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#$Date: 2016-03-22 11:11:11 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178888 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/17/4111705.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_4111705
loop_
_publ_author_name
'Javier Vela'
'Jeremy M. Smith'
'Ying Yu'
'Nicole A. Ketterer'
'Christine J. Flaschenriem'
'Rene J. Lachicotte'
'Patrick L. Holland'
_publ_section_title
;
 Synthesis and Reactivity of Low-Coordinate Iron(II) Fluoride Complexes
 and Their Use in the Catalytic Hydrodefluorination of Fluorocarbons
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7857
_journal_page_last               7870
_journal_paper_doi               10.1021/ja042672l
_journal_volume                  127
_journal_year                    2005
_chemical_formula_sum            'C35 H53 F Fe N2'
_chemical_formula_weight         576.64
_chemical_name_common            2
_chemical_name_systematic
;
 (diketiminate)iron(ii) fluoride
;
_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                 108.491(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.480(3)
_cell_length_b                   8.5555(11)
_cell_length_c                   17.105(2)
_cell_measurement_reflns_used    2279
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      3
_cell_volume                     3258.7(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'SMART APEX'
_diffrn_measurement_method       hemisphere
_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  0.0559
_diffrn_reflns_av_sigmaI/netI    0.0493
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16800
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    0.493
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange-red
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_description       plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         4062
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0409
_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)+(0.0457P)²+0.9679P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0886
_refine_ls_wR_factor_ref         0.0965
_reflns_number_gt                3177
_reflns_number_total             4062
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja042672lsi20041206_123821_02.cif
_cod_data_source_block           2
_cod_database_code               4111705
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
Fe Fe 0.5000 0.23643(4) 0.7500 0.01568(10) Uani 1 2 d S
N N 0.43761(6) 0.39029(15) 0.69787(8) 0.0134(3) Uani 1 1 d .
F F 0.5000 0.02512(17) 0.7500 0.0337(4) Uani 1 2 d S
C11 C 0.39590(7) 0.66845(19) 0.66117(11) 0.0156(3) Uani 1 1 d .
C12 C 0.38578(7) 0.30375(18) 0.64921(11) 0.0151(3) Uani 1 1 d .
C21 C 0.44486(7) 0.54548(18) 0.70329(10) 0.0135(3) Uani 1 1 d .
C22 C 0.38231(7) 0.2578(2) 0.56894(10) 0.0188(3) Uani 1 1 d .
C31 C 0.5000 0.6122(3) 0.7500 0.0153(5) Uani 1 2 d S
H31 H 0.5000 0.7232 0.7500 0.018 Uiso 1 2 calc SR
C32 C 0.33521(8) 0.1600(2) 0.52604(12) 0.0245(4) Uani 1 1 d .
H32 H 0.3319 0.1285 0.4715 0.029 Uiso 1 1 calc R
C41 C 0.41924(8) 0.7694(2) 0.60312(12) 0.0226(4) Uani 1 1 d .
H41A H 0.3883 0.8451 0.5745 0.034 Uiso 1 1 calc R
H41B H 0.4287 0.7021 0.5625 0.034 Uiso 1 1 calc R
H41C H 0.4555 0.8252 0.6354 0.034 Uiso 1 1 calc R
C42 C 0.29323(8) 0.1082(2) 0.56142(13) 0.0273(4) Uani 1 1 d .
H42 H 0.2613 0.0421 0.5312 0.033 Uiso 1 1 calc R
C51 C 0.38468(8) 0.7726(2) 0.72822(11) 0.0223(4) Uani 1 1 d .
H51A H 0.4223 0.8238 0.7599 0.033 Uiso 1 1 calc R
H51B H 0.3700 0.7082 0.7652 0.033 Uiso 1 1 calc R
H51C H 0.3546 0.8522 0.7022 0.033 Uiso 1 1 calc R
C52 C 0.29781(8) 0.1527(2) 0.64039(13) 0.0237(4) Uani 1 1 d .
H52 H 0.2688 0.1162 0.6642 0.028 Uiso 1 1 calc R
C61 C 0.33405(7) 0.6059(2) 0.60889(12) 0.0230(4) Uani 1 1 d .
H61A H 0.3171 0.5415 0.6435 0.035 Uiso 1 1 calc R
H61B H 0.3386 0.5424 0.5635 0.035 Uiso 1 1 calc R
H61C H 0.3071 0.6938 0.5864 0.035 Uiso 1 1 calc R
C62 C 0.34382(7) 0.24997(19) 0.68652(11) 0.0178(3) Uani 1 1 d .
C72 C 0.42874(9) 0.3071(2) 0.52933(12) 0.0252(4) Uani 1 1 d .
H72 H 0.4576 0.3798 0.5680 0.030 Uiso 1 1 calc R
C82 C 0.46390(10) 0.1642(3) 0.51640(16) 0.0395(5) Uani 1 1 d .
H82A H 0.4815 0.1102 0.5691 0.059 Uiso 1 1 calc R
H82B H 0.4960 0.1979 0.4949 0.059 Uiso 1 1 calc R
H82C H 0.4368 0.0931 0.4769 0.059 Uiso 1 1 calc R
C92 C 0.40093(12) 0.3930(3) 0.44755(13) 0.0436(6) Uani 1 1 d .
H92A H 0.3723 0.3239 0.4086 0.065 Uiso 1 1 calc R
H92B H 0.4327 0.4234 0.4247 0.065 Uiso 1 1 calc R
H92C H 0.3800 0.4867 0.4570 0.065 Uiso 1 1 calc R
C102 C 0.34869(8) 0.2928(2) 0.77446(12) 0.0230(4) Uani 1 1 d .
H102 H 0.3776 0.3817 0.7917 0.028 Uiso 1 1 calc R
C112 C 0.28851(10) 0.3455(3) 0.78303(15) 0.0391(5) Uani 1 1 d .
H11A H 0.2724 0.4323 0.7451 0.059 Uiso 1 1 calc R
H11B H 0.2946 0.3797 0.8398 0.059 Uiso 1 1 calc R
H11C H 0.2601 0.2580 0.7697 0.059 Uiso 1 1 calc R
C122 C 0.37335(10) 0.1565(3) 0.83263(13) 0.0370(5) Uani 1 1 d .
H12A H 0.3452 0.0686 0.8178 0.056 Uiso 1 1 calc R
H12B H 0.3784 0.1888 0.8894 0.056 Uiso 1 1 calc R
H12C H 0.4123 0.1245 0.8281 0.056 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'
N N 0.0061 0.0033 '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'
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
F Fe N 132.17(4) . 2_656
F Fe N 132.17(4) . .
N Fe N 95.66(8) 2_656 .
C21 N C12 127.95(13) . .
C21 N Fe 125.05(11) . .
C12 N Fe 106.84(10) . .
C51 C11 C61 106.33(14) . .
C51 C11 C41 109.58(14) . .
C61 C11 C41 106.45(14) . .
C51 C11 C21 108.80(14) . .
C61 C11 C21 117.12(13) . .
C41 C11 C21 108.40(13) . .
C22 C12 C62 121.22(15) . .
C22 C12 N 118.97(15) . .
C62 C12 N 119.29(15) . .
N C21 C31 121.01(15) . .
N C21 C11 125.43(14) . .
C31 C21 C11 113.56(15) . .
C32 C22 C12 118.18(16) . .
C32 C22 C72 119.66(16) . .
C12 C22 C72 122.14(15) . .
C21 C31 C21 132.2(2) 2_656 .
C42 C32 C22 121.21(18) . .
C52 C42 C32 119.78(17) . .
C42 C52 C62 121.81(17) . .
C52 C62 C12 117.78(16) . .
C52 C62 C102 120.45(16) . .
C12 C62 C102 121.75(15) . .
C22 C72 C82 109.86(16) . .
C22 C72 C92 112.57(17) . .
C82 C72 C92 110.16(18) . .
C62 C102 C122 110.88(15) . .
C62 C102 C112 112.57(16) . .
C122 C102 C112 109.47(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe F 1.8079(15) .
Fe N 1.9609(14) 2_656
Fe N 1.9609(13) .
N C21 1.338(2) .
N C12 1.4420(19) .
C11 C51 1.540(2) .
C11 C61 1.540(2) .
C11 C41 1.542(2) .
C11 C21 1.556(2) .
C12 C22 1.406(2) .
C12 C62 1.410(2) .
C21 C31 1.4085(18) .
C22 C32 1.395(2) .
C22 C72 1.515(3) .
C31 C21 1.4085(18) 2_656
C32 C42 1.383(3) .
C42 C52 1.374(3) .
C52 C62 1.393(2) .
C62 C102 1.517(3) .
C72 C82 1.530(3) .
C72 C92 1.531(3) .
C102 C122 1.523(3) .
C102 C112 1.534(3) .
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
F Fe N C21 -179.46(11) . .
N Fe N C21 0.54(11) 2_656 .
F Fe N C12 -3.64(12) . .
N Fe N C12 176.36(12) 2_656 .
C21 N C12 C22 91.2(2) . .
Fe N C12 C22 -84.47(15) . .
C21 N C12 C62 -97.0(2) . .
Fe N C12 C62 87.38(15) . .
C12 N C21 C31 -176.00(13) . .
Fe N C21 C31 -1.1(2) . .
C12 N C21 C11 4.2(3) . .
Fe N C21 C11 179.11(12) . .
C51 C11 C21 N 120.47(17) . .
C61 C11 C21 N -0.1(2) . .
C41 C11 C21 N -120.44(17) . .
C51 C11 C21 C31 -59.36(17) . .
C61 C11 C21 C31 -179.89(13) . .
C41 C11 C21 C31 59.74(17) . .
C62 C12 C22 C32 1.5(2) . .
N C12 C22 C32 173.23(14) . .
C62 C12 C22 C72 -176.70(15) . .
N C12 C22 C72 -5.0(2) . .
N C21 C31 C21 0.59(11) . 2_656
C11 C21 C31 C21 -179.58(14) . 2_656
C12 C22 C32 C42 -0.6(3) . .
C72 C22 C32 C42 177.71(16) . .
C22 C32 C42 C52 -0.3(3) . .
C32 C42 C52 C62 0.2(3) . .
C42 C52 C62 C12 0.7(2) . .
C42 C52 C62 C102 -178.09(16) . .
C22 C12 C62 C52 -1.6(2) . .
N C12 C62 C52 -173.27(14) . .
C22 C12 C62 C102 177.19(15) . .
N C12 C62 C102 5.5(2) . .
C32 C22 C72 C82 -64.7(2) . .
C12 C22 C72 C82 113.49(19) . .
C32 C22 C72 C92 58.4(2) . .
C12 C22 C72 C92 -123.35(19) . .
C52 C62 C102 C122 75.5(2) . .
C12 C62 C102 C122 -103.28(19) . .
C52 C62 C102 C112 -47.5(2) . .
C12 C62 C102 C112 133.70(17) . .
