Disulfide/thiol switches in thiosemicarbazone ligands for redox-directed iron chelation.
Chang, Tsuhen M.; Tomat, Elisa; Dalton transactions (Cambridge, England : 2003) 42 (2013) 7846–7849; doi:10.1039/c3dt50824b

data_7021513
_publ_section_title
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 Disulfide/thiol switches in thiosemicarbazone ligands for redox-directed
 iron chelation.
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7846
_journal_page_last               7849
_journal_paper_doi               10.1039/c3dt50824b
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety
'C18 H19 Fe N6 S4, B F4, 0.75(C3 H6 O), 0.25(C6 H11)'
_chemical_formula_sum            'C21 H27 B F4 Fe N6 O S4'
_chemical_formula_weight         650.39
_chemical_name_systematic
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?
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_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-12-11
_audit_creation_method
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Olex2 1.2
(compiled Oct 26 2012 17:09:49, GUI svn.r4371)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.6075(8)
_cell_length_b                   15.6202(7)
_cell_length_c                   19.2840(8)
_cell_measurement_reflns_used    7973
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.43
_cell_measurement_theta_min      2.38
_cell_volume                     5604.9(4)
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.99
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            49096
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.00
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.891
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.5687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0663 before and 0.0563 after correction.
The Ratio of minimum to maximum transmission is 0.7630.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2672
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.801
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         5132
_refine_ls_number_restraints     29
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0312
_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/[\s^2^(Fo^2^)+(0.0286P)^2^+6.2022P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0806
_reflns_number_gt                3923
_reflns_number_total             5132
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt50824b.txt
_cod_data_source_block           mo_et203e_0ma
_cod_original_cell_volume        5605.0(4)
_cod_database_code               7021513
_olex2_refinement_description
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1. Fixed Uiso
At 1.2 times of:
{H13A,H13B} of C13, H4B of C4B, H5B of C5B, {H12A,H12B} of C12A, H2A of C2,
{H11A,H11B} of C11A, H3A of C3, H7 of C7, H4 of C4, H3B of C3B, H2BA of C2B,
H7B of C7B, {H14A,H14B} of C14, H5 of C5
At 1.5 times of:
{H9BA,H9BB,H9BC} of C9B, {H9A,H9B,H9C} of C9, {H10A,H10B,H10C} of C10A,
{H10D,H10E,H10F} of C10, {H12C,H12D,H12E} of C12
2. Restrained distances
H12A-C12A = C12A-H12B
0.99 with sigma of 0.02
H11A-C11A = C11A-H11A
0.99 with sigma of 0.02
C11A-C10A = C12A-C11A
1.54 with sigma of 0.02
C13-C12A
1.54 with sigma of 0.02
C15-C14
1.54 with sigma of 0.02
C14-C13
1.54 with sigma of 0.02
H12A-H12B
1.456 with sigma of 0.04
H11A-H11B
1.456 with sigma of 0.04
3. Rigid bond restraints
C10A, C11A, C12A
with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
C10, C11, C12
with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C11) ~ Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C11A) ~ Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(F4) = Uanis(F4A)
Uanis(C10) = Uanis(C10A)
Uanis(C11) = Uanis(C11A)
Uanis(C12) = Uanis(C12A)
Uanis(F2) = Uanis(F2A)
5. Others
Sof(F4)=1-Sof(F4A)
Sof(F2)=1-Sof(F2A)
Fixed Sof: O1(0.75) C12(0.75) H12C(0.75) H12D(0.75) H12E(0.75) C11(0.75)
C10(0.75) H10D(0.75) H10E(0.75) H10F(0.75) C15(0.25) C14(0.25) H14A(0.25)
H14B(0.25) C13(0.25) H13A(0.25) H13B(0.25) C10A(0.25) H10A(0.25) H10B(0.25)
H10C(0.25) C11A(0.25) H11A(0.25) H11B(0.25) C12A(0.25) H12A(0.25) H12B(0.25)
6.a Secondary CH2 refined with riding coordinates:
C14(H14A,H14B), C13(H13A,H13B), C11A(H11A,H11B), C12A(H12A,H12B)
6.b Aromatic/amide H refined with riding coordinates:
C7B(H7B), C2B(H2BA), C3B(H3B), C4B(H4B), C5B(H5B), C7(H7), C2(H2A), C3(H3A),
C4(H4), C5(H5)
6.c Idealised Me refined as rotating group:
C9B(H9BA,H9BB,H9BC), C9(H9A,H9B,H9C), C12(H12C,H12D,H12E), C10(H10D,H10E,
H10F), C10A(H10A,H10B,H10C)
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