#------------------------------------------------------------------------------
#$Date: 2019-11-23 05:35:19 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232238 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/72/4347261.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_4347261
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                   13.5114(14)
_cell_length_b                   13.5114(14)
_cell_length_c                   8.0589(8)
_cell_measurement_reflns_used    7072
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.94
_cell_measurement_theta_min      3.02
_cell_volume                     1274.1(2)
_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  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7629
_diffrn_reflns_theta_full        27.94
_diffrn_reflns_theta_max         27.94
_diffrn_reflns_theta_min         1.74
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.009
_exptl_absorpt_correction_T_max  0.6894
_exptl_absorpt_correction_T_min  0.2964
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.927
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             746
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.612
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.040(16)
_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         2036
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.155
_refine_ls_R_factor_all          0.0186
_refine_ls_R_factor_gt           0.0184
_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)+(0.0271P)²+0.3270P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0535
_refine_ls_wR_factor_ref         0.0536
_reflns_number_gt                2014
_reflns_number_total             2036
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b02956_si_002.cif
_cod_data_source_block           L1-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               4347261
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 0.92125(6) 0.01349(9) Uani 1 3 d S
Mn1 Mn 0.30247(2) 0.33808(2) 0.54568(4) 0.02150(8) Uani 1 1 d .
O2 O 0.22890(13) 0.18047(12) 0.4065(2) 0.0324(3) Uani 1 1 d .
C5 C 0.53511(14) 0.32253(13) 0.5488(3) 0.0199(3) Uani 1 1 d .
C4 C 0.35407(14) 0.55993(15) 0.7765(2) 0.0206(3) Uani 1 1 d .
O1 O 0.24345(14) 0.05717(12) 0.24514(19) 0.0317(3) Uani 1 1 d .
C1 C 0.26635(16) 0.15693(16) 0.2799(2) 0.0222(3) Uani 1 1 d .
N1 N 0.34674(17) 0.20787(16) -0.0003(2) 0.0277(3) Uani 1 1 d .
H1A H 0.4112 0.2559 -0.0552 0.033 Uiso 1 1 calc R
H1B H 0.2864 0.1977 -0.0609 0.033 Uiso 1 1 calc R
C2 C 0.34533(15) 0.25423(15) 0.1635(2) 0.0199(3) Uani 1 1 d .
H1 H 0.4227 0.2865 0.2086 0.024 Uiso 1 1 calc R
N2 N 0.36706(15) 0.42788(14) 0.3022(2) 0.0271(4) Uani 1 1 d .
H2A H 0.3499 0.4841 0.2947 0.032 Uiso 1 1 calc R
H2B H 0.4437 0.4606 0.3004 0.032 Uiso 1 1 calc R
C3 C 0.3196(2) 0.35242(18) 0.1551(3) 0.0294(4) Uani 1 1 d .
H2 H 0.3528 0.3966 0.0550 0.035 Uiso 1 1 calc R
H3 H 0.2376 0.3215 0.1506 0.035 Uiso 1 1 calc R
N4 N 0.45571(15) 0.32051(15) 0.6058(2) 0.0291(4) Uani 1 1 d .
N3 N 0.36818(15) 0.49968(16) 0.6904(3) 0.0332(4) Uani 1 1 d .
O3 O 0.3333 0.6667 0.4039(14) 0.198(4) Uani 1 3 d S
O5 O 0.0000 0.0000 0.063(3) 0.233(6) Uani 1 3 d S
O4 O 0.0000 0.0000 0.3655(4) 0.0276(6) 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 88.83(8) 4_565 3_665
C4 Mn2 C4 88.83(8) 4_565 .
C4 Mn2 C4 88.83(8) 3_665 .
C4 Mn2 C5 173.71(8) 4_565 2_665
C4 Mn2 C5 90.29(7) 3_665 2_665
C4 Mn2 C5 84.92(7) . 2_665
C4 Mn2 C5 84.92(7) 4_565 5
C4 Mn2 C5 173.71(8) 3_665 5
C4 Mn2 C5 90.29(7) . 5
C5 Mn2 C5 95.84(8) 2_665 5
C4 Mn2 C5 90.29(7) 4_565 6_565
C4 Mn2 C5 84.92(7) 3_665 6_565
C4 Mn2 C5 173.71(8) . 6_565
C5 Mn2 C5 95.84(8) 2_665 6_565
C5 Mn2 C5 95.84(8) 5 6_565
O2 Mn1 O1 87.88(6) . 5
O2 Mn1 N3 176.62(6) . .
O1 Mn1 N3 90.36(7) 5 .
O2 Mn1 N2 86.66(6) . .
O1 Mn1 N2 160.36(6) 5 .
N3 Mn1 N2 94.07(7) . .
O2 Mn1 N4 90.11(7) . .
O1 Mn1 N4 102.22(6) 5 .
N3 Mn1 N4 93.08(7) . .
N2 Mn1 N4 96.65(7) . .
O2 Mn1 N1 89.21(7) . 5
O1 Mn1 N1 73.63(6) 5 5
N3 Mn1 N1 87.53(7) . 5
N2 Mn1 N1 87.44(6) . 5
N4 Mn1 N1 175.81(7) . 5
C1 O2 Mn1 129.07(13) . .
N4 C5 Mn2 171.99(19) . 2_664
N3 C4 Mn2 178.49(18) . .
C1 O1 Mn1 117.77(13) . 6_554
O2 C1 O1 122.85(18) . .
O2 C1 C2 118.63(16) . .
O1 C1 C2 118.51(16) . .
C2 N1 Mn1 106.39(11) . 6_554
C2 N1 H1A 110.5 . .
Mn1 N1 H1A 110.5 6_554 .
C2 N1 H1B 110.5 . .
Mn1 N1 H1B 110.5 6_554 .
H1A N1 H1B 108.6 . .
N1 C2 C1 109.72(15) . .
N1 C2 C3 112.82(17) . .
C1 C2 C3 114.08(15) . .
N1 C2 H1 106.6 . .
C1 C2 H1 106.6 . .
C3 C2 H1 106.6 . .
C3 N2 Mn1 114.20(13) . .
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 110.65(17) . .
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 143.53(18) . .
C4 N3 Mn1 151.41(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn2 C4 1.9808(19) 4_565
Mn2 C4 1.9808(19) 3_665
Mn2 C4 1.9808(19) .
Mn2 C5 1.9944(18) 2_665
Mn2 C5 1.9945(18) 5
Mn2 C5 1.9945(18) 6_565
Mn1 O2 2.1596(14) .
Mn1 O1 2.1623(15) 5
Mn1 N3 2.2308(17) .
Mn1 N2 2.2416(18) .
Mn1 N4 2.2515(18) .
Mn1 N1 2.3013(18) 5
O2 C1 1.249(2) .
C5 N4 1.155(2) .
C5 Mn2 1.9944(18) 2_664
C4 N3 1.156(3) .
O1 C1 1.255(2) .
O1 Mn1 2.1623(15) 6_554
C1 C2 1.531(3) .
N1 C2 1.465(2) .
N1 Mn1 2.3014(18) 6_554
N1 H1A 0.9000 .
N1 H1B 0.9000 .
C2 C3 1.532(2) .
C2 H1 0.9800 .
N2 C3 1.484(3) .
N2 H2A 0.9000 .
N2 H2B 0.9000 .
C3 H2 0.9700 .
C3 H3 0.9700 .
O5 O4 1.59(2) 2_554
O4 O5 1.59(2) 2
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 -164.33(19) 5
N3 Mn1 O2 C1 137.1(12) .
N2 Mn1 O2 C1 34.55(19) .
N4 Mn1 O2 C1 -62.10(19) .
N1 Mn1 O2 C1 122.03(19) 5
C4 Mn2 C4 N3 101(7) 4_565
C4 Mn2 C4 N3 12(7) 3_665
C5 Mn2 C4 N3 -78(7) 2_665
C5 Mn2 C4 N3 -174(100) 5
C5 Mn2 C4 N3 19(7) 6_565
Mn1 O2 C1 O1 152.42(16) .
Mn1 O2 C1 C2 -26.5(3) .
Mn1 O1 C1 O2 -169.63(15) 6_554
Mn1 O1 C1 C2 9.3(2) 6_554
Mn1 N1 C2 C1 -36.76(16) 6_554
Mn1 N1 C2 C3 -165.15(13) 6_554
O2 C1 C2 N1 -160.09(18) .
O1 C1 C2 N1 21.0(2) .
O2 C1 C2 C3 -32.4(3) .
O1 C1 C2 C3 148.65(19) .
O2 Mn1 N2 C3 10.21(13) .
O1 Mn1 N2 C3 -63.9(2) 5
N3 Mn1 N2 C3 -166.48(14) .
N4 Mn1 N2 C3 99.93(14) .
N1 Mn1 N2 C3 -79.15(14) 5
Mn1 N2 C3 C2 -57.7(2) .
N1 C2 C3 N2 -155.21(17) .
C1 C2 C3 N2 78.7(2) .
Mn2 C5 N4 Mn1 7.6(13) 2_664
O2 Mn1 N4 C5 68.2(3) .
O1 Mn1 N4 C5 156.0(2) 5
N3 Mn1 N4 C5 -112.9(3) .
N2 Mn1 N4 C5 -18.5(3) .
N1 Mn1 N4 C5 148.8(9) 5
Mn2 C4 N3 Mn1 -148(7) .
O2 Mn1 N3 C4 17.6(15) .
O1 Mn1 N3 C4 -40.8(4) 5
N2 Mn1 N3 C4 120.0(4) .
N4 Mn1 N3 C4 -143.1(4) .
N1 Mn1 N3 C4 32.8(4) 5
