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#$Date: 2025-08-22 16:55:42 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301864 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/49/7214971.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.
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data_7214971
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 Fe N12 O4 S'
_chemical_formula_weight         554.35
_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                   12.8616(4)
_cell_length_b                   12.8616(4)
_cell_length_c                   14.3830(6)
_cell_measurement_temperature    153(2)
_cell_volume                     2379.25(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9367
_diffrn_reflns_theta_full        27.39
_diffrn_reflns_theta_max         27.39
_diffrn_reflns_theta_min         3.17
_exptl_absorpt_coefficient_mu    0.774
_exptl_absorpt_correction_T_max  0.8605
_exptl_absorpt_correction_T_min  0.8300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.396
_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   -0.020(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2406
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0444P)²+0.8456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0764
_refine_ls_wR_factor_ref         0.0858
_reflns_number_gt                2014
_reflns_number_total             2406
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce26334c.txt
_cod_data_source_block           L-5
_cod_original_sg_symbol_H-M      I4(1)
_cod_database_code               7214971
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
Fe1 Fe 1.0000 0.5000 0.23190(4) 0.04473(16) Uani 1 2 d S
C1 C 0.9109(2) 0.6717(2) 0.0728(2) 0.0540(7) Uani 1 1 d .
H1 H 0.9634 0.7214 0.0732 0.065 Uiso 1 1 calc R
C2 C 0.8273(2) 0.6726(2) 0.0162(2) 0.0555(7) Uani 1 1 d .
H2A H 0.8116 0.7224 -0.0285 0.067 Uiso 1 1 calc R
C3 C 0.81960(18) 0.5362(2) 0.1060(2) 0.0410(5) Uani 1 1 d .
C4 C 0.7929(2) 0.4410(2) 0.1540(2) 0.0422(6) Uani 1 1 d .
C5 C 0.7191(2) 0.3011(2) 0.2089(2) 0.0593(8) Uani 1 1 d .
H5 H 0.6716 0.2481 0.2204 0.071 Uiso 1 1 calc R
C6 C 0.8148(2) 0.3120(2) 0.2477(3) 0.0622(8) Uani 1 1 d .
H6 H 0.8443 0.2666 0.2906 0.075 Uiso 1 1 calc R
C7 C 0.98053(19) 0.5532(2) 0.4324(2) 0.0435(6) Uani 1 1 d .
C8 C 0.9350(3) 0.7112(2) 0.4684(3) 0.0618(8) Uani 1 1 d .
H8 H 0.9194 0.7714 0.5013 0.074 Uiso 1 1 calc R
C9 C 0.9301(2) 0.6981(2) 0.3756(2) 0.0580(8) Uani 1 1 d .
H9 H 0.9107 0.7493 0.3334 0.070 Uiso 1 1 calc R
N1 N 0.90670(16) 0.58593(17) 0.12984(17) 0.0449(5) Uani 1 1 d .
N2 N 0.76942(17) 0.58539(17) 0.03726(18) 0.0472(6) Uani 1 1 d .
H2 H 0.7123 0.5663 0.0113 0.057 Uiso 1 1 calc R
N3 N 0.86163(17) 0.40106(18) 0.21352(18) 0.0496(6) Uani 1 1 d .
N4 N 0.70607(18) 0.38304(18) 0.14971(18) 0.0483(5) Uani 1 1 d .
H4 H 0.6523 0.3953 0.1159 0.058 Uiso 1 1 calc R
N5 N 0.95803(18) 0.59770(17) 0.35172(19) 0.0493(5) Uani 1 1 d .
N6 N 0.96768(18) 0.61790(17) 0.50463(18) 0.0510(6) Uani 1 1 d .
H6A H 0.9779 0.6038 0.5623 0.061 Uiso 1 1 calc R
O1 O 0.40977(15) 0.47478(18) -0.05477(16) 0.0622(6) Uani 1 1 d .
O2 O 0.5226(2) 0.4114(2) 0.0630(2) 0.0923(10) Uani 1 1 d .
S1 S 0.5000 0.5000 0.00408(7) 0.0510(3) Uani 1 2 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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
N1 Fe1 N1 96.04(13) 6_654 .
N1 Fe1 N5 161.04(8) 6_654 .
N1 Fe1 N5 95.86(9) . .
N1 Fe1 N5 95.86(9) 6_654 6_654
N1 Fe1 N5 161.04(8) . 6_654
N5 Fe1 N5 76.87(12) . 6_654
N1 Fe1 N3 94.04(9) 6_654 .
N1 Fe1 N3 76.65(8) . .
N5 Fe1 N3 103.04(9) . .
N5 Fe1 N3 87.84(9) 6_654 .
N1 Fe1 N3 76.65(8) 6_654 6_654
N1 Fe1 N3 94.04(9) . 6_654
N5 Fe1 N3 87.84(9) . 6_654
N5 Fe1 N3 103.04(9) 6_654 6_654
N3 Fe1 N3 166.22(13) . 6_654
C2 C1 N1 109.6(2) . .
C1 C2 N2 106.9(3) . .
N2 C3 N1 111.5(2) . .
N2 C3 C4 129.6(2) . .
N1 C3 C4 118.9(2) . .
N3 C4 N4 111.5(2) . .
N3 C4 C3 118.3(2) . .
N4 C4 C3 130.2(3) . .
C6 C5 N4 106.7(3) . .
C5 C6 N3 109.4(3) . .
N5 C7 N6 112.6(2) . .
N5 C7 C7 118.69(15) . 6_654
N6 C7 C7 128.67(16) . 6_654
C9 C8 N6 106.3(3) . .
C8 C9 N5 110.5(3) . .
C3 N1 C1 105.4(2) . .
C3 N1 Fe1 112.89(17) . .
C1 N1 Fe1 141.35(18) . .
C3 N2 C2 106.6(2) . .
C4 N3 C6 105.0(2) . .
C4 N3 Fe1 112.95(17) . .
C6 N3 Fe1 141.8(2) . .
C4 N4 C5 107.3(3) . .
C7 N5 C9 104.0(3) . .
C7 N5 Fe1 112.69(16) . .
C9 N5 Fe1 142.3(2) . .
C7 N6 C8 106.6(3) . .
O2 S1 O2 108.4(3) . 6_554
O2 S1 O1 108.72(13) . .
O2 S1 O1 110.57(15) 6_554 .
O2 S1 O1 110.57(15) . 6_554
O2 S1 O1 108.72(13) 6_554 6_554
O1 S1 O1 109.83(19) . 6_554
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N1 2.195(2) 6_654
Fe1 N1 2.195(2) .
Fe1 N5 2.200(3) .
Fe1 N5 2.200(3) 6_654
Fe1 N3 2.204(2) .
Fe1 N3 2.204(2) 6_654
C1 C2 1.350(4) .
C1 N1 1.375(4) .
C2 N2 1.379(3) .
C3 N2 1.340(4) .
C3 N1 1.335(3) .
C3 C4 1.446(4) .
C4 N3 1.334(4) .
C4 N4 1.344(4) .
C5 C6 1.360(5) .
C5 N4 1.365(4) .
C6 N3 1.385(4) .
C7 N5 1.326(4) .
C7 N6 1.341(4) .
C7 C7 1.458(5) 6_654
C8 C9 1.347(5) .
C8 N6 1.374(4) .
C9 N5 1.383(4) .
O1 S1 1.473(2) .
O2 S1 1.449(3) .
S1 O2 1.449(3) 6_554
S1 O1 1.473(2) 6_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
N2 H2 O1 0.86 1.91 2.768(3) 175.9 6_554
N4 H4 O2 0.86 1.85 2.694(3) 168.8 .
N6 H6A O1 0.86 1.92 2.766(3) 167.7 4_565
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139198333
