#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:35:21 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178717 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/28/4082809.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_4082809
loop_
_publ_author_name
'Liu, Yang'
'Shi, Min'
'Deng, Liang'
_publ_section_title
;
 Iron(II) Dihydrocarbyls Supported by a Biphenyl-Linked
 Bis(benzimidazol-2-ylidene) Ligand: Syntheses and Characterization
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              5660
_journal_paper_doi               10.1021/om5000612
_journal_volume                  33
_journal_year                    2014
_chemical_formula_sum            'C36 H44 Fe N4 Si2'
_chemical_formula_weight         644.78
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 114.500(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.525(2)
_cell_length_b                   10.7437(13)
_cell_length_c                   21.023(2)
_cell_measurement_reflns_used    3350
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      2.29
_cell_volume                     3601.9(7)
_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      133(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            15243
_diffrn_reflns_theta_full        28.63
_diffrn_reflns_theta_max         28.63
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.514
_exptl_absorpt_correction_T_max  0.9131
_exptl_absorpt_correction_T_min  0.8822
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         4624
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0375
_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)+(0.0452P)²+1.3037P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0955
_reflns_number_gt                3534
_reflns_number_total             4624
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5000612_si_002.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4082809
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Fe1 Fe 1.0000 0.95451(3) 0.2500 0.01745(10) Uani 1 2 d S
Si1 Si 0.85203(3) 1.14358(5) 0.13678(3) 0.02841(13) Uani 1 1 d .
N1 N 1.06835(8) 0.74135(14) 0.35852(7) 0.0213(3) Uani 1 1 d .
N2 N 0.98308(8) 0.85116(13) 0.38536(7) 0.0200(3) Uani 1 1 d .
C1 C 1.01150(9) 0.83695(16) 0.33427(8) 0.0194(3) Uani 1 1 d .
C2 C 0.88647(10) 1.05138(17) 0.21736(9) 0.0258(4) Uani 1 1 d .
H2A H 0.8419 0.9901 0.2115 0.031 Uiso 1 1 calc R
H2B H 0.8903 1.1081 0.2557 0.031 Uiso 1 1 calc R
C3 C 0.93121(13) 1.2665(2) 0.14417(12) 0.0413(5) Uani 1 1 d .
H3A H 0.9377 1.3231 0.1826 0.062 Uiso 1 1 calc R
H3B H 0.9121 1.3136 0.1004 0.062 Uiso 1 1 calc R
H3C H 0.9852 1.2272 0.1534 0.062 Uiso 1 1 calc R
C4 C 0.75144(13) 1.2318(2) 0.11691(13) 0.0494(6) Uani 1 1 d .
H4A H 0.7071 1.1732 0.1136 0.074 Uiso 1 1 calc R
H4B H 0.7350 1.2761 0.0724 0.074 Uiso 1 1 calc R
H4C H 0.7601 1.2919 0.1544 0.074 Uiso 1 1 calc R
C5 C 0.83619(13) 1.0426(2) 0.05922(10) 0.0404(5) Uani 1 1 d .
H5A H 0.8908 1.0216 0.0596 0.061 Uiso 1 1 calc R
H5B H 0.8025 1.0876 0.0161 0.061 Uiso 1 1 calc R
H5C H 0.8070 0.9661 0.0615 0.061 Uiso 1 1 calc R
C6 C 1.07608(10) 0.69711(17) 0.42331(9) 0.0251(4) Uani 1 1 d .
C7 C 1.12454(13) 0.6036(2) 0.46661(10) 0.0372(5) Uani 1 1 d .
H7 H 1.1615 0.5546 0.4543 0.045 Uiso 1 1 calc R
C8 C 1.11642(15) 0.5853(2) 0.52866(12) 0.0499(6) Uani 1 1 d .
H8 H 1.1489 0.5225 0.5600 0.060 Uiso 1 1 calc R
C9 C 1.06137(15) 0.6572(2) 0.54620(11) 0.0465(6) Uani 1 1 d .
H9 H 1.0578 0.6425 0.5894 0.056 Uiso 1 1 calc R
C10 C 1.01219(12) 0.74883(19) 0.50239(10) 0.0333(4) Uani 1 1 d .
H10 H 0.9741 0.7964 0.5140 0.040 Uiso 1 1 calc R
C11 C 1.02099(10) 0.76830(17) 0.44029(9) 0.0242(4) Uani 1 1 d .
C12 C 0.92211(11) 0.94421(18) 0.38403(10) 0.0282(4) Uani 1 1 d .
H12A H 0.9044 0.9930 0.3409 0.042 Uiso 1 1 calc R
H12B H 0.9476 0.9996 0.4244 0.042 Uiso 1 1 calc R
H12C H 0.8733 0.9027 0.3859 0.042 Uiso 1 1 calc R
C13 C 1.10133(10) 0.67655(17) 0.31576(9) 0.0235(4) Uani 1 1 d .
C14 C 1.18640(11) 0.6817(2) 0.33187(10) 0.0338(4) Uani 1 1 d .
H14 H 1.2232 0.7280 0.3711 0.041 Uiso 1 1 calc R
C15 C 1.21717(12) 0.6179(2) 0.28979(11) 0.0402(5) Uani 1 1 d .
H15 H 1.2753 0.6207 0.3002 0.048 Uiso 1 1 calc R
C16 C 1.16373(13) 0.5509(2) 0.23326(11) 0.0382(5) Uani 1 1 d .
H16 H 1.1852 0.5075 0.2049 0.046 Uiso 1 1 calc R
C17 C 1.07841(12) 0.54622(18) 0.21724(10) 0.0312(4) Uani 1 1 d .
H17 H 1.0420 0.4998 0.1779 0.037 Uiso 1 1 calc R
C18 C 1.04595(10) 0.60931(16) 0.25861(9) 0.0227(4) 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
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'
N N 0.0061 0.0033 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 Fe1 C2 120.36(10) 2_755 .
C2 Fe1 C1 105.95(7) 2_755 .
C2 Fe1 C1 108.59(6) . .
C2 Fe1 C1 108.59(6) 2_755 2_755
C2 Fe1 C1 105.95(7) . 2_755
C1 Fe1 C1 106.72(9) . 2_755
C2 Si1 C3 110.80(9) . .
C2 Si1 C5 111.28(9) . .
C3 Si1 C5 108.43(10) . .
C2 Si1 C4 113.24(9) . .
C3 Si1 C4 104.80(11) . .
C5 Si1 C4 107.99(11) . .
C1 N1 C6 112.26(13) . .
C1 N1 C13 123.31(14) . .
C6 N1 C13 123.05(14) . .
C1 N2 C11 112.14(13) . .
C1 N2 C12 124.44(14) . .
C11 N2 C12 123.39(13) . .
N2 C1 N1 103.69(13) . .
N2 C1 Fe1 130.68(12) . .
N1 C1 Fe1 124.03(11) . .
Si1 C2 Fe1 118.37(8) . .
Si1 C2 H2A 107.7 . .
Fe1 C2 H2A 107.7 . .
Si1 C2 H2B 107.7 . .
Fe1 C2 H2B 107.7 . .
H2A C2 H2B 107.1 . .
Si1 C3 H3A 109.5 . .
Si1 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
Si1 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
Si1 C4 H4A 109.5 . .
Si1 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
Si1 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
Si1 C5 H5A 109.5 . .
Si1 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
Si1 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C7 C6 C11 122.18(16) . .
C7 C6 N1 132.34(16) . .
C11 C6 N1 105.48(15) . .
C8 C7 C6 116.63(18) . .
C8 C7 H7 121.7 . .
C6 C7 H7 121.7 . .
C7 C8 C9 121.4(2) . .
C7 C8 H8 119.3 . .
C9 C8 H8 119.3 . .
C10 C9 C8 121.76(18) . .
C10 C9 H9 119.1 . .
C8 C9 H9 119.1 . .
C9 C10 C11 116.86(17) . .
C9 C10 H10 121.6 . .
C11 C10 H10 121.6 . .
C6 C11 N2 106.43(14) . .
C6 C11 C10 121.14(17) . .
N2 C11 C10 132.43(16) . .
N2 C12 H12A 109.5 . .
N2 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
N2 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C14 C13 C18 121.70(16) . .
C14 C13 N1 119.98(17) . .
C18 C13 N1 118.32(14) . .
C13 C14 C15 119.08(19) . .
C13 C14 H14 120.5 . .
C15 C14 H14 120.5 . .
C16 C15 C14 120.20(18) . .
C16 C15 H15 119.9 . .
C14 C15 H15 119.9 . .
C15 C16 C17 120.52(17) . .
C15 C16 H16 119.7 . .
C17 C16 H16 119.7 . .
C16 C17 C18 120.42(19) . .
C16 C17 H17 119.8 . .
C18 C17 H17 119.8 . .
C13 C18 C17 118.09(16) . .
C13 C18 C18 120.24(15) . 2_755
C17 C18 C18 121.64(18) . 2_755
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C2 2.0930(17) 2_755
Fe1 C2 2.0930(16) .
Fe1 C1 2.1162(17) .
Fe1 C1 2.1162(17) 2_755
Si1 C2 1.8348(18) .
Si1 C3 1.875(2) .
Si1 C5 1.881(2) .
Si1 C4 1.889(2) .
N1 C1 1.373(2) .
N1 C6 1.395(2) .
N1 C13 1.434(2) .
N2 C1 1.3670(19) .
N2 C11 1.390(2) .
N2 C12 1.455(2) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 C7 1.385(3) .
C6 C11 1.389(2) .
C7 C8 1.384(3) .
C7 H7 0.9500 .
C8 C9 1.400(3) .
C8 H8 0.9500 .
C9 C10 1.379(3) .
C9 H9 0.9500 .
C10 C11 1.392(2) .
C10 H10 0.9500 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.386(2) .
C13 C18 1.393(2) .
C14 C15 1.392(3) .
C14 H14 0.9500 .
C15 C16 1.372(3) .
C15 H15 0.9500 .
C16 C17 1.391(3) .
C16 H16 0.9500 .
C17 C18 1.396(2) .
C17 H17 0.9500 .
C18 C18 1.497(3) 2_755
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_4
C11 N2 C1 N1 0.47(18) . .
C12 N2 C1 N1 178.77(15) . .
C11 N2 C1 Fe1 -165.18(12) . .
C12 N2 C1 Fe1 13.1(2) . .
C6 N1 C1 N2 -0.45(18) . .
C13 N1 C1 N2 166.47(15) . .
C6 N1 C1 Fe1 166.44(12) . .
C13 N1 C1 Fe1 -26.6(2) . .
C2 Fe1 C1 N2 99.02(15) 2_755 .
C2 Fe1 C1 N2 -31.57(17) . .
C1 Fe1 C1 N2 -145.38(17) 2_755 .
C2 Fe1 C1 N1 -64.09(15) 2_755 .
C2 Fe1 C1 N1 165.32(13) . .
C1 Fe1 C1 N1 51.51(12) 2_755 .
C3 Si1 C2 Fe1 -59.64(13) . .
C5 Si1 C2 Fe1 61.08(13) . .
C4 Si1 C2 Fe1 -177.05(11) . .
C2 Fe1 C2 Si1 66.57(9) 2_755 .
C1 Fe1 C2 Si1 -171.22(9) . .
C1 Fe1 C2 Si1 -56.91(12) 2_755 .
C1 N1 C6 C7 179.8(2) . .
C13 N1 C6 C7 12.9(3) . .
C1 N1 C6 C11 0.3(2) . .
C13 N1 C6 C11 -166.69(16) . .
C11 C6 C7 C8 -0.9(3) . .
N1 C6 C7 C8 179.6(2) . .
C6 C7 C8 C9 0.5(4) . .
C7 C8 C9 C10 0.6(4) . .
C8 C9 C10 C11 -1.2(4) . .
C7 C6 C11 N2 -179.57(18) . .
N1 C6 C11 N2 0.03(19) . .
C7 C6 C11 C10 0.2(3) . .
N1 C6 C11 C10 179.81(17) . .
C1 N2 C11 C6 -0.3(2) . .
C12 N2 C11 C6 -178.64(16) . .
C1 N2 C11 C10 179.9(2) . .
C12 N2 C11 C10 1.6(3) . .
C9 C10 C11 C6 0.8(3) . .
C9 C10 C11 N2 -179.5(2) . .
C1 N1 C13 C14 116.93(19) . .
C6 N1 C13 C14 -77.5(2) . .
C1 N1 C13 C18 -63.2(2) . .
C6 N1 C13 C18 102.32(19) . .
C18 C13 C14 C15 0.0(3) . .
N1 C13 C14 C15 179.85(17) . .
C13 C14 C15 C16 -0.1(3) . .
C14 C15 C16 C17 0.2(3) . .
C15 C16 C17 C18 -0.2(3) . .
C14 C13 C18 C17 0.0(3) . .
N1 C13 C18 C17 -179.88(16) . .
C14 C13 C18 C18 -177.97(16) . 2_755
N1 C13 C18 C18 2.2(2) . 2_755
C16 C17 C18 C13 0.1(3) . .
C16 C17 C18 C18 178.03(16) . 2_755
