#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:53:12 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179082 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/44/4304477.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_4304477
loop_
_publ_author_name
'Li-Cheng Song'
'Chang-Gong Li'
'Jie Gao'
'Bang-Shao Yin'
'Xiang Luo'
'Xiao-Guang Zhang'
'Hai-Lin Bao'
'Qing-Mei Hu'
_publ_section_title
;
Synthesis, Structure, and Electrocatalysis of Diiron C-Functionalized
Propanedithiolate (PDT) Complexes Related to the Active Site of
[FeFe]-Hydrogenases
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4545
_journal_page_last               4553
_journal_paper_doi               10.1021/ic701982z
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C14 H8 Fe2 O9 S2'
_chemical_formula_sum            'C14 H8 Fe2 O9 S2'
_chemical_formula_weight         496.02
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                78.677(8)
_cell_angle_beta                 79.185(10)
_cell_angle_gamma                76.766(10)
_cell_formula_units_Z            2
_cell_length_a                   8.7846(16)
_cell_length_b                   9.121(2)
_cell_length_c                   11.778(3)
_cell_measurement_reflns_used    2980
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.8
_cell_measurement_theta_min      1.8
_cell_volume                     890.6(3)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SHELXS97
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8309
_diffrn_reflns_theta_full        27.85
_diffrn_reflns_theta_max         27.85
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    1.909
_exptl_absorpt_correction_T_max  0.8320
_exptl_absorpt_correction_T_min  0.6572
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.0050(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         4155
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.964
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0250
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0309P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0616
_refine_ls_wR_factor_ref         0.0632
_reflns_number_gt                3166
_reflns_number_total             4155
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic701982z-file003.cif
_cod_data_source_block           shelxl
_cod_original_cell_volume        890.7(3)
_cod_database_code               4304477
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 1.00492(3) 0.15576(3) 0.71698(2) 0.01373(8) Uani 1 1 d . . .
Fe2 Fe 0.79995(3) 0.31227(3) 0.84764(2) 0.01377(8) Uani 1 1 d . . .
S1 S 0.86845(5) 0.05602(5) 0.88504(4) 0.01388(11) Uani 1 1 d . . .
S2 S 0.76453(6) 0.27784(5) 0.67081(4) 0.01507(11) Uani 1 1 d . . .
O1 O 1.11652(17) -0.10207(16) 0.58507(12) 0.0248(3) Uani 1 1 d . . .
O2 O 1.13154(17) 0.38716(16) 0.53615(13) 0.0280(4) Uani 1 1 d . . .
O3 O 1.26919(17) 0.11931(19) 0.84693(13) 0.0317(4) Uani 1 1 d . . .
O4 O 0.46917(17) 0.35010(17) 0.96418(13) 0.0285(4) Uani 1 1 d . . .
O5 O 0.84028(18) 0.62430(15) 0.74378(13) 0.0293(4) Uani 1 1 d . . .
O6 O 0.97253(18) 0.32873(16) 1.03444(12) 0.0276(3) Uani 1 1 d . . .
O7 O 0.56534(15) -0.10027(15) 0.73913(11) 0.0197(3) Uani 1 1 d . . .
O8 O 0.64493(17) -0.12288(16) 0.54750(12) 0.0244(3) Uani 1 1 d . . .
O9 O 0.45922(16) -0.34104(15) 0.57793(11) 0.0219(3) Uani 1 1 d . . .
C1 C 1.0731(2) -0.0026(2) 0.63588(16) 0.0175(4) Uani 1 1 d . . .
C2 C 1.0840(2) 0.2958(2) 0.60550(17) 0.0194(4) Uani 1 1 d . . .
C3 C 1.1672(2) 0.1294(2) 0.79571(16) 0.0200(4) Uani 1 1 d . . .
C4 C 0.5983(2) 0.3395(2) 0.91993(16) 0.0196(4) Uani 1 1 d . . .
C5 C 0.8212(2) 0.5042(2) 0.78371(16) 0.0196(4) Uani 1 1 d . . .
C6 C 0.9045(2) 0.3208(2) 0.96319(17) 0.0188(4) Uani 1 1 d . . .
C7 C 0.7138(2) -0.0327(2) 0.86029(16) 0.0184(4) Uani 1 1 d . . .
H7A H 0.7409 -0.1435 0.8893 0.022 Uiso 1 1 calc R . .
H7B H 0.6134 0.0088 0.9079 0.022 Uiso 1 1 calc R . .
C8 C 0.6863(2) -0.0111(2) 0.73546(17) 0.0184(4) Uani 1 1 d . . .
H8 H 0.7860 -0.0531 0.6856 0.022 Uiso 1 1 calc R . .
C9 C 0.6251(2) 0.1528(2) 0.68502(17) 0.0201(4) Uani 1 1 d . . .
H9A H 0.5270 0.1926 0.7357 0.024 Uiso 1 1 calc R . .
H9B H 0.5974 0.1559 0.6068 0.024 Uiso 1 1 calc R . .
C10 C 0.5668(2) -0.1563(2) 0.64104(17) 0.0187(4) Uani 1 1 d . . .
C11 C 0.4633(2) -0.2676(2) 0.66696(16) 0.0160(4) Uani 1 1 d . . .
C12 C 0.3703(2) -0.3175(2) 0.76460(17) 0.0219(4) Uani 1 1 d . . .
H12 H 0.3535 -0.2842 0.8383 0.026 Uiso 1 1 calc R . .
C13 C 0.3016(3) -0.4305(2) 0.73530(18) 0.0246(5) Uani 1 1 d . . .
H13 H 0.2297 -0.4869 0.7855 0.030 Uiso 1 1 calc R . .
C14 C 0.3590(2) -0.4407(2) 0.62320(18) 0.0253(5) Uani 1 1 d . . .
H14 H 0.3339 -0.5079 0.5805 0.030 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C3 Fe1 C2 91.62(9) . . ?
C3 Fe1 C1 99.92(9) . . ?
C2 Fe1 C1 96.49(8) . . ?
C3 Fe1 S1 87.50(6) . . ?
C2 Fe1 S1 159.53(6) . . ?
C1 Fe1 S1 103.81(6) . . ?
C3 Fe1 S2 152.46(7) . . ?
C2 Fe1 S2 86.41(7) . . ?
C1 Fe1 S2 107.60(7) . . ?
S1 Fe1 S2 85.00(2) . . ?
C3 Fe1 Fe2 98.09(6) . . ?
C2 Fe1 Fe2 103.89(6) . . ?
C1 Fe1 Fe2 152.28(6) . . ?
S1 Fe1 Fe2 56.112(19) . . ?
S2 Fe1 Fe2 56.097(19) . . ?
C4 Fe2 C6 101.64(9) . . ?
C4 Fe2 C5 102.47(9) . . ?
C6 Fe2 C5 89.49(9) . . ?
C4 Fe2 S1 100.08(6) . . ?
C6 Fe2 S1 88.57(6) . . ?
C5 Fe2 S1 157.29(6) . . ?
C4 Fe2 S2 99.97(7) . . ?
C6 Fe2 S2 158.25(6) . . ?
C5 Fe2 S2 88.25(6) . . ?
S1 Fe2 S2 85.25(2) . . ?
C4 Fe2 Fe1 144.75(6) . . ?
C6 Fe2 Fe1 103.18(6) . . ?
C5 Fe2 Fe1 102.39(6) . . ?
S1 Fe2 Fe1 56.232(17) . . ?
S2 Fe2 Fe1 56.380(19) . . ?
C7 S1 Fe2 111.09(7) . . ?
C7 S1 Fe1 112.75(6) . . ?
Fe2 S1 Fe1 67.656(18) . . ?
C9 S2 Fe2 111.21(7) . . ?
C9 S2 Fe1 114.10(7) . . ?
Fe2 S2 Fe1 67.523(19) . . ?
C10 O7 C8 116.51(14) . . ?
C11 O9 C14 105.85(14) . . ?
O1 C1 Fe1 179.71(18) . . ?
O2 C2 Fe1 178.36(18) . . ?
O3 C3 Fe1 176.91(19) . . ?
O4 C4 Fe2 176.45(17) . . ?
O5 C5 Fe2 177.53(19) . . ?
O6 C6 Fe2 178.32(17) . . ?
C8 C7 S1 115.76(12) . . ?
C8 C7 H7A 108.3 . . ?
S1 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
S1 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
O7 C8 C7 104.64(14) . . ?
O7 C8 C9 108.75(16) . . ?
C7 C8 C9 113.69(16) . . ?
O7 C8 H8 109.9 . . ?
C7 C8 H8 109.9 . . ?
C9 C8 H8 109.9 . . ?
C8 C9 S2 114.12(14) . . ?
C8 C9 H9A 108.7 . . ?
S2 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
S2 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
O8 C10 O7 125.13(17) . . ?
O8 C10 C11 125.48(18) . . ?
O7 C10 C11 109.36(15) . . ?
C12 C11 O9 110.73(15) . . ?
C12 C11 C10 132.85(18) . . ?
O9 C11 C10 116.40(16) . . ?
C11 C12 C13 106.32(17) . . ?
C11 C12 H12 126.8 . . ?
C13 C12 H12 126.8 . . ?
C14 C13 C12 106.16(17) . . ?
C14 C13 H13 126.9 . . ?
C12 C13 H13 126.9 . . ?
C13 C14 O9 110.93(17) . . ?
C13 C14 H14 124.5 . . ?
O9 C14 H14 124.5 . . ?
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 C3 1.789(2) . ?
Fe1 C2 1.8015(19) . ?
Fe1 C1 1.814(2) . ?
Fe1 S1 2.2549(6) . ?
Fe1 S2 2.2609(7) . ?
Fe1 Fe2 2.5088(5) . ?
Fe2 C4 1.800(2) . ?
Fe2 C6 1.802(2) . ?
Fe2 C5 1.802(2) . ?
Fe2 S1 2.2517(7) . ?
Fe2 S2 2.2535(7) . ?
S1 C7 1.8246(18) . ?
S2 C9 1.8207(18) . ?
O1 C1 1.138(2) . ?
O2 C2 1.140(2) . ?
O3 C3 1.148(2) . ?
O4 C4 1.147(2) . ?
O5 C5 1.141(2) . ?
O6 C6 1.139(2) . ?
O7 C10 1.349(2) . ?
O7 C8 1.469(2) . ?
O8 C10 1.207(2) . ?
O9 C11 1.360(2) . ?
O9 C14 1.373(2) . ?
C7 C8 1.502(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.510(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.466(2) . ?
C11 C12 1.345(3) . ?
C12 C13 1.431(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.335(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
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
C3 Fe1 Fe2 C4 -135.91(13) . . . . ?
C2 Fe1 Fe2 C4 130.39(13) . . . . ?
C1 Fe1 Fe2 C4 -5.77(18) . . . . ?
S1 Fe1 Fe2 C4 -54.46(11) . . . . ?
S2 Fe1 Fe2 C4 54.51(11) . . . . ?
C3 Fe1 Fe2 C6 -2.25(8) . . . . ?
C2 Fe1 Fe2 C6 -95.95(9) . . . . ?
C1 Fe1 Fe2 C6 127.88(15) . . . . ?
S1 Fe1 Fe2 C6 79.20(6) . . . . ?
S2 Fe1 Fe2 C6 -171.84(6) . . . . ?
C3 Fe1 Fe2 C5 90.16(9) . . . . ?
C2 Fe1 Fe2 C5 -3.54(9) . . . . ?
C1 Fe1 Fe2 C5 -139.70(15) . . . . ?
S1 Fe1 Fe2 C5 171.61(7) . . . . ?
S2 Fe1 Fe2 C5 -79.42(7) . . . . ?
C3 Fe1 Fe2 S1 -81.45(6) . . . . ?
C2 Fe1 Fe2 S1 -175.15(7) . . . . ?
C1 Fe1 Fe2 S1 48.68(13) . . . . ?
S2 Fe1 Fe2 S1 108.96(2) . . . . ?
C3 Fe1 Fe2 S2 169.58(6) . . . . ?
C2 Fe1 Fe2 S2 75.89(7) . . . . ?
C1 Fe1 Fe2 S2 -60.28(13) . . . . ?
S1 Fe1 Fe2 S2 -108.96(2) . . . . ?
C4 Fe2 S1 C7 44.68(9) . . . . ?
C6 Fe2 S1 C7 146.25(9) . . . . ?
C5 Fe2 S1 C7 -128.49(18) . . . . ?
S2 Fe2 S1 C7 -54.62(7) . . . . ?
Fe1 Fe2 S1 C7 -106.83(7) . . . . ?
C4 Fe2 S1 Fe1 151.51(7) . . . . ?
C6 Fe2 S1 Fe1 -106.92(6) . . . . ?
C5 Fe2 S1 Fe1 -21.66(17) . . . . ?
S2 Fe2 S1 Fe1 52.21(2) . . . . ?
C3 Fe1 S1 C7 -154.07(10) . . . . ?
C2 Fe1 S1 C7 118.0(2) . . . . ?
C1 Fe1 S1 C7 -54.46(10) . . . . ?
S2 Fe1 S1 C7 52.46(7) . . . . ?
Fe2 Fe1 S1 C7 104.45(8) . . . . ?
C3 Fe1 S1 Fe2 101.48(7) . . . . ?
C2 Fe1 S1 Fe2 13.57(19) . . . . ?
C1 Fe1 S1 Fe2 -158.92(7) . . . . ?
S2 Fe1 S1 Fe2 -51.993(18) . . . . ?
C4 Fe2 S2 C9 -43.24(10) . . . . ?
C6 Fe2 S2 C9 130.17(17) . . . . ?
C5 Fe2 S2 C9 -145.59(10) . . . . ?
S1 Fe2 S2 C9 56.18(8) . . . . ?
Fe1 Fe2 S2 C9 108.27(8) . . . . ?
C4 Fe2 S2 Fe1 -151.50(6) . . . . ?
C6 Fe2 S2 Fe1 21.90(16) . . . . ?
C5 Fe2 S2 Fe1 106.14(7) . . . . ?
S1 Fe2 S2 Fe1 -52.082(18) . . . . ?
C3 Fe1 S2 C9 -126.89(14) . . . . ?
C2 Fe1 S2 C9 146.50(9) . . . . ?
C1 Fe1 S2 C9 50.82(9) . . . . ?
S1 Fe1 S2 C9 -52.11(7) . . . . ?
Fe2 Fe1 S2 C9 -104.11(7) . . . . ?
C3 Fe1 S2 Fe2 -22.77(13) . . . . ?
C2 Fe1 S2 Fe2 -109.39(6) . . . . ?
C1 Fe1 S2 Fe2 154.93(6) . . . . ?
S1 Fe1 S2 Fe2 52.01(2) . . . . ?
C3 Fe1 C1 O1 -20(36) . . . . ?
C2 Fe1 C1 O1 72(36) . . . . ?
S1 Fe1 C1 O1 -110(36) . . . . ?
S2 Fe1 C1 O1 161(100) . . . . ?
Fe2 Fe1 C1 O1 -150(100) . . . . ?
C3 Fe1 C2 O2 -102(7) . . . . ?
C1 Fe1 C2 O2 158(7) . . . . ?
S1 Fe1 C2 O2 -15(7) . . . . ?
S2 Fe1 C2 O2 51(7) . . . . ?
Fe2 Fe1 C2 O2 -3(7) . . . . ?
C2 Fe1 C3 O3 62(3) . . . . ?
C1 Fe1 C3 O3 159(3) . . . . ?
S1 Fe1 C3 O3 -97(3) . . . . ?
S2 Fe1 C3 O3 -23(3) . . . . ?
Fe2 Fe1 C3 O3 -42(3) . . . . ?
C6 Fe2 C4 O4 -127(3) . . . . ?
C5 Fe2 C4 O4 141(3) . . . . ?
S1 Fe2 C4 O4 -36(3) . . . . ?
S2 Fe2 C4 O4 51(3) . . . . ?
Fe1 Fe2 C4 O4 7(3) . . . . ?
C4 Fe2 C5 O5 148(4) . . . . ?
C6 Fe2 C5 O5 46(4) . . . . ?
S1 Fe2 C5 O5 -39(4) . . . . ?
S2 Fe2 C5 O5 -112(4) . . . . ?
Fe1 Fe2 C5 O5 -57(4) . . . . ?
C4 Fe2 C6 O6 -130(6) . . . . ?
C5 Fe2 C6 O6 -28(6) . . . . ?
S1 Fe2 C6 O6 130(6) . . . . ?
S2 Fe2 C6 O6 56(7) . . . . ?
Fe1 Fe2 C6 O6 75(6) . . . . ?
Fe2 S1 C7 C8 66.79(15) . . . . ?
Fe1 S1 C7 C8 -6.94(17) . . . . ?
C10 O7 C8 C7 -151.87(17) . . . . ?
C10 O7 C8 C9 86.31(19) . . . . ?
S1 C7 C8 O7 176.56(12) . . . . ?
S1 C7 C8 C9 -64.9(2) . . . . ?
O7 C8 C9 S2 -178.37(12) . . . . ?
C7 C8 C9 S2 65.50(19) . . . . ?
Fe2 S2 C9 C8 -68.94(15) . . . . ?
Fe1 S2 C9 C8 5.06(16) . . . . ?
C8 O7 C10 O8 -10.0(3) . . . . ?
C8 O7 C10 C11 167.97(15) . . . . ?
C14 O9 C11 C12 -0.1(2) . . . . ?
C14 O9 C11 C10 178.54(17) . . . . ?
O8 C10 C11 C12 179.8(2) . . . . ?
O7 C10 C11 C12 1.9(3) . . . . ?
O8 C10 C11 O9 1.6(3) . . . . ?
O7 C10 C11 O9 -176.38(16) . . . . ?
O9 C11 C12 C13 -0.2(2) . . . . ?
C10 C11 C12 C13 -178.5(2) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
C12 C13 C14 O9 -0.4(3) . . . . ?
C11 O9 C14 C13 0.3(2) . . . . ?
