# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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. 
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data_smm513
_database_code_depnum_ccdc_archive 'CCDC 1528253'
_audit_update_record             
;
2017-06-26 deposited with the CCDC.
2017-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        '4-Ferrocenylethynyl-[2, 2]paracyclophane'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H24 Fe'
_chemical_formula_sum            'C28 H24 Fe'
_chemical_formula_weight         416.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   22.7859(18)
_cell_length_b                   7.8177(5)
_cell_length_c                   11.4110(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.960(7)
_cell_angle_gamma                90
_cell_volume                     2025.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1288
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      24.2

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   0.799
_exptl_transmission_factor_max   0.889
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.756
_shelx_estimated_absorpt_T_min   0.799
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(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            17826
_diffrn_reflns_av_unetI/netI     0.1059
_diffrn_reflns_av_R_equivalents  0.1518
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.162
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4639
_reflns_number_gt                2364
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_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          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0400P)²+4.2000P] 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     SHELXL
_refine_ls_extinction_coef       0.0014(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4639
_refine_ls_number_parameters     260
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.1446
_refine_ls_R_factor_gt           0.0837
_refine_ls_wR_factor_ref         0.2073
_refine_ls_wR_factor_gt          0.1698
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.997
_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
Fe1 Fe 0.39427(3) 0.03240(10) 0.32064(7) 0.0581(3) Uani 1 1 d . . . . .
C1A C 0.2731(4) 0.4352(9) 0.2602(6) 0.0456(15) Uani 0.617(4) 1 d . . P A 2
C2A C 0.3165(4) 0.3563(10) 0.2552(7) 0.0518(17) Uani 0.617(4) 1 d . . P A 2
C1 C 0.2162(6) 0.1668(15) 0.3877(10) 0.0456(15) Uani 0.383(4) 1 d . . P A 1
C2 C 0.2623(6) 0.0812(16) 0.3869(11) 0.0518(17) Uani 0.383(4) 1 d . . P A 1
C3 C 0.3111(7) -0.035(2) 0.3786(15) 0.075(3) Uiso 0.383(4) 1 d D . P A 1
C4 C 0.3568(9) -0.052(2) 0.4714(14) 0.075(3) Uiso 0.383(4) 1 d D . P A 1
H4A H 0.3596 -0.0012 0.5502 0.090 Uiso 0.383(4) 1 calc R U P A 1
C5 C 0.3925(8) -0.184(2) 0.4263(13) 0.080(3) Uiso 0.383(4) 1 d D . P A 1
H5A H 0.4271 -0.2361 0.4695 0.097 Uiso 0.383(4) 1 calc R U P A 1
C6 C 0.3721(8) -0.224(3) 0.3118(15) 0.078(2) Uiso 0.383(4) 1 d D . P A 1
H6A H 0.3897 -0.3091 0.2624 0.093 Uiso 0.383(4) 1 calc R U P A 1
C7 C 0.3211(8) -0.133(2) 0.2803(15) 0.083(3) Uiso 0.383(4) 1 d D . P A 1
H7A H 0.2962 -0.1403 0.2060 0.099 Uiso 0.383(4) 1 calc R U P A 1
C3A C 0.3358(5) -0.0326(14) 0.4312(11) 0.075(3) Uiso 0.617(4) 1 d D . P A 2
H3'A H 0.3041 0.0400 0.4563 0.090 Uiso 0.617(4) 1 calc R U P A 2
C4A C 0.3932(5) -0.0473(13) 0.4876(8) 0.075(3) Uiso 0.617(4) 1 d D . P A 2
H4'A H 0.4086 0.0160 0.5577 0.090 Uiso 0.617(4) 1 calc R U P A 2
C5A C 0.4247(5) -0.1628(14) 0.4244(9) 0.080(3) Uiso 0.617(4) 1 d D . P A 2
H5'A H 0.4662 -0.1938 0.4421 0.097 Uiso 0.617(4) 1 calc R U P A 2
C6A C 0.3885(5) -0.2243(17) 0.3349(10) 0.078(2) Uiso 0.617(4) 1 d D . P A 2
H6'A H 0.4003 -0.3058 0.2760 0.093 Uiso 0.617(4) 1 calc R U P A 2
C7A C 0.3323(5) -0.1418(15) 0.3305(9) 0.083(3) Uiso 0.617(4) 1 d D . P A 2
H7'A H 0.2980 -0.1622 0.2743 0.099 Uiso 0.617(4) 1 calc R U P A 2
C8 C 0.3749(3) 0.2664(8) 0.2479(6) 0.0810(19) Uani 1 1 d D . . . .
H8A H 0.3390 0.3290 0.2539 0.097 Uiso 0.383(4) 1 d R U P A 2
C9 C 0.4249(4) 0.2749(8) 0.3269(7) 0.092(2) Uani 1 1 d D . . . .
H9A H 0.4304 0.3479 0.3968 0.111 Uiso 1 1 calc R U . . .
C10 C 0.4674(3) 0.1614(11) 0.2843(8) 0.107(3) Uani 1 1 d D . . . .
H10A H 0.5075 0.1416 0.3205 0.129 Uiso 1 1 calc R U . . .
C11 C 0.4426(3) 0.0861(9) 0.1838(6) 0.082(2) Uani 1 1 d D . . . .
H11A H 0.4616 0.0019 0.1360 0.099 Uiso 1 1 calc R U . . .
C12 C 0.3854(3) 0.1510(9) 0.1603(6) 0.088(2) Uani 1 1 d D . . . .
H12A H 0.3575 0.1190 0.0937 0.105 Uiso 1 1 calc R U . . .
C13 C 0.1584(2) 0.2557(6) 0.3850(4) 0.0537(13) Uani 1 1 d . . . . .
H13A H 0.1900 0.1799 0.3880 0.064 Uiso 0.617(4) 1 calc R U P A 2
C14 C 0.1150(3) 0.2466(6) 0.2934(4) 0.0553(13) Uani 1 1 d . . . . .
H14A H 0.1177 0.1644 0.2351 0.066 Uiso 1 1 calc R U . . .
C15 C 0.0674(2) 0.3572(6) 0.2864(4) 0.0508(12) Uani 1 1 d . . . . .
C16 C 0.0585(2) 0.4510(7) 0.3867(4) 0.0551(13) Uani 1 1 d . . . . .
H16A H 0.0229 0.5074 0.3924 0.066 Uiso 1 1 calc R U . . .
C17 C 0.1022(2) 0.4611(6) 0.4780(4) 0.0525(13) Uani 1 1 d . . . . .
H17A H 0.0958 0.5252 0.5443 0.063 Uiso 1 1 calc R U . . .
C18 C 0.1554(2) 0.3774(7) 0.4725(4) 0.0525(13) Uani 1 1 d . . . . .
C19 C 0.1776(2) 0.5268(6) 0.1659(4) 0.0445(11) Uani 1 1 d . . . . .
H19A H 0.1845 0.4609 0.1007 0.053 Uiso 1 1 calc R U . . .
C20 C 0.1242(2) 0.6107(6) 0.1687(4) 0.0455(11) Uani 1 1 d . . . . .
C21 C 0.1203(2) 0.7336(6) 0.2552(4) 0.0491(12) Uani 1 1 d . . . . .
H21A H 0.0884 0.8083 0.2507 0.059 Uiso 1 1 calc R U . . .
C22 C 0.1630(2) 0.7465(6) 0.3478(4) 0.0507(12) Uani 1 1 d . . . . .
H22A H 0.1598 0.8314 0.4040 0.061 Uiso 1 1 calc R U . . .
C23 C 0.2107(2) 0.6349(6) 0.3590(4) 0.0471(11) Uani 1 1 d . . . . .
C24 C 0.2210(2) 0.5391(6) 0.2588(4) 0.0432(11) Uani 1 1 d . . . . .
H24A H 0.2569 0.4839 0.2545 0.052 Uiso 0.383(4) 1 calc R U P A 1
C25 C 0.0355(3) 0.4064(8) 0.1675(5) 0.0716(17) Uani 1 1 d . . . . .
H25A H -0.0031 0.4512 0.1803 0.086 Uiso 1 1 calc R U . . .
H25B H 0.0299 0.3045 0.1193 0.086 Uiso 1 1 calc R U . . .
C26 C 0.0695(2) 0.5421(7) 0.0998(4) 0.0615(14) Uani 1 1 d . . . . .
H26A H 0.0806 0.4913 0.0274 0.074 Uiso 1 1 calc R U . . .
H26B H 0.0432 0.6369 0.0787 0.074 Uiso 1 1 calc R U . . .
C27 C 0.2101(3) 0.4459(9) 0.5423(5) 0.0791(19) Uani 1 1 d . . . . .
H27A H 0.2378 0.3528 0.5581 0.095 Uiso 1 1 calc R U . . .
H27B H 0.1993 0.4884 0.6174 0.095 Uiso 1 1 calc R U . . .
C28 C 0.2411(3) 0.5918(7) 0.4785(4) 0.0614(14) Uani 1 1 d . . . . .
H28A H 0.2424 0.6935 0.5274 0.074 Uiso 1 1 calc R U . . .
H28B H 0.2814 0.5580 0.4691 0.074 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
Fe1 C7A 1.971(12) . ?
Fe1 C3A 1.979(11) . ?
Fe1 C4A 2.007(10) . ?
Fe1 C5A 2.017(10) . ?
Fe1 C6A 2.019(13) . ?
Fe1 C9 2.019(6) . ?
Fe1 C10 2.022(7) . ?
Fe1 C11 2.030(6) . ?
Fe1 C8 2.041(6) . ?
Fe1 C12 2.045(6) . ?
Fe1 C6 2.07(2) . ?
Fe1 C5 2.082(17) . ?
C1A C2A 1.171(10) . ?
C1A C24 1.438(9) . ?
C2A C8 1.512(10) . ?
C2A H8A 0.5562 . ?
C1 C2 1.246(17) . ?
C1 C13 1.486(13) . ?
C2 C3 1.445(18) . ?
C3 C7 1.394(14) . ?
C3 C4 1.427(15) . ?
C4 C5 1.437(15) . ?
C4 H4A 0.9800 . ?
C5 C6 1.384(14) . ?
C5 H5A 0.9800 . ?
C6 C7 1.384(14) . ?
C6 H6A 0.9800 . ?
C7 H7A 0.9800 . ?
C3A C4A 1.411(12) . ?
C3A C7A 1.428(11) . ?
C3A H3'A 0.9800 . ?
C4A C5A 1.393(11) . ?
C4A H4'A 0.9800 . ?
C5A C6A 1.345(11) . ?
C5A H5'A 0.9800 . ?
C6A C7A 1.431(11) . ?
C6A H6'A 0.9800 . ?
C7A H7'A 0.9800 . ?
C8 C12 1.383(8) . ?
C8 C9 1.392(9) . ?
C8 H8A 0.9601 . ?
C9 C10 1.430(9) . ?
C9 H9A 0.9800 . ?
C10 C11 1.367(9) . ?
C10 H10A 0.9800 . ?
C11 C12 1.402(8) . ?
C11 H11A 0.9800 . ?
C12 H12A 0.9800 . ?
C13 C14 1.378(7) . ?
C13 C18 1.386(7) . ?
C13 H13A 0.9300 . ?
C14 C15 1.383(7) . ?
C14 H14A 0.9300 . ?
C15 C16 1.389(7) . ?
C15 C25 1.532(7) . ?
C16 C17 1.379(7) . ?
C16 H16A 0.9300 . ?
C17 C18 1.383(7) . ?
C17 H17A 0.9300 . ?
C18 C27 1.518(7) . ?
C19 C20 1.384(6) . ?
C19 C24 1.390(6) . ?
C19 H19A 0.9300 . ?
C20 C21 1.386(6) . ?
C20 C26 1.514(7) . ?
C21 C22 1.377(7) . ?
C21 H21A 0.9300 . ?
C22 C23 1.392(7) . ?
C22 H22A 0.9300 . ?
C23 C24 1.403(6) . ?
C23 C28 1.513(7) . ?
C24 H24A 0.9300 . ?
C25 C26 1.557(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.555(7) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?

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
C7A Fe1 C3A 42.4(3) . . ?
C7A Fe1 C4A 70.3(4) . . ?
C3A Fe1 C4A 41.5(3) . . ?
C7A Fe1 C5A 69.8(4) . . ?
C3A Fe1 C5A 69.4(4) . . ?
C4A Fe1 C5A 40.5(3) . . ?
C7A Fe1 C6A 42.0(4) . . ?
C3A Fe1 C6A 69.0(4) . . ?
C4A Fe1 C6A 67.0(4) . . ?
C5A Fe1 C6A 38.9(3) . . ?
C7A Fe1 C9 153.3(4) . . ?
C3A Fe1 C9 117.9(4) . . ?
C4A Fe1 C9 106.9(4) . . ?
C5A Fe1 C9 126.1(4) . . ?
C6A Fe1 C9 162.8(4) . . ?
C7A Fe1 C10 164.4(4) . . ?
C3A Fe1 C10 150.6(4) . . ?
C4A Fe1 C10 115.3(4) . . ?
C5A Fe1 C10 104.5(4) . . ?
C6A Fe1 C10 124.9(4) . . ?
C9 Fe1 C10 41.4(3) . . ?
C7A Fe1 C11 128.7(4) . . ?
C3A Fe1 C11 169.4(4) . . ?
C4A Fe1 C11 147.8(4) . . ?
C5A Fe1 C11 115.2(4) . . ?
C6A Fe1 C11 108.1(4) . . ?
C9 Fe1 C11 67.9(3) . . ?
C10 Fe1 C11 39.4(2) . . ?
C7A Fe1 C8 120.8(4) . . ?
C3A Fe1 C8 110.8(4) . . ?
C4A Fe1 C8 130.1(3) . . ?
C5A Fe1 C8 165.4(4) . . ?
C6A Fe1 C8 155.6(4) . . ?
C9 Fe1 C8 40.1(3) . . ?
C10 Fe1 C8 67.9(3) . . ?
C11 Fe1 C8 67.4(3) . . ?
C7A Fe1 C12 110.4(4) . . ?
C3A Fe1 C12 131.8(4) . . ?
C4A Fe1 C12 169.0(4) . . ?
C5A Fe1 C12 150.5(3) . . ?
C6A Fe1 C12 121.4(4) . . ?
C9 Fe1 C12 67.2(3) . . ?
C10 Fe1 C12 67.0(3) . . ?
C11 Fe1 C12 40.2(2) . . ?
C8 Fe1 C12 39.6(2) . . ?
C9 Fe1 C6 173.8(5) . . ?
C10 Fe1 C6 132.5(5) . . ?
C11 Fe1 C6 108.0(5) . . ?
C8 Fe1 C6 143.7(5) . . ?
C12 Fe1 C6 113.0(5) . . ?
C9 Fe1 C5 140.1(5) . . ?
C10 Fe1 C5 125.6(6) . . ?
C11 Fe1 C5 130.7(5) . . ?
C8 Fe1 C5 161.9(5) . . ?
C12 Fe1 C5 151.8(5) . . ?
C6 Fe1 C5 38.9(5) . . ?
C2A C1A C24 175.8(8) . . ?
C1A C2A C8 175.9(8) . . ?
C1A C2A H8A 170.7 . . ?
C8 C2A H8A 5.4 . . ?
C2 C1 C13 175.1(13) . . ?
C1 C2 C3 172.7(15) . . ?
C7 C3 C4 112.7(12) . . ?
C7 C3 C2 125.4(15) . . ?
C4 C3 C2 121.8(14) . . ?
C7 C3 Fe1 71.0(10) . . ?
C4 C3 Fe1 68.9(9) . . ?
C2 C3 Fe1 125.2(12) . . ?
C3 C4 C5 101.6(12) . . ?
C3 C4 Fe1 71.5(9) . . ?
C5 C4 Fe1 69.5(10) . . ?
C3 C4 H4A 128.8 . . ?
C5 C4 H4A 128.8 . . ?
Fe1 C4 H4A 128.8 . . ?
C6 C5 C4 110.2(13) . . ?
C6 C5 Fe1 70.0(11) . . ?
C4 C5 Fe1 70.3(10) . . ?
C6 C5 H5A 124.9 . . ?
C4 C5 H5A 124.9 . . ?
Fe1 C5 H5A 124.9 . . ?
C5 C6 C7 109.6(13) . . ?
C5 C6 Fe1 71.1(10) . . ?
C7 C6 Fe1 73.2(11) . . ?
C5 C6 H6A 125.1 . . ?
C7 C6 H6A 125.1 . . ?
Fe1 C6 H6A 125.1 . . ?
C6 C7 C3 105.4(12) . . ?
C6 C7 Fe1 68.4(11) . . ?
C3 C7 Fe1 70.8(10) . . ?
C6 C7 H7A 127.3 . . ?
C3 C7 H7A 127.3 . . ?
Fe1 C7 H7A 127.3 . . ?
C4A C3A C7A 107.6(9) . . ?
C4A C3A Fe1 70.3(6) . . ?
C7A C3A Fe1 68.5(7) . . ?
C4A C3A H3'A 126.2 . . ?
C7A C3A H3'A 126.2 . . ?
Fe1 C3A H3'A 126.2 . . ?
C5A C4A C3A 108.4(9) . . ?
C5A C4A Fe1 70.1(6) . . ?
C3A C4A Fe1 68.2(6) . . ?
C5A C4A H4'A 125.8 . . ?
C3A C4A H4'A 125.8 . . ?
Fe1 C4A H4'A 125.8 . . ?
C6A C5A C4A 108.4(10) . . ?
C6A C5A Fe1 70.6(7) . . ?
C4A C5A Fe1 69.4(6) . . ?
C6A C5A H5'A 125.8 . . ?
C4A C5A H5'A 125.8 . . ?
Fe1 C5A H5'A 125.8 . . ?
C5A C6A C7A 110.6(9) . . ?
C5A C6A Fe1 70.5(7) . . ?
C7A C6A Fe1 67.2(7) . . ?
C5A C6A H6'A 124.5 . . ?
C7A C6A H6'A 124.5 . . ?
Fe1 C6A H6'A 124.5 . . ?
C3A C7A C6A 104.8(9) . . ?
C3A C7A Fe1 69.1(7) . . ?
C6A C7A Fe1 70.8(7) . . ?
C3A C7A H7'A 127.5 . . ?
C6A C7A H7'A 127.5 . . ?
Fe1 C7A H7'A 127.5 . . ?
C12 C8 C9 108.4(6) . . ?
C12 C8 C2A 123.5(7) . . ?
C9 C8 C2A 128.1(7) . . ?
C12 C8 Fe1 70.4(4) . . ?
C9 C8 Fe1 69.1(4) . . ?
C2A C8 Fe1 123.7(5) . . ?
C12 C8 H8A 125.8 . . ?
C9 C8 H8A 125.8 . . ?
C2A C8 H8A 3.1 . . ?
Fe1 C8 H8A 125.7 . . ?
C8 C9 C10 107.0(6) . . ?
C8 C9 Fe1 70.8(4) . . ?
C10 C9 Fe1 69.4(4) . . ?
C8 C9 H9A 126.5 . . ?
C10 C9 H9A 126.5 . . ?
Fe1 C9 H9A 126.5 . . ?
C11 C10 C9 107.9(7) . . ?
C11 C10 Fe1 70.6(4) . . ?
C9 C10 Fe1 69.2(4) . . ?
C11 C10 H10A 126.0 . . ?
C9 C10 H10A 126.0 . . ?
Fe1 C10 H10A 126.0 . . ?
C10 C11 C12 108.4(6) . . ?
C10 C11 Fe1 70.0(4) . . ?
C12 C11 Fe1 70.4(4) . . ?
C10 C11 H11A 125.8 . . ?
C12 C11 H11A 125.8 . . ?
Fe1 C11 H11A 125.8 . . ?
C8 C12 C11 108.3(6) . . ?
C8 C12 Fe1 70.1(4) . . ?
C11 C12 Fe1 69.3(4) . . ?
C8 C12 H12A 125.8 . . ?
C11 C12 H12A 125.8 . . ?
Fe1 C12 H12A 125.8 . . ?
C14 C13 C18 120.3(5) . . ?
C14 C13 C1 124.6(6) . . ?
C18 C13 C1 113.9(7) . . ?
C14 C13 H13A 119.8 . . ?
C18 C13 H13A 119.8 . . ?
C13 C14 C15 121.3(5) . . ?
C13 C14 H14A 119.4 . . ?
C15 C14 H14A 119.4 . . ?
C14 C15 C16 116.9(5) . . ?
C14 C15 C25 121.2(5) . . ?
C16 C15 C25 120.3(5) . . ?
C17 C16 C15 120.3(5) . . ?
C17 C16 H16A 119.8 . . ?
C15 C16 H16A 119.8 . . ?
C16 C17 C18 121.2(5) . . ?
C16 C17 H17A 119.4 . . ?
C18 C17 H17A 119.4 . . ?
C17 C18 C13 117.1(5) . . ?
C17 C18 C27 119.5(5) . . ?
C13 C18 C27 122.1(5) . . ?
C20 C19 C24 121.3(4) . . ?
C20 C19 H19A 119.4 . . ?
C24 C19 H19A 119.4 . . ?
C19 C20 C21 117.2(5) . . ?
C19 C20 C26 120.4(5) . . ?
C21 C20 C26 120.9(5) . . ?
C22 C21 C20 120.8(5) . . ?
C22 C21 H21A 119.6 . . ?
C20 C21 H21A 119.6 . . ?
C21 C22 C23 121.3(4) . . ?
C21 C22 H22A 119.4 . . ?
C23 C22 H22A 119.4 . . ?
C22 C23 C24 116.4(4) . . ?
C22 C23 C28 121.0(4) . . ?
C24 C23 C28 121.3(5) . . ?
C19 C24 C23 120.0(4) . . ?
C19 C24 C1A 120.2(5) . . ?
C23 C24 C1A 119.3(5) . . ?
C19 C24 H24A 120.0 . . ?
C23 C24 H24A 120.0 . . ?
C15 C25 C26 113.1(5) . . ?
C15 C25 H25A 109.0 . . ?
C26 C25 H25A 109.0 . . ?
C15 C25 H25B 109.0 . . ?
C26 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C20 C26 C25 114.0(4) . . ?
C20 C26 H26A 108.8 . . ?
C25 C26 H26A 108.8 . . ?
C20 C26 H26B 108.8 . . ?
C25 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C18 C27 C28 113.5(4) . . ?
C18 C27 H27A 108.9 . . ?
C28 C27 H27A 108.9 . . ?
C18 C27 H27B 108.9 . . ?
C28 C27 H27B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
C23 C28 C27 113.3(4) . . ?
C23 C28 H28A 108.9 . . ?
C27 C28 H28A 108.9 . . ?
C23 C28 H28B 108.9 . . ?
C27 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 C3 C4 C5 -6(2) . . . . ?
C2 C3 C4 C5 177.3(16) . . . . ?
Fe1 C3 C4 C5 -63.5(11) . . . . ?
C7 C3 C4 Fe1 57.3(14) . . . . ?
C2 C3 C4 Fe1 -119.2(15) . . . . ?
C3 C4 C5 C6 6(2) . . . . ?
Fe1 C4 C5 C6 -58.7(15) . . . . ?
C3 C4 C5 Fe1 65.0(11) . . . . ?
C4 C5 C6 C7 -5(2) . . . . ?
Fe1 C5 C6 C7 -63.4(16) . . . . ?
C4 C5 C6 Fe1 58.8(14) . . . . ?
C5 C6 C7 C3 1(2) . . . . ?
Fe1 C6 C7 C3 -61.6(13) . . . . ?
C5 C6 C7 Fe1 62.2(15) . . . . ?
C4 C3 C7 C6 4(2) . . . . ?
C2 C3 C7 C6 -179.9(18) . . . . ?
Fe1 C3 C7 C6 59.9(14) . . . . ?
C4 C3 C7 Fe1 -56.2(13) . . . . ?
C2 C3 C7 Fe1 120.2(17) . . . . ?
C7A C3A C4A C5A -0.2(13) . . . . ?
Fe1 C3A C4A C5A -58.8(8) . . . . ?
C7A C3A C4A Fe1 58.5(8) . . . . ?
C3A C4A C5A C6A -2.5(14) . . . . ?
Fe1 C4A C5A C6A -60.1(9) . . . . ?
C3A C4A C5A Fe1 57.6(7) . . . . ?
C4A C5A C6A C7A 4.2(15) . . . . ?
Fe1 C5A C6A C7A -55.0(9) . . . . ?
C4A C5A C6A Fe1 59.3(8) . . . . ?
C4A C3A C7A C6A 2.6(13) . . . . ?
Fe1 C3A C7A C6A 62.3(8) . . . . ?
C4A C3A C7A Fe1 -59.7(8) . . . . ?
C5A C6A C7A C3A -4.3(14) . . . . ?
Fe1 C6A C7A C3A -61.2(8) . . . . ?
C5A C6A C7A Fe1 56.9(10) . . . . ?
C12 C8 C9 C10 0.7(8) . . . . ?
C2A C8 C9 C10 177.3(7) . . . . ?
Fe1 C8 C9 C10 60.3(5) . . . . ?
C12 C8 C9 Fe1 -59.6(5) . . . . ?
C2A C8 C9 Fe1 117.1(7) . . . . ?
C8 C9 C10 C11 -1.0(8) . . . . ?
Fe1 C9 C10 C11 60.2(5) . . . . ?
C8 C9 C10 Fe1 -61.2(5) . . . . ?
C9 C10 C11 C12 0.9(8) . . . . ?
Fe1 C10 C11 C12 60.2(5) . . . . ?
C9 C10 C11 Fe1 -59.3(5) . . . . ?
C9 C8 C12 C11 -0.1(8) . . . . ?
C2A C8 C12 C11 -177.0(6) . . . . ?
Fe1 C8 C12 C11 -58.9(5) . . . . ?
C9 C8 C12 Fe1 58.8(5) . . . . ?
C2A C8 C12 Fe1 -118.0(6) . . . . ?
C10 C11 C12 C8 -0.5(8) . . . . ?
Fe1 C11 C12 C8 59.4(5) . . . . ?
C10 C11 C12 Fe1 -59.9(5) . . . . ?
C18 C13 C14 C15 -0.2(7) . . . . ?
C1 C13 C14 C15 -167.4(7) . . . . ?
C13 C14 C15 C16 -13.7(7) . . . . ?
C13 C14 C15 C25 151.8(5) . . . . ?
C14 C15 C16 C17 14.1(7) . . . . ?
C25 C15 C16 C17 -151.6(5) . . . . ?
C15 C16 C17 C18 -0.6(7) . . . . ?
C16 C17 C18 C13 -13.4(7) . . . . ?
C16 C17 C18 C27 153.8(5) . . . . ?
C14 C13 C18 C17 13.7(7) . . . . ?
C1 C13 C18 C17 -177.7(6) . . . . ?
C14 C13 C18 C27 -153.1(5) . . . . ?
C1 C13 C18 C27 15.5(8) . . . . ?
C24 C19 C20 C21 12.7(6) . . . . ?
C24 C19 C20 C26 -153.3(4) . . . . ?
C19 C20 C21 C22 -12.8(7) . . . . ?
C26 C20 C21 C22 153.1(4) . . . . ?
C20 C21 C22 C23 -1.3(7) . . . . ?
C21 C22 C23 C24 15.3(7) . . . . ?
C21 C22 C23 C28 -151.9(5) . . . . ?
C20 C19 C24 C23 1.5(7) . . . . ?
C20 C19 C24 C1A 172.7(5) . . . . ?
C22 C23 C24 C19 -15.3(6) . . . . ?
C28 C23 C24 C19 151.8(5) . . . . ?
C22 C23 C24 C1A 173.4(5) . . . . ?
C28 C23 C24 C1A -19.4(7) . . . . ?
C14 C15 C25 C26 -77.6(7) . . . . ?
C16 C15 C25 C26 87.5(6) . . . . ?
C19 C20 C26 C25 86.9(6) . . . . ?
C21 C20 C26 C25 -78.6(6) . . . . ?
C15 C25 C26 C20 -5.3(7) . . . . ?
C17 C18 C27 C28 -83.7(6) . . . . ?
C13 C18 C27 C28 82.7(7) . . . . ?
C22 C23 C28 C27 83.9(6) . . . . ?
C24 C23 C28 C27 -82.7(6) . . . . ?
C18 C27 C28 C23 -0.5(8) . . . . ?

_refine_diff_density_max         0.615
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.082
# start Validation Reply Form

_vrf_PLAT201_smm513              
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) 
RESPONSE: In crystal the separation for two positions of the disordered 
Cp group is two small. As the consequence the anisotropic refinement 
for these atoms cannot be performed.
;

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_p1
_database_code_depnum_ccdc_archive 'CCDC 1528252'
_audit_update_record             
;
2017-06-26 deposited with the CCDC.
2017-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        "1,1'-diiacetylferocene 1,2-diiodoethene"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H14 Fe O2, 1.75 (C2 I2)'
_chemical_formula_sum            'C17.50 H14 Fe I3.50 O2'
_chemical_formula_weight         756.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.7975(13)
_cell_length_b                   14.719(2)
_cell_length_c                   15.736(2)
_cell_angle_alpha                113.443(2)
_cell_angle_beta                 98.806(2)
_cell_angle_gamma                92.046(2)
_cell_volume                     2045.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    907
_cell_measurement_theta_min      3.22
_cell_measurement_theta_max      25.2

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.456
_exptl_crystal_F_000             1386
_exptl_transmission_factor_min   0.197
_exptl_transmission_factor_max   0.524
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.123
_exptl_absorpt_coefficient_mu    6.026
_shelx_estimated_absorpt_T_min   0.197
_shelx_estimated_absorpt_T_max   0.524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(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            16046
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.435
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             7850
_reflns_number_gt                6925
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_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          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0773P)²+15.1473P] 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         7850
_refine_ls_number_parameters     437
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1320
_refine_ls_wR_factor_gt          0.1261
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.004
_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
I3 I 1.10555(5) 0.15214(4) 0.07242(4) 0.03093(14) Uani 1 1 d . . . . .
I4 I 0.75265(5) 0.41402(4) 0.11174(3) 0.02873(13) Uani 1 1 d . . . . .
I1 I 0.67489(5) 0.56249(4) 0.38404(3) 0.02754(13) Uani 1 1 d . . . . .
I2 I 1.03329(5) 0.30655(4) 0.36202(4) 0.03354(14) Uani 1 1 d . . . . .
C2 C 0.8854(9) 0.3991(6) 0.3737(6) 0.0343(18) Uani 1 1 d . . . . .
C3 C 0.9799(8) 0.2583(6) 0.0824(6) 0.0312(17) Uani 1 1 d . . . . .
C1 C 0.8033(8) 0.4574(6) 0.3779(6) 0.0309(16) Uani 1 1 d . . . . .
C4 C 0.8991(8) 0.3189(6) 0.0923(6) 0.0313(17) Uani 1 1 d . . . . .
I6 I 0.92224(5) 1.00380(4) 0.74435(4) 0.03219(14) Uani 1 1 d . . . . .
I5 I 1.30733(5) 1.29347(4) 0.82927(4) 0.03124(14) Uani 1 1 d . . . . .
C5 C 1.1610(9) 1.1815(6) 0.7999(6) 0.0354(18) Uani 1 1 d . . . . .
C6 C 1.0726(8) 1.1155(6) 0.7803(6) 0.0290(16) Uani 1 1 d . . . . .
Fe1A Fe 1.61214(10) 0.10251(8) 0.24885(7) 0.0224(2) Uani 1 1 d . . . . .
O1A O 1.2762(6) 0.1859(4) 0.3345(4) 0.0357(13) Uani 1 1 d . . . . .
O2A O 1.2701(6) -0.0010(4) 0.0756(4) 0.0336(12) Uani 1 1 d . . . . .
C12A C 1.5131(8) 0.1641(6) 0.3594(5) 0.0254(15) Uani 1 1 d . . . . .
C20A C 1.3834(8) -0.0305(6) 0.0878(5) 0.0272(15) Uani 1 1 d . . . . .
C21A C 1.3917(9) -0.1358(6) 0.0775(6) 0.0362(18) Uani 1 1 d . . . . .
H21A H 1.3001 -0.1670 0.0693 0.054 Uiso 1 1 calc R U . . .
H21B H 1.4480 -0.1360 0.1331 0.054 Uiso 1 1 calc R U . . .
H21C H 1.4325 -0.1719 0.0237 0.054 Uiso 1 1 calc R U . . .
C17A C 1.7442(9) 0.0969(8) 0.1575(6) 0.039(2) Uani 1 1 d . . . . .
H17A H 1.8407 0.1010 0.1694 0.047 Uiso 1 1 calc R U . . .
C19A C 1.5130(7) 0.0355(6) 0.1142(5) 0.0245(15) Uani 1 1 d . . . . .
C16A C 1.6632(9) 0.1779(7) 0.1709(6) 0.0346(18) Uani 1 1 d . . . . .
H16A H 1.6977 0.2446 0.1938 0.042 Uiso 1 1 calc R U . . .
C13A C 1.3992(8) 0.2223(5) 0.3522(5) 0.0272(15) Uani 1 1 d . . . . .
C14A C 1.4319(10) 0.3279(6) 0.3673(8) 0.045(2) Uani 1 1 d . . . . .
H14A H 1.3479 0.3544 0.3525 0.067 Uiso 1 1 calc R U . . .
H14B H 1.4950 0.3309 0.3272 0.067 Uiso 1 1 calc R U . . .
H14C H 1.4740 0.3663 0.4319 0.067 Uiso 1 1 calc R U . . .
C18A C 1.6519(8) 0.0088(6) 0.1228(5) 0.0309(16) Uani 1 1 d . . . . .
H18A H 1.6771 -0.0553 0.1081 0.037 Uiso 1 1 calc R U . . .
C10A C 1.6377(8) 0.0288(7) 0.3357(6) 0.0320(17) Uani 1 1 d . . . . .
H10A H 1.6602 -0.0361 0.3196 0.038 Uiso 1 1 calc R U . . .
C11A C 1.5005(8) 0.0582(6) 0.3274(5) 0.0269(15) Uani 1 1 d . . . . .
H11A H 1.4180 0.0161 0.3052 0.032 Uiso 1 1 calc R U . . .
C9A C 1.7339(9) 0.1159(7) 0.3730(6) 0.0364(19) Uani 1 1 d . . . . .
H9A H 1.8300 0.1174 0.3861 0.044 Uiso 1 1 calc R U . . .
C15A C 1.5226(8) 0.1408(6) 0.1438(5) 0.0275(15) Uani 1 1 d . . . . .
H15A H 1.4481 0.1784 0.1450 0.033 Uiso 1 1 calc R U . . .
C8A C 1.6602(8) 0.1993(7) 0.3869(5) 0.0319(17) Uani 1 1 d . . . . .
H8A H 1.6987 0.2651 0.4095 0.038 Uiso 1 1 calc R U . . .
Fe1 Fe 1.81803(10) 1.37394(7) 0.76020(7) 0.0220(2) Uani 1 1 d . . . . .
O1 O 1.4859(5) 1.4676(4) 0.8619(4) 0.0315(12) Uani 1 1 d . . . . .
O2 O 1.4785(5) 1.2666(4) 0.5906(4) 0.0307(12) Uani 1 1 d . . . . .
C20 C 1.5922(8) 1.2362(5) 0.6019(5) 0.0235(14) Uani 1 1 d . . . . .
C16 C 1.8754(9) 1.4413(7) 0.6771(6) 0.0368(18) Uani 1 1 d . . . . .
H16 H 1.9123 1.5072 0.6974 0.044 Uiso 1 1 calc R U . . .
C9 C 1.9402(8) 1.3948(6) 0.8864(5) 0.0324(17) Uani 1 1 d . . . . .
H9 H 2.0363 1.3967 0.9001 0.039 Uiso 1 1 calc R U . . .
C12 C 1.7212(8) 1.4428(6) 0.8716(5) 0.0251(14) Uani 1 1 d . . . . .
C14 C 1.6356(10) 1.6046(6) 0.8749(7) 0.041(2) Uani 1 1 d . . . . .
H14D H 1.5505 1.6310 0.8621 0.061 Uiso 1 1 calc R U . . .
H14E H 1.6922 1.6024 0.8295 0.061 Uiso 1 1 calc R U . . .
H14F H 1.6846 1.6464 0.9370 0.061 Uiso 1 1 calc R U . . .
C11 C 1.7105(8) 1.3374(6) 0.8451(5) 0.0259(15) Uani 1 1 d . . . . .
H11 H 1.6284 1.2952 0.8251 0.031 Uiso 1 1 calc R U . . .
C10 C 1.8443(8) 1.3090(6) 0.8544(5) 0.0312(17) Uani 1 1 d . . . . .
H10 H 1.8666 1.2446 0.8417 0.037 Uiso 1 1 calc R U . . .
C13 C 1.6040(7) 1.5013(5) 0.8685(5) 0.0256(15) Uani 1 1 d . . . . .
C19 C 1.7205(7) 1.3008(6) 0.6245(5) 0.0245(14) Uani 1 1 d . . . . .
C21 C 1.6008(8) 1.1317(6) 0.5916(6) 0.0324(17) Uani 1 1 d . . . . .
H21D H 1.5096 1.1011 0.5856 0.049 Uiso 1 1 calc R U . . .
H21E H 1.6598 1.1314 0.6461 0.049 Uiso 1 1 calc R U . . .
H21F H 1.6385 1.0951 0.5364 0.049 Uiso 1 1 calc R U . . .
C15 C 1.7319(8) 1.4051(6) 0.6496(5) 0.0269(15) Uani 1 1 d . . . . .
H15 H 1.6584 1.4431 0.6483 0.032 Uiso 1 1 calc R U . . .
C18 C 1.8602(9) 1.2723(6) 0.6369(5) 0.0332(17) Uani 1 1 d . . . . .
H18 H 1.8844 1.2087 0.6264 0.040 Uiso 1 1 calc R U . . .
C8 C 1.8652(8) 1.4778(6) 0.8942(5) 0.0314(17) Uani 1 1 d . . . . .
H8 H 1.9030 1.5428 0.9109 0.038 Uiso 1 1 calc R U . . .
C17 C 1.9516(9) 1.3593(7) 0.6678(6) 0.0377(19) Uani 1 1 d . . . . .
H17 H 2.0479 1.3625 0.6803 0.045 Uiso 1 1 calc R U . . .
I7 I 0.79511(5) 0.86471(4) 0.46145(4) 0.03092(14) Uani 1 1 d . . . . .
C7 C 0.9528(8) 0.9682(6) 0.4909(6) 0.0299(16) 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
I3 C3 1.995(8) . ?
I4 C4 2.012(8) . ?
I1 C1 2.011(8) . ?
I2 C2 2.003(8) . ?
C2 C1 1.186(11) . ?
C3 C4 1.194(11) . ?
I6 C6 2.006(8) . ?
I5 C5 2.002(9) . ?
C5 C6 1.187(12) . ?
Fe1A C19A 2.011(7) . ?
Fe1A C18A 2.021(8) . ?
Fe1A C12A 2.028(7) . ?
Fe1A C11A 2.038(7) . ?
Fe1A C8A 2.036(8) . ?
Fe1A C15A 2.037(7) . ?
Fe1A C10A 2.050(7) . ?
Fe1A C17A 2.056(8) . ?
Fe1A C16A 2.054(8) . ?
Fe1A C9A 2.060(8) . ?
O1A C13A 1.244(10) . ?
O2A C20A 1.221(9) . ?
C12A C11A 1.428(11) . ?
C12A C13A 1.449(10) . ?
C12A C8A 1.453(11) . ?
C20A C19A 1.469(11) . ?
C20A C21A 1.499(11) . ?
C21A H21A 0.9600 . ?
C21A H21B 0.9600 . ?
C21A H21C 0.9600 . ?
C17A C18A 1.414(13) . ?
C17A C16A 1.420(13) . ?
C17A H17A 0.9300 . ?
C19A C15A 1.424(11) . ?
C19A C18A 1.432(10) . ?
C16A C15A 1.400(11) . ?
C16A H16A 0.9300 . ?
C13A C14A 1.491(11) . ?
C14A H14A 0.9600 . ?
C14A H14B 0.9600 . ?
C14A H14C 0.9600 . ?
C18A H18A 0.9300 . ?
C10A C11A 1.430(11) . ?
C10A C9A 1.421(13) . ?
C10A H10A 0.9300 . ?
C11A H11A 0.9300 . ?
C9A C8A 1.406(12) . ?
C9A H9A 0.9300 . ?
C15A H15A 0.9300 . ?
C8A H8A 0.9300 . ?
Fe1 C8 2.021(8) . ?
Fe1 C19 2.026(7) . ?
Fe1 C11 2.036(7) . ?
Fe1 C18 2.038(8) . ?
Fe1 C15 2.041(7) . ?
Fe1 C12 2.041(7) . ?
Fe1 C10 2.050(8) . ?
Fe1 C16 2.057(8) . ?
Fe1 C9 2.057(7) . ?
Fe1 C17 2.056(8) . ?
O1 C13 1.215(9) . ?
O2 C20 1.230(9) . ?
C20 C19 1.457(10) . ?
C20 C21 1.488(10) . ?
C16 C17 1.412(13) . ?
C16 C15 1.423(11) . ?
C16 H16 0.9300 . ?
C9 C10 1.413(12) . ?
C9 C8 1.421(12) . ?
C9 H9 0.9300 . ?
C12 C11 1.432(11) . ?
C12 C8 1.425(11) . ?
C12 C13 1.467(10) . ?
C14 C13 1.501(11) . ?
C14 H14D 0.9600 . ?
C14 H14E 0.9600 . ?
C14 H14F 0.9600 . ?
C11 C10 1.394(10) . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C19 C15 1.420(11) . ?
C19 C18 1.453(11) . ?
C21 H21D 0.9600 . ?
C21 H21E 0.9600 . ?
C21 H21F 0.9600 . ?
C15 H15 0.9300 . ?
C18 C17 1.403(12) . ?
C18 H18 0.9300 . ?
C8 H8 0.9300 . ?
C17 H17 0.9300 . ?
I7 C7 1.993(8) . ?
C7 C7 1.207(16) 2_776 ?

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 C2 I2 175.3(8) . . ?
C4 C3 I3 174.7(7) . . ?
C2 C1 I1 175.9(7) . . ?
C3 C4 I4 175.4(7) . . ?
C6 C5 I5 178.1(8) . . ?
C5 C6 I6 178.8(8) . . ?
C19A Fe1A C18A 41.6(3) . . ?
C19A Fe1A C12A 123.4(3) . . ?
C18A Fe1A C12A 160.6(3) . . ?
C19A Fe1A C11A 107.2(3) . . ?
C18A Fe1A C11A 123.3(3) . . ?
C12A Fe1A C11A 41.1(3) . . ?
C19A Fe1A C8A 160.9(3) . . ?
C18A Fe1A C8A 155.9(3) . . ?
C12A Fe1A C8A 41.9(3) . . ?
C11A Fe1A C8A 69.7(3) . . ?
C19A Fe1A C15A 41.2(3) . . ?
C18A Fe1A C15A 69.0(3) . . ?
C12A Fe1A C15A 107.9(3) . . ?
C11A Fe1A C15A 123.1(3) . . ?
C8A Fe1A C15A 123.7(3) . . ?
C19A Fe1A C10A 122.1(3) . . ?
C18A Fe1A C10A 106.8(3) . . ?
C12A Fe1A C10A 68.9(3) . . ?
C11A Fe1A C10A 40.9(3) . . ?
C8A Fe1A C10A 68.5(3) . . ?
C15A Fe1A C10A 159.1(3) . . ?
C19A Fe1A C17A 69.0(3) . . ?
C18A Fe1A C17A 40.6(4) . . ?
C12A Fe1A C17A 157.7(3) . . ?
C11A Fe1A C17A 159.6(4) . . ?
C8A Fe1A C17A 120.6(3) . . ?
C15A Fe1A C17A 68.0(3) . . ?
C10A Fe1A C17A 122.9(3) . . ?
C19A Fe1A C16A 68.6(3) . . ?
C18A Fe1A C16A 68.3(3) . . ?
C12A Fe1A C16A 122.4(3) . . ?
C11A Fe1A C16A 158.5(3) . . ?
C8A Fe1A C16A 107.1(3) . . ?
C15A Fe1A C16A 40.0(3) . . ?
C10A Fe1A C16A 159.2(3) . . ?
C17A Fe1A C16A 40.4(4) . . ?
C19A Fe1A C9A 157.8(3) . . ?
C18A Fe1A C9A 121.1(3) . . ?
C12A Fe1A C9A 68.7(3) . . ?
C11A Fe1A C9A 68.6(3) . . ?
C8A Fe1A C9A 40.1(3) . . ?
C15A Fe1A C9A 159.4(3) . . ?
C10A Fe1A C9A 40.5(4) . . ?
C17A Fe1A C9A 106.9(3) . . ?
C16A Fe1A C9A 123.3(3) . . ?
C11A C12A C13A 124.9(7) . . ?
C11A C12A C8A 107.7(7) . . ?
C13A C12A C8A 126.8(7) . . ?
C11A C12A Fe1A 69.8(4) . . ?
C13A C12A Fe1A 119.7(5) . . ?
C8A C12A Fe1A 69.4(4) . . ?
O2A C20A C19A 121.5(7) . . ?
O2A C20A C21A 119.8(7) . . ?
C19A C20A C21A 118.7(7) . . ?
C20A C21A H21A 109.5 . . ?
C20A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
C20A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C18A C17A C16A 107.7(7) . . ?
C18A C17A Fe1A 68.4(4) . . ?
C16A C17A Fe1A 69.7(5) . . ?
C18A C17A H17A 126.1 . . ?
C16A C17A H17A 126.1 . . ?
Fe1A C17A H17A 127.3 . . ?
C15A C19A C18A 107.2(7) . . ?
C15A C19A C20A 125.4(7) . . ?
C18A C19A C20A 127.2(7) . . ?
C15A C19A Fe1A 70.4(4) . . ?
C18A C19A Fe1A 69.6(4) . . ?
C20A C19A Fe1A 121.4(5) . . ?
C15A C16A C17A 108.7(7) . . ?
C15A C16A Fe1A 69.4(4) . . ?
C17A C16A Fe1A 69.9(4) . . ?
C15A C16A H16A 125.7 . . ?
C17A C16A H16A 125.7 . . ?
Fe1A C16A H16A 126.7 . . ?
O1A C13A C12A 121.3(7) . . ?
O1A C13A C14A 120.2(7) . . ?
C12A C13A C14A 118.6(7) . . ?
C13A C14A H14A 109.5 . . ?
C13A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C13A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C17A C18A C19A 108.0(7) . . ?
C17A C18A Fe1A 71.1(5) . . ?
C19A C18A Fe1A 68.8(4) . . ?
C17A C18A H18A 126.0 . . ?
C19A C18A H18A 126.0 . . ?
Fe1A C18A H18A 125.7 . . ?
C11A C10A C9A 108.2(7) . . ?
C11A C10A Fe1A 69.1(4) . . ?
C9A C10A Fe1A 70.1(4) . . ?
C11A C10A H10A 125.9 . . ?
C9A C10A H10A 125.9 . . ?
Fe1A C10A H10A 126.5 . . ?
C10A C11A C12A 107.5(7) . . ?
C10A C11A Fe1A 70.0(4) . . ?
C12A C11A Fe1A 69.1(4) . . ?
C10A C11A H11A 126.2 . . ?
C12A C11A H11A 126.2 . . ?
Fe1A C11A H11A 126.3 . . ?
C8A C9A C10A 109.0(7) . . ?
C8A C9A Fe1A 69.0(5) . . ?
C10A C9A Fe1A 69.4(4) . . ?
C8A C9A H9A 125.5 . . ?
C10A C9A H9A 125.5 . . ?
Fe1A C9A H9A 127.6 . . ?
C16A C15A C19A 108.4(7) . . ?
C16A C15A Fe1A 70.6(4) . . ?
C19A C15A Fe1A 68.4(4) . . ?
C16A C15A H15A 125.8 . . ?
C19A C15A H15A 125.8 . . ?
Fe1A C15A H15A 126.7 . . ?
C9A C8A C12A 107.5(7) . . ?
C9A C8A Fe1A 70.8(5) . . ?
C12A C8A Fe1A 68.7(4) . . ?
C9A C8A H8A 126.2 . . ?
C12A C8A H8A 126.2 . . ?
Fe1A C8A H8A 125.8 . . ?
C8 Fe1 C19 160.5(3) . . ?
C8 Fe1 C11 69.2(3) . . ?
C19 Fe1 C11 109.3(3) . . ?
C8 Fe1 C18 155.5(3) . . ?
C19 Fe1 C18 41.9(3) . . ?
C11 Fe1 C18 123.5(3) . . ?
C8 Fe1 C15 123.1(3) . . ?
C19 Fe1 C15 40.9(3) . . ?
C11 Fe1 C15 125.4(3) . . ?
C18 Fe1 C15 69.3(3) . . ?
C8 Fe1 C12 41.1(3) . . ?
C19 Fe1 C12 125.0(3) . . ?
C11 Fe1 C12 41.1(3) . . ?
C18 Fe1 C12 161.4(3) . . ?
C15 Fe1 C12 109.4(3) . . ?
C8 Fe1 C10 68.8(3) . . ?
C19 Fe1 C10 123.3(3) . . ?
C11 Fe1 C10 39.9(3) . . ?
C18 Fe1 C10 106.5(3) . . ?
C15 Fe1 C10 160.4(3) . . ?
C12 Fe1 C10 68.1(3) . . ?
C8 Fe1 C16 106.1(4) . . ?
C19 Fe1 C16 68.6(3) . . ?
C11 Fe1 C16 161.0(3) . . ?
C18 Fe1 C16 68.4(4) . . ?
C15 Fe1 C16 40.6(3) . . ?
C12 Fe1 C16 123.4(3) . . ?
C10 Fe1 C16 157.3(3) . . ?
C8 Fe1 C9 40.8(3) . . ?
C19 Fe1 C9 158.1(3) . . ?
C11 Fe1 C9 67.6(3) . . ?
C18 Fe1 C9 120.2(3) . . ?
C15 Fe1 C9 158.6(3) . . ?
C12 Fe1 C9 67.9(3) . . ?
C10 Fe1 C9 40.2(3) . . ?
C16 Fe1 C9 121.7(4) . . ?
C8 Fe1 C17 120.6(3) . . ?
C19 Fe1 C17 68.3(3) . . ?
C11 Fe1 C17 158.2(3) . . ?
C18 Fe1 C17 40.1(3) . . ?
C15 Fe1 C17 67.9(3) . . ?
C12 Fe1 C17 158.0(3) . . ?
C10 Fe1 C17 122.0(3) . . ?
C16 Fe1 C17 40.2(4) . . ?
C9 Fe1 C17 106.1(3) . . ?
O2 C20 C19 120.9(7) . . ?
O2 C20 C21 120.3(7) . . ?
C19 C20 C21 118.8(7) . . ?
C17 C16 C15 107.7(7) . . ?
C17 C16 Fe1 69.9(5) . . ?
C15 C16 Fe1 69.1(4) . . ?
C17 C16 H16 126.2 . . ?
C15 C16 H16 126.2 . . ?
Fe1 C16 H16 126.4 . . ?
C10 C9 C8 108.6(7) . . ?
C10 C9 Fe1 69.6(4) . . ?
C8 C9 Fe1 68.2(4) . . ?
C10 C9 H9 125.7 . . ?
C8 C9 H9 125.7 . . ?
Fe1 C9 H9 128.0 . . ?
C11 C12 C8 107.5(7) . . ?
C11 C12 C13 125.4(7) . . ?
C8 C12 C13 126.9(7) . . ?
C11 C12 Fe1 69.2(4) . . ?
C8 C12 Fe1 68.7(4) . . ?
C13 C12 Fe1 123.9(5) . . ?
C13 C14 H14D 109.5 . . ?
C13 C14 H14E 109.5 . . ?
H14D C14 H14E 109.5 . . ?
C13 C14 H14F 109.5 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
C10 C11 C12 108.3(7) . . ?
C10 C11 Fe1 70.6(4) . . ?
C12 C11 Fe1 69.6(4) . . ?
C10 C11 H11 125.8 . . ?
C12 C11 H11 125.8 . . ?
Fe1 C11 H11 125.5 . . ?
C11 C10 C9 108.4(7) . . ?
C11 C10 Fe1 69.5(4) . . ?
C9 C10 Fe1 70.1(4) . . ?
C11 C10 H10 125.8 . . ?
C9 C10 H10 125.8 . . ?
Fe1 C10 H10 126.1 . . ?
O1 C13 C12 121.1(7) . . ?
O1 C13 C14 121.4(7) . . ?
C12 C13 C14 117.5(7) . . ?
C15 C19 C18 107.7(7) . . ?
C15 C19 C20 126.1(7) . . ?
C18 C19 C20 125.8(7) . . ?
C15 C19 Fe1 70.1(4) . . ?
C18 C19 Fe1 69.5(4) . . ?
C20 C19 Fe1 120.1(5) . . ?
C20 C21 H21D 109.5 . . ?
C20 C21 H21E 109.5 . . ?
H21D C21 H21E 109.5 . . ?
C20 C21 H21F 109.5 . . ?
H21D C21 H21F 109.5 . . ?
H21E C21 H21F 109.5 . . ?
C16 C15 C19 108.1(7) . . ?
C16 C15 Fe1 70.3(4) . . ?
C19 C15 Fe1 69.0(4) . . ?
C16 C15 H15 126.0 . . ?
C19 C15 H15 126.0 . . ?
Fe1 C15 H15 126.3 . . ?
C17 C18 C19 106.7(7) . . ?
C17 C18 Fe1 70.7(5) . . ?
C19 C18 Fe1 68.6(4) . . ?
C17 C18 H18 126.6 . . ?
C19 C18 H18 126.6 . . ?
Fe1 C18 H18 125.7 . . ?
C9 C8 C12 107.1(7) . . ?
C9 C8 Fe1 71.0(4) . . ?
C12 C8 Fe1 70.2(4) . . ?
C9 C8 H8 126.4 . . ?
C12 C8 H8 126.4 . . ?
Fe1 C8 H8 124.0 . . ?
C18 C17 C16 109.8(8) . . ?
C18 C17 Fe1 69.3(4) . . ?
C16 C17 Fe1 70.0(5) . . ?
C18 C17 H17 125.1 . . ?
C16 C17 H17 125.1 . . ?
Fe1 C17 H17 127.3 . . ?
C7 C7 I7 179.2(11) 2_776 . ?

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
O2A C20A C19A C15A 11.3(11) . . . . ?
C21A C20A C19A C15A -167.5(7) . . . . ?
O2A C20A C19A C18A -174.2(7) . . . . ?
C21A C20A C19A C18A 6.9(11) . . . . ?
O2A C20A C19A Fe1A 98.6(8) . . . . ?
C21A C20A C19A Fe1A -80.3(8) . . . . ?
C18A C17A C16A C15A -0.7(9) . . . . ?
Fe1A C17A C16A C15A -58.7(5) . . . . ?
C18A C17A C16A Fe1A 57.9(5) . . . . ?
C11A C12A C13A O1A 14.8(11) . . . . ?
C8A C12A C13A O1A -174.7(7) . . . . ?
Fe1A C12A C13A O1A 99.8(8) . . . . ?
C11A C12A C13A C14A -165.7(8) . . . . ?
C8A C12A C13A C14A 4.8(12) . . . . ?
Fe1A C12A C13A C14A -80.6(9) . . . . ?
C16A C17A C18A C19A 0.3(8) . . . . ?
Fe1A C17A C18A C19A 59.1(5) . . . . ?
C16A C17A C18A Fe1A -58.8(5) . . . . ?
C15A C19A C18A C17A 0.2(8) . . . . ?
C20A C19A C18A C17A -175.0(7) . . . . ?
Fe1A C19A C18A C17A -60.5(5) . . . . ?
C15A C19A C18A Fe1A 60.7(5) . . . . ?
C20A C19A C18A Fe1A -114.5(7) . . . . ?
C9A C10A C11A C12A 0.3(8) . . . . ?
Fe1A C10A C11A C12A -59.1(5) . . . . ?
C9A C10A C11A Fe1A 59.4(5) . . . . ?
C13A C12A C11A C10A 172.4(7) . . . . ?
C8A C12A C11A C10A 0.4(8) . . . . ?
Fe1A C12A C11A C10A 59.7(5) . . . . ?
C13A C12A C11A Fe1A 112.8(7) . . . . ?
C8A C12A C11A Fe1A -59.2(5) . . . . ?
C11A C10A C9A C8A -0.9(9) . . . . ?
Fe1A C10A C9A C8A 57.8(5) . . . . ?
C11A C10A C9A Fe1A -58.7(5) . . . . ?
C17A C16A C15A C19A 0.9(8) . . . . ?
Fe1A C16A C15A C19A -58.1(5) . . . . ?
C17A C16A C15A Fe1A 59.0(5) . . . . ?
C18A C19A C15A C16A -0.7(8) . . . . ?
C20A C19A C15A C16A 174.7(7) . . . . ?
Fe1A C19A C15A C16A 59.5(5) . . . . ?
C18A C19A C15A Fe1A -60.2(5) . . . . ?
C20A C19A C15A Fe1A 115.2(7) . . . . ?
C10A C9A C8A C12A 1.2(8) . . . . ?
Fe1A C9A C8A C12A 59.2(5) . . . . ?
C10A C9A C8A Fe1A -58.0(5) . . . . ?
C11A C12A C8A C9A -1.0(8) . . . . ?
C13A C12A C8A C9A -172.8(7) . . . . ?
Fe1A C12A C8A C9A -60.5(5) . . . . ?
C11A C12A C8A Fe1A 59.5(5) . . . . ?
C13A C12A C8A Fe1A -112.3(7) . . . . ?
C8 C12 C11 C10 2.1(8) . . . . ?
C13 C12 C11 C10 177.8(7) . . . . ?
Fe1 C12 C11 C10 60.3(5) . . . . ?
C8 C12 C11 Fe1 -58.2(5) . . . . ?
C13 C12 C11 Fe1 117.5(7) . . . . ?
C12 C11 C10 C9 -0.1(9) . . . . ?
Fe1 C11 C10 C9 59.6(5) . . . . ?
C12 C11 C10 Fe1 -59.6(5) . . . . ?
C8 C9 C10 C11 -2.0(9) . . . . ?
Fe1 C9 C10 C11 -59.2(5) . . . . ?
C8 C9 C10 Fe1 57.2(5) . . . . ?
C11 C12 C13 O1 15.9(12) . . . . ?
C8 C12 C13 O1 -169.2(8) . . . . ?
Fe1 C12 C13 O1 103.2(8) . . . . ?
C11 C12 C13 C14 -164.6(7) . . . . ?
C8 C12 C13 C14 10.3(11) . . . . ?
Fe1 C12 C13 C14 -77.3(9) . . . . ?
O2 C20 C19 C15 10.0(11) . . . . ?
C21 C20 C19 C15 -170.6(7) . . . . ?
O2 C20 C19 C18 -178.3(7) . . . . ?
C21 C20 C19 C18 1.1(11) . . . . ?
O2 C20 C19 Fe1 96.3(8) . . . . ?
C21 C20 C19 Fe1 -84.3(8) . . . . ?
C17 C16 C15 C19 0.6(9) . . . . ?
Fe1 C16 C15 C19 -58.8(5) . . . . ?
C17 C16 C15 Fe1 59.5(6) . . . . ?
C18 C19 C15 C16 0.1(8) . . . . ?
C20 C19 C15 C16 173.0(7) . . . . ?
Fe1 C19 C15 C16 59.6(5) . . . . ?
C18 C19 C15 Fe1 -59.6(5) . . . . ?
C20 C19 C15 Fe1 113.4(7) . . . . ?
C15 C19 C18 C17 -0.7(8) . . . . ?
C20 C19 C18 C17 -173.7(7) . . . . ?
Fe1 C19 C18 C17 -60.7(5) . . . . ?
C15 C19 C18 Fe1 60.0(5) . . . . ?
C20 C19 C18 Fe1 -113.0(7) . . . . ?
C10 C9 C8 C12 3.2(9) . . . . ?
Fe1 C9 C8 C12 61.3(5) . . . . ?
C10 C9 C8 Fe1 -58.0(5) . . . . ?
C11 C12 C8 C9 -3.2(8) . . . . ?
C13 C12 C8 C9 -178.9(7) . . . . ?
Fe1 C12 C8 C9 -61.8(5) . . . . ?
C11 C12 C8 Fe1 58.5(5) . . . . ?
C13 C12 C8 Fe1 -117.1(7) . . . . ?
C19 C18 C17 C16 1.1(9) . . . . ?
Fe1 C18 C17 C16 -58.3(6) . . . . ?
C19 C18 C17 Fe1 59.4(5) . . . . ?
C15 C16 C17 C18 -1.1(10) . . . . ?
Fe1 C16 C17 C18 57.9(6) . . . . ?
C15 C16 C17 Fe1 -59.0(6) . . . . ?

# start Validation Reply Form
_vrf_PLAT971_p1                  
;
PROBLEM: Check Calcd Residual Density  1.23A From      I3       2.77 eA-3  
RESPONSE:  The high value of residual density in vicinity of I3
is the consequence of 
;
# end Validation Reply Form


_refine_diff_density_max         2.939
_refine_diff_density_min         -1.464
_refine_diff_density_rms         0.256

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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 1528251'
_audit_update_record             
;
2017-06-26 deposited with the CCDC.
2017-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
'4-Ferrocenylethynyl-[2, 2]paracyclophane   1,4-bis(iodoethynyl)benzene'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H24 Fe, C10 H4 I2'
_chemical_formula_sum            'C38 H28 Fe I2'
_chemical_formula_weight         794.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.911(2)
_cell_length_b                   12.556(3)
_cell_length_c                   14.111(3)
_cell_angle_alpha                112.72(3)
_cell_angle_beta                 92.88(3)
_cell_angle_gamma                104.63(3)
_cell_volume                     1545.6(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1219
_cell_measurement_theta_min      3
_cell_measurement_theta_max      25

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   0.510
_exptl_transmission_factor_max   0.736
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    2.511
_shelx_estimated_absorpt_T_min   0.510
_shelx_estimated_absorpt_T_max   0.736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(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            15967
_diffrn_reflns_av_unetI/netI     0.2047
_diffrn_reflns_av_R_equivalents  0.1964
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.057
_diffrn_reflns_theta_max         28.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             8137
_reflns_number_gt                4385
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_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          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0722P)²+1.9056P] 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         8137
_refine_ls_number_parameters     387
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1363
_refine_ls_R_factor_gt           0.0717
_refine_ls_wR_factor_ref         0.2064
_refine_ls_wR_factor_gt          0.1712
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.001
_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
Fe1 Fe 0.57893(11) 0.26515(7) 0.27823(7) 0.0472(3) Uani 1 1 d . . . . .
C1 C 0.3737(13) 0.1805(10) -0.1704(16) 0.058(3) Uiso 0.56(3) 1 d D . P A 1
H1A H 0.3763 0.1547 -0.2444 0.070 Uiso 0.56(3) 1 calc R U P A 1
H1B H 0.4415 0.1523 -0.1420 0.070 Uiso 0.56(3) 1 calc R U P A 1
C2 C 0.4186(13) 0.3205(10) -0.1176(15) 0.064(3) Uiso 0.56(3) 1 d D . P A 1
H2A H 0.4999 0.3487 -0.0636 0.077 Uiso 0.56(3) 1 calc R U P A 1
H2B H 0.4475 0.3515 -0.1689 0.077 Uiso 0.56(3) 1 calc R U P A 1
C1' C 0.395(2) 0.1832(12) -0.129(2) 0.058(3) Uiso 0.44(3) 1 d D . P A 2
H1'A H 0.4353 0.1607 -0.0786 0.070 Uiso 0.44(3) 1 calc R U P A 2
H1'B H 0.4364 0.1546 -0.1919 0.070 Uiso 0.44(3) 1 calc R U P A 2
C2' C 0.4291(13) 0.3227(13) -0.085(2) 0.064(3) Uiso 0.44(3) 1 d D . P A 2
H2'A H 0.4908 0.3573 -0.0185 0.077 Uiso 0.44(3) 1 calc R U P A 2
H2'B H 0.4813 0.3505 -0.1318 0.077 Uiso 0.44(3) 1 calc R U P A 2
C3 C 0.3046(8) 0.3712(5) -0.0703(6) 0.065(2) Uani 1 1 d D . . . .
C4 C 0.2640(10) 0.3897(5) 0.0251(5) 0.060(2) Uani 1 1 d . . . . .
H4 H 0.3303 0.4049 0.0813 0.072 Uiso 0.4 1 calc R U P B 2
C5 C 0.1271(10) 0.3860(6) 0.0386(5) 0.0563(19) Uani 1 1 d . . . . .
H5 H 0.1017 0.3982 0.1037 0.068 Uiso 1 1 calc R U . . .
C6 C 0.0256(12) 0.3644(6) -0.0439(7) 0.073(3) Uani 1 1 d . . . . .
C7 C 0.0742(12) 0.3733(6) -0.1303(6) 0.071(3) Uani 1 1 d . . . . .
H7 H 0.0130 0.3755 -0.1813 0.085 Uiso 1 1 calc R U . . .
C8 C 0.2120(12) 0.3792(6) -0.1430(6) 0.069(3) Uani 1 1 d . . . . .
H8 H 0.2439 0.3887 -0.2010 0.083 Uiso 1 1 calc R U . . .
C9 C -0.1280(11) 0.3074(8) -0.0494(9) 0.092(3) Uani 1 1 d . . . . .
H9A H -0.1827 0.3363 -0.0878 0.111 Uiso 1 1 calc R U . . .
H9B H -0.1501 0.3333 0.0207 0.111 Uiso 1 1 calc R U . . .
C10 C -0.1742(11) 0.1673(8) -0.1018(9) 0.090(3) Uani 1 1 d . . . . .
H10A H -0.2199 0.1368 -0.0544 0.108 Uiso 1 1 calc R U . . .
H10B H -0.2434 0.1399 -0.1638 0.108 Uiso 1 1 calc R U . . .
C11 C -0.0555(11) 0.1144(6) -0.1318(7) 0.070(2) Uani 1 1 d . . . . .
C12 C 0.0373(11) 0.1077(5) -0.0585(6) 0.062(2) Uani 1 1 d . . . . .
H12 H 0.0052 0.0998 -0.0001 0.074 Uiso 1 1 calc R U . . .
C13 C 0.1768(10) 0.1125(6) -0.0702(6) 0.059(2) Uani 1 1 d . . . . .
H13 H 0.2360 0.1086 -0.0191 0.071 Uiso 0.6 1 calc R U P C 1
C14 C 0.2293(10) 0.1229(6) -0.1561(6) 0.069(2) Uani 1 1 d D . . . .
C15 C 0.1237(15) 0.1013(6) -0.2394(6) 0.081(3) Uani 1 1 d . . . . .
H15 H 0.1485 0.0907 -0.3044 0.097 Uiso 1 1 calc R U . . .
C16 C -0.0116(12) 0.0959(6) -0.2261(7) 0.074(3) Uani 1 1 d . . . . .
H16 H -0.0775 0.0789 -0.2831 0.089 Uiso 1 1 calc R U . . .
C19 C 0.5461(11) 0.4079(6) 0.2583(6) 0.065(2) Uani 1 1 d . U . . .
H19 H 0.4840 0.4043 0.2002 0.078 Uiso 0.4 1 calc R U P D 2
C20 C 0.5090(9) 0.4104(5) 0.3508(6) 0.0582(19) Uani 1 1 d . . . . .
H20 H 0.4200 0.4092 0.3692 0.070 Uiso 1 1 calc R U . . .
C21 C 0.6263(10) 0.4148(6) 0.4141(6) 0.061(2) Uani 1 1 d . . . . .
H21 H 0.6266 0.4160 0.4804 0.073 Uiso 1 1 calc R U . . .
C22 C 0.7427(9) 0.4172(7) 0.3619(7) 0.069(2) Uani 1 1 d . . . . .
H22 H 0.8335 0.4215 0.3867 0.083 Uiso 1 1 calc R U . . .
C23 C 0.6927(13) 0.4114(6) 0.2613(8) 0.085(3) Uani 1 1 d . U . . .
H23 H 0.7455 0.4102 0.2085 0.102 Uiso 1 1 calc R U . . .
C24 C 0.4482(13) 0.1115(6) 0.1652(7) 0.086(3) Uani 1 1 d . . . . .
H24 H 0.3800 0.1042 0.1086 0.103 Uiso 0.6 1 calc R U P E 1
C25 C 0.4239(11) 0.1154(7) 0.2603(7) 0.069(2) Uani 1 1 d . . . . .
H25 H 0.3374 0.1146 0.2831 0.083 Uiso 1 1 calc R U . . .
C26 C 0.5402(12) 0.1204(7) 0.3174(8) 0.074(2) Uani 1 1 d . . . . .
H26 H 0.5452 0.1229 0.3843 0.089 Uiso 1 1 calc R U . . .
C27 C 0.6468(10) 0.1212(7) 0.2639(8) 0.073(2) Uani 1 1 d . . . . .
H27 H 0.7379 0.1255 0.2881 0.087 Uiso 1 1 calc R U . . .
C28 C 0.6011(15) 0.1146(7) 0.1639(8) 0.093(4) Uani 1 1 d . . . . .
H28 H 0.6532 0.1126 0.1106 0.112 Uiso 1 1 calc R U . . .
C17 C 0.3621(14) 0.3973(9) 0.1076(8) 0.048(3) Uani 0.6 1 d . . P F 1
C18 C 0.4385(17) 0.3995(9) 0.1738(9) 0.059(3) Uani 0.6 1 d . . P F 1
C17A C 0.282(3) 0.1139(14) 0.0120(13) 0.067(6) Uani 0.4 1 d . . P G 2
C18A C 0.355(3) 0.1132(16) 0.0788(15) 0.067(6) Uani 0.4 1 d . . P G 2
I1 I 0.32374(7) 1.28515(4) 0.55878(4) 0.0664(2) Uani 1 1 d . . . . .
I2 I 0.06388(6) 0.20871(4) 0.26377(4) 0.0652(2) Uani 1 1 d . . . . .
C29 C 0.2845(9) 1.1076(6) 0.5065(5) 0.0560(19) Uani 1 1 d . . . . .
C30 C 0.2610(9) 1.0016(6) 0.4794(5) 0.0554(18) Uani 1 1 d . . . . .
C31 C 0.2320(9) 0.8726(6) 0.4430(5) 0.0503(17) Uani 1 1 d . . . . .
C32 C 0.1185(10) 0.8104(6) 0.4734(6) 0.063(2) Uani 1 1 d . . . . .
H32 H 0.0636 0.8523 0.5158 0.075 Uiso 1 1 calc R U . . .
C33 C 0.0860(10) 0.6860(7) 0.4410(6) 0.065(2) Uani 1 1 d . . . . .
H33 H 0.0107 0.6455 0.4630 0.078 Uiso 1 1 calc R U . . .
C34 C 0.1654(8) 0.6216(6) 0.3757(5) 0.0495(16) Uani 1 1 d . . . . .
C35 C 0.2759(9) 0.6855(6) 0.3446(6) 0.0578(18) Uani 1 1 d . . . . .
H35 H 0.3302 0.6444 0.3007 0.069 Uiso 1 1 calc R U . . .
C36 C 0.3069(10) 0.8078(6) 0.3770(6) 0.062(2) Uani 1 1 d . . . . .
H36 H 0.3808 0.8480 0.3537 0.074 Uiso 1 1 calc R U . . .
C37 C 0.1340(8) 0.4935(6) 0.3423(5) 0.0520(17) Uani 1 1 d . . . . .
C38 C 0.1082(9) 0.3867(6) 0.3150(5) 0.0539(17) 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 C23 2.005(8) . ?
Fe1 C19 2.018(7) . ?
Fe1 C27 2.026(8) . ?
Fe1 C21 2.027(7) . ?
Fe1 C24 2.025(7) . ?
Fe1 C20 2.030(7) . ?
Fe1 C28 2.029(7) . ?
Fe1 C25 2.024(8) . ?
Fe1 C22 2.043(8) . ?
Fe1 C26 2.050(9) . ?
C1 C14 1.494(4) . ?
C1 C2 1.551(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.495(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C1' C2' 1.551(4) . ?
C1' C14 1.58(2) . ?
C1' H1'A 0.9700 . ?
C1' H1'B 0.9700 . ?
C2' C3 1.498(4) . ?
C2' H2'A 0.9700 . ?
C2' H2'B 0.9700 . ?
C3 C4 1.375(10) . ?
C3 C8 1.392(12) . ?
C4 C5 1.371(12) . ?
C4 C17 1.436(14) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(12) . ?
C5 H5 0.9300 . ?
C6 C7 1.368(13) . ?
C6 C9 1.494(15) . ?
C7 C8 1.374(14) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.552(12) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.493(14) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C16 1.373(13) . ?
C11 C12 1.390(13) . ?
C12 C13 1.389(12) . ?
C12 H12 0.9300 . ?
C13 C14 1.381(11) . ?
C13 C17A 1.51(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.428(14) . ?
C15 C16 1.351(15) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C19 C20 1.365(12) . ?
C19 C23 1.441(15) . ?
C19 C18 1.513(16) . ?
C19 H19 0.9800 . ?
C20 C21 1.405(12) . ?
C20 H20 0.9300 . ?
C21 C22 1.400(13) . ?
C21 H21 0.9300 . ?
C22 C23 1.447(14) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.359(13) . ?
C24 C18A 1.50(2) . ?
C24 C28 1.508(16) . ?
C24 H24 0.9800 . ?
C25 C26 1.347(14) . ?
C25 H25 0.9300 . ?
C26 C27 1.330(13) . ?
C26 H26 0.9300 . ?
C27 C28 1.424(15) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C17 C18 1.160(17) . ?
C17A C18A 1.16(3) . ?
I1 C29 1.982(6) . ?
I2 C38 1.984(7) . ?
C29 C30 1.188(9) . ?
C30 C31 1.442(9) . ?
C31 C36 1.367(11) . ?
C31 C32 1.386(11) . ?
C32 C33 1.390(11) . ?
C32 H32 0.9300 . ?
C33 C34 1.393(11) . ?
C33 H33 0.9300 . ?
C34 C35 1.383(11) . ?
C34 C37 1.432(9) . ?
C35 C36 1.366(10) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 C38 1.196(9) . ?

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
C23 Fe1 C19 42.0(4) . . ?
C23 Fe1 C27 124.7(4) . . ?
C19 Fe1 C27 162.7(4) . . ?
C23 Fe1 C21 68.6(4) . . ?
C19 Fe1 C21 68.0(3) . . ?
C27 Fe1 C21 121.6(4) . . ?
C23 Fe1 C24 127.1(4) . . ?
C19 Fe1 C24 108.7(3) . . ?
C27 Fe1 C24 69.3(4) . . ?
C21 Fe1 C24 154.4(5) . . ?
C23 Fe1 C20 68.4(4) . . ?
C19 Fe1 C20 39.4(3) . . ?
C27 Fe1 C20 156.8(4) . . ?
C21 Fe1 C20 40.5(3) . . ?
C24 Fe1 C20 120.7(4) . . ?
C23 Fe1 C28 109.2(4) . . ?
C19 Fe1 C28 125.5(4) . . ?
C27 Fe1 C28 41.1(4) . . ?
C21 Fe1 C28 158.9(5) . . ?
C24 Fe1 C28 43.7(5) . . ?
C20 Fe1 C28 159.9(5) . . ?
C23 Fe1 C25 162.8(5) . . ?
C19 Fe1 C25 124.5(4) . . ?
C27 Fe1 C25 65.4(4) . . ?
C21 Fe1 C25 120.1(4) . . ?
C24 Fe1 C25 39.2(4) . . ?
C20 Fe1 C25 107.8(4) . . ?
C28 Fe1 C25 68.3(4) . . ?
C23 Fe1 C22 41.9(4) . . ?
C19 Fe1 C22 69.9(3) . . ?
C27 Fe1 C22 107.3(4) . . ?
C21 Fe1 C22 40.2(4) . . ?
C24 Fe1 C22 164.8(5) . . ?
C20 Fe1 C22 68.5(3) . . ?
C28 Fe1 C22 124.0(5) . . ?
C25 Fe1 C22 154.0(4) . . ?
C23 Fe1 C26 157.7(5) . . ?
C19 Fe1 C26 158.2(4) . . ?
C27 Fe1 C26 38.1(4) . . ?
C21 Fe1 C26 106.4(4) . . ?
C24 Fe1 C26 66.8(4) . . ?
C20 Fe1 C26 122.8(4) . . ?
C28 Fe1 C26 67.2(4) . . ?
C25 Fe1 C26 38.6(4) . . ?
C22 Fe1 C26 120.3(4) . . ?
C14 C1 C2 113.4(9) . . ?
C14 C1 H1A 108.9 . . ?
C2 C1 H1A 108.9 . . ?
C14 C1 H1B 108.9 . . ?
C2 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C3 C2 C1 113.8(9) . . ?
C3 C2 H2A 108.8 . . ?
C1 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C2' C1' C14 109.8(13) . . ?
C2' C1' H1'A 109.7 . . ?
C14 C1' H1'A 109.7 . . ?
C2' C1' H1'B 109.7 . . ?
C14 C1' H1'B 109.7 . . ?
H1'A C1' H1'B 108.2 . . ?
C3 C2' C1' 116.0(12) . . ?
C3 C2' H2'A 108.3 . . ?
C1' C2' H2'A 108.3 . . ?
C3 C2' H2'B 108.3 . . ?
C1' C2' H2'B 108.3 . . ?
H2'A C2' H2'B 107.4 . . ?
C4 C3 C8 116.1(8) . . ?
C4 C3 C2 130.3(11) . . ?
C8 C3 C2 112.4(10) . . ?
C4 C3 C2' 113.1(12) . . ?
C8 C3 C2' 129.6(12) . . ?
C5 C4 C3 121.0(8) . . ?
C5 C4 C17 119.7(8) . . ?
C3 C4 C17 118.9(9) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.9(7) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C5 116.6(10) . . ?
C7 C6 C9 119.8(9) . . ?
C5 C6 C9 122.2(9) . . ?
C8 C7 C6 121.0(9) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C3 120.9(7) . . ?
C7 C8 H8 119.5 . . ?
C3 C8 H8 119.5 . . ?
C6 C9 C10 113.8(9) . . ?
C6 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C6 C9 H9B 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C11 C10 C9 114.1(8) . . ?
C11 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C16 C11 C12 114.9(9) . . ?
C16 C11 C10 121.8(9) . . ?
C12 C11 C10 121.7(9) . . ?
C13 C12 C11 121.8(8) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C14 121.4(7) . . ?
C12 C13 C17A 122.7(12) . . ?
C14 C13 C17A 115.9(12) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C13 C14 C15 114.4(8) . . ?
C13 C14 C1 132.1(11) . . ?
C15 C14 C1 111.6(11) . . ?
C13 C14 C1' 110.7(12) . . ?
C15 C14 C1' 133.4(12) . . ?
C16 C15 C14 121.6(7) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C11 122.7(9) . . ?
C15 C16 H16 118.7 . . ?
C11 C16 H16 118.7 . . ?
C20 C19 C23 107.8(8) . . ?
C20 C19 C18 120.7(10) . . ?
C23 C19 C18 131.5(10) . . ?
C20 C19 Fe1 70.8(4) . . ?
C23 C19 Fe1 68.5(4) . . ?
C18 C19 Fe1 124.9(6) . . ?
C20 C19 H19 126.1 . . ?
C23 C19 H19 126.1 . . ?
Fe1 C19 H19 126.1 . . ?
C19 C20 C21 109.4(8) . . ?
C19 C20 Fe1 69.8(4) . . ?
C21 C20 Fe1 69.6(4) . . ?
C19 C20 H20 125.3 . . ?
C21 C20 H20 125.3 . . ?
Fe1 C20 H20 126.9 . . ?
C20 C21 C22 109.5(7) . . ?
C20 C21 Fe1 69.9(4) . . ?
C22 C21 Fe1 70.5(4) . . ?
C20 C21 H21 125.2 . . ?
C22 C21 H21 125.2 . . ?
Fe1 C21 H21 126.0 . . ?
C21 C22 C23 105.9(8) . . ?
C21 C22 Fe1 69.3(4) . . ?
C23 C22 Fe1 67.7(4) . . ?
C21 C22 H22 127.0 . . ?
C23 C22 H22 127.0 . . ?
Fe1 C22 H22 127.5 . . ?
C19 C23 C22 107.3(7) . . ?
C19 C23 Fe1 69.5(4) . . ?
C22 C23 Fe1 70.5(4) . . ?
C19 C23 H23 126.3 . . ?
C22 C23 H23 126.3 . . ?
Fe1 C23 H23 125.3 . . ?
C25 C24 C18A 131.2(15) . . ?
C25 C24 C28 104.8(8) . . ?
C18A C24 C28 123.9(14) . . ?
C25 C24 Fe1 70.3(4) . . ?
C18A C24 Fe1 121.9(8) . . ?
C28 C24 Fe1 68.3(5) . . ?
C25 C24 H24 127.5 . . ?
C28 C24 H24 127.5 . . ?
Fe1 C24 H24 127.5 . . ?
C26 C25 C24 111.9(10) . . ?
C26 C25 Fe1 71.8(5) . . ?
C24 C25 Fe1 70.4(5) . . ?
C26 C25 H25 124.1 . . ?
C24 C25 H25 124.1 . . ?
Fe1 C25 H25 125.3 . . ?
C27 C26 C25 109.7(10) . . ?
C27 C26 Fe1 70.0(5) . . ?
C25 C26 Fe1 69.6(5) . . ?
C27 C26 H26 125.1 . . ?
C25 C26 H26 125.1 . . ?
Fe1 C26 H26 126.9 . . ?
C26 C27 C28 110.1(10) . . ?
C26 C27 Fe1 71.9(5) . . ?
C28 C27 Fe1 69.5(5) . . ?
C26 C27 H27 125.0 . . ?
C28 C27 H27 125.0 . . ?
Fe1 C27 H27 125.1 . . ?
C27 C28 C24 103.5(8) . . ?
C27 C28 Fe1 69.4(4) . . ?
C24 C28 Fe1 68.0(4) . . ?
C27 C28 H28 128.3 . . ?
C24 C28 H28 128.3 . . ?
Fe1 C28 H28 125.9 . . ?
C18 C17 C4 177.6(12) . . ?
C17 C18 C19 176.1(14) . . ?
C18A C17A C13 175(3) . . ?
C17A C18A C24 179(3) . . ?
C30 C29 I1 177.3(6) . . ?
C29 C30 C31 178.1(7) . . ?
C36 C31 C32 118.3(6) . . ?
C36 C31 C30 123.5(7) . . ?
C32 C31 C30 118.1(7) . . ?
C31 C32 C33 120.6(8) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C32 C33 C34 120.4(8) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C35 C34 C33 117.8(6) . . ?
C35 C34 C37 121.1(7) . . ?
C33 C34 C37 121.1(7) . . ?
C36 C35 C34 121.3(7) . . ?
C36 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C31 C36 C35 121.6(7) . . ?
C31 C36 H36 119.2 . . ?
C35 C36 H36 119.2 . . ?
C38 C37 C34 179.6(8) . . ?
C37 C38 I2 177.7(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 C1 C2 C3 -5.0(17) . . . . ?
C14 C1' C2' C3 4(2) . . . . ?
C1 C2 C3 C4 83.6(14) . . . . ?
C1 C2 C3 C8 -83.5(12) . . . . ?
C1' C2' C3 C4 87.6(16) . . . . ?
C1' C2' C3 C8 -79.7(18) . . . . ?
C8 C3 C4 C5 15.6(9) . . . . ?
C2 C3 C4 C5 -151.1(9) . . . . ?
C2' C3 C4 C5 -153.6(8) . . . . ?
C8 C3 C4 C17 -172.5(7) . . . . ?
C2 C3 C4 C17 20.8(12) . . . . ?
C3 C4 C5 C6 -0.5(10) . . . . ?
C17 C4 C5 C6 -172.4(7) . . . . ?
C4 C5 C6 C7 -13.8(10) . . . . ?
C4 C5 C6 C9 152.7(8) . . . . ?
C5 C6 C7 C8 12.6(10) . . . . ?
C9 C6 C7 C8 -154.2(8) . . . . ?
C6 C7 C8 C3 2.7(11) . . . . ?
C4 C3 C8 C7 -16.8(10) . . . . ?
C2 C3 C8 C7 152.3(8) . . . . ?
C2' C3 C8 C7 150.3(10) . . . . ?
C7 C6 C9 C10 78.7(12) . . . . ?
C5 C6 C9 C10 -87.4(11) . . . . ?
C6 C9 C10 C11 3.4(14) . . . . ?
C9 C10 C11 C16 -87.2(11) . . . . ?
C9 C10 C11 C12 77.4(12) . . . . ?
C16 C11 C12 C13 15.4(9) . . . . ?
C10 C11 C12 C13 -150.2(7) . . . . ?
C11 C12 C13 C14 -0.7(10) . . . . ?
C11 C12 C13 C17A 175.8(9) . . . . ?
C12 C13 C14 C15 -13.2(9) . . . . ?
C17A C13 C14 C15 170.1(8) . . . . ?
C12 C13 C14 C1 149.5(10) . . . . ?
C12 C13 C14 C1' 154.7(8) . . . . ?
C17A C13 C14 C1' -22.0(11) . . . . ?
C2 C1 C14 C13 -71.3(17) . . . . ?
C2 C1 C14 C15 91.8(13) . . . . ?
C2' C1' C14 C13 -88.3(15) . . . . ?
C2' C1' C14 C15 76.5(18) . . . . ?
C13 C14 C15 C16 12.7(10) . . . . ?
C1 C14 C15 C16 -153.6(8) . . . . ?
C1' C14 C15 C16 -151.6(10) . . . . ?
C14 C15 C16 C11 2.1(11) . . . . ?
C12 C11 C16 C15 -16.1(10) . . . . ?
C10 C11 C16 C15 149.5(8) . . . . ?
C23 C19 C20 C21 -0.2(8) . . . . ?
C18 C19 C20 C21 178.3(7) . . . . ?
Fe1 C19 C20 C21 58.5(5) . . . . ?
C23 C19 C20 Fe1 -58.7(5) . . . . ?
C18 C19 C20 Fe1 119.8(7) . . . . ?
C19 C20 C21 C22 0.9(8) . . . . ?
Fe1 C20 C21 C22 59.5(5) . . . . ?
C19 C20 C21 Fe1 -58.6(5) . . . . ?
C20 C21 C22 C23 -1.2(8) . . . . ?
Fe1 C21 C22 C23 58.0(5) . . . . ?
C20 C21 C22 Fe1 -59.1(5) . . . . ?
C20 C19 C23 C22 -0.5(8) . . . . ?
C18 C19 C23 C22 -178.8(8) . . . . ?
Fe1 C19 C23 C22 -60.6(5) . . . . ?
C20 C19 C23 Fe1 60.1(5) . . . . ?
C18 C19 C23 Fe1 -118.2(8) . . . . ?
C21 C22 C23 C19 1.0(8) . . . . ?
Fe1 C22 C23 C19 60.0(5) . . . . ?
C21 C22 C23 Fe1 -59.0(5) . . . . ?
C18A C24 C25 C26 -175.6(11) . . . . ?
C28 C24 C25 C26 0.0(9) . . . . ?
Fe1 C24 C25 C26 -60.0(6) . . . . ?
C18A C24 C25 Fe1 -115.7(12) . . . . ?
C28 C24 C25 Fe1 59.9(5) . . . . ?
C24 C25 C26 C27 0.6(10) . . . . ?
Fe1 C25 C26 C27 -58.6(6) . . . . ?
C24 C25 C26 Fe1 59.2(6) . . . . ?
C25 C26 C27 C28 -0.9(9) . . . . ?
Fe1 C26 C27 C28 -59.3(6) . . . . ?
C25 C26 C27 Fe1 58.4(6) . . . . ?
C26 C27 C28 C24 0.9(8) . . . . ?
Fe1 C27 C28 C24 -59.9(5) . . . . ?
C26 C27 C28 Fe1 60.8(6) . . . . ?
C25 C24 C28 C27 -0.5(8) . . . . ?
C18A C24 C28 C27 175.5(10) . . . . ?
Fe1 C24 C28 C27 60.8(5) . . . . ?
C25 C24 C28 Fe1 -61.3(5) . . . . ?
C18A C24 C28 Fe1 114.7(10) . . . . ?
C36 C31 C32 C33 2.7(13) . . . . ?
C30 C31 C32 C33 -179.7(8) . . . . ?
C31 C32 C33 C34 -1.3(13) . . . . ?
C32 C33 C34 C35 -0.3(13) . . . . ?
C32 C33 C34 C37 179.5(8) . . . . ?
C33 C34 C35 C36 0.3(12) . . . . ?
C37 C34 C35 C36 -179.4(8) . . . . ?
C32 C31 C36 C35 -2.7(13) . . . . ?
C30 C31 C36 C35 179.9(8) . . . . ?
C34 C35 C36 C31 1.2(13) . . . . ?

# start Validation Reply Form
_vrf_RINTA01_1                   
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: The crystal was extremely weak  even 
in the case of long exposure time.
;
_vrf_PLAT020_1                   
;
PROBLEM: The value of Rint is greater than 0.12 .........      0.196 Report
RESPONSE: The crystal was extremely weak  even 
in the case of long  exposure time.
;
_vrf_PLAT201_1                   
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          2 Report
RESPONSE: In crystal the separation for two positions of the disordered 
CH2-CH2 group is two small. As the consequence the anisotropic refinement 
for these atoms cannot be performed.
;
# end Validation Reply Form


_refine_diff_density_max         1.145
_refine_diff_density_min         -1.009
_refine_diff_density_rms         0.185

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_11_a
_database_code_depnum_ccdc_archive 'CCDC 1528248'
_audit_update_record             
;
2017-06-26 deposited with the CCDC.
2017-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        'ferrocene 1,4-bis(iodoethynyl)benzene'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H10 Fe, C10 H4 I2'
_chemical_formula_sum            'C20 H14 Fe I2'
_chemical_formula_weight         563.96

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

_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, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   12.501(5)
_cell_length_b                   8.851(4)
_cell_length_c                   9.680(4)
_cell_angle_alpha                90
_cell_angle_beta                 118.987(5)
_cell_angle_gamma                90
_cell_volume                     936.9(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1179
_cell_measurement_theta_min      3
_cell_measurement_theta_max      25

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.999
_exptl_crystal_F_000             532
_exptl_transmission_factor_min   0.480
_exptl_transmission_factor_max   0.639
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    4.096
_shelx_estimated_absorpt_T_min   0.480
_shelx_estimated_absorpt_T_max   0.639
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(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            5206
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.405
_diffrn_reflns_theta_max         28.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1331
_reflns_number_gt                1066
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_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          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+4.2200P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0072(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1331
_refine_ls_number_parameters     51
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.0931
_refine_ls_wR_factor_gt          0.0875
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001

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 1.0000 0.5000 0.5000 0.0638(4) Uani 1 4 d S T P . .
C1 C 0.8445(5) 0.5571(7) 0.2943(6) 0.0684(12) Uani 0.5 1 d G . P A 1
H1A H 0.8412 0.5862 0.1968 0.082 Uiso 0.5 1 d R U P A 1
C2 C 0.8517(7) 0.6546(6) 0.4150(8) 0.0684(12) Uani 0.5 1 d G . P A 1
H2A H 0.8586 0.7626 0.4164 0.082 Uiso 0.5 1 d R U P A 1
C3 C 0.8564(5) 0.5635(8) 0.5386(6) 0.0684(12) Uani 0.5 1 d G . P A 1
H3A H 0.8647 0.5995 0.6369 0.082 Uiso 0.5 1 d R U P A 1
C4 C 0.8521(5) 0.4098(7) 0.4943(7) 0.0684(12) Uani 0.5 1 d G . P A 1
H4A H 0.8507 0.3238 0.5539 0.082 Uiso 0.5 1 d R U P A 1
C5 C 0.8447(6) 0.4058(7) 0.3433(7) 0.0684(12) Uani 0.5 1 d G . P A 1
H5A H 0.8360 0.3167 0.2821 0.082 Uiso 0.5 1 d R U P A 1
I1 I 0.54627(3) 0.5000 0.27839(6) 0.0768(3) Uani 1 2 d S T P . .
C1I C 0.3649(5) 0.5000 0.1829(7) 0.0559(13) Uani 1 2 d S T P . .
C2I C 0.2574(5) 0.5000 0.1301(7) 0.0526(13) Uani 1 2 d S T P . .
C3I C 0.1268(4) 0.5000 0.0635(6) 0.0470(11) Uani 1 2 d S T P . .
C4I C 0.0631(3) 0.3656(5) 0.0311(6) 0.0627(11) Uani 1 1 d . . . . .
H4IA H 0.1049 0.2744 0.0510 0.075 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
Fe1 C5 1.978(6) 5_766 ?
Fe1 C5 1.978(5) 6_565 ?
Fe1 C5 1.978(12) 2_756 ?
Fe1 C5 1.978(6) . ?
Fe1 C4 1.990(6) . ?
Fe1 C4 1.990(6) 5_766 ?
Fe1 C4 1.990(6) 6_565 ?
Fe1 C4 1.990(12) 2_756 ?
Fe1 C1 2.061(5) . ?
Fe1 C1 2.061(5) 2_756 ?
Fe1 C1 2.061(5) 6_565 ?
Fe1 C1 2.061(5) 5_766 ?
C1 C5 0.576(7) 6_565 ?
C1 C1 1.010(13) 6_565 ?
C1 C5 1.4200 . ?
C1 C2 1.4200 . ?
C1 C4 1.915(2) 6_565 ?
C1 H1A 0.9600 . ?
C2 C5 0.846(7) 6_565 ?
C2 C4 0.954(8) 6_565 ?
C2 C3 1.4200 . ?
C2 H2A 0.9600 . ?
C3 C4 0.469(7) 6_565 ?
C3 C3 1.125(15) 6_565 ?
C3 C4 1.4200 . ?
C3 C5 1.8448(19) 6_565 ?
C3 H3A 0.9600 . ?
C4 C3 0.469(7) 6_565 ?
C4 C2 0.954(7) 6_565 ?
C4 C5 1.4200 . ?
C4 C4 1.597(13) 6_565 ?
C4 C1 1.915(5) 6_565 ?
C4 H4A 0.9600 . ?
C5 C1 0.576(9) 6_565 ?
C5 C2 0.846(7) 6_565 ?
C5 C5 1.668(12) 6_565 ?
C5 C3 1.845(2) 6_565 ?
C5 H5A 0.9600 . ?
I1 C1I 1.991(6) . ?
C1I C2I 1.184(8) . ?
C2I C3I 1.436(7) . ?
C3I C4I 1.380(5) . ?
C3I C4I 1.380(5) 6_565 ?
C4I C4I 1.389(8) 2 ?
C4I H4IA 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
C5 Fe1 C5 130.1(6) 5_766 6_565 ?
C5 Fe1 C5 49.9(10) 5_766 2_756 ?
C5 Fe1 C5 180.0(6) 6_565 2_756 ?
C5 Fe1 C5 180.0(7) 5_766 . ?
C5 Fe1 C5 49.9(3) 6_565 . ?
C5 Fe1 C5 130.1(5) 2_756 . ?
C5 Fe1 C4 138.1(4) 5_766 . ?
C5 Fe1 C4 66.1(2) 6_565 . ?
C5 Fe1 C4 113.9(4) 2_756 . ?
C5 Fe1 C4 41.94(12) . . ?
C5 Fe1 C4 41.94(12) 5_766 5_766 ?
C5 Fe1 C4 113.9(6) 6_565 5_766 ?
C5 Fe1 C4 66.1(7) 2_756 5_766 ?
C5 Fe1 C4 138.1(4) . 5_766 ?
C4 Fe1 C4 180.0(6) . 5_766 ?
C5 Fe1 C4 113.9(6) 5_766 6_565 ?
C5 Fe1 C4 41.94(11) 6_565 6_565 ?
C5 Fe1 C4 138.1(4) 2_756 6_565 ?
C5 Fe1 C4 66.1(3) . 6_565 ?
C4 Fe1 C4 47.3(4) . 6_565 ?
C4 Fe1 C4 132.7(6) 5_766 6_565 ?
C5 Fe1 C4 66.1(7) 5_766 2_756 ?
C5 Fe1 C4 138.1(4) 6_565 2_756 ?
C5 Fe1 C4 41.9(3) 2_756 2_756 ?
C5 Fe1 C4 113.9(4) . 2_756 ?
C4 Fe1 C4 132.7(5) . 2_756 ?
C4 Fe1 C4 47.3(10) 5_766 2_756 ?
C4 Fe1 C4 180.0(6) 6_565 2_756 ?
C5 Fe1 C1 138.9(5) 5_766 . ?
C5 Fe1 C1 16.2(2) 6_565 . ?
C5 Fe1 C1 163.8(5) 2_756 . ?
C5 Fe1 C1 41.10(9) . . ?
C4 Fe1 C1 69.07(10) . . ?
C4 Fe1 C1 110.9(5) 5_766 . ?
C4 Fe1 C1 56.38(11) 6_565 . ?
C4 Fe1 C1 123.6(4) 2_756 . ?
C5 Fe1 C1 16.2(5) 5_766 2_756 ?
C5 Fe1 C1 138.90(12) 6_565 2_756 ?
C5 Fe1 C1 41.1(5) 2_756 2_756 ?
C5 Fe1 C1 163.8(3) . 2_756 ?
C4 Fe1 C1 123.62(16) . 2_756 ?
C4 Fe1 C1 56.4(4) 5_766 2_756 ?
C4 Fe1 C1 110.92(17) 6_565 2_756 ?
C4 Fe1 C1 69.1(4) 2_756 2_756 ?
C1 Fe1 C1 151.6(4) . 2_756 ?
C5 Fe1 C1 163.8(5) 5_766 6_565 ?
C5 Fe1 C1 41.10(12) 6_565 6_565 ?
C5 Fe1 C1 138.9(5) 2_756 6_565 ?
C5 Fe1 C1 16.2(3) . 6_565 ?
C4 Fe1 C1 56.38(16) . 6_565 ?
C4 Fe1 C1 123.6(4) 5_766 6_565 ?
C4 Fe1 C1 69.08(17) 6_565 6_565 ?
C4 Fe1 C1 110.9(4) 2_756 6_565 ?
C1 Fe1 C1 28.4(4) . 6_565 ?
C1 Fe1 C1 180.0 2_756 6_565 ?
C5 Fe1 C1 41.1(5) 5_766 5_766 ?
C5 Fe1 C1 163.8(2) 6_565 5_766 ?
C5 Fe1 C1 16.2(5) 2_756 5_766 ?
C5 Fe1 C1 138.90(9) . 5_766 ?
C4 Fe1 C1 110.92(10) . 5_766 ?
C4 Fe1 C1 69.1(5) 5_766 5_766 ?
C4 Fe1 C1 123.62(11) 6_565 5_766 ?
C4 Fe1 C1 56.4(4) 2_756 5_766 ?
C1 Fe1 C1 180.0(3) . 5_766 ?
C1 Fe1 C1 28.4(4) 2_756 5_766 ?
C1 Fe1 C1 151.6(4) 6_565 5_766 ?
C5 C1 C1 124.8(10) 6_565 6_565 ?
C5 C1 C5 105.4(10) 6_565 . ?
C1 C1 C5 19.46(19) 6_565 . ?
C5 C1 C2 4.0(7) 6_565 . ?
C1 C1 C2 127.42(19) 6_565 . ?
C5 C1 C2 108.0 . . ?
C5 C1 C4 26.1(7) 6_565 6_565 ?
C1 C1 C4 98.8(3) 6_565 6_565 ?
C5 C1 C4 79.4(4) . 6_565 ?
C2 C1 C4 28.6(4) . 6_565 ?
C5 C1 Fe1 73.6(5) 6_565 . ?
C1 C1 Fe1 75.82(18) 6_565 . ?
C5 C1 Fe1 66.3(3) . . ?
C2 C1 Fe1 72.5(2) . . ?
C4 C1 Fe1 59.9(2) 6_565 . ?
C5 C1 H1A 129.6 6_565 . ?
C1 C1 H1A 105.6 6_565 . ?
C5 C1 H1A 125.0 . . ?
C2 C1 H1A 127.0 . . ?
C4 C1 H1A 155.6 6_565 . ?
Fe1 C1 H1A 125.9 . . ?
C5 C2 C4 104.0(12) 6_565 6_565 ?
C5 C2 C3 106.2(6) 6_565 . ?
C4 C2 C3 2.8(5) 6_565 . ?
C5 C2 C1 2.7(4) 6_565 . ?
C4 C2 C1 105.8(6) 6_565 . ?
C3 C2 C1 108.0 . . ?
C5 C2 Fe1 68.6(5) 6_565 . ?
C4 C2 Fe1 68.9(5) 6_565 . ?
C3 C2 Fe1 68.7(2) . . ?
C1 C2 Fe1 67.8(2) . . ?
C5 C2 H2A 127.8 6_565 . ?
C4 C2 H2A 128.2 6_565 . ?
C3 C2 H2A 125.9 . . ?
C1 C2 H2A 125.9 . . ?
Fe1 C2 H2A 125.5 . . ?
C4 C3 C3 120.2(14) 6_565 6_565 ?
C4 C3 C4 103.6(14) 6_565 . ?
C3 C3 C4 16.6 6_565 . ?
C4 C3 C2 5.6(11) 6_565 . ?
C3 C3 C2 124.6 6_565 . ?
C4 C3 C2 108.0 . . ?
C4 C3 C5 21.9(11) 6_565 6_565 ?
C3 C3 C5 98.5(4) 6_565 6_565 ?
C4 C3 C5 81.9(4) . 6_565 ?
C2 C3 C5 26.1(4) . 6_565 ?
C4 C3 Fe1 72.5(7) 6_565 . ?
C3 C3 Fe1 74.3(3) 6_565 . ?
C4 C3 Fe1 66.2(3) . . ?
C2 C3 Fe1 71.9(2) . . ?
C5 C3 Fe1 60.2(2) 6_565 . ?
C4 C3 H3A 130.4 6_565 . ?
C3 C3 H3A 109.4 6_565 . ?
C4 C3 H3A 126.0 . . ?
C2 C3 H3A 126.0 . . ?
C5 C3 H3A 152.1 6_565 . ?
Fe1 C3 H3A 125.4 . . ?
C3 C4 C2 171.6(16) 6_565 6_565 ?
C3 C4 C3 43.2(15) 6_565 . ?
C2 C4 C3 143.1(6) 6_565 . ?
C3 C4 C5 151.0(15) 6_565 . ?
C2 C4 C5 35.3(6) 6_565 . ?
C3 C4 C5 108.0 . . ?
C3 C4 C4 59.8(15) 6_565 6_565 ?
C2 C4 C4 126.7(6) 6_565 6_565 ?
C3 C4 C4 16.6 . 6_565 ?
C5 C4 C4 91.4 . 6_565 ?
C3 C4 C1 140.8(17) 6_565 6_565 ?
C2 C4 C1 45.5(3) 6_565 6_565 ?
C3 C4 C1 97.7(4) . 6_565 ?
C5 C4 C1 10.3(4) . 6_565 ?
C4 C4 C1 81.2(4) 6_565 6_565 ?
C3 C4 Fe1 94.5(9) 6_565 . ?
C2 C4 Fe1 84.5(3) 6_565 . ?
C3 C4 Fe1 73.0(3) . . ?
C5 C4 Fe1 68.6(2) . . ?
C4 C4 Fe1 66.3(3) 6_565 . ?
C1 C4 Fe1 63.7(3) 6_565 . ?
C3 C4 H4A 83.0 6_565 . ?
C2 C4 H4A 90.9 6_565 . ?
C3 C4 H4A 126.0 . . ?
C5 C4 H4A 126.0 . . ?
C4 C4 H4A 142.4 6_565 . ?
C1 C4 H4A 136.2 6_565 . ?
Fe1 C4 H4A 126.0 . . ?
C1 C5 C2 173.3(11) 6_565 6_565 ?
C1 C5 C1 35.7(10) 6_565 . ?
C2 C5 C1 148.4(6) 6_565 . ?
C1 C5 C4 143.7(10) 6_565 . ?
C2 C5 C4 40.7(6) 6_565 . ?
C1 C5 C4 108.0 . . ?
C1 C5 C5 55.2(10) 6_565 6_565 ?
C2 C5 C5 129.1(6) 6_565 6_565 ?
C1 C5 C5 19.5 . 6_565 ?
C4 C5 C5 88.6 . 6_565 ?
C1 C5 C3 136.6(13) 6_565 6_565 ?
C2 C5 C3 47.7(3) 6_565 6_565 ?
C1 C5 C3 101.0(4) . 6_565 ?
C4 C5 C3 7.1(4) . 6_565 ?
C5 C5 C3 81.5(4) 6_565 6_565 ?
C1 C5 Fe1 90.1(9) 6_565 . ?
C2 C5 Fe1 87.9(3) 6_565 . ?
C1 C5 Fe1 72.6(3) . . ?
C4 C5 Fe1 69.5(2) . . ?
C5 C5 Fe1 65.1(3) 6_565 . ?
C3 C5 Fe1 65.8(3) 6_565 . ?
C1 C5 H5A 90.4 6_565 . ?
C2 C5 H5A 85.6 6_565 . ?
C1 C5 H5A 125.9 . . ?
C4 C5 H5A 125.9 . . ?
C5 C5 H5A 145.2 6_565 . ?
C3 C5 H5A 133.0 6_565 . ?
Fe1 C5 H5A 126.5 . . ?
C2I C1I I1 178.2(6) . . ?
C1I C2I C3I 179.1(6) . . ?
C4I C3I C4I 119.0(5) . 6_565 ?
C4I C3I C2I 120.5(2) . . ?
C4I C3I C2I 120.5(2) 6_565 . ?
C3I C4I C4I 120.5(2) . 2 ?
C3I C4I H4IA 119.8 . . ?
C4I C4I H4IA 119.8 2 . ?

_refine_diff_density_max         1.009
_refine_diff_density_min         -0.840
_refine_diff_density_rms         0.086


_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1528249'
_audit_update_record             
;
2017-06-26 deposited with the CCDC.
2017-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        'ferrocene iodophenylacetylene'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H10 Fe, C8 H5 I'
_chemical_formula_sum            'C18 H15 Fe I'
_chemical_formula_weight         414.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

_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'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   9.5077(19)
_cell_length_b                   8.6571(17)
_cell_length_c                   10.041(2)
_cell_angle_alpha                90
_cell_angle_beta                 111.63(3)
_cell_angle_gamma                90
_cell_volume                     768.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    1224
_cell_measurement_theta_min      3
_cell_measurement_theta_max      25

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_F_000             404
_exptl_transmission_factor_min   0.449
_exptl_transmission_factor_max   0.574
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    2.977
_shelx_estimated_absorpt_T_min   0.449
_shelx_estimated_absorpt_T_max   0.574
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(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            39983
_diffrn_reflns_av_unetI/netI     0.0095
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.182
_diffrn_reflns_theta_max         29.982
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2372
_reflns_number_gt                2303
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_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          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0291P)²+0.5267P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2372
_refine_ls_number_parameters     103
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0185
_refine_ls_R_factor_gt           0.0177
_refine_ls_wR_factor_ref         0.0501
_refine_ls_wR_factor_gt          0.0490
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.001
_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
Fe1 Fe 0.65154(3) 0.2500 0.91871(3) 0.01118(6) Uani 1 2 d S T P . .
I1 I 0.79308(2) 0.7500 0.79760(2) 0.01999(5) Uani 1 2 d S T P . .
C1I C 0.5722(2) 0.7500 0.6766(2) 0.0183(3) Uani 1 2 d S T P . .
C2I C 0.4397(2) 0.7500 0.6038(2) 0.0170(3) Uani 1 2 d S T P . .
C3I C 0.2814(2) 0.7500 0.51477(19) 0.0166(3) Uani 1 2 d S T P . .
C4I C 0.20423(17) 0.89037(19) 0.47094(15) 0.0221(3) Uani 1 1 d . . . . .
H4I H 0.2564 0.9855 0.4998 0.027 Uiso 1 1 calc R U . . .
C5I C 0.05066(18) 0.8899(2) 0.38482(16) 0.0281(3) Uani 1 1 d . . . . .
H5I H -0.0016 0.9848 0.3549 0.034 Uiso 1 1 calc R U . . .
C6I C -0.0263(3) 0.7500 0.3426(2) 0.0294(5) Uani 1 2 d S T P . .
H6I H -0.1311 0.7500 0.2851 0.035 Uiso 1 2 calc R U P . .
C1 C 0.86366(14) 0.16725(16) 0.95058(14) 0.0161(2) Uani 1 1 d . . . . .
H1A H 0.8935 0.0941 0.8779 0.019 Uiso 1 1 d R U . . .
C2 C 0.81539(15) 0.38396(17) 1.06265(14) 0.0183(2) Uani 1 1 d . . . . .
H2A H 0.8032 0.5027 1.0895 0.022 Uiso 1 1 d R U . . .
C3 C 0.7861(2) 0.2500 1.1320(2) 0.0195(4) Uani 1 2 d S T P . .
H7A H 0.7475 0.2500 1.2206 0.023 Uiso 1 2 d R U P . .
C5 C 0.46076(15) 0.38412(17) 0.83428(14) 0.0176(2) Uani 1 1 d . . . . .
H5A H 0.4492 0.5027 0.8619 0.021 Uiso 1 1 d R U . . .
C6 C 0.4307(2) 0.2500 0.9036(2) 0.0179(3) Uani 1 2 d S T P . .
H10A H 0.3920 0.2500 0.9921 0.022 Uiso 1 2 d R U P . .
C7 C 0.51009(15) 0.16729(16) 0.72323(13) 0.0160(2) Uani 1 1 d . . . . .
H8A H 0.5423 0.0939 0.6522 0.019 Uiso 1 1 d 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
Fe1 C6 2.0487(19) . ?
Fe1 C2 2.0496(15) . ?
Fe1 C2 2.0496(15) 4_565 ?
Fe1 C3 2.050(2) . ?
Fe1 C1 2.0511(13) . ?
Fe1 C1 2.0512(13) 4_565 ?
Fe1 C5 2.0551(14) 4_565 ?
Fe1 C5 2.0551(14) . ?
Fe1 C7 2.0562(14) . ?
Fe1 C7 2.0562(14) 4_565 ?
I1 C1I 2.001(2) . ?
C1I C2I 1.201(3) . ?
C2I C3I 1.439(3) . ?
C3I C4I 1.4040(18) 4_575 ?
C3I C4I 1.4040(18) . ?
C4I C5I 1.396(2) . ?
C4I H4I 0.9500 . ?
C5I C6I 1.397(2) . ?
C5I H5I 0.9500 . ?
C6I C5I 1.397(2) 4_575 ?
C6I H6I 0.9500 . ?
C1 C1 1.433(3) 4_565 ?
C1 C2 1.4333(19) 4_565 ?
C1 H1A 1.0801 . ?
C2 C3 1.4320(19) . ?
C2 C1 1.4333(18) 4_565 ?
C2 H2A 1.0800 . ?
C3 C2 1.4320(19) 4_565 ?
C3 H7A 1.0800 . ?
C5 C7 1.4307(18) 4_565 ?
C5 C6 1.4355(18) . ?
C5 H5A 1.0800 . ?
C6 C5 1.4354(18) 4_565 ?
C6 H10A 1.0800 . ?
C7 C5 1.4307(18) 4_565 ?
C7 C7 1.432(3) 4_565 ?
C7 H8A 1.0799 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Fe1 C2 122.97(6) . . ?
C6 Fe1 C2 122.97(6) . 4_565 ?
C2 Fe1 C2 68.92(9) . 4_565 ?
C6 Fe1 C3 107.78(8) . . ?
C2 Fe1 C3 40.89(5) . . ?
C2 Fe1 C3 40.89(5) 4_565 . ?
C6 Fe1 C1 158.99(4) . . ?
C2 Fe1 C1 68.87(6) . . ?
C2 Fe1 C1 40.91(5) 4_565 . ?
C3 Fe1 C1 68.78(7) . . ?
C6 Fe1 C1 158.99(4) . 4_565 ?
C2 Fe1 C1 40.92(5) . 4_565 ?
C2 Fe1 C1 68.87(6) 4_565 4_565 ?
C3 Fe1 C1 68.78(7) . 4_565 ?
C1 Fe1 C1 40.88(8) . 4_565 ?
C6 Fe1 C5 40.95(5) . 4_565 ?
C2 Fe1 C5 159.46(6) . 4_565 ?
C2 Fe1 C5 107.28(6) 4_565 4_565 ?
C3 Fe1 C5 123.15(6) . 4_565 ?
C1 Fe1 C5 122.32(6) . 4_565 ?
C1 Fe1 C5 158.32(6) 4_565 4_565 ?
C6 Fe1 C5 40.95(5) . . ?
C2 Fe1 C5 107.28(6) . . ?
C2 Fe1 C5 159.46(6) 4_565 . ?
C3 Fe1 C5 123.15(6) . . ?
C1 Fe1 C5 158.32(6) . . ?
C1 Fe1 C5 122.32(6) 4_565 . ?
C5 Fe1 C5 68.80(8) 4_565 . ?
C6 Fe1 C7 68.73(7) . . ?
C2 Fe1 C7 158.41(6) . . ?
C2 Fe1 C7 122.40(6) 4_565 . ?
C3 Fe1 C7 159.04(4) . . ?
C1 Fe1 C7 106.67(6) . . ?
C1 Fe1 C7 122.01(6) 4_565 . ?
C5 Fe1 C7 40.73(5) 4_565 . ?
C5 Fe1 C7 68.63(6) . . ?
C6 Fe1 C7 68.73(7) . 4_565 ?
C2 Fe1 C7 122.40(6) . 4_565 ?
C2 Fe1 C7 158.41(6) 4_565 4_565 ?
C3 Fe1 C7 159.04(4) . 4_565 ?
C1 Fe1 C7 122.01(6) . 4_565 ?
C1 Fe1 C7 106.67(6) 4_565 4_565 ?
C5 Fe1 C7 68.63(6) 4_565 4_565 ?
C5 Fe1 C7 40.73(5) . 4_565 ?
C7 Fe1 C7 40.76(8) . 4_565 ?
C2I C1I I1 179.90(18) . . ?
C1I C2I C3I 179.2(2) . . ?
C4I C3I C4I 119.89(19) 4_575 . ?
C4I C3I C2I 120.06(9) 4_575 . ?
C4I C3I C2I 120.06(9) . . ?
C5I C4I C3I 119.87(16) . . ?
C5I C4I H4I 120.1 . . ?
C3I C4I H4I 120.1 . . ?
C4I C5I C6I 120.13(17) . . ?
C4I C5I H5I 119.9 . . ?
C6I C5I H5I 119.9 . . ?
C5I C6I C5I 120.1(2) 4_575 . ?
C5I C6I H6I 120.0 4_575 . ?
C5I C6I H6I 120.0 . . ?
C1 C1 C2 108.02(8) 4_565 4_565 ?
C1 C1 Fe1 69.56(4) 4_565 . ?
C2 C1 Fe1 69.49(8) 4_565 . ?
C1 C1 H1A 125.9 4_565 . ?
C2 C1 H1A 126.1 4_565 . ?
Fe1 C1 H1A 126.0 . . ?
C3 C2 C1 107.90(13) . 4_565 ?
C3 C2 Fe1 69.58(9) . . ?
C1 C2 Fe1 69.60(8) 4_565 . ?
C3 C2 H2A 126.3 . . ?
C1 C2 H2A 125.8 4_565 . ?
Fe1 C2 H2A 126.3 . . ?
C2 C3 C2 108.17(17) . 4_565 ?
C2 C3 Fe1 69.53(9) . . ?
C2 C3 Fe1 69.54(9) 4_565 . ?
C2 C3 H7A 125.9 . . ?
C2 C3 H7A 125.9 4_565 . ?
Fe1 C3 H7A 126.2 . . ?
C7 C5 C6 107.89(13) 4_565 . ?
C7 C5 Fe1 69.68(8) 4_565 . ?
C6 C5 Fe1 69.29(9) . . ?
C7 C5 H5A 126.2 4_565 . ?
C6 C5 H5A 125.9 . . ?
Fe1 C5 H5A 126.1 . . ?
C5 C6 C5 107.97(16) 4_565 . ?
C5 C6 Fe1 69.77(9) 4_565 . ?
C5 C6 Fe1 69.77(9) . . ?
C5 C6 H10A 126.0 4_565 . ?
C5 C6 H10A 126.0 . . ?
Fe1 C6 H10A 126.1 . . ?
C5 C7 C7 108.12(8) 4_565 4_565 ?
C5 C7 Fe1 69.59(7) 4_565 . ?
C7 C7 Fe1 69.62(4) 4_565 . ?
C5 C7 H8A 125.8 4_565 . ?
C7 C7 H8A 126.0 4_565 . ?
Fe1 C7 H8A 126.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4I C3I C4I C5I 0.5(3) 4_575 . . . ?
C2I C3I C4I C5I -179.87(15) . . . . ?
C3I C4I C5I C6I 0.2(2) . . . . ?
C4I C5I C6I C5I -0.9(3) . . . 4_575 ?
C1 C2 C3 C2 -0.3(2) 4_565 . . 4_565 ?
Fe1 C2 C3 C2 58.99(13) . . . 4_565 ?
C1 C2 C3 Fe1 -59.27(10) 4_565 . . . ?
C7 C5 C6 C5 -0.3(2) 4_565 . . 4_565 ?
Fe1 C5 C6 C5 -59.53(13) . . . 4_565 ?
C7 C5 C6 Fe1 59.18(10) 4_565 . . . ?

_refine_diff_density_max         1.545
_refine_diff_density_min         -1.194
_refine_diff_density_rms         0.081

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1528247'
_audit_update_record             
;
2017-06-26 deposited with the CCDC.
2017-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H10 Fe, C2 I2'
_chemical_formula_sum            'C12 H10 Fe I2'
_chemical_formula_weight         463.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.4752(9)
_cell_length_b                   7.4221(3)
_cell_length_c                   18.2230(8)
_cell_angle_alpha                90
_cell_angle_beta                 111.1024(7)
_cell_angle_gamma                90
_cell_volume                     2583.61(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1490
_cell_measurement_theta_min      3
_cell_measurement_theta_max      25

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.385
_exptl_crystal_F_000             1712
_exptl_transmission_factor_min   0.190
_exptl_transmission_factor_max   0.562
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    5.912
_shelx_estimated_absorpt_T_min   0.190
_shelx_estimated_absorpt_T_max   0.562
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(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            40311
_diffrn_reflns_av_unetI/netI     0.0124
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.132
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3774
_reflns_number_gt                3623
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_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          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0158P)²+12.9173P] 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     SHELXL
_refine_ls_extinction_coef       0.000104(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3774
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0204
_refine_ls_R_factor_gt           0.0192
_refine_ls_wR_factor_ref         0.0468
_refine_ls_wR_factor_gt          0.0460
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_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
I1 I 0.23189(2) 0.05726(2) 0.41113(2) 0.01932(5) Uani 1 1 d . . . . .
I2 I 0.06633(2) -0.48907(2) 0.38520(2) 0.02550(5) Uani 1 1 d . . . . .
Fe1 Fe 0.11544(2) 0.03507(4) 0.13888(2) 0.01324(6) Uani 1 1 d . . . . .
C1I C 0.16827(12) -0.1518(3) 0.40426(14) 0.0197(4) Uani 1 1 d . . . . .
C1 C 0.10832(13) 0.2741(3) 0.19077(17) 0.0254(5) Uani 1 1 d . . . . .
H1A H 0.1471 0.3347 0.2338 0.031 Uiso 1 1 calc R U . . .
C2I C 0.13014(12) -0.2779(3) 0.39748(15) 0.0206(4) Uani 1 1 d . . . . .
C2 C 0.06051(12) 0.1466(4) 0.20101(15) 0.0236(5) Uani 1 1 d . . . . .
H2A H 0.0596 0.1024 0.2525 0.028 Uiso 1 1 calc R U . . .
C3 C 0.01413(11) 0.0923(3) 0.12497(15) 0.0205(4) Uani 1 1 d . . . . .
H3A H -0.0249 0.0034 0.1137 0.025 Uiso 1 1 calc R U . . .
C4 C 0.03386(12) 0.1867(3) 0.06800(15) 0.0212(4) Uani 1 1 d . . . . .
H4A H 0.0111 0.1752 0.0096 0.025 Uiso 1 1 calc R U . . .
C5 C 0.09231(13) 0.2982(3) 0.10886(17) 0.0242(5) Uani 1 1 d . . . . .
H5A H 0.1177 0.3791 0.0842 0.029 Uiso 1 1 calc R U . . .
C6 C 0.21472(12) -0.0568(3) 0.19571(14) 0.0214(4) Uani 1 1 d . . . . .
H6A H 0.2512 0.0023 0.2416 0.026 Uiso 1 1 calc R U . . .
C7 C 0.16505(13) -0.1868(3) 0.19986(15) 0.0227(5) Uani 1 1 d . . . . .
H7A H 0.1606 -0.2350 0.2491 0.027 Uiso 1 1 calc R U . . .
C8 C 0.12232(12) -0.2343(3) 0.12153(15) 0.0194(4) Uani 1 1 d . . . . .
H8A H 0.0825 -0.3219 0.1061 0.023 Uiso 1 1 calc R U . . .
C9 C 0.14581(11) -0.1346(3) 0.06884(14) 0.0178(4) Uani 1 1 d . . . . .
H9A H 0.1255 -0.1398 0.0101 0.021 Uiso 1 1 calc R U . . .
C10 C 0.20319(12) -0.0250(3) 0.11504(14) 0.0187(4) Uani 1 1 d . . . . .
H10A H 0.2301 0.0607 0.0943 0.022 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
I1 C1I 2.001(2) . ?
I2 C2I 2.001(2) . ?
Fe1 C8 2.037(2) . ?
Fe1 C2 2.037(2) . ?
Fe1 C5 2.038(2) . ?
Fe1 C6 2.038(2) . ?
Fe1 C1 2.040(2) . ?
Fe1 C7 2.041(2) . ?
Fe1 C3 2.042(2) . ?
Fe1 C4 2.042(2) . ?
Fe1 C9 2.043(2) . ?
Fe1 C10 2.044(2) . ?
C1I C2I 1.196(3) . ?
C1 C5 1.420(4) . ?
C1 C2 1.421(4) . ?
C1 H1A 1.0000 . ?
C2 C3 1.427(3) . ?
C2 H2A 1.0000 . ?
C3 C4 1.426(4) . ?
C3 H3A 1.0000 . ?
C4 C5 1.425(3) . ?
C4 H4A 1.0000 . ?
C5 H5A 1.0000 . ?
C6 C10 1.422(3) . ?
C6 C7 1.423(4) . ?
C6 H6A 1.0000 . ?
C7 C8 1.424(4) . ?
C7 H7A 1.0000 . ?
C8 C9 1.426(3) . ?
C8 H8A 1.0000 . ?
C9 C10 1.428(3) . ?
C9 H9A 1.0000 . ?
C10 H10A 1.0000 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 Fe1 C2 124.62(10) . . ?
C8 Fe1 C5 157.15(11) . . ?
C2 Fe1 C5 68.79(11) . . ?
C8 Fe1 C6 68.80(10) . . ?
C2 Fe1 C6 120.19(10) . . ?
C5 Fe1 C6 123.37(10) . . ?
C8 Fe1 C1 161.08(11) . . ?
C2 Fe1 C1 40.80(10) . . ?
C5 Fe1 C1 40.75(11) . . ?
C6 Fe1 C1 106.27(10) . . ?
C8 Fe1 C7 40.88(10) . . ?
C2 Fe1 C7 106.95(11) . . ?
C5 Fe1 C7 160.32(11) . . ?
C6 Fe1 C7 40.85(10) . . ?
C1 Fe1 C7 123.63(11) . . ?
C8 Fe1 C3 108.00(10) . . ?
C2 Fe1 C3 40.96(10) . . ?
C5 Fe1 C3 68.88(10) . . ?
C6 Fe1 C3 156.29(10) . . ?
C1 Fe1 C3 68.75(10) . . ?
C7 Fe1 C3 121.32(10) . . ?
C8 Fe1 C4 121.95(10) . . ?
C2 Fe1 C4 68.78(10) . . ?
C5 Fe1 C4 40.88(10) . . ?
C6 Fe1 C4 160.85(11) . . ?
C1 Fe1 C4 68.61(10) . . ?
C7 Fe1 C4 157.27(10) . . ?
C3 Fe1 C4 40.87(10) . . ?
C8 Fe1 C9 40.91(9) . . ?
C2 Fe1 C9 162.00(10) . . ?
C5 Fe1 C9 121.11(10) . . ?
C6 Fe1 C9 68.83(9) . . ?
C1 Fe1 C9 156.11(11) . . ?
C7 Fe1 C9 68.84(10) . . ?
C3 Fe1 C9 125.09(9) . . ?
C4 Fe1 C9 107.95(10) . . ?
C8 Fe1 C10 68.76(9) . . ?
C2 Fe1 C10 155.55(10) . . ?
C5 Fe1 C10 106.80(10) . . ?
C6 Fe1 C10 40.78(10) . . ?
C1 Fe1 C10 120.21(10) . . ?
C7 Fe1 C10 68.69(10) . . ?
C3 Fe1 C10 161.89(10) . . ?
C4 Fe1 C10 124.54(10) . . ?
C9 Fe1 C10 40.90(9) . . ?
C2I C1I I1 177.7(2) . . ?
C5 C1 C2 108.2(2) . . ?
C5 C1 Fe1 69.53(14) . . ?
C2 C1 Fe1 69.48(14) . . ?
C5 C1 H1A 125.9 . . ?
C2 C1 H1A 125.9 . . ?
Fe1 C1 H1A 125.9 . . ?
C1I C2I I2 179.5(2) . . ?
C1 C2 C3 108.0(2) . . ?
C1 C2 Fe1 69.72(13) . . ?
C3 C2 Fe1 69.71(13) . . ?
C1 C2 H2A 126.0 . . ?
C3 C2 H2A 126.0 . . ?
Fe1 C2 H2A 126.0 . . ?
C4 C3 C2 107.7(2) . . ?
C4 C3 Fe1 69.58(13) . . ?
C2 C3 Fe1 69.33(13) . . ?
C4 C3 H3A 126.1 . . ?
C2 C3 H3A 126.1 . . ?
Fe1 C3 H3A 126.1 . . ?
C5 C4 C3 108.0(2) . . ?
C5 C4 Fe1 69.38(14) . . ?
C3 C4 Fe1 69.55(13) . . ?
C5 C4 H4A 126.0 . . ?
C3 C4 H4A 126.0 . . ?
Fe1 C4 H4A 126.0 . . ?
C1 C5 C4 108.0(2) . . ?
C1 C5 Fe1 69.72(14) . . ?
C4 C5 Fe1 69.74(13) . . ?
C1 C5 H5A 126.0 . . ?
C4 C5 H5A 126.0 . . ?
Fe1 C5 H5A 126.0 . . ?
C10 C6 C7 108.2(2) . . ?
C10 C6 Fe1 69.84(13) . . ?
C7 C6 Fe1 69.68(13) . . ?
C10 C6 H6A 125.9 . . ?
C7 C6 H6A 125.9 . . ?
Fe1 C6 H6A 125.9 . . ?
C6 C7 C8 107.9(2) . . ?
C6 C7 Fe1 69.47(14) . . ?
C8 C7 Fe1 69.42(13) . . ?
C6 C7 H7A 126.0 . . ?
C8 C7 H7A 126.0 . . ?
Fe1 C7 H7A 126.0 . . ?
C7 C8 C9 108.2(2) . . ?
C7 C8 Fe1 69.70(13) . . ?
C9 C8 Fe1 69.77(13) . . ?
C7 C8 H8A 125.9 . . ?
C9 C8 H8A 125.9 . . ?
Fe1 C8 H8A 125.9 . . ?
C8 C9 C10 107.7(2) . . ?
C8 C9 Fe1 69.32(12) . . ?
C10 C9 Fe1 69.59(12) . . ?
C8 C9 H9A 126.1 . . ?
C10 C9 H9A 126.1 . . ?
Fe1 C9 H9A 126.1 . . ?
C6 C10 C9 108.0(2) . . ?
C6 C10 Fe1 69.38(13) . . ?
C9 C10 Fe1 69.51(12) . . ?
C6 C10 H10A 126.0 . . ?
C9 C10 H10A 126.0 . . ?
Fe1 C10 H10A 126.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 -0.5(3) . . . . ?
Fe1 C1 C2 C3 -59.39(16) . . . . ?
C5 C1 C2 Fe1 58.91(17) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
Fe1 C2 C3 C4 -59.21(16) . . . . ?
C1 C2 C3 Fe1 59.40(16) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
Fe1 C3 C4 C5 -58.88(16) . . . . ?
C2 C3 C4 Fe1 59.05(16) . . . . ?
C2 C1 C5 C4 0.6(3) . . . . ?
Fe1 C1 C5 C4 59.47(16) . . . . ?
C2 C1 C5 Fe1 -58.88(17) . . . . ?
C3 C4 C5 C1 -0.5(3) . . . . ?
Fe1 C4 C5 C1 -59.45(16) . . . . ?
C3 C4 C5 Fe1 58.99(16) . . . . ?
C10 C6 C7 C8 -0.5(3) . . . . ?
Fe1 C6 C7 C8 58.97(16) . . . . ?
C10 C6 C7 Fe1 -59.45(16) . . . . ?
C6 C7 C8 C9 0.4(3) . . . . ?
Fe1 C7 C8 C9 59.37(15) . . . . ?
C6 C7 C8 Fe1 -59.01(16) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
Fe1 C8 C9 C10 59.22(15) . . . . ?
C7 C8 C9 Fe1 -59.32(16) . . . . ?
C7 C6 C10 C9 0.4(3) . . . . ?
Fe1 C6 C10 C9 -58.94(15) . . . . ?
C7 C6 C10 Fe1 59.35(16) . . . . ?
C8 C9 C10 C6 -0.2(2) . . . . ?
Fe1 C9 C10 C6 58.86(16) . . . . ?
C8 C9 C10 Fe1 -59.05(15) . . . . ?

_refine_diff_density_max         1.444
_refine_diff_density_min         -1.180
_refine_diff_density_rms         0.095

_shelxl_version_number           2014/6

