#------------------------------------------------------------------------------
#$Date: 2025-08-22 16:55:42 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301864 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/49/7214972.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_7214972
loop_
_publ_author_name
'Tan, Yu-Hui'
'Wu, Jin-Ji'
'Zhou, Hai-Yun'
'Yang, Li-Fei'
'Ye, Bao-Hui'
_publ_section_title
;
 Anion and pH induced spontaneous resolution of Δ- and Λ-[M(H2Biim)3]SO4
 (M = Ru2+, Co2+, Ni2+, Mn2+, Fe2+, and Zn2+) enantiomers
;
_journal_issue                   23
_journal_name_full               CrystEngComm
_journal_page_first              8117
_journal_paper_doi               10.1039/c2ce26334c
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C18 H18 N12 O4 S Zn'
_chemical_formula_weight         563.87
_space_group_IT_number           80
_symmetry_space_group_name_Hall  'I 4bw'
_symmetry_space_group_name_H-M   'I 41'
_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                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8115(14)
_cell_length_b                   12.8115(14)
_cell_length_c                   14.325(3)
_cell_measurement_temperature    273(2)
_cell_volume                     2351.2(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0420
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4533
_diffrn_reflns_theta_full        25.96
_diffrn_reflns_theta_max         25.96
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    1.187
_exptl_absorpt_correction_T_max  0.8906
_exptl_absorpt_correction_T_min  0.6482
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.004(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         1880
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0365
_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)+(0.0454P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0815
_refine_ls_wR_factor_ref         0.0866
_reflns_number_gt                1565
_reflns_number_total             1880
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce26334c.txt
_cod_data_source_block           L-6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_hydrogen_treatment' value 'contr' was replaced with the
value 'constr' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_cell_volume        2351.3(6)
_cod_original_sg_symbol_H-M      I4(1)
_cod_database_code               7214972
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
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
Zn1 Zn 0.5000 1.0000 0.23539(4) 0.0557(2) Uani 1 2 d S
S1 S 0.5000 1.0000 0.75796(9) 0.0588(4) Uani 1 2 d S
N3 N 0.4073(2) 1.0855(2) 0.1348(2) 0.0532(7) Uani 1 1 d .
N6 N 0.5326(2) 0.8815(2) 0.5073(2) 0.0597(8) Uani 1 1 d .
H6B H 0.5105 0.8915 0.5662 0.089 Uiso 1 1 d R
N2 N 0.2055(3) 0.8822(2) 0.1544(2) 0.0576(8) Uani 1 1 d .
H2B H 0.1483 0.8815 0.1095 0.086 Uiso 1 1 d R
C7 C 0.5696(3) 0.8021(3) 0.3770(3) 0.0677(11) Uani 1 1 d .
H7A H 0.5893 0.7503 0.3340 0.081 Uiso 1 1 calc R
N4 N 0.2700(2) 1.0848(2) 0.0419(2) 0.0554(8) Uani 1 1 d .
H4B H 0.2087 1.0650 0.0069 0.083 Uiso 1 1 d R
C1 C 0.3156(3) 0.8100(3) 0.2513(3) 0.0699(11) Uani 1 1 d .
H1A H 0.3459 0.7637 0.2943 0.084 Uiso 1 1 calc R
N1 N 0.3615(2) 0.8997(2) 0.2175(2) 0.0586(8) Uani 1 1 d .
O2 O 0.5239(2) 0.9092(2) 0.6986(2) 0.0697(8) Uani 1 1 d .
C4 C 0.3200(3) 1.0354(3) 0.1113(3) 0.0478(8) Uani 1 1 d .
C6 C 0.3274(3) 1.1725(3) 0.0208(3) 0.0643(10) Uani 1 1 d .
H6A H 0.3115 1.2232 -0.0245 0.077 Uiso 1 1 calc R
C3 C 0.2932(3) 0.9393(3) 0.1589(3) 0.0508(8) Uani 1 1 d .
C8 C 0.5642(3) 0.7884(3) 0.4712(3) 0.0708(11) Uani 1 1 d .
H8A H 0.5793 0.7271 0.5045 0.085 Uiso 1 1 calc R
N5 N 0.5419(2) 0.9022(2) 0.3542(2) 0.0596(8) Uani 1 1 d .
C5 C 0.4115(3) 1.1713(3) 0.0787(3) 0.0600(9) Uani 1 1 d .
H5A H 0.4646 1.2219 0.0798 0.072 Uiso 1 1 calc R
C9 C 0.5193(3) 0.9472(3) 0.4356(3) 0.0541(9) Uani 1 1 d .
C2 C 0.2201(3) 0.7994(3) 0.2127(3) 0.0685(11) Uani 1 1 d .
H2A H 0.1724 0.7450 0.2239 0.082 Uiso 1 1 calc R
O1 O 0.5891(3) 1.0219(3) 0.8176(3) 0.1004(12) Uani 1 1 d .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
N3 Zn1 N3 96.55(17) 6_564 .
N3 Zn1 N5 95.38(11) 6_564 .
N3 Zn1 N5 160.96(11) . .
N3 Zn1 N5 160.96(11) 6_564 6_564
N3 Zn1 N5 95.38(11) . 6_564
N5 Zn1 N5 77.39(17) . 6_564
N3 Zn1 N1 77.03(11) 6_564 6_564
N3 Zn1 N1 93.97(12) . 6_564
N5 Zn1 N1 103.15(12) . 6_564
N5 Zn1 N1 87.38(12) 6_564 6_564
N3 Zn1 N1 93.97(12) 6_564 .
N3 Zn1 N1 77.03(11) . .
N5 Zn1 N1 87.38(12) . .
N5 Zn1 N1 103.15(12) 6_564 .
N1 Zn1 N1 166.62(16) 6_564 .
O1 S1 O1 108.0(3) . 6_564
O1 S1 O2 109.17(16) . .
O1 S1 O2 110.49(19) 6_564 .
O1 S1 O2 110.49(19) . 6_564
O1 S1 O2 109.17(16) 6_564 6_564
O2 S1 O2 109.5(2) . 6_564
C4 N3 C5 105.8(3) . .
C4 N3 Zn1 112.7(2) . .
C5 N3 Zn1 141.1(3) . .
C9 N6 C8 107.3(3) . .
C3 N2 C2 106.3(3) . .
C8 C7 N5 110.1(4) . .
C4 N4 C6 107.1(3) . .
C2 C1 N1 109.1(4) . .
C3 N1 C1 105.1(3) . .
C3 N1 Zn1 112.7(2) . .
C1 N1 Zn1 142.0(3) . .
N3 C4 N4 111.1(3) . .
N3 C4 C3 119.3(3) . .
N4 C4 C3 129.6(3) . .
C5 C6 N4 106.3(4) . .
N1 C3 N2 112.2(3) . .
N1 C3 C4 118.0(3) . .
N2 C3 C4 129.7(3) . .
N6 C8 C7 106.2(4) . .
C9 N5 C7 104.6(4) . .
C9 N5 Zn1 112.4(2) . .
C7 N5 Zn1 142.0(3) . .
C6 C5 N3 109.7(4) . .
N5 C9 N6 111.8(3) . .
N5 C9 C9 118.7(2) . 6_564
N6 C9 C9 129.4(2) . 6_564
C1 C2 N2 107.3(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N3 2.165(3) 6_564
Zn1 N3 2.165(3) .
Zn1 N5 2.181(3) .
Zn1 N5 2.181(3) 6_564
Zn1 N1 2.205(3) 6_564
Zn1 N1 2.205(3) .
S1 O1 1.453(3) .
S1 O1 1.453(3) 6_564
S1 O2 1.472(3) .
S1 O2 1.472(3) 6_564
N3 C4 1.333(5) .
N3 C5 1.363(5) .
N6 C9 1.338(5) .
N6 C8 1.362(5) .
N2 C3 1.342(5) .
N2 C2 1.363(5) .
C7 C8 1.362(6) .
C7 N5 1.370(5) .
N4 C4 1.341(5) .
N4 C6 1.375(5) .
C1 C2 1.349(6) .
C1 N1 1.380(5) .
N1 C3 1.315(5) .
C4 C3 1.449(5) .
C6 C5 1.361(5) .
N5 C9 1.333(5) .
C9 C9 1.441(7) 6_564
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139198334
