#------------------------------------------------------------------------------
#$Date: 2019-11-23 05:36:40 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232240 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/72/4347278.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_4347278
loop_
_publ_author_name
'Li, Li'
'Nishihara, Sadafumi'
'Inoue, Katsuya'
'Kurmoo, Mohamedally'
_publ_section_title
;
 Progressive Transformation between Two Magnetic Ground States for One
 Crystal Structure of a Chiral Molecular Magnet.
;
_journal_issue                   6
_journal_name_full               'Inorganic chemistry'
_journal_page_first              3047
_journal_page_last               3057
_journal_paper_doi               10.1021/acs.inorgchem.5b02956
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C5 H9 Mn1.33 N4 O3'
_chemical_formula_weight         246.41
_space_group_IT_number           173
_space_group_name_Hall           'P 6c'
_space_group_name_H-M_alt        'P 63'
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   'P 63'
_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            6
_cell_length_a                   13.5105(9)
_cell_length_b                   13.5105(9)
_cell_length_c                   8.0463(5)
_cell_measurement_reflns_used    6754
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.91
_cell_measurement_theta_min      3.02
_cell_volume                     1271.95(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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  0.0209
_diffrn_reflns_av_sigmaI/netI    0.0234
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9098
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.91
_diffrn_reflns_theta_min         3.02
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.012
_exptl_absorpt_correction_T_max  0.9061
_exptl_absorpt_correction_T_min  0.8241
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.930
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             746
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.592
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1865
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.136
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0302P)²+0.3990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0577
_refine_ls_wR_factor_ref         0.0599
_reflns_number_gt                1735
_reflns_number_total             1865
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b02956_si_003.cif
_cod_data_source_block           D1-SG_rehydrated_293K
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Hexagonal' was changed to
'hexagonal' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P6(3)
_cod_database_code               4347278
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, x, z+1/2'
'y, -x+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
Mn2 Mn 0.3333 0.6667 -0.42123(8) 0.01394(14) Uani 1 3 d S
Mn1 Mn 0.30249(3) 0.33811(3) -0.04567(5) 0.02156(11) Uani 1 1 d .
O2 O 0.22935(17) 0.18085(15) 0.0935(3) 0.0322(4) Uani 1 1 d .
C5 C 0.53506(19) 0.32246(18) -0.0488(4) 0.0196(5) Uani 1 1 d .
C4 C 0.3541(2) 0.5599(2) -0.2763(3) 0.0206(5) Uani 1 1 d .
O1 O 0.24407(18) 0.05720(17) 0.2541(3) 0.0321(5) Uani 1 1 d .
C1 C 0.2669(2) 0.1574(2) 0.2199(3) 0.0214(5) Uani 1 1 d .
N1 N 0.3466(2) 0.2080(2) 0.5002(3) 0.0276(5) Uani 1 1 d .
H1A H 0.2861 0.1978 0.5606 0.033 Uiso 1 1 calc R
H1B H 0.4110 0.2560 0.5554 0.033 Uiso 1 1 calc R
C2 C 0.3455(2) 0.2542(2) 0.3361(3) 0.0203(5) Uani 1 1 d .
H1 H 0.4230 0.2864 0.2912 0.024 Uiso 1 1 calc R
N2 N 0.3668(2) 0.42757(19) 0.1980(3) 0.0266(5) Uani 1 1 d .
H2A H 0.4435 0.4604 0.1998 0.032 Uiso 1 1 calc R
H2B H 0.3496 0.4837 0.2056 0.032 Uiso 1 1 calc R
C3 C 0.3197(3) 0.3524(2) 0.3445(4) 0.0300(7) Uani 1 1 d .
H2 H 0.2377 0.3215 0.3492 0.036 Uiso 1 1 calc R
H3 H 0.3529 0.3966 0.4449 0.036 Uiso 1 1 calc R
N4 N 0.4559(2) 0.3208(2) -0.1061(3) 0.0291(5) Uani 1 1 d .
N3 N 0.3684(2) 0.5000(2) -0.1900(3) 0.0334(6) Uani 1 1 d .
O3 O 0.3333 0.6667 0.0944(18) 0.216(6) Uani 1 3 d S
O5 O 0.0000 0.0000 0.430(4) 0.255(8) Uani 1 3 d S
O4 O 0.0000 0.0000 0.1335(4) 0.0243(8) Uani 1 3 d S
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
C4 Mn2 C4 88.85(11) . 4_565
C4 Mn2 C4 88.85(11) . 3_665
C4 Mn2 C4 88.85(11) 4_565 3_665
C4 Mn2 C5 173.70(12) . 6_564
C4 Mn2 C5 90.24(10) 4_565 6_564
C4 Mn2 C5 84.90(10) 3_665 6_564
C4 Mn2 C5 90.24(10) . 5_554
C4 Mn2 C5 84.90(10) 4_565 5_554
C4 Mn2 C5 173.70(12) 3_665 5_554
C5 Mn2 C5 95.88(11) 6_564 5_554
C4 Mn2 C5 84.90(10) . 2_664
C4 Mn2 C5 173.70(12) 4_565 2_664
C4 Mn2 C5 90.24(10) 3_665 2_664
C5 Mn2 C5 95.88(11) 6_564 2_664
C5 Mn2 C5 95.88(11) 5_554 2_664
O2 Mn1 O1 88.14(8) . 5_554
O2 Mn1 N3 176.73(9) . .
O1 Mn1 N3 90.29(10) 5_554 .
O2 Mn1 N2 86.56(8) . .
O1 Mn1 N2 160.45(8) 5_554 .
N3 Mn1 N2 93.99(9) . .
O2 Mn1 N4 90.12(9) . .
O1 Mn1 N4 102.14(8) 5_554 .
N3 Mn1 N4 93.02(9) . .
N2 Mn1 N4 96.68(9) . .
O2 Mn1 N1 89.28(9) . 5_554
O1 Mn1 N1 73.65(8) 5_554 5_554
N3 Mn1 N1 87.52(9) . 5_554
N2 Mn1 N1 87.48(8) . 5_554
N4 Mn1 N1 175.76(9) . 5_554
C1 O2 Mn1 129.09(18) . .
N4 C5 Mn2 172.0(3) . 2_665
N3 C4 Mn2 178.3(2) . .
C1 O1 Mn1 117.63(17) . 6
O2 C1 O1 122.7(2) . .
O2 C1 C2 118.7(2) . .
O1 C1 C2 118.6(2) . .
C2 N1 Mn1 106.30(15) . 6
C2 N1 H1A 110.5 . .
Mn1 N1 H1A 110.5 6 .
C2 N1 H1B 110.5 . .
Mn1 N1 H1B 110.5 6 .
H1A N1 H1B 108.7 . .
N1 C2 C1 109.8(2) . .
N1 C2 C3 112.6(2) . .
C1 C2 C3 114.0(2) . .
N1 C2 H1 106.6 . .
C1 C2 H1 106.6 . .
C3 C2 H1 106.6 . .
C3 N2 Mn1 114.25(17) . .
C3 N2 H2A 108.7 . .
Mn1 N2 H2A 108.7 . .
C3 N2 H2B 108.7 . .
Mn1 N2 H2B 108.7 . .
H2A N2 H2B 107.6 . .
N2 C3 C2 110.7(2) . .
N2 C3 H2 109.5 . .
C2 C3 H2 109.5 . .
N2 C3 H3 109.5 . .
C2 C3 H3 109.5 . .
H2 C3 H3 108.1 . .
C5 N4 Mn1 143.5(2) . .
C4 N3 Mn1 151.2(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn2 C4 1.980(3) .
Mn2 C4 1.981(3) 4_565
Mn2 C4 1.981(3) 3_665
Mn2 C5 1.994(3) 6_564
Mn2 C5 1.994(3) 5_554
Mn2 C5 1.994(3) 2_664
Mn1 O2 2.1552(19) .
Mn1 O1 2.160(2) 5_554
Mn1 N3 2.232(2) .
Mn1 N2 2.238(2) .
Mn1 N4 2.252(2) .
Mn1 N1 2.303(2) 5_554
O2 C1 1.246(3) .
C5 N4 1.155(3) .
C5 Mn2 1.994(3) 2_665
C4 N3 1.153(4) .
O1 C1 1.259(3) .
O1 Mn1 2.160(2) 6
C1 C2 1.525(4) .
N1 C2 1.464(3) .
N1 Mn1 2.303(2) 6
N1 H1A 0.9000 .
N1 H1B 0.9000 .
C2 C3 1.533(3) .
C2 H1 0.9800 .
N2 C3 1.476(4) .
N2 H2A 0.9000 .
N2 H2B 0.9000 .
C3 H2 0.9700 .
C3 H3 0.9700 .
O5 O4 1.64(3) 2
O4 O5 1.64(3) 2_554
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O1 0.90 2.34 3.181(3) 156.6 5
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
O1 Mn1 O2 C1 164.1(2) 5_554
N3 Mn1 O2 C1 -134.6(16) .
N2 Mn1 O2 C1 -34.7(2) .
N4 Mn1 O2 C1 62.0(3) .
N1 Mn1 O2 C1 -122.2(2) 5_554
C4 Mn2 C4 N3 -100(8) 4_565
C4 Mn2 C4 N3 -11(8) 3_665
C5 Mn2 C4 N3 -18(9) 6_564
C5 Mn2 C4 N3 175(100) 5_554
C5 Mn2 C4 N3 79(8) 2_664
Mn1 O2 C1 O1 -152.2(2) .
Mn1 O2 C1 C2 26.6(4) .
Mn1 O1 C1 O2 170.0(2) 6
Mn1 O1 C1 C2 -8.8(3) 6
Mn1 N1 C2 C1 36.9(2) 6
Mn1 N1 C2 C3 165.16(18) 6
O2 C1 C2 N1 159.7(2) .
O1 C1 C2 N1 -21.4(3) .
O2 C1 C2 C3 32.2(3) .
O1 C1 C2 C3 -148.9(3) .
O2 Mn1 N2 C3 -10.22(18) .
O1 Mn1 N2 C3 64.3(3) 5_554
N3 Mn1 N2 C3 166.55(18) .
N4 Mn1 N2 C3 -99.93(19) .
N1 Mn1 N2 C3 79.22(19) 5_554
Mn1 N2 C3 C2 57.7(3) .
N1 C2 C3 N2 155.4(2) .
C1 C2 C3 N2 -78.6(3) .
Mn2 C5 N4 Mn1 -9.9(18) 2_665
O2 Mn1 N4 C5 -67.7(3) .
O1 Mn1 N4 C5 -155.8(3) 5_554
N3 Mn1 N4 C5 113.3(3) .
N2 Mn1 N4 C5 18.9(4) .
N1 Mn1 N4 C5 -149.5(11) 5_554
Mn2 C4 N3 Mn1 148(8) .
O2 Mn1 N3 C4 -21(2) .
O1 Mn1 N3 C4 40.5(5) 5_554
N2 Mn1 N3 C4 -120.5(5) .
N4 Mn1 N3 C4 142.6(5) .
N1 Mn1 N3 C4 -33.2(5) 5_554
