#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:07:37 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178681 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/92/4079243.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_4079243
loop_
_publ_author_name
'Speck, J. Matthäus'
'Claus, Ron'
'Hildebrandt, Alexander'
'Rüffer, Tobias'
'Erasmus, Elizabeth'
'van As, Lydia'
'Swarts, Jannie C.'
'Lang, Heinrich'
_publ_section_title
;
 Electron Transfer Studies on Ferrocenylthiophenes: Synthesis, Properties,
 and Electrochemistry
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              6373
_journal_paper_doi               10.1021/om3006036
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C24 H20 Fe2 S'
_chemical_formula_sum            'C24 H20 Fe2 S'
_chemical_formula_weight         452.16
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2565(2)
_cell_length_b                   23.3232(6)
_cell_length_c                   9.7291(2)
_cell_measurement_reflns_used    2526
_cell_measurement_temperature    115
_cell_measurement_theta_max      27.9588
_cell_measurement_theta_min      3.0169
_cell_volume                     1873.51(8)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      115
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'
_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  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4650
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.24
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  5
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.665
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77257
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1687
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0284
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0306P)²+0.4011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0652
_refine_ls_wR_factor_ref         0.0680
_reflns_number_gt                1468
_reflns_number_total             1687
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om3006036_si_002.cif
_cod_data_source_block           ronc25
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               4079243
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, 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
C1 C 0.1041(3) 0.34136(10) 0.6273(3) 0.0341(6) Uani 1 1 d .
H1 H 0.1516 0.3062 0.6475 0.041 Uiso 1 1 calc R
C2 C -0.0177(3) 0.35112(10) 0.5277(2) 0.0330(6) Uani 1 1 d .
H2 H -0.0644 0.3235 0.4713 0.040 Uiso 1 1 calc R
C3 C -0.0557(3) 0.40994(11) 0.5289(2) 0.0302(6) Uani 1 1 d .
H3 H -0.1318 0.4280 0.4732 0.036 Uiso 1 1 calc R
C4 C 0.0421(3) 0.43692(10) 0.6297(2) 0.0288(5) Uani 1 1 d .
H4 H 0.0414 0.4757 0.6519 0.035 Uiso 1 1 calc R
C5 C 0.1413(3) 0.39423(10) 0.6908(2) 0.0322(6) Uani 1 1 d .
H5 H 0.2171 0.4000 0.7601 0.039 Uiso 1 1 calc R
C6 C 0.3744(2) 0.35905(9) 0.3879(2) 0.0205(5) Uani 1 1 d .
C7 C 0.2546(3) 0.37655(9) 0.2901(2) 0.0216(5) Uani 1 1 d .
H7 H 0.1992 0.3525 0.2301 0.026 Uiso 1 1 calc R
C8 C 0.2350(3) 0.43686(9) 0.3004(2) 0.0242(5) Uani 1 1 d .
H8 H 0.1650 0.4592 0.2481 0.029 Uiso 1 1 calc R
C9 C 0.3409(3) 0.45711(10) 0.4045(2) 0.0250(5) Uani 1 1 d .
H9 H 0.3524 0.4951 0.4320 0.030 Uiso 1 1 calc R
C10 C 0.4262(3) 0.40944(9) 0.4596(2) 0.0235(5) Uani 1 1 d .
H10 H 0.5025 0.4107 0.5299 0.028 Uiso 1 1 calc R
C11 C 0.4262(3) 0.30010(9) 0.4151(2) 0.0207(5) Uani 1 1 d D
C12 C 0.3559(4) 0.2500 0.3646(3) 0.0211(7) Uani 1 2 d S
H12 H 0.2700 0.2500 0.3028 0.025 Uiso 1 2 calc SR
C13 C 0.562(2) 0.2910(11) 0.5068(19) 0.038(6) Uani 0.50 1 d PD
H13 H 0.6291 0.3170 0.5519 0.045 Uiso 0.50 1 calc PR
S1 S 0.5793(5) 0.2823(3) 0.5217(5) 0.0238(6) Uani 0.50 1 d PD
Fe1 Fe 0.18361(4) 0.398244(12) 0.48406(3) 0.01931(13) Uani 1 1 d .
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'
S S 0.1246 0.1234 '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'
H H 0.0000 0.0000 '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
C5 C1 C2 108.3(2) . .
C5 C1 Fe1 70.12(13) . .
C2 C1 Fe1 69.83(13) . .
C5 C1 H1 125.9 . .
C2 C1 H1 125.9 . .
Fe1 C1 H1 125.8 . .
C3 C2 C1 108.0(2) . .
C3 C2 Fe1 69.99(13) . .
C1 C2 Fe1 69.49(13) . .
C3 C2 H2 126.0 . .
C1 C2 H2 126.0 . .
Fe1 C2 H2 126.1 . .
C2 C3 C4 108.1(2) . .
C2 C3 Fe1 69.64(13) . .
C4 C3 Fe1 69.87(13) . .
C2 C3 H3 125.9 . .
C4 C3 H3 125.9 . .
Fe1 C3 H3 126.1 . .
C3 C4 C5 107.9(2) . .
C3 C4 Fe1 69.54(13) . .
C5 C4 Fe1 69.58(13) . .
C3 C4 H4 126.1 . .
C5 C4 H4 126.1 . .
Fe1 C4 H4 126.4 . .
C1 C5 C4 107.7(2) . .
C1 C5 Fe1 69.32(13) . .
C4 C5 Fe1 69.80(13) . .
C1 C5 H5 126.2 . .
C4 C5 H5 126.2 . .
Fe1 C5 H5 126.3 . .
C10 C6 C7 107.22(18) . .
C10 C6 C11 126.6(2) . .
C7 C6 C11 126.11(19) . .
C10 C6 Fe1 68.96(12) . .
C7 C6 Fe1 69.20(11) . .
C11 C6 Fe1 124.16(15) . .
C8 C7 C6 108.32(19) . .
C8 C7 Fe1 69.87(12) . .
C6 C7 Fe1 69.79(12) . .
C8 C7 H7 125.8 . .
C6 C7 H7 125.8 . .
Fe1 C7 H7 126.1 . .
C9 C8 C7 108.07(19) . .
C9 C8 Fe1 69.58(12) . .
C7 C8 Fe1 69.46(12) . .
C9 C8 H8 126.0 . .
C7 C8 H8 126.0 . .
Fe1 C8 H8 126.6 . .
C8 C9 C10 108.31(19) . .
C8 C9 Fe1 69.81(12) . .
C10 C9 Fe1 69.30(12) . .
C8 C9 H9 125.8 . .
C10 C9 H9 125.8 . .
Fe1 C9 H9 126.6 . .
C9 C10 C6 108.1(2) . .
C9 C10 Fe1 69.89(13) . .
C6 C10 Fe1 69.97(12) . .
C9 C10 H10 126.0 . .
C6 C10 H10 126.0 . .
Fe1 C10 H10 125.8 . .
C12 C11 C13 114.6(10) . .
C12 C11 C6 127.0(2) . .
C13 C11 C6 118.4(10) . .
C12 C11 S1 108.8(3) . .
C13 C11 S1 5.9(12) . .
C6 C11 S1 124.1(3) . .
C11 C12 C11 113.9(3) . 7_565
C11 C12 H12 123.1 . .
C11 C12 H12 123.1 7_565 .
C11 C13 C13 98.5(10) . 7_565
C11 C13 H13 130.8 . .
C13 C13 H13 130.8 7_565 .
S1 S1 C11 104.2(2) 7_565 .
S1 S1 C13 6.7(6) 7_565 7_565
C11 S1 C13 97.6(7) . 7_565
C1 Fe1 C10 118.81(10) . .
C1 Fe1 C2 40.68(10) . .
C10 Fe1 C2 153.77(10) . .
C1 Fe1 C7 124.41(9) . .
C10 Fe1 C7 68.92(9) . .
C2 Fe1 C7 107.07(9) . .
C1 Fe1 C3 68.18(10) . .
C10 Fe1 C3 163.92(10) . .
C2 Fe1 C3 40.37(9) . .
C7 Fe1 C3 120.60(9) . .
C1 Fe1 C9 154.67(10) . .
C10 Fe1 C9 40.81(9) . .
C2 Fe1 C9 163.83(10) . .
C7 Fe1 C9 68.49(9) . .
C3 Fe1 C9 127.33(10) . .
C1 Fe1 C5 40.56(9) . .
C10 Fe1 C5 106.82(9) . .
C2 Fe1 C5 68.33(10) . .
C7 Fe1 C5 161.49(9) . .
C3 Fe1 C5 68.31(10) . .
C9 Fe1 C5 120.83(9) . .
C1 Fe1 C8 162.40(10) . .
C10 Fe1 C8 68.71(9) . .
C2 Fe1 C8 126.08(9) . .
C7 Fe1 C8 40.67(9) . .
C3 Fe1 C8 109.18(9) . .
C9 Fe1 C8 40.61(9) . .
C5 Fe1 C8 156.25(9) . .
C1 Fe1 C4 68.20(9) . .
C10 Fe1 C4 125.93(9) . .
C2 Fe1 C4 68.14(9) . .
C7 Fe1 C4 156.09(9) . .
C3 Fe1 C4 40.59(9) . .
C9 Fe1 C4 109.21(9) . .
C5 Fe1 C4 40.62(9) . .
C8 Fe1 C4 121.95(9) . .
C1 Fe1 C6 105.67(9) . .
C10 Fe1 C6 41.07(8) . .
C2 Fe1 C6 118.82(9) . .
C7 Fe1 C6 41.01(8) . .
C3 Fe1 C6 154.40(9) . .
C9 Fe1 C6 68.76(9) . .
C5 Fe1 C6 124.10(9) . .
C8 Fe1 C6 68.77(9) . .
C4 Fe1 C6 162.27(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C5 1.413(3) .
C1 C2 1.415(3) .
C1 Fe1 2.033(2) .
C1 H1 0.9300 .
C2 C3 1.407(3) .
C2 Fe1 2.037(2) .
C2 H2 0.9300 .
C3 C4 1.418(3) .
C3 Fe1 2.042(2) .
C3 H3 0.9300 .
C4 C5 1.419(3) .
C4 Fe1 2.046(2) .
C4 H4 0.9300 .
C5 Fe1 2.043(2) .
C5 H5 0.9300 .
C6 C10 1.432(3) .
C6 C7 1.432(3) .
C6 C11 1.464(3) .
C6 Fe1 2.048(2) .
C7 C8 1.420(3) .
C7 Fe1 2.040(2) .
C7 H7 0.9300 .
C8 C9 1.418(3) .
C8 Fe1 2.045(2) .
C8 H8 0.9300 .
C9 C10 1.421(3) .
C9 Fe1 2.042(2) .
C9 H9 0.9300 .
C10 Fe1 2.034(2) .
C10 H10 0.9300 .
C11 C12 1.394(3) .
C11 C13 1.450(13) .
C11 S1 1.687(5) .
C12 C11 1.394(3) 7_565
C12 H12 0.9300 .
C13 C13 1.91(5) 7_565
C13 H13 0.9300 .
S1 S1 1.507(14) 7_565
S1 C13 1.720(18) 7_565
