#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:39:23 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179255 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/75/4317547.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_4317547
loop_
_publ_author_name
'Xuan Zhao'
'Yui-May Hsiao'
'Chia-Huei Lai'
'Joseph H. Reibenspies'
'Marcetta Y. Darensbourg'
_publ_section_title
;
 Oxidative Addition of Phosphine-Tethered Thiols to Iron Carbonyl:
 Binuclear Phosphinothiolate Complexes, (μ-SCH2CH2PPh2)2Fe2(CO)4, and
 Hydride Derivatives
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              699
_journal_page_last               708
_journal_paper_doi               10.1021/ic010741g
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C33 H29 F3 Fe2 O7 P2 S3'
_chemical_formula_weight         864.38
_chemical_name_systematic
;

   ?

;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.973(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.322(3)
_cell_length_b                   12.859(4)
_cell_length_c                   18.621(4)
_cell_measurement_temperature    110(2)
_cell_volume                     3613.4(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.881
_diffrn_measured_fraction_theta_max 0.881
_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  0.0786
_diffrn_reflns_av_sigmaI/netI    0.1167
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            24480
_diffrn_reflns_theta_full        30.08
_diffrn_reflns_theta_max         30.08
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    1.126
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         2.871
_refine_diff_density_min         -0.635
_refine_diff_density_rms         0.183
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.692
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         9342
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.692
_refine_ls_R_factor_all          0.1321
_refine_ls_R_factor_gt           0.0631
_refine_ls_shift/su_max          2.081
_refine_ls_shift/su_mean         0.410
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1909P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1473
_refine_ls_wR_factor_ref         0.2168
_reflns_number_gt                4809
_reflns_number_total             9342
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010741g_2.cif
_cod_data_source_block           mdx
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        3613.2(14)
_cod_database_code               4317547
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.73481(4) 0.48108(5) 1.01963(4) 0.02238(19) Uani 1 1 d . . .
Fe2 Fe 0.67984(4) 0.30189(5) 0.96830(4) 0.02302(19) Uani 1 1 d . . .
H1 H 0.740(4) 0.362(5) 1.041(4) 0.05(2) Uani 1 1 d . . .
F1 F 0.8848(2) 0.5657(3) 0.2263(2) 0.0517(10) Uani 1 1 d . . .
F2 F 1.0189(2) 0.5255(2) 0.21861(18) 0.0423(8) Uani 1 1 d . . .
F3 F 0.9864(2) 0.5681(3) 0.32266(17) 0.0403(8) Uani 1 1 d . . .
O1 O 0.6954(3) 0.5062(3) 1.1672(2) 0.0413(10) Uani 1 1 d . . .
O2 O 0.9251(2) 0.5218(3) 1.0575(2) 0.0363(9) Uani 1 1 d . . .
O3 O 0.6022(3) 0.1721(3) 1.0705(2) 0.0415(10) Uani 1 1 d . . .
O4 O 0.5674(3) 0.2121(3) 0.8406(2) 0.0416(10) Uani 1 1 d . . .
O5 O 0.9692(2) 0.7325(3) 0.1554(2) 0.0330(8) Uani 1 1 d . . .
O6 O 1.0862(2) 0.7342(3) 0.2610(2) 0.0325(8) Uani 1 1 d . . .
O7 O 0.9363(3) 0.7824(3) 0.2741(2) 0.0403(9) Uani 1 1 d . . .
P1 P 0.70139(8) 0.64100(10) 0.97638(7) 0.0239(3) Uani 1 1 d . . .
P2 P 0.79861(8) 0.20110(10) 0.97308(7) 0.0228(3) Uani 1 1 d . . .
S1 S 0.59085(7) 0.43948(10) 0.97983(7) 0.0244(3) Uani 1 1 d . . .
S2 S 0.74769(7) 0.41870(9) 0.90701(6) 0.0233(3) Uani 1 1 d . . .
S3 S 0.99244(8) 0.72568(10) 0.23326(7) 0.0279(3) Uani 1 1 d . . .
C1 C 0.7116(3) 0.4993(4) 1.1100(3) 0.0290(11) Uani 1 1 d . . .
C2 C 0.8514(3) 0.5054(4) 1.0440(3) 0.0263(11) Uani 1 1 d . . .
C5 C 0.5636(3) 0.5215(4) 0.8980(3) 0.0268(11) Uani 1 1 d . . .
H3A H 0.5950 0.4969 0.8603 0.032 Uiso 1 1 calc R . .
H3B H 0.5005 0.5182 0.8793 0.032 Uiso 1 1 calc R . .
C6 C 0.5905(3) 0.6330(4) 0.9185(3) 0.0261(10) Uani 1 1 d . . .
H4A H 0.5471 0.6636 0.9443 0.031 Uiso 1 1 calc R . .
H4B H 0.5906 0.6730 0.8743 0.031 Uiso 1 1 calc R . .
C7 C 0.6920(3) 0.7451(4) 1.0410(3) 0.0287(11) Uani 1 1 d . . .
C8 C 0.6304(3) 0.8257(4) 1.0223(3) 0.0346(12) Uani 1 1 d . . .
H6A H 0.5932 0.8258 0.9772 0.042 Uiso 1 1 calc R . .
C9 C 0.6256(4) 0.9051(5) 1.0717(4) 0.0440(15) Uani 1 1 d . . .
H7A H 0.5849 0.9586 1.0597 0.053 Uiso 1 1 calc R . .
C10 C 0.6815(4) 0.9052(5) 1.1392(4) 0.0447(15) Uani 1 1 d . . .
H8A H 0.6773 0.9585 1.1722 0.054 Uiso 1 1 calc R . .
C11 C 0.7420(4) 0.8279(5) 1.1572(3) 0.0386(13) Uani 1 1 d . . .
H9A H 0.7800 0.8291 1.2020 0.046 Uiso 1 1 calc R . .
C12 C 0.7469(3) 0.7470(4) 1.1083(3) 0.0307(11) Uani 1 1 d . . .
H10A H 0.7876 0.6937 1.1210 0.037 Uiso 1 1 calc R . .
C13 C 0.7788(3) 0.6895(4) 0.9205(3) 0.0246(10) Uani 1 1 d . . .
C18 C 0.7709(3) 0.6591(4) 0.8479(3) 0.0302(11) Uani 1 1 d . . .
H12A H 0.7208 0.6226 0.8262 0.036 Uiso 1 1 calc R . .
C17 C 0.8363(4) 0.6823(4) 0.8073(3) 0.0350(13) Uani 1 1 d . . .
H13A H 0.8312 0.6592 0.7594 0.042 Uiso 1 1 calc R . .
C16 C 0.9092(4) 0.7401(5) 0.8388(3) 0.0396(14) Uani 1 1 d . . .
H14A H 0.9534 0.7563 0.8121 0.048 Uiso 1 1 calc R . .
C15 C 0.9162(3) 0.7738(5) 0.9103(3) 0.0381(13) Uani 1 1 d . . .
H15A H 0.9643 0.8146 0.9305 0.046 Uiso 1 1 calc R . .
C14 C 0.8533(3) 0.7481(4) 0.9520(3) 0.0317(12) Uani 1 1 d . . .
H16A H 0.8600 0.7692 1.0004 0.038 Uiso 1 1 calc R . .
C4 C 0.6132(3) 0.2443(4) 0.8898(3) 0.0298(11) Uani 1 1 d . . .
C3 C 0.6325(3) 0.2232(4) 1.0318(3) 0.0296(11) Uani 1 1 d . . .
C19 C 0.8588(3) 0.3689(4) 0.9026(3) 0.0250(10) Uani 1 1 d . . .
H19A H 0.8587 0.3384 0.8549 0.030 Uiso 1 1 calc R . .
H19B H 0.9005 0.4264 0.9084 0.030 Uiso 1 1 calc R . .
C20 C 0.8897(3) 0.2879(4) 0.9607(3) 0.0263(10) Uani 1 1 d . . .
H20A H 0.9125 0.3224 1.0065 0.032 Uiso 1 1 calc R . .
H20B H 0.9375 0.2474 0.9467 0.032 Uiso 1 1 calc R . .
C21 C 0.8397(3) 0.1324(4) 1.0582(3) 0.0269(11) Uani 1 1 d . . .
C22 C 0.8364(4) 0.1794(4) 1.1250(3) 0.0357(12) Uani 1 1 d . . .
H22A H 0.8111 0.2450 1.1264 0.043 Uiso 1 1 calc R . .
C23 C 0.8705(4) 0.1290(5) 1.1895(3) 0.0402(14) Uani 1 1 d . . .
H23A H 0.8691 0.1616 1.2339 0.048 Uiso 1 1 calc R . .
C24 C 0.9064(4) 0.0314(4) 1.1884(3) 0.0383(13) Uani 1 1 d . . .
H24A H 0.9279 -0.0028 1.2319 0.046 Uiso 1 1 calc R . .
C25 C 0.9107(4) -0.0167(4) 1.1220(3) 0.0391(13) Uani 1 1 d . . .
H25A H 0.9360 -0.0823 1.1212 0.047 Uiso 1 1 calc R . .
C26 C 0.8773(3) 0.0335(4) 1.0573(3) 0.0306(11) Uani 1 1 d . . .
H26A H 0.8799 0.0012 1.0131 0.037 Uiso 1 1 calc R . .
C27 C 0.7892(3) 0.1012(4) 0.9044(3) 0.0252(10) Uani 1 1 d . . .
C28 C 0.7211(3) 0.0275(4) 0.9015(3) 0.0321(12) Uani 1 1 d . . .
H28A H 0.6823 0.0318 0.9346 0.039 Uiso 1 1 calc R . .
C29 C 0.7107(4) -0.0514(4) 0.8502(3) 0.0350(12) Uani 1 1 d . . .
H29A H 0.6656 -0.1000 0.8492 0.042 Uiso 1 1 calc R . .
C30 C 0.7680(4) -0.0575(4) 0.8004(3) 0.0377(14) Uani 1 1 d . . .
H30A H 0.7608 -0.1099 0.7655 0.045 Uiso 1 1 calc R . .
C31 C 0.8357(4) 0.0137(4) 0.8024(3) 0.0354(12) Uani 1 1 d . . .
H31A H 0.8745 0.0085 0.7693 0.043 Uiso 1 1 calc R . .
C32 C 0.8462(3) 0.0933(4) 0.8539(3) 0.0314(12) Uani 1 1 d . . .
H32A H 0.8916 0.1415 0.8546 0.038 Uiso 1 1 calc R . .
C33 C 0.9692(3) 0.5892(4) 0.2509(3) 0.0326(12) 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
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'
F F 0.0171 0.0103 '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'
C C 0.0033 0.0016 '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 C1 95.2(2) . . ?
C2 Fe1 P1 94.97(17) . . ?
C1 Fe1 P1 98.50(17) . . ?
C2 Fe1 S1 174.19(17) . . ?
C1 Fe1 S1 89.86(17) . . ?
P1 Fe1 S1 87.14(5) . . ?
C2 Fe1 S2 93.06(16) . . ?
C1 Fe1 S2 165.64(17) . . ?
P1 Fe1 S2 92.46(5) . . ?
S1 Fe1 S2 81.42(5) . . ?
C2 Fe1 Fe2 119.80(17) . . ?
C1 Fe1 Fe2 111.02(17) . . ?
P1 Fe1 Fe2 130.43(5) . . ?
S1 Fe1 Fe2 55.32(4) . . ?
S2 Fe1 Fe2 54.62(4) . . ?
C4 Fe2 C3 93.8(2) . . ?
C4 Fe2 P2 97.95(17) . . ?
C3 Fe2 P2 93.78(16) . . ?
C4 Fe2 S2 96.33(17) . . ?
C3 Fe2 S2 169.44(18) . . ?
P2 Fe2 S2 87.86(5) . . ?
C4 Fe2 S1 97.64(17) . . ?
C3 Fe2 S1 93.40(16) . . ?
P2 Fe2 S1 162.35(6) . . ?
S2 Fe2 S1 82.25(5) . . ?
C4 Fe2 Fe1 140.80(17) . . ?
C3 Fe2 Fe1 113.68(17) . . ?
P2 Fe2 Fe1 107.06(5) . . ?
S2 Fe2 Fe1 56.02(4) . . ?
S1 Fe2 Fe1 55.30(4) . . ?
C13 P1 C7 105.1(2) . . ?
C13 P1 C6 108.0(2) . . ?
C7 P1 C6 104.8(2) . . ?
C13 P1 Fe1 112.97(16) . . ?
C7 P1 Fe1 118.50(18) . . ?
C6 P1 Fe1 106.77(16) . . ?
C27 P2 C21 104.2(2) . . ?
C27 P2 C20 108.3(2) . . ?
C21 P2 C20 104.3(2) . . ?
C27 P2 Fe2 115.01(16) . . ?
C21 P2 Fe2 118.21(17) . . ?
C20 P2 Fe2 106.02(16) . . ?
C5 S1 Fe1 101.78(16) . . ?
C5 S1 Fe2 115.00(17) . . ?
Fe1 S1 Fe2 69.37(4) . . ?
C19 S2 Fe2 107.68(16) . . ?
C19 S2 Fe1 113.06(16) . . ?
Fe2 S2 Fe1 69.36(5) . . ?
O5 S3 O7 115.9(2) . . ?
O5 S3 O6 114.5(2) . . ?
O7 S3 O6 114.9(2) . . ?
O5 S3 C33 102.6(2) . . ?
O7 S3 C33 103.7(3) . . ?
O6 S3 C33 102.8(2) . . ?
O1 C1 Fe1 176.9(5) . . ?
O2 C2 Fe1 178.0(5) . . ?
C6 C5 S1 108.6(3) . . ?
C5 C6 P1 112.4(3) . . ?
C12 C7 C8 119.2(5) . . ?
C12 C7 P1 120.4(4) . . ?
C8 C7 P1 120.4(4) . . ?
C9 C8 C7 119.3(5) . . ?
C8 C9 C10 120.4(5) . . ?
C11 C10 C9 120.5(5) . . ?
C10 C11 C12 119.7(5) . . ?
C7 C12 C11 120.9(5) . . ?
C18 C13 C14 118.8(5) . . ?
C18 C13 P1 120.3(4) . . ?
C14 C13 P1 120.5(4) . . ?
C17 C18 C13 121.3(5) . . ?
C18 C17 C16 119.4(5) . . ?
C15 C16 C17 119.8(5) . . ?
C16 C15 C14 121.4(5) . . ?
C15 C14 C13 119.3(5) . . ?
O4 C4 Fe2 175.9(5) . . ?
O3 C3 Fe2 178.5(5) . . ?
C20 C19 S2 112.7(3) . . ?
C19 C20 P2 110.9(3) . . ?
C22 C21 C26 119.0(5) . . ?
C22 C21 P2 120.3(4) . . ?
C26 C21 P2 120.7(4) . . ?
C23 C22 C21 120.3(5) . . ?
C24 C23 C22 120.4(6) . . ?
C23 C24 C25 120.0(5) . . ?
C26 C25 C24 119.9(5) . . ?
C25 C26 C21 120.3(5) . . ?
C32 C27 C28 118.2(5) . . ?
C32 C27 P2 123.3(4) . . ?
C28 C27 P2 118.5(4) . . ?
C29 C28 C27 121.2(5) . . ?
C28 C29 C30 119.6(5) . . ?
C31 C30 C29 120.3(5) . . ?
C30 C31 C32 120.2(5) . . ?
C31 C32 C27 120.5(5) . . ?
F1 C33 F2 107.7(4) . . ?
F1 C33 F3 107.9(4) . . ?
F2 C33 F3 107.2(4) . . ?
F1 C33 S3 111.3(4) . . ?
F2 C33 S3 111.4(4) . . ?
F3 C33 S3 111.2(4) . . ?
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 1.792(5) . ?
Fe1 C1 1.795(6) . ?
Fe1 P1 2.2353(15) . ?
Fe1 S1 2.2660(14) . ?
Fe1 S2 2.2856(14) . ?
Fe1 Fe2 2.5794(11) . ?
Fe2 C4 1.792(6) . ?
Fe2 C3 1.801(5) . ?
Fe2 P2 2.2233(14) . ?
Fe2 S2 2.2473(14) . ?
Fe2 S1 2.2665(14) . ?
F1 C33 1.329(6) . ?
F2 C33 1.330(6) . ?
F3 C33 1.344(6) . ?
O1 C1 1.137(6) . ?
O2 C2 1.134(6) . ?
O3 C3 1.132(6) . ?
O4 C4 1.131(6) . ?
O5 S3 1.435(4) . ?
O6 S3 1.444(4) . ?
O7 S3 1.441(4) . ?
P1 C13 1.817(5) . ?
P1 C7 1.822(5) . ?
P1 C6 1.851(5) . ?
P2 C27 1.800(5) . ?
P2 C21 1.829(5) . ?
P2 C20 1.833(5) . ?
S1 C5 1.841(5) . ?
S2 C19 1.835(5) . ?
S3 C33 1.832(6) . ?
C5 C6 1.522(7) . ?
C7 C12 1.383(7) . ?
C7 C8 1.405(7) . ?
C8 C9 1.384(8) . ?
C9 C10 1.393(9) . ?
C10 C11 1.361(8) . ?
C11 C12 1.393(7) . ?
C13 C18 1.392(7) . ?
C13 C14 1.408(7) . ?
C18 C17 1.388(7) . ?
C17 C16 1.385(8) . ?
C16 C15 1.386(8) . ?
C15 C14 1.379(7) . ?
C19 C20 1.517(7) . ?
C21 C22 1.392(7) . ?
C21 C26 1.398(7) . ?
C22 C23 1.385(8) . ?
C23 C24 1.373(8) . ?
C24 C25 1.393(8) . ?
C25 C26 1.384(7) . ?
C27 C32 1.394(7) . ?
C27 C28 1.404(7) . ?
C28 C29 1.383(7) . ?
C29 C30 1.386(8) . ?
C30 C31 1.379(8) . ?
C31 C32 1.393(7) . ?
