#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:22:13 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178896 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/25/4112574.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_4112574
loop_
_publ_author_name
'Sankar Prasad Rath'
'Marilyn M. Olmstead'
'Alan L. Balch'
_publ_section_title
;
 The Effects of Axial Ligands on Electron Distribution and Spin States in
 Iron Complexes of Octaethyloxophlorin, Intermediates in Heme Degradation
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6379
_journal_page_last               6386
_journal_paper_doi               10.1021/ja0316014
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C44 H53 Fe N8 O'
_chemical_formula_weight         765.79
_chemical_name_common            'Fe(OEPO)(1-Methyl Imidazole)2'
_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                98.140(3)
_cell_angle_beta                 90.682(3)
_cell_angle_gamma                115.099(3)
_cell_formula_units_Z            1
_cell_length_a                   9.4992(14)
_cell_length_b                   10.4689(15)
_cell_length_c                   10.5854(16)
_cell_measurement_reflns_used    900
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      30.4
_cell_measurement_theta_min      3.02
_cell_volume                     940.6(2)
_computing_cell_refinement       'SAINT 6.22 (Bruker, 2002)'
_computing_data_collection       'SMART 5.054 (Bruker, 2002)'
_computing_data_reduction        'SAINT 6.22 (Bruker, 2002)'
_computing_molecular_graphics    'SHELXL 5.1, XP (Sheldrick, 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.04
_diffrn_reflns_av_sigmaI/netI    0.0333
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12245
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         1.95
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.448
_exptl_absorpt_correction_T_max  0.9650
_exptl_absorpt_correction_T_min  0.8772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2.05 (Sheldrick, 2002)'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_description       Plate
_exptl_crystal_F_000             407
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3440
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0349
_refine_ls_shift/su_max          0.631
_refine_ls_shift/su_mean         0.027
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0399P)²+0.4514P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0872
_reflns_number_gt                2959
_reflns_number_total             3440
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0316014si20031208_065938.cif
_cod_data_source_block           sr24
_cod_database_code               4112574
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 0.0000 0.5000 0.01210(12) Uani 1 2 d S . .
O1 O 0.8710(10) 0.2459(12) 0.8526(11) 0.0182(19) Uani 0.22 1 d P A 1
H5A H 0.837(16) 0.238(18) 0.840(17) 0.022 Uiso 0.28 1 d P B 2
O2 O 0.6602(10) 0.4257(10) 0.3264(8) 0.0246(17) Uani 0.28 1 d P C 3
H10A H 0.65(2) 0.42(2) 0.356(19) 0.029 Uiso 0.22 1 d P D 4
N1 N 0.65877(18) 0.20357(16) 0.55659(15) 0.0132(3) Uani 1 1 d . . .
N2 N 0.56264(17) -0.05401(16) 0.65817(14) 0.0131(3) Uani 1 1 d . A .
N3 N 0.65830(18) -0.04737(16) 0.40927(14) 0.0140(3) Uani 1 1 d . . .
N4 N 0.76548(19) -0.16444(17) 0.28731(15) 0.0169(4) Uani 1 1 d . . .
C1 C 0.6868(2) 0.3190(2) 0.49535(18) 0.0140(4) Uani 1 1 d . C .
C2 C 0.8047(2) 0.4488(2) 0.56735(18) 0.0149(4) Uani 1 1 d . . .
C3 C 0.8508(2) 0.4116(2) 0.67411(18) 0.0149(4) Uani 1 1 d . . .
C4 C 0.7587(2) 0.2598(2) 0.66700(18) 0.0140(4) Uani 1 1 d . A .
C5 C 0.7678(2) 0.1798(2) 0.7602(2) 0.0162(4) Uani 1 1 d . . .
C6 C 0.6769(2) 0.0335(2) 0.75434(18) 0.0141(4) Uani 1 1 d . A .
C7 C 0.6911(2) -0.0481(2) 0.84887(18) 0.0162(4) Uani 1 1 d . . .
C8 C 0.5851(2) -0.1864(2) 0.80934(18) 0.0153(4) Uani 1 1 d . A .
C9 C 0.5056(2) -0.1887(2) 0.69168(18) 0.0143(4) Uani 1 1 d . . .
C10 C 0.6121(2) 0.3130(2) 0.37809(19) 0.0164(4) Uani 1 1 d . . .
C11 C 0.8635(2) 0.5954(2) 0.53208(19) 0.0184(4) Uani 1 1 d . . .
H11A H 0.8785 0.5888 0.4394 0.022 Uiso 1 1 calc R . .
H11B H 0.9665 0.6564 0.5790 0.022 Uiso 1 1 calc R . .
C12 C 0.7541(3) 0.6665(2) 0.5618(2) 0.0243(5) Uani 1 1 d . . .
H12A H 0.7990 0.7617 0.5370 0.036 Uiso 1 1 calc R . .
H12B H 0.7403 0.6754 0.6538 0.036 Uiso 1 1 calc R . .
H12C H 0.6527 0.6081 0.5138 0.036 Uiso 1 1 calc R . .
C13 C 0.9756(2) 0.5090(2) 0.77717(19) 0.0196(4) Uani 1 1 d . . .
H13A H 1.0619 0.5793 0.7370 0.023 Uiso 1 1 calc R . .
H13B H 1.0177 0.4514 0.8177 0.023 Uiso 1 1 calc R . .
C14 C 0.9209(3) 0.5892(3) 0.8806(2) 0.0321(5) Uani 1 1 d . . .
H14A H 1.0082 0.6499 0.9439 0.048 Uiso 1 1 calc R . .
H14B H 0.8372 0.5207 0.9227 0.048 Uiso 1 1 calc R . .
H14C H 0.8818 0.6489 0.8420 0.048 Uiso 1 1 calc R . .
C15 C 0.7980(2) 0.0105(2) 0.96988(19) 0.0205(4) Uani 1 1 d . A .
H15A H 0.8974 0.0882 0.9527 0.025 Uiso 1 1 calc R . .
H15B H 0.8218 -0.0661 0.9953 0.025 Uiso 1 1 calc R . .
C16 C 0.7289(3) 0.0684(2) 1.0808(2) 0.0258(5) Uani 1 1 d . . .
H16A H 0.8033 0.1050 1.1566 0.039 Uiso 1 1 calc R A .
H16B H 0.6317 -0.0084 1.0998 0.039 Uiso 1 1 calc R . .
H16C H 0.7072 0.1459 1.0571 0.039 Uiso 1 1 calc R . .
C17 C 0.5580(2) -0.3132(2) 0.87344(19) 0.0197(4) Uani 1 1 d . . .
H17A H 0.6562 -0.2954 0.9217 0.024 Uiso 1 1 calc R A .
H17B H 0.5317 -0.3980 0.8066 0.024 Uiso 1 1 calc R . .
C18 C 0.4285(2) -0.3471(2) 0.9649(2) 0.0235(5) Uani 1 1 d . A .
H18A H 0.4179 -0.4305 1.0029 0.035 Uiso 1 1 calc R . .
H18B H 0.3300 -0.3676 0.9177 0.035 Uiso 1 1 calc R . .
H18C H 0.4547 -0.2648 1.0329 0.035 Uiso 1 1 calc R . .
C19 C 0.6312(2) -0.1647(2) 0.32738(18) 0.0162(4) Uani 1 1 d . . .
H19A H 0.5305 -0.2393 0.3004 0.019 Uiso 1 1 calc R . .
C20 C 0.8852(2) -0.0405(2) 0.34759(19) 0.0187(4) Uani 1 1 d . . .
H20A H 0.9935 -0.0106 0.3387 0.022 Uiso 1 1 calc R . .
C21 C 0.8180(2) 0.0311(2) 0.42258(19) 0.0176(4) Uani 1 1 d . . .
H21A H 0.8725 0.1211 0.4758 0.021 Uiso 1 1 calc R . .
C22 C 0.7802(3) -0.2808(2) 0.2034(2) 0.0232(5) Uani 1 1 d . . .
H22A H 0.6761 -0.3560 0.1732 0.035 Uiso 1 1 calc R . .
H22B H 0.8376 -0.3201 0.2508 0.035 Uiso 1 1 calc R . .
H22C H 0.8368 -0.2443 0.1299 0.035 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'
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
N3 Fe1 N3 180.0 . 2_656
N3 Fe1 N2 88.99(6) . .
N3 Fe1 N2 91.01(6) 2_656 .
N3 Fe1 N2 91.01(6) . 2_656
N3 Fe1 N2 88.99(6) 2_656 2_656
N2 Fe1 N2 180.00(4) . 2_656
N3 Fe1 N1 90.97(6) . .
N3 Fe1 N1 89.03(6) 2_656 .
N2 Fe1 N1 89.61(6) . .
N2 Fe1 N1 90.39(6) 2_656 .
N3 Fe1 N1 89.03(6) . 2_656
N3 Fe1 N1 90.97(6) 2_656 2_656
N2 Fe1 N1 90.39(6) . 2_656
N2 Fe1 N1 89.61(6) 2_656 2_656
N1 Fe1 N1 180.0 . 2_656
C1 N1 C4 104.84(15) . .
C1 N1 Fe1 127.07(12) . .
C4 N1 Fe1 128.04(12) . .
C9 N2 C6 105.17(15) . .
C9 N2 Fe1 127.06(12) . .
C6 N2 Fe1 127.71(13) . .
C19 N3 C21 105.91(16) . .
C19 N3 Fe1 126.54(13) . .
C21 N3 Fe1 127.49(13) . .
C19 N4 C20 107.44(16) . .
C19 N4 C22 125.80(17) . .
C20 N4 C22 126.58(17) . .
N1 C1 C10 125.22(18) . .
N1 C1 C2 111.19(16) . .
C10 C1 C2 123.59(18) . .
C3 C2 C1 106.47(16) . .
C3 C2 C11 127.15(17) . .
C1 C2 C11 126.38(17) . .
C2 C3 C4 106.60(16) . .
C2 C3 C13 126.82(17) . .
C4 C3 C13 126.56(17) . .
N1 C4 C5 124.49(18) . .
N1 C4 C3 110.89(16) . .
C5 C4 C3 124.62(18) . .
O1 C5 C6 118.7(5) . .
O1 C5 C4 116.7(5) . .
C6 C5 C4 124.57(19) . .
N2 C6 C5 125.55(17) . .
N2 C6 C7 110.52(16) . .
C5 C6 C7 123.93(17) . .
C8 C7 C6 106.73(16) . .
C8 C7 C15 127.14(17) . .
C6 C7 C15 126.09(18) . .
C7 C8 C9 106.76(16) . .
C7 C8 C17 127.14(17) . .
C9 C8 C17 126.08(18) . .
N2 C9 C10 125.71(17) . 2_656
N2 C9 C8 110.83(16) . .
C10 C9 C8 123.46(18) 2_656 .
O2 C10 C9 116.9(4) . 2_656
O2 C10 C1 118.4(4) . .
C9 C10 C1 124.47(19) 2_656 .
C2 C11 C12 113.41(17) . .
C3 C13 C14 114.33(17) . .
C7 C15 C16 113.09(17) . .
C8 C17 C18 114.24(16) . .
N3 C19 N4 110.97(17) . .
C21 C20 N4 106.30(17) . .
C20 C21 N3 109.37(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N3 1.9904(16) .
Fe1 N3 1.9904(16) 2_656
Fe1 N2 2.0017(15) .
Fe1 N2 2.0017(15) 2_656
Fe1 N1 2.0163(15) .
Fe1 N1 2.0163(15) 2_656
O1 C5 1.268(10) .
O2 C10 1.278(9) .
N1 C1 1.380(2) .
N1 C4 1.385(2) .
N2 C9 1.381(2) .
N2 C6 1.385(2) .
N3 C19 1.324(2) .
N3 C21 1.379(2) .
N4 C19 1.348(2) .
N4 C20 1.371(3) .
N4 C22 1.460(3) .
C1 C10 1.403(3) .
C1 C2 1.442(3) .
C2 C3 1.370(3) .
C2 C11 1.499(3) .
C3 C4 1.443(3) .
C3 C13 1.505(3) .
C4 C5 1.405(3) .
C5 C6 1.395(3) .
C6 C7 1.444(3) .
C7 C8 1.366(3) .
C7 C15 1.506(3) .
C8 C9 1.441(3) .
C8 C17 1.503(3) .
C9 C10 1.401(3) 2_656
C10 C9 1.401(3) 2_656
C11 C12 1.527(3) .
C13 C14 1.516(3) .
C15 C16 1.527(3) .
C17 C18 1.527(3) .
C20 C21 1.359(3) .
