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#$Date: 2023-04-07 11:22:38 +0300 (Fri, 07 Apr 2023) $
#$Revision: 282519 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/70/8107075.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_8107075
loop_
_publ_author_name
'Li, Shengli'
'Li, Zhenhua'
'Kong, Lingqian'
'Ju, Xiuping'
_publ_section_title
;
 Crystal structure of
 (2,2′(cyclohexane-1,2-diylbis(nitrilo(E)methylylidene))diphenolato-κ4
 O,O′,N,N′)dimethanolmanganese(III) bromide, C22H28BrMnN2O4
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              995
_journal_page_last               997
_journal_paper_doi               10.1515/ncrs-2014-8069
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C22 H28 Mn N2 O4, Br'
_chemical_formula_sum            'C22 H28 Br Mn N2 O4'
_chemical_formula_weight         519.31
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 99.692(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.0695(3)
_cell_length_b                   14.5673(5)
_cell_length_c                   19.1743(6)
_cell_measurement_reflns_used    2134
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.764
_cell_measurement_theta_min      2.673
_cell_volume                     2221.78(13)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        SAINT-Plus
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX II CCD area-detector'
_diffrn_measurement_method       'φ and ω 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  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0527
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8469
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         3.26
_exptl_absorpt_coefficient_mu    2.423
_exptl_absorpt_correction_T_max  0.6057
_exptl_absorpt_correction_T_min  0.5204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red-brown
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3902
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0413
_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)+(0.0381P)²+0.4617P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0848
_refine_ls_wR_factor_ref         0.0929
_reflns_number_gt                3086
_reflns_number_total             3902
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2014-8069_suppl.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               8107075
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.10589(5) 0.30693(3) 0.02390(2) 0.04174(15) Uani 1 1 d . . .
Mn1 Mn 0.44647(6) 0.75763(3) 0.10057(2) 0.01940(15) Uani 1 1 d . . .
O1 O 0.5228(3) 0.87246(15) 0.13739(11) 0.0257(5) Uani 1 1 d . . .
O2 O 0.4179(3) 0.71040(15) 0.18901(11) 0.0240(5) Uani 1 1 d . . .
O3 O 0.1769(3) 0.80055(15) 0.08159(12) 0.0273(6) Uani 1 1 d . . .
H3 H 0.1053 0.7730 0.0550 0.033 Uiso 1 1 d R . .
O4 O 0.7125(3) 0.70633(19) 0.11153(13) 0.0415(7) Uani 1 1 d . . .
H4 H 0.7564 0.7029 0.0764 0.050 Uiso 1 1 d R . .
N1 N 0.4729(3) 0.79545(17) 0.00326(13) 0.0182(6) Uani 1 1 d . . .
N2 N 0.3698(3) 0.64103(18) 0.05103(14) 0.0211(6) Uani 1 1 d . . .
C1 C 0.3802(4) 0.7346(2) -0.05186(16) 0.0213(8) Uani 1 1 d . . .
H1 H 0.2603 0.7494 -0.0563 0.026 Uiso 1 1 calc R . .
C2 C 0.4277(5) 0.7409(2) -0.12551(17) 0.0259(8) Uani 1 1 d . . .
H2A H 0.5460 0.7266 -0.1230 0.031 Uiso 1 1 calc R . .
H2B H 0.4082 0.8027 -0.1439 0.031 Uiso 1 1 calc R . .
C3 C 0.3206(5) 0.6725(2) -0.17453(18) 0.0373(10) Uani 1 1 d . . .
H3A H 0.2030 0.6894 -0.1791 0.045 Uiso 1 1 calc R . .
H3B H 0.3518 0.6751 -0.2212 0.045 Uiso 1 1 calc R . .
C4 C 0.3450(5) 0.5756(2) -0.14581(18) 0.0372(10) Uani 1 1 d . . .
H4A H 0.4609 0.5572 -0.1450 0.045 Uiso 1 1 calc R . .
H4B H 0.2737 0.5341 -0.1771 0.045 Uiso 1 1 calc R . .
C5 C 0.3030(5) 0.5677(2) -0.07124(17) 0.0280(8) Uani 1 1 d . . .
H5A H 0.1840 0.5790 -0.0726 0.034 Uiso 1 1 calc R . .
H5B H 0.3280 0.5062 -0.0532 0.034 Uiso 1 1 calc R . .
C6 C 0.4054(4) 0.6372(2) -0.02257(17) 0.0240(8) Uani 1 1 d . . .
H6 H 0.5244 0.6215 -0.0199 0.029 Uiso 1 1 calc R . .
C7 C 0.5657(4) 0.8623(2) -0.01107(17) 0.0220(8) Uani 1 1 d . . .
H7 H 0.5768 0.8707 -0.0581 0.026 Uiso 1 1 calc R . .
C8 C 0.6540(4) 0.9251(2) 0.04036(17) 0.0212(7) Uani 1 1 d . . .
C9 C 0.7645(4) 0.9889(2) 0.01742(19) 0.0255(8) Uani 1 1 d . . .
H9 H 0.7791 0.9883 -0.0297 0.031 Uiso 1 1 calc R . .
C10 C 0.8513(4) 1.0521(2) 0.06287(19) 0.0279(8) Uani 1 1 d . . .
H10 H 0.9258 1.0928 0.0471 0.033 Uiso 1 1 calc R . .
C11 C 0.8260(4) 1.0542(2) 0.13249(19) 0.0264(8) Uani 1 1 d . . .
H11 H 0.8834 1.0970 0.1635 0.032 Uiso 1 1 calc R . .
C12 C 0.7170(4) 0.9937(2) 0.15654(19) 0.0261(8) Uani 1 1 d . . .
H12 H 0.7019 0.9967 0.2035 0.031 Uiso 1 1 calc R . .
C13 C 0.6278(4) 0.9276(2) 0.11145(17) 0.0205(7) Uani 1 1 d . . .
C14 C 0.2591(4) 0.5738(2) 0.14935(17) 0.0231(8) Uani 1 1 d . . .
C15 C 0.1675(4) 0.4984(2) 0.16825(18) 0.0268(8) Uani 1 1 d . . .
H15 H 0.1329 0.4530 0.1349 0.032 Uiso 1 1 calc R . .
C16 C 0.1275(4) 0.4902(2) 0.23494(19) 0.0294(9) Uani 1 1 d . . .
H16 H 0.0665 0.4401 0.2469 0.035 Uiso 1 1 calc R . .
C17 C 0.1811(4) 0.5591(2) 0.28412(18) 0.0280(8) Uani 1 1 d . . .
H17 H 0.1528 0.5550 0.3291 0.034 Uiso 1 1 calc R . .
C18 C 0.2742(4) 0.6327(2) 0.26820(17) 0.0265(8) Uani 1 1 d . . .
H18 H 0.3081 0.6773 0.3024 0.032 Uiso 1 1 calc R . .
C19 C 0.3190(4) 0.6414(2) 0.20061(17) 0.0220(8) Uani 1 1 d . . .
C20 C 0.2938(4) 0.5758(2) 0.07794(17) 0.0242(8) Uani 1 1 d . . .
H20 H 0.2584 0.5258 0.0491 0.029 Uiso 1 1 calc R . .
C21 C 0.1018(5) 0.8509(2) 0.13232(19) 0.0312(9) Uani 1 1 d . . .
H21A H 0.1329 0.8234 0.1782 0.047 Uiso 1 1 calc R . .
H21B H -0.0183 0.8497 0.1190 0.047 Uiso 1 1 calc R . .
H21C H 0.1404 0.9133 0.1339 0.047 Uiso 1 1 calc R . .
C22 C 0.8101(5) 0.6647(2) 0.1704(2) 0.0355(9) Uani 1 1 d . . .
H22A H 0.8959 0.7065 0.1916 0.053 Uiso 1 1 calc R . .
H22B H 0.8615 0.6102 0.1557 0.053 Uiso 1 1 calc R . .
H22C H 0.7398 0.6488 0.2043 0.053 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'
O O 0.0106 0.0060 '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'
Br Br -0.2901 2.4595 '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
O1 Mn1 O2 93.95(10) . .
O1 Mn1 N1 91.48(10) . .
O2 Mn1 N1 174.49(10) . .
O1 Mn1 N2 173.60(10) . .
O2 Mn1 N2 92.45(10) . .
N1 Mn1 N2 82.12(11) . .
O1 Mn1 O3 93.47(9) . .
O2 Mn1 O3 89.17(9) . .
N1 Mn1 O3 91.42(10) . .
N2 Mn1 O3 86.86(10) . .
O1 Mn1 O4 90.76(10) . .
O2 Mn1 O4 93.09(9) . .
N1 Mn1 O4 85.90(10) . .
N2 Mn1 O4 88.64(11) . .
O3 Mn1 O4 175.05(9) . .
C13 O1 Mn1 126.07(19) . .
C19 O2 Mn1 126.7(2) . .
C21 O3 Mn1 123.0(2) . .
C21 O3 H3 110.1 . .
Mn1 O3 H3 122.4 . .
C22 O4 Mn1 128.1(2) . .
C22 O4 H4 112.1 . .
Mn1 O4 H4 119.0 . .
C7 N1 C1 122.9(3) . .
C7 N1 Mn1 124.6(2) . .
C1 N1 Mn1 112.47(19) . .
C20 N2 C6 122.3(3) . .
C20 N2 Mn1 124.7(2) . .
C6 N2 Mn1 113.0(2) . .
N1 C1 C2 116.7(3) . .
N1 C1 C6 105.9(3) . .
C2 C1 C6 110.9(3) . .
N1 C1 H1 107.7 . .
C2 C1 H1 107.7 . .
C6 C1 H1 107.7 . .
C1 C2 C3 109.0(3) . .
C1 C2 H2A 109.9 . .
C3 C2 H2A 109.9 . .
C1 C2 H2B 109.9 . .
C3 C2 H2B 109.9 . .
H2A C2 H2B 108.3 . .
C4 C3 C2 110.9(3) . .
C4 C3 H3A 109.5 . .
C2 C3 H3A 109.5 . .
C4 C3 H3B 109.5 . .
C2 C3 H3B 109.5 . .
H3A C3 H3B 108.0 . .
C3 C4 C5 112.0(3) . .
C3 C4 H4A 109.2 . .
C5 C4 H4A 109.2 . .
C3 C4 H4B 109.2 . .
C5 C4 H4B 109.2 . .
H4A C4 H4B 107.9 . .
C6 C5 C4 109.9(3) . .
C6 C5 H5A 109.7 . .
C4 C5 H5A 109.7 . .
C6 C5 H5B 109.7 . .
C4 C5 H5B 109.7 . .
H5A C5 H5B 108.2 . .
N2 C6 C5 115.8(3) . .
N2 C6 C1 106.2(3) . .
C5 C6 C1 111.5(3) . .
N2 C6 H6 107.7 . .
C5 C6 H6 107.7 . .
C1 C6 H6 107.7 . .
N1 C7 C8 124.9(3) . .
N1 C7 H7 117.5 . .
C8 C7 H7 117.5 . .
C9 C8 C13 119.3(3) . .
C9 C8 C7 118.1(3) . .
C13 C8 C7 122.5(3) . .
C10 C9 C8 121.7(3) . .
C10 C9 H9 119.2 . .
C8 C9 H9 119.2 . .
C9 C10 C11 118.9(3) . .
C9 C10 H10 120.6 . .
C11 C10 H10 120.6 . .
C12 C11 C10 121.0(3) . .
C12 C11 H11 119.5 . .
C10 C11 H11 119.5 . .
C11 C12 C13 121.4(3) . .
C11 C12 H12 119.3 . .
C13 C12 H12 119.3 . .
O1 C13 C12 118.5(3) . .
O1 C13 C8 123.8(3) . .
C12 C13 C8 117.7(3) . .
C15 C14 C19 119.8(3) . .
C15 C14 C20 117.1(3) . .
C19 C14 C20 123.1(3) . .
C16 C15 C14 121.6(3) . .
C16 C15 H15 119.2 . .
C14 C15 H15 119.2 . .
C15 C16 C17 118.1(3) . .
C15 C16 H16 121.0 . .
C17 C16 H16 121.0 . .
C18 C17 C16 122.0(3) . .
C18 C17 H17 119.0 . .
C16 C17 H17 119.0 . .
C17 C18 C19 120.6(3) . .
C17 C18 H18 119.7 . .
C19 C18 H18 119.7 . .
O2 C19 C18 118.5(3) . .
O2 C19 C14 123.7(3) . .
C18 C19 C14 117.7(3) . .
N2 C20 C14 125.3(3) . .
N2 C20 H20 117.4 . .
C14 C20 H20 117.4 . .
O3 C21 H21A 109.5 . .
O3 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
O3 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
O4 C22 H22A 109.5 . .
O4 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
O4 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O1 1.879(2) .
Mn1 O2 1.880(2) .
Mn1 N1 1.991(3) .
Mn1 N2 1.993(3) .
Mn1 O3 2.234(2) .
Mn1 O4 2.249(2) .
O1 C13 1.324(4) .
O2 C19 1.326(4) .
O3 C21 1.431(4) .
O3 H3 0.8101 .
O4 C22 1.401(4) .
O4 H4 0.8132 .
N1 C7 1.286(4) .
N1 C1 1.482(4) .
N2 C20 1.285(4) .
N2 C6 1.488(4) .
C1 C2 1.527(4) .
C1 C6 1.528(5) .
C1 H1 0.9800 .
C2 C3 1.532(5) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C4 1.516(5) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 C5 1.529(4) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C6 1.523(5) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 H6 0.9800 .
C7 C8 1.443(5) .
C7 H7 0.9300 .
C8 C9 1.408(4) .
C8 C13 1.415(4) .
C9 C10 1.376(5) .
C9 H9 0.9300 .
C10 C11 1.385(5) .
C10 H10 0.9300 .
C11 C12 1.378(5) .
C11 H11 0.9300 .
C12 C13 1.409(5) .
C12 H12 0.9300 .
C14 C15 1.404(4) .
C14 C19 1.418(5) .
C14 C20 1.443(4) .
C15 C16 1.376(5) .
C15 H15 0.9300 .
C16 C17 1.395(5) .
C16 H16 0.9300 .
C17 C18 1.373(5) .
C17 H17 0.9300 .
C18 C19 1.408(4) .
C18 H18 0.9300 .
C20 H20 0.9300 .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
