#------------------------------------------------------------------------------
#$Date: 2019-11-24 10:04:18 +0100 (dom 24 de nov de 2019) $
#$Revision: 237741 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/86/4088639.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4088639
loop_
_publ_author_name
'Chen, Jiawei'
'Tagne Kuate, Alain C.'
'Lalancette, Roger A.'
'Jäkle, Frieder'
_publ_section_title
;
 Heteroatom-Bridged ortho-Biferrocenes: Stereoselective Synthesis,
 Structural Features, and Electrochemical Properties
;
_journal_issue                   11
_journal_name_full               Organometallics
_journal_page_first              1964
_journal_paper_doi               10.1021/acs.organomet.6b00272
_journal_volume                  35
_journal_year                    2016
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C24 H28 Fe2 Si Sn'
_chemical_formula_sum            'C24 H28 Fe2 Si Sn'
_chemical_formula_weight         574.94
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 117.891(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.2479(4)
_cell_length_b                   13.5201(4)
_cell_length_c                   13.9401(6)
_cell_measurement_reflns_used    8956
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.56
_cell_measurement_theta_min      3.59
_cell_volume                     2206.82(14)
_computing_cell_refinement       'APEX 2'
_computing_data_collection       'APEX 2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 2008b)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measurement_device_type  'Bruker SMART CCD Apex-II area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0415
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9272
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         70.69
_diffrn_reflns_theta_min         3.59
_exptl_absorpt_coefficient_mu    19.892
_exptl_absorpt_correction_T_max  0.1819
_exptl_absorpt_correction_T_min  0.0472
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008a)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.730
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ROD
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.019
_refine_diff_density_min         -1.122
_refine_diff_density_rms         0.142
_refine_ls_abs_structure_details 'Flack (1983), 1497 Friedel pairs'
_refine_ls_abs_structure_Flack   0.114(17)
_refine_ls_extinction_coef       0.00010(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.17
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         3538
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.17
_refine_ls_R_factor_all          0.052
_refine_ls_R_factor_gt           0.050
_refine_ls_shift/su_max          0.00
_refine_ls_shift/su_mean         0.00
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+50.2617P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.114
_refine_ls_wR_factor_ref         0.117
_reflns_number_gt                3457
_reflns_number_total             3538
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om6b00272_si_002.cif
_cod_data_source_block           062810ral_jc_sisn_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        2206.81(13)
_cod_original_sg_symbol_H-M      C2
_cod_database_code               4088639
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sn1 Sn 0.5000 0.28097(7) 0.5000 0.0248(3) Uani 1 2 d S
Sn2 Sn 1.0000 0.48456(5) 1.0000 0.0134(3) Uani 1 2 d SU
Fe1 Fe 0.74176(16) 0.12589(17) 0.51169(16) 0.0191(5) Uani 1 1 d .
C4 C 0.6715(10) 0.1149(14) 0.3455(11) 0.035(4) Uani 1 1 d .
H4 H 0.7128 0.1085 0.3013 0.042 Uiso 1 1 calc R
C1 C 0.5759(7) 0.1822(8) 0.4348(8) 0.020(2) Uani 1 1 d .
C3 C 0.6315(9) 0.0383(9) 0.3869(9) 0.032(3) Uani 1 1 d .
H3 H 0.6440 -0.0337 0.3796 0.039 Uiso 1 1 calc R
C5 C 0.6357(8) 0.2068(9) 0.3780(9) 0.029(3) Uani 1 1 d .
H5 H 0.6507 0.2754 0.3612 0.034 Uiso 1 1 calc R
Si1 Si 0.5000 -0.0052(6) 0.5000 0.0188(12) Uani 1 2 d S
C10 C 0.8514(8) 0.2147(8) 0.6381(10) 0.033(3) Uani 1 1 d .
H10 H 0.8378 0.2851 0.6511 0.039 Uiso 1 1 calc R
C7 C 0.8596(11) 0.0474(9) 0.6387(13) 0.054(4) Uani 1 1 d .
H7 H 0.8526 -0.0235 0.6550 0.065 Uiso 1 1 calc R
C9 C 0.9028(9) 0.1817(12) 0.5754(10) 0.046(4) Uani 1 1 d .
H9 H 0.9330 0.2250 0.5365 0.055 Uiso 1 1 calc R
C8 C 0.9080(10) 0.0805(13) 0.5801(11) 0.053(4) Uani 1 1 d .
H8 H 0.9417 0.0379 0.5436 0.063 Uiso 1 1 calc R
C2 C 0.5737(8) 0.0759(8) 0.4422(8) 0.021(2) Uani 1 1 d .
C6 C 0.8224(10) 0.1315(14) 0.6778(11) 0.035(3) Uani 1 1 d .
H6 H 0.7855 0.1300 0.7261 0.042 Uiso 1 1 calc R
C11 C 0.6222(8) 0.3732(7) 0.6267(8) 0.023(2) Uani 1 1 d .
H11A H 0.5826 0.4156 0.6554 0.034 Uiso 1 1 calc R
H11B H 0.6620 0.4145 0.5973 0.034 Uiso 1 1 calc R
H11C H 0.6777 0.3316 0.6851 0.034 Uiso 1 1 calc R
C12 C 0.6068(10) -0.0837(7) 0.6098(10) 0.040(3) Uani 1 1 d .
H12A H 0.5676 -0.1292 0.6360 0.060 Uiso 1 1 calc R
H12B H 0.6591 -0.0416 0.6697 0.060 Uiso 1 1 calc R
H12C H 0.6503 -0.1217 0.5816 0.060 Uiso 1 1 calc R
Fe2 Fe 0.76500(17) 0.6382(2) 0.99593(18) 0.0263(6) Uani 1 1 d .
C26 C 0.8442(12) 0.638(2) 1.1579(12) 0.059(6) Uani 1 1 d .
H26 H 0.9283 0.6402 1.2073 0.070 Uiso 1 1 calc R
C27 C 0.768(2) 0.7186(12) 1.1183(16) 0.083(7) Uani 1 1 d .
H27 H 0.7905 0.7898 1.1325 0.100 Uiso 1 1 calc R
C28 C 0.6595(14) 0.6852(15) 1.0577(12) 0.060(5) Uani 1 1 d .
H28 H 0.5897 0.7271 1.0192 0.072 Uiso 1 1 calc R
C29 C 0.6633(11) 0.5861(14) 1.0558(11) 0.053(4) Uani 1 1 d .
H29 H 0.5958 0.5419 1.0159 0.064 Uiso 1 1 calc R
C30 C 0.7759(15) 0.5537(11) 1.1197(13) 0.056(4) Uani 1 1 d .
H30 H 0.8023 0.4834 1.1346 0.068 Uiso 1 1 calc R
C21 C 0.8583(8) 0.5836(8) 0.9259(8) 0.020(2) Uani 1 1 d .
C22 C 0.8680(8) 0.6893(7) 0.9338(8) 0.020(2) Uani 1 1 d .
C25 C 0.7385(9) 0.5590(8) 0.8617(8) 0.025(2) Uani 1 1 d .
H25 H 0.7058 0.4908 0.8433 0.030 Uiso 1 1 calc R
C23 C 0.7515(9) 0.7281(9) 0.8706(9) 0.029(2) Uani 1 1 d .
H23 H 0.7310 0.7999 0.8636 0.035 Uiso 1 1 calc R
C24 C 0.6730(11) 0.6520(13) 0.8308(11) 0.033(4) Uani 1 1 d .
H24 H 0.5882 0.6588 0.7876 0.039 Uiso 1 1 calc R
Si2 Si 1.0000 0.7678(4) 1.0000 0.0287(14) Uani 1 2 d S
C31 C 0.9977(9) 0.3944(7) 0.8723(8) 0.023(2) Uani 1 1 d U
H31A H 0.9448 0.3390 0.8582 0.035 Uiso 1 1 calc R
H31B H 1.0746 0.3688 0.8942 0.035 Uiso 1 1 calc R
H31C H 0.9725 0.4342 0.8063 0.035 Uiso 1 1 calc R
C32 C 1.0002(11) 0.8509(8) 0.8918(10) 0.037(3) Uani 1 1 d .
H32A H 0.9969 0.8105 0.8320 0.055 Uiso 1 1 calc R
H32B H 1.0702 0.8906 0.9225 0.055 Uiso 1 1 calc R
H32C H 0.9336 0.8947 0.8646 0.055 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn 0.0259 5.4591 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C1 Sn1 C1 101.7(5) 2_656 .
C1 Sn1 C11 113.1(4) 2_656 2_656
C1 Sn1 C11 109.9(4) . 2_656
C1 Sn1 C11 109.9(4) 2_656 .
C1 Sn1 C11 113.1(4) . .
C11 Sn1 C11 109.1(5) 2_656 .
C21 Sn2 C21 102.4(6) 2_757 .
C21 Sn2 C31 106.7(4) 2_757 2_757
C21 Sn2 C31 115.2(4) . 2_757
C21 Sn2 C31 115.2(4) 2_757 .
C21 Sn2 C31 106.7(4) . .
C31 Sn2 C31 110.7(6) 2_757 .
C7 Fe1 C9 65.8(6) . .
C7 Fe1 C8 38.1(6) . .
C9 Fe1 C8 39.3(6) . .
C7 Fe1 C3 113.0(5) . .
C9 Fe1 C3 140.5(5) . .
C8 Fe1 C3 114.1(5) . .
C7 Fe1 C5 173.9(6) . .
C9 Fe1 C5 109.4(5) . .
C8 Fe1 C5 135.7(6) . .
C3 Fe1 C5 67.8(5) . .
C7 Fe1 C6 41.5(6) . .
C9 Fe1 C6 66.8(5) . .
C8 Fe1 C6 66.8(5) . .
C3 Fe1 C6 140.4(7) . .
C5 Fe1 C6 141.5(6) . .
C7 Fe1 C4 134.6(7) . .
C9 Fe1 C4 110.4(5) . .
C8 Fe1 C4 108.9(5) . .
C3 Fe1 C4 40.0(6) . .
C5 Fe1 C4 42.1(6) . .
C6 Fe1 C4 175.7(6) . .
C7 Fe1 C10 67.2(5) . .
C9 Fe1 C10 40.2(5) . .
C8 Fe1 C10 66.6(5) . .
C3 Fe1 C10 179.3(5) . .
C5 Fe1 C10 112.1(5) . .
C6 Fe1 C10 39.3(6) . .
C4 Fe1 C10 140.3(6) . .
C7 Fe1 C2 117.1(5) . .
C9 Fe1 C2 176.9(5) . .
C8 Fe1 C2 143.6(6) . .
C3 Fe1 C2 40.0(4) . .
C5 Fe1 C2 67.7(4) . .
C6 Fe1 C2 114.6(5) . .
C4 Fe1 C2 68.4(5) . .
C10 Fe1 C2 139.3(4) . .
C3 C4 C5 104.9(10) . .
C3 C4 Fe1 69.5(7) . .
C5 C4 Fe1 68.6(7) . .
C5 C1 C2 108.3(9) . .
C5 C1 Sn1 127.1(8) . .
C2 C1 Sn1 124.7(7) . .
C4 C3 C2 111.3(11) . .
C4 C3 Fe1 70.5(8) . .
C2 C3 Fe1 71.4(6) . .
C1 C5 C4 108.8(10) . .
C1 C5 Fe1 71.7(6) . .
C4 C5 Fe1 69.4(7) . .
C12 Si1 C12 110.3(8) . 2_656
C12 Si1 C2 109.2(5) . 2_656
C12 Si1 C2 109.7(5) 2_656 2_656
C12 Si1 C2 109.7(5) . .
C12 Si1 C2 109.2(5) 2_656 .
C2 Si1 C2 108.7(8) 2_656 .
C6 C10 C9 107.2(11) . .
C6 C10 Fe1 69.7(7) . .
C9 C10 Fe1 68.7(7) . .
C8 C7 C6 108.4(13) . .
C8 C7 Fe1 71.5(8) . .
C6 C7 Fe1 70.0(7) . .
C8 C9 C10 108.4(11) . .
C8 C9 Fe1 70.7(7) . .
C10 C9 Fe1 71.1(6) . .
C7 C8 C9 109.6(11) . .
C7 C8 Fe1 70.3(7) . .
C9 C8 Fe1 70.0(7) . .
C3 C2 C1 106.6(9) . .
C3 C2 Si1 123.1(9) . .
C1 C2 Si1 130.1(8) . .
C3 C2 Fe1 68.6(6) . .
C1 C2 Fe1 69.9(5) . .
Si1 C2 Fe1 130.3(5) . .
C10 C6 C7 106.3(12) . .
C10 C6 Fe1 71.0(8) . .
C7 C6 Fe1 68.5(8) . .
C26 Fe2 C27 41.3(9) . .
C26 Fe2 C29 68.3(6) . .
C27 Fe2 C29 65.7(7) . .
C26 Fe2 C30 40.6(8) . .
C27 Fe2 C30 67.3(6) . .
C29 Fe2 C30 40.7(6) . .
C26 Fe2 C21 115.2(6) . .
C27 Fe2 C21 145.9(8) . .
C29 Fe2 C21 138.1(6) . .
C30 Fe2 C21 112.8(5) . .
C26 Fe2 C25 144.2(8) . .
C27 Fe2 C25 172.2(9) . .
C29 Fe2 C25 109.6(5) . .
C30 Fe2 C25 113.6(6) . .
C21 Fe2 C25 41.7(4) . .
C26 Fe2 C24 173.4(8) . .
C27 Fe2 C24 132.1(8) . .
C29 Fe2 C24 109.6(5) . .
C30 Fe2 C24 141.2(7) . .
C21 Fe2 C24 70.7(5) . .
C25 Fe2 C24 42.2(5) . .
C26 Fe2 C22 112.2(6) . .
C27 Fe2 C22 115.1(6) . .
C29 Fe2 C22 179.1(6) . .
C30 Fe2 C22 139.2(5) . .
C21 Fe2 C22 41.1(4) . .
C25 Fe2 C22 69.6(4) . .
C24 Fe2 C22 70.0(4) . .
C26 Fe2 C28 68.1(6) . .
C27 Fe2 C28 39.0(8) . .
C29 Fe2 C28 38.5(7) . .
C30 Fe2 C28 66.9(6) . .
C21 Fe2 C28 175.0(7) . .
C25 Fe2 C28 133.5(6) . .
C24 Fe2 C28 106.2(6) . .
C22 Fe2 C28 142.3(7) . .
C26 Fe2 C23 138.6(9) . .
C27 Fe2 C23 111.1(6) . .
C29 Fe2 C23 138.2(6) . .
C30 Fe2 C23 178.2(5) . .
C21 Fe2 C23 68.9(4) . .
C25 Fe2 C23 67.9(5) . .
C24 Fe2 C23 39.2(5) . .
C22 Fe2 C23 41.9(4) . .
C28 Fe2 C23 111.5(6) . .
C30 C26 C27 105.3(14) . .
C30 C26 Fe2 70.5(9) . .
C27 C26 Fe2 69.8(10) . .
C28 C27 C26 109.9(15) . .
C28 C27 Fe2 72.4(9) . .
C26 C27 Fe2 68.9(8) . .
C29 C28 C27 107.8(14) . .
C29 C28 Fe2 69.2(7) . .
C27 C28 Fe2 68.6(8) . .
C28 C29 C30 109.7(13) . .
C28 C29 Fe2 72.4(8) . .
C30 C29 Fe2 69.7(7) . .
C26 C30 C29 107.2(14) . .
C26 C30 Fe2 68.8(9) . .
C29 C30 Fe2 69.6(8) . .
C22 C21 C25 108.0(8) . .
C22 C21 Fe2 69.8(6) . .
C25 C21 Fe2 69.2(5) . .
C22 C21 Sn2 124.1(7) . .
C25 C21 Sn2 128.0(8) . .
Fe2 C21 Sn2 126.0(5) . .
C21 C22 C23 106.2(9) . .
C21 C22 Si2 129.1(8) . .
C23 C22 Si2 124.6(8) . .
C21 C22 Fe2 69.1(6) . .
C23 C22 Fe2 69.8(6) . .
Si2 C22 Fe2 129.4(5) . .
C21 C25 C24 108.1(10) . .
C21 C25 Fe2 69.1(5) . .
C24 C25 Fe2 69.2(7) . .
C24 C23 C22 110.9(11) . .
C24 C23 Fe2 69.6(7) . .
C22 C23 Fe2 68.4(5) . .
C23 C24 C25 106.8(10) . .
C23 C24 Fe2 71.1(7) . .
C25 C24 Fe2 68.6(7) . .
C22 Si2 C22 111.2(7) . 2_757
C22 Si2 C32 112.4(5) . 2_757
C22 Si2 C32 107.1(5) 2_757 2_757
C22 Si2 C32 107.1(5) . .
C22 Si2 C32 112.4(5) 2_757 .
C32 Si2 C32 106.7(8) 2_757 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C1 2.115(9) 2_656
Sn1 C1 2.115(9) .
Sn1 C11 2.149(9) 2_656
Sn1 C11 2.149(9) .
Sn2 C21 2.137(9) 2_757
Sn2 C21 2.137(9) .
Sn2 C31 2.145(9) 2_757
Sn2 C31 2.145(9) .
Fe1 C7 2.028(12) .
Fe1 C9 2.034(11) .
Fe1 C8 2.043(11) .
Fe1 C3 2.046(11) .
Fe1 C5 2.048(11) .
Fe1 C6 2.048(13) .
Fe1 C4 2.059(14) .
Fe1 C10 2.065(11) .
Fe1 C2 2.082(9) .
C4 C3 1.41(2) .
C4 C5 1.47(2) .
C1 C5 1.398(14) .
C1 C2 1.442(14) .
C3 C2 1.412(14) .
Si1 C12 1.856(12) .
Si1 C12 1.856(12) 2_656
Si1 C2 1.882(12) 2_656
Si1 C2 1.882(12) .
C10 C6 1.38(2) .
C10 C9 1.408(18) .
C7 C8 1.33(2) .
C7 C6 1.44(2) .
C9 C8 1.37(2) .
Fe2 C26 1.995(15) .
Fe2 C27 2.008(14) .
Fe2 C29 2.016(11) .
Fe2 C30 2.018(13) .
Fe2 C21 2.038(9) .
Fe2 C25 2.039(10) .
Fe2 C24 2.047(14) .
Fe2 C22 2.048(10) .
Fe2 C28 2.055(13) .
Fe2 C23 2.067(11) .
C26 C30 1.39(3) .
C26 C27 1.41(3) .
C27 C28 1.36(3) .
C28 C29 1.34(2) .
C29 C30 1.40(2) .
C21 C22 1.435(14) .
C21 C25 1.450(14) .
C22 C23 1.471(14) .
C22 Si2 1.878(11) .
C25 C24 1.472(19) .
C23 C24 1.381(19) .
Si2 C22 1.878(11) 2_757
Si2 C32 1.881(12) 2_757
Si2 C32 1.881(12) .
