 1 d . . . . .
O15 O 0.54475(9) 0.74130(13) 0.58469(16) 0.0373(3) Uani 1 1 d . . . . .
Fe1 Fe 0.82289(2) 0.51352(2) 0.59235(2) 0.01221(9) 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 1.4244(19) . ?
C1 C5 1.4329(19) . ?
C1 Fe1 2.0436(13) . ?
C1 H1 0.9500 . ?
C2 C3 1.424(2) . ?
C2 Fe1 2.0449(13) . ?
C2 H2 0.9500 . ?
C3 C4 1.425(2) . ?
C3 Fe1 2.0411(14) . ?
C3 H3 0.9500 . ?
C4 C5 1.425(2) . ?
C4 Fe1 2.0497(13) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.0478(13) . ?
C5 H5 0.9500 . ?
C6 C10 1.4281(18) . ?
C6 C7 1.4307(18) . ?
C6 Fe1 2.0495(13) . ?
C6 H6 0.9500 . ?
C7 C8 1.424(2) . ?
C7 Fe1 2.0367(13) . ?
C7 H7 0.9500 . ?
C8 C9 1.4292(19) . ?
C8 Fe1 2.0368(13) . ?
C8 H8 0.9500 . ?
C9 C10 1.4253(18) . ?
C9 Fe1 2.0492(13) . ?
C9 H9 0.9500 . ?
C10 N11 1.3969(16) . ?
C10 Fe1 2.0576(12) . ?
N11 C14 1.3729(17) . ?
N11 C12 1.4753(17) . ?
C12 C13 1.546(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.534(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 O15 1.2078(18) . ?

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 C5 107.98(12) . . ?
C2 C1 Fe1 69.66(8) . . ?
C5 C1 Fe1 69.66(7) . . ?
C2 C1 H1 126.0 . . ?
C5 C1 H1 126.0 . . ?
Fe1 C1 H1 126.2 . . ?
C3 C2 C1 107.97(12) . . ?
C3 C2 Fe1 69.46(8) . . ?
C1 C2 Fe1 69.56(7) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Fe1 C2 H2 126.5 . . ?
C2 C3 C4 108.25(12) . . ?
C2 C3 Fe1 69.75(8) . . ?
C4 C3 Fe1 69.93(8) . . ?
C2 C3 H3 125.9 . . ?
C4 C3 H3 125.9 . . ?
Fe1 C3 H3 126.0 . . ?
C3 C4 C5 107.99(12) . . ?
C3 C4 Fe1 69.28(8) . . ?
C5 C4 Fe1 69.57(7) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 126.7 . . ?
C4 C5 C1 107.81(12) . . ?
C4 C5 Fe1 69.71(8) . . ?
C1 C5 Fe1 69.34(7) . . ?
C4 C5 H5 126.1 . . ?
C1 C5 H5 126.1 . . ?
Fe1 C5 H5 126.4 . . ?
C10 C6 C7 107.11(12) . . ?
C10 C6 Fe1 69.96(7) . . ?
C7 C6 Fe1 69.03(7) . . ?
C10 C6 H6 126.4 . . ?
C7 C6 H6 126.4 . . ?
Fe1 C6 H6 126.1 . . ?
C8 C7 C6 108.27(12) . . ?
C8 C7 Fe1 69.54(7) . . ?
C6 C7 Fe1 69.99(7) . . ?
C8 C7 H7 125.9 . . ?
C6 C7 H7 125.9 . . ?
Fe1 C7 H7 126.2 . . ?
C7 C8 C9 108.38(11) . . ?
C7 C8 Fe1 69.53(8) . . ?
C9 C8 Fe1 69.99(7) . . ?
C7 C8 H8 125.8 . . ?
C9 C8 H8 125.8 . . ?
Fe1 C8 H8 126.2 . . ?
C10 C9 C8 107.19(12) . . ?
C10 C9 Fe1 70.01(7) . . ?
C8 C9 Fe1 69.06(7) . . ?
C10 C9 H9 126.4 . . ?
C8 C9 H9 126.4 . . ?
Fe1 C9 H9 126.1 . . ?
N11 C10 C9 126.30(12) . . ?
N11 C10 C6 124.66(12) . . ?
C9 C10 C6 109.04(11) . . ?
N11 C10 Fe1 127.44(9) . . ?
C9 C10 Fe1 69.38(7) . . ?
C6 C10 Fe1 69.35(7) . . ?
C14 N11 C10 133.62(12) . . ?
C14 N11 C12 94.84(11) . . ?
C10 N11 C12 130.76(11) . . ?
N11 C12 C13 87.45(11) . . ?
N11 C12 H12A 114.1 . . ?
C13 C12 H12A 114.1 . . ?
N11 C12 H12B 114.1 . . ?
C13 C12 H12B 114.1 . . ?
H12A C12 H12B 111.3 . . ?
C14 C13 C12 85.90(10) . . ?
C14 C13 H13A 114.3 . . ?
C12 C13 H13A 114.3 . . ?
C14 C13 H13B 114.3 . . ?
C12 C13 H13B 114.3 . . ?
H13A C13 H13B 111.5 . . ?
O15 C14 N11 131.40(14) . . ?
O15 C14 C13 136.89(13) . . ?
N11 C14 C13 91.70(11) . . ?
C7 Fe1 C8 40.93(6) . . ?
C7 Fe1 C3 121.48(6) . . ?
C8 Fe1 C3 157.36(6) . . ?
C7 Fe1 C1 162.10(6) . . ?
C8 Fe1 C1 124.46(6) . . ?
C3 Fe1 C1 68.67(6) . . ?
C7 Fe1 C2 156.21(6) . . ?
C8 Fe1 C2 160.80(6) . . ?
C3 Fe1 C2 40.79(6) . . ?
C1 Fe1 C2 40.78(5) . . ?
C7 Fe1 C5 125.38(6) . . ?
C8 Fe1 C5 108.01(6) . . ?
C3 Fe1 C5 68.66(6) . . ?
C1 Fe1 C5 41.00(5) . . ?
C2 Fe1 C5 68.77(5) . . ?
C7 Fe1 C9 68.99(6) . . ?
C8 Fe1 C9 40.94(5) . . ?
C3 Fe1 C9 160.31(6) . . ?
C1 Fe1 C9 106.39(6) . . ?
C2 Fe1 C9 123.19(6) . . ?
C5 Fe1 C9 120.92(5) . . ?
C7 Fe1 C6 40.99(5) . . ?
C8 Fe1 C6 68.97(6) . . ?
C3 Fe1 C6 106.98(6) . . ?
C1 Fe1 C6 155.19(6) . . ?
C2 Fe1 C6 119.97(6) . . ?
C5 Fe1 C6 162.20(6) . . ?
C9 Fe1 C6 69.07(5) . . ?
C7 Fe1 C4 108.41(6) . . ?
C8 Fe1 C4 122.10(6) . . ?
C3 Fe1 C4 40.78(6) . . ?
C1 Fe1 C4 68.70(6) . . ?
C2 Fe1 C4 68.64(6) . . ?
C5 Fe1 C4 40.71(6) . . ?
C9 Fe1 C4 157.00(6) . . ?
C6 Fe1 C4 124.90(6) . . ?
C7 Fe1 C10 68.34(5) . . ?
C8 Fe1 C10 68.26(5) . . ?
C3 Fe1 C10 124.05(6) . . ?
C1 Fe1 C10 120.13(5) . . ?
C2 Fe1 C10 106.55(5) . . ?
C5 Fe1 C10 156.02(5) . . ?
C9 Fe1 C10 40.61(5) . . ?
C6 Fe1 C10 40.69(5) . . ?
C4 Fe1 C10 161.45(6) . . ?

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
C5 C1 C2 C3 0.29(15) . . . . ?
Fe1 C1 C2 C3 -59.04(9) . . . . ?
C5 C1 C2 Fe1 59.33(9) . . . . ?
C1 C2 C3 C4 -0.46(15) . . . . ?
Fe1 C2 C3 C4 -59.56(9) . . . . ?
C1 C2 C3 Fe1 59.10(9) . . . . ?
C2 C3 C4 C5 0.45(15) . . . . ?
Fe1 C3 C4 C5 -59.00(9) . . . . ?
C2 C3 C4 Fe1 59.44(9) . . . . ?
C3 C4 C5 C1 -0.26(15) . . . . ?
Fe1 C4 C5 C1 -59.08(9) . . . . ?
C3 C4 C5 Fe1 58.82(9) . . . . ?
C2 C1 C5 C4 -0.02(15) . . . . ?
Fe1 C1 C5 C4 59.31(9) . . . . ?
C2 C1 C5 Fe1 -59.33(9) . . . . ?
C10 C6 C7 C8 -0.67(15) . . . . ?
Fe1 C6 C7 C8 59.20(9) . . . . ?
C10 C6 C7 Fe1 -59.86(9) . . . . ?
C6 C7 C8 C9 -0.07(15) . . . . ?
Fe1 C7 C8 C9 59.41(9) . . . . ?
C6 C7 C8 Fe1 -59.48(9) . . . . ?
C7 C8 C9 C10 0.77(14) . . . . ?
Fe1 C8 C9 C10 59.90(9) . . . . ?
C7 C8 C9 Fe1 -59.13(9) . . . . ?
C8 C9 C10 N11 178.72(12) . . . . ?
Fe1 C9 C10 N11 -121.98(13) . . . . ?
C8 C9 C10 C6 -1.20(14) . . . . ?
Fe1 C9 C10 C6 58.10(9) . . . . ?
C8 C9 C10 Fe1 -59.30(9) . . . . ?
C7 C6 C10 N11 -178.77(12) . . . . ?
Fe1 C6 C10 N11 121.96(12) . . . . ?
C7 C6 C10 C9 1.16(15) . . . . ?
Fe1 C6 C10 C9 -58.12(9) . . . . ?
C7 C6 C10 Fe1 59.27(9) . . . . ?
C9 C10 N11 C14 -0.7(2) . . . . ?
C6 C10 N11 C14 179.25(14) . . . . ?
Fe1 C10 N11 C14 -91.35(17) . . . . ?
C9 C10 N11 C12 166.58(14) . . . . ?
C6 C10 N11 C12 -13.5(2) . . . . ?
Fe1 C10 N11 C12 75.89(17) . . . . ?
C14 N11 C12 C13 -2.49(12) . . . . ?
C10 N11 C12 C13 -173.26(13) . . . . ?
N11 C12 C13 C14 2.22(10) . . . . ?
C10 N11 C14 O15 -5.9(3) . . . . ?
C12 N11 C14 O15 -176.26(17) . . . . ?
C10 N11 C14 C13 172.84(14) . . . . ?
C12 N11 C14 C13 2.50(12) . . . . ?
C12 C13 C14 O15 176.26(19) . . . . ?
C12 C13 C14 N11 -2.39(11) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_KL61
_database_code_depnum_ccdc_archive 'CCDC 2014646'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of diffraction experiment: 01 juillet 2020                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H17 Fe N O'
_chemical_formula_sum            'C15 H17 Fe N O'
_chemical_formula_weight         283.14
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_IT_number           61
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   10.0250(13)
_cell_length_b                   8.8225(10)
_cell_length_c                   27.727(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2452.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9424
_cell_measurement_theta_min      2.5072
_cell_measurement_theta_max      27.4668
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0360062
_diffrn_orient_matrix_UB_21      0.0030600
_diffrn_orient_matrix_UB_31      -0.1074319
_diffrn_orient_matrix_UB_12      -0.0174806
_diffrn_orient_matrix_UB_22      -0.0978259
_diffrn_orient_matrix_UB_32      -0.0086451
_diffrn_orient_matrix_UB_13      -0.0336085
_diffrn_orient_matrix_UB_23      0.0069834
_diffrn_orient_matrix_UB_33      -0.0110651


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

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.490
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.120
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1184
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.716
_exptl_absorpt_correction_T_max  0.864

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      302                                        #
# Total length of scans  [*] :   151.00 (deg.)                                 #
# Rotation speed         [*] :    10.00 sec./deg.                              #
# Total exposition time  [*] :         25.2 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       5.0   0.50     36.0     302   1.30 269.85 232.51  23.00 150.00  #
#  2 Fast      1.0   1.00     36.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0375
_diffrn_reflns_av_r_equivalents  0.0451
_diffrn_reflns_number            13108
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.507
_diffrn_reflns_theta_max         27.472
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_reflns_number_total             2793
_reflns_number_gt                2385
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0277P)²+2.1768P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2793
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0766
_refine_ls_wR_factor_gt          0.0724
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.069

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.47372(3) 0.81464(3) 0.41886(2) 0.01389(9) Uani 1 1 d . . . . .
C1 C 0.60515(19) 0.8769(2) 0.36645(7) 0.0233(4) Uani 1 1 d . . . . .
H1 H 0.619717 0.826140 0.336701 0.028 Uiso 1 1 calc R U . . .
C2 C 0.67405(19) 0.8483(2) 0.41061(7) 0.0243(4) Uani 1 1 d . . . . .
H2 H 0.742024 0.774879 0.415484 0.029 Uiso 1 1 calc R U . . .
C3 C 0.6228(2) 0.9494(2) 0.44596(7) 0.0250(4) Uani 1 1 d . . . . .
H3 H 0.650888 0.955610 0.478615 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5220(2) 1.0397(2) 0.42397(7) 0.0235(4) Uani 1 1 d . . . . .
H4 H 0.471017 1.116455 0.439378 0.028 Uiso 1 1 calc R U . . .
C5 C 0.5110(2) 0.9945(2) 0.37475(7) 0.0227(4) Uani 1 1 d . . . . .
H5 H 0.451289 1.035761 0.351603 0.027 Uiso 1 1 calc R U . . .
C6 C 0.44837(19) 0.5936(2) 0.43809(7) 0.0207(4) Uani 1 1 d . . . . .
H6 H 0.517803 0.522153 0.443246 0.025 Uiso 1 1 calc R U . . .
C7 C 0.3919(2) 0.6918(2) 0.47368(7) 0.0235(4) Uani 1 1 d . . . . .
H7 H 0.416858 0.696445 0.506691 0.028 Uiso 1 1 calc R U . . .
C8 C 0.29209(19) 0.7811(2) 0.45118(7) 0.0224(4) Uani 1 1 d . . . . .
H8 H 0.238546 0.855676 0.466521 0.027 Uiso 1 1 calc R U . . .
C9 C 0.28597(17) 0.7394(2) 0.40144(7) 0.0196(4) Uani 1 1 d . . . . .
H9 H 0.228301 0.782149 0.377901 0.024 Uiso 1 1 calc R U . . .
C10 C 0.38168(18) 0.6222(2) 0.39325(6) 0.0165(3) Uani 1 1 d . . . . .
N11 N 0.41112(14) 0.54357(17) 0.34969(5) 0.0151(3) Uani 1 1 d . . . . .
C12 C 0.53133(18) 0.4465(2) 0.35204(7) 0.0210(4) Uani 1 1 d . . . . .
H12A H 0.523702 0.378938 0.380423 0.025 Uiso 1 1 calc R U . . .
H12B H 0.610384 0.511888 0.356986 0.025 Uiso 1 1 calc R U . . .
C13 C 0.55399(19) 0.3500(2) 0.30757(7) 0.0222(4) Uani 1 1 d . . . . .
H13A H 0.492476 0.262197 0.308127 0.027 Uiso 1 1 calc R U . . .
H13B H 0.646508 0.310714 0.307728 0.027 Uiso 1 1 calc R U . . .
C14 C 0.53079(19) 0.4414(2) 0.26205(7) 0.0226(4) Uani 1 1 d . . . . .
H14A H 0.589774 0.531363 0.261500 0.027 Uiso 1 1 calc R U . . .
H14B H 0.549805 0.378967 0.233181 0.027 Uiso 1 1 calc R U . . .
C15 C 0.38540(18) 0.4898(2) 0.26249(6) 0.0188(4) Uani 1 1 d . . . . .
H15A H 0.368914 0.556168 0.234320 0.023 Uiso 1 1 calc R U . . .
H15B H 0.328831 0.398584 0.258748 0.023 Uiso 1 1 calc R U . . .
C16 C 0.34305(17) 0.5730(2) 0.30777(6) 0.0156(3) Uani 1 1 d . . . . .
O17 O 0.24893(14) 0.66180(16) 0.30614(5) 0.0250(3) 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
Fe1 C6 2.0374(19) . ?
Fe1 C1 2.0370(18) . ?
Fe1 C7 2.0391(18) . ?
Fe1 C5 2.0381(19) . ?
Fe1 C2 2.0431(19) . ?
Fe1 C4 2.048(2) . ?
Fe1 C8 2.0509(18) . ?
Fe1 C3 2.0519(19) . ?
Fe1 C9 2.0535(18) . ?
Fe1 C10 2.0589(18) . ?
C1 C5 1.422(3) . ?
C1 C2 1.428(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.421(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.424(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.426(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.430(3) . ?
C6 C10 1.434(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.418(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.429(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.429(3) . ?
C9 H9 0.9500 . ?
C10 N11 1.424(2) . ?
N11 C16 1.373(2) . ?
N11 C12 1.480(2) . ?
C12 C13 1.515(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.516(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.519(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.515(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 O17 1.227(2) . ?

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 Fe1 C1 121.70(8) . . ?
C6 Fe1 C7 41.07(8) . . ?
C1 Fe1 C7 159.29(9) . . ?
C6 Fe1 C5 157.69(8) . . ?
C1 Fe1 C5 40.83(8) . . ?
C7 Fe1 C5 159.20(8) . . ?
C6 Fe1 C2 106.92(8) . . ?
C1 Fe1 C2 40.98(8) . . ?
C7 Fe1 C2 123.80(8) . . ?
C5 Fe1 C2 68.86(8) . . ?
C6 Fe1 C4 159.88(8) . . ?
C1 Fe1 C4 68.60(8) . . ?
C7 Fe1 C4 123.95(8) . . ?
C5 Fe1 C4 40.84(8) . . ?
C2 Fe1 C4 68.57(8) . . ?
C6 Fe1 C8 68.69(8) . . ?
C1 Fe1 C8 157.66(8) . . ?
C7 Fe1 C8 40.56(8) . . ?
C5 Fe1 C8 122.51(8) . . ?
C2 Fe1 C8 160.50(8) . . ?
C4 Fe1 C8 108.63(8) . . ?
C6 Fe1 C3 123.33(8) . . ?
C1 Fe1 C3 68.52(8) . . ?
C7 Fe1 C3 109.15(8) . . ?
C5 Fe1 C3 68.60(8) . . ?
C2 Fe1 C3 40.61(8) . . ?
C4 Fe1 C3 40.64(8) . . ?
C8 Fe1 C3 124.76(8) . . ?
C6 Fe1 C9 68.76(8) . . ?
C1 Fe1 C9 120.82(8) . . ?
C7 Fe1 C9 68.57(8) . . ?
C5 Fe1 C9 106.18(8) . . ?
C2 Fe1 C9 157.18(8) . . ?
C4 Fe1 C9 123.10(8) . . ?
C8 Fe1 C9 40.74(7) . . ?
C3 Fe1 C9 160.21(8) . . ?
C6 Fe1 C10 40.98(7) . . ?
C1 Fe1 C10 105.45(8) . . ?
C7 Fe1 C10 68.80(7) . . ?
C5 Fe1 C10 121.17(7) . . ?
C2 Fe1 C10 121.46(8) . . ?
C4 Fe1 C10 158.30(8) . . ?
C8 Fe1 C10 68.51(7) . . ?
C3 Fe1 C10 158.50(8) . . ?
C9 Fe1 C10 40.66(7) . . ?
C5 C1 C2 108.14(17) . . ?
C5 C1 Fe1 69.63(11) . . ?
C2 C1 Fe1 69.74(11) . . ?
C5 C1 H1 125.9 . . ?
C2 C1 H1 125.9 . . ?
Fe1 C1 H1 126.3 . . ?
C3 C2 C1 107.79(18) . . ?
C3 C2 Fe1 70.03(11) . . ?
C1 C2 Fe1 69.28(11) . . ?
C3 C2 H2 126.1 . . ?
C1 C2 H2 126.1 . . ?
Fe1 C2 H2 126.2 . . ?
C2 C3 C4 108.21(17) . . ?
C2 C3 Fe1 69.36(11) . . ?
C4 C3 Fe1 69.54(11) . . ?
C2 C3 H3 125.9 . . ?
C4 C3 H3 125.9 . . ?
Fe1 C3 H3 126.8 . . ?
C3 C4 C5 107.96(18) . . ?
C3 C4 Fe1 69.82(12) . . ?
C5 C4 Fe1 69.20(11) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 126.5 . . ?
C1 C5 C4 107.91(17) . . ?
C1 C5 Fe1 69.54(11) . . ?
C4 C5 Fe1 69.96(11) . . ?
C1 C5 H5 126.0 . . ?
C4 C5 H5 126.0 . . ?
Fe1 C5 H5 126.0 . . ?
C7 C6 C10 107.89(17) . . ?
C7 C6 Fe1 69.53(11) . . ?
C10 C6 Fe1 70.32(10) . . ?
C7 C6 H6 126.1 . . ?
C10 C6 H6 126.1 . . ?
Fe1 C6 H6 125.7 . . ?
C8 C7 C6 108.20(16) . . ?
C8 C7 Fe1 70.17(10) . . ?
C6 C7 Fe1 69.40(10) . . ?
C8 C7 H7 125.9 . . ?
C6 C7 H7 125.9 . . ?
Fe1 C7 H7 126.1 . . ?
C7 C8 C9 108.19(17) . . ?
C7 C8 Fe1 69.27(11) . . ?
C9 C8 Fe1 69.73(10) . . ?
C7 C8 H8 125.9 . . ?
C9 C8 H8 125.9 . . ?
Fe1 C8 H8 126.7 . . ?
C8 C9 C10 108.11(16) . . ?
C8 C9 Fe1 69.53(10) . . ?
C10 C9 Fe1 69.87(10) . . ?
C8 C9 H9 125.9 . . ?
C10 C9 H9 125.9 . . ?
Fe1 C9 H9 126.2 . . ?
N11 C10 C9 128.79(16) . . ?
N11 C10 C6 123.61(16) . . ?
C9 C10 C6 107.60(16) . . ?
N11 C10 Fe1 126.97(12) . . ?
C9 C10 Fe1 69.46(10) . . ?
C6 C10 Fe1 68.71(10) . . ?
C16 N11 C10 121.54(15) . . ?
C16 N11 C12 123.48(14) . . ?
C10 N11 C12 114.42(14) . . ?
N11 C12 C13 114.30(15) . . ?
N11 C12 H12A 108.7 . . ?
C13 C12 H12A 108.7 . . ?
N11 C12 H12B 108.7 . . ?
C13 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C12 C13 C14 110.83(16) . . ?
C12 C13 H13A 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
C15 C14 C13 106.87(15) . . ?
C15 C14 H14A 110.3 . . ?
C13 C14 H14A 110.3 . . ?
C15 C14 H14B 110.3 . . ?
C13 C14 H14B 110.3 . . ?
H14A C14 H14B 108.6 . . ?
C16 C15 C14 114.33(15) . . ?
C16 C15 H15A 108.7 . . ?
C14 C15 H15A 108.7 . . ?
C16 C15 H15B 108.7 . . ?
C14 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
O17 C16 N11 122.30(16) . . ?
O17 C16 C15 119.63(15) . . ?
N11 C16 C15 118.06(15) . . ?

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
C5 C1 C2 C3 -0.4(2) . . . . ?
Fe1 C1 C2 C3 -59.68(14) . . . . ?
C5 C1 C2 Fe1 59.24(13) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
Fe1 C2 C3 C4 -58.87(13) . . . . ?
C1 C2 C3 Fe1 59.21(13) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
Fe1 C3 C4 C5 -58.87(13) . . . . ?
C2 C3 C4 Fe1 58.75(14) . . . . ?
C2 C1 C5 C4 0.4(2) . . . . ?
Fe1 C1 C5 C4 59.68(13) . . . . ?
C2 C1 C5 Fe1 -59.31(13) . . . . ?
C3 C4 C5 C1 -0.2(2) . . . . ?
Fe1 C4 C5 C1 -59.41(13) . . . . ?
C3 C4 C5 Fe1 59.26(13) . . . . ?
C10 C6 C7 C8 -0.5(2) . . . . ?
Fe1 C6 C7 C8 59.66(13) . . . . ?
C10 C6 C7 Fe1 -60.11(13) . . . . ?
C6 C7 C8 C9 -0.1(2) . . . . ?
Fe1 C7 C8 C9 59.05(13) . . . . ?
C6 C7 C8 Fe1 -59.18(13) . . . . ?
C7 C8 C9 C10 0.7(2) . . . . ?
Fe1 C8 C9 C10 59.44(12) . . . . ?
C7 C8 C9 Fe1 -58.77(13) . . . . ?
C8 C9 C10 N11 179.25(17) . . . . ?
Fe1 C9 C10 N11 -121.52(19) . . . . ?
C8 C9 C10 C6 -0.9(2) . . . . ?
Fe1 C9 C10 C6 58.28(12) . . . . ?
C8 C9 C10 Fe1 -59.23(12) . . . . ?
C7 C6 C10 N11 -179.33(16) . . . . ?
Fe1 C6 C10 N11 121.06(17) . . . . ?
C7 C6 C10 C9 0.9(2) . . . . ?
Fe1 C6 C10 C9 -58.76(12) . . . . ?
C7 C6 C10 Fe1 59.62(13) . . . . ?
C9 C10 N11 C16 -1.3(3) . . . . ?
C6 C10 N11 C16 178.91(16) . . . . ?
Fe1 C10 N11 C16 -93.70(19) . . . . ?
C9 C10 N11 C12 170.39(18) . . . . ?
C6 C10 N11 C12 -9.4(2) . . . . ?
Fe1 C10 N11 C12 78.00(19) . . . . ?
C16 N11 C12 C13 -14.8(3) . . . . ?
C10 N11 C12 C13 173.68(16) . . . . ?
N11 C12 C13 C14 43.7(2) . . . . ?
C12 C13 C14 C15 -62.6(2) . . . . ?
C13 C14 C15 C16 54.3(2) . . . . ?
C10 N11 C16 O17 -4.1(3) . . . . ?
C12 N11 C16 O17 -175.08(17) . . . . ?
C10 N11 C16 C15 177.01(15) . . . . ?
C12 N11 C16 C15 6.1(2) . . . . ?
C14 C15 C16 O17 154.26(17) . . . . ?
C14 C15 C16 N11 -26.9(2) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WEKL1182
_database_code_depnum_ccdc_archive 'CCDC 2014651'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 03 mars 2020                                             #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H17 Fe N O'
_chemical_formula_sum            'C18 H17 Fe N O'
_chemical_formula_weight         319.17
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.6323(9)
_cell_length_b                   10.0838(12)
_cell_length_c                   15.0175(18)
_cell_angle_alpha                90
_cell_angle_beta                 95.784(4)
_cell_angle_gamma                90
_cell_volume                     1451.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9574
_cell_measurement_theta_min      2.4368
_cell_measurement_theta_max      27.5042
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0343512
_diffrn_orient_matrix_UB_21      -0.0497364
_diffrn_orient_matrix_UB_31      -0.0850577
_diffrn_orient_matrix_UB_12      0.0728412
_diffrn_orient_matrix_UB_22      0.0409794
_diffrn_orient_matrix_UB_32      -0.0533797
_diffrn_orient_matrix_UB_13      0.0372932
_diffrn_orient_matrix_UB_23      -0.0548831
_diffrn_orient_matrix_UB_33      0.0087563


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.430
_exptl_crystal_size_min          0.290
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             664
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.652
_exptl_absorpt_correction_T_max  0.740

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0280
_diffrn_reflns_av_uneti/neti     0.0276
_diffrn_reflns_number            12039
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.125
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_reflns_number_total             3316
_reflns_number_gt                3050
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0361P)²+0.7264P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3316
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0721
_refine_ls_wR_factor_gt          0.0699
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.060

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.22395(15) 0.26691(16) 0.49170(10) 0.0213(3) Uani 1 1 d . . . . .
H1 H 0.215704 0.174538 0.479897 0.026 Uiso 1 1 calc R U . . .
C2 C 0.33495(16) 0.35045(17) 0.47012(10) 0.0235(3) Uani 1 1 d . . . . .
H2 H 0.413590 0.323525 0.441198 0.028 Uiso 1 1 calc R U . . .
C3 C 0.30776(16) 0.48094(17) 0.49930(11) 0.0244(3) Uani 1 1 d . . . . .
H3 H 0.365158 0.556458 0.493593 0.029 Uiso 1 1 calc R U . . .
C4 C 0.17930(15) 0.47873(16) 0.53864(11) 0.0233(3) Uani 1 1 d . . . . .
H4 H 0.135809 0.552659 0.563534 0.028 Uiso 1 1 calc R U . . .
C5 C 0.12736(15) 0.34635(16) 0.53417(10) 0.0211(3) Uani 1 1 d . . . . .
H5 H 0.043368 0.316360 0.555644 0.025 Uiso 1 1 calc R U . . .
C6 C 0.48440(14) 0.41322(14) 0.69299(9) 0.0143(3) Uani 1 1 d . . . . .
H6 H 0.548678 0.481195 0.681774 0.017 Uiso 1 1 calc R U . . .
C7 C 0.35670(15) 0.42989(15) 0.73236(9) 0.0191(3) Uani 1 1 d . . . . .
H7 H 0.322017 0.511155 0.753242 0.023 Uiso 1 1 calc R U . . .
C8 C 0.28989(15) 0.30373(15) 0.73503(9) 0.0192(3) Uani 1 1 d . . . . .
H8 H 0.202714 0.286771 0.757279 0.023 Uiso 1 1 calc R U . . .
C9 C 0.37688(14) 0.20753(14) 0.69847(9) 0.0156(3) Uani 1 1 d . . . . .
H9 H 0.357991 0.115395 0.691870 0.019 Uiso 1 1 calc R U . . .
C10 C 0.49767(13) 0.27513(13) 0.67356(9) 0.0121(3) Uani 1 1 d . . . . .
N11 N 0.61022(11) 0.21382(11) 0.63506(8) 0.0142(2) Uani 1 1 d . . . . .
C12 C 0.57625(16) 0.11113(16) 0.56736(11) 0.0230(3) Uani 1 1 d . . . . .
H12A H 0.569664 0.151171 0.507623 0.034 Uiso 1 1 calc R U . . .
H12B H 0.486779 0.070109 0.577070 0.034 Uiso 1 1 calc R U . . .
H12C H 0.649588 0.043396 0.572099 0.034 Uiso 1 1 calc R U . . .
C13 C 0.74532(14) 0.25713(13) 0.64533(9) 0.0133(3) Uani 1 1 d . . . . .
O14 O 0.82818(10) 0.21918(11) 0.59336(7) 0.0202(2) Uani 1 1 d . . . . .
C15 C 0.79676(14) 0.34299(13) 0.72314(9) 0.0130(3) Uani 1 1 d . . . . .
C16 C 0.77113(15) 0.31225(15) 0.81055(9) 0.0174(3) Uani 1 1 d . . . . .
H16 H 0.707956 0.243092 0.821298 0.021 Uiso 1 1 calc R U . . .
C17 C 0.83844(16) 0.38326(16) 0.88233(10) 0.0216(3) Uani 1 1 d . . . . .
H17 H 0.823180 0.360661 0.941977 0.026 Uiso 1 1 calc R U . . .
C18 C 0.92755(15) 0.48674(16) 0.86638(10) 0.0224(3) Uani 1 1 d . . . . .
H18 H 0.972705 0.535362 0.915187 0.027 Uiso 1 1 calc R U . . .
C19 C 0.95101(15) 0.51957(15) 0.77925(10) 0.0209(3) Uani 1 1 d . . . . .
H19 H 1.010540 0.591701 0.768515 0.025 Uiso 1 1 calc R U . . .
C20 C 0.88739(14) 0.44686(15) 0.70791(9) 0.0170(3) Uani 1 1 d . . . . .
H20 H 0.905574 0.467835 0.648518 0.020 Uiso 1 1 calc R U . . .
Fe1 Fe 0.32025(2) 0.35346(2) 0.60609(2) 0.01230(8) 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 1.424(2) . ?
C1 C5 1.426(2) . ?
C1 Fe1 2.0620(15) . ?
C1 H1 0.9500 . ?
C2 C3 1.420(2) . ?
C2 Fe1 2.0612(15) . ?
C2 H2 0.9500 . ?
C3 C4 1.424(2) . ?
C3 Fe1 2.0493(15) . ?
C3 H3 0.9500 . ?
C4 C5 1.425(2) . ?
C4 Fe1 2.0464(14) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.0541(14) . ?
C5 H5 0.9500 . ?
C6 C7 1.4274(19) . ?
C6 C10 1.4311(19) . ?
C6 Fe1 2.0373(13) . ?
C6 H6 0.9500 . ?
C7 C8 1.428(2) . ?
C7 Fe1 2.0442(14) . ?
C7 H7 0.9500 . ?
C8 C9 1.427(2) . ?
C8 Fe1 2.0496(14) . ?
C8 H8 0.9500 . ?
C9 C10 1.4304(18) . ?
C9 Fe1 2.0579(13) . ?
C9 H9 0.9500 . ?
C10 N11 1.4206(17) . ?
C10 Fe1 2.0548(13) . ?
N11 C13 1.3666(18) . ?
N11 C12 1.4649(18) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 O14 1.2322(16) . ?
C13 C15 1.4979(18) . ?
C15 C16 1.3947(19) . ?
C15 C20 1.3971(19) . ?
C16 C17 1.398(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.387(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.390(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?

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 C5 107.95(14) . . ?
C2 C1 Fe1 69.77(9) . . ?
C5 C1 Fe1 69.43(8) . . ?
C2 C1 H1 126.0 . . ?
C5 C1 H1 126.0 . . ?
Fe1 C1 H1 126.3 . . ?
C3 C2 C1 108.18(14) . . ?
C3 C2 Fe1 69.35(9) . . ?
C1 C2 Fe1 69.82(9) . . ?
C3 C2 H2 125.9 . . ?
C1 C2 H2 125.9 . . ?
Fe1 C2 H2 126.5 . . ?
C2 C3 C4 107.98(14) . . ?
C2 C3 Fe1 70.25(9) . . ?
C4 C3 Fe1 69.54(8) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 H3 126.0 . . ?
Fe1 C3 H3 125.8 . . ?
C3 C4 C5 108.11(14) . . ?
C3 C4 Fe1 69.77(8) . . ?
C5 C4 Fe1 69.96(8) . . ?
C3 C4 H4 125.9 . . ?
C5 C4 H4 125.9 . . ?
Fe1 C4 H4 125.9 . . ?
C1 C5 C4 107.79(13) . . ?
C1 C5 Fe1 70.03(8) . . ?
C4 C5 Fe1 69.38(8) . . ?
C1 C5 H5 126.1 . . ?
C4 C5 H5 126.1 . . ?
Fe1 C5 H5 126.1 . . ?
C7 C6 C10 107.30(12) . . ?
C7 C6 Fe1 69.79(8) . . ?
C10 C6 Fe1 70.19(7) . . ?
C7 C6 H6 126.3 . . ?
C10 C6 H6 126.3 . . ?
Fe1 C6 H6 125.3 . . ?
C6 C7 C8 108.44(12) . . ?
C6 C7 Fe1 69.27(8) . . ?
C8 C7 Fe1 69.78(8) . . ?
C6 C7 H7 125.8 . . ?
C8 C7 H7 125.8 . . ?
Fe1 C7 H7 126.7 . . ?
C9 C8 C7 108.12(12) . . ?
C9 C8 Fe1 69.98(8) . . ?
C7 C8 Fe1 69.38(8) . . ?
C9 C8 H8 125.9 . . ?
C7 C8 H8 125.9 . . ?
Fe1 C8 H8 126.3 . . ?
C8 C9 C10 107.53(12) . . ?
C8 C9 Fe1 69.35(8) . . ?
C10 C9 Fe1 69.53(7) . . ?
C8 C9 H9 126.2 . . ?
C10 C9 H9 126.2 . . ?
Fe1 C9 H9 126.4 . . ?
N11 C10 C9 124.98(12) . . ?
N11 C10 C6 126.44(12) . . ?
C9 C10 C6 108.58(12) . . ?
N11 C10 Fe1 126.69(9) . . ?
C9 C10 Fe1 69.76(7) . . ?
C6 C10 Fe1 68.88(7) . . ?
C13 N11 C10 124.89(11) . . ?
C13 N11 C12 116.60(12) . . ?
C10 N11 C12 117.64(11) . . ?
N11 C12 H12A 109.5 . . ?
N11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O14 C13 N11 119.96(13) . . ?
O14 C13 C15 119.29(12) . . ?
N11 C13 C15 120.61(12) . . ?
C16 C15 C20 119.57(13) . . ?
C16 C15 C13 121.99(12) . . ?
C20 C15 C13 117.95(12) . . ?
C15 C16 C17 119.97(13) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 119.94(14) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.25(13) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C20 C19 C18 119.97(14) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C20 C15 120.26(13) . . ?
C19 C20 H20 119.9 . . ?
C15 C20 H20 119.9 . . ?
C6 Fe1 C7 40.94(5) . . ?
C6 Fe1 C4 124.60(6) . . ?
C7 Fe1 C4 105.65(6) . . ?
C6 Fe1 C3 107.24(6) . . ?
C7 Fe1 C3 118.71(7) . . ?
C4 Fe1 C3 40.69(6) . . ?
C6 Fe1 C8 69.06(6) . . ?
C7 Fe1 C8 40.83(6) . . ?
C4 Fe1 C8 117.90(6) . . ?
C3 Fe1 C8 152.88(7) . . ?
C6 Fe1 C5 161.74(6) . . ?
C7 Fe1 C5 124.23(6) . . ?
C4 Fe1 C5 40.66(6) . . ?
C3 Fe1 C5 68.39(6) . . ?
C8 Fe1 C5 106.30(6) . . ?
C6 Fe1 C10 40.94(5) . . ?
C7 Fe1 C10 68.34(5) . . ?
C4 Fe1 C10 163.47(6) . . ?
C3 Fe1 C10 127.40(6) . . ?
C8 Fe1 C10 68.34(5) . . ?
C5 Fe1 C10 155.39(6) . . ?
C6 Fe1 C9 69.13(6) . . ?
C7 Fe1 C9 68.61(6) . . ?
C4 Fe1 C9 153.21(6) . . ?
C3 Fe1 C9 165.18(6) . . ?
C8 Fe1 C9 40.67(6) . . ?
C5 Fe1 C9 119.59(6) . . ?
C10 Fe1 C9 40.71(5) . . ?
C6 Fe1 C2 120.83(6) . . ?
C7 Fe1 C2 154.41(6) . . ?
C4 Fe1 C2 68.11(7) . . ?
C3 Fe1 C2 40.40(7) . . ?
C8 Fe1 C2 164.35(7) . . ?
C5 Fe1 C2 68.12(6) . . ?
C10 Fe1 C2 110.25(6) . . ?
C9 Fe1 C2 128.12(6) . . ?
C6 Fe1 C1 156.03(6) . . ?
C7 Fe1 C1 162.39(6) . . ?
C4 Fe1 C1 68.20(7) . . ?
C3 Fe1 C1 68.14(7) . . ?
C8 Fe1 C1 126.05(6) . . ?
C5 Fe1 C1 40.54(6) . . ?
C10 Fe1 C1 122.01(6) . . ?
C9 Fe1 C1 108.99(6) . . ?
C2 Fe1 C1 40.41(6) . . ?

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
C5 C1 C2 C3 0.21(17) . . . . ?
Fe1 C1 C2 C3 -58.93(10) . . . . ?
C5 C1 C2 Fe1 59.14(10) . . . . ?
C1 C2 C3 C4 -0.32(17) . . . . ?
Fe1 C2 C3 C4 -59.54(10) . . . . ?
C1 C2 C3 Fe1 59.22(10) . . . . ?
C2 C3 C4 C5 0.30(17) . . . . ?
Fe1 C3 C4 C5 -59.68(10) . . . . ?
C2 C3 C4 Fe1 59.98(10) . . . . ?
C2 C1 C5 C4 -0.03(17) . . . . ?
Fe1 C1 C5 C4 59.32(10) . . . . ?
C2 C1 C5 Fe1 -59.35(10) . . . . ?
C3 C4 C5 C1 -0.17(17) . . . . ?
Fe1 C4 C5 C1 -59.73(10) . . . . ?
C3 C4 C5 Fe1 59.56(10) . . . . ?
C10 C6 C7 C8 -1.50(15) . . . . ?
Fe1 C6 C7 C8 58.96(10) . . . . ?
C10 C6 C7 Fe1 -60.46(9) . . . . ?
C6 C7 C8 C9 0.83(16) . . . . ?
Fe1 C7 C8 C9 59.47(10) . . . . ?
C6 C7 C8 Fe1 -58.64(10) . . . . ?
C7 C8 C9 C10 0.17(16) . . . . ?
Fe1 C8 C9 C10 59.27(9) . . . . ?
C7 C8 C9 Fe1 -59.10(10) . . . . ?
C8 C9 C10 N11 179.56(12) . . . . ?
Fe1 C9 C10 N11 -121.28(13) . . . . ?
C8 C9 C10 C6 -1.11(15) . . . . ?
Fe1 C9 C10 C6 58.05(9) . . . . ?
C8 C9 C10 Fe1 -59.16(9) . . . . ?
C7 C6 C10 N11 -179.07(12) . . . . ?
Fe1 C6 C10 N11 120.72(13) . . . . ?
C7 C6 C10 C9 1.61(15) . . . . ?
Fe1 C6 C10 C9 -58.59(9) . . . . ?
C7 C6 C10 Fe1 60.21(9) . . . . ?
C9 C10 N11 C13 -150.56(13) . . . . ?
C6 C10 N11 C13 30.2(2) . . . . ?
Fe1 C10 N11 C13 119.74(13) . . . . ?
C9 C10 N11 C12 40.50(19) . . . . ?
C6 C10 N11 C12 -138.71(14) . . . . ?
Fe1 C10 N11 C12 -49.21(17) . . . . ?
C10 N11 C13 O14 -162.27(13) . . . . ?
C12 N11 C13 O14 6.8(2) . . . . ?
C10 N11 C13 C15 22.1(2) . . . . ?
C12 N11 C13 C15 -168.89(13) . . . . ?
O14 C13 C15 C16 -128.00(15) . . . . ?
N11 C13 C15 C16 47.70(19) . . . . ?
O14 C13 C15 C20 43.86(18) . . . . ?
N11 C13 C15 C20 -140.44(13) . . . . ?
C20 C15 C16 C17 -1.5(2) . . . . ?
C13 C15 C16 C17 170.28(13) . . . . ?
C15 C16 C17 C18 1.9(2) . . . . ?
C16 C17 C18 C19 -0.5(2) . . . . ?
C17 C18 C19 C20 -1.3(2) . . . . ?
C18 C19 C20 C15 1.8(2) . . . . ?
C16 C15 C20 C19 -0.4(2) . . . . ?
C13 C15 C20 C19 -172.42(13) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_KL62
_database_code_depnum_ccdc_archive 'CCDC 2014647'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of diffraction experiment: 01 juillet 2020                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H19 Fe N O'
_chemical_formula_sum            'C16 H19 Fe N O'
_chemical_formula_weight         297.17
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.788(3)
_cell_length_b                   13.387(2)
_cell_length_c                   10.5242(13)
_cell_angle_alpha                90
_cell_angle_beta                 114.189(4)
_cell_angle_gamma                90
_cell_volume                     2671.6(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7964
_cell_measurement_theta_min      2.4702
_cell_measurement_theta_max      27.5240
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0229379
_diffrn_orient_matrix_UB_21      0.0445686
_diffrn_orient_matrix_UB_31      0.0163877
_diffrn_orient_matrix_UB_12      -0.0656079
_diffrn_orient_matrix_UB_22      -0.0240640
_diffrn_orient_matrix_UB_32      -0.0263864
_diffrn_orient_matrix_UB_13      -0.0374193
_diffrn_orient_matrix_UB_23      -0.0044616
_diffrn_orient_matrix_UB_33      0.0971095


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

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.160
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1248
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.662
_exptl_absorpt_correction_T_max  0.836

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      200                                        #
# Total length of scans  [*] :   200.00 (deg.)                                 #
# Rotation speed         [*] :     5.00 sec./deg.                              #
# Total exposition time  [*] :         16.7 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       5.0   1.00     34.0     200   0.27 270.94 196.00  23.00 150.00  #
#  2 Fast      1.0   1.00     50.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0382
_diffrn_reflns_av_r_equivalents  0.0420
_diffrn_reflns_number            10778
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.470
_diffrn_reflns_theta_max         27.527
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_reflns_number_total             3051
_reflns_number_gt                2630
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0337P)²+2.9344P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3051
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0746
_refine_ls_wR_factor_gt          0.0696
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.068

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.60209(2) 0.35855(2) 0.53314(2) 0.01089(8) Uani 1 1 d . . . . .
C1 C 0.56378(9) 0.31440(13) 0.67566(18) 0.0160(3) Uani 1 1 d . . . . .
H1 H 0.585483 0.325190 0.773417 0.019 Uiso 1 1 calc R U . . .
C2 C 0.51479(9) 0.37969(14) 0.57538(19) 0.0182(4) Uani 1 1 d . . . . .
H2 H 0.498194 0.441595 0.594394 0.022 Uiso 1 1 calc R U . . .
C3 C 0.49523(9) 0.33547(14) 0.44168(19) 0.0205(4) Uani 1 1 d . . . . .
H3 H 0.463182 0.362757 0.355672 0.025 Uiso 1 1 calc R U . . .
C4 C 0.53198(9) 0.24335(14) 0.45921(18) 0.0194(4) Uani 1 1 d . . . . .
H4 H 0.528732 0.198379 0.386997 0.023 Uiso 1 1 calc R U . . .
C5 C 0.57452(9) 0.23033(13) 0.60397(18) 0.0164(3) Uani 1 1 d . . . . .
H5 H 0.604694 0.175264 0.645306 0.020 Uiso 1 1 calc R U . . .
C6 C 0.70402(9) 0.33573(13) 0.56025(18) 0.0149(3) Uani 1 1 d . . . . .
H6 H 0.730557 0.276709 0.596716 0.018 Uiso 1 1 calc R U . . .
C7 C 0.66000(9) 0.35521(13) 0.41750(18) 0.0171(4) Uani 1 1 d . . . . .
H7 H 0.652628 0.311461 0.341703 0.021 Uiso 1 1 calc R U . . .
C8 C 0.62911(9) 0.45097(13) 0.40791(17) 0.0169(3) Uani 1 1 d . . . . .
H8 H 0.597581 0.482318 0.324680 0.020 Uiso 1 1 calc R U . . .
C9 C 0.65352(8) 0.49208(13) 0.54463(17) 0.0139(3) Uani 1 1 d . . . . .
H9 H 0.640661 0.554989 0.568979 0.017 Uiso 1 1 calc R U . . .
C10 C 0.70075(8) 0.42152(12) 0.63814(16) 0.0122(3) Uani 1 1 d . . . . .
N11 N 0.74114(7) 0.43559(10) 0.78297(14) 0.0129(3) Uani 1 1 d . . . . .
C12 C 0.75695(9) 0.34623(12) 0.87268(18) 0.0162(3) Uani 1 1 d . . . . .
H12A H 0.723452 0.292566 0.822203 0.019 Uiso 1 1 calc R U . . .
H12B H 0.749228 0.362406 0.957159 0.019 Uiso 1 1 calc R U . . .
C13 C 0.83207(9) 0.30715(13) 0.91709(18) 0.0190(4) Uani 1 1 d . . . . .
H13A H 0.833007 0.235341 0.940242 0.023 Uiso 1 1 calc R U . . .
H13B H 0.845600 0.313183 0.837503 0.023 Uiso 1 1 calc R U . . .
C14 C 0.88653(10) 0.36206(14) 1.04211(19) 0.0210(4) Uani 1 1 d . . . . .
H14A H 0.873799 0.353874 1.122442 0.025 Uiso 1 1 calc R U . . .
H14B H 0.933099 0.330202 1.066904 0.025 Uiso 1 1 calc R U . . .
C15 C 0.89320(9) 0.47302(14) 1.01887(19) 0.0213(4) Uani 1 1 d . . . . .
H15A H 0.908908 0.481412 0.942506 0.026 Uiso 1 1 calc R U . . .
H15B H 0.929981 0.501965 1.104332 0.026 Uiso 1 1 calc R U . . .
C16 C 0.82407(9) 0.53132(13) 0.98220(17) 0.0168(3) Uani 1 1 d . . . . .
H16A H 0.799563 0.504985 1.038376 0.020 Uiso 1 1 calc R U . . .
H16B H 0.835356 0.602401 1.007420 0.020 Uiso 1 1 calc R U . . .
C17 C 0.77500(8) 0.52445(13) 0.82926(17) 0.0144(3) Uani 1 1 d . . . . .
O18 O 0.76856(7) 0.59569(10) 0.75109(13) 0.0221(3) 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
Fe1 C7 2.0330(17) . ?
Fe1 C6 2.0417(17) . ?
Fe1 C4 2.0442(17) . ?
Fe1 C5 2.0448(17) . ?
Fe1 C8 2.0469(17) . ?
Fe1 C3 2.0505(18) . ?
Fe1 C1 2.0524(17) . ?
Fe1 C2 2.0572(17) . ?
Fe1 C9 2.0608(17) . ?
Fe1 C10 2.0689(16) . ?
C1 C5 1.423(2) . ?
C1 C2 1.426(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.424(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.422(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.425(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.427(2) . ?
C6 C10 1.429(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.419(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.426(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.426(2) . ?
C9 H9 0.9500 . ?
C10 N11 1.419(2) . ?
N11 C17 1.366(2) . ?
N11 C12 1.475(2) . ?
C12 C13 1.527(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.527(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.521(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.539(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.515(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 O18 1.231(2) . ?

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
C7 Fe1 C6 40.99(7) . . ?
C7 Fe1 C4 105.08(7) . . ?
C6 Fe1 C4 118.52(7) . . ?
C7 Fe1 C5 121.53(7) . . ?
C6 Fe1 C5 104.68(7) . . ?
C4 Fe1 C5 40.78(7) . . ?
C7 Fe1 C8 40.70(7) . . ?
C6 Fe1 C8 68.75(7) . . ?
C4 Fe1 C8 123.50(7) . . ?
C5 Fe1 C8 159.07(7) . . ?
C7 Fe1 C3 120.60(7) . . ?
C6 Fe1 C3 154.92(8) . . ?
C4 Fe1 C3 40.65(7) . . ?
C5 Fe1 C3 68.47(7) . . ?
C8 Fe1 C3 108.61(7) . . ?
C7 Fe1 C1 158.98(7) . . ?
C6 Fe1 C1 123.09(7) . . ?
C4 Fe1 C1 68.36(7) . . ?
C5 Fe1 C1 40.63(7) . . ?
C8 Fe1 C1 159.33(7) . . ?
C3 Fe1 C1 68.25(7) . . ?
C7 Fe1 C2 157.45(7) . . ?
C6 Fe1 C2 161.30(7) . . ?
C4 Fe1 C2 68.38(8) . . ?
C5 Fe1 C2 68.46(7) . . ?
C8 Fe1 C2 123.72(7) . . ?
C3 Fe1 C2 40.56(7) . . ?
C1 Fe1 C2 40.61(7) . . ?
C7 Fe1 C9 68.53(7) . . ?
C6 Fe1 C9 68.77(7) . . ?
C4 Fe1 C9 161.54(7) . . ?
C5 Fe1 C9 157.36(7) . . ?
C8 Fe1 C9 40.61(7) . . ?
C3 Fe1 C9 126.47(7) . . ?
C1 Fe1 C9 123.66(7) . . ?
C2 Fe1 C9 110.51(7) . . ?
C7 Fe1 C10 68.17(7) . . ?
C6 Fe1 C10 40.67(7) . . ?
C4 Fe1 C10 155.07(7) . . ?
C5 Fe1 C10 120.79(7) . . ?
C8 Fe1 C10 67.92(7) . . ?
C3 Fe1 C10 163.39(7) . . ?
C1 Fe1 C10 108.88(7) . . ?
C2 Fe1 C10 126.70(7) . . ?
C9 Fe1 C10 40.39(6) . . ?
C5 C1 C2 108.18(15) . . ?
C5 C1 Fe1 69.40(9) . . ?
C2 C1 Fe1 69.88(10) . . ?
C5 C1 H1 125.9 . . ?
C2 C1 H1 125.9 . . ?
Fe1 C1 H1 126.4 . . ?
C3 C2 C1 107.74(16) . . ?
C3 C2 Fe1 69.47(10) . . ?
C1 C2 Fe1 69.51(10) . . ?
C3 C2 H2 126.1 . . ?
C1 C2 H2 126.1 . . ?
Fe1 C2 H2 126.5 . . ?
C4 C3 C2 108.16(15) . . ?
C4 C3 Fe1 69.44(10) . . ?
C2 C3 Fe1 69.98(10) . . ?
C4 C3 H3 125.9 . . ?
C2 C3 H3 125.9 . . ?
Fe1 C3 H3 126.2 . . ?
C3 C4 C5 108.05(16) . . ?
C3 C4 Fe1 69.91(10) . . ?
C5 C4 Fe1 69.64(10) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 126.1 . . ?
C1 C5 C4 107.87(15) . . ?
C1 C5 Fe1 69.97(10) . . ?
C4 C5 Fe1 69.59(10) . . ?
C1 C5 H5 126.1 . . ?
C4 C5 H5 126.1 . . ?
Fe1 C5 H5 126.0 . . ?
C7 C6 C10 107.25(15) . . ?
C7 C6 Fe1 69.18(10) . . ?
C10 C6 Fe1 70.69(9) . . ?
C7 C6 H6 126.4 . . ?
C10 C6 H6 126.4 . . ?
Fe1 C6 H6 125.3 . . ?
C8 C7 C6 108.44(15) . . ?
C8 C7 Fe1 70.18(10) . . ?
C6 C7 Fe1 69.83(10) . . ?
C8 C7 H7 125.8 . . ?
C6 C7 H7 125.8 . . ?
Fe1 C7 H7 125.8 . . ?
C7 C8 C9 108.27(15) . . ?
C7 C8 Fe1 69.12(10) . . ?
C9 C8 Fe1 70.22(9) . . ?
C7 C8 H8 125.9 . . ?
C9 C8 H8 125.9 . . ?
Fe1 C8 H8 126.4 . . ?
C8 C9 C10 107.49(15) . . ?
C8 C9 Fe1 69.17(10) . . ?
C10 C9 Fe1 70.11(9) . . ?
C8 C9 H9 126.3 . . ?
C10 C9 H9 126.3 . . ?
Fe1 C9 H9 126.0 . . ?
N11 C10 C9 126.17(15) . . ?
N11 C10 C6 125.21(15) . . ?
C9 C10 C6 108.53(14) . . ?
N11 C10 Fe1 130.42(11) . . ?
C9 C10 Fe1 69.50(9) . . ?
C6 C10 Fe1 68.64(9) . . ?
C17 N11 C10 119.35(14) . . ?
C17 N11 C12 122.05(14) . . ?
C10 N11 C12 117.27(13) . . ?
N11 C12 C13 113.91(14) . . ?
N11 C12 H12A 108.8 . . ?
C13 C12 H12A 108.8 . . ?
N11 C12 H12B 108.8 . . ?
C13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 113.75(15) . . ?
C14 C13 H13A 108.8 . . ?
C12 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C12 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 C13 114.56(15) . . ?
C15 C14 H14A 108.6 . . ?
C13 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C14 C15 C16 113.47(15) . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 112.88(14) . . ?
C17 C16 H16A 109.0 . . ?
C15 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C15 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
O18 C17 N11 122.51(15) . . ?
O18 C17 C16 120.32(15) . . ?
N11 C17 C16 117.13(15) . . ?

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
C5 C1 C2 C3 0.15(19) . . . . ?
Fe1 C1 C2 C3 59.16(12) . . . . ?
C5 C1 C2 Fe1 -59.01(12) . . . . ?
C1 C2 C3 C4 -0.05(19) . . . . ?
Fe1 C2 C3 C4 59.14(12) . . . . ?
C1 C2 C3 Fe1 -59.19(12) . . . . ?
C2 C3 C4 C5 -0.06(19) . . . . ?
Fe1 C3 C4 C5 59.41(12) . . . . ?
C2 C3 C4 Fe1 -59.47(12) . . . . ?
C2 C1 C5 C4 -0.19(19) . . . . ?
Fe1 C1 C5 C4 -59.50(12) . . . . ?
C2 C1 C5 Fe1 59.31(12) . . . . ?
C3 C4 C5 C1 0.15(19) . . . . ?
Fe1 C4 C5 C1 59.74(12) . . . . ?
C3 C4 C5 Fe1 -59.58(12) . . . . ?
C10 C6 C7 C8 -0.97(19) . . . . ?
Fe1 C6 C7 C8 59.79(12) . . . . ?
C10 C6 C7 Fe1 -60.75(11) . . . . ?
C6 C7 C8 C9 -0.06(19) . . . . ?
Fe1 C7 C8 C9 59.51(12) . . . . ?
C6 C7 C8 Fe1 -59.57(12) . . . . ?
C7 C8 C9 C10 1.07(19) . . . . ?
Fe1 C8 C9 C10 59.90(11) . . . . ?
C7 C8 C9 Fe1 -58.83(12) . . . . ?
C8 C9 C10 N11 174.96(15) . . . . ?
Fe1 C9 C10 N11 -125.74(16) . . . . ?
C8 C9 C10 C6 -1.67(18) . . . . ?
Fe1 C9 C10 C6 57.63(11) . . . . ?
C8 C9 C10 Fe1 -59.30(11) . . . . ?
C7 C6 C10 N11 -175.04(15) . . . . ?
Fe1 C6 C10 N11 125.18(16) . . . . ?
C7 C6 C10 C9 1.63(19) . . . . ?
Fe1 C6 C10 C9 -58.15(11) . . . . ?
C7 C6 C10 Fe1 59.78(12) . . . . ?
C9 C10 N11 C17 -43.4(2) . . . . ?
C6 C10 N11 C17 132.73(17) . . . . ?
Fe1 C10 N11 C17 -136.39(14) . . . . ?
C9 C10 N11 C12 149.52(16) . . . . ?
C6 C10 N11 C12 -34.4(2) . . . . ?
Fe1 C10 N11 C12 56.5(2) . . . . ?
C17 N11 C12 C13 -64.1(2) . . . . ?
C10 N11 C12 C13 102.67(17) . . . . ?
N11 C12 C13 C14 82.44(19) . . . . ?
C12 C13 C14 C15 -61.1(2) . . . . ?
C13 C14 C15 C16 59.5(2) . . . . ?
C14 C15 C16 C17 -82.57(19) . . . . ?
C10 N11 C17 O18 4.5(2) . . . . ?
C12 N11 C17 O18 170.97(16) . . . . ?
C10 N11 C17 C16 -173.09(14) . . . . ?
C12 N11 C17 C16 -6.6(2) . . . . ?
C15 C16 C17 O18 -104.49(19) . . . . ?
C15 C16 C17 N11 73.15(19) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WE9342
_database_code_depnum_ccdc_archive 'CCDC 2014643'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of diffraction experiment: 24 juin 2020                                 #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H14 F Fe N O'
_chemical_formula_sum            'C17 H14 F Fe N O'
_chemical_formula_weight         323.14
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.7882(11)
_cell_length_b                   14.3983(13)
_cell_length_c                   9.0245(9)
_cell_angle_alpha                90
_cell_angle_beta                 102.111(4)
_cell_angle_gamma                90
_cell_volume                     1370.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8728
_cell_measurement_theta_min      2.6808
_cell_measurement_theta_max      27.5136
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0918219
_diffrn_orient_matrix_UB_21      -0.0580847
_diffrn_orient_matrix_UB_31      -0.0322330
_diffrn_orient_matrix_UB_12      0.0128214
_diffrn_orient_matrix_UB_22      -0.0164889
_diffrn_orient_matrix_UB_32      0.0662376
_diffrn_orient_matrix_UB_13      -0.0354511
_diffrn_orient_matrix_UB_23      -0.0866854
_diffrn_orient_matrix_UB_33      -0.0147169


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.560
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             664
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.595
_exptl_absorpt_correction_T_max  0.694

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      360                                        #
# Total length of scans  [*] :   360.00 (deg.)                                 #
# Rotation speed         [*] :     5.00 sec./deg.                              #
# Total exposition time  [*] :         30.0 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       5.0   1.00     34.0     360   0.27 270.94 360.00  23.00 150.00  #
#  2 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0220
_diffrn_reflns_av_r_equivalents  0.0325
_diffrn_reflns_number            19847
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.707
_diffrn_reflns_theta_max         27.522
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             3149
_reflns_number_gt                2895
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²+1.1339P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3149
_refine_ls_number_parameters     193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0248
_refine_ls_wR_factor_ref         0.0657
_refine_ls_wR_factor_gt          0.0631
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.954
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.071

#------------------------------------------------------------------------------#
#               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 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.75827(2) 0.58614(2) 0.51791(2) 0.01235(7) Uani 1 1 d . . . . .
C1 C 0.72898(16) 0.56767(11) 0.28858(17) 0.0228(3) Uani 1 1 d . . . . .
H1 H 0.732168 0.614674 0.215600 0.027 Uiso 1 1 calc R U . . .
C2 C 0.61982(15) 0.54001(12) 0.34150(18) 0.0253(3) Uani 1 1 d . . . . .
H2 H 0.537070 0.565166 0.310006 0.030 Uiso 1 1 calc R U . . .
C3 C 0.65566(16) 0.46825(11) 0.44966(19) 0.0266(3) Uani 1 1 d . . . . .
H3 H 0.601155 0.436977 0.503314 0.032 Uiso 1 1 calc R U . . .
C4 C 0.78767(16) 0.45130(10) 0.46376(17) 0.0234(3) Uani 1 1 d . . . . .
H4 H 0.836808 0.406809 0.528473 0.028 Uiso 1 1 calc R U . . .
C5 C 0.83281(14) 0.51283(10) 0.36371(16) 0.0205(3) Uani 1 1 d . . . . .
H5 H 0.917482 0.516614 0.349575 0.025 Uiso 1 1 calc R U . . .
C6 C 0.74689(14) 0.61895(10) 0.73597(15) 0.0179(3) Uani 1 1 d . . . . .
H6 H 0.706117 0.582812 0.799810 0.022 Uiso 1 1 calc R U . . .
C7 C 0.87588(14) 0.61094(11) 0.72244(17) 0.0222(3) Uani 1 1 d . . . . .
H7 H 0.936804 0.569122 0.777205 0.027 Uiso 1 1 calc R U . . .
C8 C 0.89726(14) 0.67637(11) 0.61286(18) 0.0220(3) Uani 1 1 d . . . . .
H8 H 0.975116 0.685505 0.581510 0.026 Uiso 1 1 calc R U . . .
C9 C 0.78242(13) 0.72621(10) 0.55751(16) 0.0170(3) Uani 1 1 d . . . . .
H9 H 0.769737 0.773629 0.482653 0.020 Uiso 1 1 calc R U . . .
C10 C 0.69033(13) 0.69124(9) 0.63599(15) 0.0141(3) Uani 1 1 d . . . . .
N11 N 0.56718(11) 0.72329(8) 0.63651(13) 0.0138(2) Uani 1 1 d . . . . .
H11 H 0.5392(16) 0.7092(12) 0.711(2) 0.017 Uiso 1 1 d . U . . .
C12 C 0.50114(13) 0.78650(9) 0.54144(14) 0.0132(2) Uani 1 1 d . . . . .
O13 O 0.54119(10) 0.82054(7) 0.43476(11) 0.0183(2) Uani 1 1 d . . . . .
C14 C 0.37489(12) 0.81441(9) 0.57162(14) 0.0135(3) Uani 1 1 d . . . . .
C15 C 0.31612(14) 0.89232(10) 0.49462(16) 0.0180(3) Uani 1 1 d . . . . .
H15 H 0.357221 0.925613 0.427781 0.022 Uiso 1 1 calc R U . . .
C16 C 0.19771(15) 0.92139(10) 0.51532(17) 0.0210(3) Uani 1 1 d . . . . .
H16 H 0.157161 0.974088 0.463121 0.025 Uiso 1 1 calc R U . . .
C17 C 0.14103(13) 0.87173(11) 0.61342(17) 0.0199(3) Uani 1 1 d . . . . .
C18 C 0.19584(13) 0.79508(10) 0.69241(16) 0.0185(3) Uani 1 1 d . . . . .
H18 H 0.154343 0.762891 0.760050 0.022 Uiso 1 1 calc R U . . .
C19 C 0.31371(13) 0.76616(10) 0.67027(15) 0.0156(3) Uani 1 1 d . . . . .
H19 H 0.353032 0.713127 0.722676 0.019 Uiso 1 1 calc R U . . .
F20 F 0.02487(9) 0.89932(7) 0.63343(12) 0.0296(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
Fe1 C8 2.0326(15) . ?
Fe1 C7 2.0400(15) . ?
Fe1 C5 2.0413(14) . ?
Fe1 C4 2.0430(15) . ?
Fe1 C1 2.0443(15) . ?
Fe1 C3 2.0493(15) . ?
Fe1 C2 2.0515(15) . ?
Fe1 C6 2.0524(14) . ?
Fe1 C9 2.0551(14) . ?
Fe1 C10 2.0713(13) . ?
C1 C2 1.418(2) . ?
C1 C5 1.421(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.418(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.424(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.422(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.427(2) . ?
C6 C10 1.4279(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.419(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.428(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.4274(19) . ?
C9 H9 0.9500 . ?
C10 N11 1.4073(17) . ?
N11 C12 1.3474(17) . ?
N11 H11 0.819(19) . ?
C12 O13 1.2363(16) . ?
C12 C14 1.4988(18) . ?
C14 C19 1.3991(19) . ?
C14 C15 1.3993(19) . ?
C15 C16 1.394(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.377(2) . ?
C16 H16 0.9500 . ?
C17 F20 1.3623(16) . ?
C17 C18 1.378(2) . ?
C18 C19 1.3918(19) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?

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
C8 Fe1 C7 40.79(7) . . ?
C8 Fe1 C5 104.87(6) . . ?
C7 Fe1 C5 116.62(6) . . ?
C8 Fe1 C4 124.78(6) . . ?
C7 Fe1 C4 106.53(6) . . ?
C5 Fe1 C4 40.75(6) . . ?
C8 Fe1 C1 116.98(7) . . ?
C7 Fe1 C1 150.86(7) . . ?
C5 Fe1 C1 40.70(6) . . ?
C4 Fe1 C1 68.47(6) . . ?
C8 Fe1 C3 163.80(7) . . ?
C7 Fe1 C3 127.67(7) . . ?
C5 Fe1 C3 68.41(6) . . ?
C4 Fe1 C3 40.73(7) . . ?
C1 Fe1 C3 68.22(7) . . ?
C8 Fe1 C2 152.46(7) . . ?
C7 Fe1 C2 166.45(7) . . ?
C5 Fe1 C2 68.31(6) . . ?
C4 Fe1 C2 68.35(7) . . ?
C1 Fe1 C2 40.50(7) . . ?
C3 Fe1 C2 40.47(7) . . ?
C8 Fe1 C6 68.65(6) . . ?
C7 Fe1 C6 40.81(6) . . ?
C5 Fe1 C6 152.13(6) . . ?
C4 Fe1 C6 119.44(6) . . ?
C1 Fe1 C6 166.66(6) . . ?
C3 Fe1 C6 109.97(6) . . ?
C2 Fe1 C6 129.67(6) . . ?
C8 Fe1 C9 40.89(6) . . ?
C7 Fe1 C9 68.83(6) . . ?
C5 Fe1 C9 124.91(6) . . ?
C4 Fe1 C9 162.51(6) . . ?
C1 Fe1 C9 106.90(6) . . ?
C3 Fe1 C9 154.94(7) . . ?
C2 Fe1 C9 119.85(6) . . ?
C6 Fe1 C9 68.80(6) . . ?
C8 Fe1 C10 68.01(6) . . ?
C7 Fe1 C10 68.08(6) . . ?
C5 Fe1 C10 163.95(6) . . ?
C4 Fe1 C10 155.06(6) . . ?
C1 Fe1 C10 128.29(6) . . ?
C3 Fe1 C10 122.18(6) . . ?
C2 Fe1 C10 110.93(6) . . ?
C6 Fe1 C10 40.51(5) . . ?
C9 Fe1 C10 40.47(5) . . ?
C2 C1 C5 108.09(14) . . ?
C2 C1 Fe1 70.02(9) . . ?
C5 C1 Fe1 69.53(8) . . ?
C2 C1 H1 126.0 . . ?
C5 C1 H1 126.0 . . ?
Fe1 C1 H1 126.1 . . ?
C1 C2 C3 108.10(14) . . ?
C1 C2 Fe1 69.48(9) . . ?
C3 C2 Fe1 69.68(9) . . ?
C1 C2 H2 125.9 . . ?
C3 C2 H2 125.9 . . ?
Fe1 C2 H2 126.5 . . ?
C2 C3 C4 108.03(14) . . ?
C2 C3 Fe1 69.85(9) . . ?
C4 C3 Fe1 69.40(9) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 H3 126.0 . . ?
Fe1 C3 H3 126.3 . . ?
C5 C4 C3 107.80(14) . . ?
C5 C4 Fe1 69.56(8) . . ?
C3 C4 Fe1 69.87(8) . . ?
C5 C4 H4 126.1 . . ?
C3 C4 H4 126.1 . . ?
Fe1 C4 H4 126.0 . . ?
C1 C5 C4 107.97(13) . . ?
C1 C5 Fe1 69.76(8) . . ?
C4 C5 Fe1 69.69(8) . . ?
C1 C5 H5 126.0 . . ?
C4 C5 H5 126.0 . . ?
Fe1 C5 H5 126.1 . . ?
C7 C6 C10 107.46(13) . . ?
C7 C6 Fe1 69.13(8) . . ?
C10 C6 Fe1 70.45(8) . . ?
C7 C6 H6 126.3 . . ?
C10 C6 H6 126.3 . . ?
Fe1 C6 H6 125.7 . . ?
C8 C7 C6 108.06(13) . . ?
C8 C7 Fe1 69.32(8) . . ?
C6 C7 Fe1 70.06(8) . . ?
C8 C7 H7 126.0 . . ?
C6 C7 H7 126.0 . . ?
Fe1 C7 H7 126.2 . . ?
C7 C8 C9 108.75(13) . . ?
C7 C8 Fe1 69.89(9) . . ?
C9 C8 Fe1 70.40(8) . . ?
C7 C8 H8 125.6 . . ?
C9 C8 H8 125.6 . . ?
Fe1 C8 H8 125.7 . . ?
C10 C9 C8 106.99(13) . . ?
C10 C9 Fe1 70.37(8) . . ?
C8 C9 Fe1 68.71(8) . . ?
C10 C9 H9 126.5 . . ?
C8 C9 H9 126.5 . . ?
Fe1 C9 H9 126.0 . . ?
N11 C10 C9 129.93(13) . . ?
N11 C10 C6 121.03(12) . . ?
C9 C10 C6 108.72(12) . . ?
N11 C10 Fe1 132.65(10) . . ?
C9 C10 Fe1 69.15(8) . . ?
C6 C10 Fe1 69.03(8) . . ?
C12 N11 C10 126.36(12) . . ?
C12 N11 H11 117.0(12) . . ?
C10 N11 H11 115.6(12) . . ?
O13 C12 N11 122.63(12) . . ?
O13 C12 C14 120.97(12) . . ?
N11 C12 C14 116.41(11) . . ?
C19 C14 C15 119.27(13) . . ?
C19 C14 C12 123.40(12) . . ?
C15 C14 C12 117.33(12) . . ?
C16 C15 C14 120.45(14) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C15 118.26(14) . . ?
C17 C16 H16 120.9 . . ?
C15 C16 H16 120.9 . . ?
F20 C17 C16 118.60(14) . . ?
F20 C17 C18 118.16(14) . . ?
C16 C17 C18 123.24(13) . . ?
C17 C18 C19 118.11(13) . . ?
C17 C18 H18 120.9 . . ?
C19 C18 H18 120.9 . . ?
C18 C19 C14 120.66(13) . . ?
C18 C19 H19 119.7 . . ?
C14 C19 H19 119.7 . . ?

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
C5 C1 C2 C3 0.15(17) . . . . ?
Fe1 C1 C2 C3 -59.18(11) . . . . ?
C5 C1 C2 Fe1 59.32(10) . . . . ?
C1 C2 C3 C4 -0.05(17) . . . . ?
Fe1 C2 C3 C4 -59.10(10) . . . . ?
C1 C2 C3 Fe1 59.05(11) . . . . ?
C2 C3 C4 C5 -0.07(17) . . . . ?
Fe1 C3 C4 C5 -59.45(10) . . . . ?
C2 C3 C4 Fe1 59.38(11) . . . . ?
C2 C1 C5 C4 -0.19(17) . . . . ?
Fe1 C1 C5 C4 59.44(10) . . . . ?
C2 C1 C5 Fe1 -59.63(10) . . . . ?
C3 C4 C5 C1 0.16(17) . . . . ?
Fe1 C4 C5 C1 -59.48(10) . . . . ?
C3 C4 C5 Fe1 59.64(10) . . . . ?
C10 C6 C7 C8 -1.20(16) . . . . ?
Fe1 C6 C7 C8 59.11(10) . . . . ?
C10 C6 C7 Fe1 -60.31(10) . . . . ?
C6 C7 C8 C9 0.33(17) . . . . ?
Fe1 C7 C8 C9 59.90(10) . . . . ?
C6 C7 C8 Fe1 -59.57(10) . . . . ?
C7 C8 C9 C10 0.68(16) . . . . ?
Fe1 C8 C9 C10 60.26(9) . . . . ?
C7 C8 C9 Fe1 -59.58(10) . . . . ?
C8 C9 C10 N11 172.01(13) . . . . ?
Fe1 C9 C10 N11 -128.80(15) . . . . ?
C8 C9 C10 C6 -1.43(16) . . . . ?
Fe1 C9 C10 C6 57.77(10) . . . . ?
C8 C9 C10 Fe1 -59.19(10) . . . . ?
C7 C6 C10 N11 -172.49(12) . . . . ?
Fe1 C6 C10 N11 128.03(12) . . . . ?
C7 C6 C10 C9 1.63(16) . . . . ?
Fe1 C6 C10 C9 -57.84(10) . . . . ?
C7 C6 C10 Fe1 59.47(10) . . . . ?
C9 C10 N11 C12 11.8(2) . . . . ?
C6 C10 N11 C12 -175.46(13) . . . . ?
Fe1 C10 N11 C12 -86.24(17) . . . . ?
C10 N11 C12 O13 4.0(2) . . . . ?
C10 N11 C12 C14 -175.78(12) . . . . ?
O13 C12 C14 C19 167.10(13) . . . . ?
N11 C12 C14 C19 -13.09(19) . . . . ?
O13 C12 C14 C15 -12.12(19) . . . . ?
N11 C12 C14 C15 167.69(12) . . . . ?
C19 C14 C15 C16 -0.3(2) . . . . ?
C12 C14 C15 C16 178.98(13) . . . . ?
C14 C15 C16 C17 0.2(2) . . . . ?
C15 C16 C17 F20 -179.54(13) . . . . ?
C15 C16 C17 C18 0.3(2) . . . . ?
F20 C17 C18 C19 179.11(12) . . . . ?
C16 C17 C18 C19 -0.7(2) . . . . ?
C17 C18 C19 C14 0.6(2) . . . . ?
C15 C14 C19 C18 -0.2(2) . . . . ?
C12 C14 C19 C18 -179.37(12) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WE9512
_database_code_depnum_ccdc_archive 'CCDC 2014650'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 10 mars 2020                                             #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H16 Cl Fe N O'
_chemical_formula_sum            'C18 H16 Cl Fe N O'
_chemical_formula_weight         353.62
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3749(11)
_cell_length_b                   11.6955(13)
_cell_length_c                   13.3758(12)
_cell_angle_alpha                109.852(3)
_cell_angle_beta                 100.413(3)
_cell_angle_gamma                91.180(4)
_cell_volume                     1495.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      2.3287
_cell_measurement_theta_max      27.5420
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0190262
_diffrn_orient_matrix_UB_21      0.0820114
_diffrn_orient_matrix_UB_31      -0.0509135
_diffrn_orient_matrix_UB_12      0.0898840
_diffrn_orient_matrix_UB_22      -0.0147273
_diffrn_orient_matrix_UB_32      -0.0057626
_diffrn_orient_matrix_UB_13      0.0191385
_diffrn_orient_matrix_UB_23      -0.0302116
_diffrn_orient_matrix_UB_33      -0.0728092


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

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.180
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             728
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.187
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.696
_exptl_absorpt_correction_T_max  0.808

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0326
_diffrn_reflns_av_uneti/neti     0.0287
_diffrn_reflns_number            29628
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.329
_diffrn_reflns_theta_max         27.549
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.987
_reflns_number_total             6806
_reflns_number_gt                6090
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0424P)²+2.5530P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6806
_refine_ls_number_parameters     399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1040
_refine_ls_wR_factor_gt          0.1001
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.594
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.087

#------------------------------------------------------------------------------#
#               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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.43316(3) 0.64032(3) 0.21038(2) 0.01470(9) Uani 1 1 d . . . . .
Cl1 Cl 0.40142(7) 1.12157(6) 0.06727(5) 0.03170(15) Uani 1 1 d . . . . .
C1 C 0.4429(2) 0.4563(2) 0.1447(2) 0.0231(5) Uani 1 1 d . . . . .
H1 H 0.427141 0.409644 0.069356 0.028 Uiso 1 1 calc R U . . .
C2 C 0.3469(2) 0.4811(2) 0.2115(2) 0.0235(5) Uani 1 1 d . . . . .
H2 H 0.256069 0.453608 0.188593 0.028 Uiso 1 1 calc R U . . .
C3 C 0.4108(3) 0.5540(2) 0.3181(2) 0.0248(5) Uani 1 1 d . . . . .
H3 H 0.370326 0.583970 0.379218 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5465(3) 0.5745(2) 0.3174(2) 0.0254(5) Uani 1 1 d . . . . .
H4 H 0.612257 0.620820 0.378021 0.030 Uiso 1 1 calc R U . . .
C5 C 0.5663(2) 0.5137(2) 0.2105(2) 0.0244(5) Uani 1 1 d . . . . .
H5 H 0.647599 0.511745 0.187059 0.029 Uiso 1 1 calc R U . . .
C6 C 0.4993(2) 0.81857(19) 0.24712(18) 0.0166(4) Uani 1 1 d . . . . .
H6 H 0.569774 0.862540 0.304565 0.020 Uiso 1 1 calc R U . . .
C7 C 0.5093(2) 0.7485(2) 0.13929(19) 0.0204(5) Uani 1 1 d . . . . .
H7 H 0.587938 0.739078 0.111473 0.025 Uiso 1 1 calc R U . . .
C8 C 0.3817(2) 0.6947(2) 0.07990(19) 0.0235(5) Uani 1 1 d . . . . .
H8 H 0.360893 0.642525 0.006068 0.028 Uiso 1 1 calc R U . . .
C9 C 0.2903(2) 0.7325(2) 0.15013(18) 0.0198(4) Uani 1 1 d . . . . .
H9 H 0.198193 0.710099 0.132023 0.024 Uiso 1 1 calc R U . . .
C10 C 0.3636(2) 0.81058(19) 0.25305(18) 0.0158(4) Uani 1 1 d . . . . .
N11 N 0.30963(18) 0.87843(17) 0.34339(15) 0.0167(4) Uani 1 1 d . . . . .
C12 C 0.2120(2) 0.8157(2) 0.3779(2) 0.0202(4) Uani 1 1 d . . . . .
H12A H 0.257078 0.773620 0.424482 0.030 Uiso 1 1 calc R U . . .
H12B H 0.155274 0.755987 0.314021 0.030 Uiso 1 1 calc R U . . .
H12C H 0.158290 0.875452 0.418447 0.030 Uiso 1 1 calc R U . . .
C13 C 0.3435(2) 0.9999(2) 0.39950(18) 0.0170(4) Uani 1 1 d . . . . .
O14 O 0.31135(18) 1.05121(16) 0.48691(14) 0.0258(4) Uani 1 1 d . . . . .
C15 C 0.4142(2) 1.07501(19) 0.35068(19) 0.0165(4) Uani 1 1 d . . . . .
C16 C 0.5020(2) 1.1728(2) 0.4217(2) 0.0206(4) Uani 1 1 d . . . . .
H16 H 0.521490 1.185106 0.497031 0.025 Uiso 1 1 calc R U . . .
C17 C 0.5615(2) 1.2525(2) 0.3825(2) 0.0226(5) Uani 1 1 d . . . . .
H17 H 0.622974 1.317637 0.430989 0.027 Uiso 1 1 calc R U . . .
C18 C 0.5314(2) 1.2370(2) 0.2737(2) 0.0226(5) Uani 1 1 d . . . . .
H18 H 0.570727 1.291695 0.246791 0.027 Uiso 1 1 calc R U . . .
C19 C 0.4430(2) 1.1405(2) 0.20443(18) 0.0194(4) Uani 1 1 d . . . . .
C20 C 0.3849(2) 1.0581(2) 0.24072(19) 0.0183(4) Uani 1 1 d . . . . .
H20 H 0.326063 0.991413 0.191285 0.022 Uiso 1 1 calc R U . . .
Fe2 Fe 0.08207(3) 0.87135(3) 0.79103(2) 0.01613(9) Uani 1 1 d . . . . .
Cl2 Cl 0.13077(7) 0.39404(6) 0.94072(5) 0.03329(15) Uani 1 1 d . . . . .
C51 C 0.1534(3) 0.9342(2) 0.6838(2) 0.0280(5) Uani 1 1 d . . . . .
H51 H 0.194664 0.888016 0.626962 0.034 Uiso 1 1 calc R U . . .
C52 C 0.2176(2) 1.0012(2) 0.7922(2) 0.0255(5) Uani 1 1 d . . . . .
H52 H 0.309374 1.007730 0.820496 0.031 Uiso 1 1 calc R U . . .
C53 C 0.1205(3) 1.0568(2) 0.8509(2) 0.0251(5) Uani 1 1 d . . . . .
H53 H 0.135668 1.106708 0.925425 0.030 Uiso 1 1 calc R U . . .
C54 C -0.0038(2) 1.0242(2) 0.7780(2) 0.0242(5) Uani 1 1 d . . . . .
H54 H -0.086053 1.049267 0.795342 0.029 Uiso 1 1 calc R U . . .
C55 C 0.0164(3) 0.9482(2) 0.6753(2) 0.0259(5) Uani 1 1 d . . . . .
H55 H -0.049856 0.912777 0.611922 0.031 Uiso 1 1 calc R U . . .
C56 C -0.0337(2) 0.7782(2) 0.85333(19) 0.0232(5) Uani 1 1 d . . . . .
H56 H -0.117648 0.797695 0.869716 0.028 Uiso 1 1 calc R U . . .
C57 C 0.0908(3) 0.8229(2) 0.9246(2) 0.0281(5) Uani 1 1 d . . . . .
H57 H 0.104014 0.877385 0.997508 0.034 Uiso 1 1 calc R U . . .
C58 C 0.1919(2) 0.7724(2) 0.8682(2) 0.0256(5) Uani 1 1 d . . . . .
H58 H 0.283704 0.786804 0.897197 0.031 Uiso 1 1 calc R U . . .
C59 C 0.1317(2) 0.6965(2) 0.7608(2) 0.0201(4) Uani 1 1 d . . . . .
H59 H 0.175813 0.652759 0.704948 0.024 Uiso 1 1 calc R U . . .
C60 C -0.0078(2) 0.6985(2) 0.75266(19) 0.0174(4) Uani 1 1 d . . . . .
N61 N -0.10441(18) 0.62693(17) 0.66217(16) 0.0174(4) Uani 1 1 d . . . . .
C62 C -0.2192(2) 0.6847(2) 0.6262(2) 0.0209(5) Uani 1 1 d . . . . .
H62A H -0.189781 0.754876 0.609282 0.031 Uiso 1 1 calc R U . . .
H62B H -0.269642 0.712124 0.684116 0.031 Uiso 1 1 calc R U . . .
H62C H -0.274944 0.625549 0.561334 0.031 Uiso 1 1 calc R U . . .
C63 C -0.0982(2) 0.5056(2) 0.60720(18) 0.0178(4) Uani 1 1 d . . . . .
O64 O -0.17306(17) 0.45205(16) 0.51998(15) 0.0266(4) Uani 1 1 d . . . . .
C65 C -0.0039(2) 0.4343(2) 0.65641(19) 0.0171(4) Uani 1 1 d . . . . .
C66 C 0.0460(2) 0.3370(2) 0.58469(19) 0.0200(4) Uani 1 1 d . . . . .
H66 H 0.026666 0.323647 0.509202 0.024 Uiso 1 1 calc R U . . .
C67 C 0.1239(2) 0.2595(2) 0.6228(2) 0.0221(5) Uani 1 1 d . . . . .
H67 H 0.159569 0.194887 0.573663 0.027 Uiso 1 1 calc R U . . .
C68 C 0.1497(2) 0.2763(2) 0.7325(2) 0.0216(5) Uani 1 1 d . . . . .
H68 H 0.201976 0.222947 0.758888 0.026 Uiso 1 1 calc R U . . .
C69 C 0.0984(2) 0.3715(2) 0.80246(18) 0.0187(4) Uani 1 1 d . . . . .
C70 C 0.0224(2) 0.4523(2) 0.76686(19) 0.0179(4) Uani 1 1 d . . . . .
H70 H -0.010767 0.518127 0.816789 0.021 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
Fe1 C8 2.041(2) . ?
Fe1 C1 2.042(2) . ?
Fe1 C7 2.043(2) . ?
Fe1 C6 2.045(2) . ?
Fe1 C5 2.045(2) . ?
Fe1 C4 2.050(2) . ?
Fe1 C2 2.055(2) . ?
Fe1 C9 2.058(2) . ?
Fe1 C10 2.061(2) . ?
Fe1 C3 2.061(2) . ?
Cl1 C19 1.742(2) . ?
C1 C5 1.421(3) . ?
C1 C2 1.425(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.417(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.425(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.420(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.420(3) . ?
C6 C10 1.427(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.423(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.426(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.431(3) . ?
C9 H9 0.9500 . ?
C10 N11 1.420(3) . ?
N11 C13 1.365(3) . ?
N11 C12 1.466(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 O14 1.229(3) . ?
C13 C15 1.508(3) . ?
C15 C20 1.390(3) . ?
C15 C16 1.395(3) . ?
C16 C17 1.397(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.380(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.383(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(3) . ?
C20 H20 0.9500 . ?
Fe2 C58 2.035(2) . ?
Fe2 C57 2.037(2) . ?
Fe2 C59 2.041(2) . ?
Fe2 C52 2.042(2) . ?
Fe2 C53 2.043(2) . ?
Fe2 C51 2.054(2) . ?
Fe2 C54 2.060(2) . ?
Fe2 C56 2.061(2) . ?
Fe2 C55 2.063(2) . ?
Fe2 C60 2.065(2) . ?
Cl2 C69 1.744(2) . ?
C51 C52 1.420(4) . ?
C51 C55 1.422(4) . ?
C51 H51 0.9500 . ?
C52 C53 1.422(4) . ?
C52 H52 0.9500 . ?
C53 C54 1.426(4) . ?
C53 H53 0.9500 . ?
C54 C55 1.415(4) . ?
C54 H54 0.9500 . ?
C55 H55 0.9500 . ?
C56 C57 1.428(4) . ?
C56 C60 1.429(3) . ?
C56 H56 0.9500 . ?
C57 C58 1.423(4) . ?
C57 H57 0.9500 . ?
C58 C59 1.424(4) . ?
C58 H58 0.9500 . ?
C59 C60 1.433(3) . ?
C59 H59 0.9500 . ?
C60 N61 1.417(3) . ?
N61 C63 1.367(3) . ?
N61 C62 1.467(3) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 O64 1.230(3) . ?
C63 C65 1.503(3) . ?
C65 C70 1.394(3) . ?
C65 C66 1.395(3) . ?
C66 C67 1.389(3) . ?
C66 H66 0.9500 . ?
C67 C68 1.386(4) . ?
C67 H67 0.9500 . ?
C68 C69 1.377(3) . ?
C68 H68 0.9500 . ?
C69 C70 1.393(3) . ?
C70 H70 0.9500 . ?

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
C8 Fe1 C1 104.62(10) . . ?
C8 Fe1 C7 40.79(10) . . ?
C1 Fe1 C7 117.84(10) . . ?
C8 Fe1 C6 68.81(9) . . ?
C1 Fe1 C6 153.63(9) . . ?
C7 Fe1 C6 40.66(9) . . ?
C8 Fe1 C5 121.13(10) . . ?
C1 Fe1 C5 40.69(10) . . ?
C7 Fe1 C5 104.38(10) . . ?
C6 Fe1 C5 119.40(9) . . ?
C8 Fe1 C4 158.64(11) . . ?
C1 Fe1 C4 68.31(10) . . ?
C7 Fe1 C4 123.15(10) . . ?
C6 Fe1 C4 108.08(9) . . ?
C5 Fe1 C4 40.56(10) . . ?
C8 Fe1 C2 120.50(10) . . ?
C1 Fe1 C2 40.72(9) . . ?
C7 Fe1 C2 154.38(10) . . ?
C6 Fe1 C2 164.31(9) . . ?
C5 Fe1 C2 68.33(10) . . ?
C4 Fe1 C2 68.10(10) . . ?
C8 Fe1 C9 40.72(9) . . ?
C1 Fe1 C9 123.47(10) . . ?
C7 Fe1 C9 68.59(9) . . ?
C6 Fe1 C9 69.05(9) . . ?
C5 Fe1 C9 158.83(10) . . ?
C4 Fe1 C9 159.71(10) . . ?
C2 Fe1 C9 108.93(10) . . ?
C8 Fe1 C10 68.06(9) . . ?
C1 Fe1 C10 162.30(10) . . ?
C7 Fe1 C10 67.88(9) . . ?
C6 Fe1 C10 40.67(8) . . ?
C5 Fe1 C10 156.93(9) . . ?
C4 Fe1 C10 124.23(9) . . ?
C2 Fe1 C10 127.88(9) . . ?
C9 Fe1 C10 40.66(9) . . ?
C8 Fe1 C3 157.41(11) . . ?
C1 Fe1 C3 68.22(10) . . ?
C7 Fe1 C3 161.68(10) . . ?
C6 Fe1 C3 127.06(9) . . ?
C5 Fe1 C3 68.24(10) . . ?
C4 Fe1 C3 40.57(10) . . ?
C2 Fe1 C3 40.29(10) . . ?
C9 Fe1 C3 124.18(10) . . ?
C10 Fe1 C3 112.01(9) . . ?
C5 C1 C2 108.0(2) . . ?
C5 C1 Fe1 69.78(13) . . ?
C2 C1 Fe1 70.11(13) . . ?
C5 C1 H1 126.0 . . ?
C2 C1 H1 126.0 . . ?
Fe1 C1 H1 125.7 . . ?
C3 C2 C1 108.1(2) . . ?
C3 C2 Fe1 70.09(13) . . ?
C1 C2 Fe1 69.16(13) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Fe1 C2 H2 126.3 . . ?
C2 C3 C4 107.9(2) . . ?
C2 C3 Fe1 69.62(14) . . ?
C4 C3 Fe1 69.30(14) . . ?
C2 C3 H3 126.1 . . ?
C4 C3 H3 126.1 . . ?
Fe1 C3 H3 126.6 . . ?
C5 C4 C3 108.1(2) . . ?
C5 C4 Fe1 69.55(14) . . ?
C3 C4 Fe1 70.13(14) . . ?
C5 C4 H4 125.9 . . ?
C3 C4 H4 125.9 . . ?
Fe1 C4 H4 126.0 . . ?
C4 C5 C1 107.9(2) . . ?
C4 C5 Fe1 69.89(14) . . ?
C1 C5 Fe1 69.52(14) . . ?
C4 C5 H5 126.0 . . ?
C1 C5 H5 126.0 . . ?
Fe1 C5 H5 126.1 . . ?
C7 C6 C10 107.19(19) . . ?
C7 C6 Fe1 69.61(13) . . ?
C10 C6 Fe1 70.27(12) . . ?
C7 C6 H6 126.4 . . ?
C10 C6 H6 126.4 . . ?
Fe1 C6 H6 125.3 . . ?
C6 C7 C8 108.6(2) . . ?
C6 C7 Fe1 69.73(12) . . ?
C8 C7 Fe1 69.53(13) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 H7 125.7 . . ?
Fe1 C7 H7 126.6 . . ?
C7 C8 C9 108.4(2) . . ?
C7 C8 Fe1 69.68(13) . . ?
C9 C8 Fe1 70.26(13) . . ?
C7 C8 H8 125.8 . . ?
C9 C8 H8 125.8 . . ?
Fe1 C8 H8 125.8 . . ?
C8 C9 C10 106.9(2) . . ?
C8 C9 Fe1 69.02(13) . . ?
C10 C9 Fe1 69.79(12) . . ?
C8 C9 H9 126.5 . . ?
C10 C9 H9 126.5 . . ?
Fe1 C9 H9 126.2 . . ?
N11 C10 C6 125.1(2) . . ?
N11 C10 C9 125.8(2) . . ?
C6 C10 C9 108.91(19) . . ?
N11 C10 Fe1 131.88(15) . . ?
C6 C10 Fe1 69.06(12) . . ?
C9 C10 Fe1 69.55(12) . . ?
C13 N11 C10 123.23(18) . . ?
C13 N11 C12 118.15(18) . . ?
C10 N11 C12 118.62(18) . . ?
N11 C12 H12A 109.5 . . ?
N11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O14 C13 N11 121.3(2) . . ?
O14 C13 C15 118.8(2) . . ?
N11 C13 C15 119.72(19) . . ?
C20 C15 C16 119.7(2) . . ?
C20 C15 C13 122.5(2) . . ?
C16 C15 C13 117.5(2) . . ?
C15 C16 C17 120.2(2) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 120.3(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 118.8(2) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C18 C19 C20 122.1(2) . . ?
C18 C19 Cl1 119.38(18) . . ?
C20 C19 Cl1 118.49(18) . . ?
C19 C20 C15 118.8(2) . . ?
C19 C20 H20 120.6 . . ?
C15 C20 H20 120.6 . . ?
C58 Fe2 C57 40.92(11) . . ?
C58 Fe2 C59 40.89(10) . . ?
C57 Fe2 C59 68.94(10) . . ?
C58 Fe2 C52 102.97(10) . . ?
C57 Fe2 C52 119.72(11) . . ?
C59 Fe2 C52 119.03(10) . . ?
C58 Fe2 C53 118.06(10) . . ?
C57 Fe2 C53 104.81(11) . . ?
C59 Fe2 C53 154.10(10) . . ?
C52 Fe2 C53 40.74(10) . . ?
C58 Fe2 C51 120.96(11) . . ?
C57 Fe2 C51 156.57(12) . . ?
C59 Fe2 C51 106.99(10) . . ?
C52 Fe2 C51 40.57(11) . . ?
C53 Fe2 C51 68.29(10) . . ?
C58 Fe2 C54 155.69(11) . . ?
C57 Fe2 C54 122.35(11) . . ?
C59 Fe2 C54 163.21(10) . . ?
C52 Fe2 C54 68.20(10) . . ?
C53 Fe2 C54 40.66(10) . . ?
C51 Fe2 C54 67.83(10) . . ?
C58 Fe2 C56 68.88(10) . . ?
C57 Fe2 C56 40.77(10) . . ?
C59 Fe2 C56 69.16(10) . . ?
C52 Fe2 C56 157.64(11) . . ?
C53 Fe2 C56 123.34(10) . . ?
C51 Fe2 C56 161.29(11) . . ?
C54 Fe2 C56 110.30(10) . . ?
C58 Fe2 C55 159.32(11) . . ?
C57 Fe2 C55 159.72(11) . . ?
C59 Fe2 C55 125.71(10) . . ?
C52 Fe2 C55 68.18(10) . . ?
C53 Fe2 C55 68.18(10) . . ?
C51 Fe2 C55 40.42(11) . . ?
C54 Fe2 C55 40.16(10) . . ?
C56 Fe2 C55 126.08(11) . . ?
C58 Fe2 C60 68.22(9) . . ?
C57 Fe2 C60 68.04(10) . . ?
C59 Fe2 C60 40.85(9) . . ?
C52 Fe2 C60 157.37(10) . . ?
C53 Fe2 C60 161.85(10) . . ?
C51 Fe2 C60 124.85(10) . . ?
C54 Fe2 C60 127.97(10) . . ?
C56 Fe2 C60 40.53(9) . . ?
C55 Fe2 C60 112.47(10) . . ?
C52 C51 C55 108.1(2) . . ?
C52 C51 Fe2 69.28(14) . . ?
C55 C51 Fe2 70.13(14) . . ?
C52 C51 H51 126.0 . . ?
C55 C51 H51 126.0 . . ?
Fe2 C51 H51 126.2 . . ?
C51 C52 C53 108.0(2) . . ?
C51 C52 Fe2 70.15(14) . . ?
C53 C52 Fe2 69.65(14) . . ?
C51 C52 H52 126.0 . . ?
C53 C52 H52 126.0 . . ?
Fe2 C52 H52 125.8 . . ?
C52 C53 C54 107.7(2) . . ?
C52 C53 Fe2 69.61(14) . . ?
C54 C53 Fe2 70.31(13) . . ?
C52 C53 H53 126.1 . . ?
C54 C53 H53 126.1 . . ?
Fe2 C53 H53 125.5 . . ?
C55 C54 C53 108.2(2) . . ?
C55 C54 Fe2 70.03(14) . . ?
C53 C54 Fe2 69.03(14) . . ?
C55 C54 H54 125.9 . . ?
C53 C54 H54 125.9 . . ?
Fe2 C54 H54 126.6 . . ?
C54 C55 C51 108.0(2) . . ?
C54 C55 Fe2 69.81(14) . . ?
C51 C55 Fe2 69.45(14) . . ?
C54 C55 H55 126.0 . . ?
C51 C55 H55 126.0 . . ?
Fe2 C55 H55 126.3 . . ?
C57 C56 C60 106.9(2) . . ?
C57 C56 Fe2 68.72(14) . . ?
C60 C56 Fe2 69.89(13) . . ?
C57 C56 H56 126.5 . . ?
C60 C56 H56 126.5 . . ?
Fe2 C56 H56 126.4 . . ?
C58 C57 C56 108.7(2) . . ?
C58 C57 Fe2 69.47(14) . . ?
C56 C57 Fe2 70.51(14) . . ?
C58 C57 H57 125.7 . . ?
C56 C57 H57 125.7 . . ?
Fe2 C57 H57 125.9 . . ?
C57 C58 C59 108.3(2) . . ?
C57 C58 Fe2 69.61(14) . . ?
C59 C58 Fe2 69.78(13) . . ?
C57 C58 H58 125.8 . . ?
C59 C58 H58 125.8 . . ?
Fe2 C58 H58 126.3 . . ?
C58 C59 C60 107.2(2) . . ?
C58 C59 Fe2 69.33(13) . . ?
C60 C59 Fe2 70.46(13) . . ?
C58 C59 H59 126.4 . . ?
C60 C59 H59 126.4 . . ?
Fe2 C59 H59 125.4 . . ?
N61 C60 C56 125.5(2) . . ?
N61 C60 C59 125.5(2) . . ?
C56 C60 C59 108.9(2) . . ?
N61 C60 Fe2 130.91(16) . . ?
C56 C60 Fe2 69.58(13) . . ?
C59 C60 Fe2 68.69(12) . . ?
C63 N61 C60 123.63(18) . . ?
C63 N61 C62 117.71(19) . . ?
C60 N61 C62 118.65(18) . . ?
N61 C62 H62A 109.5 . . ?
N61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
N61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
O64 C63 N61 121.0(2) . . ?
O64 C63 C65 119.0(2) . . ?
N61 C63 C65 119.9(2) . . ?
C70 C65 C66 119.6(2) . . ?
C70 C65 C63 123.1(2) . . ?
C66 C65 C63 116.8(2) . . ?
C67 C66 C65 120.5(2) . . ?
C67 C66 H66 119.7 . . ?
C65 C66 H66 119.7 . . ?
C68 C67 C66 120.1(2) . . ?
C68 C67 H67 119.9 . . ?
C66 C67 H67 119.9 . . ?
C69 C68 C67 119.0(2) . . ?
C69 C68 H68 120.5 . . ?
C67 C68 H68 120.5 . . ?
C68 C69 C70 122.2(2) . . ?
C68 C69 Cl2 119.41(18) . . ?
C70 C69 Cl2 118.42(18) . . ?
C69 C70 C65 118.6(2) . . ?
C69 C70 H70 120.7 . . ?
C65 C70 H70 120.7 . . ?

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
C5 C1 C2 C3 0.3(3) . . . . ?
Fe1 C1 C2 C3 -59.51(17) . . . . ?
C5 C1 C2 Fe1 59.76(17) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
Fe1 C2 C3 C4 -58.92(16) . . . . ?
C1 C2 C3 Fe1 58.93(17) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
Fe1 C3 C4 C5 -59.39(17) . . . . ?
C2 C3 C4 Fe1 59.12(17) . . . . ?
C3 C4 C5 C1 0.4(3) . . . . ?
Fe1 C4 C5 C1 -59.32(17) . . . . ?
C3 C4 C5 Fe1 59.75(17) . . . . ?
C2 C1 C5 C4 -0.4(3) . . . . ?
Fe1 C1 C5 C4 59.55(17) . . . . ?
C2 C1 C5 Fe1 -59.97(17) . . . . ?
C10 C6 C7 C8 -1.7(3) . . . . ?
Fe1 C6 C7 C8 58.84(16) . . . . ?
C10 C6 C7 Fe1 -60.53(15) . . . . ?
C6 C7 C8 C9 0.9(3) . . . . ?
Fe1 C7 C8 C9 59.84(17) . . . . ?
C6 C7 C8 Fe1 -58.97(16) . . . . ?
C7 C8 C9 C10 0.3(3) . . . . ?
Fe1 C8 C9 C10 59.77(15) . . . . ?
C7 C8 C9 Fe1 -59.48(17) . . . . ?
C7 C6 C10 N11 -172.7(2) . . . . ?
Fe1 C6 C10 N11 127.2(2) . . . . ?
C7 C6 C10 C9 1.9(2) . . . . ?
Fe1 C6 C10 C9 -58.23(15) . . . . ?
C7 C6 C10 Fe1 60.10(15) . . . . ?
C8 C9 C10 N11 173.2(2) . . . . ?
Fe1 C9 C10 N11 -127.5(2) . . . . ?
C8 C9 C10 C6 -1.3(3) . . . . ?
Fe1 C9 C10 C6 57.94(15) . . . . ?
C8 C9 C10 Fe1 -59.28(16) . . . . ?
C6 C10 N11 C13 43.5(3) . . . . ?
C9 C10 N11 C13 -130.2(2) . . . . ?
Fe1 C10 N11 C13 136.0(2) . . . . ?
C6 C10 N11 C12 -137.0(2) . . . . ?
C9 C10 N11 C12 49.3(3) . . . . ?
Fe1 C10 N11 C12 -44.5(3) . . . . ?
C10 N11 C13 O14 -168.3(2) . . . . ?
C12 N11 C13 O14 12.2(3) . . . . ?
C10 N11 C13 C15 15.6(3) . . . . ?
C12 N11 C13 C15 -163.87(19) . . . . ?
O14 C13 C15 C20 -138.0(2) . . . . ?
N11 C13 C15 C20 38.2(3) . . . . ?
O14 C13 C15 C16 35.3(3) . . . . ?
N11 C13 C15 C16 -148.6(2) . . . . ?
C20 C15 C16 C17 -0.7(3) . . . . ?
C13 C15 C16 C17 -174.2(2) . . . . ?
C15 C16 C17 C18 1.6(4) . . . . ?
C16 C17 C18 C19 -0.9(4) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C17 C18 C19 Cl1 178.71(18) . . . . ?
C18 C19 C20 C15 1.6(3) . . . . ?
Cl1 C19 C20 C15 -177.88(16) . . . . ?
C16 C15 C20 C19 -0.8(3) . . . . ?
C13 C15 C20 C19 172.3(2) . . . . ?
C55 C51 C52 C53 0.0(3) . . . . ?
Fe2 C51 C52 C53 -59.60(17) . . . . ?
C55 C51 C52 Fe2 59.61(17) . . . . ?
C51 C52 C53 C54 -0.3(3) . . . . ?
Fe2 C52 C53 C54 -60.24(17) . . . . ?
C51 C52 C53 Fe2 59.91(17) . . . . ?
C52 C53 C54 C55 0.5(3) . . . . ?
Fe2 C53 C54 C55 -59.27(17) . . . . ?
C52 C53 C54 Fe2 59.80(17) . . . . ?
C53 C54 C55 C51 -0.5(3) . . . . ?
Fe2 C54 C55 C51 -59.18(17) . . . . ?
C53 C54 C55 Fe2 58.65(17) . . . . ?
C52 C51 C55 C54 0.3(3) . . . . ?
Fe2 C51 C55 C54 59.40(17) . . . . ?
C52 C51 C55 Fe2 -59.08(17) . . . . ?
C60 C56 C57 C58 0.6(3) . . . . ?
Fe2 C56 C57 C58 -59.17(17) . . . . ?
C60 C56 C57 Fe2 59.73(16) . . . . ?
C56 C57 C58 C59 0.6(3) . . . . ?
Fe2 C57 C58 C59 -59.25(16) . . . . ?
C56 C57 C58 Fe2 59.82(17) . . . . ?
C57 C58 C59 C60 -1.5(3) . . . . ?
Fe2 C58 C59 C60 -60.60(15) . . . . ?
C57 C58 C59 Fe2 59.14(17) . . . . ?
C57 C56 C60 N61 174.7(2) . . . . ?
Fe2 C56 C60 N61 -126.4(2) . . . . ?
C57 C56 C60 C59 -1.5(3) . . . . ?
Fe2 C56 C60 C59 57.51(16) . . . . ?
C57 C56 C60 Fe2 -58.98(16) . . . . ?
C58 C59 C60 N61 -174.3(2) . . . . ?
Fe2 C59 C60 N61 125.8(2) . . . . ?
C58 C59 C60 C56 1.8(3) . . . . ?
Fe2 C59 C60 C56 -58.06(16) . . . . ?
C58 C59 C60 Fe2 59.88(15) . . . . ?
C56 C60 N61 C63 -131.7(2) . . . . ?
C59 C60 N61 C63 43.8(3) . . . . ?
Fe2 C60 N61 C63 135.4(2) . . . . ?
C56 C60 N61 C62 47.0(3) . . . . ?
C59 C60 N61 C62 -137.5(2) . . . . ?
Fe2 C60 N61 C62 -45.9(3) . . . . ?
C60 N61 C63 O64 -168.9(2) . . . . ?
C62 N61 C63 O64 12.4(3) . . . . ?
C60 N61 C63 C65 14.6(3) . . . . ?
C62 N61 C63 C65 -164.11(19) . . . . ?
O64 C63 C65 C70 -138.7(2) . . . . ?
N61 C63 C65 C70 37.9(3) . . . . ?
O64 C63 C65 C66 33.7(3) . . . . ?
N61 C63 C65 C66 -149.7(2) . . . . ?
C70 C65 C66 C67 -1.3(3) . . . . ?
C63 C65 C66 C67 -174.0(2) . . . . ?
C65 C66 C67 C68 1.8(3) . . . . ?
C66 C67 C68 C69 -0.8(3) . . . . ?
C67 C68 C69 C70 -0.6(3) . . . . ?
C67 C68 C69 Cl2 -179.69(17) . . . . ?
C68 C69 C70 C65 1.1(3) . . . . ?
Cl2 C69 C70 C65 -179.85(16) . . . . ?
C66 C65 C70 C69 -0.1(3) . . . . ?
C63 C65 C70 C69 172.1(2) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WE9292
_database_code_depnum_ccdc_archive 'CCDC 2014640'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of diffraction experiment: 01 juillet 2020                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H17 Fe N O2'
_chemical_formula_sum            'C18 H17 Fe N O2'
_chemical_formula_weight         335.17
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.3999(12)
_cell_length_b                   10.4832(7)
_cell_length_c                   10.1885(9)
_cell_angle_alpha                90
_cell_angle_beta                 98.290(3)
_cell_angle_gamma                90
_cell_volume                     1522.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3139
_cell_measurement_theta_min      3.2790
_cell_measurement_theta_max      27.5206
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0700634
_diffrn_orient_matrix_UB_21      0.0011676
_diffrn_orient_matrix_UB_31      0.0051434
_diffrn_orient_matrix_UB_12      -0.0068302
_diffrn_orient_matrix_UB_22      -0.0081879
_diffrn_orient_matrix_UB_32      0.0949005
_diffrn_orient_matrix_UB_13      0.0164329
_diffrn_orient_matrix_UB_23      -0.0976121
_diffrn_orient_matrix_UB_33      -0.0072391


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

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.080
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             696
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.418
_exptl_absorpt_correction_T_max  0.923

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      360                                        #
# Total length of scans  [*] :   360.00 (deg.)                                 #
# Rotation speed         [*] :    10.00 sec./deg.                              #
# Total exposition time  [*] :      1 h   0.0 min.                             #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi      10.0   1.00     34.0     360   0.27 270.94 360.00  23.00 150.00  #
#  2 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0839
_diffrn_reflns_av_r_equivalents  ?
_diffrn_reflns_number            3581
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.412
_diffrn_reflns_theta_max         27.535
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.990
_reflns_number_total             3581
_reflns_number_gt                3003
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0987P)²+13.4351P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3581
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0953
_refine_ls_R_factor_gt           0.0761
_refine_ls_wR_factor_ref         0.2130
_refine_ls_wR_factor_gt          0.1975
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_restrained_S_all      0.974
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.798
_refine_diff_density_min         -0.834
_refine_diff_density_rms         0.137

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.62156(6) 0.42026(7) 0.72710(7) 0.0118(2) Uani 1 1 d . . . . .
C1 C 0.7035(5) 0.3819(6) 0.5841(6) 0.0241(13) Uani 1 1 d . . . . .
H1 H 0.703128 0.427162 0.503233 0.029 Uiso 1 1 calc R U . . .
C2 C 0.7603(5) 0.4107(6) 0.7069(7) 0.0267(14) Uani 1 1 d . . . . .
H2 H 0.804434 0.478341 0.722281 0.032 Uiso 1 1 calc R U . . .
C3 C 0.7392(4) 0.3200(6) 0.8029(6) 0.0244(13) Uani 1 1 d . . . . .
H3 H 0.766686 0.316358 0.893318 0.029 Uiso 1 1 calc R U . . .
C4 C 0.6699(4) 0.2366(6) 0.7389(6) 0.0232(12) Uani 1 1 d . . . . .
H4 H 0.642637 0.167181 0.779662 0.028 Uiso 1 1 calc R U . . .
C5 C 0.6475(5) 0.2735(6) 0.6034(6) 0.0254(13) Uani 1 1 d . . . . .
H5 H 0.603354 0.233281 0.538044 0.030 Uiso 1 1 calc R U . . .
C6 C 0.5812(4) 0.5204(5) 0.8809(5) 0.0131(10) Uani 1 1 d . . . . .
H6 H 0.612919 0.521886 0.969349 0.016 Uiso 1 1 calc R U . . .
C7 C 0.5099(4) 0.4345(5) 0.8295(5) 0.0147(11) Uani 1 1 d . . . . .
H7 H 0.485012 0.368389 0.877812 0.018 Uiso 1 1 calc R U . . .
C8 C 0.4813(4) 0.4635(5) 0.6929(6) 0.0159(10) Uani 1 1 d . . . . .
H8 H 0.434598 0.419783 0.634404 0.019 Uiso 1 1 calc R U . . .
C9 C 0.5360(4) 0.5711(5) 0.6591(6) 0.0152(10) Uani 1 1 d . . . . .
H9 H 0.531717 0.611262 0.574792 0.018 Uiso 1 1 calc R U . . .
C10 C 0.5975(4) 0.6056(5) 0.7756(5) 0.0128(10) Uani 1 1 d . . . . .
N11 N 0.6634(3) 0.7062(4) 0.7942(5) 0.0144(9) Uani 1 1 d . . . . .
H11 H 0.670(5) 0.726(7) 0.871(7) 0.017 Uiso 1 1 d . U . . .
C12 C 0.7008(4) 0.7641(5) 0.6957(5) 0.0131(10) Uani 1 1 d . . . . .
O13 O 0.6786(3) 0.7345(4) 0.5774(4) 0.0187(8) Uani 1 1 d . . . . .
C14 C 0.7703(4) 0.8683(5) 0.7358(6) 0.0160(11) Uani 1 1 d . . . . .
C15 C 0.8095(4) 0.8931(6) 0.8660(6) 0.0230(12) Uani 1 1 d . . . . .
H15 H 0.791781 0.842803 0.935899 0.028 Uiso 1 1 calc R U . . .
C16 C 0.8748(5) 0.9912(7) 0.8951(7) 0.0300(15) Uani 1 1 d . . . . .
H16 H 0.901084 1.007744 0.984470 0.036 Uiso 1 1 calc R U . . .
C17 C 0.9011(4) 1.0644(6) 0.7933(7) 0.0255(13) Uani 1 1 d . . . . .
C18 C 0.8636(5) 1.0404(6) 0.6627(8) 0.0301(15) Uani 1 1 d . . . . .
H18 H 0.881643 1.090715 0.593006 0.036 Uiso 1 1 calc R U . . .
C19 C 0.7994(4) 0.9418(6) 0.6349(6) 0.0224(12) Uani 1 1 d . . . . .
H19 H 0.774716 0.924007 0.545236 0.027 Uiso 1 1 calc R U . . .
O20 O 0.9649(4) 1.1590(5) 0.8330(6) 0.0416(14) Uani 1 1 d . . . . .
C21 C 0.9918(6) 1.2395(8) 0.7311(10) 0.049(2) Uani 1 1 d . . . . .
H21A H 1.022892 1.188162 0.669871 0.074 Uiso 1 1 calc R U . . .
H21B H 1.035038 1.305453 0.771436 0.074 Uiso 1 1 calc R U . . .
H21C H 0.935828 1.279989 0.682424 0.074 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
Fe1 C6 2.039(5) . ?
Fe1 C2 2.040(6) . ?
Fe1 C1 2.043(6) . ?
Fe1 C7 2.044(5) . ?
Fe1 C4 2.045(6) . ?
Fe1 C10 2.046(5) . ?
Fe1 C3 2.047(6) . ?
Fe1 C8 2.050(6) . ?
Fe1 C5 2.057(6) . ?
Fe1 C9 2.062(5) . ?
C1 C5 1.423(9) . ?
C1 C2 1.426(10) . ?
C1 H1 0.9500 . ?
C2 C3 1.428(9) . ?
C2 H2 0.9500 . ?
C3 C4 1.413(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.426(9) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.408(7) . ?
C6 C10 1.441(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.426(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.446(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.421(8) . ?
C9 H9 0.9500 . ?
C10 N11 1.413(7) . ?
N11 C12 1.350(7) . ?
N11 H11 0.80(7) . ?
C12 O13 1.241(6) . ?
C12 C14 1.498(8) . ?
C14 C15 1.389(8) . ?
C14 C19 1.397(8) . ?
C15 C16 1.396(9) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(10) . ?
C16 H16 0.9500 . ?
C17 O20 1.372(7) . ?
C17 C18 1.385(10) . ?
C18 C19 1.388(9) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
O20 C21 1.434(10) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Fe1 C2 119.6(2) . . ?
C6 Fe1 C1 155.2(2) . . ?
C2 Fe1 C1 40.9(3) . . ?
C6 Fe1 C7 40.3(2) . . ?
C2 Fe1 C7 155.3(3) . . ?
C1 Fe1 C7 163.0(3) . . ?
C6 Fe1 C4 124.9(2) . . ?
C2 Fe1 C4 68.3(3) . . ?
C1 Fe1 C4 68.3(3) . . ?
C7 Fe1 C4 109.0(2) . . ?
C6 Fe1 C10 41.3(2) . . ?
C2 Fe1 C10 105.8(2) . . ?
C1 Fe1 C10 119.6(2) . . ?
C7 Fe1 C10 68.6(2) . . ?
C4 Fe1 C10 161.4(2) . . ?
C6 Fe1 C3 106.6(2) . . ?
C2 Fe1 C3 40.9(3) . . ?
C1 Fe1 C3 68.7(3) . . ?
C7 Fe1 C3 120.9(2) . . ?
C4 Fe1 C3 40.4(3) . . ?
C10 Fe1 C3 123.8(2) . . ?
C6 Fe1 C8 68.5(2) . . ?
C2 Fe1 C8 161.6(3) . . ?
C1 Fe1 C8 125.3(3) . . ?
C7 Fe1 C8 40.8(2) . . ?
C4 Fe1 C8 122.5(2) . . ?
C10 Fe1 C8 68.5(2) . . ?
C3 Fe1 C8 156.7(2) . . ?
C6 Fe1 C5 162.4(2) . . ?
C2 Fe1 C5 68.6(3) . . ?
C1 Fe1 C5 40.6(3) . . ?
C7 Fe1 C5 126.4(2) . . ?
C4 Fe1 C5 40.7(3) . . ?
C10 Fe1 C5 155.5(2) . . ?
C3 Fe1 C5 68.5(3) . . ?
C8 Fe1 C5 108.8(3) . . ?
C6 Fe1 C9 69.0(2) . . ?
C2 Fe1 C9 123.4(2) . . ?
C1 Fe1 C9 106.8(2) . . ?
C7 Fe1 C9 68.9(2) . . ?
C4 Fe1 C9 157.5(2) . . ?
C10 Fe1 C9 40.5(2) . . ?
C3 Fe1 C9 160.4(2) . . ?
C8 Fe1 C9 41.2(2) . . ?
C5 Fe1 C9 121.3(2) . . ?
C5 C1 C2 108.2(5) . . ?
C5 C1 Fe1 70.2(3) . . ?
C2 C1 Fe1 69.5(3) . . ?
C5 C1 H1 125.9 . . ?
C2 C1 H1 125.9 . . ?
Fe1 C1 H1 126.0 . . ?
C1 C2 C3 107.9(6) . . ?
C1 C2 Fe1 69.7(4) . . ?
C3 C2 Fe1 69.8(4) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 H2 126.0 . . ?
Fe1 C2 H2 126.0 . . ?
C4 C3 C2 107.6(6) . . ?
C4 C3 Fe1 69.7(4) . . ?
C2 C3 Fe1 69.3(4) . . ?
C4 C3 H3 126.2 . . ?
C2 C3 H3 126.2 . . ?
Fe1 C3 H3 126.4 . . ?
C3 C4 C5 108.9(6) . . ?
C3 C4 Fe1 69.9(4) . . ?
C5 C4 Fe1 70.1(3) . . ?
C3 C4 H4 125.5 . . ?
C5 C4 H4 125.5 . . ?
Fe1 C4 H4 126.1 . . ?
C1 C5 C4 107.3(6) . . ?
C1 C5 Fe1 69.2(3) . . ?
C4 C5 Fe1 69.2(3) . . ?
C1 C5 H5 126.4 . . ?
C4 C5 H5 126.4 . . ?
Fe1 C5 H5 126.8 . . ?
C7 C6 C10 107.9(5) . . ?
C7 C6 Fe1 70.0(3) . . ?
C10 C6 Fe1 69.6(3) . . ?
C7 C6 H6 126.0 . . ?
C10 C6 H6 126.0 . . ?
Fe1 C6 H6 125.9 . . ?
C6 C7 C8 108.6(5) . . ?
C6 C7 Fe1 69.6(3) . . ?
C8 C7 Fe1 69.8(3) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 H7 125.7 . . ?
Fe1 C7 H7 126.5 . . ?
C7 C8 C9 108.0(5) . . ?
C7 C8 Fe1 69.4(3) . . ?
C9 C8 Fe1 69.9(3) . . ?
C7 C8 H8 126.0 . . ?
C9 C8 H8 126.0 . . ?
Fe1 C8 H8 126.3 . . ?
C10 C9 C8 107.1(5) . . ?
C10 C9 Fe1 69.2(3) . . ?
C8 C9 Fe1 69.0(3) . . ?
C10 C9 H9 126.4 . . ?
C8 C9 H9 126.4 . . ?
Fe1 C9 H9 127.0 . . ?
N11 C10 C9 128.8(5) . . ?
N11 C10 C6 122.8(5) . . ?
C9 C10 C6 108.4(5) . . ?
N11 C10 Fe1 127.4(4) . . ?
C9 C10 Fe1 70.4(3) . . ?
C6 C10 Fe1 69.1(3) . . ?
C12 N11 C10 124.7(5) . . ?
C12 N11 H11 127(5) . . ?
C10 N11 H11 108(5) . . ?
O13 C12 N11 122.3(5) . . ?
O13 C12 C14 121.1(5) . . ?
N11 C12 C14 116.6(5) . . ?
C15 C14 C19 118.4(5) . . ?
C15 C14 C12 124.1(5) . . ?
C19 C14 C12 117.5(5) . . ?
C14 C15 C16 120.6(6) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C17 C16 C15 119.8(6) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
O20 C17 C18 124.5(6) . . ?
O20 C17 C16 115.0(6) . . ?
C18 C17 C16 120.5(6) . . ?
C17 C18 C19 119.1(6) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C18 C19 C14 121.5(6) . . ?
C18 C19 H19 119.3 . . ?
C14 C19 H19 119.3 . . ?
C17 O20 C21 116.8(6) . . ?
O20 C21 H21A 109.5 . . ?
O20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 -0.2(7) . . . . ?
Fe1 C1 C2 C3 59.6(4) . . . . ?
C5 C1 C2 Fe1 -59.7(4) . . . . ?
C1 C2 C3 C4 -0.1(7) . . . . ?
Fe1 C2 C3 C4 59.4(4) . . . . ?
C1 C2 C3 Fe1 -59.5(4) . . . . ?
C2 C3 C4 C5 0.3(7) . . . . ?
Fe1 C3 C4 C5 59.4(4) . . . . ?
C2 C3 C4 Fe1 -59.1(4) . . . . ?
C2 C1 C5 C4 0.3(7) . . . . ?
Fe1 C1 C5 C4 -58.9(4) . . . . ?
C2 C1 C5 Fe1 59.3(4) . . . . ?
C3 C4 C5 C1 -0.4(7) . . . . ?
Fe1 C4 C5 C1 58.9(4) . . . . ?
C3 C4 C5 Fe1 -59.3(4) . . . . ?
C10 C6 C7 C8 0.4(6) . . . . ?
Fe1 C6 C7 C8 -59.1(4) . . . . ?
C10 C6 C7 Fe1 59.5(4) . . . . ?
C6 C7 C8 C9 -0.5(6) . . . . ?
Fe1 C7 C8 C9 -59.5(4) . . . . ?
C6 C7 C8 Fe1 59.0(4) . . . . ?
C7 C8 C9 C10 0.3(6) . . . . ?
Fe1 C8 C9 C10 -58.8(4) . . . . ?
C7 C8 C9 Fe1 59.2(4) . . . . ?
C8 C9 C10 N11 -178.5(5) . . . . ?
Fe1 C9 C10 N11 122.7(6) . . . . ?
C8 C9 C10 C6 -0.1(6) . . . . ?
Fe1 C9 C10 C6 -58.8(4) . . . . ?
C8 C9 C10 Fe1 58.7(4) . . . . ?
C7 C6 C10 N11 178.4(5) . . . . ?
Fe1 C6 C10 N11 -121.8(5) . . . . ?
C7 C6 C10 C9 -0.2(6) . . . . ?
Fe1 C6 C10 C9 59.6(4) . . . . ?
C7 C6 C10 Fe1 -59.8(4) . . . . ?
C9 C10 N11 C12 -21.7(9) . . . . ?
C6 C10 N11 C12 160.0(5) . . . . ?
Fe1 C10 N11 C12 72.4(7) . . . . ?
C10 N11 C12 O13 1.4(8) . . . . ?
C10 N11 C12 C14 -179.4(5) . . . . ?
O13 C12 C14 C15 -169.4(5) . . . . ?
N11 C12 C14 C15 11.4(8) . . . . ?
O13 C12 C14 C19 8.4(8) . . . . ?
N11 C12 C14 C19 -170.8(5) . . . . ?
C19 C14 C15 C16 1.5(9) . . . . ?
C12 C14 C15 C16 179.3(6) . . . . ?
C14 C15 C16 C17 -0.2(10) . . . . ?
C15 C16 C17 O20 179.4(6) . . . . ?
C15 C16 C17 C18 -0.5(10) . . . . ?
O20 C17 C18 C19 -179.9(6) . . . . ?
C16 C17 C18 C19 -0.1(10) . . . . ?
C17 C18 C19 C14 1.4(10) . . . . ?
C15 C14 C19 C18 -2.1(9) . . . . ?
C12 C14 C19 C18 180.0(6) . . . . ?
C18 C17 O20 C21 1.7(10) . . . . ?
C16 C17 O20 C21 -178.1(6) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: twin5.res
#...............................................................................


####################################################################### 
# 
# 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_WE9701
_database_code_depnum_ccdc_archive 'CCDC 2014652'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 12 mars 2020                                             #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H20 Cl Fe N O'
_chemical_formula_sum            'C24 H20 Cl Fe N O'
_chemical_formula_weight         429.71
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9882(5)
_cell_length_b                   12.9018(5)
_cell_length_c                   14.8228(5)
_cell_angle_alpha                99.381(2)
_cell_angle_beta                 91.4120(10)
_cell_angle_gamma                109.2600(10)
_cell_volume                     1950.30(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9828
_cell_measurement_theta_min      2.4631
_cell_measurement_theta_max      27.4877
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0943011
_diffrn_orient_matrix_UB_21      0.0179052
_diffrn_orient_matrix_UB_31      0.0124750
_diffrn_orient_matrix_UB_12      -0.0312436
_diffrn_orient_matrix_UB_22      -0.0519424
_diffrn_orient_matrix_UB_32      0.0573314
_diffrn_orient_matrix_UB_13      0.0087025
_diffrn_orient_matrix_UB_23      0.0375238
_diffrn_orient_matrix_UB_33      0.0568001


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

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             888
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.647
_exptl_absorpt_correction_T_max  0.751

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0384
_diffrn_reflns_av_uneti/neti     0.0374
_diffrn_reflns_number            29093
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.122
_diffrn_reflns_theta_max         27.537
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.983
_reflns_number_total             8850
_reflns_number_gt                7363
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0245P)²+1.8446P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8850
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0788
_refine_ls_wR_factor_gt          0.0730
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.063

#------------------------------------------------------------------------------#
#               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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.30242(19) 0.25669(16) 0.50534(13) 0.0226(4) Uani 1 1 d . . . . .
H1 H 0.248936 0.297394 0.490726 0.027 Uiso 1 1 calc R U . . .
C2 C 0.29761(18) 0.15030(15) 0.45792(13) 0.0194(4) Uani 1 1 d . . . . .
H2 H 0.240108 0.107214 0.406150 0.023 Uiso 1 1 calc R U . . .
C3 C 0.39415(19) 0.11949(16) 0.50163(14) 0.0226(4) Uani 1 1 d . . . . .
H3 H 0.412413 0.052347 0.483990 0.027 Uiso 1 1 calc R U . . .
C4 C 0.4583(2) 0.20686(17) 0.57626(13) 0.0260(4) Uani 1 1 d . . . . .
H4 H 0.526990 0.208410 0.617277 0.031 Uiso 1 1 calc R U . . .
C5 C 0.4014(2) 0.29159(17) 0.57856(13) 0.0267(4) Uani 1 1 d . . . . .
H5 H 0.425412 0.359623 0.621535 0.032 Uiso 1 1 calc R U . . .
C6 C 0.50936(17) 0.38074(14) 0.37085(12) 0.0152(3) Uani 1 1 d . . . . .
H6 H 0.449082 0.414387 0.354442 0.018 Uiso 1 1 calc R U . . .
C7 C 0.60369(18) 0.42151(15) 0.44787(12) 0.0179(4) Uani 1 1 d . . . . .
H7 H 0.618412 0.488266 0.491162 0.021 Uiso 1 1 calc R U . . .
C8 C 0.67184(18) 0.34500(16) 0.44864(13) 0.0206(4) Uani 1 1 d . . . . .
H8 H 0.739047 0.351483 0.493018 0.025 Uiso 1 1 calc R U . . .
C9 C 0.62215(17) 0.25710(15) 0.37157(13) 0.0182(4) Uani 1 1 d . . . . .
H9 H 0.649988 0.194716 0.355286 0.022 Uiso 1 1 calc R U . . .
C10 C 0.52248(16) 0.28017(14) 0.32317(11) 0.0139(3) Uani 1 1 d . . . . .
N11 N 0.45223(14) 0.21491(12) 0.23959(10) 0.0154(3) Uani 1 1 d . . . . .
C12 C 0.40300(18) 0.09258(14) 0.23306(13) 0.0187(4) Uani 1 1 d . . . . .
H12A H 0.324125 0.060905 0.189969 0.022 Uiso 1 1 calc R U . . .
H12B H 0.378013 0.075330 0.294068 0.022 Uiso 1 1 calc R U . . .
C13 C 0.49919(17) 0.03624(14) 0.20108(12) 0.0172(4) Uani 1 1 d . . . . .
C14 C 0.55004(18) 0.04545(16) 0.11656(13) 0.0206(4) Uani 1 1 d . . . . .
H14 H 0.525796 0.089311 0.078653 0.025 Uiso 1 1 calc R U . . .
C15 C 0.63597(19) -0.00888(17) 0.08703(14) 0.0247(4) Uani 1 1 d . . . . .
H15 H 0.669840 -0.002180 0.029084 0.030 Uiso 1 1 calc R U . . .
C16 C 0.6723(2) -0.07259(17) 0.14166(15) 0.0289(5) Uani 1 1 d . . . . .
H16 H 0.730794 -0.109907 0.121310 0.035 Uiso 1 1 calc R U . . .
C17 C 0.6231(2) -0.08181(19) 0.22598(16) 0.0344(5) Uani 1 1 d . . . . .
H17 H 0.648481 -0.125045 0.263945 0.041 Uiso 1 1 calc R U . . .
C18 C 0.5368(2) -0.02802(17) 0.25539(15) 0.0283(5) Uani 1 1 d . . . . .
H18 H 0.503027 -0.035206 0.313319 0.034 Uiso 1 1 calc R U . . .
C19 C 0.42300(17) 0.25819(15) 0.16689(12) 0.0173(4) Uani 1 1 d . . . . .
O20 O 0.34970(14) 0.19845(12) 0.10053(9) 0.0251(3) Uani 1 1 d . . . . .
C21 C 0.48336(18) 0.38155(15) 0.16785(12) 0.0172(4) Uani 1 1 d . . . . .
C22 C 0.61398(18) 0.44022(16) 0.19289(12) 0.0204(4) Uani 1 1 d . . . . .
H22 H 0.667855 0.403720 0.214848 0.024 Uiso 1 1 calc R U . . .
C23 C 0.6656(2) 0.55210(18) 0.18581(14) 0.0258(4) Uani 1 1 d . . . . .
H23 H 0.755144 0.591586 0.202077 0.031 Uiso 1 1 calc R U . . .
C24 C 0.5872(2) 0.60662(18) 0.15506(15) 0.0283(4) Uani 1 1 d . . . . .
H24 H 0.622048 0.683339 0.150707 0.034 Uiso 1 1 calc R U . . .
C25 C 0.4576(2) 0.54738(18) 0.13095(14) 0.0267(4) Uani 1 1 d . . . . .
C26 C 0.40420(19) 0.43540(17) 0.13541(13) 0.0226(4) Uani 1 1 d . . . . .
H26 H 0.315341 0.395713 0.116800 0.027 Uiso 1 1 calc R U . . .
C51 C 1.0519(2) 0.87876(17) 1.02289(14) 0.0261(4) Uani 1 1 d . . . . .
H51 H 1.087350 0.945596 0.999210 0.031 Uiso 1 1 calc R U . . .
C52 C 1.1203(2) 0.83342(19) 1.07911(14) 0.0318(5) Uani 1 1 d . . . . .
H52 H 1.209553 0.864910 1.099913 0.038 Uiso 1 1 calc R U . . .
C53 C 1.0323(3) 0.7331(2) 1.09866(14) 0.0347(5) Uani 1 1 d . . . . .
H53 H 1.051976 0.685530 1.134942 0.042 Uiso 1 1 calc R U . . .
C54 C 0.9095(2) 0.71624(19) 1.05452(14) 0.0319(5) Uani 1 1 d . . . . .
H54 H 0.832763 0.654919 1.055675 0.038 Uiso 1 1 calc R U . . .
C55 C 0.9210(2) 0.80655(18) 1.00839(13) 0.0254(4) Uani 1 1 d . . . . .
H55 H 0.853323 0.816937 0.973897 0.030 Uiso 1 1 calc R U . . .
C56 C 0.99420(19) 0.57271(15) 0.87278(12) 0.0184(4) Uani 1 1 d . . . . .
H56 H 0.917298 0.511154 0.872885 0.022 Uiso 1 1 calc R U . . .
C57 C 1.1138(2) 0.59472(16) 0.92410(13) 0.0229(4) Uani 1 1 d . . . . .
H57 H 1.131565 0.549325 0.963444 0.027 Uiso 1 1 calc R U . . .
C58 C 1.20225(19) 0.69663(17) 0.90627(13) 0.0223(4) Uani 1 1 d . . . . .
H58 H 1.288896 0.731543 0.932522 0.027 Uiso 1 1 calc R U . . .
C59 C 1.13863(18) 0.73754(15) 0.84218(12) 0.0188(4) Uani 1 1 d . . . . .
H59 H 1.174951 0.804053 0.818202 0.023 Uiso 1 1 calc R U . . .
C60 C 1.01051(17) 0.65980(14) 0.82104(11) 0.0147(3) Uani 1 1 d . . . . .
N61 N 0.91577(15) 0.66137(12) 0.75421(10) 0.0159(3) Uani 1 1 d . . . . .
C62 C 0.87470(19) 0.75938(15) 0.75894(13) 0.0188(4) Uani 1 1 d . . . . .
H62A H 0.870840 0.789599 0.824220 0.023 Uiso 1 1 calc R U . . .
H62B H 0.786095 0.735013 0.728544 0.023 Uiso 1 1 calc R U . . .
C63 C 0.96099(17) 0.85201(15) 0.71533(12) 0.0166(4) Uani 1 1 d . . . . .
C64 C 0.97536(19) 0.96158(16) 0.75359(13) 0.0224(4) Uani 1 1 d . . . . .
H64 H 0.937515 0.976436 0.809008 0.027 Uiso 1 1 calc R U . . .
C65 C 1.0441(2) 1.04951(18) 0.71204(16) 0.0318(5) Uani 1 1 d . . . . .
H65 H 1.052656 1.123981 0.738617 0.038 Uiso 1 1 calc R U . . .
C66 C 1.1004(2) 1.0283(2) 0.63160(17) 0.0372(5) Uani 1 1 d . . . . .
H66 H 1.146731 1.088225 0.602496 0.045 Uiso 1 1 calc R U . . .
C67 C 1.0890(2) 0.92007(19) 0.59379(15) 0.0332(5) Uani 1 1 d . . . . .
H67 H 1.129027 0.905668 0.539302 0.040 Uiso 1 1 calc R U . . .
C68 C 1.0192(2) 0.83222(17) 0.63529(14) 0.0252(4) Uani 1 1 d . . . . .
H68 H 1.011200 0.757888 0.608671 0.030 Uiso 1 1 calc R U . . .
C69 C 0.85623(18) 0.57063(16) 0.68785(13) 0.0205(4) Uani 1 1 d . . . . .
O70 O 0.76212(16) 0.56356(13) 0.63818(11) 0.0387(4) Uani 1 1 d . . . . .
C71 C 0.91395(18) 0.47904(15) 0.67275(12) 0.0172(4) Uani 1 1 d . . . . .
C72 C 1.03966(19) 0.49950(16) 0.64844(14) 0.0232(4) Uani 1 1 d . . . . .
H72 H 1.094407 0.573821 0.648106 0.028 Uiso 1 1 calc R U . . .
C73 C 1.0855(2) 0.41139(17) 0.62460(15) 0.0279(4) Uani 1 1 d . . . . .
H73 H 1.171405 0.425729 0.607362 0.033 Uiso 1 1 calc R U . . .
C74 C 1.0069(2) 0.30240(17) 0.62572(14) 0.0255(4) Uani 1 1 d . . . . .
H74 H 1.037935 0.241915 0.609154 0.031 Uiso 1 1 calc R U . . .
C75 C 0.88212(19) 0.28393(15) 0.65158(13) 0.0213(4) Uani 1 1 d . . . . .
C76 C 0.83352(18) 0.37015(15) 0.67405(13) 0.0193(4) Uani 1 1 d . . . . .
H76 H 0.747030 0.355491 0.690057 0.023 Uiso 1 1 calc R U . . .
Cl1 Cl 0.35872(6) 0.61654(5) 0.09346(5) 0.04885(18) Uani 1 1 d . . . . .
Cl2 Cl 0.78239(6) 0.14843(4) 0.65487(4) 0.03703(13) Uani 1 1 d . . . . .
Fe1 Fe 0.47794(2) 0.26730(2) 0.45591(2) 0.01416(6) Uani 1 1 d . . . . .
Fe2 Fe 1.04433(3) 0.72268(2) 0.96039(2) 0.01617(7) 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 C5 1.423(3) . ?
C1 C2 1.420(3) . ?
C1 Fe1 2.0501(19) . ?
C1 H1 0.9500 . ?
C2 C3 1.425(3) . ?
C2 Fe1 2.0616(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.422(3) . ?
C3 Fe1 2.0584(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.424(3) . ?
C4 Fe1 2.0489(18) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.0429(19) . ?
C5 H5 0.9500 . ?
C6 C10 1.426(2) . ?
C6 C7 1.428(2) . ?
C6 Fe1 2.0349(17) . ?
C6 H6 0.9500 . ?
C7 C8 1.424(3) . ?
C7 Fe1 2.0382(17) . ?
C7 H7 0.9500 . ?
C8 C9 1.424(3) . ?
C8 Fe1 2.0479(18) . ?
C8 H8 0.9500 . ?
C9 C10 1.431(2) . ?
C9 Fe1 2.0671(18) . ?
C9 H9 0.9500 . ?
C10 N11 1.423(2) . ?
C10 Fe1 2.0589(17) . ?
N11 C19 1.369(2) . ?
N11 C12 1.476(2) . ?
C12 C13 1.513(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C18 1.391(3) . ?
C13 C14 1.391(3) . ?
C14 C15 1.390(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.381(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.381(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.388(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 O20 1.231(2) . ?
C19 C21 1.506(3) . ?
C21 C22 1.392(3) . ?
C21 C26 1.399(3) . ?
C22 C23 1.389(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.390(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.381(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.382(3) . ?
C25 Cl1 1.748(2) . ?
C26 H26 0.9500 . ?
C51 C52 1.422(3) . ?
C51 C55 1.420(3) . ?
C51 Fe2 2.0490(19) . ?
C51 H51 0.9500 . ?
C52 C53 1.416(3) . ?
C52 Fe2 2.039(2) . ?
C52 H52 0.9500 . ?
C53 C54 1.418(3) . ?
C53 Fe2 2.042(2) . ?
C53 H53 0.9500 . ?
C54 C55 1.417(3) . ?
C54 Fe2 2.051(2) . ?
C54 H54 0.9500 . ?
C55 Fe2 2.0678(19) . ?
C55 H55 0.9500 . ?
C56 C57 1.421(3) . ?
C56 C60 1.427(2) . ?
C56 Fe2 2.0436(18) . ?
C56 H56 0.9500 . ?
C57 C58 1.423(3) . ?
C57 Fe2 2.0394(19) . ?
C57 H57 0.9500 . ?
C58 C59 1.430(3) . ?
C58 Fe2 2.0330(19) . ?
C58 H58 0.9500 . ?
C59 C60 1.425(3) . ?
C59 Fe2 2.0612(18) . ?
C59 H59 0.9500 . ?
C60 N61 1.427(2) . ?
C60 Fe2 2.0688(17) . ?
N61 C69 1.361(2) . ?
N61 C62 1.469(2) . ?
C62 C63 1.510(2) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C63 C68 1.389(3) . ?
C63 C64 1.390(3) . ?
C64 C65 1.387(3) . ?
C64 H64 0.9500 . ?
C65 C66 1.386(3) . ?
C65 H65 0.9500 . ?
C66 C67 1.381(3) . ?
C66 H66 0.9500 . ?
C67 C68 1.389(3) . ?
C67 H67 0.9500 . ?
C68 H68 0.9500 . ?
C69 O70 1.224(2) . ?
C69 C71 1.505(3) . ?
C71 C72 1.387(3) . ?
C71 C76 1.395(3) . ?
C72 C73 1.388(3) . ?
C72 H72 0.9500 . ?
C73 C74 1.389(3) . ?
C73 H73 0.9500 . ?
C74 C75 1.387(3) . ?
C74 H74 0.9500 . ?
C75 C76 1.383(3) . ?
C75 Cl2 1.7395(19) . ?
C76 H76 0.9500 . ?

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
C5 C1 C2 107.97(18) . . ?
C5 C1 Fe1 69.39(11) . . ?
C2 C1 Fe1 70.23(11) . . ?
C5 C1 H1 126.0 . . ?
C2 C1 H1 126.0 . . ?
Fe1 C1 H1 125.9 . . ?
C3 C2 C1 108.02(17) . . ?
C3 C2 Fe1 69.64(10) . . ?
C1 C2 Fe1 69.36(11) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Fe1 C2 H2 126.6 . . ?
C2 C3 C4 108.03(17) . . ?
C2 C3 Fe1 69.88(10) . . ?
C4 C3 Fe1 69.38(10) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 H3 126.0 . . ?
Fe1 C3 H3 126.3 . . ?
C5 C4 C3 107.83(18) . . ?
C5 C4 Fe1 69.41(11) . . ?
C3 C4 Fe1 70.10(11) . . ?
C5 C4 H4 126.1 . . ?
C3 C4 H4 126.1 . . ?
Fe1 C4 H4 126.0 . . ?
C1 C5 C4 108.14(18) . . ?
C1 C5 Fe1 69.94(11) . . ?
C4 C5 Fe1 69.86(11) . . ?
C1 C5 H5 125.9 . . ?
C4 C5 H5 125.9 . . ?
Fe1 C5 H5 125.8 . . ?
C10 C6 C7 107.29(16) . . ?
C10 C6 Fe1 70.52(10) . . ?
C7 C6 Fe1 69.59(10) . . ?
C10 C6 H6 126.4 . . ?
C7 C6 H6 126.4 . . ?
Fe1 C6 H6 125.1 . . ?
C8 C7 C6 108.31(16) . . ?
C8 C7 Fe1 69.98(10) . . ?
C6 C7 Fe1 69.35(10) . . ?
C8 C7 H7 125.8 . . ?
C6 C7 H7 125.8 . . ?
Fe1 C7 H7 126.4 . . ?
C7 C8 C9 108.39(16) . . ?
C7 C8 Fe1 69.24(10) . . ?
C9 C8 Fe1 70.48(10) . . ?
C7 C8 H8 125.8 . . ?
C9 C8 H8 125.8 . . ?
Fe1 C8 H8 126.0 . . ?
C8 C9 C10 107.30(16) . . ?
C8 C9 Fe1 69.03(10) . . ?
C10 C9 Fe1 69.39(10) . . ?
C8 C9 H9 126.3 . . ?
C10 C9 H9 126.3 . . ?
Fe1 C9 H9 126.8 . . ?
N11 C10 C6 126.22(16) . . ?
N11 C10 C9 125.06(16) . . ?
C6 C10 C9 108.69(15) . . ?
N11 C10 Fe1 128.90(12) . . ?
C6 C10 Fe1 68.72(9) . . ?
C9 C10 Fe1 70.01(10) . . ?
C19 N11 C10 124.41(15) . . ?
C19 N11 C12 118.20(15) . . ?
C10 N11 C12 117.33(14) . . ?
N11 C12 C13 113.90(15) . . ?
N11 C12 H12A 108.8 . . ?
C13 C12 H12A 108.8 . . ?
N11 C12 H12B 108.8 . . ?
C13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C18 C13 C14 118.50(17) . . ?
C18 C13 C12 120.29(17) . . ?
C14 C13 C12 121.21(17) . . ?
C15 C14 C13 120.64(18) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C14 120.22(18) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 119.70(19) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 120.2(2) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C13 120.79(19) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
O20 C19 N11 121.49(17) . . ?
O20 C19 C21 119.40(16) . . ?
N11 C19 C21 119.10(15) . . ?
C22 C21 C26 119.90(17) . . ?
C22 C21 C19 122.89(16) . . ?
C26 C21 C19 117.04(17) . . ?
C23 C22 C21 120.05(18) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.37(19) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C25 C24 C23 118.86(19) . . ?
C25 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?
C24 C25 C26 121.99(18) . . ?
C24 C25 Cl1 118.78(16) . . ?
C26 C25 Cl1 119.23(16) . . ?
C25 C26 C21 118.80(18) . . ?
C25 C26 H26 120.6 . . ?
C21 C26 H26 120.6 . . ?
C52 C51 C55 107.96(19) . . ?
C52 C51 Fe2 69.26(11) . . ?
C55 C51 Fe2 70.54(11) . . ?
C52 C51 H51 126.0 . . ?
C55 C51 H51 126.0 . . ?
Fe2 C51 H51 125.8 . . ?
C51 C52 C53 108.0(2) . . ?
C51 C52 Fe2 70.04(11) . . ?
C53 C52 Fe2 69.84(12) . . ?
C51 C52 H52 126.0 . . ?
C53 C52 H52 126.0 . . ?
Fe2 C52 H52 125.7 . . ?
C52 C53 C54 107.94(19) . . ?
C52 C53 Fe2 69.56(12) . . ?
C54 C53 Fe2 70.05(12) . . ?
C52 C53 H53 126.0 . . ?
C54 C53 H53 126.0 . . ?
Fe2 C53 H53 125.9 . . ?
C55 C54 C53 108.3(2) . . ?
C55 C54 Fe2 70.52(11) . . ?
C53 C54 Fe2 69.40(12) . . ?
C55 C54 H54 125.9 . . ?
C53 C54 H54 125.9 . . ?
Fe2 C54 H54 125.8 . . ?
C54 C55 C51 107.82(19) . . ?
C54 C55 Fe2 69.23(12) . . ?
C51 C55 Fe2 69.12(11) . . ?
C54 C55 H55 126.1 . . ?
C51 C55 H55 126.1 . . ?
Fe2 C55 H55 127.1 . . ?
C57 C56 C60 107.65(16) . . ?
C57 C56 Fe2 69.47(11) . . ?
C60 C56 Fe2 70.64(10) . . ?
C57 C56 H56 126.2 . . ?
C60 C56 H56 126.2 . . ?
Fe2 C56 H56 125.3 . . ?
C56 C57 C58 108.09(17) . . ?
C56 C57 Fe2 69.79(11) . . ?
C58 C57 Fe2 69.30(11) . . ?
C56 C57 H57 126.0 . . ?
C58 C57 H57 126.0 . . ?
Fe2 C57 H57 126.5 . . ?
C59 C58 C57 108.45(17) . . ?
C59 C58 Fe2 70.63(11) . . ?
C57 C58 Fe2 69.78(11) . . ?
C59 C58 H58 125.8 . . ?
C57 C58 H58 125.8 . . ?
Fe2 C58 H58 125.4 . . ?
C58 C59 C60 107.11(16) . . ?
C58 C59 Fe2 68.50(11) . . ?
C60 C59 Fe2 70.10(10) . . ?
C58 C59 H59 126.4 . . ?
C60 C59 H59 126.4 . . ?
Fe2 C59 H59 126.5 . . ?
C59 C60 N61 126.79(16) . . ?
C59 C60 C56 108.67(16) . . ?
N61 C60 C56 124.35(16) . . ?
C59 C60 Fe2 69.53(10) . . ?
N61 C60 Fe2 131.47(12) . . ?
C56 C60 Fe2 68.74(10) . . ?
C69 N61 C60 121.24(15) . . ?
C69 N61 C62 118.34(15) . . ?
C60 N61 C62 120.33(15) . . ?
N61 C62 C63 114.83(15) . . ?
N61 C62 H62A 108.6 . . ?
C63 C62 H62A 108.6 . . ?
N61 C62 H62B 108.6 . . ?
C63 C62 H62B 108.6 . . ?
H62A C62 H62B 107.5 . . ?
C68 C63 C64 118.64(18) . . ?
C68 C63 C62 122.88(17) . . ?
C64 C63 C62 118.33(16) . . ?
C65 C64 C63 120.95(19) . . ?
C65 C64 H64 119.5 . . ?
C63 C64 H64 119.5 . . ?
C66 C65 C64 119.7(2) . . ?
C66 C65 H65 120.1 . . ?
C64 C65 H65 120.1 . . ?
C67 C66 C65 119.9(2) . . ?
C67 C66 H66 120.0 . . ?
C65 C66 H66 120.0 . . ?
C66 C67 C68 120.1(2) . . ?
C66 C67 H67 119.9 . . ?
C68 C67 H67 119.9 . . ?
C63 C68 C67 120.63(19) . . ?
C63 C68 H68 119.7 . . ?
C67 C68 H68 119.7 . . ?
O70 C69 N61 122.55(17) . . ?
O70 C69 C71 119.49(17) . . ?
N61 C69 C71 117.88(16) . . ?
C72 C71 C76 120.22(17) . . ?
C72 C71 C69 121.22(17) . . ?
C76 C71 C69 118.21(17) . . ?
C71 C72 C73 119.99(18) . . ?
C71 C72 H72 120.0 . . ?
C73 C72 H72 120.0 . . ?
C74 C73 C72 120.60(19) . . ?
C74 C73 H73 119.7 . . ?
C72 C73 H73 119.7 . . ?
C73 C74 C75 118.47(18) . . ?
C73 C74 H74 120.8 . . ?
C75 C74 H74 120.8 . . ?
C74 C75 C76 121.96(18) . . ?
C74 C75 Cl2 119.38(15) . . ?
C76 C75 Cl2 118.65(15) . . ?
C75 C76 C71 118.73(18) . . ?
C75 C76 H76 120.6 . . ?
C71 C76 H76 120.6 . . ?
C6 Fe1 C7 41.06(7) . . ?
C6 Fe1 C5 121.38(8) . . ?
C7 Fe1 C5 103.81(8) . . ?
C6 Fe1 C8 68.97(7) . . ?
C7 Fe1 C8 40.78(8) . . ?
C5 Fe1 C8 118.63(8) . . ?
C6 Fe1 C1 105.46(7) . . ?
C7 Fe1 C1 118.09(8) . . ?
C5 Fe1 C1 40.68(8) . . ?
C8 Fe1 C1 153.49(8) . . ?
C6 Fe1 C4 158.52(8) . . ?
C7 Fe1 C4 122.12(8) . . ?
C5 Fe1 C4 40.73(9) . . ?
C8 Fe1 C4 106.80(8) . . ?
C1 Fe1 C4 68.43(8) . . ?
C6 Fe1 C10 40.76(7) . . ?
C7 Fe1 C10 68.26(7) . . ?
C5 Fe1 C10 160.00(8) . . ?
C8 Fe1 C10 68.11(7) . . ?
C1 Fe1 C10 125.42(8) . . ?
C4 Fe1 C10 158.97(8) . . ?
C6 Fe1 C3 158.22(8) . . ?
C7 Fe1 C3 160.57(8) . . ?
C5 Fe1 C3 68.22(8) . . ?
C8 Fe1 C3 126.11(8) . . ?
C1 Fe1 C3 68.16(8) . . ?
C4 Fe1 C3 40.51(8) . . ?
C10 Fe1 C3 124.91(7) . . ?
C6 Fe1 C2 121.34(7) . . ?
C7 Fe1 C2 154.81(8) . . ?
C5 Fe1 C2 68.14(8) . . ?
C8 Fe1 C2 164.11(8) . . ?
C1 Fe1 C2 40.41(7) . . ?
C4 Fe1 C2 68.18(8) . . ?
C10 Fe1 C2 110.81(7) . . ?
C3 Fe1 C2 40.48(8) . . ?
C6 Fe1 C9 68.93(7) . . ?
C7 Fe1 C9 68.46(7) . . ?
C5 Fe1 C9 155.43(8) . . ?
C8 Fe1 C9 40.49(7) . . ?
C1 Fe1 C9 163.64(8) . . ?
C4 Fe1 C9 122.37(8) . . ?
C10 Fe1 C9 40.59(7) . . ?
C3 Fe1 C9 111.04(8) . . ?
C2 Fe1 C9 128.36(7) . . ?
C58 Fe2 C52 103.15(9) . . ?
C58 Fe2 C57 40.92(8) . . ?
C52 Fe2 C57 118.69(8) . . ?
C58 Fe2 C56 68.79(8) . . ?
C52 Fe2 C56 156.11(8) . . ?
C57 Fe2 C56 40.74(8) . . ?
C58 Fe2 C53 118.34(9) . . ?
C52 Fe2 C53 40.60(10) . . ?
C57 Fe2 C53 104.02(8) . . ?
C56 Fe2 C53 121.99(9) . . ?
C58 Fe2 C51 120.98(9) . . ?
C52 Fe2 C51 40.71(8) . . ?
C57 Fe2 C51 155.82(9) . . ?
C56 Fe2 C51 162.46(8) . . ?
C53 Fe2 C51 68.27(9) . . ?
C58 Fe2 C54 155.76(9) . . ?
C52 Fe2 C54 68.17(10) . . ?
C57 Fe2 C54 121.85(9) . . ?
C56 Fe2 C54 109.54(9) . . ?
C53 Fe2 C54 40.55(9) . . ?
C51 Fe2 C54 68.00(9) . . ?
C58 Fe2 C59 40.87(7) . . ?
C52 Fe2 C59 120.63(9) . . ?
C57 Fe2 C59 68.73(8) . . ?
C56 Fe2 C59 68.74(7) . . ?
C53 Fe2 C59 155.27(9) . . ?
C51 Fe2 C59 108.20(8) . . ?
C54 Fe2 C59 162.90(9) . . ?
C58 Fe2 C55 159.26(9) . . ?
C52 Fe2 C55 68.06(8) . . ?
C57 Fe2 C55 159.82(9) . . ?
C56 Fe2 C55 126.60(8) . . ?
C53 Fe2 C55 67.97(9) . . ?
C51 Fe2 C55 40.35(8) . . ?
C54 Fe2 C55 40.25(9) . . ?
C59 Fe2 C55 126.19(8) . . ?
C58 Fe2 C60 68.08(7) . . ?
C52 Fe2 C60 158.84(9) . . ?
C57 Fe2 C60 68.07(7) . . ?
C56 Fe2 C60 40.61(7) . . ?
C53 Fe2 C60 160.55(9) . . ?
C51 Fe2 C60 126.07(8) . . ?
C54 Fe2 C60 127.40(8) . . ?
C59 Fe2 C60 40.37(7) . . ?
C55 Fe2 C60 113.09(7) . . ?

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
C5 C1 C2 C3 -0.2(2) . . . . ?
Fe1 C1 C2 C3 59.11(13) . . . . ?
C5 C1 C2 Fe1 -59.34(13) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
Fe1 C2 C3 C4 59.10(13) . . . . ?
C1 C2 C3 Fe1 -58.93(12) . . . . ?
C2 C3 C4 C5 0.0(2) . . . . ?
Fe1 C3 C4 C5 59.38(13) . . . . ?
C2 C3 C4 Fe1 -59.41(13) . . . . ?
C2 C1 C5 C4 0.2(2) . . . . ?
Fe1 C1 C5 C4 -59.65(13) . . . . ?
C2 C1 C5 Fe1 59.87(13) . . . . ?
C3 C4 C5 C1 -0.1(2) . . . . ?
Fe1 C4 C5 C1 59.69(13) . . . . ?
C3 C4 C5 Fe1 -59.82(13) . . . . ?
C10 C6 C7 C8 -1.43(19) . . . . ?
Fe1 C6 C7 C8 59.33(12) . . . . ?
C10 C6 C7 Fe1 -60.76(11) . . . . ?
C6 C7 C8 C9 0.9(2) . . . . ?
Fe1 C7 C8 C9 59.84(13) . . . . ?
C6 C7 C8 Fe1 -58.94(12) . . . . ?
C7 C8 C9 C10 0.0(2) . . . . ?
Fe1 C8 C9 C10 59.06(12) . . . . ?
C7 C8 C9 Fe1 -59.07(12) . . . . ?
C7 C6 C10 N11 -176.46(16) . . . . ?
Fe1 C6 C10 N11 123.37(17) . . . . ?
C7 C6 C10 C9 1.43(19) . . . . ?
Fe1 C6 C10 C9 -58.74(12) . . . . ?
C7 C6 C10 Fe1 60.17(11) . . . . ?
C8 C9 C10 N11 177.04(16) . . . . ?
Fe1 C9 C10 N11 -124.14(17) . . . . ?
C8 C9 C10 C6 -0.88(19) . . . . ?
Fe1 C9 C10 C6 57.94(12) . . . . ?
C8 C9 C10 Fe1 -58.83(12) . . . . ?
C6 C10 N11 C19 40.3(3) . . . . ?
C9 C10 N11 C19 -137.22(18) . . . . ?
Fe1 C10 N11 C19 131.08(16) . . . . ?
C6 C10 N11 C12 -136.81(17) . . . . ?
C9 C10 N11 C12 45.6(2) . . . . ?
Fe1 C10 N11 C12 -46.1(2) . . . . ?
C19 N11 C12 C13 95.84(19) . . . . ?
C10 N11 C12 C13 -86.82(19) . . . . ?
N11 C12 C13 C18 122.09(19) . . . . ?
N11 C12 C13 C14 -59.1(2) . . . . ?
C18 C13 C14 C15 0.3(3) . . . . ?
C12 C13 C14 C15 -178.46(17) . . . . ?
C13 C14 C15 C16 -0.2(3) . . . . ?
C14 C15 C16 C17 -0.2(3) . . . . ?
C15 C16 C17 C18 0.5(4) . . . . ?
C16 C17 C18 C13 -0.4(4) . . . . ?
C14 C13 C18 C17 0.0(3) . . . . ?
C12 C13 C18 C17 178.8(2) . . . . ?
C10 N11 C19 O20 -171.65(17) . . . . ?
C12 N11 C19 O20 5.5(3) . . . . ?
C10 N11 C19 C21 9.1(3) . . . . ?
C12 N11 C19 C21 -173.77(15) . . . . ?
O20 C19 C21 C22 -134.11(19) . . . . ?
N11 C19 C21 C22 45.2(2) . . . . ?
O20 C19 C21 C26 41.1(2) . . . . ?
N11 C19 C21 C26 -139.58(17) . . . . ?
C26 C21 C22 C23 0.1(3) . . . . ?
C19 C21 C22 C23 175.21(17) . . . . ?
C21 C22 C23 C24 1.0(3) . . . . ?
C22 C23 C24 C25 -0.6(3) . . . . ?
C23 C24 C25 C26 -0.8(3) . . . . ?
C23 C24 C25 Cl1 179.32(16) . . . . ?
C24 C25 C26 C21 1.8(3) . . . . ?
Cl1 C25 C26 C21 -178.29(15) . . . . ?
C22 C21 C26 C25 -1.5(3) . . . . ?
C19 C21 C26 C25 -176.85(17) . . . . ?
C55 C51 C52 C53 0.4(2) . . . . ?
Fe2 C51 C52 C53 -59.75(14) . . . . ?
C55 C51 C52 Fe2 60.18(13) . . . . ?
C51 C52 C53 C54 0.1(2) . . . . ?
Fe2 C52 C53 C54 -59.78(14) . . . . ?
C51 C52 C53 Fe2 59.87(14) . . . . ?
C52 C53 C54 C55 -0.6(2) . . . . ?
Fe2 C53 C54 C55 -60.06(14) . . . . ?
C52 C53 C54 Fe2 59.47(14) . . . . ?
C53 C54 C55 C51 0.9(2) . . . . ?
Fe2 C54 C55 C51 -58.51(13) . . . . ?
C53 C54 C55 Fe2 59.36(14) . . . . ?
C52 C51 C55 C54 -0.8(2) . . . . ?
Fe2 C51 C55 C54 58.58(13) . . . . ?
C52 C51 C55 Fe2 -59.37(13) . . . . ?
C60 C56 C57 C58 1.7(2) . . . . ?
Fe2 C56 C57 C58 -58.90(13) . . . . ?
C60 C56 C57 Fe2 60.62(12) . . . . ?
C56 C57 C58 C59 -1.1(2) . . . . ?
Fe2 C57 C58 C59 -60.30(13) . . . . ?
C56 C57 C58 Fe2 59.20(13) . . . . ?
C57 C58 C59 C60 0.0(2) . . . . ?
Fe2 C58 C59 C60 -59.74(12) . . . . ?
C57 C58 C59 Fe2 59.77(13) . . . . ?
C58 C59 C60 N61 -174.16(16) . . . . ?
Fe2 C59 C60 N61 127.12(17) . . . . ?
C58 C59 C60 C56 1.0(2) . . . . ?
Fe2 C59 C60 C56 -57.68(12) . . . . ?
C58 C59 C60 Fe2 58.72(12) . . . . ?
C57 C56 C60 C59 -1.7(2) . . . . ?
Fe2 C56 C60 C59 58.16(12) . . . . ?
C57 C56 C60 N61 173.62(16) . . . . ?
Fe2 C56 C60 N61 -126.50(16) . . . . ?
C57 C56 C60 Fe2 -59.88(12) . . . . ?
C59 C60 N61 C69 126.0(2) . . . . ?
C56 C60 N61 C69 -48.5(2) . . . . ?
Fe2 C60 N61 C69 -139.50(16) . . . . ?
C59 C60 N61 C62 -57.6(2) . . . . ?
C56 C60 N61 C62 127.90(18) . . . . ?
Fe2 C60 N61 C62 36.9(2) . . . . ?
C69 N61 C62 C63 -99.4(2) . . . . ?
C60 N61 C62 C63 84.1(2) . . . . ?
N61 C62 C63 C68 37.6(3) . . . . ?
N61 C62 C63 C64 -146.95(17) . . . . ?
C68 C63 C64 C65 1.3(3) . . . . ?
C62 C63 C64 C65 -174.37(19) . . . . ?
C63 C64 C65 C66 -0.5(3) . . . . ?
C64 C65 C66 C67 -0.7(4) . . . . ?
C65 C66 C67 C68 1.2(4) . . . . ?
C64 C63 C68 C67 -0.8(3) . . . . ?
C62 C63 C68 C67 174.66(19) . . . . ?
C66 C67 C68 C63 -0.5(3) . . . . ?
C60 N61 C69 O70 169.16(19) . . . . ?
C62 N61 C69 O70 -7.3(3) . . . . ?
C60 N61 C69 C71 -14.1(3) . . . . ?
C62 N61 C69 C71 169.46(16) . . . . ?
O70 C69 C71 C72 117.3(2) . . . . ?
N61 C69 C71 C72 -59.5(2) . . . . ?
O70 C69 C71 C76 -55.8(3) . . . . ?
N61 C69 C71 C76 127.33(19) . . . . ?
C76 C71 C72 C73 0.5(3) . . . . ?
C69 C71 C72 C73 -172.54(19) . . . . ?
C71 C72 C73 C74 -0.7(3) . . . . ?
C72 C73 C74 C75 -0.3(3) . . . . ?
C73 C74 C75 C76 1.5(3) . . . . ?
C73 C74 C75 Cl2 -179.24(16) . . . . ?
C74 C75 C76 C71 -1.6(3) . . . . ?
Cl2 C75 C76 C71 179.08(14) . . . . ?
C72 C71 C76 C75 0.6(3) . . . . ?
C69 C71 C76 C75 173.87(17) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WE9442
_database_code_depnum_ccdc_archive 'CCDC 2014636'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 03 mars 2020                                             #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H15 Fe N O'
_chemical_formula_sum            'C14 H15 Fe N O'
_chemical_formula_weight         269.12
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   29.192(3)
_cell_length_b                   8.5607(8)
_cell_length_c                   9.4060(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.452(4)
_cell_angle_gamma                90
_cell_volume                     2348.5(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9437
_cell_measurement_theta_min      2.7936
_cell_measurement_theta_max      27.5059
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0244193
_diffrn_orient_matrix_UB_21      -0.0226489
_diffrn_orient_matrix_UB_31      0.0081433
_diffrn_orient_matrix_UB_12      0.0424106
_diffrn_orient_matrix_UB_22      0.0066655
_diffrn_orient_matrix_UB_32      -0.1086381
_diffrn_orient_matrix_UB_13      0.0671153
_diffrn_orient_matrix_UB_23      0.0765797
_diffrn_orient_matrix_UB_33      0.0308993


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

_exptl_crystal_description       board
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.080
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1120
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.265
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.680
_exptl_absorpt_correction_T_max  0.904

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0304
_diffrn_reflns_av_uneti/neti     0.0279
_diffrn_reflns_number            11352
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.480
_diffrn_reflns_theta_max         27.506
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             2689
_reflns_number_gt                2445
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0547P)²+2.7258P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2689
_refine_ls_number_parameters     157
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0265
_refine_ls_wR_factor_ref         0.0784
_refine_ls_wR_factor_gt          0.0746
_refine_ls_goodness_of_fit_ref   0.904
_refine_ls_restrained_S_all      0.904
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.004
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.061

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.58572(2) 0.76395(3) 0.66498(2) 0.01718(9) Uani 1 1 d . . . . .
C1 C 0.59885(6) 0.8006(2) 0.87777(16) 0.0282(4) Uani 1 1 d . . . . .
H1 H 0.601599 0.722242 0.949158 0.034 Uiso 1 1 calc R U . . .
C2 C 0.63518(6) 0.8606(2) 0.79748(17) 0.0267(4) Uani 1 1 d . . . . .
H2 H 0.666411 0.829459 0.806049 0.032 Uiso 1 1 calc R U . . .
C3 C 0.61658(6) 0.9751(2) 0.70244(17) 0.0254(3) Uani 1 1 d . . . . .
H3 H 0.633131 1.033968 0.636101 0.031 Uiso 1 1 calc R U . . .
C4 C 0.56886(6) 0.9861(2) 0.72401(17) 0.0261(3) Uani 1 1 d . . . . .
H4 H 0.547906 1.053849 0.674551 0.031 Uiso 1 1 calc R U . . .
C5 C 0.55781(6) 0.8782(2) 0.83253(16) 0.0270(3) Uani 1 1 d . . . . .
H5 H 0.528270 0.861269 0.868246 0.032 Uiso 1 1 calc R U . . .
C6 C 0.59814(5) 0.7037(2) 0.45930(15) 0.0203(3) Uani 1 1 d . . . . .
H6 H 0.614958 0.763615 0.394357 0.024 Uiso 1 1 calc R U . . .
C7 C 0.54995(6) 0.7133(2) 0.47945(17) 0.0235(3) Uani 1 1 d . . . . .
H7 H 0.528945 0.780005 0.429038 0.028 Uiso 1 1 calc R U . . .
C8 C 0.53884(5) 0.6053(2) 0.58827(16) 0.0244(3) Uani 1 1 d . . . . .
H8 H 0.509203 0.588199 0.623253 0.029 Uiso 1 1 calc R U . . .
C9 C 0.57978(5) 0.5279(2) 0.63523(16) 0.0223(3) Uani 1 1 d . . . . .
H9 H 0.582396 0.450229 0.707274 0.027 Uiso 1 1 calc R U . . .
C10 C 0.61629(5) 0.58761(18) 0.55483(14) 0.0185(3) Uani 1 1 d . . . . .
N11 N 0.66206(4) 0.53647(16) 0.57099(13) 0.0190(3) Uani 1 1 d . . . . .
H11 H 0.6702(6) 0.502(2) 0.650(2) 0.023 Uiso 1 1 d . U . . .
C12 C 0.69310(5) 0.53864(17) 0.46887(15) 0.0179(3) Uani 1 1 d . . . . .
O13 O 0.68449(4) 0.58560(14) 0.34618(10) 0.0233(2) Uani 1 1 d . . . . .
C14 C 0.73965(6) 0.48461(19) 0.51639(15) 0.0201(3) Uani 1 1 d . . . . .
H14 H 0.743411 0.444224 0.615968 0.024 Uiso 1 1 calc R U . . .
C15 C 0.77027(6) 0.41423(19) 0.40759(17) 0.0239(3) Uani 1 1 d . . . . .
H15A H 0.791782 0.330831 0.439922 0.029 Uiso 1 1 calc R U . . .
H15B H 0.757433 0.401789 0.309111 0.029 Uiso 1 1 calc R U . . .
C16 C 0.77953(6) 0.5756(2) 0.45974(19) 0.0270(3) Uani 1 1 d . . . . .
H16A H 0.772383 0.663076 0.393613 0.032 Uiso 1 1 calc R U . . .
H16B H 0.806738 0.592106 0.524446 0.032 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
Fe1 C2 2.0417(16) . ?
Fe1 C7 2.0416(16) . ?
Fe1 C8 2.0380(16) . ?
Fe1 C9 2.0465(17) . ?
Fe1 C1 2.0459(15) . ?
Fe1 C3 2.0435(16) . ?
Fe1 C6 2.0494(15) . ?
Fe1 C4 2.0474(17) . ?
Fe1 C5 2.0530(16) . ?
Fe1 C10 2.0561(15) . ?
C1 C2 1.424(2) . ?
C1 C5 1.419(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.419(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.419(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.424(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.430(2) . ?
C6 C10 1.427(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.427(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.420(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.428(2) . ?
C9 H9 0.9500 . ?
C10 N11 1.408(2) . ?
N11 C12 1.3486(19) . ?
N11 H11 0.83(2) . ?
C12 O13 1.2377(17) . ?
C12 C14 1.486(2) . ?
C14 C15 1.513(2) . ?
C14 C16 1.516(2) . ?
C14 H14 1.0000 . ?
C15 C16 1.487(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?

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 Fe1 C7 158.49(7) . . ?
C2 Fe1 C8 158.88(7) . . ?
C7 Fe1 C8 40.94(7) . . ?
C2 Fe1 C9 122.50(7) . . ?
C7 Fe1 C9 68.65(7) . . ?
C8 Fe1 C9 40.70(7) . . ?
C2 Fe1 C1 40.78(7) . . ?
C7 Fe1 C1 159.45(7) . . ?
C8 Fe1 C1 122.91(7) . . ?
C9 Fe1 C1 107.24(7) . . ?
C2 Fe1 C3 40.65(7) . . ?
C7 Fe1 C3 122.75(7) . . ?
C8 Fe1 C3 159.20(7) . . ?
C9 Fe1 C3 158.63(7) . . ?
C1 Fe1 C3 68.47(7) . . ?
C2 Fe1 C6 121.95(7) . . ?
C7 Fe1 C6 40.91(6) . . ?
C8 Fe1 C6 68.99(6) . . ?
C9 Fe1 C6 68.90(6) . . ?
C1 Fe1 C6 158.25(7) . . ?
C3 Fe1 C6 106.90(7) . . ?
C2 Fe1 C4 68.27(7) . . ?
C7 Fe1 C4 108.01(7) . . ?
C8 Fe1 C4 123.33(7) . . ?
C9 Fe1 C4 159.15(7) . . ?
C1 Fe1 C4 68.25(7) . . ?
C3 Fe1 C4 40.60(7) . . ?
C6 Fe1 C4 122.95(7) . . ?
C2 Fe1 C5 68.39(7) . . ?
C7 Fe1 C5 123.52(7) . . ?
C8 Fe1 C5 107.86(7) . . ?
C9 Fe1 C5 122.78(7) . . ?
C1 Fe1 C5 40.52(7) . . ?
C3 Fe1 C5 68.44(7) . . ?
C6 Fe1 C5 159.49(7) . . ?
C4 Fe1 C5 40.64(7) . . ?
C2 Fe1 C10 107.12(6) . . ?
C7 Fe1 C10 68.31(6) . . ?
C8 Fe1 C10 68.39(6) . . ?
C9 Fe1 C10 40.73(6) . . ?
C1 Fe1 C10 122.57(7) . . ?
C3 Fe1 C10 122.60(6) . . ?
C6 Fe1 C10 40.67(6) . . ?
C4 Fe1 C10 158.95(7) . . ?
C5 Fe1 C10 158.71(7) . . ?
C2 C1 C5 108.07(15) . . ?
C2 C1 Fe1 69.45(9) . . ?
C5 C1 Fe1 70.01(9) . . ?
C2 C1 H1 126.0 . . ?
C5 C1 H1 126.0 . . ?
Fe1 C1 H1 126.1 . . ?
C1 C2 C3 108.04(15) . . ?
C1 C2 Fe1 69.77(9) . . ?
C3 C2 Fe1 69.75(9) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 H2 126.0 . . ?
Fe1 C2 H2 126.1 . . ?
C4 C3 C2 107.90(15) . . ?
C4 C3 Fe1 69.84(9) . . ?
C2 C3 Fe1 69.61(10) . . ?
C4 C3 H3 126.0 . . ?
C2 C3 H3 126.1 . . ?
Fe1 C3 H3 126.1 . . ?
C3 C4 C5 108.25(15) . . ?
C3 C4 Fe1 69.56(9) . . ?
C5 C4 Fe1 69.89(10) . . ?
C3 C4 H4 125.9 . . ?
C5 C4 H4 125.9 . . ?
Fe1 C4 H4 126.3 . . ?
C1 C5 C4 107.73(15) . . ?
C1 C5 Fe1 69.47(9) . . ?
C4 C5 Fe1 69.47(9) . . ?
C1 C5 H5 126.1 . . ?
C4 C5 H5 126.1 . . ?
Fe1 C5 H5 126.5 . . ?
C7 C6 C10 107.28(14) . . ?
C7 C6 Fe1 69.25(9) . . ?
C10 C6 Fe1 69.92(8) . . ?
C7 C6 H6 126.4 . . ?
C10 C6 H6 126.4 . . ?
Fe1 C6 H6 126.0 . . ?
C6 C7 C8 108.27(14) . . ?
C6 C7 Fe1 69.84(9) . . ?
C8 C7 Fe1 69.40(9) . . ?
C6 C7 H7 125.9 . . ?
C8 C7 H7 125.9 . . ?
Fe1 C7 H7 126.5 . . ?
C9 C8 C7 108.13(14) . . ?
C9 C8 Fe1 69.97(9) . . ?
C7 C8 Fe1 69.67(9) . . ?
C9 C8 H8 125.9 . . ?
C7 C8 H8 125.9 . . ?
Fe1 C8 H8 126.0 . . ?
C8 C9 C10 107.78(14) . . ?
C8 C9 Fe1 69.33(10) . . ?
C10 C9 Fe1 70.00(9) . . ?
C8 C9 H9 126.1 . . ?
C10 C9 H9 126.1 . . ?
Fe1 C9 H9 126.1 . . ?
N11 C10 C9 123.91(14) . . ?
N11 C10 C6 127.56(14) . . ?
C9 C10 C6 108.52(14) . . ?
N11 C10 Fe1 127.17(10) . . ?
C9 C10 Fe1 69.27(9) . . ?
C6 C10 Fe1 69.41(9) . . ?
C12 N11 C10 125.61(13) . . ?
C12 N11 H11 118.1(13) . . ?
C10 N11 H11 116.3(13) . . ?
O13 C12 N11 123.55(14) . . ?
O13 C12 C14 121.89(13) . . ?
N11 C12 C14 114.53(13) . . ?
C12 C14 C15 118.67(12) . . ?
C12 C14 C16 116.12(13) . . ?
C15 C14 C16 58.80(11) . . ?
C12 C14 H14 116.8 . . ?
C15 C14 H14 116.8 . . ?
C16 C14 H14 116.8 . . ?
C16 C15 C14 60.72(11) . . ?
C16 C15 H15A 117.7 . . ?
C14 C15 H15A 117.7 . . ?
C16 C15 H15B 117.7 . . ?
C14 C15 H15B 117.7 . . ?
H15A C15 H15B 114.8 . . ?
C15 C16 C14 60.48(11) . . ?
C15 C16 H16A 117.7 . . ?
C14 C16 H16A 117.7 . . ?
C15 C16 H16B 117.7 . . ?
C14 C16 H16B 117.7 . . ?
H16A C16 H16B 114.8 . . ?

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
C5 C1 C2 C3 -0.12(18) . . . . ?
Fe1 C1 C2 C3 59.46(11) . . . . ?
C5 C1 C2 Fe1 -59.58(11) . . . . ?
C1 C2 C3 C4 0.10(18) . . . . ?
Fe1 C2 C3 C4 59.58(11) . . . . ?
C1 C2 C3 Fe1 -59.48(11) . . . . ?
C2 C3 C4 C5 -0.05(18) . . . . ?
Fe1 C3 C4 C5 59.38(11) . . . . ?
C2 C3 C4 Fe1 -59.43(11) . . . . ?
C2 C1 C5 C4 0.09(18) . . . . ?
Fe1 C1 C5 C4 -59.14(11) . . . . ?
C2 C1 C5 Fe1 59.23(11) . . . . ?
C3 C4 C5 C1 -0.03(18) . . . . ?
Fe1 C4 C5 C1 59.15(11) . . . . ?
C3 C4 C5 Fe1 -59.17(11) . . . . ?
C10 C6 C7 C8 0.90(18) . . . . ?
Fe1 C6 C7 C8 -58.94(11) . . . . ?
C10 C6 C7 Fe1 59.84(10) . . . . ?
C6 C7 C8 C9 -0.41(18) . . . . ?
Fe1 C7 C8 C9 -59.62(11) . . . . ?
C6 C7 C8 Fe1 59.21(11) . . . . ?
C7 C8 C9 C10 -0.24(18) . . . . ?
Fe1 C8 C9 C10 -59.67(11) . . . . ?
C7 C8 C9 Fe1 59.43(11) . . . . ?
C8 C9 C10 N11 -179.15(14) . . . . ?
Fe1 C9 C10 N11 121.60(14) . . . . ?
C8 C9 C10 C6 0.81(17) . . . . ?
Fe1 C9 C10 C6 -58.45(11) . . . . ?
C8 C9 C10 Fe1 59.25(11) . . . . ?
C7 C6 C10 N11 178.90(14) . . . . ?
Fe1 C6 C10 N11 -121.68(15) . . . . ?
C7 C6 C10 C9 -1.05(17) . . . . ?
Fe1 C6 C10 C9 58.36(10) . . . . ?
C7 C6 C10 Fe1 -59.41(11) . . . . ?
C9 C10 N11 C12 152.23(15) . . . . ?
C6 C10 N11 C12 -27.7(2) . . . . ?
Fe1 C10 N11 C12 -119.23(15) . . . . ?
C10 N11 C12 O13 -0.7(2) . . . . ?
C10 N11 C12 C14 177.29(14) . . . . ?
O13 C12 C14 C15 -28.8(2) . . . . ?
N11 C12 C14 C15 153.10(14) . . . . ?
O13 C12 C14 C16 38.2(2) . . . . ?
N11 C12 C14 C16 -139.82(14) . . . . ?
C12 C14 C15 C16 104.80(16) . . . . ?
C12 C14 C16 C15 -109.13(15) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WE9352
_database_code_depnum_ccdc_archive 'CCDC 2014637'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of diffraction experiment: 01 juillet 2020                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H22 Fe N2 O'
_chemical_formula_sum            'C16 H22 Fe N2 O'
_chemical_formula_weight         314.20
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.7745(16)
_cell_length_b                   11.0716(16)
_cell_length_c                   10.5180(12)
_cell_angle_alpha                90
_cell_angle_beta                 94.122(4)
_cell_angle_gamma                90
_cell_volume                     1483.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9659
_cell_measurement_theta_min      2.4370
_cell_measurement_theta_max      27.8609
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0498702
_diffrn_orient_matrix_UB_21      -0.0017853
_diffrn_orient_matrix_UB_31      -0.0812159
_diffrn_orient_matrix_UB_12      0.0046094
_diffrn_orient_matrix_UB_22      -0.0901994
_diffrn_orient_matrix_UB_32      -0.0008477
_diffrn_orient_matrix_UB_13      -0.0695449
_diffrn_orient_matrix_UB_23      -0.0038938
_diffrn_orient_matrix_UB_33      0.0361674


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

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.095
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             664
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.013
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.575
_exptl_absorpt_correction_T_max  0.908

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        3                                        #
# Total number of frames [*] :      243                                        #
# Total length of scans  [*] :   243.00 (deg.)                                 #
# Rotation speed         [*] :     6.00 sec./deg.                              #
# Total exposition time  [*] :         24.3 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       6.0   1.00     34.0     184   0.27 270.94 276.00  23.00 150.00  #
#  2 Omega     6.0   1.00     34.0      59   0.63 301.85  83.22  56.25 150.00  #
#  3 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0546
_diffrn_reflns_av_r_equivalents  0.0665
_diffrn_reflns_number            14245
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.437
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_reflns_number_total             3384
_reflns_number_gt                2856
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0596P)²+1.0486P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3384
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1169
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.653
_refine_diff_density_min         -0.894
_refine_diff_density_rms         0.103

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.62701(2) 0.57782(3) 0.30412(3) 0.01388(12) Uani 1 1 d . . . . .
C1 C 0.7195(2) 0.6278(2) 0.4621(2) 0.0317(6) Uani 1 1 d . . . . .
H1 H 0.723361 0.588520 0.542575 0.038 Uiso 1 1 calc R U . . .
C2 C 0.78208(19) 0.6012(2) 0.3596(3) 0.0297(6) Uani 1 1 d . . . . .
H2 H 0.835056 0.541007 0.359169 0.036 Uiso 1 1 calc R U . . .
C3 C 0.75136(19) 0.6808(2) 0.2574(2) 0.0275(5) Uani 1 1 d . . . . .
H3 H 0.780303 0.683353 0.176761 0.033 Uiso 1 1 calc R U . . .
C4 C 0.6699(2) 0.7554(2) 0.2974(3) 0.0282(5) Uani 1 1 d . . . . .
H4 H 0.634653 0.816647 0.247804 0.034 Uiso 1 1 calc R U . . .
C5 C 0.6500(2) 0.7235(2) 0.4233(3) 0.0301(6) Uani 1 1 d . . . . .
H5 H 0.599229 0.759479 0.473175 0.036 Uiso 1 1 calc R U . . .
C6 C 0.57920(17) 0.4798(2) 0.1449(2) 0.0189(4) Uani 1 1 d . . . . .
H6 H 0.609996 0.481232 0.065365 0.023 Uiso 1 1 calc R U . . .
C7 C 0.49648(18) 0.5567(2) 0.1823(2) 0.0211(5) Uani 1 1 d . . . . .
H7 H 0.462191 0.618033 0.131748 0.025 Uiso 1 1 calc R U . . .
C8 C 0.47499(16) 0.5244(2) 0.3093(2) 0.0203(5) Uani 1 1 d . . . . .
H8 H 0.423723 0.560926 0.357913 0.024 Uiso 1 1 calc R U . . .
C9 C 0.54317(17) 0.4283(2) 0.3508(2) 0.0175(4) Uani 1 1 d . . . . .
H9 H 0.545813 0.389659 0.431594 0.021 Uiso 1 1 calc R U . . .
C10 C 0.60673(16) 0.40081(19) 0.2487(2) 0.0152(4) Uani 1 1 d . . . . .
N11 N 0.68555(14) 0.31092(17) 0.25571(18) 0.0168(4) Uani 1 1 d . . . . .
H11 H 0.706(2) 0.289(3) 0.322(3) 0.020 Uiso 1 1 d . U . . .
C12 C 0.71840(16) 0.2481(2) 0.1562(2) 0.0186(4) Uani 1 1 d . . . . .
O13 O 0.68242(13) 0.25791(16) 0.04513(15) 0.0249(4) Uani 1 1 d . . . . .
C14 C 0.80326(18) 0.1549(2) 0.1939(3) 0.0289(6) Uani 1 1 d . . . . .
H14A H 0.769318 0.076118 0.207864 0.035 Uiso 1 1 calc R U . . .
H14B H 0.848978 0.145118 0.122504 0.035 Uiso 1 1 calc R U . . .
N15 N 0.86811(14) 0.18735(18) 0.30855(19) 0.0224(4) Uani 1 1 d . . . . .
C16 C 0.9125(2) 0.0817(2) 0.3778(3) 0.0329(6) Uani 1 1 d . . . . .
H16A H 0.961865 0.109876 0.448408 0.039 Uiso 1 1 calc R U . . .
H16B H 0.952983 0.033272 0.319228 0.039 Uiso 1 1 calc R U . . .
C17 C 0.8309(2) 0.0018(3) 0.4317(4) 0.0464(8) Uani 1 1 d . . . . .
H17A H 0.785134 0.050884 0.482021 0.070 Uiso 1 1 calc R U . . .
H17B H 0.865668 -0.060007 0.486360 0.070 Uiso 1 1 calc R U . . .
H17C H 0.788743 -0.037210 0.361786 0.070 Uiso 1 1 calc R U . . .
C18 C 0.94970(18) 0.2734(3) 0.2757(2) 0.0280(5) Uani 1 1 d . . . . .
H18A H 0.917097 0.335873 0.218316 0.034 Uiso 1 1 calc R U . . .
H18B H 1.002259 0.229906 0.228173 0.034 Uiso 1 1 calc R U . . .
C19 C 1.0056(2) 0.3351(3) 0.3900(3) 0.0344(6) Uani 1 1 d . . . . .
H19A H 0.953800 0.373573 0.441230 0.052 Uiso 1 1 calc R U . . .
H19B H 1.053577 0.396610 0.360762 0.052 Uiso 1 1 calc R U . . .
H19C H 1.045590 0.275150 0.441982 0.052 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
Fe1 C8 2.035(2) . ?
Fe1 C2 2.041(2) . ?
Fe1 C7 2.042(2) . ?
Fe1 C4 2.043(2) . ?
Fe1 C3 2.043(2) . ?
Fe1 C1 2.044(2) . ?
Fe1 C9 2.050(2) . ?
Fe1 C5 2.051(2) . ?
Fe1 C6 2.052(2) . ?
Fe1 C10 2.056(2) . ?
C1 C2 1.418(4) . ?
C1 C5 1.424(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.422(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.416(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.411(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C10 1.423(3) . ?
C6 C7 1.434(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.428(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.424(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.425(3) . ?
C9 H9 0.9500 . ?
C10 N11 1.414(3) . ?
N11 C12 1.348(3) . ?
N11 H11 0.77(3) . ?
C12 O13 1.229(3) . ?
C12 C14 1.528(3) . ?
C14 N15 1.458(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
N15 C16 1.470(3) . ?
N15 C18 1.471(3) . ?
C16 C17 1.508(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.517(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 Fe1 C2 159.73(11) . . ?
C8 Fe1 C7 41.01(9) . . ?
C2 Fe1 C7 157.79(11) . . ?
C8 Fe1 C4 122.67(10) . . ?
C2 Fe1 C4 68.31(10) . . ?
C7 Fe1 C4 107.32(10) . . ?
C8 Fe1 C3 158.21(10) . . ?
C2 Fe1 C3 40.76(11) . . ?
C7 Fe1 C3 121.80(10) . . ?
C4 Fe1 C3 40.53(11) . . ?
C8 Fe1 C1 123.65(10) . . ?
C2 Fe1 C1 40.63(12) . . ?
C7 Fe1 C1 159.91(11) . . ?
C4 Fe1 C1 68.09(11) . . ?
C3 Fe1 C1 68.31(11) . . ?
C8 Fe1 C9 40.79(9) . . ?
C2 Fe1 C9 123.16(10) . . ?
C7 Fe1 C9 68.94(9) . . ?
C4 Fe1 C9 158.61(10) . . ?
C3 Fe1 C9 159.43(10) . . ?
C1 Fe1 C9 107.78(10) . . ?
C8 Fe1 C5 107.89(10) . . ?
C2 Fe1 C5 68.44(11) . . ?
C7 Fe1 C5 123.23(10) . . ?
C4 Fe1 C5 40.31(11) . . ?
C3 Fe1 C5 68.21(11) . . ?
C1 Fe1 C5 40.69(11) . . ?
C9 Fe1 C5 122.88(10) . . ?
C8 Fe1 C6 68.84(9) . . ?
C2 Fe1 C6 121.75(10) . . ?
C7 Fe1 C6 41.01(9) . . ?
C4 Fe1 C6 123.09(10) . . ?
C3 Fe1 C6 106.85(10) . . ?
C1 Fe1 C6 157.99(11) . . ?
C9 Fe1 C6 68.78(9) . . ?
C5 Fe1 C6 159.42(10) . . ?
C8 Fe1 C10 68.24(9) . . ?
C2 Fe1 C10 107.57(9) . . ?
C7 Fe1 C10 68.42(9) . . ?
C4 Fe1 C10 159.39(10) . . ?
C3 Fe1 C10 123.22(10) . . ?
C1 Fe1 C10 122.82(10) . . ?
C9 Fe1 C10 40.60(8) . . ?
C5 Fe1 C10 158.86(10) . . ?
C6 Fe1 C10 40.53(9) . . ?
C2 C1 C5 108.1(2) . . ?
C2 C1 Fe1 69.55(14) . . ?
C5 C1 Fe1 69.90(14) . . ?
C2 C1 H1 125.9 . . ?
C5 C1 H1 125.9 . . ?
Fe1 C1 H1 126.2 . . ?
C1 C2 C3 107.8(2) . . ?
C1 C2 Fe1 69.82(14) . . ?
C3 C2 Fe1 69.72(13) . . ?
C1 C2 H2 126.1 . . ?
C3 C2 H2 126.1 . . ?
Fe1 C2 H2 125.9 . . ?
C4 C3 C2 107.8(2) . . ?
C4 C3 Fe1 69.73(14) . . ?
C2 C3 Fe1 69.53(14) . . ?
C4 C3 H3 126.1 . . ?
C2 C3 H3 126.1 . . ?
Fe1 C3 H3 126.2 . . ?
C5 C4 C3 108.6(2) . . ?
C5 C4 Fe1 70.14(14) . . ?
C3 C4 Fe1 69.74(14) . . ?
C5 C4 H4 125.7 . . ?
C3 C4 H4 125.7 . . ?
Fe1 C4 H4 126.0 . . ?
C4 C5 C1 107.7(2) . . ?
C4 C5 Fe1 69.55(14) . . ?
C1 C5 Fe1 69.41(14) . . ?
C4 C5 H5 126.2 . . ?
C1 C5 H5 126.2 . . ?
Fe1 C5 H5 126.4 . . ?
C10 C6 C7 107.51(19) . . ?
C10 C6 Fe1 69.89(12) . . ?
C7 C6 Fe1 69.14(12) . . ?
C10 C6 H6 126.2 . . ?
C7 C6 H6 126.2 . . ?
Fe1 C6 H6 126.3 . . ?
C8 C7 C6 107.62(19) . . ?
C8 C7 Fe1 69.21(12) . . ?
C6 C7 Fe1 69.85(12) . . ?
C8 C7 H7 126.2 . . ?
C6 C7 H7 126.2 . . ?
Fe1 C7 H7 126.3 . . ?
C9 C8 C7 108.63(19) . . ?
C9 C8 Fe1 70.20(12) . . ?
C7 C8 Fe1 69.77(13) . . ?
C9 C8 H8 125.7 . . ?
C7 C8 H8 125.7 . . ?
Fe1 C8 H8 125.9 . . ?
C8 C9 C10 107.32(19) . . ?
C8 C9 Fe1 69.01(12) . . ?
C10 C9 Fe1 69.90(12) . . ?
C8 C9 H9 126.3 . . ?
C10 C9 H9 126.3 . . ?
Fe1 C9 H9 126.3 . . ?
N11 C10 C6 127.5(2) . . ?
N11 C10 C9 123.6(2) . . ?
C6 C10 C9 108.92(19) . . ?
N11 C10 Fe1 125.56(14) . . ?
C6 C10 Fe1 69.58(12) . . ?
C9 C10 Fe1 69.49(12) . . ?
C12 N11 C10 125.65(19) . . ?
C12 N11 H11 116(2) . . ?
C10 N11 H11 118(2) . . ?
O13 C12 N11 125.2(2) . . ?
O13 C12 C14 121.1(2) . . ?
N11 C12 C14 113.7(2) . . ?
N15 C14 C12 113.50(19) . . ?
N15 C14 H14A 108.9 . . ?
C12 C14 H14A 108.9 . . ?
N15 C14 H14B 108.9 . . ?
C12 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 N15 C16 112.9(2) . . ?
C14 N15 C18 109.6(2) . . ?
C16 N15 C18 112.16(19) . . ?
N15 C16 C17 113.6(2) . . ?
N15 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
N15 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N15 C18 C19 114.0(2) . . ?
N15 C18 H18A 108.8 . . ?
C19 C18 H18A 108.8 . . ?
N15 C18 H18B 108.8 . . ?
C19 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.1(3) . . . . ?
Fe1 C1 C2 C3 59.61(16) . . . . ?
C5 C1 C2 Fe1 -59.48(17) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
Fe1 C2 C3 C4 59.45(17) . . . . ?
C1 C2 C3 Fe1 -59.67(17) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
Fe1 C3 C4 C5 59.55(17) . . . . ?
C2 C3 C4 Fe1 -59.33(16) . . . . ?
C3 C4 C5 C1 -0.1(3) . . . . ?
Fe1 C4 C5 C1 59.16(17) . . . . ?
C3 C4 C5 Fe1 -59.31(17) . . . . ?
C2 C1 C5 C4 0.0(3) . . . . ?
Fe1 C1 C5 C4 -59.25(17) . . . . ?
C2 C1 C5 Fe1 59.26(17) . . . . ?
C10 C6 C7 C8 0.5(2) . . . . ?
Fe1 C6 C7 C8 -59.13(15) . . . . ?
C10 C6 C7 Fe1 59.60(14) . . . . ?
C6 C7 C8 C9 -0.1(3) . . . . ?
Fe1 C7 C8 C9 -59.66(15) . . . . ?
C6 C7 C8 Fe1 59.53(15) . . . . ?
C7 C8 C9 C10 -0.3(2) . . . . ?
Fe1 C8 C9 C10 -59.65(14) . . . . ?
C7 C8 C9 Fe1 59.39(16) . . . . ?
C7 C6 C10 N11 -178.9(2) . . . . ?
Fe1 C6 C10 N11 -119.8(2) . . . . ?
C7 C6 C10 C9 -0.6(2) . . . . ?
Fe1 C6 C10 C9 58.49(15) . . . . ?
C7 C6 C10 Fe1 -59.12(15) . . . . ?
C8 C9 C10 N11 178.89(19) . . . . ?
Fe1 C9 C10 N11 119.80(19) . . . . ?
C8 C9 C10 C6 0.6(2) . . . . ?
Fe1 C9 C10 C6 -58.53(15) . . . . ?
C8 C9 C10 Fe1 59.09(15) . . . . ?
C6 C10 N11 C12 -29.8(3) . . . . ?
C9 C10 N11 C12 152.2(2) . . . . ?
Fe1 C10 N11 C12 -120.2(2) . . . . ?
C10 N11 C12 O13 -2.0(4) . . . . ?
C10 N11 C12 C14 -178.8(2) . . . . ?
O13 C12 C14 N15 154.7(2) . . . . ?
N11 C12 C14 N15 -28.4(3) . . . . ?
C12 C14 N15 C16 152.9(2) . . . . ?
C12 C14 N15 C18 -81.3(3) . . . . ?
C14 N15 C16 C17 -65.0(3) . . . . ?
C18 N15 C16 C17 170.6(2) . . . . ?
C14 N15 C18 C19 166.7(2) . . . . ?
C16 N15 C18 C19 -67.0(3) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_KL128
_database_code_depnum_ccdc_archive 'CCDC 2014648'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of diffraction experiment: 24 juin 2020                                 #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C22 H21 Fe2 N O'
_chemical_formula_sum            'C22 H21 Fe2 N O'
_chemical_formula_weight         427.10
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.0141(13)
_cell_length_b                   10.6656(9)
_cell_length_c                   20.1450(16)
_cell_angle_alpha                90
_cell_angle_beta                 107.428(3)
_cell_angle_gamma                90
_cell_volume                     3487.8(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9673
_cell_measurement_theta_min      2.2848
_cell_measurement_theta_max      27.5784
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0352369
_diffrn_orient_matrix_UB_21      0.0001635
_diffrn_orient_matrix_UB_31      0.0505295
_diffrn_orient_matrix_UB_12      -0.0267634
_diffrn_orient_matrix_UB_22      0.0878385
_diffrn_orient_matrix_UB_32      -0.0189477
_diffrn_orient_matrix_UB_13      -0.0470861
_diffrn_orient_matrix_UB_23      -0.0173194
_diffrn_orient_matrix_UB_33      -0.0137813


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

_exptl_crystal_description       board
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.140
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1760
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.496
_exptl_absorpt_correction_T_max  0.791

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        3                                        #
# Total number of frames [*] :      282                                        #
# Total length of scans  [*] :   282.00 (deg.)                                 #
# Rotation speed         [*] :     8.00 sec./deg.                              #
# Total exposition time  [*] :         37.6 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       8.0   1.00     34.0     223   0.27 270.94 272.52  23.00 150.00  #
#  2 Omega     8.0   1.00     34.0      59   0.63 359.70 269.38 301.43 150.00  #
#  3 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0474
_diffrn_reflns_av_r_equivalents  0.0634
_diffrn_reflns_number            39688
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.119
_diffrn_reflns_theta_max         27.622
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.990
_reflns_number_total             8038
_reflns_number_gt                6945
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+2.4299P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8038
_refine_ls_number_parameters     471
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0906
_refine_ls_wR_factor_gt          0.0853
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.102

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.21934(2) 0.44751(3) 0.60606(2) 0.01144(8) Uani 1 1 d . . . . .
C1 C 0.21638(14) 0.6002(2) 0.66692(13) 0.0229(5) Uani 1 1 d . . . . .
H1 H 0.261222 0.631883 0.703494 0.028 Uiso 1 1 calc R U . . .
C2 C 0.15852(14) 0.5085(2) 0.67368(12) 0.0238(5) Uani 1 1 d . . . . .
H2 H 0.157851 0.468616 0.715668 0.029 Uiso 1 1 calc R U . . .
C3 C 0.10186(14) 0.4869(2) 0.60676(13) 0.0241(5) Uani 1 1 d . . . . .
H3 H 0.056804 0.430106 0.596173 0.029 Uiso 1 1 calc R U . . .
C4 C 0.12468(14) 0.5658(2) 0.55829(13) 0.0226(5) Uani 1 1 d . . . . .
H4 H 0.097675 0.570640 0.509697 0.027 Uiso 1 1 calc R U . . .
C5 C 0.19527(14) 0.6359(2) 0.59592(13) 0.0221(5) Uani 1 1 d . . . . .
H5 H 0.223374 0.696233 0.576745 0.027 Uiso 1 1 calc R U . . .
C6 C 0.27470(12) 0.27821(18) 0.63996(10) 0.0126(4) Uani 1 1 d . . . . .
H6 H 0.273672 0.234102 0.680658 0.015 Uiso 1 1 calc R U . . .
C7 C 0.21673(13) 0.26643(19) 0.57224(11) 0.0164(4) Uani 1 1 d . . . . .
H7 H 0.170131 0.212555 0.560079 0.020 Uiso 1 1 calc R U . . .
C8 C 0.24043(13) 0.3488(2) 0.52608(11) 0.0165(4) Uani 1 1 d . . . . .
H8 H 0.212900 0.358694 0.477832 0.020 Uiso 1 1 calc R U . . .
C9 C 0.31291(12) 0.4141(2) 0.56502(11) 0.0144(4) Uani 1 1 d . . . . .
H9 H 0.341550 0.476303 0.547620 0.017 Uiso 1 1 calc R U . . .
C10 C 0.33444(11) 0.36880(18) 0.63488(10) 0.0116(4) Uani 1 1 d . . . . .
N11 N 0.40911(10) 0.40344(16) 0.68734(9) 0.0121(3) Uani 1 1 d . . . . .
C12 C 0.48344(12) 0.39331(19) 0.67329(11) 0.0137(4) Uani 1 1 d . . . . .
C13 C 0.48735(13) 0.3114(2) 0.61335(11) 0.0179(4) Uani 1 1 d . . . . .
H13A H 0.480732 0.363361 0.571905 0.027 Uiso 1 1 calc R U . . .
H13B H 0.443099 0.248988 0.603913 0.027 Uiso 1 1 calc R U . . .
H13C H 0.540745 0.268654 0.625270 0.027 Uiso 1 1 calc R U . . .
O14 O 0.54549(9) 0.44545(14) 0.70978(8) 0.0183(3) Uani 1 1 d . . . . .
Fe2 Fe 0.47592(2) 0.43750(3) 0.85173(2) 0.01287(8) Uani 1 1 d . . . . .
C21 C 0.52154(15) 0.2633(2) 0.88750(13) 0.0263(5) Uani 1 1 d . . . . .
H21 H 0.493723 0.185465 0.875474 0.032 Uiso 1 1 calc R U . . .
C22 C 0.51902(16) 0.3415(3) 0.94363(13) 0.0329(6) Uani 1 1 d . . . . .
H22 H 0.489294 0.325349 0.975828 0.040 Uiso 1 1 calc R U . . .
C23 C 0.56877(17) 0.4483(3) 0.94330(13) 0.0342(6) Uani 1 1 d . . . . .
H23 H 0.578263 0.516099 0.975319 0.041 Uiso 1 1 calc R U . . .
C24 C 0.60190(14) 0.4360(2) 0.88656(13) 0.0247(5) Uani 1 1 d . . . . .
H24 H 0.637183 0.494063 0.873834 0.030 Uiso 1 1 calc R U . . .
C25 C 0.57263(13) 0.3210(2) 0.85243(12) 0.0207(4) Uani 1 1 d . . . . .
H25 H 0.585197 0.288473 0.812882 0.025 Uiso 1 1 calc R U . . .
C26 C 0.44163(13) 0.57810(19) 0.77885(11) 0.0151(4) Uani 1 1 d . . . . .
H26 H 0.477588 0.628156 0.761833 0.018 Uiso 1 1 calc R U . . .
C27 C 0.41435(13) 0.6052(2) 0.83772(11) 0.0182(4) Uani 1 1 d . . . . .
H27 H 0.428643 0.677154 0.866613 0.022 Uiso 1 1 calc R U . . .
C28 C 0.36200(13) 0.5058(2) 0.84574(11) 0.0187(4) Uani 1 1 d . . . . .
H28 H 0.335531 0.499975 0.880990 0.022 Uiso 1 1 calc R U . . .
C29 C 0.35615(12) 0.4162(2) 0.79163(11) 0.0158(4) Uani 1 1 d . . . . .
H29 H 0.325455 0.340403 0.784585 0.019 Uiso 1 1 calc R U . . .
C30 C 0.40494(12) 0.46180(18) 0.75011(10) 0.0121(4) Uani 1 1 d . . . . .
Fe11 Fe 0.37899(2) 0.90859(3) 0.56152(2) 0.01139(8) Uani 1 1 d . . . . .
C51 C 0.34443(14) 0.8184(2) 0.46755(11) 0.0234(5) Uani 1 1 d . . . . .
H51 H 0.349008 0.731028 0.460449 0.028 Uiso 1 1 calc R U . . .
C52 C 0.40487(15) 0.9101(3) 0.46880(12) 0.0271(5) Uani 1 1 d . . . . .
H52 H 0.457236 0.894856 0.462587 0.032 Uiso 1 1 calc R U . . .
C53 C 0.37413(16) 1.0278(2) 0.48086(12) 0.0275(5) Uani 1 1 d . . . . .
H53 H 0.402307 1.105558 0.484233 0.033 Uiso 1 1 calc R U . . .
C54 C 0.29432(15) 1.0106(2) 0.48707(12) 0.0257(5) Uani 1 1 d . . . . .
H54 H 0.259395 1.074425 0.495293 0.031 Uiso 1 1 calc R U . . .
C55 C 0.27571(14) 0.8803(2) 0.47877(12) 0.0233(5) Uani 1 1 d . . . . .
H55 H 0.226039 0.841611 0.480449 0.028 Uiso 1 1 calc R U . . .
C56 C 0.47436(12) 0.95907(19) 0.64562(10) 0.0133(4) Uani 1 1 d . . . . .
H56 H 0.517867 1.013640 0.643968 0.016 Uiso 1 1 calc R U . . .
C57 C 0.39807(13) 0.9956(2) 0.65527(10) 0.0163(4) Uani 1 1 d . . . . .
H57 H 0.382274 1.078695 0.662602 0.020 Uiso 1 1 calc R U . . .
C58 C 0.34955(13) 0.8855(2) 0.65199(11) 0.0176(4) Uani 1 1 d . . . . .
H58 H 0.295482 0.882701 0.656287 0.021 Uiso 1 1 calc R U . . .
C59 C 0.39613(12) 0.78009(19) 0.64113(10) 0.0143(4) Uani 1 1 d . . . . .
H59 H 0.378401 0.695203 0.636316 0.017 Uiso 1 1 calc R U . . .
C60 C 0.47387(12) 0.82560(18) 0.63886(10) 0.0112(4) Uani 1 1 d . . . . .
N61 N 0.54324(10) 0.75346(15) 0.63617(8) 0.0107(3) Uani 1 1 d . . . . .
C62 C 0.53359(12) 0.65185(18) 0.59184(10) 0.0123(4) Uani 1 1 d . . . . .
C63 C 0.61100(13) 0.5879(2) 0.58768(11) 0.0164(4) Uani 1 1 d . . . . .
H63A H 0.635271 0.539838 0.630380 0.025 Uiso 1 1 calc R U . . .
H63B H 0.650475 0.651154 0.582387 0.025 Uiso 1 1 calc R U . . .
H63C H 0.597579 0.531175 0.547584 0.025 Uiso 1 1 calc R U . . .
O64 O 0.46536(9) 0.61756(14) 0.55605(8) 0.0176(3) Uani 1 1 d . . . . .
Fe12 Fe 0.65113(2) 0.85967(3) 0.78321(2) 0.01172(8) Uani 1 1 d . . . . .
C71 C 0.58351(14) 1.0104(2) 0.79914(11) 0.0202(4) Uani 1 1 d . . . . .
H71 H 0.558074 1.072701 0.765962 0.024 Uiso 1 1 calc R U . . .
C72 C 0.54677(14) 0.8964(2) 0.81065(12) 0.0206(5) Uani 1 1 d . . . . .
H72 H 0.492723 0.868696 0.786391 0.025 Uiso 1 1 calc R U . . .
C73 C 0.60515(15) 0.8309(2) 0.86491(12) 0.0242(5) Uani 1 1 d . . . . .
H73 H 0.596952 0.751763 0.883494 0.029 Uiso 1 1 calc R U . . .
C74 C 0.67820(15) 0.9048(2) 0.88653(12) 0.0243(5) Uani 1 1 d . . . . .
H74 H 0.727252 0.883671 0.922090 0.029 Uiso 1 1 calc R U . . .
C75 C 0.66484(14) 1.0156(2) 0.84567(12) 0.0234(5) Uani 1 1 d . . . . .
H75 H 0.703372 1.081515 0.848851 0.028 Uiso 1 1 calc R U . . .
C76 C 0.66021(12) 0.68839(19) 0.74150(10) 0.0132(4) Uani 1 1 d . . . . .
H76 H 0.636773 0.613097 0.752262 0.016 Uiso 1 1 calc R U . . .
C77 C 0.74040(12) 0.7358(2) 0.77632(11) 0.0175(4) Uani 1 1 d . . . . .
H77 H 0.780363 0.696629 0.813947 0.021 Uiso 1 1 calc R U . . .
C78 C 0.75011(13) 0.8517(2) 0.74492(12) 0.0197(4) Uani 1 1 d . . . . .
H78 H 0.797534 0.903851 0.758452 0.024 Uiso 1 1 calc R U . . .
C79 C 0.67698(13) 0.8768(2) 0.68986(11) 0.0161(4) Uani 1 1 d . . . . .
H79 H 0.666870 0.948041 0.660198 0.019 Uiso 1 1 calc R U . . .
C80 C 0.62159(11) 0.77516(18) 0.68740(10) 0.0111(4) 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
Fe1 C9 2.033(2) . ?
Fe1 C7 2.044(2) . ?
Fe1 C8 2.044(2) . ?
Fe1 C4 2.045(2) . ?
Fe1 C3 2.047(2) . ?
Fe1 C2 2.048(2) . ?
Fe1 C10 2.0483(19) . ?
Fe1 C1 2.048(2) . ?
Fe1 C5 2.049(2) . ?
Fe1 C6 2.056(2) . ?
C1 C5 1.419(3) . ?
C1 C2 1.423(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.422(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.428(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.425(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C10 1.428(3) . ?
C6 C7 1.430(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.423(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.429(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.428(3) . ?
C9 H9 0.9500 . ?
C10 N11 1.436(2) . ?
N11 C12 1.380(2) . ?
N11 C30 1.430(2) . ?
C12 O14 1.224(3) . ?
C12 C13 1.508(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
Fe2 C28 2.040(2) . ?
Fe2 C23 2.041(2) . ?
Fe2 C24 2.046(2) . ?
Fe2 C29 2.047(2) . ?
Fe2 C27 2.049(2) . ?
Fe2 C22 2.050(2) . ?
Fe2 C26 2.057(2) . ?
Fe2 C30 2.0580(19) . ?
Fe2 C25 2.059(2) . ?
Fe2 C21 2.059(2) . ?
C21 C25 1.415(3) . ?
C21 C22 1.416(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.421(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.424(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.421(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.426(3) . ?
C26 C30 1.431(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.425(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.430(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.429(3) . ?
C29 H29 0.9500 . ?
Fe11 C56 2.036(2) . ?
Fe11 C57 2.041(2) . ?
Fe11 C52 2.043(2) . ?
Fe11 C58 2.044(2) . ?
Fe11 C53 2.045(2) . ?
Fe11 C51 2.046(2) . ?
Fe11 C55 2.050(2) . ?
Fe11 C54 2.053(2) . ?
Fe11 C59 2.063(2) . ?
Fe11 C60 2.0761(19) . ?
C51 C52 1.413(4) . ?
C51 C55 1.418(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.409(4) . ?
C52 H52 0.9500 . ?
C53 C54 1.412(4) . ?
C53 H53 0.9500 . ?
C54 C55 1.425(3) . ?
C54 H54 0.9500 . ?
C55 H55 0.9500 . ?
C56 C57 1.423(3) . ?
C56 C60 1.430(3) . ?
C56 H56 0.9500 . ?
C57 C58 1.425(3) . ?
C57 H57 0.9500 . ?
C58 C59 1.430(3) . ?
C58 H58 0.9500 . ?
C59 C60 1.423(3) . ?
C59 H59 0.9500 . ?
C60 N61 1.423(2) . ?
N61 C62 1.382(2) . ?
N61 C80 1.439(2) . ?
C62 O64 1.225(2) . ?
C62 C63 1.508(3) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
Fe12 C76 2.036(2) . ?
Fe12 C73 2.046(2) . ?
Fe12 C77 2.049(2) . ?
Fe12 C72 2.049(2) . ?
Fe12 C74 2.050(2) . ?
Fe12 C80 2.0517(19) . ?
Fe12 C78 2.053(2) . ?
Fe12 C75 2.056(2) . ?
Fe12 C71 2.057(2) . ?
Fe12 C79 2.064(2) . ?
C71 C72 1.418(3) . ?
C71 C75 1.421(3) . ?
C71 H71 0.9500 . ?
C72 C73 1.421(3) . ?
C72 H72 0.9500 . ?
C73 C74 1.426(4) . ?
C73 H73 0.9500 . ?
C74 C75 1.419(3) . ?
C74 H74 0.9500 . ?
C75 H75 0.9500 . ?
C76 C77 1.427(3) . ?
C76 C80 1.431(3) . ?
C76 H76 0.9500 . ?
C77 C78 1.421(3) . ?
C77 H77 0.9500 . ?
C78 C79 1.422(3) . ?
C78 H78 0.9500 . ?
C79 C80 1.428(3) . ?
C79 H79 0.9500 . ?

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
C9 Fe1 C7 68.93(8) . . ?
C9 Fe1 C8 41.03(8) . . ?
C7 Fe1 C8 40.73(8) . . ?
C9 Fe1 C4 121.26(9) . . ?
C7 Fe1 C4 119.37(9) . . ?
C8 Fe1 C4 104.25(9) . . ?
C9 Fe1 C3 157.53(9) . . ?
C7 Fe1 C3 105.82(9) . . ?
C8 Fe1 C3 120.90(9) . . ?
C4 Fe1 C3 40.85(9) . . ?
C9 Fe1 C2 159.95(9) . . ?
C7 Fe1 C2 123.85(9) . . ?
C8 Fe1 C2 158.55(9) . . ?
C4 Fe1 C2 68.49(9) . . ?
C3 Fe1 C2 40.63(10) . . ?
C9 Fe1 C10 40.96(8) . . ?
C7 Fe1 C10 68.33(8) . . ?
C8 Fe1 C10 68.52(8) . . ?
C4 Fe1 C10 159.62(9) . . ?
C3 Fe1 C10 159.22(9) . . ?
C2 Fe1 C10 124.92(9) . . ?
C9 Fe1 C1 123.05(9) . . ?
C7 Fe1 C1 161.59(9) . . ?
C8 Fe1 C1 157.34(10) . . ?
C4 Fe1 C1 68.54(10) . . ?
C3 Fe1 C1 68.49(10) . . ?
C2 Fe1 C1 40.65(10) . . ?
C10 Fe1 C1 110.43(9) . . ?
C9 Fe1 C5 106.79(9) . . ?
C7 Fe1 C5 155.47(9) . . ?
C8 Fe1 C5 120.23(9) . . ?
C4 Fe1 C5 40.74(9) . . ?
C3 Fe1 C5 68.45(9) . . ?
C2 Fe1 C5 68.22(9) . . ?
C10 Fe1 C5 125.16(9) . . ?
C1 Fe1 C5 40.52(10) . . ?
C9 Fe1 C6 69.19(8) . . ?
C7 Fe1 C6 40.81(8) . . ?
C8 Fe1 C6 68.81(8) . . ?
C4 Fe1 C6 156.30(9) . . ?
C3 Fe1 C6 121.95(9) . . ?
C2 Fe1 C6 109.30(9) . . ?
C10 Fe1 C6 40.72(8) . . ?
C1 Fe1 C6 126.18(9) . . ?
C5 Fe1 C6 162.25(9) . . ?
C5 C1 C2 107.9(2) . . ?
C5 C1 Fe1 69.76(13) . . ?
C2 C1 Fe1 69.68(13) . . ?
C5 C1 H1 126.0 . . ?
C2 C1 H1 126.0 . . ?
Fe1 C1 H1 126.1 . . ?
C3 C2 C1 108.2(2) . . ?
C3 C2 Fe1 69.64(13) . . ?
C1 C2 Fe1 69.68(12) . . ?
C3 C2 H2 125.9 . . ?
C1 C2 H2 125.9 . . ?
Fe1 C2 H2 126.4 . . ?
C2 C3 C4 107.9(2) . . ?
C2 C3 Fe1 69.73(13) . . ?
C4 C3 Fe1 69.52(12) . . ?
C2 C3 H3 126.1 . . ?
C4 C3 H3 126.1 . . ?
Fe1 C3 H3 126.3 . . ?
C5 C4 C3 107.7(2) . . ?
C5 C4 Fe1 69.76(12) . . ?
C3 C4 Fe1 69.63(12) . . ?
C5 C4 H4 126.2 . . ?
C3 C4 H4 126.2 . . ?
Fe1 C4 H4 126.0 . . ?
C1 C5 C4 108.3(2) . . ?
C1 C5 Fe1 69.72(13) . . ?
C4 C5 Fe1 69.50(13) . . ?
C1 C5 H5 125.9 . . ?
C4 C5 H5 125.9 . . ?
Fe1 C5 H5 126.5 . . ?
C10 C6 C7 107.07(17) . . ?
C10 C6 Fe1 69.34(11) . . ?
C7 C6 Fe1 69.13(11) . . ?
C10 C6 H6 126.5 . . ?
C7 C6 H6 126.5 . . ?
Fe1 C6 H6 126.6 . . ?
C8 C7 C6 108.65(18) . . ?
C8 C7 Fe1 69.64(12) . . ?
C6 C7 Fe1 70.06(11) . . ?
C8 C7 H7 125.7 . . ?
C6 C7 H7 125.7 . . ?
Fe1 C7 H7 126.2 . . ?
C7 C8 C9 108.01(18) . . ?
C7 C8 Fe1 69.63(12) . . ?
C9 C8 Fe1 69.07(11) . . ?
C7 C8 H8 126.0 . . ?
C9 C8 H8 126.0 . . ?
Fe1 C8 H8 126.9 . . ?
C10 C9 C8 107.49(18) . . ?
C10 C9 Fe1 70.09(11) . . ?
C8 C9 Fe1 69.91(11) . . ?
C10 C9 H9 126.3 . . ?
C8 C9 H9 126.3 . . ?
Fe1 C9 H9 125.3 . . ?
C6 C10 C9 108.76(17) . . ?
C6 C10 N11 127.81(18) . . ?
C9 C10 N11 123.18(17) . . ?
C6 C10 Fe1 69.94(11) . . ?
C9 C10 Fe1 68.95(11) . . ?
N11 C10 Fe1 131.53(14) . . ?
C12 N11 C30 120.43(16) . . ?
C12 N11 C10 119.46(16) . . ?
C30 N11 C10 119.69(16) . . ?
O14 C12 N11 121.30(19) . . ?
O14 C12 C13 120.46(18) . . ?
N11 C12 C13 118.19(18) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C28 Fe2 C23 119.85(10) . . ?
C28 Fe2 C24 154.47(9) . . ?
C23 Fe2 C24 40.78(11) . . ?
C28 Fe2 C29 40.96(8) . . ?
C23 Fe2 C29 154.76(11) . . ?
C24 Fe2 C29 163.11(10) . . ?
C28 Fe2 C27 40.78(9) . . ?
C23 Fe2 C27 107.49(10) . . ?
C24 Fe2 C27 119.61(9) . . ?
C29 Fe2 C27 68.78(9) . . ?
C28 Fe2 C22 107.96(10) . . ?
C23 Fe2 C22 40.64(12) . . ?
C24 Fe2 C22 68.38(11) . . ?
C29 Fe2 C22 120.15(10) . . ?
C27 Fe2 C22 126.19(10) . . ?
C28 Fe2 C26 68.67(9) . . ?
C23 Fe2 C26 125.53(11) . . ?
C24 Fe2 C26 107.14(9) . . ?
C29 Fe2 C26 68.86(8) . . ?
C27 Fe2 C26 40.66(8) . . ?
C22 Fe2 C26 163.18(10) . . ?
C28 Fe2 C30 68.42(8) . . ?
C23 Fe2 C30 163.06(11) . . ?
C24 Fe2 C30 125.77(9) . . ?
C29 Fe2 C30 40.72(8) . . ?
C27 Fe2 C30 68.26(8) . . ?
C22 Fe2 C30 154.96(10) . . ?
C26 Fe2 C30 40.69(8) . . ?
C28 Fe2 C25 163.57(9) . . ?
C23 Fe2 C25 68.12(10) . . ?
C24 Fe2 C25 40.51(9) . . ?
C29 Fe2 C25 126.09(9) . . ?
C27 Fe2 C25 154.48(9) . . ?
C22 Fe2 C25 67.86(10) . . ?
C26 Fe2 C25 120.01(9) . . ?
C30 Fe2 C25 108.21(9) . . ?
C28 Fe2 C21 126.49(10) . . ?
C23 Fe2 C21 68.04(11) . . ?
C24 Fe2 C21 68.06(10) . . ?
C29 Fe2 C21 108.12(10) . . ?
C27 Fe2 C21 163.64(10) . . ?
C22 Fe2 C21 40.32(11) . . ?
C26 Fe2 C21 154.73(9) . . ?
C30 Fe2 C21 120.61(9) . . ?
C25 Fe2 C21 40.19(9) . . ?
C25 C21 C22 108.2(2) . . ?
C25 C21 Fe2 69.89(13) . . ?
C22 C21 Fe2 69.48(14) . . ?
C25 C21 H21 125.9 . . ?
C22 C21 H21 125.9 . . ?
Fe2 C21 H21 126.3 . . ?
C21 C22 C23 107.9(2) . . ?
C21 C22 Fe2 70.20(14) . . ?
C23 C22 Fe2 69.36(14) . . ?
C21 C22 H22 126.0 . . ?
C23 C22 H22 126.0 . . ?
Fe2 C22 H22 126.0 . . ?
C22 C23 C24 108.0(2) . . ?
C22 C23 Fe2 70.00(14) . . ?
C24 C23 Fe2 69.79(14) . . ?
C22 C23 H23 126.0 . . ?
C24 C23 H23 126.0 . . ?
Fe2 C23 H23 125.8 . . ?
C25 C24 C23 107.6(2) . . ?
C25 C24 Fe2 70.23(13) . . ?
C23 C24 Fe2 69.43(14) . . ?
C25 C24 H24 126.2 . . ?
C23 C24 H24 126.2 . . ?
Fe2 C24 H24 125.7 . . ?
C21 C25 C24 108.2(2) . . ?
C21 C25 Fe2 69.92(13) . . ?
C24 C25 Fe2 69.26(13) . . ?
C21 C25 H25 125.9 . . ?
C24 C25 H25 125.9 . . ?
Fe2 C25 H25 126.5 . . ?
C27 C26 C30 107.51(18) . . ?
C27 C26 Fe2 69.37(12) . . ?
C30 C26 Fe2 69.69(11) . . ?
C27 C26 H26 126.2 . . ?
C30 C26 H26 126.2 . . ?
Fe2 C26 H26 126.3 . . ?
C28 C27 C26 108.29(19) . . ?
C28 C27 Fe2 69.27(12) . . ?
C26 C27 Fe2 69.98(12) . . ?
C28 C27 H27 125.9 . . ?
C26 C27 H27 125.9 . . ?
Fe2 C27 H27 126.5 . . ?
C27 C28 C29 108.28(19) . . ?
C27 C28 Fe2 69.95(12) . . ?
C29 C28 Fe2 69.80(12) . . ?
C27 C28 H28 125.9 . . ?
C29 C28 H28 125.9 . . ?
Fe2 C28 H28 126.0 . . ?
C30 C29 C28 107.40(18) . . ?
C30 C29 Fe2 70.03(11) . . ?
C28 C29 Fe2 69.24(12) . . ?
C30 C29 H29 126.3 . . ?
C28 C29 H29 126.3 . . ?
Fe2 C29 H29 126.0 . . ?
C29 C30 N11 124.13(18) . . ?
C29 C30 C26 108.52(18) . . ?
N11 C30 C26 127.16(18) . . ?
C29 C30 Fe2 69.24(12) . . ?
N11 C30 Fe2 130.92(14) . . ?
C26 C30 Fe2 69.62(11) . . ?
C56 Fe11 C57 40.86(8) . . ?
C56 Fe11 C52 114.98(9) . . ?
C57 Fe11 C52 145.50(10) . . ?
C56 Fe11 C58 68.72(9) . . ?
C57 Fe11 C58 40.84(9) . . ?
C52 Fe11 C58 173.30(10) . . ?
C56 Fe11 C53 109.22(9) . . ?
C57 Fe11 C53 114.18(10) . . ?
C52 Fe11 C53 40.32(11) . . ?
C58 Fe11 C53 145.14(10) . . ?
C56 Fe11 C51 146.16(9) . . ?
C57 Fe11 C51 172.59(9) . . ?
C52 Fe11 C51 40.43(10) . . ?
C58 Fe11 C51 133.55(10) . . ?
C53 Fe11 C51 67.98(10) . . ?
C56 Fe11 C55 172.22(9) . . ?
C57 Fe11 C55 132.79(9) . . ?
C52 Fe11 C55 67.96(10) . . ?
C58 Fe11 C55 109.15(10) . . ?
C53 Fe11 C55 67.96(10) . . ?
C51 Fe11 C55 40.51(9) . . ?
C56 Fe11 C54 132.65(9) . . ?
C57 Fe11 C54 108.49(9) . . ?
C52 Fe11 C54 67.94(10) . . ?
C58 Fe11 C54 114.16(10) . . ?
C53 Fe11 C54 40.32(10) . . ?
C51 Fe11 C54 68.21(9) . . ?
C55 Fe11 C54 40.63(10) . . ?
C56 Fe11 C59 68.71(8) . . ?
C57 Fe11 C59 68.69(8) . . ?
C52 Fe11 C59 134.17(10) . . ?
C58 Fe11 C59 40.74(8) . . ?
C53 Fe11 C59 173.38(10) . . ?
C51 Fe11 C59 109.98(9) . . ?
C55 Fe11 C59 114.93(9) . . ?
C54 Fe11 C59 145.59(10) . . ?
C56 Fe11 C60 40.68(8) . . ?
C57 Fe11 C60 68.11(8) . . ?
C52 Fe11 C60 110.93(9) . . ?
C58 Fe11 C60 67.84(8) . . ?
C53 Fe11 C60 134.31(9) . . ?
C51 Fe11 C60 115.94(8) . . ?
C55 Fe11 C60 146.29(9) . . ?
C54 Fe11 C60 172.74(9) . . ?
C59 Fe11 C60 40.20(8) . . ?
C52 C51 C55 107.8(2) . . ?
C52 C51 Fe11 69.68(13) . . ?
C55 C51 Fe11 69.90(13) . . ?
C52 C51 H51 126.1 . . ?
C55 C51 H51 126.1 . . ?
Fe11 C51 H51 125.9 . . ?
C53 C52 C51 108.3(2) . . ?
C53 C52 Fe11 69.92(14) . . ?
C51 C52 Fe11 69.89(13) . . ?
C53 C52 H52 125.9 . . ?
C51 C52 H52 125.9 . . ?
Fe11 C52 H52 125.9 . . ?
C52 C53 C54 108.4(2) . . ?
C52 C53 Fe11 69.76(14) . . ?
C54 C53 Fe11 70.13(13) . . ?
C52 C53 H53 125.8 . . ?
C54 C53 H53 125.8 . . ?
Fe11 C53 H53 125.9 . . ?
C53 C54 C55 107.6(2) . . ?
C53 C54 Fe11 69.55(13) . . ?
C55 C54 Fe11 69.58(13) . . ?
C53 C54 H54 126.2 . . ?
C55 C54 H54 126.2 . . ?
Fe11 C54 H54 126.2 . . ?
C51 C55 C54 107.9(2) . . ?
C51 C55 Fe11 69.59(12) . . ?
C54 C55 Fe11 69.79(12) . . ?
C51 C55 H55 126.0 . . ?
C54 C55 H55 126.0 . . ?
Fe11 C55 H55 126.1 . . ?
C57 C56 C60 107.83(18) . . ?
C57 C56 Fe11 69.76(11) . . ?
C60 C56 Fe11 71.16(11) . . ?
C57 C56 H56 126.1 . . ?
C60 C56 H56 126.1 . . ?
Fe11 C56 H56 124.6 . . ?
C56 C57 C58 107.88(18) . . ?
C56 C57 Fe11 69.38(11) . . ?
C58 C57 Fe11 69.70(12) . . ?
C56 C57 H57 126.1 . . ?
C58 C57 H57 126.1 . . ?
Fe11 C57 H57 126.4 . . ?
C57 C58 C59 108.38(18) . . ?
C57 C58 Fe11 69.47(12) . . ?
C59 C58 Fe11 70.32(12) . . ?
C57 C58 H58 125.8 . . ?
C59 C58 H58 125.8 . . ?
Fe11 C58 H58 126.0 . . ?
C60 C59 C58 107.44(18) . . ?
C60 C59 Fe11 70.40(11) . . ?
C58 C59 Fe11 68.94(12) . . ?
C60 C59 H59 126.3 . . ?
C58 C59 H59 126.3 . . ?
Fe11 C59 H59 126.0 . . ?
C59 C60 N61 127.33(18) . . ?
C59 C60 C56 108.40(17) . . ?
N61 C60 C56 124.09(17) . . ?
C59 C60 Fe11 69.40(11) . . ?
N61 C60 Fe11 131.99(13) . . ?
C56 C60 Fe11 68.17(11) . . ?
C62 N61 C60 120.59(16) . . ?
C62 N61 C80 119.64(16) . . ?
C60 N61 C80 119.09(15) . . ?
O64 C62 N61 121.51(18) . . ?
O64 C62 C63 121.47(18) . . ?
N61 C62 C63 116.98(17) . . ?
C62 C63 H63A 109.5 . . ?
C62 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C62 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C76 Fe12 C73 106.96(9) . . ?
C76 Fe12 C77 40.89(8) . . ?
C73 Fe12 C77 115.31(9) . . ?
C76 Fe12 C72 117.50(9) . . ?
C73 Fe12 C72 40.61(9) . . ?
C77 Fe12 C72 149.46(10) . . ?
C76 Fe12 C74 127.46(9) . . ?
C73 Fe12 C74 40.74(10) . . ?
C77 Fe12 C74 105.95(9) . . ?
C72 Fe12 C74 68.32(9) . . ?
C76 Fe12 C80 40.98(8) . . ?
C73 Fe12 C80 130.23(9) . . ?
C77 Fe12 C80 68.32(8) . . ?
C72 Fe12 C80 110.47(8) . . ?
C74 Fe12 C80 167.34(9) . . ?
C76 Fe12 C78 68.65(9) . . ?
C73 Fe12 C78 148.23(9) . . ?
C77 Fe12 C78 40.54(9) . . ?
C72 Fe12 C78 169.59(10) . . ?
C74 Fe12 C78 115.53(9) . . ?
C80 Fe12 C78 68.03(8) . . ?
C76 Fe12 C75 165.84(9) . . ?
C73 Fe12 C75 68.28(10) . . ?
C77 Fe12 C75 127.77(9) . . ?
C72 Fe12 C75 68.23(9) . . ?
C74 Fe12 C75 40.43(10) . . ?
C80 Fe12 C75 151.88(9) . . ?
C78 Fe12 C75 107.92(10) . . ?
C76 Fe12 C71 151.72(8) . . ?
C73 Fe12 C71 68.00(9) . . ?
C77 Fe12 C71 167.17(9) . . ?
C72 Fe12 C71 40.39(10) . . ?
C74 Fe12 C71 67.91(9) . . ?
C80 Fe12 C71 119.95(8) . . ?
C78 Fe12 C71 130.59(10) . . ?
C75 Fe12 C71 40.42(8) . . ?
C76 Fe12 C79 68.91(8) . . ?
C73 Fe12 C79 169.57(9) . . ?
C77 Fe12 C79 68.33(9) . . ?
C72 Fe12 C79 131.86(9) . . ?
C74 Fe12 C79 149.32(10) . . ?
C80 Fe12 C79 40.59(8) . . ?
C78 Fe12 C79 40.42(8) . . ?
C75 Fe12 C79 118.03(10) . . ?
C71 Fe12 C79 110.78(9) . . ?
C72 C71 C75 108.4(2) . . ?
C72 C71 Fe12 69.50(12) . . ?
C75 C71 Fe12 69.76(12) . . ?
C72 C71 H71 125.8 . . ?
C75 C71 H71 125.8 . . ?
Fe12 C71 H71 126.5 . . ?
C71 C72 C73 107.9(2) . . ?
C71 C72 Fe12 70.11(13) . . ?
C73 C72 Fe12 69.58(13) . . ?
C71 C72 H72 126.1 . . ?
C73 C72 H72 126.1 . . ?
Fe12 C72 H72 125.8 . . ?
C72 C73 C74 107.9(2) . . ?
C72 C73 Fe12 69.81(13) . . ?
C74 C73 Fe12 69.77(13) . . ?
C72 C73 H73 126.1 . . ?
C74 C73 H73 126.1 . . ?
Fe12 C73 H73 125.9 . . ?
C75 C74 C73 108.1(2) . . ?
C75 C74 Fe12 70.03(13) . . ?
C73 C74 Fe12 69.48(13) . . ?
C75 C74 H74 126.0 . . ?
C73 C74 H74 126.0 . . ?
Fe12 C74 H74 126.1 . . ?
C74 C75 C71 107.8(2) . . ?
C74 C75 Fe12 69.54(13) . . ?
C71 C75 Fe12 69.82(12) . . ?
C74 C75 H75 126.1 . . ?
C71 C75 H75 126.1 . . ?
Fe12 C75 H75 126.1 . . ?
C77 C76 C80 107.37(18) . . ?
C77 C76 Fe12 70.05(11) . . ?
C80 C76 Fe12 70.10(11) . . ?
C77 C76 H76 126.3 . . ?
C80 C76 H76 126.3 . . ?
Fe12 C76 H76 125.1 . . ?
C78 C77 C76 108.12(18) . . ?
C78 C77 Fe12 69.89(12) . . ?
C76 C77 Fe12 69.06(11) . . ?
C78 C77 H77 125.9 . . ?
C76 C77 H77 125.9 . . ?
Fe12 C77 H77 126.7 . . ?
C77 C78 C79 108.63(18) . . ?
C77 C78 Fe12 69.57(12) . . ?
C79 C78 Fe12 70.18(12) . . ?
C77 C78 H78 125.7 . . ?
C79 C78 H78 125.7 . . ?
Fe12 C78 H78 126.1 . . ?
C78 C79 C80 107.38(18) . . ?
C78 C79 Fe12 69.40(12) . . ?
C80 C79 Fe12 69.25(11) . . ?
C78 C79 H79 126.3 . . ?
C80 C79 H79 126.3 . . ?
Fe12 C79 H79 126.6 . . ?
C79 C80 C76 108.48(17) . . ?
C79 C80 N61 127.38(18) . . ?
C76 C80 N61 123.89(17) . . ?
C79 C80 Fe12 70.15(11) . . ?
C76 C80 Fe12 68.92(11) . . ?
N61 C80 Fe12 131.19(13) . . ?

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
C5 C1 C2 C3 0.3(2) . . . . ?
Fe1 C1 C2 C3 -59.17(16) . . . . ?
C5 C1 C2 Fe1 59.51(15) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
Fe1 C2 C3 C4 -59.27(15) . . . . ?
C1 C2 C3 Fe1 59.19(15) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
Fe1 C3 C4 C5 -59.62(15) . . . . ?
C2 C3 C4 Fe1 59.40(16) . . . . ?
C2 C1 C5 C4 -0.5(2) . . . . ?
Fe1 C1 C5 C4 58.97(15) . . . . ?
C2 C1 C5 Fe1 -59.46(15) . . . . ?
C3 C4 C5 C1 0.4(2) . . . . ?
Fe1 C4 C5 C1 -59.11(15) . . . . ?
C3 C4 C5 Fe1 59.54(15) . . . . ?
C10 C6 C7 C8 -0.1(2) . . . . ?
Fe1 C6 C7 C8 59.14(14) . . . . ?
C10 C6 C7 Fe1 -59.20(13) . . . . ?
C6 C7 C8 C9 -0.8(2) . . . . ?
Fe1 C7 C8 C9 58.57(14) . . . . ?
C6 C7 C8 Fe1 -59.39(14) . . . . ?
C7 C8 C9 C10 1.4(2) . . . . ?
Fe1 C8 C9 C10 60.30(13) . . . . ?
C7 C8 C9 Fe1 -58.91(14) . . . . ?
C7 C6 C10 C9 0.9(2) . . . . ?
Fe1 C6 C10 C9 -58.13(14) . . . . ?
C7 C6 C10 N11 -173.34(18) . . . . ?
Fe1 C6 C10 N11 127.6(2) . . . . ?
C7 C6 C10 Fe1 59.07(14) . . . . ?
C8 C9 C10 C6 -1.4(2) . . . . ?
Fe1 C9 C10 C6 58.74(13) . . . . ?
C8 C9 C10 N11 173.15(17) . . . . ?
Fe1 C9 C10 N11 -126.66(18) . . . . ?
C8 C9 C10 Fe1 -60.18(14) . . . . ?
C6 C10 N11 C12 123.1(2) . . . . ?
C9 C10 N11 C12 -50.4(3) . . . . ?
Fe1 C10 N11 C12 -140.74(17) . . . . ?
C6 C10 N11 C30 -64.3(3) . . . . ?
C9 C10 N11 C30 122.2(2) . . . . ?
Fe1 C10 N11 C30 31.8(3) . . . . ?
C30 N11 C12 O14 -8.1(3) . . . . ?
C10 N11 C12 O14 164.41(19) . . . . ?
C30 N11 C12 C13 169.29(18) . . . . ?
C10 N11 C12 C13 -18.2(3) . . . . ?
C25 C21 C22 C23 0.0(3) . . . . ?
Fe2 C21 C22 C23 -59.31(17) . . . . ?
C25 C21 C22 Fe2 59.36(16) . . . . ?
C21 C22 C23 C24 0.2(3) . . . . ?
Fe2 C22 C23 C24 -59.68(17) . . . . ?
C21 C22 C23 Fe2 59.84(17) . . . . ?
C22 C23 C24 C25 -0.3(3) . . . . ?
Fe2 C23 C24 C25 -60.11(15) . . . . ?
C22 C23 C24 Fe2 59.81(17) . . . . ?
C22 C21 C25 C24 -0.2(3) . . . . ?
Fe2 C21 C25 C24 58.86(15) . . . . ?
C22 C21 C25 Fe2 -59.10(16) . . . . ?
C23 C24 C25 C21 0.3(3) . . . . ?
Fe2 C24 C25 C21 -59.27(16) . . . . ?
C23 C24 C25 Fe2 59.61(16) . . . . ?
C30 C26 C27 C28 0.6(2) . . . . ?
Fe2 C26 C27 C28 -58.85(15) . . . . ?
C30 C26 C27 Fe2 59.49(14) . . . . ?
C26 C27 C28 C29 -0.2(2) . . . . ?
Fe2 C27 C28 C29 -59.49(15) . . . . ?
C26 C27 C28 Fe2 59.29(15) . . . . ?
C27 C28 C29 C30 -0.3(2) . . . . ?
Fe2 C28 C29 C30 -59.90(14) . . . . ?
C27 C28 C29 Fe2 59.59(15) . . . . ?
C28 C29 C30 N11 -174.50(18) . . . . ?
Fe2 C29 C30 N11 126.10(19) . . . . ?
C28 C29 C30 C26 0.7(2) . . . . ?
Fe2 C29 C30 C26 -58.68(14) . . . . ?
C28 C29 C30 Fe2 59.39(14) . . . . ?
C12 N11 C30 C29 -138.9(2) . . . . ?
C10 N11 C30 C29 48.6(3) . . . . ?
C12 N11 C30 C26 46.8(3) . . . . ?
C10 N11 C30 C26 -125.7(2) . . . . ?
C12 N11 C30 Fe2 -47.7(3) . . . . ?
C10 N11 C30 Fe2 139.78(16) . . . . ?
C27 C26 C30 C29 -0.8(2) . . . . ?
Fe2 C26 C30 C29 58.45(14) . . . . ?
C27 C26 C30 N11 174.19(19) . . . . ?
Fe2 C26 C30 N11 -126.5(2) . . . . ?
C27 C26 C30 Fe2 -59.29(14) . . . . ?
C55 C51 C52 C53 0.1(3) . . . . ?
Fe11 C51 C52 C53 -59.60(16) . . . . ?
C55 C51 C52 Fe11 59.73(16) . . . . ?
C51 C52 C53 C54 -0.1(3) . . . . ?
Fe11 C52 C53 C54 -59.70(16) . . . . ?
C51 C52 C53 Fe11 59.59(16) . . . . ?
C52 C53 C54 C55 0.0(3) . . . . ?
Fe11 C53 C54 C55 -59.42(16) . . . . ?
C52 C53 C54 Fe11 59.47(16) . . . . ?
C52 C51 C55 C54 -0.1(3) . . . . ?
Fe11 C51 C55 C54 59.49(16) . . . . ?
C52 C51 C55 Fe11 -59.60(16) . . . . ?
C53 C54 C55 C51 0.0(3) . . . . ?
Fe11 C54 C55 C51 -59.37(16) . . . . ?
C53 C54 C55 Fe11 59.40(15) . . . . ?
C60 C56 C57 C58 -2.0(2) . . . . ?
Fe11 C56 C57 C58 59.27(14) . . . . ?
C60 C56 C57 Fe11 -61.30(13) . . . . ?
C56 C57 C58 C59 0.7(2) . . . . ?
Fe11 C57 C58 C59 59.77(14) . . . . ?
C56 C57 C58 Fe11 -59.07(14) . . . . ?
C57 C58 C59 C60 0.9(2) . . . . ?
Fe11 C58 C59 C60 60.15(14) . . . . ?
C57 C58 C59 Fe11 -59.24(14) . . . . ?
C58 C59 C60 N61 173.03(18) . . . . ?
Fe11 C59 C60 N61 -127.75(19) . . . . ?
C58 C59 C60 C56 -2.2(2) . . . . ?
Fe11 C59 C60 C56 57.06(13) . . . . ?
C58 C59 C60 Fe11 -59.22(14) . . . . ?
C57 C56 C60 C59 2.6(2) . . . . ?
Fe11 C56 C60 C59 -57.81(14) . . . . ?
C57 C56 C60 N61 -172.78(17) . . . . ?
Fe11 C56 C60 N61 126.81(18) . . . . ?
C57 C56 C60 Fe11 60.41(13) . . . . ?
C59 C60 N61 C62 44.6(3) . . . . ?
C56 C60 N61 C62 -140.87(19) . . . . ?
Fe11 C60 N61 C62 -50.6(3) . . . . ?
C59 C60 N61 C80 -125.9(2) . . . . ?
C56 C60 N61 C80 48.6(3) . . . . ?
Fe11 C60 N61 C80 138.88(17) . . . . ?
C60 N61 C62 O64 -3.2(3) . . . . ?
C80 N61 C62 O64 167.25(18) . . . . ?
C60 N61 C62 C63 174.70(17) . . . . ?
C80 N61 C62 C63 -14.8(3) . . . . ?
C75 C71 C72 C73 0.5(2) . . . . ?
Fe12 C71 C72 C73 59.57(15) . . . . ?
C75 C71 C72 Fe12 -59.09(16) . . . . ?
C71 C72 C73 C74 -0.3(2) . . . . ?
Fe12 C72 C73 C74 59.62(16) . . . . ?
C71 C72 C73 Fe12 -59.90(15) . . . . ?
C72 C73 C74 C75 0.0(3) . . . . ?
Fe12 C73 C74 C75 59.62(16) . . . . ?
C72 C73 C74 Fe12 -59.64(15) . . . . ?
C73 C74 C75 C71 0.3(3) . . . . ?
Fe12 C74 C75 C71 59.59(15) . . . . ?
C73 C74 C75 Fe12 -59.28(16) . . . . ?
C72 C71 C75 C74 -0.5(3) . . . . ?
Fe12 C71 C75 C74 -59.42(16) . . . . ?
C72 C71 C75 Fe12 58.93(15) . . . . ?
C80 C76 C77 C78 1.3(2) . . . . ?
Fe12 C76 C77 C78 -59.17(15) . . . . ?
C80 C76 C77 Fe12 60.47(13) . . . . ?
C76 C77 C78 C79 -0.9(2) . . . . ?
Fe12 C77 C78 C79 -59.51(15) . . . . ?
C76 C77 C78 Fe12 58.65(14) . . . . ?
C77 C78 C79 C80 0.1(2) . . . . ?
Fe12 C78 C79 C80 -59.06(14) . . . . ?
C77 C78 C79 Fe12 59.13(15) . . . . ?
C78 C79 C80 C76 0.7(2) . . . . ?
Fe12 C79 C80 C76 -58.41(13) . . . . ?
C78 C79 C80 N61 -173.60(18) . . . . ?
Fe12 C79 C80 N61 127.25(19) . . . . ?
C78 C79 C80 Fe12 59.15(14) . . . . ?
C77 C76 C80 C79 -1.3(2) . . . . ?
Fe12 C76 C80 C79 59.17(14) . . . . ?
C77 C76 C80 N61 173.32(17) . . . . ?
Fe12 C76 C80 N61 -126.24(18) . . . . ?
C77 C76 C80 Fe12 -60.43(14) . . . . ?
C62 N61 C80 C79 112.7(2) . . . . ?
C60 N61 C80 C79 -76.6(3) . . . . ?
C62 N61 C80 C76 -60.8(3) . . . . ?
C60 N61 C80 C76 109.8(2) . . . . ?
C62 N61 C80 Fe12 -151.47(16) . . . . ?
C60 N61 C80 Fe12 19.2(3) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_WE9522
_database_code_depnum_ccdc_archive 'CCDC 2014649'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 06 juillet 2020                                          #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H19 Fe N O2'
_chemical_formula_sum            'C19 H19 Fe N O2'
_chemical_formula_weight         349.20
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_space_group_IT_number           4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.9424(5)
_cell_length_b                   9.3918(6)
_cell_length_c                   18.8587(12)
_cell_angle_alpha                90
_cell_angle_beta                 94.385(2)
_cell_angle_gamma                90
_cell_volume                     1579.22(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9876
_cell_measurement_theta_min      2.4240
_cell_measurement_theta_max      27.5023
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0318970
_diffrn_orient_matrix_UB_21      -0.0258682
_diffrn_orient_matrix_UB_31      -0.1043652
_diffrn_orient_matrix_UB_12      0.0954201
_diffrn_orient_matrix_UB_22      0.0299057
_diffrn_orient_matrix_UB_32      -0.0365756
_diffrn_orient_matrix_UB_13      0.0169036
_diffrn_orient_matrix_UB_23      -0.0503378
_diffrn_orient_matrix_UB_33      0.0029406


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

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             728
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_T_max  0.944

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        3                                        #
# Total number of frames [*] :      259                                        #
# Total length of scans  [*] :   259.00 (deg.)                                 #
# Rotation speed         [*] :    20.00 sec./deg.                              #
# Total exposition time  [*] :      1 h  26.3 min.                             #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi      20.0   1.00     34.0     200   0.27 270.94  12.00  23.00 150.00  #
#  2 Omega    20.0   1.00     34.0      59   0.63   0.33 277.32 302.13 150.00  #
#  3 Fast      2.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0694
_diffrn_reflns_av_r_equivalents  0.0583
_diffrn_reflns_number            16606
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.284
_diffrn_reflns_theta_max         27.519
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             6715
_reflns_number_gt                6266
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_max     0.841
_reflns_Friedel_fraction_full    0.866

_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.
;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0789P)²+13.5877P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6715
_refine_ls_number_parameters     419
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0804
_refine_ls_wR_factor_ref         0.2027
_refine_ls_wR_factor_gt          0.1996
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.459
_refine_diff_density_min         -0.879
_refine_diff_density_rms         0.126
_refine_ls_abs_structure_details 
;
Flack x determined using 2351 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(4)

#------------------------------------------------------------------------------#
#               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 0.0033 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.8644(12) 0.2855(11) 0.8581(5) 0.023(2) Uani 1 1 d . . . . .
H1 H 0.817810 0.206820 0.879184 0.027 Uiso 1 1 calc R U . . .
C2 C 0.7938(11) 0.3823(13) 0.8095(5) 0.025(2) Uani 1 1 d . . . . .
H2 H 0.691641 0.379440 0.791590 0.029 Uiso 1 1 calc R U . . .
C3 C 0.9012(12) 0.4852(15) 0.7918(5) 0.027(2) Uani 1 1 d . . . . .
H3 H 0.882861 0.563948 0.760754 0.032 Uiso 1 1 calc R U . . .
C4 C 1.0410(10) 0.4501(10) 0.8286(5) 0.0193(19) Uani 1 1 d . . . . .
H4 H 1.132718 0.500079 0.825998 0.023 Uiso 1 1 calc R U . . .
C5 C 1.0186(11) 0.3258(12) 0.8703(5) 0.020(2) Uani 1 1 d . . . . .
H5 H 1.092531 0.278588 0.900630 0.024 Uiso 1 1 calc R U . . .
C6 C 0.8358(10) 0.6901(10) 0.9296(5) 0.0152(18) Uani 1 1 d . . . . .
H6 H 0.825331 0.771991 0.900064 0.018 Uiso 1 1 calc R U . . .
C7 C 0.9709(10) 0.6391(10) 0.9660(5) 0.0158(18) Uani 1 1 d . . . . .
H7 H 1.067235 0.681175 0.964633 0.019 Uiso 1 1 calc R U . . .
C8 C 0.9372(10) 0.5145(10) 1.0049(4) 0.0148(19) Uani 1 1 d . . . . .
H8 H 1.006689 0.460275 1.034479 0.018 Uiso 1 1 calc R U . . .
C9 C 0.7811(9) 0.4852(13) 0.9918(4) 0.0161(16) Uani 1 1 d . . . . .
H9 H 0.728195 0.407371 1.010086 0.019 Uiso 1 1 calc R U . . .
C10 C 0.7191(9) 0.5943(9) 0.9462(4) 0.0091(15) Uani 1 1 d . . . . .
N11 N 0.5644(8) 0.6121(9) 0.9229(4) 0.0148(15) Uani 1 1 d . . . . .
C12 C 0.5233(11) 0.6246(13) 0.8462(5) 0.024(2) Uani 1 1 d . . . . .
H12A H 0.478090 0.535167 0.828423 0.035 Uiso 1 1 calc R U . . .
H12B H 0.613303 0.644603 0.821320 0.035 Uiso 1 1 calc R U . . .
H12C H 0.451113 0.702378 0.837646 0.035 Uiso 1 1 calc R U . . .
C13 C 0.4493(10) 0.6016(11) 0.9664(5) 0.0171(18) Uani 1 1 d . . . . .
O14 O 0.3193(7) 0.5944(10) 0.9424(4) 0.0286(18) Uani 1 1 d . . . . .
C15 C 0.4853(9) 0.6075(10) 1.0462(5) 0.0132(16) Uani 1 1 d . . . . .
C16 C 0.5850(11) 0.7086(11) 1.0785(5) 0.0185(19) Uani 1 1 d . . . . .
H16 H 0.639408 0.771469 1.050540 0.022 Uiso 1 1 calc R U . . .
C17 C 0.6020(11) 0.7140(12) 1.1525(5) 0.023(2) Uani 1 1 d . . . . .
H17 H 0.667910 0.782090 1.175310 0.028 Uiso 1 1 calc R U . . .
C18 C 0.5234(12) 0.6210(13) 1.1934(5) 0.025(2) Uani 1 1 d . . . . .
H18 H 0.537163 0.625035 1.243769 0.031 Uiso 1 1 calc R U . . .
C19 C 0.4257(11) 0.5230(10) 1.1611(5) 0.0196(19) Uani 1 1 d . . . . .
C20 C 0.4060(11) 0.5168(10) 1.0872(5) 0.0173(19) Uani 1 1 d . . . . .
H20 H 0.337855 0.449976 1.064870 0.021 Uiso 1 1 calc R U . . .
O21 O 0.3362(9) 0.4329(9) 1.1965(4) 0.0275(17) Uani 1 1 d . . . . .
C22 C 0.3578(15) 0.4328(16) 1.2733(6) 0.041(3) Uani 1 1 d . . . . .
H22A H 0.458664 0.397917 1.288054 0.062 Uiso 1 1 calc R U . . .
H22B H 0.283082 0.370493 1.292791 0.062 Uiso 1 1 calc R U . . .
H22C H 0.346091 0.529849 1.291142 0.062 Uiso 1 1 calc R U . . .
C51 C 0.3128(13) 0.4039(14) 0.6765(5) 0.030(3) Uani 1 1 d . . . . .
H51 H 0.217473 0.386512 0.693817 0.036 Uiso 1 1 calc R U . . .
C52 C 0.3872(13) 0.5344(14) 0.6796(5) 0.030(3) Uani 1 1 d . . . . .
H52 H 0.351398 0.621400 0.697640 0.036 Uiso 1 1 calc R U . . .
C53 C 0.5288(12) 0.5111(14) 0.6502(6) 0.031(3) Uani 1 1 d . . . . .
H53 H 0.604724 0.580752 0.646214 0.037 Uiso 1 1 calc R U . . .
C54 C 0.5363(13) 0.3676(13) 0.6283(5) 0.029(2) Uani 1 1 d . . . . .
H54 H 0.617822 0.324329 0.607061 0.035 Uiso 1 1 calc R U . . .
C55 C 0.4015(14) 0.2999(14) 0.6435(5) 0.031(3) Uani 1 1 d . . . . .
H55 H 0.374783 0.203598 0.633571 0.037 Uiso 1 1 calc R U . . .
C56 C 0.2845(10) 0.6354(11) 0.5120(5) 0.0165(18) Uani 1 1 d . . . . .
H56 H 0.277894 0.732655 0.525334 0.020 Uiso 1 1 calc R U . . .
C57 C 0.4119(11) 0.5673(12) 0.4850(5) 0.021(2) Uani 1 1 d . . . . .
H57 H 0.505283 0.611121 0.477773 0.026 Uiso 1 1 calc R U . . .
C58 C 0.3737(11) 0.4228(12) 0.4709(5) 0.020(2) Uani 1 1 d . . . . .
H58 H 0.437398 0.353610 0.452180 0.024 Uiso 1 1 calc R U . . .
C59 C 0.2227(10) 0.3983(10) 0.4894(4) 0.0164(18) Uani 1 1 d . . . . .
H59 H 0.168918 0.311051 0.485391 0.020 Uiso 1 1 calc R U . . .
C60 C 0.1692(9) 0.5310(9) 0.5153(4) 0.0115(16) Uani 1 1 d . . . . .
N61 N 0.0186(9) 0.5549(9) 0.5338(4) 0.0155(15) Uani 1 1 d . . . . .
C62 C -0.0118(11) 0.5701(12) 0.6087(5) 0.021(2) Uani 1 1 d . . . . .
H62A H -0.101638 0.628613 0.612195 0.031 Uiso 1 1 calc R U . . .
H62B H 0.073997 0.615978 0.634876 0.031 Uiso 1 1 calc R U . . .
H62C H -0.027999 0.475836 0.629010 0.031 Uiso 1 1 calc R U . . .
C63 C -0.0992(10) 0.5258(10) 0.4851(5) 0.0179(18) Uani 1 1 d . . . . .
O64 O -0.2246(7) 0.5027(9) 0.5041(4) 0.0251(17) Uani 1 1 d . . . . .
C65 C -0.0703(10) 0.5365(10) 0.4084(5) 0.0157(17) Uani 1 1 d . . . . .
C66 C 0.0103(11) 0.6503(11) 0.3824(5) 0.0192(19) Uani 1 1 d . . . . .
H66 H 0.053432 0.720680 0.413815 0.023 Uiso 1 1 calc R U . . .
C67 C 0.0261(13) 0.6586(12) 0.3103(5) 0.025(2) Uani 1 1 d . . . . .
H67 H 0.081343 0.735332 0.292350 0.029 Uiso 1 1 calc R U . . .
C68 C -0.0366(12) 0.5577(11) 0.2635(5) 0.022(2) Uani 1 1 d . . . . .
H68 H -0.022317 0.564583 0.214172 0.026 Uiso 1 1 calc R U . . .
C69 C -0.1199(11) 0.4474(11) 0.2882(5) 0.0198(19) Uani 1 1 d . . . . .
C70 C -0.1381(10) 0.4385(11) 0.3612(5) 0.020(2) Uani 1 1 d . . . . .
H70 H -0.197723 0.364468 0.378662 0.024 Uiso 1 1 calc R U . . .
O71 O -0.1882(9) 0.3425(9) 0.2470(4) 0.0265(17) Uani 1 1 d . . . . .
C72 C -0.1635(13) 0.3467(14) 0.1735(5) 0.030(2) Uani 1 1 d . . . . .
H72A H -0.212973 0.430818 0.151656 0.046 Uiso 1 1 calc R U . . .
H72B H -0.205034 0.260628 0.150108 0.046 Uiso 1 1 calc R U . . .
H72C H -0.055589 0.351676 0.167889 0.046 Uiso 1 1 calc R U . . .
Fe1 Fe 0.88175(12) 0.48617(13) 0.89924(6) 0.0115(3) Uani 1 1 d . . . . .
Fe2 Fe 0.35749(13) 0.46781(14) 0.57600(6) 0.0150(3) 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 1.406(16) . ?
C1 C5 1.431(14) . ?
C1 Fe1 2.040(9) . ?
C1 H1 0.9500 . ?
C2 C3 1.420(17) . ?
C2 Fe1 2.056(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.421(14) . ?
C3 Fe1 2.046(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.430(14) . ?
C4 Fe1 2.051(8) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.041(10) . ?
C5 H5 0.9500 . ?
C6 C7 1.426(13) . ?
C6 C10 1.430(12) . ?
C6 Fe1 2.050(9) . ?
C6 H6 0.9500 . ?
C7 C8 1.426(13) . ?
C7 Fe1 2.033(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.426(11) . ?
C8 Fe1 2.034(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.423(13) . ?
C9 Fe1 2.024(8) . ?
C9 H9 0.9500 . ?
C10 N11 1.429(10) . ?
C10 Fe1 2.031(8) . ?
N11 C13 1.368(11) . ?
N11 C12 1.470(11) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 O14 1.217(11) . ?
C13 C15 1.515(12) . ?
C15 C20 1.382(13) . ?
C15 C16 1.409(13) . ?
C16 C17 1.393(14) . ?
C16 H16 0.9500 . ?
C17 C18 1.390(15) . ?
C17 H17 0.9500 . ?
C18 C19 1.378(15) . ?
C18 H18 0.9500 . ?
C19 O21 1.373(12) . ?
C19 C20 1.393(13) . ?
C20 H20 0.9500 . ?
O21 C22 1.447(13) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C51 C52 1.393(18) . ?
C51 C55 1.431(17) . ?
C51 Fe2 2.057(10) . ?
C51 H51 0.9500 . ?
C52 C53 1.437(16) . ?
C52 Fe2 2.050(10) . ?
C52 H52 0.9500 . ?
C53 C54 1.413(18) . ?
C53 Fe2 2.036(10) . ?
C53 H53 0.9500 . ?
C54 C55 1.411(18) . ?
C54 Fe2 2.043(10) . ?
C54 H54 0.9500 . ?
C55 Fe2 2.046(11) . ?
C55 H55 0.9500 . ?
C56 C60 1.428(12) . ?
C56 C57 1.434(14) . ?
C56 Fe2 2.059(10) . ?
C56 H56 0.9500 . ?
C57 C58 1.420(15) . ?
C57 Fe2 2.046(10) . ?
C57 H57 0.9500 . ?
C58 C59 1.439(14) . ?
C58 Fe2 2.043(9) . ?
C58 H58 0.9500 . ?
C59 C60 1.433(12) . ?
C59 Fe2 2.060(9) . ?
C59 H59 0.9500 . ?
C60 N61 1.436(11) . ?
C60 Fe2 2.050(8) . ?
N61 C63 1.371(12) . ?
N61 C62 1.464(11) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 O64 1.223(11) . ?
C63 C65 1.493(13) . ?
C65 C70 1.387(13) . ?
C65 C66 1.398(13) . ?
C66 C67 1.380(13) . ?
C66 H66 0.9500 . ?
C67 C68 1.384(14) . ?
C67 H67 0.9500 . ?
C68 C69 1.378(13) . ?
C68 H68 0.9500 . ?
C69 O71 1.370(12) . ?
C69 C70 1.401(13) . ?
C70 H70 0.9500 . ?
O71 C72 1.422(12) . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C5 108.2(9) . . ?
C2 C1 Fe1 70.6(6) . . ?
C5 C1 Fe1 69.5(6) . . ?
C2 C1 H1 125.9 . . ?
C5 C1 H1 125.9 . . ?
Fe1 C1 H1 125.6 . . ?
C1 C2 C3 108.4(9) . . ?
C1 C2 Fe1 69.3(5) . . ?
C3 C2 Fe1 69.4(5) . . ?
C1 C2 H2 125.8 . . ?
C3 C2 H2 125.8 . . ?
Fe1 C2 H2 127.1 . . ?
C2 C3 C4 108.2(10) . . ?
C2 C3 Fe1 70.1(6) . . ?
C4 C3 Fe1 69.9(5) . . ?
C2 C3 H3 125.9 . . ?
C4 C3 H3 125.9 . . ?
Fe1 C3 H3 125.7 . . ?
C3 C4 C5 107.7(9) . . ?
C3 C4 Fe1 69.5(5) . . ?
C5 C4 Fe1 69.2(5) . . ?
C3 C4 H4 126.2 . . ?
C5 C4 H4 126.2 . . ?
Fe1 C4 H4 126.7 . . ?
C4 C5 C1 107.5(9) . . ?
C4 C5 Fe1 69.9(5) . . ?
C1 C5 Fe1 69.4(5) . . ?
C4 C5 H5 126.2 . . ?
C1 C5 H5 126.2 . . ?
Fe1 C5 H5 126.0 . . ?
C7 C6 C10 106.8(8) . . ?
C7 C6 Fe1 68.9(5) . . ?
C10 C6 Fe1 68.8(5) . . ?
C7 C6 H6 126.6 . . ?
C10 C6 H6 126.6 . . ?
Fe1 C6 H6 127.2 . . ?
C8 C7 C6 108.6(8) . . ?
C8 C7 Fe1 69.5(5) . . ?
C6 C7 Fe1 70.2(5) . . ?
C8 C7 H7 125.7 . . ?
C6 C7 H7 125.7 . . ?
Fe1 C7 H7 126.1 . . ?
C9 C8 C7 108.1(8) . . ?
C9 C8 Fe1 69.0(4) . . ?
C7 C8 Fe1 69.4(5) . . ?
C9 C8 H8 125.9 . . ?
C7 C8 H8 125.9 . . ?
Fe1 C8 H8 127.2 . . ?
C10 C9 C8 107.3(9) . . ?
C10 C9 Fe1 69.7(5) . . ?
C8 C9 Fe1 69.8(5) . . ?
C10 C9 H9 126.3 . . ?
C8 C9 H9 126.3 . . ?
Fe1 C9 H9 125.7 . . ?
C9 C10 N11 126.4(8) . . ?
C9 C10 C6 109.2(7) . . ?
N11 C10 C6 124.4(8) . . ?
C9 C10 Fe1 69.2(4) . . ?
N11 C10 Fe1 129.3(6) . . ?
C6 C10 Fe1 70.2(5) . . ?
C13 N11 C10 124.2(7) . . ?
C13 N11 C12 116.9(7) . . ?
C10 N11 C12 118.4(7) . . ?
N11 C12 H12A 109.5 . . ?
N11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O14 C13 N11 121.5(9) . . ?
O14 C13 C15 119.7(8) . . ?
N11 C13 C15 118.7(8) . . ?
C20 C15 C16 120.5(8) . . ?
C20 C15 C13 117.0(8) . . ?
C16 C15 C13 122.3(9) . . ?
C17 C16 C15 118.4(9) . . ?
C17 C16 H16 120.8 . . ?
C15 C16 H16 120.8 . . ?
C18 C17 C16 120.7(9) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C19 C18 C17 120.3(9) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
O21 C19 C18 124.8(9) . . ?
O21 C19 C20 115.3(8) . . ?
C18 C19 C20 119.8(9) . . ?
C15 C20 C19 120.2(9) . . ?
C15 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C19 O21 C22 116.7(9) . . ?
O21 C22 H22A 109.5 . . ?
O21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C52 C51 C55 109.9(10) . . ?
C52 C51 Fe2 69.9(6) . . ?
C55 C51 Fe2 69.2(6) . . ?
C52 C51 H51 125.1 . . ?
C55 C51 H51 125.1 . . ?
Fe2 C51 H51 127.5 . . ?
C51 C52 C53 106.4(10) . . ?
C51 C52 Fe2 70.4(6) . . ?
C53 C52 Fe2 68.9(6) . . ?
C51 C52 H52 126.8 . . ?
C53 C52 H52 126.8 . . ?
Fe2 C52 H52 125.5 . . ?
C54 C53 C52 108.7(11) . . ?
C54 C53 Fe2 70.0(6) . . ?
C52 C53 Fe2 69.9(6) . . ?
C54 C53 H53 125.6 . . ?
C52 C53 H53 125.6 . . ?
Fe2 C53 H53 126.0 . . ?
C55 C54 C53 108.1(10) . . ?
C55 C54 Fe2 69.9(6) . . ?
C53 C54 Fe2 69.5(6) . . ?
C55 C54 H54 126.0 . . ?
C53 C54 H54 126.0 . . ?
Fe2 C54 H54 126.2 . . ?
C54 C55 C51 106.9(11) . . ?
C54 C55 Fe2 69.7(6) . . ?
C51 C55 Fe2 70.0(6) . . ?
C54 C55 H55 126.6 . . ?
C51 C55 H55 126.6 . . ?
Fe2 C55 H55 125.3 . . ?
C60 C56 C57 107.7(9) . . ?
C60 C56 Fe2 69.3(5) . . ?
C57 C56 Fe2 69.0(6) . . ?
C60 C56 H56 126.1 . . ?
C57 C56 H56 126.1 . . ?
Fe2 C56 H56 127.1 . . ?
C58 C57 C56 107.9(9) . . ?
C58 C57 Fe2 69.6(6) . . ?
C56 C57 Fe2 70.1(5) . . ?
C58 C57 H57 126.1 . . ?
C56 C57 H57 126.1 . . ?
Fe2 C57 H57 125.8 . . ?
C57 C58 C59 108.9(9) . . ?
C57 C58 Fe2 69.8(6) . . ?
C59 C58 Fe2 70.1(5) . . ?
C57 C58 H58 125.5 . . ?
C59 C58 H58 125.5 . . ?
Fe2 C58 H58 126.2 . . ?
C60 C59 C58 106.7(8) . . ?
C60 C59 Fe2 69.2(5) . . ?
C58 C59 Fe2 68.8(5) . . ?
C60 C59 H59 126.7 . . ?
C58 C59 H59 126.7 . . ?
Fe2 C59 H59 126.8 . . ?
C56 C60 C59 108.8(8) . . ?
C56 C60 N61 126.6(8) . . ?
C59 C60 N61 124.3(8) . . ?
C56 C60 Fe2 70.0(5) . . ?
C59 C60 Fe2 70.0(5) . . ?
N61 C60 Fe2 130.9(6) . . ?
C63 N61 C60 119.5(7) . . ?
C63 N61 C62 118.4(8) . . ?
C60 N61 C62 119.8(7) . . ?
N61 C62 H62A 109.5 . . ?
N61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
N61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
O64 C63 N61 120.9(9) . . ?
O64 C63 C65 121.8(9) . . ?
N61 C63 C65 117.1(8) . . ?
C70 C65 C66 119.6(8) . . ?
C70 C65 C63 118.5(8) . . ?
C66 C65 C63 121.6(8) . . ?
C67 C66 C65 118.9(9) . . ?
C67 C66 H66 120.6 . . ?
C65 C66 H66 120.6 . . ?
C66 C67 C68 121.5(9) . . ?
C66 C67 H67 119.3 . . ?
C68 C67 H67 119.3 . . ?
C69 C68 C67 120.1(9) . . ?
C69 C68 H68 119.9 . . ?
C67 C68 H68 119.9 . . ?
O71 C69 C68 125.3(9) . . ?
O71 C69 C70 115.7(8) . . ?
C68 C69 C70 119.0(9) . . ?
C65 C70 C69 120.8(9) . . ?
C65 C70 H70 119.6 . . ?
C69 C70 H70 119.6 . . ?
C69 O71 C72 116.0(8) . . ?
O71 C72 H72A 109.5 . . ?
O71 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
O71 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C9 Fe1 C10 41.1(4) . . ?
C9 Fe1 C7 69.4(4) . . ?
C10 Fe1 C7 68.7(3) . . ?
C9 Fe1 C8 41.1(3) . . ?
C10 Fe1 C8 68.7(3) . . ?
C7 Fe1 C8 41.0(4) . . ?
C9 Fe1 C1 107.3(5) . . ?
C10 Fe1 C1 126.3(4) . . ?
C7 Fe1 C1 154.6(4) . . ?
C8 Fe1 C1 119.9(4) . . ?
C9 Fe1 C5 122.9(4) . . ?
C10 Fe1 C5 161.7(4) . . ?
C7 Fe1 C5 118.2(4) . . ?
C8 Fe1 C5 104.6(4) . . ?
C1 Fe1 C5 41.1(4) . . ?
C9 Fe1 C3 158.5(4) . . ?
C10 Fe1 C3 123.5(4) . . ?
C7 Fe1 C3 123.9(5) . . ?
C8 Fe1 C3 159.7(4) . . ?
C1 Fe1 C3 68.2(5) . . ?
C5 Fe1 C3 68.5(5) . . ?
C9 Fe1 C6 69.6(4) . . ?
C10 Fe1 C6 41.0(3) . . ?
C7 Fe1 C6 40.9(4) . . ?
C8 Fe1 C6 69.1(4) . . ?
C1 Fe1 C6 163.5(4) . . ?
C5 Fe1 C6 154.3(4) . . ?
C3 Fe1 C6 108.3(5) . . ?
C9 Fe1 C4 159.4(4) . . ?
C10 Fe1 C4 157.1(4) . . ?
C7 Fe1 C4 105.1(4) . . ?
C8 Fe1 C4 121.9(4) . . ?
C1 Fe1 C4 68.7(4) . . ?
C5 Fe1 C4 40.9(4) . . ?
C3 Fe1 C4 40.6(4) . . ?
C6 Fe1 C4 120.0(4) . . ?
C9 Fe1 C2 122.7(4) . . ?
C10 Fe1 C2 110.7(4) . . ?
C7 Fe1 C2 162.2(4) . . ?
C8 Fe1 C2 156.5(4) . . ?
C1 Fe1 C2 40.2(4) . . ?
C5 Fe1 C2 68.3(4) . . ?
C3 Fe1 C2 40.5(5) . . ?
C6 Fe1 C2 126.9(4) . . ?
C4 Fe1 C2 68.2(4) . . ?
C53 Fe2 C54 40.5(5) . . ?
C53 Fe2 C58 127.1(4) . . ?
C54 Fe2 C58 105.2(4) . . ?
C53 Fe2 C55 68.1(5) . . ?
C54 Fe2 C55 40.4(5) . . ?
C58 Fe2 C55 114.8(5) . . ?
C53 Fe2 C57 105.7(4) . . ?
C54 Fe2 C57 112.8(5) . . ?
C58 Fe2 C57 40.6(4) . . ?
C55 Fe2 C57 145.8(5) . . ?
C53 Fe2 C60 150.3(5) . . ?
C54 Fe2 C60 169.1(4) . . ?
C58 Fe2 C60 68.5(4) . . ?
C55 Fe2 C60 132.9(4) . . ?
C57 Fe2 C60 68.7(4) . . ?
C53 Fe2 C52 41.2(5) . . ?
C54 Fe2 C52 68.9(4) . . ?
C58 Fe2 C52 167.1(5) . . ?
C55 Fe2 C52 68.7(5) . . ?
C57 Fe2 C52 129.7(5) . . ?
C60 Fe2 C52 119.0(4) . . ?
C53 Fe2 C51 67.2(5) . . ?
C54 Fe2 C51 67.7(5) . . ?
C58 Fe2 C51 150.2(5) . . ?
C55 Fe2 C51 40.8(5) . . ?
C57 Fe2 C51 169.2(5) . . ?
C60 Fe2 C51 113.0(4) . . ?
C52 Fe2 C51 39.7(5) . . ?
C53 Fe2 C56 116.0(4) . . ?
C54 Fe2 C56 146.8(4) . . ?
C58 Fe2 C56 68.4(4) . . ?
C55 Fe2 C56 172.4(4) . . ?
C57 Fe2 C56 40.9(4) . . ?
C60 Fe2 C56 40.7(3) . . ?
C52 Fe2 C56 109.7(4) . . ?
C51 Fe2 C56 133.5(4) . . ?
C53 Fe2 C59 166.5(4) . . ?
C54 Fe2 C59 128.7(4) . . ?
C58 Fe2 C59 41.1(4) . . ?
C55 Fe2 C59 108.8(4) . . ?
C57 Fe2 C59 69.0(4) . . ?
C60 Fe2 C59 40.8(3) . . ?
C52 Fe2 C59 151.3(4) . . ?
C51 Fe2 C59 119.7(5) . . ?
C56 Fe2 C59 68.8(4) . . ?

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
C5 C1 C2 C3 -1.0(11) . . . . ?
Fe1 C1 C2 C3 58.5(7) . . . . ?
C5 C1 C2 Fe1 -59.5(7) . . . . ?
C1 C2 C3 C4 1.3(11) . . . . ?
Fe1 C2 C3 C4 59.7(7) . . . . ?
C1 C2 C3 Fe1 -58.4(7) . . . . ?
C2 C3 C4 C5 -1.0(11) . . . . ?
Fe1 C3 C4 C5 58.9(7) . . . . ?
C2 C3 C4 Fe1 -59.9(7) . . . . ?
C3 C4 C5 C1 0.4(11) . . . . ?
Fe1 C4 C5 C1 59.5(6) . . . . ?
C3 C4 C5 Fe1 -59.1(7) . . . . ?
C2 C1 C5 C4 0.4(11) . . . . ?
Fe1 C1 C5 C4 -59.8(6) . . . . ?
C2 C1 C5 Fe1 60.2(7) . . . . ?
C10 C6 C7 C8 -0.5(10) . . . . ?
Fe1 C6 C7 C8 -59.1(6) . . . . ?
C10 C6 C7 Fe1 58.6(6) . . . . ?
C6 C7 C8 C9 1.2(10) . . . . ?
Fe1 C7 C8 C9 -58.3(6) . . . . ?
C6 C7 C8 Fe1 59.5(6) . . . . ?
C7 C8 C9 C10 -1.4(10) . . . . ?
Fe1 C8 C9 C10 -59.9(6) . . . . ?
C7 C8 C9 Fe1 58.6(6) . . . . ?
C8 C9 C10 N11 -175.9(7) . . . . ?
Fe1 C9 C10 N11 124.1(8) . . . . ?
C8 C9 C10 C6 1.0(10) . . . . ?
Fe1 C9 C10 C6 -58.9(6) . . . . ?
C8 C9 C10 Fe1 60.0(6) . . . . ?
C7 C6 C10 C9 -0.3(10) . . . . ?
Fe1 C6 C10 C9 58.3(6) . . . . ?
C7 C6 C10 N11 176.7(7) . . . . ?
Fe1 C6 C10 N11 -124.7(8) . . . . ?
C7 C6 C10 Fe1 -58.7(6) . . . . ?
C9 C10 N11 C13 44.8(13) . . . . ?
C6 C10 N11 C13 -131.6(10) . . . . ?
Fe1 C10 N11 C13 136.7(8) . . . . ?
C9 C10 N11 C12 -127.1(10) . . . . ?
C6 C10 N11 C12 56.4(12) . . . . ?
Fe1 C10 N11 C12 -35.3(12) . . . . ?
C10 N11 C13 O14 -167.8(10) . . . . ?
C12 N11 C13 O14 4.3(15) . . . . ?
C10 N11 C13 C15 15.7(14) . . . . ?
C12 N11 C13 C15 -172.3(9) . . . . ?
O14 C13 C15 C20 42.8(13) . . . . ?
N11 C13 C15 C20 -140.6(9) . . . . ?
O14 C13 C15 C16 -131.8(11) . . . . ?
N11 C13 C15 C16 44.8(13) . . . . ?
C20 C15 C16 C17 0.3(14) . . . . ?
C13 C15 C16 C17 174.7(8) . . . . ?
C15 C16 C17 C18 0.6(15) . . . . ?
C16 C17 C18 C19 -0.9(17) . . . . ?
C17 C18 C19 O21 -175.7(10) . . . . ?
C17 C18 C19 C20 0.3(16) . . . . ?
C16 C15 C20 C19 -0.9(14) . . . . ?
C13 C15 C20 C19 -175.7(8) . . . . ?
O21 C19 C20 C15 177.0(9) . . . . ?
C18 C19 C20 C15 0.7(14) . . . . ?
C18 C19 O21 C22 -6.1(15) . . . . ?
C20 C19 O21 C22 177.8(9) . . . . ?
C55 C51 C52 C53 -2.1(11) . . . . ?
Fe2 C51 C52 C53 -59.8(7) . . . . ?
C55 C51 C52 Fe2 57.6(7) . . . . ?
C51 C52 C53 C54 1.3(11) . . . . ?
Fe2 C52 C53 C54 -59.5(7) . . . . ?
C51 C52 C53 Fe2 60.8(7) . . . . ?
C52 C53 C54 C55 0.0(11) . . . . ?
Fe2 C53 C54 C55 -59.5(7) . . . . ?
C52 C53 C54 Fe2 59.4(7) . . . . ?
C53 C54 C55 C51 -1.3(11) . . . . ?
Fe2 C54 C55 C51 -60.4(7) . . . . ?
C53 C54 C55 Fe2 59.2(7) . . . . ?
C52 C51 C55 C54 2.2(11) . . . . ?
Fe2 C51 C55 C54 60.2(7) . . . . ?
C52 C51 C55 Fe2 -58.1(7) . . . . ?
C60 C56 C57 C58 0.9(10) . . . . ?
Fe2 C56 C57 C58 59.6(7) . . . . ?
C60 C56 C57 Fe2 -58.7(6) . . . . ?
C56 C57 C58 C59 -0.5(10) . . . . ?
Fe2 C57 C58 C59 59.3(6) . . . . ?
C56 C57 C58 Fe2 -59.9(6) . . . . ?
C57 C58 C59 C60 0.0(10) . . . . ?
Fe2 C58 C59 C60 59.1(6) . . . . ?
C57 C58 C59 Fe2 -59.1(7) . . . . ?
C57 C56 C60 C59 -0.9(10) . . . . ?
Fe2 C56 C60 C59 -59.4(6) . . . . ?
C57 C56 C60 N61 -174.7(8) . . . . ?
Fe2 C56 C60 N61 126.8(8) . . . . ?
C57 C56 C60 Fe2 58.5(6) . . . . ?
C58 C59 C60 C56 0.5(10) . . . . ?
Fe2 C59 C60 C56 59.4(6) . . . . ?
C58 C59 C60 N61 174.6(7) . . . . ?
Fe2 C59 C60 N61 -126.5(8) . . . . ?
C58 C59 C60 Fe2 -58.9(6) . . . . ?
C56 C60 N61 C63 118.6(10) . . . . ?
C59 C60 N61 C63 -54.3(12) . . . . ?
Fe2 C60 N61 C63 -146.7(8) . . . . ?
C56 C60 N61 C62 -78.9(12) . . . . ?
C59 C60 N61 C62 108.2(10) . . . . ?
Fe2 C60 N61 C62 15.8(13) . . . . ?
C60 N61 C63 O64 157.5(9) . . . . ?
C62 N61 C63 O64 -5.3(14) . . . . ?
C60 N61 C63 C65 -27.9(12) . . . . ?
C62 N61 C63 C65 169.4(8) . . . . ?
O64 C63 C65 C70 -42.9(14) . . . . ?
N61 C63 C65 C70 142.5(9) . . . . ?
O64 C63 C65 C66 130.6(10) . . . . ?
N61 C63 C65 C66 -44.0(13) . . . . ?
C70 C65 C66 C67 -2.9(15) . . . . ?
C63 C65 C66 C67 -176.4(9) . . . . ?
C65 C66 C67 C68 0.4(16) . . . . ?
C66 C67 C68 C69 1.4(17) . . . . ?
C67 C68 C69 O71 179.4(10) . . . . ?
C67 C68 C69 C70 -0.7(16) . . . . ?
C66 C65 C70 C69 3.7(14) . . . . ?
C63 C65 C70 C69 177.3(9) . . . . ?
O71 C69 C70 C65 178.1(9) . . . . ?
C68 C69 C70 C65 -1.8(15) . . . . ?
C68 C69 O71 C72 3.1(15) . . . . ?
C70 C69 O71 C72 -176.8(9) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


