#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:50:30 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179866 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/62/7016272.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_7016272
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         'C40 H40 F2 Fe N2 P2'
_chemical_formula_sum            'C40 H40 F2 Fe N2 P2'
_chemical_formula_weight         704.53
_chemical_name_systematic
;
?
;
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.696(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.564(2)
_cell_length_b                   23.134(5)
_cell_length_c                   14.585(3)
_cell_measurement_reflns_used    2538
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.43
_cell_measurement_theta_min      2.25
_cell_volume                     3564.1(13)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_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  0.0709
_diffrn_reflns_av_sigmaI/netI    0.1484
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13533
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.554
_exptl_absorpt_correction_T_max  0.8739
_exptl_absorpt_correction_T_min  0.8514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.757
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     430
_refine_ls_number_reflns         6038
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.757
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0001P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0720
_refine_ls_wR_factor_ref         0.0851
_reflns_number_gt                2657
_reflns_number_total             6038
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt10843c.txt
_cod_data_source_block           testb
_cod_original_cell_volume        3563.9(13)
_cod_original_sg_symbol_H-M      p(2)1/c
_cod_database_code               7016272
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_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
C1 C 0.8944(3) 0.89727(15) 0.4219(2) 0.0347(9) Uani 1 1 d . . .
C2 C 0.8053(3) 0.85549(14) 0.3901(2) 0.0326(8) Uani 1 1 d . . .
C3 C 0.6868(3) 0.85785(16) 0.4304(3) 0.0418(10) Uani 1 1 d . . .
C4 C 0.6497(4) 0.89666(17) 0.4965(3) 0.0492(11) Uani 1 1 d . . .
H4 H 0.5687 0.8958 0.5207 0.059 Uiso 1 1 calc R . .
C5 C 0.7382(4) 0.93694(18) 0.5252(3) 0.0570(12) Uani 1 1 d . . .
H5 H 0.7171 0.9642 0.5693 0.068 Uiso 1 1 calc R . .
C6 C 0.8574(4) 0.93664(16) 0.4886(3) 0.0446(10) Uani 1 1 d . . .
H6 H 0.9159 0.9639 0.5093 0.053 Uiso 1 1 calc R . .
C7 C 1.0309(3) 0.89987(14) 0.3942(2) 0.0356(9) Uani 1 1 d . . .
C8 C 1.0739(3) 0.91279(14) 0.3053(2) 0.0354(9) Uani 1 1 d . . .
C9 C 1.2071(4) 0.91796(16) 0.2955(3) 0.0425(10) Uani 1 1 d . . .
C10 C 1.2931(4) 0.90977(17) 0.3648(3) 0.0497(11) Uani 1 1 d . . .
H10 H 1.3795 0.9122 0.3539 0.060 Uiso 1 1 calc R . .
C11 C 1.2493(4) 0.89788(17) 0.4511(3) 0.0531(11) Uani 1 1 d . . .
H11 H 1.3060 0.8927 0.4997 0.064 Uiso 1 1 calc R . .
C12 C 1.1199(4) 0.89360(15) 0.4654(3) 0.0449(10) Uani 1 1 d . . .
H12 H 1.0914 0.8863 0.5243 0.054 Uiso 1 1 calc R . .
C13 C 0.8297(3) 0.80964(14) 0.3218(2) 0.0342(9) Uani 1 1 d . . .
H13 H 0.7668 0.7786 0.3177 0.041 Uiso 1 1 calc R . .
C14 C 0.9793(4) 0.73721(15) 0.2767(2) 0.0347(9) Uani 1 1 d . . .
C15 C 0.8931(4) 0.69414(16) 0.2564(3) 0.0508(11) Uani 1 1 d . . .
H15 H 0.8071 0.7022 0.2599 0.061 Uiso 1 1 calc R . .
C16 C 0.9317(5) 0.63844(17) 0.2305(3) 0.0571(12) Uani 1 1 d . . .
H16 H 0.8707 0.6108 0.2161 0.069 Uiso 1 1 calc R . .
C17 C 1.0566(5) 0.62406(18) 0.2260(3) 0.0604(13) Uani 1 1 d . . .
H17 H 1.0808 0.5874 0.2069 0.072 Uiso 1 1 calc R . .
C18 C 1.1497(4) 0.66603(16) 0.2510(3) 0.0460(11) Uani 1 1 d . . .
C19 C 1.2810(5) 0.6517(2) 0.2537(3) 0.0699(15) Uani 1 1 d . . .
H19 H 1.3076 0.6157 0.2331 0.084 Uiso 1 1 calc R . .
C20 C 1.3672(5) 0.6903(2) 0.2862(4) 0.0866(19) Uani 1 1 d . . .
H20 H 1.4526 0.6805 0.2875 0.104 Uiso 1 1 calc R . .
C21 C 1.3290(4) 0.7451(2) 0.3180(3) 0.0705(14) Uani 1 1 d . . .
H21 H 1.3883 0.7707 0.3423 0.085 Uiso 1 1 calc R . .
C22 C 1.2044(4) 0.76010(17) 0.3128(3) 0.0495(11) Uani 1 1 d . . .
H22 H 1.1801 0.7967 0.3320 0.059 Uiso 1 1 calc R . .
C23 C 1.1117(4) 0.72180(15) 0.2791(2) 0.0381(9) Uani 1 1 d . . .
C24 C 0.9935(3) 0.92261(15) 0.2230(2) 0.0386(10) Uani 1 1 d . . .
H24 H 1.0338 0.9412 0.1706 0.046 Uiso 1 1 calc R . .
C25 C 0.8020(4) 0.96625(15) 0.1676(3) 0.0397(10) Uani 1 1 d . . .
C26 C 0.8382(4) 0.97643(17) 0.0785(3) 0.0538(11) Uani 1 1 d . . .
H26 H 0.9157 0.9624 0.0587 0.065 Uiso 1 1 calc R . .
C27 C 0.7613(5) 1.00734(18) 0.0174(3) 0.0590(12) Uani 1 1 d . . .
H27 H 0.7871 1.0121 -0.0429 0.071 Uiso 1 1 calc R . .
C28 C 0.6489(4) 1.03076(17) 0.0441(3) 0.0591(12) Uani 1 1 d . . .
H28 H 0.5986 1.0511 0.0025 0.071 Uiso 1 1 calc R . .
C29 C 0.6102(4) 1.02379(16) 0.1355(3) 0.0462(10) Uani 1 1 d . . .
C30 C 0.4942(4) 1.04789(17) 0.1685(4) 0.0603(13) Uani 1 1 d . . .
H30 H 0.4406 1.0671 0.1277 0.072 Uiso 1 1 calc R . .
C31 C 0.4610(4) 1.04348(18) 0.2572(4) 0.0617(13) Uani 1 1 d . . .
H31 H 0.3853 1.0595 0.2768 0.074 Uiso 1 1 calc R . .
C32 C 0.5403(4) 1.01472(16) 0.3196(3) 0.0533(12) Uani 1 1 d . . .
H32 H 0.5178 1.0126 0.3810 0.064 Uiso 1 1 calc R . .
C33 C 0.6500(4) 0.98986(15) 0.2917(3) 0.0426(10) Uani 1 1 d . . .
H33 H 0.7013 0.9706 0.3341 0.051 Uiso 1 1 calc R . .
C34 C 0.6867(4) 0.99299(15) 0.1990(3) 0.0386(9) Uani 1 1 d . . .
C35 C 0.5485(3) 0.86025(18) 0.1775(3) 0.0734(15) Uani 1 1 d . . .
H35A H 0.4739 0.8461 0.1467 0.110 Uiso 1 1 calc R . .
H35B H 0.5528 0.9015 0.1710 0.110 Uiso 1 1 calc R . .
H35C H 0.5452 0.8504 0.2414 0.110 Uiso 1 1 calc R . .
C36 C 0.6656(5) 0.8475(2) 0.0052(3) 0.0886(17) Uani 1 1 d . . .
H36A H 0.5803 0.8389 -0.0136 0.133 Uiso 1 1 calc R . .
H36B H 0.7235 0.8259 -0.0318 0.133 Uiso 1 1 calc R . .
H36C H 0.6814 0.8881 -0.0022 0.133 Uiso 1 1 calc R . .
C37 C 0.6385(4) 0.75193(18) 0.1243(3) 0.0652(13) Uani 1 1 d . . .
H37A H 0.6195 0.7394 0.1854 0.098 Uiso 1 1 calc R . .
H37B H 0.7053 0.7286 0.1001 0.098 Uiso 1 1 calc R . .
H37C H 0.5643 0.7481 0.0861 0.098 Uiso 1 1 calc R . .
C38 C 1.0165(4) 0.86314(16) -0.0249(3) 0.0604(13) Uani 1 1 d . . .
H38A H 1.0540 0.8432 -0.0755 0.091 Uiso 1 1 calc R . .
H38B H 1.0629 0.8980 -0.0127 0.091 Uiso 1 1 calc R . .
H38C H 0.9302 0.8725 -0.0399 0.091 Uiso 1 1 calc R . .
C39 C 0.9822(4) 0.74644(17) 0.0292(3) 0.0665(13) Uani 1 1 d . . .
H39A H 0.8988 0.7478 0.0024 0.100 Uiso 1 1 calc R . .
H39B H 0.9845 0.7178 0.0769 0.100 Uiso 1 1 calc R . .
H39C H 1.0424 0.7366 -0.0170 0.100 Uiso 1 1 calc R . .
C40 C 1.1921(4) 0.8110(2) 0.0928(3) 0.0718(15) Uani 1 1 d . . .
H40A H 1.2308 0.8042 0.0345 0.108 Uiso 1 1 calc R . .
H40B H 1.2114 0.7795 0.1334 0.108 Uiso 1 1 calc R . .
H40C H 1.2242 0.8463 0.1185 0.108 Uiso 1 1 calc R . .
F1 F 0.5992(2) 0.81712(10) 0.40384(17) 0.0631(7) Uani 1 1 d . . .
F2 F 1.2511(2) 0.93095(11) 0.21033(16) 0.0651(7) Uani 1 1 d . . .
Fe1 Fe 0.88843(5) 0.84619(2) 0.19579(3) 0.03351(15) Uani 1 1 d . . .
N1 N 0.9508(3) 0.79520(11) 0.3009(2) 0.0325(7) Uani 1 1 d . . .
N2 N 0.8672(3) 0.93194(12) 0.2332(2) 0.0353(7) Uani 1 1 d . . .
P1 P 0.68829(10) 0.82749(5) 0.12699(8) 0.0491(3) Uani 1 1 d . . .
P2 P 1.02139(10) 0.81656(5) 0.07722(7) 0.0452(3) 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'
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
C6 C1 C2 118.8(3) . . ?
C6 C1 C7 116.1(3) . . ?
C2 C1 C7 124.9(3) . . ?
C3 C2 C1 115.5(3) . . ?
C3 C2 C13 118.5(3) . . ?
C1 C2 C13 125.9(3) . . ?
F1 C3 C4 116.6(3) . . ?
F1 C3 C2 117.4(3) . . ?
C4 C3 C2 125.9(4) . . ?
C3 C4 C5 117.0(4) . . ?
C6 C5 C4 119.9(4) . . ?
C5 C6 C1 122.8(4) . . ?
C12 C7 C8 118.8(3) . . ?
C12 C7 C1 115.8(3) . . ?
C8 C7 C1 125.2(3) . . ?
C7 C8 C9 116.1(4) . . ?
C7 C8 C24 126.1(3) . . ?
C9 C8 C24 117.7(3) . . ?
C10 C9 F2 118.3(3) . . ?
C10 C9 C8 124.4(4) . . ?
F2 C9 C8 117.3(4) . . ?
C9 C10 C11 118.5(4) . . ?
C10 C11 C12 119.7(4) . . ?
C11 C12 C7 122.3(4) . . ?
N1 C13 C2 119.9(3) . . ?
N1 C13 Fe1 67.54(19) . . ?
C2 C13 Fe1 110.6(2) . . ?
C15 C14 N1 126.4(3) . . ?
C15 C14 C23 117.6(3) . . ?
N1 C14 C23 115.8(3) . . ?
C14 C15 C16 121.8(4) . . ?
C17 C16 C15 121.4(4) . . ?
C16 C17 C18 119.1(4) . . ?
C23 C18 C19 119.0(4) . . ?
C23 C18 C17 119.9(4) . . ?
C19 C18 C17 121.1(4) . . ?
C20 C19 C18 120.3(4) . . ?
C19 C20 C21 120.8(5) . . ?
C22 C21 C20 119.4(5) . . ?
C21 C22 C23 121.9(4) . . ?
C22 C23 C18 118.5(4) . . ?
C22 C23 C14 121.6(3) . . ?
C18 C23 C14 119.8(4) . . ?
N2 C24 C8 119.3(3) . . ?
N2 C24 Fe1 68.98(19) . . ?
C8 C24 Fe1 108.5(2) . . ?
C26 C25 N2 126.5(4) . . ?
C26 C25 C34 118.0(4) . . ?
N2 C25 C34 115.5(3) . . ?
C25 C26 C27 121.6(4) . . ?
C28 C27 C26 121.4(4) . . ?
C27 C28 C29 119.3(4) . . ?
C28 C29 C34 120.5(4) . . ?
C28 C29 C30 122.2(4) . . ?
C34 C29 C30 117.3(4) . . ?
C31 C30 C29 121.7(4) . . ?
C30 C31 C32 120.0(4) . . ?
C33 C32 C31 120.8(4) . . ?
C32 C33 C34 120.6(4) . . ?
C33 C34 C29 119.5(4) . . ?
C33 C34 C25 121.5(4) . . ?
C29 C34 C25 119.0(4) . . ?
N1 Fe1 N2 113.05(12) . . ?
N1 Fe1 C13 38.11(11) . . ?
N2 Fe1 C13 96.87(12) . . ?
N1 Fe1 C24 100.25(13) . . ?
N2 Fe1 C24 37.88(11) . . ?
C13 Fe1 C24 109.11(14) . . ?
N1 Fe1 P2 101.23(9) . . ?
N2 Fe1 P2 122.87(8) . . ?
C13 Fe1 P2 134.96(10) . . ?
C24 Fe1 P2 93.73(10) . . ?
N1 Fe1 P1 119.45(9) . . ?
N2 Fe1 P1 100.81(9) . . ?
C13 Fe1 P1 91.44(10) . . ?
C24 Fe1 P1 133.90(10) . . ?
P2 Fe1 P1 100.01(5) . . ?
C13 N1 C14 119.4(3) . . ?
C13 N1 Fe1 74.35(19) . . ?
C14 N1 Fe1 115.3(2) . . ?
C24 N2 C25 119.0(3) . . ?
C24 N2 Fe1 73.14(19) . . ?
C25 N2 Fe1 114.3(2) . . ?
C35 P1 C37 99.89(19) . . ?
C35 P1 C36 100.8(2) . . ?
C37 P1 C36 100.7(2) . . ?
C35 P1 Fe1 118.42(15) . . ?
C37 P1 Fe1 116.06(14) . . ?
C36 P1 Fe1 117.76(17) . . ?
C39 P2 C40 101.9(2) . . ?
C39 P2 C38 101.97(19) . . ?
C40 P2 C38 99.2(2) . . ?
C39 P2 Fe1 114.24(14) . . ?
C40 P2 Fe1 122.05(16) . . ?
C38 P2 Fe1 114.54(13) . . ?
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
C1 C6 1.392(5) . ?
C1 C2 1.422(5) . ?
C1 C7 1.503(5) . ?
C2 C3 1.391(5) . ?
C2 C13 1.480(4) . ?
C3 F1 1.373(4) . ?
C3 C4 1.378(5) . ?
C4 C5 1.381(5) . ?
C5 C6 1.374(5) . ?
C7 C12 1.400(5) . ?
C7 C8 1.411(5) . ?
C8 C9 1.421(5) . ?
C8 C24 1.479(5) . ?
C9 C10 1.365(5) . ?
C9 F2 1.365(4) . ?
C10 C11 1.373(5) . ?
C11 C12 1.389(5) . ?
C13 N1 1.360(4) . ?
C13 Fe1 2.122(3) . ?
C14 C15 1.379(5) . ?
C14 N1 1.420(4) . ?
C14 C23 1.443(5) . ?
C15 C16 1.404(5) . ?
C16 C17 1.363(6) . ?
C17 C18 1.426(6) . ?
C18 C23 1.414(5) . ?
C18 C19 1.425(6) . ?
C19 C20 1.357(7) . ?
C20 C21 1.411(6) . ?
C21 C22 1.362(5) . ?
C22 C23 1.405(5) . ?
C24 N2 1.362(4) . ?
C24 Fe1 2.123(4) . ?
C25 C26 1.379(5) . ?
C25 N2 1.416(5) . ?
C25 C34 1.446(5) . ?
C26 C27 1.396(6) . ?
C27 C28 1.366(6) . ?
C28 C29 1.408(6) . ?
C29 C34 1.414(5) . ?
C29 C30 1.434(6) . ?
C30 C31 1.349(6) . ?
C31 C32 1.399(6) . ?
C32 C33 1.360(5) . ?
C33 C34 1.413(5) . ?
C35 P1 1.823(4) . ?
C36 P1 1.848(5) . ?
C37 P1 1.826(4) . ?
C38 P2 1.839(4) . ?
C39 P2 1.813(4) . ?
C40 P2 1.820(4) . ?
Fe1 N1 2.037(3) . ?
Fe1 N2 2.070(3) . ?
Fe1 P2 2.3436(12) . ?
Fe1 P1 2.3690(13) . ?
