#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:52:50 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179267 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/87/4318797.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_4318797
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, propanol'
_chemical_formula_structural
;
 C44 H12 Cl8 Fe N12 O16, 2(C3 H8 O), 2(C3 H6 O)
;
_chemical_formula_sum            'C56 H40 Cl8 Fe N12 O20'
_chemical_formula_weight         1540.45
_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
_cell_angle_alpha                105.36(1)
_cell_angle_beta                 91.51(1)
_cell_angle_gamma                104.58(1)
_cell_formula_units_Z            1
_cell_length_a                   11.346(1)
_cell_length_b                   11.655(1)
_cell_length_c                   12.766(1)
_cell_measurement_reflns_used    27261
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.49
_cell_measurement_theta_min      2.2
_cell_volume                     1567.6(3)
_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 Version 5.0 (Sheldrick, 1995) and other in-house programs.
;
_computing_publication_material  'CIFTAB provided with SHELXS-86'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_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     0.90350
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            36733
_diffrn_reflns_theta_max         31.50
_diffrn_reflns_theta_min         2.11
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.668
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark green-blue'
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thin plate'
_exptl_crystal_F_000             782
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.025
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.126
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         3822
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.228
_refine_ls_restrained_S_obs      1.137
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0290
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0336P)²+1.8234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0861
_refine_ls_wR_factor_ref         0.0784
_reflns_number_gt                3717
_reflns_number_total             3826
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic025869s_s2_2.cif
_cod_data_source_block           1(PrOH)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        1567.6(2)
_cod_database_code               4318797
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Fe Fe 1.0000 0.5000 1.0000 0.00964(14) Uani 1 d S .
Cl1 Cl 1.41534(7) 0.41643(6) 0.85682(5) 0.0262(2) Uani 1 d . .
Cl2 Cl 1.26383(7) 0.75458(6) 0.70997(5) 0.0261(2) Uani 1 d . .
Cl3 Cl 1.18632(7) 0.99077(5) 1.18801(5) 0.0261(2) Uani 1 d . .
Cl4 Cl 1.26516(7) 0.68298(5) 1.41820(5) 0.0213(2) Uani 1 d . .
N1 N 1.0297(2) 0.4310(2) 0.83741(14) 0.0105(5) Uani 1 d . .
N2 N 1.1698(2) 0.6316(2) 1.02408(14) 0.0113(5) Uani 1 d . .
N3 N 0.9864(2) 0.1868(2) 0.5734(2) 0.0206(5) Uani 1 d . .
N4 N 1.2029(2) 0.3869(2) 0.5934(2) 0.0203(5) Uani 1 d . .
N5 N 1.4827(2) 0.7737(2) 0.9634(2) 0.0166(5) Uani 1 d . .
N6 N 1.4475(2) 0.8476(2) 1.1938(2) 0.0174(5) Uani 1 d . .
O1 O 0.9723(2) 0.0871(2) 0.5918(2) 0.0302(5) Uani 1 d . .
O2 O 0.9823(2) 0.2056(2) 0.48394(15) 0.0372(6) Uani 1 d . .
O3 O 1.2608(2) 0.3094(2) 0.5750(2) 0.0327(5) Uani 1 d . .
O4 O 1.2020(2) 0.4606(2) 0.54099(14) 0.0313(5) Uani 1 d . .
O5 O 1.4863(2) 0.8470(2) 0.90977(15) 0.0287(5) Uani 1 d . .
O6 O 1.5693(2) 0.7386(2) 0.9882(2) 0.0325(5) Uani 1 d . .
O7 O 1.5045(2) 0.9443(2) 1.1782(2) 0.0333(5) Uani 1 d . .
O8 O 1.4701(2) 0.8084(2) 1.27040(13) 0.0223(4) Uani 1 d . .
C1 C 0.9547(2) 0.3253(2) 0.7664(2) 0.0117(6) Uani 1 d . .
C2 C 1.0175(2) 0.2965(2) 0.6686(2) 0.0132(6) Uani 1 d . .
C3 C 1.1223(2) 0.3859(2) 0.6812(2) 0.0130(6) Uani 1 d . .
C4 C 1.1336(2) 0.4700(2) 0.7901(2) 0.0116(6) Uani 1 d . .
C5 C 1.2386(2) 0.5658(2) 0.8398(2) 0.0119(6) Uani 1 d . .
C6 C 1.2545(2) 0.6390(2) 0.9493(2) 0.0110(5) Uani 1 d . .
C7 C 1.3666(2) 0.7285(2) 1.0047(2) 0.0117(6) Uani 1 d . .
C8 C 1.3475(2) 0.7686(2) 1.1114(2) 0.0135(6) Uani 1 d . .
C9 C 1.2231(2) 0.7102(2) 1.1235(2) 0.0117(6) Uani 1 d . .
C10 C 1.1624(2) 0.7375(2) 1.2191(2) 0.0118(6) Uani 1 d . .
C11 C 1.3451(2) 0.5822(2) 0.7738(2) 0.0134(6) Uani 1 d . .
C12 C 1.4291(3) 0.5124(2) 0.7719(2) 0.0177(6) Uani 1 d . .
C13 C 1.5227(3) 0.5175(2) 0.7047(2) 0.0250(7) Uani 1 d . .
H13A H 1.5775(3) 0.4676(2) 0.7035(2) 0.030 Uiso 1 calc R .
C14 C 1.5356(3) 0.5968(3) 0.6387(2) 0.0263(7) Uani 1 d . .
H14A H 1.5988(3) 0.6001(3) 0.5913(2) 0.032 Uiso 1 calc R .
C15 C 1.4573(3) 0.6708(3) 0.6415(2) 0.0238(7) Uani 1 d . .
H15A H 1.4677(3) 0.7263(3) 0.5977(2) 0.029 Uiso 1 calc R .
C16 C 1.3639(3) 0.6636(2) 0.7085(2) 0.0174(6) Uani 1 d . .
C17 C 1.2306(2) 0.8458(2) 1.3109(2) 0.0119(5) Uani 1 d . .
C18 C 1.2458(2) 0.9663(2) 1.3048(2) 0.0157(6) Uani 1 d . .
C19 C 1.3023(3) 1.0680(2) 1.3908(2) 0.0204(6) Uani 1 d . .
H19A H 1.3099(3) 1.1491(2) 1.3851(2) 0.025 Uiso 1 calc R .
C20 C 1.3477(3) 1.0503(2) 1.4851(2) 0.0210(6) Uani 1 d . .
H20A H 1.3869(3) 1.1198(2) 1.5444(2) 0.025 Uiso 1 calc R .
C21 C 1.3367(3) 0.9321(2) 1.4941(2) 0.0189(6) Uani 1 d . .
H21A H 1.3685(3) 0.9202(2) 1.5589(2) 0.023 Uiso 1 calc R .
C22 C 1.2785(2) 0.8317(2) 1.4073(2) 0.0145(6) Uani 1 d . .
O9 O 0.9109(2) 0.62756(15) 0.96001(13) 0.0172(4) Uani 1 d . .
H9A H 0.9199(2) 0.69830(15) 1.00291(13) 0.021 Uiso 1 calc R .
C23 C 0.8141(3) 0.6037(2) 0.8755(2) 0.0252(7) Uani 1 d . .
H23A H 0.7368(3) 0.6065(2) 0.9091(2) 0.030 Uiso 1 calc R .
H23B H 0.8026(3) 0.5195(2) 0.8261(2) 0.030 Uiso 1 calc R .
C24 C 0.8398(3) 0.6947(3) 0.8102(3) 0.0383(9) Uani 1 d . .
H24A H 0.8561(3) 0.7791(3) 0.8602(3) 0.046 Uiso 1 calc R .
H24B H 0.7664(3) 0.6805(3) 0.7599(3) 0.046 Uiso 1 calc R .
C25 C 0.9468(4) 0.6860(4) 0.7452(3) 0.0608(12) Uani 1 d . .
H25A H 0.9597(4) 0.7474(4) 0.7040(3) 0.091 Uiso 1 calc R .
H25B H 0.9305(4) 0.6031(4) 0.6943(3) 0.091 Uiso 1 calc R .
H25C H 1.0203(4) 0.7018(4) 0.7946(3) 0.091 Uiso 1 calc R .
O10 O 0.8663(2) 0.7933(2) 1.1366(2) 0.0313(5) Uani 1 d . .
C26 C 0.8389(3) 0.8911(2) 1.1625(2) 0.0249(7) Uani 1 d . .
C27 C 0.7963(3) 0.9361(3) 1.2710(2) 0.0313(7) Uani 1 d . .
H27A H 0.7950(3) 0.8764(3) 1.3127(2) 0.047 Uiso 1 calc R .
H27B H 0.7137(3) 0.9457(3) 1.2612(2) 0.047 Uiso 1 calc R .
H27C H 0.8521(3) 1.0160(3) 1.3107(2) 0.047 Uiso 1 calc R .
C28 C 0.8467(4) 0.9711(3) 1.0872(3) 0.0460(9) Uani 1 d . .
H28A H 0.8757(4) 0.9321(3) 1.0187(3) 0.069 Uiso 1 calc R .
H28B H 0.9039(4) 1.0520(3) 1.1216(3) 0.069 Uiso 1 calc R .
H28C H 0.7655(4) 0.9817(3) 1.0721(3) 0.069 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 0.0048 0.0027 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 0.0088 0.0056 ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl
O O 0.0153 0.0102 ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl
Cl Cl 0.1935 0.2534 ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl
Fe Fe 0.2892 1.2947 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
N1 Fe N1 180.0 2_767 . ?
N1 Fe N2 89.35(8) 2_767 2_767 ?
N1 Fe N2 90.65(8) . 2_767 ?
N1 Fe N2 90.65(8) 2_767 . ?
N1 Fe N2 89.35(8) . . ?
N2 Fe N2 180.0 2_767 . ?
N1 Fe O9 91.92(7) 2_767 2_767 ?
N1 Fe O9 88.08(7) . 2_767 ?
N2 Fe O9 90.46(7) 2_767 2_767 ?
N2 Fe O9 89.54(7) . 2_767 ?
C4 N1 C1 109.3(2) . . ?
C4 N1 Fe 125.91(15) . . ?
C1 N1 Fe 124.0(2) . . ?
C9 N2 C6 108.6(2) . . ?
C9 N2 Fe 124.4(2) . . ?
C6 N2 Fe 126.11(14) . . ?
O1 N3 O2 126.8(2) . . ?
O1 N3 C2 116.6(2) . . ?
O2 N3 C2 116.5(2) . . ?
O4 N4 O3 125.4(2) . . ?
O4 N4 C3 117.4(2) . . ?
O3 N4 C3 117.1(2) . . ?
O6 N5 O5 125.4(2) . . ?
O6 N5 C7 117.4(2) . . ?
O5 N5 C7 117.2(2) . . ?
O7 N6 O8 125.6(2) . . ?
O7 N6 C8 117.1(2) . . ?
O8 N6 C8 117.2(2) . . ?
N1 C1 C10 126.9(2) . 2_767 ?
N1 C1 C2 107.1(2) . . ?
C10 C1 C2 125.9(2) 2_767 . ?
C3 C2 C1 108.0(2) . . ?
C3 C2 N3 121.8(2) . . ?
C1 C2 N3 129.9(2) . . ?
C2 C3 C4 107.9(2) . . ?
C2 C3 N4 121.1(2) . . ?
C4 C3 N4 131.0(2) . . ?
N1 C4 C5 127.1(2) . . ?
N1 C4 C3 107.6(2) . . ?
C5 C4 C3 125.1(2) . . ?
C4 C5 C6 125.1(2) . . ?
C4 C5 C11 116.7(2) . . ?
C6 C5 C11 117.9(2) . . ?
N2 C6 C5 126.2(2) . . ?
N2 C6 C7 108.1(2) . . ?
C5 C6 C7 125.6(2) . . ?
C8 C7 C6 107.0(2) . . ?
C8 C7 N5 122.2(2) . . ?
C6 C7 N5 130.7(2) . . ?
C7 C8 C9 108.0(2) . . ?
C7 C8 N6 121.5(2) . . ?
C9 C8 N6 130.2(2) . . ?
N2 C9 C10 125.7(2) . . ?
N2 C9 C8 108.2(2) . . ?
C10 C9 C8 125.9(2) . . ?
C1 C10 C9 125.9(2) 2_767 . ?
C1 C10 C17 117.6(2) 2_767 . ?
C9 C10 C17 116.4(2) . . ?
C12 C11 C16 116.8(3) . . ?
C12 C11 C5 120.5(2) . . ?
C16 C11 C5 122.6(2) . . ?
C13 C12 C11 122.0(2) . . ?
C13 C12 Cl1 119.1(2) . . ?
C11 C12 Cl1 118.9(2) . . ?
C12 C13 C14 119.1(3) . . ?
C15 C14 C13 120.5(3) . . ?
C16 C15 C14 119.5(3) . . ?
C15 C16 C11 121.9(2) . . ?
C15 C16 Cl2 119.4(2) . . ?
C11 C16 Cl2 118.6(2) . . ?
C18 C17 C22 116.9(2) . . ?
C18 C17 C10 120.9(2) . . ?
C22 C17 C10 122.1(2) . . ?
C19 C18 C17 122.1(2) . . ?
C19 C18 Cl3 118.4(2) . . ?
C17 C18 Cl3 119.4(2) . . ?
C20 C19 C18 119.2(2) . . ?
C19 C20 C21 120.7(2) . . ?
C22 C21 C20 119.0(2) . . ?
C21 C22 C17 122.0(2) . . ?
C21 C22 Cl4 119.1(2) . . ?
C17 C22 Cl4 118.9(2) . . ?
O9 C23 C24 112.5(2) . . ?
C23 C24 C25 112.8(3) . . ?
O10 C26 C27 121.1(3) . . ?
O10 C26 C28 121.9(3) . . ?
C27 C26 C28 116.9(2) . . ?
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 2.088(2) 2_767 ?
Fe N1 2.088(2) . ?
Fe N2 2.095(2) 2_767 ?
Fe N2 2.095(2) . ?
Fe O9 2.151(2) 2_767 ?
Cl1 C12 1.736(2) . ?
Cl2 C16 1.735(3) . ?
Cl3 C18 1.741(2) . ?
Cl4 C22 1.744(2) . ?
N1 C4 1.369(3) . ?
N1 C1 1.380(3) . ?
N2 C9 1.372(3) . ?
N2 C6 1.375(3) . ?
N3 O1 1.219(3) . ?
N3 O2 1.220(3) . ?
N3 C2 1.471(3) . ?
N4 O4 1.222(3) . ?
N4 O3 1.223(3) . ?
N4 C3 1.466(3) . ?
N5 O6 1.219(3) . ?
N5 O5 1.222(3) . ?
N5 C7 1.459(4) . ?
N6 O7 1.220(3) . ?
N6 O8 1.229(3) . ?
N6 C8 1.463(3) . ?
C1 C10 1.390(4) 2_767 ?
C1 C2 1.456(4) . ?
C2 C3 1.343(4) . ?
C3 C4 1.455(3) . ?
C4 C5 1.409(4) . ?
C5 C6 1.412(3) . ?
C5 C11 1.492(4) . ?
C6 C7 1.449(3) . ?
C7 C8 1.360(3) . ?
C8 C9 1.437(4) . ?
C9 C10 1.418(4) . ?
C10 C1 1.390(4) 2_767 ?
C10 C17 1.498(3) . ?
C11 C12 1.397(4) . ?
C11 C16 1.403(3) . ?
C12 C13 1.383(4) . ?
C13 C14 1.391(4) . ?
C14 C15 1.380(4) . ?
C15 C16 1.379(4) . ?
C17 C18 1.395(3) . ?
C17 C22 1.398(3) . ?
C18 C19 1.383(3) . ?
C19 C20 1.383(4) . ?
C20 C21 1.387(4) . ?
C21 C22 1.386(3) . ?
O9 C23 1.440(3) . ?
C23 C24 1.493(4) . ?
C24 C25 1.498(6) . ?
O10 C26 1.221(3) . ?
C26 C27 1.486(4) . ?
C26 C28 1.496(4) . ?
