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#$Date: 2023-07-12 02:05:30 +0300 (Wed, 12 Jul 2023) $
#$Revision: 285162 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/34/7713429.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_7713429
loop_
_publ_author_name
'Song, Li-Cheng'
'Zhang, Zhen-Qing'
'Liu, Bei-Bei'
_publ_section_title
;
 Structural and functional biomimetics of [Fe]-hydrogenase featuring a
 mono-, di- or tetrasubstituted pyridine ligand with a fac-C, N,
 and S ligation.
;
_journal_issue                   27
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9215
_journal_page_last               9228
_journal_paper_doi               10.1039/d3dt01285a
_journal_volume                  52
_journal_year                    2023
_chemical_formula_sum            'C24 H23 Cl Fe N O2.5 S2'
_chemical_formula_weight         520.85
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-06-02 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.3340(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.12553(12)
_cell_length_b                   13.2404(2)
_cell_length_c                   15.39003(17)
_cell_measurement_reflns_used    19915
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      34.6190
_cell_measurement_theta_min      2.0280
_cell_volume                     2253.21(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SHELXS-2014
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            39412
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.748
_diffrn_reflns_theta_min         2.034
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.998
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_description       block
_exptl_crystal_F_000             1076
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         9022
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0419P)²+2.3578P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1056
_refine_ls_wR_factor_ref         0.1114
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7741
_reflns_number_total             9022
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt01285a2.cif
_cod_data_source_block           Complex8
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C24 H23 Cl Fe N O2.50 S2'
_cod_database_code               7713429
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.721
_shelx_estimated_absorpt_t_max   0.754
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.33304(2) 0.19564(2) 0.27120(2) 0.01337(6) Uani 1 1 d . . . . .
S1 S 0.28090(4) 0.26462(3) 0.39344(3) 0.01623(8) Uani 1 1 d . . . . .
S2 S 0.36638(4) 0.10289(3) 0.15332(3) 0.01667(9) Uani 1 1 d . . . . .
Cl1 Cl 0.53833(4) 0.22207(4) 0.33905(3) 0.02045(9) Uani 1 1 d . . . . .
N1 N 0.33298(12) 0.06441(12) 0.33602(9) 0.0151(3) Uani 1 1 d . . . . .
O1 O 0.33470(16) 0.37841(12) 0.16788(9) 0.0312(3) Uani 1 1 d . . . . .
O2 O 0.11907(12) 0.15646(14) 0.15725(9) 0.0304(3) Uani 1 1 d . . . . .
C1 C 0.33487(16) 0.30746(14) 0.21070(11) 0.0187(3) Uani 1 1 d . . . . .
C2 C 0.16255(15) 0.18352(15) 0.23003(11) 0.0183(3) Uani 1 1 d . . . . .
C3 C 0.51989(15) 0.08626(14) 0.13458(11) 0.0163(3) Uani 1 1 d . . . . .
C4 C 0.07588(16) 0.20939(15) 0.29614(13) 0.0206(3) Uani 1 1 d . . . . .
C5 C 0.12194(16) 0.24383(14) 0.37815(12) 0.0189(3) Uani 1 1 d . . . . .
C6 C 0.33443(16) 0.06350(15) 0.42393(11) 0.0189(3) Uani 1 1 d . . . . .
C7 C 0.75317(16) 0.05183(14) 0.08948(12) 0.0193(3) Uani 1 1 d . . . . .
C8 C 0.34066(15) -0.02457(14) 0.29357(11) 0.0176(3) Uani 1 1 d . . . . .
C9 C 0.35343(16) -0.11574(15) 0.33785(13) 0.0211(3) Uani 1 1 d . . . . .
H9 H 0.360708 -0.175731 0.307435 0.025 Uiso 1 1 calc R U . . .
C10 C 0.87711(17) 0.02751(17) 0.06370(15) 0.0270(4) Uani 1 1 d . . . . .
H10A H 0.870001 0.006906 0.003542 0.041 Uiso 1 1 calc R U . . .
H10B H 0.912497 -0.026182 0.099848 0.041 Uiso 1 1 calc R U . . .
H10C H 0.927577 0.086360 0.071318 0.041 Uiso 1 1 calc R U . . .
C11 C 0.54836(16) 0.11164(14) 0.05132(11) 0.0180(3) Uani 1 1 d . . . . .
H11 H 0.489791 0.139110 0.010287 0.022 Uiso 1 1 calc R U . . .
C12 C 0.72328(17) 0.02841(15) 0.17246(12) 0.0219(3) Uani 1 1 d . . . . .
H12 H 0.781511 -0.000266 0.213059 0.026 Uiso 1 1 calc R U . . .
C13 C 0.32893(17) -0.02064(15) 0.19559(11) 0.0200(3) Uani 1 1 d . . . . .
H13A H 0.246559 -0.037709 0.173070 0.024 Uiso 1 1 calc R U . . .
H13B H 0.381930 -0.071006 0.174422 0.024 Uiso 1 1 calc R U . . .
C14 C 0.32846(19) 0.16346(15) 0.46867(11) 0.0228(4) Uani 1 1 d . . . . .
H14A H 0.407570 0.179456 0.498488 0.027 Uiso 1 1 calc R U . . .
H14B H 0.272296 0.158702 0.512436 0.027 Uiso 1 1 calc R U . . .
C15 C 0.35522(17) -0.11640(16) 0.42807(13) 0.0236(4) Uani 1 1 d . . . . .
H15 H 0.363102 -0.176874 0.458916 0.028 Uiso 1 1 calc R U . . .
C16 C 0.66534(16) 0.09544(15) 0.03023(12) 0.0197(3) Uani 1 1 d . . . . .
H16 H 0.684977 0.114253 -0.024690 0.024 Uiso 1 1 calc R U . . .
C17 C 0.60817(16) 0.04692(16) 0.19616(12) 0.0216(3) Uani 1 1 d . . . . .
H17 H 0.590537 0.033100 0.252635 0.026 Uiso 1 1 calc R U . . .
C19 C 0.34510(18) -0.02572(16) 0.47169(12) 0.0242(4) Uani 1 1 d . . . . .
H19 H 0.345446 -0.024609 0.532138 0.029 Uiso 1 1 calc R U . . .
C20 C -0.04905(18) 0.19683(19) 0.27767(17) 0.0333(5) Uani 1 1 d . . . . .
H20 H -0.081515 0.175075 0.222574 0.040 Uiso 1 1 calc R U . . .
C21 C 0.04735(19) 0.26471(17) 0.44315(15) 0.0277(4) Uani 1 1 d . . . . .
H21 H 0.079273 0.288390 0.497757 0.033 Uiso 1 1 calc R U . . .
C22 C -0.0762(2) 0.2489(2) 0.42360(19) 0.0404(6) Uani 1 1 d . . . . .
H22 H -0.127323 0.260201 0.466498 0.049 Uiso 1 1 calc R U . . .
C23 C -0.1246(2) 0.2168(2) 0.3415(2) 0.0446(7) Uani 1 1 d . . . . .
H23 H -0.207769 0.208605 0.329106 0.053 Uiso 1 1 calc R U . . .
O3 O 0.9694(3) -0.0067(3) 0.5229(3) 0.0324(8) Uani 0.5 1 d D U P A -1
C24 C 1.0474(4) 0.0355(4) 0.5926(3) 0.0325(10) Uani 0.5 1 d D U P A -1
H24A H 1.087603 0.094597 0.572374 0.039 Uiso 0.5 1 calc R U P A -1
H24B H 1.108618 -0.013409 0.613819 0.039 Uiso 0.5 1 calc R U P A -1
C25 C 0.9732(4) 0.0645(4) 0.6652(3) 0.0384(11) Uani 0.5 1 d D U P A -1
H25A H 0.919664 0.118794 0.645930 0.058 Uiso 0.5 1 calc R U P A -1
H25B H 1.026155 0.085729 0.715354 0.058 Uiso 0.5 1 calc R U P A -1
H25C H 0.926785 0.007321 0.680446 0.058 Uiso 0.5 1 calc R U P A -1
C26 C 1.0332(5) -0.0297(5) 0.4508(4) 0.0337(12) Uani 0.5 1 d D U P A -1
H26A H 1.097207 -0.077553 0.468495 0.040 Uiso 0.5 1 calc R U P A -1
H26B H 1.069737 0.031245 0.430601 0.040 Uiso 0.5 1 calc R U P A -1
C27 C 0.9480(6) -0.0739(5) 0.3781(4) 0.0403(13) Uani 0.5 1 d D U P A -1
H27A H 0.916351 -0.136639 0.396994 0.060 Uiso 0.5 1 calc R U P A -1
H27B H 0.990698 -0.085667 0.328092 0.060 Uiso 0.5 1 calc R U P A -1
H27C H 0.882685 -0.027671 0.362649 0.060 Uiso 0.5 1 calc R U P A -1
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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
C1 Fe1 C2 87.97(8) . . ?
C1 Fe1 N1 177.55(7) . . ?
C2 Fe1 N1 92.11(7) . . ?
C1 Fe1 S1 97.01(6) . . ?
C2 Fe1 S1 88.47(5) . . ?
N1 Fe1 S1 85.44(4) . . ?
C1 Fe1 S2 91.16(6) . . ?
C2 Fe1 S2 86.20(5) . . ?
N1 Fe1 S2 86.41(4) . . ?
S1 Fe1 S2 170.09(2) . . ?
C1 Fe1 Cl1 92.36(6) . . ?
C2 Fe1 Cl1 172.59(5) . . ?
N1 Fe1 Cl1 87.87(4) . . ?
S1 Fe1 Cl1 84.138(17) . . ?
S2 Fe1 Cl1 101.186(17) . . ?
C5 S1 C14 100.72(9) . . ?
C5 S1 Fe1 99.94(6) . . ?
C14 S1 Fe1 98.74(6) . . ?
C3 S2 C13 102.01(9) . . ?
C3 S2 Fe1 116.38(6) . . ?
C13 S2 Fe1 97.87(6) . . ?
C6 N1 C8 118.73(16) . . ?
C6 N1 Fe1 120.38(13) . . ?
C8 N1 Fe1 120.71(11) . . ?
O1 C1 Fe1 177.08(16) . . ?
O2 C2 C4 117.64(15) . . ?
O2 C2 Fe1 126.65(13) . . ?
C4 C2 Fe1 115.70(12) . . ?
C17 C3 C11 120.14(15) . . ?
C17 C3 S2 123.76(13) . . ?
C11 C3 S2 116.05(13) . . ?
C5 C4 C20 118.94(18) . . ?
C5 C4 C2 119.13(15) . . ?
C20 C4 C2 121.91(18) . . ?
C4 C5 C21 121.90(18) . . ?
C4 C5 S1 115.69(13) . . ?
C21 C5 S1 122.36(15) . . ?
N1 C6 C19 121.88(17) . . ?
N1 C6 C14 117.16(16) . . ?
C19 C6 C14 120.92(16) . . ?
C16 C7 C12 118.32(16) . . ?
C16 C7 C10 120.88(17) . . ?
C12 C7 C10 120.77(18) . . ?
N1 C8 C9 121.94(16) . . ?
N1 C8 C13 116.85(16) . . ?
C9 C8 C13 121.16(17) . . ?
C8 C9 C15 119.17(18) . . ?
C8 C9 H9 120.4 . . ?
C15 C9 H9 120.4 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C3 119.34(16) . . ?
C16 C11 H11 120.3 . . ?
C3 C11 H11 120.3 . . ?
C7 C12 C17 121.47(17) . . ?
C7 C12 H12 119.3 . . ?
C17 C12 H12 119.3 . . ?
C8 C13 S2 113.04(13) . . ?
C8 C13 H13A 109.0 . . ?
S2 C13 H13A 109.0 . . ?
C8 C13 H13B 109.0 . . ?
S2 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C6 C14 S1 112.62(12) . . ?
C6 C14 H14A 109.1 . . ?
S1 C14 H14A 109.1 . . ?
C6 C14 H14B 109.1 . . ?
S1 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C19 C15 C9 119.11(18) . . ?
C19 C15 H15 120.4 . . ?
C9 C15 H15 120.4 . . ?
C7 C16 C11 121.32(16) . . ?
C7 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
C3 C17 C12 119.29(16) . . ?
C3 C17 H17 120.4 . . ?
C12 C17 H17 120.4 . . ?
C15 C19 C6 119.14(17) . . ?
C15 C19 H19 120.4 . . ?
C6 C19 H19 120.4 . . ?
C23 C20 C4 120.0(2) . . ?
C23 C20 H20 120.0 . . ?
C4 C20 H20 120.0 . . ?
C22 C21 C5 117.8(2) . . ?
C22 C21 H21 121.1 . . ?
C5 C21 H21 121.1 . . ?
C23 C22 C21 121.3(2) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C20 120.0(2) . . ?
C22 C23 H23 120.0 . . ?
C20 C23 H23 120.0 . . ?
C26 O3 C24 111.1(3) . . ?
O3 C24 C25 108.7(4) . . ?
O3 C24 H24A 109.9 . . ?
C25 C24 H24A 109.9 . . ?
O3 C24 H24B 109.9 . . ?
C25 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O3 C26 C27 109.8(4) . . ?
O3 C26 H26A 109.7 . . ?
C27 C26 H26A 109.7 . . ?
O3 C26 H26B 109.7 . . ?
C27 C26 H26B 109.7 . . ?
H26A C26 H26B 108.2 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C1 1.7501(19) . ?
Fe1 C2 1.9391(16) . ?
Fe1 N1 2.0036(15) . ?
Fe1 S1 2.2251(5) . ?
Fe1 S2 2.2551(5) . ?
Fe1 Cl1 2.4296(5) . ?
S1 C5 1.7797(18) . ?
S1 C14 1.8110(19) . ?
S2 C3 1.7769(17) . ?
S2 C13 1.825(2) . ?
N1 C6 1.351(2) . ?
N1 C8 1.354(2) . ?
O1 C1 1.147(2) . ?
O2 C2 1.224(2) . ?
C2 C4 1.516(2) . ?
C3 C17 1.389(2) . ?
C3 C11 1.395(2) . ?
C4 C5 1.386(3) . ?
C4 C20 1.398(3) . ?
C5 C21 1.396(3) . ?
C6 C19 1.389(3) . ?
C6 C14 1.497(3) . ?
C7 C16 1.387(3) . ?
C7 C12 1.390(3) . ?
C7 C10 1.511(3) . ?
C8 C9 1.386(3) . ?
C8 C13 1.500(2) . ?
C9 C15 1.386(3) . ?
C9 H9 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C16 1.392(2) . ?
C11 H11 0.9300 . ?
C12 C17 1.392(3) . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C19 1.386(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C19 H19 0.9300 . ?
C20 C23 1.386(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.390(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.385(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
O3 C26 1.415(6) . ?
O3 C24 1.417(6) . ?
C24 C25 1.510(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.503(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
