#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:04:14 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178932 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/61/4116112.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_4116112
loop_
_publ_author_name
'Salma Kiani'
'Amy Tapper'
'Richard J. Staples'
'Pericles Stavropoulos'
_publ_section_title
;
 Functional Aspects of Gif-Type Oxidation of Hydrocarbons Mediated by Iron
 Picolinate H2O2-Dependent Systems: Evidence for the Generation of Carbon-
 and Oxygen-Centered Radicals
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7503
_journal_page_last               7517
_journal_paper_doi               10.1021/ja000063h
_journal_volume                  122
_journal_year                    2000
_chemical_formula_sum            'C14 H16 Fe N2 O6'
_chemical_formula_weight         364.14
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.89(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.048(2)
_cell_length_b                   6.2370(7)
_cell_length_c                   14.285(4)
_cell_measurement_reflns_used    99
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      20.69
_cell_measurement_theta_min      0.00
_cell_volume                     767.2(3)
_computing_cell_refinement       'SMART (SIEMENS, V4.033, 1994)'
_computing_data_collection       'ASTRO (SIEMENS, V4.033, 1994)'
_computing_data_reduction        'SAINT (SIEMENS, V4.035, 1994)'
_computing_molecular_graphics    'SHELXTL (SIEMENS, 1994, ver 5.04)'
_computing_publication_material  'CIFTAB (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.891
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measurement_method       'ω, 0.3 deg'
_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  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4820
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.38
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.016
_exptl_absorpt_correction_T_max  0.9193
_exptl_absorpt_correction_T_min  0.8530
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            red-brown
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    refined
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         1855
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0267
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0271P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0623
_refine_ls_wR_factor_ref         0.0643
_reflns_number_gt                1414
_reflns_number_total             1855
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja000063h_3.cif
_cod_data_source_block           Compund_6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0271P)^2^+0.0000P] 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^)+(0.0271P)^2^+0.0000P] 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        767.1(3)
_cod_database_code               4116112
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
Fe1 Fe 0.5000 0.0000 0.0000 0.02123(11) Uani 1 d S
O1 O 0.39000(12) -0.28138(17) -0.05316(8) 0.0250(3) Uani 1 d .
O2 O 0.20137(14) -0.50553(19) -0.04649(9) 0.0351(3) Uani 1 d .
O3 O 0.33369(13) 0.18115(19) -0.11947(8) 0.0276(3) Uani 1 d .
H3B H 0.292(2) 0.273(4) -0.0977(15) 0.052(7) Uiso 1 d .
N1 N 0.31933(15) -0.0055(2) 0.06874(9) 0.0224(3) Uani 1 d .
C1 C 0.2827(2) 0.1403(3) 0.12710(13) 0.0284(4) Uani 1 d .
H1 H 0.343(2) 0.265(3) 0.1400(12) 0.037(5) Uiso 1 d .
C2 C 0.1579(2) 0.1150(3) 0.16254(13) 0.0329(4) Uani 1 d .
H2 H 0.134(2) 0.230(3) 0.2027(12) 0.036(5) Uiso 1 d .
C3 C 0.0677(2) -0.0669(3) 0.13790(13) 0.0324(4) Uani 1 d .
H3 H -0.017(2) -0.085(3) 0.1609(13) 0.039(5) Uiso 1 d .
C4 C 0.1057(2) -0.2197(3) 0.07890(12) 0.0275(4) Uani 1 d .
H4 H 0.0506(19) -0.337(3) 0.0600(12) 0.028(5) Uiso 1 d .
C5 C 0.23084(17) -0.1830(2) 0.04483(11) 0.0209(3) Uani 1 d .
C6 C 0.27725(17) -0.3369(2) -0.02383(11) 0.0224(3) Uani 1 d .
C7 C 0.3707(3) 0.2623(4) -0.20328(15) 0.0402(5) Uani 1 d .
H7C H 0.409(2) 0.144(4) -0.2319(13) 0.048(6) Uiso 1 d .
H7B H 0.289(3) 0.321(4) -0.2493(15) 0.059(7) Uiso 1 d .
H7A H 0.448(3) 0.383(4) -0.1851(16) 0.077(8) Uiso 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'
O O 0.0106 0.0060 '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
O1 Fe1 O1 180.0 . 3_655
O1 Fe1 N1 101.28(5) . 3_655
O1 Fe1 N1 78.72(5) 3_655 3_655
O1 Fe1 N1 78.72(5) . .
O1 Fe1 N1 101.28(5) 3_655 .
N1 Fe1 N1 180.0 3_655 .
O1 Fe1 O3 90.79(4) . .
O1 Fe1 O3 89.21(4) 3_655 .
N1 Fe1 O3 94.13(5) 3_655 .
N1 Fe1 O3 85.87(5) . .
O1 Fe1 O3 89.21(4) . 3_655
O1 Fe1 O3 90.79(4) 3_655 3_655
N1 Fe1 O3 85.87(5) 3_655 3_655
N1 Fe1 O3 94.13(5) . 3_655
O3 Fe1 O3 180.0 . 3_655
C6 O1 Fe1 117.53(10) . .
C7 O3 Fe1 123.28(12) . .
C1 N1 C5 118.24(14) . .
C1 N1 Fe1 129.82(11) . .
C5 N1 Fe1 111.91(10) . .
N1 C1 C2 122.41(16) . .
C3 C2 C1 119.14(17) . .
C2 C3 C4 118.93(17) . .
C5 C4 C3 118.97(16) . .
N1 C5 C4 122.29(15) . .
N1 C5 C6 114.96(13) . .
C4 C5 C6 122.74(14) . .
O2 C6 O1 125.64(15) . .
O2 C6 C5 117.53(14) . .
O1 C6 C5 116.83(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O1 2.0452(11) .
Fe1 O1 2.0452(11) 3_655
Fe1 N1 2.1502(13) 3_655
Fe1 N1 2.1502(13) .
Fe1 O3 2.2081(12) .
Fe1 O3 2.2081(12) 3_655
O1 C6 1.2644(18) .
O2 C6 1.2432(18) .
O3 C7 1.431(2) .
N1 C1 1.342(2) .
N1 C5 1.3472(19) .
C1 C2 1.381(2) .
C2 C3 1.379(3) .
C3 C4 1.384(3) .
C4 C5 1.382(2) .
C5 C6 1.521(2) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
O1 Fe1 O1 C6 107(100) 3_655
N1 Fe1 O1 C6 178.06(11) 3_655
N1 Fe1 O1 C6 -1.94(11) .
O3 Fe1 O1 C6 -87.56(12) .
O3 Fe1 O1 C6 92.44(12) 3_655
O1 Fe1 O3 C7 -103.66(14) .
O1 Fe1 O3 C7 76.34(14) 3_655
N1 Fe1 O3 C7 -2.29(14) 3_655
N1 Fe1 O3 C7 177.71(14) .
O3 Fe1 O3 C7 98(100) 3_655
O1 Fe1 N1 C1 -177.13(15) .
O1 Fe1 N1 C1 2.87(15) 3_655
N1 Fe1 N1 C1 49(3) 3_655
O3 Fe1 N1 C1 -85.50(14) .
O3 Fe1 N1 C1 94.50(14) 3_655
O1 Fe1 N1 C5 0.89(10) .
O1 Fe1 N1 C5 -179.11(10) 3_655
N1 Fe1 N1 C5 -133(3) 3_655
O3 Fe1 N1 C5 92.52(10) .
O3 Fe1 N1 C5 -87.48(10) 3_655
C5 N1 C1 C2 -0.4(2) .
Fe1 N1 C1 C2 177.51(12) .
N1 C1 C2 C3 0.4(3) .
C1 C2 C3 C4 0.5(3) .
C2 C3 C4 C5 -1.4(3) .
C1 N1 C5 C4 -0.5(2) .
Fe1 N1 C5 C4 -178.81(12) .
C1 N1 C5 C6 178.33(13) .
Fe1 N1 C5 C6 0.06(15) .
C3 C4 C5 N1 1.4(3) .
C3 C4 C5 C6 -177.34(15) .
Fe1 O1 C6 O2 -177.65(12) .
Fe1 O1 C6 C5 2.55(18) .
N1 C5 C6 O2 178.48(14) .
C4 C5 C6 O2 -2.7(2) .
N1 C5 C6 O1 -1.7(2) .
C4 C5 C6 O1 177.16(14) .
