# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

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

data_WE7691
_database_code_depnum_ccdc_archive 'CCDC 1920661'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-04 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 24 avril 2019                                            #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H25 Cl Fe I N Si'
_chemical_formula_sum            'C17 H25 Cl Fe I N Si'
_chemical_formula_weight         489.67
_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                   12.213(2)
_cell_length_b                   12.0222(19)
_cell_length_c                   14.680(2)
_cell_angle_alpha                90
_cell_angle_beta                 112.181(6)
_cell_angle_gamma                90
_cell_volume                     1996.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9046
_cell_measurement_theta_min      2.4725
_cell_measurement_theta_max      27.4476
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.280
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             976
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.493
_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  0.373
_exptl_absorpt_correction_T_max  0.498

#------------------------------------------------------------------------------#
#                               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  0.0438
_diffrn_reflns_av_uneti/neti     0.0368
_diffrn_reflns_number            20244
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.261
_diffrn_reflns_theta_max         27.519
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.979
_reflns_number_total             4492
_reflns_number_gt                3930
_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)+(0.0373P)²+12.8633P] 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         4492
_refine_ls_number_parameters     167
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_ref         0.1284
_refine_ls_wR_factor_gt          0.1224
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_restrained_S_all      1.168
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         1.915
_refine_diff_density_min         -1.896
_refine_diff_density_rms         0.157

#------------------------------------------------------------------------------#
#               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'
I I -0.4742 1.8119 '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'
Si Si 0.0817 0.0704 '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 0.76999(6) 0.67834(5) 0.62809(5) 0.01861(16) Uani 1 1 d . . . . .
C1 C 0.7766(8) 0.5110(7) 0.6459(6) 0.0619(10) Uani 1 1 d . . . . .
H1 H 0.727380 0.459058 0.599848 0.074 Uiso 1 1 calc R U . . .
C2 C 0.7542(9) 0.5599(6) 0.7214(6) 0.0619(10) Uani 1 1 d . . . . .
H2 H 0.685862 0.546621 0.735873 0.074 Uiso 1 1 calc R U . . .
C3 C 0.8422(8) 0.6292(7) 0.7718(6) 0.0619(10) Uani 1 1 d . . . . .
H3 H 0.845243 0.672114 0.827064 0.074 Uiso 1 1 calc R U . . .
C4 C 0.9267(8) 0.6289(7) 0.7320(6) 0.0619(10) Uani 1 1 d . . . . .
H4 H 0.997834 0.670881 0.754420 0.074 Uiso 1 1 calc R U . . .
C5 C 0.8882(8) 0.5528(6) 0.6493(6) 0.0619(10) Uani 1 1 d . . . . .
H5 H 0.927989 0.534614 0.606799 0.074 Uiso 1 1 calc R U . . .
C6 C 0.6358(4) 0.7132(4) 0.4992(3) 0.0187(9) Uani 1 1 d . . . . .
C7 C 0.7456(4) 0.7547(4) 0.4966(3) 0.0186(9) Uani 1 1 d . . . . .
C8 C 0.7852(4) 0.8313(4) 0.5781(3) 0.0177(8) Uani 1 1 d . . . . .
C9 C 0.7053(4) 0.8348(4) 0.6276(4) 0.0189(9) Uani 1 1 d . . . . .
H9 H 0.713666 0.878858 0.683571 0.023 Uiso 1 1 calc R U . . .
C10 C 0.6105(4) 0.7606(4) 0.5786(3) 0.0178(8) Uani 1 1 d . . . . .
I1 I 0.93153(3) 0.93858(3) 0.61755(3) 0.03322(13) Uani 1 1 d . . . . .
Cl1 Cl 0.54151(12) 0.62028(13) 0.41625(10) 0.0374(3) Uani 1 1 d . . . . .
Si1 Si 0.81817(13) 0.72598(15) 0.40703(11) 0.0314(3) Uani 1 1 d . . . . .
C12A C 0.7967(13) 0.8673(12) 0.3329(11) 0.0419(10) Uiso 0.5 1 d . . P A 1
H12A H 0.828898 0.928944 0.378993 0.063 Uiso 0.5 1 calc R U P A 1
H12B H 0.838213 0.863064 0.287465 0.063 Uiso 0.5 1 calc R U P A 1
H12C H 0.712204 0.879949 0.295522 0.063 Uiso 0.5 1 calc R U P A 1
C13A C 0.9812(6) 0.7153(6) 0.4664(5) 0.0419(10) Uiso 0.5 1 d . . P A 1
H13A H 1.011889 0.778257 0.511255 0.063 Uiso 0.5 1 calc R U P A 1
H13B H 1.002480 0.645566 0.503504 0.063 Uiso 0.5 1 calc R U P A 1
H13C H 1.015469 0.716464 0.415864 0.063 Uiso 0.5 1 calc R U P A 1
C14A C 0.7608(13) 0.6132(12) 0.3257(10) 0.0419(10) Uiso 0.5 1 d . . P A 1
H14A H 0.674535 0.619778 0.294786 0.063 Uiso 0.5 1 calc R U P A 1
H14B H 0.794455 0.614039 0.274773 0.063 Uiso 0.5 1 calc R U P A 1
H14C H 0.781466 0.543141 0.362412 0.063 Uiso 0.5 1 calc R U P A 1
C12B C 0.7681(13) 0.8301(12) 0.3111(11) 0.0419(10) Uiso 0.5 1 d . . P A 2
H12D H 0.681446 0.831348 0.282971 0.063 Uiso 0.5 1 calc R U P A 2
H12E H 0.797847 0.903227 0.338960 0.063 Uiso 0.5 1 calc R U P A 2
H12F H 0.797807 0.812029 0.259539 0.063 Uiso 0.5 1 calc R U P A 2
C13B C 0.9812(6) 0.7153(6) 0.4664(5) 0.0419(10) Uiso 0.5 1 d . . P A 2
H13D H 1.002199 0.657699 0.517367 0.063 Uiso 0.5 1 calc R U P A 2
H13E H 1.013799 0.695695 0.416917 0.063 Uiso 0.5 1 calc R U P A 2
H13F H 1.013839 0.786893 0.496338 0.063 Uiso 0.5 1 calc R U P A 2
C14B C 0.7738(13) 0.5741(12) 0.3572(11) 0.0419(10) Uiso 0.5 1 d . . P A 2
H14D H 0.802980 0.521284 0.411967 0.063 Uiso 0.5 1 calc R U P A 2
H14E H 0.687501 0.568637 0.326042 0.063 Uiso 0.5 1 calc R U P A 2
H14F H 0.808777 0.556762 0.308813 0.063 Uiso 0.5 1 calc R U P A 2
C15 C 0.5016(5) 0.7389(5) 0.6013(4) 0.0273(11) Uani 1 1 d . . . . .
H15 H 0.479681 0.659008 0.586046 0.033 Uiso 1 1 calc R U . . .
C16 C 0.5250(6) 0.7571(6) 0.7109(4) 0.0399(14) Uani 1 1 d . . . . .
H16A H 0.552867 0.833280 0.729647 0.060 Uiso 1 1 calc R U . . .
H16B H 0.585404 0.704416 0.750753 0.060 Uiso 1 1 calc R U . . .
H16C H 0.451755 0.744989 0.722145 0.060 Uiso 1 1 calc R U . . .
N17 N 0.4038(4) 0.8067(5) 0.5336(4) 0.0389(12) Uani 1 1 d . . . . .
C19 C 0.4121(7) 0.9241(6) 0.5581(7) 0.058(2) Uani 1 1 d . . . . .
H19A H 0.356690 0.966085 0.502601 0.086 Uiso 1 1 calc R U . . .
H19B H 0.492867 0.950164 0.571982 0.086 Uiso 1 1 calc R U . . .
H19C H 0.392422 0.935332 0.616252 0.086 Uiso 1 1 calc R U . . .
C18 C 0.2882(6) 0.7637(8) 0.5246(7) 0.063(2) Uani 1 1 d . . . . .
H18A H 0.276638 0.776252 0.586291 0.094 Uiso 1 1 calc R U . . .
H18B H 0.284326 0.683818 0.510485 0.094 Uiso 1 1 calc R U . . .
H18C H 0.226078 0.802302 0.470855 0.094 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 2.015(4) . ?
Fe1 C1 2.026(8) . ?
Fe1 C6 2.025(5) . ?
Fe1 C5 2.030(8) . ?
Fe1 C2 2.034(8) . ?
Fe1 C4 2.034(8) . ?
Fe1 C9 2.039(5) . ?
Fe1 C3 2.043(8) . ?
Fe1 C7 2.055(5) . ?
Fe1 C10 2.057(5) . ?
C1 C2 1.369(12) . ?
C1 C5 1.436(13) . ?
C1 H1 0.9500 . ?
C2 C3 1.340(13) . ?
C2 H2 0.9500 . ?
C3 C4 1.365(12) . ?
C3 H3 0.9500 . ?
C4 C5 1.449(13) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C10 1.432(6) . ?
C6 C7 1.445(6) . ?
C6 Cl1 1.732(5) . ?
C7 C8 1.441(6) . ?
C7 Si1 1.875(5) . ?
C8 C9 1.421(6) . ?
C8 I1 2.100(4) . ?
C9 C10 1.423(6) . ?
C9 H9 0.9500 . ?
C10 C15 1.511(6) . ?
Si1 C14A 1.768(14) . ?
Si1 C12B 1.809(14) . ?
Si1 C13B 1.852(7) . ?
Si1 C13A 1.852(7) . ?
Si1 C14B 1.965(14) . ?
Si1 C12A 1.981(14) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B H13D 0.9801 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9798 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C15 N17 1.477(8) . ?
C15 C16 1.539(8) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
N17 C19 1.450(10) . ?
N17 C18 1.462(8) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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 C1 161.6(3) . . ?
C8 Fe1 C6 67.91(18) . . ?
C1 Fe1 C6 107.8(3) . . ?
C8 Fe1 C5 125.2(3) . . ?
C1 Fe1 C5 41.5(4) . . ?
C6 Fe1 C5 125.1(3) . . ?
C8 Fe1 C2 158.3(3) . . ?
C1 Fe1 C2 39.4(3) . . ?
C6 Fe1 C2 121.7(3) . . ?
C5 Fe1 C2 67.6(3) . . ?
C8 Fe1 C4 110.5(3) . . ?
C1 Fe1 C4 68.4(4) . . ?
C6 Fe1 C4 164.1(3) . . ?
C5 Fe1 C4 41.8(3) . . ?
C2 Fe1 C4 65.9(4) . . ?
C8 Fe1 C9 41.02(17) . . ?
C1 Fe1 C9 155.9(3) . . ?
C6 Fe1 C9 68.27(19) . . ?
C5 Fe1 C9 159.8(3) . . ?
C2 Fe1 C9 120.8(3) . . ?
C4 Fe1 C9 121.7(3) . . ?
C8 Fe1 C3 125.2(3) . . ?
C1 Fe1 C3 66.3(4) . . ?
C6 Fe1 C3 155.0(3) . . ?
C5 Fe1 C3 67.8(3) . . ?
C2 Fe1 C3 38.4(4) . . ?
C4 Fe1 C3 39.1(3) . . ?
C9 Fe1 C3 106.6(3) . . ?
C8 Fe1 C7 41.45(18) . . ?
C1 Fe1 C7 123.3(3) . . ?
C6 Fe1 C7 41.48(18) . . ?
C5 Fe1 C7 108.6(3) . . ?
C2 Fe1 C7 158.1(3) . . ?
C4 Fe1 C7 126.6(3) . . ?
C9 Fe1 C7 70.49(18) . . ?
C3 Fe1 C7 162.2(3) . . ?
C8 Fe1 C10 68.77(17) . . ?
C1 Fe1 C10 120.6(3) . . ?
C6 Fe1 C10 41.06(17) . . ?
C5 Fe1 C10 159.3(3) . . ?
C2 Fe1 C10 104.8(3) . . ?
C4 Fe1 C10 154.5(3) . . ?
C9 Fe1 C10 40.66(18) . . ?
C3 Fe1 C10 119.0(3) . . ?
C7 Fe1 C10 70.82(17) . . ?
C2 C1 C5 107.4(9) . . ?
C2 C1 Fe1 70.6(5) . . ?
C5 C1 Fe1 69.4(5) . . ?
C2 C1 H1 126.3 . . ?
C5 C1 H1 126.3 . . ?
Fe1 C1 H1 125.3 . . ?
C3 C2 C1 110.5(9) . . ?
C3 C2 Fe1 71.2(5) . . ?
C1 C2 Fe1 70.0(5) . . ?
C3 C2 H2 124.7 . . ?
C1 C2 H2 124.7 . . ?
Fe1 C2 H2 125.7 . . ?
C2 C3 C4 109.8(9) . . ?
C2 C3 Fe1 70.5(5) . . ?
C4 C3 Fe1 70.1(5) . . ?
C2 C3 H3 125.1 . . ?
C4 C3 H3 125.1 . . ?
Fe1 C3 H3 126.0 . . ?
C3 C4 C5 107.6(9) . . ?
C3 C4 Fe1 70.8(5) . . ?
C5 C4 Fe1 68.9(5) . . ?
C3 C4 H4 126.2 . . ?
C5 C4 H4 126.2 . . ?
Fe1 C4 H4 125.6 . . ?
C1 C5 C4 104.7(8) . . ?
C1 C5 Fe1 69.1(5) . . ?
C4 C5 Fe1 69.3(4) . . ?
C1 C5 H5 127.7 . . ?
C4 C5 H5 127.7 . . ?
Fe1 C5 H5 125.5 . . ?
C10 C6 C7 111.8(4) . . ?
C10 C6 Cl1 122.6(4) . . ?
C7 C6 Cl1 125.6(3) . . ?
C10 C6 Fe1 70.7(3) . . ?
C7 C6 Fe1 70.4(3) . . ?
Cl1 C6 Fe1 127.7(3) . . ?
C8 C7 C6 102.9(4) . . ?
C8 C7 Si1 126.9(3) . . ?
C6 C7 Si1 130.1(4) . . ?
C8 C7 Fe1 67.8(3) . . ?
C6 C7 Fe1 68.2(2) . . ?
Si1 C7 Fe1 129.6(2) . . ?
C9 C8 C7 111.3(4) . . ?
C9 C8 Fe1 70.4(3) . . ?
C7 C8 Fe1 70.8(3) . . ?
C9 C8 I1 121.2(3) . . ?
C7 C8 I1 127.2(3) . . ?
Fe1 C8 I1 130.2(2) . . ?
C8 C9 C10 107.9(4) . . ?
C8 C9 Fe1 68.6(3) . . ?
C10 C9 Fe1 70.4(3) . . ?
C8 C9 H9 126.0 . . ?
C10 C9 H9 126.0 . . ?
Fe1 C9 H9 126.6 . . ?
C9 C10 C6 106.0(4) . . ?
C9 C10 C15 127.8(4) . . ?
C6 C10 C15 126.1(4) . . ?
C9 C10 Fe1 69.0(3) . . ?
C6 C10 Fe1 68.3(3) . . ?
C15 C10 Fe1 129.4(3) . . ?
C12B Si1 C13B 113.7(5) . . ?
C14A Si1 C13A 110.3(5) . . ?
C14A Si1 C7 116.3(5) . . ?
C12B Si1 C7 107.9(5) . . ?
C13B Si1 C7 113.1(3) . . ?
C13A Si1 C7 113.1(3) . . ?
C12B Si1 C14B 112.9(6) . . ?
C13B Si1 C14B 102.0(5) . . ?
C7 Si1 C14B 107.2(4) . . ?
C14A Si1 C12A 110.5(6) . . ?
C13A Si1 C12A 102.4(5) . . ?
C7 Si1 C12A 103.1(4) . . ?
Si1 C12A H12A 109.5 . . ?
Si1 C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
Si1 C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
Si1 C13A H13A 109.5 . . ?
Si1 C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
Si1 C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
Si1 C14A H14A 109.5 . . ?
Si1 C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
Si1 C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
Si1 C12B H12D 109.5 . . ?
Si1 C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
Si1 C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
Si1 C13B H13D 109.5 . . ?
Si1 C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
Si1 C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
Si1 C14B H14D 109.5 . . ?
Si1 C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
Si1 C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
N17 C15 C10 108.1(4) . . ?
N17 C15 C16 114.2(5) . . ?
C10 C15 C16 112.0(4) . . ?
N17 C15 H15 107.4 . . ?
C10 C15 H15 107.4 . . ?
C16 C15 H15 107.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 N17 C18 109.9(6) . . ?
C19 N17 C15 114.0(5) . . ?
C18 N17 C15 111.9(6) . . ?
N17 C19 H19A 109.5 . . ?
N17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N17 C18 H18A 109.5 . . ?
N17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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(8) . . . . ?
Fe1 C1 C2 C3 -59.8(5) . . . . ?
C5 C1 C2 Fe1 59.9(5) . . . . ?
C1 C2 C3 C4 -0.1(8) . . . . ?
Fe1 C2 C3 C4 -59.2(5) . . . . ?
C1 C2 C3 Fe1 59.1(5) . . . . ?
C2 C3 C4 C5 0.0(8) . . . . ?
Fe1 C3 C4 C5 -59.4(5) . . . . ?
C2 C3 C4 Fe1 59.4(5) . . . . ?
C2 C1 C5 C4 -0.1(7) . . . . ?
Fe1 C1 C5 C4 60.6(5) . . . . ?
C2 C1 C5 Fe1 -60.7(5) . . . . ?
C3 C4 C5 C1 0.0(7) . . . . ?
Fe1 C4 C5 C1 -60.5(5) . . . . ?
C3 C4 C5 Fe1 60.5(5) . . . . ?
C10 C6 C7 C8 -0.8(5) . . . . ?
Cl1 C6 C7 C8 177.7(3) . . . . ?
Fe1 C6 C7 C8 -59.4(3) . . . . ?
C10 C6 C7 Si1 -177.4(4) . . . . ?
Cl1 C6 C7 Si1 1.1(7) . . . . ?
Fe1 C6 C7 Si1 124.0(4) . . . . ?
C10 C6 C7 Fe1 58.6(3) . . . . ?
Cl1 C6 C7 Fe1 -122.9(4) . . . . ?
C6 C7 C8 C9 0.8(5) . . . . ?
Si1 C7 C8 C9 177.5(3) . . . . ?
Fe1 C7 C8 C9 -58.9(3) . . . . ?
C6 C7 C8 Fe1 59.6(3) . . . . ?
Si1 C7 C8 Fe1 -123.6(4) . . . . ?
C6 C7 C8 I1 -173.9(3) . . . . ?
Si1 C7 C8 I1 2.8(6) . . . . ?
Fe1 C7 C8 I1 126.5(4) . . . . ?
C7 C8 C9 C10 -0.5(5) . . . . ?
Fe1 C8 C9 C10 -59.5(3) . . . . ?
I1 C8 C9 C10 174.6(3) . . . . ?
C7 C8 C9 Fe1 59.1(3) . . . . ?
I1 C8 C9 Fe1 -125.9(3) . . . . ?
C8 C9 C10 C6 0.0(5) . . . . ?
Fe1 C9 C10 C6 -58.5(3) . . . . ?
C8 C9 C10 C15 -177.3(5) . . . . ?
Fe1 C9 C10 C15 124.2(5) . . . . ?
C8 C9 C10 Fe1 58.4(3) . . . . ?
C7 C6 C10 C9 0.5(5) . . . . ?
Cl1 C6 C10 C9 -178.0(3) . . . . ?
Fe1 C6 C10 C9 58.9(3) . . . . ?
C7 C6 C10 C15 177.9(4) . . . . ?
Cl1 C6 C10 C15 -0.7(7) . . . . ?
Fe1 C6 C10 C15 -123.7(5) . . . . ?
C7 C6 C10 Fe1 -58.4(3) . . . . ?
Cl1 C6 C10 Fe1 123.1(4) . . . . ?
C8 C7 Si1 C14A 171.2(6) . . . . ?
C6 C7 Si1 C14A -13.0(7) . . . . ?
Fe1 C7 Si1 C14A 80.7(6) . . . . ?
C8 C7 Si1 C12B -84.6(7) . . . . ?
C6 C7 Si1 C12B 91.3(7) . . . . ?
Fe1 C7 Si1 C12B -175.0(6) . . . . ?
C8 C7 Si1 C13B 42.1(5) . . . . ?
C6 C7 Si1 C13B -142.1(5) . . . . ?
Fe1 C7 Si1 C13B -48.3(4) . . . . ?
C8 C7 Si1 C13A 42.1(5) . . . . ?
C6 C7 Si1 C13A -142.1(5) . . . . ?
Fe1 C7 Si1 C13A -48.3(4) . . . . ?
C8 C7 Si1 C14B 153.6(6) . . . . ?
C6 C7 Si1 C14B -30.5(6) . . . . ?
Fe1 C7 Si1 C14B 63.2(6) . . . . ?
C8 C7 Si1 C12A -67.7(6) . . . . ?
C6 C7 Si1 C12A 108.2(6) . . . . ?
Fe1 C7 Si1 C12A -158.1(5) . . . . ?
C9 C10 C15 N17 97.7(6) . . . . ?
C6 C10 C15 N17 -79.1(6) . . . . ?
Fe1 C10 C15 N17 -169.5(4) . . . . ?
C9 C10 C15 C16 -29.0(7) . . . . ?
C6 C10 C15 C16 154.2(5) . . . . ?
Fe1 C10 C15 C16 63.8(6) . . . . ?
C10 C15 N17 C19 -75.0(6) . . . . ?
C16 C15 N17 C19 50.4(7) . . . . ?
C10 C15 N17 C18 159.4(5) . . . . ?
C16 C15 N17 C18 -75.2(7) . . . . ?

#------------------------------------------------------------------------------#
#                                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_WE7811
_database_code_depnum_ccdc_archive 'CCDC 1920664'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-04 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 06 mai 2019                                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H24 Cl F Fe I N Si'
_chemical_formula_sum            'C17 H24 Cl F Fe I N Si'
_chemical_formula_weight         507.66
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
_space_group_IT_number           33
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'
'-x, -y, z+1/2'

_cell_length_a                   10.3652(11)
_cell_length_b                   13.2629(14)
_cell_length_c                   29.267(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4023.3(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9778
_cell_measurement_theta_min      2.5892
_cell_measurement_theta_max      27.4813
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.110
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2016
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.483
_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  0.561
_exptl_absorpt_correction_T_max  0.761

#------------------------------------------------------------------------------#
#                               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  0.0365
_diffrn_reflns_av_uneti/neti     0.0446
_diffrn_reflns_number            24845
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.494
_diffrn_reflns_theta_max         27.513
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             8585
_reflns_number_gt                8191
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.830
_reflns_Friedel_fraction_max     0.860
_reflns_Friedel_fraction_full    0.876

_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)+1.0472P] 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         8585
_refine_ls_number_parameters     427
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0523
_refine_ls_wR_factor_gt          0.0513
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
Flack x determined using 3510 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(9)

#------------------------------------------------------------------------------#
#               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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'

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 0.09305(6) 0.45799(4) 0.33523(2) 0.01422(12) Uani 1 1 d . . . . .
I1 I 0.06682(3) 0.58678(2) 0.44777(2) 0.02110(7) Uani 1 1 d . . . . .
Cl1 Cl 0.15985(12) 0.21067(8) 0.34170(4) 0.0275(2) Uani 1 1 d . . . . .
F1 F 0.3654(3) 0.3789(2) 0.32193(9) 0.0270(6) Uani 1 1 d . . . . .
C1 C 0.0993(5) 0.5342(4) 0.27425(16) 0.0257(10) Uani 1 1 d . . . . .
H1 H 0.172967 0.566492 0.261621 0.031 Uiso 1 1 calc R U . . .
C2 C 0.0061(5) 0.5788(4) 0.30374(18) 0.0310(12) Uani 1 1 d . . . . .
H2 H 0.006373 0.646665 0.314186 0.037 Uiso 1 1 calc R U . . .
C3 C -0.0865(5) 0.5050(5) 0.31473(17) 0.0314(12) Uani 1 1 d . . . . .
H3 H -0.159425 0.514481 0.333946 0.038 Uiso 1 1 calc R U . . .
C4 C -0.0524(5) 0.4141(4) 0.29218(18) 0.0301(12) Uani 1 1 d . . . . .
H4 H -0.098001 0.352055 0.293614 0.036 Uiso 1 1 calc R U . . .
C5 C 0.0618(5) 0.4326(4) 0.26726(16) 0.0255(10) Uani 1 1 d . . . . .
H5 H 0.106109 0.384892 0.248838 0.031 Uiso 1 1 calc R U . . .
C6 C 0.1368(4) 0.4776(3) 0.40184(14) 0.0137(8) Uani 1 1 d . . . . .
C7 C 0.0858(4) 0.3769(3) 0.39538(14) 0.0147(8) Uani 1 1 d . . . . .
C8 C 0.1715(4) 0.3319(3) 0.36318(14) 0.0162(8) Uani 1 1 d . . . . .
C9 C 0.2680(4) 0.4013(3) 0.35098(15) 0.0167(9) Uani 1 1 d . . . . .
C10 C 0.2520(4) 0.4947(3) 0.37472(15) 0.0171(9) Uani 1 1 d . . . . .
Si1 Si 0.36180(13) 0.60748(10) 0.37246(4) 0.0221(3) Uani 1 1 d . . . . .
C11 C 0.2719(6) 0.7241(4) 0.3572(2) 0.0386(13) Uani 1 1 d . . . . .
H11A H 0.188722 0.724720 0.373104 0.058 Uiso 1 1 calc R U . . .
H11B H 0.257217 0.725691 0.324100 0.058 Uiso 1 1 calc R U . . .
H11C H 0.322325 0.783278 0.366257 0.058 Uiso 1 1 calc R U . . .
C12 C 0.4380(6) 0.6240(5) 0.4293(2) 0.0397(14) Uani 1 1 d . . . . .
H12A H 0.481290 0.561375 0.438194 0.060 Uiso 1 1 calc R U . . .
H12B H 0.371581 0.640712 0.451894 0.060 Uiso 1 1 calc R U . . .
H12C H 0.501325 0.678797 0.427796 0.060 Uiso 1 1 calc R U . . .
C13 C 0.4878(6) 0.5828(4) 0.3281(2) 0.0409(14) Uani 1 1 d . . . . .
H13A H 0.543710 0.641977 0.325128 0.061 Uiso 1 1 calc R U . . .
H13B H 0.445967 0.569047 0.298682 0.061 Uiso 1 1 calc R U . . .
H13C H 0.539628 0.524302 0.337134 0.061 Uiso 1 1 calc R U . . .
C14 C -0.0250(4) 0.3183(3) 0.41698(15) 0.0184(9) Uani 1 1 d . . . . .
H14 H -0.057022 0.272616 0.392263 0.022 Uiso 1 1 calc R U . . .
C15 C -0.1430(4) 0.3793(4) 0.43167(16) 0.0247(10) Uani 1 1 d . . . . .
H15A H -0.214733 0.333404 0.438278 0.037 Uiso 1 1 calc R U . . .
H15B H -0.167869 0.425379 0.407016 0.037 Uiso 1 1 calc R U . . .
H15C H -0.122145 0.418276 0.459146 0.037 Uiso 1 1 calc R U . . .
N16 N 0.0306(4) 0.2508(3) 0.45148(14) 0.0245(8) Uani 1 1 d . . . . .
C17 C -0.0541(6) 0.1656(5) 0.4621(2) 0.0526(18) Uani 1 1 d . . . . .
H17A H -0.132620 0.190405 0.476922 0.079 Uiso 1 1 calc R U . . .
H17B H -0.009254 0.118945 0.482608 0.079 Uiso 1 1 calc R U . . .
H17C H -0.076971 0.130484 0.433745 0.079 Uiso 1 1 calc R U . . .
C18 C 0.0672(6) 0.3023(4) 0.49339(17) 0.0355(13) Uani 1 1 d . . . . .
H18A H 0.122833 0.359827 0.486019 0.053 Uiso 1 1 calc R U . . .
H18B H 0.113950 0.255523 0.513329 0.053 Uiso 1 1 calc R U . . .
H18C H -0.010460 0.326358 0.509071 0.053 Uiso 1 1 calc R U . . .
Fe2 Fe 0.44444(6) 0.58440(4) 0.66886(2) 0.01411(13) Uani 1 1 d . . . . .
I2 I 0.27649(3) 0.53154(2) 0.55669(2) 0.02170(7) Uani 1 1 d . . . . .
F2 F 0.5488(3) 0.3862(2) 0.70549(10) 0.0265(6) Uani 1 1 d . . . . .
Cl2 Cl 0.76243(10) 0.52448(9) 0.66382(4) 0.0257(2) Uani 1 1 d . . . . .
C21 C 0.2945(5) 0.6377(4) 0.70792(19) 0.0306(12) Uani 1 1 d . . . . .
H21 H 0.211952 0.607283 0.711028 0.037 Uiso 1 1 calc R U . . .
C22 C 0.4055(6) 0.6182(4) 0.73584(18) 0.0386(14) Uani 1 1 d . . . . .
H22 H 0.409707 0.572305 0.760728 0.046 Uiso 1 1 calc R U . . .
C23 C 0.5072(6) 0.6790(4) 0.71982(18) 0.0341(13) Uani 1 1 d . . . . .
H23 H 0.592061 0.681355 0.732003 0.041 Uiso 1 1 calc R U . . .
C24 C 0.4612(5) 0.7358(4) 0.68266(19) 0.0309(12) Uani 1 1 d . . . . .
H24 H 0.509916 0.783263 0.665529 0.037 Uiso 1 1 calc R U . . .
C25 C 0.3302(5) 0.7103(4) 0.67500(17) 0.0268(11) Uani 1 1 d . . . . .
H25 H 0.276107 0.737343 0.651838 0.032 Uiso 1 1 calc R U . . .
C26 C 0.4126(4) 0.5114(3) 0.60902(14) 0.0143(8) Uani 1 1 d . . . . .
C27 C 0.3936(4) 0.4413(3) 0.64644(15) 0.0158(8) Uani 1 1 d . . . . .
C28 C 0.5158(4) 0.4434(3) 0.66908(15) 0.0169(8) Uani 1 1 d . . . . .
C29 C 0.6038(4) 0.5094(3) 0.64745(15) 0.0159(8) Uani 1 1 d . . . . .
C30 C 0.5400(4) 0.5546(3) 0.60919(14) 0.0143(8) Uani 1 1 d . . . . .
Si2 Si 0.25203(13) 0.35937(10) 0.66144(5) 0.0251(3) Uani 1 1 d . . . . .
C31 C 0.0951(6) 0.4294(5) 0.6602(3) 0.0537(18) Uani 1 1 d . . . . .
H31A H 0.028700 0.389523 0.675702 0.081 Uiso 1 1 calc R U . . .
H31B H 0.069338 0.440958 0.628378 0.081 Uiso 1 1 calc R U . . .
H31C H 0.105254 0.494308 0.675746 0.081 Uiso 1 1 calc R U . . .
C32 C 0.2498(6) 0.2546(4) 0.6187(2) 0.0399(14) Uani 1 1 d . . . . .
H32A H 0.327639 0.213407 0.622255 0.060 Uiso 1 1 calc R U . . .
H32B H 0.247207 0.282874 0.587794 0.060 Uiso 1 1 calc R U . . .
H32C H 0.173302 0.212556 0.623703 0.060 Uiso 1 1 calc R U . . .
C33 C 0.2769(7) 0.3078(5) 0.7201(2) 0.0518(18) Uani 1 1 d . . . . .
H33A H 0.199769 0.270723 0.729674 0.078 Uiso 1 1 calc R U . . .
H33B H 0.292763 0.363476 0.741444 0.078 Uiso 1 1 calc R U . . .
H33C H 0.351386 0.262294 0.720079 0.078 Uiso 1 1 calc R U . . .
C34 C 0.6058(4) 0.6227(3) 0.57489(14) 0.0173(9) Uani 1 1 d . . . . .
H34 H 0.688338 0.646663 0.588840 0.021 Uiso 1 1 calc R U . . .
C35 C 0.5262(5) 0.7157(3) 0.56231(18) 0.0281(10) Uani 1 1 d . . . . .
H35A H 0.584102 0.770476 0.553147 0.042 Uiso 1 1 calc R U . . .
H35B H 0.475134 0.736987 0.588789 0.042 Uiso 1 1 calc R U . . .
H35C H 0.468263 0.699197 0.536916 0.042 Uiso 1 1 calc R U . . .
N36 N 0.6384(4) 0.5653(3) 0.53323(13) 0.0219(8) Uani 1 1 d . . . . .
C37 C 0.7035(6) 0.4706(4) 0.54305(18) 0.0366(13) Uani 1 1 d . . . . .
H37A H 0.721239 0.435022 0.514375 0.055 Uiso 1 1 calc R U . . .
H37B H 0.648193 0.428640 0.562462 0.055 Uiso 1 1 calc R U . . .
H37C H 0.784883 0.484200 0.558931 0.055 Uiso 1 1 calc R U . . .
C38 C 0.7208(5) 0.6250(4) 0.50291(18) 0.0305(11) Uani 1 1 d . . . . .
H38A H 0.801830 0.640973 0.518558 0.046 Uiso 1 1 calc R U . . .
H38B H 0.676400 0.687703 0.494721 0.046 Uiso 1 1 calc R U . . .
H38C H 0.739243 0.586311 0.475140 0.046 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 C9 2.016(4) . ?
Fe1 C6 2.018(4) . ?
Fe1 C8 2.031(4) . ?
Fe1 C5 2.043(5) . ?
Fe1 C4 2.049(5) . ?
Fe1 C1 2.052(5) . ?
Fe1 C3 2.053(5) . ?
Fe1 C2 2.057(5) . ?
Fe1 C7 2.064(4) . ?
Fe1 C10 2.071(4) . ?
I1 C6 2.105(4) . ?
Cl1 C8 1.731(4) . ?
F1 C9 1.353(5) . ?
C1 C5 1.417(7) . ?
C1 C2 1.425(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.409(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.412(7) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.449(6) . ?
C6 C10 1.452(6) . ?
C7 C8 1.426(6) . ?
C7 C14 1.524(6) . ?
C8 C9 1.405(6) . ?
C9 C10 1.429(6) . ?
C10 Si1 1.881(5) . ?
Si1 C12 1.854(5) . ?
Si1 C11 1.860(6) . ?
Si1 C13 1.871(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 N16 1.467(6) . ?
C14 C15 1.529(6) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
N16 C18 1.455(6) . ?
N16 C17 1.464(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
Fe2 C28 2.011(4) . ?
Fe2 C29 2.028(4) . ?
Fe2 C26 2.028(4) . ?
Fe2 C30 2.046(4) . ?
Fe2 C22 2.051(5) . ?
Fe2 C21 2.055(4) . ?
Fe2 C23 2.055(5) . ?
Fe2 C25 2.055(4) . ?
Fe2 C24 2.055(5) . ?
Fe2 C27 2.076(4) . ?
I2 C26 2.100(4) . ?
F2 C28 1.352(5) . ?
Cl2 C29 1.724(4) . ?
C21 C25 1.412(7) . ?
C21 C22 1.435(8) . ?
C21 H21 0.9500 . ?
C22 C23 1.408(9) . ?
C22 H22 0.9500 . ?
C23 C24 1.406(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.417(7) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C30 1.439(6) . ?
C26 C27 1.450(6) . ?
C27 C28 1.430(6) . ?
C27 Si2 1.878(5) . ?
C28 C29 1.414(6) . ?
C29 C30 1.433(6) . ?
C30 C34 1.513(6) . ?
Si2 C33 1.867(6) . ?
Si2 C32 1.870(6) . ?
Si2 C31 1.873(7) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 N36 1.477(6) . ?
C34 C35 1.528(6) . ?
C34 H34 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
N36 C37 1.455(6) . ?
N36 C38 1.464(6) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 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
C9 Fe1 C6 67.99(17) . . ?
C9 Fe1 C8 40.63(18) . . ?
C6 Fe1 C8 68.12(16) . . ?
C9 Fe1 C5 107.69(19) . . ?
C6 Fe1 C5 175.67(19) . . ?
C8 Fe1 C5 108.66(19) . . ?
C9 Fe1 C4 134.1(2) . . ?
C6 Fe1 C4 142.7(2) . . ?
C8 Fe1 C4 107.9(2) . . ?
C5 Fe1 C4 40.4(2) . . ?
C9 Fe1 C1 110.7(2) . . ?
C6 Fe1 C1 140.29(19) . . ?
C8 Fe1 C1 137.98(19) . . ?
C5 Fe1 C1 40.49(19) . . ?
C4 Fe1 C1 68.2(2) . . ?
C9 Fe1 C3 174.6(2) . . ?
C6 Fe1 C3 116.54(19) . . ?
C8 Fe1 C3 137.0(2) . . ?
C5 Fe1 C3 67.8(2) . . ?
C4 Fe1 C3 40.5(2) . . ?
C1 Fe1 C3 68.0(2) . . ?
C9 Fe1 C2 141.9(2) . . ?
C6 Fe1 C2 115.51(19) . . ?
C8 Fe1 C2 175.78(19) . . ?
C5 Fe1 C2 67.8(2) . . ?
C4 Fe1 C2 67.9(2) . . ?
C1 Fe1 C2 40.6(2) . . ?
C3 Fe1 C2 40.1(2) . . ?
C9 Fe1 C7 69.13(17) . . ?
C6 Fe1 C7 41.57(16) . . ?
C8 Fe1 C7 40.75(16) . . ?
C5 Fe1 C7 137.62(19) . . ?
C4 Fe1 C7 110.45(19) . . ?
C1 Fe1 C7 178.08(19) . . ?
C3 Fe1 C7 111.98(19) . . ?
C2 Fe1 C7 140.53(19) . . ?
C9 Fe1 C10 40.92(17) . . ?
C6 Fe1 C10 41.56(17) . . ?
C8 Fe1 C10 69.52(17) . . ?
C5 Fe1 C10 135.09(19) . . ?
C4 Fe1 C10 174.5(2) . . ?
C1 Fe1 C10 110.14(19) . . ?
C3 Fe1 C10 144.4(2) . . ?
C2 Fe1 C10 114.6(2) . . ?
C7 Fe1 C10 71.07(17) . . ?
C5 C1 C2 107.2(4) . . ?
C5 C1 Fe1 69.4(3) . . ?
C2 C1 Fe1 69.9(3) . . ?
C5 C1 H1 126.4 . . ?
C2 C1 H1 126.4 . . ?
Fe1 C1 H1 125.9 . . ?
C3 C2 C1 108.2(5) . . ?
C3 C2 Fe1 69.8(3) . . ?
C1 C2 Fe1 69.5(3) . . ?
C3 C2 H2 125.9 . . ?
C1 C2 H2 125.9 . . ?
Fe1 C2 H2 126.3 . . ?
C2 C3 C4 108.3(5) . . ?
C2 C3 Fe1 70.1(3) . . ?
C4 C3 Fe1 69.6(3) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
Fe1 C3 H3 126.0 . . ?
C5 C4 C3 107.5(5) . . ?
C5 C4 Fe1 69.6(3) . . ?
C3 C4 Fe1 69.9(3) . . ?
C5 C4 H4 126.2 . . ?
C3 C4 H4 126.2 . . ?
Fe1 C4 H4 125.8 . . ?
C4 C5 C1 108.7(5) . . ?
C4 C5 Fe1 70.0(3) . . ?
C1 C5 Fe1 70.1(3) . . ?
C4 C5 H5 125.6 . . ?
C1 C5 H5 125.6 . . ?
Fe1 C5 H5 125.8 . . ?
C7 C6 C10 111.9(4) . . ?
C7 C6 Fe1 70.9(2) . . ?
C10 C6 Fe1 71.2(2) . . ?
C7 C6 I1 126.2(3) . . ?
C10 C6 I1 121.7(3) . . ?
Fe1 C6 I1 128.9(2) . . ?
C8 C7 C6 104.1(4) . . ?
C8 C7 C14 122.0(4) . . ?
C6 C7 C14 133.7(4) . . ?
C8 C7 Fe1 68.4(2) . . ?
C6 C7 Fe1 67.5(2) . . ?
C14 C7 Fe1 130.3(3) . . ?
C9 C8 C7 109.7(4) . . ?
C9 C8 Cl1 124.5(3) . . ?
C7 C8 Cl1 125.8(3) . . ?
C9 C8 Fe1 69.1(2) . . ?
C7 C8 Fe1 70.9(2) . . ?
Cl1 C8 Fe1 126.2(2) . . ?
F1 C9 C8 123.1(4) . . ?
F1 C9 C10 125.6(4) . . ?
C8 C9 C10 111.2(4) . . ?
F1 C9 Fe1 127.6(3) . . ?
C8 C9 Fe1 70.3(2) . . ?
C10 C9 Fe1 71.6(2) . . ?
C9 C10 C6 103.1(4) . . ?
C9 C10 Si1 127.0(3) . . ?
C6 C10 Si1 129.8(3) . . ?
C9 C10 Fe1 67.5(2) . . ?
C6 C10 Fe1 67.3(2) . . ?
Si1 C10 Fe1 130.5(2) . . ?
C12 Si1 C11 109.3(3) . . ?
C12 Si1 C13 110.3(3) . . ?
C11 Si1 C13 109.2(3) . . ?
C12 Si1 C10 108.7(2) . . ?
C11 Si1 C10 111.5(2) . . ?
C13 Si1 C10 107.9(2) . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N16 C14 C7 107.5(3) . . ?
N16 C14 C15 116.4(4) . . ?
C7 C14 C15 116.7(4) . . ?
N16 C14 H14 105.0 . . ?
C7 C14 H14 105.0 . . ?
C15 C14 H14 105.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C18 N16 C17 109.9(4) . . ?
C18 N16 C14 113.3(4) . . ?
C17 N16 C14 112.4(4) . . ?
N16 C17 H17A 109.5 . . ?
N16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N16 C18 H18A 109.5 . . ?
N16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C28 Fe2 C29 40.98(18) . . ?
C28 Fe2 C26 67.60(17) . . ?
C29 Fe2 C26 68.38(17) . . ?
C28 Fe2 C30 69.22(17) . . ?
C29 Fe2 C30 41.18(17) . . ?
C26 Fe2 C30 41.36(16) . . ?
C28 Fe2 C22 105.8(2) . . ?
C29 Fe2 C22 124.2(2) . . ?
C26 Fe2 C22 153.9(2) . . ?
C30 Fe2 C22 162.4(2) . . ?
C28 Fe2 C21 126.6(2) . . ?
C29 Fe2 C21 163.1(2) . . ?
C26 Fe2 C21 121.4(2) . . ?
C30 Fe2 C21 155.1(2) . . ?
C22 Fe2 C21 40.9(2) . . ?
C28 Fe2 C23 116.7(2) . . ?
C29 Fe2 C23 105.4(2) . . ?
C26 Fe2 C23 165.9(2) . . ?
C30 Fe2 C23 125.8(2) . . ?
C22 Fe2 C23 40.1(2) . . ?
C21 Fe2 C23 68.0(2) . . ?
C28 Fe2 C25 165.3(2) . . ?
C29 Fe2 C25 153.5(2) . . ?
C26 Fe2 C25 111.70(19) . . ?
C30 Fe2 C25 120.68(18) . . ?
C22 Fe2 C25 68.0(2) . . ?
C21 Fe2 C25 40.2(2) . . ?
C23 Fe2 C25 67.8(2) . . ?
C28 Fe2 C24 151.2(2) . . ?
C29 Fe2 C24 118.1(2) . . ?
C26 Fe2 C24 130.5(2) . . ?
C30 Fe2 C24 108.38(19) . . ?
C22 Fe2 C24 67.4(2) . . ?
C21 Fe2 C24 67.6(2) . . ?
C23 Fe2 C24 40.0(2) . . ?
C25 Fe2 C24 40.3(2) . . ?
C28 Fe2 C27 40.92(17) . . ?
C29 Fe2 C27 70.16(17) . . ?
C26 Fe2 C27 41.37(17) . . ?
C30 Fe2 C27 71.13(16) . . ?
C22 Fe2 C27 116.9(2) . . ?
C21 Fe2 C27 107.4(2) . . ?
C23 Fe2 C27 150.2(2) . . ?
C25 Fe2 C27 128.6(2) . . ?
C24 Fe2 C27 167.6(2) . . ?
C25 C21 C22 107.5(5) . . ?
C25 C21 Fe2 69.9(3) . . ?
C22 C21 Fe2 69.4(3) . . ?
C25 C21 H21 126.2 . . ?
C22 C21 H21 126.2 . . ?
Fe2 C21 H21 126.0 . . ?
C23 C22 C21 107.9(5) . . ?
C23 C22 Fe2 70.1(3) . . ?
C21 C22 Fe2 69.7(3) . . ?
C23 C22 H22 126.1 . . ?
C21 C22 H22 126.1 . . ?
Fe2 C22 H22 125.7 . . ?
C24 C23 C22 108.1(5) . . ?
C24 C23 Fe2 70.0(3) . . ?
C22 C23 Fe2 69.8(3) . . ?
C24 C23 H23 125.9 . . ?
C22 C23 H23 125.9 . . ?
Fe2 C23 H23 125.8 . . ?
C23 C24 C25 108.6(5) . . ?
C23 C24 Fe2 70.0(3) . . ?
C25 C24 Fe2 69.8(3) . . ?
C23 C24 H24 125.7 . . ?
C25 C24 H24 125.7 . . ?
Fe2 C24 H24 126.1 . . ?
C21 C25 C24 107.8(5) . . ?
C21 C25 Fe2 69.9(3) . . ?
C24 C25 Fe2 69.8(3) . . ?
C21 C25 H25 126.1 . . ?
C24 C25 H25 126.1 . . ?
Fe2 C25 H25 125.7 . . ?
C30 C26 C27 112.2(4) . . ?
C30 C26 Fe2 70.0(2) . . ?
C27 C26 Fe2 71.1(2) . . ?
C30 C26 I2 124.7(3) . . ?
C27 C26 I2 122.7(3) . . ?
Fe2 C26 I2 132.7(2) . . ?
C28 C27 C26 102.5(4) . . ?
C28 C27 Si2 126.5(3) . . ?
C26 C27 Si2 130.8(3) . . ?
C28 C27 Fe2 67.1(2) . . ?
C26 C27 Fe2 67.5(2) . . ?
Si2 C27 Fe2 130.8(2) . . ?
F2 C28 C29 122.5(4) . . ?
F2 C28 C27 125.3(4) . . ?
C29 C28 C27 112.1(4) . . ?
F2 C28 Fe2 128.1(3) . . ?
C29 C28 Fe2 70.2(2) . . ?
C27 C28 Fe2 72.0(2) . . ?
C28 C29 C30 108.1(4) . . ?
C28 C29 Cl2 124.3(3) . . ?
C30 C29 Cl2 127.5(3) . . ?
C28 C29 Fe2 68.9(2) . . ?
C30 C29 Fe2 70.1(2) . . ?
Cl2 C29 Fe2 129.4(2) . . ?
C29 C30 C26 105.1(4) . . ?
C29 C30 C34 124.1(4) . . ?
C26 C30 C34 130.5(4) . . ?
C29 C30 Fe2 68.7(2) . . ?
C26 C30 Fe2 68.6(2) . . ?
C34 C30 Fe2 132.0(3) . . ?
C33 Si2 C32 110.2(3) . . ?
C33 Si2 C31 108.7(4) . . ?
C32 Si2 C31 110.1(3) . . ?
C33 Si2 C27 108.6(2) . . ?
C32 Si2 C27 106.5(2) . . ?
C31 Si2 C27 112.8(3) . . ?
Si2 C31 H31A 109.5 . . ?
Si2 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
Si2 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
Si2 C32 H32A 109.5 . . ?
Si2 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
Si2 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Si2 C33 H33A 109.5 . . ?
Si2 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
Si2 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N36 C34 C30 110.1(3) . . ?
N36 C34 C35 109.9(4) . . ?
C30 C34 C35 113.5(4) . . ?
N36 C34 H34 107.7 . . ?
C30 C34 H34 107.7 . . ?
C35 C34 H34 107.7 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 N36 C38 108.4(4) . . ?
C37 N36 C34 112.9(4) . . ?
C38 N36 C34 110.8(4) . . ?
N36 C37 H37A 109.5 . . ?
N36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
N36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N36 C38 H38A 109.5 . . ?
N36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 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 0.3(5) . . . . ?
Fe1 C1 C2 C3 -59.3(3) . . . . ?
C5 C1 C2 Fe1 59.6(3) . . . . ?
C1 C2 C3 C4 -0.2(5) . . . . ?
Fe1 C2 C3 C4 -59.3(3) . . . . ?
C1 C2 C3 Fe1 59.1(3) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
Fe1 C3 C4 C5 -59.7(3) . . . . ?
C2 C3 C4 Fe1 59.6(3) . . . . ?
C3 C4 C5 C1 0.3(6) . . . . ?
Fe1 C4 C5 C1 -59.6(3) . . . . ?
C3 C4 C5 Fe1 59.9(3) . . . . ?
C2 C1 C5 C4 -0.4(6) . . . . ?
Fe1 C1 C5 C4 59.6(3) . . . . ?
C2 C1 C5 Fe1 -59.9(3) . . . . ?
C10 C6 C7 C8 -0.5(5) . . . . ?
Fe1 C6 C7 C8 59.0(3) . . . . ?
I1 C6 C7 C8 -176.2(3) . . . . ?
C10 C6 C7 C14 175.5(4) . . . . ?
Fe1 C6 C7 C14 -125.0(5) . . . . ?
I1 C6 C7 C14 -0.2(7) . . . . ?
C10 C6 C7 Fe1 -59.5(3) . . . . ?
I1 C6 C7 Fe1 124.8(3) . . . . ?
C6 C7 C8 C9 -0.1(5) . . . . ?
C14 C7 C8 C9 -176.7(4) . . . . ?
Fe1 C7 C8 C9 58.3(3) . . . . ?
C6 C7 C8 Cl1 -179.8(3) . . . . ?
C14 C7 C8 Cl1 3.6(6) . . . . ?
Fe1 C7 C8 Cl1 -121.4(3) . . . . ?
C6 C7 C8 Fe1 -58.4(3) . . . . ?
C14 C7 C8 Fe1 125.0(4) . . . . ?
C7 C8 C9 F1 178.0(4) . . . . ?
Cl1 C8 C9 F1 -2.3(6) . . . . ?
Fe1 C8 C9 F1 -122.6(4) . . . . ?
C7 C8 C9 C10 0.7(5) . . . . ?
Cl1 C8 C9 C10 -179.6(3) . . . . ?
Fe1 C8 C9 C10 60.1(3) . . . . ?
C7 C8 C9 Fe1 -59.4(3) . . . . ?
Cl1 C8 C9 Fe1 120.3(3) . . . . ?
F1 C9 C10 C6 -178.2(4) . . . . ?
C8 C9 C10 C6 -1.0(5) . . . . ?
Fe1 C9 C10 C6 58.3(3) . . . . ?
F1 C9 C10 Si1 -1.1(7) . . . . ?
C8 C9 C10 Si1 176.2(3) . . . . ?
Fe1 C9 C10 Si1 -124.6(4) . . . . ?
F1 C9 C10 Fe1 123.5(4) . . . . ?
C8 C9 C10 Fe1 -59.3(3) . . . . ?
C7 C6 C10 C9 0.9(5) . . . . ?
Fe1 C6 C10 C9 -58.5(3) . . . . ?
I1 C6 C10 C9 176.8(3) . . . . ?
C7 C6 C10 Si1 -176.1(3) . . . . ?
Fe1 C6 C10 Si1 124.5(4) . . . . ?
I1 C6 C10 Si1 -0.2(6) . . . . ?
C7 C6 C10 Fe1 59.4(3) . . . . ?
I1 C6 C10 Fe1 -124.7(3) . . . . ?
C9 C10 Si1 C12 -113.1(4) . . . . ?
C6 C10 Si1 C12 63.3(5) . . . . ?
Fe1 C10 Si1 C12 156.2(3) . . . . ?
C9 C10 Si1 C11 126.4(4) . . . . ?
C6 C10 Si1 C11 -57.3(5) . . . . ?
Fe1 C10 Si1 C11 35.6(4) . . . . ?
C9 C10 Si1 C13 6.5(5) . . . . ?
C6 C10 Si1 C13 -177.2(4) . . . . ?
Fe1 C10 Si1 C13 -84.2(4) . . . . ?
C8 C7 C14 N16 75.3(5) . . . . ?
C6 C7 C14 N16 -100.1(5) . . . . ?
Fe1 C7 C14 N16 163.1(3) . . . . ?
C8 C7 C14 C15 -151.9(4) . . . . ?
C6 C7 C14 C15 32.7(7) . . . . ?
Fe1 C7 C14 C15 -64.1(5) . . . . ?
C7 C14 N16 C18 76.4(5) . . . . ?
C15 C14 N16 C18 -56.6(5) . . . . ?
C7 C14 N16 C17 -158.2(4) . . . . ?
C15 C14 N16 C17 68.8(6) . . . . ?
C25 C21 C22 C23 0.2(5) . . . . ?
Fe2 C21 C22 C23 59.9(3) . . . . ?
C25 C21 C22 Fe2 -59.8(3) . . . . ?
C21 C22 C23 C24 0.1(5) . . . . ?
Fe2 C22 C23 C24 59.8(3) . . . . ?
C21 C22 C23 Fe2 -59.7(3) . . . . ?
C22 C23 C24 C25 -0.3(5) . . . . ?
Fe2 C23 C24 C25 59.3(3) . . . . ?
C22 C23 C24 Fe2 -59.6(3) . . . . ?
C22 C21 C25 C24 -0.4(5) . . . . ?
Fe2 C21 C25 C24 -59.8(3) . . . . ?
C22 C21 C25 Fe2 59.4(3) . . . . ?
C23 C24 C25 C21 0.4(5) . . . . ?
Fe2 C24 C25 C21 59.8(3) . . . . ?
C23 C24 C25 Fe2 -59.4(3) . . . . ?
C30 C26 C27 C28 -0.5(5) . . . . ?
Fe2 C26 C27 C28 -58.4(3) . . . . ?
I2 C26 C27 C28 172.3(3) . . . . ?
C30 C26 C27 Si2 -176.7(3) . . . . ?
Fe2 C26 C27 Si2 125.3(4) . . . . ?
I2 C26 C27 Si2 -4.0(6) . . . . ?
C30 C26 C27 Fe2 58.0(3) . . . . ?
I2 C26 C27 Fe2 -129.2(3) . . . . ?
C26 C27 C28 F2 -176.8(4) . . . . ?
Si2 C27 C28 F2 -0.3(6) . . . . ?
Fe2 C27 C28 F2 124.4(4) . . . . ?
C26 C27 C28 C29 -0.1(5) . . . . ?
Si2 C27 C28 C29 176.4(3) . . . . ?
Fe2 C27 C28 C29 -58.8(3) . . . . ?
C26 C27 C28 Fe2 58.8(3) . . . . ?
Si2 C27 C28 Fe2 -124.7(3) . . . . ?
F2 C28 C29 C30 177.4(4) . . . . ?
C27 C28 C29 C30 0.6(5) . . . . ?
Fe2 C28 C29 C30 -59.3(3) . . . . ?
F2 C28 C29 Cl2 0.8(6) . . . . ?
C27 C28 C29 Cl2 -176.1(3) . . . . ?
Fe2 C28 C29 Cl2 124.0(3) . . . . ?
F2 C28 C29 Fe2 -123.2(4) . . . . ?
C27 C28 C29 Fe2 59.9(3) . . . . ?
C28 C29 C30 C26 -0.8(4) . . . . ?
Cl2 C29 C30 C26 175.7(3) . . . . ?
Fe2 C29 C30 C26 -59.4(3) . . . . ?
C28 C29 C30 C34 -174.3(4) . . . . ?
Cl2 C29 C30 C34 2.2(6) . . . . ?
Fe2 C29 C30 C34 127.1(4) . . . . ?
C28 C29 C30 Fe2 58.5(3) . . . . ?
Cl2 C29 C30 Fe2 -124.9(4) . . . . ?
C27 C26 C30 C29 0.8(5) . . . . ?
Fe2 C26 C30 C29 59.4(3) . . . . ?
I2 C26 C30 C29 -171.8(3) . . . . ?
C27 C26 C30 C34 173.7(4) . . . . ?
Fe2 C26 C30 C34 -127.7(4) . . . . ?
I2 C26 C30 C34 1.1(6) . . . . ?
C27 C26 C30 Fe2 -58.6(3) . . . . ?
I2 C26 C30 Fe2 128.8(3) . . . . ?
C28 C27 Si2 C33 16.1(5) . . . . ?
C26 C27 Si2 C33 -168.4(4) . . . . ?
Fe2 C27 Si2 C33 -73.8(4) . . . . ?
C28 C27 Si2 C32 -102.5(4) . . . . ?
C26 C27 Si2 C32 73.0(4) . . . . ?
Fe2 C27 Si2 C32 167.5(3) . . . . ?
C28 C27 Si2 C31 136.6(4) . . . . ?
C26 C27 Si2 C31 -47.9(5) . . . . ?
Fe2 C27 Si2 C31 46.6(4) . . . . ?
C29 C30 C34 N36 99.7(5) . . . . ?
C26 C30 C34 N36 -72.0(5) . . . . ?
Fe2 C30 C34 N36 -169.2(3) . . . . ?
C29 C30 C34 C35 -136.6(4) . . . . ?
C26 C30 C34 C35 51.6(6) . . . . ?
Fe2 C30 C34 C35 -45.5(6) . . . . ?
C30 C34 N36 C37 -48.7(5) . . . . ?
C35 C34 N36 C37 -174.4(4) . . . . ?
C30 C34 N36 C38 -170.6(4) . . . . ?
C35 C34 N36 C38 63.8(5) . . . . ?

#------------------------------------------------------------------------------#
#                                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_WE7851
_database_code_depnum_ccdc_archive 'CCDC 1920665'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-04 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 06 mai 2019                                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H16 Cl F Fe I N'
_chemical_formula_sum            'C14 H16 Cl F Fe I N'
_chemical_formula_weight         435.48
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
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'

_cell_length_a                   7.6115(19)
_cell_length_b                   11.500(2)
_cell_length_c                   17.886(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1565.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    8003
_cell_measurement_theta_min      2.6760
_cell_measurement_theta_max      27.4272
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.250
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.848
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             848
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    3.102
_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  0.345
_exptl_absorpt_correction_T_max  0.460

#------------------------------------------------------------------------------#
#                               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  0.0308
_diffrn_reflns_av_uneti/neti     0.0413
_diffrn_reflns_number            8074
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.406
_diffrn_reflns_theta_max         27.439
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_reflns_number_total             3540
_reflns_number_gt                3474
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.735
_reflns_Friedel_fraction_max     0.989
_reflns_Friedel_fraction_full    0.992

_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)+(0.0187P)²+1.1089P] 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         3540
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0249
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0586
_refine_ls_wR_factor_gt          0.0581
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.446
_refine_diff_density_min         -1.151
_refine_diff_density_rms         0.130
_refine_ls_abs_structure_details 
;
Flack x determined using 1453 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.017(19)

#------------------------------------------------------------------------------#
#               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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'

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 0.7485(8) 0.0949(4) 0.3499(4) 0.0402(15) Uani 1 1 d . . . . .
H1 H 0.669913 0.065945 0.386724 0.048 Uiso 1 1 calc R U . . .
C2 C 0.7232(8) 0.0905(4) 0.2733(4) 0.0409(15) Uani 1 1 d . . . . .
H2 H 0.624576 0.057461 0.248601 0.049 Uiso 1 1 calc R U . . .
C3 C 0.8675(10) 0.1429(5) 0.2385(3) 0.0384(14) Uani 1 1 d . . . . .
H3 H 0.883834 0.151895 0.186152 0.046 Uiso 1 1 calc R U . . .
C4 C 0.9852(7) 0.1802(4) 0.2952(4) 0.0373(15) Uani 1 1 d . . . . .
H4 H 1.094311 0.218693 0.287795 0.045 Uiso 1 1 calc R U . . .
C5 C 0.9106(8) 0.1497(4) 0.3639(3) 0.0363(14) Uani 1 1 d . . . . .
H5 H 0.960615 0.163606 0.411742 0.044 Uiso 1 1 calc R U . . .
C6 C 0.7768(6) 0.4345(3) 0.2936(2) 0.0113(7) Uani 1 1 d . . . . .
H6 H 0.884276 0.474637 0.285684 0.014 Uiso 1 1 calc R U . . .
C7 C 0.6664(5) 0.3891(4) 0.2360(2) 0.0130(8) Uani 1 1 d . . . . .
C8 C 0.5220(5) 0.3360(4) 0.2717(3) 0.0151(8) Uani 1 1 d . . . . .
C9 C 0.5402(5) 0.3471(4) 0.3507(2) 0.0126(8) Uani 1 1 d . . . . .
C10 C 0.7009(5) 0.4103(3) 0.3653(2) 0.0112(7) Uani 1 1 d . . . . .
C11 C 0.7664(6) 0.4500(3) 0.4409(2) 0.0120(8) Uani 1 1 d . . . . .
H11 H 0.718259 0.394698 0.478896 0.014 Uiso 1 1 calc R U . . .
C12 C 0.9673(6) 0.4442(4) 0.4463(3) 0.0198(9) Uani 1 1 d . . . . .
H12A H 1.019283 0.481369 0.402258 0.030 Uiso 1 1 calc R U . . .
H12B H 1.004588 0.362699 0.448574 0.030 Uiso 1 1 calc R U . . .
H12C H 1.006283 0.484766 0.491536 0.030 Uiso 1 1 calc R U . . .
N13 N 0.7046(6) 0.5687(3) 0.4619(2) 0.0174(7) Uani 1 1 d . . . . .
C14 C 0.7776(8) 0.6620(4) 0.4153(3) 0.0282(11) Uani 1 1 d . . . . .
H14A H 0.751001 0.646374 0.362630 0.042 Uiso 1 1 calc R U . . .
H14B H 0.905267 0.665448 0.422175 0.042 Uiso 1 1 calc R U . . .
H14C H 0.725423 0.736523 0.429919 0.042 Uiso 1 1 calc R U . . .
C15 C 0.5120(7) 0.5764(4) 0.4634(3) 0.0265(11) Uani 1 1 d . . . . .
H15A H 0.476688 0.651815 0.483962 0.040 Uiso 1 1 calc R U . . .
H15B H 0.464649 0.513901 0.494766 0.040 Uiso 1 1 calc R U . . .
H15C H 0.466122 0.568457 0.412455 0.040 Uiso 1 1 calc R U . . .
F1 F 0.3828(3) 0.2871(3) 0.23765(16) 0.0246(6) Uani 1 1 d . . . . .
Fe1 Fe 0.74523(7) 0.25927(5) 0.30580(3) 0.01022(13) Uani 1 1 d . . . . .
Cl1 Cl 0.38991(14) 0.29559(11) 0.41511(7) 0.0241(2) Uani 1 1 d . . . . .
I1 I 0.71010(4) 0.40199(2) 0.12018(2) 0.01666(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 1.384(10) . ?
C1 C5 1.408(9) . ?
C1 Fe1 2.048(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.399(10) . ?
C2 Fe1 2.033(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.419(9) . ?
C3 Fe1 2.027(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(9) . ?
C4 Fe1 2.049(5) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.062(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.429(5) . ?
C6 C10 1.432(5) . ?
C6 Fe1 2.041(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.410(6) . ?
C7 Fe1 2.037(4) . ?
C7 I1 2.103(4) . ?
C8 F1 1.346(5) . ?
C8 C9 1.425(6) . ?
C8 Fe1 2.009(4) . ?
C9 C10 1.446(5) . ?
C9 Cl1 1.728(4) . ?
C9 Fe1 2.025(4) . ?
C10 C11 1.513(5) . ?
C10 Fe1 2.064(4) . ?
C11 N13 1.492(5) . ?
C11 C12 1.533(6) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N13 C15 1.469(6) . ?
N13 C14 1.469(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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 108.3(5) . . ?
C2 C1 Fe1 69.6(3) . . ?
C5 C1 Fe1 70.5(3) . . ?
C2 C1 H1 125.8 . . ?
C5 C1 H1 125.8 . . ?
Fe1 C1 H1 125.7 . . ?
C1 C2 C3 108.4(5) . . ?
C1 C2 Fe1 70.8(3) . . ?
C3 C2 Fe1 69.6(3) . . ?
C1 C2 H2 125.8 . . ?
C3 C2 H2 125.8 . . ?
Fe1 C2 H2 125.4 . . ?
C2 C3 C4 107.9(5) . . ?
C2 C3 Fe1 70.1(3) . . ?
C4 C3 Fe1 70.5(3) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 H3 126.0 . . ?
Fe1 C3 H3 125.0 . . ?
C5 C4 C3 107.2(5) . . ?
C5 C4 Fe1 70.6(3) . . ?
C3 C4 Fe1 68.8(3) . . ?
C5 C4 H4 126.4 . . ?
C3 C4 H4 126.4 . . ?
Fe1 C4 H4 125.8 . . ?
C4 C5 C1 108.2(5) . . ?
C4 C5 Fe1 69.6(3) . . ?
C1 C5 Fe1 69.4(3) . . ?
C4 C5 H5 125.9 . . ?
C1 C5 H5 125.9 . . ?
Fe1 C5 H5 126.6 . . ?
C7 C6 C10 109.7(3) . . ?
C7 C6 Fe1 69.3(2) . . ?
C10 C6 Fe1 70.5(2) . . ?
C7 C6 H6 125.1 . . ?
C10 C6 H6 125.1 . . ?
Fe1 C6 H6 126.7 . . ?
C8 C7 C6 106.8(3) . . ?
C8 C7 Fe1 68.6(2) . . ?
C6 C7 Fe1 69.6(2) . . ?
C8 C7 I1 126.9(3) . . ?
C6 C7 I1 126.3(3) . . ?
Fe1 C7 I1 127.5(2) . . ?
F1 C8 C7 126.1(4) . . ?
F1 C8 C9 124.2(4) . . ?
C7 C8 C9 109.6(4) . . ?
F1 C8 Fe1 128.3(3) . . ?
C7 C8 Fe1 70.6(2) . . ?
C9 C8 Fe1 69.9(2) . . ?
C8 C9 C10 107.8(4) . . ?
C8 C9 Cl1 124.5(3) . . ?
C10 C9 Cl1 127.8(3) . . ?
C8 C9 Fe1 68.7(2) . . ?
C10 C9 Fe1 70.8(2) . . ?
Cl1 C9 Fe1 127.1(2) . . ?
C6 C10 C9 106.1(3) . . ?
C6 C10 C11 127.5(3) . . ?
C9 C10 C11 126.2(4) . . ?
C6 C10 Fe1 68.7(2) . . ?
C9 C10 Fe1 67.8(2) . . ?
C11 C10 Fe1 131.4(3) . . ?
N13 C11 C10 113.4(3) . . ?
N13 C11 C12 109.8(4) . . ?
C10 C11 C12 111.8(3) . . ?
N13 C11 H11 107.2 . . ?
C10 C11 H11 107.2 . . ?
C12 C11 H11 107.2 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 N13 C14 110.1(4) . . ?
C15 N13 C11 112.0(3) . . ?
C14 N13 C11 113.9(4) . . ?
N13 C14 H14A 109.5 . . ?
N13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N13 C15 H15A 109.5 . . ?
N13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 Fe1 C9 41.39(17) . . ?
C8 Fe1 C3 119.9(2) . . ?
C9 Fe1 C3 156.8(2) . . ?
C8 Fe1 C2 105.2(2) . . ?
C9 Fe1 C2 121.7(2) . . ?
C3 Fe1 C2 40.3(3) . . ?
C8 Fe1 C7 40.80(17) . . ?
C9 Fe1 C7 69.57(16) . . ?
C3 Fe1 C7 104.8(2) . . ?
C2 Fe1 C7 120.0(2) . . ?
C8 Fe1 C6 68.50(17) . . ?
C9 Fe1 C6 68.95(17) . . ?
C3 Fe1 C6 122.3(2) . . ?
C2 Fe1 C6 157.2(2) . . ?
C7 Fe1 C6 41.04(16) . . ?
C8 Fe1 C1 122.2(2) . . ?
C9 Fe1 C1 108.5(2) . . ?
C3 Fe1 C1 67.3(2) . . ?
C2 Fe1 C1 39.7(3) . . ?
C7 Fe1 C1 156.4(2) . . ?
C6 Fe1 C1 161.9(2) . . ?
C8 Fe1 C4 157.0(2) . . ?
C9 Fe1 C4 160.9(2) . . ?
C3 Fe1 C4 40.8(3) . . ?
C2 Fe1 C4 67.9(2) . . ?
C7 Fe1 C4 122.0(2) . . ?
C6 Fe1 C4 108.85(19) . . ?
C1 Fe1 C4 67.4(2) . . ?
C8 Fe1 C5 159.6(2) . . ?
C9 Fe1 C5 125.1(2) . . ?
C3 Fe1 C5 67.4(2) . . ?
C2 Fe1 C5 67.1(2) . . ?
C7 Fe1 C5 159.5(2) . . ?
C6 Fe1 C5 125.8(2) . . ?
C1 Fe1 C5 40.1(3) . . ?
C4 Fe1 C5 39.8(3) . . ?
C8 Fe1 C10 69.42(16) . . ?
C9 Fe1 C10 41.42(15) . . ?
C3 Fe1 C10 159.5(2) . . ?
C2 Fe1 C10 159.6(2) . . ?
C7 Fe1 C10 69.59(15) . . ?
C6 Fe1 C10 40.84(15) . . ?
C1 Fe1 C10 125.5(2) . . ?
C4 Fe1 C10 124.5(2) . . ?
C5 Fe1 C10 110.74(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 -0.4(6) . . . . ?
Fe1 C1 C2 C3 59.6(3) . . . . ?
C5 C1 C2 Fe1 -60.1(4) . . . . ?
C1 C2 C3 C4 0.2(6) . . . . ?
Fe1 C2 C3 C4 60.6(3) . . . . ?
C1 C2 C3 Fe1 -60.4(4) . . . . ?
C2 C3 C4 C5 0.1(6) . . . . ?
Fe1 C3 C4 C5 60.4(4) . . . . ?
C2 C3 C4 Fe1 -60.4(4) . . . . ?
C3 C4 C5 C1 -0.3(6) . . . . ?
Fe1 C4 C5 C1 58.9(4) . . . . ?
C3 C4 C5 Fe1 -59.3(3) . . . . ?
C2 C1 C5 C4 0.5(6) . . . . ?
Fe1 C1 C5 C4 -59.0(4) . . . . ?
C2 C1 C5 Fe1 59.5(4) . . . . ?
C10 C6 C7 C8 -0.3(5) . . . . ?
Fe1 C6 C7 C8 58.7(3) . . . . ?
C10 C6 C7 Fe1 -59.0(3) . . . . ?
C10 C6 C7 I1 178.7(3) . . . . ?
Fe1 C6 C7 I1 -122.3(3) . . . . ?
C6 C7 C8 F1 176.8(4) . . . . ?
Fe1 C7 C8 F1 -123.8(4) . . . . ?
I1 C7 C8 F1 -2.2(6) . . . . ?
C6 C7 C8 C9 -0.2(5) . . . . ?
Fe1 C7 C8 C9 59.2(3) . . . . ?
I1 C7 C8 C9 -179.2(3) . . . . ?
C6 C7 C8 Fe1 -59.4(3) . . . . ?
I1 C7 C8 Fe1 121.6(3) . . . . ?
F1 C8 C9 C10 -176.5(4) . . . . ?
C7 C8 C9 C10 0.6(5) . . . . ?
Fe1 C8 C9 C10 60.3(3) . . . . ?
F1 C8 C9 Cl1 2.0(6) . . . . ?
C7 C8 C9 Cl1 179.1(3) . . . . ?
Fe1 C8 C9 Cl1 -121.2(3) . . . . ?
F1 C8 C9 Fe1 123.3(4) . . . . ?
C7 C8 C9 Fe1 -59.7(3) . . . . ?
C7 C6 C10 C9 0.6(4) . . . . ?
Fe1 C6 C10 C9 -57.7(3) . . . . ?
C7 C6 C10 C11 -175.2(4) . . . . ?
Fe1 C6 C10 C11 126.5(4) . . . . ?
C7 C6 C10 Fe1 58.3(3) . . . . ?
C8 C9 C10 C6 -0.7(4) . . . . ?
Cl1 C9 C10 C6 -179.2(3) . . . . ?
Fe1 C9 C10 C6 58.2(3) . . . . ?
C8 C9 C10 C11 175.2(4) . . . . ?
Cl1 C9 C10 C11 -3.3(6) . . . . ?
Fe1 C9 C10 C11 -125.9(4) . . . . ?
C8 C9 C10 Fe1 -59.0(3) . . . . ?
Cl1 C9 C10 Fe1 122.6(3) . . . . ?
C6 C10 C11 N13 84.7(5) . . . . ?
C9 C10 C11 N13 -90.3(5) . . . . ?
Fe1 C10 C11 N13 178.5(3) . . . . ?
C6 C10 C11 C12 -40.1(5) . . . . ?
C9 C10 C11 C12 144.9(4) . . . . ?
Fe1 C10 C11 C12 53.7(5) . . . . ?
C10 C11 N13 C15 58.6(5) . . . . ?
C12 C11 N13 C15 -175.5(4) . . . . ?
C10 C11 N13 C14 -67.3(5) . . . . ?
C12 C11 N13 C14 58.6(5) . . . . ?

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
C12 H12C I1 0.98 3.11 3.824(5) 130.4 2_665 yes
C14 H14A F1 0.98 2.62 3.323(6) 128.6 3_655 yes
C15 H15B Cl1 0.98 2.94 3.469(5) 114.8 . 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_WE7861
_database_code_depnum_ccdc_archive 'CCDC 1920666'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-04 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 06 mai 2019                                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H24 Cl F Fe I N Si'
_chemical_formula_sum            'C17 H24 Cl F Fe I N Si'
_chemical_formula_weight         507.66
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
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'

_cell_length_a                   7.3187(12)
_cell_length_b                   12.538(2)
_cell_length_c                   21.583(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1980.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    8673
_cell_measurement_theta_min      2.4901
_cell_measurement_theta_max      27.4689
_cell_measurement_wavelength     0.71073

#------------------------------------------------------------------------------#
#                             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          0.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1008
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.522
_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  0.305
_exptl_absorpt_correction_T_max  0.458

#------------------------------------------------------------------------------#
#                               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  0.0370
_diffrn_reflns_av_uneti/neti     0.0418
_diffrn_reflns_number            11454
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.939
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.988
_reflns_number_total             4489
_reflns_number_gt                4423
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.743
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    0.993

_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)+(0.0225P)²+1.0548P] 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         4489
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0763
_refine_ls_wR_factor_gt          0.0759
_refine_ls_goodness_of_fit_ref   1.333
_refine_ls_restrained_S_all      1.333
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.904
_refine_diff_density_min         -1.299
_refine_diff_density_rms         0.136
_refine_ls_abs_structure_details 
;
Flack x determined using 1853 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(11)

#------------------------------------------------------------------------------#
#               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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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 0.79056(8) 0.54455(5) 0.61888(3) 0.01278(13) Uani 1 1 d . . . . .
F1 F 0.4419(4) 0.6003(2) 0.68677(11) 0.0213(6) Uani 1 1 d . . . . .
I1 I 0.76342(4) 0.27795(2) 0.54936(2) 0.02529(10) Uani 1 1 d . . . . .
Cl1 Cl 0.49014(17) 0.72513(9) 0.56260(5) 0.0234(2) Uani 1 1 d . . . . .
C1 C 1.0196(8) 0.5002(6) 0.6675(3) 0.0379(6) Uani 1 1 d . . . . .
H1 H 1.040490 0.432726 0.686180 0.045 Uiso 1 1 calc R U . . .
C2 C 1.0682(8) 0.5277(5) 0.6074(3) 0.0379(6) Uani 1 1 d . . . . .
H2 H 1.126112 0.482540 0.577988 0.045 Uiso 1 1 calc R U . . .
C3 C 1.0159(8) 0.6350(6) 0.5979(3) 0.0379(6) Uani 1 1 d . . . . .
H3 H 1.033859 0.675027 0.561078 0.045 Uiso 1 1 calc R U . . .
C4 C 0.9321(8) 0.6723(6) 0.6528(3) 0.0379(6) Uani 1 1 d . . . . .
H4 H 0.882871 0.741460 0.659489 0.045 Uiso 1 1 calc R U . . .
C5 C 0.9353(8) 0.5871(5) 0.6962(3) 0.0379(6) Uani 1 1 d . . . . .
H5 H 0.888532 0.588852 0.737235 0.045 Uiso 1 1 calc R U . . .
C6 C 0.5210(6) 0.5478(4) 0.63930(19) 0.0147(8) Uani 1 1 d . . . . .
C7 C 0.5521(6) 0.5967(3) 0.58089(18) 0.0134(8) Uani 1 1 d . . . . .
C8 C 0.6341(5) 0.5185(3) 0.54087(18) 0.0118(8) Uani 1 1 d . . . . .
C9 C 0.6509(6) 0.4239(3) 0.5780(2) 0.0124(7) Uani 1 1 d . . . . .
C10 C 0.5807(6) 0.4403(3) 0.64007(18) 0.0133(8) Uani 1 1 d . . . . .
C11 C 0.6681(6) 0.5354(3) 0.47212(18) 0.0137(8) Uani 1 1 d . . . . .
H11 H 0.651233 0.613140 0.463332 0.016 Uiso 1 1 calc R U . . .
C12 C 0.8618(6) 0.5051(4) 0.4517(2) 0.0235(9) Uani 1 1 d . . . . .
H12A H 0.874391 0.427325 0.451749 0.035 Uiso 1 1 calc R U . . .
H12B H 0.950680 0.536227 0.480499 0.035 Uiso 1 1 calc R U . . .
H12C H 0.884339 0.532508 0.409880 0.035 Uiso 1 1 calc R U . . .
N13 N 0.5269(5) 0.4769(3) 0.43707(15) 0.0160(7) Uani 1 1 d . . . . .
C14 C 0.3436(6) 0.5176(4) 0.4513(2) 0.0248(10) Uani 1 1 d . . . . .
H14A H 0.338377 0.594126 0.442082 0.037 Uiso 1 1 calc R U . . .
H14B H 0.316880 0.506103 0.495279 0.037 Uiso 1 1 calc R U . . .
H14C H 0.253059 0.479904 0.426013 0.037 Uiso 1 1 calc R U . . .
C15 C 0.5543(8) 0.4852(5) 0.3699(2) 0.0302(12) Uani 1 1 d . . . . .
H15A H 0.551301 0.560397 0.357551 0.045 Uiso 1 1 calc R U . . .
H15B H 0.456916 0.446346 0.348385 0.045 Uiso 1 1 calc R U . . .
H15C H 0.672951 0.454357 0.358859 0.045 Uiso 1 1 calc R U . . .
C16 C 0.7738(8) 0.2823(5) 0.7298(3) 0.0403(14) Uani 1 1 d . . . . .
H16A H 0.750766 0.223458 0.758607 0.061 Uiso 1 1 calc R U . . .
H16B H 0.849249 0.336487 0.750154 0.061 Uiso 1 1 calc R U . . .
H16C H 0.837925 0.255144 0.693144 0.061 Uiso 1 1 calc R U . . .
Si1 Si 0.55289(18) 0.34257(11) 0.70578(6) 0.0188(3) Uani 1 1 d . . . . .
C17 C 0.4531(10) 0.4127(5) 0.7741(2) 0.0360(14) Uani 1 1 d . . . . .
H17A H 0.332097 0.440457 0.763271 0.054 Uiso 1 1 calc R U . . .
H17B H 0.533019 0.471826 0.786159 0.054 Uiso 1 1 calc R U . . .
H17C H 0.441802 0.362500 0.808693 0.054 Uiso 1 1 calc R U . . .
C18 C 0.3895(8) 0.2382(4) 0.6798(3) 0.0307(11) Uani 1 1 d . . . . .
H18A H 0.439541 0.201139 0.643607 0.046 Uiso 1 1 calc R U . . .
H18B H 0.272864 0.271559 0.668707 0.046 Uiso 1 1 calc R U . . .
H18C H 0.369814 0.186869 0.713392 0.046 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 2.022(4) . ?
Fe1 C9 2.027(4) . ?
Fe1 C7 2.036(4) . ?
Fe1 C4 2.043(6) . ?
Fe1 C5 2.047(6) . ?
Fe1 C3 2.051(6) . ?
Fe1 C1 2.054(6) . ?
Fe1 C2 2.058(6) . ?
Fe1 C8 2.062(4) . ?
Fe1 C10 2.068(4) . ?
F1 C6 1.349(5) . ?
I1 C9 2.100(4) . ?
Cl1 C7 1.718(4) . ?
C1 C2 1.388(8) . ?
C1 C5 1.397(10) . ?
C1 H1 0.9500 . ?
C2 C3 1.414(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.414(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.420(9) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C10 1.417(6) . ?
C6 C7 1.420(6) . ?
C7 C8 1.438(6) . ?
C8 C9 1.437(6) . ?
C8 C11 1.519(5) . ?
C9 C10 1.448(6) . ?
C10 Si1 1.885(4) . ?
C11 N13 1.476(6) . ?
C11 C12 1.533(6) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N13 C15 1.468(5) . ?
N13 C14 1.468(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 Si1 1.858(6) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
Si1 C18 1.860(5) . ?
Si1 C17 1.865(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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 C9 67.52(17) . . ?
C6 Fe1 C7 40.97(16) . . ?
C9 Fe1 C7 68.44(16) . . ?
C6 Fe1 C4 113.6(2) . . ?
C9 Fe1 C4 175.1(2) . . ?
C7 Fe1 C4 109.1(2) . . ?
C6 Fe1 C5 108.8(2) . . ?
C9 Fe1 C5 144.1(2) . . ?
C7 Fe1 C5 133.5(2) . . ?
C4 Fe1 C5 40.6(2) . . ?
C6 Fe1 C3 145.2(2) . . ?
C9 Fe1 C3 136.2(2) . . ?
C7 Fe1 C3 115.0(2) . . ?
C4 Fe1 C3 40.4(3) . . ?
C5 Fe1 C3 67.7(2) . . ?
C6 Fe1 C1 133.7(2) . . ?
C9 Fe1 C1 115.6(2) . . ?
C7 Fe1 C1 172.8(2) . . ?
C4 Fe1 C1 67.4(3) . . ?
C5 Fe1 C1 39.8(3) . . ?
C3 Fe1 C1 66.8(3) . . ?
C6 Fe1 C2 172.6(2) . . ?
C9 Fe1 C2 111.6(2) . . ?
C7 Fe1 C2 146.2(2) . . ?
C4 Fe1 C2 67.9(3) . . ?
C5 Fe1 C2 67.3(3) . . ?
C3 Fe1 C2 40.2(3) . . ?
C1 Fe1 C2 39.4(2) . . ?
C6 Fe1 C8 68.86(16) . . ?
C9 Fe1 C8 41.15(16) . . ?
C7 Fe1 C8 41.08(15) . . ?
C4 Fe1 C8 134.3(2) . . ?
C5 Fe1 C8 173.7(2) . . ?
C3 Fe1 C8 110.7(2) . . ?
C1 Fe1 C8 145.8(2) . . ?
C2 Fe1 C8 115.7(2) . . ?
C6 Fe1 C10 40.52(17) . . ?
C9 Fe1 C10 41.41(16) . . ?
C7 Fe1 C10 69.86(17) . . ?
C4 Fe1 C10 142.4(2) . . ?
C5 Fe1 C10 111.6(2) . . ?
C3 Fe1 C10 174.2(2) . . ?
C1 Fe1 C10 108.8(2) . . ?
C2 Fe1 C10 134.0(2) . . ?
C8 Fe1 C10 70.63(16) . . ?
C2 C1 C5 109.5(6) . . ?
C2 C1 Fe1 70.4(4) . . ?
C5 C1 Fe1 69.8(4) . . ?
C2 C1 H1 125.2 . . ?
C5 C1 H1 125.2 . . ?
Fe1 C1 H1 126.1 . . ?
C1 C2 C3 107.5(6) . . ?
C1 C2 Fe1 70.1(4) . . ?
C3 C2 Fe1 69.6(4) . . ?
C1 C2 H2 126.2 . . ?
C3 C2 H2 126.2 . . ?
Fe1 C2 H2 125.6 . . ?
C4 C3 C2 108.1(6) . . ?
C4 C3 Fe1 69.5(3) . . ?
C2 C3 Fe1 70.1(3) . . ?
C4 C3 H3 125.9 . . ?
C2 C3 H3 125.9 . . ?
Fe1 C3 H3 126.0 . . ?
C3 C4 C5 107.2(6) . . ?
C3 C4 Fe1 70.1(4) . . ?
C5 C4 Fe1 69.8(4) . . ?
C3 C4 H4 126.4 . . ?
C5 C4 H4 126.4 . . ?
Fe1 C4 H4 125.3 . . ?
C1 C5 C4 107.5(6) . . ?
C1 C5 Fe1 70.4(4) . . ?
C4 C5 Fe1 69.5(3) . . ?
C1 C5 H5 126.2 . . ?
C4 C5 H5 126.2 . . ?
Fe1 C5 H5 125.5 . . ?
F1 C6 C10 126.0(4) . . ?
F1 C6 C7 122.1(4) . . ?
C10 C6 C7 111.8(4) . . ?
F1 C6 Fe1 126.4(3) . . ?
C10 C6 Fe1 71.5(2) . . ?
C7 C6 Fe1 70.0(2) . . ?
C6 C7 C8 107.8(4) . . ?
C6 C7 Cl1 124.5(3) . . ?
C8 C7 Cl1 127.6(3) . . ?
C6 C7 Fe1 69.0(2) . . ?
C8 C7 Fe1 70.4(2) . . ?
Cl1 C7 Fe1 128.3(2) . . ?
C9 C8 C7 105.2(3) . . ?
C9 C8 C11 130.3(4) . . ?
C7 C8 C11 124.0(4) . . ?
C9 C8 Fe1 68.1(2) . . ?
C7 C8 Fe1 68.5(2) . . ?
C11 C8 Fe1 133.2(3) . . ?
C8 C9 C10 111.7(3) . . ?
C8 C9 Fe1 70.7(2) . . ?
C10 C9 Fe1 70.8(2) . . ?
C8 C9 I1 126.0(3) . . ?
C10 C9 I1 122.3(3) . . ?
Fe1 C9 I1 125.5(2) . . ?
C6 C10 C9 103.5(3) . . ?
C6 C10 Si1 126.4(3) . . ?
C9 C10 Si1 129.9(3) . . ?
C6 C10 Fe1 68.0(2) . . ?
C9 C10 Fe1 67.8(2) . . ?
Si1 C10 Fe1 131.1(2) . . ?
N13 C11 C8 108.5(3) . . ?
N13 C11 C12 112.2(3) . . ?
C8 C11 C12 113.4(4) . . ?
N13 C11 H11 107.5 . . ?
C8 C11 H11 107.5 . . ?
C12 C11 H11 107.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 N13 C14 107.9(4) . . ?
C15 N13 C11 112.1(4) . . ?
C14 N13 C11 111.1(3) . . ?
N13 C14 H14A 109.5 . . ?
N13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N13 C15 H15A 109.5 . . ?
N13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si1 C16 H16A 109.5 . . ?
Si1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C16 Si1 C18 110.9(3) . . ?
C16 Si1 C17 108.2(3) . . ?
C18 Si1 C17 108.5(3) . . ?
C16 Si1 C10 112.3(2) . . ?
C18 Si1 C10 107.4(2) . . ?
C17 Si1 C10 109.3(2) . . ?
Si1 C17 H17A 109.5 . . ?
Si1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si1 C18 H18A 109.5 . . ?
Si1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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 0.8(6) . . . . ?
Fe1 C1 C2 C3 59.8(4) . . . . ?
C5 C1 C2 Fe1 -59.0(4) . . . . ?
C1 C2 C3 C4 -0.8(6) . . . . ?
Fe1 C2 C3 C4 59.3(4) . . . . ?
C1 C2 C3 Fe1 -60.1(4) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
Fe1 C3 C4 C5 60.2(4) . . . . ?
C2 C3 C4 Fe1 -59.7(4) . . . . ?
C2 C1 C5 C4 -0.5(6) . . . . ?
Fe1 C1 C5 C4 -59.9(4) . . . . ?
C2 C1 C5 Fe1 59.4(4) . . . . ?
C3 C4 C5 C1 0.0(6) . . . . ?
Fe1 C4 C5 C1 60.4(4) . . . . ?
C3 C4 C5 Fe1 -60.4(4) . . . . ?
F1 C6 C7 C8 -178.8(4) . . . . ?
C10 C6 C7 C8 0.6(5) . . . . ?
Fe1 C6 C7 C8 60.0(3) . . . . ?
F1 C6 C7 Cl1 -1.6(6) . . . . ?
C10 C6 C7 Cl1 177.8(3) . . . . ?
Fe1 C6 C7 Cl1 -122.8(3) . . . . ?
F1 C6 C7 Fe1 121.2(4) . . . . ?
C10 C6 C7 Fe1 -59.4(3) . . . . ?
C6 C7 C8 C9 -0.6(5) . . . . ?
Cl1 C7 C8 C9 -177.7(3) . . . . ?
Fe1 C7 C8 C9 58.5(3) . . . . ?
C6 C7 C8 C11 172.5(4) . . . . ?
Cl1 C7 C8 C11 -4.7(6) . . . . ?
Fe1 C7 C8 C11 -128.5(4) . . . . ?
C6 C7 C8 Fe1 -59.1(3) . . . . ?
Cl1 C7 C8 Fe1 123.8(4) . . . . ?
C7 C8 C9 C10 0.4(5) . . . . ?
C11 C8 C9 C10 -172.0(4) . . . . ?
Fe1 C8 C9 C10 59.1(3) . . . . ?
C7 C8 C9 Fe1 -58.8(3) . . . . ?
C11 C8 C9 Fe1 128.8(4) . . . . ?
C7 C8 C9 I1 -179.2(3) . . . . ?
C11 C8 C9 I1 8.4(6) . . . . ?
Fe1 C8 C9 I1 -120.4(3) . . . . ?
F1 C6 C10 C9 179.0(4) . . . . ?
C7 C6 C10 C9 -0.4(5) . . . . ?
Fe1 C6 C10 C9 -58.9(3) . . . . ?
F1 C6 C10 Si1 3.6(6) . . . . ?
C7 C6 C10 Si1 -175.8(3) . . . . ?
Fe1 C6 C10 Si1 125.6(3) . . . . ?
F1 C6 C10 Fe1 -122.1(4) . . . . ?
C7 C6 C10 Fe1 58.5(3) . . . . ?
C8 C9 C10 C6 0.0(5) . . . . ?
Fe1 C9 C10 C6 59.0(3) . . . . ?
I1 C9 C10 C6 179.5(3) . . . . ?
C8 C9 C10 Si1 175.2(3) . . . . ?
Fe1 C9 C10 Si1 -125.7(4) . . . . ?
I1 C9 C10 Si1 -5.2(6) . . . . ?
C8 C9 C10 Fe1 -59.1(3) . . . . ?
I1 C9 C10 Fe1 120.5(3) . . . . ?
C9 C8 C11 N13 68.2(5) . . . . ?
C7 C8 C11 N13 -103.0(5) . . . . ?
Fe1 C8 C11 N13 165.4(3) . . . . ?
C9 C8 C11 C12 -57.2(6) . . . . ?
C7 C8 C11 C12 131.7(4) . . . . ?
Fe1 C8 C11 C12 40.1(6) . . . . ?
C8 C11 N13 C15 -177.5(4) . . . . ?
C12 C11 N13 C15 -51.5(5) . . . . ?
C8 C11 N13 C14 61.7(5) . . . . ?
C12 C11 N13 C14 -172.2(4) . . . . ?
C6 C10 Si1 C16 -125.6(4) . . . . ?
C9 C10 Si1 C16 60.2(5) . . . . ?
Fe1 C10 Si1 C16 -34.1(4) . . . . ?
C6 C10 Si1 C18 112.2(4) . . . . ?
C9 C10 Si1 C18 -62.1(5) . . . . ?
Fe1 C10 Si1 C18 -156.4(3) . . . . ?
C6 C10 Si1 C17 -5.5(5) . . . . ?
C9 C10 Si1 C17 -179.7(4) . . . . ?
Fe1 C10 Si1 C17 86.0(4) . . . . ?

#------------------------------------------------------------------------------#
#                                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_WE7793
_database_code_depnum_ccdc_archive 'CCDC 1920663'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-04 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 06 mai 2019                                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H16 Cl F Fe I N'
_chemical_formula_sum            'C14 H16 Cl F Fe I N'
_chemical_formula_weight         435.48
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
_space_group_IT_number           43
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   25.124(4)
_cell_length_b                   35.336(6)
_cell_length_c                   7.0952(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6299.0(19)
_cell_formula_units_Z            16
_cell_measurement_temperature    150
_cell_measurement_reflns_used    7582
_cell_measurement_theta_min      2.3055
_cell_measurement_theta_max      27.4836
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.837
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             3392
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    3.084
_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  0.317
_exptl_absorpt_correction_T_max  0.435

#------------------------------------------------------------------------------#
#                               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  0.0342
_diffrn_reflns_av_uneti/neti     0.0336
_diffrn_reflns_number            13575
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.038
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             3353
_reflns_number_gt                3310
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.724
_reflns_Friedel_fraction_max     0.850
_reflns_Friedel_fraction_full    0.874

_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)+(0.0150P)²+18.8527P] 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         3353
_refine_ls_number_parameters     175
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0211
_refine_ls_R_factor_gt           0.0207
_refine_ls_wR_factor_ref         0.0487
_refine_ls_wR_factor_gt          0.0485
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.823
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details 
;
Flack x determined using 1365 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(11)

#------------------------------------------------------------------------------#
#               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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
F F 0.0171 0.0103 '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'

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
I1 I 0.66625(2) 0.68573(2) 0.76587(4) 0.01861(7) Uani 1 1 d . . . . .
Fe1 Fe 0.71293(2) 0.60722(2) 0.45051(8) 0.01520(12) Uani 1 1 d . . . . .
F1 F 0.77366(9) 0.62412(7) 0.8088(4) 0.0232(5) Uani 1 1 d . . . . .
Cl1 Cl 0.77234(4) 0.53718(3) 0.69579(18) 0.0263(2) Uani 1 1 d . . . . .
C1 C 0.77797(19) 0.60399(15) 0.2751(8) 0.0365(11) Uani 1 1 d . . . . .
H1 H 0.810772 0.591845 0.303011 0.044 Uiso 1 1 calc R U . . .
C2 C 0.7337(2) 0.58702(14) 0.1883(7) 0.0347(11) Uani 1 1 d . . . . .
H2 H 0.731394 0.561477 0.147255 0.042 Uiso 1 1 calc R U . . .
C3 C 0.6927(2) 0.61489(16) 0.1726(7) 0.0365(11) Uani 1 1 d . . . . .
H3 H 0.658444 0.611176 0.119343 0.044 Uiso 1 1 calc R U . . .
C4 C 0.7123(2) 0.64893(14) 0.2504(8) 0.0392(12) Uani 1 1 d . . . . .
H4 H 0.693655 0.672239 0.259326 0.047 Uiso 1 1 calc R U . . .
C5 C 0.7655(2) 0.64180(16) 0.3133(7) 0.0388(12) Uani 1 1 d . . . . .
H5 H 0.788494 0.659719 0.371191 0.047 Uiso 1 1 calc R U . . .
C6 C 0.64571(14) 0.60296(10) 0.6117(6) 0.0147(7) Uani 1 1 d . . . . .
H6 H 0.610191 0.608465 0.574822 0.018 Uiso 1 1 calc R U . . .
C7 C 0.68214(14) 0.62946(10) 0.6912(6) 0.0143(7) Uani 1 1 d . . . . .
C8 C 0.72986(13) 0.60956(10) 0.7262(5) 0.0145(7) Uani 1 1 d . . . . .
C9 C 0.72387(14) 0.57141(10) 0.6685(5) 0.0144(7) Uani 1 1 d . . . . .
C10 C 0.67099(14) 0.56667(10) 0.5959(6) 0.0141(7) Uani 1 1 d . . . . .
C11 C 0.64572(15) 0.53035(10) 0.5256(7) 0.0180(7) Uani 1 1 d . . . . .
H11 H 0.675384 0.513197 0.486460 0.022 Uiso 1 1 calc R U . . .
C12 C 0.6111(2) 0.53689(14) 0.3519(7) 0.0336(11) Uani 1 1 d . . . . .
H12A H 0.593203 0.513225 0.317437 0.050 Uiso 1 1 calc R U . . .
H12B H 0.633429 0.545353 0.246848 0.050 Uiso 1 1 calc R U . . .
H12C H 0.584333 0.556288 0.379828 0.050 Uiso 1 1 calc R U . . .
N13 N 0.61508(13) 0.51020(9) 0.6730(5) 0.0182(7) Uani 1 1 d . . . . .
C14 C 0.56979(18) 0.53085(13) 0.7477(9) 0.0338(11) Uani 1 1 d . . . . .
H14A H 0.551442 0.515216 0.841478 0.051 Uiso 1 1 calc R U . . .
H14B H 0.545210 0.536973 0.644894 0.051 Uiso 1 1 calc R U . . .
H14C H 0.582156 0.554288 0.807133 0.051 Uiso 1 1 calc R U . . .
C15 C 0.6491(2) 0.49768(13) 0.8283(7) 0.0293(9) Uani 1 1 d . . . . .
H15A H 0.662010 0.519768 0.898179 0.044 Uiso 1 1 calc R U . . .
H15B H 0.679479 0.483549 0.777721 0.044 Uiso 1 1 calc R U . . .
H15C H 0.628608 0.481320 0.913008 0.044 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
I1 C7 2.096(3) . ?
Fe1 C8 2.004(4) . ?
Fe1 C9 2.017(4) . ?
Fe1 C7 2.033(4) . ?
Fe1 C6 2.045(4) . ?
Fe1 C5 2.046(5) . ?
Fe1 C4 2.046(5) . ?
Fe1 C3 2.054(5) . ?
Fe1 C10 2.056(4) . ?
Fe1 C1 2.057(5) . ?
Fe1 C2 2.060(5) . ?
F1 C8 1.349(4) . ?
Cl1 C9 1.727(4) . ?
C1 C5 1.399(8) . ?
C1 C2 1.406(8) . ?
C1 H1 0.9500 . ?
C2 C3 1.428(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.412(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.432(8) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.426(5) . ?
C6 C10 1.435(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.412(5) . ?
C8 C9 1.417(5) . ?
C9 C10 1.435(5) . ?
C10 C11 1.516(5) . ?
C11 N13 1.481(5) . ?
C11 C12 1.527(6) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N13 C14 1.452(6) . ?
N13 C15 1.463(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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 C9 41.26(15) . . ?
C8 Fe1 C7 40.94(14) . . ?
C9 Fe1 C7 69.52(15) . . ?
C8 Fe1 C6 68.44(15) . . ?
C9 Fe1 C6 68.75(15) . . ?
C7 Fe1 C6 40.94(14) . . ?
C8 Fe1 C5 107.63(19) . . ?
C9 Fe1 C5 130.6(2) . . ?
C7 Fe1 C5 114.50(19) . . ?
C6 Fe1 C5 147.5(2) . . ?
C8 Fe1 C4 130.5(2) . . ?
C9 Fe1 C4 170.0(2) . . ?
C7 Fe1 C4 107.56(19) . . ?
C6 Fe1 C4 115.78(19) . . ?
C5 Fe1 C4 40.9(2) . . ?
C8 Fe1 C3 169.83(19) . . ?
C9 Fe1 C3 148.48(19) . . ?
C7 Fe1 C3 131.4(2) . . ?
C6 Fe1 C3 110.03(19) . . ?
C5 Fe1 C3 67.9(2) . . ?
C4 Fe1 C3 40.3(2) . . ?
C8 Fe1 C10 69.37(15) . . ?
C9 Fe1 C10 41.23(15) . . ?
C7 Fe1 C10 69.69(15) . . ?
C6 Fe1 C10 40.97(14) . . ?
C5 Fe1 C10 170.3(2) . . ?
C4 Fe1 C10 147.8(2) . . ?
C3 Fe1 C10 116.55(19) . . ?
C8 Fe1 C1 115.1(2) . . ?
C9 Fe1 C1 108.71(19) . . ?
C7 Fe1 C1 146.3(2) . . ?
C6 Fe1 C1 171.93(18) . . ?
C5 Fe1 C1 39.9(2) . . ?
C4 Fe1 C1 68.0(2) . . ?
C3 Fe1 C1 67.8(2) . . ?
C10 Fe1 C1 132.21(18) . . ?
C8 Fe1 C2 147.39(19) . . ?
C9 Fe1 C2 116.14(19) . . ?
C7 Fe1 C2 171.5(2) . . ?
C6 Fe1 C2 133.51(19) . . ?
C5 Fe1 C2 67.3(2) . . ?
C4 Fe1 C2 68.0(2) . . ?
C3 Fe1 C2 40.6(2) . . ?
C10 Fe1 C2 109.96(18) . . ?
C1 Fe1 C2 39.9(2) . . ?
C5 C1 C2 108.4(5) . . ?
C5 C1 Fe1 69.6(3) . . ?
C2 C1 Fe1 70.1(3) . . ?
C5 C1 H1 125.8 . . ?
C2 C1 H1 125.8 . . ?
Fe1 C1 H1 126.0 . . ?
C1 C2 C3 108.1(5) . . ?
C1 C2 Fe1 69.9(3) . . ?
C3 C2 Fe1 69.5(3) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 H2 126.0 . . ?
Fe1 C2 H2 126.2 . . ?
C4 C3 C2 107.8(5) . . ?
C4 C3 Fe1 69.6(3) . . ?
C2 C3 Fe1 69.9(3) . . ?
C4 C3 H3 126.1 . . ?
C2 C3 H3 126.1 . . ?
Fe1 C3 H3 126.0 . . ?
C3 C4 C5 107.3(5) . . ?
C3 C4 Fe1 70.1(3) . . ?
C5 C4 Fe1 69.5(3) . . ?
C3 C4 H4 126.4 . . ?
C5 C4 H4 126.4 . . ?
Fe1 C4 H4 125.6 . . ?
C1 C5 C4 108.4(5) . . ?
C1 C5 Fe1 70.5(3) . . ?
C4 C5 Fe1 69.5(3) . . ?
C1 C5 H5 125.8 . . ?
C4 C5 H5 125.8 . . ?
Fe1 C5 H5 125.8 . . ?
C7 C6 C10 109.5(3) . . ?
C7 C6 Fe1 69.1(2) . . ?
C10 C6 Fe1 69.9(2) . . ?
C7 C6 H6 125.3 . . ?
C10 C6 H6 125.3 . . ?
Fe1 C6 H6 127.3 . . ?
C8 C7 C6 106.7(3) . . ?
C8 C7 Fe1 68.4(2) . . ?
C6 C7 Fe1 70.0(2) . . ?
C8 C7 I1 126.1(3) . . ?
C6 C7 I1 126.9(3) . . ?
Fe1 C7 I1 130.6(2) . . ?
F1 C8 C7 125.4(3) . . ?
F1 C8 C9 125.1(3) . . ?
C7 C8 C9 109.4(3) . . ?
F1 C8 Fe1 127.8(3) . . ?
C7 C8 Fe1 70.6(2) . . ?
C9 C8 Fe1 69.9(2) . . ?
C8 C9 C10 108.2(3) . . ?
C8 C9 Cl1 124.0(3) . . ?
C10 C9 Cl1 127.7(3) . . ?
C8 C9 Fe1 68.8(2) . . ?
C10 C9 Fe1 70.8(2) . . ?
Cl1 C9 Fe1 128.4(2) . . ?
C9 C10 C6 106.1(3) . . ?
C9 C10 C11 127.2(3) . . ?
C6 C10 C11 126.6(3) . . ?
C9 C10 Fe1 67.9(2) . . ?
C6 C10 Fe1 69.1(2) . . ?
C11 C10 Fe1 129.7(3) . . ?
N13 C11 C10 113.1(4) . . ?
N13 C11 C12 110.3(3) . . ?
C10 C11 C12 112.1(3) . . ?
N13 C11 H11 107.0 . . ?
C10 C11 H11 107.0 . . ?
C12 C11 H11 107.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 N13 C15 109.6(4) . . ?
C14 N13 C11 115.1(3) . . ?
C15 N13 C11 111.9(3) . . ?
N13 C14 H14A 109.5 . . ?
N13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N13 C15 H15A 109.5 . . ?
N13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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(6) . . . . ?
Fe1 C1 C2 C3 59.2(4) . . . . ?
C5 C1 C2 Fe1 -59.3(4) . . . . ?
C1 C2 C3 C4 0.0(6) . . . . ?
Fe1 C2 C3 C4 59.5(4) . . . . ?
C1 C2 C3 Fe1 -59.5(4) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
Fe1 C3 C4 C5 59.9(3) . . . . ?
C2 C3 C4 Fe1 -59.7(4) . . . . ?
C2 C1 C5 C4 0.2(6) . . . . ?
Fe1 C1 C5 C4 -59.4(3) . . . . ?
C2 C1 C5 Fe1 59.6(4) . . . . ?
C3 C4 C5 C1 -0.3(6) . . . . ?
Fe1 C4 C5 C1 60.0(4) . . . . ?
C3 C4 C5 Fe1 -60.3(3) . . . . ?
C10 C6 C7 C8 -0.5(5) . . . . ?
Fe1 C6 C7 C8 -58.8(3) . . . . ?
C10 C6 C7 Fe1 58.3(3) . . . . ?
C10 C6 C7 I1 -175.3(3) . . . . ?
Fe1 C6 C7 I1 126.4(3) . . . . ?
C6 C7 C8 F1 -177.0(4) . . . . ?
Fe1 C7 C8 F1 123.2(4) . . . . ?
I1 C7 C8 F1 -2.2(6) . . . . ?
C6 C7 C8 C9 0.5(4) . . . . ?
Fe1 C7 C8 C9 -59.3(3) . . . . ?
I1 C7 C8 C9 175.3(3) . . . . ?
C6 C7 C8 Fe1 59.8(3) . . . . ?
I1 C7 C8 Fe1 -125.3(3) . . . . ?
F1 C8 C9 C10 177.2(3) . . . . ?
C7 C8 C9 C10 -0.4(4) . . . . ?
Fe1 C8 C9 C10 -60.1(3) . . . . ?
F1 C8 C9 Cl1 0.1(6) . . . . ?
C7 C8 C9 Cl1 -177.4(3) . . . . ?
Fe1 C8 C9 Cl1 122.9(3) . . . . ?
F1 C8 C9 Fe1 -122.7(4) . . . . ?
C7 C8 C9 Fe1 59.8(3) . . . . ?
C8 C9 C10 C6 0.1(4) . . . . ?
Cl1 C9 C10 C6 176.9(3) . . . . ?
Fe1 C9 C10 C6 -58.8(3) . . . . ?
C8 C9 C10 C11 -177.2(4) . . . . ?
Cl1 C9 C10 C11 -0.3(6) . . . . ?
Fe1 C9 C10 C11 123.9(4) . . . . ?
C8 C9 C10 Fe1 58.9(3) . . . . ?
Cl1 C9 C10 Fe1 -124.2(3) . . . . ?
C7 C6 C10 C9 0.2(5) . . . . ?
Fe1 C6 C10 C9 58.1(3) . . . . ?
C7 C6 C10 C11 177.5(4) . . . . ?
Fe1 C6 C10 C11 -124.7(4) . . . . ?
C7 C6 C10 Fe1 -57.8(3) . . . . ?
C9 C10 C11 N13 93.7(5) . . . . ?
C6 C10 C11 N13 -83.0(5) . . . . ?
Fe1 C10 C11 N13 -175.3(3) . . . . ?
C9 C10 C11 C12 -140.9(4) . . . . ?
C6 C10 C11 C12 42.4(6) . . . . ?
Fe1 C10 C11 C12 -49.9(5) . . . . ?
C10 C11 N13 C14 62.6(5) . . . . ?
C12 C11 N13 C14 -63.8(5) . . . . ?
C10 C11 N13 C15 -63.3(4) . . . . ?
C12 C11 N13 C15 170.2(4) . . . . ?

#------------------------------------------------------------------------------#
#                                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_WE7761
_database_code_depnum_ccdc_archive 'CCDC 1920662'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-04 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 06 mai 2019                                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H18 Cl Fe N'
_chemical_formula_sum            'C14 H18 Cl Fe N'
_chemical_formula_weight         291.59
_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                   7.4438(13)
_cell_length_b                   10.970(2)
_cell_length_c                   16.145(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.234(7)
_cell_angle_gamma                90
_cell_volume                     1314.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    8306
_cell_measurement_theta_min      2.5301
_cell_measurement_theta_max      27.5603
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.199
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             608
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.326
_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  0.614
_exptl_absorpt_correction_T_max  0.768

#------------------------------------------------------------------------------#
#                               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  0.0397
_diffrn_reflns_av_uneti/neti     0.0366
_diffrn_reflns_number            11347
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.247
_diffrn_reflns_theta_max         27.560
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_reflns_number_total             3023
_reflns_number_gt                2713
_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)+(0.0196P)²+0.9410P] 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         3023
_refine_ls_number_parameters     133
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1009
_refine_ls_wR_factor_gt          0.0981
_refine_ls_goodness_of_fit_ref   1.525
_refine_ls_restrained_S_all      1.525
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.157
_refine_diff_density_min         -0.947
_refine_diff_density_rms         0.089

#------------------------------------------------------------------------------#
#               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'

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 0.51341(4) 0.57809(3) 0.71751(2) 0.01642(12) Uani 1 1 d . . . . .
Cl1 Cl 0.17273(8) 0.48502(6) 0.58555(4) 0.02748(16) Uani 1 1 d . . . . .
C1 C 0.7173(4) 0.4900(3) 0.66310(19) 0.0324(3) Uani 1 1 d . . . . .
H1 H 0.738809 0.491760 0.605847 0.039 Uiso 1 1 calc R U . . .
C2 C 0.6089(4) 0.4050(3) 0.70101(18) 0.0324(3) Uani 1 1 d . . . . .
H2 H 0.544356 0.339531 0.674201 0.039 Uiso 1 1 calc R U . . .
C3 C 0.6133(4) 0.4348(3) 0.78755(19) 0.0324(3) Uani 1 1 d . . . . .
H3 H 0.552033 0.392646 0.828456 0.039 Uiso 1 1 calc R U . . .
C4 C 0.7263(4) 0.5392(3) 0.80135(19) 0.0324(3) Uani 1 1 d . . . . .
H4 H 0.754266 0.578937 0.852975 0.039 Uiso 1 1 calc R U . . .
C5 C 0.7889(4) 0.5724(3) 0.72380(18) 0.0324(3) Uani 1 1 d . . . . .
H5 H 0.866151 0.639076 0.714283 0.039 Uiso 1 1 calc R U . . .
C6 C 0.4330(3) 0.7562(2) 0.70523(14) 0.0193(5) Uani 1 1 d . . . . .
H6 H 0.508965 0.825803 0.709911 0.023 Uiso 1 1 calc R U . . .
C7 C 0.3487(3) 0.6999(3) 0.77171(14) 0.0243(5) Uani 1 1 d . . . . .
H7 H 0.357962 0.726227 0.827915 0.029 Uiso 1 1 calc R U . . .
C8 C 0.2482(3) 0.5973(2) 0.73991(15) 0.0229(5) Uani 1 1 d . . . . .
H8 H 0.179288 0.542783 0.770507 0.027 Uiso 1 1 calc R U . . .
C9 C 0.2716(3) 0.5928(2) 0.65292(14) 0.0174(4) Uani 1 1 d . . . . .
C10 C 0.3843(3) 0.6904(2) 0.62982(13) 0.0134(4) Uani 1 1 d . . . . .
C11 C 0.4269(3) 0.7240(2) 0.54251(13) 0.0151(4) Uani 1 1 d . . . . .
H11 H 0.410375 0.648523 0.508052 0.018 Uiso 1 1 calc R U . . .
C12 C 0.6215(3) 0.7653(2) 0.53694(16) 0.0227(5) Uani 1 1 d . . . . .
H12A H 0.640015 0.788614 0.479594 0.034 Uiso 1 1 calc R U . . .
H12B H 0.703243 0.698400 0.554018 0.034 Uiso 1 1 calc R U . . .
H12C H 0.646111 0.835442 0.573640 0.034 Uiso 1 1 calc R U . . .
N13 N 0.3010(3) 0.81717(18) 0.50444(12) 0.0182(4) Uani 1 1 d . . . . .
C14 C 0.2960(4) 0.9306(2) 0.55165(17) 0.0251(5) Uani 1 1 d . . . . .
H14A H 0.223070 0.990926 0.519518 0.038 Uiso 1 1 calc R U . . .
H14B H 0.418805 0.961795 0.562701 0.038 Uiso 1 1 calc R U . . .
H14C H 0.242843 0.915131 0.604399 0.038 Uiso 1 1 calc R U . . .
C15 C 0.1187(3) 0.7701(2) 0.48907(16) 0.0252(5) Uani 1 1 d . . . . .
H15A H 0.068390 0.752275 0.542158 0.038 Uiso 1 1 calc R U . . .
H15B H 0.121420 0.695285 0.456032 0.038 Uiso 1 1 calc R U . . .
H15C H 0.043591 0.831108 0.458690 0.038 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 C9 2.019(2) . ?
Fe1 C8 2.044(2) . ?
Fe1 C3 2.044(3) . ?
Fe1 C5 2.046(3) . ?
Fe1 C6 2.049(2) . ?
Fe1 C1 2.050(3) . ?
Fe1 C4 2.052(3) . ?
Fe1 C2 2.052(3) . ?
Fe1 C7 2.052(2) . ?
Fe1 C10 2.060(2) . ?
Cl1 C9 1.733(2) . ?
C1 C2 1.403(4) . ?
C1 C5 1.409(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.433(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.429(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.415(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.424(4) . ?
C6 C10 1.438(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.426(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.429(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.427(3) . ?
C10 C11 1.513(3) . ?
C11 N13 1.488(3) . ?
C11 C12 1.527(3) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N13 C15 1.456(3) . ?
N13 C14 1.461(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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
C9 Fe1 C8 41.17(9) . . ?
C9 Fe1 C3 128.41(11) . . ?
C8 Fe1 C3 107.35(11) . . ?
C9 Fe1 C5 151.64(11) . . ?
C8 Fe1 C5 166.32(11) . . ?
C3 Fe1 C5 68.09(12) . . ?
C9 Fe1 C6 68.33(9) . . ?
C8 Fe1 C6 68.87(10) . . ?
C3 Fe1 C6 151.48(11) . . ?
C5 Fe1 C6 108.57(11) . . ?
C9 Fe1 C1 118.44(11) . . ?
C8 Fe1 C1 151.57(12) . . ?
C3 Fe1 C1 67.92(12) . . ?
C5 Fe1 C1 40.22(12) . . ?
C6 Fe1 C1 128.91(11) . . ?
C9 Fe1 C4 166.70(11) . . ?
C8 Fe1 C4 127.87(11) . . ?
C3 Fe1 C4 40.83(12) . . ?
C5 Fe1 C4 40.41(11) . . ?
C6 Fe1 C4 117.91(11) . . ?
C1 Fe1 C4 67.95(12) . . ?
C9 Fe1 C2 108.13(11) . . ?
C8 Fe1 C2 117.82(12) . . ?
C3 Fe1 C2 40.95(11) . . ?
C5 Fe1 C2 67.85(12) . . ?
C6 Fe1 C2 166.31(11) . . ?
C1 Fe1 C2 40.00(12) . . ?
C4 Fe1 C2 68.60(12) . . ?
C9 Fe1 C7 68.30(10) . . ?
C8 Fe1 C7 40.73(11) . . ?
C3 Fe1 C7 117.97(11) . . ?
C5 Fe1 C7 128.79(11) . . ?
C6 Fe1 C7 40.63(10) . . ?
C1 Fe1 C7 166.82(12) . . ?
C4 Fe1 C7 108.10(11) . . ?
C2 Fe1 C7 151.80(12) . . ?
C9 Fe1 C10 40.94(9) . . ?
C8 Fe1 C10 69.65(9) . . ?
C3 Fe1 C10 166.45(11) . . ?
C5 Fe1 C10 117.85(10) . . ?
C6 Fe1 C10 40.98(8) . . ?
C1 Fe1 C10 108.05(10) . . ?
C4 Fe1 C10 151.17(11) . . ?
C2 Fe1 C10 127.79(10) . . ?
C7 Fe1 C10 68.94(9) . . ?
C2 C1 C5 108.9(3) . . ?
C2 C1 Fe1 70.06(16) . . ?
C5 C1 Fe1 69.74(16) . . ?
C2 C1 H1 125.6 . . ?
C5 C1 H1 125.6 . . ?
Fe1 C1 H1 126.2 . . ?
C1 C2 C3 107.5(3) . . ?
C1 C2 Fe1 69.93(17) . . ?
C3 C2 Fe1 69.23(16) . . ?
C1 C2 H2 126.2 . . ?
C3 C2 H2 126.2 . . ?
Fe1 C2 H2 126.2 . . ?
C4 C3 C2 107.8(3) . . ?
C4 C3 Fe1 69.86(16) . . ?
C2 C3 Fe1 69.82(16) . . ?
C4 C3 H3 126.1 . . ?
C2 C3 H3 126.1 . . ?
Fe1 C3 H3 125.8 . . ?
C5 C4 C3 107.3(3) . . ?
C5 C4 Fe1 69.60(16) . . ?
C3 C4 Fe1 69.31(16) . . ?
C5 C4 H4 126.4 . . ?
C3 C4 H4 126.4 . . ?
Fe1 C4 H4 126.3 . . ?
C1 C5 C4 108.5(3) . . ?
C1 C5 Fe1 70.04(16) . . ?
C4 C5 Fe1 70.00(16) . . ?
C1 C5 H5 125.7 . . ?
C4 C5 H5 125.7 . . ?
Fe1 C5 H5 125.8 . . ?
C7 C6 C10 108.9(2) . . ?
C7 C6 Fe1 69.82(14) . . ?
C10 C6 Fe1 69.95(13) . . ?
C7 C6 H6 125.6 . . ?
C10 C6 H6 125.6 . . ?
Fe1 C6 H6 126.2 . . ?
C6 C7 C8 108.6(2) . . ?
C6 C7 Fe1 69.55(13) . . ?
C8 C7 Fe1 69.33(14) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 H7 125.7 . . ?
Fe1 C7 H7 127.0 . . ?
C7 C8 C9 106.4(2) . . ?
C7 C8 Fe1 69.94(13) . . ?
C9 C8 Fe1 68.48(13) . . ?
C7 C8 H8 126.8 . . ?
C9 C8 H8 126.8 . . ?
Fe1 C8 H8 126.3 . . ?
C10 C9 C8 110.3(2) . . ?
C10 C9 Cl1 125.34(17) . . ?
C8 C9 Cl1 124.31(19) . . ?
C10 C9 Fe1 71.09(12) . . ?
C8 C9 Fe1 70.35(13) . . ?
Cl1 C9 Fe1 126.19(13) . . ?
C9 C10 C6 105.74(19) . . ?
C9 C10 C11 126.44(19) . . ?
C6 C10 C11 127.6(2) . . ?
C9 C10 Fe1 67.98(12) . . ?
C6 C10 Fe1 69.07(12) . . ?
C11 C10 Fe1 131.81(15) . . ?
N13 C11 C10 112.52(18) . . ?
N13 C11 C12 110.07(18) . . ?
C10 C11 C12 113.08(18) . . ?
N13 C11 H11 106.9 . . ?
C10 C11 H11 106.9 . . ?
C12 C11 H11 106.9 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 N13 C14 109.4(2) . . ?
C15 N13 C11 112.17(18) . . ?
C14 N13 C11 114.12(18) . . ?
N13 C14 H14A 109.5 . . ?
N13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N13 C15 H15A 109.5 . . ?
N13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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 -59.26(18) . . . . ?
C5 C1 C2 Fe1 59.11(18) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
Fe1 C2 C3 C4 -59.77(18) . . . . ?
C1 C2 C3 Fe1 59.71(18) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
Fe1 C3 C4 C5 -59.49(18) . . . . ?
C2 C3 C4 Fe1 59.75(18) . . . . ?
C2 C1 C5 C4 0.3(3) . . . . ?
Fe1 C1 C5 C4 59.63(18) . . . . ?
C2 C1 C5 Fe1 -59.32(18) . . . . ?
C3 C4 C5 C1 -0.3(3) . . . . ?
Fe1 C4 C5 C1 -59.66(18) . . . . ?
C3 C4 C5 Fe1 59.31(18) . . . . ?
C10 C6 C7 C8 0.8(3) . . . . ?
Fe1 C6 C7 C8 -58.44(16) . . . . ?
C10 C6 C7 Fe1 59.25(15) . . . . ?
C6 C7 C8 C9 -0.4(3) . . . . ?
Fe1 C7 C8 C9 -59.02(16) . . . . ?
C6 C7 C8 Fe1 58.57(16) . . . . ?
C7 C8 C9 C10 -0.1(3) . . . . ?
Fe1 C8 C9 C10 -60.04(15) . . . . ?
C7 C8 C9 Cl1 -179.01(17) . . . . ?
Fe1 C8 C9 Cl1 121.02(18) . . . . ?
C7 C8 C9 Fe1 59.96(16) . . . . ?
C8 C9 C10 C6 0.6(2) . . . . ?
Cl1 C9 C10 C6 179.48(17) . . . . ?
Fe1 C9 C10 C6 -59.04(14) . . . . ?
C8 C9 C10 C11 -173.9(2) . . . . ?
Cl1 C9 C10 C11 5.1(3) . . . . ?
Fe1 C9 C10 C11 126.5(2) . . . . ?
C8 C9 C10 Fe1 59.60(16) . . . . ?
Cl1 C9 C10 Fe1 -121.48(18) . . . . ?
C7 C6 C10 C9 -0.8(2) . . . . ?
Fe1 C6 C10 C9 58.34(14) . . . . ?
C7 C6 C10 C11 173.5(2) . . . . ?
Fe1 C6 C10 C11 -127.3(2) . . . . ?
C7 C6 C10 Fe1 -59.17(16) . . . . ?
C9 C10 C11 N13 92.4(3) . . . . ?
C6 C10 C11 N13 -80.8(3) . . . . ?
Fe1 C10 C11 N13 -175.60(15) . . . . ?
C9 C10 C11 C12 -142.1(2) . . . . ?
C6 C10 C11 C12 44.7(3) . . . . ?
Fe1 C10 C11 C12 -50.1(3) . . . . ?
C10 C11 N13 C15 -67.4(2) . . . . ?
C12 C11 N13 C15 165.50(19) . . . . ?
C10 C11 N13 C14 57.7(2) . . . . ?
C12 C11 N13 C14 -69.4(2) . . . . ?

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


