#------------------------------------------------------------------------------
#$Date: 2021-11-16 11:20:50 +0200 (Tue, 16 Nov 2021) $
#$Revision: 270678 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/52/1565241.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_1565241
loop_
_publ_author_name
'Hu, Shu-Peng'
'Zhang, Li'
'Wu, Yu'
'Feng, Jian-Shen'
'Wu, Sheng'
'Xie, Bin'
'Zou, Li-Ke'
_publ_section_title
;
 [FeFe]-hydrogenase active site mimics containing pyridyl-functionalized
 phosphine ligands: Synthesis, characterization and electrochemical
 investigation
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119435
_journal_paper_doi               10.1016/j.ica.2020.119435
_journal_volume                  504
_journal_year                    2020
_chemical_formula_moiety         'C25 H20 Fe2 N O5 P S2'
_chemical_formula_sum            'C25 H20 Fe2 N O5 P S2'
_chemical_formula_weight         621.21
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90
_cell_angle_beta                 115.1220(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.6942(7)
_cell_length_b                   10.0110(4)
_cell_length_c                   17.4035(7)
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.02
_cell_volume                     2633.44(19)
_computing_data_collection       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            40442
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.557
_diffrn_reflns_theta_min         3.018
_exptl_absorpt_coefficient_mu    1.357
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         6058
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0281
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0354P)²+0.8331P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0680
_refine_ls_wR_factor_ref         0.0723
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5119
_reflns_number_total             6058
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            complex2-revision.cif
_cod_data_source_block           complex2
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1565241
_shelx_shelxl_version_number     2017/1
_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   0.792
_shelx_estimated_absorpt_t_max   0.865
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 0.43520(2) 0.58092(3) 1.16338(2) 0.03654(8) Uani 1 1 d . . . . .
Fe2 Fe 0.28691(2) 0.67708(2) 1.06990(2) 0.02805(7) Uani 1 1 d . . . . .
S1 S 0.41270(3) 0.79645(5) 1.12230(3) 0.04008(11) Uani 1 1 d . . . . .
S2 S 0.36893(3) 0.55507(5) 1.02102(3) 0.03813(11) Uani 1 1 d . . . . .
P1 P 0.19692(3) 0.78196(4) 0.95206(2) 0.02631(9) Uani 1 1 d . . . . .
O1 O 0.45560(15) 0.6566(2) 1.33250(11) 0.0876(6) Uani 1 1 d . . . . .
O2 O 0.62163(11) 0.5361(2) 1.20026(14) 0.0858(6) Uani 1 1 d . . . . .
O3 O 0.37815(13) 0.31358(16) 1.18528(12) 0.0732(5) Uani 1 1 d . . . . .
O4 O 0.17986(12) 0.44743(17) 1.06752(13) 0.0754(5) Uani 1 1 d . . . . .
O5 O 0.23411(12) 0.80939(19) 1.19002(10) 0.0697(5) Uani 1 1 d . . . . .
N1 N 0.00221(17) 0.3400(2) 0.83466(13) 0.0725(6) Uani 1 1 d . . . . .
C1 C 0.44796(14) 0.6279(2) 1.26679(14) 0.0518(5) Uani 1 1 d . . . . .
C2 C 0.54984(14) 0.5538(2) 1.18650(14) 0.0523(5) Uani 1 1 d . . . . .
C3 C 0.40196(14) 0.4164(2) 1.17678(13) 0.0472(5) Uani 1 1 d . . . . .
C4 C 0.21994(13) 0.53774(19) 1.06469(12) 0.0423(4) Uani 1 1 d . . . . .
C5 C 0.25371(12) 0.7589(2) 1.14179(12) 0.0404(4) Uani 1 1 d . . . . .
C6 C 0.44950(13) 0.8027(2) 1.03755(15) 0.0516(5) Uani 1 1 d . . . . .
H6A H 0.422911 0.879387 1.001684 0.062 Uiso 1 1 calc R U . . .
H6B H 0.513201 0.814204 1.062233 0.062 Uiso 1 1 calc R U . . .
C7 C 0.42519(15) 0.6777(2) 0.98385(14) 0.0533(5) Uani 1 1 d . . . . .
H7A H 0.478517 0.637933 0.984607 0.064 Uiso 1 1 calc R U . . .
H7B H 0.387053 0.701457 0.925638 0.064 Uiso 1 1 calc R U . . .
C8 C 0.24260(11) 0.93507(16) 0.92925(11) 0.0330(4) Uani 1 1 d . . . . .
C9 C 0.25470(13) 0.9553(2) 0.85581(14) 0.0450(4) Uani 1 1 d . . . . .
H9 H 0.240567 0.887833 0.815410 0.054 Uiso 1 1 calc R U . . .
C10 C 0.28805(16) 1.0767(2) 0.84277(18) 0.0635(7) Uani 1 1 d . . . . .
H10 H 0.295623 1.089907 0.793371 0.076 Uiso 1 1 calc R U . . .
C11 C 0.30951(15) 1.1754(2) 0.9013(2) 0.0670(7) Uani 1 1 d . . . . .
H11 H 0.331080 1.256295 0.891586 0.080 Uiso 1 1 calc R U . . .
C12 C 0.29947(15) 1.1565(2) 0.97529(18) 0.0612(6) Uani 1 1 d . . . . .
H12 H 0.315212 1.223947 1.015819 0.073 Uiso 1 1 calc R U . . .
C13 C 0.26596(13) 1.03706(19) 0.98905(14) 0.0455(5) Uani 1 1 d . . . . .
H13 H 0.258992 1.024856 1.038837 0.055 Uiso 1 1 calc R U . . .
C14 C 0.08967(11) 0.83934(16) 0.94341(10) 0.0290(3) Uani 1 1 d . . . . .
C15 C 0.04455(12) 0.93963(18) 0.88583(11) 0.0365(4) Uani 1 1 d . . . . .
H15 H 0.072622 0.985483 0.857700 0.044 Uiso 1 1 calc R U . . .
C16 C -0.04143(13) 0.9716(2) 0.87012(12) 0.0467(5) Uani 1 1 d . . . . .
H16 H -0.070824 1.039709 0.832243 0.056 Uiso 1 1 calc R U . . .
C17 C -0.08361(13) 0.9023(2) 0.91081(13) 0.0507(5) Uani 1 1 d . . . . .
H17 H -0.142194 0.921725 0.898871 0.061 Uiso 1 1 calc R U . . .
C18 C -0.03970(13) 0.8052(2) 0.96861(13) 0.0481(5) Uani 1 1 d . . . . .
H18 H -0.068236 0.759997 0.996561 0.058 Uiso 1 1 calc R U . . .
C19 C 0.04728(12) 0.77354(19) 0.98584(11) 0.0380(4) Uani 1 1 d . . . . .
H19 H 0.077085 0.708248 1.025818 0.046 Uiso 1 1 calc R U . . .
C20 C 0.16220(12) 0.68616(16) 0.85176(10) 0.0327(4) Uani 1 1 d . . . . .
H20A H 0.129044 0.744812 0.804512 0.039 Uiso 1 1 calc R U . . .
H20B H 0.214601 0.657200 0.845579 0.039 Uiso 1 1 calc R U . . .
C21 C 0.10661(12) 0.56629(17) 0.84724(10) 0.0354(4) Uani 1 1 d . . . . .
C22 C 0.14087(15) 0.43845(19) 0.85814(13) 0.0500(5) Uani 1 1 d . . . . .
H22 H 0.200255 0.425205 0.870613 0.060 Uiso 1 1 calc R U . . .
C23 C 0.0868(2) 0.3310(2) 0.85049(15) 0.0697(8) Uani 1 1 d . . . . .
H23 H 0.111408 0.246102 0.856871 0.084 Uiso 1 1 calc R U . . .
C24 C -0.03025(16) 0.4629(3) 0.82495(14) 0.0627(6) Uani 1 1 d . . . . .
H24 H -0.089422 0.472658 0.814400 0.075 Uiso 1 1 calc R U . . .
C25 C 0.01772(13) 0.5779(2) 0.82941(12) 0.0455(5) Uani 1 1 d . . . . .
H25 H -0.009230 0.661309 0.820608 0.055 Uiso 1 1 calc R U . . .
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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
C1 Fe1 C3 91.26(10) . .
C1 Fe1 C2 98.86(10) . .
C3 Fe1 C2 101.04(10) . .
C1 Fe1 S1 90.00(8) . .
C3 Fe1 S1 154.92(7) . .
C2 Fe1 S1 103.51(7) . .
C1 Fe1 S2 158.47(7) . .
C3 Fe1 S2 90.17(7) . .
C2 Fe1 S2 101.95(7) . .
S1 Fe1 S2 79.848(19) . .
C1 Fe1 Fe2 102.45(7) . .
C3 Fe1 Fe2 99.38(7) . .
C2 Fe1 Fe2 149.99(7) . .
S1 Fe1 Fe2 55.996(14) . .
S2 Fe1 Fe2 56.165(14) . .
C4 Fe2 C5 91.19(9) . .
C4 Fe2 P1 99.23(6) . .
C5 Fe2 P1 98.14(6) . .
C4 Fe2 S1 154.65(7) . .
C5 Fe2 S1 89.20(6) . .
P1 Fe2 S1 105.799(19) . .
C4 Fe2 S2 91.45(7) . .
C5 Fe2 S2 160.13(6) . .
P1 Fe2 S2 100.866(18) . .
S1 Fe2 S2 80.123(19) . .
C4 Fe2 Fe1 99.17(6) . .
C5 Fe2 Fe1 103.79(6) . .
P1 Fe2 Fe1 150.917(16) . .
S1 Fe2 Fe1 56.301(15) . .
S2 Fe2 Fe1 56.349(14) . .
C6 S1 Fe2 105.53(7) . .
C6 S1 Fe1 102.78(7) . .
Fe2 S1 Fe1 67.704(16) . .
C7 S2 Fe2 104.85(7) . .
C7 S2 Fe1 103.05(8) . .
Fe2 S2 Fe1 67.485(15) . .
C14 P1 C8 101.73(8) . .
C14 P1 C20 100.45(8) . .
C8 P1 C20 102.79(8) . .
C14 P1 Fe2 118.65(5) . .
C8 P1 Fe2 114.52(6) . .
C20 P1 Fe2 116.25(6) . .
C23 N1 C24 115.6(2) . .
O1 C1 Fe1 179.3(2) . .
O2 C2 Fe1 179.3(2) . .
O3 C3 Fe1 177.6(2) . .
O4 C4 Fe2 175.1(2) . .
O5 C5 Fe2 177.94(19) . .
C7 C6 S1 112.19(14) . .
C7 C6 H6A 109.2 . .
S1 C6 H6A 109.2 . .
C7 C6 H6B 109.2 . .
S1 C6 H6B 109.2 . .
H6A C6 H6B 107.9 . .
C6 C7 S2 112.44(14) . .
C6 C7 H7A 109.1 . .
S2 C7 H7A 109.1 . .
C6 C7 H7B 109.1 . .
S2 C7 H7B 109.1 . .
H7A C7 H7B 107.8 . .
C13 C8 C9 118.49(17) . .
C13 C8 P1 117.59(14) . .
C9 C8 P1 123.91(14) . .
C8 C9 C10 120.0(2) . .
C8 C9 H9 120.0 . .
C10 C9 H9 120.0 . .
C11 C10 C9 120.7(2) . .
C11 C10 H10 119.7 . .
C9 C10 H10 119.7 . .
C10 C11 C12 120.2(2) . .
C10 C11 H11 119.9 . .
C12 C11 H11 119.9 . .
C11 C12 C13 119.9(2) . .
C11 C12 H12 120.1 . .
C13 C12 H12 120.1 . .
C12 C13 C8 120.7(2) . .
C12 C13 H13 119.6 . .
C8 C13 H13 119.6 . .
C19 C14 C15 118.90(16) . .
C19 C14 P1 120.74(13) . .
C15 C14 P1 119.89(13) . .
C16 C15 C14 120.62(18) . .
C16 C15 H15 119.7 . .
C14 C15 H15 119.7 . .
C17 C16 C15 119.74(19) . .
C17 C16 H16 120.1 . .
C15 C16 H16 120.1 . .
C18 C17 C16 120.31(18) . .
C18 C17 H17 119.8 . .
C16 C17 H17 119.8 . .
C17 C18 C19 120.40(19) . .
C17 C18 H18 119.8 . .
C19 C18 H18 119.8 . .
C14 C19 C18 119.98(18) . .
C14 C19 H19 120.0 . .
C18 C19 H19 120.0 . .
C21 C20 P1 113.73(11) . .
C21 C20 H20A 108.8 . .
P1 C20 H20A 108.8 . .
C21 C20 H20B 108.8 . .
P1 C20 H20B 108.8 . .
H20A C20 H20B 107.7 . .
C22 C21 C25 116.73(18) . .
C22 C21 C20 121.57(17) . .
C25 C21 C20 121.68(16) . .
C23 C22 C21 119.7(2) . .
C23 C22 H22 120.2 . .
C21 C22 H22 120.2 . .
N1 C23 C22 124.5(2) . .
N1 C23 H23 117.8 . .
C22 C23 H23 117.8 . .
N1 C24 C25 124.6(2) . .
N1 C24 H24 117.7 . .
C25 C24 H24 117.7 . .
C24 C25 C21 118.8(2) . .
C24 C25 H25 120.6 . .
C21 C25 H25 120.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C1 1.783(2) .
Fe1 C3 1.784(2) .
Fe1 C2 1.801(2) .
Fe1 S1 2.2538(5) .
Fe1 S2 2.2586(5) .
Fe1 Fe2 2.5065(3) .
Fe2 C4 1.7658(19) .
Fe2 C5 1.7700(19) .
Fe2 P1 2.2246(5) .
Fe2 S1 2.2458(5) .
Fe2 S2 2.2538(5) .
S1 C6 1.824(2) .
S2 C7 1.823(2) .
P1 C14 1.8248(16) .
P1 C8 1.8291(17) .
P1 C20 1.8557(16) .
O1 C1 1.133(3) .
O2 C2 1.132(3) .
O3 C3 1.136(3) .
O4 C4 1.138(2) .
O5 C5 1.140(2) .
N1 C23 1.322(4) .
N1 C24 1.326(3) .
C6 C7 1.511(3) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C13 1.390(3) .
C8 C9 1.391(3) .
C9 C10 1.395(3) .
C9 H9 0.9300 .
C10 C11 1.354(4) .
C10 H10 0.9300 .
C11 C12 1.381(4) .
C11 H11 0.9300 .
C12 C13 1.384(3) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 C19 1.387(2) .
C14 C15 1.392(2) .
C15 C16 1.380(3) .
C15 H15 0.9300 .
C16 C17 1.379(3) .
C16 H16 0.9300 .
C17 C18 1.367(3) .
C17 H17 0.9300 .
C18 C19 1.389(3) .
C18 H18 0.9300 .
C19 H19 0.9300 .
C20 C21 1.498(2) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C21 C22 1.382(3) .
C21 C25 1.386(3) .
C22 C23 1.374(3) .
C22 H22 0.9300 .
C23 H23 0.9300 .
C24 C25 1.385(3) .
C24 H24 0.9300 .
C25 H25 0.9300 .
