#------------------------------------------------------------------------------
#$Date: 2019-11-23 05:36:40 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232240 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/72/4347277.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_4347277
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 H8 Mn1.33 N4 O2.5'
_chemical_formula_weight         237.41
_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                   13.4750(9)
_cell_length_b                   13.4750(9)
_cell_length_c                   8.0291(5)
_cell_measurement_reflns_used    8201
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.84
_cell_measurement_theta_min      3.02
_cell_volume                     1262.57(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 0.996
_diffrn_measured_fraction_theta_max 0.961
_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  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0190
_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       -9
_diffrn_reflns_number            8791
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.84
_diffrn_reflns_theta_min         3.02
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.019
_exptl_absorpt_correction_T_max  0.9058
_exptl_absorpt_correction_T_min  0.4989
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.040(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1815
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.0187
_refine_ls_R_factor_gt           0.0183
_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)+(0.0255P)²+0.1928P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0462
_refine_ls_wR_factor_ref         0.0464
_reflns_number_gt                1789
_reflns_number_total             1815
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b02956_si_003.cif
_cod_data_source_block           D1-SG_dehydrated_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_original_formula_sum        'C5 H8 Mn1.33 N4 O2.50'
_cod_database_code               4347277
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 -0.42100(6) 0.01200(10) Uani 1 3 d S
Mn1 Mn 0.30265(2) 0.33739(2) -0.04584(4) 0.01980(8) Uani 1 1 d .
O2 O 0.22656(12) 0.17902(11) 0.0935(2) 0.0297(3) Uani 1 1 d .
C5 C 0.53497(13) 0.32188(12) -0.0501(3) 0.0177(3) Uani 1 1 d .
C4 C 0.35407(13) 0.55960(14) -0.2757(2) 0.0188(4) Uani 1 1 d .
O1 O 0.23911(13) 0.05498(11) 0.2574(2) 0.0319(3) Uani 1 1 d .
C1 C 0.26342(15) 0.15580(14) 0.2215(2) 0.0201(4) Uani 1 1 d .
N1 N 0.34632(15) 0.20777(14) 0.5015(2) 0.0258(3) Uani 1 1 d .
H1A H 0.2861 0.1977 0.5629 0.031 Uiso 1 1 calc R
H1B H 0.4113 0.2561 0.5557 0.031 Uiso 1 1 calc R
C2 C 0.34394(14) 0.25337(14) 0.3364(2) 0.0184(3) Uani 1 1 d .
H1 H 0.4211 0.2850 0.2898 0.022 Uiso 1 1 calc R
N2 N 0.36683(13) 0.42781(13) 0.1982(2) 0.0249(4) Uani 1 1 d .
H2A H 0.4437 0.4607 0.2004 0.030 Uiso 1 1 calc R
H2B H 0.3495 0.4841 0.2053 0.030 Uiso 1 1 calc R
C3 C 0.31899(19) 0.35239(17) 0.3453(3) 0.0271(4) Uani 1 1 d .
H2 H 0.2368 0.3219 0.3499 0.032 Uiso 1 1 calc R
H3 H 0.3525 0.3965 0.4459 0.032 Uiso 1 1 calc R
N4 N 0.45553(14) 0.31973(14) -0.1074(2) 0.0258(4) Uani 1 1 d .
N3 N 0.36777(14) 0.49852(14) -0.1913(3) 0.0305(4) Uani 1 1 d .
O3 O 0.3333 0.6667 0.091(4) 0.182(15) Uani 0.36(2) 3 d SP
O5 O 0.0000 0.0000 0.4625(15) 0.088(3) Uani 0.828(18) 3 d SP
O4 O 0.0000 0.0000 0.1169(7) 0.0353(19) Uani 0.822(16) 3 d SP
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(8) 4_565 3_665
C4 Mn2 C4 88.85(8) 4_565 .
C4 Mn2 C4 88.85(8) 3_665 .
C4 Mn2 C5 90.32(7) 4_565 6_564
C4 Mn2 C5 85.30(7) 3_665 6_564
C4 Mn2 C5 174.11(8) . 6_564
C4 Mn2 C5 85.30(7) 4_565 5_554
C4 Mn2 C5 174.10(8) 3_665 5_554
C4 Mn2 C5 90.32(7) . 5_554
C5 Mn2 C5 95.43(8) 6_564 5_554
C4 Mn2 C5 174.10(8) 4_565 2_664
C4 Mn2 C5 90.32(7) 3_665 2_664
C4 Mn2 C5 85.30(7) . 2_664
C5 Mn2 C5 95.43(8) 6_564 2_664
C5 Mn2 C5 95.43(8) 5_554 2_664
O2 Mn1 O1 86.15(6) . 5_554
O2 Mn1 N3 175.68(6) . .
O1 Mn1 N3 91.39(7) 5_554 .
O2 Mn1 N2 87.01(6) . .
O1 Mn1 N2 159.59(6) 5_554 .
N3 Mn1 N2 94.12(7) . .
O2 Mn1 N4 90.96(6) . .
O1 Mn1 N4 102.13(6) 5_554 .
N3 Mn1 N4 93.04(6) . .
N2 Mn1 N4 97.18(6) . .
O2 Mn1 N1 88.42(6) . 5_554
O1 Mn1 N1 73.65(6) 5_554 5_554
N3 Mn1 N1 87.48(6) . 5_554
N2 Mn1 N1 86.97(6) . 5_554
N4 Mn1 N1 175.77(6) . 5_554
C1 O2 Mn1 128.49(12) . .
N4 C5 Mn2 171.73(18) . 2_665
N3 C4 Mn2 179.02(16) . .
C1 O1 Mn1 117.18(12) . 6
O2 C1 O1 122.47(17) . .
O2 C1 C2 118.85(15) . .
O1 C1 C2 118.65(15) . .
C2 N1 Mn1 105.88(11) . 6
C2 N1 H1A 110.6 . .
Mn1 N1 H1A 110.6 6 .
C2 N1 H1B 110.6 . .
Mn1 N1 H1B 110.6 6 .
H1A N1 H1B 108.7 . .
N1 C2 C1 109.87(14) . .
N1 C2 C3 112.52(16) . .
C1 C2 C3 114.03(14) . .
N1 C2 H1 106.6 . .
C1 C2 H1 106.6 . .
C3 C2 H1 106.6 . .
C3 N2 Mn1 114.05(12) . .
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 110.57(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 143.15(17) . .
C4 N3 Mn1 151.92(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn2 C4 1.9807(18) 4_565
Mn2 C4 1.9807(18) 3_665
Mn2 C4 1.9807(18) .
Mn2 C5 1.9933(17) 6_564
Mn2 C5 1.9933(17) 5_554
Mn2 C5 1.9933(17) 2_664
Mn1 O2 2.1607(13) .
Mn1 O1 2.1644(15) 5_554
Mn1 N3 2.2234(16) .
Mn1 N2 2.2402(18) .
Mn1 N4 2.2438(16) .
Mn1 N1 2.3053(16) 5_554
O2 C1 1.248(2) .
C5 N4 1.152(2) .
C5 Mn2 1.9932(17) 2_665
C4 N3 1.150(3) .
O1 C1 1.261(2) .
O1 Mn1 2.1644(15) 6
C1 C2 1.526(2) .
N1 C2 1.468(2) .
N1 Mn1 2.3054(16) 6
N1 H1A 0.9000 .
N1 H1B 0.9000 .
C2 C3 1.532(2) .
C2 H1 0.9800 .
N2 C3 1.479(3) .
N2 H2A 0.9000 .
N2 H2B 0.9000 .
C3 H2 0.9700 .
C3 H3 0.9700 .
O5 O4 1.240(9) 2
O4 O5 1.240(9) 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 2.32 3.178(2) 158.2 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 164.93(17) 5_554
N3 Mn1 O2 C1 -139.6(9) .
N2 Mn1 O2 C1 -34.31(17) .
N4 Mn1 O2 C1 62.83(17) .
N1 Mn1 O2 C1 -121.35(17) 5_554
C4 Mn2 C4 N3 -132(10) 4_565
C4 Mn2 C4 N3 -43(11) 3_665
C5 Mn2 C4 N3 -50(11) 6_564
C5 Mn2 C4 N3 142(10) 5_554
C5 Mn2 C4 N3 47(10) 2_664
Mn1 O2 C1 O1 -152.81(15) .
Mn1 O2 C1 C2 25.2(2) .
Mn1 O1 C1 O2 167.61(14) 6
Mn1 O1 C1 C2 -10.5(2) 6
Mn1 N1 C2 C1 37.37(15) 6
Mn1 N1 C2 C3 165.59(12) 6
O2 C1 C2 N1 161.16(16) .
O1 C1 C2 N1 -20.7(2) .
O2 C1 C2 C3 33.8(2) .
O1 C1 C2 C3 -148.08(18) .
O2 Mn1 N2 C3 -9.57(12) .
O1 Mn1 N2 C3 61.0(2) 5_554
N3 Mn1 N2 C3 166.25(12) .
N4 Mn1 N2 C3 -100.16(13) .
N1 Mn1 N2 C3 79.00(13) 5_554
Mn1 N2 C3 C2 57.11(18) .
N1 C2 C3 N2 154.50(16) .
C1 C2 C3 N2 -79.5(2) .
Mn2 C5 N4 Mn1 -7.9(12) 2_665
O2 Mn1 N4 C5 -68.6(2) .
O1 Mn1 N4 C5 -154.8(2) 5_554
N3 Mn1 N4 C5 113.1(2) .
N2 Mn1 N4 C5 18.5(2) .
N1 Mn1 N4 C5 -150.0(8) 5_554
Mn2 C4 N3 Mn1 178(100) .
O2 Mn1 N3 C4 -12.8(12) .
O1 Mn1 N3 C4 42.5(4) 5_554
N2 Mn1 N3 C4 -117.8(4) .
N4 Mn1 N3 C4 144.7(4) .
N1 Mn1 N3 C4 -31.1(4) 5_554
