#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:08:39 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180125 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/23/7102365.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_7102365
loop_
_publ_author_name
'Kaizer, József'
'Baráth, Gábor'
'Pap, József'
'Speier, Gábor'
'Giorgi, Michel'
'Réglier, Marius'
_publ_section_title
;
 Manganese and iron flavonolates as flavonol 2,4-dioxygenase mimics.
;
_journal_issue                   48
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5235
_journal_page_last               5237
_journal_paper_doi               10.1039/b711864c
_journal_year                    2007
_chemical_formula_sum            'C48 H33 Fe O12'
_chemical_formula_weight         857.59
_chemical_name_systematic
;
?
;
_space_group_IT_number           159
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'P 3 -2c'
_symmetry_space_group_name_H-M   'P 3 1 c'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            4
_cell_length_a                   15.4880(5)
_cell_length_b                   15.4880(5)
_cell_length_c                   19.9970(5)
_cell_measurement_reflns_used    3727
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.71
_cell_measurement_theta_min      1.52
_cell_volume                     4154.2(2)
_computing_cell_refinement
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD (Bruker-Nonius, 1998)'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'Phi scan'
_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  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0498
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3568
_diffrn_reflns_theta_full        22.70
_diffrn_reflns_theta_max         22.70
_diffrn_reflns_theta_min         3.04
_exptl_absorpt_coefficient_mu    0.429
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1772
_exptl_crystal_size_max          .3
_exptl_crystal_size_mid          .05
_exptl_crystal_size_min          .05
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.074
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.48(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         2081
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0725
_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)+(0.1136P)²+9.3277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1901
_refine_ls_wR_factor_ref         0.1992
_reflns_number_gt                1820
_reflns_number_total             2081
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b711864c.txt
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      P31c
_cod_database_code               7102365
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, z+1/2'
'-x, -x+y, z+1/2'
'x-y, -y, 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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe1 Fe 1.3330 0.6670 0.15255(12) 0.0356(6) Uani 1 3 d S
Fe2 Fe 1.0000 0.0000 0.31488(14) 0.0438(7) Uani 1 3 d S
O1 O 1.2900(6) 0.5440(6) 0.0874(4) 0.049(2) Uani 1 1 d .
O2 O 1.2229(6) 0.5610(5) 0.2037(3) 0.0390(18) Uani 1 1 d .
O3 O 1.0778(6) 0.2933(6) 0.1801(4) 0.0435(18) Uani 1 1 d .
O4 O 0.8867(10) 0.3481(8) 0.4391(6) 0.107(5) Uani 1 1 d .
O5 O 1.0716(5) 0.1271(6) 0.3614(4) 0.047(2) Uani 1 1 d .
O6 O 1.1190(6) 0.0774(6) 0.2495(4) 0.055(2) Uani 1 1 d .
O7 O 1.2787(6) 0.3652(6) 0.3065(4) 0.057(2) Uani 1 1 d .
O8 O 1.1647(10) 0.4913(9) 0.5711(6) 0.100(4) Uani 1 1 d .
C1 C 1.2226(8) 0.4644(7) 0.1178(5) 0.032(2) Uani 1 1 d .
C2 C 1.1809(9) 0.3675(8) 0.0819(6) 0.048(3) Uani 1 1 d .
C3 C 1.2086(9) 0.3516(9) 0.0225(6) 0.053(3) Uani 1 1 d .
H3 H 1.2568 0.4059 -0.0014 0.063 Uiso 1 1 calc R
C4 C 1.1678(11) 0.2553(11) -0.0059(7) 0.063(4) Uani 1 1 d .
H4 H 1.1830 0.2458 -0.0493 0.076 Uiso 1 1 calc R
C5 C 1.1027(10) 0.1748(10) 0.0351(5) 0.051(3) Uani 1 1 d .
H5 H 1.0804 0.1104 0.0195 0.061 Uiso 1 1 calc R
C6 C 1.0712(9) 0.1856(9) 0.0950(8) 0.065(4) Uani 1 1 d .
H6 H 1.0242 0.1302 0.1186 0.078 Uiso 1 1 calc R
C7 C 1.1110(8) 0.2839(9) 0.1223(6) 0.046(3) Uani 1 1 d .
C8 C 1.1116(8) 0.3851(9) 0.2090(5) 0.039(3) Uani 1 1 d .
C9 C 1.1853(8) 0.4722(8) 0.1785(5) 0.037(3) Uani 1 1 d .
C10 C 1.0557(9) 0.3765(9) 0.2726(5) 0.041(3) Uani 1 1 d .
C11 C 0.9735(11) 0.2881(10) 0.2884(6) 0.061(4) Uani 1 1 d .
H11 H 0.9531 0.2331 0.2606 0.073 Uiso 1 1 calc R
C12 C 0.9191(13) 0.2804(12) 0.3474(8) 0.082(5) Uani 1 1 d .
H12 H 0.8645 0.2195 0.3595 0.098 Uiso 1 1 calc R
C13 C 0.9474(12) 0.3638(11) 0.3869(7) 0.067(4) Uani 1 1 d .
C14 C 1.0295(11) 0.4512(11) 0.3704(7) 0.066(4) Uani 1 1 d .
H14 H 1.0493 0.5072 0.3971 0.080 Uiso 1 1 calc R
C15 C 1.0848(10) 0.4572(10) 0.3131(5) 0.051(3) Uani 1 1 d .
H15 H 1.1420 0.5170 0.3026 0.062 Uiso 1 1 calc R
C16 C 0.9095(17) 0.4322(14) 0.4805(9) 0.114(8) Uani 1 1 d .
H16A H 0.8612 0.4121 0.5158 0.171 Uiso 1 1 calc R
H16B H 0.9081 0.4832 0.4542 0.171 Uiso 1 1 calc R
H16C H 0.9747 0.4575 0.4995 0.171 Uiso 1 1 calc R
C17 C 1.1479(8) 0.1978(8) 0.3270(6) 0.041(3) Uani 1 1 d .
C18 C 1.1717(8) 0.1675(9) 0.2665(5) 0.042(3) Uani 1 1 d .
C19 C 1.2529(8) 0.2406(9) 0.2258(7) 0.050(3) Uani 1 1 d .
C20 C 1.2817(9) 0.2202(10) 0.1644(6) 0.049(3) Uani 1 1 d .
H20 H 1.2504 0.1554 0.1479 0.059 Uiso 1 1 calc R
C21 C 1.3563(10) 0.2962(11) 0.1288(7) 0.062(4) Uani 1 1 d .
H21 H 1.3762 0.2820 0.0884 0.074 Uiso 1 1 calc R
C22 C 1.4034(11) 0.3944(11) 0.1515(6) 0.065(4) Uani 1 1 d .
H22 H 1.4548 0.4451 0.1269 0.078 Uiso 1 1 calc R
C23 C 1.3745(9) 0.4138(10) 0.2072(7) 0.059(4) Uani 1 1 d .
H23 H 1.4024 0.4799 0.2207 0.071 Uiso 1 1 calc R
C24 C 1.3022(8) 0.3387(9) 0.2483(5) 0.044(3) Uani 1 1 d .
C25 C 1.2032(8) 0.2967(9) 0.3488(6) 0.042(3) Uani 1 1 d .
C26 C 1.1919(10) 0.3451(9) 0.4056(6) 0.049(3) Uani 1 1 d .
C27 C 1.2603(10) 0.4449(9) 0.4199(8) 0.064(4) Uani 1 1 d .
H27 H 1.3139 0.4806 0.3913 0.077 Uiso 1 1 calc R
C28 C 1.2500(10) 0.4917(10) 0.4755(7) 0.063(4) Uani 1 1 d .
H28 H 1.2960 0.5586 0.4831 0.076 Uiso 1 1 calc R
C29 C 1.1711(11) 0.4399(10) 0.5209(8) 0.066(4) Uani 1 1 d .
C30 C 1.1019(12) 0.3411(11) 0.5081(9) 0.080(5) Uani 1 1 d .
H30 H 1.0491 0.3059 0.5374 0.096 Uiso 1 1 calc R
C31 C 1.1116(9) 0.2937(9) 0.4506(6) 0.050(3) Uani 1 1 d .
H31 H 1.0643 0.2275 0.4421 0.060 Uiso 1 1 calc R
C32 C 1.104(2) 0.4455(19) 0.6293(10) 0.133(9) Uani 1 1 d .
H32A H 1.1106 0.4963 0.6596 0.199 Uiso 1 1 calc R
H32B H 1.1266 0.4047 0.6510 0.199 Uiso 1 1 calc R
H32C H 1.0360 0.4049 0.6162 0.199 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'
Fe Fe 0.3463 0.8444 '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'
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
O2 Fe1 O2 95.5(3) 3_775 .
O2 Fe1 O2 95.3(3) 3_775 2_755
O2 Fe1 O2 95.1(3) . 2_755
O2 Fe1 O1 79.9(3) 3_775 3_775
O2 Fe1 O1 100.8(3) . 3_775
O2 Fe1 O1 163.7(3) 2_755 3_775
O2 Fe1 O1 100.7(3) 3_775 2_755
O2 Fe1 O1 163.3(3) . 2_755
O2 Fe1 O1 79.4(3) 2_755 2_755
O1 Fe1 O1 86.2(3) 3_775 2_755
O2 Fe1 O1 164.1(3) 3_775 .
O2 Fe1 O1 79.5(3) . .
O2 Fe1 O1 100.2(3) 2_755 .
O1 Fe1 O1 86.1(3) 3_775 .
O1 Fe1 O1 85.9(3) 2_755 .
O5 Fe2 O5 99.0(3) 2_645 3_765
O5 Fe2 O5 99.0(3) 2_645 .
O5 Fe2 O5 99.0(3) 3_765 .
O5 Fe2 O6 96.5(3) 2_645 3_765
O5 Fe2 O6 79.9(3) 3_765 3_765
O5 Fe2 O6 164.4(3) . 3_765
O5 Fe2 O6 164.4(3) 2_645 .
O5 Fe2 O6 96.5(3) 3_765 .
O5 Fe2 O6 79.9(3) . .
O6 Fe2 O6 84.8(4) 3_765 .
O5 Fe2 O6 79.9(3) 2_645 2_645
O5 Fe2 O6 164.4(3) 3_765 2_645
O5 Fe2 O6 96.5(3) . 2_645
O6 Fe2 O6 84.8(4) 3_765 2_645
O6 Fe2 O6 84.8(4) . 2_645
C1 O1 Fe1 107.8(6) . .
C9 O2 Fe1 115.2(6) . .
C7 O3 C8 121.5(9) . .
C13 O4 C16 117.0(13) . .
C17 O5 Fe2 114.0(7) . .
C18 O6 Fe2 111.5(7) . .
C24 O7 C25 122.8(9) . .
C29 O8 C32 123.1(16) . .
O1 C1 C9 120.2(9) . .
O1 C1 C2 117.8(9) . .
C9 C1 C2 121.7(10) . .
C3 C2 C7 120.0(11) . .
C3 C2 C1 127.0(11) . .
C7 C2 C1 112.7(9) . .
C2 C3 C4 122.6(12) . .
C2 C3 H3 118.7 . .
C4 C3 H3 118.7 . .
C5 C4 C3 116.3(11) . .
C5 C4 H4 121.8 . .
C3 C4 H4 121.8 . .
C6 C5 C4 123.7(13) . .
C6 C5 H5 118.1 . .
C4 C5 H5 118.1 . .
C5 C6 C7 119.0(14) . .
C5 C6 H6 120.5 . .
C7 C6 H6 120.5 . .
O3 C7 C6 118.2(12) . .
O3 C7 C2 123.7(10) . .
C6 C7 C2 118.0(11) . .
O3 C8 C9 121.3(9) . .
O3 C8 C10 111.0(9) . .
C9 C8 C10 127.6(10) . .
O2 C9 C1 116.8(9) . .
O2 C9 C8 124.8(9) . .
C1 C9 C8 118.5(10) . .
C11 C10 C15 120.0(10) . .
C11 C10 C8 119.5(11) . .
C15 C10 C8 120.5(10) . .
C10 C11 C12 119.6(13) . .
C10 C11 H11 120.2 . .
C12 C11 H11 120.2 . .
C13 C12 C11 119.8(14) . .
C13 C12 H12 120.1 . .
C11 C12 H12 120.1 . .
O4 C13 C14 126.3(15) . .
O4 C13 C12 114.0(13) . .
C14 C13 C12 119.6(13) . .
C13 C14 C15 120.0(14) . .
C13 C14 H14 120.0 . .
C15 C14 H14 120.0 . .
C10 C15 C14 120.8(13) . .
C10 C15 H15 119.6 . .
C14 C15 H15 119.6 . .
O4 C16 H16A 109.5 . .
O4 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
O4 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
O5 C17 C25 123.0(10) . .
O5 C17 C18 116.2(10) . .
C25 C17 C18 120.8(11) . .
O6 C18 C17 117.8(10) . .
O6 C18 C19 122.9(11) . .
C17 C18 C19 119.4(11) . .
C24 C19 C20 118.0(11) . .
C24 C19 C18 117.3(11) . .
C20 C19 C18 124.6(12) . .
C21 C20 C19 119.4(12) . .
C21 C20 H20 120.3 . .
C19 C20 H20 120.3 . .
C20 C21 C22 121.8(12) . .
C20 C21 H21 119.1 . .
C22 C21 H21 119.1 . .
C23 C22 C21 118.8(13) . .
C23 C22 H22 120.6 . .
C21 C22 H22 120.6 . .
C22 C23 C24 122.5(13) . .
C22 C23 H23 118.8 . .
C24 C23 H23 118.8 . .
O7 C24 C19 122.0(11) . .
O7 C24 C23 118.6(11) . .
C19 C24 C23 119.3(11) . .
C17 C25 O7 117.5(10) . .
C17 C25 C26 131.1(11) . .
O7 C25 C26 111.1(10) . .
C27 C26 C31 117.2(11) . .
C27 C26 C25 121.5(12) . .
C31 C26 C25 121.2(11) . .
C28 C27 C26 121.6(13) . .
C28 C27 H27 119.2 . .
C26 C27 H27 119.2 . .
C27 C28 C29 121.1(12) . .
C27 C28 H28 119.5 . .
C29 C28 H28 119.5 . .
O8 C29 C30 124.0(16) . .
O8 C29 C28 117.0(13) . .
C30 C29 C28 118.8(14) . .
C29 C30 C31 120.0(14) . .
C29 C30 H30 120.0 . .
C31 C30 H30 120.0 . .
C30 C31 C26 121.2(11) . .
C30 C31 H31 119.4 . .
C26 C31 H31 119.4 . .
O8 C32 H32A 109.5 . .
O8 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
O8 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O2 1.956(7) 3_775
Fe1 O2 1.962(7) .
Fe1 O2 1.969(7) 2_755
Fe1 O1 2.111(8) 3_775
Fe1 O1 2.120(8) 2_755
Fe1 O1 2.122(8) .
Fe2 O5 1.947(8) 2_645
Fe2 O5 1.947(8) 3_765
Fe2 O5 1.947(8) .
Fe2 O6 2.081(9) 3_765
Fe2 O6 2.081(9) .
Fe2 O6 2.081(9) 2_645
O1 C1 1.301(12) .
O2 C9 1.298(13) .
O3 C7 1.303(13) .
O3 C8 1.373(13) .
O4 C13 1.343(15) .
O4 C16 1.430(19) .
O5 C17 1.332(13) .
O6 C18 1.260(14) .
O7 C24 1.343(13) .
O7 C25 1.403(14) .
O8 C29 1.314(17) .
O8 C32 1.44(2) .
C1 C9 1.375(14) .
C1 C2 1.490(14) .
C2 C3 1.327(15) .
C2 C7 1.448(16) .
C3 C4 1.415(18) .
C3 H3 0.9300 .
C4 C5 1.410(19) .
C4 H4 0.9300 .
C5 C6 1.334(17) .
C5 H5 0.9300 .
C6 C7 1.435(17) .
C6 H6 0.9300 .
C8 C9 1.398(15) .
C8 C10 1.507(14) .
C10 C11 1.360(17) .
C10 C15 1.362(17) .
C11 C12 1.421(18) .
C11 H11 0.9300 .
C12 C13 1.38(2) .
C12 H12 0.9300 .
C13 C14 1.355(19) .
C14 C15 1.407(17) .
C14 H14 0.9300 .
C15 H15 0.9300 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 C25 1.399(16) .
C17 C18 1.412(16) .
C18 C19 1.450(16) .
C19 C24 1.391(17) .
C19 C20 1.395(17) .
C20 C21 1.367(18) .
C20 H20 0.9300 .
C21 C22 1.39(2) .
C21 H21 0.9300 .
C22 C23 1.292(18) .
C22 H22 0.9300 .
C23 C24 1.407(17) .
C23 H23 0.9300 .
C25 C26 1.418(16) .
C26 C27 1.399(17) .
C26 C31 1.414(17) .
C27 C28 1.378(19) .
C27 H27 0.9300 .
C28 C29 1.41(2) .
C28 H28 0.9300 .
C29 C30 1.38(2) .
C30 C31 1.413(19) .
C30 H30 0.9300 .
C31 H31 0.9300 .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
