#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:11:11 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178888 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/17/4111704.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_4111704
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_moiety         'C58 H82 F2 Fe2 N4'
_chemical_formula_sum            'C58 H82 F2 Fe2 N4'
_chemical_formula_weight         984.98
_chemical_name_common            1(2)
_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                 91.1460(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.2552(10)
_cell_length_b                   16.7611(11)
_cell_length_c                   21.8794(14)
_cell_measurement_reflns_used    4806
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      28.266
_cell_measurement_theta_min      2.604
_cell_volume                     5593.3(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega 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  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0453
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17262
_diffrn_reflns_theta_full        28.26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    0.563
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_description       Block
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         6647
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0816
_refine_ls_R_factor_gt           0.0543
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0447P)²+5.3239P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1057
_refine_ls_wR_factor_ref         0.1134
_reflns_number_gt                5130
_reflns_number_total             6647
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja042672lsi20041206_123821_01.cif
_cod_data_source_block           1(2)
_cod_database_code               4111704
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 0.56325(2) 0.243601(17) 0.695928(14) 0.02462(10) Uani 1 1 d .
F1 F 0.5000 0.16971(13) 0.7500 0.0639(7) Uani 1 2 d S
F2 F 0.5000 0.31734(11) 0.7500 0.0528(6) Uani 1 2 d S
N11 N 0.68426(11) 0.19639(10) 0.68945(8) 0.0256(4) Uani 1 1 d .
N21 N 0.56929(11) 0.29796(10) 0.61432(8) 0.0246(4) Uani 1 1 d .
C11 C 0.83701(15) 0.19154(16) 0.65287(12) 0.0411(6) Uani 1 1 d .
H11A H 0.8369 0.1374 0.6698 0.062 Uiso 1 1 calc R
H11B H 0.8747 0.2259 0.6784 0.062 Uiso 1 1 calc R
H11C H 0.8593 0.1901 0.6112 0.062 Uiso 1 1 calc R
C21 C 0.74420(14) 0.22440(13) 0.65171(11) 0.0290(5) Uani 1 1 d .
C31 C 0.72622(14) 0.28316(14) 0.60760(11) 0.0314(5) Uani 1 1 d .
H31A H 0.7761 0.3050 0.5883 0.038 Uiso 1 1 calc R
C41 C 0.64522(14) 0.31434(13) 0.58784(10) 0.0289(5) Uani 1 1 d .
C51 C 0.64728(16) 0.36682(17) 0.53157(12) 0.0426(6) Uani 1 1 d .
H51A H 0.6256 0.4201 0.5417 0.064 Uiso 1 1 calc R
H51B H 0.6100 0.3435 0.4993 0.064 Uiso 1 1 calc R
H51C H 0.7076 0.3708 0.5173 0.064 Uiso 1 1 calc R
C12 C 0.70568(14) 0.13113(13) 0.72980(10) 0.0291(5) Uani 1 1 d .
C22 C 0.67090(15) 0.05514(14) 0.71604(12) 0.0343(5) Uani 1 1 d .
C32 C 0.68967(18) -0.00696(15) 0.75648(14) 0.0469(7) Uani 1 1 d .
H32A H 0.6680 -0.0589 0.7476 0.056 Uiso 1 1 calc R
C42 C 0.73900(19) 0.00520(16) 0.80917(14) 0.0498(7) Uani 1 1 d .
H42A H 0.7511 -0.0381 0.8360 0.060 Uiso 1 1 calc R
C52 C 0.77080(17) 0.08050(16) 0.82286(12) 0.0419(6) Uani 1 1 d .
H52A H 0.8041 0.0885 0.8595 0.050 Uiso 1 1 calc R
C62 C 0.75482(15) 0.14491(13) 0.78370(11) 0.0314(5) Uani 1 1 d .
C72 C 0.61554(17) 0.04187(15) 0.65808(12) 0.0404(6) Uani 1 1 d .
H72A H 0.5840 0.0930 0.6492 0.048 Uiso 1 1 calc R
C82 C 0.6724(2) 0.0247(2) 0.60362(15) 0.0710(10) Uani 1 1 d .
H82A H 0.7144 0.0683 0.5985 0.106 Uiso 1 1 calc R
H82B H 0.6353 0.0201 0.5667 0.106 Uiso 1 1 calc R
H82C H 0.7042 -0.0254 0.6104 0.106 Uiso 1 1 calc R
C92 C 0.5457(2) -0.0226(2) 0.66480(18) 0.0787(11) Uani 1 1 d .
H92A H 0.5074 -0.0231 0.6283 0.118 Uiso 1 1 calc R
H92B H 0.5108 -0.0113 0.7009 0.118 Uiso 1 1 calc R
H92C H 0.5742 -0.0747 0.6695 0.118 Uiso 1 1 calc R
C102 C 0.78829(16) 0.22759(14) 0.80085(11) 0.0368(6) Uani 1 1 d .
H10A H 0.7832 0.2620 0.7636 0.044 Uiso 1 1 calc R
C112 C 0.88456(19) 0.22735(17) 0.82187(15) 0.0537(8) Uani 1 1 d .
H11D H 0.9044 0.2823 0.8285 0.081 Uiso 1 1 calc R
H11E H 0.9202 0.2023 0.7904 0.081 Uiso 1 1 calc R
H11F H 0.8907 0.1972 0.8601 0.081 Uiso 1 1 calc R
C122 C 0.7312(2) 0.26421(19) 0.84991(15) 0.0615(9) Uani 1 1 d .
H12A H 0.6707 0.2688 0.8343 0.092 Uiso 1 1 calc R
H12B H 0.7536 0.3173 0.8606 0.092 Uiso 1 1 calc R
H12C H 0.7326 0.2301 0.8863 0.092 Uiso 1 1 calc R
C13 C 0.48952(14) 0.31877(13) 0.58094(10) 0.0263(5) Uani 1 1 d .
C23 C 0.45316(15) 0.26151(14) 0.54050(10) 0.0322(5) Uani 1 1 d .
C33 C 0.37876(16) 0.28213(16) 0.50603(12) 0.0392(6) Uani 1 1 d .
H33A H 0.3539 0.2445 0.4782 0.047 Uiso 1 1 calc R
C43 C 0.34064(16) 0.35641(16) 0.51173(12) 0.0394(6) Uani 1 1 d .
H43A H 0.2907 0.3701 0.4873 0.047 Uiso 1 1 calc R
C53 C 0.37513(15) 0.41062(15) 0.55289(11) 0.0358(6) Uani 1 1 d .
H53A H 0.3479 0.4613 0.5569 0.043 Uiso 1 1 calc R
C63 C 0.44917(14) 0.39301(13) 0.58897(10) 0.0288(5) Uani 1 1 d .
C73 C 0.49324(17) 0.17867(15) 0.53328(12) 0.0405(6) Uani 1 1 d .
H73A H 0.5411 0.1733 0.5649 0.049 Uiso 1 1 calc R
C83 C 0.4279(2) 0.11315(19) 0.5444(2) 0.0810(12) Uani 1 1 d .
H83A H 0.4039 0.1192 0.5854 0.122 Uiso 1 1 calc R
H83B H 0.4570 0.0612 0.5413 0.122 Uiso 1 1 calc R
H83C H 0.3802 0.1164 0.5138 0.122 Uiso 1 1 calc R
C93 C 0.5345(3) 0.1688(2) 0.47140(17) 0.0883(13) Uani 1 1 d .
H93A H 0.5798 0.2096 0.4662 0.132 Uiso 1 1 calc R
H93B H 0.4894 0.1746 0.4392 0.132 Uiso 1 1 calc R
H93C H 0.5611 0.1157 0.4687 0.132 Uiso 1 1 calc R
C103 C 0.48224(16) 0.45441(14) 0.63516(12) 0.0369(6) Uani 1 1 d .
H10B H 0.5366 0.4329 0.6554 0.044 Uiso 1 1 calc R
C113 C 0.41376(19) 0.46844(16) 0.68462(13) 0.0476(7) Uani 1 1 d .
H11G H 0.4024 0.4182 0.7060 0.071 Uiso 1 1 calc R
H11H H 0.3592 0.4879 0.6655 0.071 Uiso 1 1 calc R
H11I H 0.4360 0.5081 0.7139 0.071 Uiso 1 1 calc R
C123 C 0.5052(2) 0.53353(16) 0.60451(16) 0.0564(8) Uani 1 1 d .
H12D H 0.5491 0.5242 0.5732 0.085 Uiso 1 1 calc R
H12E H 0.5290 0.5706 0.6353 0.085 Uiso 1 1 calc R
H12F H 0.4523 0.5565 0.5854 0.085 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
F2 Fe1 F1 77.50(7) . .
F2 Fe1 N21 106.28(6) . .
F1 Fe1 N21 147.96(5) . .
F2 Fe1 N11 138.28(5) . .
F1 Fe1 N11 104.75(6) . .
N21 Fe1 N11 93.28(7) . .
F2 Fe1 Fe1 38.72(4) . 2_656
F1 Fe1 Fe1 38.78(5) . 2_656
N21 Fe1 Fe1 136.29(5) . 2_656
N11 Fe1 Fe1 129.94(5) . 2_656
Fe1 F1 Fe1 102.44(10) 2_656 .
Fe1 F2 Fe1 102.56(9) . 2_656
C21 N11 C12 119.92(18) . .
C21 N11 Fe1 123.16(15) . .
C12 N11 Fe1 116.88(14) . .
C41 N21 C13 117.33(18) . .
C41 N21 Fe1 122.36(14) . .
C13 N21 Fe1 120.28(13) . .
N11 C21 C31 123.2(2) . .
N11 C21 C11 120.9(2) . .
C31 C21 C11 115.8(2) . .
C21 C31 C41 129.3(2) . .
N21 C41 C31 123.8(2) . .
N21 C41 C51 120.3(2) . .
C31 C41 C51 115.8(2) . .
C62 C12 C22 121.4(2) . .
C62 C12 N11 120.1(2) . .
C22 C12 N11 118.4(2) . .
C32 C22 C12 117.9(2) . .
C32 C22 C72 121.5(2) . .
C12 C22 C72 120.6(2) . .
C42 C32 C22 121.5(2) . .
C32 C42 C52 119.9(2) . .
C42 C52 C62 121.1(2) . .
C52 C62 C12 118.2(2) . .
C52 C62 C102 120.0(2) . .
C12 C62 C102 121.9(2) . .
C82 C72 C22 111.4(2) . .
C82 C72 C92 110.6(3) . .
C22 C72 C92 113.5(2) . .
C62 C102 C122 110.3(2) . .
C62 C102 C112 112.8(2) . .
C122 C102 C112 110.4(2) . .
C63 C13 C23 121.0(2) . .
C63 C13 N21 121.14(19) . .
C23 C13 N21 117.89(19) . .
C33 C23 C13 118.4(2) . .
C33 C23 C73 119.5(2) . .
C13 C23 C73 122.0(2) . .
C43 C33 C23 121.0(2) . .
C53 C43 C33 119.9(2) . .
C43 C53 C63 121.6(2) . .
C53 C63 C13 118.0(2) . .
C53 C63 C103 119.1(2) . .
C13 C63 C103 122.9(2) . .
C83 C73 C93 110.7(3) . .
C83 C73 C23 112.2(2) . .
C93 C73 C23 111.5(2) . .
C63 C103 C123 111.8(2) . .
C63 C103 C113 110.5(2) . .
C123 C103 C113 109.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 F2 1.9758(12) .
Fe1 F1 1.9775(14) .
Fe1 N21 2.0083(18) .
Fe1 N11 2.0161(17) .
Fe1 Fe1 3.0831(6) 2_656
F1 Fe1 1.9775(14) 2_656
F2 Fe1 1.9758(12) 2_656
N11 C21 1.330(3) .
N11 C12 1.439(3) .
N21 C41 1.334(3) .
N21 C13 1.449(3) .
C11 C21 1.519(3) .
C21 C31 1.402(3) .
C31 C41 1.402(3) .
C41 C51 1.514(3) .
C12 C62 1.404(3) .
C12 C22 1.410(3) .
C22 C32 1.392(3) .
C22 C72 1.526(4) .
C32 C42 1.379(4) .
C42 C52 1.383(4) .
C52 C62 1.397(3) .
C62 C102 1.521(3) .
C72 C82 1.515(4) .
C72 C92 1.526(4) .
C102 C122 1.525(4) .
C102 C112 1.530(4) .
C13 C63 1.401(3) .
C13 C23 1.411(3) .
C23 C33 1.394(3) .
C23 C73 1.527(3) .
C33 C43 1.381(4) .
C43 C53 1.376(3) .
C53 C63 1.397(3) .
C63 C103 1.521(3) .
C73 C83 1.507(4) .
C73 C93 1.514(4) .
C103 C123 1.530(4) .
C103 C113 1.537(4) .
