#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/85/4318586.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_4318586
loop_
_publ_author_name
'Hyungphil Chun'
'Eckhard Bill'
'Eberhard Bothe'
'Thomas Weyhermüller'
'Karl Wieghardt'
_publ_contact_author_address
;     Max-Planck-Institute of Radiation Chemistry
        Stiftstrasse 34-36
        D-45470 Muelheim an der Ruhr
        Germany
;
_publ_contact_author_email       wieghardt@mpi-muelheim.mpg.de
_publ_contact_author_fax         49-208-306-3952
_publ_contact_author_name        'Dr. Karl Wieghardt'
_publ_contact_author_phone       49-208-306-3609
_publ_section_title
;
 Octahedral (cis-Cyclam)iron(III) Complexes with
 O,N-Coordinatedo-Iminosemiquinonate(1-) π Radicals and
 o-Imidophenolate(2-) Anions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5091
_journal_page_last               5099
_journal_paper_doi               10.1021/ic020329g
_journal_volume                  41
_journal_year                    2002
_chemical_formula_structural     '[C24 H45 Fe N5 O]2+, (O6 S4)2-, 1.3 H2O'
_chemical_formula_sum            'C24 H47.6 Fe N5 O8.3 S4'
_chemical_formula_weight         723.16
_chemical_name_systematic
;
   ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 100.37(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2677(8)
_cell_length_b                   12.7849(10)
_cell_length_c                   24.173(2)
_cell_measurement_temperature    100(2)
_cell_volume                     3425.4(5)
_computing_cell_refinement       'DENZO, Nonius Collect Software'
_computing_data_collection       'DENZO, Nonius Collect Software'
_computing_data_reduction        'DENZO, Nonius Collect Software'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Nonius Kappa-CCD'
_diffrn_measurement_method       '724 images at 0.5 deg. in ω and 10 sec.'
_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  0.0601
_diffrn_reflns_av_sigmaI/netI    0.0637
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            22982
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         4.10
_exptl_absorpt_coefficient_mu    0.735
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_T_min  0.844
_exptl_absorpt_correction_type
'MulScanAbs, Platon99 program suite, A.L. Spek'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_description       'opaque block'
_exptl_crystal_F_000             1532
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.042
_refine_ls_goodness_of_fit_obs   1.099
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         7711
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_restrained_S_obs      1.099
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_obs          0.0462
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0228P)²+3.5751P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1006
_refine_ls_wR_factor_obs         0.0881
_reflns_number_observed          5661
_reflns_number_total             7781
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic020329g_2.cif
_cod_data_source_block           compound2a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0228P)^2^+3.5751P] 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^)+(0.0228P)^2^+3.5751P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_formula_sum        'C24 H47.60 Fe N5 O8.30 S4'
_cod_database_code               4318586
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Fe1 Fe 0.33511(3) 0.68152(3) 0.11509(2) 0.01983(10) Uani 1 d . .
N1 N 0.3149(2) 0.5252(2) 0.12337(9) 0.0229(5) Uani 1 d . .
H1 H 0.3923(2) 0.4975(2) 0.13159(9) 0.027 Uiso 1 calc R .
N4 N 0.3044(2) 0.6506(2) 0.03238(9) 0.0247(5) Uani 1 d . .
H4 H 0.2230(2) 0.6648(2) 0.02000(9) 0.030 Uiso 1 calc R .
N8 N 0.5172(2) 0.6790(2) 0.11404(9) 0.0219(5) Uani 1 d . .
H8 H 0.5401(2) 0.6099(2) 0.11015(9) 0.026 Uiso 1 calc R .
N11 N 0.3875(2) 0.6917(2) 0.19861(9) 0.0238(5) Uani 1 d . .
H11 H 0.3811(2) 0.7623(2) 0.20689(9) 0.029 Uiso 1 calc R .
C2 C 0.2593(2) 0.4821(2) 0.06773(11) 0.0275(6) Uani 1 d . .
H2A H 0.1712(2) 0.4951(2) 0.06035(11) 0.033 Uiso 1 calc R .
H2B H 0.2730(2) 0.4057(2) 0.06673(11) 0.033 Uiso 1 calc R .
C3 C 0.3175(3) 0.5360(2) 0.02433(11) 0.0288(6) Uani 1 d . .
H3A H 0.4038(3) 0.5168(2) 0.02920(11) 0.035 Uiso 1 calc R .
H3B H 0.2774(3) 0.5152(2) -0.01395(11) 0.035 Uiso 1 calc R .
C5 C 0.3693(3) 0.7125(2) -0.00484(11) 0.0307(6) Uani 1 d . .
H5A H 0.3473(3) 0.7872(2) -0.00274(11) 0.037 Uiso 1 calc R .
H5B H 0.3432(3) 0.6892(2) -0.04419(11) 0.037 Uiso 1 calc R .
C6 C 0.5050(3) 0.7017(2) 0.01093(12) 0.0309(7) Uani 1 d . .
H6A H 0.5265(3) 0.6269(2) 0.00871(12) 0.037 Uiso 1 calc R .
H6B H 0.5427(3) 0.7400(2) -0.01702(12) 0.037 Uiso 1 calc R .
C7 C 0.5574(2) 0.7418(2) 0.06875(12) 0.0277(6) Uani 1 d . .
H7A H 0.6465(2) 0.7398(2) 0.07394(12) 0.033 Uiso 1 calc R .
H7B H 0.5327(2) 0.8155(2) 0.07195(12) 0.033 Uiso 1 calc R .
C9 C 0.5798(2) 0.7175(2) 0.16989(11) 0.0278(6) Uani 1 d . .
H9A H 0.5738(2) 0.7946(2) 0.17179(11) 0.033 Uiso 1 calc R .
H9B H 0.6662(2) 0.6980(2) 0.17607(11) 0.033 Uiso 1 calc R .
C10 C 0.5190(2) 0.6675(2) 0.21398(11) 0.0275(6) Uani 1 d . .
H10A H 0.5320(2) 0.5909(2) 0.21474(11) 0.033 Uiso 1 calc R .
H10B H 0.5523(2) 0.6961(2) 0.25163(11) 0.033 Uiso 1 calc R .
C12 C 0.3135(2) 0.6362(2) 0.23507(11) 0.0274(6) Uani 1 d . .
H12A H 0.2302(2) 0.6641(2) 0.22711(11) 0.033 Uiso 1 calc R .
H12B H 0.3473(2) 0.6513(2) 0.27497(11) 0.033 Uiso 1 calc R .
C13 C 0.3093(3) 0.5186(2) 0.22634(12) 0.0301(6) Uani 1 d . .
H13A H 0.3927(3) 0.4909(2) 0.23418(12) 0.036 Uiso 1 calc R .
H13B H 0.2646(3) 0.4867(2) 0.25379(12) 0.036 Uiso 1 calc R .
C14 C 0.2502(2) 0.4857(2) 0.16769(12) 0.0280(6) Uani 1 d . .
H14A H 0.2470(2) 0.4083(2) 0.16588(12) 0.034 Uiso 1 calc R .
H14B H 0.1662(2) 0.5120(2) 0.16003(12) 0.034 Uiso 1 calc R .
O21 O 0.34541(14) 0.82913(13) 0.10601(7) 0.0210(4) Uani 1 d . .
N22 N 0.1752(2) 0.7133(2) 0.11885(9) 0.0221(5) Uani 1 d . .
H22 H 0.1181(26) 0.6726(23) 0.1213(11) 0.026 Uiso 1 d . .
C21 C 0.2471(2) 0.8799(2) 0.10974(10) 0.0204(5) Uani 1 d . .
C22 C 0.1470(2) 0.8148(2) 0.11698(10) 0.0215(5) Uani 1 d . .
C23 C 0.0337(2) 0.8602(2) 0.12162(11) 0.0248(6) Uani 1 d . .
H23 H -0.0325(2) 0.8171(2) 0.12637(11) 0.030 Uiso 1 calc R .
C24 C 0.0213(2) 0.9665(2) 0.11915(11) 0.0254(6) Uani 1 d . .
C25 C 0.1236(2) 1.0290(2) 0.11216(11) 0.0250(6) Uani 1 d . .
H25 H 0.1131(2) 1.1027(2) 0.11089(11) 0.030 Uiso 1 calc R .
C26 C 0.2349(2) 0.9911(2) 0.10719(10) 0.0208(5) Uani 1 d . .
C27 C 0.3424(2) 1.0611(2) 0.10171(11) 0.0238(6) Uani 1 d . .
C28 C 0.3118(2) 1.1772(2) 0.10618(12) 0.0301(6) Uani 1 d . .
H28A H 0.3829(5) 1.2196(2) 0.1032(8) 0.045 Uiso 1 calc R .
H28B H 0.2875(16) 1.1904(3) 0.1425(3) 0.045 Uiso 1 calc R .
H28C H 0.2455(11) 1.1958(4) 0.0757(5) 0.045 Uiso 1 calc R .
C29 C 0.4488(2) 1.0354(2) 0.14923(12) 0.0308(6) Uani 1 d . .
H29A H 0.5145(7) 1.0852(9) 0.1482(5) 0.046 Uiso 1 calc R .
H29B H 0.4773(11) 0.9643(6) 0.1441(5) 0.046 Uiso 1 calc R .
H29C H 0.4223(5) 1.0404(14) 0.18559(13) 0.046 Uiso 1 calc R .
C30 C 0.3804(3) 1.0417(2) 0.04451(12) 0.0337(7) Uani 1 d . .
H30A H 0.4558(9) 1.0791(12) 0.0432(3) 0.051 Uiso 1 calc R .
H30B H 0.3171(8) 1.0670(14) 0.01428(13) 0.051 Uiso 1 calc R .
H30C H 0.3927(17) 0.9666(3) 0.0397(4) 0.051 Uiso 1 calc R .
C31 C -0.0953(2) 1.0236(2) 0.12511(13) 0.0320(7) Uani 1 d . .
C32 C -0.1980(3) 0.9467(2) 0.1287(2) 0.0418(8) Uani 1 d . .
H32A H -0.1751(8) 0.9014(11) 0.1616(5) 0.063 Uiso 1 calc R .
H32B H -0.2135(13) 0.9038(11) 0.0946(4) 0.063 Uiso 1 calc R .
H32C H -0.2711(6) 0.9858(3) 0.1322(9) 0.063 Uiso 1 calc R .
C33 C -0.0719(3) 1.0905(3) 0.17903(15) 0.0452(8) Uani 1 d . .
H33A H -0.0477(19) 1.0450(3) 0.2118(2) 0.068 Uiso 1 calc R .
H33B H -0.1458(6) 1.1282(14) 0.1828(5) 0.068 Uiso 1 calc R .
H33C H -0.0074(14) 1.1409(12) 0.1768(4) 0.068 Uiso 1 calc R .
C34 C -0.1345(3) 1.0949(3) 0.0739(2) 0.0474(9) Uani 1 d . .
H34A H -0.1446(20) 1.0530(4) 0.0394(2) 0.071 Uiso 1 calc R .
H34B H -0.0728(10) 1.1485(11) 0.0728(5) 0.071 Uiso 1 calc R .
H34C H -0.2113(11) 1.1287(14) 0.0768(5) 0.071 Uiso 1 calc R .
S41 S 0.89088(6) 0.55822(6) 0.12260(3) 0.0280(2) Uani 1 d . .
S42 S 0.88723(6) 0.40481(6) 0.15551(4) 0.0356(2) Uani 1 d . .
S43 S 0.77658(7) 0.42004(6) 0.21232(3) 0.0341(2) Uani 1 d . .
S44 S 0.60801(6) 0.36620(5) 0.16733(3) 0.0256(2) Uani 1 d . .
O45 O 0.9583(2) 0.6225(2) 0.16606(9) 0.0433(6) Uani 1 d . .
O46 O 0.9581(2) 0.5369(2) 0.07728(9) 0.0386(5) Uani 1 d . .
O47 O 0.7682(2) 0.5902(2) 0.10315(8) 0.0326(5) Uani 1 d . .
O48 O 0.6296(2) 0.26677(15) 0.14309(8) 0.0304(4) Uani 1 d . .
O49 O 0.5439(2) 0.3617(2) 0.21460(9) 0.0369(5) Uani 1 d . .
O50 O 0.5601(2) 0.44474(15) 0.12564(8) 0.0301(4) Uani 1 d . .
O60 O 1.0405(2) 0.6546(2) -0.01197(10) 0.0392(5) Uani 1 d . .
H60A H 1.0409(34) 0.6072(31) -0.0366(16) 0.059 Uiso 1 d . .
H60B H 1.0154(34) 0.6319(31) 0.0154(16) 0.059 Uiso 1 d . .
O70 O -0.1351(7) 0.7774(7) 0.2480(4) 0.061(2) Uani 0.30 d P .
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'
S S 0.1246 0.1234 '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
_geom_angle_publ_flag
N22 Fe1 O21 82.48(9) . . ?
N22 Fe1 N11 92.81(9) . . ?
O21 Fe1 N11 92.23(8) . . ?
N22 Fe1 N4 95.54(9) . . ?
O21 Fe1 N4 94.79(8) . . ?
N11 Fe1 N4 169.72(9) . . ?
N22 Fe1 N1 94.78(9) . . ?
O21 Fe1 N1 177.05(8) . . ?
N11 Fe1 N1 88.99(9) . . ?
N4 Fe1 N1 84.36(9) . . ?
N22 Fe1 N8 168.11(9) . . ?
O21 Fe1 N8 86.12(8) . . ?
N11 Fe1 N8 84.23(8) . . ?
N4 Fe1 N8 88.75(9) . . ?
N1 Fe1 N8 96.68(8) . . ?
C2 N1 C14 110.2(2) . . ?
C2 N1 Fe1 108.3(2) . . ?
C14 N1 Fe1 119.0(2) . . ?
C5 N4 C3 112.0(2) . . ?
C5 N4 Fe1 118.9(2) . . ?
C3 N4 Fe1 108.7(2) . . ?
C9 N8 C7 109.3(2) . . ?
C9 N8 Fe1 107.10(15) . . ?
C7 N8 Fe1 115.8(2) . . ?
C10 N11 C12 112.8(2) . . ?
C10 N11 Fe1 109.7(2) . . ?
C12 N11 Fe1 117.9(2) . . ?
N1 C2 C3 107.3(2) . . ?
N4 C3 C2 107.1(2) . . ?
N4 C5 C6 112.6(2) . . ?
C7 C6 C5 114.3(2) . . ?
N8 C7 C6 112.2(2) . . ?
N8 C9 C10 107.4(2) . . ?
N11 C10 C9 107.0(2) . . ?
N11 C12 C13 113.2(2) . . ?
C14 C13 C12 113.8(2) . . ?
N1 C14 C13 113.0(2) . . ?
C21 O21 Fe1 114.6(2) . . ?
C22 N22 Fe1 115.9(2) . . ?
O21 C21 C26 124.7(2) . . ?
O21 C21 C22 114.6(2) . . ?
C26 C21 C22 120.7(2) . . ?
N22 C22 C23 127.2(2) . . ?
N22 C22 C21 112.3(2) . . ?
C23 C22 C21 120.5(2) . . ?
C24 C23 C22 119.2(2) . . ?
C23 C24 C25 118.7(2) . . ?
C23 C24 C31 123.5(2) . . ?
C25 C24 C31 117.7(2) . . ?
C26 C25 C24 125.5(2) . . ?
C25 C26 C21 115.5(2) . . ?
C25 C26 C27 123.5(2) . . ?
C21 C26 C27 121.0(2) . . ?
C26 C27 C28 111.7(2) . . ?
C26 C27 C29 109.4(2) . . ?
C28 C27 C29 108.0(2) . . ?
C26 C27 C30 109.6(2) . . ?
C28 C27 C30 108.8(2) . . ?
C29 C27 C30 109.3(2) . . ?
C24 C31 C32 111.6(2) . . ?
C24 C31 C34 109.5(2) . . ?
C32 C31 C34 108.4(2) . . ?
C24 C31 C33 109.0(2) . . ?
C32 C31 C33 108.9(3) . . ?
C34 C31 C33 109.4(3) . . ?
O47 S41 O45 115.24(13) . . ?
O47 S41 O46 113.87(12) . . ?
O45 S41 O46 112.12(13) . . ?
O47 S41 S42 107.68(9) . . ?
O45 S41 S42 107.33(10) . . ?
O46 S41 S42 98.98(9) . . ?
S43 S42 S41 102.80(4) . . ?
S42 S43 S44 102.97(4) . . ?
O48 S44 O50 113.35(12) . . ?
O48 S44 O49 115.34(12) . . ?
O50 S44 O49 113.29(12) . . ?
O48 S44 S43 107.08(9) . . ?
O50 S44 S43 108.46(8) . . ?
O49 S44 S43 97.73(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
Fe1 N22 1.865(2) . ?
Fe1 O21 1.906(2) . ?
Fe1 N11 2.003(2) . ?
Fe1 N4 2.006(2) . ?
Fe1 N1 2.026(2) . ?
Fe1 N8 2.057(2) . ?
N1 C2 1.484(3) . ?
N1 C14 1.488(3) . ?
N4 C5 1.486(3) . ?
N4 C3 1.489(3) . ?
N8 C9 1.489(3) . ?
N8 C7 1.492(3) . ?
N11 C10 1.493(3) . ?
N11 C12 1.496(3) . ?
C2 C3 1.501(4) . ?
C5 C6 1.514(4) . ?
C6 C7 1.506(4) . ?
C9 C10 1.509(4) . ?
C12 C13 1.519(4) . ?
C13 C14 1.513(4) . ?
O21 C21 1.301(3) . ?
N22 C22 1.334(3) . ?
C21 C26 1.429(4) . ?
C21 C22 1.438(3) . ?
C22 C23 1.426(3) . ?
C23 C24 1.365(4) . ?
C24 C25 1.437(4) . ?
C24 C31 1.533(4) . ?
C25 C26 1.370(4) . ?
C26 C27 1.530(3) . ?
C27 C28 1.532(4) . ?
C27 C29 1.539(4) . ?
C27 C30 1.540(4) . ?
C31 C32 1.533(4) . ?
C31 C34 1.536(4) . ?
C31 C33 1.542(4) . ?
S41 O47 1.438(2) . ?
S41 O45 1.438(2) . ?
S41 O46 1.465(2) . ?
S41 S42 2.1197(10) . ?
S42 S43 2.0236(11) . ?
S43 S44 2.1262(10) . ?
S44 O48 1.439(2) . ?
S44 O50 1.456(2) . ?
S44 O49 1.459(2) . ?
