#------------------------------------------------------------------------------
#$Date: 2021-03-05 04:20:01 +0200 (Fri, 05 Mar 2021) $
#$Revision: 262695 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/03/7060358.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_7060358
loop_
_publ_author_name
'Varmužová, Věra'
'Horký, Filip'
'Štěpnička, Petr'
_publ_section_title
;
 Synthesis and coordination of a hybrid phosphinoferrocene sulfonamide
 ligand
;
_journal_issue                   6
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3319
_journal_page_last               3327
_journal_paper_doi               10.1039/D1NJ00080B
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C23 H22 Fe N O2 P S'
_chemical_formula_sum            'C23 H22 Fe N O2 P S'
_chemical_formula_weight         463.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2020-12-22 deposited with the CCDC.	2021-01-27 downloaded from the CCDC.
;
_cell_angle_alpha                99.502(2)
_cell_angle_beta                 95.461(2)
_cell_angle_gamma                91.567(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8310(5)
_cell_length_b                   9.6737(5)
_cell_length_c                   12.2527(6)
_cell_measurement_reflns_used    9861
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.54
_cell_measurement_theta_min      2.32
_cell_volume                     1026.69(9)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'PLATON (Spek, 2017)'
_computing_publication_material  'PLATON (Spek, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_radiation_source         'I\mS micro-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20233
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.541
_diffrn_reflns_theta_min         2.319
_exptl_absorpt_coefficient_mu    0.934
_exptl_absorpt_correction_T_max  0.79
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 - Bruker AXS'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_description       prism
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.614
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4736
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0249
_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)+(0.0277P)²+0.6845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0615
_refine_ls_wR_factor_ref         0.0634
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4343
_reflns_number_total             4736
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj00080b2.cif
_cod_data_source_block           vv10
_cod_depositor_comments
'Adding full bibliography for 7060358--7060363.cif.'
_cod_database_code               7060358
_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   0.718
_shelx_estimated_absorpt_t_max   0.793
loop_
_space_group_symop_operation_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_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
Fe Fe 0.84171(2) 0.15601(2) 0.85426(2) 0.01093(6) Uani 1 1 d . . . . .
P P 0.74674(4) 0.38052(4) 0.66935(3) 0.01313(8) Uani 1 1 d . . . . .
S S 0.40265(4) -0.03328(4) 0.64524(3) 0.01429(8) Uani 1 1 d . . . . .
O1 O 0.33236(12) 0.01244(12) 0.54680(9) 0.0210(2) Uani 1 1 d . . . . .
O2 O 0.32095(13) -0.02311(12) 0.74154(9) 0.0235(2) Uani 1 1 d . . . . .
N N 0.56145(14) 0.06224(13) 0.67999(10) 0.0153(2) Uani 1 1 d . . . . .
H1N H 0.609054 0.067588 0.624442 0.022(5) Uiso 1 1 d R . . . .
C1 C 0.65192(16) 0.04122(14) 0.77827(11) 0.0131(3) Uani 1 1 d . . . . .
C2 C 0.77792(17) -0.04684(14) 0.78438(12) 0.0156(3) Uani 1 1 d . . . . .
H2 H 0.819198 -0.101428 0.723380 0.019 Uiso 1 1 calc R U . . .
C3 C 0.83044(18) -0.03793(15) 0.89865(13) 0.0185(3) Uani 1 1 d . . . . .
H3 H 0.914205 -0.085108 0.927505 0.022 Uiso 1 1 calc R U . . .
C4 C 0.73604(18) 0.05393(16) 0.96278(12) 0.0188(3) Uani 1 1 d . . . . .
H4 H 0.745245 0.077568 1.041588 0.023 Uiso 1 1 calc R U . . .
C5 C 0.62588(17) 0.10382(15) 0.88809(12) 0.0163(3) Uani 1 1 d . . . . .
H5 H 0.548935 0.167326 0.907807 0.020 Uiso 1 1 calc R U . . .
C6 C 0.87570(16) 0.32536(14) 0.77655(12) 0.0137(3) Uani 1 1 d . . . . .
C7 C 0.99026(17) 0.22425(15) 0.75519(13) 0.0176(3) Uani 1 1 d . . . . .
H7 H 1.009918 0.176665 0.684052 0.021 Uiso 1 1 calc R U . . .
C8 C 1.06935(17) 0.20751(16) 0.85892(14) 0.0209(3) Uani 1 1 d . . . . .
H8 H 1.151119 0.147540 0.868894 0.025 Uiso 1 1 calc R U . . .
C9 C 1.00415(18) 0.29647(15) 0.94475(13) 0.0205(3) Uani 1 1 d . . . . .
H9 H 1.034665 0.306001 1.022189 0.025 Uiso 1 1 calc R U . . .
C10 C 0.88509(17) 0.36892(14) 0.89463(12) 0.0160(3) Uani 1 1 d . . . . .
H10 H 0.822604 0.434868 0.933030 0.019 Uiso 1 1 calc R U . . .
C11 C 0.85566(16) 0.53013(14) 0.63625(12) 0.0141(3) Uani 1 1 d . . . . .
C12 C 0.98590(17) 0.59321(16) 0.69965(13) 0.0180(3) Uani 1 1 d . . . . .
H12 H 1.025085 0.556999 0.763619 0.022 Uiso 1 1 calc R U . . .
C13 C 1.05967(18) 0.70904(17) 0.67038(14) 0.0231(3) Uani 1 1 d . . . . .
H13 H 1.148219 0.751701 0.714519 0.028 Uiso 1 1 calc R U . . .
C14 C 1.00333(19) 0.76187(17) 0.57653(15) 0.0247(3) Uani 1 1 d . . . . .
H14 H 1.053378 0.840662 0.556309 0.030 Uiso 1 1 calc R U . . .
C15 C 0.8741(2) 0.69948(17) 0.51248(14) 0.0240(3) Uani 1 1 d . . . . .
H15 H 0.835198 0.735920 0.448540 0.029 Uiso 1 1 calc R U . . .
C16 C 0.80111(18) 0.58372(16) 0.54149(13) 0.0190(3) Uani 1 1 d . . . . .
H16 H 0.713393 0.540625 0.496546 0.023 Uiso 1 1 calc R U . . .
C17 C 0.60809(16) 0.47387(15) 0.75415(12) 0.0139(3) Uani 1 1 d . . . . .
C18 C 0.63836(17) 0.60757(15) 0.81661(12) 0.0165(3) Uani 1 1 d . . . . .
H18 H 0.734773 0.653675 0.816780 0.020 Uiso 1 1 calc R U . . .
C19 C 0.52945(19) 0.67415(16) 0.87854(13) 0.0216(3) Uani 1 1 d . . . . .
H19 H 0.551320 0.765565 0.920174 0.026 Uiso 1 1 calc R U . . .
C20 C 0.3888(2) 0.60742(17) 0.87970(15) 0.0255(4) Uani 1 1 d . . . . .
H20 H 0.314167 0.652939 0.922035 0.031 Uiso 1 1 calc R U . . .
C21 C 0.35758(19) 0.47451(18) 0.81906(17) 0.0292(4) Uani 1 1 d . . . . .
H21 H 0.261824 0.428032 0.820585 0.035 Uiso 1 1 calc R U . . .
C22 C 0.46600(18) 0.40832(16) 0.75565(15) 0.0223(3) Uani 1 1 d . . . . .
H22 H 0.442839 0.317651 0.713034 0.027 Uiso 1 1 calc R U . . .
C23 C 0.45398(19) -0.20770(16) 0.60783(13) 0.0211(3) Uani 1 1 d . . . . .
H23A H 0.506846 -0.239381 0.672657 0.032 Uiso 1 1 calc R U . . .
H23B H 0.521532 -0.213289 0.548402 0.032 Uiso 1 1 calc R U . . .
H23C H 0.362195 -0.267698 0.581567 0.032 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'
Fe Fe 0.3463 0.8444 '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'
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
_geom_angle_publ_flag
C7 Fe C3 126.54(6) . . ?
C7 Fe C1 117.64(6) . . ?
C3 Fe C1 68.25(6) . . ?
C7 Fe C2 106.32(6) . . ?
C3 Fe C2 40.66(6) . . ?
C1 Fe C2 40.74(6) . . ?
C7 Fe C8 40.84(6) . . ?
C3 Fe C8 105.66(6) . . ?
C1 Fe C8 149.75(6) . . ?
C2 Fe C8 115.19(6) . . ?
C7 Fe C10 68.66(6) . . ?
C3 Fe C10 150.72(6) . . ?
C1 Fe C10 131.23(6) . . ?
C2 Fe C10 168.37(6) . . ?
C8 Fe C10 68.42(6) . . ?
C7 Fe C6 41.15(6) . . ?
C3 Fe C6 165.99(6) . . ?
C1 Fe C6 109.48(6) . . ?
C2 Fe C6 128.69(6) . . ?
C8 Fe C6 68.94(6) . . ?
C10 Fe C6 40.80(6) . . ?
C7 Fe C5 152.13(6) . . ?
C3 Fe C5 68.47(6) . . ?
C1 Fe C5 40.67(6) . . ?
C2 Fe C5 68.70(6) . . ?
C8 Fe C5 166.74(6) . . ?
C10 Fe C5 110.48(6) . . ?
C6 Fe C5 119.50(6) . . ?
C7 Fe C9 68.47(6) . . ?
C3 Fe C9 116.23(6) . . ?
C1 Fe C9 169.22(6) . . ?
C2 Fe C9 148.72(6) . . ?
C8 Fe C9 40.51(7) . . ?
C10 Fe C9 40.61(6) . . ?
C6 Fe C9 68.66(6) . . ?
C5 Fe C9 130.16(6) . . ?
C7 Fe C4 165.29(6) . . ?
C3 Fe C4 40.76(6) . . ?
C1 Fe C4 68.05(6) . . ?
C2 Fe C4 68.47(6) . . ?
C8 Fe C4 127.59(6) . . ?
C10 Fe C4 118.97(6) . . ?
C6 Fe C4 152.53(6) . . ?
C5 Fe C4 40.42(6) . . ?
C9 Fe C4 108.37(6) . . ?
C6 P C11 101.54(7) . . ?
C6 P C17 100.73(7) . . ?
C11 P C17 100.18(6) . . ?
O2 S O1 118.97(7) . . ?
O2 S N 107.84(7) . . ?
O1 S N 105.63(6) . . ?
O2 S C23 108.89(8) . . ?
O1 S C23 108.06(7) . . ?
N S C23 106.83(7) . . ?
C1 N S 117.23(9) . . ?
C1 N H1N 115.8 . . ?
S N H1N 111.7 . . ?
C2 C1 C5 108.82(13) . . ?
C2 C1 N 126.77(13) . . ?
C5 C1 N 124.39(13) . . ?
C2 C1 Fe 69.86(8) . . ?
C5 C1 Fe 70.19(8) . . ?
N C1 Fe 127.34(9) . . ?
C3 C2 C1 107.26(13) . . ?
C3 C2 Fe 69.38(8) . . ?
C1 C2 Fe 69.40(8) . . ?
C3 C2 H2 126.4 . . ?
C1 C2 H2 126.4 . . ?
Fe C2 H2 126.4 . . ?
C2 C3 C4 108.43(13) . . ?
C2 C3 Fe 69.97(8) . . ?
C4 C3 Fe 70.27(8) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
Fe C3 H3 125.6 . . ?
C5 C4 C3 108.02(13) . . ?
C5 C4 Fe 69.73(8) . . ?
C3 C4 Fe 68.97(8) . . ?
C5 C4 H4 126.0 . . ?
C3 C4 H4 126.0 . . ?
Fe C4 H4 126.9 . . ?
C4 C5 C1 107.47(13) . . ?
C4 C5 Fe 69.85(8) . . ?
C1 C5 Fe 69.14(8) . . ?
C4 C5 H5 126.3 . . ?
C1 C5 H5 126.3 . . ?
Fe C5 H5 126.3 . . ?
C10 C6 C7 106.98(13) . . ?
C10 C6 P 128.80(11) . . ?
C7 C6 P 124.22(11) . . ?
C10 C6 Fe 69.55(8) . . ?
C7 C6 Fe 68.76(8) . . ?
P C6 Fe 126.25(7) . . ?
C8 C7 C6 108.44(14) . . ?
C8 C7 Fe 70.10(8) . . ?
C6 C7 Fe 70.09(8) . . ?
C8 C7 H7 125.8 . . ?
C6 C7 H7 125.8 . . ?
Fe C7 H7 125.6 . . ?
C9 C8 C7 107.90(13) . . ?
C9 C8 Fe 69.93(9) . . ?
C7 C8 Fe 69.06(8) . . ?
C9 C8 H8 126.0 . . ?
C7 C8 H8 126.0 . . ?
Fe C8 H8 126.5 . . ?
C8 C9 C10 108.27(13) . . ?
C8 C9 Fe 69.56(8) . . ?
C10 C9 Fe 69.62(8) . . ?
C8 C9 H9 125.9 . . ?
C10 C9 H9 125.9 . . ?
Fe C9 H9 126.5 . . ?
C9 C10 C6 108.41(13) . . ?
C9 C10 Fe 69.78(8) . . ?
C6 C10 Fe 69.65(8) . . ?
C9 C10 H10 125.8 . . ?
C6 C10 H10 125.8 . . ?
Fe C10 H10 126.4 . . ?
C12 C11 C16 118.73(13) . . ?
C12 C11 P 124.34(11) . . ?
C16 C11 P 116.92(11) . . ?
C11 C12 C13 120.76(14) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 119.84(15) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C15 C14 C13 119.90(14) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.18(15) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 120.58(15) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C22 C17 C18 118.43(14) . . ?
C22 C17 P 118.53(11) . . ?
C18 C17 P 123.04(11) . . ?
C19 C18 C17 120.87(14) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C18 120.09(15) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C19 119.72(15) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.25(15) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C17 120.62(15) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
S C23 H23A 109.5 . . ?
S C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
S C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
Fe C7 2.0373(14) . ?
Fe C3 2.0402(14) . ?
Fe C1 2.0418(14) . ?
Fe C2 2.0480(14) . ?
Fe C8 2.0510(15) . ?
Fe C10 2.0537(14) . ?
Fe C6 2.0551(14) . ?
Fe C5 2.0558(14) . ?
Fe C9 2.0559(15) . ?
Fe C4 2.0574(14) . ?
P C6 1.8129(15) . ?
P C11 1.8374(14) . ?
P C17 1.8404(15) . ?
S O2 1.4319(11) . ?
S O1 1.4437(11) . ?
S N 1.6394(12) . ?
S C23 1.7575(16) . ?
N C1 1.4269(18) . ?
N H1N 0.8411 . ?
C1 C2 1.424(2) . ?
C1 C5 1.424(2) . ?
C2 C3 1.420(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.427(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.421(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C10 1.432(2) . ?
C6 C7 1.438(2) . ?
C7 C8 1.426(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.422(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.426(2) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.391(2) . ?
C11 C16 1.398(2) . ?
C12 C13 1.395(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.390(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.393(2) . ?
C17 C18 1.395(2) . ?
C18 C19 1.388(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.381(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(2) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
