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#$Date: 2022-09-13 11:45:00 +0300 (Tue, 13 Sep 2022) $
#$Revision: 277798 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/57/8105761.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_8105761
loop_
_publ_author_name
'Cuihong, Zhang'
'Xiaohu, Wei'
'Liguo, Yang'
'Zhenzhen, He'
'Xin, Li'
'Zongcheng, Miao'
_publ_section_title
;
 Crystal structure of
 bis(5-methoxy-2-(((2-oxidoethyl)imino)methyl)phenolate-κ3
 O,N,O′)manganes(IV), C20H22N2O6Mn
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              503
_journal_page_last               504
_journal_paper_doi               10.1515/ncrs-2018-0495
_journal_volume                  234
_journal_year                    2019
_chemical_formula_sum            'C20 H22 Mn N2 O6'
_chemical_formula_weight         441.33
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_Hall           '-P 2ab 2ac'
_space_group_name_H-M_alt        'P c c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.1678(16)
_cell_length_b                   14.3469(18)
_cell_length_c                   19.335(2)
_cell_measurement_reflns_used    9848
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.57
_cell_measurement_theta_min      2.88
_cell_volume                     3930.1(8)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            41463
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.017
_diffrn_reflns_theta_max         25.017
_diffrn_reflns_theta_min         2.020
_exptl_absorpt_coefficient_mu    0.712
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.05218
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_description       block
_exptl_crystal_F_000             1832
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3458
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0504
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0602P)²+6.3347P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1370
_refine_ls_wR_factor_ref         0.1441
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3060
_reflns_number_total             3458
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0495_suppl.cif
_cod_data_source_block           123
_cod_database_code               8105761
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'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_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.2500 0.7500 0.22830(4) 0.0297(2) Uani 1 2 d S T P . .
Mn2 Mn 0.2500 0.2500 0.28592(4) 0.0286(2) Uani 1 2 d S T P . .
N1 N 0.25570(17) 0.61275(18) 0.23685(15) 0.0336(6) Uani 1 1 d . . . . .
N2 N 0.38819(18) 0.24913(17) 0.27819(14) 0.0322(6) Uani 1 1 d . . . . .
O1 O -0.09137(19) 0.6151(2) 0.02074(14) 0.0582(8) Uani 1 1 d . . . . .
O2 O 0.15803(16) 0.73900(14) 0.15605(13) 0.0378(5) Uani 1 1 d . . . . .
O3 O 0.34519(18) 0.74677(16) 0.29354(13) 0.0445(6) Uani 1 1 d . . . . .
O4 O 0.25679(15) 0.15931(18) 0.35801(14) 0.0457(6) Uani 1 1 d . . . . .
O5 O 0.25675(14) 0.34313(15) 0.21969(13) 0.0378(6) Uani 1 1 d . . . . .
O6 O 0.3657(2) -0.1022(2) 0.48561(17) 0.0666(9) Uani 1 1 d . . . . .
C1 C -0.0197(2) 0.6077(3) 0.06722(18) 0.0437(8) Uani 1 1 d . . . . .
C2 C -0.0060(3) 0.5176(3) 0.0934(2) 0.0509(10) Uani 1 1 d . . . . .
H2 H -0.0445 0.4687 0.0791 0.061 Uiso 1 1 calc R U . . .
C3 C 0.0644(3) 0.5026(2) 0.1399(2) 0.0480(9) Uani 1 1 d . . . . .
H3 H 0.0741 0.4426 0.1566 0.058 Uiso 1 1 calc R U . . .
C4 C 0.1234(2) 0.5758(2) 0.16372(17) 0.0347(7) Uani 1 1 d . . . . .
C5 C 0.1084(2) 0.6667(2) 0.13710(17) 0.0323(7) Uani 1 1 d . . . . .
C6 C 0.0367(2) 0.6810(2) 0.08762(17) 0.0381(7) Uani 1 1 d . . . . .
H6 H 0.0274 0.7400 0.0688 0.046 Uiso 1 1 calc R U . . .
C7 C 0.1963(2) 0.5540(2) 0.21161(17) 0.0361(8) Uani 1 1 d . . . . .
H7 H 0.2015 0.4923 0.2258 0.043 Uiso 1 1 calc R U . . .
C8 C 0.3274(2) 0.5834(2) 0.28768(19) 0.0440(8) Uani 1 1 d . . . . .
H8A H 0.3866 0.5686 0.2649 0.053 Uiso 1 1 calc R U . . .
H8B H 0.3062 0.5291 0.3132 0.053 Uiso 1 1 calc R U . . .
C9 C 0.3390(3) 0.6657(3) 0.3350(2) 0.0535(10) Uani 1 1 d . . . . .
H18A H 0.2854 0.6702 0.3660 0.064 Uiso 1 1 calc R U . . .
H18B H 0.3958 0.6587 0.3625 0.064 Uiso 1 1 calc R U . . .
C10 C 0.4182(2) 0.1112(2) 0.34563(17) 0.0344(7) Uani 1 1 d . . . . .
C11 C 0.4871(3) 0.0469(3) 0.3673(2) 0.0526(10) Uani 1 1 d . . . . .
H20 H 0.5483 0.0532 0.3503 0.063 Uiso 1 1 calc R U . . .
C12 C 0.4682(3) -0.0235(3) 0.4117(2) 0.0614(12) Uani 1 1 d . . . . .
H21 H 0.5149 -0.0663 0.4234 0.074 Uiso 1 1 calc R U . . .
C13 C 0.3766(3) -0.0313(3) 0.44012(19) 0.0470(9) Uani 1 1 d . . . . .
C14 C 0.3075(2) 0.0313(2) 0.42150(18) 0.0393(8) Uani 1 1 d . . . . .
H23 H 0.2478 0.0265 0.4412 0.047 Uiso 1 1 calc R U . . .
C15 C 0.3254(2) 0.1024(2) 0.37326(16) 0.0328(7) Uani 1 1 d . . . . .
C16 C 0.4442(2) 0.1862(2) 0.30112(17) 0.0320(7) Uani 1 1 d . . . . .
H31 H 0.5071 0.1897 0.2876 0.038 Uiso 1 1 calc R U . . .
C17 C 0.4216(2) 0.3260(2) 0.2343(2) 0.0426(8) Uani 1 1 d . . . . .
H32A H 0.4795 0.3090 0.2107 0.051 Uiso 1 1 calc R U . . .
H32B H 0.4330 0.3816 0.2617 0.051 Uiso 1 1 calc R U . . .
C18 C 0.3426(2) 0.3420(2) 0.1832(2) 0.0440(8) Uani 1 1 d . . . . .
H36A H 0.3518 0.4009 0.1594 0.053 Uiso 1 1 calc R U . . .
H36B H 0.3420 0.2925 0.1489 0.053 Uiso 1 1 calc R U . . .
C19 C -0.1147(4) 0.7048(4) -0.0053(3) 0.0774(15) Uani 1 1 d . . . . .
H37A H -0.1308 0.7452 0.0324 0.116 Uiso 1 1 calc R U . . .
H37B H -0.1675 0.6997 -0.0362 0.116 Uiso 1 1 calc R U . . .
H37C H -0.0616 0.7300 -0.0298 0.116 Uiso 1 1 calc R U . . .
C20 C 0.2802(3) -0.1060(4) 0.5241(2) 0.0723(14) Uani 1 1 d . . . . .
H39A H 0.2692 -0.0469 0.5459 0.108 Uiso 1 1 calc R U . . .
H39B H 0.2850 -0.1536 0.5589 0.108 Uiso 1 1 calc R U . . .
H39C H 0.2287 -0.1202 0.4936 0.108 Uiso 1 1 calc R U . . .
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'
Mn Mn 0.3368 0.7283 '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'
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
O3 Mn1 O3 93.86(17) . 2_565
O3 Mn1 O2 172.71(10) . .
O3 Mn1 O2 90.20(11) 2_565 .
O3 Mn1 O2 90.20(11) . 2_565
O3 Mn1 O2 172.71(10) 2_565 2_565
O2 Mn1 O2 86.43(15) . 2_565
O3 Mn1 N1 89.87(10) . 2_565
O3 Mn1 N1 83.58(11) 2_565 2_565
O2 Mn1 N1 96.61(10) . 2_565
O2 Mn1 N1 90.38(10) 2_565 2_565
O3 Mn1 N1 83.58(11) . .
O3 Mn1 N1 89.87(10) 2_565 .
O2 Mn1 N1 90.38(10) . .
O2 Mn1 N1 96.61(10) 2_565 .
N1 Mn1 N1 170.41(17) 2_565 .
O5 Mn2 O5 92.58(16) 2 .
O5 Mn2 O4 173.34(10) 2 2
O5 Mn2 O4 90.90(12) . 2
O5 Mn2 O4 90.90(12) 2 .
O5 Mn2 O4 173.34(10) . .
O4 Mn2 O4 86.21(17) 2 .
O5 Mn2 N2 84.30(10) 2 2
O5 Mn2 N2 89.68(10) . 2
O4 Mn2 N2 90.05(10) 2 2
O4 Mn2 N2 96.32(10) . 2
O5 Mn2 N2 89.68(10) 2 .
O5 Mn2 N2 84.29(10) . .
O4 Mn2 N2 96.32(10) 2 .
O4 Mn2 N2 90.05(10) . .
N2 Mn2 N2 171.28(16) 2 .
C7 N1 C8 121.1(3) . .
C7 N1 Mn1 126.4(2) . .
C8 N1 Mn1 111.6(2) . .
C16 N2 C17 121.9(3) . .
C16 N2 Mn2 126.6(2) . .
C17 N2 Mn2 111.1(2) . .
C1 O1 C19 118.6(3) . .
C5 O2 Mn1 129.5(2) . .
C9 O3 Mn1 111.2(2) . .
C15 O4 Mn2 129.0(2) . .
C18 O5 Mn2 112.52(19) . .
C13 O6 C20 117.8(3) . .
O1 C1 C6 124.2(4) . .
O1 C1 C2 114.4(3) . .
C6 C1 C2 121.4(3) . .
C3 C2 C1 119.1(3) . .
C3 C2 H2 120.5 . .
C1 C2 H2 120.5 . .
C2 C3 C4 122.0(3) . .
C2 C3 H3 119.0 . .
C4 C3 H3 119.0 . .
C5 C4 C3 118.3(3) . .
C5 C4 C7 123.2(3) . .
C3 C4 C7 118.5(3) . .
O2 C5 C6 117.5(3) . .
O2 C5 C4 123.2(3) . .
C6 C5 C4 119.2(3) . .
C1 C6 C5 120.0(3) . .
C1 C6 H6 120.0 . .
C5 C6 H6 120.0 . .
N1 C7 C4 125.3(3) . .
N1 C7 H7 117.3 . .
C4 C7 H7 117.3 . .
N1 C8 C9 104.8(3) . .
N1 C8 H8A 110.8 . .
C9 C8 H8A 110.8 . .
N1 C8 H8B 110.8 . .
C9 C8 H8B 110.8 . .
H8A C8 H8B 108.9 . .
O3 C9 C8 108.0(3) . .
O3 C9 H18A 110.1 . .
C8 C9 H18A 110.1 . .
O3 C9 H18B 110.1 . .
C8 C9 H18B 110.1 . .
H18A C9 H18B 108.4 . .
C11 C10 C15 118.2(3) . .
C11 C10 C16 119.6(3) . .
C15 C10 C16 122.1(3) . .
C12 C11 C10 122.7(3) . .
C12 C11 H20 118.6 . .
C10 C11 H20 118.6 . .
C11 C12 C13 119.2(3) . .
C11 C12 H21 120.4 . .
C13 C12 H21 120.4 . .
O6 C13 C14 125.4(3) . .
O6 C13 C12 114.6(3) . .
C14 C13 C12 120.0(3) . .
C13 C14 C15 121.2(3) . .
C13 C14 H23 119.4 . .
C15 C14 H23 119.4 . .
O4 C15 C14 118.0(3) . .
O4 C15 C10 123.3(3) . .
C14 C15 C10 118.7(3) . .
N2 C16 C10 125.5(3) . .
N2 C16 H31 117.3 . .
C10 C16 H31 117.3 . .
N2 C17 C18 104.7(3) . .
N2 C17 H32A 110.8 . .
C18 C17 H32A 110.8 . .
N2 C17 H32B 110.8 . .
C18 C17 H32B 110.8 . .
H32A C17 H32B 108.9 . .
O5 C18 C17 108.3(3) . .
O5 C18 H36A 110.0 . .
C17 C18 H36A 110.0 . .
O5 C18 H36B 110.0 . .
C17 C18 H36B 110.0 . .
H36A C18 H36B 108.4 . .
O1 C19 H37A 109.5 . .
O1 C19 H37B 109.5 . .
H37A C19 H37B 109.5 . .
O1 C19 H37C 109.5 . .
H37A C19 H37C 109.5 . .
H37B C19 H37C 109.5 . .
O6 C20 H39A 109.5 . .
O6 C20 H39B 109.5 . .
H39A C20 H39B 109.5 . .
O6 C20 H39C 109.5 . .
H39A C20 H39C 109.5 . .
H39B C20 H39C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O3 1.847(2) .
Mn1 O3 1.847(2) 2_565
Mn1 O2 1.917(2) .
Mn1 O2 1.917(2) 2_565
Mn1 N1 1.978(3) 2_565
Mn1 N1 1.978(3) .
Mn2 O5 1.853(2) 2
Mn2 O5 1.853(2) .
Mn2 O4 1.909(2) 2
Mn2 O4 1.909(2) .
Mn2 N2 1.964(3) 2
Mn2 N2 1.964(3) .
N1 C7 1.287(4) .
N1 C8 1.475(4) .
N2 C16 1.281(4) .
N2 C17 1.470(4) .
O1 C1 1.361(4) .
O1 C19 1.421(6) .
O2 C5 1.306(4) .
O3 C9 1.415(4) .
O4 C15 1.303(4) .
O5 C18 1.407(4) .
O6 C13 1.353(4) .
O6 C20 1.424(5) .
C1 C6 1.378(5) .
C1 C2 1.402(6) .
C2 C3 1.359(6) .
C2 H2 0.9300 .
C3 C4 1.419(5) .
C3 H3 0.9300 .
C4 C5 1.418(4) .
C4 C7 1.422(5) .
C5 C6 1.410(5) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 C9 1.502(5) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 H18A 0.9700 .
C9 H18B 0.9700 .
C10 C11 1.407(5) .
C10 C15 1.424(4) .
C10 C16 1.427(5) .
C11 C12 1.353(5) .
C11 H20 0.9300 .
C12 C13 1.414(5) .
C12 H21 0.9300 .
C13 C14 1.378(5) .
C14 C15 1.405(5) .
C14 H23 0.9300 .
C16 H31 0.9300 .
C17 C18 1.511(5) .
C17 H32A 0.9700 .
C17 H32B 0.9700 .
C18 H36A 0.9700 .
C18 H36B 0.9700 .
C19 H37A 0.9600 .
C19 H37B 0.9600 .
C19 H37C 0.9600 .
C20 H39A 0.9600 .
C20 H39B 0.9600 .
C20 H39C 0.9600 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O3 Mn1 O3 C9 62.1(2) 2_565 . . .
O2 Mn1 O3 C9 -124.0(2) 2_565 . . .
N1 Mn1 O3 C9 145.6(3) 2_565 . . .
N1 Mn1 O3 C9 -27.4(2) . . . .
O5 Mn2 O5 C18 -69.2(2) 2 . . .
O4 Mn2 O5 C18 116.5(2) 2 . . .
N2 Mn2 O5 C18 -153.4(2) 2 . . .
N2 Mn2 O5 C18 20.2(2) . . . .
C19 O1 C1 C6 -4.5(5) . . . .
C19 O1 C1 C2 176.0(4) . . . .
O1 C1 C2 C3 179.6(3) . . . .
C6 C1 C2 C3 0.1(5) . . . .
C1 C2 C3 C4 1.1(6) . . . .
C2 C3 C4 C5 -0.8(5) . . . .
C2 C3 C4 C7 -179.1(3) . . . .
Mn1 O2 C5 C6 172.1(2) . . . .
Mn1 O2 C5 C4 -8.0(5) . . . .
C3 C4 C5 O2 179.3(3) . . . .
C7 C4 C5 O2 -2.5(5) . . . .
C3 C4 C5 C6 -0.8(5) . . . .
C7 C4 C5 C6 177.4(3) . . . .
O1 C1 C6 C5 178.9(3) . . . .
C2 C1 C6 C5 -1.6(5) . . . .
O2 C5 C6 C1 -178.2(3) . . . .
C4 C5 C6 C1 1.9(5) . . . .
C8 N1 C7 C4 178.5(3) . . . .
Mn1 N1 C7 C4 10.4(5) . . . .
C5 C4 C7 N1 0.8(5) . . . .
C3 C4 C7 N1 179.0(3) . . . .
C7 N1 C8 C9 -145.8(3) . . . .
Mn1 N1 C8 C9 23.9(3) . . . .
Mn1 O3 C9 C8 48.6(3) . . . .
N1 C8 C9 O3 -45.2(4) . . . .
C15 C10 C11 C12 1.6(6) . . . .
C16 C10 C11 C12 177.2(4) . . . .
C10 C11 C12 C13 -2.7(7) . . . .
C20 O6 C13 C14 -8.4(6) . . . .
C20 O6 C13 C12 170.7(4) . . . .
C11 C12 C13 O6 -178.0(4) . . . .
C11 C12 C13 C14 1.2(7) . . . .
O6 C13 C14 C15 -179.5(4) . . . .
C12 C13 C14 C15 1.4(6) . . . .
Mn2 O4 C15 C14 -169.5(2) . . . .
Mn2 O4 C15 C10 13.1(5) . . . .
C13 C14 C15 O4 -180.0(3) . . . .
C13 C14 C15 C10 -2.5(5) . . . .
C11 C10 C15 O4 178.4(3) . . . .
C16 C10 C15 O4 2.9(5) . . . .
C11 C10 C15 C14 1.0(5) . . . .
C16 C10 C15 C14 -174.4(3) . . . .
C17 N2 C16 C10 177.9(3) . . . .
Mn2 N2 C16 C10 -9.8(5) . . . .
C11 C10 C16 N2 -179.7(3) . . . .
C15 C10 C16 N2 -4.3(5) . . . .
C16 N2 C17 C18 143.3(3) . . . .
Mn2 N2 C17 C18 -30.1(3) . . . .
Mn2 O5 C18 C17 -42.8(3) . . . .
N2 C17 C18 O5 45.9(3) . . . .
