#------------------------------------------------------------------------------
#$Date: 2021-03-05 20:41:29 +0200 (Fri, 05 Mar 2021) $
#$Revision: 262762 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/23/2022315.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2022315
loop_
_publ_author_name
'McKee, Vickie'
'Kose, Muhammet'
_publ_section_title
;
 Manganese(II) complexes derived from acyclic ligands having flexible
 alcohol arms: structural chracterization and SOD and catalase mimetic
 studies
;
_journal_coeditor_code           JX3060
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              100
_journal_page_last               110
_journal_paper_doi               10.1107/S2053229621000395
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          'C11 H15 N3 O2'
_chemical_formula_moiety         'C11 H15 N3 O2'
_chemical_formula_sum            'C11 H15 N3 O2'
_chemical_formula_weight         221.26
_chemical_name_systematic
;
2,2'-[(Pyridine-2,6-diyl)bis(nitrilomethanylylidene)]diethanol}manganese(II)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 94.393(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.874(3)
_cell_length_b                   4.5259(12)
_cell_length_c                   24.792(7)
_cell_measurement_reflns_used    1048
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      24.48
_cell_measurement_theta_min      2.54
_cell_volume                     1104.7(5)
_computing_cell_refinement
;
SAINT (Bruker, 1998)
;
_computing_data_collection
;
APEX2 (Bruker, 1998)
;
_computing_data_reduction
;
SAINT (Bruker, 1998)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_av_unetI/netI     0.0586
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            9082
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.383
_diffrn_reflns_theta_min         1.648
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2009)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_description       plate
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.275
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2256
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0953
_refine_ls_R_factor_gt           0.0515
_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)+(0.0728P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1282
_refine_ls_wR_factor_ref         0.1482
_reflns_number_gt                1442
_reflns_number_total             2256
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jx3060sup1.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 2022315--2022321.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2022315
_cod_database_fobs_code          2022315
_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.
;
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 1.15414(18) 0.4340(4) 0.21965(7) 0.0315(5) Uani d 1 . .
H H1 1.1382 0.4014 0.2519 0.047 Uiso calc 1 . .
C C1 1.1400(2) 0.7430(6) 0.20850(10) 0.0278(6) Uani d 1 . .
H H1A 1.2297 0.8270 0.2016 0.033 Uiso calc 1 . .
H H1B 1.1072 0.8448 0.2404 0.033 Uiso calc 1 . .
C C2 1.0414(2) 0.7953(6) 0.15995(10) 0.0275(6) Uani d 1 . .
H H2A 1.0473 1.0040 0.1484 0.033 Uiso calc 1 . .
H H2B 1.0663 0.6687 0.1297 0.033 Uiso calc 1 . .
N N1 0.90154(19) 0.7288(5) 0.17243(8) 0.0248(5) Uani d 1 . .
C C3 0.8359(2) 0.5444(5) 0.14214(9) 0.0237(6) Uani d 1 . .
H H3 0.8800 0.4565 0.1134 0.028 Uiso calc 1 . .
C C4 0.6943(2) 0.4601(5) 0.14938(9) 0.0216(5) Uani d 1 . .
C C5 0.6222(2) 0.5775(5) 0.19028(9) 0.0236(6) Uani d 1 . .
H H5 0.6641 0.7139 0.2155 0.028 Uiso calc 1 . .
C C6 0.4889(2) 0.4932(5) 0.19383(9) 0.0244(6) Uani d 1 . .
H H6 0.4376 0.5720 0.2214 0.029 Uiso calc 1 . .
C C7 0.4309(2) 0.2933(5) 0.15693(9) 0.0238(6) Uani d 1 . .
H H7 0.3390 0.2339 0.1585 0.029 Uiso calc 1 . .
C C8 0.5096(2) 0.1797(5) 0.11728(9) 0.0217(5) Uani d 1 . .
N N2 0.63962(19) 0.2601(4) 0.11339(8) 0.0232(5) Uani d 1 . .
C C9 0.4539(2) -0.0404(5) 0.07759(9) 0.0231(6) Uani d 1 . .
H H9 0.5107 -0.1197 0.0519 0.028 Uiso calc 1 . .
N N3 0.3321(2) -0.1247(5) 0.07725(8) 0.0265(5) Uani d 1 . .
C C10 0.2823(3) -0.3428(5) 0.03700(10) 0.0271(6) Uani d 1 . .
H H10A 0.2550 -0.5248 0.0555 0.033 Uiso calc 1 . .
H H10B 0.3559 -0.3947 0.0137 0.033 Uiso calc 1 . .
C C11 0.1622(3) -0.2217(6) 0.00246(10) 0.0297(6) Uani d 1 . .
H H11A 0.1200 -0.3840 -0.0197 0.036 Uiso calc 1 . .
H H11B 0.0938 -0.1482 0.0264 0.036 Uiso calc 1 . .
O O2 0.1971(2) 0.0110(4) -0.03238(7) 0.0335(5) Uani d 1 . .
H H2 0.2433 -0.0570 -0.0566 0.050 Uiso calc 1 . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 H1 . . 109.5 ?
O1 C1 C2 . . 110.8(2) ?
O1 C1 H1A . . 109.5 ?
C2 C1 H1A . . 109.5 ?
O1 C1 H1B . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 108.1 ?
N1 C2 C1 . . 111.1(2) ?
N1 C2 H2A . . 109.4 ?
C1 C2 H2A . . 109.4 ?
N1 C2 H2B . . 109.4 ?
C1 C2 H2B . . 109.4 ?
H2A C2 H2B . . 108.0 ?
C3 N1 C2 . . 117.2(2) ?
N1 C3 C4 . . 123.1(2) ?
N1 C3 H3 . . 118.5 ?
C4 C3 H3 . . 118.5 ?
N2 C4 C5 . . 122.4(2) ?
N2 C4 C3 . . 115.3(2) ?
C5 C4 C3 . . 122.3(2) ?
C6 C5 C4 . . 119.1(2) ?
C6 C5 H5 . . 120.5 ?
C4 C5 H5 . . 120.5 ?
C5 C6 C7 . . 119.3(2) ?
C5 C6 H6 . . 120.4 ?
C7 C6 H6 . . 120.4 ?
C6 C7 C8 . . 118.9(2) ?
C6 C7 H7 . . 120.5 ?
C8 C7 H7 . . 120.5 ?
N2 C8 C7 . . 122.4(2) ?
N2 C8 C9 . . 116.3(2) ?
C7 C8 C9 . . 121.3(2) ?
C8 N2 C4 . . 117.9(2) ?
N3 C9 C8 . . 121.0(2) ?
N3 C9 H9 . . 119.5 ?
C8 C9 H9 . . 119.5 ?
C9 N3 C10 . . 118.7(2) ?
N3 C10 C11 . . 110.5(2) ?
N3 C10 H10A . . 109.6 ?
C11 C10 H10A . . 109.6 ?
N3 C10 H10B . . 109.6 ?
C11 C10 H10B . . 109.6 ?
H10A C10 H10B . . 108.1 ?
O2 C11 C10 . . 113.4(2) ?
O2 C11 H11A . . 108.9 ?
C10 C11 H11A . . 108.9 ?
O2 C11 H11B . . 108.9 ?
C10 C11 H11B . . 108.9 ?
H11A C11 H11B . . 107.7 ?
C11 O2 H2 . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.430(3) ?
O1 H1 . 0.8400 ?
C1 C2 . 1.508(3) ?
C1 H1A . 0.9900 ?
C1 H1B . 0.9900 ?
C2 N1 . 1.470(3) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
N1 C3 . 1.267(3) ?
C3 C4 . 1.473(3) ?
C3 H3 . 0.9500 ?
C4 N2 . 1.354(3) ?
C4 C5 . 1.389(3) ?
C5 C6 . 1.379(3) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.379(3) ?
C6 H6 . 0.9500 ?
C7 C8 . 1.397(3) ?
C7 H7 . 0.9500 ?
C8 N2 . 1.345(3) ?
C8 C9 . 1.476(3) ?
C9 N3 . 1.261(3) ?
C9 H9 . 0.9500 ?
N3 C10 . 1.462(3) ?
C10 C11 . 1.512(3) ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C11 O2 . 1.421(3) ?
C11 H11A . 0.9900 ?
C11 H11B . 0.9900 ?
O2 H2 . 0.8400 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 N1 2_745 0.84 2.10 2.924(3) 168.2
O2 H2 N2 3_655 0.84 2.10 2.939(3) 175.2
C5 H5 O1 2_755 0.95 2.52 3.422(3) 158.2
