#------------------------------------------------------------------------------
#$Date: 2023-07-12 02:05:30 +0300 (Wed, 12 Jul 2023) $
#$Revision: 285162 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/34/7713430.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_7713430
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_moiety         'C15 H12 Fe I N O2 S'
_chemical_formula_sum            'C15 H12 Fe I N O2 S'
_chemical_formula_weight         453.07
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-12-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-06-02 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.30(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.475(2)
_cell_length_b                   11.290(2)
_cell_length_c                   12.225(2)
_cell_measurement_reflns_used    4750
_cell_measurement_temperature    113.1500
_cell_measurement_theta_max      28.0026
_cell_measurement_theta_min      2.4072
_cell_volume                     1583.4(5)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      113.1500
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18264
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.883
_diffrn_reflns_theta_min         2.407
_exptl_absorpt_coefficient_mu    3.036
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.901
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.116
_refine_diff_density_min         -1.440
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3756
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0448
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0607P)²+0.1782P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1136
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3250
_reflns_number_total             3756
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt01285a2.cif
_cod_data_source_block           r20181210a
_cod_database_code               7713430
_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_max   0.914
_shelx_estimated_absorpt_t_min   0.863
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
I1 I 0.38174(3) 0.14123(3) 0.37977(2) 0.03213(12) Uani 1 1 d . . . . .
Fe1 Fe 0.56598(5) 0.23878(5) 0.27856(5) 0.02326(16) Uani 1 1 d . . . . .
S1 S 0.68771(10) 0.11569(10) 0.37332(9) 0.0273(2) Uani 1 1 d . . . . .
O1 O 0.5383(4) 0.0710(4) 0.1003(3) 0.0605(12) Uani 1 1 d . . . . .
O2 O 0.4075(3) 0.3958(3) 0.1666(3) 0.0396(8) Uani 1 1 d . . . . .
N1 N 0.6083(3) 0.3554(3) 0.4005(3) 0.0221(7) Uani 1 1 d . . . . .
C1 C 0.5465(5) 0.1335(4) 0.1695(4) 0.0384(12) Uani 1 1 d . . . . .
C2 C 0.4675(5) 0.3401(4) 0.2066(4) 0.0337(11) Uani 1 1 d . . . . .
C3 C 0.6004(4) 0.4748(4) 0.3874(4) 0.0268(9) Uani 1 1 d . . . . .
H3 H 0.564471 0.504792 0.322381 0.032 Uiso 1 1 calc R . . . .
C4 C 0.6427(4) 0.5547(4) 0.4651(4) 0.0307(10) Uani 1 1 d . . . . .
H4 H 0.635878 0.637537 0.453185 0.037 Uiso 1 1 calc R . . . .
C5 C 0.6945(4) 0.5118(4) 0.5593(4) 0.0359(11) Uani 1 1 d . . . . .
H5 H 0.724501 0.564697 0.613430 0.043 Uiso 1 1 calc R . . . .
C6 C 0.7024(4) 0.3918(5) 0.5744(4) 0.0320(10) Uani 1 1 d . . . . .
H6 H 0.737490 0.360927 0.639521 0.038 Uiso 1 1 calc R . . . .
C7 C 0.6592(3) 0.3156(4) 0.4943(3) 0.0232(8) Uani 1 1 d . . . . .
C8 C 0.6678(4) 0.1833(4) 0.5064(3) 0.0271(9) Uani 1 1 d . . . . .
H8A H 0.595838 0.152305 0.539147 0.033 Uiso 1 1 calc R . . . .
H8B H 0.734484 0.163082 0.555667 0.033 Uiso 1 1 calc R . . . .
C9 C 0.8250(4) 0.1793(4) 0.3378(4) 0.0288(10) Uani 1 1 d . . . . .
C10 C 0.9278(4) 0.1402(4) 0.3890(4) 0.0351(11) Uani 1 1 d . . . . .
H10 H 0.926240 0.078832 0.442184 0.042 Uiso 1 1 calc R . . . .
C11 C 1.0325(4) 0.1923(5) 0.3610(4) 0.0434(13) Uani 1 1 d . . . . .
H11 H 1.103580 0.167411 0.395098 0.052 Uiso 1 1 calc R . . . .
C12 C 1.0320(4) 0.2818(5) 0.2821(4) 0.0414(13) Uani 1 1 d . . . . .
H12 H 1.103063 0.319681 0.264359 0.050 Uiso 1 1 calc R . . . .
C13 C 0.9297(4) 0.3160(5) 0.2297(4) 0.0360(11) Uani 1 1 d . . . . .
H13 H 0.932019 0.374280 0.173745 0.043 Uiso 1 1 calc R . . . .
C14 C 0.8224(4) 0.2662(4) 0.2574(4) 0.0265(9) Uani 1 1 d . . . . .
C15 C 0.7093(4) 0.3044(4) 0.2014(4) 0.0282(9) Uani 1 1 d . . . . .
H15A H 0.708310 0.276524 0.124639 0.034 Uiso 1 1 calc R . . . .
H15B H 0.705292 0.392024 0.200464 0.034 Uiso 1 1 calc R . . . .
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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
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
S1 Fe1 I1 89.75(4) . . ?
N1 Fe1 I1 95.95(10) . . ?
N1 Fe1 S1 83.60(10) . . ?
N1 Fe1 C15 85.59(16) . . ?
C1 Fe1 I1 89.12(18) . . ?
C1 Fe1 S1 92.21(17) . . ?
C1 Fe1 N1 173.4(2) . . ?
C1 Fe1 C2 89.5(2) . . ?
C1 Fe1 C15 89.2(2) . . ?
C2 Fe1 I1 89.65(15) . . ?
C2 Fe1 S1 178.17(15) . . ?
C2 Fe1 N1 94.75(17) . . ?
C2 Fe1 C15 92.6(2) . . ?
C15 Fe1 I1 177.13(13) . . ?
C15 Fe1 S1 88.02(13) . . ?
C8 S1 Fe1 96.38(15) . . ?
C9 S1 Fe1 99.51(16) . . ?
C9 S1 C8 100.2(2) . . ?
C3 N1 Fe1 122.6(3) . . ?
C7 N1 Fe1 119.8(3) . . ?
C7 N1 C3 117.1(4) . . ?
O1 C1 Fe1 177.0(5) . . ?
O2 C2 Fe1 177.2(5) . . ?
N1 C3 H3 118.6 . . ?
N1 C3 C4 122.8(4) . . ?
C4 C3 H3 118.6 . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.9(4) . . ?
C5 C4 H4 120.6 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.2(4) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 H6 120.1 . . ?
C5 C6 C7 119.8(4) . . ?
C7 C6 H6 120.1 . . ?
N1 C7 C6 122.3(4) . . ?
N1 C7 C8 116.0(4) . . ?
C6 C7 C8 121.7(4) . . ?
S1 C8 H8A 109.7 . . ?
S1 C8 H8B 109.7 . . ?
C7 C8 S1 109.8(3) . . ?
C7 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C10 C9 S1 120.2(4) . . ?
C14 C9 S1 116.7(3) . . ?
C14 C9 C10 123.0(4) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 118.9(5) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.2(5) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.9(5) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.2(5) . . ?
C14 C13 H13 119.4 . . ?
C9 C14 C13 116.8(4) . . ?
C9 C14 C15 121.6(4) . . ?
C13 C14 C15 121.6(4) . . ?
Fe1 C15 H15A 109.2 . . ?
Fe1 C15 H15B 109.2 . . ?
C14 C15 Fe1 112.1(3) . . ?
C14 C15 H15A 109.2 . . ?
C14 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
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
I1 Fe1 2.7079(9) . ?
Fe1 S1 2.2696(13) . ?
Fe1 N1 2.039(3) . ?
Fe1 C1 1.796(6) . ?
Fe1 C2 1.820(6) . ?
Fe1 C15 2.053(4) . ?
S1 C8 1.816(4) . ?
S1 C9 1.793(5) . ?
O1 C1 1.105(6) . ?
O2 C2 1.046(6) . ?
N1 C3 1.360(5) . ?
N1 C7 1.352(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.372(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.370(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.387(6) . ?
C7 C8 1.504(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.395(7) . ?
C9 C14 1.389(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.397(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.402(6) . ?
C14 C15 1.517(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 S1 C8 C7 -38.2(3) . . . . ?
Fe1 S1 C9 C10 172.2(4) . . . . ?
Fe1 S1 C9 C14 -8.6(4) . . . . ?
Fe1 N1 C3 C4 -171.7(3) . . . . ?
Fe1 N1 C7 C6 172.1(3) . . . . ?
Fe1 N1 C7 C8 -7.1(5) . . . . ?
S1 C9 C10 C11 -179.0(4) . . . . ?
S1 C9 C14 C13 180.0(3) . . . . ?
S1 C9 C14 C15 -0.7(6) . . . . ?
N1 C3 C4 C5 -0.1(7) . . . . ?
N1 C7 C8 S1 33.0(4) . . . . ?
C3 N1 C7 C6 -0.3(6) . . . . ?
C3 N1 C7 C8 -179.4(4) . . . . ?
C3 C4 C5 C6 -0.4(7) . . . . ?
C4 C5 C6 C7 0.5(7) . . . . ?
C5 C6 C7 N1 -0.2(7) . . . . ?
C5 C6 C7 C8 178.9(4) . . . . ?
C6 C7 C8 S1 -146.1(4) . . . . ?
C7 N1 C3 C4 0.5(6) . . . . ?
C8 S1 C9 C10 73.9(4) . . . . ?
C8 S1 C9 C14 -106.9(4) . . . . ?
C9 S1 C8 C7 62.7(3) . . . . ?
C9 C10 C11 C12 -0.3(7) . . . . ?
C9 C14 C15 Fe1 11.3(5) . . . . ?
C10 C9 C14 C13 -0.9(7) . . . . ?
C10 C9 C14 C15 178.4(4) . . . . ?
C10 C11 C12 C13 -2.1(8) . . . . ?
C11 C12 C13 C14 3.1(8) . . . . ?
C12 C13 C14 C9 -1.6(7) . . . . ?
C12 C13 C14 C15 179.1(4) . . . . ?
C13 C14 C15 Fe1 -169.5(4) . . . . ?
C14 C9 C10 C11 1.8(7) . . . . ?
