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

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

data_2e_WE6121
_database_code_depnum_ccdc_archive 'CCDC 1939208'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H20 B F Fe O2'
_chemical_formula_sum            'C16 H20 B F Fe O2'
_chemical_formula_weight         329.98
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   13.170(3)
_cell_length_b                   7.7111(16)
_cell_length_c                   15.613(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.440(10)
_cell_angle_gamma                90
_cell_volume                     1528.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    8614
_cell_measurement_theta_min      2.3583
_cell_measurement_theta_max      27.9255
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             688
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.737
_exptl_absorpt_correction_T_max  0.905

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_reflns_av_r_equivalents  0.0420
_diffrn_reflns_av_uneti/neti     0.0339
_diffrn_reflns_number            15636
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_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         2.358
_diffrn_reflns_theta_max         27.672
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.980
_reflns_number_total             3497
_reflns_number_gt                2883
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0698P)²+3.3547P] 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         3497
_refine_ls_number_parameters     194
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0510
_refine_ls_wR_factor_ref         0.1450
_refine_ls_wR_factor_gt          0.1353
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.955
_refine_diff_density_min         -0.668
_refine_diff_density_rms         0.083

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'

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 0.38266(3) 0.30582(5) 0.64024(3) 0.02758(16) Uani 1 1 d . . . . .
C1 C 0.4037(4) 0.3935(6) 0.7673(3) 0.0578(11) Uani 1 1 d . . . . .
H1 H 0.382374 0.335619 0.813346 0.069 Uiso 1 1 calc R U . . .
C2 C 0.5015(3) 0.3751(5) 0.7472(3) 0.0535(10) Uani 1 1 d . . . . .
H2 H 0.557644 0.302186 0.777646 0.064 Uiso 1 1 calc R U . . .
C3 C 0.5019(3) 0.4827(5) 0.6748(3) 0.0487(9) Uani 1 1 d . . . . .
H3 H 0.557828 0.495102 0.647418 0.058 Uiso 1 1 calc R U . . .
C4 C 0.4047(3) 0.5682(5) 0.6503(3) 0.0461(9) Uani 1 1 d . . . . .
H4 H 0.383579 0.649944 0.603412 0.055 Uiso 1 1 calc R U . . .
C5 C 0.3433(3) 0.5135(6) 0.7064(3) 0.0533(10) Uani 1 1 d . . . . .
H5 H 0.273796 0.550599 0.703833 0.064 Uiso 1 1 calc R U . . .
C6 C 0.3877(3) 0.1984(4) 0.5233(2) 0.0375(7) Uani 1 1 d . . . . .
C7 C 0.4177(3) 0.0727(4) 0.5906(2) 0.0425(8) Uani 1 1 d . . . . .
H7 H 0.483021 0.012621 0.607510 0.051 Uiso 1 1 calc R U . . .
C8 C 0.3315(3) 0.0531(4) 0.6285(3) 0.0425(8) Uani 1 1 d . . . . .
H8 H 0.328906 -0.022789 0.675771 0.051 Uiso 1 1 calc R U . . .
C9 C 0.2502(3) 0.1662(4) 0.5836(3) 0.0404(8) Uani 1 1 d . . . . .
H9 H 0.183508 0.177807 0.595599 0.048 Uiso 1 1 calc R U . . .
C10 C 0.2841(3) 0.2608(4) 0.5169(2) 0.0330(7) Uani 1 1 d . . . . .
F11 F 0.4456(2) 0.2441(4) 0.47060(18) 0.0673(7) Uani 1 1 d . . . . .
B12 B 0.2287(3) 0.4182(5) 0.4623(2) 0.0303(7) Uani 1 1 d . . . . .
O13 O 0.2706(2) 0.5166(4) 0.4106(2) 0.0638(9) Uani 1 1 d . . . . .
C14 C 0.1991(3) 0.6537(4) 0.3711(2) 0.0338(7) Uani 1 1 d . . . . .
C15 C 0.1057(3) 0.6285(4) 0.4148(2) 0.0340(7) Uani 1 1 d . . . . .
O16 O 0.1320(2) 0.4674(5) 0.4629(3) 0.0760(12) Uani 1 1 d . . . . .
C17 C 0.1720(4) 0.6274(9) 0.2721(3) 0.0688(14) Uani 1 1 d . . . . .
H17A H 0.236422 0.633048 0.252052 0.103 Uiso 1 1 calc R U . . .
H17B H 0.123174 0.718333 0.242554 0.103 Uiso 1 1 calc R U . . .
H17C H 0.138827 0.513636 0.257183 0.103 Uiso 1 1 calc R U . . .
C18 C 0.2582(5) 0.8218(7) 0.3939(4) 0.0794(17) Uani 1 1 d . . . . .
H18A H 0.275424 0.840409 0.458293 0.119 Uiso 1 1 calc R U . . .
H18B H 0.214294 0.917571 0.363425 0.119 Uiso 1 1 calc R U . . .
H18C H 0.323322 0.816728 0.374959 0.119 Uiso 1 1 calc R U . . .
C19 C 0.0953(5) 0.7679(9) 0.4807(5) 0.092(2) Uani 1 1 d . . . . .
H19A H 0.035981 0.739989 0.505178 0.138 Uiso 1 1 calc R U . . .
H19B H 0.082834 0.880384 0.450530 0.138 Uiso 1 1 calc R U . . .
H19C H 0.160319 0.773261 0.529071 0.138 Uiso 1 1 calc R U . . .
C20 C -0.0007(3) 0.6011(7) 0.3505(3) 0.0582(11) Uani 1 1 d . . . . .
H20A H 0.004429 0.510341 0.307878 0.087 Uiso 1 1 calc R U . . .
H20B H -0.024355 0.709395 0.318549 0.087 Uiso 1 1 calc R U . . .
H20C H -0.051301 0.565714 0.383143 0.087 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C6 2.022(3) . ?
Fe1 C2 2.033(4) . ?
Fe1 C9 2.041(3) . ?
Fe1 C3 2.041(4) . ?
Fe1 C1 2.043(4) . ?
Fe1 C4 2.044(4) . ?
Fe1 C10 2.045(3) . ?
Fe1 C5 2.046(4) . ?
Fe1 C8 2.054(3) . ?
Fe1 C7 2.058(3) . ?
C1 C5 1.410(7) . ?
C1 C2 1.412(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.403(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.405(6) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 F11 1.310(4) . ?
C6 C7 1.407(5) . ?
C6 C10 1.424(5) . ?
C7 C8 1.421(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.414(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.437(5) . ?
C9 H9 0.9500 . ?
C10 B12 1.550(5) . ?
B12 O13 1.331(5) . ?
B12 O16 1.331(4) . ?
O13 C14 1.440(4) . ?
C14 C18 1.505(5) . ?
C14 C17 1.505(5) . ?
C14 C15 1.569(5) . ?
C15 O16 1.445(4) . ?
C15 C20 1.505(5) . ?
C15 C19 1.520(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Fe1 C2 130.28(18) . . ?
C6 Fe1 C9 67.79(16) . . ?
C2 Fe1 C9 151.32(17) . . ?
C6 Fe1 C3 107.73(16) . . ?
C2 Fe1 C3 40.30(18) . . ?
C9 Fe1 C3 167.42(16) . . ?
C6 Fe1 C1 169.59(18) . . ?
C2 Fe1 C1 40.52(19) . . ?
C9 Fe1 C1 118.34(18) . . ?
C3 Fe1 C1 68.07(18) . . ?
C6 Fe1 C4 115.90(15) . . ?
C2 Fe1 C4 67.30(16) . . ?
C9 Fe1 C4 130.01(15) . . ?
C3 Fe1 C4 40.09(16) . . ?
C1 Fe1 C4 67.54(17) . . ?
C6 Fe1 C10 40.98(14) . . ?
C2 Fe1 C10 167.15(17) . . ?
C9 Fe1 C10 41.17(14) . . ?
C3 Fe1 C10 127.80(16) . . ?
C1 Fe1 C10 149.12(18) . . ?
C4 Fe1 C10 106.38(14) . . ?
C6 Fe1 C5 148.24(17) . . ?
C2 Fe1 C5 67.80(18) . . ?
C9 Fe1 C5 109.26(17) . . ?
C3 Fe1 C5 67.91(17) . . ?
C1 Fe1 C5 40.33(19) . . ?
C4 Fe1 C5 40.19(17) . . ?
C10 Fe1 C5 115.23(15) . . ?
C6 Fe1 C8 67.64(15) . . ?
C2 Fe1 C8 119.04(16) . . ?
C9 Fe1 C8 40.39(14) . . ?
C3 Fe1 C8 150.29(16) . . ?
C1 Fe1 C8 110.92(17) . . ?
C4 Fe1 C8 169.21(16) . . ?
C10 Fe1 C8 69.14(14) . . ?
C5 Fe1 C8 131.80(18) . . ?
C6 Fe1 C7 40.34(14) . . ?
C2 Fe1 C7 109.76(16) . . ?
C9 Fe1 C7 68.14(15) . . ?
C3 Fe1 C7 116.69(16) . . ?
C1 Fe1 C7 131.95(17) . . ?
C4 Fe1 C7 148.44(17) . . ?
C10 Fe1 C7 69.32(13) . . ?
C5 Fe1 C7 170.47(18) . . ?
C8 Fe1 C7 40.44(16) . . ?
C5 C1 C2 107.5(4) . . ?
C5 C1 Fe1 69.9(2) . . ?
C2 C1 Fe1 69.3(2) . . ?
C5 C1 H1 126.3 . . ?
C2 C1 H1 126.3 . . ?
Fe1 C1 H1 126.0 . . ?
C3 C2 C1 108.6(4) . . ?
C3 C2 Fe1 70.2(2) . . ?
C1 C2 Fe1 70.1(2) . . ?
C3 C2 H2 125.7 . . ?
C1 C2 H2 125.7 . . ?
Fe1 C2 H2 125.6 . . ?
C4 C3 C2 107.4(4) . . ?
C4 C3 Fe1 70.1(2) . . ?
C2 C3 Fe1 69.5(2) . . ?
C4 C3 H3 126.3 . . ?
C2 C3 H3 126.3 . . ?
Fe1 C3 H3 125.7 . . ?
C3 C4 C5 108.9(4) . . ?
C3 C4 Fe1 69.8(2) . . ?
C5 C4 Fe1 70.0(2) . . ?
C3 C4 H4 125.5 . . ?
C5 C4 H4 125.5 . . ?
Fe1 C4 H4 126.2 . . ?
C4 C5 C1 107.6(4) . . ?
C4 C5 Fe1 69.8(2) . . ?
C1 C5 Fe1 69.7(2) . . ?
C4 C5 H5 126.2 . . ?
C1 C5 H5 126.2 . . ?
Fe1 C5 H5 125.8 . . ?
F11 C6 C7 124.0(3) . . ?
F11 C6 C10 124.9(3) . . ?
C7 C6 C10 111.0(3) . . ?
F11 C6 Fe1 128.4(3) . . ?
C7 C6 Fe1 71.2(2) . . ?
C10 C6 Fe1 70.40(19) . . ?
C6 C7 C8 106.7(3) . . ?
C6 C7 Fe1 68.45(18) . . ?
C8 C7 Fe1 69.63(19) . . ?
C6 C7 H7 126.7 . . ?
C8 C7 H7 126.7 . . ?
Fe1 C7 H7 126.8 . . ?
C9 C8 C7 108.2(3) . . ?
C9 C8 Fe1 69.30(19) . . ?
C7 C8 Fe1 69.93(19) . . ?
C9 C8 H8 125.9 . . ?
C7 C8 H8 125.9 . . ?
Fe1 C8 H8 126.4 . . ?
C8 C9 C10 109.4(3) . . ?
C8 C9 Fe1 70.3(2) . . ?
C10 C9 Fe1 69.60(18) . . ?
C8 C9 H9 125.3 . . ?
C10 C9 H9 125.3 . . ?
Fe1 C9 H9 126.4 . . ?
C6 C10 C9 104.8(3) . . ?
C6 C10 B12 127.3(3) . . ?
C9 C10 B12 127.1(3) . . ?
C6 C10 Fe1 68.62(19) . . ?
C9 C10 Fe1 69.23(19) . . ?
B12 C10 Fe1 118.2(2) . . ?
O13 B12 O16 113.2(3) . . ?
O13 B12 C10 124.7(3) . . ?
O16 B12 C10 122.1(3) . . ?
B12 O13 C14 110.4(3) . . ?
O13 C14 C18 107.1(4) . . ?
O13 C14 C17 106.8(3) . . ?
C18 C14 C17 109.0(4) . . ?
O13 C14 C15 102.8(3) . . ?
C18 C14 C15 114.8(3) . . ?
C17 C14 C15 115.5(3) . . ?
O16 C15 C20 106.1(3) . . ?
O16 C15 C19 108.0(4) . . ?
C20 C15 C19 108.4(4) . . ?
O16 C15 C14 103.0(2) . . ?
C20 C15 C14 115.2(3) . . ?
C19 C15 C14 115.4(3) . . ?
B12 O16 C15 109.8(3) . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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(5) . . . . ?
Fe1 C1 C2 C3 59.8(3) . . . . ?
C5 C1 C2 Fe1 -59.8(3) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
Fe1 C2 C3 C4 60.1(3) . . . . ?
C1 C2 C3 Fe1 -59.8(3) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
Fe1 C3 C4 C5 59.2(3) . . . . ?
C2 C3 C4 Fe1 -59.8(3) . . . . ?
C3 C4 C5 C1 0.6(4) . . . . ?
Fe1 C4 C5 C1 59.8(3) . . . . ?
C3 C4 C5 Fe1 -59.2(3) . . . . ?
C2 C1 C5 C4 -0.4(5) . . . . ?
Fe1 C1 C5 C4 -59.8(3) . . . . ?
C2 C1 C5 Fe1 59.4(3) . . . . ?
F11 C6 C7 C8 -176.4(3) . . . . ?
C10 C6 C7 C8 0.1(4) . . . . ?
Fe1 C6 C7 C8 59.4(2) . . . . ?
F11 C6 C7 Fe1 124.2(4) . . . . ?
C10 C6 C7 Fe1 -59.3(2) . . . . ?
C6 C7 C8 C9 0.3(4) . . . . ?
Fe1 C7 C8 C9 58.9(2) . . . . ?
C6 C7 C8 Fe1 -58.7(2) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
Fe1 C8 C9 C10 58.8(2) . . . . ?
C7 C8 C9 Fe1 -59.3(2) . . . . ?
F11 C6 C10 C9 176.0(3) . . . . ?
C7 C6 C10 C9 -0.4(4) . . . . ?
Fe1 C6 C10 C9 -60.2(2) . . . . ?
F11 C6 C10 B12 -13.9(6) . . . . ?
C7 C6 C10 B12 169.6(3) . . . . ?
Fe1 C6 C10 B12 109.9(3) . . . . ?
F11 C6 C10 Fe1 -123.8(4) . . . . ?
C7 C6 C10 Fe1 59.8(2) . . . . ?
C8 C9 C10 C6 0.6(4) . . . . ?
Fe1 C9 C10 C6 59.8(2) . . . . ?
C8 C9 C10 B12 -169.5(3) . . . . ?
Fe1 C9 C10 B12 -110.3(3) . . . . ?
C8 C9 C10 Fe1 -59.2(2) . . . . ?
C6 C10 B12 O13 2.0(6) . . . . ?
C9 C10 B12 O13 169.9(4) . . . . ?
Fe1 C10 B12 O13 85.6(4) . . . . ?
C6 C10 B12 O16 -178.4(4) . . . . ?
C9 C10 B12 O16 -10.4(6) . . . . ?
Fe1 C10 B12 O16 -94.8(4) . . . . ?
O16 B12 O13 C14 1.6(5) . . . . ?
C10 B12 O13 C14 -178.7(3) . . . . ?
B12 O13 C14 C18 125.2(4) . . . . ?
B12 O13 C14 C17 -118.1(4) . . . . ?
B12 O13 C14 C15 3.9(4) . . . . ?
O13 C14 C15 O16 -7.4(4) . . . . ?
C18 C14 C15 O16 -123.3(4) . . . . ?
C17 C14 C15 O16 108.5(4) . . . . ?
O13 C14 C15 C20 -122.5(4) . . . . ?
C18 C14 C15 C20 121.7(4) . . . . ?
C17 C14 C15 C20 -6.5(5) . . . . ?
O13 C14 C15 C19 110.0(4) . . . . ?
C18 C14 C15 C19 -5.9(6) . . . . ?
C17 C14 C15 C19 -134.1(5) . . . . ?
O13 B12 O16 C15 -7.0(5) . . . . ?
C10 B12 O16 C15 173.3(3) . . . . ?
C20 C15 O16 B12 130.2(4) . . . . ?
C19 C15 O16 B12 -113.8(4) . . . . ?
C14 C15 O16 B12 8.8(4) . . . . ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4s-Br_MT299A
_database_code_depnum_ccdc_archive 'CCDC 1939215'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;

_audit_creation_method           'SHELXL-2018_3, CRYSCALC (Oct. 2018)'

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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C13 H16 Br F Fe Si'
_chemical_formula_sum            'C13 H16 Br F Fe Si'
_chemical_formula_weight         355.11
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   19.502(3)
_cell_length_b                   11.7498(14)
_cell_length_c                   13.2300(18)
_cell_angle_alpha                90
_cell_angle_beta                 107.235(5)
_cell_angle_gamma                90
_cell_volume                     2895.5(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    295
_cell_measurement_reflns_used    9673
_cell_measurement_theta_min      2.7908
_cell_measurement_theta_max      27.5251
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.430
_exptl_crystal_size_min          0.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1424
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    3.871
_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  0.157
_exptl_absorpt_correction_T_max  0.279

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_ambient_temperature      295
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_reflns_av_r_equivalents  0.0667
_diffrn_reflns_av_uneti/neti     0.0393
_diffrn_reflns_number            42952
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.083
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             6623
_reflns_number_gt                4636
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

#------------------------------------------------------------------------------#
#                            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)+(0.0374P)²+1.8147P] 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         6623
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0767
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.088

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
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 0.70802(2) 0.62238(3) -0.00534(3) 0.02849(10) Uani 1 1 d . . . . .
Si1 Si 0.53996(4) 0.67147(7) -0.19706(7) 0.0373(2) Uani 1 1 d . . . . .
C1 C 0.5446(2) 0.8268(3) -0.1714(3) 0.0644(11) Uani 1 1 d . . . . .
H1A H 0.498176 0.860023 -0.202329 0.097 Uiso 1 1 calc R U . . .
H1B H 0.578609 0.860657 -0.202077 0.097 Uiso 1 1 calc R U . . .
H1C H 0.559574 0.840110 -0.096419 0.097 Uiso 1 1 calc R U . . .
C2 C 0.5010(2) 0.6474(3) -0.3423(3) 0.0598(10) Uani 1 1 d . . . . .
H2A H 0.490622 0.567915 -0.355435 0.090 Uiso 1 1 calc R U . . .
H2B H 0.534812 0.671188 -0.378058 0.090 Uiso 1 1 calc R U . . .
H2C H 0.457534 0.690576 -0.368147 0.090 Uiso 1 1 calc R U . . .
C3 C 0.4829(2) 0.6001(4) -0.1261(3) 0.0653(11) Uani 1 1 d . . . . .
H3A H 0.481876 0.519753 -0.139563 0.098 Uiso 1 1 calc R U . . .
H3B H 0.434993 0.630048 -0.150627 0.098 Uiso 1 1 calc R U . . .
H3C H 0.502241 0.613641 -0.051511 0.098 Uiso 1 1 calc R U . . .
Br1 Br 0.85237(2) 0.65104(4) -0.10742(3) 0.05868(12) Uani 1 1 d . . . . .
C4 C 0.63376(15) 0.6150(2) -0.1538(2) 0.0297(6) Uani 1 1 d . . . . .
C5 C 0.69668(14) 0.6785(3) -0.1549(2) 0.0300(6) Uani 1 1 d . . . . .
H5 H 0.697324 0.753870 -0.176229 0.036 Uiso 1 1 calc R U . . .
C6 C 0.75727(15) 0.6072(3) -0.1182(2) 0.0344(6) Uani 1 1 d . . . . .
C7 C 0.73605(16) 0.4985(3) -0.0938(2) 0.0383(7) Uani 1 1 d . . . . .
H7 H 0.765194 0.435884 -0.068279 0.046 Uiso 1 1 calc R U . . .
C8 C 0.66058(16) 0.5058(2) -0.1168(2) 0.0341(6) Uani 1 1 d . . . . .
F9 F 0.61894(11) 0.41704(15) -0.10660(16) 0.0547(5) Uani 1 1 d . . . . .
C10 C 0.6943(3) 0.5773(4) 0.1364(3) 0.0713(13) Uani 1 1 d . . . . .
H10 H 0.673669 0.510113 0.150678 0.086 Uiso 1 1 calc R U . . .
C11 C 0.7662(3) 0.5943(4) 0.1485(3) 0.0684(12) Uani 1 1 d . . . . .
H11 H 0.802448 0.540510 0.171743 0.082 Uiso 1 1 calc R U . . .
C12 C 0.7753(3) 0.7069(4) 0.1196(3) 0.0718(13) Uani 1 1 d . . . . .
H12 H 0.818364 0.741066 0.119990 0.086 Uiso 1 1 calc R U . . .
C13 C 0.7082(3) 0.7578(4) 0.0903(3) 0.0755(14) Uani 1 1 d . . . . .
H13 H 0.698267 0.832793 0.068394 0.091 Uiso 1 1 calc R U . . .
C14 C 0.6580(3) 0.6769(5) 0.0996(3) 0.0775(15) Uani 1 1 d . . . . .
H14 H 0.608761 0.688119 0.083629 0.093 Uiso 1 1 calc R U . . .
Fe2 Fe 0.78279(2) 0.36848(3) 0.50983(3) 0.03172(11) Uani 1 1 d . . . . .
Si2 Si 0.95196(5) 0.41110(8) 0.69936(8) 0.0460(2) Uani 1 1 d . . . . .
C21 C 1.0052(2) 0.3282(4) 0.6288(4) 0.0789(13) Uani 1 1 d . . . . .
H21A H 1.003754 0.248897 0.645551 0.118 Uiso 1 1 calc R U . . .
H21B H 1.054044 0.354186 0.650677 0.118 Uiso 1 1 calc R U . . .
H21C H 0.985177 0.338785 0.553869 0.118 Uiso 1 1 calc R U . . .
C22 C 0.9898(2) 0.3922(4) 0.8453(3) 0.0843(15) Uani 1 1 d . . . . .
H22A H 0.959285 0.429318 0.880304 0.126 Uiso 1 1 calc R U . . .
H22B H 1.036949 0.425062 0.868725 0.126 Uiso 1 1 calc R U . . .
H22C H 0.992651 0.312524 0.862094 0.126 Uiso 1 1 calc R U . . .
C23 C 0.9529(2) 0.5649(3) 0.6666(4) 0.0680(11) Uani 1 1 d . . . . .
H23A H 0.933592 0.575033 0.591457 0.102 Uiso 1 1 calc R U . . .
H23B H 1.001367 0.592715 0.689535 0.102 Uiso 1 1 calc R U . . .
H23C H 0.924271 0.606486 0.701790 0.102 Uiso 1 1 calc R U . . .
Br2 Br 0.63910(2) 0.40568(4) 0.61480(3) 0.06610(14) Uani 1 1 d . . . . .
C24 C 0.85673(16) 0.3612(2) 0.6586(2) 0.0336(6) Uani 1 1 d . . . . .
C25 C 0.79500(15) 0.4276(3) 0.6587(2) 0.0327(6) Uani 1 1 d . . . . .
H25 H 0.795685 0.503570 0.678784 0.039 Uiso 1 1 calc R U . . .
C26 C 0.73316(16) 0.3592(3) 0.6232(2) 0.0378(7) Uani 1 1 d . . . . .
C27 C 0.75292(19) 0.2490(3) 0.6000(2) 0.0443(8) Uani 1 1 d . . . . .
H27 H 0.722731 0.187330 0.574973 0.053 Uiso 1 1 calc R U . . .
C28 C 0.82769(18) 0.2522(3) 0.6226(2) 0.0409(7) Uani 1 1 d . . . . .
F29 F 0.86804(13) 0.16091(16) 0.61440(18) 0.0669(6) Uani 1 1 d . . . . .
C30 C 0.7994(3) 0.3220(4) 0.3696(3) 0.0659(12) Uani 1 1 d . . . . .
H30 H 0.822343 0.256288 0.357399 0.079 Uiso 1 1 calc R U . . .
C31 C 0.8327(2) 0.4267(4) 0.4044(3) 0.0656(11) Uani 1 1 d . . . . .
H31 H 0.881499 0.442187 0.419724 0.079 Uiso 1 1 calc R U . . .
C32 C 0.7796(3) 0.5040(3) 0.4120(3) 0.0627(11) Uani 1 1 d . . . . .
H32 H 0.786747 0.579754 0.432907 0.075 Uiso 1 1 calc R U . . .
C33 C 0.7137(2) 0.4461(4) 0.3825(3) 0.0641(11) Uani 1 1 d . . . . .
H33 H 0.669330 0.476795 0.380472 0.077 Uiso 1 1 calc R U . . .
C34 C 0.7264(2) 0.3334(4) 0.3563(3) 0.0640(11) Uani 1 1 d . . . . .
H34 H 0.691922 0.276675 0.334171 0.077 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C6 2.009(3) . ?
Fe1 C14 2.022(3) . ?
Fe1 C8 2.024(3) . ?
Fe1 C13 2.033(4) . ?
Fe1 C5 2.035(3) . ?
Fe1 C12 2.038(3) . ?
Fe1 C7 2.041(3) . ?
Fe1 C10 2.042(3) . ?
Fe1 C11 2.042(3) . ?
Fe1 C4 2.068(3) . ?
Si1 C1 1.854(4) . ?
Si1 C3 1.855(3) . ?
Si1 C2 1.867(4) . ?
Si1 C4 1.869(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
Br1 C6 1.889(3) . ?
C4 C8 1.417(4) . ?
C4 C5 1.440(4) . ?
C5 C6 1.413(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.409(4) . ?
C7 C8 1.415(4) . ?
C7 H7 0.9300 . ?
C8 F9 1.353(3) . ?
C10 C14 1.379(7) . ?
C10 C11 1.379(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.402(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.386(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.395(6) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
Fe2 C26 2.015(3) . ?
Fe2 C28 2.021(3) . ?
Fe2 C25 2.034(3) . ?
Fe2 C33 2.035(4) . ?
Fe2 C27 2.036(3) . ?
Fe2 C32 2.041(3) . ?
Fe2 C31 2.041(3) . ?
Fe2 C34 2.045(3) . ?
Fe2 C30 2.050(3) . ?
Fe2 C24 2.069(3) . ?
Si2 C23 1.860(4) . ?
Si2 C21 1.863(4) . ?
Si2 C22 1.865(4) . ?
Si2 C24 1.868(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
Br2 C26 1.885(3) . ?
C24 C28 1.423(4) . ?
C24 C25 1.435(4) . ?
C25 C26 1.410(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.411(4) . ?
C27 C28 1.400(5) . ?
C27 H27 0.9300 . ?
C28 F29 1.354(3) . ?
C30 C34 1.390(6) . ?
C30 C31 1.403(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.404(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.404(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.409(6) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Fe1 C14 166.5(2) . . ?
C6 Fe1 C8 67.31(12) . . ?
C14 Fe1 C8 120.33(17) . . ?
C6 Fe1 C13 128.31(18) . . ?
C14 Fe1 C13 40.23(19) . . ?
C8 Fe1 C13 154.06(19) . . ?
C6 Fe1 C5 40.88(11) . . ?
C14 Fe1 C5 128.99(17) . . ?
C8 Fe1 C5 67.45(11) . . ?
C13 Fe1 C5 109.36(15) . . ?
C6 Fe1 C12 108.17(15) . . ?
C14 Fe1 C12 67.32(18) . . ?
C8 Fe1 C12 164.97(18) . . ?
C13 Fe1 C12 39.81(19) . . ?
C5 Fe1 C12 119.28(15) . . ?
C6 Fe1 C7 40.70(12) . . ?
C14 Fe1 C7 152.2(2) . . ?
C8 Fe1 C7 40.72(12) . . ?
C13 Fe1 C7 164.6(2) . . ?
C5 Fe1 C7 69.14(12) . . ?
C12 Fe1 C7 126.52(17) . . ?
C6 Fe1 C10 151.87(18) . . ?
C14 Fe1 C10 39.67(19) . . ?
C8 Fe1 C10 109.72(15) . . ?
C13 Fe1 C10 66.88(18) . . ?
C5 Fe1 C10 166.28(18) . . ?
C12 Fe1 C10 67.02(17) . . ?
C7 Fe1 C10 118.18(17) . . ?
C6 Fe1 C11 118.66(16) . . ?
C14 Fe1 C11 66.78(18) . . ?
C8 Fe1 C11 128.02(16) . . ?
C13 Fe1 C11 66.92(18) . . ?
C5 Fe1 C11 152.83(16) . . ?
C12 Fe1 C11 40.20(18) . . ?
C7 Fe1 C11 106.99(15) . . ?
C10 Fe1 C11 39.49(18) . . ?
C6 Fe1 C4 69.19(11) . . ?
C14 Fe1 C4 108.70(15) . . ?
C8 Fe1 C4 40.51(11) . . ?
C13 Fe1 C4 119.69(16) . . ?
C5 Fe1 C4 41.08(10) . . ?
C12 Fe1 C4 153.11(18) . . ?
C7 Fe1 C4 69.93(11) . . ?
C10 Fe1 C4 128.02(16) . . ?
C11 Fe1 C4 164.99(17) . . ?
C1 Si1 C3 110.9(2) . . ?
C1 Si1 C2 108.72(19) . . ?
C3 Si1 C2 109.26(18) . . ?
C1 Si1 C4 107.61(15) . . ?
C3 Si1 C4 111.37(16) . . ?
C2 Si1 C4 108.92(15) . . ?
Si1 C1 H1A 109.5 . . ?
Si1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Si1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
Si1 C2 H2A 109.5 . . ?
Si1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
Si1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
Si1 C3 H3A 109.5 . . ?
Si1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
Si1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C8 C4 C5 104.1(2) . . ?
C8 C4 Si1 130.9(2) . . ?
C5 C4 Si1 124.9(2) . . ?
C8 C4 Fe1 68.08(16) . . ?
C5 C4 Fe1 68.23(15) . . ?
Si1 C4 Fe1 128.49(14) . . ?
C6 C5 C4 108.5(3) . . ?
C6 C5 Fe1 68.56(15) . . ?
C4 C5 Fe1 70.69(15) . . ?
C6 C5 H5 125.7 . . ?
C4 C5 H5 125.7 . . ?
Fe1 C5 H5 126.6 . . ?
C7 C6 C5 110.1(3) . . ?
C7 C6 Br1 125.3(2) . . ?
C5 C6 Br1 124.5(2) . . ?
C7 C6 Fe1 70.88(16) . . ?
C5 C6 Fe1 70.56(15) . . ?
Br1 C6 Fe1 126.46(15) . . ?
C6 C7 C8 104.7(3) . . ?
C6 C7 Fe1 68.42(16) . . ?
C8 C7 Fe1 69.00(16) . . ?
C6 C7 H7 127.7 . . ?
C8 C7 H7 127.7 . . ?
Fe1 C7 H7 126.5 . . ?
F9 C8 C7 123.3(3) . . ?
F9 C8 C4 124.2(3) . . ?
C7 C8 C4 112.5(3) . . ?
F9 C8 Fe1 127.4(2) . . ?
C7 C8 Fe1 70.29(17) . . ?
C4 C8 Fe1 71.41(16) . . ?
C14 C10 C11 108.4(4) . . ?
C14 C10 Fe1 69.4(2) . . ?
C11 C10 Fe1 70.3(2) . . ?
C14 C10 H10 125.8 . . ?
C11 C10 H10 125.8 . . ?
Fe1 C10 H10 126.1 . . ?
C10 C11 C12 108.1(4) . . ?
C10 C11 Fe1 70.2(2) . . ?
C12 C11 Fe1 69.7(2) . . ?
C10 C11 H11 125.9 . . ?
C12 C11 H11 125.9 . . ?
Fe1 C11 H11 125.7 . . ?
C13 C12 C11 107.4(4) . . ?
C13 C12 Fe1 69.9(2) . . ?
C11 C12 Fe1 70.0(2) . . ?
C13 C12 H12 126.3 . . ?
C11 C12 H12 126.3 . . ?
Fe1 C12 H12 125.3 . . ?
C12 C13 C14 108.1(4) . . ?
C12 C13 Fe1 70.3(2) . . ?
C14 C13 Fe1 69.5(2) . . ?
C12 C13 H13 126.0 . . ?
C14 C13 H13 126.0 . . ?
Fe1 C13 H13 125.8 . . ?
C10 C14 C13 108.1(4) . . ?
C10 C14 Fe1 70.9(2) . . ?
C13 C14 Fe1 70.3(2) . . ?
C10 C14 H14 126.0 . . ?
C13 C14 H14 126.0 . . ?
Fe1 C14 H14 124.4 . . ?
C26 Fe2 C28 67.18(13) . . ?
C26 Fe2 C25 40.74(11) . . ?
C28 Fe2 C25 67.39(12) . . ?
C26 Fe2 C33 107.11(15) . . ?
C28 Fe2 C33 161.79(16) . . ?
C25 Fe2 C33 120.47(15) . . ?
C26 Fe2 C27 40.75(13) . . ?
C28 Fe2 C27 40.35(13) . . ?
C25 Fe2 C27 68.93(12) . . ?
C33 Fe2 C27 124.04(16) . . ?
C26 Fe2 C32 125.67(16) . . ?
C28 Fe2 C32 157.00(17) . . ?
C25 Fe2 C32 108.65(14) . . ?
C33 Fe2 C32 40.29(16) . . ?
C27 Fe2 C32 161.64(17) . . ?
C26 Fe2 C31 163.47(17) . . ?
C28 Fe2 C31 122.75(16) . . ?
C25 Fe2 C31 127.17(16) . . ?
C33 Fe2 C31 67.49(17) . . ?
C27 Fe2 C31 155.32(17) . . ?
C32 Fe2 C31 40.23(16) . . ?
C26 Fe2 C34 119.50(16) . . ?
C28 Fe2 C34 125.81(15) . . ?
C25 Fe2 C34 154.73(16) . . ?
C33 Fe2 C34 40.40(17) . . ?
C27 Fe2 C34 106.23(15) . . ?
C32 Fe2 C34 67.74(17) . . ?
C31 Fe2 C34 67.31(17) . . ?
C26 Fe2 C30 154.05(16) . . ?
C28 Fe2 C30 109.77(15) . . ?
C25 Fe2 C30 164.24(16) . . ?
C33 Fe2 C30 67.27(17) . . ?
C27 Fe2 C30 119.74(16) . . ?
C32 Fe2 C30 67.50(17) . . ?
C31 Fe2 C30 40.11(17) . . ?
C34 Fe2 C30 39.68(17) . . ?
C26 Fe2 C24 69.05(12) . . ?
C28 Fe2 C24 40.72(12) . . ?
C25 Fe2 C24 40.93(11) . . ?
C33 Fe2 C24 155.55(16) . . ?
C27 Fe2 C24 69.74(12) . . ?
C32 Fe2 C24 121.16(15) . . ?
C31 Fe2 C24 108.97(15) . . ?
C34 Fe2 C24 162.76(16) . . ?
C30 Fe2 C24 126.70(16) . . ?
C23 Si2 C21 110.2(2) . . ?
C23 Si2 C22 109.2(2) . . ?
C21 Si2 C22 110.4(2) . . ?
C23 Si2 C24 108.40(16) . . ?
C21 Si2 C24 110.19(18) . . ?
C22 Si2 C24 108.41(18) . . ?
Si2 C21 H21A 109.5 . . ?
Si2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Si2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si2 C22 H22A 109.5 . . ?
Si2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Si2 C23 H23A 109.5 . . ?
Si2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C28 C24 C25 103.8(3) . . ?
C28 C24 Si2 129.9(2) . . ?
C25 C24 Si2 126.3(2) . . ?
C28 C24 Fe2 67.84(17) . . ?
C25 C24 Fe2 68.25(16) . . ?
Si2 C24 Fe2 127.91(15) . . ?
C26 C25 C24 108.9(3) . . ?
C26 C25 Fe2 68.89(16) . . ?
C24 C25 Fe2 70.82(16) . . ?
C26 C25 H25 125.5 . . ?
C24 C25 H25 125.5 . . ?
Fe2 C25 H25 126.3 . . ?
C25 C26 C27 109.5(3) . . ?
C25 C26 Br2 125.1(2) . . ?
C27 C26 Br2 125.2(2) . . ?
C25 C26 Fe2 70.37(16) . . ?
C27 C26 Fe2 70.43(17) . . ?
Br2 C26 Fe2 127.87(16) . . ?
C28 C27 C26 105.2(3) . . ?
C28 C27 Fe2 69.24(17) . . ?
C26 C27 Fe2 68.82(17) . . ?
C28 C27 H27 127.4 . . ?
C26 C27 H27 127.4 . . ?
Fe2 C27 H27 126.1 . . ?
F29 C28 C27 123.7(3) . . ?
F29 C28 C24 123.8(3) . . ?
C27 C28 C24 112.5(3) . . ?
F29 C28 Fe2 127.7(2) . . ?
C27 C28 Fe2 70.40(18) . . ?
C24 C28 Fe2 71.44(16) . . ?
C34 C30 C31 108.3(4) . . ?
C34 C30 Fe2 69.9(2) . . ?
C31 C30 Fe2 69.6(2) . . ?
C34 C30 H30 125.8 . . ?
C31 C30 H30 125.8 . . ?
Fe2 C30 H30 126.2 . . ?
C30 C31 C32 108.1(4) . . ?
C30 C31 Fe2 70.3(2) . . ?
C32 C31 Fe2 69.9(2) . . ?
C30 C31 H31 125.9 . . ?
C32 C31 H31 125.9 . . ?
Fe2 C31 H31 125.5 . . ?
C33 C32 C31 107.5(4) . . ?
C33 C32 Fe2 69.6(2) . . ?
C31 C32 Fe2 69.9(2) . . ?
C33 C32 H32 126.2 . . ?
C31 C32 H32 126.2 . . ?
Fe2 C32 H32 125.8 . . ?
C32 C33 C34 108.1(4) . . ?
C32 C33 Fe2 70.1(2) . . ?
C34 C33 Fe2 70.2(2) . . ?
C32 C33 H33 125.9 . . ?
C34 C33 H33 125.9 . . ?
Fe2 C33 H33 125.4 . . ?
C30 C34 C33 107.9(4) . . ?
C30 C34 Fe2 70.4(2) . . ?
C33 C34 Fe2 69.4(2) . . ?
C30 C34 H34 126.0 . . ?
C33 C34 H34 126.0 . . ?
Fe2 C34 H34 125.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 Si1 C4 C8 152.1(3) . . . . ?
C3 Si1 C4 C8 30.4(3) . . . . ?
C2 Si1 C4 C8 -90.2(3) . . . . ?
C1 Si1 C4 C5 -29.9(3) . . . . ?
C3 Si1 C4 C5 -151.6(3) . . . . ?
C2 Si1 C4 C5 87.8(3) . . . . ?
C1 Si1 C4 Fe1 58.8(2) . . . . ?
C3 Si1 C4 Fe1 -62.9(2) . . . . ?
C2 Si1 C4 Fe1 176.53(18) . . . . ?
C8 C4 C5 C6 -0.7(3) . . . . ?
Si1 C4 C5 C6 -179.13(19) . . . . ?
Fe1 C4 C5 C6 58.28(18) . . . . ?
C8 C4 C5 Fe1 -58.99(18) . . . . ?
Si1 C4 C5 Fe1 122.6(2) . . . . ?
C4 C5 C6 C7 0.4(3) . . . . ?
Fe1 C5 C6 C7 60.0(2) . . . . ?
C4 C5 C6 Br1 178.93(19) . . . . ?
Fe1 C5 C6 Br1 -121.5(2) . . . . ?
C4 C5 C6 Fe1 -59.60(18) . . . . ?
C5 C6 C7 C8 0.0(3) . . . . ?
Br1 C6 C7 C8 -178.5(2) . . . . ?
Fe1 C6 C7 C8 59.86(19) . . . . ?
C5 C6 C7 Fe1 -59.8(2) . . . . ?
Br1 C6 C7 Fe1 121.7(2) . . . . ?
C6 C7 C8 F9 178.1(3) . . . . ?
Fe1 C7 C8 F9 -122.4(3) . . . . ?
C6 C7 C8 C4 -0.5(3) . . . . ?
Fe1 C7 C8 C4 59.0(2) . . . . ?
C6 C7 C8 Fe1 -59.48(19) . . . . ?
C5 C4 C8 F9 -177.8(2) . . . . ?
Si1 C4 C8 F9 0.5(4) . . . . ?
Fe1 C4 C8 F9 123.1(3) . . . . ?
C5 C4 C8 C7 0.7(3) . . . . ?
Si1 C4 C8 C7 179.0(2) . . . . ?
Fe1 C4 C8 C7 -58.3(2) . . . . ?
C5 C4 C8 Fe1 59.09(17) . . . . ?
Si1 C4 C8 Fe1 -122.6(2) . . . . ?
C14 C10 C11 C12 0.5(4) . . . . ?
Fe1 C10 C11 C12 59.7(3) . . . . ?
C14 C10 C11 Fe1 -59.2(3) . . . . ?
C10 C11 C12 C13 0.2(4) . . . . ?
Fe1 C11 C12 C13 60.2(3) . . . . ?
C10 C11 C12 Fe1 -60.0(3) . . . . ?
C11 C12 C13 C14 -0.9(4) . . . . ?
Fe1 C12 C13 C14 59.4(3) . . . . ?
C11 C12 C13 Fe1 -60.3(3) . . . . ?
C11 C10 C14 C13 -1.1(4) . . . . ?
Fe1 C10 C14 C13 -60.8(3) . . . . ?
C11 C10 C14 Fe1 59.7(3) . . . . ?
C12 C13 C14 C10 1.2(4) . . . . ?
Fe1 C13 C14 C10 61.2(3) . . . . ?
C12 C13 C14 Fe1 -60.0(3) . . . . ?
C23 Si2 C24 C28 149.0(3) . . . . ?
C21 Si2 C24 C28 28.3(3) . . . . ?
C22 Si2 C24 C28 -92.6(3) . . . . ?
C23 Si2 C24 C25 -32.0(3) . . . . ?
C21 Si2 C24 C25 -152.7(3) . . . . ?
C22 Si2 C24 C25 86.4(3) . . . . ?
C23 Si2 C24 Fe2 57.4(2) . . . . ?
C21 Si2 C24 Fe2 -63.3(3) . . . . ?
C22 Si2 C24 Fe2 175.8(2) . . . . ?
C28 C24 C25 C26 -0.4(3) . . . . ?
Si2 C24 C25 C26 -179.6(2) . . . . ?
Fe2 C24 C25 C26 58.50(19) . . . . ?
C28 C24 C25 Fe2 -58.92(19) . . . . ?
Si2 C24 C25 Fe2 121.9(2) . . . . ?
C24 C25 C26 C27 0.1(3) . . . . ?
Fe2 C25 C26 C27 59.7(2) . . . . ?
C24 C25 C26 Br2 177.2(2) . . . . ?
Fe2 C25 C26 Br2 -123.1(2) . . . . ?
C24 C25 C26 Fe2 -59.68(19) . . . . ?
C25 C26 C27 C28 0.3(3) . . . . ?
Br2 C26 C27 C28 -176.8(2) . . . . ?
Fe2 C26 C27 C28 60.0(2) . . . . ?
C25 C26 C27 Fe2 -59.7(2) . . . . ?
Br2 C26 C27 Fe2 123.1(2) . . . . ?
C26 C27 C28 F29 177.4(3) . . . . ?
Fe2 C27 C28 F29 -122.9(3) . . . . ?
C26 C27 C28 C24 -0.6(3) . . . . ?
Fe2 C27 C28 C24 59.1(2) . . . . ?
C26 C27 C28 Fe2 -59.8(2) . . . . ?
C25 C24 C28 F29 -177.4(3) . . . . ?
Si2 C24 C28 F29 1.8(4) . . . . ?
Fe2 C24 C28 F29 123.4(3) . . . . ?
C25 C24 C28 C27 0.6(3) . . . . ?
Si2 C24 C28 C27 179.8(2) . . . . ?
Fe2 C24 C28 C27 -58.5(2) . . . . ?
C25 C24 C28 Fe2 59.19(18) . . . . ?
Si2 C24 C28 Fe2 -121.6(2) . . . . ?
C34 C30 C31 C32 -0.4(4) . . . . ?
Fe2 C30 C31 C32 -59.9(2) . . . . ?
C34 C30 C31 Fe2 59.4(3) . . . . ?
C30 C31 C32 C33 0.4(4) . . . . ?
Fe2 C31 C32 C33 -59.7(2) . . . . ?
C30 C31 C32 Fe2 60.1(2) . . . . ?
C31 C32 C33 C34 -0.2(4) . . . . ?
Fe2 C32 C33 C34 -60.1(2) . . . . ?
C31 C32 C33 Fe2 59.9(2) . . . . ?
C31 C30 C34 C33 0.3(4) . . . . ?
Fe2 C30 C34 C33 59.5(2) . . . . ?
C31 C30 C34 Fe2 -59.2(3) . . . . ?
C32 C33 C34 C30 -0.1(4) . . . . ?
Fe2 C33 C34 C30 -60.1(3) . . . . ?
C32 C33 C34 Fe2 60.0(2) . . . . ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2tBH3_MT254
_database_code_depnum_ccdc_archive 'CCDC 1939209'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C22 H21 B F Fe P'
_chemical_formula_sum            'C22 H21 B F Fe P'
_chemical_formula_weight         402.02
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   12.4583(14)
_cell_length_b                   14.7599(14)
_cell_length_c                   20.490(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3767.9(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9879
_cell_measurement_theta_min      2.5739
_cell_measurement_theta_max      27.6405
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.140
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1664
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.897
_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  0.755
_exptl_absorpt_correction_T_max  0.882

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_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_reflns_av_r_equivalents  0.0447
_diffrn_reflns_av_uneti/neti     0.0387
_diffrn_reflns_number            17947
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.270
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.983
_reflns_number_total             4248
_reflns_number_gt                3453
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

#------------------------------------------------------------------------------#
#                            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)+(0.0414P)²+8.2951P] 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         4248
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1138
_refine_ls_wR_factor_gt          0.1055
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.366
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.091

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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 0.7287(3) 0.48253(19) 0.43987(14) 0.0257(6) Uani 1 1 d . . . . .
H1 H 0.678064 0.472674 0.473808 0.031 Uiso 1 1 calc R U . . .
C2 C 0.7103(3) 0.53202(18) 0.38169(15) 0.0258(6) Uani 1 1 d . . . . .
H2 H 0.645192 0.561054 0.369738 0.031 Uiso 1 1 calc R U . . .
C3 C 0.8065(3) 0.53063(19) 0.34433(15) 0.0270(6) Uani 1 1 d . . . . .
H3 H 0.816936 0.558801 0.303135 0.032 Uiso 1 1 calc R U . . .
C4 C 0.8843(2) 0.47968(19) 0.37945(14) 0.0246(6) Uani 1 1 d . . . . .
H4 H 0.955667 0.467575 0.365722 0.030 Uiso 1 1 calc R U . . .
C5 C 0.8365(3) 0.45009(19) 0.43857(14) 0.0251(6) Uani 1 1 d . . . . .
H5 H 0.870351 0.414894 0.471480 0.030 Uiso 1 1 calc R U . . .
C6 C 0.6517(2) 0.34633(17) 0.29299(12) 0.0169(5) Uani 1 1 d . . . . .
C7 C 0.7576(2) 0.33196(19) 0.27200(13) 0.0227(6) Uani 1 1 d . . . . .
H7 H 0.788578 0.351945 0.232159 0.027 Uiso 1 1 calc R U . . .
C8 C 0.8092(2) 0.28178(18) 0.32193(14) 0.0228(6) Uani 1 1 d . . . . .
H8 H 0.881845 0.262235 0.321143 0.027 Uiso 1 1 calc R U . . .
C9 C 0.7350(2) 0.26525(17) 0.37355(13) 0.0182(5) Uani 1 1 d . . . . .
H9 H 0.749342 0.232969 0.412694 0.022 Uiso 1 1 calc R U . . .
C10 C 0.6339(2) 0.30644(16) 0.35560(11) 0.0138(5) Uani 1 1 d . . . . .
F11 F 0.57403(15) 0.38542(12) 0.25698(8) 0.0309(4) Uani 1 1 d . . . . .
B12 B 0.4252(3) 0.4148(2) 0.39407(17) 0.0224(6) Uani 1 1 d . . . . .
H12A H 0.464301 0.463455 0.416344 0.034 Uiso 1 1 calc R U . . .
H12B H 0.355814 0.405407 0.415555 0.034 Uiso 1 1 calc R U . . .
H12C H 0.413414 0.431732 0.348370 0.034 Uiso 1 1 calc R U . . .
C13 C 0.4370(2) 0.20852(16) 0.36316(12) 0.0154(5) Uani 1 1 d . . . . .
C14 C 0.3471(2) 0.17528(19) 0.39602(14) 0.0238(6) Uani 1 1 d . . . . .
H14 H 0.322842 0.204289 0.434684 0.029 Uiso 1 1 calc R U . . .
C15 C 0.2932(3) 0.1000(2) 0.37229(16) 0.0282(7) Uani 1 1 d . . . . .
H15 H 0.232630 0.076928 0.395080 0.034 Uiso 1 1 calc R U . . .
C16 C 0.3274(3) 0.05834(19) 0.31543(15) 0.0287(7) Uani 1 1 d . . . . .
H16 H 0.290572 0.006577 0.299411 0.034 Uiso 1 1 calc R U . . .
C17 C 0.4147(3) 0.09171(19) 0.28208(14) 0.0275(7) Uani 1 1 d . . . . .
H17 H 0.437174 0.063478 0.242718 0.033 Uiso 1 1 calc R U . . .
C18 C 0.4705(2) 0.16688(17) 0.30579(13) 0.0200(6) Uani 1 1 d . . . . .
H18 H 0.531105 0.189472 0.282819 0.024 Uiso 1 1 calc R U . . .
C19 C 0.5400(2) 0.26795(17) 0.47980(12) 0.0156(5) Uani 1 1 d . . . . .
C20 C 0.5801(2) 0.18119(19) 0.49130(13) 0.0205(6) Uani 1 1 d . . . . .
H20 H 0.589158 0.140227 0.455960 0.025 Uiso 1 1 calc R U . . .
C21 C 0.6070(3) 0.1545(2) 0.55410(15) 0.0281(7) Uani 1 1 d . . . . .
H21 H 0.634673 0.095481 0.561745 0.034 Uiso 1 1 calc R U . . .
C22 C 0.5932(3) 0.2143(3) 0.60584(14) 0.0346(8) Uani 1 1 d . . . . .
H22 H 0.612270 0.196355 0.648820 0.042 Uiso 1 1 calc R U . . .
C23 C 0.5517(3) 0.2998(2) 0.59483(14) 0.0320(7) Uani 1 1 d . . . . .
H23 H 0.541509 0.340179 0.630424 0.038 Uiso 1 1 calc R U . . .
C24 C 0.5248(2) 0.32715(19) 0.53202(13) 0.0219(6) Uani 1 1 d . . . . .
H24 H 0.496164 0.385929 0.524687 0.026 Uiso 1 1 calc R U . . .
Fe1 Fe 0.75234(3) 0.40111(2) 0.35979(2) 0.01443(11) Uani 1 1 d . . . . .
P1 P 0.50784(5) 0.30470(4) 0.39787(3) 0.01266(14) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.417(4) . ?
C1 C5 1.426(4) . ?
C1 Fe1 2.055(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.422(5) . ?
C2 Fe1 2.052(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.422(4) . ?
C3 Fe1 2.052(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.419(4) . ?
C4 Fe1 2.051(3) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.056(3) . ?
C5 H5 0.9500 . ?
C6 F11 1.347(3) . ?
C6 C7 1.404(4) . ?
C6 C10 1.429(3) . ?
C6 Fe1 2.025(3) . ?
C7 C8 1.417(4) . ?
C7 Fe1 2.069(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.426(4) . ?
C8 Fe1 2.051(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.446(4) . ?
C9 Fe1 2.037(3) . ?
C9 H9 0.9500 . ?
C10 P1 1.793(3) . ?
C10 Fe1 2.034(2) . ?
B12 P1 1.926(3) . ?
B12 H12A 0.9800 . ?
B12 H12B 0.9800 . ?
B12 H12C 0.9800 . ?
C13 C18 1.391(4) . ?
C13 C14 1.396(4) . ?
C13 P1 1.816(3) . ?
C14 C15 1.387(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.385(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.376(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.396(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C24 1.394(4) . ?
C19 C20 1.395(4) . ?
C19 P1 1.809(3) . ?
C20 C21 1.387(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.390(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.383(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.390(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C5 108.0(3) . . ?
C2 C1 Fe1 69.68(16) . . ?
C5 C1 Fe1 69.74(16) . . ?
C2 C1 H1 126.0 . . ?
C5 C1 H1 126.0 . . ?
Fe1 C1 H1 126.2 . . ?
C1 C2 C3 108.0(3) . . ?
C1 C2 Fe1 69.96(16) . . ?
C3 C2 Fe1 69.74(16) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 H2 126.0 . . ?
Fe1 C2 H2 125.9 . . ?
C2 C3 C4 108.0(3) . . ?
C2 C3 Fe1 69.72(16) . . ?
C4 C3 Fe1 69.70(16) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 H3 126.0 . . ?
Fe1 C3 H3 126.2 . . ?
C5 C4 C3 108.0(3) . . ?
C5 C4 Fe1 69.98(16) . . ?
C3 C4 Fe1 69.74(16) . . ?
C5 C4 H4 126.0 . . ?
C3 C4 H4 126.0 . . ?
Fe1 C4 H4 125.9 . . ?
C4 C5 C1 107.9(3) . . ?
C4 C5 Fe1 69.61(16) . . ?
C1 C5 Fe1 69.67(16) . . ?
C4 C5 H5 126.0 . . ?
C1 C5 H5 126.0 . . ?
Fe1 C5 H5 126.3 . . ?
F11 C6 C7 124.9(2) . . ?
F11 C6 C10 123.8(2) . . ?
C7 C6 C10 111.0(2) . . ?
F11 C6 Fe1 130.11(18) . . ?
C7 C6 Fe1 71.67(16) . . ?
C10 C6 Fe1 69.76(14) . . ?
C6 C7 C8 106.5(2) . . ?
C6 C7 Fe1 68.25(14) . . ?
C8 C7 Fe1 69.18(15) . . ?
C6 C7 H7 126.7 . . ?
C8 C7 H7 126.7 . . ?
Fe1 C7 H7 127.4 . . ?
C7 C8 C9 109.3(3) . . ?
C7 C8 Fe1 70.58(15) . . ?
C9 C8 Fe1 69.05(15) . . ?
C7 C8 H8 125.3 . . ?
C9 C8 H8 125.3 . . ?
Fe1 C8 H8 126.6 . . ?
C8 C9 C10 107.7(2) . . ?
C8 C9 Fe1 70.11(15) . . ?
C10 C9 Fe1 69.11(14) . . ?
C8 C9 H9 126.1 . . ?
C10 C9 H9 126.1 . . ?
Fe1 C9 H9 126.2 . . ?
C6 C10 C9 105.4(2) . . ?
C6 C10 P1 125.2(2) . . ?
C9 C10 P1 129.33(19) . . ?
C6 C10 Fe1 69.02(14) . . ?
C9 C10 Fe1 69.27(14) . . ?
P1 C10 Fe1 128.66(13) . . ?
P1 B12 H12A 109.5 . . ?
P1 B12 H12B 109.5 . . ?
H12A B12 H12B 109.5 . . ?
P1 B12 H12C 109.5 . . ?
H12A B12 H12C 109.5 . . ?
H12B B12 H12C 109.5 . . ?
C18 C13 C14 119.5(2) . . ?
C18 C13 P1 122.1(2) . . ?
C14 C13 P1 118.4(2) . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 120.1(3) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 120.3(3) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 119.7(3) . . ?
C13 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C24 C19 C20 119.6(2) . . ?
C24 C19 P1 119.6(2) . . ?
C20 C19 P1 120.8(2) . . ?
C21 C20 C19 120.3(3) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 119.8(3) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 120.1(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C19 119.8(3) . . ?
C23 C24 H24 120.1 . . ?
C19 C24 H24 120.1 . . ?
C6 Fe1 C10 41.23(10) . . ?
C6 Fe1 C9 68.56(11) . . ?
C10 Fe1 C9 41.62(10) . . ?
C6 Fe1 C8 67.37(11) . . ?
C10 Fe1 C8 69.20(11) . . ?
C9 Fe1 C8 40.84(11) . . ?
C6 Fe1 C4 148.72(11) . . ?
C10 Fe1 C4 167.93(11) . . ?
C9 Fe1 C4 127.93(12) . . ?
C8 Fe1 C4 106.44(12) . . ?
C6 Fe1 C2 111.47(11) . . ?
C10 Fe1 C2 118.10(11) . . ?
C9 Fe1 C2 150.46(12) . . ?
C8 Fe1 C2 168.45(12) . . ?
C4 Fe1 C2 68.22(12) . . ?
C6 Fe1 C3 118.12(11) . . ?
C10 Fe1 C3 150.69(12) . . ?
C9 Fe1 C3 166.84(12) . . ?
C8 Fe1 C3 128.92(13) . . ?
C4 Fe1 C3 40.55(12) . . ?
C2 Fe1 C3 40.54(13) . . ?
C6 Fe1 C1 133.20(12) . . ?
C10 Fe1 C1 109.35(11) . . ?
C9 Fe1 C1 116.74(12) . . ?
C8 Fe1 C1 148.62(12) . . ?
C4 Fe1 C1 68.13(12) . . ?
C2 Fe1 C1 40.36(12) . . ?
C3 Fe1 C1 68.01(13) . . ?
C6 Fe1 C5 170.73(12) . . ?
C10 Fe1 C5 130.14(11) . . ?
C9 Fe1 C5 106.97(11) . . ?
C8 Fe1 C5 115.01(12) . . ?
C4 Fe1 C5 40.41(12) . . ?
C2 Fe1 C5 68.11(12) . . ?
C3 Fe1 C5 68.03(12) . . ?
C1 Fe1 C5 40.59(12) . . ?
C6 Fe1 C7 40.08(11) . . ?
C10 Fe1 C7 69.36(10) . . ?
C9 Fe1 C7 68.78(11) . . ?
C8 Fe1 C7 40.24(12) . . ?
C4 Fe1 C7 115.10(12) . . ?
C2 Fe1 C7 131.51(12) . . ?
C3 Fe1 C7 108.36(12) . . ?
C1 Fe1 C7 170.77(12) . . ?
C5 Fe1 C7 147.12(13) . . ?
C10 P1 C19 104.99(12) . . ?
C10 P1 C13 104.31(12) . . ?
C19 P1 C13 103.68(12) . . ?
C10 P1 B12 115.88(13) . . ?
C19 P1 B12 114.14(13) . . ?
C13 P1 B12 112.60(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 -0.1(3) . . . . ?
Fe1 C1 C2 C3 -59.57(19) . . . . ?
C5 C1 C2 Fe1 59.42(19) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
Fe1 C2 C3 C4 -59.40(19) . . . . ?
C1 C2 C3 Fe1 59.71(19) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
Fe1 C3 C4 C5 -59.8(2) . . . . ?
C2 C3 C4 Fe1 59.41(19) . . . . ?
C3 C4 C5 C1 0.3(3) . . . . ?
Fe1 C4 C5 C1 -59.35(19) . . . . ?
C3 C4 C5 Fe1 59.6(2) . . . . ?
C2 C1 C5 C4 -0.1(3) . . . . ?
Fe1 C1 C5 C4 59.32(19) . . . . ?
C2 C1 C5 Fe1 -59.38(18) . . . . ?
F11 C6 C7 C8 -174.5(2) . . . . ?
C10 C6 C7 C8 0.0(3) . . . . ?
Fe1 C6 C7 C8 58.84(19) . . . . ?
F11 C6 C7 Fe1 126.6(3) . . . . ?
C10 C6 C7 Fe1 -58.80(18) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
Fe1 C7 C8 C9 58.32(19) . . . . ?
C6 C7 C8 Fe1 -58.25(18) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
Fe1 C8 C9 C10 59.10(17) . . . . ?
C7 C8 C9 Fe1 -59.25(19) . . . . ?
F11 C6 C10 C9 174.5(2) . . . . ?
C7 C6 C10 C9 -0.1(3) . . . . ?
Fe1 C6 C10 C9 -60.06(16) . . . . ?
F11 C6 C10 P1 -2.2(4) . . . . ?
C7 C6 C10 P1 -176.82(19) . . . . ?
Fe1 C6 C10 P1 123.25(19) . . . . ?
F11 C6 C10 Fe1 -125.4(2) . . . . ?
C7 C6 C10 Fe1 59.93(19) . . . . ?
C8 C9 C10 C6 0.2(3) . . . . ?
Fe1 C9 C10 C6 59.90(16) . . . . ?
C8 C9 C10 P1 176.67(19) . . . . ?
Fe1 C9 C10 P1 -123.6(2) . . . . ?
C8 C9 C10 Fe1 -59.72(18) . . . . ?
C18 C13 C14 C15 1.5(4) . . . . ?
P1 C13 C14 C15 -177.7(2) . . . . ?
C13 C14 C15 C16 -0.9(5) . . . . ?
C14 C15 C16 C17 -0.3(5) . . . . ?
C15 C16 C17 C18 1.0(5) . . . . ?
C14 C13 C18 C17 -0.8(4) . . . . ?
P1 C13 C18 C17 178.4(2) . . . . ?
C16 C17 C18 C13 -0.5(4) . . . . ?
C24 C19 C20 C21 -1.3(4) . . . . ?
P1 C19 C20 C21 178.4(2) . . . . ?
C19 C20 C21 C22 0.4(4) . . . . ?
C20 C21 C22 C23 0.7(5) . . . . ?
C21 C22 C23 C24 -0.8(5) . . . . ?
C22 C23 C24 C19 -0.1(5) . . . . ?
C20 C19 C24 C23 1.2(4) . . . . ?
P1 C19 C24 C23 -178.5(2) . . . . ?
C6 C10 P1 C19 -168.3(2) . . . . ?
C9 C10 P1 C19 15.9(3) . . . . ?
Fe1 C10 P1 C19 -78.11(18) . . . . ?
C6 C10 P1 C13 83.0(2) . . . . ?
C9 C10 P1 C13 -92.8(2) . . . . ?
Fe1 C10 P1 C13 173.17(15) . . . . ?
C6 C10 P1 B12 -41.4(3) . . . . ?
C9 C10 P1 B12 142.8(2) . . . . ?
Fe1 C10 P1 B12 48.8(2) . . . . ?
C24 C19 P1 C10 114.8(2) . . . . ?
C20 C19 P1 C10 -64.9(2) . . . . ?
C24 C19 P1 C13 -136.0(2) . . . . ?
C20 C19 P1 C13 44.2(2) . . . . ?
C24 C19 P1 B12 -13.1(3) . . . . ?
C20 C19 P1 B12 167.1(2) . . . . ?
C18 C13 P1 C10 -14.3(2) . . . . ?
C14 C13 P1 C10 164.9(2) . . . . ?
C18 C13 P1 C19 -124.0(2) . . . . ?
C14 C13 P1 C19 55.2(2) . . . . ?
C18 C13 P1 B12 112.2(2) . . . . ?
C14 C13 P1 B12 -68.7(2) . . . . ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3u-I_MT298
_database_code_depnum_ccdc_archive 'CCDC 1939213'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H12 F Fe I S'
_chemical_formula_sum            'C16 H12 F Fe I S'
_chemical_formula_weight         438.07
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   7.2000(7)
_cell_length_b                   10.0755(11)
_cell_length_c                   11.5617(11)
_cell_angle_alpha                64.721(3)
_cell_angle_beta                 78.205(3)
_cell_angle_gamma                84.196(4)
_cell_volume                     742.31(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9712
_cell_measurement_theta_min      2.2357
_cell_measurement_theta_max      28.3478
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.250
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.960
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             424
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    3.232
_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  0.315
_exptl_absorpt_correction_T_max  0.446

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_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_reflns_av_r_equivalents  0.0293
_diffrn_reflns_av_uneti/neti     0.0236
_diffrn_reflns_number            16448
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.198
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_reflns_number_total             3378
_reflns_number_gt                3214
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

#------------------------------------------------------------------------------#
#                            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)+(0.0179P)²+0.6682P] 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         3378
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0205
_refine_ls_wR_factor_ref         0.0496
_refine_ls_wR_factor_gt          0.0488
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_restrained_S_all      1.139
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.781
_refine_diff_density_rms         0.105

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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 -0.1691(3) 0.3498(3) 0.9581(2) 0.0286(5) Uani 1 1 d . . . . .
H1 H -0.184572 0.302216 1.050153 0.034 Uiso 1 1 calc R U . . .
C2 C -0.1982(3) 0.2858(3) 0.8755(3) 0.0274(5) Uani 1 1 d . . . . .
H2 H -0.236000 0.187895 0.902344 0.033 Uiso 1 1 calc R U . . .
C3 C -0.1609(3) 0.3943(2) 0.7454(2) 0.0209(4) Uani 1 1 d . . . . .
H3 H -0.170007 0.381742 0.669902 0.025 Uiso 1 1 calc R U . . .
C4 C -0.1077(3) 0.5243(2) 0.7480(2) 0.0196(4) Uani 1 1 d . . . . .
H4 H -0.074163 0.614124 0.674557 0.024 Uiso 1 1 calc R U . . .
C5 C -0.1132(3) 0.4968(3) 0.8799(2) 0.0251(5) Uani 1 1 d . . . . .
H5 H -0.084329 0.565015 0.910145 0.030 Uiso 1 1 calc R U . . .
C6 C 0.2485(3) 0.1808(2) 0.84163(18) 0.0136(3) Uani 1 1 d . . . . .
C7 C 0.2855(3) 0.2365(2) 0.92807(18) 0.0143(4) Uani 1 1 d . . . . .
C8 C 0.3409(3) 0.3855(2) 0.85314(19) 0.0163(4) Uani 1 1 d . . . . .
H8 H 0.373917 0.449903 0.886092 0.020 Uiso 1 1 calc R U . . .
C9 C 0.3380(3) 0.4211(2) 0.72020(19) 0.0167(4) Uani 1 1 d . . . . .
H9 H 0.369055 0.513274 0.649201 0.020 Uiso 1 1 calc R U . . .
C10 C 0.2799(3) 0.2932(2) 0.71215(18) 0.0147(4) Uani 1 1 d . . . . .
F11 F 0.20199(18) 0.04239(13) 0.87419(12) 0.0214(3) Uani 1 1 d . . . . .
C12 C 0.4636(3) 0.2205(2) 0.51300(18) 0.0139(4) Uani 1 1 d . . . . .
C13 C 0.6226(3) 0.1995(2) 0.5706(2) 0.0172(4) Uani 1 1 d . . . . .
H13 H 0.614543 0.215798 0.646532 0.021 Uiso 1 1 calc R U . . .
C14 C 0.7938(3) 0.1543(2) 0.5155(2) 0.0241(4) Uani 1 1 d . . . . .
H14 H 0.902646 0.139210 0.554509 0.029 Uiso 1 1 calc R U . . .
C15 C 0.8062(3) 0.1311(3) 0.4042(2) 0.0268(5) Uani 1 1 d . . . . .
H15 H 0.923680 0.101574 0.366550 0.032 Uiso 1 1 calc R U . . .
C16 C 0.6473(3) 0.1511(2) 0.3478(2) 0.0236(4) Uani 1 1 d . . . . .
H16 H 0.655562 0.133593 0.272367 0.028 Uiso 1 1 calc R U . . .
C17 C 0.4760(3) 0.1966(2) 0.4012(2) 0.0192(4) Uani 1 1 d . . . . .
H17 H 0.367529 0.211358 0.361887 0.023 Uiso 1 1 calc R U . . .
Fe1 Fe 0.07581(4) 0.35517(3) 0.82909(2) 0.01088(7) Uani 1 1 d . . . . .
I1 I 0.28848(2) 0.11259(2) 1.12500(2) 0.02273(5) Uani 1 1 d . . . . .
S1 S 0.23955(7) 0.28011(6) 0.57327(5) 0.01989(11) 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 1.414(4) . ?
C1 C2 1.416(4) . ?
C1 Fe1 2.052(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.421(3) . ?
C2 Fe1 2.048(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.415(3) . ?
C3 Fe1 2.0511(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.421(3) . ?
C4 Fe1 2.0528(19) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.056(2) . ?
C5 H5 0.9500 . ?
C6 F11 1.339(2) . ?
C6 C7 1.415(3) . ?
C6 C10 1.428(3) . ?
C6 Fe1 2.0167(18) . ?
C7 C8 1.426(3) . ?
C7 Fe1 2.0472(18) . ?
C7 I1 2.0809(19) . ?
C8 C9 1.425(3) . ?
C8 Fe1 2.0542(19) . ?
C8 H8 0.9500 . ?
C9 C10 1.439(3) . ?
C9 Fe1 2.039(2) . ?
C9 H9 0.9500 . ?
C10 S1 1.7491(19) . ?
C10 Fe1 2.0253(19) . ?
C12 C13 1.393(3) . ?
C12 C17 1.396(3) . ?
C12 S1 1.775(2) . ?
C13 C14 1.395(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.389(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 108.3(2) . . ?
C5 C1 Fe1 70.00(13) . . ?
C2 C1 Fe1 69.65(12) . . ?
C5 C1 H1 125.9 . . ?
C2 C1 H1 125.9 . . ?
Fe1 C1 H1 126.1 . . ?
C1 C2 C3 107.8(2) . . ?
C1 C2 Fe1 69.96(13) . . ?
C3 C2 Fe1 69.83(12) . . ?
C1 C2 H2 126.1 . . ?
C3 C2 H2 126.1 . . ?
Fe1 C2 H2 125.7 . . ?
C4 C3 C2 108.07(19) . . ?
C4 C3 Fe1 69.89(11) . . ?
C2 C3 Fe1 69.60(12) . . ?
C4 C3 H3 126.0 . . ?
C2 C3 H3 126.0 . . ?
Fe1 C3 H3 126.1 . . ?
C3 C4 C5 107.9(2) . . ?
C3 C4 Fe1 69.76(11) . . ?
C5 C4 Fe1 69.89(11) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 125.9 . . ?
C1 C5 C4 107.9(2) . . ?
C1 C5 Fe1 69.72(12) . . ?
C4 C5 Fe1 69.65(11) . . ?
C1 C5 H5 126.0 . . ?
C4 C5 H5 126.0 . . ?
Fe1 C5 H5 126.2 . . ?
F11 C6 C7 125.66(17) . . ?
F11 C6 C10 124.92(17) . . ?
C7 C6 C10 109.32(17) . . ?
F11 C6 Fe1 128.72(13) . . ?
C7 C6 Fe1 70.79(11) . . ?
C10 C6 Fe1 69.63(11) . . ?
C6 C7 C8 107.69(16) . . ?
C6 C7 Fe1 68.47(10) . . ?
C8 C7 Fe1 69.92(11) . . ?
C6 C7 I1 125.03(14) . . ?
C8 C7 I1 126.91(14) . . ?
Fe1 C7 I1 132.40(10) . . ?
C9 C8 C7 108.16(17) . . ?
C9 C8 Fe1 69.05(11) . . ?
C7 C8 Fe1 69.40(11) . . ?
C9 C8 H8 125.9 . . ?
C7 C8 H8 125.9 . . ?
Fe1 C8 H8 127.2 . . ?
C8 C9 C10 108.19(17) . . ?
C8 C9 Fe1 70.19(11) . . ?
C10 C9 Fe1 68.75(11) . . ?
C8 C9 H9 125.9 . . ?
C10 C9 H9 125.9 . . ?
Fe1 C9 H9 126.7 . . ?
C6 C10 C9 106.64(16) . . ?
C6 C10 S1 126.21(15) . . ?
C9 C10 S1 127.02(15) . . ?
C6 C10 Fe1 68.99(10) . . ?
C9 C10 Fe1 69.77(11) . . ?
S1 C10 Fe1 122.96(10) . . ?
C13 C12 C17 120.21(18) . . ?
C13 C12 S1 123.22(15) . . ?
C17 C12 S1 116.56(15) . . ?
C12 C13 C14 119.32(19) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C15 C14 C13 120.4(2) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C16 C15 C14 120.0(2) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.2(2) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 119.80(19) . . ?
C16 C17 H17 120.1 . . ?
C12 C17 H17 120.1 . . ?
C6 Fe1 C10 41.38(8) . . ?
C6 Fe1 C9 69.09(8) . . ?
C10 Fe1 C9 41.48(8) . . ?
C6 Fe1 C7 40.74(7) . . ?
C10 Fe1 C7 69.42(7) . . ?
C9 Fe1 C7 68.81(8) . . ?
C6 Fe1 C2 107.67(9) . . ?
C10 Fe1 C2 122.06(9) . . ?
C9 Fe1 C2 158.58(9) . . ?
C7 Fe1 C2 123.40(9) . . ?
C6 Fe1 C3 121.24(8) . . ?
C10 Fe1 C3 104.87(8) . . ?
C9 Fe1 C3 121.70(9) . . ?
C7 Fe1 C3 158.06(9) . . ?
C2 Fe1 C3 40.57(9) . . ?
C6 Fe1 C1 124.94(9) . . ?
C10 Fe1 C1 159.85(10) . . ?
C9 Fe1 C1 158.37(10) . . ?
C7 Fe1 C1 109.86(8) . . ?
C2 Fe1 C1 40.39(10) . . ?
C3 Fe1 C1 67.90(9) . . ?
C6 Fe1 C4 156.32(8) . . ?
C10 Fe1 C4 119.58(8) . . ?
C9 Fe1 C4 105.93(8) . . ?
C7 Fe1 C4 160.92(8) . . ?
C2 Fe1 C4 68.08(9) . . ?
C3 Fe1 C4 40.34(9) . . ?
C1 Fe1 C4 67.90(9) . . ?
C6 Fe1 C8 68.57(8) . . ?
C10 Fe1 C8 69.33(8) . . ?
C9 Fe1 C8 40.76(8) . . ?
C7 Fe1 C8 40.68(8) . . ?
C2 Fe1 C8 159.50(9) . . ?
C3 Fe1 C8 158.88(9) . . ?
C1 Fe1 C8 124.09(9) . . ?
C4 Fe1 C8 123.60(9) . . ?
C6 Fe1 C5 161.62(9) . . ?
C10 Fe1 C5 156.36(9) . . ?
C9 Fe1 C5 121.70(9) . . ?
C7 Fe1 C5 125.53(8) . . ?
C2 Fe1 C5 67.96(10) . . ?
C3 Fe1 C5 67.89(9) . . ?
C1 Fe1 C5 40.28(10) . . ?
C4 Fe1 C5 40.46(9) . . ?
C8 Fe1 C5 108.88(9) . . ?
C10 S1 C12 102.81(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 -0.3(2) . . . . ?
Fe1 C1 C2 C3 -59.84(14) . . . . ?
C5 C1 C2 Fe1 59.55(15) . . . . ?
C1 C2 C3 C4 0.4(2) . . . . ?
Fe1 C2 C3 C4 -59.52(14) . . . . ?
C1 C2 C3 Fe1 59.92(14) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
Fe1 C3 C4 C5 -59.70(14) . . . . ?
C2 C3 C4 Fe1 59.34(14) . . . . ?
C2 C1 C5 C4 0.1(2) . . . . ?
Fe1 C1 C5 C4 59.40(15) . . . . ?
C2 C1 C5 Fe1 -59.33(15) . . . . ?
C3 C4 C5 C1 0.2(2) . . . . ?
Fe1 C4 C5 C1 -59.44(15) . . . . ?
C3 C4 C5 Fe1 59.62(14) . . . . ?
F11 C6 C7 C8 176.45(17) . . . . ?
C10 C6 C7 C8 0.0(2) . . . . ?
Fe1 C6 C7 C8 -59.12(13) . . . . ?
F11 C6 C7 Fe1 -124.42(19) . . . . ?
C10 C6 C7 Fe1 59.15(13) . . . . ?
F11 C6 C7 I1 3.1(3) . . . . ?
C10 C6 C7 I1 -173.35(13) . . . . ?
Fe1 C6 C7 I1 127.50(14) . . . . ?
C6 C7 C8 C9 -0.1(2) . . . . ?
Fe1 C7 C8 C9 -58.31(13) . . . . ?
I1 C7 C8 C9 173.13(13) . . . . ?
C6 C7 C8 Fe1 58.22(13) . . . . ?
I1 C7 C8 Fe1 -128.56(15) . . . . ?
C7 C8 C9 C10 0.1(2) . . . . ?
Fe1 C8 C9 C10 -58.41(13) . . . . ?
C7 C8 C9 Fe1 58.53(13) . . . . ?
F11 C6 C10 C9 -176.41(17) . . . . ?
C7 C6 C10 C9 0.0(2) . . . . ?
Fe1 C6 C10 C9 59.90(13) . . . . ?
F11 C6 C10 S1 7.5(3) . . . . ?
C7 C6 C10 S1 -176.03(14) . . . . ?
Fe1 C6 C10 S1 -116.17(15) . . . . ?
F11 C6 C10 Fe1 123.68(18) . . . . ?
C7 C6 C10 Fe1 -59.86(13) . . . . ?
C8 C9 C10 C6 -0.1(2) . . . . ?
Fe1 C9 C10 C6 -59.40(13) . . . . ?
C8 C9 C10 S1 175.93(14) . . . . ?
Fe1 C9 C10 S1 116.63(16) . . . . ?
C8 C9 C10 Fe1 59.30(13) . . . . ?
C17 C12 C13 C14 -0.1(3) . . . . ?
S1 C12 C13 C14 -179.14(16) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
C13 C14 C15 C16 -0.8(3) . . . . ?
C14 C15 C16 C17 1.0(3) . . . . ?
C15 C16 C17 C12 -0.8(3) . . . . ?
C13 C12 C17 C16 0.3(3) . . . . ?
S1 C12 C17 C16 179.41(16) . . . . ?
C6 C10 S1 C12 -92.55(18) . . . . ?
C9 C10 S1 C12 92.17(18) . . . . ?
Fe1 C10 S1 C12 -179.39(12) . . . . ?
C13 C12 S1 C10 -2.18(19) . . . . ?
C17 C12 S1 C10 178.72(16) . . . . ?
####################################################################### 
# 
# 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_3p-Br_MT322
_database_code_depnum_ccdc_archive 'CCDC 1939210'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;

# Date of experiment: 15 avril 2019                                            #


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C10 H7 Br Cl F Fe'
_chemical_formula_sum            'C10 H7 Br Cl F Fe'
_chemical_formula_weight         317.37
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   6.5459(10)
_cell_length_b                   10.4479(17)
_cell_length_c                   15.037(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.505(6)
_cell_angle_gamma                90
_cell_volume                     1028.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    6766
_cell_measurement_theta_min      2.3740
_cell_measurement_theta_max      27.4624
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.051
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             616
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    5.579
_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  0.407
_exptl_absorpt_correction_T_max  0.572

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0319
_diffrn_reflns_av_uneti/neti     0.0290
_diffrn_reflns_number            8915
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.374
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_reflns_number_total             2361
_reflns_number_gt                2060
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0427P)²+1.0819P] 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         2361
_refine_ls_number_parameters     108
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0829
_refine_ls_wR_factor_gt          0.0787
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.002
_refine_diff_density_max         0.510
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.102

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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 0.69591(5) 0.25850(3) 0.38078(2) 0.02057(11) Uani 1 1 d . . . . .
C1A C 0.8708(9) 0.2956(4) 0.2725(4) 0.0395(6) Uani 0.519(5) 1 d G . P A 1
H1A H 0.962574 0.237799 0.245566 0.047 Uiso 0.519(5) 1 calc R U P A 1
C2A C 0.9206(6) 0.3833(6) 0.3419(4) 0.0395(6) Uani 0.519(5) 1 d G . P A 1
H2A H 1.051517 0.394407 0.369559 0.047 Uiso 0.519(5) 1 calc R U P A 1
C3A C 0.7403(10) 0.4515(4) 0.3626(3) 0.0395(6) Uani 0.519(5) 1 d G . P A 1
H3A H 0.729458 0.516155 0.406655 0.047 Uiso 0.519(5) 1 calc R U P A 1
C4A C 0.5791(5) 0.4059(6) 0.3061(4) 0.0395(6) Uani 0.519(5) 1 d G . P A 1
H4A H 0.441472 0.434793 0.305589 0.047 Uiso 0.519(5) 1 calc R U P A 1
C5A C 0.6598(10) 0.3096(5) 0.2503(3) 0.0395(6) Uani 0.519(5) 1 d G . P A 1
H5A H 0.585546 0.262760 0.206031 0.047 Uiso 0.519(5) 1 calc R U P A 1
C1B C 0.7749(12) 0.2913(4) 0.2524(3) 0.0344(16) Uani 0.481(5) 1 d G . P A 2
H1B H 0.798375 0.227521 0.208772 0.041 Uiso 0.481(5) 1 calc R U P A 2
C2B C 0.9239(6) 0.3438(6) 0.3122(4) 0.0395(6) Uani 0.481(5) 1 d G . P A 2
H2B H 1.064510 0.321292 0.315754 0.047 Uiso 0.481(5) 1 calc R U P A 2
C3B C 0.8258(10) 0.4358(5) 0.3660(3) 0.0395(6) Uani 0.481(5) 1 d G . P A 2
H3B H 0.889295 0.485696 0.411725 0.047 Uiso 0.481(5) 1 calc R U P A 2
C4B C 0.6162(9) 0.4402(5) 0.3393(4) 0.0395(6) Uani 0.481(5) 1 d G . P A 2
H4B H 0.514871 0.493531 0.364056 0.047 Uiso 0.481(5) 1 calc R U P A 2
C5B C 0.5848(7) 0.3509(6) 0.2691(4) 0.0395(6) Uani 0.481(5) 1 d G . P A 2
H5B H 0.458679 0.333970 0.238624 0.047 Uiso 0.481(5) 1 calc R U P A 2
C6 C 0.4941(4) 0.2068(3) 0.47293(17) 0.0234(5) Uani 1 1 d . . . . .
C7 C 0.6911(4) 0.2206(3) 0.51233(18) 0.0269(5) Uani 1 1 d . . . . .
C8 C 0.8239(4) 0.1341(3) 0.46981(19) 0.0297(6) Uani 1 1 d . . . . .
H8 H 0.965514 0.123495 0.483116 0.036 Uiso 1 1 calc R U . . .
C9 C 0.7096(4) 0.0667(3) 0.40441(18) 0.0266(6) Uani 1 1 d . . . . .
H9 H 0.760495 0.002491 0.366108 0.032 Uiso 1 1 calc R U . . .
C10 C 0.5043(4) 0.1116(2) 0.40579(16) 0.0219(5) Uani 1 1 d . . . . .
Br1 Br 0.28998(6) 0.05438(4) 0.33793(3) 0.03351(15) Uani 0.572(2) 1 d . . P . .
Cl1 Cl 0.28998(6) 0.05438(4) 0.33793(3) 0.03351(15) Uani 0.428(2) 1 d . . P . .
F2 F 0.3206(3) 0.26791(18) 0.49929(13) 0.0385(4) Uani 1 1 d . . . . .
Cl3 Cl 0.75741(10) 0.32334(7) 0.60327(4) 0.0572(2) Uani 0.572(2) 1 d . . P . .
Br3 Br 0.75741(10) 0.32334(7) 0.60327(4) 0.0572(2) Uani 0.428(2) 1 d . . P . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C6 2.013(2) . ?
Fe1 C7 2.018(3) . ?
Fe1 C10 2.024(2) . ?
Fe1 C8 2.030(3) . ?
Fe1 C9 2.037(3) . ?
Fe1 C5A 2.041(4) . ?
Fe1 C2B 2.041(5) . ?
Fe1 C1B 2.041(4) . ?
Fe1 C4A 2.043(4) . ?
Fe1 C1A 2.052(4) . ?
Fe1 C3B 2.053(5) . ?
Fe1 C5B 2.054(4) . ?
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 F2 1.371(3) . ?
C6 C7 1.412(4) . ?
C6 C10 1.420(4) . ?
C7 C8 1.418(4) . ?
C7 Cl3 1.783(3) . ?
C8 C9 1.409(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.424(4) . ?
C9 H9 0.9500 . ?
C10 Br1 1.814(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Fe1 C7 41.02(11) . . ?
C6 Fe1 C10 41.19(10) . . ?
C7 Fe1 C10 69.12(11) . . ?
C6 Fe1 C8 68.97(11) . . ?
C7 Fe1 C8 40.99(11) . . ?
C10 Fe1 C8 68.84(11) . . ?
C6 Fe1 C9 69.05(10) . . ?
C7 Fe1 C9 68.77(11) . . ?
C10 Fe1 C9 41.05(10) . . ?
C8 Fe1 C9 40.53(12) . . ?
C6 Fe1 C5A 132.08(19) . . ?
C7 Fe1 C5A 171.5(2) . . ?
C10 Fe1 C5A 108.68(13) . . ?
C8 Fe1 C5A 146.8(2) . . ?
C9 Fe1 C5A 115.37(17) . . ?
C6 Fe1 C2B 165.2(2) . . ?
C7 Fe1 C2B 127.7(2) . . ?
C10 Fe1 C2B 152.9(2) . . ?
C8 Fe1 C2B 108.54(14) . . ?
C9 Fe1 C2B 119.24(17) . . ?
C6 Fe1 C1B 152.1(2) . . ?
C7 Fe1 C1B 166.2(2) . . ?
C10 Fe1 C1B 118.48(18) . . ?
C8 Fe1 C1B 128.4(2) . . ?
C9 Fe1 C1B 108.61(14) . . ?
C2B Fe1 C1B 40.71(8) . . ?
C6 Fe1 C4A 109.76(14) . . ?
C7 Fe1 C4A 132.2(2) . . ?
C10 Fe1 C4A 116.69(15) . . ?
C8 Fe1 C4A 170.7(2) . . ?
C9 Fe1 C4A 148.4(2) . . ?
C5A Fe1 C4A 40.70(8) . . ?
C6 Fe1 C1A 170.7(2) . . ?
C7 Fe1 C1A 146.9(2) . . ?
C10 Fe1 C1A 130.71(18) . . ?
C8 Fe1 C1A 114.53(16) . . ?
C9 Fe1 C1A 107.55(13) . . ?
C5A Fe1 C1A 40.60(8) . . ?
C4A Fe1 C1A 68.26(10) . . ?
C6 Fe1 C3B 126.74(19) . . ?
C7 Fe1 C3B 107.48(15) . . ?
C10 Fe1 C3B 164.8(2) . . ?
C8 Fe1 C3B 118.95(18) . . ?
C9 Fe1 C3B 152.9(2) . . ?
C2B Fe1 C3B 40.59(8) . . ?
C1B Fe1 C3B 68.27(10) . . ?
C6 Fe1 C5B 117.67(18) . . ?
C7 Fe1 C5B 151.6(2) . . ?
C10 Fe1 C5B 107.49(14) . . ?
C8 Fe1 C5B 166.2(2) . . ?
C9 Fe1 C5B 128.2(2) . . ?
C2B Fe1 C5B 68.27(10) . . ?
C1B Fe1 C5B 40.58(8) . . ?
C3B Fe1 C5B 68.04(10) . . ?
C5A C1A C2A 108.0 . . ?
C5A C1A Fe1 69.26(17) . . ?
C2A C1A Fe1 70.17(17) . . ?
C5A C1A H1A 126.0 . . ?
C2A C1A H1A 126.0 . . ?
Fe1 C1A H1A 126.1 . . ?
C1A C2A C3A 108.0 . . ?
C1A C2A Fe1 69.45(17) . . ?
C3A C2A Fe1 69.61(17) . . ?
C1A C2A H2A 126.0 . . ?
C3A C2A H2A 126.0 . . ?
Fe1 C2A H2A 126.5 . . ?
C2A C3A C4A 108.0 . . ?
C2A C3A Fe1 70.04(17) . . ?
C4A C3A Fe1 69.24(17) . . ?
C2A C3A H3A 126.0 . . ?
C4A C3A H3A 126.0 . . ?
Fe1 C3A H3A 126.3 . . ?
C5A C4A C3A 108.0 . . ?
C5A C4A Fe1 69.56(17) . . ?
C3A C4A Fe1 70.23(17) . . ?
C5A C4A H4A 126.0 . . ?
C3A C4A H4A 126.0 . . ?
Fe1 C4A H4A 125.8 . . ?
C1A C5A C4A 108.0 . . ?
C1A C5A Fe1 70.14(17) . . ?
C4A C5A Fe1 69.74(17) . . ?
C1A C5A H5A 126.0 . . ?
C4A C5A H5A 126.0 . . ?
Fe1 C5A H5A 125.7 . . ?
C2B C1B C5B 108.0 . . ?
C2B C1B Fe1 69.62(18) . . ?
C5B C1B Fe1 70.19(18) . . ?
C2B C1B H1B 126.0 . . ?
C5B C1B H1B 126.0 . . ?
Fe1 C1B H1B 125.8 . . ?
C1B C2B C3B 108.0 . . ?
C1B C2B Fe1 69.66(17) . . ?
C3B C2B Fe1 70.17(17) . . ?
C1B C2B H2B 126.0 . . ?
C3B C2B H2B 126.0 . . ?
Fe1 C2B H2B 125.7 . . ?
C4B C3B C2B 108.0 . . ?
C4B C3B Fe1 70.12(18) . . ?
C2B C3B Fe1 69.24(17) . . ?
C4B C3B H3B 126.0 . . ?
C2B C3B H3B 126.0 . . ?
Fe1 C3B H3B 126.2 . . ?
C3B C4B C5B 108.0 . . ?
C3B C4B Fe1 69.50(18) . . ?
C5B C4B Fe1 69.54(17) . . ?
C3B C4B H4B 126.0 . . ?
C5B C4B H4B 126.0 . . ?
Fe1 C4B H4B 126.5 . . ?
C4B C5B C1B 108.0 . . ?
C4B C5B Fe1 70.09(17) . . ?
C1B C5B Fe1 69.23(17) . . ?
C4B C5B H5B 126.0 . . ?
C1B C5B H5B 126.0 . . ?
Fe1 C5B H5B 126.2 . . ?
F2 C6 C7 125.8(2) . . ?
F2 C6 C10 125.9(2) . . ?
C7 C6 C10 108.1(2) . . ?
F2 C6 Fe1 129.61(19) . . ?
C7 C6 Fe1 69.69(15) . . ?
C10 C6 Fe1 69.82(14) . . ?
C6 C7 C8 108.0(2) . . ?
C6 C7 Cl3 125.8(2) . . ?
C8 C7 Cl3 126.2(2) . . ?
C6 C7 Fe1 69.30(15) . . ?
C8 C7 Fe1 69.97(15) . . ?
Cl3 C7 Fe1 128.60(16) . . ?
C9 C8 C7 108.3(2) . . ?
C9 C8 Fe1 69.98(15) . . ?
C7 C8 Fe1 69.05(15) . . ?
C9 C8 H8 125.9 . . ?
C7 C8 H8 125.9 . . ?
Fe1 C8 H8 126.7 . . ?
C8 C9 C10 108.0(2) . . ?
C8 C9 Fe1 69.48(16) . . ?
C10 C9 Fe1 68.98(14) . . ?
C8 C9 H9 126.0 . . ?
C10 C9 H9 126.0 . . ?
Fe1 C9 H9 127.1 . . ?
C6 C10 C9 107.6(2) . . ?
C6 C10 Br1 125.50(19) . . ?
C9 C10 Br1 126.8(2) . . ?
C6 C10 Fe1 69.00(14) . . ?
C9 C10 Fe1 69.96(15) . . ?
Br1 C10 Fe1 128.26(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 -59.13(17) . . . . ?
C5A C1A C2A Fe1 59.13(17) . . . . ?
C1A C2A C3A C4A 0.0 . . . . ?
Fe1 C2A C3A C4A -59.03(17) . . . . ?
C1A C2A C3A Fe1 59.03(17) . . . . ?
C2A C3A C4A C5A 0.0 . . . . ?
Fe1 C3A C4A C5A -59.54(17) . . . . ?
C2A C3A C4A Fe1 59.54(17) . . . . ?
C2A C1A C5A C4A 0.0 . . . . ?
Fe1 C1A C5A C4A 59.70(17) . . . . ?
C2A C1A C5A Fe1 -59.70(17) . . . . ?
C3A C4A C5A C1A 0.0 . . . . ?
Fe1 C4A C5A C1A -59.95(17) . . . . ?
C3A C4A C5A Fe1 59.95(17) . . . . ?
C5B C1B C2B C3B 0.0 . . . . ?
Fe1 C1B C2B C3B -59.95(17) . . . . ?
C5B C1B C2B Fe1 59.95(17) . . . . ?
C1B C2B C3B C4B 0.0 . . . . ?
Fe1 C2B C3B C4B -59.63(17) . . . . ?
C1B C2B C3B Fe1 59.63(17) . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
Fe1 C3B C4B C5B -59.08(16) . . . . ?
C2B C3B C4B Fe1 59.08(16) . . . . ?
C3B C4B C5B C1B 0.0 . . . . ?
Fe1 C4B C5B C1B -59.06(17) . . . . ?
C3B C4B C5B Fe1 59.06(17) . . . . ?
C2B C1B C5B C4B 0.0 . . . . ?
Fe1 C1B C5B C4B 59.59(17) . . . . ?
C2B C1B C5B Fe1 -59.59(17) . . . . ?
F2 C6 C7 C8 175.7(2) . . . . ?
C10 C6 C7 C8 0.0(3) . . . . ?
Fe1 C6 C7 C8 -59.47(19) . . . . ?
F2 C6 C7 Cl3 -1.5(4) . . . . ?
C10 C6 C7 Cl3 -177.2(2) . . . . ?
Fe1 C6 C7 Cl3 123.3(2) . . . . ?
F2 C6 C7 Fe1 -124.8(3) . . . . ?
C10 C6 C7 Fe1 59.46(18) . . . . ?
C6 C7 C8 C9 -0.1(3) . . . . ?
Cl3 C7 C8 C9 177.0(2) . . . . ?
Fe1 C7 C8 C9 -59.19(19) . . . . ?
C6 C7 C8 Fe1 59.06(19) . . . . ?
Cl3 C7 C8 Fe1 -123.8(2) . . . . ?
C7 C8 C9 C10 0.2(3) . . . . ?
Fe1 C8 C9 C10 -58.38(18) . . . . ?
C7 C8 C9 Fe1 58.61(19) . . . . ?
F2 C6 C10 C9 -175.5(2) . . . . ?
C7 C6 C10 C9 0.1(3) . . . . ?
Fe1 C6 C10 C9 59.53(18) . . . . ?
F2 C6 C10 Br1 2.2(4) . . . . ?
C7 C6 C10 Br1 177.87(19) . . . . ?
Fe1 C6 C10 Br1 -122.7(2) . . . . ?
F2 C6 C10 Fe1 124.9(3) . . . . ?
C7 C6 C10 Fe1 -59.38(19) . . . . ?
C8 C9 C10 C6 -0.2(3) . . . . ?
Fe1 C9 C10 C6 -58.92(18) . . . . ?
C8 C9 C10 Br1 -177.92(19) . . . . ?
Fe1 C9 C10 Br1 123.4(2) . . . . ?
C8 C9 C10 Fe1 58.69(18) . . . . ?

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

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................


####################################################################### 
# 
# 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_3r-I_MT291
_database_code_depnum_ccdc_archive 'CCDC 1939214'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C10 H7 F Fe I2'
_chemical_formula_sum            'C10 H7 F Fe I2'
_chemical_formula_weight         455.81
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   12.2100(9)
_cell_length_b                   28.6668(18)
_cell_length_c                   6.6319(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.875(3)
_cell_angle_gamma                90
_cell_volume                     2279.6(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9776
_cell_measurement_theta_min      3.2076
_cell_measurement_theta_max      27.4847
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       stick
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.065
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.656
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1664
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    6.710
_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  0.395
_exptl_absorpt_correction_T_max  0.647

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_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_reflns_av_r_equivalents  0.0340
_diffrn_reflns_av_uneti/neti     0.0226
_diffrn_reflns_number            32828
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.208
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             5220
_reflns_number_gt                4893
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

#------------------------------------------------------------------------------#
#                            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)+(0.0053P)²+13.6867P] 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         5220
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0692
_refine_ls_wR_factor_gt          0.0683
_refine_ls_goodness_of_fit_ref   1.275
_refine_ls_restrained_S_all      1.275
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.056
_refine_diff_density_min         -1.295
_refine_diff_density_rms         0.159

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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 0.74278(5) 0.63908(2) 0.88202(9) 0.01353(13) Uani 1 1 d . . . . .
I1 I 0.46893(3) 0.70234(2) 0.76713(6) 0.03147(9) Uani 1 1 d . . . . .
I2 I 0.94364(3) 0.67877(2) 0.56353(5) 0.02779(9) Uani 1 1 d . . . . .
C1 C 0.7128(4) 0.57294(16) 0.7674(8) 0.0217(10) Uani 1 1 d . . . . .
H1 H 0.686389 0.564946 0.627661 0.026 Uiso 1 1 calc R U . . .
C2 C 0.6458(4) 0.58252(17) 0.9168(9) 0.0250(11) Uani 1 1 d . . . . .
H2 H 0.566649 0.581970 0.894187 0.030 Uiso 1 1 calc R U . . .
C3 C 0.7177(5) 0.59297(18) 1.1044(8) 0.0273(11) Uani 1 1 d . . . . .
H3 H 0.695075 0.600624 1.229744 0.033 Uiso 1 1 calc R U . . .
C4 C 0.8295(4) 0.59010(18) 1.0738(8) 0.0247(10) Uani 1 1 d . . . . .
H4 H 0.894664 0.595588 1.174415 0.030 Uiso 1 1 calc R U . . .
C5 C 0.8263(4) 0.57755(18) 0.8657(9) 0.0260(11) Uani 1 1 d . . . . .
H5 H 0.889215 0.573002 0.802861 0.031 Uiso 1 1 calc R U . . .
C6 C 0.7013(4) 0.68499(16) 0.6501(7) 0.0163(9) Uani 1 1 d . . . . .
C7 C 0.6412(4) 0.69528(16) 0.8073(7) 0.0176(9) Uani 1 1 d . . . . .
C8 C 0.7206(4) 0.70465(16) 0.9896(7) 0.0204(10) Uani 1 1 d . . . . .
H8 H 0.704289 0.712749 1.119616 0.024 Uiso 1 1 calc R U . . .
C9 C 0.8295(4) 0.69967(16) 0.9414(7) 0.0202(9) Uani 1 1 d . . . . .
H9 H 0.898237 0.703662 1.034372 0.024 Uiso 1 1 calc R U . . .
C10 C 0.8169(4) 0.68767(16) 0.7293(7) 0.0186(9) Uani 1 1 d . . . . .
F11 F 0.6553(2) 0.67691(11) 0.4527(4) 0.0241(6) Uani 1 1 d . . . . .
Fe2 Fe 0.27820(5) 0.58431(2) 0.25866(10) 0.01352(13) Uani 1 1 d . . . . .
I11 I 0.16772(3) 0.51041(2) 0.63209(5) 0.02615(8) Uani 1 1 d . . . . .
I12 I 0.17217(3) 0.70549(2) 0.21402(6) 0.03001(9) Uani 1 1 d . . . . .
C21 C 0.3855(4) 0.5873(2) 0.0576(9) 0.0268(5) Uani 1 1 d . . . . .
H21 H 0.366214 0.596264 -0.082594 0.032 Uiso 1 1 calc R U . . .
C22 C 0.4226(4) 0.6178(2) 0.2262(8) 0.0268(5) Uani 1 1 d . . . . .
H22 H 0.433570 0.650500 0.218246 0.032 Uiso 1 1 calc R U . . .
C23 C 0.4402(4) 0.5906(2) 0.4081(9) 0.0268(5) Uani 1 1 d . . . . .
H23 H 0.464246 0.602000 0.543686 0.032 Uiso 1 1 calc R U . . .
C24 C 0.4159(4) 0.5434(2) 0.3526(9) 0.0268(5) Uani 1 1 d . . . . .
H24 H 0.421136 0.517718 0.444494 0.032 Uiso 1 1 calc R U . . .
C25 C 0.3822(4) 0.5412(2) 0.1350(9) 0.0268(5) Uani 1 1 d . . . . .
H25 H 0.361271 0.513910 0.056029 0.032 Uiso 1 1 calc R U . . .
C26 C 0.1802(4) 0.61006(16) 0.4441(7) 0.0166(9) Uani 1 1 d . . . . .
C27 C 0.1570(4) 0.56171(16) 0.4076(7) 0.0169(9) Uani 1 1 d . . . . .
C28 C 0.1220(4) 0.55574(17) 0.1906(7) 0.0184(9) Uani 1 1 d . . . . .
H28 H 0.101366 0.527087 0.121949 0.022 Uiso 1 1 calc R U . . .
C29 C 0.1235(4) 0.60047(18) 0.0951(7) 0.0190(9) Uani 1 1 d . . . . .
H29 H 0.103644 0.606757 -0.047739 0.023 Uiso 1 1 calc R U . . .
C30 C 0.1603(4) 0.63402(17) 0.2532(7) 0.0183(9) Uani 1 1 d . . . . .
F31 F 0.2100(3) 0.63007(11) 0.6288(4) 0.0265(6) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C6 2.015(5) . ?
Fe1 C10 2.032(5) . ?
Fe1 C9 2.034(5) . ?
Fe1 C7 2.036(5) . ?
Fe1 C3 2.046(5) . ?
Fe1 C2 2.046(5) . ?
Fe1 C8 2.047(5) . ?
Fe1 C1 2.050(5) . ?
Fe1 C4 2.050(5) . ?
Fe1 C5 2.050(5) . ?
I1 C7 2.080(5) . ?
I2 C10 2.076(5) . ?
C1 C5 1.422(7) . ?
C1 C2 1.425(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.413(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.420(8) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 F11 1.343(5) . ?
C6 C10 1.412(7) . ?
C6 C7 1.414(6) . ?
C7 C8 1.425(7) . ?
C8 C9 1.432(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.428(7) . ?
C9 H9 0.9500 . ?
Fe2 C26 2.011(5) . ?
Fe2 C30 2.021(5) . ?
Fe2 C27 2.034(5) . ?
Fe2 C21 2.040(5) . ?
Fe2 C29 2.046(5) . ?
Fe2 C28 2.046(5) . ?
Fe2 C23 2.047(5) . ?
Fe2 C24 2.048(5) . ?
Fe2 C25 2.050(5) . ?
Fe2 C22 2.054(5) . ?
I11 C27 2.079(4) . ?
I12 C30 2.074(5) . ?
C21 C25 1.421(8) . ?
C21 C22 1.424(8) . ?
C21 H21 0.9500 . ?
C22 C23 1.418(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.419(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.425(8) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 F31 1.339(5) . ?
C26 C30 1.421(6) . ?
C26 C27 1.426(7) . ?
C27 C28 1.432(6) . ?
C28 C29 1.432(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.431(7) . ?
C29 H29 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
C6 Fe1 C10 40.84(19) . . ?
C6 Fe1 C9 68.70(19) . . ?
C10 Fe1 C9 41.11(19) . . ?
C6 Fe1 C7 40.84(18) . . ?
C10 Fe1 C7 69.16(19) . . ?
C9 Fe1 C7 69.0(2) . . ?
C6 Fe1 C3 157.2(2) . . ?
C10 Fe1 C3 160.6(2) . . ?
C9 Fe1 C3 123.7(2) . . ?
C7 Fe1 C3 121.3(2) . . ?
C6 Fe1 C2 122.4(2) . . ?
C10 Fe1 C2 157.0(2) . . ?
C9 Fe1 C2 161.1(2) . . ?
C7 Fe1 C2 108.4(2) . . ?
C3 Fe1 C2 40.4(2) . . ?
C6 Fe1 C8 68.61(18) . . ?
C10 Fe1 C8 69.18(19) . . ?
C9 Fe1 C8 41.1(2) . . ?
C7 Fe1 C8 40.86(19) . . ?
C3 Fe1 C8 107.1(2) . . ?
C2 Fe1 C8 124.8(2) . . ?
C6 Fe1 C1 108.6(2) . . ?
C10 Fe1 C1 121.0(2) . . ?
C9 Fe1 C1 155.8(2) . . ?
C7 Fe1 C1 125.7(2) . . ?
C3 Fe1 C1 68.2(2) . . ?
C2 Fe1 C1 40.7(2) . . ?
C8 Fe1 C1 162.3(2) . . ?
C6 Fe1 C4 161.3(2) . . ?
C10 Fe1 C4 123.5(2) . . ?
C9 Fe1 C4 106.0(2) . . ?
C7 Fe1 C4 155.8(2) . . ?
C3 Fe1 C4 40.6(2) . . ?
C2 Fe1 C4 68.3(2) . . ?
C8 Fe1 C4 120.0(2) . . ?
C1 Fe1 C4 68.4(2) . . ?
C6 Fe1 C5 125.3(2) . . ?
C10 Fe1 C5 106.9(2) . . ?
C9 Fe1 C5 119.9(2) . . ?
C7 Fe1 C5 162.5(2) . . ?
C3 Fe1 C5 68.0(2) . . ?
C2 Fe1 C5 68.2(2) . . ?
C8 Fe1 C5 155.3(2) . . ?
C1 Fe1 C5 40.6(2) . . ?
C4 Fe1 C5 40.5(2) . . ?
C5 C1 C2 107.5(5) . . ?
C5 C1 Fe1 69.7(3) . . ?
C2 C1 Fe1 69.5(3) . . ?
C5 C1 H1 126.3 . . ?
C2 C1 H1 126.3 . . ?
Fe1 C1 H1 126.1 . . ?
C3 C2 C1 108.1(5) . . ?
C3 C2 Fe1 69.8(3) . . ?
C1 C2 Fe1 69.8(3) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Fe1 C2 H2 126.1 . . ?
C2 C3 C4 108.4(5) . . ?
C2 C3 Fe1 69.8(3) . . ?
C4 C3 Fe1 69.9(3) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
Fe1 C3 H3 126.1 . . ?
C5 C4 C3 107.6(5) . . ?
C5 C4 Fe1 69.8(3) . . ?
C3 C4 Fe1 69.6(3) . . ?
C5 C4 H4 126.2 . . ?
C3 C4 H4 126.2 . . ?
Fe1 C4 H4 126.0 . . ?
C4 C5 C1 108.4(5) . . ?
C4 C5 Fe1 69.7(3) . . ?
C1 C5 Fe1 69.7(3) . . ?
C4 C5 H5 125.8 . . ?
C1 C5 H5 125.8 . . ?
Fe1 C5 H5 126.3 . . ?
F11 C6 C10 125.2(4) . . ?
F11 C6 C7 125.1(4) . . ?
C10 C6 C7 109.6(4) . . ?
F11 C6 Fe1 129.0(3) . . ?
C10 C6 Fe1 70.2(3) . . ?
C7 C6 Fe1 70.4(3) . . ?
C6 C7 C8 107.5(4) . . ?
C6 C7 Fe1 68.8(3) . . ?
C8 C7 Fe1 69.9(3) . . ?
C6 C7 I1 125.3(3) . . ?
C8 C7 I1 126.9(3) . . ?
Fe1 C7 I1 131.5(2) . . ?
C7 C8 C9 107.7(4) . . ?
C7 C8 Fe1 69.2(3) . . ?
C9 C8 Fe1 69.0(3) . . ?
C7 C8 H8 126.2 . . ?
C9 C8 H8 126.2 . . ?
Fe1 C8 H8 127.2 . . ?
C10 C9 C8 108.2(4) . . ?
C10 C9 Fe1 69.4(3) . . ?
C8 C9 Fe1 69.9(3) . . ?
C10 C9 H9 125.9 . . ?
C8 C9 H9 125.9 . . ?
Fe1 C9 H9 126.3 . . ?
C6 C10 C9 107.1(4) . . ?
C6 C10 Fe1 68.9(3) . . ?
C9 C10 Fe1 69.5(3) . . ?
C6 C10 I2 126.1(3) . . ?
C9 C10 I2 126.7(4) . . ?
Fe1 C10 I2 128.8(2) . . ?
C26 Fe2 C30 41.27(18) . . ?
C26 Fe2 C27 41.29(19) . . ?
C30 Fe2 C27 69.67(19) . . ?
C26 Fe2 C21 156.0(2) . . ?
C30 Fe2 C21 120.1(2) . . ?
C27 Fe2 C21 161.2(2) . . ?
C26 Fe2 C29 69.20(19) . . ?
C30 Fe2 C29 41.2(2) . . ?
C27 Fe2 C29 69.28(18) . . ?
C21 Fe2 C29 106.6(2) . . ?
C26 Fe2 C28 69.18(19) . . ?
C30 Fe2 C28 69.3(2) . . ?
C27 Fe2 C28 41.10(18) . . ?
C21 Fe2 C28 124.0(2) . . ?
C29 Fe2 C28 40.96(19) . . ?
C26 Fe2 C23 107.7(2) . . ?
C30 Fe2 C23 124.5(2) . . ?
C27 Fe2 C23 121.2(2) . . ?
C21 Fe2 C23 68.4(2) . . ?
C29 Fe2 C23 161.5(2) . . ?
C28 Fe2 C23 156.6(2) . . ?
C26 Fe2 C24 125.0(2) . . ?
C30 Fe2 C24 161.8(2) . . ?
C27 Fe2 C24 107.5(2) . . ?
C21 Fe2 C24 68.4(2) . . ?
C29 Fe2 C24 156.0(2) . . ?
C28 Fe2 C24 121.0(2) . . ?
C23 Fe2 C24 40.5(2) . . ?
C26 Fe2 C25 161.9(2) . . ?
C30 Fe2 C25 155.6(2) . . ?
C27 Fe2 C25 124.4(2) . . ?
C21 Fe2 C25 40.7(2) . . ?
C29 Fe2 C25 120.3(2) . . ?
C28 Fe2 C25 107.0(2) . . ?
C23 Fe2 C25 68.4(2) . . ?
C24 Fe2 C25 40.7(2) . . ?
C26 Fe2 C22 120.9(2) . . ?
C30 Fe2 C22 106.9(2) . . ?
C27 Fe2 C22 156.5(2) . . ?
C21 Fe2 C22 40.7(2) . . ?
C29 Fe2 C22 124.3(2) . . ?
C28 Fe2 C22 161.2(2) . . ?
C23 Fe2 C22 40.5(2) . . ?
C24 Fe2 C22 68.2(2) . . ?
C25 Fe2 C22 68.3(2) . . ?
C25 C21 C22 108.2(5) . . ?
C25 C21 Fe2 70.1(3) . . ?
C22 C21 Fe2 70.2(3) . . ?
C25 C21 H21 125.9 . . ?
C22 C21 H21 125.9 . . ?
Fe2 C21 H21 125.5 . . ?
C23 C22 C21 107.8(5) . . ?
C23 C22 Fe2 69.5(3) . . ?
C21 C22 Fe2 69.1(3) . . ?
C23 C22 H22 126.1 . . ?
C21 C22 H22 126.1 . . ?
Fe2 C22 H22 126.9 . . ?
C22 C23 C24 108.3(5) . . ?
C22 C23 Fe2 70.0(3) . . ?
C24 C23 Fe2 69.8(3) . . ?
C22 C23 H23 125.9 . . ?
C24 C23 H23 125.9 . . ?
Fe2 C23 H23 125.9 . . ?
C23 C24 C25 108.1(5) . . ?
C23 C24 Fe2 69.7(3) . . ?
C25 C24 Fe2 69.7(3) . . ?
C23 C24 H24 126.0 . . ?
C25 C24 H24 126.0 . . ?
Fe2 C24 H24 126.2 . . ?
C21 C25 C24 107.6(5) . . ?
C21 C25 Fe2 69.3(3) . . ?
C24 C25 Fe2 69.6(3) . . ?
C21 C25 H25 126.2 . . ?
C24 C25 H25 126.2 . . ?
Fe2 C25 H25 126.5 . . ?
F31 C26 C30 125.4(4) . . ?
F31 C26 C27 125.6(4) . . ?
C30 C26 C27 108.9(4) . . ?
F31 C26 Fe2 128.8(3) . . ?
C30 C26 Fe2 69.7(3) . . ?
C27 C26 Fe2 70.2(3) . . ?
C26 C27 C28 107.4(4) . . ?
C26 C27 Fe2 68.5(3) . . ?
C28 C27 Fe2 69.9(3) . . ?
C26 C27 I11 125.6(3) . . ?
C28 C27 I11 127.0(4) . . ?
Fe2 C27 I11 128.3(2) . . ?
C29 C28 C27 108.1(4) . . ?
C29 C28 Fe2 69.5(3) . . ?
C27 C28 Fe2 69.0(3) . . ?
C29 C28 H28 125.9 . . ?
C27 C28 H28 125.9 . . ?
Fe2 C28 H28 127.1 . . ?
C30 C29 C28 107.8(4) . . ?
C30 C29 Fe2 68.5(3) . . ?
C28 C29 Fe2 69.5(3) . . ?
C30 C29 H29 126.1 . . ?
C28 C29 H29 126.1 . . ?
Fe2 C29 H29 127.5 . . ?
C26 C30 C29 107.8(4) . . ?
C26 C30 Fe2 69.0(3) . . ?
C29 C30 Fe2 70.3(3) . . ?
C26 C30 I12 125.8(4) . . ?
C29 C30 I12 126.3(3) . . ?
Fe2 C30 I12 129.3(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.1(6) . . . . ?
Fe1 C1 C2 C3 -59.5(3) . . . . ?
C5 C1 C2 Fe1 59.6(3) . . . . ?
C1 C2 C3 C4 0.1(6) . . . . ?
Fe1 C2 C3 C4 -59.4(4) . . . . ?
C1 C2 C3 Fe1 59.5(3) . . . . ?
C2 C3 C4 C5 -0.3(6) . . . . ?
Fe1 C3 C4 C5 -59.6(4) . . . . ?
C2 C3 C4 Fe1 59.4(4) . . . . ?
C3 C4 C5 C1 0.4(6) . . . . ?
Fe1 C4 C5 C1 -59.2(3) . . . . ?
C3 C4 C5 Fe1 59.5(4) . . . . ?
C2 C1 C5 C4 -0.3(6) . . . . ?
Fe1 C1 C5 C4 59.2(4) . . . . ?
C2 C1 C5 Fe1 -59.5(3) . . . . ?
F11 C6 C7 C8 -176.0(4) . . . . ?
C10 C6 C7 C8 0.0(5) . . . . ?
Fe1 C6 C7 C8 59.5(3) . . . . ?
F11 C6 C7 Fe1 124.5(5) . . . . ?
C10 C6 C7 Fe1 -59.5(3) . . . . ?
F11 C6 C7 I1 -2.1(7) . . . . ?
C10 C6 C7 I1 173.9(3) . . . . ?
Fe1 C6 C7 I1 -126.6(3) . . . . ?
C6 C7 C8 C9 -0.3(5) . . . . ?
Fe1 C7 C8 C9 58.4(3) . . . . ?
I1 C7 C8 C9 -174.1(3) . . . . ?
C6 C7 C8 Fe1 -58.7(3) . . . . ?
I1 C7 C8 Fe1 127.5(4) . . . . ?
C7 C8 C9 C10 0.5(5) . . . . ?
Fe1 C8 C9 C10 59.1(3) . . . . ?
C7 C8 C9 Fe1 -58.5(3) . . . . ?
F11 C6 C10 C9 176.3(4) . . . . ?
C7 C6 C10 C9 0.3(5) . . . . ?
Fe1 C6 C10 C9 -59.3(3) . . . . ?
F11 C6 C10 Fe1 -124.4(5) . . . . ?
C7 C6 C10 Fe1 59.6(3) . . . . ?
F11 C6 C10 I2 -1.1(7) . . . . ?
C7 C6 C10 I2 -177.1(3) . . . . ?
Fe1 C6 C10 I2 123.3(4) . . . . ?
C8 C9 C10 C6 -0.5(5) . . . . ?
Fe1 C9 C10 C6 58.9(3) . . . . ?
C8 C9 C10 Fe1 -59.4(3) . . . . ?
C8 C9 C10 I2 176.9(3) . . . . ?
Fe1 C9 C10 I2 -123.7(4) . . . . ?
C25 C21 C22 C23 -1.0(6) . . . . ?
Fe2 C21 C22 C23 58.9(3) . . . . ?
C25 C21 C22 Fe2 -60.0(3) . . . . ?
C21 C22 C23 C24 0.9(6) . . . . ?
Fe2 C22 C23 C24 59.6(3) . . . . ?
C21 C22 C23 Fe2 -58.7(3) . . . . ?
C22 C23 C24 C25 -0.4(6) . . . . ?
Fe2 C23 C24 C25 59.3(3) . . . . ?
C22 C23 C24 Fe2 -59.7(3) . . . . ?
C22 C21 C25 C24 0.8(6) . . . . ?
Fe2 C21 C25 C24 -59.2(3) . . . . ?
C22 C21 C25 Fe2 60.0(3) . . . . ?
C23 C24 C25 C21 -0.3(6) . . . . ?
Fe2 C24 C25 C21 59.0(3) . . . . ?
C23 C24 C25 Fe2 -59.3(3) . . . . ?
F31 C26 C27 C28 176.6(4) . . . . ?
C30 C26 C27 C28 -0.1(5) . . . . ?
Fe2 C26 C27 C28 -59.3(3) . . . . ?
F31 C26 C27 Fe2 -124.1(5) . . . . ?
C30 C26 C27 Fe2 59.2(3) . . . . ?
F31 C26 C27 I11 -1.6(7) . . . . ?
C30 C26 C27 I11 -178.3(3) . . . . ?
Fe2 C26 C27 I11 122.5(3) . . . . ?
C26 C27 C28 C29 -0.2(5) . . . . ?
Fe2 C27 C28 C29 -58.6(3) . . . . ?
I11 C27 C28 C29 177.9(3) . . . . ?
C26 C27 C28 Fe2 58.4(3) . . . . ?
I11 C27 C28 Fe2 -123.4(4) . . . . ?
C27 C28 C29 C30 0.4(5) . . . . ?
Fe2 C28 C29 C30 -57.9(3) . . . . ?
C27 C28 C29 Fe2 58.3(3) . . . . ?
F31 C26 C30 C29 -176.3(4) . . . . ?
C27 C26 C30 C29 0.4(5) . . . . ?
Fe2 C26 C30 C29 59.9(3) . . . . ?
F31 C26 C30 Fe2 123.8(5) . . . . ?
C27 C26 C30 Fe2 -59.5(3) . . . . ?
F31 C26 C30 I12 -0.2(7) . . . . ?
C27 C26 C30 I12 176.5(3) . . . . ?
Fe2 C26 C30 I12 -124.0(4) . . . . ?
C28 C29 C30 C26 -0.5(5) . . . . ?
Fe2 C29 C30 C26 -59.1(3) . . . . ?
C28 C29 C30 Fe2 58.5(3) . . . . ?
C28 C29 C30 I12 -176.6(3) . . . . ?
Fe2 C29 C30 I12 124.8(4) . . . . ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5u-I_MT382
_database_code_depnum_ccdc_archive 'CCDC 1939221'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 21 mai 2019                                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H20 F Fe I S Si'
_chemical_formula_sum            'C19 H20 F Fe I S Si'
_chemical_formula_weight         510.25
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   8.8626(14)
_cell_length_b                   11.0153(19)
_cell_length_c                   20.456(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.537(5)
_cell_angle_gamma                90
_cell_volume                     1974.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9207
_cell_measurement_theta_min      2.3238
_cell_measurement_theta_max      27.4801
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.210
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1008
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.500
_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  0.448
_exptl_absorpt_correction_T_max  0.592

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0379
_diffrn_reflns_av_uneti/neti     0.0331
_diffrn_reflns_number            18996
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.105
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_reflns_number_total             4517
_reflns_number_gt                4140
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+6.3423P] 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         4517
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0782
_refine_ls_wR_factor_gt          0.0765
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_restrained_S_all      1.184
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.624
_refine_diff_density_min         -1.114
_refine_diff_density_rms         0.125

#------------------------------------------------------------------------------#
#               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'
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
C1 C 0.7326(7) 0.8987(4) 0.3296(2) 0.0487(14) Uani 1 1 d . . . . .
H1 H 0.740721 0.872249 0.286057 0.058 Uiso 1 1 calc R U . . .
C2 C 0.8554(6) 0.9124(4) 0.3819(3) 0.0431(12) Uani 1 1 d . . . . .
H2 H 0.960029 0.897129 0.379812 0.052 Uiso 1 1 calc R U . . .
C3 C 0.7930(5) 0.9532(3) 0.4379(2) 0.0292(8) Uani 1 1 d . . . . .
H3 H 0.849101 0.970358 0.480178 0.035 Uiso 1 1 calc R U . . .
C4 C 0.6336(5) 0.9641(3) 0.4204(2) 0.0288(8) Uani 1 1 d . . . . .
H4 H 0.563800 0.989255 0.448766 0.035 Uiso 1 1 calc R U . . .
C5 C 0.5959(6) 0.9309(4) 0.3532(2) 0.0404(11) Uani 1 1 d . . . . .
H5 H 0.496500 0.930327 0.328337 0.048 Uiso 1 1 calc R U . . .
C6 C 0.5610(4) 0.6426(3) 0.38555(15) 0.0156(6) Uani 1 1 d . . . . .
H6 H 0.468758 0.640322 0.355266 0.019 Uiso 1 1 calc R U . . .
C7 C 0.5757(4) 0.6720(3) 0.45383(15) 0.0137(6) Uani 1 1 d . . . . .
C8 C 0.7322(3) 0.6680(3) 0.48467(14) 0.0114(6) Uani 1 1 d . . . . .
C9 C 0.8116(3) 0.6318(3) 0.43124(16) 0.0150(6) Uani 1 1 d . . . . .
C10 C 0.7118(4) 0.6169(3) 0.37065(15) 0.0151(6) Uani 1 1 d . . . . .
C11 C 0.7376(5) 0.8452(4) 0.60283(18) 0.0278(8) Uani 1 1 d . . . . .
H11A H 0.630037 0.831326 0.606742 0.042 Uiso 1 1 calc R U . . .
H11B H 0.745436 0.911599 0.571651 0.042 Uiso 1 1 calc R U . . .
H11C H 0.793766 0.866647 0.646215 0.042 Uiso 1 1 calc R U . . .
C12 C 0.7832(4) 0.5755(4) 0.62681(17) 0.0245(7) Uani 1 1 d . . . . .
H12A H 0.820430 0.499742 0.609821 0.037 Uiso 1 1 calc R U . . .
H12B H 0.673321 0.569090 0.627805 0.037 Uiso 1 1 calc R U . . .
H12C H 0.836335 0.590325 0.671629 0.037 Uiso 1 1 calc R U . . .
C13 C 1.0294(4) 0.7254(3) 0.57250(17) 0.0233(7) Uani 1 1 d . . . . .
H13A H 1.076614 0.753129 0.616325 0.035 Uiso 1 1 calc R U . . .
H13B H 1.045747 0.786331 0.539332 0.035 Uiso 1 1 calc R U . . .
H13C H 1.075541 0.648315 0.562083 0.035 Uiso 1 1 calc R U . . .
F14 F 0.9629(2) 0.6119(2) 0.43728(10) 0.0243(4) Uani 1 1 d . . . . .
C15 C 0.7554(4) 0.4349(3) 0.28123(15) 0.0142(6) Uani 1 1 d . . . . .
C16 C 0.6522(4) 0.3610(3) 0.30726(17) 0.0204(7) Uani 1 1 d . . . . .
H16 H 0.585104 0.394820 0.334544 0.025 Uiso 1 1 calc R U . . .
C17 C 0.6473(5) 0.2377(3) 0.29337(18) 0.0260(8) Uani 1 1 d . . . . .
H17 H 0.577500 0.187078 0.311686 0.031 Uiso 1 1 calc R U . . .
C18 C 0.7432(5) 0.1880(3) 0.25304(18) 0.0285(8) Uani 1 1 d . . . . .
H18 H 0.739490 0.103453 0.243837 0.034 Uiso 1 1 calc R U . . .
C19 C 0.8451(5) 0.2618(4) 0.22596(19) 0.0300(8) Uani 1 1 d . . . . .
H19 H 0.909855 0.227866 0.197669 0.036 Uiso 1 1 calc R U . . .
C20 C 0.8523(4) 0.3855(4) 0.24031(17) 0.0241(7) Uani 1 1 d . . . . .
H20 H 0.922845 0.436005 0.222342 0.029 Uiso 1 1 calc R U . . .
Fe1 Fe 0.69969(5) 0.78847(4) 0.40628(2) 0.01391(10) Uani 1 1 d . . . . .
I1 I 0.38570(2) 0.70356(2) 0.50123(2) 0.02444(8) Uani 1 1 d . . . . .
S1 S 0.76509(11) 0.59523(8) 0.29251(4) 0.02121(18) Uani 1 1 d . . . . .
Si1 Si 0.82056(10) 0.70366(8) 0.57205(4) 0.01462(17) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.414(7) . ?
C1 C2 1.416(8) . ?
C1 Fe1 2.038(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.418(6) . ?
C2 Fe1 2.054(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.410(6) . ?
C3 Fe1 2.058(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.413(6) . ?
C4 Fe1 2.054(4) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.047(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.421(4) . ?
C6 C10 1.443(4) . ?
C6 Fe1 2.029(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.437(4) . ?
C7 Fe1 2.029(3) . ?
C7 I1 2.093(3) . ?
C8 C9 1.441(4) . ?
C8 Si1 1.883(3) . ?
C8 Fe1 2.068(3) . ?
C9 F14 1.346(4) . ?
C9 C10 1.421(4) . ?
C9 Fe1 2.018(3) . ?
C10 S1 1.749(3) . ?
C10 Fe1 2.034(3) . ?
C11 Si1 1.872(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 Si1 1.862(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 Si1 1.865(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 C16 1.388(5) . ?
C15 C20 1.396(4) . ?
C15 S1 1.782(3) . ?
C16 C17 1.387(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.383(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.390(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.394(5) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 108.4(4) . . ?
C5 C1 Fe1 70.1(2) . . ?
C2 C1 Fe1 70.4(2) . . ?
C5 C1 H1 125.8 . . ?
C2 C1 H1 125.8 . . ?
Fe1 C1 H1 125.4 . . ?
C1 C2 C3 107.3(4) . . ?
C1 C2 Fe1 69.1(3) . . ?
C3 C2 Fe1 70.0(2) . . ?
C1 C2 H2 126.4 . . ?
C3 C2 H2 126.4 . . ?
Fe1 C2 H2 126.1 . . ?
C4 C3 C2 108.5(4) . . ?
C4 C3 Fe1 69.8(2) . . ?
C2 C3 Fe1 69.7(2) . . ?
C4 C3 H3 125.7 . . ?
C2 C3 H3 125.7 . . ?
Fe1 C3 H3 126.4 . . ?
C3 C4 C5 108.0(4) . . ?
C3 C4 Fe1 70.1(2) . . ?
C5 C4 Fe1 69.6(2) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 125.9 . . ?
C4 C5 C1 107.8(4) . . ?
C4 C5 Fe1 70.1(2) . . ?
C1 C5 Fe1 69.4(2) . . ?
C4 C5 H5 126.1 . . ?
C1 C5 H5 126.1 . . ?
Fe1 C5 H5 126.0 . . ?
C7 C6 C10 107.4(3) . . ?
C7 C6 Fe1 69.49(18) . . ?
C10 C6 Fe1 69.40(18) . . ?
C7 C6 H6 126.3 . . ?
C10 C6 H6 126.3 . . ?
Fe1 C6 H6 126.4 . . ?
C6 C7 C8 111.5(3) . . ?
C6 C7 Fe1 69.52(18) . . ?
C8 C7 Fe1 70.96(17) . . ?
C6 C7 I1 122.0(2) . . ?
C8 C7 I1 126.3(2) . . ?
Fe1 C7 I1 130.34(16) . . ?
C7 C8 C9 102.9(3) . . ?
C7 C8 Si1 130.4(2) . . ?
C9 C8 Si1 126.6(2) . . ?
C7 C8 Fe1 68.00(17) . . ?
C9 C8 Fe1 67.50(17) . . ?
Si1 C8 Fe1 126.36(16) . . ?
F14 C9 C10 122.9(3) . . ?
F14 C9 C8 124.5(3) . . ?
C10 C9 C8 112.5(3) . . ?
F14 C9 Fe1 127.4(2) . . ?
C10 C9 Fe1 70.09(18) . . ?
C8 C9 Fe1 71.23(18) . . ?
C9 C10 C6 105.6(3) . . ?
C9 C10 S1 126.6(2) . . ?
C6 C10 S1 127.2(2) . . ?
C9 C10 Fe1 68.86(18) . . ?
C6 C10 Fe1 69.01(18) . . ?
S1 C10 Fe1 119.33(17) . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C16 C15 C20 120.1(3) . . ?
C16 C15 S1 123.6(2) . . ?
C20 C15 S1 116.2(3) . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C16 120.4(4) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 120.0(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C15 119.6(3) . . ?
C19 C20 H20 120.2 . . ?
C15 C20 H20 120.2 . . ?
C9 Fe1 C7 67.58(12) . . ?
C9 Fe1 C6 68.61(13) . . ?
C7 Fe1 C6 40.99(12) . . ?
C9 Fe1 C10 41.05(13) . . ?
C7 Fe1 C10 69.23(12) . . ?
C6 Fe1 C10 41.59(13) . . ?
C9 Fe1 C1 125.66(17) . . ?
C7 Fe1 C1 153.5(2) . . ?
C6 Fe1 C1 117.54(18) . . ?
C10 Fe1 C1 104.86(15) . . ?
C9 Fe1 C5 162.75(16) . . ?
C7 Fe1 C5 120.42(18) . . ?
C6 Fe1 C5 106.59(17) . . ?
C10 Fe1 C5 124.45(16) . . ?
C1 Fe1 C5 40.5(2) . . ?
C9 Fe1 C4 155.44(15) . . ?
C7 Fe1 C4 110.00(14) . . ?
C6 Fe1 C4 126.76(16) . . ?
C10 Fe1 C4 163.10(16) . . ?
C1 Fe1 C4 67.91(17) . . ?
C5 Fe1 C4 40.33(17) . . ?
C9 Fe1 C2 107.90(17) . . ?
C7 Fe1 C2 165.37(18) . . ?
C6 Fe1 C2 152.04(16) . . ?
C10 Fe1 C2 117.22(15) . . ?
C1 Fe1 C2 40.5(2) . . ?
C5 Fe1 C2 68.1(2) . . ?
C4 Fe1 C2 67.93(17) . . ?
C9 Fe1 C3 121.01(15) . . ?
C7 Fe1 C3 128.86(14) . . ?
C6 Fe1 C3 165.09(15) . . ?
C10 Fe1 C3 153.09(15) . . ?
C1 Fe1 C3 67.69(17) . . ?
C5 Fe1 C3 67.60(18) . . ?
C4 Fe1 C3 40.10(17) . . ?
C2 Fe1 C3 40.33(17) . . ?
C9 Fe1 C8 41.28(12) . . ?
C7 Fe1 C8 41.04(12) . . ?
C6 Fe1 C8 70.40(12) . . ?
C10 Fe1 C8 70.92(12) . . ?
C1 Fe1 C8 163.6(2) . . ?
C5 Fe1 C8 154.54(17) . . ?
C4 Fe1 C8 120.32(14) . . ?
C2 Fe1 C8 126.38(18) . . ?
C3 Fe1 C8 108.56(14) . . ?
C10 S1 C15 103.84(15) . . ?
C12 Si1 C13 111.06(17) . . ?
C12 Si1 C11 108.36(18) . . ?
C13 Si1 C11 109.29(18) . . ?
C12 Si1 C8 109.10(16) . . ?
C13 Si1 C8 107.69(15) . . ?
C11 Si1 C8 111.35(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.1(5) . . . . ?
Fe1 C1 C2 C3 -59.9(3) . . . . ?
C5 C1 C2 Fe1 60.0(3) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
Fe1 C2 C3 C4 -59.2(3) . . . . ?
C1 C2 C3 Fe1 59.3(3) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
Fe1 C3 C4 C5 -59.5(3) . . . . ?
C2 C3 C4 Fe1 59.1(3) . . . . ?
C3 C4 C5 C1 0.5(4) . . . . ?
Fe1 C4 C5 C1 -59.4(3) . . . . ?
C3 C4 C5 Fe1 59.8(3) . . . . ?
C2 C1 C5 C4 -0.3(5) . . . . ?
Fe1 C1 C5 C4 59.8(3) . . . . ?
C2 C1 C5 Fe1 -60.2(3) . . . . ?
C10 C6 C7 C8 0.7(4) . . . . ?
Fe1 C6 C7 C8 -58.6(2) . . . . ?
C10 C6 C7 Fe1 59.3(2) . . . . ?
C10 C6 C7 I1 -175.2(2) . . . . ?
Fe1 C6 C7 I1 125.5(2) . . . . ?
C6 C7 C8 C9 -1.2(4) . . . . ?
Fe1 C7 C8 C9 -58.9(2) . . . . ?
I1 C7 C8 C9 174.5(2) . . . . ?
C6 C7 C8 Si1 177.4(2) . . . . ?
Fe1 C7 C8 Si1 119.7(3) . . . . ?
I1 C7 C8 Si1 -6.9(4) . . . . ?
C6 C7 C8 Fe1 57.7(2) . . . . ?
I1 C7 C8 Fe1 -126.6(2) . . . . ?
C7 C8 C9 F14 -177.7(3) . . . . ?
Si1 C8 C9 F14 3.6(5) . . . . ?
Fe1 C8 C9 F14 123.0(3) . . . . ?
C7 C8 C9 C10 1.3(4) . . . . ?
Si1 C8 C9 C10 -177.4(2) . . . . ?
Fe1 C8 C9 C10 -58.0(2) . . . . ?
C7 C8 C9 Fe1 59.3(2) . . . . ?
Si1 C8 C9 Fe1 -119.4(2) . . . . ?
F14 C9 C10 C6 178.1(3) . . . . ?
C8 C9 C10 C6 -0.9(4) . . . . ?
Fe1 C9 C10 C6 -59.6(2) . . . . ?
F14 C9 C10 S1 -10.8(5) . . . . ?
C8 C9 C10 S1 170.2(2) . . . . ?
Fe1 C9 C10 S1 111.5(3) . . . . ?
F14 C9 C10 Fe1 -122.4(3) . . . . ?
C8 C9 C10 Fe1 58.6(2) . . . . ?
C7 C6 C10 C9 0.1(4) . . . . ?
Fe1 C6 C10 C9 59.5(2) . . . . ?
C7 C6 C10 S1 -170.9(2) . . . . ?
Fe1 C6 C10 S1 -111.6(3) . . . . ?
C7 C6 C10 Fe1 -59.3(2) . . . . ?
C20 C15 C16 C17 1.0(5) . . . . ?
S1 C15 C16 C17 176.8(3) . . . . ?
C15 C16 C17 C18 -0.8(5) . . . . ?
C16 C17 C18 C19 -0.2(6) . . . . ?
C17 C18 C19 C20 1.0(6) . . . . ?
C18 C19 C20 C15 -0.8(6) . . . . ?
C16 C15 C20 C19 -0.2(5) . . . . ?
S1 C15 C20 C19 -176.3(3) . . . . ?
C9 C10 S1 C15 97.1(3) . . . . ?
C6 C10 S1 C15 -93.7(3) . . . . ?
Fe1 C10 S1 C15 -178.51(18) . . . . ?
C16 C15 S1 C10 32.0(3) . . . . ?
C20 C15 S1 C10 -152.0(3) . . . . ?
C7 C8 Si1 C12 76.2(3) . . . . ?
C9 C8 Si1 C12 -105.4(3) . . . . ?
Fe1 C8 Si1 C12 167.17(18) . . . . ?
C7 C8 Si1 C13 -163.1(3) . . . . ?
C9 C8 Si1 C13 15.2(3) . . . . ?
Fe1 C8 Si1 C13 -72.2(2) . . . . ?
C7 C8 Si1 C11 -43.3(3) . . . . ?
C9 C8 Si1 C11 135.1(3) . . . . ?
Fe1 C8 Si1 C11 47.6(2) . . . . ?

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

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................


####################################################################### 
# 
# 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_5s-I-5_MT383
_database_code_depnum_ccdc_archive 'CCDC 1939219'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 21 mai 2019                                              #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H16 F Fe I O2 Si'
_chemical_formula_sum            'C14 H16 F Fe I O2 Si'
_chemical_formula_weight         446.11
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   6.7304(10)
_cell_length_b                   13.738(3)
_cell_length_c                   17.564(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.433(5)
_cell_angle_gamma                90
_cell_volume                     1597.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    8868
_cell_measurement_theta_min      2.3581
_cell_measurement_theta_max      27.5287
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.180
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             872
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.960
_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  0.411
_exptl_absorpt_correction_T_max  0.587

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0324
_diffrn_reflns_av_uneti/neti     0.0275
_diffrn_reflns_number            15893
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.358
_diffrn_reflns_theta_max         27.539
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             3654
_reflns_number_gt                3385
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²+1.9053P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018_3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0121(6)
_refine_ls_number_reflns         3654
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0817
_refine_ls_wR_factor_gt          0.0799
_refine_ls_goodness_of_fit_ref   1.530
_refine_ls_restrained_S_all      1.530
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.750
_refine_diff_density_min         -1.353
_refine_diff_density_rms         0.138

#------------------------------------------------------------------------------#
#               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'
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 0.15803(6) 0.71252(3) 0.58246(3) 0.01292(12) Uani 1 1 d . . . . .
I1 I 0.31970(3) 0.66733(2) 0.39654(2) 0.02339(10) Uani 1 1 d . . . . .
Si1 Si 0.40290(13) 0.56882(6) 0.73796(5) 0.01727(19) Uani 1 1 d . . . . .
C1 C -0.1103(5) 0.7331(4) 0.5087(3) 0.0407(5) Uani 1 1 d . . . . .
H1 H -0.128739 0.733437 0.453765 0.049 Uiso 1 1 calc R U . . .
C2 C -0.0647(6) 0.8144(4) 0.5577(3) 0.0407(5) Uani 1 1 d . . . . .
H2 H -0.046798 0.879351 0.541629 0.049 Uiso 1 1 calc R U . . .
C3 C -0.0501(6) 0.7819(4) 0.6355(3) 0.0407(5) Uani 1 1 d . . . . .
H3 H -0.020607 0.820827 0.680824 0.049 Uiso 1 1 calc R U . . .
C4 C -0.0875(6) 0.6820(4) 0.6322(3) 0.0407(5) Uani 1 1 d . . . . .
H4 H -0.088103 0.641178 0.675818 0.049 Uiso 1 1 calc R U . . .
C5 C -0.1235(6) 0.6512(4) 0.5558(3) 0.0407(5) Uani 1 1 d . . . . .
H5 H -0.152077 0.586390 0.538307 0.049 Uiso 1 1 calc R U . . .
C6 C 0.4422(4) 0.7414(2) 0.64030(16) 0.0118(5) Uani 1 1 d . . . . .
C7 C 0.4044(4) 0.6406(2) 0.64739(17) 0.0133(5) Uani 1 1 d . . . . .
C8 C 0.3600(4) 0.6058(2) 0.56866(17) 0.0138(5) Uani 1 1 d . . . . .
H8 H 0.329540 0.540233 0.553846 0.017 Uiso 1 1 calc R U . . .
C9 C 0.3686(4) 0.6845(2) 0.51627(17) 0.0130(5) Uani 1 1 d . . . . .
C10 C 0.4197(4) 0.7721(2) 0.56094(17) 0.0124(5) Uani 1 1 d . . . . .
F11 F 0.5035(3) 0.79968(13) 0.70154(10) 0.0183(4) Uani 1 1 d . . . . .
C12 C 0.3016(7) 0.6445(3) 0.8105(2) 0.0360(9) Uani 1 1 d . . . . .
H12A H 0.382873 0.703769 0.821173 0.054 Uiso 1 1 calc R U . . .
H12B H 0.307803 0.607313 0.858501 0.054 Uiso 1 1 calc R U . . .
H12C H 0.161056 0.662085 0.789941 0.054 Uiso 1 1 calc R U . . .
C13 C 0.2417(5) 0.4593(3) 0.7106(2) 0.0277(7) Uani 1 1 d . . . . .
H13A H 0.109951 0.479636 0.681635 0.042 Uiso 1 1 calc R U . . .
H13B H 0.222920 0.424642 0.757583 0.042 Uiso 1 1 calc R U . . .
H13C H 0.307633 0.416174 0.678382 0.042 Uiso 1 1 calc R U . . .
C14 C 0.6687(5) 0.5347(3) 0.7793(2) 0.0296(8) Uani 1 1 d . . . . .
H14A H 0.726198 0.497661 0.740790 0.044 Uiso 1 1 calc R U . . .
H14B H 0.670851 0.494717 0.825613 0.044 Uiso 1 1 calc R U . . .
H14C H 0.748613 0.593797 0.793101 0.044 Uiso 1 1 calc R U . . .
C15 C 0.4449(4) 0.8710(2) 0.53255(17) 0.0138(5) Uani 1 1 d . . . . .
O16 O 0.4550(4) 0.88826(16) 0.46487(13) 0.0239(5) Uani 1 1 d . . . . .
O17 O 0.4570(4) 0.93824(17) 0.58651(14) 0.0256(5) Uani 1 1 d . . . . .
H17 H 0.476(7) 0.986(3) 0.570(3) 0.031 Uiso 1 1 d . U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C9 2.026(3) . ?
Fe1 C6 2.036(3) . ?
Fe1 C10 2.038(3) . ?
Fe1 C2 2.039(4) . ?
Fe1 C1 2.043(4) . ?
Fe1 C8 2.043(3) . ?
Fe1 C4 2.047(4) . ?
Fe1 C5 2.049(4) . ?
Fe1 C3 2.052(4) . ?
Fe1 C7 2.084(3) . ?
I1 C9 2.082(3) . ?
Si1 C14 1.864(4) . ?
Si1 C13 1.866(4) . ?
Si1 C12 1.866(4) . ?
Si1 C7 1.873(3) . ?
C1 C2 1.410(7) . ?
C1 C5 1.409(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.423(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(7) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 F11 1.344(3) . ?
C6 C7 1.419(4) . ?
C6 C10 1.437(4) . ?
C7 C8 1.442(4) . ?
C8 C9 1.428(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.443(4) . ?
C10 C15 1.469(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 O16 1.226(4) . ?
C15 O17 1.315(4) . ?
O17 H17 0.74(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
C9 Fe1 C6 68.40(11) . . ?
C9 Fe1 C10 41.60(11) . . ?
C6 Fe1 C10 41.32(11) . . ?
C9 Fe1 C2 124.84(16) . . ?
C6 Fe1 C2 124.08(16) . . ?
C10 Fe1 C2 108.14(15) . . ?
C9 Fe1 C1 106.98(16) . . ?
C6 Fe1 C1 158.80(16) . . ?
C10 Fe1 C1 121.41(15) . . ?
C2 Fe1 C1 40.40(19) . . ?
C9 Fe1 C8 41.08(11) . . ?
C6 Fe1 C8 67.30(11) . . ?
C10 Fe1 C8 69.53(11) . . ?
C2 Fe1 C8 161.11(17) . . ?
C1 Fe1 C8 123.70(16) . . ?
C9 Fe1 C4 155.28(16) . . ?
C6 Fe1 C4 125.79(16) . . ?
C10 Fe1 C4 162.25(16) . . ?
C2 Fe1 C4 67.23(18) . . ?
C1 Fe1 C4 67.05(19) . . ?
C8 Fe1 C4 120.62(16) . . ?
C9 Fe1 C5 120.32(16) . . ?
C6 Fe1 C5 160.17(16) . . ?
C10 Fe1 C5 156.49(16) . . ?
C2 Fe1 C5 67.66(19) . . ?
C1 Fe1 C5 40.29(18) . . ?
C8 Fe1 C5 106.59(16) . . ?
C4 Fe1 C5 39.55(19) . . ?
C9 Fe1 C3 162.64(16) . . ?
C6 Fe1 C3 109.86(15) . . ?
C10 Fe1 C3 125.54(16) . . ?
C2 Fe1 C3 40.72(19) . . ?
C1 Fe1 C3 68.03(19) . . ?
C8 Fe1 C3 155.61(16) . . ?
C4 Fe1 C3 39.80(18) . . ?
C5 Fe1 C3 67.40(19) . . ?
C9 Fe1 C7 69.76(12) . . ?
C6 Fe1 C7 40.27(11) . . ?
C10 Fe1 C7 70.32(11) . . ?
C2 Fe1 C7 157.46(17) . . ?
C1 Fe1 C7 159.59(16) . . ?
C8 Fe1 C7 40.89(11) . . ?
C4 Fe1 C7 107.03(15) . . ?
C5 Fe1 C7 122.77(16) . . ?
C3 Fe1 C7 120.87(16) . . ?
C14 Si1 C13 111.69(17) . . ?
C14 Si1 C12 108.5(2) . . ?
C13 Si1 C12 110.94(19) . . ?
C14 Si1 C7 108.09(15) . . ?
C13 Si1 C7 107.35(15) . . ?
C12 Si1 C7 110.22(17) . . ?
C2 C1 C5 107.7(4) . . ?
C2 C1 Fe1 69.7(3) . . ?
C5 C1 Fe1 70.1(3) . . ?
C2 C1 H1 126.1 . . ?
C5 C1 H1 126.1 . . ?
Fe1 C1 H1 125.7 . . ?
C1 C2 C3 107.9(4) . . ?
C1 C2 Fe1 69.9(3) . . ?
C3 C2 Fe1 70.1(2) . . ?
C1 C2 H2 126.1 . . ?
C3 C2 H2 126.1 . . ?
Fe1 C2 H2 125.5 . . ?
C4 C3 C2 106.8(5) . . ?
C4 C3 Fe1 69.9(3) . . ?
C2 C3 Fe1 69.2(2) . . ?
C4 C3 H3 126.6 . . ?
C2 C3 H3 126.6 . . ?
Fe1 C3 H3 125.9 . . ?
C5 C4 C3 109.8(5) . . ?
C5 C4 Fe1 70.3(3) . . ?
C3 C4 Fe1 70.3(2) . . ?
C5 C4 H4 125.1 . . ?
C3 C4 H4 125.1 . . ?
Fe1 C4 H4 125.9 . . ?
C4 C5 C1 107.8(5) . . ?
C4 C5 Fe1 70.2(3) . . ?
C1 C5 Fe1 69.6(2) . . ?
C4 C5 H5 126.1 . . ?
C1 C5 H5 126.1 . . ?
Fe1 C5 H5 125.7 . . ?
F11 C6 C7 123.0(3) . . ?
F11 C6 C10 124.4(3) . . ?
C7 C6 C10 112.5(2) . . ?
F11 C6 Fe1 129.79(19) . . ?
C7 C6 Fe1 71.69(16) . . ?
C10 C6 Fe1 69.44(15) . . ?
C6 C7 C8 104.4(2) . . ?
C6 C7 Si1 128.1(2) . . ?
C8 C7 Si1 127.5(2) . . ?
C6 C7 Fe1 68.04(16) . . ?
C8 C7 Fe1 68.04(16) . . ?
Si1 C7 Fe1 126.04(15) . . ?
C9 C8 C7 110.0(3) . . ?
C9 C8 Fe1 68.81(16) . . ?
C7 C8 Fe1 71.07(16) . . ?
C9 C8 H8 125.0 . . ?
C7 C8 H8 125.0 . . ?
Fe1 C8 H8 126.7 . . ?
C8 C9 C10 108.3(3) . . ?
C8 C9 Fe1 70.11(16) . . ?
C10 C9 Fe1 69.67(16) . . ?
C8 C9 I1 123.2(2) . . ?
C10 C9 I1 128.5(2) . . ?
Fe1 C9 I1 127.02(15) . . ?
C6 C10 C9 104.8(2) . . ?
C6 C10 C15 127.0(3) . . ?
C9 C10 C15 128.2(3) . . ?
C6 C10 Fe1 69.24(16) . . ?
C9 C10 Fe1 68.73(16) . . ?
C15 C10 Fe1 126.3(2) . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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 . . ?
O16 C15 O17 123.8(3) . . ?
O16 C15 C10 122.6(3) . . ?
O17 C15 C10 113.6(3) . . ?
C15 O17 H17 110(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 -0.1(4) . . . . ?
Fe1 C1 C2 C3 -60.1(3) . . . . ?
C5 C1 C2 Fe1 60.0(3) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
Fe1 C2 C3 C4 -60.1(3) . . . . ?
C1 C2 C3 Fe1 60.0(3) . . . . ?
C2 C3 C4 C5 0.3(4) . . . . ?
Fe1 C3 C4 C5 -59.3(3) . . . . ?
C2 C3 C4 Fe1 59.6(3) . . . . ?
C3 C4 C5 C1 -0.3(4) . . . . ?
Fe1 C4 C5 C1 -59.7(3) . . . . ?
C3 C4 C5 Fe1 59.3(3) . . . . ?
C2 C1 C5 C4 0.2(4) . . . . ?
Fe1 C1 C5 C4 60.0(3) . . . . ?
C2 C1 C5 Fe1 -59.8(3) . . . . ?
F11 C6 C7 C8 -175.2(2) . . . . ?
C10 C6 C7 C8 1.2(3) . . . . ?
Fe1 C6 C7 C8 58.69(18) . . . . ?
F11 C6 C7 Si1 6.7(4) . . . . ?
C10 C6 C7 Si1 -176.9(2) . . . . ?
Fe1 C6 C7 Si1 -119.3(2) . . . . ?
F11 C6 C7 Fe1 126.1(3) . . . . ?
C10 C6 C7 Fe1 -57.5(2) . . . . ?
C14 Si1 C7 C6 -83.3(3) . . . . ?
C13 Si1 C7 C6 156.0(3) . . . . ?
C12 Si1 C7 C6 35.1(3) . . . . ?
C14 Si1 C7 C8 99.1(3) . . . . ?
C13 Si1 C7 C8 -21.6(3) . . . . ?
C12 Si1 C7 C8 -142.5(3) . . . . ?
C14 Si1 C7 Fe1 -172.39(19) . . . . ?
C13 Si1 C7 Fe1 67.0(2) . . . . ?
C12 Si1 C7 Fe1 -53.9(2) . . . . ?
C6 C7 C8 C9 -0.8(3) . . . . ?
Si1 C7 C8 C9 177.3(2) . . . . ?
Fe1 C7 C8 C9 57.9(2) . . . . ?
C6 C7 C8 Fe1 -58.70(19) . . . . ?
Si1 C7 C8 Fe1 119.4(2) . . . . ?
C7 C8 C9 C10 0.2(3) . . . . ?
Fe1 C8 C9 C10 59.4(2) . . . . ?
C7 C8 C9 Fe1 -59.3(2) . . . . ?
C7 C8 C9 I1 178.84(19) . . . . ?
Fe1 C8 C9 I1 -121.9(2) . . . . ?
F11 C6 C10 C9 175.3(2) . . . . ?
C7 C6 C10 C9 -1.1(3) . . . . ?
Fe1 C6 C10 C9 -59.88(18) . . . . ?
F11 C6 C10 C15 -4.4(4) . . . . ?
C7 C6 C10 C15 179.2(3) . . . . ?
Fe1 C6 C10 C15 120.4(3) . . . . ?
F11 C6 C10 Fe1 -124.9(3) . . . . ?
C7 C6 C10 Fe1 58.8(2) . . . . ?
C8 C9 C10 C6 0.5(3) . . . . ?
Fe1 C9 C10 C6 60.22(18) . . . . ?
I1 C9 C10 C6 -178.1(2) . . . . ?
C8 C9 C10 C15 -179.8(3) . . . . ?
Fe1 C9 C10 C15 -120.1(3) . . . . ?
I1 C9 C10 C15 1.6(4) . . . . ?
C8 C9 C10 Fe1 -59.7(2) . . . . ?
I1 C9 C10 Fe1 121.7(2) . . . . ?
C6 C10 C15 O16 167.9(3) . . . . ?
C9 C10 C15 O16 -11.7(5) . . . . ?
Fe1 C10 C15 O16 -101.9(3) . . . . ?
C6 C10 C15 O17 -11.6(4) . . . . ?
C9 C10 C15 O17 168.8(3) . . . . ?
Fe1 C10 C15 O17 78.6(3) . . . . ?

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

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................


####################################################################### 
# 
# 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_5s-I-3_MT345
_database_code_depnum_ccdc_archive 'CCDC 1939217'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H26 F Fe I O Si'
_chemical_formula_sum            'C26 H26 F Fe I O Si'
_chemical_formula_weight         584.31
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   8.1302(13)
_cell_length_b                   10.5516(14)
_cell_length_c                   14.7688(19)
_cell_angle_alpha                107.406(4)
_cell_angle_beta                 93.634(5)
_cell_angle_gamma                98.033(5)
_cell_volume                     1189.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      2.5458
_cell_measurement_theta_max      27.5193
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             584
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.006
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.696
_exptl_absorpt_correction_T_max  0.818

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0355
_diffrn_reflns_av_uneti/neti     0.0249
_diffrn_reflns_number            29142
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.992
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_reflns_number_total             5440
_reflns_number_gt                4916
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0267P)²+0.7675P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5440
_refine_ls_number_parameters     286
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0582
_refine_ls_wR_factor_gt          0.0556
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.398
_refine_diff_density_min         -1.042
_refine_diff_density_rms         0.087

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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 0.47078(3) 0.68406(2) 0.79744(2) 0.01302(6) Uani 1 1 d . . . . .
I1 I 0.30209(2) 0.66311(2) 0.55392(2) 0.02866(5) Uani 1 1 d . . . . .
Si1 Si 0.69524(6) 0.42020(5) 0.80291(3) 0.01507(10) Uani 1 1 d . . . . .
C1 C 0.2411(3) 0.7349(2) 0.82694(16) 0.0301(5) Uani 1 1 d . . . . .
H1 H 0.152828 0.734795 0.781547 0.036 Uiso 1 1 calc R U . . .
C2 C 0.3693(3) 0.8455(2) 0.87391(15) 0.0272(4) Uani 1 1 d . . . . .
H2 H 0.382376 0.931999 0.865404 0.033 Uiso 1 1 calc R U . . .
C3 C 0.4746(3) 0.8036(2) 0.93589(14) 0.0261(4) Uani 1 1 d . . . . .
H3 H 0.570720 0.857395 0.976272 0.031 Uiso 1 1 calc R U . . .
C4 C 0.4119(3) 0.6680(2) 0.92721(15) 0.0279(4) Uani 1 1 d . . . . .
H4 H 0.458305 0.615106 0.960861 0.034 Uiso 1 1 calc R U . . .
C5 C 0.2669(3) 0.6246(2) 0.85920(17) 0.0314(5) Uani 1 1 d . . . . .
H5 H 0.199793 0.537695 0.839160 0.038 Uiso 1 1 calc R U . . .
C6 C 0.7081(2) 0.68191(17) 0.76269(12) 0.0130(3) Uani 1 1 d . . . . .
C7 C 0.6297(2) 0.54693(17) 0.74856(12) 0.0139(3) Uani 1 1 d . . . . .
C8 C 0.4868(2) 0.52599(18) 0.68007(12) 0.0166(3) Uani 1 1 d . . . . .
H8 H 0.408418 0.444987 0.654850 0.020 Uiso 1 1 calc R U . . .
C9 C 0.4822(2) 0.64667(18) 0.65629(12) 0.0154(3) Uani 1 1 d . . . . .
C10 C 0.6209(2) 0.74841(17) 0.70816(12) 0.0126(3) Uani 1 1 d . . . . .
F11 F 0.85175(12) 0.73831(11) 0.82048(8) 0.0186(2) Uani 1 1 d . . . . .
C12 C 0.8088(3) 0.5048(2) 0.92405(14) 0.0240(4) Uani 1 1 d . . . . .
H12A H 0.733669 0.552431 0.966201 0.036 Uiso 1 1 calc R U . . .
H12B H 0.905107 0.569345 0.920123 0.036 Uiso 1 1 calc R U . . .
H12C H 0.847573 0.437210 0.949683 0.036 Uiso 1 1 calc R U . . .
C13 C 0.8395(3) 0.3273(2) 0.72479(17) 0.0315(5) Uani 1 1 d . . . . .
H13A H 0.934408 0.391506 0.718773 0.047 Uiso 1 1 calc R U . . .
H13B H 0.779530 0.278745 0.661480 0.047 Uiso 1 1 calc R U . . .
H13C H 0.880281 0.263032 0.753100 0.047 Uiso 1 1 calc R U . . .
C14 C 0.5038(3) 0.3026(2) 0.80667(16) 0.0255(4) Uani 1 1 d . . . . .
H14A H 0.535002 0.234948 0.834755 0.038 Uiso 1 1 calc R U . . .
H14B H 0.448767 0.257710 0.741683 0.038 Uiso 1 1 calc R U . . .
H14C H 0.427137 0.353388 0.845564 0.038 Uiso 1 1 calc R U . . .
C15 C 0.6743(2) 0.88489(17) 0.69350(12) 0.0145(3) Uani 1 1 d . . . . .
O16 O 0.53961(18) 0.96139(14) 0.70578(10) 0.0203(3) Uani 1 1 d . . . . .
H16 H 0.469(3) 0.920(3) 0.6715(18) 0.024 Uiso 1 1 d . U . . .
C17 C 0.7274(2) 0.86114(18) 0.59242(13) 0.0160(3) Uani 1 1 d . . . . .
C18 C 0.8046(2) 0.75136(19) 0.54972(13) 0.0194(4) Uani 1 1 d . . . . .
H18 H 0.817458 0.686576 0.581401 0.023 Uiso 1 1 calc R U . . .
C19 C 0.8627(2) 0.7362(2) 0.46126(14) 0.0221(4) Uani 1 1 d . . . . .
H19 H 0.916200 0.661680 0.433206 0.027 Uiso 1 1 calc R U . . .
C20 C 0.8430(3) 0.8289(2) 0.41374(14) 0.0249(4) Uani 1 1 d . . . . .
H20 H 0.882703 0.818462 0.353237 0.030 Uiso 1 1 calc R U . . .
C21 C 0.7645(3) 0.9375(2) 0.45542(15) 0.0286(4) Uani 1 1 d . . . . .
H21 H 0.749882 1.001004 0.422869 0.034 Uiso 1 1 calc R U . . .
C22 C 0.7072(3) 0.9541(2) 0.54441(14) 0.0225(4) Uani 1 1 d . . . . .
H22 H 0.654193 1.029004 0.572396 0.027 Uiso 1 1 calc R U . . .
C23 C 0.8175(2) 0.97258(17) 0.76844(13) 0.0154(3) Uani 1 1 d . . . . .
C24 C 0.9824(2) 0.98760(19) 0.74803(14) 0.0196(4) Uani 1 1 d . . . . .
H24 H 1.008830 0.942198 0.686160 0.024 Uiso 1 1 calc R U . . .
C25 C 1.1093(3) 1.0687(2) 0.81761(16) 0.0247(4) Uani 1 1 d . . . . .
H25 H 1.221344 1.079186 0.802620 0.030 Uiso 1 1 calc R U . . .
C26 C 1.0729(3) 1.1339(2) 0.90815(16) 0.0296(5) Uani 1 1 d . . . . .
H26 H 1.159681 1.188156 0.955710 0.035 Uiso 1 1 calc R U . . .
C27 C 0.9081(3) 1.1198(2) 0.92939(15) 0.0304(5) Uani 1 1 d . . . . .
H27 H 0.882203 1.164679 0.991492 0.036 Uiso 1 1 calc R U . . .
C28 C 0.7820(3) 1.0401(2) 0.85990(14) 0.0228(4) Uani 1 1 d . . . . .
H28 H 0.669839 1.031338 0.874754 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 C9 2.0131(17) . ?
Fe1 C6 2.0288(16) . ?
Fe1 C8 2.0404(18) . ?
Fe1 C10 2.0488(17) . ?
Fe1 C1 2.052(2) . ?
Fe1 C3 2.0522(19) . ?
Fe1 C2 2.0538(19) . ?
Fe1 C5 2.054(2) . ?
Fe1 C4 2.0541(19) . ?
Fe1 C7 2.0735(17) . ?
I1 C9 2.0993(17) . ?
Si1 C12 1.859(2) . ?
Si1 C14 1.865(2) . ?
Si1 C13 1.866(2) . ?
Si1 C7 1.8719(18) . ?
C1 C2 1.419(3) . ?
C1 C5 1.419(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.419(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.415(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.426(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 F11 1.350(2) . ?
C6 C7 1.425(2) . ?
C6 C10 1.431(2) . ?
C7 C8 1.438(2) . ?
C8 C9 1.423(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.439(2) . ?
C10 C15 1.527(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 O16 1.438(2) . ?
C15 C23 1.536(2) . ?
C15 C17 1.538(2) . ?
O16 H16 0.74(3) . ?
C17 C22 1.393(3) . ?
C17 C18 1.396(3) . ?
C18 C19 1.389(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.385(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.389(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.392(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.391(3) . ?
C23 C28 1.395(3) . ?
C24 C25 1.395(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.393(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.386(3) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 Fe1 C6 67.74(7) . . ?
C9 Fe1 C8 41.10(7) . . ?
C6 Fe1 C8 67.61(7) . . ?
C9 Fe1 C10 41.49(7) . . ?
C6 Fe1 C10 41.09(7) . . ?
C8 Fe1 C10 70.09(7) . . ?
C9 Fe1 C1 107.86(8) . . ?
C6 Fe1 C1 164.86(9) . . ?
C8 Fe1 C1 119.35(9) . . ?
C10 Fe1 C1 126.00(8) . . ?
C9 Fe1 C3 155.26(8) . . ?
C6 Fe1 C3 109.64(8) . . ?
C8 Fe1 C3 162.77(8) . . ?
C10 Fe1 C3 119.85(8) . . ?
C1 Fe1 C3 67.88(9) . . ?
C9 Fe1 C2 120.37(8) . . ?
C6 Fe1 C2 128.03(8) . . ?
C8 Fe1 C2 154.52(8) . . ?
C10 Fe1 C2 107.49(8) . . ?
C1 Fe1 C2 40.45(9) . . ?
C3 Fe1 C2 40.45(9) . . ?
C9 Fe1 C5 125.47(9) . . ?
C6 Fe1 C5 153.95(9) . . ?
C8 Fe1 C5 106.43(9) . . ?
C10 Fe1 C5 163.30(9) . . ?
C1 Fe1 C5 40.45(10) . . ?
C3 Fe1 C5 68.14(9) . . ?
C2 Fe1 C5 68.24(9) . . ?
C9 Fe1 C4 162.85(9) . . ?
C6 Fe1 C4 120.62(8) . . ?
C8 Fe1 C4 125.11(8) . . ?
C10 Fe1 C4 154.45(8) . . ?
C1 Fe1 C4 67.90(9) . . ?
C3 Fe1 C4 40.31(9) . . ?
C2 Fe1 C4 68.00(9) . . ?
C5 Fe1 C4 40.61(9) . . ?
C9 Fe1 C7 69.34(7) . . ?
C6 Fe1 C7 40.62(7) . . ?
C8 Fe1 C7 40.90(7) . . ?
C10 Fe1 C7 70.61(7) . . ?
C1 Fe1 C7 153.14(9) . . ?
C3 Fe1 C7 125.83(8) . . ?
C2 Fe1 C7 164.01(8) . . ?
C5 Fe1 C7 118.09(8) . . ?
C4 Fe1 C7 106.50(8) . . ?
C12 Si1 C14 111.47(10) . . ?
C12 Si1 C13 108.64(11) . . ?
C14 Si1 C13 110.40(11) . . ?
C12 Si1 C7 110.79(9) . . ?
C14 Si1 C7 107.91(9) . . ?
C13 Si1 C7 107.57(9) . . ?
C2 C1 C5 108.5(2) . . ?
C2 C1 Fe1 69.86(11) . . ?
C5 C1 Fe1 69.86(11) . . ?
C2 C1 H1 125.7 . . ?
C5 C1 H1 125.7 . . ?
Fe1 C1 H1 126.1 . . ?
C1 C2 C3 107.6(2) . . ?
C1 C2 Fe1 69.69(12) . . ?
C3 C2 Fe1 69.71(11) . . ?
C1 C2 H2 126.2 . . ?
C3 C2 H2 126.2 . . ?
Fe1 C2 H2 126.0 . . ?
C4 C3 C2 108.3(2) . . ?
C4 C3 Fe1 69.91(11) . . ?
C2 C3 Fe1 69.84(11) . . ?
C4 C3 H3 125.9 . . ?
C2 C3 H3 125.9 . . ?
Fe1 C3 H3 126.0 . . ?
C3 C4 C5 108.16(19) . . ?
C3 C4 Fe1 69.77(11) . . ?
C5 C4 Fe1 69.69(12) . . ?
C3 C4 H4 125.9 . . ?
C5 C4 H4 125.9 . . ?
Fe1 C4 H4 126.2 . . ?
C1 C5 C4 107.4(2) . . ?
C1 C5 Fe1 69.68(11) . . ?
C4 C5 Fe1 69.70(11) . . ?
C1 C5 H5 126.3 . . ?
C4 C5 H5 126.3 . . ?
Fe1 C5 H5 125.9 . . ?
F11 C6 C7 122.52(15) . . ?
F11 C6 C10 124.38(15) . . ?
C7 C6 C10 113.09(15) . . ?
F11 C6 Fe1 127.74(11) . . ?
C7 C6 Fe1 71.37(9) . . ?
C10 C6 Fe1 70.20(9) . . ?
C6 C7 C8 104.54(15) . . ?
C6 C7 Si1 129.11(13) . . ?
C8 C7 Si1 126.34(13) . . ?
C6 C7 Fe1 68.00(9) . . ?
C8 C7 Fe1 68.31(10) . . ?
Si1 C7 Fe1 128.39(9) . . ?
C9 C8 C7 108.72(15) . . ?
C9 C8 Fe1 68.42(10) . . ?
C7 C8 Fe1 70.79(10) . . ?
C9 C8 H8 125.6 . . ?
C7 C8 H8 125.6 . . ?
Fe1 C8 H8 126.7 . . ?
C8 C9 C10 110.24(15) . . ?
C8 C9 Fe1 70.48(10) . . ?
C10 C9 Fe1 70.58(9) . . ?
C8 C9 I1 122.97(13) . . ?
C10 C9 I1 126.71(13) . . ?
Fe1 C9 I1 128.13(9) . . ?
C6 C10 C9 103.40(14) . . ?
C6 C10 C15 129.22(15) . . ?
C9 C10 C15 126.63(15) . . ?
C6 C10 Fe1 68.71(9) . . ?
C9 C10 Fe1 67.92(9) . . ?
C15 C10 Fe1 133.94(12) . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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 . . ?
O16 C15 C10 110.60(14) . . ?
O16 C15 C23 104.98(14) . . ?
C10 C15 C23 111.94(14) . . ?
O16 C15 C17 110.28(14) . . ?
C10 C15 C17 108.67(14) . . ?
C23 C15 C17 110.35(14) . . ?
C15 O16 H16 106(2) . . ?
C22 C17 C18 119.05(17) . . ?
C22 C17 C15 119.84(16) . . ?
C18 C17 C15 121.01(16) . . ?
C19 C18 C17 120.51(18) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 120.38(18) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 119.33(18) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C20 C21 C22 120.69(19) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C21 C22 C17 120.04(18) . . ?
C21 C22 H22 120.0 . . ?
C17 C22 H22 120.0 . . ?
C24 C23 C28 118.58(17) . . ?
C24 C23 C15 122.05(16) . . ?
C28 C23 C15 119.37(16) . . ?
C23 C24 C25 120.59(18) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C26 C25 C24 120.28(19) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 119.63(19) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C28 C27 C26 120.0(2) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C28 C23 120.94(19) . . ?
C27 C28 H28 119.5 . . ?
C23 C28 H28 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 -0.3(2) . . . . ?
Fe1 C1 C2 C3 -59.63(13) . . . . ?
C5 C1 C2 Fe1 59.36(14) . . . . ?
C1 C2 C3 C4 0.0(2) . . . . ?
Fe1 C2 C3 C4 -59.57(13) . . . . ?
C1 C2 C3 Fe1 59.61(13) . . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
Fe1 C3 C4 C5 -59.33(13) . . . . ?
C2 C3 C4 Fe1 59.52(13) . . . . ?
C2 C1 C5 C4 0.4(2) . . . . ?
Fe1 C1 C5 C4 59.75(13) . . . . ?
C2 C1 C5 Fe1 -59.36(14) . . . . ?
C3 C4 C5 C1 -0.4(2) . . . . ?
Fe1 C4 C5 C1 -59.73(14) . . . . ?
C3 C4 C5 Fe1 59.38(13) . . . . ?
F11 C6 C7 C8 -177.66(14) . . . . ?
C10 C6 C7 C8 1.05(19) . . . . ?
Fe1 C6 C7 C8 58.90(11) . . . . ?
F11 C6 C7 Si1 1.1(2) . . . . ?
C10 C6 C7 Si1 179.82(12) . . . . ?
Fe1 C6 C7 Si1 -122.33(14) . . . . ?
F11 C6 C7 Fe1 123.44(15) . . . . ?
C10 C6 C7 Fe1 -57.85(12) . . . . ?
C12 Si1 C7 C6 30.20(18) . . . . ?
C14 Si1 C7 C6 152.48(16) . . . . ?
C13 Si1 C7 C6 -88.40(17) . . . . ?
C12 Si1 C7 C8 -151.28(15) . . . . ?
C14 Si1 C7 C8 -29.00(18) . . . . ?
C13 Si1 C7 C8 90.12(17) . . . . ?
C12 Si1 C7 Fe1 -61.42(14) . . . . ?
C14 Si1 C7 Fe1 60.86(14) . . . . ?
C13 Si1 C7 Fe1 179.98(12) . . . . ?
C6 C7 C8 C9 -0.66(19) . . . . ?
Si1 C7 C8 C9 -179.47(12) . . . . ?
Fe1 C7 C8 C9 58.03(12) . . . . ?
C6 C7 C8 Fe1 -58.69(11) . . . . ?
Si1 C7 C8 Fe1 122.49(13) . . . . ?
C7 C8 C9 C10 0.1(2) . . . . ?
Fe1 C8 C9 C10 59.56(12) . . . . ?
C7 C8 C9 Fe1 -59.49(12) . . . . ?
C7 C8 C9 I1 177.08(11) . . . . ?
Fe1 C8 C9 I1 -123.43(13) . . . . ?
F11 C6 C10 C9 177.69(15) . . . . ?
C7 C6 C10 C9 -1.00(18) . . . . ?
Fe1 C6 C10 C9 -59.50(11) . . . . ?
F11 C6 C10 C15 7.2(3) . . . . ?
C7 C6 C10 C15 -171.46(16) . . . . ?
Fe1 C6 C10 C15 130.04(17) . . . . ?
F11 C6 C10 Fe1 -122.81(16) . . . . ?
C7 C6 C10 Fe1 58.50(12) . . . . ?
C8 C9 C10 C6 0.54(19) . . . . ?
Fe1 C9 C10 C6 60.04(11) . . . . ?
I1 C9 C10 C6 -176.33(12) . . . . ?
C8 C9 C10 C15 171.33(15) . . . . ?
Fe1 C9 C10 C15 -129.17(16) . . . . ?
I1 C9 C10 C15 -5.5(2) . . . . ?
C8 C9 C10 Fe1 -59.50(12) . . . . ?
I1 C9 C10 Fe1 123.63(13) . . . . ?
C6 C10 C15 O16 -133.87(17) . . . . ?
C9 C10 C15 O16 57.7(2) . . . . ?
Fe1 C10 C15 O16 -36.1(2) . . . . ?
C6 C10 C15 C23 -17.2(2) . . . . ?
C9 C10 C15 C23 174.41(16) . . . . ?
Fe1 C10 C15 C23 80.6(2) . . . . ?
C6 C10 C15 C17 104.94(19) . . . . ?
C9 C10 C15 C17 -63.5(2) . . . . ?
Fe1 C10 C15 C17 -157.26(14) . . . . ?
O16 C15 C17 C22 28.8(2) . . . . ?
C10 C15 C17 C22 150.17(17) . . . . ?
C23 C15 C17 C22 -86.7(2) . . . . ?
O16 C15 C17 C18 -154.90(17) . . . . ?
C10 C15 C17 C18 -33.5(2) . . . . ?
C23 C15 C17 C18 89.6(2) . . . . ?
C22 C17 C18 C19 1.0(3) . . . . ?
C15 C17 C18 C19 -175.39(17) . . . . ?
C17 C18 C19 C20 -0.8(3) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?
C20 C21 C22 C17 -0.3(3) . . . . ?
C18 C17 C22 C21 -0.4(3) . . . . ?
C15 C17 C22 C21 175.97(18) . . . . ?
O16 C15 C23 C24 -138.16(17) . . . . ?
C10 C15 C23 C24 101.81(19) . . . . ?
C17 C15 C23 C24 -19.3(2) . . . . ?
O16 C15 C23 C28 41.6(2) . . . . ?
C10 C15 C23 C28 -78.5(2) . . . . ?
C17 C15 C23 C28 160.37(16) . . . . ?
C28 C23 C24 C25 -0.1(3) . . . . ?
C15 C23 C24 C25 179.58(16) . . . . ?
C23 C24 C25 C26 0.8(3) . . . . ?
C24 C25 C26 C27 -0.9(3) . . . . ?
C25 C26 C27 C28 0.3(3) . . . . ?
C26 C27 C28 C23 0.4(3) . . . . ?
C24 C23 C28 C27 -0.5(3) . . . . ?
C15 C23 C28 C27 179.81(18) . . . . ?
####################################################################### 
# 
# 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_3p-I_MT270
_database_code_depnum_ccdc_archive 'CCDC 1939211'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;

# Date of experiment: 15 avril 2019                                            #


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C10 H7 Cl F Fe I'
_chemical_formula_sum            'C10 H7 Cl F Fe I'
_chemical_formula_weight         364.36
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   6.6845(13)
_cell_length_b                   15.913(4)
_cell_length_c                   10.315(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.375(8)
_cell_angle_gamma                90
_cell_volume                     1082.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    8150
_cell_measurement_theta_min      2.3755
_cell_measurement_theta_max      27.4189
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.580
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.236
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             688
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    4.459
_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  0.229
_exptl_absorpt_correction_T_max  0.469

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0444
_diffrn_reflns_av_uneti/neti     0.0423
_diffrn_reflns_number            8532
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.089
_diffrn_reflns_theta_max         27.427
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.989
_reflns_number_total             2451
_reflns_number_gt                2244
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0093P)²+3.7792P] 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         2451
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0754
_refine_ls_wR_factor_gt          0.0735
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.928
_refine_diff_density_min         -1.172
_refine_diff_density_rms         0.142

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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 0.3662(8) 0.3265(3) 0.0646(5) 0.0374(11) Uani 1 1 d . . . . .
H1 H 0.478652 0.336223 0.020923 0.045 Uiso 1 1 calc R U . . .
C2 C 0.1798(8) 0.3709(3) 0.0430(4) 0.0347(10) Uani 1 1 d . . . . .
H2 H 0.145408 0.415537 -0.017698 0.042 Uiso 1 1 calc R U . . .
C3 C 0.0543(7) 0.3371(3) 0.1277(4) 0.0311(10) Uani 1 1 d . . . . .
H3 H -0.079059 0.355393 0.134094 0.037 Uiso 1 1 calc R U . . .
C4 C 0.1613(7) 0.2713(3) 0.2016(4) 0.0320(10) Uani 1 1 d . . . . .
H4 H 0.112628 0.237377 0.265501 0.038 Uiso 1 1 calc R U . . .
C5 C 0.3558(7) 0.2656(3) 0.1619(5) 0.0345(10) Uani 1 1 d . . . . .
H5 H 0.460220 0.227223 0.195618 0.041 Uiso 1 1 calc R U . . .
C6 C 0.5417(5) 0.4031(2) 0.3887(3) 0.0159(7) Uani 1 1 d . . . . .
C7 C 0.5406(5) 0.4658(2) 0.2921(3) 0.0182(7) Uani 1 1 d . . . . .
C8 C 0.3495(6) 0.5078(2) 0.2737(4) 0.0207(7) Uani 1 1 d . . . . .
C9 C 0.2301(6) 0.4697(2) 0.3603(4) 0.0182(7) Uani 1 1 d . . . . .
H9 H 0.095244 0.484703 0.368899 0.022 Uiso 1 1 calc R U . . .
C10 C 0.3485(5) 0.4054(2) 0.4318(3) 0.0173(7) Uani 1 1 d . . . . .
H10 H 0.306718 0.370092 0.496759 0.021 Uiso 1 1 calc R U . . .
Cl1 Cl 0.28455(16) 0.59290(6) 0.17044(10) 0.0291(2) Uani 1 1 d . . . . .
F1 F 0.7008(4) 0.48841(18) 0.2320(3) 0.0325(6) Uani 1 1 d . . . . .
Fe1 Fe 0.31592(8) 0.38278(3) 0.23477(5) 0.01525(12) Uani 1 1 d . . . . .
I1 I 0.78452(4) 0.32698(2) 0.46172(3) 0.02276(10) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.405(7) . ?
C1 C2 1.418(7) . ?
C1 Fe1 2.046(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.412(7) . ?
C2 Fe1 2.047(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.418(7) . ?
C3 Fe1 2.044(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.428(7) . ?
C4 Fe1 2.053(4) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.044(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.409(5) . ?
C6 C10 1.433(5) . ?
C6 Fe1 2.030(3) . ?
C6 I1 2.066(3) . ?
C7 F1 1.370(4) . ?
C7 C8 1.427(5) . ?
C7 Fe1 2.015(4) . ?
C8 C9 1.427(5) . ?
C8 Cl1 1.734(4) . ?
C8 Fe1 2.034(4) . ?
C9 C10 1.425(5) . ?
C9 Fe1 2.041(4) . ?
C9 H9 0.9500 . ?
C10 Fe1 2.041(4) . ?
C10 H10 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 108.1(4) . . ?
C5 C1 Fe1 69.8(2) . . ?
C2 C1 Fe1 69.7(2) . . ?
C5 C1 H1 125.9 . . ?
C2 C1 H1 125.9 . . ?
Fe1 C1 H1 126.1 . . ?
C3 C2 C1 108.0(4) . . ?
C3 C2 Fe1 69.7(2) . . ?
C1 C2 Fe1 69.7(2) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Fe1 C2 H2 126.2 . . ?
C2 C3 C4 108.4(4) . . ?
C2 C3 Fe1 69.9(2) . . ?
C4 C3 Fe1 70.1(2) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
Fe1 C3 H3 125.7 . . ?
C3 C4 C5 107.2(4) . . ?
C3 C4 Fe1 69.4(2) . . ?
C5 C4 Fe1 69.2(2) . . ?
C3 C4 H4 126.4 . . ?
C5 C4 H4 126.4 . . ?
Fe1 C4 H4 126.5 . . ?
C1 C5 C4 108.3(4) . . ?
C1 C5 Fe1 70.0(3) . . ?
C4 C5 Fe1 70.0(2) . . ?
C1 C5 H5 125.8 . . ?
C4 C5 H5 125.8 . . ?
Fe1 C5 H5 125.8 . . ?
C7 C6 C10 107.5(3) . . ?
C7 C6 Fe1 69.1(2) . . ?
C10 C6 Fe1 69.8(2) . . ?
C7 C6 I1 125.9(3) . . ?
C10 C6 I1 126.6(3) . . ?
Fe1 C6 I1 129.19(18) . . ?
F1 C7 C6 126.3(3) . . ?
F1 C7 C8 124.4(3) . . ?
C6 C7 C8 109.1(3) . . ?
F1 C7 Fe1 129.7(3) . . ?
C6 C7 Fe1 70.2(2) . . ?
C8 C7 Fe1 70.1(2) . . ?
C9 C8 C7 107.3(3) . . ?
C9 C8 Cl1 127.3(3) . . ?
C7 C8 Cl1 125.2(3) . . ?
C9 C8 Fe1 69.7(2) . . ?
C7 C8 Fe1 68.7(2) . . ?
Cl1 C8 Fe1 129.4(2) . . ?
C10 C9 C8 108.0(3) . . ?
C10 C9 Fe1 69.6(2) . . ?
C8 C9 Fe1 69.3(2) . . ?
C10 C9 H9 126.0 . . ?
C8 C9 H9 126.0 . . ?
Fe1 C9 H9 126.7 . . ?
C9 C10 C6 108.1(3) . . ?
C9 C10 Fe1 69.6(2) . . ?
C6 C10 Fe1 69.0(2) . . ?
C9 C10 H10 126.0 . . ?
C6 C10 H10 126.0 . . ?
Fe1 C10 H10 127.0 . . ?
C7 Fe1 C6 40.77(14) . . ?
C7 Fe1 C8 41.25(15) . . ?
C6 Fe1 C8 69.29(14) . . ?
C7 Fe1 C10 68.81(14) . . ?
C6 Fe1 C10 41.24(14) . . ?
C8 Fe1 C10 68.96(15) . . ?
C7 Fe1 C9 69.04(15) . . ?
C6 Fe1 C9 69.27(14) . . ?
C8 Fe1 C9 41.00(15) . . ?
C10 Fe1 C9 40.86(14) . . ?
C7 Fe1 C5 124.78(18) . . ?
C6 Fe1 C5 107.91(17) . . ?
C8 Fe1 C5 161.39(19) . . ?
C10 Fe1 C5 121.84(18) . . ?
C9 Fe1 C5 156.77(18) . . ?
C7 Fe1 C3 157.35(18) . . ?
C6 Fe1 C3 160.19(18) . . ?
C8 Fe1 C3 120.75(17) . . ?
C10 Fe1 C3 122.95(17) . . ?
C9 Fe1 C3 106.24(16) . . ?
C5 Fe1 C3 68.19(18) . . ?
C7 Fe1 C1 108.66(18) . . ?
C6 Fe1 C1 122.34(18) . . ?
C8 Fe1 C1 124.67(19) . . ?
C10 Fe1 C1 157.75(19) . . ?
C9 Fe1 C1 160.68(19) . . ?
C5 Fe1 C1 40.2(2) . . ?
C3 Fe1 C1 68.08(19) . . ?
C7 Fe1 C2 122.48(18) . . ?
C6 Fe1 C2 157.99(18) . . ?
C8 Fe1 C2 107.34(18) . . ?
C10 Fe1 C2 159.61(18) . . ?
C9 Fe1 C2 123.31(18) . . ?
C5 Fe1 C2 68.0(2) . . ?
C3 Fe1 C2 40.4(2) . . ?
C1 Fe1 C2 40.6(2) . . ?
C7 Fe1 C4 161.09(18) . . ?
C6 Fe1 C4 123.89(17) . . ?
C8 Fe1 C4 156.04(18) . . ?
C10 Fe1 C4 106.70(17) . . ?
C9 Fe1 C4 120.37(17) . . ?
C5 Fe1 C4 40.79(19) . . ?
C3 Fe1 C4 40.51(19) . . ?
C1 Fe1 C4 68.1(2) . . ?
C2 Fe1 C4 68.1(2) . . ?

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(5) . . . . ?
Fe1 C1 C2 C3 -59.4(3) . . . . ?
C5 C1 C2 Fe1 59.5(3) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
Fe1 C2 C3 C4 -59.8(3) . . . . ?
C1 C2 C3 Fe1 59.4(3) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
Fe1 C3 C4 C5 -59.1(3) . . . . ?
C2 C3 C4 Fe1 59.7(3) . . . . ?
C2 C1 C5 C4 0.3(5) . . . . ?
Fe1 C1 C5 C4 59.7(3) . . . . ?
C2 C1 C5 Fe1 -59.4(3) . . . . ?
C3 C4 C5 C1 -0.5(5) . . . . ?
Fe1 C4 C5 C1 -59.7(3) . . . . ?
C3 C4 C5 Fe1 59.2(3) . . . . ?
C10 C6 C7 F1 175.2(3) . . . . ?
Fe1 C6 C7 F1 -125.3(4) . . . . ?
I1 C6 C7 F1 -1.4(5) . . . . ?
C10 C6 C7 C8 0.0(4) . . . . ?
Fe1 C6 C7 C8 59.4(3) . . . . ?
I1 C6 C7 C8 -176.6(3) . . . . ?
C10 C6 C7 Fe1 -59.4(2) . . . . ?
I1 C6 C7 Fe1 123.9(3) . . . . ?
F1 C7 C8 C9 -175.6(3) . . . . ?
C6 C7 C8 C9 -0.3(4) . . . . ?
Fe1 C7 C8 C9 59.3(3) . . . . ?
F1 C7 C8 Cl1 1.3(5) . . . . ?
C6 C7 C8 Cl1 176.6(3) . . . . ?
Fe1 C7 C8 Cl1 -123.9(3) . . . . ?
F1 C7 C8 Fe1 125.2(4) . . . . ?
C6 C7 C8 Fe1 -59.5(3) . . . . ?
C7 C8 C9 C10 0.4(4) . . . . ?
Cl1 C8 C9 C10 -176.4(3) . . . . ?
Fe1 C8 C9 C10 59.0(2) . . . . ?
C7 C8 C9 Fe1 -58.6(3) . . . . ?
Cl1 C8 C9 Fe1 124.7(3) . . . . ?
C8 C9 C10 C6 -0.4(4) . . . . ?
Fe1 C9 C10 C6 58.4(2) . . . . ?
C8 C9 C10 Fe1 -58.8(2) . . . . ?
C7 C6 C10 C9 0.2(4) . . . . ?
Fe1 C6 C10 C9 -58.8(2) . . . . ?
I1 C6 C10 C9 176.8(2) . . . . ?
C7 C6 C10 Fe1 59.0(2) . . . . ?
I1 C6 C10 Fe1 -124.4(3) . . . . ?

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

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................


####################################################################### 
# 
# 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_3s-Br_MT288
_database_code_depnum_ccdc_archive 'CCDC 1939212'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C13 H16 Br F Fe Si'
_chemical_formula_sum            'C13 H16 Br F Fe Si'
_chemical_formula_weight         355.11
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   17.276(4)
_cell_length_b                   6.8553(17)
_cell_length_c                   12.095(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.988(8)
_cell_angle_gamma                90
_cell_volume                     1406.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7823
_cell_measurement_theta_min      3.2052
_cell_measurement_theta_max      27.6852
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             712
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    3.986
_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  0.218
_exptl_absorpt_correction_T_max  0.384

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(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           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0632
_diffrn_reflns_av_uneti/neti     0.0528
_diffrn_reflns_number            13114
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.205
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_reflns_number_total             3197
_reflns_number_gt                2806
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017_1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+15.8409P] 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         3197
_refine_ls_number_parameters     173
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0665
_refine_ls_wR_factor_ref         0.1566
_refine_ls_wR_factor_gt          0.1523
_refine_ls_goodness_of_fit_ref   1.226
_refine_ls_restrained_S_all      1.218
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.350
_refine_diff_density_min         -1.031
_refine_diff_density_rms         0.158

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
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 0.32395(5) 0.62613(12) 0.42594(7) 0.0171(2) Uani 1 1 d . . . . .
Br1 Br 0.44067(4) 0.33584(11) 0.28479(6) 0.0295(2) Uani 1 1 d . . . . .
Si1 Si 0.13750(11) 0.4204(3) 0.43679(16) 0.0258(4) Uani 1 1 d . . . . .
F1 F 0.2467(2) 0.3633(7) 0.2337(3) 0.0295(9) Uani 1 1 d . . . . .
C1 C 0.3097(18) 0.894(2) 0.4992(16) 0.030(4) Uani 0.559(10) 1 d . U P A 1
H1 H 0.292452 0.916492 0.568162 0.036 Uiso 0.559(10) 1 calc R U P A 1
C2 C 0.2614(9) 0.8793(19) 0.393(2) 0.028(3) Uani 0.559(10) 1 d . U P A 1
H2 H 0.205530 0.890442 0.378013 0.033 Uiso 0.559(10) 1 calc R U P A 1
C3 C 0.3075(17) 0.846(2) 0.3097(13) 0.032(3) Uani 0.559(10) 1 d . U P A 1
H3 H 0.289918 0.830915 0.230773 0.039 Uiso 0.559(10) 1 calc R U P A 1
C4 C 0.3882(13) 0.838(2) 0.373(3) 0.034(4) Uani 0.559(10) 1 d . U P A 1
H4 H 0.434131 0.816297 0.342148 0.041 Uiso 0.559(10) 1 calc R U P A 1
C5 C 0.3862(13) 0.870(2) 0.487(2) 0.033(3) Uani 0.559(10) 1 d . U P A 1
H5 H 0.430973 0.873809 0.545965 0.040 Uiso 0.559(10) 1 calc R U P A 1
C1B C 0.360(2) 0.848(3) 0.331(2) 0.030(4) Uani 0.441(10) 1 d . U P A 2
H1B H 0.379666 0.830542 0.263404 0.036 Uiso 0.441(10) 1 calc R U P A 2
C2B C 0.4075(12) 0.853(3) 0.443(3) 0.028(3) Uani 0.441(10) 1 d . U P A 2
H2B H 0.463149 0.838841 0.463546 0.033 Uiso 0.441(10) 1 calc R U P A 2
C3B C 0.355(2) 0.882(3) 0.5148(17) 0.032(3) Uani 0.441(10) 1 d . U P A 2
H3B H 0.369986 0.891234 0.594425 0.039 Uiso 0.441(10) 1 calc R U P A 2
C4B C 0.2800(18) 0.896(3) 0.457(4) 0.034(4) Uani 0.441(10) 1 d . U P A 2
H4B H 0.234506 0.917004 0.488640 0.041 Uiso 0.441(10) 1 calc R U P A 2
C5B C 0.2810(15) 0.872(3) 0.338(3) 0.033(3) Uani 0.441(10) 1 d . U P A 2
H5B H 0.236937 0.872653 0.277517 0.040 Uiso 0.441(10) 1 calc R U P A 2
C6 C 0.3661(4) 0.3711(9) 0.3783(5) 0.0172(12) Uani 1 1 d . . . . .
C7 C 0.3822(4) 0.3849(9) 0.4976(5) 0.0198(12) Uani 1 1 d . . . . .
H7 H 0.432733 0.382519 0.545292 0.024 Uiso 1 1 calc R U . . .
C8 C 0.3085(4) 0.4028(9) 0.5322(5) 0.0198(13) Uani 1 1 d . . . . .
H8 H 0.302014 0.413868 0.608178 0.024 Uiso 1 1 calc R U . . .
C9 C 0.2448(4) 0.4017(9) 0.4354(5) 0.0181(12) Uani 1 1 d . . . . .
C10 C 0.2842(4) 0.3798(9) 0.3427(5) 0.0178(12) Uani 1 1 d . . . . .
C11 C 0.0954(5) 0.1713(13) 0.4468(10) 0.049(2) Uani 1 1 d . . . . .
H11A H 0.096738 0.098936 0.377308 0.073 Uiso 1 1 calc R U . . .
H11B H 0.040715 0.182492 0.457417 0.073 Uiso 1 1 calc R U . . .
H11C H 0.126601 0.101722 0.510945 0.073 Uiso 1 1 calc R U . . .
C12 C 0.1267(5) 0.5580(16) 0.5659(8) 0.052(3) Uani 1 1 d . . . . .
H12A H 0.154782 0.489088 0.632664 0.077 Uiso 1 1 calc R U . . .
H12B H 0.070710 0.568225 0.569793 0.077 Uiso 1 1 calc R U . . .
H12C H 0.148981 0.689000 0.563243 0.077 Uiso 1 1 calc R U . . .
C13 C 0.0855(5) 0.5445(17) 0.3070(8) 0.054(3) Uani 1 1 d . . . . .
H13A H 0.107370 0.675593 0.302825 0.081 Uiso 1 1 calc R U . . .
H13B H 0.029138 0.554342 0.308933 0.081 Uiso 1 1 calc R U . . .
H13C H 0.092429 0.469054 0.240755 0.081 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C4 2.009(15) . ?
Fe1 C10 2.018(6) . ?
Fe1 C6 2.020(6) . ?
Fe1 C5B 2.05(2) . ?
Fe1 C4B 2.06(2) . ?
Fe1 C2 2.044(13) . ?
Fe1 C1B 2.07(2) . ?
Fe1 C5 2.046(16) . ?
Fe1 C7 2.042(6) . ?
Fe1 C3B 2.07(2) . ?
Fe1 C8 2.049(6) . ?
Fe1 C3 2.042(15) . ?
Br1 C6 1.884(6) . ?
Si1 C13 1.860(9) . ?
Si1 C9 1.861(6) . ?
Si1 C12 1.864(8) . ?
Si1 C11 1.869(9) . ?
F1 C10 1.359(7) . ?
C1 C2 1.40(2) . ?
C1 C5 1.37(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.41(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.46(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.40(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C1B C2B 1.45(3) . ?
C1B C5B 1.40(3) . ?
C1B H1B 0.9500 . ?
C2B C3B 1.38(3) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.36(3) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.45(3) . ?
C4B H4B 0.9500 . ?
C5B H5B 0.9500 . ?
C6 C10 1.400(9) . ?
C6 C7 1.420(8) . ?
C7 C8 1.419(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.447(9) . ?
C8 H8 0.9500 . ?
C9 C10 1.426(8) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 Fe1 C10 127.1(8) . . ?
C4 Fe1 C6 106.5(5) . . ?
C10 Fe1 C6 40.6(2) . . ?
C10 Fe1 C5B 111.9(7) . . ?
C6 Fe1 C5B 132.6(10) . . ?
C10 Fe1 C4B 137.7(11) . . ?
C6 Fe1 C4B 173.8(11) . . ?
C5B Fe1 C4B 41.3(10) . . ?
C4 Fe1 C2 68.0(6) . . ?
C10 Fe1 C2 119.7(6) . . ?
C6 Fe1 C2 152.2(7) . . ?
C10 Fe1 C1B 116.6(7) . . ?
C6 Fe1 C1B 108.3(7) . . ?
C5B Fe1 C1B 39.5(9) . . ?
C4B Fe1 C1B 66.6(9) . . ?
C4 Fe1 C5 40.4(8) . . ?
C10 Fe1 C5 165.4(9) . . ?
C6 Fe1 C5 128.0(8) . . ?
C2 Fe1 C5 66.4(6) . . ?
C4 Fe1 C7 117.7(7) . . ?
C10 Fe1 C7 68.1(3) . . ?
C6 Fe1 C7 40.9(2) . . ?
C5B Fe1 C7 169.9(10) . . ?
C4B Fe1 C7 145.0(12) . . ?
C2 Fe1 C7 166.2(8) . . ?
C1B Fe1 C7 130.8(9) . . ?
C5 Fe1 C7 109.0(5) . . ?
C10 Fe1 C3B 175.1(11) . . ?
C6 Fe1 C3B 143.8(11) . . ?
C5B Fe1 C3B 66.9(9) . . ?
C4B Fe1 C3B 38.4(10) . . ?
C1B Fe1 C3B 65.9(8) . . ?
C7 Fe1 C3B 114.0(8) . . ?
C4 Fe1 C8 152.6(9) . . ?
C10 Fe1 C8 67.4(2) . . ?
C6 Fe1 C8 68.2(2) . . ?
C5B Fe1 C8 149.4(10) . . ?
C4B Fe1 C8 117.4(8) . . ?
C2 Fe1 C8 129.1(6) . . ?
C1B Fe1 C8 170.0(11) . . ?
C5 Fe1 C8 120.5(7) . . ?
C7 Fe1 C8 40.6(2) . . ?
C3B Fe1 C8 111.0(6) . . ?
C4 Fe1 C3 42.2(7) . . ?
C10 Fe1 C3 106.5(5) . . ?
C6 Fe1 C3 116.8(6) . . ?
C2 Fe1 C3 40.5(6) . . ?
C5 Fe1 C3 68.9(7) . . ?
C7 Fe1 C3 151.9(8) . . ?
C8 Fe1 C3 164.8(8) . . ?
C13 Si1 C9 110.2(3) . . ?
C13 Si1 C12 111.5(5) . . ?
C9 Si1 C12 107.5(3) . . ?
C13 Si1 C11 109.9(5) . . ?
C9 Si1 C11 109.8(3) . . ?
C12 Si1 C11 107.8(5) . . ?
C2 C1 C5 107.9(14) . . ?
C2 C1 Fe1 69.0(8) . . ?
C5 C1 Fe1 69.5(9) . . ?
C2 C1 H1 126.0 . . ?
C5 C1 H1 126.0 . . ?
Fe1 C1 H1 127.0 . . ?
C1 C2 C3 110.3(15) . . ?
C1 C2 Fe1 71.3(9) . . ?
C3 C2 Fe1 69.7(9) . . ?
C1 C2 H2 124.8 . . ?
C3 C2 H2 124.8 . . ?
Fe1 C2 H2 125.8 . . ?
C4 C3 C2 104.3(14) . . ?
C4 C3 Fe1 67.7(8) . . ?
C2 C3 Fe1 69.8(8) . . ?
C4 C3 H3 127.9 . . ?
C2 C3 H3 127.9 . . ?
Fe1 C3 H3 126.1 . . ?
C3 C4 C5 108.0(14) . . ?
C3 C4 Fe1 70.1(9) . . ?
C5 C4 Fe1 71.2(9) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 124.3 . . ?
C1 C5 C4 109.5(15) . . ?
C1 C5 Fe1 71.7(9) . . ?
C4 C5 Fe1 68.4(9) . . ?
C1 C5 H5 125.3 . . ?
C4 C5 H5 125.3 . . ?
Fe1 C5 H5 126.2 . . ?
C2B C1B C5B 109.1(19) . . ?
C2B C1B Fe1 71.0(12) . . ?
C5B C1B Fe1 69.6(13) . . ?
C2B C1B H1B 125.5 . . ?
C5B C1B H1B 125.5 . . ?
Fe1 C1B H1B 125.5 . . ?
C1B C2B C3B 106(2) . . ?
C1B C2B Fe1 68.5(13) . . ?
C3B C2B Fe1 69.5(13) . . ?
C1B C2B H2B 127.1 . . ?
C3B C2B H2B 127.1 . . ?
Fe1 C2B H2B 126.4 . . ?
C4B C3B C2B 111(2) . . ?
C4B C3B Fe1 70.2(14) . . ?
C2B C3B Fe1 71.9(13) . . ?
C4B C3B H3B 124.4 . . ?
C2B C3B H3B 124.4 . . ?
Fe1 C3B H3B 125.1 . . ?
C3B C4B C5B 108.3(19) . . ?
C3B C4B Fe1 71.4(13) . . ?
C5B C4B Fe1 69.2(12) . . ?
C3B C4B H4B 125.9 . . ?
C5B C4B H4B 125.9 . . ?
Fe1 C4B H4B 125.1 . . ?
C1B C5B C4B 105.7(18) . . ?
C1B C5B Fe1 70.9(12) . . ?
C4B C5B Fe1 69.5(12) . . ?
C1B C5B H5B 127.2 . . ?
C4B C5B H5B 127.2 . . ?
Fe1 C5B H5B 124.1 . . ?
C10 C6 C7 107.5(5) . . ?
C10 C6 Br1 126.0(4) . . ?
C7 C6 Br1 126.5(5) . . ?
C10 C6 Fe1 69.6(4) . . ?
C7 C6 Fe1 70.4(3) . . ?
Br1 C6 Fe1 127.4(3) . . ?
C8 C7 C6 107.0(6) . . ?
C8 C7 Fe1 70.0(4) . . ?
C6 C7 Fe1 68.7(3) . . ?
C8 C7 H7 126.5 . . ?
C6 C7 H7 126.5 . . ?
Fe1 C7 H7 126.4 . . ?
C7 C8 C9 110.4(5) . . ?
C7 C8 Fe1 69.4(3) . . ?
C9 C8 Fe1 70.5(3) . . ?
C7 C8 H8 124.8 . . ?
C9 C8 H8 124.8 . . ?
Fe1 C8 H8 126.9 . . ?
C10 C9 C8 103.4(5) . . ?
C10 C9 Si1 129.8(5) . . ?
C8 C9 Si1 126.8(4) . . ?
C10 C9 Fe1 67.4(4) . . ?
C8 C9 Fe1 68.4(3) . . ?
Si1 C9 Fe1 128.1(3) . . ?
F1 C10 C6 124.2(5) . . ?
F1 C10 C9 124.1(5) . . ?
C6 C10 C9 111.7(5) . . ?
F1 C10 Fe1 127.4(4) . . ?
C6 C10 Fe1 69.8(3) . . ?
C9 C10 Fe1 71.8(4) . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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(18) . . . . ?
Fe1 C1 C2 C3 -58.9(11) . . . . ?
C5 C1 C2 Fe1 58.8(11) . . . . ?
C1 C2 C3 C4 0.5(16) . . . . ?
Fe1 C2 C3 C4 -59.3(10) . . . . ?
C1 C2 C3 Fe1 59.8(11) . . . . ?
C2 C3 C4 C5 -0.7(17) . . . . ?
Fe1 C3 C4 C5 -61.5(11) . . . . ?
C2 C3 C4 Fe1 60.7(10) . . . . ?
C2 C1 C5 C4 -0.4(19) . . . . ?
Fe1 C1 C5 C4 58.1(11) . . . . ?
C2 C1 C5 Fe1 -58.4(11) . . . . ?
C3 C4 C5 C1 0.7(19) . . . . ?
Fe1 C4 C5 C1 -60.1(12) . . . . ?
C3 C4 C5 Fe1 60.8(11) . . . . ?
C5B C1B C2B C3B -1(2) . . . . ?
Fe1 C1B C2B C3B -59.9(15) . . . . ?
C5B C1B C2B Fe1 59.4(15) . . . . ?
C1B C2B C3B C4B 0(2) . . . . ?
Fe1 C2B C3B C4B -59.3(16) . . . . ?
C1B C2B C3B Fe1 59.2(14) . . . . ?
C2B C3B C4B C5B 1(3) . . . . ?
Fe1 C3B C4B C5B -59.7(15) . . . . ?
C2B C3B C4B Fe1 60.4(16) . . . . ?
C2B C1B C5B C4B 1(2) . . . . ?
Fe1 C1B C5B C4B 61.2(14) . . . . ?
C2B C1B C5B Fe1 -60.2(15) . . . . ?
C3B C4B C5B C1B -1(2) . . . . ?
Fe1 C4B C5B C1B -62.1(15) . . . . ?
C3B C4B C5B Fe1 61.1(15) . . . . ?
C10 C6 C7 C8 -0.3(7) . . . . ?
Br1 C6 C7 C8 -177.7(4) . . . . ?
Fe1 C6 C7 C8 59.8(4) . . . . ?
C10 C6 C7 Fe1 -60.0(4) . . . . ?
Br1 C6 C7 Fe1 122.6(5) . . . . ?
C6 C7 C8 C9 -0.3(7) . . . . ?
Fe1 C7 C8 C9 58.7(4) . . . . ?
C6 C7 C8 Fe1 -59.0(4) . . . . ?
C7 C8 C9 C10 0.7(7) . . . . ?
Fe1 C8 C9 C10 58.8(4) . . . . ?
C7 C8 C9 Si1 179.8(5) . . . . ?
Fe1 C8 C9 Si1 -122.2(5) . . . . ?
C7 C8 C9 Fe1 -58.0(4) . . . . ?
C13 Si1 C9 C10 -32.1(8) . . . . ?
C12 Si1 C9 C10 -153.9(7) . . . . ?
C11 Si1 C9 C10 89.1(7) . . . . ?
C13 Si1 C9 C8 149.1(6) . . . . ?
C12 Si1 C9 C8 27.3(7) . . . . ?
C11 Si1 C9 C8 -89.7(7) . . . . ?
C13 Si1 C9 Fe1 58.9(6) . . . . ?
C12 Si1 C9 Fe1 -62.8(6) . . . . ?
C11 Si1 C9 Fe1 -179.8(5) . . . . ?
C7 C6 C10 F1 -177.3(6) . . . . ?
Br1 C6 C10 F1 0.1(9) . . . . ?
Fe1 C6 C10 F1 122.2(6) . . . . ?
C7 C6 C10 C9 0.8(7) . . . . ?
Br1 C6 C10 C9 178.2(5) . . . . ?
Fe1 C6 C10 C9 -59.7(5) . . . . ?
C7 C6 C10 Fe1 60.5(4) . . . . ?
Br1 C6 C10 Fe1 -122.1(5) . . . . ?
C8 C9 C10 F1 177.1(6) . . . . ?
Si1 C9 C10 F1 -1.9(10) . . . . ?
Fe1 C9 C10 F1 -123.4(6) . . . . ?
C8 C9 C10 C6 -0.9(7) . . . . ?
Si1 C9 C10 C6 -179.9(5) . . . . ?
Fe1 C9 C10 C6 58.5(5) . . . . ?
C8 C9 C10 Fe1 -59.4(4) . . . . ?
Si1 C9 C10 Fe1 121.6(5) . . . . ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5s-I-2_MT301
_database_code_depnum_ccdc_archive 'CCDC 1939216'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;

# Date of experiment: 15 avril 2019                                            #


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C21 H24 F Fe I O2 Si'
_chemical_formula_sum            'C21 H24 F Fe I O2 Si'
_chemical_formula_weight         538.24
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   8.514(2)
_cell_length_b                   10.875(3)
_cell_length_c                   11.472(3)
_cell_angle_alpha                86.069(8)
_cell_angle_beta                 84.834(9)
_cell_angle_gamma                82.271(8)
_cell_volume                     1046.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150
_cell_measurement_reflns_used    8808
_cell_measurement_theta_min      2.4221
_cell_measurement_theta_max      27.5345
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.708
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             536
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.274
_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  0.474
_exptl_absorpt_correction_T_max  0.579

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0347
_diffrn_reflns_av_uneti/neti     0.0289
_diffrn_reflns_number            20001
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.422
_diffrn_reflns_theta_max         27.542
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_reflns_number_total             4783
_reflns_number_gt                4469
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0152P)²+1.6350P] 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       0.0248(9)
_refine_ls_number_reflns         4783
_refine_ls_number_parameters     224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0253
_refine_ls_wR_factor_ref         0.0602
_refine_ls_wR_factor_gt          0.0582
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         1.472
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.112

#------------------------------------------------------------------------------#
#               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'
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 0.71519(4) 0.58026(3) 0.77428(3) 0.01642(8) Uani 1 1 d . . . . .
F1 F 0.90945(15) 0.78106(13) 0.66171(11) 0.0218(3) Uani 1 1 d . . . . .
I1 I 0.32462(2) 0.61003(2) 0.66000(2) 0.02433(7) Uani 1 1 d . . . . .
C1A C 0.9153(3) 0.4493(3) 0.7720(3) 0.0280(4) Uani 0.590(4) 1 d G . P A 1
H1A H 1.018822 0.461722 0.739123 0.034 Uiso 0.590(4) 1 calc R U P A 1
C2A C 0.8517(5) 0.4735(3) 0.8881(3) 0.0280(4) Uani 0.590(4) 1 d G . P A 1
H2A H 0.905238 0.504952 0.946537 0.034 Uiso 0.590(4) 1 calc R U P A 1
C3A C 0.6941(4) 0.4424(3) 0.9015(3) 0.0280(4) Uani 0.590(4) 1 d G . P A 1
H3A H 0.623691 0.449405 0.970512 0.034 Uiso 0.590(4) 1 calc R U P A 1
C4A C 0.6603(3) 0.3990(3) 0.7937(4) 0.0280(4) Uani 0.590(4) 1 d G . P A 1
H4A H 0.563270 0.371845 0.777914 0.034 Uiso 0.590(4) 1 calc R U P A 1
C5A C 0.7970(5) 0.4032(3) 0.7137(2) 0.0280(4) Uani 0.590(4) 1 d G . P A 1
H5A H 0.807475 0.379458 0.634909 0.034 Uiso 0.590(4) 1 calc R U P A 1
C1B C 0.9047(5) 0.4778(4) 0.8565(4) 0.0280(4) Uani 0.410(4) 1 d G . P A 2
H1B H 0.993782 0.508444 0.882974 0.034 Uiso 0.410(4) 1 calc R U P A 2
C2B C 0.7580(7) 0.4664(5) 0.9231(3) 0.0280(4) Uani 0.410(4) 1 d G . P A 2
H2B H 0.731654 0.488154 1.001936 0.034 Uiso 0.410(4) 1 calc R U P A 2
C3B C 0.6574(4) 0.4168(5) 0.8512(5) 0.0280(4) Uani 0.410(4) 1 d G . P A 2
H3B H 0.552079 0.399560 0.873463 0.034 Uiso 0.410(4) 1 calc R U P A 2
C4B C 0.7420(6) 0.3975(4) 0.7402(4) 0.0280(4) Uani 0.410(4) 1 d G . P A 2
H4B H 0.703224 0.365096 0.675101 0.034 Uiso 0.410(4) 1 calc R U P A 2
C5B C 0.8948(5) 0.4352(5) 0.7435(4) 0.0280(4) Uani 0.410(4) 1 d G . P A 2
H5B H 0.976212 0.432390 0.680979 0.034 Uiso 0.410(4) 1 calc R U P A 2
C6 C 0.5252(2) 0.68159(19) 0.70468(19) 0.0154(4) Uani 1 1 d . . . . .
C7 C 0.5431(2) 0.72218(19) 0.81834(19) 0.0161(4) Uani 1 1 d . . . . .
H7 H 0.465949 0.721674 0.883480 0.019 Uiso 1 1 calc R U . . .
C8 C 0.6970(3) 0.7640(2) 0.81828(18) 0.0170(4) Uani 1 1 d . . . . .
C9 C 0.7662(2) 0.74778(19) 0.70167(18) 0.0152(4) Uani 1 1 d . . . . .
C10 C 0.6662(2) 0.69698(18) 0.62936(18) 0.0142(4) Uani 1 1 d . . . . .
C11 C 0.7015(2) 0.67176(19) 0.50125(18) 0.0150(4) Uani 1 1 d . . . . .
H11 H 0.613710 0.629942 0.475802 0.018 Uiso 1 1 calc R U . . .
O12 O 0.84907(19) 0.59202(15) 0.48058(14) 0.0207(3) Uani 1 1 d . . . . .
H12 H 0.869295 0.548352 0.541997 0.031 Uiso 1 1 calc R U . . .
C13 C 0.7114(2) 0.79144(19) 0.42624(18) 0.0153(4) Uani 1 1 d . . . . .
C14 C 0.8561(3) 0.8310(2) 0.38587(19) 0.0196(4) Uani 1 1 d . . . . .
H14 H 0.952275 0.781384 0.404278 0.024 Uiso 1 1 calc R U . . .
C15 C 0.8624(3) 0.9422(2) 0.3188(2) 0.0248(5) Uani 1 1 d . . . . .
H15 H 0.962085 0.967795 0.291151 0.030 Uiso 1 1 calc R U . . .
C16 C 0.7225(3) 1.0151(2) 0.2928(2) 0.0238(5) Uani 1 1 d . . . . .
H16 H 0.726721 1.091654 0.248111 0.029 Uiso 1 1 calc R U . . .
C17 C 0.5756(3) 0.9775(2) 0.3314(2) 0.0213(4) Uani 1 1 d . . . . .
H17 H 0.479954 1.027563 0.312432 0.026 Uiso 1 1 calc R U . . .
C18 C 0.5701(3) 0.8665(2) 0.39767(18) 0.0173(4) Uani 1 1 d . . . . .
O19 O 0.43270(18) 0.82123(16) 0.44121(15) 0.0226(3) Uani 1 1 d . . . . .
C20 C 0.2854(3) 0.8937(2) 0.4171(2) 0.0264(5) Uani 1 1 d . . . . .
H20A H 0.282398 0.977082 0.445473 0.040 Uiso 1 1 calc R U . . .
H20B H 0.197247 0.853786 0.456981 0.040 Uiso 1 1 calc R U . . .
H20C H 0.275560 0.900153 0.332420 0.040 Uiso 1 1 calc R U . . .
Si1 Si 0.78035(8) 0.82765(6) 0.94437(5) 0.02248(14) Uani 1 1 d . . . . .
C21 C 0.7185(4) 0.9996(3) 0.9390(2) 0.0356(6) Uani 1 1 d . . . . .
H21A H 0.606672 1.017404 0.921925 0.053 Uiso 1 1 calc R U . . .
H21B H 0.784722 1.039716 0.877344 0.053 Uiso 1 1 calc R U . . .
H21C H 0.731590 1.031702 1.014763 0.053 Uiso 1 1 calc R U . . .
C22 C 1.0021(3) 0.7948(3) 0.9306(3) 0.0388(7) Uani 1 1 d . . . . .
H22A H 1.043656 0.815679 1.002626 0.058 Uiso 1 1 calc R U . . .
H22B H 1.044674 0.845130 0.863982 0.058 Uiso 1 1 calc R U . . .
H22C H 1.034152 0.706507 0.917826 0.058 Uiso 1 1 calc R U . . .
C23 C 0.6945(4) 0.7553(3) 1.0832(2) 0.0346(6) Uani 1 1 d . . . . .
H23A H 0.725466 0.665171 1.085003 0.052 Uiso 1 1 calc R U . . .
H23B H 0.578272 0.773525 1.087652 0.052 Uiso 1 1 calc R U . . .
H23C H 0.734486 0.789265 1.150084 0.052 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C6 2.025(2) . ?
Fe1 C2A 2.027(3) . ?
Fe1 C3B 2.030(4) . ?
Fe1 C4B 2.031(5) . ?
Fe1 C3A 2.034(3) . ?
Fe1 C9 2.035(2) . ?
Fe1 C7 2.037(2) . ?
Fe1 C10 2.060(2) . ?
Fe1 C1A 2.068(3) . ?
Fe1 C2B 2.069(4) . ?
Fe1 C5B 2.070(5) . ?
Fe1 C8 2.076(2) . ?
F1 C9 1.351(2) . ?
I1 C6 2.087(2) . ?
C1A C2A 1.4200 . ?
C1A C5A 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 C5B 1.4200 . ?
C1B C2B 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 1.432(3) . ?
C6 C10 1.436(3) . ?
C7 C8 1.443(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.425(3) . ?
C8 Si1 1.879(2) . ?
C9 C10 1.426(3) . ?
C10 C11 1.510(3) . ?
C11 O12 1.438(2) . ?
C11 C13 1.518(3) . ?
C11 H11 1.0000 . ?
O12 H12 0.8400 . ?
C13 C14 1.389(3) . ?
C13 C18 1.411(3) . ?
C14 C15 1.393(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.394(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(3) . ?
C17 H17 0.9500 . ?
C18 O19 1.370(3) . ?
O19 C20 1.427(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
Si1 C23 1.861(3) . ?
Si1 C22 1.868(3) . ?
Si1 C21 1.872(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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 C2A 161.38(13) . . ?
C6 Fe1 C3B 111.14(14) . . ?
C6 Fe1 C4B 113.83(13) . . ?
C3B Fe1 C4B 40.93(8) . . ?
C6 Fe1 C3A 122.87(12) . . ?
C2A Fe1 C3A 40.94(5) . . ?
C6 Fe1 C9 67.66(8) . . ?
C2A Fe1 C9 123.70(12) . . ?
C3B Fe1 C9 177.67(15) . . ?
C4B Fe1 C9 141.27(17) . . ?
C3A Fe1 C9 157.32(14) . . ?
C6 Fe1 C7 41.29(8) . . ?
C2A Fe1 C7 125.32(11) . . ?
C3B Fe1 C7 110.32(13) . . ?
C4B Fe1 C7 140.89(16) . . ?
C3A Fe1 C7 106.17(9) . . ?
C9 Fe1 C7 67.43(8) . . ?
C6 Fe1 C10 41.16(8) . . ?
C2A Fe1 C10 157.03(13) . . ?
C3B Fe1 C10 139.55(18) . . ?
C4B Fe1 C10 113.14(14) . . ?
C3A Fe1 C10 159.82(14) . . ?
C9 Fe1 C10 40.77(8) . . ?
C7 Fe1 C10 69.61(8) . . ?
C6 Fe1 C1A 154.67(12) . . ?
C2A Fe1 C1A 40.57(6) . . ?
C3A Fe1 C1A 68.13(7) . . ?
C9 Fe1 C1A 111.61(10) . . ?
C7 Fe1 C1A 163.76(12) . . ?
C10 Fe1 C1A 121.08(11) . . ?
C6 Fe1 C2B 137.13(16) . . ?
C3B Fe1 C2B 40.52(7) . . ?
C4B Fe1 C2B 68.16(9) . . ?
C9 Fe1 C2B 139.04(18) . . ?
C7 Fe1 C2B 108.43(13) . . ?
C10 Fe1 C2B 178.03(13) . . ?
C6 Fe1 C5B 143.27(15) . . ?
C3B Fe1 C5B 68.15(10) . . ?
C4B Fe1 C5B 40.51(8) . . ?
C9 Fe1 C5B 114.04(13) . . ?
C7 Fe1 C5B 175.35(15) . . ?
C10 Fe1 C5B 114.53(13) . . ?
C2B Fe1 C5B 67.43(9) . . ?
C6 Fe1 C8 69.72(8) . . ?
C2A Fe1 C8 108.43(10) . . ?
C3B Fe1 C8 137.34(18) . . ?
C4B Fe1 C8 176.23(13) . . ?
C3A Fe1 C8 120.27(12) . . ?
C9 Fe1 C8 40.53(8) . . ?
C7 Fe1 C8 41.07(8) . . ?
C10 Fe1 C8 70.28(8) . . ?
C1A Fe1 C8 127.43(11) . . ?
C2B Fe1 C8 108.47(14) . . ?
C5B Fe1 C8 137.17(16) . . ?
C2A C1A C5A 108.0 . . ?
C2A C1A Fe1 68.15(12) . . ?
C5A C1A Fe1 71.30(12) . . ?
C2A C1A H1A 126.0 . . ?
C5A C1A H1A 126.0 . . ?
Fe1 C1A H1A 126.1 . . ?
C1A C2A C3A 108.0 . . ?
C1A C2A Fe1 71.29(12) . . ?
C3A C2A Fe1 69.80(12) . . ?
C1A C2A H2A 126.0 . . ?
C3A C2A H2A 126.0 . . ?
Fe1 C2A H2A 124.5 . . ?
C4A C3A C2A 108.0 . . ?
C4A C3A Fe1 71.54(12) . . ?
C2A C3A Fe1 69.26(12) . . ?
C4A C3A H3A 126.0 . . ?
C2A C3A H3A 126.0 . . ?
Fe1 C3A H3A 124.8 . . ?
C3A C4A C5A 108.0 . . ?
C3A C4A Fe1 68.09(12) . . ?
C5A C4A Fe1 70.93(12) . . ?
C3A C4A H4A 126.0 . . ?
C5A C4A H4A 126.0 . . ?
Fe1 C4A H4A 126.5 . . ?
C1A C5A C4A 108.0 . . ?
C1A C5A Fe1 68.87(12) . . ?
C4A C5A Fe1 69.35(12) . . ?
C1A C5A H5A 126.0 . . ?
C4A C5A H5A 126.0 . . ?
Fe1 C5A H5A 127.3 . . ?
C5B C1B C2B 108.0 . . ?
C5B C1B Fe1 69.17(17) . . ?
C2B C1B Fe1 69.15(17) . . ?
C5B C1B H1B 126.0 . . ?
C2B C1B H1B 126.0 . . ?
Fe1 C1B H1B 127.3 . . ?
C3B C2B C1B 108.0 . . ?
C3B C2B Fe1 68.27(17) . . ?
C1B C2B Fe1 70.97(17) . . ?
C3B C2B H2B 126.0 . . ?
C1B C2B H2B 126.0 . . ?
Fe1 C2B H2B 126.3 . . ?
C4B C3B C2B 108.0 . . ?
C4B C3B Fe1 69.54(18) . . ?
C2B C3B Fe1 71.22(17) . . ?
C4B C3B H3B 126.0 . . ?
C2B C3B H3B 126.0 . . ?
Fe1 C3B H3B 124.8 . . ?
C3B C4B C5B 108.0 . . ?
C3B C4B Fe1 69.52(17) . . ?
C5B C4B Fe1 71.23(17) . . ?
C3B C4B H4B 126.0 . . ?
C5B C4B H4B 126.0 . . ?
Fe1 C4B H4B 124.8 . . ?
C4B C5B C1B 108.0 . . ?
C4B C5B Fe1 68.26(17) . . ?
C1B C5B Fe1 70.95(17) . . ?
C4B C5B H5B 126.0 . . ?
C1B C5B H5B 126.0 . . ?
Fe1 C5B H5B 126.3 . . ?
C7 C6 C10 109.21(18) . . ?
C7 C6 Fe1 69.79(12) . . ?
C10 C6 Fe1 70.71(12) . . ?
C7 C6 I1 124.27(15) . . ?
C10 C6 I1 126.52(15) . . ?
Fe1 C6 I1 125.13(10) . . ?
C6 C7 C8 109.25(18) . . ?
C6 C7 Fe1 68.92(12) . . ?
C8 C7 Fe1 70.93(12) . . ?
C6 C7 H7 125.4 . . ?
C8 C7 H7 125.4 . . ?
Fe1 C7 H7 126.4 . . ?
C9 C8 C7 104.00(18) . . ?
C9 C8 Si1 129.19(16) . . ?
C7 C8 Si1 126.80(16) . . ?
C9 C8 Fe1 68.17(12) . . ?
C7 C8 Fe1 68.00(12) . . ?
Si1 C8 Fe1 128.24(11) . . ?
F1 C9 C8 123.72(18) . . ?
F1 C9 C10 123.00(18) . . ?
C8 C9 C10 113.24(18) . . ?
F1 C9 Fe1 128.29(15) . . ?
C8 C9 Fe1 71.30(12) . . ?
C10 C9 Fe1 70.56(12) . . ?
C9 C10 C6 104.30(18) . . ?
C9 C10 C11 126.64(18) . . ?
C6 C10 C11 129.01(18) . . ?
C9 C10 Fe1 68.68(12) . . ?
C6 C10 Fe1 68.13(12) . . ?
C11 C10 Fe1 128.84(14) . . ?
O12 C11 C10 111.68(17) . . ?
O12 C11 C13 108.10(17) . . ?
C10 C11 C13 111.32(17) . . ?
O12 C11 H11 108.6 . . ?
C10 C11 H11 108.6 . . ?
C13 C11 H11 108.6 . . ?
C11 O12 H12 109.5 . . ?
C14 C13 C18 118.5(2) . . ?
C14 C13 C11 121.96(19) . . ?
C18 C13 C11 119.53(19) . . ?
C13 C14 C15 121.0(2) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C16 C15 C14 119.6(2) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 120.7(2) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C18 C17 C16 119.4(2) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
O19 C18 C17 124.4(2) . . ?
O19 C18 C13 114.85(19) . . ?
C17 C18 C13 120.8(2) . . ?
C18 O19 C20 117.69(19) . . ?
O19 C20 H20A 109.5 . . ?
O19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 Si1 C22 111.36(14) . . ?
C23 Si1 C21 109.74(14) . . ?
C22 Si1 C21 109.62(14) . . ?
C23 Si1 C8 108.37(11) . . ?
C22 Si1 C8 109.95(12) . . ?
C21 Si1 C8 107.73(11) . . ?
Si1 C21 H21A 109.5 . . ?
Si1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Si1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si1 C22 H22A 109.5 . . ?
Si1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Si1 C23 H23A 109.5 . . ?
Si1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
C5A C1A C2A C3A 0.0 . . . . ?
Fe1 C1A C2A C3A 60.43(12) . . . . ?
C5A C1A C2A Fe1 -60.43(12) . . . . ?
C1A C2A C3A C4A 0.0 . . . . ?
Fe1 C2A C3A C4A 61.38(12) . . . . ?
C1A C2A C3A Fe1 -61.38(12) . . . . ?
C2A C3A C4A C5A 0.0 . . . . ?
Fe1 C3A C4A C5A 59.93(12) . . . . ?
C2A C3A C4A Fe1 -59.93(12) . . . . ?
C2A C1A C5A C4A 0.0 . . . . ?
Fe1 C1A C5A C4A -58.46(11) . . . . ?
C2A C1A C5A Fe1 58.46(11) . . . . ?
C3A C4A C5A C1A 0.0 . . . . ?
Fe1 C4A C5A C1A 58.16(11) . . . . ?
C3A C4A C5A Fe1 -58.16(12) . . . . ?
C5B C1B C2B C3B 0.0 . . . . ?
Fe1 C1B C2B C3B 58.40(17) . . . . ?
C5B C1B C2B Fe1 -58.40(17) . . . . ?
C1B C2B C3B C4B 0.0 . . . . ?
Fe1 C2B C3B C4B 60.09(18) . . . . ?
C1B C2B C3B Fe1 -60.09(17) . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
Fe1 C3B C4B C5B 61.15(17) . . . . ?
C2B C3B C4B Fe1 -61.15(17) . . . . ?
C3B C4B C5B C1B 0.0 . . . . ?
Fe1 C4B C5B C1B 60.07(17) . . . . ?
C3B C4B C5B Fe1 -60.07(17) . . . . ?
C2B C1B C5B C4B 0.0 . . . . ?
Fe1 C1B C5B C4B -58.39(16) . . . . ?
C2B C1B C5B Fe1 58.39(16) . . . . ?
C10 C6 C7 C8 -0.3(2) . . . . ?
Fe1 C6 C7 C8 59.63(15) . . . . ?
I1 C6 C7 C8 179.05(14) . . . . ?
C10 C6 C7 Fe1 -59.93(15) . . . . ?
I1 C6 C7 Fe1 119.42(15) . . . . ?
C6 C7 C8 C9 0.6(2) . . . . ?
Fe1 C7 C8 C9 59.06(14) . . . . ?
C6 C7 C8 Si1 179.49(16) . . . . ?
Fe1 C7 C8 Si1 -122.10(17) . . . . ?
C6 C7 C8 Fe1 -58.41(15) . . . . ?
C7 C8 C9 F1 176.95(19) . . . . ?
Si1 C8 C9 F1 -1.8(3) . . . . ?
Fe1 C8 C9 F1 -124.1(2) . . . . ?
C7 C8 C9 C10 -0.8(2) . . . . ?
Si1 C8 C9 C10 -179.60(16) . . . . ?
Fe1 C8 C9 C10 58.14(15) . . . . ?
C7 C8 C9 Fe1 -58.95(14) . . . . ?
Si1 C8 C9 Fe1 122.26(18) . . . . ?
F1 C9 C10 C6 -177.14(18) . . . . ?
C8 C9 C10 C6 0.6(2) . . . . ?
Fe1 C9 C10 C6 59.19(13) . . . . ?
F1 C9 C10 C11 0.4(3) . . . . ?
C8 C9 C10 C11 178.17(19) . . . . ?
Fe1 C9 C10 C11 -123.3(2) . . . . ?
F1 C9 C10 Fe1 123.7(2) . . . . ?
C8 C9 C10 Fe1 -58.56(16) . . . . ?
C7 C6 C10 C9 -0.2(2) . . . . ?
Fe1 C6 C10 C9 -59.56(14) . . . . ?
I1 C6 C10 C9 -179.52(14) . . . . ?
C7 C6 C10 C11 -177.64(19) . . . . ?
Fe1 C6 C10 C11 123.0(2) . . . . ?
I1 C6 C10 C11 3.0(3) . . . . ?
C7 C6 C10 Fe1 59.37(15) . . . . ?
I1 C6 C10 Fe1 -119.96(16) . . . . ?
C9 C10 C11 O12 55.9(3) . . . . ?
C6 C10 C11 O12 -127.2(2) . . . . ?
Fe1 C10 C11 O12 -35.1(2) . . . . ?
C9 C10 C11 C13 -65.0(3) . . . . ?
C6 C10 C11 C13 111.9(2) . . . . ?
Fe1 C10 C11 C13 -156.00(15) . . . . ?
O12 C11 C13 C14 -22.9(3) . . . . ?
C10 C11 C13 C14 100.1(2) . . . . ?
O12 C11 C13 C18 158.15(18) . . . . ?
C10 C11 C13 C18 -78.8(2) . . . . ?
C18 C13 C14 C15 0.1(3) . . . . ?
C11 C13 C14 C15 -178.9(2) . . . . ?
C13 C14 C15 C16 0.6(4) . . . . ?
C14 C15 C16 C17 -1.0(4) . . . . ?
C15 C16 C17 C18 0.7(4) . . . . ?
C16 C17 C18 O19 179.3(2) . . . . ?
C16 C17 C18 C13 0.0(3) . . . . ?
C14 C13 C18 O19 -179.73(19) . . . . ?
C11 C13 C18 O19 -0.7(3) . . . . ?
C14 C13 C18 C17 -0.4(3) . . . . ?
C11 C13 C18 C17 178.65(19) . . . . ?
C17 C18 O19 C20 -0.4(3) . . . . ?
C13 C18 O19 C20 178.98(19) . . . . ?
C9 C8 Si1 C23 -151.5(2) . . . . ?
C7 C8 Si1 C23 29.9(2) . . . . ?
Fe1 C8 Si1 C23 -59.72(18) . . . . ?
C9 C8 Si1 C22 -29.6(2) . . . . ?
C7 C8 Si1 C22 151.9(2) . . . . ?
Fe1 C8 Si1 C22 62.20(18) . . . . ?
C9 C8 Si1 C21 89.8(2) . . . . ?
C7 C8 Si1 C21 -88.7(2) . . . . ?
Fe1 C8 Si1 C21 -178.39(15) . . . . ?

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

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................


####################################################################### 
# 
# 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_5s-I-7_MT356
_database_code_depnum_ccdc_archive 'CCDC 1939220'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H25 F Fe I O P Si'
_chemical_formula_sum            'C25 H25 F Fe I O P Si'
_chemical_formula_weight         602.26
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   8.1007(10)
_cell_length_b                   10.7372(15)
_cell_length_c                   14.989(2)
_cell_angle_alpha                108.190(5)
_cell_angle_beta                 93.055(4)
_cell_angle_gamma                97.786(4)
_cell_volume                     1220.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9681
_cell_measurement_theta_min      2.8352
_cell_measurement_theta_max      27.4951
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             600
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.020
_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  0.757
_exptl_absorpt_correction_T_max  0.851

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0418
_diffrn_reflns_av_uneti/neti     0.0422
_diffrn_reflns_number            17654
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.551
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.986
_reflns_number_total             5533
_reflns_number_gt                4738
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

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

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0157P)²+1.9096P] 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         5533
_refine_ls_number_parameters     283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0720
_refine_ls_wR_factor_gt          0.0669
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.670
_refine_diff_density_min         -0.944
_refine_diff_density_rms         0.088

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
P P 0.1023 0.0942 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2309(4) 0.7299(4) 0.8257(2) 0.0424(8) Uani 1 1 d . . . . .
H1 H 0.143585 0.728754 0.780387 0.051 Uiso 1 1 calc R U . . .
C2 C 0.2548(4) 0.6228(3) 0.8599(2) 0.0397(7) Uani 1 1 d . . . . .
H2 H 0.186926 0.537810 0.841692 0.048 Uiso 1 1 calc R U . . .
C3 C 0.3989(4) 0.6674(3) 0.9261(2) 0.0341(7) Uani 1 1 d . . . . .
H3 H 0.444816 0.616906 0.960278 0.041 Uiso 1 1 calc R U . . .
C4 C 0.4628(4) 0.7992(3) 0.9328(2) 0.0333(6) Uani 1 1 d . . . . .
H4 H 0.558874 0.852679 0.972195 0.040 Uiso 1 1 calc R U . . .
C5 C 0.3594(4) 0.8379(3) 0.8709(2) 0.0347(7) Uani 1 1 d . . . . .
H5 H 0.373675 0.921898 0.861330 0.042 Uiso 1 1 calc R U . . .
C6 C 0.4671(3) 0.6328(2) 0.65607(17) 0.0200(5) Uani 1 1 d . . . . .
C7 C 0.4768(3) 0.5160(2) 0.68089(17) 0.0210(5) Uani 1 1 d . . . . .
H7 H 0.400492 0.435051 0.656918 0.025 Uiso 1 1 calc R U . . .
C8 C 0.6206(3) 0.5404(2) 0.74801(16) 0.0172(5) Uani 1 1 d . . . . .
C9 C 0.6949(3) 0.6732(2) 0.76142(16) 0.0151(4) Uani 1 1 d . . . . .
C10 C 0.6043(3) 0.7352(2) 0.70652(16) 0.0152(4) Uani 1 1 d . . . . .
F11 F 0.83792(17) 0.73335(14) 0.81756(11) 0.0231(3) Uani 1 1 d . . . . .
C12 C 0.8322(4) 0.3239(3) 0.7260(2) 0.0384(7) Uani 1 1 d . . . . .
H12A H 0.924076 0.385986 0.715998 0.058 Uiso 1 1 calc R U . . .
H12B H 0.770088 0.270712 0.665059 0.058 Uiso 1 1 calc R U . . .
H12C H 0.877908 0.265086 0.755942 0.058 Uiso 1 1 calc R U . . .
C13 C 0.4982(4) 0.3063(3) 0.8120(2) 0.0280(6) Uani 1 1 d . . . . .
H13A H 0.530861 0.240297 0.839334 0.042 Uiso 1 1 calc R U . . .
H13B H 0.439857 0.260986 0.748779 0.042 Uiso 1 1 calc R U . . .
H13C H 0.423566 0.358283 0.852232 0.042 Uiso 1 1 calc R U . . .
C14 C 0.8039(3) 0.5081(3) 0.92244(19) 0.0274(6) Uani 1 1 d . . . . .
H14A H 0.729135 0.557642 0.964107 0.041 Uiso 1 1 calc R U . . .
H14B H 0.900118 0.569875 0.916436 0.041 Uiso 1 1 calc R U . . .
H14C H 0.843258 0.443628 0.949189 0.041 Uiso 1 1 calc R U . . .
O15 O 0.5010(2) 0.97188(17) 0.71104(13) 0.0233(4) Uani 1 1 d . . . . .
C16 C 0.8253(3) 0.9871(2) 0.78053(17) 0.0176(5) Uani 1 1 d . . . . .
C17 C 0.7973(3) 1.0571(3) 0.87248(19) 0.0262(5) Uani 1 1 d . . . . .
H17 H 0.686441 1.055202 0.890272 0.031 Uiso 1 1 calc R U . . .
C18 C 0.9314(4) 1.1296(3) 0.9380(2) 0.0376(7) Uani 1 1 d . . . . .
H18 H 0.912199 1.176172 1.000810 0.045 Uiso 1 1 calc R U . . .
C19 C 1.0923(4) 1.1339(3) 0.9121(2) 0.0358(7) Uani 1 1 d . . . . .
H19 H 1.183517 1.184057 0.957020 0.043 Uiso 1 1 calc R U . . .
C20 C 1.1220(3) 1.0653(3) 0.8204(2) 0.0289(6) Uani 1 1 d . . . . .
H20 H 1.232846 1.069179 0.802503 0.035 Uiso 1 1 calc R U . . .
C21 C 0.9884(3) 0.9914(2) 0.75545(19) 0.0226(5) Uani 1 1 d . . . . .
H21 H 1.008339 0.943131 0.693192 0.027 Uiso 1 1 calc R U . . .
C22 C 0.7196(3) 0.8713(2) 0.58178(17) 0.0183(5) Uani 1 1 d . . . . .
C23 C 0.6926(3) 0.9582(3) 0.53225(18) 0.0231(5) Uani 1 1 d . . . . .
H23 H 0.632921 1.029235 0.558431 0.028 Uiso 1 1 calc R U . . .
C24 C 0.7522(4) 0.9419(3) 0.44544(19) 0.0284(6) Uani 1 1 d . . . . .
H24 H 0.731725 1.000755 0.411636 0.034 Uiso 1 1 calc R U . . .
C25 C 0.8419(3) 0.8396(3) 0.40735(19) 0.0277(6) Uani 1 1 d . . . . .
H25 H 0.884601 0.829389 0.348109 0.033 Uiso 1 1 calc R U . . .
C26 C 0.8691(3) 0.7518(3) 0.45639(18) 0.0263(5) Uani 1 1 d . . . . .
H26 H 0.930188 0.681628 0.430534 0.032 Uiso 1 1 calc R U . . .
C27 C 0.8069(3) 0.7673(3) 0.54286(18) 0.0242(5) Uani 1 1 d . . . . .
H27 H 0.823846 0.706731 0.575742 0.029 Uiso 1 1 calc R U . . .
Fe1 Fe 0.45855(4) 0.67513(3) 0.79651(2) 0.01609(8) Uani 1 1 d . . . . .
I1 I 0.28764(3) 0.64634(2) 0.55549(2) 0.03881(7) Uani 1 1 d . . . . .
P1 P 0.64583(8) 0.89963(6) 0.69703(4) 0.01595(12) Uani 1 1 d . . . . .
Si1 Si 0.68846(8) 0.41891(6) 0.80386(5) 0.01814(14) 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 1.412(5) . ?
C1 C2 1.429(5) . ?
C1 Fe1 2.039(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.416(5) . ?
C2 Fe1 2.047(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.410(4) . ?
C3 Fe1 2.050(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.409(4) . ?
C4 Fe1 2.057(3) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.050(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.425(3) . ?
C6 C10 1.441(3) . ?
C6 Fe1 2.017(2) . ?
C6 I1 2.090(2) . ?
C7 C8 1.437(3) . ?
C7 Fe1 2.047(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.419(3) . ?
C8 Si1 1.879(2) . ?
C8 Fe1 2.075(2) . ?
C9 F11 1.350(3) . ?
C9 C10 1.438(3) . ?
C9 Fe1 2.014(2) . ?
C10 P1 1.804(2) . ?
C10 Fe1 2.033(2) . ?
C12 Si1 1.866(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 Si1 1.860(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 Si1 1.862(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
O15 P1 1.4807(18) . ?
C16 C21 1.391(3) . ?
C16 C17 1.396(3) . ?
C16 P1 1.807(2) . ?
C17 C18 1.389(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.379(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.393(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.386(4) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C27 1.392(4) . ?
C22 C23 1.393(3) . ?
C22 P1 1.807(2) . ?
C23 C24 1.380(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.389(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.396(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.385(4) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 108.2(3) . . ?
C5 C1 Fe1 70.20(16) . . ?
C2 C1 Fe1 69.84(16) . . ?
C5 C1 H1 125.9 . . ?
C2 C1 H1 125.9 . . ?
Fe1 C1 H1 125.6 . . ?
C3 C2 C1 107.0(3) . . ?
C3 C2 Fe1 69.90(16) . . ?
C1 C2 Fe1 69.24(16) . . ?
C3 C2 H2 126.5 . . ?
C1 C2 H2 126.5 . . ?
Fe1 C2 H2 125.9 . . ?
C4 C3 C2 108.6(3) . . ?
C4 C3 Fe1 70.17(15) . . ?
C2 C3 Fe1 69.68(16) . . ?
C4 C3 H3 125.7 . . ?
C2 C3 H3 125.7 . . ?
Fe1 C3 H3 126.0 . . ?
C5 C4 C3 108.2(3) . . ?
C5 C4 Fe1 69.67(17) . . ?
C3 C4 Fe1 69.67(16) . . ?
C5 C4 H4 125.9 . . ?
C3 C4 H4 125.9 . . ?
Fe1 C4 H4 126.3 . . ?
C4 C5 C1 108.1(3) . . ?
C4 C5 Fe1 70.20(16) . . ?
C1 C5 Fe1 69.40(17) . . ?
C4 C5 H5 126.0 . . ?
C1 C5 H5 126.0 . . ?
Fe1 C5 H5 126.0 . . ?
C7 C6 C10 109.6(2) . . ?
C7 C6 Fe1 70.62(14) . . ?
C10 C6 Fe1 69.77(13) . . ?
C7 C6 I1 124.29(18) . . ?
C10 C6 I1 125.98(17) . . ?
Fe1 C6 I1 128.76(13) . . ?
C6 C7 C8 109.1(2) . . ?
C6 C7 Fe1 68.34(14) . . ?
C8 C7 Fe1 70.63(13) . . ?
C6 C7 H7 125.5 . . ?
C8 C7 H7 125.5 . . ?
Fe1 C7 H7 127.1 . . ?
C9 C8 C7 104.8(2) . . ?
C9 C8 Si1 129.21(18) . . ?
C7 C8 Si1 126.00(17) . . ?
C9 C8 Fe1 67.38(13) . . ?
C7 C8 Fe1 68.56(14) . . ?
Si1 C8 Fe1 127.70(12) . . ?
F11 C9 C8 123.5(2) . . ?
F11 C9 C10 123.77(19) . . ?
C8 C9 C10 112.7(2) . . ?
F11 C9 Fe1 127.54(16) . . ?
C8 C9 Fe1 72.05(13) . . ?
C10 C9 Fe1 69.92(13) . . ?
C9 C10 C6 103.78(19) . . ?
C9 C10 P1 130.42(18) . . ?
C6 C10 P1 125.78(17) . . ?
C9 C10 Fe1 68.45(12) . . ?
C6 C10 Fe1 68.57(13) . . ?
P1 C10 Fe1 127.28(12) . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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 . . ?
C21 C16 C17 119.2(2) . . ?
C21 C16 P1 122.46(19) . . ?
C17 C16 P1 118.24(19) . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C19 C18 C17 120.1(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.5(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 119.4(3) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20 C21 C16 120.7(2) . . ?
C20 C21 H21 119.7 . . ?
C16 C21 H21 119.7 . . ?
C27 C22 C23 119.4(2) . . ?
C27 C22 P1 121.56(18) . . ?
C23 C22 P1 118.97(19) . . ?
C24 C23 C22 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 120.1(2) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C26 119.8(2) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C27 C26 C25 119.9(3) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C22 120.3(2) . . ?
C26 C27 H27 119.8 . . ?
C22 C27 H27 119.8 . . ?
C9 Fe1 C6 68.39(10) . . ?
C9 Fe1 C10 41.63(9) . . ?
C6 Fe1 C10 41.67(9) . . ?
C9 Fe1 C1 163.08(12) . . ?
C6 Fe1 C1 106.90(12) . . ?
C10 Fe1 C1 124.04(12) . . ?
C9 Fe1 C7 67.72(10) . . ?
C6 Fe1 C7 41.04(9) . . ?
C10 Fe1 C7 70.05(9) . . ?
C1 Fe1 C7 120.16(13) . . ?
C9 Fe1 C2 155.01(12) . . ?
C6 Fe1 C2 125.17(13) . . ?
C10 Fe1 C2 162.22(12) . . ?
C1 Fe1 C2 40.93(14) . . ?
C7 Fe1 C2 107.48(12) . . ?
C9 Fe1 C5 126.56(12) . . ?
C6 Fe1 C5 119.76(11) . . ?
C10 Fe1 C5 106.05(11) . . ?
C1 Fe1 C5 40.40(14) . . ?
C7 Fe1 C5 154.93(12) . . ?
C2 Fe1 C5 68.33(13) . . ?
C9 Fe1 C3 121.20(11) . . ?
C6 Fe1 C3 162.93(12) . . ?
C10 Fe1 C3 154.78(12) . . ?
C1 Fe1 C3 67.99(12) . . ?
C7 Fe1 C3 126.12(11) . . ?
C2 Fe1 C3 40.42(13) . . ?
C5 Fe1 C3 67.68(12) . . ?
C9 Fe1 C4 109.13(11) . . ?
C6 Fe1 C4 154.75(11) . . ?
C10 Fe1 C4 119.33(11) . . ?
C1 Fe1 C4 67.76(13) . . ?
C7 Fe1 C4 163.28(11) . . ?
C2 Fe1 C4 68.00(13) . . ?
C5 Fe1 C4 40.13(12) . . ?
C3 Fe1 C4 40.17(12) . . ?
C9 Fe1 C8 40.57(9) . . ?
C6 Fe1 C8 69.44(9) . . ?
C10 Fe1 C8 70.75(9) . . ?
C1 Fe1 C8 154.78(13) . . ?
C7 Fe1 C8 40.80(10) . . ?
C2 Fe1 C8 119.58(12) . . ?
C5 Fe1 C8 163.15(12) . . ?
C3 Fe1 C8 107.83(11) . . ?
C4 Fe1 C8 126.10(11) . . ?
O15 P1 C10 114.24(11) . . ?
O15 P1 C22 113.98(11) . . ?
C10 P1 C22 103.38(11) . . ?
O15 P1 C16 112.41(11) . . ?
C10 P1 C16 106.40(10) . . ?
C22 P1 C16 105.57(11) . . ?
C13 Si1 C14 111.23(13) . . ?
C13 Si1 C12 110.78(14) . . ?
C14 Si1 C12 108.83(15) . . ?
C13 Si1 C8 108.02(12) . . ?
C14 Si1 C8 110.52(11) . . ?
C12 Si1 C8 107.39(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.0(3) . . . . ?
Fe1 C1 C2 C3 60.0(2) . . . . ?
C5 C1 C2 Fe1 -60.0(2) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
Fe1 C2 C3 C4 59.58(19) . . . . ?
C1 C2 C3 Fe1 -59.6(2) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
Fe1 C3 C4 C5 59.24(19) . . . . ?
C2 C3 C4 Fe1 -59.3(2) . . . . ?
C3 C4 C5 C1 0.0(3) . . . . ?
Fe1 C4 C5 C1 59.3(2) . . . . ?
C3 C4 C5 Fe1 -59.24(19) . . . . ?
C2 C1 C5 C4 0.0(3) . . . . ?
Fe1 C1 C5 C4 -59.78(19) . . . . ?
C2 C1 C5 Fe1 59.8(2) . . . . ?
C10 C6 C7 C8 0.0(3) . . . . ?
Fe1 C6 C7 C8 -59.02(17) . . . . ?
I1 C6 C7 C8 176.69(17) . . . . ?
C10 C6 C7 Fe1 59.02(17) . . . . ?
I1 C6 C7 Fe1 -124.28(19) . . . . ?
C6 C7 C8 C9 -0.3(3) . . . . ?
Fe1 C7 C8 C9 -57.93(15) . . . . ?
C6 C7 C8 Si1 179.43(17) . . . . ?
Fe1 C7 C8 Si1 121.79(18) . . . . ?
C6 C7 C8 Fe1 57.63(17) . . . . ?
C7 C8 C9 F11 -177.7(2) . . . . ?
Si1 C8 C9 F11 2.6(3) . . . . ?
Fe1 C8 C9 F11 123.6(2) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
Si1 C8 C9 C10 -179.20(17) . . . . ?
Fe1 C8 C9 C10 -58.19(16) . . . . ?
C7 C8 C9 Fe1 58.70(16) . . . . ?
Si1 C8 C9 Fe1 -121.01(19) . . . . ?
F11 C9 C10 C6 177.7(2) . . . . ?
C8 C9 C10 C6 -0.5(3) . . . . ?
Fe1 C9 C10 C6 -59.91(15) . . . . ?
F11 C9 C10 P1 -1.1(3) . . . . ?
C8 C9 C10 P1 -179.33(17) . . . . ?
Fe1 C9 C10 P1 121.3(2) . . . . ?
F11 C9 C10 Fe1 -122.4(2) . . . . ?
C8 C9 C10 Fe1 59.41(17) . . . . ?
C7 C6 C10 C9 0.3(3) . . . . ?
Fe1 C6 C10 C9 59.83(15) . . . . ?
I1 C6 C10 C9 -176.33(17) . . . . ?
C7 C6 C10 P1 179.19(17) . . . . ?
Fe1 C6 C10 P1 -121.27(18) . . . . ?
I1 C6 C10 P1 2.6(3) . . . . ?
C7 C6 C10 Fe1 -59.53(17) . . . . ?
I1 C6 C10 Fe1 123.84(19) . . . . ?
C21 C16 C17 C18 -0.3(4) . . . . ?
P1 C16 C17 C18 -177.7(2) . . . . ?
C16 C17 C18 C19 0.8(4) . . . . ?
C17 C18 C19 C20 -0.4(5) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?
C19 C20 C21 C16 1.2(4) . . . . ?
C17 C16 C21 C20 -0.7(4) . . . . ?
P1 C16 C21 C20 176.61(19) . . . . ?
C27 C22 C23 C24 -0.1(4) . . . . ?
P1 C22 C23 C24 177.9(2) . . . . ?
C22 C23 C24 C25 -1.0(4) . . . . ?
C23 C24 C25 C26 1.2(4) . . . . ?
C24 C25 C26 C27 -0.1(4) . . . . ?
C25 C26 C27 C22 -1.0(4) . . . . ?
C23 C22 C27 C26 1.2(4) . . . . ?
P1 C22 C27 C26 -176.8(2) . . . . ?
C9 C10 P1 O15 -129.1(2) . . . . ?
C6 C10 P1 O15 52.3(2) . . . . ?
Fe1 C10 P1 O15 -36.73(19) . . . . ?
C9 C10 P1 C22 106.4(2) . . . . ?
C6 C10 P1 C22 -72.1(2) . . . . ?
Fe1 C10 P1 C22 -161.15(15) . . . . ?
C9 C10 P1 C16 -4.5(2) . . . . ?
C6 C10 P1 C16 176.9(2) . . . . ?
Fe1 C10 P1 C16 87.90(16) . . . . ?
C27 C22 P1 O15 -155.6(2) . . . . ?
C23 C22 P1 O15 26.5(2) . . . . ?
C27 C22 P1 C10 -31.0(2) . . . . ?
C23 C22 P1 C10 151.0(2) . . . . ?
C27 C22 P1 C16 80.6(2) . . . . ?
C23 C22 P1 C16 -97.4(2) . . . . ?
C21 C16 P1 O15 -141.23(19) . . . . ?
C17 C16 P1 O15 36.1(2) . . . . ?
C21 C16 P1 C10 93.0(2) . . . . ?
C17 C16 P1 C10 -89.6(2) . . . . ?
C21 C16 P1 C22 -16.4(2) . . . . ?
C17 C16 P1 C22 160.96(19) . . . . ?
C9 C8 Si1 C13 149.8(2) . . . . ?
C7 C8 Si1 C13 -29.8(2) . . . . ?
Fe1 C8 Si1 C13 59.64(19) . . . . ?
C9 C8 Si1 C14 27.9(3) . . . . ?
C7 C8 Si1 C14 -151.7(2) . . . . ?
Fe1 C8 Si1 C14 -62.26(19) . . . . ?
C9 C8 Si1 C12 -90.6(2) . . . . ?
C7 C8 Si1 C12 89.7(2) . . . . ?
Fe1 C8 Si1 C12 179.16(17) . . . . ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5s-I-4_MT272
_database_code_depnum_ccdc_archive 'CCDC 1939218'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H16 F Fe I O Si'
_chemical_formula_sum            'C14 H16 F Fe I O Si'
_chemical_formula_weight         430.11
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   6.7234(5)
_cell_length_b                   12.3647(9)
_cell_length_c                   18.5635(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.338(3)
_cell_angle_gamma                90
_cell_volume                     1542.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6337
_cell_measurement_theta_min      2.7445
_cell_measurement_theta_max      27.4718
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.040
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.852
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             840
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    3.055
_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  0.654
_exptl_absorpt_correction_T_max  0.885

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_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_reflns_av_r_equivalents  0.0450
_diffrn_reflns_av_uneti/neti     0.0419
_diffrn_reflns_number            12331
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.199
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.984
_reflns_number_total             3483
_reflns_number_gt                2948
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017_1 (Sheldrick, 2017)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2018)'

#------------------------------------------------------------------------------#
#                            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)+(0.0039P)²+6.3130P] 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         3483
_refine_ls_number_parameters     167
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.0759
_refine_ls_wR_factor_gt          0.0729
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_restrained_S_all      1.121
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.002
_refine_diff_density_max         0.990
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.139

#...............................................................................
# .RES SHELXL file: tetra.res
#...............................................................................



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: tetra.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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 0.64586(8) 0.71075(5) 0.77671(3) 0.01319(13) Uani 1 1 d . . . . .
I1 I 0.39945(4) 0.53874(2) 0.90711(2) 0.02273(9) Uani 1 1 d . . . . .
O1 O 0.3317(6) 0.9208(3) 0.8791(2) 0.0374(9) Uani 1 1 d . . . . .
F1 F 0.3726(4) 0.89004(19) 0.72144(14) 0.0239(6) Uani 1 1 d . . . . .
Si1 Si 0.45864(17) 0.69713(10) 0.59771(6) 0.0181(2) Uani 1 1 d . . . . .
C1 C 0.8588(9) 0.7979(7) 0.8324(4) 0.0242(17) Uani 0.670(16) 1 d G . P A 1
H1 H 0.834294 0.853561 0.866338 0.029 Uiso 0.670(16) 1 calc R U P A 1
C2 C 0.8787(9) 0.6860(9) 0.8479(4) 0.0273(14) Uani 0.670(16) 1 d G . P A 1
H2 H 0.869817 0.653528 0.894153 0.033 Uiso 0.670(16) 1 calc R U P A 1
C3 C 0.9141(9) 0.6310(3) 0.7823(7) 0.0286(19) Uani 0.670(16) 1 d G . P A 1
H3 H 0.933137 0.555313 0.776920 0.034 Uiso 0.670(16) 1 calc R U P A 1
C4 C 0.9161(11) 0.7090(9) 0.7262(3) 0.0273(14) Uani 0.670(16) 1 d G . P A 1
H4 H 0.936748 0.694645 0.676652 0.033 Uiso 0.670(16) 1 calc R U P A 1
C5 C 0.8819(11) 0.8122(5) 0.7571(5) 0.0254(18) Uani 0.670(16) 1 d G . P A 1
H5 H 0.875659 0.878972 0.731915 0.030 Uiso 0.670(16) 1 calc R U P A 1
C1B C 0.917(2) 0.6402(10) 0.7529(11) 0.0242(17) Uani 0.330(16) 1 d G . P A 2
H1B H 0.937266 0.575573 0.726403 0.029 Uiso 0.330(16) 1 calc R U P A 2
C2B C 0.902(2) 0.7461(17) 0.7236(5) 0.0273(14) Uani 0.330(16) 1 d G . P A 2
H2B H 0.910509 0.764732 0.674157 0.033 Uiso 0.330(16) 1 calc R U P A 2
C3B C 0.872(3) 0.8193(7) 0.7813(13) 0.0286(19) Uani 0.330(16) 1 d G . P A 2
H3B H 0.857201 0.895449 0.777250 0.034 Uiso 0.330(16) 1 calc R U P A 2
C4B C 0.869(2) 0.759(2) 0.8463(6) 0.0273(14) Uani 0.330(16) 1 d G . P A 2
H4B H 0.851012 0.787077 0.893210 0.033 Uiso 0.330(16) 1 calc R U P A 2
C5B C 0.896(2) 0.6480(15) 0.8287(10) 0.0254(18) Uani 0.330(16) 1 d G . P A 2
H5B H 0.900495 0.589383 0.861786 0.030 Uiso 0.330(16) 1 calc R U P A 2
C6 C 0.4253(5) 0.6054(3) 0.7450(2) 0.0132(8) Uani 1 1 d . . . . .
H6 H 0.440189 0.532453 0.730069 0.016 Uiso 1 1 calc R U . . .
C7 C 0.4034(5) 0.6397(3) 0.8172(2) 0.0142(8) Uani 1 1 d . . . . .
C8 C 0.3807(6) 0.7556(3) 0.8177(2) 0.0147(8) Uani 1 1 d . . . . .
C9 C 0.3918(6) 0.7864(3) 0.7440(2) 0.0138(8) Uani 1 1 d . . . . .
C10 C 0.4215(5) 0.6977(3) 0.6974(2) 0.0137(8) Uani 1 1 d . . . . .
C11 C 0.3600(6) 0.8271(4) 0.8811(3) 0.0244(10) Uani 1 1 d . . . . .
H11 H 0.370488 0.794346 0.927317 0.029 Uiso 1 1 calc R U . . .
C12 C 0.5846(8) 0.8243(4) 0.5702(3) 0.0301(11) Uani 1 1 d . . . . .
H12A H 0.509834 0.886678 0.587704 0.045 Uiso 1 1 calc R U . . .
H12B H 0.590094 0.827283 0.517514 0.045 Uiso 1 1 calc R U . . .
H12C H 0.719992 0.825886 0.590855 0.045 Uiso 1 1 calc R U . . .
C13 C 0.6110(7) 0.5759(4) 0.5762(3) 0.0274(11) Uani 1 1 d . . . . .
H13A H 0.730498 0.574647 0.607459 0.041 Uiso 1 1 calc R U . . .
H13B H 0.649944 0.579086 0.525707 0.041 Uiso 1 1 calc R U . . .
H13C H 0.532711 0.510332 0.584153 0.041 Uiso 1 1 calc R U . . .
C14 C 0.2108(7) 0.6881(4) 0.5508(2) 0.0293(11) Uani 1 1 d . . . . .
H14A H 0.141787 0.622795 0.566573 0.044 Uiso 1 1 calc R U . . .
H14B H 0.229061 0.684862 0.498578 0.044 Uiso 1 1 calc R U . . .
H14C H 0.131467 0.751959 0.562451 0.044 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C7 2.013(4) . ?
Fe1 C9 2.028(4) . ?
Fe1 C3B 2.029(16) . ?
Fe1 C8 2.031(4) . ?
Fe1 C4B 2.043(13) . ?
Fe1 C2 2.048(5) . ?
Fe1 C6 2.050(4) . ?
Fe1 C2B 2.051(15) . ?
Fe1 C1 2.052(5) . ?
Fe1 C3 2.056(6) . ?
Fe1 C5 2.062(6) . ?
Fe1 C4 2.064(6) . ?
I1 C7 2.084(4) . ?
O1 C11 1.175(6) . ?
F1 C9 1.353(5) . ?
Si1 C12 1.863(5) . ?
Si1 C13 1.864(5) . ?
Si1 C14 1.866(5) . ?
Si1 C10 1.873(4) . ?
C1 C5 1.4200 . ?
C1 C2 1.4200 . ?
C1 H1 0.9500 . ?
C2 C3 1.4200 . ?
C2 H2 0.9500 . ?
C3 C4 1.4200 . ?
C3 H3 0.9500 . ?
C4 C5 1.4200 . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C1B C5B 1.4200 . ?
C1B C2B 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 1.417(6) . ?
C6 C10 1.443(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.442(6) . ?
C8 C9 1.424(6) . ?
C8 C11 1.481(6) . ?
C9 C10 1.414(6) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
C7 Fe1 C9 68.27(16) . . ?
C7 Fe1 C3B 152.4(6) . . ?
C9 Fe1 C3B 109.4(4) . . ?
C7 Fe1 C8 41.76(16) . . ?
C9 Fe1 C8 41.07(16) . . ?
C3B Fe1 C8 117.9(5) . . ?
C7 Fe1 C4B 118.6(5) . . ?
C9 Fe1 C4B 131.0(6) . . ?
C3B Fe1 C4B 40.8(3) . . ?
C8 Fe1 C4B 108.7(3) . . ?
C7 Fe1 C2 107.86(17) . . ?
C9 Fe1 C2 152.6(4) . . ?
C8 Fe1 C2 117.6(3) . . ?
C7 Fe1 C6 40.82(16) . . ?
C9 Fe1 C6 66.95(16) . . ?
C3B Fe1 C6 165.7(7) . . ?
C8 Fe1 C6 69.25(16) . . ?
C4B Fe1 C6 151.8(7) . . ?
C2 Fe1 C6 128.9(3) . . ?
C7 Fe1 C2B 165.7(6) . . ?
C9 Fe1 C2B 117.9(4) . . ?
C3B Fe1 C2B 40.7(3) . . ?
C8 Fe1 C2B 151.1(6) . . ?
C4B Fe1 C2B 68.3(3) . . ?
C6 Fe1 C2B 127.4(5) . . ?
C7 Fe1 C1 127.1(3) . . ?
C9 Fe1 C1 118.8(3) . . ?
C8 Fe1 C1 106.02(18) . . ?
C2 Fe1 C1 40.52(9) . . ?
C6 Fe1 C1 166.0(3) . . ?
C7 Fe1 C3 119.2(2) . . ?
C9 Fe1 C3 165.5(4) . . ?
C8 Fe1 C3 152.7(4) . . ?
C2 Fe1 C3 40.48(10) . . ?
C6 Fe1 C3 109.7(2) . . ?
C1 Fe1 C3 68.01(12) . . ?
C7 Fe1 C5 164.8(3) . . ?
C9 Fe1 C5 108.24(19) . . ?
C8 Fe1 C5 125.9(3) . . ?
C2 Fe1 C5 67.97(12) . . ?
C6 Fe1 C5 152.9(3) . . ?
C1 Fe1 C5 40.39(10) . . ?
C3 Fe1 C5 67.83(14) . . ?
C7 Fe1 C4 153.4(3) . . ?
C9 Fe1 C4 127.8(3) . . ?
C8 Fe1 C4 164.2(3) . . ?
C2 Fe1 C4 67.92(13) . . ?
C6 Fe1 C4 120.1(2) . . ?
C1 Fe1 C4 67.86(13) . . ?
C3 Fe1 C4 40.32(11) . . ?
C5 Fe1 C4 40.26(11) . . ?
C12 Si1 C13 111.4(2) . . ?
C12 Si1 C14 109.2(2) . . ?
C13 Si1 C14 110.0(2) . . ?
C12 Si1 C10 109.9(2) . . ?
C13 Si1 C10 107.5(2) . . ?
C14 Si1 C10 108.9(2) . . ?
C5 C1 C2 108.0 . . ?
C5 C1 Fe1 70.2(2) . . ?
C2 C1 Fe1 69.6(2) . . ?
C5 C1 H1 126.0 . . ?
C2 C1 H1 126.0 . . ?
Fe1 C1 H1 125.8 . . ?
C3 C2 C1 108.0 . . ?
C3 C2 Fe1 70.1(2) . . ?
C1 C2 Fe1 69.9(2) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Fe1 C2 H2 125.7 . . ?
C2 C3 C4 108.0 . . ?
C2 C3 Fe1 69.5(2) . . ?
C4 C3 Fe1 70.2(2) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 H3 126.0 . . ?
Fe1 C3 H3 126.0 . . ?
C5 C4 C3 108.0 . . ?
C5 C4 Fe1 69.8(2) . . ?
C3 C4 Fe1 69.5(2) . . ?
C5 C4 H4 126.0 . . ?
C3 C4 H4 126.0 . . ?
Fe1 C4 H4 126.3 . . ?
C1 C5 C4 108.0 . . ?
C1 C5 Fe1 69.4(2) . . ?
C4 C5 Fe1 70.0(2) . . ?
C1 C5 H5 126.0 . . ?
C4 C5 H5 126.0 . . ?
Fe1 C5 H5 126.2 . . ?
C5B C1B C2B 108.0 . . ?
C5B C1B Fe1 69.8(5) . . ?
C2B C1B Fe1 68.9(6) . . ?
C5B C1B H1B 126.0 . . ?
C2B C1B H1B 126.0 . . ?
Fe1 C1B H1B 126.9 . . ?
C3B C2B C1B 108.0 . . ?
C3B C2B Fe1 68.8(6) . . ?
C1B C2B Fe1 70.9(6) . . ?
C3B C2B H2B 126.0 . . ?
C1B C2B H2B 126.0 . . ?
Fe1 C2B H2B 125.9 . . ?
C4B C3B C2B 108.0 . . ?
C4B C3B Fe1 70.1(5) . . ?
C2B C3B Fe1 70.5(5) . . ?
C4B C3B H3B 126.0 . . ?
C2B C3B H3B 126.0 . . ?
Fe1 C3B H3B 125.0 . . ?
C3B C4B C5B 108.0 . . ?
C3B C4B Fe1 69.1(6) . . ?
C5B C4B Fe1 71.0(6) . . ?
C3B C4B H4B 126.0 . . ?
C5B C4B H4B 126.0 . . ?
Fe1 C4B H4B 125.5 . . ?
C4B C5B C1B 108.0 . . ?
C4B C5B Fe1 68.7(6) . . ?
C1B C5B Fe1 70.2(5) . . ?
C4B C5B H5B 126.0 . . ?
C1B C5B H5B 126.0 . . ?
Fe1 C5B H5B 126.7 . . ?
C7 C6 C10 110.0(4) . . ?
C7 C6 Fe1 68.2(2) . . ?
C10 C6 Fe1 71.1(2) . . ?
C7 C6 H6 125.0 . . ?
C10 C6 H6 125.0 . . ?
Fe1 C6 H6 127.3 . . ?
C6 C7 C8 108.4(3) . . ?
C6 C7 Fe1 71.0(2) . . ?
C8 C7 Fe1 69.8(2) . . ?
C6 C7 I1 125.6(3) . . ?
C8 C7 I1 126.0(3) . . ?
Fe1 C7 I1 125.89(19) . . ?
C9 C8 C7 104.6(3) . . ?
C9 C8 C11 127.7(4) . . ?
C7 C8 C11 127.6(4) . . ?
C9 C8 Fe1 69.3(2) . . ?
C7 C8 Fe1 68.4(2) . . ?
C11 C8 Fe1 124.1(3) . . ?
F1 C9 C10 124.0(4) . . ?
F1 C9 C8 123.0(4) . . ?
C10 C9 C8 113.0(4) . . ?
F1 C9 Fe1 127.1(3) . . ?
C10 C9 Fe1 72.3(2) . . ?
C8 C9 Fe1 69.6(2) . . ?
C9 C10 C6 103.9(3) . . ?
C9 C10 Si1 129.1(3) . . ?
C6 C10 Si1 127.0(3) . . ?
C9 C10 Fe1 67.6(2) . . ?
C6 C10 Fe1 68.1(2) . . ?
Si1 C10 Fe1 125.9(2) . . ?
O1 C11 C8 125.6(5) . . ?
O1 C11 H11 117.2 . . ?
C8 C11 H11 117.2 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.0 . . . . ?
Fe1 C1 C2 C3 59.9(2) . . . . ?
C5 C1 C2 Fe1 -59.9(2) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
Fe1 C2 C3 C4 59.8(2) . . . . ?
C1 C2 C3 Fe1 -59.8(2) . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
Fe1 C3 C4 C5 59.4(2) . . . . ?
C2 C3 C4 Fe1 -59.4(2) . . . . ?
C2 C1 C5 C4 0.0 . . . . ?
Fe1 C1 C5 C4 -59.6(2) . . . . ?
C2 C1 C5 Fe1 59.6(2) . . . . ?
C3 C4 C5 C1 0.0 . . . . ?
Fe1 C4 C5 C1 59.2(2) . . . . ?
C3 C4 C5 Fe1 -59.2(2) . . . . ?
C5B C1B C2B C3B 0.0 . . . . ?
Fe1 C1B C2B C3B 59.0(5) . . . . ?
C5B C1B C2B Fe1 -59.0(5) . . . . ?
C1B C2B C3B C4B 0.0 . . . . ?
Fe1 C2B C3B C4B 60.3(5) . . . . ?
C1B C2B C3B Fe1 -60.3(5) . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
Fe1 C3B C4B C5B 60.6(5) . . . . ?
C2B C3B C4B Fe1 -60.6(5) . . . . ?
C3B C4B C5B C1B 0.0 . . . . ?
Fe1 C4B C5B C1B 59.4(6) . . . . ?
C3B C4B C5B Fe1 -59.4(6) . . . . ?
C2B C1B C5B C4B 0.0 . . . . ?
Fe1 C1B C5B C4B -58.5(6) . . . . ?
C2B C1B C5B Fe1 58.5(6) . . . . ?
C10 C6 C7 C8 1.2(4) . . . . ?
Fe1 C6 C7 C8 60.0(3) . . . . ?
C10 C6 C7 Fe1 -58.8(3) . . . . ?
C10 C6 C7 I1 -179.9(3) . . . . ?
Fe1 C6 C7 I1 -121.1(3) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
Fe1 C7 C8 C9 60.3(3) . . . . ?
I1 C7 C8 C9 -179.4(3) . . . . ?
C6 C7 C8 C11 -177.9(4) . . . . ?
Fe1 C7 C8 C11 -117.1(4) . . . . ?
I1 C7 C8 C11 3.2(6) . . . . ?
C6 C7 C8 Fe1 -60.8(3) . . . . ?
I1 C7 C8 Fe1 120.3(3) . . . . ?
C7 C8 C9 F1 178.6(3) . . . . ?
C11 C8 C9 F1 -4.0(6) . . . . ?
Fe1 C8 C9 F1 -121.7(4) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
C11 C8 C9 C10 177.0(4) . . . . ?
Fe1 C8 C9 C10 59.2(3) . . . . ?
C7 C8 C9 Fe1 -59.7(3) . . . . ?
C11 C8 C9 Fe1 117.7(4) . . . . ?
F1 C9 C10 C6 -177.9(3) . . . . ?
C8 C9 C10 C6 1.1(4) . . . . ?
Fe1 C9 C10 C6 58.9(2) . . . . ?
F1 C9 C10 Si1 4.5(6) . . . . ?
C8 C9 C10 Si1 -176.5(3) . . . . ?
Fe1 C9 C10 Si1 -118.8(3) . . . . ?
F1 C9 C10 Fe1 123.3(4) . . . . ?
C8 C9 C10 Fe1 -57.7(3) . . . . ?
C7 C6 C10 C9 -1.4(4) . . . . ?
Fe1 C6 C10 C9 -58.5(2) . . . . ?
C7 C6 C10 Si1 176.3(3) . . . . ?
Fe1 C6 C10 Si1 119.2(3) . . . . ?
C7 C6 C10 Fe1 57.1(3) . . . . ?
C12 Si1 C10 C9 30.3(4) . . . . ?
C13 Si1 C10 C9 151.6(4) . . . . ?
C14 Si1 C10 C9 -89.3(4) . . . . ?
C12 Si1 C10 C6 -146.9(3) . . . . ?
C13 Si1 C10 C6 -25.5(4) . . . . ?
C14 Si1 C10 C6 93.6(4) . . . . ?
C12 Si1 C10 Fe1 -58.7(3) . . . . ?
C13 Si1 C10 Fe1 62.7(3) . . . . ?
C14 Si1 C10 Fe1 -178.2(3) . . . . ?
C9 C8 C11 O1 7.2(7) . . . . ?
C7 C8 C11 O1 -175.9(5) . . . . ?
Fe1 C8 C11 O1 96.3(5) . . . . ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7u-I_MT387
_database_code_depnum_ccdc_archive 'CCDC 1939222'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-10-08 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H20 F Fe I O S Si'
_chemical_formula_sum            'C20 H20 F Fe I O S Si'
_chemical_formula_weight         538.26
_chemical_compound_source        'synthesis as described'

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


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

_cell_length_a                   7.1480(8)
_cell_length_b                   9.9469(13)
_cell_length_c                   15.3417(19)
_cell_angle_alpha                108.069(4)
_cell_angle_beta                 97.069(4)
_cell_angle_gamma                91.763(4)
_cell_volume                     1026.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9426
_cell_measurement_theta_min      2.1735
_cell_measurement_theta_max      27.4837
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.180
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.742
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             532
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    2.414
_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  0.648

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(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           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0449
_diffrn_reflns_av_uneti/neti     0.0225
_diffrn_reflns_number            40150
_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       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.930
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             4696
_reflns_number_gt                4228
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017_1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0328P)²+0.8404P] 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         4696
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0238
_refine_ls_wR_factor_ref         0.0679
_refine_ls_wR_factor_gt          0.0653
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_restrained_S_all      1.160
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.950
_refine_diff_density_min         -0.755
_refine_diff_density_rms         0.164

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



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



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

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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 0.75948(4) 0.44905(3) 0.20733(2) 0.01439(8) Uani 1 1 d . . . . .
I1 I 0.43963(2) 0.72710(2) 0.18645(2) 0.02500(6) Uani 1 1 d . . . . .
S1 S 0.56418(8) 0.12609(6) 0.16793(5) 0.02288(13) Uani 1 1 d . . . . .
Si1 Si 0.65764(11) 0.70286(8) 0.42009(5) 0.02576(16) Uani 1 1 d . . . . .
F1 F 0.6826(2) 0.35092(17) 0.36976(10) 0.0302(4) Uani 1 1 d . . . . .
C1 C 0.9683(4) 0.3260(3) 0.15215(19) 0.0250(5) Uani 1 1 d . . . . .
H1 H 0.964842 0.225490 0.134296 0.030 Uiso 1 1 calc R U . . .
C2 C 0.9031(4) 0.4075(3) 0.09465(19) 0.0248(5) Uani 1 1 d . . . . .
H2 H 0.848528 0.370976 0.031500 0.030 Uiso 1 1 calc R U . . .
C3 C 0.9335(4) 0.5521(3) 0.1478(3) 0.0376(8) Uani 1 1 d . . . . .
H3 H 0.902583 0.630194 0.126904 0.045 Uiso 1 1 calc R U . . .
C4 C 1.0181(4) 0.5600(4) 0.2376(3) 0.0465(10) Uani 1 1 d . . . . .
H4 H 1.054683 0.644714 0.287626 0.056 Uiso 1 1 calc R U . . .
C5 C 1.0389(4) 0.4207(4) 0.2404(2) 0.0374(7) Uani 1 1 d . . . . .
H5 H 1.091376 0.395252 0.292550 0.045 Uiso 1 1 calc R U . . .
C6 C 0.5152(3) 0.5458(2) 0.22026(16) 0.0160(4) Uani 1 1 d . . . . .
C7 C 0.5989(3) 0.5471(2) 0.31054(16) 0.0165(4) Uani 1 1 d . . . . .
C8 C 0.6147(3) 0.4007(3) 0.30092(16) 0.0187(5) Uani 1 1 d . . . . .
C9 C 0.5478(3) 0.3104(2) 0.21014(16) 0.0161(4) Uani 1 1 d . . . . .
C10 C 0.4801(3) 0.4029(2) 0.15807(16) 0.0167(4) Uani 1 1 d . . . . .
C11 C 0.4287(5) 0.7706(3) 0.4556(2) 0.0372(7) Uani 1 1 d . . . . .
H11A H 0.452922 0.845420 0.515710 0.056 Uiso 1 1 calc R U . . .
H11B H 0.347703 0.692824 0.460657 0.056 Uiso 1 1 calc R U . . .
H11C H 0.365381 0.809169 0.409190 0.056 Uiso 1 1 calc R U . . .
C12 C 0.8066(5) 0.8487(3) 0.4048(3) 0.0491(9) Uani 1 1 d . . . . .
H12A H 0.752459 0.870268 0.349243 0.074 Uiso 1 1 calc R U . . .
H12B H 0.935038 0.819184 0.398167 0.074 Uiso 1 1 calc R U . . .
H12C H 0.810733 0.933409 0.459056 0.074 Uiso 1 1 calc R U . . .
C13 C 0.7887(5) 0.6294(5) 0.5088(2) 0.0521(10) Uani 1 1 d . . . . .
H13A H 0.892464 0.575971 0.482438 0.078 Uiso 1 1 calc R U . . .
H13B H 0.701380 0.566475 0.525394 0.078 Uiso 1 1 calc R U . . .
H13C H 0.839896 0.707801 0.564234 0.078 Uiso 1 1 calc R U . . .
C14 C 0.3312(3) 0.0611(2) 0.17236(17) 0.0188(5) Uani 1 1 d . . . . .
C15 C 0.2611(4) 0.0888(3) 0.25634(19) 0.0263(5) Uani 1 1 d . . . . .
H15 H 0.335069 0.146526 0.311892 0.032 Uiso 1 1 calc R U . . .
C16 C 0.0831(4) 0.0322(3) 0.2588(2) 0.0315(6) Uani 1 1 d . . . . .
H16 H 0.034213 0.052258 0.315971 0.038 Uiso 1 1 calc R U . . .
C17 C -0.0239(4) -0.0539(3) 0.1779(2) 0.0268(6) Uani 1 1 d . . . . .
H17 H -0.145525 -0.093305 0.179772 0.032 Uiso 1 1 calc R U . . .
C18 C 0.0463(4) -0.0824(3) 0.09442(19) 0.0252(5) Uani 1 1 d . . . . .
H18 H -0.026860 -0.141967 0.039226 0.030 Uiso 1 1 calc R U . . .
C19 C 0.2233(4) -0.0243(3) 0.09097(18) 0.0224(5) Uani 1 1 d . . . . .
H19 H 0.270552 -0.042624 0.033473 0.027 Uiso 1 1 calc R U . . .
C20 C 0.4024(4) 0.3576(3) 0.06000(18) 0.0273(6) Uani 0.608(6) 1 d . . P A 1
H20 H 0.395323 0.430547 0.032090 0.033 Uiso 0.608(6) 1 calc R U P A 1
O1 O 0.3486(5) 0.2457(4) 0.0118(2) 0.0356(11) Uani 0.608(6) 1 d . . P A 1
C20B C 0.4024(4) 0.3576(3) 0.06000(18) 0.0273(6) Uani 0.392(6) 1 d . . P A 2
H20B H 0.429095 0.264656 0.025546 0.033 Uiso 0.392(6) 1 calc R U P A 2
O1B O 0.3140(7) 0.4170(6) 0.0181(4) 0.0351(16) Uani 0.392(6) 1 d . . P A 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 C6 2.021(2) . ?
Fe1 C9 2.029(2) . ?
Fe1 C10 2.031(2) . ?
Fe1 C8 2.032(2) . ?
Fe1 C4 2.049(3) . ?
Fe1 C5 2.050(3) . ?
Fe1 C3 2.053(3) . ?
Fe1 C1 2.055(2) . ?
Fe1 C2 2.057(2) . ?
Fe1 C7 2.082(2) . ?
I1 C6 2.094(2) . ?
S1 C9 1.758(2) . ?
S1 C14 1.785(2) . ?
Si1 C12 1.863(3) . ?
Si1 C11 1.868(3) . ?
Si1 C7 1.890(2) . ?
Si1 C13 1.900(3) . ?
F1 C8 1.345(3) . ?
C1 C5 1.409(4) . ?
C1 C2 1.420(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.411(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.412(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.412(5) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.435(3) . ?
C6 C10 1.439(3) . ?
C7 C8 1.428(3) . ?
C8 C9 1.417(3) . ?
C9 C10 1.451(3) . ?
C10 C20B 1.461(3) . ?
C10 C20 1.461(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.391(4) . ?
C14 C19 1.393(4) . ?
C15 C16 1.385(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.388(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.383(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.389(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 O1 1.151(4) . ?
C20 H20 0.9500 . ?
C20B O1B 1.149(6) . ?
C20B H20B 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
C6 Fe1 C9 69.85(9) . . ?
C6 Fe1 C10 41.61(9) . . ?
C9 Fe1 C10 41.89(9) . . ?
C6 Fe1 C8 67.56(9) . . ?
C9 Fe1 C8 40.85(9) . . ?
C10 Fe1 C8 68.60(9) . . ?
C6 Fe1 C4 122.42(12) . . ?
C9 Fe1 C4 160.12(14) . . ?
C10 Fe1 C4 157.48(14) . . ?
C8 Fe1 C4 125.28(13) . . ?
C6 Fe1 C5 156.77(11) . . ?
C9 Fe1 C5 122.53(12) . . ?
C10 Fe1 C5 160.13(12) . . ?
C8 Fe1 C5 107.75(12) . . ?
C4 Fe1 C5 40.30(15) . . ?
C6 Fe1 C3 109.21(11) . . ?
C9 Fe1 C3 156.35(12) . . ?
C10 Fe1 C3 121.55(12) . . ?
C8 Fe1 C3 162.14(12) . . ?
C4 Fe1 C3 40.29(15) . . ?
C5 Fe1 C3 67.86(14) . . ?
C6 Fe1 C1 162.10(11) . . ?
C9 Fe1 C1 105.48(10) . . ?
C10 Fe1 C1 123.60(10) . . ?
C8 Fe1 C1 120.84(10) . . ?
C4 Fe1 C1 67.56(12) . . ?
C5 Fe1 C1 40.17(11) . . ?
C3 Fe1 C1 67.79(11) . . ?
C6 Fe1 C2 125.95(10) . . ?
C9 Fe1 C2 120.11(10) . . ?
C10 Fe1 C2 107.21(10) . . ?
C8 Fe1 C2 156.00(10) . . ?
C4 Fe1 C2 67.51(12) . . ?
C5 Fe1 C2 67.72(12) . . ?
C3 Fe1 C2 40.17(11) . . ?
C1 Fe1 C2 40.41(11) . . ?
C6 Fe1 C7 40.92(9) . . ?
C9 Fe1 C7 70.33(9) . . ?
C10 Fe1 C7 70.27(9) . . ?
C8 Fe1 C7 40.59(9) . . ?
C4 Fe1 C7 107.78(11) . . ?
C5 Fe1 C7 120.52(11) . . ?
C3 Fe1 C7 125.36(10) . . ?
C1 Fe1 C7 155.36(10) . . ?
C2 Fe1 C7 162.38(10) . . ?
C9 S1 C14 101.57(11) . . ?
C12 Si1 C11 109.42(16) . . ?
C12 Si1 C7 113.07(13) . . ?
C11 Si1 C7 107.13(13) . . ?
C12 Si1 C13 110.09(19) . . ?
C11 Si1 C13 111.31(16) . . ?
C7 Si1 C13 105.78(14) . . ?
C5 C1 C2 107.9(3) . . ?
C5 C1 Fe1 69.72(15) . . ?
C2 C1 Fe1 69.88(14) . . ?
C5 C1 H1 126.0 . . ?
C2 C1 H1 126.0 . . ?
Fe1 C1 H1 125.9 . . ?
C3 C2 C1 108.0(3) . . ?
C3 C2 Fe1 69.75(15) . . ?
C1 C2 Fe1 69.70(14) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
Fe1 C2 H2 126.1 . . ?
C2 C3 C4 107.8(3) . . ?
C2 C3 Fe1 70.09(15) . . ?
C4 C3 Fe1 69.70(17) . . ?
C2 C3 H3 126.1 . . ?
C4 C3 H3 126.1 . . ?
Fe1 C3 H3 125.7 . . ?
C5 C4 C3 108.3(3) . . ?
C5 C4 Fe1 69.89(16) . . ?
C3 C4 Fe1 70.01(16) . . ?
C5 C4 H4 125.8 . . ?
C3 C4 H4 125.8 . . ?
Fe1 C4 H4 125.8 . . ?
C1 C5 C4 107.9(3) . . ?
C1 C5 Fe1 70.11(15) . . ?
C4 C5 Fe1 69.81(17) . . ?
C1 C5 H5 126.0 . . ?
C4 C5 H5 126.0 . . ?
Fe1 C5 H5 125.6 . . ?
C7 C6 C10 110.9(2) . . ?
C7 C6 Fe1 71.82(13) . . ?
C10 C6 Fe1 69.57(13) . . ?
C7 C6 I1 124.29(17) . . ?
C10 C6 I1 124.73(17) . . ?
Fe1 C6 I1 128.51(11) . . ?
C8 C7 C6 103.8(2) . . ?
C8 C7 Si1 127.14(18) . . ?
C6 C7 Si1 128.89(18) . . ?
C8 C7 Fe1 67.81(13) . . ?
C6 C7 Fe1 67.26(13) . . ?
Si1 C7 Fe1 131.73(12) . . ?
F1 C8 C9 122.6(2) . . ?
F1 C8 C7 124.7(2) . . ?
C9 C8 C7 112.7(2) . . ?
F1 C8 Fe1 127.70(17) . . ?
C9 C8 Fe1 69.48(13) . . ?
C7 C8 Fe1 71.60(13) . . ?
C8 C9 C10 105.9(2) . . ?
C8 C9 S1 126.36(18) . . ?
C10 C9 S1 127.51(18) . . ?
C8 C9 Fe1 69.67(13) . . ?
C10 C9 Fe1 69.13(12) . . ?
S1 C9 Fe1 121.59(12) . . ?
C6 C10 C9 106.7(2) . . ?
C6 C10 C20B 127.5(2) . . ?
C9 C10 C20B 125.7(2) . . ?
C6 C10 C20 127.5(2) . . ?
C9 C10 C20 125.7(2) . . ?
C6 C10 Fe1 68.82(13) . . ?
C9 C10 Fe1 68.99(12) . . ?
C20B C10 Fe1 124.40(17) . . ?
C20 C10 Fe1 124.40(17) . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C19 120.1(2) . . ?
C15 C14 S1 120.75(19) . . ?
C19 C14 S1 119.06(19) . . ?
C16 C15 C14 119.9(3) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 120.1(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.3(2) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C14 119.6(2) . . ?
C18 C19 H19 120.2 . . ?
C14 C19 H19 120.2 . . ?
O1 C20 C10 129.1(3) . . ?
O1 C20 H20 115.5 . . ?
C10 C20 H20 115.5 . . ?
O1B C20B C10 129.9(4) . . ?
O1B C20B H20B 115.0 . . ?
C10 C20B H20B 115.0 . . ?

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 -0.1(3) . . . . ?
Fe1 C1 C2 C3 59.46(18) . . . . ?
C5 C1 C2 Fe1 -59.58(18) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
Fe1 C2 C3 C4 59.74(18) . . . . ?
C1 C2 C3 Fe1 -59.43(18) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
Fe1 C3 C4 C5 59.6(2) . . . . ?
C2 C3 C4 Fe1 -59.99(18) . . . . ?
C2 C1 C5 C4 -0.1(3) . . . . ?
Fe1 C1 C5 C4 -59.80(19) . . . . ?
C2 C1 C5 Fe1 59.68(18) . . . . ?
C3 C4 C5 C1 0.3(3) . . . . ?
Fe1 C4 C5 C1 59.99(19) . . . . ?
C3 C4 C5 Fe1 -59.68(19) . . . . ?
C10 C6 C7 C8 0.4(3) . . . . ?
Fe1 C6 C7 C8 -58.35(15) . . . . ?
I1 C6 C7 C8 176.95(16) . . . . ?
C10 C6 C7 Si1 -175.14(17) . . . . ?
Fe1 C6 C7 Si1 126.10(19) . . . . ?
I1 C6 C7 Si1 1.4(3) . . . . ?
C10 C6 C7 Fe1 58.77(16) . . . . ?
I1 C6 C7 Fe1 -124.70(17) . . . . ?
C12 Si1 C7 C8 131.9(2) . . . . ?
C11 Si1 C7 C8 -107.4(2) . . . . ?
C13 Si1 C7 C8 11.4(3) . . . . ?
C12 Si1 C7 C6 -53.5(3) . . . . ?
C11 Si1 C7 C6 67.1(2) . . . . ?
C13 Si1 C7 C6 -174.0(2) . . . . ?
C12 Si1 C7 Fe1 39.6(2) . . . . ?
C11 Si1 C7 Fe1 160.22(17) . . . . ?
C13 Si1 C7 Fe1 -80.9(2) . . . . ?
C6 C7 C8 F1 -178.4(2) . . . . ?
Si1 C7 C8 F1 -2.8(3) . . . . ?
Fe1 C7 C8 F1 123.6(2) . . . . ?
C6 C7 C8 C9 0.6(3) . . . . ?
Si1 C7 C8 C9 176.30(17) . . . . ?
Fe1 C7 C8 C9 -57.34(17) . . . . ?
C6 C7 C8 Fe1 57.98(15) . . . . ?
Si1 C7 C8 Fe1 -126.36(18) . . . . ?
F1 C8 C9 C10 177.7(2) . . . . ?
C7 C8 C9 C10 -1.4(3) . . . . ?
Fe1 C8 C9 C10 -59.96(15) . . . . ?
F1 C8 C9 S1 -7.5(3) . . . . ?
C7 C8 C9 S1 173.43(17) . . . . ?
Fe1 C8 C9 S1 114.89(18) . . . . ?
F1 C8 C9 Fe1 -122.4(2) . . . . ?
C7 C8 C9 Fe1 58.53(17) . . . . ?
C14 S1 C9 C8 101.1(2) . . . . ?
C14 S1 C9 C10 -85.1(2) . . . . ?
C14 S1 C9 Fe1 -171.97(14) . . . . ?
C7 C6 C10 C9 -1.3(3) . . . . ?
Fe1 C6 C10 C9 58.83(15) . . . . ?
I1 C6 C10 C9 -177.78(15) . . . . ?
C7 C6 C10 C20B -177.9(2) . . . . ?
Fe1 C6 C10 C20B -117.8(2) . . . . ?
I1 C6 C10 C20B 5.6(3) . . . . ?
C7 C6 C10 C20 -177.9(2) . . . . ?
Fe1 C6 C10 C20 -117.8(2) . . . . ?
I1 C6 C10 C20 5.6(3) . . . . ?
C7 C6 C10 Fe1 -60.10(16) . . . . ?
I1 C6 C10 Fe1 123.39(17) . . . . ?
C8 C9 C10 C6 1.6(2) . . . . ?
S1 C9 C10 C6 -173.18(17) . . . . ?
Fe1 C9 C10 C6 -58.72(15) . . . . ?
C8 C9 C10 C20B 178.3(2) . . . . ?
S1 C9 C10 C20B 3.5(3) . . . . ?
Fe1 C9 C10 C20B 118.0(2) . . . . ?
C8 C9 C10 C20 178.3(2) . . . . ?
S1 C9 C10 C20 3.5(3) . . . . ?
Fe1 C9 C10 C20 118.0(2) . . . . ?
C8 C9 C10 Fe1 60.31(15) . . . . ?
S1 C9 C10 Fe1 -114.46(18) . . . . ?
C9 S1 C14 C15 -62.5(2) . . . . ?
C9 S1 C14 C19 120.8(2) . . . . ?
C19 C14 C15 C16 -0.5(4) . . . . ?
S1 C14 C15 C16 -177.1(2) . . . . ?
C14 C15 C16 C17 1.0(4) . . . . ?
C15 C16 C17 C18 -0.5(4) . . . . ?
C16 C17 C18 C19 -0.5(4) . . . . ?
C17 C18 C19 C14 1.0(4) . . . . ?
C15 C14 C19 C18 -0.6(4) . . . . ?
S1 C14 C19 C18 176.16(19) . . . . ?
C6 C10 C20 O1 -168.1(3) . . . . ?
C9 C10 C20 O1 15.9(5) . . . . ?
Fe1 C10 C20 O1 103.4(4) . . . . ?
C6 C10 C20B O1B -20.8(6) . . . . ?
C9 C10 C20B O1B 163.2(4) . . . . ?
Fe1 C10 C20B O1B -109.3(5) . . . . ?

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR COMPOUND 15 (MT387)                                    #
#------------------------------------------------------------------------------#
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#                            END OF GLOBAL CIF FILE                            #
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