#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:03:23 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179360 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/57/4325759.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_4325759
loop_
_publ_author_name
'Eugeny P. Ivakhnenko'
'Andrey G. Starikov'
'Vladimir I. Minkin'
'Konstantin A. Lyssenko'
'Mikhail Yu. Antipin'
'Vladimir I. Simakov'
'Mikhail S. Korobov'
'Gennady S. Borodkin'
'Pavel A. Knyazev'
_publ_section_title
;
 Synthesis, Molecular and Electronic Structures of Six-Coordinate
 Transition Metal (Mn, Fe, Co, Ni, Cu, and Zn) Complexes with Redox-Active
 9-Hydroxyphenoxazin-1-one Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7022
_journal_page_last               7032
_journal_paper_doi               10.1021/ic2004062
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C56 H76 Mn N2 O6'
_chemical_formula_sum            'C56 H76 Mn N2 O6'
_chemical_formula_weight         928.13
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 116.672(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.540(3)
_cell_length_b                   20.047(3)
_cell_length_c                   12.6391(16)
_cell_measurement_reflns_used    354
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      3
_cell_volume                     5329.8(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector''
_diffrn_measurement_method       'omega scans'
_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  0.0947
_diffrn_reflns_av_sigmaI/netI    0.1573
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15761
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.40
_exptl_absorpt_coefficient_mu    0.296
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_description       prism
_exptl_crystal_F_000             1996
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.740
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         5810
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.740
_refine_ls_R_factor_all          0.1045
_refine_ls_R_factor_gt           0.0435
_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)+(0.0028P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0727
_reflns_number_gt                2980
_reflns_number_total             5810
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic2004062_si_002_1.cif
_cod_data_source_block           Mn
_cod_original_cell_volume        5329.6(12)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4325759
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Mn1 Mn 0.5000 0.67145(3) 0.7500 0.01973(13) Uani 1 2 d S
O1 O 0.51400(6) 0.74881(8) 0.63798(12) 0.0259(4) Uani 1 1 d .
O2 O 0.72777(6) 0.67642(8) 0.84986(12) 0.0200(4) Uani 1 1 d .
O3 O 0.54884(6) 0.58933(7) 0.88300(12) 0.0198(4) Uani 1 1 d .
N1 N 0.59970(7) 0.67138(10) 0.79090(14) 0.0162(4) Uani 1 1 d .
C1 C 0.62037(9) 0.71603(11) 0.73869(18) 0.0169(5) Uani 1 1 d .
C2 C 0.57078(10) 0.75706(11) 0.65260(18) 0.0203(5) Uani 1 1 d .
C3 C 0.59109(10) 0.80376(12) 0.59056(19) 0.0258(6) Uani 1 1 d .
C4 C 0.65532(9) 0.80602(12) 0.62298(18) 0.0248(6) Uani 1 1 d .
H4A H 0.6680 0.8378 0.5820 0.030 Uiso 1 1 calc R
C5 C 0.70550(10) 0.76695(12) 0.71004(18) 0.0208(6) Uani 1 1 d .
C6 C 0.68572(9) 0.72043(11) 0.76585(18) 0.0176(5) Uani 1 1 d .
C7 C 0.54239(11) 0.84889(14) 0.4960(2) 0.0415(8) Uani 1 1 d .
C8 C 0.48913(11) 0.80714(16) 0.4031(2) 0.0776(13) Uani 1 1 d .
H8A H 0.4681 0.7813 0.4413 0.116 Uiso 1 1 calc R
H8B H 0.5070 0.7767 0.3652 0.116 Uiso 1 1 calc R
H8C H 0.4581 0.8367 0.3433 0.116 Uiso 1 1 calc R
C9 C 0.51557(12) 0.89711(14) 0.5570(3) 0.0636(10) Uani 1 1 d .
H9A H 0.4958 0.8715 0.5978 0.095 Uiso 1 1 calc R
H9B H 0.4837 0.9261 0.4975 0.095 Uiso 1 1 calc R
H9C H 0.5501 0.9244 0.6146 0.095 Uiso 1 1 calc R
C10 C 0.57246(11) 0.89057(13) 0.4321(2) 0.0506(9) Uani 1 1 d .
H10A H 0.5920 0.8608 0.3963 0.076 Uiso 1 1 calc R
H10B H 0.6050 0.9200 0.4891 0.076 Uiso 1 1 calc R
H10C H 0.5395 0.9175 0.3701 0.076 Uiso 1 1 calc R
C11 C 0.77506(10) 0.77888(12) 0.73547(19) 0.0250(6) Uani 1 1 d .
C12 C 0.81388(9) 0.79995(12) 0.86579(18) 0.0298(6) Uani 1 1 d .
H12A H 0.7976 0.8425 0.8792 0.045 Uiso 1 1 calc R
H12B H 0.8587 0.8050 0.8835 0.045 Uiso 1 1 calc R
H12C H 0.8100 0.7657 0.9175 0.045 Uiso 1 1 calc R
C13 C 0.80341(10) 0.71462(13) 0.7118(2) 0.0393(7) Uani 1 1 d .
H13A H 0.7779 0.7005 0.6296 0.059 Uiso 1 1 calc R
H13B H 0.8032 0.6793 0.7654 0.059 Uiso 1 1 calc R
H13C H 0.8472 0.7231 0.7255 0.059 Uiso 1 1 calc R
C14 C 0.78244(10) 0.83448(14) 0.6595(2) 0.0419(7) Uani 1 1 d .
H14A H 0.7590 0.8226 0.5756 0.063 Uiso 1 1 calc R
H14B H 0.8276 0.8402 0.6801 0.063 Uiso 1 1 calc R
H14C H 0.7655 0.8762 0.6742 0.063 Uiso 1 1 calc R
C15 C 0.63825(9) 0.62754(11) 0.86609(18) 0.0164(5) Uani 1 1 d .
C16 C 0.60713(10) 0.58048(12) 0.91103(18) 0.0189(5) Uani 1 1 d .
C17 C 0.64667(10) 0.52703(12) 0.98352(18) 0.0189(5) Uani 1 1 d .
C18 C 0.71007(10) 0.53058(11) 1.01050(18) 0.0204(5) Uani 1 1 d .
H18A H 0.7358 0.4958 1.0596 0.024 Uiso 1 1 calc R
C19 C 0.74294(9) 0.57925(12) 0.97521(18) 0.0193(5) Uani 1 1 d .
C20 C 0.70469(10) 0.62702(12) 0.89851(18) 0.0181(5) Uani 1 1 d .
C21 C 0.61782(10) 0.47061(12) 1.02399(19) 0.0233(6) Uani 1 1 d .
C22 C 0.56439(10) 0.43758(12) 0.91578(19) 0.0316(6) Uani 1 1 d .
H22A H 0.5818 0.4189 0.8648 0.047 Uiso 1 1 calc R
H22B H 0.5319 0.4709 0.8714 0.047 Uiso 1 1 calc R
H22C H 0.5452 0.4018 0.9419 0.047 Uiso 1 1 calc R
C23 C 0.66673(10) 0.41661(12) 1.0913(2) 0.0358(7) Uani 1 1 d .
H23A H 0.6858 0.3999 1.0417 0.054 Uiso 1 1 calc R
H23B H 0.6457 0.3798 1.1109 0.054 Uiso 1 1 calc R
H23C H 0.7000 0.4355 1.1643 0.054 Uiso 1 1 calc R
C24 C 0.59164(10) 0.49871(12) 1.10733(19) 0.0312(7) Uani 1 1 d .
H24A H 0.6269 0.5161 1.1794 0.047 Uiso 1 1 calc R
H24B H 0.5700 0.4631 1.1283 0.047 Uiso 1 1 calc R
H24C H 0.5615 0.5348 1.0672 0.047 Uiso 1 1 calc R
C25 C 0.81508(9) 0.57463(12) 1.02008(19) 0.0237(6) Uani 1 1 d .
C26 C 0.84570(10) 0.52469(13) 1.1225(2) 0.0327(7) Uani 1 1 d .
H26A H 0.8360 0.5378 1.1874 0.049 Uiso 1 1 calc R
H26B H 0.8919 0.5245 1.1506 0.049 Uiso 1 1 calc R
H26C H 0.8287 0.4800 1.0948 0.049 Uiso 1 1 calc R
C27 C 0.82817(10) 0.55005(14) 0.91692(19) 0.0367(7) Uani 1 1 d .
H27A H 0.8114 0.5826 0.8522 0.055 Uiso 1 1 calc R
H27B H 0.8073 0.5069 0.8884 0.055 Uiso 1 1 calc R
H27C H 0.8741 0.5451 0.9448 0.055 Uiso 1 1 calc R
C28 C 0.84708(10) 0.64199(12) 1.0672(2) 0.0359(7) Uani 1 1 d .
H28A H 0.8353 0.6581 1.1279 0.054 Uiso 1 1 calc R
H28B H 0.8331 0.6742 1.0021 0.054 Uiso 1 1 calc R
H28C H 0.8933 0.6368 1.1019 0.054 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'
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'
Mn Mn 0.3368 0.7283 '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
N1 Mn1 N1 179.93(11) 2_656 .
N1 Mn1 O1 72.40(6) 2_656 2_656
N1 Mn1 O1 107.65(6) . 2_656
N1 Mn1 O1 107.65(6) 2_656 .
N1 Mn1 O1 72.40(6) . .
O1 Mn1 O1 91.47(8) 2_656 .
N1 Mn1 O3 71.78(6) 2_656 2_656
N1 Mn1 O3 108.16(6) . 2_656
O1 Mn1 O3 144.07(5) 2_656 2_656
O1 Mn1 O3 101.86(5) . 2_656
N1 Mn1 O3 108.16(6) 2_656 .
N1 Mn1 O3 71.78(6) . .
O1 Mn1 O3 101.86(5) 2_656 .
O1 Mn1 O3 144.07(5) . .
O3 Mn1 O3 86.67(7) 2_656 .
C2 O1 Mn1 116.34(13) . .
C6 O2 C20 120.02(16) . .
C16 O3 Mn1 115.79(13) . .
C15 N1 C1 121.50(18) . .
C15 N1 Mn1 119.75(14) . .
C1 N1 Mn1 118.75(14) . .
N1 C1 C6 121.38(19) . .
N1 C1 C2 113.97(19) . .
C6 C1 C2 124.6(2) . .
O1 C2 C3 126.2(2) . .
O1 C2 C1 118.4(2) . .
C3 C2 C1 115.4(2) . .
C4 C3 C2 116.7(2) . .
C4 C3 C7 123.5(2) . .
C2 C3 C7 119.8(2) . .
C3 C4 C5 128.8(2) . .
C3 C4 H4A 115.6 . .
C5 C4 H4A 115.6 . .
C6 C5 C4 114.4(2) . .
C6 C5 C11 125.0(2) . .
C4 C5 C11 120.6(2) . .
C5 C6 O2 122.26(19) . .
C5 C6 C1 119.9(2) . .
O2 C6 C1 117.81(19) . .
C8 C7 C3 110.2(2) . .
C8 C7 C9 110.5(2) . .
C3 C7 C9 108.2(2) . .
C8 C7 C10 107.9(2) . .
C3 C7 C10 111.9(2) . .
C9 C7 C10 108.1(2) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C7 C9 H9A 109.5 . .
C7 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C7 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C7 C10 H10A 109.5 . .
C7 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C7 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C14 C11 C5 113.06(19) . .
C14 C11 C13 107.8(2) . .
C5 C11 C13 110.02(19) . .
C14 C11 C12 106.9(2) . .
C5 C11 C12 109.29(17) . .
C13 C11 C12 109.6(2) . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C11 C13 H13A 109.5 . .
C11 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C11 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C11 C14 H14A 109.5 . .
C11 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C11 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
N1 C15 C20 121.6(2) . .
N1 C15 C16 114.22(18) . .
C20 C15 C16 124.1(2) . .
O3 C16 C17 126.2(2) . .
O3 C16 C15 118.1(2) . .
C17 C16 C15 115.70(19) . .
C18 C17 C16 115.9(2) . .
C18 C17 C21 123.6(2) . .
C16 C17 C21 120.45(19) . .
C17 C18 C19 129.4(2) . .
C17 C18 H18A 115.3 . .
C19 C18 H18A 115.3 . .
C20 C19 C18 114.81(19) . .
C20 C19 C25 124.7(2) . .
C18 C19 C25 120.4(2) . .
C19 C20 O2 122.94(19) . .
C19 C20 C15 119.6(2) . .
O2 C20 C15 117.42(19) . .
C17 C21 C23 112.01(18) . .
C17 C21 C22 109.43(18) . .
C23 C21 C22 107.6(2) . .
C17 C21 C24 109.4(2) . .
C23 C21 C24 108.05(18) . .
C22 C21 C24 110.32(18) . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C28 C25 C19 111.14(19) . .
C28 C25 C26 106.51(18) . .
C19 C25 C26 111.96(18) . .
C28 C25 C27 111.07(19) . .
C19 C25 C27 108.29(17) . .
C26 C25 C27 107.85(19) . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C25 C28 H28A 109.5 . .
C25 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C25 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 N1 2.1648(15) 2_656
Mn1 N1 2.1648(15) .
Mn1 O1 2.2220(15) 2_656
Mn1 O1 2.2219(15) .
Mn1 O3 2.2633(14) 2_656
Mn1 O3 2.2633(14) .
O1 C2 1.275(2) .
O2 C6 1.394(2) .
O2 C20 1.398(2) .
O3 C16 1.266(2) .
N1 C15 1.313(3) .
N1 C1 1.327(3) .
C1 C6 1.420(3) .
C1 C2 1.443(3) .
C2 C3 1.434(3) .
C3 C4 1.378(3) .
C3 C7 1.527(3) .
C4 C5 1.433(3) .
C4 H4A 0.9500 .
C5 C6 1.371(3) .
C5 C11 1.539(3) .
C7 C8 1.526(3) .
C7 C9 1.538(4) .
C7 C10 1.538(3) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C14 1.531(3) .
C11 C13 1.540(3) .
C11 C12 1.541(3) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 C20 1.428(3) .
C15 C16 1.457(3) .
C16 C17 1.445(3) .
C17 C18 1.375(3) .
C17 C21 1.521(3) .
C18 C19 1.435(3) .
C18 H18A 0.9500 .
C19 C20 1.373(3) .
C19 C25 1.533(3) .
C21 C23 1.530(3) .
C21 C22 1.532(3) .
C21 C24 1.546(3) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 C28 1.531(3) .
C25 C26 1.536(3) .
C25 C27 1.549(3) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
