#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:52:50 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179267 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/87/4318798.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_4318798
loop_
_publ_author_name
'Kathleen M. Barkigia'
'Magali Palacio'
'Yu Sun'
'Marc Nogues'
'Mark W. Renner'
'François Varret'
'Pierrette Battioni'
'Daniel Mansuy'
'Jack Fajer'
_publ_contact_author
;
 K.M. Barkigia (regarding the crystallographic data and cif)
 Materials Science Dept.
 Molecular Materials Division
 Bldg. 555
 Brookhaven National Laboratory
 Upton, NY 11973 USA
;
_publ_contact_author_email       barkigia@bnl.gov
_publ_contact_author_fax         631-344-5815
_publ_contact_author_phone       631-344-7661
_publ_section_title
;
 Air-Stable, Electron-Deficient Fe(II) Catalytic Porphyrins.
 Characterization and Molecular Structures of Rare High Spin Fe(II)
 Hexacoordinated Porphyrins
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5647
_journal_page_last               5649
_journal_paper_doi               10.1021/ic025869s
_journal_volume                  41
_journal_year                    2002
_chemical_compound_source        acetone/hexane
_chemical_formula_structural     'C44 H12 Cl8 Fe N12 O16, 2(H2 O), 2(C3 H6 O)'
_chemical_formula_sum            'C50 H28 Cl8 Fe N12 O20'
_chemical_formula_weight         1456.29
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 112.21(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.244(2)
_cell_length_b                   27.055(4)
_cell_length_c                   13.712(1)
_cell_measurement_reflns_used    36561
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.18
_cell_measurement_theta_min      2.37
_cell_volume                     5922.5(13)
_computing_cell_refinement       Denzo/Scalepack
_computing_data_collection
;
 The software provided with the MAR345 image plate detector was used to
 collect the data.
;
_computing_data_reduction        Denzo
_computing_molecular_graphics    'SHELXTL and other in-house programs'
_computing_publication_material  'CIFTAB provided with SHELXL-86'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SIR92 (Burla et al., 1994)'
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'MAR345 image plate detector'
_diffrn_measurement_method       rotation
_diffrn_radiation_monochromator  Si(111)
_diffrn_radiation_source         'X-rays from beamline X7B at the NSLS'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.93850
_diffrn_reflns_av_R_equivalents  0.069
_diffrn_reflns_av_sigmaI/netI    0.0379
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            36561
_diffrn_reflns_theta_max         31.18
_diffrn_reflns_theta_min         2.37
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.702
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thin plate'
_exptl_crystal_F_000             2936
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.025
_refine_diff_density_max         0.648
_refine_diff_density_min         -0.634
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.044
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         3168
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_restrained_S_obs      1.100
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0610
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0678P)²+88.4319P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1648
_refine_ls_wR_factor_ref         0.1553
_reflns_number_gt                2608
_reflns_number_total             3168
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic025869s_s2_3.cif
_cod_data_source_block           1(H20)2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        5922.5(12)
_cod_database_code               4318798
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 1.0000 0.23184(5) 0.2500 0.0270(4) Uani 1 d S .
Cl1 Cl 0.96963(13) 0.14147(7) 0.5610(2) 0.0405(5) Uani 1 d . .
Cl2 Cl 0.74090(13) 0.08347(7) 0.1821(2) 0.0424(6) Uani 1 d . .
Cl3 Cl 0.75175(12) 0.31524(6) -0.0282(2) 0.0376(5) Uani 1 d . .
Cl4 Cl 0.81225(14) 0.38202(7) 0.3655(2) 0.0461(6) Uani 1 d . .
O1 O 0.9679(3) 0.0248(2) 0.4032(5) 0.0370(13) Uani 1 d . .
O2 O 0.9066(4) 0.0053(2) 0.2365(5) 0.047(2) Uani 1 d . .
O3 O 0.7476(4) 0.1793(2) 0.4415(5) 0.046(2) Uani 1 d . .
O4 O 0.6521(4) 0.1750(2) 0.2812(5) 0.049(2) Uani 1 d . .
O5 O 0.6372(3) 0.2851(2) 0.1354(5) 0.0435(15) Uani 1 d . .
O6 O 0.6609(4) 0.2891(2) 0.3044(5) 0.051(2) Uani 1 d . .
O7 O 0.8662(4) 0.4349(2) 0.1010(6) 0.048(2) Uani 1 d . .
O8 O 0.9172(4) 0.4605(2) 0.2640(5) 0.054(2) Uani 1 d . .
O9 O 0.9471(3) 0.2313(2) 0.0946(4) 0.0302(13) Uani 1 d . .
O10 O 0.9662(4) 0.3186(2) 0.0152(5) 0.052(2) Uani 1 d . .
N1 N 1.0000 0.1598(3) 0.2500 0.026(2) Uani 1 d S .
N2 N 0.8923(4) 0.2319(2) 0.2643(5) 0.0263(14) Uani 1 d . .
N3 N 1.0000 0.3040(3) 0.2500 0.027(2) Uani 1 d S .
N4 N 0.9465(4) 0.0335(2) 0.3097(6) 0.032(2) Uani 1 d . .
N5 N 0.7233(4) 0.1856(2) 0.3458(6) 0.035(2) Uani 1 d . .
N6 N 0.6795(4) 0.2788(2) 0.2300(7) 0.036(2) Uani 1 d . .
N7 N 0.9084(4) 0.4299(2) 0.1955(7) 0.040(2) Uani 1 d . .
C1 C 0.9547(4) 0.1301(2) 0.2907(6) 0.026(2) Uani 1 d . .
C2 C 0.9754(4) 0.0792(2) 0.2776(6) 0.027(2) Uani 1 d . .
C3 C 0.8915(4) 0.1461(3) 0.3250(6) 0.030(2) Uani 1 d . .
C4 C 0.8595(4) 0.1940(2) 0.3049(6) 0.027(2) Uani 1 d . .
C5 C 0.7796(5) 0.2102(2) 0.3044(6) 0.031(2) Uani 1 d . .
C6 C 0.7606(5) 0.2543(3) 0.2557(6) 0.030(2) Uani 1 d . .
C7 C 0.8339(4) 0.2702(2) 0.2342(6) 0.028(2) Uani 1 d . .
C8 C 0.8490(5) 0.3173(2) 0.2035(6) 0.028(2) Uani 1 d . .
H9A H 0.9041(57) 0.2214(33) 0.0787(73) 0.052 Uiso 1 d . .
H9B H 0.9552(56) 0.2565(34) 0.0693(71) 0.052 Uiso 1 d . .
C9 C 0.9298(4) 0.3334(2) 0.2203(6) 0.027(2) Uani 1 d . .
C16 C 0.7842(5) 0.0791(2) 0.3182(6) 0.033(2) Uani 1 d . .
C10 C 0.9579(5) 0.3840(2) 0.2278(6) 0.032(2) Uani 1 d . .
C11 C 0.8528(5) 0.1099(2) 0.3756(6) 0.028(2) Uani 1 d . .
C12 C 0.8852(5) 0.1047(3) 0.4854(7) 0.036(2) Uani 1 d . .
C13 C 0.8525(5) 0.0717(3) 0.5373(7) 0.042(2) Uani 1 d . .
H13A H 0.8758(5) 0.0693(3) 0.6119(7) 0.050 Uiso 1 calc R .
C14 C 0.7858(6) 0.0424(3) 0.4788(8) 0.047(2) Uani 1 d . .
H14A H 0.7634(6) 0.0194(3) 0.5136(8) 0.057 Uiso 1 calc R .
C15 C 0.7508(5) 0.0460(3) 0.3695(8) 0.043(2) Uani 1 d . .
H15A H 0.7044(5) 0.0259(3) 0.3301(8) 0.052 Uiso 1 calc R .
C17 C 0.7778(4) 0.3536(2) 0.1632(6) 0.030(2) Uani 1 d . .
C18 C 0.7309(5) 0.3567(2) 0.0552(6) 0.032(2) Uani 1 d . .
C19 C 0.6672(5) 0.3913(3) 0.0156(7) 0.035(2) Uani 1 d . .
H19A H 0.6351(5) 0.3931(3) -0.0579(7) 0.042 Uiso 1 calc R .
C20 C 0.6513(5) 0.4229(3) 0.0842(8) 0.041(2) Uani 1 d . .
H20A H 0.6086(5) 0.4471(3) 0.0570(8) 0.050 Uiso 1 calc R .
C21 C 0.6952(5) 0.4205(3) 0.1906(7) 0.039(2) Uani 1 d . .
H21A H 0.6827(5) 0.4425(3) 0.2367(7) 0.047 Uiso 1 calc R .
C22 C 0.7579(5) 0.3856(3) 0.2303(6) 0.033(2) Uani 1 d . .
C23 C 1.0045(6) 0.3248(3) -0.0434(7) 0.049(2) Uani 1 d . .
C24 C 1.0482(7) 0.2818(3) -0.0700(9) 0.072(3) Uani 1 d . .
H24A H 1.0400(7) 0.2521(3) -0.0343(9) 0.108 Uiso 1 calc R .
H24B H 1.1082(7) 0.2890(3) -0.0468(9) 0.108 Uiso 1 calc R .
H24C H 1.0248(7) 0.2765(3) -0.1464(9) 0.108 Uiso 1 calc R .
C25 C 1.0078(6) 0.3741(4) -0.0881(8) 0.067(3) Uani 1 d . .
H25A H 0.9765(6) 0.3978(4) -0.0632(8) 0.100 Uiso 1 calc R .
H25B H 0.9829(6) 0.3723(4) -0.1652(8) 0.100 Uiso 1 calc R .
H25C H 1.0662(6) 0.3848(4) -0.0656(8) 0.100 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 0.0055 0.0030 ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl
H H 0.0000 0.0000 ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl
N N 0.0099 0.0061 ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl
O O 0.0170 0.0112 ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl
Cl Cl 0.2060 0.2759 ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl
Fe Fe 0.2720 1.3970 ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl
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 Fe N2 179.9(3) 2_755 . ?
N2 Fe N1 90.1(2) 2_755 . ?
N2 Fe N1 90.1(2) . . ?
N2 Fe N3 89.9(2) 2_755 . ?
N2 Fe N3 89.9(2) . . ?
N1 Fe N3 180.0 . . ?
N2 Fe O9 87.7(2) 2_755 . ?
N2 Fe O9 92.3(2) . . ?
N1 Fe O9 89.6(2) . . ?
N3 Fe O9 90.4(2) . . ?
N2 Fe O9 92.3(2) 2_755 2_755 ?
N2 Fe O9 87.7(2) . 2_755 ?
N1 Fe O9 89.6(2) . 2_755 ?
N3 Fe O9 90.4(2) . 2_755 ?
O9 Fe O9 179.2(3) . 2_755 ?
C1 N1 C1 108.5(7) . 2_755 ?
C1 N1 Fe 125.8(4) . . ?
C1 N1 Fe 125.8(4) 2_755 . ?
C4 N2 C7 108.1(6) . . ?
C4 N2 Fe 126.3(4) . . ?
C7 N2 Fe 125.7(5) . . ?
C9 N3 C9 109.3(8) 2_755 . ?
C9 N3 Fe 125.4(4) 2_755 . ?
C9 N3 Fe 125.4(4) . . ?
O1 N4 O2 126.1(6) . . ?
O1 N4 C2 118.6(6) . . ?
O2 N4 C2 115.1(7) . . ?
O3 N5 O4 124.9(6) . . ?
O3 N5 C5 118.1(7) . . ?
O4 N5 C5 116.8(7) . . ?
O6 N6 O5 127.7(7) . . ?
O6 N6 C6 115.7(7) . . ?
O5 N6 C6 116.5(7) . . ?
O8 N7 O7 126.2(7) . . ?
O8 N7 C10 116.8(8) . . ?
O7 N7 C10 116.8(7) . . ?
N1 C1 C3 125.7(6) . . ?
N1 C1 C2 107.5(6) . . ?
C3 C1 C2 126.2(6) . . ?
C2 C2 C1 108.0(4) 2_755 . ?
C2 C2 N4 122.2(4) 2_755 . ?
C1 C2 N4 129.7(6) . . ?
C4 C3 C1 121.2(7) . . ?
C4 C3 C11 119.1(6) . . ?
C1 C3 C11 119.4(6) . . ?
N2 C4 C3 125.2(6) . . ?
N2 C4 C5 107.9(6) . . ?
C3 C4 C5 126.1(6) . . ?
C6 C5 C4 108.9(6) . . ?
C6 C5 N5 121.7(6) . . ?
C4 C5 N5 129.4(6) . . ?
C5 C6 N6 123.4(7) . . ?
C5 C6 C7 107.0(6) . . ?
N6 C6 C7 129.6(6) . . ?
N2 C7 C8 124.8(6) . . ?
N2 C7 C6 107.7(6) . . ?
C8 C7 C6 126.9(6) . . ?
C9 C8 C7 121.6(7) . . ?
C9 C8 C17 118.9(6) . . ?
C7 C8 C17 119.1(6) . . ?
N3 C9 C8 125.6(6) . . ?
N3 C9 C10 107.1(6) . . ?
C8 C9 C10 126.6(6) . . ?
C15 C16 C11 121.1(8) . . ?
C15 C16 Cl2 119.8(7) . . ?
C11 C16 Cl2 119.1(6) . . ?
C10 C10 C9 107.9(4) 2_755 . ?
C10 C10 N7 122.5(4) 2_755 . ?
C9 C10 N7 129.6(6) . . ?
C12 C11 C16 116.6(6) . . ?
C12 C11 C3 119.9(7) . . ?
C16 C11 C3 123.6(7) . . ?
C13 C12 C11 122.8(7) . . ?
C13 C12 Cl1 118.1(7) . . ?
C11 C12 Cl1 119.1(6) . . ?
C14 C13 C12 118.9(8) . . ?
C13 C14 C15 120.9(8) . . ?
C16 C15 C14 119.8(8) . . ?
C18 C17 C22 118.2(7) . . ?
C18 C17 C8 119.6(7) . . ?
C22 C17 C8 122.2(7) . . ?
C19 C18 C17 120.8(7) . . ?
C19 C18 Cl3 120.6(6) . . ?
C17 C18 Cl3 118.6(5) . . ?
C20 C19 C18 119.0(8) . . ?
C21 C20 C19 121.8(7) . . ?
C20 C21 C22 119.2(8) . . ?
C21 C22 C17 121.0(8) . . ?
C21 C22 Cl4 119.0(6) . . ?
C17 C22 Cl4 120.0(6) . . ?
O10 C23 C25 120.6(9) . . ?
O10 C23 C24 119.7(8) . . ?
C25 C23 C24 119.7(9) . . ?
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 N2 1.940(6) 2_755 ?
Fe N2 1.940(6) . ?
Fe N1 1.948(8) . ?
Fe N3 1.952(8) . ?
Fe O9 1.976(6) . ?
Fe O9 1.976(6) 2_755 ?
Cl1 C12 1.744(8) . ?
Cl2 C16 1.732(8) . ?
Cl3 C18 1.734(8) . ?
Cl4 C22 1.735(8) . ?
O1 N4 1.215(8) . ?
O2 N4 1.241(8) . ?
O3 N5 1.229(8) . ?
O4 N5 1.247(8) . ?
O5 N6 1.236(8) . ?
O6 N6 1.212(8) . ?
O7 N7 1.230(9) . ?
O8 N7 1.217(9) . ?
O10 C23 1.229(10) . ?
N1 C1 1.378(8) . ?
N1 C1 1.378(8) 2_755 ?
N2 C4 1.387(9) . ?
N2 C7 1.394(9) . ?
N3 C9 1.376(8) 2_755 ?
N3 C9 1.376(8) . ?
N4 C2 1.463(9) . ?
N5 C5 1.457(9) . ?
N6 C6 1.465(9) . ?
N7 C10 1.477(9) . ?
C1 C3 1.408(10) . ?
C1 C2 1.449(9) . ?
C2 C2 1.335(14) 2_755 ?
C3 C4 1.394(9) . ?
C3 C11 1.494(10) . ?
C4 C5 1.443(10) . ?
C5 C6 1.348(10) . ?
C6 C7 1.466(10) . ?
C7 C8 1.399(10) . ?
C8 C9 1.392(10) . ?
C8 C17 1.504(10) . ?
C9 C10 1.443(10) . ?
C16 C15 1.390(10) . ?
C16 C11 1.419(11) . ?
C10 C10 1.347(14) 2_755 ?
C11 C12 1.401(11) . ?
C12 C13 1.388(11) . ?
C13 C14 1.377(12) . ?
C14 C15 1.392(12) . ?
C17 C18 1.396(11) . ?
C17 C22 1.398(10) . ?
C18 C19 1.387(10) . ?
C19 C20 1.374(11) . ?
C20 C21 1.368(12) . ?
C21 C22 1.382(10) . ?
C23 C25 1.478(12) . ?
C23 C24 1.503(13) . ?
