#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:29:13 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180301 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/15/7151545.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_7151545
loop_
_publ_author_name
'Elena I. Klimova'
'Tatiana Klimova Berestneva'
'Arnaldo Cinquantini'
'Maddalena Corsini'
'Piero Zanello'
'Ruben A. Toscano'
'Simón Hernández-Ortega'
'Marcos Martínez García'
_publ_section_title
;
 3,3-Diethyl- and 3,3-dibenzyl-1,2-diferrocenylcyclopropenes
;
_journal_issue                   24
_journal_name_full               'Org. Biomol. Chem.'
_journal_page_first              4458
_journal_page_last               4464
_journal_paper_doi               10.1039/b307408k
_journal_volume                  1
_journal_year                    2003
_chemical_formula_sum            'C27 H28 Fe2'
_chemical_formula_weight         464.19
_chemical_name_systematic
;
3,3-diethyl-1,2-diferrocenylcyclopropene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 94.83(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.632(2)
_cell_length_b                   15.352(4)
_cell_length_c                   18.943(8)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.38
_cell_measurement_theta_min      4.81
_cell_volume                     2211.6(12)
_computing_cell_refinement       'XSCANS ver 2.1 1993'
_computing_data_collection       'XSCANS ver 2.1 1993'
_computing_data_reduction        'XSCANS ver 2.1 1993'
_computing_molecular_graphics    'SHELXTL V 6.10'
_computing_publication_material  'SHELXTL V 6.10'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens P4/PC diffractometer'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_sigmaI/netI    0.1149
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            4195
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.16
_diffrn_standards_decay_%        4.10
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.322
_exptl_absorpt_correction_T_max  0.8381
_exptl_absorpt_correction_T_min  0.7714
_exptl_absorpt_correction_type   'analytical: face-indexed'
_exptl_crystal_colour            deep-orange
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3884
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.1389
_refine_ls_R_factor_gt           0.0711
_refine_ls_shift/su_max          0.113
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0692P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1517
_refine_ls_wR_factor_ref         0.1872
_reflns_number_gt                2186
_reflns_number_total             3884
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b307408k.txt
_cod_data_source_block           compound_2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7151545
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.45436(14) 0.93437(7) 0.35903(6) 0.0494(3) Uani 1 1 d . . .
Fe2 Fe 0.02987(14) 0.78132(8) 0.09604(7) 0.0515(3) Uani 1 1 d . . .
C1 C 0.2084(10) 0.9929(5) 0.2279(4) 0.0485(17) Uani 1 1 d . . .
C2 C 0.1158(9) 0.9595(5) 0.1749(4) 0.0464(17) Uani 1 1 d . . .
C3 C 0.2307(11) 1.0336(6) 0.1567(5) 0.058(2) Uani 1 1 d . . .
C4 C 0.3908(17) 1.0098(8) 0.1151(8) 0.110(5) Uani 1 1 d . . .
H4A H 0.4172 0.9485 0.1225 0.080 Uiso 1 1 calc R . .
H4B H 0.3577 1.0179 0.0649 0.080 Uiso 1 1 calc R . .
C5 C 0.539(2) 1.0564(12) 0.1326(10) 0.172(8) Uani 1 1 d . . .
H5A H 0.6238 1.0449 0.0990 0.080 Uiso 1 1 calc R . .
H5B H 0.5877 1.0398 0.1791 0.080 Uiso 1 1 calc R . .
H5C H 0.5119 1.1174 0.1322 0.080 Uiso 1 1 calc R . .
C6 C 0.1555(16) 1.1214(7) 0.1372(6) 0.082(3) Uani 1 1 d . . .
H6A H 0.2466 1.1648 0.1470 0.080 Uiso 1 1 calc R . .
H6B H 0.1227 1.1223 0.0866 0.080 Uiso 1 1 calc R . .
C7 C 0.0014(18) 1.1467(8) 0.1742(7) 0.104(4) Uani 1 1 d . . .
H7A H -0.0941 1.1076 0.1612 0.080 Uiso 1 1 calc R . .
H7B H -0.0326 1.2051 0.1612 0.080 Uiso 1 1 calc R . .
H7C H 0.0304 1.1438 0.2245 0.080 Uiso 1 1 calc R . .
C8 C 0.2567(8) 1.0013(5) 0.3021(4) 0.0434(16) Uani 1 1 d . . .
C9 C 0.1912(10) 0.9522(5) 0.3585(4) 0.0533(19) Uani 1 1 d . . .
H9 H 0.1070 0.9083 0.3535 0.080 Uiso 1 1 calc R . .
C10 C 0.2767(11) 0.9819(6) 0.4231(5) 0.059(2) Uani 1 1 d . . .
H10 H 0.2564 0.9614 0.4679 0.080 Uiso 1 1 calc R . .
C11 C 0.3977(11) 1.0475(5) 0.4085(4) 0.056(2) Uani 1 1 d . . .
H11 H 0.4711 1.0778 0.4417 0.080 Uiso 1 1 calc R . .
C12 C 0.3867(10) 1.0586(5) 0.3342(5) 0.0554(19) Uani 1 1 d . . .
H12 H 0.4539 1.0973 0.3101 0.080 Uiso 1 1 calc R . .
C13 C 0.5638(17) 0.8523(9) 0.2927(6) 0.090(4) Uani 1 1 d . . .
H13 H 0.5301 0.8467 0.2445 0.080 Uiso 1 1 calc R . .
C14 C 0.4929(17) 0.8064(8) 0.3459(10) 0.107(5) Uani 1 1 d . . .
H14 H 0.4033 0.7652 0.3411 0.080 Uiso 1 1 calc R . .
C15 C 0.585(2) 0.8351(11) 0.4095(8) 0.121(6) Uani 1 1 d . . .
H15 H 0.5692 0.8143 0.4546 0.080 Uiso 1 1 calc R . .
C16 C 0.6999(17) 0.8981(12) 0.3938(8) 0.113(6) Uani 1 1 d . . .
H16 H 0.7720 0.9296 0.4266 0.080 Uiso 1 1 calc R . .
C17 C 0.6926(14) 0.9077(9) 0.3218(7) 0.096(4) Uani 1 1 d . . .
H17 H 0.7618 0.9447 0.2970 0.080 Uiso 1 1 calc R . .
C18 C -0.0139(9) 0.8971(5) 0.1460(4) 0.0456(16) Uani 1 1 d . . .
C19 C -0.0948(11) 0.8977(6) 0.0756(5) 0.061(2) Uani 1 1 d . . .
H19 H -0.0725 0.9369 0.0400 0.080 Uiso 1 1 calc R . .
C20 C -0.2176(11) 0.8266(7) 0.0695(6) 0.071(3) Uani 1 1 d . . .
H20 H -0.2893 0.8120 0.0291 0.080 Uiso 1 1 calc R . .
C21 C -0.2113(10) 0.7830(7) 0.1343(6) 0.073(3) Uani 1 1 d . . .
H21 H -0.2772 0.7344 0.1448 0.080 Uiso 1 1 calc R . .
C22 C -0.0849(11) 0.8268(6) 0.1811(5) 0.060(2) Uani 1 1 d . . .
H22 H -0.0541 0.8112 0.2280 0.080 Uiso 1 1 calc R . .
C23 C 0.2898(12) 0.7549(9) 0.0994(9) 0.099(5) Uani 1 1 d . . .
H23 H 0.3778 0.7882 0.1231 0.080 Uiso 1 1 calc R . .
C24 C 0.2226(18) 0.7650(9) 0.0301(8) 0.110(5) Uani 1 1 d . . .
H24 H 0.2577 0.8061 -0.0019 0.080 Uiso 1 1 calc R . .
C25 C 0.0953(19) 0.7036(11) 0.0172(9) 0.119(6) Uani 1 1 d . . .
H25 H 0.0281 0.6968 -0.0258 0.080 Uiso 1 1 calc R . .
C26 C 0.0799(16) 0.6549(8) 0.0743(11) 0.118(6) Uani 1 1 d . . .
H26 H 0.0024 0.6088 0.0784 0.080 Uiso 1 1 calc R . .
C27 C 0.2026(19) 0.6863(10) 0.1268(9) 0.116(5) Uani 1 1 d . . .
H27 H 0.2220 0.6644 0.1725 0.080 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 0.0033 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'
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
C14 Fe1 C13 40.1(5) . . ?
C14 Fe1 C16 68.1(6) . . ?
C13 Fe1 C16 66.8(5) . . ?
C14 Fe1 C12 158.9(6) . . ?
C13 Fe1 C12 123.9(5) . . ?
C16 Fe1 C12 123.4(6) . . ?
C14 Fe1 C15 41.1(6) . . ?
C13 Fe1 C15 66.9(5) . . ?
C16 Fe1 C15 39.3(6) . . ?
C12 Fe1 C15 158.4(6) . . ?
C14 Fe1 C9 106.7(5) . . ?
C13 Fe1 C9 123.0(4) . . ?
C16 Fe1 C9 159.1(6) . . ?
C12 Fe1 C9 68.8(3) . . ?
C15 Fe1 C9 123.7(7) . . ?
C14 Fe1 C10 122.6(6) . . ?
C13 Fe1 C10 158.8(5) . . ?
C16 Fe1 C10 123.7(5) . . ?
C12 Fe1 C10 68.3(4) . . ?
C15 Fe1 C10 108.4(5) . . ?
C9 Fe1 C10 40.8(3) . . ?
C14 Fe1 C11 158.6(6) . . ?
C13 Fe1 C11 159.6(5) . . ?
C16 Fe1 C11 108.3(5) . . ?
C12 Fe1 C11 40.8(3) . . ?
C15 Fe1 C11 122.8(5) . . ?
C9 Fe1 C11 68.8(3) . . ?
C10 Fe1 C11 40.6(4) . . ?
C14 Fe1 C17 67.5(6) . . ?
C13 Fe1 C17 39.7(5) . . ?
C16 Fe1 C17 39.4(5) . . ?
C12 Fe1 C17 109.0(5) . . ?
C15 Fe1 C17 66.1(6) . . ?
C9 Fe1 C17 159.1(5) . . ?
C10 Fe1 C17 159.4(5) . . ?
C11 Fe1 C17 124.0(5) . . ?
C14 Fe1 C8 122.3(5) . . ?
C13 Fe1 C8 108.1(4) . . ?
C16 Fe1 C8 158.9(6) . . ?
C12 Fe1 C8 40.9(3) . . ?
C15 Fe1 C8 159.8(7) . . ?
C9 Fe1 C8 41.1(3) . . ?
C10 Fe1 C8 68.7(3) . . ?
C11 Fe1 C8 68.9(3) . . ?
C17 Fe1 C8 123.6(4) . . ?
C25 Fe2 C23 66.3(6) . . ?
C25 Fe2 C22 161.8(6) . . ?
C23 Fe2 C22 122.3(5) . . ?
C25 Fe2 C27 65.7(7) . . ?
C23 Fe2 C27 39.7(6) . . ?
C22 Fe2 C27 109.6(5) . . ?
C25 Fe2 C26 38.4(6) . . ?
C23 Fe2 C26 67.2(5) . . ?
C22 Fe2 C26 126.5(6) . . ?
C27 Fe2 C26 40.3(6) . . ?
C25 Fe2 C24 39.4(5) . . ?
C23 Fe2 C24 39.8(5) . . ?
C22 Fe2 C24 157.0(5) . . ?
C27 Fe2 C24 66.3(6) . . ?
C26 Fe2 C24 66.2(6) . . ?
C25 Fe2 C21 124.1(5) . . ?
C23 Fe2 C21 155.1(6) . . ?
C22 Fe2 C21 41.1(4) . . ?
C27 Fe2 C21 119.7(6) . . ?
C26 Fe2 C21 106.0(4) . . ?
C24 Fe2 C21 161.4(6) . . ?
C25 Fe2 C20 107.6(6) . . ?
C23 Fe2 C20 164.7(6) . . ?
C22 Fe2 C20 67.9(4) . . ?
C27 Fe2 C20 152.6(6) . . ?
C26 Fe2 C20 117.6(5) . . ?
C24 Fe2 C20 126.7(6) . . ?
C21 Fe2 C20 40.1(4) . . ?
C25 Fe2 C19 121.2(6) . . ?
C23 Fe2 C19 128.4(5) . . ?
C22 Fe2 C19 67.9(4) . . ?
C27 Fe2 C19 165.4(6) . . ?
C26 Fe2 C19 152.9(6) . . ?
C24 Fe2 C19 110.0(5) . . ?
C21 Fe2 C19 68.7(4) . . ?
C20 Fe2 C19 41.2(4) . . ?
C25 Fe2 C18 156.5(6) . . ?
C23 Fe2 C18 110.9(4) . . ?
C22 Fe2 C18 40.2(3) . . ?
C27 Fe2 C18 128.3(6) . . ?
C26 Fe2 C18 164.3(6) . . ?
C24 Fe2 C18 123.1(5) . . ?
C21 Fe2 C18 68.8(3) . . ?
C20 Fe2 C18 68.6(3) . . ?
C19 Fe2 C18 40.6(3) . . ?
C2 C1 C8 152.1(8) . . ?
C2 C1 C3 64.1(6) . . ?
C8 C1 C3 143.4(7) . . ?
C1 C2 C18 150.6(8) . . ?
C1 C2 C3 65.2(6) . . ?
C18 C2 C3 144.2(8) . . ?
C2 C3 C6 121.4(8) . . ?
C2 C3 C1 50.7(5) . . ?
C6 C3 C1 121.5(8) . . ?
C2 C3 C4 116.1(8) . . ?
C6 C3 C4 112.8(9) . . ?
C1 C3 C4 120.7(9) . . ?
C5 C4 C3 115.4(13) . . ?
C7 C6 C3 115.1(10) . . ?
C12 C8 C1 126.1(7) . . ?
C12 C8 C9 106.3(7) . . ?
C1 C8 C9 127.6(7) . . ?
C12 C8 Fe1 68.3(4) . . ?
C1 C8 Fe1 126.1(5) . . ?
C9 C8 Fe1 68.4(4) . . ?
C10 C9 C8 108.2(7) . . ?
C10 C9 Fe1 69.8(5) . . ?
C8 C9 Fe1 70.5(4) . . ?
C11 C10 C9 108.9(8) . . ?
C11 C10 Fe1 70.0(5) . . ?
C9 C10 Fe1 69.5(5) . . ?
C10 C11 C12 107.2(7) . . ?
C10 C11 Fe1 69.4(5) . . ?
C12 C11 Fe1 69.0(5) . . ?
C11 C12 C8 109.3(8) . . ?
C11 C12 Fe1 70.2(5) . . ?
C8 C12 Fe1 70.8(4) . . ?
C14 C13 C17 109.4(12) . . ?
C14 C13 Fe1 69.7(6) . . ?
C17 C13 Fe1 71.5(6) . . ?
C13 C14 C15 105.5(14) . . ?
C13 C14 Fe1 70.2(6) . . ?
C15 C14 Fe1 69.9(7) . . ?
C16 C15 C14 108.7(15) . . ?
C16 C15 Fe1 70.2(7) . . ?
C14 C15 Fe1 69.0(6) . . ?
C15 C16 C17 108.8(14) . . ?
C15 C16 Fe1 70.5(7) . . ?
C17 C16 Fe1 71.6(6) . . ?
C16 C17 C13 107.5(14) . . ?
C16 C17 Fe1 69.0(6) . . ?
C13 C17 Fe1 68.8(6) . . ?
C22 C18 C19 107.2(7) . . ?
C22 C18 C2 127.5(7) . . ?
C19 C18 C2 125.3(8) . . ?
C22 C18 Fe2 68.7(5) . . ?
C19 C18 Fe2 69.4(5) . . ?
C2 C18 Fe2 127.8(5) . . ?
C18 C19 C20 107.4(9) . . ?
C18 C19 Fe2 70.0(5) . . ?
C20 C19 Fe2 69.0(5) . . ?
C21 C20 C19 108.7(9) . . ?
C21 C20 Fe2 69.9(5) . . ?
C19 C20 Fe2 69.8(5) . . ?
C20 C21 C22 107.0(8) . . ?
C20 C21 Fe2 70.0(5) . . ?
C22 C21 Fe2 69.0(4) . . ?
C18 C22 C21 109.7(8) . . ?
C18 C22 Fe2 71.2(5) . . ?
C21 C22 Fe2 69.9(5) . . ?
C24 C23 C27 107.1(12) . . ?
C24 C23 Fe2 70.2(6) . . ?
C27 C23 Fe2 70.1(6) . . ?
C25 C24 C23 107.2(14) . . ?
C25 C24 Fe2 69.6(7) . . ?
C23 C24 Fe2 70.0(6) . . ?
C26 C25 C24 110.7(16) . . ?
C26 C25 Fe2 71.6(8) . . ?
C24 C25 Fe2 70.9(7) . . ?
C25 C26 C27 106.7(12) . . ?
C25 C26 Fe2 70.0(7) . . ?
C27 C26 Fe2 69.6(7) . . ?
C23 C27 C26 108.3(14) . . ?
C23 C27 Fe2 70.2(7) . . ?
C26 C27 Fe2 70.2(7) . . ?
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 C14 2.005(11) . ?
Fe1 C13 2.011(9) . ?
Fe1 C16 2.012(10) . ?
Fe1 C12 2.021(8) . ?
Fe1 C15 2.017(10) . ?
Fe1 C9 2.026(8) . ?
Fe1 C10 2.030(8) . ?
Fe1 C11 2.037(8) . ?
Fe1 C17 2.046(10) . ?
Fe1 C8 2.054(7) . ?
Fe2 C25 2.007(12) . ?
Fe2 C23 2.021(9) . ?
Fe2 C22 2.022(8) . ?
Fe2 C27 2.019(11) . ?
Fe2 C26 2.027(11) . ?
Fe2 C24 2.024(10) . ?
Fe2 C21 2.034(8) . ?
Fe2 C20 2.035(9) . ?
Fe2 C19 2.046(9) . ?
Fe2 C18 2.055(8) . ?
C1 C2 1.285(11) . ?
C1 C8 1.429(10) . ?
C1 C3 1.508(12) . ?
C2 C18 1.450(10) . ?
C2 C3 1.494(11) . ?
C3 C6 1.500(13) . ?
C3 C4 1.553(14) . ?
C4 C5 1.358(18) . ?
C6 C7 1.470(16) . ?
C8 C12 1.424(10) . ?
C8 C9 1.432(11) . ?
C9 C10 1.413(12) . ?
C10 C11 1.409(13) . ?
C11 C12 1.414(12) . ?
C13 C14 1.378(18) . ?
C13 C17 1.379(18) . ?
C14 C15 1.412(19) . ?
C15 C16 1.36(2) . ?
C16 C17 1.369(18) . ?
C18 C22 1.400(11) . ?
C18 C19 1.423(11) . ?
C19 C20 1.437(13) . ?
C20 C21 1.395(14) . ?
C21 C22 1.425(13) . ?
C23 C24 1.376(19) . ?
C23 C27 1.371(19) . ?
C24 C25 1.360(18) . ?
C25 C26 1.33(2) . ?
C26 C27 1.39(2) . ?
