#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/00/2230081.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2230081
loop_
_publ_author_name
'Liu, Yu-Peng'
'Li, Zong-Qi'
'Tan, Yong-Xia'
'Zhang, Zhi-Jie'
_publ_section_title
;
 Ferrocenyl(methyl)diphenylsilane
;
_journal_coeditor_code           MW2007
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m636
_journal_paper_doi               10.1107/S1600536811014796
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Fe (C5 H5) (C18 H17 Si)]'
_chemical_formula_moiety         'C23 H22 Fe Si'
_chemical_formula_sum            'C23 H22 Fe Si'
_chemical_formula_weight         382.35
_chemical_name_systematic
;
Ferrocenyl(methyl)diphenylsilane
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.408(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4318(15)
_cell_length_b                   17.795(4)
_cell_length_c                   14.367(3)
_cell_measurement_reflns_used    6544
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.84
_cell_volume                     1868.8(7)
_computing_cell_refinement       'CrystalClear (Rigaku, 2007)'
_computing_data_collection       'CrystalClear (Rigaku, 2007)'
_computing_data_reduction        'CrystalClear (Rigaku, 2007)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku MM007-HF CCD (Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_sigmaI/netI    0.0379
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16474
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    0.873
_exptl_absorpt_correction_T_max  0.8950
_exptl_absorpt_correction_T_min  0.7921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2007)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.249
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.182
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         4265
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.182
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0493
_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)+(0.0318P)²+1.4337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1030
_refine_ls_wR_factor_ref         0.1054
_reflns_number_gt                3998
_reflns_number_total             4265
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            mw2007.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2230081
_cod_database_fobs_code          2230081
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.26293(4) 0.334745(19) 0.53570(2) 0.02536(11) Uani d . 1 1 . .
Si Si1 0.45588(9) 0.15904(4) 0.48452(4) 0.02365(15) Uani d . 1 1 . .
C C1 0.4252(3) 0.26273(13) 0.47397(15) 0.0248(5) Uani d . 1 1 . .
C C2 0.5333(3) 0.31775(14) 0.53173(18) 0.0288(5) Uani d . 1 1 . .
H H2A 0.6307 0.3066 0.5877 0.035 Uiso calc R 1 1 . .
C C3 0.4780(4) 0.39057(15) 0.4979(2) 0.0367(6) Uani d . 1 1 . .
H H3A 0.5306 0.4393 0.5249 0.044 Uiso calc R 1 1 . .
C C4 0.3346(4) 0.38192(16) 0.41877(19) 0.0391(6) Uani d . 1 1 . .
H H4A 0.2682 0.4236 0.3803 0.047 Uiso calc R 1 1 . .
C C5 0.3012(3) 0.30396(15) 0.40376(16) 0.0311(5) Uani d . 1 1 . .
H H5A 0.2063 0.2814 0.3532 0.037 Uiso calc R 1 1 . .
C C6 0.2323(4) 0.33179(17) 0.67424(18) 0.0378(6) Uani d . 1 1 . .
H H6A 0.3321 0.3234 0.7300 0.045 Uiso calc R 1 1 . .
C C7 0.1755(4) 0.40192(17) 0.6337(2) 0.0443(7) Uani d . 1 1 . .
H H7A 0.2273 0.4520 0.6558 0.053 Uiso calc R 1 1 . .
C C8 0.0317(4) 0.3887(2) 0.5559(2) 0.0494(8) Uani d . 1 1 . .
H H8A -0.0361 0.4280 0.5135 0.059 Uiso calc R 1 1 . .
C C9 0.0006(4) 0.3108(2) 0.5492(2) 0.0472(8) Uani d . 1 1 . .
H H9A -0.0929 0.2848 0.5011 0.057 Uiso calc R 1 1 . .
C C10 0.1244(4) 0.27564(17) 0.62260(19) 0.0390(6) Uani d . 1 1 . .
H H10A 0.1343 0.2204 0.6352 0.047 Uiso calc R 1 1 . .
C C11 0.6161(3) 0.13831(13) 0.59914(16) 0.0257(5) Uani d . 1 1 . .
C C12 0.5675(4) 0.15244(15) 0.68696(17) 0.0344(6) Uani d . 1 1 . .
H H12A 0.4517 0.1743 0.6892 0.041 Uiso calc R 1 1 . .
C C13 0.6844(4) 0.13532(16) 0.77123(18) 0.0395(6) Uani d . 1 1 . .
H H13A 0.6478 0.1452 0.8301 0.047 Uiso calc R 1 1 . .
C C14 0.8527(4) 0.10412(16) 0.76933(19) 0.0413(7) Uani d . 1 1 . .
H H14A 0.9327 0.0924 0.8269 0.050 Uiso calc R 1 1 . .
C C15 0.9057(4) 0.08981(17) 0.6838(2) 0.0409(6) Uani d . 1 1 . .
H H15A 1.0223 0.0684 0.6824 0.049 Uiso calc R 1 1 . .
C C16 0.7881(3) 0.10685(14) 0.59942(17) 0.0311(5) Uani d . 1 1 . .
H H16A 0.8258 0.0968 0.5409 0.037 Uiso calc R 1 1 . .
C C17 0.5722(3) 0.12657(14) 0.38585(15) 0.0256(5) Uani d . 1 1 . .
C C18 0.5443(4) 0.05473(14) 0.34648(17) 0.0322(5) Uani d . 1 1 . .
H H18A 0.4606 0.0216 0.3682 0.039 Uiso calc R 1 1 . .
C C19 0.6371(4) 0.03118(16) 0.2761(2) 0.0424(7) Uani d . 1 1 . .
H H19A 0.6152 -0.0176 0.2497 0.051 Uiso calc R 1 1 . .
C C20 0.7603(4) 0.07783(17) 0.24421(18) 0.0401(6) Uani d . 1 1 . .
H H20A 0.8248 0.0611 0.1967 0.048 Uiso calc R 1 1 . .
C C21 0.7898(4) 0.14908(17) 0.28160(18) 0.0373(6) Uani d . 1 1 . .
H H21A 0.8741 0.1818 0.2596 0.045 Uiso calc R 1 1 . .
C C22 0.6961(3) 0.17263(15) 0.35131(17) 0.0322(5) Uani d . 1 1 . .
H H22A 0.7172 0.2219 0.3764 0.039 Uiso calc R 1 1 . .
C C23 0.2338(3) 0.10882(16) 0.47803(19) 0.0353(6) Uani d . 1 1 . .
H H23A 0.1518 0.1222 0.4190 0.053 Uiso calc R 1 1 . .
H H23B 0.1777 0.1234 0.5321 0.053 Uiso calc R 1 1 . .
H H23C 0.2553 0.0545 0.4796 0.053 Uiso calc R 1 1 . .
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'
Si Si 0.0817 0.0704 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Si1 C23 . . 112.13(11) ?
C1 Si1 C17 . . 108.03(10) ?
C23 Si1 C17 . . 109.78(11) ?
C1 Si1 C11 . . 108.27(10) ?
C23 Si1 C11 . . 111.31(11) ?
C17 Si1 C11 . . 107.13(10) ?
C2 C1 C5 . . 106.2(2) ?
C2 C1 Si1 . . 125.65(18) ?
C5 C1 Si1 . . 128.02(18) ?
C3 C2 C1 . . 109.2(2) ?
C3 C2 H2A . . 125.4 ?
C1 C2 H2A . . 125.4 ?
C2 C3 C4 . . 107.7(2) ?
C2 C3 H3A . . 126.1 ?
C4 C3 H3A . . 126.1 ?
C3 C4 C5 . . 108.2(2) ?
C3 C4 H4A . . 125.9 ?
C5 C4 H4A . . 125.9 ?
C4 C5 C1 . . 108.7(2) ?
C4 C5 H5A . . 125.7 ?
C1 C5 H5A . . 125.7 ?
C10 C6 C7 . . 108.2(3) ?
C10 C6 H6A . . 125.9 ?
C7 C6 H6A . . 125.9 ?
C6 C7 C8 . . 107.8(3) ?
C6 C7 H7A . . 126.1 ?
C8 C7 H7A . . 126.1 ?
C9 C8 C7 . . 107.9(3) ?
C9 C8 H8A . . 126.1 ?
C7 C8 H8A . . 126.1 ?
C8 C9 C10 . . 108.0(3) ?
C8 C9 H9A . . 126.0 ?
C10 C9 H9A . . 126.0 ?
C6 C10 C9 . . 108.1(3) ?
C6 C10 H10A . . 125.9 ?
C9 C10 H10A . . 125.9 ?
C16 C11 C12 . . 117.1(2) ?
C16 C11 Si1 . . 120.98(17) ?
C12 C11 Si1 . . 121.88(19) ?
C13 C12 C11 . . 121.6(3) ?
C13 C12 H12A . . 119.2 ?
C11 C12 H12A . . 119.2 ?
C14 C13 C12 . . 119.9(3) ?
C14 C13 H13A . . 120.0 ?
C12 C13 H13A . . 120.0 ?
C13 C14 C15 . . 120.0(2) ?
C13 C14 H14A . . 120.0 ?
C15 C14 H14A . . 120.0 ?
C14 C15 C16 . . 119.9(3) ?
C14 C15 H15A . . 120.0 ?
C16 C15 H15A . . 120.0 ?
C15 C16 C11 . . 121.4(2) ?
C15 C16 H16A . . 119.3 ?
C11 C16 H16A . . 119.3 ?
C22 C17 C18 . . 117.0(2) ?
C22 C17 Si1 . . 120.84(19) ?
C18 C17 Si1 . . 122.10(18) ?
C19 C18 C17 . . 120.9(2) ?
C19 C18 H18A . . 119.5 ?
C17 C18 H18A . . 119.5 ?
C20 C19 C18 . . 120.6(3) ?
C20 C19 H19A . . 119.7 ?
C18 C19 H19A . . 119.7 ?
C19 C20 C21 . . 119.6(2) ?
C19 C20 H20A . . 120.2 ?
C21 C20 H20A . . 120.2 ?
C20 C21 C22 . . 119.6(3) ?
C20 C21 H21A . . 120.2 ?
C22 C21 H21A . . 120.2 ?
C21 C22 C17 . . 122.2(2) ?
C21 C22 H22A . . 118.9 ?
C17 C22 H22A . . 118.9 ?
Si1 C23 H23A . . 109.5 ?
Si1 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
Si1 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C4 . 2.033(3) ?
Fe1 C8 . 2.035(3) ?
Fe1 C3 . 2.037(3) ?
Fe1 C9 . 2.039(3) ?
Fe1 C7 . 2.040(3) ?
Fe1 C5 . 2.042(2) ?
Fe1 C2 . 2.043(2) ?
Fe1 C6 . 2.045(3) ?
Fe1 C10 . 2.047(3) ?
Fe1 C1 . 2.066(2) ?
Si1 C1 . 1.862(2) ?
Si1 C23 . 1.864(3) ?
Si1 C17 . 1.880(2) ?
Si1 C11 . 1.886(2) ?
C1 C2 . 1.432(3) ?
C1 C5 . 1.438(3) ?
C2 C3 . 1.419(3) ?
C2 H2A . 1.0000 ?
C3 C4 . 1.419(4) ?
C3 H3A . 1.0000 ?
C4 C5 . 1.419(4) ?
C4 H4A . 1.0000 ?
C5 H5A . 1.0000 ?
C6 C10 . 1.406(4) ?
C6 C7 . 1.409(4) ?
C6 H6A . 1.0000 ?
C7 C8 . 1.420(4) ?
C7 H7A . 1.0000 ?
C8 C9 . 1.406(5) ?
C8 H8A . 1.0000 ?
C9 C10 . 1.414(4) ?
C9 H9A . 1.0000 ?
C10 H10A . 1.0000 ?
C11 C16 . 1.395(3) ?
C11 C12 . 1.397(3) ?
C12 C13 . 1.390(4) ?
C12 H12A . 0.9500 ?
C13 C14 . 1.374(4) ?
C13 H13A . 0.9500 ?
C14 C15 . 1.381(4) ?
C14 H14A . 0.9500 ?
C15 C16 . 1.394(3) ?
C15 H15A . 0.9500 ?
C16 H16A . 0.9500 ?
C17 C22 . 1.390(3) ?
C17 C18 . 1.398(3) ?
C18 C19 . 1.388(3) ?
C18 H18A . 0.9500 ?
C19 C20 . 1.374(4) ?
C19 H19A . 0.9500 ?
C20 C21 . 1.379(4) ?
C20 H20A . 0.9500 ?
C21 C22 . 1.384(4) ?
C21 H21A . 0.9500 ?
C22 H22A . 0.9500 ?
C23 H23A . 0.9800 ?
C23 H23B . 0.9800 ?
C23 H23C . 0.9800 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C23 Si1 C1 C2 . . . . 135.4(2) ?
C17 Si1 C1 C2 . . . . -103.5(2) ?
C11 Si1 C1 C2 . . . . 12.2(2) ?
C23 Si1 C1 C5 . . . . -49.7(2) ?
C17 Si1 C1 C5 . . . . 71.4(2) ?
C11 Si1 C1 C5 . . . . -172.9(2) ?
C5 C1 C2 C3 . . . . -0.2(3) ?
Si1 C1 C2 C3 . . . . 175.60(17) ?
C1 C2 C3 C4 . . . . 0.2(3) ?
C2 C3 C4 C5 . . . . 0.0(3) ?
C3 C4 C5 C1 . . . . -0.1(3) ?
C2 C1 C5 C4 . . . . 0.2(3) ?
Si1 C1 C5 C4 . . . . -175.47(17) ?
C10 C6 C7 C8 . . . . -0.3(3) ?
C6 C7 C8 C9 . . . . 0.1(3) ?
C7 C8 C9 C10 . . . . 0.1(3) ?
C7 C6 C10 C9 . . . . 0.4(3) ?
C8 C9 C10 C6 . . . . -0.3(3) ?
C1 Si1 C11 C16 . . . . -114.3(2) ?
C23 Si1 C11 C16 . . . . 122.0(2) ?
C17 Si1 C11 C16 . . . . 2.0(2) ?
C1 Si1 C11 C12 . . . . 66.7(2) ?
C23 Si1 C11 C12 . . . . -56.9(2) ?
C17 Si1 C11 C12 . . . . -177.0(2) ?
C16 C11 C12 C13 . . . . -0.6(4) ?
Si1 C11 C12 C13 . . . . 178.4(2) ?
C11 C12 C13 C14 . . . . 0.4(4) ?
C12 C13 C14 C15 . . . . 0.0(4) ?
C13 C14 C15 C16 . . . . -0.2(4) ?
C14 C15 C16 C11 . . . . -0.1(4) ?
C12 C11 C16 C15 . . . . 0.4(4) ?
Si1 C11 C16 C15 . . . . -178.6(2) ?
C1 Si1 C17 C22 . . . . 31.9(2) ?
C23 Si1 C17 C22 . . . . 154.5(2) ?
C11 Si1 C17 C22 . . . . -84.5(2) ?
C1 Si1 C17 C18 . . . . -150.6(2) ?
C23 Si1 C17 C18 . . . . -28.0(2) ?
C11 Si1 C17 C18 . . . . 93.0(2) ?
C22 C17 C18 C19 . . . . 0.0(4) ?
Si1 C17 C18 C19 . . . . -177.6(2) ?
C17 C18 C19 C20 . . . . 0.7(4) ?
C18 C19 C20 C21 . . . . -1.0(4) ?
C19 C20 C21 C22 . . . . 0.5(4) ?
C20 C21 C22 C17 . . . . 0.2(4) ?
C18 C17 C22 C21 . . . . -0.5(4) ?
Si1 C17 C22 C21 . . . . 177.1(2) ?
