#------------------------------------------------------------------------------
#$Date: 2016-03-23 14:49:44 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179308 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/05/4320534.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_4320534
loop_
_publ_author_name
'Reza A. Ghiladi'
'Ryan M. Kretzer'
'Ilia Guzei'
'Arnold L. Rheingold'
'Yorck-Michael Neuhold'
'Karen R. Hatwell'
'Andreas D. Zuberbühler'
'Kenneth D. Karlin'
_publ_section_title
;
 (F8TPP)FeII/O2 Reactivity Studies {F8TPP =
 Tetrakis(2,6-difluorophenyl)porphyrinate(2-)}: Spectroscopic (UV-Visible
 and NMR) and Kinetic Study of Solvent-Dependent (Fe/O2= 1:1 or 2:1)
 Reversible O2-Reduction and Ferryl Formation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5754
_journal_page_last               5767
_journal_paper_doi               10.1021/ic0105866
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C58 H36 F8 Fe N4'
_chemical_formula_weight         996.76
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 108.6999(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.9177(2)
_cell_length_b                   11.7738(2)
_cell_length_c                   19.3875(2)
_cell_measurement_temperature    195(2)
_cell_volume                     4522.71(10)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      195(2)
_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  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            14417
_diffrn_reflns_theta_max         28.18
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    0.413
_exptl_crystal_colour            dark_red
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_description       plate
_exptl_crystal_F_000             2040
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.006
_refine_ls_goodness_of_fit_obs   1.022
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         5251
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_restrained_S_obs      1.022
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_obs          0.0421
_refine_ls_shift/esd_max         0.004
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0481P)²+6.4741P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1102
_refine_ls_wR_factor_obs         0.1005
_reflns_number_observed          4285
_reflns_number_total             5251
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic0105866_1.cif
_cod_data_source_block           complex#1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0481P)^2^+6.4741P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0481P)^2^+6.4741P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        4522.71(9)
_cod_database_code               4320534
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Fe Fe 0.5000 0.0000 0.0000 0.02234(11) Uani 1 d S .
F1 F 0.62297(7) 0.30527(12) -0.14095(8) 0.0481(3) Uani 1 d . .
F2 F 0.44784(6) 0.44895(11) -0.06297(7) 0.0387(3) Uani 1 d . .
F3 F 0.61952(7) 0.22423(12) 0.25379(7) 0.0434(3) Uani 1 d . .
F4 F 0.75950(6) -0.05763(12) 0.20603(8) 0.0458(3) Uani 1 d . .
N1 N 0.56563(7) 0.12759(13) 0.03486(8) 0.0230(3) Uani 1 d . .
N2 N 0.54469(7) -0.08483(13) 0.09245(8) 0.0230(3) Uani 1 d . .
C1 C 0.52557(9) 0.2578(2) -0.06992(10) 0.0255(4) Uani 1 d . .
C2 C 0.56892(9) 0.2277(2) -0.00146(10) 0.0251(4) Uani 1 d . .
C3 C 0.62369(10) 0.2977(2) 0.04194(11) 0.0312(4) Uani 1 d . .
H3A H 0.63643(10) 0.3699(2) 0.02886(11) 0.037 Uiso 1 calc R .
C4 C 0.65356(10) 0.2408(2) 0.10493(11) 0.0306(4) Uani 1 d . .
H4A H 0.69121(10) 0.2657(2) 0.14427(11) 0.037 Uiso 1 calc R .
C5 C 0.61731(9) 0.1355(2) 0.10082(10) 0.0245(4) Uani 1 d . .
C6 C 0.63200(9) 0.0547(2) 0.15606(10) 0.0238(4) Uani 1 d . .
C7 C 0.59810(9) -0.0486(2) 0.15153(9) 0.0236(4) Uani 1 d . .
C8 C 0.61348(10) -0.1330(2) 0.20888(10) 0.0301(4) Uani 1 d . .
H8A H 0.64775(10) -0.1282(2) 0.25488(10) 0.036 Uiso 1 calc R .
C9 C 0.56967(10) -0.2201(2) 0.18446(10) 0.0305(4) Uani 1 d . .
H9A H 0.56751(10) -0.2881(2) 0.21000(10) 0.037 Uiso 1 calc R .
C10 C 0.52696(9) -0.1898(2) 0.11230(10) 0.0251(4) Uani 1 d . .
C11 C 0.53487(9) 0.3716(2) -0.10037(10) 0.0264(4) Uani 1 d . .
C12 C 0.58216(11) 0.3924(2) -0.13560(11) 0.0336(4) Uani 1 d . .
C13 C 0.58963(12) 0.4964(2) -0.16568(12) 0.0408(5) Uani 1 d . .
H13A H 0.62236(12) 0.5065(2) -0.18962(12) 0.049 Uiso 1 calc R .
C14 C 0.54827(12) 0.5848(2) -0.15995(13) 0.0424(5) Uani 1 d . .
H14A H 0.55289(12) 0.6568(2) -0.17997(13) 0.051 Uiso 1 calc R .
C15 C 0.50011(11) 0.5704(2) -0.12549(12) 0.0379(5) Uani 1 d . .
H15A H 0.47161(11) 0.6312(2) -0.12158(12) 0.046 Uiso 1 calc R .
C16 C 0.49501(10) 0.4641(2) -0.09692(11) 0.0302(4) Uani 1 d . .
C17 C 0.68648(9) 0.0815(2) 0.22633(10) 0.0253(4) Uani 1 d . .
C18 C 0.67841(10) 0.1646(2) 0.27393(11) 0.0303(4) Uani 1 d . .
C19 C 0.72623(12) 0.1897(2) 0.34009(12) 0.0385(5) Uani 1 d . .
H19A H 0.71824(12) 0.2469(2) 0.37090(12) 0.046 Uiso 1 calc R .
C20 C 0.78606(12) 0.1291(2) 0.36020(12) 0.0421(5) Uani 1 d . .
H20A H 0.81963(12) 0.1449(2) 0.40545(12) 0.051 Uiso 1 calc R .
C21 C 0.79767(11) 0.0459(2) 0.31531(12) 0.0398(5) Uani 1 d . .
H21A H 0.83886(11) 0.0046(2) 0.32905(12) 0.048 Uiso 1 calc R .
C22 C 0.74791(10) 0.0243(2) 0.25008(11) 0.0310(4) Uani 1 d . .
C101 C 0.2511(2) -0.0315(4) -0.0232(2) 0.0837(11) Uani 1 d . .
H10A H 0.2404(2) -0.0997(4) -0.0001(2) 0.126 Uiso 1 calc R .
H10B H 0.2551(2) -0.0516(4) -0.0707(2) 0.126 Uiso 1 calc R .
H10C H 0.2149(2) 0.0246(4) -0.0299(2) 0.126 Uiso 1 calc R .
C102 C 0.31591(14) 0.0174(2) 0.0238(2) 0.0516(6) Uani 1 d . .
C103 C 0.35272(14) -0.0325(2) 0.0906(2) 0.0507(6) Uani 1 d . .
H10D H 0.33614(14) -0.0991(2) 0.1066(2) 0.061 Uiso 1 calc R .
C104 C 0.4125(2) 0.0146(3) 0.1326(2) 0.0577(7) Uani 1 d . .
H10E H 0.4368(2) -0.0208(3) 0.1774(2) 0.069 Uiso 1 calc R .
C105 C 0.43805(14) 0.1107(3) 0.1122(2) 0.0571(7) Uani 1 d . .
H10F H 0.47920(14) 0.1426(3) 0.1424(2) 0.069 Uiso 1 calc R .
C106 C 0.40302(14) 0.1600(2) 0.0471(2) 0.0533(6) Uani 1 d . .
H10G H 0.42067(14) 0.2265(2) 0.0320(2) 0.064 Uiso 1 calc R .
C107 C 0.34263(14) 0.1157(2) 0.0025(2) 0.0509(6) Uani 1 d . .
H10H H 0.31931(14) 0.1517(2) -0.0423(2) 0.061 Uiso 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
_geom_angle_publ_flag
N1 Fe N1 180.0 5_655 . ?
N1 Fe N2 89.96(6) 5_655 5_655 ?
N1 Fe N2 90.04(6) . 5_655 ?
N1 Fe N2 90.04(6) 5_655 . ?
N1 Fe N2 89.96(6) . . ?
N2 Fe N2 180.0 5_655 . ?
C2 N1 C5 105.07(14) . . ?
C2 N1 Fe 127.40(12) . . ?
C5 N1 Fe 127.53(12) . . ?
C10 N2 C7 105.22(14) . . ?
C10 N2 Fe 127.31(12) . . ?
C7 N2 Fe 127.41(12) . . ?
C10 C1 C2 124.4(2) 5_655 . ?
C10 C1 C11 117.2(2) 5_655 . ?
C2 C1 C11 118.4(2) . . ?
N1 C2 C1 125.3(2) . . ?
N1 C2 C3 110.4(2) . . ?
C1 C2 C3 124.3(2) . . ?
C4 C3 C2 107.1(2) . . ?
C3 C4 C5 107.0(2) . . ?
N1 C5 C6 125.3(2) . . ?
N1 C5 C4 110.4(2) . . ?
C6 C5 C4 124.3(2) . . ?
C5 C6 C7 124.4(2) . . ?
C5 C6 C17 118.0(2) . . ?
C7 C6 C17 117.5(2) . . ?
N2 C7 C6 125.3(2) . . ?
N2 C7 C8 110.2(2) . . ?
C6 C7 C8 124.5(2) . . ?
C9 C8 C7 107.0(2) . . ?
C8 C9 C10 106.9(2) . . ?
N2 C10 C1 125.5(2) . 5_655 ?
N2 C10 C9 110.7(2) . . ?
C1 C10 C9 123.8(2) 5_655 . ?
C16 C11 C12 114.8(2) . . ?
C16 C11 C1 121.7(2) . . ?
C12 C11 C1 123.4(2) . . ?
F1 C12 C13 118.4(2) . . ?
F1 C12 C11 117.9(2) . . ?
C13 C12 C11 123.7(2) . . ?
C14 C13 C12 118.3(2) . . ?
C13 C14 C15 121.1(2) . . ?
C14 C15 C16 117.7(2) . . ?
F2 C16 C11 117.5(2) . . ?
F2 C16 C15 118.1(2) . . ?
C11 C16 C15 124.4(2) . . ?
C22 C17 C18 114.6(2) . . ?
C22 C17 C6 123.3(2) . . ?
C18 C17 C6 122.1(2) . . ?
F3 C18 C19 118.4(2) . . ?
F3 C18 C17 117.6(2) . . ?
C19 C18 C17 124.0(2) . . ?
C18 C19 C20 118.1(2) . . ?
C19 C20 C21 120.9(2) . . ?
C22 C21 C20 118.3(2) . . ?
F4 C22 C21 118.1(2) . . ?
F4 C22 C17 117.8(2) . . ?
C21 C22 C17 124.0(2) . . ?
C107 C102 C103 117.6(3) . . ?
C107 C102 C101 120.7(3) . . ?
C103 C102 C101 121.7(3) . . ?
C104 C103 C102 120.3(3) . . ?
C105 C104 C103 122.0(3) . . ?
C104 C105 C106 118.5(3) . . ?
C105 C106 C107 121.8(3) . . ?
C106 C107 C102 119.9(3) . . ?
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
Fe N1 2.0007(15) 5_655 ?
Fe N1 2.0008(15) . ?
Fe N2 2.0024(15) 5_655 ?
Fe N2 2.0024(15) . ?
F1 C12 1.359(3) . ?
F2 C16 1.362(2) . ?
F3 C18 1.361(2) . ?
F4 C22 1.361(2) . ?
N1 C2 1.386(2) . ?
N1 C5 1.388(2) . ?
N2 C10 1.381(2) . ?
N2 C7 1.386(2) . ?
C1 C10 1.394(3) 5_655 ?
C1 C2 1.392(3) . ?
C1 C11 1.502(3) . ?
C2 C3 1.443(3) . ?
C3 C4 1.357(3) . ?
C4 C5 1.442(3) . ?
C5 C6 1.391(3) . ?
C6 C7 1.397(3) . ?
C6 C17 1.503(2) . ?
C7 C8 1.448(3) . ?
C8 C9 1.356(3) . ?
C9 C10 1.442(3) . ?
C10 C1 1.394(3) 5_655 ?
C11 C16 1.385(3) . ?
C11 C12 1.392(3) . ?
C12 C13 1.386(3) . ?
C13 C14 1.381(4) . ?
C14 C15 1.386(3) . ?
C15 C16 1.387(3) . ?
C17 C22 1.392(3) . ?
C17 C18 1.392(3) . ?
C18 C19 1.382(3) . ?
C19 C20 1.383(3) . ?
C20 C21 1.383(3) . ?
C21 C22 1.380(3) . ?
C101 C102 1.487(4) . ?
C102 C107 1.403(4) . ?
C102 C103 1.405(4) . ?
C103 C104 1.372(4) . ?
C104 C105 1.363(4) . ?
C105 C106 1.369(4) . ?
C106 C107 1.383(4) . ?
