#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:44:30 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179075 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/37/4303726.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_4303726
loop_
_publ_author_name
'Pradyumna S. Singh'
'Hans Christian Rudbeck'
'Ping Huang'
'Salah Ezzaher'
'Lars Eriksson'
'Matthias Stein'
'Sascha Ott'
'Reiner Lomoth'
_publ_section_title
;
(I,0) Mixed-Valence State of a Diiron Complex with Pertinence to the
[FeFe]-Hydrogenase Active Site: An IR, EPR, and Computational Study
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10883
_journal_page_last               10885
_journal_paper_doi               10.1021/ic9016454
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C18 H8 Fe2 N0 O6 P0 S2'
_chemical_formula_weight         496.06
_chemical_name_systematic
; 
 ? 
;
_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                 90.7502(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.5962(3)
_cell_length_b                   6.58320(10)
_cell_length_c                   17.7848(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1942.93(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0460
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            25964
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.68
_exptl_absorpt_coefficient_mu    1.740
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_refine_diff_density_max         0.641
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3967
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.921
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0302
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0396P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0675
_refine_ls_wR_factor_ref         0.0739
_reflns_number_gt                2472
_reflns_number_total             3967
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic9016454_si_001.cif
_cod_data_source_block           r
_cod_database_code               4303726
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 0.37289(2) 0.63460(6) 0.07376(2) 0.03467(13) Uani 1 1 d . . .
Fe2 Fe 0.31804(2) 0.75336(6) 0.19861(2) 0.03763(13) Uani 1 1 d . . .
S1 S 0.31056(4) 0.93449(11) 0.09131(4) 0.03737(18) Uani 1 1 d . . .
S2 S 0.26870(4) 0.48615(11) 0.13298(4) 0.03973(19) Uani 1 1 d . . .
C1 C 0.35227(17) 0.5921(5) -0.02534(18) 0.0466(8) Uani 1 1 d . . .
O1 O 0.33815(15) 0.5651(4) -0.08732(13) 0.0736(8) Uani 1 1 d . . .
C2 C 0.46626(18) 0.7676(5) 0.06578(16) 0.0411(7) Uani 1 1 d . . .
O2 O 0.52707(13) 0.8484(4) 0.06121(12) 0.0594(6) Uani 1 1 d . . .
C3 C 0.43040(17) 0.4118(5) 0.09798(16) 0.0402(7) Uani 1 1 d . . .
O3 O 0.47024(13) 0.2779(3) 0.11399(13) 0.0581(6) Uani 1 1 d . . .
C4 C 0.3931(2) 0.9314(5) 0.23199(16) 0.0505(8) Uani 1 1 d . . .
O4 O 0.44160(16) 1.0364(4) 0.25524(13) 0.0769(8) Uani 1 1 d . . .
C5 C 0.35430(18) 0.5718(5) 0.26595(17) 0.0511(8) Uani 1 1 d . . .
O5 O 0.37550(16) 0.4525(4) 0.30790(14) 0.0842(8) Uani 1 1 d . . .
C6 C 0.23469(19) 0.8499(5) 0.24730(18) 0.0535(8) Uiso 1 1 d . . .
O6 O 0.17806(16) 0.9194(4) 0.27653(15) 0.0860(8) Uiso 1 1 d . . .
C10 C 0.16329(16) 0.5405(4) 0.12269(15) 0.0389(7) Uani 1 1 d . . .
C11 C 0.11884(19) 0.4142(5) 0.16990(18) 0.0546(9) Uani 1 1 d . . .
H11 H 0.1452 0.3110 0.1961 0.065 Uiso 1 1 calc R . .
C12 C 0.0365(2) 0.4390(6) 0.17861(19) 0.0649(10) Uani 1 1 d . . .
H12 H 0.0078 0.3540 0.2104 0.078 Uiso 1 1 calc R . .
C13 C -0.00171(19) 0.5910(6) 0.1395(2) 0.0648(10) Uani 1 1 d . . .
H13 H -0.0566 0.6128 0.1457 0.078 Uiso 1 1 calc R . .
C14 C 0.04079(17) 0.7099(5) 0.09171(19) 0.0555(9) Uani 1 1 d . . .
H14 H 0.0133 0.8106 0.0652 0.067 Uiso 1 1 calc R . .
C15 C 0.12390(16) 0.6891(4) 0.08008(16) 0.0407(7) Uani 1 1 d . . .
C16 C 0.15883(16) 0.8188(4) 0.01988(16) 0.0404(7) Uani 1 1 d . . .
C17 C 0.22919(16) 0.9344(4) 0.02370(15) 0.0372(7) Uani 1 1 d . . .
C18 C 0.24816(19) 1.0667(5) -0.03518(17) 0.0522(8) Uani 1 1 d . . .
H18 H 0.2944 1.1460 -0.0316 0.063 Uiso 1 1 calc R . .
C19 C 0.1992(2) 1.0817(6) -0.09863(19) 0.0643(10) Uani 1 1 d . . .
H19 H 0.2119 1.1722 -0.1369 0.077 Uiso 1 1 calc R . .
C20 C 0.1326(2) 0.9625(6) -0.10435(18) 0.0627(10) Uani 1 1 d . . .
H20 H 0.1007 0.9673 -0.1477 0.075 Uiso 1 1 calc R . .
C21 C 0.11189(18) 0.8347(5) -0.04638(18) 0.0525(8) Uani 1 1 d . . .
H21 H 0.0654 0.7565 -0.0512 0.063 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'
N N 0.0061 0.0033 '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'
P P 0.1023 0.0942 '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'
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
C2 Fe1 C3 87.74(13) . . ?
C2 Fe1 C1 98.70(13) . . ?
C3 Fe1 C1 101.54(13) . . ?
C2 Fe1 S1 88.96(9) . . ?
C3 Fe1 S1 157.59(9) . . ?
C1 Fe1 S1 100.88(10) . . ?
C2 Fe1 S2 156.77(9) . . ?
C3 Fe1 S2 86.71(9) . . ?
C1 Fe1 S2 104.52(10) . . ?
S1 Fe1 S2 87.64(3) . . ?
C2 Fe1 Fe2 103.90(9) . . ?
C3 Fe1 Fe2 103.72(9) . . ?
C1 Fe1 Fe2 146.51(9) . . ?
S1 Fe1 Fe2 55.76(2) . . ?
S2 Fe1 Fe2 55.88(2) . . ?
C6 Fe2 C5 99.88(15) . . ?
C6 Fe2 C4 98.46(15) . . ?
C5 Fe2 C4 89.37(14) . . ?
C6 Fe2 S1 100.99(11) . . ?
C5 Fe2 S1 159.13(10) . . ?
C4 Fe2 S1 88.00(10) . . ?
C6 Fe2 S2 104.68(11) . . ?
C5 Fe2 S2 86.68(11) . . ?
C4 Fe2 S2 156.85(10) . . ?
S1 Fe2 S2 87.64(3) . . ?
C6 Fe2 Fe1 146.71(10) . . ?
C5 Fe2 Fe1 104.98(10) . . ?
C4 Fe2 Fe1 103.55(10) . . ?
S1 Fe2 Fe1 55.77(2) . . ?
S2 Fe2 Fe1 55.87(2) . . ?
C17 S1 Fe2 126.83(10) . . ?
C17 S1 Fe1 104.44(9) . . ?
Fe2 S1 Fe1 68.47(2) . . ?
C10 S2 Fe1 128.18(10) . . ?
C10 S2 Fe2 104.12(10) . . ?
Fe1 S2 Fe2 68.25(2) . . ?
O1 C1 Fe1 179.0(3) . . ?
O2 C2 Fe1 178.3(3) . . ?
O3 C3 Fe1 176.2(3) . . ?
O4 C4 Fe2 176.8(3) . . ?
O5 C5 Fe2 177.9(3) . . ?
O6 C6 Fe2 176.6(3) . . ?
C15 C10 C11 119.7(3) . . ?
C15 C10 S2 130.2(2) . . ?
C11 C10 S2 110.0(2) . . ?
C12 C11 C10 121.7(3) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C13 C12 C11 118.7(3) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C14 C13 C12 119.8(3) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 123.7(3) . . ?
C13 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C10 C15 C14 116.3(3) . . ?
C10 C15 C16 127.4(3) . . ?
C14 C15 C16 116.2(3) . . ?
C17 C16 C21 117.0(3) . . ?
C17 C16 C15 127.6(2) . . ?
C21 C16 C15 115.3(3) . . ?
C16 C17 C18 119.9(3) . . ?
C16 C17 S1 130.9(2) . . ?
C18 C17 S1 109.0(2) . . ?
C19 C18 C17 121.2(3) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C20 C19 C18 119.2(3) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 120.5(3) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C16 122.1(3) . . ?
C20 C21 H21 119.0 . . ?
C16 C21 H21 119.0 . . ?
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 C2 1.787(3) . ?
Fe1 C3 1.799(3) . ?
Fe1 C1 1.813(3) . ?
Fe1 S1 2.2525(8) . ?
Fe1 S2 2.2588(8) . ?
Fe1 Fe2 2.5345(5) . ?
Fe2 C6 1.760(3) . ?
Fe2 C5 1.791(3) . ?
Fe2 C4 1.805(4) . ?
Fe2 S1 2.2524(8) . ?
Fe2 S2 2.2589(8) . ?
S1 C17 1.796(3) . ?
S2 C10 1.793(3) . ?
C1 O1 1.138(3) . ?
C2 O2 1.145(3) . ?
C3 O3 1.136(3) . ?
C4 O4 1.135(3) . ?
C5 O5 1.136(3) . ?
C6 O6 1.173(4) . ?
C10 C15 1.395(4) . ?
C10 C11 1.399(4) . ?
C11 C12 1.386(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.370(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.360(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.404(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.492(4) . ?
C16 C17 1.395(4) . ?
C16 C21 1.408(4) . ?
C17 C18 1.401(4) . ?
C18 C19 1.385(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.359(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.378(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
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
C2 Fe1 Fe2 C6 130.9(2) . . . . ?
C3 Fe1 Fe2 C6 -138.0(2) . . . . ?
C1 Fe1 Fe2 C6 -0.1(3) . . . . ?
S1 Fe1 Fe2 C6 52.0(2) . . . . ?
S2 Fe1 Fe2 C6 -61.7(2) . . . . ?
C2 Fe1 Fe2 C5 -92.08(14) . . . . ?
C3 Fe1 Fe2 C5 -1.01(14) . . . . ?
C1 Fe1 Fe2 C5 136.9(2) . . . . ?
S1 Fe1 Fe2 C5 -171.06(11) . . . . ?
S2 Fe1 Fe2 C5 75.30(11) . . . . ?
C2 Fe1 Fe2 C4 0.95(14) . . . . ?
C3 Fe1 Fe2 C4 92.02(14) . . . . ?
C1 Fe1 Fe2 C4 -130.1(2) . . . . ?
S1 Fe1 Fe2 C4 -78.03(11) . . . . ?
S2 Fe1 Fe2 C4 168.32(11) . . . . ?
C2 Fe1 Fe2 S1 78.98(9) . . . . ?
C3 Fe1 Fe2 S1 170.05(10) . . . . ?
C1 Fe1 Fe2 S1 -52.04(18) . . . . ?
S2 Fe1 Fe2 S1 -113.64(3) . . . . ?
C2 Fe1 Fe2 S2 -167.37(10) . . . . ?
C3 Fe1 Fe2 S2 -76.31(9) . . . . ?
C1 Fe1 Fe2 S2 61.61(18) . . . . ?
S1 Fe1 Fe2 S2 113.64(3) . . . . ?
C6 Fe2 S1 C17 -61.61(15) . . . . ?
C5 Fe2 S1 C17 117.2(3) . . . . ?
C4 Fe2 S1 C17 -159.84(15) . . . . ?
S2 Fe2 S1 C17 42.90(11) . . . . ?
Fe1 Fe2 S1 C17 92.27(11) . . . . ?
C6 Fe2 S1 Fe1 -153.88(11) . . . . ?
C5 Fe2 S1 Fe1 24.9(3) . . . . ?
C4 Fe2 S1 Fe1 107.89(10) . . . . ?
S2 Fe2 S1 Fe1 -49.37(2) . . . . ?
C2 Fe1 S1 C17 128.04(13) . . . . ?
C3 Fe1 S1 C17 -150.4(3) . . . . ?
C1 Fe1 S1 C17 29.38(14) . . . . ?
S2 Fe1 S1 C17 -74.95(10) . . . . ?
Fe2 Fe1 S1 C17 -124.32(10) . . . . ?
C2 Fe1 S1 Fe2 -107.64(9) . . . . ?
C3 Fe1 S1 Fe2 -26.1(2) . . . . ?
C1 Fe1 S1 Fe2 153.71(10) . . . . ?
S2 Fe1 S1 Fe2 49.37(2) . . . . ?
C2 Fe1 S2 C10 123.7(3) . . . . ?
C3 Fe1 S2 C10 -159.81(15) . . . . ?
C1 Fe1 S2 C10 -58.73(15) . . . . ?
S1 Fe1 S2 C10 41.89(12) . . . . ?
Fe2 Fe1 S2 C10 91.18(12) . . . . ?
C2 Fe1 S2 Fe2 32.5(2) . . . . ?
C3 Fe1 S2 Fe2 109.02(9) . . . . ?
C1 Fe1 S2 Fe2 -149.91(10) . . . . ?
S1 Fe1 S2 Fe2 -49.28(2) . . . . ?
C6 Fe2 S2 C10 24.17(15) . . . . ?
C5 Fe2 S2 C10 123.52(14) . . . . ?
C4 Fe2 S2 C10 -155.9(3) . . . . ?
S1 Fe2 S2 C10 -76.58(10) . . . . ?
Fe1 Fe2 S2 C10 -125.86(10) . . . . ?
C6 Fe2 S2 Fe1 150.03(11) . . . . ?
C5 Fe2 S2 Fe1 -110.62(10) . . . . ?
C4 Fe2 S2 Fe1 -30.0(3) . . . . ?
S1 Fe2 S2 Fe1 49.29(2) . . . . ?
C2 Fe1 C1 O1 -159(16) . . . . ?
C3 Fe1 C1 O1 111(16) . . . . ?
S1 Fe1 C1 O1 -69(16) . . . . ?
S2 Fe1 C1 O1 22(16) . . . . ?
Fe2 Fe1 C1 O1 -27(16) . . . . ?
C3 Fe1 C2 O2 -2(9) . . . . ?
C1 Fe1 C2 O2 -103(9) . . . . ?
S1 Fe1 C2 O2 156(9) . . . . ?
S2 Fe1 C2 O2 74(9) . . . . ?
Fe2 Fe1 C2 O2 102(9) . . . . ?
C2 Fe1 C3 O3 16(4) . . . . ?
C1 Fe1 C3 O3 114(4) . . . . ?
S1 Fe1 C3 O3 -66(4) . . . . ?
S2 Fe1 C3 O3 -142(4) . . . . ?
Fe2 Fe1 C3 O3 -88(4) . . . . ?
C6 Fe2 C4 O4 103(6) . . . . ?
C5 Fe2 C4 O4 3(6) . . . . ?
S1 Fe2 C4 O4 -157(6) . . . . ?
S2 Fe2 C4 O4 -77(6) . . . . ?
Fe1 Fe2 C4 O4 -103(6) . . . . ?
C6 Fe2 C5 O5 80(8) . . . . ?
C4 Fe2 C5 O5 179(100) . . . . ?
S1 Fe2 C5 O5 -98(8) . . . . ?
S2 Fe2 C5 O5 -24(8) . . . . ?
Fe1 Fe2 C5 O5 -77(8) . . . . ?
C5 Fe2 C6 O6 -172(5) . . . . ?
C4 Fe2 C6 O6 97(5) . . . . ?
S1 Fe2 C6 O6 8(5) . . . . ?
S2 Fe2 C6 O6 -83(5) . . . . ?
Fe1 Fe2 C6 O6 -34(5) . . . . ?
Fe1 S2 C10 C15 -3.7(3) . . . . ?
Fe2 S2 C10 C15 69.6(3) . . . . ?
Fe1 S2 C10 C11 -179.81(17) . . . . ?
Fe2 S2 C10 C11 -106.6(2) . . . . ?
C15 C10 C11 C12 -3.3(5) . . . . ?
S2 C10 C11 C12 173.3(3) . . . . ?
C10 C11 C12 C13 0.2(5) . . . . ?
C11 C12 C13 C14 1.9(5) . . . . ?
C12 C13 C14 C15 -1.0(6) . . . . ?
C11 C10 C15 C14 4.0(4) . . . . ?
S2 C10 C15 C14 -171.8(2) . . . . ?
C11 C10 C15 C16 -171.5(3) . . . . ?
S2 C10 C15 C16 12.7(5) . . . . ?
C13 C14 C15 C10 -2.0(5) . . . . ?
C13 C14 C15 C16 174.0(3) . . . . ?
C10 C15 C16 C17 -50.5(5) . . . . ?
C14 C15 C16 C17 134.0(3) . . . . ?
C10 C15 C16 C21 133.9(3) . . . . ?
C14 C15 C16 C21 -41.6(4) . . . . ?
C21 C16 C17 C18 3.2(4) . . . . ?
C15 C16 C17 C18 -172.3(3) . . . . ?
C21 C16 C17 S1 -171.3(2) . . . . ?
C15 C16 C17 S1 13.1(5) . . . . ?
Fe2 S1 C17 C16 -4.7(3) . . . . ?
Fe1 S1 C17 C16 69.0(3) . . . . ?
Fe2 S1 C17 C18 -179.70(17) . . . . ?
Fe1 S1 C17 C18 -106.0(2) . . . . ?
C16 C17 C18 C19 -1.7(5) . . . . ?
S1 C17 C18 C19 173.9(3) . . . . ?
C17 C18 C19 C20 -1.4(5) . . . . ?
C18 C19 C20 C21 2.8(5) . . . . ?
C19 C20 C21 C16 -1.2(5) . . . . ?
C17 C16 C21 C20 -1.8(5) . . . . ?
C15 C16 C21 C20 174.3(3) . . . . ?
