#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:50:30 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179866 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/62/7016274.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_7016274
loop_
_publ_author_name
'Xu, Xiaofeng'
'Sun, Hongjian'
'Shi, Yujie'
'Jia, Jiong'
'Li, Xiaoyan'
_publ_section_title
;
 Imine-assisted C-F bond activation by electron-rich iron complexes
 supported by trimethylphosphine.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7866
_journal_page_last               7872
_journal_paper_doi               10.1039/c1dt10843c
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C24 H34 F6 Fe N4 P2'
_chemical_formula_sum            'C24 H34 F6 Fe N4 P2'
_chemical_formula_weight         610.34
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                96.8050(10)
_cell_angle_beta                 93.3370(10)
_cell_angle_gamma                110.7310(10)
_cell_formula_units_Z            2
_cell_length_a                   10.4588(10)
_cell_length_b                   11.1141(10)
_cell_length_c                   14.4844(13)
_cell_measurement_reflns_used    5079
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.40
_cell_volume                     1554.4(2)
_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      273(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0128
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7756
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.643
_exptl_absorpt_correction_T_max  0.8986
_exptl_absorpt_correction_T_min  0.8715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_platon_squeeze_details
;
;
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         5426
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0315
_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)+(0.0527P)²+0.3055P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0941
_reflns_number_gt                4702
_reflns_number_total             5426
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt10843c.txt
_cod_data_source_block           x1
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               7016274
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.89632(3) 0.76078(2) 0.717794(17) 0.03404(10) Uani 1 1 d . . .
N1 N 0.83122(17) 0.78207(16) 0.58912(11) 0.0417(4) Uani 1 1 d . . .
N2 N 0.73926(16) 0.80535(16) 0.76232(11) 0.0390(4) Uani 1 1 d . . .
N3 N 0.5891(2) 0.22744(18) 0.70378(17) 0.0696(6) Uani 1 1 d . . .
H3 H 0.5735 0.2395 0.7611 0.084 Uiso 1 1 calc R . .
N4 N 1.2911(2) 1.26218(18) 0.74211(18) 0.0735(7) Uani 1 1 d . . .
H4 H 1.3361 1.2247 0.7093 0.088 Uiso 1 1 calc R . .
P1 P 1.07106(5) 0.71277(5) 0.66183(4) 0.04182(14) Uani 1 1 d . . .
P2 P 0.95867(6) 0.74264(5) 0.86473(4) 0.04312(14) Uani 1 1 d . . .
F1 F 0.60000(16) 0.43289(15) 0.43129(9) 0.0724(4) Uani 1 1 d . . .
F2 F 0.51311(16) 0.21755(13) 0.50960(11) 0.0791(5) Uani 1 1 d . . .
F3 F 0.74945(17) 0.45440(13) 0.79801(9) 0.0713(4) Uani 1 1 d . . .
F4 F 0.84454(15) 1.20003(13) 0.83647(11) 0.0687(4) Uani 1 1 d . . .
F5 F 1.09336(17) 1.36210(12) 0.81446(12) 0.0779(5) Uani 1 1 d . . .
F6 F 1.21859(13) 1.01045(12) 0.70338(12) 0.0721(4) Uani 1 1 d . . .
C1 C 0.7561(2) 0.6777(2) 0.53545(14) 0.0467(5) Uani 1 1 d . . .
H1 H 0.7250 0.6789 0.4742 0.056 Uiso 1 1 calc R . .
C2 C 0.72220(19) 0.55928(19) 0.57409(14) 0.0415(4) Uani 1 1 d . . .
C3 C 0.6402(2) 0.4403(2) 0.52348(15) 0.0487(5) Uani 1 1 d . . .
C4 C 0.5973(2) 0.3300(2) 0.56326(17) 0.0524(5) Uani 1 1 d . . .
C5 C 0.6350(2) 0.3337(2) 0.65689(17) 0.0511(5) Uani 1 1 d . . .
C6 C 0.7198(2) 0.4569(2) 0.70483(14) 0.0461(5) Uani 1 1 d . . .
C7 C 0.77008(19) 0.57297(18) 0.67026(13) 0.0395(4) Uani 1 1 d . . .
C8 C 0.7633(2) 0.9262(2) 0.78799(14) 0.0443(5) Uani 1 1 d . . .
H8 H 0.6951 0.9547 0.8093 0.053 Uiso 1 1 calc R . .
C9 C 0.8991(2) 1.01571(19) 0.78259(14) 0.0421(4) Uani 1 1 d . . .
C10 C 0.9367(2) 1.1490(2) 0.80373(15) 0.0482(5) Uani 1 1 d . . .
C11 C 1.0639(2) 1.23252(19) 0.79240(16) 0.0504(5) Uani 1 1 d . . .
C12 C 1.1615(2) 1.1855(2) 0.75810(16) 0.0491(5) Uani 1 1 d . . .
C13 C 1.1170(2) 1.04932(19) 0.73825(15) 0.0448(5) Uani 1 1 d . . .
C14 C 0.9917(2) 0.95757(18) 0.74806(13) 0.0395(4) Uani 1 1 d . . .
C15 C 0.8538(3) 0.9049(2) 0.55338(18) 0.0666(7) Uani 1 1 d . . .
H15A H 0.8206 0.8873 0.4881 0.100 Uiso 1 1 calc R . .
H15B H 0.9503 0.9564 0.5615 0.100 Uiso 1 1 calc R . .
H15C H 0.8051 0.9515 0.5871 0.100 Uiso 1 1 calc R . .
C16 C 0.5988(2) 0.7134(2) 0.76281(17) 0.0557(6) Uani 1 1 d . . .
H16A H 0.5428 0.7592 0.7873 0.083 Uiso 1 1 calc R . .
H16B H 0.5998 0.6490 0.8013 0.083 Uiso 1 1 calc R . .
H16C H 0.5618 0.6715 0.7001 0.083 Uiso 1 1 calc R . .
C17 C 1.1170(3) 0.7653(2) 0.54913(17) 0.0625(6) Uani 1 1 d . . .
H17A H 1.1475 0.8584 0.5555 0.094 Uiso 1 1 calc R . .
H17B H 1.0381 0.7274 0.5034 0.094 Uiso 1 1 calc R . .
H17C H 1.1895 0.7375 0.5294 0.094 Uiso 1 1 calc R . .
C18 C 1.2434(2) 0.7639(3) 0.72540(19) 0.0651(7) Uani 1 1 d . . .
H18A H 1.3065 0.7510 0.6832 0.098 Uiso 1 1 calc R . .
H18B H 1.2403 0.7130 0.7750 0.098 Uiso 1 1 calc R . .
H18C H 1.2736 0.8542 0.7513 0.098 Uiso 1 1 calc R . .
C19 C 1.0414(2) 0.5397(2) 0.63247(18) 0.0571(6) Uani 1 1 d . . .
H19A H 1.1212 0.5299 0.6082 0.086 Uiso 1 1 calc R . .
H19B H 0.9634 0.4995 0.5862 0.086 Uiso 1 1 calc R . .
H19C H 1.0240 0.4989 0.6876 0.086 Uiso 1 1 calc R . .
C20 C 1.0272(3) 0.6210(3) 0.89612(18) 0.0686(7) Uani 1 1 d . . .
H20A H 1.1117 0.6331 0.8691 0.103 Uiso 1 1 calc R . .
H20B H 0.9618 0.5355 0.8728 0.103 Uiso 1 1 calc R . .
H20C H 1.0440 0.6305 0.9629 0.103 Uiso 1 1 calc R . .
C21 C 1.0919(3) 0.8884(2) 0.93044(17) 0.0656(7) Uani 1 1 d . . .
H21A H 1.0599 0.9597 0.9344 0.098 Uiso 1 1 calc R . .
H21B H 1.1737 0.9097 0.8991 0.098 Uiso 1 1 calc R . .
H21C H 1.1119 0.8723 0.9923 0.098 Uiso 1 1 calc R . .
C22 C 0.8273(3) 0.7209(3) 0.94531(17) 0.0717(7) Uani 1 1 d . . .
H22A H 0.8672 0.7241 1.0074 0.108 Uiso 1 1 calc R . .
H22B H 0.7544 0.6382 0.9263 0.108 Uiso 1 1 calc R . .
H22C H 0.7910 0.7891 0.9447 0.108 Uiso 1 1 calc R . .
C23 C 0.5666(4) 0.0968(3) 0.6597(3) 0.0934(10) Uani 1 1 d . . .
H23A H 0.4880 0.0676 0.6137 0.140 Uiso 1 1 calc R . .
H23B H 0.5507 0.0398 0.7061 0.140 Uiso 1 1 calc R . .
H23C H 0.6462 0.0965 0.6300 0.140 Uiso 1 1 calc R . .
C24 C 1.3577(4) 1.3961(3) 0.7741(3) 0.1105(14) Uani 1 1 d . . .
H24A H 1.3082 1.4433 0.7464 0.166 Uiso 1 1 calc R . .
H24B H 1.4497 1.4245 0.7567 0.166 Uiso 1 1 calc R . .
H24C H 1.3605 1.4118 0.8409 0.166 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'
P P 0.1023 0.0942 '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
N2 Fe1 N1 86.73(7) . . ?
N2 Fe1 C14 81.00(7) . . ?
N1 Fe1 C14 89.15(7) . . ?
N2 Fe1 C7 91.51(7) . . ?
N1 Fe1 C7 80.45(7) . . ?
C14 Fe1 C7 167.54(8) . . ?
N2 Fe1 P2 89.49(5) . . ?
N1 Fe1 P2 176.18(5) . . ?
C14 Fe1 P2 89.66(6) . . ?
C7 Fe1 P2 100.29(6) . . ?
N2 Fe1 P1 177.61(5) . . ?
N1 Fe1 P1 90.89(5) . . ?
C14 Fe1 P1 98.65(6) . . ?
C7 Fe1 P1 88.42(5) . . ?
P2 Fe1 P1 92.88(2) . . ?
C1 N1 C15 116.94(19) . . ?
C1 N1 Fe1 116.35(14) . . ?
C15 N1 Fe1 126.58(14) . . ?
C8 N2 C16 117.84(17) . . ?
C8 N2 Fe1 116.30(13) . . ?
C16 N2 Fe1 125.76(13) . . ?
C5 N3 C23 122.2(2) . . ?
C12 N4 C24 126.5(2) . . ?
C19 P1 C17 99.38(11) . . ?
C19 P1 C18 97.76(11) . . ?
C17 P1 C18 99.96(13) . . ?
C19 P1 Fe1 116.13(8) . . ?
C17 P1 Fe1 115.22(8) . . ?
C18 P1 Fe1 124.18(8) . . ?
C22 P2 C20 99.27(14) . . ?
C22 P2 C21 98.65(13) . . ?
C20 P2 C21 98.85(13) . . ?
C22 P2 Fe1 116.24(9) . . ?
C20 P2 Fe1 124.41(9) . . ?
C21 P2 Fe1 115.04(9) . . ?
N1 C1 C2 116.80(18) . . ?
C3 C2 C7 122.1(2) . . ?
C3 C2 C1 122.25(19) . . ?
C7 C2 C1 115.45(17) . . ?
C4 C3 F1 118.60(19) . . ?
C4 C3 C2 122.0(2) . . ?
F1 C3 C2 119.4(2) . . ?
C3 C4 F2 118.4(2) . . ?
C3 C4 C5 120.34(19) . . ?
F2 C4 C5 121.2(2) . . ?
C4 C5 N3 123.8(2) . . ?
C4 C5 C6 115.4(2) . . ?
N3 C5 C6 120.7(2) . . ?
F3 C6 C7 119.32(17) . . ?
F3 C6 C5 112.27(18) . . ?
C7 C6 C5 128.4(2) . . ?
C6 C7 C2 111.76(17) . . ?
C6 C7 Fe1 137.88(15) . . ?
C2 C7 Fe1 110.36(14) . . ?
N2 C8 C9 117.29(17) . . ?
C10 C9 C14 121.96(19) . . ?
C10 C9 C8 123.11(18) . . ?
C14 C9 C8 114.82(17) . . ?
C11 C10 F4 118.10(18) . . ?
C11 C10 C9 122.06(19) . . ?
F4 C10 C9 119.84(19) . . ?
F5 C11 C10 118.7(2) . . ?
F5 C11 C12 120.8(2) . . ?
C10 C11 C12 120.43(18) . . ?
N4 C12 C11 124.61(19) . . ?
N4 C12 C13 120.7(2) . . ?
C11 C12 C13 114.71(19) . . ?
C14 C13 F6 119.76(17) . . ?
C14 C13 C12 129.00(19) . . ?
F6 C13 C12 111.23(17) . . ?
C13 C14 C9 111.83(17) . . ?
C13 C14 Fe1 137.38(15) . . ?
C9 C14 Fe1 110.60(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 N2 1.9959(16) . ?
Fe1 N1 2.0160(16) . ?
Fe1 C14 2.0366(19) . ?
Fe1 C7 2.0437(19) . ?
Fe1 P2 2.2424(6) . ?
Fe1 P1 2.2455(6) . ?
N1 C1 1.280(3) . ?
N1 C15 1.463(3) . ?
N2 C8 1.280(3) . ?
N2 C16 1.464(3) . ?
N3 C5 1.383(3) . ?
N3 C23 1.446(3) . ?
N4 C12 1.372(3) . ?
N4 C24 1.407(3) . ?
P1 C19 1.829(2) . ?
P1 C17 1.832(2) . ?
P1 C18 1.838(2) . ?
P2 C22 1.824(3) . ?
P2 C20 1.828(2) . ?
P2 C21 1.831(2) . ?
F1 C3 1.360(3) . ?
F2 C4 1.361(2) . ?
F3 C6 1.373(2) . ?
F4 C10 1.361(2) . ?
F5 C11 1.355(2) . ?
F6 C13 1.381(2) . ?
C1 C2 1.428(3) . ?
C2 C3 1.384(3) . ?
C2 C7 1.424(3) . ?
C3 C4 1.358(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.410(3) . ?
C6 C7 1.376(3) . ?
C8 C9 1.430(3) . ?
C9 C10 1.381(3) . ?
C9 C14 1.425(3) . ?
C10 C11 1.359(3) . ?
C11 C12 1.391(3) . ?
C12 C13 1.405(3) . ?
C13 C14 1.374(3) . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.701 1.000 236 30 ' '
