#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/68/4316874.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_4316874
loop_
_publ_author_name
'Chelsea L. Mandell'
'Shannon S. Kleinbach'
'William G. Dougherty'
'W. Scott Kassel'
'Chip Nataro'
_publ_section_title
;
 Electrochemistry of 1,1'-Bis(2,4-dialkylphosphetanyl)ferrocene and
 1,1'-Bis(2,5-dialkylphospholanyl)ferrocene Ligands: Free Phosphines,
 Metal Complexes, and Chalcogenides
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9718
_journal_page_last               9727
_journal_paper_doi               10.1021/ic1016164
_journal_volume                  49
_journal_year                    2010
_chemical_absolute_configuration syn
_chemical_formula_sum            'C12 H18 Fe0.5 P S'
_chemical_formula_weight         253.22
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           96
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4nw 2abw'
_symmetry_space_group_name_H-M   'P 43 21 2'
_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            8
_cell_length_a                   7.7105(9)
_cell_length_b                   7.7105(9)
_cell_length_c                   41.386(5)
_cell_measurement_reflns_used    8740
_cell_measurement_temperature    135(2)
_cell_measurement_theta_max      33.22
_cell_measurement_theta_min      2.69
_cell_volume                     2460.5(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      135(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0269
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       63
_diffrn_reflns_limit_l_min       -63
_diffrn_reflns_number            25456
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         33.29
_diffrn_reflns_theta_min         1.97
_exptl_absorpt_coefficient_mu    0.922
_exptl_absorpt_correction_T_max  0.8741
_exptl_absorpt_correction_T_min  0.8370
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.086
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.010(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         4733
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0298
_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)+(0.0388P)²+0.6426P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0741
_refine_ls_wR_factor_ref         0.0755
_reflns_number_gt                4438
_reflns_number_total             4733
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1016164_si_002_04.cif
_cod_data_source_block           '[SEtFTS2]'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
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_formula_sum        'C12 H18 Fe0.50 P S'
_cod_database_code               4316874
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -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 0.95018(2) 0.95018(2) 0.0000 0.01370(6) Uani 1 2 d S . .
P1 P 0.79403(5) 1.18655(5) 0.062469(8) 0.01631(7) Uani 1 1 d . . .
S1 S 0.99761(5) 1.31315(6) 0.076922(9) 0.02619(9) Uani 1 1 d . . .
C1 C 0.79784(18) 1.13607(18) 0.02037(3) 0.0168(2) Uani 1 1 d . . .
C2 C 0.69340(18) 1.0110(2) 0.00382(3) 0.0204(3) Uani 1 1 d . . .
H2A H 0.6015 0.9368 0.0138 0.024 Uiso 1 1 calc R . .
C3 C 1.0118(2) 0.7422(2) 0.02931(3) 0.0226(3) Uani 1 1 d . . .
H3A H 0.9366 0.6922 0.0466 0.027 Uiso 1 1 calc R . .
C4 C 1.1332(2) 0.8783(2) 0.03326(3) 0.0227(3) Uani 1 1 d . . .
H4A H 1.1589 0.9402 0.0540 0.027 Uiso 1 1 calc R . .
C5 C 1.21146(18) 0.91309(19) 0.00296(3) 0.0197(2) Uani 1 1 d . . .
H5A H 1.3029 1.0021 -0.0014 0.024 Uiso 1 1 calc R . .
C6 C 0.5296(3) 1.5439(3) 0.04394(5) 0.0388(4) Uani 1 1 d . . .
H6A H 0.4517 1.6047 0.0290 0.058 Uiso 1 1 calc R . .
H6B H 0.6467 1.5406 0.0348 0.058 Uiso 1 1 calc R . .
H6C H 0.5321 1.6053 0.0647 0.058 Uiso 1 1 calc R . .
C7 C 0.4648(2) 1.3602(2) 0.04912(4) 0.0276(3) Uani 1 1 d . . .
H7A H 0.3437 1.3645 0.0571 0.033 Uiso 1 1 calc R . .
H7B H 0.4647 1.2983 0.0282 0.033 Uiso 1 1 calc R . .
C8 C 0.5747(2) 1.2599(2) 0.07309(4) 0.0219(3) Uani 1 1 d . . .
H8A H 0.5808 1.3271 0.0937 0.026 Uiso 1 1 calc R . .
C9 C 0.5267(2) 1.0690(2) 0.08107(4) 0.0245(3) Uani 1 1 d . . .
H9A H 0.4576 1.0146 0.0636 0.029 Uiso 1 1 calc R . .
H9B H 0.4637 1.0592 0.1018 0.029 Uiso 1 1 calc R . .
C10 C 0.7135(2) 0.9915(2) 0.08319(3) 0.0199(3) Uani 1 1 d . . .
H10A H 0.7269 0.8846 0.0697 0.024 Uiso 1 1 calc R . .
C11 C 0.7862(2) 0.9685(2) 0.11710(3) 0.0228(3) Uani 1 1 d . . .
H11A H 0.9135 0.9537 0.1158 0.027 Uiso 1 1 calc R . .
H11B H 0.7622 1.0741 0.1299 0.027 Uiso 1 1 calc R . .
C12 C 0.7074(3) 0.8123(3) 0.13403(4) 0.0333(4) Uani 1 1 d . . .
H12A H 0.7532 0.8046 0.1561 0.050 Uiso 1 1 calc R . .
H12B H 0.7373 0.7066 0.1221 0.050 Uiso 1 1 calc R . .
H12C H 0.5810 0.8250 0.1348 0.050 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'
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'
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
C1 Fe1 C1 169.69(8) . 7 ?
C1 Fe1 C5 130.10(6) . . ?
C1 Fe1 C5 41.25(5) 7 . ?
C1 Fe1 C5 41.25(5) . 7 ?
C1 Fe1 C5 130.10(6) 7 7 ?
C5 Fe1 C5 106.31(9) . 7 ?
C1 Fe1 C2 147.97(6) . 7 ?
C1 Fe1 C2 41.09(6) 7 7 ?
C5 Fe1 C2 68.98(6) . 7 ?
C5 Fe1 C2 170.52(6) 7 7 ?
C1 Fe1 C2 41.08(6) . . ?
C1 Fe1 C2 147.97(6) 7 . ?
C5 Fe1 C2 170.52(6) . . ?
C5 Fe1 C2 68.98(6) 7 . ?
C2 Fe1 C2 116.88(9) 7 . ?
C1 Fe1 C4 68.72(5) . 7 ?
C1 Fe1 C4 108.05(6) 7 7 ?
C5 Fe1 C4 113.86(7) . 7 ?
C5 Fe1 C4 40.58(6) 7 7 ?
C2 Fe1 C4 132.74(6) 7 7 ?
C2 Fe1 C4 68.36(6) . 7 ?
C1 Fe1 C4 108.05(6) . . ?
C1 Fe1 C4 68.72(5) 7 . ?
C5 Fe1 C4 40.58(6) . . ?
C5 Fe1 C4 113.86(7) 7 . ?
C2 Fe1 C4 68.36(6) 7 . ?
C2 Fe1 C4 132.73(6) . . ?
C4 Fe1 C4 145.57(11) 7 . ?
C1 Fe1 C3 115.85(6) . . ?
C1 Fe1 C3 68.49(6) 7 . ?
C5 Fe1 C3 68.18(6) . . ?
C5 Fe1 C3 146.57(6) 7 . ?
C2 Fe1 C3 40.52(6) 7 . ?
C2 Fe1 C3 110.86(6) . . ?
C4 Fe1 C3 172.65(7) 7 . ?
C4 Fe1 C3 40.25(7) . . ?
C1 Fe1 C3 68.49(6) . 7 ?
C1 Fe1 C3 115.85(6) 7 7 ?
C5 Fe1 C3 146.57(6) . 7 ?
C5 Fe1 C3 68.18(6) 7 7 ?
C2 Fe1 C3 110.86(6) 7 7 ?
C2 Fe1 C3 40.52(6) . 7 ?
C4 Fe1 C3 40.24(7) 7 7 ?
C4 Fe1 C3 172.65(7) . 7 ?
C3 Fe1 C3 134.59(10) . 7 ?
C1 P1 C8 108.41(7) . . ?
C1 P1 C10 106.40(6) . . ?
C8 P1 C10 80.17(7) . . ?
C1 P1 S1 113.37(5) . . ?
C8 P1 S1 121.03(5) . . ?
C10 P1 S1 122.69(5) . . ?
C2 C1 C5 107.44(11) . 7 ?
C2 C1 P1 127.20(11) . . ?
C5 C1 P1 125.33(11) 7 . ?
C2 C1 Fe1 69.65(8) . . ?
C5 C1 Fe1 69.48(8) 7 . ?
P1 C1 Fe1 124.54(7) . . ?
C3 C2 C1 108.03(13) 7 . ?
C3 C2 Fe1 70.69(8) 7 . ?
C1 C2 Fe1 69.26(8) . . ?
C4 C3 C2 108.08(13) . 7 ?
C4 C3 Fe1 69.17(8) . . ?
C2 C3 Fe1 68.79(8) 7 . ?
C3 C4 C5 108.65(12) . . ?
C3 C4 Fe1 70.59(8) . . ?
C5 C4 Fe1 69.37(8) . . ?
C4 C5 C1 107.79(13) . 7 ?
C4 C5 Fe1 70.05(8) . . ?
C1 C5 Fe1 69.28(8) 7 . ?
C8 C7 C6 112.62(15) . . ?
C7 C8 C9 119.28(13) . . ?
C7 C8 P1 121.01(11) . . ?
C9 C8 P1 88.78(10) . . ?
C8 C9 C10 98.89(12) . . ?
C11 C10 C9 115.85(12) . . ?
C11 C10 P1 113.65(11) . . ?
C9 C10 P1 88.42(10) . . ?
C12 C11 C10 111.75(14) . . ?
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 C1 2.0358(14) . ?
Fe1 C1 2.0358(14) 7 ?
Fe1 C5 2.0385(14) . ?
Fe1 C5 2.0385(14) 7 ?
Fe1 C2 2.0409(14) 7 ?
Fe1 C2 2.0409(14) . ?
Fe1 C4 2.0473(14) 7 ?
Fe1 C4 2.0474(14) . ?
Fe1 C3 2.0661(14) . ?
Fe1 C3 2.0661(14) 7 ?
P1 C1 1.7857(13) . ?
P1 C8 1.8364(16) . ?
P1 C10 1.8393(15) . ?
P1 S1 1.9429(6) . ?
C1 C2 1.431(2) . ?
C1 C5 1.4352(19) 7 ?
C2 C3 1.4224(19) 7 ?
C3 C4 1.415(2) . ?
C3 C2 1.4223(19) 7 ?
C4 C5 1.417(2) . ?
C5 C1 1.4352(19) 7 ?
C6 C7 1.517(3) . ?
C7 C8 1.517(2) . ?
C8 C9 1.553(2) . ?
C9 C10 1.562(2) . ?
C10 C11 1.522(2) . ?
C11 C12 1.520(2) . ?
