# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_WE12701_2
_database_code_depnum_ccdc_archive 'CCDC 2110433'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 12 janvier 2021                                          #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C10 H9 F Fe O2 S'
_chemical_formula_sum            'C10 H9 F Fe O2 S'
_chemical_formula_weight         268.08
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND 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                   7.6335(6)
_cell_length_b                   10.0261(10)
_cell_length_c                   13.0870(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.978(4)
_cell_angle_gamma                90
_cell_volume                     991.91(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3168
_cell_measurement_theta_min      2.5684
_cell_measurement_theta_max      27.2871
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      0.0871409
_diffrn_orient_matrix_UB_21      -0.0200056
_diffrn_orient_matrix_UB_31      0.0974929
_diffrn_orient_matrix_UB_12      -0.0302006
_diffrn_orient_matrix_UB_22      -0.0947574
_diffrn_orient_matrix_UB_32      0.0075496
_diffrn_orient_matrix_UB_13      0.0596828
_diffrn_orient_matrix_UB_23      -0.0224818
_diffrn_orient_matrix_UB_33      -0.0434279


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.580
_exptl_crystal_size_mid          0.560
_exptl_crystal_size_min          0.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.795
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             544
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.718
_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  0.425
_exptl_absorpt_correction_T_max  0.512

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

# Software                   : BIS 2014.5.0.0/23-May-2014 && APEX2_2014.11-0   #
# Number of scans            :        4                                        #
# Total number of frames     :      289                                        #
# Total length of scans      :   289.00 (deg.)                                 #
# Rotation speed             :     2.00 sec./deg.                              #
# Total exposition time      :          9.6 min.                               #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Omega     2.0   1.00     35.0      93 343.95 342.03 174.24 334.40 150.01  #
#  2 Omega     2.0   1.00     35.0      62  16.05  14.89 272.35 300.40 150.00  #
#  3 Omega     2.0   1.00     35.0      41 343.95 304.11 142.56  57.32 150.01  #
#  4 Omega     2.0   1.00     35.0      93 343.95 342.18  90.52 334.05 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'APEXII Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_uneti/neti     0.0324
_diffrn_reflns_av_r_equivalents  0.0288
_diffrn_reflns_number            6671
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.568
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             2254
_reflns_number_gt                1990
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2020)'

#------------------------------------------------------------------------------#
#                            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)+(0.0281P)²+0.3447P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018_3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0179(10)
_refine_ls_number_reflns         2254
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0265
_refine_ls_wR_factor_ref         0.0654
_refine_ls_wR_factor_gt          0.0631
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.064

#------------------------------------------------------------------------------#
#               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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.48676(3) 0.29671(2) 0.71154(2) 0.01294(10) Uani 1 1 d . . . . .
S1 S 0.71455(6) 0.19705(5) 0.53395(4) 0.02129(13) Uani 1 1 d . . . . .
C1 C 0.3576(2) 0.4094(2) 0.59361(15) 0.0220(4) Uani 1 1 d . . . . .
H1 H 0.384247 0.413612 0.524912 0.026 Uiso 1 1 calc R U . . .
C2 C 0.4298(3) 0.49234(19) 0.67643(16) 0.0242(4) Uani 1 1 d . . . . .
H2 H 0.513093 0.561994 0.672907 0.029 Uiso 1 1 calc R U . . .
C3 C 0.3560(2) 0.4533(2) 0.76576(15) 0.0241(4) Uani 1 1 d . . . . .
H3 H 0.381115 0.492276 0.832353 0.029 Uiso 1 1 calc R U . . .
C4 C 0.2382(2) 0.3457(2) 0.73776(15) 0.0230(4) Uani 1 1 d . . . . .
H4 H 0.171041 0.299647 0.782512 0.028 Uiso 1 1 calc R U . . .
C5 C 0.2382(2) 0.3189(2) 0.63107(15) 0.0222(4) Uani 1 1 d . . . . .
H5 H 0.170564 0.252287 0.591850 0.027 Uiso 1 1 calc R U . . .
C6 C 0.5547(2) 0.10235(18) 0.69965(14) 0.0187(4) Uani 1 1 d . . . . .
H6 H 0.484507 0.035326 0.662526 0.022 Uiso 1 1 calc R U . . .
C7 C 0.5587(2) 0.13573(19) 0.80567(14) 0.0211(4) Uani 1 1 d . . . . .
H7 H 0.491363 0.093810 0.852425 0.025 Uiso 1 1 calc R U . . .
C8 C 0.6797(2) 0.2418(2) 0.82977(15) 0.0229(4) Uani 1 1 d . . . . .
H8 H 0.706845 0.282656 0.895568 0.028 Uiso 1 1 calc R U . . .
C9 C 0.7540(2) 0.27740(19) 0.74021(15) 0.0191(4) Uani 1 1 d . . . . .
H9 H 0.838040 0.345931 0.734531 0.023 Uiso 1 1 calc R U . . .
C10 C 0.6774(2) 0.18976(18) 0.66006(14) 0.0157(4) Uani 1 1 d . . . . .
O11 O 0.56589(19) 0.15477(16) 0.46459(10) 0.0309(4) Uani 1 1 d . . . . .
O12 O 0.8084(2) 0.31418(17) 0.51562(12) 0.0377(4) Uani 1 1 d . . . . .
F13 F 0.85317(18) 0.08089(15) 0.53222(10) 0.0464(4) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C10 1.9983(17) . ?
Fe1 C6 2.0280(19) . ?
Fe1 C9 2.0315(18) . ?
Fe1 C4 2.0346(18) . ?
Fe1 C3 2.0399(18) . ?
Fe1 C2 2.0474(19) . ?
Fe1 C5 2.0500(19) . ?
Fe1 C1 2.0516(19) . ?
Fe1 C8 2.0577(19) . ?
Fe1 C7 2.0582(19) . ?
S1 O12 1.4133(16) . ?
S1 O11 1.4162(15) . ?
S1 F13 1.5759(13) . ?
S1 C10 1.7146(18) . ?
C1 C2 1.416(3) . ?
C1 C5 1.421(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.421(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.422(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.423(3) . ?
C6 C10 1.431(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.415(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.417(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.430(3) . ?
C9 H9 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 Fe1 C6 41.63(7) . . ?
C10 Fe1 C9 41.55(7) . . ?
C6 Fe1 C9 70.23(7) . . ?
C10 Fe1 C4 157.84(8) . . ?
C6 Fe1 C4 119.95(8) . . ?
C9 Fe1 C4 158.10(8) . . ?
C10 Fe1 C3 160.83(8) . . ?
C6 Fe1 C3 155.36(8) . . ?
C9 Fe1 C3 122.43(8) . . ?
C4 Fe1 C3 40.78(8) . . ?
C10 Fe1 C2 125.48(8) . . ?
C6 Fe1 C2 162.16(8) . . ?
C9 Fe1 C2 108.02(8) . . ?
C4 Fe1 C2 68.44(8) . . ?
C3 Fe1 C2 40.69(8) . . ?
C10 Fe1 C5 123.38(8) . . ?
C6 Fe1 C5 107.04(8) . . ?
C9 Fe1 C5 159.90(8) . . ?
C4 Fe1 C5 40.74(8) . . ?
C3 Fe1 C5 68.45(8) . . ?
C2 Fe1 C5 68.18(8) . . ?
C10 Fe1 C1 109.79(7) . . ?
C6 Fe1 C1 124.96(8) . . ?
C9 Fe1 C1 123.85(8) . . ?
C4 Fe1 C1 68.39(8) . . ?
C3 Fe1 C1 68.31(8) . . ?
C2 Fe1 C1 40.41(8) . . ?
C5 Fe1 C1 40.53(8) . . ?
C10 Fe1 C8 68.36(7) . . ?
C6 Fe1 C8 68.70(8) . . ?
C9 Fe1 C8 40.54(8) . . ?
C4 Fe1 C8 121.65(8) . . ?
C3 Fe1 C8 106.14(8) . . ?
C2 Fe1 C8 122.18(8) . . ?
C5 Fe1 C8 158.44(8) . . ?
C1 Fe1 C8 158.78(8) . . ?
C10 Fe1 C7 68.58(7) . . ?
C6 Fe1 C7 40.76(7) . . ?
C9 Fe1 C7 68.72(8) . . ?
C4 Fe1 C7 105.42(8) . . ?
C3 Fe1 C7 119.88(8) . . ?
C2 Fe1 C7 156.39(8) . . ?
C5 Fe1 C7 122.92(8) . . ?
C1 Fe1 C7 160.50(8) . . ?
C8 Fe1 C7 40.23(8) . . ?
O12 S1 O11 121.33(10) . . ?
O12 S1 F13 104.75(10) . . ?
O11 S1 F13 104.45(9) . . ?
O12 S1 C10 110.75(9) . . ?
O11 S1 C10 112.29(9) . . ?
F13 S1 C10 100.57(8) . . ?
C2 C1 C5 108.14(17) . . ?
C2 C1 Fe1 69.64(11) . . ?
C5 C1 Fe1 69.68(11) . . ?
C2 C1 H1 125.9 . . ?
C5 C1 H1 125.9 . . ?
Fe1 C1 H1 126.3 . . ?
C1 C2 C3 108.15(17) . . ?
C1 C2 Fe1 69.96(11) . . ?
C3 C2 Fe1 69.37(11) . . ?
C1 C2 H2 125.9 . . ?
C3 C2 H2 125.9 . . ?
Fe1 C2 H2 126.3 . . ?
C4 C3 C2 107.82(17) . . ?
C4 C3 Fe1 69.41(11) . . ?
C2 C3 Fe1 69.94(11) . . ?
C4 C3 H3 126.1 . . ?
C2 C3 H3 126.1 . . ?
Fe1 C3 H3 126.1 . . ?
C3 C4 C5 108.10(17) . . ?
C3 C4 Fe1 69.81(10) . . ?
C5 C4 Fe1 70.21(11) . . ?
C3 C4 H4 125.9 . . ?
C5 C4 H4 125.9 . . ?
Fe1 C4 H4 125.6 . . ?
C1 C5 C4 107.79(18) . . ?
C1 C5 Fe1 69.80(11) . . ?
C4 C5 Fe1 69.05(11) . . ?
C1 C5 H5 126.1 . . ?
C4 C5 H5 126.1 . . ?
Fe1 C5 H5 126.6 . . ?
C7 C6 C10 106.40(17) . . ?
C7 C6 Fe1 70.76(11) . . ?
C10 C6 Fe1 68.07(10) . . ?
C7 C6 H6 126.8 . . ?
C10 C6 H6 126.8 . . ?
Fe1 C6 H6 125.9 . . ?
C8 C7 C6 108.60(17) . . ?
C8 C7 Fe1 69.87(11) . . ?
C6 C7 Fe1 68.48(10) . . ?
C8 C7 H7 125.7 . . ?
C6 C7 H7 125.7 . . ?
Fe1 C7 H7 127.5 . . ?
C7 C8 C9 109.18(17) . . ?
C7 C8 Fe1 69.90(11) . . ?
C9 C8 Fe1 68.74(11) . . ?
C7 C8 H8 125.4 . . ?
C9 C8 H8 125.4 . . ?
Fe1 C8 H8 127.6 . . ?
C8 C9 C10 106.40(16) . . ?
C8 C9 Fe1 70.73(11) . . ?
C10 C9 Fe1 67.98(10) . . ?
C8 C9 H9 126.8 . . ?
C10 C9 H9 126.8 . . ?
Fe1 C9 H9 126.0 . . ?
C9 C10 C6 109.41(16) . . ?
C9 C10 S1 125.07(14) . . ?
C6 C10 S1 125.35(14) . . ?
C9 C10 Fe1 70.47(10) . . ?
C6 C10 Fe1 70.29(10) . . ?
S1 C10 Fe1 121.81(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.2(2) . . . . ?
Fe1 C1 C2 C3 -59.05(13) . . . . ?
C5 C1 C2 Fe1 59.24(13) . . . . ?
C1 C2 C3 C4 0.1(2) . . . . ?
Fe1 C2 C3 C4 -59.29(13) . . . . ?
C1 C2 C3 Fe1 59.42(13) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
Fe1 C3 C4 C5 -60.02(13) . . . . ?
C2 C3 C4 Fe1 59.63(13) . . . . ?
C2 C1 C5 C4 -0.4(2) . . . . ?
Fe1 C1 C5 C4 58.79(13) . . . . ?
C2 C1 C5 Fe1 -59.22(13) . . . . ?
C3 C4 C5 C1 0.5(2) . . . . ?
Fe1 C4 C5 C1 -59.25(13) . . . . ?
C3 C4 C5 Fe1 59.76(13) . . . . ?
C10 C6 C7 C8 0.5(2) . . . . ?
Fe1 C6 C7 C8 -58.46(13) . . . . ?
C10 C6 C7 Fe1 59.00(12) . . . . ?
C6 C7 C8 C9 0.0(2) . . . . ?
Fe1 C7 C8 C9 -57.58(13) . . . . ?
C6 C7 C8 Fe1 57.62(13) . . . . ?
C7 C8 C9 C10 -0.6(2) . . . . ?
Fe1 C8 C9 C10 -58.88(12) . . . . ?
C7 C8 C9 Fe1 58.28(13) . . . . ?
C8 C9 C10 C6 0.9(2) . . . . ?
Fe1 C9 C10 C6 -59.71(12) . . . . ?
C8 C9 C10 S1 176.40(14) . . . . ?
Fe1 C9 C10 S1 115.74(14) . . . . ?
C8 C9 C10 Fe1 60.65(12) . . . . ?
C7 C6 C10 C9 -0.9(2) . . . . ?
Fe1 C6 C10 C9 59.82(12) . . . . ?
C7 C6 C10 S1 -176.36(13) . . . . ?
Fe1 C6 C10 S1 -115.62(14) . . . . ?
C7 C6 C10 Fe1 -60.74(12) . . . . ?
O12 S1 C10 C9 -9.42(19) . . . . ?
O11 S1 C10 C9 -148.55(16) . . . . ?
F13 S1 C10 C9 100.91(16) . . . . ?
O12 S1 C10 C6 165.32(15) . . . . ?
O11 S1 C10 C6 26.20(19) . . . . ?
F13 S1 C10 C6 -84.34(17) . . . . ?
O12 S1 C10 Fe1 77.99(13) . . . . ?
O11 S1 C10 Fe1 -61.14(14) . . . . ?
F13 S1 C10 Fe1 -171.68(11) . . . . ?

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

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


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

data_WE13441
_database_code_depnum_ccdc_archive 'CCDC 2110442'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 26 fevrier 2021                                          #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C21 H15 F2 Fe N O2 S'
_chemical_formula_sum            'C21 H15 F2 Fe N O2 S'
_chemical_formula_weight         439.25
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

_space_group_crystal_system      tetragonal
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
_space_group_IT_number           88
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   13.8079(7)
_cell_length_b                   13.8079
_cell_length_c                   36.167(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6895.5(8)
_cell_formula_units_Z            16
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9884
_cell_measurement_theta_min      2.2409
_cell_measurement_theta_max      27.4535
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      -0.0613916
_diffrn_orient_matrix_UB_21      0.0310031
_diffrn_orient_matrix_UB_31      -0.0225706
_diffrn_orient_matrix_UB_12      0.0354515
_diffrn_orient_matrix_UB_22      0.0296380
_diffrn_orient_matrix_UB_32      -0.0557165
_diffrn_orient_matrix_UB_13      -0.0055803
_diffrn_orient_matrix_UB_23      -0.0222522
_diffrn_orient_matrix_UB_33      -0.0153875


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.570
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.280
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             3584
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.035
_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  0.653
_exptl_absorpt_correction_T_max  0.748

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        1                                        #
# Total number of frames     :      287                                        #
# Total length of scans  [*] :   143.50 (deg.)                                 #
# Rotation speed             :    16.00 sec./deg.                              #
# Total exposition time      :         38.3 min.                               #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s) Width DX(mm) Frames Range  Theta  Omega    Phi    Chi  T(K) #
#..............................................................................#
#                                                                              #
#  1 Phi      8.0  0.50    34.0   287  143.5    0.3  270.9  224.5   23.0 150.0 #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0408
_diffrn_reflns_av_r_equivalents  0.0406
_diffrn_reflns_number            16891
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_theta_min         2.243
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             3956
_reflns_number_gt                3188
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2021)'

#------------------------------------------------------------------------------#
#                            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)+44.2373P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018_3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00050(5)
_refine_ls_number_reflns         3956
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1189
_refine_ls_wR_factor_gt          0.1090
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.081

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.44166(3) 0.49829(3) 0.69174(2) 0.02776(15) Uani 1 1 d . . . . .
C1 C 0.5072(3) 0.6320(2) 0.69087(12) 0.0353(8) Uani 1 1 d . . . . .
H1 H 0.574901 0.644370 0.690665 0.042 Uiso 1 1 calc R U . . .
C2 C 0.4476(3) 0.6199(2) 0.65926(11) 0.0333(8) Uani 1 1 d . . . . .
H2 H 0.468326 0.622439 0.634230 0.040 Uiso 1 1 calc R U . . .
C3 C 0.3512(3) 0.6033(3) 0.67177(11) 0.0337(8) Uani 1 1 d . . . . .
H3 H 0.295965 0.593150 0.656593 0.040 Uiso 1 1 calc R U . . .
C4 C 0.3526(3) 0.6048(3) 0.71103(11) 0.0369(8) Uani 1 1 d . . . . .
H4 H 0.298200 0.595510 0.726738 0.044 Uiso 1 1 calc R U . . .
C5 C 0.4486(3) 0.6223(3) 0.72274(11) 0.0371(8) Uani 1 1 d . . . . .
H5 H 0.470090 0.626850 0.747637 0.044 Uiso 1 1 calc R U . . .
C6 C 0.4843(2) 0.3864(2) 0.72475(11) 0.0328(8) Uani 1 1 d . . . . .
C7 C 0.5436(2) 0.3954(2) 0.69192(11) 0.0285(7) Uani 1 1 d . . . . .
C8 C 0.4825(2) 0.3846(2) 0.65908(11) 0.0295(7) Uani 1 1 d . . . . .
C9 C 0.3872(2) 0.3693(2) 0.67299(12) 0.0362(9) Uani 1 1 d . . . . .
H9 H 0.331241 0.359757 0.658159 0.043 Uiso 1 1 calc R U . . .
C10 C 0.3880(2) 0.3702(2) 0.71203(12) 0.0371(9) Uani 1 1 d . . . . .
H10 H 0.332949 0.361428 0.727409 0.045 Uiso 1 1 calc R U . . .
C11A C 0.5102(2) 0.3888(2) 0.76437(11) 0.0318(8) Uani 0.655(4) 1 d . . P A 1
C12A C 0.4477(3) 0.4329(3) 0.78964(13) 0.0430(10) Uani 0.655(4) 1 d . . P A 1
H12A H 0.390994 0.463944 0.780671 0.052 Uiso 0.655(4) 1 calc R U P A 1
N13A N 0.4653(3) 0.4329(3) 0.82678(12) 0.0515(10) Uani 0.655(4) 1 d . . P A 1
C14A C 0.5472(3) 0.3883(3) 0.83860(13) 0.0453(10) Uani 0.655(4) 1 d . . P A 1
H14A H 0.560804 0.388881 0.864340 0.054 Uiso 0.655(4) 1 calc R U P A 1
C15A C 0.6113(3) 0.3426(3) 0.81561(12) 0.0405(9) Uani 0.655(4) 1 d . . P A 1
H15A H 0.667478 0.311828 0.825189 0.049 Uiso 0.655(4) 1 calc R U P A 1
C16A C 0.5924(3) 0.3424(2) 0.77846(11) 0.0337(8) Uani 0.655(4) 1 d . . P A 1
H16A H 0.635514 0.310431 0.762057 0.040 Uiso 0.655(4) 1 calc R U P A 1
C11B C 0.5102(2) 0.3888(2) 0.76437(11) 0.0318(8) Uani 0.345(4) 1 d . . P A 2
C12B C 0.4477(3) 0.4329(3) 0.78964(13) 0.0430(10) Uani 0.345(4) 1 d . . P A 2
H12B H 0.390994 0.463944 0.780671 0.052 Uiso 0.345(4) 1 calc R U P A 2
C13B C 0.4653(3) 0.4329(3) 0.82678(12) 0.0515(10) Uani 0.345(4) 1 d . . P A 2
H13B H 0.421884 0.462819 0.843661 0.062 Uiso 0.345(4) 1 calc R U P A 2
C14B C 0.5472(3) 0.3883(3) 0.83860(13) 0.0453(10) Uani 0.345(4) 1 d . . P A 2
C15B C 0.6113(3) 0.3426(3) 0.81561(12) 0.0405(9) Uani 0.345(4) 1 d . . P A 2
H15B H 0.667478 0.311828 0.825189 0.049 Uiso 0.345(4) 1 calc R U P A 2
C16B C 0.5924(3) 0.3424(2) 0.77846(11) 0.0337(8) Uani 0.345(4) 1 d . . P A 2
H16B H 0.635514 0.310431 0.762057 0.040 Uiso 0.345(4) 1 calc R U P A 2
F17B F 0.5584(5) 0.3950(5) 0.87087(16) 0.0374(7) Uani 0.345(4) 1 d . . P A 2
C18A C 0.5050(2) 0.3874(2) 0.61932(11) 0.0305(8) Uani 0.655(4) 1 d . . P A 1
C19A C 0.5871(2) 0.3444(2) 0.60398(11) 0.0325(8) Uani 0.655(4) 1 d . . P A 1
H19A H 0.633065 0.313793 0.619650 0.039 Uiso 0.655(4) 1 calc R U P A 1
C20A C 0.6022(3) 0.3460(2) 0.56638(11) 0.0352(9) Uani 0.655(4) 1 d . . P A 1
H20A H 0.658460 0.317313 0.555949 0.042 Uiso 0.655(4) 1 calc R U P A 1
C21A C 0.5345(3) 0.3898(3) 0.54429(11) 0.0350(8) Uani 0.655(4) 1 d . . P A 1
C22A C 0.4519(2) 0.4313(2) 0.55757(11) 0.0357(8) Uani 0.655(4) 1 d . . P A 1
H22A H 0.405639 0.459785 0.541459 0.043 Uiso 0.655(4) 1 calc R U P A 1
C23A C 0.4383(2) 0.4301(3) 0.59535(12) 0.0355(8) Uani 0.655(4) 1 d . . P A 1
H23A H 0.381726 0.459291 0.605359 0.043 Uiso 0.655(4) 1 calc R U P A 1
F24A F 0.5509(2) 0.3944(3) 0.50964(8) 0.0374(7) Uani 0.655(4) 1 d . . P A 1
C18B C 0.5050(2) 0.3874(2) 0.61932(11) 0.0305(8) Uani 0.345(4) 1 d . . P A 2
C19B C 0.5871(2) 0.3444(2) 0.60398(11) 0.0325(8) Uani 0.345(4) 1 d . . P A 2
H19B H 0.633065 0.313793 0.619650 0.039 Uiso 0.345(4) 1 calc R U P A 2
C20B C 0.6022(3) 0.3460(2) 0.56638(11) 0.0352(9) Uani 0.345(4) 1 d . . P A 2
H20B H 0.658460 0.317313 0.555949 0.042 Uiso 0.345(4) 1 calc R U P A 2
C21B C 0.5345(3) 0.3898(3) 0.54429(11) 0.0350(8) Uani 0.345(4) 1 d . . P A 2
H21B H 0.545762 0.391343 0.518385 0.042 Uiso 0.345(4) 1 calc R U P A 2
N22B N 0.4519(2) 0.4313(2) 0.55757(11) 0.0357(8) Uani 0.345(4) 1 d . . P A 2
C23B C 0.4383(2) 0.4301(3) 0.59535(12) 0.0355(8) Uani 0.345(4) 1 d . . P A 2
H23B H 0.381726 0.459291 0.605359 0.043 Uiso 0.345(4) 1 calc R U P A 2
S1 S 0.66245(5) 0.43447(6) 0.69148(3) 0.0278(2) Uani 1 1 d . . . . .
O25 O 0.68811(17) 0.47987(18) 0.72522(8) 0.0354(6) Uani 1 1 d . . . . .
O26 O 0.68827(17) 0.47783(18) 0.65737(8) 0.0353(6) Uani 1 1 d . . . . .
F27 F 0.71803(14) 0.33515(14) 0.69212(7) 0.0404(5) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C7 2.000(3) . ?
Fe1 C6 2.040(3) . ?
Fe1 C4 2.040(3) . ?
Fe1 C8 2.044(3) . ?
Fe1 C3 2.046(3) . ?
Fe1 C9 2.049(4) . ?
Fe1 C5 2.049(4) . ?
Fe1 C2 2.051(3) . ?
Fe1 C10 2.053(3) . ?
Fe1 C1 2.056(3) . ?
C1 C5 1.415(6) . ?
C1 C2 1.418(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.425(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.413(6) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C10 1.425(5) . ?
C6 C7 1.448(5) . ?
C6 C11B 1.477(6) . ?
C6 C11A 1.477(6) . ?
C7 C8 1.465(5) . ?
C7 S1 1.727(3) . ?
C8 C9 1.424(5) . ?
C8 C18B 1.472(5) . ?
C8 C18A 1.472(5) . ?
C9 C10 1.412(6) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11A C12A 1.396(5) . ?
C11A C16A 1.399(5) . ?
C12A N13A 1.365(6) . ?
C12A H12A 0.9500 . ?
N13A C14A 1.356(6) . ?
C14A C15A 1.369(6) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.369(6) . ?
C15A H15A 0.9500 . ?
C16A H16A 0.9500 . ?
C11B C12B 1.396(5) . ?
C11B C16B 1.399(5) . ?
C12B C13B 1.365(6) . ?
C12B H12B 0.9500 . ?
C13B C14B 1.356(6) . ?
C13B H13B 0.9500 . ?
C14B F17B 1.181(7) . ?
C14B C15B 1.369(6) . ?
C15B C16B 1.369(6) . ?
C15B H15B 0.9500 . ?
C16B H16B 0.9500 . ?
C18A C19A 1.395(5) . ?
C18A C23A 1.396(5) . ?
C19A C20A 1.376(6) . ?
C19A H19A 0.9500 . ?
C20A C21A 1.370(5) . ?
C20A H20A 0.9500 . ?
C21A F24A 1.275(5) . ?
C21A C22A 1.364(5) . ?
C22A C23A 1.379(5) . ?
C22A H22A 0.9500 . ?
C23A H23A 0.9500 . ?
C18B C19B 1.395(5) . ?
C18B C23B 1.396(5) . ?
C19B C20B 1.376(6) . ?
C19B H19B 0.9500 . ?
C20B C21B 1.370(5) . ?
C20B H20B 0.9500 . ?
C21B N22B 1.364(5) . ?
C21B H21B 0.9500 . ?
N22B C23B 1.379(5) . ?
C23B H23B 0.9500 . ?
S1 O26 1.417(3) . ?
S1 O25 1.417(3) . ?
S1 F27 1.572(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 Fe1 C6 41.98(14) . . ?
C7 Fe1 C4 159.27(16) . . ?
C6 Fe1 C4 121.33(16) . . ?
C7 Fe1 C8 42.46(14) . . ?
C6 Fe1 C8 71.15(15) . . ?
C4 Fe1 C8 156.55(15) . . ?
C7 Fe1 C3 159.15(16) . . ?
C6 Fe1 C3 156.94(15) . . ?
C4 Fe1 C3 40.68(15) . . ?
C8 Fe1 C3 120.59(15) . . ?
C7 Fe1 C9 68.99(14) . . ?
C6 Fe1 C9 68.97(16) . . ?
C4 Fe1 C9 121.23(16) . . ?
C8 Fe1 C9 40.71(14) . . ?
C3 Fe1 C9 106.00(15) . . ?
C7 Fe1 C5 123.98(15) . . ?
C6 Fe1 C5 107.40(16) . . ?
C4 Fe1 C5 40.44(16) . . ?
C8 Fe1 C5 160.94(15) . . ?
C3 Fe1 C5 68.25(15) . . ?
C9 Fe1 C5 157.65(16) . . ?
C7 Fe1 C2 123.72(15) . . ?
C6 Fe1 C2 160.71(14) . . ?
C4 Fe1 C2 68.29(15) . . ?
C8 Fe1 C2 106.67(15) . . ?
C3 Fe1 C2 40.71(14) . . ?
C9 Fe1 C2 122.50(16) . . ?
C5 Fe1 C2 68.11(16) . . ?
C7 Fe1 C10 68.94(14) . . ?
C6 Fe1 C10 40.75(14) . . ?
C4 Fe1 C10 106.32(16) . . ?
C8 Fe1 C10 69.16(16) . . ?
C3 Fe1 C10 121.10(15) . . ?
C9 Fe1 C10 40.26(16) . . ?
C5 Fe1 C10 122.77(17) . . ?
C2 Fe1 C10 157.61(16) . . ?
C7 Fe1 C1 109.14(14) . . ?
C6 Fe1 C1 124.17(15) . . ?
C4 Fe1 C1 67.91(16) . . ?
C8 Fe1 C1 124.01(15) . . ?
C3 Fe1 C1 68.10(15) . . ?
C9 Fe1 C1 159.55(17) . . ?
C5 Fe1 C1 40.31(16) . . ?
C2 Fe1 C1 40.40(15) . . ?
C10 Fe1 C1 159.66(17) . . ?
C5 C1 C2 108.3(3) . . ?
C5 C1 Fe1 69.6(2) . . ?
C2 C1 Fe1 69.6(2) . . ?
C5 C1 H1 125.9 . . ?
C2 C1 H1 125.9 . . ?
Fe1 C1 H1 126.5 . . ?
C1 C2 C3 107.8(3) . . ?
C1 C2 Fe1 70.0(2) . . ?
C3 C2 Fe1 69.5(2) . . ?
C1 C2 H2 126.1 . . ?
C3 C2 H2 126.1 . . ?
Fe1 C2 H2 126.0 . . ?
C4 C3 C2 107.6(3) . . ?
C4 C3 Fe1 69.4(2) . . ?
C2 C3 Fe1 69.84(19) . . ?
C4 C3 H3 126.2 . . ?
C2 C3 H3 126.2 . . ?
Fe1 C3 H3 126.1 . . ?
C5 C4 C3 108.3(3) . . ?
C5 C4 Fe1 70.1(2) . . ?
C3 C4 Fe1 69.9(2) . . ?
C5 C4 H4 125.8 . . ?
C3 C4 H4 125.8 . . ?
Fe1 C4 H4 125.7 . . ?
C4 C5 C1 108.0(4) . . ?
C4 C5 Fe1 69.4(2) . . ?
C1 C5 Fe1 70.1(2) . . ?
C4 C5 H5 126.0 . . ?
C1 C5 H5 126.0 . . ?
Fe1 C5 H5 126.0 . . ?
C10 C6 C7 106.0(3) . . ?
C10 C6 C11B 122.9(3) . . ?
C7 C6 C11B 131.1(3) . . ?
C10 C6 C11A 122.9(3) . . ?
C7 C6 C11A 131.1(3) . . ?
C10 C6 Fe1 70.1(2) . . ?
C7 C6 Fe1 67.56(19) . . ?
C11B C6 Fe1 128.3(2) . . ?
C11A C6 Fe1 128.3(2) . . ?
C6 C7 C8 109.3(3) . . ?
C6 C7 S1 124.8(3) . . ?
C8 C7 S1 124.9(3) . . ?
C6 C7 Fe1 70.46(18) . . ?
C8 C7 Fe1 70.35(18) . . ?
S1 C7 Fe1 116.51(16) . . ?
C9 C8 C7 105.1(3) . . ?
C9 C8 C18B 123.0(3) . . ?
C7 C8 C18B 131.9(3) . . ?
C9 C8 C18A 123.0(3) . . ?
C7 C8 C18A 131.9(3) . . ?
C9 C8 Fe1 69.8(2) . . ?
C7 C8 Fe1 67.19(19) . . ?
C18B C8 Fe1 127.1(2) . . ?
C18A C8 Fe1 127.1(2) . . ?
C10 C9 C8 110.2(3) . . ?
C10 C9 Fe1 70.0(2) . . ?
C8 C9 Fe1 69.44(19) . . ?
C10 C9 H9 124.9 . . ?
C8 C9 H9 124.9 . . ?
Fe1 C9 H9 127.3 . . ?
C9 C10 C6 109.4(3) . . ?
C9 C10 Fe1 69.7(2) . . ?
C6 C10 Fe1 69.12(19) . . ?
C9 C10 H10 125.3 . . ?
C6 C10 H10 125.3 . . ?
Fe1 C10 H10 127.4 . . ?
C12A C11A C16A 117.5(4) . . ?
C12A C11A C6 119.7(3) . . ?
C16A C11A C6 122.6(3) . . ?
N13A C12A C11A 122.3(4) . . ?
N13A C12A H12A 118.8 . . ?
C11A C12A H12A 118.8 . . ?
C14A N13A C12A 117.3(4) . . ?
N13A C14A C15A 123.9(4) . . ?
N13A C14A H14A 118.1 . . ?
C15A C14A H14A 118.1 . . ?
C16A C15A C14A 118.2(4) . . ?
C16A C15A H15A 120.9 . . ?
C14A C15A H15A 120.9 . . ?
C15A C16A C11A 120.8(4) . . ?
C15A C16A H16A 119.6 . . ?
C11A C16A H16A 119.6 . . ?
C12B C11B C16B 117.5(4) . . ?
C12B C11B C6 119.7(3) . . ?
C16B C11B C6 122.6(3) . . ?
C13B C12B C11B 122.3(4) . . ?
C13B C12B H12B 118.8 . . ?
C11B C12B H12B 118.8 . . ?
C14B C13B C12B 117.3(4) . . ?
C14B C13B H13B 121.4 . . ?
C12B C13B H13B 121.4 . . ?
F17B C14B C13B 112.7(5) . . ?
F17B C14B C15B 123.4(5) . . ?
C13B C14B C15B 123.9(4) . . ?
C16B C15B C14B 118.2(4) . . ?
C16B C15B H15B 120.9 . . ?
C14B C15B H15B 120.9 . . ?
C15B C16B C11B 120.8(4) . . ?
C15B C16B H16B 119.6 . . ?
C11B C16B H16B 119.6 . . ?
C19A C18A C23A 118.0(4) . . ?
C19A C18A C8 123.3(3) . . ?
C23A C18A C8 118.6(3) . . ?
C20A C19A C18A 120.6(3) . . ?
C20A C19A H19A 119.7 . . ?
C18A C19A H19A 119.7 . . ?
C21A C20A C19A 118.7(3) . . ?
C21A C20A H20A 120.7 . . ?
C19A C20A H20A 120.7 . . ?
F24A C21A C22A 118.3(4) . . ?
F24A C21A C20A 118.3(4) . . ?
C22A C21A C20A 123.4(4) . . ?
C21A C22A C23A 117.3(3) . . ?
C21A C22A H22A 121.4 . . ?
C23A C22A H22A 121.4 . . ?
C22A C23A C18A 122.0(3) . . ?
C22A C23A H23A 119.0 . . ?
C18A C23A H23A 119.0 . . ?
C19B C18B C23B 118.0(4) . . ?
C19B C18B C8 123.3(3) . . ?
C23B C18B C8 118.6(3) . . ?
C20B C19B C18B 120.6(3) . . ?
C20B C19B H19B 119.7 . . ?
C18B C19B H19B 119.7 . . ?
C21B C20B C19B 118.7(3) . . ?
C21B C20B H20B 120.7 . . ?
C19B C20B H20B 120.7 . . ?
N22B C21B C20B 123.4(4) . . ?
N22B C21B H21B 118.3 . . ?
C20B C21B H21B 118.3 . . ?
C21B N22B C23B 117.3(3) . . ?
N22B C23B C18B 122.0(3) . . ?
N22B C23B H23B 119.0 . . ?
C18B C23B H23B 119.0 . . ?
O26 S1 O25 120.00(16) . . ?
O26 S1 F27 104.99(15) . . ?
O25 S1 F27 104.55(15) . . ?
O26 S1 C7 112.29(17) . . ?
O25 S1 C7 111.58(17) . . ?
F27 S1 C7 101.01(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.4(4) . . . . ?
Fe1 C1 C2 C3 59.4(2) . . . . ?
C5 C1 C2 Fe1 -59.0(2) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
Fe1 C2 C3 C4 59.4(2) . . . . ?
C1 C2 C3 Fe1 -59.7(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
Fe1 C3 C4 C5 59.8(2) . . . . ?
C2 C3 C4 Fe1 -59.6(2) . . . . ?
C3 C4 C5 C1 0.1(4) . . . . ?
Fe1 C4 C5 C1 59.7(2) . . . . ?
C3 C4 C5 Fe1 -59.7(2) . . . . ?
C2 C1 C5 C4 -0.3(4) . . . . ?
Fe1 C1 C5 C4 -59.3(2) . . . . ?
C2 C1 C5 Fe1 59.0(2) . . . . ?
C10 C6 C7 C8 0.1(4) . . . . ?
C11B C6 C7 C8 178.1(3) . . . . ?
C11A C6 C7 C8 178.1(3) . . . . ?
Fe1 C6 C7 C8 -59.8(2) . . . . ?
C10 C6 C7 S1 169.2(2) . . . . ?
C11B C6 C7 S1 -12.8(5) . . . . ?
C11A C6 C7 S1 -12.8(5) . . . . ?
Fe1 C6 C7 S1 109.3(2) . . . . ?
C10 C6 C7 Fe1 59.9(2) . . . . ?
C11B C6 C7 Fe1 -122.0(4) . . . . ?
C11A C6 C7 Fe1 -122.0(4) . . . . ?
C6 C7 C8 C9 0.0(4) . . . . ?
S1 C7 C8 C9 -169.1(2) . . . . ?
Fe1 C7 C8 C9 -59.9(2) . . . . ?
C6 C7 C8 C18B 180.0(3) . . . . ?
S1 C7 C8 C18B 10.9(5) . . . . ?
Fe1 C7 C8 C18B 120.1(4) . . . . ?
C6 C7 C8 C18A 180.0(3) . . . . ?
S1 C7 C8 C18A 10.9(5) . . . . ?
Fe1 C7 C8 C18A 120.1(4) . . . . ?
C6 C7 C8 Fe1 59.9(2) . . . . ?
S1 C7 C8 Fe1 -109.2(2) . . . . ?
C7 C8 C9 C10 0.0(4) . . . . ?
C18B C8 C9 C10 180.0(3) . . . . ?
C18A C8 C9 C10 180.0(3) . . . . ?
Fe1 C8 C9 C10 -58.2(3) . . . . ?
C7 C8 C9 Fe1 58.2(2) . . . . ?
C18B C8 C9 Fe1 -121.8(3) . . . . ?
C18A C8 C9 Fe1 -121.8(3) . . . . ?
C8 C9 C10 C6 0.1(4) . . . . ?
Fe1 C9 C10 C6 -57.8(2) . . . . ?
C8 C9 C10 Fe1 57.9(2) . . . . ?
C7 C6 C10 C9 -0.1(4) . . . . ?
C11B C6 C10 C9 -178.3(3) . . . . ?
C11A C6 C10 C9 -178.3(3) . . . . ?
Fe1 C6 C10 C9 58.2(2) . . . . ?
C7 C6 C10 Fe1 -58.3(2) . . . . ?
C11B C6 C10 Fe1 123.5(3) . . . . ?
C11A C6 C10 Fe1 123.5(3) . . . . ?
C10 C6 C11A C12A -39.1(5) . . . . ?
C7 C6 C11A C12A 143.1(4) . . . . ?
Fe1 C6 C11A C12A 50.6(4) . . . . ?
C10 C6 C11A C16A 136.1(4) . . . . ?
C7 C6 C11A C16A -41.6(5) . . . . ?
Fe1 C6 C11A C16A -134.2(3) . . . . ?
C16A C11A C12A N13A 0.9(5) . . . . ?
C6 C11A C12A N13A 176.5(3) . . . . ?
C11A C12A N13A C14A 0.4(6) . . . . ?
C12A N13A C14A C15A -1.2(6) . . . . ?
N13A C14A C15A C16A 0.6(6) . . . . ?
C14A C15A C16A C11A 0.8(6) . . . . ?
C12A C11A C16A C15A -1.5(5) . . . . ?
C6 C11A C16A C15A -176.9(3) . . . . ?
C10 C6 C11B C12B -39.1(5) . . . . ?
C7 C6 C11B C12B 143.1(4) . . . . ?
Fe1 C6 C11B C12B 50.6(4) . . . . ?
C10 C6 C11B C16B 136.1(4) . . . . ?
C7 C6 C11B C16B -41.6(5) . . . . ?
Fe1 C6 C11B C16B -134.2(3) . . . . ?
C16B C11B C12B C13B 0.9(5) . . . . ?
C6 C11B C12B C13B 176.5(3) . . . . ?
C11B C12B C13B C14B 0.4(6) . . . . ?
C12B C13B C14B F17B 177.3(5) . . . . ?
C12B C13B C14B C15B -1.2(6) . . . . ?
F17B C14B C15B C16B -177.7(5) . . . . ?
C13B C14B C15B C16B 0.6(6) . . . . ?
C14B C15B C16B C11B 0.8(6) . . . . ?
C12B C11B C16B C15B -1.5(5) . . . . ?
C6 C11B C16B C15B -176.9(3) . . . . ?
C9 C8 C18A C19A -139.0(3) . . . . ?
C7 C8 C18A C19A 40.9(5) . . . . ?
Fe1 C8 C18A C19A 132.4(3) . . . . ?
C9 C8 C18A C23A 37.1(5) . . . . ?
C7 C8 C18A C23A -142.9(4) . . . . ?
Fe1 C8 C18A C23A -51.5(4) . . . . ?
C23A C18A C19A C20A 1.2(5) . . . . ?
C8 C18A C19A C20A 177.3(3) . . . . ?
C18A C19A C20A C21A -0.6(5) . . . . ?
C19A C20A C21A F24A 177.3(3) . . . . ?
C19A C20A C21A C22A -0.7(5) . . . . ?
F24A C21A C22A C23A -176.6(3) . . . . ?
C20A C21A C22A C23A 1.5(5) . . . . ?
C21A C22A C23A C18A -0.8(5) . . . . ?
C19A C18A C23A C22A -0.4(5) . . . . ?
C8 C18A C23A C22A -176.7(3) . . . . ?
C9 C8 C18B C19B -139.0(3) . . . . ?
C7 C8 C18B C19B 40.9(5) . . . . ?
Fe1 C8 C18B C19B 132.4(3) . . . . ?
C9 C8 C18B C23B 37.1(5) . . . . ?
C7 C8 C18B C23B -142.9(4) . . . . ?
Fe1 C8 C18B C23B -51.5(4) . . . . ?
C23B C18B C19B C20B 1.2(5) . . . . ?
C8 C18B C19B C20B 177.3(3) . . . . ?
C18B C19B C20B C21B -0.6(5) . . . . ?
C19B C20B C21B N22B -0.7(5) . . . . ?
C20B C21B N22B C23B 1.5(5) . . . . ?
C21B N22B C23B C18B -0.8(5) . . . . ?
C19B C18B C23B N22B -0.4(5) . . . . ?
C8 C18B C23B N22B -176.7(3) . . . . ?
C6 C7 S1 O26 -152.9(3) . . . . ?
C8 C7 S1 O26 14.6(3) . . . . ?
Fe1 C7 S1 O26 -69.1(2) . . . . ?
C6 C7 S1 O25 -14.9(3) . . . . ?
C8 C7 S1 O25 152.6(3) . . . . ?
Fe1 C7 S1 O25 68.9(2) . . . . ?
C6 C7 S1 F27 95.7(3) . . . . ?
C8 C7 S1 F27 -96.8(3) . . . . ?
Fe1 C7 S1 F27 179.51(19) . . . . ?

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

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


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

data_WE12742
_database_code_depnum_ccdc_archive 'CCDC 2110436'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 22 janvier 2021                                          #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C10 H8 F2 Fe O2 S'
_chemical_formula_sum            'C10 H8 F2 Fe O2 S'
_chemical_formula_weight         286.07
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

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

_cell_length_a                   6.8825(7)
_cell_length_b                   11.9649(14)
_cell_length_c                   12.3895(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.433(4)
_cell_angle_gamma                90
_cell_volume                     1020.23(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4110
_cell_measurement_theta_min      3.2887
_cell_measurement_theta_max      27.4680
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      0.0614823
_diffrn_orient_matrix_UB_21      0.1300478
_diffrn_orient_matrix_UB_31      -0.0204841
_diffrn_orient_matrix_UB_12      -0.0749595
_diffrn_orient_matrix_UB_22      0.0364273
_diffrn_orient_matrix_UB_32      0.0062783
_diffrn_orient_matrix_UB_13      0.0106441
_diffrn_orient_matrix_UB_23      0.0081855
_diffrn_orient_matrix_UB_33      0.0795909


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             576
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.690
_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  0.542
_exptl_absorpt_correction_T_max  0.634

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

# Software                   : BIS 2014.5.0.0/23-May-2014 && APEX2_2014.11-0   #
# Number of scans            :        4                                        #
# Total number of frames     :      352                                        #
# Total length of scans      :   352.00 (deg.)                                 #
# Rotation speed             :     5.00 sec./deg.                              #
# Total exposition time      :         29.3 min.                               #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Omega     5.0   1.00     35.0     103  16.05  14.51 326.28 312.38 296.15  #
#  2 Omega     5.0   1.00     35.0      97 347.93 354.01 175.43 310.07 296.15  #
#  3 Omega     5.0   1.00     35.0      98 343.95 248.31 330.65  36.03 296.15  #
#  4 Omega     5.0   1.00     35.0      54 343.95 343.08 358.45 279.58 296.15  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'APEXII Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_uneti/neti     0.0293
_diffrn_reflns_av_r_equivalents  0.0312
_diffrn_reflns_number            8555
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.366
_diffrn_reflns_theta_max         27.491
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             2319
_reflns_number_gt                2050
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2020)'

#------------------------------------------------------------------------------#
#                            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)+(0.0419P)²+1.1577P] 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         2319
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0882
_refine_ls_wR_factor_gt          0.0846
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.003
_refine_diff_density_max         1.202
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.077

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.62844(4) 0.42149(3) 0.21154(3) 0.01672(12) Uani 1 1 d . . . . .
S1 S 0.84191(10) 0.33965(6) 0.43252(5) 0.02666(16) Uani 1 1 d . . . . .
C1A C 0.4143(11) 0.3899(8) 0.0980(3) 0.0264(12) Uani 0.454(15) 1 d G . P A 1
H1A H 0.427725 0.393455 0.021827 0.032 Uiso 0.454(15) 1 calc R U P A 1
C2A C 0.3591(11) 0.4795(4) 0.1664(8) 0.0264(12) Uani 0.454(15) 1 d G . P A 1
H2A H 0.329179 0.553488 0.144059 0.032 Uiso 0.454(15) 1 calc R U P A 1
C3A C 0.3565(11) 0.4390(6) 0.2742(5) 0.0264(12) Uani 0.454(15) 1 d G . P A 1
H3A H 0.324580 0.481195 0.336506 0.032 Uiso 0.454(15) 1 calc R U P A 1
C4A C 0.4101(10) 0.3244(6) 0.2723(5) 0.0264(12) Uani 0.454(15) 1 d G . P A 1
H4A H 0.420282 0.276482 0.333212 0.032 Uiso 0.454(15) 1 calc R U P A 1
C5A C 0.4458(9) 0.2941(4) 0.1634(6) 0.0264(12) Uani 0.454(15) 1 d G . P A 1
H5A H 0.484029 0.222256 0.138729 0.032 Uiso 0.454(15) 1 calc R U P A 1
C1B C 0.3752(8) 0.4631(5) 0.1322(6) 0.0317(17) Uani 0.546(15) 1 d G . P A 2
H1B H 0.358842 0.520563 0.079916 0.038 Uiso 0.546(15) 1 calc R U P A 2
C2B C 0.3501(7) 0.4746(6) 0.2453(7) 0.038(2) Uani 0.546(15) 1 d G . P A 2
H2B H 0.313970 0.541064 0.281992 0.046 Uiso 0.546(15) 1 calc R U P A 2
C3B C 0.3885(9) 0.3694(10) 0.2939(4) 0.047(2) Uani 0.546(15) 1 d G . P A 2
H3B H 0.382570 0.353000 0.368804 0.057 Uiso 0.546(15) 1 calc R U P A 2
C4B C 0.4374(8) 0.2928(3) 0.2108(10) 0.048(2) Uani 0.546(15) 1 d G . P A 2
H4B H 0.469840 0.216270 0.220382 0.057 Uiso 0.546(15) 1 calc R U P A 2
C5B C 0.4292(8) 0.3508(7) 0.1108(5) 0.0365(19) Uani 0.546(15) 1 d G . P A 2
H5B H 0.455175 0.319829 0.041839 0.044 Uiso 0.546(15) 1 calc R U P A 2
C6 C 0.8971(3) 0.35594(19) 0.20810(19) 0.0191(5) Uani 1 1 d . . . . .
C7 C 0.8837(3) 0.4381(2) 0.1273(2) 0.0217(5) Uani 1 1 d . . . . .
H7 H 0.902932 0.427125 0.052216 0.026 Uiso 1 1 calc R U . . .
C8 C 0.8362(4) 0.5407(2) 0.1787(2) 0.0237(5) Uani 1 1 d . . . . .
H8 H 0.818109 0.610272 0.143143 0.028 Uiso 1 1 calc R U . . .
C9 C 0.8200(4) 0.5226(2) 0.2914(2) 0.0223(5) Uani 1 1 d . . . . .
H9 H 0.789488 0.577181 0.344316 0.027 Uiso 1 1 calc R U . . .
C10 C 0.8585(3) 0.40638(19) 0.31043(18) 0.0184(5) Uani 1 1 d . . . . .
F11 F 0.9479(2) 0.25005(13) 0.19392(14) 0.0371(4) Uani 1 1 d . . . . .
F12 F 1.0589(3) 0.33956(18) 0.46975(14) 0.0491(5) Uani 1 1 d . . . . .
O13 O 0.7974(4) 0.22558(18) 0.41919(18) 0.0471(6) Uani 1 1 d . . . . .
O14 O 0.7430(4) 0.4059(2) 0.50785(18) 0.0559(7) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C10 2.003(2) . ?
Fe1 C6 2.009(2) . ?
Fe1 C4B 2.025(4) . ?
Fe1 C5B 2.032(5) . ?
Fe1 C9 2.040(2) . ?
Fe1 C3A 2.042(6) . ?
Fe1 C3B 2.045(4) . ?
Fe1 C4A 2.047(6) . ?
Fe1 C2A 2.053(7) . ?
Fe1 C1B 2.056(5) . ?
Fe1 C7 2.060(2) . ?
Fe1 C5A 2.061(6) . ?
S1 O14 1.404(2) . ?
S1 O13 1.408(2) . ?
S1 F12 1.5598(19) . ?
S1 C10 1.715(2) . ?
C1A C5A 1.4200 . ?
C1A C2A 1.4200 . ?
C1A H1A 0.9500 . ?
C2A C3A 1.4200 . ?
C2A H2A 0.9500 . ?
C3A C4A 1.4200 . ?
C3A H3A 0.9500 . ?
C4A C5A 1.4200 . ?
C4A H4A 0.9500 . ?
C5A H5A 0.9500 . ?
C1B C2B 1.4200 . ?
C1B C5B 1.4200 . ?
C1B H1B 0.9500 . ?
C2B C3B 1.4200 . ?
C2B H2B 0.9500 . ?
C3B C4B 1.4200 . ?
C3B H3B 0.9500 . ?
C4B C5B 1.4200 . ?
C4B H4B 0.9500 . ?
C5B H5B 0.9500 . ?
C6 F11 1.326(3) . ?
C6 C7 1.405(3) . ?
C6 C10 1.431(3) . ?
C7 C8 1.422(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.418(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.435(3) . ?
C9 H9 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 Fe1 C6 41.78(9) . . ?
C10 Fe1 C4B 116.4(2) . . ?
C6 Fe1 C4B 107.51(17) . . ?
C10 Fe1 C5B 149.9(3) . . ?
C6 Fe1 C5B 116.20(16) . . ?
C4B Fe1 C5B 40.98(8) . . ?
C10 Fe1 C9 41.56(9) . . ?
C6 Fe1 C9 69.53(10) . . ?
C4B Fe1 C9 150.5(3) . . ?
C5B Fe1 C9 167.3(3) . . ?
C10 Fe1 C3A 120.0(2) . . ?
C6 Fe1 C3A 153.4(3) . . ?
C9 Fe1 C3A 110.23(17) . . ?
C10 Fe1 C3B 107.76(13) . . ?
C6 Fe1 C3B 129.7(3) . . ?
C4B Fe1 C3B 40.84(8) . . ?
C5B Fe1 C3B 68.61(10) . . ?
C9 Fe1 C3B 117.4(3) . . ?
C10 Fe1 C4A 107.64(16) . . ?
C6 Fe1 C4A 117.7(2) . . ?
C9 Fe1 C4A 129.2(2) . . ?
C3A Fe1 C4A 40.64(11) . . ?
C10 Fe1 C2A 154.8(3) . . ?
C6 Fe1 C2A 162.8(3) . . ?
C9 Fe1 C2A 120.7(2) . . ?
C3A Fe1 C2A 40.58(12) . . ?
C4A Fe1 C2A 68.17(13) . . ?
C10 Fe1 C1B 167.9(3) . . ?
C6 Fe1 C1B 149.5(2) . . ?
C4B Fe1 C1B 68.53(10) . . ?
C5B Fe1 C1B 40.65(8) . . ?
C9 Fe1 C1B 129.1(2) . . ?
C3B Fe1 C1B 68.15(10) . . ?
C10 Fe1 C7 69.21(9) . . ?
C6 Fe1 C7 40.39(10) . . ?
C4B Fe1 C7 128.9(3) . . ?
C5B Fe1 C7 107.67(17) . . ?
C9 Fe1 C7 68.76(10) . . ?
C3A Fe1 C7 166.0(3) . . ?
C3B Fe1 C7 167.7(4) . . ?
C4A Fe1 C7 150.7(2) . . ?
C2A Fe1 C7 127.0(2) . . ?
C1B Fe1 C7 117.23(18) . . ?
C10 Fe1 C5A 126.0(2) . . ?
C6 Fe1 C5A 105.33(16) . . ?
C9 Fe1 C5A 165.8(2) . . ?
C3A Fe1 C5A 68.10(12) . . ?
C4A Fe1 C5A 40.44(10) . . ?
C2A Fe1 C5A 67.90(13) . . ?
C7 Fe1 C5A 116.46(18) . . ?
O14 S1 O13 121.25(16) . . ?
O14 S1 F12 105.75(15) . . ?
O13 S1 F12 103.94(14) . . ?
O14 S1 C10 111.06(13) . . ?
O13 S1 C10 111.33(12) . . ?
F12 S1 C10 101.01(11) . . ?
C5A C1A C2A 108.0 . . ?
C5A C1A Fe1 69.7(3) . . ?
C2A C1A Fe1 69.4(3) . . ?
C5A C1A H1A 126.0 . . ?
C2A C1A H1A 126.0 . . ?
Fe1 C1A H1A 126.5 . . ?
C1A C2A C3A 108.0 . . ?
C1A C2A Fe1 70.3(3) . . ?
C3A C2A Fe1 69.3(3) . . ?
C1A C2A H2A 126.0 . . ?
C3A C2A H2A 126.0 . . ?
Fe1 C2A H2A 126.0 . . ?
C4A C3A C2A 108.0 . . ?
C4A C3A Fe1 69.9(3) . . ?
C2A C3A Fe1 70.1(3) . . ?
C4A C3A H3A 126.0 . . ?
C2A C3A H3A 126.0 . . ?
Fe1 C3A H3A 125.6 . . ?
C5A C4A C3A 108.0 . . ?
C5A C4A Fe1 70.3(3) . . ?
C3A C4A Fe1 69.5(3) . . ?
C5A C4A H4A 126.0 . . ?
C3A C4A H4A 126.0 . . ?
Fe1 C4A H4A 125.8 . . ?
C1A C5A C4A 108.0 . . ?
C1A C5A Fe1 70.0(3) . . ?
C4A C5A Fe1 69.2(3) . . ?
C1A C5A H5A 126.0 . . ?
C4A C5A H5A 126.0 . . ?
Fe1 C5A H5A 126.3 . . ?
C2B C1B C5B 108.0 . . ?
C2B C1B Fe1 70.15(18) . . ?
C5B C1B Fe1 68.75(18) . . ?
C2B C1B H1B 126.0 . . ?
C5B C1B H1B 126.0 . . ?
Fe1 C1B H1B 126.7 . . ?
C3B C2B C1B 108.0 . . ?
C3B C2B Fe1 69.06(17) . . ?
C1B C2B Fe1 69.53(18) . . ?
C3B C2B H2B 126.0 . . ?
C1B C2B H2B 126.0 . . ?
Fe1 C2B H2B 127.0 . . ?
C2B C3B C4B 108.0 . . ?
C2B C3B Fe1 70.51(18) . . ?
C4B C3B Fe1 68.82(18) . . ?
C2B C3B H3B 126.0 . . ?
C4B C3B H3B 126.0 . . ?
Fe1 C3B H3B 126.2 . . ?
C5B C4B C3B 108.0 . . ?
C5B C4B Fe1 69.77(18) . . ?
C3B C4B Fe1 70.34(18) . . ?
C5B C4B H4B 126.0 . . ?
C3B C4B H4B 126.0 . . ?
Fe1 C4B H4B 125.5 . . ?
C4B C5B C1B 108.0 . . ?
C4B C5B Fe1 69.25(18) . . ?
C1B C5B Fe1 70.59(18) . . ?
C4B C5B H5B 126.0 . . ?
C1B C5B H5B 126.0 . . ?
Fe1 C5B H5B 125.7 . . ?
F11 C6 C7 126.1(2) . . ?
F11 C6 C10 124.8(2) . . ?
C7 C6 C10 108.9(2) . . ?
F11 C6 Fe1 128.28(16) . . ?
C7 C6 Fe1 71.75(14) . . ?
C10 C6 Fe1 68.89(13) . . ?
C6 C7 C8 107.4(2) . . ?
C6 C7 Fe1 67.86(13) . . ?
C8 C7 Fe1 69.91(14) . . ?
C6 C7 H7 126.3 . . ?
C8 C7 H7 126.3 . . ?
Fe1 C7 H7 127.5 . . ?
C9 C8 C7 109.2(2) . . ?
C9 C8 Fe1 68.95(14) . . ?
C7 C8 Fe1 69.74(13) . . ?
C9 C8 H8 125.4 . . ?
C7 C8 H8 125.4 . . ?
Fe1 C8 H8 127.5 . . ?
C8 C9 C10 107.1(2) . . ?
C8 C9 Fe1 70.61(14) . . ?
C10 C9 Fe1 67.84(13) . . ?
C8 C9 H9 126.5 . . ?
C10 C9 H9 126.5 . . ?
Fe1 C9 H9 126.6 . . ?
C6 C10 C9 107.4(2) . . ?
C6 C10 S1 126.81(18) . . ?
C9 C10 S1 125.64(18) . . ?
C6 C10 Fe1 69.33(13) . . ?
C9 C10 Fe1 70.60(13) . . ?
S1 C10 Fe1 121.59(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5A C1A C2A C3A 0.0 . . . . ?
Fe1 C1A C2A C3A -59.2(2) . . . . ?
C5A C1A C2A Fe1 59.2(2) . . . . ?
C1A C2A C3A C4A 0.0 . . . . ?
Fe1 C2A C3A C4A -59.9(2) . . . . ?
C1A C2A C3A Fe1 59.9(2) . . . . ?
C2A C3A C4A C5A 0.0 . . . . ?
Fe1 C3A C4A C5A -60.0(3) . . . . ?
C2A C3A C4A Fe1 60.0(3) . . . . ?
C2A C1A C5A C4A 0.0 . . . . ?
Fe1 C1A C5A C4A 59.0(3) . . . . ?
C2A C1A C5A Fe1 -59.0(3) . . . . ?
C3A C4A C5A C1A 0.0 . . . . ?
Fe1 C4A C5A C1A -59.5(3) . . . . ?
C3A C4A C5A Fe1 59.5(3) . . . . ?
C5B C1B C2B C3B 0.0 . . . . ?
Fe1 C1B C2B C3B -58.51(17) . . . . ?
C5B C1B C2B Fe1 58.51(17) . . . . ?
C1B C2B C3B C4B 0.0 . . . . ?
Fe1 C2B C3B C4B -58.80(18) . . . . ?
C1B C2B C3B Fe1 58.80(17) . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
Fe1 C3B C4B C5B -59.85(18) . . . . ?
C2B C3B C4B Fe1 59.85(18) . . . . ?
C3B C4B C5B C1B 0.0 . . . . ?
Fe1 C4B C5B C1B -60.22(18) . . . . ?
C3B C4B C5B Fe1 60.22(18) . . . . ?
C2B C1B C5B C4B 0.0 . . . . ?
Fe1 C1B C5B C4B 59.37(17) . . . . ?
C2B C1B C5B Fe1 -59.37(17) . . . . ?
F11 C6 C7 C8 -176.5(2) . . . . ?
C10 C6 C7 C8 -0.1(3) . . . . ?
Fe1 C6 C7 C8 58.93(16) . . . . ?
F11 C6 C7 Fe1 124.5(2) . . . . ?
C10 C6 C7 Fe1 -59.07(16) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
Fe1 C7 C8 C9 57.70(17) . . . . ?
C6 C7 C8 Fe1 -57.65(16) . . . . ?
C7 C8 C9 C10 0.1(3) . . . . ?
Fe1 C8 C9 C10 58.23(16) . . . . ?
C7 C8 C9 Fe1 -58.18(17) . . . . ?
F11 C6 C10 C9 176.6(2) . . . . ?
C7 C6 C10 C9 0.2(3) . . . . ?
Fe1 C6 C10 C9 -60.66(16) . . . . ?
F11 C6 C10 S1 -8.1(3) . . . . ?
C7 C6 C10 S1 175.47(18) . . . . ?
Fe1 C6 C10 S1 114.64(19) . . . . ?
F11 C6 C10 Fe1 -122.7(2) . . . . ?
C7 C6 C10 Fe1 60.84(16) . . . . ?
C8 C9 C10 C6 -0.1(3) . . . . ?
Fe1 C9 C10 C6 59.85(16) . . . . ?
C8 C9 C10 S1 -175.51(18) . . . . ?
Fe1 C9 C10 S1 -115.52(19) . . . . ?
C8 C9 C10 Fe1 -59.99(17) . . . . ?
O14 S1 C10 C6 -160.8(2) . . . . ?
O13 S1 C10 C6 -22.5(3) . . . . ?
F12 S1 C10 C6 87.4(2) . . . . ?
O14 S1 C10 C9 13.6(3) . . . . ?
O13 S1 C10 C9 152.0(2) . . . . ?
F12 S1 C10 C9 -98.2(2) . . . . ?
O14 S1 C10 Fe1 -74.1(2) . . . . ?
O13 S1 C10 Fe1 64.23(19) . . . . ?
F12 S1 C10 Fe1 174.08(14) . . . . ?

#------------------------------------------------------------------------------#
#                                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_WE13091
_database_code_depnum_ccdc_archive 'CCDC 2110441'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 05 fevrier 2021                                          #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H11 F Fe I N O2 S'
_chemical_formula_sum            'C15 H11 F Fe I N O2 S'
_chemical_formula_weight         471.06
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

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

_cell_length_a                   15.0556(16)
_cell_length_b                   6.8264(7)
_cell_length_c                   15.1425(14)
_cell_angle_alpha                90
_cell_angle_beta                 92.999(4)
_cell_angle_gamma                90
_cell_volume                     1554.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9588
_cell_measurement_theta_min      2.7095
_cell_measurement_theta_max      27.5016
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      0.0199892
_diffrn_orient_matrix_UB_21      0.0633461
_diffrn_orient_matrix_UB_31      -0.0033892
_diffrn_orient_matrix_UB_12      -0.1015034
_diffrn_orient_matrix_UB_22      0.0373167
_diffrn_orient_matrix_UB_32      0.0988122
_diffrn_orient_matrix_UB_13      0.0443228
_diffrn_orient_matrix_UB_23      -0.0077605
_diffrn_orient_matrix_UB_33      0.0484607


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

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.070
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.013
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             912
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    3.106
_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  0.616
_exptl_absorpt_correction_T_max  0.805

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      224                                        #
# Total length of scans  [*] :   224.00 (deg.)                                 #
# Rotation speed         [*] :     8.00 sec./deg.                              #
# Total exposition time  [*] :         29.9 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       8.0   1.00     34.0     224   0.27 270.94 324.00  23.00 150.00  #
#  2 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0362
_diffrn_reflns_av_r_equivalents  0.0380
_diffrn_reflns_number            14099
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.694
_diffrn_reflns_theta_max         27.529
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             3722
_reflns_number_gt                3246
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2021)'

#------------------------------------------------------------------------------#
#                            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)+(0.0168P)²+6.9064P] 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         3722
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0787
_refine_ls_wR_factor_gt          0.0752
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         3.385
_refine_diff_density_min         -3.565
_refine_diff_density_rms         0.950

#------------------------------------------------------------------------------#
#               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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.21112(3) 0.37318(7) 0.41649(3) 0.01254(12) Uani 1 1 d . . . . .
C1 C 0.2511(3) 0.6260(6) 0.4801(3) 0.0275(9) Uani 1 1 d . . . . .
H1 H 0.292358 0.634614 0.529659 0.033 Uiso 1 1 calc R U . . .
C2 C 0.2720(3) 0.6330(6) 0.3903(3) 0.0297(10) Uani 1 1 d . . . . .
H2 H 0.329881 0.647201 0.368950 0.036 Uiso 1 1 calc R U . . .
C3 C 0.1918(3) 0.6153(6) 0.3376(3) 0.0311(10) Uani 1 1 d . . . . .
H3 H 0.186380 0.615745 0.274812 0.037 Uiso 1 1 calc R U . . .
C4 C 0.1214(3) 0.5967(6) 0.3953(3) 0.0284(9) Uani 1 1 d . . . . .
H4 H 0.060180 0.582086 0.377982 0.034 Uiso 1 1 calc R U . . .
C5 C 0.1579(3) 0.6038(6) 0.4831(3) 0.0281(9) Uani 1 1 d . . . . .
H5 H 0.125447 0.595210 0.535168 0.034 Uiso 1 1 calc R U . . .
I1 I 0.01316(2) 0.07086(4) 0.34858(2) 0.02169(8) Uani 1 1 d . . . . .
C6 C 0.1447(2) 0.1212(5) 0.3913(2) 0.0119(6) Uani 1 1 d . . . . .
C7 C 0.1744(2) 0.1244(5) 0.4819(2) 0.0146(7) Uani 1 1 d . . . . .
H7 H 0.137369 0.115282 0.530634 0.018 Uiso 1 1 calc R U . . .
C8 C 0.2683(2) 0.1435(5) 0.4877(2) 0.0139(7) Uani 1 1 d . . . . .
H8 H 0.304084 0.150588 0.541149 0.017 Uiso 1 1 calc R U . . .
C9 C 0.3009(2) 0.1504(5) 0.4008(2) 0.0125(6) Uani 1 1 d . . . . .
C10 C 0.2231(2) 0.1370(5) 0.3402(2) 0.0109(6) Uani 1 1 d . . . . .
S1 S 0.22320(6) 0.16690(14) 0.22731(5) 0.01498(18) Uani 1 1 d . . . . .
O11 O 0.13873(19) 0.2199(5) 0.18997(17) 0.0282(7) Uani 1 1 d . . . . .
O12 O 0.30092(19) 0.2660(5) 0.20282(17) 0.0276(7) Uani 1 1 d . . . . .
F13 F 0.23696(18) -0.0506(4) 0.19668(15) 0.0292(6) Uani 1 1 d . . . . .
C14 C 0.3964(2) 0.1541(6) 0.3822(2) 0.0152(7) Uani 1 1 d . . . . .
C15 C 0.4318(2) 0.0269(6) 0.3217(2) 0.0181(7) Uani 1 1 d . . . . .
H15 H 0.394031 -0.059496 0.287946 0.022 Uiso 1 1 calc R U . . .
C16 C 0.5224(3) 0.0268(6) 0.3108(3) 0.0217(8) Uani 1 1 d . . . . .
H16 H 0.547743 -0.059398 0.269798 0.026 Uiso 1 1 calc R U . . .
C17 C 0.5756(3) 0.1555(6) 0.3613(3) 0.0240(8) Uani 1 1 d . . . . .
H17 H 0.637768 0.155097 0.353530 0.029 Uiso 1 1 calc R U . . .
N18 N 0.5437(2) 0.2798(6) 0.4201(2) 0.0263(8) Uani 1 1 d . . . . .
C19 C 0.4555(3) 0.2782(6) 0.4294(3) 0.0221(8) Uani 1 1 d . . . . .
H19 H 0.431927 0.366754 0.470466 0.027 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 C10 1.998(3) . ?
Fe1 C6 2.016(3) . ?
Fe1 C2 2.045(4) . ?
Fe1 C3 2.051(4) . ?
Fe1 C1 2.052(4) . ?
Fe1 C4 2.052(4) . ?
Fe1 C5 2.056(4) . ?
Fe1 C7 2.056(4) . ?
Fe1 C9 2.057(4) . ?
Fe1 C8 2.065(3) . ?
C1 C2 1.412(7) . ?
C1 C5 1.416(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.417(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.415(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.413(6) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
I1 C6 2.080(3) . ?
C6 C7 1.421(5) . ?
C6 C10 1.449(5) . ?
C7 C8 1.418(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.429(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.453(5) . ?
C9 C14 1.479(5) . ?
C10 S1 1.721(3) . ?
S1 O11 1.412(3) . ?
S1 O12 1.418(3) . ?
S1 F13 1.572(3) . ?
C14 C15 1.389(5) . ?
C14 C19 1.398(5) . ?
C15 C16 1.382(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.390(6) . ?
C16 H16 0.9500 . ?
C17 N18 1.337(5) . ?
C17 H17 0.9500 . ?
N18 C19 1.342(5) . ?
C19 H19 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 Fe1 C6 42.34(13) . . ?
C10 Fe1 C2 122.20(17) . . ?
C6 Fe1 C2 157.88(17) . . ?
C10 Fe1 C3 109.13(16) . . ?
C6 Fe1 C3 121.57(17) . . ?
C2 Fe1 C3 40.49(19) . . ?
C10 Fe1 C1 156.55(16) . . ?
C6 Fe1 C1 159.59(17) . . ?
C2 Fe1 C1 40.33(19) . . ?
C3 Fe1 C1 67.97(18) . . ?
C10 Fe1 C4 126.05(16) . . ?
C6 Fe1 C4 106.80(16) . . ?
C2 Fe1 C4 67.84(18) . . ?
C3 Fe1 C4 40.33(19) . . ?
C1 Fe1 C4 67.83(17) . . ?
C10 Fe1 C5 162.15(16) . . ?
C6 Fe1 C5 122.97(17) . . ?
C2 Fe1 C5 67.73(19) . . ?
C3 Fe1 C5 67.78(19) . . ?
C1 Fe1 C5 40.32(18) . . ?
C4 Fe1 C5 40.25(18) . . ?
C10 Fe1 C7 69.32(14) . . ?
C6 Fe1 C7 40.82(13) . . ?
C2 Fe1 C7 160.78(17) . . ?
C3 Fe1 C7 155.87(18) . . ?
C1 Fe1 C7 123.25(17) . . ?
C4 Fe1 C7 119.87(17) . . ?
C5 Fe1 C7 105.93(17) . . ?
C10 Fe1 C9 41.97(13) . . ?
C6 Fe1 C9 70.72(14) . . ?
C2 Fe1 C9 108.35(16) . . ?
C3 Fe1 C9 127.04(17) . . ?
C1 Fe1 C9 119.83(16) . . ?
C4 Fe1 C9 164.38(17) . . ?
C5 Fe1 C9 153.98(16) . . ?
C7 Fe1 C9 68.90(14) . . ?
C10 Fe1 C8 68.98(13) . . ?
C6 Fe1 C8 68.90(14) . . ?
C2 Fe1 C8 125.50(17) . . ?
C3 Fe1 C8 163.39(18) . . ?
C1 Fe1 C8 106.82(16) . . ?
C4 Fe1 C8 154.07(17) . . ?
C5 Fe1 C8 119.21(16) . . ?
C7 Fe1 C8 40.26(14) . . ?
C9 Fe1 C8 40.56(13) . . ?
C2 C1 C5 107.8(4) . . ?
C2 C1 Fe1 69.6(2) . . ?
C5 C1 Fe1 70.0(2) . . ?
C2 C1 H1 126.1 . . ?
C5 C1 H1 126.1 . . ?
Fe1 C1 H1 125.9 . . ?
C1 C2 C3 108.3(4) . . ?
C1 C2 Fe1 70.1(2) . . ?
C3 C2 Fe1 70.0(2) . . ?
C1 C2 H2 125.9 . . ?
C3 C2 H2 125.9 . . ?
Fe1 C2 H2 125.6 . . ?
C4 C3 C2 107.7(4) . . ?
C4 C3 Fe1 69.9(2) . . ?
C2 C3 Fe1 69.5(2) . . ?
C4 C3 H3 126.2 . . ?
C2 C3 H3 126.2 . . ?
Fe1 C3 H3 126.0 . . ?
C5 C4 C3 108.1(4) . . ?
C5 C4 Fe1 70.0(2) . . ?
C3 C4 Fe1 69.8(2) . . ?
C5 C4 H4 125.9 . . ?
C3 C4 H4 125.9 . . ?
Fe1 C4 H4 125.9 . . ?
C4 C5 C1 108.1(4) . . ?
C4 C5 Fe1 69.8(2) . . ?
C1 C5 Fe1 69.7(2) . . ?
C4 C5 H5 126.0 . . ?
C1 C5 H5 126.0 . . ?
Fe1 C5 H5 126.2 . . ?
C7 C6 C10 106.9(3) . . ?
C7 C6 Fe1 71.1(2) . . ?
C10 C6 Fe1 68.16(19) . . ?
C7 C6 I1 123.3(2) . . ?
C10 C6 I1 129.4(2) . . ?
Fe1 C6 I1 130.90(18) . . ?
C8 C7 C6 108.9(3) . . ?
C8 C7 Fe1 70.2(2) . . ?
C6 C7 Fe1 68.07(19) . . ?
C8 C7 H7 125.6 . . ?
C6 C7 H7 125.6 . . ?
Fe1 C7 H7 127.7 . . ?
C7 C8 C9 109.6(3) . . ?
C7 C8 Fe1 69.5(2) . . ?
C9 C8 Fe1 69.43(19) . . ?
C7 C8 H8 125.2 . . ?
C9 C8 H8 125.2 . . ?
Fe1 C8 H8 127.5 . . ?
C8 C9 C10 106.0(3) . . ?
C8 C9 C14 124.1(3) . . ?
C10 C9 C14 129.8(3) . . ?
C8 C9 Fe1 70.0(2) . . ?
C10 C9 Fe1 66.82(19) . . ?
C14 C9 Fe1 131.3(3) . . ?
C6 C10 C9 108.6(3) . . ?
C6 C10 S1 125.6(3) . . ?
C9 C10 S1 125.3(3) . . ?
C6 C10 Fe1 69.50(19) . . ?
C9 C10 Fe1 71.21(19) . . ?
S1 C10 Fe1 118.92(18) . . ?
O11 S1 O12 120.76(19) . . ?
O11 S1 F13 104.71(18) . . ?
O12 S1 F13 104.50(18) . . ?
O11 S1 C10 112.39(17) . . ?
O12 S1 C10 111.08(17) . . ?
F13 S1 C10 100.82(15) . . ?
C15 C14 C19 117.3(3) . . ?
C15 C14 C9 121.7(3) . . ?
C19 C14 C9 120.8(3) . . ?
C16 C15 C14 119.7(4) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 118.5(4) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 H16 120.7 . . ?
N18 C17 C16 123.4(4) . . ?
N18 C17 H17 118.3 . . ?
C16 C17 H17 118.3 . . ?
C17 N18 C19 117.1(3) . . ?
N18 C19 C14 124.0(4) . . ?
N18 C19 H19 118.0 . . ?
C14 C19 H19 118.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.0(5) . . . . ?
Fe1 C1 C2 C3 59.8(3) . . . . ?
C5 C1 C2 Fe1 -59.8(3) . . . . ?
C1 C2 C3 C4 -0.2(5) . . . . ?
Fe1 C2 C3 C4 59.7(3) . . . . ?
C1 C2 C3 Fe1 -59.9(3) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
Fe1 C3 C4 C5 59.7(3) . . . . ?
C2 C3 C4 Fe1 -59.5(3) . . . . ?
C3 C4 C5 C1 -0.2(5) . . . . ?
Fe1 C4 C5 C1 59.4(3) . . . . ?
C3 C4 C5 Fe1 -59.6(3) . . . . ?
C2 C1 C5 C4 0.1(5) . . . . ?
Fe1 C1 C5 C4 -59.4(3) . . . . ?
C2 C1 C5 Fe1 59.5(3) . . . . ?
C10 C6 C7 C8 0.5(4) . . . . ?
Fe1 C6 C7 C8 -58.5(3) . . . . ?
I1 C6 C7 C8 174.4(2) . . . . ?
C10 C6 C7 Fe1 59.0(2) . . . . ?
I1 C6 C7 Fe1 -127.1(3) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
Fe1 C7 C8 C9 -57.9(2) . . . . ?
C6 C7 C8 Fe1 57.2(2) . . . . ?
C7 C8 C9 C10 0.6(4) . . . . ?
Fe1 C8 C9 C10 -57.3(2) . . . . ?
C7 C8 C9 C14 -175.0(3) . . . . ?
Fe1 C8 C9 C14 127.1(3) . . . . ?
C7 C8 C9 Fe1 58.0(3) . . . . ?
C7 C6 C10 C9 -0.2(4) . . . . ?
Fe1 C6 C10 C9 60.7(2) . . . . ?
I1 C6 C10 C9 -173.5(3) . . . . ?
C7 C6 C10 S1 -172.4(3) . . . . ?
Fe1 C6 C10 S1 -111.5(3) . . . . ?
I1 C6 C10 S1 14.2(5) . . . . ?
C7 C6 C10 Fe1 -60.9(2) . . . . ?
I1 C6 C10 Fe1 125.7(3) . . . . ?
C8 C9 C10 C6 -0.3(4) . . . . ?
C14 C9 C10 C6 175.0(3) . . . . ?
Fe1 C9 C10 C6 -59.7(2) . . . . ?
C8 C9 C10 S1 172.0(3) . . . . ?
C14 C9 C10 S1 -12.7(6) . . . . ?
Fe1 C9 C10 S1 112.6(3) . . . . ?
C8 C9 C10 Fe1 59.4(2) . . . . ?
C14 C9 C10 Fe1 -125.3(4) . . . . ?
C6 C10 S1 O11 13.7(4) . . . . ?
C9 C10 S1 O11 -157.4(3) . . . . ?
Fe1 C10 S1 O11 -70.8(3) . . . . ?
C6 C10 S1 O12 152.4(3) . . . . ?
C9 C10 S1 O12 -18.6(4) . . . . ?
Fe1 C10 S1 O12 67.9(3) . . . . ?
C6 C10 S1 F13 -97.3(3) . . . . ?
C9 C10 S1 F13 91.6(3) . . . . ?
Fe1 C10 S1 F13 178.22(18) . . . . ?
C8 C9 C14 C15 130.2(4) . . . . ?
C10 C9 C14 C15 -44.3(6) . . . . ?
Fe1 C9 C14 C15 -137.2(3) . . . . ?
C8 C9 C14 C19 -45.7(5) . . . . ?
C10 C9 C14 C19 139.8(4) . . . . ?
Fe1 C9 C14 C19 46.9(5) . . . . ?
C19 C14 C15 C16 0.4(5) . . . . ?
C9 C14 C15 C16 -175.7(3) . . . . ?
C14 C15 C16 C17 -0.1(6) . . . . ?
C15 C16 C17 N18 0.1(6) . . . . ?
C16 C17 N18 C19 -0.4(6) . . . . ?
C17 N18 C19 C14 0.7(6) . . . . ?
C15 C14 C19 N18 -0.7(6) . . . . ?
C9 C14 C19 N18 175.4(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_WE12631
_database_code_depnum_ccdc_archive 'CCDC 2110434'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 11 janvier 2021                                          #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C13 H17 F Fe O2 S Si'
_chemical_formula_sum            'C13 H17 F Fe O2 S Si'
_chemical_formula_weight         340.26
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND 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                   9.0861(5)
_cell_length_b                   13.3795(6)
_cell_length_c                   12.8394(7)
_cell_angle_alpha                90
_cell_angle_beta                 110.418(2)
_cell_angle_gamma                90
_cell_volume                     1462.79(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2537
_cell_measurement_theta_min      2.8355
_cell_measurement_theta_max      26.1983
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      0.0536813
_diffrn_orient_matrix_UB_21      0.1034913
_diffrn_orient_matrix_UB_31      0.0141124
_diffrn_orient_matrix_UB_12      0.0309878
_diffrn_orient_matrix_UB_22      -0.0068458
_diffrn_orient_matrix_UB_32      -0.0676696
_diffrn_orient_matrix_UB_13      -0.0480320
_diffrn_orient_matrix_UB_23      0.0616650
_diffrn_orient_matrix_UB_33      -0.0282336


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.180
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             704
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.260
_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  0.723
_exptl_absorpt_correction_T_max  0.797

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

# Software                   : BIS 2014.5.0.0/23-May-2014 && APEX2_2014.11-0   #
# Number of scans            :        3                                        #
# Total number of frames     :      279                                        #
# Total length of scans      :   279.00 (deg.)                                 #
# Rotation speed             :     5.00 sec./deg.                              #
# Total exposition time      :         23.2 min.                               #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Omega     5.0   1.00     35.0      93 343.95 342.82 247.65 332.65 150.00  #
#  2 Omega     5.0   1.00     35.0      93 343.95 343.28 309.54 331.62 150.00  #
#  3 Omega     5.0   1.00     35.0      93 343.95 343.80  12.03 330.50 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'APEXII Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_uneti/neti     0.0538
_diffrn_reflns_av_r_equivalents  0.0447
_diffrn_reflns_number            9844
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.835
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             3333
_reflns_number_gt                2688
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2020)'

#------------------------------------------------------------------------------#
#                            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)+(0.0402P)²+0.0716P] 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         3333
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0887
_refine_ls_wR_factor_gt          0.0815
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.002
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.083

#------------------------------------------------------------------------------#
#               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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.54724(4) 0.34895(2) 0.23357(3) 0.01572(11) Uani 1 1 d . . . . .
S1 S 0.47698(7) 0.10857(4) 0.21082(6) 0.02522(16) Uani 1 1 d . . . . .
Si1 Si 0.35797(8) 0.26289(5) 0.41793(6) 0.01960(16) Uani 1 1 d . . . . .
C1 C 0.4854(3) 0.37106(19) 0.0666(2) 0.0304(6) Uani 1 1 d . . . . .
H1 H 0.511464 0.328524 0.016373 0.036 Uiso 1 1 calc R U . . .
C2 C 0.5756(3) 0.45190(18) 0.1250(2) 0.0297(6) Uani 1 1 d . . . . .
H2 H 0.673294 0.473620 0.121375 0.036 Uiso 1 1 calc R U . . .
C3 C 0.4949(3) 0.49502(18) 0.1900(2) 0.0324(7) Uani 1 1 d . . . . .
H3 H 0.528622 0.551078 0.237864 0.039 Uiso 1 1 calc R U . . .
C4 C 0.3552(3) 0.44019(19) 0.1714(2) 0.0328(7) Uani 1 1 d . . . . .
H4 H 0.278638 0.452791 0.204682 0.039 Uiso 1 1 calc R U . . .
C5 C 0.3495(3) 0.36391(18) 0.0953(2) 0.0306(6) Uani 1 1 d . . . . .
H5 H 0.268261 0.315787 0.067860 0.037 Uiso 1 1 calc R U . . .
C6 C 0.6492(3) 0.34257(17) 0.4036(2) 0.0212(5) Uani 1 1 d . . . . .
H6 H 0.652979 0.393989 0.455481 0.025 Uiso 1 1 calc R U . . .
C7 C 0.7650(3) 0.32726(19) 0.3543(2) 0.0252(6) Uani 1 1 d . . . . .
H7 H 0.856823 0.366484 0.367185 0.030 Uiso 1 1 calc R U . . .
C8 C 0.7206(3) 0.24397(17) 0.2829(2) 0.0236(6) Uani 1 1 d . . . . .
H8 H 0.776300 0.216785 0.239100 0.028 Uiso 1 1 calc R U . . .
C9 C 0.5749(3) 0.20817(16) 0.28913(19) 0.0174(5) Uani 1 1 d . . . . .
C10 C 0.5260(3) 0.27013(16) 0.36466(19) 0.0176(5) Uani 1 1 d . . . . .
O11 O 0.5356(2) 0.08673(14) 0.12472(18) 0.0474(6) Uani 1 1 d . . . . .
F12 F 0.53844(19) 0.02119(10) 0.29692(14) 0.0459(5) Uani 1 1 d . . . . .
O13 O 0.3137(2) 0.11005(13) 0.19001(16) 0.0321(4) Uani 1 1 d . . . . .
C14 C 0.3832(3) 0.14587(19) 0.5011(2) 0.0340(7) Uani 1 1 d . . . . .
H14A H 0.490219 0.143105 0.555462 0.051 Uiso 1 1 calc R U . . .
H14B H 0.365099 0.087928 0.451470 0.051 Uiso 1 1 calc R U . . .
H14C H 0.307676 0.145041 0.539974 0.051 Uiso 1 1 calc R U . . .
C15 C 0.1588(3) 0.26652(19) 0.3082(2) 0.0280(6) Uani 1 1 d . . . . .
H15A H 0.152998 0.216828 0.250859 0.042 Uiso 1 1 calc R U . . .
H15B H 0.139463 0.333243 0.274689 0.042 Uiso 1 1 calc R U . . .
H15C H 0.079341 0.251407 0.341536 0.042 Uiso 1 1 calc R U . . .
C16 C 0.3770(3) 0.3749(2) 0.5084(2) 0.0351(7) Uani 1 1 d . . . . .
H16A H 0.293132 0.374171 0.539999 0.053 Uiso 1 1 calc R U . . .
H16B H 0.368454 0.435668 0.464077 0.053 Uiso 1 1 calc R U . . .
H16C H 0.479241 0.373623 0.568609 0.053 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 1.999(2) . ?
Fe1 C1 2.039(3) . ?
Fe1 C8 2.039(2) . ?
Fe1 C2 2.039(2) . ?
Fe1 C3 2.043(2) . ?
Fe1 C5 2.048(3) . ?
Fe1 C10 2.052(2) . ?
Fe1 C6 2.054(2) . ?
Fe1 C4 2.049(2) . ?
Fe1 C7 2.064(2) . ?
S1 O13 1.4130(18) . ?
S1 O11 1.415(2) . ?
S1 F12 1.5716(16) . ?
S1 C9 1.719(2) . ?
Si1 C14 1.863(2) . ?
Si1 C15 1.866(3) . ?
Si1 C16 1.867(3) . ?
Si1 C10 1.881(2) . ?
C1 C2 1.406(4) . ?
C1 C5 1.409(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.413(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.412(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.401(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.419(3) . ?
C6 C10 1.433(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.409(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.437(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.458(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 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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 C1 117.78(10) . . ?
C9 Fe1 C8 41.67(9) . . ?
C1 Fe1 C8 109.02(11) . . ?
C9 Fe1 C2 148.26(10) . . ?
C1 Fe1 C2 40.32(10) . . ?
C8 Fe1 C2 114.15(10) . . ?
C9 Fe1 C3 170.96(10) . . ?
C1 Fe1 C3 67.73(11) . . ?
C8 Fe1 C3 145.56(10) . . ?
C2 Fe1 C3 40.50(10) . . ?
C9 Fe1 C5 111.37(10) . . ?
C1 Fe1 C5 40.34(10) . . ?
C8 Fe1 C5 133.27(11) . . ?
C2 Fe1 C5 67.87(10) . . ?
C3 Fe1 C5 67.61(10) . . ?
C9 Fe1 C10 42.17(9) . . ?
C1 Fe1 C10 150.07(10) . . ?
C8 Fe1 C10 71.03(9) . . ?
C2 Fe1 C10 168.14(10) . . ?
C3 Fe1 C10 129.56(10) . . ?
C5 Fe1 C10 117.14(10) . . ?
C9 Fe1 C6 68.14(9) . . ?
C1 Fe1 C6 168.49(10) . . ?
C8 Fe1 C6 68.18(10) . . ?
C2 Fe1 C6 129.55(10) . . ?
C3 Fe1 C6 107.84(10) . . ?
C5 Fe1 C6 149.25(11) . . ?
C10 Fe1 C6 40.85(8) . . ?
C9 Fe1 C4 133.17(10) . . ?
C1 Fe1 C4 67.62(11) . . ?
C8 Fe1 C4 172.58(11) . . ?
C2 Fe1 C4 67.98(10) . . ?
C3 Fe1 C4 40.37(10) . . ?
C5 Fe1 C4 40.01(10) . . ?
C10 Fe1 C4 108.34(10) . . ?
C6 Fe1 C4 116.47(10) . . ?
C9 Fe1 C7 68.37(9) . . ?
C1 Fe1 C7 130.55(10) . . ?
C8 Fe1 C7 40.17(10) . . ?
C2 Fe1 C7 106.95(10) . . ?
C3 Fe1 C7 114.25(11) . . ?
C5 Fe1 C7 170.31(10) . . ?
C10 Fe1 C7 69.62(9) . . ?
C6 Fe1 C7 40.31(9) . . ?
C4 Fe1 C7 147.03(11) . . ?
O13 S1 O11 120.78(13) . . ?
O13 S1 F12 103.62(11) . . ?
O11 S1 F12 104.93(11) . . ?
O13 S1 C9 113.24(11) . . ?
O11 S1 C9 110.99(12) . . ?
F12 S1 C9 100.43(10) . . ?
C14 Si1 C15 110.33(12) . . ?
C14 Si1 C16 110.60(13) . . ?
C15 Si1 C16 107.67(13) . . ?
C14 Si1 C10 107.35(11) . . ?
C15 Si1 C10 114.88(11) . . ?
C16 Si1 C10 105.93(11) . . ?
C2 C1 C5 108.3(2) . . ?
C2 C1 Fe1 69.84(14) . . ?
C5 C1 Fe1 70.15(15) . . ?
C2 C1 H1 125.8 . . ?
C5 C1 H1 125.8 . . ?
Fe1 C1 H1 125.7 . . ?
C1 C2 C3 107.6(2) . . ?
C1 C2 Fe1 69.84(14) . . ?
C3 C2 Fe1 69.88(14) . . ?
C1 C2 H2 126.2 . . ?
C3 C2 H2 126.2 . . ?
Fe1 C2 H2 125.7 . . ?
C2 C3 C4 108.0(2) . . ?
C2 C3 Fe1 69.62(14) . . ?
C4 C3 Fe1 70.06(14) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 H3 126.0 . . ?
Fe1 C3 H3 125.9 . . ?
C5 C4 C3 108.0(2) . . ?
C5 C4 Fe1 69.95(14) . . ?
C3 C4 Fe1 69.57(14) . . ?
C5 C4 H4 126.0 . . ?
C3 C4 H4 126.0 . . ?
Fe1 C4 H4 126.0 . . ?
C4 C5 C1 108.1(2) . . ?
C4 C5 Fe1 70.05(15) . . ?
C1 C5 Fe1 69.51(14) . . ?
C4 C5 H5 126.0 . . ?
C1 C5 H5 126.0 . . ?
Fe1 C5 H5 126.1 . . ?
C7 C6 C10 110.9(2) . . ?
C7 C6 Fe1 70.23(14) . . ?
C10 C6 Fe1 69.48(13) . . ?
C7 C6 H6 124.5 . . ?
C10 C6 H6 124.5 . . ?
Fe1 C6 H6 127.4 . . ?
C8 C7 C6 108.4(2) . . ?
C8 C7 Fe1 68.97(13) . . ?
C6 C7 Fe1 69.46(13) . . ?
C8 C7 H7 125.8 . . ?
C6 C7 H7 125.8 . . ?
Fe1 C7 H7 127.4 . . ?
C7 C8 C9 106.7(2) . . ?
C7 C8 Fe1 70.86(14) . . ?
C9 C8 Fe1 67.65(12) . . ?
C7 C8 H8 126.7 . . ?
C9 C8 H8 126.7 . . ?
Fe1 C8 H8 126.4 . . ?
C8 C9 C10 110.4(2) . . ?
C8 C9 S1 121.65(18) . . ?
C10 C9 S1 127.91(17) . . ?
C8 C9 Fe1 70.69(13) . . ?
C10 C9 Fe1 70.86(12) . . ?
S1 C9 Fe1 123.16(13) . . ?
C6 C10 C9 103.6(2) . . ?
C6 C10 Si1 122.88(17) . . ?
C9 C10 Si1 133.39(17) . . ?
C6 C10 Fe1 69.67(13) . . ?
C9 C10 Fe1 66.98(13) . . ?
Si1 C10 Fe1 130.21(12) . . ?
Si1 C14 H14A 109.5 . . ?
Si1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si1 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 . . ?

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 -59.93(17) . . . . ?
C5 C1 C2 Fe1 59.84(17) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
Fe1 C2 C3 C4 -59.77(18) . . . . ?
C1 C2 C3 Fe1 59.91(17) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
Fe1 C3 C4 C5 -59.63(17) . . . . ?
C2 C3 C4 Fe1 59.50(18) . . . . ?
C3 C4 C5 C1 0.1(3) . . . . ?
Fe1 C4 C5 C1 -59.32(17) . . . . ?
C3 C4 C5 Fe1 59.39(17) . . . . ?
C2 C1 C5 C4 0.0(3) . . . . ?
Fe1 C1 C5 C4 59.65(17) . . . . ?
C2 C1 C5 Fe1 -59.65(17) . . . . ?
C10 C6 C7 C8 -0.5(3) . . . . ?
Fe1 C6 C7 C8 -58.08(17) . . . . ?
C10 C6 C7 Fe1 57.56(16) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
Fe1 C7 C8 C9 -58.37(15) . . . . ?
C6 C7 C8 Fe1 58.39(17) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
Fe1 C8 C9 C10 -59.94(16) . . . . ?
C7 C8 C9 S1 178.13(17) . . . . ?
Fe1 C8 C9 S1 117.70(17) . . . . ?
C7 C8 C9 Fe1 60.43(16) . . . . ?
O13 S1 C9 C8 -154.38(18) . . . . ?
O11 S1 C9 C8 -14.8(2) . . . . ?
F12 S1 C9 C8 95.8(2) . . . . ?
O13 S1 C9 C10 22.8(2) . . . . ?
O11 S1 C9 C10 162.4(2) . . . . ?
F12 S1 C9 C10 -87.0(2) . . . . ?
O13 S1 C9 Fe1 -67.89(17) . . . . ?
O11 S1 C9 Fe1 71.69(17) . . . . ?
F12 S1 C9 Fe1 -177.75(13) . . . . ?
C7 C6 C10 C9 0.8(3) . . . . ?
Fe1 C6 C10 C9 58.78(14) . . . . ?
C7 C6 C10 Si1 176.54(16) . . . . ?
Fe1 C6 C10 Si1 -125.47(16) . . . . ?
C7 C6 C10 Fe1 -57.99(17) . . . . ?
C8 C9 C10 C6 -0.8(2) . . . . ?
S1 C9 C10 C6 -178.23(17) . . . . ?
Fe1 C9 C10 C6 -60.62(15) . . . . ?
C8 C9 C10 Si1 -175.86(18) . . . . ?
S1 C9 C10 Si1 6.7(3) . . . . ?
Fe1 C9 C10 Si1 124.3(2) . . . . ?
C8 C9 C10 Fe1 59.84(16) . . . . ?
S1 C9 C10 Fe1 -117.62(19) . . . . ?
C14 Si1 C10 C6 -110.6(2) . . . . ?
C15 Si1 C10 C6 126.34(19) . . . . ?
C16 Si1 C10 C6 7.6(2) . . . . ?
C14 Si1 C10 C9 63.7(2) . . . . ?
C15 Si1 C10 C9 -59.4(3) . . . . ?
C16 Si1 C10 C9 -178.1(2) . . . . ?
C14 Si1 C10 Fe1 159.16(15) . . . . ?
C15 Si1 C10 Fe1 36.06(19) . . . . ?
C16 Si1 C10 Fe1 -82.64(17) . . . . ?

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

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


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

data_WE12781_2
_database_code_depnum_ccdc_archive 'CCDC 2110435'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 22 janvier 2021                                          #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C10 H8 F Fe I O2 S'
_chemical_formula_sum            'C10 H8 F Fe I O2 S'
_chemical_formula_weight         393.97
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

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

_cell_length_a                   15.0316(7)
_cell_length_b                   10.8408(6)
_cell_length_c                   15.2542(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.104(2)
_cell_angle_gamma                90
_cell_volume                     2303.04(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5650
_cell_measurement_theta_min      2.4818
_cell_measurement_theta_max      27.3133
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      -0.0262417
_diffrn_orient_matrix_UB_21      0.0661490
_diffrn_orient_matrix_UB_31      0.0095664
_diffrn_orient_matrix_UB_12      0.0858490
_diffrn_orient_matrix_UB_22      0.0336014
_diffrn_orient_matrix_UB_32      0.0031495
_diffrn_orient_matrix_UB_13      -0.0108500
_diffrn_orient_matrix_UB_23      0.0334747
_diffrn_orient_matrix_UB_33      -0.0613855


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.210
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.273
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1504
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    4.164
_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  0.417

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

# Software                   : BIS 2014.5.0.0/23-May-2014 && APEX2_2014.11-0   #
# Number of scans            :        4                                        #
# Total number of frames     :      328                                        #
# Total length of scans      :   328.00 (deg.)                                 #
# Rotation speed             :     5.00 sec./deg.                              #
# Total exposition time      :         27.3 min.                               #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Omega     5.0   1.00     35.0      93 343.95 343.72 209.64 330.67 296.15  #
#  2 Omega     5.0   1.00     35.0      98  16.05  13.39  30.22 325.01 296.15  #
#  3 Omega     5.0   1.00     35.0      42 343.95 303.12  41.08  58.86 296.15  #
#  4 Omega     5.0   1.00     35.0      95 343.95 252.54 323.29  26.76 296.15  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'APEXII Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_uneti/neti     0.0458
_diffrn_reflns_av_r_equivalents  0.0412
_diffrn_reflns_number            17921
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.462
_diffrn_reflns_theta_max         27.520
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             5275
_reflns_number_gt                4345
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2020)'

#------------------------------------------------------------------------------#
#                            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)+20.6271P] 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         5275
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1139
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   1.175
_refine_ls_restrained_S_all      1.175
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         1.737
_refine_diff_density_min         -1.500
_refine_diff_density_rms         0.152

#------------------------------------------------------------------------------#
#               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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.88555(6) 0.35410(8) 0.64947(6) 0.01690(19) Uani 1 1 d . . . . .
C1 C 0.9352(4) 0.4423(7) 0.7786(5) 0.0295(15) Uani 1 1 d . . . . .
H1 H 0.911795 0.432779 0.827998 0.035 Uiso 1 1 calc R U . . .
C2 C 1.0087(4) 0.3719(7) 0.7661(4) 0.0270(14) Uani 1 1 d . . . . .
H2 H 1.042364 0.305667 0.805387 0.032 Uiso 1 1 calc R U . . .
C3 C 1.0241(4) 0.4156(7) 0.6860(5) 0.0263(14) Uani 1 1 d . . . . .
H3 H 1.070245 0.385554 0.662613 0.032 Uiso 1 1 calc R U . . .
C4 C 0.9576(4) 0.5131(6) 0.6467(5) 0.0270(15) Uani 1 1 d . . . . .
H4 H 0.951006 0.559207 0.591577 0.032 Uiso 1 1 calc R U . . .
C5 C 0.9028(5) 0.5297(6) 0.7040(5) 0.0313(16) Uani 1 1 d . . . . .
H5 H 0.853323 0.588738 0.694162 0.038 Uiso 1 1 calc R U . . .
C6 C 0.8094(4) 0.3053(6) 0.5152(4) 0.0216(13) Uani 1 1 d . . . . .
C7 C 0.8726(5) 0.2060(7) 0.5639(6) 0.0348(18) Uani 1 1 d . . . . .
H7 H 0.921240 0.170872 0.546078 0.042 Uiso 1 1 calc R U . . .
C8 C 0.8512(5) 0.1702(7) 0.6407(5) 0.0354(18) Uani 1 1 d . . . . .
H8 H 0.883075 0.106749 0.684038 0.043 Uiso 1 1 calc R U . . .
C9 C 0.7751(4) 0.2419(6) 0.6449(5) 0.0269(14) Uani 1 1 d . . . . .
H9 H 0.746399 0.235606 0.690598 0.032 Uiso 1 1 calc R U . . .
C10 C 0.7489(4) 0.3265(6) 0.5671(4) 0.0169(12) Uani 1 1 d . . . . .
I1A I 0.80489(6) 0.39054(10) 0.39005(5) 0.0455(3) Uani 0.7667(19) 1 d . . P A 1
S1A S 0.6510(4) 0.4394(5) 0.5478(3) 0.0378(10) Uani 0.7667(19) 1 d . . P A 1
F11A F 0.5690(3) 0.3552(6) 0.4827(4) 0.0356(12) Uani 0.7667(19) 1 d . . P A 1
O12A O 0.6431(5) 0.4540(7) 0.6307(5) 0.0397(11) Uani 0.7667(19) 1 d . . P A 1
O13A O 0.6647(5) 0.5288(7) 0.4883(5) 0.0397(11) Uani 0.7667(19) 1 d . . P A 1
I1B I 0.6404(4) 0.4491(6) 0.5299(4) 0.0455(3) Uani 0.2333(19) 1 d . . P A 2
S1B S 0.8305(9) 0.3602(10) 0.4237(7) 0.0378(10) Uani 0.2333(19) 1 d . . P A 2
F11B F 0.9022(11) 0.3311(18) 0.4145(12) 0.0356(12) Uani 0.2333(19) 1 d . . P A
2
O12B O 0.7978(16) 0.499(2) 0.4211(16) 0.0397(11) Uani 0.2333(19) 1 d . . P A 2
O13B O 0.7359(15) 0.313(2) 0.3421(15) 0.0397(11) Uani 0.2333(19) 1 d . . P A 2
Fe2 Fe 0.39546(6) 0.41260(8) 0.13499(6) 0.01539(18) Uani 1 1 d . . . . .
C21 C 0.4680(4) 0.2516(6) 0.1342(5) 0.0267(14) Uani 1 1 d . . . . .
H21 H 0.464428 0.204875 0.080347 0.032 Uiso 1 1 calc R U . . .
C22 C 0.4086(5) 0.2368(6) 0.1880(5) 0.0279(15) Uani 1 1 d . . . . .
H22 H 0.357969 0.178781 0.175994 0.033 Uiso 1 1 calc R U . . .
C23 C 0.4389(5) 0.3242(6) 0.2626(4) 0.0265(14) Uani 1 1 d . . . . .
H23 H 0.412417 0.334510 0.309684 0.032 Uiso 1 1 calc R U . . .
C24 C 0.5154(5) 0.3938(6) 0.2547(4) 0.0281(15) Uani 1 1 d . . . . .
H24 H 0.548947 0.459130 0.295179 0.034 Uiso 1 1 calc R U . . .
C25 C 0.5328(4) 0.3485(7) 0.1760(5) 0.0296(16) Uani 1 1 d . . . . .
H25 H 0.580466 0.378445 0.154486 0.035 Uiso 1 1 calc R U . . .
C26 C 0.3119(4) 0.4575(6) 0.0012(4) 0.0165(12) Uani 1 1 d . . . . .
C27 C 0.3795(4) 0.5539(6) 0.0417(4) 0.0249(14) Uani 1 1 d . . . . .
H27 H 0.426132 0.582889 0.018455 0.030 Uiso 1 1 calc R U . . .
C28 C 0.3654(4) 0.5983(6) 0.1216(4) 0.0245(14) Uani 1 1 d . . . . .
H28 H 0.400380 0.663894 0.160812 0.029 Uiso 1 1 calc R U . . .
C29 C 0.2918(4) 0.5312(6) 0.1351(4) 0.0213(13) Uani 1 1 d . . . . .
H29 H 0.269488 0.542305 0.185151 0.026 Uiso 1 1 calc R U . . .
C30 C 0.2564(4) 0.4435(6) 0.0604(4) 0.0167(12) Uani 1 1 d . . . . .
I2A I 0.29449(5) 0.37065(7) -0.12594(4) 0.02840(18) Uani 0.7874(16) 1 d . . P B
1
S2A S 0.1716(2) 0.3342(2) 0.05467(18) 0.0247(5) Uani 0.7874(16) 1 d . . P B 1
F31A F 0.0775(3) 0.4156(5) 0.0034(4) 0.0377(12) Uani 0.7874(16) 1 d . . P B 1
O32A O 0.1653(4) 0.2408(6) -0.0113(4) 0.0335(10) Uani 0.7874(16) 1 d . . P B 1
O33A O 0.1705(4) 0.3108(6) 0.1444(4) 0.0335(10) Uani 0.7874(16) 1 d . . P B 1
I2B I 0.1344(2) 0.3368(3) 0.03844(19) 0.02840(18) Uani 0.2126(16) 1 d . . P B 2
S2B S 0.3101(7) 0.3649(11) -0.0921(8) 0.0247(5) Uani 0.2126(16) 1 d . . P B 2
F31B F 0.2468(12) 0.450(2) -0.1778(14) 0.0377(12) Uani 0.2126(16) 1 d . . P B 2
O32B O 0.2551(16) 0.259(2) -0.1017(16) 0.0335(10) Uani 0.2126(16) 1 d . . P B 2
O33B O 0.4039(16) 0.362(2) -0.0953(16) 0.0335(10) Uani 0.2126(16) 1 d . . P B 2



#------------------------------------------------------------------------------#
#                              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 C10 1.986(6) . ?
Fe1 C6 2.005(6) . ?
Fe1 C7 2.032(7) . ?
Fe1 C2 2.037(6) . ?
Fe1 C9 2.038(7) . ?
Fe1 C4 2.045(7) . ?
Fe1 C8 2.051(7) . ?
Fe1 C3 2.053(6) . ?
Fe1 C5 2.054(7) . ?
Fe1 C1 2.060(6) . ?
C1 C2 1.413(10) . ?
C1 C5 1.419(10) . ?
C1 H1 0.9500 . ?
C2 C3 1.407(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.423(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.420(10) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C10 1.431(8) . ?
C6 C7 1.443(10) . ?
C6 S1B 1.655(12) . ?
C6 I1A 2.099(6) . ?
C7 C8 1.382(11) . ?
C7 H7 0.9500 . ?
C8 C9 1.405(10) . ?
C8 H8 0.9500 . ?
C9 C10 1.433(8) . ?
C9 H9 0.9500 . ?
C10 S1A 1.850(8) . ?
C10 I1B 2.013(9) . ?
S1A O12A 1.323(8) . ?
S1A O13A 1.395(9) . ?
S1A F11A 1.555(7) . ?
S1B F11B 1.180(19) . ?
S1B O12B 1.58(3) . ?
S1B O13B 1.58(2) . ?
Fe2 C30 1.996(5) . ?
Fe2 C26 2.013(6) . ?
Fe2 C29 2.021(6) . ?
Fe2 C24 2.037(6) . ?
Fe2 C25 2.041(6) . ?
Fe2 C27 2.042(6) . ?
Fe2 C23 2.043(6) . ?
Fe2 C22 2.051(6) . ?
Fe2 C28 2.056(6) . ?
Fe2 C21 2.060(6) . ?
C21 C25 1.411(10) . ?
C21 C22 1.431(9) . ?
C21 H21 0.9500 . ?
C22 C23 1.417(10) . ?
C22 H22 0.9500 . ?
C23 C24 1.418(10) . ?
C23 H23 0.9500 . ?
C24 C25 1.410(10) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.426(8) . ?
C26 C30 1.450(8) . ?
C26 S2B 1.734(13) . ?
C26 I2A 2.081(6) . ?
C27 C28 1.399(9) . ?
C27 H27 0.9500 . ?
C28 C29 1.402(9) . ?
C28 H28 0.9500 . ?
C29 C30 1.424(8) . ?
C29 H29 0.9500 . ?
C30 S2A 1.719(6) . ?
C30 I2B 2.086(6) . ?
S2A O33A 1.398(6) . ?
S2A O32A 1.406(7) . ?
S2A F31A 1.599(6) . ?
S2B O32B 1.39(3) . ?
S2B O33B 1.43(2) . ?
S2B F31B 1.59(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 Fe1 C6 42.0(2) . . ?
C10 Fe1 C7 69.4(3) . . ?
C6 Fe1 C7 41.9(3) . . ?
C10 Fe1 C2 161.9(3) . . ?
C6 Fe1 C2 154.0(3) . . ?
C7 Fe1 C2 118.1(3) . . ?
C10 Fe1 C9 41.7(2) . . ?
C6 Fe1 C9 70.3(3) . . ?
C7 Fe1 C9 68.1(3) . . ?
C2 Fe1 C9 123.2(3) . . ?
C10 Fe1 C4 122.9(3) . . ?
C6 Fe1 C4 107.7(3) . . ?
C7 Fe1 C4 125.2(3) . . ?
C2 Fe1 C4 67.9(3) . . ?
C9 Fe1 C4 159.0(3) . . ?
C10 Fe1 C8 68.7(3) . . ?
C6 Fe1 C8 69.1(3) . . ?
C7 Fe1 C8 39.6(3) . . ?
C2 Fe1 C8 105.8(3) . . ?
C9 Fe1 C8 40.2(3) . . ?
C4 Fe1 C8 160.1(3) . . ?
C10 Fe1 C3 157.2(3) . . ?
C6 Fe1 C3 119.6(3) . . ?
C7 Fe1 C3 105.8(3) . . ?
C2 Fe1 C3 40.2(3) . . ?
C9 Fe1 C3 158.9(3) . . ?
C4 Fe1 C3 40.6(3) . . ?
C8 Fe1 C3 122.6(3) . . ?
C10 Fe1 C5 109.8(3) . . ?
C6 Fe1 C5 126.5(3) . . ?
C7 Fe1 C5 163.6(3) . . ?
C2 Fe1 C5 67.9(3) . . ?
C9 Fe1 C5 122.9(3) . . ?
C4 Fe1 C5 40.5(3) . . ?
C8 Fe1 C5 156.5(3) . . ?
C3 Fe1 C5 68.2(3) . . ?
C10 Fe1 C1 126.3(2) . . ?
C6 Fe1 C1 164.0(3) . . ?
C7 Fe1 C1 153.3(3) . . ?
C2 Fe1 C1 40.4(3) . . ?
C9 Fe1 C1 107.9(3) . . ?
C4 Fe1 C1 67.9(3) . . ?
C8 Fe1 C1 120.3(3) . . ?
C3 Fe1 C1 67.9(3) . . ?
C5 Fe1 C1 40.3(3) . . ?
C2 C1 C5 107.6(6) . . ?
C2 C1 Fe1 69.0(4) . . ?
C5 C1 Fe1 69.6(4) . . ?
C2 C1 H1 126.2 . . ?
C5 C1 H1 126.2 . . ?
Fe1 C1 H1 126.8 . . ?
C3 C2 C1 109.1(6) . . ?
C3 C2 Fe1 70.5(3) . . ?
C1 C2 Fe1 70.7(3) . . ?
C3 C2 H2 125.5 . . ?
C1 C2 H2 125.5 . . ?
Fe1 C2 H2 124.9 . . ?
C2 C3 C4 107.4(6) . . ?
C2 C3 Fe1 69.3(3) . . ?
C4 C3 Fe1 69.4(3) . . ?
C2 C3 H3 126.3 . . ?
C4 C3 H3 126.3 . . ?
Fe1 C3 H3 126.6 . . ?
C5 C4 C3 108.1(6) . . ?
C5 C4 Fe1 70.1(4) . . ?
C3 C4 Fe1 70.0(4) . . ?
C5 C4 H4 125.9 . . ?
C3 C4 H4 125.9 . . ?
Fe1 C4 H4 125.6 . . ?
C1 C5 C4 107.8(6) . . ?
C1 C5 Fe1 70.1(4) . . ?
C4 C5 Fe1 69.4(4) . . ?
C1 C5 H5 126.1 . . ?
C4 C5 H5 126.1 . . ?
Fe1 C5 H5 126.0 . . ?
C10 C6 C7 105.5(6) . . ?
C10 C6 S1B 140.5(7) . . ?
C7 C6 S1B 113.9(6) . . ?
C10 C6 Fe1 68.3(3) . . ?
C7 C6 Fe1 70.1(4) . . ?
S1B C6 Fe1 123.4(5) . . ?
C10 C6 I1A 128.5(5) . . ?
C7 C6 I1A 125.9(5) . . ?
Fe1 C6 I1A 128.6(3) . . ?
C8 C7 C6 109.1(6) . . ?
C8 C7 Fe1 71.0(4) . . ?
C6 C7 Fe1 68.1(4) . . ?
C8 C7 H7 125.5 . . ?
C6 C7 H7 125.5 . . ?
Fe1 C7 H7 127.1 . . ?
C7 C8 C9 109.7(6) . . ?
C7 C8 Fe1 69.5(4) . . ?
C9 C8 Fe1 69.4(4) . . ?
C7 C8 H8 125.1 . . ?
C9 C8 H8 125.1 . . ?
Fe1 C8 H8 127.6 . . ?
C8 C9 C10 106.9(6) . . ?
C8 C9 Fe1 70.4(4) . . ?
C10 C9 Fe1 67.2(3) . . ?
C8 C9 H9 126.6 . . ?
C10 C9 H9 126.6 . . ?
Fe1 C9 H9 127.4 . . ?
C6 C10 C9 108.8(6) . . ?
C6 C10 S1A 130.7(5) . . ?
C9 C10 S1A 120.5(5) . . ?
C6 C10 Fe1 69.7(3) . . ?
C9 C10 Fe1 71.1(3) . . ?
S1A C10 Fe1 124.9(4) . . ?
C6 C10 I1B 124.5(5) . . ?
C9 C10 I1B 126.6(5) . . ?
Fe1 C10 I1B 127.9(3) . . ?
O12A S1A O13A 128.8(6) . . ?
O12A S1A F11A 110.2(5) . . ?
O13A S1A F11A 105.5(4) . . ?
O12A S1A C10 106.3(4) . . ?
O13A S1A C10 105.0(5) . . ?
F11A S1A C10 96.1(4) . . ?
F11B S1B O12B 122.9(15) . . ?
F11B S1B O13B 114.3(14) . . ?
O12B S1B O13B 96.2(14) . . ?
F11B S1B C6 118.5(12) . . ?
O12B S1B C6 101.9(11) . . ?
O13B S1B C6 98.4(11) . . ?
C30 Fe2 C26 42.4(2) . . ?
C30 Fe2 C29 41.5(2) . . ?
C26 Fe2 C29 70.1(2) . . ?
C30 Fe2 C24 155.7(3) . . ?
C26 Fe2 C24 159.6(3) . . ?
C29 Fe2 C24 119.1(3) . . ?
C30 Fe2 C25 162.4(3) . . ?
C26 Fe2 C25 124.5(3) . . ?
C29 Fe2 C25 155.2(3) . . ?
C24 Fe2 C25 40.5(3) . . ?
C30 Fe2 C27 69.8(2) . . ?
C26 Fe2 C27 41.2(2) . . ?
C29 Fe2 C27 68.6(3) . . ?
C24 Fe2 C27 122.1(3) . . ?
C25 Fe2 C27 108.0(3) . . ?
C30 Fe2 C23 120.8(3) . . ?
C26 Fe2 C23 158.9(3) . . ?
C29 Fe2 C23 105.5(3) . . ?
C24 Fe2 C23 40.7(3) . . ?
C25 Fe2 C23 68.0(3) . . ?
C27 Fe2 C23 157.9(3) . . ?
C30 Fe2 C22 107.8(3) . . ?
C26 Fe2 C22 123.8(3) . . ?
C29 Fe2 C22 123.4(3) . . ?
C24 Fe2 C22 68.4(3) . . ?
C25 Fe2 C22 68.1(3) . . ?
C27 Fe2 C22 160.1(3) . . ?
C23 Fe2 C22 40.5(3) . . ?
C30 Fe2 C28 68.6(2) . . ?
C26 Fe2 C28 68.5(2) . . ?
C29 Fe2 C28 40.2(2) . . ?
C24 Fe2 C28 105.9(3) . . ?
C25 Fe2 C28 121.5(3) . . ?
C27 Fe2 C28 39.9(3) . . ?
C23 Fe2 C28 122.2(3) . . ?
C22 Fe2 C28 159.0(3) . . ?
C30 Fe2 C21 125.6(3) . . ?
C26 Fe2 C21 109.2(3) . . ?
C29 Fe2 C21 161.6(3) . . ?
C24 Fe2 C21 68.2(3) . . ?
C25 Fe2 C21 40.3(3) . . ?
C27 Fe2 C21 123.7(3) . . ?
C23 Fe2 C21 68.2(3) . . ?
C22 Fe2 C21 40.8(3) . . ?
C28 Fe2 C21 157.8(3) . . ?
C25 C21 C22 107.4(6) . . ?
C25 C21 Fe2 69.1(4) . . ?
C22 C21 Fe2 69.3(4) . . ?
C25 C21 H21 126.3 . . ?
C22 C21 H21 126.3 . . ?
Fe2 C21 H21 126.8 . . ?
C23 C22 C21 107.6(6) . . ?
C23 C22 Fe2 69.4(4) . . ?
C21 C22 Fe2 70.0(4) . . ?
C23 C22 H22 126.2 . . ?
C21 C22 H22 126.2 . . ?
Fe2 C22 H22 126.0 . . ?
C22 C23 C24 108.3(6) . . ?
C22 C23 Fe2 70.0(4) . . ?
C24 C23 Fe2 69.4(4) . . ?
C22 C23 H23 125.8 . . ?
C24 C23 H23 125.8 . . ?
Fe2 C23 H23 126.2 . . ?
C25 C24 C23 107.7(6) . . ?
C25 C24 Fe2 69.9(3) . . ?
C23 C24 Fe2 69.9(3) . . ?
C25 C24 H24 126.2 . . ?
C23 C24 H24 126.2 . . ?
Fe2 C24 H24 125.6 . . ?
C24 C25 C21 109.0(6) . . ?
C24 C25 Fe2 69.6(4) . . ?
C21 C25 Fe2 70.6(3) . . ?
C24 C25 H25 125.5 . . ?
C21 C25 H25 125.5 . . ?
Fe2 C25 H25 125.8 . . ?
C27 C26 C30 106.8(5) . . ?
C27 C26 S2B 124.7(6) . . ?
C30 C26 S2B 128.0(6) . . ?
C27 C26 Fe2 70.5(3) . . ?
C30 C26 Fe2 68.2(3) . . ?
S2B C26 Fe2 120.2(5) . . ?
C27 C26 I2A 123.7(4) . . ?
C30 C26 I2A 129.3(4) . . ?
Fe2 C26 I2A 130.3(3) . . ?
C28 C27 C26 108.2(5) . . ?
C28 C27 Fe2 70.6(4) . . ?
C26 C27 Fe2 68.3(3) . . ?
C28 C27 H27 125.9 . . ?
C26 C27 H27 125.9 . . ?
Fe2 C27 H27 126.8 . . ?
C27 C28 C29 109.6(6) . . ?
C27 C28 Fe2 69.5(4) . . ?
C29 C28 Fe2 68.5(4) . . ?
C27 C28 H28 125.2 . . ?
C29 C28 H28 125.2 . . ?
Fe2 C28 H28 128.4 . . ?
C28 C29 C30 107.9(5) . . ?
C28 C29 Fe2 71.3(4) . . ?
C30 C29 Fe2 68.3(3) . . ?
C28 C29 H29 126.1 . . ?
C30 C29 H29 126.1 . . ?
Fe2 C29 H29 125.9 . . ?
C29 C30 C26 107.4(5) . . ?
C29 C30 S2A 123.2(5) . . ?
C26 C30 S2A 129.0(5) . . ?
C29 C30 Fe2 70.2(3) . . ?
C26 C30 Fe2 69.4(3) . . ?
S2A C30 Fe2 120.7(3) . . ?
C29 C30 I2B 122.7(4) . . ?
C26 C30 I2B 129.4(4) . . ?
Fe2 C30 I2B 131.8(3) . . ?
O33A S2A O32A 123.2(4) . . ?
O33A S2A F31A 104.2(4) . . ?
O32A S2A F31A 103.8(4) . . ?
O33A S2A C30 110.9(3) . . ?
O32A S2A C30 112.4(3) . . ?
F31A S2A C30 98.4(3) . . ?
O32B S2B O33B 122.4(16) . . ?
O32B S2B F31B 104.3(14) . . ?
O33B S2B F31B 105.9(14) . . ?
O32B S2B C26 113.0(12) . . ?
O33B S2B C26 109.1(11) . . ?
F31B S2B C26 99.1(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 1.2(7) . . . . ?
Fe1 C1 C2 C3 60.3(4) . . . . ?
C5 C1 C2 Fe1 -59.1(4) . . . . ?
C1 C2 C3 C4 -1.3(7) . . . . ?
Fe1 C2 C3 C4 59.1(4) . . . . ?
C1 C2 C3 Fe1 -60.4(4) . . . . ?
C2 C3 C4 C5 0.9(7) . . . . ?
Fe1 C3 C4 C5 59.9(4) . . . . ?
C2 C3 C4 Fe1 -59.1(4) . . . . ?
C2 C1 C5 C4 -0.6(7) . . . . ?
Fe1 C1 C5 C4 -59.3(4) . . . . ?
C2 C1 C5 Fe1 58.7(4) . . . . ?
C3 C4 C5 C1 -0.1(7) . . . . ?
Fe1 C4 C5 C1 59.8(4) . . . . ?
C3 C4 C5 Fe1 -59.9(4) . . . . ?
C10 C6 C7 C8 -0.1(7) . . . . ?
S1B C6 C7 C8 177.9(6) . . . . ?
Fe1 C6 C7 C8 59.2(5) . . . . ?
I1A C6 C7 C8 -177.0(4) . . . . ?
C10 C6 C7 Fe1 -59.4(4) . . . . ?
S1B C6 C7 Fe1 118.6(6) . . . . ?
I1A C6 C7 Fe1 123.8(5) . . . . ?
C6 C7 C8 C9 0.3(8) . . . . ?
Fe1 C7 C8 C9 57.8(5) . . . . ?
C6 C7 C8 Fe1 -57.5(4) . . . . ?
C7 C8 C9 C10 -0.3(7) . . . . ?
Fe1 C8 C9 C10 57.5(4) . . . . ?
C7 C8 C9 Fe1 -57.8(5) . . . . ?
C7 C6 C10 C9 -0.1(7) . . . . ?
S1B C6 C10 C9 -177.2(8) . . . . ?
Fe1 C6 C10 C9 -60.6(4) . . . . ?
I1A C6 C10 C9 176.6(4) . . . . ?
C7 C6 C10 S1A 179.6(5) . . . . ?
Fe1 C6 C10 S1A 119.1(6) . . . . ?
I1A C6 C10 S1A -3.7(9) . . . . ?
C7 C6 C10 Fe1 60.5(4) . . . . ?
S1B C6 C10 Fe1 -116.6(9) . . . . ?
I1A C6 C10 Fe1 -122.7(5) . . . . ?
C7 C6 C10 I1B -176.8(5) . . . . ?
S1B C6 C10 I1B 6.1(12) . . . . ?
Fe1 C6 C10 I1B 122.7(5) . . . . ?
C8 C9 C10 C6 0.3(7) . . . . ?
Fe1 C9 C10 C6 59.7(4) . . . . ?
C8 C9 C10 S1A -179.5(5) . . . . ?
Fe1 C9 C10 S1A -120.0(5) . . . . ?
C8 C9 C10 Fe1 -59.5(4) . . . . ?
C8 C9 C10 I1B 176.9(5) . . . . ?
Fe1 C9 C10 I1B -123.7(5) . . . . ?
C6 C10 S1A O12A -156.8(6) . . . . ?
C9 C10 S1A O12A 22.8(7) . . . . ?
Fe1 C10 S1A O12A -64.5(6) . . . . ?
C6 C10 S1A O13A -17.9(8) . . . . ?
C9 C10 S1A O13A 161.8(5) . . . . ?
Fe1 C10 S1A O13A 74.5(5) . . . . ?
C6 C10 S1A F11A 90.0(6) . . . . ?
C9 C10 S1A F11A -90.3(5) . . . . ?
Fe1 C10 S1A F11A -177.6(4) . . . . ?
C10 C6 S1B F11B 164.7(13) . . . . ?
C7 C6 S1B F11B -12.3(15) . . . . ?
Fe1 C6 S1B F11B 68.8(14) . . . . ?
C10 C6 S1B O12B 26.5(15) . . . . ?
C7 C6 S1B O12B -150.5(10) . . . . ?
Fe1 C6 S1B O12B -69.4(12) . . . . ?
C10 C6 S1B O13B -71.7(13) . . . . ?
C7 C6 S1B O13B 111.3(11) . . . . ?
Fe1 C6 S1B O13B -167.6(9) . . . . ?
C25 C21 C22 C23 -0.6(7) . . . . ?
Fe2 C21 C22 C23 -59.5(4) . . . . ?
C25 C21 C22 Fe2 58.8(4) . . . . ?
C21 C22 C23 C24 0.7(7) . . . . ?
Fe2 C22 C23 C24 -59.1(4) . . . . ?
C21 C22 C23 Fe2 59.8(4) . . . . ?
C22 C23 C24 C25 -0.5(7) . . . . ?
Fe2 C23 C24 C25 -60.0(4) . . . . ?
C22 C23 C24 Fe2 59.5(4) . . . . ?
C23 C24 C25 C21 0.1(7) . . . . ?
Fe2 C24 C25 C21 -59.8(4) . . . . ?
C23 C24 C25 Fe2 60.0(4) . . . . ?
C22 C21 C25 C24 0.3(7) . . . . ?
Fe2 C21 C25 C24 59.2(4) . . . . ?
C22 C21 C25 Fe2 -58.9(4) . . . . ?
C30 C26 C27 C28 -0.8(7) . . . . ?
S2B C26 C27 C28 -173.3(6) . . . . ?
Fe2 C26 C27 C28 -59.5(4) . . . . ?
I2A C26 C27 C28 174.4(4) . . . . ?
C30 C26 C27 Fe2 58.7(4) . . . . ?
S2B C26 C27 Fe2 -113.9(6) . . . . ?
I2A C26 C27 Fe2 -126.1(4) . . . . ?
C26 C27 C28 C29 1.3(7) . . . . ?
Fe2 C27 C28 C29 -56.7(4) . . . . ?
C26 C27 C28 Fe2 58.1(4) . . . . ?
C27 C28 C29 C30 -1.4(7) . . . . ?
Fe2 C28 C29 C30 -58.7(4) . . . . ?
C27 C28 C29 Fe2 57.3(4) . . . . ?
C28 C29 C30 C26 0.9(7) . . . . ?
Fe2 C29 C30 C26 -59.7(4) . . . . ?
C28 C29 C30 S2A 175.0(4) . . . . ?
Fe2 C29 C30 S2A 114.4(5) . . . . ?
C28 C29 C30 Fe2 60.6(4) . . . . ?
C28 C29 C30 I2B -171.8(4) . . . . ?
Fe2 C29 C30 I2B 127.7(4) . . . . ?
C27 C26 C30 C29 -0.1(7) . . . . ?
S2B C26 C30 C29 172.2(6) . . . . ?
Fe2 C26 C30 C29 60.1(4) . . . . ?
I2A C26 C30 C29 -174.9(4) . . . . ?
C27 C26 C30 S2A -173.7(5) . . . . ?
Fe2 C26 C30 S2A -113.5(5) . . . . ?
I2A C26 C30 S2A 11.5(8) . . . . ?
C27 C26 C30 Fe2 -60.2(4) . . . . ?
S2B C26 C30 Fe2 112.0(7) . . . . ?
I2A C26 C30 Fe2 124.9(5) . . . . ?
C27 C26 C30 I2B 171.9(4) . . . . ?
S2B C26 C30 I2B -15.8(9) . . . . ?
Fe2 C26 C30 I2B -127.9(5) . . . . ?
C29 C30 S2A O33A -23.1(7) . . . . ?
C26 C30 S2A O33A 149.6(6) . . . . ?
Fe2 C30 S2A O33A 62.1(5) . . . . ?
C29 C30 S2A O32A -165.5(5) . . . . ?
C26 C30 S2A O32A 7.2(7) . . . . ?
Fe2 C30 S2A O32A -80.2(5) . . . . ?
C29 C30 S2A F31A 85.7(5) . . . . ?
C26 C30 S2A F31A -101.6(6) . . . . ?
Fe2 C30 S2A F31A 170.9(3) . . . . ?
C27 C26 S2B O32B 163.7(13) . . . . ?
C30 C26 S2B O32B -7.2(15) . . . . ?
Fe2 C26 S2B O32B 77.6(13) . . . . ?
C27 C26 S2B O33B 24.0(15) . . . . ?
C30 C26 S2B O33B -146.9(12) . . . . ?
Fe2 C26 S2B O33B -62.1(13) . . . . ?
C27 C26 S2B F31B -86.4(10) . . . . ?
C30 C26 S2B F31B 102.6(10) . . . . ?
Fe2 C26 S2B F31B -172.6(8) . . . . ?

#------------------------------------------------------------------------------#
#                                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_WE14161
_database_code_depnum_ccdc_archive 'CCDC 2110443'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 28 avril 2021                                            #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H16 Fe O4 S'
_chemical_formula_sum            'C17 H16 Fe O4 S'
_chemical_formula_weight         372.21
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

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

_cell_length_a                   16.7313(11)
_cell_length_b                   7.4199(5)
_cell_length_c                   12.4538(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.042(3)
_cell_angle_gamma                90
_cell_volume                     1537.48(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5229
_cell_measurement_theta_min      2.4482
_cell_measurement_theta_max      27.4758
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      0.0502593
_diffrn_orient_matrix_UB_21      -0.0103060
_diffrn_orient_matrix_UB_31      -0.0623510
_diffrn_orient_matrix_UB_12      -0.0958491
_diffrn_orient_matrix_UB_22      -0.0679436
_diffrn_orient_matrix_UB_32      -0.0660308
_diffrn_orient_matrix_UB_13      -0.0155920
_diffrn_orient_matrix_UB_23      0.0502429
_diffrn_orient_matrix_UB_33      -0.0290652


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.490
_exptl_crystal_size_min          0.410
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             768
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.134
_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  0.531
_exptl_absorpt_correction_T_max  0.628

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

# Software                   : BIS 2014.5.0.0/23-May-2014 && APEX2_2014.11-0   #
# Number of scans            :        3                                        #
# Total number of frames     :      293                                        #
# Total length of scans      :   293.00 (deg.)                                 #
# Rotation speed             :     5.00 sec./deg.                              #
# Total exposition time      :         24.4 min.                               #
#                                                                              #
#    Scan  Time(s) Width DX(mm) Frames Range 2Theta  Omega    Phi    Chi  T(K) #
#..............................................................................#
#                                                                              #
#  1 Omega    5.0  1.00    35.0    93   93.0  344.0  342.9    3.9  332.4 150.0 #
#  2 Omega    5.0  1.00    35.0    93   93.0  344.0  341.3  265.2  336.1 150.0 #
#  3 Omega    5.0  1.00    35.0   107  107.0   16.0   14.6  106.6  305.5 150.0 #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'APEXII Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_uneti/neti     0.0405
_diffrn_reflns_av_r_equivalents  0.0376
_diffrn_reflns_number            10192
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.448
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_reflns_number_total             3490
_reflns_number_gt                3115
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  
'CRYSCALC (T. Roisnel, local program, ver. 2021)'

#------------------------------------------------------------------------------#
#                            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)+(0.0518P)²+0.2797P] 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         3490
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0858
_refine_ls_wR_factor_gt          0.0824
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.093

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.13425(2) 0.32537(3) 0.65249(2) 0.01135(9) Uani 1 1 d . . . . .
C1 C 0.08730(11) 0.2178(3) 0.78315(15) 0.0186(4) Uani 1 1 d . . . . .
H1 H 0.094678 0.262776 0.854928 0.022 Uiso 1 1 calc R U . . .
C2 C 0.02446(10) 0.2665(3) 0.70277(15) 0.0202(4) Uani 1 1 d . . . . .
H2 H -0.017548 0.349742 0.711352 0.024 Uiso 1 1 calc R U . . .
C3 C 0.03542(11) 0.1693(3) 0.60760(16) 0.0216(4) Uani 1 1 d . . . . .
H3 H 0.001842 0.175744 0.541272 0.026 Uiso 1 1 calc R U . . .
C4 C 0.10529(11) 0.0603(2) 0.62825(16) 0.0206(4) Uani 1 1 d . . . . .
H4 H 0.126701 -0.018016 0.578161 0.025 Uiso 1 1 calc R U . . .
C5 C 0.13744(11) 0.0895(2) 0.73730(15) 0.0197(4) Uani 1 1 d . . . . .
H5 H 0.183916 0.033650 0.773111 0.024 Uiso 1 1 calc R U . . .
C6 C 0.20665(10) 0.5296(2) 0.70287(14) 0.0145(3) Uani 1 1 d . . . . .
C7 C 0.13885(10) 0.5975(2) 0.63497(14) 0.0168(4) Uani 1 1 d . . . . .
H7 H 0.100160 0.681724 0.654532 0.020 Uiso 1 1 calc R U . . .
C8 C 0.14089(12) 0.5144(3) 0.53307(15) 0.0204(4) Uani 1 1 d . . . . .
H8 H 0.103150 0.533652 0.471662 0.024 Uiso 1 1 calc R U . . .
C9 C 0.20836(11) 0.3975(3) 0.53720(15) 0.0204(4) Uani 1 1 d . . . . .
H9 H 0.223288 0.326176 0.479164 0.025 Uiso 1 1 calc R U . . .
C10 C 0.24966(10) 0.4050(3) 0.64247(14) 0.0175(4) Uani 1 1 d . . . . .
H10 H 0.296776 0.340023 0.668038 0.021 Uiso 1 1 calc R U . . .
S1 S 0.23325(2) 0.58791(6) 0.83630(3) 0.01426(11) Uani 1 1 d . . . . .
O11 O 0.28255(7) 0.44838(18) 0.88710(10) 0.0208(3) Uani 1 1 d . . . . .
O12 O 0.16582(7) 0.65203(18) 0.88615(10) 0.0211(3) Uani 1 1 d . . . . .
O13 O 0.28765(7) 0.76487(17) 0.82727(10) 0.0164(3) Uani 1 1 d . . . . .
C14 C 0.35002(10) 0.7569(2) 0.75749(14) 0.0155(3) Uani 1 1 d . . . . .
C15 C 0.41766(11) 0.6544(3) 0.78343(15) 0.0191(4) Uani 1 1 d . . . . .
H15 H 0.423948 0.586736 0.848538 0.023 Uiso 1 1 calc R U . . .
C16 C 0.47702(10) 0.6511(3) 0.71257(15) 0.0201(4) Uani 1 1 d . . . . .
H16 H 0.523508 0.578413 0.728424 0.024 Uiso 1 1 calc R U . . .
C17 C 0.46814(10) 0.7538(3) 0.61910(14) 0.0179(4) Uani 1 1 d . . . . .
C18 C 0.39986(11) 0.8609(3) 0.59588(15) 0.0209(4) Uani 1 1 d . . . . .
H18 H 0.394322 0.933422 0.532685 0.025 Uiso 1 1 calc R U . . .
C19 C 0.34027(11) 0.8612(3) 0.66495(15) 0.0187(4) Uani 1 1 d . . . . .
H19 H 0.293251 0.932136 0.649024 0.022 Uiso 1 1 calc R U . . .
O20 O 0.52259(8) 0.7591(2) 0.54448(10) 0.0251(3) Uani 1 1 d . . . . .
C21 C 0.58827(11) 0.6348(3) 0.55849(18) 0.0288(5) Uani 1 1 d . . . . .
H21A H 0.624338 0.668554 0.622460 0.043 Uiso 1 1 calc R U . . .
H21B H 0.617855 0.637750 0.494654 0.043 Uiso 1 1 calc R U . . .
H21C H 0.567592 0.512856 0.567960 0.043 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 1.9992(17) . ?
Fe1 C7 2.0331(18) . ?
Fe1 C10 2.0358(17) . ?
Fe1 C4 2.0402(19) . ?
Fe1 C5 2.0417(18) . ?
Fe1 C1 2.0422(18) . ?
Fe1 C3 2.0477(18) . ?
Fe1 C2 2.0491(17) . ?
Fe1 C8 2.0556(18) . ?
Fe1 C9 2.0639(17) . ?
C1 C2 1.420(3) . ?
C1 C5 1.427(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.416(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.422(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.424(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.433(2) . ?
C6 C10 1.432(2) . ?
C6 S1 1.7295(17) . ?
C7 C8 1.415(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.420(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.417(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
S1 O12 1.4255(12) . ?
S1 O11 1.4292(14) . ?
S1 O13 1.6083(13) . ?
O13 C14 1.4278(19) . ?
C14 C15 1.374(3) . ?
C14 C19 1.383(3) . ?
C15 C16 1.397(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 O20 1.369(2) . ?
C17 C18 1.396(3) . ?
C18 C19 1.384(2) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
O20 C21 1.431(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Fe1 C7 41.63(7) . . ?
C6 Fe1 C10 41.57(7) . . ?
C7 Fe1 C10 70.01(7) . . ?
C6 Fe1 C4 154.63(8) . . ?
C7 Fe1 C4 162.26(8) . . ?
C10 Fe1 C4 118.87(8) . . ?
C6 Fe1 C5 120.35(7) . . ?
C7 Fe1 C5 155.15(7) . . ?
C10 Fe1 C5 107.89(7) . . ?
C4 Fe1 C5 40.83(8) . . ?
C6 Fe1 C1 108.50(7) . . ?
C7 Fe1 C1 119.72(7) . . ?
C10 Fe1 C1 127.53(7) . . ?
C4 Fe1 C1 68.65(8) . . ?
C5 Fe1 C1 40.90(7) . . ?
C6 Fe1 C3 163.64(7) . . ?
C7 Fe1 C3 124.81(7) . . ?
C10 Fe1 C3 153.04(8) . . ?
C4 Fe1 C3 40.72(7) . . ?
C5 Fe1 C3 68.47(8) . . ?
C1 Fe1 C3 68.24(8) . . ?
C6 Fe1 C2 126.77(7) . . ?
C7 Fe1 C2 106.84(7) . . ?
C10 Fe1 C2 165.27(8) . . ?
C4 Fe1 C2 68.49(8) . . ?
C5 Fe1 C2 68.58(7) . . ?
C1 Fe1 C2 40.62(7) . . ?
C3 Fe1 C2 40.44(8) . . ?
C6 Fe1 C8 68.47(7) . . ?
C7 Fe1 C8 40.48(7) . . ?
C10 Fe1 C8 68.51(8) . . ?
C4 Fe1 C8 125.49(8) . . ?
C5 Fe1 C8 163.43(8) . . ?
C1 Fe1 C8 153.86(8) . . ?
C3 Fe1 C8 106.97(8) . . ?
C2 Fe1 C8 119.01(8) . . ?
C6 Fe1 C9 68.49(7) . . ?
C7 Fe1 C9 68.63(7) . . ?
C10 Fe1 C9 40.44(7) . . ?
C4 Fe1 C9 107.31(7) . . ?
C5 Fe1 C9 126.66(8) . . ?
C1 Fe1 C9 164.83(8) . . ?
C3 Fe1 C9 118.92(8) . . ?
C2 Fe1 C9 153.04(8) . . ?
C8 Fe1 C9 40.33(7) . . ?
C2 C1 C5 108.09(17) . . ?
C2 C1 Fe1 69.95(10) . . ?
C5 C1 Fe1 69.53(10) . . ?
C2 C1 H1 126.0 . . ?
C5 C1 H1 126.0 . . ?
Fe1 C1 H1 126.1 . . ?
C3 C2 C1 107.99(16) . . ?
C3 C2 Fe1 69.73(10) . . ?
C1 C2 Fe1 69.43(10) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Fe1 C2 H2 126.4 . . ?
C2 C3 C4 108.34(16) . . ?
C2 C3 Fe1 69.84(10) . . ?
C4 C3 Fe1 69.35(10) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
Fe1 C3 H3 126.6 . . ?
C3 C4 C5 107.87(16) . . ?
C3 C4 Fe1 69.92(10) . . ?
C5 C4 Fe1 69.65(10) . . ?
C3 C4 H4 126.1 . . ?
C5 C4 H4 126.1 . . ?
Fe1 C4 H4 125.9 . . ?
C4 C5 C1 107.71(16) . . ?
C4 C5 Fe1 69.53(10) . . ?
C1 C5 Fe1 69.56(10) . . ?
C4 C5 H5 126.1 . . ?
C1 C5 H5 126.1 . . ?
Fe1 C5 H5 126.3 . . ?
C7 C6 C10 109.10(15) . . ?
C7 C6 S1 125.92(13) . . ?
C10 C6 S1 124.99(14) . . ?
C7 C6 Fe1 70.45(10) . . ?
C10 C6 Fe1 70.58(10) . . ?
S1 C6 Fe1 125.27(9) . . ?
C8 C7 C6 106.48(16) . . ?
C8 C7 Fe1 70.61(11) . . ?
C6 C7 Fe1 67.92(10) . . ?
C8 C7 H7 126.8 . . ?
C6 C7 H7 126.8 . . ?
Fe1 C7 H7 126.3 . . ?
C7 C8 C9 109.14(16) . . ?
C7 C8 Fe1 68.91(10) . . ?
C9 C8 Fe1 70.15(10) . . ?
C7 C8 H8 125.4 . . ?
C9 C8 H8 125.4 . . ?
Fe1 C8 H8 127.1 . . ?
C10 C9 C8 108.52(16) . . ?
C10 C9 Fe1 68.71(10) . . ?
C8 C9 Fe1 69.52(10) . . ?
C10 C9 H9 125.7 . . ?
C8 C9 H9 125.7 . . ?
Fe1 C9 H9 127.6 . . ?
C9 C10 C6 106.76(16) . . ?
C9 C10 Fe1 70.85(10) . . ?
C6 C10 Fe1 67.85(9) . . ?
C9 C10 H10 126.6 . . ?
C6 C10 H10 126.6 . . ?
Fe1 C10 H10 126.2 . . ?
O12 S1 O11 119.69(8) . . ?
O12 S1 O13 103.75(7) . . ?
O11 S1 O13 108.54(7) . . ?
O12 S1 C6 111.50(8) . . ?
O11 S1 C6 108.79(8) . . ?
O13 S1 C6 103.15(7) . . ?
C14 O13 S1 117.65(11) . . ?
C15 C14 C19 121.85(16) . . ?
C15 C14 O13 121.10(16) . . ?
C19 C14 O13 117.02(16) . . ?
C14 C15 C16 118.95(17) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C17 C16 C15 120.03(17) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
O20 C17 C16 124.44(17) . . ?
O20 C17 C18 115.58(16) . . ?
C16 C17 C18 119.98(16) . . ?
C19 C18 C17 119.97(17) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C14 119.17(17) . . ?
C18 C19 H19 120.4 . . ?
C14 C19 H19 120.4 . . ?
C17 O20 C21 117.14(15) . . ?
O20 C21 H21A 109.5 . . ?
O20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.0(2) . . . . ?
Fe1 C1 C2 C3 59.27(13) . . . . ?
C5 C1 C2 Fe1 -59.28(12) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
Fe1 C2 C3 C4 58.84(13) . . . . ?
C1 C2 C3 Fe1 -59.08(13) . . . . ?
C2 C3 C4 C5 0.4(2) . . . . ?
Fe1 C3 C4 C5 59.54(12) . . . . ?
C2 C3 C4 Fe1 -59.14(13) . . . . ?
C3 C4 C5 C1 -0.4(2) . . . . ?
Fe1 C4 C5 C1 59.31(12) . . . . ?
C3 C4 C5 Fe1 -59.72(12) . . . . ?
C2 C1 C5 C4 0.3(2) . . . . ?
Fe1 C1 C5 C4 -59.28(12) . . . . ?
C2 C1 C5 Fe1 59.54(13) . . . . ?
C10 C6 C7 C8 -0.2(2) . . . . ?
S1 C6 C7 C8 179.62(13) . . . . ?
Fe1 C6 C7 C8 -60.42(12) . . . . ?
C10 C6 C7 Fe1 60.25(12) . . . . ?
S1 C6 C7 Fe1 -119.96(14) . . . . ?
C6 C7 C8 C9 0.0(2) . . . . ?
Fe1 C7 C8 C9 -58.73(13) . . . . ?
C6 C7 C8 Fe1 58.69(12) . . . . ?
C7 C8 C9 C10 0.2(2) . . . . ?
Fe1 C8 C9 C10 -57.73(12) . . . . ?
C7 C8 C9 Fe1 57.97(13) . . . . ?
C8 C9 C10 C6 -0.3(2) . . . . ?
Fe1 C9 C10 C6 -58.57(12) . . . . ?
C8 C9 C10 Fe1 58.22(12) . . . . ?
C7 C6 C10 C9 0.3(2) . . . . ?
S1 C6 C10 C9 -179.47(13) . . . . ?
Fe1 C6 C10 C9 60.49(12) . . . . ?
C7 C6 C10 Fe1 -60.17(12) . . . . ?
S1 C6 C10 Fe1 120.04(14) . . . . ?
C7 C6 S1 O12 23.89(18) . . . . ?
C10 C6 S1 O12 -156.35(14) . . . . ?
Fe1 C6 S1 O12 -66.47(13) . . . . ?
C7 C6 S1 O11 158.02(14) . . . . ?
C10 C6 S1 O11 -22.21(17) . . . . ?
Fe1 C6 S1 O11 67.67(12) . . . . ?
C7 C6 S1 O13 -86.87(16) . . . . ?
C10 C6 S1 O13 92.90(16) . . . . ?
Fe1 C6 S1 O13 -177.23(10) . . . . ?
O12 S1 O13 C14 -165.03(12) . . . . ?
O11 S1 O13 C14 66.66(14) . . . . ?
C6 S1 O13 C14 -48.63(14) . . . . ?
S1 O13 C14 C15 -70.74(19) . . . . ?
S1 O13 C14 C19 111.25(16) . . . . ?
C19 C14 C15 C16 -2.0(3) . . . . ?
O13 C14 C15 C16 -179.95(16) . . . . ?
C14 C15 C16 C17 1.6(3) . . . . ?
C15 C16 C17 O20 -179.66(17) . . . . ?
C15 C16 C17 C18 0.1(3) . . . . ?
O20 C17 C18 C19 178.33(17) . . . . ?
C16 C17 C18 C19 -1.4(3) . . . . ?
C17 C18 C19 C14 1.1(3) . . . . ?
C15 C14 C19 C18 0.7(3) . . . . ?
O13 C14 C19 C18 178.70(16) . . . . ?
C16 C17 O20 C21 7.3(3) . . . . ?
C18 C17 O20 C21 -172.46(17) . . . . ?

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

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


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

data_WE12671
_database_code_depnum_ccdc_archive 'CCDC 2110438'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 11 janvier 2021                                          #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C13 H16 F Fe I O2 S Si'
_chemical_formula_sum            'C13 H16 F Fe I O2 S Si'
_chemical_formula_weight         466.16
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND 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                   8.4866(5)
_cell_length_b                   16.5058(8)
_cell_length_c                   12.0171(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.517(3)
_cell_angle_gamma                90
_cell_volume                     1660.16(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5921
_cell_measurement_theta_min      2.4334
_cell_measurement_theta_max      30.3023
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      0.0879624
_diffrn_orient_matrix_UB_21      -0.0807911
_diffrn_orient_matrix_UB_31      -0.0032110
_diffrn_orient_matrix_UB_12      0.0028919
_diffrn_orient_matrix_UB_22      0.0007436
_diffrn_orient_matrix_UB_32      0.0605110
_diffrn_orient_matrix_UB_13      -0.0459031
_diffrn_orient_matrix_UB_23      -0.0707312
_diffrn_orient_matrix_UB_33      0.0030630


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.570
_exptl_crystal_size_min          0.530
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             912
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.973
_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  0.149
_exptl_absorpt_correction_T_max  0.207

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

# Software                   : BIS 2014.5.0.0/23-May-2014 && APEX2_2014.11-0   #
# Number of scans            :        3                                        #
# Total number of frames     :      269                                        #
# Total length of scans      :   269.00 (deg.)                                 #
# Rotation speed             :     4.00 sec./deg.                              #
# Total exposition time      :         17.9 min.                               #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Omega     4.0   1.00     35.0      69  16.05 308.43 324.74  49.97 150.01  #
#  2 Omega     4.0   1.00     35.0     104  16.05  14.56 318.12 310.50 150.01  #
#  3 Omega     4.0   1.00     35.0      96 343.95 251.36 340.24  29.01 150.01  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'APEXII Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_uneti/neti     0.0358
_diffrn_reflns_av_r_equivalents  0.0315
_diffrn_reflns_number            11593
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.468
_diffrn_reflns_theta_max         30.766
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.839
_reflns_number_total             4356
_reflns_number_gt                3691
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2020)'

#------------------------------------------------------------------------------#
#                            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)+(0.0312P)²+0.9741P] 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         4356
_refine_ls_number_parameters     184
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0723
_refine_ls_wR_factor_gt          0.0688
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.694
_refine_diff_density_min         -1.403
_refine_diff_density_rms         0.132

#------------------------------------------------------------------------------#
#               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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.69594(4) 0.80884(2) 0.41259(3) 0.01426(9) Uani 1 1 d . . . . .
I1 I 0.30149(2) 0.90773(2) 0.31606(2) 0.02933(7) Uani 1 1 d . . . . .
S1 S 0.38534(8) 0.69974(4) 0.44430(6) 0.02380(15) Uani 1 1 d . . . . .
Si1 Si 0.71539(9) 0.59668(4) 0.33108(7) 0.02032(16) Uani 1 1 d . . . . .
C1 C 0.7552(5) 0.7978(2) 0.5835(3) 0.0517(12) Uani 1 1 d . . . . .
H1 H 0.711116 0.759329 0.628570 0.062 Uiso 1 1 calc R U . . .
C2 C 0.8915(5) 0.7870(2) 0.5346(3) 0.0511(11) Uani 1 1 d . . . . .
H2 H 0.956481 0.739862 0.540777 0.061 Uiso 1 1 calc R U . . .
C3 C 0.9162(4) 0.8561(3) 0.4757(3) 0.0436(9) Uani 1 1 d . . . . .
H3 H 1.000964 0.864471 0.434248 0.052 Uiso 1 1 calc R U . . .
C4 C 0.7959(4) 0.91203(18) 0.4870(3) 0.0361(8) Uani 1 1 d . . . . .
H4 H 0.784584 0.964798 0.455118 0.043 Uiso 1 1 calc R U . . .
C5 C 0.6942(4) 0.8756(2) 0.5546(3) 0.0391(8) Uani 1 1 d . . . . .
H5 H 0.601951 0.899200 0.576465 0.047 Uiso 1 1 calc R U . . .
C6 C 0.7001(3) 0.76448(15) 0.2520(2) 0.0164(5) Uani 1 1 d . . . . .
H6 H 0.790570 0.757220 0.215839 0.020 Uiso 1 1 calc R U . . .
C7 C 0.6078(3) 0.83636(15) 0.2472(2) 0.0175(5) Uani 1 1 d . . . . .
H7 H 0.626116 0.884503 0.207924 0.021 Uiso 1 1 calc R U . . .
C8 C 0.4836(3) 0.82412(15) 0.3110(2) 0.0163(5) Uani 1 1 d . . . . .
C9 C 0.5017(3) 0.74281(15) 0.3559(2) 0.0148(5) Uani 1 1 d . . . . .
C10 C 0.6379(3) 0.70434(15) 0.3189(2) 0.0164(5) Uani 1 1 d . . . . .
O11 O 0.3137(3) 0.75856(15) 0.5052(2) 0.0431(6) Uani 1 1 d . . . . .
F12 F 0.2447(2) 0.66529(15) 0.35594(17) 0.0537(6) Uani 1 1 d . . . . .
O13 O 0.4600(3) 0.63065(14) 0.4991(2) 0.0400(6) Uani 1 1 d . . . . .
C14 C 0.5458(4) 0.52686(17) 0.2768(3) 0.0298(7) Uani 1 1 d . . . . .
H14A H 0.492038 0.545945 0.202982 0.045 Uiso 1 1 calc R U . . .
H14B H 0.469607 0.526059 0.329763 0.045 Uiso 1 1 calc R U . . .
H14C H 0.587260 0.472060 0.269213 0.045 Uiso 1 1 calc R U . . .
C15 C 0.8102(4) 0.5671(2) 0.4760(3) 0.0421(9) Uani 1 1 d . . . . .
H15A H 0.827973 0.508446 0.478949 0.063 Uiso 1 1 calc R U . . .
H15B H 0.739782 0.582132 0.529629 0.063 Uiso 1 1 calc R U . . .
H15C H 0.912692 0.595213 0.495890 0.063 Uiso 1 1 calc R U . . .
C16 C 0.8674(4) 0.59256(18) 0.2354(3) 0.0351(8) Uani 1 1 d . . . . .
H16A H 0.953269 0.631249 0.261328 0.053 Uiso 1 1 calc R U . . .
H16B H 0.816904 0.606528 0.158451 0.053 Uiso 1 1 calc R U . . .
H16C H 0.911993 0.537755 0.236077 0.053 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 1.999(2) . ?
Fe1 C8 2.018(2) . ?
Fe1 C5 2.033(3) . ?
Fe1 C1 2.041(3) . ?
Fe1 C4 2.042(3) . ?
Fe1 C3 2.052(3) . ?
Fe1 C7 2.055(3) . ?
Fe1 C2 2.056(3) . ?
Fe1 C6 2.070(3) . ?
Fe1 C10 2.074(2) . ?
I1 C8 2.081(2) . ?
S1 O11 1.412(2) . ?
S1 O13 1.413(2) . ?
S1 F12 1.5672(19) . ?
S1 C9 1.720(3) . ?
Si1 C15 1.859(3) . ?
Si1 C16 1.866(4) . ?
Si1 C14 1.875(3) . ?
Si1 C10 1.892(3) . ?
C1 C2 1.393(6) . ?
C1 C5 1.406(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.376(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.414(5) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.418(3) . ?
C6 C10 1.432(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.416(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.445(3) . ?
C9 C10 1.451(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 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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 42.16(10) . . ?
C9 Fe1 C5 117.48(12) . . ?
C8 Fe1 C5 108.10(12) . . ?
C9 Fe1 C1 110.27(13) . . ?
C8 Fe1 C1 131.82(16) . . ?
C5 Fe1 C1 40.37(16) . . ?
C9 Fe1 C4 149.69(13) . . ?
C8 Fe1 C4 115.17(12) . . ?
C5 Fe1 C4 40.59(14) . . ?
C1 Fe1 C4 67.56(14) . . ?
C9 Fe1 C3 169.31(14) . . ?
C8 Fe1 C3 147.54(14) . . ?
C5 Fe1 C3 67.44(14) . . ?
C1 Fe1 C3 66.69(15) . . ?
C4 Fe1 C3 39.99(15) . . ?
C9 Fe1 C7 69.09(10) . . ?
C8 Fe1 C7 40.68(10) . . ?
C5 Fe1 C7 129.80(13) . . ?
C1 Fe1 C7 169.38(16) . . ?
C4 Fe1 C7 107.31(12) . . ?
C3 Fe1 C7 115.91(13) . . ?
C9 Fe1 C2 132.08(14) . . ?
C8 Fe1 C2 171.01(17) . . ?
C5 Fe1 C2 67.25(15) . . ?
C1 Fe1 C2 39.76(17) . . ?
C4 Fe1 C2 66.80(14) . . ?
C3 Fe1 C2 39.15(16) . . ?
C7 Fe1 C2 148.19(16) . . ?
C9 Fe1 C6 68.26(10) . . ?
C8 Fe1 C6 68.37(10) . . ?
C5 Fe1 C6 167.91(13) . . ?
C1 Fe1 C6 150.19(15) . . ?
C4 Fe1 C6 129.31(13) . . ?
C3 Fe1 C6 108.91(12) . . ?
C7 Fe1 C6 40.19(10) . . ?
C2 Fe1 C6 117.81(14) . . ?
C9 Fe1 C10 41.70(10) . . ?
C8 Fe1 C10 70.58(10) . . ?
C5 Fe1 C10 150.70(13) . . ?
C1 Fe1 C10 117.97(13) . . ?
C4 Fe1 C10 167.31(14) . . ?
C3 Fe1 C10 129.55(13) . . ?
C7 Fe1 C10 69.09(10) . . ?
C2 Fe1 C10 109.42(12) . . ?
C6 Fe1 C10 40.43(10) . . ?
O11 S1 O13 120.76(15) . . ?
O11 S1 F12 104.81(15) . . ?
O13 S1 F12 104.80(14) . . ?
O11 S1 C9 112.11(13) . . ?
O13 S1 C9 111.25(13) . . ?
F12 S1 C9 100.50(11) . . ?
C15 Si1 C16 109.37(17) . . ?
C15 Si1 C14 110.68(16) . . ?
C16 Si1 C14 109.40(15) . . ?
C15 Si1 C10 114.20(14) . . ?
C16 Si1 C10 104.67(13) . . ?
C14 Si1 C10 108.28(12) . . ?
C2 C1 C5 108.0(3) . . ?
C2 C1 Fe1 70.7(2) . . ?
C5 C1 Fe1 69.53(18) . . ?
C2 C1 H1 126.0 . . ?
C5 C1 H1 126.0 . . ?
Fe1 C1 H1 125.3 . . ?
C3 C2 C1 108.6(3) . . ?
C3 C2 Fe1 70.26(18) . . ?
C1 C2 Fe1 69.53(19) . . ?
C3 C2 H2 125.7 . . ?
C1 C2 H2 125.7 . . ?
Fe1 C2 H2 126.1 . . ?
C2 C3 C4 108.7(3) . . ?
C2 C3 Fe1 70.59(19) . . ?
C4 C3 Fe1 69.62(17) . . ?
C2 C3 H3 125.7 . . ?
C4 C3 H3 125.7 . . ?
Fe1 C3 H3 125.7 . . ?
C3 C4 C5 107.4(3) . . ?
C3 C4 Fe1 70.39(18) . . ?
C5 C4 Fe1 69.38(17) . . ?
C3 C4 H4 126.3 . . ?
C5 C4 H4 126.3 . . ?
Fe1 C4 H4 125.5 . . ?
C1 C5 C4 107.2(3) . . ?
C1 C5 Fe1 70.10(19) . . ?
C4 C5 Fe1 70.03(17) . . ?
C1 C5 H5 126.4 . . ?
C4 C5 H5 126.4 . . ?
Fe1 C5 H5 125.1 . . ?
C7 C6 C10 110.5(2) . . ?
C7 C6 Fe1 69.35(14) . . ?
C10 C6 Fe1 69.93(14) . . ?
C7 C6 H6 124.7 . . ?
C10 C6 H6 124.7 . . ?
Fe1 C6 H6 127.6 . . ?
C6 C7 C8 108.3(2) . . ?
C6 C7 Fe1 70.46(14) . . ?
C8 C7 Fe1 68.26(14) . . ?
C6 C7 H7 125.8 . . ?
C8 C7 H7 125.8 . . ?
Fe1 C7 H7 127.0 . . ?
C7 C8 C9 107.0(2) . . ?
C7 C8 Fe1 71.07(14) . . ?
C9 C8 Fe1 68.21(13) . . ?
C7 C8 I1 122.97(18) . . ?
C9 C8 I1 129.70(19) . . ?
Fe1 C8 I1 131.18(12) . . ?
C8 C9 C10 109.5(2) . . ?
C8 C9 S1 125.3(2) . . ?
C10 C9 S1 125.18(19) . . ?
C8 C9 Fe1 69.63(14) . . ?
C10 C9 Fe1 71.91(13) . . ?
S1 C9 Fe1 122.69(13) . . ?
C6 C10 C9 104.8(2) . . ?
C6 C10 Si1 122.61(19) . . ?
C9 C10 Si1 132.17(19) . . ?
C6 C10 Fe1 69.63(14) . . ?
C9 C10 Fe1 66.39(13) . . ?
Si1 C10 Fe1 133.70(13) . . ?
Si1 C14 H14A 109.5 . . ?
Si1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si1 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 . . ?

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(4) . . . . ?
Fe1 C1 C2 C3 59.6(2) . . . . ?
C5 C1 C2 Fe1 -59.8(2) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
Fe1 C2 C3 C4 59.4(2) . . . . ?
C1 C2 C3 Fe1 -59.1(2) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
Fe1 C3 C4 C5 59.8(2) . . . . ?
C2 C3 C4 Fe1 -60.0(2) . . . . ?
C2 C1 C5 C4 0.0(3) . . . . ?
Fe1 C1 C5 C4 -60.5(2) . . . . ?
C2 C1 C5 Fe1 60.5(2) . . . . ?
C3 C4 C5 C1 0.1(3) . . . . ?
Fe1 C4 C5 C1 60.5(2) . . . . ?
C3 C4 C5 Fe1 -60.4(2) . . . . ?
C10 C6 C7 C8 -0.1(3) . . . . ?
Fe1 C6 C7 C8 -57.89(17) . . . . ?
C10 C6 C7 Fe1 57.82(17) . . . . ?
C6 C7 C8 C9 0.2(3) . . . . ?
Fe1 C7 C8 C9 -59.01(16) . . . . ?
C6 C7 C8 Fe1 59.25(17) . . . . ?
C6 C7 C8 I1 -173.37(16) . . . . ?
Fe1 C7 C8 I1 127.38(17) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
Fe1 C8 C9 C10 -61.16(16) . . . . ?
I1 C8 C9 C10 172.71(17) . . . . ?
C7 C8 C9 S1 177.13(18) . . . . ?
Fe1 C8 C9 S1 116.29(19) . . . . ?
I1 C8 C9 S1 -9.8(3) . . . . ?
C7 C8 C9 Fe1 60.84(16) . . . . ?
I1 C8 C9 Fe1 -126.1(2) . . . . ?
O11 S1 C9 C8 -24.0(3) . . . . ?
O13 S1 C9 C8 -162.6(2) . . . . ?
F12 S1 C9 C8 86.9(2) . . . . ?
O11 S1 C9 C10 153.1(2) . . . . ?
O13 S1 C9 C10 14.5(3) . . . . ?
F12 S1 C9 C10 -96.0(2) . . . . ?
O11 S1 C9 Fe1 63.0(2) . . . . ?
O13 S1 C9 Fe1 -75.57(19) . . . . ?
F12 S1 C9 Fe1 173.90(16) . . . . ?
C7 C6 C10 C9 -0.1(3) . . . . ?
Fe1 C6 C10 C9 57.35(15) . . . . ?
C7 C6 C10 Si1 172.93(17) . . . . ?
Fe1 C6 C10 Si1 -129.60(17) . . . . ?
C7 C6 C10 Fe1 -57.48(17) . . . . ?
C8 C9 C10 C6 0.3(3) . . . . ?
S1 C9 C10 C6 -177.18(18) . . . . ?
Fe1 C9 C10 C6 -59.48(16) . . . . ?
C8 C9 C10 Si1 -171.83(19) . . . . ?
S1 C9 C10 Si1 10.7(3) . . . . ?
Fe1 C9 C10 Si1 128.4(2) . . . . ?
C8 C9 C10 Fe1 59.75(16) . . . . ?
S1 C9 C10 Fe1 -117.71(19) . . . . ?
C15 Si1 C10 C6 116.7(2) . . . . ?
C16 Si1 C10 C6 -2.9(2) . . . . ?
C14 Si1 C10 C6 -119.6(2) . . . . ?
C15 Si1 C10 C9 -72.4(3) . . . . ?
C16 Si1 C10 C9 168.0(2) . . . . ?
C14 Si1 C10 C9 51.4(3) . . . . ?
C15 Si1 C10 Fe1 24.4(3) . . . . ?
C16 Si1 C10 Fe1 -95.2(2) . . . . ?
C14 Si1 C10 Fe1 148.16(19) . . . . ?

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

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


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

data_WE13761
_database_code_depnum_ccdc_archive 'CCDC 2110439'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 28 avril 2021                                            #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C12 H9 F Fe O2 S'
_chemical_formula_sum            'C12 H9 F Fe O2 S'
_chemical_formula_weight         292.10
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

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

_cell_length_a                   6.9415(12)
_cell_length_b                   9.1569(18)
_cell_length_c                   9.4381(18)
_cell_angle_alpha                81.337(6)
_cell_angle_beta                 74.314(6)
_cell_angle_gamma                84.801(6)
_cell_volume                     570.19(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5096
_cell_measurement_theta_min      2.2529
_cell_measurement_theta_max      27.4940
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      0.0608765
_diffrn_orient_matrix_UB_21      0.0512060
_diffrn_orient_matrix_UB_31      0.1269790
_diffrn_orient_matrix_UB_12      -0.0776709
_diffrn_orient_matrix_UB_22      0.0787527
_diffrn_orient_matrix_UB_32      -0.0013626
_diffrn_orient_matrix_UB_13      -0.0652122
_diffrn_orient_matrix_UB_23      -0.0842916
_diffrn_orient_matrix_UB_33      0.0310972


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             296
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.502
_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  0.676
_exptl_absorpt_correction_T_max  0.775

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

# Software                   : BIS 2014.5.0.0/23-May-2014 && APEX2_2014.11-0   #
# Number of scans            :        4                                        #
# Total number of frames     :      675                                        #
# Total length of scans      :   675.00 (deg.)                                 #
# Rotation speed             :     8.00 sec./deg.                              #
# Total exposition time      :      1 h  30.0 min.                             #
#                                                                              #
#    Scan  Time(s) Width DX(mm) Frames Range 2Theta  Omega    Phi    Chi  T(K) #
#..............................................................................#
#                                                                              #
#  1 Omega    8.0  1.00    35.0   105  105.0   14.9   14.5  240.0  305.3 150.0 #
#  2 Omega    8.0  1.00    35.0   105  105.0   14.9   14.5    0.0  305.3 150.0 #
#  3 Omega    8.0  1.00    35.0   105  105.0   14.9   14.5  120.0  305.3 150.0 #
#  4 Phi      8.0  1.00    35.0   360  360.0   14.9   10.4  360.0  337.0 150.0 #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'APEXII Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_uneti/neti     0.0245
_diffrn_reflns_av_r_equivalents  0.0268
_diffrn_reflns_number            9163
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.975
_diffrn_reflns_theta_max         27.568
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_reflns_number_total             2602
_reflns_number_gt                2386
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  
'CRYSCALC (T. Roisnel, local program, ver. 2021)'

#------------------------------------------------------------------------------#
#                            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)+(0.0359P)²+0.2906P] 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         2602
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0264
_refine_ls_wR_factor_ref         0.0701
_refine_ls_wR_factor_gt          0.0682
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.940
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.061

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.8858(3) 0.7554(3) 0.4557(3) 0.0445(6) Uani 1 1 d . . . . .
H1 H 0.823822 0.742419 0.559344 0.053 Uiso 1 1 calc R U . . .
C2 C 0.9407(3) 0.6423(2) 0.3638(3) 0.0442(6) Uani 1 1 d . . . . .
H2 H 0.922498 0.539598 0.394088 0.053 Uiso 1 1 calc R U . . .
C3 C 1.0274(3) 0.7098(3) 0.2191(3) 0.0402(5) Uani 1 1 d . . . . .
H3 H 1.078614 0.660211 0.134065 0.048 Uiso 1 1 calc R U . . .
C4 C 1.0255(3) 0.8625(3) 0.2216(3) 0.0407(5) Uani 1 1 d . . . . .
H4 H 1.074530 0.934413 0.138711 0.049 Uiso 1 1 calc R U . . .
C5 C 0.9387(3) 0.8903(2) 0.3673(3) 0.0416(6) Uani 1 1 d . . . . .
H5 H 0.918877 0.984685 0.400819 0.050 Uiso 1 1 calc R U . . .
C6 C 0.5746(3) 0.91960(19) 0.1674(2) 0.0235(4) Uani 1 1 d . . . . .
H6 H 0.619974 1.000255 0.093198 0.028 Uiso 1 1 calc R U . . .
C7 C 0.4818(3) 0.92708(19) 0.3195(2) 0.0232(4) Uani 1 1 d . . . . .
H7 H 0.453221 1.014788 0.365478 0.028 Uiso 1 1 calc R U . . .
C8 C 0.4378(2) 0.77977(19) 0.3929(2) 0.0219(3) Uani 1 1 d . . . . .
C9 C 0.5036(2) 0.67936(19) 0.28568(19) 0.0213(3) Uani 1 1 d . . . . .
H9 H 0.493851 0.575042 0.303039 0.026 Uiso 1 1 calc R U . . .
C10 C 0.5870(3) 0.76624(19) 0.14703(19) 0.0208(3) Uani 1 1 d . . . . .
C11 C 0.3487(3) 0.7395(2) 0.5478(2) 0.0251(4) Uani 1 1 d . . . . .
C12 C 0.2733(3) 0.7049(2) 0.6759(2) 0.0336(4) Uani 1 1 d . . . . .
H12 H 0.212886 0.677178 0.778479 0.040 Uiso 1 1 calc R U . . .
O13 O 0.8388(3) 0.79586(18) -0.11254(17) 0.0460(4) Uani 1 1 d . . . . .
O14 O 0.7517(3) 0.54460(16) 0.00981(17) 0.0411(4) Uani 1 1 d . . . . .
F15 F 0.5210(2) 0.70928(15) -0.08868(14) 0.0457(3) Uani 1 1 d . . . . .
Fe1 Fe 0.73992(3) 0.79207(3) 0.29218(3) 0.01922(9) Uani 1 1 d . . . . .
S1 S 0.70094(7) 0.69747(5) -0.01597(5) 0.02758(12) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.401(4) . ?
C1 C2 1.411(3) . ?
C1 Fe1 2.037(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.407(4) . ?
C2 Fe1 2.041(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.401(3) . ?
C3 Fe1 2.041(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.396(3) . ?
C4 Fe1 2.044(2) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.040(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.414(3) . ?
C6 C10 1.438(2) . ?
C6 Fe1 2.0348(17) . ?
C6 H6 0.9500 . ?
C7 C8 1.439(2) . ?
C7 Fe1 2.0616(17) . ?
C7 H7 0.9500 . ?
C8 C9 1.426(2) . ?
C8 C11 1.430(3) . ?
C8 Fe1 2.0607(17) . ?
C9 C10 1.429(2) . ?
C9 Fe1 2.0348(17) . ?
C9 H9 0.9500 . ?
C10 S1 1.7124(18) . ?
C10 Fe1 1.9972(17) . ?
C11 C12 1.187(3) . ?
C12 H12 0.9500 . ?
O13 S1 1.4124(16) . ?
O14 S1 1.4132(15) . ?
F15 S1 1.5684(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 108.0(2) . . ?
C5 C1 Fe1 70.04(12) . . ?
C2 C1 Fe1 69.91(12) . . ?
C5 C1 H1 126.0 . . ?
C2 C1 H1 126.0 . . ?
Fe1 C1 H1 125.6 . . ?
C3 C2 C1 107.3(2) . . ?
C3 C2 Fe1 69.85(12) . . ?
C1 C2 Fe1 69.59(12) . . ?
C3 C2 H2 126.4 . . ?
C1 C2 H2 126.4 . . ?
Fe1 C2 H2 125.8 . . ?
C4 C3 C2 108.4(2) . . ?
C4 C3 Fe1 70.05(12) . . ?
C2 C3 Fe1 69.83(12) . . ?
C4 C3 H3 125.8 . . ?
C2 C3 H3 125.8 . . ?
Fe1 C3 H3 125.9 . . ?
C5 C4 C3 107.9(2) . . ?
C5 C4 Fe1 69.87(12) . . ?
C3 C4 Fe1 69.84(12) . . ?
C5 C4 H4 126.0 . . ?
C3 C4 H4 126.0 . . ?
Fe1 C4 H4 125.8 . . ?
C4 C5 C1 108.4(2) . . ?
C4 C5 Fe1 70.14(12) . . ?
C1 C5 Fe1 69.76(12) . . ?
C4 C5 H5 125.8 . . ?
C1 C5 H5 125.8 . . ?
Fe1 C5 H5 125.9 . . ?
C7 C6 C10 106.69(15) . . ?
C7 C6 Fe1 70.82(10) . . ?
C10 C6 Fe1 67.72(9) . . ?
C7 C6 H6 126.7 . . ?
C10 C6 H6 126.7 . . ?
Fe1 C6 H6 126.3 . . ?
C6 C7 C8 108.69(15) . . ?
C6 C7 Fe1 68.78(10) . . ?
C8 C7 Fe1 69.53(10) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 H7 125.7 . . ?
Fe1 C7 H7 127.6 . . ?
C9 C8 C11 125.49(16) . . ?
C9 C8 C7 108.39(15) . . ?
C11 C8 C7 126.10(16) . . ?
C9 C8 Fe1 68.65(10) . . ?
C11 C8 Fe1 126.17(12) . . ?
C7 C8 Fe1 69.60(10) . . ?
C8 C9 C10 106.61(15) . . ?
C8 C9 Fe1 70.61(10) . . ?
C10 C9 Fe1 67.85(9) . . ?
C8 C9 H9 126.7 . . ?
C10 C9 H9 126.7 . . ?
Fe1 C9 H9 126.4 . . ?
C9 C10 C6 109.62(15) . . ?
C9 C10 S1 125.29(13) . . ?
C6 C10 S1 124.93(14) . . ?
C9 C10 Fe1 70.66(10) . . ?
C6 C10 Fe1 70.51(10) . . ?
S1 C10 Fe1 121.63(9) . . ?
C12 C11 C8 179.1(2) . . ?
C11 C12 H12 180.0 . . ?
C10 Fe1 C6 41.77(7) . . ?
C10 Fe1 C9 41.49(7) . . ?
C6 Fe1 C9 70.29(7) . . ?
C10 Fe1 C1 163.66(9) . . ?
C6 Fe1 C1 153.21(9) . . ?
C9 Fe1 C1 125.27(9) . . ?
C10 Fe1 C5 154.91(9) . . ?
C6 Fe1 C5 118.94(8) . . ?
C9 Fe1 C5 162.28(9) . . ?
C1 Fe1 C5 40.20(10) . . ?
C10 Fe1 C2 126.61(9) . . ?
C6 Fe1 C2 164.34(10) . . ?
C9 Fe1 C2 107.58(8) . . ?
C1 Fe1 C2 40.50(10) . . ?
C5 Fe1 C2 67.78(9) . . ?
C10 Fe1 C3 108.99(8) . . ?
C6 Fe1 C3 126.61(9) . . ?
C9 Fe1 C3 121.04(8) . . ?
C1 Fe1 C3 67.63(9) . . ?
C5 Fe1 C3 67.32(9) . . ?
C2 Fe1 C3 40.32(10) . . ?
C10 Fe1 C4 120.96(9) . . ?
C6 Fe1 C4 107.49(8) . . ?
C9 Fe1 C4 155.94(9) . . ?
C1 Fe1 C4 67.56(10) . . ?
C5 Fe1 C4 39.99(10) . . ?
C2 Fe1 C4 67.79(9) . . ?
C3 Fe1 C4 40.11(9) . . ?
C10 Fe1 C8 68.64(7) . . ?
C6 Fe1 C8 68.97(7) . . ?
C9 Fe1 C8 40.74(7) . . ?
C1 Fe1 C8 107.38(8) . . ?
C5 Fe1 C8 125.41(9) . . ?
C2 Fe1 C8 120.14(9) . . ?
C3 Fe1 C8 155.43(9) . . ?
C4 Fe1 C8 162.41(9) . . ?
C10 Fe1 C7 68.61(7) . . ?
C6 Fe1 C7 40.39(7) . . ?
C9 Fe1 C7 69.11(7) . . ?
C1 Fe1 C7 119.48(9) . . ?
C5 Fe1 C7 107.27(8) . . ?
C2 Fe1 C7 154.51(10) . . ?
C3 Fe1 C7 162.98(9) . . ?
C4 Fe1 C7 125.50(8) . . ?
C8 Fe1 C7 40.87(7) . . ?
O13 S1 O14 121.31(10) . . ?
O13 S1 F15 104.17(10) . . ?
O14 S1 F15 105.58(9) . . ?
O13 S1 C10 111.50(9) . . ?
O14 S1 C10 111.12(9) . . ?
F15 S1 C10 100.55(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.0(2) . . . . ?
Fe1 C1 C2 C3 59.96(14) . . . . ?
C5 C1 C2 Fe1 -59.92(14) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
Fe1 C2 C3 C4 59.63(14) . . . . ?
C1 C2 C3 Fe1 -59.80(14) . . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
Fe1 C3 C4 C5 59.73(14) . . . . ?
C2 C3 C4 Fe1 -59.49(14) . . . . ?
C3 C4 C5 C1 -0.2(2) . . . . ?
Fe1 C4 C5 C1 59.50(14) . . . . ?
C3 C4 C5 Fe1 -59.71(14) . . . . ?
C2 C1 C5 C4 0.1(2) . . . . ?
Fe1 C1 C5 C4 -59.74(14) . . . . ?
C2 C1 C5 Fe1 59.84(14) . . . . ?
C10 C6 C7 C8 0.27(18) . . . . ?
Fe1 C6 C7 C8 -58.17(12) . . . . ?
C10 C6 C7 Fe1 58.44(11) . . . . ?
C6 C7 C8 C9 -0.07(19) . . . . ?
Fe1 C7 C8 C9 -57.79(12) . . . . ?
C6 C7 C8 C11 178.25(16) . . . . ?
Fe1 C7 C8 C11 120.53(17) . . . . ?
C6 C7 C8 Fe1 57.72(12) . . . . ?
C11 C8 C9 C10 -178.49(16) . . . . ?
C7 C8 C9 C10 -0.15(18) . . . . ?
Fe1 C8 C9 C10 -58.52(11) . . . . ?
C11 C8 C9 Fe1 -119.97(17) . . . . ?
C7 C8 C9 Fe1 58.37(12) . . . . ?
C8 C9 C10 C6 0.32(19) . . . . ?
Fe1 C9 C10 C6 -59.97(12) . . . . ?
C8 C9 C10 S1 175.93(13) . . . . ?
Fe1 C9 C10 S1 115.63(14) . . . . ?
C8 C9 C10 Fe1 60.30(11) . . . . ?
C7 C6 C10 C9 -0.37(19) . . . . ?
Fe1 C6 C10 C9 60.06(12) . . . . ?
C7 C6 C10 S1 -175.99(13) . . . . ?
Fe1 C6 C10 S1 -115.56(14) . . . . ?
C7 C6 C10 Fe1 -60.43(11) . . . . ?
C9 C10 S1 O13 -154.62(15) . . . . ?
C6 C10 S1 O13 20.33(18) . . . . ?
Fe1 C10 S1 O13 -66.93(14) . . . . ?
C9 C10 S1 O14 -15.95(18) . . . . ?
C6 C10 S1 O14 159.00(15) . . . . ?
Fe1 C10 S1 O14 71.74(13) . . . . ?
C9 C10 S1 F15 95.44(16) . . . . ?
C6 C10 S1 F15 -89.61(15) . . . . ?
Fe1 C10 S1 F15 -176.87(10) . . . . ?

#------------------------------------------------------------------------------#
#                                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_WE13281
_database_code_depnum_ccdc_archive 'CCDC 2110437'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 26 fevrier 2021                                          #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H12 F Fe N O2 S'
_chemical_formula_sum            'C15 H12 F Fe N O2 S'
_chemical_formula_weight         345.17
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'
_space_group_IT_number           9
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   10.5249(9)
_cell_length_b                   11.3803(6)
_cell_length_c                   22.8382(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.681(3)
_cell_angle_gamma                90
_cell_volume                     2734.3(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9918
_cell_measurement_theta_min      2.6395
_cell_measurement_theta_max      27.5122
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      0.0792562
_diffrn_orient_matrix_UB_21      0.0437864
_diffrn_orient_matrix_UB_31      0.0293878
_diffrn_orient_matrix_UB_12      -0.0389936
_diffrn_orient_matrix_UB_22      0.0193022
_diffrn_orient_matrix_UB_32      0.0764030
_diffrn_orient_matrix_UB_13      0.0156306
_diffrn_orient_matrix_UB_23      -0.0370838
_diffrn_orient_matrix_UB_33      0.0173461


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

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1408
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.269
_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  0.609
_exptl_absorpt_correction_T_max  0.881

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      280                                        #
# Total length of scans  [*] :   280.00 (deg.)                                 #
# Rotation speed         [*] :     8.00 sec./deg.                              #
# Total exposition time  [*] :         37.3 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s) Width DX(mm) Frames Range  Theta  Omega    Phi    Chi  T(K) #
#..............................................................................#
#                                                                              #
#  1 Phi      8.0  1.00    34.0   280  280.0    0.3  270.9  292.0   23.0 150.0 #
#  2 Fast     1.0  1.00    34.0   180  180.0    0.0  360.0    0.0   54.7 150.0 #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0610
_diffrn_reflns_av_r_equivalents  0.0471
_diffrn_reflns_number            14918
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.637
_diffrn_reflns_theta_max         27.506
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_reflns_number_total             6210
_reflns_number_gt                5568
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.986
_reflns_Friedel_fraction_max     0.987
_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       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2021)'

#------------------------------------------------------------------------------#
#                            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)+(0.0616P)²+12.3874P] 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         6210
_refine_ls_number_parameters     321
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1390
_refine_ls_wR_factor_gt          0.1323
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.758
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details 
;
Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.09(3)

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.64318(8) 0.23956(9) 0.62908(5) 0.0230(2) Uani 1 1 d . . . . .
C1A C 0.5875(9) 0.2254(7) 0.7161(4) 0.0297(11) Uani 0.622(9) 1 d G . P A 1
H1A H 0.580913 0.287083 0.743903 0.036 Uiso 0.622(9) 1 calc R U P A 1
C2A C 0.6967(7) 0.1553(8) 0.7070(4) 0.0297(11) Uani 0.622(9) 1 d G . P A 1
H2A H 0.776168 0.161928 0.727602 0.036 Uiso 0.622(9) 1 calc R U P A 1
C3A C 0.6665(8) 0.0737(7) 0.6617(4) 0.0297(11) Uani 0.622(9) 1 d G . P A 1
H3A H 0.722116 0.016074 0.646647 0.036 Uiso 0.622(9) 1 calc R U P A 1
C4A C 0.5385(9) 0.0933(8) 0.6428(4) 0.0297(11) Uani 0.622(9) 1 d G . P A 1
H4A H 0.493455 0.051087 0.612916 0.036 Uiso 0.622(9) 1 calc R U P A 1
C5A C 0.4896(7) 0.1870(8) 0.6765(5) 0.0297(11) Uani 0.622(9) 1 d G . P A 1
H5A H 0.406187 0.218580 0.673023 0.036 Uiso 0.622(9) 1 calc R U P A 1
C1B C 0.6151(15) 0.1902(13) 0.7121(6) 0.0297(11) Uani 0.378(9) 1 d G . P A 2
H1B H 0.645454 0.232582 0.745507 0.036 Uiso 0.378(9) 1 calc R U P A 2
C2B C 0.6824(12) 0.1017(14) 0.6820(7) 0.0297(11) Uani 0.378(9) 1 d G . P A 2
H2B H 0.765729 0.074523 0.691770 0.036 Uiso 0.378(9) 1 calc R U P A 2
C3B C 0.6034(15) 0.0611(12) 0.6348(6) 0.0297(11) Uani 0.378(9) 1 d G . P A 2
H3B H 0.624545 0.001870 0.607413 0.036 Uiso 0.378(9) 1 calc R U P A 2
C4B C 0.4872(13) 0.1244(13) 0.6357(6) 0.0297(11) Uani 0.378(9) 1 d G . P A 2
H4B H 0.417013 0.115027 0.609015 0.036 Uiso 0.378(9) 1 calc R U P A 2
C5B C 0.4945(14) 0.2042(13) 0.6835(7) 0.0297(11) Uani 0.378(9) 1 d G . P A 2
H5B H 0.429936 0.257615 0.694362 0.036 Uiso 0.378(9) 1 calc R U P A 2
C6 C 0.6685(7) 0.4143(7) 0.6100(3) 0.0237(15) Uani 1 1 d . . . . .
C7 C 0.7896(7) 0.3566(7) 0.6139(4) 0.0305(17) Uani 1 1 d . . . . .
H7 H 0.858055 0.377241 0.639948 0.037 Uiso 1 1 calc R U . . .
C8 C 0.7904(8) 0.2634(8) 0.5726(4) 0.0325(18) Uani 1 1 d . . . . .
H8 H 0.859922 0.212131 0.566345 0.039 Uiso 1 1 calc R U . . .
C9 C 0.6720(8) 0.2589(8) 0.5421(4) 0.0296(17) Uani 1 1 d . . . . .
H9 H 0.646968 0.204306 0.512485 0.036 Uiso 1 1 calc R U . . .
C10 C 0.5969(7) 0.3524(6) 0.5645(3) 0.0219(14) Uani 1 1 d . . . . .
C11 C 0.6310(7) 0.5246(6) 0.6402(3) 0.0207(14) Uani 1 1 d . . . . .
C12 C 0.6650(9) 0.6306(7) 0.6167(4) 0.036(2) Uani 1 1 d . . . . .
H12 H 0.708745 0.632643 0.580936 0.043 Uiso 1 1 calc R U . . .
C13 C 0.6368(10) 0.7325(7) 0.6442(5) 0.038(2) Uani 1 1 d . . . . .
H13 H 0.660151 0.805972 0.627915 0.046 Uiso 1 1 calc R U . . .
C14 C 0.5726(8) 0.7276(7) 0.6972(4) 0.0317(17) Uani 1 1 d . . . . .
H14 H 0.557633 0.798306 0.717934 0.038 Uiso 1 1 calc R U . . .
N15 N 0.5322(9) 0.6267(7) 0.7189(4) 0.052(2) Uani 1 1 d . . . . .
C16 C 0.5613(11) 0.5288(8) 0.6900(4) 0.046(2) Uani 1 1 d . . . . .
H16 H 0.531425 0.456421 0.705136 0.055 Uiso 1 1 calc R U . . .
S1 S 0.44004(19) 0.37930(17) 0.54427(9) 0.0295(4) Uani 1 1 d . . . . .
O17 O 0.3684(6) 0.4203(7) 0.5909(3) 0.0462(16) Uani 1 1 d . . . . .
O18 O 0.3921(9) 0.2906(8) 0.5072(5) 0.081(3) Uani 1 1 d . . . . .
F19 F 0.4561(6) 0.4897(6) 0.5052(3) 0.0595(18) Uani 1 1 d . . . . .
Fe2 Fe 0.36516(8) 1.03216(9) 0.37595(5) 0.0198(2) Uani 1 1 d . . . . .
C21 C 0.4599(7) 1.0342(5) 0.2985(3) 0.0440(10) Uani 1 1 d G . . . .
H21 H 0.489101 0.967250 0.277964 0.053 Uiso 1 1 calc R U . . .
C22 C 0.3392(6) 1.0886(6) 0.2905(3) 0.0440(10) Uani 1 1 d G . . . .
H22 H 0.273462 1.064379 0.263725 0.053 Uiso 1 1 calc R U . . .
C23 C 0.3339(5) 1.1854(5) 0.3295(3) 0.0440(10) Uani 1 1 d G . . . .
H23 H 0.264032 1.237396 0.333499 0.053 Uiso 1 1 calc R U . . .
C24 C 0.4513(6) 1.1909(5) 0.3617(3) 0.0440(10) Uani 1 1 d G . . . .
H24 H 0.473844 1.247196 0.390862 0.053 Uiso 1 1 calc R U . . .
C25 C 0.5292(5) 1.0974(6) 0.3424(3) 0.0440(10) Uani 1 1 d G . . . .
H25 H 0.612945 1.080237 0.356539 0.053 Uiso 1 1 calc R U . . .
C26 C 0.3248(6) 0.8628(6) 0.3990(3) 0.0194(13) Uani 1 1 d . . . . .
C27 C 0.2107(7) 0.9311(7) 0.3963(4) 0.0284(17) Uani 1 1 d . . . . .
H27 H 0.138333 0.914556 0.371807 0.034 Uiso 1 1 calc R U . . .
C28 C 0.2218(8) 1.0275(7) 0.4359(4) 0.0318(19) Uani 1 1 d . . . . .
H28 H 0.158601 1.085370 0.442170 0.038 Uiso 1 1 calc R U . . .
C29 C 0.3443(8) 1.0223(6) 0.4645(4) 0.0254(16) Uani 1 1 d . . . . .
H29 H 0.377796 1.076024 0.492787 0.031 Uiso 1 1 calc R U . . .
C30 C 0.4081(7) 0.9184(6) 0.4418(3) 0.0202(14) Uani 1 1 d . . . . .
C31 C 0.3424(6) 0.7494(6) 0.3688(3) 0.0195(14) Uani 1 1 d . . . . .
C32 C 0.3694(8) 0.6482(7) 0.4005(4) 0.0298(17) Uani 1 1 d . . . . .
H32 H 0.379684 0.651687 0.441967 0.036 Uiso 1 1 calc R U . . .
C33 C 0.3814(9) 0.5418(7) 0.3715(4) 0.0301(18) Uani 1 1 d . . . . .
H33 H 0.398427 0.471032 0.392343 0.036 Uiso 1 1 calc R U . . .
C34 C 0.3678(9) 0.5423(7) 0.3121(4) 0.0368(19) Uani 1 1 d . . . . .
H34 H 0.381776 0.470364 0.292184 0.044 Uiso 1 1 calc R U . . .
N35 N 0.3361(8) 0.6362(7) 0.2796(3) 0.0395(17) Uani 1 1 d . . . . .
C36 C 0.3230(8) 0.7376(7) 0.3078(3) 0.0298(16) Uani 1 1 d . . . . .
H36 H 0.299218 0.805251 0.285724 0.036 Uiso 1 1 calc R U . . .
S2 S 0.56536(17) 0.88892(16) 0.45651(8) 0.0250(4) Uani 1 1 d . . . . .
O37 O 0.6225(5) 0.8299(5) 0.4097(3) 0.0355(14) Uani 1 1 d . . . . .
O38 O 0.6260(6) 0.9852(6) 0.4849(3) 0.0420(15) Uani 1 1 d . . . . .
F39 F 0.5536(5) 0.7916(5) 0.5051(2) 0.0434(13) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C1B 2.008(15) . ?
Fe1 C10 2.004(7) . ?
Fe1 C2B 2.016(14) . ?
Fe1 C4A 2.026(9) . ?
Fe1 C9 2.030(8) . ?
Fe1 C3A 2.041(9) . ?
Fe1 C6 2.055(8) . ?
Fe1 C8 2.063(8) . ?
Fe1 C5A 2.060(11) . ?
Fe1 C5B 2.066(17) . ?
Fe1 C7 2.073(8) . ?
Fe1 C3B 2.079(14) . ?
C1A C5A 1.4200 . ?
C1A C2A 1.4200 . ?
C1A H1A 0.9500 . ?
C2A C3A 1.4200 . ?
C2A H2A 0.9500 . ?
C3A C4A 1.4200 . ?
C3A H3A 0.9500 . ?
C4A C5A 1.4200 . ?
C4A H4A 0.9500 . ?
C5A H5A 0.9500 . ?
C1B C2B 1.4200 . ?
C1B C5B 1.4200 . ?
C1B H1B 0.9500 . ?
C2B C3B 1.4200 . ?
C2B H2B 0.9500 . ?
C3B C4B 1.4200 . ?
C3B H3B 0.9500 . ?
C4B C5B 1.4200 . ?
C4B H4B 0.9500 . ?
C5B H5B 0.9500 . ?
C6 C7 1.435(11) . ?
C6 C10 1.449(10) . ?
C6 C11 1.489(11) . ?
C7 C8 1.420(12) . ?
C7 H7 0.9500 . ?
C8 C9 1.410(13) . ?
C8 H8 0.9500 . ?
C9 C10 1.429(11) . ?
C9 H9 0.9500 . ?
C10 S1 1.728(8) . ?
C11 C16 1.374(12) . ?
C11 C12 1.372(11) . ?
C12 C13 1.356(12) . ?
C12 H12 0.9500 . ?
C13 C14 1.404(13) . ?
C13 H13 0.9500 . ?
C14 N15 1.326(12) . ?
C14 H14 0.9500 . ?
N15 C16 1.335(12) . ?
C16 H16 0.9500 . ?
S1 O18 1.402(7) . ?
S1 O17 1.403(7) . ?
S1 F19 1.553(6) . ?
Fe2 C30 2.025(7) . ?
Fe2 C29 2.043(8) . ?
Fe2 C26 2.045(7) . ?
Fe2 C25 2.048(6) . ?
Fe2 C24 2.052(6) . ?
Fe2 C27 2.056(7) . ?
Fe2 C21 2.057(7) . ?
Fe2 C23 2.062(6) . ?
Fe2 C22 2.065(6) . ?
Fe2 C28 2.067(8) . ?
C21 C25 1.4200 . ?
C21 C22 1.4200 . ?
C21 H21 0.9500 . ?
C22 C23 1.4200 . ?
C22 H22 0.9500 . ?
C23 C24 1.4200 . ?
C23 H23 0.9500 . ?
C24 C25 1.4200 . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.430(10) . ?
C26 C30 1.441(10) . ?
C26 C31 1.478(10) . ?
C27 C28 1.424(12) . ?
C27 H27 0.9500 . ?
C28 C29 1.429(13) . ?
C28 H28 0.9500 . ?
C29 C30 1.462(10) . ?
C29 H29 0.9500 . ?
C30 S2 1.713(8) . ?
C31 C32 1.386(10) . ?
C31 C36 1.408(10) . ?
C32 C33 1.389(11) . ?
C32 H32 0.9500 . ?
C33 C34 1.358(13) . ?
C33 H33 0.9500 . ?
C34 N35 1.339(12) . ?
C34 H34 0.9500 . ?
N35 C36 1.331(11) . ?
C36 H36 0.9500 . ?
S2 O37 1.411(6) . ?
S2 O38 1.416(6) . ?
S2 F39 1.575(5) . ?

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
C1B Fe1 C10 146.6(5) . . ?
C1B Fe1 C2B 41.3(3) . . ?
C10 Fe1 C2B 168.7(5) . . ?
C10 Fe1 C4A 121.2(3) . . ?
C1B Fe1 C9 170.0(5) . . ?
C10 Fe1 C9 41.5(3) . . ?
C2B Fe1 C9 129.6(5) . . ?
C4A Fe1 C9 109.8(4) . . ?
C10 Fe1 C3A 152.2(3) . . ?
C4A Fe1 C3A 40.87(16) . . ?
C9 Fe1 C3A 115.9(4) . . ?
C1B Fe1 C6 119.6(5) . . ?
C10 Fe1 C6 41.8(3) . . ?
C2B Fe1 C6 148.7(5) . . ?
C4A Fe1 C6 154.5(3) . . ?
C9 Fe1 C6 70.4(3) . . ?
C3A Fe1 C6 163.2(4) . . ?
C1B Fe1 C8 139.6(5) . . ?
C10 Fe1 C8 68.1(3) . . ?
C2B Fe1 C8 109.5(5) . . ?
C4A Fe1 C8 128.8(4) . . ?
C9 Fe1 C8 40.3(4) . . ?
C3A Fe1 C8 105.4(3) . . ?
C6 Fe1 C8 68.7(3) . . ?
C10 Fe1 C5A 113.2(3) . . ?
C4A Fe1 C5A 40.67(18) . . ?
C9 Fe1 C5A 133.4(4) . . ?
C3A Fe1 C5A 68.1(2) . . ?
C6 Fe1 C5A 120.0(3) . . ?
C8 Fe1 C5A 169.1(4) . . ?
C1B Fe1 C5B 40.8(3) . . ?
C10 Fe1 C5B 113.2(5) . . ?
C2B Fe1 C5B 68.5(4) . . ?
C9 Fe1 C5B 138.3(5) . . ?
C6 Fe1 C5B 114.9(4) . . ?
C8 Fe1 C5B 176.1(5) . . ?
C1B Fe1 C7 117.9(5) . . ?
C10 Fe1 C7 68.4(3) . . ?
C2B Fe1 C7 117.4(5) . . ?
C4A Fe1 C7 164.6(3) . . ?
C9 Fe1 C7 68.5(4) . . ?
C3A Fe1 C7 124.9(3) . . ?
C6 Fe1 C7 40.7(3) . . ?
C8 Fe1 C7 40.2(3) . . ?
C5A Fe1 C7 150.7(3) . . ?
C5B Fe1 C7 143.6(5) . . ?
C1B Fe1 C3B 68.4(3) . . ?
C10 Fe1 C3B 128.8(5) . . ?
C2B Fe1 C3B 40.5(3) . . ?
C9 Fe1 C3B 101.7(4) . . ?
C6 Fe1 C3B 170.6(5) . . ?
C8 Fe1 C3B 108.9(5) . . ?
C5B Fe1 C3B 67.3(3) . . ?
C7 Fe1 C3B 142.2(5) . . ?
C5A C1A C2A 108.0 . . ?
C5A C1A Fe1 68.7(4) . . ?
C2A C1A Fe1 69.7(4) . . ?
C5A C1A H1A 126.0 . . ?
C2A C1A H1A 126.0 . . ?
Fe1 C1A H1A 127.2 . . ?
C3A C2A C1A 108.0 . . ?
C3A C2A Fe1 68.2(3) . . ?
C1A C2A Fe1 70.6(4) . . ?
C3A C2A H2A 126.0 . . ?
C1A C2A H2A 126.0 . . ?
Fe1 C2A H2A 126.8 . . ?
C4A C3A C2A 108.0 . . ?
C4A C3A Fe1 69.0(4) . . ?
C2A C3A Fe1 71.5(3) . . ?
C4A C3A H3A 126.0 . . ?
C2A C3A H3A 126.0 . . ?
Fe1 C3A H3A 125.1 . . ?
C5A C4A C3A 108.0 . . ?
C5A C4A Fe1 70.9(4) . . ?
C3A C4A Fe1 70.2(4) . . ?
C5A C4A H4A 126.0 . . ?
C3A C4A H4A 126.0 . . ?
Fe1 C4A H4A 124.5 . . ?
C1A C5A C4A 108.0 . . ?
C1A C5A Fe1 71.4(3) . . ?
C4A C5A Fe1 68.4(4) . . ?
C1A C5A H5A 126.0 . . ?
C4A C5A H5A 126.0 . . ?
Fe1 C5A H5A 125.8 . . ?
C2B C1B C5B 108.0 . . ?
C2B C1B Fe1 69.6(6) . . ?
C5B C1B Fe1 71.8(6) . . ?
C2B C1B H1B 126.0 . . ?
C5B C1B H1B 126.0 . . ?
Fe1 C1B H1B 124.1 . . ?
C1B C2B C3B 108.0 . . ?
C1B C2B Fe1 69.0(6) . . ?
C3B C2B Fe1 72.1(6) . . ?
C1B C2B H2B 126.0 . . ?
C3B C2B H2B 126.0 . . ?
Fe1 C2B H2B 124.5 . . ?
C4B C3B C2B 108.0 . . ?
C4B C3B Fe1 71.3(6) . . ?
C2B C3B Fe1 67.3(5) . . ?
C4B C3B H3B 126.0 . . ?
C2B C3B H3B 126.0 . . ?
Fe1 C3B H3B 126.9 . . ?
C5B C4B C3B 108.0 . . ?
C5B C4B Fe1 68.5(6) . . ?
C3B C4B Fe1 69.0(6) . . ?
C5B C4B H4B 126.0 . . ?
C3B C4B H4B 126.0 . . ?
Fe1 C4B H4B 128.0 . . ?
C4B C5B C1B 108.0 . . ?
C4B C5B Fe1 71.8(6) . . ?
C1B C5B Fe1 67.4(6) . . ?
C4B C5B H5B 126.0 . . ?
C1B C5B H5B 126.0 . . ?
Fe1 C5B H5B 126.4 . . ?
C7 C6 C10 105.3(7) . . ?
C7 C6 C11 127.1(7) . . ?
C10 C6 C11 127.0(7) . . ?
C7 C6 Fe1 70.4(5) . . ?
C10 C6 Fe1 67.2(4) . . ?
C11 C6 Fe1 132.8(5) . . ?
C8 C7 C6 108.9(7) . . ?
C8 C7 Fe1 69.5(5) . . ?
C6 C7 Fe1 69.0(4) . . ?
C8 C7 H7 125.6 . . ?
C6 C7 H7 125.6 . . ?
Fe1 C7 H7 127.5 . . ?
C9 C8 C7 109.4(7) . . ?
C9 C8 Fe1 68.6(5) . . ?
C7 C8 Fe1 70.3(5) . . ?
C9 C8 H8 125.3 . . ?
C7 C8 H8 125.3 . . ?
Fe1 C8 H8 127.5 . . ?
C8 C9 C10 106.6(7) . . ?
C8 C9 Fe1 71.1(5) . . ?
C10 C9 Fe1 68.3(4) . . ?
C8 C9 H9 126.7 . . ?
C10 C9 H9 126.7 . . ?
Fe1 C9 H9 125.5 . . ?
C9 C10 C6 109.7(7) . . ?
C9 C10 S1 124.8(6) . . ?
C6 C10 S1 125.3(6) . . ?
C9 C10 Fe1 70.2(4) . . ?
C6 C10 Fe1 71.0(4) . . ?
S1 C10 Fe1 121.3(4) . . ?
C16 C11 C12 116.4(7) . . ?
C16 C11 C6 124.6(7) . . ?
C12 C11 C6 119.0(7) . . ?
C13 C12 C11 120.6(8) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 118.8(8) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 H13 120.6 . . ?
N15 C14 C13 121.7(7) . . ?
N15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C14 N15 C16 117.2(8) . . ?
N15 C16 C11 125.1(8) . . ?
N15 C16 H16 117.5 . . ?
C11 C16 H16 117.5 . . ?
O18 S1 O17 120.4(6) . . ?
O18 S1 F19 106.2(6) . . ?
O17 S1 F19 103.7(4) . . ?
O18 S1 C10 111.0(4) . . ?
O17 S1 C10 112.7(4) . . ?
F19 S1 C10 100.2(4) . . ?
C30 Fe2 C29 42.1(3) . . ?
C30 Fe2 C26 41.5(3) . . ?
C29 Fe2 C26 70.4(3) . . ?
C30 Fe2 C25 109.7(3) . . ?
C29 Fe2 C25 120.4(3) . . ?
C26 Fe2 C25 128.4(3) . . ?
C30 Fe2 C24 126.2(3) . . ?
C29 Fe2 C24 105.5(3) . . ?
C26 Fe2 C24 165.1(3) . . ?
C25 Fe2 C24 40.53(11) . . ?
C30 Fe2 C27 68.6(3) . . ?
C29 Fe2 C27 68.7(3) . . ?
C26 Fe2 C27 40.8(3) . . ?
C25 Fe2 C27 165.5(3) . . ?
C24 Fe2 C27 152.2(3) . . ?
C30 Fe2 C21 122.9(3) . . ?
C29 Fe2 C21 157.1(3) . . ?
C26 Fe2 C21 109.9(3) . . ?
C25 Fe2 C21 40.48(11) . . ?
C24 Fe2 C21 68.01(14) . . ?
C27 Fe2 C21 127.4(3) . . ?
C30 Fe2 C23 162.0(3) . . ?
C29 Fe2 C23 122.3(3) . . ?
C26 Fe2 C23 153.8(3) . . ?
C25 Fe2 C23 67.97(14) . . ?
C24 Fe2 C23 40.38(11) . . ?
C27 Fe2 C23 118.3(3) . . ?
C21 Fe2 C23 67.81(14) . . ?
C30 Fe2 C22 157.1(3) . . ?
C29 Fe2 C22 159.6(3) . . ?
C26 Fe2 C22 120.8(3) . . ?
C25 Fe2 C22 67.91(14) . . ?
C24 Fe2 C22 67.85(14) . . ?
C27 Fe2 C22 107.7(3) . . ?
C21 Fe2 C22 40.30(11) . . ?
C23 Fe2 C22 40.25(11) . . ?
C30 Fe2 C28 69.1(3) . . ?
C29 Fe2 C28 40.7(4) . . ?
C26 Fe2 C28 69.2(3) . . ?
C25 Fe2 C28 153.7(3) . . ?
C24 Fe2 C28 117.6(3) . . ?
C27 Fe2 C28 40.4(3) . . ?
C21 Fe2 C28 162.1(3) . . ?
C23 Fe2 C28 104.7(3) . . ?
C22 Fe2 C28 123.7(3) . . ?
C25 C21 C22 108.0 . . ?
C25 C21 Fe2 69.4(2) . . ?
C22 C21 Fe2 70.2(2) . . ?
C25 C21 H21 126.0 . . ?
C22 C21 H21 126.0 . . ?
Fe2 C21 H21 126.0 . . ?
C21 C22 C23 108.0 . . ?
C21 C22 Fe2 69.5(2) . . ?
C23 C22 Fe2 69.8(2) . . ?
C21 C22 H22 126.0 . . ?
C23 C22 H22 126.0 . . ?
Fe2 C22 H22 126.3 . . ?
C22 C23 C24 108.0 . . ?
C22 C23 Fe2 70.0(3) . . ?
C24 C23 Fe2 69.4(2) . . ?
C22 C23 H23 126.0 . . ?
C24 C23 H23 126.0 . . ?
Fe2 C23 H23 126.2 . . ?
C25 C24 C23 108.0 . . ?
C25 C24 Fe2 69.6(3) . . ?
C23 C24 Fe2 70.2(2) . . ?
C25 C24 H24 126.0 . . ?
C23 C24 H24 126.0 . . ?
Fe2 C24 H24 125.8 . . ?
C21 C25 C24 108.0 . . ?
C21 C25 Fe2 70.1(3) . . ?
C24 C25 Fe2 69.9(3) . . ?
C21 C25 H25 126.0 . . ?
C24 C25 H25 126.0 . . ?
Fe2 C25 H25 125.6 . . ?
C27 C26 C30 106.5(6) . . ?
C27 C26 C31 124.8(7) . . ?
C30 C26 C31 128.2(6) . . ?
C27 C26 Fe2 70.0(4) . . ?
C30 C26 Fe2 68.5(4) . . ?
C31 C26 Fe2 132.3(5) . . ?
C28 C27 C26 109.8(7) . . ?
C28 C27 Fe2 70.2(4) . . ?
C26 C27 Fe2 69.2(4) . . ?
C28 C27 H27 125.1 . . ?
C26 C27 H27 125.1 . . ?
Fe2 C27 H27 127.1 . . ?
C29 C28 C27 108.3(6) . . ?
C29 C28 Fe2 68.8(4) . . ?
C27 C28 Fe2 69.4(4) . . ?
C29 C28 H28 125.8 . . ?
C27 C28 H28 125.8 . . ?
Fe2 C28 H28 127.6 . . ?
C28 C29 C30 106.8(6) . . ?
C28 C29 Fe2 70.6(5) . . ?
C30 C29 Fe2 68.3(4) . . ?
C28 C29 H29 126.6 . . ?
C30 C29 H29 126.6 . . ?
Fe2 C29 H29 126.1 . . ?
C26 C30 C29 108.6(6) . . ?
C26 C30 S2 127.8(5) . . ?
C29 C30 S2 122.7(6) . . ?
C26 C30 Fe2 70.0(4) . . ?
C29 C30 Fe2 69.6(4) . . ?
S2 C30 Fe2 117.6(4) . . ?
C32 C31 C36 117.4(7) . . ?
C32 C31 C26 120.5(7) . . ?
C36 C31 C26 121.9(6) . . ?
C31 C32 C33 119.6(7) . . ?
C31 C32 H32 120.2 . . ?
C33 C32 H32 120.2 . . ?
C34 C33 C32 117.7(8) . . ?
C34 C33 H33 121.2 . . ?
C32 C33 H33 121.2 . . ?
N35 C34 C33 125.1(8) . . ?
N35 C34 H34 117.5 . . ?
C33 C34 H34 117.5 . . ?
C34 N35 C36 116.8(7) . . ?
N35 C36 C31 123.2(7) . . ?
N35 C36 H36 118.4 . . ?
C31 C36 H36 118.4 . . ?
O37 S2 O38 121.3(4) . . ?
O37 S2 F39 104.0(4) . . ?
O38 S2 F39 105.4(4) . . ?
O37 S2 C30 112.1(3) . . ?
O38 S2 C30 111.0(4) . . ?
F39 S2 C30 100.4(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5A C1A C2A C3A 0.0 . . . . ?
Fe1 C1A C2A C3A -58.1(3) . . . . ?
C5A C1A C2A Fe1 58.1(3) . . . . ?
C1A C2A C3A C4A 0.0 . . . . ?
Fe1 C2A C3A C4A -59.6(4) . . . . ?
C1A C2A C3A Fe1 59.6(4) . . . . ?
C2A C3A C4A C5A 0.0 . . . . ?
Fe1 C3A C4A C5A -61.2(4) . . . . ?
C2A C3A C4A Fe1 61.2(4) . . . . ?
C2A C1A C5A C4A 0.0 . . . . ?
Fe1 C1A C5A C4A 58.8(3) . . . . ?
C2A C1A C5A Fe1 -58.8(4) . . . . ?
C3A C4A C5A C1A 0.0 . . . . ?
Fe1 C4A C5A C1A -60.7(3) . . . . ?
C3A C4A C5A Fe1 60.7(3) . . . . ?
C5B C1B C2B C3B 0.0 . . . . ?
Fe1 C1B C2B C3B -61.9(6) . . . . ?
C5B C1B C2B Fe1 61.9(6) . . . . ?
C1B C2B C3B C4B 0.0 . . . . ?
Fe1 C2B C3B C4B -60.0(6) . . . . ?
C1B C2B C3B Fe1 60.0(6) . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
Fe1 C3B C4B C5B -57.5(6) . . . . ?
C2B C3B C4B Fe1 57.5(6) . . . . ?
C3B C4B C5B C1B 0.0 . . . . ?
Fe1 C4B C5B C1B -57.8(5) . . . . ?
C3B C4B C5B Fe1 57.8(5) . . . . ?
C2B C1B C5B C4B 0.0 . . . . ?
Fe1 C1B C5B C4B 60.6(6) . . . . ?
C2B C1B C5B Fe1 -60.6(6) . . . . ?
C10 C6 C7 C8 -0.2(9) . . . . ?
C11 C6 C7 C8 -172.4(7) . . . . ?
Fe1 C6 C7 C8 58.2(6) . . . . ?
C10 C6 C7 Fe1 -58.4(5) . . . . ?
C11 C6 C7 Fe1 129.4(8) . . . . ?
C6 C7 C8 C9 -0.4(10) . . . . ?
Fe1 C7 C8 C9 57.4(6) . . . . ?
C6 C7 C8 Fe1 -57.9(6) . . . . ?
C7 C8 C9 C10 0.9(10) . . . . ?
Fe1 C8 C9 C10 59.3(5) . . . . ?
C7 C8 C9 Fe1 -58.5(6) . . . . ?
C8 C9 C10 C6 -1.0(9) . . . . ?
Fe1 C9 C10 C6 60.2(5) . . . . ?
C8 C9 C10 S1 -176.2(6) . . . . ?
Fe1 C9 C10 S1 -115.0(6) . . . . ?
C8 C9 C10 Fe1 -61.2(6) . . . . ?
C7 C6 C10 C9 0.7(9) . . . . ?
C11 C6 C10 C9 172.9(7) . . . . ?
Fe1 C6 C10 C9 -59.7(5) . . . . ?
C7 C6 C10 S1 175.9(6) . . . . ?
C11 C6 C10 S1 -11.9(12) . . . . ?
Fe1 C6 C10 S1 115.5(6) . . . . ?
C7 C6 C10 Fe1 60.5(5) . . . . ?
C11 C6 C10 Fe1 -127.4(8) . . . . ?
C7 C6 C11 C16 -100.3(11) . . . . ?
C10 C6 C11 C16 89.2(12) . . . . ?
Fe1 C6 C11 C16 -3.0(13) . . . . ?
C7 C6 C11 C12 81.1(11) . . . . ?
C10 C6 C11 C12 -89.4(10) . . . . ?
Fe1 C6 C11 C12 178.5(6) . . . . ?
C16 C11 C12 C13 3.9(14) . . . . ?
C6 C11 C12 C13 -177.4(9) . . . . ?
C11 C12 C13 C14 0.2(15) . . . . ?
C12 C13 C14 N15 -4.2(15) . . . . ?
C13 C14 N15 C16 3.6(15) . . . . ?
C14 N15 C16 C11 0.9(17) . . . . ?
C12 C11 C16 N15 -4.7(16) . . . . ?
C6 C11 C16 N15 176.8(10) . . . . ?
C9 C10 S1 O18 5.8(10) . . . . ?
C6 C10 S1 O18 -168.7(8) . . . . ?
Fe1 C10 S1 O18 -80.8(7) . . . . ?
C9 C10 S1 O17 144.2(7) . . . . ?
C6 C10 S1 O17 -30.3(8) . . . . ?
Fe1 C10 S1 O17 57.7(6) . . . . ?
C9 C10 S1 F19 -106.1(7) . . . . ?
C6 C10 S1 F19 79.4(7) . . . . ?
Fe1 C10 S1 F19 167.3(4) . . . . ?
C25 C21 C22 C23 0.0 . . . . ?
Fe2 C21 C22 C23 59.4(2) . . . . ?
C25 C21 C22 Fe2 -59.4(2) . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
Fe2 C22 C23 C24 59.2(2) . . . . ?
C21 C22 C23 Fe2 -59.2(2) . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
Fe2 C23 C24 C25 59.6(2) . . . . ?
C22 C23 C24 Fe2 -59.6(2) . . . . ?
C22 C21 C25 C24 0.0 . . . . ?
Fe2 C21 C25 C24 -59.8(2) . . . . ?
C22 C21 C25 Fe2 59.8(2) . . . . ?
C23 C24 C25 C21 0.0 . . . . ?
Fe2 C24 C25 C21 60.0(2) . . . . ?
C23 C24 C25 Fe2 -60.0(2) . . . . ?
C30 C26 C27 C28 0.5(9) . . . . ?
C31 C26 C27 C28 173.2(7) . . . . ?
Fe2 C26 C27 C28 -58.6(6) . . . . ?
C30 C26 C27 Fe2 59.1(5) . . . . ?
C31 C26 C27 Fe2 -128.3(7) . . . . ?
C26 C27 C28 C29 0.1(9) . . . . ?
Fe2 C27 C28 C29 -57.8(5) . . . . ?
C26 C27 C28 Fe2 58.0(5) . . . . ?
C27 C28 C29 C30 -0.7(9) . . . . ?
Fe2 C28 C29 C30 -58.9(5) . . . . ?
C27 C28 C29 Fe2 58.2(6) . . . . ?
C27 C26 C30 C29 -0.9(8) . . . . ?
C31 C26 C30 C29 -173.3(7) . . . . ?
Fe2 C26 C30 C29 59.1(5) . . . . ?
C27 C26 C30 S2 -170.1(6) . . . . ?
C31 C26 C30 S2 17.6(11) . . . . ?
Fe2 C26 C30 S2 -110.1(6) . . . . ?
C27 C26 C30 Fe2 -60.0(5) . . . . ?
C31 C26 C30 Fe2 127.7(7) . . . . ?
C28 C29 C30 C26 1.0(8) . . . . ?
Fe2 C29 C30 C26 -59.3(5) . . . . ?
C28 C29 C30 S2 170.8(6) . . . . ?
Fe2 C29 C30 S2 110.5(6) . . . . ?
C28 C29 C30 Fe2 60.4(5) . . . . ?
C27 C26 C31 C32 -118.9(9) . . . . ?
C30 C26 C31 C32 52.1(11) . . . . ?
Fe2 C26 C31 C32 147.0(7) . . . . ?
C27 C26 C31 C36 56.0(11) . . . . ?
C30 C26 C31 C36 -133.0(8) . . . . ?
Fe2 C26 C31 C36 -38.1(10) . . . . ?
C36 C31 C32 C33 2.7(12) . . . . ?
C26 C31 C32 C33 177.8(7) . . . . ?
C31 C32 C33 C34 1.0(13) . . . . ?
C32 C33 C34 N35 -4.2(15) . . . . ?
C33 C34 N35 C36 3.2(14) . . . . ?
C34 N35 C36 C31 1.0(13) . . . . ?
C32 C31 C36 N35 -3.8(12) . . . . ?
C26 C31 C36 N35 -178.9(7) . . . . ?
C26 C30 S2 O37 19.8(8) . . . . ?
C29 C30 S2 O37 -147.9(6) . . . . ?
Fe2 C30 S2 O37 -65.5(5) . . . . ?
C26 C30 S2 O38 158.9(7) . . . . ?
C29 C30 S2 O38 -8.8(8) . . . . ?
Fe2 C30 S2 O38 73.6(5) . . . . ?
C26 C30 S2 F39 -90.1(7) . . . . ?
C29 C30 S2 F39 102.2(6) . . . . ?
Fe2 C30 S2 F39 -175.4(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_WE13081
_database_code_depnum_ccdc_archive 'CCDC 2110440'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;ISCR
France
;
_audit_update_record             
;
2021-10-12 deposited with the CCDC.	2021-10-28 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 05 fevrier 2021                                          #
#------------------------------------------------------------------------------#


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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H12 F2 Fe O2 S'
_chemical_formula_sum            'C16 H12 F2 Fe O2 S'
_chemical_formula_weight         362.17
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

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

_cell_length_a                   11.9437(7)
_cell_length_b                   7.5335(4)
_cell_length_c                   15.7854(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.465(3)
_cell_angle_gamma                90
_cell_volume                     1420.29(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8111
_cell_measurement_theta_min      2.5815
_cell_measurement_theta_max      27.4583
_cell_measurement_wavelength     0.710730


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

_diffrn_orient_matrix_UB_11      0.0271702
_diffrn_orient_matrix_UB_21      -0.0295416
_diffrn_orient_matrix_UB_31      0.0734181
_diffrn_orient_matrix_UB_12      0.0907929
_diffrn_orient_matrix_UB_22      0.0966013
_diffrn_orient_matrix_UB_32      0.0052697
_diffrn_orient_matrix_UB_13      -0.0412220
_diffrn_orient_matrix_UB_23      0.0370686
_diffrn_orient_matrix_UB_33      0.0307019


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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             736
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.234
_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  0.475
_exptl_absorpt_correction_T_max  0.811

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

# Software                   : BIS V6.2.1/2016-03-01                           #
# Number of scans            :        2                                        #
# Total number of frames [*] :      135                                        #
# Total length of scans  [*] :   135.00 (deg.)                                 #
# Rotation speed         [*] :     8.00 sec./deg.                              #
# Total exposition time  [*] :         18.0 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
# Measurement mode           : shutterless mode                                #
#                                                                              #
#    Scan  Time(s)  Width  DX (mm)  Frames  Theta  Omega    Phi    Chi   T(K)  #
#..............................................................................#
#                                                                              #
#  1 Phi       8.0   1.00     34.0     135   0.27 270.94 200.52  23.00 150.00  #
#  2 Fast      1.0   1.00     34.0     180   0.00 360.00   0.00  54.74 150.00  #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0622
_diffrn_reflns_av_r_equivalents  0.0472
_diffrn_reflns_number            7384
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.996
_diffrn_reflns_theta_max         27.474
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.980
_reflns_number_total             3196
_reflns_number_gt                2725
_reflns_threshold_expression     >2sigma(I)

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

;

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

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2021)'

#------------------------------------------------------------------------------#
#                            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)+(0.1066P)²+2.6328P] 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         3196
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0634
_refine_ls_wR_factor_ref         0.1733
_refine_ls_wR_factor_gt          0.1594
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.411
_refine_diff_density_min         -1.545
_refine_diff_density_rms         0.153

#------------------------------------------------------------------------------#
#               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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 0.1805(3) 0.2339(5) 0.7260(2) 0.0242(7) Uani 1 1 d . . . . .
H1 H 0.249672 0.204140 0.752577 0.029 Uiso 1 1 calc R U . . .
C2 C 0.1177(3) 0.3922(5) 0.7396(2) 0.0302(8) Uani 1 1 d . . . . .
H2 H 0.137698 0.486969 0.776461 0.036 Uiso 1 1 calc R U . . .
C3 C 0.0190(3) 0.3820(6) 0.6876(3) 0.0360(10) Uani 1 1 d . . . . .
H3 H -0.038514 0.468988 0.684157 0.043 Uiso 1 1 calc R U . . .
C4 C 0.0219(3) 0.2202(6) 0.6423(2) 0.0347(9) Uani 1 1 d . . . . .
H4 H -0.033005 0.179554 0.602986 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1218(3) 0.1287(5) 0.6660(2) 0.0284(8) Uani 1 1 d . . . . .
H5 H 0.145038 0.016411 0.645080 0.034 Uiso 1 1 calc R U . . .
C6 C 0.1611(3) 0.4159(5) 0.4869(2) 0.0247(7) Uani 1 1 d . . . . .
H6 H 0.107836 0.373257 0.446712 0.030 Uiso 1 1 calc R U . . .
C7 C 0.1575(3) 0.5808(5) 0.5313(2) 0.0263(7) Uani 1 1 d . . . . .
H7 H 0.100634 0.668250 0.525701 0.032 Uiso 1 1 calc R U . . .
C8 C 0.2525(3) 0.5926(4) 0.5847(2) 0.0225(7) Uani 1 1 d . . . . .
H8 H 0.269103 0.689802 0.621069 0.027 Uiso 1 1 calc R U . . .
C9 C 0.3204(3) 0.4363(4) 0.57629(19) 0.0177(6) Uani 1 1 d . . . . .
C10 C 0.2616(3) 0.3267(5) 0.5151(2) 0.0192(6) Uani 1 1 d . . . . .
C11 C 0.4281(3) 0.4056(4) 0.61941(19) 0.0166(6) Uani 1 1 d . . . . .
C12 C 0.4425(3) 0.4584(4) 0.7039(2) 0.0212(6) Uani 1 1 d . . . . .
H12 H 0.380938 0.507511 0.733569 0.025 Uiso 1 1 calc R U . . .
C13 C 0.5451(3) 0.4403(5) 0.7451(2) 0.0238(7) Uani 1 1 d . . . . .
H13 H 0.555048 0.476815 0.802275 0.029 Uiso 1 1 calc R U . . .
C14 C 0.6322(3) 0.3670(4) 0.6996(2) 0.0218(7) Uani 1 1 d . . . . .
C15 C 0.6225(3) 0.3142(4) 0.6164(2) 0.0209(6) Uani 1 1 d . . . . .
H15 H 0.684577 0.265287 0.587230 0.025 Uiso 1 1 calc R U . . .
C16 C 0.5191(3) 0.3348(4) 0.5761(2) 0.0191(6) Uani 1 1 d . . . . .
H16 H 0.510476 0.300119 0.518531 0.023 Uiso 1 1 calc R U . . .
F17 F 0.73351(18) 0.3444(3) 0.73868(15) 0.0319(5) Uani 1 1 d . . . . .
O18 O 0.1934(3) 0.0325(4) 0.44790(18) 0.0376(7) Uani 1 1 d . . . . .
O19 O 0.3555(2) 0.0184(3) 0.54486(16) 0.0275(5) Uani 1 1 d . . . . .
F20 F 0.3711(2) 0.1463(3) 0.40840(15) 0.0374(6) Uani 1 1 d . . . . .
Fe1 Fe 0.16129(4) 0.36967(6) 0.61437(3) 0.01804(19) Uani 1 1 d . . . . .
S1 S 0.29009(7) 0.11216(11) 0.48468(5) 0.0223(2) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.417(5) . ?
C1 C2 1.426(5) . ?
C1 Fe1 2.049(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.434(6) . ?
C2 Fe1 2.056(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.414(6) . ?
C3 Fe1 2.066(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.425(6) . ?
C4 Fe1 2.060(4) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.047(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.427(6) . ?
C6 C10 1.443(5) . ?
C6 Fe1 2.043(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.411(5) . ?
C7 Fe1 2.062(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.437(4) . ?
C8 Fe1 2.058(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.448(5) . ?
C9 C11 1.469(4) . ?
C9 Fe1 2.060(3) . ?
C10 S1 1.721(4) . ?
C10 Fe1 2.006(3) . ?
C11 C16 1.395(4) . ?
C11 C12 1.401(4) . ?
C12 C13 1.389(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(5) . ?
C13 H13 0.9500 . ?
C14 F17 1.364(4) . ?
C14 C15 1.377(5) . ?
C15 C16 1.393(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
O18 S1 1.421(3) . ?
O19 S1 1.414(3) . ?
F20 S1 1.572(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 108.1(3) . . ?
C5 C1 Fe1 69.66(19) . . ?
C2 C1 Fe1 69.93(19) . . ?
C5 C1 H1 125.9 . . ?
C2 C1 H1 125.9 . . ?
Fe1 C1 H1 126.0 . . ?
C1 C2 C3 107.5(4) . . ?
C1 C2 Fe1 69.42(19) . . ?
C3 C2 Fe1 70.0(2) . . ?
C1 C2 H2 126.3 . . ?
C3 C2 H2 126.3 . . ?
Fe1 C2 H2 125.9 . . ?
C4 C3 C2 108.1(3) . . ?
C4 C3 Fe1 69.8(2) . . ?
C2 C3 Fe1 69.3(2) . . ?
C4 C3 H3 125.9 . . ?
C2 C3 H3 125.9 . . ?
Fe1 C3 H3 126.6 . . ?
C3 C4 C5 108.0(4) . . ?
C3 C4 Fe1 70.2(2) . . ?
C5 C4 Fe1 69.2(2) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 126.2 . . ?
C1 C5 C4 108.3(3) . . ?
C1 C5 Fe1 69.86(19) . . ?
C4 C5 Fe1 70.2(2) . . ?
C1 C5 H5 125.9 . . ?
C4 C5 H5 125.9 . . ?
Fe1 C5 H5 125.6 . . ?
C7 C6 C10 106.3(3) . . ?
C7 C6 Fe1 70.39(19) . . ?
C10 C6 Fe1 67.78(17) . . ?
C7 C6 H6 126.8 . . ?
C10 C6 H6 126.8 . . ?
Fe1 C6 H6 126.5 . . ?
C8 C7 C6 108.8(3) . . ?
C8 C7 Fe1 69.80(19) . . ?
C6 C7 Fe1 68.92(19) . . ?
C8 C7 H7 125.6 . . ?
C6 C7 H7 125.6 . . ?
Fe1 C7 H7 127.3 . . ?
C7 C8 C9 110.1(3) . . ?
C7 C8 Fe1 70.1(2) . . ?
C9 C8 Fe1 69.66(18) . . ?
C7 C8 H8 124.9 . . ?
C9 C8 H8 124.9 . . ?
Fe1 C8 H8 126.9 . . ?
C8 C9 C10 105.0(3) . . ?
C8 C9 C11 125.4(3) . . ?
C10 C9 C11 129.6(3) . . ?
C8 C9 Fe1 69.50(18) . . ?
C10 C9 Fe1 67.18(17) . . ?
C11 C9 Fe1 129.3(2) . . ?
C6 C10 C9 109.8(3) . . ?
C6 C10 S1 121.1(3) . . ?
C9 C10 S1 128.7(2) . . ?
C6 C10 Fe1 70.47(18) . . ?
C9 C10 Fe1 71.14(18) . . ?
S1 C10 Fe1 119.34(17) . . ?
C16 C11 C12 119.0(3) . . ?
C16 C11 C9 121.1(3) . . ?
C12 C11 C9 119.8(3) . . ?
C13 C12 C11 121.3(3) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C14 C13 C12 117.4(3) . . ?
C14 C13 H13 121.3 . . ?
C12 C13 H13 121.3 . . ?
F17 C14 C15 117.6(3) . . ?
F17 C14 C13 118.9(3) . . ?
C15 C14 C13 123.5(3) . . ?
C14 C15 C16 118.1(3) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 H15 120.9 . . ?
C15 C16 C11 120.7(3) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C10 Fe1 C6 41.75(13) . . ?
C10 Fe1 C5 107.99(15) . . ?
C6 Fe1 C5 123.02(16) . . ?
C10 Fe1 C1 121.85(14) . . ?
C6 Fe1 C1 158.73(15) . . ?
C5 Fe1 C1 40.48(15) . . ?
C10 Fe1 C2 157.19(15) . . ?
C6 Fe1 C2 159.31(16) . . ?
C5 Fe1 C2 68.24(16) . . ?
C1 Fe1 C2 40.65(15) . . ?
C10 Fe1 C8 68.50(14) . . ?
C6 Fe1 C8 68.49(15) . . ?
C5 Fe1 C8 159.83(15) . . ?
C1 Fe1 C8 123.17(14) . . ?
C2 Fe1 C8 106.85(16) . . ?
C10 Fe1 C9 41.69(13) . . ?
C6 Fe1 C9 70.41(13) . . ?
C5 Fe1 C9 123.26(14) . . ?
C1 Fe1 C9 105.99(13) . . ?
C2 Fe1 C9 120.12(15) . . ?
C8 Fe1 C9 40.84(12) . . ?
C10 Fe1 C4 124.57(16) . . ?
C6 Fe1 C4 108.02(15) . . ?
C5 Fe1 C4 40.60(16) . . ?
C1 Fe1 C4 68.17(14) . . ?
C2 Fe1 C4 68.17(17) . . ?
C8 Fe1 C4 157.64(16) . . ?
C9 Fe1 C4 160.80(16) . . ?
C10 Fe1 C7 68.75(14) . . ?
C6 Fe1 C7 40.69(15) . . ?
C5 Fe1 C7 159.00(16) . . ?
C1 Fe1 C7 159.07(16) . . ?
C2 Fe1 C7 122.96(16) . . ?
C8 Fe1 C7 40.06(14) . . ?
C9 Fe1 C7 69.01(13) . . ?
C4 Fe1 C7 122.98(15) . . ?
C10 Fe1 C3 160.67(17) . . ?
C6 Fe1 C3 123.31(15) . . ?
C5 Fe1 C3 67.91(16) . . ?
C1 Fe1 C3 68.17(15) . . ?
C2 Fe1 C3 40.73(17) . . ?
C8 Fe1 C3 122.00(16) . . ?
C9 Fe1 C3 156.60(17) . . ?
C4 Fe1 C3 40.09(18) . . ?
C7 Fe1 C3 107.91(15) . . ?
O19 S1 O18 120.43(18) . . ?
O19 S1 F20 104.84(16) . . ?
O18 S1 F20 105.03(17) . . ?
O19 S1 C10 113.01(15) . . ?
O18 S1 C10 110.40(17) . . ?
F20 S1 C10 100.63(14) . . ?

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 0.5(4) . . . . ?
Fe1 C1 C2 C3 59.9(2) . . . . ?
C5 C1 C2 Fe1 -59.4(2) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
Fe1 C2 C3 C4 59.1(3) . . . . ?
C1 C2 C3 Fe1 -59.6(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
Fe1 C3 C4 C5 59.0(2) . . . . ?
C2 C3 C4 Fe1 -58.8(3) . . . . ?
C2 C1 C5 C4 -0.4(4) . . . . ?
Fe1 C1 C5 C4 -60.0(2) . . . . ?
C2 C1 C5 Fe1 59.6(2) . . . . ?
C3 C4 C5 C1 0.1(4) . . . . ?
Fe1 C4 C5 C1 59.7(2) . . . . ?
C3 C4 C5 Fe1 -59.6(3) . . . . ?
C10 C6 C7 C8 0.1(4) . . . . ?
Fe1 C6 C7 C8 58.5(2) . . . . ?
C10 C6 C7 Fe1 -58.5(2) . . . . ?
C6 C7 C8 C9 0.3(4) . . . . ?
Fe1 C7 C8 C9 58.3(2) . . . . ?
C6 C7 C8 Fe1 -58.0(2) . . . . ?
C7 C8 C9 C10 -0.4(4) . . . . ?
Fe1 C8 C9 C10 58.1(2) . . . . ?
C7 C8 C9 C11 177.2(3) . . . . ?
Fe1 C8 C9 C11 -124.3(3) . . . . ?
C7 C8 C9 Fe1 -58.5(2) . . . . ?
C7 C6 C10 C9 -0.3(4) . . . . ?
Fe1 C6 C10 C9 -60.5(2) . . . . ?
C7 C6 C10 S1 173.3(2) . . . . ?
Fe1 C6 C10 S1 113.2(2) . . . . ?
C7 C6 C10 Fe1 60.2(2) . . . . ?
C8 C9 C10 C6 0.5(3) . . . . ?
C11 C9 C10 C6 -177.0(3) . . . . ?
Fe1 C9 C10 C6 60.1(2) . . . . ?
C8 C9 C10 S1 -172.6(2) . . . . ?
C11 C9 C10 S1 10.0(5) . . . . ?
Fe1 C9 C10 S1 -112.9(3) . . . . ?
C8 C9 C10 Fe1 -59.6(2) . . . . ?
C11 C9 C10 Fe1 122.9(3) . . . . ?
C8 C9 C11 C16 -136.1(3) . . . . ?
C10 C9 C11 C16 40.9(5) . . . . ?
Fe1 C9 C11 C16 132.4(3) . . . . ?
C8 C9 C11 C12 39.8(5) . . . . ?
C10 C9 C11 C12 -143.2(3) . . . . ?
Fe1 C9 C11 C12 -51.6(4) . . . . ?
C16 C11 C12 C13 -0.4(5) . . . . ?
C9 C11 C12 C13 -176.4(3) . . . . ?
C11 C12 C13 C14 -0.4(5) . . . . ?
C12 C13 C14 F17 -178.9(3) . . . . ?
C12 C13 C14 C15 0.9(5) . . . . ?
F17 C14 C15 C16 179.3(3) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C14 C15 C16 C11 -0.4(5) . . . . ?
C12 C11 C16 C15 0.9(5) . . . . ?
C9 C11 C16 C15 176.8(3) . . . . ?
C6 C10 S1 O19 -151.4(3) . . . . ?
C9 C10 S1 O19 21.0(3) . . . . ?
Fe1 C10 S1 O19 -67.6(2) . . . . ?
C6 C10 S1 O18 -13.2(3) . . . . ?
C9 C10 S1 O18 159.1(3) . . . . ?
Fe1 C10 S1 O18 70.5(2) . . . . ?
C6 C10 S1 F20 97.3(3) . . . . ?
C9 C10 S1 F20 -90.3(3) . . . . ?
Fe1 C10 S1 F20 -178.89(18) . . . . ?

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

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


