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#$Date: 2025-08-20 17:59:05 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301833 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/11/29/4112930.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_4112930
loop_
_publ_author_name
'Chao-Yi Chiang'
'Matthew L. Miller'
'Joseph H. Reibenspies'
'Marcetta Y. Darensbourg'
_publ_section_title
;
 Bismercaptoethanediazacyclooctane as a N2S2 Chelating Agent and Cys-X-Cys
 Mimic for Fe(NO) and Fe(NO)2
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10867
_journal_page_last               10874
_journal_paper_doi               10.1021/ja049627y
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C8 H16 Fe4 N8 O8 S6'
_chemical_formula_weight         768.05
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.959(2)
_cell_angle_beta                 97.956(2)
_cell_angle_gamma                104.367(2)
_cell_formula_units_Z            2
_cell_length_a                   7.7217(8)
_cell_length_b                   11.3593(11)
_cell_length_c                   15.5075(15)
_cell_measurement_temperature    110(2)
_cell_volume                     1279.1(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0530
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6764
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.35
_exptl_absorpt_coefficient_mu    2.763
_exptl_absorpt_correction_T_max  0.6080
_exptl_absorpt_correction_T_min  0.4911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.994
_exptl_crystal_description       plate
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.435
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4447
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0408
_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)+(0.0723P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1114
_reflns_number_gt                4007
_reflns_number_total             4447
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja049627ysi20040121_041506.cif
_cod_data_source_block           jc4m
_cod_database_code               4112930
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Fe1A Fe 0.06396(6) 0.75503(4) 0.33789(3) 0.02077(14) Uani 1 1 d .
Fe2A Fe 0.28446(6) 0.75316(4) 0.48745(3) 0.02063(14) Uani 1 1 d .
N1A N -0.1320(4) 0.6452(2) 0.30059(18) 0.0239(6) Uani 1 1 d .
O1A O -0.2733(3) 0.5764(2) 0.26480(17) 0.0335(6) Uani 1 1 d .
N2A N 0.1237(4) 0.8676(2) 0.28037(18) 0.0245(6) Uani 1 1 d .
O2A O 0.1420(4) 0.9369(2) 0.23211(18) 0.0381(6) Uani 1 1 d .
N3A N 0.2333(3) 0.6373(2) 0.54171(18) 0.0233(6) Uani 1 1 d .
O3A O 0.2173(3) 0.5616(2) 0.58537(17) 0.0315(5) Uani 1 1 d .
N4A N 0.4736(4) 0.8696(2) 0.52821(19) 0.0247(6) Uani 1 1 d .
O4A O 0.6067(3) 0.9427(2) 0.56897(17) 0.0323(6) Uani 1 1 d .
S1A S 0.29437(10) 0.66572(7) 0.34792(5) 0.02203(19) Uani 1 1 d .
C1A C 0.1930(4) 0.4983(3) 0.3366(2) 0.0233(7) Uani 1 1 d .
H1A1 H 0.0971 0.4837 0.3730 0.028 Uiso 1 1 calc R
H1A2 H 0.1368 0.4607 0.2738 0.028 Uiso 1 1 calc R
C2A C 0.3414(4) 0.4394(3) 0.3673(2) 0.0251(7) Uani 1 1 d .
H2A1 H 0.3711 0.4594 0.4330 0.030 Uiso 1 1 calc R
H2A2 H 0.4523 0.4770 0.3451 0.030 Uiso 1 1 calc R
S2A S 0.28213(11) 0.27280(7) 0.33090(6) 0.0253(2) Uani 1 1 d .
C3A C 0.0913(4) 0.2185(3) 0.3843(2) 0.0238(7) Uani 1 1 d .
H3A1 H -0.0052 0.2571 0.3648 0.029 Uiso 1 1 calc R
H3A2 H 0.0421 0.1278 0.3628 0.029 Uiso 1 1 calc R
C4A C -0.1307(4) 0.7559(3) 0.5154(2) 0.0257(7) Uani 1 1 d .
H4A1 H -0.2433 0.7776 0.4939 0.031 Uiso 1 1 calc R
H4A2 H -0.1486 0.6666 0.4919 0.031 Uiso 1 1 calc R
S3A S 0.06127(10) 0.84866(7) 0.47636(5) 0.02192(19) Uani 1 1 d .
Fe1B Fe 0.49034(6) 0.27242(4) 0.09002(3) 0.02277(14) Uani 1 1 d .
Fe2B Fe 0.83569(6) 0.35037(4) 0.07081(3) 0.02315(14) Uani 1 1 d .
N1B N 0.3685(4) 0.1242(3) 0.05834(19) 0.0267(6) Uani 1 1 d .
O1B O 0.2692(4) 0.0243(2) 0.03883(19) 0.0430(7) Uani 1 1 d .
N2B N 0.4007(4) 0.3833(3) 0.13218(19) 0.0281(6) Uani 1 1 d .
O2B O 0.3195(4) 0.4520(2) 0.15718(18) 0.0365(6) Uani 1 1 d .
N3B N 0.9451(4) 0.2572(3) 0.02137(19) 0.0277(6) Uani 1 1 d .
O3B O 1.0372(3) 0.2063(3) -0.01410(19) 0.0412(7) Uani 1 1 d .
N4B N 0.9398(4) 0.5009(3) 0.10755(18) 0.0270(6) Uani 1 1 d .
O4B O 1.0306(4) 0.6038(2) 0.12966(17) 0.0367(6) Uani 1 1 d .
S1B S 0.73869(11) 0.28249(7) 0.18936(5) 0.02404(19) Uani 1 1 d .
C1B C 0.7532(4) 0.1233(3) 0.1858(2) 0.0237(7) Uani 1 1 d .
H1B1 H 0.7133 0.0752 0.1241 0.028 Uiso 1 1 calc R
H1B2 H 0.8804 0.1236 0.2067 0.028 Uiso 1 1 calc R
C2B C 0.6308(4) 0.0646(3) 0.2456(2) 0.0258(7) Uani 1 1 d .
H2B1 H 0.5026 0.0433 0.2149 0.031 Uiso 1 1 calc R
H2B2 H 0.6451 0.1264 0.3005 0.031 Uiso 1 1 calc R
S2B S 0.67759(12) -0.07399(8) 0.27590(6) 0.0298(2) Uani 1 1 d .
C3B C 0.6424(5) -0.1757(3) 0.1685(2) 0.0282(7) Uani 1 1 d .
H3B1 H 0.7208 -0.1329 0.1310 0.034 Uiso 1 1 calc R
H3B2 H 0.6796 -0.2511 0.1770 0.034 Uiso 1 1 calc R
C4B C 0.5550(4) 0.2136(3) -0.1204(2) 0.0264(7) Uani 1 1 d .
H4B1 H 0.6371 0.2390 -0.1620 0.032 Uiso 1 1 calc R
H4B2 H 0.5846 0.1426 -0.0980 0.032 Uiso 1 1 calc R
S3B S 0.58773(11) 0.34345(7) -0.02707(5) 0.02395(19) 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'
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
N1A Fe1A N2A 119.14(13) .
N1A Fe1A S3A 108.42(10) .
N2A Fe1A S3A 106.95(10) .
N1A Fe1A S1A 109.15(10) .
N2A Fe1A S1A 105.70(10) .
S3A Fe1A S1A 106.87(3) .
N1A Fe1A Fe2A 120.94(10) .
N2A Fe1A Fe2A 119.92(9) .
S3A Fe1A Fe2A 53.46(2) .
S1A Fe1A Fe2A 53.45(2) .
N3A Fe2A N4A 119.13(13) .
N3A Fe2A S3A 110.80(9) .
N4A Fe2A S3A 103.85(10) .
N3A Fe2A S1A 106.34(9) .
N4A Fe2A S1A 109.48(10) .
S3A Fe2A S1A 106.67(3) .
N3A Fe2A Fe1A 120.44(9) .
N4A Fe2A Fe1A 120.43(10) .
S3A Fe2A Fe1A 53.26(2) .
S1A Fe2A Fe1A 53.44(2) .
O1A N1A Fe1A 170.7(3) .
O2A N2A Fe1A 170.2(3) .
O3A N3A Fe2A 172.3(2) .
O4A N4A Fe2A 169.0(3) .
C1A S1A Fe1A 107.26(10) .
C1A S1A Fe2A 106.15(11) .
Fe1A S1A Fe2A 73.11(3) .
C2A C1A S1A 108.8(2) .
C1A C2A S2A 114.3(2) .
C2A S2A C3A 103.05(15) .
C4A C3A S2A 116.2(2) 2_566
C3A C4A S3A 108.8(2) 2_566
C4A S3A Fe1A 108.26(11) .
C4A S3A Fe2A 107.42(11) .
Fe1A S3A Fe2A 73.28(3) .
N1B Fe1B N2B 122.02(14) .
N1B Fe1B S3B 109.79(10) .
N2B Fe1B S3B 101.62(10) .
N1B Fe1B S1B 108.30(10) .
N2B Fe1B S1B 106.89(10) .
S3B Fe1B S1B 107.32(3) .
N1B Fe1B Fe2B 122.59(10) .
N2B Fe1B Fe2B 115.34(10) .
S3B Fe1B Fe2B 53.66(2) .
S1B Fe1B Fe2B 53.67(3) .
N4B Fe2B N3B 120.08(13) .
N4B Fe2B S3B 105.13(10) .
N3B Fe2B S3B 107.70(10) .
N4B Fe2B S1B 104.95(10) .
N3B Fe2B S1B 110.95(10) .
S3B Fe2B S1B 107.30(3) .
N4B Fe2B Fe1B 116.77(10) .
N3B Fe2B Fe1B 123.11(9) .
S3B Fe2B Fe1B 53.56(3) .
S1B Fe2B Fe1B 53.75(2) .
O1B N1B Fe1B 173.3(3) .
O2B N2B Fe1B 172.5(3) .
O3B N3B Fe2B 171.2(3) .
O4B N4B Fe2B 172.0(3) .
C1B S1B Fe2B 109.40(11) .
C1B S1B Fe1B 106.96(11) .
Fe2B S1B Fe1B 72.58(3) .
C2B C1B S1B 108.3(2) .
C1B C2B S2B 114.1(2) .
C2B S2B C3B 102.44(16) .
C4B C3B S2B 112.6(2) 2_655
C3B C4B S3B 109.1(2) 2_655
C4B S3B Fe1B 110.19(11) .
C4B S3B Fe2B 108.14(11) .
Fe1B S3B Fe2B 72.78(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1A N1A 1.666(3) .
Fe1A N2A 1.679(3) .
Fe1A S3A 2.2483(9) .
Fe1A S1A 2.2555(9) .
Fe1A Fe2A 2.6868(7) .
Fe2A N3A 1.665(3) .
Fe2A N4A 1.676(3) .
Fe2A S3A 2.2539(9) .
Fe2A S1A 2.2558(9) .
N1A O1A 1.176(4) .
N2A O2A 1.165(4) .
N3A O3A 1.169(4) .
N4A O4A 1.174(4) .
S1A C1A 1.839(3) .
C1A C2A 1.522(4) .
C2A S2A 1.810(3) .
S2A C3A 1.812(3) .
C3A C4A 1.511(5) 2_566
C4A C3A 1.511(5) 2_566
C4A S3A 1.829(3) .
Fe1B N1B 1.670(3) .
Fe1B N2B 1.671(3) .
Fe1B S3B 2.2465(9) .
Fe1B S1B 2.2544(9) .
Fe1B Fe2B 2.6673(7) .
Fe2B N4B 1.669(3) .
Fe2B N3B 1.671(3) .
Fe2B S3B 2.2494(9) .
Fe2B S1B 2.2520(9) .
N1B O1B 1.168(4) .
N2B O2B 1.170(4) .
N3B O3B 1.164(4) .
N4B O4B 1.173(4) .
S1B C1B 1.832(3) .
C1B C2B 1.523(5) .
C2B S2B 1.815(3) .
S2B C3B 1.817(3) .
C3B C4B 1.525(4) 2_655
C4B C3B 1.525(4) 2_655
C4B S3B 1.839(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139119250
