#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/38/2013828.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2013828
loop_
_publ_author_name
'Oh, Yunghee'
'Shin, Byoung-Chul'
'Swenson, Dale'
'Goff, Harold M.'
'Kang, Sung Kwon'
_publ_section_title
;
 [5,10,15,20-Tetrakis(pentafluorophenyl)porphyrinato]iron(II) benzene
 disolvate
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m57
_journal_page_last               m59
_journal_paper_doi               10.1107/S0108270103028051
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Fe (C44 H8 F20 N4)], 2C6 H6'
_chemical_formula_moiety         'C44 H8 F20 Fe N4, 2C6 H6'
_chemical_formula_sum            'C56 H20 F20 Fe N4'
_chemical_formula_weight         1184.61
_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'
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 123.85(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   34.136(7)
_cell_length_b                   6.4633(13)
_cell_length_c                   26.356(5)
_cell_measurement_reflns_used    10744
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.9
_cell_volume                     4829(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Hooft, 1998)'
_computing_data_reduction        'HKL Denzo (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius KappaCCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            19916
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    0.435
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark purple'
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2360
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.414
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         5520
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0586P)²+3.8531P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1087
_reflns_number_gt                4550
_reflns_number_total             5520
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ob1150.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2013828
_cod_database_fobs_code          2013828
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Fe 0 0 0 0.02420(10) Uani d S 1 . . Fe
N1 0.01937(4) -0.01995(19) 0.08670(6) 0.0273(3) Uani d . 1 . . N
C2 -0.00877(6) 0.0045(3) 0.10843(7) 0.0345(4) Uani d . 1 . . C
C3 0.01782(7) -0.0311(4) 0.17309(8) 0.0482(5) Uani d . 1 . . C
H3 0.0063 -0.0252 0.1986 0.058 Uiso calc R 1 . . H
C4 0.06238(6) -0.0747(4) 0.19074(7) 0.0449(4) Uani d . 1 . . C
H4 0.0882 -0.1047 0.2311 0.054 Uiso calc R 1 . . H
C5 0.06331(5) -0.0670(3) 0.13704(7) 0.0308(3) Uani d . 1 . . C
C6 0.10333(5) -0.1020(3) 0.13659(7) 0.0304(3) Uani d . 1 . . C
C7 0.10385(5) -0.1042(3) 0.08445(7) 0.0319(3) Uani d . 1 . . C
C8 0.14466(6) -0.1519(4) 0.08387(8) 0.0474(5) Uani d . 1 . . C
H8 0.1753 -0.184 0.1183 0.057 Uiso calc R 1 . . H
C9 0.13142(6) -0.1427(4) 0.02539(8) 0.0502(5) Uani d . 1 . . C
H9 0.1508 -0.1682 0.0106 0.06 Uiso calc R 1 . . H
C10 0.08243(6) -0.0868(3) -0.01037(7) 0.0358(4) Uani d . 1 . . C
N11 0.06568(4) -0.0650(2) 0.02619(6) 0.0282(3) Uani d . 1 . . N
C12 0.05614(6) -0.0580(3) -0.07317(7) 0.0381(4) Uani d . 1 . . C
C21 0.08086(6) -0.0885(4) -0.10514(8) 0.0502(5) Uani d . 1 . . C
C22 0.07466(9) -0.2636(5) -0.13798(10) 0.0678(7) Uani d . 1 . . C
C23 0.09796(12) -0.2958(6) -0.16696(12) 0.0916(11) Uani d . 1 . . C
C24 0.12791(12) -0.1474(7) -0.16325(14) 0.0986(13) Uani d . 1 . . C
C25 0.13455(9) 0.0272(6) -0.13180(14) 0.0894(12) Uani d . 1 . . C
C26 0.11133(8) 0.0567(5) -0.10243(11) 0.0655(7) Uani d . 1 . . C
F22 0.04554(7) -0.4116(3) -0.14257(8) 0.0922(4) Uani d . 1 . . F
F23 0.09057(10) -0.4717(4) -0.19833(11) 0.1415(10) Uani d . 1 . . F
F24 0.15011(7) -0.1739(4) -0.19120(9) 0.1448(11) Uani d . 1 . . F
F25 0.16372(7) 0.1740(4) -0.12862(11) 0.1327(9) Uani d . 1 . . F
F26 0.11927(6) 0.2322(3) -0.07151(8) 0.0875(5) Uani d . 1 . . F
C31 0.14881(5) -0.1391(3) 0.19671(7) 0.0359(4) Uani d . 1 . . C
C32 0.15776(6) -0.3213(3) 0.22896(8) 0.0469(5) Uani d . 1 . . C
C33 0.19938(8) -0.3522(4) 0.28566(9) 0.0579(6) Uani d . 1 . . C
C34 0.23273(6) -0.1998(4) 0.31075(8) 0.0576(6) Uani d . 1 . . C
C35 0.22535(6) -0.0197(4) 0.27981(9) 0.0535(6) Uani d . 1 . . C
C36 0.18352(6) 0.0095(3) 0.22328(8) 0.0434(4) Uani d . 1 . . C
F32 0.12562(5) -0.4726(2) 0.20595(6) 0.0664(4) Uani d . 1 . . F
F33 0.20673(6) -0.5296(3) 0.31549(7) 0.0938(6) Uani d . 1 . . F
F34 0.27256(4) -0.2280(3) 0.36585(5) 0.0855(5) Uani d . 1 . . F
F35 0.25807(5) 0.1296(3) 0.30396(6) 0.0846(5) Uani d . 1 . . F
F36 0.17744(4) 0.1900(2) 0.19484(6) 0.0620(3) Uani d . 1 . . F
C101 0.01181(16) 0.4841(4) 0.05893(17) 0.0962(12) Uani d . 1 . . C
H101 0.02 0.4743 0.0997 0.115 Uiso calc R 1 . . H
C102 0.04348(14) 0.4297(4) 0.04580(16) 0.0960(12) Uani d . 1 . . C
H102 0.0736 0.3797 0.0774 0.115 Uiso calc R 1 . . H
C103 0.03248(14) 0.4460(4) -0.01328(19) 0.0989(11) Uani d . 1 . . C
H103 0.055 0.4099 -0.0222 0.119 Uiso calc R 1 . . H
C111 0.26264(14) 0.9060(7) 0.04029(15) 0.1082(12) Uani d D 1 . . C
H111 0.2717 1.0167 0.0684 0.13 Uiso calc R 1 . . H
C112 0.24522(10) 0.7307(7) 0.04821(13) 0.0905(10) Uani d D 1 . . C
H112 0.242 0.718 0.0816 0.109 Uiso calc R 1 . . H
C113 0.23244(13) 0.5729(7) 0.00806(16) 0.1036(10) Uani d D 1 . . C
H113 0.2202 0.4485 0.0131 0.124 Uiso calc R 1 . . H
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 0 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N11 Fe N11 5 . 180.00(10) no
N11 Fe N1 5 5 89.92(6) no
N11 Fe N1 . 5 90.08(6) no
N11 Fe N1 5 . 90.08(6) no
N11 Fe N1 . . 89.92(6) y
N1 Fe N1 5 . 180.00(10) no
N11 Fe C102 5 . 98.65(9) ?
N11 Fe C102 . . 81.35(9) ?
N1 Fe C102 5 . 99.86(9) ?
N1 Fe C102 . . 80.14(9) ?
N11 Fe C103 5 . 99.51(8) ?
N11 Fe C103 . . 80.49(8) ?
N1 Fe C103 5 . 74.27(8) ?
N1 Fe C103 . . 105.73(8) ?
C102 Fe C103 . . 25.61(10) ?
N11 Fe C101 5 . 77.82(9) ?
N11 Fe C101 . . 102.18(9) ?
N1 Fe C101 5 . 109.94(7) ?
N1 Fe C101 . . 70.06(7) ?
C102 Fe C101 . . 23.29(10) ?
C103 Fe C101 . . 42.17(11) ?
C5 N1 C2 . . 105.30(12) y
C5 N1 Fe . . 127.35(11) ?
C2 N1 Fe . . 127.32(10) ?
N1 C2 C12 . 5 125.04(14) y
N1 C2 C3 . . 110.47(14) y
C12 C2 C3 5 . 124.49(16) ?
C4 C3 C2 . . 106.80(15) y
C4 C3 H3 . . 126.6 ?
C2 C3 H3 . . 126.6 ?
C3 C4 C5 . . 107.03(15) y
C3 C4 H4 . . 126.5 ?
C5 C4 H4 . . 126.5 ?
N1 C5 C6 . . 125.25(14) y
N1 C5 C4 . . 110.38(14) ?
C6 C5 C4 . . 124.37(15) ?
C7 C6 C5 . . 124.45(14) y
C7 C6 C31 . . 118.06(14) ?
C5 C6 C31 . . 117.49(13) ?
N11 C7 C6 . . 125.37(14) y
N11 C7 C8 . . 110.43(14) y
C6 C7 C8 . . 124.19(14) ?
C9 C8 C7 . . 107.10(15) y
C9 C8 H8 . . 126.4 ?
C7 C8 H8 . . 126.4 ?
C8 C9 C10 . . 106.79(16) y
C8 C9 H9 . . 126.6 ?
C10 C9 H9 . . 126.6 ?
N11 C10 C12 . . 125.28(14) y
N11 C10 C9 . . 110.66(14) y
C12 C10 C9 . . 124.06(16) ?
C10 N11 C7 . . 105.01(12) ?
C10 N11 Fe . . 127.37(10) ?
C7 N11 Fe . . 127.59(10) ?
C2 C12 C10 5 . 124.81(16) ?
C2 C12 C21 5 . 117.82(15) ?
C10 C12 C21 . . 117.37(15) ?
C22 C21 C26 . . 116.4(2) ?
C22 C21 C12 . . 121.8(2) ?
C26 C21 C12 . . 121.8(2) ?
F22 C22 C21 . . 119.69(19) ?
F22 C22 C23 . . 117.9(3) ?
C21 C22 C23 . . 122.4(3) ?
F23 C23 C24 . . 121.0(3) ?
F23 C23 C22 . . 119.7(4) ?
C24 C23 C22 . . 119.3(3) ?
F24 C24 C25 . . 119.9(4) ?
F24 C24 C23 . . 120.3(4) ?
C25 C24 C23 . . 119.8(2) ?
C24 C25 F25 . . 119.8(3) ?
C24 C25 C26 . . 120.3(3) ?
F25 C25 C26 . . 119.9(4) ?
F26 C26 C21 . . 120.2(2) ?
F26 C26 C25 . . 118.1(3) ?
C21 C26 C25 . . 121.7(3) ?
C36 C31 C32 . . 116.67(16) ?
C36 C31 C6 . . 121.24(16) ?
C32 C31 C6 . . 122.08(16) ?
F32 C32 C31 . . 119.97(16) ?
F32 C32 C33 . . 118.18(19) ?
C31 C32 C33 . . 121.8(2) ?
F33 C33 C34 . . 120.18(19) ?
F33 C33 C32 . . 120.2(2) ?
C34 C33 C32 . . 119.7(2) ?
F34 C34 C35 . . 120.2(2) ?
F34 C34 C33 . . 119.8(2) ?
C35 C34 C33 . . 120.02(17) ?
F35 C35 C34 . . 120.30(18) ?
F35 C35 C36 . . 120.0(2) ?
C34 C35 C36 . . 119.74(19) ?
F36 C36 C31 . . 120.16(16) ?
F36 C36 C35 . . 117.78(18) ?
C31 C36 C35 . . 122.06(19) ?
C102 C101 C103 . 5_565 120.3(4) ?
C102 C101 Fe . . 63.51(16) ?
C103 C101 Fe 5_565 . 96.22(19) ?
C102 C101 H101 . . 119.8 ?
C103 C101 H101 5_565 . 119.8 ?
Fe C101 H101 . . 109.8 ?
C101 C102 C103 . . 120.8(4) ?
C101 C102 Fe . . 93.2(2) ?
C103 C102 Fe . . 81.83(17) ?
C101 C102 H102 . . 119.6 ?
C103 C102 H102 . . 119.6 ?
Fe C102 H102 . . 95 ?
C101 C103 C102 5_565 . 118.9(4) ?
C101 C103 Fe 5_565 . 96.5(2) ?
C102 C103 Fe . . 72.56(17) ?
C101 C103 H103 5_565 . 120.6 ?
C102 C103 H103 . . 120.6 ?
Fe C103 H103 . . 100.6 ?
C112 C111 C113 . 7_565 121.1(3) ?
C112 C111 H111 . . 119.5 ?
C113 C111 H111 7_565 . 119.5 ?
C111 C112 C113 . . 119.3(3) ?
C111 C112 H112 . . 120.4 ?
C113 C112 H112 . . 120.4 ?
C112 C113 C111 . 7_565 119.6(4) ?
C112 C113 H113 . . 120.2 ?
C111 C113 H113 7_565 . 120.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe N11 5 1.9891(13) ?
Fe N11 . 1.9891(13) y
Fe N1 5 1.9982(13) ?
Fe N1 . 1.9982(13) y
Fe C102 . 3.062(3) y
Fe C103 . 3.177(3) y
Fe C101 . 3.416(3) y
N1 C5 . 1.373(2) y
N1 C2 . 1.374(2) y
C2 C12 5 1.387(2) ?
C2 C3 . 1.435(2) y
C3 C4 . 1.349(3) y
C3 H3 . 0.95 ?
C4 C5 . 1.434(2) y
C4 H4 . 0.95 ?
C5 C6 . 1.391(2) y
C6 C7 . 1.384(2) y
C6 C31 . 1.496(2) y
C7 N11 . 1.375(2) y
C7 C8 . 1.435(2) y
C8 C9 . 1.344(3) y
C8 H8 . 0.95 ?
C9 C10 . 1.435(2) y
C9 H9 . 0.95 ?
C10 N11 . 1.374(2) y
C10 C12 . 1.387(2) y
C12 C2 5 1.387(2) yes
C12 C21 . 1.501(2) ?
C21 C22 . 1.368(4) ?
C21 C26 . 1.373(4) ?
C22 F22 . 1.336(3) ?
C22 C23 . 1.392(3) ?
C23 F23 . 1.345(4) ?
C23 C24 . 1.365(5) ?
C24 F24 . 1.330(3) ?
C24 C25 . 1.343(5) ?
C25 F25 . 1.343(4) ?
C25 C26 . 1.396(3) ?
C26 F26 . 1.333(3) ?
C31 C36 . 1.376(3) ?
C31 C32 . 1.383(3) ?
C32 F32 . 1.337(2) ?
C32 C33 . 1.388(3) ?
C33 F33 . 1.332(3) ?
C33 C34 . 1.365(4) ?
C34 F34 . 1.338(2) ?
C34 C35 . 1.362(3) ?
C35 F35 . 1.339(3) ?
C35 C36 . 1.387(3) ?
C36 F36 . 1.339(2) ?
C101 C102 . 1.353(6) ?
C101 C103 5_565 1.382(5) ?
C101 H101 . 0.95 ?
C102 C103 . 1.388(5) ?
C102 H102 . 0.95 ?
C103 C101 5_565 1.382(5) ?
C103 H103 . 0.95 ?
C111 C112 . 1.348(5) ?
C111 C113 7_565 1.382(5) ?
C111 H111 . 0.95 ?
C112 C113 . 1.355(5) ?
C112 H112 . 0.95 ?
C113 C111 7_565 1.382(5) ?
C113 H113 . 0.95 ?
