#------------------------------------------------------------------------------
#$Date: 2019-11-23 08:08:42 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232514 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/78/4347808.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_4347808
loop_
_publ_author_name
'Rehe, David'
'Kornienko, Anna Y.'
'Emge, Thomas J.'
'Brennan, John G.'
_publ_section_title
;
 Thorium Compounds with Bonds to Sulfur or Selenium: Synthesis, Structure,
 and Thermolysis.
;
_journal_issue                   14
_journal_name_full               'Inorganic chemistry'
_journal_page_first              6961
_journal_page_last               6967
_journal_paper_doi               10.1021/acs.inorgchem.6b00645
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C39 H15 F20 N3 S4 Th'
_chemical_formula_weight         1265.82
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 103.7361(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.9212(10)
_cell_length_b                   16.9796(12)
_cell_length_c                   18.0655(14)
_cell_measurement_reflns_used    4489
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.02
_cell_measurement_theta_min      2.32
_cell_volume                     4148.1(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11750
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.874
_diffrn_reflns_theta_min         1.925
_exptl_absorpt_coefficient_mu    3.922
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6358
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SAINT'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.027
_exptl_crystal_description       lathe
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_refine_diff_density_max         1.932
_refine_diff_density_min         -0.988
_refine_diff_density_rms         0.166
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4894
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0349
_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)+(0.0400P)²+6.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0764
_refine_ls_wR_factor_ref         0.0795
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4308
_reflns_number_total             4894
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b00645_si_001.cif
_cod_data_source_block           thscfpy_C2c
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4347808
_shelx_shelxl_version_number     2014/7
_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   0.672
_shelx_estimated_absorpt_t_max   0.744
_exptl_absorpt_special_details
; 
Twin Law, Sample 1 of 1 
   Transforms h1.1(1)->h1.2(2) 
    -0.99538 -0.04150  0.01054 
    -0.04788  0.99778  0.04248 
    -0.02060  0.05742 -1.00219 
The relative abundance of the two components was about 3:1 
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y, -z-1/2'
'-x+1/2, -y+1/2, -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
Th1 Th 0.0000 0.19328(2) 0.2500 0.01262(7) Uani 1 2 d S T P
S1 S -0.13584(8) 0.06913(6) 0.24116(6) 0.0206(2) Uani 1 1 d . . .
S2 S -0.17205(8) 0.24527(6) 0.14447(6) 0.0182(2) Uani 1 1 d . . .
F1 F 0.0112(2) 0.08449(15) 0.39157(16) 0.0287(6) Uani 1 1 d . . .
F2 F 0.0990(2) -0.03374(19) 0.48394(17) 0.0402(8) Uani 1 1 d . . .
F3 F 0.0573(2) -0.18594(18) 0.4444(2) 0.0463(9) Uani 1 1 d . . .
F4 F -0.0744(2) -0.21990(16) 0.3100(2) 0.0468(9) Uani 1 1 d . . .
F5 F -0.1648(2) -0.10332(16) 0.21921(17) 0.0326(7) Uani 1 1 d . . .
F6 F -0.12660(18) 0.18790(14) -0.00135(15) 0.0219(5) Uani 1 1 d . . .
F7 F -0.21716(19) 0.07212(15) -0.09358(14) 0.0253(6) Uani 1 1 d . . .
F8 F -0.3657(2) -0.01121(16) -0.05828(16) 0.0302(6) Uani 1 1 d . . .
F9 F -0.42850(19) 0.02579(15) 0.06988(15) 0.0265(6) Uani 1 1 d . . .
F10 F -0.34291(18) 0.14251(14) 0.16079(14) 0.0214(5) Uani 1 1 d . . .
C1 C -0.0791(3) -0.0056(2) 0.3021(2) 0.0165(8) Uani 1 1 d . . .
C2 C -0.0118(3) 0.0084(3) 0.3705(3) 0.0200(9) Uani 1 1 d . . .
C3 C 0.0341(3) -0.0502(3) 0.4186(3) 0.0264(10) Uani 1 1 d . . .
C4 C 0.0118(4) -0.1274(3) 0.3982(3) 0.0287(11) Uani 1 1 d . . .
C5 C -0.0544(4) -0.1455(3) 0.3310(3) 0.0277(11) Uani 1 1 d . . .
C6 C -0.1001(3) -0.0845(2) 0.2842(3) 0.0203(9) Uani 1 1 d . . .
C7 C -0.2302(3) 0.1690(2) 0.0844(2) 0.0156(8) Uani 1 1 d . . .
C8 C -0.2021(3) 0.1490(2) 0.0178(2) 0.0174(9) Uani 1 1 d . . .
C9 C -0.2474(3) 0.0902(3) -0.0304(2) 0.0192(9) Uani 1 1 d . . .
C10 C -0.3231(3) 0.0480(3) -0.0129(2) 0.0205(9) Uani 1 1 d . . .
C11 C -0.3541(3) 0.0664(2) 0.0522(2) 0.0182(9) Uani 1 1 d . . .
C12 C -0.3092(3) 0.1263(3) 0.0988(2) 0.0180(9) Uani 1 1 d . . .
N1 N -0.0891(3) 0.2460(2) 0.3535(2) 0.0186(7) Uani 1 1 d . . .
C13 C -0.1874(3) 0.2310(3) 0.3443(3) 0.0216(9) Uani 1 1 d . . .
H13 H -0.2187 0.1946 0.3062 0.026 Uiso 1 1 calc R U .
C14 C -0.2431(4) 0.2669(3) 0.3886(3) 0.0259(10) Uani 1 1 d . . .
H14 H -0.3117 0.2558 0.3804 0.031 Uiso 1 1 calc R U .
C15 C -0.1983(4) 0.3192(3) 0.4450(3) 0.0275(11) Uani 1 1 d . . .
H15 H -0.2355 0.3449 0.4757 0.033 Uiso 1 1 calc R U .
C16 C -0.0986(4) 0.3333(3) 0.4557(3) 0.0238(10) Uani 1 1 d . . .
H16 H -0.0656 0.3685 0.4944 0.029 Uiso 1 1 calc R U .
C17 C -0.0472(3) 0.2957(2) 0.4094(3) 0.0211(9) Uani 1 1 d . . .
H17 H 0.0217 0.3056 0.4177 0.025 Uiso 1 1 calc R U .
N2 N 0.0000 0.3534(3) 0.2500 0.0191(11) Uani 1 2 d S T P
C18 C -0.0829(3) 0.3952(2) 0.2503(3) 0.0224(10) Uani 1 1 d . . .
H18 H -0.1420 0.3673 0.2505 0.027 Uiso 1 1 calc R U .
C19 C -0.0853(4) 0.4763(3) 0.2504(3) 0.0254(10) Uani 1 1 d . . .
H19 H -0.1448 0.5035 0.2507 0.030 Uiso 1 1 calc R U .
C20 C 0.0000 0.5175(4) 0.2500 0.0337(17) Uani 1 2 d S T P
H20 H 0.0000 0.5735 0.2500 0.040 Uiso 1 2 calc R U P
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'
F F 0.0171 0.0103 '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'
Th Th -7.2400 8.8979 '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
N1 Th1 N1 140.26(15) 6_556 .
N1 Th1 N2 70.13(7) 6_556 .
N1 Th1 N2 70.13(7) . .
N1 Th1 S1 129.66(8) 6_556 .
N1 Th1 S1 82.62(8) . .
N2 Th1 S1 138.58(2) . .
N1 Th1 S1 82.62(8) 6_556 6_556
N1 Th1 S1 129.66(8) . 6_556
N2 Th1 S1 138.58(2) . 6_556
S1 Th1 S1 82.83(4) . 6_556
N1 Th1 S2 84.63(8) 6_556 6_556
N1 Th1 S2 83.18(8) . 6_556
N2 Th1 S2 71.79(2) . 6_556
S1 Th1 S2 136.36(3) . 6_556
S1 Th1 S2 75.22(3) 6_556 6_556
N1 Th1 S2 83.18(8) 6_556 .
N1 Th1 S2 84.63(8) . .
N2 Th1 S2 71.79(2) . .
S1 Th1 S2 75.22(3) . .
S1 Th1 S2 136.36(3) 6_556 .
S2 Th1 S2 143.59(4) 6_556 .
N1 Th1 F1 147.20(9) 6_556 .
N1 Th1 F1 63.94(9) . .
N2 Th1 F1 126.19(5) . .
S1 Th1 F1 60.39(5) . .
S1 Th1 F1 66.95(5) 6_556 .
S2 Th1 F1 76.30(5) 6_556 .
S2 Th1 F1 127.29(5) . .
C1 S1 Th1 108.22(14) . .
C7 S2 Th1 112.27(14) . .
C2 F1 Th1 111.6(2) . .
C2 C1 C6 115.7(4) . .
C2 C1 S1 123.3(3) . .
C6 C1 S1 121.0(3) . .
F1 C2 C3 117.8(4) . .
F1 C2 C1 118.5(4) . .
C3 C2 C1 123.7(4) . .
F2 C3 C2 121.5(4) . .
F2 C3 C4 119.9(4) . .
C2 C3 C4 118.6(4) . .
F3 C4 C5 119.9(5) . .
F3 C4 C3 119.4(5) . .
C5 C4 C3 120.7(4) . .
F4 C5 C4 121.0(4) . .
F4 C5 C6 119.9(5) . .
C4 C5 C6 119.1(4) . .
F5 C6 C5 118.1(4) . .
F5 C6 C1 119.6(4) . .
C5 C6 C1 122.3(4) . .
C12 C7 C8 115.5(4) . .
C12 C7 S2 122.5(3) . .
C8 C7 S2 122.0(3) . .
F6 C8 C9 117.3(4) . .
F6 C8 C7 119.8(4) . .
C9 C8 C7 122.9(4) . .
F7 C9 C10 119.4(4) . .
F7 C9 C8 121.0(4) . .
C10 C9 C8 119.7(4) . .
F8 C10 C9 120.1(4) . .
F8 C10 C11 120.5(4) . .
C9 C10 C11 119.4(4) . .
F9 C11 C12 119.9(4) . .
F9 C11 C10 120.0(4) . .
C12 C11 C10 120.1(4) . .
F10 C12 C11 117.7(4) . .
F10 C12 C7 119.8(4) . .
C11 C12 C7 122.4(4) . .
C17 N1 C13 117.1(4) . .
C17 N1 Th1 123.7(3) . .
C13 N1 Th1 118.5(3) . .
N1 C13 C14 122.1(4) . .
N1 C13 H13 118.9 . .
C14 C13 H13 118.9 . .
C13 C14 C15 119.5(4) . .
C13 C14 H14 120.2 . .
C15 C14 H14 120.2 . .
C16 C15 C14 118.6(4) . .
C16 C15 H15 120.7 . .
C14 C15 H15 120.7 . .
C15 C16 C17 119.0(5) . .
C15 C16 H16 120.5 . .
C17 C16 H16 120.5 . .
N1 C17 C16 123.6(4) . .
N1 C17 H17 118.2 . .
C16 C17 H17 118.2 . .
C18 N2 C18 116.8(5) . 6_556
C18 N2 Th1 121.6(3) . .
C18 N2 Th1 121.6(3) 6_556 .
N2 C18 C19 123.0(4) . .
N2 C18 H18 118.5 . .
C19 C18 H18 118.5 . .
C18 C19 C20 119.1(5) . .
C18 C19 H19 120.5 . .
C20 C19 H19 120.5 . .
C19 C20 C19 119.0(6) . 6_556
C19 C20 H20 120.5 . .
C19 C20 H20 120.5 6_556 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Th1 N1 2.634(4) 6_556
Th1 N1 2.634(4) .
Th1 N2 2.718(5) .
Th1 S1 2.8111(11) .
Th1 S1 2.8111(11) 6_556
Th1 S2 2.8252(10) 6_556
Th1 S2 2.8253(10) .
Th1 F1 3.129(3) .
S1 C1 1.742(4) .
S2 C7 1.758(4) .
F1 C2 1.363(5) .
F2 C3 1.335(5) .
F3 C4 1.354(5) .
F4 C5 1.330(5) .
F5 C6 1.338(5) .
F6 C8 1.353(4) .
F7 C9 1.342(5) .
F8 C10 1.343(5) .
F9 C11 1.345(5) .
F10 C12 1.342(5) .
C1 C2 1.382(6) .
C1 C6 1.392(6) .
C2 C3 1.375(6) .
C3 C4 1.377(7) .
C4 C5 1.373(7) .
C5 C6 1.391(6) .
C7 C12 1.392(6) .
C7 C8 1.393(6) .
C8 C9 1.377(6) .
C9 C10 1.372(6) .
C10 C11 1.381(6) .
C11 C12 1.373(6) .
N1 C17 1.338(6) .
N1 C13 1.364(6) .
C13 C14 1.382(6) .
C13 H13 0.9500 .
C14 C15 1.384(7) .
C14 H14 0.9500 .
C15 C16 1.376(7) .
C15 H15 0.9500 .
C16 C17 1.380(6) .
C16 H16 0.9500 .
C17 H17 0.9500 .
N2 C18 1.356(5) .
N2 C18 1.356(5) 6_556
C18 C19 1.377(6) .
C18 H18 0.9500 .
C19 C20 1.380(6) .
C19 H19 0.9500 .
C20 C19 1.380(6) 6_556
C20 H20 0.9500 .
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_4
Th1 S1 C1 C2 34.3(4) . .
Th1 S1 C1 C6 -145.9(3) . .
Th1 F1 C2 C3 148.1(3) . .
Th1 F1 C2 C1 -31.6(4) . .
C6 C1 C2 F1 -179.5(4) . .
S1 C1 C2 F1 0.3(6) . .
C6 C1 C2 C3 0.9(6) . .
S1 C1 C2 C3 -179.3(4) . .
F1 C2 C3 F2 0.1(6) . .
C1 C2 C3 F2 179.7(4) . .
F1 C2 C3 C4 -180.0(4) . .
C1 C2 C3 C4 -0.3(7) . .
F2 C3 C4 F3 -1.0(7) . .
C2 C3 C4 F3 179.0(4) . .
F2 C3 C4 C5 -179.6(4) . .
C2 C3 C4 C5 0.4(7) . .
F3 C4 C5 F4 -0.4(7) . .
C3 C4 C5 F4 178.2(4) . .
F3 C4 C5 C6 -179.7(4) . .
C3 C4 C5 C6 -1.0(7) . .
F4 C5 C6 F5 1.2(6) . .
C4 C5 C6 F5 -179.5(4) . .
F4 C5 C6 C1 -177.6(4) . .
C4 C5 C6 C1 1.7(7) . .
C2 C1 C6 F5 179.7(4) . .
S1 C1 C6 F5 -0.1(6) . .
C2 C1 C6 C5 -1.5(6) . .
S1 C1 C6 C5 178.7(3) . .
Th1 S2 C7 C12 96.5(3) . .
Th1 S2 C7 C8 -85.5(3) . .
C12 C7 C8 F6 179.4(3) . .
S2 C7 C8 F6 1.2(5) . .
C12 C7 C8 C9 -1.0(6) . .
S2 C7 C8 C9 -179.2(3) . .
F6 C8 C9 F7 0.4(6) . .
C7 C8 C9 F7 -179.1(4) . .
F6 C8 C9 C10 178.7(4) . .
C7 C8 C9 C10 -0.8(7) . .
F7 C9 C10 F8 0.5(6) . .
C8 C9 C10 F8 -177.9(4) . .
F7 C9 C10 C11 179.9(4) . .
C8 C9 C10 C11 1.5(7) . .
F8 C10 C11 F9 -1.0(6) . .
C9 C10 C11 F9 179.7(4) . .
F8 C10 C11 C12 179.1(4) . .
C9 C10 C11 C12 -0.3(7) . .
F9 C11 C12 F10 -0.7(6) . .
C10 C11 C12 F10 179.2(4) . .
F9 C11 C12 C7 178.3(4) . .
C10 C11 C12 C7 -1.7(7) . .
C8 C7 C12 F10 -178.6(4) . .
S2 C7 C12 F10 -0.5(5) . .
C8 C7 C12 C11 2.3(6) . .
S2 C7 C12 C11 -179.5(3) . .
C17 N1 C13 C14 2.0(6) . .
Th1 N1 C13 C14 -169.3(3) . .
N1 C13 C14 C15 -0.8(7) . .
C13 C14 C15 C16 -0.7(7) . .
C14 C15 C16 C17 0.8(7) . .
C13 N1 C17 C16 -1.9(6) . .
Th1 N1 C17 C16 168.9(3) . .
C15 C16 C17 N1 0.5(7) . .
C18 N2 C18 C19 0.0(3) 6_556 .
Th1 N2 C18 C19 180.0(3) . .
N2 C18 C19 C20 0.1(6) . .
C18 C19 C20 C19 0.0(3) . 6_556
