# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1587659'
# end Validation Reply Form

#Added by publCIF (Tue Jul 4 18:28:59 2017)


_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-02-28 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PUBL002_GLOBAL              
;
PROBLEM: The contact author's address is missing,
RESPONSE: ...
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_vrf_PUBL005_GLOBAL              
;
PROBLEM: _publ_contact_author_email, _publ_contact_author_fax and
RESPONSE: ...
;
_vrf_PUBL006_GLOBAL              
;
PROBLEM: _publ_requested_journal is missing
RESPONSE: ...
;
_vrf_PUBL008_GLOBAL              
;
PROBLEM: _publ_section_title is missing. Title of paper.
RESPONSE: ...
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_vrf_PUBL009_GLOBAL              
;
PROBLEM: _publ_author_name is missing. List of author(s) name(s).
RESPONSE: ...
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_vrf_PUBL010_GLOBAL              
;
PROBLEM: _publ_author_address is missing. Author(s) address(es).
RESPONSE: ...
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_vrf_PUBL012_GLOBAL              
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PROBLEM: _publ_section_abstract is missing.
RESPONSE: ...
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_vrf_PLAT431_I                   
;
PROBLEM: Short Inter HL..A  Contact I1     ..  S2      ..       3.13 Ang.  
RESPONSE: I1--S2 halogen bonding at a distance of 3.13A is a subject for the
 discussion in the corresponding paper submitted to CrystalEngComm
;
# publcif _publ_body_element loop end
_audit_creation_date             2017-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
'Di-m-phenylthio-bis(cyclopentadienyl carbonyl iron)'
_chemical_formula_moiety         '0.5(C24 H20 Fe2 O2 S2), 0.5(C6 F4 I2)'
_chemical_formula_sum            'C15 H10 F2 Fe I O S'
_chemical_formula_weight         459.04
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.6870(6)
_cell_length_b                   11.1135(7)
_cell_length_c                   14.7255(9)
_cell_angle_alpha                83.6840(10)
_cell_angle_beta                 77.2140(10)
_cell_angle_gamma                63.1560(10)
_cell_volume                     1521.68(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3860
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.75
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.172
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0627 before and 0.0401 after correction.
The Ratio of minimum to maximum transmission is 0.8376.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'brownish yellow'
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.004
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17001
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.000
_diffrn_reflns_theta_min         2.240
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5922
_reflns_number_total             8058
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.60A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.872
_refine_diff_density_min         -1.181
_refine_diff_density_rms         0.129
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         8058
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0263P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0651
_refine_ls_wR_factor_ref         0.0731
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12)
2.b Aromatic/amide H refined with riding coordinates:
 C12A(H12A), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 1.41973(5) 0.41393(5) 0.21576(3) 0.01430(11) Uani 1 1 d . . . . .
Fe2 Fe 1.38910(5) 0.11900(5) 0.21674(3) 0.01742(11) Uani 1 1 d . . . . .
S1 S 1.25207(9) 0.33507(9) 0.26775(6) 0.01658(18) Uani 1 1 d . . . . .
S2 S 1.56057(9) 0.18940(9) 0.20224(6) 0.01530(18) Uani 1 1 d . . . . .
O1 O 1.3615(3) 0.4560(3) 0.02846(18) 0.0257(6) Uani 1 1 d . . . . .
O2 O 1.3717(3) 0.1740(3) 0.02114(18) 0.0249(6) Uani 1 1 d . . . . .
C1 C 1.3858(4) 0.4373(3) 0.1024(2) 0.0162(7) Uani 1 1 d . . . . .
C2 C 1.3760(4) 0.1545(3) 0.0991(3) 0.0175(7) Uani 1 1 d . . . . .
C3 C 1.5042(4) 0.5547(4) 0.2009(3) 0.0215(8) Uani 1 1 d . . . . .
H3 H 1.549292 0.582045 0.142262 0.026 Uiso 1 1 calc R . . . .
C4 C 1.5741(4) 0.4492(4) 0.2598(3) 0.0237(8) Uani 1 1 d . . . . .
H4 H 1.676905 0.389601 0.249386 0.028 Uiso 1 1 calc R . . . .
C5 C 1.4713(4) 0.4446(4) 0.3380(3) 0.0215(8) Uani 1 1 d . . . . .
H5 H 1.490383 0.382193 0.391268 0.026 Uiso 1 1 calc R . . . .
C6 C 1.3372(4) 0.5498(4) 0.3268(2) 0.0217(8) Uani 1 1 d . . . . .
H6 H 1.246505 0.572158 0.370757 0.026 Uiso 1 1 calc R . . . .
C7 C 1.3556(4) 0.6165(4) 0.2420(3) 0.0223(8) Uani 1 1 d . . . . .
H7 H 1.280724 0.694475 0.216963 0.027 Uiso 1 1 calc R . . . .
C8 C 1.4124(5) 0.0132(4) 0.3439(3) 0.0299(9) Uani 1 1 d . . . . .
H8 H 1.432479 0.039855 0.398310 0.036 Uiso 1 1 calc R . . . .
C9 C 1.2761(4) 0.0475(4) 0.3260(3) 0.0277(9) Uani 1 1 d . . . . .
H9 H 1.184583 0.102806 0.365755 0.033 Uiso 1 1 calc R . . . .
C10 C 1.2937(5) -0.0127(4) 0.2422(3) 0.0350(11) Uani 1 1 d . . . . .
H10 H 1.217468 -0.008631 0.213489 0.042 Uiso 1 1 calc R . . . .
C11 C 1.4437(6) -0.0858(4) 0.2092(3) 0.0437(13) Uani 1 1 d . . . . .
H11 H 1.489265 -0.140731 0.152910 0.052 Uiso 1 1 calc R . . . .
C12 C 1.5136(5) -0.0689(4) 0.2717(4) 0.0405(12) Uani 1 1 d . . . . .
H12 H 1.617506 -0.109275 0.266596 0.049 Uiso 1 1 calc R . . . .
C12A C 1.0436(4) 0.3594(5) 0.1724(3) 0.0324(10) Uani 1 1 d . . . . .
H12A H 1.079525 0.266106 0.177593 0.039 Uiso 1 1 calc R . . . .
C13 C 0.9297(4) 0.4324(6) 0.1274(3) 0.0443(13) Uani 1 1 d . . . . .
H13 H 0.891123 0.387343 0.101475 0.053 Uiso 1 1 calc R . . . .
C14 C 0.8735(5) 0.5700(6) 0.1207(3) 0.0484(14) Uani 1 1 d . . . . .
H14 H 0.798348 0.618429 0.089553 0.058 Uiso 1 1 calc R . . . .
C15 C 0.9300(4) 0.6359(5) 0.1610(3) 0.0460(13) Uani 1 1 d . . . . .
H15 H 0.890397 0.729581 0.158354 0.055 Uiso 1 1 calc R . . . .
C15A C 1.1042(4) 0.4253(4) 0.2099(2) 0.0209(8) Uani 1 1 d . . . . .
C16 C 1.0443(4) 0.5650(4) 0.2050(3) 0.0316(10) Uani 1 1 d . . . . .
H16 H 1.081341 0.610998 0.231466 0.038 Uiso 1 1 calc R . . . .
C17 C 1.6816(3) 0.1452(3) 0.0925(2) 0.0151(7) Uani 1 1 d . . . . .
C18 C 1.7305(4) 0.2359(4) 0.0442(2) 0.0199(8) Uani 1 1 d . . . . .
H18 H 1.695991 0.322001 0.067254 0.024 Uiso 1 1 calc R . . . .
C19 C 1.8298(4) 0.1977(4) -0.0376(3) 0.0247(8) Uani 1 1 d . . . . .
H19 H 1.861207 0.258864 -0.069984 0.030 Uiso 1 1 calc R . . . .
C20 C 1.8830(4) 0.0701(4) -0.0719(3) 0.0257(9) Uani 1 1 d . . . . .
H20 H 1.950933 0.044726 -0.126758 0.031 Uiso 1 1 calc R . . . .
C21 C 1.8354(4) -0.0199(4) -0.0249(3) 0.0271(9) Uani 1 1 d . . . . .
H21 H 1.870395 -0.105841 -0.048435 0.033 Uiso 1 1 calc R . . . .
C22 C 1.7351(4) 0.0169(4) 0.0577(3) 0.0204(8) Uani 1 1 d . . . . .
H22 H 1.703951 -0.044575 0.089631 0.025 Uiso 1 1 calc R . . . .
I1 I 0.76736(3) 1.08185(2) 0.34424(2) 0.02136(7) Uani 1 1 d . . . . .
F1 F 1.0741(2) 0.8363(2) 0.35427(15) 0.0321(6) Uani 1 1 d . . . . .
F2 F 0.7443(2) 1.2217(2) 0.53042(15) 0.0295(5) Uani 1 1 d . . . . .
C1F C 0.9060(4) 1.0301(3) 0.4388(2) 0.0166(7) Uani 1 1 d . . . . .
C2F C 0.8705(4) 1.1107(4) 0.5140(3) 0.0189(8) Uani 1 1 d . . . . .
C6F C 1.0358(4) 0.9189(4) 0.4265(2) 0.0191(8) Uani 1 1 d . . . . .
I2 I 1.29559(3) 0.40150(3) 0.60306(2) 0.03929(9) Uani 1 1 d . . . . .
F5 F 1.1821(3) 0.2350(2) 0.50698(17) 0.0365(6) Uani 1 1 d . . . . .
F6 F 1.0390(3) 0.6879(2) 0.57656(16) 0.0367(6) Uani 1 1 d . . . . .
C4F C 1.1182(4) 0.4598(4) 0.5431(2) 0.0229(8) Uani 1 1 d . . . . .
C5F C 1.0215(4) 0.5932(4) 0.5388(3) 0.0250(9) Uani 1 1 d . . . . .
C9F C 1.0933(4) 0.3669(4) 0.5050(3) 0.0250(9) Uani 1 1 d . . . . .


_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 S1 2.2865(10) . ?
Fe1 S2 2.2619(10) . ?
Fe1 C1 1.753(4) . ?
Fe1 C3 2.102(4) . ?
Fe1 C4 2.100(4) . ?
Fe1 C5 2.098(4) . ?
Fe1 C6 2.105(3) . ?
Fe1 C7 2.090(4) . ?
Fe2 S1 2.2823(10) . ?
Fe2 S2 2.2584(10) . ?
Fe2 C2 1.756(4) . ?
Fe2 C8 2.100(4) . ?
Fe2 C9 2.099(4) . ?
Fe2 C10 2.093(4) . ?
Fe2 C11 2.088(4) . ?
Fe2 C12 2.093(4) . ?
S1 C15A 1.791(4) . ?
S2 C17 1.789(3) . ?
O1 C1 1.150(4) . ?
O2 C2 1.152(4) . ?
C3 H3 0.9800 . ?
C3 C4 1.399(5) . ?
C3 C7 1.429(5) . ?
C4 H4 0.9800 . ?
C4 C5 1.419(5) . ?
C5 H5 0.9800 . ?
C5 C6 1.413(5) . ?
C6 H6 0.9800 . ?
C6 C7 1.403(5) . ?
C7 H7 0.9800 . ?
C8 H8 0.9800 . ?
C8 C9 1.408(6) . ?
C8 C12 1.396(6) . ?
C9 H9 0.9800 . ?
C9 C10 1.403(6) . ?
C10 H10 0.9800 . ?
C10 C11 1.426(6) . ?
C11 H11 0.9800 . ?
C11 C12 1.382(7) . ?
C12 H12 0.9800 . ?
C12A H12A 0.9300 . ?
C12A C13 1.388(6) . ?
C12A C15A 1.391(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.368(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.380(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(6) . ?
C15A C16 1.387(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.395(5) . ?
C17 C22 1.384(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.378(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.376(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.375(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.390(5) . ?
C22 H22 0.9300 . ?
I1 C1F 2.105(3) . ?
F1 C6F 1.351(4) . ?
F2 C2F 1.349(4) . ?
C1F C2F 1.378(5) . ?
C1F C6F 1.369(5) . ?
C2F C6F 1.381(5) 2_776 ?
I2 C4F 2.073(4) . ?
F5 C9F 1.340(4) . ?
F6 C5F 1.343(4) . ?
C4F C5F 1.377(5) . ?
C4F C9F 1.376(5) . ?
C5F C9F 1.383(5) 2_766 ?

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
S2 Fe1 S1 79.94(3) . . ?
C1 Fe1 S1 91.98(11) . . ?
C1 Fe1 S2 95.25(11) . . ?
C1 Fe1 C3 94.91(15) . . ?
C1 Fe1 C4 126.04(16) . . ?
C1 Fe1 C5 160.48(15) . . ?
C1 Fe1 C6 130.65(15) . . ?
C1 Fe1 C7 96.92(15) . . ?
C3 Fe1 S1 155.82(11) . . ?
C3 Fe1 S2 122.30(11) . . ?
C3 Fe1 C6 65.82(14) . . ?
C4 Fe1 S1 141.93(11) . . ?
C4 Fe1 S2 93.14(11) . . ?
C4 Fe1 C3 38.90(14) . . ?
C4 Fe1 C6 65.77(14) . . ?
C5 Fe1 S1 104.06(11) . . ?
C5 Fe1 S2 98.41(10) . . ?
C5 Fe1 C3 65.97(15) . . ?
C5 Fe1 C4 39.51(14) . . ?
C5 Fe1 C6 39.29(14) . . ?
C6 Fe1 S1 92.28(11) . . ?
C6 Fe1 S2 133.85(11) . . ?
C7 Fe1 S1 116.29(11) . . ?
C7 Fe1 S2 159.23(11) . . ?
C7 Fe1 C3 39.84(14) . . ?
C7 Fe1 C4 66.10(15) . . ?
C7 Fe1 C5 66.15(14) . . ?
C7 Fe1 C6 39.06(14) . . ?
S2 Fe2 S1 80.10(3) . . ?
C2 Fe2 S1 96.43(11) . . ?
C2 Fe2 S2 92.24(11) . . ?
C2 Fe2 C8 160.35(16) . . ?
C2 Fe2 C9 131.94(16) . . ?
C2 Fe2 C10 97.82(16) . . ?
C2 Fe2 C11 95.15(17) . . ?
C2 Fe2 C12 125.69(18) . . ?
C8 Fe2 S1 100.84(12) . . ?
C8 Fe2 S2 99.86(11) . . ?
C9 Fe2 S1 90.94(11) . . ?
C9 Fe2 S2 135.76(12) . . ?
C9 Fe2 C8 39.19(15) . . ?
C10 Fe2 S1 117.29(14) . . ?
C10 Fe2 S2 158.50(14) . . ?
C10 Fe2 C8 65.90(16) . . ?
C10 Fe2 C9 39.12(15) . . ?
C10 Fe2 C12 65.78(18) . . ?
C11 Fe2 S1 155.89(13) . . ?
C11 Fe2 S2 120.50(15) . . ?
C11 Fe2 C8 65.37(17) . . ?
C11 Fe2 C9 65.73(16) . . ?
C11 Fe2 C10 39.87(18) . . ?
C11 Fe2 C12 38.60(18) . . ?
C12 Fe2 S1 137.67(15) . . ?
C12 Fe2 S2 92.94(13) . . ?
C12 Fe2 C8 38.89(17) . . ?
C12 Fe2 C9 65.33(16) . . ?
Fe2 S1 Fe1 97.54(4) . . ?
C15A S1 Fe1 109.25(12) . . ?
C15A S1 Fe2 112.70(13) . . ?
Fe2 S2 Fe1 98.95(4) . . ?
C17 S2 Fe1 112.71(12) . . ?
C17 S2 Fe2 112.38(12) . . ?
O1 C1 Fe1 178.3(3) . . ?
O2 C2 Fe2 177.7(3) . . ?
Fe1 C3 H3 126.1 . . ?
C4 C3 Fe1 70.4(2) . . ?
C4 C3 H3 126.1 . . ?
C4 C3 C7 107.8(3) . . ?
C7 C3 Fe1 69.6(2) . . ?
C7 C3 H3 126.1 . . ?
Fe1 C4 H4 125.8 . . ?
C3 C4 Fe1 70.7(2) . . ?
C3 C4 H4 125.8 . . ?
C3 C4 C5 108.5(3) . . ?
C5 C4 Fe1 70.2(2) . . ?
C5 C4 H4 125.8 . . ?
Fe1 C5 H5 126.3 . . ?
C4 C5 Fe1 70.3(2) . . ?
C4 C5 H5 126.3 . . ?
C6 C5 Fe1 70.6(2) . . ?
C6 C5 C4 107.4(3) . . ?
C6 C5 H5 126.3 . . ?
Fe1 C6 H6 125.7 . . ?
C5 C6 Fe1 70.1(2) . . ?
C5 C6 H6 125.7 . . ?
C7 C6 Fe1 69.9(2) . . ?
C7 C6 C5 108.6(3) . . ?
C7 C6 H6 125.7 . . ?
Fe1 C7 H7 126.1 . . ?
C3 C7 Fe1 70.5(2) . . ?
C3 C7 H7 126.1 . . ?
C6 C7 Fe1 71.0(2) . . ?
C6 C7 C3 107.7(3) . . ?
C6 C7 H7 126.1 . . ?
Fe2 C8 H8 126.2 . . ?
C9 C8 Fe2 70.4(2) . . ?
C9 C8 H8 126.2 . . ?
C12 C8 Fe2 70.3(2) . . ?
C12 C8 H8 126.2 . . ?
C12 C8 C9 107.6(4) . . ?
Fe2 C9 H9 125.8 . . ?
C8 C9 Fe2 70.5(2) . . ?
C8 C9 H9 125.8 . . ?
C10 C9 Fe2 70.2(2) . . ?
C10 C9 C8 108.4(4) . . ?
C10 C9 H9 125.8 . . ?
Fe2 C10 H10 126.5 . . ?
C9 C10 Fe2 70.7(2) . . ?
C9 C10 H10 126.5 . . ?
C9 C10 C11 106.9(4) . . ?
C11 C10 Fe2 69.9(2) . . ?
C11 C10 H10 126.5 . . ?
Fe2 C11 H11 125.9 . . ?
C10 C11 Fe2 70.2(2) . . ?
C10 C11 H11 125.9 . . ?
C12 C11 Fe2 70.9(2) . . ?
C12 C11 C10 108.1(4) . . ?
C12 C11 H11 125.9 . . ?
Fe2 C12 H12 125.5 . . ?
C8 C12 Fe2 70.8(2) . . ?
C8 C12 H12 125.5 . . ?
C11 C12 Fe2 70.5(3) . . ?
C11 C12 C8 109.0(4) . . ?
C11 C12 H12 125.5 . . ?
C13 C12A H12A 119.9 . . ?
C13 C12A C15A 120.3(4) . . ?
C15A C12A H12A 119.9 . . ?
C12A C13 H13 119.6 . . ?
C14 C13 C12A 120.7(5) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 119.1(4) . . ?
C15 C14 H14 120.5 . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.0(5) . . ?
C16 C15 H15 119.5 . . ?
C12A C15A S1 121.8(3) . . ?
C16 C15A S1 119.6(3) . . ?
C16 C15A C12A 118.6(4) . . ?
C15 C16 C15A 120.2(4) . . ?
C15 C16 H16 119.9 . . ?
C15A C16 H16 119.9 . . ?
C18 C17 S2 120.6(3) . . ?
C22 C17 S2 120.0(3) . . ?
C22 C17 C18 119.2(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0(4) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(4) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.8(4) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.3(4) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 C21 120.0(4) . . ?
C17 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C2F C1F I1 120.6(2) . . ?
C6F C1F I1 121.7(3) . . ?
C6F C1F C2F 117.6(3) . . ?
F2 C2F C1F 120.7(3) . . ?
F2 C2F C6F 118.4(3) . 2_776 ?
C1F C2F C6F 120.9(3) . 2_776 ?
F1 C6F C1F 119.6(3) . . ?
F1 C6F C2F 118.9(3) . 2_776 ?
C1F C6F C2F 121.5(3) . 2_776 ?
C5F C4F I2 121.3(3) . . ?
C9F C4F I2 121.4(3) . . ?
C9F C4F C5F 117.3(3) . . ?
F6 C5F C4F 119.8(4) . . ?
F6 C5F C9F 118.7(4) . 2_766 ?
C4F C5F C9F 121.5(3) . 2_766 ?
F5 C9F C4F 120.8(4) . . ?
F5 C9F C5F 118.0(4) . 2_766 ?
C4F C9F C5F 121.2(4) . 2_766 ?


_olex2_submission_special_instructions 'No special instructions were received'



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1587663'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-02-28 downloaded from the CCDC.
;
_audit_creation_date             2017-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
'Dicarbonyl-(h5-cyclopentadienyl)-iodoiron 1,2,4,5-tetrafluoro-3,6-diiodobenzene'
_chemical_formula_moiety         'C3 F2 I, C7 H5 Fe I O2'
_chemical_formula_sum            'C10 H5 F2 Fe I2 O2'
_chemical_formula_weight         504.79
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0151(4)
_cell_length_b                   8.2003(5)
_cell_length_c                   10.3911(6)
_cell_angle_alpha                105.4770(10)
_cell_angle_beta                 93.4690(10)
_cell_angle_gamma                95.4210(10)
_cell_volume                     652.64(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5018
_cell_measurement_temperature    150
_cell_measurement_theta_max      30.587
_cell_measurement_theta_min      2.563
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.895
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.3498
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
;


_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.569
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             462
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6084
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.000
_diffrn_reflns_theta_min         2.563
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3161
_reflns_number_total             3371
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.60A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.690
_refine_diff_density_min         -1.747
_refine_diff_density_rms         0.179
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0258
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0337P)²+0.2641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0654
_refine_ls_wR_factor_ref         0.0665
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C4(H4), C3(H3), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
I2 I 0.61870(2) 0.50708(2) 0.31993(2) 0.02782(7) Uani 1 1 d . . . . .
I1 I 0.21480(2) -0.51227(2) 0.15288(2) 0.02824(7) Uani 1 1 d . . . . .
Fe1 Fe 0.25448(4) -0.18174(4) 0.20519(4) 0.01960(9) Uani 1 1 d . . . . .
F1 F 0.8688(2) 0.2199(2) 0.30238(18) 0.0336(4) Uani 1 1 d . . . . .
C1 C 0.3033(4) -0.1560(4) 0.3795(3) 0.0314(6) Uani 1 1 d . . . . .
O2 O -0.1045(3) -0.1687(4) 0.2278(4) 0.0662(10) Uani 1 1 d . . . . .
C10 C 0.9211(3) 0.6441(3) 0.5264(3) 0.0248(5) Uani 1 1 d . . . . .
C2 C 0.0353(4) -0.1770(4) 0.2195(4) 0.0350(7) Uani 1 1 d . . . . .
C9 C 0.9310(3) 0.3594(3) 0.4007(3) 0.0242(5) Uani 1 1 d . . . . .
C8 C 0.8481(3) 0.5053(3) 0.4262(3) 0.0237(5) Uani 1 1 d . . . . .
C6 C 0.3866(4) 0.0494(4) 0.2091(3) 0.0369(7) Uani 1 1 d . . . . .
H6 H 0.399353 0.146580 0.284706 0.044 Uiso 1 1 calc R . . . .
C5 C 0.2554(5) 0.0072(4) 0.1065(4) 0.0420(8) Uani 1 1 d . . . . .
H5 H 0.164853 0.072194 0.099709 0.050 Uiso 1 1 calc R . . . .
O1 O 0.3368(4) -0.1328(4) 0.4914(2) 0.0507(7) Uani 1 1 d . . . . .
C4 C 0.2803(5) -0.1494(5) 0.0142(3) 0.0422(8) Uani 1 1 d . . . . .
H4 H 0.208960 -0.209229 -0.063792 0.051 Uiso 1 1 calc R . . . .
C3 C 0.4322(4) -0.1987(4) 0.0611(3) 0.0383(7) Uani 1 1 d . . . . .
H3 H 0.481743 -0.297561 0.018262 0.046 Uiso 1 1 calc R . . . .
F2 F 0.8464(2) 0.7884(2) 0.55620(19) 0.0366(4) Uani 1 1 d . . . . .
C7 C 0.4972(4) -0.0786(4) 0.1803(3) 0.0353(6) Uani 1 1 d . . . . .
H7 H 0.597461 -0.081916 0.232759 0.042 Uiso 1 1 calc R . . . .


_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
I2 C8 2.090(3) . ?
I1 Fe1 2.6025(4) . ?
Fe1 C1 1.782(3) . ?
Fe1 C2 1.775(3) . ?
Fe1 C6 2.071(3) . ?
Fe1 C5 2.073(3) . ?
Fe1 C4 2.091(3) . ?
Fe1 C3 2.115(3) . ?
Fe1 C7 2.106(3) . ?
F1 C9 1.345(3) . ?
C1 O1 1.138(4) . ?
O2 C2 1.136(4) . ?
C10 C9 1.375(4) 2_766 ?
C10 C8 1.375(4) . ?
C10 F2 1.347(3) . ?
C9 C8 1.395(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.401(5) . ?
C6 C7 1.421(5) . ?
C5 H5 0.9500 . ?
C5 C4 1.422(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.418(5) . ?
C3 H3 0.9500 . ?
C3 C7 1.397(5) . ?
C7 H7 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
C1 Fe1 I1 92.30(10) . . ?
C1 Fe1 C6 93.70(14) . . ?
C1 Fe1 C5 127.59(15) . . ?
C1 Fe1 C4 158.44(14) . . ?
C1 Fe1 C3 125.29(15) . . ?
C1 Fe1 C7 93.05(14) . . ?
C2 Fe1 I1 90.21(9) . . ?
C2 Fe1 C1 93.87(16) . . ?
C2 Fe1 C6 114.95(13) . . ?
C2 Fe1 C5 90.13(14) . . ?
C2 Fe1 C4 102.58(16) . . ?
C2 Fe1 C3 140.80(16) . . ?
C2 Fe1 C7 154.23(13) . . ?
C6 Fe1 I1 153.61(9) . . ?
C6 Fe1 C5 39.51(15) . . ?
C6 Fe1 C4 66.83(14) . . ?
C6 Fe1 C3 65.85(12) . . ?
C6 Fe1 C7 39.76(13) . . ?
C5 Fe1 I1 139.98(11) . . ?
C5 Fe1 C4 39.93(15) . . ?
C5 Fe1 C3 65.88(13) . . ?
C5 Fe1 C7 66.18(13) . . ?
C4 Fe1 I1 101.38(10) . . ?
C4 Fe1 C3 39.39(15) . . ?
C4 Fe1 C7 66.19(14) . . ?
C3 Fe1 I1 89.86(9) . . ?
C7 Fe1 I1 114.27(9) . . ?
C7 Fe1 C3 38.65(14) . . ?
O1 C1 Fe1 177.2(3) . . ?
C9 C10 C8 121.9(2) 2_766 . ?
F2 C10 C9 118.2(2) . 2_766 ?
F2 C10 C8 119.9(2) . . ?
O2 C2 Fe1 177.6(3) . . ?
F1 C9 C10 118.6(2) . 2_766 ?
F1 C9 C8 120.4(3) . . ?
C10 C9 C8 120.9(2) 2_766 . ?
C10 C8 I2 122.05(19) . . ?
C10 C8 C9 117.1(3) . . ?
C9 C8 I2 120.8(2) . . ?
Fe1 C6 H6 123.9 . . ?
C5 C6 Fe1 70.32(17) . . ?
C5 C6 H6 126.0 . . ?
C5 C6 C7 107.9(3) . . ?
C7 C6 Fe1 71.42(17) . . ?
C7 C6 H6 126.0 . . ?
Fe1 C5 H5 125.0 . . ?
C6 C5 Fe1 70.18(18) . . ?
C6 C5 H5 125.7 . . ?
C6 C5 C4 108.6(3) . . ?
C4 C5 Fe1 70.72(17) . . ?
C4 C5 H5 125.7 . . ?
Fe1 C4 H4 124.4 . . ?
C5 C4 Fe1 69.35(18) . . ?
C5 C4 H4 126.7 . . ?
C3 C4 Fe1 71.22(18) . . ?
C3 C4 C5 106.7(3) . . ?
C3 C4 H4 126.7 . . ?
Fe1 C3 H3 126.4 . . ?
C4 C3 Fe1 69.39(18) . . ?
C4 C3 H3 125.5 . . ?
C7 C3 Fe1 70.30(17) . . ?
C7 C3 C4 109.0(3) . . ?
C7 C3 H3 125.5 . . ?
Fe1 C7 H7 125.6 . . ?
C6 C7 Fe1 68.82(16) . . ?
C6 C7 H7 126.1 . . ?
C3 C7 Fe1 71.06(18) . . ?
C3 C7 C6 107.8(3) . . ?
C3 C7 H7 126.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 1587660'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-02-28 downloaded from the CCDC.
;
_audit_creation_date             2017-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
'Dicarbonyl-(h5-cyclopentadienyl)-chloro-iron 1,2,4,5-tetrafluoro-3,6-diiodobenzene'
_chemical_formula_moiety         'C6 F4 I2, C7 H5 Cl Fe O2'
_chemical_formula_sum            'C13 H5 Cl F4 Fe I2 O2'
_chemical_formula_weight         614.27
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
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                   19.16(3)
_cell_length_b                   7.157(11)
_cell_length_c                   24.99(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3426(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3981
_cell_measurement_temperature    423(2)
_cell_measurement_theta_max      28.77
_cell_measurement_theta_min      3.15
_shelx_estimated_absorpt_T_max   0.454
_shelx_estimated_absorpt_T_min   0.166
_exptl_absorpt_coefficient_mu    4.682
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5228
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0855 before and 0.0498 after correction.
The Ratio of minimum to maximum transmission is 0.7007.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.382
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2272
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            25857
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.993
_diffrn_reflns_theta_min         1.630
_diffrn_ambient_temperature      423.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3340
_reflns_number_total             4542
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.60A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         4542
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0290
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0265P)²+0.2648P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0561
_refine_ls_wR_factor_ref         0.0631
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.19468(2) 0.37006(3) 0.24608(2) 0.02333(6) Uani 1 1 d . . . . .
I2 I 0.31663(2) 0.62164(3) 0.50266(2) 0.02660(7) Uani 1 1 d . . . . .
Fe1 Fe 0.56851(2) 0.02972(7) 0.37443(2) 0.02173(11) Uani 1 1 d . . . . .
Cl1 Cl 0.64861(5) 0.27244(14) 0.37462(4) 0.0321(2) Uani 1 1 d . . . . .
F4 F 0.35087(10) 0.3940(3) 0.29709(8) 0.0315(5) Uani 1 1 d . . . . .
F2 F 0.16351(11) 0.5964(3) 0.45088(8) 0.0321(5) Uani 1 1 d . . . . .
F3 F 0.39743(10) 0.4980(3) 0.39308(8) 0.0345(5) Uani 1 1 d . . . . .
F1 F 0.11686(10) 0.4891(3) 0.35535(8) 0.0347(5) Uani 1 1 d . . . . .
C8 C 0.23192(18) 0.4404(5) 0.32266(13) 0.0198(7) Uani 1 1 d . . . . .
O1 O 0.48759(15) 0.2150(5) 0.45941(11) 0.0470(8) Uani 1 1 d . . . . .
C2 C 0.52280(19) 0.1359(6) 0.31863(15) 0.0347(9) Uani 1 1 d . . . . .
C1 C 0.51856(19) 0.1457(6) 0.42566(14) 0.0303(8) Uani 1 1 d . . . . .
C13 C 0.30306(17) 0.4448(5) 0.33476(13) 0.0213(7) Uani 1 1 d . . . . .
O2 O 0.49444(16) 0.2003(5) 0.28317(12) 0.0557(9) Uani 1 1 d . . . . .
C11 C 0.28198(18) 0.5481(5) 0.42558(13) 0.0208(7) Uani 1 1 d . . . . .
C10 C 0.21120(18) 0.5452(5) 0.41352(13) 0.0219(7) Uani 1 1 d . . . . .
C12 C 0.32762(17) 0.4981(5) 0.38447(14) 0.0218(7) Uani 1 1 d . . . . .
C6 C 0.6100(2) -0.1860(6) 0.42301(16) 0.0379(10) Uani 1 1 d . . . . .
H6 H 0.624652 -0.170812 0.458231 0.045 Uiso 1 1 calc R . . . .
C7 C 0.6519(2) -0.1670(6) 0.37693(17) 0.0392(10) Uani 1 1 d . . . . .
H7 H 0.699197 -0.137567 0.376691 0.047 Uiso 1 1 calc R . . . .
C3 C 0.6104(2) -0.1999(6) 0.33122(16) 0.0379(10) Uani 1 1 d . . . . .
H3 H 0.625167 -0.195471 0.295790 0.046 Uiso 1 1 calc R . . . .
C9 C 0.18689(17) 0.4907(5) 0.36346(14) 0.0216(7) Uani 1 1 d . . . . .
C4 C 0.5414(2) -0.2413(6) 0.34960(18) 0.0376(10) Uani 1 1 d . . . . .
H4 H 0.503176 -0.269052 0.328064 0.045 Uiso 1 1 calc R . . . .
C5 C 0.5412(2) -0.2327(6) 0.40589(16) 0.0356(10) Uani 1 1 d . . . . .
H5 H 0.503001 -0.253821 0.428000 0.043 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C8 2.103(4) . ?
I2 C11 2.104(4) . ?
Fe1 Cl1 2.318(3) . ?
Fe1 C2 1.814(4) . ?
Fe1 C1 1.801(4) . ?
Fe1 C6 2.119(4) . ?
Fe1 C7 2.130(5) . ?
Fe1 C3 2.124(5) . ?
Fe1 C4 2.102(5) . ?
Fe1 C5 2.102(5) . ?
F4 C13 1.363(4) . ?
F2 C10 1.357(4) . ?
F3 C12 1.355(4) . ?
F1 C9 1.357(4) . ?
C8 C13 1.397(5) . ?
C8 C9 1.383(5) . ?
O1 C1 1.144(4) . ?
C2 O2 1.137(5) . ?
C13 C12 1.382(5) . ?
C11 C10 1.389(5) . ?
C11 C12 1.396(5) . ?
C10 C9 1.390(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.410(6) . ?
C6 C5 1.425(6) . ?
C7 H7 0.9300 . ?
C7 C3 1.411(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.431(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.408(6) . ?
C5 H5 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
C2 Fe1 Cl1 90.41(16) . . ?
C2 Fe1 C6 157.99(18) . . ?
C2 Fe1 C7 131.42(18) . . ?
C2 Fe1 C3 96.7(2) . . ?
C2 Fe1 C4 92.3(2) . . ?
C2 Fe1 C5 122.82(18) . . ?
C1 Fe1 Cl1 90.28(15) . . ?
C1 Fe1 C2 95.5(2) . . ?
C1 Fe1 C6 97.36(19) . . ?
C1 Fe1 C7 133.03(18) . . ?
C1 Fe1 C3 156.76(17) . . ?
C1 Fe1 C4 120.26(18) . . ?
C1 Fe1 C5 90.81(19) . . ?
C6 Fe1 Cl1 107.25(15) . . ?
C6 Fe1 C7 38.76(16) . . ?
C6 Fe1 C3 65.52(19) . . ?
C7 Fe1 Cl1 89.93(17) . . ?
C3 Fe1 Cl1 109.31(16) . . ?
C3 Fe1 C7 38.75(16) . . ?
C4 Fe1 Cl1 148.87(13) . . ?
C4 Fe1 C6 65.77(19) . . ?
C4 Fe1 C7 65.44(19) . . ?
C4 Fe1 C3 39.58(17) . . ?
C4 Fe1 C5 39.14(17) . . ?
C5 Fe1 Cl1 146.46(13) . . ?
C5 Fe1 C6 39.47(17) . . ?
C5 Fe1 C7 65.48(19) . . ?
C5 Fe1 C3 65.97(19) . . ?
C13 C8 I1 122.2(3) . . ?
C9 C8 I1 121.4(3) . . ?
C9 C8 C13 116.3(3) . . ?
O2 C2 Fe1 179.0(4) . . ?
O1 C1 Fe1 177.7(4) . . ?
F4 C13 C8 120.0(3) . . ?
F4 C13 C12 117.8(3) . . ?
C12 C13 C8 122.2(3) . . ?
C10 C11 I2 120.7(3) . . ?
C10 C11 C12 116.6(3) . . ?
C12 C11 I2 122.7(3) . . ?
F2 C10 C11 120.2(3) . . ?
F2 C10 C9 118.0(3) . . ?
C11 C10 C9 121.8(3) . . ?
F3 C12 C13 118.6(3) . . ?
F3 C12 C11 120.1(3) . . ?
C13 C12 C11 121.3(3) . . ?
Fe1 C6 H6 124.8 . . ?
C7 C6 Fe1 71.1(2) . . ?
C7 C6 H6 126.2 . . ?
C7 C6 C5 107.7(4) . . ?
C5 C6 Fe1 69.6(2) . . ?
C5 C6 H6 126.2 . . ?
Fe1 C7 H7 125.5 . . ?
C6 C7 Fe1 70.2(2) . . ?
C6 C7 H7 125.5 . . ?
C6 C7 C3 108.9(4) . . ?
C3 C7 Fe1 70.4(2) . . ?
C3 C7 H7 125.5 . . ?
Fe1 C3 H3 124.9 . . ?
C7 C3 Fe1 70.9(2) . . ?
C7 C3 H3 126.4 . . ?
C7 C3 C4 107.2(4) . . ?
C4 C3 Fe1 69.4(2) . . ?
C4 C3 H3 126.4 . . ?
F1 C9 C8 120.3(3) . . ?
F1 C9 C10 117.9(3) . . ?
C8 C9 C10 121.8(3) . . ?
Fe1 C4 H4 124.3 . . ?
C3 C4 Fe1 71.0(2) . . ?
C3 C4 H4 125.9 . . ?
C5 C4 Fe1 70.4(2) . . ?
C5 C4 C3 108.3(4) . . ?
C5 C4 H4 125.9 . . ?
Fe1 C5 H5 124.3 . . ?
C6 C5 Fe1 70.9(2) . . ?
C6 C5 H5 126.0 . . ?
C4 C5 Fe1 70.4(2) . . ?
C4 C5 C6 108.0(4) . . ?
C4 C5 H5 126.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_2b
_database_code_depnum_ccdc_archive 'CCDC 1587661'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-02-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'Dicarbonyl-(h4-tetramethylbutadiene)-iodo-cobalt 1,2,4,5-tetrafluoro-3,6-diiodobenzene'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_sum            'C16 H12 Co F4 I3 O2'
_chemical_formula_weight         751.89

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'
Co Co 0.3494 0.9721 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   14.137(5)
_cell_length_b                   10.691(3)
_cell_length_c                   13.803(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.373(5)
_cell_angle_gamma                90
_cell_volume                     2077.0(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    453
_cell_measurement_theta_min      3
_cell_measurement_theta_max      25

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.405
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    5.327
_shelx_estimated_absorpt_T_min   0.176
_shelx_estimated_absorpt_T_max   0.777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.424885
_exptl_absorpt_correction_T_max  0.746070
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5517
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.447
_diffrn_reflns_theta_max         28.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5517
_reflns_number_gt                5128
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0445P)²+12.6202P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5517
_refine_ls_number_parameters     240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.1021
_refine_ls_wR_factor_gt          0.0953
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
I2 I 0.48365(3) 0.67169(4) 0.06206(3) 0.02443(10) Uani 1 1 d . . . . .
I3 I -0.00851(3) 0.65357(5) 0.09358(3) 0.02702(11) Uani 1 1 d . . . . .
F1 F 0.3031(3) 0.7030(5) -0.0991(3) 0.0346(10) Uani 1 1 d . . . . .
F2 F 0.1167(3) 0.6955(5) -0.0850(3) 0.0340(10) Uani 1 1 d . . . . .
F3 F 0.1716(3) 0.6104(5) 0.2527(3) 0.0343(10) Uani 1 1 d . . . . .
F4 F 0.3592(3) 0.6215(5) 0.2401(3) 0.0335(10) Uani 1 1 d . . . . .
C11 C 0.3353(4) 0.6633(6) 0.0681(5) 0.0196(12) Uani 1 1 d . . . . .
C12 C 0.2723(5) 0.6808(6) -0.0109(5) 0.0248(13) Uani 1 1 d . . . . .
C13 C 0.1744(5) 0.6765(7) -0.0042(5) 0.0235(13) Uani 1 1 d . . . . .
C14 C 0.1387(5) 0.6532(7) 0.0862(5) 0.0223(13) Uani 1 1 d . . . . .
C15 C 0.2026(5) 0.6336(7) 0.1659(5) 0.0234(13) Uani 1 1 d . . . . .
C16 C 0.3005(5) 0.6396(7) 0.1583(5) 0.0233(13) Uani 1 1 d . . . . .
I1 I 0.73726(3) 0.67836(5) 0.06290(3) 0.02288(10) Uani 1 1 d . . . . .
Co1 Co 0.74142(6) 0.88008(9) -0.04427(7) 0.02227(19) Uani 1 1 d . . . . .
O1 O 0.5968(4) 1.0156(6) 0.0545(5) 0.0434(15) Uani 1 1 d . . . . .
O2 O 0.9083(4) 1.0011(7) 0.0596(5) 0.0454(15) Uani 1 1 d . . . . .
C1 C 0.6509(6) 0.9629(8) 0.0168(6) 0.0303(16) Uani 1 1 d . . . . .
C2 C 0.8463(6) 0.9523(8) 0.0210(6) 0.0324(17) Uani 1 1 d . . . . .
C3 C 0.6835(5) 0.7958(7) -0.1683(5) 0.0210(13) Uani 1 1 d . . . . .
C4 C 0.7874(5) 0.7968(7) -0.1639(5) 0.0234(14) Uani 1 1 d . . . . .
C5 C 0.7854(5) 0.9322(7) -0.1757(5) 0.0237(14) Uani 1 1 d . . . . .
C6 C 0.6822(5) 0.9300(7) -0.1815(5) 0.0250(14) Uani 1 1 d . . . . .
C7 C 0.6082(6) 0.6950(7) -0.1842(6) 0.0318(17) Uani 1 1 d . . . . .
H7A H 0.627026 0.622083 -0.143833 0.048 Uiso 1 1 calc R U . . .
H7B H 0.601456 0.670427 -0.252869 0.048 Uiso 1 1 calc R U . . .
H7C H 0.547413 0.727287 -0.166041 0.048 Uiso 1 1 calc R U . . .
C8 C 0.8635(6) 0.6983(7) -0.1719(6) 0.0309(16) Uani 1 1 d . . . . .
H8A H 0.926196 0.735039 -0.153830 0.046 Uiso 1 1 calc R U . . .
H8B H 0.860503 0.667642 -0.239061 0.046 Uiso 1 1 calc R U . . .
H8C H 0.852997 0.628572 -0.128122 0.046 Uiso 1 1 calc R U . . .
C9 C 0.8558(5) 1.0266(7) -0.2008(6) 0.0305(16) Uani 1 1 d . . . . .
H9A H 0.856536 1.030600 -0.271649 0.046 Uiso 1 1 calc R U . . .
H9B H 0.918984 1.002974 -0.171164 0.046 Uiso 1 1 calc R U . . .
H9C H 0.838467 1.108609 -0.176161 0.046 Uiso 1 1 calc R U . . .
C10 C 0.6075(6) 1.0234(7) -0.2095(5) 0.0270(15) Uani 1 1 d . . . . .
H10A H 0.549429 1.001156 -0.179918 0.041 Uiso 1 1 calc R U . . .
H10B H 0.594547 1.024688 -0.280441 0.041 Uiso 1 1 calc R U . . .
H10C H 0.629151 1.106285 -0.186553 0.041 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 C11 2.108(6) . ?
I3 C14 2.093(7) . ?
F1 C12 1.352(8) . ?
F2 C13 1.335(8) . ?
F3 C15 1.338(8) . ?
F4 C16 1.351(8) . ?
C11 C12 1.355(10) . ?
C11 C16 1.404(9) . ?
C12 C13 1.397(9) . ?
C13 C14 1.411(9) . ?
C14 C15 1.373(10) . ?
C15 C16 1.398(9) . ?
I1 Co1 2.6189(12) . ?
Co1 C1 1.826(8) . ?
Co1 C2 1.832(8) . ?
Co1 C4 2.035(6) . ?
Co1 C3 2.037(7) . ?
Co1 C5 2.049(7) . ?
Co1 C6 2.067(7) . ?
O1 C1 1.117(10) . ?
O2 C2 1.112(10) . ?
C3 C6 1.446(10) . ?
C3 C4 1.465(9) . ?
C3 C7 1.517(10) . ?
C4 C5 1.456(10) . ?
C4 C8 1.517(10) . ?
C5 C6 1.453(10) . ?
C5 C9 1.481(10) . ?
C6 C10 1.478(10) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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
C12 C11 C16 118.7(6) . . ?
C12 C11 I2 123.0(5) . . ?
C16 C11 I2 118.4(5) . . ?
F1 C12 C11 120.4(6) . . ?
F1 C12 C13 118.0(6) . . ?
C11 C12 C13 121.5(6) . . ?
F2 C13 C12 118.1(6) . . ?
F2 C13 C14 121.7(6) . . ?
C12 C13 C14 120.2(6) . . ?
C15 C14 C13 118.2(6) . . ?
C15 C14 I3 123.0(5) . . ?
C13 C14 I3 118.8(5) . . ?
F3 C15 C14 120.0(6) . . ?
F3 C15 C16 119.0(6) . . ?
C14 C15 C16 121.0(6) . . ?
F4 C16 C15 117.7(6) . . ?
F4 C16 C11 121.9(6) . . ?
C15 C16 C11 120.4(6) . . ?
C1 Co1 C2 98.0(3) . . ?
C1 Co1 C4 151.4(3) . . ?
C2 Co1 C4 106.1(3) . . ?
C1 Co1 C3 111.0(3) . . ?
C2 Co1 C3 147.4(3) . . ?
C4 Co1 C3 42.2(3) . . ?
C1 Co1 C5 124.1(3) . . ?
C2 Co1 C5 91.3(3) . . ?
C4 Co1 C5 41.8(3) . . ?
C3 Co1 C5 60.5(3) . . ?
C1 Co1 C6 93.3(3) . . ?
C2 Co1 C6 125.5(3) . . ?
C4 Co1 C6 60.2(3) . . ?
C3 Co1 C6 41.2(3) . . ?
C5 Co1 C6 41.3(3) . . ?
C1 Co1 I1 94.8(3) . . ?
C2 Co1 I1 97.4(3) . . ?
C4 Co1 I1 97.1(2) . . ?
C3 Co1 I1 94.7(2) . . ?
C5 Co1 I1 138.5(2) . . ?
C6 Co1 I1 134.5(2) . . ?
O1 C1 Co1 178.6(8) . . ?
O2 C2 Co1 176.9(8) . . ?
C6 C3 C4 89.9(6) . . ?
C6 C3 C7 133.3(6) . . ?
C4 C3 C7 134.4(7) . . ?
C6 C3 Co1 70.5(4) . . ?
C4 C3 Co1 68.8(4) . . ?
C7 C3 Co1 131.1(5) . . ?
C5 C4 C3 89.6(6) . . ?
C5 C4 C8 133.5(7) . . ?
C3 C4 C8 135.0(6) . . ?
C5 C4 Co1 69.6(4) . . ?
C3 C4 Co1 69.0(4) . . ?
C8 C4 Co1 130.2(5) . . ?
C6 C5 C4 90.0(6) . . ?
C6 C5 C9 133.7(7) . . ?
C4 C5 C9 134.1(7) . . ?
C6 C5 Co1 70.0(4) . . ?
C4 C5 Co1 68.6(4) . . ?
C9 C5 Co1 131.2(5) . . ?
C3 C6 C5 90.5(6) . . ?
C3 C6 C10 134.7(7) . . ?
C5 C6 C10 133.8(7) . . ?
C3 C6 Co1 68.3(4) . . ?
C5 C6 Co1 68.7(4) . . ?
C10 C6 Co1 129.2(5) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
C16 C11 C12 F1 -179.5(6) . . . . ?
I2 C11 C12 F1 1.1(9) . . . . ?
C16 C11 C12 C13 0.4(11) . . . . ?
I2 C11 C12 C13 -179.0(5) . . . . ?
F1 C12 C13 F2 -0.5(10) . . . . ?
C11 C12 C13 F2 179.6(6) . . . . ?
F1 C12 C13 C14 179.8(6) . . . . ?
C11 C12 C13 C14 -0.1(11) . . . . ?
F2 C13 C14 C15 179.4(7) . . . . ?
C12 C13 C14 C15 -0.9(11) . . . . ?
F2 C13 C14 I3 -1.7(9) . . . . ?
C12 C13 C14 I3 178.0(6) . . . . ?
C13 C14 C15 F3 -179.6(6) . . . . ?
I3 C14 C15 F3 1.6(10) . . . . ?
C13 C14 C15 C16 1.6(11) . . . . ?
I3 C14 C15 C16 -177.2(5) . . . . ?
F3 C15 C16 F4 0.0(10) . . . . ?
C14 C15 C16 F4 178.8(6) . . . . ?
F3 C15 C16 C11 179.8(6) . . . . ?
C14 C15 C16 C11 -1.4(11) . . . . ?
C12 C11 C16 F4 -179.8(6) . . . . ?
I2 C11 C16 F4 -0.4(9) . . . . ?
C12 C11 C16 C15 0.3(10) . . . . ?
I2 C11 C16 C15 179.8(5) . . . . ?
C6 C3 C4 C5 0.8(5) . . . . ?
C7 C3 C4 C5 164.4(8) . . . . ?
Co1 C3 C4 C5 -68.3(4) . . . . ?
C6 C3 C4 C8 -164.5(8) . . . . ?
C7 C3 C4 C8 -0.9(14) . . . . ?
Co1 C3 C4 C8 126.5(8) . . . . ?
C6 C3 C4 Co1 69.1(4) . . . . ?
C7 C3 C4 Co1 -127.4(8) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C8 C4 C5 C6 164.8(8) . . . . ?
Co1 C4 C5 C6 -68.5(4) . . . . ?
C3 C4 C5 C9 -165.1(8) . . . . ?
C8 C4 C5 C9 0.5(14) . . . . ?
Co1 C4 C5 C9 127.2(8) . . . . ?
C3 C4 C5 Co1 67.7(4) . . . . ?
C8 C4 C5 Co1 -126.7(8) . . . . ?
C4 C3 C6 C5 -0.8(5) . . . . ?
C7 C3 C6 C5 -164.6(7) . . . . ?
Co1 C3 C6 C5 66.7(4) . . . . ?
C4 C3 C6 C10 168.3(8) . . . . ?
C7 C3 C6 C10 4.4(14) . . . . ?
Co1 C3 C6 C10 -124.2(8) . . . . ?
C4 C3 C6 Co1 -67.5(4) . . . . ?
C7 C3 C6 Co1 128.6(8) . . . . ?
C4 C5 C6 C3 0.8(5) . . . . ?
C9 C5 C6 C3 165.2(8) . . . . ?
Co1 C5 C6 C3 -66.4(4) . . . . ?
C4 C5 C6 C10 -168.4(8) . . . . ?
C9 C5 C6 C10 -4.0(14) . . . . ?
Co1 C5 C6 C10 124.4(8) . . . . ?
C4 C5 C6 Co1 67.2(4) . . . . ?
C9 C5 C6 Co1 -128.4(9) . . . . ?

_refine_diff_density_max         4.720
_refine_diff_density_min         -1.751
_refine_diff_density_rms         0.191

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1587665'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-02-28 downloaded from the CCDC.
;
_audit_creation_date             2017-11-26
_audit_creation_method           SHELXL-2017/1
_chemical_name_common            ?
_chemical_name_systematic        
Dicarbonyl-(h4-tetramethylbutadiene)-iodo-cobalt
_chemical_formula_moiety         'C10 H12 Co I O2'
_chemical_formula_sum            'C10 H12 Co I O2'
_chemical_formula_weight         350.03
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.066(4)
_cell_length_b                   13.931(4)
_cell_length_c                   14.062(4)
_cell_angle_alpha                90
_cell_angle_beta                 117.280(5)
_cell_angle_gamma                90
_cell_volume                     2449.1(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    219
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_shelx_estimated_absorpt_T_max   0.697
_shelx_estimated_absorpt_T_min   0.305
_exptl_absorpt_coefficient_mu    3.896
_exptl_absorpt_correction_T_max  0.745372
_exptl_absorpt_correction_T_min  0.506774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5093
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.481
_diffrn_reflns_theta_min         1.629
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3662
_reflns_number_total             5093
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     I>2σ(I)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         1.129
_refine_diff_density_min         -1.342
_refine_diff_density_rms         0.207
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         5093
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0321P)²+5.8344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.1028
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5134(14) 0.4866(14)
2. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
3.a Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C16(H16A,H16B,H16C),
 C10(H10A,H10B,H10C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C17(H17A,H17B,
 H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.07285(4) 0.19293(4) 0.22851(5) 0.02906(15) Uani 1 1 d . . . . .
I2 I 0.60256(4) 0.23070(4) 0.27822(5) 0.03061(16) Uani 1 1 d . . . . .
Co2 Co 0.45553(8) 0.35406(7) 0.25676(8) 0.0196(2) Uani 1 1 d . . . . .
Co1 Co -0.03267(8) 0.33578(7) 0.25441(8) 0.0190(2) Uani 1 1 d . . . . .
O1 O -0.0224(6) 0.4610(4) 0.0904(5) 0.0414(17) Uani 1 1 d . . . . .
O3 O 0.4538(5) 0.4502(5) 0.0710(5) 0.0392(16) Uani 1 1 d . . . . .
C4 C -0.1216(5) 0.2618(6) 0.3093(6) 0.0162(16) Uani 1 1 d . . . . .
O2 O 0.1498(5) 0.4049(5) 0.4505(5) 0.0446(17) Uani 1 1 d . . . . .
C5 C -0.1398(6) 0.3638(5) 0.3104(6) 0.0198(17) Uani 1 1 d . . . . .
O4 O 0.5995(6) 0.4752(5) 0.4335(5) 0.0459(18) Uani 1 1 d . . . . .
C15 C 0.3245(6) 0.3839(5) 0.2716(6) 0.0198(16) Uani 1 1 d . . . . .
C2AA C 0.2949(6) 0.3265(6) 0.1774(6) 0.0210(18) Uani 1 1 d . . . . .
C3 C -0.1749(6) 0.2640(6) 0.1921(6) 0.0221(18) Uani 1 1 d . . . . .
C6 C -0.1927(6) 0.3651(6) 0.1950(6) 0.0218(18) Uani 1 1 d . . . . .
C13 C 0.3472(6) 0.2446(6) 0.2424(7) 0.029(2) Uani 1 1 d . . . . .
C1 C -0.0248(6) 0.4110(6) 0.1554(7) 0.0261(19) Uani 1 1 d . . . . .
C8 C -0.0880(6) 0.1864(6) 0.3927(6) 0.0227(17) Uani 1 1 d . . . . .
H8A H -0.048342 0.136326 0.376935 0.034 Uiso 1 1 calc GR . . . .
H8B H -0.151396 0.158161 0.393643 0.034 Uiso 1 1 calc GR . . . .
H8C H -0.042085 0.214795 0.462730 0.034 Uiso 1 1 calc GR . . . .
C7 C -0.2203(7) 0.1912(6) 0.1052(6) 0.030(2) Uani 1 1 d . . . . .
H7A H -0.229730 0.219939 0.037801 0.046 Uiso 1 1 calc GR . . . .
H7B H -0.289686 0.169387 0.097504 0.046 Uiso 1 1 calc GR . . . .
H7C H -0.171367 0.136467 0.123046 0.046 Uiso 1 1 calc GR . . . .
C11 C 0.4548(6) 0.4119(6) 0.1436(7) 0.0257(19) Uani 1 1 d . . . . .
C14 C 0.3794(7) 0.3000(6) 0.3366(7) 0.027(2) Uani 1 1 d . . . . .
C9 C -0.1319(7) 0.4323(6) 0.3958(7) 0.0270(19) Uani 1 1 d . . . . .
H9A H -0.076018 0.410451 0.465254 0.040 Uiso 1 1 calc GR . . . .
H9B H -0.200573 0.434800 0.397738 0.040 Uiso 1 1 calc GR . . . .
H9C H -0.113788 0.496339 0.380236 0.040 Uiso 1 1 calc GR . . . .
C2 C 0.0779(7) 0.3779(6) 0.3732(7) 0.031(2) Uani 1 1 d . . . . .
C16 C 0.3510(7) 0.1407(6) 0.2210(9) 0.047(3) Uani 1 1 d . . . . .
H16A H 0.368156 0.132423 0.161387 0.070 Uiso 1 1 calc GR . . . .
H16B H 0.281321 0.111512 0.202587 0.070 Uiso 1 1 calc GR . . . .
H16C H 0.406118 0.109491 0.285072 0.070 Uiso 1 1 calc GR . . . .
C12 C 0.5434(7) 0.4280(6) 0.3638(7) 0.030(2) Uani 1 1 d . . . . .
C10 C -0.2587(7) 0.4366(6) 0.1136(7) 0.034(2) Uani 1 1 d . . . . .
H10A H -0.227907 0.500720 0.136434 0.051 Uiso 1 1 calc GR . . . .
H10B H -0.331740 0.435683 0.105542 0.051 Uiso 1 1 calc GR . . . .
H10C H -0.260319 0.420887 0.044986 0.051 Uiso 1 1 calc GR . . . .
C18 C 0.2894(7) 0.4787(6) 0.2906(7) 0.033(2) Uani 1 1 d . . . . .
H18A H 0.341215 0.502877 0.360823 0.049 Uiso 1 1 calc GR . . . .
H18B H 0.219092 0.472643 0.288486 0.049 Uiso 1 1 calc GR . . . .
H18C H 0.284678 0.523643 0.234896 0.049 Uiso 1 1 calc GR . . . .
C19 C 0.2178(7) 0.3404(7) 0.0625(7) 0.038(2) Uani 1 1 d . . . . .
H19A H 0.218227 0.407909 0.043012 0.057 Uiso 1 1 calc GR . . . .
H19B H 0.145823 0.322619 0.050667 0.057 Uiso 1 1 calc GR . . . .
H19C H 0.238670 0.299889 0.018192 0.057 Uiso 1 1 calc GR . . . .
C17 C 0.4241(8) 0.2793(8) 0.4529(7) 0.046(3) Uani 1 1 d . . . . .
H17A H 0.478840 0.229163 0.472744 0.070 Uiso 1 1 calc GR . . . .
H17B H 0.366732 0.257275 0.468708 0.070 Uiso 1 1 calc GR . . . .
H17C H 0.456321 0.337725 0.493781 0.070 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Co1 2.6062(12) . ?
I2 Co2 2.5979(13) . ?
Co2 C15 1.992(7) . ?
Co2 C2AA 2.046(8) . ?
Co2 C13 2.099(8) . ?
Co2 C11 1.780(8) . ?
Co2 C14 2.019(9) . ?
Co2 C12 1.775(9) . ?
Co1 C4 2.026(7) . ?
Co1 C5 2.033(8) . ?
Co1 C3 2.040(8) . ?
Co1 C6 2.051(7) . ?
Co1 C1 1.786(9) . ?
Co1 C2 1.781(9) . ?
O1 C1 1.162(10) . ?
O3 C11 1.146(9) . ?
C4 C5 1.445(10) . ?
C4 C3 1.465(10) . ?
C4 C8 1.482(10) . ?
O2 C2 1.157(10) . ?
C5 C6 1.442(10) . ?
C5 C9 1.496(11) . ?
O4 C12 1.143(10) . ?
C15 C2AA 1.437(11) . ?
C15 C13 2.039(11) . ?
C15 C14 1.467(11) . ?
C15 C18 1.476(10) . ?
C2AA C13 1.436(11) . ?
C2AA C14 2.031(11) . ?
C2AA C19 1.489(11) . ?
C3 C6 1.434(11) . ?
C3 C7 1.487(11) . ?
C6 C10 1.481(11) . ?
C13 C14 1.417(12) . ?
C13 C16 1.484(11) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C14 C17 1.486(11) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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
C15 Co2 I2 148.4(2) . . ?
C15 Co2 C2AA 41.7(3) . . ?
C15 Co2 C13 59.7(3) . . ?
C15 Co2 C14 42.9(3) . . ?
C2AA Co2 I2 124.1(2) . . ?
C2AA Co2 C13 40.5(3) . . ?
C13 Co2 I2 92.0(2) . . ?
C11 Co2 I2 94.7(3) . . ?
C11 Co2 C15 111.9(3) . . ?
C11 Co2 C2AA 92.5(3) . . ?
C11 Co2 C13 122.4(4) . . ?
C11 Co2 C14 151.5(3) . . ?
C14 Co2 I2 106.6(2) . . ?
C14 Co2 C2AA 59.9(3) . . ?
C14 Co2 C13 40.2(3) . . ?
C12 Co2 I2 94.5(3) . . ?
C12 Co2 C15 96.2(4) . . ?
C12 Co2 C2AA 137.5(4) . . ?
C12 Co2 C13 134.1(4) . . ?
C12 Co2 C11 102.3(4) . . ?
C12 Co2 C14 94.9(4) . . ?
C4 Co1 I1 98.9(2) . . ?
C4 Co1 C5 41.7(3) . . ?
C4 Co1 C3 42.2(3) . . ?
C4 Co1 C6 60.2(3) . . ?
C5 Co1 I1 140.5(2) . . ?
C5 Co1 C3 60.4(3) . . ?
C5 Co1 C6 41.4(3) . . ?
C3 Co1 I1 94.3(2) . . ?
C3 Co1 C6 41.0(3) . . ?
C6 Co1 I1 133.2(2) . . ?
C1 Co1 I1 95.5(3) . . ?
C1 Co1 C4 149.9(3) . . ?
C1 Co1 C5 120.7(3) . . ?
C1 Co1 C3 110.6(3) . . ?
C1 Co1 C6 90.8(3) . . ?
C2 Co1 I1 94.3(3) . . ?
C2 Co1 C4 103.7(4) . . ?
C2 Co1 C5 93.3(4) . . ?
C2 Co1 C3 145.8(4) . . ?
C2 Co1 C6 129.8(4) . . ?
C2 Co1 C1 101.4(4) . . ?
C5 C4 Co1 69.4(4) . . ?
C5 C4 C3 89.5(6) . . ?
C5 C4 C8 133.0(7) . . ?
C3 C4 Co1 69.4(5) . . ?
C3 C4 C8 135.9(8) . . ?
C8 C4 Co1 129.3(5) . . ?
C4 C5 Co1 68.9(4) . . ?
C4 C5 C9 133.4(7) . . ?
C6 C5 Co1 70.0(5) . . ?
C6 C5 C4 90.1(7) . . ?
C6 C5 C9 134.9(7) . . ?
C9 C5 Co1 129.6(6) . . ?
Co2 C15 C13 62.8(3) . . ?
C2AA C15 Co2 71.2(4) . . ?
C2AA C15 C13 44.8(4) . . ?
C2AA C15 C14 88.8(6) . . ?
C2AA C15 C18 133.2(7) . . ?
C14 C15 Co2 69.6(4) . . ?
C14 C15 C13 44.0(4) . . ?
C14 C15 C18 136.5(8) . . ?
C18 C15 Co2 127.4(5) . . ?
C18 C15 C13 169.8(6) . . ?
C15 C2AA Co2 67.2(4) . . ?
C15 C2AA C14 46.2(4) . . ?
C15 C2AA C19 133.4(7) . . ?
C13 C2AA Co2 71.7(4) . . ?
C13 C2AA C15 90.4(6) . . ?
C13 C2AA C14 44.2(5) . . ?
C13 C2AA C19 134.4(8) . . ?
C14 C2AA Co2 59.4(3) . . ?
C19 C2AA Co2 129.8(6) . . ?
C19 C2AA C14 170.8(7) . . ?
C4 C3 Co1 68.4(4) . . ?
C4 C3 C7 135.7(8) . . ?
C6 C3 Co1 69.9(4) . . ?
C6 C3 C4 89.6(7) . . ?
C6 C3 C7 132.7(7) . . ?
C7 C3 Co1 130.9(6) . . ?
C5 C6 Co1 68.7(4) . . ?
C5 C6 C10 134.0(8) . . ?
C3 C6 Co1 69.1(4) . . ?
C3 C6 C5 90.8(6) . . ?
C3 C6 C10 134.0(8) . . ?
C10 C6 Co1 129.2(6) . . ?
C15 C13 Co2 57.5(3) . . ?
C2AA C13 Co2 67.7(4) . . ?
C2AA C13 C15 44.8(5) . . ?
C2AA C13 C16 134.6(9) . . ?
C14 C13 Co2 66.9(5) . . ?
C14 C13 C15 46.0(4) . . ?
C14 C13 C2AA 90.8(6) . . ?
C14 C13 C16 134.0(9) . . ?
C16 C13 Co2 129.5(6) . . ?
C16 C13 C15 173.0(6) . . ?
O1 C1 Co1 178.1(8) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C11 Co2 179.1(8) . . ?
Co2 C14 C2AA 60.7(3) . . ?
C15 C14 Co2 67.5(4) . . ?
C15 C14 C2AA 45.0(4) . . ?
C15 C14 C17 132.6(8) . . ?
C13 C14 Co2 72.9(5) . . ?
C13 C14 C15 90.0(6) . . ?
C13 C14 C2AA 45.0(5) . . ?
C13 C14 C17 135.7(8) . . ?
C17 C14 Co2 128.3(7) . . ?
C17 C14 C2AA 170.8(8) . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O2 C2 Co1 179.7(10) . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C12 Co2 179.2(9) . . ?
C6 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C2AA C19 H19A 109.5 . . ?
C2AA C19 H19B 109.5 . . ?
C2AA C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
Co2 C15 C2AA C13 69.9(4) . . . . ?
Co2 C15 C2AA C14 68.8(4) . . . . ?
Co2 C15 C2AA C19 -124.0(10) . . . . ?
Co2 C15 C14 C2AA -70.4(4) . . . . ?
Co2 C15 C14 C13 -71.5(5) . . . . ?
Co2 C15 C14 C17 122.0(10) . . . . ?
Co2 C2AA C13 C15 65.7(4) . . . . ?
Co2 C2AA C13 C14 64.5(5) . . . . ?
Co2 C2AA C13 C16 -124.2(9) . . . . ?
Co2 C13 C14 C15 66.4(4) . . . . ?
Co2 C13 C14 C2AA 65.3(4) . . . . ?
Co2 C13 C14 C17 -127.8(12) . . . . ?
Co1 C4 C5 C6 68.4(5) . . . . ?
Co1 C4 C5 C9 -125.1(9) . . . . ?
Co1 C4 C3 C6 -68.4(4) . . . . ?
Co1 C4 C3 C7 127.0(10) . . . . ?
Co1 C5 C6 C3 67.1(4) . . . . ?
Co1 C5 C6 C10 -124.4(10) . . . . ?
Co1 C3 C6 C5 -66.7(5) . . . . ?
Co1 C3 C6 C10 124.8(10) . . . . ?
C4 C5 C6 Co1 -67.4(4) . . . . ?
C4 C5 C6 C3 -0.3(7) . . . . ?
C4 C5 C6 C10 168.2(9) . . . . ?
C4 C3 C6 Co1 67.0(4) . . . . ?
C4 C3 C6 C5 0.3(6) . . . . ?
C4 C3 C6 C10 -168.2(9) . . . . ?
C5 C4 C3 Co1 68.1(4) . . . . ?
C5 C4 C3 C6 -0.3(6) . . . . ?
C5 C4 C3 C7 -164.9(9) . . . . ?
C15 C2AA C13 Co2 -65.7(4) . . . . ?
C15 C2AA C13 C14 -1.2(6) . . . . ?
C15 C2AA C13 C16 170.1(9) . . . . ?
C15 C13 C14 Co2 -66.4(4) . . . . ?
C15 C13 C14 C2AA -1.1(6) . . . . ?
C15 C13 C14 C17 165.8(14) . . . . ?
C2AA C15 C14 Co2 70.4(4) . . . . ?
C2AA C15 C14 C13 -1.1(6) . . . . ?
C2AA C15 C14 C17 -167.6(11) . . . . ?
C2AA C13 C14 Co2 -65.3(4) . . . . ?
C2AA C13 C14 C15 1.1(6) . . . . ?
C2AA C13 C14 C17 166.9(11) . . . . ?
C3 C4 C5 Co1 -68.1(4) . . . . ?
C3 C4 C5 C6 0.3(6) . . . . ?
C3 C4 C5 C9 166.8(9) . . . . ?
C13 C15 C2AA Co2 -69.9(4) . . . . ?
C13 C15 C2AA C14 -1.1(6) . . . . ?
C13 C15 C2AA C19 166.1(12) . . . . ?
C13 C15 C14 Co2 71.5(5) . . . . ?
C13 C15 C14 C2AA 1.1(6) . . . . ?
C13 C15 C14 C17 -166.5(13) . . . . ?
C8 C4 C5 Co1 125.1(8) . . . . ?
C8 C4 C5 C6 -166.5(8) . . . . ?
C8 C4 C5 C9 0.0(15) . . . . ?
C8 C4 C3 Co1 -125.8(9) . . . . ?
C8 C4 C3 C6 165.8(8) . . . . ?
C8 C4 C3 C7 1.2(17) . . . . ?
C7 C3 C6 Co1 -127.6(10) . . . . ?
C7 C3 C6 C5 165.7(9) . . . . ?
C7 C3 C6 C10 -2.8(16) . . . . ?
C14 C15 C2AA Co2 -68.8(4) . . . . ?
C14 C15 C2AA C13 1.1(6) . . . . ?
C14 C15 C2AA C19 167.2(10) . . . . ?
C14 C2AA C13 Co2 -64.5(5) . . . . ?
C14 C2AA C13 C15 1.2(6) . . . . ?
C14 C2AA C13 C16 171.3(12) . . . . ?
C9 C5 C6 Co1 126.4(10) . . . . ?
C9 C5 C6 C3 -166.5(9) . . . . ?
C9 C5 C6 C10 2.0(17) . . . . ?
C16 C13 C14 Co2 123.3(9) . . . . ?
C16 C13 C14 C15 -170.2(9) . . . . ?
C16 C13 C14 C2AA -171.4(12) . . . . ?
C16 C13 C14 C17 -4.5(17) . . . . ?
C18 C15 C2AA Co2 124.1(9) . . . . ?
C18 C15 C2AA C13 -166.0(8) . . . . ?
C18 C15 C2AA C14 -167.1(11) . . . . ?
C18 C15 C2AA C19 0.1(15) . . . . ?
C18 C15 C14 Co2 -123.3(9) . . . . ?
C18 C15 C14 C2AA 166.3(11) . . . . ?
C18 C15 C14 C13 165.2(9) . . . . ?
C18 C15 C14 C17 -1.3(16) . . . . ?
C19 C2AA C13 Co2 128.4(10) . . . . ?
C19 C2AA C13 C15 -165.9(12) . . . . ?
C19 C2AA C13 C14 -167.1(10) . . . . ?
C19 C2AA C13 C16 4.2(16) . . . . ?

_shelx_SHELXL_version_number     2017/1
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5134(14)
2 0.4866(14)

####################################################################### 
# 
# 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_1a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1587664'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-02-28 downloaded from the CCDC.
;
_audit_creation_date             2017-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
'Dicarbonyl-(h5-cyclopentadienyl)-bromo-iron 1,2,4,5-tetrafluoro-3,6-diiodobenzene'
_chemical_formula_moiety         'C6 F4 I2, C7 H5 Br Fe O2'
_chemical_formula_sum            'C13 H5 Br F4 Fe I2 O2'
_chemical_formula_weight         658.73
_chemical_melting_point          ?
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'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
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                   19.1299(9)
_cell_length_b                   7.1259(3)
_cell_length_c                   25.1867(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3433.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9960
_cell_measurement_temperature    150
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      30.48
_shelx_estimated_absorpt_T_max   0.341
_shelx_estimated_absorpt_T_min   0.073
_exptl_absorpt_coefficient_mu    6.844
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.3499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1635 before and 0.0499 after correction.
The Ratio of minimum to maximum transmission is 0.4690.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.549
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            33312
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.997
_diffrn_reflns_theta_min         2.674
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3780
_reflns_number_total             4547
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.60A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.847
_refine_diff_density_min         -0.868
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         4547
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0227
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0190P)²+3.7707P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0468
_refine_ls_wR_factor_ref         0.0499
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.18015(2) 0.88278(2) -0.00016(2) 0.02902(5) Uani 1 1 d . . . . .
I2 I 0.30519(2) 1.13205(2) 0.25160(2) 0.02432(5) Uani 1 1 d . . . . .
F1 F 0.33257(9) 0.9067(2) 0.04928(6) 0.0325(4) Uani 1 1 d . . . . .
F2 F 0.38081(8) 1.0137(3) 0.14295(7) 0.0359(4) Uani 1 1 d . . . . .
F3 F 0.14929(9) 1.1109(2) 0.20281(6) 0.0326(4) Uani 1 1 d . . . . .
F4 F 0.10119(9) 1.0091(3) 0.10836(7) 0.0359(4) Uani 1 1 d . . . . .
C8 C 0.21565(15) 0.9570(4) 0.07543(10) 0.0224(5) Uani 1 1 d . . . . .
C9 C 0.28601(14) 0.9590(4) 0.08641(10) 0.0230(5) Uani 1 1 d . . . . .
C10 C 0.31121(14) 1.0128(4) 0.13559(10) 0.0228(5) Uani 1 1 d . . . . .
C11 C 0.26677(14) 1.0627(4) 0.17633(9) 0.0206(5) Uani 1 1 d . . . . .
C12 C 0.19577(14) 1.0602(4) 0.16535(10) 0.0219(5) Uani 1 1 d . . . . .
C13 C 0.17087(14) 1.0078(4) 0.11615(10) 0.0231(5) Uani 1 1 d . . . . .
Br1 Br 0.35361(2) 0.22319(4) 0.37444(2) 0.03338(8) Uani 1 1 d . . . . .
Fe1 Fe 0.43476(2) 0.48362(6) 0.37420(2) 0.02118(8) Uani 1 1 d . . . . .
O1 O 0.50756(13) 0.3203(4) 0.28318(9) 0.0558(7) Uani 1 1 d . . . . .
O2 O 0.51620(13) 0.3011(4) 0.45770(9) 0.0483(6) Uani 1 1 d . . . . .
C1 C 0.47974(15) 0.3830(5) 0.31910(11) 0.0331(7) Uani 1 1 d . . . . .
C2 C 0.48519(15) 0.3696(4) 0.42445(11) 0.0310(6) Uani 1 1 d . . . . .
C3 C 0.46002(19) 0.7538(5) 0.35052(13) 0.0387(8) Uani 1 1 d . . . . .
H3 H 0.500133 0.789991 0.328595 0.046 Uiso 1 1 calc R . . . .
C4 C 0.4588(2) 0.7438(4) 0.40615(13) 0.0392(8) Uani 1 1 d . . . . .
H4 H 0.498156 0.771122 0.429806 0.047 Uiso 1 1 calc R . . . .
C5 C 0.39097(19) 0.6912(4) 0.42232(12) 0.0391(8) Uani 1 1 d . . . . .
H5 H 0.374768 0.675622 0.458963 0.047 Uiso 1 1 calc R . . . .
C6 C 0.35026(18) 0.6731(5) 0.37619(14) 0.0422(8) Uani 1 1 d . . . . .
H6 H 0.300708 0.638355 0.375225 0.051 Uiso 1 1 calc R . . . .
C7 C 0.39205(19) 0.7092(5) 0.33182(13) 0.0404(8) Uani 1 1 d . . . . .
H7 H 0.376871 0.707334 0.294666 0.048 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C8 2.089(2) . ?
I2 C11 2.092(2) . ?
F1 C9 1.344(3) . ?
F2 C10 1.344(3) . ?
F3 C12 1.346(3) . ?
F4 C13 1.347(3) . ?
C8 C9 1.374(4) . ?
C8 C13 1.385(4) . ?
C9 C10 1.383(4) . ?
C10 C11 1.379(4) . ?
C11 C12 1.386(4) . ?
C12 C13 1.379(4) . ?
Br1 Fe1 2.4196(5) . ?
Fe1 C1 1.783(3) . ?
Fe1 C2 1.787(3) . ?
Fe1 C3 2.072(3) . ?
Fe1 C4 2.073(3) . ?
Fe1 C5 2.088(3) . ?
Fe1 C6 2.107(3) . ?
Fe1 C7 2.095(3) . ?
O1 C1 1.141(4) . ?
O2 C2 1.136(4) . ?
C3 H3 0.9800 . ?
C3 C4 1.403(4) . ?
C3 C7 1.419(5) . ?
C4 H4 0.9800 . ?
C4 C5 1.410(5) . ?
C5 H5 0.9800 . ?
C5 C6 1.405(5) . ?
C6 H6 0.9800 . ?
C6 C7 1.398(5) . ?
C7 H7 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 C8 I1 120.30(19) . . ?
C9 C8 C13 117.0(2) . . ?
C13 C8 I1 122.7(2) . . ?
F1 C9 C8 120.4(2) . . ?
F1 C9 C10 118.0(2) . . ?
C8 C9 C10 121.6(2) . . ?
F2 C10 C9 118.0(2) . . ?
F2 C10 C11 120.4(2) . . ?
C11 C10 C9 121.5(2) . . ?
C10 C11 I2 121.23(19) . . ?
C10 C11 C12 116.9(2) . . ?
C12 C11 I2 121.87(19) . . ?
F3 C12 C11 120.3(2) . . ?
F3 C12 C13 118.3(2) . . ?
C13 C12 C11 121.4(2) . . ?
F4 C13 C8 120.4(2) . . ?
F4 C13 C12 118.1(2) . . ?
C12 C13 C8 121.5(2) . . ?
C1 Fe1 Br1 90.18(10) . . ?
C1 Fe1 C2 96.20(14) . . ?
C1 Fe1 C3 92.12(14) . . ?
C1 Fe1 C4 123.70(14) . . ?
C1 Fe1 C5 158.46(14) . . ?
C1 Fe1 C6 130.26(14) . . ?
C1 Fe1 C7 95.75(14) . . ?
C2 Fe1 Br1 89.76(10) . . ?
C2 Fe1 C3 120.03(14) . . ?
C2 Fe1 C4 90.70(14) . . ?
C2 Fe1 C5 97.34(13) . . ?
C2 Fe1 C6 133.54(13) . . ?
C2 Fe1 C7 156.95(14) . . ?
C3 Fe1 Br1 149.63(10) . . ?
C3 Fe1 C4 39.57(13) . . ?
C3 Fe1 C5 66.57(13) . . ?
C3 Fe1 C6 65.83(15) . . ?
C3 Fe1 C7 39.81(14) . . ?
C4 Fe1 Br1 145.83(10) . . ?
C4 Fe1 C5 39.62(14) . . ?
C4 Fe1 C6 65.65(14) . . ?
C4 Fe1 C7 66.29(13) . . ?
C5 Fe1 Br1 106.53(10) . . ?
C5 Fe1 C6 39.13(13) . . ?
C5 Fe1 C7 66.15(13) . . ?
C6 Fe1 Br1 89.95(10) . . ?
C7 Fe1 Br1 109.84(10) . . ?
C7 Fe1 C6 38.85(13) . . ?
O1 C1 Fe1 178.6(3) . . ?
O2 C2 Fe1 177.6(3) . . ?
Fe1 C3 H3 126.1 . . ?
C4 C3 Fe1 70.23(18) . . ?
C4 C3 H3 126.1 . . ?
C4 C3 C7 107.7(3) . . ?
C7 C3 Fe1 70.97(19) . . ?
C7 C3 H3 126.1 . . ?
Fe1 C4 H4 125.7 . . ?
C3 C4 Fe1 70.21(18) . . ?
C3 C4 H4 125.7 . . ?
C3 C4 C5 108.5(3) . . ?
C5 C4 Fe1 70.77(18) . . ?
C5 C4 H4 125.7 . . ?
Fe1 C5 H5 126.4 . . ?
C4 C5 Fe1 69.61(18) . . ?
C4 C5 H5 126.4 . . ?
C6 C5 Fe1 71.16(18) . . ?
C6 C5 C4 107.2(3) . . ?
C6 C5 H5 126.4 . . ?
Fe1 C6 H6 125.4 . . ?
C5 C6 Fe1 69.71(18) . . ?
C5 C6 H6 125.4 . . ?
C7 C6 Fe1 70.14(19) . . ?
C7 C6 C5 109.1(3) . . ?
C7 C6 H6 125.4 . . ?
Fe1 C7 H7 126.3 . . ?
C3 C7 Fe1 69.22(18) . . ?
C3 C7 H7 126.3 . . ?
C6 C7 Fe1 71.00(19) . . ?
C6 C7 C3 107.5(3) . . ?
C6 C7 H7 126.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1587662'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-02-28 downloaded from the CCDC.
;
_audit_creation_date             2016-12-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_chemical_name_systematic        
'Dicarbonyl-(h5-cyclopentadienyl)-telleurophenyl-iron 1,2,4,5-tetrafluoro-3,6-diiodobenzene'
_chemical_formula_moiety         'C13 H10 Fe O2 Te, C3 F2 I'
_chemical_formula_sum            'C16 H10 F2 Fe I O2 Te'
_chemical_formula_weight         582.61
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
I -0.41187 1.83264 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07119989395
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Fe 0.35822 0.84933 11.76950 7.35730 3.52220 2.30450 4.76110 0.30720 15.35350
76.88050 1.03690004349
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Te -0.41596 1.76393 19.96440 19.01380 6.14487 2.52390 4.81742 0.42088 28.52840
70.84030 4.35200023651
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

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

_symmetry_Int_Tables_number      14
_cell_length_a                   13.5280(4)
_cell_length_b                   11.6432(4)
_cell_length_c                   11.7133(4)
_cell_angle_alpha                90
_cell_angle_beta                 114.974
_cell_angle_gamma                90
_cell_volume                     1672.45(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8275
_cell_measurement_temperature    150
_cell_measurement_theta_max      28.39
_cell_measurement_theta_min      2.41
_exptl_absorpt_coefficient_mu    4.481
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0783 before and 0.0365 after correction.
The Ratio of minimum to maximum transmission is 0.7936.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear dark green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    2.3137
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1082.6259
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17500
_diffrn_reflns_theta_full        28.4012
_diffrn_reflns_theta_max         28.40
_diffrn_reflns_theta_min         2.41
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -18
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                3842
_reflns_number_total             4178
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.7305
_refine_diff_density_min         -0.4670
_refine_diff_density_rms         0.1017
_refine_ls_d_res_high            0.7471
_refine_ls_d_res_low             8.4436
_refine_ls_goodness_of_fit_ref   1.0103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    20
_refine_ls_number_parameters     207
_refine_ls_number_reflns         4178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0212
_refine_ls_R_factor_gt           0.0183
_refine_ls_restrained_S_all      1.0103
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0221P)²+0.6429P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0419
_refine_ls_wR_factor_ref         0.0431
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C7(H7), C5(H5), C6(H6), C3(H3)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C9(H9), C12(H12), C11(H11), C10(H10)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Te1 Te 0.180482(11) 0.374317(12) 0.138550(12) 0.01956(4) Uani 1.000000 .
I1 I 0.064095(11) 0.433562(12) -0.183287(13) 0.02314(4) Uani 1.000000 .
Fe1 Fe 0.34937(2) 0.50493(2) 0.19086(3) 0.01799(7) Uani 1.000000 .
F4 F 0.10831(13) 0.65480(12) -0.31640(13) 0.0351(3) Uani 1.000000 .
O2 O 0.46613(14) 0.37648(14) 0.42240(15) 0.0298(4) Uani 1.000000 .
O1 O 0.43249(15) 0.36374(14) 0.04647(16) 0.0302(4) Uani 1.000000 .
F1 F -0.06553(13) 0.29585(12) -0.44393(13) 0.0374(4) Uani 1.000000 .
C1 C 0.39658(18) 0.41692(18) 0.1022(2) 0.0207(4) Uani 1.000000 .
C2 C 0.41885(18) 0.42593(18) 0.3315(2) 0.0215(4) Uani 1.000000 .
C13 C 0.22842(19) 0.15741(19) 0.0176(2) 0.0239(4) Uani 1.000000 .
H13 H 0.19558(19) 0.19875(19) -0.0570(2) 0.0287(5) Uiso 1.000000 R
C8 C 0.24410(17) 0.20845(18) 0.1314(2) 0.0202(4) Uani 1.000000 .
C19 C 0.05422(18) 0.57706(19) -0.4065(2) 0.0227(4) Uani 1.000000 .
C14 C 0.02274(17) 0.47401(19) -0.3737(2) 0.0204(4) Uani 1.000000 .
C9 C 0.29443(18) 0.14570(19) 0.2424(2) 0.0230(4) Uani 1.000000 .
H9 H 0.30600(18) 0.17922(19) 0.3191(2) 0.0276(5) Uiso 1.000000 R
C12 C 0.2616(2) 0.0450(2) 0.0150(2) 0.0289(5) Uani 1.000000 .
H12 H 0.2507(2) 0.0114(2) -0.0614(2) 0.0347(6) Uiso 1.000000 R
C11 C 0.31059(19) -0.0172(2) 0.1250(2) 0.0295(5) Uani 1.000000 .
H11 H 0.33221(19) -0.0926(2) 0.1225(2) 0.0354(6) Uiso 1.000000 R
C4 C 0.2846(2) 0.64284(19) 0.0652(2) 0.0299(5) Uani 1.000000 .
H4 H 0.2423(2) 0.63741(19) -0.0262(2) 0.0358(6) Uiso 1.000000 R
C15 C -0.03186(18) 0.39732(19) -0.4701(2) 0.0226(4) Uani 1.000000 .
C7 C 0.4278(2) 0.66100(19) 0.2601(2) 0.0303(5) Uani 1.000000 .
H7 H 0.5016(2) 0.67073(19) 0.3269(2) 0.0364(6) Uiso 1.000000 R
C10 C 0.32757(19) 0.0327(2) 0.2390(2) 0.0278(5) Uani 1.000000 .
H10 H 0.36102(19) -0.0090(2) 0.3133(2) 0.0334(6) Uiso 1.000000 R
C5 C 0.2421(2) 0.6459(2) 0.1569(3) 0.0350(6) Uani 1.000000 .
H5 H 0.1649(2) 0.6413(2) 0.1401(3) 0.0420(7) Uiso 1.000000 R
C6 C 0.3300(2) 0.6568(2) 0.2766(3) 0.0342(6) Uani 1.000000 .
H6 H 0.3243(2) 0.6619(2) 0.3571(3) 0.0410(7) Uiso 1.000000 R
C3 C 0.3997(2) 0.65343(18) 0.1303(2) 0.0270(5) Uani 1.000000 .
H3 H 0.4509(2) 0.65623(18) 0.0911(2) 0.0324(6) Uiso 1.000000 R


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
Te1 Fe1 2.5934(3) . ?
Te1 C8 2.130(2) . ?
I1 C14 2.111(2) . ?
Fe1 C1 1.760(2) . ?
Fe1 C2 1.771(2) . ?
Fe1 C4 2.103(2) . ?
Fe1 C7 2.088(2) . ?
Fe1 C5 2.114(2) . ?
Fe1 C6 2.104(2) . ?
Fe1 C3 2.089(2) . ?
F4 C19 1.348(2) . ?
O2 C2 1.140(3) . ?
O1 C1 1.146(3) . ?
F1 C15 1.347(2) . ?
C13 H13 0.9300 . ?
C13 C8 1.391(3) . ?
C13 C12 1.388(3) . ?
C8 C9 1.393(3) . ?
C19 C14 1.381(3) . ?
C19 C15 1.379(3) 3_564 ?
C14 C15 1.383(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.396(3) . ?
C12 H12 0.9300 . ?
C12 C11 1.379(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.384(4) . ?
C4 H4 0.9800 . ?
C4 C5 1.416(4) . ?
C4 C3 1.421(3) . ?
C7 H7 0.9800 . ?
C7 C6 1.417(4) . ?
C7 C3 1.405(3) . ?
C10 H10 0.9300 . ?
C5 H5 0.9800 . ?
C5 C6 1.409(4) . ?
C6 H6 0.9800 . ?
C3 H3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 Te1 Fe1 102.16(6) . . ?
C1 Fe1 Te1 91.27(7) . . ?
C2 Fe1 Te1 89.08(7) . . ?
C2 Fe1 C1 93.67(10) . . ?
C4 Fe1 Te1 102.54(7) . . ?
C4 Fe1 C1 100.34(10) . . ?
C4 Fe1 C2 161.49(10) . . ?
C7 Fe1 Te1 148.73(7) . . ?
C7 Fe1 C1 118.97(10) . . ?
C7 Fe1 C2 96.17(10) . . ?
C7 Fe1 C4 66.46(10) . . ?
C5 Fe1 Te1 86.82(7) . . ?
C5 Fe1 C1 137.09(11) . . ?
C5 Fe1 C2 129.11(11) . . ?
C5 Fe1 C4 39.25(10) . . ?
C5 Fe1 C7 66.01(10) . . ?
C6 Fe1 Te1 109.31(8) . . ?
C6 Fe1 C1 157.01(10) . . ?
C6 Fe1 C2 96.71(10) . . ?
C6 Fe1 C4 65.99(10) . . ?
C6 Fe1 C7 39.51(10) . . ?
C6 Fe1 C5 39.04(11) . . ?
C3 Fe1 Te1 141.82(7) . . ?
C3 Fe1 C1 91.72(10) . . ?
C3 Fe1 C2 128.65(10) . . ?
C3 Fe1 C4 39.62(9) . . ?
C3 Fe1 C7 39.33(10) . . ?
C3 Fe1 C5 65.78(10) . . ?
C3 Fe1 C6 65.83(10) . . ?
O1 C1 Fe1 176.0(2) . . ?
O2 C2 Fe1 178.2(2) . . ?
C8 C13 H13 119.87(13) . . ?
C12 C13 H13 119.87(14) . . ?
C12 C13 C8 120.3(2) . . ?
C13 C8 Te1 121.63(16) . . ?
C9 C8 Te1 119.01(16) . . ?
C9 C8 C13 119.1(2) . . ?
C14 C19 F4 119.7(2) . . ?
C15 C19 F4 118.8(2) 3_564 . ?
C15 C19 C14 121.5(2) 3_564 . ?
C19 C14 I1 120.81(16) . . ?
C15 C14 I1 122.03(16) . . ?
C15 C14 C19 117.1(2) . . ?
H9 C9 C8 119.87(13) . . ?
C10 C9 C8 120.3(2) . . ?
C10 C9 H9 119.87(14) . . ?
H12 C12 C13 119.78(14) . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.78(14) . . ?
H11 C11 C12 120.01(14) . . ?
C10 C11 C12 120.0(2) . . ?
C10 C11 H11 120.01(14) . . ?
H4 C4 Fe1 126.42(7) . . ?
C5 C4 Fe1 70.78(13) . . ?
C5 C4 H4 126.42(15) . . ?
C3 C4 Fe1 69.65(13) . . ?
C3 C4 H4 126.42(15) . . ?
C3 C4 C5 107.1(2) . . ?
C19 C15 F1 118.8(2) 3_564 . ?
C14 C15 F1 119.7(2) . . ?
C14 C15 C19 121.4(2) . 3_564 ?
H7 C7 Fe1 126.14(7) . . ?
C6 C7 Fe1 70.87(14) . . ?
C6 C7 H7 126.14(15) . . ?
C3 C7 Fe1 70.37(13) . . ?
C3 C7 H7 126.14(15) . . ?
C3 C7 C6 107.7(2) . . ?
C11 C10 C9 119.9(2) . . ?
H10 C10 C9 120.04(14) . . ?
H10 C10 C11 120.04(14) . . ?
C4 C5 Fe1 69.97(13) . . ?
H5 C5 Fe1 125.81(7) . . ?
H5 C5 C4 125.81(15) . . ?
C6 C5 Fe1 70.13(14) . . ?
C6 C5 C4 108.4(2) . . ?
C6 C5 H5 125.81(15) . . ?
C7 C6 Fe1 69.62(13) . . ?
C5 C6 Fe1 70.84(14) . . ?
C5 C6 C7 108.1(2) . . ?
H6 C6 Fe1 125.93(7) . . ?
H6 C6 C7 125.93(15) . . ?
H6 C6 C5 125.93(15) . . ?
C4 C3 Fe1 70.72(13) . . ?
C7 C3 Fe1 70.30(13) . . ?
C7 C3 C4 108.7(2) . . ?
H3 C3 Fe1 125.64(7) . . ?
H3 C3 C4 125.64(15) . . ?
H3 C3 C7 125.64(15) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
