#------------------------------------------------------------------------------
#$Date: 2019-11-23 05:35:19 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232238 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/72/4347259.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_4347259
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                   13.5263(9)
_cell_length_b                   13.5263(9)
_cell_length_c                   8.0567(5)
_cell_measurement_reflns_used    6560
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.99
_cell_measurement_theta_min      3.01
_cell_volume                     1276.57(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      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0206
_diffrn_reflns_av_sigmaI/netI    0.0204
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            7516
_diffrn_reflns_theta_full        27.99
_diffrn_reflns_theta_max         27.99
_diffrn_reflns_theta_min         1.74
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.005
_exptl_absorpt_correction_T_max  0.9064
_exptl_absorpt_correction_T_min  0.6899
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.923
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             746
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.582
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.036(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1837
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.155
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0190
_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)+(0.0304P)²+0.3182P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0564
_refine_ls_wR_factor_ref         0.0566
_reflns_number_gt                1813
_reflns_number_total             1837
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b02956_si_002.cif
_cod_data_source_block           D1-SG_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               4347259
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 -0.42058(6) 0.01395(10) Uani 1 3 d S
Mn1 Mn 0.30250(2) 0.33791(2) -0.04587(5) 0.02190(9) Uani 1 1 d .
O2 O 0.22991(14) 0.18078(13) 0.0928(2) 0.0332(4) Uani 1 1 d .
C5 C 0.53535(15) 0.32262(14) -0.0489(3) 0.0210(4) Uani 1 1 d .
C4 C 0.35426(15) 0.56009(16) -0.2758(3) 0.0209(4) Uani 1 1 d .
O1 O 0.24517(15) 0.05733(13) 0.2531(2) 0.0314(4) Uani 1 1 d .
C1 C 0.26724(17) 0.15694(17) 0.2191(3) 0.0226(4) Uani 1 1 d .
N1 N 0.34651(18) 0.20763(17) 0.4997(2) 0.0280(4) Uani 1 1 d .
H1A H 0.2861 0.1975 0.5599 0.034 Uiso 1 1 calc R
H1B H 0.4107 0.2555 0.5550 0.034 Uiso 1 1 calc R
C2 C 0.34566(16) 0.25420(17) 0.3360(3) 0.0205(4) Uani 1 1 d .
H1 H 0.4232 0.2867 0.2915 0.025 Uiso 1 1 calc R
N2 N 0.36678(16) 0.42724(15) 0.1976(3) 0.0270(4) Uani 1 1 d .
H2A H 0.4433 0.4600 0.1994 0.032 Uiso 1 1 calc R
H2B H 0.3495 0.4833 0.2053 0.032 Uiso 1 1 calc R
C3 C 0.3196(2) 0.3519(2) 0.3441(4) 0.0297(5) Uani 1 1 d .
H2 H 0.2376 0.3208 0.3484 0.036 Uiso 1 1 calc R
H3 H 0.3524 0.3960 0.4444 0.036 Uiso 1 1 calc R
N4 N 0.45632(16) 0.32084(17) -0.1063(3) 0.0292(4) Uani 1 1 d .
N3 N 0.36859(17) 0.50032(17) -0.1898(3) 0.0336(5) Uani 1 1 d .
O3 O 0.3333 0.6667 0.0942(14) 0.183(4) Uani 1 3 d S
O5 O 0.0000 0.0000 0.420(5) 0.325(11) Uani 1 3 d S
O4 O 0.0000 0.0000 0.1346(3) 0.0194(5) 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 88.87(9) 4_565 3_665
C4 Mn2 C4 88.87(9) 4_565 .
C4 Mn2 C4 88.87(9) 3_665 .
C4 Mn2 C5 173.80(9) 4_565 2_664
C4 Mn2 C5 90.46(8) 3_665 2_664
C4 Mn2 C5 84.96(8) . 2_664
C4 Mn2 C5 84.95(8) 4_565 5_554
C4 Mn2 C5 173.80(9) 3_665 5_554
C4 Mn2 C5 90.46(8) . 5_554
C5 Mn2 C5 95.63(9) 2_664 5_554
C4 Mn2 C5 90.45(8) 4_565 6_564
C4 Mn2 C5 84.96(8) 3_665 6_564
C4 Mn2 C5 173.80(9) . 6_564
C5 Mn2 C5 95.62(9) 2_664 6_564
C5 Mn2 C5 95.62(9) 5_554 6_564
O2 Mn1 O1 88.58(7) . 5_554
O2 Mn1 N3 176.90(7) . .
O1 Mn1 N3 89.99(8) 5_554 .
O2 Mn1 N2 86.60(7) . .
O1 Mn1 N2 160.66(7) 5_554 .
N3 Mn1 N2 93.87(8) . .
O2 Mn1 N4 89.99(7) . .
O1 Mn1 N4 102.11(7) 5_554 .
N3 Mn1 N4 93.00(8) . .
N2 Mn1 N4 96.61(7) . .
O2 Mn1 N1 89.52(7) . 5_554
O1 Mn1 N1 73.71(7) 5_554 5_554
N3 Mn1 N1 87.44(7) . 5_554
N2 Mn1 N1 87.52(7) . 5_554
N4 Mn1 N1 175.81(7) . 5_554
C1 O2 Mn1 129.34(14) . .
N4 C5 Mn2 172.0(2) . 2_665
N3 C4 Mn2 178.4(2) . .
C1 O1 Mn1 117.92(14) . 6
O2 C1 O1 123.0(2) . .
O2 C1 C2 118.39(18) . .
O1 C1 C2 118.57(18) . .
C2 N1 Mn1 106.52(13) . 6
C2 N1 H1A 110.4 . .
Mn1 N1 H1A 110.4 6 .
C2 N1 H1B 110.4 . .
Mn1 N1 H1B 110.4 6 .
H1A N1 H1B 108.6 . .
N1 C2 C3 112.83(19) . .
N1 C2 C1 109.60(16) . .
C3 C2 C1 114.08(17) . .
N1 C2 H1 106.6 . .
C3 C2 H1 106.6 . .
C1 C2 H1 106.6 . .
C3 N2 Mn1 114.20(14) . .
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 143.4(2) . .
C4 N3 Mn1 151.12(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn2 C4 1.982(2) 4_565
Mn2 C4 1.982(2) 3_665
Mn2 C4 1.982(2) .
Mn2 C5 1.997(2) 2_664
Mn2 C5 1.997(2) 5_554
Mn2 C5 1.997(2) 6_564
Mn1 O2 2.1546(16) .
Mn1 O1 2.1583(17) 5_554
Mn1 N3 2.2376(19) .
Mn1 N2 2.239(2) .
Mn1 N4 2.2583(19) .
Mn1 N1 2.3031(19) 5_554
O2 C1 1.248(3) .
C5 N4 1.154(3) .
C5 Mn2 1.997(2) 2_665
C4 N3 1.152(3) .
O1 C1 1.256(2) .
O1 Mn1 2.1583(17) 6
C1 C2 1.532(3) .
N1 C2 1.464(3) .
N1 Mn1 2.3031(19) 6
N1 H1A 0.9000 .
N1 H1B 0.9000 .
C2 C3 1.531(3) .
C2 H1 0.9800 .
N2 C3 1.480(3) .
N2 H2A 0.9000 .
N2 H2B 0.9000 .
C3 H2 0.9700 .
C3 H3 0.9700 .
O5 O4 1.73(4) 2
O4 O5 1.73(4) 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) 156.2 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 -133.4(15) .
N2 Mn1 O2 C1 -34.6(2) .
N4 Mn1 O2 C1 62.0(2) .
N1 Mn1 O2 C1 -122.1(2) 5_554
C4 Mn2 C4 N3 -101(7) 4_565
C4 Mn2 C4 N3 -12(7) 3_665
C5 Mn2 C4 N3 78(7) 2_664
C5 Mn2 C4 N3 174(100) 5_554
C5 Mn2 C4 N3 -17(8) 6_564
Mn1 O2 C1 O1 -151.97(18) .
Mn1 O2 C1 C2 26.7(3) .
Mn1 O1 C1 O2 170.41(17) 6
Mn1 O1 C1 C2 -8.3(3) 6
Mn1 N1 C2 C3 164.91(14) 6
Mn1 N1 C2 C1 36.62(18) 6
O2 C1 C2 N1 159.7(2) .
O1 C1 C2 N1 -21.5(3) .
O2 C1 C2 C3 32.1(3) .
O1 C1 C2 C3 -149.2(2) .
O2 Mn1 N2 C3 -10.40(14) .
O1 Mn1 N2 C3 65.5(3) 5_554
N3 Mn1 N2 C3 166.53(15) .
N4 Mn1 N2 C3 -99.99(15) .
N1 Mn1 N2 C3 79.27(15) 5_554
Mn1 N2 C3 C2 57.9(2) .
N1 C2 C3 N2 155.47(19) .
C1 C2 C3 N2 -78.6(2) .
Mn2 C5 N4 Mn1 -8.8(14) 2_665
O2 Mn1 N4 C5 -67.7(3) .
O1 Mn1 N4 C5 -156.2(3) 5_554
N3 Mn1 N4 C5 113.1(3) .
N2 Mn1 N4 C5 18.9(3) .
N1 Mn1 N4 C5 -150.9(9) 5_554
Mn2 C4 N3 Mn1 149(7) .
O2 Mn1 N3 C4 -22.0(18) .
O1 Mn1 N3 C4 40.5(4) 5_554
N2 Mn1 N3 C4 -120.6(4) .
N4 Mn1 N3 C4 142.6(4) .
N1 Mn1 N3 C4 -33.2(4) 5_554
