#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:05:14 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179092 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/54/4305491.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_4305491
loop_
_publ_author_name
'Jie-Sheng Huang'
'Guang-Ao Yu'
'Jin Xie'
'Kwok-Ming Wong'
'Nianyong Zhu'
'Chi-Ming Che'
_publ_section_title
;
Primary and Secondary Phosphine Complexes of Iron Porphyrins and Ruthenium
Phthalocyanine: Synthesis, Structure, and P-H Bond Functionalization
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9166
_journal_page_last               9181
_journal_paper_doi               10.1021/ic800484k
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C70 H44 Cl12 Fe N4 P2'
_chemical_formula_sum            'C70 H44 Cl12 Fe N4 P2'
_chemical_formula_weight         1484.28
_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                91.57(3)
_cell_angle_beta                 107.00(3)
_cell_angle_gamma                117.49(3)
_cell_formula_units_Z            1
_cell_length_a                   12.279(4)
_cell_length_b                   12.517(4)
_cell_length_c                   12.727(4)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     1628.7(11)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      301(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_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  0.0991
_diffrn_reflns_av_sigmaI/netI    0.1206
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14231
_diffrn_reflns_theta_full        27.57
_diffrn_reflns_theta_max         27.57
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    0.820
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.053
_refine_diff_density_min         -0.912
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    ride-on
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         7232
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.1692
_refine_ls_R_factor_gt           0.0933
_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)+(0.0788P)²+6.8431P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2063
_refine_ls_wR_factor_ref         0.2485
_reflns_number_gt                4129
_reflns_number_total             7232
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic800484k_si_001_2.cif
_cod_data_source_block           complex_2b
_cod_original_cell_volume        1628.7(9)
_cod_database_code               4305491
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 0.5000 0.5000 0.5000 0.0238(3) Uani 1 2 d S . .
P1 P 0.70449(15) 0.55356(15) 0.62480(15) 0.0312(4) Uani 1 1 d . . .
Cl1 Cl 0.7318(2) 0.2209(2) 0.4074(2) 0.0698(7) Uani 1 1 d . . .
Cl2 Cl 0.23552(18) 0.1016(2) 0.1623(2) 0.0582(6) Uani 1 1 d . . .
Cl3 Cl 0.4629(2) 0.2782(2) 0.8709(2) 0.0598(6) Uani 1 1 d . . .
Cl4 Cl 0.02532(18) 0.1635(2) 0.52016(19) 0.0587(6) Uani 1 1 d . . .
Cl5 Cl 0.7931(3) 0.2690(4) 0.1398(3) 0.1150(12) Uani 1 1 d . . .
Cl6 Cl 0.8264(4) 0.3714(4) -0.0532(3) 0.1182(12) Uani 1 1 d . . .
N1 N 0.5737(4) 0.4845(4) 0.3832(4) 0.0264(11) Uani 1 1 d . . .
N2 N 0.4278(5) 0.3202(5) 0.4979(4) 0.0278(11) Uani 1 1 d . . .
C1 C 0.5593(6) 0.3789(6) 0.3292(5) 0.0290(13) Uani 1 1 d . . .
C2 C 0.4947(6) 0.2620(5) 0.3516(6) 0.0290(13) Uani 1 1 d . . .
C3 C 0.4356(6) 0.2361(5) 0.4325(5) 0.0287(13) Uani 1 1 d . . .
C4 C 0.3716(7) 0.1160(6) 0.4590(6) 0.0368(15) Uani 1 1 d . . .
H4 H 0.3654 0.0446 0.4274 0.044 Uiso 1 1 calc R . .
C5 C 0.3229(7) 0.1267(6) 0.5376(6) 0.0371(16) Uani 1 1 d . . .
H5 H 0.2759 0.0637 0.5703 0.045 Uiso 1 1 calc R . .
C6 C 0.3564(6) 0.2530(6) 0.5623(5) 0.0286(13) Uani 1 1 d . . .
C7 C 0.3207(6) 0.3005(6) 0.6382(6) 0.0296(14) Uani 1 1 d . . .
C8 C 0.3534(6) 0.4226(6) 0.6628(6) 0.0298(14) Uani 1 1 d . . .
C9 C 0.3221(7) 0.4705(6) 0.7464(6) 0.0378(16) Uani 1 1 d . . .
H9 H 0.2728 0.4253 0.7886 0.045 Uiso 1 1 calc R . .
C10 C 0.3771(7) 0.5930(6) 0.7528(6) 0.0367(16) Uani 1 1 d . . .
H10 H 0.3744 0.6484 0.8008 0.044 Uiso 1 1 calc R . .
C11 C 0.4845(6) 0.1577(5) 0.2804(6) 0.0291(13) Uani 1 1 d . . .
C12 C 0.5874(7) 0.1325(7) 0.2956(6) 0.0393(16) Uani 1 1 d . . .
C13 C 0.5788(9) 0.0405(8) 0.2285(8) 0.057(2) Uani 1 1 d . . .
H13 H 0.6493 0.0263 0.2427 0.069 Uiso 1 1 calc R . .
C14 C 0.4656(9) -0.0316(8) 0.1395(8) 0.057(2) Uani 1 1 d . . .
H14 H 0.4605 -0.0929 0.0921 0.068 Uiso 1 1 calc R . .
C15 C 0.3591(8) -0.0130(7) 0.1206(7) 0.0469(18) Uani 1 1 d . . .
H15 H 0.2811 -0.0625 0.0621 0.056 Uiso 1 1 calc R . .
C16 C 0.3719(7) 0.0812(6) 0.1909(6) 0.0387(16) Uani 1 1 d . . .
C17 C 0.2399(7) 0.2111(6) 0.6977(6) 0.0357(16) Uani 1 1 d . . .
C18 C 0.2941(7) 0.1923(6) 0.8024(7) 0.0410(17) Uani 1 1 d . . .
C19 C 0.2208(9) 0.1081(7) 0.8563(8) 0.056(2) Uani 1 1 d . . .
H19 H 0.2608 0.0964 0.9258 0.068 Uiso 1 1 calc R . .
C20 C 0.0873(9) 0.0423(8) 0.8045(9) 0.063(3) Uani 1 1 d . . .
H20 H 0.0365 -0.0147 0.8396 0.075 Uiso 1 1 calc R . .
C21 C 0.0283(8) 0.0591(7) 0.7029(8) 0.056(2) Uani 1 1 d . . .
H21 H -0.0621 0.0147 0.6692 0.067 Uiso 1 1 calc R . .
C22 C 0.1040(7) 0.1430(6) 0.6500(7) 0.0411(17) Uani 1 1 d . . .
C23 C 0.7613(6) 0.6177(6) 0.7720(6) 0.0357(15) Uani 1 1 d . . .
C24 C 0.6792(7) 0.5709(7) 0.8354(6) 0.0429(17) Uani 1 1 d . . .
H24 H 0.5923 0.5110 0.8000 0.051 Uiso 1 1 calc R . .
C25 C 0.7253(9) 0.6123(9) 0.9494(7) 0.061(2) Uani 1 1 d . . .
H25 H 0.6696 0.5800 0.9902 0.074 Uiso 1 1 calc R . .
C26 C 0.8541(10) 0.7015(10) 1.0032(8) 0.069(3) Uani 1 1 d . . .
H26 H 0.8853 0.7285 1.0802 0.083 Uiso 1 1 calc R . .
C27 C 0.9348(9) 0.7496(9) 0.9433(8) 0.066(3) Uani 1 1 d . . .
H27 H 1.0214 0.8095 0.9800 0.079 Uiso 1 1 calc R . .
C28 C 0.8903(7) 0.7107(8) 0.8280(8) 0.055(2) Uani 1 1 d . . .
H28 H 0.9462 0.7464 0.7880 0.066 Uiso 1 1 calc R . .
C29 C 0.7710(7) 0.4493(7) 0.6353(6) 0.0416(17) Uani 1 1 d . . .
C30 C 0.8923(8) 0.4857(10) 0.6218(7) 0.065(3) Uani 1 1 d . . .
H30 H 0.9352 0.5590 0.5987 0.078 Uiso 1 1 calc R . .
C31 C 0.9467(10) 0.4076(14) 0.6443(9) 0.093(4) Uani 1 1 d . . .
H31 H 1.0268 0.4302 0.6359 0.111 Uiso 1 1 calc R . .
C32 C 0.8846(16) 0.2997(16) 0.6780(10) 0.107(5) Uani 1 1 d . . .
H32 H 0.9231 0.2503 0.6933 0.129 Uiso 1 1 calc R . .
C33 C 0.7671(13) 0.2643(10) 0.6891(8) 0.081(3) Uani 1 1 d . . .
H33 H 0.7245 0.1901 0.7110 0.098 Uiso 1 1 calc R . .
C34 C 0.7099(9) 0.3384(8) 0.6680(7) 0.054(2) Uani 1 1 d . . .
H34 H 0.6291 0.3131 0.6759 0.065 Uiso 1 1 calc R . .
C35 C 0.8682(15) 0.3976(13) 0.0845(12) 0.113(4) Uani 1 1 d . . .
H35A H 0.8469 0.4586 0.1061 0.136 Uiso 1 1 calc R . .
H35B H 0.9622 0.4321 0.1173 0.136 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
Fe Fe 0.3463 0.8444 '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'
Cl Cl 0.1484 0.1585 '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'
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'
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 N2 180.0 2_666 . ?
N2 Fe1 N1 89.0(2) 2_666 2_666 ?
N2 Fe1 N1 91.0(2) . 2_666 ?
N2 Fe1 N1 91.0(2) 2_666 . ?
N2 Fe1 N1 89.0(2) . . ?
N1 Fe1 N1 180.000(1) 2_666 . ?
N2 Fe1 P1 94.53(15) 2_666 2_666 ?
N2 Fe1 P1 85.47(15) . 2_666 ?
N1 Fe1 P1 84.63(15) 2_666 2_666 ?
N1 Fe1 P1 95.37(15) . 2_666 ?
N2 Fe1 P1 85.47(15) 2_666 . ?
N2 Fe1 P1 94.53(15) . . ?
N1 Fe1 P1 95.37(15) 2_666 . ?
N1 Fe1 P1 84.63(15) . . ?
P1 Fe1 P1 180.0 2_666 . ?
C23 P1 C29 99.1(3) . . ?
C23 P1 Fe1 124.2(2) . . ?
C29 P1 Fe1 121.9(2) . . ?
C8 N1 C1 105.3(5) 2_666 . ?
C8 N1 Fe1 126.7(4) 2_666 . ?
C1 N1 Fe1 128.0(4) . . ?
C3 N2 C6 105.2(5) . . ?
C3 N2 Fe1 128.4(4) . . ?
C6 N2 Fe1 126.5(4) . . ?
N1 C1 C2 125.3(5) . . ?
N1 C1 C10 110.4(5) . 2_666 ?
C2 C1 C10 124.3(6) . 2_666 ?
C3 C2 C1 123.9(6) . . ?
C3 C2 C11 118.6(5) . . ?
C1 C2 C11 117.4(5) . . ?
N2 C3 C2 125.3(5) . . ?
N2 C3 C4 110.2(5) . . ?
C2 C3 C4 124.5(6) . . ?
C5 C4 C3 107.1(6) . . ?
C5 C4 H4 126.5 . . ?
C3 C4 H4 126.5 . . ?
C4 C5 C6 107.6(6) . . ?
C4 C5 H5 126.2 . . ?
C6 C5 H5 126.2 . . ?
N2 C6 C7 125.0(5) . . ?
N2 C6 C5 109.9(5) . . ?
C7 C6 C5 125.0(6) . . ?
C8 C7 C6 125.3(6) . . ?
C8 C7 C17 118.1(6) . . ?
C6 C7 C17 116.7(5) . . ?
N1 C8 C7 125.6(6) 2_666 . ?
N1 C8 C9 110.3(5) 2_666 . ?
C7 C8 C9 124.1(6) . . ?
C10 C9 C8 107.5(6) . . ?
C10 C9 H9 126.2 . . ?
C8 C9 H9 126.2 . . ?
C9 C10 C1 106.5(6) . 2_666 ?
C9 C10 H10 126.7 . . ?
C1 C10 H10 126.7 2_666 . ?
C16 C11 C12 114.8(6) . . ?
C16 C11 C2 121.7(6) . . ?
C12 C11 C2 123.5(6) . . ?
C13 C12 C11 123.2(7) . . ?
C13 C12 Cl1 118.4(6) . . ?
C11 C12 Cl1 118.4(5) . . ?
C12 C13 C14 119.8(7) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 120.0(7) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 118.2(8) . . ?
C16 C15 H15 120.9 . . ?
C14 C15 H15 120.9 . . ?
C15 C16 C11 124.0(7) . . ?
C15 C16 Cl2 116.2(6) . . ?
C11 C16 Cl2 119.8(5) . . ?
C18 C17 C22 115.9(6) . . ?
C18 C17 C7 122.9(6) . . ?
C22 C17 C7 121.2(7) . . ?
C19 C18 C17 123.2(7) . . ?
C19 C18 Cl3 117.8(6) . . ?
C17 C18 Cl3 119.0(5) . . ?
C20 C19 C18 118.4(8) . . ?
C20 C19 H19 120.8 . . ?
C18 C19 H19 120.8 . . ?
C21 C20 C19 121.0(7) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 119.5(8) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C21 C22 C17 122.0(8) . . ?
C21 C22 Cl4 118.4(6) . . ?
C17 C22 Cl4 119.6(5) . . ?
C28 C23 C24 117.7(7) . . ?
C28 C23 P1 121.4(6) . . ?
C24 C23 P1 120.8(5) . . ?
C25 C24 C23 121.0(8) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 120.2(9) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C25 119.9(9) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C28 121.1(8) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C27 C28 C23 120.1(8) . . ?
C27 C28 H28 119.9 . . ?
C23 C28 H28 119.9 . . ?
C34 C29 C30 118.9(7) . . ?
C34 C29 P1 120.4(6) . . ?
C30 C29 P1 120.4(7) . . ?
C29 C30 C31 118.0(11) . . ?
C29 C30 H30 121.0 . . ?
C31 C30 H30 121.0 . . ?
C32 C31 C30 121.6(10) . . ?
C32 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
C33 C32 C31 120.1(10) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 120.3(12) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C29 C34 C33 121.1(9) . . ?
C29 C34 H34 119.4 . . ?
C33 C34 H34 119.4 . . ?
Cl6 C35 Cl5 114.6(9) . . ?
Cl6 C35 H35A 108.6 . . ?
Cl5 C35 H35A 108.6 . . ?
Cl6 C35 H35B 108.6 . . ?
Cl5 C35 H35B 108.6 . . ?
H35A C35 H35B 107.6 . . ?
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 1.998(5) 2_666 ?
Fe1 N2 1.998(5) . ?
Fe1 N1 2.000(5) 2_666 ?
Fe1 N1 2.000(5) . ?
Fe1 P1 2.309(2) 2_666 ?
Fe1 P1 2.309(2) . ?
P1 C23 1.811(7) . ?
P1 C29 1.822(7) . ?
Cl1 C12 1.737(8) . ?
Cl2 C16 1.745(7) . ?
Cl3 C18 1.746(8) . ?
Cl4 C22 1.746(8) . ?
Cl5 C35 1.736(15) . ?
Cl6 C35 1.651(14) . ?
N1 C8 1.371(8) 2_666 ?
N1 C1 1.384(8) . ?
N2 C3 1.378(8) . ?
N2 C6 1.388(8) . ?
C1 C2 1.391(8) . ?
C1 C10 1.437(9) 2_666 ?
C2 C3 1.390(8) . ?
C2 C11 1.503(8) . ?
C3 C4 1.443(9) . ?
C4 C5 1.338(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.437(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.392(9) . ?
C7 C8 1.389(9) . ?
C7 C17 1.507(9) . ?
C8 N1 1.371(8) 2_666 ?
C8 C9 1.434(9) . ?
C9 C10 1.349(9) . ?
C9 H9 0.9300 . ?
C10 C1 1.437(9) 2_666 ?
C10 H10 0.9300 . ?
C11 C16 1.387(10) . ?
C11 C12 1.401(9) . ?
C12 C13 1.359(10) . ?
C13 C14 1.377(12) . ?
C13 H13 0.9300 . ?
C14 C15 1.387(11) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(10) . ?
C15 H15 0.9300 . ?
C17 C18 1.385(10) . ?
C17 C22 1.394(10) . ?
C18 C19 1.384(10) . ?
C19 C20 1.375(13) . ?
C19 H19 0.9300 . ?
C20 C21 1.360(13) . ?
C20 H20 0.9300 . ?
C21 C22 1.387(10) . ?
C21 H21 0.9300 . ?
C23 C28 1.401(10) . ?
C23 C24 1.402(10) . ?
C24 C25 1.379(11) . ?
C24 H24 0.9300 . ?
C25 C26 1.382(13) . ?
C25 H25 0.9300 . ?
C26 C27 1.357(14) . ?
C26 H26 0.9300 . ?
C27 C28 1.392(13) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C34 1.383(12) . ?
C29 C30 1.408(10) . ?
C30 C31 1.411(14) . ?
C30 H30 0.9300 . ?
C31 C32 1.364(19) . ?
C31 H31 0.9300 . ?
C32 C33 1.353(18) . ?
C32 H32 0.9300 . ?
C33 C34 1.390(11) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
